Electronic Supplementary Material for CrystEngComm This Journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_contact_author_name 'Rong Cao' _publ_contact_author_email RCAO@FJIRSM.AC.CN _publ_contact_author_address ; State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Mater, CAS Fuzhou Fujian 350002 CHINA ; _publ_section_title ; The Explore of Synthesizing Single- and Double-Stranded Infinite Helical Chains with 2-Carboxycinnamic Acid ; loop_ _publ_author_name 'Feng Li ' 'Zhen Ma ' 'Yuling Wang ' 'Rong Cao ' 'Wenhua Bi ' 'Xing Li ' data_a _database_code_depnum_ccdc_archive 'CCDC 257739' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H18 Cd N2 O6' _chemical_formula_weight 494.76 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)/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 8.973(2) _cell_length_b 13.598(3) _cell_length_c 15.883(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.179(4) _cell_angle_gamma 90.00 _cell_volume 1930.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4781 _cell_measurement_theta_min 3.1005 _cell_measurement_theta_max 27.4835 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.1500 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.703 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 1.172 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.0000 _exptl_absorpt_correction_T_max 0.0000 _exptl_absorpt_process_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _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 ; Mercury70 (2x2 bin mode) ; _diffrn_measurement_method dtprofit.ref _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 6957 _diffrn_reflns_av_R_equivalents 0.0250 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 27.49 _reflns_number_total 3667 _reflns_number_gt 3295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0380P)^2^+3.9546P] 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 3667 _refine_ls_number_parameters 278 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0380 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0799 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _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 0.18433(3) 0.447206(15) 0.172188(13) 0.01508(9) Uani 1 1 d . . . C1 C -0.0554(4) 0.8018(2) 0.43784(18) 0.0149(6) Uani 1 1 d . . . O1 O -0.0730(3) 0.79791(16) 0.35807(13) 0.0236(5) Uani 1 1 d . . . N1 N 0.3554(3) 0.54603(18) 0.10753(16) 0.0168(6) Uani 1 1 d . . . C2 C 0.0195(4) 0.7193(2) 0.48594(19) 0.0182(7) Uani 1 1 d . . . H2A H 0.0220 0.7191 0.5459 0.022 Uiso 1 1 calc R . . O2 O -0.0971(3) 0.87605(16) 0.47717(13) 0.0203(5) Uani 1 1 d . . . N2 N 0.4241(3) 0.37532(19) 0.18801(17) 0.0193(6) Uani 1 1 d . . . C3 C 0.0833(4) 0.6455(2) 0.44731(19) 0.0198(7) Uani 1 1 d . . . H3A H 0.0696 0.6450 0.3873 0.024 Uiso 1 1 calc R . . O3 O 0.2209(3) 0.55647(16) 0.29719(14) 0.0244(6) Uani 1 1 d . . . C4 C 0.1725(4) 0.5647(2) 0.48727(19) 0.0200(7) Uani 1 1 d . . . O4 O 0.1638(3) 0.40084(17) 0.31315(15) 0.0299(6) Uani 1 1 d . . . C5 C 0.2051(5) 0.5599(3) 0.5756(2) 0.0323(10) Uani 1 1 d . . . H5A H 0.1639 0.6080 0.6101 0.039 Uiso 1 1 calc R . . O5 O -0.0133(3) 0.54479(17) 0.13096(15) 0.0177(5) Uani 1 1 d . . . H22 H -0.031(5) 0.559(3) 0.078(3) 0.038(12) Uiso 1 1 d . . . H21 H -0.038(6) 0.590(4) 0.156(3) 0.052(16) Uiso 1 1 d . . . C6 C 0.2953(5) 0.4873(3) 0.6131(2) 0.0423(11) Uani 1 1 d . . . H6A H 0.3153 0.4855 0.6729 0.051 Uiso 1 1 calc R . . O6 O -0.0957(4) 0.7055(2) 0.20708(18) 0.0423(8) Uani 1 1 d . . . H24 H -0.118(5) 0.759(4) 0.183(3) 0.042(13) Uiso 1 1 d . . . H23 H -0.078(5) 0.717(4) 0.257(3) 0.051(15) Uiso 1 1 d . . . C7 C 0.3567(5) 0.4167(3) 0.5634(2) 0.0381(10) Uani 1 1 d . . . H7A H 0.4218 0.3678 0.5888 0.046 Uiso 1 1 calc R . . C8 C 0.3227(5) 0.4179(3) 0.4768(2) 0.0285(9) Uani 1 1 d . . . H8A H 0.3622 0.3682 0.4431 0.034 Uiso 1 1 calc R . . C9 C 0.2314(4) 0.4909(2) 0.4381(2) 0.0206(7) Uani 1 1 d . . . C10 C 0.2023(4) 0.4841(2) 0.3430(2) 0.0180(7) Uani 1 1 d . . . C11 C 0.3143(4) 0.6281(2) 0.0651(2) 0.0212(7) Uani 1 1 d . . . H11A H 0.2113 0.6454 0.0590 0.025 Uiso 1 1 calc R . . C12 C 0.4164(4) 0.6893(2) 0.0296(2) 0.0230(8) Uani 1 1 d . . . H12A H 0.3845 0.7473 -0.0001 0.028 Uiso 1 1 calc R . . C13 C 0.5648(4) 0.6630(2) 0.0388(2) 0.0236(8) Uani 1 1 d . . . H13A H 0.6375 0.7027 0.0152 0.028 Uiso 1 1 calc R . . C14 C 0.6079(4) 0.5782(2) 0.0828(2) 0.0228(7) Uani 1 1 d . . . H14A H 0.7103 0.5595 0.0897 0.027 Uiso 1 1 calc R . . C15 C 0.5001(4) 0.5210(2) 0.11676(19) 0.0161(7) Uani 1 1 d . . . C16 C 0.5387(4) 0.4268(2) 0.16183(19) 0.0169(7) Uani 1 1 d . . . C17 C 0.6848(4) 0.3912(3) 0.1739(2) 0.0224(8) Uani 1 1 d . . . H17A H 0.7657 0.4288 0.1565 0.027 Uiso 1 1 calc R . . C18 C 0.7102(4) 0.3003(3) 0.2116(2) 0.0288(9) Uani 1 1 d . . . H18A H 0.8089 0.2747 0.2200 0.035 Uiso 1 1 calc R . . C19 C 0.5907(4) 0.2471(3) 