#------------------------------------------------------------------------------ #$Date: 2019-10-05 03:38:12 +0300 (Sat, 05 Oct 2019) $ #$Revision: 219102 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/43/7234395.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_7234395 loop_ _publ_author_name 'Hu, Wangqin' 'Yang, Wen' 'Gong, Tingfeng' 'Zhou, Weiqun' 'Zhang, Yuhan' _publ_section_title ; Multi-Stimuli Responsive Properties Switch by intra- and inter- Molecular Charge Transfer Constructed from Triphenylamine Derivative ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C9CE01217F _journal_year 2019 _chemical_formula_moiety 'C32 H24 N4' _chemical_formula_sum 'C32 H24 N4' _chemical_formula_weight 464.55 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens mixed _audit_creation_date 2019-04-08 _audit_creation_method ; Olex2 1.2-alpha (compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532) ; _audit_update_record ; 2019-04-08 deposited with the CCDC. 2019-10-02 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 101.738(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.4552(12) _cell_length_b 14.2434(14) _cell_length_c 13.5827(13) _cell_measurement_reflns_used 9968 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 27.51 _cell_measurement_theta_min 2.48 _cell_volume 2359.2(4) _computing_cell_refinement 'SAINT v8.37A (Bruker, 2015)' _computing_data_reduction 'SAINT v8.37A (Bruker, 2015)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_temperature 296.15 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0526 _diffrn_reflns_av_unetI/netI 0.0293 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 54242 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.574 _diffrn_reflns_theta_min 2.199 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6782 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1379 before and 0.0685 after correction. The Ratio of minimum to maximum transmission is 0.9096. The \l/2 correction factor is Not present.' _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.308 _exptl_crystal_description block _exptl_crystal_F_000 976 _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.6 _refine_diff_density_max 0.833 _refine_diff_density_min -0.455 _refine_diff_density_rms 0.101 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 329 _refine_ls_number_reflns 5452 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.086 _refine_ls_R_factor_all 0.0789 _refine_ls_R_factor_gt 0.0587 _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^)+(0.0857P)^2^+1.2886P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1560 _refine_ls_wR_factor_ref 