# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_1 _database_code_depnum_ccdc_archive 'CCDC 898774' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 1_CS2 _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Cd2 Cl4 N8, 0.87(C S2) ' _chemical_formula_sum 'C44.87 H44 Cd2 Cl4 N8 S1.74' _chemical_formula_weight 1117.71 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.790(2) _cell_length_b 15.5454(17) _cell_length_c 9.3054(10) _cell_angle_alpha 90.00 _cell_angle_beta 114.886(2) _cell_angle_gamma 90.00 _cell_volume 2334.5(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4127 _cell_measurement_theta_min 2.41 _cell_measurement_theta_max 28.33 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1122.2 _exptl_absorpt_coefficient_mu 1.259 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7253 _exptl_absorpt_correction_T_max 0.8322 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7314 _diffrn_reflns_av_R_equivalents 0.0174 _diffrn_reflns_av_sigmaI/netI 0.0222 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2737 _reflns_number_gt 2606 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0530P)^2^+10.7023P] 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 2737 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0449 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1078 _refine_ls_wR_factor_gt 0.1063 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.105 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.23108(2) 0.0000 0.39978(4) 0.02541(13) Uani 1 2 d S . . Cl2 Cl 0.38276(7) 0.0000 0.52924(14) 0.0291(2) Uani 1 2 d S . . Cl3 Cl 0.17172(12) 0.0000 0.11289(16) 0.0551(5) Uani 1 2 d S . . C14 C 0.02634(17) 0.28975(19) 0.9561(3) 0.0195(6) Uani 1 1 d . . . C15 C 0.07119(19) 0.2168(2) 0.9513(4) 0.0233(6) Uani 1 1 d . . . H15 H 0.0661 0.1652 1.0013 0.028 Uiso 1 1 calc R . . N4 N 0.18369(17) 0.11579(18) 0.4726(3) 0.0258(6) Uani 1 1 d . . . C12 C 0.0844(2) 0.3652(2) 0.7983(4) 0.0264(6) Uani 1 1 d . . . H12 H 0.0881 0.4159 0.7445 0.032 Uiso 1 1 calc R . . C13 C 0.03290(19) 0.36364(19) 0.8763(4) 0.0221(6) Uani 1 1 d . . . H13 H 0.0017 0.4134 0.8756 0.027 Uiso 1 1 calc R . . C16 C 0.1231(2) 0.2188(2) 0.8741(4) 0.0280(7) Uani 1 1 d . . . H16 H 0.1538 0.1689 0.8732 0.034 Uiso 1 1 calc R . . C8 C 0.2171(2) 0.1596(2) 0.6066(4) 0.0276(7) Uani 1 1 d . . . N7 N 0.1725(2) 0.23067(19) 0.5985(4) 0.0329(7) Uani 1 1 d . . . C11 C 0.1306(2) 0.2931(2) 0.7983(4) 0.0289(7) Uani 1 1 d . . . C10 C 0.1891(3) 0.2974(2) 0.7178(6) 0.0420(10) Uani 1 1 d . . . H10A H 0.1838 0.3545 0.6672 0.050 Uiso 1 1 calc R . . H10B H 0.2468 0.2915 0.7989 0.050 Uiso 1 1 calc R . . C9 C 0.2908(3) 0.1324(4) 0.7501(6) 0.073(2) Uani 1 1 d . . . H9A H 0.2732 0.1130 0.8313 0.110 Uiso 1 1 calc R . . H9B H 0.3289 0.1812 0.7908 0.110 Uiso 1 1 calc R . . H9C H 0.3189 0.0852 0.7228 0.110 Uiso 1 1 calc R . . C6 C 0.1088(4) 0.2325(4) 0.4536(5) 0.0721(19) Uani 1 1 d . . . H6 H 0.0672 0.2756 0.4132 0.087 Uiso 1 1 calc R . . C5 C 0.1155(3) 0.1610(4) 0.3770(5) 0.0575(14) Uani 1 1 d . . . H5 H 0.0784 0.1449 0.2727 0.069 Uiso 1 1 calc R . . S18 S 0.0597(2) 0.0000 0.6782(3) 0.0836(9) Uani 0.87 2 d SP . . C17 C 0.0000 0.0000 0.5000 0.069(4) Uani 0.87 4 d SP . . 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 0.0293(2) 0.01751(18) 0.02447(19) 0.000 0.00650(14) 0.000 Cl2 0.0282(5) 0.0288(6) 0.0311(6) 0.000 0.0132(5) 0.000 Cl3 0.0931(13) 0.0264(6) 0.0242(6) 0.000 0.0038(7) 0.000 C14 0.0180(13) 0.0181(13) 0.0196(13) -0.0018(11) 0.0051(11) -0.0014(11) C15 0.0275(15) 0.0166(13) 0.0267(15) 0.0000(12) 0.0124(13) -0.0014(12) N4 0.0257(13) 0.0265(14) 0.0258(13) 0.0025(11) 0.0112(11) 0.0027(11) C12 0.0345(17) 0.0163(14) 0.0319(16) 0.0009(12) 0.0175(14) -0.0019(12) C13 0.0220(14) 0.0162(13) 0.0280(15) 0.0000(11) 0.0104(12) 0.0014(11) C16 0.0321(16) 0.0183(14) 0.0390(18) -0.0014(13) 0.0203(15) 0.0025(13) C8 0.0234(15) 0.0202(14) 0.0402(19) -0.0049(13) 0.0144(14) -0.0015(12) N7 0.0488(18) 0.0248(14) 0.0374(16) 0.0066(12) 0.0302(15) 0.0098(13) C11 0.0363(18) 0.0213(15) 0.0378(18) -0.0036(13) 0.0241(16) -0.0022(13) C10 0.063(3) 0.0208(17) 0.067(3) -0.0042(17) 0.052(2) -0.0032(16) C9 0.037(2) 0.083(4) 0.063(3) -0.048(3) -0.015(2) 0.026(2) C6 0.093(4) 0.092(4) 0.028(2) 0.020(2) 0.022(2) 0.072(4) C5 0.056(3) 0.089(4) 0.0219(17) 0.005(2) 0.0105(18) 0.044(3) S18 0.127(2) 0.0560(13) 0.0467(12) 0.000 0.0163(14) 0.000 C17 0.119(12) 0.032(5) 0.064(8) 0.000 0.046(8) 0.000 _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 N4 2.212(3) 6 ? Cd1 N4 2.212(3) . ? Cd1 Cl3 2.4227(14) . ? Cd1 Cl2 2.4488(12) . ? C14 C15 1.399(4) . ? C14 C13 1.399(4) . ? C14 C14 1.480(6) 2_557 ? C15 C16 1.388(4) . ? C15 H15 0.9500 . ? N4 C8 1.322(4) . ? N4 C5 1.360(5) . ? C12 C13 1.388(4) . ? C12 C11 1.390(5) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C16 C11 1.388(5) . ? C16 H16 0.9500 . ? C8 N7 1.344(4) . ? C8 C9 1.485(6) . ? N7 C6 1.349(6) . ? N7 C10 1.457(5) . ? C11 C10 1.518(5) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C6 C5 1.352(7) . ? C6 H6 0.9500 . ? C5 H5 0.9500 . ? S18 C17 1.548(3) . ? C17 S18 1.548(3) 5_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 N4 Cd1 N4 108.95(14) 6 . ? N4 Cd1 Cl3 106.99(8) 6 . ? N4 Cd1 Cl3 106.99(8) . . ? N4 Cd1 Cl2 109.41(7) 6 . ? N4 Cd1 Cl2 109.42(7) . . ? Cl3 Cd1 Cl2 114.91(6) . . ? C15 C14 C13 118.2(3) . . ? C15 C14 C14 121.3(2) . 2_557 ? C13 C14 C14 120.43(19) . 2_557 ? C16 C15 C14 120.7(3) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C8 N4 C5 105.9(3) . . ? C8 N4 Cd1 129.1(2) . . ? C5 N4 Cd1 124.8(3) . . ? C13 C12 C11 120.4(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 120.8(3) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C11 C16 C15 120.6(3) . . ? C11 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? N4 C8 N7 110.5(3) . . ? N4 C8 C9 125.3(3) . . ? N7 C8 C9 124.1(3) . . ? C8 N7 C6 107.6(3) . . ? C8 N7 C10 128.2(4) . . ? C6 N7 C10 124.2(3) . . ? C16 C11 C12 119.2(3) . . ? C16 C11 C10 121.3(3) . . ? C12 C11 C10 119.5(3) . . ? N7 C10 C11 112.6(3) . . ? N7 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? N7 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N7 C6 C5 106.6(4) . . ? N7 C6 H6 126.7 . . ? C5 C6 H6 126.7 . . ? C6 C5 N4 109.5(4) . . ? C6 C5 H5 125.3 . . ? N4 C5 H5 125.3 . . ? S18 C17 S18 180.0 5_556 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C13 C14 C15 C16 2.3(5) . . . . ? C14 C14 C15 C16 -177.2(3) 2_557 . . . ? N4 Cd1 N4 C8 90.3(3) 6 . . . ? Cl3 Cd1 N4 C8 -154.4(3) . . . . ? Cl2 Cd1 N4 C8 -29.3(3) . . . . ? N4 Cd1 N4 C5 -96.4(4) 6 . . . ? Cl3 Cd1 N4 C5 19.0(4) . . . . ? Cl2 Cd1 N4 C5 144.0(4) . . . . ? C11 C12 C13 C14 -0.1(5) . . . . ? C15 C14 C13 C12 -1.8(5) . . . . ? C14 C14 C13 C12 177.7(3) 2_557 . . . ? C14 C15 C16 C11 -0.9(5) . . . . ? C5 N4 C8 N7 -0.1(4) . . . . ? Cd1 N4 C8 N7 174.2(2) . . . . ? C5 N4 C8 C9 176.7(5) . . . . ? Cd1 N4 C8 C9 -9.0(6) . . . . ? N4 C8 N7 C6 -0.5(5) . . . . ? C9 C8 N7 C6 -177.4(5) . . . . ? N4 C8 N7 C10 -178.1(3) . . . . ? C9 C8 N7 C10 5.1(6) . . . . ? C15 C16 C11 C12 -1.1(5) . . . . ? C15 C16 C11 C10 178.0(4) . . . . ? C13 C12 C11 C16 1.6(5) . . . . ? C13 C12 C11 C10 -177.5(3) . . . . ? C8 N7 C10 C11 -106.8(4) . . . . ? C6 N7 C10 C11 76.0(5) . . . . ? C16 C11 C10 N7 56.4(5) . . . . ? C12 C11 C10 N7 -124.5(4) . . . . ? C8 N7 C6 C5 0.9(6) . . . . ? C10 N7 C6 C5 178.6(4) . . . . ? N7 C6 C5 N4 -1.0(7) . . . . ? C8 N4 C5 C6 0.7(6) . . . . ? Cd1 N4 C5 C6 -174.