Electronic Supplementary Material for CrystEngComm This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 loop_ _publ_author_name _publ_author_address Z.Deutsch ; Ben-Gurion University of the Negev, P.O. Box 653, Be'er Sheva, Israel, 84105 ; J.M.Rubin-Preminger ; Ben-Gurion University of the Negev, P.O. Box 653, Be'er Sheva, Israel, 84105 ; J.Bernstein ; Ben-Gurion University of the Negev, P.O. Box 653, Be'er Sheva, Israel, 84105 ; J.Y.Becker ; Ben-Gurion University of the Negev, P.O. Box 653, Be'er Sheva, Israel, 84105 ; _publ_contact_author_name 'Professor Joel Bernstein' _publ_contact_author_address ; Ben-Gurion University of the Negev, P.O. Box 653, Be'er Sheva, Israel, 84105 ; _publ_contact_author_email yoel@bgumail.bgu.ac.il _publ_section_title ; Three crystal forms of Tetrakis(?2-2-nitrobenzoato-O,O')-diaqua-di-copper(ii) ; data_form1 _database_code_depnum_ccdc_archive 'CCDC 205466' _audit_creation_method SHELXL-97 _chemical_name_systematic Tetrakis(?2-2-nitrobenzoato-O,O?)-diaqua-di-copper(ii) _chemical_name_common Tetrakis(?2-2-nitrobenzoato-O,O?)-diaqua-di-copper(ii) _chemical_melting_point 'dehydration at 423K' _chemical_formula_moiety Cu2(2-NO2C6H4COO)4(H2O)2 _chemical_formula_sum 'C28 H20 Cu2 N4 O18' _chemical_formula_weight 827.56 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 'P 21/n' _symmetry_int_tables_number 14 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' _cell_length_a 7.534(2) _cell_length_b 13.411(4) _cell_length_c 15.404(4) _cell_angle_alpha 90.00 _cell_angle_beta 97.101(5) _cell_angle_gamma 90.00 _cell_volume 1544.5(7) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3725 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour 'emerald green' _exptl_crystal_size_max 0.77 _exptl_crystal_size_mid 0.58 _exptl_crystal_size_min 0.47 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.780 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 836 _exptl_absorpt_coefficient_mu 1.471 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1000K CCD detector' _diffrn_measurement_method 'Mo K? radiation with a graphite monochromator at 15 sec' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9511 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0351 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 5.77 _diffrn_reflns_theta_max 28.31 _reflns_number_total 3725 _reflns_number_gt 3043 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0540P)^2^+0.0000P] 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 3725 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0873 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.001 _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 O1 O -0.23331(17) 0.58617(10) 0.55684(10) 0.0314(3) Uani 1 1 d . . . C1 C -0.1179(2) 0.65446(14) 0.56870(12) 0.0251(4) Uani 1 1 d . . . C2 C -0.1772(2) 0.75299(14) 0.60134(14) 0.0283(4) Uani 1 1 d . . . C3 C -0.2616(3) 0.81766(17) 0.53886(16) 0.0387(5) Uani 1 1 d . . . C4 C -0.3122(3) 0.91194(19) 0.5636(2) 0.0506(7) Uani 1 1 d . . . C5 C -0.2803(4) 0.94313(19) 0.6486(2) 0.0538(8) Uani 1 1 d . . . C6 C -0.1995(3) 0.88040(19) 0.7115(2) 0.0471(6) Uani 1 1 d . . . C7 C -0.1483(3) 0.78646(15) 0.68758(14) 0.0326(4) Uani 1 1 d . . . N1 N -0.0662(3) 0.71975(17) 0.75587(13) 0.0415(4) Uani 1 1 d . . . O2 O -0.0238(3) 0.63712(14) 0.73533(12) 0.0535(5) Uani 1 1 d . . . O3 O -0.0447(3) 0.7496(2) 0.83098(14) 0.0794(7) Uani 1 1 d . . . O4 O 0.03828(17) 0.65008(10) 0.54902(10) 0.0310(3) Uani 1 1 d . . . O11 O 0.22574(19) 0.48121(12) 0.60946(9) 0.0343(3) Uani 1 1 d . . . C11 C 0.1131(3) 0.43494(14) 0.64853(13) 0.0275(4) Uani 1 1 d . . . C12 C 0.1761(3) 0.40109(15) 0.73966(13) 0.0301(4) Uani 1 1 d . . . C13 C 0.2674(3) 0.4681(2) 0.79680(16) 0.0387(5) Uani 1 1 d . . . C14 C 0.3108(3) 0.4439(2) 0.88425(16) 0.0490(6) Uani 1 1 d . . . C15 C 0.2633(4) 0.3537(3) 0.91539(17) 0.0545(8) Uani 1 1 d . . . C16 C 0.1742(3) 0.2849(2) 0.85983(17) 0.0477(6) Uani 1 1 d . . . C17 C 0.1339(3) 0.30899(16) 0.77300(14) 0.0347(5) Uani 1 1 d . . . N11 N 0.0544(3) 0.23028(14) 