# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xh3-Mn #TrackingRef 'CCDC four data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H19 Mn N O7' _chemical_formula_sum 'C19 H19 Mn N O7' _chemical_formula_weight 428.29 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic ' _symmetry_space_group_name_H-M 'Ima2 ' _symmetry_space_group_name_Hall 'I 2 -2a ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y, z' '-x+1/2, y, z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1, -y+1/2, z+1/2' '-x+1, y+1/2, z+1/2' _cell_length_a 28.410(8) _cell_length_b 8.844(3) _cell_length_c 7.497(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1883.7(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1659 _cell_measurement_theta_min 1.56 _cell_measurement_theta_max 27.14 _exptl_crystal_description 'plate ' _exptl_crystal_colour 'light yellow ' _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 884 _exptl_absorpt_coefficient_mu 0.743 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8779 _exptl_absorpt_correction_T_max 0.9568 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex2 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4926 _diffrn_reflns_av_R_equivalents 0.0305 _diffrn_reflns_av_sigmaI/netI 0.0383 _diffrn_reflns_limit_h_min -33 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1834 _reflns_number_gt 1694 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0770P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0055(12) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.48(4) _refine_ls_number_reflns 1834 _refine_ls_number_parameters 146 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0469 _refine_ls_R_factor_gt 0.0417 _refine_ls_wR_factor_ref 0.1231 _refine_ls_wR_factor_gt 0.1091 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_restrained_S_all 1.164 _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 Mn1 Mn 0.7500 1.24200(8) -0.44301(16) 0.0148(2) Uani 1 2 d S . . O1 O 0.69447(11) 1.1218(4) -0.8425(4) 0.0313(7) Uani 1 1 d . . . O2 O 0.69591(10) 1.0993(4) -0.5461(4) 0.0320(8) Uani 1 1 d . . . O3 O 0.53401(10) 0.8876(4) -0.4079(4) 0.0332(7) Uani 1 1 d . . . C1 C 0.67526(12) 1.0990(4) -0.6948(7) 0.0235(7) Uani 1 1 d . . . C2 C 0.62308(12) 1.0683(4) -0.6953(7) 0.0232(7) Uani 1 1 d . . . C3 C 0.60293(14) 0.9984(5) -0.5445(5) 0.0265(9) Uani 1 1 d . . . H3A H 0.6221 0.9722 -0.4455 0.032 Uiso 1 1 calc R . . C4 C 0.55483(14) 0.9678(4) -0.5410(5) 0.0274(9) Uani 1 1 d . . . C5 C 0.52586(12) 1.0157(4) -0.6835(7) 0.0270(8) Uani 1 1 d . . . C6 C 0.54685(15) 1.0883(5) -0.8261(6) 0.0328(10) Uani 1 1 d . . . H6A H 0.5277 1.1222 -0.9220 0.039 Uiso 1 1 calc R . . C7 C 0.59456(15) 1.1128(5) -0.8328(5) 0.0320(10) Uani 1 1 d . . . H7A H 0.6079 1.1612 -0.9340 0.038 Uiso 1 1 calc R . . C8 C 0.55840(17) 0.8705(7) -0.2455(6) 0.0472(13) Uani 1 1 d . . . H8A H 0.5396 0.8090 -0.1634 0.071 Uiso 1 1 calc R . . H8B H 0.5640 0.9702 -0.1926 0.071 Uiso 1 1 calc R . . H8C H 0.5886 0.8203 -0.2676 0.071 Uiso 1 1 calc R . . O4 O 0.7500 1.1085(3) -0.1872(6) 0.0216(7) Uani 1 2 d S . . N1 N 0.7500 0.8541(5) -0.1727(9) 0.0362(13) Uani 1 2 d S . . C9 C 0.7304(3) 0.9817(8) -0.1818(13) 0.0256(16) Uani 0.50 1 d P . . C10 C 0.8056(3) 0.8544(11) -0.1722(17) 0.047(3) Uani 0.50 1 d P . . C11 C 0.7283(4) 0.7073(10) -0.1671(18) 0.059(4) Uani 0.50 1 d P . . 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 0.0113(4) 0.0175(4) 0.0156(3) -0.0023(3) 0.000 0.000 O1 0.0241(16) 0.0421(19) 0.0279(17) 0.0015(14) 0.0042(12) -0.0189(13) O2 0.0247(17) 0.042(2) 0.0289(16) -0.0008(14) -0.0036(13) -0.0187(13) O3 0.0255(15) 0.0480(17) 0.0259(15) 0.0121(12) 0.0024(12) -0.0114(12) C1 0.0228(17) 0.0227(16) 0.0248(16) -0.0020(18) 0.002(2) -0.0105(13) C2 0.0236(18) 0.0242(17) 0.0218(15) -0.0033(19) 0.000(2) -0.0078(14) C3 0.025(2) 0.031(2) 0.024(2) -0.0013(16) -0.0004(16) -0.0085(17) C4 0.025(2) 0.030(2) 0.027(2) 0.0030(18) 0.0015(17) -0.0092(17) C5 0.0167(18) 0.0332(19) 0.031(2) 0.000(2) 0.004(2) -0.0074(14) C6 0.026(2) 0.049(3) 0.0236(19) 0.0050(18) -0.0031(16) -0.005(2) C7 0.030(2) 0.041(2) 0.025(2) 0.0065(18) 0.0014(17) -0.0111(19) C8 0.039(3) 0.069(4) 0.034(3) 0.018(2) 0.0039(19) -0.014(3) O4 0.0317(19) 0.0152(16) 0.0179(15) 0.0017(16) 0.000 0.000 N1 0.059(3) 0.017(2) 0.033(3) 0.001(2) 0.000 0.000 C9 0.035(4) 0.022(4) 0.020(4) -0.003(4) -0.006(3) -0.001(3) C10 0.039(5) 0.043(5) 0.059(7) 0.006(5) 0.005(5) 0.012(4) C11 0.093(9) 0.018(4) 0.067(9) 0.004(5) 0.007(6) -0.018(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 Mn1 O1 2.123(3) 6_675 ? Mn1 O1 2.123(3) 7_475 ? Mn1 O2 2.133(3) . ? Mn1 O2 2.133(3) 4_655 ? Mn1 O4 2.252(4) . ? Mn1 O4 2.258(4) 6_674 ? O1 C1 1.251(6) . ? O1 Mn1 2.123(3) 6_674 ? O2 C1 1.260(6) . ? O3 C4 1.360(5) . ? O3 C8 1.409(5) . ? C1 C2 1.507(5) . ? C2 C7 1.369(6) . ? C2 C3 1.410(6) . ? C3 C4 1.393(6) . ? C3 H3A 0.9500 . ? C4 C5 1.413(6) . ? C5 C6 1.383(6) . ? C5 C5 1.496(7) 2_675 ? C6 C7 1.374(6) . ? C6 H6A 0.9500 . ? C7 H7A 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? O4 C9 1.254(8) . ? O4 C9 1.254(8) 4_655 ? O4 Mn1 2.258(4) 6_675 ? N1 C9 1.260(8) 4_655 ? N1 C9 1.260(8) . ? N1 C11 1.437(10) . ? N1 C11 1.437(10) 4_655 ? N1 C10 1.579(9) 4_655 ? N1 C10 1.579(9) . ? C9 C9 1.116(15) 4_655 ? C9 C10 1.522(11) 4_655 ? C10 C9 1.522(11) 4_655 ? C10 C11 1.619(16) 4_655 ? C11 C11 1.23(2) 4_655 ? C11 C10 1.619(16) 4_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O1 96.00(19) 6_675 7_475 ? O1 Mn1 O2 178.05(15) 6_675 . ? O1 Mn1 O2 85.92(11) 7_475 . ? O1 Mn1 O2 85.92(11) 6_675 4_655 ? O1 Mn1 O2 178.05(15) 7_475 4_655 ? O2 Mn1 O2 92.16(19) . 4_655 ? O1 Mn1 O4 89.73(11) 6_675 . ? O1 Mn1 O4 89.73(11) 7_475 . ? O2 Mn1 O4 89.91(11) . . ? O2 Mn1 O4 89.91(11) 4_655 . ? O1 Mn1 O4 87.46(11) 6_675 6_674 ? O1 Mn1 O4 87.46(11) 7_475 6_674 ? O2 Mn1 O4 93.01(12) . 6_674 ? O2 Mn1 O4 93.01(12) 4_655 6_674 ? O4 Mn1 O4 175.79(14) . 6_674 ? C1 O1 Mn1 136.9(3) . 6_674 ? C1 O2 Mn1 131.1(3) . . ? C4 O3 C8 118.4(3) . . ? O1 C1 O2 125.4(3) . . ? O1 C1 C2 117.1(4) . . ? O2 C1 C2 117.4(4) . . ? C7 C2 C3 119.3(3) . . ? C7 C2 C1 122.2(4) . . ? C3 C2 C1 118.4(4) . . ? C4 C3 C2 119.9(4) . . ? C4 C3 H3A 120.1 . . ? C2 C3 H3A 120.1 . . ? O3 C4 C3 122.8(4) . . ? O3 C4 C5 117.2(3) . . ? C3 C4 C5 119.9(4) . . ? C6 C5 C4 118.2(3) . . ? C6 C5 C5 120.7(3) . 2_675 ? C4 C5 C5 121.1(3) . 2_675 ? C7 C6 C5 121.8(4) . . ? C7 C6 H6A 119.1 . . ? C5 C6 H6A 119.1 . . ? C2 C7 C6 120.7(4) . . ? C2 C7 H7A 119.6 . . ? C6 C7 H7A 119.6 . . ? O3 C8 H8A 109.5 . . ? O3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C9 O4 C9 52.8(7) . 