# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Seongsoon Park' _publ_contact_author_email SPARK@SUNGSHIN.AC.KR _publ_section_title ; Two-dimensional metal-organic frameworks with blue luminescence ; loop_ _publ_author_name 'Seongsoon Park' 'Seong Huh' 'Suhyun Jung' 'Youngmee Kim' 'Sung-Jin Kim' # Attachment 'CCDC679395.cif' data_yk642sadp21n _database_code_depnum_ccdc_archive 'CCDC 679395' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 N2 O6 Zn' _chemical_formula_weight 343.59 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' Zn Zn 0.2839 1.4301 '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)/n 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 11.9962(13) _cell_length_b 8.2565(9) _cell_length_c 12.6200(13) _cell_angle_alpha 90.00 _cell_angle_beta 98.823(2) _cell_angle_gamma 90.00 _cell_volume 1235.2(2) _cell_formula_units_Z 4 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 4280 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 27.10 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.848 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 2.020 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.622 _exptl_absorpt_correction_T_max 0.668 _exptl_absorpt_process_details '(SADABS; Bruker, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type '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 5281 _diffrn_reflns_av_R_equivalents 0.1444 _diffrn_reflns_av_sigmaI/netI 0.1246 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.96 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2058 _reflns_number_gt 1589 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0919P)^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 2058 _refine_ls_number_parameters 206 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0873 _refine_ls_R_factor_gt 0.0468 _refine_ls_wR_factor_ref 0.1418 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.098 _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 Zn1 Zn 0.48414(3) 0.07636(5) 0.30621(3) 0.0122(2) Uani 1 1 d . . . N1 N 0.5651(2) 0.1936(4) 0.1876(2) 0.0140(6) Uani 1 1 d . . . N2 N 0.3666(2) 0.0509(4) 0.1647(2) 0.0141(7) Uani 1 1 d . . . O1 O 0.63996(19) 0.0259(4) 0.4017(2) 0.0182(6) Uani 1 1 d . . . O2 O 0.6044(2) -0.1438(3) 0.2652(2) 0.0183(6) Uani 1 1 d . . . O3 O 0.4264(2) 0.2860(3) 0.3569(2) 0.0196(6) Uani 1 1 d . . . O4 O 0.4612(2) 0.3206(3) 0.53537(19) 0.0206(6) Uani 1 1 d . . . O5 O 0.3975(2) -0.0816(3) 0.3924(2) 0.0176(6) Uani 1 1 d D . . H5A H 0.451(3) -0.166(4) 0.414(4) 0.030(12) Uiso 1 1 d D . . H5B H 0.357(4) -0.052(6) 0.450(3) 0.043(15) Uiso 1 1 d D . . C1 C 0.6678(3) -0.0887(4) 0.3452(3) 0.0152(9) Uani 1 1 d . . . C2 C 0.7854(3) -0.1588(4) 0.3723(3) 0.0156(8) Uani 1 1 d . . . C3 C 0.8507(3) -0.1365(5) 0.4734(3) 0.0181(8) Uani 1 1 d . . . H3 H 0.8233 -0.0743 0.5273 0.022 Uiso 1 1 calc R . . C4 C 0.5433(3) 0.2915(5) 0.0078(3) 0.0198(8) Uani 1 1 d . . . H4 H 0.4984 0.2989 -0.0609 0.024 Uiso 1 1 calc R . . C5 C 0.5038(3) 0.2092(5) 0.0899(3) 0.0146(8) Uani 1 1 d . . . C6 C 0.6696(3) 0.2584(4) 0.2047(3) 0.0155(8) Uani 1 1 d . . . H6 H 0.7138 0.2459 0.2734 0.019 Uiso 1 1 calc R . . C7 C 0.3921(3) 0.1247(5) 0.0766(3) 0.0145(8) Uani 1 1 d . . . C8 C 0.3206(3) 0.1202(6) -0.0204(3) 0.0197(8) Uani 1 1 d . . . H8 H 0.3400 0.1752 -0.0811 0.024 Uiso 1 1 calc R . . C9 C 0.2801(3) 0.5342(5) 0.5280(3) 0.0185(8) Uani 1 1 d . . . H9 H 0.3309 0.5309 0.5936 0.022 Uiso 1 1 calc R . . C10 C 0.3049(3) 0.4534(4) 0.4381(3) 0.0143(8) Uani 