# Electronic Supplementary Material (ESI) for Chemical Communications # 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_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H44 Cd Cl8 N6 O26' _chemical_formula_weight 1540.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.4535(19) _cell_length_b 18.918(4) _cell_length_c 17.278(3) _cell_angle_alpha 90.00 _cell_angle_beta 100.905(5) _cell_angle_gamma 90.00 _cell_volume 3355.1(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6217 _cell_measurement_theta_min 1.61 _cell_measurement_theta_max 25.50 _exptl_crystal_description blocks _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1556 _exptl_absorpt_coefficient_mu 0.725 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.805 _exptl_absorpt_correction_T_max 0.884 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-2 CCD' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37278 _diffrn_reflns_av_R_equivalents 0.0989 _diffrn_reflns_av_sigmaI/netI 0.0748 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.50 _reflns_number_total 6217 _reflns_number_gt 4173 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6217 _refine_ls_number_parameters 313 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0876 _refine_ls_R_factor_gt 0.0580 _refine_ls_wR_factor_ref 0.1598 _refine_ls_wR_factor_gt 0.1470 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.0000 0.5000 0.5000 0.03211(16) Uani 1 2 d S . . O1 O 0.8221(3) 0.40946(15) 0.1704(2) 0.0520(8) Uani 1 1 d . . . O2 O 0.8029(3) 0.66251(15) 0.1353(2) 0.0582(9) Uani 1 1 d . . . O3 O 0.4970(3) 0.54357(16) 0.26186(18) 0.0427(7) Uani 1 1 d . . . C1 C 0.7738(4) 0.4768(2) 0.1833(3) 0.0417(11) Uani 1 1 d . . . C2 C 0.8217(5) 0.5364(2) 0.1545(3) 0.0495(12) Uani 1 1 d . . . H2 H 0.8918 0.5345 0.1285 0.059 Uiso 1 1 calc R . . C3 C 0.7620(4) 0.5992(2) 0.1656(3) 0.0433(11) Uani 1 1 d . . . C4 C 0.6562(4) 0.6035(2) 0.2013(3) 0.0422(10) Uani 1 1 d . . . H4 H 0.6172 0.6466 0.2081 0.051 Uiso 1 1 calc R . . C5 C 0.6099(4) 0.5413(2) 0.2268(2) 0.0367(10) Uani 1 1 d . . . C6 C 0.6657(5) 0.4783(2) 0.2193(3) 0.0448(11) Uani 1 1 d . . . H6 H 0.6331 0.4370 0.2375 0.054 Uiso 1 1 calc R . . O16 O 1.0285(4) 0.4387(2) 0.2144(3) 0.0936(15) Uani 1 1 d . . . N11 N 1.0476(5) 0.1852(2) 0.1343(3) 0.0746(14) Uani 1 1 d . . . C11 C 0.9194(7) 0.2068(3) 0.1217(5) 0.098(2) Uani 1 1 d . . . H11 H 0.8544 0.1747 0.1012 0.118 Uiso 1 1 calc R . . C12 C 0.8851(6) 0.2743(3) 0.1384(4) 0.0767(18) Uani 1 1 d . . . H12 H 0.7980 0.2879 0.1290 0.092 Uiso 1 1 calc R . . C13 C 0.9805(5) 0.3213(2) 0.1692(3) 0.0526(12) Uani 1 1 d . . . C14 C 1.1065(6) 0.3008(3) 0.1802(4) 0.0721(16) Uani 1 1 d . . . H14 H 1.1734 0.3319 0.2004 0.086 Uiso 1 1 calc R . . C15 C 1.1335(6) 0.2320(3) 0.1603(4) 0.0716(16) Uani 1 1 d . . . H15 H 1.2206 0.2189 0.1664 0.086 Uiso 1 1 calc R . . C16 C 0.9504(5) 0.3949(2) 0.1884(3) 0.0531(12) Uani 1 1 d . . . N21 N 0.9814(3) 0.88832(17) 0.0588(2) 0.0386(8) Uani 1 1 d . . . O21 O 1.0147(5) 0.6488(2) 0.1901(3) 0.0922(15) Uani 1 1 d . . . C21 C 1.0807(5) 0.8517(2) 0.1018(3) 0.0555(13) Uani 1 1 d . . . H21 H 1.1629 0.8723 0.1111 0.067 Uiso 1 1 calc R . . C22 C 1.0673(5) 0.7839(2) 0.1336(4) 0.0620(15) Uani 1 1 d . . . H22 H 1.1377 0.7603 0.1635 0.074 Uiso 1 1 calc R . . C23 C 0.9449(5) 0.7546(2) 0.1180(3) 0.0440(11) Uani 1 1 d . . . C24 C 0.8420(5) 0.7910(2) 0.0751(3) 0.0589(14) Uani 1 1 d . . . H24 H 0.7586 0.7719 0.0669 0.071 Uiso 1 1 calc R . . C25 C 0.8636(5) 0.8568(2) 0.0441(3) 0.0550(13) Uani 1 1 d . . . H25 H 0.7945 0.8798 0.0122 0.066 Uiso 1 1 calc R . . C26 C 0.9283(5) 0.6826(2) 0.1537(3) 0.0525(13) Uani 1 1 d . . . O31 O 0.6181(3) 0.5652(2) 0.3790(2) 0.0732(11) Uani 1 1 d . . . N31 N 0.1803(3) 0.53164(17) 0.4432(2) 0.0349(8) Uani 1 1 d . . . C31 C 0.1742(4) 0.5182(2) 0.3680(3) 0.0424(11) Uani 1 1 d . . . H31 H 0.0950 0.5027 0.3390 0.051 Uiso 1 1 calc R . . C32 C 0.2784(4) 0.5257(3) 0.3287(3) 0.0466(11) Uani 1 1 d . . . H32 H 0.2703 0.5147 0.2756 0.056 Uiso 1 1 calc R . . C33 C 0.3949(4) 0.5504(2) 0.3729(2) 0.0367(10) Uani 1 1 d . . . C34 C 0.4024(4) 0.5656(2) 0.4510(3) 0.0431(11) Uani 1 1 d . . . H34 H 0.4799 0.5817 0.4815 0.052 Uiso 1 1 calc R . . C35 C 0.2931(4) 0.5568(2) 0.4837(3) 0.0420(10) Uani 1 1 d . . . H35 H 0.2979 0.5688 0.5364 0.050 Uiso 1 1 calc R . . C36 C 0.5160(4) 0.5552(2) 0.3400(3) 0.0415(10) Uani 1 1 d . . . O1W O -0.1159(3) 0.54602(15) 0.38452(17) 0.0436(7) 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 0.0246(2) 0.0267(2) 0.0511(3) -0.0033(2) 0.02261(18) -0.00220(17) O1 0.0424(18) 0.0343(16) 0.087(2) -0.0073(15) 0.0322(17) -0.0039(13) O2 0.052(2) 0.0352(16) 0.100(3) 0.0187(17) 0.0470(19) -0.0021(14) O3 0.0260(15) 0.0518(18) 0.056(2) -0.0010(15) 0.0229(14) -0.0081(13) C1 0.039(2) 0.0270(18) 0.067(3) -0.0080(19) 0.031(2) -0.0022(17) C2 0.050(3) 0.044(3) 0.066(3) 0.010(2) 0.042(3) -0.006(2) C3 0.036(2) 0.034(2) 0.068(3) 0.007(2) 0.031(2) 0.0004(18) C4 0.034(2) 0.038(2) 0.061(3) -0.001(2) 0.026(2) -0.0047(18) C5 0.034(2) 0.039(2) 0.043(3) -0.0015(18) 0.0210(19) -0.0046(17) C6 0.052(3) 0.031(2) 0.059(3) 0.0001(18) 0.032(2) -0.0165(19) O16 0.068(3) 0.063(2) 0.147(4) -0.039(3) 0.013(3) -0.001(2) N11 0.087(4) 0.042(2) 0.093(4) -0.025(2) 0.013(3) 0.008(2) C11 0.083(5) 0.040(3) 0.169(8) -0.031(4) 0.018(5) 0.002(3) C12 0.060(3) 0.050(3) 0.120(5) -0.021(3) 0.016(3) 