#------------------------------------------------------------------------------ #$Date: 2026-06-24 02:08:48 +0100 (Wed, 24 Jun 2026) $ #$Revision: 306632 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/44/7064452.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_7064452 loop_ _publ_author_name 'Vinayagam, Dhandapani' 'Subramanian, Karpagam' _publ_section_title ; A Highly Selective Phenothiazine--Terpyridine Chemosensor for Zn2+: From Molecular Design to Real-Time Plant and Water Applications ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D6NJ01534D _journal_year 2026 _chemical_formula_moiety 'C30 H22 N4 S' _chemical_formula_sum 'C30 H22 N4 S' _chemical_formula_weight 470.57 _chemical_name_systematic P-TER _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' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary dual _audit_creation_date 2025-03-19 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2025-03-19 deposited with the CCDC. 2026-06-22 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 104.828(7) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.256(4) _cell_length_b 8.260(2) _cell_length_c 17.088(4) _cell_measurement_reflns_used 9054 _cell_measurement_temperature 300.00 _cell_measurement_theta_max 25.979 _cell_measurement_theta_min 2.442 _cell_volume 2354.5(10) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2019/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 300.00 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _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 0.0509 _diffrn_reflns_av_unetI/netI 0.0293 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 59903 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.297 _diffrn_reflns_theta_min 2.442 _diffrn_source_current 1.4 _diffrn_source_power 0.07 _diffrn_source_voltage 50.0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.165 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.6869 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1282 before and 0.0648 after correction. The Ratio of minimum to maximum transmission is 0.9211. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear orange' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary orange _exptl_crystal_density_diffrn 1.328 _exptl_crystal_description block _exptl_crystal_F_000 984 _exptl_crystal_preparation Hexane _exptl_crystal_recrystallization_method NA _exptl_crystal_size_max 0.205 _exptl_crystal_size_mid 0.196 _exptl_crystal_size_min 0.097 _refine_diff_density_max 0.206 _refine_diff_density_min -0.282 _refine_diff_density_rms 0.039 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 324 _refine_ls_number_reflns 5842 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.060 _refine_ls_R_factor_all 0.0730 _refine_ls_R_factor_gt 0.0436 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0363P)^2^+0.9757P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0954 _refine_ls_wR_factor_ref 0.1153 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4164 _reflns_number_total 5842 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6nj01534d2.cif _cod_data_source_block p_c_cho _cod_database_code 7064452 _shelx_shelxl_version_number 2019/3 _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_max 0.984 _shelx_estimated_absorpt_t_min 0.967 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups 2.a Secondary CH2 refined with riding coordinates: C28(H28A,H28B) 2.b Aromatic/amide H refined with riding coordinates: C20(H20), C2(H2), C3(H3), C19(H19), C27(H27), C17(H17), C24(H24), C26(H26), C7(H7), C29(H29), C25(H25), C12(H12), C14(H14), C15(H15), C8(H8), C13(H13), C9(H9), C10(H10) ; _shelx_res_file ; TITL p_c_cho_a.res in P2(1)/c p_c_cho.res created by SHELXL-2019/3 at 12:44:36 on 19-Mar-2025 REM Old TITL P_C_CHO in P2(1)/c REM SHELXT solution in P2(1)/c: R1 0.174, Rweak 0.006, Alpha 0.022 REM 0.334 for 354 systematic absences, Orientation as input REM Formula found by SHELXT: C31 N2 O S CELL 0.71073 17.256 8.2596 17.0885 90 104.828 90 ZERR 4 0.0042 0.002 0.0042 0 0.007 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N S UNIT 120 88 16 4 L.S. 4 0 0 PLAN 5 SIZE 0.097 0.196 0.205 TEMP 26.85 CONF BOND list 4 fmap 2 53 MORE -1 BOND $H ACTA REM REM REM WGHT 0.036300 0.975700 FVAR 0.66948 S1 4 0.542404 0.385022 0.790445 11.00000 0.05932 0.03962 = 0.05571 -0.01305 0.02852 -0.01251 N1 3 0.587315 0.625248 0.927363 11.00000 0.04408 0.04227 = 0.03350 -0.00383 0.01456 -0.00162 N2 3 0.874664 0.704668 0.592487 11.00000 0.04209 0.04515 = 0.04294 -0.00230 0.01378 -0.00156 C22 1 0.503950 0.604306 0.894671 11.00000 0.04431 0.03337 = 0.03768 0.00247 0.01649 -0.00346 N4 3 0.905471 1.082574 0.701724 11.00000 0.06703 0.04854 = 0.05784 -0.00700 0.02287 -0.00897 C20 1 0.669864 0.530288 0.752447 11.00000 0.04713 0.03825 = 0.03944 -0.00440 0.01706 0.00141 AFIX 43 H20 2 0.655621 0.469174 0.705223 11.00000 -1.20000 AFIX 0 C5 1 0.834127 0.565565 0.592700 11.00000 0.03578 0.04357 = 0.04388 -0.00293 0.01181 0.00113 C21 1 0.639406 0.620902 0.876343 11.00000 0.03982 0.03628 = 0.03445 0.00108 0.01214 0.00311 C16 1 0.738724 0.625891 0.767391 11.00000 0.03798 0.04059 = 0.04307 -0.00220 0.01520 0.00247 C00A 1 0.622253 0.524496 0.806499 11.00000 0.04228 0.03292 = 0.03974 -0.00137 0.01414 -0.00015 C2 1 0.791033 0.531992 0.649366 11.00000 0.03916 0.04170 = 0.04882 -0.00365 0.01718 -0.00184 AFIX 43 H2 2 0.765330 0.432772 0.648411 11.00000 -1.20000 AFIX 0 C6 1 0.835519 0.449031 0.526892 11.00000 0.04192 0.04493 = 0.04483 -0.00348 0.01365 0.00049 C3 1 0.827429 0.791416 0.705586 11.00000 0.04250 0.04204 = 0.04332 -0.00467 0.01528 0.00128 AFIX 43 H3 2 0.825411 0.872723 0.742661 11.00000 -1.20000 AFIX 0 C4 1 0.871119 0.815030 0.649105 11.00000 