#------------------------------------------------------------------------------ #$Date: 2026-06-09 19:39:18 +0100 (Tue, 09 Jun 2026) $ #$Revision: 306531 $ #$URL: svn://www.crystallography.net/cod/cif/4/51/95/4519521.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_4519521 loop_ _publ_author_name 'Orlando Ortiz' 'Mohan Raj Anthony Raj' 'Thierry Maris' 'St\'ephane K\'ena-Cohen' 'William G. Skene' _publ_section_title ; Leveraging Intermolecular Contacts of Polymorphs for Tuning Solid-State Emission ; _journal_name_full 'Crystal growth & Design' _journal_page_first 1236 _journal_page_last 1243 _journal_paper_doi 10.1021/acs.cgd.5c01310 _journal_volume 26 _journal_year 2026 _chemical_formula_moiety 'C24 H16 Br N3 S' _chemical_formula_sum 'C24 H16 Br N3 S' _chemical_formula_weight 458.37 _chemical_name_systematic 4-(7-bromo-2,1,3-benzothiadiazol-4-yl)-N,N-diphenylaniline _space_group_crystal_system orthorhombic _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' _space_group_name_H-M_alt 'P b c a' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2025-02-13 _audit_creation_method ;FinalCif V147 by Daniel Kratzert, Freiburg 2025, https://dkratzert.de/finalcif.html ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 10.1597(2) _cell_length_b 16.5771(3) _cell_length_c 23.4674(4) _cell_measurement_reflns_used 9317 _cell_measurement_temperature 150 _cell_measurement_theta_max 58.023 _cell_measurement_theta_min 4.442 _cell_volume 3952.34(13) _computing_cell_refinement ; SAINT (2013) V8.41; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_collection ; APEX 4 (2022) Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_data_reduction ; SAINT (2013) V8.41; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173. ; _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XT (Sheldrick, 2015)' _diffrn_ambient_temperature 150 _diffrn_detector 'CMOS Area detector' _diffrn_detector_area_resol_mean 10.42 _diffrn_detector_type 'Bruker CMOS Photon III ' _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device 'k-geometry diffractometer' _diffrn_measurement_device_type 'Bruker Venture Metaljet' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_collimation 'Focusing mirrors' _diffrn_radiation_monochromator 'Helios MX Mirror Optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Ga K\a' _diffrn_radiation_wavelength 1.34139 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_unetI/netI 0.0154 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 48936 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 53.594 _diffrn_reflns_theta_max 58.086 _diffrn_reflns_theta_min 4.641 _diffrn_source 'Metal Jet' _diffrn_source_current 3.57 _diffrn_source_power 0.2488647 _diffrn_source_target Ga _diffrn_source_type 'Gallium Liquid Metal Jet Source' _diffrn_source_voltage 69.71 _exptl_absorpt_coefficient_mu 2.600 _exptl_absorpt_correction_T_max 0.1509 _exptl_absorpt_correction_T_min 0.0573 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1368 before and 0.0664 after correction. The Ratio of minimum to maximum transmission is 0.3797. