Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 186 loop_ _publ_author_name 'Robert P. Houser' 'Deping Cheng' 'Masood A. Khan' _publ_contact_author_name 'Prof Robert P. Houser' _publ_contact_author_address ; Chemistry and Biochemistry University of Oklahoma 620 Parrington Oval Norman 73019 UNITED STATES OF AMERICA ; _publ_contact_author_email 'HOUSER@OU.EDU' _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Copper(II) and Cobalt(II) Coordination Polymers with Bridging 1, 2, 4, 5-Benzenetetracarboxylate and N-Methylimidazole: Coordination Number-Determined Sheet Topology ; data_Compound-1 _database_code_CSD 191132 _publ_requested_journal 'test' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H18 Co N4 O6.50' _chemical_formula_weight 393.24 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' 'Co' 'Co' 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/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 24.148(10) _cell_length_b 10.908(6) _cell_length_c 12.942(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.67(2) _cell_angle_gamma 90.00 _cell_volume 3248(2) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 32 _cell_measurement_theta_min 5.18 _cell_measurement_theta_max 9.56 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.608 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 1.099 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7743 _exptl_absorpt_correction_T_max 0.8921 _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4.8 _diffrn_reflns_number 2963 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0634 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2829 _reflns_number_gt 2279 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0608P)^2^+3.0776P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _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 2829 _refine_ls_number_parameters 243 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1160 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.013 _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 Co1 Co 0.606625(18) 0.63695(4) 0.07223(4) 0.01683(16) Uani 1 1 d . . . O1 O 0.66174(10) 0.6735(3) 0.2284(2) 0.0262(6) Uani 1 1 d . . . O2 O 0.61169(11) 0.6059(3) 0.3349(2) 0.0292(6) Uani 1 1 d . . . O3 O 0.83599(10) 1.0024(2) 0.4472(2) 0.0235(6) Uani 1 1 d . . . O4 O 0.87187(12) 0.8305(3) 0.4003(2) 0.0316(7) Uani 1 1 d . . . O5 O 0.56003(10) 0.5009(3) 0.1392(2) 0.0215(5) Uani 1 1 d D . . O6 O 0.55452(11) 0.5759(3) -0.0871(2) 