# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Quan-Guo Zhai' _publ_contact_author_email zhaiqg@snnu.edu.cn loop_ _publ_author_name 'Quan-Guo Zhai' 'Rong-Rong Zeng' # Attachment 'Cry_7_R1.cif' data_7 _database_code_depnum_ccdc_archive 'CCDC 750399' #TrackingRef 'Cry_7_R1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H14 Cd2 N4 O8, H2 O' _chemical_formula_sum 'C16 H16 Cd2 N4 O9' _chemical_formula_weight 633.13 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' N N 0.0061 0.0033 '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 Pbam _symmetry_space_group_name_Hall '-P 2 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, y, -z' '-x-1/2, y-1/2, z' 'x-1/2, -y-1/2, z' _cell_length_a 17.8120(18) _cell_length_b 15.4281(16) _cell_length_c 16.3819(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4501.8(8) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4498 _cell_measurement_theta_min 2.287 _cell_measurement_theta_max 24.347 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.868 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2464 _exptl_absorpt_coefficient_mu 1.941 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.479 _exptl_absorpt_correction_T_max 0.559 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 19908 _diffrn_reflns_av_R_equivalents 0.0511 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4137 _reflns_number_gt 2754 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1108P)^2^+69.8923P] 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 4137 _refine_ls_number_parameters 314 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1093 _refine_ls_R_factor_gt 0.0775 _refine_ls_wR_factor_ref 0.2389 _refine_ls_wR_factor_gt 0.2072 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _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 0.66597(6) 0.70284(7) 0.29609(6) 0.0529(4) Uani 1 1 d . . . Cd2 Cd 0.49241(5) 0.62095(5) 0.20430(5) 0.0363(3) Uani 1 1 d . . . N1 N 0.7678(7) 0.7794(8) 0.2638(8) 0.058(3) Uani 1 1 d . . . N2 N 0.8756(6) 0.8409(7) 0.2303(7) 0.049(3) Uani 1 1 d . . . N3 N 0.6550(8) 0.6870(10) 0.4311(8) 0.070(4) Uani 1 1 d . . . N4 N 0.5029(5) 0.6333(6) 0.0687(6) 0.037(2) Uani 1 1 d . . . O1 O 0.6907(5) 0.5569(6) 0.2649(7) 0.058(3) Uani 1 1 d . . . O2 O 0.5796(5) 0.5090(5) 0.2216(6) 0.049(2) Uani 1 1 d . . . O3 O 0.6326(7) 0.8546(8) 0.3084(7) 0.077(3) Uani 1 1 d . . . O4 O 0.6828(7) 0.9874(8) 0.3017(9) 0.093(4) Uani 1 1 d . . . O5 O 0.5401(6) 0.6607(7) 0.3262(6) 0.060(3) Uani 1 1 d . . . O6 O 0.4638(8) 0.6181(10) 0.4210(8) 0.102(5) Uani 1 1 d . . . O7 O 0.6017(5) 0.7092(6) 0.1762(6) 0.052(2) Uani 1 1 d . . . O8 O 0.6749(6) 0.7547(8) 0.0732(6) 0.071(3) Uani 1 1 d . . . O9 O 0.5040(11) 0.9004(14) 0.4054(14) 0.163(8) Uani 1 1 d . . . H9A H 0.5408 0.8854 0.3756 0.195 Uiso 1 1 d R . . H9B H 0.4995 0.9552 0.4031 0.195 Uiso 0.50 1 d PR . . H9C H 0.5112 0.8844 0.4544 0.195 Uiso 0.50 1 d PR . . C1 C 0.8361(9) 0.7662(9) 0.2403(10) 0.059(4) Uani 1 1 d . A . C2 C 0.8282(7) 0.9056(8) 0.2489(9) 0.047(3) Uani 1 1 d . . . C3 C 0.7581(8) 0.8680(9) 0.2691(10) 0.059(4) Uani 1 1 d . . . C4 C 0.6460(7) 0.4979(8) 0.2454(8) 0.041(3) Uani 1 1 d . . . C5 C 0.6900(10) 0.9011(12) 0.2961(12) 0.075(5) Uani 1 1 d . . . C6 C 0.8712(10) 0.6784(10) 0.2309(11) 0.071(5) Uani 1 1 d . . . H6A H 0.8420 0.6355 0.2604 0.085 Uiso 0.53(4) 1 calc PR A 1 H6B H 0.9217 0.6788 0.2531 0.085 Uiso 0.53(4) 1 calc PR A 1 H6'A H 0.8309 0.6370 0.2233 0.085 Uiso 0.47(4) 1 d PR A 2 H6'B H 0.8949 0.6643 0.2825 0.085 Uiso 0.47(4) 1 d PR A 2 C7 C 0.873(3) 0.656(2) 0.141(2) 0.081(12) Uani 0.53(4) 1 d P A 1 H7A H 0.8938 0.7047 0.1106 0.098 Uiso 0.53(4) 1 calc PR A 1 H7B H 0.8225 0.6463 0.1215 0.098 Uiso 0.53(4) 1 calc PR A 1 C8 C 0.921(3) 0.575(3) 0.121(3) 0.110(17) Uani 0.53(4) 1 d P A 1 H8A H 0.9671 0.5922 0.0964 0.165 Uiso 0.53(4) 1 calc PR A 1 H8B H 0.8934 0.5384 0.0837 0.165 Uiso 0.53(4) 1 calc PR A 1 H8C H 0.9305 0.5435 0.1703 0.165 Uiso 0.53(4) 1 calc PR A 1 C7' C 0.933(3) 0.666(3) 0.168(3) 0.079(13) Uani 0.47(4) 1 d P A 2 H7'1 H 0.9611 0.7197 0.1665 0.094 Uiso 0.47(4) 1 calc PR A 2 H7'2 H 0.9080 0.6610 0.1154 0.094 Uiso 0.47(4) 1 calc PR A 2 C8' C 0.992(3) 0.593(3) 0.170(4) 0.106(19) Uani 0.47(4) 1 d P A 2 H8'1 H 0.9928 0.5677 0.2235 0.159 Uiso 0.47(4) 1 calc PR A 2 H8'2 H 1.0403 0.6164 0.1574 0.159 Uiso 0.47(4) 1 calc PR A 2 H8'3 H 0.9788 0.5495 0.1306 0.159 Uiso 0.47(4) 1 calc PR A 2 C9 C 0.5839(9) 0.6651(12) 0.4584(9) 0.066(4) Uani 1 1 d . . . C10 C 0.6971(15) 0.700(2) 0.5000 0.083(8) Uani 1 2 d S . . C11 C 0.5244(10) 0.6492(12) 0.3969(11) 0.069(4) Uani 1 1 d . . . C12 C 0.7788(17) 0.723(2) 0.5000 0.096(9) Uani 1 2 d S . . H12A H 0.7851 0.7797 0.5254 0.115 Uiso 0.50 1 d PR . . H12B H 0.7967 0.7273 0.4442 0.115 Uiso 0.50 1 d PR . . C13 C 0.826(2) 0.656(3) 0.545(3) 0.100(13) Uani 0.50 1 d P . . H13A H 0.8758 0.6784 0.5543 0.120 Uiso 0.50 1 d PR . . H13B H 0.8030 0.6457 0.5984 0.120 Uiso 0.50 1 d PR . . C14 C 0.8299(19) 0.570(2) 0.5000 0.113(11) Uani 1 2 d S . . H14A H 0.8286 0.5808 0.4424 0.169 Uiso 0.50 1 d PR . . H14B H 0.7883 0.5334 0.5148 0.169 Uiso 0.50 1 d PR . . H14C H 0.8761 0.5411 0.5137 0.169 Uiso 0.50 1 d PR . . C15 C 0.5653(7) 0.6798(8) 0.0420(7) 0.039(3) Uani 1 1 d . . . C16 C 0.4661(9) 0.6078(11) 0.0000 0.036(4) Uani 1 2 d S . . C17 C 0.6167(8) 0.7172(9) 0.1003(8) 0.048(3) Uani 1 1 d . . . C18 C 0.3984(10) 0.5498(12) 0.0000 0.047(4) Uani 1 2 d S . . H18 H 0.3997 0.5129 0.0479 0.056 Uiso 1 1 d R . . C19 C 0.3254(10) 0.6019(13) 0.0000 0.056(5) Uani 1 2 d S . . H19 H 0.3241 0.6389 0.0479 0.067 Uiso 1 1 d R . . C20 C 0.2569(13) 0.5421(18) 0.0000 0.095(9) Uani 1 2 d S . . H20A H 0.2117 0.5761 0.0000 0.143 Uiso 1 2 d SR . . H20B H 0.2581 0.5063 -0.0479 0.143 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 Cd1 0.0543(7) 0.0624(7) 0.0419(6) -0.0007(5) 0.0027(5) -0.0192(5) Cd2 0.0377(5) 0.0359(5) 0.0354(5) 0.0031(4) 0.0063(4) 0.0041(4) N1 0.055(8) 0.051(7) 0.069(8) -0.010(6) 0.009(6) -0.019(6) N2 0.049(6) 0.044(6) 0.054(7) 0.001(5) 0.011(6) -0.011(5) N3 0.066(8) 0.094(10) 0.051(8) 0.002(7) 0.001(7) -0.020(7) N4 0.035(5) 0.037(5) 0.038(5) 0.001(4) 0.004(4) 0.001(4) O1 0.050(5) 0.053(6) 0.072(7) -0.010(5) -0.011(5) -0.008(5) O2 0.046(5) 0.040(5) 0.060(6) 0.002(4) -0.006(4) 0.005(4) O3 0.067(7) 0.072(7) 0.092(9) 0.001(6) 0.013(6) -0.008(6) O4 0.071(8) 0.063(8) 0.145(13) 0.007(7) 0.027(8) 0.013(6) O5 0.057(6) 0.078(7) 0.044(6) 0.003(5) -0.003(5) -0.012(5) O6 0.078(8) 0.166(14) 0.061(7) 0.004(8) -0.024(7) -0.041(9) O7 0.056(6) 0.060(6) 0.041(5) 0.006(4) -0.003(4) -0.015(5) O8 0.055(6) 0.112(9) 0.045(6) -0.008(6) -0.002(5) -0.040(6) O9 0.155(18) 0.164(18) 0.17(2) -0.007(16) 0.013(15) 0.016(14) C1 0.058(9) 0.046(8) 0.071(10) -0.008(7) 0.013(8) -0.015(7) C2 0.037(7) 0.045(7) 0.060(9) -0.003(7) 0.009(6) -0.008(6) C3 0.046(8) 0.055(9) 0.075(10) 0.000(8) 0.012(7) -0.012(7) C4 0.043(7) 0.039(6) 0.041(7) -0.005(6) -0.013(6) -0.004(6) C5 0.062(10) 0.069(11) 0.094(14) -0.001(10) 0.018(9) -0.016(9) C6 0.071(11) 0.056(9) 0.087(12) -0.008(9) 0.016(9) -0.009(8) C7 0.08(3) 0.07(2) 0.09(3) -0.009(19) 0.01(2) -0.003(19) C8 0.12(4) 0.09(3) 0.12(4) -0.02(3) 0.02(3) 0.01(3) C7' 0.08(3) 0.06(2) 0.09(3) -0.01(2) 0.01(2) -0.01(2) C8' 0.12(4) 0.08(3) 0.12(4) -0.01(3) 0.02(3) 0.01(3) C9 0.062(9) 0.092(12) 0.045(8) 0.005(8) 0.000(7) -0.024(9) C10 0.073(17) 0.12(2) 0.062(16) 0.000 0.000 -0.022(16) C11 0.064(10) 0.085(12) 0.057(11) 0.002(9) 0.007(8) -0.018(9) C12 0.09(2) 0.13(3) 0.072(18) 0.000 0.000 -0.016(19) C13 0.09(3) 0.13(4) 0.08(3) 0.00(3) 0.00(2) -0.02(3) C14 0.10(2) 0.14(3) 0.10(2) 0.000 0.000 -0.01(2) C15 0.037(6) 0.046(7) 0.035(6) -0.001(5) -0.001(5) -0.009(5) C16 0.022(7) 0.046(10) 0.042(10) 0.000 0.000 -0.013(7) C17 0.054(8) 0.050(8) 0.040(8) -0.003(6) 0.006(6) -0.016(6) C18 0.035(9) 0.046(10) 0.059(12) 0.000 0.000 -0.009(8) C19 0.033(10) 0.054(12) 0.081(15) 0.000 0.000 -0.005(9) C20 0.044(13) 0.083(18) 0.16(3) 0.000 0.000 -0.012(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.228(11) . ? Cd1 N3 2.234(13) . ? Cd1 O7 2.276(9) . ? Cd1 O1 2.351(10) . ? Cd1 O5 2.385(10) . ? Cd1 O3 2.424(12) . ? Cd2 N2 2.204(11) 8_575 ? Cd2 N4 2.238(10) . ? Cd2 O5 2.255(10) . ? Cd2 O2 2.340(8) . ? Cd2 O2 2.396(9) 2_665 ? Cd2 O7 2.420(9) . ? N1 C1 1.292(18) . ? N1 C3 1.381(18) . ? N2 C2 1.342(17) . ? N2 C1 1.360(17) . ? N2 Cd2 2.204(11) 8_675 ? N3 C10 1.369(19) . ? N3 C9 1.385(19) . ? N4 C16 1.360(13) . ? N4 C15 1.393(15) . ? O1 C4 1.252(14) . ? O2 C4 1.257(15) . ? O2 Cd2 2.396(9) 2_665 ? O3 C5 1.27(2) . ? O4 C5 1.34(2) . ? O5 C11 1.205(18) . ? O6 C11 1.25(2) . ? O7 C17 1.276(15) . ? O8 C17 1.269(15) . ? O9 H9A 0.8499 . ? O9 H9B 0.8500 . ? O9 H9C 0.8500 . ? C1 C6 1.50(2) . ? C2 C3 1.417(18) . ? C2 C4 1.497(17) 7_765 ? C3 C5 1.39(2) . ? C4 C2 1.497(17) 7_755 ? C6 C7 1.52(4) . ? C6 C7' 1.52(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6'A 0.9700 . ? C6 H6'B 0.9702 . ? C7 C8 1.54(5) . ? C7 H6'A 1.5811 . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C7' C8' 1.53(6) . ? C7' H7'1 0.9700 . ? C7' H7'2 0.9700 . ? C8' H8'1 0.9600 . ? C8' H8'2 0.9600 . ? C8' H8'3 0.9600 . ? C9 C9 1.36(3) 6_556 ? C9 C11 1.48(2) . ? C10 N3 1.369(19) 6_556 ? C10 C12 1.50(4) . ? C12 C13 1.53(5) 6_556 ? C12 C13 1.53(5) . ? C12 H12A 0.9701 . ? C12 H12B 0.9700 . ? C13 C13 1.49(9) 6_556 ? C13 C14 1.53(5) . ? C13 H13A 0.9700 . ? C13 H13B 0.9699 . ? C14 C13 1.53(5) 6_556 ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C15 1.38(2) 6 ? C15 C17 1.443(17) . ? C16 N4 1.360(13) 6 ? C16 C18 1.50(2) . ? C18 C19 1.53(3) . ? C18 H18 0.9699 . ? C19 C20 1.53(3) . ? C19 H19 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? 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 N3 111.3(5) . . ? N1 Cd1 O7 100.5(4) . . ? N3 Cd1 O7 144.7(4) . . ? N1 Cd1 O1 107.7(4) . . ? N3 Cd1 O1 97.3(5) . . ? O7 Cd1 O1 87.0(4) . . ? N1 Cd1 O5 163.4(4) . . ? N3 Cd1 O5 71.6(4) . . ? O7 Cd1 O5 73.6(3) . . ? O1 Cd1 O5 87.7(4) . . ? N1 Cd1 O3 73.0(4) . . ? N3 Cd1 O3 90.1(5) . . ? O7 Cd1 O3 84.6(4) . . ? O1 Cd1 O3 171.6(4) . . ? O5 Cd1 O3 90.9(4) . . ? N2 Cd2 N4 104.3(4) 8_575 . ? N2 Cd2 O5 96.5(4) 8_575 . ? N4 Cd2 O5 145.5(4) . . ? N2 Cd2 O2 143.1(4) 8_575 . ? N4 Cd2 O2 97.4(3) . . ? O5 Cd2 O2 81.0(4) . . ? N2 Cd2 O2 72.3(4) 8_575 2_665 ? N4 Cd2 O2 103.5(3) . 2_665 ? O5 Cd2 O2 108.9(3) . 2_665 ? O2 Cd2 O2 73.9(4) . 2_665 ? N2 Cd2 O7 130.2(4) 8_575 . ? N4 Cd2 O7 72.3(3) . . ? O5 Cd2 O7 73.3(3) . . ? O2 Cd2 O7 84.5(3) . . ? O2 Cd2 O7 157.5(3) 2_665 . ? C1 N1 C3 107.0(12) . . ? C1 N1 Cd1 139.0(10) . . ? C3 N1 Cd1 114.1(9) . . ? C2 N2 C1 106.1(11) . . ? C2 N2 Cd2 116.0(8) . 8_675 ? C1 N2 Cd2 137.6(10) . 8_675 ? C10 N3 C9 105.6(14) . . ? C10 N3 Cd1 138.8(12) . . ? C9 N3 Cd1 115.2(10) . . ? C16 N4 C15 105.9(10) . . ? C16 N4 Cd2 139.1(8) . . ? C15 N4 Cd2 114.9(8) . . ? C4 O1 Cd1 129.3(8) . . ? C4 O2 Cd2 139.7(8) . . ? C4 O2 Cd2 115.2(7) . 2_665 ? Cd2 O2 Cd2 104.4(4) . 2_665 ? C5 O3 Cd1 109.6(11) . . ? C11 O5 Cd2 136.3(11) . . ? C11 O5 Cd1 117.2(10) . . ? Cd2 O5 Cd1 104.2(4) . . ? C17 O7 Cd1 137.7(9) . . ? C17 O7 Cd2 114.0(8) . . ? Cd1 O7 Cd2 102.5(4) . . ? H9A O9 H9B 108.5 . . ? H9A O9 H9C 110.3 . . ? H9B O9 H9C 110.3 . . ? N1 C1 N2 113.0(13) . . ? N1 C1 C6 124.4(13) . . ? N2 C1 C6 122.5(13) . . ? N2 C2 C3 107.6(11) . . ? N2 C2 C4 120.3(11) . 7_765 ? C3 C2 C4 132.0(12) . 7_765 ? N1 C3 C5 119.6(13) . . ? N1 C3 C2 106.3(13) . . ? C5 C3 C2 133.9(14) . . ? O1 C4 O2 125.4(12) . . ? O1 C4 C2 119.1(11) . 7_755 ? O2 C4 C2 115.5(10) . 7_755 ? O3 C5 O4 118.3(17) . . ? O3 C5 C3 123.2(17) . . ? O4 C5 C3 118.1(15) . . ? C1 C6 C7 109(2) . . ? C1 C6 C7' 119(2) . . ? C7 C6 C7' 45(2) . . ? C1 C6 H6A 110.0 . . ? C7 C6 H6A 110.0 . . ? C7' C6 H6A 129.7 . . ? C1 C6 H6B 110.0 . . ? C7 C6 H6B 110.0 . . ? C7' C6 H6B 65.4 . . ? H6A C6 H6B 108.4 . . ? C1 C6 H6'A 107.4 . . ? C7 C6 H6'A 75.1 . . ? C7' C6 H6'A 111.4 . . ? H6A C6 H6'A 38.5 . . ? H6B C6 H6'A 137.7 . . ? C1 C6 H6'B 107.1 . . ? C7 C6 H6'B 141.7 . . ? C7' C6 H6'B 104.3 . . ? H6A C6 H6'B 69.3 . . ? H6B C6 H6'B 43.2 . . ? H6'A C6 H6'B 106.7 . . ? C6 C7 C8 114(3) . . ? C6 C7 H6'A 36.4 . . ? C8 C7 H6'A 107.0 . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7A 108.8 . . ? H6'A C7 H7A 139.0 . . ? C6 C7 H7B 108.8 . . ? C8 C7 H7B 108.8 . . ? H6'A C7 H7B 78.4 . . ? H7A C7 H7B 107.7 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C7' C8' 125(4) . . ? C6 C7' H7'1 106.1 . . ? C8' C7' H7'1 106.1 . . ? C6 C7' H7'2 106.1 . . ? C8' C7' H7'2 106.1 . . ? H7'1 C7' H7'2 106.3 . . ? C7' C8' H8'1 109.5 . . ? C7' C8' H8'2 109.5 . . ? H8'1 C8' H8'2 109.5 . . ? C7' C8' H8'3 109.5 . . ? H8'1 C8' H8'3 109.5 . . ? H8'2 C8' H8'3 109.5 . . ? C9 C9 N3 108.8(8) 6_556 . ? C9 C9 C11 132.8(9) 6_556 . ? N3 C9 C11 118.4(13) . . ? N3 C10 N3 111(2) . 6_556 ? N3 C10 C12 124.5(11) . . ? N3 C10 C12 124.5(11) 6_556 . ? O5 C11 O6 124.3(16) . . ? O5 C11 C9 117.5(15) . . ? O6 C11 C9 117.9(15) . . ? C10 C12 C13 111(3) . 6_556 ? C10 C12 C13 111(3) . . ? C13 C12 C13 58(4) 6_556 . ? C10 C12 H12A 109.3 . . ? C13 C12 H12A 139.2 6_556 . ? C13 C12 H12A 109.8 . . ? C10 C12 H12B 109.5 . . ? C13 C12 H12B 53.5 6_556 . ? C13 C12 H12B 108.8 . . ? H12A C12 H12B 108.1 . . ? C13 C13 C14 60.8(18) 6_556 . ? C13 C13 C12 60.9(18) 6_556 . ? C14 C13 C12 113(3) . . ? C13 C13 H13A 98.6 6_556 . ? C14 C13 H13A 109.8 . . ? C12 C13 H13A 109.4 . . ? C13 C13 H13B 153.5 6_556 . ? C14 C13 H13B 108.4 . . ? C12 C13 H13B 108.6 . . ? H13A C13 H13B 107.9 . . ? C13 C14 C13 58(4) 6_556 . ? C13 C14 H14A 50.5 6_556 . ? C13 C14 H14A 108.9 . . ? C13 C14 H14B 126.4 6_556 . ? C13 C14 H14B 110.3 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 123.9 6_556 . ? C13 C14 H14C 109.3 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C15 C15 N4 108.3(6) 6 . ? C15 C15 C17 131.4(7) 6 . ? N4 C15 C17 120.3(11) . . ? N4 C16 N4 111.6(13) 6 . ? N4 C16 C18 124.0(7) 6 . ? N4 C16 C18 124.0(7) . . ? O8 C17 O7 123.7(12) . . ? O8 C17 C15 118.0(11) . . ? O7 C17 C15 118.3(11) . . ? C16 C18 C19 111.7(15) . . ? C16 C18 H18 109.3 . . ? C19 C18 H18 109.2 . . ? C20 C19 C18 111.2(17) . . ? C20 C19 H19 109.6 . . ? C18 C19 H19 109.2 . . ? C19 C20 H20A 109.9 . . ? C19 C20 H20B 109.3 . . ? H20A C20 H20B 109.5 . . ? 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 N3 Cd1 N1 C1 98.0(18) . . . . ? O7 Cd1 N1 C1 -97.6(18) . . . . ? O1 Cd1 N1 C1 -7.4(19) . . . . ? O5 Cd1 N1 C1 -164.9(15) . . . . ? O3 Cd1 N1 C1 -178.7(19) . . . . ? N3 Cd1 N1 C3 -82.4(12) . . . . ? O7 Cd1 N1 C3 81.9(12) . . . . ? O1 Cd1 N1 C3 172.1(11) . . . . ? O5 Cd1 N1 C3 15(2) . . . . ? O3 Cd1 N1 C3 0.9(11) . . . . ? N1 Cd1 N3 C10 -12(3) . . . . ? O7 Cd1 N3 C10 -164(2) . . . . ? O1 Cd1 N3 C10 100(2) . . . . ? O5 Cd1 N3 C10 -174(3) . . . . ? O3 Cd1 N3 C10 -84(3) . . . . ? N1 Cd1 N3 C9 160.7(12) . . . . ? O7 Cd1 N3 C9 8.0(17) . . . . ? O1 Cd1 N3 C9 -87.1(13) . . . . ? O5 Cd1 N3 C9 -2.0(12) . . . . ? O3 Cd1 N3 C9 88.9(13) . . . . ? N2 Cd2 N4 C16 -50.2(15) 8_575 . . . ? O5 Cd2 N4 C16 -175.5(13) . . . . ? O2 Cd2 N4 C16 99.7(14) . . . . ? O2 Cd2 N4 C16 24.6(15) 2_665 . . . ? O7 Cd2 N4 C16 -178.4(15) . . . . ? N2 Cd2 N4 C15 130.6(8) 8_575 . . . ? O5 Cd2 N4 C15 5.4(12) . . . . ? O2 Cd2 N4 C15 -79.4(8) . . . . ? O2 Cd2 N4 C15 -154.6(8) 2_665 . . . ? O7 Cd2 N4 C15 2.4(8) . . . . ? N1 Cd1 O1 C4 -152.1(12) . . . . ? N3 Cd1 O1 C4 92.7(12) . . . . ? O7 Cd1 O1 C4 -52.0(12) . . . . ? O5 Cd1 O1 C4 21.6(12) . . . . ? O3 Cd1 O1 C4 -59(3) . . . . ? N2 Cd2 O2 C4 -131.0(13) 8_575 . . . ? N4 Cd2 O2 C4 102.9(14) . . . . ? O5 Cd2 O2 C4 -42.3(14) . . . . ? O2 Cd2 O2 C4 -155.1(12) 2_665 . . . ? O7 Cd2 O2 C4 31.6(14) . . . . ? N2 Cd2 O2 Cd2 38.0(8) 8_575 . . 2_665 ? N4 Cd2 O2 Cd2 -88.0(4) . . . 2_665 ? O5 Cd2 O2 Cd2 126.8(4) . . . 2_665 ? O2 Cd2 O2 Cd2 14.0(5) 2_665 . . 2_665 ? O7 Cd2 O2 Cd2 -159.3(4) . . . 2_665 ? N1 Cd1 O3 C5 -4.4(12) . . . . ? N3 Cd1 O3 C5 107.9(12) . . . . ? O7 Cd1 O3 C5 -107.1(12) . . . . ? O1 Cd1 O3 C5 -100(3) . . . . ? O5 Cd1 O3 C5 179.5(12) . . . . ? N2 Cd2 O5 C11 49.4(17) 8_575 . . . ? N4 Cd2 O5 C11 176.6(15) . . . . ? O2 Cd2 O5 C11 -93.5(17) . . . . ? O2 Cd2 O5 C11 -24.0(18) 2_665 . . . ? O7 Cd2 O5 C11 179.6(18) . . . . ? N2 Cd2 O5 Cd1 -149.1(4) 8_575 . . . ? N4 Cd2 O5 Cd1 -21.9(9) . . . . ? O2 Cd2 O5 Cd1 68.0(4) . . . . ? O2 Cd2 O5 Cd1 137.4(4) 2_665 . . . ? O7 Cd2 O5 Cd1 -19.0(4) . . . . ? N1 Cd1 O5 C11 -103.1(18) . . . . ? N3 Cd1 O5 C11 -0.1(13) . . . . ? O7 Cd1 O5 C11 -174.1(13) . . . . ? O1 Cd1 O5 C11 98.3(13) . . . . ? O3 Cd1 O5 C11 -90.0(13) . . . . ? N1 Cd1 O5 Cd2 91.2(15) . . . . ? N3 Cd1 O5 Cd2 -165.8(6) . . . . ? O7 Cd1 O5 Cd2 20.2(4) . . . . ? O1 Cd1 O5 Cd2 -67.4(4) . . . . ? O3 Cd1 O5 Cd2 104.3(5) . . . . ? N1 Cd1 O7 C17 27.7(13) . . . . ? N3 Cd1 O7 C17 -178.1(12) . . . . ? O1 Cd1 O7 C17 -79.7(13) . . . . ? O5 Cd1 O7 C17 -168.2(13) . . . . ? O3 Cd1 O7 C17 99.3(13) . . . . ? N1 Cd1 O7 Cd2 177.3(4) . . . . ? N3 Cd1 O7 Cd2 -28.5(9) . . . . ? O1 Cd1 O7 Cd2 69.9(4) . . . . ? O5 Cd1 O7 Cd2 -18.6(4) . . . . ? O3 Cd1 O7 Cd2 -111.1(4) . . . . ? N2 Cd2 O7 C17 -97.9(10) 8_575 . . . ? N4 Cd2 O7 C17 -3.9(9) . . . . ? O5 Cd2 O7 C17 177.9(10) . . . . ? O2 Cd2 O7 C17 95.6(10) . . . . ? O2 Cd2 O7 C17 78.7(13) 2_665 . . . ? N2 Cd2 O7 Cd1 104.0(5) 8_575 . . . ? N4 Cd2 O7 Cd1 -162.0(5) . . . . ? O5 Cd2 O7 Cd1 19.8(4) . . . . ? O2 Cd2 O7 Cd1 -62.4(4) . . . . ? O2 Cd2 O7 Cd1 -79.4(9) 2_665 . . . ? C3 N1 C1 N2 1(2) . . . . ? Cd1 N1 C1 N2 -179.2(11) . . . . ? C3 N1 C1 C6 176.8(16) . . . . ? Cd1 N1 C1 C6 -4(3) . . . . ? C2 N2 C1 N1 0.0(19) . . . . ? Cd2 N2 C1 N1 173.0(11) 8_675 . . . ? C2 N2 C1 C6 -175.7(16) . . . . ? Cd2 N2 C1 C6 -3(3) 8_675 . . . ? C1 N2 C2 C3 -1.2(17) . . . . ? Cd2 N2 C2 C3 -175.9(10) 8_675 . . . ? C1 N2 C2 C4 179.2(14) . . . 