0.71406(15) 0.0441(5) Uani 1 1 d . . . O12 O 0.1002(3) 0.22494(15) 0.64150(13) 0.0606(5) Uani 1 1 d . . . O13 O -0.0480(3) 0.17156(15) 0.74247(17) 0.0716(6) Uani 1 1 d . . . O14 O -0.04672(18) 0.41871(11) 0.62036(9) 0.0318(3) Uani 1 1 d . . . Cu1 Cu 0.15744(3) 0.539782(16) 0.494929(14) 0.02180(9) Uani 1 1 d . . . O6 O 0.4050(2) 0.61720(13) 0.48337(12) 0.0367(3) Uani 1 1 d . . . H15 H -0.285(4) 0.795(2) 0.4776(19) 0.046(7) Uiso 1 1 d . . . H10 H 0.291(4) 0.526(2) 0.7784(19) 0.046(8) Uiso 1 1 d . . . H23 H 0.291(4) 0.342(2) 0.970(2) 0.058(8) Uiso 1 1 d . . . H21 H 0.367(4) 0.491(2) 0.921(2) 0.050(8) Uiso 1 1 d . . . H7A H 0.509(4) 0.604(2) 0.508(2) 0.056(8) Uiso 1 1 d . . . H17 H -0.353(5) 0.957(3) 0.522(3) 0.070(10) Uiso 1 1 d . . . H26 H -0.173(4) 0.895(2) 0.766(2) 0.055(9) Uiso 1 1 d . . . H25 H -0.313(5) 1.001(3) 0.660(2) 0.079(11) Uiso 1 1 d . . . H28 H 0.153(4) 0.221(3) 0.878(2) 0.066(9) Uiso 1 1 d . . . H7B H 0.410(5) 0.652(3) 0.437(2) 0.073(10) Uiso 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 O1 0.0221(7) 0.0260(7) 0.0467(8) -0.0056(6) 0.0065(6) -0.0006(5) C1 0.0249(9) 0.0238(9) 0.0267(9) -0.0017(7) 0.0041(7) 0.0027(7) C2 0.0238(9) 0.0231(9) 0.0397(11) -0.0016(8) 0.0109(7) 0.0006(7) C3 0.0362(11) 0.0346(12) 0.0475(13) 0.0062(10) 0.0140(9) 0.0102(9) C4 0.0454(14) 0.0339(13) 0.078(2) 0.0146(13) 0.0284(13) 0.0143(10) C5 0.0516(15) 0.0242(12) 0.092(2) -0.0054(13) 0.0369(15) 0.0044(10) C6 0.0458(14) 0.0373(13) 0.0629(17) -0.0195(12) 0.0251(12) -0.0045(10) C7 0.0300(10) 0.0278(10) 0.0420(12) -0.0076(9) 0.0127(8) -0.0025(8) N1 0.0383(10) 0.0498(12) 0.0372(10) -0.0082(9) 0.0072(8) 0.0006(8) O2 0.0701(12) 0.0466(11) 0.0435(10) 0.0010(8) 0.0055(8) 0.0175(9) O3 0.0978(17) 0.0969(18) 0.0397(11) -0.0227(11) -0.0064(10) 0.0239(14) O4 0.0246(7) 0.0269(7) 0.0431(8) -0.0091(6) 0.0101(6) -0.0015(5) O11 0.0320(7) 0.0399(8) 0.0312(7) 0.0086(6) 0.0046(6) -0.0010(6) C11 0.0330(10) 0.0219(9) 0.0282(9) 0.0016(7) 0.0061(7) 0.0036(7) C12 0.0296(10) 0.0330(11) 0.0284(10) 0.0061(8) 0.0062(7) 0.0080(8) C13 0.0371(12) 0.0415(13) 0.0367(12) -0.0001(10) 0.0018(9) 0.0057(9) C14 0.0399(13) 0.0717(19) 0.0337(12) -0.0073(12) -0.0027(10) 0.0156(12) C15 0.0546(15) 0.081(2) 0.0283(12) 0.0137(13) 0.0071(11) 0.0320(14) C16 0.0452(14) 0.0552(16) 0.0454(14) 0.0239(12) 0.0165(11) 0.0235(12) C17 0.0359(11) 0.0335(11) 0.0365(11) 0.0092(9) 0.0125(8) 0.0129(9) N11 0.0453(11) 0.0274(10) 0.0624(14) 0.0068(9) 0.0176(9) 0.0098(8) O12 0.0828(14) 0.0460(11) 0.0570(12) -0.0074(9) 0.0247(10) -0.0023(10) O13 0.0715(14) 0.0435(11) 0.1079(18) 0.0007(11) 0.0432(13) -0.0094(10) O14 0.0287(7) 0.0356(8) 0.0307(7) 0.0071(6) 0.0029(5) -0.0011(6) Cu1 0.01920(13) 0.02063(13) 0.02606(14) -0.00013(8) 0.00472(8) -0.00039(8) O6 0.0241(8) 0.0433(9) 0.0429(9) 0.0063(7) 0.0044(6) -0.0084(7) _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 O1 C1 1.261(2) 3_566 ? O1 Cu1 1.9822(14) . ? C1 O4 1.252(2) . ? C1 O1 1.261(2) 3_566 ? C1 C2 1.501(3) . ? C3 C4 1.388(3) . ? C3 C2 1.390(3) . ? C3 H15 0.99(3) . ? C4 C5 1.368(5) . ? C4 H17 0.91(4) . ? C5 C6 1.368(4) . ? C5 H25 0.84(4) . ? C6 H26 0.86(3) . ? C7 C6 1.381(3) . ? C7 C2 1.394(3) . ? C7 N1 1.459(3) . ? N1 O3 1.216(3) . ? O2 N1 1.206(3) . ? C11 O14 1.248(2) 3_566 ? C11 O11 1.262(2) . ? C11 C12 1.496(3) . ? C12 C17 1.390(3) . ? C13 C12 1.380(3) . ? C13 C14 1.385(4) . ? C13 H10 0.85(3) . ? C14 C15 1.365(4) . ? C14 H21 0.92(3) . ? C15 C16 1.375(5) . ? C15 H23 0.86(3) . ? C16 H28 0.92(3) . ? C17 C16 1.373(3) . ? N11 O13 1.221(3) . ? N11 C17 1.471(3) . ? O12 N11 1.212(3) . ? O14 C11 1.248(2) 3_566 ? O14 Cu1 1.9477(14) . ? Cu1 O11 1.9416(15) . ? Cu1 O4 1.9681(13) . ? Cu1 O6 2.1611(16) . ? Cu1 Cu1 2.6233(7) 3_566 ? O6 H7A 0.84(3) . ? O6 H7B 0.86(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 Cu1 89.15(4) . 