# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/1774 data_global #======================================================================= # 1. SUBMISSION DETAILS _publ_contact_author # Name and address of author for correspondence ; Dr. Michael Bolte Institut f\"ur Organische Chemie J. W. Goethe-Universit\"at Marie-Curie-Str. 11 60439 Frankfurt/Main Germany ; _publ_contact_author_phone '49 69 798 29136' _publ_contact_author_fax '49 69 798 29128' _publ_contact_author_email bolte@chemie.uni-frankfurt.de _publ_requested_journal 'Dalton transactions' _publ_requested_coeditor_name '' #======================================================================= # 2. PROCESSING SUMMARY (IUCr Office Use Only) _journal_date_recd_electronic ? _journal_date_to_coeditor ? _journal_date_from_coeditor ? _journal_date_accepted ? _journal_date_printers_first ? _journal_date_printers_final ? _journal_date_proofs_out ? _journal_date_proofs_in ? _journal_coeditor_name ? _journal_coeditor_code ? _journal_coeditor_notes ; ? ; _journal_techeditor_code ? _journal_techeditor_notes ; ? ; _journal_coden_ASTM ? _journal_name_full ? _journal_year ? _journal_volume ? _journal_issue ? _journal_page_first ? _journal_page_last ? _journal_suppl_publ_number ? _journal_suppl_publ_pages ? #======================================================================= # 3. TITLE AND AUTHOR LIST _publ_section_title ; Koordinativ stabilisierte Dihalogensilicium-dikationen ; # The loop structure below should contain the names and addresses of all # authors, in the required order of publication. Repeat as necessary. loop_ _publ_author_name _publ_author_address 'Hensen, Karl' #<--'Last name, first name' ; Institut f\"ur Physikatische und Theoretische Chemie J. W. Goethe-Universit\"at Frankfurt Marie-Curie-Str. 11 60439 Frankfurt/Main Germany ; 'Mayr-Stein, Ralf' #<--'Last name, first name' ; Institut f\"ur Physikalische und Theoretische Chemie J. W. Goethe-Universit\"at Frankfurt Marie-Curie-Str. 11 60439 Frankfurt/Main Germany ; 'Pickel, Peter' #<--'Last name, first name' ; Institut f\"ur Physikalische und Theoretische Chemie J. W. Goethe-Universit\"at Frankfurt Marie-Curie-Str. 11 60439 Frankfurt/Main Germany ; 'Stumpf, Thorsten' #<--'Last name, first name' ; Institut f\"ur Physikalische und Theoretische Chemie J. W. Goethe-Universit\"at Frankfurt Marie-Curie-Str. 11 60439 Frankfurt/Main Germany ; 'Fleischer, Holger' #<--'Last name, first name' ; Institut f\"ur Physikalische und Theoretische Chemie J. W. Goethe-Universit\"at Frankfurt Marie-Curie-Str. 11 60439 Frankfurt/Main Germany ; 'Bolte, Michael' #<--'Last name, first name' ; Institut f\"ur Organische Chemie J. W. Goethe-Universit\"at Frankfurt Marie-Curie-Str. 11 60439 Frankfurt/Main Germany ; #======================================================================= data_(1)_nmi5 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C19 H27 Cl13 N8 Si' _chemical_formula_weight 856.43 _chemical_melting_point ? _chemical_compound_source ? 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' 'Si' 'Si' 0.0817 0.0704 '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 Triclinic _symmetry_space_group_name_H-M 'P-1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5680(10) _cell_length_b 12.3330(10) _cell_length_c 15.5070(10) _cell_angle_alpha 91.70 _cell_angle_beta 95.32 _cell_angle_gamma 100.31 _cell_volume 1790.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 50 _cell_measurement_theta_min 10 _cell_measurement_theta_max 13 _exptl_crystal_description 'block' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method ? _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 1.063 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min 0.202 _exptl_absorpt_correction_T_max 0.271 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\q-2\q-mode' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 5 _diffrn_reflns_number 5942 _diffrn_reflns_av_R_equivalents 0.0229 _diffrn_reflns_av_sigmaI/netI 0.0355 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 24.00 _reflns_number_total 5568 _reflns_number_observed 4499 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens-XSCANS' _computing_cell_refinement 'Siemens-XSCANS' _computing_data_reduction 'Siemens-XSCANS' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+5.2835P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5568 _refine_ls_number_parameters 374 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_obs 0.0460 _refine_ls_wR_factor_all 0.1109 _refine_ls_wR_factor_obs 0.1020 _refine_ls_goodness_of_fit_all 1.030 _refine_ls_goodness_of_fit_obs 1.062 _refine_ls_restrained_S_all 1.030 _refine_ls_restrained_S_obs 1.062 _refine_ls_shift/esd_max 0.007 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Si1 Si 0.49973(11) 0.23837(8) 0.37711(6) 0.0183(2) Uani 1 d . . Cl1 Cl 0.37831(10) 0.37202(7) 0.38294(6) 0.0246(2) Uani 1 d . . Cl2 Cl 0.61820(10) 0.10268(7) 0.36815(6) 0.0231(2) Uani 1 d . . N1 N 0.4819(3) 0.2421(2) 0.2546(2) 0.0215(7) Uani 1 d . . C11 C 0.4435(4) 0.1577(3) 0.1966(2) 0.0236(8) Uani 1 d . . H11 H 0.4179(4) 0.0826(3) 0.2102(2) 0.028 Uiso 1 calc R . N11 N 0.4462(4) 0.1943(3) 0.1171(2) 0.0270(8) Uani 1 d . . C12 C 0.4892(5) 0.3061(4) 0.1236(3) 0.0355(10) Uani 1 d . . H12 H 0.5015(5) 0.3538(4) 0.0769(3) 0.043 Uiso 1 calc R . C13 C 0.5107(5) 0.3358(3) 0.2083(3) 0.0318(10) Uani 1 d . . H13 H 0.5407(5) 0.4090(3) 0.2323(3) 0.038 Uiso 1 calc R . C14 C 0.4118(5) 0.1268(4) 0.0361(3) 0.0366(10) Uani 1 d . . H14A H 0.4951(11) 0.1366(19) 0.0029(9) 0.055 Uiso 1 calc R . H14B H 0.3316(21) 0.1497(17) 0.0019(9) 0.055 Uiso 1 calc R . H14C H 0.3856(31) 0.0490(4) 0.0492(3) 0.055 Uiso 1 calc R . N2 N 0.3289(3) 0.1335(2) 0.3741(2) 0.0203(7) Uani 1 d . . C21 C 0.1996(4) 0.1398(3) 0.3375(2) 0.0230(8) Uani 1 d . . H21 H 0.1785(4) 0.1981(3) 0.3028(2) 0.028 Uiso 1 calc R . N21 N 0.1050(3) 0.0550(3) 0.3558(2) 0.0242(7) Uani 1 d . . C22 C 0.1731(4) -0.0099(3) 0.4089(3) 0.0279(9) Uani 1 d . . H22 