0.2370(2) 0.0272(8) Uani 1 1 d . . . H19A H 0.6055 0.1839 0.2617 0.033 Uiso 1 1 calc R . . C20 C 0.4500(4) 0.2879(2) 0.2255(2) 0.0246(8) Uani 1 1 d . . . H20A H 0.3682 0.2528 0.2450 0.030 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 0.01450(19) 0.01376(11) 0.01707(12) 0.00110(8) 0.00194(9) -0.00050(8) C1 0.011(2) 0.0175(14) 0.0161(13) 0.0001(11) 0.0023(12) -0.0005(11) O1 0.0326(16) 0.0220(11) 0.0154(10) -0.0006(9) -0.0020(10) 0.0105(10) N1 0.0160(19) 0.0164(12) 0.0180(12) 0.0004(10) 0.0013(11) -0.0002(10) C2 0.019(2) 0.0190(14) 0.0159(14) 0.0007(11) -0.0003(12) -0.0006(12) O2 0.0242(16) 0.0185(10) 0.0186(10) -0.0024(8) 0.0033(10) 0.0052(9) N2 0.0196(19) 0.0181(12) 0.0203(13) 0.0005(10) 0.0017(11) 0.0037(11) C3 0.024(2) 0.0172(14) 0.0175(14) -0.0003(11) -0.0023(13) 0.0014(13) O3 0.0366(18) 0.0188(11) 0.0179(11) 0.0022(9) 0.0032(10) 0.0010(10) C4 0.025(2) 0.0180(14) 0.0165(14) -0.0001(11) -0.0006(13) 0.0014(13) O4 0.0488(19) 0.0193(11) 0.0226(12) -0.0050(9) 0.0082(11) -0.0059(11) C5 0.052(3) 0.0264(18) 0.0172(16) -0.0047(13) -0.0040(16) 0.0108(16) O5 0.0144(15) 0.0199(11) 0.0187(11) -0.0030(9) 0.0001(9) 0.0062(9) C6 0.068(3) 0.037(2) 0.0195(17) -0.0001(15) -0.0105(18) 0.017(2) O6 0.074(2) 0.0281(14) 0.0223(13) -0.0082(11) -0.0094(14) 0.0247(14) C7 0.056(3) 0.0289(19) 0.0276(19) 0.0036(15) -0.0091(18) 0.0174(18) C8 0.036(3) 0.0215(16) 0.0267(17) -0.0012(13) -0.0038(16) 0.0059(15) C9 0.026(2) 0.0166(14) 0.0191(15) 0.0006(12) -0.0012(13) -0.0007(13) C10 0.014(2) 0.0196(14) 0.0213(15) -0.0018(12) 0.0048(13) 0.0031(12) C11 0.017(2) 0.0200(15) 0.0268(16) 0.0035(12) 0.0024(14) 0.0027(13) C12 0.029(2) 0.0160(14) 0.0243(16) 0.0047(12) 0.0066(15) -0.0006(13) C13 0.021(2) 0.0209(15) 0.0301(17) -0.0002(13) 0.0106(15) -0.0068(14) C14 0.014(2) 0.0233(16) 0.0310(17) -0.0028(13) 0.0034(14) -0.0013(13) C15 0.014(2) 0.0185(14) 0.0159(14) -0.0052(11) 0.0020(12) -0.0007(12) C16 0.016(2) 0.0194(14) 0.0149(14) -0.0020(11) -0.0019(12) 0.0003(12) C17 0.018(2) 0.0252(17) 0.0244(16) 0.0006(13) 0.0019(14) 0.0017(13) C18 0.024(3) 0.0352(19) 0.0265(17) -0.0026(14) -0.0003(15) 0.0132(16) C19 0.031(3) 0.0223(16) 0.0278(17) 0.0053(13) 0.0015(15) 0.0088(15) C20 0.026(2) 0.0206(15) 0.0272(17) 0.0035(13) 0.0024(15) 0.0008(14) _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 O5 2.264(2) . ? Cd1 O1 2.294(2) 2_545 ? Cd1 N1 2.345(3) . ? Cd1 O4 2.349(2) . ? Cd1 N2 2.356(3) . ? Cd1 O3 2.478(2) . ? Cd1 O2 2.616(2) 2_545 ? Cd1 C10 2.750(3) . ? C1 O2 1.261(4) . ? C1 O1 1.264(4) . ? C1 C2 1.484(4) . ? O1 Cd1 2.294(2) 2 ? N1 C11 1.339(4) . ? N1 C15 1.338(5) . ? C2 C3 1.332(4) . ? O2 Cd1 2.616(2) 2 ? N2 C16 1.341(4) . ? N2 C20 1.341(4) . ? C3 C4 1.469(4) . ? O3 C10 1.245(4) . ? C4 C9 1.404(5) . ? C4 C5 1.408(4) . ? O4 C10 1.263(4) . ? C5 C6 1.379(5) . ? C6 C7 1.388(6) . ? C7 C8 1.383(5) . ? C8 C9 1.395(5) . ? C9 C10 1.511(4) . ? C11 C12 1.394(5) . ? C12 C13 1.373(5) . ? C13 C14 1.384(5) . ? C14 C15 1.388(5) . ? C15 C16 1.493(4) . ? C16 C17 1.394(5) . ? C17 C18 1.383(5) . ? C18 C19 1.383(5) . ? C19 C20 1.376(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 O5 Cd1 O1 98.23(9) . 2_545 ? O5 Cd1 N1 93.67(9) . . ? O1 Cd1 N1 134.84(9) 2_545 . ? O5 Cd1 O4 107.84(9) . . ? O1 Cd1 O4 83.81(8) 2_545 . ? N1 Cd1 O4 132.97(9) . . ? O5 Cd1 N2 163.36(9) . . ? O1 Cd1 N2 91.79(9) 2_545 . ? N1 Cd1 N2 69.95(10) . . ? O4 Cd1 N2 86.34(10) . . ? O5 Cd1 O3 85.64(8) . . ? O1 Cd1 O3 136.23(8) 2_545 . ? N1 Cd1 O3 87.86(9) . . ? O4 Cd1 O3 54.08(8) . . ? N2 Cd1 O3 96.30(9) . . ? O5 Cd1 O2 77.99(8) . 2_545 ? O1 Cd1 O2 52.67(7) 2_545 2_545 ? N1 Cd1 O2 88.22(8) . 2_545 ? O4 Cd1 O2 136.25(8) . 2_545 ? N2 Cd1 O2 97.99(8) . 2_545 ? O3 Cd1 O2 162.89(7) . 2_545 ? O5 Cd1 C10 98.81(9) . . ? O1 Cd1 C10 110.71(9) 2_545 . ? N1 Cd1 C10 110.20(10) . . ? O4 Cd1 C10 27.26(9) . . ? N2 Cd1 C10 89.93(9) . . ? O3 Cd1 C10 26.90(8) . . ? O2 Cd1 C10 161.53(9) 2_545 . ? O2 C1 O1 121.0(3) . . ? O2 C1 C2 119.4(3) . . ? O1 C1 C2 119.6(3) . . ? C1 O1 Cd1 100.67(18) . 2 ? C11 N1 C15 119.2(3) . . ? C11 N1 Cd1 122.5(2) . . ? C15 N1 Cd1 118.3(2) . . ? C3 C2 C1 121.8(3) . . ? C1 O2 Cd1 85.68(17) . 2 ? C16 N2 C20 119.6(3) . . ? C16 N2 Cd1 118.0(2) . . ? C20 N2 Cd1 122.4(2) . . ? C2 C3 C4 127.2(3) . . ? C10 O3 Cd1 88.82(18) . . ? C9 C4 C5 117.8(3) . . ? C9 C4 C3 120.8(3) . . ? C5 C4 C3 121.4(3) . . ? C10 O4 Cd1 94.32(19) . . ? C6 C5 C4 121.7(3) . . ? C5 C6 C7 119.8(3) . . ? C8 C7 C6 119.6(3) . . ? C7 C8 C9 121.0(3) . . ? C8 C9 C4 120.0(3) . . ? C8 C9 C10 116.0(3) . . ? C4 C9 C10 124.1(3) . . ? O3 C10 O4 122.4(3) . . ? O3 C10 C9 121.0(3) . . ? O4 C10 C9 116.6(3) . . ? O3 C10 Cd1 64.28(17) . . ? O4 C10 Cd1 58.41(16) . . ? C9 C10 Cd1 170.5(2) . . ? N1 C11 C12 122.7(3) . . ? C13 C12 C11 117.9(3) . . ? C12 C13 C14 119.7(3) . . ? C13 C14 C15 119.3(3) . . ? N1 C15 C14 121.2(3) . . ? N1 C15 C16 116.9(3) . . ? C14 C15 C16 