0.012(3) C13 0.048(3) 0.044(3) 0.071(3) -0.003(2) 0.023(3) 0.006(2) C14 0.069(4) 0.062(3) 0.080(4) -0.001(3) 0.002(3) 0.005(3) C15 0.067(4) 0.060(3) 0.089(4) 0.000(3) 0.018(3) 0.021(3) C16 0.059(3) 0.043(3) 0.055(3) -0.018(2) 0.007(2) -0.006(2) N21 0.037(2) 0.0289(17) 0.054(2) 0.0073(15) 0.0198(17) -0.0018(15) O21 0.085(3) 0.056(2) 0.133(4) 0.045(3) 0.014(3) -0.012(2) C21 0.041(3) 0.039(2) 0.091(4) 0.025(2) 0.025(3) -0.005(2) C22 0.053(3) 0.036(2) 0.105(4) 0.025(3) 0.033(3) -0.001(2) C23 0.048(3) 0.031(2) 0.060(3) 0.007(2) 0.030(2) -0.0025(19) C24 0.048(3) 0.042(3) 0.093(4) 0.012(3) 0.026(3) -0.012(2) C25 0.040(3) 0.040(2) 0.089(4) 0.017(2) 0.022(3) -0.002(2) C26 0.050(3) 0.034(2) 0.078(4) 0.015(2) 0.024(3) -0.007(2) O31 0.0307(19) 0.128(3) 0.066(2) -0.010(2) 0.0227(18) -0.0118(19) N31 0.0251(18) 0.0373(17) 0.048(2) 0.0017(16) 0.0219(16) 0.0005(14) C31 0.028(2) 0.054(3) 0.047(3) -0.0115(19) 0.013(2) -0.0131(18) C32 0.027(2) 0.073(3) 0.041(3) -0.005(2) 0.011(2) -0.005(2) C33 0.028(2) 0.039(2) 0.048(3) 0.0030(18) 0.0203(19) -0.0061(17) C34 0.034(2) 0.054(3) 0.044(3) -0.012(2) 0.012(2) -0.0085(19) C35 0.038(2) 0.050(2) 0.041(3) -0.008(2) 0.017(2) -0.0056(19) C36 0.015(2) 0.064(3) 0.049(3) 0.004(2) 0.013(2) -0.0021(18) O1W 0.0299(15) 0.0448(17) 0.0571(19) 0.0125(14) 0.0111(14) 0.0011(12) _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 O1W 2.301(3) . ? Cd1 O1W 2.301(3) 3_566 ? Cd1 N31 2.362(3) . ? Cd1 N31 2.362(3) 3_566 ? Cd1 N21 2.368(3) 2_645 ? Cd1 N21 2.368(3) 4_476 ? O1 C16 1.347(6) . ? O1 C1 1.404(5) . ? O2 C26 1.344(6) . ? O2 C3 1.406(5) . ? O3 C36 1.344(5) . ? O3 C5 1.426(4) . ? C1 C2 1.364(6) . ? C1 C6 1.390(6) . ? C2 C3 1.372(6) . ? C3 C4 1.367(5) . ? C4 C5 1.376(5) . ? C5 C6 1.344(6) . ? O16 C16 1.189(6) . ? N11 C15 1.280(7) . ? N11 C11 1.378(8) . ? C11 C12 1.372(7) . ? C12 C13 1.367(7) . ? C13 C14 1.353(7) . ? C13 C16 1.479(7) . ? C14 C15 1.388(8) . ? N21 C21 1.348(6) . ? N21 C25 1.349(6) . ? N21 Cd1 2.368(3) 2_655 ? O21 C26 1.185(6) . ? C21 C22 1.413(6) . ? C22 C23 1.373(7) . ? C23 C24 1.371(7) . ? C23 C26 1.518(6) . ? C24 C25 1.390(6) . ? O31 C36 1.165(5) . ? N31 C31 1.312(6) . ? N31 C35 1.340(5) . ? C31 C32 1.396(6) . ? C32 C33 1.390(6) . ? C33 C34 1.368(6) . ? C33 C36 1.486(5) . ? C34 C35 1.377(6) . ? 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 O1W Cd1 O1W 180.0 . 3_566 ? O1W Cd1 N31 82.79(11) . . ? O1W Cd1 N31 97.21(11) 3_566 . ? O1W Cd1 N31 97.21(11) . 3_566 ? O1W Cd1 N31 82.79(11) 3_566 3_566 ? N31 Cd1 N31 180.000(1) . 3_566 ? O1W Cd1 N21 92.20(12) . 2_645 ? O1W Cd1 N21 87.80(12) 3_566 2_645 ? N31 Cd1 N21 84.90(12) . 2_645 ? N31 Cd1 N21 95.10(12) 3_566 2_645 ? O1W Cd1 N21 87.80(12) . 4_476 ? O1W Cd1 N21 92.19(12) 3_566 4_476 ? N31 Cd1 N21 95.10(12) . 4_476 ? N31 Cd1 N21 84.90(12) 3_566 4_476 ? N21 Cd1 N21 180.000(1) 2_645 4_476 ? C16 O1 C1 121.4(3) . . ? C26 O2 C3 120.3(4) . . ? C36 O3 C5 117.0(3) . . ? C2 C1 C6 122.1(4) . . ? C2 C1 O1 121.7(4) . . ? C6 C1 O1 115.9(4) . . ? C1 C2 C3 117.2(4) . . ? C4 C3 C2 122.9(4) . . ? C4 C3 O2 116.5(4) . . ? C2 C3 O2 120.5(3) . . ? C3 C4 C5 117.2(4) . . ? C6 C5 C4 122.8(4) . . ? C6 C5 O3 118.5(3) . . ? C4 C5 O3 118.7(4) . . ? C5 C6 C1 117.8(4) . . ? C15 N11 C11 116.6(5) . . ? N11 C11 C12 121.8(6) . . ? C13 C12 C11 119.2(6) . . ? C14 C13 C12 119.1(5) . . ? C14 C13 C16 118.8(5) . . ? C12 C13 C16 122.0(5) . . ? C13 C14 C15 118.2(6) . . ? N11 C15 C14 124.9(6) . . ? O16 C16 O1 121.9(4) . . ? O16 C16 C13 125.5(5) . . ? O1 C16 C13 112.6(4) . . ? C21 N21 C25 117.1(4) . . ? C21 N21 Cd1 125.3(3) . 2_655 ? C25 N21 Cd1 117.4(3) . 2_655 ? N21 C21 C22 124.0(4) . . ? C23 C22 C21 116.6(5) . . ? C22 C23 C24 120.6(4) . . ? C22 C23 C26 117.2(4) . . ? C24 C23 C26 122.1(4) . . ? C23 C24 C25 119.3(4) . . ? N21 C25 C24 122.2(5) . . ? O21 C26 O2 125.8(4) . . ? O21 C26 C23 124.4(4) . . ? O2 C26 C23 109.8(4) . . ? C31 N31 C35 117.4(3) . . ? C31 N31 Cd1 117.9(3) . . ? C35 N31 Cd1 124.4(3) . . ? N31 C31 C32 124.4(4) . . ? C31 C32 C33 116.8(4) . . ? C34 C33 C32 119.6(4) . . ? C34 C33 C36 118.1(4) . . ? C32 C33 C36 122.1(4) . . ? C35 C34 C33 118.8(4) . . ? N31 C35 C34 123.0(4) . . ? O31 C36 O3 123.6(4) . . ? O31 C36 C33 122.8(4) . . ? O3 C36 C33 113.5(4) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.198 _refine_diff_density_min -0.542 _refine_diff_density_rms 0.094 # 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 -0.089 0.433 -0.044 1393 822 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 965128' ####################################################################### # # 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_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H52 Cd Cl6 F12 N6 O20 P2' _chemical_formula_weight 1696.04 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.3591(4) _cell_length_b 19.0085(8) _cell_length_c 16.9399(7) _cell_angle_alpha 90.00 _cell_angle_beta 101.5160(10) _cell_angle_gamma 90.00 _cell_volume 3268.