# 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_exp_1136 _database_code_depnum_ccdc_archive 'CCDC 910903' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H7 Cd0.50 I N7' _chemical_formula_weight 396.32 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.3342(6) _cell_length_b 7.6172(2) _cell_length_c 16.7658(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2341.44(14) _cell_formula_units_Z 8 _cell_measurement_temperature 116(1) _cell_measurement_reflns_used 2557 _cell_measurement_theta_min 2.5272 _cell_measurement_theta_max 28.4403 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.04 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 3.610 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8691 _exptl_absorpt_correction_T_max 0.9313 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 116(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _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 14669 _diffrn_reflns_av_R_equivalents 0.0807 _diffrn_reflns_av_sigmaI/netI 0.0517 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2058 _reflns_number_gt 1554 _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^)+(0.0200P)^2^+3.5931P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2058 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0545 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0714 _refine_ls_wR_factor_gt 0.0611 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.5000 0.55486(7) 0.7500 0.01460(16) Uani 1 2 d S . . I1 I 0.59442(2) 0.79723(5) 0.83523(3) 0.01903(13) Uani 1 1 d . . . N1 N 0.5768(3) 0.3294(6) 0.8145(3) 0.0180(12) Uani 1 1 d . . . N2 N 0.6506(3) 0.3048(7) 0.7933(3) 0.0254(14) Uani 1 1 d . . . N3 N 0.6326(2) 0.2137(6) 0.9175(3) 0.0156(11) Uani 1 1 d . . . N4 N 0.7156(3) 0.1039(6) 1.0066(3) 0.0161(12) Uani 1 1 d . . . N5 N 0.8077(3) 0.0101(6) 1.0888(3) 0.0152(11) Uani 1 1 d . . . N6 N 0.9262(3) 0.0464(6) 1.0714(3) 0.0215(13) Uani 1 1 d . . . N7 N 0.9134(3) -0.0267(6) 1.1469(3) 0.0186(12) Uani 1 1 d . . . C1 C 0.5683(3) 0.2773(7) 0.8865(4) 0.0207(16) Uani 1 1 d . . . H1 H 0.5244 0.2817 0.9142 0.025 Uiso 1 1 calc R . . C2 C 0.6810(4) 0.2343(8) 0.8553(4) 0.0226(16) Uani 1 1 d . . . H2 H 0.7298 0.2015 0.8576 0.027 Uiso 1 1 calc R . . C3 C 0.6460(4) 0.1337(7) 0.9921(4) 0.0181(15) Uani 1 1 d . . . C4 C 0.5895(3) 0.0949(8) 1.0447(4) 0.0197(15) Uani 1 1 d . . . H4 H 0.5412 0.1212 1.0324 0.024 Uiso 1 1 calc R . . C5 C 0.6082(3) 0.0154(8) 1.1164(4) 0.0204(15) Uani 1 1 d . . . H5 H 0.5723 -0.0133 1.1533 0.024 Uiso 1 1 calc R . . C6 C 0.6811(3) -0.0213(8) 1.1327(4) 0.0208(15) Uani 1 1 d . . . H6 H 0.6951 -0.0781 1.1794 0.025 Uiso 1 1 calc R . . C7 C 0.7312(3) 0.0304(7) 1.0767(4) 0.0176(14) Uani 1 1 d . . . C8 C 0.8436(3) -0.0446(7) 1.1562(4) 0.0171(14) Uani 1 1 d . . . H8 H 0.8211 -0.0882 1.2018 0.020 Uiso 1 1 calc R . . C9 C 0.8625(3) 0.0662(8) 1.0390(4) 0.0197(15) Uani 1 1 d . . . H9 H 0.8549 0.1126 0.9884 0.024 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0127(3) 0.0170(3) 0.0141(4) 0.000 0.0001(3) 0.000 I1 0.0190(2) 0.0194(2) 0.0186(2) -0.00259(19) -0.00141(19) -0.00228(17) N1 0.020(3) 0.015(3) 0.019(3) -0.002(2) -0.004(2) 0.002(2) N2 0.026(3) 0.025(3) 0.026(4) 0.001(3) -0.002(3) 0.005(3) N3 0.013(3) 0.016(3) 0.018(3) -0.002(2) -0.003(2) 0.001(2) N4 0.016(3) 0.016(3) 0.016(3) 0.000(2) -0.002(2) 0.002(2) N5 0.016(3) 0.014(3) 0.016(3) 0.003(2) 0.000(3) 0.000(2) N6 0.020(3) 0.020(3) 0.025(4) 0.003(3) -0.006(3) 0.002(2) N7 0.020(3) 0.019(3) 0.017(3) 0.003(2) -0.002(2) 0.004(2) C1 0.012(3) 0.018(3) 0.032(5) 0.002(3) -0.004(3) 0.003(3) C2 0.014(3) 0.030(4) 0.024(5) 0.000(3) -0.001(3) 0.003(3) C3 0.028(4) 0.013(3) 0.012(4) -0.005(3) -0.009(3) 0.002(3) C4 0.013(3) 0.023(3) 0.022(4) -0.008(3) 0.001(3) 0.001(3) C5 0.017(4) 0.024(4) 0.020(4) -0.002(3) 0.004(3) -0.003(3) C6 0.019(4) 0.021(3) 0.022(4) 0.001(3) 0.000(3) 0.001(3) C7 0.016(3) 0.017(3) 0.020(4) -0.001(3) 0.003(3) 0.005(3) C8 0.023(4) 0.019(3) 0.009(4) -0.001(3) -0.002(3) 0.003(3) C9 0.021(4) 0.022(4) 0.016(4) -0.001(3) -0.001(3) 0.000(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N7 2.356(5) 4_457 ? Cd1 N7 2.356(5) 2_654 ? Cd1 N1 2.470(5) 3_656 ? Cd1 N1 2.470(5) . ? Cd1 I1 2.9063(5) . ? Cd1 I1 2.9063(5) 3_656 ? N1 C1 1.281(8) . ? N1 N2 1.411(7) . ? N2 C2 1.296(8) . ? N3 C1 1.377(7) . ? N3 C2 1.377(8) . ? N3 C3 1.413(8) . ? N4 C3 1.319(7) . ? N4 C7 1.332(8) . ? N5 C8 1.372(8) . ? N5 C9 1.375(8) . ? N5 C7 1.426(7) . ? N6 C9 1.295(8) . ? N6 N7 1.404(7) . ? N7 C8 1.297(7) . ? N7 Cd1 2.356(5) 2_655 ? C3 C4 1.392(9) . ? C4 C5 1.389(9) . ? C5 C6 1.391(8) . ? C6 C7 1.372(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 N7 Cd1 N7 169.6(2) 4_457 2_654 ? N7 Cd1 N1 82.72(17) 4_457 3_656 ? N7 Cd1 N1 90.01(18) 2_654 3_656 ? N7 Cd1 N1 90.01(17) 4_457 . ? N7 Cd1 N1 82.72(17) 2_654 . ? N1 Cd1 N1 91.9(2) 3_656 . ? N7 Cd1 I1 95.66(12) 4_457 . ? N7 Cd1 I1 90.98(12) 2_654 . ? N1 Cd1 I1 175.14(11) 3_656 . ? N1 Cd1 I1 83.51(11) . . ? N7 Cd1 I1 90.98(12) 4_457 3_656 ? N7 Cd1 I1 95.66(12) 2_654 3_656 ? N1 Cd1 I1 83.51(11) 3_656 3_656 ? N1 Cd1 I1 175.14(11) . 3_656 ? I1 Cd1 I1 101.13(2) . 3_656 ? C1 N1 N2 108.3(5) . . ? C1 N1 Cd1 123.9(4) . . ? N2 N1 Cd1 122.0(4) . . ? C2 N2 N1 105.4(5) . . ? C1 N3 C2 103.1(5) . . ? C1 N3 C3 129.4(5) . . ? C2 N3 C3 127.4(5) . . ? C3 N4 C7 116.2(5) . . ? C8 N5 C9 104.1(5) . . ? C8 N5 C7 128.4(5) . . ? C9 N5 C7 126.8(6) . . ? C9 N6 N7 105.9(5) . . ? C8 N7 N6 108.3(5) . . ? C8 N7 Cd1 124.6(4) . 2_655 ? N6 N7 Cd1 125.9(4) . 2_655 ? N1 C1 N3 111.1(6) . . ? N2 C2 N3 112.2(6) . . ? N4 C3 C4 124.5(6) . . ? N4 C3 N3 113.9(6) . . ? C4 C3 N3 121.6(6) . . ? C5 C4 C3 117.1(6) . . ? C6 C5 C4 119.7(6) . . ? C7 C6 C5 116.8(6) . . ? N4 C7 C6 125.5(6) . . ? N4 C7 N5 112.4(5) . . ? C6 C7 N5 122.0(6) . . ? N7 C8 N5 110.0(6) . . ? N6 C9 N5 111.6(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.980 _refine_diff_density_min -0.683 _refine_diff_density_rms 0.168 data_2 _database_code_depnum_ccdc_archive 'CCDC 910904' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10.80 H8.40 B Cd0.60 F5.20 N8.40 O3.60 P0.20' _chemical_formula_weight 496.70 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M R-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' '-x+2/3, -y+1/3, -z+1/3' 'y+2/3, -x+y+1/3, -z+1/3' 'x-y+2/3, x+1/3, -z+1/3' '-x+1/3, -y+2/3, -z+2/3' 'y+1/3, -x+y+2/3, -z+2/3' 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 20.0843(5) _cell_length_b 20.0843(5) _cell_length_c 20.2408(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 7070.8(3) _cell_formula_units_Z 15 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.750 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3666 _exptl_absorpt_coefficient_mu 0.822 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8528 _exptl_absorpt_correction_T_max 0.8528 _exptl_absorpt_process_details 'SADABS (Bruker, 2000)' _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 4918 _diffrn_reflns_av_R_equivalents 0.0691 _diffrn_reflns_av_sigmaI/netI 0.1108 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2756 _reflns_number_gt 2052 _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^)+(0.0657P)^2^+306.8618P] 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 2756 _refine_ls_number_parameters 240 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.1105 _refine_ls_R_factor_gt 0.0814 _refine_ls_wR_factor_ref 0.2076 _refine_ls_wR_factor_gt 0.1880 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.140 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.0000 0.0000 0.0000 0.0069(4) Uani 1 6 d S . . Cd2 Cd 0.0000 0.0000 0.20472(5) 0.0060(3) Uani 1 3 d S . . N3 N 0.1221(7) 0.2255(6) 0.1081(5) 0.035(3) Uani 1 1 d . . . N2 N 0.0566(5) 0.1118(5) 0.0668(4) 0.0181(19) Uani 1 1 d . . . N4 N 0.1889(7) 0.3458(6) 0.0582(5) 0.043(3) Uani 1 1 d . . . C1 C 0.1013(7) 0.1822(7) 0.0522(5) 0.030(3) Uani 1 1 d . . . H1 H 0.1172 0.2011 0.0097 0.03(3) Uiso 1 1 calc R . . N1 N 0.0487(5) 0.1077(5) 0.1349(4) 0.019(2) Uani 1 1 d . . . C3 C 0.1773(9) 0.3076(8) 0.1149(6) 0.044(4) Uani 1 1 d . . . C4 C 0.2113(10) 0.3384(9) 0.1741(6) 0.049(4) Uani 1 1 d . . . H4 H 0.2010 0.3077 0.2114 0.05(4) Uiso 1 1 calc R . . C7 C 0.2397(8) 0.4209(7) 0.0627(6) 0.034(3) Uani 1 1 d . . . C2 C 0.0887(7) 0.1772(6) 0.1586(5) 0.023(2) Uani 1 1 d . . . H2 H 0.0931 0.1908 0.2030 0.02(3) Uiso 1 1 calc R . . C6 C 0.2780(9) 0.4592(9) 0.1180(7) 