3_566 ? O1 C1 C2 117.33(16) 3_566 . ? C1 O1 Cu1 116.70(12) 3_566 . ? C1 O4 Cu1 128.99(13) . . ? C2 C7 N1 119.49(18) . . ? C2 C3 H15 119.0(16) . . ? C3 C2 C7 117.61(19) . . ? C3 C2 C1 116.55(19) . . ? C3 C4 H17 119(2) . . ? C4 C3 C2 119.7(2) . . ? C4 C3 H15 121.3(16) . . ? C4 C5 H25 117(2) . . ? C5 C4 C3 121.4(3) . . ? C5 C4 H17 119(2) . . ? C5 C6 C7 119.2(3) . . ? C5 C6 H26 125(2) . . ? C6 C5 C4 120.0(2) . . ? C6 C5 H25 123(2) . . ? C6 C7 C2 122.1(2) . . ? C6 C7 N1 118.3(2) . . ? C7 C6 H26 116(2) . . ? C7 C2 C1 125.78(18) . . ? O2 N1 O3 123.0(2) . . ? O2 N1 C7 118.46(18) . . ? O3 N1 C7 118.6(2) . . ? O11 C11 C12 116.28(18) . . ? O11 Cu1 O14 168.43(6) . . ? O11 Cu1 O4 90.17(7) . . ? O11 Cu1 O1 87.91(7) . . ? O11 Cu1 O6 97.74(7) . . ? O11 Cu1 Cu1 85.49(5) . 3_566 ? C11 O14 Cu1 123.60(13) 3_566 . ? C11 O11 Cu1 120.93(13) . . ? C12 C13 C14 120.4(3) . . ? C12 C13 H10 119.2(19) . . ? C12 C17 N11 120.29(19) . . ? C13 C12 C17 117.5(2) . . ? C13 C12 C11 118.4(2) . . ? C13 C14 H21 118.7(19) . . ? C14 C15 C16 120.3(2) . . ? C14 C15 H23 118(2) . . ? C14 C13 H10 120(2) . . ? C15 C14 C13 120.6(3) . . ? C15 C14 H21 120.7(19) . . ? C15 C16 H28 121.4(19) . . ? C16 C17 C12 122.4(2) . . ? C16 C17 N11 117.2(2) . . ? C16 C15 H23 122(2) . . ? C17 C16 C15 118.7(3) . . ? C17 C16 H28 120(2) . . ? C17 C12 C11 123.78(19) . . ? O12 N11 O13 123.9(2) . . ? O12 N11 C17 118.1(2) . . ? O13 N11 C17 118.0(2) . . ? O14 C11 C12 117.00(17) 3_566 . ? O14 Cu1 O4 90.28(6) . . ? O14 Cu1 O1 89.37(6) . . ? O14 Cu1 O6 93.68(7) . . ? O14 Cu1 Cu1 83.23(4) . 3_566 ? O14 C11 O11 126.63(18) 3_566 . ? O4 C1 O1 125.65(17) . 3_566 ? O4 C1 C2 116.74(16) . . ? O4 Cu1 O1 168.58(5) . . ? O4 Cu1 O6 96.73(6) . . ? O1 Cu1 O6 94.68(6) . . ? O4 Cu1 Cu1 79.48(4) . 3_566 ? O6 Cu1 Cu1 175.07(5) . 3_566 ? Cu1 O6 H7A 128(2) . . ? Cu1 O6 H7B 117(2) . . ? H7A O6 H7B 111(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 O1 C1 C2 C3 -82.7(2) 3_566 . . . ? O4 C1 C2 C7 -85.4(2) . . . . ? O1 C1 C2 C7 100.2(2) 3_566 . . . ? C1 O1 Cu1 O11 87.09(14) 3_566 . . . ? C1 O1 Cu1 O14 -81.66(14) 3_566 . . . ? C1 O1 Cu1 O4 6.6(4) 3_566 . . . ? C1 O1 Cu1 O6 -175.30(14) 3_566 . . . ? C1 O1 Cu1 Cu1 1.58(13) 3_566 . . 3_566 ? C2 C3 C4 C5 0.2(4) . . . . ? C2 C1 O4 Cu1 -174.10(13) . . . . ? C2 C7 C6 C5 -0.4(3) . . . . ? C6 C7 N1 O2 178.9(2) . . . . ? C2 C7 N1 O2 0.7(3) . . . . ? C6 C7 N1 O3 -0.6(3) . . . . ? C2 C7 N1 O3 -178.8(2) . . . . ? C4 C3 C2 C7 0.5(3) . . . . ? C4 C3 C2 C1 -176.87(19) . . . . ? C6 C7 C2 C3 -0.4(3) . . . . ? N1 C7 C2 C3 177.73(18) . . . . ? C6 C7 C2 C1 176.66(19) . . . . ? N1 C7 C2 C1 -5.2(3) . . . . ? O4 C1 C2 C3 91.7(2) . . . . ? C3 C4 C5 C6 -1.0(4) . . . . ? C4 C5 C6 C7 1.1(4) . . . . ? N1 C7 C6 C5 -178.5(2) . . . . ? C11 O14 Cu1 O11 15.8(4) 3_566 . . . ? C11 O14 Cu1 O4 -76.42(16) 3_566 . . . ? C11 O14 Cu1 O1 92.17(16) 3_566 . . . ? C11 O14 Cu1 O6 -173.19(16) 3_566 . . . ? C11 O14 Cu1 Cu1 2.95(15) 3_566 . . 3_566 ? C12 C11 O11 Cu1 -174.57(13) . . . . ? C12 C17 C16 C15 -1.5(3) . . . . ? C13 C12 C17 C16 2.3(3) . . . . ? C11 C12 C17 C16 -171.5(2) . . . . ? C13 C12 C17 N11 -173.3(2) . . . . ? C11 C12 C17 N11 12.9(3) . . . . ? O12 N11 C17 C16 -141.7(2) . . . . ? O13 N11 C17 C16 35.2(3) . . . . ? O12 N11 C17 C12 34.2(3) . . . . ? O13 N11 C17 C12 -148.9(2) . . . . ? C12 C13 C14 C15 -0.3(4) . . . . ? C13 C14 C15 C16 1.1(4) . . . . ? C14 C13 C12 C17 -1.3(3) . . . . ? C14 C13 C12 C11 172.8(2) . . . . ? O13 C11 C12 C13 -129.9(2) 3_566 . . . ? O11 C11 C12 C13 47.0(3) . . . . ? O14 C11 C12 C17 43.8(3) 3_566 . . . ? O11 C11 C12 C17 -139.3(2) . . . . ? O14 C11 O11 Cu1 1.9(3) 3_566 . . . ? O14 Cu1 O11 C11 -15.9(4) . . . . ? O4 Cu1 O11 C11 76.35(16) . . . . ? O1 Cu1 O11 C11 -92.39(16) . . . . ? O6 Cu1 O11 C11 173.17(15) . . . . ? Cu1 Cu1 O11 C11 -3.08(15) 3_566 . . . ? O1 C1 O4 Cu1 -0.2(3) 3_566 . . . ? O11 Cu1 O4 C1 -86.20(17) . . . . ? O14 Cu1 O4 C1 82.25(18) . . . . ? O1 Cu1 O4 C1 -5.9(4) . . . . ? O6 Cu1 O4 C1 175.99(17) . . . . ? Cu1 Cu1 O4 C1 -0.81(16) 3_566 . . . ? N11 C17 C16 C15 174.2(2) . . . . ? C14 C15 C16 C17 -0.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.408 _refine_diff_density_min -0.508 _refine_diff_density_rms 0.071 _exptl_crystal_recrystallization_method 'from water at ambient conditions' # Attachment 'Form2.cif' data_form2 _database_code_depnum_ccdc_archive 'CCDC 280256' _audit_creation_method SHELXL-97 _chemical_name_systematic Tetrakis(?2-2-nitrobenzoato-O,O?)