0.03865 0.04279 = 0.04145 -0.00017 0.01074 0.00059 C23 1 0.475153 0.503284 0.828251 11.00000 0.04899 0.03600 = 0.04124 0.00028 0.02021 -0.00824 C19 1 0.710452 0.709968 0.893222 11.00000 0.04237 0.05041 = 0.03729 -0.00844 0.01055 -0.00061 AFIX 43 H19 2 0.725465 0.769665 0.940857 11.00000 -1.20000 AFIX 0 C1 1 0.786462 0.647024 0.707415 11.00000 0.03494 0.04491 = 0.04202 -0.00146 0.01230 0.00333 C11 1 0.916323 0.968640 0.649942 11.00000 0.04778 0.04506 = 0.03967 0.00142 0.01084 -0.00262 C27 1 0.448162 0.682887 0.927544 11.00000 0.05424 0.04214 = 0.05442 -0.00411 0.02573 -0.00174 AFIX 43 H27 2 0.465883 0.749322 0.972515 11.00000 -1.20000 AFIX 0 C17 1 0.758668 0.710595 0.840187 11.00000 0.03596 0.05160 = 0.04722 -0.00758 0.01157 -0.00381 AFIX 43 H17 2 0.806133 0.769619 0.853503 11.00000 -1.20000 AFIX 0 N3 3 0.788125 0.319650 0.521896 11.00000 0.06892 0.06819 = 0.07995 -0.02977 0.03881 -0.02519 C28 1 0.613918 0.712255 1.004209 11.00000 0.05458 0.05969 = 0.03186 -0.00473 0.01510 -0.00294 AFIX 23 H28A 2 0.669054 0.682070 1.029059 11.00000 -1.20000 H28B 2 0.581837 0.675962 1.039892 11.00000 -1.20000 AFIX 0 C24 1 0.393518 0.489734 0.793669 11.00000 0.05221 0.05728 = 0.05056 -0.00179 0.01575 -0.01644 AFIX 43 H24 2 0.375144 0.426021 0.747790 11.00000 -1.20000 AFIX 0 C26 1 0.366934 0.663505 0.894287 11.00000 0.05063 0.04913 = 0.07653 0.00540 0.03236 0.00253 AFIX 43 H26 2 0.330602 0.714507 0.918008 11.00000 -1.20000 AFIX 0 C7 1 0.882471 0.473732 0.473749 11.00000 0.07386 0.04675 = 0.05149 -0.00205 0.03013 -0.00335 AFIX 43 H7 2 0.916031 0.563439 0.479495 11.00000 -1.20000 AFIX 0 C29 1 0.609266 0.893123 0.999154 11.00000 0.06216 0.05798 = 0.04915 -0.02134 0.02053 -0.00868 AFIX 43 H29 2 0.624886 0.949086 1.047885 11.00000 -1.20000 AFIX 0 C25 1 0.339255 0.569840 0.826644 11.00000 0.04276 0.06304 = 0.07159 0.00701 0.01625 -0.00806 AFIX 43 H25 2 0.284510 0.560436 0.803265 11.00000 -1.20000 AFIX 0 C12 1 0.967965 0.990826 0.601401 11.00000 0.07795 0.06481 = 0.05738 -0.01054 0.03277 -0.02078 AFIX 43 H12 2 0.975455 0.909248 0.566545 11.00000 -1.20000 AFIX 0 C30 1 0.585839 0.980282 0.934260 11.00000 0.08274 0.04638 = 0.06753 -0.01098 0.03601 -0.00355 C14 1 0.996019 1.254096 0.656016 11.00000 0.07374 0.05714 = 0.05789 0.00433 0.00821 -0.02247 AFIX 43 H14 2 1.021618 1.353768 0.658579 11.00000 -1.20000 AFIX 0 C15 1 0.944777 1.221984 0.703171 11.00000 0.07857 0.05019 = 0.06224 -0.00746 0.01744 -0.01169 AFIX 43 H15 2 0.936818 1.302303 0.738455 11.00000 -1.20000 AFIX 0 C8 1 0.879348 0.364901 0.412231 11.00000 0.11032 0.06313 = 0.06174 -0.01028 0.04785 -0.00328 AFIX 43 H8 2 0.910169 0.380677 0.375492 11.00000 -1.20000 AFIX 0 C13 1 1.008446 1.135737 0.605181 11.00000 0.08744 0.08123 = 0.06544 -0.00420 0.03321 -0.03422 AFIX 43 H13 2 1.043984 1.152454 0.573219 11.00000 -1.20000 AFIX 0 C9 1 0.830422 0.233551 0.405872 11.00000 0.11138 