# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_smg35b _database_code_depnum_ccdc_archive 'CCDC 897285' #TrackingRef 'Ph3PSe(p-ClC6H4)I.cif' _audit_creation_date 2006-10-09T11:56:08-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C24 H19 Cl1 I1 P1 Se1' _chemical_formula_sum 'C24 H19 Cl I P Se' _chemical_formula_weight 579.67 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.8863(2) _cell_length_b 12.21130(10) _cell_length_c 26.6853(3) _cell_angle_alpha 90 _cell_angle_beta 92.313(2) _cell_angle_gamma 90 _cell_volume 4521.33(9) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 10384 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description cube _exptl_crystal_colour yellow _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.703 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2256 _exptl_special_details ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.223 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.523 _exptl_absorpt_correction_T_max 0.587 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.144801E-1 _diffrn_orient_matrix_ub_12 0.41824E-2 _diffrn_orient_matrix_ub_13 -0.369639E-1 _diffrn_orient_matrix_ub_21 0.691779E-1 _diffrn_orient_matrix_ub_22 -0.155054E-1 _diffrn_orient_matrix_ub_23 -0.63046E-2 _diffrn_orient_matrix_ub_31 -0.141118E-1 _diffrn_orient_matrix_ub_32 -0.803012E-1 _diffrn_orient_matrix_ub_33 -0.7078E-3 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_unetI/netI 0.0497 _diffrn_reflns_number 19317 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 10310 _reflns_number_gt 7934 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0277P)^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 refall _refine_ls_extinction_method none _refine_ls_number_reflns 10310 _refine_ls_number_parameters 657 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0311 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 1.059 _refine_ls_restrained_S_all 1.059 _refine_ls_shift/su_max 0.032 _refine_ls_shift/su_mean 0.003 _refine_diff_density_max 0.59 _refine_diff_density_min -0.611 _refine_diff_density_rms 0.09 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.1360(2) 0.6119(2) 0.41850(11) 0.0283(6) Uani 1 1 d . . . C2 C 1.1098(2) 0.5229(3) 0.44771(13) 0.0410(8) Uani 1 1 d . . . C3 C 1.0455(3) 0.4457(3) 0.42834(15) 0.0529(10) Uani 1 1 d . . . C4 C 1.0081(3) 0.4571(3) 0.37973(15) 0.0505(10) Uani 1 1 d . . . C5 C 1.0317(2) 0.5462(3) 0.35120(14) 0.0431(9) Uani 1 1 d . . . C6 C 1.0947(2) 0.6239(3) 0.37042(12) 0.0368(8) Uani 1 1 d . . . C7 C 1.2490(2) 0.6878(2) 0.50825(10) 0.0287(6) Uani 1 1 d . . . C8 C 1.3220(2) 0.6154(2) 0.52356(12) 0.0339(7) Uani 1 1 d . . . C9 C 1.3402(3) 0.5954(3) 0.57370(12) 0.0392(8) Uani 1 1 d . . . C10 C 1.2874(3) 0.6475(3) 0.60918(13) 0.0448(9) Uani 1 1 d . . . C11 C 1.2155(3) 0.7192(3) 0.59440(13) 0.0444(9) Uani 1 1 d . . . C12 C 1.1954(2) 0.7393(3) 0.54445(12) 0.0361(7) Uani 1 1 d . . . C13 C 1.3349(2) 0.6961(2) 0.41110(10) 0.0294(6) Uani 1 1 d . . . C14 C 1.3422(2) 0.6296(3) 0.36950(12) 0.0374(8) Uani 1 1 d . . . C15 C 1.4284(2) 0.6203(3) 0.34580(13) 0.0448(9) Uani 1 1 d . . . C16 C 1.5075(3) 0.6770(3) 0.36426(14) 0.0483(9) Uani 1 1 d . . . C17 C 1.5019(3) 0.7420(3) 0.40603(15) 0.0521(10) Uani 1 1 d . . . C18 C 1.4161(2) 0.7520(3) 0.42961(13) 0.0434(8) Uani 1 1 d . . . C19 C 1.2612(2) 0.9581(2) 0.43124(11) 0.0302(7) Uani 1 1 d . . . C20 C 1.2948(2) 1.0025(3) 0.47679(13) 0.0391(8) Uani 1 1 d . . . C21 C 1.3789(3) 1.0635(3) 0.47815(14) 0.0457(9) Uani 1 1 d . . . C22 C 1.4287(2) 1.0786(3) 0.43555(12) 0.0391(8) Uani 1 1 d . . . C23 C 1.3959(2) 1.0355(3) 0.39044(13) 0.0402(8) Uani 1 1 d . . . C24 C 1.3120(2) 0.9754(3) 0.38831(12) 0.0372(8) Uani 1 1 d . . . C25 C 0.8346(2) 0.7713(2) 0.37056(10) 0.0296(7) Uani 1 1 d . . . C26 C 0.7984(3) 0.6783(3) 0.39055(13) 0.0557(11) Uani 1 1 d . . . C27 C 0.8027(4) 0.6624(4) 0.44189(15) 0.0765(16) Uani 1 1 d . . . C28 C 0.8448(3) 0.7396(3) 0.47327(14) 0.0530(10) Uani 1 1 d . . . C29 C 0.8838(3) 0.8313(3) 0.45318(12) 0.0477(9) Uani 1 1 d . . . C30 C 0.8776(3) 0.8487(3) 0.40237(12) 0.0438(9) Uani 1 1 d . . . C31 C 0.94277(19) 0.8155(2) 0.27905(10) 0.0256(6) Uani 1 1 d . . . C32 C 0.9771(2) 0.7392(3) 0.24562(11) 0.0318(7) Uani 1 1 d . . . C33 C 1.0670(2) 0.7518(3) 0.22630(12) 0.0391(8) Uani 1 1 d . . . C34 C 1.1246(2) 0.8386(3) 0.24171(12) 0.0375(8) Uani 1 1 d . . . C35 C 1.0918(2) 0.9136(3) 0.27545(12) 0.0355(8) Uani 1 1 d . . . C36 C 1.0011(2) 0.9032(2) 0.29384(11) 0.0309(7) Uani 1 1 d . . . C37 C 0.7638(2) 0.9299(2) 0.29710(11) 0.0304(7) Uani 1 1 d . . . C38 