0.0249(6) Uani 1 1 d D . . O7 O 0.5000 0.7735(6) -0.2500 0.0709(17) Uani 1 2 d SD . . N1 N 0.54817(13) 0.7725(3) 0.0881(3) 0.0256(7) Uani 1 1 d . . . N2 N 0.47193(14) 0.8805(3) 0.0888(3) 0.0328(8) Uani 1 1 d . . . N3 N 0.65318(13) 0.7609(3) 0.0055(3) 0.0240(7) Uani 1 1 d . . . N4 N 0.68866(13) 0.8614(3) -0.1074(3) 0.0264(7) Uani 1 1 d . . . C1 C 0.56548(17) 0.8859(4) 0.1286(4) 0.0359(10) Uani 1 1 d . . . H1A H 0.6038 0.9129 0.1515 0.043 Uiso 1 1 calc R . . C2 C 0.51947(19) 0.9533(4) 0.1308(4) 0.0398(11) Uani 1 1 d . . . H2A H 0.5198 1.0333 0.1559 0.048 Uiso 1 1 calc R . . C3 C 0.41168(18) 0.9146(5) 0.0727(5) 0.0478(13) Uani 1 1 d . . . H3A H 0.3871 0.8708 0.0116 0.072 Uiso 1 1 calc R . . H3B H 0.4071 1.0012 0.0595 0.072 Uiso 1 1 calc R . . H3C H 0.4011 0.8944 0.1364 0.072 Uiso 1 1 calc R . . C4 C 0.49120(17) 0.7735(4) 0.0646(4) 0.0320(9) Uani 1 1 d . . . H4A H 0.4674 0.7075 0.0347 0.038 Uiso 1 1 calc R . . C5 C 0.69711(16) 0.8365(4) 0.0633(3) 0.0295(9) Uani 1 1 d . . . H5B H 0.7096 0.8441 0.1384 0.035 Uiso 1 1 calc R . . C6 C 0.71929(16) 0.8979(4) -0.0052(3) 0.0304(9) Uani 1 1 d . . . H6B H 0.7496 0.9543 0.0134 0.037 Uiso 1 1 calc R . . C7 C 0.6973(2) 0.9053(5) -0.2071(4) 0.0423(11) Uani 1 1 d . . . H7A H 0.6701 0.8658 -0.2679 0.063 Uiso 1 1 calc R . . H7B H 0.7362 0.8869 -0.2069 0.063 Uiso 1 1 calc R . . H7C H 0.6913 0.9924 -0.2126 0.063 Uiso 1 1 calc R . . C8 C 0.64969(16) 0.7788(4) -0.0963(3) 0.0280(8) Uani 1 1 d . . . H8A H 0.6233 0.7390 -0.1542 0.034 Uiso 1 1 calc R . . C9 C 0.65474(14) 0.6556(3) 0.3193(3) 0.0180(7) Uani 1 1 d . . . C10 C 0.70340(14) 0.7024(3) 0.4160(3) 0.0168(7) Uani 1 1 d . . . C11 C 0.74823(14) 0.7671(3) 0.3951(3) 0.0184(7) Uani 1 1 d . . . H11A H 0.7471 0.7789 0.3233 0.022 Uiso 1 1 calc R . . C12 C 0.79471(13) 0.8153(3) 0.4766(3) 0.0157(7) Uani 1 1 d . . . C13 C 0.83875(13) 0.8885(3) 0.4400(3) 0.0178(7) Uani 1 1 d . . . H6E H 0.5726(17) 0.518(3) -0.105(4) 0.033(13) Uiso 1 1 d D . . H5E H 0.5817(18) 0.440(3) 0.140(4) 0.040(14) Uiso 1 1 d D . . H5D H 0.568(2) 0.539(4) 0.199(3) 0.049(15) Uiso 1 1 d D . . H7D H 0.519(3) 0.724(5) -0.201(4) 0.09(2) Uiso 1 1 d D . . H6D H 0.5208(13) 0.547(4) -0.098(4) 0.046(14) 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 Co1 0.0123(2) 0.0201(3) 0.0164(3) -0.0017(2) 0.00194(17) -0.00097(19) O1 0.0186(12) 0.0432(17) 0.0147(13) -0.0022(11) 0.0022(10) -0.0104(11) O2 0.0208(13) 0.0465(18) 0.0171(13) -0.0019(12) 0.0008(10) -0.0151(12) O3 0.0187(12) 0.0218(14) 