121.9(3) . . ? N2 C16 C17 121.0(3) . . ? N2 C16 C15 116.4(3) . . ? C17 C16 C15 122.6(3) . . ? C18 C17 C16 119.1(3) . . ? C19 C18 C17 119.5(3) . . ? C20 C19 C18 118.5(3) . . ? N2 C20 C19 122.4(3) . . ? _diffrn_measured_fraction_theta_max 0.827 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.827 _refine_diff_density_max 1.233 _refine_diff_density_min -0.462 _refine_diff_density_rms 0.086 data_a_2 _database_code_depnum_ccdc_archive 'CCDC 257740' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H18 Cd N2 O6' _chemical_formula_weight 518.78 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 c2/c 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 22.723(5) _cell_length_b 13.317(3) _cell_length_c 14.967(3) _cell_angle_alpha 90.00 _cell_angle_beta 117.354(2) _cell_angle_gamma 90.00 _cell_volume 4022.6(15) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6480 _cell_measurement_theta_min 1.8313 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.7500 _exptl_crystal_size_mid 0.2500 _exptl_crystal_size_min 0.2000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.713 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2080 _exptl_absorpt_coefficient_mu 1.129 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 1.0000 _exptl_absorpt_correction_T_max 0.8388 _exptl_absorpt_process_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _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 ; Mercury70 (2x2 bin mode) ; _diffrn_measurement_method dtprofit.ref _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 15220 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0161 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4587 _reflns_number_gt 4384 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0417P)^2^+8.9387P] 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 4587 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0343 _refine_ls_wR_factor_ref 0.0866 _refine_ls_wR_factor_gt 0.0852 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 0.139911(9) 0.223953(14) 0.079644(15) 0.03356(8) Uani 1 1 d . . . C1 C 0.08892(14) 0.4545(2) -0.0026(2) 0.0391(6) Uani 1 1 d . . . H1A H 0.1299 0.4724 0.0529 0.047 Uiso 1 1 calc R . . O1 O 0.31236(12) 0.56394(17) 0.40434(16) 0.0490(5) Uani 1 1 d . . . N1 N 0.07365(10) 0.35776(16) -0.01927(16) 0.0319(4) Uani 1 1 d . . . C2 C 0.04770(16) 0.5315(2) -0.0627(3) 0.0479(7) Uani 1 1 d . . . H2A H 0.0608 0.5998 -0.0484 0.057 Uiso 1 1 calc R . . O2 O 0.30240(11) 0.65307(15) 0.52044(16) 0.0432(5) Uani 1 1 d . . . N2 N 0.04198(12) 0.15996(18) -0.05481(19) 0.0403(5) Uani 1 1 d . . . C3 C -0.01136(16) 0.5068(3) -0.1420(3) 0.0488(8) Uani 1 1 d . . . H3A H -0.0402 0.5579 -0.1833 0.059 Uiso 1 1 calc R . . O3 O 0.12836(14) 0.18599(18) 0.21870(18) 0.0565(6) Uani 1 1 d . . . C4 C -0.02930(13) 0.4060(3) -0.1622(2) 0.0401(6) Uani 1 1 d . . . O4 O 0.14627(11) 0.34878(17) 0.22575(15) 0.0474(5) Uani 1 1 d . . . C5 C -0.08943(15) 0.3752(3) -0.2461(2) 0.0550(9) Uani 1 1 d . . . H5C H -0.1196 0.4245 -0.2883 0.066 Uiso 1 1 calc R . . O5 O 0.23638(11) 0.3092(2) 0.1319(2) 0.0476(5) Uani 1 1 d . . . H5A H 0.250(2) 0.320(3) 0.091(3) 0.063(12) Uiso 1 1 d . . . H5B H 0.248(2) 0.360(4) 0.170(4) 0.090(17) Uiso 1 1 d . . . C6 C -0.10377(16) 0.2781(3) -0.2660(2) 0.0585(10) Uani 1 1 d . . . H6A H -0.1435 0.2595 -0.3235 0.070 Uiso 1 1 calc R . . O6 O 0.2438(3) 0.5098(3) 0.7182(2) 0.145(2) Uani 1 1 d . . . C7 C -0.06048(15) 0.2005(3) -0.2024(2) 0.0481(8) Uani 1 1 d . . . C8 C -0.0749(2) 0.0982(3) -0.2193(3) 0.0668(11) Uani 1 1 d . . . H8A H -0.1148 0.0767 -0.2748 0.080 Uiso 1 1 calc R . . C9 C -0.0317(2) 0.0297(3) -0.1559(4) 0.0708(12) Uani 1 1 d . . . H9A H -0.0409 -0.0400 -0.1666 0.085 Uiso 1 1 calc R . . C10 C 0.0272(2) 0.0635(3) -0.0741(3) 0.0578(9) Uani 1 1 d . . . H10A H 0.0577 0.0150 -0.0309 0.069 Uiso 1 1 calc R . . C11 C -0.00120(14) 0.2280(2) -0.1180(2) 0.0356(6) Uani 1 1 d . . . C12 C 0.01505(12) 0.3329(2) -0.09874(19) 0.0319(5) Uani 1 1 d . . . C13 C 0.28966(13) 0.5757(2) 0.4668(2) 0.0361(6) Uani 1 1 d . . . C14 C 0.24684(15) 0.4978(2) 0.4784(2) 0.0400(6) Uani 1 1 d . . . H14A H 0.2309 0.5107 0.5258 0.048 Uiso 1 1 calc R . . C15 C 0.22900(13) 0.4123(2) 0.42841(19) 0.0322(5) Uani 1 1 d . . . H15A H 0.2438 0.3989 0.3796 0.039 Uiso 1 1 calc R . . C16 C 0.18716(13) 0.33602(18) 0.4443(2) 0.0306(5) Uani 1 1 d . . . C17 C 0.19140(16) 0.3268(2) 0.5400(2) 0.0392(6) Uani 1 1 d . . . H17A H 0.2215 0.3683 0.5930 0.047 Uiso 1 1 calc R . . C18 C 0.1529(2) 0.2589(2) 0.5594(3) 0.0499(8) Uani 1 1 d . . . H18A H 0.1565 0.2543 0.6251 0.060 Uiso 1 1 calc R . . C19 C 0.1092(2) 0.1975(2) 0.4836(3) 0.0556(9) Uani 1 1 d . . . H19A H 0.0811 0.1528 0.4959 0.067 Uiso 1 1 calc R . . C20 C 0.10673(18) 0.2016(2) 0.3898(3) 0.0484(8) Uani 1 1 d . . . H20A H 0.0783 0.1570 0.3386 0.058 Uiso 1 1 calc R . . C21 C 0.14528(14) 0.27024(18) 