# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_coden_Cambridge 222 _journal_volume ? _journal_page_first ? _journal_year ? loop_ _publ_author_name 'G. Reid' 'William Levason' 'Joanna M. Manning' 'Matthew Tuggey' 'M. Webster' _publ_contact_author_name 'G. Reid ' _publ_contact_author_email GR@SOTON.AC.UK _publ_section_title ; Selenoether macrocyclic chemistry ? syntheses and ligand properties of new small-ring Se3- and Se2N-donor macrocycles ; # Attachment 'Se_all4a.cif' # 07jmm001p1.cif data_07jmm001p _database_code_depnum_ccdc_archive 'CCDC 715735' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2007-05-01 _audit_author_name 'Webster, M.' _audit_update_record '2008-06-27 added systematic name' _chemical_name_systematic ; 3,12-diselena-18-aza-tricyclo[12.3.1.0^5,10^]octadeca- 1(17),5,7,9,14(18),15-hexaene ; # The ligand C15H15NSe2 # # SMILES string: C1[Se]Cc2ccccc2C[Se]Cc3cccc1n3 # # Name from SMILES string or IsisDraw picture of molecule # using ACD/i-Lab (V.8) naming software at Daresbury: # 1,11-dihydro-3H-4,8-(azeno)-2,10-benzodiselenacyclotridecine # # Name from Beilstein Crossfire naming software: # 3,12-diselena-18-aza-tricyclo[12.3.1.0^5,10^]octadeca- # 1(17),5,7,9,14(18),15-hexaene # # mw 27-06-2008 _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H15 N Se2' _chemical_formula_sum 'C15 H15 N Se2' _chemical_formula_weight 367.20 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' Se Se -0.0929 2.2259 '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and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_Int_Tables_number 2 # Superceded ** _symmetry_space_group_name_Hall '-P 1' # Superceded ** loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.368(2) _cell_length_b 8.925(2) _cell_length_c 9.562(3) _cell_angle_alpha 100.295(15) _cell_angle_beta 90.724(10) _cell_angle_gamma 105.652(10) _cell_volume 675.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 10475 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.806 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 5.457 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7462 # 0.4083 _exptl_absorpt_correction_T_max 1.0000 # 0.5605 _exptl_absorpt_process_details 'G.M. Sheldrick, (2003). SADABS. Version 2.10. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11910 _diffrn_reflns_av_R_equivalents 0.0640 _diffrn_reflns_av_sigmaI/netI 0.0658 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.23 _diffrn_reflns_theta_max 27.60 _reflns_number_total 3074 _reflns_number_gt 2377 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0588P)^2^+6.3166P] 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 3074 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0775 _refine_ls_R_factor_gt 0.0562 _refine_ls_wR_factor_ref 0.1627 _refine_ls_wR_factor_gt 0.1513 _refine_ls_goodness_of_fit_ref 1.112 _refine_ls_restrained_S_all 1.112 _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 Se1 Se 0.78578(8) 0.68391(8) 0.32816(7) 0.0218(2) Uani 1 1 d . . . Se2 Se 0.31202(8) 0.23139(8) 0.18396(7) 0.0197(2) Uani 1 1 d . . . N1 N 0.4029(7) 0.5930(7) 0.2553(6) 0.0206(12) Uani 1 1 d . . . C1 C 0.6848(9) 0.4850(8) 0.3987(7) 0.0205(14) Uani 1 1 d . . . H1A H 0.7164 0.5020 0.5016 0.025 Uiso 1 1 calc R . . H1B H 0.5623 0.4609 0.3875 0.025 Uiso 1 1 calc R . . C2 C 0.7367(9) 0.3450(8) 0.3229(7) 0.0211(14) Uani 1 1 d . . . C3 C 0.8571(9) 0.2936(9) 0.3887(8) 0.0247(15) Uani 1 1 d . . . H3 H 0.9081 0.3514 0.4787 0.030 Uiso 1 1 calc R . . C4 C 0.9043(9) 0.1600(9) 0.3258(9) 0.0269(16) Uani 1 1 d . . . H4 H 0.9852 0.1267 0.3732 0.032 Uiso 1 1 calc R . . C5 C 0.8322(9) 0.0763(9) 0.1937(9) 0.0269(16) Uani 1 1 d . . . H5 H 0.8642 -0.0143 0.1493 0.032 Uiso 1 1 calc R . . C6 C 0.7127(9) 0.1258(9) 0.1267(8) 0.0246(15) Uani 1 1 d . . . H6 H 0.6628 0.0670 0.0367 0.029 Uiso 1 1 calc R . . C7 C 0.6639(8) 0.2584(8) 0.1869(7) 0.0200(14) Uani 1 1 d . . . C8 C 0.5343(8) 0.3070(8) 0.1085(7) 0.0210(14) Uani 1 1 d . . . H8A H 0.5295 0.2617 0.0057 0.025 Uiso 1 1 calc R . . H8B H 0.5654 0.4239 0.1199 0.025 Uiso 1 1 calc R . . C9 C 0.2023(9) 0.3698(8) 0.1072(7) 0.0201(14) Uani 1 1 d . . . H9A H 0.2234 0.3636 0.0049 0.024 Uiso 1 1 calc R . . H9B H 0.0808 0.3289 0.1137 0.024 Uiso 1 1 calc R . . C10 C 0.2560(8) 0.5416(8) 0.1798(7) 0.0187(13) Uani 1 1 d . . . C11 C 0.1592(10) 0.6436(9) 0.1668(8) 0.0279(16) Uani 1 1 d . . . H11 H 0.0528 0.6041 0.1172 0.033 Uiso 1 1 calc R . . C12 C 0.2187(10) 0.8023(9) 0.2261(9) 0.0281(17) Uani 1 1 d . . . H12 H 0.1542 0.8731 0.2169 0.034 Uiso 1 1 calc R . . C13 C 0.3741(9) 0.8576(9) 0.2997(8) 0.0245(15) Uani 1 1 d . . . H13 H 0.4196 0.9668 0.3392 0.029 Uiso 1 1 calc R . . C14 C 0.4609(9) 0.7465(8) 0.3136(7) 0.0186(13) Uani 1 1 d . . . C15 C 0.6229(9) 0.7956(8) 0.4034(8) 0.0224(14) Uani 1 1 d . . . H15A H 0.5993 0.7759 0.5007 0.027 Uiso 1 1 calc R . . H15B H 0.6727 0.9109 0.4106 0.027 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 Se1 0.0219(4) 0.0197(4) 0.0199(4) 0.0009(3) -0.0002(3) 0.0013(3) Se2 0.0204(4) 0.0168(4) 0.0202(4) 0.0024(3) -0.0010(3) 0.0034(3) N1 0.027(3) 0.020(3) 0.013(3) 0.002(2) 0.003(2) 0.003(2) C1 0.021(3) 0.019(3) 0.019(3) -0.001(3) 0.001(3) 0.004(3) C2 0.025(4) 0.019(3) 0.020(3) 0.007(3) 0.001(3) 0.004(3) C3 0.022(4) 0.024(4) 0.021(4) 0.000(3) -0.006(3) -0.003(3) C4 0.020(4) 0.025(4) 0.039(4) 0.012(3) 0.000(3) 0.009(3) C5 0.021(4) 0.024(4) 0.036(4) 0.008(3) 0.007(3) 0.004(3) C6 0.024(4) 0.023(4) 0.022(4) -0.002(3) 