#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2014659.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_2014659 loop_ _publ_author_name 'Bai, Yue-Ling' 'Tao, Jun' 'Huang, Rong-Bin' 'Zheng, Lan-Sun' _publ_section_title ; A three-dimensional supramolecular network built with the zigzag chain complex bis(5-carboxy-1H-imidazole-4-carboxylato)copper(II) ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m98 _journal_page_last m100 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac '[Cu (C10 H6 N4 O8)]' _chemical_formula_moiety 'C10 H6 Cu N4 O8' _chemical_formula_sum 'C10 H6 Cu N4 O8' _chemical_formula_weight 373.73 _chemical_name_systematic ; poly[copper(II)-\m-5-carboxy-1H-imidazole-4-carboxylato], ; _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 SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 96.65(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.1120(10) _cell_length_b 14.676(3) _cell_length_c 12.145(2) _cell_measurement_reflns_used 2318 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 28 _cell_measurement_theta_min 3.18 _cell_volume 1259.1(4) _computing_cell_refinement PROCESS-AUTO _computing_data_collection 'PROCESS-AUTO (Rigaku Corporation, 1998)' _computing_data_reduction 'teXsan (Molecular Structure Corporation & Rigaku Corporation, 1999)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997) in WinGX (Farrugia, 1999)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 10.00 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID imaging plate' _diffrn_measurement_method \w _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 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0474 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 4554 _diffrn_reflns_theta_full 28.00 _diffrn_reflns_theta_max 28.00 _diffrn_reflns_theta_min 3.17 _exptl_absorpt_coefficient_mu 1.791 _exptl_absorpt_correction_T_max 0.898 _exptl_absorpt_correction_T_min 0.807 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_crystal_colour blue _exptl_crystal_density_diffrn 1.972 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 748 _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.565 _refine_diff_density_min -0.376 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 210 _refine_ls_number_reflns 3038 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.034 _refine_ls_R_factor_all 0.0616 _refine_ls_R_factor_gt 0.0408 _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^)+(0.0536P)^2^+0.1086P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0948 _refine_ls_wR_factor_ref 0.1009 _reflns_number_gt 2318 _reflns_number_total 3038 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file fg1804.