#------------------------------------------------------------------------------ #$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $ #$Revision: 176760 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/27/2012719.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2012719 loop_ _publ_author_name 'Ivashkevich, Dmitry O.' 'Degtyarik, Mikhail M.' 'Gaponik, Pavel N.' 'Lyakhov, Alexander S.' _publ_section_title catena-Poly[[bis(cis-1-tert-butyltetrazole-\kN^4^)copper(II)]-di-\m-chloro] _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m288 _journal_page_last m289 _journal_paper_doi 10.1107/S0108270102004754 _journal_volume 58 _journal_year 2002 _chemical_formula_iupac '[Cu Cl2 (C5 H10 N4)2]' _chemical_formula_moiety 'C10 H20 Cl2 Cu N8' _chemical_formula_sum 'C10 H20 Cl2 Cu N8' _chemical_formula_weight 386.78 _chemical_melting_point 413 _chemical_name_systematic ; catena-Poly-[[bis(cis-1-tert-butyltetrazole-\kN^4^)copper(II)]-di-\m-chloro] ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90 _cell_angle_beta 108.57(3) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.389(3) _cell_length_b 7.1460(10) _cell_length_c 19.473(4) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 23.5 _cell_measurement_theta_min 12.9 _cell_volume 1766.1(7) _computing_cell_refinement 'R3m Software' _computing_data_collection 'R3m Software (Nicolet, 1980)' _computing_data_reduction 'R3m Software' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material SHELXL97 _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 'Nicolet R3m four-circle' _diffrn_measurement_method \w/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_av_sigmaI/netI 0.025 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_number 5383 _diffrn_reflns_theta_full 30.08 _diffrn_reflns_theta_max 30.08 _diffrn_reflns_theta_min 1.63 _diffrn_standards_decay_% none _diffrn_standards_interval_count 100 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 1.545 _exptl_absorpt_correction_T_max 0.654 _exptl_absorpt_correction_T_min 0.438 _exptl_absorpt_correction_type \y-scan _exptl_absorpt_process_details '(North et al., 1968)' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.455 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 796 _exptl_crystal_size_max 0.64 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.30 _refine_diff_density_max 0.74 _refine_diff_density_min -0.66 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 196 _refine_ls_number_reflns 5183 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.048 _refine_ls_R_factor_all 0.058 _refine_ls_R_factor_gt 0.043 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0610P)^2^+1.2623P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.117 _refine_ls_wR_factor_ref 0.127 _reflns_number_gt 4063 _reflns_number_total 5183 _reflns_threshold_expression I>2\s(I) _cod_data_source_file sk1540.