0.001(3) 0.003(3) C7 0.017(3) 0.022(3) 0.020(3) 0.005(3) 0.003(3) 0.001(3) C8 0.023(3) 0.020(3) 0.017(3) 0.003(3) 0.001(3) 0.001(3) C9 0.023(3) 0.017(3) 0.019(3) 0.001(3) -0.007(3) 0.006(3) C10 0.020(3) 0.023(3) 0.012(3) 0.002(3) 0.002(2) 0.005(3) C11 0.029(4) 0.031(4) 0.026(4) 0.007(3) 0.003(3) 0.012(3) C12 0.037(4) 0.021(4) 0.032(4) 0.003(3) 0.005(3) 0.017(3) C13 0.032(4) 0.017(3) 0.024(4) -0.001(3) 0.006(3) 0.009(3) C14 0.026(3) 0.013(3) 0.015(3) 0.002(2) 0.003(3) 0.003(3) C15 0.027(4) 0.016(3) 0.020(3) -0.006(3) -0.001(3) 0.005(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 Se1 C15 1.967(7) . ? Se1 C1 1.988(7) . ? Se2 C9 1.957(7) . ? Se2 C8 1.992(7) . ? N1 C14 1.335(9) . ? N1 C10 1.340(9) . ? C1 C2 1.501(10) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.399(10) . ? C2 C7 1.423(10) . ? C3 C4 1.394(11) . ? C3 H3 0.9500 . ? C4 C5 1.385(11) . ? C4 H4 0.9500 . ? C5 C6 1.389(11) . ? C5 H5 0.9500 . ? C6 C7 1.386(10) . ? C6 H6 0.9500 . ? C7 C8 1.509(10) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.508(9) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.392(10) . ? C11 C12 1.379(11) . ? C11 H11 0.9500 . ? C12 C13 1.391(11) . ? C12 H12 0.9500 . ? C13 C14 1.401(10) . ? C13 H13 0.9500 . ? C14 C15 1.511(10) . ? C15 H15A 0.9900 . ? C15 H15B 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 C15 Se1 C1 96.3(3) . . ? C9 Se2 C8 98.0(3) . . ? C14 N1 C10 119.4(6) . . ? C2 C1 Se1 113.6(5) . . ? C2 C1 H1A 108.8 . . ? Se1 C1 H1A 108.8 . . ? C2 C1 H1B 108.8 . . ? Se1 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? C3 C2 C7 118.2(6) . . ? C3 C2 C1 119.5(6) . . ? C7 C2 C1 122.3(6) . . ? C4 C3 C2 121.8(7) . . ? C4 C3 H3 119.1 . . ? C2 C3 H3 119.1 . . ? C5 C4 C3 119.5(7) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C6 119.4(7) . . ? C4 C5 H5 120.3 . . ? C6 C5 H5 120.3 . . ? C7 C6 C5 122.1(7) . . ? C7 C6 H6 118.9 . . ? C5 C6 H6 118.9 . . ? C6 C7 C2 118.9(6) . . ? C6 C7 C8 119.7(6) . . ? C2 C7 C8 121.4(6) . . ? C7 C8 Se2 110.4(5) . . ? C7 C8 H8A 109.6 . . ? Se2 C8 H8A 109.6 . . ? C7 C8 H8B 109.6 . . ? Se2 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? C10 C9 Se2 115.3(5) . . ? C10 C9 H9A 108.4 . . ? Se2 C9 H9A 108.4 . . ? C10 C9 H9B 108.4 . . ? Se2 C9 H9B 108.4 . . ? H9A C9 H9B 107.5 . . ? N1 C10 C11 121.2(7) . . ? N1 C10 C9 117.2(6) . . ? C11 C10 C9 121.6(6) . . ? C12 C11 C10 119.6(7) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C13 119.4(7) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C12 C13 C14 117.6(7) . . ? C12 C13 H13 121.2 . . ? C14 C13 H13 121.2 . . ? N1 C14 C13 122.7(7) . . ? N1 C14 C15 116.8(6) . . ? C13 C14 C15 120.4(6) . . ? C14 C15 Se1 113.9(5) . . ? C14 C15 H15A 108.8 . . ? Se1 C15 H15A 108.8 . . ? C14 C15 H15B 108.8 . . ? Se1 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? 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 C15 Se1 C1 C2 160.3(5) . . . . ? Se1 C1 C2 C3 102.2(7) . . . . ? Se1 C1 C2 C7 -79.8(7) . . . . ? C7 C2 C3 C4 -1.0(10) . . . . ? C1 C2 C3 C4 177.1(7) . . . . ? C2 C3 C4 C5 0.9(11) . . . . ? C3 C4 C5 C6 -0.7(11) . . . . ? C4 C5 C6 C7 0.8(11) . . . . ? C5 C6 C7 C2 -1.0(11) . . . . ? C5 C6 C7 C8 179.6(6) . . . . ? C3 C2 C7 C6 1.1(10) . . . . ? C1 C2 C7 C6 -177.0(6) . . . . ? C3 C2 C7 C8 -179.5(6) . . . . ? C1 C2 C7 C8 2.5(10) . . . . ? C6 C7 C8 Se2 99.0(7) . . . . ? C2 C7 C8 Se2 -80.4(7) . . . . ? C9 Se2 C8 C7 162.5(5) . . . . ? C8 Se2 C9 C10 -72.7(5) . . . . ? C14 N1 C10 C11 -3.1(10) . . . . ? C14 N1 C10 C9 175.5(6) . . . . ? Se2 C9 C10 N1 20.2(8) . . . . ? Se2 C9 C10 C11 -161.1(6) . . . . ? N1 C10 C11 C12 3.4(11) . . . . ? C9 C10 C11 C12 -175.2(7) . . . . ? C10 C11 C12 C13 -0.7(12) . . . . ? C11 C12 C13 C14 -2.0(11) . . . . ? C10 N1 C14 C13 0.2(10) . . . . ? C10 N1 C14 C15 177.1(6) . . . . ? C12 C13 C14 N1 2.3(11) . . . . ? C12 C13 C14 C15 -174.4(7) . . . . ? N1 C14 C15 Se1 38.1(8) . . . . ? C13 C14 C15 Se1 -145.0(6) . . . . ? C1 Se1 C15 C14 -79.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.60 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 1.824 _refine_diff_density_min -1.017 _refine_diff_density_rms 0.205 #===END OF CIF ============================================================== # 08jmm005a.cif data_08jmm005 _database_code_depnum_ccdc_archive 'CCDC 715736' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2008-06-22 _audit_author_name 'Webster, M.' _chemical_name_systematic ; 11,12-benzo-1,5,9-triselenacyclotridec-11-ene ; # iLab name: 1,4,5,8,9,11-hexahydro-3H,7H-2,6,10-benzotriselenacyclotridecine _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C14 H20 Se3' _chemical_formula_sum 'C14 H20 Se3' _chemical_formula_weight 425.18 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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _space_group_IT_number 14 # New _space_group_name_Hall '-P 2yn' # New loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 5.2820(15) _cell_length_b 15.978(4) _cell_length_c 17.597(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.13(2) _cell_angle_gamma 90.00 _cell_volume 1485.