#------------------------------------------------------------------------------ #$Date: 2025-08-21 23:24:23 +0100 (Thu, 21 Aug 2025) $ #$Revision: 301857 $ #$URL: svn://www.crystallography.net/cod/cif/7/11/26/7112612.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7112612 loop_ _publ_author_name 'Lena Hahn' 'Simin Oz' 'Hubert Wadepohl' 'Lutz H. Gade' _publ_section_title ; Highly emissive water-soluble tetraazaperopyrenes as fluorescent markers ; _journal_name_full Chem.Commun. _journal_page_first 4941 _journal_paper_doi 10.1039/C4CC01254B _journal_volume 50 _journal_year 2014 _chemical_formula_moiety 'C52 H32 F14 N8, 4(C F3 O3 S)' _chemical_formula_sum 'C56 H32 F26 N8 O12 S4' _chemical_formula_weight 1631.13 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap _audit_block_code ga_lh7 _audit_creation_date ; 'Wed Dec 04 11:54:00 2013' ; _audit_update_record 'Wed Dec 4 11:58:12 CET 2013' _cell_angle_alpha 90 _cell_angle_beta 99.183(5) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 10.5849(6) _cell_length_b 9.8070(4) _cell_length_c 29.9716(13) _cell_measurement_reflns_used 8995 _cell_measurement_temperature 110(1) _cell_measurement_theta_max 69.8990 _cell_measurement_theta_min 4.2470 _cell_volume 3071.4(3) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) ; _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'encif (Wadepohl, 2009-13); encifer 1.4 (CCDC, 2011)' _computing_structure_refinement 'ShelXL (Sheldrick, 2008)' _computing_structure_solution 'SUPERFLIP (Palatinus, 2007-2009)' _diffrn_ambient_temperature 110(1) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 7.9621 _diffrn_detector_type 'Agilent EOS' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_details ; 1 omega -16.00 17.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 -57.0000 -60.0000 33 2 omega 30.00 65.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 57.0000 -30.0000 35 3 omega -27.00 61.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 77.0000 -150.0000 88 4 omega -58.00 -27.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 -57.0000 -60.0000 31 5 omega -69.00 5.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 -57.0000 90.0000 74 6 omega -17.00 12.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 57.0000 -30.0000 29 7 omega -68.00 17.00 1.0000 20.0000 omega____ theta____ kappa____ phi______ frames - 0.0000 -57.0000 -180.0000 85 8 omega 24.00 124.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -90.0000 100 9 omega 82.00 122.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -60.0000 40 10 omega 25.00 63.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 0.0000 38 11 omega 24.00 78.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 120.0000 54 12 omega 24.00 54.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 150.0000 30 13 omega -15.00 65.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -57.0000 -180.0000 80 14 omega 24.00 101.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -125.0000 -180.0000 77 15 omega 25.00 58.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -120.0000 33 16 omega 83.00 109.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 120.0000 26 17 omega 79.00 117.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 60.0000 38 18 omega 83.00 111.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -30.0000 28 19 omega -16.00 79.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -77.0000 -60.0000 95 20 omega 24.00 55.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -60.0000 31 21 omega -11.00 54.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 -57.0000 30.0000 65 22 omega 63.00 104.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -120.0000 41 23 omega 24.00 50.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -180.0000 26 24 omega 24.00 59.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -150.0000 35 25 omega 24.00 62.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -30.0000 38 26 omega 24.00 51.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 90.0000 27 27 omega 24.00 59.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 30.0000 35 28 omega 60.00 123.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 150.0000 63 29 omega 24.00 64.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 60.0000 40 30 omega 77.00 122.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 -180.0000 45 31 omega 64.00 111.00 1.0000 30.0000 omega____ theta____ kappa____ phi______ frames - 54.0000 77.0000 30.0000 47 32 omega 117.00 177.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 60.0000 60 33 omega 78.00 104.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -150.0000 26 34 omega 78.00 104.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 60.0000 26 35 omega 85.00 132.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 -150.0000 47 36 omega 85.00 110.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 60.0000 25 37 omega 108.00 177.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 30.0000 69 38 omega 82.00 145.