0.0302(15) -0.0005(11) 0.0078(10) -0.0023(10) O4 0.0278(14) 0.0276(15) 0.0461(18) -0.0039(13) 0.0213(13) -0.0045(11) O5 0.0170(12) 0.0280(15) 0.0188(13) -0.0056(11) 0.0041(10) -0.0019(11) O6 0.0166(13) 0.0317(15) 0.0236(14) -0.0081(12) 0.0018(11) -0.0018(11) O7 0.084(4) 0.041(3) 0.069(4) 0.000 -0.007(3) 0.000 N1 0.0211(15) 0.0245(16) 0.0307(18) -0.0036(14) 0.0072(13) 0.0031(13) N2 0.0247(17) 0.032(2) 0.045(2) -0.0019(16) 0.0162(15) 0.0049(14) N3 0.0206(15) 0.0257(17) 0.0250(17) 0.0020(13) 0.0058(12) -0.0030(13) N4 0.0236(15) 0.0292(17) 0.0281(17) 0.0039(14) 0.0105(13) 0.0008(14) C1 0.0239(19) 0.035(2) 0.048(3) -0.012(2) 0.0088(18) -0.0063(17) C2 0.037(2) 0.029(2) 0.055(3) -0.013(2) 0.015(2) -0.0023(18) C3 0.025(2) 0.048(3) 0.073(4) -0.002(3) 0.019(2) 0.013(2) C4 0.0231(19) 0.027(2) 0.045(3) -0.0041(19) 0.0093(17) 0.0023(16) C5 0.0243(18) 0.036(2) 0.026(2) 0.0000(17) 0.0036(15) -0.0039(16) C6 0.0230(18) 0.034(2) 0.033(2) 0.0041(17) 0.0052(16) -0.0074(16) C7 0.042(2) 0.053(3) 0.036(3) 0.008(2) 0.020(2) -0.002(2) C8 0.0220(18) 0.028(2) 0.032(2) -0.0020(17) 0.0056(15) -0.0023(15) C9 0.0152(16) 0.0203(18) 0.0167(17) -0.0018(14) 0.0020(13) -0.0013(13) C10 0.0120(15) 0.0203(18) 0.0149(17) -0.0038(13) -0.0007(12) 0.0005(13) C11 0.0174(16) 0.0237(18) 0.0121(16) 0.0003(14) 0.0013(13) -0.0022(14) C12 0.0108(15) 0.0169(16) 0.0176(17) -0.0030(13) 0.0015(12) -0.0019(12) C13 0.0107(14) 0.029(2) 0.0104(16) -0.0003(14) -0.0018(12) -0.0023(13) _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 Co1 O3 2.086(3) 4_645 ? Co1 O1 2.093(3) . ? Co1 N1 2.097(3) . ? Co1 N3 2.104(3) . ? Co1 O6 2.169(3) . ? Co1 O5 2.194(3) . ? O1 C9 1.254(4) . ? O2 C9 1.242(4) . ? O3 C13 1.249(4) . ? O3 Co1 2.086(3) 4_655 ? O4 C13 1.246(4) . ? N1 C4 1.316(5) . ? N1 C1 1.359(5) . ? N2 C4 1.329(5) . ? N2 C2 1.366(5) . ? N2 C3 1.454(5) . ? N3 C8 1.310(5) . ? N3 C5 1.372(5) . ? N4 C8 1.341(5) . ? N4 C6 1.364(5) . ? N4 C7 1.450(5) . ? C1 C2 1.340(6) . ? C5 C6 1.346(6) . ? C9 C10 1.521(4) . ? C10 C11 1.386(5) . ? C10 C12 1.391(5) 7_666 ? C11 C12 1.389(5) . ? C12 C10 1.391(5) 7_666 ? C12 C13 1.516(5) . ? 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 O3 Co1 O1 89.96(11) 4_645 . ? O3 Co1 N1 178.77(12) 4_645 . ? O1 Co1 N1 91.19(12) . . ? O3 Co1 N3 86.87(12) 4_645 . ? O1 Co1 N3 90.66(11) . . ? N1 Co1 N3 92.68(13) . . ? O3 Co1 O6 83.35(10) 4_645 . ? O1 Co1 O6 172.64(11) . . ? N1 Co1 O6 95.53(12) . . ? N3 Co1 O6 92.03(12) . . ? O3 Co1 O5 90.61(11) 4_645 . ? O1 Co1 O5 89.96(10) . . ? N1 Co1 O5 89.82(12) . . ? N3 Co1 O5 177.41(11) . . ? O6 Co1 O5 87.06(10) . . ? C9 O1 Co1 130.5(2) . . ? C13 O3 Co1 129.7(2) . 