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 26774 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.902 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 7.408 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7059 # 0.5246 _exptl_absorpt_correction_T_max 1.0000 # 0.8660 _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14618 _diffrn_reflns_av_R_equivalents 0.0648 _diffrn_reflns_av_sigmaI/netI 0.0637 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.44 _diffrn_reflns_theta_max 27.58 _reflns_number_total 3377 _reflns_number_gt 2472 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+11.6500P] 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 3377 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0994 _refine_ls_R_factor_gt 0.0600 _refine_ls_wR_factor_ref 0.1137 _refine_ls_wR_factor_gt 0.0993 _refine_ls_goodness_of_fit_ref 1.189 _refine_ls_restrained_S_all 1.189 _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 Se1 Se -0.01900(13) 0.20520(4) 0.81609(4) 0.02713(19) Uani 1 1 d . . . Se2 Se 0.00074(14) 0.38781(4) 1.04468(4) 0.02693(19) Uani 1 1 d . . . Se3 Se 0.31927(15) 0.08350(5) 1.07292(4) 0.0332(2) Uani 1 1 d . . . C1 C 0.1260(13) 0.3124(4) 0.8483(4) 0.0273(16) Uani 1 1 d . . . H1A H 0.1885 0.3080 0.9012 0.033 Uiso 1 1 calc R . . H1B H 0.2710 0.3270 0.8153 0.033 Uiso 1 1 calc R . . C2 C -0.0725(13) 0.3795(4) 0.8432(4) 0.0278(16) Uani 1 1 d . . . C3 C -0.0818(15) 0.4306(5) 0.7784(4) 0.0332(17) Uani 1 1 d . . . H3 H 0.0384 0.4227 0.7390 0.040 Uiso 1 1 calc R . . C4 C -0.2660(15) 0.4931(5) 0.7712(4) 0.0352(18) Uani 1 1 d . . . H4 H -0.2714 0.5272 0.7269 0.042 Uiso 1 1 calc R . . C5 C -0.4383(15) 0.5050(5) 0.8281(5) 0.0357(18) Uani 1 1 d . . . H5 H -0.5636 0.5474 0.8234 0.043 Uiso 1 1 calc R . . C6 C -0.4302(13) 0.4553(4) 0.8927(4) 0.0304(17) Uani 1 1 d . . . H6 H -0.5513 0.4639 0.9317 0.037 Uiso 1 1 calc R . . C7 C -0.2470(13) 0.3926(5) 0.9014(4) 0.0312(17) Uani 1 1 d . . . C8 C -0.2478(13) 0.3412(5) 0.9715(4) 0.0294(16) Uani 1 1 d . . . H8A H -0.2027 0.2826 0.9591 0.035 Uiso 1 1 calc R . . H8B H -0.4190 0.3414 0.9943 0.035 Uiso 1 1 calc R . . C9 C -0.0667(15) 0.3121(5) 1.1302(4) 0.0317(17) Uani 1 1 d . . . H9A H 0.0384 0.3302 1.1739 0.038 Uiso 1 1 calc R . . H9B H -0.2462 0.3188 1.1452 0.038 Uiso 1 1 calc R . . C10 C -0.0172(14) 0.2192(4) 1.1164(4) 0.0316(17) Uani 1 1 d . . . H10A H -0.0722 0.1870 1.1615 0.038 Uiso 1 1 calc R . . H10B H -0.1197 0.2004 1.0724 0.038 Uiso 1 1 calc R . . C11 C 0.2592(14) 0.2008(5) 1.1010(4) 0.0299(16) Uani 1 1 d . . . H11A H 0.3595 0.2143 1.1470 0.036 Uiso 1 1 calc R . . H11B H 0.3188 0.2375 1.0594 0.036 Uiso 1 1 calc R . . C12 C 0.1942(14) 0.0880(5) 0.9684(4) 0.0297(16) Uani 1 1 d . . . H12A H 0.1657 0.0303 0.9499 0.036 Uiso 1 1 calc R . . H12B H 0.0295 0.1176 0.9676 0.036 Uiso 1 1 calc R . . C13 C 0.3762(14) 0.1323(5) 0.9151(4) 0.0302(17) Uani 1 1 d . . . H13A H 0.5413 0.1030 0.9163 0.036 Uiso 1 1 calc R . . H13B H 0.4040 0.1901 0.9336 0.036 Uiso 1 1 calc R . . C14 C 0.2814(14) 0.1357(4) 0.8334(4) 0.0301(17) Uani 1 1 d . . . H14A H 0.2429 0.0780 0.8166 0.036 Uiso 1 1 calc R . . H14B H 0.4200 0.1570 0.8009 0.036 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 Se1 0.0253(4) 0.0286(4) 0.0274(4) -0.0035(3) -0.0026(3) -0.0006(3) Se2 0.0282(4) 0.0263(4) 0.0263(4) -0.0005(3) -0.0002(3) -0.0020(3) Se3 0.0423(5) 0.0274(4) 0.0300(4) 0.0025(3) -0.0042(3) 0.0025(3) C1 0.020(3) 0.030(4) 0.032(4) 0.001(3) 0.000(3) -0.002(3) C2 0.026(4) 0.027(4) 0.030(4) -0.007(3) -0.009(3) -0.005(3) C3 0.037(4) 0.031(4) 0.032(4) -0.001(3) -0.001(3) -0.001(3) C4 0.051(5) 0.036(4) 0.019(4) 0.002(3) -0.005(4) -0.001(4) C5 0.035(4) 0.031(4) 0.041(5) -0.004(4) -0.012(4) 0.003(3) C6 0.023(4) 0.030(4) 0.038(5) -0.005(3) -0.002(3) -0.001(3) C7 0.025(4) 0.037(4) 0.031(4) -0.002(3) -0.004(3) -0.006(3) C8 0.025(4) 0.036(4) 0.027(4) -0.003(3) 0.000(3) -0.006(3) C9 0.034(4) 0.037(4) 0.024(4) 0.000(3) 0.005(3) -0.003(3) C10 0.032(4) 0.030(4) 0.033(4) 0.002(3) 0.009(3) -0.003(3) C11 0.034(4) 0.033(4) 0.022(4) -0.002(3) -0.003(3) -0.006(3) C12 0.031(4) 0.029(4) 0.029(4) -0.004(3) -0.006(3) -0.003(3) C13 0.027(4) 0.031(4) 0.033(4) 0.002(3) 0.002(3) -0.001(3) C14 0.031(4) 0.027(4) 0.032(4) -0.002(3) 0.000(3) -0.001(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 Se1 C14 1.960(7) . ? Se1 C1 1.960(7) . ? Se2 C9 1.965(7) . ? Se2 C8 1.982(7) . ? Se3 C12 1.954(7) . ? Se3 C11 1.965(7) . ? C1 C2 1.502(10) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C7 1.395(10) . ? C2 C3 1.403(10) . ? C3 C4 1.400(11) . ? C3 H3 0.9500 . ? C4 C5 1.368(11) . ? C4 H4 0.9500 . ? C5 C6 1.387(11) . ? C5 H5 0.9500 . ? C6 C7 1.401(10) . ? C6 H6 0.9500 . ? C7 C8 1.483(10) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.526(10) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.514(10) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.520(10) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.523(10) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 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 C14 Se1 C1 97.7(3) . . ? C9 Se2 C8 98.3(3) . . ? C12 Se3 C11 98.4(3) . . ? C2 C1 Se1 109.5(5) . . ? C2 C1 H1A 109.8 . . ? Se1 C1 H1A 109.8 . . ? C2 C1 H1B 109.8 . . ? Se1 C1 H1B 109.8 . . ? H1A C1 H1B 108.2 . . ? C7 C2 C3 119.2(7) . . ? C7 C2 C1 121.7(7) . . ? C3 C2 C1 119.1(7) . . ? C4 C3 C2 120.8(7) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C5 C4 C3 119.7(7) . . ? C5 C4 H4 120.1 . . ? C3 C4 H4 120.1 . . ? C4 C5 C6 120.1(7) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C7 121.3(7) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C2 C7 C6 119.0(7) . . ? C2 C7 C8 122.1(7) . . ? C6 C7 C8 119.0(7) . . ? C7 C8 Se2 109.2(5) . . ? C7 C8 H8A 109.8 . . ? Se2 C8 H8A 109.8 . . ? C7 C8 H8B 109.8 . . ? Se2 C8 H8B 109.8 . . ? H8A C8 H8B 108.3 . . ? C10 C9 Se2 116.4(5) . . ? C10 C9 H9A 