#------------------------------------------------------------------------------ #$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $ #$Revision: 176435 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/46/2014639.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_2014639 loop_ _publ_author_name ' Pa\;sao\N-(2-Hydroxyethyl)ethylenediamine-\k^3^N,N',O]-cis-bis(isothiocyanato-\kN)copper(II)' _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m93 _journal_page_last m94 _journal_paper_doi 10.1107/S0108270104033803 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac '[Cu (C4 H12 N2 O ) (CNS)2 ]' _chemical_formula_moiety 'C6 H12 Cu1 N4 O1 S2' _chemical_formula_sum 'C6 H12 Cu N4 O S2' _chemical_formula_weight 283.86 _chemical_name_systematic ; [N-(2-hydroxyethyl)ethylendiamine-\k^3^N,N',O] cis-bis(isothiocyanato-\kN)copper(II) ; _space_group_IT_number 9 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall 'C -2yc' _symmetry_space_group_name_H-M 'C 1 c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.000 _cell_angle_beta 95.076(5) _cell_angle_gamma 90.000 _cell_formula_units_Z 4 _cell_length_a 7.312(5) _cell_length_b 14.774(5) _cell_length_c 10.902(5) _cell_measurement_reflns_used 10025 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 26.34 _cell_measurement_theta_min 2.75 _cell_volume 1173.1(10) _computing_cell_refinement X-AREA _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED32 (Stoe & Cie, 2002)' _computing_molecular_graphics 'ORTEPIII (Burnett & Johnson, 1996)' _computing_publication_material 'WinGX (Farrugia, 1999)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SIR97 (Altomare et al., 1999)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 6.67 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Stoe IPDS-II' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.0672 _diffrn_reflns_av_sigmaI/netI 0.0612 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 7769 _diffrn_reflns_theta_full 26.00 _diffrn_reflns_theta_max 26.00 _diffrn_reflns_theta_min 2.76 _diffrn_standards_decay_% 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 2.193 _exptl_absorpt_correction_T_max 0.541 _exptl_absorpt_correction_T_min 0.433 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details '(X-RED32; Stoe & Cie, 2002)' _exptl_crystal_colour violet _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 580 _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.353 _exptl_crystal_size_min 0.280 _refine_diff_density_max 0.303 _refine_diff_density_min -0.271 _refine_ls_abs_structure_details 'Flack (1983), 1074 Friedel pairs' _refine_ls_abs_structure_Flack -0.014(16) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.899 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 131 _refine_ls_number_reflns 2231 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 0.898 _refine_ls_R_factor_all 0.0459 _refine_ls_R_factor_gt 0.0311 _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^)+(0.0234P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.0585 _reflns_number_gt 1795 _reflns_number_total 2231 _reflns_threshold_expression I>2\s(I) _cod_data_source_file fa1084.cif _cod_data_source_block I _cod_original_sg_symbol_H-M 'C c' _cod_original_formula_sum 'C6 H12 Cu1 N4 O1 S2' _cod_database_code 2014639 _cod_database_fobs_code 2014639 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, 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 Cu1 0.04410(5) 0.15925(3) 0.71828(4) 0.03682(13) Uani d . 1 . . Cu S1 -0.36734(15) -0.05230(9) 0.86694(11) 0.0542(3) Uani d . 1 . . S S2 0.13872(16) 0.24779(11) 1.13431(11) 0.0647(4) Uani d . 1 . . S C1 -0.2344(6) 0.0189(3) 0.8038(4) 0.0344(10) Uani d . 1 . . C O1 0.2768(5) 0.0510(3) 0.7305(3) 0.0601(10) Uani d . 1 . . O C2 0.1066(6) 0.2209(3) 0.9910(4) 0.0420(10) Uani d . 1 . . C N3 0.0369(5) 0.1146(3) 0.5434(3) 0.0444(9) Uani d . 