# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'Dmitry Yufit' _publ_contact_author_address ; Department of Chemistry Durham University South Rd. Durham DH1 3LE UK ; _publ_contact_author_email d.s.yufit@durham.ac.uk _publ_contact_letter ; The CIF file contains data for the structures 1,3,4,7,8,10-12 from the paper "Synthesis and characterisation of some group 14 derivatives of the 2,5-(CF~3~)~2~C~6~H~3~ ligand" by P.K.Coffer, K.B.Dillon, J.A.K.Howard, D.S.Yufit and N.V.Zorina. The paper will be submitted to Dalton Transaction. ; loop_ _publ_author_name _publ_author_address P.K.Coffer ; Department of Chemistry Durham University South Rd. Durham DH1 3LE UK ; K.B.Dillon ; Department of Chemistry Durham University South Rd. Durham DH1 3LE UK ; J.A.K.Howard ; Department of Chemistry Durham University South Rd. Durham DH1 3LE UK ; D.S.Yufit ; Department of Chemistry Durham University South Rd. Durham DH1 3LE UK ; N.v.Zorina ; Department of Chemistry Durham University South Rd. Durham DH1 3LE UK ; #==END data_1_s063h _database_code_depnum_ccdc_archive 'CCDC 857420' #TrackingRef '- Group14.cif' _audit_creation_date 2011-09-16 _audit_creation_method ; Olex2 1.1-beta (compiled 2011.09.07 svn.r1971, GUI svn.r3853) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H6 Cl2 F12 Si' _chemical_formula_sum 'C16 H6 Cl2 F12 Si' _chemical_formula_weight 525.20 _chemical_absolute_configuration ad _chemical_melting_point ? 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_H-M_alt 'C 1 c 1' _space_group_name_Hall 'C -2yc' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 'x, -y, z+1/2' 3 'x+1/2, y+1/2, z' 4 'x+1/2, -y+1/2, z+1/2' _cell_length_a 19.4317(8) _cell_length_b 17.0627(7) _cell_length_c 22.8784(9) _cell_angle_alpha 90.00 _cell_angle_beta 102.0130(10) _cell_angle_gamma 90.00 _cell_volume 7419.4(5) _cell_formula_units_Z 16 _cell_measurement_reflns_used 8114 _cell_measurement_temperature 40 _cell_measurement_theta_max 30.99 _cell_measurement_theta_min 3.37 _exptl_absorpt_coefficient_mu 0.533 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.6069 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2006/1 (Bruker,2006) was used for absorption correction. R(int) was 0.0516 before and 0.0385 after correction. The Ratio of minimum to maximum transmission is 0.6069. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.881 _exptl_crystal_density_meas 0 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 4128 _exptl_crystal_size_max 0.52 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.24 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 6 sets of \w scans each set at different \f and/or 2\q angles and each scan (3 s exposure) covering -0.300\% degrees in \w. The crystal to detector distance was 6.0 cm. ; _diffrn_reflns_av_R_equivalents 0.0423 _diffrn_reflns_av_unetI/netI 0.0516 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_number 55903 _diffrn_reflns_theta_full 30.00 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 3.21 _diffrn_ambient_temperature 40 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 5.6 _diffrn_detector_type 'Bruker SMART CCD 1000 area detector' _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker SMART CCD 1000 area detector' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_xray_symbol K-L~3~ _diffrn_source 'sealed X-ray tube' _diffrn_source_current 30.0 _diffrn_source_power 1.5 _diffrn_source_target Mo _diffrn_source_voltage 50.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 18048 _reflns_number_total 20056 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.049 (Bruker, 1999)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.537 _refine_diff_density_min -0.376 _refine_diff_density_rms 0.078 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 1115 _refine_ls_number_reflns 20056 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_gt 0.0427 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+2.5000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0984 _refine_ls_wR_factor_ref 0.1019 _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. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.11721(4) 0.30408(4) 0.63654(3) 0.01010(14) Uani 1 1 d . . . Cl1 Cl 0.04507(3) 0.38371(4) 0.65387(3) 0.01308(12) Uani 1 1 d . . . Cl2 Cl 0.19410(3) 0.30312(4) 0.71225(3) 0.01359(12) Uani 1 1 d . . . F1 F 0.19875(9) 0.06171(10) 0.59177(8) 0.0185(4) Uani 1 1 d . . . F2 F 0.21954(9) 0.17765(10) 0.62910(8) 0.0174(3) Uani 1 1 d . . . F3 F 0.16768(9) 0.16364(11) 0.53682(8) 0.0194(4) Uani 1 1 d . . . F4 F -0.11372(9) 0.15604(11) 0.69402(7) 0.0197(4) Uani 1 1 d . . . F5 F -0.14148(10) 0.06553(12) 0.62782(10) 0.0318(5) Uani 1 1 d . . . F6 F -0.14702(9) 0.18715(13) 0.60153(8) 0.0254(4) Uani 1 1 d . . . F7 F 0.01130(8) 0.29683(10) 0.52624(7) 0.0137(3) Uani 1 1 d . . . F8 F 0.00299(8) 0.42303(10) 0.51804(7) 0.0139(3) Uani 1 1 d . . . F9 F 0.00990(9) 0.35281(10) 0.44126(7) 0.0151(3) Uani 1 1 d . . . F10 F 0.36967(9) 0.39102(11) 0.60442(8) 0.0194(4) Uani 1 1 d . . . F11 F 0.36449(9) 0.32877(12) 0.52151(9) 0.0237(4) Uani 1 1 d . . . F12 F 0.35820(9) 0.45475(11) 0.52157(8) 0.0219(4) Uani 1 1 d . . . C1 C 0.07275(14) 0.20507(16) 0.62669(12) 0.0108(5) Uani 1 1 d . . . C2 C 0.10117(14) 0.13472(17) 0.60974(12) 0.0111(5) Uani 1 1 d . . . C3 C 0.06384(14) 0.06484(17) 0.60528(12) 0.0121(5) Uani 1 1 d . . . H3 H 0.0849 0.0180 0.5949 0.015 Uiso 1 1 calc R . . C4 C -0.00442(15) 0.06256(17) 0.61588(12) 0.0134(5) Uani 1 1 d . . . H4 H -0.0298 0.0147 0.6130 0.016 Uiso 1 1 calc R . . C5 C -0.03433(14) 0.13159(17) 0.63072(12) 0.0128(5) Uani 1 1 d . . . C6 C 0.00386(14) 0.20141(16) 0.63709(12) 0.0112(5) Uani 1 1 d . . . H6 H -0.0171 0.2476 0.6487 0.013 Uiso 1 1 calc R . . C7 C 0.17154(14) 0.13357(17) 0.59212(12) 0.0122(5) Uani 1 1 d . . . C8 C -0.10909(14) 0.13455(18) 0.63866(12) 0.0144(5) Uani 1 1 d . . . C9 C 0.15367(14) 0.34355(16) 0.57217(12) 0.0103(5) Uani 1 1 d . . . C10 C 0.11402(15) 0.36657(16) 0.51585(12) 0.0116(5) Uani 1 1 d . . . C11 C 0.14548(15) 0.39881(17) 0.47235(12) 0.0125(5) Uani 1 1 d . . . H11 H 0.1171 0.4153 0.4354 0.015 Uiso 1 1 calc R . . C12 C 0.21803(15) 0.40724(17) 0.48224(12) 0.0139(5) Uani 1 1 d . . . H12 H 0.2396 0.4283 0.4520 0.017 Uiso 1 1 calc R . . C13 C 0.25880(14) 0.38434(16) 0.53708(13) 0.0119(5) Uani 1 1 d . . . C14 C 0.22716(14) 0.35300(16) 0.58176(12) 0.0116(5) Uani 1 1 d . . . H14 H 0.2557 0.3379 0.6190 0.014 Uiso 1 1 calc R . . C15 C 0.03470(14) 0.35980(16) 0.50033(12) 0.0108(5) Uani 1 1 d . . . C16 C 0.33765(15) 0.38995(17) 0.54640(13) 0.0139(5) Uani 1 1 d . . . Si2 Si 0.36569(4) 0.05534(4) 0.27674(3) 0.00976(14) Uani 1 1 d . . . Cl3 Cl 0.27598(3) 0.02260(4) 0.21820(3) 0.01215(12) Uani 1 1 d . . . Cl4 Cl 0.40810(3) 0.14273(4) 0.23374(3) 0.01229(12) Uani 1 1 d . . . F21 F 0.31025(9) -0.06661(10) 0.34008(7) 0.0149(3) Uani 1 1 d . . . F22 F 0.29469(9) -0.15370(10) 0.26949(8) 0.0177(4) Uani 1 1 d . . . F23 F 0.34631(10) -0.18509(11) 0.35926(8) 0.0202(4) Uani 1 1 d . . . F24 F 0.66400(9) -0.07128(13) 0.33015(8) 0.0240(4) Uani 1 1 d . . . F25 F 0.64013(10) -0.11874(13) 0.24154(9) 0.0265(4) Uani 1 1 d . . . F26 F 0.62881(10) 0.00495(12) 0.25562(10) 0.0305(5) Uani 1 1 d . . . F27 F 0.50296(9) 0.13217(11) 0.45828(7) 0.0168(3) Uani 1 1 d . . . F28 F 0.47723(9) 0.01919(9) 0.41700(8) 0.0150(3) Uani 1 1 d . . . F29 F 0.49214(8) 0.11929(10) 0.36282(7) 0.0131(3) Uani 1 1 d . . . F30 F 0.15650(9) 0.23140(11) 0.41120(8) 0.0191(4) Uani 1 1 d . . . F31 F 0.13872(9) 0.10683(11) 0.41094(9) 0.0205(4) Uani 1 1 d . . . F32 F 0.13260(9) 0.16797(12) 0.32787(7) 0.0221(4) Uani 1 1 d . . . C21 C 0.42808(14) -0.03035(16) 0.28818(11) 0.0101(5) Uani 1 1 d . . . C22 C 0.41090(14) -0.10687(16) 0.30401(12) 0.0118(5) Uani 1 1 d . . . C23 C 0.45857(15) -0.16868(17) 0.30737(12) 0.0141(5) Uani 1 1 d . . . H23 H 0.4451 -0.2200 0.3167 0.017 Uiso 1 1 calc R . . C24 C 0.52593(15) -0.15553(17) 0.29713(12) 0.0138(5) Uani 1 1 d . . . H24 H 0.5586 -0.1974 0.2994 0.017 Uiso 1 1 calc R . . C25 C 0.54450(14) -0.08005(16) 0.28352(12) 0.0115(5) Uani 1 1 d . . . C26 C 0.49608(14) -0.01882(16) 0.27804(11) 0.0114(5) Uani 1 1 d . . . H26 H 0.5094 0.0318 0.2672 0.014 Uiso 1 1 calc R . . C27 C 0.34047(15) -0.12806(17) 0.31810(13) 0.0141(5) Uani 1 1 d . . . C28 C 0.61876(15) -0.06604(17) 0.27694(12) 0.0138(5) Uani 1 1 d . . . C29 C 0.34103(14) 0.09877(16) 0.34532(12) 0.0098(5) Uani 1 1 d . . . C30 C 0.38742(14) 0.11535(16) 0.40053(12) 0.0100(5) Uani 1 1 d . . . C31 C 0.36299(14) 0.14791(17) 0.44831(12) 0.0130(5) Uani 1 1 d . . . H31 H 0.3952 0.1589 0.4847 0.016 Uiso 1 1 calc R . . C32 C 0.29224(15) 0.16438(17) 0.44308(12) 0.0123(5) Uani 1 1 d . . . H32 H 0.2755 0.1860 0.4758 0.015 Uiso 1 1 calc R . . C33 C 0.24566(14) 0.14883(16) 0.38894(12) 0.0117(5) Uani 1 1 d . . . C34 C 0.26960(14) 0.11665(16) 0.34100(12) 0.0116(5) Uani 1 1 d . . . H34 H 0.2370 0.1066 0.3046 0.014 Uiso 1 1 calc R . . C35 C 0.46459(14) 0.09641(16) 0.40996(12) 0.0107(5) Uani 1 1 d . . . C36 C 0.16838(15) 0.16395(17) 0.38475(12) 0.0124(5) Uani 1 1 d . . . Si3 Si 0.38200(4) 0.54351(4) 0.29962(3) 0.00984(14) Uani 1 1 d . . . Cl5 Cl 0.29618(3) 0.51617(4) 0.23502(3) 0.01398(13) Uani 1 1 d . . . Cl6 Cl 0.43773(3) 0.62432(4) 0.26165(3) 0.01372(13) Uani 1 1 d . . . F41 F 0.65404(9) 0.46668(11) 0.32641(8) 0.0192(4) Uani 1 1 d . . . F42 F 0.66659(9) 0.34148(11) 0.32625(10) 0.0252(4) Uani 1 1 d . . . F43 F 0.62766(10) 0.40322(13) 0.24370(8) 0.0261(4) Uani 1 1 d . . . F44 F 0.31633(8) 0.43272(10) 0.36229(7) 0.0143(3) Uani 1 1 d . . . F45 F 0.34541(10) 0.31430(11) 0.38944(9) 0.0217(4) Uani 1 1 d . . . F46 F 0.29736(9) 0.33831(11) 0.29788(8) 0.0216(4) Uani 1 1 d . . . F47 F 0.50299(9) 0.62467(11) 0.48236(7) 0.0175(4) Uani 1 1 d . . . F48 F 0.49631(9) 0.56489(10) 0.39838(7) 0.0145(3) Uani 1 1 d . . . F49 F 0.49865(9) 0.69151(10) 0.40182(8) 0.0162(3) Uani 1 1 d . . . F50 F 0.14542(9) 0.57235(11) 0.40886(8) 0.0185(4) Uani 1 1 d . . . F51 F 0.13743(9) 0.65459(11) 0.33638(7) 0.0166(3) Uani 1 1 d . . . F52 F 0.14830(9) 0.69692(10) 0.42691(8) 0.0188(4) Uani 1 1 d . . . C41 C 0.43773(14) 0.45193(16) 0.31370(11) 0.0104(5) Uani 1 1 d . . . C42 C 0.41538(14) 0.37871(16) 0.33117(12) 0.0111(5) Uani 1 1 d . . . C43 C 0.45913(15) 0.31259(17) 0.33646(12) 0.0134(5) Uani 1 1 d . . . H43 H 0.4423 0.2635 0.3472 0.016 Uiso 1 1 calc R . . C44 C 0.52701(15) 0.31822(17) 0.32604(12) 0.0140(5) Uani 1 1 d . . . H44 H 0.5567 0.2735 0.3294 0.017 Uiso 1 1 calc R . . C45 C 0.55029(14) 0.39054(17) 0.31059(12) 0.0126(5) Uani 1 1 d . . . C46 C 0.50636(14) 0.45606(17) 0.30382(11) 0.0115(5) Uani 1 1 d . . . H46 H 0.5234 0.5046 0.2922 0.014 Uiso 1 1 calc R . . C47 C 0.34371(15) 0.36570(17) 0.34502(12) 0.0130(5) Uani 1 1 d . . . C48 C 0.62469(15) 0.40021(17) 0.30154(12) 0.0141(5) Uani 1 1 d . . . C49 C 0.35067(14) 0.59481(16) 0.36252(12) 0.0107(5) Uani 1 1 d . . . C50 C 0.39315(14) 0.62908(16) 0.41354(12) 0.0109(5) Uani 1 1 d . . . C51 C 0.36468(15) 0.66797(17) 0.45654(12) 0.0139(5) Uani 1 1 d . . . H51 H 0.3949 0.6906 0.4903 0.017 Uiso 1 1 calc R . . C52 C 0.29185(15) 0.67375(17) 0.45024(12) 0.0133(5) Uani 1 1 d . . . H52 H 0.2720 0.7002 0.4794 0.016 Uiso 1 1 calc R . . C53 C 0.24909(14) 0.64005(16) 0.40047(12) 0.0117(5) Uani 1 1 d . . . C54 C 0.47278(14) 0.62785(16) 0.42419(12) 0.0114(5) Uani 1 1 d . . . C55 C 0.17021(15) 0.64111(17) 0.39323(12) 0.0131(5) Uani 1 1 d . . . C84 C 0.27776(14) 0.60151(16) 0.35728(12) 0.0114(5) Uani 1 1 d . . . H84 H 0.2471 0.5793 0.3235 0.014 Uiso 1 1 calc R . . Si4 Si 0.63674(4) 0.69541(4) 0.13659(3) 0.00960(14) Uani 1 1 d . . . Cl7 Cl 0.59346(3) 0.61657(4) 0.18645(3) 0.01215(12) Uani 1 1 d . . . Cl8 Cl 0.72709(3) 0.73154(4) 0.19257(3) 0.01203(12) Uani 1 1 d . . . F61 F 0.51864(9) 0.70542(10) -0.01107(7) 0.0161(3) Uani 1 1 d . . . F62 F 0.51135(8) 0.62448(10) 0.06014(7) 0.0140(3) Uani 1 1 d . . . F63 F 0.49718(9) 0.58288(11) -0.03074(8) 0.0172(3) Uani 1 1 d . . . F64 F 0.8572(2) 0.6437(2) -0.00261(19) 0.0147(8) Uiso 0.50 1 d P A 2 F64A F 0.8612(2) 0.6546(2) 0.0157(2) 0.0177(9) Uiso 0.50 1 d P A 1 F65 F 0.8499(2) 0.5164(3) 0.00700(19) 0.0161(10) Uiso 0.50 1 d P A 2 F65A F 0.8498(2) 0.5316(3) -0.00733(19) 0.0152(9) Uiso 0.50 1 d P A 1 F66 F 0.8734(2) 0.5907(3) 0.08464(18) 0.0147(9) Uiso 0.50 1 d P A 2 F66A F 0.8676(2) 0.5674(3) 0.08603(18) 0.0151(9) Uiso 0.50 1 d P A 1 F67 F 0.66019(9) 0.92494(10) 0.04015(8) 0.0183(4) Uani 1 1 d . . . F68 F 0.71159(9) 0.90180(10) 0.13132(8) 0.0177(3) Uani 1 1 d . . . F69 F 0.69444(8) 0.80740(10) 0.06648(7) 0.0138(3) Uani 1 1 d . . . F70 F 0.36552(9) 0.89378(10) 0.15877(8) 0.0204(4) Uani 1 1 d . . . F71 F 0.34340(9) 0.81624(13) 0.08307(8) 0.0238(4) Uani 1 1 d . . . F72 F 0.38179(9) 0.76937(11) 0.17130(8) 0.0196(4) Uani 1 1 d . . . C61 C 0.66002(14) 0.64347(16) 0.07071(12) 0.0107(5) Uani 1 1 d . . . C62 C 0.61323(14) 0.61681(16) 0.01867(12) 0.0110(5) Uani 1 1 d . . . C63 C 0.63700(15) 0.57902(18) -0.02741(12) 0.0142(5) Uani 1 1 d . . . H63 H 0.6041 0.5612 -0.0615 0.017 Uiso 1 1 calc R . . C64 C 0.70846(15) 0.56723(18) -0.02379(12) 0.0143(5) Uani 1 1 d . . . H64 H 0.7247 0.5413 -0.0551 0.017 Uiso 1 1 calc R . . C65 C 0.75576(14) 0.59389(16) 0.02626(12) 0.0116(5) Uani 1 1 d . A . C66 C 0.73208(14) 0.63082(16) 0.07302(12) 0.0116(5) Uani 1 1 d . . . H66 H 0.7655 0.6478 0.1071 0.014 Uiso 1 1 calc R . . C67 C 0.53509(15) 0.63247(17) 0.00882(12) 0.0120(5) Uani 1 1 d . . . C68 C 0.83362(15) 0.58630(17) 0.02959(13) 0.0148(5) Uani 1 1 d . . . C69 C 0.57628(14) 0.78269(16) 0.12047(11) 0.0099(5) Uani 1 1 d . . . C70 C 0.59488(14) 0.85617(17) 0.10013(12) 0.0114(5) Uani 1 1 d . . . C71 C 0.54917(15) 0.92003(17) 0.09475(12) 0.0136(5) Uani 1 1 d . . . H71 H 0.5636 0.9693 0.0822 0.016 Uiso 1 1 calc R . . C72 C 0.48275(15) 0.91213(17) 0.10764(12) 0.0138(5) Uani 1 1 d . . . H72 H 0.4517 0.9557 0.1041 0.017 Uiso 1 1 calc R . . C73 C 0.46247(14) 0.83950(17) 0.12588(11) 0.0117(5) Uani 1 1 d . . . C74 C 0.50843(14) 0.77591(17) 0.13281(11) 0.0115(5) Uani 1 1 d . . . H74 H 0.4938 0.7271 0.1461 0.014 Uiso 1 1 calc R . . C75 C 0.66542(15) 0.87252(16) 0.08458(12) 0.0124(5) Uani 1 1 d . . . C76 C 0.38844(14) 0.82981(17) 0.13535(12) 0.0128(5) 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 Si1 0.0102(3) 0.0094(3) 0.0104(3) 0.0003(3) 0.0016(3) -0.0010(3) Cl1 0.0153(3) 0.0110(3) 0.0138(3) -0.0010(2) 0.0051(2) 0.0007(2) Cl2 0.0144(3) 0.0147(3) 0.0105(3) 0.0004(2) -0.0004(2) -0.0023(2) F1 0.0162(8) 0.0142(9) 0.0257(9) -0.0023(7) 0.0054(7) 0.0036(7) F2 0.0128(8) 0.0188(9) 0.0198(8) -0.0063(7) 0.0016(6) -0.0029(7) F3 0.0177(9) 0.0246(10) 0.0172(8) 0.0047(7) 0.0067(7) 0.0038(7) F4 0.0187(9) 0.0289(10) 0.0125(8) -0.0007(7) 0.0054(7) 0.0021(7) F5 0.0240(10) 0.0236(10) 0.0541(14) -0.0169(10) 0.0223(10) -0.0137(8) F6 0.0112(8) 0.0446(12) 0.0200(9) 0.0120(9) 0.0025(7) 0.0021(8) F7 0.0135(8) 0.0121(8) 0.0149(8) 0.0032(6) 0.0013(6) -0.0035(6) F8 0.0140(8) 0.0115(8) 0.0156(8) -0.0008(6) 0.0019(6) 0.0016(6) F9 0.0176(8) 0.0160(8) 0.0103(7) -0.0003(6) -0.0002(6) -0.0021(7) F10 0.0133(8) 0.0297(10) 0.0144(8) 0.0012(7) 0.0010(6) -0.0031(7) F11 0.0142(8) 0.0220(10) 0.0364(10) -0.0120(8) 0.0090(8) -0.0020(7) F12 0.0159(8) 0.0231(10) 0.0265(9) 0.0083(8) 0.0034(7) -0.0070(7) C1 0.0108(12) 0.0108(13) 0.0105(11) 0.0000(10) 0.0013(9) -0.0007(10) C2 0.0113(12) 0.0120(13) 0.0093(11) 0.0021(10) 0.0008(9) -0.0001(10) C3 0.0148(13) 0.0100(13) 0.0107(11) -0.0012(10) 0.0007(10) -0.0004(10) C4 0.0167(13) 0.0122(13) 0.0110(11) 0.0011(10) 0.0021(10) -0.0034(10) C5 0.0108(12) 0.0152(14) 0.0122(12) 0.0005(10) 0.0018(10) -0.0026(10) C6 0.0114(12) 0.0115(13) 0.0109(11) 0.0005(10) 0.0027(9) 0.0002(10) C7 0.0090(12) 0.0128(13) 0.0143(12) -0.0013(10) 0.0012(10) 0.0017(10) C8 0.0134(13) 0.0154(14) 0.0144(12) -0.0022(11) 0.0028(10) -0.0057(10) C9 0.0111(12) 0.0085(12) 0.0118(12) 0.0005(10) 0.0037(10) -0.0011(9) C10 0.0144(12) 0.0088(13) 0.0112(11) -0.0016(10) 0.0020(10) -0.0021(10) C11 0.0129(12) 0.0119(13) 0.0118(12) -0.0010(10) 0.0002(10) -0.0002(10) C12 0.0178(13) 0.0125(13) 0.0127(12) 0.0014(10) 0.0062(10) -0.0009(10) C13 0.0108(12) 0.0088(13) 0.0168(13) -0.0029(10) 0.0046(10) -0.0006(10) C14 0.0138(13) 0.0082(12) 0.0129(12) 0.0004(10) 0.0027(10) -0.0013(10) C15 0.0114(12) 0.0109(13) 0.0101(11) -0.0004(10) 0.0020(10) 0.0001(10) C16 0.0148(13) 0.0131(13) 0.0142(12) 0.0006(10) 0.0040(10) -0.0020(10) Si2 0.0095(3) 0.0096(3) 0.0098(3) 0.0002(3) 0.0012(3) 