data_2203301 loop_ _publ_author_name 'Maniukiewicz, Waldemar' _publ_section_title ; trans-Bis(2-amino-1,3-benzothiazole-\kN^3^)dichlorocopper(II) ; _journal_issue 3 _journal_name_full 'Acta Crystallographica, Section E' _journal_page_first m340 _journal_page_last m341 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Cu Cl2 (C7 H6 N2 S)2]' _chemical_formula_moiety 'C14 H12 Cl2 Cu N4 S2' _chemical_formula_structural ? _chemical_formula_sum 'C14 H12 Cl2 Cu N4 S2' _chemical_formula_weight 434.87 _chemical_melting_point ? _chemical_name_common ? _chemical_name_systematic ; trans-Bis(2-amino-1,3-benzothiazole-\kN^3^)dichlorocopper(II) ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90 _cell_angle_beta 106.85(2) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 6.4430(10) _cell_length_b 13.032(3) _cell_length_c 9.987(2) _cell_measurement_reflns_used 15 _cell_measurement_temperature 293 _cell_measurement_theta_max 15.0 _cell_measurement_theta_min 10.0 _cell_volume 802.6(3) _computing_cell_refinement 'P3 Software' _computing_data_collection 'P3 Software (Siemens, 1993)' _computing_data_reduction 'XDISK in SHELXTL/PC (Sheldrick, 1990)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material PLATON _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Siemens P3' _diffrn_measurement_method \w-2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'FK60-10 Siemens Mo tube' _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0409 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 2096 _diffrn_reflns_reduction_process ; ; _diffrn_reflns_theta_full 27.56 _diffrn_reflns_theta_max 27.56 _diffrn_reflns_theta_min 2.13 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time ? _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.955 _exptl_absorpt_correction_T_max 0.822 _exptl_absorpt_correction_T_min 0.721 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour brown _exptl_crystal_density_diffrn 1.799 _exptl_crystal_density_meas 1.75(3) _exptl_crystal_density_method 'by flotation' _exptl_crystal_description Needle _exptl_crystal_F_000 438 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_size_rad ? _refine_diff_density_max 0.960 _refine_diff_density_min -0.443 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack 0.08(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_constraints 0 _refine_ls_number_parameters 209 _refine_ls_number_reflns 1933 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.031 _refine_ls_R_factor_all 0.0501 _refine_ls_R_factor_gt 0.0375 _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^)+(0.0445P)^2^+0.5431P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0819 _refine_ls_wR_factor_ref 0.0872 _reflns_number_gt 1649 _reflns_number_total 1933 _reflns_threshold_expression I>2\s(I) loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,-z loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu 0.0208(3) 0.0173(3) 0.0232(3) -0.0009(3) 0.0102(2) 0.0001(3) Cl1 0.0298(9) 0.0202(8) 0.0394(10) 0.0037(7) 0.0146(8) 0.0040(7) Cl2 0.0314(9) 0.0218(8) 0.0462(10) 0.0043(7) 0.0184(8) 0.0073(7) S1 0.0401(10) 0.0339(8) 0.0342(9) -0.0026(8) 0.0243(8) 0.0009(7) S11 0.0349(9) 0.0359(9) 0.0358(9) -0.0040(7) 0.0238(7) 0.0010(7) N1 0.028(2) 0.020(2) 0.023(2) -0.005(2) 0.0131(19) -0.003(2) N2 0.023(3) 0.029(3) 0.031(3) -0.007(2) 0.010(2) -0.005(2) N11 0.024(2) 0.019(2) 0.024(2) 0.002(3) 0.0098(18) 0.004(3) N12 0.026(3) 0.027(3) 0.039(3) -0.007(2) 0.017(2) -0.006(2) C1 0.047(4) 0.024(3) 0.025(3) 0.006(3) 0.018(3) 0.004(3) C2 0.031(3) 0.023(3) 0.025(3) 0.002(3) 0.008(3) 0.003(3) C3 0.035(4) 0.028(4) 0.027(3) 0.001(3) 0.007(3) 0.000(3) C4 0.061(5) 0.029(4) 0.036(4) -0.002(4) 0.004(4) -0.001(3) C5 0.063(5) 0.033(4) 0.015(3) 0.010(4) 0.008(3) 0.001(3) C6 0.069(6) 0.038(4) 0.034(4) 0.010(4) 0.028(4) 0.003(3) C7 0.023(3) 0.025(4) 0.025(3) 0.003(3) 0.011(3) 0.003(3) C11 0.038(4) 0.028(4) 0.027(3) 0.000(3) 0.014(3) 0.001(3) C12 0.032(3) 0.015(3) 0.021(3) 0.004(3) 0.012(3) 0.003(2) C13 0.034(4) 0.026(3) 0.030(3) 0.001(3) 0.008(3) 0.000(3) C14 0.045(4) 0.024(4) 0.030(4) -0.009(3) 0.001(3) -0.001(3) C15 0.062(5) 0.037(4) 0.029(4) 0.002(4) 0.015(4) -0.013(3) C16 0.050(4) 0.047(5) 0.027(3) 0.008(4) 0.018(3) -0.003(3) C17 0.025(3) 0.020(3) 0.024(3) 0.003(2) 0.008(2) 0.007(2) loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_type_symbol Cu 0.73783(11) 0.05079(7) 0.61331(7) 0.0196(2) Uani . . 1.000 Cu Cl1 0.8332(3) -0.11686(12) 0.65459(18) 0.0288(5) Uani . . 1.000 Cl Cl2 0.6521(3) 0.22182(12) 0.58044(19) 0.0316(5) Uani . . 1.000 Cl S1 0.2715(3) 0.00982(14) 0.86922(19) 0.0332(5) Uani . . 1.000 S S11 1.1973(3) 0.08683(13) 0.35171(18) 0.0327(5) Uani . . 1.000 S N1 0.5828(8) 0.0435(5) 0.7584(5) 0.0225(12) Uani . . 1.000 N N2 0.3261(8) -0.0776(5) 0.6389(5) 0.0272(17) Uani . . 1.000 N N11 0.8864(7) 0.0589(5) 0.4648(5) 0.0217(12) Uani . . 1.000 N N12 1.1403(9) 0.1844(5) 0.5741(6) 0.0291(17) Uani . . 1.000 N C1 0.4737(12) 0.0963(5) 0.9529(7) 0.0304(19) Uani . . 1.000 C C2 0.6304(10) 0.1039(5) 0.8800(6) 0.0264(17) Uani . . 1.000 C C3 0.8065(11) 0.1660(5) 0.9305(7) 0.030(2) Uani . . 1.000 C C4 0.8340(14) 0.2187(6) 1.0554(8) 0.044(3) Uani . . 1.000 C C5 0.6807(15) 0.2109(6) 1.1272(7) 0.038(2) Uani . . 1.000 C C6 0.4980(15) 0.1493(6) 1.0768(8) 0.044(3) Uani . . 1.000 C C7 0.4045(10) -0.0107(5) 0.7415(7) 0.0235(19) Uani . . 1.000 C C11 1.0018(11) -0.0041(5) 0.2771(7) 0.030(2) Uani . . 1.000 C C12 0.8450(10) -0.0083(4) 0.3498(6) 0.0218(17) Uani . . 1.000 C C13 0.6662(11) -0.0730(5) 0.3036(7) 0.0303(19) Uani . . 1.000 C C14 0.6463(12) -0.1312(5) 0.1839(7) 0.035(2) Uani . . 1.000 C C15 0.8005(15) -0.1250(7) 0.1127(8) 0.042(3) Uani . . 1.000 C C16 0.9807(13) -0.0629(6) 0.1589(7) 0.040(2) Uani . . 