H 0.1307(4) -0.0760(3) 0.4335(3) 0.033 Uiso 1 calc R . C23 C 0.3108(4) 0.0375(3) 0.4195(3) 0.0257(9) Uani 1 d . . H23 H 0.3843(4) 0.0101(3) 0.4527(3) 0.031 Uiso 1 calc R . C24 C -0.0492(4) 0.0378(4) 0.3323(3) 0.0384(11) Uani 1 d . . H24A H -0.0990(4) 0.0212(25) 0.3841(5) 0.058 Uiso 1 calc R . H24B H -0.0773(6) -0.0241(17) 0.2894(15) 0.058 Uiso 1 calc R . H24C H -0.0746(6) 0.1047(10) 0.3076(18) 0.058 Uiso 1 calc R . N3 N 0.5190(3) 0.2359(2) 0.4985(2) 0.0208(7) Uani 1 d . . C31 C 0.4130(4) 0.2301(3) 0.5492(2) 0.0241(8) Uani 1 d . . H31 H 0.3172(4) 0.2349(3) 0.5302(2) 0.029 Uiso 1 calc R . N31 N 0.4617(4) 0.2164(3) 0.6304(2) 0.0276(8) Uani 1 d . . C32 C 0.6057(4) 0.2150(3) 0.6335(3) 0.0279(9) Uani 1 d . . H32 H 0.6677(4) 0.2069(3) 0.6834(3) 0.034 Uiso 1 calc R . C33 C 0.6413(4) 0.2274(3) 0.5524(2) 0.0242(8) Uani 1 d . . H33 H 0.7341(4) 0.2300(3) 0.5346(2) 0.029 Uiso 1 calc R . C34 C 0.3748(5) 0.2024(4) 0.7031(3) 0.0435(12) Uani 1 d . . H34A H 0.3888(27) 0.2721(8) 0.7375(12) 0.065 Uiso 1 calc R . H34B H 0.4032(24) 0.1449(19) 0.7395(12) 0.065 Uiso 1 calc R . H34C H 0.2739(6) 0.1809(27) 0.6810(3) 0.065 Uiso 1 calc R . N4 N 0.6721(3) 0.3426(2) 0.3840(2) 0.0216(7) Uani 1 d . . C41 C 0.7899(4) 0.3337(3) 0.3476(3) 0.0246(9) Uani 1 d . . H41 H 0.8015(4) 0.2716(3) 0.3131(3) 0.029 Uiso 1 calc R . N41 N 0.8891(3) 0.4226(3) 0.3659(2) 0.0258(7) Uani 1 d . . C42 C 0.8359(4) 0.4931(3) 0.4183(3) 0.0304(9) Uani 1 d . . H42 H 0.8839(4) 0.5633(3) 0.4420(3) 0.036 Uiso 1 calc R . C43 C 0.7025(4) 0.4437(3) 0.4296(3) 0.0296(9) Uani 1 d . . H43 H 0.6392(4) 0.4733(3) 0.4635(3) 0.035 Uiso 1 calc R . C44 C 1.0355(4) 0.4369(4) 0.3425(3) 0.0380(11) Uani 1 d . . H44A H 1.0902(10) 0.3939(20) 0.3804(13) 0.057 Uiso 1 calc R . H44B H 1.0797(12) 0.5151(5) 0.3495(19) 0.057 Uiso 1 calc R . H44C H 1.0348(5) 0.4111(24) 0.2821(7) 0.057 Uiso 1 calc R . Cl3 Cl 0.30581(13) 0.87020(9) 0.13720(7) 0.0420(3) Uani 1 d . . Cl4 Cl 0.03245(11) 0.23697(8) 0.50279(6) 0.0298(2) Uani 1 d . . C5 C -0.0912(8) 0.1572(5) 0.0696(4) 0.068(2) Uani 1 d . . H5 H -0.1196(8) 0.1428(5) 0.0060(4) 0.082 Uiso 1 calc R . Cl51 Cl -0.0330(6) 0.2954(2) 0.0893(2) 0.235(3) Uani 1 d . . Cl52 Cl -0.2371(2) 0.1031(2) 0.12598(11) 0.1131(9) Uani 1 d . . Cl53 Cl 0.0477(2) 0.0871(2) 0.09986(10) 0.0794(5) Uani 1 d . . C6 C 0.3567(5) 0.6074(4) 0.1188(3) 0.0382(11) Uani 1 d . . H6 H 0.3408(5) 0.6851(4) 0.1150(3) 0.046 Uiso 1 calc R . Cl61 Cl 0.2463(2) 0.5250(2) 0.03764(10) 0.0903(6) Uani 1 d . . Cl62 Cl 0.31762(14) 0.55953(11) 0.22119(8) 0.0481(3) Uani 1 d . . Cl63 Cl 0.53562(13) 0.60345(10) 0.10507(7) 0.0411(3) Uani 1 d . . C7 C 0.9880(5) 0.7175(4) 0.1812(3) 0.0400(11) Uani 1 d . . H7 H 1.0866(5) 0.7387(4) 0.1633(3) 0.048 Uiso 1 calc R . Cl71 Cl 0.9209(2) 0.57884(13) 0.14797(10) 0.0697(4) Uani 1 d . . Cl72 Cl 0.8789(2) 0.80319(13) 0.13185(9) 0.0613(4) Uani 1 d . . Cl73 Cl 0.99508(12) 0.73339(9) 0.29415(7) 0.0380(3) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0172(5) 0.0172(5) 0.0210(5) 0.0017(4) 0.0043(4) 0.0033(4) Cl1 0.0244(5) 0.0214(5) 0.0303(5) 0.0021(4) 0.0060(4) 0.0083(4) Cl2 0.0225(5) 0.0205(5) 0.0277(5) 0.0008(4) 0.0043(4) 0.0066(4) N1 0.024(2) 0.022(2) 0.020(2) 0.0044(13) 0.0062(13) 0.0052(13) C11 0.024(2) 0.023(2) 0.024(2) 0.001(2) 0.005(2) 0.004(2) N11 0.035(2) 0.029(2) 0.019(2) 0.0024(14) 0.0062(14) 0.0079(15) C12 0.051(3) 0.029(2) 0.029(2) 0.010(2) 0.011(2) 0.009(2) C13 0.046(3) 0.022(2) 0.029(2) 0.007(2) 0.009(2) 0.006(2) C14 0.052(3) 0.036(2) 0.022(2) -0.001(2) 0.005(2) 0.010(2) N2 0.019(2) 0.019(2) 0.022(2) 0.0020(13) 0.0023(13) 0.0021(13) C21 0.023(2) 0.021(2) 0.026(2) 0.000(2) 0.002(2) 0.006(2) N21 0.019(2) 0.024(2) 0.028(2) -0.0052(14) 0.0027(14) 0.0003(14) C22 0.031(2) 0.021(2) 0.030(2) 0.000(2) 0.005(2) 0.001(2) C23 0.026(2) 0.022(2) 0.029(2) 0.009(2) 0.001(2) 0.003(2) C24 0.018(2) 0.043(3) 0.052(3) -0.008(2) 0.000(2) 0.003(2) N3 0.019(2) 0.020(2) 0.022(2) -0.0014(13) 0.0020(13) 0.0023(13) C31 0.021(2) 0.024(2) 0.027(2) -0.002(2) 0.005(2) 0.004(2) N31 0.031(2) 0.031(2) 0.020(2) -0.0025(14) 0.0065(14) 0.0017(15) C32 0.026(2) 0.032(2) 0.026(2) -0.002(2) -0.002(2) 0.008(2) C33 0.021(2) 0.024(2) 0.029(2) -0.002(2) -0.001(2) 0.007(2) C34 0.043(3) 0.062(3) 0.025(2) -0.005(2) 0.013(2) 0.003(2) N4 0.019(2) 0.018(2) 0.027(2) 0.0008(13) 0.0060(13) 0.0019(13) C41 0.024(2) 0.022(2) 0.029(2) 0.003(2) 0.007(2) 0.003(2) N41 0.020(2) 0.025(2) 0.031(2) 0.0066(14) 0.0059(14) 0.0000(14) C42 0.030(2) 0.023(2) 0.035(2) -0.002(2) 0.002(2) -0.003(2) C43 0.029(2) 0.024(2) 0.036(2) -0.005(2) 0.008(2) 0.004(2) C44 0.025(2) 0.039(3) 0.050(3) 0.010(2) 0.013(2) 0.000(2) Cl3 0.0543(7) 0.0306(6) 0.0388(6) 0.0064(5) 0.0038(5) 0.0010(5) Cl4 0.0343(6) 0.0246(5) 0.0290(5) -0.0006(4) 0.0088(4) -0.0012(4) C5 0.106(5) 0.061(4) 0.040(3) 0.003(3) 0.004(3) 0.023(4) Cl51 0.520(8) 0.0499(13) 0.124(2) -0.0056(13) 0.011(3) 0.032(3) Cl52 0.0684(11) 0.233(3) 0.0546(10) 0.0261(13) 0.0077(8) 0.0685(15) Cl53 0.0636(10) 0.1194(15) 0.0572(9) 0.0123(9) 0.0137(8) 0.0172(10) C6 0.047(3) 0.039(3) 0.030(2) 0.002(2) 0.004(2) 0.011(2) Cl61 0.0530(9) 0.156(2) 0.0509(9) -0.0389(10) -0.0056(7) 0.0028(10) Cl62 0.0567(8) 0.0520(7) 0.0384(6) 0.0097(5) 0.0209(6) 0.0079(6) Cl63 0.0439(7) 0.0441(7) 0.0356(6) 0.0017(5) 0.0127(5) 0.0047(5) C7 0.037(3) 0.055(3) 0.028(2) 0.001(2) 0.000(2) 0.010(2) Cl71 0.0891(11) 0.0634(9) 0.0527(8) -0.0242(7) -0.0193(8) 0.0210(8) Cl72 0.0653(9) 0.0748(10) 0.0475(8) 0.0236(7) -0.0008(6) 0.0227(7) Cl73 0.0462(7) 0.0391(6) 0.0281(5) -0.0014(4) 0.0003(5) 0.0083(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 N3 1.876(3) . ? Si1 N2 1.890(3) . ? Si1 N4 1.893(3) . ? Si1 N1 1.894(3) . ? Si1 Cl1 2.1843(14) . ? Si1 Cl2 2.1907(13) . ? N1 C11 1.332(5) . ? N1 C13 1.379(5) . ? C11 N11 1.327(5) . ? N11 C12 1.364(5) . ? N11 C14 1.464(5) . ? C12 C13 1.340(6) . ? N2 C21 1.329(5) . ? N2 C23 1.388(5) . ? C21 N21 1.311(5) . ? N21 C22 1.368(5) . ? N21 C24 1.462(5) . ? C22 C23 1.335(6) . ? N3 C31 1.333(5) . ? N3 C33 1.395(5) . ? C31 N31 1.327(5) . ? N31 C32 1.377(5) . ? N31 C34 1.458(5) . ? C32 C33 1.338(6) . ? N4 C41 1.327(5) . ? N4 C43 1.386(5) . ? C41 N41 1.320(5) . ? N41 C42 1.366(5) . ? N41 C44 1.461(5) . ? C42 C43 1.342(6) . ? C5 Cl51 1.705(7) . ? C5 Cl53 1.748(7) . ? C5 Cl52 1.757(7) . ? C6 Cl61 1.739(5) . ? C6 Cl63 1.753(5) . ? C6 Cl62 1.760(4) . ? C7 Cl73 1.750(4) . ? C7 Cl72 1.757(5) . ? C7 Cl71 1.760(5) . ? 