#------------------------------------------------------------------------------ #$Date: 2026-06-05 05:24:10 +0100 (Fri, 05 Jun 2026) $ #$Revision: 306235 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/44/7064432.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_7064432 loop_ _publ_author_name 'Arunkumar, S.' 'Kumar, George Rajendra' _publ_section_title ; Regioisomers of carbazole- and triphenylamine-based D--A--D ternaries: synthesis, optical properties and colorimetric vapochromic anti-counterfeiting application ; _journal_issue 18 _journal_name_full 'New Journal of Chemistry' _journal_page_first 7706 _journal_page_last 7714 _journal_paper_doi 10.1039/D6NJ00809G _journal_volume 50 _journal_year 2026 _chemical_formula_moiety 'C34 H26 N2 O' _chemical_formula_sum 'C34 H26 N2 O' _chemical_formula_weight 478.57 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2026-02-15 deposited with the CCDC. 2026-04-06 downloaded from the CCDC. ; _cell_angle_alpha 79.070(3) _cell_angle_beta 79.629(2) _cell_angle_gamma 81.041(3) _cell_formula_units_Z 2 _cell_length_a 8.4189(6) _cell_length_b 9.7283(6) _cell_length_c 16.3395(11) _cell_measurement_reflns_used 6462 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 0.991 _cell_measurement_theta_min 0.970 _cell_volume 1282.20(15) _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.986 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0743 _diffrn_reflns_av_unetI/netI 0.0450 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.986 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 49854 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.986 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.449 _diffrn_reflns_theta_min 2.479 _exptl_absorpt_coefficient_mu 0.075 _exptl_crystal_density_diffrn 1.240 _exptl_crystal_description rectangle _exptl_crystal_F_000 504 _exptl_crystal_size_max 0.412 _exptl_crystal_size_mid 0.365 _exptl_crystal_size_min 0.123 _refine_diff_density_max 0.198 _refine_diff_density_min -0.251 _refine_diff_density_rms 0.045 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.371 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 335 _refine_ls_number_reflns 6370 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.371 _refine_ls_R_factor_all 0.1214 _refine_ls_R_factor_gt 0.0804 _refine_ls_shift/su_max 0.108 _refine_ls_shift/su_mean 0.006 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2057 _refine_ls_wR_factor_ref 0.2231 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4305 _reflns_number_total 6370 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj00809g2.cif _cod_data_source_block CT3_01_15122025_0m_a _cod_database_code 7064432 _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 0.970 _shelx_estimated_absorpt_t_max 0.991 _shelx_res_file ; TITL CT3_01_15122025_0m_a.res in P-1 CT3_01_15122025_0m_a.res created by SHELXL-2018/3 at 09:28:48 on 