0.1731 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4289 _reflns_number_total 5452 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; b190401a_0m.res created by SHELXL-2014/7 TITL B190401A_0m in P21/c #14 REM reset to P21/c #14 CELL 0.71073 12.4552 14.2434 13.5827 90 101.7383 90 ZERR 4 0.0012 0.0014 0.0013 0 0.0031 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N UNIT 128 96 16 L.S. 20 PLAN 20 SIZE 0.6 0.6 0.6 TEMP 23 fmap 2 acta REM REM REM WGHT 0.085700 1.288600 FVAR 0.32671 N1 3 0.836591 0.217910 0.846328 11.00000 0.03144 0.02930 = 0.02216 -0.00084 0.00814 -0.00447 N2 3 0.805721 0.157326 0.689997 11.00000 0.02621 0.02179 = 0.02029 -0.00040 0.00617 -0.00222 N3 3 0.888247 0.213778 0.560924 11.00000 0.04207 0.03299 = 0.02061 -0.00400 0.01020 -0.01203 N4 3 0.672073 -0.152664 0.334158 11.00000 0.06629 0.04787 = 0.04955 -0.02778 0.03179 -0.03087 C1 1 0.909361 0.303292 0.714713 11.00000 0.02512 0.02577 = 0.02303 0.00006 0.00485 -0.00310 C2 1 0.946761 0.383327 0.770927 11.00000 0.03926 0.03353 = 0.02624 -0.00459 0.00852 -0.00920 AFIX 43 H2 2 0.933649 0.390148 0.835551 11.00000 -1.20000 AFIX 0 C3 1 1.003016 0.452220 0.730987 11.00000 0.04671 0.03368 = 0.03624 -0.00454 0.00592 -0.01647 AFIX 43 H3A 2 1.027005 0.505814 0.768108 11.00000 -1.20000 AFIX 0 C4 1 1.023601 0.440966 0.634832 11.00000 0.04189 0.03898 = 0.03588 0.00323 0.00926 -0.01807 AFIX 43 H4 2 1.063398 0.486494 0.608608 11.00000 -1.20000 AFIX 0 C5 1 0.985746 0.363156 0.577895 11.00000 0.04153 0.04014 = 0.02732 0.00215 0.01232 -0.01118 AFIX 43 H5 2 0.999478 0.356851 0.513432 11.00000 -1.20000 AFIX 0 C6 1 0.926884 0.293816 0.616679 11.00000 0.02748 0.02810 = 0.02329 0.00044 0.00503 -0.00384 C7 1 0.788977 0.171455 0.579944 11.00000 0.03668 0.03284 = 0.02625 -0.00081 0.00628 -0.00279 AFIX 13 H7 2 0.728565 0.215993 0.559586 11.00000 -1.20000 AFIX 0 C8 1 0.852345 0.227840 0.754306 11.00000 0.02256 0.02382 = 0.02130 -0.00076 0.00398 -0.00036 C9 1 0.771439 0.138460 0.842620 11.00000 0.02754 0.02457 = 0.02536 0.00241 0.00813 0.00081 C10 1 0.727145 0.097729 0.918655 11.00000 0.04136 0.03440 = 0.02856 0.00140 0.01579 -0.00194 AFIX 43 H10 2 0.742527 0.122011 0.983565 11.00000 -1.20000 AFIX 0 C11 1 0.660203 0.020845 0.895511 11.00000 0.04428 0.03290 = 0.04128 0.00735 0.02187 -0.00322 AFIX 43 H11 2 0.628775 -0.006415 0.945098 11.00000 -1.20000 AFIX 0 C12 1 0.638734 -0.016809 0.799146 11.00000 0.04083 0.02669 = 0.04645 0.00250 0.01453 -0.00803 AFIX 43 H12 2 0.592830 -0.068736 0.785650 11.00000 -1.20000 AFIX 0 C13 1 0.683727 0.020756 0.722569 11.00000 0.03761 0.02558 = 0.03335 -0.00211 0.00959 -0.00419 AFIX 43 H13 2 0.670599 -0.005780 0.658681 11.00000 -1.20000 AFIX 0 C14 1 0.749359 0.099870 0.745502 11.00000 0.02530 0.02201 = 0.02503 0.00261 0.00728 0.00239 C15 1 0.761853 0.082355 0.519118 11.00000 0.05161 0.02703 = 0.02188 -0.00293 0.01291 -0.00758 C16 1 0.653546 0.064916 0.477524 11.00000 0.04383 0.03388 = 0.03747 -0.00268 0.00910 0.00456 AFIX 43 H16 2 0.599812 0.106274 0.489401 11.00000 -1.20000 AFIX 0 C17 1 0.623789 -0.013221 0.418410 11.00000 0.03673 0.04467 = 0.03586 -0.00691 0.00196 -0.00164 AFIX 43 H17 2 0.550050 -0.024833 0.392130 11.00000 -1.20000 AFIX 0 C18 1 0.702439 -0.074550 0.397760 11.00000 0.04302 0.03055 = 0.03102 -0.00810 0.01103 -0.00834 C19 1 0.812139 -0.058332 0.439463 11.00000 0.03792 0.03099 = 0.03773 -0.00215 0.01373 -0.00129 AFIX 43 H19 2 0.865727 -0.099387 0.426661 11.00000 -1.20000 AFIX 0 C20 1 0.841407 0.019817 0.500590 11.00000 0.03601 0.03924 = 0.02679 0.00047 0.00556 -0.01142 AFIX 43 H20 2 0.914776 0.030366 0.529329 11.00000 -1.20000 AFIX 0 C21 1 0.727846 -0.171017 0.255079 11.00000 0.04623 0.03678 = 0.03294 -0.01037 0.01334 -0.01233 C22 1 0.755491 -0.100071 0.195811 11.00000 0.07186 0.03820 = 0.04824 -0.00321 0.01877 -0.01267 AFIX 43 H22 2 0.739398 -0.037948 0.208154 11.00000 -1.20000 AFIX 0 C23 1 0.807876 -0.122167 0.117040 11.00000 0.07195 0.07241 = 0.04583 0.00385 0.02252 -0.02493 AFIX 43 H23 2 0.826960 -0.074593 0.076946 11.00000 -1.20000 AFIX 0 C24 1 0.831352 -0.214470 0.098623 11.00000 0.05240 0.08122 = 0.05704 -0.02929 0.02560 -0.01936 AFIX 43 H24 2 0.865891 -0.229160 0.045998 11.00000 -1.20000 AFIX 0 C25 1 0.803993 -0.283358 0.157281 11.00000 0.04036 0.05692 = 0.06428 -0.02052 0.01594 -0.00120 AFIX 43 H25 2 0.818891 -0.345540 0.144019 11.00000 -1.20000 AFIX 0 C26 1 0.754528 -0.262822 0.236151 11.00000 0.04557 0.03924 = 0.04586 -0.00432 0.00855 -0.00446 AFIX 43 H26 2 0.738751 -0.310921 0.277291 11.00000 -1.20000 AFIX 0 C27 1 0.580437 -0.209075 0.342912 11.00000 0.03732 0.02976 = 0.03665 -0.00839 0.00995 -0.00685 C28 1 0.568512 -0.241663 0.435816 11.00000 0.03930 0.04946 = 0.03378 -0.00648 0.00677 -0.00619 AFIX 43 H28 2 0.617515 -0.222871 0.493580 11.00000 -1.20000 AFIX 0 C29 1 0.483726 -0.302222 0.442943 11.00000 0.05343 0.04738 = 0.04912 -0.00164 0.02289 -0.00578 AFIX 43 H29 2 0.476287 -0.324125 0.505711 11.00000 -1.20000 AFIX 0 C30 1 0.410425 -0.330425 0.358639 11.00000 0.03817 0.04162 = 0.06978 -0.01842 0.02297 -0.00785 AFIX 43 H30 2 0.354464 -0.372169 0.363933 11.00000 -1.20000 AFIX 0 C31 1 0.420402 -0.296609 0.266807 11.00000 0.02847 0.04094 = 0.05610 -0.02075 -0.00263 0.00592 AFIX 43 H31 2 0.370020 -0.314586 0.209589 11.00000 -1.20000 AFIX 0 C32 1 0.504645 -0.235913 0.258021 11.00000 0.04683 0.03415 = 0.03370 -0.00427 0.00135 0.00421 AFIX 43 H32 2 0.510466 -0.213092 0.195169 11.00000 -1.20000 AFIX 0 H3 2 0.879696 0.225610 0.492034 11.00000 0.03938 HKLF 4 REM B190401A_0m in P21/c #14 REM R1 = 0.0587 for 4289 Fo > 4sig(Fo) and 0.0789 for all 5452 data REM 329 parameters refined using 0 restraints END WGHT 0.0857 1.2886 REM Highest difference peak 0.833, deepest hole -0.455, 1-sigma level 0.101 Q1 1 0.8655 0.1375 0.6029 11.00000 0.05 0.83 Q2 1 0.7904 -0.1651 0.0841 11.00000 0.05 0.35 Q3 1 0.7561 -0.0812 0.1196 11.00000 0.05 0.31 Q4 1 0.7924 -0.2295 0.1364 11.00000 0.05 0.29 Q5 1 0.5619 -0.3073 0.5983 11.00000 0.05 0.28 Q6 1 0.8392 0.2979 0.8694 11.00000 0.05 0.28 Q7 1 0.5492 -0.2476 0.0970 11.00000 0.05 0.28 Q8 1 0.8711 0.2472 0.9014 11.00000 0.05 0.27 Q9 1 0.6661 -0.1809 0.6022 11.00000 0.05 0.27 Q10 1 0.5367 -0.3298 0.5435 11.00000 0.05 0.26 Q11 1 0.9192 0.3277 0.8587 11.00000 0.05 0.26 Q12 1 0.8191 0.0574 0.5412 11.00000 0.05 0.26 Q13 1 0.5289 -0.3567 0.5364 11.00000 0.05 0.26 Q14 1 0.7510 0.1217 0.8776 11.00000 0.05 0.25 Q15 1 0.6592 -0.1424 0.1003 11.00000 0.05 0.25 Q16 1 0.4982 -0.2626 0.5789 11.00000 0.05 0.25 Q17 1 0.6568 0.0336 0.4259 11.00000 0.05 0.25 Q18 1 0.5571 -0.1948 0.1519 11.00000 0.05 0.24 Q19 1 0.4992 -0.2011 0.5480 11.00000 0.05 0.24 Q20 1 0.9598 -0.2674 0.0809 11.00000 0.05 0.24 REM The information below was added by Olex2. REM REM R1 = 0.0587 for 4289 Fo > 4sig(Fo) and 0.0789 for all 55520 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.83, deepest hole -0.46 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0789 REM R1_gt = 0.0587 REM wR_ref = 0.1731 REM GOOF = 1.086 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 55520 REM Reflections_gt = 4289 REM Parameters = n/a REM Hole = -0.46 REM Peak = 0.83 REM Flack = n/a ; _cod_data_source_file c9ce01217f2.cif _cod_data_source_block b190401a_0m _cod_database_code 7234395 _shelx_shelxl_version_number 2014/7 _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 0.955 _shelx_estimated_absorpt_t_min 0.955 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.a Ternary CH refined with riding coordinates: C7(H7) 2.b Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3A), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13), C16(H16), C17(H17), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -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 N1 N 0.83659(12) 0.21791(10) 0.84633(11) 0.0273(3) Uani 1 1 d . N2 N 0.80572(11) 0.15733(9) 0.69000(10) 0.0226(3) Uani 1 1 d . N3 N 0.88825(13) 0.21378(11) 0.56092(11) 0.0313(4) Uani 1 1 d . N4 N 0.67207(18) -0.15266(14) 