# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Robert LaDuca' _publ_contact_author_email laduca@msu.edu _publ_section_title ; Cadmium Bis(4-pyridylformyl)piperazine Coordination Polymers: Layered Nets and a Novel 3,5-Connected Binodal Lattice ; loop_ _publ_author_name J.S.Lucas R.L.LaDuca # Attachment '- 0cdno34bpfp.cif' data_p1c _database_code_depnum_ccdc_archive 'CCDC 770946' #TrackingRef '- 0cdno34bpfp.cif' _audit_update_record ; 2010-03-16 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H16 Cd N6 O8' _chemical_formula_weight 532.75 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' Cd Cd -0.8075 1.2024 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4213(4) _cell_length_b 7.6629(5) _cell_length_c 8.9501(5) _cell_angle_alpha 80.468(1) _cell_angle_beta 79.331(1) _cell_angle_gamma 63.620(1) _cell_volume 446.08(5) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5735 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 25.26 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.983 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 266 _exptl_absorpt_coefficient_mu 1.289 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7672 _exptl_absorpt_correction_T_max 0.8983 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 6420 _diffrn_reflns_av_R_equivalents 0.0593 _diffrn_reflns_av_sigmaI/netI 0.0484 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.26 _reflns_number_total 1609 _reflns_number_gt 1588 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0490P)^2^+0.2049P] 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 1609 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0911 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _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 1.0000 1.0000 0.03179(17) Uani 1 2 d S . . O1 O 0.2982(4) 0.0115(4) 0.8817(3) 0.0344(6) Uani 1 1 d . . . O2 O 0.1910(4) 0.8547(4) 1.2022(3) 0.0393(6) Uani 1 1 d . . . O3 O 0.2696(5) 0.5875(4) 1.3524(3) 0.0477(7) Uani 1 1 d . . . O4 O -0.0222(5) 0.8292(5) 1.3982(4) 0.0534(8) Uani 1 1 d . . . N1 N 0.1287(4) 0.7001(4) 0.9046(3) 0.0330(7) Uani 1 1 d . . . N2 N 0.4653(5) 0.0512(4) 0.6495(3) 0.0317(7) Uani 1 1 d . . . N3 N 0.1431(5) 0.7561(5) 1.3198(4) 0.0362(7) Uani 1 1 d . . . C1 C 0.0835(6) 0.6735(6) 0.7748(4) 0.0361(8) Uani 1 1 d . . . H1A H -0.0009 0.7851 0.7155 0.043 Uiso 1 1 calc R . . C2 C 0.1534(6) 0.4916(5) 0.7227(4) 0.0349(8) Uani 1 1 d . . . H2A H 0.1174 0.4788 0.6300 0.042 Uiso 1 1 calc R . . C3 C 0.2773(5) 0.3281(5) 0.8086(4) 0.0315(8) Uani 1 1 d . . . C4 C 0.3275(6) 0.3548(6) 0.9420(4) 0.0366(8) Uani 1 1 d . . . H4A H 0.4129 0.2458 1.0029 0.044 Uiso 1 1 calc R . . C5 C 0.2520(6) 0.5415(6) 0.9854(4) 0.0375(8) Uani 1 1 d . . . H5A H 0.2889 0.5585 1.0762 0.045 Uiso 1 1 calc R . . C6 C 0.3469(5) 0.1199(5) 0.7778(4) 0.0315(8) Uani 1 1 d . . . C7 C 0.5363(5) 0.1629(5) 0.5244(4) 0.0326(8) Uani 1 1 d . . . H7A H 0.6862 0.1078 0.5128 0.039 Uiso 1 1 calc R . . H7B H 0.4811 0.3007 0.5472 0.039 Uiso 1 1 calc R . . C8 C 0.4673(6) 0.1543(5) 0.3772(4) 0.0345(8) Uani 1 1 d . . . H8A H 0.3176 0.2233 0.3846 0.041 Uiso 1 1 calc R . . H8B H 0.5250 0.2202 0.2906 0.041 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0341(2) 0.0262(2) 0.0325(2) -0.00538(16) -0.00233(15) -0.01042(17) O1 0.0379(14) 0.0294(13) 0.0339(13) -0.0024(11) -0.0034(11) -0.0132(11) O2 0.0480(16) 0.0376(15) 0.0343(14) -0.0007(12) -0.0082(12) -0.0198(13) O3 0.0533(18) 0.0326(15) 0.0481(17) 0.0005(13) -0.0107(14) -0.0101(14) O4 0.0416(17) 