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 38.0000 -60.0000 63 39 omega 78.00 103.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 30.0000 25 40 omega 82.00 116.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 38.0000 -150.0000 34 41 omega 36.00 116.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -111.0000 -180.0000 80 42 omega 83.00 109.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 69.0000 137.4524 26 43 omega 85.00 175.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 120.0000 90 44 omega 85.00 163.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 90.0000 78 45 omega 132.00 165.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -90.0000 33 46 omega 78.00 103.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 120.0000 25 47 omega 115.00 175.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -180.0000 60 48 omega 78.00 103.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -90.0000 25 49 omega 48.00 137.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -77.0000 -180.0000 89 50 omega 78.00 103.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -180.0000 25 51 omega 86.00 111.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 50.0000 120.0000 25 52 omega 82.00 132.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 38.0000 -30.0000 50 53 omega 85.00 131.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 -30.0000 46 54 omega 85.00 111.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 30.0000 26 55 omega 109.00 174.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 150.0000 65 56 omega 111.00 168.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -30.0000 57 57 omega 78.00 103.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 150.0000 25 58 omega 78.00 103.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -120.0000 25 59 omega 78.00 104.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -30.0000 26 60 omega 123.00 177.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -150.0000 54 61 omega 78.00 105.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 0.0000 27 62 omega 112.00 178.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 0.0000 66 63 omega 86.00 115.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 50.0000 90.0000 29 64 omega 86.00 175.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 -120.0000 89 65 omega 128.00 170.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -60.0000 42 66 omega 78.00 103.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 77.0000 -60.0000 25 67 omega 82.00 108.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 38.0000 60.0000 26 68 omega 85.00 116.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 150.0000 31 69 omega 39.00 138.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -77.0000 0.0000 99 70 omega 85.00 111.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 64.0000 0.0000 26 71 omega 36.00 115.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 -111.0000 0.0000 79 72 omega 81.00 107.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 74.0000 -136.7234 26 73 omega 87.00 113.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 52.0000 4.5224 26 74 omega 86.00 112.00 1.0000 40.0000 omega____ theta____ kappa____ phi______ frames - 108.0000 46.0000 67.4578 26 ; _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Agilent SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method '\w scans' _diffrn_measurement_specimen_support 'polyimid foil' _diffrn_orient_matrix_UB_11 -0.0162778000 _diffrn_orient_matrix_UB_12 -0.1555287000 _diffrn_orient_matrix_UB_13 0.0034589000 _diffrn_orient_matrix_UB_21 0.0579769000 _diffrn_orient_matrix_UB_22 0.0056638000 _diffrn_orient_matrix_UB_23 0.0505228000 _diffrn_orient_matrix_UB_31 -0.1345207000 _diffrn_orient_matrix_UB_32 0.0212179000 _diffrn_orient_matrix_UB_33 0.0122216000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_unetI/netI 0.0384 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_limit_l_min -36 _diffrn_reflns_number 44255 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 70.847 _diffrn_reflns_theta_min 4.256 _diffrn_source 'microfocus X-Ray tube' _diffrn_source_type 'Agilent SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 2.795 _exptl_absorpt_correction_T_max 0.807 _exptl_absorpt_correction_T_min 0.709 _exptl_absorpt_correction_type gaussian _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) (compiled Aug 2 2013,16:46:58) Numerical absorption correction based on gaussian integration over a multifaceted crystal model ; _exptl_crystal_colour red _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.764 _exptl_crystal_description irregular _exptl_crystal_F_000 1636 _exptl_crystal_size_max 0.1959 _exptl_crystal_size_mid 0.1290 _exptl_crystal_size_min 0.0934 _refine_diff_density_max 0.739 _refine_diff_density_min -0.796 _refine_diff_density_rms 0.071 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 553 _refine_ls_number_reflns 5881 _refine_ls_number_restraints 81 _refine_ls_restrained_S_all 1.028 _refine_ls_R_factor_all 