#============================================================================= data_global loop_ _journal_name_full 'European Journal of Chemistry' _journal_coden_ASTM EJCUA9 _journal_volume 13 _journal_issue 2 _journal_year 2022 _journal_page_first 230 _journal_page_last 233 #============================================================================= data_53 _audit_creation_date 2022-04-09 _audit_creation_method ; Olex2 1.3-beta (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _audit_contact_author_address ? _audit_contact_author_email ? _audit_contact_author_name '' _audit_contact_author_phone ? _publ_contact_author_id_orcid ? _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H17 N3 S1' _chemical_formula_sum 'C24 H17 N3 S1' _chemical_formula_weight 379.4784 _chemical_melting_point '428.5' 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' _space_group_crystal_system 'monoclinic' _space_group_IT_number 14 _space_group_name_H-M_alt 'P 1 21/n 1' _space_group_name_Hall '-P 2yn' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x+1/2, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.068(2) _cell_length_b 8.872(2) _cell_length_c 23.935(4) _cell_angle_alpha 90.00 _cell_angle_beta 92.16(4) _cell_angle_gamma 90.00 _cell_volume 1924.1(6) _cell_formula_units_Z 4 _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 13 _cell_measurement_theta_min 9 _exptl_absorpt_coefficient_mu 0.182 _exptl_absorpt_correction_T_max 0.9874 _exptl_absorpt_correction_T_min 0.9628 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Sheldrick, G. M. (1996). SADABS' _exptl_crystal_colour Red _exptl_crystal_density_diffrn 1.310 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description Plates _exptl_crystal_F_000 792 _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.11 _exptl_special_details ; (CrysAlisPro; Rigaku OD, 2018) ; _diffrn_reflns_av_R_equivalents 0.0559 _diffrn_reflns_av_unetI/netI 0.0618 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_number 8057 _diffrn_reflns_theta_full 23.27 _diffrn_reflns_theta_max 23.27 _diffrn_reflns_theta_min 1.70 _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean ? _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker,APEX CCD area detector' _diffrn_measurement_method ? _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 1704 _reflns_number_total 2751 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement SMART _computing_data_collection SMART _computing_data_reduction SAINTPLUS _computing_molecular_graphics 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3-beta (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1997)' _computing_structure_solution 'SHELXTL (Sheldrick, 1990)' _refine_diff_density_max 0.150 _refine_diff_density_min -0.137 _refine_diff_density_rms 0.034 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.951 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 321 _refine_ls_number_reflns 2751 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1008 _refine_ls_R_factor_gt 0.0548 _refine_ls_restrained_S_all 0.951 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0337P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0883 _refine_ls_wR_factor_ref 0.1029 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _olex2_refinement_description ; ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3114(4) 0.1144(3) 0.05546(14) 0.0636(9) Uani 1 1 d . . . C2 C 0.2971(5) 0.2668(5) 0.0731(2) 0.0971(13) Uani 1 1 d . . . C3 C 0.3848(6) 0.3229(6) 0.1140(3) 0.1178(17) Uani 1 1 d . . . C4 C 0.4900(6) 0.2322(7) 0.1418(2) 0.1121(16) Uani 1 1 d . . . C5 C 0.5064(4) 0.0865(6) 0.12766(18) 0.0899(13) Uani 1 1 d . . . C6 C 0.4173(3) 0.0214(4) 0.08380(13) 0.0612(8) Uani 1 1 d . . . C7 C 0.3460(3) -0.1761(4) 0.02853(13) 0.0611(8) Uani 1 1 d . . . C8 C 0.3586(5) -0.3281(5) 0.0124(2) 0.0970(13) Uani 1 1 d . . . C9 C 0.2726(7) -0.3823(7) -0.0293(3) 0.1246(18) Uani 1 1 d . . . C10 C 0.1687(6) -0.2917(7) -0.0576(2) 0.1103(17) Uani 1 1 d . . . C11 C 0.1516(4) -0.1451(6) -0.04362(16) 0.0871(12) Uani 1 1 d . . . C12 C 0.2411(3) -0.0821(4) 0.00017(13) 0.0601(8) Uani 1 1 d . . . C21 C 0.5335(4) 0.6426(3) 0.20446(14) 0.0596(8) Uani 1 1 d . . . C22 C 0.3989(4) 0.7087(4) 0.21347(18) 0.0742(10) Uani 1 1 d . . . C23 C 0.3264(5) 0.6845(6) 0.2619(2) 0.0979(13) Uani 1 1 d . . . C24 C 0.3903(7) 0.5953(6) 0.3025(2) 0.1113(16) Uani 1 1 d . . . C25 C 0.5261(6) 0.5316(5) 0.29503(19) 0.0978(14) Uani 1 1 d . . . C26 C 0.5981(4) 0.5519(3) 0.24599(14) 0.0681(9) Uani 1 1 d . . . C27 C 0.8414(4) 0.5679(3) 0.18393(13) 0.0644(9) Uani 1 1 d . . . C28 C 0.9916(5) 0.5614(4) 0.1757(2) 0.0857(12) Uani 1 1 d . . . C29 C 1.0522(5) 0.6334(5) 0.1314(2) 0.0940(13) Uani 1 1 d . . . C30 C 0.9641(5) 0.7162(5) 0.09466(19) 0.0842(11) Uani 1 1 d . . . C31 C 0.8167(5) 0.7281(4) 0.10403(15) 0.0679(10) Uani 1 1 d . . . C32 C 0.7535(4) 0.6540(3) 0.14775(13) 0.0575(8) Uani 1 1 d . . . N1 N 0.2233(3) 0.0618(3) 0.01409(11) 0.0688(8) Uani 1 1 d . . . N2 N 0.4341(3) -0.1232(3) 0.07025(11) 0.0683(7) Uani 1 1 d . . . N21 N 0.6017(3) 0.6623(3) 0.15409(13) 0.0696(9) Uani 1 1 d . . . S21 S 0.76479(10) 0.45619(10) 0.23620(4) 0.0860(4) Uani 1 1 d . . . H28 H 1.045(3) 0.506(3) 0.2015(11) 0.058(9) Uiso 1 1 d . . . H24 H 0.349(4) 0.569(4) 0.3352(15) 0.110(15) Uiso 1 1 d . . . H4 H 0.556(4) 0.274(4) 0.1693(16) 0.127(15) Uiso 1 1 d . . . H21 H 0.564(3) 0.719(3) 0.1334(11) 0.042(9) Uiso 1 1 d . . . H31 H 0.755(3) 0.786(3) 0.0799(12) 0.072(10) Uiso 1 1 d . . . H10 H 0.112(3) -0.322(4) -0.0839(15) 0.092(14) Uiso 1 1 d . . . H22 H 0.362(3) 0.773(3) 0.1868(12) 0.065(10) Uiso 1 1 d . . . H23 H 0.234(4) 0.741(3) 0.2688(14) 0.101(13) Uiso 1 1 d . . . H8 H 0.428(4) -0.392(4) 0.0346(16) 0.128(15) Uiso 1 1 d . . . H3 H 0.378(4) 0.429(4) 0.1257(16) 0.140(16) Uiso 1 1 d . . . H25 H 0.566(4) 0.471(4) 0.3189(15) 0.100(14) Uiso 1 1 d . . . H29 H 1.153(3) 0.631(3) 0.1260(13) 0.081(12) Uiso 1 1 d . . . H11 H 0.086(4) -0.073(4) -0.0610(15) 0.107(14) Uiso 1 1 d . . . H5 H 0.573(3) 0.025(3) 0.1439(13) 0.074(11) Uiso 1 1 d . . . H30 H 1.007(4) 0.767(4) 0.0620(16) 0.115(15) Uiso 1 1 d . . . H9 H 0.272(4) -0.477(4) -0.0381(18) 0.138(18) Uiso 1 1 d . . . H2 H 0.235(4) 0.324(4) 0.0499(16) 0.112(15) 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 C1 0.070(2) 0.056(2) 0.065(2) 0.0094(19) 0.004(2) -0.0001(18) C2 0.115(3) 0.064(3) 0.111(4) 0.010(3) -0.003(3) 0.001(3) C3 0.132(4) 0.074(3) 0.147(5) -0.018(3) 0.000(4) -0.019(3) C4 0.107(4) 0.113(4) 0.116(4) -0.034(4) -0.010(3) -0.031(3) C5 0.074(3) 0.103(4) 0.092(3) -0.006(3) -0.012(3) 0.001(3) C6 0.056(2) 0.072(2) 0.056(2) 0.0016(19) -0.0008(18) -0.0017(18) C7 0.068(2) 0.065(2) 0.051(2) 