1 . . N H6 -0.0831 0.1123 0.5133 0.053 Uiso calc R 1 . . H N4 0.1621(5) 0.2685(2) 0.6510(3) 0.0483(9) Uani d . 1 . . N H11 0.1231 0.3188 0.6872 0.058 Uiso calc R 1 . . H H12 0.2849 0.2651 0.6663 0.058 Uiso calc R 1 . . H C5 0.1292(7) 0.1802(4) 0.4677(4) 0.0644(15) Uani d . 1 . . C H7 0.0742 0.1780 0.3834 0.077 Uiso calc R 1 . . H H8 0.2579 0.1645 0.4675 0.077 Uiso calc R 1 . . H C4 0.1111(7) 0.0216(4) 0.5392(4) 0.0576(13) Uani d . 1 . . C H4 0.0258 -0.0202 0.5722 0.069 Uiso calc R 1 . . H H5 0.1234 0.0050 0.4542 0.069 Uiso calc R 1 . . H N1 -0.1373(5) 0.0695(3) 0.7616(3) 0.0489(10) Uani d . 1 . . N C6 0.1122(6) 0.2726(4) 0.5170(4) 0.0655(16) Uani d . 1 . . C H9 0.1937 0.3136 0.4786 0.079 Uiso calc R 1 . . H H10 -0.0127 0.2943 0.5003 0.079 Uiso calc R 1 . . H N2 0.0843(6) 0.2014(3) 0.8882(4) 0.0590(11) Uani d . 1 . . N C3 0.2913(8) 0.0142(5) 0.6104(5) 0.0660(17) Uani d . 1 . . C H3 0.3284 -0.0488 0.6169 0.079 Uiso calc R 1 . . H H2 0.3830 0.0472 0.5694 0.079 Uiso calc R 1 . . H H1 0.374(6) 0.042(3) 0.773(4) 0.044(14) Uiso d . 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 Cu1 0.0425(2) 0.0394(2) 0.0298(2) -0.0054(3) 0.01068(16) 0.0026(3) S1 0.0428(6) 0.0581(7) 0.0624(8) -0.0081(6) 0.0074(5) 0.0240(6) S2 0.0588(8) 0.0985(11) 0.0382(6) -0.0161(7) 0.0128(5) -0.0182(7) C1 0.032(2) 0.037(3) 0.033(2) 0.002(2) -0.0037(19) 0.003(2) O1 0.046(2) 0.090(3) 0.0424(19) 0.025(2) -0.0044(16) -0.0074(19) C2 0.044(2) 0.047(3) 0.037(2) -0.007(2) 0.0115(19) -0.0005(19) N3 0.0356(19) 0.066(3) 0.0313(18) -0.0040(17) -0.0006(14) -0.0010(18) N4 0.047(2) 0.044(2) 0.056(2) -0.0040(17) 0.0171(18) 0.0023(18) C5 0.072(3) 0.093(4) 0.029(2) -0.019(3) 0.007(2) 0.011(2) C4 0.068(3) 0.065(3) 0.040(3) 0.000(3) 0.005(2) -0.018(2) N1 0.043(2) 0.055(3) 0.049(2) -0.0060(19) 0.0034(18) 0.015(2) C6 0.048(3) 0.084(4) 0.065(3) 0.002(3) 0.013(3) 0.045(3) N2 0.078(3) 0.057(3) 0.044(2) -0.013(2) 0.016(2) -0.004(2) C3 0.061(4) 0.084(5) 0.054(3) 0.020(3) 0.013(3) -0.014(3) 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' O O 0.0106 0.0060 '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' 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 _geom_angle_publ_flag N2 Cu1 N1 92.02(17) y N2 Cu1 N4 93.29(16) y N1 Cu1 N4 162.99(15) y N2 Cu1 N3 172.84(17) y N1 Cu1 N3 92.59(15) y N4 Cu1 N3 83.84(15) y N2 Cu1 O1 96.70(16) y N1 Cu1 O1 91.62(15) ? N4 Cu1 O1 103.77(15) y N3 Cu1 O1 77.70(14) y N1 C1 S1 178.3(4) y C3 O1 Cu1 108.8(3) ? C3 O1 H1 109(3) ? Cu1 O1 H1 137(3) ? N2 C2 S2 179.6(5) y C5 N3 C4 113.9(4) ? C5 N3 Cu1 109.9(3) ? C4 N3 Cu1 110.8(3) ? C5 N3 H6 107.3 ? C4 N3 H6 107.3 ? Cu1 N3 H6 107.3 ? C6 N4 Cu1 108.6(3) ? C6 N4 H11 110.0 ? Cu1 N4 H11 110.0 ? C6 N4 H12 110.0 ? Cu1 N4 H12 110.0 ? H11 N4 H12 108.3 ? N3 C5 C6 110.3(4) ? N3 C5 H7 109.6 ? C6 C5 H7 109.6 ? N3 C5 H8 109.6 ? C6 C5 H8 109.6 ? H7 C5 H8 108.1 ? C3 C4 N3 111.5(5) ? C3 C4 H4 109.3 ? N3 C4 H4 109.3 ? C3 C4 H5 109.3 ? N3 C4 H5 109.3 ? H4 C4 H5 108.0 ? C1 N1 Cu1 170.5(4) ? N4 C6 C5 107.6(4) ? N4 C6 H9 110.2 ? C5 C6 H9 110.2 ? N4 C6 H10 110.2 ? C5 C6 H10 110.2 ? H9 C6 H10 108.5 ? C2 N2 Cu1 175.8(4) ? O1 C3 C4 108.6(4) ? O1 C3 H3 110.0 ? C4 C3 H3 110.0 ? O1 C3 H2 110.0 ? C4 C3 H2 110.0 ? H3 C3 H2 108.3 ? 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 Cu1 N2 . 1.952(4) y Cu1 N1 . 1.963(4) y Cu1 N4 . 2.000(3) y Cu1 N3 . 2.013(3) y Cu1 O1 . 2.331(4) y S1 C1 . 1.626(5) y S2 C2 . 1.608(4) y C1 N1 . 1.154(6) y O1 C3 . 1.429(6) ? O1 H1 . 0.82(4) ? C2 N2 . 1.155(5) y N3 C5 . 1.475(6) ? N3 C4 . 1.479(6) ? N3 H6 . 0.9100 ? N4 C6 . 1.475(5) ? N4 H11 . 0.9000 ? N4 H12 . 0.9000 ? C5 C6 . 1.476(8) ? C5 H7 . 0.9700 ? C5 H8 . 0.9700 ? C4 C3 . 1.473(7) ? C4 H4 . 0.9700 ? C4 H5 . 0.9700 ? C6 H9 . 0.9700 ? C6 H10 . 0.9700 ? C3 H3 . 0.9700 ? C3 H2 . 0.9700 ? 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 N3 H6 S1 2_554 0.91 2.66 3.505(4) 155.1 N4 H11 S1 3 0.90 2.73 3.562(4) 154.5 N4 H12 S2 4_554 0.90 2.65 3.514(4) 161.8 O1 H1 S1 1_655 0.82(4) 2.49(5) 3.260(4) 155(4)