#------------------------------------------------------------------------------ #$Date: 2026-06-05 20:26:47 +0100 (Fri, 05 Jun 2026) $ #$Revision: 306462 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064379.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_7064379 loop_ _publ_author_name 'Calvache, Edward' 'Pastrana-D\'avila, Andrea' 'Rengifo, Emerson' 'Macias, Mario' 'Rojas, Oscar' 'Pentlehner, Dominik' 'Arteaga, Danny' 'D’Vries, Richard' _publ_section_title ; Exploring the intriguing world of terpyridines: synthesis, structural, optical, and theoretical insights into bis(p-phenyl-2,2′:6′,2″)terpyridine ; _journal_issue 19 _journal_name_full 'New Journal of Chemistry' _journal_page_first 8270 _journal_page_last 8280 _journal_paper_doi 10.1039/D6NJ01158F _journal_volume 50 _journal_year 2026 _chemical_formula_moiety 'C36 H24 N6' _chemical_formula_sum 'C36 H24 N6' _chemical_formula_weight 540.61 _space_group_crystal_system orthorhombic _space_group_IT_number 29 _space_group_name_Hall 'P 2c -2b' _space_group_name_H-M_alt 'P b c 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary iterative _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2025-08-06 deposited with the CCDC. 2026-04-16 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.0690(9) _cell_length_b 10.0652(11) _cell_length_c 26.246(3) _cell_measurement_reflns_used 3966 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 75.5560 _cell_measurement_theta_min 5.5250 _cell_volume 2659.9(5) _computing_cell_refinement 'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)' _computing_data_collection 'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)' _computing_data_reduction 'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)' _computing_molecular_graphics 'Mercury (Macrae et al., 2008)' _computing_publication_material 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2007)' _diffrn_ambient_temperature 298(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 10.6144 _diffrn_detector_type Atlas _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at home/near, Atlas' _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_unetI/netI 0.0282 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.981 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_number 8190 _diffrn_reflns_point_group_measured_fraction_full 0.780 _diffrn_reflns_point_group_measured_fraction_max 0.747 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 76.254 _diffrn_reflns_theta_min 4.391 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.645 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.64960 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.350 _exptl_crystal_description parallelepiped _exptl_crystal_F_000 1128 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.150 _refine_diff_density_max 0.412 _refine_diff_density_min -0.205 _refine_diff_density_rms 0.051 _refine_ls_abs_structure_details ; Flack x determined using 1088 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.4(5) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 379 _refine_ls_number_reflns 4183 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.065 _refine_ls_R_factor_all 0.0591 _refine_ls_R_factor_gt 0.0544 