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 N3 Si1 N2 89.32(13) . . ? N3 Si1 N4 88.86(14) . . ? N2 Si1 N4 178.15(14) . . ? N3 Si1 N1 179.40(15) . . ? N2 Si1 N1 91.28(14) . . ? N4 Si1 N1 90.54(14) . . ? N3 Si1 Cl1 90.63(10) . . ? N2 Si1 Cl1 90.14(10) . . ? N4 Si1 Cl1 90.23(10) . . ? N1 Si1 Cl1 89.27(10) . . ? N3 Si1 Cl2 90.61(10) . . ? N2 Si1 Cl2 89.07(10) . . ? N4 Si1 Cl2 90.61(10) . . ? N1 Si1 Cl2 89.50(10) . . ? Cl1 Si1 Cl2 178.53(6) . . ? C11 N1 C13 106.6(3) . . ? C11 N1 Si1 128.1(3) . . ? C13 N1 Si1 125.3(3) . . ? N11 C11 N1 109.8(3) . . ? C11 N11 C12 108.2(3) . . ? C11 N11 C14 126.2(3) . . ? C12 N11 C14 125.6(3) . . ? C13 C12 N11 107.2(4) . . ? C12 C13 N1 108.3(4) . . ? C21 N2 C23 105.3(3) . . ? C21 N2 Si1 128.7(3) . . ? C23 N2 Si1 125.6(3) . . ? N21 C21 N2 111.1(3) . . ? C21 N21 C22 108.1(3) . . ? C21 N21 C24 126.6(4) . . ? C22 N21 C24 125.0(3) . . ? C23 C22 N21 106.7(3) . . ? C22 C23 N2 108.8(3) . . ? C31 N3 C33 106.5(3) . . ? C31 N3 Si1 125.7(3) . . ? C33 N3 Si1 127.4(3) . . ? N31 C31 N3 109.7(3) . . ? C31 N31 C32 108.7(3) . . ? C31 N31 C34 125.0(4) . . ? C32 N31 C34 126.3(4) . . ? C33 C32 N31 106.6(3) . . ? C32 C33 N3 108.5(3) . . ? C41 N4 C43 105.4(3) . . ? C41 N4 Si1 127.5(3) . . ? C43 N4 Si1 127.1(3) . . ? N41 C41 N4 110.9(3) . . ? C41 N41 C42 108.1(3) . . ? C41 N41 C44 125.5(4) . . ? C42 N41 C44 126.0(3) . . ? C43 C42 N41 106.5(3) . . ? C42 C43 N4 109.0(4) . . ? Cl51 C5 Cl53 109.4(4) . . ? Cl51 C5 Cl52 113.6(4) . . ? Cl53 C5 Cl52 107.8(3) . . ? Cl61 C6 Cl63 109.5(3) . . ? Cl61 C6 Cl62 110.0(3) . . ? Cl63 C6 Cl62 109.6(2) . . ? Cl73 C7 Cl72 110.1(3) . . ? Cl73 C7 Cl71 109.7(3) . . ? Cl72 C7 Cl71 110.0(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Si1 N1 C11 146.9(131) . . . . ? N2 Si1 N1 C11 -42.5(3) . . . . ? N4 Si1 N1 C11 137.2(3) . . . . ? Cl1 Si1 N1 C11 -132.6(3) . . . . ? Cl2 Si1 N1 C11 46.6(3) . . . . ? N3 Si1 N1 C13 -31.4(134) . . . . ? N2 Si1 N1 C13 139.2(3) . . . . ? N4 Si1 N1 C13 -41.1(3) . . . . ? Cl1 Si1 N1 C13 49.1(3) . . . . ? Cl2 Si1 N1 C13 -131.7(3) . . . . ? C13 N1 C11 N11 -0.4(4) . . . . ? Si1 N1 C11 N11 -178.9(3) . . . . ? N1 C11 N11 C12 0.6(5) . . . . ? N1 C11 N11 C14 179.6(4) . . . . ? C11 N11 C12 C13 -0.6(5) . . . . ? C14 N11 C12 C13 -179.6(4) . . . . ? N11 C12 C13 N1 0.4(5) . . . . ? C11 N1 C13 C12 0.0(5) . . . . ? Si1 N1 C13 C12 178.6(3) . . . . ? N3 Si1 N2 C21 124.6(3) . . . . ? N4 Si1 N2 C21 135.3(44) . . . . ? N1 Si1 N2 C21 -55.3(3) . . . . ? Cl1 Si1 N2 C21 34.0(3) . . . . ? Cl2 Si1 N2 C21 -144.8(3) . . . . ? N3 Si1 N2 C23 -47.4(3) . . . . ? N4 Si1 N2 C23 -36.7(46) . . . . ? N1 Si1 N2 C23 132.7(3) . . . . ? Cl1 Si1 N2 C23 -138.0(3) . . . . ? Cl2 Si1 N2 C23 43.2(3) . . . . ? C23 N2 C21 N21 -0.9(4) . . . . ? Si1 N2 C21 N21 -174.2(3) . . . . ? N2 C21 N21 C22 1.6(4) . . . . ? N2 C21 N21 C24 175.3(4) . . . . ? C21 N21 C22 C23 -1.6(4) . . . . ? C24 N21 C22 C23 -175.4(4) . . . . ? N21 C22 C23 N2 1.0(4) . . . . ? C21 N2 C23 C22 -0.1(4) . . . . ? Si1 N2 C23 C22 173.5(3) . . . . ? N2 Si1 N3 C31 -39.1(3) . . . . ? N4 Si1 N3 C31 141.2(3) . . . . ? N1 Si1 N3 C31 131.5(131) . . . . ? Cl1 Si1 N3 C31 51.0(3) . . . . ? Cl2 Si1 N3 C31 -128.2(3) . . . . ? N2 Si1 N3 C33 133.1(3) . . . . ? N4 Si1 N3 C33 -46.6(3) . . . . ? N1 Si1 N3 C33 -56.3(133) . . . . ? Cl1 Si1 N3 C33 -136.8(3) . . . . ? Cl2 Si1 N3 C33 44.0(3) . . . . ? C33 N3 C31 N31 -1.2(4) . . . . ? Si1 N3 C31 N31 172.4(3) . . . . ? N3 C31 N31 C32 1.0(4) . . . . ? N3 C31 N31 C34 -177.6(4) . . . . ? C31 N31 C32 C33 -0.4(4) . . . . ? C34 N31 C32 C33 178.2(4) . . . . ? N31 C32 C33 N3 -0.3(4) . . . . ? C31 N3 C33 C32 0.9(4) . . . . ? Si1 N3 C33 C32 -172.5(3) . . . . ? N3 Si1 N4 C41 122.2(3) . . . . ? N2 Si1 N4 C41 111.5(44) . . . . ? N1 Si1 N4 C41 -57.9(3) . . . . ? Cl1 Si1 N4 C41 -147.2(3) . . . . ? Cl2 Si1 N4 C41 31.6(3) . . . . ? N3 Si1 N4 C43 -56.4(3) . . . . ? N2 Si1 N4 C43 -67.1(45) . . . . ? N1 Si1 N4 C43 123.5(3) . . . . ? Cl1 Si1 N4 C43 34.2(3) . . . . ? Cl2 Si1 N4 C43 -147.0(3) . . . . ? C43 N4 C41 N41 -1.5(4) . . . . ? Si1 N4 C41 N41 179.7(3) . . . . ? N4 C41 N41 C42 1.3(4) . . . . ? N4 C41 N41 C44 174.6(4) . . . . ? C41 N41 C42 C43 -0.6(5) . . . . ? C44 N41 C42 C43 -173.8(4) . . . . ? N41 C42 C43 N4 -0.3(5) . . . . ? C41 N4 C43 C42 1.1(5) . . . . ? Si1 N4 C43 C42 179.9(3) . . . . ? _refine_diff_density_max 1.085 _refine_diff_density_min -0.820 _refine_diff_density_rms 0.074 data_(2a)_he57 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C19 H27 Br2 Cl11 N8 Si' _chemical_formula_weight 945.35 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' 'Si' 'Si' 0.0817 0.0704 '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' 'Br' 'Br' -0.2901 2.4595 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.6530(10) _cell_length_b 12.5500(10) _cell_length_c 15.709(2) _cell_angle_alpha 92.370(10) _cell_angle_beta 94.740(10) _cell_angle_gamma 99.170(10) _cell_volume 1869.