0.0011(3) Cl3 0.0112(3) 0.0125(3) 0.0116(3) -0.0008(2) -0.0002(2) 0.0012(2) Cl4 0.0131(3) 0.0112(3) 0.0131(3) 0.0025(2) 0.0039(2) 0.0011(2) F21 0.0149(8) 0.0137(8) 0.0164(8) -0.0016(6) 0.0040(6) 0.0008(6) F22 0.0149(8) 0.0185(9) 0.0186(8) -0.0040(7) 0.0009(7) -0.0045(7) F23 0.0223(9) 0.0148(9) 0.0238(9) 0.0080(7) 0.0057(7) 0.0016(7) F24 0.0124(8) 0.0443(12) 0.0137(8) -0.0018(8) -0.0009(7) -0.0008(8) F25 0.0163(9) 0.0372(12) 0.0269(10) -0.0182(9) 0.0068(7) 0.0016(8) F26 0.0160(9) 0.0270(11) 0.0503(13) 0.0193(10) 0.0114(9) 0.0048(8) F27 0.0113(8) 0.0234(9) 0.0133(7) -0.0061(7) -0.0025(6) -0.0006(7) F28 0.0152(8) 0.0109(8) 0.0177(8) 0.0027(6) 0.0007(6) 0.0027(6) F29 0.0111(7) 0.0149(8) 0.0134(7) 0.0025(6) 0.0030(6) 0.0006(6) F30 0.0156(8) 0.0158(9) 0.0261(9) -0.0074(7) 0.0049(7) 0.0032(7) F31 0.0140(8) 0.0185(9) 0.0302(10) 0.0022(8) 0.0073(7) -0.0008(7) F32 0.0149(8) 0.0386(11) 0.0109(8) -0.0034(8) -0.0015(6) 0.0088(8) C21 0.0118(12) 0.0109(13) 0.0074(10) -0.0013(10) 0.0018(9) 0.0009(10) C22 0.0128(12) 0.0114(13) 0.0100(11) -0.0003(10) -0.0003(10) 0.0004(10) C23 0.0176(14) 0.0115(13) 0.0116(12) -0.0004(10) -0.0008(10) -0.0006(10) C24 0.0142(13) 0.0136(14) 0.0122(12) -0.0011(10) -0.0003(10) 0.0059(10) C25 0.0099(12) 0.0142(13) 0.0097(11) -0.0017(10) 0.0003(9) 0.0012(10) C26 0.0136(12) 0.0115(13) 0.0085(11) -0.0023(10) 0.0006(9) 0.0004(10) C27 0.0165(13) 0.0105(13) 0.0153(12) 0.0013(10) 0.0031(11) -0.0007(10) C28 0.0141(13) 0.0146(14) 0.0111(12) -0.0007(10) -0.0008(10) 0.0038(10) C29 0.0111(12) 0.0077(12) 0.0108(11) 0.0012(9) 0.0023(10) -0.0010(9) C30 0.0099(11) 0.0078(12) 0.0128(12) 0.0027(10) 0.0033(10) -0.0001(9) C31 0.0122(12) 0.0149(14) 0.0118(12) 0.0009(10) 0.0024(10) -0.0004(10) C32 0.0146(12) 0.0121(13) 0.0105(11) -0.0008(10) 0.0032(10) 0.0012(10) C33 0.0099(12) 0.0099(12) 0.0150(12) 0.0017(10) 0.0016(10) 0.0010(9) C34 0.0127(12) 0.0107(13) 0.0110(12) 0.0006(10) 0.0013(10) 0.0000(10) C35 0.0124(12) 0.0104(13) 0.0083(11) 0.0015(10) -0.0002(10) -0.0013(10) C36 0.0124(12) 0.0121(13) 0.0127(12) -0.0015(10) 0.0027(10) 0.0023(10) Si3 0.0107(3) 0.0089(3) 0.0096(3) -0.0003(3) 0.0014(3) 0.0008(3) Cl5 0.0129(3) 0.0151(3) 0.0121(3) -0.0024(2) -0.0017(2) 0.0033(2) Cl6 0.0170(3) 0.0110(3) 0.0140(3) 0.0020(2) 0.0050(2) 0.0014(2) F41 0.0131(8) 0.0187(9) 0.0258(9) -0.0076(7) 0.0037(7) -0.0030(7) F42 0.0120(8) 0.0198(10) 0.0437(11) 0.0072(8) 0.0056(8) 0.0061(7) F43 0.0161(9) 0.0508(13) 0.0121(8) -0.0056(8) 0.0043(7) -0.0055(8) F44 0.0140(8) 0.0117(8) 0.0179(8) -0.0017(7) 0.0050(6) 0.0015(6) F45 0.0205(9) 0.0173(9) 0.0297(10) 0.0092(8) 0.0109(8) 0.0021(7) F46 0.0125(8) 0.0259(10) 0.0255(9) -0.0119(8) 0.0016(7) -0.0061(7) F47 0.0144(8) 0.0251(10) 0.0114(8) -0.0003(7) -0.0011(6) 0.0002(7) F48 0.0123(7) 0.0126(8) 0.0179(8) -0.0041(6) 0.0014(6) 0.0007(6) F49 0.0134(8) 0.0117(8) 0.0232(9) 0.0027(7) 0.0032(7) -0.0020(6) F50 0.0137(8) 0.0168(9) 0.0249(9) 0.0044(7) 0.0037(7) -0.0001(7) F51 0.0110(8) 0.0229(10) 0.0152(8) 0.0020(7) 0.0012(6) 0.0031(7) F52 0.0160(8) 0.0195(9) 0.0217(8) -0.0064(7) 0.0060(7) 0.0042(7) C41 0.0108(12) 0.0107(13) 0.0087(11) -0.0022(10) -0.0004(9) 0.0021(10) C42 0.0120(12) 0.0101(13) 0.0104(11) -0.0021(10) 0.0009(10) -0.0012(10) C43 0.0146(13) 0.0091(13) 0.0171(13) 0.0000(10) 0.0043(10) 0.0012(10) C44 0.0152(13) 0.0114(13) 0.0141(12) -0.0014(10) -0.0001(10) 0.0036(10) C45 0.0113(12) 0.0155(14) 0.0104(11) -0.0027(10) 0.0010(10) 0.0019(10) C46 0.0134(12) 0.0108(13) 0.0107(11) -0.0006(10) 0.0038(10) -0.0002(10) C47 0.0129(12) 0.0106(13) 0.0155(12) -0.0005(10) 0.0028(10) 0.0001(10) C48 0.0161(13) 0.0142(14) 0.0116(12) -0.0028(10) 0.0017(10) 0.0008(11) C49 0.0146(12) 0.0082(12) 0.0107(11) 0.0019(10) 0.0056(10) 0.0009(10) C50 0.0114(12) 0.0102(12) 0.0115(12) 0.0029(10) 0.0032(10) 0.0000(10) C51 0.0153(13) 0.0144(14) 0.0112(12) -0.0008(10) 0.0010(10) -0.0010(10) C52 0.0148(13) 0.0134(13) 0.0122(12) -0.0013(10) 0.0036(10) 0.0014(10) C53 0.0114(12) 0.0116(13) 0.0117(11) 0.0021(10) 0.0017(10) 0.0039(10) C54 0.0132(12) 0.0101(13) 0.0108(11) -0.0009(10) 0.0019(10) -0.0004(10) C55 0.0119(12) 0.0150(14) 0.0127(12) 0.0017(10) 0.0034(10) 0.0021(10) C84 0.0111(12) 0.0099(13) 0.0125(12) -0.0001(10) 0.0009(10) -0.0003(10) Si4 0.0093(3) 0.0094(3) 0.0096(3) -0.0007(3) 0.0009(3) 0.0014(3) Cl7 0.0136(3) 0.0110(3) 0.0119(3) 0.0016(2) 0.0027(2) 0.0004(2) Cl8 0.0106(3) 0.0126(3) 0.0114(3) -0.0017(2) -0.0013(2) 0.0003(2) F61 0.0138(8) 0.0149(9) 0.0180(8) 0.0040(7) -0.0001(6) 0.0034(6) F62 0.0126(7) 0.0170(8) 0.0121(7) -0.0004(6) 0.0020(6) 0.0001(6) F63 0.0135(8) 0.0207(9) 0.0152(8) -0.0063(7) -0.0020(6) -0.0014(7) F67 0.0204(9) 0.0149(9) 0.0202(8) 0.0087(7) 0.0054(7) 0.0009(7) F68 0.0140(8) 0.0188(9) 0.0193(8) -0.0059(7) 0.0010(6) -0.0041(7) F69 0.0140(8) 0.0135(8) 0.0143(8) -0.0006(6) 0.0040(6) 0.0011(6) F70 0.0202(9) 0.0166(9) 0.0265(9) -0.0064(7) 0.0099(7) 0.0031(7) F71 0.0116(8) 0.0467(12) 0.0122(8) -0.0060(8) 0.0001(6) -0.0028(8) F72 0.0156(8) 0.0195(9) 0.0250(9) 0.0082(7) 0.0077(7) 0.0035(7) C61 0.0118(12) 0.0086(12) 0.0113(12) 0.0021(10) 0.0013(10) 0.0020(10) C62 0.0096(11) 0.0113(13) 0.0115(11) 0.0009(10) 0.0007(10) 0.0004(10) C63 0.0137(13) 0.0163(14) 0.0108(12) 0.0007(10) -0.0014(10) 0.0013(10) C64 0.0149(13) 0.0149(14) 0.0131(12) -0.0017(11) 0.0032(10) 0.0008(10) C65 0.0090(12) 0.0107(13) 0.0158(12) 0.0013(10) 0.0044(10) 0.0028(10) C66 0.0131(12) 0.0103(13) 0.0105(11) 0.0005(10) 0.0002(10) -0.0016(10) C67 0.0129(12) 0.0131(13) 0.0092(11) 0.0007(10) 0.0005(9) -0.0012(10) C68 0.0149(13) 0.0138(14) 0.0157(13) -0.0015(11) 0.0031(10) 0.0005(11) C69 0.0097(11) 0.0108(12) 0.0078(10) -0.0013(9) -0.0011(9) -0.0003(10) C70 0.0100(12) 0.0145(13) 0.0084(11) -0.0002(10) -0.0007(9) 0.0002(10) C71 0.0150(13) 0.0103(13) 0.0136(12) -0.0012(10) -0.0017(10) -0.0022(10) C72 0.0147(13) 0.0135(14) 0.0122(12) -0.0002(10) 0.0007(10) 0.0044(10) C73 0.0113(12) 0.0144(13) 0.0087(11) -0.0009(10) 0.0006(9) -0.0005(10) C74 0.0121(12) 0.0119(13) 0.0097(11) -0.0021(10) 0.0009(9) -0.0013(10) C75 0.0139(12) 0.0105(13) 0.0120(11) 0.0013(10) 0.0011(10) -0.0019(10) C76 0.0116(12) 0.0143(13) 0.0120(12) -0.0017(10) 0.0013(10) 0.0014(10) _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 Cl1 2.0493(10) . ? Si1 Cl2 2.0384(9) . ? Si1 C1 1.890(3) . ? Si1 C9 1.886(3) . ? F1 C7 1.336(3) . ? F2 C7 1.350(3) . ? F3 C7 1.353(3) . ? F4 C8 1.339(3) . ? F5 C8 1.334(3) . ? F6 C8 1.345(3) . ? F7 C15 1.351(3) . ? F8 C15 1.346(3) . ? F9 C15 1.342(3) . ? F10 C16 1.344(3) . ? F11 C16 1.345(3) . ? F12 C16 1.341(3) . ? C1 C2 1.409(4) . ? C1 C6 1.409(4) . ? C2 C3 1.388(4) . ? C2 C7 1.504(4) . ? C3 H3 0.9500 . ? C3 C4 1.398(4) . ? C4 H4 0.9500 . ? C4 C5 1.387(4) . ? C5 C6 1.395(4) . ? C5 C8 1.502(4) . ? C6 H6 0.9500 . ? C9 C10 1.412(4) . ? C9 C14 1.408(4) . ? C10 C11 1.386(4) . ? C10 C15 1.512(4) . ? C11 H11 0.9500 . ? C11 C12 1.388(4) . ? C12 H12 0.9500 . ? C12 C13 1.393(4) . ? C13 C14 1.404(4) . ? C13 C16 1.505(4) . ? C14 H14 0.9500 . ? Si2 Cl3 2.0427(9) . ? Si2 Cl4 2.0512(10) . ? Si2 C21 1.883(3) . ? Si2 C29 1.885(3) . ? F21 C27 1.349(3) . ? F22 C27 1.345(3) . ? F23 C27 1.342(3) . ? F24 C28 1.348(3) . ? F25 C28 1.333(3) . ? F26 C28 1.335(4) . ? F27 C35 1.344(3) . ? F28 C35 1.344(3) . ? F29 C35 1.357(3) . ? F30 C36 1.343(3) . ? F31 C36 1.336(3) . ? F32 C36 1.343(3) . ? C21 C22 1.413(4) . ? C21 C26 1.402(4) . ? C22 C23 1.395(4) . ? C22 C27 1.514(4) . ? C23 H23 0.9500 . ? C23 C24 1.395(4) . ? C24 H24 0.9500 . ? C24 C25 1.390(4) . ? C25 C26 1.394(4) . ? C25 C28 1.501(4) . ? C26 H26 0.9500 . ? C29 C30 1.419(4) . ? C29 C34 1.404(4) . ? C30 C31 1.394(4) . ? C30 C35 1.505(4) . ? C31 H31 0.9500 . ? C31 C32 1.384(4) . ? C32 H32 0.9500 . ? C32 C33 1.399(4) . ? C33 C34 1.390(4) . ? C33 C36 1.507(4) . ? C34 H34 0.9500 . ? Si3 Cl5 2.0389(10) . ? Si3 Cl6 2.0544(10) . ? Si3 C41 1.890(3) . ? Si3 C49 1.890(3) . ? F41 C48 1.342(3) . ? F42 C48 1.340(3) . ? F43 C48 1.338(3) . ? F44 C47 1.354(3) . ? F45 C47 1.338(3) . ? F46 C47 1.337(3) . ? F47 C54 1.339(3) . ? F48 C54 1.351(3) . ? F49 C54 1.342(3) . ? F50 C55 1.345(3) . ? F51 C55 1.344(3) . ? F52 C55 1.348(3) . ? C41 C42 1.408(4) . ? C41 C46 1.400(4) . ? C42 C43 1.403(4) . ? C42 C47 1.508(4) . ? C43 H43 0.9500 . ? C43 C44 1.392(4) . ? C44 H44 0.9500 . ? C44 C45 1.385(4) . ? C45 C46 1.396(4) . ? C45 C48 1.512(4) . ? C46 H46 0.9500 . ? C49 C50 1.409(4) . ? C49 C84 1.402(4) . ? C50 C51 1.393(4) . ? C50 C54 1.516(4) . ? C51 H51 0.9500 . ? C51 C52 1.396(4) . ? C52 H52 0.9500 . ? C52 C53 1.387(4) . ? C53 C55 1.507(4) . ? C53 C84 1.396(4) . ? C84 H84 0.9500 . ? Si4 Cl7 2.0537(10) . ? Si4 Cl8 2.0412(9) . ? Si4 C61 1.883(3) . ? Si4 C69 1.885(3) . ? F61 C67 1.341(3) . ? F62 C67 1.355(3) . ? F63 C67 1.342(3) . ? F64 C68 1.361(5) . ? F64A C68 1.347(5) . ? F65 C68 1.363(5) . ? F65A C68 1.339(5) . ? F66 C68 1.336(5) . ? F66A C68 1.361(5) . ? F67 C75 1.342(3) . ? F68 C75 1.341(3) . ? F69 C75 1.350(3) . ? F70 C76 1.333(3) . ? F71 C76 1.347(3) . ? F72 C76 1.342(3) . ? C61 C62 1.414(4) . ? C61 C66 1.407(4) . ? C62 C63 1.394(4) . ? C62 C67 1.512(4) . ? C63 H63 0.9500 . ? C63 C64 1.388(4) . ? C64 H64 0.9500 . ? C64 C65 1.387(4) . ? C65 C66 1.399(4) . ? C65 C68 1.505(4) . ? C66 H66 0.9500 . ? C69 C70 1.410(4) . ? C69 C74 1.409(4) . ? C70 C71 1.395(4) . ? C70 C75 1.512(4) . ? C71 H71 0.9500 . ? C71 C72 1.389(4) . ? C72 H72 0.9500 . ? C72 C73 1.391(4) . ? C73 C74 1.393(4) . ? C73 C76 1.508(4) . ? C74 H74 0.9500 . ? 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 Cl2 Si1 Cl1 104.52(4) . . ? C1 Si1 Cl1 107.56(9) . . ? C1 Si1 Cl2 109.29(9) . . ? C9 Si1 Cl1 107.30(9) . . ? C9 Si1 Cl2 109.78(9) . . ? C9 Si1 C1 117.57(12) . . ? C2 C1 Si1 126.8(2) . . ? C2 C1 C6 116.7(2) . . ? C6 C1 Si1 116.5(2) . . ? C1 C2 C7 121.0(2) . . ? C3 C2 C1 121.6(3) . . ? C3 C2 C7 117.3(2) . . ? C2 C3 H3 119.6 . . ? C2 C3 C4 120.7(3) . . ? C4 C3 H3 119.6 . . ? C3 C4 H4 120.7 . . ? C5 C4 C3 118.7(3) . . ? C5 C4 H4 120.7 . . ? C4 C5 C6 120.7(3) . . ? C4 C5 C8 121.6(3) . . ? C6 C5 C8 117.7(3) . . ? C1 C6 H6 119.2 . . ? C5 C6 C1 121.6(3) . . ? C5 C6 H6 119.2 . . ? F1 C7 F2 107.0(2) . . ? F1 C7 F3 106.7(2) . . ? F1 C7 C2 113.4(2) . . ? F2 C7 F3 105.7(2) . . ? F2 C7 C2 111.9(2) . . ? F3 C7 C2 111.7(2) . . ? F4 C8 F6 106.2(2) . . ? F4 C8 C5 112.4(2) . . ? F5 C8 F4 107.2(2) . . ? F5 C8 F6 107.2(2) . . ? F5 C8 C5 112.2(2) . . ? F6 C8 C5 111.3(2) . . ? C10 C9 Si1 126.1(2) . . ? C14 C9 Si1 116.9(2) . . ? C14 C9 C10 116.9(2) . . ? C9 C10 C15 121.9(2) . . ? C11 C10 C9 121.8(3) . . ? C11 C10 C15 116.2(2) . . ? C10 C11 H11 119.7 . . ? C10 C11 C12 120.6(3) . . ? C12 C11 H11 119.7 . . ? C11 C12 H12 120.5 . . ? C11 C12 C13 119.1(3) . . ? C13 C12 H12 120.5 . . ? C12 C13 C14 120.6(3) . . ? C12 C13 C16 118.7(2) . . ? C14 C13 C16 120.5(2) . . ? C9 C14 H14 119.5 . . ? C13 C14 C9 120.9(2) . . ? C13 C14 H14 119.5 . . ? F7 C15 C10 112.2(2) . . ? F8 C15 F7 106.8(2) . . ? F8 C15 C10 112.1(2) . . ? F9 C15 F7 106.7(2) . . ? F9 C15 F8 106.5(2) . . ? F9 C15 C10 112.2(2) . . ? F10 C16 F11 106.7(2) . . ? F10 C16 C13 112.9(2) . . ? F11 C16 C13 111.3(2) . . ? F12 C16 F10 106.8(2) . . ? F12 C16 F11 106.5(2) . . ? F12 C16 C13 112.1(2) . . ? Cl3 Si2 Cl4 104.93(4) . . ? C21 Si2 Cl3 108.41(9) . . ? C21 Si2 Cl4 108.66(9) . . ? C21 Si2 C29 117.22(12) . . ? C29 Si2 Cl3 108.85(9) . . ? C29 Si2 Cl4 108.09(9) . . ? C22 C21 Si2 125.0(2) . . ? C26 C21 Si2 118.0(2) . . ? C26 C21 C22 116.9(2) . . ? C21 C22 C27 123.2(2) . . ? C23 C22 C21 121.5(3) . . ? C23 C22 C27 115.3(3) . . ? C22 C23 H23 119.8 . . ? C22 C23 C24 120.3(3) . . ? C24 C23 H23 119.8 . . ? C23 C24 H24 120.6 . . ? C25 C24 C23 118.9(3) . . ? C25 C24 H24 120.6 . . ? C24 C25 C26 120.8(3) . . ? C24 C25 C28 118.0(2) . . ? C26 C25 C28 121.1(3) . . ? C21 C26 H26 119.3 . . ? C25 C26 C21 121.4(3) . . ? C25 C26 H26 119.3 . . ? F21 C27 C22 112.1(2) . . ? F22 C27 F21 107.3(2) . . ? F22 C27 C22 111.9(2) . . ? F23 C27 F21 106.4(2) . . ? F23 C27 F22 106.8(2) . . ? F23 C27 C22 112.0(2) . . ? F24 C28 C25 111.0(2) . . ? F25 C28 F24 106.1(2) . . ? F25 C28 F26 107.6(2) . . ? F25 C28 C25 112.4(2) . . ? F26 C28 F24 105.8(2) . . ? F26 C28 C25 113.4(2) . . ? C30 C29 Si2 126.5(2) . . ? C34 C29 Si2 116.5(2) . . ? C34 C29 C30 117.1(2) . . ? C29 C30 C35 120.9(2) . . ? C31 C30 C29 121.3(2) . . ? C31 C30 C35 117.7(2) . . ? C30 C31 H31 119.8 . . ? C32 C31 C30 120.5(3) . . ? C32 C31 H31 119.8 . . ? C31 C32 H32 120.5 . . ? C31 C32 C33 119.1(3) . . ? C33 C32 H32 120.5 . . ? C32 C33 C36 118.5(2) . . ? C34 C33 C32 120.8(2) . . ? C34 C33 C36 120.7(2) . . ? C29 C34 H34 119.4 . . ? C33 C34 C29 121.2(2) . . ? C33 C34 H34 119.4 . . ? F27 C35 F29 106.3(2) . . ? F27 C35 C30 112.7(2) . . ? F28 C35 F27 106.9(2) . . ? F28 C35 F29 106.5(2) . . ? F28 C35 C30 112.3(2) . . ? F29 C35 C30 111.7(2) . . ? F30 C36 F32 106.8(2) . . ? F30 C36 C33 112.4(2) . . ? F31 C36 F30 107.0(2) . . ? F31 C36 F32 106.7(2) . . ? F31 C36 C33 111.3(2) . . ? F32 C36 C33 112.2(2) . . ? Cl5 Si3 Cl6 105.71(4) . . ? C41 Si3 Cl5 106.71(9) . . ? C41 Si3 Cl6 107.05(9) . . ? C49 Si3 Cl5 108.27(9) . . ? C49 Si3 Cl6 107.03(9) . . ? C49 Si3 C41 121.13(12) . . ? C42 C41 Si3 125.6(2) . . ? C46 C41 Si3 117.5(2) . . ? C46 C41 C42 116.8(3) . . ? C41 C42 C47 122.9(2) . . ? C43 C42 C41 121.4(3) . . ? C43 C42 C47 115.7(2) . . ? C42 C43 H43 119.7 . . ? C44 C43 C42 120.6(3) . . ? C44 C43 H43 119.7 . . ? C43 C44 H44 120.8 . . ? C45 C44 C43 118.5(3) . . ? C45 C44 H44 120.8 . . ? C44 C45 C46 121.1(3) . . ? C44 C45 C48 120.3(3) . . ? C46 C45 C48 118.5(3) . . ? C41 C46 H46 119.2 . . ? C45 C46 C41 121.5(3) . . ? C45 C46 H46 119.2 . . ? F44 C47 C42 111.9(2) . . ? F45 C47 F44 106.3(2) . . ? F45 C47 C42 112.2(2) . . ? F46 C47 F44 106.9(2) . . ? F46 C47 F45 106.8(2) . . ? F46 C47 C42 112.2(2) . . ? F41 C48 C45 111.6(2) . . ? F42 C48 F41 106.6(2) . . ? F42 C48 C45 112.0(2) . . ? F43 C48 F41 106.6(2) . . ? F43 C48 F42 107.4(2) . . ? F43 C48 C45 112.3(2) . . ? C50 C49 Si3 126.7(2) . . ? C84 C49 Si3 116.9(2) . . ? C84 C49 C50 116.4(2) . . ? C49 C50 C54 122.0(2) . . ? C51 C50 C49 122.2(3) . . ? C51 C50 C54 115.8(2) . . ? C50 C51 H51 119.9 . . ? C50 C51 C52 120.3(3) . . ? C52 C51 H51 119.9 . . ? C51 C52 H52 120.8 . . ? C53 C52 C51 118.5(3) . . ? C53 C52 H52 120.8 . . ? C52 C53 C55 120.5(2) . . ? C52 C53 C84 121.1(3) . . ? C84 C53 C55 118.3(2) . . ? F47 C54 F48 106.5(2) . . ? F47 C54 F49 106.9(2) . . ? F47 C54 C50 112.5(2) . . ? F48 C54 C50 111.6(2) . . ? F49 C54 F48 106.8(2) . . ? F49 C54 C50 112.2(2) . . ? F50 C55 F52 106.9(2) . . ? F50 C55 C53 111.9(2) . . ? F51 C55 F50 106.4(2) . . ? F51 C55 F52 106.8(2) . . ? F51 C55 C53 112.0(2) . . ? F52 C55 C53 112.4(2) . . ? C49 C84 H84 119.2 . . ? C53 C84 C49 121.5(3) . . ? C53 C84 H84 119.2 . . ? Cl8 Si4 Cl7 104.33(4) . . ? C61 Si4 Cl7 109.32(9) . . ? C61 Si4 Cl8 109.01(9) . . ? C61 Si4 C69 117.32(12) . . ? C69 Si4 Cl7 108.39(9) . . ? C69 Si4 Cl8 107.69(9) . . ? C62 C61 Si4 127.3(2) . . ? C66 C61 Si4 116.4(2) . . ? C66 C61 C62 116.3(2) . . ? C61 C62 C67 121.2(2) . . ? C63 C62 C61 122.0(2) . . ? C63 C62 C67 116.7(2) . . ? C62 C63 H63 119.8 . . ? C64 C63 C62 120.4(3) . . ? C64 C63 H63 119.8 . . ? C63 C64 H64 120.5 . . ? C65 C64 C63 119.0(3) . . ? C65 C64 H64 120.5 . . ? C64 C65 C66 120.8(2) . . ? C64 C65 C68 120.0(2) . . ? C66 C65 C68 119.2(2) . . ? C61 C66 H66 119.2 . . ? C65 C66 C61 121.6(2) . . ? C65 C66 H66 119.2 . . ? F61 C67 F62 106.7(2) . . ? F61 C67 F63 107.3(2) . . ? F61 C67 C62 112.1(2) . . ? F62 C67 C62 111.4(2) . . ? F63 C67 F62 106.4(2) . . ? F63 C67 C62 112.5(2) . . ? F64 C68 F65 107.1(3) . . ? F64 C68 C65 111.0(3) . . ? F64A C68 F64 19.2(2) . . ? F64A C68 F65 122.2(3) . . ? F64A C68 F66A 106.8(3) . . ? F64A C68 C65 111.0(3) . . ? F65 C68 C65 111.5(3) . . ? F65A C68 F64 90.6(3) . . ? F65A C68 F64A 107.3(3) . . ? F65A C68 F65 17.7(2) . . ? F65A C68 F66A 107.6(3) . . ? F65A C68 C65 113.2(3) . . ? F66 C68 F64 106.0(3) . . ? F66 C68 F64A 89.6(3) . . ? F66 C68 F65 105.8(3) . . ? F66 C68 F65A 117.9(3) . . ? F66 C68 F66A 17.7(2) . . ? F66 C68 C65 114.9(3) . . ? F66A C68 F64 122.2(3) . . ? F66A C68 F65 92.7(3) . . ? F66A C68 C65 110.6(3) . . ? C70 C69 Si4 125.1(2) . . ? C74 C69 Si4 117.8(2) . . ? C74 C69 C70 117.0(2) . . ? C69 C70 C75 123.3(2) . . ? C71 C70 C69 121.4(3) . . ? C71 C70 C75 115.3(2) . . ? C70 C71 H71 119.7 . . ? C72 C71 C70 120.5(3) . . ? C72 C71 H71 119.7 . . ? C71 C72 H72 120.5 . . ? C71 C72 C73 118.9(3) . . ? C73 C72 H72 120.5 . . ? C72 C73 C74 120.9(3) . . ? C72 C73 C76 118.6(3) . . ? C74 C73 C76 120.4(3) . . ? C69 C74 H74 119.4 . . ? C73 C74 C69 121.2(3) . . ? C73 C74 H74 119.4 . . ? F67 C75 F69 106.7(2) . . ? F67 C75 C70 111.8(2) . . ? F68 C75 F67 106.7(2) . . ? F68 C75 F69 107.4(2) . . ? F68 C75 C70 111.7(2) . . ? F69 C75 C70 112.2(2) . . ? F70 C76 F71 106.7(2) . . ? F70 C76 F72 107.5(2) . . ? F70 C76 C73 112.1(2) . . ? F71 C76 C73 110.8(2) . . ? F72 C76 F71 106.5(2) . . ? F72 C76 C73 112.9(2) . . ? #==END data_3_s203 _database_code_depnum_ccdc_archive 'CCDC 857421' #TrackingRef '- Group14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H9 F19 Si' _chemical_formula_sum 'C24 H9 F19 Si' _chemical_formula_weight 686.