4_655 ? C9 O4 Mn1 119.8(5) . . ? C9 O4 Mn1 119.8(5) 4_655 . ? C9 O4 Mn1 119.8(5) . 6_675 ? C9 O4 Mn1 119.8(5) 4_655 6_675 ? Mn1 O4 Mn1 112.57(13) . 6_675 ? C9 N1 C9 52.5(7) 4_655 . ? C9 N1 C11 178.3(8) 4_655 . ? C9 N1 C11 128.4(6) . . ? C9 N1 C11 128.4(6) 4_655 4_655 ? C9 N1 C11 178.3(8) . 4_655 ? C11 N1 C11 50.7(9) . 4_655 ? C9 N1 C10 116.2(5) 4_655 4_655 ? C9 N1 C10 63.7(5) . 4_655 ? C11 N1 C10 64.7(6) . 4_655 ? C11 N1 C10 115.4(6) 4_655 4_655 ? C9 N1 C10 63.7(5) 4_655 . ? C9 N1 C10 116.2(5) . . ? C11 N1 C10 115.4(6) . . ? C11 N1 C10 64.7(6) 4_655 . ? C10 N1 C10 179.7(10) 4_655 . ? C9 C9 O4 63.6(3) 4_655 . ? C9 C9 N1 63.7(3) 4_655 . ? O4 C9 N1 127.3(6) . . ? C9 C9 C10 132.2(5) 4_655 4_655 ? O4 C9 C10 164.2(7) . 4_655 ? N1 C9 C10 68.4(5) . 4_655 ? C9 C10 N1 47.9(4) 4_655 . ? C9 C10 C11 101.3(7) 4_655 4_655 ? N1 C10 C11 53.4(5) . 4_655 ? C11 C11 N1 64.6(5) 4_655 . ? C11 C11 C10 126.5(5) 4_655 4_655 ? N1 C11 C10 61.9(5) . 4_655 ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.534 _refine_diff_density_min -0.328 _refine_diff_density_rms 0.103 _database_code_depnum_ccdc_archive 'CCDC 933526' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xh5-Ni #TrackingRef 'CCDC four data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H23 N Ni O9' _chemical_formula_sum 'C19 H23 N Ni O9' _chemical_formula_weight 468.09 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Triclinic ' _symmetry_space_group_name_H-M 'P-1 ' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.631(2) _cell_length_b 9.033(3) _cell_length_c 14.870(4) _cell_angle_alpha 106.822(3) _cell_angle_beta 96.077(3) _cell_angle_gamma 91.721(3) _cell_volume 973.5(5) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2268 _cell_measurement_theta_min 1.46 _cell_measurement_theta_max 26.89 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 488 _exptl_absorpt_coefficient_mu 1.051 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8334 _exptl_absorpt_correction_T_max 0.9207 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex2 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6933 _diffrn_reflns_av_R_equivalents 0.0269 _diffrn_reflns_av_sigmaI/netI 0.0433 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3363 _reflns_number_gt 2782 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0341P)^2^+0.6605P] 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 3363 _refine_ls_number_parameters 280 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0809 _refine_ls_wR_factor_gt 0.0766 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 Ni1 Ni 0.5000 0.5000 1.0000 0.01128(13) Uani 1 2 d S . . Ni2 Ni 0.0000 0.5000 1.0000 0.01251(13) Uani 1 2 d S . . O1 O 0.0629(2) 0.6719(2) 1.12034(12) 0.0179(4) Uani 1 1 d . . . O2 O -0.1258(2) 0.8472(2) 1.09879(12) 0.0195(4) Uani 1 1 d . . . O3 O 0.6366(2) 1.5546(2) 1.80665(12) 0.0192(4) Uani 1 1 d . . . O4 O 0.4029(2) 1.4698(2) 1.86194(11) 0.0148(4) Uani 1 1 d . . . O5 O 0.0918(2) 1.3228(2) 1.37996(12) 0.0185(4) Uani 1 1 d . . . O6 O 0.5313(2) 1.2876(2) 1.45170(12) 0.0248(5) Uani 1 1 d . . . O2W O 0.1044(3) 0.6299(2) 0.92044(13) 0.0183(4) Uani 1 1 d D . . H2WA H 0.183(3) 0.692(3) 0.9578(19) 0.028 Uiso 1 1 d D . . H2WB H 0.164(4) 0.567(3) 0.8836(19) 0.028 Uiso 1 1 d D . . O1W O 0.2510(2) 0.4149(2) 1.01985(11) 0.0122(4) Uani 1 1 d . . . H1WA H 0.2388 0.3055 0.9799 0.018 Uiso 1 1 calc R . . H1WB H 0.2645 0.4112 1.0861 0.018 Uiso 1 1 calc R . . C1 C -0.0007(3) 0.8036(3) 1.14479(17) 0.0135(6) Uani 1 1 d . . . C2 C 0.0808(3) 0.9118(3) 1.23817(17) 0.0136(6) Uani 1 1 d . . . C3 C 0.1907(3) 0.8559(3) 1.29958(18) 0.0159(6) Uani 1 1 d . . . H3A H 0.2204 0.7508 1.2815 0.019 Uiso 1 1 calc R . . C4 C 0.2569(3) 0.9549(3) 1.38779(18) 0.0157(6) Uani 1 1 d . . . H4A H 0.3300 0.9157 1.4303 0.019 Uiso 1 1 calc R . . C5 C 0.2192(3) 1.1100(3) 1.41547(17) 0.0133(6) Uani 1 1 d . . . C6 C 0.1160(3) 1.1673(3) 1.35046(18) 0.0144(6) Uani 1 1 d . . . C7 C 0.0442(3) 1.0677(3) 1.26362(17) 0.0141(6) Uani 1 1 d . . . H7A H -0.0304 1.1060 1.2213 0.017 Uiso 1 1 calc R . . C8 C 0.2857(3) 1.2102(3) 1.51228(18) 0.0144(6) Uani 1 1 d . . . C9 C 0.1942(4) 1.2117(3) 1.58848(18) 0.0180(6) Uani 1 1 d . . . H9A H 0.0852 1.1521 1.5777 0.022 Uiso 1 1 calc R . . C10 C 0.2589(3) 1.2984(3) 1.67999(18) 0.0170(6) Uani 1 1 d . . . H10A H 0.1962 1.2954 1.7314 0.020 Uiso 1 1 calc R . . C11 C 0.4159(3) 1.3897(3) 1.69618(17) 0.0128(6) Uani 1 1 d . . . C12 C 0.5096(3) 1.3900(3) 1.62018(18) 0.0142(6) Uani 1 1 d . . . H12A H 0.6167 1.4521 1.6308 0.017 Uiso 1 1 calc R . . C13 C 0.4462(3) 1.3000(3) 1.52985(17) 0.0133(6) Uani 1 1 d . . . C14 C 0.4922(3) 1.4796(3) 1.79495(17) 0.0132(6) Uani 1 1 d . . . C15 C 0.7145(4) 1.3388(3) 1.4668(2) 0.0241(7) Uani 1 1 d . . . H15A H 0.7593 1.3236 1.4056 0.036 Uiso 1 1 calc R . . H15B H 0.7811 1.2789 1.5026 0.036 Uiso 1 1 calc R . . H15C H 0.7284 1.4490 1.5026 0.036 Uiso 1 1 calc R . . C16 C 0.0191(4) 1.3915(3) 1.30972(19) 0.0209(6) Uani 1 1 d . . . H16A H 0.0074 1.5023 1.3393 0.031 Uiso 1 1 calc R . . H16B H -0.0974 1.3409 1.2816 0.031 Uiso 1 1 calc R . . H16C H 0.0975 1.3785 1.2603 0.031 Uiso 1 1 calc R . . C17 C 0.4781(3) 0.8302(3) 1.10981(18) 0.0158(6) Uani 1 1 d . . . H17A H 0.5575 0.8013 1.1546 0.019 Uiso 1 1 calc R . . C18 C 0.3161(4) 1.0325(3) 1.0668(2) 0.0246(7) Uani 1 1 d . . . H18A H 0.2717 0.9463 1.0110 0.037 Uiso 1 1 calc R . . H18B H 0.3784 1.1121 1.0470 0.037 Uiso 1 1 calc R . . H18C H 0.2168 1.0771 1.0998 0.037 Uiso 1 1 calc R . . C19 C 0.5173(4) 1.0884(3) 1.2180(2) 0.0274(7) Uani 1 1 d . . . H19A H 0.5956 1.0360 1.2540 0.041 Uiso 1 1 calc R . . H19B H 0.4243 1.1345 1.2559 0.041 Uiso 1 1 calc R . . H19C H 0.5858 1.1699 1.2032 0.041 Uiso 1 1 calc R . . N1 N 0.4372(3) 0.9759(3) 1.13016(15) 0.0176(5) Uani 1 1 d . . . O7 O 0.4190(2) 0.7268(2) 1.03498(12) 0.0164(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0101(3) 0.0133(3) 0.0088(2) 0.00120(19) -0.00009(18) -0.00013(19) Ni2 0.0110(3) 0.0135(3) 0.0106(2) 0.00033(19) 0.00010(18) 0.00062(19) O1 0.0167(10) 0.0184(11) 0.0136(9) -0.0020(8) -0.0025(8) 0.0013(8) O2 0.0197(11) 0.0180(10) 0.0170(10) 0.0020(8) -0.0058(8) 0.0005(8) O3 0.0172(11) 0.0252(11) 0.0130(9) 0.0047(8) -0.0026(8) -0.0086(9) O4 0.0128(9) 0.0205(10) 0.0098(9) 0.0026(8) 0.0013(7) 0.0002(8) O5 0.0247(11) 0.0116(10) 0.0163(10) 0.0015(8) -0.0043(8) 0.0036(8) O6 0.0203(11) 0.0373(12) 0.0119(10) 0.0007(9) 0.0031(8) -0.0128(9) O2W 0.0174(11) 0.0192(11) 0.0162(10) 0.0030(8) -0.0011(8) -0.0005(8) O1W 0.0113(9) 0.0145(9) 