#------------------------------------------------------------------------------ #$Date: 2014-07-11 15:35:18 +0100 (Fri, 11 Jul 2014) $ #$Revision: 120071 $ #$URL: svn://www.crystallography.net/cod/cif/1/50/00/1500029.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_1500029 loop_ _publ_author_name 'Carmen R. Maldonado' 'Miguel Quir\'os' 'Juan M. Salas' _publ_contact_author_address ; Departamento de Qu\'imica Inorg\'anica Facultad de Ciencias Universidad de Granada 18071 Granada SPAIN ; _publ_contact_author_email mquiros@ugr.es _publ_contact_author_fax 34-58-248526 _publ_contact_author_name 'Miguel Quir\'os' _publ_contact_author_phone 34-58-240441 _journal_name_full Polyhedron _journal_page_first 372 _journal_page_last 378 _journal_volume 29 _journal_year 2010 _chemical_formula_moiety 'C16 H28 Cu N14 O4, 2 (H2 O)' _chemical_formula_sum 'C16 H32 Cu N14 O6' _chemical_formula_weight 580.10 _chemical_name_systematic ; ? ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 108.819(1) _cell_angle_beta 96.302(1) _cell_angle_gamma 97.634(1) _cell_formula_units_Z 1 _cell_length_a 7.5499(6) _cell_length_b 8.1885(6) _cell_length_c 10.9247(9) _cell_measurement_reflns_used 2826 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28.2 _cell_measurement_theta_min 2.7 _cell_volume 625.18(9) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART (Bruker, 1999)' _computing_data_reduction 'Bruker SAINT (Bruker, 1999)' _computing_molecular_graphics 'Xtal_GX (Hall & du Boulay, 1997)' _computing_publication_material SHELXL-97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997a)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997b)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 8.26 _diffrn_measured_fraction_theta_full 0.980 _diffrn_measured_fraction_theta_max 0.872 _diffrn_measurement_device_type 'Bruker SMART APEX CCD system' _diffrn_measurement_method '\f and \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 0.0126 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 3961 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 28.20 _diffrn_reflns_theta_min 2.00 _diffrn_standards_decay_% 1.1 _diffrn_standards_number 204 _exptl_absorpt_coefficient_mu 0.936 _exptl_absorpt_correction_T_max 0.850 _exptl_absorpt_correction_T_min 0.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'Bruker SADABS (Bruker, 1999)' _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.541 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prismatic _exptl_crystal_F_000 303 _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.389 _refine_diff_density_min -0.319 _refine_diff_density_rms 0.061 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 177 _refine_ls_number_reflns 2679 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.056 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0303 _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^)+(0.0400P)^2^+0.4000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0782 _refine_ls_wR_factor_ref 0.0787 _reflns_number_gt 2579 _reflns_number_total 2679 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file cuendmax.cif _[local]_cod_data_source_block cuendmax _cod_database_code 1500029 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.5000 0.5000 0.5000 0.01472(10) Uani 1 2 d S . . N1 N 0.32670(19) 