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7414 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.723 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1708 _exptl_absorpt_coefficient_mu 0.739 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 0.831 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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-2 CCD' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43701 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0194 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.68 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7414 _reflns_number_gt 6572 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7414 _refine_ls_number_parameters 428 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0942 _refine_ls_R_factor_gt 0.0871 _refine_ls_wR_factor_ref 0.2887 _refine_ls_wR_factor_gt 0.2834 _refine_ls_goodness_of_fit_ref 2.526 _refine_ls_restrained_S_all 2.526 _refine_ls_shift/su_max 0.012 _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 0.5000 0.5000 0.5000 0.0139(2) Uani 1 2 d S . . O1W O 0.3822(3) 0.45761(17) 0.37994(19) 0.0197(7) Uani 1 1 d . . . O1 O 0.0062(3) 0.54051(16) 0.74733(19) 0.0185(7) Uani 1 1 d . . . O2 O -0.3078(3) 0.66074(17) 0.8689(2) 0.0283(8) Uani 1 1 d . . . O3 O -0.3192(3) 0.40648(17) 0.8392(2) 0.0231(7) Uani 1 1 d . . . C1 C -0.2721(5) 0.4733(2) 0.8262(3) 0.0204(9) Uani 1 1 d . . . C2 C -0.1631(4) 0.4743(2) 0.7913(3) 0.0180(9) Uani 1 1 d . . . H2 H -0.1280 0.4331 0.7749 0.022 Uiso 1 1 calc R . . C3 C -0.1078(4) 0.5395(2) 0.7815(3) 0.0167(9) Uani 1 1 d . . . C4 C -0.1558(4) 0.6011(2) 0.8056(3) 0.0211(9) Uani 1 1 d . . . H4 H -0.1160 0.6440 0.7990 0.025 Uiso 1 1 calc R . . C5 C -0.2673(5) 0.5971(2) 0.8405(3) 0.0219(10) Uani 1 1 d . . . C6 C -0.3252(5) 0.5345(2) 0.8531(3) 0.0232(10) Uani 1 1 d . . . H6 H -0.3968 0.5327 0.8786 0.028 Uiso 1 1 calc R . . O11 O -0.1191(3) 0.5681(2) 0.6271(2) 0.0280(8) Uani 1 1 d . . . N11 N 0.3219(4) 0.5254(2) 0.5615(2) 0.0174(7) Uani 1 1 d . . . C11 C 0.3303(5) 0.5103(3) 0.6397(3) 0.0212(10) Uani 1 1 d . . . H11 H 0.4092 0.4925 0.6689 0.025 Uiso 1 1 calc R . . C12 C 0.2253(4) 0.5203(3) 0.6791(3) 0.0222(9) Uani 1 1 d . . . H12 H 0.2337 0.5101 0.7335 0.027 Uiso 1 1 calc R . . C13 C 0.1077(4) 0.5462(2) 0.6338(3) 0.0175(9) Uani 1 1 d . . . C14 C 0.0984(4) 0.5616(3) 0.5539(3) 0.0207(9) Uani 1 1 d . . . H14 H 0.0204 0.5787 0.5229 0.025 Uiso 1 1 calc R . . C15 C 0.2100(4) 0.5509(2) 0.5202(3) 0.0191(9) Uani 1 1 d . . . H15 H 0.2049 0.5622 0.4662 0.023 Uiso 1 1 calc R . . C16 C -0.0143(4) 0.5536(2) 0.6682(3) 0.0179(9) Uani 1 1 d . . . O21 O -0.5225(4) 0.6472(2) 0.8101(2) 0.0359(9) Uani 1 1 d . . . N21 N -0.4900(4) 0.8854(2) 0.9425(2) 0.0184(8) Uani 1 1 d . . . C21 C -0.3720(5) 0.8540(2) 0.9607(3) 0.0240(10) Uani 1 1 d . . . H21 H -0.3029 0.8777 0.9934 0.029 Uiso 1 1 calc R . . C22 C -0.3485(5) 0.7875(2) 0.9328(3) 0.0221(9) Uani 1 1 d . . . H22 H -0.2656 0.7670 0.9464 0.027 Uiso 1 1 calc R . . C23 C -0.4531(5) 0.7520(2) 0.8835(3) 0.0222(10) Uani 1 1 d . . . C24 C -0.5748(5) 0.7839(3) 0.8642(3) 0.0252(10) Uani 1 1 d . . . H24 H -0.6455 0.7613 0.8317 0.030 Uiso 1 1 calc R . . C25 C -0.5892(5) 0.8511(2) 0.8949(3) 0.0238(10) Uani 1 1 d . . . H25 H -0.6710 0.8729 0.8818 0.029 Uiso 1 1 calc R . . C26 C -0.4353(5) 0.6806(2) 0.8498(3) 0.0236(10) Uani 1 1 d . . . O31 O -0.5330(4) 0.4357(2) 0.7982(3) 0.0412(10) Uani 1 1 d . . . N31 N -0.5347(4) 0.1779(2) 0.8626(3) 0.0288(9) Uani 1 1 d . . . C31 C -0.4130(6) 0.2009(3) 0.8776(4) 0.0376(13) Uani 1 1 d . . . H31 H -0.3465 0.1689 0.8975 0.045 Uiso 1 1 calc R . . C32 C -0.3766(5) 0.2702(3) 0.8656(4) 0.0322(12) Uani 1 1 d . . . H32 H -0.2887 0.2841 0.8766 0.039 Uiso 1 1 calc R . . C33 C -0.4764(5) 0.3173(3) 0.8369(3) 0.0227(10) Uani 1 1 d . . . C34 C -0.6071(5) 0.2954(3) 0.8201(3) 0.0319(11) Uani 1 1 d . . . H34 H -0.6752 0.3264 0.8001 0.038 Uiso 1 1 calc R . . C35 C -0.6319(5) 0.2244(3) 0.8345(3) 0.0301(11) Uani 1 1 d . . . H35 H -0.7187 0.2087 0.8243 0.036 Uiso 1 1 calc R . . C36 C -0.4502(5) 0.3927(3) 0.8215(3) 0.0260(10) Uani 1 1 d . . . P1 P 0.01177(17) 0.33496(9) 0.66261(11) 0.0427(4) Uani 1 1 d . . . F106 F -0.0631(4) 0.4083(2) 0.6470(2) 0.0419(8) Uani 1 1 d . . . F105 F -0.0987(4) 0.3100(2) 0.7124(2) 0.0541(10) Uani 1 1 d . . . F104 F 0.0947(4) 0.3679(3) 0.7451(3) 0.0683(13) Uani 1 1 d . . . F103 F 0.0899(5) 0.2641(3) 0.6785(4) 0.099(2) Uani 1 1 d . . . F102 F -0.0840(7) 0.3055(3) 0.5816(3) 0.0860(18) Uani 1 1 d . . . F101 F 0.1088(5) 0.3622(3) 0.6070(4) 0.0839(16) Uani 1 1 d . . . Cl3 Cl 0.4354(3) 0.58679(16) 0.98379(14) 0.0838(8) Uani 1 1 d . . . Cl2 Cl 0.1898(3) 0.6481(2) 0.9053(3) 0.1474(18) Uani 1 1 d . . . Cl1 Cl 0.2168(5) 0.49506(19) 0.9211(3) 0.1123(14) Uani 1 1 d . . . C200 C 0.2860(11) 0.5682(8) 0.9127(6) 0.113(5) Uani 1 1 d . . . H200 H 0.3137 0.5650 0.8608 0.136 Uiso 1 1 calc R . . O3W O 0.0362(16) 0.4653(9) 0.9843(8) 0.185(5) Uiso 1 1 d . . . O2W O 0.0098(12) 0.6471(8) 0.0247(10) 0.180(5) Uiso 1 1 d . . . O1M O 0.0597(14) 0.6977(8) 0.6796(8) 0.178(5) Uiso 1 1 d . . . C1M C -0.0402(11) 0.7309(6) 0.5969(7) 0.083(3) Uiso 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 0.0092(3) 0.0144(3) 0.0200(3) 0.00081(14) 0.0077(2) -0.00004(13) O1W 0.0116(14) 0.0214(15) 0.0256(17) -0.0021(12) 0.0027(12) 0.0003(12) O1 0.0117(14) 0.0234(16) 0.0221(16) 0.0019(12) 0.0075(12) 0.0028(12) O2 0.0231(17) 0.0164(16) 0.052(2) -0.0064(15) 0.0231(16) 0.0003(13) O3 0.0213(17) 0.0164(16) 0.0340(19) 0.0046(13) 0.0117(14) -0.0005(13) C1 0.021(2) 0.018(2) 0.026(2) 0.0036(18) 0.0129(18) 0.0012(18) C2 0.017(2) 0.015(2) 0.024(2) 0.0011(17) 0.0093(17) 0.0019(17) C3 0.014(2) 0.022(2) 0.017(2) 0.0021(16) 0.0087(16) 0.0014(16) C4 0.019(2) 0.020(2) 0.027(2) 0.0002(18) 