# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 182/1336 data_global _publ_contact_author_name 'Jack Passmore' _publ_contact_author_address ; Department of Chemistry University of New Brunswick #45222 Fredericton New Brunswick E3B 6E2 Canada ; _publ_contact_author_email passmore@unb.ca _publ_contact_author_fax '(506) 455-4981' _publ_contact_author_phone '(506) 453-4821' _publ_request_journal 'J. Chem. Soc., Chem. Comm. ' _publ_section_title ;Oxidation of Methyl Groups in the Reaction of Sulfur Homopolyatomic Cations with Acetonitrile: Formation and Crystal Structure of the Novel Trithietium Ring ; data_1s41sn #Structure 3c in text #See '_refine_special_details' for disorder description. _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety [MeCSNC(Me)NH]+[AsF6]- _chemical_formula_sum 'C4 H7 As F6 N2 S' _chemical_formula_weight 304.10 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'As' 'As' 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z' 'x, -y+1/2, z+1/2' '-x+1/2, -y, z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, -z' '-x, y-1/2, -z-1/2' 'x-1/2, y, -z-1/2' _cell_length_a 11.874(3) _cell_length_b 12.617(3) _cell_length_c 13.005(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1948.3(8) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 69 _cell_measurement_theta_min 15 _cell_measurement_theta_max 16 _exptl_crystal_description block _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.073 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1184 _exptl_absorpt_coefficient_mu 3.757 _exptl_absorpt_correction_type 'Optimised numerical' _exptl_absorpt_correction_T_min 0.354 _exptl_absorpt_correction_T_max 0.407 _exptl_absorpt_process_details ; The face indices and distances were refined against a set of psi-scan data, and then used to perform an absorption correction by Gaussian integration (Stoe X-shape; Shelxtl Xprep). ; _exptl_special_details ; Crystal picked from beneath cold RS3000 perfluoropolyether oil. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ; Stoe Stadi-4 diffractometer equipped with an Oxford Cryosystems lt device. ; _diffrn_measurement_method 'Omega-theta with profile-fitting (Clegg)' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% -3 _diffrn_reflns_number 3649 _diffrn_reflns_av_R_equivalents 0.0324 _diffrn_reflns_av_sigmaI/netI 0.0466 _diffrn_reflns_limit_h_min -2 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -1 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.83 _diffrn_reflns_theta_max 25.03 _reflns_number_total 1725 _reflns_number_gt 1222 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Stoe DIF4' _computing_cell_refinement 'Stoe DIF4' _computing_data_reduction 'Stoe REDU4' _computing_structure_solution DIRDIF _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material ? _refine_special_details ; The AsF~6~^-^ anion is disordered over two orientations; after initial refinement the occupancies were fixed at 0.57 and 0.43. Equivalent As-F and F..F distances were restrained to be equal. ADPs were refined freely. ; _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^)+(0.0060P)^2^+6.4612P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary Patterson _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'Difference map' _refine_ls_hydrogen_treatment 'Rotating group (Me)/ Refall (NH)' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00045(15) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1725 _refine_ls_number_parameters 188 _refine_ls_number_restraints 352 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0636 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.518 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.001 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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.12958(18) 0.42661(17) 0.07001(17) 0.0426(6) Uani 1 1 d . . . N2 N 0.1298(5) 0.5305(5) -0.0090(5) 0.0393(16) Uani 1 1 d . . . C3 C 0.2261(7) 0.5369(6) -0.0544(5) 0.0327(18) Uani 1 1 d . . . C31 C 0.2581(7) 0.6185(6) -0.1305(5) 0.048(2) Uani 1 1 d . . . H31A H 0.1917 0.6607 -0.1487 0.072 Uiso 1 1 calc R . . H31B H 0.2879 0.5841 -0.1924 0.072 Uiso 1 1 calc R . . H31C H 0.3159 0.6649 -0.1010 0.072 Uiso 1 1 calc R . . N4 N 0.3015(6) 0.4599(5) -0.0260(5) 0.0335(16) Uani 1 1 d . . . H4 H 0.372(7) 0.456(6) -0.046(6) 0.05(3) Uiso 1 1 d . . . C5 C 0.2626(6) 