7_765 ? Cd2 N2 C2 C4 4.4(17) 8_675 . . 7_765 ? C1 N1 C3 C5 -177.7(17) . . . . ? Cd1 N1 C3 C5 3(2) . . . . ? C1 N1 C3 C2 -1.9(19) . . . . ? Cd1 N1 C3 C2 178.4(10) . . . . ? N2 C2 C3 N1 1.9(18) . . . . ? C4 C2 C3 N1 -178.5(15) 7_765 . . . ? N2 C2 C3 C5 177(2) . . . . ? C4 C2 C3 C5 -4(3) 7_765 . . . ? Cd1 O1 C4 O2 16(2) . . . . ? Cd1 O1 C4 C2 -164.6(9) . . . 7_755 ? Cd2 O2 C4 O1 -5(2) . . . . ? Cd2 O2 C4 O1 -173.5(11) 2_665 . . . ? Cd2 O2 C4 C2 175.6(9) . . . 7_755 ? Cd2 O2 C4 C2 7.3(15) 2_665 . . 7_755 ? Cd1 O3 C5 O4 -178.9(14) . . . . ? Cd1 O3 C5 C3 8(2) . . . . ? N1 C3 C5 O3 -8(3) . . . . ? C2 C3 C5 O3 177.9(18) . . . . ? N1 C3 C5 O4 179.0(16) . . . . ? C2 C3 C5 O4 5(3) . . . . ? N1 C1 C6 C7 103(3) . . . . ? N2 C1 C6 C7 -82(3) . . . . ? N1 C1 C6 C7' 151(3) . . . . ? N2 C1 C6 C7' -34(3) . . . . ? C1 C6 C7 C8 170(3) . . . . ? C7' C6 C7 C8 57(4) . . . . ? C1 C6 C7' C8' 158(4) . . . . ? C7 C6 C7' C8' -114(5) . . . . ? C10 N3 C9 C9 0.1(18) . . . 6_556 ? Cd1 N3 C9 C9 -174.7(5) . . . 6_556 ? C10 N3 C9 C11 178.7(19) . . . . ? Cd1 N3 C9 C11 4(2) . . . . ? C9 N3 C10 N3 0(3) . . . 6_556 ? Cd1 N3 C10 N3 172.7(6) . . . 6_556 ? C9 N3 C10 C12 179(3) . . . . ? Cd1 N3 C10 C12 -8(5) . . . . ? Cd2 O5 C11 O6 -12(3) . . . . ? Cd1 O5 C11 O6 -171.8(16) . . . . ? Cd2 O5 C11 C9 161.8(12) . . . . ? Cd1 O5 C11 C9 2(2) . . . . ? C9 C9 C11 O5 174.1(10) 6_556 . . . ? N3 C9 C11 O5 -4(3) . . . . ? C9 C9 C11 O6 -12(2) 6_556 . . . ? N3 C9 C11 O6 170.3(18) . . . . ? N3 C10 C12 C13 -58(4) . . . 6_556 ? N3 C10 C12 C13 121(3) 6_556 . . 6_556 ? N3 C10 C12 C13 -121(3) . . . . ? N3 C10 C12 C13 58(4) 6_556 . . . ? C10 C12 C13 C13 103(2) . . . 6_556 ? C10 C12 C13 C14 69(3) . . . . ? C13 C12 C13 C14 -33(4) 6_556 . . . ? C12 C13 C14 C13 33(4) . . . 6_556 ? C16 N4 C15 C15 -1.1(10) . . . 6 ? Cd2 N4 C15 C15 178.3(3) . . . 6 ? C16 N4 C15 C17 179.4(13) . . . . ? Cd2 N4 C15 C17 -1.2(15) . . . . ? C15 N4 C16 N4 1.8(18) . . . 6 ? Cd2 N4 C16 N4 -177.4(3) . . . 6 ? C15 N4 C16 C18 175.0(15) . . . . ? Cd2 N4 C16 C18 -4(3) . . . . ? Cd1 O7 C17 O8 -27(2) . . . . ? Cd2 O7 C17 O8 -174.0(12) . . . . ? Cd1 O7 C17 C15 151.8(10) . . . . ? Cd2 O7 C17 C15 4.6(16) . . . . ? C15 C15 C17 O8 -3.3(18) 6 . . . ? N4 C15 C17 O8 176.1(12) . . . . ? C15 C15 C17 O7 178.0(8) 6 . . . ? N4 C15 C17 O7 -2.6(19) . . . . ? N4 C16 C18 C19 -93.8(15) 6 . . . ? N4 C16 C18 C19 93.8(15) . . . . ? C16 C18 C19 C20 180.0 . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 2.302 _refine_diff_density_min -1.885 _refine_diff_density_rms 0.210 # Attachment 'Cry_2_R1.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 750400' #TrackingRef 'Cry_2_R1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H27 Ag2 N6 O4' _chemical_formula_sum 'C20 H27 Ag2 N6 O4' _chemical_formula_weight 631.22 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9597(11) _cell_length_b 11.2586(12) _cell_length_c 13.1658(15) _cell_angle_alpha 111.467(2) _cell_angle_beta 94.8100(10) _cell_angle_gamma 98.5440(10) _cell_volume 1208.4(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2885 _cell_measurement_theta_min 2.657 _cell_measurement_theta_max 28.19 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.735 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 630 _exptl_absorpt_coefficient_mu 1.658 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.565 _exptl_absorpt_correction_T_max 0.629 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 6343 _diffrn_reflns_av_R_equivalents 0.0215 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4277 _reflns_number_gt 2831 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0358P)^2^+1.2982P] 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 4277 _refine_ls_number_parameters 341 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0580 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0967 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _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 Ag1 Ag 0.64723(5) 0.43151(4) 0.42329(3) 0.07657(18) Uani 1 1 d . . . Ag2 Ag 0.36382(5) 0.12499(4) 0.69684(3) 0.07895(19) Uani 1 1 d . . . N1 N 0.5329(5) 0.2854(4) 0.4695(3) 0.0660(12) Uani 1 1 d . A . N2 N 0.4397(5) 0.1728(4) 0.5661(3) 0.0652(12) Uani 1 1 d . A . N3 N 0.7888(5) 0.5785(4) 0.3935(3) 0.0660(12) Uani 1 1 d . . . N4 N 0.9624(5) 0.7467(4) 0.4178(4) 0.0647(11) Uani 1 1 d . . . H4 H 1.0339 0.8141 0.4499 0.078 Uiso 1 1 calc R . . N5 N 0.3016(6) 0.1211(4) 0.8471(3) 0.0717(13) Uani 1 1 d . . . N6 N 0.3167(7) 0.1474(5) 1.0190(4) 0.0842(15) Uani 1 1 d . . . H6 H 0.3551 0.1636 1.0859 0.101 Uiso 1 1 calc R . . O1 O 0.4532(4) 0.2414(3) 0.2474(3) 0.0731(10) Uani 1 1 d . . . O2 O 0.2761(4) 0.0717(3) 0.2253(2) 0.0715(10) Uani 1 1 d . . . O3 O 0.2041(4) -0.0409(3) 0.5021(3) 0.0676(10) Uani 1 1 d . A . O4 O 0.1767(4) -0.0523(3) 0.3294(3) 0.0717(10) Uani 1 1 d . A . C1 C 0.5411(7) 0.2741(5) 0.5685(4) 0.0801(19) Uani 1 1 d . . . C2 C 0.4228(5) 0.1850(4) 0.4009(3) 0.0463(11) Uani 1 1 d . . . C3 C 0.3643(5) 0.1148(4) 0.4609(3) 0.0454(11) Uani 1 1 d . A . C4 C 0.3835(6) 0.1659(5) 0.2841(4) 0.0548(12) Uani 1 1 d . A . C5 C 0.2422(5) 0.0009(4) 0.4308(4) 0.0537(12) Uani 1 1 d . . . C6 C 0.6801(19) 0.3406(16) 0.6582(11) 0.069(5) Uani 0.63(3) 1 d P A 1 H6A H 0.7019 0.2841 0.6958 0.083 Uiso 0.63(3) 1 calc PR A 1 H6B H 0.7689 0.3612 0.6260 0.083 Uiso 0.63(3) 1 calc PR A 1 C7 C 0.642(2) 0.4612(17) 0.7366(15) 0.112(6) Uani 0.63(3) 1 d P A 1 H7A H 0.5499 0.4393 0.7645 0.135 Uiso 0.63(3) 1 calc PR A 1 H7B H 0.6234 0.5175 0.6980 0.135 Uiso 0.63(3) 1 calc PR A 1 C8 C 0.772(3) 0.534(3) 0.834(2) 0.129(9) Uani 0.63(3) 1 d P A 1 H8A H 0.8305 0.4738 0.8443 0.193 Uiso 0.63(3) 1 calc PR A 1 H8B H 0.7290 0.5747 0.8994 0.193 Uiso 0.63(3) 1 calc PR A 1 H8C H 0.8364 0.5994 0.8181 0.193 Uiso 0.63(3) 1 calc PR A 1 C6' C 0.584(4) 0.399(3) 0.6744(18) 0.075(9) Uani 0.37(3) 1 d P A 2 H6'1 H 0.5637 0.4738 0.6600 0.091 Uiso 0.37(3) 1 calc PR A 2 H6'2 H 0.5271 0.3904 0.7319 0.091 Uiso 0.37(3) 1 calc PR A 2 C7' C 0.751(4) 0.410(3) 0.7067(19) 0.097(10) Uani 0.37(3) 1 d P A 2 H7'1 H 0.8022 0.4061 0.6436 0.116 Uiso 0.37(3) 1 calc PR A 2 H7'2 H 0.7662 0.3349 0.7234 0.116 Uiso 0.37(3) 1 calc PR A 2 C8' C 0.829(5) 0.532(5) 0.805(3) 0.098(12) Uani 0.37(3) 1 d P A 2 H8'1 H 0.7968 0.6067 0.7974 0.146 Uiso 0.37(3) 1 calc PR A 2 H8'2 H 0.9380 0.5423 0.8074 0.146 Uiso 0.37(3) 1 calc PR A 2 H8'3 H 0.8022 0.5255 0.8718 0.146 Uiso 0.37(3) 1 calc PR A 2 C9 C 0.3956(8) 0.1433(6) 0.9371(4) 0.0745(16) Uani 1 1 d . B . C10 C 0.1664(9) 0.1220(6) 0.9801(5) 0.092(2) Uani 1 1 d . . . H10 H 0.0855 0.1154 1.0188 0.110 Uiso 1 1 calc R . . C11 C 0.1575(8) 0.1081(6) 0.8727(5) 0.0855(18) Uani 1 1 d . . . H11 H 0.0679 0.0924 0.8248 0.103 Uiso 1 1 calc R . . C12 C 0.5655(9) 0.1653(8) 0.9513(6) 0.106(2) Uani 1 1 d . . . H12A H 0.5964 0.1222 0.8801 0.127 Uiso 0.801(16) 1 calc PR B 1 H12B H 0.6003 0.1246 0.9999 0.127 Uiso 0.801(16) 1 calc PR B 1 H12C H 0.5948 0.0885 0.9001 0.127 Uiso 0.199(16) 1 d PR B 2 H12D H 0.6013 0.1723 1.0252 0.127 Uiso 0.199(16) 1 d PR B 2 C13 C 0.6435(19) 0.3046(18) 0.9969(13) 0.123(5) Uani 0.801(16) 1 d P B 1 H13A H 0.6282 0.3462 1.0730 0.147 Uiso 0.801(16) 1 calc PR B 1 H13B H 0.6016 0.3499 0.9546 0.147 Uiso 0.801(16) 1 calc PR B 1 C14 C 0.8150(13) 0.3104(14) 0.9905(9) 0.158(6) Uani 0.801(16) 1 d P B 1 H14A H 0.8505 0.2497 1.0177 0.238 Uiso 0.801(16) 1 calc PR B 1 H14B H 0.8702 0.3967 1.0346 0.238 Uiso 0.801(16) 1 calc PR B 1 H14C H 0.8313 0.2884 0.9151 0.238 Uiso 0.801(16) 1 calc PR B 1 C13' C 0.649(7) 0.283(6) 0.936(4) 0.095(16) Uani 0.199(16) 1 d P B 2 H13C H 0.6372 0.2686 0.8579 0.115 Uiso 0.199(16) 1 calc PR B 2 H13D H 0.7569 0.2984 0.9628 0.115 Uiso 