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n _symmetry_space_group_name_Hall '-P 2yn' 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 9.6178(4) _cell_length_b 9.6651(4) _cell_length_c 26.763(1) _cell_angle_alpha 90.00 _cell_angle_beta 92.44(1) _cell_angle_gamma 90.00 _cell_volume 2485.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3732 _cell_measurement_theta_min 2.60 _cell_measurement_theta_max 29.37 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.834 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_absorpt_coefficient_mu 0.253 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bede Microsource' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX Proteum M CCD' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21583 _diffrn_reflns_av_R_equivalents 0.0709 _diffrn_reflns_av_sigmaI/netI 0.0751 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5690 _reflns_number_gt 3528 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELX-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0800P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5690 _refine_ls_number_parameters 397 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0904 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1451 _refine_ls_wR_factor_gt 0.1309 _refine_ls_goodness_of_fit_ref 0.951 _refine_ls_restrained_S_all 0.951 _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 Si1 Si 0.75213(8) 0.37937(8) 0.14302(3) 0.01620(18) Uani 1 1 d . . . F1 F 0.63523(17) 0.30438(16) 0.17363(6) 0.0222(4) Uani 1 1 d . . . F2A F 0.8236(5) 0.4299(5) 0.01203(16) 0.0292(12) Uiso 0.50 1 d P A 1 F3A F 0.8606(5) 0.6487(5) 0.00711(17) 0.0342(12) Uiso 0.50 1 d P A 1 F4A F 0.9243(6) 0.5214(6) 0.0723(2) 0.0213(17) Uiso 0.50 1 d P A 1 F2B F 0.8260(5) 0.4719(5) 0.00513(16) 0.0280(11) Uiso 0.50 1 d P A 2 F3B F 0.8724(4) 0.6854(4) 0.01975(14) 0.0206(9) Uiso 0.50 1 d P A 2 F4B F 0.9252(6) 0.5452(6) 0.0769(2) 0.0196(16) Uiso 0.50 1 d P A 2 F5A F 0.2281(6) 0.5492(5) 0.1410(3) 0.0208(11) Uiso 0.40 1 d P B 1 F6A F 0.1919(6) 0.7083(8) 0.0825(2) 0.0151(12) Uiso 0.40 1 d P B 1 F7A F 0.2928(6) 0.7604(7) 0.1538(2) 0.0173(12) Uiso 0.40 1 d P B 1 F5B F 0.2592(9) 0.5805(9) 0.1581(3) 0.048(2) Uiso 0.30 1 d P B 2 F6B F 0.1835(9) 0.6603(9) 0.0897(3) 0.046(3) Uiso 0.30 1 d P B 2 F7B F 0.2981(9) 0.7953(8) 0.1404(3) 0.040(3) Uiso 0.30 1 d P B 2 F5C F 0.2118(8) 0.5477(8) 0.1213(3) 0.037(2) Uiso 0.30 1 d P B 3 F6C F 0.2075(10) 0.7468(10) 0.0857(4) 0.047(3) Uiso 0.30 1 d P B 3 F7C F 0.2898(9) 0.7181(9) 0.1625(3) 0.039(3) Uiso 0.30 1 d P B 3 F8 F 0.56142(17) 0.22706(18) 0.07620(7) 0.0285(4) Uani 1 1 d . . . F9 F 0.58349(18) 0.03973(19) 0.11928(7) 0.0342(5) Uani 1 1 d . . . F10 F 0.58948(19) 0.0328(2) 0.03935(7) 0.0360(5) Uani 1 1 d . . . F11A F 1.2893(5) 0.0693(5) 0.06149(18) 0.0287(13) Uiso 0.50 1 d P C 1 F12A F 1.2711(4) 0.2894(4) 0.08500(16) 0.0232(9) Uiso 0.50 1 d P C 1 F13A F 1.2780(4) 0.1240(5) 0.13881(15) 0.0304(10) Uiso 0.50 1 d P C 1 F11B F 1.2881(5) 0.1025(5) 0.05396(16) 0.0212(11) Uiso 0.50 1 d P C 2 F12B F 1.2765(5) 0.2732(5) 0.10315(18) 0.0369(12) Uiso 0.50 1 d P C 2 F13B F 1.2718(4) 0.0694(5) 0.13436(16) 0.0333(11) Uiso 0.50 1 d P C 2 F14 F 0.8632(2) 0.18876(17) 0.21375(7) 0.0316(4) Uani 1 1 d . . . F15 F 1.0849(2) 0.20637(19) 0.22672(8) 0.0414(5) Uani 1 1 d . . . F16 F 0.9480(2) 0.23339(19) 0.28707(6) 0.0370(5) Uani 1 1 d . . . F17A F 0.9826(5) 0.8866(5) 0.16311(16) 0.0276(12) Uiso 0.50 1 d P D 1 F18A F 1.0646(5) 0.9100(5) 0.24009(17) 0.0359(12) Uiso 0.50 1 d P D 1 F19A F 0.8404(4) 0.9020(4) 0.22193(17) 0.0266(11) Uiso 0.50 1 d P D 1 F17B F 1.0259(5) 0.8895(5) 0.16891(17) 0.0325(13) Uiso 0.50 1 d P D 2 F18B F 1.0194(5) 0.9213(4) 0.24745(16) 0.0281(11) Uiso 0.50 1 d P D 2 F19B F 0.8267(5) 0.9003(5) 0.2046(2) 0.0444(15) Uiso 0.50 1 d P D 2 C1 C 0.6475(3) 0.5097(3) 0.10453(10) 0.0179(6) Uani 1 1 d . . . C2 C 0.6851(3) 0.5810(3) 0.06127(11) 0.0218(6) Uani 1 1 d . A . C3 C 0.5941(3) 0.6728(3) 0.03676(12) 0.0291(7) Uani 1 1 d . . . H3A H 0.6216 0.7182 0.0073 0.035 Uiso 1 1 calc R . . C4 C 0.4643(3) 0.6987(3) 0.05480(12) 0.0304(7) Uani 1 1 d . . . H4A H 0.4027 0.7619 0.0381 0.036 Uiso 1 1 calc R . . C5 C 0.4253(3) 0.6313(3) 0.09763(11) 0.0240(7) Uani 1 1 d . B . C6 C 0.5151(3) 0.5379(3) 0.12171(11) 0.0201(6) Uani 1 1 d . . . H6A H 0.4857 0.4916 0.1507 0.024 Uiso 1 1 calc R . . C7 C 0.8241(3) 0.5590(3) 0.03962(11) 0.0257(7) Uani 1 1 d . . . C8 C 0.2867(3) 0.6609(3) 0.11878(13) 0.0301(7) Uani 1 1 d . . . C9 C 0.8454(3) 0.2418(3) 0.10770(10) 0.0166(6) Uani 1 1 d . . . C10 C 0.7856(3) 0.1267(3) 0.08309(10) 0.0181(6) Uani 1 1 d . . . C11 C 0.8656(3) 0.0235(3) 0.06238(10) 0.0207(6) Uani 1 1 d . . . H11A H 0.8215 -0.0531 0.0461 0.025 Uiso 1 1 calc R . . C12 C 1.0088(3) 0.0320(3) 0.06540(10) 0.0214(6) Uani 1 1 d . . . H12A H 1.0638 -0.0391 0.0517 0.026 Uiso 1 1 calc R . . C13 C 1.0711(3) 0.1448(3) 0.08857(10) 0.0188(6) Uani 1 1 d . C . C14 C 0.9919(3) 0.2477(3) 0.10927(10) 0.0185(6) Uani 1 1 d . . . H14A H 1.0375 0.3244 0.1250 0.022 Uiso 1 1 calc R . . C15 C 0.6303(3) 0.1064(3) 0.07967(11) 0.0223(6) Uani 1 1 d . . . C16 C 1.2267(3) 0.1520(3) 0.09415(11) 0.0258(7) Uani 1 1 d . . . C17 C 0.8735(3) 0.4724(3) 0.18872(10) 0.0166(6) Uani 1 1 d . . . C18 C 0.9571(3) 0.4133(3) 0.22801(10) 0.0195(6) Uani 1 1 d . . . C19 C 1.0414(3) 0.4941(3) 0.25958(11) 0.0243(7) Uani 1 1 d . . . H19A H 1.0970 0.4512 0.2853 0.029 Uiso 1 1 calc R . . C20 C 1.0458(3) 0.6354(3) 0.25413(11) 0.0246(7) Uani 1 1 d . . . H20A H 1.1042 0.6901 0.2757 0.030 Uiso 1 1 calc R . . C21 C 0.9635(3) 0.6964(3) 0.21658(10) 0.0208(6) Uani 1 1 d . D . C22 C 0.8800(3) 0.6165(3) 0.18477(10) 0.0184(6) Uani 1 1 d . . . H22A H 0.8248 0.6612 0.1593 0.022 Uiso 1 1 calc R . . C23 C 0.9628(3) 0.2608(3) 0.23855(11) 0.0247(7) Uani 1 1 d . . . C24 C 0.9612(3) 0.8502(3) 0.21004(11) 0.0266(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0148(4) 0.0172(4) 0.0167(4) -0.0009(3) 0.0011(3) 0.0001(3) F1 0.0188(9) 0.0239(9) 0.0243(9) -0.0021(7) 0.0053(7) -0.0016(7) F8 0.0169(9) 0.0285(10) 0.0396(11) -0.0066(8) -0.0048(8) 0.0041(7) F9 0.0226(10) 0.0420(11) 0.0383(11) 0.0074(9) 0.0047(8) -0.0082(8) F10 0.0231(10) 0.0427(12) 0.0413(11) -0.0214(9) -0.0085(8) -0.0018(9) F14 0.0443(12) 0.0179(9) 0.0317(10) 0.0019(7) -0.0114(9) -0.0043(8) F15 0.0380(12) 0.0248(10) 0.0615(14) 0.0047(9) 0.0046(10) 0.0113(9) F16 0.0565(14) 0.0309(10) 0.0227(9) 0.0091(8) -0.0074(9) -0.0041(9) C1 0.0173(14) 0.0170(14) 0.0193(14) -0.0044(11) -0.0011(12) -0.0006(11) C2 0.0183(15) 0.0251(15) 0.0220(15) 0.0007(12) 0.0008(12) -0.0009(12) C3 0.0267(18) 0.0341(18) 0.0263(17) 0.0106(13) -0.0020(14) 0.0020(14) C4 0.0239(17) 0.0322(18) 0.0344(18) 0.0067(14) -0.0064(14) 0.0052(14) C5 0.0196(15) 0.0204(15) 0.0316(17) -0.0060(13) -0.0022(13) -0.0007(12) C6 0.0177(15) 0.0208(14) 0.0217(14) -0.0032(11) 0.0008(12) -0.0013(12) C7 0.0245(17) 0.0319(17) 0.0209(15) 0.0078(13) 0.0042(13) 0.0012(13) C8 0.0189(16) 0.0329(18) 0.0382(19) -0.0093(15) -0.0032(15) 0.0087(14) C9 0.0168(14) 0.0181(14) 0.0148(13) 0.0012(10) -0.0004(11) 0.0011(11) C10 0.0158(14) 0.0224(14) 0.0159(13) 0.0013(11) -0.0005(11) -0.0008(12) C11 0.0225(16) 0.0220(15) 0.0176(14) -0.0041(11) -0.0007(12) -0.0012(12) C12 0.0207(15) 0.0248(16) 0.0190(15) -0.0015(12) 0.0046(12) 0.0058(12) C13 0.0159(15) 0.0249(15) 0.0156(14) 0.0016(11) -0.0005(11) 0.0013(12) C14 0.0171(14) 0.0203(14) 0.0181(14) -0.0005(11) 0.0007(11) -0.0015(11) C15 0.0193(15) 0.0232(15) 0.0241(15) -0.0066(12) -0.0032(12) -0.0015(12) C16 0.0211(16) 0.0316(17) 0.0247(16) -0.0026(13) 0.0022(13) 0.0036(13) C17 0.0175(14) 0.0180(14) 0.0145(13) -0.0018(10) 0.0025(11) 0.0014(11) C18 0.0232(16) 0.0174(14) 0.0182(14) 0.0015(11) 0.0032(12) 0.0026(11) C19 0.0284(17) 0.0233(15) 0.0207(15) 0.0014(12) -0.0064(13) 0.0021(13) C20 0.0264(17) 0.0246(16) 0.0224(15) -0.0050(12) -0.0033(13) -0.0036(13) C21 0.0221(16) 0.0201(15) 0.0203(15) -0.0035(11) 0.0039(12) 0.0008(12) C22 0.0204(15) 0.0196(14) 0.0152(13) 0.0015(11) 0.0025(11) 0.0003(12) C23 0.0305(18) 0.0192(15) 0.0238(15) 0.0029(12) -0.0054(13) 0.0031(13) C24 0.0309(18) 0.0241(16) 0.0250(16) -0.0010(12) 0.0026(14) -0.0059(13) _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 F1 1.5934(17) . y Si1 C9 1.881(3) . y Si1 C17 1.883(3) . y Si1 C1 1.890(3) . y F2A C7 1.449(5) . ? F3A C7 1.288(5) . ? F4A C7 1.325(6) . ? F2B C7 1.250(5) . ? F3B C7 1.419(5) . ? F4B C7 1.371(6) . ? F5A C8 1.366(6) . ? F6A C8 1.381(7) . ? F7A C8 1.342(6) . ? F5B C8 1.345(8) . ? F6B C8 1.235(9) . ? F7B C8 1.423(8) . ? F5C C8 1.314(8) . ? F6C C8 1.412(10) . ? F7C C8 1.294(8) . ? F8 C15 1.343(3) . y F9 C15 1.335(3) . y F10 C15 1.337(3) . y F11A C16 1.345(5) . ? F12A C16 1.419(5) . ? F13A C16 1.302(5) . ? F11B C16 1.337(5) . ? F12B C16 1.285(5) . ? F13B C16 1.394(5) . ? F14 C23 1.337(4) . y F15 C23 1.337(4) . y F16 C23 1.339(3) . y F17A C24 1.329(5) . ? F18A C24 1.378(6) . ? F19A C24 1.317(5) . ? F17B C24 1.342(5) . ? F18B C24 1.319(5) . ? F19B C24 1.383(6) . ? C1 C6 1.399(4) . y C1 C2 1.408(4) . y C2 C3 1.391(4) . y C2 C7 1.494(4) . y C3 C4 1.380(4) . y C3 H3A 0.9500 . ? C4 C5 1.384(4) . y C4 H4A 0.9500 . ? C5 C6 1.389(4) . y C5 C8 1.498(4) . y C6 H6A 0.9500 . ? C9 C10 1.403(4) . y C9 C14 1.409(4) . y C10 C11 1.389(4) . y C10 C15 1.505(4) . y C11 C12 1.379(4) . y C11 H11A 0.9500 . ? C12 C13 1.379(4) . y C12 H12A 0.9500 . ? C13 C14 1.383(4) . y C13 C16 1.499(4) . y C14 H14A 0.9500 . ? C17 C22 1.398(4) . y C17 C18 1.417(4) . y C18 C19 1.387(4) . y C18 C23 1.502(4) . y C19 C20 1.374(4) . y C19 H19A 0.9500 . ? C20 C21 1.384(4) . y C20 H20A 0.9500 . ? C21 C22 1.381(4) . y C21 C24 1.497(4) . y C22 H22A 0.9500 . ? 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 F1 Si1 C9 107.38(11) . . y F1 Si1 C17 108.35(11) . . y C9 Si1 C17 111.61(12) . . y F1 Si1 C1 102.27(11) . . y C9 Si1 C1 116.84(12) . . y C17 Si1 C1 109.67(12) . . y C6 C1 C2 116.4(3) . . y C6 C1 Si1 114.9(2) . . y C2 C1 Si1 128.7(2) . . y C3 C2 C1 121.5(3) . . y C3 C2 C7 117.6(3) . . y C1 C2 C7 121.0(3) . . y C4 C3 C2 120.7(3) . . y C4 C3 H3A 119.6 . . ? C2 C3 H3A 119.6 . . ? C3 C4 C5 119.0(3) . . y C3 C4 H4A 120.5 . . ? C5 C4 H4A 120.5 . . ? C4 C5 C6 120.3(3) . . y C4 C5 C8 120.0(3) . . y C6 C5 C8 119.7(3) . . y C5 C6 C1 122.1(3) . . y C5 C6 H6A 119.0 . . ? C1 C6 H6A 119.0 . . ? F2B C7 F3A 86.6(3) . . ? F2B C7 F4A 105.7(4) . . ? F3A C7 F4A 114.8(4) . . ? F2B C7 F4B 116.1(4) . . ? F3A C7 F4B 110.6(4) . . ? F4A C7 F4B 10.9(4) . . ? F2B C7 F3B 106.7(3) . . ? F3A C7 F3B 20.5(2) . . ? F4A C7 F3B 104.0(4) . . ? F4B C7 F3B 97.1(3) . . ? F2B C7 F2A 17.1(3) . . ? F3A C7 F2A 103.3(3) . . ? F4A C7 F2A 95.0(4) . . ? F4B C7 F2A 105.9(4) . . ? F3B C7 F2A 123.0(3) . . ? F2B C7 C2 115.1(3) . . ? F3A C7 C2 116.1(3) . . ? F4A C7 C2 114.9(3) . . ? F4B C7 C2 110.5(3) . . ? F3B C7 C2 109.6(3) . . ? F2A C7 C2 109.7(3) . . ? F6B C8 F7C 124.0(6) . . ? F6B C8 F5C 66.4(6) . . ? F7C C8 F5C 107.5(6) . . ? F6B C8 F7A 117.0(5) . . ? F7C C8 F7A 20.5(4) . . ? F5C C8 F7A 124.6(5) . . ? F6B C8 F5B 108.1(6) . . ? F7C C8 F5B 62.3(5) . . ? F5C C8 F5B 49.6(5) . . ? F7A C8 F5B 82.6(5) . . ? F6B C8 F5A 86.3(5) . . ? F7C C8 F5A 86.4(5) . . ? F5C C8 F5A 23.3(4) . . ? F7A C8 F5A 105.6(5) . . ? F5B C8 F5A 26.2(4) . . ? F6B C8 F6A 21.6(4) . . ? F7C C8 F6A 118.9(5) . . ? F5C C8 F6A 88.0(5) . . ? F7A C8 F6A 105.1(5) . . ? F5B C8 F6A 126.6(6) . . ? F5A C8 F6A 107.2(5) . . ? F6B C8 F6C 37.9(5) . . ? F7C C8 F6C 107.9(6) . . ? F5C C8 F6C 103.9(6) . . ? F7A C8 F6C 91.4(5) . . ? F5B C8 F6C 135.4(6) . . ? F5A C8 F6C 121.1(5) . . ? F6A C8 F6C 16.8(5) . . ? F6B C8 F7B 107.9(6) . . ? F7C C8 F7B 40.9(5) . . ? F5C C8 F7B 140.5(5) . . ? F7A C8 F7B 20.4(4) . . ? F5B C8 F7B 102.9(5) . . ? F5A C8 F7B 124.7(5) . . ? F6A C8 F7B 91.2(5) . . ? F6C C8 F7B 75.5(6) . . ? F6B C8 C5 117.7(5) . . ? F7C C8 C5 115.9(5) . . ? F5C C8 C5 111.0(4) . . ? F7A C8 C5 112.8(4) . . ? F5B C8 C5 113.2(4) . . ? F5A C8 C5 113.8(3) . . ? F6A C8 C5 111.7(3) . . ? F6C C8 C5 109.9(5) . . ? F7B C8 C5 105.9(4) . . ? C10 C9 C14 115.8(2) . . y C10 C9 Si1 127.0(2) . . y C14 C9 Si1 117.0(2) . . y C11 C10 C9 122.2(3) . . y C11 C10 C15 116.5(2) . . y C9 C10 C15 121.2(2) . . y C12 C11 C10 120.2(3) . . y C12 C11 H11A 119.9 . . ? C10 C11 H11A 119.9 . . ? C13 C12 C11 119.2(3) . . y C13 C12 H12A 120.4 . . ? C11 C12 H12A 120.4 . . ? C12 C13 C14 120.8(3) . . y C12 C13 C16 119.7(3) . . y C14 C13 C16 119.4(3) . . y C13 C14 C9 121.7(3) . . y C13 C14 H14A 119.1 . . ? C9 C14 H14A 119.1 . . ? F9 C15 F10 106.6(2) . . y F9 C15 F8 107.0(2) . . y F10 C15 F8 106.2(2) . . y F9 C15 C10 112.5(2) . . y F10 C15 C10 112.0(2) . . y F8 C15 C10 112.1(2) . . y F12B C16 F13A 83.9(4) . . ? F12B C16 F11B 107.7(4) . . ? F13A C16 F11B 120.1(4) . . ? F12B C16 F11A 119.4(4) . . ? F13A C16 F11A 108.1(4) . . ? F11B C16 F11A 16.2(3) . . ? F12B C16 F13B 106.0(4) . . ? F13A C16 F13B 22.9(2) . . ? F11B C16 F13B 106.4(3) . . ? F11A C16 F13B 91.6(3) . . ? F12B C16 F12A 21.0(2) . . ? F13A C16 F12A 104.4(3) . . ? F11B C16 F12A 92.9(3) . . ? F11A C16 F12A 107.3(3) . . ? F13B C16 F12A 125.7(3) . . ? F12B C16 C13 115.1(3) . . ? F13A C16 C13 114.8(3) . . ? F11B C16 C13 112.1(3) . . ? F11A C16 C13 112.3(3) . . ? F13B C16 C13 109.0(3) . . ? F12A C16 C13 109.4(3) . . ? C22 C17 C18 115.6(2) . . y C22 C17 Si1 117.1(2) . . y C18 C17 Si1 127.3(2) . . y C19 C18 C17 121.6(3) . . y C19 C18 C23 115.0(3) . . y C17 C18 C23 123.4(3) . . y C20 C19 C18 121.0(3) . . y C20 C19 H19A 119.5 . . ? C18 C19 H19A 119.5 . . ? C19 C20 C21 118.8(3) . . y C19 C20 H20A 120.6 . . ? C21 C20 H20A 120.6 . . ? C22 C21 C20 120.6(3) . . y C22 C21 C24 118.5(3) . . y C20 C21 C24 120.9(3) . . y C21 C22 C17 122.4(3) . . y C21 C22 H22A 118.8 . . ? C17 C22 H22A 118.8 . . ? F15 C23 F14 107.2(2) . . y F15 C23 F16 106.4(2) . . y F14 C23 F16 106.0(2) . . y F15 C23 C18 111.5(3) . . y F14 C23 C18 113.5(2) . . y F16 C23 C18 111.8(2) . . y F19A C24 F18B 88.2(3) . . ? F19A C24 F17A 107.5(4) . . ? F18B C24 F17A 120.2(4) . . ? F19A C24 F17B 122.4(4) . . ? F18B C24 F17B 106.2(4) . . ? F17A C24 F17B 18.9(3) . . ? F19A C24 F18A 108.8(4) . . ? F18B C24 F18A 21.1(2) . . ? F17A C24 F18A 107.7(4) . . ? F17B C24 F18A 90.7(3) . . ? F19A C24 F19B 20.1(3) . . ? F18B C24 F19B 105.2(4) . . ? F17A C24 F19B 89.4(4) . . ? F17B C24 F19B 106.2(4) . . ? F18A C24 F19B 124.2(4) . . ? F19A C24 C21 111.0(3) . . ? F18B C24 C21 115.1(3) . . ? F17A C24 C21 111.8(3) . . ? F17B C24 C21 111.8(3) . . ? F18A C24 C21 110.0(3) . . ? F19B C24 C21 111.6(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.651 _refine_diff_density_min -0.584 _refine_diff_density_rms 0.079 #==END data_4_s177 _database_code_depnum_ccdc_archive 'CCDC 857422' #TrackingRef '- Group14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H8 F12 O2 Si' _chemical_formula_sum 'C16 H8 F12 O2 Si' _chemical_formula_weight 488.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.2873(2) _cell_length_b 11.8255(4) _cell_length_c 14.6695(6) _cell_angle_alpha 101.7290(10) _cell_angle_beta 94.0830(10) _cell_angle_gamma 97.1720(10) _cell_volume 886.62(6) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5705 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 30.49 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.829 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 0.267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9388 _exptl_absorpt_correction_T_max 0.9586 _exptl_absorpt_process_details 'SADABS, Sheldrick (1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10701 _diffrn_reflns_av_R_equivalents 0.0248 _diffrn_reflns_av_sigmaI/netI 0.0295 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 28.50 _reflns_number_total 4469 _reflns_number_gt 3757 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELX-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0800P)^2^+1.