1.000 C C17 1.0626(10) 0.1143(4) 0.4768(6) 0.0228(17) Uani . . 1.000 C H1 0.39330 -0.08900 0.57750 0.0330 Uiso . R 1.000 H H2 0.20760 -0.10970 0.63430 0.0330 Uiso . R 1.000 H H3 0.90840 0.17280 0.88150 0.0360 Uiso . R 1.000 H H4 0.95630 0.25930 1.09080 0.0530 Uiso . R 1.000 H H5 0.69920 0.24730 1.21000 0.0450 Uiso . R 1.000 H H6 0.39380 0.14370 1.12420 0.0530 Uiso . R 1.000 H H11 1.07470 0.19650 0.63610 0.0350 Uiso . R 1.000 H H12 1.25620 0.21770 0.57560 0.0350 Uiso . R 1.000 H H13 0.56380 -0.07790 0.35250 0.0360 Uiso . R 1.000 H H14 0.52770 -0.17460 0.15120 0.0420 Uiso . R 1.000 H H15 0.78210 -0.16370 0.03180 0.0500 Uiso . R 1.000 H H16 1.08420 -0.06060 0.11050 0.0470 Uiso . R 1.000 H loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source S S 0.1246 0.1234 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -5 1 2 4 4 5 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag Cl1 Cu Cl2 . . . 177.58(7) yes Cl1 Cu N1 . . . 89.34(19) yes Cl1 Cu N11 . . . 91.32(19) yes Cl2 Cu N1 . . . 89.98(19) yes Cl2 Cu N11 . . . 89.41(19) yes N1 Cu N11 . . . 178.7(2) yes C1 S1 C7 . . . 89.6(3) no C11 S11 C17 . . . 89.9(3) no Cu N1 C2 . . . 125.0(5) no Cu N1 C7 . . . 122.5(4) no C2 N1 C7 . . . 112.0(5) no Cu N11 C12 . . . 123.9(4) no Cu N11 C17 . . . 123.3(4) no C12 N11 C17 . . . 111.6(5) no H1 N2 H2 . . . 120.04 no C7 N2 H1 . . . 120.39 no C7 N2 H2 . . . 119.57 no H11 N12 H12 . . . 120.05 no C17 N12 H12 . . . 120.23 no C17 N12 H11 . . . 119.73 no C2 C1 C6 . . . 120.9(7) no S1 C1 C2 . . . 110.2(5) no S1 C1 C6 . . . 128.8(7) no N1 C2 C1 . . . 113.4(6) no N1 C2 C3 . . . 127.0(6) no C1 C2 C3 . . . 119.6(6) no C2 C3 C4 . . . 120.0(7) no C3 C4 C5 . . . 120.3(8) no C4 C5 C6 . . . 120.7(7) no C1 C6 C5 . . . 118.4(8) no S1 C7 N1 . . . 114.7(5) no N1 C7 N2 . . . 125.0(6) no S1 C7 N2 . . . 120.3(5) no S11 C11 C12 . . . 110.3(5) no C12 C11 C16 . . . 120.8(7) no S11 C11 C16 . . . 128.8(6) no C11 C12 C13 . . . 120.1(6) no N11 C12 C13 . . . 126.1(6) no N11 C12 C11 . . . 113.8(5) no C12 C13 C14 . . . 118.4(7) no C13 C14 C15 . . . 120.7(7) no C14 C15 C16 . . . 121.5(7) no C11 C16 C15 . . . 118.4(7) no N11 C17 N12 . . . 125.2(6) no S11 C17 N11 . . . 114.4(4) no S11 C17 N12 . . . 120.3(5) no C2 C3 H3 . . . 119.99 no C4 C3 H3 . . . 119.97 no C3 C4 H4 . . . 119.74 no C5 C4 H4 . . . 119.93 no C4 C5 H5 . . . 119.79 no C6 C5 H5 . . . 119.48 no C1 C6 H6 . . . 120.28 no C5 C6 H6 . . . 121.37 no C12 C13 H13 . . . 120.79 no C14 C13 H13 . . . 120.77 no C13 C14 H14 . . . 119.68 no C15 C14 H14 . . . 119.66 no C14 C15 H15 . . . 119.05 no C16 C15 H15 . . . 119.42 no C11 C16 H16 . . . 121.23 no C15 C16 H16 . . . 120.34 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu Cl1 . . 2.2747(19) yes Cu Cl2 . . 2.2969(19) yes Cu N1 . . 1.986(5) yes Cu N11 . . 1.988(5) yes S1 C1 . . 1.742(7) no S1 C7 . . 1.751(7) no S11 C11 . . 1.733(7) no S11 C17 . . 