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1043P)^2^+0.1094P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1471 _refine_ls_wR_factor_ref 0.1572 _reflns_Friedel_coverage 0.488 _reflns_Friedel_fraction_full 0.550 _reflns_Friedel_fraction_max 0.502 _reflns_number_gt 3696 _reflns_number_total 4183 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj01158f2.cif _cod_data_source_block 2025_Uniandes_Cu_64_Eu-RDvr-2 _cod_depositor_comments 'Adding full bibliography for 7064379.cif.' _cod_database_code 7064379 _shelx_shelxl_version_number 2018/3 _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_min 0.882 _shelx_estimated_absorpt_t_max 0.909 _shelx_res_file ; TITL 2025_Uniandes_Cu_64_Eu-RDvr-2_auto in Pb 2025_Uniandes_Cu_64_Eu-RDvr-2_auto.res created by SHELXL-2018/3 at 13:25:33 on 06-Aug-2025 CELL 1.54184 10.06900 10.06518 26.24598 90.00000 90.00000 90.00000 ZERR 4 0.0009 0.0011 0.0029 0.0000 0.0000 0.0000 LATT -1 SYMM -X,-Y,Z+0.500 SYMM -X,Y+0.500,Z SYMM X,-Y+0.500,Z+0.500 SFAC C N H UNIT 144 24 96 LIST 4 ! automatically inserted. Change 6 to 4 for CHECKCIF!! L.S. 20 FMAP 2 PLAN 10 SIZE 0.2 0.18 0.15 TEMP 25 BOND $H HTAB ACTA CONF WGHT 0.104300 0.109400 FVAR 4.98573 N1 2 0.350015 0.185337 0.381783 11.00000 0.04104 0.04824 = 0.05140 -0.00057 -0.00468 -0.00090 C2 1 0.323979 0.281504 0.415622 11.00000 0.04054 0.04643 = 0.04804 0.00118 -0.00258 -0.00058 C3 1 0.419145 0.329530 0.449552 11.00000 0.04045 0.04829 = 0.05091 -0.00591 -0.00475 -0.00149 AFIX 43 H3 3 0.396577 0.394297 0.473294 11.00000 -1.20000 AFIX 0 C4 1 0.548094 0.279962 0.447673 11.00000 0.03827 0.04705 = 0.04724 0.00128 -0.00267 -0.00147 C5 1 0.652410 0.329598 0.482662 11.00000 0.03845 0.04807 = 0.04718 -0.00244 -0.00356 0.00001 C6 1 0.749989 0.243999 0.501674 11.00000 0.04345 0.04233 = 0.05463 -0.00640 -0.00572 0.00152 AFIX 43 H6 3 0.749780 0.154961 0.492207 11.00000 -1.20000 AFIX 0 C7 1 0.846982 0.290982 0.534527 11.00000 0.03967 0.04705 = 0.05461 -0.00119 -0.00814 0.00440 AFIX 43 H7 3 0.911048 0.232811 0.546929 11.00000 -1.20000 AFIX 0 C8 1 0.850108 0.424240 0.549318 11.00000 0.03643 0.04837 = 0.04675 -0.00339 -0.00411 -0.00188 C9 1 0.954027 0.473887 0.584837 11.00000 0.04110 0.04483 = 0.04620 0.00069 -0.00651 -0.00154 C10 1 1.083823 0.425978 0.582758 11.00000 0.04088 0.04912 = 0.04805 -0.00275 -0.00574 -0.00082 AFIX 43 H10 3 1.107171 0.362291 0.558699 11.00000 -1.20000 AFIX 0 C11 1 1.177820 0.473579 0.616646 11.00000 0.04016 0.04578 = 0.04751 0.00017 -0.00527 -0.00224 N12 2 1.150832 0.569149 0.650798 11.00000 0.04137 0.04965 = 0.04807 -0.00326 -0.00735 -0.00123 C13 1 1.025222 0.614793 0.653076 11.00000 0.04417 0.04626 = 0.04128 0.00075 -0.00307 -0.00138 C14 1 0.925505 0.570788 0.621105 11.00000 0.03818 0.04851 = 0.04897 -0.00111 -0.00236 -0.00022 AFIX 43 H14 3 0.840197 0.605516 0.623771 11.00000 -1.20000 AFIX 0 C15 1 1.000214 0.716719 0.693367 11.00000 0.04548 0.04568 = 0.04247 -0.00226 -0.00379 -0.00086 C16 1 1.104167 0.774304 0.719024 11.00000 0.05360 0.09011 = 0.07556 -0.02462 -0.01288 -0.00132 AFIX 43 H16 3 1.191322 0.752065 0.710970 11.00000 -1.20000 AFIX 0 C17 1 1.077400 0.866623 0.757338 11.00000 0.07911 0.08462 = 0.07780 -0.03087 -0.01389 -0.01448 AFIX 43 H17 3 1.145883 0.903305 0.776505 11.00000 -1.20000 AFIX 0 C18 1 0.948600 