4_655 ? C4 N1 C1 105.0(3) . . ? C4 N1 Co1 132.1(3) . . ? C1 N1 Co1 122.8(3) . . ? C4 N2 C2 107.0(3) . . ? C4 N2 C3 126.7(4) . . ? C2 N2 C3 126.3(4) . . ? C8 N3 C5 105.2(3) . . ? C8 N3 Co1 129.0(3) . . ? C5 N3 Co1 125.7(3) . . ? C8 N4 C6 106.5(3) . . ? C8 N4 C7 127.7(4) . . ? C6 N4 C7 125.8(4) . . ? C2 C1 N1 110.3(4) . . ? C1 C2 N2 105.9(4) . . ? N1 C4 N2 111.6(4) . . ? C6 C5 N3 109.7(4) . . ? C5 C6 N4 106.6(3) . . ? N3 C8 N4 112.0(3) . . ? O2 C9 O1 125.3(3) . . ? O2 C9 C10 119.2(3) . . ? O1 C9 C10 115.4(3) . . ? C11 C10 C12 118.4(3) . 7_666 ? C11 C10 C9 117.7(3) . . ? C12 C10 C9 123.9(3) 7_666 . ? C10 C11 C12 122.9(3) . . ? C11 C12 C10 118.7(3) . 7_666 ? C11 C12 C13 116.3(3) . . ? C10 C12 C13 124.9(3) 7_666 . ? O4 C13 O3 126.3(3) . . ? O4 C13 C12 117.4(3) . . ? O3 C13 C12 116.2(3) . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Co1 O1 C9 -112.2(3) 4_645 . . . ? N1 Co1 O1 C9 68.2(3) . . . . ? N3 Co1 O1 C9 160.9(3) . . . . ? O5 Co1 O1 C9 -21.6(3) . . . . ? O1 Co1 N1 C4 -134.8(4) . . . . ? N3 Co1 N1 C4 134.5(4) . . . . ? O6 Co1 N1 C4 42.2(4) . . . . ? O5 Co1 N1 C4 -44.8(4) . . . . ? O1 Co1 N1 C1 45.6(3) . . . . ? N3 Co1 N1 C1 -45.1(3) . . . . ? O6 Co1 N1 C1 -137.4(3) . . . . ? O5 Co1 N1 C1 135.6(3) . . . . ? O3 Co1 N3 C8 79.6(3) 4_645 . . . ? O1 Co1 N3 C8 169.6(3) . . . . ? N1 Co1 N3 C8 -99.2(3) . . . . ? O6 Co1 N3 C8 -3.6(3) . . . . ? O3 Co1 N3 C5 -96.3(3) 4_645 . . . ? O1 Co1 N3 C5 -6.4(3) . . . . ? N1 Co1 N3 C5 84.9(3) . . . . ? O6 Co1 N3 C5 -179.5(3) . . . . ? C4 N1 C1 C2 1.0(5) . . . . ? Co1 N1 C1 C2 -179.3(3) . . . . ? N1 C1 C2 N2 -1.0(6) . . . . ? C4 N2 C2 C1 0.7(5) . . . . ? C3 N2 C2 C1 -178.7(4) . . . . ? C1 N1 C4 N2 -0.5(5) . . . . ? Co1 N1 C4 N2 179.8(3) . . . . ? C2 N2 C4 N1 -0.1(5) . . . . ? C3 N2 C4 N1 179.3(4) . . . . ? C8 N3 C5 C6 -0.3(5) . . . . ? Co1 N3 C5 C6 176.4(3) . . . . ? N3 C5 C6 N4 0.5(5) . . . . ? C8 N4 C6 C5 -0.6(4) . . . . ? C7 N4 C6 C5 179.2(4) . . . . ? C5 N3 C8 N4 -0.1(4) . . . . ? Co1 N3 C8 N4 -176.6(2) . . . . ? C6 N4 C8 N3 0.4(5) . . . . ? C7 N4 C8 N3 -179.4(4) . . . . ? Co1 O1 C9 O2 2.6(6) . . . . ? Co1 O1 C9 C10 -176.0(2) . . . . ? O2 C9 C10 C11 -174.3(3) . . . . ? O1 C9 C10 C11 4.4(5) . . . . ? O2 C9 C10 C12 5.4(5) . . . 7_666 ? O1 C9 C10 C12 -176.0(3) . . . 7_666 ? C12 C10 C11 C12 -0.2(6) 7_666 . . . ? C9 C10 C11 C12 179.4(3) . . . . ? C10 C11 C12 C10 0.2(6) . . . 