Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Christopher L. Cahill' _publ_contact_author_address ; Department of Chemistry George Washington University 725 21st Street, NW Washington, DC 20052 ; _publ_contact_author_email cahill@gwu.edu _publ_contact_author_phone 202-994-6959 _publ_contact_author_fax 202-994-5873 _publ_section_title ; Novel coordination polymers and structural systematics in the hydrothermal M,M? trans-3(-3-pyridyl)acrylic acid system. ; loop_ _publ_author_name _publ_author_address N.S.Gunning ;Department of Chemistry The George Washington University 725 21st Street, NW Washington, DC 20052 ; C.L.Cahill ;Department of Chemistry The George Washington University 725 21st Street, NW Washington, DC 20052 AND Carnegie Insitution of Washington Geophysical Laboratory 5251 Broad Branch Road, NW Washington, DC 20015 ; data_03039 _database_code_depnum_ccdc_archive 'CCDC 267783' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 03039 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H36 Cu3 N12 Nd2 O30' _chemical_formula_weight 1739.98 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' Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M R-3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'y+2/3, x+1/3, -z+5/6' 'x-y+2/3, -y+1/3, -z+5/6' '-x+2/3, -x+y+1/3, -z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' 'y+1/3, x+2/3, -z+7/6' 'x-y+1/3, -y+2/3, -z+7/6' '-x+1/3, -x+y+2/3, -z+7/6' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-y+2/3, -x+1/3, z-1/6' '-x+y+2/3, y+1/3, z-1/6' 'x+2/3, x-y+1/3, z-1/6' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' '-y+1/3, -x+2/3, z+1/6' '-x+y+1/3, y+2/3, z+1/6' 'x+1/3, x-y+2/3, z+1/6' _cell_length_a 14.130(2) _cell_length_b 14.130(2) _cell_length_c 49.480(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 8556(3) _cell_formula_units_Z 6 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1600 _cell_measurement_theta_min 1.86 _cell_measurement_theta_max 25.13 _exptl_crystal_description 'hexagonal antiprism' _exptl_crystal_colour blue-purple _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.026 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 5130 _exptl_absorpt_coefficient_mu 2.996 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.699453 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19181 _diffrn_reflns_av_R_equivalents 0.0881 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -58 _diffrn_reflns_limit_l_max 56 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.13 _reflns_number_total 1702 _reflns_number_gt 1319 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution SIR97 _computing_structure_refinement SHELXL-97 _computing_molecular_graphics 'SHELXTL, Bruker' _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^)+(0.0733P)^2^+152.1409P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1702 _refine_ls_number_parameters 144 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0658 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.1332 _refine_ls_wR_factor_gt 0.1096 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 Nd1 Nd 0.0000 0.0000 0.061575(11) 0.0244(2) Uani 1 3 d S . . Cu1 Cu 0.39176(8) 0.39176(8) 0.2500 0.0263(3) Uani 1 2 d S . . N1 N 0.3154(4) 0.2687(5) 0.22385(11) 0.0282(12) Uani 1 1 d . . . C1 C 0.2915(6) 0.1671(6) 0.23020(14) 0.0342(16) Uani 1 1 d . . . H1A H 0.3121 0.1538 0.2474 0.041 Uiso 1 1 calc R . . C2 C 0.2383(7) 0.0823(6) 0.21267(15) 0.0402(18) Uani 1 1 d . . . H2A H 0.2253 0.0115 0.2173 0.048 Uiso 1 1 calc R . . C3 C 0.2035(7) 0.0997(6) 0.18815(14) 0.0357(17) Uani 1 1 d . . . H3A H 0.1638 0.0405 0.1761 0.043 Uiso 1 1 calc R . . C4 C 0.2268(5) 0.2038(5) 0.18133(13) 0.0278(14) Uani 1 1 d . . . C5 C 0.2853(5) 0.2860(6) 0.19985(13) 0.0298(15) Uani 1 1 d . . . H5A H 0.3050 0.3588 0.1951 0.036 Uiso 1 1 calc R . . C6 C 0.1933(5) 0.2322(6) 0.15643(13) 0.0312(15) Uani 1 1 d . . . H6A H 0.2033 0.3038 0.1555 0.037 Uiso 1 1 calc R . . C7 C 0.1500(6) 0.1695(6) 0.13480(14) 0.0319(15) Uani 1 1 d . . . H7A H 0.1414 0.0984 0.1344 0.038 Uiso 1 1 calc R . . C8 C 0.1152(5) 0.2094(6) 0.11128(13) 0.0282(15) Uani 1 1 d . . . O1 O 0.0594(4) 0.1444(4) 0.09312(9) 0.0360(12) Uani 1 1 d . . . O2 O 0.1390(4) 0.3075(4) 0.11098(9) 0.0308(11) Uani 1 1 d . . . N2 N 0.2014(5) 0.1563(4) 0.03293(12) 0.0326(13) Uani 1 1 d . . . O3 O 0.2017(4) 0.1023(4) 0.05381(10) 0.0363(12) Uani 1 1 d . . . O4 O 0.1101(4) 0.1408(4) 0.02572(9) 0.0326(11) Uani 1 1 d . . . O5 O 0.2858(4) 0.2177(4) 0.02155(11) 0.0443(13) 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 Nd1 0.0243(3) 0.0243(3) 0.0245(4) 0.000 0.000 0.01216(14) Cu1 0.0256(5) 0.0256(5) 0.0255(6) 0.0007(2) -0.0007(2) 0.0111(5) N1 0.026(3) 0.031(3) 0.024(3) -0.001(2) 0.000(2) 0.012(2) C1 0.035(4) 0.036(4) 0.032(4) 0.000(3) -0.005(3) 0.019(3) C2 0.052(5) 0.030(4) 0.040(4) 0.000(3) -0.010(4) 0.021(4) C3 0.044(4) 0.030(4) 0.036(4) -0.009(3) -0.004(3) 0.020(3) C4 0.026(3) 0.028(3) 0.031(4) -0.005(3) 0.001(3) 0.015(3) C5 0.029(3) 0.035(4) 0.031(4) -0.002(3) -0.003(3) 0.020(3) C6 0.031(4) 0.035(4) 0.031(4) -0.001(3) -0.001(3) 0.019(3) C7 