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4469 _refine_ls_number_parameters 306 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0592 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1436 _refine_ls_wR_factor_gt 0.1339 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.021 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Si1 Si 0.53117(10) 0.44758(5) 0.14380(4) 0.01595(14) Uani 1 1 d . . . O1 O 0.2655(3) 0.47291(14) 0.09363(11) 0.0201(3) Uani 1 1 d . . . O2 O 0.7479(3) 0.46173(14) 0.07067(11) 0.0205(3) Uani 1 1 d . . . C1 C 0.6372(4) 0.56736(17) 0.25139(14) 0.0179(4) Uani 1 1 d . . . C2 C 0.5298(4) 0.58851(18) 0.33706(14) 0.0191(4) Uani 1 1 d . . . C3 C 0.6130(4) 0.68776(19) 0.40674(16) 0.0245(4) Uani 1 1 d . . . C4 C 0.8074(5) 0.77108(19) 0.39232(17) 0.0265(5) Uani 1 1 d . . . C5 C 0.9168(4) 0.75244(18) 0.30855(16) 0.0239(4) Uani 1 1 d . A . C6 C 0.8346(4) 0.65242(18) 0.23941(15) 0.0208(4) Uani 1 1 d . . . C7 C 0.3185(4) 0.50290(18) 0.35825(15) 0.0211(4) Uani 1 1 d . . . C8 C 1.1194(5) 0.8428(2) 0.28861(18) 0.0291(5) Uani 1 1 d . . . C9 C 0.5153(4) 0.29628(17) 0.16650(14) 0.0178(4) Uani 1 1 d . . . C10 C 0.3933(4) 0.19119(18) 0.10727(14) 0.0203(4) Uani 1 1 d . . . C11 C 0.4151(4) 0.08341(19) 0.12925(16) 0.0254(4) Uani 1 1 d . . . C12 C 0.5604(4) 0.07639(19) 0.21001(17) 0.0253(4) Uani 1 1 d . . . C13 C 0.6813(4) 0.17832(18) 0.26875(15) 0.0204(4) Uani 1 1 d . B . C14 C 0.6577(4) 0.28646(18) 0.24751(14) 0.0181(4) Uani 1 1 d . . . C15 C 0.2329(4) 0.1917(2) 0.01841(16) 0.0260(4) Uani 1 1 d . . . C16 C 0.8442(4) 0.1740(2) 0.35600(16) 0.0250(4) Uani 1 1 d . . . F1 F 0.4084(3) 0.42684(12) 0.40471(10) 0.0274(3) Uani 1 1 d . . . F2 F 0.1834(2) 0.43846(12) 0.27939(9) 0.0255(3) Uani 1 1 d . . . F3 F 0.1502(3) 0.55396(13) 0.41062(10) 0.0298(3) Uani 1 1 d . . . F4A F 1.3053(6) 0.7994(3) 0.2532(3) 0.0257(8) Uiso 0.50 1 d P A 1 F5A F 1.0272(6) 0.9044(3) 0.2265(3) 0.0248(9) Uiso 0.50 1 d P A 1 F6A F 1.2157(7) 0.9214(3) 0.3728(3) 0.0315(9) Uiso 0.50 1 d P A 1 F4B F 1.2916(7) 0.7911(3) 0.2264(3) 0.0278(8) Uiso 0.50 1 d P A 2 F5B F 1.0113(7) 0.9182(3) 0.2485(3) 0.0253(9) Uiso 0.50 1 d P A 2 F6B F 1.2652(7) 0.9043(3) 0.3594(3) 0.0317(9) Uiso 0.50 1 d P A 2 F7 F 0.0054(3) 0.22656(14) 0.03440(11) 0.0346(3) Uani 1 1 d . . . F8 F 0.3484(3) 0.26274(13) -0.03174(10) 0.0324(3) Uani 1 1 d . . . F9 F 0.1818(3) 0.08554(13) -0.03862(11) 0.0388(4) Uani 1 1 d . . . F10A F 1.0854(11) 0.1775(5) 0.3488(4) 0.0357(17) Uiso 0.50 1 d P B 1 F11A F 0.7902(6) 0.0705(3) 0.3817(2) 0.0254(7) Uiso 0.50 1 d P B 1 F12A F 0.8052(7) 0.2569(3) 0.4272(2) 0.0288(8) Uiso 0.50 1 d P B 1 F10B F 1.0942(10) 0.1673(5) 0.3355(4) 0.0279(14) Uiso 0.50 1 d P B 2 F11B F 0.7480(7) 0.0900(3) 0.3986(3) 0.0328(9) Uiso 0.50 1 d P B 2 F12B F 0.8701(7) 0.2766(3) 0.4221(2) 0.0229(7) Uiso 0.50 1 d P B 2 H1O H 0.273(6) 0.490(3) 0.042(3) 0.040(9) Uiso 1 1 d . . . H2O H 0.896(8) 0.456(3) 0.086(3) 0.054(11) Uiso 1 1 d . . . H3 H 0.532(5) 0.698(2) 0.464(2) 0.022(6) Uiso 1 1 d . . . H4 H 0.862(7) 0.839(3) 0.441(2) 0.040(8) Uiso 1 1 d . . . H6 H 0.908(5) 0.641(2) 0.183(2) 0.023(7) Uiso 1 1 d . . . H11 H 0.328(6) 0.010(3) 0.085(2) 0.029(7) Uiso 1 1 d . . . H12 H 0.586(6) 0.003(3) 0.224(2) 0.032(7) Uiso 1 1 d . . . H14 H 0.731(5) 0.355(2) 0.2905(19) 0.021(6) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Si1 0.0140(2) 0.0172(3) 0.0177(3) 0.00650(19) 0.00129(18) 0.00198(18) O1 0.0158(6) 0.0261(7) 0.0203(7) 0.0091(6) 0.0016(5) 0.0042(5) O2 0.0163(7) 0.0260(8) 0.0225(7) 0.0112(6) 0.0039(5) 0.0043(6) C1 0.0169(9) 0.0167(9) 0.0210(9) 0.0070(7) -0.0005(7) 0.0023(7) C2 0.0198(9) 0.0175(9) 0.0213(9) 0.0070(7) 0.0009(7) 0.0035(7) C3 0.0307(11) 0.0208(10) 0.0218(10) 0.0049(8) -0.0002(8) 0.0040(8) C4 0.0326(11) 0.0177(10) 0.0268(11) 0.0035(8) -0.0065(9) 0.0017(8) C5 0.0222(10) 0.0174(9) 0.0325(11) 0.0106(8) -0.0044(8) 0.0004(7) C6 0.0198(9) 0.0185(9) 0.0255(10) 0.0097(8) -0.0002(8) 0.0016(7) C7 0.0231(10) 0.0208(10) 0.0209(9) 0.0059(8) 0.0049(7) 0.0046(8) C8 0.0279(11) 0.0182(10) 0.0406(13) 0.0111(9) -0.0046(9) -0.0023(8) C9 0.0170(9) 0.0166(9) 0.0199(9) 0.0043(7) 0.0031(7) 0.0015(7) C10 0.0189(9) 0.0199(10) 0.0212(9) 0.0031(7) 0.0011(7) 0.0023(7) C11 0.0273(11) 0.0178(10) 0.0291(11) 0.0031(8) -0.0008(8) 0.0011(8) C12 0.0276(11) 0.0177(10) 0.0315(11) 0.0077(8) 0.0023(9) 0.0036(8) C13 0.0203(9) 0.0207(10) 0.0216(9) 0.0072(8) 0.0024(7) 0.0042(7) C14 0.0170(9) 0.0175(9) 0.0199(9) 0.0046(7) 0.0019(7) 0.0018(7) C15 0.0289(11) 0.0232(10) 0.0233(10) 0.0014(8) -0.0030(8) 0.0031(8) C16 0.0298(11) 0.0229(10) 0.0246(10) 0.0093(8) -0.0002(8) 0.0077(8) F1 0.0320(7) 0.0246(6) 0.0300(7) 0.0152(5) 0.0052(5) 0.0047(5) F2 0.0218(6) 0.0285(7) 0.0239(6) 0.0039(5) 0.0032(5) -0.0029(5) F3 0.0293(7) 0.0305(7) 0.0311(7) 0.0050(6) 0.0126(5) 0.0077(5) F7 0.0241(7) 0.0403(8) 0.0372(8) 0.0053(6) -0.0065(6) 0.0065(6) F8 0.0393(8) 0.0348(8) 0.0225(7) 0.0078(6) -0.0023(6) 0.0027(6) F9 0.0506(9) 0.0269(7) 0.0309(8) -0.0055(6) -0.0133(7) 0.0036(6) _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 O1 1.6284(15) . ? Si1 O2 1.6407(15) . ? Si1 C9 1.878(2) . ? Si1 C1 1.892(2) . ? O1 H1O 0.82(4) . ? O2 H2O 0.81(4) . ? C1 C6 1.403(3) . ? C1 C2 1.405(3) . ? C2 C3 1.391(3) . ? C2 C7 1.505(3) . ? C3 C4 1.391(3) . ? C3 H3 0.96(3) . ? C4 C5 1.384(3) . ? C4 H4 0.96(4) . ? C5 C6 1.392(3) . ? C5 C8 1.504(3) . ? C6 H6 0.94(3) . ? C7 F3 1.338(2) . ? C7 F1 1.345(2) . ? C7 F2 1.348(2) . ? C8 F4A 1.261(4) . ? C8 F6B 1.281(4) . ? C8 F5B 1.327(4) . ? C8 F5A 1.376(4) . ? C8 F6A 1.405(4) . ? C8 F4B 1.437(4) . ? C9 C14 1.394(3) . ? C9 C10 1.413(3) . ? C10 C11 1.393(3) . ? C10 C15 1.505(3) . ? C11 C12 1.388(3) . ? C11 H11 1.01(3) . ? C12 C13 1.382(3) . ? C12 H12 0.96(3) . ? C13 C14 1.394(3) . ? C13 C16 1.504(3) . ? C14 H14 0.94(3) . ? C15 F7 1.340(3) . ? C15 F8 1.344(3) . ? C15 F9 1.344(3) . ? C16 F10A 1.284(6) . ? C16 F12A 1.327(4) . ? C16 F11B 1.345(4) . ? C16 F11A 1.356(4) . ? C16 F12B 1.376(4) . ? C16 F10B 1.385(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Si1 O2 106.08(8) . . ? O1 Si1 C9 113.77(9) . . ? O2 Si1 C9 107.56(8) . . ? O1 Si1 C1 108.83(9) . . ? O2 Si1 C1 106.07(9) . . ? C9 Si1 C1 113.93(9) . . ? Si1 O1 H1O 116(2) . . ? Si1 O2 H2O 120(3) . . ? C6 C1 C2 116.26(19) . . ? C6 C1 Si1 114.37(15) . . ? C2 C1 Si1 129.04(15) . . ? C3 C2 C1 122.42(19) . . ? C3 C2 C7 116.53(19) . . ? C1 C2 C7 121.05(18) . . ? C2 C3 C4 119.9(2) . . ? C2 C3 H3 118.8(17) . . ? C4 C3 H3 121.3(17) . . ? C5 C4 C3 118.9(2) . . ? C5 C4 H4 122(2) . . ? C3 C4 H4 119(2) . . ? C4 C5 C6 121.0(2) . . ? C4 C5 C8 120.5(2) . . ? C6 C5 C8 118.5(2) . . ? C5 C6 C1 121.5(2) . . ? C5 C6 H6 120.5(18) . . ? C1 C6 H6 118.0(18) . . ? F3 C7 F1 106.28(17) . . ? F3 C7 F2 106.68(17) . . ? F1 C7 F2 106.33(17) . . ? F3 C7 C2 113.23(18) . . ? F1 C7 C2 112.26(17) . . ? F2 C7 C2 111.60(17) . . ? F4A C8 F6B 91.9(3) . . ? F4A C8 F5B 118.8(3) . . ? F6B C8 F5B 105.8(3) . . ? F4A C8 F5A 105.8(3) . . ? F6B C8 F5A 115.2(3) . . ? F5B C8 F5A 14.8(2) . . ? F4A C8 F6A 107.8(3) . . ? F6B C8 F6A 15.8(2) . . ? F5B C8 F6A 96.8(3) . . ? F5A C8 F6A 108.8(3) . . ? F4A C8 F4B 14.6(2) . . ? F6B C8 F4B 104.7(3) . . ? F5B C8 F4B 107.7(3) . . ? F5A C8 F4B 93.7(3) . . ? F6A C8 F4B 120.3(3) . . ? F4A C8 C5 112.9(2) . . ? F6B C8 C5 116.3(3) . . ? F5B C8 C5 110.0(2) . . ? F5A C8 C5 112.5(2) . . ? F6A C8 C5 109.0(2) . . ? F4B C8 C5 111.7(2) . . ? C14 C9 C10 116.72(18) . . ? C14 C9 Si1 115.73(15) . . ? C10 C9 Si1 127.33(15) . . ? C11 C10 C9 121.32(19) . . ? C11 C10 C15 117.54(19) . . ? C9 C10 C15 121.14(19) . . ? C12 C11 C10 120.6(2) . . ? C12 C11 H11 119.9(17) . . ? C10 C11 H11 119.4(17) . . ? C13 C12 C11 118.8(2) . . ? C13 C12 H12 119.5(19) . . ? C11 C12 H12 121.6(19) . . ? C12 C13 C14 120.70(19) . . ? C12 C13 C16 120.34(19) . . ? C14 C13 C16 118.96(19) . . ? C9 C14 C13 121.79(19) . . ? C9 C14 H14 118.6(17) . . ? C13 C14 H14 119.6(17) . . ? F7 C15 F8 106.72(19) . . ? F7 C15 F9 106.14(18) . . ? F8 C15 F9 106.16(19) . . ? F7 C15 C10 112.53(19) . . ? F8 C15 C10 112.39(18) . . ? F9 C15 C10 112.42(19) . . ? F10A C16 F12A 109.6(3) . . ? F10A C16 F11B 113.2(3) . . ? F12A C16 F11B 91.5(3) . . ? F10A C16 F11A 100.7(3) . . ? F12A C16 F11A 107.2(3) . . ? F11B C16 F11A 17.2(2) . . ? F10A C16 F12B 94.6(3) . . ? F12A C16 F12B 17.34(18) . . ? F11B C16 F12B 105.8(3) . . ? F11A C16 F12B 119.9(3) . . ? F10A C16 F10B 8.4(4) . . ? F12A C16 F10B 117.7(3) . . ? F11B C16 F10B 113.5(3) . . ? F11A C16 F10B 99.3(3) . . ? F12B C16 F10B 102.3(3) . . ? F10A C16 C13 115.9(3) . . ? F12A C16 C13 110.9(2) . . ? F11B C16 C13 113.0(2) . . ? F11A C16 C13 111.7(2) . . ? F12B C16 C13 112.4(2) . . ? F10B C16 C13 109.3(3) . . ? 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 O1 H1O O2 0.82(4) 1.86(4) 2.675(2) 172(3) 2_665 O2 H2O O1 0.81(4) 1.93(4) 2.717(2) 162(4) 1_655 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.802 _refine_diff_density_min -0.858 _refine_diff_density_rms 0.084 #==END data_7_dz2a _database_code_depnum_ccdc_archive 'CCDC 857423' #TrackingRef '- Group14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H6 Cl2 F12 Ge' _chemical_formula_sum 'C16 H6 Cl2 F12 Ge' _chemical_formula_weight 569.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7607(3) _cell_length_b 12.0194(4) _cell_length_c 16.2537(5) _cell_angle_alpha 76.83(1) _cell_angle_beta 89.82(2) _cell_angle_gamma 86.76(1) _cell_volume 1853.6(1) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3760 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 30.07 _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.041 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1104 _exptl_absorpt_coefficient_mu 2.059 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.721 _exptl_absorpt_correction_T_max 0.962 _exptl_absorpt_process_details 'Bruker XPREP' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23901 _diffrn_reflns_av_R_equivalents 0.0830 _diffrn_reflns_av_sigmaI/netI 0.1176 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.29 _diffrn_reflns_theta_max 28.50 _reflns_number_total 9356 _reflns_number_gt 5282 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELX-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0400P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9356 _refine_ls_number_parameters 547 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1119 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1191 _refine_ls_wR_factor_gt 0.1042 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _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 Ge1 Ge -0.87101(5) -0.81728(4) 1.51253(3) 0.01706(13) Uani 1 1 d . . . Ge2 Ge -0.34554(5) -0.18589(4) 0.98961(3) 0.01650(13) Uani 1 1 d . . . Cl1 Cl -0.99105(13) -0.86975(11) 1.41947(7) 0.0241(3) Uani 1 1 d . . . Cl2 Cl -0.71105(12) -0.95006(10) 1.54624(8) 0.0245(3) Uani 1 1 d . . . Cl3 Cl -0.47362(12) -0.13068(11) 1.08157(7) 0.0234(3) Uani 1 1 d . . . Cl4 Cl -0.20671(12) -0.05127(10) 0.95208(8) 0.0238(3) Uani 1 1 d . . . F1 F -0.7276(3) -0.7342(2) 1.63278(17) 0.0257(7) Uani 1 1 d . . . F2 F -0.7812(3) -0.7079(3) 1.75496(19) 0.0375(8) Uani 1 1 d . . . F3 F -0.7161(3) -0.8762(3) 1.74038(19) 0.0361(8) Uani 1 1 d . . . F4 F -1.4191(9) -0.9066(8) 1.7379(6) 0.037(3) Uiso 0.50 1 d P A 1 F5 F -1.3689(7) -0.9591(6) 1.6223(4) 0.0256(16) Uiso 0.50 1 d P A 1 F6 F -1.4277(7) -0.7817(6) 1.6208(4) 0.0287(17) Uiso 0.50 1 d P A 1 F4A F -1.4073(8) -0.9367(7) 1.7373(5) 0.025(2) Uiso 0.50 1 d P A 2 F5A F -1.3856(8) -0.9191(7) 1.6018(5) 0.038(2) Uiso 0.50 1 d P A 2 F6A F -1.4346(8) -0.7699(6) 1.6520(5) 0.040(2) Uiso 0.50 1 d P A 2 F7 F -1.0672(3) -0.6324(2) 1.46770(17) 0.0268(7) Uani 1 1 d . . . F8 F -1.0535(3) -0.4587(3) 1.3984(2) 0.0359(8) Uani 1 1 d . . . F9 F -1.0545(3) -0.5943(3) 1.33219(18) 0.0343(8) Uani 1 1 d . . . F10 F -0.3622(6) -0.7164(5) 1.4191(4) 0.0252(15) Uiso 0.50 1 d P B 1 F11 F -0.3607(7) -0.5648(6) 1.4669(4) 0.0351(16) Uiso 0.50 1 d P B 1 F12 F -0.3643(8) -0.5500(7) 1.3304(5) 0.046(2) Uiso 0.50 1 d P B 1 F10A F -0.3610(10) -0.6976(9) 1.4504(7) 0.074(3) Uiso 0.50 1 d P B 2 F11A F -0.3621(8) -0.5181(7) 1.4289(5) 0.049(2) Uiso 0.50 1 d P B 2 F12A F -0.3667(8) -0.5975(7) 1.3271(5) 0.043(2) Uiso 0.50 1 d P B 2 F21 F -0.1915(3) -0.2753(3) 0.87018(17) 0.0297(7) Uani 1 1 d . . . F22 F -0.2406(3) -0.2990(3) 0.74704(19) 0.0392(8) Uani 1 1 d . . . F23 F -0.1968(3) -0.1323(3) 0.7630(2) 0.0405(8) Uani 1 1 d . . . F24 F -0.8642(7) -0.0497(6) 0.8833(4) 0.0203(16) Uiso 0.50 1 d P C 1 F25 F -0.9029(10) -0.0925(8) 0.7627(6) 0.030(3) Uiso 0.50 1 d P C 1 F26 F -0.8978(7) -0.2237(6) 0.8783(5) 0.0250(18) Uiso 0.50 1 d P C 1 F24A F -0.8724(8) -0.0847(7) 0.9009(5) 0.037(2) Uiso 0.50 1 d P C 2 F25A F -0.8969(10) -0.0683(8) 0.7666(6) 0.027(3) Uiso 0.50 1 d P C 2 F26A F -0.9042(8) -0.2321(7) 0.8520(5) 0.035(2) Uiso 0.50 1 d P C 2 F27 F -0.4650(3) -0.5447(3) 1.1202(2) 0.0374(8) Uani 1 1 d . . . F28 F -0.4872(3) -0.4007(3) 1.17677(18) 0.0326(7) Uani 1 1 d . . . F29 F -0.5084(3) -0.3757(2) 1.04187(17) 0.0280(7) Uani 1 1 d . . . F30 F 0.1829(9) -0.2825(8) 1.0510(6) 0.046(2) Uiso 0.50 1 d P D 1 F31 F 0.2097(7) -0.4620(7) 1.0501(5) 0.0390(19) Uiso 0.50 1 d P D 1 F32 F 0.2043(8) -0.4056(7) 1.1665(5) 0.039(2) Uiso 0.50 1 d P D 1 F30A F 0.1820(7) -0.2748(6) 1.0791(5) 0.0298(19) Uiso 0.50 1 d P D 2 F31A F 0.2030(7) -0.4187(6) 1.0211(4) 0.0300(16) Uiso 0.50 1 d P D 2 F32A F 0.2123(7) -0.4469(7) 1.1577(4) 0.0335(19) Uiso 0.50 1 d P D 2 C1 C -0.9844(5) -0.8220(4) 1.6124(3) 0.0160(10) Uani 1 1 d . . . C2 C -0.9372(5) -0.8053(4) 1.6891(3) 0.0181(10) Uani 1 1 d . . . C3 C -1.0239(5) -0.8137(4) 1.7580(3) 0.0206(11) Uani 1 1 d . . . H3A H -0.9894 -0.8035 1.8102 0.025 Uiso 1 1 calc R . . C4 C -1.1604(5) -0.8367(4) 1.7510(3) 0.0231(11) Uani 1 1 d . . . H4A H -1.2199 -0.8421 1.7980 0.028 Uiso 1 1 calc R . . C5 C -1.2085(5) -0.8517(4) 1.6748(3) 0.0201(10) Uani 1 1 d . A . C6 C -1.1205(5) -0.8453(4) 1.6068(3) 0.0189(10) Uani 1 1 d . . . H6A H -1.1548 -0.8572 1.5550 0.023 Uiso 1 1 calc R . . C7 C -0.7914(5) -0.7812(4) 1.7047(3) 0.0223(11) Uani 1 1 d . . . C8 C -1.3560(5) -0.8730(5) 1.6652(3) 0.0265(12) Uani 1 1 d . . . C9 C -0.7832(5) -0.6806(4) 1.4513(3) 0.0172(10) Uani 1 1 d . . . C10 C -0.8533(5) -0.5806(4) 1.4069(3) 0.0189(10) Uani 1 1 d . . . C11 C -0.7808(5) -0.4899(4) 1.3625(3) 0.0244(11) Uani 1 1 d . . . H11A H -0.8293 -0.4220 1.3328 0.029 Uiso 1 1 calc R . . C12 C -0.6382(5) -0.4976(4) 1.3613(3) 0.0249(12) Uani 1 1 d . . . H12A H -0.5890 -0.4359 1.3303 0.030 Uiso 1 1 calc R . . C13 C -0.5697(5) -0.5956(4) 1.4053(3) 0.0222(11) Uani 1 1 d . B . C14 C -0.6402(5) -0.6862(4) 1.4511(3) 0.0175(10) Uani 1 1 d . . . H14A H -0.5906 -0.7525 1.4825 0.021 Uiso 1 1 calc R . . C15 C -1.0052(5) -0.5664(4) 1.4016(3) 0.0231(11) Uani 1 1 d . . . C16 C -0.4156(5) -0.6033(5) 1.4043(3) 0.0289(12) Uani 1 1 d . . . C21 C -0.4599(5) -0.1849(4) 0.8910(3) 0.0162(10) Uani 1 1 d . . . C22 C -0.4101(5) -0.2027(4) 0.8138(3) 0.0188(10) Uani 1 1 d . . . C23 C -0.4980(5) -0.1939(4) 0.7452(3) 0.0225(11) Uani 1 1 d . . . H23A H -0.4619 -0.2049 0.6931 0.027 Uiso 1 1 calc R . . C24 C -0.6363(5) -0.1697(4) 0.7518(3) 0.0221(11) Uani 1 1 d . . . H24A H -0.6961 -0.1643 0.7048 0.027 Uiso 1 1 calc R . . C25 C -0.6871(5) -0.1531(4) 0.8285(3) 0.0196(10) Uani 1 1 d . C . C26 C -0.5993(5) -0.1606(4) 0.8966(3) 0.0177(10) Uani 1 1 d . . . H26A H -0.6357 -0.1487 0.9484 0.021 Uiso 1 1 calc R . . C28 C -0.8387(5) -0.1312(5) 0.8368(3) 0.0250(12) Uani 1 1 d . . . C36 C 0.1472(5) -0.3874(5) 1.0881(3) 0.0247(12) Uani 1 1 d . . . C27 C -0.2607(5) -0.2267(5) 0.7984(3) 0.0238(11) Uani 1 1 d . . . C29 C -0.2330(5) -0.3187(4) 1.0514(3) 0.0168(10) Uani 1 1 d . D . C30 C -0.2850(5) -0.4189(4) 1.1004(3) 0.0177(10) Uani 1 1 d . . . C31 C -0.1966(5) -0.5061(4) 1.1439(3) 0.0215(11) Uani 1 1 d . D . H31A H -0.2331 -0.5734 1.1769 0.026 Uiso 1 1 calc R . . C32 C -0.0570(5) -0.4976(4) 1.1405(3) 0.0246(12) Uani 1 1 d . . . H32A H 0.0028 -0.5581 1.1708 0.030 Uiso 1 1 calc R D . C33 C -0.0047(5) -0.3986(4) 1.0920(3) 0.0206(11) Uani 1 1 d . D . C34 C -0.0919(5) -0.3102(4) 1.0476(3) 0.0171(10) Uani 1 1 d . . . H34A H -0.0546 -0.2433 1.0145 0.020 Uiso 1 1 calc R D . C35 C -0.4347(5) -0.4339(4) 1.1089(3) 0.0229(11) 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 Ge1 0.0179(3) 0.0174(3) 0.0164(3) -0.0045(2) 0.0014(2) -0.0028(2) Ge2 0.0164(3) 0.0171(3) 0.0161(3) -0.0043(2) 0.0001(2) 0.0005(2) Cl1 0.0286(7) 0.0265(7) 0.0194(6) -0.0083(5) -0.0005(5) -0.0085(5) Cl2 