0.901879 0.766058 11.00000 0.08808 0.06004 = 0.05434 -0.00931 0.00701 -0.00002 AFIX 43 H18 3 0.927329 0.966336 0.790099 11.00000 -1.20000 AFIX 0 C19 1 0.852363 0.840199 0.738645 11.00000 0.06767 0.06755 = 0.06820 -0.01256 0.00546 0.00818 AFIX 43 H19 3 0.764713 0.864067 0.745053 11.00000 -1.20000 AFIX 0 N20 2 0.874213 0.748294 0.703354 11.00000 0.05039 0.06363 = 0.06387 -0.01222 0.00274 0.00243 C21 1 1.315719 0.419037 0.618024 11.00000 0.04019 0.04926 = 0.04972 0.00118 -0.00435 -0.00224 N22 2 1.341827 0.316681 0.587098 11.00000 0.04081 0.06301 = 0.06092 -0.00716 -0.00145 0.00164 C23 1 1.464539 0.264669 0.589167 11.00000 0.04788 0.06897 = 0.07146 -0.00954 -0.00057 0.00700 AFIX 43 H23 3 1.484341 0.194281 0.567506 11.00000 -1.20000 AFIX 0 C24 1 1.562879 0.309220 0.621421 11.00000 0.04025 0.07027 = 0.07484 0.00464 -0.00268 0.00491 AFIX 43 H24 3 1.645851 0.268643 0.621887 11.00000 -1.20000 AFIX 0 C25 1 1.535844 0.414439 0.652749 11.00000 0.04484 0.07340 = 0.07228 -0.00511 -0.01200 0.00040 AFIX 43 H25 3 1.600847 0.448051 0.674372 11.00000 -1.20000 AFIX 0 C26 1 1.409341 0.470386 0.651722 11.00000 0.04496 0.06192 = 0.06584 -0.00938 -0.00905 -0.00086 AFIX 43 H26 3 1.387820 0.540748 0.673153 11.00000 -1.20000 AFIX 0 C27 1 0.751954 0.509484 0.530403 11.00000 0.04301 0.04217 = 0.05692 -0.00324 -0.00680 0.00162 AFIX 43 H27 3 0.752069 0.598561 0.539816 11.00000 -1.20000 AFIX 0 C28 1 0.654856 0.462366 0.497850 11.00000 0.04127 0.04324 = 0.05561 -0.00149 -0.00941 0.00401 AFIX 43 H28 3 0.589990 0.520237 0.485860 11.00000 -1.20000 AFIX 0 C29 1 0.575566 0.181124 0.411566 11.00000 0.03909 0.04728 = 0.05068 -0.00190 -0.00387 0.00100 AFIX 43 H29 3 0.660518 0.145439 0.409095 11.00000 -1.20000 AFIX 0 C30 1 0.475162 0.136755 0.379484 11.00000 0.04424 0.04504 = 0.04730 0.00037 -0.00499 -0.00321 C31 1 0.497365 0.032504 0.340361 11.00000 0.04823 0.04807 = 0.04427 0.00399 -0.00629 -0.00020 N32 2 0.621760 0.013856 0.323859 11.00000 0.05424 0.06820 = 0.08063 -0.02052 0.00314 0.00293 C33 1 0.639666 -0.078481 0.288045 11.00000 0.07644 0.07583 = 0.08280 -0.02381 0.01202 0.00936 AFIX 43 H33 3 0.725912 -0.092551 0.276570 11.00000 -1.20000 AFIX 0 C34 1 0.541729 -0.153700 0.266979 11.00000 0.09970 0.06059 = 0.05850 -0.01399 -0.01049 0.01048 AFIX 43 H34 3 0.560194 -0.214808 0.241363 11.00000 -1.20000 AFIX 0 C35 1 0.415618 -0.136463 0.284690 11.00000 0.08433 0.06971 = 0.07937 -0.01939 -0.02532 -0.00585 AFIX 43 H35 3 0.346213 -0.188109 0.272267 11.00000 -1.20000 AFIX 0 C36 1 0.392733 -0.040470 0.321583 11.00000 0.05631 0.06642 = 0.06629 -0.01219 -0.00979 -0.00537 AFIX 43 H36 3 0.307100 -0.025526 0.333560 11.00000 -1.20000 AFIX 0 C37 1 0.186935 0.337341 0.414345 11.00000 0.03997 0.05055 = 0.04801 0.00065 -0.00410 -0.00246 C38 1 0.092153 0.285085 0.381737 11.00000 0.05061 0.06078 = 0.06881 -0.00869 -0.01604 0.00216 AFIX 43 H38 3 0.112492 0.213911 0.360531 11.00000 -1.20000 AFIX 0 C39 1 -0.033424 0.341009 0.381380 11.00000 0.04823 0.07070 = 0.07570 -0.00541 -0.01730 0.00075 AFIX 43 H39 3 -0.098785 0.307521 0.359889 11.00000 -1.20000 AFIX 0 C40 1 -0.060701 0.445539 0.412747 11.00000 0.04028 0.07210 = 0.06940 0.00446 0.00051 0.00425 AFIX 43 H40 3 -0.144689 0.483954 0.413312 11.00000 -1.20000 AFIX 0 C41 1 0.038937 0.492415 0.443394 