0.199(16) 1 calc PR B 2 C14' C 0.580(5) 0.401(5) 1.000(4) 0.129(19) Uani 0.199(16) 1 d P B 2 H14D H 0.4928 0.4047 0.9550 0.193 Uiso 0.199(16) 1 calc PR B 2 H14E H 0.6551 0.4790 1.0205 0.193 Uiso 0.199(16) 1 calc PR B 2 H14F H 0.5495 0.3919 1.0657 0.193 Uiso 0.199(16) 1 calc PR B 2 C15 C 0.8951(6) 0.6712(5) 0.4656(4) 0.0608(13) Uani 1 1 d . . . C16 C 0.8994(6) 0.6998(5) 0.3112(5) 0.0725(16) Uani 1 1 d . . . H16 H 0.9254 0.7329 0.2586 0.087 Uiso 1 1 calc R . . C17 C 0.7916(7) 0.5956(5) 0.2953(4) 0.0769(17) Uani 1 1 d . . . H17 H 0.7291 0.5435 0.2290 0.092 Uiso 1 1 calc R . . C18 C 0.9378(6) 0.6857(6) 0.5828(4) 0.0764(16) Uani 1 1 d . . . H18A H 0.8547 0.7128 0.6228 0.092 Uiso 1 1 calc R . . H18B H 0.9465 0.6007 0.5826 0.092 Uiso 1 1 calc R . . C19 C 1.0810(8) 0.7783(7) 0.6447(5) 0.093(2) Uani 1 1 d . . . H19A H 1.0690 0.8657 0.6541 0.112 Uiso 1 1 calc R . . H19B H 1.1635 0.7577 0.6020 0.112 Uiso 1 1 calc R . . C20 C 1.1232(9) 0.7742(7) 0.7570(5) 0.108(2) Uani 1 1 d . . . H20A H 1.0424 0.7953 0.7999 0.162 Uiso 1 1 calc R . . H20B H 1.2156 0.8361 0.7942 0.162 Uiso 1 1 calc R . . H20C H 1.1384 0.6885 0.7481 0.162 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 Ag1 0.0815(3) 0.0697(3) 0.0730(3) 0.0411(2) 0.0042(2) -0.0333(2) Ag2 0.1052(4) 0.0871(3) 0.0396(2) 0.0357(2) 0.0038(2) -0.0222(3) N1 0.076(3) 0.064(3) 0.046(2) 0.028(2) -0.002(2) -0.033(2) N2 0.079(3) 0.066(3) 0.038(2) 0.0264(19) -0.0059(19) -0.033(2) N3 0.067(3) 0.059(3) 0.066(3) 0.031(2) 0.007(2) -0.023(2) N4 0.064(3) 0.055(3) 0.070(3) 0.030(2) 0.009(2) -0.018(2) N5 0.097(4) 0.079(3) 0.038(2) 0.033(2) 0.005(2) -0.009(3) N6 0.120(5) 0.096(4) 0.047(3) 0.040(3) 0.016(3) 0.017(3) O1 0.094(3) 0.079(2) 0.0471(18) 0.0374(18) 0.0084(18) -0.013(2) O2 0.093(3) 0.070(2) 0.0352(16) 0.0181(16) -0.0035(17) -0.020(2) O3 0.077(2) 0.065(2) 0.0536(19) 0.0317(17) 0.0037(17) -0.0278(18) O4 0.085(3) 0.063(2) 0.0458(18) 0.0187(16) -0.0110(17) -0.0335(18) C1 0.098(4) 0.077(4) 0.047(3) 0.030(3) -0.008(3) -0.043(3) C2 0.053(3) 0.045(3) 0.037(2) 0.020(2) 0.005(2) -0.009(2) C3 0.054(3) 0.045(3) 0.033(2) 0.0186(19) 0.0018(19) -0.009(2) C4 0.068(3) 0.060(3) 0.038(2) 0.025(2) 0.010(2) 0.000(3) C5 0.065(3) 0.046(3) 0.047(3) 0.023(2) 0.006(2) -0.012(2) C6 0.071(9) 0.066(9) 0.059(7) 0.025(7) -0.008(6) -0.015(7) C7 0.104(13) 0.091(10) 0.096(11) -0.004(10) -0.024(10) 0.007(9) C8 0.11(2) 0.113(14) 0.094(17) -0.020(12) -0.029(12) -0.019(15) C6' 0.083(19) 0.074(14) 0.049(12) 0.016(11) -0.006(10) -0.019(13) C7' 0.09(2) 0.095(17) 0.065(12) 0.003(12) -0.002(12) -0.019(16) C8' 0.08(2) 0.11(2) 0.061(16) 0.010(15) -0.012(13) -0.04(2) C9 0.105(5) 0.078(4) 0.045(3) 0.031(3) 0.011(3) 0.012(3) C10 0.114(6) 0.097(5) 0.062(4) 0.035(3) 0.029(4) -0.007(4) C11 0.095(5) 0.096(5) 0.061(3) 0.038(3) 0.003(3) -0.013(4) C12 0.112(6) 0.120(7) 0.077(4) 0.029(4) 0.001(4) 0.028(5) C13 0.115(11) 0.138(13) 0.102(10) 0.040(12) 0.006(10) 0.010(9) C14 0.094(9) 0.229(15) 0.134(9) 0.071(9) -0.015(7) -0.009(8) C13' 0.11(3) 0.11(4) 0.06(2) 0.04(3) 0.00(3) 0.01(2) C14' 0.12(4) 0.13(4) 0.10(3) 0.02(3) 0.00(3) 0.00(3) C15 0.057(3) 0.056(3) 0.070(3) 0.031(3) 0.016(3) -0.007(2) C16 0.076(4) 0.072(4) 0.077(4) 0.048(3) 0.012(3) -0.014(3) C17 0.087(4) 0.072(4) 0.064(3) 0.032(3) 0.002(3) -0.022(3) C18 0.079(4) 0.082(4) 0.063(3) 0.032(3) 0.012(3) -0.012(3) C19 0.093(5) 0.099(5) 0.091(4) 0.052(4) 0.002(4) -0.008(4) C20 0.129(6) 0.110(6) 0.080(4) 0.051(4) -0.012(4) -0.009(4) _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 Ag1 N3 2.107(4) . ? Ag1 N1 2.112(3) . ? Ag2 N5 2.113(4) . ? Ag2 N2 2.117(3) . ? N1 C1 1.353(5) . ? N1 C2 1.356(6) . ? N2 C1 1.336(6) . ? N2 C3 1.361(5) . ? N3 C15 1.314(6) . ? N3 C17 1.375(6) . ? N4 C15 1.336(5) . ? N4 C16 1.343(6) . ? N4 H4 0.8600 . ? N5 C9 1.315(7) . ? N5 C11 1.363(7) . ? N6 C9 1.329(7) . ? N6 C10 1.349(8) . ? N6 H6 0.8600 . ? O1 C4 1.241(5) . ? O2 C4 1.274(6) . ? O3 C5 1.245(5) . ? O4 C5 1.289(5) . ? C1 C6 1.528(16) . ? C1 C6' 1.54(3) . ? C2 C3 1.388(5) . ? C2 C4 1.475(6) . ? C3 C5 1.462(6) . ? C6 C7 1.48(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.53(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C6' C7' 1.50(6) . ? C6' H6'1 0.9700 . ? C6' H6'2 0.9700 . ? C7' C8' 1.52(6) . ? C7' H7'1 0.9700 . ? C7' H7'2 0.9700 . ? C8' H8'1 0.9600 . ? C8' H8'2 0.9600 . ? C8' H8'3 0.9600 . ? C9 C12 1.490(9) . ? C10 C11 1.358(7) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 C13 1.491(18) . ? C12 C13' 1.51(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C12 H12D 0.9700 . ? C13 C14 1.539(18) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C13' C14' 1.54(8) . ? C13' H13C 0.9700 . ? C13' H13D 0.9700 . ? C14' H14D 0.9600 . ? C14' H14E 0.9600 . ? C14' H14F 0.9600 . ? C15 C18 1.501(7) . ? C16 C17 1.343(7) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C19 1.484(8) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.514(8) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? 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 N3 Ag1 N1 171.63(16) . . ? N5 Ag2 N2 167.59(16) . . ? C1 N1 C2 105.8(3) . . ? C1 N1 Ag1 130.3(3) . . ? C2 N1 Ag1 123.7(3) . . ? C1 N2 C3 106.2(3) . . ? C1 N2 Ag2 130.3(3) . . ? C3 N2 Ag2 122.3(3) . . ? C15 N3 C17 106.3(4) . . ? C15 N3 Ag1 126.3(3) . . ? C17 N3 Ag1 127.5(3) . . ? C15 N4 C16 108.4(4) . . ? C15 N4 H4 125.8 . . ? C16 N4 H4 125.8 . . ? C9 N5 C11 106.9(4) . . ? C9 N5 Ag2 126.2(4) . . ? C11 N5 Ag2 126.6(4) . . ? C9 N6 C10 108.8(5) . . ? C9 N6 H6 125.6 . . ? C10 N6 H6 125.6 . . ? N2 C1 N1 111.9(4) . . ? N2 C1 C6 123.2(5) . . ? N1 C1 C6 122.3(5) . . ? N2 C1 C6' 120.1(8) . . ? N1 C1 C6' 118.8(8) . . ? C6 C1 C6' 43.8(9) . . ? N1 C2 C3 108.1(4) . . ? N1 C2 C4 120.9(4) . . ? C3 C2 C4 131.1(4) . . ? N2 C3 C2 108.0(4) . . ? N2 C3 C5 120.1(3) . . ? C2 C3 C5 131.9(4) . . ? O1 C4 O2 122.7(4) . . ? O1 C4 C2 119.9(4) . . ? O2 C4 C2 117.4(4) . . ? O3 C5 O4 122.3(4) . . ? O3 C5 C3 120.0(4) . . ? O4 C5 C3 117.6(4) . . ? C7 C6 C1 106.9(17) . . ? C7 C6 H6A 110.3 . . ? C1 C6 H6A 110.3 . . ? C7 C6 H6B 110.3 . . ? C1 C6 H6B 110.3 . . ? H6A C6 H6B 108.6 . . ? C6 C7 C8 112(2) . . ? C6 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? C6 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? C7' C6' C1 104(3) . . ? C7' C6' H6'1 111.0 . . ? C1 C6' H6'1 111.0 . . ? C7' C6' H6'2 111.0 . . ? C1 C6' H6'2 111.0 . . ? H6'1 C6' H6'2 109.0 . . ? C6' C7' C8' 116(3) . . ? C6' C7' H7'1 108.4 . . ? C8' C7' H7'1 108.4 . . ? C6' C7' H7'2 108.4 . . ? C8' C7' H7'2 108.4 . . ? H7'1 C7' H7'2 107.4 . . ? C7' C8' H8'1 109.5 . . ? C7' C8' H8'2 109.5 . . ? H8'1 C8' H8'2 109.5 . . ? C7' C8' H8'3 109.5 . . ? H8'1 C8' H8'3 109.5 . . ? H8'2 C8' H8'3 109.5 . . ? N5 C9 N6 109.7(6) . . ? N5 C9 C12 127.3(5) . . ? N6 C9 C12 122.9(5) . . ? N6 C10 C11 105.9(6) . . ? N6 C10 H10 127.0 . . ? C11 C10 H10 127.0 . . ? C10 C11 N5 108.6(6) . . ? C10 C11 H11 125.7 . . ? N5 C11 H11 125.7 . . ? C9 C12 C13 114.9(9) . . ? C9 C12 C13' 118(2) . . ? C13 C12 C13' 29.4(15) . . ? C9 C12 H12A 108.5 . . ? C13 C12 H12A 108.5 . . ? C13' C12 H12A 80.7 . . ? C9 C12 H12B 108.5 . . ? C13 C12 H12B 108.5 . . ? C13' C12 H12B 127.6 . . ? H12A C12 H12B 107.5 . . ? C9 C12 H12C 108.1 . . ? C13 C12 H12C 130.8 . . ? C13' C12 H12C 108.2 . . ? H12A C12 H12C 32.0 . . ? H12B C12 H12C 77.8 . . ? C9 C12 H12D 107.6 . . ? C13 C12 H12D 82.0 . . ? C13' C12 H12D 107.9 . . ? H12A C12 H12D 132.8 . . ? H12B C12 H12D 30.9 . . ? H12C C12 H12D 107.1 . . ? C12 C13 C14 108.4(13) . . ? C12 C13 H13A 110.0 . . ? C14 C13 H13A 110.0 . . ? C12 C13 H13B 110.0 . . ? C14 C13 H13B 110.0 . . ? H13A C13 H13B 108.4 . . ? C12 C13' C14' 108(4) . . ? C12 C13' H13C 110.1 . . ? C14' C13' H13C 110.1 . . ? C12 C13' H13D 110.1 . . ? C14' C13' H13D 110.1 . . ? H13C C13' H13D 108.4 . . ? C13' C14' H14D 109.5 . . ? C13' C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? C13' C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? N3 C15 N4 109.9(4) . . ? N3 C15 C18 124.5(4) . . ? N4 C15 C18 125.5(5) . . ? N4 C16 C17 106.7(4) . . ? N4 C16 H16 126.6 . . ? C17 C16 H16 126.6 . . ? C16 C17 N3 108.7(5) . . ? C16 C17 H17 125.7 . . ? N3 C17 H17 125.7 . . ? C19 C18 C15 116.7(4) . . ? C19 C18 H18A 108.1 . . ? C15 C18 H18A 108.1 . . ? C19 C18 H18B 108.1 . . ? C15 C18 H18B 108.1 . . ? H18A C18 H18B 107.3 . . ? C18 C19 C20 112.5(5) . . ? C18 C19 H19A 109.1 . . ? C20 C19 H19A 109.1 . . ? C18 C19 H19B 109.1 . . ? C20 C19 H19B 109.1 . . ? H19A C19 H19B 107.8 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? 