-diaqua-di-copper(ii) _chemical_melting_point 'dehydration at 423K' _chemical_formula_moiety 'Cu2(2-NO2C6H4COO)4(H2O)2 ' _chemical_formula_sum 'C28 H20 Cu2 N4 O18' _chemical_formula_weight 827.56 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 'P 21/c' _symmetry_int_tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 26.561(3) _cell_length_b 7.4708(9) _cell_length_c 16.6522(19) _cell_angle_alpha 90.00 _cell_angle_beta 106.510(3) _cell_angle_gamma 90.00 _cell_volume 3168.1(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description diamonodoid _exptl_crystal_colour 'emerald green' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.735 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1672 _exptl_absorpt_coefficient_mu 1.434 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26808 _diffrn_reflns_av_R_equivalents 0.0539 _diffrn_reflns_av_sigmaI/netI 0.0440 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 0.80 _diffrn_reflns_theta_max 28.28 _reflns_number_total 7828 _reflns_number_gt 5561 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0791P)^2^+0.0000P] 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 7828 _refine_ls_number_parameters 549 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0387 _refine_ls_wR_factor_ref 0.1299 _refine_ls_wR_factor_gt 0.1051 _refine_ls_goodness_of_fit_ref 0.987 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.046 _refine_ls_shift/su_mean 0.003 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 O1' O 0.44344(8) 0.2061(3) 0.92564(13) 0.0365(5) Uani 1 1 d . . . C1' C 0.43264(10) 0.0932(4) 0.86694(17) 0.0292(6) Uani 1 1 d . . . C2' C 0.39264(11) 0.1499(4) 0.78717(19) 0.0305(6) Uani 1 1 d . . . C3' C 0.40504(12) 0.1423(4) 0.7112(2) 0.0353(7) Uani 1 1 d . . . C4' C 0.37111(14) 0.2077(5) 0.6385(2) 0.0461(8) Uani 1 1 d . . . C5' C 0.32324(14) 0.2795(5) 0.6393(2) 0.0490(9) Uani 1 1 d . . . C6' C 0.30932(13) 0.2873(5) 0.7133(2) 0.0456(8) Uani 1 1 d . . . C7' C 0.34439(11) 0.2241(4) 0.7857(2) 0.0363(7) Uani 1 1 d . . . N1' N 0.32774(11) 0.2303(5) 0.8629(2) 0.0533(8) Uani 1 1 d . . . O2' O 0.33364(12) 0.0966(5) 0.90696(19) 0.0749(9) Uani 1 1 d . . . O3' O 0.30753(13) 0.3677(5) 0.8786(2) 0.0837(10) Uani 1 1 d . . . O4' O 0.45292(8) -0.0587(3) 0.86671(12) 0.0350(5) Uani 1 1 d . . . O11' O 0.55141(8) 0.2439(3) 0.99096(13) 0.0358(5) Uani 1 1 d . . . C11' C 0.57253(11) 0.1400(4) 0.94941(18) 0.0307(6) Uani 1 1 d . . . C12' C 0.61797(11) 0.2149(4) 0.92351(19) 0.0321(6) Uani 1 1 d . . . C13' C 0.66047(13) 0.2880(5) 0.9826(2) 0.0445(8) Uani 1 1 d . . . C14' C 0.70460(14) 0.3460(5) 0.9608(3) 0.0530(9) Uani 1 1 d . . . C15' C 0.70704(14) 0.3324(5) 0.8796(3) 0.0508(9) Uani 1 1 d . . . C16' C 0.66516(12) 0.2616(4) 0.8183(2) 0.0398(7) Uani 1 1 d . . . C17' C 0.62123(11) 0.2057(4) 0.84108(19) 0.0338(6) Uani 1 1 d . . . N11' N 0.57542(11) 0.1469(4) 0.77420(17) 0.0399(6) Uani 1 1 d . . . O12' O 0.53161(9) 0.1845(4) 0.78073(17) 0.0577(7) Uani 1 1 d . . . O13' O 0.58289(11) 0.0679(4) 0.71418(15) 0.0577(7) Uani 1 1 d . . . O14' O 0.56116(8) -0.0206(3) .93259(13) 0.0357(5) Uani 1 1 d . . . Cu2' Cu 0.493886(13) 0.15468(4) 1.03535(2) 0.02586(10) Uani 1 1 d . . . O6' O 0.48311(10) 0.4128(3) 1.08443(17) 0.0384(5) Uani 1 1 d . . . H1' H 0.5042(17) 0.439(6) 1.123(3) 0.055(14) Uiso 1 1 d . . . H2' H 0.4801(15) 0.500(6) 1.061(2) 0.054(13) Uiso 1 1 d . . . H3' H 0.4346(12) 0.103(4) 0.7096(18) 0.023(7) Uiso 1 1 d . . . H4' H 0.3833(13) 0.198(5) 0.589(2) 0.042(9) Uiso 1 1 d . . . H5' H 0.2956(17) 0.326(6) 0.587(3) 0.069(13) Uiso 1 1 d . . . H6' H 0.2737(16) 0.351(5) 0.717(2) 0.053(11) Uiso 1 1 d . . . H13' H 0.6596(14) 0.294(5) 1.035(2) 0.043(10) Uiso 1 1 d . . . H14' H 0.7369(14) 0.395(5) 1.006(2) 0.049(10) Uiso 1 1 d . . . H15' H 0.7400(15) 0.375(5) 0.866(2) 0.058(11) Uiso 1 1 d . . . H16' H 0.6633(19) 0.265(7) 0.748(3) 0.095(16) Uiso 1 1 d . . . O1\" O 0.05809(8) 0.2974(3) 0.98021(14) 0.0373(5) Uani 1 1 d . . . C1\" C 