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 1766.1(6) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2012719 _cod_database_fobs_code 2012719 loop_ _symmetry_equiv_pos_as_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_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Cu 0.05749(2) 0.25642(4) -0.002988(16) 0.03863(11) Uani d . 1 . . Cu Cl1 -0.02626(5) 0.38933(8) 0.07084(3) 0.03891(14) Uani d . 1 . . Cl Cl2 -0.09005(5) 0.11279(8) -0.07628(3) 0.04031(14) Uani d . 1 . . Cl N1A 0.24472(18) -0.0206(3) -0.10037(12) 0.0442(5) Uani d . 1 . . N N2A 0.2401(3) 0.1468(5) -0.1318(2) 0.0862(11) Uani d . 1 . . N N3A 0.1767(3) 0.2503(4) -0.1106(2) 0.0823(11) Uani d . 1 . . N N4A 0.14145(17) 0.1527(3) -0.06431(12) 0.0428(5) Uani d . 1 . . N C5A 0.1820(2) -0.0130(4) -0.06019(15) 0.0453(6) Uani d . 1 . . C H5A 0.171(2) -0.109(4) -0.0339(17) 0.050 Uiso d . 1 . . H C6A 0.3108(3) -0.1769(5) -0.11317(18) 0.0588(7) Uani d . 1 . . C C7A 0.2430(5) -0.2853(8) -0.1790(3) 0.126(2) Uani d . 1 . . C H7A1 0.2278 -0.2079 -0.2214 0.189 Uiso d R 1 . . H H7A2 0.1783 -0.3219 -0.1715 0.189 Uiso d R 1 . . H H7A3 0.2805 -0.3948 -0.1855 0.189 Uiso d R 1 . . H C8A 0.3320(5) -0.3109(8) -0.0510(3) 0.1151(19) Uani d . 1 . . C H8A1 0.3742 -0.4124 -0.0586 0.173 Uiso d R 1 . . H H8A2 0.2666 -0.3590 -0.0480 0.173 Uiso d R 1 . . H H8A3 0.3690 -0.2478 -0.0066 0.173 Uiso d R 1 . . H C9A 0.4039(5) -0.0997(8) -0.1233(6) 0.202(5) Uani d . 1 . . C H9A1 0.3852 -0.0089 -0.1616 0.303 Uiso d R 1 . . H H9A2 0.4433 -0.1991 -0.1356 0.303 Uiso d R 1 . . H H9A3 0.4461 -0.0410 -0.0792 0.303 Uiso d R 1 . . H N1B 0.32155(16) 0.4826(3) 0.14838(11) 0.0431(5) Uani d . 1 . . N N2B 0.3659(2) 0.3454(6) 0.1223(2) 0.0936(13) Uani d . 1 . . N N3B 0.2924(2) 0.2610(5) 0.0730(2) 0.0929(14) Uani d . 1 . . N N4B 0.19883(15) 0.3401(3) 0.06717(11) 0.0411(4) Uani d . 1 . . N C5B 0.21956(19) 0.4765(4) 0.11367(13) 0.0398(5) Uani d . 1 . . C H5B 0.170(2) 0.561(4) 0.1207(16) 0.050 Uiso d . 1 . . H C6B 0.3849(2) 0.6152(5) 0.20485(15) 0.0527(7) Uani d . 1 . . C C7B 0.3153(3) 0.6863(6) 0.24776(18) 0.0723(10) Uani d . 1 . . C H7B1 0.2547 0.7483 0.2157 0.108 Uiso d R 1 . . H H7B2 0.3547 0.7729 0.2840 0.108 Uiso d R 1 . . H H7B3 0.2929 0.5830 0.2707 0.108 Uiso d R 1 . . H C8B 0.4181(5) 0.7741(8) 0.1665(3) 0.118(2) Uani d . 1 . . C H8B1 0.4609 0.7265 0.1392 0.177 Uiso d R 1 . . H H8B2 0.4581 0.8627 0.2017 0.177 Uiso d R 1 . . H H8B3 0.3570 0.8346 0.1344 0.177 Uiso d R 1 . . H C9B 0.4769(3) 0.5074(7) 0.2558(2) 0.0846(13) Uani d . 1 . . C H9B1 0.4502 0.4048 0.2766 0.127 Uiso d R 1 . . H H9B2 0.5175 0.5887 0.2936 0.127 Uiso d R 1 . . H H9B3 0.5207 0.4602 0.2291 0.127 Uiso d R 1 . . H 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 0.03170(15) 0.04672(19) 0.03872(17) -0.00179(12) 0.01300(12) -0.01274(12) Cl1 0.0385(3) 0.0399(3) 0.0424(3) 0.0010(2) 0.0186(2) -0.0038(2) Cl2 0.0397(3) 0.0401(3) 0.0378(3) -0.0028(2) 0.0077(2) -0.0025(2) N1A 0.0462(11) 0.0473(12) 0.0462(11) 0.0017(10) 0.0245(9) -0.0052(9) N2A 0.128(3) 0.0658(19) 0.104(2) 0.0296(19) 0.092(2) 0.0259(18) N3A 0.121(3) 0.0594(18) 0.100(3) 