0.032(4) 0.030(4) 0.037(4) -0.001(3) 0.001(3) 0.018(3) C8 0.021(3) 0.036(4) 0.026(3) -0.003(3) -0.001(3) 0.013(3) O1 0.042(3) 0.033(3) 0.030(3) -0.007(2) -0.010(2) 0.016(2) O2 0.032(3) 0.027(3) 0.030(2) -0.002(2) -0.006(2) 0.013(2) N2 0.037(4) 0.023(3) 0.036(3) -0.002(2) 0.001(3) 0.013(3) O3 0.028(3) 0.044(3) 0.037(3) 0.007(2) 0.002(2) 0.018(2) O4 0.029(3) 0.029(3) 0.038(3) 0.004(2) -0.002(2) 0.013(2) O5 0.028(3) 0.026(3) 0.066(4) 0.008(2) 0.016(2) 0.004(2) _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 Nd1 O1 2.364(5) . ? Nd1 O1 2.364(5) 3 ? Nd1 O1 2.364(5) 2 ? Nd1 O3 2.498(5) 3 ? Nd1 O3 2.498(5) . ? Nd1 O3 2.498(5) 2 ? Nd1 O4 2.536(5) 2 ? Nd1 O4 2.536(5) 3 ? Nd1 O4 2.536(5) . ? Nd1 N2 2.950(6) 3 ? Nd1 N2 2.950(6) . ? Nd1 N2 2.950(6) 2 ? Cu1 O2 1.928(5) 36 ? Cu1 O2 1.928(5) 27 ? Cu1 N1 1.997(6) . ? Cu1 N1 1.997(6) 4 ? N1 C5 1.325(8) . ? N1 C1 1.337(9) . ? C1 C2 1.361(10) . ? C1 H1A 0.9500 . ? C2 C3 1.376(10) . ? C2 H2A 0.9500 . ? C3 C4 1.380(10) . ? C3 H3A 0.9500 . ? C4 C5 1.382(9) . ? C4 C6 1.447(9) . ? C5 H5A 0.9500 . ? C6 C7 1.328(9) . ? C6 H6A 0.9500 . ? C7 C8 1.480(9) . ? C7 H7A 0.9500 . ? C8 O1 1.244(8) . ? C8 O2 1.253(9) . ? O2 Cu1 1.928(5) 26_455 ? N2 O5 1.207(7) . ? N2 O4 1.249(7) . ? N2 O3 1.285(7) . ? 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 Nd1 O1 81.16(18) . 3 ? O1 Nd1 O1 81.16(18) . 2 ? O1 Nd1 O1 81.16(18) 3 2 ? O1 Nd1 O3 147.19(17) . 3 ? O1 Nd1 O3 78.01(17) 3 3 ? O1 Nd1 O3 70.84(16) 2 3 ? O1 Nd1 O3 78.01(17) . . ? O1 Nd1 O3 70.84(16) 3 . ? O1 Nd1 O3 147.19(17) 2 . ? O3 Nd1 O3 117.68(6) 3 . ? O1 Nd1 O3 70.84(16) . 2 ? O1 Nd1 O3 147.19(17) 3 2 ? O1 Nd1 O3 78.01(17) 2 2 ? O3 Nd1 O3 117.68(6) 3 2 ? O3 Nd1 O3 117.68(6) . 2 ? O1 Nd1 O4 121.29(16) . 2 ? O1 Nd1 O4 153.54(17) 3 2 ? O1 Nd1 O4 88.33(17) 2 2 ? O3 Nd1 O4 75.60(16) 3 2 ? O3 Nd1 O4 124.19(16) . 2 ? O3 Nd1 O4 50.49(15) 2 2 ? O1 Nd1 O4 153.54(17) . 3 ? O1 Nd1 O4 88.33(17) 3 3 ? O1 Nd1 O4 121.29(16) 2 3 ? O3 Nd1 O4 50.49(15) 3 3 ? O3 Nd1 O4 75.60(16) . 3 ? O3 Nd1 O4 124.19(15) 2 3 ? O4 Nd1 O4 76.46(16) 2 3 ? O1 Nd1 O4 88.33(17) . . ? O1 Nd1 O4 121.29(16) 3 . ? O1 Nd1 O4 153.54(17) 2 . ? O3 Nd1 O4 124.19(15) 3 . ? O3 Nd1 O4 50.49(15) . . ? O3 Nd1 O4 75.60(16) 2 . ? O4 Nd1 O4 76.46(16) 2 . ? O4 Nd1 O4 76.46(16) 3 . ? O1 Nd1 N2 164.15(16) . 3 ? O1 Nd1 N2 82.99(16) 3 3 ? O1 Nd1 N2 96.41(16) 2 3 ? O3 Nd1 N2 25.62(15) 3 3 ? O3 Nd1 N2 96.78(16) . 3 ? O3 Nd1 N2 124.19(16) 2 3 ? O4 Nd1 N2 74.09(15) 2 3 ? O4 Nd1 N2 24.88(15) 3 3 ? O4 Nd1 N2 99.95(16) . 3 ? O1 Nd1 N2 82.99(16) . . ? O1 Nd1 N2 96.41(16) 3 . ? O1 Nd1 N2 164.15(16) 2 . ? O3 Nd1 N2 124.19(16) 3 . ? O3 Nd1 N2 25.62(15) . . ? O3 Nd1 N2 96.78(16) 2 . ? O4 Nd1 N2 99.95(16) 2 . ? O4 Nd1 N2 74.09(15) 3 . ? O4 Nd1 N2 24.88(15) . . ? N2 Nd1 N2 98.84(14) 3 . ? O1 Nd1 N2 96.41(16) . 2 ? O1 Nd1 N2 164.15(16) 3 2 ? O1 Nd1 N2 82.99(16) 2 2 ? O3 Nd1 N2 96.78(16) 3 2 ? O3 Nd1 N2 124.19(16) . 2 ? O3 Nd1 N2 25.62(15) 2 2 ? O4 Nd1 N2 24.88(15) 2 2 ? O4 Nd1 N2 99.95(16) 3 2 ? O4 Nd1 N2 74.09(15) . 2 ? N2 Nd1 N2 98.84(14) 3 2 ? N2 Nd1 N2 98.84(14) . 2 ? O2 Cu1 O2 93.5(3) 36 27 ? O2 Cu1 N1 172.0(2) 36 . ? O2 Cu1 N1 88.7(2) 27 . ? O2 Cu1 N1 88.7(2) 36 4 ? O2 Cu1 N1 172.0(2) 27 4 ? N1 Cu1 N1 90.2(3) . 4 ? C5 N1 C1 118.5(6) . . ? C5 N1 Cu1 120.2(5) . . ? C1 N1 Cu1 121.3(5) . . ? N1 C1 C2 121.8(7) . . ? N1 C1 H1A 119.1 . . ? C2 C1 H1A 119.1 . . ? C1 C2 C3 119.6(7) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.2 . . ? C2 C3 C4 119.3(7) . . ? C2 C3 H3A 120.3 . . ? C4 C3 H3A 120.3 . . ? C3 C4 C5 117.2(6) . . ? C3 C4 C6 124.6(6) . . ? C5 C4 C6 118.2(6) . . ? N1 C5 C4 123.4(6) . . ? N1 C5 H5A 118.3 . . ? C4 C5 H5A 118.3 . . ? C7 C6 C4 127.3(7) . . ? C7 C6 H6A 116.3 . . ? C4 C6 H6A 116.3 . . ? C6 C7 C8 120.6(6) . . ? C6 C7 H7A 119.7 . . ? C8 C7 H7A 119.7 . . ? O1 C8 O2 121.9(6) . . ? O1 C8 C7 119.7(6) . . ? O2 C8 C7 118.3(6) . . ? C8 O1 Nd1 159.1(5) . . ? C8 O2 Cu1 111.1(4) . 26_455 ? O5 N2 O4 123.7(6) . . ? O5 N2 O3 120.4(6) . . ? O4 N2 O3 115.8(6) . . ? O5 N2 Nd1 177.3(5) . . ? O4 N2 Nd1 58.7(3) . . ? O3 N2 Nd1 57.2(3) . . ? N2 O3 Nd1 97.2(4) . . ? N2 O4 Nd1 96.4(4) . . ? 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 O2 Cu1 N1 C5 -160.1(13) 36 . . . ? O2 Cu1 N1 C5 -54.1(5) 27 . . . ? N1 Cu1 N1 C5 118.0(6) 4 . . . ? O2 Cu1 N1 C1 21.2(18) 36 . . . ? O2 Cu1 N1 C1 127.2(5) 27 . . . ? N1 Cu1 N1 C1 -60.7(5) 4 . . . ? C5 N1 C1 C2 0.5(11) . . . . ? Cu1 N1 C1 C2 179.2(6) . . . . ? N1 C1 C2 C3 -3.0(12) . . . . ? C1 C2 C3 C4 2.5(12) . . . . ? C2 C3 C4 C5 0.3(11) . . . . ? C2 C3 C4 C6 -178.9(7) . . . . ? C1 N1 C5 C4 2.5(10) . . . . ? Cu1 N1 C5 C4 -176.3(5) . . . . ? C3 C4 C5 N1 -2.8(10) . . . . ? C6 C4 C5 N1 176.4(6) . . . . ? C3 C4 C6 C7 -10.5(11) . . . . ? C5 C4 C6 C7 170.3(7) . . . . ? C4 C6 C7 C8 177.1(6) . . . . ? C6 C7 C8 O1 -168.6(6) . . . . ? C6 C7 C8 O2 8.2(10) . . . . ? O2 C8 O1 Nd1 141.3(10) . . . . ? C7 C8 O1 Nd1 -42.1(16) . . . . ? O1 Nd1 O1 C8 25.6(13) 3 . . . ? O1 Nd1 O1 C8 108.0(12) 2 . . . ? O3 Nd1 O1 C8 76.6(14) 3 . . . ? O3 Nd1 O1 C8 -46.5(13) . . . . ? O3 Nd1 O1 C8 -171.7(13) 2 . . . ? O4 Nd1 O1 C8 -169.4(13) 2 . . . ? O4 Nd1 O1 C8 -42.1(15) 3 . . . ? O4 Nd1 O1 C8 -96.4(13) . . . . ? N2 Nd1 O1 C8 25.7(17) 3 . . . ? N2 Nd1 O1 C8 -72.0(13) . . . . ? N2 Nd1 O1 C8 -170.2(13) 2 . . . ? O1 C8 O2 Cu1 10.0(8) . . . 