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.679 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 3.013 _exptl_absorpt_correction_type 'Empirical, SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.2651 _exptl_absorpt_correction_T_max 0.3787 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens CCD three-circle diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 316 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 1080 _diffrn_standards_decay_% 0 _diffrn_reflns_number 45112 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 32.25 _reflns_number_total 11710 _reflns_number_gt 9332 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (Siemens XTL-Plus)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0276P)^2^+2.2380P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11710 _refine_ls_number_parameters 374 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0798 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 0.97139(2) 0.266520(17) 0.498146(14) 0.02551(5) Uani 1 1 d . . . Br2 Br 0.70124(3) 0.621770(19) 0.857441(16) 0.03401(6) Uani 1 1 d . . . Si1 Si 0.49606(5) 0.26105(4) 0.62700(3) 0.01718(10) Uani 1 1 d . . . Cl1 Cl 0.37263(5) 0.39386(4) 0.63817(3) 0.02195(9) Uani 1 1 d . . . Cl2 Cl 0.62215(5) 0.12971(4) 0.61880(3) 0.02248(9) Uani 1 1 d . . . N11 N 0.51059(18) 0.25423(13) 0.74820(11) 0.0203(3) Uani 1 1 d . . . C12 C 0.5478(2) 0.33664(16) 0.80697(13) 0.0216(4) Uani 1 1 d . . . H12 H 0.5726 0.4103 0.7945 0.026 Uiso 1 1 calc R . . N13 N 0.54487(19) 0.29988(15) 0.88575(11) 0.0245(4) Uani 1 1 d . . . C13 C 0.5774(3) 0.3652(2) 0.96682(14) 0.0324(5) Uani 1 1 d . . . H13A H 0.6068 0.4411 0.9550 0.049 Uiso 1 1 calc R . . H13B H 0.6537 0.3395 1.0011 0.049 Uiso 1 1 calc R . . H13C H 0.4933 0.3585 0.9985 0.049 Uiso 1 1 calc R . . C14 C 0.5036(3) 0.18871(19) 0.87783(15) 0.0326(5) Uani 1 1 d . . . H14 H 0.4920 0.1412 0.9232 0.039 Uiso 1 1 calc R . . C15 C 0.4830(3) 0.16072(17) 0.79299(14) 0.0286(5) Uani 1 1 d . . . H15 H 0.4545 0.0894 0.7682 0.034 Uiso 1 1 calc R . . N21 N 0.47951(17) 0.26501(13) 0.50657(10) 0.0192(3) Uani 1 1 d . . . C22 C 0.5864(2) 0.27142(17) 0.45634(13) 0.0233(4) Uani 1 1 d . . . H22 H 0.6814 0.2677 0.4754 0.028 Uiso 1 1 calc R . . N23 N 0.53917(19) 0.28380(15) 0.37579(11) 0.0256(4) Uani 1 1 d . . . C23 C 0.6271(3) 0.2977(2) 0.30356(16) 0.0400(6) Uani 1 1 d . . . H23A H 0.7267 0.3128 0.3254 0.060 Uiso 1 1 calc R . . H23B H 0.6035 0.3582 0.2708 0.060 Uiso 1 1 calc R . . H23C H 0.6095 0.2314 0.2664 0.060 Uiso 1 1 calc R . . C24 C 0.3951(2) 0.28431(18) 0.37233(14) 0.0263(4) Uani 1 1 d . . . H24 H 0.3342 0.2916 0.3230 0.032 Uiso 1 1 calc R . . C25 C 0.3583(2) 0.27225(17) 0.45363(13) 0.0226(4) Uani 1 1 d . . . H25 H 0.2661 0.2693 0.4713 0.027 Uiso 1 1 calc R . . N31 N 0.66264(17) 0.36559(13) 0.63205(10) 0.0188(3) Uani 1 1 d . . . C32 C 0.7915(2) 0.35921(17) 0.66914(13) 0.0214(4) Uani 1 1 d . . . H32 H 0.8138 0.3017 0.7024 0.026 Uiso 1 1 calc R . . N33 N 0.88332(18) 0.44502(14) 0.65249(11) 0.0231(3) Uani 1 1 d . . . C33 C 1.0353(2) 0.4639(2) 0.67746(17) 0.0349(5) Uani 1 1 d . . . H33A H 1.0617 0.4004 0.7049 0.052 Uiso 1 1 calc R . . H33B H 1.0593 0.5273 0.7177 0.052 Uiso 1 1 calc R . . H33C H 1.0865 0.4767 0.6265 0.052 Uiso 1 1 calc R . . C34 C 0.8145(2) 0.50985(18) 0.60125(15) 0.0275(4) Uani 1 1 d . . . H34 H 0.8546 0.5757 0.5787 0.033 Uiso 1 1 calc R . . C35 C 0.6778(2) 0.46119(17) 0.58922(14) 0.0255(4) Uani 1 1 d . . . H35 H 0.6044 0.4880 0.5569 0.031 Uiso 1 1 calc R . . N41 N 0.32771(17) 0.15786(13) 0.61870(11) 0.0203(3) Uani 1 1 d . . . C42 C 0.2098(2) 0.16555(17) 0.65590(14) 0.0241(4) Uani 1 1 d . . . H42 H 0.1964 0.2256 0.6913 0.029 Uiso 1 1 calc R . . N43 N 0.11343(18) 0.07718(15) 0.63653(12) 0.0259(4) Uani 1 1 d . . . C43 C -0.0318(2) 0.0617(2) 0.66096(18) 0.0369(6) Uani 1 1 d . . . H43A H -0.0321 0.0897 0.7201 0.055 Uiso 1 1 calc R . . H43B H -0.0710 -0.0155 0.6562 0.055 Uiso 1 1 calc R . . H43C H -0.0892 0.1006 0.6228 0.055 Uiso 1 1 calc R . . C44 C 0.1689(2) 0.00944(18) 0.58281(16) 0.0305(5) Uani 1 1 d . . . H44 H 0.1233 -0.0588 0.5581 0.037 Uiso 1 1 calc R . . C45 C 0.3014(2) 0.05862(18) 0.57169(15) 0.0286(4) Uani 1 1 d . . . H45 H 0.3654 0.0303 0.5377 0.034 Uiso 1 1 calc R . . C1 C 0.9789(3) 0.2090(2) 0.17715(15) 0.0346(5) Uani 1 1 d . . . H1 H 1.0756 0.2265 0.1577 0.041 Uiso 1 1 calc R . . Cl11 Cl 0.90915(9) 0.07271(7) 0.14569(5) 0.0560(2) Uani 1 1 d . . . Cl12 Cl 0.87138(8) 0.29681(7) 0.12955(5) 0.05098(18) Uani 1 1 d . . . Cl13 Cl 0.99056(7) 0.22814(5) 0.28934(4) 0.03484(12) Uani 1 1 d . . . C2 C 0.6428(3) 0.8921(2) 0.87693(15) 0.0331(5) Uani 1 1 d . . . H2 H 0.6591 0.8155 0.8795 0.040 Uiso 1 1 calc R . . Cl21 Cl 0.75140(9) 0.97111(10) 0.95907(6) 0.0742(3) Uani 1 1 d . . . Cl22 Cl 0.68276(8) 0.93934(6) 0.77644(4) 0.04631(16) Uani 1 1 d . . . Cl23 Cl 0.46444(7) 0.89698(5) 0.89208(4) 0.03729(13) Uani 1 1 d . . . C3 C 0.0794(4) 0.3461(3) 0.9319(2) 0.0538(8) Uani 1 1 d . . . H3 H 0.1063 0.3612 0.9946 0.065 Uiso 1 1 calc R . . Cl31 Cl -0.05769(8) 0.41776(7) 0.90120(5) 0.05288(18) Uani 1 1 d . . . Cl32 Cl 0.22688(11) 0.39274(14) 0.87618(7) 0.1033(5) Uani 1 1 d . . . Cl33 Cl 0.0213(3) 0.20752(11) 0.91285(11) 0.1540(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.02356(10) 0.02446(10) 0.02731(10) -0.00007(8) 0.00489(8) -0.00070(7) Br2 0.04092(13) 0.02676(11) 0.03280(12) 0.00379(9) 0.00144(10) 0.00128(9) Si1 0.0154(2) 0.0165(2) 0.0197(2) 0.00118(18) 0.00250(18) 0.00204(18) Cl1 0.0195(2) 0.0196(2) 0.0276(2) 0.00033(17) 0.00293(17) 0.00568(16) Cl2 0.0212(2) 0.0206(2) 0.0273(2) 0.00224(17) 0.00421(17) 0.00729(17) N11 0.0221(8) 0.0190(8) 0.0203(8) 0.0022(6) 0.0045(6) 0.0032(6) C12 0.0214(9) 0.0223(9) 0.0211(9) 0.0019(7) 0.0041(7) 0.0022(7) N13 0.0273(9) 0.0270(9) 0.0204(8) 0.0025(7) 0.0043(7) 0.0062(7) C13 0.0427(13) 0.0355(12) 0.0193(10) -0.0024(9) 0.0036(9) 0.0082(10) C14 0.0457(14) 0.0274(11) 0.0269(11) 0.0094(9) 0.0085(10) 0.0083(10) C15 0.0407(12) 0.0201(10) 0.0259(10) 0.0054(8) 0.0061(9) 0.0048(9) N21 0.0153(7) 0.0212(8) 0.0207(8) 0.0003(6) 0.0009(6) 0.0023(6) C22 0.0195(9) 0.0283(10) 0.0221(9) -0.0007(8) 0.0033(7) 0.0039(8) N23 0.0233(8) 0.0331(10) 0.0204(8) -0.0015(7) 0.0038(7) 0.0041(7) C23 0.0355(13) 0.0599(17) 0.0242(11) -0.0005(11) 0.0110(10) 0.0029(12) C24 0.0237(10) 0.0325(11) 0.0225(10) -0.0026(8) -0.0028(8) 0.0076(8) C25 0.0167(9) 0.0267(10) 0.0244(10) -0.0004(8) -0.0010(7) 0.0052(7) N31 0.0166(7) 0.0187(7) 0.0206(8) 0.0023(6) 0.0010(6) 0.0018(6) C32 0.0188(9) 0.0234(9) 0.0215(9) 0.0006(7) 0.0000(7) 0.0027(7) N33 0.0166(8) 0.0252(9) 0.0260(8) -0.0034(7) 0.0010(6) 0.0000(6) C33 0.0166(10) 0.0402(13) 0.0442(14) -0.0069(11) -0.0032(9) -0.0010(9) C34 0.0248(10) 0.0230(10) 0.0327(11) 0.0040(8) 