#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/1/1100145.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_1100145 loop_ _publ_author_name 'Esther R. Acuna-Cueva' 'Rene Faure' 'Nuria A. Illan-Cabeza' 'Sonia B. Jimenez-Pulido' 'Miguel N. Moreno-Carretero' 'Miguel Quiros' _journal_name_full 'Inorganica Chimica Acta' _journal_volume 342 _journal_page_first 209 _journal_page_last 218 _journal_year 2003 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H16 Cu N10 O12' _chemical_formula_weight 579.91 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' 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' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 15.1701(10) _cell_length_b 8.0805(6) _cell_length_c 17.7233(17) _cell_angle_alpha 90.00 _cell_angle_beta 103.022(6) _cell_angle_gamma 90.00 _cell_volume 2116.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 39 _cell_measurement_theta_min 4.98 _cell_measurement_theta_max 12.52 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.820 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1180 _exptl_absorpt_coefficient_mu 1.122 _exptl_absorpt_correction_type psi-scans _exptl_absorpt_correction_T_min 0.6052 _exptl_absorpt_correction_T_max 0.6767 _exptl_absorpt_process_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '2\q/\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3865 _diffrn_reflns_av_R_equivalents 0.0338 _diffrn_reflns_av_sigmaI/netI 0.0363 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 30.00 _reflns_number_total 3087 _reflns_number_gt 2642 _reflns_threshold_expression >2sigma(I) _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+1.5000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary heavy _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3087 _refine_ls_number_parameters 175 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.1014 _refine_ls_wR_factor_gt 0.0959 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 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 0.0000 0.17538(4) 0.2500 0.02700(10) Uani 1 2 d S . . N1 N 0.24657(10) 0.5063(2) 0.44732(8) 0.0307(3) Uani 1 1 d . . . C1 C 0.32855(15) 0.6079(3) 0.47158(12) 0.0427(5) Uani 1 1 d . . . H11 H 0.3758 0.5638 0.4495 0.051 Uiso 1 1 d R . . H12 H 0.3476 0.6068 0.5270 0.051 Uiso 1 1 d R . . H13 H 0.3157 0.7196 0.4540 0.051 Uiso 1 1 d R . . C1A C 0.20911(11) 0.4828(2) 0.36978(9) 0.0257(3) Uani 1 1 d . . . C2 C 0.20854(13) 0.4357(3) 0.50393(10) 0.0326(4) Uani 1 1 d . . . O2 O 0.23823(12) 0.4592(2) 0.57250(8) 0.0484(4) Uani 1 1 d . . . N3 N 0.13505(11) 0.3320(2) 0.47881(8) 0.0320(3) Uani 1 1 d . . . H3 H 0.1129 0.2857 0.5142 0.038 Uiso 1 1 d R . . C4 C 0.09401(12) 0.2953(2) 0.40392(9) 0.0278(3) Uani 1 1 d . . . C4A C 0.13608(11) 0.3765(2) 0.34684(9) 0.0251(3) Uani 1 1 d . . . O4 O 0.02823(10) 0.20454(19) 0.38582(8) 0.0371(3) Uani 1 1 d . . . N5 N 0.09954(10) 0.34816(19) 0.27153(8) 0.0269(3) Uani 1 1 d . . . C6 C 0.13476(12) 0.4278(3) 0.21958(10) 0.0321(4) Uani 1 1 d . . . H6 H 0.1111 0.4112 0.1670 0.039 Uiso 1 1 d R . . C7 C 0.20722(13) 0.5363(3) 0.24406(10) 0.0347(4) Uani 1 1 d . . . H7 H 0.2299 0.5920 0.2066 0.042 Uiso 1 1 d R . . N8 N 0.24548(10) 0.5643(2) 0.31809(9) 0.0330(3) Uani 1 1 d . . . O1W O 0.09317(9) 0.00104(19) 0.25903(9) 0.0357(3) Uani 1 1 d D . . H11W H 0.0902(18) -0.051(3) 0.2168(9) 0.043 Uiso 1 1 d D . . H12W H 0.0845(18) -0.065(3) 