1 1 d . . . C11 C 0.2700(3) -0.0357(4) 0.1566(3) 0.0149(7) Uani 1 1 d . . . H11 H 0.2530 -0.0911 0.2182 0.018 Uiso 1 1 calc R . . C12 C 0.4072(3) 0.3444(4) 0.4463(3) 0.0156(8) Uani 1 1 d . . . O1S O 0.4713(4) 0.5607(5) 0.2198(3) 0.0574(12) Uani 1 1 d D . . H1S1 H 0.529(4) 0.630(6) 0.256(4) 0.060(18) Uiso 1 1 d D . . H1S2 H 0.461(6) 0.480(7) 0.273(5) 0.09(2) 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 Zn1 0.0104(3) 0.0171(4) 0.0088(3) 0.00122(16) 0.0005(2) 0.00146(13) N1 0.0103(14) 0.0197(16) 0.0115(13) 0.0043(14) 0.0004(11) -0.0017(12) N2 0.0116(15) 0.0189(16) 0.0115(14) -0.0015(14) 0.0003(12) -0.0009(12) O1 0.0156(13) 0.0262(15) 0.0133(12) 0.0062(14) 0.0038(11) 0.0072(11) O2 0.0143(13) 0.0251(15) 0.0147(12) -0.0018(13) -0.0009(10) 0.0000(11) O3 0.0213(13) 0.0206(14) 0.0171(12) -0.0034(13) 0.0041(11) 0.0096(11) O4 0.0219(14) 0.0221(15) 0.0167(12) 0.0032(13) -0.0005(11) 0.0082(10) O5 0.0181(15) 0.0218(16) 0.0129(13) 0.0023(12) 0.0027(11) 0.0027(10) C1 0.0132(19) 0.021(2) 0.0124(17) 0.0094(16) 0.0043(15) 0.0032(13) C2 0.0133(17) 0.019(2) 0.0148(16) 0.0039(17) 0.0023(14) 0.0017(14) C3 0.0175(19) 0.022(2) 0.0144(17) -0.0077(19) 0.0019(15) 0.0067(16) C4 0.0179(18) 0.026(2) 0.0142(16) 0.0024(18) -0.0020(15) -0.0031(15) C5 0.0119(17) 0.0186(19) 0.0135(15) -0.0031(17) 0.0023(14) -0.0011(14) C6 0.0120(16) 0.0207(19) 0.0129(15) -0.0046(17) -0.0008(13) -0.0028(14) C7 0.0144(18) 0.0170(18) 0.0124(16) 0.0064(18) 0.0026(14) -0.0013(15) C8 0.0147(19) 0.030(2) 0.0131(16) 0.0042(19) -0.0009(15) -0.0050(16) C9 0.0189(19) 0.0207(19) 0.0143(17) -0.0039(18) -0.0026(15) 0.0030(15) C10 0.0145(18) 0.0126(17) 0.0159(17) 0.0042(17) 0.0025(15) -0.0004(14) C11 0.0163(18) 0.0157(18) 0.0129(16) 0.0052(17) 0.0030(14) -0.0013(15) C12 0.0130(17) 0.0152(19) 0.0186(17) 0.0025(18) 0.0026(14) -0.0008(13) O1S 0.101(4) 0.044(2) 0.0257(18) 0.0058(18) 0.005(2) -0.024(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 Zn1 O3 2.005(3) . ? Zn1 O5 2.076(3) . ? Zn1 O1 2.105(2) . ? Zn1 N2 2.109(3) . ? Zn1 N1 2.137(3) . ? Zn1 O2 2.425(3) . ? Zn1 C1 2.573(4) . ? N1 C5 1.342(4) . ? N1 C6 1.350(4) . ? N2 C7 1.343(5) . ? N2 C11 1.352(5) . ? O1 C1 1.260(5) . ? O2 C1 1.253(5) . ? O3 C12 1.279(4) . ? O4 C12 1.224(4) . ? O5 H5B 0.97(4) . ? O5 H5A 0.96(4) . ? C1 C2 1.514(5) . ? C2 C6 1.365(5) 2_645 ? C2 C3 1.403(5) . ? C3 C4 1.391(5) 2_645 ? C3 H3 0.9500 . ? C4 C5 1.382(5) . ? C4 C3 1.391(5) 2_655 ? C4 H4 0.9500 . ? C5 C7 1.497(5) . ? C6 C2 1.365(5) 2_655 ? C6 H6 0.9500 . ? C7 C8 1.384(5) . ? C8 C9 1.392(5) 2_545 ? C8 H8 0.9500 . ? C9 C10 1.388(5) . ? C9 C8 1.392(5) 2 ? C9 H9 0.9500 . ? C10 C11 1.384(5) 2 ? C10 C12 1.512(5) . ? C11 C10 1.384(5) 2_545 ? C11 H11 0.9500 . ? O1S H1S1 0.96(5) . ? O1S H1S2 0.97(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 O3 Zn1 O5 98.63(10) . . ? O3 Zn1 O1 107.93(11) . . ? O5 Zn1 O1 92.72(11) . . ? O3 Zn1 N2 97.91(11) . . ? O5 Zn1 N2 93.31(12) . . ? O1 Zn1 N2 152.23(12) . . ? O3 Zn1 N1 92.79(11) . . ? O5 Zn1 N1 165.76(12) . . ? O1 Zn1 N1 91.82(10) . . ? N2 Zn1 N1 76.62(11) . . ? O3 Zn1 O2 163.91(10) . . ? O5 Zn1 O2 90.16(10) . . ? O1 Zn1 O2 57.91(10) . . ? N2 Zn1 O2 94.99(10) . . ? N1 Zn1 O2 80.85(10) . . ? O3 Zn1 C1 136.35(11) . . ? O5 Zn1 C1 92.85(11) . . ? O1 Zn1 C1 29.12(11) . . ? N2 Zn1 C1 123.42(12) . . ? N1 Zn1 C1 84.62(11) . . ? O2 Zn1 C1 28.83(10) . . ? C5 N1 C6 118.3(3) . . ? C5 N1 Zn1 116.3(2) . . ? C6 N1 Zn1 125.3(2) . . ? C7 N2 C11 118.6(3) . . ? C7 N2 Zn1 116.6(2) . . ? C11 N2 Zn1 124.8(3) . . ? C1 O1 Zn1 96.5(2) . . ? C1 O2 Zn1 82.2(2) . . ? C12 O3 Zn1 136.4(2) . . ? Zn1 O5 H5B 126(3) . . ? Zn1 O5 H5A 104(3) . . ? H5B O5 H5A 111(4) . . ? O2 C1 O1 123.2(3) . . ? O2 C1 C2 118.2(3) . . ? O1 C1 C2 118.5(3) . . ? O2 C1 Zn1 69.0(2) . . ? O1 C1 Zn1 54.35(16) . . ? C2 C1 Zn1 170.4(3) . . ? C6 C2 C3 119.1(3) 2_645 . ? C6 C2 C1 119.1(3) 2_645 . ? C3 C2 C1 121.8(3) . . ? C4 C3 C2 117.9(3) 2_645 . ? C4 C3 H3 121.1 2_645 . ? C2 C3 H3 121.1 . . ? C5 C4 C3 119.5(3) . 