#------------------------------------------------------------------------------ #$Date: 2026-06-04 10:23:32 +0100 (Thu, 04 Jun 2026) $ #$Revision: 306202 $ #$URL: svn://www.crystallography.net/cod/cif/1/57/73/1577357.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_1577357 loop_ _publ_author_name 'Zhang, Qilong' 'Zhou, Xu' 'Shan, Xiaofeng' 'He, Fa' 'Bao, Yuwei' 'Xu, Hong' 'Zhu, Chun' 'Zhu, Bixue' _publ_section_title ; Switching between photochromism and photoluminescence in Schiff base derivatives by molecular design of end groups. ; _journal_issue 18 _journal_name_full 'Chemical science' _journal_page_first 9193 _journal_page_last 9203 _journal_paper_doi 10.1039/d6sc00735j _journal_volume 17 _journal_year 2026 _chemical_formula_moiety 'C34 H27 N O' _chemical_formula_sum 'C34 H27 N O' _chemical_formula_weight 465.56 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2024-11-03 _audit_creation_method ; Olex2 1.2-beta (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2025-09-10 deposited with the CCDC. 2026-03-16 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 92.857(7) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.657(2) _cell_length_b 14.315(3) _cell_length_c 16.926(4) _cell_measurement_reflns_used 6041 _cell_measurement_temperature 273(2) _cell_measurement_theta_max 27.48 _cell_measurement_theta_min 2.41 _cell_volume 2578.9(9) _computing_cell_refinement 'SAINT V8.38A (?, 2016)' _computing_data_reduction 'SAINT V8.38A (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _diffrn_ambient_temperature 273.15 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.994 _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 0.0950 _diffrn_reflns_av_unetI/netI 0.0667 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 35628 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.280 _diffrn_reflns_theta_min 2.311 _exptl_absorpt_coefficient_mu 0.071 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.6639 _exptl_absorpt_correction_type none _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0935 before and 0.0593 after correction. The Ratio of minimum to maximum transmission is 0.8903. The \l/2 correction factor is Not present. ; _exptl_crystal_colour YELLOW _exptl_crystal_density_diffrn 1.199 _exptl_crystal_description BLOCK _exptl_crystal_F_000 984 _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.153 _refine_diff_density_min -0.168 _refine_diff_density_rms 0.035 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 327 _refine_ls_number_reflns 6364 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.041 _refine_ls_R_factor_all 0.1412 _refine_ls_R_factor_gt 