0.3687(2) 0.0335(6) Uani 1 1 d . . . C22 C 0.13956(13) 0.2696(2) 0.2636(2) 0.0355(6) 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 0.03092(12) 0.03204(12) 0.03701(13) 0.00391(7) 0.01499(9) 0.00673(7) C1 0.0326(13) 0.0382(14) 0.0430(15) -0.0002(12) 0.0143(12) 0.0016(11) O1 0.0591(13) 0.0542(13) 0.0443(12) -0.0139(10) 0.0330(11) -0.0269(11) N1 0.0278(10) 0.0344(11) 0.0316(11) 0.0011(9) 0.0121(9) 0.0035(8) C2 0.0488(17) 0.0368(15) 0.061(2) 0.0083(14) 0.0277(16) 0.0076(13) O2 0.0484(12) 0.0399(11) 0.0441(11) -0.0106(9) 0.0238(10) -0.0159(9) N2 0.0414(13) 0.0346(12) 0.0488(14) -0.0079(10) 0.0242(11) -0.0028(10) C3 0.0466(17) 0.0524(18) 0.0531(19) 0.0208(15) 0.0278(15) 0.0207(14) O3 0.0796(17) 0.0465(12) 0.0534(14) -0.0195(11) 0.0393(13) -0.0132(12) C4 0.0280(13) 0.0634(19) 0.0295(13) 0.0088(13) 0.0139(11) 0.0091(12) O4 0.0556(13) 0.0516(13) 0.0351(11) 0.0019(9) 0.0210(10) -0.0082(10) C5 0.0311(15) 0.091(3) 0.0362(16) 0.0095(17) 0.0095(13) 0.0040(16) O5 0.0377(11) 0.0591(14) 0.0498(13) -0.0089(11) 0.0233(11) -0.0051(10) C6 0.0289(15) 0.108(3) 0.0310(16) -0.0068(17) 0.0073(12) -0.0079(17) O6 0.302(7) 0.0605(19) 0.0390(16) 0.0045(15) 0.049(3) -0.012(3) C7 0.0370(15) 0.074(2) 0.0380(15) -0.0203(15) 0.0216(13) -0.0165(15) C8 0.055(2) 0.084(3) 0.063(2) -0.036(2) 0.0285(19) -0.027(2) C9 0.079(3) 0.057(2) 0.089(3) -0.038(2) 0.049(3) -0.030(2) C10 0.064(2) 0.0406(17) 0.074(2) -0.0128(16) 0.036(2) -0.0093(15) C11 0.0312(13) 0.0488(16) 0.0325(13) -0.0100(11) 0.0196(11) -0.0044(11) C12 0.0256(11) 0.0438(14) 0.0288(12) -0.0013(11) 0.0147(10) 0.0015(10) C13 0.0348(13) 0.0384(14) 0.0325(13) -0.0021(11) 0.0133(11) -0.0106(11) C14 0.0476(16) 0.0389(14) 0.0442(16) -0.0059(12) 0.0302(14) -0.0112(12) C15 0.0352(13) 0.0350(13) 0.0295(12) 0.0005(10) 0.0176(11) -0.0057(10) C16 0.0367(13) 0.0253(11) 0.0360(13) 0.0003(10) 0.0220(11) 0.0013(10) C17 0.0548(17) 0.0320(13) 0.0410(15) -0.0007(11) 0.0309(14) 0.0000(12) C18 0.081(2) 0.0369(15) 0.0560(19) 0.0053(14) 0.052(2) 0.0013(15) C19 0.085(3) 0.0330(14) 0.079(2) -0.0036(15) 0.064(2) -0.0137(16) C20 0.062(2) 0.0338(14) 0.065(2) -0.0120(14) 0.0434(18) -0.0143(14) C21 0.0399(14) 0.0263(12) 0.0438(15) -0.0028(10) 0.0275(13) -0.0006(10) C22 0.0289(12) 0.0425(15) 0.0368(14) -0.0050(11) 0.0164(11) -0.0017(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O5 2.265(2) . ? Cd1 O3 2.271(2) . ? Cd1 O1 2.353(2) 4_545 ? Cd1 N1 2.363(2) . ? Cd1 N2 2.369(3) . ? Cd1 O2 2.580(2) 4_545 ? C1 N1 1.327(4) . ? C1 C2 1.402(4) . ? O1 C13 1.268(3) . ? O1 Cd1 2.353(2) 4 ? N1 C12 1.357(3) . ? C2 C3 1.361(5) . ? O2 C13 1.255(3) . ? O2 Cd1 2.580(2) 4 ? N2 C10 1.326(4) . ? N2 C11 1.351(4) . ? C3 C4 1.396(5) . ? O3 C22 1.264(4) . ? C4 C12 1.409(4) . ? C4 C5 1.427(4) . ? O4 C22 1.240(3) . ? C5 C6 1.334(6) . ? C6 C7 1.443(5) . ? C7 C8 1.397(5) . ? C7 C11 1.407(4) . ? C8 C9 1.356(7) . ? C9 C10 1.409(6) . ? C11 C12 1.441(4) . ? C13 C14 1.485(4) . ? C14 C15 1.320(4) . ? C15 C16 1.483(3) . ? C16 C17 1.397(4) . ? C16 C21 1.402(4) . ? C17 C18 1.379(4) . ? C18 C19 1.381(5) . ? C19 C20 1.380(5) . ? C20 C21 1.399(4) . ? C21 C22 1.516(4) . ? 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 O5 Cd1 O3 107.23(9) . . ? O5 Cd1 O1 95.23(9) . 4_545 ? O3 Cd1 O1 86.96(8) . 4_545 ? O5 Cd1 N1 94.31(9) . . ? O3 Cd1 N1 115.67(9) . . ? O1 Cd1 N1 151.39(8) 4_545 . ? O5 Cd1 N2 148.85(9) . . ? O3 Cd1 N2 103.85(9) . . ? O1 Cd1 N2 88.27(9) 4_545 . ? N1 Cd1 N2 70.11(8) . . ? O5 Cd1 O2 73.42(8) . 4_545 ? O3 Cd1 O2 138.94(8) . 4_545 ? O1 Cd1 O2 52.73(7) 4_545 4_545 ? N1 Cd1 O2 105.05(7) . 4_545 ? N2 Cd1 O2 84.53(8) . 4_545 ? N1 C1 C2 123.4(3) . . ? C13 O1 Cd1 97.92(17) . 4 ? C1 N1 C12 117.9(2) . . ? C1 N1 Cd1 125.28(18) . . ? C12 N1 Cd1 116.83(17) . . ? C3 C2 C1 118.8(3) . . ? C13 O2 Cd1 87.64(16) . 4 ? C10 N2 C11 117.9(3) . . ? C10 N2 Cd1 125.3(2) . . ? C11 N2 Cd1 116.76(18) . . ? C2 C3 C4 119.6(3) . . ? C22 O3 Cd1 102.23(19) . . ? C3 C4 C12 118.1(3) . . ? C3 C4 C5 122.2(3) . . ? C12 C4 C5 119.6(3) . . ? C6 C5 C4 120.8(3) . . ? C5 C6 C7 121.7(3) . . ? C8 C7 C11 117.7(4) . . ? C8 C7 C6 123.2(3) . . ? C11 C7 C6 119.2(3) . . ? C9 C8 C7 119.6(3) . . ? C8 C9 C10 119.1(4) . . ? N2 C10 C9 122.8(4) . . ? N2 C11 C7 122.8(3) . . ? N2 C11 C12 118.3(2) . . ? C7 C11 C12 118.9(3) . . ? N1 C12 C4 122.2(3) . . ? N1 C12 C11 118.0(2) . . ? C4 C12 C11 119.8(2) . . ? O2 C13 O1 121.3(2) . . ? O2 C13 C14 118.0(2) . . ? O1 C13 C14 120.6(2) . . ? C15 C14 C13 125.7(3) . . ? C14 C15 C16 123.6(2) . . ? C17 C16 C21 118.4(2) . . ? C17 C16 C15 118.5(2) . . ? C21 C16 C15 123.1(2) . . ? C18 C17 C16 121.5(3) . . ? C17 C18 C19 120.1(3) . . ? C18 C19 C20 119.4(3) . . ? C19 C20 C21 121.2(3) . . ? C20 C21 C16 119.3(3) . . ? C20 C21 C22 117.8(3) . . ? C16 C21 C22 122.9(2) . . ? O4 C22 O3 122.9(3) . . ? O4 C22 C21 119.9(2) . . ? O3 C22 C21 117.2(3) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.247 _refine_diff_density_min -1.101 _refine_diff_density_rms 0.069 data_d:\lf\lf47\a _database_code_depnum_ccdc_archive 'CCDC 257741' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H24 Cd N2 O6' _chemical_formula_weight 536.