0.0111(18) -0.0019(17) C5 0.022(2) 0.019(2) 0.028(2) -0.0018(18) 0.0137(19) 0.0069(18) C6 0.021(2) 0.022(2) 0.032(3) 0.0012(19) 0.0184(19) 0.0021(18) O11 0.0119(15) 0.046(2) 0.0288(19) 0.0135(16) 0.0095(13) 0.0087(14) N11 0.0122(17) 0.0182(19) 0.024(2) -0.0012(15) 0.0082(14) -0.0017(14) C11 0.008(2) 0.034(2) 0.023(2) 0.0057(19) 0.0072(18) 0.0076(17) C12 0.012(2) 0.037(3) 0.021(2) 0.007(2) 0.0096(18) 0.006(2) C13 0.0095(19) 0.020(2) 0.025(2) 0.0031(16) 0.0067(16) 0.0019(15) C14 0.0104(19) 0.030(2) 0.023(2) 0.0019(18) 0.0058(16) -0.0005(17) C15 0.0131(19) 0.024(2) 0.022(2) -0.0003(17) 0.0077(16) 0.0016(16) C16 0.0108(19) 0.021(2) 0.025(2) 0.0035(17) 0.0094(16) -0.0002(16) O21 0.033(2) 0.0266(19) 0.047(2) -0.0145(17) 0.0059(17) 0.0032(16) N21 0.0147(17) 0.0193(18) 0.0236(19) 0.0009(14) 0.0096(14) 0.0017(14) C21 0.018(2) 0.022(2) 0.035(3) -0.0036(19) 0.0097(19) 0.0025(17) C22 0.017(2) 0.018(2) 0.035(3) -0.0007(18) 0.0137(19) 0.0006(17) C23 0.024(2) 0.019(2) 0.028(2) -0.0031(18) 0.0146(19) 0.0051(17) C24 0.023(2) 0.021(2) 0.031(3) -0.0039(19) 0.0053(19) 0.0017(19) C25 0.024(2) 0.020(2) 0.030(3) -0.0044(18) 0.0121(19) 0.0058(18) C26 0.032(3) 0.017(2) 0.026(2) -0.0014(18) 0.014(2) 0.0036(19) O31 0.0253(19) 0.033(2) 0.059(3) 0.0218(19) -0.0065(17) 0.0005(16) N31 0.026(2) 0.027(2) 0.033(2) 0.0026(18) 0.0054(18) -0.0067(17) C31 0.029(3) 0.020(2) 0.062(4) 0.010(2) 0.004(3) 0.001(2) C32 0.017(2) 0.023(2) 0.056(3) 0.001(2) 0.005(2) -0.0037(19) C33 0.023(2) 0.022(2) 0.024(2) 0.0076(19) 0.0052(18) -0.0010(18) C34 0.022(2) 0.033(3) 0.038(3) 0.006(2) 0.000(2) -0.003(2) C35 0.025(3) 0.025(2) 0.038(3) 0.005(2) 0.000(2) -0.007(2) C36 0.024(2) 0.027(2) 0.027(2) 0.008(2) 0.0066(19) -0.001(2) P1 0.0382(9) 0.0359(8) 0.0589(11) 0.0053(7) 0.0218(8) 0.0120(6) F106 0.045(2) 0.047(2) 0.0325(18) -0.0004(15) 0.0059(15) 0.0022(16) F105 0.056(2) 0.046(2) 0.061(2) 0.0135(19) 0.0129(19) -0.0083(19) F104 0.044(2) 0.070(3) 0.075(3) 0.009(2) -0.024(2) 0.008(2) F103 0.075(4) 0.054(3) 0.180(6) 0.026(3) 0.057(4) 0.035(3) F102 0.151(6) 0.049(3) 0.067(3) -0.020(2) 0.042(3) -0.007(3) F101 0.075(3) 0.075(3) 0.121(4) 0.005(3) 0.068(3) 0.011(3) Cl3 0.0769(16) 0.125(2) 0.0536(12) -0.0008(12) 0.0229(11) 0.0071(14) Cl2 0.0756(19) 0.115(3) 0.229(5) 0.060(3) -0.025(2) -0.0070(18) Cl1 0.113(3) 0.117(3) 0.095(3) 0.0282(16) -0.010(2) -0.0179(18) C200 0.077(7) 0.187(14) 0.056(5) -0.051(7) -0.034(5) 0.035(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 O1W 2.299(3) . ? Cd1 O1W 2.299(3) 3_666 ? Cd1 N11 2.343(3) 3_666 ? Cd1 N11 2.343(3) . ? Cd1 N21 2.398(4) 4_675 ? Cd1 N21 2.398(4) 2_546 ? O1 C16 1.338(5) . ? O1 C3 1.415(5) . ? O2 C26 1.349(6) . ? O2 C5 1.397(5) . ? O3 C36 1.356(6) . ? O3 C1 1.393(6) . ? C1 C2 1.375(6) . ? C1 C6 1.401(6) . ? C2 C3 1.388(6) . ? C3 C4 1.366(6) . ? C4 C5 1.401(6) . ? C5 C6 1.369(7) . ? O11 C16 1.199(6) . ? N11 C15 1.321(6) . ? N11 C11 1.342(6) . ? C11 C12 1.397(6) . ? C12 C13 1.394(6) . ? C13 C14 1.370(6) . ? C13 C16 1.500(5) . ? C14 C15 1.403(6) . ? O21 C26 1.196(7) . ? N21 C21 1.340(6) . ? N21 C25 1.341(6) . ? N21 Cd1 2.398(4) 2_556 ? C21 C22 1.387(6) . ? C22 C23 1.401(7) . ? C23 C24 1.378(7) . ? C23 C26 1.498(6) . ? C24 C25 1.398(7) . ? O31 C36 1.193(6) . ? N31 C31 1.310(7) . ? N31 C35 1.352(7) . ? C31 C32 1.397(7) . ? C32 C33 1.380(7) . ? C33 C34 1.391(7) . ? C33 C36 1.492(7) . ? C34 C35 1.404(7) . ? P1 F103 1.567(5) . ? P1 F101 1.594(5) . ? P1 F106 1.591(4) . ? P1 F104 1.613(5) . ? P1 F105 1.622(4) . ? P1 F102 1.624(6) . ? Cl3 C200 1.796(10) . ? Cl2 C200 1.807(14) . ? Cl1 C200 1.583(17) . ? O3W O3W 1.66(3) 3_567 ? O1M C1M 1.688(17) . ? 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 O1W Cd1 O1W 180.000(1) . 3_666 ? O1W Cd1 N11 81.99(12) . 3_666 ? O1W Cd1 N11 98.01(12) 3_666 3_666 ? O1W Cd1 N11 98.01(12) . . ? O1W Cd1 N11 81.99(12) 3_666 . ? N11 Cd1 N11 180.000(1) 3_666 . ? O1W Cd1 N21 91.00(12) . 4_675 ? O1W Cd1 N21 89.00(12) 3_666 4_675 ? N11 Cd1 N21 84.53(13) 3_666 4_675 ? N11 Cd1 N21 95.47(12) . 4_675 ? O1W Cd1 N21 89.00(12) . 2_546 ? O1W Cd1 N21 91.00(12) 3_666 2_546 ? N11 Cd1 N21 95.47(12) 3_666 2_546 ? N11 Cd1 N21 84.53(13) . 2_546 ? N21 Cd1 N21 180.00(7) 4_675 2_546 ? C16 O1 C3 115.7(3) . . ? C26 O2 C5 120.5(4) . . ? C36 O3 C1 120.5(4) . . ? C2 C1 C6 122.5(4) . . ? C2 C1 O3 115.1(4) . . ? C6 C1 O3 122.2(4) . . ? C1 C2 C3 117.3(4) . . ? C4 C3 C2 123.0(4) . . ? C4 C3 O1 119.5(4) . . ? C2 C3 O1 117.4(4) . . ? C3 C4 C5 117.4(4) . . ? C6 C5 C4 122.4(4) . . ? C6 C5 O2 121.9(4) . . ? C4 C5 O2 115.4(4) . . ? C5 C6 C1 117.3(4) . . ? C15 N11 C11 118.6(4) . . ? C15 N11 Cd1 121.7(3) . . ? C11 N11 Cd1 119.6(3) . . ? N11 C11 C12 122.6(4) . . ? C13 C12 C11 117.7(4) . . ? C14 C13 C12 120.0(4) . . ? C14 C13 C16 117.8(4) . . ? C12 C13 C16 122.1(4) . . ? C13 C14 C15 118.1(4) . . ? N11 C15 C14 123.0(4) . . ? O11 C16 O1 124.7(4) . . ? O11 C16 C13 122.0(4) . . ? O1 C16 C13 113.2(4) . . ? C21 N21 C25 118.5(4) . . ? C21 N21 Cd1 115.0(3) . 2_556 ? C25 N21 Cd1 126.5(3) . 