108.2 . . ? Se2 C9 H9A 108.2 . . ? C10 C9 H9B 108.2 . . ? Se2 C9 H9B 108.2 . . ? H9A C9 H9B 107.3 . . ? C11 C10 C9 112.5(6) . . ? C11 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? C11 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? C10 C11 Se3 112.7(5) . . ? C10 C11 H11A 109.0 . . ? Se3 C11 H11A 109.0 . . ? C10 C11 H11B 109.0 . . ? Se3 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? C13 C12 Se3 112.7(5) . . ? C13 C12 H12A 109.1 . . ? Se3 C12 H12A 109.1 . . ? C13 C12 H12B 109.1 . . ? Se3 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C12 C13 C14 113.1(6) . . ? C12 C13 H13A 109.0 . . ? C14 C13 H13A 109.0 . . ? C12 C13 H13B 109.0 . . ? C14 C13 H13B 109.0 . . ? H13A C13 H13B 107.8 . . ? C13 C14 Se1 115.5(5) . . ? C13 C14 H14A 108.4 . . ? Se1 C14 H14A 108.4 . . ? C13 C14 H14B 108.4 . . ? Se1 C14 H14B 108.4 . . ? H14A C14 H14B 107.5 . . ? 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 C14 Se1 C1 C2 -178.2(5) . . . . ? Se1 C1 C2 C7 83.4(7) . . . . ? Se1 C1 C2 C3 -96.8(7) . . . . ? C7 C2 C3 C4 -1.1(11) . . . . ? C1 C2 C3 C4 179.2(7) . . . . ? C2 C3 C4 C5 0.4(11) . . . . ? C3 C4 C5 C6 0.0(12) . . . . ? C4 C5 C6 C7 0.3(11) . . . . ? C3 C2 C7 C6 1.3(10) . . . . ? C1 C2 C7 C6 -178.9(6) . . . . ? C3 C2 C7 C8 -179.8(6) . . . . ? C1 C2 C7 C8 -0.1(10) . . . . ? C5 C6 C7 C2 -1.0(11) . . . . ? C5 C6 C7 C8 -179.8(7) . . . . ? C2 C7 C8 Se2 84.3(8) . . . . ? C6 C7 C8 Se2 -96.9(7) . . . . ? C9 Se2 C8 C7 176.2(5) . . . . ? C8 Se2 C9 C10 61.7(6) . . . . ? Se2 C9 C10 C11 63.9(8) . . . . ? C9 C10 C11 Se3 -174.2(5) . . . . ? C12 Se3 C11 C10 76.1(6) . . . . ? C11 Se3 C12 C13 74.6(6) . . . . ? Se3 C12 C13 C14 179.6(5) . . . . ? C12 C13 C14 Se1 67.1(7) . . . . ? C1 Se1 C14 C13 61.5(6) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.58 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.864 _refine_diff_density_min -0.855 _refine_diff_density_rms 0.185 #===END OF CIF ============================================================== # 08jmm10a.cif data_08jmm10 _database_code_depnum_ccdc_archive 'CCDC 715737' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2008-06-23 _audit_author_name 'Webster, M.' _chemical_name_systematic ; (11,12-benzo-1,5,9-triselenacyclotridec-11-ene)trimethylplatinum iodide dichloromethane solvate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H29 Pt Se3 1+, I 1-, 0.13(C H2 Cl2)' _chemical_formula_sum 'C17.13 H29.26 Cl0.26 I Pt Se3' _chemical_formula_weight 803.15 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' Se Se -0.0929 2.2259 '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' Pt Pt -1.7033 8.3905 '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 orthorhombic _symmetry_space_group_name_H-M 'P b c a' _space_group_IT_number 61 # New _space_group_name_Hall '-P 2ac 2ab' # New loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.7267(10) _cell_length_b 25.698(2) _cell_length_c 17.4365(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4806.4(7) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 29098 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.220 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2955 _exptl_absorpt_coefficient_mu 11.692 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5220 # 0.2914 _exptl_absorpt_correction_T_max 1.0000 # 0.7998 _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24343 _diffrn_reflns_av_R_equivalents 0.0437 _diffrn_reflns_av_sigmaI/netI 0.0378 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.01 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5475 _reflns_number_gt 4858 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+54.6635P] 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 5475 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0442 _refine_ls_R_factor_gt 0.0364 _refine_ls_wR_factor_ref 0.0846 _refine_ls_wR_factor_gt 0.0810 _refine_ls_goodness_of_fit_ref 1.151 _refine_ls_restrained_S_all 1.151 _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 Pt1 Pt 0.10686(2) 0.410166(9) 0.146398(13) 0.01763(7) Uani 1 1 d . . . I1 I 0.62847(4) 0.255885(18) 0.11136(3) 0.02566(11) Uani 1 1 d . . . Se1 Se 0.07144(6) 0.43572(2) 0.00719(4) 0.01996(14) Uani 1 1 d . . . Se2 Se 0.29198(6) 0.35008(2) 0.13610(4) 0.01964(14) Uani 1 1 d . . . Se3 Se -0.06179(6) 0.34179(3) 0.14100(4) 0.02017(14) Uani 1 1 d . . . C1 C 0.1603(6) 0.3955(3) -0.0711(4) 0.0217(13) Uani 1 1 d . . . H1A H 0.1448 0.3578 -0.0640 0.026 Uiso 1 1 calc R . . H1B H 0.1317 0.4056 -0.1230 0.026 Uiso 1 1 calc R . . C2 C 0.2957(6) 0.4072(3) -0.0618(4) 0.0240(14) Uani 1 1 d . . . C3 C 0.3461(8) 0.4497(3) -0.1008(5) 0.0357(18) Uani 1 1 d . . . H3 H 0.2937 0.4696 -0.1335 0.043 Uiso 1 1 calc R . . C4 C 0.4687(8) 0.4636(4) -0.0934(6) 0.051(3) Uani 1 1 d . . . H4 H 0.5005 0.4930 -0.1201 0.062 Uiso 1 1 calc R . . C5 C 0.5469(8) 0.4341(4) -0.0457(6) 0.057(3) Uani 1 1 d . . . H5 H 0.6322 0.4432 -0.0399 0.068 Uiso 1 1 calc R . . C6 C 0.4978(8) 0.3915(3) -0.0071(5) 0.0391(19) Uani 1 1 d . . . H6 H 0.5507 0.3716 0.0253 0.047 Uiso 1 1 calc R . . C7 C 0.3739(6) 0.3773(3) -0.0146(4) 0.0238(14) Uani 1 1 d . . . C8 C 0.3289(6) 0.3307(3) 0.0294(4) 0.0235(14) Uani 1 1 d . . . H8A H 0.3937 0.3033 0.0285 0.028 Uiso 1 1 calc R . . H8B H 0.2529 0.3166 0.0048 0.028 Uiso 1 1 calc R . . C9 C 0.2469(6) 0.2809(3) 0.1738(4) 0.0241(14) Uani 1 1 d . . . H9A H 0.3168 0.2571 0.1619 0.029 Uiso 1 1 calc R . . H9B H 0.2405 0.2829 0.2304 0.029 Uiso 1 1 calc R . . C10 