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 9.190(4) _cell_length_b 15.360(6) _cell_length_c 16.170(7) _cell_angle_alpha 90.00 _cell_angle_beta 99.110(5) _cell_angle_gamma 90.00 _cell_volume 2253.7(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3947 _cell_measurement_theta_min 3.0539 _cell_measurement_theta_max 25.0264 _exptl_crystal_description Prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.0500 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.582 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.011 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 1.0000 _exptl_absorpt_correction_T_max 0.8676 _exptl_absorpt_process_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _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 ; Mercury70 (2x2 bin mode) ; _diffrn_measurement_method dtprofit.ref _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 14210 _diffrn_reflns_av_R_equivalents 0.0592 _diffrn_reflns_av_sigmaI/netI 0.0534 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3976 _reflns_number_gt 3364 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0680P)^2^+3.6521P] 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 3976 _refine_ls_number_parameters 305 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0753 _refine_ls_R_factor_gt 0.0591 _refine_ls_wR_factor_ref 0.1444 _refine_ls_wR_factor_gt 0.1331 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.095 _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 0.74173(5) 0.85683(3) 0.08016(3) 0.03280(18) Uani 1 1 d . . . N1 N 0.5404(5) 0.8011(3) 0.1346(3) 0.0346(12) Uani 1 1 d . . . C1 C 1.2462(7) 0.9215(4) 0.2585(3) 0.0319(13) Uani 1 1 d . . . O1 O 1.2163(5) 1.0952(3) 0.0492(3) 0.0393(10) Uani 1 1 d . . . N2 N 0.2205(6) 0.2857(3) -0.0285(3) 0.0400(13) Uani 1 1 d . . . C2 C 1.3722(7) 0.9148(5) 0.3195(4) 0.0436(17) Uani 1 1 d . . . H2A H 1.4535 0.9523 0.3165 0.052 Uiso 1 1 calc R . . O2 O 1.4579(5) 1.0910(3) 0.0535(3) 0.0455(11) Uani 1 1 d . . . C3 C 1.3810(8) 0.8557(5) 0.3832(4) 0.0472(17) Uani 1 1 d . . . H3A H 1.4685 0.8519 0.4232 0.057 Uiso 1 1 calc R . . O3 O 0.8756(5) 0.8292(3) 0.2193(3) 0.0485(12) Uani 1 1 d . . . C4 C 1.2641(8) 0.8016(5) 0.3901(4) 0.0472(18) Uani 1 1 d . . . H4A H 1.2706 0.7606 0.4346 0.057 Uiso 1 1 calc R . . O4 O 0.9952(5) 0.8860(3) 0.1260(2) 0.0429(11) Uani 1 1 d . . . C5 C 1.1363(7) 0.8075(4) 0.3311(4) 0.0379(15) Uani 1 1 d . . . H5C H 1.0546 0.7712 0.3364 0.045 Uiso 1 1 calc R . . O5 O 0.7149(6) 1.0028(3) 0.1122(3) 0.0422(11) Uani 1 1 d . . . H5B H 0.778(6) 1.026(4) 0.091(3) 0.014(15) Uiso 1 1 d . . . H5A H 0.642(9) 1.037(6) 0.097(5) 0.07(3) Uiso 1 1 d . . . C6 C 1.1265(7) 0.8661(4) 0.2643(3) 0.0327(14) Uani 1 1 d . . . O6 O 0.0916(6) 0.8970(4) -0.0364(4) 0.0537(13) Uani 1 1 d D . . H6A H 0.000(3) 0.904(4) -0.051(4) 0.04(2) Uiso 1 1 d D . . H6B H 0.074(17) 0.885(10) 0.012(4) 0.19(7) Uiso 1 1 d D . . C7 C 1.2428(7) 0.9854(4) 0.1892(3) 0.0343(14) Uani 1 1 d . . . H7A H 1.1498 1.0097 0.1667 0.041 Uiso 1 1 calc R . . C8 C 1.3580(7) 1.0114(4) 0.1563(4) 0.0351(14) Uani 1 1 d . . . H8A H 1.4535 0.9922 0.1807 0.042 Uiso 1 1 calc R . . C9 C 1.3425(7) 1.0697(4) 0.0824(4) 0.0338(14) Uani 1 1 d . . . C10 C 0.9901(7) 0.8614(4) 0.1992(4) 0.0321(13) Uani 1 1 d . . . C11 C 0.4051(7) 0.8029(4) 0.0887(3) 0.0339(14) Uani 1 1 d . . . H11A H 0.3886 0.8386 0.0401 0.041 Uiso 1 1 calc R . . C12 C 0.2899(7) 0.7551(4) 0.1092(4) 0.0343(14) Uani 1 1 d . . . H12A H 0.1957 0.7588 0.0754 0.041 Uiso 1 1 calc R . . C13 C 0.3106(7) 0.7010(4) 0.1796(3) 0.0329(14) Uani 1 1 d . . . C14 C 0.4490(7) 0.7029(4) 0.2283(4) 0.0397(15) Uani 1 1 d . . . H14A H 0.4677 0.6697 0.2783 0.048 Uiso 1 1 calc R . . C15 C 0.5604(7) 0.7533(4) 0.2041(4) 0.0405(15) Uani 1 1 d . . . H15A H 0.6544 0.7537 0.2385 0.049 Uiso 1 1 calc R . . C16 C 0.1884(8) 0.6434(4) 0.1999(4) 0.0425(16) Uani 1 1 d . . . H16A H 0.0926 0.6681 0.1738 0.051 Uiso 1 1 calc R . . H16B H 0.1906 0.6430 0.2613 0.051 Uiso 1 1 calc R . . C17 C 0.2001(8) 0.5498(4) 0.1695(4) 0.0429(16) Uani 1 1 d . . . H17A H 0.2921 0.5236 0.1992 0.051 Uiso 1 1 calc R . . H17B H 0.1164 0.5157 0.1840 0.051 Uiso 1 1 calc R . . C18 C 0.2248(10) 0.3587(4) -0.0731(4) 0.055(2) Uani 1 1 d . . . H18A H 0.2346 0.3531 -0.1305 0.066 Uiso 1 1 calc R . . C19 C 0.2160(9) 0.4408(4) -0.0417(4) 0.0529(19) Uani 1 1 d . . . H19A H 0.2166 0.4900 -0.0773 0.063 Uiso 1 1 calc R . . C20 C 0.2063(7) 0.4521(4) 0.0425(4) 0.0396(15) Uani 1 1 d . . . C21 C 0.1993(8) 0.3774(4) 0.0881(4) 0.0426(16) Uani 1 1 d . . . H21A H 0.1907 0.3813 0.1458 0.051 Uiso 1 1 calc R . . C22 C 0.2045(9) 0.2972(4) 0.0518(4) 