0.046(4) Uani 1 1 d . . . H6 H 0.3138 0.5115 0.1168 0.09(7) Uiso 1 1 calc R . . C5 C 0.2617(10) 0.4173(9) 0.1768(7) 0.051(4) Uani 1 1 d . . . H5 H 0.2840 0.4415 0.2165 0.05(4) Uiso 1 1 calc R . . N5 N 0.2503(8) 0.4609(6) 0.0022(5) 0.042(3) Uani 1 1 d . . . C9 C 0.2770(8) 0.5364(7) -0.0075(6) 0.038(3) Uani 1 1 d . . . H9 H 0.2908 0.5722 0.0263 0.05(4) Uiso 1 1 calc R . . C8 C 0.2355(11) 0.4302(9) -0.0605(6) 0.062(5) Uani 1 1 d . . . H8 H 0.2147 0.3783 -0.0702 0.06(5) Uiso 1 1 calc R . . N7 N 0.2812(5) 0.5532(5) -0.0699(4) 0.022(2) Uani 1 1 d . . . N6 N 0.2552(8) 0.4848(7) -0.1047(5) 0.048(3) Uani 1 1 d . . . F2 F 0.4206(13) 0.3363(12) -0.0021(11) 0.159(9) Uani 0.83 1 d PD . . F4 F 0.3148(16) 0.2776(14) 0.0610(18) 0.237(19) Uani 0.83 1 d PD . . F1 F 0.3537(18) 0.378(2) -0.0022(17) 0.259(18) Uani 0.83 1 d PD . . F3 F 0.4050(19) 0.380(2) 0.0823(15) 0.35(3) Uani 0.83 1 d PD . . B1 B 0.3648(15) 0.3310(15) 0.0328(14) 0.30(7) Uani 0.83 1 d PD . . P1 P 0.3333 0.6667 0.1667 0.0261(16) Uani 1 6 d S . . F5 F 0.2576(4) 0.6149(5) 0.1183(3) 0.041(2) Uani 1 1 d . . . O3 O 0.7639(6) 0.8832(8) 0.9026(4) 0.074(4) Uani 1 1 d . . . O1 O 0.5561(14) 0.4501(15) 0.0209(6) 0.164(11) Uani 1 1 d . . . O2 O 0.6153(11) 0.6768(13) 0.7800(12) 0.152(8) 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 0.0070(5) 0.0070(5) 0.0065(8) 0.000 0.000 0.0035(3) Cd2 0.0058(4) 0.0058(4) 0.0065(6) 0.000 0.000 0.0029(2) N3 0.052(7) 0.031(6) 0.015(5) 0.004(4) 0.000(5) 0.016(5) N2 0.020(5) 0.015(5) 0.016(4) 0.000(4) 0.002(4) 0.006(4) N4 0.067(8) 0.031(6) 0.019(5) -0.001(5) 0.000(5) 0.016(6) C1 0.048(8) 0.022(6) 0.011(5) 0.002(5) 0.001(5) 0.010(6) N1 0.030(5) 0.016(5) 0.006(4) 0.001(3) -0.003(4) 0.008(4) C3 0.070(10) 0.034(8) 0.023(6) 0.001(6) 0.012(7) 0.022(7) C4 0.074(11) 0.042(8) 0.023(7) 0.001(6) -0.009(7) 0.023(8) C7 0.046(8) 0.030(7) 0.025(6) -0.002(5) 0.002(6) 0.019(6) C2 0.032(6) 0.023(6) 0.007(5) -0.001(4) -0.001(4) 0.009(5) C6 0.056(10) 0.038(8) 0.038(8) 0.000(6) -0.005(7) 0.019(7) C5 0.071(11) 0.043(9) 0.030(8) -0.001(6) -0.004(7) 0.022(8) N5 0.069(8) 0.031(6) 0.012(5) -0.001(4) 0.005(5) 0.015(6) C9 0.060(9) 0.022(6) 0.015(6) 0.003(5) 0.006(6) 0.008(6) C8 0.111(15) 0.035(9) 0.017(6) -0.002(6) -0.005(8) 0.019(9) N7 0.028(5) 0.016(5) 0.016(4) 0.002(4) -0.003(4) 0.007(4) N6 0.088(10) 0.032(6) 0.013(5) 0.001(5) -0.001(6) 0.021(7) F2 0.18(2) 0.15(2) 0.140(17) -0.009(15) 0.058(16) 0.077(18) F4 0.18(3) 0.19(3) 0.37(5) -0.03(3) 0.07(3) 0.11(3) F1 0.25(4) 0.28(4) 0.22(3) 0.11(3) 0.06(3) 0.11(4) F3 0.30(5) 0.33(6) 0.37(6) -0.09(5) 0.01(5) 0.13(5) B1 0.25(11) 0.23(11) 0.5(2) -0.08(13) 0.04(13) 0.21(11) P1 0.023(2) 0.023(2) 0.033(4) 0.000 0.000 0.0113(11) F5 0.023(4) 0.060(5) 0.025(4) -0.001(4) 0.000(3) 0.009(4) O3 0.032(6) 0.129(11) 0.017(5) 0.000(6) 0.006(4) 0.007(7) O1 0.28(3) 0.34(3) 0.029(7) 0.000(12) -0.005(11) 0.28(3) O2 0.103(15) 0.143(18) 0.19(2) -0.022(16) -0.017(15) 0.047(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N2 2.369(8) . ? Cd1 N2 2.369(8) 10 ? Cd1 N2 2.369(8) 12 ? Cd1 N2 2.369(8) 2 ? Cd1 N2 2.369(8) 3 ? Cd1 N2 2.369(8) 11 ? Cd2 N7 2.306(9) 4_445 ? Cd2 N7 2.306(9) 5 ? Cd2 N7 2.306(9) 6_455 ? Cd2 N1 2.349(8) 2 ? Cd2 N1 2.349(8) 3 ? Cd2 N1 2.349(8) . ? N3 C2 1.337(14) . ? N3 C1 1.359(14) . ? N3 C3 1.462(17) . ? N2 C1 1.274(14) . ? N2 N1 1.385(11) . ? N4 C3 1.334(16) . ? N4 C7 1.336(16) . ? C1 H1 0.9300 . ? N1 C2 1.305(14) . ? C3 C4 1.365(19) . ? C4 C5 1.39(2) . ? C4 H4 0.9300 . ? C7 C6 1.358(18) . ? C7 N5 1.422(16) . ? C2 H2 0.9300 . ? C6 C5 1.399(19) . ? C6 H6 0.9300 . ? C5 H5 0.9300 . ? N5 C9 1.346(16) . ? N5 C8 1.378(16) . ? C9 N7 1.298(14) . ? C9 H9 0.9300 . ? C8 N6 1.314(17) . ? C8 H8 0.9300 . ? N7 N6 1.392(13) . ? N7 Cd2 2.306(9) 7_554 ? F2 B1 1.284(19) . ? F4 B1 1.185(18) . ? F1 B1 1.29(2) . ? F3 B1 1.35(2) . ? P1 F5 1.665(7) 15 ? P1 F5 1.665(7) 3_565 ? P1 F5 1.665(7) . ? P1 F5 1.665(7) 13_565 ? P1 F5 1.665(7) 2_665 ? P1 F5 1.665(7) 14_455 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cd1 N2 180.0(6) . 10 ? N2 Cd1 N2 89.3(3) . 12 ? N2 Cd1 N2 90.7(3) 10 12 ? N2 Cd1 N2 90.7(3) . 2 ? N2 Cd1 N2 89.3(3) 10 2 ? N2 Cd1 N2 89.3(3) 12 2 ? N2 Cd1 N2 90.7(3) . 3 ? N2 Cd1 N2 89.3(3) 10 3 ? N2 Cd1 N2 180.0(5) 12 3 ? N2 Cd1 N2 90.7(3) 2 3 ? N2 Cd1 N2 89.3(3) . 11 ? N2 Cd1 N2 90.7(3) 10 11 ? N2 Cd1 N2 90.7(3) 12 11 ? N2 Cd1 N2 180.0(5) 2 11 ? N2 Cd1 N2 89.3(3) 3 11 ? N7 Cd2 N7 95.8(3) 4_445 5 ? N7 Cd2 N7 95.8(3) 4_445 6_455 ? N7 Cd2 N7 95.8(3) 5 6_455 ? N7 Cd2 N1 87.9(3) 4_445 2 ? N7 Cd2 N1 174.0(3) 5 2 ? N7 Cd2 N1 88.4(3) 6_455 2 ? N7 Cd2 N1 88.4(3) 4_445 3 ? N7 Cd2 N1 87.9(3) 5 3 ? N7 Cd2 N1 174.0(3) 6_455 3 ? N1 Cd2 N1 87.5(3) 2 3 ? N7 Cd2 N1 174.0(3) 4_445 . ? N7 Cd2 N1 88.4(3) 5 . ? N7 Cd2 N1 87.9(3) 6_455 . ? N1 Cd2 N1 87.5(3) 2 . ? N1 Cd2 N1 87.5(3) 3 . ? C2 N3 C1 106.9(10) . . ? C2 N3 C3 124.7(10) . . ? C1 N3 C3 128.1(10) . . ? C1 N2 N1 107.1(9) . . ? C1 N2 Cd1 131.1(7) . . ? N1 N2 Cd1 121.6(6) . . ? C3 N4 C7 113.9(12) . . ? N2 C1 N3 109.7(10) . . ? N2 C1 H1 125.1 . . ? N3 C1 H1 125.1 . . ? C2 N1 N2 108.1(8) . . ? C2 N1 Cd2 120.9(6) . . ? N2 N1 Cd2 129.6(6) . . ? N4 C3 C4 126.2(14) . . ? N4 C3 N3 112.5(12) . . ? C4 C3 N3 121.3(12) . . ? C3 C4 C5 117.7(13) . . ? C3 C4 H4 121.2 . . ? C5 C4 H4 121.2 . . ? N4 C7 C6 126.4(13) . . ? N4 C7 N5 113.2(11) . . ? C6 C7 N5 120.5(12) . . ? N1 C2 N3 108.2(9) . . ? N1 C2 H2 125.9 . . ? N3 C2 H2 125.9 . . ? C7 C6 C5 117.7(14) . . ? C7 C6 H6 121.2 . . ? C5 C6 H6 121.2 . . ? C4 C5 C6 118.0(14) . . ? C4 C5 H5 121.0 . . ? C6 C5 H5 121.0 . . ? C9 N5 C8 104.2(11) . . ? C9 N5 C7 128.8(11) . . ? C8 N5 C7 127.1(12) . . ? N7 C9 N5 111.8(11) . . ? N7 C9 H9 124.1 . . ? N5 C9 H9 124.1 . . ? N6 C8 N5 110.2(13) . . ? N6 C8 H8 124.9 . . ? N5 C8 H8 124.9 . . ? C9 N7 N6 107.0(9) . . ? C9 N7 Cd2 134.1(8) . 7_554 ? N6 N7 Cd2 118.4(6) . 7_554 ? C8 N6 N7 106.7(10) . . ? F4 B1 F2 130(2) . . ? F4 B1 F1 123(2) . . ? F2 B1 F1 95.8(17) . . ? F4 B1 F3 103(2) . . ? F2 B1 F3 99.7(19) . . ? F1 B1 F3 97.6(18) . . ? F5 P1 F5 179.997(2) 15 3_565 ? F5 P1 F5 91.1(3) 15 . ? F5 P1 F5 88.9(3) 3_565 . ? F5 P1 F5 88.9(3) 15 13_565 ? F5 P1 F5 91.1(3) 3_565 13_565 ? F5 P1 F5 179.997(1) . 13_565 ? F5 P1 F5 91.1(3) 15 2_665 ? F5 P1 F5 88.9(3) 3_565 2_665 ? F5 P1 F5 88.9(3) . 2_665 ? F5 P1 F5 91.1(3) 13_565 2_665 ? F5 P1 F5 88.9(3) 15 14_455 ? F5 P1 F5 91.1(3) 3_565 14_455 ? F5 P1 F5 91.1(3) . 14_455 ? F5 P1 F5 88.9(3) 13_565 14_455 ? F5 P1 F5 180.0(4) 2_665 14_455 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.305 _refine_diff_density_min -1.746 _refine_diff_density_rms 0.194 data_2a _database_code_depnum_ccdc_archive 'CCDC 910905' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H8 Cd I2 N6' _chemical_formula_weight 578.43 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.549(12) _cell_length_b 6.323(5) _cell_length_c 15.523(11) _cell_angle_alpha 90.00 _cell_angle_beta 109.066(10) _cell_angle_gamma 90.00 _cell_volume 1535.3(19) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.6 _cell_measurement_theta_max 26.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 5.435 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.391 _exptl_absorpt_correction_T_max 0.581 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(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 4310 _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.60 _diffrn_reflns_theta_max 26.00 _reflns_number_total 1505 _reflns_number_gt 1344 _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^)+(0.0336P)^2^+4.2056P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1505 _refine_ls_number_parameters 97 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0277 _refine_ls_R_factor_gt 0.0236 _refine_ls_wR_factor_ref 0.0596 _refine_ls_wR_factor_gt 0.0566 _refine_ls_goodness_of_fit_ref 0.883 _refine_ls_restrained_S_all 0.883 _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 Cd Cd 1.0000 1.09019(5) 0.2500 0.04191(12) Uani 1 2 d S . . I1 I 1.05297(19) 1.3283(7) 0.1404(5) 0.0756(8) Uani 0.404(16) 1 d P A 1 I2 I 1.0397(3) 1.2670(12) 0.1078(5) 0.0929(12) Uani 0.596(16) 1 d P A 2 N1 N 0.89277(18) 0.8581(4) 0.18758(19) 0.0459(6) Uani 1 1 d . A . N3 N 0.81364(18) 0.5937(4) 0.11716(18) 0.0429(6) Uani 1 1 d . A . C4 C 0.7809(2) 0.4188(5) 0.0570(2) 0.0400(7) Uani 1 1 d . . . N2 N 0.8302(2) 0.8264(6) 0.2266(2) 0.0650(9) Uani 1 1 d . . . C1 C 0.8818(2) 0.7180(6) 0.1232(2) 0.0506(8) Uani 1 1 d . . . H1 H 0.9160 