C 0.7844(3) 1.0002(3) 0.25786(13) 0.0404(8) Uani 1 1 d . . . C39 C 0.7351(3) 1.0986(3) 0.25341(17) 0.0558(11) Uani 1 1 d . . . C40 C 0.6659(3) 1.1259(3) 0.2859(2) 0.0666(14) Uani 1 1 d . . . C41 C 0.6444(3) 1.0558(4) 0.3233(2) 0.0725(15) Uani 1 1 d . . . C42 C 0.6929(3) 0.9577(3) 0.32924(17) 0.0544(10) Uani 1 1 d . . . C43 C 0.7048(2) 0.7333(2) 0.20836(10) 0.0268(6) Uani 1 1 d . . . C44 C 0.7661(2) 0.7264(3) 0.16882(11) 0.0343(7) Uani 1 1 d . . . C45 C 0.7402(2) 0.7747(3) 0.12336(13) 0.0399(8) Uani 1 1 d . . . C46 C 0.6528(2) 0.8274(2) 0.11796(11) 0.0382(8) Uani 1 1 d . . . C47 C 0.5916(3) 0.8337(3) 0.15711(13) 0.0417(8) Uani 1 1 d . . . C48 C 0.6174(2) 0.7870(2) 0.20250(12) 0.0348(7) Uani 1 1 d . . . P1 P 1.22255(5) 0.71115(6) 0.44239(3) 0.02758(17) Uani 1 1 d . . . P2 P 0.82476(5) 0.80141(6) 0.30433(3) 0.02590(16) Uani 1 1 d . . . Cl1 Cl 1.53524(7) 1.15359(8) 0.43843(4) 0.0630(3) Uani 1 1 d . . . Cl2 Cl 0.61968(7) 0.88550(7) 0.06002(3) 0.0583(3) Uani 1 1 d . . . Se1 Se 1.14631(2) 0.87161(2) 0.427458(11) 0.03024(8) Uani 1 1 d . . . Se2 Se 0.73801(2) 0.66103(2) 0.271189(10) 0.02639(7) Uani 1 1 d . . . I1 I 1.027007(14) 1.112399(15) 0.405503(7) 0.03030(6) Uani 1 1 d . . . I2 I 0.602610(13) 0.443850(15) 0.248996(7) 0.03269(6) Uani 1 1 d . . . H2 H 1.138(2) 0.514(3) 0.4779(12) 0.047(10) Uiso 1 1 d . . . H3 H 1.027(2) 0.388(3) 0.4494(12) 0.052(10) Uiso 1 1 d . . . H4 H 0.963(2) 0.407(3) 0.3677(12) 0.052(10) Uiso 1 1 d . . . H5 H 1.005(2) 0.554(2) 0.3219(12) 0.043(10) Uiso 1 1 d . . . H6 H 1.115(2) 0.684(2) 0.3532(11) 0.034(8) Uiso 1 1 d . . . H8 H 1.3597(19) 0.582(2) 0.5012(10) 0.030(8) Uiso 1 1 d . . . H9 H 1.391(2) 0.546(3) 0.5858(11) 0.048(10) Uiso 1 1 d . . . H10 H 1.298(2) 0.634(3) 0.6405(12) 0.048(10) Uiso 1 1 d . . . H11 H 1.177(2) 0.750(2) 0.6175(11) 0.037(9) Uiso 1 1 d . . . H12 H 1.1514(18) 0.785(2) 0.5347(9) 0.018(7) Uiso 1 1 d . . . H14 H 1.283(2) 0.588(3) 0.3604(11) 0.050(10) Uiso 1 1 d . . . H15 H 1.433(2) 0.567(3) 0.3148(13) 0.069(11) Uiso 1 1 d . . . H16 H 1.563(2) 0.669(3) 0.3491(12) 0.049(10) Uiso 1 1 d . . . H17 H 1.558(3) 0.781(3) 0.4204(14) 0.088(14) Uiso 1 1 d . . . H18 H 1.408(2) 0.799(3) 0.4566(13) 0.059(11) Uiso 1 1 d . . . H20 H 1.257(2) 0.990(2) 0.5054(11) 0.037(9) Uiso 1 1 d . . . H21 H 1.399(2) 1.086(3) 0.5067(12) 0.047(10) Uiso 1 1 d . . . H23 H 1.426(2) 1.047(3) 0.3613(12) 0.050(10) Uiso 1 1 d . . . H24 H 1.289(2) 0.941(2) 0.3577(11) 0.036(8) Uiso 1 1 d . . . H26 H 0.773(3) 0.626(3) 0.3717(13) 0.069(12) Uiso 1 1 d . . . H27 H 0.777(3) 0.604(3) 0.4536(15) 0.088(15) Uiso 1 1 d . . . H28 H 0.845(2) 0.731(2) 0.5069(11) 0.046(10) Uiso 1 1 d . . . H29 H 0.909(3) 0.884(3) 0.4728(13) 0.057(11) Uiso 1 1 d . . . H30 H 0.896(2) 0.911(3) 0.3899(12) 0.050(10) Uiso 1 1 d . . . H32 H 0.938(2) 0.681(2) 0.2369(10) 0.037(9) Uiso 1 1 d . . . H33 H 1.085(2) 0.704(3) 0.2066(12) 0.044(10) Uiso 1 1 d . . . H34 H 1.182(2) 0.847(2) 0.2298(10) 0.031(8) Uiso 1 1 d . . . H35 H 1.127(2) 0.963(3) 0.2869(12) 0.044(10) Uiso 1 1 d . . . H36 H 0.9815(18) 0.959(2) 0.3166(10) 0.025(7) Uiso 1 1 d . . . H38 H 0.835(2) 0.978(2) 0.2357(11) 0.040(9) Uiso 1 1 d . . . H39 H 0.753(2) 1.148(3) 0.2266(12) 0.053(10) Uiso 1 1 d . . . H40 H 0.634(2) 1.196(3) 0.2819(11) 0.049(9) Uiso 1 1 d . . . H41 H 0.594(3) 1.068(4) 0.3413(17) 0.098(17) Uiso 1 1 d . . . H42 H 0.680(3) 0.914(3) 0.3517(13) 0.058(13) Uiso 1 1 d . . . H44 H 0.827(2) 0.695(2) 0.1708(11) 0.045(9) Uiso 1 1 d . . . H45 H 0.782(2) 0.772(2) 0.0949(11) 0.037(8) Uiso 1 1 d . . . H47 H 0.538(2) 0.868(3) 0.1539(12) 0.047(10) Uiso 1 1 d . . . H48 H 0.5801(18) 0.7903(19) 0.2282(9) 0.015(7) 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 C1 0.0266(15) 0.0268(16) 0.0317(16) -0.0043(12) 0.0032(13) -0.0023(12) C2 0.044(2) 0.0354(19) 0.043(2) 0.0063(15) -0.0068(17) -0.0085(16) C3 0.064(3) 0.033(2) 0.061(3) 0.0059(18) -0.008(2) -0.0162(18) C4 0.048(2) 0.036(2) 0.066(3) -0.0075(18) -0.0097(19) -0.0088(17) C5 0.042(2) 0.047(2) 0.039(2) -0.0022(17) -0.0092(17) -0.0064(17) C6 0.0366(18) 0.0385(19) 0.0351(19) 0.0013(15) 0.0014(15) -0.0050(15) C7 0.0295(16) 0.0275(15) 0.0290(16) 0.0007(12) 0.0003(13) -0.0062(13) C8 0.0339(18) 0.0352(18) 0.0325(18) -0.0056(14) 0.0008(15) 0.0015(14) C9 0.042(2) 0.0347(18) 0.040(2) 0.0047(15) -0.0094(16) -0.0026(16) C10 0.047(2) 0.059(2) 0.0286(19) 0.0066(17) -0.0025(17) -0.0142(18) C11 0.046(2) 0.058(2) 0.0301(19) 0.0012(16) 0.0112(16) 0.0037(18) C12 0.0320(18) 0.0404(19) 0.0365(19) 0.0033(15) 0.0069(15) 0.0090(15) C13 0.0313(16) 0.0303(16) 0.0268(16) 0.0030(12) 0.0043(13) 0.0017(13) C14 0.0336(18) 