0.0810 _refine_ls_R_factor_gt 0.0609 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0596P)^2^+6.9083P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1450 _refine_ls_wR_factor_ref 0.1584 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4499 _reflns_number_total 5881 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL ga_lh7 - #1919 - in P2(1)/n - superflip - nova CELL 1.54184 10.584856 9.806994 29.971568 90 99.1832 90 ZERR 2 0.00056 0.000445 0.00125 0 0.0045 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H F N O S UNIT 112 64 52 16 24 8 SADI 0.01 S1 O11 S1 O12 S1 O13 SADI 0.01 O11 O12 O11 O13 O12 O13 SADI 0.01 C51 F11 C51 F12 C51 F13 SADI 0.01 F11 F12 F11 F13 F12 F13 SIMU 0.02 0.04 0.5 $O $S $C L.S. 10 PLAN 25 SIZE 0.1 0.1 0.1 TEMP -163.14 BOND $H CONF fmap 2 acta REM /struk/ga/ga_lh7/ga_lh7.hkl WGHT 0.059600 6.908300 FVAR 3.29790 0.60549 F1 3 -0.070181 0.542503 0.453652 11.00000 0.02649 0.02356 = 0.05523 -0.00187 0.00483 -0.00146 F2 3 -0.134482 0.679709 0.398154 11.00000 0.03865 0.05405 = 0.02628 -0.00230 -0.00453 -0.01793 F3 3 -0.170391 0.699483 0.511225 11.00000 0.03196 0.13223 = 0.03559 -0.02695 0.01301 -0.02172 F4 3 -0.201584 0.864127 0.462564 11.00000 0.03823 0.03166 = 0.16358 -0.02649 0.03054 0.00026 F5 3 -0.411278 0.715179 0.478185 11.00000 0.02785 0.06267 = 0.09673 -0.03535 0.02144 -0.00468 F6 3 -0.377843 0.717622 0.410441 11.00000 0.03231 0.14829 = 0.07981 0.02357 -0.01515 -0.00953 F7 3 -0.333409 0.539390 0.450361 11.00000 0.03361 0.04731 = 0.09832 -0.03174 0.02198 -0.01180 N1 4 0.083903 0.749229 0.498105 11.00000 0.02396 0.02606 = 0.02011 -0.00112 0.00275 -0.00252 N2 4 0.076708 0.817247 0.420884 11.00000 0.02323 0.02981 = 0.02268 -0.00310 0.00231 -0.00254 N28 4 0.194019 0.606622 0.653859 11.00000 0.02882 0.03180 = 0.01998 0.00099 0.00602 -0.00536 N35 4 0.845736 0.955735 0.722887 11.00000 0.05182 0.05865 = 0.02035 0.00148 -0.00194 0.00742 C1 1 0.196880 0.814200 0.509534 11.00000 0.01879 0.02355 = 0.01966 -0.00179 0.00381 -0.00056 C2 1 0.258378 0.814141 0.556182 11.00000 0.02327 0.02196 = 0.01925 -0.00074 0.00642 0.00065 C3 1 0.376287 0.869994 0.566980 11.00000 0.02493 0.02459 = 0.01481 -0.00218 0.00260 0.00060 AFIX 43 H3 2 0.417692 0.865668 0.597497 11.00000 -1.20000 AFIX 0 C4 1 0.441332 0.935319 0.534409 11.00000 0.01966 0.02182 = 0.01733 -0.00330 0.00487 0.00221 C5 1 0.380374 0.939892 0.488553 11.00000 0.01805 0.01956 = 0.01834 -0.00240 0.00353 0.00205 C6 1 0.257901 0.877644 0.476571 11.00000 0.02215 0.02061 = 0.01893 -0.00060 0.00328 0.00064 C7 1 0.807445 1.122801 0.568308 11.00000 0.02265 0.02623 = 0.02099 -0.00285 0.00290 -0.00248 C8 1 0.747715 1.060635 0.603311 11.00000 0.02627 0.03006 = 0.01728 -0.00197 0.00191 -0.00166 C9 1 0.630437 1.002101 0.591427 11.00000 0.02676 0.02547 = 0.01591 -0.00012 0.00461 -0.00101 AFIX 43 H9 2 0.590888 0.962196 0.614576 11.00000 -1.20000 AFIX 0 C10 1 0.563426 0.997351 0.545989 11.00000 0.02118 0.02222 = 0.01793 -0.00286 0.00338 0.00005 C21 1 0.033592 0.754955 0.454504 11.00000 0.02216 0.02295 = 0.02351 -0.00456 0.00142 -0.00117 C23 1 -0.091013 0.675147 0.442953 11.00000 0.02634 0.02436 = 0.02501 -0.00343 -0.00059 -0.00078 C24 1 -0.197482 0.728026 0.467548 11.00000 0.02776 0.03385 = 0.04733 -0.01548 0.00519 -0.00245 C25 1 -0.332953 0.673281 0.451067 11.00000 0.02647 0.04592 = 0.05532 -0.01443 0.00674 -0.00303 C26 1 0.190427 0.752549 0.590791 11.00000 0.02512 0.02623 = 0.01731 -0.00446 0.00539 -0.00440 C27 1 0.254768 0.666045 0.622692 11.00000 0.02521 0.02908 = 0.01883 -0.00346 0.00655 -0.00458 AFIX 43 H27 2 0.342976 0.647947 0.622774 11.00000 -1.20000 AFIX 0 C29 1 0.069521 0.630159 0.655279 11.00000 0.03282 0.04101 = 0.02379 -0.00050 0.01123 -0.01081 AFIX 43 H29 2 0.028809 0.586371 0.677437 11.00000 -1.20000 AFIX 0 C30 1 0.001431 0.717421 0.624711 11.00000 0.02673 0.03696 = 0.03021 -0.00337 0.00798 -0.00617 AFIX 43 H30 2 -0.086315 0.734964 0.625756 11.00000 -1.20000 AFIX 0 C31 1 0.061342 0.779703 0.592357 11.00000 0.02657 0.03262 = 0.02297 -0.00077 0.00504 -0.00350 AFIX 43 H31 2 0.014982 0.840840 0.571217 11.00000 -1.20000 AFIX 0 C32 1 0.266680 0.513605 0.687050 11.00000 0.03902 0.05252 = 0.02975 0.01419 0.00498 0.00105 AFIX 137 H32A 2 0.330425 0.464412 0.672862 11.00000 -1.50000 H32B 2 0.207951 0.448168 0.697576 11.00000 -1.50000 H32C 2 0.310015 0.566342 0.712797 11.00000 -1.50000 AFIX 0 C33 1 0.809951 1.064418 0.651270 11.00000 0.02593 0.04340 = 0.01996 -0.00129 0.00251 -0.00453 C34 1 0.795098 0.955619 0.678710 11.00000 0.03860 0.04532 = 0.02172 -0.00368 0.00040 0.00216 AFIX 43 H34 2 0.747987 0.878361 0.666264 11.00000 -1.20000 AFIX 0 C36 1 0.913472 1.062759 0.742147 11.00000 0.03298 0.09588 = 0.02051 -0.01048 -0.00271 -0.00767 AFIX 43 H36 2 0.948248 1.060884 0.773387 11.00000 -1.20000 AFIX 0 C37 1 0.931640 1.172869 0.716724 11.00000 0.06688 0.11131 = 0.02512 -0.01161 0.00405 -0.05411 AFIX 43 H37 2 0.979653 1.248361 0.730122 11.00000 -1.20000 AFIX 0 C38 1 0.880332 1.175867 0.671119 11.00000 0.06505 0.07622 = 0.02682 -0.00838 0.00672 -0.03957 