11.00000 0.04436 0.06985 = 0.07066 -0.01112 0.00316 0.00478 AFIX 43 H41 3 0.020570 0.564921 0.464197 11.00000 -1.20000 AFIX 0 N42 2 0.161280 0.440184 0.445235 11.00000 0.04208 0.06412 = 0.06357 -0.01279 -0.00480 0.00205 REM ##### HKLF 4 REM 2025_Uniandes_Cu_64_Eu-RDvr-2_auto in Pb REM wR2 = 0.1572, GooF = S = 1.065, Restrained GooF = 1.065 for all data REM R1 = 0.0544 for 3696 Fo > 4sig(Fo) and 0.0591 for all 4183 data REM 379 parameters refined using 1 restraints END WGHT 0.1043 0.1094 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.412, deepest hole -0.205, 1-sigma level 0.051 Q1 1 0.6539 0.1840 0.3806 11.00000 0.05 0.41 Q2 1 0.8449 0.5718 0.6514 11.00000 0.05 0.41 Q3 1 1.6614 0.3100 0.5875 11.00000 0.05 0.40 Q4 1 1.1546 0.4215 0.5472 11.00000 0.05 0.37 Q5 1 0.3498 0.3301 0.4859 11.00000 0.05 0.36 Q6 1 -0.1576 0.4396 0.4455 11.00000 0.05 0.35 Q7 1 0.3454 0.4578 0.4999 11.00000 0.05 0.33 Q8 1 0.7462 0.7438 0.5006 11.00000 0.05 0.31 Q9 1 0.7543 0.0079 0.5310 11.00000 0.05 0.31 Q10 1 1.1564 0.2936 0.5336 11.00000 0.05 0.30 ; _shelx_res_checksum 96365 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x, y+1/2, z' 'x, -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_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.3500(3) 0.1853(3) 0.38178(12) 0.0469(6) Uani 1 1 d . . . . . C2 C 0.3240(3) 0.2815(3) 0.41562(14) 0.0450(7) Uani 1 1 d . . . . . C3 C 0.4191(3) 0.3295(3) 0.44955(14) 0.0466(7) Uani 1 1 d . . . . . H3 H 0.396577 0.394297 0.473294 0.056 Uiso 1 1 calc R U . . . C4 C 0.5481(3) 0.2800(3) 0.44767(14) 0.0442(7) Uani 1 1 d . . . . . C5 C 0.6524(3) 0.3296(3) 0.48266(14) 0.0446(7) Uani 1 1 d . . . . . C6 C 0.7500(3) 0.2440(3) 0.50167(15) 0.0468(7) Uani 1 1 d . . . . . H6 H 0.749780 0.154961 0.492207 0.056 Uiso 1 1 calc R U . . . C7 C 0.8470(3) 0.2910(3) 0.53453(15) 0.0471(7) Uani 1 1 d . . . . . H7 H 0.911048 0.232811 0.546929 0.057 Uiso 1 1 calc R U . . . C8 C 0.8501(3) 0.4242(3) 0.54932(13) 0.0438(7) Uani 1 1 d . . . . . C9 C 0.9540(3) 0.4739(3) 0.58484(13) 0.0440(7) Uani 1 1 d . . . . . C10 C 1.0838(3) 0.4260(3) 0.58276(14) 0.0460(7) Uani 1 1 d . . . . . H10 H 1.107171 0.362291 0.558699 0.055 Uiso 1 1 calc R U . . . C11 C 1.1778(3) 0.4736(3) 0.61665(13) 0.0445(7) Uani 1 1 d . . . . . N12 N 1.1508(3) 0.5691(3) 0.65080(11) 0.0464(6) Uani 1 1 d . . . . . C13 C 1.0252(3) 0.6148(4) 0.65308(13) 0.0439(7) Uani 1 1 d . . . . . C14 C 0.9255(3) 0.5708(3) 0.62110(13) 0.0452(7) Uani 1 1 d . . . . . H14 H 0.840197 0.605516 0.623771 0.054 Uiso 1 1 calc R U . . . C15 C 1.0002(3) 0.7167(4) 0.69337(16) 0.0445(9) Uani 1 1 d . . . . . C16 C 1.1042(4) 0.7743(5) 0.7190(2) 0.0731(13) Uani 1 1 d . . . . . H16 H 1.191322 0.752065 0.710970 0.088 Uiso 1 1 calc R U . . . C17 C 1.0774(6) 0.8666(5) 0.7573(2) 0.0805(14) Uani 1 1 d . . . . . H17 H 1.145883 0.903305 0.776505 0.097 Uiso 1 1 calc R U . . . C18 C 0.9486(5) 0.9019(4) 0.76606(18) 0.0675(10) Uani 1 1 d . . . . . H18 H 0.927329 0.966336 0.790099 0.081 Uiso 1 1 calc R U . . . C19 C 0.8524(4) 0.8402(4) 0.73864(19) 0.0678(11) Uani 1 1 d . . . . . H19 H 0.764713 0.864067 0.745053 0.081 Uiso 1 1 calc R U . . . N20 N 0.8742(3) 0.7483(4) 0.70335(15) 0.0593(8) Uani 1 1 d . . . . . C21 C 1.3157(3) 0.4190(3) 0.61802(13) 0.0464(7) Uani 1 1 d . . . . . N22 N 1.3418(3) 0.3167(3) 0.58710(14) 0.0549(7) Uani 1 1 d . . . . . C23 C 1.4645(4) 0.2647(4) 0.58917(18) 0.0628(10) Uani 1 1 d . . . . . H23 H 1.484341 0.194281 0.567506 0.075 Uiso 1 1 calc R U . . . C24 C 1.5629(4) 0.3092(4) 0.62142(18) 0.0618(10) Uani 1 1 d . . . . . H24 H 1.645851 0.268643 0.621887 0.074 Uiso 1 1 calc R U . . . C25 C 1.5358(4) 0.4144(4) 0.65275(18) 0.0635(10) Uani 1 1 d . . . . . H25 H 1.600847 0.448051 0.674372 0.076 Uiso 1 1 calc R U . . . C26 C 1.4093(4) 0.4704(4) 0.65172(17) 0.0576(9) Uani 1 1 d . . . . . H26 H 1.387820 0.540748 0.673153 0.069 Uiso 1 1 calc R U . . . C27 C 0.7520(3) 0.5095(3) 0.53040(14) 0.0474(7) Uani 1 1 d . . . . . H27 H 0.752069 0.598561 0.539816 0.057 Uiso 1 1 calc R U . . . C28 C 0.6549(3) 0.4624(3) 0.49785(15) 0.0467(7) Uani 1 1 d . . . . . H28 H 0.589990 0.520237 0.485860 0.056 Uiso 1 1 calc R U . . . C29 C 0.5756(3) 0.1811(3) 0.41157(14) 0.0457(7) Uani 1 1 d . . . . . H29 H 0.660518 0.145439 0.409095 0.055 Uiso 1 1 calc R U . . . C30 C 0.4752(3) 0.1368(4) 0.37948(14) 0.0455(7) Uani 1 1 d . . . . . C31 C 0.4974(3) 0.0325(4) 0.34036(17) 0.0469(9) Uani 1 1 d . . . . . N32 N 0.6218(4) 0.0139(4) 0.32386(18) 0.0677(9) Uani 1 1 d . . . . . C33 C 0.6397(5) -0.0785(5) 0.2880(2) 0.0784(13) Uani 1 1 d . . . . . H33 H 0.725912 -0.092551 0.276570 0.094 Uiso 1 1 calc R U . . . C34 C 0.5417(6) -0.1537(4) 0.26698(19) 0.0729(12) Uani 1 1 d . . . . . H34 H 0.560194 -0.214808 0.241363 0.088 Uiso 1 1 calc R U . . . C35 C 0.4156(6) -0.1365(5) 0.2847(2) 0.0778(14) Uani 1 1 d . . . . . H35 H 0.346213 -0.188109 0.272267 0.093 Uiso 1 1 calc R U . . . C36 C 0.3927(4) -0.0405(4) 0.32158(19) 0.0630(10) Uani 1 1 d . . . . . H36 H 0.307100 -0.025526 0.333560 0.076 Uiso 1 1 calc R U . . . C37 C 0.1869(3) 0.3373(3) 0.41434(14) 0.0462(7) Uani 1 1 d . . . . . C38 C 0.0922(4) 0.2851(4) 0.38174(18) 0.0601(10) Uani 1 1 d . . . . . H38 H 0.112492 0.213911 0.360531 0.072 Uiso 1 1 calc R U . . . C39 C -0.0334(4) 0.3410(4) 0.38138(19) 0.0649(10) Uani 1 1 d . . . . . H39 H -0.098785 0.307521 0.359889 0.078 Uiso 1 1 calc R U . . . C40 C -0.0607(4) 0.4455(4) 0.41275(19) 0.0606(9) Uani 1 1 d . . . . . H40 H -0.144689 0.483954 0.413312 0.073 Uiso 1 1 calc R U . . . C41 C 0.0389(4) 0.4924(4) 0.44339(18) 0.0616(9) Uani 1 1 d . . . . . H41 H 0.020570 0.564921 0.464197 0.074 Uiso 1 1 calc R U . . . N42 N 0.1613(3) 0.4402(3) 0.44523(15) 0.0566(8) Uani 1 1 d . . . . . 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 N1 0.0410(13) 0.0482(14) 0.0514(15) -0.0006(13) -0.0047(12) -0.0009(10) C2 0.0405(14) 0.0464(16) 0.0480(17) 0.0012(13) -0.0026(13) -0.0006(13) C3 0.0405(15) 0.0483(16) 0.0509(18) -0.0059(15) -0.0048(14) -0.0015(12) C4 0.0383(16) 0.0470(16) 0.0472(17) 0.0013(14) -0.0027(13) -0.0015(13) C5 0.0384(14) 0.0481(16) 0.0472(17) -0.0024(14) -0.0036(13) 0.0000(12) C6 0.0435(15) 0.0423(15) 0.0546(17) -0.0064(14) -0.0057(13) 0.0015(12) C7 0.0397(15) 0.0471(15) 0.0546(19) -0.0012(15) -0.0081(13) 0.0044(12) C8 0.0364(14) 0.0484(15) 0.0468(17) -0.0034(14) -0.0041(12) -0.0019(12) C9 0.0411(17) 0.0448(15) 0.0462(17) 0.0007(14) -0.0065(14) -0.0015(13) C10 0.0409(15) 0.0491(16) 0.0481(18) -0.0028(14) -0.0057(14) -0.0008(13) C11 0.0402(14) 0.0458(15) 0.0475(17) 0.0002(13) -0.0053(13) -0.0022(13) N12 