0.0231(6) 0.0190(6) 0.0304(7) -0.0045(5) 0.0013(5) 0.0017(5) Cl3 0.0254(7) 0.0255(6) 0.0197(6) -0.0074(5) 0.0022(5) 0.0047(5) Cl4 0.0240(6) 0.0187(6) 0.0282(7) -0.0035(5) -0.0001(5) -0.0037(5) F1 0.0239(16) 0.0329(17) 0.0222(15) -0.0087(13) 0.0017(12) -0.0079(13) F2 0.0362(19) 0.056(2) 0.0320(18) -0.0303(16) 0.0021(15) -0.0158(16) F3 0.0272(17) 0.0345(19) 0.0398(19) 0.0049(15) -0.0128(15) 0.0018(14) F7 0.0191(15) 0.0311(17) 0.0262(16) 0.0010(13) 0.0038(12) 0.0010(13) F8 0.0327(18) 0.0232(17) 0.048(2) -0.0013(15) 0.0026(15) 0.0032(14) F9 0.0294(17) 0.048(2) 0.0227(16) -0.0031(14) -0.0063(14) -0.0022(15) F21 0.0239(16) 0.0413(19) 0.0237(16) -0.0097(14) -0.0023(13) 0.0094(14) F22 0.0340(19) 0.056(2) 0.0349(19) -0.0289(17) -0.0036(15) 0.0128(16) F23 0.0289(18) 0.042(2) 0.045(2) 0.0033(16) 0.0141(15) -0.0085(15) F27 0.0365(19) 0.0246(17) 0.048(2) 0.0010(15) 0.0010(16) -0.0109(14) F28 0.0262(17) 0.048(2) 0.0232(16) -0.0066(14) 0.0073(13) -0.0022(15) F29 0.0254(16) 0.0306(17) 0.0259(16) -0.0005(13) -0.0017(13) -0.0074(13) C1 0.015(2) 0.013(2) 0.021(2) -0.0040(19) 0.001(2) -0.0013(19) C2 0.022(3) 0.014(2) 0.016(2) -0.0013(19) -0.002(2) 0.000(2) C3 0.025(3) 0.019(3) 0.018(2) -0.005(2) 0.002(2) -0.002(2) C4 0.029(3) 0.017(3) 0.022(3) -0.002(2) 0.006(2) 0.000(2) C5 0.016(2) 0.019(3) 0.025(3) -0.005(2) 0.002(2) 0.001(2) C6 0.019(3) 0.021(3) 0.015(2) -0.0012(19) -0.001(2) -0.001(2) C7 0.021(3) 0.029(3) 0.018(3) -0.006(2) 0.000(2) -0.003(2) C8 0.024(3) 0.030(3) 0.027(3) -0.008(2) 0.010(2) -0.006(2) C9 0.020(3) 0.020(2) 0.012(2) -0.0037(19) 0.0009(19) -0.003(2) C10 0.016(2) 0.023(3) 0.019(2) -0.006(2) 0.002(2) -0.005(2) C11 0.029(3) 0.022(3) 0.020(3) -0.001(2) 0.003(2) 0.000(2) C12 0.028(3) 0.026(3) 0.023(3) -0.006(2) 0.007(2) -0.011(2) C13 0.025(3) 0.026(3) 0.018(3) -0.011(2) 0.005(2) -0.005(2) C14 0.016(2) 0.024(3) 0.014(2) -0.008(2) -0.0008(19) -0.003(2) C15 0.025(3) 0.019(3) 0.022(3) 0.000(2) 0.000(2) 0.005(2) C16 0.025(3) 0.037(3) 0.024(3) -0.003(2) 0.005(2) -0.014(2) C21 0.017(2) 0.015(2) 0.016(2) -0.0025(19) -0.0014(19) -0.0022(19) C22 0.025(3) 0.015(2) 0.016(2) -0.0036(19) -0.001(2) -0.002(2) C23 0.027(3) 0.028(3) 0.013(2) -0.006(2) -0.001(2) -0.003(2) C24 0.022(3) 0.025(3) 0.019(3) -0.002(2) -0.006(2) -0.004(2) C25 0.018(3) 0.017(2) 0.023(3) -0.004(2) -0.001(2) 0.001(2) C26 0.020(3) 0.018(2) 0.014(2) -0.0007(19) 0.003(2) -0.004(2) C28 0.022(3) 0.030(3) 0.023(3) -0.003(2) -0.003(2) -0.005(2) C36 0.024(3) 0.031(3) 0.018(3) -0.005(2) -0.003(2) 0.007(2) C27 0.025(3) 0.030(3) 0.015(2) -0.004(2) 0.000(2) 0.001(2) C29 0.021(3) 0.016(2) 0.014(2) -0.0051(19) 0.0010(19) -0.001(2) C30 0.021(3) 0.017(2) 0.015(2) -0.0044(19) 0.003(2) 0.002(2) C31 0.030(3) 0.016(2) 0.018(2) -0.003(2) 0.005(2) 0.004(2) C32 0.024(3) 0.028(3) 0.019(3) -0.003(2) -0.003(2) 0.010(2) C33 0.020(3) 0.024(3) 0.018(2) -0.007(2) 0.003(2) 0.001(2) C34 0.017(2) 0.025(3) 0.010(2) -0.0045(19) 0.0011(19) -0.003(2) C35 0.023(3) 0.021(3) 0.023(3) -0.001(2) 0.000(2) -0.006(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ge1 C1 1.954(4) . ? Ge1 C9 1.958(5) . ? Ge1 Cl1 2.1420(13) . ? Ge1 Cl2 2.1472(13) . ? Ge2 C21 1.954(4) . ? Ge2 C29 1.960(5) . ? Ge2 Cl3 2.1411(12) . ? Ge2 Cl4 2.1491(13) . ? F1 C7 1.345(5) . ? F2 C7 1.338(6) . ? F3 C7 1.337(6) . ? F4 C8 1.321(10) . ? F5 C8 1.386(8) . ? F6 C8 1.330(8) . ? F4A C8 1.356(9) . ? F5A C8 1.317(9) . ? F6A C8 1.394(9) . ? F7 C15 1.345(5) . ? F8 C15 1.342(6) . ? F9 C15 1.346(6) . ? F10 C16 1.397(8) . ? F11 C16 1.335(8) . ? F12 C16 1.336(9) . ? F10A C16 1.296(11) . ? F11A C16 1.315(9) . ? F12A C16 1.329(9) . ? F21 C27 1.345(5) . ? F22 C27 1.342(6) . ? F23 C27 1.337(6) . ? F24 C28 1.378(8) . ? F25 C28 1.333(11) . ? F26 C28 1.323(8) . ? F24A C28 1.322(9) . ? F25A C28 1.327(10) . ? F26A C28 1.375(9) . ? F27 C35 1.353(6) . ? F28 C35 1.346(6) . ? F29 C35 1.340(5) . ? F30 C36 1.333(10) . ? F31 C36 1.321(8) . ? F32 C36 1.360(9) . ? F30A C36 1.390(9) . ? F31A C36 1.335(8) . ? F32A C36 1.334(8) . ? C1 C6 1.380(6) . ? C1 C2 1.391(6) . ? C2 C3 1.390(6) . ? C2 C7 1.502(7) . ? C3 C4 1.386(7) . ? C3 H3A 0.9500 . ? C4 C5 1.379(7) . ? C4 H4A 0.9500 . ? C5 C6 1.389(6) . ? C5 C8 1.492(7) . ? C6 H6A 0.9500 . ? C9 C14 1.393(6) . ? C9 C10 1.396(7) . ? C10 C11 1.391(7) . ? C10 C15 1.484(7) . ? C11 C12 1.390(7) . ? C11 H11A 0.9500 . ? C12 C13 1.370(7) . ? C12 H12A 0.9500 . ? C13 C14 1.386(7) . ? C13 C16 1.502(7) . ? C14 H14A 0.9500 . ? C21 C26 1.383(6) . ? C21 C22 1.401(6) . ? C22 C23 1.391(6) . ? C22 C27 1.501(7) . ? C23 C24 1.374(7) . ? C23 H23A 0.9500 . ? C24 C25 1.392(7) . ? C24 H24A 0.9500 . ? C25 C26 1.386(6) . ? C25 C28 1.500(7) . ? C26 H26A 0.9500 . ? C36 C33 1.496(7) . ? C29 C34 1.387(6) . ? C29 C30 1.404(6) . ? C30 C31 1.381(6) . ? C30 C35 1.484(7) . ? C31 C32 1.372(7) . ? C31 H31A 0.9500 . ? C32 C33 1.391(7) . ? C32 H32A 0.9500 . ? C33 C34 1.388(6) . ? C34 H34A 0.9500 . ? 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 C1 Ge1 C9 123.94(19) . . ? C1 Ge1 Cl1 108.02(14) . . ? C9 Ge1 Cl1 105.16(14) . . ? C1 Ge1 Cl2 107.25(14) . . ? C9 Ge1 Cl2 106.55(14) . . ? Cl1 Ge1 Cl2 104.35(5) . . ? C21 Ge2 C29 124.65(19) . . ? C21 Ge2 Cl3 107.72(14) . . ? C29 Ge2 Cl3 106.15(13) . . ? C21 Ge2 Cl4 106.81(14) . . ? C29 Ge2 Cl4 105.62(14) . . ? Cl3 Ge2 Cl4 104.18(5) . . ? C6 C1 C2 117.7(4) . . ? C6 C1 Ge1 117.6(3) . . ? C2 C1 Ge1 124.7(3) . . ? C3 C2 C1 121.0(4) . . ? C3 C2 C7 115.5(4) . . ? C1 C2 C7 123.5(4) . . ? C4 C3 C2 120.5(4) . . ? C4 C3 H3A 119.8 . . ? C2 C3 H3A 119.8 . . ? C5 C4 C3 118.9(5) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 120.2(5) . . ? C4 C5 C8 119.7(4) . . ? C6 C5 C8 120.1(4) . . ? C1 C6 C5 121.7(4) . . ? C1 C6 H6A 119.2 . . ? C5 C6 H6A 119.2 . . ? F3 C7 F2 107.0(4) . . ? F3 C7 F1 106.3(4) . . ? F2 C7 F1 105.8(4) . . ? F3 C7 C2 112.2(4) . . ? F2 C7 C2 113.0(4) . . ? F1 C7 C2 112.1(4) . . ? F5A C8 F4 119.0(6) . . ? F5A C8 F6 84.1(6) . . ? F4 C8 F6 107.5(6) . . ? F5A C8 F4A 108.9(6) . . ? F4 C8 F4A 16.1(5) . . ? F6 C8 F4A 120.7(6) . . ? F5A C8 F5 22.7(4) . . ? F4 C8 F5 106.0(6) . . ? F6 C8 F5 106.1(6) . . ? F4A C8 F5 92.4(6) . . ? F5A C8 F6A 105.9(6) . . ? F4 C8 F6A 88.6(6) . . ? F6 C8 F6A 23.6(4) . . ? F4A C8 F6A 103.9(6) . . ? F5 C8 F6A 126.4(6) . . ? F5A C8 C5 115.7(5) . . ? F4 C8 C5 113.6(6) . . ? F6 C8 C5 112.8(5) . . ? F4A C8 C5 112.0(5) . . ? F5 C8 C5 110.4(5) . . ? F6A C8 C5 109.7(5) . . ? C14 C9 C10 118.5(4) . . ? C14 C9 Ge1 116.7(3) . . ? C10 C9 Ge1 124.8(4) . . ? C11 C10 C9 120.2(4) . . ? C11 C10 C15 116.9(4) . . ? C9 C10 C15 123.0(4) . . ? C12 C11 C10 120.7(5) . . ? C12 C11 H11A 119.6 . . ? C10 C11 H11A 119.6 . . ? C13 C12 C11 119.0(5) . . ? C13 C12 H12A 120.5 . . ? C11 C12 H12A 120.5 . . ? C12 C13 C14 121.1(5) . . ? C12 C13 C16 118.8(5) . . ? C14 C13 C16 120.1(5) . . ? C13 C14 C9 120.5(4) . . ? C13 C14 H14A 119.8 . . ? C9 C14 H14A 119.8 . . ? F8 C15 F7 105.9(4) . . ? F8 C15 F9 106.1(4) . . ? F7 C15 F9 106.1(4) . . ? F8 C15 C10 113.2(4) . . ? F7 C15 C10 113.1(4) . . ? F9 C15 C10 111.9(4) . . ? F10A C16 F11A 107.5(7) . . ? F10A C16 F12A 105.4(7) . . ? F11A C16 F12A 104.6(6) . . ? F10A C16 F11 79.3(6) . . ? F11A C16 F11 32.1(4) . . ? F12A C16 F11 127.9(6) . . ? F10A C16 F12 123.4(7) . . ? F11A C16 F12 81.5(6) . . ? F12A C16 F12 25.5(4) . . ? F11 C16 F12 109.8(6) . . ? F10A C16 F10 25.5(5) . . ? F11A C16 F10 126.8(6) . . ? F12A C16 F10 83.5(6) . . ? F11 C16 F10 103.1(6) . . ? F12 C16 F10 105.9(6) . . ? F10A C16 C13 113.8(6) . . ? F11A C16 C13 112.6(5) . . ? F12A C16 C13 112.2(5) . . ? F11 C16 C13 112.4(5) . . ? F12 C16 C13 113.0(5) . . ? F10 C16 C13 112.1(5) . . ? C26 C21 C22 117.6(4) . . ? C26 C21 Ge2 117.7(3) . . ? C22 C21 Ge2 124.6(3) . . ? C23 C22 C21 120.8(4) . . ? C23 C22 C27 116.0(4) . . ? C21 C22 C27 123.1(4) . . ? C24 C23 C22 120.9(4) . . ? C24 C23 H23A 119.6 . . ? C22 C23 H23A 119.6 . . ? C23 C24 C25 118.8(4) . . ? C23 C24 H24A 120.6 . . ? C25 C24 H24A 120.6 . . ? C26 C25 C24 120.4(4) . . ? C26 C25 C28 120.7(4) . . ? C24 C25 C28 118.9(4) . . ? C21 C26 C25 121.6(4) . . ? C21 C26 H26A 119.2 . . ? C25 C26 H26A 119.2 . . ? F24A C28 F26 87.0(6) . . ? F24A C28 F25A 109.2(7) . . ? F26 C28 F25A 119.6(6) . . ? F24A C28 F25 119.2(7) . . ? F26 C28 F25 108.8(6) . . ? F25A C28 F25 13.8(6) . . ? F24A C28 F26A 104.9(6) . . ? F26 C28 F26A 19.8(4) . . ? F25A C28 F26A 104.7(6) . . ? F25 C28 F26A 92.3(6) . . ? F24A C28 F24 19.6(4) . . ? F26 C28 F24 105.7(6) . . ? F25A C28 F24 94.6(6) . . ? F25 C28 F24 106.7(6) . . ? F26A C28 F24 122.4(6) . . ? F24A C28 C25 113.8(5) . . ? F26 C28 C25 111.9(5) . . ? F25A C28 C25 112.8(6) . . ? F25 C28 C25 113.1(6) . . ? F26A C28 C25 110.7(5) . . ? F24 C28 C25 110.3(5) . . ? F31 C36 F30 109.1(6) . . ? F31 C36 F32A 85.4(6) . . ? F30 C36 F32A 120.7(7) . . ? F31 C36 F31A 26.9(4) . . ? F30 C36 F31A 85.5(6) . . ? F32A C36 F31A 108.8(6) . . ? F31 C36 F32 106.7(6) . . ? F30 C36 F32 103.3(6) . . ? F32A C36 F32 23.5(4) . . ? F31A C36 F32 126.4(6) . . ? F31 C36 F30A 124.8(6) . . ? F30 C36 F30A 20.4(5) . . ? F32A C36 F30A 105.9(6) . . ? F31A C36 F30A 104.2(6) . . ? F32 C36 F30A 85.5(6) . . ? F31 C36 C33 112.1(5) . . ? F30 C36 C33 113.5(5) . . ? F32A C36 C33 112.6(5) . . ? F31A C36 C33 112.5(5) . . ? F32 C36 C33 111.6(5) . . ? F30A C36 C33 112.2(5) . . ? F23 C27 F22 106.3(4) . . ? F23 C27 F21 106.5(4) . . ? F22 C27 F21 105.9(4) . . ? F23 C27 C22 112.9(4) . . ? F22 C27 C22 112.5(4) . . ? F21 C27 C22 112.2(4) . . ? C34 C29 C30 118.5(4) . . ? C34 C29 Ge2 116.6(3) . . ? C30 C29 Ge2 124.8(4) . . ? C31 C30 C29 120.2(5) . . ? C31 C30 C35 118.0(4) . . ? C29 C30 C35 121.8(4) . . ? C32 C31 C30 121.4(5) . . ? C32 C31 H31A 119.3 . . ? C30 C31 H31A 119.3 . . ? C31 C32 C33 118.8(5) . . ? C31 C32 H32A 120.6 . . ? C33 C32 H32A 120.6 . . ? C34 C33 C32 120.7(5) . . ? C34 C33 C36 119.8(4) . . ? C32 C33 C36 119.5(4) . . ? C29 C34 C33 120.4(4) . . ? C29 C34 H34A 119.8 . . ? C33 C34 H34A 119.8 . . ? F29 C35 F28 106.6(4) . . ? F29 C35 F27 106.5(4) . . ? F28 C35 F27 104.8(4) . . ? F29 C35 C30 113.6(4) . . ? F28 C35 C30 112.5(4) . . ? F27 C35 C30 112.2(4) . . ? 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 C9 Ge1 C1 C2 -63.7(5) . . . . ? C1 Ge1 C9 C10 -65.6(5) . . . . ? C29 Ge2 C21 C22 -62.8(5) . . . . ? C21 Ge2 C29 C30 -68.3(5) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.281 _refine_diff_density_min -1.040 _refine_diff_density_rms 0.144 #==END data_8_s156 _database_code_depnum_ccdc_archive 'CCDC 857424' #TrackingRef '- Group14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H12 Br2 F24 Ge2' _chemical_formula_sum 'C32 H12 Br2 F24 Ge2' _chemical_formula_weight 1157.42 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ge Ge 0.1547 1.8001 '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 orthorhombic _symmetry_space_group_name_H-M Pbcn _symmetry_space_group_name_Hall '-P 2n 2ab' 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 20.5512(3) _cell_length_b 8.80090(10) _cell_length_c 20.5700(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3720.48(9) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 9644 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 30.45 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.066 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2216 _exptl_absorpt_coefficient_mu 3.910 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3498 _exptl_absorpt_correction_T_max 0.5735 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30686 _diffrn_reflns_av_R_equivalents 0.0390 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 29.50 _reflns_number_total 5183 _reflns_number_gt 4267 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELX-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0400P)^2^+3.5000P] 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 5183 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0291 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0706 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ge1 Ge 0.508852(10) 0.84668(3) 0.808919(11) 0.01575(6) Uani 1 1 d . . . Br1 Br 0.451056(11) 1.06588(3) 0.833450(12) 0.02377(7) Uani 1 1 d . . . C1 C 0.46897(10) 0.6835(2) 0.86096(11) 0.0182(4) Uani 1 1 d . . . C2 C 0.49658(11) 0.5395(3) 0.86998(11) 0.0223(4) Uani 1 1 d . . . C3 C 0.46726(13) 0.4315(3) 0.90981(13) 0.0283(5) Uani 1 1 d . . . C4 C 0.40890(13) 0.4643(3) 0.94048(13) 0.0287(5) Uani 1 1 d . . . C5 C 0.38081(11) 0.6054(3) 0.93163(11) 0.0230(5) Uani 1 1 d . . . C6 C 0.41021(10) 0.7147(3) 0.89268(11) 0.0198(4) Uani 1 1 d . . . C7 C 0.31773(12) 0.6401(3) 0.96564(13) 0.0296(5) Uani 1 1 d . . . C8 C 0.56054(12) 0.4994(3) 0.83959(13) 0.0275(5) Uani 1 1 d . . . C9 C 0.60120(10) 0.8865(3) 0.82866(11) 0.0188(4) Uani 1 1 d . . . C10 C 0.62633(11) 0.9420(3) 0.88729(11) 0.0222(4) Uani 1 1 d . . . C11 C 0.69213(12) 0.9750(4) 0.89375(13) 0.0323(6) Uani 1 1 d . . . C12 C 0.73457(12) 0.9515(4) 0.84251(14) 0.0342(6) Uani 1 1 d . . . C13 C 0.71085(11) 0.8934(3) 0.78479(12) 0.0244(5) Uani 1 1 d . . . C14 C 0.64505(10) 0.8617(3) 0.77759(11) 0.0193(4) Uani 1 1 d . . . C15 C 0.75820(12) 0.8651(3) 0.72991(13) 0.0304(5) Uani 1 1 d . . . C16 C 0.58591(12) 0.9712(3) 0.94700(12) 0.0265(5) Uani 1 1 d . . . F1 F 0.30059(8) 0.7864(2) 0.96222(9) 0.0443(4) Uani 1 1 d . . . F2 F 0.26852(9) 0.5638(3) 0.94156(13) 0.0704(8) Uani 1 1 d . . . F3 F 0.32132(11) 0.6113(3) 1.02856(10) 0.0778(8) Uani 1 1 d . . . F4 F 0.56700(7) 0.56031(17) 0.77958(7) 0.0279(3) Uani 1 1 d . . . F5 F 0.57059(10) 0.35164(18) 0.83412(10) 0.0475(5) Uani 1 1 d . . . F6 F 0.61064(7) 0.5552(2) 0.87466(8) 0.0387(4) Uani 1 1 d . . . F7 F 0.79704(8) 0.9847(2) 0.72049(10) 0.0491(5) Uani 1 1 d . . . F8 F 0.79794(9) 0.7500(2) 0.74277(10) 0.0531(5) Uani 1 1 d . . . F9 F 0.72910(8) 0.8348(3) 0.67446(9) 0.0579(6) Uani 1 1 d . . . F10 F 0.61808(8) 0.9330(2) 1.00138(7) 0.0387(4) Uani 1 1 d . . . F11 F 0.53065(8) 0.8903(2) 0.94813(7) 0.0334(3) Uani 1 1 d . . . F12 F 0.56967(8) 1.1172(2) 0.95323(8) 0.0372(4) Uani 1 1 d . . . H3 H 0.4855(15) 0.335(4) 0.9144(16) 0.035(9) Uiso 1 1 d . . . H4 H 0.3916(14) 0.390(4) 0.9668(14) 0.028(8) Uiso 1 1 d . . . H6 H 0.3907(13) 0.809(3) 0.8886(12) 0.015(6) Uiso 1 1 d . . . H11 H 0.7068(15) 1.014(4) 0.9339(15) 0.034(8) Uiso 1 1 d . . . H14 H 0.6320(13) 0.819(3) 0.7386(13) 0.019(7) Uiso 1 1 d . . . H15 H 0.7798(17) 0.978(4) 0.8463(17) 0.048(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ge1 0.01352(10) 0.01790(11) 0.01584(11) -0.00044(8) 0.00067(7) -0.00055(8) Br1 0.02498(12) 0.01912(11) 0.02720(13) -0.00353(8) 0.00270(8) 0.00280(8) C1 0.0177(9) 0.0196(10) 0.0173(10) 0.0006(8) 0.0009(7) -0.0008(8) C2 0.0212(10) 0.0232(11) 0.0224(11) -0.0014(9) 0.0021(8) 0.0013(8) C3 0.0328(12) 0.0215(12) 0.0306(13) 0.0023(10) 0.0058(10) 0.0012(10) C4 0.0331(13) 0.0239(12) 0.0292(13) 0.0049(10) 0.0087(10) -0.0061(10) C5 0.0225(10) 0.0273(11) 0.0194(11) -0.0014(9) 0.0030(8) -0.0035(9) C6 0.0192(9) 0.0239(11) 0.0163(10) -0.0009(8) 0.0012(8) -0.0005(8) C7 0.0241(11) 0.0364(14) 0.0281(13) 0.0058(11) 0.0073(9) -0.0045(10) C8 0.0269(12) 0.0228(12) 0.0327(14) 0.0042(10) 0.0043(9) 0.0058(9) C9 0.0159(9) 0.0205(10) 0.0200(10) 0.0022(8) -0.0008(8) -0.0012(8) C10 0.0209(10) 0.0269(12) 0.0188(11) -0.0005(9) -0.0008(8) -0.0007(9) C11 0.0238(12) 0.0507(16) 0.0226(12) -0.0069(11) -0.0063(9) -0.0043(11) C12 0.0163(11) 0.0544(18) 0.0319(14) -0.0051(12) -0.0045(9) -0.0066(11) C13 0.0178(10) 0.0294(12) 0.0262(12) 0.0013(10) 0.0000(8) -0.0016(9) C14 0.0171(9) 0.0215(11) 0.0195(11) 0.0001(8) -0.0023(8) -0.0022(8) C15 0.0193(11) 0.0422(15) 0.0298(13) -0.0013(11) 0.0015(9) -0.0029(10) C16 0.0236(11) 0.0354(13) 0.0207(11) -0.0036(10) -0.0010(8) -0.0033(10) F1 0.0359(9) 0.0415(10) 0.0554(11) -0.0018(8) 0.0216(8) 0.0041(8) F2 0.0292(9) 0.0703(15) 0.112(2) -0.0427(13) 0.0225(11) -0.0212(10) F3 0.0564(12) 0.139(2) 0.0382(11) 0.0401(13) 0.0262(9) 0.0417(14) F4 0.0258(7) 0.0316(8) 0.0262(7) 0.0007(6) 0.0076(6) 0.0045(6) F5 0.0513(10) 0.0226(8) 0.0686(13) 0.0040(8) 0.0276(9) 0.0122(7) F6 0.0208(7) 0.0564(11) 0.0388(9) 0.0064(8) -0.0033(6) 0.0083(7) F7 0.0377(9) 0.0509(11) 0.0588(12) -0.0027(9) 0.0241(8) -0.0147(8) F8 0.0460(10) 0.0546(12) 0.0589(12) 0.0063(9) 0.0176(9) 0.0190(9) F9 0.0266(8) 0.119(2) 0.0278(9) -0.0155(10) 0.0059(7) -0.0094(10) F10 0.0374(8) 0.0611(11) 0.0177(7) -0.0003(7) -0.0058(6) -0.0018(8) F11 0.0295(7) 0.0480(9) 0.0226(7) -0.0076(7) 0.0053(6) -0.0126(7) F12 0.0411(9) 0.0361(9) 0.0345(9) -0.0091(7) 0.0089(7) 0.0017(7) _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 Ge1 C1 1.970(2) . ? Ge1 C9 1.972(2) . ? Ge1 Br1 2.3209(3) . ? Ge1 Ge1 2.4511(4) 3_656 ? C1 C6 1.400(3) . ? C1 C2 1.401(3) . ? C2 C3 1.392(3) . ? C2 C8 1.498(3) . ? C3 C4 1.386(4) . ? C3 H3 0.93(3) . ? C4 C5 1.381(4) . ? C4 H4 0.92(3) . ? C5 C6 1.390(3) . ? C5 C7 1.505(3) . ? C6 H6 0.92(3) . ? C7 F2 1.311(3) . ? C7 F3 1.321(3) . ? C7 F1 1.337(3) . ? C8 F5 1.322(3) . ? C8 F6 1.350(3) . ? C8 F4 1.352(3) . ? C9 C10 1.400(3) . ? C9 C14 1.401(3) . ? C10 C11 1.390(3) . ? C10 C16 1.505(3) . ? C11 C12 1.384(4) . ? C11 H11 0.94(3) . ? C12 C13 1.382(4) . ? C12 H15 0.96(4) . ? C13 C14 1.389(3) . ? C13 C15 1.511(3) . ? C14 H14 0.93(3) . ? C15 F9 1.315(3) . ? C15 F8 1.328(3) . ? C15 F7 1.336(3) . ? C16 F12 1.334(3) . ? C16 F11 1.341(3) . ? C16 F10 1.342(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ge1 C9 114.71(9) . . ? C1 Ge1 Br1 105.96(6) . . ? C9 Ge1 Br1 107.46(7) . . ? C1 Ge1 Ge1 118.40(6) . 