AFIX 43 H38 2 0.892949 1.253477 0.653379 11.00000 -1.20000 AFIX 0 C39 1 0.822569 0.836915 0.751222 11.00000 0.18430 0.06507 = 0.03056 0.01267 -0.00620 -0.00340 AFIX 137 H39A 2 0.755739 0.859783 0.769142 11.00000 -1.50000 H39B 2 0.901725 0.813810 0.771507 11.00000 -1.50000 H39C 2 0.794954 0.758747 0.731714 11.00000 -1.50000 AFIX 0 S1 6 0.660488 0.583308 0.636169 11.00000 0.02994 0.04132 = 0.02817 -0.00341 0.00400 -0.00280 O11 5 0.765238 0.553913 0.670685 11.00000 0.04165 0.19686 = 0.04975 0.04517 -0.01785 -0.03553 O12 5 0.536981 0.546620 0.646145 11.00000 0.03128 0.05182 = 0.03168 -0.00306 0.00860 0.00117 O13 5 0.668717 0.713955 0.615536 11.00000 0.07354 0.03159 = 0.10779 0.00652 0.04875 0.00765 F11 3 0.802453 0.479367 0.581844 11.00000 0.06905 0.06809 = 0.17613 -0.05088 0.08622 -0.02109 F12 3 0.662020 0.344695 0.602145 11.00000 0.12975 0.04601 = 0.39466 -0.07609 0.18138 -0.03171 F13 3 0.603840 0.499900 0.554102 11.00000 0.10084 0.27311 = 0.06917 -0.09668 0.04366 -0.11429 C51 1 0.684441 0.471427 0.591020 11.00000 0.05091 0.06256 = 0.10672 -0.04352 0.04831 -0.02231 SAME 0.02 0.04 S1 > C51 PART 1 S2A 6 0.444648 -0.012381 0.703982 21.00000 0.04414 0.04909 = 0.02083 -0.00715 0.00897 0.00880 O21A 5 0.455859 -0.140564 0.682744 21.00000 0.10541 0.05710 = 0.02902 -0.02246 -0.01251 0.03841 O22A 5 0.455492 -0.015560 0.752040 21.00000 0.05011 0.08816 = 0.02162 -0.01175 0.00899 0.00549 O23A 5 0.515635 0.094877 0.686298 21.00000 0.06903 0.09167 = 0.06871 0.00479 0.03378 -0.02331 F21A 3 0.251618 0.046158 0.640694 21.00000 0.06431 0.05106 = 0.02708 0.00041 0.00108 0.02727 F22A 3 0.200545 -0.056996 0.699459 21.00000 0.04750 0.09440 = 0.05403 -0.00245 0.00479 -0.01733 F23A 3 0.259125 0.150918 0.705850 21.00000 0.19258 0.11719 = 0.10416 0.00854 0.04173 0.08898 C52A 1 0.279501 0.034778 0.685377 21.00000 0.05612 0.03951 = 0.02622 -0.00436 0.01036 0.00791 SAME 0.02 0.04 S1 > C51 PART 0 PART 2 S2B 6 0.410842 -0.057650 0.709152 -21.00000 0.07550 0.04950 = 0.02901 -0.00476 0.00979 0.00576 O21B 5 0.485190 -0.110393 0.677649 -21.00000 0.06584 0.11536 = 0.03513 -0.01238 0.00966 0.03445 O22B 5 0.306970 -0.142770 0.715734 -21.00000 0.07977 0.06429 = 0.05654 0.00060 0.01375 -0.01601 O23B 5 0.481720 -0.005342 0.750281 -21.00000 0.10408 0.07008 = 0.03344 -0.02027 -0.00306 0.00345 F21B 3 0.420846 0.180104 0.672294 -21.00000 0.18650 0.06237 = 0.09891 0.01872 0.03816 -0.02304 F22B 3 0.258127 0.055945 0.643465 -21.00000 0.19242 0.13633 = 0.05889 0.02495 -0.01673 0.05106 F23B 3 0.251352 0.156560 0.703002 -21.00000 0.05146 0.02542 = 0.04386 -0.01615 0.01378 0.01614 C52B 1 0.334134 0.090392 0.681838 -21.00000 0.13430 0.04683 = 0.05431 0.00473 0.01978 0.00098 HKLF 4 REM ga_lh7 - #1919 - in P2(1)/n - superflip - nova REM R1 = 0.0609 for 4499 Fo > 4sig(Fo) and 0.0810 for all 5881 data REM 553 parameters refined using 81 restraints END WGHT 0.0596 6.9099 REM Highest difference peak 0.739, deepest hole -0.796, 1-sigma level 0.071 Q1 1 0.6447 0.3510 0.5863 11.00000 0.05 0.74 Q2 1 0.6284 0.4239 0.5698 11.00000 0.05 0.66 Q3 1 0.5930 0.5392 0.5510 11.00000 0.05 0.60 Q4 1 0.7156 0.3506 0.6309 11.00000 0.05 0.52 Q5 1 1.0741 0.8204 0.7410 11.00000 0.05 0.52 Q6 1 -0.1914 0.8267 0.4904 11.00000 0.05 0.48 Q7 1 0.7300 0.6155 0.6673 11.00000 0.05 0.48 Q8 1 0.6628 0.4823 0.6366 11.00000 0.05 0.41 Q9 1 0.7054 0.6840 0.5738 11.00000 0.05 0.39 Q10 1 -0.3950 0.6479 0.4979 11.00000 0.05 0.38 Q11 1 0.3098 -0.0651 0.7014 11.00000 0.05 0.34 Q12 1 0.3383 0.4022 0.7105 11.00000 0.05 0.31 Q13 1 0.7821 0.5144 0.6559 11.00000 0.05 0.30 Q14 1 0.3092 0.9236 0.4823 11.00000 0.05 0.28 Q15 1 -0.2856 0.5404 0.4795 11.00000 0.05 0.28 Q16 1 0.8116 0.4593 0.6064 11.00000 0.05 0.28 Q17 1 0.2161 0.8742 0.4929 11.00000 0.05 0.27 Q18 1 0.2318 0.7736 0.5722 11.00000 0.05 0.27 Q19 1 0.2343 0.7872 0.5333 11.00000 0.05 0.27 Q20 1 0.7086 0.4334 0.6112 11.00000 0.05 0.27 Q21 1 -0.3417 0.6278 0.4158 11.00000 0.05 0.27 Q22 1 0.2217 0.8949 0.4559 11.00000 0.05 0.27 Q23 1 0.3972 0.9790 0.4712 11.00000 0.05 0.26 Q24 1 -0.4021 0.7413 0.4343 11.00000 0.05 0.25 Q25 1 -0.2175 0.8574 0.4520 11.00000 0.05 0.24 ; _cod_data_source_file c4cc01254b2.cif _cod_data_source_block ga_lh7 _cod_original_cell_volume 3071.3(3) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7112612 #BEGIN Tags that were not found in dictionaries: _audit_block_refno 1919 _audit_block_usercomment 'LH253, irregular, red' _shelxl_version_number 2013-4 _chemical_oxdiff_formula 'C56 H32 F26 N8 O12 S4' _chemical_oxdiff_usercomment 'LH253, irregular, red' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.767 _shelx_estimated_absorpt_t_min 0.767 _reflns_odcompleteness_completeness 99.93 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups 2. Restrained distances S1-O11 \\sim S1-O12 \\sim S1-O13 with sigma of 0.01 O11-O12 \\sim O11-O13 \\sim O12-O13 with sigma of 0.01 C51-F11 \\sim C51-F12 \\sim C51-F13 with sigma of 0.01 F11-F12 \\sim F11-F13 \\sim F12-F13 with sigma of 0.01 3. Uiso/Uaniso restraints and constraints O11 \\sim O12 \\sim O13 \\sim O21A \\sim O22A \\sim O23A \\sim O21B \\sim O22B \\sim O23B \\sim S1 \\sim S2A \\sim S2B \\sim C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C21 \\sim C23 \\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33 \\sim C34 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C51 \\sim C52A \\sim C52B: within 0.5A with sigma of 0.02 and sigma for terminal atoms of 0.04 4. Same fragment restrains {S1, O11, O12, O13, F11, F12, F13, C51} as {S2A, O21A, O22A, O23A, F21A, F22A, F23A, C52A} {S1, O11, O12, O13, F11, F12, F13, C51} as {S2B, O21B, O22B, O23B, F21B, F22B, F23B, C52B} 5. Others Sof(S2B)=Sof(O21B)=Sof(O22B)=Sof(O23B)=Sof(F21B)=Sof(F22B)=Sof(F23B)= Sof(C52B)=1-FVAR(1) Sof(S2A)=Sof(O21A)=Sof(O22A)=Sof(O23A)=Sof(F21A)=Sof(F22A)=Sof(F23A)= Sof(C52A)=FVAR(1) 6.a Aromatic/amide H refined with riding coordinates: C3(H3), C9(H9), C27(H27), C29(H29), C30(H30), C31(H31), C34(H34), C36(H36), C37(H37), C38(H38) 6.b Idealised Me refined as rotating group: C32(H32A,H32B,H32C), C39(H39A,H39B,H39C) ; _shelx_res_checksum 21238 _cell_oxdiff_length_a 10.5892(6) _cell_oxdiff_length_b 9.8080(4) _cell_oxdiff_length_c 29.9583(9) _cell_oxdiff_angle_alpha 90.051(3) _cell_oxdiff_angle_beta 99.209(4) _cell_oxdiff_angle_gamma 90.006(4) _cell_oxdiff_volume 3071.3(2) _cell_oxdiff_measurement_reflns_used 8995 #END Tags that were not found in dictionaries loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group F1 F -0.07018(19) 0.54250(19) 0.45365(7) 0.0353(5) Uani 1 1 d . . . . F2 F -0.1345(2) 0.6797(2) 0.39815(7) 0.0407(5) Uani 1 1 d . . . . F3 F -0.1704(2) 0.6995(4) 0.51123(8) 0.0658(9) Uani 1 1 d . . . . F4 F -0.2016(2) 0.8641(3) 0.46256(13) 0.0762(10) Uani 1 1 d . . . . F5 F -0.4113(2) 0.7152(3) 0.47818(10) 0.0612(8) Uani 1 1 d . . . . F6 F -0.3778(3) 0.7176(4) 0.41044(11) 0.0894(11) Uani 1 1 d . . . . F7 F -0.3334(2) 0.5394(3) 0.45036(10) 0.0585(7) Uani 1 1 d . . . . N1 N 0.0839(3) 0.7492(3) 0.49810(8) 0.0235(6) Uani 1 1 d . . . . N2 N 0.0767(3) 0.8172(3) 0.42088(9) 0.0254(6) Uani 1 1 d . . . . N28 N 0.1940(3) 0.6066(3) 0.65386(9) 0.0266(6) Uani 1 1 d . . . . N35 N 0.8457(3) 0.9557(4) 0.72289(10) 0.0444(8) Uani 1 1 d . . . . C1 C 0.1969(3) 0.8142(3) 0.50953(10) 0.0206(6) Uani 1 1 d . . . . C2 C 0.2584(3) 0.8141(3) 0.55618(10) 0.0212(6) Uani 1 1 d . . . . C3 C 0.3763(3) 0.8700(3) 0.56698(10) 0.0215(6) Uani 1 1 d . . . . H3 H 0.4177 0.8657 0.5975 0.026 Uiso 1 1 calc R . . . C4 C 0.4413(3) 0.9353(3) 0.53441(10) 0.0194(6) Uani 1 1 d . . . . C5 C 0.3804(3) 0.9399(3) 0.48855(10) 0.0186(6) Uani 1 1 d . . . . C6 C 0.2579(3) 0.8776(3) 0.47657(10) 0.0206(6) Uani 1 1 d . . . . C7 C 0.8074(3) 1.1228(3) 0.56831(10) 0.0234(7) Uani 1 1 d . . . . C8 C 0.7477(3) 1.0606(3) 0.60331(10) 0.0247(7) Uani 1 1 d . . . . C9 C 0.6304(3) 1.0021(3) 0.59143(10) 0.0226(7) Uani 1 1 d . . . . H9 H 0.5909 0.9622 0.6146 0.027 Uiso 1 1 calc R . . . C10 C 0.5634(3) 0.9974(3) 0.54599(10) 0.0204(6) Uani 1 1 d . . . . C21 C 0.0336(3) 0.7550(3) 0.45450(10) 0.0231(7) Uani 1 1 d . . . . C23 C -0.0910(3) 0.6751(3) 0.44295(11) 0.0257(7) Uani 1 1 d . . . . C24 C -0.1975(4) 0.7280(4) 0.46755(13) 0.0364(9) Uani 1 1 d . . . . C25 C -0.3330(4) 0.6733(4) 0.45107(15) 0.0425(10) Uani 1 1 d . . . . C26 C 0.1904(3) 0.7525(3) 0.59079(10) 0.0227(7) Uani 1 1 d . . . . C27 C 0.2548(3) 0.6660(3) 0.62269(10) 0.0240(7) Uani 1 1 d . . . . H27 H 0.3430 0.6479 0.6228 0.029 Uiso 1 1 calc R . . . C29 C 0.0695(3) 0.6302(4) 0.65528(11) 0.0318(8) Uani 1 1 d . . . . H29 H 0.0288 0.5864 0.6774 0.038 Uiso 1 1 calc R . . . C30 C 0.0014(3) 0.7174(4) 0.62471(11) 0.0309(8) Uani 1 1 d . . . . H30 H -0.0863 0.7350 0.6258 0.037 Uiso 1 1 calc R . . . C31 C 0.0613(3) 0.7797(4) 0.59236(11) 0.0273(7) Uani 1 1 d . . . . H31 H 0.0150 0.8408 0.5712 0.033 Uiso 1 1 calc R . . . C32 C 0.2667(4) 0.5136(4) 0.68705(13) 0.0405(9) Uani 1 1 d . . . . H32A H 0.3304 0.4644 0.6729 0.061 Uiso 1 1 calc GR . . . H32B H 0.2080 0.4482 0.6976 0.061 Uiso 1 1 calc GR . . . H32C H 0.3100 0.5663 0.7128 0.061 Uiso 1 1 calc GR . . . C33 C 0.8100(3) 1.0644(4) 0.65127(11) 0.0299(7) Uani 1 1 d . . . . C34 C 0.7951(4) 0.9556(4) 0.67871(11) 0.0357(8) Uani 1 1 d . . . . H34 H 0.7480 0.8784 0.6663 0.043 Uiso 1 1 calc R . . . C36 C 0.9135(4) 1.0628(5) 0.74215(13) 0.0506(12) Uani 1 1 d . . . . H36 H 0.9482 1.0609 0.7734 0.061 Uiso 1 1 calc R . . . C37 C 0.9316(5) 1.1729(6) 0.71672(14) 0.0681(17) Uani 1 1 d . . . . H37 H 0.9797 1.2484 0.7301 0.082 Uiso 1 1 calc R . . . C38 C 0.8803(5) 1.1759(5) 0.67112(13) 0.0561(13) Uani 1 1 d . . . . H38 H 0.8929 1.2535 0.6534 0.067 Uiso 1 1 calc R . . . C39 C 0.8226(8) 0.8369(6) 0.75122(16) 0.096(2) Uani 1 1 d . . . . H39A H 0.7557 0.8598 0.7691 0.144 Uiso 1 1 calc GR . . . H39B H 0.9017 0.8138 0.7715 0.144 Uiso 1 1 calc GR . . . H39C H 0.7950 0.7587 0.7317 0.144 Uiso 1 1 calc GR . . . S1 S 0.66049(8) 0.58331(10) 0.63617(3) 0.0332(2) Uani 1 1 d . . . . O11 O 0.7652(3) 0.5539(5) 0.67068(12) 0.0988(17) Uani 1 1 d . . . . O12 O 0.5370(2) 0.5466(3) 0.64614(8) 0.0379(6) Uani 1 1 d . . . . O13 O 0.6687(3) 