0.07733 = 0.07073 -0.03470 0.03868 -0.01311 AFIX 43 H9 2 0.826631 0.158278 0.364588 11.00000 -1.20000 AFIX 0 C10 1 0.787001 0.215626 0.462041 11.00000 0.09760 0.08100 = 0.10454 -0.04900 0.04878 -0.03881 AFIX 43 H10 2 0.754495 0.124629 0.458162 11.00000 -1.20000 AFIX 0 H30A 2 0.565867 0.927817 0.880140 11.00000 0.07909 H30B 2 0.586582 1.100804 0.935830 11.00000 0.07684 HKLF 4 REM p_c_cho_a.res in P2(1)/c REM wR2 = 0.1153, GooF = S = 1.060, Restrained GooF = 1.060 for all data REM R1 = 0.0436 for 4164 Fo > 4sig(Fo) and 0.0730 for all 5842 data REM 324 parameters refined using 0 restraints END WGHT 0.0363 0.9757 REM Highest difference peak 0.206, deepest hole -0.282, 1-sigma level 0.039 Q1 1 0.6600 0.4986 0.7980 11.00000 0.05 0.21 Q2 1 0.6203 0.5967 0.8338 11.00000 0.05 0.19 Q3 1 0.5924 0.4724 0.8000 11.00000 0.05 0.19 Q4 1 0.9025 0.8863 0.6556 11.00000 0.05 0.19 Q5 1 0.8303 0.8230 0.6612 11.00000 0.05 0.16 ; _shelx_res_checksum 19923 _olex2_date_sample_completion 2025-02-21 _olex2_date_sample_data_collection 2025-01-31 _olex2_date_sample_submission 2025-01-31 _olex2_exptl_crystal_mounting_method Na _olex2_submission_original_sample_id P-TER _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 _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.54240(3) 0.38502(5) 0.79044(3) 0.04903(14) Uani 1 1 d . . . . . N1 N 0.58731(8) 0.62525(16) 0.92736(8) 0.0391(3) Uani 1 1 d . . . . . N2 N 0.87466(8) 0.70467(17) 0.59249(8) 0.0429(3) Uani 1 1 d . . . . . C22 C 0.50395(10) 0.60431(19) 0.89467(9) 0.0374(3) Uani 1 1 d . . . . . N4 N 0.90547(10) 1.08257(19) 0.70172(10) 0.0565(4) Uani 1 1 d . . . . . C20 C 0.66986(10) 0.5303(2) 0.75245(10) 0.0405(4) Uani 1 1 d . . . . . H20 H 0.655621 0.469174 0.705223 0.049 Uiso 1 1 calc R U . . . C5 C 0.83413(9) 0.5656(2) 0.59270(10) 0.0408(4) Uani 1 1 d . . . . . C21 C 0.63941(9) 0.62090(19) 0.87634(9) 0.0364(3) Uani 1 1 d . . . . . C16 C 0.73872(9) 0.6259(2) 0.76739(10) 0.0397(4) Uani 1 1 d . . . . . C00A C 0.62225(10) 0.52450(19) 0.80650(10) 0.0377(3) Uani 1 1 d . . . . . C2 C 0.79103(10) 0.5320(2) 0.64937(10) 0.0421(4) Uani 1 1 d . . . . . H2 H 0.765330 0.432772 0.648411 0.051 Uiso 1 1 calc R U . . . C6 C 0.83552(10) 0.4490(2) 0.52689(10) 0.0434(4) Uani 1 1 d . . . . . C3 C 0.82743(10) 0.7914(2) 0.70559(10) 0.0418(4) Uani 1 1 d . . . . . H3 H 0.825411 0.872723 0.742661 0.050 Uiso 1 1 calc R U . . . C4 C 0.87112(10) 0.8150(2) 0.64911(10) 0.0409(4) Uani 1 1 d . . . . . C23 C 0.47515(10) 0.50328(19) 0.82825(10) 0.0405(4) Uani 1 1 d . . . . . C19 C 0.71045(10) 0.7100(2) 0.89322(10) 0.0433(4) Uani 1 1 d . . . . . H19 H 0.725465 0.769665 0.940857 0.052 Uiso 1 1 calc R U . . . C1 C 0.78646(9) 0.6470(2) 0.70742(10) 0.0402(4) Uani 1 1 d . . . . . C11 C 0.91632(10) 0.9686(2) 0.64994(10) 0.0442(4) Uani 1 1 d . . . . . C27 C 0.44816(11) 0.6829(2) 0.92754(11) 0.0481(4) Uani 1 1 d . . . . . H27 H 0.465883 0.749322 0.972515 0.058 Uiso 1 1 calc R U . . . C17 C 0.75867(10) 0.7106(2) 0.84019(10) 0.0448(4) Uani 1 1 d . . . . . H17 H 0.806133 0.769619 0.853503 0.054 Uiso 1 1 calc R U . . . N3 N 0.78813(11) 0.3197(2) 0.52190(11) 0.0687(5) Uani 1 1 d . . . . . C28 C 0.61392(11) 0.7123(2) 1.00421(10) 0.0480(4) Uani 1 1 d . . . . . H28A H 0.669054 0.682070 1.029059 0.058 Uiso 1 1 calc R U . . . H28B H 0.581837 0.675962 1.039892 0.058 Uiso 1 1 calc R U . . . C24 C 0.39352(11) 0.4897(2) 0.79367(11) 0.0529(5) Uani 1 1 d . . . . . H24 H 0.375144 0.426021 0.747790 0.063 Uiso 1 1 calc R U . . . C26 C 0.36693(11) 0.6635(2) 0.89429(13) 0.0558(5) Uani 1 1 d . . . . . H26 H 0.330602 0.714507 0.918008 0.067 Uiso 1 1 calc R U . . . C7 C 0.88247(12) 0.4737(2) 0.47375(11) 0.0548(5) Uani 1 1 d . . . . . H7 H 0.916031 0.563439 0.479495 0.066 Uiso 1 1 calc R U . . . C29 C 0.60927(12) 0.8931(2) 0.99915(12) 0.0553(5) Uani 1 1 d . . . . . H29 H 0.624886 0.949086 1.047885 0.066 Uiso 1 1 calc R U . . . C25 C 0.33926(12) 0.5698(3) 0.82664(13) 0.0588(5) Uani 1 1 d . . . . . H25 H 0.284510 0.560436 0.803265 0.071 Uiso 1 1 calc R U . . . C12 C 0.96797(13) 0.9908(3) 0.60140(13) 0.0639(6) Uani 1 1 d . . . . . H12 H 0.975455 0.909248 0.566545 0.077 Uiso 1 1 calc R U . . . C30 C 0.58584(15) 0.9803(3) 0.93426(15) 0.0625(6) Uani 1 1 d . . . . . C14 C 0.99602(13) 1.2541(3) 0.65602(12) 0.0645(6) Uani 1 1 d . . . . . H14 H 1.021618 1.353768 0.658579 0.077 Uiso 1 1 calc R U . . . C15 C 0.94478(13) 1.2220(3) 0.70317(13) 0.0638(5) Uani 1 1 d . . . . . H15 H 0.936818 1.302303 0.738455 0.077 Uiso 1 1 calc R U . . . C8 C 0.87935(16) 0.3649(3) 0.41223(13) 0.0737(7) Uani 1 1 d . . . . . H8 H 0.910169 0.380677 0.375492 0.088 Uiso 1 1 calc R U . . . C13 C 1.00845(15) 1.1357(3) 0.60518(14) 0.0755(7) Uani 1 1 d . . . . . H13 H 1.043984 1.152454 0.573219 0.091 Uiso 1 1 calc R U . . . C9 C 0.83042(17) 0.2336(3) 0.40587(15) 0.0837(7) Uani 1 1 d . . . . . H9 H 0.826631 0.158278 0.364588 0.100 Uiso 1 1 calc R U . . . C10 C 0.78700(16) 0.2156(3) 0.46204(17) 0.0902(9) Uani 1 1 d . . . . . H10 H 0.754495 0.124629 0.458162 0.108 Uiso 1 1 calc R U . . . H30A H 0.5659(13) 0.928(3) 0.8801(14) 0.079(7) Uiso 1 1 d . . . . . H30B H 0.5866(13) 1.101(3) 0.9358(13) 0.077(7) 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 S1 0.0593(3) 0.0396(2) 0.0557(3) -0.0130(2) 0.0285(2) -0.0125(2) N1 0.0441(8) 0.0423(8) 0.0335(7) -0.0038(6) 0.0146(6) -0.0016(6) N2 0.0421(8) 0.0452(8) 0.0429(8) -0.0023(6) 0.0138(6) -0.0016(6) C22 0.0443(9) 0.0334(8) 0.0377(8) 0.0025(7) 0.0165(7) -0.0035(7) N4 0.0670(10) 0.0485(9) 0.0578(10) -0.0070(8) 0.0229(8) -0.0090(8) C20 0.0471(9) 0.0382(9) 0.0394(9) -0.0044(7) 0.0171(7) 0.0014(7) C5 0.0358(8) 0.0436(9) 0.0439(9) -0.0029(7) 0.0118(7) 0.0011(7) C21 0.0398(8) 0.0363(8) 0.0345(8) 0.0011(7) 0.0121(7) 0.0031(7) C16 0.0380(8) 