2_655 ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 2_655 . ? N1 C5 C4 122.2(3) . . ? N1 C5 C7 114.4(3) . . ? C4 C5 C7 123.4(3) . . ? N1 C6 C2 122.9(3) . 2_655 ? N1 C6 H6 118.5 . . ? C2 C6 H6 118.5 2_655 . ? N2 C7 C8 122.1(3) . . ? N2 C7 C5 115.6(3) . . ? C8 C7 C5 122.3(3) . . ? C7 C8 C9 119.2(4) . 2_545 ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 2_545 . ? C10 C9 C8 118.8(3) . 2 ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 2 . ? C11 C10 C9 118.9(3) 2 . ? C11 C10 C12 120.7(3) 2 . ? C9 C10 C12 120.2(3) . . ? N2 C11 C10 122.4(3) . 2_545 ? N2 C11 H11 118.8 . . ? C10 C11 H11 118.8 2_545 . ? O4 C12 O3 127.4(3) . . ? O4 C12 C10 117.9(3) . . ? O3 C12 C10 114.7(3) . . ? H1S1 O1S H1S2 104(6) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 Zn1 N1 C5 -91.4(3) . . . . ? O5 Zn1 N1 C5 52.0(6) . . . . ? O1 Zn1 N1 C5 160.5(3) . . . . ? N2 Zn1 N1 C5 6.1(3) . . . . ? O2 Zn1 N1 C5 103.5(3) . . . . ? C1 Zn1 N1 C5 132.3(3) . . . . ? O3 Zn1 N1 C6 85.5(3) . . . . ? O5 Zn1 N1 C6 -131.1(4) . . . . ? O1 Zn1 N1 C6 -22.5(3) . . . . ? N2 Zn1 N1 C6 -177.0(3) . . . . ? O2 Zn1 N1 C6 -79.6(3) . . . . ? C1 Zn1 N1 C6 -50.8(3) . . . . ? O3 Zn1 N2 C7 86.4(3) . . . . ? O5 Zn1 N2 C7 -174.4(3) . . . . ? O1 Zn1 N2 C7 -72.2(4) . . . . ? N1 Zn1 N2 C7 -4.6(3) . . . . ? O2 Zn1 N2 C7 -84.0(3) . . . . ? C1 Zn1 N2 C7 -78.8(3) . . . . ? O3 Zn1 N2 C11 -94.8(3) . . . . ? O5 Zn1 N2 C11 4.4(3) . . . . ? O1 Zn1 N2 C11 106.6(3) . . . . ? N1 Zn1 N2 C11 174.2(3) . . . . ? O2 Zn1 N2 C11 94.8(3) . . . . ? C1 Zn1 N2 C11 100.0(3) . . . . ? O3 Zn1 O1 C1 -169.1(2) . . . . ? O5 Zn1 O1 C1 91.0(2) . . . . ? N2 Zn1 O1 C1 -11.4(4) . . . . ? N1 Zn1 O1 C1 -75.5(2) . . . . ? O2 Zn1 O1 C1 2.49(19) . . . . ? O3 Zn1 O2 C1 27.8(4) . . . . ? O5 Zn1 O2 C1 -95.6(2) . . . . ? O1 Zn1 O2 C1 -2.51(19) . . . . ? N2 Zn1 O2 C1 171.0(2) . . . . ? N1 Zn1 O2 C1 95.5(2) . . . . ? O5 Zn1 O3 C12 42.1(3) . . . . ? O1 Zn1 O3 C12 -53.6(4) . . . . ? N2 Zn1 O3 C12 136.7(3) . . . . ? N1 Zn1 O3 C12 -146.5(3) . . . . ? O2 Zn1 O3 C12 -80.3(5) . . . . ? C1 Zn1 O3 C12 -61.3(4) . . . . ? Zn1 O2 C1 O1 4.2(3) . . . . ? Zn1 O2 C1 C2 -173.1(3) . . . . ? Zn1 O1 C1 O2 -4.9(4) . . . . ? Zn1 O1 C1 C2 172.5(3) . . . . ? O3 Zn1 C1 O2 -169.20(18) . . . . ? O5 Zn1 C1 O2 85.2(2) . . . . ? O1 Zn1 C1 O2 175.6(3) . . . . ? N2 Zn1 C1 O2 -10.7(3) . . . . ? N1 Zn1 C1 O2 -80.8(2) . . . . ? O3 Zn1 C1 O1 15.2(3) . . . . ? O5 Zn1 C1 O1 -90.5(2) . . . . ? N2 Zn1 C1 O1 173.7(2) . . . . ? N1 Zn1 C1 O1 103.6(2) . . . . ? O2 Zn1 C1 O1 -175.6(3) . . . . ? O3 Zn1 C1 C2 -28.8(16) . . . . ? O5 Zn1 C1 C2 -134.4(15) . . . . ? O1 Zn1 C1 C2 -43.9(14) . . . . ? N2 Zn1 C1 C2 129.7(15) . . . . ? N1 Zn1 C1 C2 59.6(15) . . . . ? O2 Zn1 C1 C2 140.4(16) . . . . ? O2 C1 C2 C6 19.0(5) . . . 2_645 ? O1 C1 C2 C6 -158.5(3) . . . 2_645 ? Zn1 C1 C2 C6 -118.6(14) . . . 2_645 ? O2 C1 C2 C3 -163.1(3) . . . . ? O1 C1 C2 C3 19.4(5) . . . . ? Zn1 C1 C2 C3 59.3(16) . . . . ? C6 C2 C3 C4 -3.6(6) 2_645 . . 2_645 ? C1 C2 C3 C4 178.5(3) . . . 