#------------------------------------------------------------------------------ #$Date: 2014-07-12 07:06:18 +0300 (Sat, 12 Jul 2014) $ #$Revision: 120112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/20/57/7205772.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_7205772 loop_ _publ_author_name 'Francuski, Bojana M.' 'Novakovi\'c, Sladjana B.' 'Bogdanovi\'c, Goran A.' _publ_section_title ; Electronic features and hydrogen bonding capacity of the sulfur acceptor in thioureido-based compounds. Experimental charge density study of 4-methyl-3-thiosemicarbazide ; _journal_issue 10 _journal_name_full CrystEngComm _journal_page_first 3580 _journal_volume 13 _journal_year 2011 _chemical_compound_source 'synthesis as described' _chemical_formula_moiety 'C2 H7 N3 S1' _chemical_formula_sum 'C2 H7 N3 S' _chemical_formula_weight 105.18 _chemical_name_systematic ; ? ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_creation_date '24-Mar-03 T09:50:26-00:00' _audit_creation_method 'XD routine XDCIF' _cell_angle_alpha 90 _cell_angle_beta 92.854(2) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 5.9666(2) _cell_length_b 8.7396(2) _cell_length_c 19.1354(6) _cell_measurement_reflns_used 968 _cell_measurement_temperature 100.0(1) _cell_measurement_theta_max 25.13 _cell_measurement_theta_min 11.24 _cell_measurement_wavelength 0.71073 _cell_volume 996.59(5) _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_collection 'Bruker-SMART (Bruker, 2001)' _computing_data_reduction 'SORTAV (Blessing, 1997)' _computing_publication_material 'Volkov et al. (2006)' _computing_structure_refinement 'XD2006 program package 'Volkov et al. (2006)' _computing_structure_solution 'WinGX program package (WinGX, 1999)' _diffrn_ambient_temperature 100.0(1) _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _diffrn_measurement_device_type 'Bruker SMART CCD 1K' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 42 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 114960 _diffrn_reflns_theta_full 51.43 _diffrn_reflns_theta_max 51.43 _diffrn_reflns_theta_min 0 _exptl_absorpt_coefficient_mu 0.496 _exptl_absorpt_correction_type none _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.402 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 448 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.24 _refine_diff_density_max 0.242 _refine_diff_density_min -0.648 _refine_diff_density_rms 0.041 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.817 _refine_ls_matrix_type full _refine_ls_number_parameters 437 _refine_ls_number_reflns 7503 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_gt 0.0178 _refine_ls_shift/su_max 0.003 _refine_ls_structure_factor_coef F _refine_ls_weighting_details ; calc w1 = 1/[s^2^(Fo)] ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.0199 _reflns_number_gt 7503 _reflns_number_total 10401 _reflns_threshold_expression >3sigma(I) _[local]_cod_data_source_file c0ce00760a.txt _[local]_cod_data_source_block tsc5 _[local]_cod_cif_authors_sg_H-M 'P 21/c' _[local]_cod_chemical_formula_sum_orig 'C2 H7 N3 S1' _cod_database_code 7205772 loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z loop_ _atom_local_axes_atom_label _atom_local_axes_atom0 _atom_local_axes_ax1 _atom_local_axes_atom1 _atom_local_axes_atom2 _atom_local_axes_ax2 S(1A) C(1A) Z S(1A) N(2A) Y S(1B) C(1B) Z S(1B) N(2B) Y N(1A) H(12A) Z N(1A) H(11A) Y N(2A) H(2A) Z N(2A) C(1A) Y N(3A) H(3A) Z N(3A) C(1A) Y N(1B) H(11B) Z N(1B) H(12B) Y N(2B) H(2B) Z N(2B) C(1B) Y N(3B) H(3B) Z N(3B) C(1B) Y C(1A) N(3A) Z C(1A) N(2A) Y C(2A) H(23A) Z C(2A) H(21A) Y C(1B) N(3B) Z C(1B) N(2B) Y C(2B) H(22B) Z C(2B) H(21B) Y H(2A) N(2A) Z H(2A) C(1A) Y H(3A) N(3A) Z H(3A) C(1A) Y H(11A) N(1A) Z H(11A) H(12A) Y H(12A) N(1A) Z H(12A) H(11A) Y H(21A) C(2A) Z H(21A) H(22A) Y H(22A) C(2A) Z H(22A) H(23A) Y H(23A) C(2A) Z H(23A) H(22A) Y H(2B) N(2B) Z H(2B) C(1B) Y H(3B) N(3B) Z H(3B) C(1B) Y H(11B) N(1B) Z H(11B) H(12B) Y H(12B) N(1B) Z H(12B) H(11B) Y H(21B) C(2B) Z H(21B) H(23B) Y H(22B) C(2B) Z H(22B) H(23B) Y H(23B) C(2B) Z H(23B) H(21B) Y loop_ _atom_rho_multipole_atom_label _atom_rho_multipole_coeff_Pv _atom_rho_multipole_coeff_P00 _atom_rho_multipole_coeff_P11 _atom_rho_multipole_coeff_P1-1 _atom_rho_multipole_coeff_P10 _atom_rho_multipole_coeff_P20 _atom_rho_multipole_coeff_P21 _atom_rho_multipole_coeff_P2-1 _atom_rho_multipole_coeff_P22 _atom_rho_multipole_coeff_P2-2 _atom_rho_multipole_coeff_P30 _atom_rho_multipole_coeff_P31 _atom_rho_multipole_coeff_P3-1 _atom_rho_multipole_coeff_P32 _atom_rho_multipole_coeff_P3-2 _atom_rho_multipole_coeff_P33 _atom_rho_multipole_coeff_P3-3 _atom_rho_multipole_coeff_P40 _atom_rho_multipole_coeff_P41 _atom_rho_multipole_coeff_P4-1 _atom_rho_multipole_coeff_P42 _atom_rho_multipole_coeff_P4-2 _atom_rho_multipole_coeff_P43 _atom_rho_multipole_coeff_P4-3 _atom_rho_multipole_coeff_P44 _atom_rho_multipole_coeff_P4-4 _atom_rho_multipole_kappa _atom_rho_multipole_kappa_prime0 _atom_rho_multipole_kappa_prime1 _atom_rho_multipole_kappa_prime2 _atom_rho_multipole_kappa_prime3 _atom_rho_multipole_kappa_prime4 _atom_rho_multipole_radial_slater_n0 _atom_rho_multipole_radial_slater_zeta0 _atom_rho_multipole_radial_slater_n1 _atom_rho_multipole_radial_slater_zeta1 _atom_rho_multipole_radial_slater_n2 _atom_rho_multipole_radial_slater_zeta2 _atom_rho_multipole_radial_slater_n3 _atom_rho_multipole_radial_slater_zeta3 _atom_rho_multipole_radial_slater_n4 _atom_rho_multipole_radial_slater_zeta4 S(1A) 6.16(4) 0 -0.016(11) -0.066(11) -0.069(11) -0.201(12) 0.236(12) 0.048(11) -0.095(12) -0.137(11) 0.064(11) 0.000(10) -0.002(10) 0.010(10) -0.007(10) 0.044(10) -0.045(10) -0.023(12) -0.019(11) 0.021(11) 0.003(11) 0.057(11) -0.063(11) -0.059(11) -0.043(11) -0.001(11) 1.087(4) 1.191363 1.191363 1.191363 1.191363 1.191363 4 3.8512666666667 4 3.8512666666667 4 3.8512666666667 4 3.8512666666667 4 3.8512666666667 S(1B) 6.14(4) 0 0.032(12) -0.032(12) -0.065(13) -0.181(13) -0.219(12) 0.020(12) -0.270(12) 0.001(11) 0.047(12) 0.007(11) 0.017(11) 0.004(11) 0.012(11) 0.020(10) -0.014(10) 0.021(13) -0.039(12) 0.012(12) 0.095(12) -0.014(12) 0.026(12) 0.008(12) 0.058(11) -0.020(11) 1.094(4) 1.142230 1.142230 1.142230 1.142230 1.142230 4 3.8512666666667 4 3.8512666666667 4 3.8512666666667 4 3.8512666666667 4 3.8512666666667 N(1A) 5.42(9) 0 -0.151(16) -0.03(2) 0.06(2) 0.049(19) 0.030(14) 0.041(15) -0.081(17) 0.129(15) 0.152(19) -0.072(15) 0.004(14) 0.011(16) 0.116(15) 0.061(15) -0.112(16) 0 0 0 0 0 0 0 0 0 0.978(6) 0.84112 0.84112 0.84112 0.84112 0.84112 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2A) 5.46(8) 0 0.011(15) 0.080(18) 0.07(2) 0.059(18) -0.092(13) -0.083(15) 0.023(16) -0.027(15) 0.281(19) 0.011(15) -0.002(16) 0.188(17) -0.016(16) 0.014(16) 0.057(16) 0 0 0 0 0 0 0 0 0 0.975(5) 0.83234 0.83234 0.83234 0.83234 0.83234 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3A) 5.56(9) 0 0.010(14) 0.02(2) 0.13(2) 0.05(2) 0.090(13) 0.013(15) -0.030(16) -0.070(14) 0.26(2) 0.004(14) -0.051(17) 0.182(16) -0.009(16) 0.005(16) 0.013(16) 0 0 0 0 0 0 0 0 0 0.973(5) 0.803224 0.803224 0.803224 0.803224 0.803224 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(1B) 5.47(8) 0 0.132(14) -0.01(2) 0.03(2) 0.016(17) -0.042(13) 0.047(12) -0.075(15) -0.185(13) 0.191(17) 0.050(14) -0.032(13) 0.012(14) -0.087(14) -0.048(14) -0.116(15) 0 0 0 0 0 0 0 0 0 0.978(5) 0.845381 0.845381 0.845381 0.845381 0.845381 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(2B) 5.39(8) 0 0.009(14) 0.058(17) 0.08(2) 0.085(17) 0.071(13) -0.110(14) 0.008(15) 0.038(14) 0.259(18) 0.012(13) 0.047(15) 0.147(15) -0.031(15) 0.033(15) 0.040(15) 0 0 0 0 0 0 0 0 0 0.986(5) 0.850211 0.850211 0.850211 0.850211 0.850211 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 N(3B) 5.38(9) 0 0.041(15) 0.00(2) 0.06(3) 0.04(2) -0.061(13) 0.021(16) -0.109(16) -0.019(15) 0.23(2) 0.033(15) -0.028(17) 0.188(17) -0.016(16) 0.024(16) 0.029(16) 0 0 0 0 0 0 0 0 0 0.983(5) 