0.0414(13) 0.0497(14) 0.0481(15) -0.0033(12) -0.0073(11) -0.0012(11) C13 0.0442(14) 0.0463(16) 0.0413(16) 0.0007(14) -0.0031(14) -0.0014(15) C14 0.0382(14) 0.0485(15) 0.0490(17) -0.0011(14) -0.0024(13) -0.0002(12) C15 0.045(2) 0.046(2) 0.042(2) -0.0023(16) -0.0038(12) -0.0009(12) C16 0.054(2) 0.090(3) 0.076(3) -0.025(3) -0.0129(19) -0.001(2) C17 0.079(3) 0.085(3) 0.078(3) -0.031(3) -0.014(2) -0.014(3) C18 0.088(3) 0.060(2) 0.054(2) -0.0093(19) 0.007(2) 0.000(2) C19 0.068(2) 0.068(2) 0.068(3) -0.013(2) 0.005(2) 0.0082(19) N20 0.0504(15) 0.0636(17) 0.0639(19) -0.0122(16) 0.0027(14) 0.0024(15) C21 0.0402(15) 0.0493(16) 0.0497(17) 0.0012(14) -0.0043(13) -0.0022(12) N22 0.0408(14) 0.0630(17) 0.0609(19) -0.0072(16) -0.0014(12) 0.0016(13) C23 0.0479(18) 0.069(2) 0.071(3) -0.010(2) -0.001(2) 0.0070(19) C24 0.0403(16) 0.070(2) 0.075(3) 0.005(2) -0.0027(17) 0.0049(16) C25 0.0448(17) 0.073(2) 0.072(3) -0.005(2) -0.012(2) 0.000(2) C26 0.0450(18) 0.062(2) 0.066(2) -0.0094(18) -0.0090(17) -0.0009(16) C27 0.0430(15) 0.0422(15) 0.0569(19) -0.0032(14) -0.0068(13) 0.0016(13) C28 0.0413(15) 0.0432(15) 0.0556(19) -0.0015(15) -0.0094(14) 0.0040(12) C29 0.0391(13) 0.0473(15) 0.0507(17) -0.0019(14) -0.0039(14) 0.0010(12) C30 0.0442(14) 0.0450(16) 0.0473(18) 0.0004(15) -0.0050(15) -0.0032(15) C31 0.048(2) 0.048(2) 0.044(2) 0.0040(18) -0.0063(13) -0.0002(12) N32 0.0542(17) 0.068(2) 0.081(2) -0.0205(19) 0.0031(17) 0.0029(16) C33 0.076(3) 0.076(3) 0.083(3) -0.024(3) 0.012(2) 0.009(2) C34 0.100(4) 0.061(2) 0.058(2) -0.014(2) -0.010(3) 0.010(3) C35 0.084(3) 0.070(3) 0.079(3) -0.019(2) -0.025(3) -0.006(2) C36 0.056(2) 0.066(2) 0.066(2) -0.012(2) -0.0098(18) -0.0054(18) C37 0.0400(14) 0.0506(16) 0.0480(17) 0.0007(14) -0.0041(13) -0.0025(13) C38 0.0506(19) 0.061(2) 0.069(2) -0.0087(19) -0.0160(19) 0.0022(16) C39 0.0482(19) 0.071(2) 0.076(3) -0.005(2) -0.017(2) 0.001(2) C40 0.0403(17) 0.072(2) 0.069(2) 0.004(2) 0.0005(17) 0.0043(16) C41 0.0444(18) 0.070(2) 0.071(3) -0.011(2) 0.0032(19) 0.0048(18) N42 0.0421(15) 0.0641(17) 0.0636(19) -0.0128(17) -0.0048(13) 0.0020(12) 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' N N 0.0311 0.0180 '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' 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 _geom_angle_publ_flag C2 N1 C30 118.2(3) . . ? N1 C2 C3 122.6(3) . . ? N1 C2 C37 116.0(3) . . ? C3 C2 C37 121.3(3) . . ? C4 C3 C2 119.6(3) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C29 117.5(3) . . ? C3 C4 C5 121.2(3) . . ? C29 C4 C5 121.2(3) . . ? C28 C5 C6 118.4(3) . . ? C28 C5 C4 120.8(3) . . ? C6 C5 C4 120.7(3) . . ? C7 C6 C5 120.4(3) . . ? C7 C6 H6 119.8 . . ? C5 C6 H6 119.8 . . ? C6 C7 C8 121.1(3) . . ? C6 C7 H7 119.5 . . ? C8 C7 H7 119.5 . . ? C7 C8 C27 118.3(3) . . ? C7 C8 C9 120.8(3) . . ? C27 C8 C9 120.9(3) . . ? C14 C9 C10 117.5(3) . . ? C14 C9 C8 121.2(3) . . ? C10 C9 C8 121.2(3) . . ? C11 C10 C9 119.7(3) . . ? C11 C10 H10 120.1 . . ? C9 C10 H10 120.1 . . ? N12 C11 C10 122.6(3) . . ? N12 C11 C21 115.8(3) . . ? C10 C11 C21 121.6(3) . . ? C11 N12 C13 117.6(3) . . ? N12 C13 C14 123.1(3) . . ? N12 C13 C15 115.1(3) . . ? C14 C13 C15 121.8(3) . . ? C13 C14 C9 119.3(3) . . ? C13 C14 H14 120.3 . . ? C9 C14 H14 120.3 . . ? N20 C15 C16 