16-Dec-2025 CELL 0.71073 8.4189 9.7283 16.3395 79.070 79.629 81.041 ZERR 2.00 0.0006 0.0006 0.0011 0.003 0.002 0.003 LATT 1 SFAC C H N O UNIT 68 52 4 2 TEMP 23.000 SIZE 0.123 0.365 0.412 ACTA L.S. 4 FMAP 2 PLAN -5 0 0.00 HTAB BOND $H CONF WGHT 0.100000 FVAR 0.48078 O1 4 0.779124 0.590663 0.568891 11.00000 0.08259 0.09928 = 0.12624 -0.06978 0.05129 -0.04921 N1 3 0.152735 0.706920 0.838755 11.00000 0.04216 0.05684 = 0.06377 -0.03427 0.00489 -0.00978 N2 3 0.922572 -0.151800 0.360795 11.00000 0.06636 0.04643 = 0.05931 -0.01809 -0.00964 -0.01546 C1 1 1.304175 -0.170091 0.210231 11.00000 0.09607 0.06938 = 0.05848 -0.02398 0.00245 0.02227 AFIX 43 H1 2 1.368707 -0.224429 0.172664 11.00000 -1.20000 AFIX 0 C2 1 1.352922 -0.045423 0.219693 11.00000 0.07411 0.08950 = 0.06339 -0.02360 0.01631 0.00687 AFIX 43 H21 2 1.450418 -0.018291 0.188907 11.00000 -1.20000 AFIX 0 C3 1 1.259624 0.040046 0.274083 11.00000 0.05343 0.06896 = 0.05870 -0.01627 0.00888 -0.00436 AFIX 43 H22 2 1.292980 0.124094 0.279681 11.00000 -1.20000 AFIX 0 C4 1 1.115580 -0.002898 0.319837 11.00000 0.04796 0.04325 = 0.03945 -0.01163 -0.00379 -0.00021 C5 1 0.987938 0.057295 0.379781 11.00000 0.03894 0.04097 = 0.03640 -0.01051 -0.00601 -0.00428 C6 1 0.963061 0.177462 0.415790 11.00000 0.03590 0.04479 = 0.04136 -0.01224 -0.00119 -0.01072 AFIX 43 H17 2 1.040593 0.239941 0.401800 11.00000 -1.20000 AFIX 0 C7 1 0.823434 0.206393 0.472784 11.00000 0.03585 0.04911 = 0.03700 -0.01205 -0.00489 -0.00566 C8 1 0.799751 0.335214 0.508768 11.00000 0.04502 0.05332 = 0.04505 -0.01471 -0.00453 -0.00840 AFIX 43 H16 2 0.884732 0.390206 0.493133 11.00000 -1.20000 AFIX 0 C9 1 0.673407 0.384920 0.560857 11.00000 0.03916 0.06518 = 0.05324 -0.02762 0.00220 -0.00834 AFIX 43 H15 2 0.584743 0.334286 0.577815 11.00000 -1.20000 AFIX 0 C10 1 0.668737 0.516048 0.592411 11.00000 0.04837 0.06488 = 0.05603 -0.02629 0.00447 -0.01549 C11 1 0.527830 0.562083 0.655273 11.00000 0.03846 0.05423 = 0.04507 -0.02197 -0.00325 -0.00614 C12 1 0.425670 0.469805 0.706720 11.00000 0.04511 0.04552 = 0.05899 -0.02554 -0.00466 -0.00496 AFIX 43 H12 2 0.440564 0.375444 0.700353 11.00000 -1.20000 AFIX 0 C13 1 0.303005 0.516725 0.766836 11.00000 0.04729 0.05068 = 0.05526 -0.02128 0.00454 -0.00952 AFIX 43 H11 2 0.237176 0.453358 0.801144 11.00000 -1.20000 AFIX 0 C14 1 0.276326 0.658189 0.776879 11.00000 0.04182 0.05014 = 0.04768 -0.02323 -0.00533 -0.00295 C15 1 0.000984 0.654278 0.860368 11.00000 0.03874 0.03878 = 0.05419 -0.01464 -0.00695 0.00210 C16 1 -0.082092 0.646211 0.941969 11.00000 0.05104 0.06077 = 0.06083 -0.02217 -0.00378 -0.00401 AFIX 43 H8 2 -0.037451 0.675941 0.982707 11.00000 -1.20000 AFIX 0 C17 1 -0.230131 0.594679 0.963614 11.00000 0.06245 0.07436 = 0.08515 -0.02246 0.01436 -0.01568 AFIX 43 H9 2 -0.284092 0.590282 1.018788 11.00000 -1.20000 AFIX 0 C18 1 -0.298456 0.550235 0.905702 11.00000 0.04450 0.06975 = 0.11788 -0.03017 -0.00067 -0.00692 AFIX 43 H2 2 -0.397528 0.514099 0.921186 11.00000 -1.20000 AFIX 0 C19 1 0.243117 1.034448 0.951870 11.00000 0.06193 0.08812 = 0.08414 -0.05094 0.00302 -0.02411 AFIX 43 H3 2 0.264385 1.107421 0.976124 11.00000 -1.20000 AFIX 0 C20 1 0.337710 0.906667 0.960284 11.00000 0.05612 0.09828 = 0.07643 -0.03829 -0.01516 -0.01651 AFIX 43 H4 2 0.423513 0.892342 0.990956 11.00000 -1.20000 AFIX 0 C21 1 0.307494 0.799136 0.923949 11.00000 0.04584 0.06276 = 0.07327 -0.02253 -0.01570 0.00020 AFIX 43 H26 2 0.372594 0.712516 0.930429 11.00000 -1.20000 AFIX 0 C22 1 0.182009 0.818529 0.878165 11.00000 0.03886 0.05319 = 0.04451 -0.02213 -0.00035 -0.00628 C23 1 0.084153 0.946269 0.870229 11.00000 0.05877 0.05331 = 0.06362 -0.02075 -0.01380 0.00179 AFIX 43 H5 2 -0.002765 0.960317 0.840338 11.00000 -1.20000 AFIX 0 C24 1 0.116629 1.053295 0.907195 11.00000 0.07262 0.05489 = 0.09767 -0.03770 -0.00540 0.00240 AFIX 43 H6 2 0.051167 1.139804 0.901567 11.00000 -1.20000 AFIX 0 C25 1 -0.069860 0.611095 0.801109 11.00000 0.05764 0.05232 = 0.06362 -0.01815 -0.01759 -0.00093 AFIX 43 H7 2 -0.017189 0.616714 0.745649 11.00000 -1.20000 AFIX 0 C26 1 -0.219506 0.559246 0.823844 11.00000 0.05495 0.05539 = 0.10724 -0.02734 -0.03623 0.00223 AFIX 43 H10 2 -0.266306 0.530572 0.783506 11.00000 -1.20000 AFIX 0 C27 1 0.500134 0.702417 0.666049 11.00000 0.05448 0.05013 = 0.04746 -0.01310 -0.00076 -0.01333 AFIX 43 H13 2 0.566633 0.765663 0.632175 11.00000 -1.20000 AFIX 0 C28 1 0.377502 0.750491 0.725224 11.00000 0.05295 0.04372 = 0.05311 -0.01746 -0.00127 -0.00437 AFIX 43 H14 2 0.361901 0.845212 0.730851 11.00000 -1.20000 AFIX 0 C29 1 0.872330 -0.038798 0.402817 11.00000 0.04832 0.04389 = 0.04427 -0.00907 -0.01259 -0.01034 C30 1 0.833258 -0.268107 0.364569 11.00000 0.11913 0.07106 = 0.11677 -0.03820 0.00011 -0.05100 AFIX 137 H18 2 0.759471 -0.279488 0.416817 11.00000 -1.50000 H19 2 0.907859 -0.352905 0.361144 11.00000 -1.50000 H20 2 0.772868 -0.249511 0.318264 11.00000 -1.50000 AFIX 0 C31 1 1.068656 -0.130619 0.310026 11.00000 0.06573 0.04346 = 0.04355 -0.01109 -0.01127 -0.00186 C32 1 1.162933 -0.214924 0.255059 11.00000 0.10102 0.04939 = 0.05775 -0.02071 -0.01459 0.00691 AFIX 43 H23 2 1.130938 -0.299243 0.248952 11.00000 -1.20000 AFIX 0 C33 1 0.732435 -0.014089 0.461538 11.00000 0.04099 0.05634 = 0.05973 -0.01153 -0.00601 -0.01944 AFIX 43 H24 2 0.656332 -0.077830 0.477007 11.00000 -1.20000 AFIX 0 C34 1 0.711329 0.106920 0.495432 11.00000 0.03389 0.06472 = 0.04829 -0.01371 -0.00158 -0.00921 AFIX 43 H25 2 0.619434 0.124249 0.534961 11.00000 -1.20000 REM REM C:\frames\guest\EXTERNAL\KARUNYA\CT3_01_15122025\work\autostructure_priv REM ate\CT3_01_15122025_0m_a.hkl REM AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM CT3_01_15122025_0m_a.res in P-1 REM wR2 = 0.223142, GooF = S = 1.37099, Restrained GooF = 1.37099 for all data REM R1 = 0.080427 for 4305 Fo > 4sig(Fo) and 0.121387 