C 0.1270(7) 0.2558(3) 0.1437(4) 0.0279(15) Uani 1 1 d . . . H10A H 0.1230 0.2612 0.0876 0.033 Uiso 1 1 calc R . . H10B H 0.1319 0.2178 0.1529 0.033 Uiso 1 1 calc R . . C11 C 0.0060(7) 0.2760(3) 0.1792(4) 0.0283(15) Uani 1 1 d . . . H11A H 0.0197 0.2798 0.2350 0.034 Uiso 1 1 calc R . . H11B H -0.0586 0.2489 0.1722 0.034 Uiso 1 1 calc R . . C12 C -0.0646(7) 0.3199(3) 0.0336(4) 0.0235(14) Uani 1 1 d . . . H12A H 0.0224 0.3153 0.0159 0.028 Uiso 1 1 calc R . . H12B H -0.1063 0.2856 0.0304 0.028 Uiso 1 1 calc R . . C13 C -0.1305(7) 0.3575(3) -0.0208(4) 0.0270(15) Uani 1 1 d . . . H13A H -0.1091 0.3473 -0.0739 0.032 Uiso 1 1 calc R . . H13B H -0.2215 0.3525 -0.0147 0.032 Uiso 1 1 calc R . . C14 C -0.1029(6) 0.4149(3) -0.0118(4) 0.0243(14) Uani 1 1 d . . . H14A H -0.1542 0.4282 0.0311 0.029 Uiso 1 1 calc R . . H14B H -0.1314 0.4328 -0.0589 0.029 Uiso 1 1 calc R . . C15 C 0.2382(7) 0.4702(3) 0.1541(4) 0.0289(16) Uani 1 1 d . . . H15A H 0.2670 0.4795 0.1026 0.043 Uiso 1 1 calc R . . H15B H 0.3092 0.4585 0.1850 0.043 Uiso 1 1 calc R . . H15C H 0.1998 0.5006 0.1784 0.043 Uiso 1 1 calc R . . C16 C -0.0287(7) 0.4656(3) 0.1708(4) 0.0245(14) Uani 1 1 d . . . H16A H -0.1089 0.4482 0.1793 0.037 Uiso 1 1 calc R . . H16B H -0.0360 0.4898 0.1276 0.037 Uiso 1 1 calc R . . H16C H -0.0050 0.4848 0.2171 0.037 Uiso 1 1 calc R . . C17 C 0.1205(6) 0.4013(3) 0.2646(4) 0.0258(15) Uani 1 1 d . . . H17A H 0.1592 0.4324 0.2869 0.039 Uiso 1 1 calc R . . H17B H 0.1718 0.3707 0.2763 0.039 Uiso 1 1 calc R . . H17C H 0.0371 0.3966 0.2864 0.039 Uiso 1 1 calc R . . Cl1 Cl 0.7848(18) 0.1619(7) 0.2430(11) 0.050 Uiso 0.128(4) 1 d P . . Cl2 Cl 1.0347(18) 0.1499(7) 0.2666(11) 0.050 Uiso 0.128(4) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01447(13) 0.01994(12) 0.01849(12) 0.00002(9) 0.00029(9) -0.00036(9) I1 0.0216(2) 0.0299(2) 0.0255(2) -0.00892(18) -0.00231(17) 0.00097(18) Se1 0.0177(3) 0.0206(3) 0.0216(3) 0.0024(2) -0.0005(2) 0.0028(2) Se2 0.0144(3) 0.0234(3) 0.0211(3) 0.0020(2) -0.0009(2) 0.0003(2) Se3 0.0142(3) 0.0241(3) 0.0222(3) -0.0012(2) 0.0016(2) -0.0017(2) C1 0.026(3) 0.022(3) 0.016(3) -0.002(2) 0.005(3) 0.005(3) C2 0.021(3) 0.024(3) 0.026(3) -0.005(3) 0.004(3) 0.001(3) C3 0.031(4) 0.038(4) 0.038(4) 0.017(3) 0.003(3) 0.004(3) C4 0.033(5) 0.046(5) 0.075(7) 0.034(5) 0.013(4) -0.003(4) C5 0.016(4) 0.064(6) 0.091(8) 0.038(6) 0.005(4) -0.004(4) C6 0.025(4) 0.047(5) 0.045(5) 0.017(4) 0.005(3) 0.007(4) C7 0.019(3) 0.026(3) 0.027(3) 0.003(3) 0.005(3) 0.003(3) C8 0.021(3) 0.027(3) 0.023(3) 0.000(3) 0.003(3) 0.004(3) C9 0.020(3) 0.025(3) 0.027(3) 0.008(3) 0.003(3) 0.001(3) C10 0.027(4) 0.018(3) 0.039(4) 0.006(3) -0.001(3) 0.002(3) C11 0.029(4) 0.033(4) 0.023(3) 0.006(3) 0.000(3) -0.006(3) C12 0.024(3) 0.024(3) 0.022(3) 0.000(3) -0.002(3) 0.004(3) C13 0.021(3) 0.032(4) 0.029(4) -0.006(3) 0.002(3) -0.001(3) C14 0.017(3) 0.030(3) 0.026(3) 0.002(3) -0.003(3) 0.007(3) C15 0.026(4) 0.026(4) 0.034(4) 0.002(3) -0.005(3) -0.010(3) C16 0.024(4) 0.022(3) 0.028(3) 0.001(3) 0.003(3) 0.006(3) C17 0.023(4) 0.034(4) 0.021(3) 0.000(3) 0.004(3) -0.004(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 C17 2.079(7) . ? Pt1 C16 2.079(6) . ? Pt1 C15 2.093(7) . ? Pt1 Se2 2.5218(7) . ? Pt1 Se3 2.5236(7) . ? Pt1 Se1 2.5430(7) . ? Se1 C1 1.959(6) . ? Se1 C14 1.973(7) . ? Se2 C9 1.957(6) . ? Se2 C8 1.967(6) . ? Se3 C12 1.955(6) . ? Se3 C11 1.956(7) . ? C1 C2 1.492(9) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.394(10) . ? C2 C7 1.404(10) . ? C3 C4 1.370(12) . ? C3 H3 0.9500 . ? C4 C5 1.403(12) . ? C4 H4 0.9500 . ? C5 C6 1.389(11) . ? C5 H5 0.9500 . ? C6 C7 1.385(10) . ? C6 H6 0.9500 . ? C7 C8 1.501(9) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.531(10) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.529(10) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.527(9) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.514(10) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 Pt1 C16 85.5(3) . . ? C17 Pt1 C15 88.3(3) . . ? C16 Pt1 C15 87.3(3) . . ? C17 Pt1 Se2 87.0(2) . . ? C16 Pt1 Se2 169.9(2) . . ? C15 Pt1 Se2 85.7(2) . . ? C17 Pt1 Se3 90.63(19) . . ? C16 Pt1 Se3 89.0(2) . . ? C15 Pt1 Se3 176.2(2) . . ? Se2 Pt1 Se3 97.79(2) . . ? C17 Pt1 Se1 170.1(2) . . ? C16 Pt1 Se1 85.07(19) . . ? C15 Pt1 Se1 88.4(2) . . ? Se2 Pt1 Se1 101.99(2) . . ? Se3 Pt1 Se1 92.13(2) . . ? C1 Se1 C14 101.6(3) . . ? C1 Se1 Pt1 117.1(2) . . ? C14 Se1 Pt1 103.4(2) . . ? C9 Se2 C8 97.9(3) . . ? C9 Se2 Pt1 109.8(2) . . ? C8 Se2 Pt1 112.4(2) . . ? C12 Se3 C11 94.8(3) . . ? C12 Se3 Pt1 104.3(2) . . ? C11 Se3 Pt1 108.8(2) . . ? C2 C1 Se1 106.9(4) . . ? C2 C1 H1A 110.3 . . ? Se1 C1 H1A 110.3 . . ? C2 C1 H1B 110.3 . . ? Se1 C1 H1B 110.3 . . ? H1A C1 H1B 108.6 . . ? C3 C2 C7 118.9(7) . . ? C3 C2 C1 118.8(6) . . ? C7 C2 C1 122.3(6) . . ? C4 C3 C2 122.0(7) . . ? C4 C3 H3 119.0 . . ? C2 C3 H3 119.0 . . ? C3 C4 C5 119.3(8) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C6 C5 C4 119.1(8) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C7 C6 C5 121.7(8) . . ? C7 C6 H6 119.2 . . ? C5 C6 H6 119.2 . . ? C6 C7 C2 119.0(6) . . ? C6 C7 C8 118.0(6) . . ? C2 C7 C8 123.0(6) . . ? C7 C8 Se2 110.3(5) . . ? C7 C8 H8A 109.6 . . ? Se2 C8 H8A 109.6 . . ? C7 C8 H8B 109.6 . . ? Se2 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? C10 C9 Se2 118.4(5) . . ? C10 C9 H9A 107.7 . . ? Se2 C9 H9A 107.7 . . ? C10 C9 H9B 107.7 . . ? Se2 C9 H9B 107.7 . . ? H9A C9 H9B 107.1 . . ? C11 C10 C9 115.5(6) . . ? C11 