0.059(2) 0.0490(18) -0.0087(15) 0.0044(13) -0.0142(15) N1 0.0322(16) 0.0298(16) 0.0333(16) -0.0044(13) -0.0013(13) -0.0105(13) N2 0.0354(16) 0.0261(15) 0.0317(15) -0.0053(12) -0.0008(12) -0.0118(13) N3 0.0399(18) 0.0350(17) 0.0355(17) -0.0073(14) -0.0065(14) -0.0157(15) C1 0.038(2) 0.0293(19) 0.038(2) -0.0038(16) -0.0054(16) -0.0121(16) C2 0.041(2) 0.0317(19) 0.0321(19) -0.0033(15) -0.0056(15) -0.0147(17) C3 0.0325(18) 0.0281(18) 0.0322(18) -0.0050(15) -0.0008(14) -0.0120(15) C4 0.037(2) 0.032(2) 0.036(2) -0.0044(16) -0.0062(16) -0.0099(17) C5 0.040(2) 0.038(2) 0.034(2) -0.0090(16) -0.0040(16) -0.0140(17) C6 0.0291(18) 0.0301(18) 0.0325(18) -0.0038(15) -0.0074(14) -0.0086(15) C7 0.0330(18) 0.0291(18) 0.0346(19) -0.0068(15) 0.0013(14) -0.0133(15) C8 0.040(2) 0.0254(17) 0.0346(19) -0.0054(15) -0.0003(15) -0.0113(16) _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 O1 2.302(2) 2_567 ? Cd1 O1 2.302(2) 1_565 ? Cd1 N1 2.306(3) 2_577 ? Cd1 N1 2.307(3) . ? Cd1 O2 2.325(3) 2_577 ? Cd1 O2 2.325(3) . ? O1 C6 1.254(4) . ? O2 N3 1.281(4) . ? O3 N3 1.239(4) . ? O4 N3 1.229(4) . ? N1 C1 1.337(5) . ? N1 C5 1.343(5) . ? N2 C6 1.335(5) . ? N2 C7 1.459(5) . ? N2 C8 1.472(5) 2_656 ? C1 C2 1.383(5) . ? C1 H1A 0.9500 . ? C2 C3 1.387(5) . ? C2 H2A 0.9500 . ? C3 C4 1.386(5) . ? C3 C6 1.500(5) . ? C4 C5 1.379(6) . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C7 C8 1.520(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N2 1.472(5) 2_656 ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cd1 O1 180.0 2_567 1_565 ? O1 Cd1 N1 85.18(10) 2_567 2_577 ? O1 Cd1 N1 94.82(10) 1_565 2_577 ? O1 Cd1 N1 94.82(10) 2_567 . ? O1 Cd1 N1 85.18(10) 1_565 . ? N1 Cd1 N1 180.0 2_577 . ? O1 Cd1 O2 81.75(9) 2_567 2_577 ? O1 Cd1 O2 98.25(9) 1_565 2_577 ? N1 Cd1 O2 89.88(10) 2_577 2_577 ? N1 Cd1 O2 90.12(10) . 2_577 ? O1 Cd1 O2 98.25(9) 2_567 . ? O1 Cd1 O2 81.75(9) 1_565 . ? N1 Cd1 O2 90.12(10) 2_577 . ? N1 Cd1 O2 89.88(10) . . ? O2 Cd1 O2 180.0 2_577 . ? C6 O1 Cd1 136.0(2) . 1_545 ? N3 O2 Cd1 124.3(2) . . ? C1 N1 C5 117.7(3) . . ? C1 N1 Cd1 123.8(2) . . ? C5 N1 Cd1 118.6(2) . . ? C6 N2 C7 126.2(3) . . ? C6 N2 C8 120.1(3) . 2_656 ? C7 N2 C8 113.7(3) . 2_656 ? O4 N3 O3 121.7(3) . . ? O4 N3 O2 120.5(3) . . ? O3 N3 O2 117.8(3) . . ? N1 C1 C2 123.2(3) . . ? N1 C1 H1A 118.4 . . ? C2 C1 H1A 118.4 . . ? C1 C2 C3 118.7(4) . . ? C1 C2 H2A 120.7 . . ? C3 C2 H2A 120.7 . . ? C2 C3 C4 118.4(3) . . ? C2 C3 C6 125.3(3) . . ? C4 C3 C6 116.0(3) . . ? C5 C4 C3 119.2(4) . . ? C5 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? N1 C5 C4 122.8(4) . . ? N1 C5 H5A 118.6 . . ? C4 C5 H5A 118.6 . . ? O1 C6 N2 121.8(3) . . ? O1 C6 C3 116.8(3) . . ? N2 C6 C3 121.3(3) . . ? N2 C7 C8 109.5(3) . . ? N2 C7 H7A 109.8 . . ? C8 C7 H7A 109.8 . . ? N2 C7 H7B 109.8 . . ? C8 C7 H7B 109.8 . . ? H7A C7 H7B 108.2 . . ? N2 C8 C7 109.7(3) 2_656 . ? N2 C8 H8A 109.7 2_656 . ? C7 C8 H8A 109.7 . . ? N2 C8 H8B 109.7 2_656 . ? C7 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cd1 O2 N3 16.4(3) 2_567 . . . ? O1 Cd1 O2 N3 -163.6(3) 1_565 . . . ? N1 Cd1 O2 N3 101.5(3) 2_577 . . . ? N1 Cd1 O2 N3 -78.5(3) . . . . ? O1 Cd1 N1 C1 83.7(3) 2_567 . . . ? O1 Cd1 N1 C1 -96.3(3) 1_565 . . . ? O2 Cd1 N1 C1 2.0(3) 2_577 . . . ? O2 Cd1 N1 C1 -178.0(3) . . . . ? O1 Cd1 N1 C5 -94.4(3) 2_567 . . . ? O1 Cd1 N1 C5 85.6(3) 1_565 . . . ? O2 Cd1 N1 C5 -176.2(3) 2_577 . . . ? O2 Cd1 N1 C5 3.8(3) . . . . ? Cd1 O2 N3 O4 -56.0(4) . . . . ? Cd1 O2 N3 O3 125.2(3) . . . . ? C5 N1 C1 C2 1.6(6) . . . . ? Cd1 N1 C1 