0.0094(9) 0.0016(7) 0.0004(7) 0.0005(7) C1 0.0124(14) 0.0150(14) 0.0110(13) 0.0006(11) 0.0029(11) -0.0038(11) C2 0.0098(13) 0.0167(14) 0.0127(13) 0.0018(11) 0.0021(10) -0.0022(11) C3 0.0175(14) 0.0125(14) 0.0158(14) 0.0012(11) 0.0020(11) 0.0004(11) C4 0.0134(14) 0.0192(15) 0.0142(13) 0.0061(11) -0.0021(11) -0.0015(11) C5 0.0130(14) 0.0149(14) 0.0112(13) 0.0028(11) 0.0022(10) -0.0028(11) C6 0.0151(14) 0.0135(14) 0.0147(13) 0.0038(11) 0.0038(11) 0.0001(11) C7 0.0111(13) 0.0184(14) 0.0120(13) 0.0041(11) -0.0009(10) -0.0008(11) C8 0.0157(14) 0.0144(14) 0.0124(13) 0.0033(11) 0.0001(11) 0.0032(11) C9 0.0126(14) 0.0221(15) 0.0174(14) 0.0039(12) 0.0002(11) -0.0048(12) C10 0.0167(14) 0.0217(15) 0.0118(13) 0.0029(11) 0.0040(11) 0.0005(12) C11 0.0138(14) 0.0121(13) 0.0125(13) 0.0037(10) 0.0003(10) 0.0035(11) C12 0.0135(14) 0.0128(14) 0.0148(13) 0.0031(11) -0.0021(11) -0.0018(11) C13 0.0130(14) 0.0158(14) 0.0111(13) 0.0039(11) 0.0019(10) 0.0002(11) C14 0.0132(14) 0.0130(14) 0.0130(13) 0.0035(11) -0.0003(11) 0.0036(11) C15 0.0206(16) 0.0294(17) 0.0197(15) 0.0025(13) 0.0074(12) -0.0071(13) C16 0.0238(16) 0.0188(15) 0.0208(15) 0.0078(12) -0.0005(12) 0.0022(12) C17 0.0130(14) 0.0192(15) 0.0153(14) 0.0052(12) 0.0026(11) -0.0007(11) C18 0.0277(17) 0.0206(16) 0.0289(16) 0.0114(13) 0.0052(13) 0.0062(13) C19 0.0301(18) 0.0178(16) 0.0268(16) -0.0044(13) 0.0018(13) -0.0013(13) N1 0.0192(13) 0.0156(13) 0.0170(12) 0.0029(10) 0.0028(10) 0.0014(10) O7 0.0160(10) 0.0148(10) 0.0159(10) 0.0014(8) -0.0005(8) 0.0007(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 O4 2.0444(17) 2_678 ? Ni1 O4 2.0444(17) 1_544 ? Ni1 O7 2.0920(18) . ? Ni1 O7 2.0920(18) 2_667 ? Ni1 O1W 2.1101(17) . ? Ni1 O1W 2.1101(17) 2_667 ? Ni2 O1 2.0020(17) . ? Ni2 O1 2.0020(17) 2_567 ? Ni2 O2W 2.088(2) 2_567 ? Ni2 O2W 2.088(2) . ? Ni2 O1W 2.1085(17) 2_567 ? Ni2 O1W 2.1085(17) . ? O1 C1 1.267(3) . ? O2 C1 1.254(3) . ? O3 C14 1.245(3) . ? O4 C14 1.286(3) . ? O4 Ni1 2.0444(17) 1_566 ? O5 C6 1.370(3) . ? O5 C16 1.434(3) . ? O6 C13 1.369(3) . ? O6 C15 1.433(3) . ? O2W H2WA 0.841(18) . ? O2W H2WB 0.843(17) . ? O1W H1WA 0.9900 . ? O1W H1WB 0.9900 . ? C1 C2 1.505(3) . ? C2 C3 1.386(4) . ? C2 C7 1.394(4) . ? C3 C4 1.389(4) . ? C3 H3A 0.9500 . ? C4 C5 1.389(4) . ? C4 H4A 0.9500 . ? C5 C6 1.405(4) . ? C5 C8 1.488(3) . ? C6 C7 1.388(4) . ? C7 H7A 0.9500 . ? C8 C9 1.390(4) . ? C8 C13 1.406(4) . ? C9 C10 1.388(4) . ? C9 H9A 0.9500 . ? C10 C11 1.392(4) . ? C10 H10A 0.9500 . ? C11 C12 1.400(4) . ? C11 C14 1.502(3) . ? C12 C13 1.380(4) . ? C12 H12A 0.9500 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 O7 1.257(3) . ? C17 N1 1.317(3) . ? C17 H17A 0.9500 . ? C18 N1 1.458(4) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 N1 1.462(3) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? 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 Ni1 O4 180.0 2_678 1_544 ? O4 Ni1 O7 90.49(7) 2_678 . ? O4 Ni1 O7 89.51(7) 1_544 . ? O4 Ni1 O7 89.51(7) 2_678 2_667 ? O4 Ni1 O7 90.49(7) 1_544 2_667 ? O7 Ni1 O7 180.000(1) . 2_667 ? O4 Ni1 O1W 92.06(7) 2_678 . ? O4 Ni1 O1W 87.94(7) 1_544 . ? O7 Ni1 O1W 91.05(7) . . ? O7 Ni1 O1W 88.95(7) 2_667 . ? O4 Ni1 O1W 87.94(7) 2_678 2_667 ? O4 Ni1 O1W 92.06(7) 1_544 2_667 ? O7 Ni1 O1W 88.95(7) . 2_667 ? O7 Ni1 O1W 91.05(7) 2_667 2_667 ? O1W Ni1 O1W 180.0 . 2_667 ? O1 Ni2 O1 180.000(1) . 2_567 ? O1 Ni2 O2W 88.17(8) . 2_567 ? O1 Ni2 O2W 91.83(8) 2_567 2_567 ? O1 Ni2 O2W 91.83(8) . . ? O1 Ni2 O2W 88.17(8) 2_567 . ? O2W Ni2 O2W 180.000(1) 2_567 . ? O1 Ni2 O1W 90.86(7) . 2_567 ? O1 Ni2 O1W 89.14(7) 2_567 2_567 ? O2W Ni2 O1W 89.00(7) 2_567 2_567 ? O2W Ni2 O1W 91.00(7) . 2_567 ? O1 Ni2 O1W 89.14(7) . . ? O1 Ni2 O1W 90.86(7) 2_567 . ? O2W Ni2 O1W 91.00(7) 2_567 . ? O2W Ni2 O1W 89.00(7) . . ? O1W Ni2 O1W 180.000(1) 2_567 . ? C1 O1 Ni2 128.07(17) . . ? C14 O4 Ni1 126.60(16) . 1_566 ? C6 O5 C16 117.1(2) . . ? C13 O6 C15 117.6(2) . . ? Ni2 O2W H2WA 105(2) . . ? Ni2 O2W H2WB 104(2) . . ? H2WA O2W H2WB 103(3) . . ? Ni2 O1W Ni1 129.49(9) . . ? Ni2 O1W H1WA 104.9 . . ? Ni1 O1W H1WA 104.9 . . ? Ni2 O1W H1WB 104.9 . . ? Ni1 O1W H1WB 104.9 . . ? H1WA O1W H1WB 105.8 . . ? O2 C1 O1 125.3(2) . . ? O2 C1 C2 119.1(2) . . ? O1 C1 C2 115.6(2) . . ? C3 C2 C7 119.9(2) . . ? C3 C2 C1 120.0(2) . . ? C7 C2 C1 120.1(2) . . ? C2 C3 C4 119.4(2) . . ? C2 C3 H3A 120.3 . . ? C4 C3 H3A 120.3 . . ? C5 C4 C3 121.7(2) . . ? C5 C4 H4A 119.1 . . ? C3 C4 H4A 119.1 . . ? C4 C5 C6 118.3(2) . . ? C4 C5 C8 120.0(2) . . ? C6 C5 C8 121.7(2) . . ? O5 C6 C7 124.3(2) . . ? O5 C6 C5 115.5(2) . . ? C7 C6 C5 120.2(2) . . ? C6 C7 C2 120.4(2) . . ? C6 C7 H7A 119.8 . . ? C2 C7 H7A 119.8 . . ? C9 C8 C13 118.3(2) . . ? C9 C8 C5 120.6(2) . . ? C13 C8 C5 121.1(2) . . ? C10 C9 C8 121.3(3) . . ? C10 C9 H9A 119.3 . . ? C8 C9 H9A 119.3 . . ? C9 C10 C11 119.8(2) . . ? C9 C10 H10A 120.1 . . ? C11 C10 H10A 120.1 . . ? C10 C11 C12 119.6(2) . . ? C10 C11 C14 120.7(2) . . ? C12 C11 C14 119.5(2) . . ? C13 C12 C11 120.0(2) . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? O6 C13 C12 124.4(2) . . ? O6 C13 C8 114.7(2) . . ? C12 C13 C8 120.9(2) . . ? O3 C14 O4 124.8(2) . . ? O3 C14 C11 118.7(2) . . ? O4 C14 C11 116.5(2) . . ? O6 C15 H15A 109.5 . . ? O6 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O6 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O5 C16 H16A 109.5 . . ? O5 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O5 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O7 C17 N1 124.3(2) . . ? O7 C17 H17A 117.9 . . ? N1 C17 H17A 117.9 . . ? N1 C18 H18A 109.5 . . ? N1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N1 C19 H19A 109.5 . . ? N1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 N1 C18 122.4(2) . . ? C17 N1 C19 120.0(2) . . ? C18 N1 C19 117.5(2) . . ? C17 O7 Ni1 123.47(17) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.336 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.069 _database_code_depnum_ccdc_archive 'CCDC 933527' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_xh10-Cu _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H12 Cu O7' _chemical_formula_sum 'C16 H12 Cu O7' _chemical_formula_weight 379.80 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'P 4/n b m ' _symmetry_space_group_name_Hall '-P 4a 2b ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x+1/2, y, -z' 'x, -y+1/2, -z' 'y, x, -z' '-y+1/2, -x+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' 'x-1/2, -y, z' '-x, y-1/2, z' '-y, -x, z' 'y-1/2, x-1/2, z' _cell_length_a 27.086(3) _cell_length_b 27.086(3) _cell_length_c 