0.0406(9) 0.0431(9) -0.0022(7) 0.0152(7) 0.0025(7) C00A 0.0423(9) 0.0329(8) 0.0397(8) -0.0014(7) 0.0141(7) -0.0002(7) C2 0.0392(9) 0.0417(9) 0.0488(10) -0.0036(8) 0.0172(7) -0.0018(7) C6 0.0419(9) 0.0449(9) 0.0448(9) -0.0035(8) 0.0137(7) 0.0005(7) C3 0.0425(9) 0.0420(9) 0.0433(9) -0.0047(7) 0.0153(7) 0.0013(7) C4 0.0387(8) 0.0428(9) 0.0414(9) -0.0002(7) 0.0107(7) 0.0006(7) C23 0.0490(10) 0.0360(8) 0.0412(9) 0.0003(7) 0.0202(7) -0.0082(7) C19 0.0424(9) 0.0504(10) 0.0373(9) -0.0084(7) 0.0105(7) -0.0006(8) C1 0.0349(8) 0.0449(9) 0.0420(9) -0.0015(7) 0.0123(7) 0.0033(7) C11 0.0478(10) 0.0451(10) 0.0397(9) 0.0014(8) 0.0108(7) -0.0026(8) C27 0.0542(11) 0.0421(9) 0.0544(11) -0.0041(8) 0.0257(9) -0.0017(8) C17 0.0360(8) 0.0516(10) 0.0472(10) -0.0076(8) 0.0116(7) -0.0038(7) N3 0.0689(11) 0.0682(11) 0.0800(12) -0.0298(10) 0.0388(10) -0.0252(9) C28 0.0546(10) 0.0597(11) 0.0319(8) -0.0047(8) 0.0151(8) -0.0029(9) C24 0.0522(11) 0.0573(11) 0.0506(11) -0.0018(9) 0.0158(9) -0.0164(9) C26 0.0506(11) 0.0491(11) 0.0765(14) 0.0054(10) 0.0324(10) 0.0025(9) C7 0.0739(13) 0.0468(10) 0.0515(11) -0.0021(9) 0.0301(10) -0.0033(9) C29 0.0622(12) 0.0580(12) 0.0492(11) -0.0213(10) 0.0205(9) -0.0087(9) C25 0.0428(10) 0.0630(12) 0.0716(13) 0.0070(11) 0.0163(9) -0.0081(9) C12 0.0779(14) 0.0648(13) 0.0574(12) -0.0105(10) 0.0328(11) -0.0208(11) C30 0.0827(15) 0.0464(12) 0.0675(15) -0.0110(11) 0.0360(12) -0.0035(10) C14 0.0737(14) 0.0571(12) 0.0579(12) 0.0043(10) 0.0082(11) -0.0225(11) C15 0.0786(15) 0.0502(12) 0.0622(13) -0.0075(10) 0.0174(11) -0.0117(10) C8 0.1103(19) 0.0631(14) 0.0617(14) -0.0103(11) 0.0478(13) -0.0033(13) C13 0.0874(16) 0.0812(16) 0.0654(14) -0.0042(12) 0.0332(13) -0.0342(13) C9 0.111(2) 0.0773(16) 0.0707(15) -0.0347(13) 0.0387(14) -0.0131(15) C10 0.0976(19) 0.0810(17) 0.105(2) -0.0490(16) 0.0488(16) -0.0388(15) 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' S S 0.1246 0.1234 '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 C23 S1 C00A 98.20(8) . . ? C22 N1 C28 117.91(13) . . ? C21 N1 C22 119.99(13) . . ? C21 N1 C28 117.78(13) . . ? C4 N2 C5 117.28(14) . . ? C23 C22 N1 120.63(14) . . ? C27 C22 N1 121.45(15) . . ? C27 C22 C23 117.92(16) . . ? C15 N4 C11 117.60(17) . . ? C16 C20 H20 119.3 . . ? C00A C20 H20 119.3 . . ? C00A C20 C16 121.35(15) . . ? N2 C5 C2 122.88(15) . . ? N2 C5 C6 116.24(14) . . ? C2 C5 C6 120.86(15) . . ? C00A C21 N1 120.93(14) . . ? C19 C21 N1 121.78(14) . . ? C19 C21 C00A 117.28(14) . . ? C20 C16 C1 122.61(15) . . ? C17 C16 C20 116.91(15) . . ? C17 C16 C1 120.36(15) . . ? C20 C00A S1 119.48(12) . . ? C20 C00A C21 121.07(15) . . ? C21 C00A S1 119.34(12) . . ? C5 C2 H2 120.1 . . ? C1 C2 C5 119.89(16) . . ? C1 C2 H2 120.1 . . ? N3 C6 C5 116.03(15) . . ? N3 C6 C7 122.02(17) . . ? C7 C6 C5 121.95(16) . . ? C4 C3 H3 119.7 . . ? C4 C3 C1 120.52(15) . . ? C1 C3 H3 119.7 . . ? N2 