C2 -176.6(3) . . . . ? N1 C1 C2 C3 -0.2(6) . . . . ? C1 C2 C3 C4 -0.8(5) . . . . ? C1 C2 C3 C6 172.9(3) . . . . ? C2 C3 C4 C5 0.5(6) . . . . ? C6 C3 C4 C5 -173.8(3) . . . . ? C1 N1 C5 C4 -1.9(6) . . . . ? Cd1 N1 C5 C4 176.4(3) . . . . ? C3 C4 C5 N1 0.9(6) . . . . ? Cd1 O1 C6 N2 -119.7(3) 1_545 . . . ? Cd1 O1 C6 C3 64.3(4) 1_545 . . . ? C7 N2 C6 O1 -177.8(3) . . . . ? C8 N2 C6 O1 3.7(5) 2_656 . . . ? C7 N2 C6 C3 -1.9(5) . . . . ? C8 N2 C6 C3 179.5(3) 2_656 . . . ? C2 C3 C6 O1 -120.3(4) . . . . ? C4 C3 C6 O1 53.5(5) . . . . ? C2 C3 C6 N2 63.6(5) . . . . ? C4 C3 C6 N2 -122.6(4) . . . . ? C6 N2 C7 C8 -121.7(4) . . . . ? C8 N2 C7 C8 56.9(4) 2_656 . . . ? N2 C7 C8 N2 -54.6(4) . . . 2_656 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.26 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.983 _refine_diff_density_min -1.076 _refine_diff_density_rms 0.104 # Attachment '- 0cdcl044bpfbp1b.cif' data_p1b _database_code_depnum_ccdc_archive 'CCDC 770947' #TrackingRef '- 0cdcl044bpfbp1b.cif' _audit_update_record ; 2010-03-23 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H38 Cd Cl2 N8 O17' _chemical_formula_weight 990.00 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' Cl Cl 0.1484 0.1585 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5591(5) _cell_length_b 11.1614(8) _cell_length_c 13.0251(9) _cell_angle_alpha 76.8160(10) _cell_angle_beta 89.2920(10) _cell_angle_gamma 79.6100(10) _cell_volume 1051.95(13) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 15168 _cell_measurement_theta_min 1.61 _cell_measurement_theta_max 25.32 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 504 _exptl_absorpt_coefficient_mu 0.726 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7826 _exptl_absorpt_correction_T_max 0.9244 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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_reflns_number 15168 _diffrn_reflns_av_R_equivalents 0.0550 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.32 _reflns_number_total 3836 _reflns_number_gt 3755 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.1066P)^2^+1.9337P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3836 _refine_ls_number_parameters 292 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1755 _refine_ls_wR_factor_gt 0.1741 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 -0.5000 0.0000 0.0000 0.0418(2) Uani 1 2 d S . . Cl1 Cl 0.0710(3) 0.4120(2) 0.28080(15) 0.0889(6) Uani 1 1 d . . . O1 O 0.4510(5) -0.2036(3) 0.0400(3) 0.0572(9) Uani 1 1 d . . . O1WA O -0.459(2) -0.2076(13) -0.2212(14) 0.125(5) Uani 0.50 1 d P A 1 O1WB O -0.5911(18) -0.1077(16) -0.3052(12) 0.120(5) Uani 0.50 1 d P B 2 O2 O -0.0823(13) 0.5137(10) 0.2609(10) 0.219(7) Uani 1 1 d . . . O2W O -0.720(2) -0.2309(12) -0.3319(12) 0.122(5) Uani 0.50 1 d P . . O3 O 0.0687(12) 0.3401(7) 0.3839(5) 0.124(2) Uani 1 1 d . . . O4 O 0.0624(16) 0.3403(10) 0.2086(7) 0.171(4) Uani 1 1 d . . . O5 O 0.2234(8) 0.4718(6) 0.2645(5) 0.1025(18) Uani 1 1 d . . . O6 O -0.5314(6) 0.0222(4) -0.1732(3) 0.0630(10) Uani 1 1 d D . . H6A H -0.502(9) 0.082(4) -0.217(4) 0.076 Uiso 1 1 d D . . H6B H -0.503(9) -0.049(3) -0.185(5) 0.076 Uiso 1 1 d D . . O7 O -0.5390(9) 0.2418(6) -0.3065(5) 0.108(2) Uani 1 1 d . . . N1 N -0.2052(5) -0.1030(4) -0.0048(3) 0.0437(9) Uani 1 1 d . . . N2 N 0.4084(6) -0.3958(4) 0.0331(4) 0.0568(11) Uani 1 1 d . . . N3 N 0.0563(10) 0.0095(8) -0.3655(5) 0.091(2) Uani 1 1 d . . . N4 N -0.4455(14) 0.3945(8) -0.4276(7) 0.149(5) Uani 1 1 d . . . C1 