0.33416(15) 0.0517(5) Uani 1 1 d . C1 C 0.90936(14) 0.30329(12) 0.71471(12) 0.0246(4) Uani 1 1 d . C2 C 0.94676(16) 0.38333(13) 0.77093(14) 0.0328(4) Uani 1 1 d . H2 H 0.9336 0.3901 0.8356 0.039 Uiso 1 1 calc R C3 C 1.00302(18) 0.45222(15) 0.73099(15) 0.0392(5) Uani 1 1 d . H3A H 1.0270 0.5058 0.7681 0.047 Uiso 1 1 calc R C4 C 1.02360(17) 0.44097(15) 0.63483(15) 0.0387(5) Uani 1 1 d . H4 H 1.0634 0.4865 0.6086 0.046 Uiso 1 1 calc R C5 C 0.98575(17) 0.36316(14) 0.57790(14) 0.0356(4) Uani 1 1 d . H5 H 0.9995 0.3569 0.5134 0.043 Uiso 1 1 calc R C6 C 0.92688(14) 0.29382(12) 0.61668(13) 0.0263(4) Uani 1 1 d . C7 C 0.78898(16) 0.17146(14) 0.57994(13) 0.0319(4) Uani 1 1 d . H7 H 0.7286 0.2160 0.5596 0.038 Uiso 1 1 calc R C8 C 0.85235(13) 0.22784(11) 0.75431(12) 0.0226(3) Uani 1 1 d . C9 C 0.77144(14) 0.13846(12) 0.84262(13) 0.0254(4) Uani 1 1 d . C10 C 0.72715(17) 0.09773(14) 0.91866(14) 0.0335(4) Uani 1 1 d . H10 H 0.7425 0.1220 0.9836 0.040 Uiso 1 1 calc R C11 C 0.66020(17) 0.02085(14) 0.89551(16) 0.0376(5) Uani 1 1 d . H11 H 0.6288 -0.0064 0.9451 0.045 Uiso 1 1 calc R C12 C 0.63873(17) -0.01681(14) 0.79915(16) 0.0372(5) Uani 1 1 d . H12 H 0.5928 -0.0687 0.7857 0.045 Uiso 1 1 calc R C13 C 0.68373(16) 0.02076(13) 0.72257(14) 0.0318(4) Uani 1 1 d . H13 H 0.6706 -0.0058 0.6587 0.038 Uiso 1 1 calc R C14 C 0.74936(13) 0.09987(12) 0.74550(12) 0.0238(3) Uani 1 1 d . C15 C 0.76185(17) 0.08235(13) 0.51912(13) 0.0327(4) Uani 1 1 d . C16 C 0.65355(18) 0.06492(14) 0.47752(15) 0.0383(5) Uani 1 1 d . H16 H 0.5998 0.1063 0.4894 0.046 Uiso 1 1 calc R C17 C 0.62379(18) -0.01322(15) 0.41841(15) 0.0399(5) Uani 1 1 d . H17 H 0.5500 -0.0248 0.3921 0.048 Uiso 1 1 calc R C18 C 0.70244(17) -0.07455(13) 0.39776(14) 0.0344(4) Uani 1 1 d . C19 C 0.81214(17) -0.05833(14) 0.43946(15) 0.0347(4) Uani 1 1 d . H19 H 0.8657 -0.0994 0.4267 0.042 Uiso 1 1 calc R C20 C 0.84141(17) 0.01982(14) 0.50059(14) 0.0341(4) Uani 1 1 d . H20 H 0.9148 0.0304 0.5293 0.041 Uiso 1 1 calc R C21 C 0.72785(18) -0.17102(15) 0.25508(15) 0.0379(5) Uani 1 1 d . C22 C 0.7555(2) -0.10007(17) 0.19581(18) 0.0518(6) Uani 1 1 d . H22 H 0.7394 -0.0379 0.2082 0.062 Uiso 1 1 calc R C23 C 0.8079(2) -0.1222(2) 0.11704(19) 0.0619(7) Uani 1 1 d . H23 H 0.8270 -0.0746 0.0769 0.074 Uiso 1 1 calc R C24 C 0.8314(2) -0.2145(2) 0.0986(2) 0.0615(7) Uani 1 1 d . H24 H 0.8659 -0.2292 0.0460 0.074 Uiso 1 1 calc R C25 C 0.80399(19) -0.28336(19) 0.1573(2) 0.0531(6) Uani 1 1 d . H25 H 0.8189 -0.3455 0.1440 0.064 Uiso 1 1 calc R C26 C 0.75453(18) -0.26282(16) 0.23615(17) 0.0437(5) Uani 1 1 d . H26 H 0.7388 -0.3109 0.2773 0.052 Uiso 1 1 calc R C27 C 0.58044(16) -0.20908(13) 