C10 H10A 108.4 . . ? C9 C10 H10A 108.4 . . ? C11 C10 H10B 108.4 . . ? C9 C10 H10B 108.4 . . ? H10A C10 H10B 107.5 . . ? C10 C11 Se3 118.2(5) . . ? C10 C11 H11A 107.8 . . ? Se3 C11 H11A 107.8 . . ? C10 C11 H11B 107.8 . . ? Se3 C11 H11B 107.8 . . ? H11A C11 H11B 107.1 . . ? C13 C12 Se3 114.9(5) . . ? C13 C12 H12A 108.6 . . ? Se3 C12 H12A 108.6 . . ? C13 C12 H12B 108.6 . . ? Se3 C12 H12B 108.6 . . ? H12A C12 H12B 107.5 . . ? C14 C13 C12 117.5(6) . . ? C14 C13 H13A 107.9 . . ? C12 C13 H13A 107.9 . . ? C14 C13 H13B 107.9 . . ? C12 C13 H13B 107.9 . . ? H13A C13 H13B 107.2 . . ? C13 C14 Se1 117.8(5) . . ? C13 C14 H14A 107.8 . . ? Se1 C14 H14A 107.8 . . ? C13 C14 H14B 107.8 . . ? Se1 C14 H14B 107.8 . . ? H14A C14 H14B 107.2 . . ? Pt1 C15 H15A 109.5 . . ? Pt1 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? Pt1 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? Pt1 C16 H16A 109.5 . . ? Pt1 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? Pt1 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? Pt1 C17 H17A 109.5 . . ? Pt1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? Pt1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? 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 # C17 Pt1 Se1 C1 167.8(11) . . . . ? # C17 Pt1 Se1 C14 -81.4(11) . . . . ? # C15 Pt1 Se3 C12 126(3) . . . . ? # C15 Pt1 Se3 C11 -134(3) . . . . ? C16 Pt1 Se1 C1 -174.9(3) . . . . ? C15 Pt1 Se1 C1 97.7(3) . . . . ? Se2 Pt1 Se1 C1 12.4(2) . . . . ? Se3 Pt1 Se1 C1 -86.0(2) . . . . ? C16 Pt1 Se1 C14 -64.1(3) . . . . ? C15 Pt1 Se1 C14 -151.5(3) . . . . ? Se2 Pt1 Se1 C14 123.2(2) . . . . ? Se3 Pt1 Se1 C14 24.7(2) . . . . ? C17 Pt1 Se2 C9 65.0(3) . . . . ? C16 Pt1 Se2 C9 107.0(11) . . . . ? C15 Pt1 Se2 C9 153.4(3) . . . . ? Se3 Pt1 Se2 C9 -25.3(2) . . . . ? Se1 Pt1 Se2 C9 -119.1(2) . . . . ? C17 Pt1 Se2 C8 172.8(3) . . . . ? C16 Pt1 Se2 C8 -145.2(11) . . . . ? C15 Pt1 Se2 C8 -98.7(3) . . . . ? Se3 Pt1 Se2 C8 82.6(2) . . . . ? Se1 Pt1 Se2 C8 -11.3(2) . . . . ? C17 Pt1 Se3 C12 -161.0(3) . . . . ? C16 Pt1 Se3 C12 113.5(3) . . . . ? Se2 Pt1 Se3 C12 -73.9(2) . . . . ? Se1 Pt1 Se3 C12 28.5(2) . . . . ? C17 Pt1 Se3 C11 -60.8(3) . . . . ? C16 Pt1 Se3 C11 -146.3(3) . . . . ? Se2 Pt1 Se3 C11 26.3(2) . . . . ? Se1 Pt1 Se3 C11 128.7(2) . . . . ? C14 Se1 C1 C2 -179.0(5) . . . . ? Pt1 Se1 C1 C2 -67.2(5) . . . . ? Se1 C1 C2 C3 -88.3(7) . . . . ? Se1 C1 C2 C7 91.1(7) . . . . ? C7 C2 C3 C4 -1.3(12) . . . . ? C1 C2 C3 C4 178.2(8) . . . . ? C2 C3 C4 C5 0.7(15) . . . . ? C3 C4 C5 C6 -0.1(17) . . . . ? C4 C5 C6 C7 0.2(16) . . . . ? C5 C6 C7 C2 -0.8(13) . . . . ? C5 C6 C7 C8 -179.9(8) . . . . ? C3 C2 C7 C6 1.3(11) . . . . ? C1 C2 C7 C6 -178.1(7) . . . . ? C3 C2 C7 C8 -179.6(7) . . . . ? C1 C2 C7 C8 0.9(10) . . . . ? C6 C7 C8 Se2 81.3(7) . . . . ? C2 C7 C8 Se2 -97.8(7) . . . . ? C9 Se2 C8 C7 -177.2(5) . . . . ? Pt1 Se2 C8 C7 67.6(5) . . . . ? C8 Se2 C9 C10 -68.0(6) . . . . ? Pt1 Se2 C9 C10 49.3(6) . . . . ? Se2 C9 C10 C11 -77.7(7) . . . . ? C9 C10 C11 Se3 79.9(7) . . . . ? C12 Se3 C11 C10 54.4(6) . . . . ? Pt1 Se3 C11 C10 -52.5(6) . . . . ? C11 Se3 C12 C13 171.6(5) . . . . ? Pt1 Se3 C12 C13 -77.6(5) . . . . ? Se3 C12 C13 C14 44.3(8) . . . . ? C12 C13 C14 Se1 41.5(8) . . . . ? C1 Se1 C14 C13 47.5(6) . . . . ? Pt1 Se1 C14 C13 -74.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.074 _refine_diff_density_min -0.792 _refine_diff_density_rms 0.199 #===END OF CIF ============================================================== # 08jmm11a.cif data_08jmm11 _database_code_depnum_ccdc_archive 'CCDC 715738' _audit_creation_method 'SHELXL-97 + hand edit' _audit_creation_date 2008-06-25 _audit_author_name 'Webster, M.' _chemical_name_systematic ; (3,12-diselena-18-aza-tricyclo[12.3.1.0^5,10^]octadeca- 1(17),5,7,9,14(18),15-hexaene)trimethylplatinum iodide chloroform solvate ; # The ligand C15H15NSe2 # # SMILES string: C1[Se]Cc2ccccc2C[Se]Cc3cccc1n3 # # Name from SMILES string or IsisDraw picture of molecule # using ACD/i-Lab (V.8) naming software at Daresbury: # 1,11-dihydro-3H-4,8-(azeno)-2,10-benzodiselenacyclotridecine # # Name from Beilstein Crossfire naming software: # 3,12-diselena-18-aza-tricyclo[12.3.1.0^5,10^]octadeca- # 1(17),5,7,9,14(18),15-hexaene _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 N Pt Se2 1+, I 1-, C H Cl3' _chemical_formula_sum 'C19 H25 Cl3 I N Pt Se2' _chemical_formula_weight 853.66 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' Se Se -0.0929 2.2259 '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' Pt Pt -1.7033 8.3905 '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 orthorhombic _symmetry_space_group_name_H-M 'P b c a' _space_group_IT_number 61 _space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.534(3) _cell_length_b 22.046(6) _cell_length_c 17.858(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4935(2) _cell_formula_units_Z 8 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5749 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.298 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3168 _exptl_absorpt_coefficient_mu 10.220 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4246 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'G.M. Sheldrick, (2007). SADABS. Version 2007/2. Bruker AXS Inc.