C4 C3 122.77(15) . . ? N2 C4 C11 117.76(14) . . ? C3 C4 C11 119.48(15) . . ? C22 C23 S1 119.98(13) . . ? C24 C23 S1 119.48(14) . . ? C24 C23 C22 120.48(16) . . ? C21 C19 H19 119.6 . . ? C17 C19 C21 120.83(15) . . ? C17 C19 H19 119.6 . . ? C2 C1 C16 123.82(15) . . ? C2 C1 C3 116.61(15) . . ? C3 C1 C16 119.52(15) . . ? N4 C11 C4 116.40(15) . . ? N4 C11 C12 121.80(17) . . ? C12 C11 C4 121.78(17) . . ? C22 C27 H27 119.5 . . ? C26 C27 C22 120.91(18) . . ? C26 C27 H27 119.5 . . ? C16 C17 H17 118.9 . . ? C19 C17 C16 122.22(16) . . ? C19 C17 H17 118.9 . . ? C10 N3 C6 116.98(18) . . ? N1 C28 H28A 108.3 . . ? N1 C28 H28B 108.3 . . ? N1 C28 C29 115.99(15) . . ? H28A C28 H28B 107.4 . . ? C29 C28 H28A 108.3 . . ? C29 C28 H28B 108.3 . . ? C23 C24 H24 119.7 . . ? C25 C24 C23 120.62(18) . . ? C25 C24 H24 119.7 . . ? C27 C26 H26 119.7 . . ? C25 C26 C27 120.69(18) . . ? C25 C26 H26 119.7 . . ? C6 C7 H7 120.2 . . ? C8 C7 C6 119.53(19) . . ? C8 C7 H7 120.2 . . ? C28 C29 H29 116.4 . . ? C30 C29 C28 127.12(18) . . ? C30 C29 H29 116.4 . . ? C24 C25 H25 120.4 . . ? C26 C25 C24 119.25(18) . . ? C26 C25 H25 120.4 . . ? C11 C12 H12 120.5 . . ? C11 C12 C13 119.1(2) . . ? C13 C12 H12 120.5 . . ? C29 C30 H30A 120.6(14) . . ? C29 C30 H30B 122.2(13) . . ? H30A C30 H30B 117.2(19) . . ? C15 C14 H14 121.0 . . ? C13 C14 H14 121.0 . . ? C13 C14 C15 117.9(2) . . ? N4 C15 C14 124.0(2) . . ? N4 C15 H15 118.0 . . ? C14 C15 H15 118.0 . . ? C7 C8 H8 120.5 . . ? C9 C8 C7 119.0(2) . . ? C9 C8 H8 120.5 . . ? C12 C13 H13 120.2 . . ? C14 C13 C12 119.5(2) . . ? C14 C13 H13 120.2 . . ? C8 C9 H9 121.0 . . ? C8 C9 C10 118.0(2) . . ? C10 C9 H9 121.0 . . ? N3 C10 C9 124.5(2) . . ? N3 C10 H10 117.8 . . ? C9 C10 H10 117.8 . . ? 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 S1 C00A 1.7628(17) . ? S1 C23 1.7612(17) . ? N1 C22 1.414(2) . ? N1 C21 1.4038(19) . ? N1 C28 1.464(2) . ? N2 C5 1.346(2) . ? N2 C4 1.342(2) . ? C22 C23 1.394(2) . ? C22 C27 1.393(2) . ? N4 C11 1.337(2) . ? N4 C15 1.333(2) . ? C20 H20 0.9300 . ? C20 C16 1.395(2) . ? C20 C00A 1.385(2) . ? C5 C2 1.391(2) . ? C5 C6 1.485(2) . ? C21 C00A 1.402(2) . ? C21 C19 1.395(2) . ? C16 C1 1.480(2) . ? C16 C17 1.392(2) . ? C2 H2 0.9300 . ? C2 C1 1.390(2) . ? C6 N3 1.335(2) . ? C6 C7 1.378(2) . ? C3 H3 0.9300 . ? C3 C4 1.382(2) . ? C3 C1 1.391(2) . ? C4 C11 1.488(2) . ? C23 C24 1.386(2) . ? C19 H19 0.9300 . ? C19 C17 1.378(2) . ? C11 C12 1.376(3) . ? C27 H27 0.9300 . ? C27 C26 1.380(3) . ? C17 H17 0.9300 . ? N3 C10 1.332(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C28 C29 1.497(3) . ? C24 H24 0.9300 . ? C24 C25 1.379(3) . ? C26 H26 0.9300 . ? C26 C25 1.371(3) . ? C7 H7 0.9300 . ? C7 C8 1.374(3) . ? C29 H29 0.9300 . ? C29 C30 1.297(3) . ? C25 H25 0.9300 . ? C12 H12 0.9300 . ? C12 C13 1.379(3) . ? C30 H30A 1.00(2) . ? C30 H30B 1.00(2) . ? C14 H14 0.9300 . ? C14 C15 1.366(3) . ? C14 C13 