0.7140(3) 0.61554(13) 0.0672(10) Uani 1 1 d . . . . F11 F 0.8025(3) 0.4794(3) 0.58184(14) 0.0971(14) Uani 1 1 d . . . . F12 F 0.6620(4) 0.3447(3) 0.6021(2) 0.175(3) Uani 1 1 d . . . . F13 F 0.6038(4) 0.4999(5) 0.55410(11) 0.144(2) Uani 1 1 d . . . . C51 C 0.6844(4) 0.4714(4) 0.59102(18) 0.0695(17) Uani 1 1 d . . . . S2A S 0.4446(3) -0.0124(4) 0.70398(10) 0.0376(7) Uani 0.605(6) 1 d . P A 1 O21A O 0.4559(16) -0.1406(13) 0.6827(5) 0.066(4) Uani 0.605(6) 1 d . P A 1 O22A O 0.4555(16) -0.016(2) 0.7520(4) 0.053(3) Uani 0.605(6) 1 d . P A 1 O23A O 0.5156(6) 0.0949(8) 0.6863(2) 0.074(2) Uani 0.605(6) 1 d . P A 1 F21A F 0.2516(7) 0.0462(9) 0.6407(2) 0.048(2) Uani 0.605(6) 1 d . P A 1 F22A F 0.2005(4) -0.0570(6) 0.69946(15) 0.0657(16) Uani 0.605(6) 1 d . P A 1 F23A F 0.2591(15) 0.1509(13) 0.7059(5) 0.136(6) Uani 0.605(6) 1 d . P A 1 C52A C 0.2795(7) 0.0348(8) 0.6854(2) 0.0402(18) Uani 0.605(6) 1 d . P A 1 S2B S 0.4108(6) -0.0576(6) 0.70915(17) 0.0512(13) Uani 0.395(6) 1 d . P A 2 O21B O 0.485(3) -0.110(2) 0.6776(8) 0.072(7) Uani 0.395(6) 1 d . P A 2 O22B O 0.3070(9) -0.1428(9) 0.7157(3) 0.067(3) Uani 0.395(6) 1 d . P A 2 O23B O 0.482(3) -0.005(4) 0.7503(6) 0.071(8) Uani 0.395(6) 1 d . P A 2 F21B F 0.4208(13) 0.1801(10) 0.6723(4) 0.114(4) Uani 0.395(6) 1 d . P A 2 F22B F 0.258(2) 0.056(2) 0.6435(6) 0.133(9) Uani 0.395(6) 1 d . P A 2 F23B F 0.2514(10) 0.1566(9) 0.7030(4) 0.040(2) Uani 0.395(6) 1 d . P A 2 C52B C 0.3341(14) 0.0904(12) 0.6818(5) 0.078(5) Uani 0.395(6) 1 d . P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 F1 0.0265(11) 0.0236(10) 0.0552(13) -0.0019(9) 0.0048(9) -0.0015(8) F2 0.0386(12) 0.0540(13) 0.0263(10) -0.0023(9) -0.0045(9) -0.0179(10) F3 0.0320(13) 0.132(3) 0.0356(13) -0.0270(15) 0.0130(10) -0.0217(15) F4 0.0382(14) 0.0317(13) 0.164(3) -0.0265(16) 0.0305(17) 0.0003(11) F5 0.0279(13) 0.0627(16) 0.097(2) -0.0354(15) 0.0214(13) -0.0047(11) F6 0.0323(15) 0.148(3) 0.080(2) 0.024(2) -0.0151(14) -0.0095(18) F7 0.0336(13) 0.0473(14) 0.098(2) -0.0317(14) 0.0220(13) -0.0118(11) N1 0.0240(14) 0.0261(14) 0.0201(12) -0.0011(10) 0.0028(11) -0.0025(11) N2 0.0232(14) 0.0298(14) 0.0227(13) -0.0031(11) 0.0023(11) -0.0025(11) N28 0.0288(15) 0.0318(15) 0.0200(13) 0.0010(11) 0.0060(11) -0.0054(12) N35 0.052(2) 0.059(2) 0.0203(15) 0.0015(14) -0.0019(14) 0.0074(17) C1 0.0188(15) 0.0235(15) 0.0197(14) -0.0018(12) 0.0038(12) -0.0006(12) C2 0.0233(16) 0.0220(15) 0.0193(14) -0.0007(12) 0.0064(12) 0.0006(12) C3 0.0249(17) 0.0246(15) 0.0148(13) -0.0022(11) 0.0026(12) 0.0006(13) C4 0.0197(15) 0.0218(15) 0.0173(14) -0.0033(11) 0.0049(11) 0.0022(12) C5 0.0181(15) 0.0196(14) 0.0183(14) -0.0024(11) 0.0035(12) 0.0020(11) C6 0.0222(16) 0.0206(15) 0.0189(14) -0.0006(11) 0.0033(12) 0.0006(12) C7 0.0227(16) 0.0262(16) 0.0210(15) -0.0029(12) 0.0029(12) -0.0025(13) C8 0.0263(17) 0.0301(17) 0.0173(14) -0.0020(12) 0.0019(12) -0.0017(13) C9 0.0268(17) 0.0255(16) 0.0159(14) -0.0001(12) 0.0046(12) -0.0010(13) C10 0.0212(16) 0.0222(15) 0.0179(14) -0.0029(11) 0.0034(12) 0.0000(12) C21 0.0222(16) 0.0229(15) 0.0235(15) -0.0046(12) 0.0014(13) -0.0012(12) C23 0.0263(17) 0.0244(16) 0.0250(16) -0.0034(12) -0.0006(13) -0.0008(13) C24 0.0278(19) 0.0339(19) 0.047(2) -0.0155(16) 0.0052(16) -0.0025(15) C25 0.026(2) 0.046(2) 0.055(2) -0.0144(19) 0.0067(18) -0.0030(17) C26 0.0251(17) 0.0262(16) 0.0173(14) -0.0045(12) 0.0054(12) -0.0044(13) C27 0.0252(17) 0.0291(17) 0.0188(14) -0.0035(12) 0.0065(13) -0.0046(13) C29 0.033(2) 0.041(2) 0.0238(16) -0.0005(14) 0.0112(14) -0.0108(16) C30 0.0267(18) 0.0370(19) 0.0302(17) -0.0034(14) 0.0080(14) -0.0062(15) C31 0.0266(18) 0.0326(18) 0.0230(16) -0.0008(13) 0.0050(13) -0.0035(14) C32 0.039(2) 0.053(2) 0.0297(19) 0.0142(17) 0.0050(16) 0.0010(18) C33 0.0259(18) 0.043(2) 0.0200(15) -0.0013(14) 0.0025(13) -0.0045(15) C34 0.039(2) 0.045(2) 0.0217(16) -0.0037(15) 0.0004(15) 0.0022(17) C36 0.033(2) 0.096(4) 0.0205(17) -0.010(2) -0.0027(16) -0.008(2) C37 0.067(3) 0.111(4) 0.025(2) -0.012(2) 0.004(2) -0.054(3) C38 0.065(3) 0.076(3) 0.0268(19) -0.008(2) 0.0067(19) -0.040(3) C39 0.184(8) 0.065(4) 0.031(2) 0.013(2) -0.006(3) -0.003(4) S1 0.0299(5) 0.0413(5) 0.0282(4) -0.0034(4) 0.0040(3) -0.0028(4) O11 0.042(2) 0.197(5) 0.050(2) 0.045(3) -0.0178(16) -0.036(3) O12 0.0313(14) 0.0518(16) 0.0317(13) -0.0031(11) 0.0086(11) 0.0012(12) O13 0.074(2) 0.0316(16) 0.108(3) 0.0065(17) 0.049(2) 0.0077(15) F11 0.069(2) 0.068(2) 0.176(4) -0.051(2) 0.086(2) -0.0211(16) F12 0.130(4) 0.0460(19) 0.395(9) -0.076(3) 0.181(5) -0.032(2) F13 0.101(3) 0.273(6) 0.069(2) -0.097(3) 0.044(2) -0.114(4) C51 0.051(3) 0.063(3) 0.107(5) -0.044(3) 0.048(3) -0.022(2) S2A 0.0441(14) 0.0491(17) 0.0208(10) -0.0071(10) 0.0090(8) 0.0088(11) O21A 0.105(10) 0.057(4) 0.029(5) -0.022(4) -0.013(5) 0.038(6) O22A 0.050(4) 0.088(8) 0.022(4) -0.012(4) 0.009(3) 0.005(4) O23A 0.069(4) 0.092(5) 0.069(4) 0.005(4) 0.034(3) -0.023(4) F21A 0.064(4) 0.051(4) 0.027(4) 0.000(3) 0.001(3) 0.027(3) F22A 0.048(3) 0.094(4) 0.054(3) -0.002(2) 0.005(2) -0.017(3) F23A 0.193(13) 0.117(10) 0.104(10) 0.009(7) 