0.06944(10) 0.4081(4) 0.93159(17) 0.0289(6) Uani 1 1 d . . . C2\" C 0.11002(11) 0.3496(4) 0.88923(18) 0.0298(6) Uani 1 1 d . . . C3\" C 0.09824(13) 0.3550(4) 0.8020(2) 0.0377(7) Uani 1 1 d . . . C4\" C 0.13242(14) 0.2854(5) 0.7614(2) 0.0471(8) Uani 1 1 d . . . C5\" C 0.17968(15) 0.2101(5) 0.8080(3) 0.0526(10) Uani 1 1 d . . . C6\" C 0.19246(14) 0.2052(5) 0.8936(3) 0.0483(8) Uani 1 1 d . . . C7\" C 0.15765(11) 0.2740(4) 0.9325(2) 0.0373(7) Uani 1 1 d . . . N1\" N 0.17367(11) 0.2721(5) 1.0253(2) 0.0559(8) Uani 1 1 d . . . O2\" O 0.16733(12) 0.4066(5) 1.06168(18) 0.0761(9) Uani 1 1 d . . . O3\" O 0.19370(13) 0.1344(5) 1.0604(2) 0.0851(11) Uani 1 1 d . . . O4\" O 0.04925(8) 0.5601(3) .91167(13) 0.0361(5) Uani 1 1 d . . . O11\" O -0.05017(8) 0.2558(3) 0.94361(13) 0.0366(5) Uani 1 1 d . . . C11\" C -0.07073(11) 0.3584(4) 0.88217(18) 0.0290(6) Uani 1 1 d . . . C12\" C -0.11607(11) 0.2834(4) 0.81526(19) 0.0323(6) Uani 1 1 d . . . C13\" C -0.15870(13) 0.2126(5) 0.8355(2) 0.0427(7) Uani 1 1 d . . . C14\" C -0.20291(14) 0.1615(5) 0.7752(3) 0.0528(10) Uani 1 1 d . . . C15\" C -0.20639(14) 0.1796(5) 0.6921(3) 0.0570(11) Uani 1 1 d . . . C16\" C -0.16436(14) 0.2470(5) 0.6676(2) 0.0480(8) Uani 1 1 d . . . C17\" C -0.11996(11) 0.2960(4) 0.72978(19) 0.0343(6) Uani 1 1 d . . . N11\" N -0.07394(12) 0.3548(4) 0.70410(19) 0.0428(7) Uani 1 1 d . . . O12\" O -0.03049(10) 0.3141(4) 0.75045(17) 0.0590(7) Uani 1 1 d . . . O13\" O -0.08141(12) 0.4370(4) 0.63779(18) 0.0638(7) Uani 1 1 d . . . O14\" O -0.05951(8) 0.5187(3) 0.87532(12) 0.0357(5) Uani 1 1 d . . . Cu1\" Cu 0.005872(13) 0.34571(4) 1.04134(2) 0.02575(10) Uani 1 1 d . . . O6\" O 0.01852(10) 0.0888(3) 1.10147(15) 0.0389(5) Uani 1 1 d . . . H1\" H -0.0063(18) 0.054(7) 1.129(3) 0.084(15) Uiso 1 1 d . . . H2\" H 0.0231(13) 0.007(5) 1.077(2) 0.041(11) Uiso 1 1 d . . . H3\" H 0.0691(13) 0.397(4) 0.773(2) 0.032(8) Uiso 1 1 d . . . H4\" H 0.1199(13) 0.287(5) 0.704(2) 0.041(9) Uiso 1 1 d . . . H5\" H 0.2008(18) 0.174(6) 0.775(3) 0.070(13) Uiso 1 1 d . . . H6\" H 0.2192(15) 0.152(5) 0.922(2) 0.042(10) Uiso 1 1 d . . . H13\" H -0.1584(12) 0.198(4) 0.889(2) 0.031(8) Uiso 1 1 d . . . H14\" H -0.2296(18) 0.125(6) 0.786(3) 0.072(14) Uiso 1 1 d . . . H15\" H -0.2354(19) 0.155(6) 0.649(3) 0.081(15) Uiso 1 1 d . . . H16\" H -0.1609(17) 0.250(6) 0.608(3) 0.079(14) Uiso 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 O1' 0.0408(11) 0.0317(11) 0.0333(11) -0.0009(9) 0.0046(9) 0.0068(9) C1' 0.0298(13) 0.0276(14) 0.0319(14) 0.0034(11) 0.0115(11) 0.0010(11) C2' 0.0280(13) 0.0240(14) 0.0363(15) 0.0009(11) 0.0038(12) -0.0022(10) C3' 0.0320(15) 0.0367(17) 0.0375(16) 0.0008(13) 0.0101(13) -0.0044(12) C4' 0.0477(19) 0.048(2) 0.0387(18) 0.0043(15) 0.0054(15) -0.0167(16) C5' 0.0492(19) 0.045(2) 0.0410(19) 0.0134(16) -0.0063(16) -0.0033(16) C6' 0.0397(17) 0.0417(19) 0.048(2) 0.0032(15) 0.0011(15) 0.0068(14) C7' 0.0323(15) 0.0328(16) 0.0415(17) -0.0001(13) 0.0069(13) 0.0022(12) N1' 0.0302(14) 0.070(2) 0.0592(19) -0.0115(17) 0.0125(13) 0.0028(14) O2' 0.076(2) 0.102(3) 0.0574(17) 0.0201(17) 0.0363(15) 0.0073(18) O3' 0.072(2) 0.096(3) 0.090(2) -0.0302(19) 0.0339(18) 0.0217(18) O4' 0.0397(11) 0.0304(12) 0.0322(10) 0.0022(8) 0.0058(9) 0.0060(8) O11' 0.0389(11) 0.0270(11) 0.0465(12) 0.0014(9) 0.0201(9) 0.0002(8) C11' 0.0322(14) 0.0296(15) 0.0309(14) 0.0060(11) 0.0100(12) 0.0019(11) C12' 0.0292(14) 0.0279(14) 0.0404(16) 0.0010(12) 0.0117(12) -0.0002(11) C13' 0.0456(18) 0.054(2) 0.0355(18) -0.0018(15) 0.0142(15) -0.0092(15) C14' 0.0345(17) 0.059(3) 0.062(2) 0.0034(18) 0.0073(17) -0.0097(15) C15' 0.0356(17) 0.050(2) 0.074(3) 0.0058(18) 0.0276(18) -0.0020(14) C16' 0.0447(18) 0.0363(18) 0.0462(18) 0.0041(14) 0.0253(15) 0.0045(13) C17' 0.0339(15) 0.0268(15) 0.0419(17) 0.0028(12) 0.0125(13) 0.0012(11) N11' 0.0477(16) 0.0357(15) 0.0336(14) 0.0074(11) 0.0074(12) -0.0019(11) O12' 0.0351(13) 0.083(2) 0.0530(15) 0.0091(13) 0.0090(11) -0.0058(12) O13' 0.0742(17) 0.0526(17) 0.0404(13) -0.0102(12) 0.0067(12) 0.0130(13) O14' 0.0387(11) 0.0292(11) 0.0446(12) 0.0005(9) 