0.0262(17) 0.082(2) 0.0212(16) N4A 0.0458(11) 0.0449(11) 0.0436(11) -0.0031(9) 0.0224(9) -0.0097(9) C5A 0.0450(13) 0.0463(14) 0.0524(14) -0.0069(11) 0.0266(11) -0.0065(12) C6A 0.0569(17) 0.0629(18) 0.0645(18) 0.0155(15) 0.0304(15) -0.0023(16) C7A 0.143(5) 0.121(4) 0.102(4) 0.052(4) 0.021(3) -0.049(3) C8A 0.137(5) 0.097(3) 0.132(4) 0.064(3) 0.072(4) 0.036(3) C9A 0.133(5) 0.090(4) 0.468(14) 0.019(4) 0.215(8) 0.016(6) N1B 0.0332(9) 0.0517(12) 0.0406(10) 0.0004(9) 0.0065(8) -0.0064(9) N2B 0.0348(13) 0.116(3) 0.113(3) 0.0135(16) 0.0003(15) -0.064(2) N3B 0.0362(13) 0.111(3) 0.116(3) 0.0168(15) 0.0026(15) -0.067(2) N4B 0.0328(9) 0.0454(11) 0.0435(11) 0.0042(8) 0.0099(8) -0.0087(9) C5B 0.0331(11) 0.0408(12) 0.0416(12) 0.0033(10) 0.0066(9) -0.0034(10) C6B 0.0447(14) 0.0630(18) 0.0423(13) -0.0124(13) 0.0021(11) -0.0075(12) C7B 0.067(2) 0.078(2) 0.062(2) 0.0009(18) 0.0072(17) -0.0268(18) C8B 0.153(5) 0.120(4) 0.077(3) -0.087(4) 0.029(3) -0.008(3) C9B 0.0538(19) 0.120(4) 0.061(2) 0.014(2) -0.0078(15) -0.021(2) 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' Cl Cl 0.1484 0.1585 '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' 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_3 _geom_angle _geom_angle_publ_flag N4A Cu N4B . . 86.07(9) yes N4A Cu Cl2 . . 89.95(7) yes N4B Cu Cl2 . . 170.30(7) yes N4A Cu Cl1 . . 175.38(6) yes N4B Cu Cl1 . . 89.61(6) yes Cl2 Cu Cl1 . . 94.57(3) yes N4A Cu Cl1 . 3_565 94.57(7) yes N4B Cu Cl1 . 3_565 91.03(7) yes Cl2 Cu Cl1 . 3_565 98.10(3) yes Cl1 Cu Cl1 . 3_565 83.85(2) yes N4A Cu Cl2 . 3 87.98(7) yes N4B Cu Cl2 . 3 87.81(7) yes Cl2 Cu Cl2 . 3 83.21(3) yes Cl1 Cu Cl2 . 3 93.51(2) yes Cl1 Cu Cl2 3_565 3 177.130(18) yes C5A N1A N2A . . 106.8(2) ? C5A N1A C6A . . 130.7(3) ? N2A N1A C6A . . 122.5(2) ? N3A N2A N1A . . 107.9(2) ? N2A N3A N4A . . 109.0(3) ? C5A N4A N3A . . 106.7(2) ? C5A N4A Cu . . 126.85(19) ? N3A N4A Cu . . 125.99(19) ? N4A C5A N1A . . 109.6(3) ? N4A C5A H5A . . 126(2) ? N1A C5A H5A . . 124(2) ? C9A C6A N1A . . 108.8(3) ? C9A C6A C8A . . 114.1(5) ? N1A C6A C8A . . 108.2(3) ? C9A C6A C7A . . 113.0(5) ? N1A C6A C7A . . 107.1(3) ? C8A C6A C7A . . 105.3(4) ? C6A C7A H7A1 . . 109.7 ? C6A C7A H7A2 . . 109.5 ? H7A1 C7A H7A2 . . 109.5 ? C6A C7A H7A3 . . 109.2 ? H7A1 C7A H7A3 . . 109.5 ? H7A2 C7A H7A3 . . 109.5 ? C6A C8A H8A1 . . 109.0 ? C6A C8A H8A2 . . 109.7 ? H8A1 C8A H8A2 . . 109.5 ? C6A C8A H8A3 . . 109.7 ? H8A1 C8A H8A3 . . 109.5 ? H8A2 C8A H8A3 . . 109.5 ? C6A C9A H9A1 . . 110.1 ? C6A C9A H9A2 . . 108.7 ? H9A1 C9A H9A2 . . 109.5 ? C6A C9A H9A3 . . 109.6 ? H9A1 C9A H9A3 . . 109.5 ? H9A2 C9A H9A3 . . 109.5 ? C5B N1B N2B . . 107.2(2) ? C5B N1B C6B . . 130.6(2) ? N2B N1B C6B . . 122.1(2) ? N3B N2B N1B . . 107.6(2) ? N2B N3B N4B . . 109.7(3) ? C5B N4B N3B . . 105.6(2) ? C5B N4B Cu . . 129.34(17) ? N3B N4B Cu . . 125.00(18) ? N4B C5B N1B . . 109.8(2) ? N4B C5B H5B . . 125.6(19) ? N1B C5B H5B . . 124.6(19) ? N1B C6B C8B . . 107.6(3) ? N1B C6B C9B . . 108.1(3) ? C8B C6B C9B . . 