6.7052(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4919.2(9) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9954 _cell_measurement_theta_min 1.26 _cell_measurement_theta_max 27.34 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.026 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.911 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8389 _exptl_absorpt_correction_T_max 0.9307 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Apex2 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33412 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0155 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -32 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.50 _reflns_number_total 2359 _reflns_number_gt 2180 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1136P)^2^+7.0839P] 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 SHELXL _refine_ls_extinction_coef 0.0040(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2359 _refine_ls_number_parameters 113 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0577 _refine_ls_R_factor_gt 0.0544 _refine_ls_wR_factor_ref 0.1844 _refine_ls_wR_factor_gt 0.1820 _refine_ls_goodness_of_fit_ref 1.156 _refine_ls_restrained_S_all 1.156 _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 Cu1 Cu 0.520970(14) 0.020970(14) 0.15159(8) 0.0196(3) Uani 1 2 d S . . C1 C 0.49113(13) 0.08374(13) -0.1638(5) 0.0255(7) Uani 1 1 d . . . C2 C 0.48770(13) 0.13355(13) -0.2611(5) 0.0297(8) Uani 1 1 d . . . C3 C 0.46563(14) 0.13756(12) -0.4455(5) 0.0296(8) Uani 1 1 d . . . H3A H 0.4528 0.1098 -0.5083 0.036 Uiso 1 1 calc R . . C4 C 0.46274(15) 0.18349(13) -0.5366(5) 0.0335(8) Uani 1 1 d . . . C5 C 0.48291(16) 0.22561(13) -0.4487(6) 0.0375(9) Uani 1 1 d . . . C6 C 0.50385(19) 0.22068(14) -0.2641(7) 0.0470(11) Uani 1 1 d . . . H6A H 0.5166 0.2484 -0.2004 0.056 Uiso 1 1 calc R . . C7 C 0.50643(19) 0.17522(15) -0.1702(6) 0.0433(10) Uani 1 1 d . . . H7A H 0.5209 0.1728 -0.0448 0.052 Uiso 1 1 calc R . . C8 C 0.4124(2) 0.15184(17) -0.7968(7) 0.0533(12) Uani 1 1 d . . . H8A H 0.3985 0.1620 -0.9219 0.080 Uiso 1 1 calc R . . H8B H 0.3863 0.1431 -0.7065 0.080 Uiso 1 1 calc R . . H8C H 0.4335 0.1238 -0.8177 0.080 Uiso 1 1 calc R . . O1 O 0.51076(11) 0.08266(9) 0.0048(4) 0.0371(6) Uani 1 1 d . . . O1W O 0.55429(14) 0.05429(14) 0.4040(7) 0.0597(13) Uani 1 2 d S . . O2 O 0.47496(10) 0.04689(9) -0.2545(4) 0.0328(6) Uani 1 1 d . . . O3 O 0.44024(13) 0.19096(10) -0.7150(4) 0.0529(9) 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 Cu1 0.0191(3) 0.0191(3) 0.0207(4) 0.00615(14) 0.00615(14) 0.00169(18) C1 0.0284(17) 0.0201(17) 0.0279(18) 0.0077(13) 0.0070(13) 0.0058(13) C2 0.0395(19) 0.0220(17) 0.0276(18) 0.0086(14) 0.0078(15) 0.0042(14) C3 0.0400(19) 0.0204(16) 0.0285(19) 0.0070(14) 0.0016(15) 0.0005(14) C4 0.051(2) 0.0244(17) 0.0254(18) 0.0060(14) -0.0010(16) 0.0046(16) C5 0.063(3) 0.0220(19) 0.027(2) 0.0072(15) 0.0043(17) 0.0033(16) C6 0.083(3) 0.0233(19) 0.034(2) 0.0042(16) -0.011(2) -0.004(2) C7 0.076(3) 0.027(2) 0.0265(19) 0.0083(15) -0.0059(19) -0.004(2) C8 0.070(3) 0.044(2) 0.046(2) 0.005(2) -0.016(2) -0.004(2) O1 0.0573(17) 0.0236(13) 0.0306(14) 0.0110(11) -0.0040(13) -0.0007(11) O1W 0.069(2) 0.069(2) 0.041(2) -0.0208(18) -0.0208(18) 0.021(2) O2 0.0466(15) 0.0199(12) 0.0320(15) 0.0095(11) -0.0016(11) 0.0013(10) O3 0.091(2) 0.0305(14) 0.0373(15) 0.0133(12) -0.0214(16) -0.0054(15) _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 Cu1 O1 1.959(2) 16_655 ? Cu1 O1 1.959(2) . ? Cu1 O2 1.966(2) 9_655 ? Cu1 O2 1.966(2) 8 ? Cu1 O1W 2.120(4) . ? Cu1 Cu1 2.5910(11) 9_655 ? C1 O2 1.248(5) . ? C1 O1 1.250(4) . ? C1 C2 1.502(4) . ? C2 C3 1.378(5) . ? C2 C7 1.379(5) . ? C3 C4 1.388(5) . ? C3 H3A 0.9300 . ? C4 O3 1.357(5) . ? C4 C5 1.396(5) . ? C5 C6 1.368(6) . ? C5 C5 1.489(7) 6_554 ? C6 C7 1.385(5) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 O3 1.411(5) . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? O2 Cu1 1.966(2) 9_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 89.33(17) 16_655 . ? O1 Cu1 O2 89.80(12) 16_655 9_655 ? O1 Cu1 O2 168.98(11) . 9_655 ? O1 Cu1 O2 168.98(11) 16_655 8 ? O1 Cu1 O2 89.80(12) . 8 ? O2 Cu1 O2 88.95(15) 9_655 8 ? O1 Cu1 O1W 95.63(14) 16_655 . ? O1 Cu1 O1W 95.63(14) . . ? O2 Cu1 O1W 95.39(14) 9_655 . ? O2 Cu1 O1W 95.39(14) 8 . ? O1 Cu1 Cu1 85.29(8) 16_655 9_655 ? O1 Cu1 Cu1 85.29(8) . 9_655 ? O2 Cu1 Cu1 83.69(8) 9_655 9_655 ? O2 Cu1 Cu1 83.69(8) 8 9_655 ? O1W Cu1 Cu1 178.70(16) . 9_655 ? O2 C1 O1 124.9(3) . . ? O2 C1 C2 119.0(3) . . ? O1 C1 C2 116.1(3) . . ? C3 C2 C7 119.5(3) . . ? C3 C2 C1 119.2(3) . . ? C7 C2 C1 121.3(3) . . ? C2 C3 C4 119.3(3) . . ? C2 C3 H3A 120.3 . . ? C4 C3 H3A 120.3 . . ? O3 C4 C3 123.1(3) . . ? O3 C4 C5 115.2(3) . . ? C3 C4 C5 121.6(3) . . ? C6 C5 C4 117.7(3) . . ? C6 C5 C5 120.3(4) . 6_554 ? C4 C5 C5 122.0(4) . 6_554 ? C5 C6 C7 121.3(4) . . ? C5 C6 H6A 119.4 . . ? C7 C6 H6A 119.4 . . ? C2 C7 C6 120.5(4) . . ? C2 C7 H7A 119.7 . . ? C6 C7 H7A 119.7 . . ? O3 C8 H8A 109.5 . . ? O3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C1 O1 Cu1 122.3(2) . . ? C1 O2 Cu1 123.8(2) . 9_655 ? C4 O3 C8 118.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 1.7(5) . . . . ? O1 C1 C2 C3 -178.8(3) . . . . ? O2 C1 C2 C7 -177.9(4) . . . . ? O1 C1 C2 C7 1.6(5) . . . . ? C7 C2 C3 C4 0.1(6) . . . . ? C1 C2 C3 C4 -179.5(3) . . . . ? C2 C3 C4 O3 -177.8(4) . . . . ? C2 C3 C4 C5 1.9(6) . . . . ? O3 C4 C5 C6 176.8(4) . . . . ? C3 C4 C5 C6 -2.9(6) . . . . ? O3 C4 C5 C5 -4.4(5) . . . 6_554 ? C3 C4 C5 C5 175.9(3) . . . 6_554 ? C4 C5 C6 C7 2.1(7) . . . . ? C5 C5 C6 C7 -176.8(4) 6_554 . . . ? C3 C2 C7 C6 -1.0(7) . . . . ? C1 C2 C7 C6 178.6(4) . . . . ? C5 C6 C7 C2 -0.2(8) . . . . ? O2 C1 O1 Cu1 1.9(5) . . . . ? C2 C1 O1 Cu1 -177.6(2) . . . . ? O1 Cu1 O1 C1 84.4(3) 16_655 . . . ? O2 Cu1 O1 C1 -1.1(8) 9_655 . . . ? O2 Cu1 O1 C1 -84.6(3) 8 . . . ? O1W Cu1 O1 C1 -180.0(3) . . . . ? Cu1 Cu1 O1 C1 -0.9(3) 9_655 . . . ? O1 C1 O2 Cu1 -1.8(5) . . . 9_655 ? C2 C1 O2 Cu1 177.6(2) . . . 9_655 ? C3 C4 O3 C8 9.6(6) . . . . ? C5 C4 O3 C8 -170.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.884 _refine_diff_density_min -0.391 _refine_diff_density_rms 0.139 _database_code_depnum_ccdc_archive 'CCDC 933528' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_bww-8-Cd _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C64 H46 Cd3 Na O24), C32 H24 Cd O12, 4(C2 H8 N)' _chemical_formula_sum 'C168 H148 Cd7 N4 Na2 O60' _chemical_formula_weight 4015.