0.3920(6) 0.0434(5) 0.0300(18) Uani 1 1 d . . . C51 C 0.3301(6) 0.3046(6) 0.0885(6) 0.041(2) Uani 1 1 d . . . H51A H 0.3662 0.2641 0.0332 0.061 Uiso 1 1 calc R . . H51B H 0.2807 0.2576 0.1281 0.061 Uiso 1 1 calc R . . H51C H 0.3880 0.3342 0.1339 0.061 Uiso 1 1 calc R . . As1 As 0.04986(7) 0.12446(6) 0.19985(6) 0.0341(3) Uani 1 1 d D . . F1 F -0.0784(7) 0.1826(12) 0.1779(12) 0.077(5) Uani 0.57 1 d PD A 1 F2 F 0.1769(7) 0.0670(12) 0.2103(12) 0.069(6) Uani 0.57 1 d PD A 1 F3 F 0.0146(11) 0.0947(10) 0.3186(7) 0.094(5) Uani 0.57 1 d PD A 1 F4 F 0.0836(10) 0.1596(8) 0.0734(6) 0.077(4) Uani 0.57 1 d PD A 1 F5 F 0.1005(11) 0.2447(6) 0.2341(8) 0.054(3) Uani 0.57 1 d PD A 1 F6 F -0.0037(8) 0.0105(6) 0.1474(9) 0.063(3) Uani 0.57 1 d PD A 1 F1' F -0.0892(8) 0.1497(15) 0.2153(15) 0.089(9) Uani 0.43 1 d PD A 2 F2' F 0.1879(8) 0.0909(15) 0.1888(14) 0.050(6) Uani 0.43 1 d PD A 2 F3' F 0.0691(12) 0.1413(11) 0.3301(6) 0.073(5) Uani 0.43 1 d PD A 2 F4' F 0.0310(9) 0.1006(13) 0.0747(6) 0.079(6) Uani 0.43 1 d PD A 2 F5' F 0.0805(16) 0.2525(7) 0.1848(11) 0.078(7) Uani 0.43 1 d PD A 2 F6' F 0.0231(13) -0.0078(6) 0.2275(12) 0.091(6) Uani 0.43 1 d PD A 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 S1 0.0321(11) 0.0451(12) 0.0507(13) 0.0114(10) 0.0085(11) 0.0036(11) N2 0.034(4) 0.043(4) 0.041(4) 0.003(3) 0.003(4) 0.000(4) C3 0.036(5) 0.037(4) 0.025(4) -0.009(4) -0.007(4) -0.005(4) C31 0.060(6) 0.047(5) 0.037(4) 0.004(5) 0.004(5) -0.003(5) N4 0.031(4) 0.036(4) 0.033(4) -0.002(3) 0.004(3) -0.002(4) C5 0.029(4) 0.030(4) 0.030(4) -0.007(3) -0.001(4) -0.004(4) C51 0.035(4) 0.034(4) 0.053(5) -0.001(4) 0.003(4) 0.005(4) As1 0.0295(4) 0.0312(4) 0.0415(4) -0.0067(4) -0.0003(5) -0.0040(4) F1 0.038(8) 0.066(8) 0.127(13) -0.039(8) -0.019(7) 0.022(6) F2 0.049(9) 0.061(9) 0.097(11) 0.002(8) -0.042(8) 0.014(7) F3 0.121(13) 0.092(10) 0.070(8) 0.049(7) 0.033(8) -0.018(8) F4 0.110(11) 0.079(8) 0.042(6) -0.012(5) 0.008(7) 0.002(7) F5 0.067(7) 0.025(5) 0.070(8) -0.002(5) -0.009(7) -0.009(5) F6 0.046(5) 0.035(5) 0.109(9) -0.020(6) -0.034(7) -0.006(5) F1' 0.034(9) 0.122(19) 0.111(17) -0.071(14) 0.024(9) -0.005(10) F2' 0.029(9) 0.047(10) 0.075(12) -0.011(9) 0.014(8) 0.002(7) F3' 0.097(14) 0.088(13) 0.034(7) 0.016(7) 0.018(8) 0.010(10) F4' 0.030(8) 0.17(2) 0.038(7) -0.056(10) -0.017(6) 0.022(9) F5' 0.096(14) 0.046(8) 0.091(14) 0.047(8) 0.011(12) 0.000(9) F6' 0.107(15) 0.029(7) 0.138(15) -0.010(9) 0.039(12) -0.026(8) _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 S1 N2 1.666(6) . ? S1 C5 1.675(7) . ? N2 C3 1.290(9) . ? C3 N4 1.373(9) . ? C3 C31 1.478(10) . ? N4 C5 1.327(9) . ? C5 C51 1.484(9) . ? As1 F3 1.644(7) . ? As1 F5' 1.667(8) . ? As1 F4' 1.670(7) . ? As1 F2 1.679(7) . ? As1 F5 1.692(7) . ? As1 F1' 1.693(9) . ? As1 F2' 1.699(8) . ? As1 F1 1.714(7) . ? As1 F6 1.714(6) . ? As1 F3' 1.722(8) . ? As1 F6' 1.736(8) . ? As1 F4 1.750(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 N2 S1 C5 94.4(4) . . ? C3 N2 S1 109.5(5) . . ? N2 C3 N4 114.2(7) . . ? N2 C3 C31 125.3(8) . . ? N4 C3 C31 120.4(7) . . ? C5 N4 C3 114.4(7) . . ? N4 C5 C51 124.1(7) . . ? N4 C5 S1 107.5(6) . . ? C51 C5 S1 128.4(6) . . ? F3 As1 F5' 112.8(7) . . ? F3 As1 F4' 147.2(6) . . ? F5' As1 F4' 95.1(7) . . ? F3 As1 F2 93.1(6) . . ? F5' As1 F2 103.4(10) . . ? F4' As1 F2 96.9(7) . . ? F3 As1 F5 92.8(5) . . ? F5' As1 F5 23.7(5) . . ? F4' As1 F5 117.7(6) . . ? F2 As1 F5 92.7(6) . . ? F3 As1 F1' 71.5(9) . . ? F5' As1 F1' 92.5(7) . . ? F4' As1 F1' 91.1(7) . . ? F2 As1 F1' 161.3(9) . . ? F5 As1 F1' 98.5(9) . . ? F3 As1 F2' 105.6(9) . . ? F5' As1 F2' 91.2(7) . . ? F4' As1 F2' 90.1(7) . . ? F2 As1 F2' 14.7(11) . . ? F5 As1 F2' 84.4(9) . . ? F1' As1 F2' 175.9(9) . . ? F3 As1 F1 91.6(6) . . ? F5' As1 F1 76.1(9) . . ? F4' As1 F1 78.2(7) . . ? F2 As1 F1 175.0(7) . . ? F5 As1 F1 88.6(6) . . ? F1' As1 F1 22.1(10) . . ? F2' As1 F1 161.7(9) . . ? F3 As1 F6 95.0(5) . . ? F5' As1 F6 147.9(6) . . ? F4' As1 F6 53.9(6) . . ? F2 As1 F6 90.2(6) . . ? F5 As1 F6 171.5(5) . . ? F1' As1 F6 81.0(8) . . ? F2' As1 F6 96.6(8) . . ? F1 As1 F6 87.9(6) . . ? F3 As1 F3' 30.5(5) . . ? F5' As1 F3' 88.1(6) . . ? F4' As1 F3' 176.7(7) . . ? F2 As1 F3' 81.6(8) . . ? F5 As1 F3' 65.4(6) . . ? F1' As1 F3' 89.4(7) . . ? F2' As1 F3' 89.2(7) . . ? F1 As1 F3' 103.2(8) . . ? F6 As1 F3' 123.0(6) . . ? F3 As1 F6' 62.5(6) . . ? F5' As1 F6' 174.5(7) . . ? F4' As1 F6' 90.2(6) . . ? F2 As1 F6' 