0.0473(17) Uani 1 1 d . . . H22A H 0.1963 0.2471 0.0852 0.057 Uiso 1 1 calc R . . C23 C 0.2000(9) 0.5434(4) 0.0762(4) 0.0463(17) Uani 1 1 d . . . H23A H 0.1097 0.5720 0.0469 0.056 Uiso 1 1 calc R . . H23B H 0.2855 0.5764 0.0624 0.056 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 0.0339(3) 0.0343(3) 0.0304(3) 0.00095(19) 0.00557(19) -0.0036(2) N1 0.032(3) 0.039(3) 0.033(3) 0.000(2) 0.004(2) 0.001(2) C1 0.034(4) 0.034(3) 0.028(3) 0.003(2) 0.005(3) 0.000(3) O1 0.036(3) 0.042(3) 0.038(2) 0.011(2) 0.001(2) 0.003(2) N2 0.050(3) 0.033(3) 0.039(3) -0.006(2) 0.014(3) -0.006(3) C2 0.039(4) 0.060(5) 0.031(3) 0.003(3) 0.000(3) -0.010(3) O2 0.036(3) 0.055(3) 0.049(3) 0.013(2) 0.014(2) -0.002(2) C3 0.043(4) 0.070(5) 0.028(3) 0.007(3) 0.002(3) 0.003(4) O3 0.035(3) 0.069(3) 0.041(2) 0.003(2) 0.006(2) -0.016(2) C4 0.057(5) 0.057(5) 0.028(3) 0.014(3) 0.009(3) 0.012(4) O4 0.036(3) 0.062(3) 0.029(2) 0.007(2) 0.0026(19) -0.004(2) C5 0.044(4) 0.039(4) 0.033(3) 0.006(3) 0.013(3) -0.001(3) O5 0.038(3) 0.043(3) 0.047(3) 0.004(2) 0.008(2) 0.000(2) C6 0.031(3) 0.040(4) 0.028(3) -0.002(3) 0.007(3) 0.002(3) O6 0.035(3) 0.067(3) 0.062(3) 0.007(3) 0.014(3) 0.001(3) C7 0.041(4) 0.030(3) 0.030(3) 0.001(3) 0.001(3) 0.000(3) C8 0.030(3) 0.037(3) 0.037(3) 0.003(3) 0.000(3) -0.003(3) C9 0.038(4) 0.027(3) 0.036(3) -0.002(3) 0.005(3) -0.002(3) C10 0.032(3) 0.032(3) 0.032(3) -0.001(3) 0.006(3) 0.004(3) C11 0.039(4) 0.037(3) 0.026(3) 0.002(3) 0.003(3) 0.002(3) C12 0.040(4) 0.029(3) 0.035(3) -0.003(3) 0.007(3) -0.003(3) C13 0.042(4) 0.030(3) 0.030(3) -0.007(2) 0.016(3) -0.001(3) C14 0.052(4) 0.037(4) 0.029(3) 0.008(3) 0.005(3) 0.005(3) C15 0.038(4) 0.054(4) 0.030(3) 0.008(3) 0.007(3) -0.006(3) C16 0.049(4) 0.039(4) 0.044(4) -0.004(3) 0.021(3) -0.010(3) C17 0.055(4) 0.032(3) 0.043(4) -0.005(3) 0.012(3) -0.009(3) C18 0.091(6) 0.043(4) 0.034(4) -0.001(3) 0.019(4) -0.004(4) C19 0.084(6) 0.034(4) 0.043(4) 0.000(3) 0.020(4) -0.008(4) C20 0.042(4) 0.039(4) 0.039(3) -0.001(3) 0.010(3) -0.006(3) C21 0.057(5) 0.040(4) 0.034(3) -0.002(3) 0.016(3) -0.001(3) C22 0.070(5) 0.035(4) 0.041(4) 0.005(3) 0.022(3) 0.003(3) C23 0.066(5) 0.031(3) 0.044(4) -0.001(3) 0.014(4) -0.007(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 O1 2.307(4) 3_775 ? Cd1 O5 2.323(5) . ? Cd1 N1 2.334(5) . ? Cd1 O4 2.373(4) . ? Cd1 N2 2.388(5) 3_665 ? Cd1 O3 2.425(4) . ? Cd1 C10 2.743(6) . ? N1 C15 1.331(8) . ? N1 C11 1.343(7) . ? C1 C2 1.401(8) . ? C1 C6 1.405(8) . ? C1 C7 1.487(8) . ? O1 C9 1.261(7) . ? O1 Cd1 2.307(4) 3_775 ? N2 C18 1.337(8) . ? N2 C22 1.342(8) . ? N2 Cd1 2.388(5) 3_665 ? C2 C3 1.367(9) . ? O2 C9 1.267(7) . ? C3 C4 1.376(10) . ? O3 C10 1.252(7) . ? C4 C5 1.394(9) . ? O4 C10 1.251(7) . ? C5 C6 1.398(8) . ? C6 C10 1.506(8) . ? C7 C8 1.320(8) . ? C8 C9 1.482(8) . ? C11 C12 1.371(8) . ? C12 C13 1.398(8) . ? C13 C14 1.386(9) . ? C13 C16 1.505(9) . ? C14 C15 1.388(9) . ? C16 C17 1.528(9) . ? C17 C23 1.512(9) . ? C18 C19 1.367(10) . ? C19 C20 1.389(9) . ? C20 C21 1.371(9) . ? C20 C23 1.509(9) . ? C21 C22 1.367(9) . ? 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 O5 86.13(17) 3_775 . ? O1 Cd1 N1 135.65(16) 3_775 . ? O5 Cd1 N1 98.73(19) . . ? O1 Cd1 O4 85.77(15) 3_775 . ? O5 Cd1 O4 83.20(18) . . ? N1 Cd1 O4 138.55(15) . . ? O1 Cd1 N2 85.47(17) 3_775 3_665 ? O5 Cd1 N2 171.56(18) . 3_665 ? N1 Cd1 N2 87.90(18) . 3_665 ? O4 Cd1 N2 95.32(18) . 3_665 ? O1 Cd1 O3 139.85(16) 3_775 . ? O5 Cd1 O3 91.06(17) . . ? N1 Cd1 O3 84.38(16) . . ? O4 Cd1 O3 54.17(15) . . ? N2 Cd1 O3 94.80(18) 3_665 . ? O1 Cd1 C10 112.84(17) 3_775 . ? O5 Cd1 C10 85.68(18) . . ? N1 Cd1 C10 111.48(18) . . ? O4 Cd1 C10 27.07(16) . . ? N2 Cd1 C10 96.80(18) 3_665 . ? O3 Cd1 C10 27.14(16) . . ? C15 N1 C11 118.0(5) . . ? C15 N1 Cd1 120.6(4) . . ? C11 N1 Cd1 120.3(4) . . ? C2 C1 C6 118.5(5) . . ? C2 C1 C7 119.7(6) . . ? C6 C1 C7 121.8(5) . . ? C9 O1 Cd1 102.1(4) . 3_775 ? C18 N2 C22 115.4(5) . . ? C18 N2 Cd1 124.2(4) . 3_665 ? C22 N2 Cd1 120.3(4) . 3_665 ? C3 C2 C1 121.5(6) . . ? C2 C3 C4 120.6(6) . . ? C10 O3 Cd1 90.8(4) . . ? C3 C4 C5 119.3(6) . . ? C10 O4 Cd1 93.2(4) . . ? C4 C5 C6 121.0(6) . . ? C5 C6 C1 119.1(6) . . ? C5 C6 C10 117.0(6) . . ? C1 C6 C10 123.8(5) . . ? C8 C7 C1 125.5(6) . . ? C7 C8 C9 121.8(6) . . ? O1 C9 O2 122.0(5) . . ? O1 C9 C8 119.7(6) . . ? O2 C9 C8 118.3(5) . . ? O4 C10 O3 121.6(6) . . ? O4 C10 C6 119.7(6) . . ? O3 C10 C6 118.6(5) . . ? O4 C10 Cd1 59.7(3) . . ? O3 C10 Cd1 62.1(3) . . ? C6 C10 Cd1 178.8(4) . . ? N1 C11 C12 122.5(6) . . ? C11 C12 C13 120.3(6) . . ? C14 C13 C12 116.3(6) . . ? C14 C13 C16 122.6(6) . . ? C12 C13 C16 121.1(6) . . ? C13 C14 C15 120.3(6) . . ? N1 C15 C14 122.4(6) . . ? C13 C16 C17 112.9(5) . . ? C23 C17 C16 113.2(5) . . ? N2 C18 C19 124.4(6) . . ? C18 C19 C20 119.7(6) . . ? C21 C20 C19 116.0(6) . . ? C21 C20 C23 125.2(6) . . ? C19 C20 C23 118.8(6) . . ? C22 C21 C20 121.0(6) . . ? N2 