0.0647 _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^)+(0.0399P)^2^+1.0577P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1221 _refine_ls_wR_factor_ref 0.1574 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3351 _reflns_number_total 6364 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6sc00735j2.cif _cod_data_source_block m _cod_original_cell_volume 2578.7(10) _cod_database_code 1577357 _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 0.993 _shelx_estimated_absorpt_t_min 0.988 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2.a Aromatic/amide H refined with riding coordinates: C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C26(H26), C27(H27), C29(H29), C30(H30), C32(H32), C33(H33) 2.b Idealised Me refined as rotating group: C34(H34A,H34B,H34C) 2.c Idealised tetrahedral OH refined as rotating group: O1(H1) ; _shelx_res_file ; m.res created by SHELXL-2014/7 TITL M_a.res in P2(1)/n CELL 0.71073 10.6567 14.3146 16.9257 90 92.857 90 ZERR 4 0.0021 0.0034 0.004 0 0.007 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O UNIT 136 108 4 4 L.S. 4 PLAN -5 0 0 SIZE 0.14 0.1 0.17 TEMP 0 HTAB O1 N1 CONF fmap 2 acta REM REM REM WGHT 0.039900 1.057700 FVAR 1.02282 O1 4 0.350616 0.467668 0.541733 11.00000 0.09069 0.06877 = 0.07895 0.00043 -0.02578 0.02500 AFIX 147 H1 2 0.369956 0.509771 0.572856 11.00000 -1.50000 AFIX 0 N1 3 0.431274 0.537300 0.679680 11.00000 0.06106 0.04829 = 0.06666 -0.00142 -0.00500 0.00848 C1 1 0.594205 0.101940 0.714090 11.00000 0.05987 0.03916 = 0.04917 -0.00935 0.00181 -0.00012 C2 1 0.477769 0.090293 0.745496 11.00000 0.07284 0.05484 = 0.06983 -0.01103 0.01676 -0.00063 AFIX 43 H2 2 0.405199 0.102533 0.714420 11.00000 -1.20000 AFIX 0 C3 1 0.468497 0.060490 0.823002 11.00000 0.11683 0.06285 = 0.08723 -0.01079 0.04834 -0.00645 AFIX 43 H3 2 0.389884 0.050379 0.842945 11.00000 -1.20000 AFIX 0 C4 1 0.575045 0.045903 0.870284 11.00000 0.17700 0.05718 = 0.05401 -0.00635 0.02251 -0.00525 AFIX 43 H4 2 0.568561 0.027482 0.922614 11.00000 -1.20000 AFIX 0 C5 1 0.691326 0.058513 0.840314 11.00000 0.13188 0.05997 = 0.05283 -0.00844 -0.01991 0.00319 AFIX 43 H5 2 0.763551 0.048023 0.872204 11.00000 -1.20000 AFIX 0 C6 1 0.700876 0.086590 0.763316 11.00000 0.07407 0.05414 = 0.05153 -0.00955 -0.00730 -0.00050 AFIX 43 H6 2 0.779943 0.095522 0.743663 11.00000 -1.20000 AFIX 0 C7 1 0.604762 0.133600 0.630905 11.00000 0.04703 0.04505 = 0.04827 -0.00474 -0.00181 -0.00047 C8 1 0.677679 0.088619 0.579524 11.00000 0.04316 0.04892 = 0.04888 -0.00198 -0.00268 0.00050 C9 1 0.739861 -0.003099 0.595861 11.00000 0.04633 0.04719 = 0.04000 -0.00329 