0.0005(18) 0.0033(19) 0.0099(18) C8 0.125(4) 0.079(3) 0.086(3) -0.021(3) -0.005(3) 0.028(3) C9 0.161(5) 0.092(4) 0.120(5) -0.037(4) -0.001(4) 0.010(4) C10 0.114(4) 0.136(5) 0.080(3) -0.042(4) -0.007(3) -0.018(4) C11 0.084(3) 0.110(4) 0.067(3) -0.004(3) -0.008(2) 0.007(3) C12 0.058(2) 0.076(2) 0.0462(19) 0.0051(18) 0.0020(17) 0.0025(18) C21 0.062(2) 0.059(2) 0.057(2) -0.0015(18) -0.0098(19) -0.0104(17) C22 0.068(3) 0.078(3) 0.075(3) -0.001(2) -0.003(2) -0.005(2) C23 0.082(3) 0.114(4) 0.099(4) -0.004(3) 0.016(3) -0.008(3) C24 0.125(5) 0.132(4) 0.078(4) 0.016(3) 0.019(4) -0.017(3) C25 0.116(4) 0.097(3) 0.078(4) 0.019(3) -0.012(3) -0.008(3) C26 0.084(2) 0.066(2) 0.053(2) 0.0073(19) -0.010(2) -0.0145(19) C27 0.072(2) 0.0567(19) 0.063(2) -0.0059(17) -0.0184(19) 0.0058(17) C28 0.086(3) 0.080(3) 0.088(3) -0.003(2) -0.030(3) 0.016(2) C29 0.069(3) 0.105(3) 0.108(4) -0.017(3) 0.004(3) 0.002(3) C30 0.086(3) 0.086(3) 0.080(3) -0.006(2) 0.004(3) -0.003(2) C31 0.079(3) 0.067(2) 0.057(2) -0.001(2) -0.003(2) 0.004(2) C32 0.065(2) 0.0525(19) 0.054(2) -0.0073(17) -0.0104(19) 0.0032(17) N1 0.0751(19) 0.0653(19) 0.0653(19) 0.0103(16) -0.0050(16) 0.0081(15) N2 0.0753(19) 0.0708(19) 0.0583(18) 0.0035(15) -0.0020(16) 0.0180(15) N21 0.075(2) 0.073(2) 0.059(2) 0.0163(17) -0.0166(18) 0.0128(16) S21 0.0988(7) 0.0752(6) 0.0819(7) 0.0214(5) -0.0230(6) 0.0095(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 C2 1.424(5) . ? C1 C6 1.419(4) . ? C1 N1 1.333(4) . ? C2 C3 1.335(6) . ? C3 C4 1.397(6) . ? C4 C5 1.346(6) . ? C5 C6 1.423(5) . ? C6 N2 1.334(3) . ? C7 C8 1.408(5) . ? C7 C12 1.419(4) . ? C7 N2 1.340(3) . ? C8 C9 1.332(6) . ? C9 C10 1.395(7) . ? C10 C11 1.353(6) . ? C11 C12 1.416(4) . ? C12 N1 1.331(4) . ? C21 C22 1.378(4) . ? C21 C26 1.391(4) . ? C21 N21 1.386(4) . ? C22 C23 1.371(5) . ? C23 C24 1.365(6) . ? C24 C25 1.373(6) . ? C25 C26 1.376(5) . ? C26 S21 1.757(3) . ? C27 C28 1.385(5) . ? C27 C32 1.384(4) . ? C27 S21 1.760(3) . ? C28 C29 1.370(5) . ? C29 C30 1.378(5) . ? C30 C31 1.368(5) . ? C31 C32 1.378(4) . ? C32 N21 1.393(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 C6 C1 C2 118.5(4) . . ? N1 C1 C2 119.6(4) . . ? N1 C1 C6 121.9(3) . . ? C3 C2 C1 120.8(5) . . ? C2 C3 C4 120.8(5) . . ? C5 C4 C3 120.9(5) . . ? C4 C5 C6 120.7(5) . . ? C1 C6 C5 118.2(4) . . ? N2 C6 C1 121.6(3) . . ? N2 C6 C5 120.2(3) . . ? C8 C7 C12 119.4(4) . . ? N2 C7 C8 119.2(3) . . ? N2 C7 C12 121.4(3) . . ? C9 C8 C7 120.0(5) . . ? C8 C9 C10 121.4(5) . . ? C11 C10 C9 121.0(5) . . ? C10 C11 C12 119.6(5) . . ? C11 C12 C7 118.5(4) . . ? N1 C12 C7 122.0(3) . . ? N1 C12 C11 119.5(3) . . ? C22 C21 C26 119.1(4) . . ? C22 C21 N21 120.6(3) . . ? N21 C21 C26 120.3(3) . . ? C23 C22 C21 121.4(4) . . ? C24 C23 C22 119.2(5) . . ? C23 C24 C25 120.3(5) . . ? C24 C25 C26 120.9(5) . . ? C21 C26 S21 121.7(3) . . ? C25 C26 C21 119.0(4) . . ? C25 C26 S21 119.3(3) . . ? C28 C27 S21 119.6(3) . . ? C32 C27 C28 118.7(3) . . ? C32 C27 S21 121.5(3) . . ? C29 C28 C27 121.1(4) . . ? C28 C29 C30 120.2(4) . . ? C31 C30 C29 118.9(4) . . ? C30 C31 C32 121.6(4) . . ? C27 C32 N21 120.6(3) . . ? C31 C32 C27 119.5(3) . . ? C31 C32 N21 119.9(3) . . ? C12 N1 C1 116.5(3) . . ? C6 N2 C7 116.6(3) . . ? C21 N21 C32 124.3(3) . . ? C26 S21 C27 100.80(16) . . ? _olex2_submission_special_instructions 'No special instructions were received'