C -0.1369(7) -0.1931(5) 0.0794(4) 0.0477(11) Uani 1 1 d . . . H1 H -0.2121 -0.2146 0.1351 0.057 Uiso 1 1 calc R . . C2 C 0.0395(7) -0.2556(4) 0.0874(4) 0.0475(11) Uani 1 1 d . . . H2 H 0.0809 -0.3190 0.1463 0.057 Uiso 1 1 calc R . . C3 C 0.1543(6) -0.2216(4) 0.0054(4) 0.0431(10) Uani 1 1 d . . . C4 C 0.0850(7) -0.1304(5) -0.0827(4) 0.0470(10) Uani 1 1 d . . . H4 H 0.1575 -0.1073 -0.1393 0.056 Uiso 1 1 calc R . . C5 C -0.0950(7) -0.0740(5) -0.0850(4) 0.0461(10) Uani 1 1 d . . . H5 H -0.1414 -0.0135 -0.1447 0.055 Uiso 1 1 calc R . . C6 C 0.3511(6) -0.2736(4) 0.0232(4) 0.0455(10) Uani 1 1 d . . . C7 C 0.3048(7) -0.4833(5) 0.0022(6) 0.0616(14) Uani 1 1 d . . . H7A H 0.2842 -0.5463 0.0638 0.074 Uiso 1 1 calc R . . H7B H 0.1890 -0.4381 -0.0288 0.074 Uiso 1 1 calc R . . C8 C 0.5910(7) -0.4563(5) 0.0751(5) 0.0593(13) Uani 1 1 d . . . H8A H 0.5827 -0.5187 0.1395 0.071 Uiso 1 1 calc R . . H8B H 0.6531 -0.3941 0.0921 0.071 Uiso 1 1 calc R . . C9 C 0.0655(12) 0.1250(10) -0.3564(6) 0.094(3) Uani 1 1 d . . . H9 H 0.1777 0.1445 -0.3465 0.112 Uiso 1 1 calc R . . C10 C -0.0858(13) 0.2166(9) -0.3611(6) 0.089(2) Uani 1 1 d . . . H10 H -0.0749 0.2961 -0.3542 0.107 Uiso 1 1 calc R . . C11 C -0.2540(11) 0.1893(7) -0.3761(5) 0.0768(18) Uani 1 1 d . . . C12 C -0.2606(11) 0.0700(7) -0.3864(5) 0.0760(18) Uani 1 1 d . . . H12 H -0.3702 0.0475 -0.3976 0.091 Uiso 1 1 calc R . . C13 C -0.1036(13) -0.0149(8) -0.3801(5) 0.082(2) Uani 1 1 d . . . H13 H -0.1109 -0.0952 -0.3864 0.098 Uiso 1 1 calc R . . C14 C -0.4259(13) 0.2780(8) -0.3702(7) 0.098(3) Uani 1 1 d . . . C15 C -0.594(2) 0.4907(12) -0.4101(12) 0.207(10) Uani 1 1 d . . . C16 C -0.3346(17) 0.4406(10) -0.5180(10) 0.170(7) Uani 1 1 d . . . H16A H -0.2453 0.4800 -0.4923 0.204 Uiso 1 1 calc R . . H16B H -0.2703 0.3684 -0.5410 0.204 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0352(3) 0.0365(3) 0.0517(3) -0.0093(2) 0.00335(19) -0.00257(18) Cl1 0.1091(15) 0.0839(12) 0.0704(10) -0.0073(9) 0.0120(10) -0.0230(11) O1 0.0405(19) 0.0415(19) 0.089(3) -0.0139(18) -0.0035(17) -0.0070(15) O1WA 0.114(10) 0.088(8) 0.178(14) -0.062(9) 0.011(10) 0.010(7) O1WB 0.091(8) 0.166(14) 0.133(11) -0.089(11) -0.001(8) -0.029(8) O2 0.139(7) 0.158(8) 0.266(13) 0.089(8) 0.086(8) 0.041(6) O2W 0.134(11) 0.082(8) 0.147(12) -0.048(8) 0.001(9) 0.019(7) O3 0.167(7) 0.107(5) 0.085(4) 0.001(3) 0.016(4) -0.026(5) O4 0.254(12) 0.197(9) 0.108(5) -0.056(6) 0.009(6) -0.136(9) O5 0.097(4) 0.105(4) 0.102(4) -0.011(3) -0.022(3) -0.022(3) O6 0.070(3) 0.055(2) 0.057(2) -0.0091(18) 0.0049(19) 0.002(2) O7 0.103(4) 0.098(4) 0.091(4) 0.027(3) 0.034(3) 0.002(3) N1 0.043(2) 0.0362(19) 0.051(2) -0.0123(17) 0.0028(17) -0.0032(16) N2 0.041(2) 0.046(2) 0.084(3) -0.023(2) -0.008(2) 0.0000(18) N3 0.099(5) 0.104(5) 0.054(3) -0.005(3) 0.005(3) 0.003(4) N4 0.161(8) 0.097(6) 0.131(7) 0.047(5) 0.090(6) 0.033(5) C1 0.042(2) 0.044(3) 0.056(3) -0.010(2) 0.010(2) -0.006(2) C2 0.044(3) 0.039(2) 0.055(3) -0.006(2) 0.002(2) -0.0018(19) C3 0.038(2) 0.035(2) 0.057(3) -0.0142(19) 0.0019(19) -0.0038(18) C4 0.041(2) 0.046(3) 0.052(3) -0.010(2) 0.007(2) -0.006(2) C5 0.044(3) 0.044(2) 0.048(2) -0.009(2) 0.000(2) -0.004(2) C6 0.039(2) 0.040(2) 0.055(3) -0.010(2) 0.002(2) -0.0020(19) C7 0.042(3) 0.050(3) 0.094(4) -0.022(3) -0.006(3) -0.003(2) C8 0.045(3) 0.051(3) 0.082(4) -0.021(3) -0.009(3) -0.002(2) C9 0.085(5) 0.129(8) 0.064(4) -0.011(5) -0.006(4) -0.029(5) C10 0.116(7) 0.090(5) 0.065(4) -0.012(4) 0.006(4) -0.039(5) C11 0.090(5) 0.075(4) 0.056(3) 0.005(3) 