121.9(4) . . ? N20 C15 C13 117.6(3) . . ? C16 C15 C13 120.6(3) . . ? C15 C16 C17 119.2(4) . . ? C15 C16 H16 120.4 . . ? C17 C16 H16 120.4 . . ? C18 C17 C16 118.5(4) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? C19 C18 C17 118.1(4) . . ? C19 C18 H18 121.0 . . ? C17 C18 H18 121.0 . . ? N20 C19 C18 124.8(4) . . ? N20 C19 H19 117.6 . . ? C18 C19 H19 117.6 . . ? C19 N20 C15 117.4(4) . . ? N22 C21 C26 122.6(3) . . ? N22 C21 C11 116.8(3) . . ? C26 C21 C11 120.6(3) . . ? C21 N22 C23 117.2(3) . . ? N22 C23 C24 124.0(4) . . ? N22 C23 H23 118.0 . . ? C24 C23 H23 118.0 . . ? C25 C24 C23 118.6(4) . . ? C25 C24 H24 120.7 . . ? C23 C24 H24 120.7 . . ? C24 C25 C26 118.9(4) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? C21 C26 C25 118.8(4) . . ? C21 C26 H26 120.6 . . ? C25 C26 H26 120.6 . . ? C28 C27 C8 120.6(3) . . ? C28 C27 H27 119.7 . . ? C8 C27 H27 119.7 . . ? C27 C28 C5 121.2(3) . . ? C27 C28 H28 119.4 . . ? C5 C28 H28 119.4 . . ? C30 C29 C4 119.6(3) . . ? C30 C29 H29 120.2 . . ? C4 C29 H29 120.2 . . ? N1 C30 C29 122.3(3) . . ? N1 C30 C31 115.2(3) . . ? C29 C30 C31 122.5(3) . . ? N32 C31 C36 121.7(4) . . ? N32 C31 C30 117.6(3) . . ? C36 C31 C30 120.6(3) . . ? C33 N32 C31 116.9(4) . . ? N32 C33 C34 125.2(5) . . ? N32 C33 H33 117.4 . . ? C34 C33 H33 117.4 . . ? C33 C34 C35 117.8(4) . . ? C33 C34 H34 121.1 . . ? C35 C34 H34 121.1 . . ? C34 C35 C36 118.8(4) . . ? C34 C35 H35 120.6 . . ? C36 C35 H35 120.6 . . ? C31 C36 C35 119.7(4) . . ? C31 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? N42 C37 C38 122.3(3) . . ? N42 C37 C2 117.1(3) . . ? C38 C37 C2 120.6(3) . . ? C39 C38 C37 118.6(4) . . ? C39 C38 H38 120.7 . . ? C37 C38 H38 120.7 . . ? C40 C39 C38 119.6(4) . . ? C40 C39 H39 120.2 . . ? C38 C39 H39 120.2 . . ? C39 C40 C41 118.2(4) . . ? C39 C40 H40 120.9 . . ? C41 C40 H40 120.9 . . ? N42 C41 C40 124.0(4) . . ? N42 C41 H41 118.0 . . ? C40 C41 H41 118.0 . . ? C37 N42 C41 117.3(3) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C2 1.340(4) . ? N1 C30 1.353(4) . ? C2 C3 1.395(5) . ? C2 C37 1.490(5) . ? C3 C4 1.392(5) . ? C3 H3 0.9300 . ? C4 C29 1.402(5) . ? C4 C5 1.482(4) . ? C5 C28 1.395(4) . ? C5 C6 1.399(4) . ? C6 C7 1.386(4) . ? C6 H6 0.9300 . ? C7 C8 1.397(5) . ? C7 H7 0.9300 . ? C8 C27 1.400(4) . ? C8 C9 1.488(4) . ? C9 C14 1.393(5) . ? C9 C10 1.394(5) . ? C10 C11 1.384(5) . ? C10 H10 0.9300 . ? C11 N12 1.343(4) . ? C11 C21 1.494(4) . ? N12 C13 1.347(4) . ? C13 C14 1.381(5) . ? C13 C15 1.495(5) . ? C14 H14 0.9300 . ? C15 N20 1.334(4) . ? C15 C16 1.373(5) . ? C16 C17 1.395(7) . ? C16 H16 0.9300 . ? C17 C18 1.364(7) . ? C17 H17 0.9300 . ? C18 C19 1.357(7) . ? C18 H18 0.9300 . ? C19 N20 1.327(6) . ? C19 H19 0.9300 . ? C21 N22 1.338(5) . ? C21 C26 1.392(5) . ? N22 C23 1.343(5) . ? C23 C24 1.378(6) . ? C23 H23 0.9300 . ? C24 C25 1.368(6) . ? C24 H24 0.9300 . ? C25 C26 1.393(5) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C28 1.382(4) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C30 1.389(5) . ? C29 H29 0.9300 . ? C30 C31 1.485(6) . ? C31 N32 1.339(5) . ? C31 C36 1.376(5) . ? N32 C33 1.334(6) . ? C33 C34 1.361(7) . ? C33 H33 0.9300 . ? C34 C35 1.363(8) . ? C34 H34 0.9300 . ? C35 C36 1.387(7) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 N42 1.340(5) . ? C37 C38 1.386(5) . ? C38 C39 1.384(5) . ? C38 H38 0.9300 . ? C39 C40 1.364(6) . ? C39 H39 0.9300 . ? C40 C41 1.370(6) . ? C40 H40 0.9300 . ? C41 N42 1.340(5) . ? C41 H41 0.9300 . ? 