# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2004 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'Wang Chih-Chieh' 'Ia-Ting Lan' 'Gene-Hsiang Lee' 'Chen-Hui Liao' 'Hui-Wen Lin' 'Cheng-Han Yang' _publ_contact_author_name 'Prof Wang Chih-Chieh' _publ_contact_author_address ; Department of Chemistry Soochow University Wai Shuang Hsi, Shih-Lin Taipei 111 TAIWAN ; _publ_contact_author_email CCWANG@MAIL.SCU.EDU.TW _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Synthesis and Structure of A Novel Two-dimensional Bi-layer Framework of [M(C5O5)(dpe)] Coordination Polymer ; data_ic9347 _database_code_depnum_ccdc_archive 'CCDC 228300' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H12 Mn N2 O5' _chemical_formula_weight 379.23 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pcca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 15.7601(2) _cell_length_b 8.9331(1) _cell_length_c 22.1109(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3112.92(7) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used all _cell_measurement_theta_min 1.84 _cell_measurement_theta_max 27.50 _exptl_crystal_description plate _exptl_crystal_colour 'dark brown' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.880 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.737 _exptl_absorpt_correction_T_max 0.877 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22799 _diffrn_reflns_av_R_equivalents 0.0507 _diffrn_reflns_av_sigmaI/netI 0.0420 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3585 _reflns_number_gt 2665 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0598P)^2^+0.1186P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0117(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3585 _refine_ls_number_parameters 229 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1114 _refine_ls_wR_factor_gt 0.0921 _refine_ls_goodness_of_fit_ref 1.148 _refine_ls_restrained_S_all 1.148 _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 Mn1 Mn 0.136815(19) 0.85387(3) 0.086960(15) 0.02703(15) Uani 1 1 d . . . O1 O 0.20279(10) 0.64964(16) 0.05403(7) 0.0371(4) Uani 1 1 d . . . O2 O 0.17952(9) 0.73630(16) 0.17334(6) 0.0345(4) Uani 1 1 d . . . O3 O 0.2500 0.5000 0.25621(9) 0.0381(5) Uani 1 2 d S . . O4 O 0.2500 1.0000 0.06180(9) 0.0310(5) Uani 1 2 d S . . O5 O 0.11436(10) 0.89403(18) -0.01096(7) 0.0375(4) Uani 1 1 d . . . O6 O 0.16639(13) 0.9275(2) -0.14162(8) 0.0563(5) Uani 1 1 d . . . N1 N 0.09741(11) 1.04824(19) 0.14108(8) 0.0324(4) Uani 1 1 d . . . N2 N 0.00714(12) 0.7538(2) 0.09280(8) 0.0338(5) Uani 1 1 d . . . C1 C 0.22821(13) 0.5710(2) 0.09747(9) 0.0278(5) Uani 1 1 d . . . C2 C 0.21546(13) 0.6159(2) 0.15993(9) 0.0265(5) Uani 1 1 d . . . C3 C 0.2500 0.5000 0.20088(13) 0.0280(7) Uani 1 2 d S . . C4 C 0.2500 1.0000 0.00316(13) 0.0268(6) Uani 1 2 d S . . C5 C 0.18184(13) 0.9462(2) -0.03272(9) 0.0298(5) Uani 1 1 d . . . C6 C 0.20641(15) 0.9638(2) -0.09685(10) 0.0357(6) Uani 1 1 d . . . C7 C 0.12886(14) 1.0745(3) 0.19653(11) 0.0362(6) Uani 1 1 d . . . H7A H 0.1621 1.0008 0.2145 0.043 Uiso 1 1 calc R . . C8 C 0.11463(15) 1.2037(3) 0.22801(11) 0.0366(5) Uani 1 1 d . . . H8A H 0.1379 1.2162 0.2663 0.044 Uiso 1 1 calc R . . C9 C 0.06536(14) 