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius 95mm CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37833 _diffrn_reflns_av_R_equivalents 0.1285 _diffrn_reflns_av_sigmaI/netI 0.0865 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4832 _reflns_number_gt 3019 _reflns_threshold_expression I>2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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 'w=1/[\s^2^(Fo^2^)+(0.0001P)^2^+386.40P] 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 4832 _refine_ls_number_parameters 247 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1676 _refine_ls_R_factor_gt 0.0981 _refine_ls_wR_factor_ref 0.2050 _refine_ls_wR_factor_gt 0.1726 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.126 _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 Pt1 Pt 0.16490(7) 0.34813(4) 0.04912(5) 0.0389(3) Uani 1 1 d . . . I1 I 0.35526(12) 0.16760(8) 0.25489(9) 0.0496(5) Uani 1 1 d . . . Se1 Se 0.04594(17) 0.39651(11) -0.04879(13) 0.0408(6) Uani 1 1 d . . . Se2 Se 0.04843(19) 0.28835(13) 0.13707(13) 0.0482(7) Uani 1 1 d . . . N1 N 0.1281(13) 0.2694(8) -0.0201(10) 0.036(4) Uani 1 1 d U . . C1 C -0.1022(16) 0.3653(12) -0.0418(12) 0.045(6) Uani 1 1 d . . . H1A H -0.1455 0.3809 -0.0839 0.054 Uiso 1 1 calc R . . H1B H -0.1022 0.3204 -0.0441 0.054 Uiso 1 1 calc R . . C2 C -0.1488(17) 0.3866(12) 0.0326(12) 0.042(6) Uani 1 1 d . . . C3 C -0.197(2) 0.4427(11) 0.0439(16) 0.052(7) Uani 1 1 d . . . H3 H -0.2039 0.4703 0.0034 0.062 Uiso 1 1 calc R . . C4 C -0.234(2) 0.4582(14) 0.1143(17) 0.066(8) Uani 1 1 d . . . H4 H -0.2666 0.4967 0.1219 0.079 Uiso 1 1 calc R . . C5 C -0.225(2) 0.4207(14) 0.1700(16) 0.059(8) Uani 1 1 d . . . H5 H -0.2477 0.4337 0.2182 0.071 Uiso 1 1 calc R . . C6 C -0.185(2) 0.3633(12) 0.1625(13) 0.062(8) Uani 1 1 d . . . H6 H -0.1854 0.3363 0.2039 0.074 Uiso 1 1 calc R . . C7 C -0.1443(16) 0.3449(11) 0.0954(12) 0.037(5) Uani 1 1 d . . . C8 C -0.0958(17) 0.2831(12) 0.0938(12) 0.046(6) Uani 1 1 d . . . H8A H -0.0918 0.2681 0.0416 0.055 Uiso 1 1 calc R . . H8B H -0.1400 0.2545 0.1232 0.055 Uiso 1 1 calc R . . C9 C 0.108(2) 0.2130(14) 0.0986(15) 0.067(9) Uani 1 1 d . . . H9A H 0.1813 0.2077 0.1188 0.081 Uiso 1 1 calc R . . H9B H 0.0644 0.1785 0.1161 0.081 Uiso 1 1 calc R . . C10 C 0.113(2) 0.2122(12) 0.0114(15) 0.050(5) Uani 1 1 d U . . C11 C 0.0836(16) 0.1636(12) -0.0322(18) 0.057(6) Uani 1 1 d U . . H11 H 0.0719 0.1251 -0.0098 0.068 Uiso 1 1 calc R . . C12 C 0.071(2) 0.1703(14) -0.106(2) 0.072(8) Uani 1 1 d U . . H12 H 0.0577 0.1358 -0.1359 0.086 Uiso 1 1 calc R . . C13 C 0.0781(15) 0.2254(13) -0.1371(16) 0.054(6) Uani 1 1 d U . . H13 H 0.0654 0.2298 -0.1892 0.065 Uiso 1 1 calc R . . C14 C 0.1042(15) 0.2773(11) -0.0935(13) 0.037(4) Uani 1 1 d U . . C15 C 0.1004(16) 0.3384(11) -0.1240(12) 0.044(6) Uani 1 1 d . . . H15A H 0.0536 0.3390 -0.1686 0.052 Uiso 1 1 calc R . . H15B H 0.1729 0.3508 -0.1399 0.052 Uiso 1 1 calc R . . C16 C 0.2877(19) 0.3842(11) -0.0153(14) 0.050(7) Uani 1 1 d . . . H16A H 0.2591 0.4159 -0.0482 0.076 Uiso 1 1 calc R . . H16B H 0.3199 0.3520 -0.0457 0.076 Uiso 1 1 calc R . . H16C H 0.3421 0.4018 0.0177 0.076 Uiso 1 1 calc R . . C17 C 0.177(2) 0.4246(13) 0.1139(13) 0.059(8) Uani 1 1 d . . . H17A H 0.2490 0.4414 0.1094 0.088 Uiso 1 1 calc R . . H17B H 0.1628 0.4141 0.1663 0.088 Uiso 1 1 calc R . . H17C H 0.1247 0.4547 0.0970 0.088 Uiso 1 1 calc R . . C18 C 0.2900(19) 0.3122(13) 0.1125(14) 0.057(7) Uani 1 1 d . . . H18A H 0.3386 0.3449 0.1273 0.086 Uiso 1 1 calc R . . H18B H 0.3290 0.2822 0.0825 0.086 Uiso 1 1 calc R . . H18C H 0.2612 0.2925 0.1574 0.086 Uiso 1 1 calc R . . Cl1 Cl 0.1476(6) 0.0668(3) 0.2045(4) 0.0584(17) Uani 1 1 d . . . Cl2 Cl 0.0255(7) 0.0089(4) 0.0888(4) 0.076(2) Uani 1 1 d . . . Cl3 Cl -0.0056(8) -0.0242(5) 0.2427(5) 0.109(4) Uani 1 1 d . . . C19 C 0.026(2) 0.0359(14) 0.1833(14) 0.064(8) Uani 1 1 d . . . H19 H -0.0295 0.0680 0.1885 0.076 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 Pt1 0.0312(4) 0.0582(6) 0.0275(4) -0.0007(4) -0.0011(4) -0.0028(4) I1 0.0403(8) 0.0755(12) 0.0331(8) -0.0031(8) 0.0033(7) 0.0032(8) Se1 0.0352(12) 0.0525(15) 0.0346(12) 0.0097(12) 0.0015(11) -0.0022(10) Se2 0.0357(12) 0.0781(19) 0.0306(12) 0.0146(13) -0.0007(10) 0.0006(12) N1 0.031(9) 0.037(9) 0.039(8) 0.000(7) 0.009(8) 0.015(8) C1 0.026(11) 0.084(19) 0.026(12) -0.009(12) -0.005(10) 0.014(11) C2 0.033(12) 0.068(17) 0.026(12) -0.014(11) 0.005(10) -0.009(12) C3 0.059(16) 0.034(14) 0.062(17) -0.010(13) 0.014(14) -0.003(12) C4 0.07(2) 0.06(2) 0.06(2) -0.028(17) 0.020(17) -0.003(16) C5 0.051(16) 0.07(2) 0.054(18) -0.027(16) 0.010(14) -0.034(15) C6 0.11(2) 0.050(18) 0.028(13) 0.003(12) 0.024(15) -0.024(16) C7 0.035(12) 0.044(14) 0.032(12) 0.008(10) -0.009(9) -0.025(11) C8 0.041(13) 0.068(18) 0.028(12) 0.018(12) 0.003(10) -0.021(12) C9 0.038(14) 0.10(2) 0.059(18) 0.041(17) 0.003(13) -0.011(15) C10 0.049(14) 0.045(12) 0.055(13) 0.004(8) 0.003(12) -0.002(12) C11 0.017(10) 0.044(11) 0.109(17) -0.012(11) 0.001(13) 0.002(10) C12 0.059(17) 0.054(12) 0.102(16) -0.054(13) -0.005(17) -0.004(15) C13 0.012(10) 0.081(15) 0.071(14) -0.027(10) -0.010(11) 0.009(11) C14 0.012(9) 0.055(11) 0.043(10) -0.002(9) -0.005(9) 0.002(9) C15 0.022(10) 0.077(19) 0.032(12) 0.024(12) -0.010(9) -0.003(11) C16 0.045(14) 0.052(16) 0.055(16) -0.023(13) 0.013(12) -0.029(12) C17 0.060(17) 0.09(2) 0.029(13) -0.020(13) 0.003(12) -0.007(15) C18 0.036(13) 0.10(2) 0.039(15) 0.001(14) -0.002(11) -0.008(14) Cl1 0.060(4) 0.060(4) 0.055(4) -0.001(3) -0.003(3) -0.010(3) Cl2 0.076(5) 0.100(6) 0.052(4) -0.006(4) 0.000(4) 0.016(5) Cl3 0.109(7) 0.149(9) 0.070(6) 