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.822 _refine_diff_density_min -0.862 _refine_diff_density_rms 0.121 data_2 _database_code_depnum_ccdc_archive 'CCDC 898775' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 2_2MeOH _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Br4 Cd2 N8, 2(C H4 O)' _chemical_formula_sum 'C46 H52 Br4 Cd2 N8 O2' _chemical_formula_weight 1293.40 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.179(2) _cell_length_b 15.8014(19) _cell_length_c 9.6965(11) _cell_angle_alpha 90.00 _cell_angle_beta 114.179(2) _cell_angle_gamma 90.00 _cell_volume 2401.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3447 _cell_measurement_theta_min 2.303 _cell_measurement_theta_max 28.192 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.789 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1272 _exptl_absorpt_coefficient_mu 4.260 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.345 _exptl_absorpt_correction_T_max 0.464 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7519 _diffrn_reflns_av_R_equivalents 0.0239 _diffrn_reflns_av_sigmaI/netI 0.0310 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.28 _reflns_number_total 2861 _reflns_number_gt 2549 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0487P)^2^+4.5953P] 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 2787 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0385 _refine_ls_R_factor_gt 0.0331 _refine_ls_wR_factor_ref 0.0848 _refine_ls_wR_factor_gt 0.0815 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Cd1 Cd 0.27359(2) 0.0000 0.57848(3) 0.01818(10) Uani 1 2 d S . . Br2 Br 0.11043(3) 0.0000 0.47312(5) 0.02213(12) Uani 1 2 d S . . Br3 Br 0.35956(4) 0.0000 0.86713(5) 0.03580(16) Uani 1 2 d S . . N4 N 0.31796(16) 0.11886(16) 0.5130(3) 0.0186(5) Uani 1 1 d . . . C5 C 0.3862(2) 0.1665(2) 0.6077(4) 0.0231(7) Uani 1 1 d . . . H5 H 0.4237 0.1514 0.7078 0.028 Uiso 1 1 calc R . . C6 C 0.3912(2) 0.2377(2) 0.5358(4) 0.0249(7) Uani 1 1 d . . . H6 H 0.4321 0.2817 0.5748 0.030 Uiso 1 1 calc R . . N7 N 0.32478(16) 0.23426(16) 0.3938(3) 0.0184(5) Uani 1 1 d . . . C8 C 0.28195(19) 0.16110(19) 0.3839(3) 0.0170(6) Uani 1 1 d . . . C9 C 0.2062(2) 0.1336(2) 0.2495(4) 0.0257(7) Uani 1 1 d . . . H9A H 0.1875 0.0780 0.2689 0.039 Uiso 1 1 calc R . . H9B H 0.2209 0.1299 0.1621 0.039 Uiso 1 1 calc R . . H9C H 0.1600 0.1747 0.2285 0.039 Uiso 1 1 calc R . . C10 C 0.3061(2) 0.2994(2) 0.2768(4) 0.0219(7) Uani 1 1 d . . . H10A H 0.3108 0.3559 0.3238 0.026 Uiso 1 1 calc R . . H10B H 0.2467 0.2925 0.2012 0.026 Uiso 1 1 calc R . . C11 C 0.36571(19) 0.29555(18) 0.1974(3) 0.0181(6) Uani 1 1 d . . . C12 C 0.4124(2) 0.36672(19) 0.1944(3) 0.0200(6) Uani 1 1 d . . . H12 H 0.4081 0.4168 0.2449 0.024 Uiso 1 1 calc R . . C13 C 0.46534(19) 0.36515(18) 0.1181(3) 0.0182(6) Uani 1 1 d . . . H13 H 0.4969 0.4143 0.1171 0.022 Uiso 1 1 calc R . . C14 C 0.47275(18) 0.29266(18) 0.0432(3) 0.0159(6) Uani 1 1 d . . . C15 C 0.42762(19) 0.22034(19) 0.0500(3) 0.0179(6) Uani 1 1 d . . . H15 H 0.4334 0.1697 0.0022 0.021 Uiso 1 1 calc R . . C16 C 0.3745(2) 0.22173(19) 0.1259(3) 0.0189(6) Uani 1 1 d . . . H16 H 0.3439 0.1722 0.1293 0.023 Uiso 1 1 calc R . . C17 C 0.4235(4) 0.0000 0.2989(7) 0.0454(14) Uani 1 2 d S . . H17A H 0.4404 0.0577 0.3364 0.068 Uiso 0.50 1 calc PR . . H17B H 0.4601 -0.0205 0.2506 0.068 Uiso 0.50 1 calc PR . . H17C H 0.4296 -0.0372 0.3836 0.068 Uiso 0.50 1 calc PR . . O18 O 0.3372(3) 0.0000 0.1920(5) 0.0477(10) Uani 1 2 d S . . H18 H 0.3333 -0.0255 0.1134 0.057 Uiso 0.50 1 calc PR . . 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 0.02228(18) 0.01444(16) 0.01821(17) 0.000 0.00871(13) 0.000 Br2 0.0221(2) 0.0214(2) 0.0255(2) 0.000 0.01247(19) 0.000 Br3 0.0594(4) 0.0204(2) 0.0176(2) 0.000 0.0056(2) 0.000 N4 0.0205(13) 0.0185(13) 0.0171(12) -0.0004(10) 0.0080(10) -0.0003(10) C5 0.0211(16) 0.0273(17) 0.0191(15) -0.0019(13) 0.0064(13) -0.0042(13) C6 0.0268(17) 0.0275(17) 0.0208(16) -0.0048(13) 0.0102(14) -0.0097(13) N7 0.0216(13) 0.0174(12) 0.0195(13) -0.0002(10) 0.0118(11) -0.0013(10) C8 0.0179(14) 0.0167(14) 0.0193(15) 0.0001(11) 0.0106(12) 0.0017(11) C9 0.0266(17) 0.0263(17) 0.0216(16) 0.0033(13) 0.0072(14) -0.0050(13) C10 0.0269(17) 0.0191(15) 0.0257(16) 0.0045(12) 0.0168(14) 0.0020(12) C11 0.0211(15) 0.0164(14) 0.0193(15) 0.0028(11) 0.0108(12) 0.0026(11) C12 0.0270(16) 0.0147(14) 0.0210(15) -0.0024(11) 0.0127(13) -0.0002(12) C13 0.0217(15) 0.0135(14) 0.0198(15) 0.0006(11) 0.0090(12) -0.0009(11) C14 0.0152(14) 0.0168(14) 0.0151(14) 0.0017(11) 0.0056(12) 0.0013(11) C15 0.0214(15) 0.0144(14) 0.0176(15) -0.0020(11) 0.0078(12) 0.0000(11) C16 0.0222(15) 0.0151(14) 0.0209(15) 0.0025(11) 0.0104(12) -0.0007(12) C17 0.043(3) 0.045(3) 0.046(4) 0.000 0.017(3) 0.000 O18 0.042(2) 0.059(3) 0.043(2) 0.000 0.019(2) 0.000 _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 N4 2.215(3) . ? Cd1 N4 2.215(3) 6 ? Cd1 Br2 2.5602(6) . ? Cd1 Br3 2.5747(6) . ? N4 C8 1.327(4) . ? N4 C5 1.379(4) . ? C5 C6 1.346(5) . ? C5 H5 0.9500 . ? C6 N7 1.383(4) . ? C6 H6 0.9500 . ? N7 C8 1.352(4) . ? N7 C10 1.467(4) . ? C8 C9 1.480(4) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.514(4) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.389(4) . ? C11 C16 1.396(4) . ? C12 C13 1.387(4) . ? C12 H12 0.9500 . ? C13 C14 1.390(4) . ? C13 H13 0.9500 . ? C14 C15 1.398(4) . ? C14 C14 1.490(6) 2_655 ? C15 C16 1.388(4) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 O18 1.419(7) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O18 H18 0.8400 . ? 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 N4 Cd1 N4 115.95(13) . 6 ? N4 Cd1 Br2 109.55(7) . . ? N4 Cd1 Br2 109.55(7) 6 . ? N4 Cd1 Br3 101.54(7) . . ? N4 Cd1 Br3 101.54(7) 6 . ? Br2 Cd1 Br3 118.73(2) . . ? C8 N4 C5 107.1(3) . . ? C8 N4 Cd1 127.9(2) . . ? C5 N4 Cd1 124.8(2) . . ? C6 C5 N4 109.2(3) . . ? C6 C5 H5 125.4 . . ? N4 C5 H5 125.4 . . ? C5 C6 N7 106.3(3) . . ? C5 C6 H6 126.8 . . ? N7 C6 H6 126.8 . . ? C8 N7 C6 107.9(3) . . ? C8 N7 C10 127.2(3) . . ? C6 N7 C10 124.9(3) . . ? N4 C8 N7 109.4(3) . . ? N4 C8 C9 125.8(3) . . ? N7 C8 C9 124.7(3) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N7 C10 C11 112.7(2) . . ? N7 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? N7 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C12 C11 C16 119.1(3) . . ? C12 C11 C10 119.6(3) . . ? C16 C11 C10 121.3(3) . . ? C13 C12 C11 120.5(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 120.9(3) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C13 C14 C15 118.5(3) . . ? C13 C14 C14 120.46(19) . 