0.012(3) -0.016(4) C12 0.083(5) 0.086(5) 0.058(3) -0.008(3) 0.012(3) -0.026(4) C13 0.109(6) 0.080(5) 0.058(4) -0.013(3) 0.015(4) -0.025(4) C14 0.101(6) 0.089(5) 0.079(5) 0.018(4) 0.024(4) 0.000(5) C15 0.202(14) 0.128(9) 0.186(12) 0.085(9) 0.138(11) 0.082(9) C16 0.172(11) 0.109(8) 0.156(10) 0.062(8) 0.110(9) 0.042(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 O6 2.224(4) 2_455 ? Cd1 O6 2.224(4) . ? Cd1 O1 2.309(3) 2 ? Cd1 O1 2.309(3) 1_455 ? Cd1 N1 2.323(4) 2_455 ? Cd1 N1 2.323(4) . ? Cl1 O4 1.376(8) . ? Cl1 O3 1.400(6) . ? Cl1 O5 1.423(6) . ? Cl1 O2 1.448(9) . ? O1 C6 1.234(6) . ? O1 Cd1 2.309(3) 1_655 ? O7 C14 1.240(9) . ? N1 C1 1.344(6) . ? N1 C5 1.345(6) . ? N2 C6 1.331(7) . ? N2 C8 1.474(7) . ? N2 C7 1.481(7) . ? N3 C13 1.311(11) . ? N3 C9 1.336(12) . ? N4 C14 1.328(11) . ? N4 C15 1.459(12) . ? N4 C16 1.486(10) . ? C1 C2 1.382(7) . ? C2 C3 1.397(7) . ? C3 C4 1.384(7) . ? C3 C6 1.496(6) . ? C4 C5 1.390(7) . ? C7 C8 1.479(8) 2_645 ? C8 C7 1.479(8) 2_645 ? C9 C10 1.382(13) . ? C10 C11 1.386(11) . ? C11 C12 1.378(11) . ? C11 C14 1.498(11) . ? C12 C13 1.369(11) . ? C15 C16 1.138(17) 2_464 ? C16 C15 1.138(17) 2_464 ? 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 O6 Cd1 O6 180.0 2_455 . ? O6 Cd1 O1 94.02(16) 2_455 2 ? O6 Cd1 O1 85.98(16) . 2 ? O6 Cd1 O1 85.98(16) 2_455 1_455 ? O6 Cd1 O1 94.02(16) . 1_455 ? O1 Cd1 O1 180.00(5) 2 1_455 ? O6 Cd1 N1 89.99(15) 2_455 2_455 ? O6 Cd1 N1 90.01(15) . 2_455 ? O1 Cd1 N1 81.13(13) 2 2_455 ? O1 Cd1 N1 98.87(13) 1_455 2_455 ? O6 Cd1 N1 90.01(15) 2_455 . ? O6 Cd1 N1 89.98(15) . . ? O1 Cd1 N1 98.87(13) 2 . ? O1 Cd1 N1 81.13(13) 1_455 . ? N1 Cd1 N1 179.999(1) 2_455 . ? O4 Cl1 O3 110.7(5) . . ? O4 Cl1 O5 111.0(5) . . ? O3 Cl1 O5 112.0(5) . . ? O4 Cl1 O2 108.1(8) . . ? O3 Cl1 O2 110.1(6) . . ? O5 Cl1 O2 104.7(6) . . ? C6 O1 Cd1 144.5(3) . 1_655 ? C1 N1 C5 117.6(4) . . ? C1 N1 Cd1 118.4(3) . . ? C5 N1 Cd1 124.0(3) . . ? C6 N2 C8 121.1(4) . . ? C6 N2 C7 125.7(4) . . ? C8 N2 C7 113.2(4) . . ? C13 N3 C9 117.5(8) . . ? C14 N4 C15 121.0(7) . . ? C14 N4 C16 126.2(8) . . ? C15 N4 C16 112.7(7) . . ? N1 C1 C2 123.2(5) . . ? C1 C2 C3 118.7(4) . . ? C4 C3 C2 118.7(4) . . ? C4 C3 C6 122.9(4) . . ? C2 C3 C6 117.9(4) . . ? C3 C4 C5 118.8(4) . . ? N1 C5 C4 123.0(4) . . ? O1 C6 N2 122.3(4) . . ? O1 C6 C3 118.1(4) . . ? N2 C6 C3 119.1(4) . . ? C8 C7 N2 108.5(5) 2_645 . ? N2 C8 C7 111.1(5) . 2_645 ? N3 C9 C10 122.3(8) . . ? C9 C10 C11 119.6(8) . . ? C12 C11 C10 117.3(8) . . ? C12 C11 C14 119.3(8) . . ? C10 C11 C14 123.1(8) . . ? C13 C12 C11 119.1(7) . . ? N3 C13 C12 124.3(8) . . ? O7 C14 N4 122.6(8) . . ? O7 C14 C11 118.4(7) . . ? N4 C14 C11 118.8(7) . . ? C16 C15 N4 118.0(13) 2_464 . ? C15 C16 N4 117.9(12) 2_464 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O6 H6A O7 0.84(5) 1.87(3) 2.652(7) 155(7) . O6 H6B O1WA 0.83(2) 1.90(2) 2.736(13) 174(7) . O6 H6B O1WB 0.83(2) 1.99(6) 2.579(12) 127(6) . _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.133 _refine_diff_density_min -1.016 _refine_diff_density_rms 0.112 # Attachment '- 0cdso44bpfpfinal.cif' data_p21c _database_code_depnum_ccdc_archive 'CCDC 770948' #TrackingRef '- 0cdso44bpfpfinal.cif' _audit_update_record ; 2010-03-02 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H20 Cd N4 O8 S' _chemical_formula_weight 540.82 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' S S 0.1246 0.1234 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.6972(8) _cell_length_b 10.6293(5) _cell_length_c 