0.0019(8) -0.0026(8) C35 0.0236(10) 0.0208(9) 0.0307(11) 0.0076(8) -0.0020(8) -0.0004(8) N41 0.0183(8) 0.0178(7) 0.0241(8) -0.0004(6) 0.0038(6) 0.0007(6) C42 0.0201(9) 0.0240(10) 0.0286(10) 0.0033(8) 0.0059(8) 0.0023(7) N43 0.0185(8) 0.0244(9) 0.0342(10) 0.0081(7) 0.0044(7) -0.0008(7) C43 0.0205(10) 0.0379(13) 0.0524(15) 0.0146(11) 0.0102(10) -0.0013(9) C44 0.0291(11) 0.0217(10) 0.0379(12) -0.0006(9) 0.0022(9) -0.0036(8) C45 0.0266(11) 0.0231(10) 0.0347(11) -0.0052(9) 0.0060(9) -0.0004(8) C1 0.0290(12) 0.0463(14) 0.0275(11) 0.0011(10) 0.0002(9) 0.0050(10) Cl11 0.0638(5) 0.0512(4) 0.0482(4) -0.0170(3) -0.0134(3) 0.0097(4) Cl12 0.0473(4) 0.0610(4) 0.0451(4) 0.0182(3) -0.0055(3) 0.0113(3) Cl13 0.0396(3) 0.0366(3) 0.0274(3) -0.0014(2) -0.0010(2) 0.0063(2) C2 0.0358(12) 0.0355(12) 0.0300(11) 0.0021(9) 0.0069(9) 0.0100(10) Cl21 0.0434(4) 0.1232(9) 0.0474(4) -0.0222(5) -0.0053(3) -0.0010(5) Cl22 0.0516(4) 0.0527(4) 0.0375(3) 0.0090(3) 0.0202(3) 0.0072(3) Cl23 0.0348(3) 0.0412(3) 0.0358(3) 0.0029(2) 0.0100(2) 0.0025(2) C3 0.069(2) 0.062(2) 0.0360(15) 0.0044(13) 0.0045(14) 0.0285(17) Cl31 0.0412(4) 0.0763(5) 0.0432(4) 0.0046(3) 0.0048(3) 0.0149(3) Cl32 0.0511(5) 0.2213(16) 0.0544(5) 0.0351(7) 0.0100(4) 0.0635(7) Cl33 0.299(3) 0.0536(7) 0.1125(12) -0.0070(7) 0.0090(14) 0.0460(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 N21 1.8888(17) . ? Si1 N31 1.9003(17) . ? Si1 N41 1.9014(17) . ? Si1 N11 1.9040(18) . ? Si1 Cl2 2.2051(7) . ? Si1 Cl1 2.2073(7) . ? N11 C12 1.341(3) . ? N11 C15 1.394(3) . ? C12 N13 1.339(3) . ? N13 C14 1.386(3) . ? N13 C13 1.469(3) . ? C14 C15 1.355(3) . ? N21 C22 1.344(3) . ? N21 C25 1.395(3) . ? C22 N23 1.333(3) . ? N23 C24 1.388(3) . ? N23 C23 1.472(3) . ? C24 C25 1.361(3) . ? N31 C32 1.345(3) . ? N31 C35 1.393(3) . ? C32 N33 1.331(3) . ? N33 C34 1.375(3) . ? N33 C33 1.466(3) . ? C34 C35 1.357(3) . ? N41 C42 1.336(3) . ? N41 C45 1.398(3) . ? C42 N43 1.336(3) . ? N43 C44 1.372(3) . ? N43 C43 1.469(3) . ? C44 C45 1.357(3) . ? C1 Cl13 1.761(2) . ? C1 Cl11 1.769(3) . ? C1 Cl12 1.777(3) . ? C2 Cl21 1.757(3) . ? C2 Cl22 1.760(2) . ? C2 Cl23 1.768(3) . ? C3 Cl33 1.745(4) . ? C3 Cl31 1.762(3) . ? C3 Cl32 1.766(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N21 Si1 N31 89.46(7) . . ? N21 Si1 N41 88.97(7) . . ? N31 Si1 N41 178.30(8) . . ? N21 Si1 N11 178.85(8) . . ? N31 Si1 N11 91.58(7) . . ? N41 Si1 N11 90.00(8) . . ? N21 Si1 Cl2 90.33(6) . . ? N31 Si1 Cl2 90.36(6) . . ? N41 Si1 Cl2 90.30(6) . . ? N11 Si1 Cl2 89.19(6) . . ? N21 Si1 Cl1 90.84(6) . . ? N31 Si1 Cl1 88.96(6) . . ? N41 Si1 Cl1 90.41(6) . . ? N11 Si1 Cl1 89.65(6) . . ? Cl2 Si1 Cl1 178.64(3) . . ? C12 N11 C15 106.62(17) . . ? C12 N11 Si1 127.54(14) . . ? C15 N11 Si1 125.84(14) . . ? N13 C12 N11 110.07(18) . . ? C12 N13 C14 108.04(18) . . ? C12 N13 C13 126.45(19) . . ? C14 N13 C13 125.50(19) . . ? C15 C14 N13 106.84(19) . . ? C14 C15 N11 108.43(19) . . ? C22 N21 C25 106.82(17) . . ? C22 N21 Si1 125.79(14) . . ? C25 N21 Si1 127.13(14) . . ? N23 C22 N21 109.87(18) . . ? C22 N23 C24 108.63(17) . . ? C22 N23 C23 125.20(19) . . ? C24 N23 C23 126.14(19) . . ? C25 C24 N23 106.42(18) . . ? C24 C25 N21 108.25(18) . . ? C32 N31 C35 105.83(16) . . ? C32 N31 Si1 128.33(14) . . ? C35 N31 Si1 125.54(14) . . ? N33 C32 N31 110.23(18) . . ? C32 N33 C34 108.69(17) . . ? C32 N33 C33 126.3(2) . . ? C34 N33 C33 124.77(19) . . ? C35 C34 N33 106.39(18) . . ? C34 C35 N31 108.84(19) . . ? C42 N41 C45 105.80(17) . . ? C42 N41 Si1 127.20(14) . . ? C45 N41 Si1 127.00(14) . . ? N43 C42 N41 110.72(19) . . ? C42 N43 C44 108.09(18) . . ? C42 N43 C43 125.4(2) . . ? C44 N43 C43 126.2(2) . . ? C45 C44 N43 106.88(19) . . ? C44 C45 N41 108.5(2) . . ? Cl13 C1 Cl11 110.08(14) . . ? Cl13 C1 Cl12 109.88(14) . . ? Cl11 C1 Cl12 110.39(13) . . ? Cl21 C2 Cl22 110.35(14) . . ? Cl21 C2 Cl23 109.28(13) . . ? Cl22 C2 Cl23 110.28(14) . . ? Cl33 C3 Cl31 109.8(2) . . ? Cl33 C3 Cl32 112.3(2) . . ? Cl31 C3 Cl32 108.94(18) . . ? 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 N21 Si1 N11 C12 -164(4) . . . . ? N31 Si1 N11 C12 40.69(18) . . . . ? N41 Si1 N11 C12 -138.68(18) . . . . ? Cl2 Si1 N11 C12 131.02(17) . . . . ? Cl1 Si1 N11 C12 -48.26(17) . . . . ? N21 Si1 N11 C15 16(4) . . . . ? N31 Si1 N11 C15 -139.79(18) . . . . ? N41 Si1 N11 C15 40.84(19) . . . . ? Cl2 Si1 N11 C15 -49.46(18) . . . . ? Cl1 Si1 N11 C15 131.26(18) . . . . ? C15 N11 C12 N13 0.0(2) . . . . ? Si1 N11 C12 N13 179.56(14) . . . . ? N11 C12 N13 C14 -0.2(2) . . . . ? N11 C12 N13 C13 -179.3(2) . . . . ? C12 N13 C14 C15 0.3(3) . . . . ? C13 N13 C14 C15 179.5(2) . . . . ? N13 C14 C15 N11 -0.3(3) . . . . ? C12 N11 C15 C14 0.2(3) . . . . ? Si1 N11 C15 C14 -179.38(16) . . . . ? N31 Si1 N21 C22 39.78(18) . . . . ? N41 Si1 N21 C22 -140.87(18) . . . . ? N11 Si1 N21 C22 -116(4) . . . . ? Cl2 Si1 N21 C22 -50.57(17) . . . . ? Cl1 Si1 N21 C22 128.73(17) . . . . ? N31 Si1 N21 C25 -133.62(17) . . . . ? N41 Si1 N21 C25 45.73(17) . . . . ? N11 Si1 N21 C25 71(4) . . . . ? Cl2 Si1 N21 C25 136.03(16) . . . . ? Cl1 Si1 N21 C25 -44.67(17) . . . . ? C25 N21 C22 N23 0.9(2) . . . . ? Si1 N21 C22 N23 -173.59(14) . . . . ? N21 C22 N23 C24 -0.7(2) . . . . ? N21 C22 N23 C23 177.6(2) . . . . ? C22 N23 C24 C25 0.2(2) . . . . ? C23 N23 C24 C25 -178.1(2) . . . . ? N23 C24 C25 N21 0.3(2) . . . . ? C22 N21 C25 C24 -0.8(2) . . . . ? Si1 N21 C25 C24 173.66(15) . . . . ? N21 Si1 N31 C32 -124.79(18) . . . . ? N41 Si1 N31 C32 -147(3) . . . . ? N11 Si1 N31 C32 54.74(18) . . . . ? Cl2 Si1 N31 C32 -34.45(17) . . . . ? Cl1 Si1 N31 C32 144.37(17) . . . . ? N21 Si1 N31 C35 47.98(18) . . . . ? N41 Si1 N31 C35 26(3) . . . . ? N11 Si1 N31 C35 -132.49(18) . . . . ? Cl2 Si1 N31 C35 138.31(17) . . . . ? Cl1 Si1 N31 C35 -42.87(17) . . . . ? C35 N31 C32 N33 0.7(2) . . . . ? Si1 N31 C32 N33 174.58(14) . . . . ? N31 C32 N33 C34 -1.2(2) . . . . ? N31 C32 N33 C33 -176.1(2) . . . . ? C32 N33 C34 C35 1.2(2) . . . . ? C33 N33 C34 C35 176.2(2) . . . . ? N33 C34 C35 N31 -0.8(3) . . . . ? C32 N31 C35 C34 0.1(2) . . . . ? Si1 N31 