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.541 _exptl_crystal_description plate _exptl_crystal_F_000 1856 _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.047 _refine_diff_density_max 0.415 _refine_diff_density_min -0.495 _refine_diff_density_rms 0.048 _refine_ls_extinction_coef . _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 262 _refine_ls_number_reflns 4171 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.079 _refine_ls_R_factor_all 0.0319 _refine_ls_R_factor_gt 0.0295 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0444P)^2^+1.7744P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0830 _refine_ls_wR_factor_ref 0.0848 _reflns_Friedel_coverage 0.000 _reflns_Friedel_fraction_full . _reflns_Friedel_fraction_max . _reflns_number_gt 3872 _reflns_number_total 4171 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file sken964.cif _cod_data_source_block sken964 _cod_database_code 4519521 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, -y, z+1/2' 3 '-x, y+1/2, -z+1/2' 4 'x+1/2, -y+1/2, -z' 5 '-x, -y, -z' 6 'x-1/2, y, -z-1/2' 7 'x, -y-1/2, z-1/2' 8 '-x-1/2, y-1/2, z' 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_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.64078(2) 0.21739(2) 0.55808(2) 0.05056(10) Uani 1 1 d . . . . . S1 S 0.30554(4) 0.42031(3) 0.54991(2) 0.04007(12) Uani 1 1 d . . . . . N1 N 0.41175(15) 0.34950(9) 0.56031(6) 0.0382(3) Uani 1 1 d . . . . . N2 N 0.34490(14) 0.45033(9) 0.48694(6) 0.0356(3) Uani 1 1 d . . . . . N3 N 0.37929(14) 0.61721(9) 0.23091(6) 0.0368(3) Uani 1 1 d . . . . . C1 C 0.48595(16) 0.34669(9) 0.51280(7) 0.0338(3) Uani 1 1 d . . . . . C2 C 0.59340(18) 0.29468(10) 0.50282(7) 0.0382(4) Uani 1 1 d . . . . . C3 C 0.65870(19) 0.30030(12) 0.45243(8) 0.0423(4) Uani 1 1 d . . . . . H3 H 0.732735 0.266636 0.445662 0.051 Uiso 1 1 calc R U . . . C4 C 0.61832(17) 0.35535(11) 0.40996(7) 0.0391(4) Uani 1 1 d . . . . . H4 H 0.665507 0.355900 0.375011 0.047 Uiso 1 1 calc R U . . . C5 C 0.51461(16) 0.40837(9) 0.41607(7) 0.0330(3) Uani 1 1 d . . . . . C6 C 0.44727(15) 0.40419(9) 0.46980(7) 0.0320(3) Uani 1 1 d . . . . . C7 C 0.47868(16) 0.46488(9) 0.36980(7) 0.0321(3) Uani 1 1 d . . . . . C8 C 0.35594(16) 0.50309(10) 0.36690(7) 0.0356(3) Uani 1 1 d . . . . . H8 H 0.293405 0.494123 0.396320 0.043 Uiso 1 1 calc R U . . . C9 C 0.32387(17) 0.55356(10) 0.32215(7) 0.0356(3) Uani 1 1 d . . . . . H9 H 0.239909 0.578767 0.321448 0.043 Uiso 1 1 calc R U . . . C10 C 0.41259(16) 0.56813(9) 0.27802(7) 0.0337(3) Uani 1 1 d . . . . . C11 C 0.53654(16) 0.53201(10) 0.28137(7) 0.0359(3) Uani 1 1 d . . . . . H11 H 0.599885 0.542305 0.252498 0.043 Uiso 1 1 calc R U . . . C12 C 0.56812(16) 0.48167(10) 0.32599(7) 0.0359(3) Uani 1 1 d . . . . . H12 H 0.652973 0.457647 0.327071 0.043 Uiso 1 1 calc R U . . . C13 C 0.30475(16) 0.68931(10) 0.23845(7) 0.0346(3) Uani 1 1 d . . . . . C14 C 0.31900(19) 0.73549(11) 0.28756(8) 0.0420(4) Uani 1 1 d . . . . . H14 H 0.378109 0.718834 0.316641 0.050 Uiso 1 1 calc R U . . . C15 C 0.2467(2) 0.80592(12) 0.29401(9) 0.0511(5) Uani 1 1 d . . . . . H15 H 0.256070 0.836904 0.327821 0.061 Uiso 1 1 calc R U . . . C16 C 0.1615(2) 0.83157(12) 0.25198(9) 0.0502(5) Uani 1 1 d . . . . . H16 H 0.113038 0.880155 0.256525 0.060 Uiso 1 1 calc R U . . . C17 C 0.14754(18) 0.78577(11) 0.20331(9) 0.0443(4) Uani 1 1 d . . . . . H17 H 0.089281 0.803278 0.174155 0.053 Uiso 1 1 calc R U . . . C18 C 0.21742(17) 0.71438(10) 0.19625(8) 0.0386(4) Uani 1 1 d . . . . . H18 H 0.205694 0.682852 0.162823 0.046 Uiso 1 1 calc R U . . . C19 C 0.43523(16) 0.59983(10) 0.17661(7) 0.0359(3) Uani 1 1 d . . . . . C20 C 0.43600(17) 0.52053(11) 0.15639(8) 0.0406(4) Uani 1 1 d . . . . . H20 H 0.397842 0.478586 0.178476 0.049 Uiso 1 1 calc R U . . . C21 C 0.4927(2) 0.50315(14) 0.10393(8) 0.0503(5) Uani 1 1 d . . . . . H21 H 0.494081 0.449087 0.090514 0.060 Uiso 1 1 calc R U . . . C22 C 0.5470(2) 0.56385(15) 0.07107(8) 0.0544(5) Uani 1 1 d . . . . . H22 H 0.584685 0.551709 0.035026 0.065 Uiso 1 1 calc R U . . . C23 C 0.54611(19) 0.64220(14) 0.09096(9) 0.0529(5) Uani 1 1 d . . . . . H23 H 0.583020 0.684029 0.068367 0.063 Uiso 1 1 calc R U . . . C24 C 0.49150(17) 0.66054(12) 0.14395(8) 0.0423(4) Uani 1 1 d . . . . . H24 H 0.492814 0.714458 0.157652 0.051 Uiso 1 1 calc R U . . . 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 Br1 0.06528(17) 0.04581(14) 0.04060(14) 0.01000(8) -0.00079(8) 0.01268(9) S1 0.0421(2) 0.0439(2) 0.0342(2) -0.00018(16) 0.00635(16) 0.00129(18) N1 0.0438(8) 0.0373(7) 0.0333(7) -0.0005(5) 0.0009(6) -0.0038(6) N2 0.0356(7) 0.0372(7) 0.0340(7) -0.0008(6) 0.0034(5) 0.0000(5) N3 0.0437(8) 0.0346(7) 0.0320(7) 0.0016(6) 0.0005(6) 0.0070(6) C1 0.0378(8) 0.0316(7) 0.0318(8) -0.0012(6) -0.0011(6) -0.0048(6) C2 0.0464(9) 0.0330(8) 0.0351(8) 0.0022(6) -0.0040(7) 0.0014(7) C3 0.0468(10) 0.0380(9) 0.0421(9) 0.0031(8) 0.0031(7) 0.0105(8) C4 0.0426(9) 0.0392(9) 0.0355(8) 0.0026(7) 0.0051(7) 0.0059(7) C5 0.0345(8) 0.0316(7) 0.0330(8) -0.0001(6) -0.0002(6) -0.0019(6) C6 0.0327(8) 0.0299(7) 0.0332(8) -0.0018(6) -0.0013(6) -0.0026(6) C7 0.0340(8) 0.0310(7) 0.0313(7) -0.0001(6) -0.0008(6) -0.0003(6) C8 0.0342(8) 0.0387(9) 0.0341(8) -0.0003(7) 0.0024(6) 0.0016(6) C9 0.0341(8) 0.0372(8) 0.0355(8) -0.0001(7) -0.0002(7) 0.0049(6) C10 0.0377(8) 0.0316(8) 0.0319(8) -0.0003(6) -0.0022(6) 0.0005(6) C11 0.0332(8) 0.0404(8) 0.0343(8) 0.0040(7) 0.0021(6) -0.0015(7) C12 0.0303(8) 0.0390(8) 0.0384(8) 0.0030(7) -0.0001(6) 0.0016(6) C13 0.0347(8) 0.0320(8) 0.0371(8) 0.0023(6) 0.0010(6) 0.0006(6) C14 0.0487(10) 0.0384(9) 0.0390(9) -0.0008(7) -0.0049(8) 0.0037(8) C15 0.0695(13) 0.0385(9) 0.0452(10) -0.0020(8) 