0.045(2) 0.0340(18) -0.0045(15) 0.0030(15) 0.0007(15) C15 0.042(2) 0.057(2) 0.037(2) -0.0047(17) 0.0096(16) 0.0096(18) C16 0.038(2) 0.060(2) 0.048(2) 0.0016(18) 0.0190(18) 0.0056(18) C17 0.033(2) 0.059(2) 0.065(3) -0.016(2) 0.0151(18) -0.0090(18) C18 0.0377(19) 0.046(2) 0.047(2) -0.0161(17) 0.0101(16) -0.0057(16) C19 0.0356(17) 0.0218(15) 0.0330(17) -0.0008(12) 0.0000(14) -0.0022(13) C20 0.047(2) 0.0355(19) 0.0347(19) -0.0037(15) 0.0026(16) -0.0035(16) C21 0.058(2) 0.040(2) 0.038(2) -0.0057(16) -0.0128(18) -0.0110(17) C22 0.0395(19) 0.0340(17) 0.043(2) 0.0078(15) -0.0090(16) -0.0105(15) C23 0.043(2) 0.043(2) 0.034(2) 0.0083(15) -0.0012(16) -0.0116(16) C24 0.0435(19) 0.0379(18) 0.0297(18) 0.0034(14) -0.0041(15) -0.0095(15) C25 0.0286(16) 0.0336(17) 0.0269(16) -0.0002(13) 0.0049(13) -0.0051(13) C26 0.091(3) 0.043(2) 0.032(2) 0.0026(16) -0.014(2) -0.026(2) C27 0.131(4) 0.057(3) 0.039(2) 0.022(2) -0.023(2) -0.046(3) C28 0.068(3) 0.063(3) 0.0277(19) 0.0065(18) -0.0085(18) -0.011(2) C29 0.054(2) 0.061(2) 0.0273(18) -0.0080(17) 0.0025(16) -0.0223(19) C30 0.056(2) 0.048(2) 0.0278(18) -0.0050(16) 0.0048(16) -0.0249(18) C31 0.0244(15) 0.0272(15) 0.0251(15) -0.0004(12) -0.0013(12) -0.0032(12) C32 0.0278(16) 0.0366(18) 0.0308(17) -0.0051(14) -0.0006(13) -0.0037(14) C33 0.0310(18) 0.053(2) 0.0332(19) -0.0080(16) 0.0035(15) 0.0016(16) C34 0.0249(17) 0.053(2) 0.0349(19) 0.0090(16) 0.0019(14) -0.0017(16) C35 0.0342(18) 0.0376(19) 0.0344(18) 0.0042(15) -0.0034(15) -0.0101(15) C36 0.0328(17) 0.0320(17) 0.0278(17) -0.0006(13) 0.0015(14) -0.0043(14) C37 0.0273(16) 0.0243(15) 0.0395(18) -0.0074(13) -0.0005(14) -0.0032(13) C38 0.042(2) 0.0354(19) 0.043(2) 0.0002(16) -0.0082(17) 0.0018(16) C39 0.060(3) 0.037(2) 0.069(3) 0.008(2) -0.027(2) -0.004(2) C40 0.050(3) 0.031(2) 0.116(4) -0.016(2) -0.035(3) 0.011(2) C41 0.041(2) 0.055(3) 0.123(5) -0.025(3) 0.013(3) 0.011(2) C42 0.042(2) 0.043(2) 0.079(3) -0.005(2) 0.013(2) 0.0008(18) C43 0.0274(15) 0.0245(15) 0.0282(16) -0.0023(12) -0.0017(12) -0.0032(12) C44 0.0286(17) 0.0433(19) 0.0310(18) -0.0034(14) 0.0032(14) 0.0047(15) C45 0.0384(19) 0.049(2) 0.0330(19) -0.0004(15) 0.0094(16) -0.0011(16) C46 0.047(2) 0.0334(18) 0.0338(18) 0.0056(14) -0.0007(15) 0.0052(15) C47 0.039(2) 0.040(2) 0.046(2) 0.0060(16) -0.0003(17) 0.0116(16) C48 0.0334(18) 0.0377(18) 0.0341(19) -0.0006(14) 0.0109(15) 0.0049(14) P1 0.0290(4) 0.0261(4) 0.0279(4) -0.0002(3) 0.0034(3) -0.0018(3) P2 0.0270(4) 0.0253(4) 0.0255(4) -0.0029(3) 0.0021(3) -0.0047(3) Cl1 0.0567(6) 0.0639(6) 0.0667(6) 0.0122(5) -0.0198(5) -0.0316(5) Cl2 0.0740(7) 0.0569(6) 0.0438(5) 0.0191(4) -0.0007(5) 0.0092(5) Se1 0.03054(16) 0.02773(16) 0.03255(17) 0.00206(12) 0.00235(13) -0.00163(13) Se2 0.02647(15) 0.02615(15) 0.02658(15) -0.00359(12) 0.00174(12) -0.00349(12) I1 0.03291(11) 0.02767(11) 0.03039(11) -0.00301(8) 0.00209(8) -0.00259(8) I2 0.02967(11) 0.03199(11) 0.03629(12) -0.00061(8) 0.00011(9) -0.00512(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.392(4) . ? C1 C2 1.394(4) . ? C1 P1 1.806(3) . ? C2 C3 1.384(5) . ? C2 H2 0.89(3) . ? C3 C4 1.385(5) . ? C3 H3 0.94(3) . ? C4 C5 1.376(5) . ? C4 H4 0.92(3) . ? C5 C6 1.376(4) . ? C5 H5 0.86(3) . ? C6 H6 0.91(3) . ? C7 C12 1.393(4) . ? C7 C8 1.394(4) . ? C7 P1 1.804(3) . ? C8 C9 1.373(4) . ? C8 H8 0.91(3) . ? C9 C10 1.376(5) . ? C9 H9 0.98(3) . ? C10 C11 1.375(5) . ? C10 H10 0.86(3) . ? C11 C12 1.373(4) . ? C11 H11 0.91(3) . ? C12 H12 0.86(2) . ? C13 C14 1.383(4) . ? C13 C18 1.390(4) . ? C13 P1 1.809(3) . ? C14 C15 1.380(4) . ? C14 H14 0.99(3) . ? C15 C16 1.374(5) . ? C15 H15 1.06(4) . ? C16 C17 1.373(5) . ? C16 H16 0.89(3) . ? C17 C18 1.376(4) . ? C17 H17 0.98(4) . ? C18 H18 0.93(3) . ? C19 C24 1.386(4) . ? C19 C20 1.394(4) . ? C19 Se1 1.912(3) . ? C20 C21 1.385(5) . ? C20 H20 0.95(3) . ? C21 C22 1.367(5) . ? C21 H21 0.84(3) . ? C22 C23 1.374(4) . ? C22 Cl1 1.739(3) . ? C23 C24 1.376(4) . ? C23 H23 0.91(3) . ? C24 H24 0.96(3) . ? C25 C26 1.360(4) . ? C25 C30 1.389(4) . ? C25 P2 1.805(3) . ? C26 C27 1.382(5) . ? C26 H26 0.87(4) . ? C27 C28 1.376(5) . ? C27 H27 0.86(4) . ? C28 C29 1.363(5) . ? C28 H28 0.90(3) . ? C29 C30 1.372(4) . ? C29 H29 0.89(3) . ? C30 H30 0.87(3) . ? C31 C32 1.387(4) . ? C31 C36 1.390(4) . ? C31 P2 1.805(3) . ? C32 C33 1.379(4) . ? C32 H32 0.91(3) . ? C33 C34 1.381(5) . ? C33 H33 0.83(3) . ? C34 C35 1.375(5) . ? C34 H34 0.87(3) . ? C35 C36 1.377(4) . ? C35 H35 0.83(3) . ? C36 H36 0.96(3) . ? C37 C42 1.374(5) . ? C37 C38 1.393(4) . ? C37 P2 1.789(3) . ? C38 C39 1.386(5) . ? C38 H38 0.98(3) . ? C39 C40 1.362(6) . ? C39 H39 0.98(3) . ? C40 