C35 C34 -174.01(15) . . . . ? N21 Si1 N41 C42 -123.14(19) . . . . ? N31 Si1 N41 C42 -101(3) . . . . ? N11 Si1 N41 C42 57.34(19) . . . . ? Cl2 Si1 N41 C42 146.53(18) . . . . ? Cl1 Si1 N41 C42 -32.31(18) . . . . ? N21 Si1 N41 C45 56.22(19) . . . . ? N31 Si1 N41 C45 79(3) . . . . ? N11 Si1 N41 C45 -123.30(19) . . . . ? Cl2 Si1 N41 C45 -34.11(18) . . . . ? Cl1 Si1 N41 C45 147.05(18) . . . . ? C45 N41 C42 N43 1.2(2) . . . . ? Si1 N41 C42 N43 -179.35(14) . . . . ? N41 C42 N43 C44 -1.4(3) . . . . ? N41 C42 N43 C43 -175.0(2) . . . . ? C42 N43 C44 C45 1.0(3) . . . . ? C43 N43 C44 C45 174.6(2) . . . . ? N43 C44 C45 N41 -0.3(3) . . . . ? C42 N41 C45 C44 -0.5(3) . . . . ? Si1 N41 C45 C44 179.99(16) . . . . ? _diffrn_measured_fraction_theta_max 0.882 _diffrn_reflns_theta_full 32.25 _diffrn_measured_fraction_theta_full 0.882 _refine_diff_density_max 1.210 _refine_diff_density_min -0.952 _refine_diff_density_rms 0.078 data_(2b)_he56 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H30 Br2 Cl2 N10 Si' _chemical_formula_weight 669.35 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' 'Si' 'Si' 0.0817 0.0704 '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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.9780(10) _cell_length_b 18.9550(10) _cell_length_c 9.5847(10) _cell_angle_alpha 90.00 _cell_angle_beta 100.390(10) _cell_angle_gamma 90.00 _cell_volume 1425.7(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6333 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25 _exptl_crystal_description cylinder _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 676 _exptl_absorpt_coefficient_mu 3.102 _exptl_absorpt_correction_type 'Empirical, SADABS (Sheldrick, 1996)' _exptl_absorpt_correction_T_min 0.4563 _exptl_absorpt_correction_T_max 0.7467 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens CCD three-circle diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22781 _diffrn_reflns_av_R_equivalents 0.1061 _diffrn_reflns_av_sigmaI/netI 0.0663 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3278 _reflns_number_gt 2247 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SMART' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (Siemens XTL-Plus)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0454P)^2^+8.8701P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3278 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1022 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_ref 0.1461 _refine_ls_wR_factor_gt 0.1255 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 Br1 Br 0.30629(8) 0.37566(4) 0.99369(6) 0.0321(2) Uani 1 1 d . . . Si1 Si 0.5000 0.5000 0.5000 0.0111(4) Uani 1 2 d S . . Cl1 Cl 0.35500(16) 0.55551(7) 0.63876(12) 0.0159(3) Uani 1 1 d . . . N11 N 0.3460(5) 0.4228(2) 0.4877(4) 0.0121(9) Uani 1 1 d . . . C12 C 0.2882(6) 0.3872(3) 0.3689(5) 0.0161(11) Uani 1 1 d . . . H12 H 0.3253 0.3946 0.2812 0.019 Uiso 1 1 calc R . . N13 N 0.1719(6) 0.3400(2) 0.3892(4) 0.0171(9) Uani 1 1 d . . . C13 C 0.0825(8) 0.2913(3) 0.2833(6) 0.0280(14) Uani 1 1 d . . . H13A H 0.1227 0.2980 0.1934 0.042 Uiso 1 1 calc R . . H13B H -0.0402 0.3006 0.2693 0.042 Uiso 1 1 calc R . . H13C H 0.1050 0.2427 0.3160 0.042 Uiso 1 1 calc R . . C14 C 0.1528(7) 0.3443(3) 0.5306(6) 0.0210(12) Uani 1 1 d . . . H14 H 0.0791 0.3167 0.5764 0.025 Uiso 1 1 calc R . . C15 C 0.2601(7) 0.3954(3) 0.5894(5) 0.0187(11) Uani 1 1 d . . . H15 H 0.2747 0.4104 0.6854 0.022 Uiso 1 1 calc R . . N21 N 0.6453(5) 0.4602(2) 0.6635(4) 0.0127(9) Uani 1 1 d . . . C22 C 0.6189(6) 0.4567(3) 0.7977(5) 0.0158(11) Uani 1 1 d . . . H22 H 0.5154 0.4691 0.8273 0.019 Uiso 1 1 calc R . . N23 N 0.7573(6) 0.4333(2) 0.8834(4) 0.0173(9) Uani 1 1 d . . . C23 C 0.7759(8) 0.4263(3) 1.0386(5) 0.0262(13) Uani 1 1 d . . . H23A H 0.7990 0.4728 1.0828 0.039 Uiso 1 1 calc R . . H23B H 0.8707 0.3944 1.0737 0.039 Uiso 1 1 calc R . . H23C H 0.6704 0.4072 1.0623 0.039 Uiso 1 1 calc R . . C24 C 0.8821(7) 0.4217(3) 0.8050(6) 0.0259(13) Uani 1 1 d . . . H24 H 0.9944 0.4050 0.8387 0.031 Uiso 1 1 calc R . . C25 C 0.8138(7) 0.4387(3) 0.6708(6) 0.0259(13) Uani 1 1 d . . . H25 H 0.8715 0.4363 0.5925 0.031 Uiso 1 1 calc R . . N1 N 0.7820(8) 0.2425(3) 0.9999(7) 0.0439(15) Uani 1 1 d . . . C2 C 0.6814(8) 0.2508(3) 0.9011(7) 0.0293(14) Uani 1 1 d . . . C3 C 0.5521(8) 0.2619(4) 0.7760(7) 0.0363(16) Uani 1 1 d . . . H3A H 0.4474 0.2791 0.8045 0.054 Uiso 1 1 calc R . . H3B H 0.5288 0.2173 0.7244 0.054 Uiso 1 1 calc R . . H3C H 0.5926 0.2969 0.7145 0.054 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 Br1 0.0314(3) 0.0406(4) 0.0238(3) 0.0006(3) 0.0033(2) 0.0020(3) Si1 0.0123(9) 0.0139(10) 0.0070(9) -0.0005(7) 0.0012(7) 0.0006(8) Cl1 0.0177(6) 0.0195(6) 0.0111(5) -0.0017(5) 0.0041(4) 0.0029(5) N11 0.012(2) 0.015(2) 0.0094(19) -0.0014(16) 0.0022(16) -0.0002(16) C12 0.017(3) 0.018(3) 0.012(2) -0.002(2) 0.001(2) -0.005(2) N13 0.019(2) 0.016(2) 0.014(2) -0.0005(18) -0.0004(18) -0.0048(18) C13 0.036(3) 0.024(3) 0.023(3) -0.003(2) 0.001(3) -0.015(3) C14 0.025(3) 0.024(3) 0.015(3) 0.002(2) 0.004(2) -0.006(2) C15 0.021(3) 0.024(3) 0.011(2) 0.002(2) 0.002(2) -0.001(2) N21 0.012(2) 0.015(2) 0.010(2) -0.0002(16) 0.0009(16) 0.0017(17) C22 0.015(3) 0.021(3) 0.011(2) 0.004(2) 0.0016(19) 0.005(2) N23 0.023(2) 0.018(2) 0.009(2) 0.0013(17) -0.0016(17) 0.0004(18) C23 0.035(3) 0.031(3) 0.009(2) 0.003(2) -0.004(2) 0.008(3) C24 0.020(3) 0.037(4) 0.019(3) 0.001(3) 0.000(2) 0.009(3) C25 0.023(3) 0.039(4) 0.016(3) -0.001(2) 0.005(2) 0.010(3) N1 0.039(3) 0.041(4) 0.050(4) -0.006(3) 0.003(3) 0.008(3) C2 0.029(3) 0.023(3) 0.038(4) -0.009(3) 0.011(3) 0.001(3) C3 0.031(4) 0.039(4) 0.038(4) -0.007(3) 0.004(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 Si1 N11 1.901(4) . ? Si1 N11 1.901(4) 3_666 ? Si1 N21 1.927(4) 3_666 ? Si1 N21 1.927(4) . ? Si1 Cl1 2.1838(12) . ? Si1 Cl1 2.1838(12) 3_666 ? N11 C12 1.333(6) . ? N11 C15 1.389(6) . ? C12 N13 1.329(6) . ? N13 C14 1.394(7) . ? N13 C13 1.458(7) . ? C14 C15 1.348(7) . ? N21 C22 1.342(6) . ? N21 C25 1.394(7) . ? C22 N23 1.328(6) . ? N23 C24 1.369(7) . ? N23 C23 1.473(6) . ? C24 C25 1.342(8) . ? N1 C2 1.136(8) . ? C2 C3 1.450(9) . ? 