2_556 ? N21 C21 C22 122.7(5) . . ? C21 C22 C23 118.3(4) . . ? C24 C23 C22 119.4(4) . . ? C24 C23 C26 119.0(5) . . ? C22 C23 C26 121.6(4) . . ? C23 C24 C25 118.3(5) . . ? N21 C25 C24 122.8(4) . . ? O21 C26 O2 125.4(4) . . ? O21 C26 C23 124.0(5) . . ? O2 C26 C23 110.6(4) . . ? C31 N31 C35 118.1(5) . . ? N31 C31 C32 124.3(5) . . ? C33 C32 C31 117.2(5) . . ? C34 C33 C32 120.6(5) . . ? C34 C33 C36 117.1(5) . . ? C32 C33 C36 122.3(4) . . ? C33 C34 C35 117.2(5) . . ? N31 C35 C34 122.6(5) . . ? O31 C36 O3 124.3(5) . . ? O31 C36 C33 124.9(5) . . ? O3 C36 C33 110.9(4) . . ? F103 P1 F101 90.9(3) . . ? F103 P1 F106 178.1(3) . . ? F101 P1 F106 87.8(2) . . ? F103 P1 F104 91.0(3) . . ? F101 P1 F104 95.5(3) . . ? F106 P1 F104 87.8(2) . . ? F103 P1 F105 93.1(3) . . ? F101 P1 F105 174.4(3) . . ? F106 P1 F105 88.4(2) . . ? F104 P1 F105 88.4(3) . . ? F103 P1 F102 93.2(4) . . ? F101 P1 F102 87.9(3) . . ? F106 P1 F102 88.1(2) . . ? F104 P1 F102 174.5(3) . . ? F105 P1 F102 87.9(3) . . ? Cl1 C200 Cl3 117.2(8) . . ? Cl1 C200 Cl2 119.4(8) . . ? Cl3 C200 Cl2 105.7(7) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 3.481 _refine_diff_density_min -1.913 _refine_diff_density_rms 0.209 _database_code_depnum_ccdc_archive 'CCDC 965129' ####################################################################### # # 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_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H44 Cl8 N6 O26 Zn' _chemical_formula_weight 1493.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.321(3) _cell_length_b 18.735(5) _cell_length_c 17.405(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.987(7) _cell_angle_gamma 90.00 _cell_volume 3314.5(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6078 _cell_measurement_theta_min 1.61 _cell_measurement_theta_max 25.44 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 0.775 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.793 _exptl_absorpt_correction_T_max 0.870 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38071 _diffrn_reflns_av_R_equivalents 0.1640 _diffrn_reflns_av_sigmaI/netI 0.1404 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.44 _reflns_number_total 6078 _reflns_number_gt 3208 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6078 _refine_ls_number_parameters 313 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1484 _refine_ls_R_factor_gt 0.0877 _refine_ls_wR_factor_ref 0.2257 _refine_ls_wR_factor_gt 0.2051 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.005 _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 Zn Zn 0.0000 0.0000 0.0000 0.0379(3) Uani 1 2 d S . . O1W O 0.1133(3) -0.04175(18) 0.1036(2) 0.0420(9) Uani 1 1 d . . . O1 O -0.4944(3) -0.0456(2) 0.2348(2) 0.0472(10) Uani 1 1 d . . . O2 O -0.8242(3) 0.09150(19) 0.3291(3) 0.0597(12) Uani 1 1 d . . . O3 O -0.8049(4) -0.1655(2) 0.3621(3) 0.0728(14) Uani 1 1 d . . . C1 C -0.6105(5) -0.0433(3) 0.2695(3) 0.0421(14) Uani 1 1 d . . . C2 C -0.6673(5) 0.0219(3) 0.2784(3) 0.0460(15) Uani 1 1 d . . . H2 H -0.6344 0.0637 0.2604 0.055 Uiso 1 1 calc R . . C3 C -0.7730(5) 0.0224(3) 0.3144(4) 0.0511(16) Uani 1 1 d . . . C4 C -0.8246(6) -0.0391(3) 0.3419(4) 0.0574(17) Uani 1 1 d . . . H4 H -0.8971 -0.0371 0.3670 0.069 Uiso 1 1 calc R . . C5 C -0.7667(5) -0.1016(3) 0.3311(4) 0.0543(17) Uani 1 1 d . . . C6 C -0.6568(5) -0.1063(3) 0.2938(3) 0.0454(14) Uani 1 1 d . . . H6 H -0.6176 -0.1499 0.2861 0.054 Uiso 1 1 calc R . . O11 O -0.6187(3) -0.0678(3) 0.1183(2) 0.0674(13) Uani 1 1 d . . . N11 N -0.1715(3) -0.0299(2) 0.0539(3) 0.0342(10) Uani 1 1 d . . . C11 C -0.1650(5) -0.0169(3) 0.1283(3) 0.0400(14) Uani 1 1 d . . . H11 H -0.0856 -0.0005 0.1564 0.048 Uiso 1 1 calc R . . C12 C -0.2714(5) -0.0262(3) 0.1686(4) 0.0495(15) Uani 1 1 d . . . H12 H -0.2634 -0.0168 0.2217 0.059 Uiso 1 1 calc R . . C13 C -0.3894(4) -0.0503(3) 0.1243(3) 0.0336(12) Uani 1 1 d . . . C14 C -0.3961(5) -0.0646(3) 0.0476(4) 0.0472(15) Uani 1 1 d . . . H14 H -0.4742 -0.0813 0.0183 0.057 Uiso 1 1 calc R . . C15 C -0.2876(4) -0.0544(3) 0.0130(3) 0.0398(13) Uani 1 1 d . . . H15 H -0.2936 -0.0644 -0.0398 0.048 Uiso 1 1 calc R . . C16 C -0.5144(5) -0.0559(3) 0.1577(4) 0.0423(14) Uani 1 1 d . . . O21 O -1.0389(5) 0.0627(3) 0.2822(3) 0.0886(17) Uani 1 1 d . . . N21 N -1.0435(6) 0.3200(3) 0.3668(4) 0.0724(17) Uani 1 1 d . . . C21 C -0.9169(7) 0.2962(4) 0.3802(6) 0.101(3) Uani 1 1 d . . . H21 H -0.8511 0.3271 0.4033 0.121 Uiso 1 1 calc R . . C22 C -0.8818(7) 0.2285(4) 0.3611(5) 0.089(3) Uani 1 1 d . . . H22 H -0.7940 0.2146 0.3688 0.106 Uiso 1 1 calc R . . C23 C -0.9827(6) 0.1808(3) 0.3298(4) 0.0590(18) Uani 1 1 d . . . C24 C -1.1118(6) 0.2042(4) 0.3188(4) 0.072(2) Uani 1 1 d . . . H24 H -1.1806 0.1735 0.2993 0.086 Uiso 1 1 calc R . . C25 C -1.1363(7) 0.2738(4) 0.3372(4) 0.078(2) Uani 1 1 d . . . H25 H -1.2232 0.2894 0.3284 0.093 Uiso 1 1 calc R . . C26 C -0.9575(7) 0.1062(3) 0.3073(4) 0.0660(19) Uani 1 1 d . . . O31 O -1.0213(5) -0.1533(3) 0.3082(3) 0.0899(17) Uani 1 1 d . . . N31 N -0.9864(4) -0.3936(2) 0.4435(3) 0.0415(11) Uani 1 1 d . . . C31 C -1.0821(5) -0.3591(3) 0.3984(4) 0.0568(17) Uani 1 1 d . . . H31 H -1.1632 -0.3817 0.3858 0.068 Uiso 1 1 calc R . . C32 C -1.0695(6) -0.2905(3) 0.3684(4) 0.0580(17) Uani 1 1 d . . . H32 H -1.1419 -0.2671 0.3401 0.070 Uiso 1 1 calc R . . C33 C -0.9482(6) -0.2587(3) 0.3815(4) 0.0485(15) Uani 1 1 d . . . C34 C -0.8462(6) -0.2941(3) 0.4259(4) 0.069(2) Uani 1 1 d . . . H34 H -0.7628 -0.2737 0.4348 0.082 Uiso 1 1 calc R . . C35 C -0.8664(5) -0.3616(3) 0.4586(4) 0.0607(18) Uani 1 1 d . . . H35 H -0.7971 -0.3841 0.4906 0.073 Uiso 1 1 calc R . . C36 C -0.9333(6) -0.1875(4) 0.3463(5) 0.073(2) 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 Zn 0.0187(4) 