2_645 ? C6 N1 C5 C4 -1.3(5) . . . . ? Zn1 N1 C5 C4 175.8(3) . . . . ? C6 N1 C5 C7 176.4(3) . . . . ? Zn1 N1 C5 C7 -6.5(4) . . . . ? C3 C4 C5 N1 -1.1(6) 2_655 . . . ? C3 C4 C5 C7 -178.5(4) 2_655 . . . ? C5 N1 C6 C2 1.2(5) . . . 2_655 ? Zn1 N1 C6 C2 -175.7(3) . . . 2_655 ? C11 N2 C7 C8 2.7(6) . . . . ? Zn1 N2 C7 C8 -178.4(3) . . . . ? C11 N2 C7 C5 -176.1(3) . . . . ? Zn1 N2 C7 C5 2.7(4) . . . . ? N1 C5 C7 N2 2.5(5) . . . . ? C4 C5 C7 N2 -179.8(4) . . . . ? N1 C5 C7 C8 -176.3(4) . . . . ? C4 C5 C7 C8 1.3(6) . . . . ? N2 C7 C8 C9 -1.2(6) . . . 2_545 ? C5 C7 C8 C9 177.6(4) . . . 2_545 ? C8 C9 C10 C11 1.5(6) 2 . . 2 ? C8 C9 C10 C12 -173.5(3) 2 . . . ? C7 N2 C11 C10 -2.1(6) . . . 2_545 ? Zn1 N2 C11 C10 179.1(3) . . . 2_545 ? Zn1 O3 C12 O4 35.6(6) . . . . ? Zn1 O3 C12 C10 -143.8(3) . . . . ? C11 C10 C12 O4 -169.3(4) 2 . . . ? C9 C10 C12 O4 5.6(5) . . . . ? C11 C10 C12 O3 10.1(5) 2 . . . ? C9 C10 C12 O3 -175.0(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 O5 H5A O4 0.96(4) 1.72(4) 2.668(4) 174(4) 3_656 O5 H5B O1 0.97(4) 1.88(3) 2.743(4) 148(4) 3_656 O1S H1S1 O2 0.96(5) 2.07(3) 2.925(5) 148(5) 1_565 O1S H1S2 O3 0.97(6) 2.00(6) 2.952(5) 168(7) . _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 1.699 _refine_diff_density_min -2.451 _refine_diff_density_rms 0.306 # Attachment 'CCDC727193.cif' data_k08187 _database_code_depnum_ccdc_archive 'CCDC 727193' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H8 Co N2 O5, H2 O' _chemical_formula_sum 'C12 H10 Co N2 O6' _chemical_formula_weight 337.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 11.9696(6) _cell_length_b 8.1857(5) _cell_length_c 12.6795(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.507(4) _cell_angle_gamma 90.00 _cell_volume 1231.68(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8697 _cell_measurement_theta_min 2.9 _cell_measurement_theta_max 27.6 _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.818 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 684 _exptl_absorpt_coefficient_mu 1.425 # Absorption correction _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.614 _exptl_absorpt_correction_T_max 0.923 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8697 _diffrn_reflns_av_R_equivalents 0.0865 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.59 _reflns_number_total 2795 _reflns_number_gt 2047 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect (Nonius B.V., 1997-2002)' _computing_cell_refinement 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction Denzo-SMN _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXTL V6.1 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXTL V6.1' _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^)+(0.0649P)^2^+0.5906P] 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 2795 _refine_ls_number_parameters 198 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0780 _refine_ls_R_factor_gt 0.0496 _refine_ls_wR_factor_ref 0.1381 _refine_ls_wR_factor_gt 0.1189 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _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 Co1 Co 0.51262(4) 0.57230(5) 0.19943(4) 0.02344(18) Uani 1 1 d . . . N1 N 0.4348(2) 0.6990(3) 0.3148(2) 0.0243(6) Uani 1 1 d . . . N2 N 0.6320(2) 0.5514(3) 0.3363(2) 0.0239(6) Uani 1 1 d . . . O1 O 0.1421(2) 1.0398(3) 0.4074(2) 0.0278(6) Uani 1 1 d . . . O2 O 0.1062(2) 0.8734(3) 0.27106(19) 0.0276(5) Uani 1 1 d . . . O3 O 0.92585(19) 0.2857(3) 0.35207(19) 0.0294(6) Uani 1 1 d . . . O4 O 0.95662(19) 0.3152(3) 0.5296(2) 0.0315(6) Uani 1 1 