0.00160 0.00243 C10 1 0.680039 -0.077576 0.630468 11.00000 0.04697 0.04969 = 0.05569 -0.00822 0.00464 -0.00517 AFIX 43 H10 2 0.597486 -0.070884 0.644970 11.00000 -1.20000 AFIX 0 C11 1 0.741534 -0.161776 0.643732 11.00000 0.07074 0.04432 = 0.05764 -0.00345 0.00169 -0.00789 AFIX 43 H11 2 0.700116 -0.210575 0.667679 11.00000 -1.20000 AFIX 0 C12 1 0.862433 -0.174128 0.622070 11.00000 0.07554 0.05316 = 0.05010 -0.00054 -0.00046 0.01425 AFIX 43 H12 2 0.902984 -0.230981 0.630887 11.00000 -1.20000 AFIX 0 C13 1 0.922836 -0.101879 0.587320 11.00000 0.05922 0.07681 = 0.06338 0.01603 0.01290 0.02165 AFIX 43 H13 2 1.005093 -0.109517 0.572531 11.00000 -1.20000 AFIX 0 C14 1 0.862321 -0.017518 0.574040 11.00000 0.05258 0.06344 = 0.06057 0.01759 0.01196 0.00843 AFIX 43 H14 2 0.904579 0.030739 0.549925 11.00000 -1.20000 AFIX 0 C15 1 0.707190 0.131909 0.502375 11.00000 0.04754 0.05313 = 0.05540 0.00696 0.00327 0.01012 C16 1 0.763955 0.218569 0.500332 11.00000 0.06162 0.06568 = 0.07111 0.01255 0.00386 -0.00037 AFIX 43 H16 2 0.781309 0.250869 0.547285 11.00000 -1.20000 AFIX 0 C17 1 0.795199 0.257771 0.429567 11.00000 0.07032 0.08138 = 0.09913 0.03563 0.00873 -0.00014 AFIX 43 H17 2 0.833803 0.316025 0.429199 11.00000 -1.20000 AFIX 0 C18 1 0.769877 0.211707 0.360173 11.00000 0.07565 0.11391 = 0.07899 0.04377 0.01536 0.02889 AFIX 43 H18 2 0.791180 0.238487 0.312607 11.00000 -1.20000 AFIX 0 C19 1 0.712812 0.125611 0.360523 11.00000 0.09234 0.09319 = 0.05625 0.01175 0.00510 0.03497 AFIX 43 H19 2 0.693862 0.094623 0.313128 11.00000 -1.20000 AFIX 0 C20 1 0.683613 0.085130 0.431557 11.00000 0.06837 0.06326 = 0.05490 0.00592 0.00287 0.01870 AFIX 43 H20 2 0.647784 0.025895 0.431740 11.00000 -1.20000 AFIX 0 C21 1 0.533519 0.220456 0.608510 11.00000 0.04746 0.05242 = 0.04826 -0.00721 -0.00191 0.00400 C22 1 0.463094 0.229088 0.537141 11.00000 0.05688 0.06551 = 0.05971 -0.01657 -0.01038 0.01145 AFIX 43 H22 2 0.456717 0.178238 0.502977 11.00000 -1.20000 AFIX 0 C23 1 0.402964 0.310959 0.516178 11.00000 0.06788 0.07755 = 0.05583 -0.01159 -0.01874 0.02015 AFIX 43 H23 2 0.356769 0.314505 0.468186 11.00000 -1.20000 AFIX 0 C24 1 0.409990 0.387875 0.565091 11.00000 0.05576 0.05829 = 0.06021 -0.00033 -0.01169 0.01359 C25 1 0.475138 0.381139 0.639047 11.00000 0.05398 0.04905 = 0.05428 -0.00212 -0.00598 0.00569 C26 1 0.535351 0.296712 0.658791 11.00000 0.05402 0.05199 = 0.05046 -0.00355 -0.00725 0.00567 AFIX 43 H26 2 0.578382 0.291706 0.707774 11.00000 -1.20000 AFIX 0 C27 1 0.478924 0.457080 0.695499 11.00000 0.05977 0.05079 = 0.06034 -0.00213 -0.00859 0.00465 AFIX 43 H27 2 0.517553 0.447157 0.745277 11.00000 -1.20000 AFIX 0 