0.34291(15) 0.0342(4) Uani 1 1 d . C28 C 0.56851(17) -0.24166(16) 0.43582(16) 0.0409(5) Uani 1 1 d . H28 H 0.6175 -0.2229 0.4936 0.049 Uiso 1 1 calc R C29 C 0.4837(2) -0.30222(17) 0.44294(18) 0.0482(6) Uani 1 1 d . H29 H 0.4763 -0.3241 0.5057 0.058 Uiso 1 1 calc R C30 C 0.41042(18) -0.33042(16) 0.3586(2) 0.0482(6) Uani 1 1 d . H30 H 0.3545 -0.3722 0.3639 0.058 Uiso 1 1 calc R C31 C 0.42040(16) -0.29661(15) 0.26681(18) 0.0434(5) Uani 1 1 d . H31 H 0.3700 -0.3146 0.2096 0.052 Uiso 1 1 calc R C32 C 0.50464(18) -0.23591(14) 0.25802(16) 0.0392(5) Uani 1 1 d . H32 H 0.5105 -0.2131 0.1952 0.047 Uiso 1 1 calc R H3 H 0.8797(18) 0.2256(16) 0.4920(19) 0.039(6) Uiso 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 0.0314(8) 0.0293(8) 0.0222(7) -0.0008(6) 0.0081(6) -0.0045(6) N2 0.0262(7) 0.0218(7) 0.0203(7) -0.0004(5) 0.0062(5) -0.0022(5) N3 0.0421(9) 0.0330(8) 0.0206(7) -0.0040(6) 0.0102(6) -0.0120(7) N4 0.0663(13) 0.0479(11) 0.0496(11) -0.0278(9) 0.0318(10) -0.0309(10) C1 0.0251(8) 0.0258(8) 0.0230(8) 0.0001(6) 0.0049(6) -0.0031(7) C2 0.0393(10) 0.0335(10) 0.0262(9) -0.0046(7) 0.0085(7) -0.0092(8) C3 0.0467(11) 0.0337(10) 0.0362(10) -0.0045(8) 0.0059(9) -0.0165(9) C4 0.0419(11) 0.0390(11) 0.0359(10) 0.0032(8) 0.0093(8) -0.0181(9) C5 0.0415(11) 0.0401(10) 0.0273(9) 0.0021(8) 0.0123(8) -0.0112(9) C6 0.0275(8) 0.0281(9) 0.0233(8) 0.0004(7) 0.0050(6) -0.0038(7) C7 0.0367(10) 0.0328(9) 0.0262(9) -0.0008(7) 0.0063(7) -0.0028(8) C8 0.0226(7) 0.0238(8) 0.0213(8) -0.0008(6) 0.0040(6) -0.0004(6) C9 0.0275(8) 0.0246(8) 0.0254(8) 0.0024(6) 0.0081(7) 0.0008(7) C10 0.0414(10) 0.0344(10) 0.0286(9) 0.0014(7) 0.0158(8) -0.0019(8) C11 0.0443(11) 0.0329(10) 0.0413(11) 0.0074(8) 0.0219(9) -0.0032(8) C12 0.0408(11) 0.0267(9) 0.0464(11) 0.0025(8) 0.0145(9) -0.0080(8) C13 0.0376(10) 0.0256(9) 0.0333(9) -0.0021(7) 0.0096(8) -0.0042(8) C14 0.0253(8) 0.0220(8) 0.0250(8) 0.0026(6) 0.0073(6) 0.0024(6) C15 0.0516(11) 0.0270(9) 0.0219(8) -0.0029(7) 0.0129(8) -0.0076(8) C16 0.0438(11) 0.0339(10) 0.0375(10) -0.0027(8) 0.0091(9) 0.0046(9) C17 0.0367(10) 0.0447(12) 0.0359(10) -0.0069(9) 0.0020(8) -0.0016(9) C18 0.0430(11) 0.0305(9) 0.0310(9) -0.0081(7) 0.0110(8) -0.0083(8) C19 0.0379(10) 0.0310(9) 0.0377(10) -0.0022(8) 0.0137(8) -0.0013(8) C20 0.0360(10) 0.0392(10) 0.0268(9) 0.0005(8) 0.0056(7) -0.0114(8) C21 0.0462(11) 0.0368(10) 0.0329(10) -0.0104(8) 0.0133(8) -0.0123(9) C22 0.0719(16) 0.0382(12) 0.0482(13) -0.0032(10) 0.0188(12) -0.0127(11) C23 0.0719(17) 0.0724(18) 0.0458(13) 0.0039(12) 0.0225(12) -0.0249(15) C24 0.0524(14) 0.0812(19) 0.0570(15) -0.0293(14) 0.0256(12) -0.0194(14) C25 0.0404(12) 0.0569(14) 