0.042(9) 0.089(9) C52A 0.056(5) 0.040(4) 0.026(3) -0.004(3) 0.010(3) 0.008(3) S2B 0.076(3) 0.049(3) 0.0290(17) -0.0048(17) 0.0098(18) 0.006(2) O21B 0.066(8) 0.115(16) 0.035(7) -0.012(9) 0.010(5) 0.034(10) O22B 0.080(7) 0.064(6) 0.057(5) 0.001(4) 0.014(5) -0.016(5) O23B 0.104(19) 0.070(10) 0.033(8) -0.020(7) -0.003(8) 0.003(12) F21B 0.187(13) 0.062(6) 0.099(7) 0.019(5) 0.038(8) -0.023(7) F22B 0.19(2) 0.136(19) 0.059(13) 0.025(12) -0.017(12) 0.051(16) F23B 0.051(5) 0.025(5) 0.044(6) -0.016(4) 0.014(4) 0.016(4) C52B 0.134(18) 0.047(9) 0.054(9) 0.005(7) 0.020(10) 0.001(10) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist _exptl_oxdiff_crystal_face_indexfrac_h _exptl_oxdiff_crystal_face_indexfrac_k _exptl_oxdiff_crystal_face_indexfrac_l _exptl_oxdiff_crystal_face_x _exptl_oxdiff_crystal_face_y _exptl_oxdiff_crystal_face_z -2 -6 0 0.0492 -2.0042 -6.0017 -0.0078 0.9660 -0.1506 0.1422 3 5 6 0.0527 3.0033 4.9996 6.0038 -0.8057 0.5058 -0.2245 1 -3 16 0.0566 0.9961 -3.0051 15.9896 0.5065 0.8486 -0.0023 -5 -4 4 0.0634 -5.0070 -4.0010 3.9949 0.7176 -0.1111 0.6375 6 -2 -7 0.0608 6.0061 -2.0008 -7.0029 0.1892 -0.0169 -0.9360 2 6 -1 0.0416 2.0044 6.0019 -0.9918 -0.9695 0.1001 -0.1544 -1 3 -17 0.0766 -0.9958 3.0053 -16.9893 -0.5100 -0.8991 -0.0099 5 -3 -10 0.0641 5.0055 -3.0002 -10.0029 0.3505 -0.2322 -0.8593 6 -2 0 0.0645 6.0046 -2.0024 -0.0054 0.2137 0.3365 -0.8503 -6 2 0 0.0645 -6.0046 2.0024 0.0054 -0.2137 -0.3365 0.8503 -5 -1 14 0.0666 -5.0080 -1.0022 13.9957 0.2858 0.4111 0.8235 -3 -5 -6 0.0568 -3.0033 -4.9996 -6.0038 0.8057 -0.5058 0.2245 -4 5 6 0.0667 -4.0029 5.0016 6.0068 -0.6920 0.0997 0.7180 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 C21 N1 C1 115.4(3) . . C21 N2 C7 115.4(3) . 3_676 C27 N28 C32 118.7(3) . . C29 N28 C27 121.7(3) . . C29 N28 C32 119.6(3) . . C34 N35 C36 121.5(4) . . C34 N35 C39 119.0(4) . . C36 N35 C39 119.4(4) . . N1 C1 C2 119.3(3) . . N1 C1 C6 121.1(3) . . C6 C1 C2 119.5(3) . . C1 C2 C26 118.9(3) . . C3 C2 C1 119.1(3) . . C3 C2 C26 122.0(3) . . C2 C3 H3 118.6 . . C2 C3 C4 122.9(3) . . C4 C3 H3 118.6 . . C5 C4 C3 118.6(3) . . C10 C4 C3 122.9(3) . . C10 C4 C5 118.5(3) . . C4 C5 C6 118.9(3) . . C10 C5 C4 122.8(3) 3_676 . C10 C5 C6 118.3(3) 3_676 . C1 C6 C5 120.8(3) . . C1 C6 C7 117.2(3) . 3_676 C7 C6 C5 121.9(3) 3_676 . N2 C7 C6 121.2(3) 3_676 3_676 N2 C7 C8 119.7(3) 3_676 . C6 C7 C8 119.1(3) 3_676 . C7 C8 C33 121.0(3) . . C9 C8 C7 118.3(3) . . C9 C8 C33 120.6(3) . . C8 C9 H9 118.2 . . C8 C9 C10 123.7(3) . . C10 C9 H9 118.2 . . C4 C10 C9 122.6(3) . . C5 C10 C4 118.7(3) 3_676 . C5 C10 C9 118.6(3) 3_676 . N1 C21 C23 113.4(3) . . N2 C21 N1 129.5(3) . . N2 C21 C23 117.1(3) . . F1 C23 C21 109.8(3) . . F1 C23 C24 108.5(3) . . F2 C23 F1 106.6(3) . . F2 C23 C21 110.7(3) . . F2 C23 C24 107.9(3) . . C21 C23 C24 113.1(3) . . F3 C24 F4 108.5(3) . . F3 C24 C23 110.1(3) . . F3 C24 C25 106.7(3) . . F4 C24 C23 107.2(3) . . F4 C24 C25 107.4(3) . . C23 C24 C25 116.6(3) . . F5 C25 C24 109.9(3) . . F6 C25 F5 107.5(4) . . F6 C25 F7 108.5(4) . . F6 C25 C24 111.4(4) . . F7 C25 F5 108.7(4) . . F7 C25 C24 110.8(3) . . C27 C26 C2 119.8(3) . . C27 C26 C31 118.2(3) . . C31 C26 C2 122.1(3) . . N28 C27 C26 120.7(3) . . N28 C27 H27 119.6 . . C26 C27 H27 119.6 . . N28 C29 H29 120.0 . . N28 C29 C30 119.9(3) . . C30 C29 H29 120.0 . . C29 C30 H30 120.2 . . C29 C30 C31 119.6(3) . . C31 C30 H30 120.2 . . C26 C31 H31 120.0 . . C30 C31 C26 119.9(3) . . C30 C31 H31 120.0 . . N28 C32 H32A 109.5 . . N28 C32 H32B 109.5 . . N28 C32 H32C 109.5 . . H32A C32 H32B 109.5 . . H32A C32 H32C 109.5 . . H32B C32 H32C 109.5 . . C34 C33 C8 119.1(3) . . C34 C33 C38 117.2(3) . . C38 C33 C8 123.7(3) . . N35 C34 C33 121.5(4) . . N35 C34 H34 119.2 . . C33 C34 H34 119.2 . . N35 C36 H36 120.2 . . N35 C36 C37 119.6(4) . . C37 C36 H36 120.2 . . C36 C37 H37 119.9 . . C36 C37 C38 120.2(4) . . C38 C37 H37 119.9 . . C33 C38 H38 120.0 . . C37 C38 C33 120.0(4) . . C37 C38 H38 120.0 . . N35 C39 H39A 109.5 . . N35 C39 H39B 109.5 . . N35 C39 H39C 109.5 . . H39A C39 H39B 109.5 . . H39A C39 H39C 109.5 . . H39B C39 H39C 109.5 . . O11 S1 O12 115.43(18) . . O11 S1 O13 113.7(2) . . O11 S1 C51 103.8(3) . . O12 S1 C51 104.34(17) . . O13 S1 O12 115.81(18) . . O13 S1 C51 101.3(2) . . F11 C51 S1 111.9(3) . . F12 C51 S1 109.5(4) . . F12 C51 F11 108.8(4) . . F13 C51 S1 110.8(3) . . F13 C51 F11 108.7(4) . . F13 C51 F12 107.1(4) . . O21A S2A O22A 115.7(12) . . O21A S2A O23A 113.2(7) . . O21A S2A C52A 103.5(7) . . O22A S2A O23A 115.1(9) . . O22A S2A C52A 103.6(8) . . O23A S2A C52A 103.6(5) . . F21A C52A S2A 112.4(6) . . F21A C52A F22A 108.9(7) . . F22A C52A S2A 110.6(5) . . F23A C52A S2A 107.3(8) . . F23A C52A F21A 111.5(9) . . F23A C52A F22A 106.0(9) . . O21B S2B O23B 115.7(16) . . O21B S2B C52B 104.5(12) . . O22B S2B O21B 113.7(12) . . O22B S2B O23B 113.7(13) . . O22B S2B C52B 103.6(7) . . O23B S2B C52B 103.9(15) . . F21B C52B S2B 110.7(11) . . F21B C52B F22B 108.8(15) . . F22B C52B S2B 110.7(12) . . F23B C52B S2B 117.5(10) . . F23B C52B F21B 108.0(11) . . F23B C52B F22B 