113.6(4) ? N1B C6B C7B . . 108.2(2) ? C8B C6B C7B . . 110.5(4) ? C9B C6B C7B . . 108.7(3) ? C6B C7B H7B1 . . 109.5 ? C6B C7B H7B2 . . 109.3 ? H7B1 C7B H7B2 . . 109.5 ? C6B C7B H7B3 . . 109.6 ? H7B1 C7B H7B3 . . 109.5 ? H7B2 C7B H7B3 . . 109.5 ? C6B C8B H8B1 . . 109.3 ? C6B C8B H8B2 . . 109.3 ? H8B1 C8B H8B2 . . 109.5 ? C6B C8B H8B3 . . 109.8 ? H8B1 C8B H8B3 . . 109.5 ? H8B2 C8B H8B3 . . 109.5 ? C6B C9B H9B1 . . 109.2 ? C6B C9B H9B2 . . 109.7 ? H9B1 C9B H9B2 . . 109.5 ? C6B C9B H9B3 . . 109.5 ? H9B1 C9B H9B3 . . 109.5 ? H9B2 C9B H9B3 . . 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cu N4A . 2.023(2) yes Cu N4B . 2.039(2) yes Cu Cl2 . 2.2796(9) yes Cu Cl1 . 2.2920(8) yes Cu Cl1 3_565 2.8244(8) yes Cu Cl2 3 3.0174(8) yes N1A C5A . 1.318(3) ? N1A N2A . 1.336(4) ? N1A C6A . 1.494(4) ? N2A N3A . 1.288(4) ? N3A N4A . 1.339(4) ? N4A C5A . 1.295(4) ? C5A H5A . 0.89(3) ? C6A C9A . 1.433(6) ? C6A C8A . 1.498(6) ? C6A C7A . 1.525(6) ? C7A H7A1 . 0.9599 ? C7A H7A2 . 0.9600 ? C7A H7A3 . 0.9600 ? C8A H8A1 . 0.9599 ? C8A H8A2 . 0.9600 ? C8A H8A3 . 0.9601 ? C9A H9A1 . 0.9600 ? C9A H9A2 . 0.9600 ? C9A H9A3 . 0.9600 ? N1B C5B . 1.317(3) ? N1B N2B . 1.328(4) ? N1B C6B . 1.494(3) ? N2B N3B . 1.285(4) ? N3B N4B . 1.345(3) ? N4B C5B . 1.299(3) ? C5B H5B . 0.94(3) ? C6B C8B . 1.502(5) ? C6B C9B . 1.522(5) ? C6B C7B . 1.523(5) ? C7B H7B1 . 0.9601 ? C7B H7B2 . 0.9600 ? C7B H7B3 . 0.9601 ? C8B H8B1 . 0.9601 ? C8B H8B2 . 0.9600 ? C8B H8B3 . 0.9600 ? C9B H9B1 . 0.9601 ? C9B H9B2 . 0.9600 ? C9B H9B3 . 0.9599 ? 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 C5B H5B Cl2 3_565 0.94(3) 2.59(3) 3.369(3) 140(2) C5A H5A Cl1 3 0.89(3) 2.72(3) 3.369(3) 130(2) C5A H5A Cl2 3 0.89(3) 2.70(3) 3.343(3) 130(2) 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 C5A N1A N2A N3A . 0.2(5) C6A N1A N2A N3A . 179.7(3) N1A N2A N3A N4A . 1.2(5) N2A N3A N4A C5A . -2.1(5) N2A N3A N4A Cu . 170.3(3) N4B Cu N4A C5A . 89.0(2) Cl2 Cu N4A C5A . -82.1(2) Cl1 Cu N4A C5A 3_565 179.7(2) Cl2 Cu N4A C5A 3 1.1(2) N4B Cu N4A N3A . -82.0(3) Cl2 Cu N4A N3A . 106.9(3) Cl1 Cu N4A N3A 3_565 8.8(3) Cl2 Cu N4A N3A 3 -169.9(3) N3A N4A C5A N1A . 2.2(4) Cu N4A C5A N1A . -170.15(18) N2A N1A C5A N4A . -1.5(4) C6A N1A C5A N4A . 179.0(3) C5A N1A C6A C9A . -147.0(5) N2A N1A C6A C9A . 33.7(6) C5A N1A C6A C8A . -22.5(5) N2A N1A C6A C8A . 158.1(4) C5A N1A C6A C7A . 90.6(4) N2A N1A C6A C7A . -88.8(5) C5B N1B N2B N3B . 0.5(5) C6B N1B N2B N3B . -177.5(3) N1B N2B N3B N4B . -1.0(5) N2B N3B N4B C5B . 1.1(5) N2B N3B N4B Cu . -179.7(3) N4A Cu N4B C5B . 154.2(3) Cl1 Cu N4B C5B . -24.2(2) Cl1 Cu N4B C5B 3_565 59.6(2) Cl2 Cu N4B C5B 3 -117.7(2) N4A Cu N4B N3B . -24.8(3) Cl1 Cu N4B N3B . 156.8(3) Cl1 Cu N4B N3B 3_565 -119.3(3) Cl2 Cu N4B N3B 3 63.3(3) N3B N4B C5B N1B . -0.8(4) Cu N4B C5B N1B . -179.95(18) N2B N1B C5B N4B . 0.2(4) C6B N1B C5B N4B . 178.0(3) C5B N1B C6B C8B . -89.7(4) N2B N1B C6B C8B . 87.7(4) C5B N1B C6B C9B . 147.3(3) N2B N1B C6B C9B . -35.3(4) C5B N1B C6B C7B . 29.7(4) N2B N1B C6B C7B . -152.9(4)