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 N11 Si1 N11 180.0(2) . 3_666 ? N11 Si1 N21 87.90(17) . 3_666 ? N11 Si1 N21 92.10(17) 3_666 3_666 ? N11 Si1 N21 92.10(17) . . ? N11 Si1 N21 87.90(17) 3_666 . ? N21 Si1 N21 180.000(1) 3_666 . ? N11 Si1 Cl1 90.05(12) . . ? N11 Si1 Cl1 89.95(12) 3_666 . ? N21 Si1 Cl1 89.99(12) 3_666 . ? N21 Si1 Cl1 90.01(12) . . ? N11 Si1 Cl1 89.95(12) . 3_666 ? N11 Si1 Cl1 90.05(12) 3_666 3_666 ? N21 Si1 Cl1 90.01(12) 3_666 3_666 ? N21 Si1 Cl1 89.99(12) . 3_666 ? Cl1 Si1 Cl1 180.0 . 3_666 ? C12 N11 C15 105.8(4) . . ? C12 N11 Si1 124.2(3) . . ? C15 N11 Si1 129.8(3) . . ? N13 C12 N11 111.0(4) . . ? C12 N13 C14 107.7(4) . . ? C12 N13 C13 126.2(4) . . ? C14 N13 C13 126.0(5) . . ? C15 C14 N13 106.0(5) . . ? C14 C15 N11 109.4(4) . . ? C22 N21 C25 104.7(4) . . ? C22 N21 Si1 128.6(3) . . ? C25 N21 Si1 126.1(3) . . ? N23 C22 N21 110.7(4) . . ? C22 N23 C24 108.7(4) . . ? C22 N23 C23 125.1(5) . . ? C24 N23 C23 126.1(5) . . ? C25 C24 N23 106.1(5) . . ? C24 C25 N21 109.9(5) . . ? N1 C2 C3 179.3(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 N11 Si1 N11 C12 -122(100) 3_666 . . . ? N21 Si1 N11 C12 49.1(4) 3_666 . . . ? N21 Si1 N11 C12 -130.9(4) . . . . ? Cl1 Si1 N11 C12 139.1(4) . . . . ? Cl1 Si1 N11 C12 -40.9(4) 3_666 . . . ? N11 Si1 N11 C15 64(100) 3_666 . . . ? N21 Si1 N11 C15 -124.9(5) 3_666 . . . ? N21 Si1 N11 C15 55.1(5) . . . . ? Cl1 Si1 N11 C15 -34.9(4) . . . . ? Cl1 Si1 N11 C15 145.1(4) 3_666 . . . ? C15 N11 C12 N13 0.4(6) . . . . ? Si1 N11 C12 N13 -174.9(3) . . . . ? N11 C12 N13 C14 -0.5(6) . . . . ? N11 C12 N13 C13 -179.5(5) . . . . ? C12 N13 C14 C15 0.4(6) . . . . ? C13 N13 C14 C15 179.4(5) . . . . ? N13 C14 C15 N11 -0.2(6) . . . . ? C12 N11 C15 C14 -0.1(6) . . . . ? Si1 N11 C15 C14 174.8(4) . . . . ? N11 Si1 N21 C22 -74.1(5) . . . . ? N11 Si1 N21 C22 105.9(5) 3_666 . . . ? N21 Si1 N21 C22 10(100) 3_666 . . . ? Cl1 Si1 N21 C22 16.0(4) . . . . ? Cl1 Si1 N21 C22 -164.0(4) 3_666 . . . ? N11 Si1 N21 C25 116.6(5) . . . . ? N11 Si1 N21 C25 -63.4(5) 3_666 . . . ? N21 Si1 N21 C25 -159(100) 3_666 . . . ? Cl1 Si1 N21 C25 -153.3(4) . . . . ? Cl1 Si1 N21 C25 26.7(4) 3_666 . . . ? C25 N21 C22 N23 -1.3(6) . . . . ? Si1 N21 C22 N23 -172.3(3) . . . . ? N21 C22 N23 C24 0.9(6) . . . . ? N21 C22 N23 C23 176.8(5) . . . . ? C22 N23 C24 C25 -0.1(7) . . . . ? C23 N23 C24 C25 -175.9(5) . . . . ? N23 C24 C25 N21 -0.7(7) . . . . ? C22 N21 C25 C24 1.2(7) . . . . ? Si1 N21 C25 C24 172.5(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C12 H12 Br1 0.95 2.76 3.632(5) 153.5 1_554 C15 H15 Br1 0.95 2.99 3.844(5) 149.8 . C23 H23C Br1 0.98 2.92 3.816(6) 152.1 . C24 H24 Br1 0.95 2.72 3.644(6) 165.7 1_655 C3 H3A Br1 0.98 2.94 3.785(7) 145.0 . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.815 _refine_diff_density_min -0.910 _refine_diff_density_rms 0.142 data_(3)_hens _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C19 H29 Cl11 N8 Si' _chemical_formula_weight 787.54 _chemical_melting_point ? _chemical_compound_source ? 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' 'Si' 'Si' 0.0817 0.0704 '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 Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 25.3080(10) _cell_length_b 12.2290(10) _cell_length_c 11.3360(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3508.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 130(2) _cell_measurement_reflns_used 50 _cell_measurement_theta_min 10 _cell_measurement_theta_max 13 _exptl_crystal_description cylinder _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method ? _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 0.930 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.456 _exptl_absorpt_correction_T_max 0.747 _exptl_special_details ; ? ; _diffrn_ambient_temperature 130(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 'Siemens P4' _diffrn_measurement_method '\q-2\q-mode' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 5 _diffrn_reflns_number 3415 _diffrn_reflns_av_R_equivalents 0.0566 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2874 _reflns_number_observed 2056 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens-XSCANS' _computing_cell_refinement 'Siemens-XSCANS' _computing_data_reduction 'Siemens-XSCANS' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 9 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R- factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0526P)^2^+7.6562P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2865 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0809 _refine_ls_R_factor_obs 0.0503 _refine_ls_wR_factor_all 0.1396 _refine_ls_wR_factor_obs 0.1147 _refine_ls_goodness_of_fit_all 1.051 _refine_ls_goodness_of_fit_obs 1.057 _refine_ls_restrained_S_all 1.075 _refine_ls_restrained_S_obs 1.057 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Si1 Si 0.5000 0.74098(11) 0.2500 0.0219(3) Uani 1 d S . N1 N 0.55224(13) 0.6301(3) 0.2188(3) 0.0266(7) Uani 1 d . . N2 N 0.6223(2) 0.5286(3) 0.2402(3) 0.0480(11) Uani 1 d . . C1 C 0.5933(2) 0.6091(3) 0.2868(4) 0.0331(10) Uani 1 d . . H1 H 0.6011(2) 0.6459(3) 0.3585(4) 0.040 Uiso 1 calc R . C2 C 0.5552(2) 0.5601(3) 0.1237(4) 0.0368(10) Uani 1 d . . H2 H 0.5309(2) 0.5569(3) 0.0598(4) 0.044 Uiso 1 calc R . C3 C 0.5987(2) 0.4967(4) 0.1371(4) 0.0532(14) Uani 1 d . . H3 H 0.6105(2) 0.4409(4) 0.0851(4) 0.064 Uiso 1 calc R . C4 C 0.6712(2) 0.4848(6) 0.2918(5) 0.081(2) Uani 1 d . . H4A H 0.6743(10) 0.5092(34) 0.3739(15) 0.122 Uiso 1 calc R . H4B H 0.7017(2) 0.5113(32) 0.2466(27) 0.122 Uiso 1 calc R . H4C H 0.6703(9) 0.4047(6) 0.2893(39) 0.122 Uiso 1 calc R . N3 N 0.55080(12) 0.8530(2) 0.2143(3) 0.0246(7) Uani 1 d . . N4 N 0.61094(12) 0.9795(3) 0.2365(3) 0.0312(8) Uani 1 d . . C5 C 0.58383(15) 0.8995(3) 0.2896(3) 0.0268(9) Uani 1 d . . H5 H 0.58775(15) 0.8789(3) 0.3699(3) 0.032 Uiso 1 calc