2_655 ? C15 C14 C14 121.00(19) . 2_655 ? C16 C15 C14 120.7(3) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C11 120.3(3) . . ? C15 C16 H16 119.8 . . ? C11 C16 H16 119.8 . . ? O18 C17 H17A 109.5 . . ? O18 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O18 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C17 O18 H18 109.5 . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.874 _refine_diff_density_min -0.884 _refine_diff_density_rms 0.123 data_3 _database_code_depnum_ccdc_archive 'CCDC 898776' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Br4 Cd2 N8, 0.87(C S2)' _chemical_formula_sum 'C44.87 H44 Br4 Cd2 N8 S1.74' _chemical_formula_weight 1295.77 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.478(2) _cell_length_b 15.809(2) _cell_length_c 9.3913(13) _cell_angle_alpha 90.00 _cell_angle_beta 114.457(2) _cell_angle_gamma 90.00 _cell_volume 2362.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2041 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 27.67 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.822 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1266.2 _exptl_absorpt_coefficient_mu 4.414 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4050 _exptl_absorpt_correction_T_max 0.8432 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7179 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0536 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2749 _reflns_number_gt 2197 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0470P)^2^+7.4320P] 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 2749 _refine_ls_number_parameters 147 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.0994 _refine_ls_wR_factor_gt 0.0929 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.27107(3) 0.5000 1.09371(5) 0.01555(14) Uani 1 2 d S . . Br2 Br 0.10944(4) 0.5000 0.96313(8) 0.01922(17) Uani 1 2 d S . . Br3 Br 0.33290(5) 0.5000 1.39231(8) 0.0286(2) Uani 1 2 d S . . N4 N 0.3170(2) 0.6157(2) 1.0218(4) 0.0167(8) Uani 1 1 d . . . C5 C 0.3823(3) 0.6646(4) 1.1214(6) 0.0264(12) Uani 1 1 d . . . H5 H 0.4180 0.6502 1.2263 0.032 Uiso 1 1 calc R . . C6 C 0.3879(3) 0.7354(4) 1.0488(6) 0.0263(12) Uani 1 1 d . . . H6 H 0.4276 0.7798 1.0913 0.032 Uiso 1 1 calc R . . N7 N 0.3247(2) 0.7314(2) 0.8999(4) 0.0154(8) Uani 1 1 d . . . C8 C 0.2836(3) 0.6579(3) 0.8879(5) 0.0155(9) Uani 1 1 d . . . C9 C 0.2125(3) 0.6279(3) 0.7440(6) 0.0271(12) Uani 1 1 d . . . H9A H 0.2344 0.5980 0.6774 0.041 Uiso 1 1 calc R . . H9B H 0.1788 0.6764 0.6870 0.041 Uiso 1 1 calc R . . H9C H 0.1772 0.5894 0.7727 0.041 Uiso 1 1 calc R . . C10 C 0.3077(3) 0.7972(3) 0.7810(6) 0.0194(10) Uani 1 1 d . . . H10B H 0.3130 0.8533 0.8308 0.023 Uiso 1 1 calc R . . H10A H 0.2491 0.7913 0.7018 0.023 Uiso 1 1 calc R . . C11 C 0.3668(3) 0.7929(3) 0.6998(5) 0.0146(9) Uani 1 1 d . . . C12 C 0.4122(3) 0.8639(3) 0.6970(5) 0.0152(9) Uani 1 1 d . . . H12 H 0.4074 0.9138 0.7490 0.018 Uiso 1 1 calc R . . C13 C 0.4645(3) 0.8635(3) 0.6195(5) 0.0146(9) Uani 1 1 d . . . H13 H 0.4947 0.9132 0.6180 0.017 Uiso 1 1 calc R . . C14 C 0.4731(2) 0.7906(3) 0.5437(5) 0.0118(9) Uani 1 1 d . . . C15 C 0.4284(3) 0.7183(3) 0.5499(5) 0.0142(9) Uani 1 1 d . . . H15 H 0.4339 0.6677 0.5005 0.017 Uiso 1 1 calc R . . C16 C 0.3762(3) 0.7200(3) 0.6275(5) 0.0148(9) Uani 1 1 d . . . H16 H 0.3465 0.6703 0.6311 0.018 Uiso 1 1 calc R . . C17 C 0.5000 0.5000 1.0000 0.034(3) Uani 0.87 4 d SP . . S18 S 0.44664(18) 0.5000 0.8216(3) 0.0474(7) Uani 0.87 2 d SP . . 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 0.0187(2) 0.0139(3) 0.0134(2) 0.000 0.00596(19) 0.000 Br2 0.0175(3) 0.0217(4) 0.0186(3) 0.000 0.0076(3) 0.000 Br3 0.0460(5) 0.0188(4) 0.0146(4) 0.000 0.0060(3) 0.000 N4 0.0152(18) 0.020(2) 0.0137(19) 0.0025(16) 0.0047(16) 0.0004(16) C5 0.025(2) 0.038(3) 0.014(2) -0.001(2) 0.006(2) -0.010(2) C6 0.027(3) 0.034(3) 0.018(3) -0.006(2) 0.009(2) -0.017(2) N7 0.0210(19) 0.0123(19) 0.018(2) 0.0007(15) 0.0131(17) -0.0009(16) C8 0.016(2) 0.017(2) 0.018(2) 0.0027(18) 0.0112(19) 0.0041(18) C9 0.024(3) 0.028(3) 0.022(3) 0.006(2) 0.002(2) -0.008(2) C10 0.025(2) 0.014(2) 0.027(3) 0.0039(19) 0.019(2) 0.0012(19) C11 0.018(2) 0.015(2) 0.013(2) 0.0032(17) 0.0085(18) 0.0031(18) C12 0.019(2) 0.014(2) 0.014(2) 0.0014(17) 0.0076(19) 0.0041(18) C13 0.016(2) 0.014(2) 0.016(2) -0.0018(17) 0.0081(18) -0.0036(18) C14 0.0101(19) 0.015(2) 0.007(2) 0.0049(17) -0.0005(17) 0.0025(17) C15 0.020(2) 0.011(2) 0.012(2) -0.0006(17) 0.0066(18) 0.0011(18) C16 0.015(2) 0.012(2) 0.018(2) 0.0028(17) 0.0067(18) -0.0023(17) C17 0.034(7) 0.027(7) 0.045(8) 0.000 0.022(6) 0.000 S18 0.0526(16) 0.0513(17) 0.0300(14) 0.000 0.0087(12) 0.000 _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 N4 2.212(4) . ? Cd1 N4 2.212(4) 6_565 ? Cd1 Br3 2.5539(9) . ? Cd1 Br2 2.5722(8) . ? N4 C8 1.327(6) . ? N4 C5 1.376(6) . ? C5 C6 1.335(7) . ? C5 H5 0.9500 . ? C6 N7 1.378(6) . ? C6 H6 0.9500 . ? N7 C8 1.346(6) . ? N7 C10 1.464(6) . ? C8 C9 1.486(6) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.518(6) . ? C10 H10B 0.9900 . ? C10 H10A 0.9900 . ? C11 C12 1.381(6) . ? C11 C16 1.383(6) . ? C12 C13 1.384(6) . ? C12 H12 0.9500 . ? C13 C14 1.395(6) . ? C13 H13 0.9500 . ? C14 C15 1.400(6) . ? C14 C14 1.483(8) 2_656 ? C15 C16 1.382(6) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 S18 1.544(3) 5_667 ? C17 S18 1.544(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Cd1 N4 111.5(2) . 6_565 ? N4 Cd1 Br3 107.05(10) . . ? N4 Cd1 Br3 107.05(10) 6_565 . ? N4 Cd1 Br2 108.66(9) . . ? N4 Cd1 Br2 108.66(9) 6_565 . ? Br3 Cd1 Br2 113.92(3) . . ? C8 N4 C5 106.1(4) . . ? C8 N4 Cd1 129.3(3) . . ? C5 N4 Cd1 124.1(3) . . ? C6 C5 N4 109.9(4) . . ? C6 C5 H5 125.1 . . ? N4 C5 H5 125.1 . . ? C5 C6 N7 106.4(4) . . ? C5 C6 H6 126.8 . . ? N7 C6 H6 126.8 . . ? C8 N7 C6 107.5(4) . . ? C8 N7 C10 128.0(4) . . ? C6 N7 C10 124.5(4) . . ? N4 C8 N7 110.2(4) . . ? N4 C8 C9 125.1(4) . . ? N7 C8 C9 124.7(4) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N7 C10 C11 112.7(4) . . ? N7 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? N7 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? H10B C10 H10A 107.8 . . ? C12 C11 C16 118.8(4) . . ? C12 C11 C10 119.3(4) . . ? C16 C11 C10 121.9(4) . . ? C11 C12 C13 121.1(4) . . ? C11 C12 H12 119.5 . . ? C13 C12 H12 119.5 . . ? C12 C13 C14 120.4(4) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C13 C14 C15 118.2(4) . . ? C13 C14 C14 120.7(3) . 2_656 ? C15 C14 C14 121.1(3) . 