74.5(8) . . ? F5 As1 F6' 150.7(6) . . ? F1' As1 F6' 88.7(7) . . ? F2' As1 F6' 87.4(7) . . ? F1 As1 F6' 106.4(8) . . ? F6 As1 F6' 37.7(5) . . ? F3' As1 F6' 86.5(6) . . ? F3 As1 F4 178.0(6) . . ? F5' As1 F4 66.1(6) . . ? F4' As1 F4 32.9(5) . . ? F2 As1 F4 88.8(6) . . ? F5 As1 F4 86.5(4) . . ? F1' As1 F4 106.7(8) . . ? F2' As1 F4 76.3(8) . . ? F1 As1 F4 86.5(6) . . ? F6 As1 F4 85.6(5) . . ? F3' As1 F4 149.6(5) . . ? F6' As1 F4 118.7(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.516 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.095 # S.Parsons, Edinburgh, May 1999. #===END data_2 _chemical_formula_sum 'C6 H4 As3 F18 N3 S6' _chemical_formula_weight 877.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'As' 'As' 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 2~1~/n 1' 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 13.9666(1) _cell_length_b 10.6426(1) _cell_length_c 16.5839(1) _cell_angle_alpha 90.00 _cell_angle_beta 111.285(1) _cell_angle_gamma 90.00 _cell_volume 2296.90(3) _cell_formula_units_Z 4 _cell_measurement_temperature 153 _cell_measurement_reflns_used 'multiple data' _cell_measurement_theta_min 1.64 _cell_measurement_theta_max 27.61 _exptl_crystal_description Brick _exptl_crystal_colour 'Dark red' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.12 _exptl_crystal_density_diffrn 2.537 _exptl_crystal_F_000 1672 _exptl_absorpt_coefficient_mu 5.034 _exptl_absorpt_correction_type 'SADABS' _exptl_absorpt_correction_T_min 0.282 _exptl_absorpt_correction_T_max 0.437 _diffrn_ambient_temperature 153 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4/CCD' _diffrn_measurement_method \w _diffrn_standards_number 'multiple data' _diffrn_standards_decay_% 0 _diffrn_reflns_number 24701 _diffrn_reflns_av_R_equivalents 0.0531 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 27.61 _reflns_number_total 5200 _reflns_number_observed 4106 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SAINT' _computing_cell_refinement 'SAINT' _computing_data_reduction 'SADABS' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0850P)^2^+11.0000P] 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 'riding model' _refine_ls_number_reflns 5200 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.0593 _refine_ls_wR_factor_obs 0.1499 _refine_ls_goodness_of_fit_obs 1.110 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 1.325 _refine_diff_density_min -1.403 _refine_diff_density_rms 0.196 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C 1.4995(4) 0.5754(5) 0.6964(4) 0.0262(11) Uani 1 d . . N2 N 1.4979(4) 0.7017(4) 0.6779(3) 0.0249(10) Uani 1 d . . C3 C 1.4984(4) 0.7211(6) 0.5955(4) 0.0307(13) Uani 1 d . . N4 N 1.5040(4) 0.6172(5) 0.5526(3) 0.0278(10) Uani 1 d . . S5 S 1.50080(14) 0.4912(2) 0.61231(12) 0.0387(4) Uani 1 d . . C6 C 1.4958(5) 0.8497(6) 0.5578(4) 0.0371(15) Uani 1 d . . H6A H 1.4651(5) 0.8381(6) 0.4979(4) 0.059(15) Uiso 1 d R . H6B H 1.4621(5) 0.8949(6) 0.5730(4) 0.059(15) Uiso 1 d R . H6C H 1.5582(5) 0.8747(6) 0.5874(4) 0.059(15) Uiso 1 d R . C7 C 1.5016(4) 0.5197(5) 0.7769(4) 0.0246(11) Uani 1 d . . S8 S 1.40615(11) 0.4330(2) 0.78803(11) 0.0346(4) Uani 1 d . . S9 S 1.50824(12) 0.3963(2) 0.91008(10) 0.0337(3) Uani 1 d . . S10 S 1.60343(11) 0.50817(15) 0.87098(10) 0.0319(3) Uani 1 d . . C11 C 1.4865(4) 0.7965(5) 0.7359(4) 0.0233(11) Uani 1 d . . N12 N 1.4122(4) 0.7787(5) 0.7675(3) 0.0282(10) Uani 1 d . . S13 S 1.40184(12) 0.8842(2) 0.83075(11) 0.0336(3) Uani 1 d . . S14 S 1.51870(12) 0.99765(14) 0.82858(11) 0.0328(3) Uani 1 d . . C15 C 1.5492(4) 0.9026(6) 0.7619(4) 0.0304(13) Uani 1 d . . H15 H 1.5980(4) 0.9152(6) 0.7401(4) 0.072(30) Uiso 1 d R . As1 As 1.69011(4) 0.83745(6) 1.05385(4) 0.0269(2) Uani 1 d . . F1 F 1.7105(5) 0.9355(5) 0.9810(3) 0.075(2) Uani 1 d . . F2 F 1.5894(3) 0.9291(5) 1.0563(4) 0.073(2) Uani 1 d . . F3 F 1.6721(4) 0.7371(6) 1.1275(3) 0.074(2) Uani 1 d . . F4 F 1.7891(4) 0.7439(5) 1.0515(4) 0.072(2) Uani 1 d . . F5 F 1.7737(3) 0.9248(4) 1.1383(3) 0.0437(10) Uani 1 d . . F6 F 1.6034(3) 0.7520(4) 0.9711(3) 0.0435(10) Uani 1 d . . As2 As 1.78081(5) 0.34382(6) 1.08914(5) 0.0350(2) Uani 1 d . . F7 F 1.7599(6) 0.2995(8) 1.1782(4) 0.103(2) Uani 1 d . . F8 F 1.6748(4) 0.4418(7) 1.0593(4) 0.085(2) Uani 1 d . . F9 F 1.8548(6) 0.4605(7) 1.1462(5) 0.114(3) Uani 1 d . . F10 F 1.8835(6) 0.2468(9) 1.1148(6) 0.130(3) Uani 1 d . . F11 F 1.7005(8) 