1.3161(2) 0.20274(11) 0.0321(5) Uani 1 1 d . . . C10 C 0.03268(16) 1.2898(3) 0.14617(11) 0.0441(6) Uani 1 1 d . . . H10A H -0.0005 1.3621 0.1273 0.053 Uiso 1 1 calc R . . C11 C 0.04907(16) 1.1558(3) 0.11731(11) 0.0434(6) Uani 1 1 d . . . H11A H 0.0252 1.1398 0.0794 0.052 Uiso 1 1 calc R . . C12 C 0.04569(14) 1.4563(2) 0.23804(11) 0.0401(6) Uani 1 1 d . . . H12A H 0.0540 1.5429 0.2122 0.048 Uiso 1 1 calc R . . H12B H 0.0847 1.4643 0.2718 0.048 Uiso 1 1 calc R . . C13 C -0.04150(15) 0.7673(2) 0.14204(10) 0.0369(6) Uani 1 1 d . . . H13A H -0.0188 0.8154 0.1756 0.044 Uiso 1 1 calc R . . C14 C -0.12335(14) 0.7140(3) 0.14582(10) 0.0353(5) Uani 1 1 d . . . H14A H -0.1540 0.7250 0.1815 0.042 Uiso 1 1 calc R . . C15 C -0.15954(15) 0.6443(2) 0.09665(10) 0.0319(5) Uani 1 1 d . . . C16 C -0.10887(17) 0.6279(3) 0.04553(11) 0.0454(7) Uani 1 1 d . . . H16A H -0.1301 0.5794 0.0115 0.055 Uiso 1 1 calc R . . C17 C -0.02736(15) 0.6835(3) 0.04530(11) 0.0425(6) Uani 1 1 d . . . H17A H 0.0052 0.6716 0.0106 0.051 Uiso 1 1 calc R . . C18 C -0.24910(15) 0.5853(2) 0.09766(10) 0.0354(5) Uani 1 1 d . . . H18A H -0.2794 0.6222 0.0625 0.043 Uiso 1 1 calc R . . H18B H -0.2779 0.6221 0.1335 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0244(2) 0.0253(2) 0.0315(2) 0.00038(12) -0.00016(14) -0.00248(13) O1 0.0484(10) 0.0337(9) 0.0293(8) 0.0029(6) -0.0008(8) 0.0110(7) O2 0.0391(9) 0.0286(8) 0.0358(8) -0.0022(6) -0.0001(7) 0.0056(7) O3 0.0421(13) 0.0473(13) 0.0250(12) 0.000 0.000 0.0062(11) O4 0.0296(11) 0.0383(12) 0.0250(11) 0.000 0.000 -0.0084(9) O5 0.0309(9) 0.0425(9) 0.0390(10) 0.0062(7) -0.0081(8) -0.0088(7) O6 0.0711(13) 0.0614(12) 0.0365(10) -0.0039(9) -0.0158(10) -0.0083(10) N1 0.0293(10) 0.0303(10) 0.0375(11) -0.0024(8) 0.0009(9) 0.0000(8) N2 0.0286(10) 0.0342(10) 0.0385(11) -0.0001(8) -0.0017(9) -0.0062(8) C1 0.0261(11) 0.0276(11) 0.0296(12) 0.0017(9) 0.0005(9) -0.0011(9) C2 0.0211(11) 0.0262(11) 0.0322(12) 0.0003(8) -0.0002(9) -0.0024(9) C3 0.0240(16) 0.0289(15) 0.0312(17) 0.000 0.000 -0.0018(13) C4 0.0260(15) 0.0243(14) 0.0302(16) 0.000 0.000 -0.0006(12) C5 0.0312(13) 0.0239(10) 0.0344(12) 0.0028(9) -0.0037(10) 0.0002(9) C6 0.0475(14) 0.0276(12) 0.0319(12) 0.0003(9) -0.0056(11) 0.0008(10) C7 0.0352(13) 0.0307(12) 0.0426(14) 0.0016(10) -0.0058(11) 0.0044(10) C8 0.0391(13) 0.0352(12) 0.0355(13) -0.0045(10) -0.0034(11) 0.0001(10) C9 0.0281(12) 0.0274(11) 0.0407(14) 0.0007(9) 0.0092(11) -0.0018(9) C10 0.0479(15) 0.0373(13) 0.0473(15) 0.0057(11) -0.0037(12) 0.0131(11) C11 0.0472(15) 0.0464(15) 0.0366(14) -0.0020(11) -0.0086(12) 0.0078(12) C12 0.0406(14) 0.0265(12) 0.0533(15) -0.0013(10) 0.0099(12) -0.0025(10) C13 0.0360(13) 0.0393(13) 0.0356(13) -0.0014(10) -0.0049(11) -0.0098(10) C14 0.0334(13) 0.0377(13) 0.0346(13) 0.0013(10) 0.0041(10) -0.0066(10) C15 0.0289(11) 0.0288(12) 0.0381(14) 0.0042(9) -0.0021(10) -0.0046(9) C16 0.0415(14) 0.0577(16) 0.0371(15) -0.0067(12) -0.0012(12) -0.0200(12) C17 0.0381(14) 0.0512(14) 0.0384(14) -0.0062(11) 0.0069(11) -0.0146(11) C18 0.0280(12) 0.0339(12) 0.0443(13) 0.0024(10) -0.0031(11) -0.0064(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 N1 2.1983(17) . ? Mn1 O1 2.2226(14) . ? Mn1 O5 2.2230(16) . ? Mn1 N2 2.2344(18) . ? Mn1 