0.0345(5) 0.0657(6) -0.0033(5) 0.0218(4) -0.0013(4) O1W 0.0204(17) 0.044(2) 0.065(3) 0.0053(19) 0.0149(16) -0.0059(15) O1 0.0220(17) 0.060(2) 0.066(3) -0.005(2) 0.0252(17) -0.0052(16) O2 0.033(2) 0.032(2) 0.122(4) -0.011(2) 0.036(2) -0.0024(16) O3 0.048(2) 0.036(2) 0.147(4) 0.023(3) 0.052(3) -0.0004(18) C1 0.028(3) 0.046(3) 0.061(4) 0.005(3) 0.031(2) -0.005(2) C2 0.038(3) 0.037(3) 0.071(4) 0.005(3) 0.031(3) -0.007(2) C3 0.048(3) 0.030(3) 0.086(5) -0.005(3) 0.039(3) -0.001(2) C4 0.049(3) 0.052(4) 0.083(5) 0.014(3) 0.042(3) -0.004(3) C5 0.037(3) 0.043(3) 0.096(5) 0.014(3) 0.050(3) 0.002(3) C6 0.033(3) 0.034(3) 0.077(4) 0.000(3) 0.031(3) 0.004(2) O11 0.0179(19) 0.119(4) 0.069(3) -0.008(3) 0.0194(19) -0.007(2) N11 0.020(2) 0.032(2) 0.053(3) 0.000(2) 0.0121(19) -0.0030(16) C11 0.023(2) 0.053(4) 0.046(4) -0.007(3) 0.014(2) -0.007(2) C12 0.019(2) 0.066(4) 0.068(4) -0.006(3) 0.020(3) -0.003(2) C13 0.021(2) 0.038(3) 0.047(4) -0.003(2) 0.019(2) 0.003(2) C14 0.020(2) 0.045(3) 0.076(5) -0.005(3) 0.008(3) -0.006(2) C15 0.020(2) 0.057(3) 0.044(3) -0.007(3) 0.010(2) -0.001(2) C16 0.019(3) 0.055(4) 0.058(4) 0.001(3) 0.021(3) 0.000(2) O21 0.059(3) 0.059(3) 0.141(5) -0.038(3) 0.000(3) -0.002(2) N21 0.068(4) 0.040(3) 0.113(5) -0.024(3) 0.025(3) 0.010(3) C21 0.065(5) 0.039(4) 0.199(10) -0.022(5) 0.022(5) -0.001(4) C22 0.044(4) 0.052(4) 0.172(8) -0.026(5) 0.024(4) 0.012(3) C23 0.051(4) 0.034(3) 0.101(5) -0.014(3) 0.037(3) -0.007(3) C24 0.052(4) 0.069(5) 0.094(6) -0.019(4) 0.010(4) 0.010(3) C25 0.053(4) 0.069(5) 0.107(6) -0.010(4) 0.004(4) 0.019(4) C26 0.062(4) 0.045(4) 0.097(6) -0.010(4) 0.033(4) 0.003(3) O31 0.059(3) 0.060(3) 0.151(5) 0.040(3) 0.020(3) -0.014(3) N31 0.028(2) 0.042(3) 0.061(3) 0.002(2) 0.028(2) -0.005(2) C31 0.026(3) 0.052(4) 0.099(5) 0.011(4) 0.028(3) -0.002(3) C32 0.043(3) 0.041(3) 0.095(5) 0.022(3) 0.028(3) 0.001(3) C33 0.046(3) 0.031(3) 0.077(4) 0.004(3) 0.037(3) 0.005(3) C34 0.038(3) 0.053(4) 0.124(6) 0.003(4) 0.040(4) -0.014(3) C35 0.035(3) 0.058(4) 0.097(5) 0.022(4) 0.031(3) 0.003(3) C36 0.044(4) 0.057(4) 0.126(7) 0.007(4) 0.039(4) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn O1W 2.121(4) 3 ? Zn O1W 2.121(4) . ? Zn N11 2.215(4) 3 ? Zn N11 2.215(4) . ? Zn N31 2.237(4) 2_455 ? Zn N31 2.237(4) 4_655 ? O1 C16 1.335(6) . ? O1 C1 1.433(5) . ? O2 C26 1.390(8) . ? O2 C3 1.439(6) . ? O3 C36 1.369(7) . ? O3 C5 1.398(6) . ? C1 C6 1.369(7) . ? C1 C2 1.374(7) . ? C2 C3 1.349(7) . ? C3 C4 1.389(7) . ? C4 C5 1.342(8) . ? C5 C6 1.404(6) . ? O11 C16 1.193(6) . ? N11 C11 1.308(6) . ? N11 C15 1.363(6) . ? C11 C12 1.412(7) . ? C12 C13 1.399(7) . ? C13 C14 1.351(7) . ? C13 C16 1.509(6) . ? C14 C15 1.375(7) . ? O21 C26 1.198(7) . ? N21 C25 1.327(8) . ? N21 C21 1.362(9) . ? C21 C22 1.375(9) . ? C22 C23 1.408(9) . ? C23 C24 1.385(8) . ? C23 C26 1.485(8) . ? C24 C25 1.378(9) . ? O31 C36 1.212(8) . ? N31 C31 1.319(7) . ? N31 C35 1.360(7) . ? N31 Zn 2.237(4) 2_445 ? C31 C32 1.402(8) . ? C32 C33 1.369(8) . ? C33 C34 1.364(8) . ? C33 C36 1.487(9) . ? C34 C35 1.416(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 O1W Zn O1W 180.0(3) 3 . ? O1W Zn N11 84.82(14) 3 3 ? O1W Zn N11 95.18(14) . 3 ? O1W Zn N11 95.18(14) 3 . ? O1W Zn N11 84.82(14) . . ? N11 Zn N11 180.0(3) 3 . ? O1W Zn N31 88.74(15) 3 2_455 ? O1W Zn N31 91.26(15) . 2_455 ? N11 Zn N31 94.40(14) 3 2_455 ? N11 Zn N31 85.60(14) . 2_455 ? O1W Zn N31 91.26(15) 3 4_655 ? O1W Zn N31 88.74(15) . 4_655 ? N11 Zn N31 85.60(14) 3 4_655 ? N11 Zn N31 94.40(14) . 4_655 ? N31 Zn N31 180.0(2) 2_455 4_655 ? C16 O1 C1 115.6(4) . . ? C26 O2 C3 120.5(4) . . ? C36 O3 C5 120.6(5) . . ? C6 C1 C2 123.6(4) . . ? C6 C1 O1 117.8(4) . . ? C2 C1 O1 118.6(4) . . ? C3 C2 C1 117.0(5) . . ? C2 C3 C4 122.9(5) . . ? C2 C3 O2 116.1(4) . . ? C4 C3 O2 120.7(5) . . ? C5 C4 C3 117.9(5) . . ? C4 C5 C6 122.3(5) . . ? C4 C5 O3 122.1(4) . . ? C6 C5 O3 115.4(5) . . ? C1 C6 C5 116.2(5) . . ? C11 N11 C15 118.0(4) . . ? C11 N11 Zn 117.7(3) . . ? C15 N11 Zn 124.0(3) . . ? N11 C11 C12 123.9(5) . . ? C13 C12 C11 116.3(5) . . ? C14 C13 C12 120.0(4) . . ? C14 C13 C16 117.8(5) . . ? C12 C13 C16 122.1(5) . . ? C15 C14 C13 120.0(5) . . ? C14 C15 N11 121.8(5) . . ? O11 C16 O1 124.9(4) . . ? O11 C16 C13 122.6(5) . . ? O1 C16 C13 112.5(4) . . ? C25 N21 C21 117.3(5) . . ? C22 C21 N21 123.1(7) . . ? C21 C22 C23 118.1(6) . . ? C24 C23 C22 118.8(5) . . ? C24 C23 C26 118.0(6) . . ? C22 C23 C26 123.2(6) . . ? C23 C24 C25 118.6(6) . . ? N21 C25 C24 124.0(6) . . ? O21 C26 O2 124.2(6) . . ? O21 C26 C23 126.4(6) . . ? O2 C26 C23 109.0(6) . . ? C31 N31 C35 117.4(5) . . ? C31 N31 Zn 127.0(3) . 2_445 ? C35 N31 Zn 115.7(4) . 2_445 ? N31 C31 C32 124.3(5) . . ? C33 C32 C31 118.5(6) . . ? C34 C33 C32 118.5(5) . . ? C34 C33 C36 123.0(5) . . ? C32 C33 C36 118.5(6) . . ? C33 C34 C35 120.5(5) . . ? N31 C35 C34 120.6(6) . . ? O31 C36 O3 123.9(6) . . ? O31 C36 C33 125.4(6) . . ? O3 C36 C33 110.7(6) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.44 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.253 _refine_diff_density_min -0.835 _refine_diff_density_rms 0.097 # 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 -0.006 0.432 0.008 1387 821 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 965130' ####################################################################### # # 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_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H44 Cd0.60 Cl8 N6 O26 Zn0.40' _chemical_formula_weight 1522.