C41 1.358(7) . ? C40 H40 0.97(3) . ? C41 C42 1.380(6) . ? C41 H41 0.88(5) . ? C42 H42 0.83(3) . ? C43 C48 1.382(4) . ? C43 C44 1.385(4) . ? C43 Se2 1.934(3) . ? C44 C45 1.384(4) . ? C44 H44 0.93(3) . ? C45 C46 1.377(4) . ? C45 H45 0.97(3) . ? C46 C47 1.374(5) . ? C46 Cl2 1.746(3) . ? C47 C48 1.373(4) . ? C47 H47 0.86(3) . ? C48 H48 0.88(2) . ? P1 Se1 2.2549(8) . ? P2 Se2 2.2552(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 C6 C1 C2 119.4(3) . . ? C6 C1 P1 119.9(2) . . ? C2 C1 P1 120.7(2) . . ? C3 C2 C1 120.0(3) . . ? C3 C2 H2 120(2) . . ? C1 C2 H2 119(2) . . ? C2 C3 C4 119.5(3) . . ? C2 C3 H3 118(2) . . ? C4 C3 H3 122(2) . . ? C5 C4 C3 120.6(3) . . ? C5 C4 H4 120(2) . . ? C3 C4 H4 119(2) . . ? C6 C5 C4 120.1(3) . . ? C6 C5 H5 121(2) . . ? C4 C5 H5 119(2) . . ? C5 C6 C1 120.2(3) . . ? C5 C6 H6 124.4(18) . . ? C1 C6 H6 115.4(18) . . ? C12 C7 C8 119.1(3) . . ? C12 C7 P1 120.7(2) . . ? C8 C7 P1 120.2(2) . . ? C9 C8 C7 120.1(3) . . ? C9 C8 H8 118.3(18) . . ? C7 C8 H8 121.5(18) . . ? C8 C9 C10 120.4(3) . . ? C8 C9 H9 122.4(19) . . ? C10 C9 H9 117.2(18) . . ? C11 C10 C9 119.9(3) . . ? C11 C10 H10 119(2) . . ? C9 C10 H10 121(2) . . ? C12 C11 C10 120.6(3) . . ? C12 C11 H11 118.8(19) . . ? C10 C11 H11 120.5(19) . . ? C11 C12 C7 120.0(3) . . ? C11 C12 H12 121.6(17) . . ? C7 C12 H12 118.4(17) . . ? C14 C13 C18 119.3(3) . . ? C14 C13 P1 121.5(2) . . ? C18 C13 P1 119.2(2) . . ? C15 C14 C13 120.6(3) . . ? C15 C14 H14 124.7(19) . . ? C13 C14 H14 114.6(19) . . ? C16 C15 C14 119.4(3) . . ? C16 C15 H15 120.8(19) . . ? C14 C15 H15 120(2) . . ? C17 C16 C15 120.8(3) . . ? C17 C16 H16 121(2) . . ? C15 C16 H16 119(2) . . ? C16 C17 C18 120.1(3) . . ? C16 C17 H17 122(2) . . ? C18 C17 H17 118(2) . . ? C17 C18 C13 119.9(3) . . ? C17 C18 H18 123(2) . . ? C13 C18 H18 117(2) . . ? C24 C19 C20 119.8(3) . . ? C24 C19 Se1 119.5(2) . . ? C20 C19 Se1 120.7(2) . . ? C21 C20 C19 119.0(3) . . ? C21 C20 H20 123.6(18) . . ? C19 C20 H20 117.4(18) . . ? C22 C21 C20 120.4(3) . . ? C22 C21 H21 123(2) . . ? C20 C21 H21 116(2) . . ? C21 C22 C23 121.0(3) . . ? C21 C22 Cl1 119.5(2) . . ? C23 C22 Cl1 119.5(3) . . ? C22 C23 C24 119.4(3) . . ? C22 C23 H23 123(2) . . ? C24 C23 H23 117(2) . . ? C23 C24 C19 120.4(3) . . ? C23 C24 H24 121.0(18) . . ? C19 C24 H24 118.5(18) . . ? C26 C25 C30 119.0(3) . . ? C26 C25 P2 122.6(2) . . ? C30 C25 P2 118.3(2) . . ? C25 C26 C27 120.3(3) . . ? C25 C26 H26 122(2) . . ? C27 C26 H26 118(2) . . ? C28 C27 C26 120.5(4) . . ? C28 C27 H27 121(3) . . ? C26 C27 H27 118(3) . . ? C29 C28 C27 119.3(3) . . ? C29 C28 H28 120(2) . . ? C27 C28 H28 120(2) . . ? C28 C29 C30 120.4(3) . . ? C28 C29 H29 121(2) . . ? C30 C29 H29 119(2) . . ? C29 C30 C25 120.5(3) . . ? C29 C30 H30 120(2) . . ? C25 C30 H30 119(2) . . ? C32 C31 C36 119.3(3) . . ? C32 C31 P2 121.1(2) . . ? C36 C31 P2 119.6(2) . . ? C33 C32 C31 120.3(3) . . ? C33 C32 H32 121.4(19) . . ? C31 C32 H32 118.3(19) . . ? C32 C33 C34 119.8(3) . . ? C32 C33 H33 117(2) . . ? C34 C33 H33 123(2) . . ? C35 C34 C33 120.2(3) . . ? C35 C34 H34 119.3(19) . . ? C33 C34 H34 120.5(19) . . ? C34 C35 C36 120.2(3) . . ? C34 C35 H35 122(2) . . ? C36 C35 H35 118(2) . . ? C35 C36 C31 120.1(3) . . ? C35 C36 H36 116.5(16) . . ? C31 C36 H36 123.4(16) . . ? C42 C37 C38 119.4(3) . . ? C42 C37 P2 119.8(3) . . ? C38 C37 P2 120.7(2) . . ? C39 C38 C37 118.9(4) . . ? C39 C38 H38 124.0(18) . . ? C37 C38 H38 117.0(18) . . ? C40 C39 C38 121.1(4) . . ? C40 C39 H39 122(2) . . ? C38 C39 H39 117(2) . . ? C41 C40 C39 119.7(4) . . ? C41 C40 H40 121.9(19) . . ? C39 C40 H40 118(2) . . ? C40 C41 C42 120.7(4) . . ? C40 C41 H41 120(3) . . ? C42 C41 H41 119(3) . . ? C37 C42 C41 120.1(4) . . ? C37 C42 H42 118(3) . . ? C41 C42 H42 122(3) . . ? C48 C43 C44 120.4(3) . . ? C48 C43 Se2 119.5(2) . . ? C44 C43 Se2 120.0(2) . . ? C45 C44 C43 119.7(3) . . ? C45 C44 H44 115.5(19) . . ? C43 C44 H44 124.6(19) . . ? C46 C45 C44 119.2(3) . . ? C46 C45 H45 119.0(17) . . ? C44 C45 H45 121.8(17) . . ? C47 C46 C45 121.0(3) . . ? C47 C46 Cl2 120.1(2) . . ? C45 C46 Cl2 118.8(3) . . ? C48 C47 C46 120.0(3) . . ? C48 C47 H47 119(2) . . ? C46 C47 H47 121(2) . . ? C47 C48 C43 119.6(3) . . ? C47 C48 H48 121.9(16) . . ? C43 C48 H48 118.5(16) . . ? C7 P1 C1 110.13(13) . . ? C7 P1 C13 106.75(13) . . ? C1 P1 C13 110.10(13) . . ? C7 P1 Se1 112.66(10) . . ? C1 P1 Se1 102.70(9) . . ? C13 P1 Se1 114.48(9) . . ? C37 P2 C31 107.99(13) . . ? C37 P2 C25 107.51(14) . . ? C31 P2 C25 110.54(13) . . ? C37 P2 Se2 112.43(9) . . ? C31 P2 Se2 113.85(9) . . ? C25 P2 Se2 104.33(9) . . ? C19 Se1 P1 94.93(9) . . ? C43 Se2 P2 95.64(8) . . ? 