0.0208(10) -0.0007(8) Cu2' 0.03067(18) 0.02073(18) 0.02757(19) 0.00143(12) 0.01053(14) 0.00264(12) O6' 0.0519(14) 0.0261(12) 0.0355(13) 0.0001(10) 0.0099(12) 0.0045(10) O1\" 0.0393(11) 0.0346(11) 0.0433(12) 0.0022(9) 0.0203(10) 0.0036(9) C1\" 0.0308(13) 0.0317(15) 0.0251(13) -0.0038(11) 0.0093(11) -0.0032(11) C2\" 0.0316(13) 0.0286(15) 0.0318(15) -0.0032(11) 0.0131(12) -0.0040(10) C3\" 0.0338(16) 0.0375(18) 0.0420(18) -0.0019(13) 0.0114(14) -0.0054(13) C4\" 0.052(2) 0.045(2) 0.049(2) -0.0097(16) 0.0229(17) -0.0172(16) C5\" 0.052(2) 0.046(2) 0.075(3) -0.0133(19) 0.044(2) -0.0067(16) C6\" 0.0350(17) 0.051(2) 0.062(2) 0.0018(18) 0.0203(17) 0.0043(15) C7\" 0.0324(15) 0.0409(18) 0.0395(16) -0.0010(14) 0.0116(13) -0.0038(12) N1\" 0.0317(15) 0.079(3) 0.0537(19) 0.0079(19) 0.0060(13) -0.0050(15) O2\" 0.071(2) 0.102(3) 0.0489(16) -0.0217(17) 0.0068(15) -0.0051(18) O3\" 0.066(2) 0.108(3) 0.073(2) 0.0407(19) 0.0054(17) 0.0153(18) O4\" 0.0394(11) 0.0313(12) 0.0422(12) 0.0027(9) 0.0191(9) 0.0039(8) O11\" 0.0413(11) 0.0295(12) 0.0338(11) -0.0045(9) 0.0025(9) -0.0031(9) C11\" 0.0292(13) 0.0283(15) 0.0297(14) -0.0055(11) 0.0087(11) -0.0001(10) C12\" 0.0280(13) 0.0252(14) 0.0404(16) -0.0056(12) 0.0045(12) -0.0009(11) C13\" 0.0407(17) 0.0412(18) 0.049(2) -0.0097(15) 0.0167(15) -0.0075(14) C14\" 0.0334(17) 0.052(2) 0.074(3) -0.0191(18) 0.0167(18) -0.0124(15) C15\" 0.0336(18) 0.055(2) 0.068(3) -0.0195(19) -0.0094(18) -0.0045(15) C16\" 0.050(2) 0.044(2) 0.0421(19) -0.0097(16) 0.0004(16) 0.0031(15) C17\" 0.0362(15) 0.0260(14) 0.0382(16) -0.0050(12) 0.0066(13) 0.0015(11) N11\" 0.0547(17) 0.0330(15) 0.0452(16) -0.0086(12) 0.0217(14) -0.0021(12) O12\" 0.0382(13) 0.082(2) 0.0573(16) -0.0142(14) 0.0151(12) -0.0074(12) O13\" 0.0833(19) 0.0542(18) 0.0659(17) 0.0167(14) 0.0403(15) 0.0178(14) O14\" 0.0402(11) 0.0281(11) 0.0335(11) -0.0037(8) 0.0022(9) -0.0060(8) Cu1\" 0.03037(18) 0.02050(18) 0.02608(18) -0.00085(12) 0.00753(14) -0.00081(12) O6\" 0.0576(14) 0.0252(12) 0.0393(12) 0.0031(10) 0.0226(11) 0.0047(10) _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\" O14\" 1.9642(19) . ? Cu1\" O1\" 1.973(2) . ? Cu1\" O4\" 1.9756(19) . ? Cu1\" O11\" 1.985(2) . ? Cu1\" O6\" 2.147(2) . ? Cu1\" Cu1\" 2.6576(7) 3_567 ? O11\" C11\" 1.271(4) . ? O14\" C11\" 1.247(3) 3_567 ? O1\" C1\" 1.253(4) . ? O4\" C1\" 1.259(4) 3_567 ? C2\" C7\" 1.386(4) . ? C2\" C3\" 1.396(4) . ? C2\" C1\" 1.511(4) . ? N11\" O13\" 1.229(4) . ? N11\" O12\" 1.230(4) . ? N11\" C17\" 1.472(4) . ? C3\" C4\" 1.379(5) . ? C11\" O14\" 1.247(3) 3_567 ? C11\" C12\" 1.498(4) . ? O3\" N1\" 1.228(5) . ? C15\" C14\" 1.367(6) . ? C15\" C16\" 1.388(6) . ? C17\" C16\" 1.380(4) . ? C17\" C12\" 1.401(4) . ? C1\" O4\" 1.259(4) 3_567 ? C7\" C6\" 1.371(5) . ? C7\" N1\" 1.481(5) . ? C12\" C13\" 1.376(4) . ? C14\" C13\" 1.365(5) . ? C4\" C5\" 1.393(6) . ? N1\" O2\" 1.210(5) . ? C6\" C5\" 1.369(6) . ? Cu2' O4' 1.9650(19) . ? Cu2' O14' 1.967(2) . ? Cu2' O1' 1.972(2) . ? Cu2' O11' 1.992(2) . ? Cu2' O6' 2.145(2) . ? Cu2' Cu2' 2.6552(7) 3_657 ? O1' C1' 1.261(4) . ? O11' C11' 1.271(4) . ? O14' C11' 1.250(4) 3_657 ? O4' C1' 1.257(3) 3_657 ? C2' C7' 1.390(4) . ? C2' C3' 1.395(4) . ? C2' C1' 1.507(4) . ? N11' O13' 1.224(4) . ? N11' O12' 1.232(4) . ? N11' C17' 1.464(4) . ? C11' O14' 1.250(3) 3_657 ? C11' C12' 1.500(4) . ? C3' C4' 1.377(5) . ? C17' C16' 1.390(4) . ? C17' C12' 1.402(4) . ? C12' C13' 1.382(4) . ? C16' C15' 1.383(5) . ? C1' O4' 1.257(3) 3_657 ? C7' C6' 1.380(5) . ? C7' N1' 1.474(5) . ? C15' C14' 1.377(6) . ? O3' N1' 1.221(4) . ? C14' C13' 1.391(5) . ? N1' O2' 1.223(5) . ? C6' C5' 1.385(5) . ? C4' C5' 1.383(6) . ? 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 O14\" Cu1\" O1\" 89.08(9) . . ? O14\" Cu1\" O4\" 90.39(9) . . ? O1\" Cu1\" O4\" 168.06(9) . . ? O14\" Cu1\" O11\" 168.06(9) . . ? O1\" Cu1\" O11\" 89.34(9) . . ? O4\" Cu1\" O11\" 88.72(9) . . ? O14\" Cu1\" O6\" 98.36(9) . . ? O1\" Cu1\" O6\" 92.13(9) . . ? O4\" Cu1\" O6\" 99.74(9) . . ? O11\" Cu1\" O6\" 93.52(9) . . ? O14\" Cu1\" Cu1\" 82.73(6) . 3_567 ? O1\" Cu1\" Cu1\" 83.56(7) . 