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2014659 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_type_symbol Cu1 0.38859(5) 0.57768(3) 0.61124(3) 0.02405(12) Uani d . 1 Cu O1 0.5549(3) 0.61073(16) 0.49365(17) 0.0271(5) Uani d . 1 O O2 0.5450(3) 0.69413(16) 0.33820(17) 0.0297(5) Uani d . 1 O O3 0.2731(3) 0.77558(18) 0.20750(19) 0.0373(6) Uani d . 1 O H3 0.3585 0.7533 0.2502 0.045 Uiso calc R 1 H O4 -0.0463(3) 0.78344(16) 0.19586(19) 0.0364(6) Uani d . 1 O N1 -0.0564(3) 0.67896(18) 0.3874(2) 0.0271(6) Uani d . 1 N H1 -0.1691 0.6935 0.3595 0.033 Uiso calc R 1 H N3 0.1800(3) 0.62062(19) 0.4997(2) 0.0259(5) Uani d . 1 N C2 -0.0097(4) 0.6333(2) 0.4825(2) 0.0292(7) Uani d . 1 C H2 -0.0952 0.6134 0.5296 0.035 Uiso calc R 1 H C4 0.2560(4) 0.6611(2) 0.4129(2) 0.0222(6) Uani d . 1 C C5 0.1096(4) 0.6985(2) 0.3421(2) 0.0233(6) Uani d . 1 C C6 0.4674(4) 0.6563(2) 0.4138(2) 0.0233(6) Uani d . 1 C C7 0.1067(4) 0.7553(2) 0.2418(3) 0.0298(7) Uani d . 1 C O11 0.6017(3) 0.51959(15) 0.71053(16) 0.0275(5) Uani d . 1 O O12 0.6598(3) 0.44032(16) 0.86885(18) 0.0322(5) Uani d . 1 O O13 0.4420(4) 0.3655(2) 1.0074(2) 0.0453(7) Uani d . 1 O H13 0.5063 0.3800 0.9583 0.054 Uiso calc R 1 H O14 0.1284(4) 0.3671(2) 1.0292(2) 0.0488(7) Uani d . 1 O N11 0.0408(4) 0.47378(19) 0.8368(2) 0.0307(6) Uani d . 1 N H11 -0.0599 0.4608 0.8665 0.037 Uiso calc R 1 H N13 0.2295(3) 0.52994(18) 0.7218(2) 0.0257(5) Uani d . 1 N C12 0.0488(4) 0.5242(2) 0.7457(3) 0.0320(7) Uani d . 1 C H12 -0.0548 0.5514 0.7048 0.038 Uiso calc R 1 H C14 0.3387(4) 0.4817(2) 0.8027(2) 0.0233(6) Uani d . 1 C C15 0.2235(4) 0.4461(2) 0.8752(2) 0.0247(6) Uani d . 1 C C16 0.5482(4) 0.4798(2) 0.7956(2) 0.0246(6) Uani d . 1 C C17 0.2592(5) 0.3895(3) 0.9771(3) 0.0348(7) Uani d . 1 C 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 0.01924(17) 0.0319(2) 0.02083(18) 0.00016(16) 0.00162(12) 0.00426(16) O1 0.0190(9) 0.0388(12) 0.0235(10) 0.0021(9) 0.0021(8) 0.0045(9) O2 0.0232(10) 0.0376(12) 0.0291(11) 0.0017(9) 0.0065(9) 0.0075(10) O3 0.0306(11) 0.0443(15) 0.0371(12) 0.0041(11) 0.0045(10) 0.0181(11) O4 0.0289(11) 0.0389(14) 0.0397(13) 0.0039(10) -0.0038(10) 0.0150(11) N1 0.0207(11) 0.0307(14) 0.0298(13) 0.0006(10) 0.0024(10) 0.0020(11) N3 0.0194(11) 0.0352(15) 0.0234(12) 0.0009(11) 0.0035(9) 0.0037(11) C2 0.0222(14) 0.0395(18) 0.0259(15) -0.0001(13) 0.0027(12) 0.0075(14) C4 0.0206(13) 0.0235(15) 0.0223(13) 0.0003(11) 0.0023(10) 0.0004(12) C5 0.0213(13) 0.0253(15) 0.0237(13) 0.0000(11) 0.0048(11) -0.0009(12) C6 0.0212(13) 0.0246(15) 0.0243(13) 0.0005(12) 