0.7053 0.0864 0.061 Uiso 1 1 calc R A . C3 C 0.7853(3) 0.6678(7) 0.1835(3) 0.0639(11) Uani 1 1 d . A . H3 H 0.7388 0.6116 0.1968 0.077 Uiso 1 1 calc R . . C6 C 0.8073(3) 0.3851(7) -0.0165(3) 0.0682(12) Uani 1 1 d . . . H6 H 0.8462 0.4772 -0.0281 0.082 Uiso 1 1 calc R . . C5 C 0.7235(3) 0.2845(7) 0.0736(3) 0.0684(13) Uani 1 1 d . . . H5 H 0.7050 0.3071 0.1234 0.082 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 0.0426(2) 0.03666(18) 0.0521(2) 0.000 0.02308(16) 0.000 I1 0.0782(7) 0.0793(12) 0.0791(17) 0.0354(10) 0.0389(9) -0.0024(8) I2 0.0818(10) 0.121(2) 0.0947(18) 0.0597(18) 0.0546(12) 0.0235(12) N1 0.0471(16) 0.0440(14) 0.0513(15) -0.0077(12) 0.0224(14) -0.0073(13) N3 0.0449(15) 0.0443(14) 0.0431(14) -0.0054(12) 0.0192(12) -0.0057(13) C4 0.0408(16) 0.0419(16) 0.0388(15) 0.0006(13) 0.0150(14) -0.0018(14) N2 0.067(2) 0.071(2) 0.072(2) -0.0240(18) 0.0425(19) -0.0192(18) C1 0.054(2) 0.053(2) 0.055(2) -0.0101(16) 0.0320(18) -0.0144(17) C3 0.061(2) 0.075(3) 0.071(3) -0.025(2) 0.042(2) -0.020(2) C6 0.081(3) 0.075(3) 0.067(2) -0.021(2) 0.049(2) -0.040(2) C5 0.087(3) 0.076(3) 0.062(2) -0.024(2) 0.051(2) -0.039(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd N1 2.263(3) . ? Cd N1 2.263(3) 2_755 ? Cd I1 2.628(4) 2_755 ? Cd I1 2.628(4) . ? Cd I2 2.738(2) 2_755 ? Cd I2 2.738(2) . ? N1 C1 1.303(4) . ? N1 N2 1.375(4) . ? N3 C3 1.347(4) . ? N3 C1 1.352(4) . ? N3 C4 1.434(4) . ? C4 C5 1.360(5) . ? C4 C6 1.365(5) . ? N2 C3 1.296(5) . ? C1 H1 0.9300 . ? C3 H3 0.9300 . ? C6 C5 1.378(5) 7_655 ? C6 H6 0.9300 . ? C5 C6 1.378(5) 7_655 ? C5 H5 0.9300 . ? 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 N1 Cd N1 99.10(16) . 2_755 ? N1 Cd I1 105.56(10) . 2_755 ? N1 Cd I1 118.37(18) 2_755 2_755 ? N1 Cd I1 118.37(18) . . ? N1 Cd I1 105.56(10) 2_755 . ? I1 Cd I1 110.1(3) 2_755 . ? N1 Cd I2 104.43(9) . 2_755 ? N1 Cd I2 106.3(2) 2_755 2_755 ? I1 Cd I2 13.00(7) 2_755 2_755 ? I1 Cd I2 120.4(3) . 2_755 ? N1 Cd I2 106.3(2) . . ? N1 Cd I2 104.43(9) 2_755 . ? I1 Cd I2 120.4(3) 2_755 . ? I1 Cd I2 13.00(7) . . ? I2 Cd I2 131.8(4) 2_755 . ? C1 N1 N2 107.6(3) . . ? C1 N1 Cd 131.5(2) . . ? N2 N1 Cd 120.3(2) . . ? C3 N3 C1 103.6(3) . . ? C3 N3 C4 127.9(3) . . ? C1 N3 C4 128.5(3) . . ? C5 C4 C6 119.6(3) . . ? C5 C4 N3 119.8(3) . . ? C6 C4 N3 120.6(3) . . ? C3 N2 N1 105.8(3) . . ? N1 C1 N3 110.6(3) . . ? N1 C1 H1 124.7 . . ? N3 C1 H1 124.7 . . ? N2 C3 N3 112.4(3) . . ? N2 C3 H3 123.8 . . ? N3 C3 H3 123.8 . . ? C4 C6 C5 120.5(3) . 7_655 ? C4 C6 H6 119.7 . . ? C5 C6 H6 119.7 7_655 . ? C4 C5 C6 119.8(3) . 7_655 ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 7_655 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.529 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.073 data_1 _database_code_depnum_ccdc_archive 'CCDC 910906' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H8 Cd N8 S2' _chemical_formula_weight 440.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.5829(13) _cell_length_b 7.2843(17) _cell_length_c 9.482(2) _cell_angle_alpha 93.241(3) _cell_angle_beta 102.883(3) _cell_angle_gamma 94.796(3) _cell_volume 373.46(15) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.960 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 216 _exptl_absorpt_coefficient_mu 1.752 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.7207 _exptl_absorpt_correction_T_max 0.7790 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 2593 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0248 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1298 _reflns_number_gt 1268 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0460P)^2^+0.1888P] 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 1298 _refine_ls_number_parameters 106 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0251 _refine_ls_R_factor_gt 0.0244 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0671 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 C1 C 0.4381(5) 0.2806(4) 0.4123(3) 0.0212(6) Uani 1 1 d . . . C2 C -0.0570(6) 0.7062(5) 0.0668(4) 0.0308(7) Uani 1 1 d . . . H2 H -0.1516 0.7351 -0.0241 0.037 Uiso 1 1 calc R . . C3 C 0.2439(6) 0.6889(5) 0.2480(4) 0.0286(7) Uani 1 1 d . . . H3 H 0.4030 0.7025 0.3117 0.034 Uiso 1 1 calc R . . C4 C 0.3485(5) 0.8811(4) 0.0571(3) 0.0204(6) Uani 1 1 d . . . C5 C 0.5327(6) 0.9980(4) 0.1496(3) 0.0241(7) Uani 1 1 d . . . H5 H 0.5546 0.9957 0.2517 0.029 Uiso 1 1 calc R . . C6 C 0.3150(6) 0.8816(4) -0.0923(3) 0.0240(7) Uani 1 1 d . . . H6 H 0.1889 0.8002 -0.1548 0.029 Uiso 1 1 calc R . . Cd1 Cd 0.0000 0.5000 0.5000 0.01963(14) Uani 1 2 d S . . N1 N 0.6187(5) 0.3608(4) 0.3964(3) 0.0253(6) Uani 1 1 d . . . N2 N 0.0492(5) 0.5980(4) 0.2749(3) 0.0244(6) Uani 1 1 d . . . N3 N -0.1450(5) 0.6097(4) 0.1588(3) 0.0324(7) Uani 1 1 d . . . N4 N 0.1894(5) 0.7606(4) 0.1182(3) 0.0229(5) Uani 1 1 d . . . S1 S 0.18409(14) 0.16826(11) 0.43794(9) 0.0261(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 C1 0.0234(16) 0.0201(15) 0.0204(15) -0.0032(12) 0.0055(12) 0.0047(13) C2 0.0287(17) 0.0295(17) 0.0342(18) 0.0081(14) 0.0061(14) 0.0020(13) C3 0.0318(17) 0.0315(18) 0.0230(16) 0.0099(13) 0.0077(14) -0.0038(14) C4 0.0243(15) 0.0177(15) 0.0224(15) 0.0062(12) 0.0109(12) 0.0020(11) C5 0.0356(17) 0.0216(15) 0.0168(14) 0.0016(12) 0.0096(13) 0.0029(13) C6 0.0308(16) 0.0221(16) 0.0181(15) 0.0002(12) 0.0059(13) -0.0037(12) Cd1 0.01794(19) 0.0227(2) 0.0195(2) 0.00513(12) 0.00757(12) -0.00176(12) N1 0.0189(13) 0.0268(14) 0.0301(15) -0.0032(11) 0.0081(11) -0.0019(11) N2 0.0269(13) 0.0263(14) 0.0214(13) 0.0081(11) 0.0076(11) 0.0006(11) N3 0.0304(15) 0.0327(16) 0.0365(17) 0.0107(13) 0.0113(13) 0.0009(12) N4 0.0253(13) 0.0221(14) 0.0236(13) 0.0066(10) 0.0101(11) -0.0009(10) S1 0.0208(4) 0.0226(4) 0.0356(5) 0.0024(3) 0.0092(3) -0.0018(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 C1 N1 1.167(4) . ? C1 S1 1.650(3) . ? C2 N3 1.303(5) . ? C2 N4 1.369(4) . ? C2 H2 0.9500 . ? C3 N2 1.307(4) . ? C3 N4 1.347(4) . ? C3 H3 0.9500 . ? C4 C5 1.385(5) . ? C4 C6 1.388(4) . ? C4 N4 1.432(4) . ? C5 C6 1.386(5) 2_675 ? C5 H5 0.9500 . ? C6 C5 1.386(5) 2_675 ? C6 H6 0.9500 . ? Cd1 N1 2.262(3) 2_666 ? Cd1 N1 2.262(3) 1_455 ? Cd1 N2 2.354(3) . ? Cd1 N2 2.354(3) 2_566 ? Cd1 S1 2.7868(9) . ? Cd1 S1 2.7868(9) 2_566 ? N1 Cd1 2.262(3) 1_655 ? N2 N3 1.374(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 S1 179.0(3) . . ? N3 C2 N4 111.3(3) . . ? N3 C2 H2 124.4 . . ? N4 C2 H2 124.4 . . ? N2 C3 N4 111.1(3) . . ? N2 C3 H3 124.5 . . ? N4 C3 H3 124.5 . . ? C5 C4 C6 121.0(3) . . ? C5 C4 N4 118.9(3) . . ? C6 C4 N4 120.1(3) . . ? C4 C5 C6 119.7(3) . 2_675 ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 2_675 . ? C4 C6 C5 119.3(3) . 2_675 ? C4 C6 H6 120.3 . . ? C5 C6 H6 120.3 2_675 . ? N1 Cd1 N1 180.0 2_666 1_455 ? N1 Cd1 N2 88.95(10) 2_666 . ? N1 Cd1 N2 91.05(10) 1_455 . ? N1 Cd1 N2 91.04(10) 2_666 2_566 ? N1 Cd1 N2 88.96(10) 1_455 2_566 ? N2 Cd1 N2 179.999(1) . 2_566 ? N1 Cd1 S1 92.51(7) 2_666 . ? N1 Cd1 S1 87.49(7) 1_455 . ? N2 Cd1 S1 89.44(7) . . ? N2 Cd1 S1 90.56(7) 2_566 . ? N1 Cd1 S1 87.49(7) 2_666 2_566 ? N1 Cd1 S1 92.51(7) 1_455 2_566 ? N2 Cd1 S1 90.56(7) . 2_566 ? N2 Cd1 S1 89.44(7) 2_566 2_566 ? S1 Cd1 S1 180.000(15) . 2_566 ? C1 N1 Cd1 147.6(2) . 1_655 ? C3 N2 N3 107.5(3) . . ? C3 N2 Cd1 127.2(2) . . ? N3 N2 Cd1 123.4(2) . . ? C2 N3 N2 106.4(3) . . ? C3 N4 C2 103.7(3) . . ? C3 N4 C4 127.3(3) . . ? C2 N4 C4 128.7(3) . . ? C1 S1 Cd1 90.93(10) . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.873 _refine_diff_density_min -0.411 _refine_diff_density_rms 0.097 data_n120620d _database_code_depnum_ccdc_archive 'CCDC 910907' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H32 Cd2 F12 N24 O13 Si2 ' _chemical_formula_weight 1589.92 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.4903(12) _cell_length_b 12.354(2) _cell_length_c 16.282(3) _cell_angle_alpha 101.810(3) _cell_angle_beta 97.598(2) _cell_angle_gamma 91.796(3) _cell_volume 1459.