for all 6370 data REM 335 parameters refined using 0 restraints END WGHT 0.0743 0.5389 REM Instructions for potential hydrogen bonds EQIV $1 x, y-1, z HTAB C30 O1_$1 REM Highest difference peak 0.198, deepest hole -0.251, 1-sigma level 0.045 Q1 1 -0.1819 0.6018 0.7715 11.00000 0.05 0.20 Q2 1 0.6077 0.5334 0.6310 11.00000 0.05 0.19 Q3 1 -0.2942 0.6021 0.8462 11.00000 0.05 0.18 Q4 1 0.8555 -0.3391 0.4314 11.00000 0.05 0.18 Q5 1 0.6792 0.5942 0.5379 11.00000 0.05 0.18 ; _shelx_res_checksum 21590 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 O1 O 0.7791(2) 0.5907(2) 0.56889(14) 0.1003(8) Uani 1 1 d . . . . . N1 N 0.1527(2) 0.70692(19) 0.83875(12) 0.0523(5) Uani 1 1 d . . . . . N2 N 0.9226(2) -0.15180(19) 0.36079(12) 0.0552(5) Uani 1 1 d . . . . . C1 C 1.3042(4) -0.1701(3) 0.21023(16) 0.0783(8) Uani 1 1 d . . . . . H1 H 1.368707 -0.224429 0.172664 0.094 Uiso 1 1 calc R U . . . C2 C 1.3529(4) -0.0454(3) 0.21969(17) 0.0795(8) Uani 1 1 d . . . . . H21 H 1.450418 -0.018291 0.188907 0.095 Uiso 1 1 calc R U . . . C3 C 1.2596(3) 0.0400(3) 0.27408(15) 0.0622(6) Uani 1 1 d . . . . . H22 H 1.292980 0.124094 0.279681 0.075 Uiso 1 1 calc R U . . . C4 C 1.1156(2) -0.0029(2) 0.31984(12) 0.0439(5) Uani 1 1 d . . . . . C5 C 0.9879(2) 0.0573(2) 0.37978(11) 0.0383(4) Uani 1 1 d . . . . . C6 C 0.9631(2) 0.1775(2) 0.41579(12) 0.0400(4) Uani 1 1 d . . . . . H17 H 1.040593 0.239941 0.401800 0.048 Uiso 1 1 calc R U . . . C7 C 0.8234(2) 0.2064(2) 0.47278(11) 0.0401(5) Uani 1 1 d . . . . . C8 C 0.7998(2) 0.3352(2) 0.50877(12) 0.0470(5) Uani 1 1 d . . . . . H16 H 0.884732 0.390206 0.493133 0.056 Uiso 1 1 calc R U . . . C9 C 0.6734(2) 0.3849(2) 0.56086(13) 0.0511(5) Uani 1 1 d . . . . . H15 H 0.584743 0.334286 0.577815 0.061 Uiso 1 1 calc R U . . . C10 C 0.6687(3) 0.5160(3) 0.59241(14) 0.0549(6) Uani 1 1 d . . . . . C11 C 0.5278(2) 0.5621(2) 0.65527(12) 0.0445(5) Uani 1 1 d . . . . . C12 C 0.4257(2) 0.4698(2) 0.70672(13) 0.0481(5) Uani 1 1 d . . . . . H12 H 0.440564 0.375444 0.700353 0.058 Uiso 1 1 calc R U . . . C13 C 0.3030(3) 0.5167(2) 0.76684(14) 0.0506(5) Uani 1 1 d . . . . . H11 H 0.237176 0.453358 0.801144 0.061 Uiso 1 1 calc R U . . . C14 C 0.2763(2) 0.6582(2) 0.77688(13) 0.0450(5) Uani 1 1 d . . . . . C15 C 0.0010(2) 0.6543(2) 0.86037(13) 0.0438(5) Uani 1 1 d . . . . . C16 C -0.0821(3) 0.6462(3) 0.94197(15) 0.0569(6) Uani 1 1 d . . . . . H8 H -0.037451 0.675941 0.982707 0.068 Uiso 1 1 calc R U . . . C17 C -0.2301(3) 0.5947(3) 0.96361(19) 0.0753(8) Uani 1 1 d . . . . . H9 H -0.284092 0.590282 1.018788 0.090 Uiso 1 1 calc R U . . . C18 C -0.2985(3) 0.5502(3) 0.9057(2) 0.0770(8) Uani 1 1 d . . . . . H2 H -0.397528 0.514099 0.921186 0.092 Uiso 1 1 calc R U . . . C19 C 0.2431(3) 1.0344(3) 0.95187(17) 0.0734(8) Uani 1 1 d . . . . . H3 H 0.264385 1.107421 0.976124 0.088 Uiso 1 1 calc R U . . . C20 C 0.3377(3) 0.9067(3) 0.96028(17) 0.0724(7) Uani 1 1 d . . . . . H4 