7_666 ? C10 C11 C12 C13 -177.4(3) . . . . ? Co1 O3 C13 O4 -13.7(5) 4_655 . . . ? Co1 O3 C13 C12 170.5(2) 4_655 . . . ? C11 C12 C13 O4 -72.7(4) . . . . ? C10 C12 C13 O4 109.9(4) 7_666 . . . ? C11 C12 C13 O3 103.5(4) . . . . ? C10 C12 C13 O3 -74.0(4) 7_666 . . . ? 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 O6 H6E O2 0.84(2) 1.94(3) 2.775(4) 172(5) 6_565 O6 H6E O3 0.84(2) 2.51(4) 2.829(4) 103(3) 4_645 O5 H5E O4 0.85(2) 1.82(3) 2.633(4) 161(5) 4_645 O5 H5E O3 0.85(2) 2.66(5) 3.043(4) 109(4) 4_645 O5 H5D O2 0.85(2) 1.90(3) 2.714(4) 160(5) . O7 H7D O6 0.85(2) 2.18(3) 3.023(5) 170(6) . O6 H6D O5 0.85(2) 1.93(3) 2.770(4) 171(5) 5_665 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.406 _refine_diff_density_min -0.545 _refine_diff_density_rms 0.090 #===END data_Compound-2 _database_code_CSD 191133 _publ_requested_journal 'test' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H13 Cu N4 O4' _chemical_formula_weight 352.81 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.847(2) _cell_length_b 8.985(2) _cell_length_c 10.3302(17) _cell_angle_alpha 67.817(12) _cell_angle_beta 82.839(17) _cell_angle_gamma 75.60(2) _cell_volume 736.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 61 _cell_measurement_theta_min 6.14 _cell_measurement_theta_max 17.75 _exptl_crystal_description priam _exptl_crystal_colour blue _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.592 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 1.507 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5829 _exptl_absorpt_correction_T_max 0.7318 _exptl_absorpt_process_details '(North, Phillips & Mathews, 1968)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Bruker 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_% 3.2 _diffrn_reflns_number 3534 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0481 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26.50 _reflns_number_total 2934 _reflns_number_gt 2421 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _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^)+(0.0638P)^2^+0.3154P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.005(2) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2934 _refine_ls_number_parameters 205 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1108 _refine_ls_wR_factor_gt 0.1026 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.007 _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 Cu1 Cu 0.0000 0.5000 