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I-42d _symmetry_space_group_name_Hall 'I -4 2bw ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y, -z+3/4' 'x+1/2, -y, -z+3/4' '-y+1/2, -x, z+3/4' 'y+1/2, x, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' '-x+1, y+1/2, -z+5/4' 'x+1, -y+1/2, -z+5/4' '-y+1, -x+1/2, z+5/4' 'y+1, x+1/2, z+5/4' _cell_length_a 21.769(2) _cell_length_b 21.769(2) _cell_length_c 44.426(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 21053(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9149 _cell_measurement_theta_min 1.60 _cell_measurement_theta_max 27.07 _exptl_crystal_description Block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 8088 _exptl_absorpt_coefficient_mu 0.770 _exptl_absorpt_correction_type 'multi-scan ' _exptl_absorpt_correction_T_min 0.8998 _exptl_absorpt_correction_T_max 0.9065 _exptl_absorpt_process_details 'SADABS; (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 72886 _diffrn_reflns_av_R_equivalents 0.0506 _diffrn_reflns_av_sigmaI/netI 0.0314 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -52 _diffrn_reflns_limit_l_max 51 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.00 _reflns_number_total 9278 _reflns_number_gt 7940 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1179P)^2^+14.8717P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.05(5) _refine_ls_number_reflns 9278 _refine_ls_number_parameters 603 _refine_ls_number_restraints 447 _refine_ls_R_factor_all 0.0635 _refine_ls_R_factor_gt 0.0565 _refine_ls_wR_factor_ref 0.1703 _refine_ls_wR_factor_gt 0.1642 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.164 _refine_ls_shift/su_max 0.010 _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 -0.119549(14) -0.381783(14) -0.923975(6) 0.04017(7) Uani 1 1 d . . . Cd2 Cd -0.12199(2) -0.2500 -0.8750 0.03961(10) Uani 1 2 d S . . Cd3 Cd 0.0000 0.0000 -0.5000 0.0877(3) Uani 1 4 d S . . Na1 Na 0.0000 -0.5000 -0.92323(9) 0.1021(12) Uani 1 2 d SU . . O1 O -0.0747(2) -0.45961(19) -0.95409(9) 0.0779(12) Uani 1 1 d . . . O2 O -0.1657(2) -0.4258(2) -0.96814(10) 0.0817(13) Uani 1 1 d . . . O3 O -0.07913(19) -0.7956(2) -1.14698(11) 0.0866(14) Uani 1 1 d . A . O4 O -0.17840(18) -0.80718(17) -1.14076(8) 0.0595(10) Uani 1 1 d . A . O5 O -0.0510(3) -0.6560(3) -1.01662(15) 0.1411(19) Uani 1 1 d DU . . O6 O -0.2266(3) -0.6654(2) -1.05289(12) 0.1091(15) Uani 1 1 d DU . . O7 O -0.0442(2) -0.4248(2) -0.89132(11) 0.0955(14) Uani 1 1 d U . . O8 O -0.05518(17) -0.32755(18) -0.88802(8) 0.0656(11) Uani 1 1 d . . . O9 O 0.29894(18) -0.3893(2) -0.70124(8) 0.0782(13) Uani 1 1 d . C . O10 O 0.21657(16) -0.3752(2) -0.67199(7) 0.0662(10) Uani 1 1 d . C . O11 O 0.1378(4) -0.4625(3) -0.81632(19) 0.170(2) Uani 1 1 d DU . . O12A O 0.0533(7) -0.3711(8) -0.7445(3) 0.170(3) Uani 0.50 1 d PDU . . O12 O 0.2203(5) -0.3860(7) -0.8056(2) 0.127(3) Uani 0.50 1 d PDU . . O13 O 0.0314(3) -0.0867(3) -0.47462(13) 0.130(2) Uani 1 1 d . . . O14 O -0.0538(3) -0.0538(3) -0.45780(18) 0.137(3) Uani 1 1 d . . . O15 O 0.0833(3) -0.2641(3) -0.40571(16) 0.143(3) Uani 1 1 d . . . C1 C -0.1174(3) -0.4621(2) -0.97032(12) 0.0665(15) Uani 1 1 d . . . C2 C -0.1191(3) -0.5071(3) -0.99653(14) 0.0845(15) Uani 1 1 d U . . C3 C -0.1654(3) -0.5074(3) -1.01766(14) 0.0777(15) Uani 1 1 d U . . H3A H -0.1964 -0.4781 -1.0166 0.093 Uiso 1 1 calc R . . C4 C -0.1663(3) -0.5503(3) -1.04013(16) 0.0902(17) Uani 1 1 d U . . H4A H -0.1980 -0.5489 -1.0542 0.108 Uiso 1 1 calc R . . C5 C -0.1225(3) -0.5951(3) -1.04285(15) 0.0903(16) Uani 1 1 d U A . C6 C -0.0843(4) -0.6003(4) -1.01646(19) 0.1074(18) Uani 1 1 d U . . C7 C -0.0796(4) -0.5566(4) -0.99653(17) 0.0988(18) Uani 1 1 d U . . H7A H -0.0490 -0.5589 -0.9820 0.119 Uiso 1 1 calc R . . C8 C -0.1270(3) -0.6416(3) -1.06691(14) 0.0797(15) Uani 1 1 d U . . C9 C -0.0774(3) -0.6527(3) -1.08388(16) 0.0956(18) Uani 1 1 d U A . H9A H -0.0422 -0.6295 -1.0805 0.115 Uiso 1 1 calc RD . . C10 C -0.0758(3) -0.6986(3) -1.10706(18) 0.0891(18) Uani 1 1 d U . . H10A H -0.0405 -0.7045 -1.1185 0.107 Uiso 1 1 calc R A . C11 C -0.1274(3) -0.7338(2) -1.11205(13) 0.0633(13) Uani 1 1 d U A . C12 C -0.1790(3) -0.7204(3) -1.09417(12) 0.0640(14) Uani 1 1 d U . . H12A H -0.2156 -0.7409 -1.0980 0.077 Uiso 1 1 calc R A . C13 C -0.1770(3) -0.6771(3) -1.07081(14) 0.0712(14) Uani 1 1 d U A . C14 C -0.1286(3) -0.7838(3) -1.13410(11) 0.0630(15) Uani 1 1 d . . . C15 C -0.0082(6) -0.6691(7) -0.9878(3) 0.187(4) Uani 1 1 d DU . . H15A H 0.0131 -0.7074 -0.9905 0.281 Uiso 1 1 calc R . . H15B H -0.0333 -0.6714 -0.9700 0.281 Uiso 1 1 calc R . . H15C H 0.0211 -0.6365 -0.9856 0.281 Uiso 1 1 calc R . . C16 C -0.2597(12) -0.6763(13) -1.0203(4) 0.182(6) Uani 0.50 1 d PDU A 2 H16A H -0.2584 -0.6389 -1.0089 0.273 Uiso 0.50 1 calc PR A 2 H16B H -0.2385 -0.7081 -1.0096 0.273 Uiso 0.50 1 calc PR A 2 H16C H -0.3017 -0.6882 -1.0234 0.273 Uiso 0.50 1 calc PR A 2 C16A C -0.2819(5) -0.6994(6) -1.0578(3) 0.080(3) Uani 0.50 1 d PDU A 1 H16D H -0.2914 -0.6996 -1.0789 0.119 Uiso 0.50 1 calc PR A 1 H16E H -0.3150 -0.6806 -1.0469 0.119 Uiso 0.50 1 calc PR A 1 H16F H -0.2764 -0.7409 -1.0509 0.119 Uiso 0.50 1 calc PR A 1 C17 C -0.0295(2) -0.3737(3) -0.87922(12) 0.0719(15) Uani 1 1 d . . . C18 C 0.0134(3) -0.3720(3) -0.85357(13) 0.0901(16) Uani 1 1 d U B . C19 C 0.0498(4) -0.4238(4) -0.84663(19) 0.113(2) Uani 1 1 d U . . H19A H 0.0456 -0.4605 -0.8572 0.135 Uiso 1 1 calc R B . C20 C 0.0929(5) -0.4176(4) -0.8229(2) 0.131(2) Uani 1 1 d DU B . C21 C 0.0908(4) -0.3715(4) -0.80279(16) 0.1043(18) Uani 1 1 d U . . C22 C 0.0638(3) -0.3186(4) -0.81313(15) 0.0910(17) Uani 1 1 d U B . H22A H 0.0734 -0.2814 -0.8040 0.109 Uiso 1 1 calc R . . C23 C 0.0217(3) -0.3196(3) -0.83723(14) 0.0834(16) Uani 1 1 d U . . H23A H -0.0004 -0.2844 -0.8420 0.100 Uiso 1 1 calc R B . C24 C 0.1324(4) -0.3721(5) -0.77603(19) 0.111(2) Uani 1 1 d U B . C25 C 0.1075(5) -0.3641(6) -0.7473(2) 0.130(2) Uani 1 1 d U B . C26 C 0.1414(4) -0.3613(5) -0.7222(2) 0.111(2) Uani 1 1 d U . . H26 H 0.1239 -0.3494 -0.7040 0.133 Uiso 1 1 calc R D . C27 C 0.2038(3) -0.3767(4) -0.72396(14) 0.0930(18) Uani 1 1 d U C . C28 C 0.2305(4) -0.3790(4) -0.75270(18) 0.1083(19) Uani 1 1 d U . . H28 H 0.2730 -0.3783 -0.7547 0.130 Uiso 1 1 calc R C . C29 C 0.1942(4) -0.3823(5) -0.77761(18) 0.1252(19) Uani 1 1 d DU B . C30 C 0.2436(3) -0.3817(2) -0.69657(10) 0.0576(13) Uani 1 1 d . . . C31 C 0.1704(12) -0.4846(12) -0.8451(4) 0.173(5) Uani 0.50 1 d PDU B 2 H31A H 0.1973 -0.5182 -0.8403 0.260 Uiso 0.50 1 calc PR B 2 H31B H 0.1940 -0.4515 -0.8535 0.260 Uiso 0.50 1 calc PR B 2 H31C H 