0.2294(7) 1.0264(6) 0.142(4) Uani 1 d . . F12 F 1.7994(6) 0.3925(9) 0.9987(4) 0.111(3) Uani 1 d . . As3 As 1.30179(4) 0.79139(6) 0.27047(4) 0.0309(2) Uani 1 d . . F13 F 1.1968(4) 0.8431(7) 0.2926(4) 0.093(2) Uani 1 d . . F14 F 1.2792(6) 0.8948(5) 0.1878(4) 0.091(2) Uani 1 d . . F15 F 1.4066(4) 0.7340(6) 0.2513(4) 0.077(2) Uani 1 d . . F16 F 1.3253(6) 0.6894(5) 0.3544(4) 0.082(2) Uani 1 d . . F17 F 1.2234(4) 0.6833(4) 0.1997(3) 0.0559(12) Uani 1 d . . F18 F 1.3767(3) 0.9014(4) 0.3403(3) 0.0496(11) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.019(3) 0.028(3) 0.031(3) -0.001(2) 0.008(2) 0.001(2) N2 0.024(2) 0.028(2) 0.025(2) 0.001(2) 0.012(2) 0.003(2) C3 0.024(3) 0.042(3) 0.029(3) 0.005(3) 0.013(2) 0.002(2) N4 0.043(3) 0.025(2) 0.017(2) -0.003(2) 0.013(2) 0.007(2) S5 0.0497(10) 0.0339(8) 0.0382(9) 0.0003(7) 0.0227(8) 0.0032(7) C6 0.040(4) 0.042(4) 0.031(3) 0.007(3) 0.015(3) 0.002(3) C7 0.022(3) 0.023(3) 0.027(3) -0.003(2) 0.008(2) 0.003(2) S8 0.0234(7) 0.0445(9) 0.0312(8) 0.0057(7) 0.0045(6) -0.0065(6) S9 0.0292(7) 0.0386(8) 0.0303(8) 0.0051(6) 0.0070(6) -0.0037(6) S10 0.0250(7) 0.0336(8) 0.0323(8) 0.0016(6) 0.0045(6) -0.0045(6) C11 0.018(2) 0.029(3) 0.023(3) 0.002(2) 0.007(2) 0.005(2) N12 0.024(2) 0.030(3) 0.036(3) -0.004(2) 0.016(2) -0.001(2) S13 0.0305(7) 0.0351(8) 0.0409(9) -0.0100(7) 0.0197(7) -0.0019(6) S14 0.0303(7) 0.0273(7) 0.0401(9) -0.0057(6) 0.0119(7) -0.0015(6) C15 0.023(3) 0.034(3) 0.035(3) 0.000(3) 0.012(3) -0.003(2) As1 0.0209(3) 0.0289(3) 0.0281(3) -0.0014(2) 0.0056(2) 0.0003(2) F1 0.095(4) 0.071(3) 0.047(3) 0.020(3) 0.014(3) -0.025(3) F2 0.036(2) 0.083(4) 0.082(4) -0.050(3) 0.000(2) 0.016(2) F3 0.067(3) 0.100(4) 0.049(3) 0.022(3) 0.013(2) -0.045(3) F4 0.041(3) 0.069(3) 0.103(4) -0.015(3) 0.022(3) 0.016(2) F5 0.035(2) 0.045(2) 0.041(2) -0.006(2) 0.001(2) -0.012(2) F6 0.036(2) 0.042(2) 0.042(2) -0.016(2) 0.003(2) 0.000(2) As2 0.0240(3) 0.0371(4) 0.0425(4) 0.0061(3) 0.0103(3) 0.0005(2) F7 0.099(5) 0.146(7) 0.082(4) 0.040(5) 0.054(4) -0.002(5) F8 0.048(3) 0.109(5) 0.084(4) -0.016(4) 0.008(3) 0.032(3) F9 0.104(5) 0.102(5) 0.091(5) -0.006(4) -0.021(4) -0.057(4) F10 0.091(5) 0.168(8) 0.131(7) 0.029(6) 0.039(5) 0.084(6) F11 0.152(8) 0.071(5) 0.144(8) -0.044(5) -0.016(6) -0.018(5) F12 0.098(5) 0.188(8) 0.054(4) 0.031(5) 0.034(4) 0.019(5) As3 0.0224(3) 0.0284(3) 0.0433(4) -0.0021(3) 0.0136(3) -0.0007(2) F13 0.025(2) 0.132(5) 0.112(5) -0.075(4) 0.015(3) 0.008(3) F14 0.135(6) 0.055(3) 0.049(3) 0.015(3) -0.008(3) -0.021(4) F15 0.042(3) 0.108(5) 0.095(4) -0.040(4) 0.041(3) -0.009(3) F16 0.116(5) 0.058(3) 0.077(4) 0.024(3) 0.039(4) 0.000(3) F17 0.049(3) 0.055(3) 0.072(3) -0.028(2) 0.032(2) -0.026(2) F18 0.050(2) 0.048(2) 0.045(2) -0.007(2) 0.010(2) -0.012(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 C1 N2 1.377(7) . ? C1 C7 1.450(8) . ? C1 S5 1.663(6) . ? N2 C3 1.384(8) . ? N2 C11 1.443(7) . ? C3 N4 1.332(8) . ? C3 C6 1.500(9) . ? N4 S5 1.676(5) . ? C7 S8 1.686(6) . ? C7 S10 1.692(6) . ? S8 S9 2.046(2) . ? S9 S10 2.057(2) . ? C11 N12 1.335(7) . ? C11 C15 1.398(8) . ? N12 S13 1.579(5) . ? S13 S14 2.041(2) . ? S14 C15 1.664(6) . ? As1 F1 1.697(5) . ? As1 F3 1.708(5) . ? As1 F4 1.716(5) . ? As1 F6 1.724(4) . ? As1 F2 1.725(4) . ? As1 F5 1.732(4) . ? As2 F9 1.672(6) . ? As2 F7 1.674(6) . ? As2 F10 1.692(6) . ? As2 F12 1.693(6) . ? As2 F11 1.725(7) . ? As2 F8 1.729(5) . ? As3 F14 1.697(5) . ? As3 F16 1.701(5) . ? As3 F18 1.710(4) . ? As3 F15 1.719(4) . ? As3 F17 1.723(4) . ? As3 F13 1.726(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 C7 126.7(5) . . ? N2 C1 S5 110.0(4) . . ? C7 C1 S5 123.3(4) . . ? C1 N2 C3 111.1(5) . . ? C1 N2 C11 122.0(5) . . ? C3 N2 C11 126.6(5) . . ? N4 C3 N2 115.2(5) . . ? N4 C3 C6 122.2(6) . . ? N2 C3 C6 122.6(6) . . ? C3 N4 S5 109.2(4) . . ? C1 S5 N4 94.3(3) . . ? C1 C7 S8 124.9(4) . . ? C1 C7 S10 127.4(4) . . ? S8 C7 S10 107.0(3) . . ? C7 S8 S9 85.3(2) . . ? S8 S9 S10 82.86(8) . . ? C7 S10 S9 84.8(2) . . ? N12 C11 C15 118.9(5) . . ? N12 C11 N2 116.9(5) . . ? C15 C11 N2 124.2(5) . . ? C11 N12 S13 115.5(4) . . ? N12 S13 S14 98.2(2) . . ? C15 S14 S13 93.0(2) . . ? C11 C15 S14 114.4(4) . . ? F1 As1 F3 178.7(3) . . ? F1 As1 F4 89.7(3) . . ? F3 As1 F4 89.0(3) . . ? F1 As1 F6 90.5(2) . . ? F3 As1 F6 89.8(2) . . ? F4 As1 F6 90.9(2) . . ? F1 As1 F2 91.0(3) . . ? F3 As1 F2 90.2(3) . . ? F4 As1 F2 179.0(3) . . ? F6 As1 F2 88.5(2) . . ? F1 