1.361(3) . ? C15 H15 0.9300 . ? C8 H8 0.9300 . ? C8 C9 1.362(3) . ? C13 H13 0.9300 . ? C9 H9 0.9300 . ? C9 C10 1.368(3) . ? C10 H10 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 S1 C23 C24 C25 174.16(15) . . . . ? N1 C22 C23 S1 6.2(2) . . . . ? N1 C22 C23 C24 -176.53(15) . . . . ? N1 C22 C27 C26 178.95(16) . . . . ? N1 C21 C00A S1 -9.4(2) . . . . ? N1 C21 C00A C20 174.48(15) . . . . ? N1 C21 C19 C17 -176.60(15) . . . . ? N1 C28 C29 C30 -1.5(3) . . . . ? N2 C5 C2 C1 2.1(3) . . . . ? N2 C5 C6 N3 -172.80(16) . . . . ? N2 C5 C6 C7 6.7(2) . . . . ? N2 C4 C11 N4 173.69(15) . . . . ? N2 C4 C11 C12 -7.8(3) . . . . ? C22 N1 C21 C00A -31.3(2) . . . . ? C22 N1 C21 C19 149.46(16) . . . . ? C22 N1 C28 C29 -79.9(2) . . . . ? C22 C23 C24 C25 -3.1(3) . . . . ? C22 C27 C26 C25 -1.8(3) . . . . ? N4 C11 C12 C13 -1.3(3) . . . . ? C20 C16 C1 C2 -28.3(3) . . . . ? C20 C16 C1 C3 149.25(16) . . . . ? C20 C16 C17 C19 -4.2(3) . . . . ? C5 N2 C4 C3 -0.8(2) . . . . ? C5 N2 C4 C11 179.44(14) . . . . ? C5 C2 C1 C16 176.71(15) . . . . ? C5 C2 C1 C3 -0.9(2) . . . . ? C5 C6 N3 C10 178.4(2) . . . . ? C5 C6 C7 C8 -177.73(19) . . . . ? C21 N1 C22 C23 33.1(2) . . . . ? C21 N1 C22 C27 -147.05(16) . . . . ? C21 N1 C28 C29 76.8(2) . . . . ? C21 C19 C17 C16 1.1(3) . . . . ? C16 C20 C00A S1 -172.94(13) . . . . ? C16 C20 C00A C21 3.2(2) . . . . ? C00A S1 C23 C22 -36.32(14) . . . . ? C00A S1 C23 C24 146.42(14) . . . . ? C00A C20 C16 C1 -173.96(15) . . . . ? C00A C20 C16 C17 2.1(2) . . . . ? C00A C21 C19 C17 4.2(2) . . . . ? C2 C5 C6 N3 5.5(3) . . . . ? C2 C5 C6 C7 -175.03(17) . . . . ? C6 C5 C2 C1 -176.01(15) . . . . ? C6 N3 C10 C9 -0.4(4) . . . . ? C6 C7 C8 C9 -0.8(4) . . . . ? C3 C4 C11 N4 -6.1(2) . . . . ? C3 C4 C11 C12 172.40(18) . . . . ? C4 N2 C5 C2 -1.3(2) . . . . ? C4 N2 C5 C6 176.94(14) . . . . ? C4 C3 C1 C16 -178.75(15) . . . . ? C4 C3 C1 C2 -1.0(2) . . . . ? C4 C11 C12 C13 -179.7(2) . . . . ? C23 S1 C00A C20 -145.98(14) . . . . ? C23 S1 C00A C21 37.79(15) . . . . ? C23 C22 C27 C26 -1.2(3) . . . . ? C23 C24 C25 C26 0.0(3) . . . . ? C19 C21 C00A S1 169.87(12) . . . . ? C19 C21 C00A C20 -6.3(2) . . . . ? C1 C16 C17 C19 171.90(16) . . . . ? C1 C3 C4 N2 2.0(3) . . . . ? C1 C3 C4 C11 -178.24(15) . . . . ? C11 N4 C15 C14 -1.0(3) . . . . ? C11 C12 C13 C14 -0.6(4) . . . . ? C27 C22 C23 S1 -173.60(13) . . . . ? C27 C22 C23 C24 3.6(2) . . . . ? C27 C26 C25 C24 2.4(3) . . . . ? C17 C16 C1 C2 155.81(17) . . . . ? C17 C16 C1 C3 -26.7(2) . . . . ? N3 C6 C7 C8 1.7(3) . . . . ? C28 N1 C22 C23 -170.73(15) . . . . ? C28 N1 C22 C27 9.1(2) . . . . ? C28 N1 C21 C00A 172.47(15) . . . . ? C28 N1 C21 C19 -6.7(2) . . . . ? C7 C6 N3 C10 -1.1(3) . . . . ? C7 C8 C9 C10 -0.6(4) . . . . ? C15 N4 C11 C4 -179.43(17) . . . . ? C15 N4 C11 C12 2.0(3) . . . . ? C15 C14 C13 C12 1.6(4) . . . . ? C8 C9 C10 N3 1.3(5) . . . . ? C13 C14 C15 N4 -0.9(3) . . . . ?