# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name rongcao _publ_contact_author_email rongcao@fjirsm.ac.cn _publ_contact_author_address ; State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fujian, Fuzhou 350002, China ; _publ_section_title ; Conformation Control of Flexible 1,4-phenylenediacetate Ligand in Coordination Complexes: A Rigidity-Modulated Strategy ; _publ_author_address ; State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fujian, Fuzhou 350002, China ; loop_ _publ_author_name 'Rong Cao.' 'Zhengang Guo.' 'Tianfu Liu.' 'Jian Lu.' L.-X.Shi # Attachment '1a.CIF' data_1a _database_code_depnum_ccdc_archive 'CCDC 695288' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H8 O4 Zn ' _chemical_formula_sum 'C10 H8 O4 Zn' _chemical_formula_weight 257.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' 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 19.70(2) _cell_length_b 4.891(6) _cell_length_c 9.640(12) _cell_angle_alpha 90.00 _cell_angle_beta 95.33(2) _cell_angle_gamma 90.00 _cell_volume 924.8(19) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1004 _cell_measurement_theta_min 0.977 _cell_measurement_theta_max 27.460 _exptl_crystal_description Prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.850 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 520 _exptl_absorpt_coefficient_mu 2.643 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 0.768 _exptl_absorpt_correction_T_min 0.536 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Mercury2 (2x2 bin mode) ; _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time 0 _diffrn_standards_decay_% none _diffrn_reflns_number 6653 _diffrn_reflns_av_R_equivalents 0.0481 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2069 _reflns_number_gt 1749 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _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^)+(0.1079P)^2^+1.1550P] 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 2117 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1696 _refine_ls_wR_factor_gt 0.1372 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.23886(2) 0.80574(10) 0.29451(5) 0.0215(2) Uani 1 1 d . . . O1 O 0.2164(2) 1.1954(6) 0.3019(4) 0.0338(9) Uani 1 1 d . . . O2 O 0.16030(15) 1.5804(6) 0.3269(3) 0.0269(7) Uani 1 1 d . . . O3 O 0.32012(17) 0.7172(8) 0.4187(3) 0.0309(8) Uani 1 1 d . . . O4 O 0.26155(19) 0.7357(8) 0.6004(4) 0.0319(8) Uani 1 1 d . . . C1 C 0.1667(2) 1.3243(9) 0.3457(5) 0.0212(9) Uani 1 1 d . . . C2 C 0.1159(2) 1.1772(9) 0.4259(5) 0.0270(10) Uani 1 1 d . . . H2A H 0.1398 1.1105 0.5144 0.032 Uiso 1 1 calc R . . H2B H 0.0992 1.0150 0.3716 0.032 Uiso 1 1 calc R . . C3 C 0.0547(2) 1.3455(9) 0.4598(5) 0.0239(9) Uani 1 1 d . . . C4 C 0.0649(2) 1.5488(10) 0.5654(5) 0.0272(9) Uani 1 1 d . . . H4 H 0.1090 1.5797 0.6115 0.033 Uiso 1 1 calc R . . C5 C -0.0087(3) 1.2966(9) 0.3997(5) 0.0261(10) Uani 1 1 d . . . H5 H -0.0156 1.1549 0.3325 0.031 Uiso 1 1 calc R . . C6 C 0.3149(2) 0.6799(9) 0.5462(4) 0.0236(9) Uani 1 1 d . . . C7 C 0.3749(3) 0.5579(16) 0.6350(5) 0.0463(16) Uani 1 1 d . . . H7A H 0.3850 0.6749 0.7181 0.056 Uiso 1 1 calc R . . H7B H 0.3615 0.3757 0.6679 0.056 Uiso 1 1 calc R . . C8 C 0.4391(2) 0.5265(12) 0.5631(4) 0.0312(11) Uani 1 1 d . . . C9 C 0.4459(3) 0.3277(12) 0.4630(7) 0.0431(14) Uani 1 1 d . . . H9 H 0.4089 0.2076 0.4376 0.052 Uiso 1 1 calc R . . C10 C 0.4951(3) 0.6982(12) 0.5995(6) 0.0395(13) Uani 1 1 d . . . H10 H 0.4918 0.8346 0.6687 0.047 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0193(3) 0.0256(3) 0.0207(3) 0.00263(18) 0.0070(2) 0.00259(18) O1 0.0287(18) 0.0229(17) 0.053(2) 0.0029(14) 0.0231(16) 0.0055(13) O2 0.0215(15) 0.0215(14) 0.0392(18) 0.0043(14) 0.0113(13) 0.0006(13) O3 0.0207(16) 0.055(2) 0.0176(16) 0.0069(14) 0.0032(13) 0.0074(14) O4 0.0308(18) 0.0449(19) 0.0217(17) 0.0015(14) 0.0118(14) 0.0041(15) C1 0.0173(19) 0.026(2) 0.020(2) 0.0025(15) 0.0030(16) 0.0040(15) C2 0.026(2) 0.021(2) 0.036(3) 0.0040(18) 0.017(2) 0.0032(16) C3 0.031(2) 0.0187(18) 0.025(2) 0.0033(16) 0.0161(18) 0.0024(16) C4 0.022(2) 0.030(2) 0.030(2) -0.0013(19) 0.0039(17) 0.0002(18) C5 0.031(2) 0.025(2) 0.024(2) -0.0021(16) 0.0107(19) -0.0031(17) C6 0.020(2) 0.035(2) 0.016(2) 0.0041(16) 0.0017(16) 0.0021(17) C7 0.030(2) 0.091(5) 0.019(2) 0.016(3) 0.0064(19) 0.023(3) C8 0.023(2) 0.058(3) 0.0133(19) 0.0049(19) 0.0009(15) 0.015(2) C9 0.024(3) 0.046(3) 0.058(4) -0.002(3) -0.005(2) 0.001(2) C10 0.044(3) 0.050(3) 0.026(3) -0.008(2) 0.008(2) 0.011(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 O2 1.949(3) 1_545 ? Zn1 O3 1.957(4) . ? Zn1 O1 1.960(4) . ? Zn1 O4 1.974(4) 4_575 ? O1 C1 1.269(5) . ? O2 C1 1.270(6) . ? O2 Zn1 1.949(3) 1_565 ? O3 C6 1.256(6) . ? O4 C6 1.247(6) . ? O4 Zn1 1.974(4) 4_576 ? C1 C2 1.503(6) . ? C2 C3 1.521(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C5 1.350(7) . ? C3 C4 1.423(6) . ? C4 C5 1.407(6) 3_586 ? C4 H4 0.9500 . ? C5 C4 1.407(6) 3_586 ? C5 H5 0.9500 . ? C6 C7 1.516(6) . ? C7 C8 1.506(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.384(8) . ? C8 C10 1.405(8) . ? C9 C10 1.364(8) 3_666 ? C9 H9 0.9500 . ? C10 C9 1.364(8) 3_666 ? C10 H10 0.9500 . ? 