0.0013(9) 0.0089(9) C16 0.0591(12) 0.0404(9) 0.0511(11) 0.0085(8) 0.0103(9) 0.0153(9) C17 0.0390(10) 0.0464(11) 0.0476(11) 0.0136(8) 0.0018(8) 0.0055(7) C18 0.0390(9) 0.0400(9) 0.0367(9) 0.0035(7) -0.0017(7) -0.0013(7) C19 0.0331(8) 0.0422(9) 0.0325(8) 0.0011(7) -0.0022(6) 0.0051(7) C20 0.0396(9) 0.0425(9) 0.0397(9) -0.0014(7) -0.0066(7) 0.0068(7) C21 0.0465(10) 0.0614(12) 0.0430(10) -0.0120(9) -0.0089(8) 0.0188(9) C22 0.0434(10) 0.0849(16) 0.0348(9) -0.0013(10) 0.0007(8) 0.0220(10) C23 0.0406(10) 0.0734(14) 0.0445(10) 0.0173(10) 0.0058(8) 0.0099(9) C24 0.0395(9) 0.0430(9) 0.0442(9) 0.0068(8) 0.0008(7) 0.0039(7) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0137 0.0067 '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' Br Br -0.9338 1.0006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.2925 0.4295 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N2 S1 N1 101.41(7) . . C1 N1 S1 105.92(11) . . C6 N2 S1 106.81(11) . . C10 N3 C13 120.82(14) . . C10 N3 C19 119.19(13) . . C19 N3 C13 119.49(14) . . N1 C1 C2 126.28(15) . . N1 C1 C6 113.81(15) . . C2 C1 C6 119.90(14) . . C1 C2 Br1 119.92(13) . . C3 C2 Br1 121.36(14) . . C3 C2 C1 118.70(16) . . C2 C3 H3 119.4 . . C2 C3 C4 121.11(17) . . C4 C3 H3 119.4 . . C3 C4 H4 118.0 . . C5 C4 C3 124.07(16) . . C5 C4 H4 118.0 . . C4 C5 C6 115.11(14) . . C4 C5 C7 121.03(15) . . C6 C5 C7 123.86(14) . . N2 C6 C1 112.04(14) . . N2 C6 C5 126.88(15) . . C5 C6 C1 121.08(14) . . C8 C7 C5 122.81(15) . . C12 C7 C5 120.30(14) . . C12 C7 C8 116.89(15) . . C7 C8 H8 119.3 . . C9 C8 C7 121.40(15) . . C9 C8 H8 119.3 . . C8 C9 H9 119.4 . . C8 C9 C10 121.13(15) . . C10 C9 H9 119.4 . . C9 C10 N3 121.73(15) . . C9 C10 C11 117.83(15) . . C11 C10 N3 120.44(15) . . C10 C11 H11 119.6 . . C12 C11 C10 120.85(15) . . C12 C11 H11 119.6 . . C7 C12 H12 119.1 . . C11 C12 C7 121.85(15) . . C11 C12 H12 119.1 . . C14 C13 N3 120.59(15) . . C14 C13 C18 119.42(16) . . C18 C13 N3 119.99(15) . . C13 C14 H14 120.1 . . C15 C14 C13 119.89(17) . . C15 C14 H14 120.1 . . C14 C15 H15 119.5 . . C16 C15 C14 120.90(19) . . C16 C15 H15 119.5 . . C15 C16 H16 120.4 . . C17 C16 C15 119.15(17) . . C17 C16 H16 120.4 . . C16 C17 H17 119.5 . . C16 C17 C18 120.99(18) . . C18 C17 H17 119.5 . . C13 C18 H18 120.2 . . C17 C18 C13 119.63(17) . . C17 C18 H18 120.2 . . C20 C19 N3 119.74(16) . . C24 C19 N3 120.77(16) . . C24 C19 C20 119.48(16) . . C19 C20 H20 120.1 . . C21 C20 C19 119.89(18) . . C21 C20 H20 120.1 . . C20 C21 H21 119.7 . . C22 C21 C20 120.58(19) . . C22 C21 H21 119.7 . . C21 C22 H22 120.2 . . C23 C22 C21 119.57(18) . . C23 C22 H22 120.2 . . C22 C23 H23 119.7 . . C22 C23 C24 120.60(19) . . C24 C23 H23 119.7 . . C19 C24 C23 119.86(18) . . C19 C24 H24 120.1 . . C23 C24 H24 120.1 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Br1 C2 1.8854(17) . S1 N1 1.6130(16) . S1 N2 1.6098(14) . N1 C1 1.347(2) . N2 C6 1.352(2) . N3 C10 1.414(2) . N3 C13 1.426(2) . N3 