d . . . O5 O 0.5984(2) 0.4152(3) 0.1099(2) 0.0283(6) Uani 1 1 d . . . H5A H 0.549(3) 0.332(5) 0.081(3) 0.033(10) Uiso 1 1 d . . . H5B H 0.628(4) 0.439(5) 0.056(4) 0.046(14) Uiso 1 1 d . . . C1 C 0.1706(3) 0.9231(4) 0.3501(3) 0.0252(7) Uani 1 1 d . . . C2 C 0.2852(3) 0.8488(4) 0.3768(3) 0.0251(7) Uani 1 1 d . . . C3 C 0.3492(3) 0.8676(4) 0.4764(3) 0.0292(8) Uani 1 1 d . . . H3 H 0.3209 0.9286 0.5310 0.035 Uiso 1 1 calc R . . C4 C 0.4544(3) 0.7958(4) 0.4940(3) 0.0275(8) Uani 1 1 d . . . H4 H 0.4983 0.8037 0.5618 0.033 Uiso 1 1 calc R . . C5 C 0.4955(3) 0.7124(4) 0.4126(3) 0.0248(7) Uani 1 1 d . . . C6 C 0.3320(3) 0.7628(4) 0.2993(3) 0.0257(7) Uani 1 1 d . . . H6 H 0.2885 0.7489 0.2317 0.031 Uiso 1 1 calc R . . C7 C 0.6070(3) 0.6279(4) 0.4244(3) 0.0241(7) Uani 1 1 d . . . C8 C 0.6785(3) 0.6243(4) 0.5186(3) 0.0308(8) Uani 1 1 d . . . H8 H 0.6599 0.6819 0.5790 0.037 Uiso 1 1 calc R . . C9 C 0.7785(3) 0.5358(4) 0.5249(3) 0.0296(8) Uani 1 1 d . . . H9 H 0.8289 0.5320 0.5893 0.035 Uiso 1 1 calc R . . C10 C 0.8030(3) 0.4533(4) 0.4352(3) 0.0247(7) Uani 1 1 d . . . C11 C 0.7280(3) 0.4659(4) 0.3419(3) 0.0264(7) Uani 1 1 d . . . H11 H 0.7457 0.4117 0.2799 0.032 Uiso 1 1 calc R . . C12 C 0.9045(3) 0.3420(4) 0.4406(3) 0.0262(8) Uani 1 1 d . . . O1S O 0.9830(4) 0.5642(3) 0.2242(3) 0.0665(10) Uani 1 1 d . . . H1S1 H 1.0180 0.6522 0.2376 0.100 Uiso 1 1 d R . . H1S2 H 0.9666 0.4844 0.2609 0.100 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0252(3) 0.0191(3) 0.0260(3) -0.00062(18) 0.0031(2) -0.00117(18) N1 0.0276(15) 0.0197(13) 0.0254(16) -0.0011(12) 0.0027(12) -0.0001(12) N2 0.0267(14) 0.0211(14) 0.0237(15) -0.0004(11) 0.0019(12) 0.0007(11) O1 0.0291(13) 0.0232(12) 0.0307(14) 0.0004(10) 0.0020(11) 0.0049(10) O2 0.0285(12) 0.0265(12) 0.0279(14) 0.0012(10) 0.0038(11) 0.0025(10) O3 0.0343(13) 0.0234(12) 0.0312(14) -0.0013(11) 0.0069(11) 0.0077(10) O4 0.0334(13) 0.0281(13) 0.0324(14) 0.0034(11) 0.0023(11) 0.0076(11) O5 0.0310(14) 0.0264(13) 0.0281(15) -0.0048(11) 0.0062(12) -0.0055(11) C1 0.0255(17) 0.0219(16) 0.0291(19) 0.0042(14) 0.0072(15) 0.0022(14) C2 0.0252(16) 0.0197(16) 0.0309(19) 0.0022(14) 0.0051(15) 0.0010(14) C3 0.0341(19) 0.0218(16) 0.032(2) -0.0046(15) 0.0040(16) 0.0018(15) C4 0.0279(17) 0.0258(17) 0.0278(19) -0.0022(15) -0.0002(15) 0.0033(14) C5 0.0287(17) 0.0179(15) 0.0280(18) -0.0002(14) 0.0046(14) -0.0017(14) C6 0.0252(17) 0.0248(17) 0.0273(19) 0.0034(14) 0.0035(14) 0.0019(14) C7 0.0239(16) 0.0189(15) 0.0294(19) 0.0003(14) 0.0038(14) -0.0011(13) C8 0.0331(19) 0.0280(18) 0.032(2) -0.0056(16) 0.0046(16) 0.0084(16) C9 0.0303(18) 0.0290(18) 0.028(2) -0.0029(15) -0.0007(15) 0.0034(15) C10 0.0234(17) 0.0185(16) 0.033(2) 0.0018(14) 0.0056(15) -0.0007(13) C11 0.0291(18) 0.0227(16) 0.0278(19) -0.0026(14) 0.0059(15) 0.0008(14) C12 0.0264(17) 0.0166(16) 0.035(2) 0.0011(14) 0.0026(15) 0.0001(13) O1S 0.124(3) 0.0316(16) 0.043(2) 0.0037(13) 0.008(2) -0.0186(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O3 2.036(2) 2_655 ? Co1 O5 2.074(3) . ? Co1 N2 2.106(3) . ? Co1 N1 2.107(3) . ? Co1 O1 2.163(2) 2_545 ? Co1 O2 2.225(2) 2_545 ? Co1 C1 2.517(3) 2_545 ? O4 C12 1.236(4) . ? O3 C12 1.270(4) . ? O3 Co1 2.036(2) 2_645 ? O1 C1 1.273(4) . ? O1 Co1 2.163(2) 2 ? O2 C1 1.250(4) . ? O2 Co1 2.225(2) 2 ? N2 C11 1.339(4) . ? N2 C7 1.348(4) . ? N1 C6 1.327(4) . ? N1 C5 1.357(4) . ? C11 C10 1.391(5) . ? C10 C9 1.386(5) . ? C10 C12 1.513(4) . ? C9 C8 1.392(5) . ? C8 C7 1.377(5) . ? C7 C5 1.493(4) . ? C5 C4 1.380(5) . ? C4 C3 1.382(5) . ? C3 C2 1.397(5) . ? C2 C6 1.386(5) . ? C2 C1 1.498(4) . ? C1 Co1 2.517(3) 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 O3 Co1 O5 97.51(10) 2_655 . ? O3 Co1 N2 95.68(10) 2_655 . ? O5 Co1 N2 94.00(11) . . ? O3 Co1 N1 90.69(10) 2_655 . ? O5 Co1 N1 168.71(11) . . ? N2 Co1 N1 77.40(11) . . ? O3 Co1 O1 102.75(9) 2_655 2_545 ? O5 Co1 O1 91.46(10) . 