0.1403 -0.4979 -0.8595 0.260 Uiso 0.50 1 calc PR B 2 C31A C 0.1306(13) -0.5179(8) -0.8352(5) 0.167(5) Uani 0.50 1 d PDU B 1 H31D H 0.1059 -0.5475 -0.8247 0.250 Uiso 0.50 1 calc PR B 1 H31E H 0.1703 -0.5352 -0.8393 0.250 Uiso 0.50 1 calc PR B 1 H31F H 0.1110 -0.5070 -0.8538 0.250 Uiso 0.50 1 calc PR B 1 C32 C 0.2948(8) -0.3974(10) -0.8097(4) 0.144(6) Uani 0.50 1 d PDU C 1 H32A H 0.3039 -0.4035 -0.8306 0.217 Uiso 0.50 1 calc PR C 1 H32B H 0.3069 -0.4330 -0.7985 0.217 Uiso 0.50 1 calc PR C 1 H32C H 0.3168 -0.3621 -0.8025 0.217 Uiso 0.50 1 calc PR C 1 C32A C 0.0160(10) -0.3488(13) -0.7207(4) 0.185(5) Uani 0.50 1 d PDU D 2 H32D H -0.0185 -0.3271 -0.7289 0.277 Uiso 0.50 1 calc PR D 2 H32E H 0.0396 -0.3216 -0.7083 0.277 Uiso 0.50 1 calc PR D 2 H32F H 0.0016 -0.3827 -0.7089 0.277 Uiso 0.50 1 calc PR D 2 C33 C -0.0109(5) -0.0913(4) -0.45739(19) 0.114(3) Uani 1 1 d . . . C34 C -0.0149(4) -0.1370(4) -0.43146(18) 0.106(3) Uani 1 1 d . . . C35 C 0.0326(5) -0.1770(4) -0.43089(19) 0.124(3) Uani 1 1 d . . . H35A H 0.0626 -0.1736 -0.4457 0.149 Uiso 1 1 calc R . . C36 C 0.0389(5) -0.2241(4) -0.40873(17) 0.105(3) Uani 1 1 d . . . C37 C -0.0106(4) -0.2246(3) -0.38707(14) 0.101(3) Uani 1 1 d D . . C38 C -0.0567(4) -0.1840(4) -0.3899(2) 0.111(3) Uani 1 1 d . . . H38A H -0.0891 -0.1856 -0.3763 0.134 Uiso 1 1 calc R . . C39 C -0.0579(4) -0.1418(4) -0.41152(16) 0.098(3) Uani 1 1 d . . . H39A H -0.0908 -0.1147 -0.4123 0.117 Uiso 1 1 calc R . . C40 C 0.1421(6) -0.2569(7) -0.4210(3) 0.191(5) Uani 1 1 d U . . H40A H 0.1673 -0.2923 -0.4172 0.286 Uiso 1 1 calc R . . H40B H 0.1625 -0.2208 -0.4135 0.286 Uiso 1 1 calc R . . H40C H 0.1354 -0.2528 -0.4423 0.286 Uiso 1 1 calc R . . C41 C -0.2994(7) -0.4652(7) -0.9647(5) 0.193(6) Uani 0.75 1 d PDU . . H41A H -0.3228 -0.4282 -0.9621 0.290 Uiso 0.75 1 calc PR . . H41B H -0.2799 -0.4647 -0.9840 0.290 Uiso 0.75 1 calc PR . . H41C H -0.2687 -0.4678 -0.9492 0.290 Uiso 0.75 1 calc PR . . C42 C -0.3217(11) -0.5809(7) -0.9785(5) 0.244(8) Uani 0.75 1 d PDU . . H42A H -0.3532 -0.5935 -0.9923 0.365 Uiso 0.75 1 calc PR . . H42B H -0.3155 -0.6124 -0.9637 0.365 Uiso 0.75 1 calc PR . . H42C H -0.2841 -0.5741 -0.9893 0.365 Uiso 0.75 1 calc PR . . C43 C 0.0724(7) -0.5794(14) -1.1199(10) 0.130(7) Uani 0.25 1 d PDU . . H43A H 0.0837 -0.5861 -1.1405 0.195 Uiso 0.25 1 calc PR . . H43B H 0.0748 -0.6174 -1.1090 0.195 Uiso 0.25 1 calc PR . . H43C H 0.0999 -0.5501 -1.1110 0.195 Uiso 0.25 1 calc PR . . C44 C 0.0000 -0.5000 -1.1378(5) 0.159(4) Uani 0.50 2 d SPDU . . N1 N -0.3416(7) -0.5201(6) -0.9626(4) 0.201(5) Uani 0.75 1 d PDU . . H1A H -0.3783 -0.5090 -0.9702 0.241 Uiso 0.75 1 calc PR . . H1B H -0.3473 -0.5286 -0.9430 0.241 Uiso 0.75 1 calc PR . . N2 N 0.0080(8) -0.5553(7) -1.1185(5) 0.156(5) Uani 0.25 1 d PDU . . H2A H -0.0182 -0.5848 -1.1246 0.187 Uiso 0.25 1 calc PR . . H2B H -0.0013 -0.5456 -1.0993 0.187 Uiso 0.25 1 calc PRD . . 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 0.04725(15) 0.04611(15) 0.02714(13) -0.00412(12) 0.00047(12) 0.00433(15) Cd2 0.0498(2) 0.04022(19) 0.02885(18) 0.00112(17) 0.000 0.000 Cd3 0.1005(5) 0.1005(5) 0.0620(5) 0.000 0.000 0.000 Na1 0.119(2) 0.115(2) 0.072(2) 0.000 0.000 0.0634(19) O1 0.106(3) 0.072(2) 0.056(2) -0.0325(18) -0.019(2) 0.006(2) O2 0.078(2) 0.093(3) 0.074(3) -0.038(2) -0.005(2) 0.004(2) O3 0.069(2) 0.104(3) 0.086(3) -0.046(2) 0.009(2) -0.011(2) O4 0.079(2) 0.0598(19) 0.0396(17) -0.0156(16) 0.0116(16) -0.0203(18) O5 0.155(4) 0.133(3) 0.136(3) -0.046(3) -0.056(3) 0.037(3) O6 0.125(3) 0.103(3) 0.100(3) -0.049(2) 0.013(3) -0.004(3) O7 0.117(3) 0.092(3) 0.077(3) -0.011(2) -0.050(2) 0.032(2) O8 0.068(2) 0.086(2) 0.0424(18) -0.0050(17) -0.0194(16) 0.0362(19) O9 0.065(2) 0.129(3) 0.0413(19) -0.016(2) -0.0100(16) 0.022(2) O10 0.0628(19) 0.100(3) 0.0355(16) 0.0094(19) -0.0135(15) 0.008(2) O11 0.175(4) 0.167(4) 0.170(4) 0.000(4) -0.020(4) 0.056(3) O12A 0.157(5) 0.194(5) 0.158(5) -0.001(5) -0.013(5) 0.006(5) O12 0.139(5) 0.151(5) 0.092(4) -0.007(4) -0.006(4) 0.029(4) O13 0.144(5) 0.151(5) 0.096(4) 0.044(4) 0.023(4) 0.018(4) O14 0.144(5) 0.134(5) 0.133(6) 0.026(4) -0.005(4) 0.015(5) O15 0.166(5) 0.121(5) 0.141(5) 0.028(4) 0.040(4) 0.041(4) C1 0.084(3) 0.064(3) 0.051(3) -0.031(2) -0.006(3) -0.022(3) C2 0.089(3) 0.082(3) 0.082(3) -0.051(2) -0.025(3) 0.019(3) C3 0.077(3) 0.077(3) 0.079(3) -0.044(3) -0.016(3) 0.012(3) C4 0.091(3) 0.090(3) 0.089(3) -0.038(3) -0.043(3) 0.018(3) C5 0.090(3) 0.088(3) 0.093(3) -0.051(3) -0.049(3) 0.014(3) C6 0.115(3) 0.102(3) 0.105(3) -0.035(3) -0.043(3) 0.027(3) C7 0.103(3) 0.105(3) 0.089(3) -0.044(3) -0.035(3) 0.023(3) C8 0.085(3) 0.086(3) 0.069(3) -0.050(2) -0.019(3) 0.010(3) C9 0.093(3) 0.093(3) 0.100(4) -0.049(3) -0.018(3) -0.015(3) C10 0.086(3) 0.089(3) 0.093(3) -0.035(3) -0.003(3) -0.016(3) C11 0.062(2) 0.054(2) 0.074(3) 0.012(2) -0.013(2) -0.016(2) C12 0.077(3) 0.059(2) 0.057(3) -0.025(2) 0.004(2) -0.009(2) C13 0.095(3) 0.060(2) 0.058(3) -0.031(2) 0.003(2) -0.004(2) C14 0.082(4) 0.068(3) 0.039(2) -0.005(2) -0.002(3) -0.003(3) C15 0.195(7) 0.183(6) 0.182(7) -0.017(6) -0.027(6) 0.020(6) C16 0.183(10) 0.182(10) 0.181(10) -0.015(9) -0.011(9) 0.001(9) C16A 0.086(5) 0.075(5) 0.078(5) -0.028(4) 0.032(5) 0.000(5) C17 0.085(3) 0.074(3) 0.057(3) -0.022(3) -0.047(2) 0.033(3) C18 0.108(3) 0.099(3) 0.063(3) -0.011(3) -0.051(2) 0.041(3) C19 0.131(4) 0.112(4) 0.095(3) -0.005(3) -0.048(3) 0.038(3) C20 0.147(3) 0.129(3) 0.118(3) -0.002(3) -0.041(3) 0.043(3) C21 0.119(3) 0.115(4) 0.078(3) -0.016(3) -0.045(3) 0.032(3) C22 0.097(3) 0.109(3) 0.067(3) -0.019(3) -0.035(3) 0.022(3) C23 0.087(3) 0.099(3) 0.064(3) -0.015(3) -0.037(2) 0.029(3) C24 0.103(3) 0.141(4) 0.087(3) -0.007(3) -0.031(3) 0.030(3) C25 0.108(3) 0.170(4) 0.112(3) 0.005(3) -0.028(3) 0.016(3) C26 0.093(3) 0.154(4) 0.086(3) -0.005(3) -0.021(3) 0.021(3) C27 0.085(3) 0.142(4) 0.052(3) -0.010(3) -0.025(3) 0.024(3) C28 0.101(3) 0.144(4) 0.080(3) -0.011(3) -0.017(3) 0.020(3) C29 0.127(3) 0.157(4) 0.092(3) -0.011(3) -0.014(3) 0.032(3) C30 0.079(3) 0.062(3) 0.032(2) -0.011(2) -0.012(2) 0.000(3) C31 0.175(9) 0.157(8) 0.187(9) -0.004(8) 0.005(8) 0.026(8) C31A 0.182(10) 0.134(9) 0.184(10) 0.000(9) -0.015(10) 0.038(9) C32 0.191(12) 0.152(11) 0.090(9) 0.002(9) 0.015(10) 0.053(11) C32A 0.180(8) 0.198(8) 0.176(8) 0.000(6) -0.012(6) 0.000(6) C33 0.170(8) 0.091(5) 0.080(5) 0.020(4) -0.012(6) 0.001(6) C34 0.125(6) 0.111(6) 0.081(5) 0.011(4) -0.028(4) 0.021(5) C35 0.162(7) 0.129(6) 0.081(5) 0.038(5) 0.021(5) -0.047(6) C36 0.141(7) 0.104(5) 0.069(4) 0.027(4) 0.001(5) -0.003(5) C37 