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.809 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 0.890 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7207 _exptl_absorpt_correction_T_max 0.7790 _exptl_absorpt_process_details 'SADABS (Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7350 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0591 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.29 _diffrn_reflns_theta_max 25.01 _reflns_number_total 5133 _reflns_number_gt 4340 _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^)+(0.1180P)^2^+8.4243P] 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 5039 _refine_ls_number_parameters 520 _refine_ls_number_restraints 52 _refine_ls_R_factor_all 0.0805 _refine_ls_R_factor_gt 0.0714 _refine_ls_wR_factor_ref 0.1961 _refine_ls_wR_factor_gt 0.1852 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.483 _refine_ls_shift/su_max 0.078 _refine_ls_shift/su_mean 0.003 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 0.70043(9) 0.45208(6) 0.34704(4) 0.0284(3) Uani 1 1 d D . . Si1 Si 0.1703(13) 0.7041(6) 0.1912(5) 0.049(2) Uani 0.50 1 d PD A 1 F1 F 0.3060(16) 0.6804(10) 0.2722(6) 0.058(4) Uani 0.50 1 d PD A 1 F2 F 0.3227(16) 0.7163(11) 0.1484(8) 0.081(6) Uani 0.50 1 d PD A 1 F3 F 0.0541(17) 0.7302(14) 0.1041(8) 0.133(17) Uani 0.50 1 d PD A 1 F4 F 0.0187(16) 0.6919(13) 0.2266(10) 0.19(2) Uani 0.50 1 d PD A 1 F5 F 0.1874(18) 0.8376(7) 0.2351(7) 0.054(4) Uani 0.50 1 d PD A 1 F6 F 0.150(2) 0.5698(8) 0.1486(8) 0.077(6) Uani 0.50 1 d PD A 1 Si1' Si -0.0086(7) 0.7223(4) 0.1773(3) 0.0161(10) Uani 0.50 1 d PD B 2 F1' F 0.1921(11) 0.7218(9) 0.2257(7) 0.022(3) Uani 0.50 1 d PDU B 2 F2' F -0.2188(11) 0.7216(8) 0.1302(6) 0.031(2) Uani 0.50 1 d PD B 2 F3' F 0.061(2) 0.7419(10) 0.0943(6) 0.059(7) Uani 0.50 1 d PD B 2 F4' F -0.0838(13) 0.7000(8) 0.2602(5) 0.023(2) Uani 0.50 1 d PDU B 2 F5' F -0.0087(14) 0.8551(6) 0.2126(5) 0.030(2) Uani 0.50 1 d PD B 2 F6' F -0.0129(13) 0.5887(6) 0.1414(6) 0.025(2) Uani 0.50 1 d PD B 2 O7 O 0.332(2) 0.4942(12) 0.1745(9) 0.039(4) Uani 0.50 1 d P C 2 O3 O 0.3990(10) 0.4640(6) 0.3455(4) 0.0312(15) Uani 1 1 d . E . N7 N 0.6267(13) 0.7865(6) 0.4849(5) 0.032(2) Uani 1 1 d . E . N3 N 0.6384(10) 0.2770(6) 0.2573(4) 0.0209(15) Uani 1 1 d . E . N2 N 0.5794(10) 0.1827(6) 0.2830(5) 0.0234(16) Uani 1 1 d . . . C2 C 0.6852(12) 0.2461(7) 0.1818(5) 0.0194(17) Uani 1 1 d . . . H2 H 0.7288 0.2946 0.1496 0.023 Uiso 1 1 calc R E . N9 N 0.7140(12) 0.6305(7) 0.5159(5) 0.0332(19) Uani 1 1 d . . . N11 N 0.7913(13) 0.3598(8) 0.4535(6) 0.045(3) Uani 1 1 d . E . C3 C 0.7023(11) 0.0687(8) 0.0780(5) 0.0205(18) Uani 1 1 d . . . N4 N 0.8297(11) -0.1222(7) -0.1471(5) 0.0280(18) Uani 1 1 d . . . N8 N 0.7244(13) 0.6267(7) 0.4312(5) 0.036(2) Uani 1 1 d . E . N1 N 0.6620(10) 0.1349(6) 0.1566(4) 0.0212(16) Uani 1 1 d . E . N10 N 0.8830(12) 0.2137(8) 0.5015(5) 0.040(2) Uani 1 1 d . E . C1 C 0.5964(12) 0.0992(8) 0.2211(5) 0.0214(18) Uani 1 1 d . E . H1 H 0.5668 0.0239 0.2212 0.026 Uiso 1 1 calc R . . O6 O 0.4166(19) 0.3608(10) 0.0399(9) 0.088(4) Uani 1 1 d . . . C6 C 0.7848(12) -0.0561(8) -0.0684(5) 0.0224(19) Uani 1 1 d . E . C7 C 0.7339(12) 0.0500(8) -0.0677(5) 0.0243(19) Uani 1 1 d . . . H7 H 0.7280 0.0793 -0.1175 0.029 Uiso 1 1 calc R E . C8 C 0.6911(12) 0.1137(7) 0.0072(5) 0.0216(18) Uani 1 1 d . E . H8 H 0.6548 0.1871 0.0093 0.026 Uiso 1 1 calc R . . N6 N 0.9213(13) -0.1693(9) -0.2709(5) 0.042(2) Uani 1 1 d . . . C10 C 0.8912(13) -0.0860(10) -0.2114(6) 0.033(2) Uani 1 1 d . . . H10 H 0.9102 -0.0102 -0.2133 0.039 Uiso 1 1 calc R . . C5 C 0.7978(12) -0.1011(8) 0.0018(6) 0.026(2) Uani 1 1 d . . . H5 H 0.8348 -0.1744 -0.0006 0.031 Uiso 1 1 calc R E . N5 N 0.8738(15) -0.2648(9) -0.2441(6) 0.048(3) Uani 1 1 d . . . C14 C 0.5804(18) 0.9651(8) 0.5714(6) 0.039(3) Uani 1 1 d . . . H14 H 0.6359 0.9412 0.6200 0.047 Uiso 1 1 calc R . . C13 C 0.5624(16) 0.8953(7) 0.4917(6) 0.033(2) Uani 1 1 d . . . C11 C 0.6722(17) 0.7186(8) 0.4143(6) 0.038(3) Uani 1 1 d . . . H11 H 0.6661 0.7370 0.3601 0.045 Uiso 1 1 calc R E . C12 C 0.6555(14) 0.7268(8) 0.5449(6) 0.031(2) Uani 1 1 d . E . H12 H 0.6355 0.7519 0.6019 0.037 Uiso 1 1 calc R . . C4 C 0.7562(12) -0.0379(8) 0.0769(5) 0.0238(19) Uani 1 1 d . E . H4 H 0.7645 -0.0673 0.1267 0.029 Uiso 1 1 calc R . . C9 C 0.8183(16) -0.2334(9) -0.1699(6) 0.038(3) Uani 1 1 d . . . H9 H 0.7765 -0.2820 -0.1373 0.045 Uiso 1 1 calc R . . C17 C 0.8119(14) 0.2856(9) 0.5642(7) 0.041(3) Uani 1 1 d . E . H17 H 0.8058 0.2740 0.6197 0.050 Uiso 1 1 calc R . . C20 C 1.0109(13) 0.0774(9) 0.5765(7) 0.040(3) Uani 1 1 d . . . H20 H 1.0180 0.1297 0.6286 0.048 Uiso 1 1 calc R . . N12 N 0.7548(12) 0.3710(8) 0.5363(6) 0.043(3) Uani 1 1 d . . . C18 C 0.9430(13) 0.1059(9) 0.5011(6) 0.035(2) Uani 1 1 d . . . C19 C 0.9306(14) 0.0299(9) 0.4248(7) 0.038(3) Uani 1 1 d . . . H19 H 0.8826 0.0503 0.3735 0.046 Uiso 1 1 calc R . . C15 C 0.4839(18) 0.9295(8) 0.4210(6) 0.039(3) Uani 1 1 d . . . H15 H 0.4736 0.8812 0.3669 0.047 Uiso 1 1 calc R . . C16 C 0.8688(15) 0.2648(10) 0.4354(7) 0.043(3) Uani 1 1 d . . . H16 H 0.9091 0.2363 0.3828 0.052 Uiso 1 1 calc R E . O4 O 0.789(5) 0.3867(12) 0.0443(11) 0.031(7) Uani 0.54(7) 1 d P D 1 O4' O 0.907(10) 0.382(2) 0.0571(16) 0.066(15) Uani 0.46(7) 1 d P D 2 O5 O 0.524(2) 0.8371(9) 0.2208(7) 0.080(4) Uani 1 1 d D . . C21 C 0.707(3) 0.817(2) 0.2345(16) 0.129(10) Uani 1 1 d D . . O1 O 1.0074(16) 0.4401(10) 0.3425(8) 0.024(4) Uani 0.53(2) 1 d P E 1 O1' O 0.950(2) 0.4739(11) 0.2835(11) 0.034(6) Uani 0.47(2) 1 d P E 2 O2 O 0.696(2) 0.5076(10) 0.2274(7) 0.031(2) Uani 0.537(13) 1 d PD E 3 O2' O 0.575(2) 0.5327(12) 0.2259(9) 0.031(2) Uani 0.463(13) 1 d PD E 4 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 0.0274(5) 0.0277(4) 0.0247(4) -0.0126(3) 0.0130(3) -0.0031(3) Si1 0.089(7) 0.039(4) 0.020(4) 0.000(3) 0.018(4) 0.006(4) F1 0.072(11) 0.057(9) 0.052(8) 0.011(7) 0.033(8) 0.013(8) F2 0.104(15) 0.065(11) 0.069(11) -0.005(9) 0.019(11) 0.033(10) F3 0.19(4) 0.051(16) 0.12(3) 0.006(18) -0.09(3) -0.014(18) F4 0.13(3) 0.056(14) 0.32(6) -0.01(2) -0.16(3) 0.019(17) F5 0.075(10) 0.044(8) 0.040(7) 0.002(6) 0.008(7) 0.006(7) F6 0.15(2) 0.049(9) 0.036(8) 0.005(7) 0.021(10) -0.005(11) Si1' 0.023(3) 0.019(2) 0.007(2) 0.0045(18) 0.0033(18) 0.0044(19) F1' 0.027(5) 0.024(5) 0.021(6) 0.007(5) 0.020(5) 0.013(4) F2' 0.027(6) 0.038(6) 0.022(5) -0.006(5) 0.001(4) 0.012(5) F3' 0.092(18) 0.046(12) 0.027(9) -0.014(8) -0.017(10) 0.052(12) F4' 0.041(6) 0.013(4) 0.011(4) 0.009(3) -0.016(4) -0.011(4) F5' 0.048(7) 0.023(5) 0.020(5) 0.006(4) 0.006(5) 0.012(5) F6' 0.029(6) 0.020(5) 0.024(5) 0.001(4) 0.006(4) 0.002(4) O7 0.041(9) 0.040(8) 0.040(8) 0.012(7) 0.008(7) 0.021(7) O3 0.031(4) 0.026(3) 0.032(4) -0.005(3) 0.002(3) 0.008(3) N7 0.055(6) 0.016(4) 0.024(4) -0.004(3) 0.020(4) -0.009(4) N3 0.023(4) 0.024(4) 0.014(3) -0.002(3) 0.003(3) 0.007(3) N2 0.023(4) 0.026(4) 0.018(4) -0.001(3) 0.003(3) 0.003(3) C2 0.022(5) 0.017(4) 0.017(4) -0.002(3) 0.003(3) 0.004(3) N9 0.040(5) 0.028(4) 0.028(4) -0.005(3) 0.011(4) 0.000(4) N11 0.040(5) 0.047(5) 0.030(5) -0.025(4) -0.011(4) 0.029(4) C3 0.016(4) 0.030(5) 0.012(4) -0.006(3) 0.001(3) 0.007(3) N4 0.024(4) 0.039(5) 0.016(4) -0.008(3) 0.001(3) 0.014(3) N8 0.051(6) 0.024(4) 0.028(4) -0.015(4) 0.022(4) -0.012(4) N1 0.019(4) 0.026(4) 0.015(3) -0.004(3) 0.002(3) 0.006(3) N10 0.028(5) 0.047(5) 0.029(5) -0.021(4) -0.011(4) 0.025(4) C1 0.021(4) 0.028(5) 0.014(4) -0.002(3) 0.006(3) 0.006(4) O6 0.101(10) 0.067(7) 0.097(9) 0.017(7) 0.021(8) 0.013(7) C6 0.017(4) 0.033(5) 0.012(4) -0.007(4) 0.002(3) 0.008(4) C7 0.024(5) 0.031(5) 0.014(4) -0.003(4) 0.000(3) 0.004(4) C8 0.019(4) 0.024(4) 0.019(4) -0.001(3) 0.001(3) 0.003(3) N6 0.038(5) 0.062(6) 0.022(4) -0.002(4) 0.004(4) 0.029(5) C10 0.025(5) 0.054(6) 0.016(4) -0.005(4) 0.005(4) 0.014(5) C5 0.021(5) 0.029(5) 0.023(5) -0.003(4) 0.001(4) 0.011(4) N5 0.059(7) 0.060(6) 0.022(4) -0.003(4) 0.003(4) 0.038(5) C14 0.075(8) 0.020(5) 0.022(5) 0.001(4) 0.017(5) -0.009(5) C13 0.060(7) 0.014(4) 0.025(5) -0.005(4) 0.022(5) -0.009(4) C11 0.070(8) 0.017(5) 0.025(5) -0.010(4) 0.028(5) -0.013(5) C12 0.039(6) 0.028(5) 0.023(5) -0.005(4) 0.014(4) -0.004(4) C4 0.025(5) 0.029(5) 0.016(4) 0.001(4) 0.002(3) 0.008(4) C9 0.045(6) 0.043(6) 0.022(5) -0.005(4) 0.002(4) 0.027(5) C17 0.028(5) 0.048(6) 0.033(6) -0.024(5) -0.006(4) 0.022(5) C20 0.023(5) 0.049(6) 0.032(5) -0.026(5) -0.007(4) 0.020(5) N12 0.030(5) 0.050(6) 0.034(5) -0.023(4) -0.010(4) 0.025(4) C18 0.020(5) 0.042(6) 0.032(5) -0.012(5) -0.005(4) 0.020(4) C19 0.025(5) 0.047(6) 0.029(5) -0.015(5) -0.011(4) 0.018(5) C15 0.080(9) 0.017(4) 0.021(5) -0.003(4) 0.022(5) -0.007(5) C16 0.036(6) 0.051(7) 0.028(5) -0.015(5) -0.015(4) 0.026(5) O4 0.035(17) 0.024(7) 0.028(8) -0.004(5) 0.003(8) -0.010(6) O4' 0.09(4) 0.066(15) 0.040(12) 0.009(11) 0.007(15) -0.033(17) O5 0.130(11) 0.059(6) 0.052(6) 0.003(5) 