As1 F5 90.4(2) . . ? F3 As1 F5 89.3(2) . . ? F4 As1 F5 91.0(2) . . ? F6 As1 F5 177.9(2) . . ? F2 As1 F5 89.6(2) . . ? F9 As2 F7 88.8(4) . . ? F9 As2 F10 91.0(5) . . ? F7 As2 F10 90.6(4) . . ? F9 As2 F12 90.7(4) . . ? F7 As2 F12 178.2(4) . . ? F10 As2 F12 91.2(4) . . ? F9 As2 F11 176.9(4) . . ? F7 As2 F11 92.8(5) . . ? F10 As2 F11 91.6(5) . . ? F12 As2 F11 87.5(5) . . ? F9 As2 F8 90.2(4) . . ? F7 As2 F8 91.0(4) . . ? F10 As2 F8 178.1(4) . . ? F12 As2 F8 87.3(4) . . ? F11 As2 F8 87.2(4) . . ? F14 As3 F16 179.2(3) . . ? F14 As3 F18 89.5(2) . . ? F16 As3 F18 89.7(3) . . ? F14 As3 F15 90.1(4) . . ? F16 As3 F15 90.0(3) . . ? F18 As3 F15 90.9(2) . . ? F14 As3 F17 89.8(3) . . ? F16 As3 F17 91.0(3) . . ? F18 As3 F17 178.4(2) . . ? F15 As3 F17 90.6(2) . . ? F14 As3 F13 92.4(4) . . ? F16 As3 F13 87.5(4) . . ? F18 As3 F13 89.8(2) . . ? F15 As3 F13 177.4(4) . . ? F17 As3 F13 88.8(2) . . ? #===END data_3 _chemical_formula_sum 'C4 H7 As2 F11 N2 S' _chemical_formula_weight 474.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'As' 'As' 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 14.746(3) _cell_length_b 8.023(2) _cell_length_c 11.034(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1305.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 210(2) _cell_measurement_reflns_used 'multiple data' _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 27.12 _exptl_crystal_description Sphere _exptl_crystal_colour Yellow _exptl_crystal_size_rad 0.4 _exptl_crystal_density_diffrn 2.412 _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 5.402 _exptl_absorpt_correction_type 'SADABS' _exptl_absorpt_correction_T_min 0.413 _exptl_absorpt_correction_T_max 0.694 _diffrn_ambient_temperature 210(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4/CCD' _diffrn_measurement_method /w _diffrn_standards_decay_% 0 _diffrn_reflns_number 13468 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.12 _reflns_number_total 1502 _reflns_number_observed 1367 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SAINT' _computing_cell_refinement 'SAINT' _computing_data_reduction 'SAINT' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+2.0000P] 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 'riding model' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0044(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1502 _refine_ls_number_parameters 126 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.0262 _refine_ls_wR_factor_obs 0.0615 _refine_ls_goodness_of_fit_obs 1.087 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.880 _refine_diff_density_min -0.848 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C1 C 0.6387(2) 0.2500 0.6535(3) 0.0312(8) Uani 1 d S . N2 N 0.6166(2) 0.2500 0.5366(3) 0.0301(6) Uani 1 d S . H2 H 0.5675(2) 0.2500 0.5175(3) 0.027(11) Uiso 1 d SR . C3 C 0.6873(2) 0.2500 0.4575(3) 0.0302(7) Uani 1 d S . N4 N 0.7648(2) 0.2500 0.5145(3) 0.0313(7) Uani 1 d S . S5 S 0.75179(6) 0.2500 0.66553(9) 0.0340(2) Uani 1 d S . C6 C 0.6721(3) 0.2500 0.3251(3) 0.0398(9) Uani 1 d S . H6A H 0.7009(3) 0.1730 0.2915(3) 0.075(8) Uiso 1 d R . H6B H 0.6150(3) 0.2500 0.3060(3) 0.075(8) Uiso 1 d SR . C7 C 0.57364(2) 0.2500 0.75469(3) 0.0432(10) Uani 1 d S . H7A H 0.53384(2) 0.1719 0.74970(3) 0.075(8) Uiso 1 d R . H7B H 0.60940(2) 0.2500 0.82315(3) 0.075(8) Uiso 1 d SR . As1 As 0.89551(2) 0.2500 0.45167(3) 0.0475(2) Uani 1 d SR . F1 F 1.00350(2) 0.2500 0.40256(3) 0.0861(11) Uani 1 d SR . F2 F 0.86204(2) 0.3997 0.35375(3) 0.0701(6) Uani 1 d R . F3 F 0.91387(2) 0.3973 0.55994(3) 0.0738(7) Uani 1 d R . As2 As 0.35212(2) 0.2500 0.50043(3) 0.02970(13) Uani 1 d SR . F4 F 0.45109(2) 0.2500 0.41853(3) 0.055(3) Uani 0.33 d SPR . F5 F 0.31004(2) 0.0935 0.41680(3) 0.059(3) Uani 0.33 d PR . F6 F 0.39449(2) 0.0969 0.59102(3) 0.065(3) Uani 0.33 d PR . F7 F 0.25398(2) 0.2500 0.58699(3) 0.066(4) Uani 0.33 d SPR . F4' F 0.44731(2) 0.1808 0.42643(3) 0.052(3) Uani 0.33 d PR . F5' F 0.28637(2) 0.1148 0.41560(3) 0.046(2) Uani 0.33 d PR . F5" F 0.33346(2) 0.1063 0.39355(3) 0.055(2) Uani 0.33 d PR . F6' F 0.37930(2) 0.1163 0.61792(3) 0.056(2) Uani 0.33 d PR . F6" F 0.42070(2) 0.1082 0.57046(3) 0.058(2) Uani 0.33 d PR . F7' F 0.26271(2) 0.1730 0.57932(3) 0.060(3) Uani 0.33 d PR . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.031(2) 0.028(2) 0.035(2) 0.000 -0.0052(15) 0.000 N2 0.026(2) 0.034(2) 0.0301(15) 0.000 -0.0020(12) 0.000 C3 0.030(2) 0.026(2) 0.035(2) 0.000 -0.002(2) 0.000 N4 0.0276(15) 0.034(2) 0.032(2) 0.000 -0.0001(12) 0.000 S5 0.0311(5) 0.0388(5) 0.0322(4) 0.000 -0.0065(4) 0.000 C6 0.044(2) 0.047(2) 0.028(2) 0.000 0.000(2) 0.000 C7 0.035(2) 0.059(3) 0.035(2) 0.000 0.003(2) 0.000 As1 0.0318(2) 0.0521(3) 0.0585(3) 0.000 0.0069(2) 0.000 F1 0.039(2) 0.107(3) 0.112(3) 0.000 0.025(2) 0.000 F2 0.0620(13) 0.0722(15) 0.0762(14) 0.0294(12) 0.0202(11) -0.0019(11) F3 0.0431(11) 0.087(2) 0.092(2) -0.0256(14) -0.0002(10) -0.0225(11) As2 0.0299(2) 0.0285(2) 0.0307(2) 0.000 -0.00411(15) 0.000 F4 0.032(6) 0.074(10) 0.059(7) 0.000 0.002(5) 0.000 F5 0.048(3) 0.028(4) 0.103(7) 0.009(4) -0.056(4) -0.004(3) F6 0.135(9) 0.029(4) 0.032(3) 0.013(3) -0.027(5) -0.007(5) F7 0.047(6) 0.112(13) 0.038(6) 0.000 0.008(5) 0.000 F4' 0.037(4) 0.067(6) 0.051(4) -0.010(3) 0.009(3) 0.008(2) F5' 0.042(3) 0.035(3) 0.059(4) 0.007(3) -0.031(3) -0.002(3) F5" 0.083(5) 0.037(4) 0.045(3) -0.015(3) -0.017(4) -0.006(4) F6' 0.073(5) 0.057(4) 0.037(3) 0.006(3) -0.010(3) 0.017(4) F6" 0.058(4) 0.051(5) 0.065(5) 0.010(4) -0.025(3) 0.011(3) F7' 0.053(4) 0.072(6) 0.055(5) 0.002(3) 0.010(3) -0.025(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.330(5) . ? C1 C7 1.472(4) . ? C1 S5 1.674(4) . ? N2 C3 1.359(5) . ? C3 N4 1.305(5) . ? C3 C6 1.477(5) . ? N4 S5 1.677(3) . ? N4 As1 2.049(3) . ? As1 F1 1.68 . ? As1 F2 1.69 7_565 ? As1 F2 1.69 . ? As1 F3 1.70 . ? As1 F3 1.70 7_565 ? As2 F5" 1.67 . ? As2 F5" 1.67 7_565 ? As2 F5 1.68 . ? As2 F5 1.68 7_565 ? As2 F7' 1.70 7_565 ? As2 F7' 1.70 . ? As2 F6 1.70 7_565 ? As2 F6 1.70 . ? As2 F6" 1.71 7_565 ? As2 F6" 1.71 . ? As2 F4' 1.72 7_565 ? As2 F4' 1.72 . ? F4 F4' 0.56 7_565 ? F4 F4' 0.56 . ? F7 F7' 0.64 7_565 ? F7 F7' 0.64 . ? F4' F4' 1.11 7_565 ? F4' F6" 1.74 . ? F5' F5" 0.74 . ? F6' F6" 0.81 . ? F7' F7' 1.24 7_565 ? 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 N2 C1 C7 125.2(3) . . ? N2 C1 S5 108.7(3) . . ? C7 C1 S5 126.1(2) . . ? C1 N2 C3 115.8(3) . . ? N4 C3 N2 111.2(3) . . ? N4 C3 C6 127.6(4) . . ? N2 C3 C6 121.3(3) . . ? C3 N4 S5 112.3(3) . . ? C3 N4 As1 131.4(3) . . ? S5 N4 As1 116.3(2) . . ? C1 S5 N4 92.0(2) . . ? F1 As1 F2 94.0 . 7_565 ? F1 As1 F2 94.0 . . ? F2 As1 F2 90.6 7_565 . ? F1 As1 F3 94.3 . . ? F2 As1 F3 171.5 7_565 . ? F2 As1 F3 90.1 . . ? F1 As1 F3 94.3 . 7_565 ? F2 As1 F3 90.1 7_565 7_565 ? F2 As1 F3 171.5 . 7_565 ? F3 As1 F3 87.9 . 7_565 ? F1 As1 N4 179.00(9) . . ? F2 As1 N4 86.65(6) 7_565 . ? F2 As1 N4 86.65(6) . . ? F3 As1 N4 84.95(6) . . ? F3 As1 N4 84.95(6) 7_565 . ? F5" As2 F5" 87.2 . 7_565 ? F5" As2 F5 15.2 . . ? F5" As2 F5 93.9 7_565 . ? F5" As2 F5 93.9 . 7_565 ? F5" As2 F5 15.2 7_565 7_565 ? F5 As2 F5 96.9 . 7_565 ? F5" As2 F7' 119.0 . 7_565 ? F5" As2 F7' 89.0 7_565 7_565 ? F5 As2 F7' 105.5 . 7_565 ? F5 As2 F7' 73.9 7_565 7_565 ? F5" As2 F7' 89.0 . . ? F5" As2 F7' 119.0 7_565 . ? F5 As2 F7' 73.9 . . ? F5 As2 F7' 105.5 7_565 . ? F7' As2 F7' 42.7 7_565 . ? F5" As2 F6 166.4 . 7_565 ? F5" As2 F6 88.7 7_565 7_565 ? F5 As2 F6 177.4 . 7_565 ? F5 As2 F6 85.3 7_565 7_565 ? F7' As2 F6 73.8 7_565 7_565 ? F7' As2 F6 104.3 . 7_565 ? F5" As2 F6 88.7 . . ? F5" As2 F6 166.4 7_565 . ? F5 As2 F6 85.3 . . ? F5 As2 F6 177.4 7_565 . ? F7' As2 F6 104.3 7_565 . ? F7' As2 F6 73.8 . . ? F6 As2 F6 92.3 7_565 . ? F5" As2 F6" 151.2 . 7_565 ? F5" As2 F6" 87.5 7_565 7_565 ? F5 As2 F6" 165.3 . 7_565 ? F5 As2 F6" 88.2 7_565 7_565 ? F7' As2 F6" 89.2 7_565 7_565 ? F7' As2 F6" 118.1 . 7_565 ? F6 As2 F6" 15.4 7_565 7_565 ? F6 As2 F6" 89.9 . 7_565 ? F5" As2 F6" 87.5 . . ? F5" As2 F6" 151.2 7_565 . ? F5 As2 F6" 88.2 . . ? F5 As2 F6" 165.3 7_565 . ? F7' As2 F6" 118.1 7_565 . ? F7' As2 F6" 89.2 . . ? F6 As2 F6" 89.9 7_565 . ? F6 As2 F6" 15.4 . . ? F6" As2 F6" 83.6 7_565 . ? F5" As2 F4' 91.3 . 7_565 ? F5" As2 F4' 64.9 7_565 7_565 ? F5 As2 F4' 106.4 . 7_565 ? F5 As2 F4' 78.4 7_565 7_565 ? F7' As2 F4' 139.6 7_565 7_565 ? F7' As2 F4' 176.1 . 7_565 ? F6 As2 F4' 75.3 7_565 7_565 ? F6 As2 F4' 102.3 . 7_565 ? F6" As2 F4' 61.0 7_565 7_565 ? F6" As2 F4' 86.9 . 7_565 ? F5" As2 F4' 64.9 . . ? F5" As2 F4' 91.3 7_565 . ? F5 As2 F4' 78.4 . . ? F5 As2 F4' 106.4 7_565 . ? F7' As2 F4' 176.1 7_565 . ? F7' As2 F4' 139.6 . . ? F6 As2 F4' 102.3 7_565 . ? F6 As2 F4' 75.3 . . ? F6" As2 F4' 86.9 7_565 . ? F6" As2 F4' 61.0 . . ? F4' As2 F4' 37.8 7_565 . ? F4' F4 F4' 158.9 7_565 . ? F4' F4 As2 80.5 7_565 . ? F4' F4 As2 80.5 . . ? F7' F7 F7' 152.0 7_565 . ? F7' F7 As2 76.0 7_565 . ? F7' F7 As2 76.0 . . ? F4 F4' F4' 10.6 . 