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 N3 Ag1 N1 C1 36.3(15) . . . . ? N3 Ag1 N1 C2 -149.0(10) . . . . ? N5 Ag2 N2 C1 25.9(12) . . . . ? N5 Ag2 N2 C3 -139.4(8) . . . . ? N1 Ag1 N3 C15 -33.1(15) . . . . ? N1 Ag1 N3 C17 145.3(11) . . . . ? N2 Ag2 N5 C9 -70.6(10) . . . . ? N2 Ag2 N5 C11 102.2(9) . . . . ? C3 N2 C1 N1 1.0(7) . . . . ? Ag2 N2 C1 N1 -166.0(4) . . . . ? C3 N2 C1 C6 -160.8(10) . . . . ? Ag2 N2 C1 C6 32.1(13) . . . . ? C3 N2 C1 C6' 147.3(16) . . . . ? Ag2 N2 C1 C6' -19.7(18) . . . . ? C2 N1 C1 N2 -1.1(7) . . . . ? Ag1 N1 C1 N2 174.3(4) . . . . ? C2 N1 C1 C6 160.9(10) . . . . ? Ag1 N1 C1 C6 -23.7(12) . . . . ? C2 N1 C1 C6' -147.9(15) . . . . ? Ag1 N1 C1 C6' 27.5(17) . . . . ? C1 N1 C2 C3 0.7(6) . . . . ? Ag1 N1 C2 C3 -175.0(3) . . . . ? C1 N1 C2 C4 -179.4(5) . . . . ? Ag1 N1 C2 C4 4.8(7) . . . . ? C1 N2 C3 C2 -0.5(6) . . . . ? Ag2 N2 C3 C2 167.8(3) . . . . ? C1 N2 C3 C5 -178.8(5) . . . . ? Ag2 N2 C3 C5 -10.5(7) . . . . ? N1 C2 C3 N2 -0.1(6) . . . . ? C4 C2 C3 N2 -180.0(5) . . . . ? N1 C2 C3 C5 177.9(5) . . . . ? C4 C2 C3 C5 -2.0(9) . . . . ? N1 C2 C4 O1 1.0(8) . . . . ? C3 C2 C4 O1 -179.2(5) . . . . ? N1 C2 C4 O2 -178.1(5) . . . . ? C3 C2 C4 O2 1.7(8) . . . . ? N2 C3 C5 O3 2.0(8) . . . . ? C2 C3 C5 O3 -175.8(5) . . . . ? N2 C3 C5 O4 -178.5(5) . . . . ? C2 C3 C5 O4 3.7(8) . . . . ? N2 C1 C6 C7 -101.2(10) . . . . ? N1 C1 C6 C7 98.8(12) . . . . ? C6' C1 C6 C7 -0.7(12) . . . . ? C1 C6 C7 C8 177.6(15) . . . . ? N2 C1 C6' C7' 118.2(13) . . . . ? N1 C1 C6' C7' -97.8(17) . . . . ? C6 C1 C6' C7' 10.1(12) . . . . ? C1 C6' C7' C8' 175(2) . . . . ? C11 N5 C9 N6 -1.2(7) . . . . ? Ag2 N5 C9 N6 172.8(4) . . . . ? C11 N5 C9 C12 -179.5(6) . . . . ? Ag2 N5 C9 C12 -5.5(9) . . . . ? C10 N6 C9 N5 2.4(7) . . . . ? C10 N6 C9 C12 -179.2(6) . . . . ? C9 N6 C10 C11 -2.6(7) . . . . ? N6 C10 C11 N5 1.9(7) . . . . ? C9 N5 C11 C10 -0.5(7) . . . . ? Ag2 N5 C11 C10 -174.5(4) . . . . ? N5 C9 C12 C13 95.1(11) . . . . ? N6 C9 C12 C13 -83.0(11) . . . . ? N5 C9 C12 C13' 62(2) . . . . ? N6 C9 C12 C13' -116(2) . . . . ? C9 C12 C13 C14 -171.8(9) . . . . ? C13' C12 C13 C14 -69(5) . . . . ? C9 C12 C13' C14' 47(4) . . . . ? C13 C12 C13' C14' -45(4) . . . . ? C17 N3 C15 N4 1.1(6) . . . . ? Ag1 N3 C15 N4 179.8(3) . . . . ? C17 N3 C15 C18 -176.6(5) . . . . ? Ag1 N3 C15 C18 2.1(8) . . . . ? C16 N4 C15 N3 -1.2(7) . . . . ? C16 N4 C15 C18 176.5(5) . . . . ? C15 N4 C16 C17 0.8(7) . . . . ? N4 C16 C17 N3 -0.1(7) . . . . ? C15 N3 C17 C16 -0.6(7) . . . . ? Ag1 N3 C17 C16 -179.3(4) . . . . ? N3 C15 C18 C19 167.5(6) . . . . ? N4 C15 C18 C19 -9.9(9) . . . . ? C15 C18 C19 C20 -173.4(6) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.436 _refine_diff_density_min -0.705 _refine_diff_density_rms 0.069 data_1 _database_code_depnum_ccdc_archive 'CCDC 890539' #TrackingRef 'Cry_1_R1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H16 N4 O10 Zn, 2(H2 O), 0.25(H2 O)' _chemical_formula_sum 'C14 H20.50 N4 O12.25 Zn' _chemical_formula_weight 506.21 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' N N 0.0061 0.0033 '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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.2290(7) _cell_length_b 8.9199(9) _cell_length_c 9.3501(10) _cell_angle_alpha 65.6800(10) _cell_angle_beta 88.420(2) _cell_angle_gamma 70.5700(10) _cell_volume 513.90(9) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1353 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 25.387 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.636 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 261 _exptl_absorpt_coefficient_mu 1.267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.796 _exptl_absorpt_correction_T_max 0.837 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 2718 _diffrn_reflns_av_R_equivalents 0.0218 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 25.02 _reflns_number_total 1818 _reflns_number_gt 1516 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0583P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1818 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0494 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1143 _refine_ls_wR_factor_gt 0.1103 _refine_ls_goodness_of_fit_ref 1.182 _refine_ls_restrained_S_all 1.182 _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 Zn1 Zn 0.5000 0.5000 0.5000 0.0346(2) Uani 1 2 d S . . N1 N 0.3639(4) 0.6484(3) 0.6252(3) 0.0295(6) Uani 1 1 d . . . N2 N 0.2281(4) 0.7946(4) 0.7641(3) 0.0343(7) Uani 1 1 d . . . O1 O 0.4455(4) 0.7654(3) 0.3216(3) 0.0416(6) Uani 1 1 d . . . O2 O 0.3311(4) 1.0445(3) 0.2829(3) 0.0508(7) Uani 1 1 d . . . O3 O 0.1807(4) 1.2102(3) 0.4393(3) 0.0485(7) Uani 1 1 d . . . H3 H 0.2403 1.1504 0.3939 0.073 Uiso 1 1 calc R . . O4 O 0.0693(4) 1.1604(3) 0.6724(3) 0.0486(7) Uani 1 1 d . . . O5 O 0.7791(4) 0.4805(3) 0.5853(4) 0.0538(8) Uani 1 1 d . . . H5C H 0.8112 0.5648 0.5829 0.065 Uiso 1 1 d R . . H5D H 0.8824 0.3888 0.6140 0.065 Uiso 1 1 d R . . O6 O 0.1649(5) 0.8376(5) 0.0429(4) 0.0777(10) Uani 1 1 d . . . H6E H 0.2692 0.8158 0.0990 0.093 Uiso 1 1 d R . . H6D H 0.1402 0.9360 -0.0369 0.093 Uiso 1 1 d R . . O7 O 0.5000 1.0000 0.0000 0.089(6) Uani 0.25 2 d SP . . H7F H 0.4974 0.9138 0.0843 0.106 Uiso 0.13 1 d PR . . H7G H 0.5530 0.9614 -0.0662 0.106 Uiso 0.13 1 d PR . . C1 C 0.3701(5) 0.8802(4) 0.3692(4) 0.0341(8) Uani 1 1 d . . . C2 C 0.3206(5) 0.8242(4) 0.5336(4) 0.0306(7) Uani 1 1 d . . . C3 C 0.2356(5) 0.9173(4) 0.6184(4) 0.0308(8) Uani 1 1 d . . . C4 C 0.1549(5) 1.1088(4) 0.5777(4) 0.0361(8) Uani 1 1 d . . . C5 C 0.3070(5) 0.6333(4) 0.7648(4) 0.0321(8) Uani 1 1 d . . . C6 C 0.3158(6) 0.4673(5) 0.9028(4) 0.0407(9) Uani 1 1 d . . . H6A H 0.2945 0.4895 0.9962 0.049 Uiso 1 1 calc R . . H6B H 0.4467 0.3798 0.9217 0.049 Uiso 1 1 calc R . . C7 C 0.1640(7) 0.3951(6) 0.8777(5) 0.0619(12) Uani 1 1 d . . . H7A H 0.0337 0.4796 0.8626 0.093 Uiso 1 1 calc R . . H7B H 0.1767 0.2880 0.9688 0.093 Uiso 1 1 calc R . . H7C H 0.1850 0.3719 0.7859 0.093 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 Zn1 0.0384(4) 0.0254(3) 0.0397(4) -0.0192(3) 0.0043(3) -0.0040(2) N1 0.0299(15) 0.0224(14) 0.0346(16) -0.0146(12) 0.0028(12) -0.0041(12) N2 0.0349(17) 0.0318(16) 0.0377(16) -0.0214(14) 0.0054(13) -0.0053(13) O1 0.0519(16) 0.0329(13) 0.0381(14) -0.0185(11) 0.0104(12) -0.0086(12) O2 0.073(2) 0.0309(14) 0.0433(16) -0.0126(12) 0.0121(14) -0.0161(14) O3 0.0563(18) 0.0274(13) 0.0623(19) -0.0248(14) 0.0071(14) -0.0084(12) O4 0.0497(17) 0.0364(14) 0.0610(18) -0.0325(14) 0.0051(13) -0.0016(12) O5 0.0373(15) 0.0355(14) 0.090(2) -0.0353(15) -0.0092(14) -0.0023(12) O6 0.069(2) 0.100(3) 0.059(2) -0.048(2) 0.0039(16) -0.0045(19) O7 0.096(16) 0.075(14) 0.060(12) -0.020(11) 0.027(11) -0.001(11) C1 0.0352(19) 0.0284(18) 0.038(2) -0.0165(16) 0.0040(15) -0.0082(15) C2 0.0288(18) 0.0273(17) 0.0368(18) -0.0165(15) 0.0010(14) -0.0073(14) C3 0.0289(18) 0.0271(17) 0.0366(19) -0.0176(15) -0.0003(14) -0.0049(14) C4 0.033(2) 0.0281(18) 0.049(2) -0.0209(18) -0.0037(17) -0.0063(16) C5 0.0288(18) 0.0285(17) 0.038(2) -0.0166(15) 0.0018(15) -0.0064(15) C6 0.042(2) 0.036(2) 0.038(2) -0.0148(17) 0.0026(17) -0.0084(17) C7 0.071(3) 0.060(3) 0.054(3) -0.014(2) 0.004(2) -0.036(3) _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 N1 2.107(3) . ? Zn1 N1 2.107(3) 2_666 ? Zn1 O5 2.116(2) . ? Zn1 O5 2.116(2) 2_666 ? Zn1 O1 2.169(2) . ? Zn1 O1 2.169(2) 2_666 ? N1 C5 1.324(4) . ? N1 C2 1.369(4) . ? N2 C5 1.357(4) . ? N2 C3 1.366(4) . ? O1 C1 1.239(4) . ? O2 C1 1.281(4) . ? O3 C4 1.289(4) . ? O3 H3 0.8200 . ? O4 C4 1.223(4) . ? O5 H5C 0.8500 . ? O5 H5D 0.8500 . ? O6 H6E 0.8500 . ? O6 H6D 0.8500 . ? O7 H7F 0.8500 . ? O7 H7G 0.8500 . ? C1 C2 1.482(5) . ? C2 C3 1.368(4) . ? C3 C4 1.489(4) . ? C5 C6 1.494(5) . ? C6 C7 1.511(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? 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 Zn1 N1 180.0 . 2_666 ? N1 Zn1 O5 89.26(10) . . ? N1 Zn1 O5 90.74(10) 2_666 . ? N1 Zn1 O5 90.74(10) . 2_666 ? N1 Zn1 O5 89.26(10) 2_666 2_666 ? O5 Zn1 O5 180.0 . 2_666 ? N1 Zn1 O1 78.84(9) . . ? N1 Zn1 O1 101.16(9) 2_666 . ? O5 Zn1 O1 91.64(10) . . ? O5 Zn1 O1 88.36(10) 2_666 . ? N1 Zn1 O1 101.16(9) . 2_666 ? N1 Zn1 O1 78.84(9) 2_666 2_666 ? O5 Zn1 O1 88.36(10) . 2_666 ? O5 Zn1 O1 91.64(10) 2_666 2_666 ? O1 Zn1 O1 180.0 . 