O4 2.2793(6) . ? Mn1 O2 2.2813(15) . ? O1 C1 1.255(2) . ? O2 C2 1.252(2) . ? O3 C3 1.223(3) . ? O4 C4 1.297(3) . ? O4 Mn1 2.2793(6) 2_575 ? O5 C5 1.257(3) . ? O6 C6 1.218(3) . ? N1 C11 1.334(3) . ? N1 C7 1.343(3) . ? N2 C13 1.337(3) . ? N2 C17 1.339(3) . ? C1 C1 1.443(4) 2_565 ? C1 C2 1.452(3) . ? C2 C3 1.479(3) . ? C3 C2 1.479(3) 2_565 ? C4 C5 1.419(3) . ? C4 C5 1.419(3) 2_575 ? C5 C6 1.478(3) . ? C6 C6 1.519(5) 2_575 ? C7 C8 1.366(3) . ? C8 C9 1.387(3) . ? C9 C10 1.373(3) . ? C9 C12 1.508(3) . ? C10 C11 1.381(3) . ? C12 C12 1.534(4) 3 ? C13 C14 1.378(3) . ? C14 C15 1.376(3) . ? C15 C16 1.392(3) . ? C15 C18 1.507(3) . ? C16 C17 1.377(3) . ? C18 C18 1.524(4) 2_465 ? 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 N1 Mn1 O1 163.50(6) . . ? N1 Mn1 O5 110.96(7) . . ? O1 Mn1 O5 83.56(6) . . ? N1 Mn1 N2 91.50(7) . . ? O1 Mn1 N2 96.80(6) . . ? O5 Mn1 N2 88.58(6) . . ? N1 Mn1 O4 84.35(5) . . ? O1 Mn1 O4 91.38(5) . . ? O5 Mn1 O4 78.14(6) . . ? N2 Mn1 O4 163.54(6) . . ? N1 Mn1 O2 89.50(6) . . ? O1 Mn1 O2 76.01(5) . . ? O5 Mn1 O2 159.51(6) . . ? N2 Mn1 O2 92.14(6) . . ? O4 Mn1 O2 103.72(6) . . ? C1 O1 Mn1 110.97(13) . . ? C2 O2 Mn1 109.33(13) . . ? C4 O4 Mn1 104.13(5) . . ? C4 O4 Mn1 104.13(5) . 2_575 ? Mn1 O4 Mn1 151.75(9) . 2_575 ? C5 O5 Mn1 107.34(13) . . ? C11 N1 C7 116.40(19) . . ? C11 N1 Mn1 121.05(15) . . ? C7 N1 Mn1 122.04(14) . . ? C13 N2 C17 116.63(19) . . ? C13 N2 Mn1 122.37(14) . . ? C17 N2 Mn1 120.91(15) . . ? O1 C1 C1 130.08(11) . 2_565 ? O1 C1 C2 121.96(18) . . ? C1 C1 C2 107.96(11) 2_565 . ? O2 C2 C1 121.67(18) . . ? O2 C2 C3 128.55(19) . . ? C1 C2 C3 109.78(18) . . ? O3 C3 C2 127.75(12) . . ? O3 C3 C2 127.75(12) . 2_565 ? C2 C3 C2 104.5(2) . 2_565 ? O4 C4 C5 123.99(13) . . ? O4 C4 C5 123.99(13) . 2_575 ? C5 C4 C5 112.0(3) . 2_575 ? O5 C5 C4 123.50(19) . . ? O5 C5 C6 128.92(19) . . ? C4 C5 C6 107.58(19) . . ? O6 C6 C5 128.0(2) . . ? O6 C6 C6 125.60(14) . 2_575 ? C5 C6 C6 106.39(12) . 2_575 ? N1 C7 C8 123.5(2) . . ? C7 C8 C9 119.9(2) . . ? C10 C9 C8 116.9(2) . . ? C10 C9 C12 122.5(2) . . ? C8 C9 C12 120.5(2) . . ? C9 C10 C11 120.0(2) . . ? N1 C11 C10 123.3(2) . . ? C9 C12 C12 111.81(16) . 3 ? N2 C13 C14 123.7(2) . . ? C15 C14 C13 119.8(2) . . ? C14 C15 C16 116.8(2) . . ? C14 C15 C18 122.3(2) . . ? C16 C15 C18 120.8(2) . . ? C17 C16 C15 120.0(2) . . ? N2 C17 C16 123.0(2) . . ? C15 C18 C18 111.6(2) . 2_465 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.524 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.130 data_ic8894 _database_code_depnum_ccdc_archive 'CCDC 228301' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H12 Fe N2 O5' _chemical_formula_weight 380.14 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' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pcca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 15.6685(11) _cell_length_b 8.8628(5) _cell_length_c 21.9418(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3047.0(3) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 2543 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 23.01 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.657 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1552 _exptl_absorpt_coefficient_mu 1.023 