2_656 ? C16 C15 C14 120.5(4) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C11 C16 C15 120.9(4) . . ? C11 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? S18 C17 S18 179.997(1) 5_667 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N4 Cd1 N4 C8 87.4(4) 6_565 . . . ? Br3 Cd1 N4 C8 -155.8(4) . . . . ? Br2 Cd1 N4 C8 -32.4(4) . . . . ? N4 Cd1 N4 C5 -102.2(4) 6_565 . . . ? Br3 Cd1 N4 C5 14.6(4) . . . . ? Br2 Cd1 N4 C5 138.0(4) . . . . ? C8 N4 C5 C6 0.3(6) . . . . ? Cd1 N4 C5 C6 -172.0(3) . . . . ? N4 C5 C6 N7 0.1(6) . . . . ? C5 C6 N7 C8 -0.4(5) . . . . ? C5 C6 N7 C10 179.3(4) . . . . ? C5 N4 C8 N7 -0.5(5) . . . . ? Cd1 N4 C8 N7 171.2(3) . . . . ? C5 N4 C8 C9 178.1(5) . . . . ? Cd1 N4 C8 C9 -10.1(7) . . . . ? C6 N7 C8 N4 0.6(5) . . . . ? C10 N7 C8 N4 -179.1(4) . . . . ? C6 N7 C8 C9 -178.1(5) . . . . ? C10 N7 C8 C9 2.2(7) . . . . ? C8 N7 C10 C11 -100.5(5) . . . . ? C6 N7 C10 C11 79.9(6) . . . . ? N7 C10 C11 C12 -125.4(4) . . . . ? N7 C10 C11 C16 55.0(6) . . . . ? C16 C11 C12 C13 1.8(6) . . . . ? C10 C11 C12 C13 -177.7(4) . . . . ? C11 C12 C13 C14 -0.7(6) . . . . ? C12 C13 C14 C15 -0.7(6) . . . . ? C12 C13 C14 C14 178.0(4) . . . 2_656 ? C13 C14 C15 C16 0.9(6) . . . . ? C14 C14 C15 C16 -177.8(4) 2_656 . . . ? C12 C11 C16 C15 -1.6(6) . . . . ? C10 C11 C16 C15 177.9(4) . . . . ? C14 C15 C16 C11 0.3(6) . . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.131 _refine_diff_density_min -0.683 _refine_diff_density_rms 0.151 data_4 _database_code_depnum_ccdc_archive 'CCDC 898777' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 2_vac _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Br4 Cd2 N8' _chemical_formula_sum 'C44 H44 Br4 Cd2 N8' _chemical_formula_weight 1229.31 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 18.001(3) _cell_length_b 15.844(3) _cell_length_c 9.3530(15) _cell_angle_alpha 90.00 _cell_angle_beta 114.239(3) _cell_angle_gamma 90.00 _cell_volume 2432.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 1562 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 22.07 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.678 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 4.198 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.468 _exptl_absorpt_correction_T_max 0.714 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7578 _diffrn_reflns_av_R_equivalents 0.0406 _diffrn_reflns_av_sigmaI/netI 0.0586 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2848 _reflns_number_gt 1743 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0557P)^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 2848 _refine_ls_number_parameters 137 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0928 _refine_ls_R_factor_gt 0.0454 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.0937 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.970 _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 0.26467(3) 0.5000 1.08924(6) 0.04836(19) Uani 1 2 d S . . Br2 Br 0.10897(5) 0.5000 0.95928(10) 0.0603(2) Uani 1 2 d S . . Br3 Br 0.32616(7) 0.5000 1.38740(10) 0.0811(3) Uani 1 2 d S . . N4 N 0.3136(3) 0.3871(3) 1.0169(5) 0.0519(11) Uani 1 1 d . . . C5 C 0.3818(4) 0.3452(5) 1.1138(7) 0.088(2) Uani 1 1 d . . . H5 H 0.4168 0.3623 1.2140 0.106 Uiso 1 1 calc R . . C6 C 0.3904(5) 0.2747(5) 1.0407(8) 0.098(3) Uani 1 1 d . . . H6 H 0.4317 0.2348 1.0811 0.117 Uiso 1 1 calc R . . N7 N 0.3276(3) 0.2732(3) 0.8976(5) 0.0515(11) Uani 1 1 d . . . C8 C 0.2830(3) 0.3424(3) 0.8880(6) 0.0512(13) Uani 1 1 d . . . C9 C 0.2097(4) 0.3657(5) 0.7463(7) 0.093(2) Uani 1 1 d . . . H9A H 0.2259 0.3848 0.6660 0.140 Uiso 1 1 calc R . . H9B H 0.1809 0.4100 0.7719 0.140 Uiso 1 1 calc R . . H9C H 0.1749 0.3174 0.7094 0.140 Uiso 1 1 calc R . . C10 C 0.3141(4) 0.2069(3) 0.7832(8) 0.0666(16) Uani 1 1 d . . . H10B H 0.2586 0.2108 0.7043 0.080 Uiso 1 1 calc R . . H10A H 0.3200 0.1527 0.8349 0.080 Uiso 1 1 calc R . . C11 C 0.3716(3) 0.2107(3) 0.7038(6) 0.0488(12) Uani 1 1 d . . . C12 C 0.4158(3) 0.1406(3) 0.6988(6) 0.0496(12) Uani 1 1 d . . . H12 H 0.4119 0.0916 0.7501 0.060 Uiso 1 1 calc R . . C13 C 0.4653(3) 0.1411(3) 0.6202(6) 0.0451(11) Uani 1 1 d . . . H13 H 0.4936 0.0924 0.6177 0.054 Uiso 1 1 calc R . . C14 C 0.4738(3) 0.2133(3) 0.5441(5) 0.0375(10) Uani 1 1 d . . . C15 C 0.4311(3) 0.2851(3) 0.5510(6) 0.0458(12) Uani 1 1 d . . . H15 H 0.4363 0.3345 0.5023 0.055 Uiso 1 1 calc R . . C16 C 0.3808(3) 0.2832(3) 0.6304(6) 0.0520(13) Uani 1 1 d . . . H16 H 0.3527 0.3317 0.6344 0.062 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 0.0590(4) 0.0374(3) 0.0506(3) 0.000 0.0244(3) 0.000 Br2 0.0553(5) 0.0588(5) 0.0702(6) 0.000 0.0291(4) 0.000 Br3 0.1313(9) 0.0517(5) 0.0487(5) 0.000 0.0253(5) 0.000 N4 0.058(3) 0.052(3) 0.045(3) -0.005(2) 0.021(2) 0.011(2) C5 0.085(5) 0.127(6) 0.037(3) -0.005(4) 0.009(3) 0.051(4) C6 0.116(6) 0.113(6) 0.067(5) 0.018(4) 0.040(4) 0.075(5) N7 0.068(3) 0.046(3) 0.054(3) 0.002(2) 0.039(3) 0.010(2) C8 0.054(3) 0.047(3) 0.057(3) 0.001(3) 0.028(3) 0.002(2) C9 0.067(4) 0.109(6) 0.076(5) -0.033(4) 0.001(4) 0.030(4) C10 0.086(4) 0.038(3) 0.103(5) -0.007(3) 0.067(4) -0.002(3) C11 0.065(3) 0.042(3) 0.052(3) -0.007(2) 0.037(3) -0.009(3) C12 0.067(3) 0.035(3) 0.058(3) 0.006(2) 0.038(3) 0.001(2) C13 0.050(3) 0.035(3) 0.054(3) 0.003(2) 0.026(2) 0.005(2) C14 0.040(3) 0.038(2) 0.033(3) -0.002(2) 0.013(2) -0.001(2) C15 0.057(3) 0.037(3) 0.045(3) 0.001(2) 0.023(2) -0.003(2) C16 0.064(3) 0.040(3) 0.064(4) -0.004(2) 0.037(3) 0.005(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 Cd1 N4 2.219(4) . ? Cd1 N4 2.219(4) 6_565 ? Cd1 Br3 2.5431(11) . ? Cd1 Br2 2.5565(10) . ? N4 C8 1.309(6) . ? N4 C5 1.362(6) . ? C5 C6 1.351(9) . ? C5 H5 0.9300 . ? C6 N7 1.351(8) . ? C6 H6 0.9300 . ? N7 C8 1.340(6) . ? N7 C10 1.447(6) . ? C8 C9 1.482(7) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.503(7) . ? C10 H10B 0.9700 . ? C10 H10A 0.9700 . ? C11 C12 1.378(7) . ? C11 C16 1.383(6) . ? C12 C13 1.368(7) . ? C12 H12 0.9300 . ? C13 C14 1.388(6) . ? C13 H13 0.9300 . ? C14 C15 1.388(6) . ? C14 C14 1.488(9) 2_656 ? C15 C16 1.387(7) . ? C15 H15 0.9300 . ? C16 H16 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 N4 Cd1 N4 107.5(2) . 6_565 ? N4 Cd1 Br3 106.61(11) . . ? N4 Cd1 Br3 106.61(11) 6_565 . ? N4 Cd1 Br2 110.49(11) . . ? N4 Cd1 Br2 110.49(11) 6_565 . ? Br3 Cd1 Br2 114.83(4) . . ? C8 N4 C5 105.8(5) . . ? C8 N4 Cd1 130.3(4) . . ? C5 N4 Cd1 123.5(4) . . ? C6 C5 N4 109.0(5) . . ? C6 C5 H5 125.5 . . ? N4 C5 H5 125.5 . . ? C5 C6 N7 107.0(5) . . ? C5 C6 H6 126.5 . . ? N7 C6 H6 126.5 . . ? C8 N7 C6 106.7(5) . . ? C8 N7 C10 129.1(5) . . ? C6 N7 C10 124.3(5) . . ? N4 C8 N7 111.5(5) . . ? N4 C8 C9 124.9(5) . . ? N7 C8 C9 123.6(5) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N7 C10 C11 113.3(4) . . ? N7 C10 H10B 108.9 . . ? C11 C10 H10B 108.9 . . ? N7 C10 H10A 108.9 . . ? C11 C10 H10A 108.9 . . ? H10B C10 H10A 107.7 . . ? C12 C11 C16 117.6(4) . . ? C12 C11 C10 120.6(4) . . ? C16 C11 C10 121.7(5) . . ? C13 C12 C11 121.7(5) . . ? C13 C12 H12 119.1 . . ? C11 C12 H12 119.1 . . ? C12 C13 C14 120.9(4) . . ? C12 C13 H13 119.6 . . ? C14 C13 H13 119.6 . . ? C13 C14 C15 118.2(4) . . ? C13 C14 C14 120.8(3) . 