C22 C21 123.4(6) . . ? C20 C23 C17 115.3(5) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.841 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.091 data_d:\lf\chain-2\lf23\b _database_code_depnum_ccdc_archive 'CCDC 257742' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H22 Cd N2 O8' _chemical_formula_weight 530.80 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 c2/c 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 25.995(5) _cell_length_b 11.6819(13) _cell_length_c 16.660(3) _cell_angle_alpha 90.00 _cell_angle_beta 125.584(6) _cell_angle_gamma 90.00 _cell_volume 4114.5(11) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4679 _cell_measurement_theta_min 3.0088 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.8000 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.714 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2144 _exptl_absorpt_coefficient_mu 1.113 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 1.0000 _exptl_absorpt_correction_T_max 0.5323 _exptl_absorpt_process_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _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 ; Mercury70 (2x2 bin mode) ; _diffrn_measurement_method dtprofit.ref _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 15362 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4712 _reflns_number_gt 4295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2000)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2000)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXL-97 (Sheldrick, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0750P)^2^+50.1641P] 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 4712 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0766 _refine_ls_R_factor_gt 0.0690 _refine_ls_wR_factor_ref 0.1721 _refine_ls_wR_factor_gt 0.1666 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _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 0.054168(18) 0.82718(3) 0.89485(3) 0.02583(16) Uani 1 1 d . . . O1 O -0.03930(19) 0.8345(4) 0.8837(3) 0.0310(9) Uani 1 1 d . . . N1 N 0.0479(2) 1.0266(4) 0.8846(4) 0.0324(11) Uani 1 1 d . . . C1 C -0.0773(3) 0.8449(5) 0.7924(4) 0.0274(12) Uani 1 1 d . . . O2 O -0.0631(3) 0.8186(4) 0.7341(4) 0.0421(11) Uani 1 1 d . . . N2 N 0.0545(2) 1.6322(5) 0.8950(4) 0.0293(10) Uani 1 1 d . . . C2 C -0.1418(3) 0.8941(5) 0.7494(5) 0.0330(13) Uani 1 1 d . . . H2A H -0.1731 0.8898 0.6802 0.040 Uiso 1 1 calc R . . O3 O -0.1124(2) 1.1449(5) 0.9290(4) 0.0469(13) Uani 1 1 d . . . C3 C -0.1560(3) 0.9431(6) 0.8057(5) 0.0426(17) Uani 1 1 d . . . H3A H -0.1239 0.9427 0.8747 0.051 Uiso 1 1 calc R . . O4 O -0.1656(2) 1.1491(6) 0.9928(4) 0.0641(18) Uani 1 1 d . . . C4 C -0.2161(3) 0.9985(7) 0.7734(6) 0.054(2) Uani 1 1 d . . . C5 C -0.2725(4) 0.9640(9) 0.6840(7) 0.078(3) Uani 1 1 d . . . H5A H -0.2711 0.9074 0.6444 0.094 Uiso 1 1 calc R . . O5 O 0.1323(8) 1.2854(15) 0.7282(13) 0.202(6) Uiso 1 1 d . . . O6 O -0.2415(12) 1.2525(17) 0.6253(16) 0.130(7) Uani 0.50 1 d P . . C6 C -0.3294(4) 1.0120(11) 0.6539(8) 0.100(5) Uani 1 1 d . . . H6A H -0.3671 0.9852 0.5951 0.120 Uiso 1 1 calc R . . C7 C -0.3329(4) 1.0980(11) 0.7069(9) 0.111(6) Uani 1 1 d . . . H7A H -0.3722 1.1334 0.6833 0.133 Uiso 1 1 calc R . . O7 O -0.2624(7) 1.1668(14) 1.0049(12) 0.083(4) Uani 0.50 1 d P . . C8 C -0.2784(4) 1.1317(10) 0.7947(8) 0.088(4) Uani 1 1 d . . . H8A H -0.2806 1.1892 0.8329 0.105 Uiso 1 1 calc R . . O8 O -0.2427(6) 1.0701(17) 0.5121(12) 0.099(5) Uani 0.50 1 d P . . C9 C -0.2198(3) 1.0832(8) 0.8290(6) 0.056(2) Uani 1 1 d . . . C10 C -0.1621(3) 1.1287(7) 0.9221(6) 0.0474(19) Uani 1 1 d . . . C11 C 0.0810(4) 1.0854(6) 0.8603(6) 0.0441(17) Uani 1 1 d . . . H11A H 0.1038 1.0441 0.8413 0.053 Uiso 1 1 calc R . . C12 C 0.0149(3) 1.0854(6) 0.9086(5) 0.0379(15) Uani 1 1 d . . . H12A H -0.0093 1.0443 0.9250 0.046 Uiso 1 1 calc R . . C13 C 0.0835(3) 1.2036(6) 0.8616(6) 0.0408(16) Uani 1 1 d . . . H13A H 0.1081 1.2424 0.8447 0.049 Uiso 1 1 calc R . . C14 C 0.0142(4) 1.2035(6) 0.9107(5) 0.0424(17) Uani 1 1 d . . . H14A H -0.0104 1.2424 0.9276 0.051 Uiso 1 1 calc R . . C15 C 0.0497(3) 1.2645(5) 0.8877(4) 0.0282(12) Uani 1 1 d . . . C16 C 0.0509(3) 1.3914(6) 0.8891(4) 0.0329(13) Uani 1 1 d . . . C17 C 0.0979(5) 1.4535(7) 0.8934(9) 0.070(3) Uani 1 1 d . . . H17A H 0.1305 1.4140 0.8951 0.085 Uiso 1 1 calc R . . C18 C 0.0079(4) 1.4542(7) 0.8910(8) 0.062(3) Uani 1 1 d . . . H18A H -0.0249 1.4169 0.8900 0.075 Uiso 1 1 calc R . . C19 C 0.0982(5) 1.5716(7) 0.8954(9) 0.071(3) Uani 1 1 d . . . H19A H 0.1307 1.6114 0.8971 0.085 Uiso 1 1 calc R . . C20 C 0.0115(4) 1.5723(6) 0.8944(8) 0.061(3) Uani 1 1 d . . . H20A H -0.0193 1.6131 0.8965 0.073 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 0.0227(2) 0.0234(2) 0.0266(2) -0.00403(15) 0.01162(18) 0.00348(15) O1 0.0217(19) 0.036(2) 0.030(2) 0.0026(17) 