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 O2 Zn1 O3 113.17(16) 1_545 . ? O2 Zn1 O1 111.01(16) 1_545 . ? O3 Zn1 O1 111.60(17) . . ? O2 Zn1 O4 110.32(15) 1_545 4_575 ? O3 Zn1 O4 108.24(17) . 4_575 ? O1 Zn1 O4 101.89(16) . 4_575 ? C1 O1 Zn1 132.8(3) . . ? C1 O2 Zn1 120.7(3) . 1_565 ? C6 O3 Zn1 119.6(3) . . ? C6 O4 Zn1 130.4(3) . 4_576 ? O1 C1 O2 120.8(4) . . ? O1 C1 C2 120.3(4) . . ? O2 C1 C2 118.9(4) . . ? C1 C2 C3 115.5(4) . . ? C1 C2 H2A 108.4 . . ? C3 C2 H2A 108.4 . . ? C1 C2 H2B 108.4 . . ? C3 C2 H2B 108.4 . . ? H2A C2 H2B 107.5 . . ? C5 C3 C4 119.6(4) . . ? C5 C3 C2 122.2(4) . . ? C4 C3 C2 118.0(4) . . ? C5 C4 C3 119.0(4) 3_586 . ? C5 C4 H4 120.5 3_586 . ? C3 C4 H4 120.5 . . ? C3 C5 C4 121.3(4) . 3_586 ? C3 C5 H5 119.3 . . ? C4 C5 H5 119.3 3_586 . ? O4 C6 O3 121.8(4) . . ? O4 C6 C7 119.6(4) . . ? O3 C6 C7 118.6(4) . . ? C8 C7 C6 115.1(4) . . ? C8 C7 H7A 108.5 . . ? C6 C7 H7A 108.5 . . ? C8 C7 H7B 108.5 . . ? C6 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? C9 C8 C10 118.0(4) . . ? C9 C8 C7 122.1(5) . . ? C10 C8 C7 119.8(5) . . ? C10 C9 C8 121.0(5) 3_666 . ? C10 C9 H9 119.5 3_666 . ? C8 C9 H9 119.5 . . ? C9 C10 C8 121.0(5) 3_666 . ? C9 C10 H10 119.5 3_666 . ? C8 C10 H10 119.5 . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.99 _refine_diff_density_max 0.658 _refine_diff_density_min -0.721 _refine_diff_density_rms 0.152 # Attachment '1b.CIF' data_1b _database_code_depnum_ccdc_archive 'CCDC 695289' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H12 Mn O6 ' _chemical_formula_sum 'C10 H12 Mn O6' _chemical_formula_weight 283.14 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc ' 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 9.836(7) _cell_length_b 6.149(4) _cell_length_c 8.882(6) _cell_angle_alpha 90.00 _cell_angle_beta 100.850(15) _cell_angle_gamma 90.00 _cell_volume 527.6(7) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2184 _cell_measurement_theta_min 3.0825 _cell_measurement_theta_max 27.4526 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.782 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 282.0 _exptl_absorpt_coefficient_mu 1.264 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 0.680 _exptl_absorpt_correction_T_min 0.600 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'Graphite ' _diffrn_measurement_device_type ; Mercury70 (2x2 bin mode) ; _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number 1308 _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 3878 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0268 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.93 _diffrn_reflns_theta_max 27.48 _reflns_number_total 1203 _reflns_number_gt 1076 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXS-97 (Sheldrick, 1990)' _computing_publication_material 'SHELXS-97 (Sheldrick, 1990)' _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 [1.00000+0.00000exp(0.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.0000*P+(0.1600P)^2^+0.0000sin\q/\l] where P = 0.00000Fo^2^ + 1.00000Fc^2^ ; _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 1189 _refine_ls_number_parameters 79 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0690 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1789 _refine_ls_wR_factor_gt 0.1348 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 Mn1 Mn 0.5000 0.0000 1.0000 0.0230(3) Uani 1 2 d S . . O1 O 0.67090(17) 0.1033(3) 0.8980(2) 0.0311(5) Uani 1 1 d . . . C3 C 0.9129(2) 0.3903(4) 0.8791(3) 0.0234(5) Uani 1 1 d . . . O2 O 0.57303(19) 0.3329(3) 0.7173(2) 0.0396(5) Uani 1 1 d . . . O3 O 0.6086(2) -0.3029(3) 1.0878(2) 0.0430(6) Uani 1 1 d . . . C5 C 1.0314(2) 0.2910(4) 0.9604(3) 0.0261(5) Uani 1 1 d . . . H5 H 1.0542 0.1476 0.9339 0.031 Uiso 1 1 calc R . . C1 C 0.6774(2) 0.2339(4) 0.7912(3) 0.0230(5) Uani 1 1 d . . . C4 C 0.8832(2) 0.6017(4) 0.9204(3) 0.0266(6) Uani 1 1 d . . . H4 H 0.8032 0.6733 0.8660 0.032 Uiso 1 1 calc R . . C2 C 0.8179(3) 0.2731(4) 0.7507(3) 0.0289(6) Uani 1 1 d . . . H2B H 0.8070 0.3613 0.6559 0.035 Uiso 1 1 calc R . . H2A H 0.8598 0.1321 0.7308 0.035 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0234(4) 0.0247(5) 0.0219(4) 0.00060(13) 0.0073(3) -0.00113(14) O1 0.0237(9) 0.0425(11) 0.0279(9) 0.0095(7) 0.0073(7) -0.0030(7) C3 0.0185(11) 0.0311(12) 0.0223(11) 0.0000(8) 0.0079(8) -0.0067(8) O2 0.0302(10) 0.0544(12) 0.0358(11) 0.0194(9) 0.0099(8) 0.0093(8) O3 0.0449(12) 0.0425(11) 0.0463(12) 0.0150(9) 0.0204(9) 0.0151(9) C5 0.0250(12) 0.0254(11) 0.0290(12) -0.0003(8) 0.0079(10) 0.0009(8) C1 0.0225(11) 0.0279(11) 0.0187(10) -0.0032(7) 0.0038(8) -0.0049(7) C4 0.0208(11) 0.0304(12) 0.0284(12) 0.0027(9) 0.0045(9) 0.0026(9) C2 0.0261(12) 0.0418(14) 0.0203(12) -0.0067(8) 0.0087(9) -0.0098(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O1 2.150(2) 3_657 ? Mn1 O2 2.185(2) 4_566 ? Mn1 O3 2.215(2) 3_657 ? O1 C1 1.253(3) . ? C3 C5 1.391(3) . ? C3 C4 1.397(4) . ? C3 C2 1.514(3) . ? O2 C1 1.265(3) . ? C5 C4 1.388(3) 3_767 ? C1 C2 1.512(3) . ? 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 Mn1 O1 180.00(4) . 