0.0034(11) -0.0022(12) C7 0.0328(16) 0.0265(16) 0.0302(15) 0.0008(13) 0.0040(13) 0.0023(13) O11 0.0213(10) 0.0348(12) 0.0266(10) -0.0008(9) 0.0036(8) 0.0062(9) O12 0.0220(10) 0.0420(14) 0.0324(11) 0.0020(10) 0.0018(8) 0.0112(10) O13 0.0416(14) 0.0533(17) 0.0425(14) 0.0078(12) 0.0112(11) 0.0247(13) O14 0.0460(15) 0.0536(17) 0.0504(15) 0.0041(13) 0.0210(12) 0.0188(14) N11 0.0239(12) 0.0385(16) 0.0309(13) -0.0008(11) 0.0076(10) 0.0012(12) N13 0.0207(12) 0.0317(15) 0.0248(12) 0.0009(10) 0.0037(9) 0.0039(11) C12 0.0230(14) 0.0401(19) 0.0330(16) 0.0025(14) 0.0037(12) 0.0057(15) C14 0.0222(13) 0.0248(15) 0.0231(13) -0.0004(12) 0.0034(11) 0.0017(12) C15 0.0214(13) 0.0279(16) 0.0256(14) -0.0013(12) 0.0064(11) -0.0007(12) C16 0.0231(14) 0.0264(16) 0.0238(14) -0.0002(12) 0.0008(11) -0.0002(13) C17 0.0357(17) 0.0341(17) 0.0361(17) 0.0033(15) 0.0106(14) 0.0071(15) 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' 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 N13 Cu1 N3 . . 97.68(10) y N13 Cu1 O11 . . 83.90(9) y N3 Cu1 O11 . . 172.26(10) y N13 Cu1 O1 . . 173.20(10) y N3 Cu1 O1 . . 83.93(9) y O11 Cu1 O1 . . 93.64(8) y N13 Cu1 O4 . 4_676 96.40(10) ? N3 Cu1 O4 . 4_676 96.82(10) ? O11 Cu1 O4 . 4_676 90.51(9) ? O1 Cu1 O4 . 4_676 89.95(9) ? O1 Cu1 O4 3_666 4_676 161.07(9) y C6 O1 Cu1 . . 112.91(18) ? C7 O3 H3 . . 109.5 ? C7 O4 Cu1 . 4_575 128.2(2) ? C2 N1 C5 . . 107.8(2) ? C2 N1 H1 . . 126.1 ? C5 N1 H1 . . 126.1 ? C2 N3 C4 . . 107.2(2) ? C2 N3 Cu1 . . 143.1(2) ? C4 N3 Cu1 . . 109.27(18) ? N1 C2 N3 . . 110.2(3) ? N1 C2 H2 . . 124.9 ? N3 C2 H2 . . 124.9 ? N3 C4 C5 . . 108.3(2) ? N3 C4 C6 . . 117.2(2) ? C5 C4 C6 . . 134.6(3) ? C4 C5 N1 . . 106.5(2) ? C4 C5 C7 . . 132.5(3) ? N1 C5 C7 . . 120.9(3) ? O2 C6 O1 . . 124.8(3) ? O2 C6 C4 . . 119.9(3) ? O1 C6 C4 . . 115.3(2) ? O4 C7 O3 . . 123.5(3) ? O4 C7 C5 . . 119.3(3) ? O3 C7 C5 . . 117.2(3) ? C16 O11 Cu1 . . 113.71(18) ? C17 O13 H13 . . 109.5 ? C12 N11 C15 . . 108.2(2) ? C12 N11 H11 . . 125.9 ? C15 N11 H11 . . 125.9 ? C12 N13 C14 . . 106.7(2) ? C12 N13 Cu1 . . 143.0(2) ? C14 N13 Cu1 . . 110.26(18) ? N11 C12 N13 . . 110.2(3) ? N11 C12 H12 . . 124.9 ? N13 C12 H12 . . 124.9 ? C15 C14 N13 . . 108.9(2) ? C15 C14 C16 . . 134.4(3) ? N13 C14 C16 . . 116.7(2) ? C14 C15 N11 . . 106.1(3) ? C14 C15 C17 . . 133.5(3) ? N11 C15 C17 . . 120.4(3) ? O12 C16 O11 . . 123.7(3) ? O12 C16 C14 . . 121.0(3) ? O11 C16 C14 . . 115.3(2) ? O14 C17 O13 . . 123.4(3) ? O14 C17 C15 . . 120.7(3) ? O13 C17 C15 . . 115.9(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 N13 . 1.982(3) y Cu1 N3 . 1.992(2) y Cu1 O11 . 2.014(2) y Cu1 O1 . 