2_666 ? C5 N1 C2 106.4(3) . . ? C5 N1 Zn1 142.6(2) . . ? C2 N1 Zn1 111.0(2) . . ? C5 N2 C3 108.3(3) . . ? C1 O1 Zn1 113.8(2) . . ? C4 O3 H3 109.5 . . ? Zn1 O5 H5C 126.3 . . ? Zn1 O5 H5D 124.4 . . ? H5C O5 H5D 108.7 . . ? H6E O6 H6D 108.9 . . ? H7F O7 H7G 108.8 . . ? O1 C1 O2 123.3(3) . . ? O1 C1 C2 118.1(3) . . ? O2 C1 C2 118.6(3) . . ? C3 C2 N1 109.8(3) . . ? C3 C2 C1 132.0(3) . . ? N1 C2 C1 118.2(3) . . ? N2 C3 C2 105.5(3) . . ? N2 C3 C4 121.6(3) . . ? C2 C3 C4 132.9(3) . . ? O4 C4 O3 124.5(3) . . ? O4 C4 C3 120.1(3) . . ? O3 C4 C3 115.5(3) . . ? N1 C5 N2 110.0(3) . . ? N1 C5 C6 126.5(3) . . ? N2 C5 C6 123.4(3) . . ? C5 C6 C7 112.7(3) . . ? C5 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? C5 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Zn1 N1 C5 60(100) 2_666 . . . ? O5 Zn1 N1 C5 -87.8(4) . . . . ? O5 Zn1 N1 C5 92.2(4) 2_666 . . . ? O1 Zn1 N1 C5 -179.7(4) . . . . ? O1 Zn1 N1 C5 0.3(4) 2_666 . . . ? N1 Zn1 N1 C2 -121(100) 2_666 . . . ? O5 Zn1 N1 C2 90.2(2) . . . . ? O5 Zn1 N1 C2 -89.8(2) 2_666 . . . ? O1 Zn1 N1 C2 -1.6(2) . . . . ? O1 Zn1 N1 C2 178.4(2) 2_666 . . . ? N1 Zn1 O1 C1 2.4(2) . . . . ? N1 Zn1 O1 C1 -177.6(2) 2_666 . . . ? O5 Zn1 O1 C1 -86.5(3) . . . . ? O5 Zn1 O1 C1 93.5(3) 2_666 . . . ? O1 Zn1 O1 C1 125(100) 2_666 . . . ? Zn1 O1 C1 O2 178.3(3) . . . . ? Zn1 O1 C1 C2 -2.6(4) . . . . ? C5 N1 C2 C3 -0.2(4) . . . . ? Zn1 N1 C2 C3 -179.0(2) . . . . ? C5 N1 C2 C1 179.7(3) . . . . ? Zn1 N1 C2 C1 0.9(4) . . . . ? O1 C1 C2 C3 -179.0(3) . . . . ? O2 C1 C2 C3 0.2(6) . . . . ? O1 C1 C2 N1 1.2(5) . . . . ? O2 C1 C2 N1 -179.6(3) . . . . ? C5 N2 C3 C2 0.0(4) . . . . ? C5 N2 C3 C4 178.3(3) . . . . ? N1 C2 C3 N2 0.1(4) . . . . ? C1 C2 C3 N2 -179.8(3) . . . . ? N1 C2 C3 C4 -177.9(3) . . . . ? C1 C2 C3 C4 2.3(6) . . . . ? N2 C3 C4 O4 -4.3(5) . . . . ? C2 C3 C4 O4 173.4(3) . . . . ? N2 C3 C4 O3 176.4(3) . . . . ? C2 C3 C4 O3 -5.9(6) . . . . ? C2 N1 C5 N2 0.2(4) . . . . ? Zn1 N1 C5 N2 178.3(2) . . . . ? C2 N1 C5 C6 177.2(3) . . . . ? Zn1 N1 C5 C6 -4.7(6) . . . . ? C3 N2 C5 N1 -0.2(4) . . . . ? C3 N2 C5 C6 -177.3(3) . . . . ? N1 C5 C6 C7 -71.9(5) . . . . ? N2 C5 C6 C7 104.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.748 _refine_diff_density_min -0.413 _refine_diff_density_rms 0.071 # Attachment 'Cry_3_R1.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 890540' #TrackingRef 'Cry_3_R1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H10 N2 O5 Zn' _chemical_formula_sum 'C8 H10 N2 O5 Zn' _chemical_formula_weight 279.55 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 C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.267(3) _cell_length_b 11.2198(5) _cell_length_c 12.833(3) _cell_angle_alpha 90.00 _cell_angle_beta 127.52(3) _cell_angle_gamma 90.00 _cell_volume 2200.3(11) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 26.37 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 2.240 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.623 _exptl_absorpt_correction_T_max 0.715 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 4686 _diffrn_reflns_av_R_equivalents 0.0155 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2240 _reflns_number_gt 2003 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2240 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0368 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.1269 _refine_ls_wR_factor_gt 0.1183 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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 0.17314(2) 0.52111(3) 0.23013(3) 0.02740(18) Uani 1 1 d . . . C1' C 0.0559(6) 0.1301(10) 0.0222(10) 0.081(3) Uani 0.50 1 d P . . C1 C 0.0158(11) 0.1787(19) -0.1398(11) 0.158(7) Uani 0.50 1 d P . . C2 C 0.0726(3) 0.2299(8) -0.0042(4) 0.103(2) Uani 1 1 d . . . C3 C 0.1652(2) 0.2627(3) 0.0429(3) 0.0411(7) Uani 1 1 d . . . H3A H 0.1856 0.2032 0.0124 0.049 Uiso 1 1 calc R . . H3B H 0.1637 0.3391 0.0062 0.049 Uiso 1 1 calc R . . C4 C 0.29562(18) 0.4107(2) 0.4860(2) 0.0279(6) Uani 1 1 d . . . C5 C 0.22724(17) 0.2691(2) 0.1909(2) 0.0267(6) Uani 1 1 d . . . C6 C 0.28563(16) 0.3297(2) 0.3884(2) 0.0255(5) Uani 1 1 d . . . C7 C 0.38159(17) 0.1410(2) 0.5068(2) 0.0278(6) Uani 1 1 d . . . C8 C 0.31931(17) 0.2202(2) 0.3947(2) 0.0255(5) Uani 1 1 d . . . O1 O 0.34995(15) 0.38229(19) 0.61091(17) 0.0400(5) Uani 1 1 d . . . H1A H 0.3705 0.3160 0.6185 0.060 Uiso 1 1 calc R . . O2 O 0.40954(14) 0.17349(18) 0.62038(17) 0.0355(5) Uani 1 1 d . . . O3 O 0.25264(17) 0.5035(2) 0.4494(2) 0.0351(5) Uani 1 1 d . . . O4 O 0.06550(14) 0.50557(19) 0.2158(2) 0.0335(5) Uani 1 1 d . . . H4A H 0.0688 0.4968 0.2845 0.040 Uiso 1 1 d R . . H4B H 0.0158 0.5081 0.1408 0.040 Uiso 1 1 d R . . O5 O 0.40272(14) 0.04584(19) 0.48056(18) 0.0306(5) Uani 1 1 d . . . N1 N 0.22802(14) 0.3609(2) 0.2588(2) 0.0278(5) Uani 1 1 d . . . N2 N 0.28213(14) 0.1825(2) 0.26964(19) 0.0259(5) 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 Zn1 0.0285(3) 0.0207(3) 0.0278(3) 0.00189(10) 0.0144(2) 0.00091(11) C1' 0.048(5) 0.082(7) 0.080(6) 0.005(5) 0.021(5) -0.014(5) C1 0.131(12) 0.174(17) 0.057(7) -0.014(8) 0.000(7) -0.004(13) C2 0.056(3) 0.164(7) 0.045(2) -0.026(3) 0.009(2) -0.033(4) C3 0.0481(19) 0.0381(17) 0.0206(12) 0.0035(12) 0.0124(13) 0.0126(15) C4 0.0304(14) 0.0247(14) 0.0247(12) 0.0012(10) 0.0148(11) -0.0003(11) C5 0.0310(14) 0.0234(13) 0.0220(12) 0.0008(10) 0.0142(11) 0.0005(11) C6 0.0257(13) 0.0234(13) 0.0208(11) 0.0017(10) 0.0108(11) -0.0009(10) C7 0.0272(13) 0.0246(13) 0.0231(11) 0.0012(10) 0.0109(11) -0.0012(11) C8 0.0265(13) 0.0241(13) 0.0201(11) -0.0002(10) 0.0112(11) 0.0002(10) O1 0.0522(13) 0.0340(11) 0.0246(9) -0.0001(8) 0.0186(10) 0.0064(10) O2 0.0422(12) 0.0340(10) 0.0198(8) 0.0027(8) 0.0134(9) 0.0049(9) O3 0.0420(14) 0.0287(10) 0.0313(11) -0.0022(8) 0.0206(11) 0.0032(9) O4 0.0288(12) 0.0431(11) 0.0244(10) 0.0062(8) 0.0141(9) 0.0021(9) O5 0.0312(11) 0.0256(10) 0.0234(9) 0.0014(8) 0.0106(9) 0.0057(9) N1 0.0307(12) 0.0236(11) 0.0228(10) 0.0017(8) 0.0130(10) 0.0026(9) N2 0.0294(12) 0.0231(11) 0.0219(10) 0.0006(8) 0.0138(10) 0.0020(9) _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 O4 1.975(2) . ? Zn1 N2 2.004(2) 4 ? Zn1 N1 2.003(2) . ? Zn1 O5 2.170(2) 4 ? Zn1 O3 2.248(2) . ? C1' C2 1.267(12) . ? C1 C2 1.496(13) . ? C2 C3 1.539(6) . ? C3 C5 1.508(3) . ? C4 O3 1.232(4) . ? C4 O1 1.313(3) . ? C4 C6 1.462(3) . ? C5 N1 1.343(3) . ? C5 N2 1.335(3) . ? C6 N1 1.368(3) . ? C6 C8 1.368(4) . ? C7 O5 1.259(3) . ? C7 O2 1.261(3) . ? C7 C8 1.482(3) . ? C8 N2 1.367(3) . ? O5 Zn1 2.170(2) 4_545 ? N2 Zn1 2.004(2) 4_545 ? 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 O4 Zn1 N2 120.40(9) . 4 ? O4 Zn1 N1 110.16(9) . . ? N2 Zn1 N1 129.21(10) 4 . ? O4 Zn1 O5 91.33(9) . 4 ? N2 Zn1 O5 81.32(8) 4 4 ? N1 Zn1 O5 102.91(8) . 4 ? O4 Zn1 O3 89.13(9) . . ? N2 Zn1 O3 96.50(8) 4 . ? N1 Zn1 O3 79.05(8) . . ? O5 Zn1 O3 177.69(7) 4 . ? C1' C2 C1 81.2(9) . . ? C1' C2 C3 121.9(7) . . ? C1 C2 C3 113.6(8) . . ? C5 C3 C2 110.3(3) . . ? O3 C4 O1 121.4(2) . . ? O3 C4 C6 119.5(2) . . ? O1 C4 C6 119.1(2) . . ? N1 C5 N2 112.1(2) . . ? N1 C5 C3 122.7(2) . . ? N2 C5 C3 125.0(2) . . ? N1 C6 C8 107.8(2) . . ? N1 C6 C4 117.9(2) . . ? C8 C6 C4 134.2(2) . . ? O5 C7 O2 125.1(2) . . ? O5 C7 C8 116.8(2) . . ? O2 C7 C8 118.1(2) . . ? N2 C8 C6 108.5(2) . . ? N2 C8 C7 119.3(2) . . ? C6 C8 C7 132.1(2) . . ? C4 O3 Zn1 109.79(17) . . ? C7 O5 Zn1 111.08(16) . 4_545 ? C5 N1 C6 105.8(2) . . ? C5 N1 Zn1 140.59(18) . . ? C6 N1 Zn1 113.56(16) . . ? C5 N2 C8 105.7(2) . . ? C5 N2 Zn1 143.15(17) . 4_545 ? C8 N2 Zn1 111.14(16) . 4_545 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.625 _refine_diff_density_min -0.545 _refine_diff_density_rms 0.091 # Attachment 'Cry_4_R1.