0.0000 0.02358(11) Uani 1 2 d S . . Cu2 Cu 0.5000 0.5000 -0.5000 0.02315(11) Uani 1 2 d S . . O1 O 0.1794(2) 0.3135(2) 0.05839(18) 0.0275(4) Uani 1 1 d . . . O2 O 0.1480(2) 0.3112(2) -0.15034(19) 0.0331(5) Uani 1 1 d . . . O3 O 0.4564(2) 0.3859(2) -0.29919(17) 0.0264(4) Uani 1 1 d . . . O4 O 0.4355(3) 0.1923(2) -0.37727(19) 0.0406(5) Uani 1 1 d . . . N1 N 0.1459(3) 0.6516(3) -0.0867(3) 0.0368(6) Uani 1 1 d . . . N2 N 0.3520(3) 0.7417(3) -0.1978(3) 0.0394(6) Uani 1 1 d . . . N3 N 0.2765(3) 0.5997(3) -0.5330(2) 0.0323(5) Uani 1 1 d . . . N4 N 0.0280(3) 0.6862(3) -0.4911(3) 0.0396(6) Uani 1 1 d . . . C1 C 0.2923(3) 0.6111(3) -0.1252(3) 0.0344(6) Uani 1 1 d . . . H1A H 0.3482 0.5029 -0.1041 0.041 Uiso 1 1 calc R . . C2 C 0.5084(4) 0.7396(5) -0.2645(4) 0.0576(9) Uani 1 1 d . . . H2A H 0.5556 0.6306 -0.2631 0.086 Uiso 1 1 calc R . . H2B H 0.5714 0.7715 -0.2146 0.086 Uiso 1 1 calc R . . H2C H 0.5005 0.8154 -0.3596 0.086 Uiso 1 1 calc R . . C3 C 0.2377(4) 0.8757(5) -0.2067(6) 0.0835(17) Uani 1 1 d . . . H3A H 0.2447 0.9852 -0.2511 0.100 Uiso 1 1 calc R . . C4 C 0.1118(4) 0.8203(5) -0.1390(6) 0.0886(19) Uani 1 1 d . . . H4A H 0.0154 0.8867 -0.1290 0.106 Uiso 1 1 calc R . . C5 C 0.2202(3) 0.2596(3) -0.0420(2) 0.0228(5) Uani 1 1 d . . . C6 C 0.3669(3) 0.1274(3) -0.0218(2) 0.0204(5) Uani 1 1 d . . . C7 C 0.4679(3) 0.1163(3) -0.1345(2) 0.0202(5) Uani 1 1 d . . . C8 C 0.5993(3) -0.0109(3) -0.1110(2) 0.0223(5) Uani 1 1 d . . . H8A H 0.6665 -0.0185 -0.1861 0.027 Uiso 1 1 calc R . . C9 C 0.4468(3) 0.2397(3) -0.2823(2) 0.0246(5) Uani 1 1 d . . . C10 C 0.1672(3) 0.6096(4) -0.4361(3) 0.0374(7) Uani 1 1 d . . . H10A H 0.1849 0.5681 -0.3408 0.045 Uiso 1 1 calc R . . C11 C -0.1182(4) 0.7225(6) -0.4155(4) 0.0641(11) Uani 1 1 d . . . H11A H -0.1095 0.6520 -0.3188 0.096 Uiso 1 1 calc R . . H11B H -0.2013 0.7041 -0.4550 0.096 Uiso 1 1 calc R . . H11C H -0.1402 0.8355 -0.4227 0.096 Uiso 1 1 calc R . . C12 C 0.0479(4) 0.7273(4) -0.6331(3) 0.0474(8) Uani 1 1 d . . . H12A H -0.0287 0.7808 -0.6994 0.057 Uiso 1 1 calc R . . C13 C 0.2006(4) 0.6745(4) -0.6569(3) 0.0425(8) Uani 1 1 d . . . H13A H 0.2481 0.6868 -0.7447 0.051 Uiso 1 1 calc R . . 