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8216 _exptl_absorpt_correction_T_max 0.8216 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K 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 18666 _diffrn_reflns_av_R_equivalents 0.0510 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3512 _reflns_number_gt 2791 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0568P)^2^+1.9771P] 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 3512 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0664 _refine_ls_R_factor_gt 0.0481 _refine_ls_wR_factor_ref 0.1202 _refine_ls_wR_factor_gt 0.1115 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.13619(2) 0.85056(5) 0.087608(18) 0.02596(14) Uani 1 1 d . . . O1 O 0.20037(13) 0.6509(2) 0.05318(9) 0.0351(5) Uani 1 1 d . . . O2 O 0.17765(12) 0.7359(2) 0.17217(9) 0.0310(5) Uani 1 1 d . . . O3 O 0.2500 0.5000 0.25610(12) 0.0358(7) Uani 1 2 d S . . O4 O 0.2500 1.0000 0.06542(12) 0.0322(7) Uani 1 2 d S . . O5 O 0.11279(12) 0.8987(3) -0.00719(9) 0.0355(5) Uani 1 1 d . . . O6 O 0.16532(17) 0.9290(3) -0.13886(11) 0.0551(7) Uani 1 1 d . . . N1 N 0.09767(14) 1.0430(3) 0.13888(11) 0.0293(5) Uani 1 1 d . . . N2 N 0.01018(14) 0.7508(3) 0.09406(11) 0.0297(5) Uani 1 1 d . . . C1 C 0.22756(16) 0.5712(3) 0.09626(12) 0.0254(6) Uani 1 1 d . . . C2 C 0.21472(16) 0.6160(3) 0.15921(12) 0.0242(6) Uani 1 1 d . . . C3 C 0.2500 0.5000 0.20057(18) 0.0261(8) Uani 1 2 d S . . C4 C 0.2500 1.0000 0.00714(17) 0.0257(8) Uani 1 2 d S . . C5 C 0.18083(17) 0.9484(3) -0.02939(13) 0.0274(6) Uani 1 1 d . . . C6 C 0.2061(2) 0.9651(3) -0.09397(13) 0.0343(7) Uani 1 1 d . . . C7 C 0.12954(18) 1.0690(4) 0.19437(15) 0.0355(7) Uani 1 1 d . . . H7A H 0.1636 0.9951 0.2121 0.043 Uiso 1 1 calc R . . C8 C 0.11481(19) 1.1981(3) 0.22628(14) 0.0338(7) Uani 1 1 d . . . H8A H 0.1384 1.2100 0.2649 0.041 Uiso 1 1 calc R . . C9 C 0.06526(17) 1.3109(3) 0.20185(14) 0.0296(6) Uani 1 1 d . . . C10 C 0.0313(2) 1.2849(4) 0.14478(16) 0.0424(8) Uani 1 1 d . . . H10A H -0.0028 1.3576 0.1262 0.051 Uiso 1 1 calc R . . C11 C 0.0482(2) 1.1499(4) 0.11525(15) 0.0418(8) Uani 1 1 d . . . H11A H 0.0238 1.1333 0.0772 0.050 Uiso 1 1 calc R . . C12 C 0.04568(18) 1.4510(3) 0.23753(15) 0.0376(7) Uani 1 1 d . . . H12A H 0.0535 1.5384 0.2115 0.045 Uiso 1 1 calc R . . H12B H 0.0855 1.4592 0.2712 0.045 Uiso 1 1 calc R . . C13 C -0.03861(18) 0.7647(3) 0.14337(13) 0.0328(7) Uani 1 1 d . . . H13A H -0.0155 0.8125 0.1773 0.039 Uiso 1 1 calc R . . C14 C -0.12141(18) 0.7126(3) 0.14714(13) 0.0315(6) Uani 1 1 d . . . H14A H -0.1522 0.7242 0.1831 0.038 Uiso 1 1 calc R . . C15 C -0.15817(17) 0.6434(3) 0.09757(13) 0.0284(6) Uani 1 1 d . . . C16 C -0.1069(2) 0.6260(4) 0.04612(15) 0.0411(8) Uani 1 1 d . . . H16A H -0.1282 0.5777 0.0117 0.049 Uiso 1 1 calc R . . C17 C -0.02471(19) 0.6805(4) 0.04641(15) 0.0413(8) Uani 1 1 d . . . H17A H 0.0083 0.6677 0.0116 0.050 Uiso 1 1 calc R . . C18 C -0.24845(18) 0.5858(3) 0.09827(13) 0.0304(6) Uani 1 1 d . . . H18A H -0.2785 0.6236 0.0628 0.037 Uiso 1 1 calc R . . H18B H -0.2774 0.6236 0.1343 0.037 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe1 0.0236(2) 0.0267(2) 0.0276(2) 0.00059(17) -0.00077(15) -0.00163(16) O1 0.0448(12) 0.0350(12) 0.0256(10) 