10.8051(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.4560(10) _cell_angle_gamma 90.00 _cell_volume 1917.62(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6300 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 25.24 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.873 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.303 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6664 _exptl_absorpt_correction_T_max 0.9097 _exptl_absorpt_process_details TWINABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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_reflns_number 6300 _diffrn_reflns_av_R_equivalents 0.0541 _diffrn_reflns_av_sigmaI/netI 0.0628 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.24 _reflns_number_total 3453 _reflns_number_gt 3079 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0552P)^2^+0.0107P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3453 _refine_ls_number_parameters 319 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0424 _refine_ls_R_factor_gt 0.0397 _refine_ls_wR_factor_ref 0.1114 _refine_ls_wR_factor_gt 0.1084 _refine_ls_goodness_of_fit_ref 1.155 _refine_ls_restrained_S_all 1.155 _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 0.474562(13) 0.18148(2) 0.41969(2) 0.03250(14) Uani 1 1 d . . . S1 S 0.45742(5) 0.43570(8) 0.21754(7) 0.0329(2) Uani 1 1 d . . . O1 O 0.07949(16) -0.0153(3) 0.2551(3) 0.0616(8) Uani 1 1 d . . . O1W O -0.21871(19) 0.5371(4) 0.7641(3) 0.0697(10) Uani 1 1 d D . . H1WA H -0.196(3) 0.528(5) 0.695(3) 0.084 Uiso 1 1 d D . . H1WB H -0.2689(12) 0.543(5) 0.755(4) 0.084 Uiso 1 1 d D . . O2 O -0.13712(15) 0.4522(3) 0.5491(3) 0.0492(7) Uani 1 1 d . . . O3 O 0.38684(15) 0.4628(3) 0.2906(2) 0.0484(7) Uani 1 1 d . . . O4 O 0.43722(17) 0.3673(3) 0.5245(2) 0.0449(6) Uani 1 1 d D . . H4C H 0.413(2) 0.417(3) 0.479(3) 0.054 Uiso 1 1 d D . . H4D H 0.450(2) 0.389(4) 0.596(2) 0.054 Uiso 1 1 d D . . O5 O 0.48974(16) 0.3108(2) 0.2480(2) 0.0371(6) Uani 1 1 d . . . O6 O 0.43873(15) 0.4413(2) 0.0840(2) 0.0412(6) Uani 1 1 d . . . O7 O 0.51901(15) 0.5331(2) 0.2417(2) 0.0423(6) Uani 1 1 d . . . N1 N 0.33773(18) 0.1668(3) 0.3785(3) 0.0349(7) Uani 1 1 d . . . N2 N 0.03162(19) 0.1642(3) 0.3393(3) 0.0447(8) Uani 1 1 d . . . N3 N -0.08749(17) 0.2626(3) 0.4920(3) 0.0434(7) Uani 1 1 d . . . N4 N -0.39255(17) 0.2300(3) 0.4599(3) 0.0364(6) Uani 1 1 d . . . C1 C -0.2799(4) 0.3611(7) 0.4164(7) 0.0370(16) Uani 0.50 1 d P A 1 H1 H -0.2591 0.4302 0.3712 0.044 Uiso 0.50 1 calc PR A 1 C1A C -0.2631(5) 0.2676(12) 0.3765(8) 0.063(3) Uani 0.50 1 d P A 2 H1A H -0.2296 0.2718 0.3060 0.076 Uiso 0.50 1 calc PR A 2 C2 C 0.3093(2) 0.1596(4) 0.2642(4) 0.0421(9) Uani 1 1 d . . . H2 H 0.3455 0.1707 0.1977 0.051 Uiso 1 1 calc R . . C3 C -0.0957(2) 0.1373(4) 0.4412(4) 0.0474(9) Uani 1 1 d . . . H3A H -0.1531 0.1180 0.4280 0.057 Uiso 1 1 calc R . . H3B H -0.0736 0.0752 0.5007 0.057 Uiso 1 1 calc R . . C4 C -0.0523(2) 0.1272(5) 0.3211(4) 0.0588(12) Uani 1 1 d . . . H4A H -0.0550 0.0395 0.2904 0.071 Uiso 1 1 calc R . . H4B H -0.0779 0.1826 0.2588 0.071 Uiso 1 1 calc R . . C5 C 0.0916(2) 0.0866(4) 0.3051(3) 0.0429(8) Uani 1 1 d . . . C6A C -0.2873(5) 0.2998(11) 0.5868(8) 0.063(3) Uani 0.50 1 d P A 1 H6A H -0.2711 0.3273 0.6669 0.075 Uiso 0.50 1 calc PR A 1 C6 C -0.2656(4) 0.1918(6) 0.5576(7) 0.0320(15) Uani 0.50 1 d P A 2 H6 H -0.2331 0.1416 0.6106 0.038 Uiso 0.50 1 calc PR A 2 C7 C 0.0405(2) 0.2914(4) 0.3883(4) 0.0423(9) Uani 1 1 d . . . H7A H 0.0186 0.3529 0.3281 0.051 Uiso 1 1 calc R . . H7B H 0.0979 