0.027(7) -0.006(7) C21 0.20(3) 0.102(17) 0.089(16) 0.049(14) 0.009(18) -0.02(2) O1 0.019(7) 0.030(7) 0.021(7) 0.000(5) 0.006(5) 0.005(5) O1' 0.044(10) 0.015(7) 0.044(11) -0.003(7) 0.028(8) 0.003(6) O2 0.044(7) 0.031(5) 0.023(4) 0.010(4) 0.018(5) 0.005(5) O2' 0.044(7) 0.031(5) 0.023(4) 0.010(4) 0.018(5) 0.005(5) _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 O2 2.191(11) . ? Cd1 O3 2.264(7) . ? Cd1 O1' 2.287(14) . ? Cd1 N8 2.295(8) . ? Cd1 N11 2.306(10) . ? Cd1 O1 2.319(12) . ? Cd1 N3 2.344(7) . ? Cd1 O2' 2.478(13) . ? Si1 F4 1.358(10) . ? Si1 F2 1.433(10) . ? Si1 F1 1.638(10) . ? Si1 F5 1.652(10) . ? Si1 F6 1.656(10) . ? Si1 F3 1.659(11) . ? Si1' F3' 1.573(10) . ? Si1' F4' 1.600(8) . ? Si1' F1' 1.603(9) . ? Si1' F5' 1.624(8) . ? Si1' F6' 1.632(8) . ? Si1' F2' 1.656(8) . ? N7 C12 1.339(14) . ? N7 C11 1.367(12) . ? N7 C13 1.430(13) . ? N3 C2 1.308(11) . ? N3 N2 1.394(11) . ? N2 C1 1.309(11) . ? C2 N1 1.350(11) . ? N9 C12 1.299(13) . ? N9 N8 1.382(12) . ? N11 C16 1.321(13) . ? N11 N12 1.391(14) . ? C3 C8 1.373(13) . ? C3 C4 1.387(13) . ? C3 N1 1.443(10) . ? N4 C9 1.345(14) . ? N4 C10 1.346(13) . ? N4 C6 1.457(10) . ? N8 C11 1.283(15) . ? N1 C1 1.361(11) . ? N10 C16 1.348(16) . ? N10 C17 1.386(12) . ? N10 C18 1.418(14) . ? C6 C5 1.363(13) . ? C6 C7 1.375(13) . ? C7 C8 1.391(12) . ? N6 C10 1.309(13) . ? N6 N5 1.390(16) . ? C5 C4 1.388(12) . ? N5 C9 1.316(14) . ? C14 C15 1.389(15) 2_676 ? C14 C13 1.391(13) . ? C13 C15 1.374(16) . ? C17 N12 1.293(16) . ? C20 C18 1.383(16) . ? C20 C19 1.406(15) 2_756 ? C18 C19 1.386(13) . ? C19 C20 1.406(15) 2_756 ? C15 C14 1.389(15) 2_676 ? O5 C21 1.398(14) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cd1 O3 92.7(4) . . ? O2 Cd1 O1' 55.7(6) . . ? O3 Cd1 O1' 148.5(5) . . ? O2 Cd1 N8 95.5(4) . . ? O3 Cd1 N8 85.5(3) . . ? O1' Cd1 N8 96.1(4) . . ? O2 Cd1 N11 159.0(4) . . ? O3 Cd1 N11 105.2(3) . . ? O1' Cd1 N11 105.8(5) . . ? N8 Cd1 N11 96.6(3) . . ? O2 Cd1 O1 84.9(5) . . ? O3 Cd1 O1 177.5(3) . . ? O1' Cd1 O1 29.2(5) . . ? N8 Cd1 O1 95.4(4) . . ? N11 Cd1 O1 77.0(4) . . ? O2 Cd1 N3 83.3(4) . . ? O3 Cd1 N3 87.7(2) . . ? O1' Cd1 N3 88.8(4) . . ? N8 Cd1 N3 173.0(3) . . ? N11 Cd1 N3 86.7(3) . . ? O1 Cd1 N3 91.3(3) . . ? O2 Cd1 O2' 22.8(4) . . ? O3 Cd1 O2' 70.6(4) . . ? O1' Cd1 O2' 78.0(6) . . ? N8 Cd1 O2' 88.6(4) . . ? N11 Cd1 O2' 173.1(4) . . ? O1 Cd1 O2' 107.2(5) . . ? N3 Cd1 O2' 87.6(4) . . ? F4 Si1 F2 176.1(9) . . ? F4 Si1 F1 94.1(7) . . ? F2 Si1 F1 89.7(7) . . ? F4 Si1 F5 89.9(7) . . ? F2 Si1 F5 91.1(7) . . ? F1 Si1 F5 89.6(6) . . ? F4 Si1 F6 88.9(7) . . ? F2 Si1 F6 90.1(7) . . ? F1 Si1 F6 90.1(6) . . ? F5 Si1 F6 178.8(8) . . ? F4 Si1 F3 92.5(8) . . ? F2 Si1 F3 83.7(6) . . ? F1 Si1 F3 173.4(8) . . ? F5 Si1 F3 90.3(7) . . ? F6 Si1 F3 90.2(7) . . ? F3' Si1' F4' 178.4(7) . . ? F3' Si1' F1' 92.7(6) . . ? F4' Si1' F1' 88.5(5) . . ? F3' Si1' F5' 90.5(5) . . ? F4' Si1' F5' 90.6(5) . . ? F1' Si1' F5' 90.3(5) . . ? F3' Si1' F6' 89.8(5) . . ? F4' Si1' F6' 89.1(5) . . ? F1' Si1' F6' 90.8(5) . . ? F5' Si1' F6' 178.9(6) . . ? F3' Si1' F2' 89.4(7) . . ? F4' Si1' F2' 89.5(5) . . ? F1' Si1' F2' 178.0(6) . . ? F5' Si1' F2' 89.9(5) . . ? F6' Si1' F2' 89.0(5) . . ? C12 N7 C11 103.8(8) . . ? C12 N7 C13 128.8(8) . . ? C11 N7 C13 127.4(9) . . ? C2 N3 N2 108.2(7) . . ? C2 N3 Cd1 126.2(6) . . ? N2 N3 Cd1 124.4(5) . . ? C1 N2 N3 105.8(7) . . ? N3 C2 N1 109.7(8) . . ? C12 N9 N8 105.8(9) . . ? C16 N11 N12 106.2(10) . . ? C16 N11 Cd1 119.7(7) . . ? N12 N11 Cd1 133.0(6) . . ? C8 C3 C4 121.7(8) . . ? C8 C3 N1 119.4(8) . . ? C4 C3 N1 118.9(8) . . ? C9 N4 C10 105.8(8) . . ? C9 N4 C6 126.3(9) . . ? C10 N4 C6 127.9(9) . . ? C11 N8 N9 107.8(8) . . ? C11 N8 Cd1 130.2(7) . . ? N9 N8 Cd1 115.0(6) . . ? C2 N1 C1 105.5(7) . . ? C2 N1 C3 126.7(8) . . ? C1 N1 C3 127.8(8) . . ? C16 N10 C17 104.4(9) . . ? C16 N10 C18 126.1(8) . . ? C17 N10 C18 129.3(10) . . ? N2 C1 N1 110.9(8) . . ? C5 C6 C7 122.6(8) . . ? C5 C6 N4 118.9(8) . . ? C7 C6 N4 118.5(8) . . ? C6 C7 C8 118.9(8) . . ? C3 C8 C7 118.9(8) . . ? C10 N6 N5 106.1(9) . . ? N6 C10 N4 110.9(10) . . ? C6 C5 C4 118.9(8) . . ? C9 N5 N6 107.3(9) . . ? C15 C14 C13 119.1(11) 2_676 . ? C15 C13 C14 120.9(10) . . ? C15 C13 N7 120.5(8) . . ? C14 C13 N7 118.6(10) . . ? N8 C11 N7 110.6(9) . . ? N9 C12 N7 112.0(8) . . ? C3 C4 C5 119.0(8) . . ? N5 C9 N4 109.8(11) . . ? N12 C17 N10 110.2(11) . . ? C18 C20 C19 119.3(9) . 2_756 ? C17 N12 N11 108.0(8) . . ? C20 C18 C19 120.9(10) . . ? C20 C18 N10 120.0(9) . . ? C19 C18 N10 119.2(10) . . ? C18 C19 C20 119.9(10) . 2_756 ? C13 C15 C14 120.0(9) . 2_676 ? N11 C16 N10 111.2(10) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 2.381 _refine_diff_density_min -1.650 _refine_diff_density_rms 0.165 data_1a _database_code_depnum_ccdc_archive 'CCDC 910908' #TrackingRef '6.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 Cd N18, 2(Cl O4)' _chemical_formula_sum 'C30 H24 Cd Cl2 N18 O8' _chemical_formula_weight 947.98 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M 'P 63/m c m' _symmetry_space_group_name_Hall '-P 6c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x-y, x, z+1/2' '-y, x-y, z' '-x, -y, z+1/2' '-x+y, -x, z' 'y, -x+y, z+1/2' '-y, -x, -z' 'x-y, -y, -z+1/2' 'x, x-y, -z' 'y, x, -z+1/2' '-x+y, y, -z' '-x, -x+y, -z+1/2' '-x, -y, -z' '-x+y, -x, -z-1/2' 'y, -x+y, -z' 'x, y, -z-1/2' 'x-y, x, -z' '-y, x-y, -z-1/2' 'y, x, z' '-x+y, y, z-1/2' '-x, -x+y, z' '-y, -x, z-1/2' 'x-y, -y, z' 'x, x-y, z-1/2' _cell_length_a 16.247(4) _cell_length_b 16.247(4) _cell_length_c 8.146(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1862.2(11) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1528 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 18.91 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.691 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 952 _exptl_absorpt_coefficient_mu 0.806 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8553 _exptl_absorpt_correction_T_max 0.8886 _exptl_absorpt_process_details 'SADABS (Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11690 _diffrn_reflns_av_R_equivalents 0.0619 _diffrn_reflns_av_sigmaI/netI 0.0238 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 27.43 _reflns_number_total 809 _reflns_number_gt 604 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2057P)^2^+7.8559P] 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 0.015(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 809 _refine_ls_number_parameters 48 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0936 _refine_ls_R_factor_gt 0.0792 _refine_ls_wR_factor_ref 0.2888 _refine_ls_wR_factor_gt 0.2685 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.020 _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 1.0000 0.0000 0.5000 0.0354(7) Uani 1 12 d S . . N1 N 1.0000 0.1186(5) 0.3340(9) 0.0494(19) Uani 1 2 d S . . N2 N 1.0000 0.2433(7) 0.2500 0.072(4) Uani 1 4 d S . . N3 N 1.0000 0.5896(18) 0.2500 0.136(6) Uiso 1 4 d SU . . N4 N 1.0480(15) 0.7453(17) 0.2500 0.165(7) Uiso 1 2 d SU . . C1 C 1.0000 0.1949(6) 0.3819(13) 0.063(3) Uani 1 2 d S . . H1 H 1.0000 0.2131 0.4927 0.076 Uiso 1 2 calc SR . . C2 C 1.0000 0.3321(13) 0.2500 0.083(5) Uiso 1 4 d SDU . . C3 C 1.0000 0.4986(16) 0.2500 0.119(7) Uiso 1 4 d SDU . . C4 C 0.9268(16) 0.3390(17) 0.177(3) 0.102(5) Uiso 0.50 1 d PDU . . H4A H 0.8767 0.2838 0.1245 0.123 Uiso 0.50 1 d PR . . C5 C 0.9253(16) 0.4238(14) 0.172(3) 0.117(6) Uiso 0.50 1 d PDU . . H5A H 0.8747 0.4286 0.1205 0.140 Uiso 0.50 1 d PR . . C6 C 1.081(2) 0.678(2) 0.2500 0.162(7) Uiso 1 2 d SU . . H6 H 1.1454 0.6913 0.2500 0.194 Uiso 1 2 calc SR . . Cl1 Cl 0.3333 0.6667 0.092(5) 0.35(3) Uiso 0.50 3 d SPDU . . O1 O 0.320(5) 0.577(2) 0.033(5) 0.32(3) Uiso 0.50 1 d PDU . . O2 O 0.3333 0.6667 0.268(5) 0.37(4) Uiso 0.50 3 d SPDU . . 