0.0031(9) -0.0008(9) 0.0113(10) O2 0.0341(10) 0.0283(11) 0.0305(10) -0.0025(9) -0.0005(8) 0.0062(9) O3 0.0416(16) 0.0447(18) 0.0212(14) 0.000 0.000 0.0069(14) O4 0.0260(13) 0.0483(19) 0.0224(14) 0.000 0.000 -0.0089(13) O5 0.0283(10) 0.0413(13) 0.0369(12) 0.0078(10) -0.0098(9) -0.0095(9) O6 0.0727(17) 0.0596(17) 0.0330(13) -0.0034(12) -0.0190(12) -0.0054(14) N1 0.0263(11) 0.0270(13) 0.0344(13) -0.0011(11) 0.0026(10) -0.0015(10) N2 0.0245(11) 0.0319(14) 0.0328(13) 0.0006(11) -0.0018(9) -0.0062(10) C1 0.0250(12) 0.0270(15) 0.0243(14) 0.0020(11) 0.0005(10) -0.0027(11) C2 0.0220(12) 0.0242(15) 0.0265(14) -0.0009(11) 0.0003(10) -0.0021(11) C3 0.0221(17) 0.028(2) 0.029(2) 0.000 0.000 -0.0013(15) C4 0.0279(18) 0.024(2) 0.0254(19) 0.000 0.000 -0.0013(16) C5 0.0324(14) 0.0204(14) 0.0293(14) 0.0022(11) -0.0056(11) -0.0010(12) C6 0.0479(18) 0.0262(16) 0.0289(16) 0.0014(12) -0.0060(13) 0.0034(13) C7 0.0319(15) 0.0305(17) 0.0440(18) 0.0007(14) -0.0066(13) 0.0034(13) C8 0.0371(15) 0.0311(16) 0.0333(16) -0.0026(13) -0.0045(12) 0.0023(13) C9 0.0259(13) 0.0250(15) 0.0378(16) 0.0011(12) 0.0077(11) -0.0040(11) C10 0.0454(18) 0.0360(19) 0.0457(19) 0.0058(16) -0.0041(15) 0.0131(15) C11 0.0458(17) 0.049(2) 0.0308(16) -0.0005(15) -0.0083(14) 0.0029(16) C12 0.0356(16) 0.0260(16) 0.051(2) 0.0006(14) 0.0103(14) -0.0032(13) C13 0.0327(14) 0.0361(17) 0.0295(15) -0.0006(13) -0.0054(12) -0.0106(13) C14 0.0330(14) 0.0316(16) 0.0300(15) 0.0011(13) 0.0039(11) -0.0078(12) C15 0.0268(13) 0.0251(15) 0.0334(15) 0.0066(12) -0.0019(11) -0.0049(11) C16 0.0387(16) 0.050(2) 0.0343(17) -0.0091(15) 0.0000(13) -0.0177(15) C17 0.0343(16) 0.052(2) 0.0375(17) -0.0067(15) 0.0078(13) -0.0140(15) C18 0.0257(12) 0.0304(15) 0.0352(16) 0.0017(13) -0.0027(11) -0.0055(12) _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 Fe1 N1 2.131(2) . ? Fe1 O5 2.155(2) . ? Fe1 N2 2.168(2) . ? Fe1 O1 2.171(2) . ? Fe1 O2 2.213(2) . ? Fe1 O4 2.2740(7) . ? O1 C1 1.255(3) . ? O2 C2 1.244(3) . ? O3 C3 1.218(5) . ? O4 C4 1.279(4) . ? O4 Fe1 2.2740(7) 2_575 ? O5 C5 1.252(3) . ? O6 C6 1.217(3) . ? N1 C11 1.329(4) . ? N1 C7 1.336(4) . ? N2 C13 1.330(4) . ? N2 C17 1.334(4) . ? C1 C1 1.444(5) 2_565 ? C1 C2 1.451(4) . ? C2 C3 1.478(3) . ? C3 C2 1.478(3) 2_565 ? C4 C5 1.424(3) . ? C4 C5 1.424(3) 2_575 ? C5 C6 1.479(4) . ? C6 C6 1.509(6) 2_575 ? C7 C8 1.361(4) . ? C8 C9 1.375(4) . ? C9 C10 1.380(4) . ? C9 C12 1.499(4) . ? C10 C11 1.386(5) . ? C12 C12 1.533(5) 3 ? C13 C14 1.380(4) . ? C14 C15 1.375(4) . ? C15 C16 1.394(4) . ? C15 C18 1.504(4) . ? C16 C17 1.376(4) . ? C18 C18 1.521(6) 2_465 ? 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 N1 Fe1 O5 107.64(9) . . ? N1 Fe1 N2 91.94(9) . . ? O5 Fe1 N2 89.36(8) . . ? N1 Fe1 O1 165.35(8) . . ? O5 Fe1 O1 84.51(8) . . ? N2 Fe1 O1 96.44(9) . . ? N1 Fe1 O2 90.46(8) . . ? O5 Fe1 O2 161.85(8) . . ? N2 Fe1 O2 91.45(8) . . ? O1 Fe1 O2 77.38(7) . . ? N1 Fe1 O4 82.47(7) . . ? O5 Fe1 O4 79.13(8) . . ? N2 Fe1 O4 164.95(8) . . ? O1 Fe1 O4 92.12(6) . . ? O2 Fe1 O4 102.52(8) . . ? C1 O1 Fe1 110.74(17) . . ? C2 O2 Fe1 109.73(17) . . ? C4 O4 Fe1 102.36(6) . . ? C4 O4 Fe1 102.36(6) . 2_575 ? Fe1 O4 Fe1 155.28(13) . 