2_656 ? C15 C14 C14 121.0(3) . 2_656 ? C16 C15 C14 120.1(4) . . ? C16 C15 H15 120.0 . . ? C14 C15 H15 120.0 . . ? C11 C16 C15 121.5(5) . . ? C11 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.897 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.105 data_5 _database_code_depnum_ccdc_archive 'CCDC 898778' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3_CH2Cl2 _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Cd2 I4 N8, C H2 Cl2' _chemical_formula_sum 'C45 H46 Cd2 Cl2 I4 N8' _chemical_formula_weight 1502.20 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' Cl Cl 0.1484 0.1585 '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/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.799(2) _cell_length_b 16.188(2) _cell_length_c 9.4162(12) _cell_angle_alpha 90.00 _cell_angle_beta 113.843(2) _cell_angle_gamma 90.00 _cell_volume 2481.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4334 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 28.24 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.010 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1428 _exptl_absorpt_coefficient_mu 3.493 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3860 _exptl_absorpt_correction_T_max 0.5529 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6979 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2547 _reflns_number_gt 2262 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0209P)^2^+41.3318P] 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 2547 _refine_ls_number_parameters 161 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0407 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0900 _refine_ls_wR_factor_gt 0.0674 _refine_ls_goodness_of_fit_ref 1.165 _refine_ls_restrained_S_all 1.164 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.23082(3) 0.0000 0.41649(6) 0.01973(15) Uani 1 2 d S . 1 I2 I 0.39878(3) 0.0000 0.55072(6) 0.02371(15) Uani 1 2 d S . 1 I3 I 0.16985(4) 0.0000 0.09909(6) 0.02914(16) Uani 1 2 d S . 1 C14 C 0.0270(3) 0.2886(3) 0.9563(6) 0.0165(11) Uani 1 1 d . . 1 C10 C 0.1911(4) 0.2942(4) 0.7208(7) 0.0256(13) Uani 1 1 d . . 1 H10A H 0.1865 0.3488 0.6708 0.031 Uiso 1 1 calc R . 1 H10B H 0.2479 0.2885 0.8003 0.031 Uiso 1 1 calc R . 1 C8 C 0.2152(3) 0.1566(4) 0.6190(6) 0.0217(12) Uani 1 1 d . . 1 C16 C 0.1199(3) 0.2183(4) 0.8676(6) 0.0226(12) Uani 1 1 d . . 1 H16 H 0.1473 0.1692 0.8605 0.027 Uiso 1 1 calc R . 1 C9 C 0.2824(4) 0.1264(4) 0.7627(7) 0.0349(15) Uani 1 1 d . . 1 H9A H 0.3106 0.1736 0.8275 0.052 Uiso 1 1 calc R . 1 H9B H 0.3216 0.0945 0.7358 0.052 Uiso 1 1 calc R . 1 H9C H 0.2595 0.0912 0.8200 0.052 Uiso 1 1 calc R . 1 C15 C 0.0683(3) 0.2176(3) 0.9449(6) 0.0197(11) Uani 1 1 d . . 1 H15 H 0.0609 0.1678 0.9911 0.024 Uiso 1 1 calc R . 1 N7 N 0.1760(3) 0.2293(3) 0.6029(5) 0.0225(10) Uani 1 1 d . . 1 N4 N 0.1847(3) 0.1157(3) 0.4842(5) 0.0261(11) Uani 1 1 d . . 1 C11 C 0.1317(3) 0.2907(3) 0.8002(6) 0.0199(11) Uani 1 1 d . . 1 C12 C 0.0902(3) 0.3613(3) 0.8091(6) 0.0199(11) Uani 1 1 d . . 1 H12 H 0.0972 0.4108 0.7616 0.024 Uiso 1 1 calc R . 1 C5 C 0.1250(4) 0.1652(5) 0.3827(7) 0.0372(16) Uani 1 1 d . . 1 H5 H 0.0931 0.1523 0.2769 0.045 Uiso 1 1 calc R . 1 C13 C 0.0385(3) 0.3607(4) 0.8863(6) 0.0220(12) Uani 1 1 d . . 1 H13 H 0.0106 0.4099 0.8917 0.026 Uiso 1 1 calc R . 1 Cl18 Cl -0.0459(13) -0.0106(14) 0.3322(12) 0.026(3) Uiso 0.13 1 d PD A -1 C6 C 0.1180(4) 0.2347(4) 0.4539(7) 0.0330(15) Uani 1 1 d . . 1 H6 H 0.0804 0.2786 0.4098 0.040 Uiso 1 1 calc R . 1 Cl21 Cl -0.0110(9) -0.0072(19) 0.3224(12) 0.035(3) Uiso 0.13 1 d PD B -2 C17 C -0.001(3) 0.0481(15) 0.509(3) 0.005(7) Uiso 0.13 1 d PD A -1 H17A H 0.0252 0.0983 0.4909 0.006 Uiso 0.13 1 calc PR A -1 H17B H -0.0451 0.0655 0.5423 0.006 Uiso 0.13 1 calc PR A -1 C20 C -0.026(5) -0.026(5) 0.495(5) 0.11(4) Uiso 0.13 1 d PD B -2 H20A H -0.0195 -0.0857 0.5207 0.128 Uiso 0.13 1 calc PR B -2 H20B H -0.0815 -0.0086 0.4817 0.128 Uiso 0.13 1 calc PR B -2 Cl19 Cl 0.0729(8) -0.0132(9) 0.6579(11) 0.018(3) Uiso 0.13 1 d PD A -1 Cl22 Cl 0.050(4) 0.032(3) 0.647(5) 0.16(2) Uiso 0.13 1 d PD B -2 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 0.0230(3) 0.0176(3) 0.0183(3) 0.000 0.0079(2) 0.000 I2 0.0217(3) 0.0266(3) 0.0232(3) 0.000 0.0095(2) 0.000 I3 0.0445(4) 0.0199(3) 0.0184(3) 0.000 0.0079(2) 0.000 C14 0.016(2) 0.018(3) 0.013(2) -0.002(2) 0.003(2) -0.002(2) C10 0.031(3) 0.023(3) 0.034(3) -0.002(3) 0.024(3) -0.001(2) C8 0.018(3) 0.027(3) 0.023(3) -0.004(2) 0.012(2) -0.003(2) C16 0.025(3) 0.022(3) 0.023(3) 0.000(2) 0.011(2) 0.005(2) C9 0.036(3) 0.040(4) 0.021(3) -0.003(3) 0.004(3) 0.014(3) C15 0.023(3) 0.018(3) 0.017(2) 0.002(2) 0.007(2) 0.000(2) N7 0.031(3) 0.019(2) 0.023(2) 0.0019(19) 0.017(2) 0.007(2) N4 0.028(3) 0.031(3) 0.021(2) 0.001(2) 0.011(2) 0.003(2) C11 0.023(3) 0.018(3) 0.023(3) -0.005(2) 0.013(2) -0.001(2) C12 0.023(3) 0.018(3) 0.021(3) 0.005(2) 0.011(2) 0.000(2) C5 0.036(4) 0.050(4) 0.018(3) 0.003(3) 0.004(3) 0.018(3) C13 0.029(3) 0.018(3) 0.021(3) -0.003(2) 0.011(2) 0.002(2) C6 0.034(3) 0.040(4) 0.023(3) 0.005(3) 0.008(3) 0.020(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 N4 2.238(5) 6 ? Cd1 N4 2.238(5) . ? Cd1 I2 2.7350(8) . ? Cd1 I3 2.7364(8) . ? C14 C15 1.391(8) . ? C14 C13 1.396(8) . ? C14 C14 1.498(10) 2_557 ? C10 N7 1.472(7) . ? C10 C11 1.523(7) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C8 N4 1.337(7) . ? C8 N7 1.345(7) . ? C8 C9 1.480(8) . ? C16 C15 1.384(8) . ? C16 C11 1.389(8) . ? C16 H16 0.9500 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C15 H15 0.9500 . ? N7 C6 1.368(7) . ? N4 C5 1.365(8) . ? C11 C12 1.381(8) . ? C12 C13 1.384(8) . ? C12 H12 0.9500 . ? C5 C6 1.341(9) . ? C5 H5 0.9500 . ? C13 H13 0.9500 . ? Cl18 C17 1.799(19) . ? C6 H6 0.9500 . ? Cl21 C20 1.78(2) . ? C17 Cl19 1.789(19) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C20 Cl22 1.78(2) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? 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 N4 Cd1 N4 113.6(3) 6 . ? N4 Cd1 I2 109.06(13) 6 . ? N4 Cd1 I2 109.06(13) . . ? N4 Cd1 I3 106.37(12) 6 . ? N4 Cd1 I3 106.37(12) . . ? I2 Cd1 I3 112.43(3) . . ? C15 C14 C13 118.2(5) . . ? C15 C14 C14 121.2(3) . 2_557 ? C13 C14 C14 120.6(3) . 2_557 ? N7 C10 C11 113.2(5) . . ? N7 C10 H10A 108.9 . . ? C11 C10 H10A 108.9 . . ? N7 C10 H10B 108.9 . . ? C11 C10 H10B 108.9 . . ? H10A C10 H10B 107.8 . . ? N4 C8 N7 109.5(5) . . ? N4 C8 C9 124.9(5) . . ? N7 C8 C9 125.6(5) . . ? C15 C16 C11 120.2(5) . . ? C15 C16 H16 119.9 . . ? C11 C16 H16 119.9 . . ? C16 C15 C14 121.1(5) . . ? C16 C15 H15 119.4 . . ? C14 C15 H15 119.4 . . ? C8 N7 C6 108.3(5) . . ? C8 N7 C10 127.7(5) . . ? C6 N7 C10 124.1(5) . . ? C8 N4 C5 106.0(5) . . ? C8 N4 Cd1 129.1(4) . . ? C5 N4 Cd1 124.3(4) . . ? C12 C11 C16 119.2(5) . . ? C12 C11 C10 119.6(5) . . ? C16 C11 C10 121.2(5) . . ? C11 C12 C13 120.7(5) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C6 C5 N4 110.3(6) . . ? C6 C5 H5 124.9 . . ? N4 C5 H5 124.9 . . ? C12 C13 C14 120.6(5) . . ? C12 C13 H13 119.7 . . ? C14 C13 H13 119.7 . . ? C5 C6 N7 106.0(5) . . ? C5 C6 H6 127.0 . . ? N7 C6 H6 127.0 . . ? Cl19 C17 Cl18 110.0(13) . . ? Cl19 C17 H17A 109.7 . . ? Cl18 C17 H17A 109.7 . . ? Cl19 C17 H17B 109.7 . . ? Cl18 C17 H17B 109.7 . . ? H17A C17 H17B 108.2 . . ? Cl21 C20 Cl22 107(3) . . ? Cl21 C20 H20A 110.2 . . ? Cl22 C20 H20A 110.2 . . ? Cl21 C20 H20B 110.2 . . ? Cl22 C20 H20B 110.2 . . ? H20A C20 H20B 108.5 . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.525 _refine_diff_density_min -1.036 _refine_diff_density_rms 0.198 data_6 _database_code_depnum_ccdc_archive 'CCDC 898779' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3_CHCl3 _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Cd2 I4 N8, C H Cl3' _chemical_formula_sum 'C45 H45 Cd2 Cl3 I4 N8' _chemical_formula_weight 1536.64 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 18.281(3) _cell_length_b 16.193(3) _cell_length_c 9.2445(17) _cell_angle_alpha 90.00 _cell_angle_beta 113.271(3) _cell_angle_gamma 90.00 _cell_volume 2514.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2658 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 27.83 _exptl_crystal_description shard _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.030 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1460 _exptl_absorpt_coefficient_mu 3.502 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4997 _exptl_absorpt_correction_T_max 0.7320 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7287 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0360 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2645 _reflns_number_gt 2353 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0687P)^2^+62.9123P] 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 2645 _refine_ls_number_parameters 158 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0585 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1447 _refine_ls_wR_factor_gt 0.1419 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.112 _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 0.73730(5) 0.0000 0.41842(9) 0.0181(2) Uani 1 2 d S . . I2 I 0.90007(4) 0.0000 0.55646(8) 0.0222(2) Uani 1 2 d S . . I3 I 0.67922(5) 0.0000 0.09621(8) 0.0261(2) Uani 1 2 d S . . N4 N 0.6923(4) 0.1162(4) 0.4857(8) 0.0218(14) Uani 1 1 d . . . C5 C 0.6352(5) 0.1664(6) 0.3784(10) 0.0302(19) Uani 1 1 d . . . H5 H 0.6062 0.1537 0.2704 0.036 Uiso 1 1 calc R . . C6 C 0.6271(5) 0.2364(5) 0.4513(10) 0.0278(18) Uani 1 1 d . . . H6 H 0.5921 0.2813 0.4055 0.033 Uiso 1 1 calc R . . N7 N 0.6797(4) 0.2289(4) 0.6043(7) 0.0191(13) Uani 1 1 d . . . C8 C 0.7174(5) 0.1566(5) 0.6209(9) 0.0209(15) Uani 1 1 d . . . C9 C 0.7791(5) 0.1249(6) 0.7720(10) 0.031(2) Uani 1 1 d . . . H9A H 0.8087 0.1715 0.8362 0.047 Uiso 1 1 calc R . . H9B H 0.8158 0.0883 0.7492 0.047 Uiso 1 1 calc R . . H9C H 0.7530 0.0942 0.8297 0.047 Uiso 1 1 calc R . . C10 C 0.6907(5) 0.2928(5) 0.7233(9) 0.0226(16) Uani 1 1 d . . . H10A H 0.6865 0.3476 0.6735 0.027 Uiso 1 1 calc R . . H10B H 0.7451 0.2878 0.8063 0.027 Uiso 1 1 calc R . . C11 C 0.6311(4) 0.2882(5) 0.7996(8) 0.0185(15) Uani 1 1 d . . . C12 C 0.5897(5) 0.3593(5) 0.8088(9) 0.0230(16) Uani 1 1 d . . . H12 H 0.5966 0.4089 0.7609 0.028 Uiso 1 1 calc R . . C13 C 0.5392(5) 0.3583(5) 0.8864(9) 0.0198(15) Uani 1 1 d . . . H13 H 0.5123 0.4076 0.8921 0.024 Uiso 1 1 calc R . . C14 C 0.5265(4) 0.2863(5) 0.9573(8) 0.0174(14) Uani 1 1 d . . . C15 C 0.5662(5) 0.2141(5) 0.9428(9) 0.0209(15) Uani 1 1 d . . . H15 H 0.5574 0.1637 0.9860 0.025 Uiso 1 1 calc R . . C16 C 0.6178(5) 0.2156(5) 0.8663(9) 0.0231(16) Uani 1 1 d . . . H16 H 0.6445 0.1664 0.8593 0.028 Uiso 1 1 calc R . . Cl17 Cl 0.4764(7) 0.0000 0.2798(15) 0.085(3) Uani 0.50 2 d SPDU . . Cl18 Cl 0.5123(5) -0.0890(5) 0.5713(9) 0.079(2) Uani 0.50 1 d PDU . . C19 C 0.5373(16) 0.0000 0.483(2) 0.056(9) Uani 0.50 2 d SPD . . H19 H 0.5951 0.0000 0.5020 0.067 Uiso 0.50 2 calc SPR . . 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 0.0244(4) 0.0127(4) 0.0190(4) 0.000 0.0106(3) 0.000 I2 0.0224(4) 0.0215(4) 0.0248(4) 0.000 0.0114(3) 0.000 I3 0.0434(5) 0.0155(4) 0.0191(4) 0.000 0.0121(3) 0.000 N4 0.026(3) 0.020(3) 0.022(3) 0.001(3) 0.012(3) 0.004(3) C5 0.036(5) 0.027(5) 0.023(4) -0.001(3) 0.007(4) 0.007(4) C6 0.035(4) 0.025(4) 0.027(4) 0.003(3) 0.016(4) 0.008(4) N7 0.024(3) 0.015(3) 0.025(3) 0.000(3) 0.017(3) -0.001(3) C8 0.023(4) 0.016(4) 0.024(4) 0.002(3) 0.010(3) 0.001(3) C9 0.035(5) 0.030(5) 0.022(4) 0.003(3) 0.003(4) 0.010(4) C10 0.032(4) 0.015(4) 0.027(4) -0.005(3) 0.017(3) -0.003(3) C11 0.023(4) 0.020(4) 0.018(3) -0.001(3) 0.014(3) 0.001(3) C12 0.031(4) 0.020(4) 0.020(4) 0.004(3) 0.013(3) -0.004(3) C13 0.026(4) 0.014(4) 0.023(4) 0.000(3) 0.014(3) 0.005(3) C14 0.018(3) 0.018(4) 0.014(3) -0.006(3) 0.003(3) 0.001(3) C15 0.029(4) 0.015(4) 0.024(4) 0.001(3) 0.016(3) 0.001(3) C16 0.033(4) 0.015(4) 0.026(4) 0.000(3) 0.017(3) 0.002(3) Cl17 0.087(4) 0.081(4) 0.083(4) 0.000 0.030(2) 0.000 Cl18 0.083(3) 0.080(3) 0.079(3) 0.0056(18) 0.0361(19) 0.0005(18) C19 0.07(2) 0.043(18) 0.07(2) 0.000 0.05(2) 0.000 _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 N4 2.238(7) 6 ? Cd1 N4 2.238(7) . ? Cd1 I2 2.7354(11) . ? Cd1 I3 2.7388(11) . ? N4 C8 1.322(10) . ? N4 C5 1.384(11) . ? C5 C6 1.357(12) . ? C5 H5 0.9500 . ? C6 N7 1.366(11) . ? C6 H6 0.9500 . ? N7 C8 1.336(10) . ? N7 C10 1.465(10) . ? C8 C9 1.497(11) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.516(10) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C16 1.392(11) . ? C11 C12 1.398(11) . ? C12 C13 1.375(11) . ? C12 H12 0.9500 . ? C13 C14 1.401(11) . ? C13 H13 0.9500 . ? C14 C15 1.410(10) . ? C14 C14 1.471(15) 2_657 ? C15 C16 1.384(11) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? Cl17 C19 1.768(18) . ? Cl18 Cl18 1.214(16) 2_656 ? Cl18 C19 1.672(15) 2_656 ? Cl18 C19 1.801(14) . ? Cl18 Cl17 1.947(12) 2_656 ? C19 Cl18 1.801(14) 6 ? C19 H19 1.0000 . ? 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 N4 Cd1 N4 114.5(3) 6 . ? N4 Cd1 I2 108.76(17) 6 . ? N4 Cd1 I2 108.76(17) . . ? N4 Cd1 I3 105.97(17) 6 . ? N4 Cd1 I3 105.98(17) . . ? I2 Cd1 I3 112.97(4) . . ? C8 N4 C5 105.6(7) . . ? C8 N4 Cd1 130.6(5) . . ? C5 N4 Cd1 123.4(5) . . ? C6 C5 N4 109.5(7) . . ? C6 C5 H5 125.2 . . ? N4 C5 H5 125.2 . . ? C5 C6 N7 105.6(7) . . ? C5 C6 H6 127.2 . . ? N7 C6 H6 127.2 . . ? C8 N7 C6 108.5(7) . . ? C8 N7 C10 128.4(7) . . ? C6 N7 C10 123.1(7) . . ? N4 C8 N7 110.8(7) . . ? N4 C8 C9 124.4(7) . . ? N7 C8 C9 124.8(7) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N7 C10 C11 113.8(6) . . ? N7 C10 H10A 108.8 . . ? C11 C10 H10A 108.8 . . ? N7 C10 H10B 108.8 . . ? C11 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C16 C11 C12 118.3(7) . . ? C16 C11 C10 122.1(7) . . ? C12 C11 C10 119.6(7) . . ? C13 C12 C11 120.9(7) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 121.6(7) . . ? C12 C13 H13 119.2 . . ? C14 C13 H13 119.2 . . ? C13 C14 C15 117.2(7) . . ? C13 C14 C14 121.2(5) . 