2.016(2) y Cu1 O4 4_676 2.305(2) y Cu1 O1 3_666 3.090(2) y O1 C6 . 1.279(4) ? O2 C6 . 1.254(4) ? O3 C7 . 1.333(4) ? O3 H3 . 0.82 ? O4 C7 . 1.235(4) ? O4 Cu1 4_575 2.305(2) ? N1 C2 . 1.343(4) ? N1 C5 . 1.389(4) ? N1 H1 . 0.86 ? N3 C2 . 1.354(4) ? N3 C4 . 1.374(4) ? C2 H2 . 0.93 ? C4 C5 . 1.385(4) ? C4 C6 . 1.505(4) ? C5 C7 . 1.475(4) ? O11 C16 . 1.283(4) ? O12 C16 . 1.262(3) ? O13 C17 . 1.356(4) ? O13 H13 . 0.82 ? O14 C17 . 1.229(4) ? N11 C12 . 1.338(4) ? N11 C15 . 1.389(4) ? N11 H11 . 0.86 ? N13 C12 . 1.352(4) ? N13 C14 . 1.376(4) ? C12 H12 . 0.93 ? C14 C15 . 1.374(4) ? C14 C16 . 1.502(4) ? C15 C17 . 1.487(4) ? 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 O3 H3 O2 . 0.82 1.82 2.642(3) 175 O13 H13 O12 . 0.82 1.85 2.653(3) 165 N1 H1 O2 1_455 0.86 2.02 2.837(3) 158 N11 H11 O12 1_455 0.86 2.02 2.825(3) 156 C2 H2 O1 1_455 0.93 2.48 3.133(4) 128 C12 H12 O11 1_455 0.93 2.50 3.160(4) 129 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 N3 Cu1 O1 C6 . 11.1(2) O11 Cu1 O1 C6 . -176.2(2) O4 Cu1 O1 C6 4_676 -85.7(2) N13 Cu1 N3 C2 . 7.7(4) O1 Cu1 N3 C2 . -179.0(4) O4 Cu1 N3 C2 4_676 -89.7(4) N13 Cu1 N3 C4 . 177.9(2) O1 Cu1 N3 C4 . -8.8(2) O4 Cu1 N3 C4 4_676 80.4(2) C5 N1 C2 N3 . -1.4(4) C4 N3 C2 N1 . 1.0(4) Cu1 N3 C2 N1 . 171.2(3) C2 N3 C4 C5 . -0.2(3) Cu1 N3 C4 C5 . -174.0(2) C2 N3 C4 C6 . 179.8(3) Cu1 N3 C4 C6 . 5.9(3) N3 C4 C5 N1 . -0.6(3) C6 C4 C5 N1 . 179.5(3) N3 C4 C5 C7 . 174.6(3) C6 C4 C5 C7 . -5.3(6) C2 N1 C5 C4 . 1.2(4) C2 N1 C5 C7 . -174.7(3) Cu1 O1 C6 O2 . 170.8(2) Cu1 O1 C6 C4 . -10.6(3) N3 C4 C6 O2 . -178.1(3) C5 C4 C6 O2 . 1.8(5) N3 C4 C6 O1 . 3.2(4) C5 C4 C6 O1 . -176.9(3) Cu1 O4 C7 O3 4_575 -34.9(5) Cu1 O4 C7 C5 4_575 143.2(2) C4 C5 C7 O4 . -176.8(3) N1 C5 C7 O4 . -2.2(5) C4 C5 C7 O3 . 1.3(5) N1 C5 C7 O3 . 176.0(3) N13 Cu1 O11 C16 . 0.0(2) O1 Cu1 O11 C16 . -173.6(2) O4 Cu1 O11 C16 4_676 96.4(2) N3 Cu1 N13 C12 . -6.2(4) O11 Cu1 N13 C12 . -178.5(4) O4 Cu1 N13 C12 4_676 91.6(4) N3 Cu1 N13 C14 . 170.3(2) O11 Cu1 N13 C14 . -2.0(2) O4 Cu1 N13 C14 4_676 -91.9(2) C15 N11 C12 N13 . 0.7(4) C14 N13 C12 N11 . -0.7(4) Cu1 N13 C12 N11 . 175.8(3) C12 N13 C14 C15 . 0.5(4) Cu1 N13 C14 C15 . -177.3(2) C12 N13 C14 C16 . -178.6(3) Cu1 N13 C14 C16 . 3.6(3) N13 C14 C15 N11 . -0.1(3) C16 C14 C15 N11 . 178.8(3) N13 C14 C15 C17 . -179.7(3) C16 C14 C15 C17 . -0.8(6) C12 N11 C15 C14 . -0.4(4) C12 N11 C15 C17 . 179.3(3) Cu1 O11 C16 O12 . -179.1(2) Cu1 O11 C16 C14 . 1.9(3) C15 C14 C16 O12 . -1.7(6) N13 C14 C16 O12 . 177.1(3) C15 C14 C16 O11 . 177.4(3) N13 C14 C16 O11 . -3.7(4) C14 C15 C17 O14 . 179.0(4) N11 C15 C17 O14 . -0.6(5) C14 C15 C17 O13 . -0.9(6) N11 C15 C17 O13 . 179.6(3)