C28 1 0.432251 0.605689 0.740718 11.00000 0.04998 0.04691 = 0.06537 0.00253 -0.00330 0.00623 C29 1 0.384635 0.588485 0.813339 11.00000 0.09339 0.05156 = 0.08409 0.00158 0.01782 -0.01296 AFIX 43 H29 2 0.353859 0.529327 0.824263 11.00000 -1.20000 AFIX 0 C30 1 0.381661 0.656529 0.869688 11.00000 0.09908 0.05987 = 0.07619 0.00104 0.02496 -0.00575 AFIX 43 H30 2 0.345803 0.643206 0.917386 11.00000 -1.20000 AFIX 0 C31 1 0.430179 0.744326 0.858018 11.00000 0.06206 0.05011 = 0.07268 -0.00013 -0.00223 0.00801 C32 1 0.478889 0.761039 0.786009 11.00000 0.07939 0.04647 = 0.08571 0.00661 0.00830 -0.00107 AFIX 43 H32 2 0.513942 0.819212 0.776497 11.00000 -1.20000 AFIX 0 C33 1 0.477635 0.694080 0.726868 11.00000 0.07606 0.05199 = 0.07577 0.00747 0.01112 0.00203 AFIX 43 H33 2 0.507489 0.708796 0.677688 11.00000 -1.20000 AFIX 0 C34 1 0.428624 0.818596 0.920276 11.00000 0.10097 0.06152 = 0.09967 -0.01490 0.00398 0.00644 AFIX 137 H34A 2 0.507839 0.850664 0.923050 11.00000 -1.50000 H34B 2 0.414537 0.790444 0.970545 11.00000 -1.50000 H34C 2 0.362498 0.862291 0.907141 11.00000 -1.50000 AFIX 0 HKLF 4 REM M_a.res in P2(1)/n REM R1 = 0.0647 for 3351 Fo > 4sig(Fo) and 0.1412 for all 6364 data REM 327 parameters refined using 0 restraints END WGHT 0.0399 1.0577 REM Highest difference peak 0.153, deepest hole -0.168, 1-sigma level 0.035 Q1 1 0.6010 0.0940 0.6061 11.00000 0.05 0.15 Q2 1 0.4825 0.2372 0.6457 11.00000 0.05 0.14 Q3 1 0.4377 0.3861 0.6059 11.00000 0.05 0.14 Q4 1 0.6181 0.1190 0.6763 11.00000 0.05 0.14 Q5 1 0.5019 0.7962 0.9746 11.00000 0.05 0.14 ; _shelx_res_checksum 7610 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.35062(19) 0.46767(13) 0.54173(12) 0.0805(6) Uani 1 1 d . . . . . H1 H 0.3700 0.5098 0.5729 0.121 Uiso 1 1 calc GR . . . . N1 N 0.43127(18) 0.53730(13) 0.67968(12) 0.0589(5) Uani 1 1 d . . . . . C1 C 0.5942(2) 0.10194(14) 0.71409(13) 0.0494(5) Uani 1 1 d . . . . . C2 C 0.4778(3) 0.09029(16) 0.74550(16) 0.0654(7) Uani 1 1 d . . . . . H2 H 0.4052 0.1025 0.7144 0.078 Uiso 1 1 calc R . . . . C3 C 0.4685(4) 0.0605(2) 0.8230(2) 0.0875(10) Uani 1 1 d . . . . . H3 H 0.3899 0.0504 0.8429 0.105 Uiso 1 1 calc R . . . . C4 C 0.5750(5) 0.0459(2) 0.87028(19) 0.0955(11) Uani 1 1 d . . . . . H4 H 0.5686 0.0275 0.9226 0.115 Uiso 1 1 calc R . . . . C5 C 0.6913(4) 0.05851(19) 0.84031(17) 0.0824(9) Uani 1 1 d . . . . . H5 H 0.7636 0.0480 0.8722 0.099 Uiso 1 1 calc R . . . . C6 C 0.7009(3) 0.08659(16) 0.76332(14) 0.0603(6) Uani 1 1 d . . . . . H6 H 0.7799 0.0955 0.7437 0.072 Uiso 1 1 calc R . . . . C7 C 0.60476(19) 0.13360(15) 0.63090(13) 0.0469(5) Uani 1 1 d . . . . . C8 C 0.67768(19) 0.08862(15) 