R . C6 C 0.5574(2) 0.9066(3) 0.1084(3) 0.0314(9) Uani 1 d . . H6 H 0.5389(2) 0.8909(3) 0.0375(3) 0.038 Uiso 1 calc R . C7 C 0.5943(2) 0.9849(4) 0.1215(3) 0.0345(10) Uani 1 d . . H7 H 0.6064(2) 1.0342(4) 0.0626(3) 0.041 Uiso 1 calc R . C8 C 0.6495(2) 1.0516(4) 0.2934(4) 0.0476(12) Uani 1 d . . H8A H 0.6652(10) 1.1001(19) 0.2342(6) 0.071 Uiso 1 calc R . H8B H 0.6773(7) 1.0074(4) 0.3301(25) 0.071 Uiso 1 calc R . H8C H 0.6317(3) 1.0955(19) 0.3539(20) 0.071 Uiso 1 calc R . Cl1 Cl 0.64422(5) 0.23807(8) 0.02892(9) 0.0400(3) Uani 1 d . . C9 C 0.7697(2) 0.2902(5) 0.1041(4) 0.0546(14) Uani 1 d . . H9 H 0.7346(2) 0.2563(5) 0.0867(4) 0.065 Uiso 1 d R . Cl2 Cl 0.81909(7) 0.21810(15) 0.02840(14) 0.0808(5) Uani 1 d . . Cl3 Cl 0.76924(5) 0.42753(12) 0.05595(11) 0.0589(4) Uani 1 d . . Cl4 Cl 0.78161(5) 0.28301(13) 0.25604(11) 0.0589(4) Uani 1 d . . C10 C 0.4718(3) 0.2549(7) 0.2785(8) 0.038(2) Uani 0.50 d P . H10 H 0.4430(3) 0.2408(7) 0.3369(8) 0.046 Uiso 0.50 calc PR . Cl5 Cl 0.44647(15) 0.3275(3) 0.1559(3) 0.0537(8) Uani 0.50 d P . Cl6 Cl 0.52275(15) 0.3273(3) 0.3449(3) 0.0560(8) Uani 0.50 d P . Cl7 Cl 0.4964(3) 0.1285(2) 0.2220(3) 0.0527(10) Uani 0.50 d P . H1SI H 0.4829(15) 0.7400(32) 0.1180(34) 0.030(11) Uiso 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0264(7) 0.0197(7) 0.0197(7) 0.000 -0.0034(6) 0.000 N1 0.035(2) 0.025(2) 0.021(2) 0.0000(13) -0.0004(14) 0.0056(14) N2 0.058(2) 0.056(2) 0.030(2) 0.009(2) 0.008(2) 0.036(2) C1 0.036(2) 0.040(2) 0.024(2) 0.002(2) 0.001(2) 0.014(2) C2 0.059(3) 0.028(2) 0.024(2) -0.002(2) 0.002(2) 0.004(2) C3 0.092(4) 0.041(3) 0.027(3) 0.001(2) 0.012(2) 0.033(3) C4 0.076(4) 0.116(5) 0.053(4) 0.019(3) 0.006(3) 0.069(4) N3 0.030(2) 0.022(2) 0.021(2) 0.0016(13) -0.0019(14) -0.0013(13) N4 0.034(2) 0.035(2) 0.025(2) 0.0020(15) -0.0056(15) -0.0106(15) C5 0.028(2) 0.030(2) 0.022(2) 0.004(2) -0.003(2) -0.006(2) C6 0.044(2) 0.032(2) 0.018(2) 0.002(2) -0.007(2) -0.005(2) C7 0.046(2) 0.037(2) 0.021(2) 0.004(2) -0.003(2) -0.010(2) C8 0.054(3) 0.051(3) 0.038(3) 0.001(2) -0.009(2) -0.027(2) Cl1 0.0575(7) 0.0300(5) 0.0324(6) 0.0030(4) -0.0140(5) -0.0112(5) C9 0.052(3) 0.080(4) 0.032(3) 0.006(3) -0.004(2) 0.001(3) Cl2 0.0969(12) 0.0905(11) 0.0549(9) -0.0117(8) 0.0131(8) 0.0254(10) Cl3 0.0546(8) 0.0796(9) 0.0426(7) 0.0166(7) 0.0080(6) 0.0081(7) Cl4 0.0645(8) 0.0788(9) 0.0334(7) 0.0097(6) 0.0042(6) 0.0118(7) C10 0.037(5) 0.035(4) 0.042(5) 0.006(4) 0.015(4) 0.007(4) Cl5 0.072(2) 0.055(2) 0.0342(15) -0.0019(11) -0.013(2) 0.013(2) Cl6 0.066(2) 0.059(2) 0.044(2) -0.0098(13) -0.015(2) -0.006(2) Cl7 0.064(2) 0.0316(9) 0.062(3) -0.0016(10) -0.002(3) 0.0040(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Si1 N3 1.922(3) . ? Si1 N3 1.922(3) 3_655 ? Si1 N1 1.926(3) 3_655 ? Si1 N1 1.926(3) . ? N1 C1 1.318(5) . ? N1 C2 1.379(5) . ? N2 C1 1.337(5) . ? N2 C3 1.370(6) . ? N2 C4 1.471(6) . ? C2 C3 1.355(6) . ? N3 C5 1.323(5) . ? N3 C6 1.378(5) . ? N4 C5 1.338(5) . ? N4 C7 1.372(5) . ? N4 C8 1.464(5) . ? C6 C7 1.344(6) . ? C9 Cl4 1.750(5) . ? C9 Cl2 1.754(6) . ? C9 Cl3 1.766(6) . ? C10 Cl6 1.735(10) . ? C10 Cl5 1.769(9) . ? C10 Cl7 1.786(9) . ? Cl5 Cl6 0.779(4) 3_655 ? Cl6 Cl5 0.779(4) 3_655 ? Cl6 C10 1.661(9) 3_655 ? Cl6 Cl6 2.441(6) 3_655 ? Cl7 Cl7 0.660(5) 3_655 ? Cl7 C10 1.742(9) 3_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Si1 N3 89.1(2) . 3_655 ? N3 Si1 N1 178.08(14) . 3_655 ? N3 Si1 N1 90.23(13) 3_655 3_655 ? N3 Si1 N1 90.23(13) . . ? N3 Si1 N1 178.08(14) 3_655 . ? N1 Si1 N1 90.5(2) 3_655 . ? C1 N1 C2 107.1(3) . . ? C1 N1 Si1 124.8(3) . . ? C2 N1 Si1 128.1(3) . . ? C1 N2 C3 107.9(4) . . ? C1 N2 C4 125.0(4) . . ? C3 N2 C4 127.1(4) . . ? N1 C1 N2 110.2(4) . . ? C3 C2 N1 108.1(4) . . ? C2 C3 N2 106.7(4) . . ? C5 N3 C6 106.3(3) . . ? C5 N3 Si1 126.4(3) . . ? C6 N3 Si1 127.2(3) . . ? C5 N4 C7 107.7(3) . . ? C5 N4 C8 125.7(3) . . ? C7 N4 C8 126.5(3) . . ? N3 C5 N4 110.4(3) . . ? C7 C6 N3 109.1(3) . . ? C6 C7 N4 106.5(3) . . ? Cl4 C9 Cl2 109.5(3) . . ? Cl4 C9 Cl3 110.7(3) . . ? Cl2 C9 Cl3 109.3(3) . . ? Cl6 C10 Cl5 110.8(5) . . ? Cl6 C10 Cl7 109.8(5) . . ? Cl5 C10 Cl7 106.2(5) . . ? Cl6 Cl5 C10 69.2(5) 3_655 . ? Cl5 Cl6 C10 84.8(5) 3_655 3_655 ? Cl5 Cl6 C10 137.6(6) 3_655 . ? C10 Cl6 C10 54.9(5) 3_655 . ? Cl5 Cl6 Cl6 117.5(5) 3_655 3_655 ? C10 Cl6 Cl6 45.3(3) 3_655 3_655 ? C10 Cl6 Cl6 42.9(3) . 3_655 ? Cl7 Cl7 C10 83.0(6) 3_655 3_655 ? Cl7 Cl7 C10 75.5(6) 3_655 . ? C10 Cl7 C10 52.7(5) 3_655 . ? 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 N3 Si1 N1 C1 71.0(3) . . . . ? N3 Si1 N1 C1 2.5(44) 3_655 . . . ? N1 Si1 N1 C1 -110.8(4) 3_655 . . . ? N3 Si1 N1 C2 -107.7(3) . . . . ? N3 Si1 N1 C2 -176.2(41) 3_655 . . . ? N1 Si1 N1 C2 70.5(3) 3_655 . . . ? C2 N1 C1 N2 -0.3(5) . . . . ? Si1 N1 C1 N2 -179.2(3) . . . . ? C3 N2 C1 N1 0.2(5) . . . . ? C4 N2 C1 N1 179.4(5) . . . . ? C1 N1 C2 C3 0.4(5) . . . . ? Si1 N1 C2 C3 179.3(3) . . . . ? N1 C2 C3 N2 -0.3(5) . . . . ? C1 N2 C3 C2 0.1(5) . . . . ? C4 N2 C3 C2 -179.1(5) . . . . ? N3 Si1 N3 C5 89.3(3) 3_655 . . . ? N1 Si1 N3 C5 157.8(43) 3_655 . . . ? N1 Si1 N3 C5 -88.9(3) . . . . ? N3 Si1 N3 C6 -85.4(3) 3_655 . . . ? N1 Si1 N3 C6 -16.8(46) 3_655 . . . ? N1 Si1 N3 C6 96.4(3) . . . . ? C6 N3 C5 N4 -0.1(4) . . . . ? Si1 N3 C5 N4 -175.6(3) . . . . ? C7 N4 C5 N3 0.2(5) . . . . ? C8 N4 C5 N3 177.4(4) . . . . ? C5 N3 C6 C7 -0.2(5) . . . . ? Si1 N3 C6 C7 175.4(3) . . . . ? N3 C6 C7 N4 0.3(5) . . . . ? C5 N4 C7 C6 -0.3(5) . . . . ? C8 N4 C7 C6 -177.5(4) . . . . ? Cl6 C10 Cl5 Cl6 45.7(6) . . . 3_655 ? Cl7 C10 Cl5 Cl6 -73.4(6) . . . 3_655 ? Cl5 C10 Cl6 Cl5 -98.2(8) . . . 3_655 ? Cl7 C10 Cl6 Cl5 18.7(10) . . . 3_655 ? Cl5 C10 Cl6 C10 -77.9(7) . . . 3_655 ? Cl7 C10 Cl6 C10 39.1(4) . . . 3_655 ? Cl5 C10 Cl6 Cl6 -18.3(2) . . . 3_655 ? Cl7 C10 Cl6 Cl6 98.6(5) . . . 3_655 ? Cl6 C10 Cl7 Cl7 54.0(11) . . . 3_655 ? Cl5 C10 Cl7 Cl7 173.8(11) . . . 3_655 ? Cl6 C10 Cl7 C10 -38.2(5) . . . 3_655 ? Cl5 C10 Cl7 C10 81.6(6) . . . 3_655 ? _refine_diff_density_max 0.663 _refine_diff_density_min -0.371 _refine_diff_density_rms 0.072