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 _geom_torsion_publ_flag C30 N1 C2 C3 -2.4(5) . . . . ? C30 N1 C2 C37 176.3(3) . . . . ? N1 C2 C3 C4 2.2(5) . . . . ? C37 C2 C3 C4 -176.4(3) . . . . ? C2 C3 C4 C29 -0.9(5) . . . . ? C2 C3 C4 C5 179.3(3) . . . . ? C3 C4 C5 C28 -34.8(5) . . . . ? C29 C4 C5 C28 145.4(4) . . . . ? C3 C4 C5 C6 144.5(4) . . . . ? C29 C4 C5 C6 -35.3(5) . . . . ? C28 C5 C6 C7 -0.4(5) . . . . ? C4 C5 C6 C7 -179.8(3) . . . . ? C5 C6 C7 C8 -0.2(5) . . . . ? C6 C7 C8 C27 0.5(5) . . . . ? C6 C7 C8 C9 179.6(3) . . . . ? C7 C8 C9 C14 -143.7(3) . . . . ? C27 C8 C9 C14 35.4(5) . . . . ? C7 C8 C9 C10 36.8(5) . . . . ? C27 C8 C9 C10 -144.0(4) . . . . ? C14 C9 C10 C11 1.1(5) . . . . ? C8 C9 C10 C11 -179.5(3) . . . . ? C9 C10 C11 N12 -2.7(5) . . . . ? C9 C10 C11 C21 176.1(3) . . . . ? C10 C11 N12 C13 3.1(5) . . . . ? C21 C11 N12 C13 -175.7(3) . . . . ? C11 N12 C13 C14 -2.0(5) . . . . ? C11 N12 C13 C15 177.4(3) . . . . ? N12 C13 C14 C9 0.6(6) . . . . ? C15 C13 C14 C9 -178.9(3) . . . . ? C10 C9 C14 C13 -0.1(5) . . . . ? C8 C9 C14 C13 -179.5(3) . . . . ? N12 C13 C15 N20 -168.6(4) . . . . ? C14 C13 C15 N20 10.9(6) . . . . ? N12 C13 C15 C16 11.1(6) . . . . ? C14 C13 C15 C16 -169.4(4) . . . . ? N20 C15 C16 C17 1.3(8) . . . . ? C13 C15 C16 C17 -178.4(5) . . . . ? C15 C16 C17 C18 -3.5(8) . . . . ? C16 C17 C18 C19 3.2(8) . . . . ? C17 C18 C19 N20 -0.7(8) . . . . ? C18 C19 N20 C15 -1.6(7) . . . . ? C16 C15 N20 C19 1.3(7) . . . . ? C13 C15 N20 C19 -179.1(4) . . . . ? N12 C11 C21 N22 174.9(3) . . . . ? C10 C11 C21 N22 -3.9(5) . . . . ? N12 C11 C21 C26 -2.5(5) . . . . ? C10 C11 C21 C26 178.7(3) . . . . ? C26 C21 N22 C23 -0.8(6) . . . . ? C11 C21 N22 C23 -178.2(4) . . . . ? C21 N22 C23 C24 0.9(7) . . . . ? N22 C23 C24 C25 -1.3(7) . . . . ? C23 C24 C25 C26 1.5(7) . . . . ? N22 C21 C26 C25 1.0(6) . . . . ? C11 C21 C26 C25 178.3(4) . . . . ? C24 C25 C26 C21 -1.4(7) . . . . ? C7 C8 C27 C28 -0.1(5) . . . . ? C9 C8 C27 C28 -179.3(3) . . . . ? C8 C27 C28 C5 -0.5(5) . . . . ? C6 C5 C28 C27 0.8(5) . . . . ? C4 C5 C28 C27 -179.9(3) . . . . ? C3 C4 C29 C30 0.0(5) . . . . ? C5 C4 C29 C30 179.8(3) . . . . ? C2 N1 C30 C29 1.4(5) . . . . ? C2 N1 C30 C31 -178.7(3) . . . . ? C4 C29 C30 N1 -0.2(6) . . . . ? C4 C29 C30 C31 179.9(4) . . . . ? N1 C30 C31 N32 157.2(4) . . . . ? C29 C30 C31 N32 -22.9(6) . . . . ? N1 C30 C31 C36 -22.0(6) . . . . ? C29 C30 C31 C36 157.9(4) . . . . ? C36 C31 N32 C33 0.4(7) . . . . ? C30 C31 N32 C33 -178.8(4) . . . . ? C31 N32 C33 C34 0.5(8) . . . . ? N32 C33 C34 C35 -1.9(9) . . . . ? C33 C34 C35 C36 2.4(8) . . . . ? N32 C31 C36 C35 0.2(7) . . . . ? C30 C31 C36 C35 179.4(4) . . . . ? C34 C35 C36 C31 -1.6(8) . . . . ? N1 C2 C37 N42 -175.3(3) . . . . ? C3 C2 C37 N42 3.5(5) . . . . ? N1 C2 C37 C38 3.7(5) . . . . ? C3 C2 C37 C38 -177.5(4) . . . . ? N42 C37 C38 C39 -0.3(6) . . . . ? C2 C37 C38 C39 -179.3(4) . . . . ? C37 C38 C39 C40 0.2(7) . . . . ? C38 C39 C40 C41 0.6(7) . . . . ? C39 C40 C41 N42 -1.4(7) . . . . ? C38 C37 N42 C41 -0.3(6) . . . . ? C2 C37 N42 C41 178.6(4) . . . . ? C40 C41 N42 C37 1.2(7) . . . . ?