3_657 ? O1 Mn1 O2 94.60(8) . 4_566 ? O1 Mn1 O2 85.40(8) 3_657 4_566 ? O1 Mn1 O2 85.40(8) . 2_646 ? O1 Mn1 O2 94.60(8) 3_657 2_646 ? O2 Mn1 O2 180.0 4_566 2_646 ? O1 Mn1 O3 88.11(8) . 3_657 ? O1 Mn1 O3 91.89(8) 3_657 3_657 ? O2 Mn1 O3 88.40(9) 4_566 3_657 ? O2 Mn1 O3 91.60(9) 2_646 3_657 ? O1 Mn1 O3 91.89(8) . . ? O1 Mn1 O3 88.11(8) 3_657 . ? O2 Mn1 O3 91.60(9) 4_566 . ? O2 Mn1 O3 88.40(9) 2_646 . ? O3 Mn1 O3 180.000(1) 3_657 . ? C1 O1 Mn1 131.52(16) . . ? C5 C3 C4 117.9(2) . . ? C5 C3 C2 121.3(2) . . ? C4 C3 C2 120.7(2) . . ? C1 O2 Mn1 141.63(18) . 2_656 ? C4 C5 C3 121.0(2) 3_767 . ? O1 C1 O2 123.3(2) . . ? O1 C1 C2 117.5(2) . . ? O2 C1 C2 119.2(2) . . ? C5 C4 C3 121.1(2) 3_767 . ? C1 C2 C3 111.05(19) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.629 _refine_diff_density_min -2.167 _refine_diff_density_rms 0.491 # Attachment '2a.cif' # Attachment '2a.CIF' data_2a _database_code_depnum_ccdc_archive 'CCDC 695290' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H18 N2 O5 Zn' _chemical_formula_sum 'C20 H18 N2 O5 Zn' _chemical_formula_weight 431.73 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.700(4) _cell_length_b 10.470(5) _cell_length_c 10.500(5) _cell_angle_alpha 113.980(4) _cell_angle_beta 96.830(4) _cell_angle_gamma 105.560(2) _cell_volume 906.6(7) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2184 _cell_measurement_theta_min 3.0825 _cell_measurement_theta_max 27.4526 _exptl_crystal_description Prism _exptl_crystal_colour White _exptl_crystal_size_max 0.1500 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.0500 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.574 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 440 _exptl_absorpt_coefficient_mu 1.390 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 0.930 _exptl_absorpt_correction_T_min 0.846 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Mercury70 (2x2 bin mode) ; _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7100 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4101 _reflns_number_gt 2994 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _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^)+(0.1119P)^2^+2.0327P] 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 4101 _refine_ls_number_parameters 243 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.0968 _refine_ls_R_factor_gt 0.0703 _refine_ls_wR_factor_ref 0.2047 _refine_ls_wR_factor_gt 0.1814 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.976 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.37663(7) 0.34535(6) 0.54590(6) 0.0360(2) Uani 1 1 d . . . C1 C 0.2997(6) 0.6136(6) 0.7348(5) 0.0365(11) Uani 1 1 d . . . H1A H 0.2379 0.5839 0.6431 0.044 Uiso 1 1 calc R . . C2 C 0.2896(6) 0.7299(6) 0.8541(5) 0.0364(11) Uani 1 1 d . . . H2A H 0.2214 0.7777 0.8439 0.044 Uiso 1 1 calc R . . C3 C 0.3810(5) 0.7764(5) 0.9897(5) 0.0300(10) Uani 1 1 d . . . C4 C 0.4768(6) 0.7002(5) 0.9975(5) 0.0356(11) Uani 1 1 d . . . H4A H 0.5403 0.7274 1.0875 0.043 Uiso 1 1 calc R . . C5 C 0.4782(6) 0.5835(5) 0.8715(5) 0.0353(11) Uani 1 1 d . . . H5A H 0.5436 0.5319 0.8781 0.042 Uiso 1 1 calc R . . C6 C 0.3740(6) 0.9035(5) 1.1178(5) 0.0343(11) Uani 1 1 d . . . C7 C 0.3419(6) 1.0196(5) 1.1037(5) 0.0393(12) Uani 1 1 d . . . H7A H 0.3226 1.0173 1.0118 0.047 Uiso 1 1 calc R . . C8 C 0.3384(6) 1.1386(5) 1.2249(5) 0.0380(12) Uani 1 1 d . . . H8A H 0.3159 1.2167 1.2130 0.046 Uiso 1 1 calc R . . C9 C 0.3910(9) 1.0359(7) 1.3688(6) 0.063(2) Uani 1 1 d . . . H9A H 0.4059 1.0396 1.4615 0.076 Uiso 1 1 calc R . . C10 C 0.3981(8) 0.9134(7) 1.2550(6) 0.0556(17) Uani 1 1 d . . . H10A H 0.4192 0.8365 1.2703 0.067 Uiso 1 1 calc R . . C11 C 0.1732(7) 0.1888(8) 0.6315(6) 0.0582(18) Uani 1 1 d . . . C12 C 0.0423(7) 0.1384(7) 0.6859(6) 0.0550(16) Uani 1 1 d . . . H12A H -0.0456 0.1470 0.6363 0.066 Uiso 1 1 calc R . . H12B H 0.0201 0.0322 0.6626 0.066 Uiso 1 1 calc R . . C13 C 0.0723(6) 0.2302(6) 0.8459(6) 0.0423(12) Uani 1 1 d . . . C14 C 0.0448(7) 0.1662(6) 0.9361(6) 0.0503(14) Uani 1 1 d . . . H14A H 0.0102 0.0606 0.8972 0.060 Uiso 1 1 calc R . . C15 C 0.0669(7) 0.2532(7) 1.0828(6) 0.0493(14) Uani 1 1 d . . . H15A H 0.0445 0.2063 1.1423 0.059 Uiso 1 1 calc R . . C16 C 0.1209(6) 0.4070(6) 1.1437(6) 0.0435(13) Uani 1 1 d . . . C17 C 0.1514(7) 0.4717(6) 1.0546(6) 0.0456(13) Uani 1 1 d . . . H17A H 0.1896 0.5773 1.0943 0.055 Uiso 1 1 calc R . . C18 C 0.1270(7) 0.3845(6) 0.9075(6) 0.0458(13) Uani 1 1 d . . . H18A H 0.1481 0.4316 0.8479 0.055 Uiso 1 1 calc R . . C19 C 0.1509(8) 0.5036(8) 1.3050(6) 0.0590(17) Uani 1 1 d . . . H19A H 0.0792 0.4536 1.3445 0.071 Uiso 1 1 calc R . . H19B H 0.1402 0.6006 1.3239 0.071 Uiso 1 1 calc R . . C20 C 0.3079(7) 0.5280(6) 1.3766(5) 0.0427(14) Uani 1 1 d . . . N1 N 0.3924(5) 0.5409(4) 0.7424(4) 0.0332(9) Uani 1 1 d . . . N2 N 0.3645(5) 1.1500(5) 1.3567(4) 0.0406(10) Uani 1 1 d . . . O1 O 0.1599(6) 0.2536(7) 0.5550(5) 0.0855(12) Uani 1 1 d U . . O2 O 0.2885(7) 0.1720(7) 0.6648(5) 0.0855(12) Uani 1 1 d U . . O3 O 0.4109(6) 0.6316(5) 1.3778(5) 0.0656(10) Uani 1 1 d U . . O4 O 0.3244(6) 0.4402(5) 1.4213(5) 0.0656(10) Uani 1 1 d U . . O5W O 0.1218(13) 0.8058(13) 0.6275(10) 0.177(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.0519(4) 0.0321(3) 0.0224(3) 0.0052(2) 0.0086(2) 0.0241(3) C1 0.050(3) 0.036(3) 0.020(2) 0.006(2) 0.005(2) 0.025(2) C2 0.052(3) 0.036(3) 0.024(2) 0.009(2) 0.011(2) 0.027(2) C3 0.039(3) 0.024(2) 0.021(2) 0.0052(18) 0.0055(18) 0.0124(19) C4 0.048(3) 0.035(3) 0.025(2) 0.011(2) 0.008(2) 0.020(2) C5 0.044(3) 0.035(3) 0.028(2) 0.010(2) 0.008(2) 0.022(2) C6 0.044(3) 0.031(2) 0.023(2) 0.0041(19) 0.007(2) 0.019(2) C7 0.060(3) 0.031(2) 0.023(2) 0.008(2) 0.009(2) 0.019(2) C8 0.054(3) 0.031(2) 0.028(2) 0.008(2) 0.009(2) 0.024(2) C9 0.119(6) 0.059(4) 0.022(2) 0.012(3) 0.012(3) 0.061(4) C10 0.100(5) 0.050(3) 0.028(3) 0.015(2) 0.013(3) 0.047(4) C11 0.045(3) 0.065(4) 0.021(3) -0.015(3) -0.006(2) 0.018(3) C12 0.057(4) 0.050(3) 0.036(3) 0.011(3) 0.006(3) 0.002(3) C13 0.042(3) 0.040(3) 0.035(3) 0.011(2) 0.006(2) 0.011(2) C14 0.060(4) 0.035(3) 0.042(3) 0.011(2) 0.007(3) 0.007(3) C15 0.055(4) 0.055(4) 0.042(3) 0.025(3) 0.016(3) 0.021(3) C16 0.041(3) 0.049(3) 0.036(3) 0.013(2) 0.013(2) 0.019(3) C17 0.052(3) 0.034(3) 0.041(3) 0.010(2) 0.013(3) 0.012(2) C18 0.056(4) 0.039(3) 0.038(3) 0.017(2) 0.010(3) 0.012(3) C19 0.066(4) 0.068(4) 0.034(3) 0.010(3) 0.024(3) 0.026(3) C20 0.081(4) 0.038(3) 0.018(2) 0.009(2) 0.013(2) 0.040(3) N1 0.044(2) 0.030(2) 0.0214(18) 0.0062(16) 0.0079(17) 0.0177(18) N2 0.059(3) 0.036(2) 0.026(2) 0.0071(18) 0.0100(19) 0.028(2) O1 0.082(3) 0.106(3) 0.044(2) 0.008(2) 0.0176(19) 0.039(2) O2 0.082(3) 0.106(3) 0.044(2) 0.008(2) 0.0176(19) 0.039(2) O3 0.111(3) 0.0557(19) 0.0446(17) 0.0204(15) 0.0198(18) 0.054(2) O4 0.111(3) 0.0557(19) 0.0446(17) 0.0204(15) 0.0198(18) 0.054(2) O5W 0.244(12) 0.227(11) 0.129(7) 0.104(8) 0.023(7) 0.162(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 Zn1 O4 2.030(4) 1_554 ? Zn1 O3 2.033(5) 2_667 ? Zn1 O1 2.095(6) . ? Zn1 N2 2.158(4) 1_544 ? Zn1 N1 2.190(4) . ? C1 N1 1.340(6) . ? C1 C2 1.384(6) . ? C1 H1A 0.9500 . ? C2 C3 1.398(7) . ? C2 H2A 0.9500 . ? C3 C4 1.393(7) . ? C3 C6 1.482(6) . ? C4 C5 1.394(7) . ? C4 H4A 0.9500 . ? C5 N1 1.331(6) . ? C5 H5A 0.9500 . ? C6 C10 1.388(7) . ? C6 C7 1.391(7) . ? C7 C8 1.385(7) . ? C7 H7A 0.9500 . ? C8 N2 1.327(6) . ? C8 H8A 0.9500 . ? C9 N2 1.337(7) . ? C9 C10 1.378(8) . ? C9 H9A 0.9500 . ? C10 H10A 0.9500 . ? C11 O2 1.211(8) . ? C11 O1 1.260(9) . ? C11 C12 1.507(10) . ? C12 C13 1.501(8) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.377(8) . ? C13 C18 1.386(8) . ? C14 C15 1.388(8) . ? C14 H14A 0.9500 . ? C15 C16 1.381(8) . ? C15 H15A 0.9500 . ? C16 C17 1.376(8) . ? C16 C19 1.519(8) . ? C17 C18 1.388(8) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 C20 1.521(9) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 O4 1.226(6) . ? C20 O3 1.257(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zn1 O3 122.1(2) 1_554 2_667 ? O4 Zn1 O1 96.2(3) 1_554 . ? O3 Zn1 O1 141.6(2) 2_667 . ? O4 Zn1 N2 90.58(17) 1_554 1_544 ? O3 Zn1 N2 87.78(17) 2_667 1_544 ? O1 Zn1 N2 94.5(2) . 1_544 ? O4 Zn1 N1 91.31(16) 1_554 . ? O3 Zn1 N1 90.89(17) 2_667 . ? O1 Zn1 N1 85.71(18) . . ? N2 Zn1 N1 178.07(15) 1_544 . ? N1 C1 C2 123.2(4) . . ? N1 C1 H1A 118.4 . . ? C2 C1 H1A 118.4 . . ? C1 C2 C3 119.2(4) . . ? C1 C2 H2A 120.4 . . ? C3 C2 H2A 120.4 . . ? C4 C3 C2 117.5(4) . . ? C4 C3 C6 122.7(4) . . ? C2 C3 C6 119.8(4) . . ? C3 C4 C5 119.2(4) . . ? C3 C4 H4A 120.4 . . ? C5 C4 H4A 120.4 . . ? N1 C5 C4 123.1(4) . . ? N1 C5 H5A 118.4 . . ? C4 C5 H5A 118.4 . . ? C10 C6 C7 116.9(4) . . ? C10 C6 C3 122.9(4) . . ? C7 C6 C3 120.2(4) . . ? C8 C7 C6 119.4(4) . . ? C8 C7 H7A 120.3 . . ? C6 C7 H7A 120.3 . . ? N2 C8 C7 123.8(5) . . ? N2 C8 H8A 118.1 . . ? C7 C8 H8A 118.1 . . ? N2 C9 C10 124.0(5) . . ? N2 C9 H9A 118.0 . . ? C10 C9 H9A 118.0 . . ? C9 C10 C6 119.4(5) . . ? C9 C10 H10A 120.3 . . ? C6 C10 H10A 120.3 . . ? O2 C11 O1 121.4(7) . . ? O2 C11 C12 120.9(7) . . ? O1 C11 C12 117.7(6) . . ? C13 C12 C11 111.3(5) . . ? C13 C12 H12A 109.4 . . ? C11 C12 H12A 109.4 . . ? C13 C12 H12B 109.4 . . ? C11 C12 H12B 109.4 . . ? H12A C12 H12B 108.0 . . ? C14 C13 C18 117.7(5) . . ? C14 C13 C12 122.1(5) . . ? C18 C13 C12 120.2(5) . . ? C13 C14 C15 121.1(5) . . ? C13 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C16 C15 C14 121.0(6) . . ? C16 C15 H15A 119.5 . . ? C14 C15 H15A 119.5 . . ? C17 C16 C15 118.1(5) . . ? C17 C16 C19 120.3(6) . . ? C15 C16 C19 121.5(6) . . ? C16 C17 C18 120.9(5) . . ? C16 C17 H17A 119.6 . . ? C18 C17 H17A 119.6 . . ? C13 C18 C17 121.2(5) . . ? C13 C18 H18A 119.4 . . ? C17 C18 H18A 119.4 . . ? C16 C19 C20 108.3(5) . . ? C16 C19 H19A 110.0 . . ? C20 C19 H19A 110.0 . . ? C16 C19 H19B 110.0 . . ? C20 C19 H19B 110.0 . . ? H19A C19 H19B 108.4 . . ? O4 C20 O3 125.3(6) . . ? O4 C20 C19 117.5(6) . . ? O3 C20 C19 117.1(5) . . ? C5 N1 C1 117.8(4) . . ? C5 N1 Zn1 124.0(3) . . ? C1 N1 Zn1 117.8(3) . . ? C8 N2 C9 116.5(4) . . ? C8 N2 Zn1 122.8(3) . 1_566 ? C9 N2 Zn1 120.6(3) . 1_566 ? C11 O1 Zn1 104.2(5) . . ? C20 O3 Zn1 118.3(4) . 2_667 ? C20 O4 Zn1 164.7(4) . 