7_565 ? F4 F4' As2 80.6 . . ? F4' F4' As2 71.1 7_565 . ? F4 F4' F6" 119.5 . . ? F4' F4' F6" 109.6 7_565 . ? As2 F4' F6" 59.2 . . ? F5" F5' As2 73.1 . . ? F5' F5" As2 81.9 . . ? F6" F6' As2 74.9 . . ? F6' F6" As2 78.0 . . ? F6' F6" F4' 137.5 . . ? As2 F6" F4' 59.8 . . ? F7 F7' F7' 14.0 . 7_565 ? F7 F7' As2 82.7 . . ? F7' F7' As2 68.7 7_565 . ? #===END data_4 _chemical_formula_sum 'C14 As F15 N2 S' _chemical_formula_weight 588.14 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' 'N' 'N' 0.0061 0.0033 '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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'As' 'As' 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' 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 11.967(4) _cell_length_b 12.268(4) _cell_length_c 24.076(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.66(3) _cell_angle_gamma 90.00 _cell_volume 3510.8(18) _cell_formula_units_Z 8 _expt_crystal_densitiy_diffrn 2.225 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 12 _cell_measurement_theta_max 14 _exptl_crystal_description irregular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.84 _exptl_crystal_size_mid 0.57 _exptl_crystal_size_min 0.53 _exptl_crystal_F_000 2256 _exptl_absorpt_coefficient_mu 2.216 _exptl_absorpt_correction_type none _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD4 ' _diffrn_measurement_method \w _diffrn_standards_number 3 _diffrn_standards_interval_time '60 min' _diffrn_standards_decay_% 7 _diffrn_reflns_number 6953 _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3093 _reflns_number_observed 2207 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD4 diffractometer software' _computing_cell_refinement 'Enraf-Nonius CAD4 diffractometer software' _computing_data_reduction 'XCAD4' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0900P)^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_number_reflns 3093 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_obs 0.0538 _refine_ls_wR_factor_obs 0.1347 _refine_ls_goodness_of_fit_obs 1.147 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 _refine_ls_hydrogen_treatment 'riding model' _refine_diff_density_max 0.791 _refine_diff_density_min -0.834 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group S S -0.13533(13) 0.63722(11) -0.00445(5) 0.0438(4) Uani 1 d . . C1 C -0.1676(4) 0.5286(4) 0.0780(2) 0.0353(11) Uani 1 d . . N1 N -0.0940(4) 0.5978(3) 0.0615(2) 0.0392(10) Uani 1 d . . C2 C -0.2504(5) 0.5546(4) -0.0063(2) 0.0388(12) Uani 1 d . . N2 N -0.2560(4) 0.5030(3) 0.0415(2) 0.0417(11) Uani 1 d . . C3 C -0.1569(5) 0.4773(4) 0.1342(2) 0.0390(12) Uani 1 d . . C4 C -0.1864(4) 0.5322(4) 0.1803(2) 0.0388(12) Uani 1 d . . C5 C -0.1847(5) 0.4825(5) 0.2311(2) 0.0445(14) Uani 1 d . . C6 C -0.1493(5) 0.3745(5) 0.2367(2) 0.0464(14) Uani 1 d . . C7 C -0.1228(5) 0.3184(4) 0.1910(2) 0.0440(13) Uani 1 d . . C8 C -0.1235(5) 0.3702(4) 0.1410(2) 0.0417(13) Uani 1 d . . C9 C -0.3300(5) 0.5377(4) -0.0555(2) 0.0396(12) Uani 1 d . . C10 C -0.4157(5) 0.4611(5) -0.0574(2) 0.0444(13) Uani 1 d . . C11 C -0.4890(5) 0.4449(5) -0.1052(2) 0.0481(14) Uani 1 d . . C12 C -0.4789(5) 0.5049(5) -0.1521(2) 0.0495(15) Uani 1 d . . C13 C -0.3949(5) 0.5821(5) -0.1524(2) 0.0457(14) Uani 1 d . . C14 C -0.3236(5) 0.5967(4) -0.1050(2) 0.0411(13) Uani 1 d . . F1 F -0.2208(3) 0.6352(3) 0.17551(13) 0.0546(9) Uani 1 d . . F2 F -0.2156(3) 0.5360(3) 0.27494(12) 0.0648(10) Uani 1 d . . F3 F -0.1461(3) 0.3262(3) 0.28667(13) 0.0678(11) Uani 1 d . . F4 F -0.0889(3) 0.2150(3) 0.19737(14) 0.0639(10) Uani 1 d . . F5 F -0.0963(3) 0.3143(3) 0.09728(13) 0.0601(10) Uani 1 d . . F6 F -0.4297(3) 0.3993(3) -0.01347(13) 0.0615(10) Uani 1 d . . F7 F -0.5700(3) 0.3714(3) -0.10521(15) 0.0666(11) Uani 1 d . . F8 F -0.5514(3) 0.4893(3) -0.19757(13) 0.0673(11) Uani 1 d . . F9 F -0.3872(3) 0.6394(3) -0.19806(12) 0.0596(10) Uani 1 d . . F10 F -0.2442(3) 0.6738(3) -0.10444(12) 0.0537(9) Uani 1 d . . As As 0.05987(5) 0.64440(5) 0.09608(2) 0.0421(2) Uani 1 d . . F11 F 0.1901(3) 0.6824(3) 0.1223(2) 0.0683(10) Uani 1 d . . F12 F 0.0204(3) 0.7727(3) 0.07573(15) 0.0627(10) Uani 1 d . . F13 F 0.0061(3) 0.6623(3) 0.15746(13) 0.0613(10) Uani 1 d . . F14 F 0.0845(3) 0.5103(3) 0.11181(13) 0.0572(9) Uani 1 d . . F15 