0.111(5) 0.117(6) 0.075(4) 0.031(4) -0.001(4) -0.004(5) C38 0.097(5) 0.148(7) 0.090(5) 0.041(5) 0.001(4) -0.002(5) C39 0.092(5) 0.126(6) 0.076(4) 0.033(4) 0.021(4) 0.002(4) C40 0.189(10) 0.201(10) 0.183(10) 0.038(9) 0.041(8) 0.016(9) C41 0.182(11) 0.172(10) 0.225(12) -0.025(9) 0.014(10) -0.003(9) C42 0.256(12) 0.234(12) 0.240(13) 0.000(11) -0.011(11) -0.011(11) C43 0.118(10) 0.124(11) 0.148(11) 0.021(10) 0.018(10) -0.039(9) C44 0.143(7) 0.159(7) 0.174(7) 0.000 0.000 -0.020(7) N1 0.193(9) 0.202(9) 0.208(9) -0.051(8) -0.011(8) -0.011(8) N2 0.142(8) 0.153(8) 0.173(8) 0.002(7) 0.003(7) -0.023(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O9 2.181(4) 7_454 ? Cd1 O3 2.361(4) 15_344 ? Cd1 O1 2.370(4) . ? Cd1 O7 2.382(4) . ? Cd1 O2 2.404(4) . ? Cd1 O8 2.431(4) . ? Cd1 O4 2.537(4) 15_344 ? Cd1 C1 2.702(5) . ? Cd1 Na1 3.6602(5) . ? Cd2 O10 2.211(3) 7_454 ? Cd2 O10 2.211(3) 12_443 ? Cd2 O8 2.302(4) 14_442 ? Cd2 O8 2.302(4) . ? Cd2 O4 2.302(4) 15_344 ? Cd2 O4 2.302(4) 4_453 ? Cd3 O13 2.302(6) 3_554 ? Cd3 O13 2.302(6) 4_554 ? Cd3 O13 2.302(6) 2 ? Cd3 O13 2.302(6) . ? Cd3 O14 2.501(7) 3_554 ? Cd3 O14 2.501(7) 4_554 ? Cd3 O14 2.501(7) . ? Cd3 O14 2.501(7) 2 ? Na1 O1 2.301(5) . ? Na1 O1 2.301(5) 2_545 ? Na1 O7 2.369(5) . ? Na1 O7 2.369(5) 2_545 ? Na1 Cd1 3.6602(5) 2_545 ? O1 C1 1.179(7) . ? O2 C1 1.319(7) . ? O3 C14 1.246(7) . ? O3 Cd1 2.361(4) 7_444 ? O4 C14 1.234(7) . ? O4 Cd2 2.302(4) 3_543 ? O4 Cd1 2.537(4) 7_444 ? O5 C6 1.413(10) . ? O5 C15 1.610(12) . ? O6 C13 1.365(8) . ? O6 C16A 1.430(12) . ? O6 C16 1.633(19) . ? O7 C17 1.277(7) . ? O8 C17 1.213(6) . ? O9 C30 1.234(7) . ? O9 Cd1 2.181(4) 15_444 ? O10 C30 1.248(6) . ? O10 Cd2 2.211(3) 11_543 ? O11 C31A 1.476(19) . ? O11 C20 1.413(10) . ? O11 C31 1.541(19) . ? O12A C25 1.196(17) . ? O12A C32A 1.418(17) . ? O12 C29 1.369(11) . ? O12 C32 1.649(18) . ? O13 C33 1.201(12) . ? O14 C33 1.242(12) . ? O15 C36 1.307(11) . ? O15 C40 1.459(14) . ? C1 C2 1.521(7) . ? C2 C3 1.377(9) . ? C2 C7 1.380(10) . ? C3 C4 1.366(9) . ? C3 H3A 0.9300 . ? C4 C5 1.371(10) . ? C4 H4A 0.9300 . ? C5 C6 1.441(10) . ? C5 C8 1.476(8) . ? C6 C7 1.303(11) . ? C7 H7A 0.9300 . ? C8 C9 1.338(10) . ? C8 C13 1.347(9) . ? C9 C10 1.434(10) . ? C9 H9A 0.9300 . ? C10 C11 1.379(9) . ? C10 H10A 0.9300 . ? C11 C12 1.405(8) . ? C11 C14 1.465(8) . ? C12 C13 1.402(8) . ? C12 H12A 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C16A H16D 0.9600 . ? C16A H16E 0.9600 . ? C16A H16F 0.9600 . ? C17 C18 1.474(7) . ? C18 C23 1.365(10) . ? C18 C19 1.412(11) . ? C19 C20 1.417(13) . ? C19 H19A 0.9300 . ? C20 C21 1.346(13) . ? C21 C22 1.371(11) . ? C21 C24 1.496(11) . ? C22 C23 1.409(9) . ? C22 H22A 0.9300 . ? C23 H23A 0.9300 . ? C24 C29 1.365(12) . ? C24 C25 1.397(13) . ? C25 C26 1.340(13) . ? C26 C27 1.403(10) . ? C26 H26 0.9300 . ? C27 C28 1.403(10) . ? C27 C30 1.497(8) . ? C28 C29 1.362(11) . ? C28 H28 0.9300 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C31A H31D 0.9600 . ? C31A H31E 0.9600 . ? C31A H31F 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C32A H32D 0.9600 . ? C32A H32E 0.9600 . ? C32A H32F 0.9600 . ? C33 C34 1.524(12) . ? C34 C39 1.293(11) . ? C34 C35 1.351(13) . ? C35 C36 1.430(11) . ? C35 H35A 0.9300 . ? C36 C37 1.445(12) . ? C37 C38 1.344(12) . ? C37 C37 1.539(12) 14_443 ? C38 C39 1.329(11) . ? C38 H38A 0.9300 . ? C39 H39A 0.9300 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 N1 1.511(15) . ? C41 H41A 0.9600 . ? C41 H41B 0.9600 . ? C41 H41C 0.9600 . ? C42 N1 1.562(16) . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? C43 N2 1.498(18) . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C44 N2 1.488(16) . ? C44 N2 1.488(16) 2_545 ? N1 H1A 0.9000 . ? N1 H1B 0.9000 . ? N2 H2A 0.9000 . ? N2 H2B 0.9000 . ? 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 O9 Cd1 O3 130.49(17) 7_454 15_344 ? O9 Cd1 O1 103.96(15) 7_454 . ? O3 Cd1 O1 110.60(15) 15_344 . ? O9 Cd1 O7 127.04(19) 7_454 . ? O3 Cd1 O7 95.04(18) 15_344 . ? O1 Cd1 O7 77.20(16) . . ? O9 Cd1 O2 85.03(15) 7_454 . ? O3 Cd1 O2 86.80(16) 15_344 . ? O1 Cd1 O2 55.00(15) . . ? O7 Cd1 O2 128.91(16) . . ? O9 Cd1 O8 84.97(15) 7_454 . ? O3 Cd1 O8 106.99(15) 15_344 . ? O1 Cd1 O8 118.71(14) . . ? O7 Cd1 O8 52.68(15) . . ? O2 Cd1 O8 166.16(14) . . ? O9 Cd1 O4 87.23(14) 7_454 15_344 ? O3 Cd1 O4 53.05(13) 15_344 15_344 ? O1 Cd1 O4 163.09(14) . 15_344 ? O7 Cd1 O4 106.38(15) . 15_344 ? O2 Cd1 O4 114.71(13) . 15_344 ? O8 Cd1 O4 74.30(12) . 15_344 ? O9 Cd1 C1 96.35(15) 7_454 . ? O3 Cd1 C1 99.63(17) 15_344 . ? O1 Cd1 C1 25.82(17) . . ? O7 Cd1 C1 101.40(17) . . ? O2 Cd1 C1 29.19(17) . . ? O8 Cd1 C1 143.63(16) . . ? O4 Cd1 C1 142.02(16) 15_344 . ? O9 Cd1 Na1 121.57(13) 7_454 . ? O3 Cd1 Na1 107.36(11) 15_344 . ? O1 Cd1 Na1 37.73(12) . . ? O7 Cd1 Na1 39.49(13) . . ? O2 Cd1 Na1 91.38(12) . . ? O8 Cd1 Na1 85.73(9) . . ? O4 Cd1 Na1 143.59(11) 15_344 . ? C1 Cd1 Na1 62.58(14) . . ? O10 Cd2 O10 176.8(2) 7_454 12_443 ? O10 Cd2 O8 90.76(14) 7_454 14_442 ? O10 Cd2 O8 91.25(14) 12_443 14_442 ? O10 Cd2 O8 91.25(14) 7_454 . ? O10 Cd2 O8 90.76(14) 12_443 . ? O8 Cd2 O8 101.6(2) 14_442 . ? O10 Cd2 O4 85.24(14) 7_454 15_344 ? O10 Cd2 O4 92.62(14) 12_443 15_344 ? O8 Cd2 O4 175.06(14) 14_442 15_344 ? O8 Cd2 O4 81.38(13) . 15_344 ? O10 Cd2 O4 92.62(14) 7_454 4_453 ? O10 Cd2 O4 85.24(14) 12_443 4_453 ? O8 Cd2 O4 81.38(13) 14_442 4_453 ? O8 Cd2 O4 175.06(14) . 4_453 ? O4 Cd2 O4 95.88(19) 15_344 4_453 ? O13 Cd3 O13 121.3(3) 3_554 4_554 ? O13 Cd3 O13 103.88(14) 3_554 2 ? O13 Cd3 O13 103.88(14) 4_554 2 ? O13 Cd3 O13 103.88(14) 3_554 . ? O13 Cd3 O13 103.88(14) 4_554 . ? O13 Cd3 O13 121.3(3) 2 . ? O13 Cd3 O14 52.3(2) 3_554 3_554 ? O13 Cd3 O14 83.0(2) 4_554 3_554 ? O13 Cd3 O14 81.1(2) 2 3_554 ? O13 Cd3 O14 152.9(2) . 3_554 ? O13 Cd3 O14 83.0(2) 3_554 4_554 ? O13 Cd3 O14 52.3(2) 4_554 4_554 ? O13 Cd3 O14 152.9(2) 2 4_554 ? O13 Cd3 O14 81.1(2) . 4_554 ? O14 Cd3 O14 82.9(4) 3_554 4_554 ? O13 Cd3 O14 81.1(2) 3_554 . ? O13 Cd3 O14 152.9(2) 4_554 . ? O13 Cd3 O14 83.0(2) 2 . ? O13 Cd3 O14 52.3(2) . . ? O14 Cd3 O14 124.2(2) 3_554 . ? O14 Cd3 O14 124.2(2) 4_554 . ? O13 Cd3 O14 152.9(2) 3_554 2 ? O13 Cd3 O14 81.1(2) 4_554 2 ? O13 Cd3 O14 52.3(2) 2 2 ? O13 Cd3 O14 83.0(2) . 2 ? O14 Cd3 O14 124.2(2) 3_554 2 ? O14 Cd3 O14 124.2(2) 4_554 2 ? O14 Cd3 O14 82.9(4) . 2 ? O1 Na1 O1 106.9(3) . 2_545 ? O1 Na1 O7 78.81(14) . . ? O1 Na1 O7 155.13(17) 2_545 . ? O1 Na1 O7 155.13(17) . 2_545 ? O1 Na1 O7 78.81(14) 2_545 2_545 ? O7 Na1 O7 106.5(3) . 2_545 ? O1 Na1 Cd1 39.07(10) . . ? O1 Na1 Cd1 139.96(17) 2_545 . ? O7 Na1 Cd1 39.75(11) . . ? O7 Na1 Cd1 141.23(17) 2_545 . ? O1 Na1 Cd1 139.96(17) . 