3_567 ? O4\" Cu1\" Cu1\" 84.55(6) . 3_567 ? O11\" Cu1\" Cu1\" 85.33(6) . 3_567 ? O6\" Cu1\" Cu1\" 175.54(7) . 3_567 ? C11\" O11\" Cu1\" 120.43(18) . . ? C11\" O14\" Cu1\" 125.08(19) 3_567 . ? C1\" O1\" Cu1\" 123.10(19) . . ? C1\" O4\" Cu1\" 121.67(18) 3_567 . ? C7\" C2\" C3\" 117.0(3) . . ? C7\" C2\" C1\" 122.8(3) . . ? C3\" C2\" C1\" 119.9(3) . . ? O13\" N11\" O12\" 124.8(3) . . ? O13\" N11\" C17\" 118.3(3) . . ? O12\" N11\" C17\" 116.9(3) . . ? C4\" C3\" C2\" 121.0(3) . . ? O14\" C11\" O11\" 126.4(3) 3_567 . ? O14\" C11\" C12\" 117.0(3) 3_567 . ? O11\" C11\" C12\" 116.4(2) . . ? C14\" C15\" C16\" 120.4(3) . . ? C16\" C17\" C12\" 123.1(3) . . ? C16\" C17\" N11\" 117.7(3) . . ? C12\" C17\" N11\" 119.2(3) . . ? O1\" C1\" O4\" 127.1(3) . 3_567 ? O1\" C1\" C2\" 116.5(3) . . ? O4\" C1\" C2\" 116.4(2) 3_567 . ? C6\" C7\" C2\" 123.0(3) . . ? C6\" C7\" N1\" 117.2(3) . . ? C2\" C7\" N1\" 119.7(3) . . ? C13\" C12\" C17\" 116.6(3) . . ? C13\" C12\" C11\" 120.3(3) . . ? C17\" C12\" C11\" 122.8(3) . . ? C13\" C14\" C15\" 120.9(4) . . ? C14\" C13\" C12\" 121.5(4) . . ? C3\" C4\" C5\" 119.6(4) . . ? O2\" N1\" O3\" 124.1(4) . . ? O2\" N1\" C7\" 118.4(4) . . ? O3\" N1\" C7\" 117.6(4) . . ? C5\" C6\" C7\" 118.8(3) . . ? C6\" C5\" C4\" 120.6(3) . . ? C17\" C16\" C15\" 117.5(4) . . ? O4' Cu2' O14' 90.20(9) . . ? O4' Cu2' O1' 168.24(9) . . ? O14' Cu2' O1' 89.36(9) . . ? O4' Cu2' O11' 89.07(9) . . ? O14' Cu2' O11' 168.21(9) . . ? O1' Cu2' O11' 88.97(9) . . ? O4' Cu2' O6' 98.86(10) . . ? O14' Cu2' O6' 99.45(9) . . ? O1' Cu2' O6' 92.80(10) . . ? O11' Cu2' O6' 92.29(9) . . ? O4' Cu2' Cu2' 84.30(6) . 3_657 ? O14' Cu2' Cu2' 82.60(6) . 3_657 ? O1' Cu2' Cu2' 83.99(6) . 3_657 ? O11' Cu2' Cu2' 85.61(6) . 3_657 ? O6' Cu2' Cu2' 176.19(8) . 3_657 ? C1' O1' Cu2' 122.21(19) . . ? C11' O11' Cu2' 120.08(18) . . ? C11' O14' Cu2' 125.37(18) 3_657 . ? C1' O4' Cu2' 122.33(19) 3_657 . ? C7' C2' C3' 117.0(3) . . ? C7' C2' C1' 122.9(3) . . ? C3' C2' C1' 119.9(3) . . ? O13' N11' O12' 123.9(3) . . ? O13' N11' C17' 118.2(3) . . ? O12' N11' C17' 117.8(3) . . ? O14' C11' O11' 126.3(3) 3_657 . ? O14' C11' C12' 117.1(3) 3_657 . ? O11' C11' C12' 116.4(3) . . ? C4' C3' C2' 121.2(3) . . ? C16' C17' C12' 122.9(3) . . ? C16' C17' N11' 117.6(3) . . ? C12' C17' N11' 119.4(3) . . ? C13' C12' C17' 116.8(3) . . ? C13' C12' C11' 120.2(3) . . ? C17' C12' C11' 122.8(3) . . ? C15' C16' C17' 118.4(3) . . ? O4' C1' O1' 127.1(3) 3_657 . ? O4' C1' C2' 116.5(3) 3_657 . ? O1' C1' C2' 116.3(3) . . ? C6' C7' C2' 122.8(3) . . ? C6' C7' N1' 117.1(3) . . ? C2' C7' N1' 120.0(3) . . ? C14' C15' C16' 120.0(3) . . ? C15' C14' C13' 120.8(3) . . ? O3' N1' O2' 123.1(4) . . ? O3' N1' C7' 118.2(4) . . ? O2' N1' C7' 118.6(3) . . ? C7' C6' C5' 118.6(3) . . ? C3' C4' C5' 120.2(3) . . ? C4' C5' C6' 120.2(3) . . ? C12' C13' C14' 121.1(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 O14\" Cu1\" O11\" C11\" -1.3(6) . . . . ? O1\" Cu1\" O11\" C11\" -83.7(2) . . . . ? O4\" Cu1\" O11\" C11\" 84.5(2) . . . . ? O6\" Cu1\" O11\" C11\" -175.8(2) . . . . ? Cu1\" Cu1\" O11\" C11\" -0.1(2) 3_567 . . . ? O1\" Cu1\" O14\" C11\" 84.1(2) . . . 3_567 ? O4\" Cu1\" O14\" C11\" -83.9(2) . . . 3_567 ? O11\" Cu1\" O14\" C11\" 1.7(6) . . . 3_567 ? O6\" Cu1\" O14\" C11\" 176.2(2) . . . 3_567 ? Cu1\" Cu1\" O14\" C11\" 0.5(2) 3_567 . . 3_567 ? O14\" Cu1\" O1\" C1\" -80.8(2) . . . . ? O4\" Cu1\" O1\" C1\" 6.8(6) . . . . ? O11\" Cu1\" O1\" C1\" 87.4(2) . . . . ? O6\" Cu1\" O1\" C1\" -179.1(2) . . . . ? Cu1\" Cu1\" O1\" C1\" 2.0(2) 3_567 . . . ? O14\" Cu1\" O4\" C1\" 82.4(2) . . . 3_567 ? O1\" Cu1\" O4\" C1\" -5.0(6) . . . 3_567 ? O11\" Cu1\" O4\" C1\" -85.7(2) . . . 3_567 ? O6\" Cu1\" O4\" C1\" -179.1(2) . . . 3_567 ? Cu1\" Cu1\" O4\" C1\" -0.3(2) 3_567 . . 3_567 ? C7\" C2\" C3\" C4\" 0.9(4) . . . . ? C1\" C2\" C3\" C4\" -173.3(3) . . . . ? Cu1\" O11\" C11\" O14\" -0.3(4) . . . 3_567 ? Cu1\" O11\" C11\" C12\" -174.46(18) . . . . ? O13\" N11\" C17\" C16\" 33.8(4) . . . . ? O12\" N11\" C17\" C16\" -144.7(3) . . . . ? O13\" N11\" C17\" C12\" -149.4(3) . . . . ? O12\" N11\" C17\" C12\" 32.1(4) . . . . ? Cu1\" O1\" C1\" O4\" -2.6(4) . . . 