H 0.423513 0.892342 0.990956 0.087 Uiso 1 1 calc R U . . . C21 C 0.3075(3) 0.7991(3) 0.92395(15) 0.0591(6) Uani 1 1 d . . . . . H26 H 0.372594 0.712516 0.930429 0.071 Uiso 1 1 calc R U . . . C22 C 0.1820(2) 0.8185(2) 0.87817(12) 0.0444(5) Uani 1 1 d . . . . . C23 C 0.0842(3) 0.9463(2) 0.87023(15) 0.0575(6) Uani 1 1 d . . . . . H5 H -0.002765 0.960317 0.840338 0.069 Uiso 1 1 calc R U . . . C24 C 0.1166(3) 1.0533(3) 0.90719(18) 0.0738(8) Uani 1 1 d . . . . . H6 H 0.051167 1.139804 0.901567 0.089 Uiso 1 1 calc R U . . . C25 C -0.0699(3) 0.6111(2) 0.80111(15) 0.0563(6) Uani 1 1 d . . . . . H7 H -0.017189 0.616714 0.745649 0.068 Uiso 1 1 calc R U . . . C26 C -0.2195(3) 0.5592(3) 0.82384(19) 0.0687(7) Uani 1 1 d . . . . . H10 H -0.266306 0.530572 0.783506 0.082 Uiso 1 1 calc R U . . . C27 C 0.5001(3) 0.7024(2) 0.66605(13) 0.0502(5) Uani 1 1 d . . . . . H13 H 0.566633 0.765663 0.632175 0.060 Uiso 1 1 calc R U . . . C28 C 0.3775(3) 0.7505(2) 0.72522(13) 0.0497(5) Uani 1 1 d . . . . . H14 H 0.361901 0.845212 0.730851 0.060 Uiso 1 1 calc R U . . . C29 C 0.8723(2) -0.0388(2) 0.40282(12) 0.0441(5) Uani 1 1 d . . . . . C30 C 0.8333(4) -0.2681(3) 0.3646(2) 0.0974(11) Uani 1 1 d . . . . . H18 H 0.759471 -0.279488 0.416817 0.146 Uiso 1 1 calc R U . . . H19 H 0.907859 -0.352905 0.361144 0.146 Uiso 1 1 calc R U . . . H20 H 0.772868 -0.249511 0.318264 0.146 Uiso 1 1 calc R U . . . C31 C 1.0687(3) -0.1306(2) 0.31003(13) 0.0506(5) Uani 1 1 d . . . . . C32 C 1.1629(4) -0.2149(3) 0.25506(15) 0.0693(7) Uani 1 1 d . . . . . H23 H 1.130938 -0.299243 0.248952 0.083 Uiso 1 1 calc R U . . . C33 C 0.7324(2) -0.0141(2) 0.46154(13) 0.0509(5) Uani 1 1 d . . . . . H24 H 0.656332 -0.077830 0.477007 0.061 Uiso 1 1 calc R U . . . C34 C 0.7113(2) 0.1069(2) 0.49543(13) 0.0487(5) Uani 1 1 d . . . . . H25 H 0.619434 0.124249 0.534961 0.058 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 O1 0.0826(13) 0.0993(16) 0.1262(17) -0.0698(13) 0.0513(12) -0.0492(12) N1 0.0422(10) 0.0568(12) 0.0638(11) -0.0343(9) 0.0049(8) -0.0098(8) N2 0.0664(12) 0.0464(11) 0.0593(11) -0.0181(9) -0.0096(9) -0.0155(9) C1 0.096(2) 0.0694(19) 0.0585(15) -0.0240(13) 0.0024(15) 0.0223(16) C2 0.0741(18) 0.089(2) 0.0634(16) -0.0236(14) 0.0163(13) 0.0069(15) C3 0.0534(13) 0.0690(16) 0.0587(14) -0.0163(12) 0.0089(11) -0.0044(11) C4 0.0480(11) 0.0433(12) 0.0394(11) -0.0116(8) -0.0038(9) -0.0002(9) C5 0.0389(10) 0.0410(11) 0.0364(10) -0.0105(8) -0.0060(8) -0.0043(8) C6 0.0359(10) 0.0448(11) 0.0414(10) -0.0122(8) -0.0012(8) -0.0107(8) C7 0.0358(10) 0.0491(12) 0.0370(10) -0.0121(8) -0.0049(8) -0.0057(8) C8 0.0450(11) 0.0533(13) 0.0450(11) -0.0147(9) -0.0045(9) -0.0084(9) C9 0.0392(11) 0.0652(15) 0.0532(12) -0.0276(10) 0.0022(9) -0.0083(10) C10 0.0484(12) 0.0649(15) 0.0560(13) -0.0263(11) 0.0045(10) -0.0155(11) C11 0.0385(10) 0.0542(13) 0.0451(11) -0.0220(9) -0.0032(8) -0.0061(9) C12 0.0451(11) 0.0455(12) 