C19 1.425(2) . C1 C2 1.411(2) . C1 C6 1.443(2) . C2 C3 1.359(3) . C3 H3 0.9500 . C3 C4 1.412(2) . C4 H4 0.9500 . C4 C5 1.380(2) . C5 C6 1.436(2) . C5 C7 1.480(2) . C7 C8 1.400(2) . C7 C12 1.400(2) . C8 H8 0.9500 . C8 C9 1.382(2) . C9 H9 0.9500 . C9 C10 1.394(2) . C10 C11 1.397(2) . C11 H11 0.9500 . C11 C12 1.377(2) . C12 H12 0.9500 . C13 C14 1.391(2) . C13 C18 1.393(2) . C14 H14 0.9500 . C14 C15 1.387(3) . C15 H15 0.9500 . C15 C16 1.380(3) . C16 H16 0.9500 . C16 C17 1.379(3) . C17 H17 0.9500 . C17 C18 1.390(3) . C18 H18 0.9500 . C19 C20 1.398(2) . C19 C24 1.388(2) . C20 H20 0.9500 . C20 C21 1.389(3) . C21 H21 0.9500 . C21 C22 1.383(3) . C22 H22 0.9500 . C22 C23 1.380(3) . C23 H23 0.9500 . C23 C24 1.395(3) . C24 H24 0.9500 . 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_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 Br1 C2 C3 C4 176.54(15) . . . . S1 N1 C1 C2 178.80(14) . . . . S1 N1 C1 C6 -0.81(17) . . . . S1 N2 C6 C1 -0.87(16) . . . . S1 N2 C6 C5 179.22(13) . . . . N1 S1 N2 C6 0.37(13) . . . . N1 C1 C2 Br1 2.3(2) . . . . N1 C1 C2 C3 -179.41(17) . . . . N1 C1 C6 N2 1.1(2) . . . . N1 C1 C6 C5 -178.94(14) . . . . N2 S1 N1 C1 0.27(13) . . . . N3 C10 C11 C12 -177.52(16) . . . . N3 C13 C14 C15 179.36(17) . . . . N3 C13 C18 C17 -178.42(16) . . . . N3 C19 C20 C21 -178.80(15) . . . . N3 C19 C24 C23 179.80(16) . . . . C1 C2 C3 C4 -1.8(3) . . . . C2 C1 C6 N2 -178.49(15) . . . . C2 C1 C6 C5 1.4(2) . . . . C2 C3 C4 C5 1.8(3) . . . . C3 C4 C5 C6 -0.2(3) . . . . C3 C4 C5 C7 179.47(17) . . . . C4 C5 C6 N2 178.54(16) . . . . C4 C5 C6 C1 -1.4(2) . . . . C4 C5 C7 C8 161.74(16) . . . . C4 C5 C7 C12 -17.5(2) . . . . C5 C7 C8 C9 -177.90(15) . . . . C5 C7 C12 C11 178.00(16) . . . . C6 C1 C2 Br1 -178.14(12) . . . . C6 C1 C2 C3 0.2(3) . . . . C6 C5 C7 C8 -18.6(2) . . . . C6 C5 C7 C12 162.13(16) . . . . C7 C5 C6 N2 -1.1(3) . . . . C7 C5 C6 C1 178.95(14) . . . . C7 C8 C9 C10 0.2(3) . . . . C8 C7 C12 C11 -1.3(2) . . . . C8 C9 C10 N3 177.59(15) . . . . C8 C9 C10 C11 -1.9(2) . . . . C9 C10 C11 C12 2.0(2) . . . . C10 N3 C13 C14 33.4(2) . . . . C10 N3 C13 C18 -147.02(16) . . . . C10 N3 C19 C20 46.8(2) . . . . C10 N3 C19 C24 -131.90(17) . . . . C10 C11 C12 C7 -0.4(3) . . . . C12 C7 C8 C9 1.4(2) . . . . C13 N3 C10 C9 40.0(2) . . . . C13 N3 C10 C11 -140.54(16) . . . . C13 N3 C19 C20 -141.24(16) . . . . C13 N3 C19 C24 40.1(2) . . . . C13 C14 C15 C16 -0.7(3) . . . . C14 C13 C18 C17 1.1(3) . . . . C14 C15 C16 C17 0.7(3) . . . . C15 C16 C17 C18 0.3(3) . . . . C16 C17 C18 C13 -1.2(3) . . . . C18 C13 C14 C15 -0.2(3) . . . . C19 N3 C10 C9 -148.18(16) . . . . C19 N3 C10 C11 31.3(2) . . . . C19 N3 C13 C14 -138.39(17) . . . . C19 N3 C13 C18 41.1(2) . . . . C19 C20 C21 C22 -0.8(3) . . . . C20 C19 C24 C23 1.1(3) . . . . C20 C21 C22 C23 0.7(3) . . . . C21 C22 C23 C24 0.3(3) . . . . C22 C23 C24 C19 -1.2(3) . . . . C24 C19 C20 C21 -0.1(3) . . . . _cod_database_fobs_code 4519521