0.798533 0.798533 0.798533 0.798533 0.798533 2 3.83936 2 3.83936 2 3.83936 3 3.83936 4 3.83936 C(1A) 4.06(8) 0 -0.013(15) -0.09(2) -0.03(2) 0.18(2) 0.078(15) 0.018(18) -0.241(16) 0.051(14) 0.32(2) 0.019(19) -0.03(2) 0.21(2) 0.003(19) -0.001(17) -0.035(17) 0 0 0 0 0 0 0 0 0 1.000(7) 0.882767 0.882767 0.882767 0.882767 0.882767 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2A) 4.33(18) 0 -0.15(3) 0.08(3) 0.06(3) -0.03(3) -0.03(2) -0.04(2) -0.09(2) 0.12(2) 0.27(3) -0.11(2) 0.04(2) -0.13(2) 0.20(2) -0.03(2) -0.28(3) 0 0 0 0 0 0 0 0 0 0.980(11) 0.789378 0.789378 0.789378 0.789378 0.789378 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(1B) 4.24(8) 0 0.030(16) -0.04(2) -0.02(2) 0.22(2) -0.025(16) 0.000(18) -0.304(17) -0.069(15) 0.33(2) 0.01(2) -0.01(2) 0.22(2) 0.01(2) -0.037(18) -0.051(18) 0 0 0 0 0 0 0 0 0 0.993(7) 0.852938 0.852938 0.852938 0.852938 0.852938 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 C(2B) 4.29(17) 0 -0.03(3) 0.12(3) 0.17(3) 0.07(2) 0.014(18) -0.015(19) -0.04(2) 0.01(2) 0.27(3) -0.04(2) 0.071(19) -0.14(2) 0.20(2) -0.11(2) -0.23(2) 0 0 0 0 0 0 0 0 0 0.991(12) 0.836582 0.836582 0.836582 0.836582 0.836582 2 3.1762 2 3.1762 2 3.1762 3 3.1762 4 3.1762 H(2A) 0.74(7) 0 0 0 0.06(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.13(5) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(3A) 0.43(5) 0 0 0 0.02(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.64(11) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(11A) 0.75(6) 0 0 0 0.13(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.32(6) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(12A) 0.72(7) 0 0 0 0.05(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.23(6) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(21A) 0.70(6) 0 0 0 0.17(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16(4) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(22A) 0.94(8) 0 0 0 0.11(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16(4) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(23A) 0.72(7) 0 0 0 0.14(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.16(4) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(2B) 0.63(6) 0 0 0 0.08(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.31(6) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(3B) 0.58(6) 0 0 0 0.09(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.48(8) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(11B) 0.84(6) 0 0 0 0.08(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14(4) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(12B) 0.71(6) 0 0 0 