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 890541' #TrackingRef 'Cry_4_R1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 Cd N4 O8' _chemical_formula_weight 506.74 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 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 8.2303(2) _cell_length_b 10.7231(3) _cell_length_c 11.1975(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00(3) _cell_angle_gamma 90.00 _cell_volume 988.23(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5694 _cell_measurement_theta_min 2.6247 _cell_measurement_theta_max 28.7003 _exptl_crystal_description block _exptl_crystal_colour yellowish _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.703 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 1.156 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.72452 _exptl_absorpt_correction_T_max 0.88553 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'multiwire proportional' _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 7861 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0142 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 26.36 _reflns_number_total 2021 _reflns_number_gt 1793 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _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^)+(0.0546P)^2^+0.6824P] 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 2021 _refine_ls_number_parameters 133 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0300 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0833 _refine_ls_wR_factor_gt 0.0782 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 Cd1 Cd 0.0000 0.5000 0.5000 0.03033(12) Uani 1 2 d S . . C1 C -0.4301(12) 0.4758(8) 0.1341(14) 0.268(9) Uani 1 1 d . . . H1B H -0.4527 0.4030 0.0870 0.402 Uiso 1 1 calc R . . H1C H -0.4853 0.5464 0.1003 0.402 Uiso 1 1 calc R . . H1D H -0.4674 0.4627 0.2144 0.402 Uiso 1 1 calc R . . C2 C -0.2445(9) 0.5005(4) 0.1350(13) 0.206(7) Uani 1 1 d . . . H2B H -0.1865 0.4300 0.1685 0.247 Uiso 1 1 calc R . . H2C H -0.2049 0.5156 0.0547 0.247 Uiso 1 1 calc R . . C3 C -0.2227(4) 0.6145(4) 0.2117(4) 0.0808(14) Uani 1 1 d . . . H3A H -0.2746 0.6846 0.1724 0.097 Uiso 1 1 calc R . . H3B H -0.2785 0.6009 0.2869 0.097 Uiso 1 1 calc R . . C4 C -0.0507(3) 0.6480(3) 0.2374(2) 0.0439(6) Uani 1 1 d . . . C5 C 0.1899(3) 0.7369(2) 0.2232(2) 0.0310(5) Uani 1 1 d . . . C6 C 0.1759(3) 0.6782(2) 0.3310(2) 0.0273(5) Uani 1 1 d . . . C7 C 0.3211(3) 0.8136(3) 0.1703(2) 0.0364(6) Uani 1 1 d . . . C8 C 0.2853(3) 0.6735(2) 0.4370(2) 0.0335(5) Uani 1 1 d . . . O1 O 0.4474(2) 0.8310(2) 0.23423(19) 0.0555(6) Uani 1 1 d . . . H1A H 0.4354 0.7968 0.2991 0.083 Uiso 1 1 calc R . . O2 O 0.3040(2) 0.8563(2) 0.06981(17) 0.0485(5) Uani 1 1 d . . . O3 O 0.2389(2) 0.61823(18) 0.52745(15) 0.0413(4) Uani 1 1 d . . . O4 O 0.4209(2) 0.7310(2) 0.42984(17) 0.0490(5) Uani 1 1 d . . . N1 N 0.0457(3) 0.7158(2) 0.16579(19) 0.0405(5) Uani 1 1 d . . . H1E H 0.0209 0.7418 0.0954 0.049 Uiso 1 1 calc R . . N2 N 0.0266(2) 0.62166(19) 0.33808(18) 0.0332(4) 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 Cd1 0.03301(18) 0.03355(18) 0.02445(17) 0.00734(8) 0.00717(11) 0.00199(8) C1 0.158(9) 0.189(8) 0.46(3) 0.087(10) -0.182(12) -0.095(7) C2 0.116(6) 0.079(4) 0.42(2) 0.053(5) -0.178(10) -0.034(3) C3 0.0484(18) 0.107(3) 0.087(3) 0.053(2) -0.0324(18) -0.035(2) C4 0.0355(13) 0.0558(16) 0.0406(14) 0.0184(12) -0.0130(11) -0.0132(12) C5 0.0293(11) 0.0373(12) 0.0264(11) 0.0041(9) -0.0024(9) -0.0048(9) C6 0.0261(11) 0.0330(12) 0.0229(11) 0.0013(9) -0.0002(9) -0.0029(9) C7 0.0352(13) 0.0400(13) 0.0339(13) 0.0046(11) 0.0033(10) -0.0070(11) C8 0.0357(12) 0.0394(13) 0.0254(11) -0.0020(9) -0.0064(10) -0.0033(10) O1 0.0406(11) 0.0773(15) 0.0486(12) 0.0213(11) -0.0054(9) -0.0267(10) O2 0.0516(11) 0.0593(12) 0.0346(10) 0.0154(9) 0.0029(8) -0.0178(9) O3 0.0478(10) 0.0532(11) 0.0229(8) 0.0042(7) -0.0062(7) -0.0074(8) O4 0.0419(10) 0.0683(13) 0.0368(10) 0.0065(9) -0.0143(8) -0.0218(9) N1 0.0389(11) 0.0519(13) 0.0307(11) 0.0182(9) -0.0118(9) -0.0125(10) N2 0.0292(10) 0.0403(11) 0.0301(10) 0.0106(8) -0.0041(8) -0.0069(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 Cd1 N2 2.2444(19) . ? Cd1 N2 2.2444(19) 3_566 ? Cd1 O3 2.3594(18) . ? Cd1 O3 2.3594(18) 3_566 ? Cd1 O2 2.3634(18) 4_576 ? Cd1 O2 2.3634(18) 2_545 ? C1 C2 1.551(12) . ? C2 C3 1.504(10) . ? C3 C4 1.489(4) . ? C4 N2 1.325(3) . ? C4 N1 1.342(3) . ? C5 C6 1.366(3) . ? C5 N1 1.369(3) . ? C5 C7 1.481(3) . ? C6 N2 1.372(3) . ? C6 C8 1.490(3) . ? C7 O2 1.224(3) . ? C7 O1 1.275(3) . ? C8 O3 1.234(3) . ? C8 O4 1.278(3) . ? O2 Cd1 2.3634(18) 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 N2 Cd1 N2 180.0 . 3_566 ? N2 Cd1 O3 73.23(6) . . ? N2 Cd1 O3 106.77(6) 3_566 . ? N2 Cd1 O3 106.77(6) . 3_566 ? N2 Cd1 O3 73.23(6) 3_566 3_566 ? O3 Cd1 O3 180.0 . 3_566 ? N2 Cd1 O2 87.42(7) . 4_576 ? N2 Cd1 O2 92.58(7) 3_566 4_576 ? O3 Cd1 O2 100.10(7) . 4_576 ? O3 Cd1 O2 79.90(7) 3_566 4_576 ? N2 Cd1 O2 92.58(7) . 2_545 ? N2 Cd1 O2 87.42(7) 3_566 2_545 ? O3 Cd1 O2 79.90(7) . 2_545 ? O3 Cd1 O2 100.10(7) 3_566 2_545 ? O2 Cd1 O2 180.0 4_576 2_545 ? C3 C2 C1 105.1(9) . . ? C4 C3 C2 114.8(5) . . ? N2 C4 N1 109.9(2) . . ? N2 C4 C3 124.7(2) . . ? N1 C4 C3 125.3(2) . . ? C6 C5 N1 105.4(2) . . ? C6 C5 C7 132.1(2) . . ? N1 C5 C7 122.4(2) . . ? N2 C6 C5 109.3(2) . . ? N2 C6 C8 118.7(2) . . ? C5 C6 C8 131.9(2) . . ? O2 C7 O1 123.7(2) . . ? O2 C7 C5 119.5(2) . . ? O1 C7 C5 116.8(2) . . ? O3 C8 O4 123.6(2) . . ? O3 C8 C6 118.9(2) . . ? O4 C8 C6 117.5(2) . . ? C7 O2 Cd1 118.04(18) . 2 ? C8 O3 Cd1 114.14(15) . . ? C4 N1 C5 108.7(2) . . ? C4 N2 C6 106.7(2) . . ? C4 N2 Cd1 139.85(16) . . ? C6 N2 Cd1 112.99(14) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.700 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.073 # Attachment 'Cry_5_R1.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 890542' #TrackingRef 'Cry_5_R1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H6 Cd N2 O5' _chemical_formula_weight 298.53 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 Tetragonal _symmetry_space_group_name_H-M I4/mmm _symmetry_space_group_name_Hall '-I 4 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-y, x, z' 'y, -x, z' '-x, y, -z' 'x, -y, -z' 'y, x, -z' '-y, -x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x+1/2, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z+1/2' 'y+1/2, x+1/2, -z+1/2' '-y+1/2, -x+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z' 'y, -x, -z' '-y, x, -z' 'x, -y, z' '-x, y, z' '-y, -x, z' 'y, x, z' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1/2' '-y+1/2, -x+1/2, z+1/2' 'y+1/2, x+1/2, z+1/2' _cell_length_a 16.2010(3) _cell_length_b 16.2010(3) _cell_length_c 6.9121(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1814.24(9) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1559 _cell_measurement_theta_min 2.5093 _cell_measurement_theta_max 28.5725 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 2.405 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.595 _exptl_absorpt_correction_T_max 0.649 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'multiwire proportional' _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 2003 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_sigmaI/netI 0.0182 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 26.37 _reflns_number_total 570 _reflns_number_gt 494 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _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^)+(0.1030P)^2^+8.6698P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens ? _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 570 _refine_ls_number_parameters 60 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0455 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1422 _refine_ls_wR_factor_gt 0.1384 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _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 0.70763(3) 0.29237(3) 0.5000 0.0241(4) Uani 1 4 d S . . C1 C 0.7580(6) 0.4574(6) 0.2983(16) 0.025(2) Uani 0.50 1 d P . . C2 C 0.8963(7) 0.2871(7) 0.3461(19) 0.031(3) Uani 0.50 1 d P . . C3 C 0.7020(9) 0.5000 0.560(3) 0.030(4) Uani 0.50 2 d SP . . C4 C 0.6598(16) 0.5000 0.754(3) 0.070(7) Uani 0.50 2 d SP . . N1 N 0.7235(5) 0.4314(4) 0.5000 0.053(3) Uani 1 2 d S . . O1 O 0.9198(5) 0.3263(6) 0.5000 0.065(2) Uani 1 2 d S . . O2 O 0.8223(5) 0.2671(5) 0.3150(14) 0.0371(19) Uani 0.50 1 d P . . O3 O 1.0000 0.4348(7) 0.5000 0.137(9) Uani 1 4 d S . . 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 0.0207(4) 0.0207(4) 0.0308(6) 0.000 0.000 -0.0014(2) C1 0.029(5) 0.017(5) 0.029(5) 0.003(4) 0.010(4) -0.001(4) C2 0.017(5) 0.040(6) 0.037(6) -0.009(5) 0.002(5) -0.004(4) C3 0.033(9) 0.035(9) 0.022(8) 0.000 0.007(5) 0.000 C4 0.066(15) 0.11(2) 0.033(10) 0.000 0.023(11) 0.000 N1 0.027(3) 0.017(4) 0.115(9) 0.000 0.000 -0.002(3) O1 0.042(4) 0.092(6) 0.061(5) 0.000 0.000 0.000(5) O2 0.019(4) 0.049(5) 0.044(5) -0.006(5) 0.006(4) 0.002(4) O3 0.021(5) 0.046(7) 0.34(3) 0.000 0.000 0.000 _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 2.268(7) 23_665 ? Cd1 N1 2.268(7) . ? Cd1 O2 2.291(8) 18_556 ? Cd1 O2 2.291(8) 8_666 ? Cd1 O2 2.291(8) 23_665 ? Cd1 O2 2.291(8) . ? Cd1 O2 2.430(9) 32_545 ? Cd1 O2 2.430(9) 25_655 ? Cd1 O2 2.430(9) 10_655 ? Cd1 O2 2.430(9) 15_545 ? C1 C1 1.38(2) 21_565 ? C1 C2 1.482(15) 15_545 ? C1 C3 1.503(17) 18_556 ? C1 N1 1.559(11) . ? C1 C4 1.77(2) 18_556 ? C2 O2 1.260(14) . ? C2 O1 1.297(13) . ? C2 C1 1.482(15) 15_545 ? C3 C3 0.83(4) 18_556 ? C3 N1 1.236(10) . ? C3 N1 1.236(10) 21_565 ? C3 C4 1.50(3) . ? C3 C1 1.503(17) 6_566 ? C3 C1 1.503(17) 18_556 ? C4 C1 1.77(2) 6_566 ? C4 C1 1.77(2) 18_556 ? N1 C3 1.236(10) 18_556 ? N1 C1 1.559(11) 18_556 ? O1 C2 1.297(13) 18_556 ? O2 O2 1.551(19) 15_545 ? O2 Cd1 2.430(9) 25_655 ? 