2_545 ? N2 Co1 O1 159.91(11) . 2_545 ? N1 Co1 O1 94.30(10) . 2_545 ? O3 Co1 O2 161.34(10) 2_655 2_545 ? O5 Co1 O2 90.65(10) . 2_545 ? N2 Co1 O2 100.48(10) . 2_545 ? N1 Co1 O2 83.84(10) . 2_545 ? O1 Co1 O2 60.10(9) 2_545 2_545 ? O3 Co1 C1 132.54(10) 2_655 2_545 ? O5 Co1 C1 92.27(11) . 2_545 ? N2 Co1 C1 129.91(12) . 2_545 ? N1 Co1 C1 87.84(11) . 2_545 ? O1 Co1 C1 30.37(10) 2_545 2_545 ? O2 Co1 C1 29.76(10) 2_545 2_545 ? C12 O3 Co1 135.9(2) . 2_645 ? C1 O1 Co1 90.4(2) . 2 ? C1 O2 Co1 88.2(2) . 2 ? C11 N2 C7 118.7(3) . . ? C11 N2 Co1 124.9(2) . . ? C7 N2 Co1 116.4(2) . . ? C6 N1 C5 118.6(3) . . ? C6 N1 Co1 125.2(2) . . ? C5 N1 Co1 116.2(2) . . ? N2 C11 C10 122.5(3) . . ? C9 C10 C11 118.6(3) . . ? C9 C10 C12 120.7(3) . . ? C11 C10 C12 120.5(3) . . ? C10 C9 C8 118.6(3) . . ? C7 C8 C9 119.5(3) . . ? N2 C7 C8 121.9(3) . . ? N2 C7 C5 115.2(3) . . ? C8 C7 C5 122.9(3) . . ? N1 C5 C4 121.5(3) . . ? N1 C5 C7 114.7(3) . . ? C4 C5 C7 123.8(3) . . ? C5 C4 C3 119.8(3) . . ? C4 C3 C2 118.6(3) . . ? C6 C2 C3 118.2(3) . . ? C6 C2 C1 119.3(3) . . ? C3 C2 C1 122.5(3) . . ? N1 C6 C2 123.2(3) . . ? O4 C12 O3 127.4(3) . . ? O4 C12 C10 117.1(3) . . ? O3 C12 C10 115.6(3) . . ? O2 C1 O1 121.2(3) . . ? O2 C1 C2 120.0(3) . . ? O1 C1 C2 118.8(3) . . ? O2 C1 Co1 62.08(17) . 2 ? O1 C1 Co1 59.24(17) . 2 ? C2 C1 Co1 174.5(2) . 2 ? 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 O5 H5A O4 0.94(4) 1.71(4) 2.649(3) 178(3) 4_565 O5 H5B O1 0.83(5) 1.92(5) 2.712(4) 158(4) 4_675 O1S H1S1 O2 0.84 2.11 2.951(4) 179.9 1_655 O1S H1S2 O3 0.84 2.09 2.930(4) 179.9 . _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.621 _refine_diff_density_min -0.726 _refine_diff_density_rms 0.108 _vrf_PLAT061_k08187 ; PROBLEM: Tmax/Tmin Range Test RR' too Large ............. 0.75 RESPONSE: ... This Alert is generated when the predicted transmission coefficients are different from the calculated ones. Since the multi-scan correction uses redundant data it corrects for more than just absorption: slight crystal alignment, poor crystal quality and maybe even sometimes partial twinning. When there are many kappa data sets within one collection, I have found the transmission factors appear larger than they should and this is sometimes to do with inter-set scaling. You would expect this Alert to appear more for low absorbers (organics) where the absorption is minimal but the multi-scan absorption correction has been used. ; # end Validation Reply Form # Attachment 'CCDC727194.cif' data_k08234 _database_code_depnum_ccdc_archive 'CCDC 727194' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H8 N2 Ni O5, H2 O' _chemical_formula_sum 'C12 H10 N2 Ni O6' _chemical_formula_weight 336.93 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' 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 11.9640(9) _cell_length_b 8.2127(7) _cell_length_c 12.5386(6) _cell_angle_alpha 90.00 _cell_angle_beta 97.170(4) _cell_angle_gamma 90.00 _cell_volume 1222.37(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 8076 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.831 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 