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.391(2) _cell_length_b 18.819(4) _cell_length_c 17.351(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.537(6) _cell_angle_gamma 90.00 _cell_volume 3335.8(12) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6436 _cell_measurement_theta_min 25.97 _cell_measurement_theta_max 1.61 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1542 _exptl_absorpt_coefficient_mu 0.746 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.792 _exptl_absorpt_correction_T_max 0.901 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-2 CCD' _diffrn_measurement_method hemisphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39200 _diffrn_reflns_av_R_equivalents 0.1081 _diffrn_reflns_av_sigmaI/netI 0.0914 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.97 _reflns_number_total 6436 _reflns_number_gt 4075 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6436 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1087 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1754 _refine_ls_wR_factor_gt 0.1626 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.980 _refine_ls_shift/su_max 0.035 _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 Cd Cd 0.0000 0.0000 0.0000 0.0290(5) Uani 0.60 2 d SP . . Zn Zn 0.0000 0.0000 0.0000 0.076(3) Uani 0.40 2 d SP . . O1 O -0.4953(2) -0.04470(16) 0.23699(19) 0.0485(8) Uani 1 1 d . . . O1W O 0.1146(2) -0.04353(14) 0.10945(18) 0.0486(8) Uani 1 1 d . . . N11 N -0.1763(3) -0.03054(16) 0.0552(2) 0.0375(8) Uani 1 1 d . . . O11 O -0.6190(3) -0.0659(2) 0.1192(2) 0.0687(10) Uani 1 1 d . . . O2 O -0.8224(3) 0.09113(15) 0.3291(2) 0.0585(9) Uani 1 1 d . . . O3 O -0.8042(3) -0.16406(15) 0.3633(2) 0.0673(10) Uani 1 1 d . . . C12 C -0.2754(4) -0.0260(2) 0.1704(3) 0.0482(11) Uani 1 1 d . . . H12 H -0.2673 -0.0160 0.2236 0.058 Uiso 1 1 calc R . . N31 N -0.9828(3) -0.39084(16) 0.4431(2) 0.0421(9) Uani 1 1 d . . . C6 C -0.6552(4) -0.1050(2) 0.2971(3) 0.0446(10) Uani 1 1 d . . . H6 H -0.6153 -0.1483 0.2907 0.054 Uiso 1 1 calc R . . C14 C -0.3993(4) -0.0660(2) 0.0479(3) 0.0504(12) Uani 1 1 d . . . H14 H -0.4764 -0.0834 0.0182 0.061 Uiso 1 1 calc R . . C13 C -0.3920(3) -0.0503(2) 0.1261(3) 0.0382(10) Uani 1 1 d . . . C5 C -0.7625(4) -0.1002(2) 0.3334(3) 0.0510(12) Uani 1 1 d . . . C15 C -0.2903(4) -0.0554(2) 0.0142(3) 0.0437(10) Uani 1 1 d . . . H15 H -0.2957 -0.0658 -0.0387 0.052 Uiso 1 1 calc R . . C16 C -0.5150(4) -0.0551(2) 0.1595(3) 0.0450(11) Uani 1 1 d . . . C4 C -0.8230(4) -0.0374(2) 0.3444(3) 0.0548(12) Uani 1 1 d . . . H4 H -0.8943 -0.0357 0.3699 0.066 Uiso 1 1 calc R . . C35 C -0.8653(4) -0.3585(2) 0.4580(3) 0.0544(12) Uani 1 1 d . . . H35 H -0.7964 -0.3810 0.4906 0.065 Uiso 1 1 calc R . . C26 C -0.9538(5) 0.1056(3) 0.3097(3) 0.0585(13) Uani 1 1 d . . . C2 C -0.6660(4) 0.0224(2) 0.2797(3) 0.0453(11) Uani 1 1 d . . . H2 H -0.6327 0.0639 0.2619 0.054 Uiso 1 1 calc R . . C3 C -0.7728(4) 0.0236(2) 0.3157(3) 0.0482(11) Uani 1 1 d . . . C1 C -0.6102(4) -0.0420(2) 0.2709(3) 0.0413(10) Uani 1 1 d . . . C31 C -1.0810(4) -0.3548(2) 0.3978(3) 0.0575(13) Uani 1 1 d . . . H31 H -1.1628 -0.3763 0.3864 0.069 Uiso 1 1 calc R . . C33 C -0.9481(4) -0.2564(2) 0.3804(3) 0.0513(12) Uani 1 1 d . . . C34 C -0.8432(4) -0.2924(2) 0.4260(3) 0.0628(14) Uani 1 1 d . . . H34 H -0.7598 -0.2726 0.4350 0.075 Uiso 1 1 calc R . . O21 O -1.0328(4) 0.0626(2) 0.2833(3) 0.0907(13) Uani 1 1 d . . . C24 C -1.1093(5) 0.2017(3) 0.3195(4) 0.0733(16) Uani 1 1 d . . . H24 H -1.1773 0.1707 0.3002 0.088 Uiso 1 1 calc R . . C32 C -1.0676(4) -0.2883(2) 0.3674(3) 0.0575(13) Uani 1 1 d . . . H32 H -1.1396 -0.2653 0.3382 0.069 Uiso 1 1 calc R . . N21 N -1.0435(5) 0.3182(2) 0.3669(3) 0.0756(13) Uani 1 1 d . . . C11 C -0.1698(4) -0.0173(2) 0.1303(3) 0.0466(11) Uani 1 1 d . . . H11 H -0.0906 -0.0012 0.1588 0.056 Uiso 1 1 calc R . . O31 O -1.0158(4) -0.1508(2) 0.3100(3) 0.0886(13) Uani 1 1 d . . . C25 C -1.1348(6) 0.2716(3) 0.3376(3) 0.0734(16) Uani 1 1 d . . . H25 H -1.2216 0.2865 0.3286 0.088 Uiso 1 1 calc R . . C36 C -0.9313(5) -0.1843(3) 0.3456(3) 0.0606(14) Uani 1 1 d . . . C22 C -0.8836(5) 0.2273(3) 0.3612(4) 0.088(2) Uani 1 1 d . . . H22 H -0.7962 0.2136 0.3691 0.105 Uiso 1 1 calc R . . C23 C -0.9810(5) 0.1794(2) 0.3307(3) 0.0591(13) Uani 1 1 d . . . C21 C -0.9171(6) 0.2953(3) 0.3798(5) 0.098(2) Uani 1 1 d . . . H21 H -0.8511 0.3265 0.4019 0.118 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 Cd 0.0227(10) 0.0343(10) 0.0386(8) -0.0124(8) 0.0285(8) -0.0031(8) Zn 0.027(3) 0.050(4) 0.148(5) 0.026(3) 0.009(3) 0.003(2) O1 0.0259(13) 0.0658(19) 0.061(2) -0.0055(16) 0.0281(14) -0.0074(12) O1W 0.0288(14) 0.0514(17) 0.069(2) -0.0027(15) 0.0175(14) -0.0073(12) N11 0.0266(16) 0.0404(16) 0.050(2) -0.0035(16) 0.0198(16) -0.0018(13) O11 0.0213(15) 0.124(3) 0.064(2) -0.010(2) 0.0184(15) -0.0075(16) O2 0.0467(17) 0.0409(16) 0.097(3) -0.0134(16) 0.0367(17) -0.0055(13) O3 0.0496(18) 0.0428(16) 0.121(3) 0.0144(18) 0.046(2) -0.0052(13) C12 0.0278(19) 0.074(3) 0.047(3) -0.014(2) 0.0180(19) -0.0070(18) N31 0.0328(17) 0.0376(17) 0.062(3) 0.0067(16) 0.0246(17) -0.0018(14) C6 0.039(2) 0.046(2) 0.054(3) -0.003(2) 0.021(2) -0.0048(17) C14 0.028(2) 0.065(3) 0.061(3) -0.010(2) 