0.40219(18) 0.66906(14) 0.0168(3) Uani 1 1 d . . . N2 N 0.2469(2) 0.23594(19) 0.63026(14) 0.0181(3) Uani 1 1 d . . . N3 N 0.1819(2) 0.19187(19) 0.72961(14) 0.0182(3) Uani 1 1 d . . . C3A C 0.2251(2) 0.3385(2) 0.83347(16) 0.0156(3) Uani 1 1 d . . . N4 N 0.1918(2) 0.36377(19) 0.95955(14) 0.0180(3) Uani 1 1 d . . . C4 C 0.1105(3) 0.2182(3) 0.99739(19) 0.0255(4) Uani 1 1 d . . . H41 H 0.2031 0.1873 1.0520 0.031 Uiso 1 1 d R . . H42 H 0.0610 0.1165 0.9184 0.031 Uiso 1 1 d R . . H43 H 0.0129 0.2531 1.0469 0.031 Uiso 1 1 d R . . C5 C 0.2407(2) 0.5283(2) 1.05237(17) 0.0178(3) Uani 1 1 d . . . O5 O 0.20808(18) 0.55970(18) 1.16422(12) 0.0248(3) Uani 1 1 d . . . N6 N 0.3298(2) 0.66135(19) 1.01504(14) 0.0170(3) Uani 1 1 d . . . C6 C 0.3813(3) 0.8350(2) 1.11900(17) 0.0236(4) Uani 1 1 d . . . H61 H 0.2764 0.8659 1.1610 0.028 Uiso 1 1 d R . . H62 H 0.4230 0.9229 1.0804 0.028 Uiso 1 1 d R . . H63 H 0.4791 0.8316 1.1845 0.028 Uiso 1 1 d R . . C7 C 0.3744(2) 0.6451(2) 0.89029(16) 0.0170(3) Uani 1 1 d . . . O7 O 0.45450(19) 0.77106(16) 0.86896(13) 0.0245(3) Uani 1 1 d . . . C7A C 0.3146(2) 0.4709(2) 0.79883(16) 0.0153(3) Uani 1 1 d . . . N1E N 0.48360(19) 0.75323(18) 0.59323(14) 0.0166(3) Uani 1 1 d . . . H11E H 0.4599 0.7682 0.6766 0.020 Uiso 1 1 d R . . H12E H 0.5911 0.8251 0.5992 0.020 Uiso 1 1 d R . . C1E C 0.3348(2) 0.7974(2) 0.51656(19) 0.0210(4) Uani 1 1 d . . . H13E H 0.3766 0.8210 0.4401 0.025 Uiso 1 1 d R . . H14E H 0.2945 0.9034 0.5715 0.025 Uiso 1 1 d R . . C2E C 0.1808(2) 0.6419(2) 0.47137(19) 0.0214(4) Uani 1 1 d . . . H23E H 0.1299 0.6266 0.5475 0.026 Uiso 1 1 d R . . H24E H 0.0832 0.6607 0.4117 0.026 Uiso 1 1 d R . . N2E N 0.25428(19) 0.48495(18) 0.40204(14) 0.0162(3) Uani 1 1 d . . . H21E H 0.2629 0.4803 0.3177 0.019 Uiso 1 1 d R . . H22E H 0.1787 0.3851 0.3984 0.019 Uiso 1 1 d R . . O1W O 0.11003(19) 0.10330(17) 0.35873(13) 0.0242(3) Uani 1 1 d D . . H11W H 0.137(3) 0.122(3) 0.4388(11) 0.029 Uiso 1 1 d D . . H12W H 0.020(2) 0.022(2) 0.333(2) 0.029 Uiso 1 1 d D . . 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 Cu 0.01360(15) 0.01031(15) 0.01794(16) 0.00238(11) 0.00035(10) 0.00229(10) N1 0.0174(7) 0.0144(7) 0.0160(7) 0.0023(5) 0.0019(5) 0.0022(5) N2 0.0182(7) 0.0151(7) 0.0191(7) 0.0044(6) 0.0019(5) 0.0013(5) N3 0.0189(7) 0.0137(7) 0.0196(7) 0.0043(6) 0.0010(5) 0.0003(5) C3A 0.0127(7) 0.0153(8) 0.0183(8) 0.0058(6) 0.0004(6) 0.0022(6) N4 0.0187(7) 0.0169(7) 0.0184(7) 0.0076(6) 0.0028(5) -0.0002(6) C4 0.0252(10) 0.0259(10) 0.0285(10) 0.0155(8) 0.0052(8) -0.0014(8) C5 0.0160(8) 0.0210(9) 0.0179(8) 0.0082(7) 0.0022(6) 0.0055(6) O5 0.0289(7) 0.0305(7) 0.0178(6) 0.0099(5) 0.0067(5) 0.0086(6) N6 0.0201(7) 0.0151(7) 0.0138(7) 0.0024(5) 0.0020(5) 0.0031(6) C6 0.0287(10) 0.0178(9) 0.0187(8) -0.0002(7) 0.0021(7) 0.0032(7) C7 0.0174(8) 0.0163(8) 0.0169(8) 0.0051(6) 0.0026(6) 0.0028(6) O7 0.0339(7) 0.0151(6) 0.0212(6) 0.0042(5) 0.0058(5) -0.0029(5) C7A 0.0150(8) 0.0145(8) 0.0154(8) 0.0041(6) 0.0023(6) 0.0014(6) N1E 0.0168(7) 0.0129(7) 0.0194(7) 0.0041(5) 0.0059(5) 0.0012(5) C1E 0.0218(9) 0.0153(8) 0.0290(9) 0.0094(7) 0.0079(7) 0.0068(7) C2E 0.0159(8) 0.0210(9) 0.0286(9) 0.0082(7) 0.0060(7) 0.0068(7) N2E 0.0157(7) 0.0159(7) 0.0172(7) 0.0065(6) 0.0027(5) 0.0017(5) O1W 0.0254(7) 0.0213(7) 0.0201(6) 0.0040(5) 0.0039(5) -0.0083(5) 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' 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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2E Cu N2E 180.0 . 