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 C6 C1 C2 C3 2.0(5) . . . . ? P1 C1 C2 C3 -178.1(3) . . . . ? C1 C2 C3 C4 0.4(6) . . . . ? C2 C3 C4 C5 -2.1(6) . . . . ? C3 C4 C5 C6 1.4(6) . . . . ? C4 C5 C6 C1 1.0(5) . . . . ? C2 C1 C6 C5 -2.7(5) . . . . ? P1 C1 C6 C5 177.3(3) . . . . ? C12 C7 C8 C9 0.3(4) . . . . ? P1 C7 C8 C9 -178.1(2) . . . . ? C7 C8 C9 C10 -0.9(5) . . . . ? C8 C9 C10 C11 0.6(5) . . . . ? C9 C10 C11 C12 0.2(5) . . . . ? C10 C11 C12 C7 -0.7(5) . . . . ? C8 C7 C12 C11 0.5(5) . . . . ? P1 C7 C12 C11 178.9(3) . . . . ? C18 C13 C14 C15 -1.5(5) . . . . ? P1 C13 C14 C15 179.2(2) . . . . ? C13 C14 C15 C16 0.8(5) . . . . ? C14 C15 C16 C17 0.4(6) . . . . ? C15 C16 C17 C18 -0.8(6) . . . . ? C16 C17 C18 C13 0.1(6) . . . . ? C14 C13 C18 C17 1.0(5) . . . . ? P1 C13 C18 C17 -179.6(3) . . . . ? C24 C19 C20 C21 0.0(5) . . . . ? Se1 C19 C20 C21 179.2(2) . . . . ? C19 C20 C21 C22 -0.8(5) . . . . ? C20 C21 C22 C23 1.2(5) . . . . ? C20 C21 C22 Cl1 -178.9(3) . . . . ? C21 C22 C23 C24 -0.6(5) . . . . ? Cl1 C22 C23 C24 179.4(3) . . . . ? C22 C23 C24 C19 -0.2(5) . . . . ? C20 C19 C24 C23 0.5(5) . . . . ? Se1 C19 C24 C23 -178.7(2) . . . . ? C30 C25 C26 C27 1.3(6) . . . . ? P2 C25 C26 C27 -176.0(4) . . . . ? C25 C26 C27 C28 -1.0(8) . . . . ? C26 C27 C28 C29 -1.0(7) . . . . ? C27 C28 C29 C30 2.6(6) . . . . ? C28 C29 C30 C25 -2.3(6) . . . . ? C26 C25 C30 C29 0.3(5) . . . . ? P2 C25 C30 C29 177.7(3) . . . . ? C36 C31 C32 C33 -1.7(4) . . . . ? P2 C31 C32 C33 179.3(2) . . . . ? C31 C32 C33 C34 2.4(5) . . . . ? C32 C33 C34 C35 -1.3(5) . . . . ? C33 C34 C35 C36 -0.5(5) . . . . ? C34 C35 C36 C31 1.2(5) . . . . ? C32 C31 C36 C35 -0.1(4) . . . . ? P2 C31 C36 C35 178.9(2) . . . . ? C42 C37 C38 C39 2.4(5) . . . . ? P2 C37 C38 C39 179.6(2) . . . . ? C37 C38 C39 C40 -1.5(5) . . . . ? C38 C39 C40 C41 -0.1(6) . . . . ? C39 C40 C41 C42 0.9(6) . . . . ? C38 C37 C42 C41 -1.7(5) . . . . ? P2 C37 C42 C41 -178.8(3) . . . . ? C40 C41 C42 C37 0.0(6) . . . . ? C48 C43 C44 C45 0.7(4) . . . . ? Se2 C43 C44 C45 177.5(2) . . . . ? C43 C44 C45 C46 -1.1(5) . . . . ? C44 C45 C46 C47 0.8(5) . . . . ? C44 C45 C46 Cl2 -178.6(2) . . . . ? C45 C46 C47 C48 0.0(5) . . . . ? Cl2 C46 C47 C48 179.4(3) . . . . ? C46 C47 C48 C43 -0.4(5) . . . . ? C44 C43 C48 C47 0.1(5) . . . . ? Se2 C43 C48 C47 -176.8(2) . . . . ? C12 C7 P1 C1 -90.4(3) . . . . ? C8 C7 P1 C1 88.0(3) . . . . ? C12 C7 P1 C13 150.1(2) . . . . ? C8 C7 P1 C13 -31.5(3) . . . . ? C12 C7 P1 Se1 23.6(3) . . . . ? C8 C7 P1 Se1 -158.0(2) . . . . ? C6 C1 P1 C7 170.8(2) . . . . ? C2 C1 P1 C7 -9.2(3) . . . . ? C6 C1 P1 C13 -71.8(3) . . . . ? C2 C1 P1 C13 108.2(3) . . . . ? C6 C1 P1 Se1 50.6(3) . . . . ? C2 C1 P1 Se1 -129.4(2) . . . . ? C14 C13 P1 C7 129.6(3) . . . . ? C18 C13 P1 C7 -49.8(3) . . . . ? C14 C13 P1 C1 10.0(3) . . . . ? C18 C13 P1 C1 -169.3(2) . . . . ? C14 C13 P1 Se1 -105.0(2) . . . . ? C18 C13 P1 Se1 75.6(3) . . . . ? C42 C37 P2 C31 -153.8(3) . . . . ? C38 C37 P2 C31 29.1(3) . . . . ? C42 C37 P2 C25 -34.5(3) . . . . ? C38 C37 P2 C25 148.4(2) . . . . ? C42 C37 P2 Se2 79.8(3) . . . . ? C38 C37 P2 Se2 -97.3(2) . . . . ? C32 C31 P2 C37 -130.9(2) . . . . ? C36 C31 P2 C37 50.1(3) . . . . ? C32 C31 P2 C25 111.8(2) . . . . ? C36 C31 P2 C25 -67.2(3) . . . . ? C32 C31 P2 Se2 -5.3(3) . . . . ? C36 C31 P2 Se2 175.72(19) . . . . ? C26 C25 P2 C37 122.5(3) . . . . ? C30 C25 P2 C37 -54.8(3) . . . . ? C26 C25 P2 C31 -119.9(3) . . . . ? C30 C25 P2 C31 62.8(3) . . . . ? C26 C25 P2 Se2 2.9(3) . . . . ? C30 C25 P2 Se2 -174.4(2) . . . . ? C24 C19 Se1 P1 89.0(2) . . . . ? C20 C19 Se1 P1 -90.1(2) . . . . ? C7 P1 Se1 C19 81.64(13) . . . . ? C1 P1 Se1 C19 -159.90(13) . . . . ? C13 P1 Se1 C19 -40.59(14) . . . . ? C48 C43 Se2 P2 -95.8(2) . . . . ? C44 C43 Se2 P2 87.4(2) . . . . ? C37 P2 Se2 C43 47.10(14) . . . . ? C31 P2 Se2 C43 -76.11(13) . . . . ? C25 P2 Se2 C43 163.29(13) . . . . ? data_ran _database_code_depnum_ccdc_archive 'CCDC 897286' #TrackingRef 'p-FC6H4SeI.cif' _audit_update_record ; 2012-08-20 # Formatted by publCIF ; _audit_creation_date 2007-06-25T14:49:59-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C12 H8 F2 I2 Se2' _chemical_formula_sum 'C12 H8 F2 I2 Se2' _chemical_formula_weight 601.9 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 28.3911(15) _cell_length_b 15.3194(9) _cell_length_c 6.9260(4) _cell_angle_alpha 90 _cell_angle_beta 91.006(3) _cell_angle_gamma 90 _cell_volume 3011.