1.619 # Absorption correction _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.829 _exptl_absorpt_correction_T_max 0.941 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f scans and \w scans with \k offsets' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8076 _diffrn_reflns_av_R_equivalents 0.0768 _diffrn_reflns_av_sigmaI/netI 0.1062 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 27.52 _reflns_number_total 2791 _reflns_number_gt 1702 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Collect (Nonius B.V., 1997-2002)' _computing_cell_refinement 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction Denzo-SMN _computing_structure_solution 'SIR-92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXTL V6.1 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'SHELXTL V6.1' _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^)+(0.0494P)^2^] 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 2791 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1120 _refine_ls_R_factor_gt 0.0516 _refine_ls_wR_factor_ref 0.1266 _refine_ls_wR_factor_gt 0.1016 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Ni1 Ni 1.00925(4) -0.06897(7) 0.20112(4) 0.01799(19) Uani 1 1 d . . . N1 N 0.5669(3) 0.3021(4) 0.1874(2) 0.0188(8) Uani 1 1 d . . . N2 N 0.3716(3) 0.4526(4) 0.1670(2) 0.0173(8) Uani 1 1 d . . . O1 O 0.8573(2) -0.0442(3) 0.0949(2) 0.0193(7) Uani 1 1 d . . . O2 O 0.8957(2) 0.1276(4) 0.2297(2) 0.0208(7) Uani 1 1 d . . . O3 O 0.0816(2) 0.7243(4) 0.1527(2) 0.0236(7) Uani 1 1 d . . . O4 O 0.0474(2) 0.6897(4) -0.0269(2) 0.0269(7) Uani 1 1 d . . . O5 O 1.0934(2) 0.0818(4) 0.1096(2) 0.0229(7) Uani 1 1 d . . . H5A H 1.0525 0.1571 0.0811 0.034 Uiso 1 1 d R . . H5B H 1.1253 0.0665 0.0544 0.034 Uiso 1 1 d R . . C1 C 0.8300(3) 0.0753(5) 0.1510(3) 0.0181(9) Uani 1 1 d . . . C2 C 0.7162(3) 0.1491(5) 0.1240(3) 0.0198(9) Uani 1 1 d . . . C3 C 0.6517(3) 0.1306(5) 0.0246(3) 0.0221(10) Uani 1 1 d . . . H3 H 0.6795 0.0687 -0.0304 0.027 Uiso 1 1 calc R . . C4 C 0.5468(3) 0.2028(5) 0.0065(3) 0.0228(10) Uani 1 1 d . . . H4 H 0.5031 0.1946 -0.0620 0.027 Uiso 1 1 calc R . . C5 C 0.5059(3) 0.2872(5) 0.0890(3) 0.0166(9) Uani 1 1 d . . . C6 C 0.6691(3) 0.2377(5) 0.2029(3) 0.0196(10) Uani 1 1 d . . . H6 H 0.7127 0.2523 0.2709 0.024 Uiso 1 1 calc R . . C7 C 0.3956(3) 0.3722(5) 0.0777(3) 0.0195(9) Uani 1 1 d . . . C8 C 0.3223(4) 0.3744(6) -0.0163(3) 0.0253(11) Uani 1 1 d . . . H8 H 0.3395 0.3155 -0.0774 0.030 Uiso 1 1 calc R . . C9 C 0.2232(4) 0.4630(5) -0.0212(3) 0.0245(11) Uani 1 1 d . . . H9 H 0.1715 0.4637 -0.0852 0.029 Uiso 1 1 calc R . . C10 C 0.1999(3) 0.5511(5) 0.0683(3) 0.0204(10) Uani 1 1 d . . . C11 C 0.2773(3) 0.5399(5) 0.1616(3) 0.0196(10) Uani 1 1 d . . . H11 H 0.2618 0.5971 0.2239 0.024 Uiso 1 1 calc R . . C12 C 0.1006(3) 0.6636(5) 0.0634(3) 0.0217(10) Uani 1 1 d . . . O1S O 0.0161(4) 0.4392(5) 0.2746(3) 0.0646(13) Uani 1 1 d . . . H1S1 H -0.0186 0.3703 0.2335 0.097 Uiso 1 1 d R . . H1S2 H 0.0453 0.4936 0.2285 0.097 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0154(3) 0.0189(3) 0.0192(3) 0.0006(2) 0.0001(2) 0.0014(2) N1 0.0138(18) 0.020(2) 0.0219(18) 0.0030(15) -0.0019(14) 0.0000(16) N2 0.0136(18) 0.018(2) 0.0204(17) -0.0024(15) 0.0024(14) 0.0015(15) O1 0.0171(15) 0.0213(19) 0.0190(14) -0.0019(12) 0.0001(12) 0.0048(13) O2 0.0168(15) 0.0249(18) 0.0202(14) -0.0018(12) 0.0008(12) 0.0012(13) O3 0.0236(16) 0.0235(18) 0.0240(15) -0.0026(13) 0.0037(12) 0.0063(14) O4 0.0245(16) 0.031(2) 0.0239(16) 