2_575 ? C5 O5 Fe1 107.48(17) . . ? C11 N1 C7 116.8(3) . . ? C11 N1 Fe1 122.0(2) . . ? C7 N1 Fe1 120.90(19) . . ? C13 N2 C17 116.4(2) . . ? C13 N2 Fe1 122.59(19) . . ? C17 N2 Fe1 120.82(19) . . ? O1 C1 C1 131.08(15) . 2_565 ? O1 C1 C2 121.1(2) . . ? C1 C1 C2 107.85(15) 2_565 . ? O2 C2 C1 121.1(2) . . ? O2 C2 C3 128.9(2) . . ? C1 C2 C3 110.0(2) . . ? O3 C3 C2 127.88(16) . 2_565 ? O3 C3 C2 127.88(16) . . ? C2 C3 C2 104.2(3) 2_565 . ? O4 C4 C5 124.27(17) . . ? O4 C4 C5 124.27(17) . 2_575 ? C5 C4 C5 111.5(3) . 2_575 ? O5 C5 C4 122.8(3) . . ? O5 C5 C6 129.5(3) . . ? C4 C5 C6 107.7(2) . . ? O6 C6 C5 127.5(3) . . ? O6 C6 C6 125.9(2) . 2_575 ? C5 C6 C6 106.57(16) . 2_575 ? N1 C7 C8 123.4(3) . . ? C7 C8 C9 120.4(3) . . ? C8 C9 C10 116.7(3) . . ? C8 C9 C12 120.9(3) . . ? C10 C9 C12 122.2(3) . . ? C9 C10 C11 119.6(3) . . ? N1 C11 C10 123.0(3) . . ? C9 C12 C12 112.2(2) . 3 ? N2 C13 C14 123.9(3) . . ? C15 C14 C13 119.7(3) . . ? C14 C15 C16 116.7(3) . . ? C14 C15 C18 122.5(3) . . ? C16 C15 C18 120.8(3) . . ? C17 C16 C15 119.8(3) . . ? N2 C17 C16 123.5(3) . . ? C15 C18 C18 111.7(3) . 2_465 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.395 _refine_diff_density_min -0.365 _refine_diff_density_rms 0.076 data_ic9025 _database_code_depnum_ccdc_archive 'CCDC 228302' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H12 Cd N2 O5' _chemical_formula_weight 436.69 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pcca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x, y, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x, -y, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 15.9401(8) _cell_length_b 9.0137(4) _cell_length_c 22.0831(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3172.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 6638 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 25.69 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.828 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1728 _exptl_absorpt_coefficient_mu 1.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5395 _exptl_absorpt_correction_T_max 0.9724 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K 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 29913 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0258 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.84 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3661 _reflns_number_gt 3139 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _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^)+(0.0331P)^2^+1.2674P] 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 3661 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0341 _refine_ls_R_factor_gt 0.0272 _refine_ls_wR_factor_ref 0.0668 _refine_ls_wR_factor_gt 0.0636 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 Cd1 Cd 0.133942(10) 0.855394(18) 0.087193(8) 0.02777(7) Uani 1 1 d . . . O1 O 0.20323(12) 0.64423(18) 0.05592(7) 0.0396(4) Uani 1 1 d . . . O2 O 0.17985(10) 0.73259(18) 0.17739(7) 0.0346(4) Uani 1 1 d . . . O3 O 0.2500 0.5000 0.25867(10) 0.0394(6) Uani 1 2 d S . . O4 O 0.2500 1.0000 0.05741(10) 0.0311(5) Uani 1 2 d S . . O5 O 0.11610(10) 0.8921(2) -0.01663(8) 0.0389(4) Uani 1 1 d . . . O6 O 0.16816(15) 0.9266(3) -0.14576(9) 0.0585(6) Uani 1 1 d . . . N1 N 0.09561(12) 1.0559(2) 0.14264(9) 