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 Cu1 0.01836(19) 0.01559(19) 0.0288(2) -0.00585(15) 0.00313(15) 0.00490(15) Cu2 0.0245(2) 0.01796(19) 0.01537(18) 0.00358(15) -0.00138(15) 0.00082(16) O1 0.0250(8) 0.0209(8) 0.0277(8) -0.0077(7) 0.0005(7) 0.0083(7) O2 0.0266(9) 0.0329(10) 0.0267(9) -0.0029(8) -0.0062(7) 0.0064(8) O3 0.0309(9) 0.0175(8) 0.0191(8) 0.0019(6) 0.0003(7) 0.0009(7) O4 0.0661(14) 0.0297(10) 0.0197(8) -0.0058(7) -0.0069(9) -0.0016(10) N1 0.0289(11) 0.0225(11) 0.0517(14) -0.0104(10) 0.0061(10) -0.0013(9) N2 0.0320(11) 0.0397(13) 0.0460(14) -0.0133(11) 0.0053(10) -0.0137(10) N3 0.0269(11) 0.0312(12) 0.0248(10) 0.0031(9) -0.0049(8) -0.0006(9) N4 0.0266(11) 0.0426(14) 0.0394(13) -0.0072(11) -0.0034(9) -0.0006(10) C1 0.0294(13) 0.0311(13) 0.0429(15) -0.0172(11) 0.0058(11) -0.0039(11) C2 0.0464(17) 0.081(2) 0.064(2) -0.0400(18) 0.0234(15) -0.0367(17) C3 0.0441(19) 0.0285(18) 0.144(5) 0.003(2) 0.010(2) -0.0098(15) C4 0.0357(18) 0.0279(17) 0.177(5) -0.019(2) 0.026(2) -0.0047(15) C5 0.0201(10) 0.0135(10) 0.0245(11) 0.0005(9) 0.0026(9) 0.0012(9) C6 0.0202(10) 0.0147(10) 0.0174(10) -0.0006(8) -0.0002(8) 0.0032(8) C7 0.0233(11) 0.0156(10) 0.0139(9) -0.0006(8) 0.0007(8) 0.0013(9) C8 0.0259(11) 0.0170(10) 0.0148(10) -0.0010(8) 0.0039(8) 0.0018(9) C9 0.0243(11) 0.0203(11) 0.0172(10) 0.0005(9) 0.0003(9) 0.0041(9) C10 0.0286(13) 0.0441(16) 0.0261(13) -0.0010(12) -0.0022(10) -0.0022(12) C11 0.0306(16) 0.090(3) 0.063(2) -0.028(2) -0.0001(15) 0.0012(18) C12 0.0378(15) 0.0519(19) 0.0409(16) -0.0077(14) -0.0183(13) 0.0042(14) C13 0.0368(15) 0.0511(18) 0.0261(13) -0.0040(13) -0.0085(11) 0.0017(14) _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 Cu1 O1 1.9608(17) . ? Cu1 O1 1.9608(17) 2_565 ? Cu1 N1 1.998(2) . ? Cu1 N1 1.998(2) 2_565 ? Cu2 N3 1.971(2) . ? Cu2 N3 1.971(2) 2_664 ? Cu2 O3 1.9734(16) . ? Cu2 O3 1.9734(16) 2_664 ? O1 C5 1.280(3) . ? O2 C5 1.230(3) . ? O3 C9 1.282(3) . ? O4 C9 1.231(3) . ? N1 C1 1.309(3) . ? N1 C4 1.369(4) . ? N2 C1 1.328(4) . ? N2 C3 1.347(5) . ? N2 C2 1.466(4) . ? N3 C10 1.315(4) . ? N3 C13 1.371(3) . ? N4 C10 1.330(4) . ? N4 C12 1.371(4) . ? N4 C11 1.456(4) . ? C3 C4 1.340(5) . ? C5 C6 1.501(3) . ? C6 C8 1.390(3) 2_655 ? C6 C7 1.395(3) . ? C7 C8 1.384(3) . ? C7 C9 1.512(3) . ? C8 C6 1.390(3) 2_655 ? C12 C13 1.340(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 O1 Cu1 O1 180.0 . 2_565 ? O1 Cu1 N1 89.66(9) . . ? O1 Cu1 N1 90.34(9) 2_565 . ? O1 Cu1 N1 90.34(9) . 2_565 ? O1 Cu1 N1 89.66(9) 2_565 2_565 ? N1 Cu1 N1 180.0 . 2_565 ? N3 Cu2 N3 180.0 . 2_664 ? N3 Cu2 O3 91.55(8) . . ? N3 Cu2 O3 88.45(8) 2_664 . ? N3 Cu2 O3 88.45(8) . 2_664 ? N3 Cu2 O3 91.55(8) 2_664 2_664 ? O3 Cu2 O3 180.00(10) . 