3_656 ? C9 Ge1 Ge1 110.27(7) . 3_656 ? Br1 Ge1 Ge1 97.993(10) . 3_656 ? C6 C1 C2 117.7(2) . . ? C6 C1 Ge1 117.99(17) . . ? C2 C1 Ge1 124.26(16) . . ? C3 C2 C1 121.4(2) . . ? C3 C2 C8 117.7(2) . . ? C1 C2 C8 120.9(2) . . ? C4 C3 C2 120.0(2) . . ? C4 C3 H3 120(2) . . ? C2 C3 H3 120(2) . . ? C5 C4 C3 119.3(2) . . ? C5 C4 H4 123.7(19) . . ? C3 C4 H4 117.0(19) . . ? C4 C5 C6 121.1(2) . . ? C4 C5 C7 118.8(2) . . ? C6 C5 C7 120.1(2) . . ? C5 C6 C1 120.5(2) . . ? C5 C6 H6 118.9(16) . . ? C1 C6 H6 120.6(16) . . ? F2 C7 F3 108.3(2) . . ? F2 C7 F1 105.7(2) . . ? F3 C7 F1 104.6(2) . . ? F2 C7 C5 112.6(2) . . ? F3 C7 C5 111.6(2) . . ? F1 C7 C5 113.5(2) . . ? F5 C8 F6 106.5(2) . . ? F5 C8 F4 107.3(2) . . ? F6 C8 F4 105.6(2) . . ? F5 C8 C2 113.9(2) . . ? F6 C8 C2 111.1(2) . . ? F4 C8 C2 111.9(2) . . ? C10 C9 C14 117.6(2) . . ? C10 C9 Ge1 126.47(17) . . ? C14 C9 Ge1 115.89(16) . . ? C11 C10 C9 121.0(2) . . ? C11 C10 C16 115.0(2) . . ? C9 C10 C16 124.0(2) . . ? C12 C11 C10 120.6(2) . . ? C12 C11 H11 121.3(19) . . ? C10 C11 H11 118.0(19) . . ? C13 C12 C11 119.2(2) . . ? C13 C12 H15 120(2) . . ? C11 C12 H15 121(2) . . ? C12 C13 C14 120.6(2) . . ? C12 C13 C15 118.4(2) . . ? C14 C13 C15 120.9(2) . . ? C13 C14 C9 121.0(2) . . ? C13 C14 H14 117.2(17) . . ? C9 C14 H14 121.7(17) . . ? F9 C15 F8 107.3(2) . . ? F9 C15 F7 107.8(2) . . ? F8 C15 F7 105.2(2) . . ? F9 C15 C13 112.9(2) . . ? F8 C15 C13 111.9(2) . . ? F7 C15 C13 111.3(2) . . ? F12 C16 F11 107.3(2) . . ? F12 C16 F10 106.5(2) . . ? F11 C16 F10 105.7(2) . . ? F12 C16 C10 112.4(2) . . ? F11 C16 C10 113.0(2) . . ? F10 C16 C10 111.4(2) . . ? 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 C9 Ge1 C1 C6 128.85(18) . . . . ? Br1 Ge1 C1 C6 10.49(19) . . . . ? Ge1 Ge1 C1 C6 -98.12(17) 3_656 . . . ? C9 Ge1 C1 C2 -49.1(2) . . . . ? Br1 Ge1 C1 C2 -167.45(18) . . . . ? Ge1 Ge1 C1 C2 83.9(2) 3_656 . . . ? C6 C1 C2 C3 -0.9(3) . . . . ? Ge1 C1 C2 C3 177.04(19) . . . . ? C6 C1 C2 C8 -177.8(2) . . . . ? Ge1 C1 C2 C8 0.1(3) . . . . ? C1 C2 C3 C4 1.3(4) . . . . ? C8 C2 C3 C4 178.3(2) . . . . ? C2 C3 C4 C5 -0.8(4) . . . . ? C3 C4 C5 C6 -0.2(4) . . . . ? C3 C4 C5 C7 -179.5(2) . . . . ? C4 C5 C6 C1 0.5(4) . . . . ? C7 C5 C6 C1 179.9(2) . . . . ? C2 C1 C6 C5 0.0(3) . . . . ? Ge1 C1 C6 C5 -178.09(17) . . . . ? C4 C5 C7 F2 -70.2(3) . . . . ? C6 C5 C7 F2 110.4(3) . . . . ? C4 C5 C7 F3 51.9(4) . . . . ? C6 C5 C7 F3 -127.4(3) . . . . ? C4 C5 C7 F1 169.7(2) . . . . ? C6 C5 C7 F1 -9.6(3) . . . . ? C3 C2 C8 F5 23.6(3) . . . . ? C1 C2 C8 F5 -159.4(2) . . . . ? C3 C2 C8 F6 -96.7(3) . . . . ? C1 C2 C8 F6 80.3(3) . . . . ? C3 C2 C8 F4 145.5(2) . . . . ? C1 C2 C8 F4 -37.5(3) . . . . ? C1 Ge1 C9 C10 -65.0(2) . . . . ? Br1 Ge1 C9 C10 52.5(2) . . . . ? Ge1 Ge1 C9 C10 158.29(19) 3_656 . . . ? C1 Ge1 C9 C14 117.60(18) . . . . ? Br1 Ge1 C9 C14 -124.89(16) . . . . ? Ge1 Ge1 C9 C14 -19.13(19) 3_656 . . . ? C14 C9 C10 C11 1.8(4) . . . . ? Ge1 C9 C10 C11 -175.6(2) . . . . ? C14 C9 C10 C16 -178.6(2) . . . . ? Ge1 C9 C10 C16 4.0(4) . . . . ? C9 C10 C11 C12 -1.0(4) . . . . ? C16 C10 C11 C12 179.3(3) . . . . ? C10 C11 C12 C13 -0.5(5) . . . . ? C11 C12 C13 C14 1.3(4) . . . . ? C11 C12 C13 C15 -178.6(3) . . . . ? C12 C13 C14 C9 -0.5(4) . . . . ? C15 C13 C14 C9 179.4(2) . . . . ? C10 C9 C14 C13 -1.0(3) . . . . ? Ge1 C9 C14 C13 176.65(18) . . . . ? C12 C13 C15 F9 -169.1(3) . . . . ? C14 C13 C15 F9 11.0(4) . . . . ? C12 C13 C15 F8 69.7(3) . . . . ? C14 C13 C15 F8 -110.2(3) . . . . ? C12 C13 C15 F7 -47.8(3) . . . . ? C14 C13 C15 F7 132.3(3) . . . . ? C11 C10 C16 F12 81.2(3) . . . . ? C9 C10 C16 F12 -98.5(3) . . . . ? C11 C10 C16 F11 -157.2(2) . . . . ? C9 C10 C16 F11 23.2(4) . . . . ? C11 C10 C16 F10 -38.3(3) . . . . ? C9 C10 C16 F10 142.0(2) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.807 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.095 #==END data_10_11srv102 _database_code_depnum_ccdc_archive 'CCDC 857425' #TrackingRef '- Group14.cif' _audit_creation_date 2011-06-09 _audit_creation_method ; Olex2 1.1-beta (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H9 Cl F18 Sn' _chemical_formula_sum 'C24 H9 Cl F18 Sn' _chemical_formula_weight 793.45 _chemical_melting_point ? 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, -y, -z' _cell_length_a 9.9088(7) _cell_length_b 11.4937(8) _cell_length_c 13.2397(9) _cell_angle_alpha 102.992(10) _cell_angle_beta 96.288(10) _cell_angle_gamma 109.995(10) _cell_volume 1351.78(19) _cell_formula_units_Z 2 _cell_measurement_reflns_used 5822 _cell_measurement_temperature 120 _cell_measurement_theta_max 31.03 _cell_measurement_theta_min 2.16 _exptl_absorpt_coefficient_mu 1.183 _exptl_absorpt_correction_T_max 0.8933 _exptl_absorpt_correction_T_min 0.4911 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2006/1 (Bruker,2006) was used for absorption correction. R(int) was 0.0465 before and 0.0292 after correction. The Ratio of minimum to maximum transmission is 0.549759319378. The \l/2 correction factor is 0.0015 ; _exptl_crystal_colour colourless _exptl_crystal_colour_lustre dull _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.949 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 764 _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_special_details ; The data collection nominally covered a full sphere of reciprocal space by a combination of 5 sets of \w scans each set at different \f and/or 2\q angles and each scan (7.00 s exposure) covering -0.200\ degrees in \w. The crystal to detector distance was 4.85 cm. ; _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_unetI/netI 0.0308 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 22531 _diffrn_reflns_theta_full 29.00 _diffrn_reflns_theta_max 29.00 _diffrn_reflns_theta_min 1.96 _diffrn_ambient_temperature 120 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 5.6 _diffrn_detector_type 'Bruker SMART CCD 6000 area detector' _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device 'three-circle diffractometer' _diffrn_measurement_device_type 'Bruker SMART CCD 6000 area detector' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_xray_symbol K-L~3~ _diffrn_source 'sealed X-ray tube' _diffrn_source_current 10.0 _diffrn_source_power 0.3 _diffrn_source_target Mo _diffrn_source_voltage 30.0 _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 6302 _reflns_number_total 7175 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_collection 'SMART v5.625 (Bruker, 2001)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 2.048 _refine_diff_density_min -1.444 _refine_diff_density_rms 0.123 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 425 _refine_ls_number_reflns 7175 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0487 _refine_ls_R_factor_gt 0.0424 _refine_ls_restrained_S_all 1.104 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0700P)^2^+1.7000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1133 _refine_ls_wR_factor_ref 0.1197 _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. ; _atom_sites_solution_hydrogens direct _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 Sn1 Sn 0.91739(2) 0.700655(18) 0.805853(15) 0.02069(8) Uani 1 1 d . . . Cl1 Cl 0.79464(9) 0.71869(9) 0.94562(6) 0.03050(17) Uani 1 1 d . . . F1 F 0.6780(2) 0.4483(2) 0.74137(19) 0.0355(5) Uani 1 1 d . . . F2 F 0.6654(3) 0.2537(2) 0.7054(3) 0.0619(9) Uani 1 1 d . . . F3 F 0.6867(3) 0.3587(3) 0.8659(2) 0.0588(8) Uani 1 1 d . . . F4 F 1.4156(2) 0.5389(2) 0.76405(18) 0.0406(5) Uani 1 1 d . . . F5 F 1.4064(3) 0.4432(3) 0.8864(2) 0.0483(6) Uani 1 1 d . . . F6 F 1.4269(2) 0.6403(2) 0.9234(2) 0.0458(6) Uani 1 1 d . . . F11 F 1.1357(2) 0.7740(2) 1.00522(16) 0.0345(4) Uani 1 1 d . . . F12 F 1.3397(3) 0.9291(4) 1.0808(2) 0.0691(10) Uani 1 1 d . . . F13 F 1.1381(4) 0.9567(3) 1.0895(2) 0.0570(7) Uani 1 1 d . . . F14A F 1.3046(6) 1.0470(6) 0.5918(4) 0.0538(6) Uiso 0.50 1 d PD A 2 F14B F 1.2373(7) 1.0114(5) 0.5729(4) 0.0538(6) Uiso 0.50 1 d PD A 1 F15B F 1.3194(6) 1.2257(4) 0.6930(5) 0.0538(6) Uiso 0.50 1 d PD A 2 F16B F 1.1075(5) 1.0922(6) 0.6167(5) 0.0538(6) Uiso 0.50 1 d PD A 2 F21 F 0.9899(2) 0.6440(2) 0.59365(18) 0.0375(5) Uani 1 1 d . . . F22 F 0.8631(4) 0.5709(4) 0.4352(2) 0.0659(9) Uani 1 1 d . . . F23 F 0.8136(3) 0.4617(2) 0.5473(2) 0.0510(7) Uani 1 1 d . . . F24 F 0.4294(4) 0.8216(3) 0.7606(3) 0.0626(8) Uani 1 1 d . B . F25 F 0.5291(3) 0.9593(2) 0.6831(2) 0.0550(7) Uani 1 1 d . B . F26 F 0.3405(4) 0.7958(4) 0.5967(3) 0.0899(14) Uani 1 1 d . B 2 C1 C 0.9858(3) 0.5425(3) 0.8024(2) 0.0210(5) Uani 1 1 d . . . C2 C 0.8969(3) 0.4150(3) 0.7911(3) 0.0246(6) Uani 1 1 d . . . C3 C 0.9570(4) 0.3230(3) 0.7968(3) 0.0279(6) Uani 1 1 d . . . C4 C 1.1078(4) 0.3581(3) 0.8172(3) 0.0275(6) Uani 1 1 d . . . C5 C 1.1976(3) 0.4846(3) 0.8291(2) 0.0233(6) Uani 1 1 d . . . C6 C 1.1380(3) 0.5754(3) 0.8202(2) 0.0222(6) Uani 1 1 d . . . C7 C 0.7319(4) 0.3693(3) 0.7753(3) 0.0316(7) Uani 1 1 d . . . C8 C 1.3618(4) 0.5261(3) 0.8509(3) 0.0282(6) Uani 1 1 d . . . C11 C 1.1031(3) 0.8778(3) 0.8336(2) 0.0226(6) Uani 1 1 d . . . C12 C 1.2128(4) 0.9445(3) 0.9256(3) 0.0265(6) Uani 1 1 d . . . C13 C 1.3290(4) 1.0568(4) 0.9313(3) 0.0356(8) Uani 1 1 d . . . C14 C 1.3387(4) 1.1073(3) 0.8449(3) 0.0359(8) Uani 1 1 d . . . C15 C 1.2306(4) 1.0435(3) 0.7546(3) 0.0318(7) Uani 1 1 d . A . C16 C 1.1137(4) 0.9312(3) 0.7493(3) 0.0285(6) Uani 1 1 d . . . C17 C 1.2074(4) 0.9008(4) 1.0243(3) 0.0352(8) Uani 1 1 d . . . C18 C 1.2384(3) 1.0971(3) 0.6613(3) 0.0421(9) Uani 1 1 d D . . C21 C 0.7619(3) 0.6981(3) 0.6785(2) 0.0205(5) Uani 1 1 d . . . C22 C 0.7507(4) 0.6447(3) 0.5708(3) 0.0251(6) Uani 1 1 d . . . C23 C 0.6448(4) 0.6484(4) 0.4951(3) 0.0321(7) Uani 1 1 d . . . C24 C 0.5497(4) 0.7078(4) 0.5253(3) 0.0322(7) Uani 1 1 d . . . C25 C 0.5602(4) 0.7627(3) 0.6316(3) 0.0280(6) Uani 1 1 d . B . C26 C 0.6646(3) 0.7567(3) 0.7079(3) 0.0240(6) Uani 1 1 d . . . C27 C 0.8531(4) 0.5804(4) 0.5352(3) 0.0321(7) Uani 1 1 d . . . C28 C 0.4632(4) 0.8327(4) 0.6669(3) 0.0377(8) Uani 1 1 d . . . H3 H 0.883(6) 0.229(5) 0.789(4) 0.051(14) Uiso 1 1 d . . . H4 H 1.150(5) 0.298(5) 0.824(4) 0.039(12) Uiso 1 1 d . . . H6 H 1.197(5) 0.654(4) 0.828(3) 0.023(9) Uiso 1 1 d . . . H13 H 1.397(5) 1.101(5) 0.993(4) 0.038(12) Uiso 1 1 d . . . H14 H 1.425(4) 1.189(4) 0.851(3) 0.026(10) Uiso 1 1 d . . . H16 H 1.053(5) 0.892(4) 0.687(4) 0.037(12) Uiso 1 1 d . . . H23 H 0.651(5) 0.614(5) 0.437(4) 0.039(12) Uiso 1 1 d . . . H24 H 0.490(5) 0.720(4) 0.475(3) 0.024(10) Uiso 1 1 d . . . H26 H 0.669(5) 0.790(4) 0.780(4) 0.030(11) Uiso 1 1 d . . . F15A F 1.3546(5) 1.2071(4) 0.6790(5) 0.0538(6) Uiso 0.50 1 d PD A 1 F16A F 1.1217(6) 1.1262(6) 0.6377(5) 0.0538(6) Uiso 0.50 1 d PD A 1 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 Sn1 0.01827(11) 0.02254(12) 0.02217(12) 0.00667(8) 0.00413(8) 0.00860(8) Cl1 0.0286(4) 0.0447(4) 0.0250(4) 0.0122(3) 0.0112(3) 0.0189(3) F1 0.0188(9) 0.0336(10) 0.0547(13) 0.0190(10) 0.0016(9) 0.0082(8) F2 0.0306(12) 0.0299(12) 0.104(2) -0.0009(13) -0.0110(14) 0.0055(10) F3 0.0314(12) 0.095(2) 0.0707(18) 0.0582(18) 0.0254(12) 0.0220(14) F4 0.0269(10) 0.0597(15) 0.0367(12) 0.0147(11) 0.0132(9) 0.0154(10) F5 0.0313(11) 0.0572(15) 0.0710(17) 0.0332(13) 0.0063(11) 0.0259(11) F6 0.0222(10) 0.0515(14) 0.0476(13) -0.0096(11) -0.0047(9) 0.0129(10) F11 0.0399(12) 0.0346(11) 0.0266(10) 0.0082(8) 0.0015(8) 0.0130(9) F12 0.0343(14) 0.099(2) 0.0492(16) 0.0293(16) -0.0149(12) -0.0028(14) F13 0.089(2) 0.0439(14) 0.0404(13) 0.0053(11) 0.0340(14) 0.0254(14) F21 0.0283(10) 0.0452(12) 0.0410(12) 0.0065(10) 0.0104(9) 0.0190(9) F22 0.076(2) 0.121(3) 0.0270(12) 0.0186(15) 0.0203(13) 0.068(2) F23 0.0451(14) 0.0334(12) 0.0744(18) 0.0037(12) 0.0170(13) 0.0205(11) F24 0.0652(18) 0.078(2) 0.084(2) 0.0424(18) 0.0444(17) 0.0543(17) F25 0.0649(17) 0.0372(13) 0.0687(18) 0.0098(12) 0.0155(14) 0.0288(13) F26 0.0579(19) 0.086(2) 0.099(3) -0.041(2) -0.0414(18) 0.0556(18) C1 0.0175(13) 0.0233(13) 0.0202(13) 0.0056(11) 0.0016(10) 0.0063(11) C2 0.0228(14) 0.0256(14) 0.0263(14) 0.0092(12) 0.0049(11) 0.0092(12) C3 0.0272(15) 0.0231(14) 0.0342(17) 0.0109(13) 0.0068(13) 0.0087(12) C4 0.0297(16) 0.0301(16) 0.0288(15) 0.0112(13) 0.0055(12) 0.0168(13) C5 0.0213(13) 0.0307(15) 0.0201(13) 0.0078(11) 0.0057(11) 0.0116(12) C6 0.0193(13) 0.0236(14) 0.0221(13) 0.0051(11) 0.0041(11) 0.0072(11) C7 0.0242(15) 0.0272(15) 0.0424(19) 0.0147(14) 0.0032(14) 0.0066(12) C8 0.0245(15) 0.0363(17) 0.0293(16) 0.0095(13) 0.0068(12) 0.0174(13) C11 0.0203(13) 0.0213(13) 0.0261(14) 0.0053(11) 0.0058(11) 0.0081(11) C12 0.0229(14) 0.0246(14) 0.0292(15) 0.0031(12) 0.0062(12) 0.0079(12) C13 0.0251(16) 0.0290(16) 0.044(2) -0.0003(15) 0.0058(15) 0.0063(13) C14 0.0260(16) 0.0256(16) 0.053(2) 0.0065(15) 0.0132(15) 0.0072(13) C15 0.0305(17) 0.0295(16) 0.045(2) 0.0168(15) 0.0170(15) 0.0162(14) C16 0.0291(16) 0.0295(16) 0.0323(17) 0.0093(13) 0.0108(14) 0.0158(13) C17 0.0291(17) 0.0371(18) 0.0275(16) -0.0004(14) 0.0002(13) 0.0056(14) C18 0.038(2) 0.042(2) 0.059(3) 0.0276(19) 0.0199(19) 0.0194(17) C21 0.0186(13) 0.0200(13) 0.0231(13) 0.0066(11) 0.0038(10) 0.0074(10) C22 0.0248(14) 0.0282(15) 0.0249(14) 0.0086(12) 0.0065(12) 0.0118(12) C23 0.0352(18) 0.0372(18) 0.0227(15) 0.0079(14) 0.0021(13) 0.0137(15) C24 0.0302(17) 0.0344(17) 0.0334(17) 0.0131(14) -0.0016(14) 0.0142(14) C25 0.0226(14) 0.0243(14) 0.0365(17) 0.0089(13) 0.0014(13) 0.0094(12) C26 0.0220(14) 0.0226(14) 0.0261(15) 0.0048(11) 0.0041(11) 0.0085(11) C27 0.0335(17) 0.0390(18) 0.0258(16) 0.0063(14) 0.0085(13) 0.0169(15) C28 0.0317(18) 0.0345(18) 0.049(2) 0.0090(16) -0.0002(16) 0.0198(15) _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 Sn1 Cl1 2.3323(8) . ? Sn1 C1 2.140(3) . ? Sn1 C11 2.149(3) . ? Sn1 C21 2.144(3) . ? F1 C7 1.332(4) . ? F2 C7 1.331(4) . ? F3 C7 1.342(5) . ? F4 C8 1.336(4) . ? F5 C8 1.330(4) . ? F6 C8 1.334(4) . ? F11 C17 1.334(4) . ? F12 C17 1.329(4) . ? F13 C17 1.345(5) . ? F14A C18 1.327(4) . ? F14B C18 1.346(4) . ? F15B C18 1.357(4) . ? F16B C18 1.342(4) . ? F21 C27 1.345(4) . ? F22 C27 1.321(4) . ? F23 C27 1.337(5) . ? F24 C28 1.342(5) . ? F25 C28 1.329(5) . ? F26 C28 1.321(5) . ? C1 C2 1.391(4) . ? C1 C6 1.401(4) . ? C2 C3 1.392(4) . ? C2 C7 1.510(5) . ? C3 C4 1.385(5) . ? C3 H3 1.05(5) . ? C4 C5 1.382(5) . ? C4 H4 0.93(5) . ? C5 C6 1.384(4) . ? C5 C8 1.504(4) . ? C6 H6 0.87(4) . ? C11 C12 1.405(4) . ? C11 C16 1.386(5) . ? C12 C13 1.385(5) . ? C12 C17 1.502(5) . ? C13 C14 1.392(6) . ? C13 H13 0.92(5) . ? C14 C15 1.379(6) . ? C14 H14 1.01(4) . ? C15 C16 1.391(5) . ? C15 C18 1.497(5) . ? C16 H16 0.88(5) . ? C18 F15A 1.339(4) . ? C18 F16A 1.334(4) . ? C21 C22 1.396(4) . ? C21 C26 1.393(4) . ? C22 C23 1.389(5) . ? C22 C27 1.503(5) . ? C23 C24 1.382(5) . ? C23 H23 0.80(5) . ? C24 C25 1.383(5) . ? C24 H24 0.90(4) . ? C25 C26 1.394(5) . ? C25 C28 1.500(5) . ? C26 H26 0.94(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 C1 Sn1 Cl1 107.20(8) . . ? C1 Sn1 C11 110.98(11) . . ? C1 Sn1 C21 122.11(11) . . ? C11 Sn1 Cl1 108.70(8) . . ? C21 Sn1 Cl1 101.25(8) . . ? C21 Sn1 C11 105.69(12) . . ? C2 C1 Sn1 127.1(2) . . ? C2 C1 C6 117.9(3) . . ? C6 C1 Sn1 114.9(2) . . ? C1 C2 C3 121.1(3) . . ? C1 C2 C7 122.6(3) . . ? C3 C2 C7 116.3(3) . . ? C2 C3 H3 117(3) . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3 123(3) . . ? C3 C4 H4 121(3) . . ? C5 C4 C3 119.3(3) . . ? C5 C4 H4 119(3) . . ? C4 C5 C6 120.6(3) . . ? C4 C5 C8 120.8(3) . . ? C6 C5 C8 118.6(3) . . ? C1 C6 H6 121(3) . . ? C5 C6 C1 120.9(3) . . ? C5 C6 H6 118(3) . . ? F1 C7 F3 106.3(3) . . ? F1 C7 C2 113.4(3) . . ? F2 C7 F1 106.7(3) . . ? F2 C7 F3 106.6(3) . . ? F2 C7 C2 112.1(3) . . ? F3 C7 C2 111.3(3) . . ? F4 C8 C5 111.5(3) . . ? F5 C8 F4 107.2(3) . . ? F5 C8 F6 106.9(3) . . ? F5 C8 C5 112.7(3) . . ? F6 C8 F4 106.5(3) . . ? F6 C8 C5 111.6(3) . . ? C12 C11 Sn1 128.0(2) . . ? C16 C11 Sn1 114.9(2) . . ? C16 C11 C12 117.1(3) . . ? C11 C12 C17 121.8(3) . . ? C13 C12 C11 121.7(3) . . ? C13 C12 C17 116.4(3) . . ? C12 C13 C14 120.1(4) . . ? C12 C13 H13 120(3) . . ? C14 C13 H13 120(3) . . ? C13 C14 H14 118(2) . . ? C15 C14 C13 118.7(3) . . ? C15 C14 H14 123(2) . . ? C14 C15 C16 121.0(3) . . ? C14 C15 C18 119.5(3) . . ? C16 C15 C18 119.5(3) . . ? C11 C16 C15 121.3(3) . . ? C11 C16 H16 123(3) . . ? C15 C16 H16 116(3) . . ? F11 C17 F13 105.7(3) . . ? F11 C17 C12 113.3(3) . . ? F12 C17 F11 106.5(3) . . ? F12 C17 F13 106.1(3) . . ? F12 C17 C12 113.0(3) . . ? F13 C17 C12 111.7(3) . . ? F14A C18 F14B 27.6(3) . . ? F14A C18 F15B 105.2(4) . . ? F14A C18 F16B 113.0(5) . . ? F14A C18 C15 112.9(4) . . ? F14A C18 F15A 85.2(4) . . ? F14A C18 F16A 125.6(5) . . ? F14B C18 F15B 126.8(5) . . ? F14B C18 C15 112.3(4) . . ? F15B C18 C15 110.2(4) . . ? F16B C18 F14B 89.6(4) . . ? F16B C18 F15B 102.3(4) . . ? F16B C18 C15 112.4(4) . . ? F15A C18 F14B 109.6(5) . . ? F15A C18 F15B 21.4(3) . . ? F15A C18 F16B 117.9(5) . . ? F15A C18 C15 112.7(4) . . ? F16A C18 F14B 105.1(5) . . ? F16A C18 F15B 87.4(4) . . ? F16A C18 F16B 16.9(4) . . ? F16A C18 C15 111.2(4) . . ? F16A C18 F15A 105.4(5) . . ? C22 C21 Sn1 126.1(2) . . ? C26 C21 Sn1 115.8(2) . . ? C26 C21 C22 118.1(3) . . ? C21 C22 C27 120.1(3) . . ? C23 C22 C21 121.0(3) . . ? C23 C22 C27 118.9(3) . . ? C22 C23 H23 110(3) . . ? C24 C23 C22 120.3(3) . . ? C24 C23 H23 130(3) . . ? C23 C24 C25 119.5(3) . . ? C23 C24 H24 119(3) . . ? C25 C24 H24 121(3) . . ? C24 C25 C26 120.2(3) . . ? C24 C25 C28 120.9(3) . . ? C26 C25 C28 118.8(3) . . ? C21 C26 C25 120.8(3) . . ? C21 C26 H26 119(3) . . ? C25 C26 H26 120(3) . . ? F21 C27 C22 111.8(3) . . ? F22 C27 F21 107.0(3) . . ? F22 C27 F23 107.5(3) . . ? F22 C27 C22 113.4(3) . . ? F23 C27 F21 104.6(3) . . ? F23 C27 C22 112.1(3) . . ? F24 C28 C25 113.0(3) . . ? F25 C28 F24 103.8(3) . . ? F25 C28 C25 111.8(3) . . ? F26 C28 F24 108.8(4) . . ? F26 C28 F25 106.2(3) . . ? F26 C28 C25 112.7(3) . . ? #==END data_11_s248 _database_code_depnum_ccdc_archive 'CCDC 857426' #TrackingRef '- Group14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H12 F24 Sn' _chemical_formula_sum 'C32 H12 F24 Sn' _chemical_formula_weight 971.11 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc _symmetry_space_group_name_Hall 'C -2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 13.8685(3) _cell_length_b 13.7610(3) _cell_length_c 17.4025(4) _cell_angle_alpha 90.00 _cell_angle_beta 102.68(1) _cell_angle_gamma 90.00 _cell_volume 3240.2(1) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7520 _cell_measurement_theta_min 2.25 _cell_measurement_theta_max 30.5 _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.991 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1880 _exptl_absorpt_coefficient_mu 0.953 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8177 _exptl_absorpt_correction_T_max 0.8396 _exptl_absorpt_process_details 'SADABS, Sheldrick (1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 6000' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19385 _diffrn_reflns_av_R_equivalents 0.0152 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 29.50 _reflns_number_total 8986 _reflns_number_gt 8709 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS (Sheldrick, 1990)' _computing_structure_refinement 'SHELX-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0700P)^2^+7.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.491(17) _refine_ls_number_reflns 8986 _refine_ls_number_parameters 500 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0370 _refine_ls_R_factor_gt 0.0359 _refine_ls_wR_factor_ref 0.0987 _refine_ls_wR_factor_gt 0.0974 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.009 _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 Sn1 Sn 0.392818(17) 0.682116(11) 0.175509(17) 0.01699(6) Uani 1 1 d . . . C1 C 0.3878(3) 0.8115(2) 0.1038(2) 0.0187(6) Uani 1 1 d . . . C2 C 0.4436(3) 0.8310(3) 0.0484(2) 0.0229(7) Uani 1 1 d . . . C3 C 0.4390(3) 0.9203(3) 0.0103(2) 0.0263(8) Uani 1 1 d . . . H3A H 0.4800 0.9321 -0.0259 0.032 Uiso 1 1 calc R . . C4 C 0.3750(3) 0.9928(3) 0.0248(2) 0.0303(7) Uani 1 1 d . . . H4A H 0.3718 1.0540 -0.0008 0.036 Uiso 1 1 calc R . . C5 C 0.3154(3) 0.9727(3) 0.0783(2) 0.0258(6) Uani 1 1 d . A . C6 C 0.3211(2) 0.8845(2) 0.11664(19) 0.0219(6) Uani 1 1 d . . . H6A H 0.2795 0.8724 0.1523 0.026 Uiso 1 1 calc R . . C7 C 0.5100(3) 0.7578(3) 0.0228(2) 0.0290(8) Uani 1 1 d . . . C8 C 0.2404(4) 1.0483(4) 0.0894(4) 0.0338(11) Uani 1 1 d . . . C9 C 0.2835(2) 0.6981(2) 0.2466(2) 0.0196(6) Uani 1 1 d . . . C10 C 0.2806(3) 0.7702(3) 0.3028(2) 0.0227(7) Uani 1 1 d . . . C11 C 0.2028(4) 0.7749(3) 0.3423(3) 0.0289(9) Uani 1 1 d . . . H11A H 0.2020 0.8246 0.3800 0.035 Uiso 1 1 calc R . . C12 C 0.1277(3) 0.7075(3) 0.3264(2) 0.0293(7) Uani 1 1 d . . . H12A H 0.0736 0.7119 0.3516 0.035 Uiso 1 1 calc R . . C13 C 0.1318(3) 0.6335(3) 0.2738(2) 0.0254(6) Uani 1 1 d . B . C14 C 0.2077(2) 0.6278(2) 0.2342(2) 0.0228(6) Uani 1 1 d . . . H14A H 0.2088 0.5760 0.1983 0.027 Uiso 1 1 calc R . . C15 C 0.3608(3) 0.8444(3) 0.3274(2) 0.0265(8) Uani 1 1 d . . . C16 C 0.0518(4) 0.5564(4) 0.2616(3) 0.0319(10) Uani 1 1 d . . . C17 C 0.3610(2) 0.5546(2) 0.10252(19) 0.0191(5) Uani 1 1 d . . . C18 C 0.2782(3) 0.5382(3) 0.0413(2) 0.0224(7) Uani 1 1 d . C . C19 C 0.2664(4) 0.4527(3) -0.0031(3) 0.0332(10) Uani 1 1 d . . . H19A H 0.2088 0.4429 -0.0434 0.040 Uiso 1 1 calc R . . C20 C 0.3402(3) 0.3819(3) 0.0124(2) 0.0310(7) Uani 1 1 d . . . H20A H 0.3334 0.3234 -0.0173 0.037 Uiso 1 1 calc R . . C21 C 0.4232(3) 0.3979(3) 0.0714(2) 0.0259(6) Uani 1 1 d . D . C22 C 0.4345(2) 0.4824(2) 0.1151(2) 0.0224(6) Uani 1 1 d . . . H22A H 0.4930 0.4919 0.1546 0.027 Uiso 1 1 calc R . . C23 C 0.1940(3) 0.6099(4) 0.0196(3) 0.0316(9) Uani 1 1 d . . . C24 C 0.5055(5) 0.3233(3) 0.0855(5) 0.0329(15) Uani 1 1 d . . . C25 C 0.5391(2) 0.6703(2) 0.2491(2) 0.0192(6) Uani 1 1 d . . . C26 C 0.5713(3) 0.6042(3) 0.3102(2) 0.0215(7) Uani 1 1 d . E . C27 C 0.6685(3) 0.6035(3) 0.3565(3) 0.0349(10) Uani 1 1 d . . . H27A H 0.6881 0.5578 0.3978 0.042 Uiso 1 1 calc R . . C28 C 0.7356(3) 0.6728(3) 0.3394(3) 0.0325(8) Uani 1 1 d . . . H28A H 0.8020 0.6734 0.3686 0.039 Uiso 1 1 calc R . . C29 C 0.7044(2) 0.7400(3) 0.2802(2) 0.0260(6) Uani 1 1 d . . . C30 C 0.6081(2) 0.7402(3) 0.2360(2) 0.0236(6) Uani 1 1 d . . . H30A H 0.5884 0.7881 0.1963 0.028 Uiso 1 1 calc R . . C31 C 0.5053(3) 0.5272(4) 0.3330(3) 0.0319(9) Uani 1 1 d . . . C32 C 0.7754(6) 0.8173(3) 0.2662(5) 0.0364(17) Uani 1 1 d . . . F1 F 0.5989(2) 0.7941(3) 0.0219(2) 0.0437(8) Uani 1 1 d . . . F2 F 0.5257(2) 0.67916(16) 0.06922(17) 0.0330(5) Uani 1 1 d . . . F3 F 0.4730(2) 0.7265(3) -0.05029(16) 0.0495(7) Uani 1 1 d . . . F4 F 0.2737(5) 1.1383(5) 0.0885(5) 0.0502(16) Uiso 0.50 1 d P A 1 F5 F 0.1566(6) 1.0416(5) 0.0333(4) 0.0502(15) Uiso 0.50 1 d P A 1 F6 F 0.2158(6) 1.0370(5) 0.1602(4) 0.0483(15) Uiso 0.50 1 d P A 1 F4A F 0.2844(5) 1.1341(5) 0.1184(5) 0.0450(14) Uiso 0.50 1 d P A 2 F5A F 0.1796(5) 1.0704(5) 0.0201(4) 0.0405(12) Uiso 0.50 1 d P A 2 F6A F 0.1852(5) 1.0226(4) 0.1402(4) 0.0362(12) Uiso 0.50 1 d P A 2 F7 F 0.42695(18) 0.84582(18) 0.28189(15) 0.0306(5) Uani 1 1 d . . . F8 F 0.4121(3) 0.8267(2) 0.40049(17) 0.0462(7) Uani 1 1 d . . . F9 F 0.3259(3) 0.9352(2) 0.3284(2) 0.0480(9) Uani 1 1 d . . . F10 F 0.0502(5) 0.4994(5) 0.1967(4) 0.0398(13) Uiso 0.50 1 d P B 1 F11 F 0.0686(5) 0.4929(5) 0.3240(4) 0.0440(13) Uiso 0.50 1 d P B 1 F12 F -0.0376(5) 0.5910(5) 0.2544(4) 0.0440(14) Uiso 0.50 1 d P B 1 F10A F 0.0680(5) 0.4821(5) 0.2191(4) 0.0381(13) Uiso 0.50 1 d P B 2 F11A F 0.0435(5) 0.5220(5) 0.3331(4) 0.0419(12) Uiso 0.50 1 d P B 2 F12A F -0.0382(5) 0.5971(5) 0.2245(5) 0.0477(15) Uiso 0.50 1 d P B 2 F13 F 0.2097(4) 0.6928(4) 0.0588(3) 0.0227(11) Uiso 0.50 1 d P C 1 F14 F 0.1092(4) 0.5690(4) 0.0396(3) 0.0312(9) Uiso 0.50 1 d P C 1 F15 F 0.1682(4) 0.6272(4) -0.0550(3) 0.0361(10) Uiso 0.50 1 d P C 1 F13A F 0.1972(5) 0.6793(4) 0.0743(4) 0.0265(12) Uiso 0.50 1 d P C 2 F14A F 0.1109(6) 0.5774(6) 0.0000(5) 0.0556(19) Uiso 0.50 1 d P C 2 F15A F 0.2096(6) 0.6630(6) -0.0471(5) 0.0590(17) Uiso 0.50 1 d P C 2 F16 F 0.5595(6) 0.3257(4) 0.1612(4) 0.0367(13) Uiso 0.50 1 d P D 1 F17 F 0.4757(5) 0.2353(5) 0.0662(4) 0.0427(13) Uiso 0.50 1 d P D 1 F18 F 0.5731(5) 0.3438(5) 0.0403(4) 0.0431(12) Uiso 0.50 1 d P D 1 F16A F 0.5803(5) 0.3425(5) 0.1452(4) 0.0391(13) Uiso 0.50 1 d P D 2 F17A F 0.4681(5) 0.2326(5) 0.0950(4) 0.0454(14) Uiso 0.50 1 d P D 2 F18A F 0.5437(6) 0.3131(5) 0.0223(4) 0.0494(15) Uiso 0.50 1 d P D 2 F19 F 0.5427(4) 0.4349(4) 0.3199(3) 0.0362(10) Uiso 0.50 1 d P E 1 F20 F 0.4142(4) 0.5287(4) 0.2903(3) 0.0228(10) Uiso 0.50 1 d P E 1 F21 F 0.5029(4) 0.5277(4) 0.4069(3) 0.0389(11) Uiso 0.50 1 d P E 1 F19A F 0.5415(6) 0.4488(6) 0.3594(5) 0.0520(18) Uiso 0.50 1 d P E 2 F20A F 0.4233(4) 0.5117(4) 0.2750(3) 0.0264(11) Uiso 0.50 1 d P E 2 F21A F 0.4643(6) 0.5666(6) 0.3955(4) 0.0566(16) Uiso 0.50 1 d P E 2 F22 F 0.7491(3) 0.8584(4) 0.1952(2) 0.0697(12) Uani 1 1 d . . . F23 F 0.8656(2) 0.7854(3) 0.2734(3) 0.0675(11) Uani 1 1 d . . . F24 F 0.7807(4) 0.8894(3) 0.3167(3) 0.0871(16) 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 Sn1 0.01534(8) 0.01603(8) 0.01986(8) -0.00018(10) 0.00445(5) -0.00016(9) C1 0.0189(14) 0.0158(13) 0.0203(14) 0.0025(10) 0.0021(11) -0.0005(10) C2 0.0233(17) 0.0236(17) 0.0225(18) 0.0028(13) 0.0064(14) -0.0040(13) C3 0.0321(18) 0.0273(19) 0.0211(15) 0.0072(13) 0.0093(13) -0.0045(15) C4 0.0394(19) 0.0232(16) 0.0261(16) 0.0094(13) 0.0023(14) -0.0013(14) C5 0.0262(15) 0.0213(15) 0.0273(16) 0.0011(12) -0.0002(12) 0.0048(12) C6 0.0204(14) 0.0222(15) 0.0227(14) 0.0009(11) 0.0039(11) 0.0031(11) C7 0.0298(18) 0.0319(19) 0.0269(19) 0.0036(15) 0.0094(15) 0.0009(15) C8 0.033(2) 0.029(2) 0.039(3) 0.0002(18) 0.006(2) 0.0071(17) C9 0.0157(13) 0.0232(14) 0.0207(14) 0.0021(11) 0.0055(11) 0.0004(11) C10 0.0227(15) 0.0241(16) 0.0210(16) 0.0005(13) 0.0042(13) 0.0036(12) C11 0.033(2) 0.028(2) 0.0278(17) -0.0030(14) 0.0119(15) 0.0032(15) C12 0.0273(17) 0.0379(19) 0.0263(16) -0.0001(14) 0.0138(13) 0.0024(15) C13 0.0209(14) 0.0302(17) 0.0254(15) 0.0028(13) 0.0060(12) -0.0031(12) C14 0.0206(14) 0.0232(15) 0.0251(14) 0.0014(12) 0.0064(11) 0.0000(12) C15 0.034(2) 0.0199(16) 0.028(2) -0.0054(15) 0.0112(16) -0.0048(15) C16 0.030(2) 0.035(2) 0.032(2) 0.0017(18) 0.0091(18) -0.0106(18) C17 0.0184(13) 0.0164(13) 0.0217(13) -0.0021(11) 0.0026(10) -0.0019(10) C18 0.0207(15) 0.0193(16) 0.0270(19) -0.0044(13) 0.0048(13) -0.0024(12) C19 0.033(2) 0.0246(18) 0.037(2) -0.0174(15) -0.0031(16) 0.0033(15) C20 0.0302(17) 0.0251(17) 0.0359(18) -0.0115(14) 0.0033(14) -0.0001(14) C21 0.0271(16) 0.0221(15) 0.0286(16) -0.0031(12) 0.0065(13) 0.0025(12) C22 0.0182(13) 0.0207(14) 0.0279(15) -0.0007(11) 0.0045(11) 0.0025(11) C23 0.0255(19) 0.033(2) 0.031(2) -0.0104(16) -0.0048(15) 0.0078(15) C24 0.024(3) 0.027(3) 0.045(4) -0.0066(18) 0.003(3) 0.0061(15) C25 0.0164(14) 0.0202(13) 0.0210(14) 0.0023(11) 0.0044(12) 0.0024(10) C26 0.0176(15) 0.0200(15) 0.0250(17) 0.0030(13) 0.0008(13) 0.0023(12) C27 0.0200(16) 0.0290(19) 0.047(2) 0.0065(17) -0.0115(15) -0.0065(14) C28 0.0225(17) 0.0306(19) 0.040(2) 0.0050(15) -0.0035(15) -0.0037(13) C29 0.0167(13) 0.0265(16) 0.0337(17) 0.0023(13) 0.0032(12) -0.0043(12) C30 0.0187(13) 0.0253(15) 0.0265(15) 0.0029(12) 0.0040(11) -0.0010(12) C31 0.0268(17) 0.034(2) 0.032(2) 0.0105(16) -0.0009(15) -0.0082(15) C32 0.033(3) 0.032(3) 0.043(4) 0.0029(18) 0.008(3) -0.0102(17) F1 0.0300(14) 0.0416(15) 0.067(2) 0.0049(15) 0.0268(14) 0.0018(12) F2 0.0361(13) 0.0294(12) 0.0392(14) 0.0062(9) 0.0207(11) 0.0097(9) F3 0.0556(17) 0.0621(19) 0.0309(12) -0.0121(12) 0.0098(12) 0.0189(15) F7 0.0297(11) 0.0292(11) 0.0353(12) -0.0105(10) 0.0122(9) -0.0097(9) F8 0.0523(17) 0.0534(17) 0.0277(13) -0.0043(10) -0.0026(12) -0.0205(13) F9 0.0462(18) 0.0211(12) 0.082(2) -0.0106(14) 0.0245(16) 0.0009(12) F22 0.0454(18) 0.090(3) 0.068(2) 0.040(2) 0.0002(16) -0.0348(19) F23 0.0233(13) 0.062(2) 0.118(3) 0.027(2) 0.0165(16) -0.0055(13) F24 0.110(3) 0.066(2) 0.107(3) -0.045(2) 0.071(3) -0.065(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn1 C25 2.154(3) . y Sn1 C17 2.155(3) . y Sn1 C1 2.167(3) . y Sn1 C9 2.168(3) . y C1 C2 1.390(5) . y C1 C6 1.415(4) . y C2 C3 1.391(5) . y C2 C7 1.497(6) . y C3 C4 1.395(6) . y C3 H3A 0.9500 . ? C4 C5 1.400(5) . y C4 H4A 0.9500 . ? C5 C6 1.379(5) . y C5 C8 1.513(6) . y C6 H6A 0.9500 . ? C7 F3 1.334(5) . ? C7 F1 1.333(5) . ? C7 F2 1.340(5) . ? C8 F4 1.324(9) . ? C8 F6A 1.338(8) . ? C8 F5A 1.346(8) . ? C8 F5 1.347(9) . ? C8 F6 1.359(9) . ? C8 F4A 1.374(9) . ? C9 C10 1.399(5) . y C9 C14 1.411(5) . y C10 C11 1.402(6) . y C10 C15 1.502(6) . y C11 C12 1.376(6) . y C11 H11A 0.9500 . ? C12 C13 1.378(5) . y C12 H12A 0.9500 . ? C13 C14 1.382(5) . y C13 C16 1.516(6) . y C14 H14A 0.9500 . ? C15 F8 1.337(5) . ? C15 F9 1.342(5) . ? C15 F7 1.337(5) . ? C16 F10A 1.310(8) . ? C16 F12 1.309(8) . ? C16 F11A 1.358(8) . ? C16 F11 1.372(8) . ? C16 F10 1.371(8) . ? C16 F12A 1.392(9) . ? C17 C18 1.402(5) . y C17 C22 1.406(4) . y C18 C19 1.397(5) . y C18 C23 1.512(6) . y C19 C20 1.396(6) . y C19 H19A 0.9500 . ? C20 C21 1.383(5) . y C20 H20A 0.9500 . ? C21 C22 1.379(5) . y C21 C24 1.515(7) . y C22 H22A 0.9500 . ? C23 F14A 1.214(9) . ? C23 F15 1.291(7) . ? C23 F13 1.322(7) . ? C23 F13A 1.341(7) . ? C23 F14 1.413(7) . ? C23 F15A 1.428(10) . ? C24 F17 1.300(8) . ? C24 F16A 1.324(9) . ? C24 F18A 1.329(11) . ? C24 F16 1.366(10) . ? C24 F17A 1.375(9) . ? C24 F18 1.378(10) . ? C25 C26 1.396(5) . y C25 C30 1.410(5) . y C26 C27 1.411(5) . y C26 C31 1.509(6) . y C27 C28 1.408(6) . y C27 H27A 0.9500 . ? C28 C29 1.381(5) . y C28 H28A 0.9500 . ? C29 C30 1.388(5) . y C29 C32 1.506(7) . y C30 H30A 0.9500 . ? C31 F19A 1.235(9) . ? C31 F21 1.294(7) . ? C31 F20 1.318(6) . ? C31 F20A 1.362(7) . ? C31 F19 1.409(8) . ? C31 F21A 1.439(9) . ? C32 F23 1.306(9) . ? C32 F24 1.317(8) . ? C32 F22 1.334(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C25 Sn1 C17 109.47(12) . . y C25 Sn1 C1 108.14(12) . . y C17 Sn1 C1 110.71(13) . . y C25 Sn1 C9 110.70(12) . . y C17 Sn1 C9 109.92(12) . . y C1 Sn1 C9 107.87(13) . . y C2 C1 C6 117.1(3) . . y C2 C1 Sn1 127.3(3) . . y C6 C1 Sn1 115.6(2) . . y C1 C2 C3 121.8(4) . . y C1 C2 C7 123.4(3) . . y C3 C2 C7 114.8(4) . . y C2 C3 C4 120.7(4) . . y C2 C3 H3A 119.7 . . ? C4 C3 H3A 119.7 . . ? C3 C4 C5 118.1(3) . . y C3 C4 H4A 121.0 . . ? C5 C4 H4A 121.0 . . ? C6 C5 C4 121.1(3) . . y C6 C5 C8 120.7(4) . . y C4 C5 C8 118.1(4) . . y C5 C6 C1 121.2(3) . . y C5 C6 H6A 119.4 . . ? C1 C6 H6A 119.4 . . ? F3 C7 F1 105.9(4) . . ? F3 C7 F2 106.9(4) . . ? F1 C7 F2 106.3(4) . . ? F3 C7 C2 111.6(4) . . ? F1 C7 C2 112.5(4) . . ? F2 C7 C2 113.1(3) . . ? F4 C8 F6A 120.4(6) . . ? F4 C8 F5A 86.0(6) . . ? F6A C8 F5A 108.3(6) . . ? F4 C8 F5 107.7(6) . . ? F6A C8 F5 86.2(6) . . ? F5A C8 F5 25.1(3) . . ? F4 C8 F6 106.0(6) . . ? F6A C8 F6 22.4(3) . . ? F5A C8 F6 127.3(6) . . ? F5 C8 F6 107.5(6) . . ? F4 C8 F4A 21.8(4) . . ? F6A C8 F4A 104.8(6) . . ? F5A C8 F4A 106.0(6) . . ? F5 C8 F4A 124.6(6) . . ? F6 C8 F4A 86.8(6) . . ? F4 C8 C5 113.0(5) . . ? F6A C8 C5 114.3(5) . . ? F5A C8 C5 110.8(5) . . ? F5 C8 C5 111.6(5) . . ? F6 C8 C5 110.7(5) . . ? F4A C8 C5 112.1(5) . . ? C10 C9 C14 117.3(3) . . y C10 C9 Sn1 127.0(3) . . y C14 C9 Sn1 115.7(2) . . y C9 C10 C11 121.2(4) . . y C9 C10 C15 123.2(3) . . y C11 C10 C15 115.5(4) . . y C12 C11 C10 120.0(4) . . y C12 C11 H11A 120.0 . . ? C10 C11 H11A 120.0 . . ? C11 C12 C13 119.4(3) . . y C11 C12 H12A 120.3 . . ? C13 C12 H12A 120.3 . . ? C12 C13 C14 121.3(3) . . y C12 C13 C16 118.4(4) . . y C14 C13 C16 120.3(4) . . y C13 C14 C9 120.6(3) . . ? C13 C14 H14A 119.7 . . ? C9 C14 H14A 119.7 . . ? F8 C15 F9 106.0(4) . . ? F8 C15 F7 106.0(4) . . ? F9 C15 F7 106.9(4) . . ? F8 C15 C10 110.7(3) . . ? F9 C15 C10 113.0(4) . . ? F7 C15 C10 113.7(3) . . ? F10A C16 F12 120.4(6) . . ? F10A C16 F11A 107.8(6) . . ? F12 C16 F11A 86.9(5) . . ? F10A C16 F11 86.0(5) . . ? F12 C16 F11 107.5(6) . . ? F11A C16 F11 