0.0325(4) Uani 1 1 d . . . N2 N 0.00202(12) 0.7538(2) 0.09146(9) 0.0346(5) Uani 1 1 d . . . C1 C 0.22807(14) 0.5699(3) 0.10025(10) 0.0289(5) Uani 1 1 d . . . C2 C 0.21529(14) 0.6147(2) 0.16284(10) 0.0277(5) Uani 1 1 d . . . C3 C 0.2500 0.5000 0.20359(14) 0.0284(7) Uani 1 2 d S . . C4 C 0.2500 1.0000 -0.00054(14) 0.0279(6) Uani 1 2 d S . . C5 C 0.18299(14) 0.9457(2) -0.03698(10) 0.0303(5) Uani 1 1 d . . . C6 C 0.20752(17) 0.9636(3) -0.10122(11) 0.0361(6) Uani 1 1 d . . . C7 C 0.12847(14) 1.0837(3) 0.19685(12) 0.0359(5) Uani 1 1 d . . . H7A H 0.1626 1.0119 0.2144 0.043 Uiso 1 1 calc R . . C8 C 0.11461(15) 1.2119(3) 0.22796(11) 0.0364(6) Uani 1 1 d . . . H8A H 0.1388 1.2258 0.2659 0.044 Uiso 1 1 calc R . . C9 C 0.06465(14) 1.3213(3) 0.20310(11) 0.0324(5) Uani 1 1 d . . . C10 C 0.03024(18) 1.2925(3) 0.14712(13) 0.0472(7) Uani 1 1 d . . . H10A H -0.0037 1.3629 0.1284 0.057 Uiso 1 1 calc R . . C11 C 0.04607(19) 1.1600(3) 0.11900(13) 0.0475(7) Uani 1 1 d . . . H11A H 0.0211 1.1418 0.0817 0.057 Uiso 1 1 calc R . . C12 C 0.04527(15) 1.4601(3) 0.23773(13) 0.0408(6) Uani 1 1 d . . . H12A H 0.0530 1.5453 0.2115 0.049 Uiso 1 1 calc R . . H12B H 0.0842 1.4693 0.2713 0.049 Uiso 1 1 calc R . . C13 C -0.04623(15) 0.7677(3) 0.14049(11) 0.0369(6) Uani 1 1 d . . . H13A H -0.0243 0.8167 0.1740 0.044 Uiso 1 1 calc R . . C14 C -0.12675(15) 0.7135(3) 0.14408(12) 0.0359(6) Uani 1 1 d . . . H14A H -0.1574 0.7239 0.1797 0.043 Uiso 1 1 calc R . . C15 C -0.16161(16) 0.6439(3) 0.09486(11) 0.0327(5) Uani 1 1 d . . . C16 C -0.11131(18) 0.6287(3) 0.04402(13) 0.0495(8) Uani 1 1 d . . . H16A H -0.1318 0.5806 0.0098 0.059 Uiso 1 1 calc R . . C17 C -0.03137(17) 0.6846(3) 0.04421(12) 0.0459(7) Uani 1 1 d . . . H17A H 0.0011 0.6735 0.0095 0.055 Uiso 1 1 calc R . . C18 C -0.24946(15) 0.5842(3) 0.09588(11) 0.0357(5) Uani 1 1 d . . . H18A H -0.2796 0.6204 0.0607 0.043 Uiso 1 1 calc R . . H18B H -0.2780 0.6203 0.1317 0.043 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02467(10) 0.02637(11) 0.03228(11) -0.00020(7) 0.00067(6) -0.00401(6) O1 0.0565(11) 0.0357(10) 0.0266(9) 0.0028(7) -0.0005(8) 0.0125(8) O2 0.0388(9) 0.0298(9) 0.0352(9) -0.0039(7) -0.0006(7) 0.0059(7) O3 0.0451(14) 0.0484(15) 0.0248(12) 0.000 0.000 0.0038(12) O4 0.0286(11) 0.0370(13) 0.0278(12) 0.000 0.000 -0.0095(10) O5 0.0328(9) 0.0464(11) 0.0376(10) 0.0047(8) -0.0093(7) -0.0109(7) O6 0.0789(15) 0.0642(14) 0.0325(10) -0.0033(10) -0.0173(10) -0.0119(12) N1 0.0316(10) 0.0298(10) 0.0361(11) -0.0024(9) -0.0019(8) 0.0005(8) N2 0.0285(10) 0.0364(11) 0.0388(12) 0.0017(9) -0.0019(8) -0.0090(9) C1 0.0313(11) 0.0267(12) 0.0287(12) 0.0000(9) 0.0008(9) -0.0025(9) C2 0.0248(10) 0.0267(12) 0.0315(12) -0.0019(9) 0.0012(9) -0.0033(9) C3 0.0284(15) 0.0293(16) 0.0276(17) 0.000 0.000 -0.0042(13) C4 0.0306(15) 0.0240(15) 0.0291(17) 0.000 0.000 0.0003(12) C5 0.0348(12) 0.0233(11) 0.0327(12) -0.0003(9) -0.0067(10) 0.0006(9) C6 0.0496(15) 0.0283(13) 0.0305(13) 0.0009(10) -0.0058(11) 0.0020(11) C7 0.0330(12) 0.0305(13) 0.0442(15) 0.0017(11) -0.0062(10) 0.0068(10) C8 0.0384(13) 0.0359(14) 0.0348(14) -0.0049(11) -0.0059(10) 0.0019(11) C9 0.0287(11) 0.0290(12) 0.0394(14) 0.0016(10) 0.0071(10) -0.0014(9) C10 0.0523(16) 0.0406(15) 0.0488(17) 