0.2935(12) 0.043 Uiso 1 1 d D . . N1N N 0.00181(12) 0.2711(2) 0.61487(10) 0.0369(3) Uani 1 1 d . . . O1N O 0.07028(13) 0.1802(2) 0.62564(12) 0.0546(4) Uani 1 1 d . . . O2N O -0.05574(13) 0.2554(2) 0.65458(12) 0.0576(5) Uani 1 1 d . . . O3N O -0.00817(15) 0.3781(3) 0.56482(12) 0.0675(6) Uani 1 1 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 0.02280(15) 0.03152(16) 0.02535(15) 0.000 0.00260(10) 0.000 N1 0.0300(7) 0.0382(8) 0.0229(6) -0.0030(6) 0.0038(5) -0.0045(6) C1 0.0395(10) 0.0507(12) 0.0364(9) -0.0099(9) 0.0052(8) -0.0159(9) C1A 0.0244(7) 0.0305(8) 0.0220(6) 0.0002(6) 0.0048(5) 0.0018(6) C2 0.0338(8) 0.0406(10) 0.0234(7) -0.0019(7) 0.0063(6) 0.0010(8) O2 0.0543(9) 0.0682(11) 0.0215(6) -0.0072(7) 0.0060(6) -0.0134(8) N3 0.0354(8) 0.0415(8) 0.0204(6) 0.0005(6) 0.0091(5) -0.0038(7) C4 0.0273(7) 0.0327(8) 0.0235(7) 0.0020(6) 0.0056(6) 0.0012(6) C4A 0.0249(7) 0.0295(7) 0.0206(6) 0.0012(6) 0.0046(5) 0.0027(6) O4 0.0349(7) 0.0474(8) 0.0292(6) 0.0012(6) 0.0075(5) -0.0108(6) N5 0.0249(6) 0.0327(7) 0.0220(6) 0.0011(5) 0.0030(5) -0.0002(5) C6 0.0304(8) 0.0436(10) 0.0217(7) 0.0036(7) 0.0048(6) 0.0004(7) C7 0.0310(8) 0.0471(11) 0.0270(8) 0.0069(7) 0.0087(6) -0.0021(8) N8 0.0284(7) 0.0421(9) 0.0287(7) 0.0022(6) 0.0069(6) -0.0047(6) O1W 0.0297(6) 0.0376(7) 0.0412(7) 0.0052(6) 0.0108(5) 0.0027(5) N1N 0.0409(9) 0.0359(8) 0.0359(8) 0.0002(7) 0.0126(7) -0.0014(7) O1N 0.0503(10) 0.0506(10) 0.0693(11) 0.0048(9) 0.0270(9) 0.0128(8) O2N 0.0601(11) 0.0573(11) 0.0670(11) 0.0231(9) 0.0389(9) 0.0184(9) O3N 0.0763(14) 0.0694(12) 0.0649(12) 0.0351(11) 0.0327(11) 0.0138(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 O1W 1.9763(14) . ? Cu N5 2.0287(15) . ? Cu O4 2.3598(14) . ? N1 C1A 1.377(2) . ? N1 C2 1.388(2) . ? N1 C1 1.472(2) . ? C1A N8 1.343(2) . ? C1A C4A 1.389(2) . ? C2 O2 1.212(2) . ? C2 N3 1.386(2) . ? N3 C4 1.366(2) . ? N3 O3N 2.945(3) . ? C4 O4 1.221(2) . ? C4 C4A 1.467(2) . ? C4A N5 1.345(2) . ? N5 C6 1.330(2) . ? C6 C7 1.397(3) . ? C7 N8 1.329(2) . ? O1W O2N 2.711(2) 5_556 ? O1W O1N 2.736(3) 6 ? N1N O3N 1.223(2) . ? N1N O2N 1.245(2) . ? N1N O1N 1.251(2) . ? 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 O1W Cu O1W 89.07(9) . 2 ? O1W Cu N5 89.25(6) . . ? O1W Cu N5 173.84(6) . 2 ? N5 Cu N5 93.03(8) . 2 ? O1W Cu O4 96.65(5) . 2 ? O1W Cu O4 91.52(6) . . ? N5 Cu O4 77.47(5) . . ? N5 Cu O4 94.56(6) . 2 ? O4 Cu O4 168.54(8) . 2 ? C1A N1 C2 121.33(15) . . ? C1A N1 C1 119.99(15) . . ? C2 N1 C1 118.68(15) . . ? N8 C1A N1 118.22(15) . . ? N8 C1A C4A 121.79(15) . . ? N1 C1A C4A 119.99(15) . . ? O2 C2 N3 120.48(17) . . ? O2 C2 N1 122.65(18) . . ? N3 C2 N1 116.86(15) . . ? C4 N3 C2 126.95(15) . . ? C4 N3 O3N 107.61(12) . . ? C2 N3 O3N 113.02(12) . . ? O4 C4 N3 123.51(16) . . ? O4 C4 C4A 122.95(15) . . ? N3 C4 C4A 113.53(15) . . ? N5 C4A C1A 121.27(15) . . ? N5 C4A C4 117.54(15) . . ? C1A C4A C4 121.16(14) . . ? C4 O4 Cu 106.12(11) . . ? C6 N5 C4A 117.70(15) . . ? C6 N5 Cu 126.93(12) . . ? C4A N5 Cu 115.26(11) . . ? N5 C6 C7 119.97(15) . . ? N8 C7 C6 123.46(16) . . ? C7 N8 C1A 115.78(16) . . ? Cu O1W O2N 110.70(7) . 5_556 ? Cu O1W O1N 111.25(7) . 6 ? O2N O1W O1N 94.42(8) 5_556 6 ? O3N N1N O2N 119.61(19) . . ? O3N N1N O1N 119.23(19) . . ? O2N N1N O1N 121.16(19) . . ? N1N O3N N3 107.50(15) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.332 _refine_diff_density_min -0.587 _refine_diff_density_rms 0.084