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3355 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 2.655 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_special_details ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 9.011 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.2938 _exptl_absorpt_correction_T_max 0.7738 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.34673E-1 _diffrn_orient_matrix_ub_12 0.4938E-3 _diffrn_orient_matrix_ub_13 -0.230027E-1 _diffrn_orient_matrix_ub_21 -0.59412E-2 _diffrn_orient_matrix_ub_22 -0.16904E-1 _diffrn_orient_matrix_ub_23 -0.137744 _diffrn_orient_matrix_ub_31 -0.18645E-2 _diffrn_orient_matrix_ub_32 0.630481E-1 _diffrn_orient_matrix_ub_33 -0.367506E-1 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.092 _diffrn_reflns_av_unetI/netI 0.0529 _diffrn_reflns_number 11437 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_full 27.5 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 3415 _reflns_number_gt 2441 _reflns_threshold_expression >2sigma(I) _diffrn_reflns_reduction_process ; Scaled and merged with SORTAV R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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. Elevated residual electron density close to the iodide atoms is associated with imperfect empirical absorption corrections. ; _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^)+(0.1108P)^2^+24.7632P] 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_number_reflns 3415 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0889 _refine_ls_R_factor_gt 0.0611 _refine_ls_wR_factor_ref 0.1845 _refine_ls_wR_factor_gt 0.1595 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.801 _refine_diff_density_min -2.095 _refine_diff_density_rms 0.302 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6177(4) 0.1514(7) 0.7191(15) 0.037(2) Uani 1 1 d . . . C2 C 0.6013(4) 0.0689(7) 0.7619(16) 0.043(3) Uani 1 1 d . . . H2 H 0.6172 0.0184 0.7173 0.051 Uiso 1 1 calc R . . C3 C 0.5611(5) 0.0613(7) 0.8714(17) 0.049(3) Uani 1 1 d . . . H3 H 0.549 0.0053 0.9024 0.058 Uiso 1 1 calc R . . C4 C 0.5386(4) 0.1366(8) 0.9358(15) 0.043(3) Uani 1 1 d . . . C5 C 0.5551(4) 0.2184(9) 0.8914(17) 0.050(3) Uani 1 1 d . . . H5 H 0.5389 0.2689 0.9343 0.061 Uiso 1 1 calc R . . C6 C 0.5952(4) 0.2270(6) 0.7850(15) 0.036(2) Uani 1 1 d . . . H6 H 0.6074 0.2831 0.7564 0.043 Uiso 1 1 calc R . . C7 C 0.6151(4) 0.3139(7) 0.3155(14) 0.036(2) Uani 1 1 d . . . C8 C 0.6452(4) 0.3851(8) 0.2990(16) 0.044(3) Uani 1 1 d . . . H8 H 0.6773 0.3764 0.2664 0.053 Uiso 1 1 calc R . . C9 C 0.6283(4) 0.4696(8) 0.3305(15) 0.045(3) Uani 1 1 d . . . H9 H 0.6485 0.5188 0.3192 0.054 Uiso 1 1 calc R . . C10 C 0.5819(4) 0.4798(7) 0.3781(15) 0.039(2) Uani 1 1 d . . . C11 C 0.5519(4) 0.4096(8) 0.4018(15) 0.044(3) Uani 1 1 d . . . H11 H 0.5203 0.4189 0.439 0.052 Uiso 1 1 calc R . . C12 C 0.5682(4) 0.3267(6) 0.3713(14) 0.035(2) Uani 1 1 d . . . H12 H 0.5479 0.278 0.3876 0.041 Uiso 1 1 calc R . . F1 F 0.4990(3) 0.1290(5) 1.0388(9) 0.0568(18) Uani 1 1 d . . . F2 F 0.5657(3) 0.5623(4) 0.4056(11) 0.0577(19) Uani 1 1 d . . . Se1 Se 0.67344(4) 0.16162(7) 0.56062(15) 0.0366(3) Uani 1 1 d . . . Se2 Se 0.63737(4) 0.19896(7) 0.26242(15) 0.0409(3) Uani 1 1 d . . . I1 I 0.71938(2) 0.31281(4) 0.75957(9) 0.0349(2) Uani 1 1 d . . . I2 I 0.76367(3) 0.43992(4) 0.98158(10) 0.0427(2) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.036(5) 0.034(5) 0.041(6) -0.002(4) -0.003(4) 0.000(4) C2 0.051(7) 0.038(6) 0.039(6) 0.007(5) -0.004(5) -0.003(5) C3 0.062(8) 0.040(6) 0.044(6) 0.010(5) 0.001(5) -0.015(5) C4 0.045(6) 0.053(7) 0.030(5) -0.002(5) -0.002(4) -0.016(5) C5 0.052(7) 0.054(7) 0.046(6) -0.011(6) -0.003(5) -0.005(6) C6 0.040(6) 0.028(5) 0.040(5) -0.001(4) -0.005(4) 0.001(4) C7 0.043(6) 0.033(5) 0.032(5) 0.003(4) 0.000(4) -0.003(4) C8 0.043(6) 0.047(6) 0.043(6) 0.008(5) 0.000(5) -0.003(5) C9 0.054(7) 0.044(6) 0.037(5) 0.000(5) -0.003(5) -0.002(5) C10 0.054(7) 0.030(5) 0.034(5) 0.006(4) -0.005(4) 0.010(5) C11 0.047(6) 0.046(6) 0.038(5) 0.005(5) -0.011(5) 0.016(5) C12 0.045(6) 0.030(5) 0.029(5) 0.003(4) -0.010(4) -0.010(4) F1 0.058(4) 0.073(5) 0.040(4) 0.003(3) 0.008(3) -0.023(4) F2 0.073(5) 0.041(4) 0.058(4) -0.008(3) -0.007(4) 0.012(3) Se1 0.0382(6) 0.0331(5) 0.0384(6) -0.0024(4) -0.0050(4) 0.0021(4) Se2 0.0463(7) 0.0415(6) 0.0347(6) -0.0054(4) -0.0053(4) 0.0062(5) I1 0.0382(4) 0.0331(4) 0.0331(4) 0.0003(3) -0.0025(3) -0.0006(3) I2 0.0496(5) 0.0342(4) 0.0438(4) -0.0045(3) -0.0100(3) -0.0020(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.382(15) . ? C1 C6 1.402(14) . ? C1 Se1 1.949(11) . ? C2 C3 1.385(17) . ? C2 H2 0.95 . ? C3 C4 1.396(17) . ? C3 H3 0.95 . ? C4 F1 1.346(13) . ? C4 C5 1.375(17) . ? C5 