26_455 ? C7 C8 O2 Cu1 -166.7(5) . . . 26_455 ? O1 Nd1 N2 O5 106(10) . . . . ? O1 Nd1 N2 O5 26(10) 3 . . . ? O1 Nd1 N2 O5 106(10) 2 . . . ? O3 Nd1 N2 O5 -54(10) 3 . . . ? O3 Nd1 N2 O5 29(10) . . . . ? O3 Nd1 N2 O5 176(100) 2 . . . ? O4 Nd1 N2 O5 -133(10) 2 . . . ? O4 Nd1 N2 O5 -61(10) 3 . . . ? O4 Nd1 N2 O5 -153(11) . . . . ? N2 Nd1 N2 O5 -58(10) 3 . . . ? N2 Nd1 N2 O5 -159(10) 2 . . . ? O1 Nd1 N2 O4 -101.3(4) . . . . ? O1 Nd1 N2 O4 178.5(4) 3 . . . ? O1 Nd1 N2 O4 -101.3(7) 2 . . . ? O3 Nd1 N2 O4 98.6(4) 3 . . . ? O3 Nd1 N2 O4 -178.1(6) . . . . ? O3 Nd1 N2 O4 -31.6(4) 2 . . . ? O4 Nd1 N2 O4 19.4(4) 2 . . . ? O4 Nd1 N2 O4 92.1(4) 3 . . . ? N2 Nd1 N2 O4 94.6(3) 3 . . . ? N2 Nd1 N2 O4 -5.8(4) 2 . . . ? O1 Nd1 N2 O3 76.9(4) . . . . ? O1 Nd1 N2 O3 -3.4(4) 3 . . . ? O1 Nd1 N2 O3 76.8(7) 2 . . . ? O3 Nd1 N2 O3 -83.2(3) 3 . . . ? O3 Nd1 N2 O3 146.5(4) 2 . . . ? O4 Nd1 N2 O3 -162.5(4) 2 . . . ? O4 Nd1 N2 O3 -89.8(4) 3 . . . ? O4 Nd1 N2 O3 178.1(6) . . . . ? N2 Nd1 N2 O3 -87.2(4) 3 . . . ? N2 Nd1 N2 O3 172.3(4) 2 . . . ? O5 N2 O3 Nd1 -178.5(5) . . . . ? O4 N2 O3 Nd1 1.8(6) . . . . ? O1 Nd1 O3 N2 -98.9(4) . . . . ? O1 Nd1 O3 N2 176.4(4) 3 . . . ? O1 Nd1 O3 N2 -150.6(4) 2 . . . ? O3 Nd1 O3 N2 111.9(3) 3 . . . ? O3 Nd1 O3 N2 -38.2(4) 2 . . . ? O4 Nd1 O3 N2 21.0(4) 2 . . . ? O4 Nd1 O3 N2 83.2(4) 3 . . . ? O4 Nd1 O3 N2 -1.0(3) . . . . ? N2 Nd1 O3 N2 96.3(4) 3 . . . ? N2 Nd1 O3 N2 -9.2(4) 2 . . . ? O5 N2 O4 Nd1 178.5(6) . . . . ? O3 N2 O4 Nd1 -1.7(6) . . . . ? O1 Nd1 O4 N2 76.8(4) . . . . ? O1 Nd1 O4 N2 -1.8(4) 3 . . . ? O1 Nd1 O4 N2 143.1(4) 2 . . . ? O3 Nd1 O4 N2 -98.6(4) 3 . . . ? O3 Nd1 O4 N2 1.0(3) . . . . ? O3 Nd1 O4 N2 147.5(4) 2 . . . ? O4 Nd1 O4 N2 -160.4(4) 2 . . . ? O4 Nd1 O4 N2 -81.3(4) 3 . . . ? N2 Nd1 O4 N2 -89.6(3) 3 . . . ? N2 Nd1 O4 N2 174.0(4) 2 . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.13 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.761 _refine_diff_density_min -0.874 _refine_diff_density_rms 0.176 #===End data_03069a _database_code_depnum_ccdc_archive 'CCDC 267784' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 03069a _chemical_melting_point ? _chemical_formula_moiety 'Nd(C8 H6 N O2)3, H2O' _chemical_formula_sum 'C24 H20 N3 Nd O7' _chemical_formula_weight 606.67 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' Nd Nd -0.1943 3.0179 '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 6.2543(9) _cell_length_b 12.7228(18) _cell_length_c 15.635(2) _cell_angle_alpha 112.093(2) _cell_angle_beta 90.608(2) _cell_angle_gamma 94.739(2) _cell_volume 1147.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4092 _cell_measurement_theta_min 3.215 _cell_measurement_theta_max 2.75 _exptl_crystal_description Plate _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.756 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 602 _exptl_absorpt_coefficient_mu 2.313 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5955 _exptl_absorpt_correction_T_max 0.8366 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)' _exptl_special_details 'Prof. C. Cahill - GWU' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13714 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0494 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.41 _diffrn_reflns_theta_max 27.53 _reflns_number_total 5216 _reflns_number_gt 4761 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0322P)^2^+0.0577P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5216 _refine_ls_number_parameters 322 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0321 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0700 _refine_ls_wR_factor_gt 0.0679 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.002 _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 Nd1 Nd 0.24544(2) 0.471636(12) 0.576807(9) 0.00990(6) Uani 1 1 d . . . C1 C -0.0776(5) 0.2868(2) 0.4740(2) 0.0135(6) Uani 1 1 d . . . O1 O 0.0754(3) 0.26989(18) 0.51861(15) 0.0200(5) Uani 1 1 d . . . O2 O -0.0861(3) 0.38446(16) 0.46786(13) 0.0131(4) Uani 1 1 d . . . C2 C -0.2511(5) 0.1960(3) 0.4280(2) 0.0193(6) Uani 1 1 d . . . H2A H -0.3670 0.2135 0.3974 0.023 Uiso 1 1 calc R . . C3 C -0.2532(5) 0.0917(3) 0.4272(2) 0.0183(6) Uani 1 1 d . . . H3A H -0.1314 0.0745 0.4546 0.022 Uiso 1 1 calc R . . C4 C -0.4268(5) 0.0002(3) 0.3879(2) 0.0180(6) Uani 1 1 d . . . C5 C -0.4026(5) -0.1083(3) 0.3850(2) 0.0217(7) Uani 1 1 d . . . H5A H -0.2687 -0.1223 0.4058 0.026 Uiso 1 1 calc R . . N1 N -0.5578(5) -0.1945(2) 0.3544(2) 0.0238(6) Uani 1 1 d . . . C6 C -0.7439(6) -0.1756(3) 0.3252(2) 0.0249(7) Uani 1 1 d . . . H6A H -0.8549 -0.2363 0.3043 0.030 Uiso 1 1 calc R . . C7 C -0.7840(6) -0.0712(3) 0.3237(3) 0.0278(8) Uani 1 1 d . . . H7A H -0.9188 -0.0609 0.3008 0.033 Uiso 1 1 calc R . . C8 C -0.6246(6) 0.0179(3) 0.3560(3) 0.0293(8) Uani 1 1 d . . . H8A H -0.6494 0.0908 0.3565 0.035 Uiso 1 1 calc R . . C9 C 0.0229(5) 0.4865(2) 0.7399(2) 0.0155(6) Uani 1 1 d . . . O3 O 0.1966(3) 0.4413(2) 0.72716(15) 