0.0124(17) 0.0102(16) N1 0.037(3) 0.020(2) 0.034(3) -0.009(2) 0.017(2) 0.000(2) C1 0.031(3) 0.020(3) 0.032(3) 0.001(2) 0.019(2) 0.002(2) O2 0.058(3) 0.039(3) 0.042(3) 0.011(2) 0.036(2) 0.012(2) N2 0.034(3) 0.026(2) 0.031(2) 0.0030(19) 0.021(2) 0.010(2) C2 0.027(3) 0.026(3) 0.030(3) -0.001(2) 0.008(2) 0.006(2) O3 0.022(2) 0.058(3) 0.042(3) -0.009(2) 0.0079(19) 0.007(2) C3 0.018(3) 0.048(4) 0.034(3) -0.010(3) -0.001(2) 0.008(3) O4 0.024(2) 0.104(5) 0.057(3) -0.033(3) 0.019(2) 0.007(3) C4 0.023(3) 0.061(5) 0.049(4) -0.021(4) 0.005(3) 0.015(3) C5 0.025(4) 0.095(7) 0.064(5) -0.032(5) -0.002(3) 0.025(4) O6 0.18(2) 0.105(15) 0.125(16) 0.032(12) 0.104(16) 0.018(14) C6 0.022(4) 0.120(9) 0.082(7) -0.057(7) -0.013(4) 0.016(5) C7 0.021(4) 0.125(10) 0.106(8) -0.068(8) -0.008(4) 0.030(5) O7 0.063(9) 0.107(12) 0.090(11) 0.005(9) 0.051(8) -0.004(8) C8 0.020(3) 0.096(7) 0.091(7) -0.053(6) 0.001(4) 0.019(4) O8 0.041(7) 0.146(16) 0.102(12) 0.018(11) 0.036(8) 0.006(8) C9 0.016(3) 0.069(5) 0.053(4) -0.020(4) 0.002(3) 0.016(3) C10 0.022(3) 0.048(4) 0.048(4) -0.012(3) 0.006(3) 0.013(3) C11 0.047(4) 0.026(3) 0.066(5) -0.019(3) 0.037(4) -0.006(3) C12 0.052(4) 0.030(3) 0.043(4) 0.001(3) 0.034(3) 0.009(3) C13 0.044(4) 0.028(3) 0.062(4) -0.013(3) 0.037(4) -0.003(3) C14 0.076(5) 0.024(3) 0.048(4) 0.001(3) 0.047(4) 0.011(3) C15 0.044(3) 0.017(3) 0.021(3) 0.000(2) 0.017(2) 0.005(2) C16 0.039(3) 0.036(4) 0.021(3) -0.001(2) 0.017(3) 0.005(3) C17 0.100(7) 0.033(4) 0.139(9) 0.017(5) 0.104(8) 0.017(4) C18 0.033(4) 0.036(4) 0.121(8) -0.026(4) 0.047(5) -0.008(3) C19 0.096(7) 0.036(4) 0.142(10) 0.026(5) 0.103(8) 0.022(4) C20 0.049(4) 0.025(4) 0.120(8) -0.020(4) 0.055(5) -0.002(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 N2 2.278(5) 1_545 ? Cd1 O2 2.293(5) 2_556 ? Cd1 O1 2.328(4) . ? Cd1 N1 2.334(5) . ? Cd1 O4 2.379(5) 5_577 ? Cd1 O3 2.417(5) 5_577 ? Cd1 O2 2.640(5) . ? Cd1 C10 2.735(7) 5_577 ? O1 C1 1.248(7) . ? N1 C12 1.328(8) . ? N1 C11 1.334(9) . ? C1 O2 1.261(8) . ? C1 C2 1.502(8) . ? O2 Cd1 2.293(5) 2_556 ? N2 C20 1.314(9) . ? N2 C19 1.336(9) . ? N2 Cd1 2.278(5) 1_565 ? C2 C3 1.322(9) . ? O3 C10 1.242(9) . ? O3 Cd1 2.417(5) 5_577 ? C3 C4 1.474(9) . ? O4 C10 1.256(10) . ? O4 Cd1 2.379(5) 5_577 ? C4 C9 1.394(10) . ? C4 C5 1.410(10) . ? C5 C6 1.375(11) . ? C6 C7 1.376(13) . ? C7 C8 1.374(11) . ? C8 C9 1.400(9) . ? C9 C10 1.493(9) . ? C10 Cd1 2.735(7) 5_577 ? C11 C13 1.382(9) . ? C12 C14 1.381(9) . ? C13 C15 1.385(8) . ? C14 C15 1.385(9) . ? C15 C16 1.482(9) . ? C16 C18 1.352(9) . ? C16 C17 1.386(11) . ? C17 C19 1.381(11) . ? C18 C20 1.382(10) . ? 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 O2 87.42(17) 1_545 2_556 ? N2 Cd1 O1 92.26(16) 1_545 . ? O2 Cd1 O1 126.61(17) 2_556 . ? N2 Cd1 N1 176.35(17) 1_545 . ? O2 Cd1 N1 90.91(17) 2_556 . ? O1 Cd1 N1 86.13(17) . . ? N2 Cd1 O4 96.5(2) 1_545 5_577 ? O2 Cd1 O4 90.1(2) 2_556 5_577 ? O1 Cd1 O4 142.62(17) . 5_577 ? N1 Cd1 O4 86.7(2) . 5_577 ? N2 Cd1 O3 97.73(18) 1_545 5_577 ? O2 Cd1 O3 144.13(18) 2_556 5_577 ? O1 Cd1 O3 88.80(16) . 5_577 ? N1 Cd1 O3 85.52(18) . 5_577 ? O4 Cd1 O3 54.07(18) 5_577 5_577 ? N2 Cd1 O2 87.95(16) 1_545 . ? O2 Cd1 O2 74.57(19) 2_556 . ? O1 Cd1 O2 52.08(14) . . ? N1 Cd1 O2 88.48(16) . . ? O4 Cd1 O2 163.9(2) 5_577 . ? O3 Cd1 O2 140.77(16) 5_577 . ? N2 Cd1 C10 100.8(2) 1_545 5_577 ? O2 Cd1 C10 117.1(2) 2_556 5_577 ? O1 Cd1 C10 115.3(2) . 5_577 ? N1 Cd1 C10 82.9(2) . 5_577 ? O4 Cd1 C10 27.3(2) 5_577 5_577 ? O3 Cd1 C10 27.0(2) 5_577 5_577 ? O2 Cd1 C10 165.41(18) . 5_577 ? C1 O1 Cd1 98.6(4) . . ? C12 N1 C11 117.8(6) . . ? C12 N1 Cd1 121.6(5) . . ? C11 N1 Cd1 120.4(4) . . ? O1 C1 O2 122.5(6) . . ? O1 C1 C2 119.3(5) . . ? O2 C1 C2 118.2(5) . . ? C1 O2 Cd1 160.9(4) . 2_556 ? C1 O2 Cd1 83.8(4) . . ? Cd1 O2 Cd1 105.23(19) 2_556 . ? C20 N2 C19 115.9(6) . . ? C20 N2 Cd1 122.0(4) . 1_565 ? C19 N2 Cd1 122.1(5) . 1_565 ? C3 C2 C1 121.6(5) . . ? C10 O3 Cd1 90.9(5) . 5_577 ? C2 C3 C4 127.4(6) . . ? C10 O4 Cd1 92.3(4) . 5_577 ? C9 C4 C5 118.3(6) . . ? C9 C4 C3 122.4(6) . . ? C5 C4 C3 119.2(7) . . ? C6 C5 C4 120.3(8) . . ? C7 C6 C5 121.5(8) . . ? C8 C7 C6 118.7(7) . . ? C7 C8 C9 121.4(8) . . ? C4 C9 C8 119.6(7) . . ? C4 C9 C10 121.8(6) . . ? C8 C9 C10 118.5(7) . . ? O3 C10 O4 121.5(6) . . ? O3 C10 C9 120.8(7) . . ? O4 C10 C9 117.7(7) . . ? O3 C10 Cd1 62.1(4) . 5_577 ? O4 C10 Cd1 60.4(4) . 5_577 ? C9 C10 Cd1 169.7(6) . 5_577 ? N1 C11 C13 123.0(6) . . ? N1 C12 C14 123.1(7) . . ? C11 C13 C15 119.0(7) . . ? C12 C14 C15 119.0(6) . . ? C14 C15 C13 118.0(6) . . ? C14 C15 C16 121.5(6) . . ? C13 C15 C16 120.5(6) . . ? C18 C16 C17 115.5(7) . . ? C18 C16 C15 122.2(7) . . ? C17 C16 C15 122.3(6) . . ? C19 C17 C16 121.1(7) . . ? C16 C18 C20 120.4(7) . . ? N2 C19 C17 122.4(8) . . ? N2 C20 C18 124.6(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.151 _refine_diff_density_min -1.596 _refine_diff_density_rms 0.140