0.015(2) -0.0058(18) C13 0.0248(18) 0.045(2) 0.049(3) 0.0013(19) 0.0191(18) 0.0002(15) C5 0.047(2) 0.046(2) 0.071(3) 0.006(2) 0.039(2) -0.0061(19) C15 0.0295(19) 0.055(2) 0.050(3) -0.009(2) 0.0170(19) -0.0008(17) C16 0.026(2) 0.056(2) 0.061(3) 0.000(2) 0.029(2) 0.0017(17) C4 0.049(3) 0.052(3) 0.075(4) 0.006(2) 0.041(3) -0.001(2) C35 0.041(2) 0.051(2) 0.075(4) 0.011(2) 0.019(2) -0.0038(19) C26 0.057(3) 0.056(3) 0.068(4) -0.012(2) 0.024(3) -0.004(2) C2 0.044(2) 0.042(2) 0.059(3) -0.0009(19) 0.032(2) -0.0104(17) C3 0.048(2) 0.0368(19) 0.065(3) -0.005(2) 0.025(2) -0.0037(17) C1 0.0297(19) 0.055(2) 0.048(3) -0.002(2) 0.0285(19) -0.0072(17) C31 0.037(2) 0.054(3) 0.088(4) 0.013(3) 0.030(2) -0.0046(19) C33 0.050(3) 0.044(2) 0.070(3) 0.000(2) 0.036(2) -0.0023(19) C34 0.037(2) 0.055(3) 0.103(4) 0.003(3) 0.032(3) -0.013(2) O21 0.071(2) 0.066(2) 0.127(4) -0.034(2) -0.004(2) -0.0035(19) C24 0.052(3) 0.070(3) 0.096(5) -0.010(3) 0.007(3) 0.003(2) C32 0.039(2) 0.057(3) 0.080(4) 0.022(3) 0.018(2) 0.000(2) N21 0.077(3) 0.055(2) 0.098(4) -0.022(2) 0.026(3) 0.009(2) C11 0.0250(19) 0.067(3) 0.049(3) -0.009(2) 0.0123(19) -0.0106(17) O31 0.069(2) 0.063(2) 0.135(4) 0.038(2) 0.022(3) -0.0095(19) C25 0.059(3) 0.074(4) 0.085(4) -0.003(3) 0.009(3) 0.016(3) C36 0.051(3) 0.054(3) 0.084(4) 0.017(3) 0.032(3) 0.000(2) C22 0.049(3) 0.057(3) 0.156(6) -0.025(4) 0.017(3) 0.006(2) C23 0.049(3) 0.049(3) 0.082(4) -0.005(2) 0.018(3) 0.000(2) C21 0.056(3) 0.058(3) 0.176(7) -0.028(4) 0.007(4) 0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd O1W 2.206(3) . ? Cd O1W 2.206(3) 3 ? Cd N11 2.290(3) 3 ? Cd N11 2.290(3) . ? Cd N31 2.300(3) 2_455 ? Cd N31 2.300(3) 4_655 ? Zn O1W 2.206(3) . ? Zn O1W 2.206(3) 3 ? Zn N11 2.290(3) 3 ? Zn N11 2.290(3) . ? Zn N31 2.300(3) 2_455 ? Zn N31 2.300(3) 4_655 ? O1 C16 1.337(5) . ? O1 C1 1.425(4) . ? N11 C11 1.315(5) . ? N11 C15 1.350(5) . ? O11 C16 1.192(5) . ? O2 C26 1.373(6) . ? O2 C3 1.407(5) . ? O3 C36 1.355(6) . ? O3 C5 1.408(5) . ? C12 C13 1.389(6) . ? C12 C11 1.412(5) . ? N31 C35 1.346(5) . ? N31 C31 1.352(6) . ? N31 Zn 2.300(3) 2_445 ? N31 Cd 2.300(3) 2_445 ? C6 C5 1.380(5) . ? C6 C1 1.381(5) . ? C14 C15 1.380(5) . ? C14 C13 1.376(6) . ? C13 C16 1.499(5) . ? C5 C4 1.368(6) . ? C4 C3 1.392(6) . ? C35 C34 1.399(6) . ? C26 O21 1.184(6) . ? C26 C23 1.475(6) . ? C2 C3 1.369(5) . ? C2 C1 1.364(6) . ? C31 C32 1.375(6) . ? C33 C32 1.360(6) . ? C33 C34 1.399(7) . ? C33 C36 1.508(6) . ? C24 C23 1.378(7) . ? C24 C25 1.389(7) . ? N21 C21 1.362(7) . ? N21 C25 1.324(7) . ? O31 C36 1.163(6) . ? C22 C21 1.380(7) . ? C22 C23 1.386(7) . ? 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 O1W Cd O1W 180.00(17) . 3 ? O1W Cd N11 96.11(11) . 3 ? O1W Cd N11 83.89(11) 3 3 ? O1W Cd N11 83.89(11) . . ? O1W Cd N11 96.11(11) 3 . ? N11 Cd N11 180.0(2) 3 . ? O1W Cd N31 91.97(12) . 2_455 ? O1W Cd N31 88.03(12) 3 2_455 ? N11 Cd N31 94.94(11) 3 2_455 ? N11 Cd N31 85.06(11) . 2_455 ? O1W Cd N31 88.03(12) . 4_655 ? O1W Cd N31 91.97(12) 3 4_655 ? N11 Cd N31 85.06(11) 3 4_655 ? N11 Cd N31 94.94(11) . 4_655 ? N31 Cd N31 180.00(19) 2_455 4_655 ? O1W Zn O1W 180.00(17) . 3 ? O1W Zn N11 96.11(11) . 3 ? O1W Zn N11 83.89(11) 3 3 ? O1W Zn N11 83.89(11) . . ? O1W Zn N11 96.11(11) 3 . ? N11 Zn N11 180.0(2) 3 . ? O1W Zn N31 91.97(12) . 2_455 ? O1W Zn N31 88.03(12) 3 2_455 ? N11 Zn N31 94.94(11) 3 2_455 ? N11 Zn N31 85.06(11) . 2_455 ? O1W Zn N31 88.03(12) . 4_655 ? O1W Zn N31 91.97(12) 3 4_655 ? N11 Zn N31 85.06(11) 3 4_655 ? N11 Zn N31 94.94(11) . 4_655 ? N31 Zn N31 180.00(19) 2_455 4_655 ? C16 O1 C1 115.8(3) . . ? Zn O1W Cd 0.0 . . ? C11 N11 C15 117.9(3) . . ? C11 N11 Cd 117.9(2) . . ? C15 N11 Cd 124.0(3) . . ? C11 N11 Zn 117.9(2) . . ? C15 N11 Zn 124.0(3) . . ? Cd N11 Zn 0.0 . . ? C26 O2 C3 121.1(3) . . ? C36 O3 C5 120.7(4) . . ? C13 C12 C11 116.3(4) . . ? C35 N31 C31 116.5(3) . . ? C35 N31 Zn 117.4(3) . 2_445 ? C31 N31 Zn 126.1(3) . 2_445 ? C35 N31 Cd 117.4(3) . 2_445 ? C31 N31 Cd 126.1(3) . 2_445 ? Zn N31 Cd 0.0 2_445 2_445 ? C5 C6 C1 116.4(4) . . ? C15 C14 C13 119.1(4) . . ? C14 C13 C12 120.0(3) . . ? C14 C13 C16 118.1(4) . . ? C12 C13 C16 121.7(4) . . ? C6 C5 C4 123.4(4) . . ? C6 C5 O3 116.2(4) . . ? C4 C5 O3 120.3(3) . . ? N11 C15 C14 122.4(4) . . ? O11 C16 O1 124.7(3) . . ? O11 C16 C13 122.0(4) . . ? O1 C16 C13 113.3(4) . . ? C5 C4 C3 116.8(4) . . ? N31 C35 C34 122.4(4) . . ? O21 C26 O2 123.2(4) . . ? O21 C26 C23 126.1(5) . . ? O2 C26 C23 110.7(4) . . ? C3 C2 C1 117.5(4) . . ? C2 C3 C4 122.6(4) . . ? C2 C3 O2 116.3(4) . . ? C4 C3 O2 120.9(4) . . ? C6 C1 C2 123.3(3) . . ? C6 C1 O1 117.7(3) . . ? C2 C1 O1 118.9(3) . . ? N31 C31 C32 124.2(4) . . ? C32 C33 C34 118.3(4) . . ? C32 C33 C36 119.9(4) . . ? C34 C33 C36 121.7(4) . . ? C35 C34 C33 119.1(4) . . ? C23 C24 C25 118.5(5) . . ? C33 C32 C31 119.4(4) . . ? C21 N21 C25 117.1(4) . . ? N11 C11 C12 124.2(4) . . ? N21 C25 C24 124.2(5) . . ? O31 C36 O3 125.3(4) . . ? O31 C36 C33 124.7(5) . . ? O3 C36 C33 110.0(4) . . ? C21 C22 C23 119.7(5) . . ? C24 C23 C22 118.4(5) . . ? C24 C23 C26 118.4(5) . . ? C22 C23 C26 123.2(4) . . ? N21 C21 C22 122.1(5) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.173 _refine_diff_density_min -0.885 _refine_diff_density_rms 0.094 # 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 -0.002 0.432 0.009 1384 747 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 965131'