1.752(6) no N1 C2 . . 1.405(8) no N1 C7 . . 1.317(9) no N2 C7 . . 1.329(9) no N11 C12 . . 1.407(8) no N11 C17 . . 1.321(8) no N12 C17 . . 1.322(8) no N2 H2 . . 0.8601 no N2 H1 . . 0.8599 no N12 H11 . . 0.8594 no N12 H12 . . 0.8601 no C1 C6 . . 1.386(10) no C1 C2 . . 1.409(10) no C2 C3 . . 1.366(10) no C3 C4 . . 1.390(10) no C4 C5 . . 1.382(13) no C5 C6 . . 1.393(13) no C11 C12 . . 1.406(10) no C11 C16 . . 1.381(10) no C12 C13 . . 1.394(9) no C13 C14 . . 1.390(9) no C14 C15 . . 1.382(12) no C15 C16 . . 1.380(12) no C3 H3 . . 0.9299 no C4 H4 . . 0.9297 no C5 H5 . . 0.9305 no C6 H6 . . 0.9297 no C13 H13 . . 0.9299 no C14 H14 . . 0.9305 no C15 H15 . . 0.9304 no C16 H16 . . 0.9306 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cl1 S1 3.433(3) . 1_655 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N2 H1 Cl1 . 0.86 2.74 3.266(6) 121 yes N2 H2 Cl1 1_455 0.86 2.48 3.265(6) 152 yes N12 H11 Cl2 . 0.86 2.64 3.202(6) 124 yes N12 H12 Cl2 1_655 0.86 2.54 3.316(6) 151 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag Cl1 Cu N1 C2 . . . . 119.9(5) no Cl1 Cu N1 C7 . . . . -68.8(5) no Cl2 Cu N1 C2 . . . . -57.8(5) no Cl2 Cu N1 C7 . . . . 113.6(5) no Cl1 Cu N11 C12 . . . . 54.2(5) no Cl1 Cu N11 C17 . . . . -112.2(5) no Cl2 Cu N11 C12 . . . . -128.1(5) no Cl2 Cu N11 C17 . . . . 65.5(5) no C7 S1 C1 C2 . . . . -0.5(5) no C7 S1 C1 C6 . . . . -177.1(7) no C1 S1 C7 N1 . . . . -1.0(6) no C1 S1 C7 N2 . . . . 178.2(6) no C17 S11 C11 C12 . . . . 0.4(5) no C17 S11 C11 C16 . . . . 176.5(7) no C11 S11 C17 N11 . . . . 0.7(5) no C11 S11 C17 N12 . . . . 179.7(5) no Cu N1 C2 C1 . . . . 169.7(5) no Cu N1 C2 C3 . . . . -10.3(10) no C7 N1 C2 C1 . . . . -2.4(8) no C7 N1 C2 C3 . . . . 177.6(7) no Cu N1 C7 S1 . . . . -170.3(3) no Cu N1 C7 N2 . . . . 10.6(10) no C2 N1 C7 S1 . . . . 2.1(7) no C2 N1 C7 N2 . . . . -177.1(6) no Cu N11 C12 C11 . . . . -165.8(4) no Cu N11 C12 C13 . . . . 15.9(9) no C17 N11 C12 C11 . . . . 2.0(8) no C17 N11 C12 C13 . . . . -176.3(6) no Cu N11 C17 S11 . . . . 166.2(3) no Cu N11 C17 N12 . . . . -12.7(9) no C12 N11 C17 S11 . . . . -1.6(7) no C12 N11 C17 N12 . . . . 179.4(6) no S1 C1 C2 C3 . . . . -178.3(5) no C6 C1 C2 N1 . . . . 178.7(6) no C6 C1 C2 C3 . . . . -1.4(10) no S1 C1 C6 C5 . . . . 176.7(6) no C2 C1 C6 C5 . . . . 0.4(11) no S1 C1 C2 N1 . . . . 1.7(7) no N1 C2 C3 C4 . . . . -178.0(7) no C1 C2 C3 C4 . . . . 2.1(10) no C2 C3 C4 C5 . . . . -1.8(11) no C3 C4 C5 C6 . . . . 0.8(12) no C4 C5 C6 C1 . . . . -0.1(12) no S11 C11 C12 N11 . . . . -1.4(7) no S11 C11 C12 C13 . . . . 177.0(5) no C16 C11 C12 N11 . . . . -177.8(6) no S11 C11 C16 C15 . . . . -174.9(6) no C12 C11 C16 C15 . . . . 0.8(11) no C16 C11 C12 C13 . . . . 0.5(10) no N11 C12 C13 C14 . . . . 177.2(6) no C11 C12 C13 C14 . . . . -1.0(9) no C12 C13 C14 C15 . . . . 0.1(10) no C13 C14 C15 C16 . . . . 1.3(12) no C14 C15 C16 C11 . . . . -1.7(12) no