0.57952(13) 0.0472(5) Uani 1 1 d . . . . . C9 C 0.73986(19) -0.00310(15) 0.59586(12) 0.0445(5) Uani 1 1 d . . . . . C10 C 0.6800(2) -0.07758(15) 0.63047(13) 0.0507(5) Uani 1 1 d . . . . . H10 H 0.5975 -0.0709 0.6450 0.061 Uiso 1 1 calc R . . . . C11 C 0.7415(2) -0.16178(16) 0.64373(14) 0.0576(6) Uani 1 1 d . . . . . H11 H 0.7001 -0.2106 0.6677 0.069 Uiso 1 1 calc R . . . . C12 C 0.8624(2) -0.17413(17) 0.62207(13) 0.0597(6) Uani 1 1 d . . . . . H12 H 0.9030 -0.2310 0.6309 0.072 Uiso 1 1 calc R . . . . C13 C 0.9228(2) -0.10188(18) 0.58732(15) 0.0661(7) Uani 1 1 d . . . . . H13 H 1.0051 -0.1095 0.5725 0.079 Uiso 1 1 calc R . . . . C14 C 0.8623(2) -0.01752(17) 0.57404(14) 0.0586(6) Uani 1 1 d . . . . . H14 H 0.9046 0.0307 0.5499 0.070 Uiso 1 1 calc R . . . . C15 C 0.7072(2) 0.13191(16) 0.50237(14) 0.0520(6) Uani 1 1 d . . . . . C16 C 0.7640(2) 0.21857(18) 0.50033(16) 0.0661(7) Uani 1 1 d . . . . . H16 H 0.7813 0.2509 0.5473 0.079 Uiso 1 1 calc R . . . . C17 C 0.7952(3) 0.2578(2) 0.4296(2) 0.0835(9) Uani 1 1 d . . . . . H17 H 0.8338 0.3160 0.4292 0.100 Uiso 1 1 calc R . . . . C18 C 0.7699(3) 0.2117(3) 0.3602(2) 0.0891(10) Uani 1 1 d . . . . . H18 H 0.7912 0.2385 0.3126 0.107 Uiso 1 1 calc R . . . . C19 C 0.7128(3) 0.1256(2) 0.36052(16) 0.0805(9) Uani 1 1 d . . . . . H19 H 0.6939 0.0946 0.3131 0.097 Uiso 1 1 calc R . . . . C20 C 0.6836(2) 0.08513(18) 0.43156(14) 0.0622(6) Uani 1 1 d . . . . . H20 H 0.6478 0.0259 0.4317 0.075 Uiso 1 1 calc R . . . . C21 C 0.5335(2) 0.22046(15) 0.60851(13) 0.0495(5) Uani 1 1 d . . . . . C22 C 0.4631(2) 0.22909(18) 0.53714(14) 0.0611(6) Uani 1 1 d . . . . . H22 H 0.4567 0.1782 0.5030 0.073 Uiso 1 1 calc R . . . . C23 C 0.4030(2) 0.31096(19) 0.51618(15) 0.0678(7) Uani 1 1 d . . . . . H23 H 0.3568 0.3145 0.4682 0.081 Uiso 1 1 calc R . . . . C24 C 0.4100(2) 0.38788(17) 0.56509(14) 0.0586(6) Uani 1 1 d . . . . . C25 C 0.4751(2) 0.38114(15) 0.63905(13) 0.0527(6) Uani 1 1 d . . . . . C26 C 0.5354(2) 0.29671(15) 0.65879(13) 0.0525(6) Uani 1 1 d . . . . . H26 H 0.5784 0.2917 0.7078 0.063 Uiso 1 1 calc R . . . . C27 C 0.4789(2) 0.45708(16) 0.69550(14) 0.0574(6) Uani 1 1 d . . . . . H27 H 0.5176 0.4472 0.7453 0.069 Uiso 1 1 calc R . . . . C28 C 0.4323(2) 0.60569(16) 0.74072(15) 0.0543(6) Uani 1 1 d . . . . . C29 C 0.3846(3) 0.58849(19) 0.81334(18) 0.0759(8) Uani 1 1 d . . . . . H29 H 0.3539 0.5293 0.8243 0.091 Uiso 1 1 calc R . . . . C30 C 0.3817(3) 0.65653(19) 0.86969(18) 0.0777(8) Uani 1 1 d . . . . . H30 H 0.3458 0.6432 0.9174 0.093 Uiso 1 1 calc R . . . . C31 C 0.4302(2) 0.74433(17) 0.85802(16) 0.0618(6) Uani 1 1 d . . . . . C32 C 0.4789(3) 0.76104(18) 