0.0225(5) Uani 1 1 d . . . O4 O -0.0686(3) 0.50670(17) 0.67446(14) 0.0148(4) Uani 1 1 d . . . C10 C -0.0723(5) 0.5214(3) 0.8317(2) 0.0199(6) Uani 1 1 d . . . H10A H 0.0001 0.5087 0.8802 0.024 Uiso 1 1 calc R . . C11 C -0.2555(5) 0.5699(3) 0.8485(2) 0.0177(6) Uani 1 1 d . . . H11A H -0.3250 0.5790 0.7977 0.021 Uiso 1 1 calc R . . C12 C -0.3624(5) 0.6107(3) 0.9360(2) 0.0176(6) Uani 1 1 d . . . C13 C -0.5672(5) 0.6469(3) 0.9364(2) 0.0236(7) Uani 1 1 d . . . H13A H -0.6267 0.6464 0.8801 0.028 Uiso 1 1 calc R . . N2 N -0.6851(5) 0.6825(3) 1.0114(2) 0.0296(7) Uani 1 1 d . . . C14 C -0.5964(6) 0.6828(3) 1.0890(2) 0.0317(8) Uani 1 1 d . . . H14A H -0.6779 0.7069 1.1429 0.038 Uiso 1 1 calc R . . C15 C -0.3938(6) 0.6505(3) 1.0970(2) 0.0275(8) Uani 1 1 d . . . H15A H -0.3380 0.6532 1.1547 0.033 Uiso 1 1 calc R . . C16 C -0.2744(5) 0.6141(3) 1.0190(2) 0.0224(7) Uani 1 1 d . . . H16A H -0.1343 0.5917 1.0222 0.027 Uiso 1 1 calc R . . C17 C 0.5811(5) 0.6569(2) 0.66075(19) 0.0123(5) Uani 1 1 d . . . O5 O 0.4121(3) 0.64846(18) 0.70156(14) 0.0169(4) Uani 1 1 d . . . O6 O 0.5961(3) 0.59332(16) 0.57552(13) 0.0131(4) Uani 1 1 d . . . C18 C 0.7640(5) 0.7398(3) 0.7091(2) 0.0146(6) Uani 1 1 d . . . H18A H 0.9013 0.7302 0.6833 0.017 Uiso 1 1 calc R . . C19 C 0.7430(5) 0.8278(3) 0.7879(2) 0.0173(6) Uani 1 1 d . . . H19A H 0.6051 0.8348 0.8133 0.021 Uiso 1 1 calc R . . C20 C 0.9163(5) 0.9143(3) 0.8380(2) 0.0178(6) Uani 1 1 d . . . C21 C 1.1315(5) 0.8930(3) 0.8302(2) 0.0269(8) Uani 1 1 d . . . H21A H 1.1648 0.8192 0.7910 0.032 Uiso 1 1 calc R . . N3 N 1.2940(4) 0.9702(3) 0.8743(2) 0.0343(8) Uani 1 1 d . . . C22 C 1.2418(6) 1.0740(3) 0.9279(3) 0.0355(9) Uani 1 1 d . . . H22A H 1.3553 1.1304 0.9592 0.043 Uiso 1 1 calc R . . C23 C 1.0358(6) 1.1042(3) 0.9405(3) 0.0305(8) Uani 1 1 d . . . H23A H 1.0082 1.1792 0.9793 0.037 Uiso 1 1 calc R . . C24 C 0.8693(5) 1.0231(3) 0.8956(2) 0.0245(7) Uani 1 1 d . . . H24A H 0.7246 1.0411 0.9038 0.029 Uiso 1 1 calc R . . O7 O 0.5482(3) 0.38338(18) 0.60428(16) 0.0166(5) Uani 1 1 d D . . H1O7 H 0.538(6) 0.334(2) 0.618(2) 0.020 Uiso 1 1 d D . . H2O7 H 0.652(4) 0.418(3) 0.618(2) 0.020 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 Nd1 0.00872(9) 0.00993(9) 0.01106(9) 0.00410(6) 0.00007(5) 0.00044(5) C1 0.0148(14) 0.0124(14) 0.0134(14) 0.0048(11) 0.0038(11) 0.0018(11) O1 0.0204(11) 0.0145(11) 0.0264(12) 0.0099(9) -0.0078(9) -0.0007(9) O2 0.0138(10) 0.0092(9) 0.0161(10) 0.0048(8) 0.0004(8) 0.0006(8) C2 0.0192(16) 0.0158(15) 0.0230(16) 0.0084(13) -0.0046(12) -0.0016(12) C3 0.0188(15) 0.0145(15) 0.0201(15) 0.0049(12) -0.0015(12) 0.0013(12) C4 0.0205(15) 0.0136(14) 0.0200(15) 0.0073(12) -0.0016(12) -0.0014(12) C5 0.0261(17) 0.0169(16) 0.0229(16) 0.0087(13) -0.0013(13) 0.0012(13) N1 0.0320(16) 0.0110(13) 0.0281(15) 0.0072(12) 0.0020(12) 0.0003(11) C6 0.0290(18) 0.0172(16) 0.0238(17) 0.0042(14) 0.0003(14) -0.0062(13) C7 0.0233(17) 0.0243(18) 0.037(2) 0.0137(16) -0.0074(15) -0.0010(14) C8 0.0316(19) 0.0186(17) 0.042(2) 0.0179(16) -0.0087(16) -0.0050(14) C9 0.0165(15) 0.0113(14) 0.0177(15) 0.0050(12) 0.0021(11) -0.0025(11) O3 0.0196(11) 0.0339(13) 0.0205(11) 0.0157(10) 0.0052(9) 0.0124(10) O4 0.0119(10) 0.0201(11) 0.0144(10) 0.0089(9) 0.0019(8) 0.0012(8) C10 0.0208(16) 0.0259(17) 0.0148(15) 0.0099(13) -0.0001(12) 0.0019(13) C11 0.0179(15) 0.0189(15) 0.0164(15) 0.0073(13) -0.0008(12) -0.0005(12) C12 0.0156(15) 0.0192(15) 0.0187(15) 0.0086(13) 0.0035(12) -0.0011(12) C13 0.0222(17) 0.0249(17) 0.0207(16) 0.0052(14) 0.0005(13) 0.0019(13) N2 0.0258(16) 0.0302(16) 0.0268(16) 0.0030(13) 0.0070(12) 0.0059(13) C14 0.038(2) 0.0272(19) 0.0243(18) 0.0030(15) 0.0137(16) 0.0044(16) C15 0.035(2) 0.0292(19) 0.0182(16) 0.0097(15) 0.0021(14) 0.0000(15) C16 0.0238(17) 0.0248(17) 0.0218(16) 0.0122(14) 0.0024(13) 0.0029(13) C17 0.0164(14) 0.0082(13) 0.0137(14) 0.0057(11) -0.0009(11) 0.0023(10) O5 0.0154(10) 0.0184(11) 0.0136(10) 0.0030(9) 0.0022(8) -0.0030(8) O6 0.0130(10) 0.0131(10) 0.0116(10) 0.0030(8) 0.0004(8) 0.0002(8) C18 0.0095(13) 0.0189(15) 0.0157(14) 0.0072(12) 0.0007(11) 0.0003(11) C19 0.0131(14) 0.0170(15) 0.0194(15) 0.0045(12) -0.0017(11) 0.0008(11) C20 0.0184(15) 0.0159(15) 0.0138(14) 0.0002(12) -0.0003(11) -0.0004(12) C21 0.0203(17) 0.0186(16) 0.0302(19) -0.0040(14) 0.0009(14) 0.0024(13) N3 0.0133(14) 0.0280(16) 0.0443(19) -0.0055(14) -0.0012(13) -0.0006(12) C22 0.0217(18) 0.0265(19) 0.042(2) -0.0039(16) -0.0044(16) -0.0062(14) C23 0.0296(19) 0.0161(16) 0.033(2) -0.0037(15) -0.0005(15) -0.0019(14) C24 0.0195(16) 0.0220(17) 0.0254(17) 0.0012(14) -0.0005(13) 0.0034(13) O7 0.0127(10) 0.0153(11) 0.0262(12) 0.0129(10) -0.0005(9) 0.0003(8) _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 Nd1 O7 2.393(2) . ? Nd1 O6 2.4582(19) 2_666 ? Nd1 O2 2.4661(19) 2_566 ? Nd1 O4 2.466(2) . ? Nd1 O5 2.494(2) . ? Nd1 O1 2.514(2) . ? Nd1 O3 2.539(2) . ? Nd1 O2 2.560(2) . ? Nd1 O6 2.5825(19) . ? Nd1 C9 2.868(3) . ? Nd1 C17 2.913(3) . ? Nd1 C1 2.915(3) . ? C1 O1 1.257(4) . ? C1 O2 1.287(3) . ? C1 C2 1.477(4) . ? O2 Nd1 2.4661(19) 2_566 ? C2 C3 1.322(4) . ? C2 H2A 0.9500 . ? C3 C4 1.467(4) . ? C3 H3A 0.9500 . ? C4 C5 1.385(4) . ? C4 C8 1.395(5) . ? C5 N1 1.339(4) . ? C5 H5A 0.9500 . ? N1 C6 1.319(4) . ? C6 C7 1.380(5) . ? C6 H6A 0.9500 . ? C7 C8 1.380(5) . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? C9 O3 1.254(4) . ? C9 O4 1.284(4) . ? C9 C10 1.482(4) . ? C10 C11 1.328(4) . ? C10 H10A 0.9500 . ? C11 C12 1.460(4) . ? C11 H11A 0.9500 . ? C12 C16 1.389(4) . ? C12 C13 1.396(4) . ? C13 N2 1.341(4) . ? C13 H13A 0.9500 . ? N2 C14 1.328(5) . ? C14 C15 1.383(5) . ? C14 H14A 0.9500 . ? C15 C16 1.382(4) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C17 O5 1.259(3) . ? C17 O6 1.282(3) . ? C17 C18 1.475(4) . ? O6 Nd1 2.4582(19) 2_666 ? C18 C19 1.333(4) . ? C18 H18A 0.9500 . ? C19 C20 1.462(4) . ? C19 H19A 0.9500 . ? C20 C21 1.393(4) . ? C20 C24 1.396(4) . ? C21 N3 1.336(4) . ? C21 H21A 0.9500 . ? N3 C22 1.341(5) . ? C22 C23 1.370(5) . ? C22 H22A 0.9500 . ? C23 C24 1.380(5) . ? C23 H23A 0.9500 . ? C24 H24A 0.9500 . ? O7 H1O7 0.73(2) . ? O7 H2O7 0.73(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 O7 Nd1 O6 78.49(7) . 2_666 ? O7 Nd1 O2 151.65(7) . 2_566 ? O6 Nd1 O2 86.69(6) 2_666 2_566 ? O7 Nd1 O4 123.58(7) . . ? O6 Nd1 O4 151.22(7) 2_666 . ? O2 Nd1 O4 79.49(7) 2_566 . ? O7 Nd1 O5 85.71(7) . . ? O6 Nd1 O5 118.84(7) 2_666 . ? O2 Nd1 O5 80.44(7) 2_566 . ? O4 Nd1 O5 83.78(7) . . ? O7 Nd1 O1 82.03(7) . . ? O6 Nd1 O1 82.82(7) 2_666 . ? O2 Nd1 O1 120.21(7) 2_566 . ? O4 Nd1 O1 82.57(7) . . ? O5 Nd1 O1 152.36(7) . . ? O7 Nd1 O3 71.72(7) . . ? O6 Nd1 O3 146.75(7) 2_666 . ? O2 Nd1 O3 126.52(7) 2_566 . ? O4 Nd1 O3 52.10(6) . . ? O5 Nd1 O3 73.83(7) . . ? O1 Nd1 O3 78.82(7) . . ? O7 Nd1 O2 129.87(7) . . ? O6 Nd1 O2 77.99(6) 2_666 . ? O2 Nd1 O2 68.67(7) 2_566 . ? O4 Nd1 O2 73.50(6) . . ? O5 Nd1 O2 144.23(7) . . ? O1 Nd1 O2 51.55(6) . . ? O3 Nd1 O2 110.32(7) . . ? O7 Nd1 O6 70.16(7) . . ? O6 Nd1 O6 67.77(7) 2_666 . ? O2 Nd1 O6 81.92(6) 2_566 . ? O4 Nd1 O6 133.67(6) . . ? O5 Nd1 O6 51.34(6) . . ? O1 Nd1 O6 142.57(7) . . ? O3 Nd1 O6 113.66(7) . . ? O2 Nd1 O6 135.81(6) . . ? O7 Nd1 C9 97.61(8) . . ? O6 Nd1 C9 165.23(8) 2_666 . ? O2 Nd1 C9 102.33(8) 2_566 . ? O4 Nd1 C9 26.50(7) . . ? O5 Nd1 C9 74.64(7) . . ? O1 Nd1 C9 82.53(8) . . ? O3 Nd1 C9 25.90(8) . . ? O2 Nd1 C9 94.27(7) . . ? O6 Nd1 C9 124.63(7) . . ? O7 Nd1 C17 74.57(8) . . ? O6 Nd1 C17 93.87(7) 2_666 . ? O2 Nd1 C17 82.57(7) 2_566 . ? O4 Nd1 C17 109.04(7) . . ? O5 Nd1 C17 25.44(7) . . ? O1 Nd1 C17 156.54(7) . . ? O3 Nd1 C17 92.18(8) . . ? O2 Nd1 C17 150.38(7) . . ? O6 Nd1 C17 26.10(7) . . ? C9 Nd1 C17 98.83(8) . . ? O7 Nd1 C1 106.25(8) . . ? O6 Nd1 C1 80.50(7) 2_666 . ? O2 Nd1 C1 94.79(7) 2_566 . ? O4 Nd1 C1 75.69(7) . . ? O5 Nd1 C1 159.45(8) . . ? O1 Nd1 C1 25.43(7) . . ? O3 Nd1 C1 93.77(8) . . ? O2 Nd1 C1 26.17(7) . . ? O6 Nd1 C1 148.22(7) . . ? C9 Nd1 C1 87.04(8) . . ? C17 Nd1 C1 173.94(7) . . ? O1 C1 O2 120.3(3) . . ? O1 C1 C2 121.1(3) . . ? O2 C1 C2 118.5(3) . . ? O1 C1 Nd1 59.16(15) . . ? O2 C1 Nd1 61.35(14) . . ? C2 C1 Nd1 175.8(2) . . ? C1 O1 Nd1 95.41(17) . . ? C1 O2 Nd1 155.88(19) . 2_566 ? C1 O2 Nd1 92.47(17) . . ? Nd1 O2 Nd1 111.33(7) 2_566 . ? C3 C2 C1 123.3(3) . . ? C3 C2 H2A 118.4 . . ? C1 C2 H2A 118.4 . . ? C2 C3 C4 125.8(3) . . ? C2 C3 H3A 117.1 . . ? C4 C3 H3A 117.1 . . ? C5 C4 C8 116.9(3) . . ? C5 C4 C3 120.2(3) . . ? C8 C4 C3 122.8(3) . . ? N1 C5 C4 123.6(3) . . ? N1 C5 H5A 118.2 . . ? C4 C5 H5A 118.2 . . ? C6 N1 C5 118.4(3) . . ? N1 C6 C7 122.8(3) . . ? N1 C6 H6A 118.6 . . ? C7 C6 H6A 118.6 . . ? C6 C7 C8 118.7(3) . . ? C6 C7 H7A 120.6 . . ? C8 C7 H7A 120.6 . . ? C7 C8 C4 119.6(3) . . ? C7 C8 H8A 120.2 . . ? C4 C8 H8A 120.2 . . ? O3 C9 O4 120.1(3) . . ? O3 C9 C10 120.0(3) . . ? O4 C9 C10 119.8(3) . . ? O3 C9 Nd1 62.21(15) . . ? O4 C9 Nd1 59.01(14) . . ? C10 C9 Nd1 167.1(2) . . ? C9 O3 Nd1 91.89(17) . . ? C9 O4 Nd1 94.49(17) . . ? C11 C10 C9 122.1(3) . . ? C11 C10 H10A 118.9 . . ? C9 C10 H10A 118.9 . . ? C10 C11 C12 127.4(3) . . ? C10 C11 H11A 116.3 . . ? C12 C11 H11A 116.3 . . ? C16 C12 C13 117.7(3) . . ? C16 C12 C11 124.1(3) . . ? C13 C12 C11 118.2(3) . . ? N2 C13 C12 124.1(3) . . ? N2 C13 H13A 118.0 . . ? C12 C13 H13A 118.0 . . ? C14 N2 C13 116.3(3) . . ? N2 C14 C15 124.6(3) . . ? N2 C14 H14A 117.7 . . ? C15 C14 H14A 117.7 . . ? C16 C15 C14 118.3(3) . . ? C16 C15 H15A 120.8 . . ? C14 C15 H15A 120.8 . . ? C15 C16 C12 119.0(3) . . ? C15 C16 H16A 120.5 . . ? C12 C16 H16A 120.5 . . ? O5 C17 O6 120.0(3) . . ? O5 C17 C18 121.1(3) . . ? O6 C17 C18 118.8(3) . . ? O5 C17 Nd1 58.34(15) . . ? O6 C17 Nd1 62.41(14) . . ? C18 C17 Nd1 171.7(2) . . ? C17 O5 Nd1 96.22(17) . . ? C17 O6 Nd1 156.28(18) . 2_666 ? C17 O6 Nd1 91.49(16) . . ? Nd1 O6 Nd1 112.23(7) 2_666 . ? C19 C18 C17 122.1(3) . . ? C19 C18 H18A 118.9 . . ? C17 C18 H18A 118.9 . . ? C18 C19 C20 124.9(3) . . ? C18 C19 H19A 117.6 . . ? C20 C19 H19A 117.6 . . ? C21 C20 C24 117.5(3) . . ? C21 C20 C19 122.3(3) . . ? C24 C20 C19 120.2(3) . . ? N3 C21 C20 123.9(3) . . ? N3 C21 H21A 118.0 . . ? C20 C21 H21A 118.0 . . ? C21 N3 C22 116.6(3) . . ? N3 C22 C23 124.3(3) . . ? N3 C22 H22A 117.8 . . ? C23 C22 H22A 117.8 . . ? C22 C23 C24 118.5(3) . . ? C22 C23 H23A 120.7 . . ? C24 C23 H23A 120.7 . . ? C23 C24 C20 119.1(3) . . ? C23 C24 H24A 120.4 . . ? C20 C24 H24A 120.4 . . ? Nd1 O7 H1O7 123(3) . . ? Nd1 O7 H2O7 118(3) . . ? H1O7 O7 H2O7 114(4) . . ? 