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 N1 103.1(4) 23_665 . ? N1 Cd1 O2 141.7(2) 23_665 18_556 ? N1 Cd1 O2 94.9(3) . 18_556 ? N1 Cd1 O2 94.9(3) 23_665 8_666 ? N1 Cd1 O2 141.7(2) . 8_666 ? O2 Cd1 O2 53.1(4) 18_556 8_666 ? N1 Cd1 O2 94.9(3) 23_665 23_665 ? N1 Cd1 O2 141.7(2) . 23_665 ? O2 Cd1 O2 91.3(5) 18_556 23_665 ? O2 Cd1 O2 67.8(5) 8_666 23_665 ? N1 Cd1 O2 141.7(2) 23_665 . ? N1 Cd1 O2 94.9(3) . . ? O2 Cd1 O2 67.8(5) 18_556 . ? O2 Cd1 O2 91.3(5) 8_666 . ? O2 Cd1 O2 53.1(4) 23_665 . ? N1 Cd1 O2 114.6(2) 23_665 32_545 ? N1 Cd1 O2 75.9(2) . 32_545 ? O2 Cd1 O2 38.2(4) 18_556 32_545 ? O2 Cd1 O2 65.8(3) 8_666 32_545 ? O2 Cd1 O2 126.21(19) 23_665 32_545 ? O2 Cd1 O2 102.4(3) . 32_545 ? N1 Cd1 O2 75.9(2) 23_665 25_655 ? N1 Cd1 O2 114.6(2) . 25_655 ? O2 Cd1 O2 126.21(19) 18_556 25_655 ? O2 Cd1 O2 102.4(3) 8_666 25_655 ? O2 Cd1 O2 38.2(4) 23_665 25_655 ? O2 Cd1 O2 65.8(3) . 25_655 ? O2 Cd1 O2 164.0(4) 32_545 25_655 ? N1 Cd1 O2 75.9(2) 23_665 10_655 ? N1 Cd1 O2 114.6(2) . 10_655 ? O2 Cd1 O2 65.8(3) 18_556 10_655 ? O2 Cd1 O2 38.2(4) 8_666 10_655 ? O2 Cd1 O2 102.4(3) 23_665 10_655 ? O2 Cd1 O2 126.21(19) . 10_655 ? O2 Cd1 O2 49.8(4) 32_545 10_655 ? O2 Cd1 O2 127.3(4) 25_655 10_655 ? N1 Cd1 O2 114.6(2) 23_665 15_545 ? N1 Cd1 O2 75.9(2) . 15_545 ? O2 Cd1 O2 102.4(3) 18_556 15_545 ? O2 Cd1 O2 126.21(19) 8_666 15_545 ? O2 Cd1 O2 65.8(3) 23_665 15_545 ? O2 Cd1 O2 38.2(4) . 15_545 ? O2 Cd1 O2 127.3(4) 32_545 15_545 ? O2 Cd1 O2 49.8(4) 25_655 15_545 ? O2 Cd1 O2 164.0(4) 10_655 15_545 ? C1 C1 C2 131.9(6) 21_565 15_545 ? C1 C1 C3 62.6(5) 21_565 18_556 ? C2 C1 C3 159.6(9) 15_545 18_556 ? C1 C1 N1 105.6(5) 21_565 . ? C2 C1 N1 122.4(8) 15_545 . ? C3 C1 N1 47.6(6) 18_556 . ? C1 C1 C4 67.0(5) 21_565 18_556 ? C2 C1 C4 114.1(10) 15_545 18_556 ? C3 C1 C4 53.8(10) 18_556 18_556 ? N1 C1 C4 87.9(9) . 18_556 ? O2 C2 O1 123.0(11) . . ? O2 C2 C1 116.1(10) . 15_545 ? O1 C2 C1 120.8(9) . 15_545 ? C3 C3 N1 70.3(8) 18_556 . ? C3 C3 N1 70.3(8) 18_556 21_565 ? N1 C3 N1 128.0(14) . 21_565 ? C3 C3 C4 152.9(12) 18_556 . ? N1 C3 C4 115.3(8) . . ? N1 C3 C4 115.3(8) 21_565 . ? C3 C3 C1 130.6(7) 18_556 6_566 ? N1 C3 C1 117.5(11) . 6_566 ? N1 C3 C1 68.6(6) 21_565 6_566 ? C4 C3 C1 72.3(13) . 6_566 ? C3 C3 C1 130.6(7) 18_556 18_556 ? N1 C3 C1 68.6(6) . 18_556 ? N1 C3 C1 117.5(11) 21_565 18_556 ? C4 C3 C1 72.3(13) . 18_556 ? C1 C3 C1 54.8(9) 6_566 18_556 ? C3 C4 C1 53.9(9) . 6_566 ? C3 C4 C1 53.9(9) . 18_556 ? C1 C4 C1 45.9(9) 6_566 18_556 ? C3 N1 C3 39.3(16) . 18_556 ? C3 N1 C1 63.8(9) . 18_556 ? C3 N1 C1 99.2(9) 18_556 18_556 ? C3 N1 C1 99.2(9) . . ? C3 N1 C1 63.8(9) 18_556 . ? C1 N1 C1 126.7(9) 18_556 . ? C3 N1 Cd1 149.4(8) . . ? C3 N1 Cd1 149.4(8) 18_556 . ? C1 N1 Cd1 107.9(5) 18_556 . ? C1 N1 Cd1 107.9(5) . . ? C2 O1 C2 110.3(13) . 18_556 ? C2 O2 O2 119.9(7) . 15_545 ? C2 O2 Cd1 129.1(8) . . ? O2 O2 Cd1 75.7(5) 15_545 . ? C2 O2 Cd1 116.4(8) . 25_655 ? O2 O2 Cd1 66.1(6) 15_545 25_655 ? Cd1 O2 Cd1 114.2(3) . 25_655 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.293 _refine_diff_density_min -1.065 _refine_diff_density_rms 0.204 # Attachment 'Cry_6_R1.cif' data_6 _database_code_depnum_ccdc_archive 'CCDC 890543' #TrackingRef 'Cry_6_R1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H6 Cd N2 O4, (H2 O)' _chemical_formula_sum 'C7 H8 Cd N2 O5' _chemical_formula_weight 312.55 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 Tetragonal _symmetry_space_group_name_H-M P4(2)/nmc _symmetry_space_group_name_Hall '-P 4ac 2a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z+1/2' 'y, -x+1/2, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y, -z' 'y+1/2, x+1/2, -z+1/2' '-y, -x, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z-1/2' '-y, x-1/2, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y, z' '-y-1/2, -x-1/2, z-1/2' 'y, x, z-1/2' _cell_length_a 16.1780(2) _cell_length_b 16.1780(2) _cell_length_c 6.8377(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1789.62(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 3.23 _cell_measurement_theta_max 28.72 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 2.442 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.485 _exptl_absorpt_correction_T_max 0.557 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 3880 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -4 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 28.72 _reflns_number_total 1242 _reflns_number_gt 835 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker FRAMBO' _computing_cell_refinement 'Bruker FRAMBO' _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^)+(0.0723P)^2^+13.6946P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens ? _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1242 _refine_ls_number_parameters 79 _refine_ls_number_restraints 17 _refine_ls_R_factor_all 0.0572 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1378 _refine_ls_wR_factor_gt 0.1309 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.075 _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 0.45721(2) 0.54279(2) 0.2500 0.0150(2) Uani 1 2 d S . . N1 N 0.3187(3) 0.5277(3) 0.2164(7) 0.0174(10) Uani 1 1 d . . . O1 O 0.3294(3) 0.4197(4) -0.2447(8) 0.0479(16) Uani 1 1 d . . . O1W O 0.1807(4) 0.2500 -0.8068(12) 0.0322(15) Uani 1 2 d S . . O2 O 0.4269(2) 0.4814(3) -0.0688(6) 0.0230(9) Uani 1 1 d . . . C1 C 0.2500 0.5908(7) 0.5040(14) 0.044(2) Uani 1 2 d SDU . . C2 C 0.3534(3) 0.4615(4) -0.0963(9) 0.0226(13) Uani 1 1 d . . . C3 C 0.2930(3) 0.4893(3) 0.0488(8) 0.0170(11) Uani 1 1 d . . . C4 C 0.2500 0.5492(5) 0.3127(13) 0.0216(16) Uani 1 2 d SDU . . C5 C 0.1791(10) 0.6191(14) 0.600(3) 0.070(5) Uani 0.50 1 d PDU . . 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 0.0126(3) 0.0126(3) 0.0197(4) -0.00343(15) -0.00343(15) -0.00078(17) N1 0.014(2) 0.020(2) 0.018(2) -0.0060(19) -0.0037(18) -0.0006(18) O1 0.025(2) 0.073(4) 0.046(3) -0.039(3) 0.003(2) -0.003(3) O1W 0.029(3) 0.020(3) 0.048(4) 0.000 0.006(3) 0.000 O2 0.0074(17) 0.030(2) 0.032(2) -0.0040(19) 0.0012(17) 0.0000(16) C1 0.062(6) 0.045(5) 0.025(4) -0.018(4) 0.000 0.000 C2 0.010(2) 0.029(3) 0.029(3) -0.015(3) 0.001(2) -0.001(2) C3 0.014(3) 0.018(3) 0.020(3) -0.008(2) -0.002(2) -0.002(2) C4 0.028(4) 0.019(4) 0.018(3) -0.005(3) 0.000 0.000 C5 0.062(10) 0.095(13) 0.053(10) -0.037(9) 0.000(8) 0.018(9) _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 2.266(5) . ? Cd1 N1 2.266(5) 8_665 ? Cd1 O2 2.281(4) 16_556 ? Cd1 O2 2.281(4) 9_665 ? Cd1 O2 2.445(4) . ? Cd1 O2 2.445(4) 8_665 ? N1 C4 1.338(6) . ? N1 C3 1.368(7) . ? O1 C2 1.279(7) . ? O2 C2 1.247(7) . ? O2 Cd1 2.281(4) 9_665 ? C1 C5 1.398(14) 14_655 ? C1 C5 1.398(14) . ? C1 C4 1.471(11) . ? C2 C3 1.464(7) . ? C3 C3 1.390(10) 14_655 ? C4 N1 1.338(6) 14_655 ? 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 N1 102.9(2) . 8_665 ? N1 Cd1 O2 97.83(16) . 16_556 ? N1 Cd1 O2 137.67(16) 8_665 16_556 ? N1 Cd1 O2 137.67(16) . 9_665 ? N1 Cd1 O2 97.83(16) 8_665 9_665 ? O2 Cd1 O2 90.7(2) 16_556 9_665 ? N1 Cd1 O2 70.56(15) . . ? N1 Cd1 O2 120.91(15) 8_665 . ? O2 Cd1 O2 100.65(12) 16_556 . ? O2 Cd1 O2 67.12(15) 9_665 . ? N1 Cd1 O2 120.91(15) . 8_665 ? N1 Cd1 O2 70.56(15) 8_665 8_665 ? O2 Cd1 O2 67.12(15) 16_556 8_665 ? O2 Cd1 O2 100.65(12) 9_665 8_665 ? O2 Cd1 O2 163.29(19) . 8_665 ? C4 N1 C3 106.2(5) . . ? C4 N1 Cd1 138.0(4) . . ? C3 N1 Cd1 115.8(4) . . ? C2 O2 Cd1 131.1(4) . 9_665 ? C2 O2 Cd1 115.5(4) . . ? Cd1 O2 Cd1 112.88(15) 9_665 . ? C5 C1 C5 110.2(17) 14_655 . ? C5 C1 C4 124.6(8) 14_655 . ? C5 C1 C4 124.6(8) . . ? O2 C2 O1 123.1(5) . . ? O2 C2 C3 117.1(5) . . ? O1 C2 C3 119.8(5) . . ? N1 C3 C3 107.7(3) . 14_655 ? N1 C3 C2 120.3(5) . . ? C3 C3 C2 131.9(3) 14_655 . ? N1 C4 N1 112.3(7) 14_655 . ? N1 C4 C1 123.9(3) 14_655 . ? N1 C4 C1 123.9(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.72 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.112 _refine_diff_density_min -1.839 _refine_diff_density_rms 0.227