2_545 ? O1 Na1 Cd1 39.07(10) 2_545 2_545 ? O7 Na1 Cd1 141.23(17) . 2_545 ? O7 Na1 Cd1 39.75(11) 2_545 2_545 ? Cd1 Na1 Cd1 178.96(13) . 2_545 ? C1 O1 Na1 154.8(4) . . ? C1 O1 Cd1 93.0(4) . . ? Na1 O1 Cd1 103.19(16) . . ? C1 O2 Cd1 88.0(3) . . ? C14 O3 Cd1 94.8(3) . 7_444 ? C14 O4 Cd2 143.0(4) . 3_543 ? C14 O4 Cd1 86.8(3) . 7_444 ? Cd2 O4 Cd1 96.06(13) 3_543 7_444 ? C6 O5 C15 116.4(7) . . ? C13 O6 C16A 118.6(7) . . ? C13 O6 C16 147.0(11) . . ? C16A O6 C16 71.9(11) . . ? C17 O7 Na1 138.9(4) . . ? C17 O7 Cd1 94.9(3) . . ? Na1 O7 Cd1 100.77(19) . . ? C17 O8 Cd2 144.7(4) . . ? C17 O8 Cd1 94.3(3) . . ? Cd2 O8 Cd1 99.03(13) . . ? C30 O9 Cd1 134.6(3) . 15_444 ? C30 O10 Cd2 131.9(3) . 11_543 ? C31A O11 C20 112.0(12) . . ? C31A O11 C31 47.4(14) . . ? C20 O11 C31 111.2(11) . . ? C25 O12A C32A 126.8(17) . . ? C29 O12 C32 121.2(11) . . ? C33 O13 Cd3 98.8(6) . . ? C33 O14 Cd3 88.1(6) . . ? C36 O15 C40 121.9(8) . . ? O1 C1 O2 123.8(5) . . ? O1 C1 C2 121.2(6) . . ? O2 C1 C2 115.0(5) . . ? O1 C1 Cd1 61.1(3) . . ? O2 C1 Cd1 62.8(3) . . ? C2 C1 Cd1 177.6(5) . . ? C3 C2 C7 116.8(6) . . ? C3 C2 C1 122.9(6) . . ? C7 C2 C1 119.2(6) . . ? C2 C3 C4 120.8(6) . . ? C2 C3 H3A 119.6 . . ? C4 C3 H3A 119.6 . . ? C5 C4 C3 122.7(6) . . ? C5 C4 H4A 118.6 . . ? C3 C4 H4A 118.6 . . ? C4 C5 C6 112.7(6) . . ? C4 C5 C8 120.4(6) . . ? C6 C5 C8 125.0(6) . . ? C7 C6 O5 126.1(8) . . ? C7 C6 C5 122.7(7) . . ? O5 C6 C5 111.0(6) . . ? C6 C7 C2 121.4(7) . . ? C6 C7 H7A 119.3 . . ? C2 C7 H7A 119.3 . . ? C9 C8 C13 118.4(5) . . ? C9 C8 C5 118.6(6) . . ? C13 C8 C5 122.7(6) . . ? C8 C9 C10 123.4(6) . . ? C8 C9 H9A 118.3 . . ? C10 C9 H9A 118.3 . . ? C11 C10 C9 118.8(7) . . ? C11 C10 H10A 120.6 . . ? C9 C10 H10A 120.6 . . ? C10 C11 C12 116.4(5) . . ? C10 C11 C14 122.3(6) . . ? C12 C11 C14 121.2(5) . . ? C13 C12 C11 122.2(6) . . ? C13 C12 H12A 118.9 . . ? C11 C12 H12A 118.9 . . ? C8 C13 O6 117.2(5) . . ? C8 C13 C12 120.3(6) . . ? O6 C13 C12 122.2(6) . . ? O4 C14 O3 124.4(5) . . ? O4 C14 C11 118.8(5) . . ? O3 C14 C11 116.4(5) . . ? O5 C15 H15A 109.5 . . ? O5 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O5 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O6 C16 H16A 109.5 . . ? O6 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O6 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? O6 C16A H16D 109.5 . . ? O6 C16A H16E 109.5 . . ? H16D C16A H16E 109.5 . . ? O6 C16A H16F 109.5 . . ? H16D C16A H16F 109.5 . . ? H16E C16A H16F 109.5 . . ? O8 C17 O7 118.1(5) . . ? O8 C17 C18 121.4(5) . . ? O7 C17 C18 120.3(5) . . ? C23 C18 C19 118.5(6) . . ? C23 C18 C17 121.0(6) . . ? C19 C18 C17 120.3(6) . . ? C18 C19 C20 117.2(8) . . ? C18 C19 H19A 121.4 . . ? C20 C19 H19A 121.4 . . ? C21 C20 O11 113.7(8) . . ? C21 C20 C19 122.8(8) . . ? O11 C20 C19 123.2(9) . . ? C20 C21 C22 114.7(7) . . ? C20 C21 C24 120.1(8) . . ? C22 C21 C24 122.2(8) . . ? C21 C22 C23 121.4(7) . . ? C21 C22 H22A 119.3 . . ? C23 C22 H22A 119.3 . . ? C18 C23 C22 120.2(6) . . ? C18 C23 H23A 119.9 . . ? C22 C23 H23A 119.9 . . ? C29 C24 C25 116.8(8) . . ? C29 C24 C21 123.9(8) . . ? C25 C24 C21 119.2(8) . . ? O12A C25 C26 117.5(12) . . ? O12A C25 C24 117.6(11) . . ? C26 C25 C24 123.5(9) . . ? C25 C26 C27 118.5(8) . . ? C25 C26 H26 120.8 . . ? C27 C26 H26 120.8 . . ? C26 C27 C28 117.4(7) . . ? C26 C27 C30 122.1(6) . . ? C28 C27 C30 119.9(6) . . ? C29 C28 C27 120.1(8) . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 O12 120.0(9) . . ? C28 C29 C24 121.4(8) . . ? O12 C29 C24 117.8(9) . . ? O9 C30 O10 128.5(4) . . ? O9 C30 C27 115.9(5) . . ? O10 C30 C27 115.5(5) . . ? O11 C31 H31A 109.5 . . ? O11 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? O11 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O11 C31A H31D 109.5 . . ? O11 C31A H31E 109.5 . . ? H31D C31A H31E 109.5 . . ? O11 C31A H31F 109.5 . . ? H31D C31A H31F 109.5 . . ? H31E C31A H31F 109.5 . . ? O12 C32 H32A 109.5 . . ? O12 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O12 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? O12A C32A H32D 109.5 . . ? O12A C32A H32E 109.5 . . ? H32D C32A H32E 109.5 . . ? O12A C32A H32F 109.5 . . ? H32D C32A H32F 109.5 . . ? H32E C32A H32F 109.5 . . ? O13 C33 O14 120.7(8) . . ? O13 C33 C34 125.5(9) . . ? O14 C33 C34 113.5(9) . . ? C39 C34 C35 119.2(8) . . ? C39 C34 C33 127.7(9) . . ? C35 C34 C33 113.0(8) . . ? C34 C35 C36 123.3(9) . . ? C34 C35 H35A 118.3 . . ? C36 C35 H35A 118.3 . . ? O15 C36 C35 128.4(9) . . ? O15 C36 C37 118.5(7) . . ? C35 C36 C37 113.1(8) . . ? C38 C37 C36 119.3(7) . . ? C38 C37 C37 122.5(6) . 14_443 ? C36 C37 C37 118.0(6) . 14_443 ? C39 C38 C37 122.5(8) . . ? C39 C38 H38A 118.7 . . ? C37 C38 H38A 118.7 . . ? C34 C39 C38 122.5(9) . . ? C34 C39 H39A 118.8 . . ? C38 C39 H39A 118.8 . . ? O15 C40 H40A 109.5 . . ? O15 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O15 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N1 C41 H41A 109.5 . . ? N1 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N1 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N1 C42 H42A 109.5 . . ? N1 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N1 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N2 C43 H43A 109.5 . . ? N2 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N2 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N2 C44 N2 110(2) . 2_545 ? C41 N1 C42 118.3(15) . . ? C41 N1 H1A 107.7 . . ? C42 N1 H1A 107.7 . . ? C41 N1 H1B 107.7 . . ? C42 N1 H1B 107.7 . . ? H1A N1 H1B 107.1 . . ? C44 N2 C43 111.6(18) . . ? C44 N2 H2A 109.3 . . ? C43 N2 H2A 109.3 . . ? C44 N2 H2B 109.3 . . ? C43 N2 H2B 109.3 . . ? H2A N2 H2B 108.0 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.990 _refine_diff_density_min -0.634 _refine_diff_density_rms 0.113 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.000 0.000 76 19 ' ' 2 0.000 0.500 0.250 76 19 ' ' 3 0.000 0.000 0.300 54 15 ' ' 4 0.000 0.500 0.551 54 15 ' ' 5 0.000 0.000 0.699 54 15 ' ' 6 0.000 0.500 0.949 54 15 ' ' 7 0.250 0.292 0.375 368 103 ' ' 8 0.250 0.208 0.875 368 103 ' ' 9 0.208 0.750 0.125 368 103 ' ' 10 0.292 0.750 0.625 368 103 ' ' 11 0.500 1.000 0.051 54 15 ' ' 12 0.500 0.500 0.199 54 15 ' ' 13 0.500 0.000 0.449 54 15 ' ' 14 0.500 0.500 0.801 54 15 ' ' 15 0.500 0.500 0.500 76 19 ' ' 16 0.500 1.000 0.750 76 19 ' ' 17 0.750 0.708 0.375 368 103 ' ' 18 0.750 0.792 0.875 368 103 ' ' 19 0.708 0.250 0.625 368 103 ' ' 20 0.792 0.250 0.125 368 103 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 933529'