0.3105 0.4017 0.051 Uiso 1 1 calc R . . C8 C 0.2849(2) 0.1563(4) 0.4701(3) 0.0408(8) Uani 1 1 d . . . H8 H 0.3043 0.1619 0.5529 0.049 Uiso 1 1 calc R . . C9 C -0.3589(4) 0.3277(6) 0.4018(7) 0.0362(16) Uani 0.50 1 d P A 1 H9 H -0.3914 0.3765 0.3476 0.043 Uiso 0.50 1 calc PR A 1 C9A C -0.3417(5) 0.2325(11) 0.3642(8) 0.061(2) Uani 0.50 1 d P A 2 H9A H -0.3610 0.2088 0.2846 0.073 Uiso 0.50 1 calc PR A 2 C10 C -0.1480(2) 0.3434(4) 0.5135(3) 0.0399(8) Uani 1 1 d . A . C11 C 0.2047(2) 0.1380(4) 0.4518(3) 0.0385(8) Uani 1 1 d . . . H11 H 0.1693 0.1342 0.5201 0.046 Uiso 1 1 calc R . . C12 C 0.2298(2) 0.1370(4) 0.2364(3) 0.0450(9) Uani 1 1 d . . . H12 H 0.2124 0.1296 0.1528 0.054 Uiso 1 1 calc R . . C13 C -0.2325(2) 0.2973(4) 0.4935(3) 0.0378(8) Uani 1 1 d . . . C14 C -0.0039(2) 0.3021(4) 0.5095(4) 0.0480(10) Uani 1 1 d . . . H14A H 0.0223 0.2483 0.5727 0.058 Uiso 1 1 calc R . . H14B H -0.0022 0.3902 0.5391 0.058 Uiso 1 1 calc R . . C15 C 0.1760(2) 0.1251(3) 0.3326(3) 0.0353(7) Uani 1 1 d . . . C16A C -0.3650(5) 0.2634(11) 0.5674(8) 0.060(2) Uani 0.50 1 d P A 1 H16A H -0.4004 0.2627 0.6358 0.072 Uiso 0.50 1 calc PR A 1 C16 C -0.3461(4) 0.1647(7) 0.5405(7) 0.0311(15) Uani 0.50 1 d P A 2 H16 H -0.3694 0.0983 0.5868 0.037 Uiso 0.50 1 calc PR A 2 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 0.0294(2) 0.0342(2) 0.0340(2) -0.00050(9) -0.00001(13) -0.00205(8) S1 0.0347(4) 0.0313(5) 0.0328(4) 0.0007(3) 0.0017(3) -0.0007(3) O1 0.0399(15) 0.061(2) 0.084(2) -0.0366(16) -0.0009(14) -0.0041(13) O1W 0.0553(19) 0.102(3) 0.0516(17) -0.0143(18) -0.0020(15) 0.0220(19) O2 0.0387(14) 0.0507(17) 0.0582(16) -0.0159(13) 0.0036(12) -0.0064(12) O3 0.0471(15) 0.0495(17) 0.0488(15) 0.0047(12) 0.0149(12) 0.0077(12) O4 0.0565(17) 0.0420(16) 0.0361(14) -0.0036(12) -0.0039(12) 0.0063(12) O5 0.0416(15) 0.0315(14) 0.0381(13) 0.0028(10) 0.0017(12) 0.0035(9) O6 0.0486(14) 0.0381(14) 0.0369(12) -0.0006(11) -0.0044(11) 0.0082(11) O7 0.0496(15) 0.0348(14) 0.0423(13) -0.0007(11) -0.0057(11) -0.0081(11) N1 0.0365(16) 0.0317(16) 0.0366(16) 0.0010(12) 0.0002(13) 0.0011(11) N2 0.0299(16) 0.050(2) 0.055(2) -0.0122(15) -0.0003(15) -0.0027(13) N3 0.0338(16) 0.049(2) 0.0474(17) -0.0085(16) 0.0004(14) -0.0049(14) N4 0.0357(15) 0.0345(17) 0.0388(15) 0.0005(14) 0.0004(12) 0.0011(13) C1 0.041(4) 0.026(4) 0.044(4) 0.003(3) -0.005(3) -0.010(3) C1A 0.043(5) 0.101(9) 0.045(4) 0.006(5) 0.001(4) -0.007(5) C2 0.038(2) 0.053(2) 0.035(2) 0.0065(17) 0.0039(16) 0.0014(17) C3 0.0352(19) 0.040(2) 0.067(3) 0.0023(19) -0.0013(18) -0.0029(16) C4 0.031(2) 0.069(3) 0.077(3) -0.030(3) -0.0026(19) -0.0037(18) C5 0.0327(18) 0.050(2) 0.0458(19) -0.0089(18) 0.0010(15) 0.0000(16) C6A 0.041(5) 0.109(9) 0.039(4) -0.002(4) -0.003(4) -0.019(5) C6 0.027(3) 0.035(4) 0.035(4) 0.007(3) -0.003(3) 0.002(2) C7 0.0327(19) 0.038(2) 0.057(2) 0.0052(18) 0.0005(17) -0.0004(15) C8 0.038(2) 0.050(2) 0.0342(19) -0.0027(16) 0.0006(16) -0.0035(17) C9 0.036(4) 0.027(4) 0.045(4) 0.012(3) -0.005(3) 0.002(3) C9A 0.043(5) 0.092(8) 0.047(5) 0.005(5) -0.002(4) -0.005(5) C10 0.0335(19) 0.049(2) 0.0371(19) -0.0046(16) 0.0016(16) -0.0028(16) C11 0.0334(18) 0.046(2) 0.0362(18) -0.0034(16) 0.0026(14) -0.0015(15) C12 0.037(2) 0.064(3) 0.0340(18) -0.0017(18) -0.0040(16) 0.0039(18) C13 0.0338(19) 0.042(2) 0.0372(18) -0.0052(15) 0.0004(15) -0.0013(14) C14 0.033(2) 0.054(2) 0.057(2) -0.0161(19) -0.0028(18) -0.0019(16) C15 0.0331(17) 0.0327(19) 0.0400(18) 0.0000(15) 0.0000(14) 0.0036(13) C16A 0.050(5) 0.085(8) 0.045(4) 0.002(5) 