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 0.0367(8) 0.0367(8) 0.0329(9) 0.000 0.000 0.0184(4) N1 0.074(5) 0.043(3) 0.041(4) -0.004(3) 0.000 0.037(3) N2 0.145(14) 0.054(4) 0.049(7) 0.000 0.000 0.072(7) C1 0.104(9) 0.056(4) 0.047(5) 0.000(4) 0.000 0.052(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 Cd1 N1 2.354(7) 15_666 ? Cd1 N1 2.354(7) 3_645 ? Cd1 N1 2.354(7) 13_756 ? Cd1 N1 2.354(7) 17_546 ? Cd1 N1 2.354(7) 5_765 ? Cd1 N1 2.354(7) . ? N1 C1 1.300(13) . ? N1 N1 1.368(14) 16_556 ? N2 C1 1.331(12) . ? N2 C1 1.331(12) 16_556 ? N2 C2 1.44(2) . ? N3 C6 1.38(3) 21_765 ? N3 C6 1.38(3) . ? N3 C3 1.48(3) . ? N4 N4 1.35(4) 21_765 ? N4 C6 1.44(3) . ? C1 H1 0.9500 . ? C2 C4 1.384(16) 12_765 ? C2 C4 1.384(16) 21_765 ? C2 C4 1.384(16) 16_556 ? C2 C4 1.384(16) . ? C3 C5 1.372(16) 12_765 ? C3 C5 1.372(16) 16_556 ? C3 C5 1.372(16) 21_765 ? C3 C5 1.372(16) . ? C4 C4 1.19(4) 16_556 ? C4 C5 1.390(18) . ? C4 H4A 0.9599 . ? C5 C5 1.28(5) 16_556 ? C5 H5A 0.9599 . ? C6 H6 0.9500 . ? Cl1 O2 1.14(8) 14_566 ? Cl1 O2 1.434(10) . ? Cl1 O1 1.440(8) 5_565 ? Cl1 O1 1.440(8) . ? Cl1 O1 1.440(8) 3_665 ? Cl1 Cl1 1.50(8) 7_665 ? Cl1 O1 1.69(4) 9_565 ? Cl1 O1 1.69(4) 11 ? Cl1 O1 1.69(4) 7_665 ? O1 O1 1.15(12) 11 ? O1 Cl1 1.69(4) 7_665 ? O1 O1 1.75(11) 7_665 ? O2 O2 0.29(8) 14_566 ? O2 Cl1 1.14(8) 14_566 ? 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 N1 Cd1 N1 180.0(7) 15_666 3_645 ? N1 Cd1 N1 90.3(2) 15_666 13_756 ? N1 Cd1 N1 89.7(2) 3_645 13_756 ? N1 Cd1 N1 90.3(2) 15_666 17_546 ? N1 Cd1 N1 89.7(2) 3_645 17_546 ? N1 Cd1 N1 90.3(2) 13_756 17_546 ? N1 Cd1 N1 89.7(2) 15_666 5_765 ? N1 Cd1 N1 90.3(2) 3_645 5_765 ? N1 Cd1 N1 89.7(2) 13_756 5_765 ? N1 Cd1 N1 180.0 17_546 5_765 ? N1 Cd1 N1 89.7(2) 15_666 . ? N1 Cd1 N1 90.3(2) 3_645 . ? N1 Cd1 N1 180.0 13_756 . ? N1 Cd1 N1 89.7(2) 17_546 . ? N1 Cd1 N1 90.3(2) 5_765 . ? C1 N1 N1 107.5(6) . 16_556 ? C1 N1 Cd1 127.4(6) . . ? N1 N1 Cd1 125.07(17) 16_556 . ? C1 N2 C1 107.6(12) . 16_556 ? C1 N2 C2 126.2(6) . . ? C1 N2 C2 126.2(6) 16_556 . ? C6 N3 C6 112(4) 21_765 . ? C6 N3 C3 124.0(18) 21_765 . ? C6 N3 C3 124.0(18) . . ? N4 N4 C6 109.0(15) 21_765 . ? N1 C1 N2 108.7(9) . . ? N1 C1 H1 125.6 . . ? N2 C1 H1 125.6 . . ? C4 C2 C4 51(2) 12_765 21_765 ? C4 C2 C4 96(2) 12_765 16_556 ? C4 C2 C4 118(3) 21_765 16_556 ? C4 C2 C4 118(3) 12_765 . ? C4 C2 C4 96(2) 21_765 . ? C4 C2 C4 51(2) 16_556 . ? C4 C2 N2 120.8(13) 12_765 . ? C4 C2 N2 120.8(13) 21_765 . ? C4 C2 N2 120.8(13) 16_556 . ? C4 C2 N2 120.8(13) . . ? C5 C3 C5 100(2) 12_765 16_556 ? C5 C3 C5 55(2) 12_765 21_765 ? C5 C3 C5 127(3) 16_556 21_765 ? C5 C3 C5 127(3) 12_765 . ? C5 C3 C5 55(2) 16_556 . ? C5 C3 C5 100(2) 21_765 . ? C5 C3 N3 116.3(15) 12_765 . ? C5 C3 N3 116.3(15) 16_556 . ? C5 C3 N3 116.3(15) 21_765 . ? C5 C3 N3 116.3(15) . . ? C4 C4 C2 64.6(10) 16_556 . ? C4 C4 C5 91.9(14) 16_556 . ? C2 C4 C5 122(2) . . ? C4 C4 C5 48.4(8) 16_556 16_556 ? C2 C4 C5 96.1(17) . 16_556 ? C4 C4 H4A 116.6 16_556 . ? C2 C4 H4A 118.4 . . ? C5 C4 H4A 119.0 . . ? C5 C4 H4A 132.2 16_556 . ? C5 C5 C3 62.3(11) 16_556 . ? C5 C5 C4 88.1(14) 16_556 . ? C3 C5 C4 115(2) . . ? C5 C5 C4 48.4(8) 16_556 16_556 ? C3 C5 C4 90.8(19) . 16_556 ? C5 C5 H5A 115.7 16_556 . ? C3 C5 H5A 122.9 . . ? C4 C5 H5A 122.4 . . ? C4 C5 H5A 132.7 16_556 . ? N3 C6 N4 105(3) . . ? N3 C6 H6 127.5 . . ? N4 C6 H6 127.5 . . ? O2 Cl1 O1 109.6(11) 14_566 5_565 ? O2 Cl1 O1 109.6(11) . 5_565 ? O2 Cl1 O1 109.6(11) 14_566 . ? O2 Cl1 O1 109.6(11) . . ? O1 Cl1 O1 109.3(11) 5_565 . ? O2 Cl1 O1 109.6(11) 14_566 3_665 ? O2 Cl1 O1 109.6(11) . 3_665 ? O1 Cl1 O1 109.3(11) 5_565 3_665 ? O1 Cl1 O1 109.3(11) . 3_665 ? O2 Cl1 O1 127(2) 14_566 9_565 ? O2 Cl1 O1 127(2) . 9_565 ? O1 Cl1 O1 122(3) . 9_565 ? O1 Cl1 O1 67(5) 3_665 9_565 ? Cl1 Cl1 O1 53(2) 7_665 9_565 ? O2 Cl1 O1 127(2) 14_566 11 ? O2 Cl1 O1 127(2) . 11 ? O1 Cl1 O1 67(5) 5_565 11 ? O1 Cl1 O1 122(3) 3_665 11 ? Cl1 Cl1 O1 53(2) 7_665 11 ? O1 Cl1 O1 88(3) 9_565 11 ? O2 Cl1 O1 127(2) 14_566 7_665 ? O2 Cl1 O1 127(2) . 7_665 ? O1 Cl1 O1 122(3) 5_565 7_665 ? O1 Cl1 O1 67(5) . 7_665 ? Cl1 Cl1 O1 53(2) 7_665 7_665 ? O1 Cl1 O1 88(3) 9_565 7_665 ? O1 Cl1 O1 88(3) 11 7_665 ? O1 O1 Cl1 81(4) 11 . ? O1 O1 Cl1 57(2) 11 7_665 ? Cl1 O1 Cl1 56(2) . 7_665 ? O1 O1 O1 106(3) 11 7_665 ? Cl1 O1 O1 63(3) . 7_665 ? Cl1 O1 O1 49(2) 7_665 7_665 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.419 _refine_diff_density_min -0.650 _refine_diff_density_rms 0.160 data_1 _database_code_depnum_ccdc_archive 'CCDC 914808' #TrackingRef '1-ok.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H22 Cd N12 O3, F6 Si, 3(H2O)' _chemical_formula_sum 'C20 H16 Cd F6 N12 O6 Si' _chemical_formula_weight 774.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5567(17) _cell_length_b 12.290(3) _cell_length_c 16.329(4) _cell_angle_alpha 101.322(3) _cell_angle_beta 97.130(3) _cell_angle_gamma 92.066(3) _cell_volume 1472.6(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1150 _cell_measurement_theta_min 2.77 _cell_measurement_theta_max 23.46 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.748 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.879 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8795 _exptl_absorpt_correction_T_max 0.9173 _exptl_absorpt_process_details 'SADABS (Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 10372 _diffrn_reflns_av_R_equivalents 0.0744 _diffrn_reflns_av_sigmaI/netI 0.1357 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.28 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5117 _reflns_number_gt 3144 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1009P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5117 _refine_ls_number_parameters 442 _refine_ls_number_restraints 839 _refine_ls_R_factor_all 0.1343 _refine_ls_R_factor_gt 0.0736 _refine_ls_wR_factor_ref 0.2047 _refine_ls_wR_factor_gt 0.1722 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.002 _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 Si1 Si 0.5901(9) 0.1987(5) 0.6911(4) 0.0270(16) Uiso 0.372(3) 1 d PDU A 1 F1 F 0.4353(16) 0.1999(12) 0.7567(7) 0.043(6) Uiso 0.372(3) 1 d PDU A 1 F2 F 0.6821(18) 0.3185(8) 0.7506(8) 0.045(5) Uiso 0.372(3) 1 d PDU A 1 F3 F 0.4584(15) 0.2702(10) 0.6335(7) 0.058(4) Uiso 0.372(3) 1 d PDU A 1 F4 F 0.495(2) 0.0795(9) 0.6316(10) 0.089(12) Uiso 0.372(3) 1 d PDU A 1 F5 F 0.7435(15) 0.1997(11) 0.6256(7) 0.058(4) Uiso 0.372(3) 1 d PDU A 1 F6 F 0.7196(17) 0.1278(11) 0.7499(8) 0.075(5) Uiso 0.372(3) 1 d PDU A 1 O6 O 0.126(3) 0.1568(19) 0.5385(15) 0.077(7) Uiso 0.372(3) 1 d P A 1 Si11 Si 0.7002(10) 0.1887(6) 0.6925(5) 0.048(3) Uiso 0.343(6) 1 d PDU B 2 F11 F 0.5249(16) 0.1691(13) 0.7421(9) 0.068(6) Uiso 0.343(6) 1 d PDU B 2 F12 F 0.714(2) 0.3240(8) 0.7369(10) 0.081(10) Uiso 0.343(6) 1 d PDU B 2 F13 F 0.5650(19) 0.2131(14) 0.6097(8) 0.075(7) Uiso 0.343(6) 1 d PDU B 2 F14 F 0.686(2) 0.0529(9) 0.6491(10) 0.108(8) Uiso 0.343(6) 1 d PDU B 2 F15 F 0.8756(17) 0.2097(13) 0.6429(9) 0.075(6) Uiso 0.343(6) 1 d PDU B 2 F16 F 0.8386(17) 0.1638(12) 0.7742(7) 0.068(6) Uiso 0.343(6) 1 d PDU B 2 O16 O 0.166(2) 0.0603(15) 0.3792(12) 0.044(5) Uiso 0.343(6) 1 d P B 2 Si21 Si 0.4880(13) 0.2156(8) 0.6774(6) 0.062(4) Uiso 0.285(6) 1 d PDU C 3 F21 F 0.412(3) 0.193(2) 0.7649(10) 0.095(14) Uiso 0.285(6) 1 d PDU C 3 F22 F 0.473(3) 0.3523(10) 0.7090(13) 0.109(10) Uiso 0.285(6) 1 d PDU C 3 F23 F 0.2762(16) 0.2018(14) 0.6282(10) 0.060(6) Uiso 0.285(6) 1 d PDU C 3 F24 F 0.506(3) 0.0790(10) 0.6443(16) 0.11(2) Uiso 0.285(6) 1 d PDU C 3 F25 F 0.563(3) 0.239(2) 0.5898(10) 0.113(12) Uiso 0.285(6) 1 d PDU C 3 F26 F 0.6974(18) 0.2276(17) 0.7267(13) 0.096(9) Uiso 0.285(6) 1 d PDU C 3 O26 O 0.089(3) 0.1181(16) 0.4536(12) 0.028(5) Uiso 0.285(6) 1 d P C 3 C1 C 0.2013(10) 0.5708(7) 0.5767(5) 0.0238(19) Uani 1 1 d . . . C2 C 0.1900(11) 0.6184(7) 0.5058(6) 0.034(2) Uani 1 1 d . . . H2 H 0.1523 0.6917 0.5081 0.040 Uiso 1 1 calc R . . C3 C 0.2348(12) 0.5564(7) 0.4315(6) 0.034(2) Uani 1 1 d . . . H3 H 0.2308 0.5881 0.3828 0.041 Uiso 1 1 calc R . . C4 C 0.2852(12) 0.4490(8) 0.4281(6) 0.037(2) Uani 1 1 d . . . C5 C 0.2939(12) 0.4019(8) 0.4980(6) 0.038(2) Uani 1 1 d . . . H5 H 0.3290 0.3279 0.4949 0.045 Uiso 1 1 calc R . . C6 C 0.2516(12) 0.4625(7) 0.5729(6) 0.034(2) Uani 1 1 d . . . H6 H 0.2568 0.4304 0.6215 0.041 Uiso 1 1 calc R . . C7 C 0.0959(11) 0.5989(7) 0.7191(6) 0.030(2) Uani 1 1 d . . . H7 H 0.0690 0.5231 0.7200 0.037 Uiso 1 1 calc R . . C8 C 0.1830(10) 0.7473(6) 0.6806(5) 0.025(2) Uani 1 1 d . . . H8 H 0.2297 0.7967 0.6495 0.030 Uiso 1 1 calc R . . C9 C 0.3272(14) 0.2734(9) 0.3267(7) 0.054(3) Uani 1 1 d . . . H9 H 0.2892 0.2214 0.3580 0.065 Uiso 1 1 calc R . . C10 C 0.3940(12) 0.4269(9) 0.2853(6) 0.043(3) Uani 1 1 d . . . H10 H 0.4110 0.5037 0.2850 0.052 Uiso 1 1 calc R . . C11 C 0.4416(11) 0.6049(7) 1.0000(6) 0.034(2) Uani 1 1 d . . . C12 C 0.5185(12) 0.5809(8) 1.0746(6) 0.038(2) Uani 1 1 d . . . H12 H 0.5331 0.6361 1.1250 0.046 Uiso 1 1 calc R . . C13 C 0.4246(12) 0.5266(8) 0.9245(6) 0.038(2) Uani 1 1 d . . . H13 H 0.3753 0.5457 0.8732 0.046 