F 0.1000(3) 0.6225(3) 0.03107(13) 0.0569(9) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S 0.0584(10) 0.0442(8) 0.0285(6) 0.0066(6) 0.0041(6) 0.0022(6) C1 0.041(3) 0.039(3) 0.027(2) -0.001(2) 0.005(2) 0.004(2) N1 0.054(3) 0.034(2) 0.030(2) 0.002(2) 0.005(2) 0.006(2) C2 0.050(3) 0.040(3) 0.027(2) 0.002(2) 0.008(2) 0.007(2) N2 0.049(3) 0.045(3) 0.030(2) 0.004(2) 0.003(2) 0.006(2) C3 0.042(3) 0.048(3) 0.027(2) 0.003(2) 0.004(2) 0.000(2) C4 0.040(3) 0.043(3) 0.033(3) 0.001(2) 0.002(2) 0.002(2) C5 0.052(4) 0.060(4) 0.022(2) -0.007(2) 0.008(2) -0.002(3) C6 0.048(4) 0.062(4) 0.028(3) 0.014(2) 0.001(2) -0.005(3) C7 0.048(3) 0.040(3) 0.041(3) 0.009(2) -0.003(3) 0.002(2) C8 0.047(3) 0.045(3) 0.031(3) -0.001(2) -0.001(2) -0.002(2) C9 0.049(3) 0.044(3) 0.026(2) 0.002(2) 0.003(2) 0.010(2) C10 0.047(3) 0.054(3) 0.032(3) 0.005(2) 0.006(2) 0.006(3) C11 0.048(4) 0.056(4) 0.041(3) -0.004(3) 0.005(3) -0.002(3) C12 0.054(4) 0.064(4) 0.030(3) -0.007(3) 0.000(3) 0.015(3) C13 0.057(4) 0.053(4) 0.026(3) 0.005(2) 0.004(2) 0.013(3) C14 0.047(3) 0.044(3) 0.033(3) 0.000(2) 0.005(2) 0.010(2) F1 0.069(2) 0.049(2) 0.047(2) -0.0001(15) 0.011(2) 0.011(2) F2 0.083(3) 0.082(3) 0.031(2) -0.007(2) 0.012(2) 0.000(2) F3 0.087(3) 0.081(3) 0.035(2) 0.027(2) 0.008(2) 0.000(2) F4 0.084(3) 0.049(2) 0.057(2) 0.016(2) 0.000(2) 0.008(2) F5 0.090(3) 0.052(2) 0.039(2) -0.0046(15) 0.012(2) 0.016(2) F6 0.072(3) 0.074(2) 0.039(2) 0.016(2) 0.004(2) -0.014(2) F7 0.061(3) 0.081(3) 0.057(2) -0.001(2) 0.003(2) -0.009(2) F8 0.065(3) 0.098(3) 0.036(2) -0.001(2) -0.010(2) 0.003(2) F9 0.080(3) 0.067(2) 0.031(2) 0.012(2) 0.001(2) 0.006(2) F10 0.068(2) 0.055(2) 0.037(2) 0.0133(14) 0.001(2) -0.003(2) As 0.0496(4) 0.0421(4) 0.0352(3) -0.0015(2) 0.0076(2) 0.0009(3) F11 0.054(2) 0.084(3) 0.066(2) -0.001(2) 0.004(2) -0.017(2) F12 0.078(3) 0.037(2) 0.073(2) 0.003(2) 0.009(2) 0.002(2) F13 0.072(3) 0.076(3) 0.037(2) -0.014(2) 0.012(2) -0.011(2) F14 0.067(3) 0.048(2) 0.054(2) 0.0109(15) -0.007(2) 0.011(2) F15 0.066(2) 0.067(2) 0.040(2) 0.000(2) 0.016(2) 0.011(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 S N1 1.678(4) . ? S C2 1.706(6) . ? C1 N1 1.319(7) . ? C1 N2 1.332(6) . ? C1 C3 1.484(6) . ? N1 As 2.014(5) . ? C2 N2 1.324(6) . ? C2 C9 1.446(7) . ? C3 C8 1.378(7) . ? C3 C4 1.378(7) . ? C4 F1 1.329(6) . ? C4 C5 1.364(7) . ? C5 F2 1.332(6) . ? C5 C6 1.392(8) . ? C6 F3 1.338(6) . ? C6 C7 1.365(8) . ? C7 F4 1.335(6) . ? C7 C8 1.361(7) . ? C8 F5 1.328(6) . ? C9 C10 1.388(8) . ? C9 C14 1.402(7) . ? C10 F6 1.328(6) . ? C10 C11 1.377(8) . ? C11 F7 1.324(7) . ? C11 C12 1.365(8) . ? C12 F8 1.330(6) . ? C12 C13 1.383(9) . ? C13 F9 1.316(6) . ? C13 C14 1.356(8) . ? C14 F10 1.340(7) . ? As F11 1.678(4) . ? As F13 1.693(3) . ? As F12 1.700(3) . ? As F14 1.706(3) . ? As F15 1.711(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 N1 S C2 90.1(2) . . ? N1 C1 N2 117.4(4) . . ? N1 C1 C3 124.0(5) . . ? N2 C1 C3 118.6(5) . . ? C1 N1 S 109.7(4) . . ? C1 N1 As 131.9(3) . . ? S N1 As 117.7(2) . . ? N2 C2 C9 123.4(5) . . ? N2 C2 S 112.5(4) . . ? C9 C2 S 124.0(4) . . ? C2 N2 C1 110.2(5) . . ? C8 C3 C4 118.0(5) . . ? C8 C3 C1 120.3(5) . . ? C4 C3 C1 121.6(5) . . ? F1 C4 C5 118.4(5) . . ? F1 C4 C3 120.0(4) . . ? C5 C4 C3 121.6(5) . . ? F2 C5 C4 120.9(5) . . ? F2 C5 C6 120.1(5) . . ? C4 C5 C6 119.0(5) . . ? F3 C6 C7 121.1(5) . . ? F3 C6 C5 119.0(5) . . ? C7 C6 C5 119.9(5) . . ? F4 C7 C8 121.0(5) . . ? F4 C7 C6 118.9(5) . . ? C8 C7 C6 119.9(5) . . ? F5 C8 C7 118.9(5) . . ? F5 C8 C3 119.6(5) . . ? C7 C8 C3 121.4(5) . . ? C10 C9 C14 115.8(5) . . ? C10 C9 C2 122.5(5) . . ? C14 C9 C2 121.7(5) . . ? F6 C10 C11 117.2(5) . . ? F6 C10 C9 121.4(5) . . ? C11 C10 C9 121.4(5) . . ? F7 C11 C12 120.1(5) . . ? F7 C11 C10 119.6(5) . . ? C12 C11 C10 120.3(6) . . ? F8 C12 C11 119.5(6) . . ? F8 C12 C13 119.9(5) . . ? C11 C12 C13 120.6(5) . . ? F9 C13 C14 122.3(6) . . ? F9 C13 C12 119.5(5) . . ? C14 C13 C12 118.1(5) . . ? F10 C14 C13 118.5(5) . . ? F10 C14 C9 117.7(5) . . ? C13 C14 C9 123.8(6) . . ? F11 As F13 93.8(2) . . ? F11 As F12 93.8(2) . . ? F13 As F12 90.6(2) . . ? F11 As F14 93.2(2) . . ? F13 As F14 90.3(2) . . ? F12 As F14 172.9(2) . . ? F11 As F15 92.3(2) . . ? F13 As F15 173.9(2) . . ? F12 As F15 88.8(2) . . ? F14 As F15 89.5(2) . . ? F11 As N1 177.6(2) . . ? F13 As N1 88.6(2) . . ? F12 As N1 86.2(2) . . ? F14 As N1 86.8(2) . . ? F15 As N1 85.3(2) . . ? #===END