2_666 ? N2E Cu N1E 85.15(6) . . ? N2E Cu N1E 94.85(6) 2_666 . ? N2E Cu N1E 94.85(6) . 2_666 ? N2E Cu N1E 85.15(6) 2_666 2_666 ? N1E Cu N1E 180.000(2) . 2_666 ? N2E Cu N1 93.79(5) . 2_666 ? N2E Cu N1 86.21(5) 2_666 2_666 ? N1E Cu N1 89.23(5) . 2_666 ? N1E Cu N1 90.77(5) 2_666 2_666 ? N2E Cu N1 86.21(5) . . ? N2E Cu N1 93.79(5) 2_666 . ? N1E Cu N1 90.77(5) . . ? N1E Cu N1 89.23(5) 2_666 . ? N1 Cu N1 180.0 2_666 . ? N2 N1 C7A 105.90(14) . . ? N2 N1 Cu 116.50(10) . . ? C7A N1 Cu 136.84(11) . . ? N1 N2 N3 112.26(13) . . ? C3A N3 N2 104.82(14) . . ? N3 C3A C7A 109.66(15) . . ? N3 C3A N4 128.02(16) . . ? C7A C3A N4 122.31(15) . . ? C5 N4 C3A 119.14(15) . . ? C5 N4 C4 119.25(15) . . ? C3A N4 C4 121.59(15) . . ? N4 C4 H41 109.5 . . ? N4 C4 H42 109.3 . . ? H41 C4 H42 109.5 . . ? N4 C4 H43 109.6 . . ? H41 C4 H43 109.5 . . ? H42 C4 H43 109.5 . . ? O5 C5 N4 121.94(17) . . ? O5 C5 N6 120.41(16) . . ? N4 C5 N6 117.65(15) . . ? C5 N6 C7 126.68(14) . . ? C5 N6 C6 115.40(14) . . ? C7 N6 C6 117.92(14) . . ? N6 C6 H61 109.6 . . ? N6 C6 H62 109.3 . . ? H61 C6 H62 109.5 . . ? N6 C6 H63 109.5 . . ? H61 C6 H63 109.5 . . ? H62 C6 H63 109.5 . . ? O7 C7 N6 121.04(15) . . ? O7 C7 C7A 126.95(16) . . ? N6 C7 C7A 112.01(15) . . ? N1 C7A C3A 107.36(15) . . ? N1 C7A C7 130.50(16) . . ? C3A C7A C7 122.13(15) . . ? C1E N1E Cu 107.65(10) . . ? C1E N1E H11E 110.1 . . ? Cu N1E H11E 110.1 . . ? C1E N1E H12E 110.2 . . ? Cu N1E H12E 110.3 . . ? H11E N1E H12E 108.5 . . ? N1E C1E C2E 107.42(14) . . ? N1E C1E H13E 110.1 . . ? C2E C1E H13E 110.2 . . ? N1E C1E H14E 110.3 . . ? C2E C1E H14E 110.3 . . ? H13E C1E H14E 108.5 . . ? N2E C2E C1E 107.61(14) . . ? N2E C2E H23E 110.2 . . ? C1E C2E H23E 110.2 . . ? N2E C2E H24E 110.1 . . ? C1E C2E H24E 110.1 . . ? H23E C2E H24E 108.5 . . ? C2E N2E Cu 108.30(11) . . ? C2E N2E H21E 110.1 . . ? Cu N2E H21E 110.0 . . ? C2E N2E H22E 110.0 . . ? Cu N2E H22E 110.0 . . ? H21E N2E H22E 108.4 . . ? H11W O1W H12W 105(2) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N2E 2.0051(14) . ? Cu N2E 2.0052(14) 2_666 ? Cu N1E 2.0213(14) . ? Cu N1E 2.0214(14) 2_666 ? Cu N1 2.6402(14) 2_666 ? Cu N1 2.6402(14) . ? N1 N2 1.323(2) . ? N1 C7A 1.365(2) . ? N2 N3 1.368(2) . ? N3 C3A 1.331(2) . ? C3A C7A 1.379(2) . ? C3A N4 1.382(2) . ? N4 C5 1.372(2) . ? N4 C4 1.466(2) . ? C4 H41 0.9801 . ? C4 H42 0.9801 . ? C4 H43 0.9801 . ? C5 O5 1.225(2) . ? C5 N6 1.400(2) . ? N6 C7 1.408(2) . ? N6 C6 1.475(2) . ? C6 H61 0.9800 . ? C6 H62 0.9800 . ? C6 H63 0.9800 . ? C7 O7 1.227(2) . ? C7 C7A 1.431(2) . ? N1E C1E 1.480(2) . ? N1E H11E 0.9200 . ? N1E H12E 0.9200 . ? C1E C2E 1.514(3) . ? C1E H13E 0.9900 . ? C1E H14E 0.9900 . ? C2E N2E 1.479(2) . ? C2E H23E 0.9900 . ? C2E H24E 0.9900 . ? N2E H21E 0.9200 . ? N2E H22E 0.9200 . ? O1W H11W 0.834(10) . ? O1W H12W 0.836(10) . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1E H11E O7 0.92 2.10 3.0023(19) 167.0 . N1E H12E O1W 0.92 2.21 3.0593(19) 152.8 2_666 N2E H21E O5 0.92 2.01 2.8514(19) 151.9 1_554 N2E H22E O1W 0.92 2.18 3.0340(19) 153.3 . O1W H11W N2 0.834(10) 2.022(12) 2.828(2) 162(2) . O1W H12W N3 0.836(10) 2.038(10) 2.871(2) 174(2) 2_556 _journal_paper_doi 10.1016/j.poly.2009.06.002