0.0590(13) -0.0255(10) -0.0047(9) -0.0050(9) C13 0.0473(12) 0.0507(13) 0.0553(13) -0.0213(10) 0.0045(9) -0.0095(10) C14 0.0418(11) 0.0501(13) 0.0477(11) -0.0232(9) -0.0053(9) -0.0029(9) C15 0.0387(10) 0.0388(11) 0.0542(12) -0.0146(9) -0.0070(9) 0.0021(8) C16 0.0510(13) 0.0608(15) 0.0608(14) -0.0222(11) -0.0038(11) -0.0040(10) C17 0.0624(16) 0.0744(19) 0.0851(19) -0.0225(14) 0.0144(14) -0.0157(13) C18 0.0445(13) 0.0698(18) 0.118(2) -0.0302(16) -0.0007(15) -0.0069(12) C19 0.0619(15) 0.088(2) 0.0841(18) -0.0509(15) 0.0030(14) -0.0241(15) C20 0.0561(14) 0.098(2) 0.0764(17) -0.0383(15) -0.0152(13) -0.0165(14) C21 0.0458(12) 0.0628(15) 0.0733(16) -0.0225(12) -0.0157(11) 0.0002(10) C22 0.0389(10) 0.0532(13) 0.0445(11) -0.0221(9) -0.0004(8) -0.0063(9) C23 0.0588(13) 0.0533(14) 0.0636(14) -0.0207(11) -0.0138(11) 0.0018(11) C24 0.0726(17) 0.0549(16) 0.098(2) -0.0377(14) -0.0054(15) 0.0024(12) C25 0.0576(13) 0.0523(14) 0.0636(14) -0.0181(11) -0.0176(11) -0.0009(10) C26 0.0549(14) 0.0554(15) 0.107(2) -0.0273(14) -0.0362(15) 0.0022(11) C27 0.0545(12) 0.0501(13) 0.0475(12) -0.0131(9) -0.0008(10) -0.0133(10) C28 0.0529(12) 0.0437(12) 0.0531(12) -0.0175(9) -0.0013(10) -0.0044(9) C29 0.0483(11) 0.0439(12) 0.0443(11) -0.0091(9) -0.0126(9) -0.0103(9) C30 0.119(3) 0.071(2) 0.117(3) -0.0382(18) 0.000(2) -0.0510(18) C31 0.0657(14) 0.0435(12) 0.0436(11) -0.0111(9) -0.0113(10) -0.0019(10) C32 0.101(2) 0.0494(15) 0.0578(15) -0.0207(11) -0.0146(15) 0.0069(13) C33 0.0410(11) 0.0563(14) 0.0597(13) -0.0115(10) -0.0060(10) -0.0194(10) C34 0.0339(10) 0.0647(14) 0.0483(12) -0.0137(10) -0.0016(8) -0.0092(9) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 '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 C14 N1 C15 122.51(17) . . ? C14 N1 C22 117.81(16) . . ? C15 N1 C22 119.63(16) . . ? C31 N2 C29 108.39(17) . . ? C31 N2 C30 125.3(2) . . ? C29 N2 C30 126.2(2) . . ? C32 C1 C2 121.2(2) . . ? C32 C1 H1 119.4 . . ? C2 C1 H1 119.4 . . ? C1 C2 C3 121.5(3) . . ? C1 C2 H21 119.3 . . ? C3 C2 H21 119.3 . . ? C4 C3 C2 118.3(3) . . ? C4 C3 H22 120.8 . . ? C2 C3 H22 120.8 . . ? C3 C4 C31 119.4(2) . . ? C3 C4 C5 134.1(2) . . ? C31 C4 C5 106.40(18) . . ? C6 C5 C29 119.43(17) . . ? C6 C5 C4 134.66(18) . . ? C29 C5 C4 105.90(17) . . ? C5 C6 C7 120.74(17) . . ? C5 C6 H17 119.6 . . ? C7 C6 H17 119.6 . . ? C6 C7 C34 118.34(18) . . ? C6 C7 C8 119.38(18) . . ? C34 C7 C8 122.26(18) . . ? C9 C8 C7 128.8(2) . . ? C9 C8 H16 115.6 . . ? C7 C8 H16 115.6 . . ? C8 C9 C10 122.3(2) . . ? C8 C9 H15 118.9 . . ? C10 C9 H15 118.9 . . ? O1 C10 C9 121.6(2) . . ? O1 C10 C11 118.5(2) . . ? C9 C10 C11 119.87(18) . . ? C27 C11 C12 117.77(18) . . ? C27 C11 C10 118.84(19) . . ? C12 C11 C10 123.33(19) . . ? C13 C12 C11 120.8(2) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 120.8(2) . . ? C12 C13 H11 119.6 . . ? C14 C13 H11 119.6 . . ? C28 C14 C13 118.42(18) . . ? C28 C14 N1 120.28(19) . . ? C13 C14 N1 