24.3(3) . . ? F10A C16 F10 20.3(3) . . ? F12 C16 F10 106.5(6) . . ? F11A C16 F10 124.4(6) . . ? F11 C16 F10 104.8(6) . . ? F10A C16 F12A 107.4(6) . . ? F12 C16 F12A 22.1(3) . . ? F11A C16 F12A 108.5(6) . . ? F11 C16 F12A 127.0(6) . . ? F10 C16 F12A 89.8(5) . . ? F10A C16 C13 114.5(5) . . ? F12 C16 C13 114.0(5) . . ? F11A C16 C13 108.8(5) . . ? F11 C16 C13 110.1(5) . . ? F10 C16 C13 113.3(5) . . ? F12A C16 C13 109.7(5) . . ? C18 C17 C22 116.7(3) . . y C18 C17 Sn1 127.3(2) . . y C22 C17 Sn1 115.8(2) . . y C19 C18 C17 122.2(4) . . y C19 C18 C23 114.9(4) . . y C17 C18 C23 122.9(3) . . y C18 C19 C20 119.3(4) . . y C18 C19 H19A 120.3 . . ? C20 C19 H19A 120.3 . . ? C21 C20 C19 119.1(3) . . y C21 C20 H20A 120.4 . . ? C19 C20 H20A 120.4 . . ? C22 C21 C20 121.4(3) . . y C22 C21 C24 119.5(4) . . y C20 C21 C24 119.1(4) . . y C21 C22 C17 121.2(3) . . y C21 C22 H22A 119.4 . . ? C17 C22 H22A 119.4 . . ? F14A C23 F15 75.4(6) . . ? F14A C23 F13 120.1(6) . . ? F15 C23 F13 109.7(5) . . ? F14A C23 F13A 110.1(6) . . ? F15 C23 F13A 122.8(5) . . ? F13 C23 F13A 17.2(3) . . ? F14A C23 F14 29.9(4) . . ? F15 C23 F14 105.0(4) . . ? F13 C23 F14 105.6(5) . . ? F13A C23 F14 90.5(5) . . ? F14A C23 F15A 105.3(6) . . ? F15 C23 F15A 31.3(4) . . ? F13 C23 F15A 86.6(5) . . ? F13A C23 F15A 103.0(5) . . ? F14 C23 F15A 133.3(5) . . ? F14A C23 C18 117.6(6) . . ? F15 C23 C18 113.5(4) . . ? F13 C23 C18 113.8(4) . . ? F13A C23 C18 112.6(4) . . ? F14 C23 C18 108.5(4) . . ? F15A C23 C18 106.9(5) . . ? F17 C24 F16A 122.6(6) . . ? F17 C24 F18A 81.4(6) . . ? F16A C24 F18A 106.5(7) . . ? F17 C24 F16 110.4(6) . . ? F16A C24 F16 21.4(4) . . ? F18A C24 F16 124.6(7) . . ? F17 C24 F17A 22.9(3) . . ? F16A C24 F17A 109.8(7) . . ? F18A C24 F17A 103.5(6) . . ? F16 C24 F17A 92.7(6) . . ? F17 C24 F18 105.2(6) . . ? F16A C24 F18 83.9(6) . . ? F18A C24 F18 26.5(4) . . ? F16 C24 F18 104.4(6) . . ? F17A C24 F18 125.2(6) . . ? F17 C24 C21 113.8(6) . . ? F16A C24 C21 115.1(5) . . ? F18A C24 C21 111.1(6) . . ? F16 C24 C21 111.9(5) . . ? F17A C24 C21 110.1(6) . . ? F18 C24 C21 110.6(5) . . ? C26 C25 C30 116.9(3) . . y C26 C25 Sn1 127.2(3) . . y C30 C25 Sn1 115.9(2) . . y C25 C26 C27 123.0(4) . . y C25 C26 C31 123.2(3) . . y C27 C26 C31 113.8(4) . . y C28 C27 C26 117.9(4) . . y C28 C27 H27A 121.0 . . ? C26 C27 H27A 121.0 . . ? C29 C28 C27 119.8(4) . . y C29 C28 H28A 120.1 . . ? C27 C28 H28A 120.1 . . ? C28 C29 C30 121.4(3) . . y C28 C29 C32 119.1(4) . . y C30 C29 C32 119.5(4) . . y C29 C30 C25 120.9(3) . . y C29 C30 H30A 119.5 . . ? C25 C30 H30A 119.5 . . ? F19A C31 F21 74.5(5) . . ? F19A C31 F20 119.0(6) . . ? F21 C31 F20 109.3(5) . . ? F19A C31 F20A 110.2(6) . . ? F21 C31 F20A 122.6(5) . . ? F20 C31 F20A 16.9(3) . . ? F19A C31 F19 30.6(4) . . ? F21 C31 F19 104.9(5) . . ? F20 C31 F19 105.3(5) . . ? F20A C31 F19 90.9(5) . . ? F19A C31 F21A 104.2(6) . . ? F21 C31 F21A 31.4(3) . . ? F20 C31 F21A 86.0(5) . . ? F20A C31 F21A 102.4(5) . . ? F19 C31 F21A 133.1(5) . . ? F19A C31 C26 119.3(5) . . ? F21 C31 C26 114.0(4) . . ? F20 C31 C26 113.7(4) . . ? F20A C31 C26 111.7(4) . . ? F19 C31 C26 108.9(4) . . ? F21A C31 C26 107.3(5) . . ? F23 C32 F24 106.1(6) . . ? F23 C32 F22 107.0(6) . . ? F24 C32 F22 105.3(5) . . ? F23 C32 C29 113.1(4) . . ? F24 C32 C29 111.5(6) . . ? F22 C32 C29 113.2(6) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.046 _refine_diff_density_min -0.900 _refine_diff_density_rms 0.102 #==END data_12_s140 _database_code_depnum_ccdc_archive 'CCDC 857427' #TrackingRef '- Group14.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H9 Br F18 Sn' _chemical_formula_sum 'C24 H9 Br F18 Sn' _chemical_formula_weight 837.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 '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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4168(5) _cell_length_b 9.7943(5) _cell_length_c 16.2617(8) _cell_angle_alpha 102.743(2) _cell_angle_beta 94.800(2) _cell_angle_gamma 112.731(2) _cell_volume 1325.3(1) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 5487 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 30.19 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.100 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 2.614 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3926 _exptl_absorpt_correction_T_max 0.8182 _exptl_absorpt_process_details 'SADABS, Sheldrick (1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Buker SMART CCD 1K' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13418 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 26.50 _reflns_number_total 5477 _reflns_number_gt 4954 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART v5.049 (Bruker, 2001)' _computing_cell_refinement 'SAINT v6.45A (Bruker, 2003)' _computing_data_reduction 'SAINT v6.45A (Bruker, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0700P)^2^+3.4000P] 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 5477 _refine_ls_number_parameters 391 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.1099 _refine_ls_wR_factor_gt 0.1053 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _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 Sn1 Sn 0.05262(3) -0.21537(3) -0.244914(15) 0.01608(10) Uani 1 1 d . . . Br1 Br -0.12047(5) -0.42487(5) -0.18835(3) 0.02512(12) Uani 1 1 d . . . C1 C 0.1414(5) -0.0052(4) -0.1416(2) 0.0189(7) Uani 1 1 d . . . C2 C 0.0587(5) 0.0744(5) -0.1015(2) 0.0219(8) Uani 1 1 d . . . C3 C 0.1338(5) 0.2085(5) -0.0342(3) 0.0251(8) Uani 1 1 d . . . H3A H 0.0753 0.2609 -0.0086 0.030 Uiso 1 1 calc R . . C4 C 0.2947(5) 0.2660(5) -0.0042(3) 0.0269(9) Uani 1 1 d . . . H4A H 0.3464 0.3571 0.0419 0.032 Uiso 1 1 calc R . . C5 C 0.3778(5) 0.1885(5) -0.0426(3) 0.0240(8) Uani 1 1 d . A . C6 C 0.3036(5) 0.0553(4) -0.1100(2) 0.0198(7) Uani 1 1 d . . . H6A H 0.3633 0.0040 -0.1352 0.024 Uiso 1 1 calc R . . C7 C -0.1134(5) 0.0284(5) -0.1302(3) 0.0253(8) Uani 1 1 d . . . C8 C 0.5519(6) 0.2480(5) -0.0112(3) 0.0315(10) Uani 1 1 d . . . C9 C 0.2442(4) -0.2802(4) -0.2666(2) 0.0167(7) Uani 1 1 d . . . C10 C 0.3772(4) -0.1967(4) -0.2971(2) 0.0182(7) Uani 1 1 d . . . C11 C 0.4981(5) -0.2440(5) -0.3065(3) 0.0230(8) Uani 1 1 d . . . H11A H 0.5868 -0.1855 -0.3273 0.028 Uiso 1 1 calc R . . C12 C 0.4890(5) -0.3766(5) -0.2856(3) 0.0233(8) Uani 1 1 d . . . H12A H 0.5714 -0.4091 -0.2916 0.028 Uiso 1 1 calc R . . C13 C 0.3580(5) -0.4616(4) -0.2557(2) 0.0200(8) Uani 1 1 d . . . C14 C 0.2371(4) -0.4142(4) -0.2464(2) 0.0181(7) Uani 1 1 d . . . H14A H 0.1483 -0.4738 -0.2261 0.022 Uiso 1 1 calc R . . C15 C 0.3993(5) -0.0511(5) -0.3218(3) 0.0215(8) Uani 1 1 d . . . C16 C 0.3492(5) -0.6063(5) -0.2355(3) 0.0239(8) Uani 1 1 d . . . C17 C -0.0806(4) -0.1986(4) -0.3537(2) 0.0170(7) Uani 1 1 d . . . C18 C -0.1811(4) -0.3193(4) -0.4247(2) 0.0198(7) Uani 1 1 d . . . C19 C -0.2663(5) -0.2912(5) -0.4887(3) 0.0251(8) Uani 1 1 d . . . H19A H -0.3346 -0.3743 -0.5359 0.030 Uiso 1 1 calc R . . C20 C -0.2520(5) -0.1431(5) -0.4839(3) 0.0251(8) Uani 1 1 d . . . H20A H -0.3122 -0.1247 -0.5266 0.030 Uiso 1 1 calc R . . C21 C -0.1484(5) -0.0219(5) -0.4156(2) 0.0210(8) Uani 1 1 d . B . C22 C -0.0656(4) -0.0495(4) -0.3504(2) 0.0182(7) Uani 1 1 d . . . H22A H 0.0018 0.0341 -0.3032 0.022 Uiso 1 1 calc R . . C23 C -0.2024(5) -0.4832(5) -0.4367(3) 0.0232(8) Uani 1 1 d . . . C24 C -0.1291(5) 0.1400(5) -0.4100(3) 0.0234(8) Uani 1 1 d . . . F1 F -0.1873(3) 0.0420(3) -0.06410(17) 0.0335(6) Uani 1 1 d . . . F2 F -0.1882(3) -0.1198(3) -0.17803(17) 0.0327(6) Uani 1 1 d . . . F3 F -0.1402(3) 0.1141(3) -0.17856(18) 0.0352(6) Uani 1 1 d . . . F4 F 0.6354(7) 0.2484(7) -0.0792(4) 0.0306(13) Uiso 0.50 1 d P A 1 F5 F 0.5970(7) 0.1702(6) 0.0336(4) 0.0307(12) Uiso 0.50 1 d P A 1 F6 F 0.6123(7) 0.3938(7) 0.0397(4) 0.0287(16) Uiso 0.50 1 d P A 1 F5A F 0.5656(8) 0.1876(7) 0.0593(5) 0.0414(15) Uiso 0.50 1 d P A 2 F4A F 0.6209(8) 0.1988(8) -0.0667(4) 0.0413(16) Uiso 0.50 1 d P A 2 F6A F 0.6250(8) 0.4008(8) 0.0177(5) 0.0365(19) Uiso 0.50 1 d P A 2 F7 F 0.5171(3) 0.0726(3) -0.26825(17) 0.0330(6) Uani 1 1 d . . . F8 F 0.4316(3) -0.0570(3) -0.40083(17) 0.0340(6) Uani 1 1 d . . . F9 F 0.2702(3) -0.0207(3) -0.32038(17) 0.0292(5) Uani 1 1 d . . . F10 F 0.2232(3) -0.6752(3) -0.20374(19) 0.0345(6) Uani 1 1 d . . . F11 F 0.3470(4) -0.7093(3) -0.30615(18) 0.0439(7) Uani 1 1 d . . . F12 F 0.4744(3) -0.5810(3) -0.17836(18) 0.0343(6) Uani 1 1 d . . . F13 F -0.0801(3) -0.4932(3) -0.39389(16) 0.0270(5) Uani 1 1 d . . . F14 F -0.3302(3) -0.5664(3) -0.4095(2) 0.0392(7) Uani 1 1 d . . . F15 F -0.2181(4) -0.5557(3) -0.51901(17) 0.0406(7) Uani 1 1 d . . . F16 F -0.2669(7) 0.1535(6) -0.4052(4) 0.0306(11) Uiso 0.50 1 d P B 1 F17 F -0.0232(8) 0.2455(7) -0.3459(4) 0.0378(14) Uiso 0.50 1 d P B 1 F18 F -0.0972(8) 0.1745(6) -0.4860(4) 0.0258(13) Uiso 0.50 1 d P B 1 F16A F -0.2250(8) 0.1782(8) -0.3670(5) 0.0471(16) Uiso 0.50 1 d P B 2 F17A F 0.0192(7) 0.2450(6) -0.3708(4) 0.0291(12) Uiso 0.50 1 d P B 2 F18A F -0.1507(10) 0.1643(9) -0.4865(5) 0.052(2) Uiso 0.50 1 d P B 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Sn1 0.01851(15) 0.01872(15) 0.01328(14) 0.00517(10) 0.00100(9) 0.01010(10) Br1 0.0270(2) 0.0265(2) 0.0262(2) 0.01206(16) 0.01015(16) 0.01192(17) C1 0.0245(19) 0.0219(18) 0.0138(17) 0.0085(14) 0.0024(14) 0.0116(15) C2 0.029(2) 0.0238(19) 0.0184(18) 0.0109(15) 0.0045(15) 0.0140(16) C3 0.036(2) 0.027(2) 0.0185(18) 0.0066(16) 0.0065(16) 0.0192(18) C4 0.040(2) 0.0225(19) 0.0172(18) 0.0015(15) 0.0000(16) 0.0146(18) C5 0.031(2) 0.0240(19) 0.0190(19) 0.0084(15) 0.0007(16) 0.0134(17) C6 0.0244(19) 0.0216(18) 0.0171(17) 0.0069(14) 0.0013(14) 0.0129(15) C7 0.032(2) 0.032(2) 0.0221(19) 0.0099(17) 0.0103(16) 0.0212(18) C8 0.036(2) 0.027(2) 0.028(2) 0.0019(17) -0.0091(18) 0.0148(18) C9 0.0178(17) 0.0165(17) 0.0132(16) 0.0009(13) -0.0013(13) 0.0070(14) C10 0.0197(18) 0.0191(17) 0.0149(17) 0.0053(14) -0.0009(13) 0.0076(14) C11 0.0203(19) 0.027(2) 0.0238(19) 0.0106(16) 0.0045(15) 0.0104(16) C12 0.0206(19) 0.028(2) 0.024(2) 0.0072(16) 0.0026(15) 0.0131(16) C13 0.0216(18) 0.0191(18) 0.0177(18) 0.0036(14) -0.0019(14) 0.0087(15) C14 0.0207(18) 0.0187(17) 0.0154(17) 0.0049(14) 0.0019(14) 0.0091(14) C15 0.0210(18) 0.0239(19) 0.0228(19) 0.0106(15) 0.0052(15) 0.0101(15) C16 0.026(2) 0.0236(19) 0.0225(19) 0.0059(16) -0.0006(16) 0.0122(16) C17 0.0201(17) 0.0217(18) 0.0125(16) 0.0057(14) 0.0026(13) 0.0118(15) C18 0.0204(18) 0.0236(19) 0.0154(17) 0.0038(14) 0.0012(14) 0.0103(15) C19 0.025(2) 0.026(2) 0.0188(19) 0.0029(15) -0.0037(15) 0.0093(16) C20 0.028(2) 0.029(2) 0.0203(19) 0.0093(16) -0.0031(16) 0.0137(17) C21 0.0231(19) 0.026(2) 0.0179(18) 0.0097(15) 0.0054(15) 0.0126(16) C22 0.0190(17) 0.0219(18) 0.0141(17) 0.0044(14) 0.0009(13) 0.0098(14) C23 0.0235(19) 0.025(2) 0.0190(18) 0.0025(15) -0.0006(15) 0.0105(16) C24 0.0241(19) 0.026(2) 0.0224(19) 0.0121(16) 0.0009(15) 0.0110(16) F1 0.0371(14) 0.0473(16) 0.0287(13) 0.0140(12) 0.0161(11) 0.0266(12) F2 0.0232(12) 0.0345(14) 0.0367(14) 0.0003(11) 0.0011(10) 0.0142(11) F3 0.0375(14) 0.0490(16) 0.0356(14) 0.0232(12) 0.0091(11) 0.0286(13) F7 0.0290(13) 0.0235(12) 0.0380(14) 0.0119(11) -0.0049(11) 0.0025(10) F8 0.0433(15) 0.0435(15) 0.0283(13) 0.0223(12) 0.0139(11) 0.0234(13) F9 0.0262(12) 0.0247(12) 0.0433(15) 0.0185(11) 0.0068(11) 0.0126(10) F10 0.0305(13) 0.0330(14) 0.0472(16) 0.0247(12) 0.0073(12) 0.0134(11) F11 0.080(2) 0.0283(14) 0.0313(15) 0.0052(11) 0.0066(14) 0.0338(15) F12 0.0317(14) 0.0364(14) 0.0391(15) 0.0182(12) -0.0052(11) 0.0169(11) F13 0.0289(12) 0.0251(12) 0.0282(13) 0.0046(10) -0.0042(10) 0.0158(10) F14 0.0295(14) 0.0261(13) 0.0641(19) 0.0159(13) 0.0129(13) 0.0110(11) F15 0.0630(19) 0.0347(14) 0.0223(13) -0.0052(11) -0.0068(12) 0.0285(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 Sn1 C17 2.155(4) . y Sn1 C1 2.161(4) . y Sn1 C9 2.162(4) . y Sn1 Br1 2.4924(5) . y C1 C2 1.404(5) . y C1 C6 1.408(5) . y C2 C3 1.394(6) . y C2 C7 1.504(6) . y C3 C4 1.395(6) . y C3 H3A 0.9500 . ? C4 C5 1.382(6) . y C4 H4A 0.9500 . ? C5 C6 1.388(5) . y C5 C8 1.510(6) . y C6 H6A 0.9500 . ? C7 F1 1.339(5) . y C7 F3 1.345(5) . y C7 F2 1.352(5) . y C8 F4A 1.271(8) . ? C8 F5 1.318(7) . ? C8 F6A 1.332(8) . ? C8 F6 1.349(8) . ? C8 F4 1.408(8) . ? C8 F5A 1.420(8) . ? C9 C14 1.400(5) . y C9 C10 1.406(5) . y C10 C11 1.393(6) . y C10 C15 1.508(5) . y C11 C12 1.387(6) . y C11 H11A 0.9500 . ? C12 C13 1.391(6) . y C12 H12A 0.9500 . ? C13 C14 1.394(5) . y C13 C16 1.497(5) . y C14 H14A 0.9500 . ? C15 F7 1.338(5) . y C15 F8 1.340(5) . y C15 F9 1.359(5) . y C16 F10 1.330(5) . y C16 F12 1.343(5) . y C16 F11 1.344(5) . y C17 C22 1.400(5) . y C17 C18 1.406(5) . y C18 C19 1.399(6) . y C18 C23 1.504(6) . y C19 C20 1.388(6) . y C19 H19A 0.9500 . ? C20 C21 1.391(6) . y C20 H20A 0.9500 . ? C21 C22 1.398(5) . y C21 C24 1.505(5) . y C22 H22A 0.9500 . ? C23 F15 1.336(5) . y C23 F14 1.341(5) . y C23 F13 1.343(5) . y C24 F16A 1.302(8) . ? C24 F17 1.305(7) . ? C24 F18A 1.330(9) . ? C24 F16 1.361(7) . ? C24 F17A 1.366(7) . ? C24 F18 1.378(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 Sn1 C1 111.35(14) . . y C17 Sn1 C9 117.77(13) . . y C1 Sn1 C9 108.13(14) . . y C17 Sn1 Br1 109.46(10) . . y C1 Sn1 Br1 107.00(10) . . y C9 Sn1 Br1 102.30(10) . . y C2 C1 C6 117.0(3) . . y C2 C1 Sn1 128.7(3) . . y C6 C1 Sn1 114.3(3) . . y C3 C2 C1 121.6(4) . . y C3 C2 C7 114.9(4) . . y C1 C2 C7 123.4(4) . . y C2 C3 C4 120.2(4) . . y C2 C3 H3A 119.9 . . ? C4 C3 H3A 119.9 . . ? C5 C4 C3 119.0(4) . . y C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 121.1(4) . . y C4 C5 C8 120.0(4) . . y C6 C5 C8 118.9(4) . . y C5 C6 C1 121.1(4) . . y C5 C6 H6A 119.4 . . ? C1 C6 H6A 119.4 . . ? F1 C7 F3 106.7(3) . . y F1 C7 F2 106.3(3) . . y F3 C7 F2 106.4(3) . . y F1 C7 C2 112.4(3) . . y F3 C7 C2 112.4(3) . . y F2 C7 C2 112.2(3) . . y F4A C8 F5 84.0(5) . . ? F4A C8 F6A 109.7(6) . . ? F5 C8 F6A 116.0(5) . . ? F4A C8 F6 123.6(6) . . ? F5 C8 F6 105.1(5) . . ? F6A C8 F6 17.1(4) . . ? F4A C8 F4 22.5(4) . . ? F5 C8 F4 103.7(5) . . ? F6A C8 F4 91.0(5) . . ? F6 C8 F4 106.9(5) . . ? F4A C8 F5A 107.5(6) . . ? F5 C8 F5A 23.5(3) . . ? F6A C8 F5A 107.3(5) . . ? F6 C8 F5A 92.4(5) . . ? F4 C8 F5A 126.8(5) . . ? F4A C8 C5 113.0(4) . . ? F5 C8 C5 116.4(4) . . ? F6A C8 C5 113.9(5) . . ? F6 C8 C5 111.6(4) . . ? F4 C8 C5 112.3(4) . . ? F5A C8 C5 105.0(4) . . ? C14 C9 C10 117.4(3) . . y C14 C9 Sn1 117.3(3) . . y C10 C9 Sn1 125.3(3) . . y C11 C10 C9 121.6(4) . . y C11 C10 C15 115.5(3) . . y C9 C10 C15 122.8(3) . . y C12 C11 C10 120.0(4) . . y C12 C11 H11A 120.0 . . ? C10 C11 H11A 120.0 . . ? C11 C12 C13 119.4(4) . . y C11 C12 H12A 120.3 . . ? C13 C12 H12A 120.3 . . ? C12 C13 C14 120.5(4) . . y C12 C13 C16 118.4(4) . . y C14 C13 C16 121.1(4) . . y C13 C14 C9 121.1(4) . . y C13 C14 H14A 119.5 . . ? C9 C14 H14A 119.5 . . ? F7 C15 F8 106.8(3) . . y F7 C15 F9 106.1(3) . . y F8 C15 F9 106.7(3) . . y F7 C15 C10 112.0(3) . . y F8 C15 C10 112.3(3) . . y F9 C15 C10 112.5(3) . . y F10 C16 F12 106.7(3) . . y F10 C16 F11 107.0(3) . . y F12 C16 F11 106.0(3) . . y F10 C16 C13 113.7(3) . . y F12 C16 C13 112.1(3) . . y F11 C16 C13 110.9(3) . . y C22 C17 C18 117.8(3) . . y C22 C17 Sn1 114.7(3) . . y C18 C17 Sn1 127.5(3) . . y C19 C18 C17 120.9(4) . . y C19 C18 C23 116.6(3) . . y C17 C18 C23 122.5(3) . . y C20 C19 C18 120.7(4) . . y C20 C19 H19A 119.7 . . ? C18 C19 H19A 119.7 . . ? C19 C20 C21 119.0(4) . . y C19 C20 H20A 120.5 . . ? C21 C20 H20A 120.5 . . ? C20 C21 C22 120.6(4) . . y C20 C21 C24 119.8(4) . . y C22 C21 C24 119.5(3) . . y C21 C22 C17 121.0(3) . . y C21 C22 H22A 119.5 . . ? C17 C22 H22A 119.5 . . ? F15 C23 F14 106.6(3) . . y F15 C23 F13 106.3(3) . . y F14 C23 F13 106.8(3) . . y F15 C23 C18 112.0(3) . . y F14 C23 C18 112.2(3) . . y F13 C23 C18 112.4(3) . . y F16A C24 F17 83.0(5) . . ? F16A C24 F18A 106.7(6) . . ? F17 C24 F18A 121.8(5) . . ? F16A C24 F16 28.0(3) . . ? F17 C24 F16 108.0(5) . . ? F18A C24 F16 82.8(5) . . ? F16A C24 F17A 106.9(5) . . ? F17 C24 F17A 25.5(3) . . ? F18A C24 F17A 105.2(5) . . ? F16 C24 F17A 128.5(5) . . ? F16A C24 F18 123.7(5) . . ? F17 C24 F18 109.8(5) . . ? F18A C24 F18 20.0(4) . . ? F16 C24 F18 102.1(4) . . ? F17A C24 F18 88.8(4) . . ? F16A C24 C21 112.9(4) . . ? F17 C24 C21 114.8(4) . . ? F18A C24 C21 113.1(5) . . ? F16 C24 C21 111.3(4) . . ? F17A C24 C21 111.4(4) . . ? F18 C24 C21 110.1(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.815 _refine_diff_density_min -1.358 _refine_diff_density_rms 0.140 #==END