100.5(14) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 F1 C23 1.349(4) . F2 C23 1.349(4) . F3 C24 1.325(5) . F4 C24 1.343(5) . F5 C25 1.316(5) . F6 C25 1.309(5) . F7 C25 1.313(5) . N1 C1 1.350(4) . N1 C21 1.331(4) . N2 C7 1.352(4) 3_676 N2 C21 1.320(4) . N28 C27 1.348(4) . N28 C29 1.345(5) . N28 C32 1.473(4) . N35 C34 1.347(4) . N35 C36 1.348(6) . N35 C39 1.485(6) . C1 C2 1.445(4) . C1 C6 1.409(4) . C2 C3 1.354(4) . C2 C26 1.482(4) . C3 H3 0.9500 . C3 C4 1.432(4) . C4 C5 1.423(4) . C4 C10 1.420(4) . C5 C6 1.426(4) . C5 C10 1.415(4) 3_676 C6 C7 1.411(4) 3_676 C7 N2 1.352(4) 3_676 C7 C6 1.411(4) 3_676 C7 C8 1.444(4) . C8 C9 1.362(5) . C8 C33 1.483(4) . C9 H9 0.9500 . C9 C10 1.432(4) . C10 C5 1.415(4) 3_676 C21 C23 1.525(4) . C23 C24 1.532(5) . C24 C25 1.537(5) . C26 C27 1.375(5) . C26 C31 1.400(5) . C27 H27 0.9500 . C29 H29 0.9500 . C29 C30 1.371(5) . C30 H30 0.9500 . C30 C31 1.383(5) . C31 H31 0.9500 . C32 H32A 0.9800 . C32 H32B 0.9800 . C32 H32C 0.9800 . C33 C34 1.371(5) . C33 C38 1.401(5) . C34 H34 0.9500 . C36 H36 0.9500 . C36 C37 1.353(7) . C37 H37 0.9500 . C37 C38 1.388(6) . C38 H38 0.9500 . C39 H39A 0.9800 . C39 H39B 0.9800 . C39 H39C 0.9800 . S1 O11 1.420(3) . S1 O12 1.433(3) . S1 O13 1.431(3) . S1 C51 1.791(5) . F11 C51 1.324(4) . F12 C51 1.318(5) . F13 C51 1.315(5) . S2A O21A 1.423(9) . S2A O22A 1.427(11) . S2A O23A 1.442(7) . S2A C52A 1.808(7) . F21A C52A 1.329(9) . F22A C52A 1.341(9) . F23A C52A 1.328(10) . S2B O21B 1.420(13) . S2B O22B 1.419(10) . S2B O23B 1.432(15) . S2B C52B 1.796(11) . F21B C52B 1.335(14) . F22B C52B 1.337(15) . F23B C52B 1.330(13) . loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_4 F1 C23 C24 F3 51.9(4) . . F1 C23 C24 F4 169.9(3) . . F1 C23 C24 C25 -69.8(4) . . F2 C23 C24 F3 167.0(3) . . F2 C23 C24 F4 -75.0(4) . . F2 C23 C24 C25 45.3(4) . . F3 C24 C25 F5 49.6(4) . . F3 C24 C25 F6 168.5(4) . . F3 C24 C25 F7 -70.6(4) . . F4 C24 C25 F5 -66.6(5) . . F4 C24 C25 F6 52.3(5) . . F4 C24 C25 F7 173.2(4) . . N1 C1 C2 C3 174.8(3) . . N1 C1 C2 C26 -5.0(4) . . N1 C1 C6 C5 -176.7(3) . . N1 C1 C6 C7 3.6(4) . 3_676 N1 C21 C23 F1 -59.9(4) . . N1 C21 C23 F2 -177.3(3) . . N1 C21 C23 C24 61.4(4) . . N2 C7 C8 C9 179.4(3) 3_676 . N2 C7 C8 C33 1.6(5) 3_676 . N2 C21 C23 F1 119.3(3) . . N2 C21 C23 F2 1.9(4) . . N2 C21 C23 C24 -119.4(3) . . N28 C29 C30 C31 0.6(5) . . N35 C36 C37 C38 0.3(8) . . C1 N1 C21 N2 -1.5(5) . . C1 N1 C21 C23 177.6(3) . . C1 C2 C3 C4 2.9(5) . . C1 C2 C26 C27 134.2(3) . . C1 C2 C26 C31 -45.9(4) . . C2 C1 C6 C5 1.0(4) . . C2 C1 C6 C7 -178.7(3) . 3_676 C2 C3 C4 C5 -1.0(5) . . C2 C3 C4 C10 178.1(3) . . C2 C26 C27 N28 -178.5(3) . . C2 C26 C31 C30 178.6(3) . . C3 C2 C26 C27 -45.7(4) . . C3 C2 C26 C31 134.2(3) . . C3 C4 C5 C6 -0.9(4) . . C3 C4 C5 C10 179.7(3) . 3_676 C3 C4 C10 C5 -179.6(3) . 3_676 C3 C4 C10 C9 -1.3(5) . . C4 C5 C6 C1 0.9(4) . . C4 C5 C6 C7 -179.4(3) . 3_676 C5 C4 C10 C5 -0.5(5) . 3_676 C5 C4 C10 C9 177.8(3) . . C6 C1 C2 C3 -2.9(4) . . C6 C1 C2 C26 177.2(3) . . C6 C7 C8 C9 0.8(5) 3_676 . C6 C7 C8 C33 -177.1(3) 3_676 . C7 N2 C21 N1 4.4(5) 3_676 . C7 N2 C21 C23 -174.6(3) 3_676 . C7 C8 C9 C10 0.7(5) . . C7 C8 C33 C34 -145.8(3) . . C7 C8 C33 C38 36.6(6) . . C8 C9 C10 C4 179.8(3) . . C8 C9 C10 C5 -1.9(5) . 3_676 C8 C33 C34 N35 -177.6(3) . . C8 C33 C38 C37 177.7(4) . . C9 C8 C33 C34 36.4(5) . . C9 C8 C33 C38 -141.2(4) . . C10 C4 C5 C6 179.9(3) . . C10 C4 C5 C10 0.5(5) . 3_676 C10 C5 C6 C1 -179.7(3) 3_676 . C10 C5 C6 C7 0.0(4) 3_676 3_676 C21 N1 C1 C2 179.6(3) . . C21 N1 C1 C6 -2.7(4) . . C21 C23 C24 F3 -70.1(4) . . C21 C23 C24 F4 47.8(4) . . C21 C23 C24 C25 168.2(3) . . C23 C24 C25 F5 173.1(3) . . C23 C24 C25 F6 -68.0(5) . . C23 C24 C25 F7 52.9(5) . . C26 C2 C3 C4 -177.2(3) . . C27 N28 C29 C30 -0.5(5) . . C27 C26 C31 C30 -1.6(5) . . C29 N28 C27 C26 -0.6(5) . . C29 C30 C31 C26 0.5(5) . . C31 C26 C27 N28 1.6(5) . . C32 N28 C27 C26 179.4(3) . . C32 N28 C29 C30 179.5(3) . . C33 C8 C9 C10 178.6(3) . . C34 N35 C36 C37 -0.1(7) . . C34 C33 C38 C37 0.1(7) . . C36 N35 C34 C33 -0.1(6) . . C36 C37 C38 C33 -0.3(8) . . C38 C33 C34 N35 0.1(6) . . C39 N35 C34 C33 177.9(5) . . C39 N35 C36 C37 -178.1(5) . . O11 S1 C51 F11 -50.1(4) . . O11 S1 C51 F12 70.6(4) . . O11 S1 C51 F13 -171.5(3) . . O12 S1 C51 F11 -171.3(3) . . O12 S1 C51 F12 -50.6(4) . . O12 S1 C51 F13 67.3(3) . . O13 S1 C51 F11 68.0(4) . . O13 S1 C51 F12 -171.3(4) . . O13 S1 C51 F13 -53.4(3) . . O21A S2A C52A F21A -60.4(10) . . O21A S2A C52A F22A 61.6(8) . . O21A S2A C52A F23A 176.7(10) . . O22A S2A C52A F21A 178.5(11) . . O22A S2A C52A F22A -59.6(11) . . O22A S2A C52A F23A 55.6(13) . . O23A S2A C52A F21A 58.0(7) . . O23A S2A C52A F22A 179.9(5) . . O23A S2A C52A F23A -64.9(9) . . O21B S2B C52B F21B -59.2(16) . . O21B S2B C52B F22B 61.6(19) . . O21B S2B C52B F23B 176.1(15) . . O22B S2B C52B F21B -178.5(9) . . O22B S2B C52B F22B -57.7(15) . . O22B S2B C52B F23B 56.8(12) . . O23B S2B C52B F21B 62.4(16) . . O23B S2B C52B F22B -176.8(18) . . O23B S2B C52B F23B -62.2(17) . . loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139184535