1_556 ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.144 _refine_diff_density_min -1.019 _refine_diff_density_rms 0.105 # Attachment '2b.CIF' data_2b _database_code_depnum_ccdc_archive 'CCDC 695291' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H18 Co N2 O4, O' _chemical_formula_sum 'C20 H18 Co N2 O5' _chemical_formula_weight 425.29 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' Co Co 0.3494 0.9721 '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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.814(3) _cell_length_b 10.545(3) _cell_length_c 10.595(3) _cell_angle_alpha 112.508(6) _cell_angle_beta 106.884(11) _cell_angle_gamma 96.478(4) _cell_volume 937.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 1001 _cell_measurement_theta_min 2.2039 _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 0.2000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 434 _exptl_absorpt_coefficient_mu 0.950 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 0.826 _exptl_absorpt_correction_T_min 0.825 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Mercury2 (2x2 bin mode) ; _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number 4109 _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7054 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0640 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 28.08 _reflns_number_total 4551 _reflns_number_gt 3107 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _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^)+(0.1088P)^2^+0.1353P] 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 4090 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0765 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1918 _refine_ls_wR_factor_gt 0.1548 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.075 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co -0.12531(6) 0.04361(5) 0.33657(5) 0.0339(2) Uani 1 1 d . . . C1 C 0.1993(5) 0.1167(4) 0.4834(4) 0.0388(9) Uani 1 1 d . . . C2 C 0.3594(5) 0.1866(4) 0.5130(5) 0.0442(10) Uani 1 1 d . . . H2A H 0.3740 0.1675 0.4194 0.053 Uiso 1 1 calc R . . H2B H 0.4293 0.1488 0.5683 0.053 Uiso 1 1 calc R . . C3 C 0.3843(4) 0.3485(4) 0.6043(4) 0.0369(8) Uani 1 1 d . . . C4 C 0.3585(5) 0.4392(4) 0.5409(5) 0.0440(10) Uani 1 1 d . . . H4 H 0.3278 0.4025 0.4373 0.053 Uiso 1 1 calc R . . C5 C 0.3758(5) 0.5848(4) 0.6240(5) 0.0458(10) Uani 1 1 d . . . H5 H 0.3543 0.6420 0.5736 0.055 Uiso 1 1 calc R . . C6 C 0.4220(5) 0.6483(4) 0.7740(5) 0.0421(9) Uani 1 1 d . . . C7 C 0.4475(5) 0.5572(4) 0.8386(5) 0.0493(11) Uani 1 1 d . . . H7 H 0.4771 0.5943 0.9422 0.059 Uiso 1 1 calc R . . C8 C 0.4311(5) 0.4105(5) 0.7557(5) 0.0504(11) Uani 1 1 d . . . H8 H 0.4528 0.3531 0.8058 0.061 Uiso 1 1 calc R . . C9 C 0.4476(6) 0.8098(5) 0.8662(6) 0.0645(15) Uani 1 1 d . . . H9A H 0.4526 0.8274 0.9664 0.077 Uiso 1 1 calc R . . H9B H 0.5436 0.8600 0.8744 0.077 Uiso 1 1 calc R . . C10 C 0.3269(5) 0.8713(4) 0.8006(4) 0.0444(10) Uani 1 1 d . . . C11 C -0.0230(4) 0.3669(4) 0.5736(4) 0.0342(8) Uani 1 1 d . . . H11 H 0.0434 0.3741 0.5254 0.041 Uiso 1 1 calc R . . C12 C -0.0235(4) 0.4942(4) 0.6911(4) 0.0341(8) Uani 1 1 d . . . H12 H 0.0397 0.5826 0.7171 0.041 Uiso 1 1 calc R . . C13 C -0.1187(4) 0.4868(4) 0.7674(4) 0.0315(8) Uani 1 1 d . . . C14 C -0.2124(4) 0.3532(4) 0.7200(4) 0.0361(8) Uani 1 1 d . . . H14 H -0.2799 0.3431 0.7662 0.043 Uiso 1 1 calc R . . C15 C -0.2053(5) 0.2339(4) 0.6028(4) 0.0379(9) Uani 1 1 d . . . H15 H -0.2694 0.1450 0.5735 0.045 Uiso 1 1 calc R . . C16 C -0.1240(4) 0.6157(4) 0.8961(4) 0.0327(8) Uani 1 1 d . . . C17 C -0.1035(5) 0.7523(4) 0.9053(5) 0.0480(11) Uani 1 1 d . . . H17 H -0.0838 0.7693 0.8298 0.058 Uiso 1 1 calc R . . C18 C -0.1120(6) 0.8671(4) 1.0284(5) 0.0504(11) Uani 1 1 d . . . H18 H -0.1009 0.9582 1.0292 0.061 Uiso 1 1 calc R . . C19 C -0.1557(5) 0.7219(4) 1.1286(4) 0.0407(9) Uani 1 1 d . . . H19 H -0.1743 0.7074 1.2058 0.049 Uiso 1 1 calc R . . C20 C -0.1529(5) 0.6017(4) 1.0093(4) 0.0408(9) Uani 1 1 d . . . H20 H -0.1712 0.5108 1.0080 0.049 Uiso 1 1 calc R . . N1 N -0.1119(4) 0.2373(3) 0.5279(3) 0.0345(7) Uani 1 1 d . . . N2 N -0.1343(4) 0.8548(3) 1.1410(3) 0.0373(7) Uani 1 1 d . . . O1 O 0.1730(4) 0.0855(3) 0.5768(4) 0.0593(9) Uani 1 1 d . . . O2 O 0.0986(3) 0.1028(3) 0.3722(3) 0.0464(7) Uani 1 1 d . . . O3 O 0.1943(4) 0.8390(3) 0.7922(4) 0.0544(8) Uani 1 1 d . . . O4 O 0.3619(4) 0.9528(3) 0.7488(3) 0.0512(8) Uani 1 1 d . . . O5 O 0.3621(7) 0.8704(7) 0.1898(8) 0.143(3) 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 Co1 0.0486(4) 0.0226(3) 0.0276(3) 0.0051(2) 0.0195(2) 0.0050(2) C1 0.062(3) 0.0173(16) 0.034(2) 0.0032(14) 0.0253(19) 0.0077(16) C2 0.048(2) 0.031(2) 0.047(2) 0.0094(18) 0.0174(19) 0.0125(17) C3 0.0343(19) 0.0327(19) 0.039(2) 0.0116(17) 0.0132(16) 0.0059(15) C4 0.053(2) 0.041(2) 0.033(2) 0.0130(18) 0.0136(18) 0.0095(19) C5 0.057(3) 0.039(2) 0.039(2) 0.0189(19) 0.0124(19) 0.0086(19) C6 0.044(2) 0.035(2) 0.038(2) 0.0117(17) 0.0090(17) 0.0053(17) C7 0.063(3) 0.042(2) 0.030(2) 0.0104(18) 0.0060(19) 0.012(2) C8 0.064(3) 0.046(2) 0.042(2) 0.023(2) 0.014(2) 0.015(2) C9 0.077(3) 0.036(2) 0.046(3) 0.011(2) -0.011(2) 0.002(2) C10 0.061(3) 0.0241(18) 0.028(2) 