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 O7 Nd1 C1 O1 18.30(19) . . . . ? O6 Nd1 C1 O1 93.26(18) 2_666 . . . ? O2 Nd1 C1 O1 179.09(17) 2_566 . . . ? O4 Nd1 C1 O1 -103.04(18) . . . . ? O5 Nd1 C1 O1 -105.5(3) . . . . ? O3 Nd1 C1 O1 -53.75(18) . . . . ? O2 Nd1 C1 O1 175.3(3) . . . . ? O6 Nd1 C1 O1 96.7(2) . . . . ? C9 Nd1 C1 O1 -78.78(18) . . . . ? C17 Nd1 C1 O1 115.2(7) . . . . ? O7 Nd1 C1 O2 -157.03(15) . . . . ? O6 Nd1 C1 O2 -82.07(16) 2_666 . . . ? O2 Nd1 C1 O2 3.77(19) 2_566 . . . ? O4 Nd1 C1 O2 81.63(16) . . . . ? O5 Nd1 C1 O2 79.2(3) . . . . ? O1 Nd1 C1 O2 -175.3(3) . . . . ? O3 Nd1 C1 O2 130.93(16) . . . . ? O6 Nd1 C1 O2 -78.6(2) . . . . ? C9 Nd1 C1 O2 105.90(16) . . . . ? C17 Nd1 C1 O2 -60.1(7) . . . . ? O7 Nd1 C1 C2 113(3) . . . . ? O6 Nd1 C1 C2 -172(3) 2_666 . . . ? O2 Nd1 C1 C2 -86(3) 2_566 . . . ? O4 Nd1 C1 C2 -8(3) . . . . ? O5 Nd1 C1 C2 -10(3) . . . . ? O1 Nd1 C1 C2 95(3) . . . . ? O3 Nd1 C1 C2 41(3) . . . . ? O2 Nd1 C1 C2 -90(3) . . . . ? O6 Nd1 C1 C2 -168(3) . . . . ? C9 Nd1 C1 C2 16(3) . . . . ? C17 Nd1 C1 C2 -150(3) . . . . ? O2 C1 O1 Nd1 4.8(3) . . . . ? C2 C1 O1 Nd1 -175.1(2) . . . . ? O7 Nd1 O1 C1 -162.28(19) . . . . ? O6 Nd1 O1 C1 -82.97(18) 2_666 . . . ? O2 Nd1 O1 C1 -1.0(2) 2_566 . . . ? O4 Nd1 O1 C1 72.17(18) . . . . ? O5 Nd1 O1 C1 133.18(19) . . . . ? O3 Nd1 O1 C1 124.89(18) . . . . ? O2 Nd1 O1 C1 -2.63(16) . . . . ? O6 Nd1 O1 C1 -120.61(18) . . . . ? C9 Nd1 O1 C1 98.90(18) . . . . ? C17 Nd1 O1 C1 -166.12(18) . . . . ? O1 C1 O2 Nd1 -175.4(3) . . . 2_566 ? C2 C1 O2 Nd1 4.4(6) . . . 2_566 ? Nd1 C1 O2 Nd1 -170.8(5) . . . 2_566 ? O1 C1 O2 Nd1 -4.7(3) . . . . ? C2 C1 O2 Nd1 175.2(2) . . . . ? O7 Nd1 O2 C1 29.22(19) . . . . ? O6 Nd1 O2 C1 92.90(16) 2_666 . . . ? O2 Nd1 O2 C1 -176.0(2) 2_566 . . . ? O4 Nd1 O2 C1 -91.05(16) . . . . ? O5 Nd1 O2 C1 -143.85(16) . . . . ? O1 Nd1 O2 C1 2.56(15) . . . . ? O3 Nd1 O2 C1 -53.51(17) . . . . ? O6 Nd1 O2 C1 132.20(16) . . . . ? C9 Nd1 O2 C1 -74.39(16) . . . . ? C17 Nd1 O2 C1 169.33(16) . . . . ? O7 Nd1 O2 Nd1 -154.81(8) . . . 2_566 ? O6 Nd1 O2 Nd1 -91.13(8) 2_666 . . 2_566 ? O2 Nd1 O2 Nd1 0.0 2_566 . . 2_566 ? O4 Nd1 O2 Nd1 84.92(8) . . . 2_566 ? O5 Nd1 O2 Nd1 32.12(14) . . . 2_566 ? O1 Nd1 O2 Nd1 178.53(12) . . . 2_566 ? O3 Nd1 O2 Nd1 122.46(8) . . . 2_566 ? O6 Nd1 O2 Nd1 -51.83(12) . . . 2_566 ? C9 Nd1 O2 Nd1 101.58(9) . . . 2_566 ? C17 Nd1 O2 Nd1 -14.70(18) . . . 2_566 ? C1 Nd1 O2 Nd1 176.0(2) . . . 2_566 ? O1 C1 C2 C3 -2.8(5) . . . . ? O2 C1 C2 C3 177.4(3) . . . . ? Nd1 C1 C2 C3 -95(3) . . . . ? C1 C2 C3 C4 175.9(3) . . . . ? C2 C3 C4 C5 174.9(3) . . . . ? C2 C3 C4 C8 -8.1(5) . . . . ? C8 C4 C5 N1 -0.6(5) . . . . ? C3 C4 C5 N1 176.5(3) . . . . ? C4 C5 N1 C6 0.1(5) . . . . ? C5 N1 C6 C7 0.9(5) . . . . ? N1 C6 C7 C8 -1.5(6) . . . . ? C6 C7 C8 C4 1.0(6) . . . . ? C5 C4 C8 C7 0.0(5) . . . . ? C3 C4 C8 C7 -177.1(3) . . . . ? O7 Nd1 C9 O3 -1.12(19) . . . . ? O6 Nd1 C9 O3 72.5(4) 2_666 . . . ? O2 Nd1 C9 O3 -160.85(17) 2_566 . . . ? O4 Nd1 C9 O3 168.1(3) . . . . ? O5 Nd1 C9 O3 -84.52(18) . . . . ? O1 Nd1 C9 O3 79.76(18) . . . . ? O2 Nd1 C9 O3 130.07(18) . . . . ? O6 Nd1 C9 O3 -72.22(19) . . . . ? C17 Nd1 C9 O3 -76.58(18) . . . . ? C1 Nd1 C9 O3 104.89(18) . . . . ? O7 Nd1 C9 O4 -169.19(16) . . . . ? O6 Nd1 C9 O4 -95.6(3) 2_666 . . . ? O2 Nd1 C9 O4 31.08(17) 2_566 . . . ? O5 Nd1 C9 O4 107.41(17) . . . . ? O1 Nd1 C9 O4 -88.31(16) . . . . ? O3 Nd1 C9 O4 -168.1(3) . . . . ? O2 Nd1 C9 O4 -38.00(16) . . . . ? O6 Nd1 C9 O4 119.71(16) . . . . ? C17 Nd1 C9 O4 115.35(16) . . . . ? C1 Nd1 C9 O4 -63.18(17) . . . . ? O7 Nd1 C9 C10 102.2(10) . . . . ? O6 Nd1 C9 C10 175.8(8) 2_666 . . . ? O2 Nd1 C9 C10 -57.5(10) 2_566 . . . ? O4 Nd1 C9 C10 -88.6(10) . . . . ? O5 Nd1 C9 C10 18.8(9) . . . . ? O1 Nd1 C9 C10 -176.9(10) . . . . ? O3 Nd1 C9 C10 103.4(10) . . . . ? O2 Nd1 C9 C10 -126.6(10) . . . . ? O6 Nd1 C9 C10 31.1(10) . . . . ? C17 Nd1 C9 C10 26.8(10) . . . . ? C1 Nd1 C9 C10 -151.7(10) . . . . ? O4 C9 O3 Nd1 11.8(3) . . . . ? C10 C9 O3 Nd1 -165.5(2) . . . . ? O7 Nd1 O3 C9 178.84(19) . . . . ? O6 Nd1 O3 C9 -153.68(17) 2_666 . . . ? O2 Nd1 O3 C9 23.5(2) 2_566 . . . ? O4 Nd1 O3 C9 -6.71(16) . . . . ? O5 Nd1 O3 C9 88.04(18) . . . . ? O1 Nd1 O3 C9 -95.95(18) . . . . ? O2 Nd1 O3 C9 -54.47(19) . . . . ? O6 Nd1 O3 C9 121.19(17) . . . . ? C17 Nd1 O3 C9 105.88(18) . . . . ? C1 Nd1 O3 C9 -75.29(18) . . . . ? O3 C9 O4 Nd1 -12.2(3) . . . . ? C10 C9 O4 Nd1 165.1(2) . . . . ? O7 Nd1 O4 C9 12.90(19) . . . . ? O6 Nd1 O4 C9 148.21(17) 2_666 . . . ? O2 Nd1 O4 C9 -149.14(17) 2_566 . . . ? O5 Nd1 O4 C9 -67.75(17) . . . . ? O1 Nd1 O4 C9 88.16(17) . . . . ? O3 Nd1 O4 C9 6.57(16) . . . . ? O2 Nd1 O4 C9 140.18(17) . . . . ? O6 Nd1 O4 C9 -81.14(18) . . . . ? C17 Nd1 O4 C9 -70.85(17) . . . . ? C1 Nd1 O4 C9 113.11(17) . . . . ? O3 C9 C10 C11 179.8(3) . . . . ? O4 C9 C10 C11 2.5(5) . . . . ? Nd1 C9 C10 C11 83.5(10) . . . . ? C9 C10 C11 C12 -178.2(3) . . . . ? C10 C11 C12 C16 6.3(5) . . . . ? C10 C11 C12 C13 -172.6(3) . . . . ? C16 C12 C13 N2 -1.4(5) . . . . ? C11 C12 C13 N2 177.6(3) . . . . ? C12 C13 N2 C14 0.4(5) . . . . ? C13 N2 C14 C15 0.7(5) . . . . ? N2 C14 C15 C16 -0.7(6) . . . . ? C14 C15 C16 C12 -0.4(5) . . . . ? C13 C12 C16 C15 1.3(5) . . . . ? C11 C12 C16 C15 -177.6(3) . . . . ? O7 Nd1 C17 O5 -113.57(18) . . . . ? O6 Nd1 C17 O5 169.50(17) 2_666 . . . ? O2 Nd1 C17 O5 83.34(17) 2_566 . . . ? O4 Nd1 C17 O5 7.20(18) . . . . ? O1 Nd1 C17 O5 -109.6(2) . . . . ? O3 Nd1 C17 O5 -43.22(17) . . . . ? O2 Nd1 C17 O5 97.1(2) . . . . ? O6 Nd1 C17 O5 170.1(3) . . . . ? C9 Nd1 C17 O5 -18.05(18) . . . . ? C1 Nd1 C17 O5 147.8(6) . . . . ? O7 Nd1 C17 O6 76.30(16) . . . . ? O6 Nd1 C17 O6 -0.63(18) 2_666 . . . ? O2 Nd1 C17 O6 -86.79(15) 2_566 . . . ? O4 Nd1 C17 O6 -162.93(14) . . . . ? O5 Nd1 C17 O6 -170.1(3) . . . . ? O1 Nd1 C17 O6 80.2(2) . . . . ? O3 Nd1 C17 O6 146.65(15) . . . . ? O2 Nd1 C17 O6 -73.0(2) . . . . ? C9 Nd1 C17 O6 171.82(15) . . . . ? C1 Nd1 C17 O6 -22.3(8) . . . . ? O7 Nd1 C17 C18 -24.6(14) . . . . ? O6 Nd1 C17 C18 -101.5(14) 2_666 . . . ? O2 Nd1 C17 C18 172.3(14) 2_566 . . . ? O4 Nd1 C17 C18 96.2(14) . . . . ? O5 Nd1 C17 C18 89.0(14) . . . . ? O1 Nd1 C17 C18 -20.6(15) . . . . ? O3 Nd1 C17 C18 45.8(14) . . . . ? O2 Nd1 C17 C18 -173.9(13) . . . . ? O6 Nd1 C17 C18 -100.9(14) . . . . ? C9 Nd1 C17 C18 70.9(14) . . . . ? C1 Nd1 C17 C18 -123.2(14) . . . . ? O6 C17 O5 Nd1 10.1(3) . . . . ? C18 C17 O5 Nd1 -170.3(2) . . . . ? O7 Nd1 O5 C17 62.37(17) . . . . ? O6 Nd1 O5 C17 -11.98(19) 2_666 . . . ? O2 Nd1 O5 C17 -92.81(17) 2_566 . . . ? O4 Nd1 O5 C17 -173.16(18) . . . . ? O1 Nd1 O5 C17 126.09(19) . . . . ? O3 Nd1 O5 C17 134.56(18) . . . . ? O2 Nd1 O5 C17 -122.95(17) . . . . ? O6 Nd1 O5 C17 -5.54(15) . . . . ? C9 Nd1 O5 C17 161.48(19) . . . . ? C1 Nd1 O5 C17 -170.8(2) . . . . ? O5 C17 O6 Nd1 168.7(3) . . . 2_666 ? C18 C17 O6 Nd1 -10.9(6) . . . 2_666 ? Nd1 C17 O6 Nd1 178.4(5) . . . 2_666 ? O5 C17 O6 Nd1 -9.7(3) . . . . ? C18 C17 O6 Nd1 170.7(2) . . . . ? O7 Nd1 O6 C17 -95.37(16) . . . . ? O6 Nd1 O6 C17 179.3(2) 2_666 . . . ? O2 Nd1 O6 C17 89.60(16) 2_566 . . . ? O4 Nd1 O6 C17 22.56(19) . . . . ? O5 Nd1 O6 C17 5.41(15) . . . . ? O1 Nd1 O6 C17 -139.80(16) . . . . ? O3 Nd1 O6 C17 -36.85(17) . . . . ? O2 Nd1 O6 C17 137.30(15) . . . . ? C9 Nd1 O6 C17 -9.84(18) . . . . ? C1 Nd1 O6 C17 175.64(15) . . . . ? O7 Nd1 O6 Nd1 85.32(9) . . . 2_666 ? O6 Nd1 O6 Nd1 0.0 2_666 . . 2_666 ? O2 Nd1 O6 Nd1 -89.72(8) 2_566 . . 2_666 ? O4 Nd1 O6 Nd1 -156.76(7) . . . 2_666 ? O5 Nd1 O6 Nd1 -173.91(12) . . . 2_666 ? O1 Nd1 O6 Nd1 40.88(14) . . . 2_666 ? O3 Nd1 O6 Nd1 143.83(8) . . . 2_666 ? O2 Nd1 O6 Nd1 -42.02(12) . . . 2_666 ? C9 Nd1 O6 Nd1 170.84(8) . . . 2_666 ? C17 Nd1 O6 Nd1 -179.3(2) . . . 2_666 ? C1 Nd1 O6 Nd1 -3.67(17) . . . 2_666 ? O5 C17 C18 C19 -17.7(4) . . . . ? O6 C17 C18 C19 161.9(3) . . . . ? Nd1 C17 C18 C19 -101.6(14) . . . . ? C17 C18 C19 C20 -178.5(3) . . . . ? C18 C19 C20 C21 -25.1(5) . . . . ? C18 C19 C20 C24 154.3(3) . . . . ? C24 C20 C21 N3 0.1(6) . . . . ? C19 C20 C21 N3 179.5(3) . . . . ? C20 C21 N3 C22 -0.9(6) . . . . ? C21 N3 C22 C23 0.9(6) . . . . ? N3 C22 C23 C24 0.1(7) . . . . ? C22 C23 C24 C20 -1.0(6) . . . . ? C21 C20 C24 C23 0.9(5) . . . . ? C19 C20 C24 C23 -178.5(3) . . . . ? 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 O7 H1O7 N1 0.73(2) 1.99(2) 2.718(3) 170(4) 2_556 O7 H2O7 O4 0.73(2) 2.00(2) 2.728(3) 171(4) 1_655 _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.783 _refine_diff_density_min -0.499 _refine_diff_density_rms 0.121 data_03067a _database_code_depnum_ccdc_archive 'CCDC 267785' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 03067a _chemical_melting_point ? _chemical_formula_moiety '(Cu0.50 C8 H6 N O2), (H2O)' _chemical_formula_sum '(C16 Cu1 H16 N2 O6)' _chemical_formula_weight 395.84 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 P2(1)/c 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 7.4035(11) _cell_length_b 12.2381(18) _cell_length_c 8.9320(13) _cell_angle_alpha 90.00 _cell_angle_beta 106.190(2) _cell_angle_gamma 90.00 _cell_volume 777.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3774 _cell_measurement_theta_min 2.865 _cell_measurement_theta_max 27.501 _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.692 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 406 _exptl_absorpt_coefficient_mu 1.443 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7143 _exptl_absorpt_correction_T_max 0.9445 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)' _exptl_special_details 'Prof. C. Cahill - GWU' _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6506 _diffrn_reflns_av_R_equivalents 0.0453 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 27.51 _reflns_number_total 1769 _reflns_number_gt 1526 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0426P)^2^+0.2714P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1769 _refine_ls_number_parameters 121 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0378 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0836 _refine_ls_wR_factor_gt 0.0796 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.064 _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 Cu1 Cu 0.5000 0.5000 0.5000 0.01138(12) Uani 1 2 d S . . C1 C 0.4925(3) 0.34575(15) 1.2475(2) 0.0134(4) Uani 1 1 d . . . O1 O 0.59021(19) 0.40440(11) 1.35834(15) 0.0151(3) Uani 1 1 d . . . O2 O 0.3446(2) 0.29594(11) 1.24710(15) 0.0177(3) Uani 1 1 d . . . C2 C 0.5586(3) 0.34074(15) 1.1042(2) 0.0150(4) Uani 1 1 d . . . H2A H 0.4743 0.3129 1.0115 0.018 Uiso 1 1 calc R . . C3 C 0.7269(3) 0.37257(15) 1.0981(2) 0.0153(4) Uani 1 1 d . . . H3A H 0.8174 0.3910 1.1931 0.018 Uiso 1 1 calc R . . C4 C 0.7825(3) 0.38113(15) 0.9523(2) 0.0143(4) Uani 1 1 d . . . C5 C 0.6512(3) 0.41598(14) 0.8168(2) 0.0122(4) Uani 1 1 d . . . H5A H 0.5259 0.4288 0.8203 0.015 Uiso 1 1 calc R . . N1 N 0.6923(2) 0.43241(12) 0.68152(18) 0.0121(3) Uani 1 1 d . . . C6 C 0.8680(3) 0.41082(15) 0.6751(2) 0.0157(4) Uani 1 1 d . . . H6A H 0.8977 0.4202 0.5791 0.019 Uiso 1 1 calc R . . C7 C 1.0065(3) 0.37549(17) 0.8037(2) 0.0199(4) Uani 1 1 d . . . H7A H 1.1291 0.3600 0.7955 0.024 Uiso 1 1 calc R . . C8 C 0.9658(3) 0.36271(17) 0.9452(2) 0.0189(4) Uani 1 1 d . . . H8A H 1.0614 0.3417 1.0358 0.023 Uiso 1 1 calc R . . O3 O 0.2472(2) 0.37171(12) 0.51209(17) 0.0207(3) Uani 1 1 d D . . H1O3 H 0.256(3) 0.348(2) 0.430(2) 0.025 Uiso 1 1 d D . . H2O3 H 0.273(3) 0.3225(17) 0.575(3) 0.025 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 Cu1 0.0133(2) 0.01436(18) 0.00618(19) -0.00046(11) 0.00228(13) 0.00178(11) C1 0.0178(10) 0.0133(8) 0.0085(9) 0.0027(7) 0.0028(7) 0.0052(7) O1 0.0155(7) 0.0194(7) 0.0100(6) -0.0029(5) 0.0031(6) 0.0012(5) O2 0.0192(7) 0.0211(7) 0.0137(7) -0.0015(5) 0.0061(6) -0.0039(6) C2 0.0215(10) 0.0155(8) 0.0080(9) -0.0016(7) 0.0042(8) -0.0015(7) C3 0.0187(10) 0.0177(9) 0.0081(9) 0.0014(7) 0.0017(8) 0.0029(7) C4 0.0176(10) 0.0148(9) 0.0109(9) 0.0000(7) 0.0047(8) -0.0009(7) C5 0.0120(9) 0.0132(8) 0.0121(9) -0.0012(7) 0.0048(7) 0.0002(7) N1 0.0139(8) 0.0138(7) 0.0089(7) 0.0002(6) 0.0035(6) 0.0003(6) C6 0.0169(10) 0.0188(9) 0.0133(10) 0.0005(7) 0.0074(8) 0.0008(7) C7 0.0145(10) 0.0279(11) 0.0189(10) 0.0020(8) 0.0073(8) 0.0054(8) C8 0.0152(10) 0.0257(10) 0.0147(10) 0.0042(8) 0.0024(8) 0.0055(8) O3 0.0277(9) 0.0194(7) 0.0170(8) 0.0013(6) 0.0094(7) 0.0007(6) _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 1.9716(13) 1_554 ? Cu1 O1 1.9716(13) 3_667 ? Cu1 N1 2.0131(15) 3_666 ? Cu1 N1 2.0131(16) . ? Cu1 O3 2.4684(15) . ? C1 O2 1.252(2) . ? C1 O1 1.272(2) . ? C1 C2 1.494(2) . ? O1 Cu1 1.9716(13) 1_556 ? C2 C3 1.321(3) . ? C2 H2A 0.9500 . ? C3 C4 1.474(3) . ? C3 H3A 0.9500 . ? C4 C5 1.392(3) . ? C4 C8 1.395(3) . ? C5 N1 1.341(2) . ? C5 H5A 0.9500 . ? N1 C6 1.344(2) . ? C6 C7 1.378(3) . ? C6 H6A 0.9500 . ? C7 C8 1.387(3) . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? O3 H1O3 0.812(18) . ? O3 H2O3 0.812(18) . ? 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 1_554 3_667 ? O1 Cu1 N1 90.97(6) 1_554 3_666 ? O1 Cu1 N1 89.03(6) 3_667 3_666 ? O1 Cu1 N1 89.03(6) 1_554 . ? O1 Cu1 N1 90.97(6) 3_667 . ? N1 Cu1 N1 180 3_666 . ? O1 Cu1 O3 92.71(5) 1_554 . ? O1 Cu1 O3 87.29(5) 3_667 . ? N1 Cu1 O3 85.53(6) 3_666 . ? N1 Cu1 O3 94.47(6) . . ? O2 C1 O1 125.73(17) . . ? O2 C1 C2 118.21(17) . . ? O1 C1 C2 116.02(17) . . ? C1 O1 Cu1 127.81(13) . 1_556 ? C3 C2 C1 124.15(18) . . ? C3 C2 H2A 117.9 . . ? C1 C2 H2A 117.9 . . ? C2 C3 C4 123.76(18) . . ? C2 C3 H3A 118.1 . . ? C4 C3 H3A 118.1 . . ? C5 C4 C8 117.55(17) . . ? C5 C4 C3 119.40(18) . . ? C8 C4 C3 122.92(18) . . ? N1 C5 C4 123.44(17) . . ? N1 C5 H5A 118.3 . . ? C4 C5 H5A 118.3 . . ? C5 N1 C6 118.30(16) . . ? C5 N1 Cu1 120.02(13) . . ? C6 N1 Cu1 121.47(13) . . ? N1 C6 C7 122.00(18) . . ? N1 C6 H6A 119.0 . . ? C7 C6 H6A 119.0 . . ? C6 C7 C8 119.64(18) . . ? C6 C7 H7A 120.2 . . ? C8 C7 H7A 120.2 . . ? C7 C8 C4 118.98(19) . . ? C7 C8 H8A 120.5 . . ? C4 C8 H8A 120.5 . . ? Cu1 O3 H1O3 86.4(18) . . ? Cu1 O3 H2O3 118.0(18) . . ? H1O3 O3 H2O3 107(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 O2 C1 O1 Cu1 -35.9(3) . . . 1_556 ? C2 C1 O1 Cu1 141.55(13) . . . 1_556 ? O2 C1 C2 C3 -167.53(19) . . . . ? O1 C1 C2 C3 14.8(3) . . . . ? C1 C2 C3 C4 -171.57(17) . . . . ? C2 C3 C4 C5 36.1(3) . . . . ? C2 C3 C4 C8 -148.2(2) . . . . ? C8 C4 C5 N1 0.0(3) . . . . ? C3 C4 C5 N1 175.87(17) . . . . ? C4 C5 N1 C6 2.2(3) . . . . ? C4 C5 N1 Cu1 -172.64(13) . . . . ? O1 Cu1 N1 C5 -144.00(14) 1_554 . . . ? O1 Cu1 N1 C5 36.00(14) 3_667 . . . ? N1 Cu1 N1 C5 106(100) 3_666 . . . ? O3 Cu1 N1 C5 -51.35(14) . . . . ? O1 Cu1 N1 C6 41.37(14) 1_554 . . . ? O1 Cu1 N1 C6 -138.63(14) 3_667 . . . ? N1 Cu1 N1 C6 -69(100) 3_666 . . . ? O3 Cu1 N1 C6 134.02(14) . . . . ? C5 N1 C6 C7 -1.8(3) . . . . ? Cu1 N1 C6 C7 172.96(15) . . . . ? N1 C6 C7 C8 -0.8(3) . . . . ? C6 C7 C8 C4 3.0(3) . . . . ? C5 C4 C8 C7 -2.6(3) . . . . ? C3 C4 C8 C7 -178.28(19) . . . . ? 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 O3 H1O3 O2 0.812(18) 2.021(18) 2.817(2) 166(2) 1_554 O3 H2O3 O2 0.812(18) 2.068(18) 2.880(2) 177(3) 4_565 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.470 _refine_diff_density_min -0.265 _refine_diff_density_rms 0.080 #===End