0.09(2) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.26(5) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(21B) 0.83(6) 0 0 0 0.15(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.24(4) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(22B) 0.69(6) 0 0 0 0.10(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.24(4) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 H(23B) 0.80(7) 0 0 0 0.14(3) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.24(4) 1.2 1.2 1.2 1.2 1.2 0 2 1 2 2 2 3 2 4 2 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 S(1A) 0.01533(3) 0.01208(3) 0.01361(3) 0.00062(3) -0.00161(2) -0.00286(3) S(1B) 0.01278(3) 0.01317(3) 0.01552(3) -0.00166(3) 0.00191(2) 0.00090(3) N(1A) 0.01487(13) 0.01976(15) 0.02150(14) -0.00464(12) 0.00495(10) -0.00382(11) N(2A) 0.01551(12) 0.01738(14) 0.01637(11) -0.00542(10) 0.00409(9) -0.00302(10) N(3A) 0.01250(10) 0.01293(10) 0.01259(9) -0.00165(8) 0.00076(8) -0.00054(8) N(1B) 0.01340(11) 0.01610(12) 0.01240(10) -0.00023(9) -0.00093(8) 0.00109(9) N(2B) 0.01520(12) 0.01858(13) 0.01037(9) -0.00262(8) -0.00162(8) 0.00297(10) N(3B) 0.01438(11) 0.01793(12) 0.00981(9) -0.00073(8) -0.00099(8) 0.00347(9) C(1A) 0.01200(10) 0.01079(10) 0.01193(9) -0.00010(8) -0.00060(7) 0.00056(8) C(2A) 0.01803(15) 0.02212(17) 0.01712(13) -0.00408(12) 0.00512(11) -0.00229(12) C(1B) 0.01227(10) 0.01152(10) 0.01107(9) -0.00042(7) 0.00042(7) -0.00042(8) C(2B) 0.01772(14) 0.02743(18) 0.01295(11) 0.00121(12) -0.00293(10) 0.00390(14) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_symmetry_multiplicity S(1A) -0.005344(16) -0.312524(11) 0.768995(5) 0.014 1 4 S(1B) 0.538721(15) 0.183534(11) 0.917955(5) 0.014 1 4 N(1A) 0.54151(8) -0.05982(6) 0.75927(2) 0.019 1 4 N(2A) 0.37059(7) -0.16766(5) 0.74465(2) 0.016 1 4 N(3A) 0.20618(6) -0.08825(4) 0.843449(17) 0.013 1 4 N(1B) -0.01654(6) 0.43378(5) 0.908262(18) 0.014 1 4 N(2B) 0.16634(6) 0.34098(5) 0.890839(17) 0.015 1 4 N(3B) 0.30043(6) 0.35203(4) 1.004829(16) 0.014 1 4 C(1A) 0.20070(5) -0.17987(4) 0.788189(16) 0.012 1 4 C(2A) 0.03751(8) -0.08203(6) 0.89520(2) 0.019 1 4 C(1B) 0.32284(6) 0.29885(4) 0.940313(16) 0.012 1 4 C(2B) 0.45281(7) 0.31311(7) 1.06368(2) 0.019 1 4 H(2A) 0.375(2) -0.234(1) 0.704(1) 0.021(8) 1 4 H(3A) 0.331(2) -0.019(1) 0.847(1) 0.032(10) 1 4 H(11A) 0.544(2) 0.009(1) 0.718(1) 0.043(10) 1 4 H(12A) 0.685(2) -0.115(1) 0.764(1) 0.029(10) 1 4 H(21A) 0.105(2) -0.014(1) 0.939(1) 0.043(10) 1 4 H(22A) -0.110(2) -0.033(1) 0.873(1) 0.061(10) 1 4 H(23A) 0.001(2) -0.197(1) 0.913(1) 0.045(10) 1 4 H(2B) 0.157(1) 0.290(1) 0.846(1) 0.029(10) 1 4 H(3B) 0.170(1) 0.414(1) 1.012(1) 0.037(10) 1 4 H(11B) -0.156(1) 0.371(1) 0.907(1) 0.022(8) 1 4 H(12B) -0.038(1) 0.509(1) 