C6 1.373(16) . ? C5 H5 0.95 . ? C6 H6 0.95 . ? C7 C8 1.392(15) . ? C7 C12 1.408(15) . ? C7 Se2 1.908(10) . ? C8 C9 1.399(17) . ? C8 H8 0.95 . ? C9 C10 1.372(16) . ? C9 H9 0.95 . ? C10 F2 1.361(12) . ? C10 C11 1.382(17) . ? C11 C12 1.370(15) . ? C11 H11 0.95 . ? C12 H12 0.95 . ? Se1 Se2 2.3595(15) . ? Se1 I1 2.9833(12) . ? I1 I2 2.7694(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 121.9(11) . . ? C2 C1 Se1 118.3(8) . . ? C6 C1 Se1 119.8(8) . . ? C1 C2 C3 118.5(11) . . ? C1 C2 H2 120.7 . . ? C3 C2 H2 120.7 . . ? C2 C3 C4 119.5(10) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? F1 C4 C5 119.2(11) . . ? F1 C4 C3 119.3(10) . . ? C5 C4 C3 121.4(11) . . ? C6 C5 C4 119.7(12) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C1 118.9(10) . . ? C5 C6 H6 120.6 . . ? C1 C6 H6 120.6 . . ? C8 C7 C12 120.0(10) . . ? C8 C7 Se2 120.1(8) . . ? C12 C7 Se2 119.9(7) . . ? C7 C8 C9 120.0(11) . . ? C7 C8 H8 120 . . ? C9 C8 H8 120 . . ? C10 C9 C8 118.4(11) . . ? C10 C9 H9 120.8 . . ? C8 C9 H9 120.8 . . ? F2 C10 C9 117.9(10) . . ? F2 C10 C11 119.6(10) . . ? C9 C10 C11 122.4(10) . . ? C12 C11 C10 119.6(11) . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 C7 119.6(10) . . ? C11 C12 H12 120.2 . . ? C7 C12 H12 120.2 . . ? C1 Se1 Se2 99.7(3) . . ? C1 Se1 I1 98.9(3) . . ? Se2 Se1 I1 113.30(5) . . ? C7 Se2 Se1 101.2(3) . . ? I2 I1 Se1 173.14(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 0.8(17) . . . . ? Se1 C1 C2 C3 -178.8(9) . . . . ? C1 C2 C3 C4 -0.3(18) . . . . ? C2 C3 C4 F1 178.7(10) . . . . ? C2 C3 C4 C5 0.6(18) . . . . ? F1 C4 C5 C6 -179.4(10) . . . . ? C3 C4 C5 C6 -1.4(18) . . . . ? C4 C5 C6 C1 1.8(17) . . . . ? C2 C1 C6 C5 -1.5(16) . . . . ? Se1 C1 C6 C5 178.0(8) . . . . ? C12 C7 C8 C9 -2.5(16) . . . . ? Se2 C7 C8 C9 177.5(8) . . . . ? C7 C8 C9 C10 0.2(16) . . . . ? C8 C9 C10 F2 -179.0(9) . . . . ? C8 C9 C10 C11 2.1(16) . . . . ? F2 C10 C11 C12 179.0(9) . . . . ? C9 C10 C11 C12 -2.1(16) . . . . ? C10 C11 C12 C7 -0.2(15) . . . . ? C8 C7 C12 C11 2.5(15) . . . . ? Se2 C7 C12 C11 -177.5(8) . . . . ? C2 C1 Se1 Se2 102.5(8) . . . . ? C6 C1 Se1 Se2 -77.1(8) . . . . ? C2 C1 Se1 I1 -141.8(8) . . . . ? C6 C1 Se1 I1 38.6(8) . . . . ? C8 C7 Se2 Se1 83.6(9) . . . . ? C12 C7 Se2 Se1 -96.4(8) . . . . ? C1 Se1 Se2 C7 69.3(4) . . . . ? I1 Se1 Se2 C7 -34.9(3) . . . . ? C1 Se1 I1 I2 67.7(4) . . . . ? Se2 Se1 I1 I2 172.3(3) . . . . ? data_rob _database_code_depnum_ccdc_archive 'CCDC 897287' #TrackingRef 'p-ClC6H4SeI3.cif' _audit_update_record ; 2012-11-22 # Formatted by publCIF ; _audit_creation_date 2012-11-21T19:03:38-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ? _chemical_formula_moiety 'C6 H4 Cl1 I3 Se1' _chemical_formula_sum 'C6 H4 Cl I3 Se' _chemical_formula_weight 571.22 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.83970(10) _cell_length_b 9.5545(2) _cell_length_c 11.6257(3) _cell_angle_alpha 105.6130(10) _cell_angle_beta 101.4550(10) _cell_angle_gamma 100.916(2) _cell_volume 591.68(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2560 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 3.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 500 _exptl_special_details ? #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 11.171 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.2851 _exptl_absorpt_correction_T_max 0.4013 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 -0.265604E-1 _diffrn_orient_matrix_ub_12 -0.557686E-1 _diffrn_orient_matrix_ub_13 -0.896596E-1 _diffrn_orient_matrix_ub_21 0.134104 _diffrn_orient_matrix_ub_22 -0.473852E-1 _diffrn_orient_matrix_ub_23 0.218574E-1 _diffrn_orient_matrix_ub_31 -0.11833 _diffrn_orient_matrix_ub_32 -0.853884E-1 _diffrn_orient_matrix_ub_33 0.7558E-2 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_av_R_equivalents 0.0404 _diffrn_reflns_av_unetI/netI 0.0518 _diffrn_reflns_number 4419 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.67 _diffrn_reflns_theta_max 26 _diffrn_reflns_theta_full 26 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _reflns_number_total 2315 _reflns_number_gt 1656 _reflns_threshold_expression >2\s(I) _diffrn_reflns_reduction_process ; Scaled and merged with Sortav R.H. Blessing, (1987) Cryst. Rev. 1, 3-58 R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397 ; #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'DIRDIF08 (Beurskens et al, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^ > 2\s(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. Ghost peaks in the difference electron density map that appeared in the vicinity of the selenium