0.0001(15) 0.0077(18) 0.0021(18) C11 0.043(2) 0.0285(18) 0.0279(18) 0.0048(15) 0.0198(16) 0.0054(15) C12 0.045(2) 0.0246(17) 0.0286(18) 0.0056(14) 0.0174(16) 0.0051(15) C13 0.040(2) 0.0231(16) 0.0298(18) 0.0067(14) 0.0163(15) 0.0089(14) C14 0.046(2) 0.0267(18) 0.0302(19) 0.0023(15) 0.0222(17) 0.0032(16) C15 0.054(2) 0.0219(17) 0.0293(19) 0.0011(15) 0.0208(17) -0.0001(16) C16 0.040(2) 0.0262(17) 0.0286(18) 0.0064(15) 0.0164(15) 0.0068(15) C17 0.082(3) 0.029(2) 0.038(2) 0.0082(17) 0.039(2) 0.008(2) C18 0.088(3) 0.0241(18) 0.043(2) 0.0068(17) 0.043(2) 0.009(2) C19 0.062(3) 0.0314(19) 0.0283(19) 0.0102(16) 0.0194(18) 0.0115(18) C20 0.065(3) 0.0273(18) 0.0274(19) 0.0075(15) 0.0191(18) 0.0103(18) N1 0.0497(19) 0.0241(15) 0.0251(15) 0.0056(12) 0.0154(14) 0.0059(13) N2 0.056(2) 0.0212(14) 0.0279(16) 0.0002(12) 0.0215(15) 0.0062(14) O1 0.108(3) 0.0327(15) 0.0484(19) 0.0180(14) 0.0458(19) 0.0137(17) O2 0.0541(17) 0.0475(17) 0.0363(16) 0.0139(13) 0.0231(14) 0.0068(14) O3 0.069(2) 0.0403(17) 0.054(2) 0.0172(15) 0.0286(17) 0.0117(15) O4 0.0589(19) 0.0396(17) 0.0442(18) 0.0143(14) 0.0123(15) 0.0044(14) O5 0.133(5) 0.138(5) 0.182(7) 0.097(5) 0.070(5) -0.007(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.994(3) 2_556 ? Co1 O2 2.095(3) . ? Co1 O3 2.191(3) 2_566 ? Co1 N1 2.216(3) . ? Co1 N2 2.227(3) 1_544 ? Co1 O4 2.244(3) 2_566 ? C1 O1 1.238(5) . ? C1 O2 1.243(5) . ? C1 C2 1.544(6) . ? C2 C3 1.554(5) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.370(6) . ? C3 C8 1.383(6) . ? C4 C5 1.408(6) . ? C4 H4 0.9500 . ? C5 C6 1.370(6) . ? C5 H5 0.9500 . ? C6 C7 1.383(6) . ? C6 C9 1.551(6) . ? C7 C8 1.418(6) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.532(6) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 O4 1.250(5) . ? C10 O3 1.275(6) . ? C11 N1 1.358(5) . ? C11 C12 1.441(5) . ? C11 H11 0.9500 . ? C12 C13 1.416(5) . ? C12 H12 0.9500 . ? C13 C14 1.407(5) . ? C13 C16 1.531(5) . ? C14 C15 1.415(5) . ? C14 H14 0.9500 . ? C15 N1 1.381(5) . ? C15 H15 0.9500 . ? C16 C20 1.365(5) . ? C16 C17 1.393(5) . ? C17 C18 1.432(6) . ? C17 H17 0.9500 . ? C18 N2 1.324(5) . ? C18 H18 0.9500 . ? C19 N2 1.342(5) . ? C19 C20 1.417(5) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? 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 Co1 O2 114.29(14) 2_556 . ? O1 Co1 O3 150.71(16) 2_556 2_566 ? O2 Co1 O3 94.97(12) . 2_566 ? O1 Co1 N1 93.53(12) 2_556 . ? O2 Co1 N1 93.39(12) . . ? O3 Co1 N1 85.67(12) 2_566 . ? O1 Co1 N2 88.81(13) 2_556 1_544 ? O2 Co1 N2 85.13(12) . 1_544 ? O3 Co1 N2 92.56(12) 2_566 1_544 ? N1 Co1 N2 177.59(11) . 1_544 ? O1 Co1 O4 91.77(14) 2_556 2_566 ? O2 Co1 O4 153.92(12) . 2_566 ? O3 Co1 O4 59.01(12) 2_566 2_566 ? N1 Co1 O4 83.62(12) . 2_566 ? N2 Co1 O4 96.87(12) 1_544 2_566 ? O1 C1 O2 121.4(4) . . ? O1 C1 C2 119.0(4) . . ? O2 C1 C2 119.4(4) . . ? C1 C2 C3 106.5(3) . . ? C1 C2 H2A 110.4 . . ? C3 C2 H2A 110.4 . . ? C1 C2 H2B 110.4 . . ? C3 C2 H2B 110.4 . . ? H2A C2 H2B 108.6 . . ? C4 C3 C8 115.3(4) . . ? C4 C3 C2 122.6(4) . . ? C8 C3 C2 122.0(4) . . ? C3 C4 C5 122.3(4) . . ? C3 C4 H4 118.9 . . ? C5 C4 H4 118.9 . . ? C6 C5 C4 123.3(4) . . ? C6 C5 H5 118.4 . . ? C4 C5 H5 118.4 . . ? C5 C6 C7 114.7(4) . . ? C5 C6 C9 123.4(4) . . ? C7 C6 C9 121.9(4) . . ? C6 C7 C8 122.3(4) . . ? C6 C7 H7 118.8 . . ? C8 C7 H7 118.8 . . ? C3 C8 C7 122.0(4) . . ? C3 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C10 C9 C6 113.2(4) . . ? C10 C9 H9A 108.9 . . ? C6 C9 H9A 108.9 . . ? C10 C9 H9B 108.9 . . ? C6 C9 H9B 108.9 . . ? H9A C9 H9B 107.8 . . ? O4 C10 O3 119.8(4) . . ? O4 C10 C9 116.9(4) . . ? O3 C10 C9 123.2(4) . . ? N1 C11 C12 123.7(3) . . ? N1 C11 H11 118.1 . . ? C12 C11 H11 118.1 . . ? C13 C12 C11 119.7(3) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 117.1(3) . . ? C14 C13 C16 119.7(3) . . ? C12 C13 C16 123.3(3) . . ? C13 C14 C15 119.5(3) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? N1 C15 C14 124.8(3) . . ? N1 C15 H15 117.6 . . ? C14 C15 H15 117.6 . . ? C20 C16 C17 115.5(4) . . ? C20 C16 C13 121.0(3) . . ? C17 C16 C13 123.5(3) . . ? C16 C17 C18 120.2(4) . . ? C16 C17 H17 119.9 . . ? C18 C17 H17 119.9 . . ? N2 C18 C17 124.3(4) . . ? N2 C18 H18 117.8 . . ? C17 C18 H18 117.8 . . ? N2 C19 C20 125.1(4) . . ? N2 C19 H19 117.4 . . ? C20 C19 H19 117.4 . . ? C16 C20 C19 120.5(3) . . ? C16 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C11 N1 C15 115.3(3) . . ? C11 N1 Co1 124.3(3) . . ? C15 N1 Co1 120.3(2) . . ? C18 N2 C19 114.3(3) . . ? C18 N2 Co1 121.5(3) . 1_566 ? C19 N2 Co1 124.2(3) . 1_566 ? C1 O1 Co1 156.0(3) . 2_556 ? C1 O2 Co1 123.5(3) . . ? C10 O3 Co1 91.4(3) . 2_566 ? C10 O4 Co1 89.6(3) . 2_566 ? _diffrn_measured_fraction_theta_max 27.4835 _diffrn_reflns_theta_full 27.4835 _diffrn_measured_fraction_theta_full 99.4000 _refine_diff_density_max 0.589 _refine_diff_density_min -0.534 _refine_diff_density_rms 0.093 # Attachment '2c.CIF' data_2c _database_code_depnum_ccdc_archive 'CCDC 695292' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H18 Cd N2 O4, O' _chemical_formula_sum 'C20 H18 Cd N2 O5' _chemical_formula_weight 478.76 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' 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 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.814(3) _cell_length_b 10.545(3) _cell_length_c 10.595(3) _cell_angle_alpha 112.508(6) _cell_angle_beta 106.884(11) _cell_angle_gamma 96.478(4) _cell_volume 937.