121.28(19) . . ? C25 C15 C16 118.1(2) . . ? C25 C15 N1 121.43(19) . . ? C16 C15 N1 120.46(19) . . ? C17 C16 C15 120.8(2) . . ? C17 C16 H8 119.6 . . ? C15 C16 H8 119.6 . . ? C18 C17 C16 121.1(3) . . ? C18 C17 H9 119.5 . . ? C16 C17 H9 119.5 . . ? C17 C18 C26 119.2(2) . . ? C17 C18 H2 120.4 . . ? C26 C18 H2 120.4 . . ? C20 C19 C24 118.9(2) . . ? C20 C19 H3 120.6 . . ? C24 C19 H3 120.6 . . ? C19 C20 C21 120.7(2) . . ? C19 C20 H4 119.7 . . ? C21 C20 H4 119.6 . . ? C22 C21 C20 120.5(2) . . ? C22 C21 H26 119.8 . . ? C20 C21 H26 119.8 . . ? C21 C22 C23 119.4(2) . . ? C21 C22 N1 120.38(19) . . ? C23 C22 N1 120.21(19) . . ? C22 C23 C24 119.2(2) . . ? C22 C23 H5 120.4 . . ? C24 C23 H5 120.4 . . ? C19 C24 C23 121.3(2) . . ? C19 C24 H6 119.4 . . ? C23 C24 H6 119.4 . . ? C15 C25 C26 120.5(2) . . ? C15 C25 H7 119.8 . . ? C26 C25 H7 119.8 . . ? C18 C26 C25 120.3(2) . . ? C18 C26 H10 119.9 . . ? C25 C26 H10 119.9 . . ? C28 C27 C11 121.9(2) . . ? C28 C27 H13 119.1 . . ? C11 C27 H13 119.1 . . ? C27 C28 C14 120.3(2) . . ? C27 C28 H14 119.8 . . ? C14 C28 H14 119.8 . . ? N2 C29 C33 129.15(19) . . ? N2 C29 C5 109.75(18) . . ? C33 C29 C5 121.09(19) . . ? N2 C30 H18 109.5 . . ? N2 C30 H19 109.5 . . ? H18 C30 H19 109.5 . . ? N2 C30 H20 109.5 . . ? H18 C30 H20 109.5 . . ? H19 C30 H20 109.5 . . ? N2 C31 C32 128.8(2) . . ? N2 C31 C4 109.55(19) . . ? C32 C31 C4 121.6(2) . . ? C1 C32 C31 117.9(3) . . ? C1 C32 H23 121.0 . . ? C31 C32 H23 121.0 . . ? C34 C33 C29 117.79(18) . . ? C34 C33 H24 121.1 . . ? C29 C33 H24 121.1 . . ? C33 C34 C7 122.56(19) . . ? C33 C34 H25 118.7 . . ? C7 C34 H25 118.7 . . ? 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 O1 C10 1.230(3) . ? N1 C14 1.407(2) . ? N1 C15 1.411(3) . ? N1 C22 1.435(3) . ? N2 C31 1.375(3) . ? N2 C29 1.377(3) . ? N2 C30 1.439(3) . ? C1 C32 1.367(4) . ? C1 C2 1.383(4) . ? C1 H1 0.9300 . ? C2 C3 1.387(3) . ? C2 H21 0.9300 . ? C3 C4 1.385(3) . ? C3 H22 0.9300 . ? C4 C31 1.406(3) . ? C4 C5 1.449(3) . ? C5 C6 1.377(3) . ? C5 C29 1.407(3) . ? C6 C7 1.389(3) . ? C6 H17 0.9300 . ? C7 C34 1.410(3) . ? C7 C8 1.454(3) . ? C8 C9 1.326(3) . ? C8 H16 0.9300 . ? C9 C10 1.456(3) . ? C9 H15 0.9300 . ? C10 C11 1.494(3) . ? C11 C27 1.388(3) . ? C11 C12 1.395(3) . ? C12 C13 1.378(3) . ? C12 H12 0.9300 . ? C13 C14 1.395(3) . ? C13 H11 0.9300 . ? C14 C28 1.391(3) . ? C15 C25 1.382(3) . ? C15 C16 1.384(3) . ? C16 C17 1.378(3) . ? C16 H8 0.9300 . ? C17 C18 1.357(4) . ? C17 H9 0.9300 . ? C18 C26 1.376(4) . ? C18 H2 0.9300 . ? C19 C20 1.366(4) . ? C19 C24 1.367(4) . ? C19 H3 0.9300 . ? C20 C21 1.373(3) . ? C20 H4 0.9300 . ? C21 C22 1.371(3) . ? C21 H26 0.9300 . ? C22 C23 1.378(3) . ? C23 C24 1.382(3) . ? C23 H5 0.9300 . ? C24 H6 0.9300 . ? C25 C26 1.392(3) . ? C25 H7 0.9300 . ? C26 H10 0.9300 . ? C27 C28 1.372(3) . ? C27 H13 0.9300 . ? C28 H14 0.9300 . ? C29 C33 1.399(3) . ? C30 H18 0.9600 . ? C30 H19 0.9600 . ? C30 H20 0.9600 . ? C31 C32 