Uiso 1 1 calc R . . C14 C 0.3159(13) 0.7859(9) 1.0599(7) 0.046(3) Uani 1 1 d . . . H14 H 0.3123 0.7749 1.1156 0.056 Uiso 1 1 calc R . . C15 C 0.3649(13) 0.7637(8) 0.9326(6) 0.042(3) Uani 1 1 d . . . H15 H 0.4036 0.7343 0.8800 0.051 Uiso 1 1 calc R . . C16 C 0.0596(12) 1.3945(7) 0.9920(6) 0.032(2) Uani 1 1 d . . . C17 C -0.0250(12) 1.4267(7) 0.9225(6) 0.033(2) Uani 1 1 d . . . H17 H -0.0424 1.3764 0.8696 0.039 Uiso 1 1 calc R . . C18 C 0.0852(12) 1.4673(7) 1.0706(6) 0.033(2) Uani 1 1 d . . . H18 H 0.1434 1.4442 1.1187 0.040 Uiso 1 1 calc R . . C19 C 0.1549(13) 1.2265(8) 1.0451(6) 0.041(3) Uani 1 1 d . . . H19 H 0.1368 1.2522 1.1020 0.049 Uiso 1 1 calc R . . C20 C 0.1623(13) 1.2170(8) 0.9151(6) 0.042(3) Uani 1 1 d . . . H20 H 0.1516 1.2347 0.8607 0.051 Uiso 1 1 calc R . . Cd1 Cd 0.19554(9) 0.95198(5) 0.84494(5) 0.0331(3) Uani 1 1 d . . . N1 N 0.1335(9) 0.7775(5) 0.7554(5) 0.0272(17) Uani 1 1 d . . . N2 N 0.0781(10) 0.6812(6) 0.7800(5) 0.037(2) Uani 1 1 d . . . N3 N 0.1581(9) 0.6348(5) 0.6537(4) 0.0263(17) Uani 1 1 d . . . N4 N 0.4266(12) 0.3476(9) 0.2256(6) 0.058(3) Uani 1 1 d . . . N5 N 0.3860(13) 0.2490(9) 0.2523(6) 0.064(3) Uani 1 1 d . . . N6 N 0.3310(9) 0.3853(6) 0.3501(5) 0.0335(19) Uani 1 1 d . . . N7 N 0.2887(10) 0.8580(6) 0.9494(5) 0.041(2) Uani 1 1 d . . . N8 N 0.2584(11) 0.8723(7) 1.0323(6) 0.047(2) Uani 1 1 d . . . N9 N 0.3816(10) 0.7139(6) 0.9990(5) 0.0365(19) Uani 1 1 d . . . N10 N 0.2147(11) 1.1232(6) 0.9320(5) 0.041(2) Uani 1 1 d . . . N11 N 0.2109(11) 1.1301(6) 1.0168(5) 0.047(2) Uani 1 1 d . . . N12 N 0.1253(9) 1.2859(6) 0.9851(5) 0.0289(18) Uani 1 1 d . . . O1 O -0.1058(8) 0.9648(5) 0.8440(4) 0.0478(18) Uani 1 1 d . . . O2 O 0.4785(10) 0.9566(7) 0.8081(7) 0.102(4) Uani 1 1 d . . . O3 O 0.1376(14) 1.0292(7) 0.7268(5) 0.085(3) Uani 1 1 d . . . O4 O 0.045(3) 0.3292(11) 0.7258(9) 0.057(6) Uiso 0.56(4) 1 d P D 3 O4' O 0.150(3) 0.3401(13) 0.7413(11) 0.043(7) Uiso 0.44(4) 1 d P D 4 O5 O 0.296(3) 0.8935(13) 0.5460(10) 0.059(7) Uiso 0.49(3) 1 d P E 5 O5' O 0.410(3) 0.8716(14) 0.5603(11) 0.071(7) Uiso 0.51(3) 1 d P E 6 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 C1 0.016(4) 0.027(5) 0.025(5) 0.002(4) -0.002(4) -0.007(3) C2 0.031(5) 0.030(5) 0.036(6) -0.005(4) 0.008(4) -0.007(4) C3 0.039(5) 0.033(5) 0.028(5) 0.000(4) 0.005(4) 0.002(4) C4 0.033(5) 0.042(6) 0.030(6) -0.008(5) 0.006(4) 0.005(4) C5 0.037(5) 0.037(6) 0.034(6) -0.005(5) 0.006(5) 0.011(4) C6 0.042(6) 0.035(5) 0.025(5) 0.002(4) 0.006(4) 0.008(4) C7 0.026(5) 0.024(5) 0.038(6) -0.003(4) 0.006(4) -0.001(4) C8 0.022(4) 0.018(4) 0.029(5) -0.006(4) 0.001(4) -0.006(3) C9 0.057(7) 0.059(7) 0.039(7) -0.009(6) -0.002(5) 0.024(6) C10 0.036(6) 0.065(7) 0.025(5) 0.000(5) 0.003(5) 0.016(5) C11 0.021(5) 0.036(5) 0.041(6) 0.002(5) 0.002(4) 0.001(4) C12 0.031(5) 0.050(6) 0.030(6) 0.001(5) 0.001(4) 0.007(5) C13 0.042(6) 0.044(6) 0.027(5) 0.005(5) 0.005(4) 0.007(5) C14 0.037(6) 0.050(7) 0.047(7) -0.005(5) 0.011(5) 0.010(5) C15 0.043(6) 0.044(6) 0.037(6) 0.000(5) 0.001(5) 0.010(5) C16 0.039(5) 0.024(5) 0.030(6) -0.004(4) 0.009(4) 0.000(4) C17 0.045(6) 0.023(5) 0.026(5) -0.006(4) 0.006(4) -0.002(4) C18 0.035(5) 0.027(5) 0.032(6) -0.002(4) 0.007(4) -0.013(4) C19 0.045(6) 0.033(6) 0.033(6) -0.013(5) -0.003(5) -0.007(5) C20 0.059(7) 0.032(6) 0.036(6) -0.001(5) 0.023(5) -0.003(5) Cd1 0.0338(4) 0.0251(4) 0.0368(4) -0.0059(3) 0.0100(3) 0.0038(3) N1 0.025(4) 0.019(4) 0.034(5) 0.000(3) -0.001(3) -0.005(3) N2 0.045(5) 0.028(4) 0.036(5) -0.007(4) 0.016(4) 0.007(4) N3 0.028(4) 0.022(4) 0.029(4) 0.002(3) 0.009(3) 0.004(3) N4 0.053(6) 0.076(7) 0.042(6) -0.001(5) 0.010(5) 0.024(5) N5 0.070(7) 0.078(7) 0.040(6) -0.004(5) 0.010(5) 0.046(6) N6 0.027(4) 0.035(5) 0.031(5) -0.008(4) -0.001(3) 0.005(3) N7 0.046(5) 0.043(5) 0.030(5) -0.004(4) 0.005(4) 0.019(4) N8 0.048(5) 0.036(5) 0.053(6) -0.005(4) 0.011(4) 0.005(4) N9 0.038(5) 0.034(5) 0.034(5) 0.000(4) 0.000(4) 0.010(4) N10 0.049(5) 0.034(5) 0.038(5) -0.004(4) 0.014(4) 0.008(4) N11 0.063(6) 0.033(5) 0.041(5) -0.004(4) 0.005(4) 0.018(4) N12 0.032(4) 0.021(4) 0.031(5) -0.001(3) 0.010(4) -0.008(3) O1 0.036(4) 0.050(4) 0.049(4) -0.007(3) 0.005(3) -0.001(3) O2 0.051(5) 0.075(6) 0.159(9) -0.053(6) 0.061(6) -0.021(4) O3 0.154(9) 0.056(5) 0.048(5) 0.017(4) 0.022(5) -0.024(5) _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 Si1 F2 1.671(7) . ? Si1 F4 1.672(8) . ? Si1 F6 1.672(8) . ? Si1 F3 1.674(8) . ? Si1 F5 1.674(8) . ? Si1 F1 1.680(8) . ? Si11 F11 1.671(8) . ? Si11 F13 1.672(8) . ? Si11 F12 1.672(8) . ? Si11 F15 1.673(8) . ? Si11 F14 1.674(8) . ? Si11 F16 1.675(8) . ? Si21 F25 1.670(8) . ? Si21 F22 1.671(8) . ? Si21 F26 1.671(8) . ? Si21 F21 1.672(8) . ? Si21 F24 1.675(8) . ? Si21 F23 1.686(8) . ? C1 C6 1.389(11) . ? C1 C2 1.392(12) . ? C1 N3 1.427(10) . ? C2 C3 1.387(11) . ? C2 H2 0.9500 . ? C3 C4 1.380(12) . ? C3 H3 0.9500 . ? C4 C5 1.374(13) . ? C4 N6 1.445(11) . ? C5 C6 1.383(11) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 N2 1.297(10) . ? C7 N3 1.360(11) . ? C7 H7 0.9500 . ? C8 N1 1.309(10) . ? C8 N3 1.365(10) . ? C8 H8 0.9500 . ? C9 N5 1.329(13) . ? C9 N6 1.352(12) . ? C9 H9 0.9500 . ? C10 N4 1.291(12) . ? C10 N6 1.388(12) . ? C10 H10 0.9500 . ? C11 C12 1.374(13) . ? C11 C13 1.396(12) . ? C11 N9 1.431(11) . ? C12 C13 1.406(12) 2_667 ? C12 H12 0.9500 . ? C13 C12 1.406(12) 2_667 ? C13 H13 0.9500 . ? C14 N8 1.301(13) . ? C14 N9 1.351(11) . ? C14 H14 0.9500 . ? C15 N7 1.309(11) . ? C15 N9 1.342(12) . ? C15 H15 0.9500 . ? C16 C17 1.366(13) . ? C16 C18 1.400(12) . ? C16 N12 1.430(11) . ? C17 C18 1.383(12) 2_587 ? C17 H17 0.9500 . ? C18 C17 1.383(12) 2_587 ? C18 H18 0.9500 . ? C19 N11 1.291(11) . ? C19 N12 1.335(12) . ? C19 H19 0.9500 . ? C20 N10 1.302(12) . ? C20 N12 1.348(11) . ? C20 H20 0.9500 . ? Cd1 N10 2.285(7) . ? Cd1 O1 2.287(6) . ? Cd1 O2 2.294(7) . ? Cd1 N7 2.297(8) . ? Cd1 O3 2.314(8) . ? Cd1 N1 2.342(7) . ? N1 N2 1.389(10) . ? N4 N5 1.403(13) . ? N7 N8 1.378(11) . ? N10 N11 1.374(11) . ? 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 F2 Si1 F4 179.2(7) . . ? F2 Si1 F6 90.3(5) . . ? F4 Si1 F6 90.3(6) . . ? F2 Si1 F3 89.5(5) . . ? F4 Si1 F3 89.9(6) . . ? F6 Si1 F3 179.1(6) . . ? F2 Si1 F5 90.4(5) . . ? F4 Si1 F5 90.1(6) . . ? F6 Si1 F5 91.3(5) . . ? F3 Si1 F5 89.7(5) . . ? F2 Si1 F1 89.1(5) . . ? F4 Si1 F1 90.4(5) . . ? F6 Si1 F1 89.5(5) . . ? F3 Si1 F1 89.6(5) . . ? F5 Si1 F1 179.0(6) . . ? F11 Si11 F13 90.8(6) . . ? F11 Si11 F12 89.8(6) . . ? F13 Si11 F12 90.4(6) . . ? F11 Si11 F15 179.4(6) . . ? F13 Si11 F15 89.0(6) . . ? F12 Si11 F15 89.6(6) . . ? F11 Si11 F14 89.7(6) . . ? F13 Si11 F14 90.1(6) . . ? F12 Si11 F14 179.3(7) . . ? F15 Si11 F14 90.8(6) . . ? F11 Si11 F16 90.2(6) . . ? F13 Si11 F16 179.0(7) . . ? F12 Si11 F16 89.9(6) . . ? F15 Si11 F16 90.0(6) . . ? F14 Si11 F16 89.5(6) . . ? F25 Si21 F22 89.4(6) . . ? F25 Si21 F26 90.3(6) . . ? F22 Si21 F26 89.6(6) . . ? F25 Si21 F21 179.6(8) . . ? F22 Si21 F21 90.4(6) . . ? F26 Si21 F21 90.0(6) . . ? F25 Si21 F24 89.5(6) . . ? F22 Si21 F24 178.8(7) . . ? F26 Si21 F24 90.1(6) . . ? F21 Si21 F24 90.8(6) . . ? F25 Si21 F23 90.3(6) . . ? F22 Si21 F23 91.0(6) . . ? F26 Si21 F23 179.1(7) . . ? F21 Si21 F23 89.4(6) . . ? F24 Si21 F23 89.3(6) . . ? C6 C1 C2 120.9(8) . . ? C6 C1 N3 120.3(8) . . ? C2 C1 N3 118.9(7) . . ? C3 C2 C1 118.6(9) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C4 C3 C2 120.3(9) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C5 C4 C3 120.9(8) . . ? C5 C4 N6 119.4(8) . . ? C3 C4 N6 119.7(9) . . ? C4 C5 C6 119.8(9) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 119.6(9) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? N2 C7 N3 111.4(8) . . ? N2 C7 H7 124.3 . . ? N3 C7 H7 124.3 . . ? N1 C8 N3 110.5(7) . . ? N1 C8 H8 124.8 . . ? N3 C8 H8 124.8 . . ? N5 C9 N6 107.9(11) . . ? N5 C9 H9 126.1 . . ? N6 C9 H9 126.1 . . ? N4 C10 N6 111.3(10) . . ? N4 C10 H10 124.4 . . ? N6 C10 H10 124.4 . . ? C12 C11 C13 121.6(9) . . ? C12 C11 N9 119.3(8) . . ? C13 C11 N9 119.0(9) . . ? C11 C12 C13 119.1(9) . 2_667 ? C11 C12 H12 120.4 . . ? C13 C12 H12 120.4 2_667 . ? C11 C13 C12 119.2(9) . 2_667 ? C11 C13 H13 120.4 . . ? C12 C13 H13 120.4 2_667 . ? N8 C14 N9 111.3(10) . . ? N8 C14 H14 124.4 . . ? N9 C14 H14 124.4 . . ? N7 C15 N9 111.5(9) . . ? N7 C15 H15 124.3 . . ? N9 C15 H15 124.3 . . ? C17 C16 C18 120.8(8) . . ? C17 C16 N12 120.2(8) . . ? C18 C16 N12 119.0(9) . . ? C16 C17 C18 119.9(8) . 