0.870(1) 0.025(8) 1 4 H(21B) 0.370(2) 0.343(1) 1.110(1) 0.058(10) 1 4 H(22B) 0.615(2) 0.359(1) 1.056(1) 0.043(9) 1 4 H(23B) 0.473(2) 0.191(1) 1.064(1) 0.046(8) 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H(11A) N(1A) H(12A) 108.8(8) 1_555 1_555 1_555 yes N(2A) N(1A) H(11A) 106.4(5) 1_555 1_555 1_555 yes N(2A) N(1A) H(12A) 108.0(6) 1_555 1_555 1_555 yes N(1A) N(2A) C(1A) 119.35(3) 1_555 1_555 1_555 yes N(1A) N(2A) H(2A) 120.9(5) 1_555 1_555 1_555 yes C(1A) N(2A) H(2A) 119.8(5) 1_555 1_555 1_555 yes C(1A) N(3A) C(2A) 125.32(3) 1_555 1_555 1_555 yes C(1A) N(3A) H(3A) 115.1(6) 1_555 1_555 1_555 yes C(2A) N(3A) H(3A) 119.5(6) 1_555 1_555 1_555 yes H(11B) N(1B) H(12B) 105.2(7) 1_555 1_555 1_555 yes N(2B) N(1B) H(11B) 109.3(5) 1_555 1_555 1_555 yes N(2B) N(1B) H(12B) 106.4(5) 1_555 1_555 1_555 yes N(1B) N(2B) C(1B) 120.49(3) 1_555 1_555 1_555 yes N(1B) N(2B) H(2B) 117.6(5) 1_555 1_555 1_555 yes C(1B) N(2B) H(2B) 120.4(6) 1_555 1_555 1_555 yes C(1B) N(3B) C(2B) 123.31(3) 1_555 1_555 1_555 yes C(1B) N(3B) H(3B) 116.6(11) 1_555 1_555 1_555 yes C(2B) N(3B) H(3B) 120.1(11) 1_555 1_555 1_555 yes S(1A) C(1A) N(2A) 118.29(3) 1_555 1_555 1_555 yes S(1A) C(1A) N(3A) 124.59(3) 1_555 1_555 1_555 yes N(2A) C(1A) N(3A) 117.12(3) 1_555 1_555 1_555 yes N(3A) C(2A) H(21A) 107.5(6) 1_555 1_555 1_555 yes N(3A) C(2A) H(22A) 110.0(6) 1_555 1_555 1_555 yes N(3A) C(2A) H(23A) 109.8(6) 1_555 1_555 1_555 yes H(21A) C(2A) H(22A) 110.8(9) 1_555 1_555 1_555 yes H(21A) C(2A) H(23A) 109.8(9) 1_555 1_555 1_555 yes H(22A) C(2A) H(23A) 109.0(9) 1_555 1_555 1_555 yes S(1B) C(1B) N(2B) 119.37(3) 1_555 1_555 1_555 yes S(1B) C(1B) N(3B) 123.38(3) 1_555 1_555 1_555 yes N(2B) C(1B) N(3B) 117.24(3) 1_555 1_555 1_555 yes N(3B) C(2B) H(21B) 107.0(6) 1_555 1_555 1_555 yes N(3B) C(2B) H(22B) 110.1(6) 1_555 1_555 1_555 yes N(3B) C(2B) H(23B) 107.7(5) 1_555 1_555 1_555 yes H(21B) C(2B) H(22B) 118.4(8) 1_555 1_555 1_555 yes H(21B) C(2B) H(23B) 107.1(8) 1_555 1_555 1_555 yes H(22B) C(2B) H(23B) 106.0(8) 1_555 1_555 1_555 yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag S(1A) C(1A) 1.7162(4) 1_555 1_555 yes S(1B) C(1B) 1.7067(3) 1_555 1_555 yes N(1A) N(2A) 1.4065(5) 1_555 1_555 yes N(1A) H(11A) 1.001(10) 1_555 1_555 yes N(1A) H(12A) 0.982(9) 1_555 1_555 yes N(2A) C(1A) 1.3480(5) 1_555 1_555 yes N(2A) H(2A) 0.977(10) 1_555 1_555 yes N(3A) C(1A) 1.3255(4) 1_555 1_555 yes N(3A) C(2A) 1.4476(5) 1_555 1_555 yes N(3A) H(3A) 0.963(10) 1_555 1_555 yes N(1B) N(2B) 1.4127(5) 1_555 1_555 yes N(1B) H(11B) 0.994(9) 1_555 1_555 yes N(1B) H(12B) 0.986(9) 1_555 1_555 yes N(2B) C(1B) 1.3475(4) 1_555 1_555 yes N(2B) H(2B) 0.975(9) 1_555 1_555 yes N(3B) C(1B) 