0.78601(17) 0.0704(7) Uani 1 1 d . . . . . H32 H 0.5139 0.8192 0.7765 0.084 Uiso 1 1 calc R . . . . C33 C 0.4776(3) 0.69408(17) 0.72687(17) 0.0677(7) Uani 1 1 d . . . . . H33 H 0.5075 0.7088 0.6777 0.081 Uiso 1 1 calc R . . . . C34 C 0.4286(3) 0.81860(19) 0.92028(18) 0.0874(9) Uani 1 1 d . . . . . H34A H 0.5078 0.8507 0.9231 0.131 Uiso 1 1 calc GR . . . . H34B H 0.4145 0.7904 0.9705 0.131 Uiso 1 1 calc GR . . . . H34C H 0.3625 0.8623 0.9071 0.131 Uiso 1 1 calc GR . . . . 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 0.0907(14) 0.0688(12) 0.0790(13) 0.0004(10) -0.0258(10) 0.0250(11) N1 0.0611(12) 0.0483(11) 0.0667(13) -0.0014(10) -0.0050(10) 0.0085(9) C1 0.0599(14) 0.0392(12) 0.0492(13) -0.0093(10) 0.0018(11) -0.0001(10) C2 0.0728(17) 0.0548(15) 0.0698(17) -0.0110(13) 0.0168(14) -0.0006(12) C3 0.117(3) 0.0629(19) 0.087(2) -0.0108(17) 0.048(2) -0.0064(18) C4 0.177(4) 0.0572(18) 0.0540(19) -0.0063(14) 0.023(2) -0.005(2) C5 0.132(3) 0.0600(17) 0.0528(17) -0.0084(14) -0.0199(17) 0.0032(17) C6 0.0741(16) 0.0541(14) 0.0515(14) -0.0095(11) -0.0073(12) -0.0005(12) C7 0.0470(12) 0.0451(12) 0.0483(13) -0.0047(10) -0.0018(10) -0.0005(10) C8 0.0432(11) 0.0489(13) 0.0489(13) -0.0020(10) -0.0027(10) 0.0005(9) C9 0.0463(12) 0.0472(12) 0.0400(11) -0.0033(9) 0.0016(9) 0.0024(10) C10 0.0470(12) 0.0497(13) 0.0557(14) -0.0082(11) 0.0046(10) -0.0052(10) C11 0.0707(16) 0.0443(13) 0.0576(15) -0.0034(11) 0.0017(12) -0.0079(11) C12 0.0755(17) 0.0532(15) 0.0501(14) -0.0005(11) -0.0005(12) 0.0142(12) C13 0.0592(15) 0.0768(18) 0.0634(16) 0.0160(14) 0.0129(12) 0.0217(13) C14 0.0526(13) 0.0634(15) 0.0606(15) 0.0176(12) 0.0120(11) 0.0084(11) C15 0.0475(12) 0.0531(14) 0.0554(14) 0.0070(11) 0.0033(10) 0.0101(10) C16 0.0616(15) 0.0657(16) 0.0711(17) 0.0125(14) 0.0039(13) -0.0004(13) C17 0.0703(18) 0.081(2) 0.099(2) 0.0356(19) 0.0087(17) -0.0001(15) C18 0.076(2) 0.114(3) 0.079(2) 0.044(2) 0.0154(16) 0.0289(19) C19 0.092(2) 0.093(2) 0.0562(17) 0.0118(16) 0.0051(15) 0.0350(18) C20 0.0684(16) 0.0633(16) 0.0549(15) 0.0059(12) 0.0029(12) 0.0187(12) C21 0.0475(12) 0.0524(13) 0.0483(13) -0.0072(10) -0.0019(10) 0.0040(10) C22 0.0569(14) 0.0655(16) 0.0597(15) -0.0166(12) -0.0104(11) 0.0115(12) C23 0.0679(16) 0.0776(18) 0.0558(15) -0.0116(13) -0.0187(12) 0.0201(14) C24 0.0558(14) 0.0583(15) 0.0602(15) -0.0003(12) -0.0117(11) 0.0136(11) C25 0.0540(13) 0.0491(13) 0.0543(14) -0.0021(11) -0.0060(11) 0.0057(10) C26 0.0540(13) 0.0520(13) 0.0505(13) -0.0035(11) -0.0073(10) 0.0057(10) C27 0.0598(14) 0.0508(14) 0.0603(15) -0.0021(11) -0.0086(11) 0.0046(11) C28 0.0500(13) 0.0469(13) 0.0654(15) 0.0025(12) -0.0033(11) 0.0062(10) C29 