2_657 ? C15 C14 C14 121.6(5) . 2_657 ? C16 C15 C14 121.0(7) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C11 120.9(7) . . ? C15 C16 H16 119.5 . . ? C11 C16 H16 119.5 . . ? Cl18 Cl18 C19 75.4(8) 2_656 2_656 ? Cl18 Cl18 C19 63.9(7) 2_656 . ? C19 Cl18 C19 51.5(17) 2_656 . ? Cl18 Cl18 Cl17 131.2(4) 2_656 2_656 ? C19 Cl18 Cl17 57.9(6) 2_656 2_656 ? C19 Cl18 Cl17 75.6(8) . 2_656 ? Cl17 C19 Cl18 108.4(10) . . ? Cl17 C19 Cl18 108.4(10) . 6 ? Cl18 C19 Cl18 106.3(13) . 6 ? Cl17 C19 H19 111.2 . . ? Cl18 C19 H19 111.2 . . ? Cl18 C19 H19 111.2 6 . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 3.141 _refine_diff_density_min -1.626 _refine_diff_density_rms 0.264 data_7 _database_code_depnum_ccdc_archive 'CCDC 898780' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3_CS2 _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Cd2 I4 N8, 0.76(C S2)' _chemical_formula_sum 'C44.76 H44 Cd2 I4 N8 S1.52' _chemical_formula_weight 1474.97 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' S S 0.1246 0.1234 '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/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 17.584(3) _cell_length_b 16.190(3) _cell_length_c 9.4187(15) _cell_angle_alpha 90.00 _cell_angle_beta 113.809(2) _cell_angle_gamma 90.00 _cell_volume 2453.3(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3760 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 28.23 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.997 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1401 _exptl_absorpt_coefficient_mu 3.509 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4329 _exptl_absorpt_correction_T_max 0.6320 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7094 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0430 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2593 _reflns_number_gt 2347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0412P)^2^+93.0369P] 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 2593 _refine_ls_number_parameters 147 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0869 _refine_ls_R_factor_gt 0.0775 _refine_ls_wR_factor_ref 0.1596 _refine_ls_wR_factor_gt 0.1562 _refine_ls_goodness_of_fit_ref 1.347 _refine_ls_restrained_S_all 1.346 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.27286(7) 0.5000 1.08381(12) 0.0144(3) Uani 1 2 d S . . I2 I 0.10312(7) 0.5000 0.95221(12) 0.0233(3) Uani 1 2 d S . . I3 I 0.33418(8) 0.5000 1.40139(12) 0.0277(3) Uani 1 2 d S . . C15 C 0.4294(6) 0.2794(6) 0.5532(11) 0.0129(19) Uani 1 1 d . . . H15 H 0.4359 0.3290 0.5054 0.015 Uiso 1 1 calc R . . C14 C 0.4723(6) 0.2080(6) 0.5436(10) 0.0109(19) Uani 1 1 d . . . N4 N 0.3185(5) 0.3848(6) 1.0153(10) 0.0182(18) Uani 1 1 d . . . N7 N 0.3244(5) 0.2702(5) 0.8982(10) 0.0156(18) Uani 1 1 d . . . C13 C 0.4615(6) 0.1369(6) 0.6155(11) 0.014(2) Uani 1 1 d . . . H13 H 0.4900 0.0877 0.6115 0.017 Uiso 1 1 calc R . . C9 C 0.2165(7) 0.3715(8) 0.7405(14) 0.030(3) Uani 1 1 d . . . H9A H 0.2390 0.4017 0.6759 0.046 Uiso 1 1 calc R . . H9B H 0.1798 0.4079 0.7673 0.046 Uiso 1 1 calc R . . H9C H 0.1849 0.3236 0.6830 0.046 Uiso 1 1 calc R . . C16 C 0.3790(7) 0.2785(6) 0.6293(12) 0.018(2) Uani 1 1 d . . . H16 H 0.3514 0.3279 0.6354 0.022 Uiso 1 1 calc R . . C10 C 0.3087(7) 0.2054(7) 0.7833(13) 0.021(2) Uani 1 1 d . . . H10A H 0.2506 0.2102 0.7059 0.025 Uiso 1 1 calc R . . H10B H 0.3146 0.1512 0.8352 0.025 Uiso 1 1 calc R . . C11 C 0.3663(6) 0.2077(6) 0.6990(12) 0.016(2) Uani 1 1 d . . . C8 C 0.2855(6) 0.3433(6) 0.8839(11) 0.0127(19) Uani 1 1 d . . . C6 C 0.3854(7) 0.2665(7) 1.0442(13) 0.026(3) Uani 1 1 d . . . H6 H 0.4236 0.2226 1.0883 0.032 Uiso 1 1 calc R . . C12 C 0.4097(6) 0.1373(6) 0.6926(12) 0.017(2) Uani 1 1 d . . . H12 H 0.4035 0.0883 0.7424 0.020 Uiso 1 1 calc R . . C5 C 0.3804(7) 0.3375(8) 1.1126(13) 0.025(2) Uani 1 1 d . . . H5 H 0.4158 0.3524 1.2158 0.030 Uiso 1 1 calc R . . S18 S 0.4511(5) 0.5000 0.8238(7) 0.0509(19) Uani 0.76 2 d SPU . . C17 C 0.5000 0.5000 1.0000 0.038(8) Uani 0.76 4 d SPU . . 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 0.0175(6) 0.0110(5) 0.0146(5) 0.000 0.0065(4) 0.000 I2 0.0219(5) 0.0253(5) 0.0253(6) 0.000 0.0123(4) 0.000 I3 0.0474(7) 0.0134(5) 0.0148(5) 0.000 0.0048(5) 0.000 C15 0.014(5) 0.013(5) 0.009(4) 0.002(4) 0.003(4) -0.002(4) C14 0.007(4) 0.017(5) 0.007(4) 0.001(4) 0.001(4) -0.003(4) N4 0.019(5) 0.022(4) 0.014(4) 0.000(4) 0.006(4) 0.002(4) N7 0.018(4) 0.016(4) 0.019(4) 0.000(3) 0.014(4) 0.001(3) C13 0.019(5) 0.014(5) 0.010(4) 0.002(4) 0.008(4) 0.001(4) C9 0.024(6) 0.033(7) 0.028(6) -0.009(5) 0.005(5) 0.006(5) C16 0.022(5) 0.010(5) 0.021(5) -0.003(4) 0.007(4) 0.005(4) C10 0.025(6) 0.017(5) 0.024(6) -0.004(4) 0.014(5) -0.005(4) C11 0.016(5) 0.016(5) 0.016(5) -0.004(4) 0.008(4) 0.002(4) C8 0.012(5) 0.017(5) 0.015(5) 0.002(4) 0.012(4) 0.000(4) C6 0.031(6) 0.031(6) 0.021(6) 0.006(5) 0.014(5) 0.018(5) C12 0.018(5) 0.017(5) 0.017(5) -0.001(4) 0.010(4) -0.008(4) C5 0.023(6) 0.036(7) 0.014(5) -0.005(5) 0.006(5) 0.003(5) S18 0.063(5) 0.058(4) 0.022(3) 0.000 0.006(3) 0.000 C17 0.006(12) 0.056(16) 0.054(16) 0.000 0.014(12) 0.000 _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 N4 2.227(9) 6_565 ? Cd1 N4 2.227(9) . ? Cd1 I2 2.7310(16) . ? Cd1 I3 2.7397(15) . ? C15 C16 1.345(15) . ? C15 C14 1.404(14) . ? C15 H15 0.9500 . ? C14 C13 1.388(13) . ? C14 C14 1.506(18) 2_656 ? N4 C8 1.319(13) . ? N4 C5 1.344(14) . ? N7 C8 1.346(13) . ? N7 C6 1.362(14) . ? N7 C10 1.451(13) . ? C13 C12 1.375(14) . ? C13 H13 0.9500 . ? C9 C8 1.477(15) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C16 C11 1.384(14) . ? C16 H16 0.9500 . ? C10 C11 1.518(14) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.385(14) . ? C6 C5 1.338(16) . ? C6 H6 0.9500 . ? C12 H12 0.9500 . ? C5 H5 0.9500 . ? S18 C17 1.530(6) . ? C17 S18 1.530(6) 5_667 ? 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 N4 Cd1 N4 113.8(5) 6_565 . ? N4 Cd1 I2 108.9(2) 6_565 . ? N4 Cd1 I2 108.9(2) . . ? N4 Cd1 I3 106.7(2) 6_565 . ? N4 Cd1 I3 106.7(2) . . ? I2 Cd1 I3 111.83(5) . . ? C16 C15 C14 120.8(9) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C13 C14 C15 118.0(8) . . ? C13 C14 C14 120.8(6) . 2_656 ? C15 C14 C14 121.2(6) . 2_656 ? C8 N4 C5 106.1(9) . . ? C8 N4 Cd1 128.7(7) . . ? C5 N4 Cd1 124.6(7) . . ? C8 N7 C6 107.6(9) . . ? C8 N7 C10 128.7(9) . . ? C6 N7 C10 123.8(9) . . ? C12 C13 C14 120.2(9) . . ? C12 C13 H13 119.9 . . ? C14 C13 H13 119.9 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C16 C11 122.0(9) . . ? C15 C16 H16 119.0 . . ? C11 C16 H16 119.0 . . ? N7 C10 C11 114.0(9) . . ? N7 C10 H10A 108.7 . . ? C11 C10 H10A 108.7 . . ? N7 C10 H10B 108.7 . . ? C11 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C16 C11 C12 117.6(9) . . ? C16 C11 C10 122.5(9) . . ? C12 C11 C10 119.9(9) . . ? N4 C8 N7 109.9(9) . . ? N4 C8 C9 126.1(9) . . ? N7 C8 C9 124.0(9) . . ? C5 C6 N7 105.6(10) . . ? C5 C6 H6 127.2 . . ? N7 C6 H6 127.2 . . ? C13 C12 C11 121.4(9) . . ? C13 C12 H12 119.3 . . ? C11 C12 H12 119.3 . . ? C6 C5 N4 110.7(10) . . ? C6 C5 H5 124.6 . . ? N4 C5 H5 124.6 . . ? S18 C17 S18 180.0(6) 5_667 . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.760 _refine_diff_density_min -3.389 _refine_diff_density_rms 0.264 data_8 _database_code_depnum_ccdc_archive 'CCDC 898781' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 3_vac _chemical_melting_point ? _chemical_formula_moiety 'C44 H44 Cd2 I4 N8' _chemical_formula_sum 'C44 H44 Cd2 I4 N8' _chemical_formula_weight 1417.27 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/m _symmetry_space_group_name_Hall '-C 2y' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 18.081(2) _cell_length_b 16.3388(18) _cell_length_c 9.3220(10) _cell_angle_alpha 90.00 _cell_angle_beta 113.628(2) _cell_angle_gamma 90.00 _cell_volume 2523.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 3760 _cell_measurement_theta_min 2.46 _cell_measurement_theta_max 28.23 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.865 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1344 _exptl_absorpt_coefficient_mu 3.327 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4754 _exptl_absorpt_correction_T_max 0.6515 _exptl_absorpt_process_details 'SADABS (Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area-detector' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7407 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0196 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2674 _reflns_number_gt 2348 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SAINT (Bruker, 2002)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ; X-Seed (Barbour, 2001; Atwood & Barbour, 2003) ; _computing_publication_material ; X-Seed (Atwood & Barbour, 2003; Barbour, 2001) ; _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^)+(0.0858P)^2^+12.6910P] 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 2674 _refine_ls_number_parameters 137 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0577 _refine_ls_R_factor_gt 0.0520 _refine_ls_wR_factor_ref 0.1480 _refine_ls_wR_factor_gt 0.1430 _refine_ls_goodness_of_fit_ref 1.098 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.23285(4) 0.0000 0.41769(7) 0.0442(2) Uani 1 2 d S . . I2 I 0.39689(4) 0.0000 0.55093(8) 0.0614(2) Uani 1 2 d S . . I3 I 0.17197(6) 0.0000 0.09756(8) 0.0729(3) Uani 1 2 d S . . C14 C 0.0268(3) 0.2880(3) 0.9571(6) 0.0380(11) Uani 1 1 d . . . N7 N 0.1732(3) 0.2258(3) 0.6011(6) 0.0495(12) Uani 1 1 d . . . C15 C 0.0672(4) 0.2176(4) 0.9467(7) 0.0453(13) Uani 1 1 d . . . H15 H 0.0604 0.1696 0.9935 0.054 Uiso 1 1 calc R . . C12 C 0.0880(4) 0.3583(4) 0.8039(8) 0.0499(14) Uani 1 1 d . . . H12 H 0.0938 0.4059 0.7548 0.060 Uiso 1 1 calc R . . N4 N 0.1851(3) 0.1119(4) 0.4889(6) 0.0521(13) Uani 1 1 d . . . C13 C 0.0372(4) 0.3579(4) 0.8840(7) 0.0464(13) Uani 1 1 d . . . H13 H 0.0099 0.4055 0.8882 0.056 Uiso 1 1 calc R . . C8 C 0.2158(4) 0.1563(4) 0.6176(7) 0.0460(13) Uani 1 1 d . . . C16 C 0.1180(4) 0.2184(4) 0.8662(8) 0.0503(14) Uani 1 1 d . . . H16 H 0.1443 0.1706 0.8594 0.060 Uiso 1 1 calc R . . C10 C 0.1858(5) 0.2914(4) 0.7140(10) 0.0615(18) Uani 1 1 d . . . H10A H 0.1793 0.3434 0.6602 0.074 Uiso 1 1 calc R . . H10B H 0.2410 0.2886 0.7915 0.074 Uiso 1 1 calc R . . C11 C 0.1295(4) 0.2890(4) 0.7970(7) 0.0462(13) Uani 1 1 d . . . C9 C 0.2853(5) 0.1315(6) 0.7615(10) 0.076(2) Uani 1 1 d . . . H9A H 0.2659 0.1056 0.8323 0.115 Uiso 1 1 calc R . . H9B H 0.3164 0.1789 0.8107 0.115 Uiso 1 1 calc R . . H9C H 0.3185 0.0938 0.7349 0.115 Uiso 1 1 calc R . . C5 C 0.1201(5) 0.1556(6) 0.3880(8) 0.074(2) Uani 1 1 d . . . H5 H 0.0863 0.1391 0.2874 0.089 Uiso 1 1 calc R . . C6 C 0.1125(6) 0.2257(6) 0.4567(9) 0.079(3) Uani 1 1 d . . . H6 H 0.0735 0.2659 0.4137 0.095 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 0.0517(4) 0.0373(3) 0.0441(3) 0.000 0.0198(3) 0.000 I2 0.0537(4) 0.0665(4) 0.0668(4) 0.000 0.0272(3) 0.000 I3 0.1187(7) 0.0477(4) 0.0435(4) 0.000 0.0231(4) 0.000 C14 0.041(3) 0.041(3) 0.032(2) 0.000(2) 0.015(2) -0.001(2) N7 0.063(3) 0.047(3) 0.051(3) 0.000(2) 0.036(3) 0.009(2) C15 0.054(3) 0.038(3) 0.049(3) 0.004(2) 0.026(3) 0.004(2) C12 0.061(4) 0.042(3) 0.058(4) 0.008(3) 0.035(3) 0.002(3) N4 0.054(3) 0.055(3) 0.044(3) -0.003(2) 0.016(2) 0.009(2) C13 0.056(3) 0.037(3) 0.053(3) 0.004(2) 0.030(3) 0.006(3) C8 0.049(3) 0.049(3) 0.044(3) -0.004(3) 0.022(3) 0.000(3) C16 0.065(4) 0.037(3) 0.062(4) 0.000(3) 0.038(3) 0.006(3) C10 0.077(5) 0.047(4) 0.080(5) -0.014(3) 0.051(4) -0.006(3) C11 0.054(3) 0.041(3) 0.051(3) -0.007(2) 0.029(3) -0.005(3) C9 0.059(4) 0.089(6) 0.064(5) -0.020(4) 0.007(4) 0.022(4) C5 0.073(5) 0.097(6) 0.042(3) -0.004(4) 0.011(3) 0.035(5) C6 0.091(6) 0.092(6) 0.059(4) 0.014(4) 0.035(4) 0.051(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 N4 2.234(6) . ? Cd1 N4 2.234(6) 6 ? Cd1 I2 2.7179(10) . ? Cd1 I3 2.7357(9) . ? C14 C13 1.381(8) . ? C14 C15 1.386(8) . ? C14 C14 1.483(10) 2_557 ? N7 C8 1.346(8) . ? N7 C6 1.354(10) . ? N7 C10 1.454(9) . ? C15 C16 1.399(8) . ? C15 H15 0.9300 . ? C12 C11 1.375(9) . ? C12 C13 1.396(8) . ? C12 H12 0.9300 . ? N4 C8 1.319(8) . ? N4 C5 1.375(9) . ? C13 H13 0.9300 . ? C8 C9 1.480(10) . ? C16 C11 1.378(9) . ? C16 H16 0.9300 . ? C10 C11 1.507(8) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C5 C6 1.346(12) . ? C5 H5 0.9300 . ? C6 H6 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 N4 Cd1 N4 109.9(3) . 6 ? N4 Cd1 I2 110.19(14) . . ? N4 Cd1 I2 110.20(14) 6 . ? N4 Cd1 I3 106.83(14) . . ? N4 Cd1 I3 106.83(14) 6 . ? I2 Cd1 I3 112.76(3) . . ? C13 C14 C15 118.1(5) . . ? C13 C14 C14 120.9(4) . 2_557 ? C15 C14 C14 120.9(4) . 2_557 ? C8 N7 C6 108.2(6) . . ? C8 N7 C10 128.5(6) . . ? C6 N7 C10 123.4(6) . . ? C14 C15 C16 120.5(5) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C11 C12 C13 120.6(6) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C8 N4 C5 105.7(6) . . ? C8 N4 Cd1 130.4(4) . . ? C5 N4 Cd1 123.2(5) . . ? C14 C13 C12 121.1(5) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? N4 C8 N7 110.3(6) . . ? N4 C8 C9 124.7(6) . . ? N7 C8 C9 125.0(6) . . ? C11 C16 C15 120.9(5) . . ? C11 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? N7 C10 C11 114.2(6) . . ? N7 C10 H10A 108.7 . . ? C11 C10 H10A 108.7 . . ? N7 C10 H10B 108.7 . . ? C11 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C16 118.7(5) . . ? C12 C11 C10 119.8(6) . . ? C16 C11 C10 121.5(6) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C5 N4 109.8(7) . . ? C6 C5 H5 125.1 . . ? N4 C5 H5 125.1 . . ? C5 C6 N7 106.1(6) . . ? C5 C6 H6 126.9 . . ? N7 C6 H6 126.9 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.145 _refine_diff_density_min -0.674 _refine_diff_density_rms 0.184