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2050 _cell_measurement_theta_min 2.1609 _cell_measurement_theta_max 27.4632 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.696 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 476.0 _exptl_absorpt_coefficient_mu 1.199 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.749 _exptl_absorpt_correction_T_max 0.788 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; empirical from equivalent reflections (XEMP in SHELXTL; Siemens,1994) ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Mercury2 (2x2 bin mode) ; _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 13.6612 _diffrn_standards_number 4091 _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7146 _diffrn_reflns_av_R_equivalents 0.0487 _diffrn_reflns_av_sigmaI/netI 0.0842 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4302 _reflns_number_gt 2693 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2007)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)' _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^)+(0.0953P)^2^+0.9312P] 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 4073 _refine_ls_number_parameters 253 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1003 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1933 _refine_ls_wR_factor_gt 0.1474 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd -0.11658(7) 0.05243(5) 0.34682(6) 0.0395(2) Uani 1 1 d . . . C1 C 0.1929(10) 0.1366(8) 0.4581(10) 0.047(2) Uani 1 1 d . . . C2 C 0.3574(10) 0.2000(11) 0.5116(13) 0.067(3) Uani 1 1 d . . . H2A H 0.4125 0.1572 0.5721 0.080 Uiso 1 1 calc R . . H2B H 0.3894 0.1814 0.4272 0.080 Uiso 1 1 calc R . . C3 C 0.3862(8) 0.3580(9) 0.6021(10) 0.047(2) Uani 1 1 d . . . C4 C 0.3586(10) 0.4489(9) 0.5400(10) 0.051(2) Uani 1 1 d . . . H4 H 0.3210 0.4118 0.4362 0.061 Uiso 1 1 calc R . . C5 C 0.3838(10) 0.5966(9) 0.6250(10) 0.050(2) Uani 1 1 d . . . H5 H 0.3628 0.6560 0.5772 0.061 Uiso 1 1 calc R . . C6 C 0.4376(8) 0.6543(9) 0.7735(10) 0.0469(19) Uani 1 1 d . . . C7 C 0.4660(10) 0.5653(11) 0.8404(12) 0.066(3) Uani 1 1 d . . . H7 H 0.5024 0.6034 0.9444 0.079 Uiso 1 1 calc R . . C8 C 0.4415(10) 0.4197(9) 0.7561(11) 0.054(2) Uani 1 1 d . . . H8 H 0.4629 0.3608 0.8044 0.064 Uiso 1 1 calc R . . C9 C 0.4736(11) 0.8138(9) 0.8646(10) 0.060(2) Uani 1 1 d . . . H9A H 0.5641 0.8601 0.8596 0.072 Uiso 1 1 calc R . . H9B H 0.4915 0.8352 0.9684 0.072 Uiso 1 1 calc R . . C10 C 0.3430(11) 0.8729(9) 0.8055(9) 0.055(2) Uani 1 1 d . . . C11 C -0.0226(9) 0.3844(8) 0.5901(8) 0.0380(16) Uani 1 1 d . . . H11 H 0.0416 0.3924 0.5399 0.046 Uiso 1 1 calc R . . C12 C -0.0264(9) 0.5077(8) 0.7060(8) 0.0376(17) Uani 1 1 d . . . H12 H 0.0347 0.5977 0.7339 0.045 Uiso 1 1 calc R . . C13 C -0.1213(8) 0.4940(8) 0.7781(8) 0.0355(16) Uani 1 1 d . . . C14 C -0.2058(9) 0.3575(7) 0.7335(8) 0.0377(17) Uani 1 1 d . . . H14 H -0.2709 0.3429 0.7806 0.045 Uiso 1 1 calc R . . C15 C -0.1928(9) 0.2431(8) 0.6184(9) 0.0428(18) Uani 1 1 d . . . H15 H -0.2493 0.1505 0.5890 0.051 Uiso 1 1 calc R . . C16 C -0.1264(8) 0.6141(8) 0.9011(8) 0.0370(16) Uani 1 1 d . . . C17 C -0.1002(11) 0.7550(8) 0.9134(10) 0.054(2) Uani 1 1 d . . . H17 H -0.0767 0.7733 0.8401 0.065 Uiso 1 1 calc R . . C18 C -0.1090(11) 0.8638(8) 1.0318(10) 0.058(2) Uani 1 1 d . . . H18 H -0.0994 0.9549 1.0327 0.069 Uiso 1 1 calc R . . C19 C -0.1576(9) 0.7202(8) 1.1365(8) 0.0415(18) Uani 1 1 d . . . H19 H -0.1767 0.7072 1.2142 0.050 Uiso 1 1 calc R . . C20 C -0.1595(8) 0.6033(7) 1.0193(8) 0.0367(16) Uani 1 1 d . . . H20 H -0.1835 0.5123 1.0168 0.044 Uiso 1 1 calc R . . N1 N -0.1066(7) 0.2591(6) 0.5510(7) 0.0384(14) Uani 1 1 d . . . N2 N -0.1303(7) 0.8512(6) 1.1472(7) 0.0393(15) Uani 1 1 d . . . O1 O 0.1436(7) 0.0780(6) 0.5254(7) 0.0587(16) Uani 1 1 d . . . O2 O 0.1114(7) 0.1486(6) 0.3531(6) 0.0535(15) Uani 1 1 d . . . O3 O 0.2265(8) 0.8420(7) 0.8183(8) 0.0629(17) Uani 1 1 d . . . O4 O 0.3677(7) 0.9522(7) 0.7460(8) 0.0627(17) Uani 1 1 d . . . O5 O 0.3415(15) 0.8589(15) 0.1541(19) 0.183(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 0.0608(4) 0.0219(3) 0.0339(3) 0.0057(2) 0.0245(3) 0.0080(2) C1 0.070(6) 0.026(4) 0.054(5) 0.016(4) 0.035(5) 0.017(4) C2 0.056(5) 0.061(6) 0.103(9) 0.044(6) 0.036(6) 0.031(5) C3 0.033(4) 0.045(5) 0.058(6) 0.016(4) 0.017(4) 0.008(4) C4 0.064(5) 0.040(5) 0.037(5) 0.007(4) 0.016(4) 0.010(4) C5 0.059(5) 0.037(4) 0.050(5) 0.019(4) 0.012(4) 0.014(4) C6 0.037(4) 0.035(4) 0.060(6) 0.016(4) 0.012(4) 0.011(3) C7 0.055(5) 0.065(6) 0.064(6) 0.035(6) -0.001(5) -0.001(5) C8 0.069(6) 0.047(5) 0.067(6) 0.034(5) 0.035(5) 0.033(5) C9 0.070(6) 0.035(5) 0.044(5) 0.003(4) -0.001(5) 0.009(4) C10 0.083(7) 0.029(4) 0.027(4) -0.003(3) 0.011(4) -0.001(4) C11 0.055(4) 0.032(4) 0.025(4) 0.005(3) 0.022(3) 0.012(3) C12 0.060(5) 0.027(4) 0.034(4) 0.010(3) 0.030(4) 0.018(3) C13 0.045(4) 