0.007(4) -0.014(5) C16 0.036(4) 0.025(3) 0.033(4) 0.000(3) 0.001(3) 0.000(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 Cd1 O6 2.287(2) 4_566 ? Cd1 N4 2.316(3) 1_655 ? Cd1 O5 2.324(2) . ? Cd1 N1 2.329(3) . ? Cd1 O7 2.354(2) 2_645 ? Cd1 O4 2.362(3) . ? S1 O3 1.452(3) . ? S1 O5 1.469(2) . ? S1 O6 1.475(3) . ? S1 O7 1.481(2) . ? O1 C5 1.226(5) . ? O2 C10 1.231(5) . ? O6 Cd1 2.287(2) 4_565 ? O7 Cd1 2.354(2) 2_655 ? N1 C2 1.321(5) . ? N1 C8 1.335(5) . ? N2 C5 1.352(5) . ? N2 C7 1.460(5) . ? N2 C4 1.467(5) . ? N3 C10 1.348(5) . ? N3 C3 1.446(5) . ? N3 C14 1.468(5) . ? N4 C16A 1.296(9) . ? N4 C9 1.339(7) . ? N4 C9A 1.344(9) . ? N4 C16 1.353(8) . ? N4 Cd1 2.316(3) 1_455 ? C1 C13 1.330(8) . ? C1 C9 1.374(10) . ? C1A C9A 1.369(12) . ? C1A C13 1.395(10) . ? C2 C12 1.379(6) . ? C3 C4 1.495(6) . ? C5 C15 1.495(5) . ? C6A C13 1.367(9) . ? C6A C16A 1.369(12) . ? C6 C16 1.386(10) . ? C6 C13 1.431(7) . ? C7 C14 1.514(6) . ? C8 C11 1.367(5) . ? C10 C13 1.508(5) . ? C11 C15 1.378(5) . ? C12 C15 1.385(5) . ? 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 O6 Cd1 N4 103.74(9) 4_566 1_655 ? O6 Cd1 O5 171.09(9) 4_566 . ? N4 Cd1 O5 84.70(10) 1_655 . ? O6 Cd1 N1 81.25(10) 4_566 . ? N4 Cd1 N1 170.98(9) 1_655 . ? O5 Cd1 N1 90.01(10) . . ? O6 Cd1 O7 101.91(9) 4_566 2_645 ? N4 Cd1 O7 103.81(10) 1_655 2_645 ? O5 Cd1 O7 78.43(9) . 2_645 ? N1 Cd1 O7 82.19(10) . 2_645 ? O6 Cd1 O4 91.91(9) 4_566 . ? N4 Cd1 O4 88.87(10) 1_655 . ? O5 Cd1 O4 85.35(8) . . ? N1 Cd1 O4 83.41(10) . . ? O7 Cd1 O4 158.24(9) 2_645 . ? O3 S1 O5 110.82(15) . . ? O3 S1 O6 110.92(16) . . ? O5 S1 O6 109.29(15) . . ? O3 S1 O7 109.35(16) . . ? O5 S1 O7 109.81(15) . . ? O6 S1 O7 106.56(15) . . ? S1 O5 Cd1 132.16(15) . . ? S1 O6 Cd1 132.97(15) . 4_565 ? S1 O7 Cd1 111.95(13) . 2_655 ? C2 N1 C8 117.0(3) . . ? C2 N1 Cd1 121.8(3) . . ? C8 N1 Cd1 121.1(2) . . ? C5 N2 C7 126.3(3) . . ? C5 N2 C4 120.6(3) . . ? C7 N2 C4 113.0(3) . . ? C10 N3 C3 125.7(3) . . ? C10 N3 C14 120.6(3) . . ? C3 N3 C14 113.5(3) . . ? C16A N4 C9A 117.5(6) . . ? C9 N4 C16 117.3(5) . . ? C16A N4 Cd1 124.2(4) . 1_455 ? C9 N4 Cd1 119.3(4) . 1_455 ? C9A N4 Cd1 118.1(4) . 1_455 ? C16 N4 Cd1 123.4(3) . 1_455 ? C13 C1 C9 120.4(6) . . ? C9A C1A C13 119.6(7) . . ? N1 C2 C12 123.5(4) . . ? N3 C3 C4 110.5(3) . . ? N2 C4 C3 109.5(3) . . ? O1 C5 N2 122.6(3) . . ? O1 C5 C15 118.8(3) . . ? N2 C5 C15 118.5(3) . . ? C13 C6A C16A 121.3(8) . . ? C16 C6 C13 118.4(6) . . ? N2 C7 C14 109.5(3) . . ? N1 C8 C11 123.8(3) . . ? N4 C9 C1 123.5(6) . . ? C1 C9 C16A 92.4(6) . . ? N4 C9A C1A 122.8(8) . . ? C1A C9A C16 92.7(6) . . ? O2 C10 N3 122.9(3) . . ? O2 C10 C13 119.1(3) . . ? N3 C10 C13 118.1(3) . . ? C8 C11 C15 118.9(3) . . ? C2 C12 C15 118.8(3) . . ? C1 C13 C6A 93.1(6) . . ? C6A C13 C1A 115.5(6) . . ? C1 C13 C6 118.2(5) . . ? C6A C13 C6 52.8(5) . . ? C1A C13 C6 97.0(6) . . ? C1 C13 C10 118.4(4) . . ? C6A C13 C10 121.2(5) . . ? C1A C13 C10 122.6(4) . . ? C6 C13 C10 123.3(4) . . ? N3 C14 C7 109.8(3) . . ? C11 C15 C12 118.0(3) . . ? C11 C15 C5 122.2(3) . . ? C12 C15 C5 119.5(3) . . ? N4 C16A C6A 123.0(7) . . ? C6A C16A C9 89.2(6) . . ? N4 C16 C6 122.0(6) . . ? C6 C16 C9A 90.5(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1WA O2 0.85(4) 2.03(2) 2.849(4) 163(5) . O1W H1WB O3 0.85(4) 2.03(2) 2.864(4) 170(5) 3_566 O4 H4C O3 0.825(18) 2.13(3) 2.845(4) 144(4) . O4 H4D O7 0.832(18) 2.00(2) 2.831(3) 172(4) 3_666 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.070 _refine_diff_density_min -1.157 _refine_diff_density_rms 0.100