1.389(3) . ? C32 H23 0.9300 . ? C33 C34 1.368(3) . ? C33 H24 0.9300 . ? C34 H25 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 C32 C1 C2 C3 -0.9(4) . . . . ? C1 C2 C3 C4 0.5(4) . . . . ? C2 C3 C4 C31 0.1(3) . . . . ? C2 C3 C4 C5 -178.6(2) . . . . ? C3 C4 C5 C6 -2.1(4) . . . . ? C31 C4 C5 C6 179.1(2) . . . . ? C3 C4 C5 C29 179.2(2) . . . . ? C31 C4 C5 C29 0.4(2) . . . . ? C29 C5 C6 C7 -1.7(3) . . . . ? C4 C5 C6 C7 179.82(19) . . . . ? C5 C6 C7 C34 2.6(3) . . . . ? C5 C6 C7 C8 -179.13(17) . . . . ? C6 C7 C8 C9 176.9(2) . . . . ? C34 C7 C8 C9 -4.9(3) . . . . ? C7 C8 C9 C10 179.2(2) . . . . ? C8 C9 C10 O1 3.5(4) . . . . ? C8 C9 C10 C11 -176.1(2) . . . . ? O1 C10 C11 C27 19.1(3) . . . . ? C9 C10 C11 C27 -161.3(2) . . . . ? O1 C10 C11 C12 -158.1(2) . . . . ? C9 C10 C11 C12 21.5(3) . . . . ? C27 C11 C12 C13 -0.8(3) . . . . ? C10 C11 C12 C13 176.39(19) . . . . ? C11 C12 C13 C14 1.0(3) . . . . ? C12 C13 C14 C28 -0.6(3) . . . . ? C12 C13 C14 N1 -179.20(18) . . . . ? C15 N1 C14 C28 144.9(2) . . . . ? C22 N1 C14 C28 -32.5(3) . . . . ? C15 N1 C14 C13 -36.5(3) . . . . ? C22 N1 C14 C13 146.1(2) . . . . ? C14 N1 C15 C25 -33.0(3) . . . . ? C22 N1 C15 C25 144.3(2) . . . . ? C14 N1 C15 C16 147.8(2) . . . . ? C22 N1 C15 C16 -34.9(3) . . . . ? C25 C15 C16 C17 0.9(3) . . . . ? N1 C15 C16 C17 -179.9(2) . . . . ? C15 C16 C17 C18 0.1(4) . . . . ? C16 C17 C18 C26 -1.1(4) . . . . ? C24 C19 C20 C21 0.6(4) . . . . ? C19 C20 C21 C22 0.3(4) . . . . ? C20 C21 C22 C23 -1.3(3) . . . . ? C20 C21 C22 N1 178.7(2) . . . . ? C14 N1 C22 C21 -61.8(3) . . . . ? C15 N1 C22 C21 120.7(2) . . . . ? C14 N1 C22 C23 118.2(2) . . . . ? C15 N1 C22 C23 -59.3(3) . . . . ? C21 C22 C23 C24 1.3(3) . . . . ? N1 C22 C23 C24 -178.6(2) . . . . ? C20 C19 C24 C23 -0.5(4) . . . . ? C22 C23 C24 C19 -0.4(4) . . . . ? C16 C15 C25 C26 -0.9(3) . . . . ? N1 C15 C25 C26 179.88(19) . . . . ? C17 C18 C26 C25 1.1(4) . . . . ? C15 C25 C26 C18 -0.1(4) . . . . ? C12 C11 C27 C28 0.3(3) . . . . ? C10 C11 C27 C28 -177.07(19) . . . . ? C11 C27 C28 C14 0.1(3) . . . . ? C13 C14 C28 C27 0.0(3) . . . . ? N1 C14 C28 C27 178.67(19) . . . . ? C31 N2 C29 C33 -179.4(2) . . . . ? C30 N2 C29 C33 4.4(4) . . . . ? C31 N2 C29 C5 -0.5(2) . . . . ? C30 N2 C29 C5 -176.7(2) . . . . ? C6 C5 C29 N2 -178.85(17) . . . . ? C4 C5 C29 N2 0.1(2) . . . . ? C6 C5 C29 C33 0.1(3) . . . . ? C4 C5 C29 C33 179.05(18) . . . . ? C29 N2 C31 C32 -178.5(2) . . . . ? C30 N2 C31 C32 -2.3(4) . . . . ? C29 N2 C31 C4 0.8(2) . . . . ? C30 N2 C31 C4 177.0(2) . . . . ? C3 C4 C31 N2 -179.73(19) . . . . ? C5 C4 C31 N2 -0.7(2) . . . . ? C3 C4 C31 C32 -0.4(3) . . . . ? C5 C4 C31 C32 178.65(19) . . . . ? C2 C1 C32 C31 0.6(4) . . . . ? N2 C31 C32 C1 179.3(2) . . . . ? C4 C31 C32 C1 0.0(4) . . . . ? N2 C29 C33 C34 179.14(19) . . . . ? C5 C29 C33 C34 0.4(3) . . . . ? C29 C33 C34 C7 0.6(3) . . . . ? C6 C7 C34 C33 -2.1(3) . . . . ? C8 C7 C34 C33 179.67(19) . . . . ?