2_587 ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 2_587 . ? C17 C18 C16 119.3(9) 2_587 . ? C17 C18 H18 120.3 2_587 . ? C16 C18 H18 120.3 . . ? N11 C19 N12 112.2(9) . . ? N11 C19 H19 123.9 . . ? N12 C19 H19 123.9 . . ? N10 C20 N12 111.0(9) . . ? N10 C20 H20 124.5 . . ? N12 C20 H20 124.5 . . ? N10 Cd1 O1 84.3(3) . . ? N10 Cd1 O2 97.9(3) . . ? O1 Cd1 O2 162.7(4) . . ? N10 Cd1 N7 95.3(3) . . ? O1 Cd1 N7 106.4(3) . . ? O2 Cd1 N7 90.6(4) . . ? N10 Cd1 O3 91.5(3) . . ? O1 Cd1 O3 81.6(3) . . ? O2 Cd1 O3 81.1(4) . . ? N7 Cd1 O3 169.9(3) . . ? N10 Cd1 N1 172.1(3) . . ? O1 Cd1 N1 87.8(2) . . ? O2 Cd1 N1 89.6(3) . . ? N7 Cd1 N1 86.8(3) . . ? O3 Cd1 N1 87.5(3) . . ? C8 N1 N2 107.1(6) . . ? C8 N1 Cd1 126.1(6) . . ? N2 N1 Cd1 125.1(5) . . ? C7 N2 N1 106.8(7) . . ? C7 N3 C8 104.1(7) . . ? C7 N3 C1 128.8(7) . . ? C8 N3 C1 126.9(7) . . ? C10 N4 N5 105.4(9) . . ? C9 N5 N4 109.5(9) . . ? C9 N6 C10 106.0(8) . . ? C9 N6 C4 127.1(9) . . ? C10 N6 C4 126.9(8) . . ? C15 N7 N8 106.4(8) . . ? C15 N7 Cd1 121.2(7) . . ? N8 N7 Cd1 131.7(6) . . ? C14 N8 N7 106.8(8) . . ? C15 N9 C14 104.0(8) . . ? C15 N9 C11 126.3(8) . . ? C14 N9 C11 129.5(9) . . ? C20 N10 N11 106.6(7) . . ? C20 N10 Cd1 128.9(7) . . ? N11 N10 Cd1 119.2(6) . . ? C19 N11 N10 106.4(8) . . ? C19 N12 C20 103.8(8) . . ? C19 N12 C16 128.2(7) . . ? C20 N12 C16 127.8(8) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 1.668 _refine_diff_density_min -0.812 _refine_diff_density_rms 0.146 data_7 _database_code_depnum_ccdc_archive 'CCDC 914809' #TrackingRef '2-ok.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H24 Cd N18, 2(B F4)' _chemical_formula_sum 'C30 H24 B2 Cd F8 N18' _chemical_formula_weight 922.69 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' B B 0.0013 0.0007 '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' Cd Cd -0.8075 1.2024 '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' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M 'P 63/m c m' _symmetry_space_group_name_Hall '-P 6c 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' 'y, x, -z+1/2' 'x-y, -y, -z+1/2' '-x, -x+y, -z+1/2' '-y, -x, -z' '-x+y, y, -z' 'x, x-y, -z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' 'x, y, -z-1/2' '-y, x-y, -z-1/2' '-x+y, -x, -z-1/2' '-y, -x, z-1/2' '-x+y, y, z-1/2' 'x, x-y, z-1/2' 'y, x, z' 'x-y, -y, z' '-x, -x+y, z' _cell_length_a 16.210(4) _cell_length_b 16.210(4) _cell_length_c 8.070(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1836.4(11) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1456 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 18.45 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.669 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.688 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8468 _exptl_absorpt_correction_T_max 0.8862 _exptl_absorpt_process_details 'SADABS (Bruker, 2000)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 4170 _diffrn_reflns_av_R_equivalents 0.0789 _diffrn_reflns_av_sigmaI/netI 0.0581 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 25.97 _reflns_number_total 685 _reflns_number_gt 448 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1602P)^2^+22.0277P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 685 _refine_ls_number_parameters 43 _refine_ls_number_restraints 19 _refine_ls_R_factor_all 0.1273 _refine_ls_R_factor_gt 0.0897 _refine_ls_wR_factor_ref 0.3056 _refine_ls_wR_factor_gt 0.2631 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.090 _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 B1 B 0.3333 0.6667 0.919(3) 1.04(11) Uiso 0.50 3 d SPDU . . C1 C 0.0000 0.3342(15) 0.7500 0.094(10) Uiso 1 4 d SDU . . C2 C 0.070(2) 0.4100(16) 0.832(4) 0.117(12) Uiso 0.50 1 d PDU . . H2 H 0.1189 0.4040 0.8882 0.140 Uiso 0.50 1 d PR . . C3 C 0.068(2) 0.4927(19) 0.836(4) 0.124(13) Uiso 0.50 1 d PDU . . H3 H 0.1153 0.5468 0.8966 0.148 Uiso 0.50 1 d PR . . C4 C 0.0000 0.500(2) 0.7500 0.114(12) Uiso 1 4 d SDU . . C7 C 0.0000 0.1921(11) 0.882(2) 0.058(5) Uani 1 2 d S . . H7 H 0.0000 0.2093 0.9943 0.070 Uiso 1 2 calc SR . . C9 C 0.081(2) 0.680(2) 0.7500 0.185(15) Uiso 1 2 d SDU . . H9 H 0.1459 0.6943 0.7500 0.222 Uiso 1 2 calc SR . . Cd1 Cd 0.0000 0.0000 1.0000 0.0303(8) Uiso 1 12 d S . . F1 F 0.2905(9) 0.5810(18) 1.0000 1.03(11) Uiso 1 2 d SDU . . F2 F 0.3333 0.6667 0.7500 1.05(11) Uiso 1 6 d SDU . . N2 N 0.0000 0.1179(7) 0.8348(14) 0.043(3) Uani 1 2 d S . . N3 N 0.0000 0.2442(12) 0.7500 0.073(7) Uani 1 4 d SD . . N4 N 0.0000 0.590(3) 0.7500 0.173(15) Uiso 1 4 d SDU . . N5 N 0.0487(7) 0.741(2) 0.7500 0.179(13) Uiso 1 2 d SDU . . 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 C7 0.085(13) 0.062(8) 0.035(7) -0.002(7) 0.000 0.043(7) N2 0.060(8) 0.032(4) 0.045(6) -0.001(5) 0.000 0.030(4) N3 0.14(2) 0.067(9) 0.036(10) 0.000 0.000 0.069(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag B1 B1 1.31(4) 10_667 ? B1 F2 1.36(2) . ? B1 F1 1.37(2) 3_565 ? B1 F1 1.37(2) 2_665 ? B1 F1 1.37(2) . ? C1 C2 1.35(2) . ? C1 C2 1.35(2) 9_556 ? C1 C2 1.35(2) 16_557 ? C1 C2 1.35(2) 24 ? C1 N3 1.460(18) . ? C2 C2 1.32(7) 16_557 ? C2 C3 1.36(2) . ? C2 H2 0.9601 . ? C3 C4 1.35(2) . ? C3 C3 1.39(7) 16_557 ? C3 H3 0.9599 . ? C4 C3 1.35(2) 9_556 ? C4 C3 1.35(2) 24 ? C4 C3 1.35(2) 16_557 ? C4 N4 1.472(19) . ? C7 N2 1.26(2) . ? C7 N3 1.36(2) . ? C7 H7 0.9500 . ? C9 N5 1.335(19) . ? C9 N4 1.389(19) . ? C9 H9 0.9500 . ? Cd1 N2 2.331(11) . ? Cd1 N2 2.331(11) 14_557 ? Cd1 N2 2.331(11) 2 ? Cd1 N2 2.331(11) 15_557 ? Cd1 N2 2.331(11) 13_557 ? Cd1 N2 2.331(11) 3 ? F1 B1 1.37(2) 10_667 ? F2 B1 1.36(2) 16_557 ? N2 N2 1.37(2) 16_557 ? N3 C7 1.36(2) 16_557 ? N4 C9 1.389(19) 9_556 ? N5 N5 1.366(19) 9_556 ? 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 B1 B1 F2 179.996(3) 10_667 . ? B1 B1 F1 61.5(11) 10_667 3_565 ? F2 B1 F1 118.5(11) . 3_565 ? B1 B1 F1 61.5(11) 10_667 2_665 ? F2 B1 F1 118.5(11) . 2_665 ? F1 B1 F1 99.1(14) 3_565 2_665 ? B1 B1 F1 61.5(11) 10_667 . ? F2 B1 F1 118.5(11) . . ? F1 B1 F1 99.1(14) 3_565 . ? F1 B1 F1 99.1(14) 2_665 . ? C2 C1 C2 122(3) . 9_556 ? C2 C1 C2 58(3) . 16_557 ? C2 C1 C2 93(3) 9_556 16_557 ? C2 C1 C2 93(3) . 24 ? C2 C1 C2 58(3) 9_556 24 ? C2 C1 C2 122(3) 16_557 24 ? C2 C1 N3 119.2(14) . . ? C2 C1 N3 119.2(14) 9_556 . ? C2 C1 N3 119.2(14) 16_557 . ? C2 C1 N3 119.2(14) 24 . ? C2 C2 C1 60.9(16) 16_557 . ? C2 C2 C3 91.6(19) 16_557 . ? C1 C2 C3 119.0(17) . . ? C2 C2 C3 45.0(9) 16_557 16_557 ? C1 C2 C3 89.4(18) . 16_557 ? C3 C2 C3 47(2) . 16_557 ? C2 C2 C2 90.001(8) 16_557 24 ? C1 C2 C2 43.6(15) . 24 ? C3 C2 C2 88.8(15) . 24 ? C3 C2 C2 89.2(10) 16_557 24 ? C2 C2 H2 118.3 16_557 . ? C1 C2 H2 119.9 . . ? C3 C2 H2 121.0 . . ? C3 C2 H2 135.1 16_557 . ? C2 C2 H2 135.7 24 . ? C4 C3 C2 119.3(18) . . ? C4 C3 C3 59.0(15) . 16_557 ? C2 C3 C3 88.4(19) . 16_557 ? C4 C3 C3 45.2(16) . 24 ? C2 C3 C3 91.2(15) . 24 ? C3 C3 C3 90.000(7) 16_557 24 ? C4 C3 C2 89.6(18) . 16_557 ? C2 C3 C2 43(2) . 16_557 ? C3 C3 C2 45.0(9) 16_557 16_557 ? C3 C3 C2 90.8(10) 24 16_557 ? C4 C3 H3 119.9 . . ? C2 C3 H3 120.8 . . ? C3 C3 H3 120.5 16_557 . ? C3 C3 H3 133.9 24 . ? C2 C3 H3 135.3 16_557 . ? C3 C4 C3 62(3) 9_556 24 ? C3 C4 C3 90(3) 9_556 16_557 ? C3 C4 C3 121(3) 24 16_557 ? C3 C4 C3 121(3) 9_556 . ? C3 C4 C3 90(3) 24 . ? C3 C4 C3 62(3) 16_557 . ? C3 C4 N4 119.3(15) 9_556 . ? C3 C4 N4 119.3(15) 24 . ? C3 C4 N4 119.3(14) 16_557 . ? C3 C4 N4 119.3(14) . . ? N2 C7 N3 110.9(14) . . ? N2 C7 H7 124.5 . . ? N3 C7 H7 124.5 . . ? N5 C9 N4 105(4) . . ? N5 C9 H9 127.7 . . ? N4 C9 H9 127.7 . . ? N2 Cd1 N2 89.5(4) . 14_557 ? N2 Cd1 N2 90.5(4) . 2 ? N2 Cd1 N2 180.000(1) 14_557 2 ? N2 Cd1 N2 89.5(4) . 15_557 ? N2 Cd1 N2 90.5(4) 14_557 15_557 ? N2 Cd1 N2 89.5(4) 2 15_557 ? N2 Cd1 N2 180.0(5) . 13_557 ? N2 Cd1 N2 90.5(4) 14_557 13_557 ? N2 Cd1 N2 89.5(4) 2 13_557 ? N2 Cd1 N2 90.5(4) 15_557 13_557 ? N2 Cd1 N2 90.5(4) . 3 ? N2 Cd1 N2 89.5(4) 14_557 3 ? N2 Cd1 N2 90.5(4) 2 3 ? N2 Cd1 N2 180.000(1) 15_557 3 ? N2 Cd1 N2 89.5(4) 13_557 3 ? B1 F1 B1 57(2) 10_667 . ? B1 F2 B1 179.92(1) 16_557 . ? C7 N2 N2 107.5(9) . 16_557 ? C7 N2 Cd1 127.6(10) . . ? N2 N2 Cd1 124.9(3) 16_557 . ? C7 N3 C7 103.1(19) 16_557 . ? C7 N3 C1 128.4(10) 16_557 . ? C7 N3 C1 128.4(10) . . ? C9 N4 C9 111(4) 9_556 . ? C9 N4 C4 125(2) 9_556 . ? C9 N4 C4 125(2) . . ? C9 N5 N5 110.1(16) . 9_556 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.347 _refine_diff_density_min -0.899 _refine_diff_density_rms 0.176