0.0643(15) -0.0205(12) 0.0159(11) -0.0012(11) C26 0.0456(12) 0.0392(11) 0.0459(12) -0.0043(9) 0.0085(10) -0.0045(9) C27 0.0373(10) 0.0298(9) 0.0367(10) -0.0084(8) 0.0099(8) -0.0068(8) C28 0.0393(11) 0.0495(12) 0.0338(10) -0.0065(9) 0.0068(8) -0.0062(9) C29 0.0534(13) 0.0474(13) 0.0491(13) -0.0016(10) 0.0229(11) -0.0058(10) C30 0.0382(11) 0.0416(12) 0.0698(16) -0.0184(11) 0.0230(11) -0.0078(9) C31 0.0285(10) 0.0409(11) 0.0561(13) -0.0208(10) -0.0026(9) 0.0059(8) C32 0.0468(11) 0.0341(10) 0.0337(10) -0.0043(8) 0.0014(9) 0.0042(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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C8 N1 C9 104.66(14) C8 N2 C7 119.68(14) C8 N2 C14 106.15(13) C14 N2 C7 129.97(14) C6 N3 C7 117.11(15) C18 N4 C21 119.83(17) C18 N4 C27 120.95(17) C21 N4 C27 119.03(16) C2 C1 C6 119.95(16) C2 C1 C8 122.38(15) C6 C1 C8 117.67(15) C3 C2 C1 120.31(17) C2 C3 C4 119.53(18) C5 C4 C3 120.81(17) C4 C5 C6 120.21(17) N3 C6 C1 119.40(15) C5 C6 N3 121.45(16) C5 C6 C1 119.12(16) N2 C7 C15 114.01(15) N3 C7 N2 106.70(14) N3 C7 C15 110.85(15) N1 C8 N2 113.55(14) N1 C8 C1 127.78(15) N2 C8 C1 118.65(14) N1 C9 C10 129.04(16) N1 C9 C14 110.78(14) C10 C9 C14 120.16(16) C11 C10 C9 118.43(18) C10 C11 C12 120.99(18) C13 C12 C11 121.91(18) C12 C13 C14 117.01(17) N2 C14 C9 104.73(14) C13 C14 N2 133.81(16) C13 C14 C9 121.47(16) C16 C15 C7 117.83(18) C16 C15 C20 119.00(17) C20 C15 C7 123.13(18) C15 C16 C17 120.69(19) C16 C17 C18 120.70(19) C17 C18 N4 120.60(19) C17 C18 C19 119.42(18) C19 C18 N4 119.98(19) C18 C19 C20 119.54(18) C19 C20 C15 120.63(18) C22 C21 N4 121.8(2) C22 C21 C26 119.0(2) C26 C21 N4 119.2(2) C21 C22 C23 119.5(2) C24 C23 C22 120.1(2) C25 C24 C23 119.8(2) C24 C25 C26 120.9(2) C25 C26 C21 120.6(2) C28 C27 N4 120.29(18) C28 C27 C32 119.05(19) C32 C27 N4 120.59(19) C27 C28 C29 120.0(2) C30 C29 C28 120.8(2) C31 C30 C29 119.4(2) C30 C31 C32 120.7(2) C31 C32 C27 120.0(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C8 1.312(2) N1 C9 1.387(2) N2 C7 1.480(2) N2 C8 1.379(2) N2 C14 1.395(2) N3 C6 1.399(2) N3 C7 1.445(2) N4 C18 1.412(2) N4 C21 1.417(3) N4 C27 1.420(3) C1 C2 1.398(2) C1 C6 1.399(2) C1 C8 1.450(2) C2 C3 1.379(3) C3 C4 1.390(3) C4 C5 1.379(3) C5 C6 1.396(3) C7 C15 1.515(3) C9 C10 1.393(2) C9 C14 1.404(2) C10 C11 1.374(3) C11 C12 1.389(3) C12 C13 1.385(3) C13 C14 1.390(2) C15 C16 1.375(3) C15 C20 1.393(3) C16 C17 1.378(3) C17 C18 1.383(3) C18 C19 1.388(3) C19 C20 1.392(3) C21 C22 1.379(3) C21 C26 1.386(3) C22 C23 1.398(4) C23 C24 1.381(4) C24 C25 1.351(4) C25 C26 1.372(3) C27 C28 1.381(3) C27 C32 1.387(3) C28 C29 1.382(3) C29 C30 1.371(3) C30 C31 1.366(4) C31 C32 1.383(3)