iodide sheet were treated as minor disordered SeI~3~ sites, total 6% overall. In the case of atoms I(1) and I(2) a second partially occupied site was modelled, I(1B) and I(2B), whilst for atoms Se(1) and I(3) two further sites were modelled, Se(1B) / I(3B) and Se(1C) / I(3C). The total combined site occupancies for each atom was restrained to 1 using a combination of free variables and a SUMP command. The occupancies of individual sites are as follows; I(1) / I(2): 0.9787(1), I(3) / Se(1): 0.9368(2), I(1B) / I(2B) / I(3B) / Se(1B): 0.0213(1), I(3C) / Se(1C): 0.0422(2). ; _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^)+(0.0641P)^2^+21.1616P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.0137(3) _refine_ls_number_reflns 2315 _refine_ls_number_parameters 122 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0944 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1851 _refine_ls_wR_factor_gt 0.1474 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _refine_ls_shift/su_max 0.026 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 2.587 _refine_diff_density_min -2.271 _refine_diff_density_rms 0.384 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.148 0.159 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.474 1.812 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.093 2.226 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.3301(8) 0.7538(4) 0.7110(5) 0.0416(14) Uani 1 1 d . A 1 C2 C 0.5047(8) 0.6779(5) 0.6904(5) 0.0473(15) Uani 1 1 d . A 1 H2 H 0.5544 0.6242 0.7446 0.057 Uiso 1 1 calc R A 1 C3 C 0.6109(8) 0.6774(5) 0.5927(4) 0.0421(14) Uani 1 1 d . A 1 H3 H 0.7343 0.6274 0.5802 0.05 Uiso 1 1 calc R A 1 C4 C 0.5225(9) 0.7566(6) 0.5127(4) 0.0437(15) Uani 1 1 d . A 1 C5 C 0.3503(10) 0.8333(5) 0.5354(4) 0.0485(15) Uani 1 1 d . A 1 H5 H 0.3004 0.8909 0.4847 0.058 Uiso 1 1 calc R A 1 C6 C 0.2557(7) 0.8259(5) 0.6280(4) 0.0421(13) Uani 1 1 d . A 1 H6 H 0.1284 0.873 0.6382 0.05 Uiso 1 1 calc R A 1 Cl4 Cl 0.6494(3) 0.76066(17) 0.39230(12) 0.0603(4) Uani 1 1 d . A 1 I1 I 0.04066(6) 0.48924(3) 0.82251(3) 0.04395(9) Uani 0.97870(10) 1 d P A 1 I2 I 0.66347(5) 0.82156(3) 1.03093(3) 0.03758(9) Uani 0.97870(10) 1 d P A 1 I3 I 1.12251(6) 0.87745(3) 1.19628(3) 0.03952(9) Uani 0.9368(2) 1 d P A 1 Se1 Se 0.20887(8) 0.76900(5) 0.85650(4) 0.03353(13) Uani 0.9368(2) 1 d P A 1 I1B I 0.576(2) 0.9349(13) 0.3649(11) 0.03 Uiso 0.02130(10) 1 d P . 2 I2B I 0.165(2) 0.8132(13) 0.9518(11) 0.03 Uiso 0.02130(10) 1 d P . 2 I3B I 0.712(2) 0.8443(13) 0.7678(11) 0.03 Uiso 0.02130(10) 1 d P A 2 Se1B Se 0.631(3) 0.872(2) 1.1229(17) 0.03 Uiso 0.02130(10) 1 d P . 2 Se1C Se 0.5038(17) 0.5473(10) 0.9909(8) 0.03 Uiso 0.0422(2) 1 d P . 2 I3C I 0.5840(11) 0.4336(7) 0.6542(5) 0.03 Uiso 0.0422(2) 1 d P . 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 C1 0.045(2) 0.0189(15) 0.062(3) 0.0108(16) 0.013(2) 0.0141(15) C2 0.036(2) 0.046(2) 0.052(3) 0.0170(18) -0.011(2) 0.0134(17) C3 0.0331(18) 0.051(2) 0.046(2) 0.0115(19) 0.0144(17) 0.0210(16) C4 0.041(2) 0.045(2) 0.033(2) 0.0021(19) 0.0015(19) 0.003(2) C5 0.059(3) 0.046(2) 0.045(2) 0.0255(16) 0.012(2) 0.010(2) C6 0.0090(15) 0.059(2) 0.061(2) 0.0369(16) 0.0015(15) -0.0029(16) Cl4 0.0613(7) 0.0743(8) 0.0499(6) 0.0196(5) 0.0241(5) 0.0187(6) I1 0.04521(15) 0.04157(13) 0.04644(14) 0.01657(11) 0.01352(12) 0.00916(12) I2 0.04054(14) 0.03468(12) 0.03827(13) 0.01250(10) 0.00990(11) 0.01071(11) I3 0.03595(14) 0.03892(13) 0.04156(14) 0.01370(11) 0.00641(12) 0.00745(12) Se1 0.0342(2) 0.03205(18) 0.03381(19) 0.01035(15) 0.00799(16) 0.00854(16) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C6 1.378(7) . ? C1 C2 1.381(7) . ? C1 Se1 1.940(6) . ? C2 C3 1.398(8) . ? C2 H2 0.95 . ? C3 C4 1.428(8) . ? C3 H3 0.95 . ? C4 C5 1.377(8) . ? C4 Cl4 1.715(6) . ? C5 C6 1.316(8) . ? C5 H5 0.95 . ? C6 H6 0.95 . ? I1 Se1 2.5590(6) . ? I2 I3 2.8328(4) . ? I2 Se1 2.8672(5) . ? I1B Se1B 2.81(2) 1_554 ? I2B Se1B 2.89(2) . ? Se1B I1B 2.81(2) 1_556 ? Se1C Se1C 0.98(2) 2_667 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 117.3(5) . . ? C6 C1 Se1 121.2(4) . . ? C2 C1 Se1 121.3(4) . . ? C1 C2 C3 122.3(5) . . ? C1 C2 H2 118.8 . . ? C3 C2 H2 118.8 . . ? C2 C3 C4 115.9(5) . . ? C2 C3 H3 122.1 . . ? C4 C3 H3 122.1 . . ? C5 C4 C3 121.1(5) . . ? C5 C4 Cl4 121.3(4) . . ? C3 C4 Cl4 117.6(4) . . ? C6 C5 C4 119.3(5) . . ? C6 C5 H5 120.4 . . ? C4 C5 H5 120.4 . . ? C5 C6 C1 123.9(5) . . ? C5 C6 H6 118 . . ? C1 C6 H6 118 . . ? I3 I2 Se1 177.601(19) . . ? C1 Se1 I1 99.44(12) . . ? C1 Se1 I2 97.26(14) . . ? I1 Se1 I2 99.398(19) . . ? I1B Se1B I2B 109.0(8) 1_556 . ?