0.049(6) -0.030(5) -0.064(7) C19 0.068(18) 0.09(2) 0.037(15) -0.021(15) 0.007(13) -0.006(16) _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 Pt1 C17 2.05(2) . ? Pt1 C16 2.08(2) . ? Pt1 C18 2.09(2) . ? Pt1 N1 2.180(18) . ? Pt1 Se2 2.517(3) . ? Pt1 Se1 2.533(2) . ? Se1 C15 1.98(2) . ? Se1 C1 1.98(2) . ? Se2 C9 1.95(3) . ? Se2 C8 1.97(2) . ? N1 C14 1.36(3) . ? N1 C10 1.39(3) . ? C1 C2 1.53(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.39(3) . ? C2 C7 1.45(3) . ? C3 C4 1.38(4) . ? C3 H3 0.9500 . ? C4 C5 1.30(4) . ? C4 H4 0.9500 . ? C5 C6 1.37(4) . ? C5 H5 0.9500 . ? C6 C7 1.36(3) . ? C6 H6 0.9500 . ? C7 C8 1.49(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.56(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.37(3) . ? C11 C12 1.33(4) . ? C11 H11 0.9500 . ? C12 C13 1.34(4) . ? C12 H12 0.9500 . ? C13 C14 1.42(3) . ? C13 H13 0.9500 . ? C14 C15 1.45(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? Cl1 C19 1.71(3) . ? Cl2 C19 1.79(3) . ? Cl3 C19 1.74(3) . ? 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 C17 Pt1 C16 86.7(10) . . ? C17 Pt1 C18 87.2(11) . . ? C16 Pt1 C18 83.6(10) . . ? C17 Pt1 N1 171.9(9) . . ? C16 Pt1 N1 98.5(8) . . ? C18 Pt1 N1 99.4(9) . . ? C17 Pt1 Se2 96.9(7) . . ? C16 Pt1 Se2 167.1(8) . . ? C18 Pt1 Se2 84.2(7) . . ? N1 Pt1 Se2 79.3(5) . . ? C17 Pt1 Se1 95.0(8) . . ? C16 Pt1 Se1 83.8(8) . . ? C18 Pt1 Se1 167.2(7) . . ? N1 Pt1 Se1 79.6(5) . . ? Se2 Pt1 Se1 108.05(8) . . ? C15 Se1 C1 98.1(9) . . ? C15 Se1 Pt1 89.6(6) . . ? C1 Se1 Pt1 111.2(7) . . ? C9 Se2 C8 99.5(11) . . ? C9 Se2 Pt1 90.1(7) . . ? C8 Se2 Pt1 108.6(6) . . ? C14 N1 C10 119(2) . . ? C14 N1 Pt1 119.5(15) . . ? C10 N1 Pt1 121.3(15) . . ? C2 C1 Se1 107.8(15) . . ? C2 C1 H1A 110.1 . . ? Se1 C1 H1A 110.1 . . ? C2 C1 H1B 110.1 . . ? Se1 C1 H1B 110.1 . . ? H1A C1 H1B 108.5 . . ? C3 C2 C7 118(2) . . ? C3 C2 C1 125(2) . . ? C7 C2 C1 118(2) . . ? C4 C3 C2 120(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C5 C4 C3 121(3) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 123(3) . . ? C4 C5 H5 118.5 . . ? C6 C5 H5 118.5 . . ? C7 C6 C5 120(2) . . ? C7 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C6 C7 C2 118(2) . . ? C6 C7 C8 116(2) . . ? C2 C7 C8 125(2) . . ? C7 C8 Se2 108.2(15) . . ? C7 C8 H8A 110.1 . . ? Se2 C8 H8A 110.1 . . ? C7 C8 H8B 110.1 . . ? Se2 C8 H8B 110.1 . . ? H8A C8 H8B 108.4 . . ? C10 C9 Se2 112.2(19) . . ? C10 C9 H9A 109.2 . . ? Se2 C9 H9A 109.2 . . ? C10 C9 H9B 109.2 . . ? Se2 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 N1 121(2) . . ? C11 C10 C9 124(3) . . ? N1 C10 C9 113(2) . . ? C12 C11 C10 120(3) . . ? C12 C11 H11 119.9 . . ? C10 C11 H11 119.9 . . ? C11 C12 C13 121(3) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C14 121(3) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? N1 C14 C13 118(2) . . ? N1 C14 C15 119(2) . . ? C13 C14 C15 122(2) . . ? C14 C15 Se1 110.9(15) . . ? C14 C15 H15A 109.5 . . ? Se1 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? Se1 C15 H15B 109.5 . . ? H15A C15 H15B 108.0 . . ? Pt1 C16 H16A 109.5 . . ? Pt1 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? Pt1 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? Pt1 C17 H17A 109.5 . . ? Pt1 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? Pt1 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? Pt1 C18 H18A 109.5 . . ? Pt1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? Pt1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? Cl1 C19 Cl3 111.9(16) . . ? Cl1 C19 Cl2 110.3(15) . . ? Cl3 C19 Cl2 108.7(16) . . ? Cl1 C19 H19 108.6 . . ? Cl3 C19 H19 108.6 . . ? Cl2 C19 H19 108.6 . . ? 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 # C18 Pt1 Se1 C15 54(4) . . . . ? # C18 Pt1 Se1 C1 153(4) . . . . ? # C16 Pt1 Se2 C9 -45(3) . . . . ? # C16 Pt1 Se2 C8 -146(3) . . . . ? # C17 Pt1 N1 C14 75(7) . . . . ? # C17 Pt1 N1 C10 -95(6) . . . . ? # Se1 C1 C2 C3 85(2) . . . . ? # Se1 C1 C2 C7 -96(2) . . . . ? # C7 C2 C3 C4 3(4) . . . . ? # C1 C2 C3 C4 -178(2) . . . . ? # C2 C3 C4 C5 0(4) . . . . ? # C14 N1 C10 C11 6(3) . . . . ? C17 Pt1 Se1 C15 153.5(10) . . . . ? C16 Pt1 Se1 C15 67.3(9) . . . . ? N1 Pt1 Se1 C15 -32.6(8) . . . . ? Se2 Pt1 Se1 C15 -107.6(6) . . . . ? C17 Pt1 Se1 C1 -108.0(10) . . . . ? C16 Pt1 Se1 C1 165.8(10) . . . . ? N1 Pt1 Se1 C1 66.0(9) . . . . ? Se2 Pt1 Se1 C1 -9.0(7) . . . . ? C17 Pt1 Se2 C9 -151.4(11) . . . . ? C18 Pt1 Se2 C9 -64.9(11) . . . . ? N1 Pt1 Se2 C9 35.8(9) . . . . ? Se1 Pt1 Se2 C9 111.1(8) . . . . ? C17 Pt1 Se2 C8 108.5(11) . . . . ? C18 Pt1 Se2 C8 -165.0(11) . . . . ? N1 Pt1 Se2 C8 -64.3(9) . . . . ? Se1 Pt1 Se2 C8 11.0(8) . . . . ? C16 Pt1 N1 C14 -55.1(17) . . . . ? C18 Pt1 N1 C14 -140.0(16) . . . . ? Se2 Pt1 N1 C14 137.8(15) . . . . ? Se1 Pt1 N1 C14 27.0(14) . . . . ? C16 Pt1 N1 C10 134.5(18) . . . . ? C18 Pt1 N1 C10 49.6(18) . . . . ? Se2 Pt1 N1 C10 -32.6(16) . . . . ? Se1 Pt1 N1 C10 -143.4(17) . . . . ? C15 Se1 C1 C2 159.0(17) . . . . ? Pt1 Se1 C1 C2 66.3(17) . . . . ? C9 Se2 C8 C7 -162.0(15) . . . . ? Pt1 Se2 C8 C7 -68.6(15) . . . . ? C8 Se2 C9 C10 62.6(19) . . . . ? Pt1 Se2 C9 C10 -46.3(18) . . . . ? Pt1 N1 C10 C11 176.0(17) . . . . ? C14 N1 C10 C9 -161.8(19) . . . . ? Pt1 N1 C14 C13 -178.6(14) . . . . ? C10 N1 C14 C15 168.8(19) . . . . ? C13 C14 C15 Se1 142.1(17) . . . . ? C1 Se1 C15 C14 -66.7(15) . . . . ? Pt1 Se1 C15 C14 44.6(14) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 2.396 _refine_diff_density_min -1.781 _refine_diff_density_rms 0.337