0.029(4) 0.031(4) 0.014(3) 0.011(3) 0.007(3) C14 0.058(5) 0.022(3) 0.029(4) -0.002(3) 0.027(4) 0.010(3) C15 0.047(4) 0.027(4) 0.051(5) 0.008(4) 0.029(4) 0.001(3) C16 0.047(4) 0.031(4) 0.026(4) 0.007(3) 0.015(3) 0.001(3) C17 0.102(7) 0.025(4) 0.056(5) 0.019(4) 0.056(5) 0.024(4) C18 0.099(7) 0.020(4) 0.056(6) 0.008(4) 0.045(5) 0.012(4) C19 0.064(5) 0.034(4) 0.025(4) 0.009(3) 0.020(4) 0.010(4) C20 0.052(4) 0.018(3) 0.039(4) 0.008(3) 0.021(4) 0.006(3) N1 0.059(4) 0.026(3) 0.034(3) 0.008(3) 0.029(3) 0.011(3) N2 0.069(4) 0.016(3) 0.027(3) -0.003(2) 0.029(3) 0.008(3) O1 0.088(4) 0.042(3) 0.065(4) 0.033(3) 0.041(4) 0.017(3) O2 0.058(4) 0.057(4) 0.041(3) 0.019(3) 0.019(3) 0.003(3) O3 0.079(5) 0.042(4) 0.073(5) 0.021(3) 0.041(4) 0.017(3) O4 0.068(4) 0.055(4) 0.069(4) 0.029(4) 0.027(4) 0.016(3) O5 0.186(12) 0.190(14) 0.295(19) 0.178(15) 0.152(13) 0.063(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N2 2.308(5) 1_544 ? Cd1 O1 2.313(5) 2_556 ? Cd1 O2 2.321(6) . ? Cd1 O4 2.361(7) 2_566 ? Cd1 N1 2.379(6) . ? Cd1 O3 2.476(7) 2_566 ? Cd1 C10 2.729(10) 2_566 ? C1 O2 1.228(10) . ? C1 O1 1.262(9) . ? C1 C2 1.520(12) . ? C2 C3 1.513(13) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.364(12) . ? C3 C8 1.405(13) . ? C4 C5 1.417(11) . ? C4 H4 0.9500 . ? C5 C6 1.355(12) . ? C5 H5 0.9500 . ? C6 C7 1.383(12) . ? C6 C9 1.520(11) . ? C7 C8 1.398(13) . ? C7 H7 0.9500 . ? C8 H8 0.9500 . ? C9 C10 1.560(13) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 O3 1.213(11) . ? C10 O4 1.266(10) . ? C10 Cd1 2.729(10) 2_566 ? C11 N1 1.317(9) . ? C11 C12 1.419(10) . ? C11 H11 0.9500 . ? C12 C13 1.393(10) . ? C12 H12 0.9500 . ? C13 C14 1.402(10) . ? C13 C16 1.446(11) . ? C14 C15 1.399(10) . ? C14 H14 0.9500 . ? C15 N1 1.290(9) . ? C15 H15 0.9500 . ? C16 C20 1.422(10) . ? C16 C17 1.428(10) . ? C17 C18 1.372(11) . ? C17 H17 0.9500 . ? C18 N2 1.349(10) . ? C18 H18 0.9500 . ? C19 N2 1.332(9) . ? C19 C20 1.368(10) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? 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 O1 91.3(2) 1_544 2_556 ? N2 Cd1 O2 87.8(2) 1_544 . ? O1 Cd1 O2 122.5(2) 2_556 . ? N2 Cd1 O4 94.9(2) 1_544 2_566 ? O1 Cd1 O4 96.2(2) 2_556 2_566 ? O2 Cd1 O4 141.1(2) . 2_566 ? N2 Cd1 N1 179.1(2) 1_544 . ? O1 Cd1 N1 88.7(2) 2_556 . ? O2 Cd1 N1 93.0(2) . . ? O4 Cd1 N1 84.2(2) 2_566 . ? N2 Cd1 O3 90.1(2) 1_544 2_566 ? O1 Cd1 O3 150.0(2) 2_556 2_566 ? O2 Cd1 O3 87.5(2) . 2_566 ? O4 Cd1 O3 53.8(2) 2_566 2_566 ? N1 Cd1 O3 89.5(2) . 2_566 ? N2 Cd1 O1 98.6(2) 1_544 . ? O1 Cd1 O1 71.5(2) 2_556 . ? O2 Cd1 O1 51.99(19) . . ? O4 Cd1 O1 161.8(2) 2_566 . ? N1 Cd1 O1 82.2(2) . . ? O3 Cd1 O1 137.8(2) 2_566 . ? N2 Cd1 C10 95.3(2) 1_544 2_566 ? O1 Cd1 C10 123.8(3) 2_556 2_566 ? O2 Cd1 C10 113.5(3) . 2_566 ? O4 Cd1 C10 27.6(2) 2_566 2_566 ? N1 Cd1 C10 84.0(2) . 2_566 ? O3 Cd1 C10 26.4(2) 2_566 2_566 ? O1 Cd1 C10 159.1(2) . 2_566 ? O2 C1 O1 122.0(8) . . ? O2 C1 C2 118.5(7) . . ? O1 C1 C2 119.5(9) . . ? C3 C2 C1 107.4(7) . . ? C3 C2 H2A 110.2 . . ? C1 C2 H2A 110.2 . . ? C3 C2 H2B 110.2 . . ? C1 C2 H2B 110.2 . . ? H2A C2 H2B 108.5 . . ? C4 C3 C8 115.9(8) . . ? C4 C3 C2 122.5(9) . . ? C8 C3 C2 121.6(8) . . ? C3 C4 C5 122.4(8) . . ? C3 C4 H4 118.8 . . ? C5 C4 H4 118.8 . . ? C6 C5 C4 120.9(8) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 118.4(8) . . ? C5 C6 C9 120.8(8) . . ? C7 C6 C9 120.7(9) . . ? C6 C7 C8 120.5(9) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? C7 C8 C3 121.9(8) . . ? C7 C8 H8 119.0 . . ? C3 C8 H8 119.0 . . ? C6 C9 C10 109.9(7) . . ? C6 C9 H9A 109.7 . . ? C10 C9 H9A 109.7 . . ? C6 C9 H9B 109.7 . . ? C10 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? O3 C10 O4 124.0(9) . . ? O3 C10 C9 119.9(8) . . ? O4 C10 C9 116.1(9) . . ? O3 C10 Cd1 65.1(5) . 2_566 ? O4 C10 Cd1 59.8(5) . 2_566 ? C9 C10 Cd1 169.5(6) . 2_566 ? N1 C11 C12 121.0(7) . . ? N1 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C13 C12 C11 118.8(7) . . ? C13 C12 H12 120.6 . . ? C11 C12 H12 120.6 . . ? C12 C13 C14 117.6(7) . . ? C12 C13 C16 121.7(7) . . ? C14 C13 C16 120.6(7) . . ? C15 C14 C13 118.9(7) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? N1 C15 C14 122.2(7) . . ? N1 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C20 C16 C17 113.8(6) . . ? C20 C16 C13 123.7(6) . . ? C17 C16 C13 122.5(6) . . ? C18 C17 C16 119.6(7) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? N2 C18 C17 124.9(7) . . ? N2 C18 H18 117.6 . . ? C17 C18 H18 117.6 . . ? N2 C19 C20 123.4(7) . . ? N2 C19 H19 118.3 . . ? C20 C19 H19 118.3 . . ? C19 C20 C16 121.9(6) . . ? C19 C20 H20 119.1 . . ? C16 C20 H20 119.1 . . ? C15 N1 C11 121.5(6) . . ? C15 N1 Cd1 116.3(5) . . ? C11 N1 Cd1 122.2(5) . . ? C19 N2 C18 116.2(6) . . ? C19 N2 Cd1 124.5(5) . 1_566 ? C18 N2 Cd1 119.3(5) . 1_566 ? C1 O1 Cd1 162.9(6) . 2_556 ? C1 O1 Cd1 85.7(5) . . ? Cd1 O1 Cd1 108.5(2) 2_556 . ? C1 O2 Cd1 100.3(5) . . ? C10 O3 Cd1 88.5(6) . 2_566 ? C10 O4 Cd1 92.6(6) . 2_566 ? _diffrn_measured_fraction_theta_max 27.4632 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 95.2000 _refine_diff_density_max 1.054 _refine_diff_density_min -1.106 _refine_diff_density_rms 0.163