0.0040(13) -0.0016(13) 0.0082(15) O5 0.0192(15) 0.0262(18) 0.0235(15) 0.0064(13) 0.0037(12) 0.0050(14) C1 0.016(2) 0.021(3) 0.018(2) 0.0045(18) 0.0053(17) 0.0002(19) C2 0.014(2) 0.021(3) 0.025(2) 0.0018(18) 0.0041(17) 0.0055(19) C3 0.018(2) 0.023(3) 0.025(2) -0.0045(19) 0.0042(18) 0.002(2) C4 0.021(2) 0.027(3) 0.019(2) -0.0054(18) -0.0025(17) 0.006(2) C5 0.015(2) 0.016(2) 0.019(2) 0.0014(17) 0.0005(16) -0.0028(18) C6 0.022(2) 0.020(3) 0.017(2) 0.0013(17) 0.0011(17) 0.0016(19) C7 0.017(2) 0.022(3) 0.019(2) -0.0008(18) 0.0013(17) -0.0016(19) C8 0.027(2) 0.031(3) 0.017(2) -0.0062(19) -0.0016(18) 0.007(2) C9 0.020(2) 0.031(3) 0.021(2) -0.0010(19) -0.0015(18) 0.005(2) C10 0.017(2) 0.018(3) 0.027(2) 0.0020(18) 0.0032(18) 0.0004(18) C11 0.019(2) 0.019(3) 0.022(2) -0.0013(17) 0.0035(17) 0.0020(19) C12 0.019(2) 0.016(3) 0.030(2) 0.0024(19) 0.0021(19) 0.0004(19) O1S 0.116(4) 0.039(3) 0.040(2) 0.0014(18) 0.014(2) -0.019(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 Ni1 O3 2.033(3) 1_645 ? Ni1 O5 2.038(3) . ? Ni1 O1 2.125(3) . ? Ni1 N2 2.052(3) 2_645 ? Ni1 N1 2.055(3) 2_645 ? Ni1 O2 2.169(3) . ? Ni1 C1 2.462(4) . ? N1 C6 1.324(5) . ? N1 C5 1.359(5) . ? N2 C11 1.331(5) . ? N2 C7 1.361(5) . ? N1 Ni1 2.055(3) 2_655 ? N2 Ni1 2.052(3) 2_655 ? O1 C1 1.274(5) . ? O2 C1 1.257(4) . ? O3 C12 1.272(5) . ? O3 Ni1 2.033(3) 1_465 ? O4 C12 1.246(5) . ? C1 C2 1.490(5) . ? C2 C3 1.390(5) . ? C2 C6 1.401(6) . ? C3 C4 1.381(5) . ? C4 C5 1.385(6) . ? C5 C7 1.483(6) . ? C7 C8 1.379(5) . ? C8 C9 1.386(6) . ? C9 C10 1.393(6) . ? C10 C11 1.401(5) . ? C10 C12 1.501(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 O3 Ni1 O5 94.61(11) 1_645 . ? O3 Ni1 N2 91.95(12) 1_645 2_645 ? O5 Ni1 N2 93.39(12) . 2_645 ? O3 Ni1 N1 90.83(12) 1_645 2_645 ? O5 Ni1 N1 171.23(12) . 2_645 ? N2 Ni1 N1 79.54(12) 2_645 2_645 ? O3 Ni1 O1 104.82(10) 1_645 . ? O5 Ni1 O1 91.90(10) . . ? N2 Ni1 O1 161.94(12) 2_645 . ? N1 Ni1 O1 93.35(11) 2_645 . ? O3 Ni1 O2 165.98(11) 1_645 . ? O5 Ni1 O2 90.26(11) . . ? N2 Ni1 O2 100.88(11) 2_645 . ? N1 Ni1 O2 86.04(12) 2_645 . ? O1 Ni1 O2 61.81(10) . . ? O3 Ni1 C1 135.71(12) 1_645 . ? O5 Ni1 C1 92.27(12) . . ? N2 Ni1 C1 131.24(13) 2_645 . ? N1 Ni1 C1 88.61(13) 2_645 . ? O1 Ni1 C1 31.15(11) . . ? O2 Ni1 C1 30.69(11) . . ? C1 O1 Ni1 89.2(2) . . ? C1 O2 Ni1 87.6(2) . . ? C12 O3 Ni1 136.0(3) . 1_465 ? C6 N1 C5 118.6(3) . . ? C6 N1 Ni1 125.8(3) . 2_655 ? C5 N1 Ni1 115.5(3) . 2_655 ? C11 N2 C7 118.9(3) . . ? C11 N2 Ni1 125.9(3) . 2_655 ? C7 N2 Ni1 115.1(3) . 2_655 ? O2 C1 O1 121.2(4) . . ? O2 C1 C2 120.2(4) . . ? O1 C1 C2 118.6(3) . . ? O2 C1 Ni1 61.7(2) . . ? O1 C1 Ni1 59.7(2) . . ? C2 C1 Ni1 174.7(3) . . ? C3 C2 C6 117.5(4) . . ? C3 C2 C1 123.3(4) . . ? C6 C2 C1 119.2(3) . . ? C4 C3 C2 119.5(4) . . ? C3 C4 C5 119.4(4) . . ? N1 C5 C4 121.6(4) . . ? N1 C5 C7 114.6(3) . . ? C4 C5 C7 123.9(3) . . ? N1 C6 C2 123.3(4) . . ? N2 C7 C8 121.3(4) . . ? N2 C7 C5 115.2(3) . . ? C8 C7 C5 123.5(4) . . ? C7 C8 C9 119.7(4) . . ? C8 C9 C10 119.5(4) . . ? C9 C10 C11 117.4(4) . . ? C9 C10 C12 121.5(4) . . ? C11 C10 C12 120.9(4) . . ? N2 C11 C10 123.1(4) . . ? O4 C12 O3 127.3(4) . . ? O4 C12 C10 117.1(4) . . ? O3 C12 C10 115.6(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 O5 H5A O4 0.84 1.81 2.646(4) 173.9 3_665 O5 H5B O1 0.84 1.92 2.719(4) 159.0 3_755 O1S H1S1 O2 0.84 2.24 2.956(5) 143.4 1_455 O1S H1S2 O3 0.84 2.19 2.955(5) 151.8 . _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.118 _refine_diff_density_min -0.668 _refine_diff_density_rms 0.138