0.0062(13) -0.0079(13) 0.0160(13) C11 0.0535(17) 0.0494(17) 0.0397(16) -0.0019(13) -0.0135(13) 0.0099(13) C12 0.0380(14) 0.0283(13) 0.0560(16) -0.0020(12) 0.0118(12) -0.0031(10) C13 0.0354(13) 0.0421(14) 0.0331(13) -0.0034(11) -0.0031(10) -0.0102(11) C14 0.0332(12) 0.0384(14) 0.0362(14) 0.0002(11) 0.0043(10) -0.0075(10) C15 0.0292(12) 0.0310(13) 0.0380(14) 0.0056(10) -0.0032(10) -0.0069(9) C16 0.0438(15) 0.067(2) 0.0377(15) -0.0092(14) -0.0005(12) -0.0236(14) C17 0.0387(14) 0.0623(18) 0.0366(15) -0.0061(13) 0.0067(11) -0.0186(13) C18 0.0295(12) 0.0357(14) 0.0419(14) 0.0036(11) -0.0014(10) -0.0061(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.2668(19) . ? Cd1 N2 2.2955(19) . ? Cd1 O1 2.3064(17) . ? Cd1 O5 2.3339(18) . ? Cd1 O4 2.3567(6) . ? Cd1 O2 2.3934(16) . ? O1 C1 1.251(3) . ? O2 C2 1.246(3) . ? O3 C3 1.216(4) . ? O4 C4 1.280(4) . ? O4 Cd1 2.3567(6) 2_575 ? O5 C5 1.254(3) . ? O6 C6 1.213(3) . ? N1 C7 1.330(3) . ? N1 C11 1.333(3) . ? N2 C17 1.327(3) . ? N2 C13 1.334(3) . ? C1 C1 1.441(5) 2_565 ? C1 C2 1.454(3) . ? C2 C3 1.478(3) . ? C3 C2 1.478(3) 2_565 ? C4 C5 1.424(3) . ? C4 C5 1.424(3) 2_575 ? C5 C6 1.480(3) . ? C6 C6 1.505(5) 2_575 ? C7 C8 1.363(4) . ? C8 C9 1.381(3) . ? C9 C10 1.377(4) . ? C9 C12 1.499(3) . ? C10 C11 1.370(4) . ? C12 C12 1.542(5) 3 ? C13 C14 1.376(3) . ? C14 C15 1.372(3) . ? C15 C16 1.386(4) . ? C15 C18 1.500(3) . ? C16 C17 1.370(4) . ? C18 C18 1.518(5) 2_465 ? 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 N1 Cd1 N2 92.81(7) . . ? N1 Cd1 O1 161.57(7) . . ? N2 Cd1 O1 96.99(7) . . ? N1 Cd1 O5 112.63(7) . . ? N2 Cd1 O5 89.16(6) . . ? O1 Cd1 O5 83.19(6) . . ? N1 Cd1 O4 85.49(6) . . ? N2 Cd1 O4 162.03(6) . . ? O1 Cd1 O4 89.83(5) . . ? O5 Cd1 O4 75.11(6) . . ? N1 Cd1 O2 90.09(6) . . ? N2 Cd1 O2 93.52(6) . . ? O1 Cd1 O2 73.80(6) . . ? O5 Cd1 O2 156.99(6) . . ? O4 Cd1 O2 104.36(6) . . ? C1 O1 Cd1 111.07(14) . . ? C2 O2 Cd1 108.57(14) . . ? C4 O4 Cd1 106.21(5) . 2_575 ? C4 O4 Cd1 106.21(5) . . ? Cd1 O4 Cd1 147.59(10) 2_575 . ? C5 O5 Cd1 107.65(14) . . ? C7 N1 C11 116.9(2) . . ? C7 N1 Cd1 122.01(16) . . ? C11 N1 Cd1 120.61(17) . . ? C17 N2 C13 116.8(2) . . ? C17 N2 Cd1 121.51(16) . . ? C13 N2 Cd1 121.60(16) . . ? O1 C1 C1 128.47(13) . 2_565 ? O1 C1 C2 123.4(2) . . ? C1 C1 C2 108.11(13) 2_565 . ? O2 C2 C1 123.1(2) . . ? O2 C2 C3 127.5(2) . . ? C1 C2 C3 109.39(19) . . ? O3 C3 C2 127.51(13) . 2_565 ? O3 C3 C2 127.51(13) . . ? C2 C3 C2 105.0(3) 2_565 . ? O4 C4 C5 124.41(14) . . ? O4 C4 C5 124.41(14) . 2_575 ? C5 C4 C5 111.2(3) . 2_575 ? O5 C5 C4 124.6(2) . . ? O5 C5 C6 127.6(2) . . ? C4 C5 C6 107.8(2) . . ? O6 C6 C5 127.6(2) . . ? O6 C6 C6 125.81(16) . 2_575 ? C5 C6 C6 106.57(13) . 2_575 ? N1 C7 C8 123.3(2) . . ? C7 C8 C9 119.9(2) . . ? C10 C9 C8 116.9(2) . . ? C10 C9 C12 122.2(2) . . ? C8 C9 C12 120.8(2) . . ? C11 C10 C9 119.9(2) . . ? N1 C11 C10 123.1(3) . . ? C9 C12 C12 111.86(17) . 3 ? N2 C13 C14 123.4(2) . . ? C15 C14 C13 119.6(2) . . ? C14 C15 C16 116.9(2) . . ? C14 C15 C18 122.0(2) . . ? C16 C15 C18 121.1(2) . . ? C17 C16 C15 119.9(3) . . ? N2 C17 C16 123.3(3) . . ? C15 C18 C18 111.7(3) . 2_465 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.359 _refine_diff_density_min -0.284 _refine_diff_density_rms 0.070