0.093(2) 0.0516(15) 0.084(2) 0.0016(14) 0.0178(16) -0.0130(14) C30 0.099(2) 0.0599(17) 0.0762(19) 0.0010(15) 0.0250(16) -0.0058(15) C31 0.0621(15) 0.0501(14) 0.0727(17) -0.0001(13) -0.0022(13) 0.0080(11) C32 0.0794(18) 0.0465(15) 0.086(2) 0.0066(14) 0.0083(15) -0.0011(13) C33 0.0761(17) 0.0520(15) 0.0758(18) 0.0075(13) 0.0111(14) 0.0020(13) C34 0.101(2) 0.0615(18) 0.100(2) -0.0149(16) 0.0040(18) 0.0064(16) 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 C27 N1 C28 118.5(2) . . ? C2 C1 C6 118.1(2) . . ? C2 C1 C7 120.8(2) . . ? C6 C1 C7 121.1(2) . . ? C1 C2 C3 120.5(3) . . ? C4 C3 C2 120.2(3) . . ? C3 C4 C5 120.0(3) . . ? C6 C5 C4 120.0(3) . . ? C5 C6 C1 121.1(3) . . ? C1 C7 C21 115.56(18) . . ? C8 C7 C1 122.3(2) . . ? C8 C7 C21 122.1(2) . . ? C7 C8 C9 124.2(2) . . ? C7 C8 C15 121.1(2) . . ? C9 C8 C15 114.63(18) . . ? C10 C9 C8 123.10(19) . . ? C10 C9 C14 117.1(2) . . ? C14 C9 C8 119.76(19) . . ? C11 C10 C9 120.9(2) . . ? C12 C11 C10 120.9(2) . . ? C13 C12 C11 119.2(2) . . ? C12 C13 C14 120.3(2) . . ? C13 C14 C9 121.6(2) . . ? C16 C15 C8 120.4(2) . . ? C16 C15 C20 118.2(2) . . ? C20 C15 C8 121.3(2) . . ? C17 C16 C15 120.8(3) . . ? C18 C17 C16 120.4(3) . . ? C17 C18 C19 119.9(3) . . ? C18 C19 C20 119.9(3) . . ? C19 C20 C15 120.7(3) . . ? C22 C21 C7 122.5(2) . . ? C26 C21 C7 120.56(19) . . ? C26 C21 C22 116.9(2) . . ? C23 C22 C21 121.5(2) . . ? C22 C23 C24 121.1(2) . . ? O1 C24 C23 119.2(2) . . ? O1 C24 C25 121.4(2) . . ? C23 C24 C25 119.4(2) . . ? C24 C25 C27 122.2(2) . . ? C26 C25 C24 118.2(2) . . ? C26 C25 C27 119.6(2) . . ? C21 C26 C25 122.8(2) . . ? N1 C27 C25 122.6(2) . . ? C29 C28 N1 122.4(2) . . ? C29 C28 C33 117.7(2) . . ? C33 C28 N1 119.9(2) . . ? C30 C29 C28 121.3(2) . . ? C29 C30 C31 122.0(3) . . ? C30 C31 C34 122.0(3) . . ? C32 C31 C30 116.7(2) . . ? C32 C31 C34 121.3(2) . . ? C31 C32 C33 122.1(2) . . ? C28 C33 C32 120.2(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 O1 C24 1.355(3) . ? N1 C27 1.279(3) . ? N1 C28 1.423(3) . ? C1 C2 1.384(3) . ? C1 C6 1.393(3) . ? C1 C7 1.489(3) . ? C2 C3 1.388(4) . ? C3 C4 1.372(5) . ? C4 C5 1.374(5) . ? C5 C6 1.372(4) . ? C7 C8 1.357(3) . ? C7 C21 1.496(3) . ? C8 C9 1.490(3) . ? C8 C15 1.493(3) . ? C9 C10 1.387(3) . ? C9 C14 1.389(3) . ? C10 C11 1.385(3) . ? C11 C12 1.368(3) . ? C12 C13 1.367(3) . ? C13 C14 1.382(3) . ? C15 C16 1.381(3) . ? C15 C20 1.385(3) . ? C16 C17 1.378(4) . ? C17 C18 1.362(4) . ? C18 C19 1.374(4) . ? C19 C20 1.384(4) . ? C21 C22 1.395(3) . ? C21 C26 1.384(3) . ? C22 C23 1.374(3) . ? C23 C24 1.377(3) . ? C24 C25 1.404(3) . ? C25 C26 1.401(3) . ? C25 C27 1.447(3) . ? C28 C29 1.375(3) . ? C28 C33 1.379(3) . ? C29 C30 1.365(4) . ? C30 C31 1.377(4) . ? C31 C32 1.369(4) . ? C31 C34 1.498(4) . ? C32 C33 1.385(4) . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 N1 0.82 1.93 2.643(3) 144.4 . 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 O1 C24 C25 C26 -179.3(2) . . . . ? O1 C24 C25 C27 2.3(4) . . . . ? N1 C28 C29 C30 -177.1(3) . . . . ? N1 C28 C33 C32 180.0(2) . . . . ? C1 C2 C3 C4 2.6(4) . . . . ? C1 C7 C8 C9 9.0(3) . . . . ? C1 C7 C8 C15 -167.5(2) . . . . ? C1 C7 C21 C22 -136.4(2) . . . . ? C1 C7 C21 C26 43.7(3) . . . . ? C2 C1 C6 C5 1.5(3) . . . . ? C2 C1 C7 C8 -130.2(2) . . . . ? C2 C1 C7 C21 52.1(3) . . . . ? C2 C3 C4 C5 -1.7(4) . . . . ? C3 C4 C5 C6 0.6(4) . . . . ? C4 C5 C6 C1 -0.6(4) . . . . ? C6 C1 C2 C3 -2.5(3) . . . . ? C6 C1 C7 C8 52.2(3) . . . . ? C6 C1 C7 C21 -125.5(2) . . . . ? C7 C1 C2 C3 179.8(2) . . . . ? C7 C1 C6 C5 179.2(2) . . . . ? C7 C8 C9 C10 43.4(3) . . . . ? C7 C8 C9 C14 -138.4(2) . . . . ? C7 C8 C15 C16 56.7(3) . . . . ? C7 C8 C15 C20 -126.1(2) . . . . ? C7 C21 C22 C23 -177.0(2) . . . . ? C7 C21 C26 C25 176.9(2) . . . . ? C8 C7 C21 C22 45.8(3) . . . . ? C8 C7 C21 C26 -134.1(2) . . . . ? C8 C9 C10 C11 179.4(2) . . . . ? C8 C9 C14 C13 -179.3(2) . . . . ? C8 C15 C16 C17 177.9(2) . . . . ? C8 C15 C20 C19 -179.2(2) . . . . ? C9 C8 C15 C16 -120.1(2) . . . . ? C9 C8 C15 C20 57.1(3) . . . . ? C9 C10 C11 C12 -0.9(3) . . . . ? C10 C9 C14 C13 -1.0(3) . . . . ? C10 C11 C12 C13 0.4(4) . . . . ? C11 C12 C13 C14 -0.2(4) . . . . ? C12 C13 C14 C9 0.5(4) . . . . ? C14 C9 C10 C11 1.2(3) . . . . ? C15 C8 C9 C10 -139.9(2) . . . . ? C15 C8 C9 C14 38.3(3) . . . . ? C15 C16 C17 C18 0.4(4) . . . . ? C16 C15 C20 C19 -1.9(3) . . . . ? C16 C17 C18 C19 0.0(4) . . . . ? C17 C18 C19 C20 -1.3(4) . . . . ? C18 C19 C20 C15 2.3(4) . . . . ? C20 C15 C16 C17 0.6(4) . . . . ? C21 C7 C8 C9 -173.41(19) . . . . ? C21 C7 C8 C15 10.1(3) . . . . ? C21 C22 C23 C24 0.0(4) . . . . ? C22 C21 C26 C25 -2.9(3) . . . . ? C22 C23 C24 O1 179.2(3) . . . . ? C22 C23 C24 C25 -2.8(4) . . . . ? C23 C24 C25 C26 2.6(4) . . . . ? C23 C24 C25 C27 -175.7(2) . . . . ? C24 C25 C26 C21 0.3(4) . . . . ? C24 C25 C27 N1 -5.2(4) . . . . ? C26 C21 C22 C23 2.8(4) . . . . ? C26 C25 C27 N1 176.5(2) . . . . ? C27 N1 C28 C29 -53.3(3) . . . . ? C27 N1 C28 C33 129.3(3) . . . . ? C27 C25 C26 C21 178.6(2) . . . . ? C28 N1 C27 C25 175.9(2) . . . . ? C28 C29 C30 C31 -2.5(5) . . . . ? C29 C28 C33 C32 2.5(4) . . . . ? C29 C30 C31 C32 1.7(4) . . . . ? C29 C30 C31 C34 -179.1(3) . . . . ? C30 C31 C32 C33 1.3(4) . . . . ? C31 C32 C33 C28 -3.4(4) . . . . ? C33 C28 C29 C30 0.3(4) . . . . ? C34 C31 C32 C33 -178.0(3) . . . . ?