2_664 ? C5 O1 Cu1 108.20(14) . . ? C9 O3 Cu2 107.52(15) . . ? C1 N1 C4 104.2(3) . . ? C1 N1 Cu1 126.73(19) . . ? C4 N1 Cu1 128.4(2) . . ? C1 N2 C3 106.8(3) . . ? C1 N2 C2 126.3(3) . . ? C3 N2 C2 126.8(3) . . ? C10 N3 C13 105.0(2) . . ? C10 N3 Cu2 125.71(19) . . ? C13 N3 Cu2 129.3(2) . . ? C10 N4 C12 107.2(2) . . ? C10 N4 C11 126.6(3) . . ? C12 N4 C11 126.1(3) . . ? N1 C1 N2 112.5(2) . . ? C4 C3 N2 106.6(3) . . ? C3 C4 N1 110.0(3) . . ? O2 C5 O1 124.0(2) . . ? O2 C5 C6 120.4(2) . . ? O1 C5 C6 115.7(2) . . ? C8 C6 C7 119.2(2) 2_655 . ? C8 C6 C5 119.4(2) 2_655 . ? C7 C6 C5 121.33(19) . . ? C8 C7 C6 119.1(2) . . ? C8 C7 C9 116.9(2) . . ? C6 C7 C9 123.9(2) . . ? C7 C8 C6 121.7(2) . 2_655 ? O4 C9 O3 125.0(2) . . ? O4 C9 C7 119.4(2) . . ? O3 C9 C7 115.2(2) . . ? N3 C10 N4 111.7(3) . . ? C13 C12 N4 105.9(3) . . ? C12 C13 N3 110.2(3) . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cu1 O1 C5 -87.18(17) . . . . ? N1 Cu1 O1 C5 92.82(17) 2_565 . . . ? N3 Cu2 O3 C9 95.53(17) . . . . ? N3 Cu2 O3 C9 -84.47(17) 2_664 . . . ? O1 Cu1 N1 C1 21.0(3) . . . . ? O1 Cu1 N1 C1 -159.0(3) 2_565 . . . ? O1 Cu1 N1 C4 -170.3(4) . . . . ? O1 Cu1 N1 C4 9.7(4) 2_565 . . . ? O3 Cu2 N3 C10 16.2(3) . . . . ? O3 Cu2 N3 C10 -163.8(3) 2_664 . . . ? O3 Cu2 N3 C13 -164.8(3) . . . . ? O3 Cu2 N3 C13 15.2(3) 2_664 . . . ? C4 N1 C1 N2 -0.1(4) . . . . ? Cu1 N1 C1 N2 170.8(2) . . . . ? C3 N2 C1 N1 0.2(4) . . . . ? C2 N2 C1 N1 -175.4(3) . . . . ? C1 N2 C3 C4 -0.3(6) . . . . ? C2 N2 C3 C4 175.3(4) . . . . ? N2 C3 C4 N1 0.2(7) . . . . ? C1 N1 C4 C3 -0.1(6) . . . . ? Cu1 N1 C4 C3 -170.8(4) . . . . ? Cu1 O1 C5 O2 -5.2(3) . . . . ? Cu1 O1 C5 C6 173.84(16) . . . . ? O2 C5 C6 C8 -145.2(2) . . . 2_655 ? O1 C5 C6 C8 35.7(3) . . . 2_655 ? O2 C5 C6 C7 33.0(4) . . . . ? O1 C5 C6 C7 -146.2(2) . . . . ? C8 C6 C7 C8 0.1(4) 2_655 . . . ? C5 C6 C7 C8 -178.0(2) . . . . ? C8 C6 C7 C9 -177.4(2) 2_655 . . . ? C5 C6 C7 C9 4.5(4) . . . . ? C6 C7 C8 C6 -0.1(4) . . . 2_655 ? C9 C7 C8 C6 177.5(2) . . . 2_655 ? Cu2 O3 C9 O4 -13.2(3) . . . . ? Cu2 O3 C9 C7 160.33(16) . . . . ? C8 C7 C9 O4 60.3(3) . . . . ? C6 C7 C9 O4 -122.2(3) . . . . ? C8 C7 C9 O3 -113.7(3) . . . . ? C6 C7 C9 O3 63.9(3) . . . . ? C13 N3 C10 N4 -0.3(4) . . . . ? Cu2 N3 C10 N4 178.9(2) . . . . ? C12 N4 C10 N3 0.7(4) . . . . ? C11 N4 C10 N3 -178.4(3) . . . . ? C10 N4 C12 C13 -0.8(4) . . . . ? C11 N4 C12 C13 178.3(4) . . . . ? N4 C12 C13 N3 0.7(4) . . . . ? C10 N3 C13 C12 -0.3(4) . . . . ? Cu2 N3 C13 C12 -179.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.687 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.087 #===END