1.3321(4) 1_555 1_555 yes N(3B) C(2B) 1.4521(5) 1_555 1_555 yes N(3B) H(3B) 0.963(9) 1_555 1_555 yes C(2A) H(21A) 1.084(12) 1_555 1_555 yes C(2A) H(22A) 1.045(11) 1_555 1_555 yes C(2A) H(23A) 1.086(12) 1_555 1_555 yes C(2B) H(21B) 1.073(11) 1_555 1_555 yes C(2B) H(22B) 1.065(11) 1_555 1_555 yes C(2B) H(23B) 1.076(10) 1_555 1_555 yes 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 H(2A) N(2A) C(1A) S(1A) -0.7(7) 1_555 1_555 1_555 1_555 yes H(2A) N(2A) C(1A) N(3A) 178.9(7) 1_555 1_555 1_555 1_555 yes N(1A) N(2A) C(1A) S(1A) -180.0(1) 1_555 1_555 1_555 1_555 yes N(1A) N(2A) C(1A) N(3A) -0.4(1) 1_555 1_555 1_555 1_555 yes C(2A) N(3A) C(1A) S(1A) -1.8(1) 1_555 1_555 1_555 1_555 yes C(2A) N(3A) C(1A) N(2A) 178.65(4) 1_555 1_555 1_555 1_555 yes H(3A) N(3A) C(1A) S(1A) -179.1(7) 1_555 1_555 1_555 1_555 yes H(3A) N(3A) C(1A) N(2A) 1.4(7) 1_555 1_555 1_555 1_555 yes C(1A) N(3A) C(2A) H(21A) 168.7(7) 1_555 1_555 1_555 1_555 yes C(1A) N(3A) C(2A) H(22A) -70.5(7) 1_555 1_555 1_555 1_555 yes C(1A) N(3A) C(2A) H(23A) 49.4(7) 1_555 1_555 1_555 1_555 yes H(3A) N(3A) C(2A) H(21A) -14.2(10) 1_555 1_555 1_555 1_555 yes H(3A) N(3A) C(2A) H(22A) 106.6(10) 1_555 1_555 1_555 1_555 yes H(3A) N(3A) C(2A) H(23A) -133.5(10) 1_555 1_555 1_555 1_555 yes H(11A) N(1A) N(2A) C(1A) -121.9(6) 1_555 1_555 1_555 1_555 yes H(11A) N(1A) N(2A) H(2A) 58.9(9) 1_555 1_555 1_555 1_555 yes H(12A) N(1A) N(2A) C(1A) 121.5(6) 1_555 1_555 1_555 1_555 yes H(12A) N(1A) N(2A) H(2A) -57.8(9) 1_555 1_555 1_555 1_555 yes H(2B) N(2B) C(1B) S(1B) 13.1(7) 1_555 1_555 1_555 1_555 yes H(2B) N(2B) C(1B) N(3B) -167.6(7) 1_555 1_555 1_555 1_555 yes N(1B) N(2B) C(1B) S(1B) 178.7(1) 1_555 1_555 1_555 1_555 yes N(1B) N(2B) C(1B) N(3B) -2.0(1) 1_555 1_555 1_555 1_555 yes C(2B) N(3B) C(1B) S(1B) -2.3(1) 1_555 1_555 1_555 1_555 yes C(2B) N(3B) C(1B) N(2B) 178.4(1) 1_555 1_555 1_555 1_555 yes H(3B) N(3B) C(1B) S(1B) -178.4(7) 1_555 1_555 1_555 1_555 yes H(3B) N(3B) C(1B) N(2B) 2.3(7) 1_555 1_555 1_555 1_555 yes C(1B) N(3B) C(2B) H(21B) -163.8(7) 1_555 1_555 1_555 1_555 yes C(1B) N(3B) C(2B) H(22B) 66.2(7) 1_555 1_555 1_555 1_555 yes C(1B) N(3B) C(2B) H(23B) -48.9(6) 1_555 1_555 1_555 1_555 yes H(3B) N(3B) C(2B) H(21B) 12.1(9) 1_555 1_555 1_555 1_555 yes H(3B) N(3B) C(2B) H(22B) -117.9(10) 1_555 1_555 1_555 1_555 yes H(3B) N(3B) C(2B) H(23B) 127.0(9) 1_555 1_555 1_555 1_555 yes H(11B) N(1B) N(2B) C(1B) -108.2(6) 1_555 1_555 1_555 1_555 yes H(11B) N(1B) N(2B) H(2B) 57.8(9) 1_555 1_555 1_555 1_555 yes H(12B) N(1B) N(2B) C(1B) 138.7(6) 1_555 1_555 1_555 1_555 yes H(12B) N(1B) N(2B) H(2B) -55.3(9) 1_555 1_555 1_555 1_555 yes _journal_paper_doi 10.1039/c0ce00760a