3_567 ? Cu1\" O1\" C1\" C2\" -179.62(18) . . . . ? C7\" C2\" C1\" O1\" -48.9(4) . . . . ? C3\" C2\" C1\" O1\" 125.0(3) . . . . ? C7\" C2\" C1\" O4\" 133.8(3) . . . 3_567 ? C3\" C2\" C1\" O4\" -52.4(4) . . . 3_567 ? C3\" C2\" C7\" C6\" -0.4(5) . . . . ? C1\" C2\" C7\" C6\" 173.6(3) . . . . ? C3\" C2\" C7\" N1\" 177.1(3) . . . . ? C1\" C2\" C7\" N1\" -9.0(5) . . . . ? C16\" C17\" C12\" C13\" 2.2(5) . . . . ? N11\" C17\" C12\" C13\" -174.4(3) . . . . ? C16\" C17\" C12\" C11\" -171.8(3) . . . . ? N11\" C17\" C12\" C11\" 11.6(4) . . . . ? O14\" C11\" C12\" C13\" -121.1(3) 3_567 . . . ? O11\" C11\" C12\" C13\" 53.7(4) . . . . ? O14\" C11\" C12\" C17\" 52.7(4) 3_567 . . . ? O11\" C11\" C12\" C17\" -132.5(3) . . . . ? C16\" C15\" C14\" C13\" 1.4(6) . . . . ? C15\" C14\" C13\" C12\" -0.2(6) . . . . ? C17\" C12\" C13\" C14\" -1.5(5) . . . . ? C11\" C12\" C13\" C14\" 172.7(3) . . . . ? C2\" C3\" C4\" C5\" -0.7(5) . . . . ? C6\" C7\" N1\" O2\" 133.6(4) . . . . ? C2\" C7\" N1\" O2\" -44.0(5) . . . . ? C6\" C7\" N1\" O3\" -44.9(5) . . . . ? C2\" C7\" N1\" O3\" 137.6(3) . . . . ? C2\" C7\" C6\" C5\" -0.4(5) . . . . ? N1\" C7\" C6\" C5\" -177.9(3) . . . . ? C7\" C6\" C5\" C4\" 0.7(6) . . . . ? C3\" C4\" C5\" C6\" -0.1(6) . . . . ? C12\" C17\" C16\" C15\" -1.1(5) . . . . ? N11\" C17\" C16\" C15\" 175.6(3) . . . . ? C14\" C15\" C16\" C17\" -0.8(5) . . . . ? O4' Cu2' O1' C1' 7.9(6) . . . . ? O14' Cu2' O1' C1' -80.0(2) . . . . ? O11' Cu2' O1' C1' 88.3(2) . . . . ? O6' Cu2' O1' C1' -179.4(2) . . . . ? Cu2' Cu2' O1' C1' 2.6(2) 3_657 . . . ? O4' Cu2' O11' C11' 84.2(2) . . . . ? O14' Cu2' O11' C11' -2.3(6) . . . . ? O1' Cu2' O11' C11' -84.2(2) . . . . ? O6' Cu2' O11' C11' -177.0(2) . . . . ? Cu2' Cu2' O11' C11' -0.2(2) 3_657 . . . ? O4' Cu2' O14' C11' -83.3(2) . . . 3_657 ? O1' Cu2' O14' C11' 85.0(2) . . . 3_657 ? O11' Cu2' O14' C11' 3.1(6) . . . 3_657 ? O6' Cu2' O14' C11' 177.7(2) . . . 3_657 ? Cu2' Cu2' O14' C11' 1.0(2) 3_657 . . 3_657 ? O14' Cu2' O4' C1' 82.6(2) . . . 3_657 ? O1' Cu2' O4' C1' -5.2(6) . . . 3_657 ? O11' Cu2' O4' C1' -85.6(2) . . . 3_657 ? O6' Cu2' O4' C1' -177.8(2) . . . 3_657 ? Cu2' Cu2' O4' C1' 0.1(2) 3_657 . . 3_657 ? Cu2' O11' C11' O14' -0.5(4) . . . 3_657 ? Cu2' O11' C11' C12' -175.95(18) . . . . ? C7' C2' C3' C4' 0.8(4) . . . . ? C1' C2' C3' C4' -174.3(3) . . . . ? O13' N11' C17' C16' 34.9(4) . . . . ? O12' N11' C17' C16' -143.1(3) . . . . ? O13' N11' C17' C12' -149.4(3) . . . . ? O12' N11' C17' C12' 32.6(4) . . . . ? C16' C17' C12' C13' 1.8(5) . . . . ? N11' C17' C12' C13' -173.8(3) . . . . ? C16' C17' C12' C11' -174.6(3) . . . . ? N11' C17' C12' C11' 9.9(4) . . . . ? O14' C11' C12' C13' -121.8(3) 3_657 . . . ? O11' C11' C12' C13' 54.0(4) . . . . ? O14' C11' C12' C17' 54.4(4) 3_657 . . . ? O11' C11' C12' C17' -129.8(3) . . . . ? C12' C17' C16' C15' -1.2(5) . . . . ? N11' C17' C16' C15' 174.4(3) . . . . ? Cu2' O1' C1' O4' -3.8(4) . . . 3_657 ? Cu2' O1' C1' C2' 178.93(18) . . . . ? C7' C2' C1' O4' 132.9(3) . . . 3_657 ? C3' C2' C1' O4' -52.4(4) . . . 3_657 ? C7' C2' C1' O1' -49.5(4) . . . . ? C3' C2' C1' O1' 125.2(3) . . . . ? C3' C2' C7' C6' 0.5(5) . . . . ? C1' C2' C7' C6' 175.4(3) . . . . ? C3' C2' C7' N1' 177.7(3) . . . . ? C1' C2' C7' N1' -7.5(4) . . . . ? C17' C16' C15' C14' 0.0(5) . . . . ? C16' C15' C14' C13' 0.5(6) . . . . ? C6' C7' N1' O3' -46.1(5) . . . . ? C2' C7' N1' O3' 136.6(3) . . . . ? C6' C7' N1' O2' 132.2(4) . . . . ? C2' C7' N1' O2' -45.1(5) . . . . ? C2' C7' C6' C5' -1.3(5) . . . . ? N1' C7' C6' C5' -178.5(3) . . . . ? C2' C3' C4' C5' -1.3(5) . . . . ? C3' C4' C5' C6' 0.5(6) . . . . ? C7' C6' C5' C4' 0.7(5) . . . . ? C17' C12' C13' C14' -1.2(5) . . . . ? C11' C12' C13' C14' 175.2(3) . . . . ? C15' C14' C13' C12' 0.2(6) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.492 _refine_diff_density_min -0.592 _refine_diff_density_rms 0.118 _exptl_crystal_recrystallization_method 'from water at 333K' _chemical_name_common Tetrakis(?2-2-nitrobenzoato-O,O?)-diaqua-di-copper(ii)