Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Stanley Wild' 'Nathan Kilah' 'Michelle L. Weir' _publ_contact_author_name 'S. Bruce Wild' _publ_contact_author_address ; Research School of Chemistry Australian National University Canberra ACT 0200 AUSTRALIA ; _publ_contact_author_email SBW@RSC.ANU.EDU.AU _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Tertiary arsine-stabilised arsenium salts: syntheses and comparisons with phosphine analogues ; data_michelle12_cif _database_code_depnum_ccdc_archive 'CCDC 675869' _audit_creation_date 06-05-09 _audit_creation_method CRYSTALS_ver_12-03-99 _audit_update_record ; 2006-09-05 - Report on C26 H23 As2 F3 O3 S1 by Nathan L. Kilah for Michelle L. Weir and S. Bruce Wild 2006-09-05 - Passed CheckCif with minor warnings. ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; ORTEP3 (Farrugia 1997) ; #============================================================= _cell_length_a 11.1040(2) _cell_angle_alpha 90 _cell_length_b 17.8688(3) _cell_angle_beta 106.5477(12) _cell_length_c 13.5567(3) _cell_angle_gamma 90 _cell_volume 2578.45(8) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'As ' 0.0499 2.0058 16.6723 2.6345 6.0701 0.2647 3.4313 12.9479 4.2779 47.7972 2.5310 International_Tables_Vol_IV_Table_2.2B 'F ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 'S ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C26 H23 As2 F3 O3 S1 ' _chemical_formula_moiety ' C25 H23 As2, C1 F3 O3 S1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 622.37 _cell_measurement_reflns_used 29354 _cell_measurement_theta_min 3 _cell_measurement_theta_max 27 _cell_measurement_temperature 200 _exptl_crystal_description ' prism ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.16 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_max 0.26 _exptl_crystal_density_diffrn 1.603 _exptl_crystal_density_meas ' not measured ' # Non-dispersive F(000): _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 2.721 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_special_details ; CCD data collecting conditions- phi and omega scans of width 1.9 deg at rate 9 sec/frame, crystal-detector distance 28mm, multiple scan sets so over 99 percent of data collected with 4-fold redundancy or more. ; # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 11 0 -1 0.113 -6 0 1 0.149 0 -3 2 0.110 0 3 -2 0.098 1 4 6 0.049 -2 -10 -9 0.111 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.489 _exptl_absorpt_correction_T_max 0.702 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_reflns_av_R_equivalents 0.056 # Sheldrick geometric definitions 0.56 0.65 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 200 _diffrn_reflns_number 63774 _reflns_number_total 5927 # Number of reflections with Friedels Law is 5927 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5942 _diffrn_reflns_theta_min 2.767 _diffrn_reflns_theta_max 27.530 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.530 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -14 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 23 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _refine_diff_density_min -0.35 _refine_diff_density_max 0.19 _refine_ls_number_reflns 2287 _refine_ls_number_restraints 0 _refine_ls_number_parameters 316 #_refine_ls_R_factor_ref 0.0215 _refine_ls_wR_factor_ref 0.0244 _refine_ls_goodness_of_fit_ref 1.1249 #_reflns_number_all 5910 _refine_ls_R_factor_all 0.0819 _refine_ls_wR_factor_all 0.0397 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 2287 _refine_ls_R_factor_gt 0.0215 _refine_ls_wR_factor_gt 0.0244 _refine_ls_shift/su_max 0.000473 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.684 0.355 0.557 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Farrugia, L.J. (1997). J. Appl. Cryst. 30, 565 Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Spek, A.L. (2001) PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens As1 As 0.09341(3) 0.34819(2) 0.44942(3) 0.0338 1.0000 Uani . . . . . . As2 As 0.29350(3) 0.311590(19) 0.42058(3) 0.0290 1.0000 Uani . . . . . . S61 S 0.85146(9) 0.15170(6) 0.64404(8) 0.0431 1.0000 Uani . . . . . . F61 F 0.8993(5) 0.1596(3) 0.4667(3) 0.1326 1.0000 Uani . . . . . . F62 F 0.7230(4) 0.20631(17) 0.4666(3) 0.1040 1.0000 Uani . . . . . . F63 F 0.7463(4) 0.08750(18) 0.4682(2) 0.1112 1.0000 Uani . . . . . . O61 O 0.9107(3) 0.22296(18) 0.6685(3) 0.0677 1.0000 Uani . . . . . . O62 O 0.7361(3) 0.14202(17) 0.6684(3) 0.0702 1.0000 Uani . . . . . . O63 O 0.9327(3) 0.08762(18) 0.6685(3) 0.0678 1.0000 Uani . . . . . . C11 C 0.1467(4) 0.3083(2) 0.5899(3) 0.0489 1.0000 Uani . . . . . . C21 C 0.1368(3) 0.45421(18) 0.4710(3) 0.0303 1.0000 Uani . . . . . . C22 C 0.1873(3) 0.4855(2) 0.5682(3) 0.0409 1.0000 Uani . . . . . . C23 C 0.2065(4) 0.5625(2) 0.5765(4) 0.0502 1.0000 Uani . . . . . . C24 C 0.1768(4) 0.6067(2) 0.4907(4) 0.0513 1.0000 Uani . . . . . . C25 C 0.1259(4) 0.5760(2) 0.3947(4) 0.0471 1.0000 Uani . . . . . . C26 C 0.1036(4) 0.4999(2) 0.3844(3) 0.0376 1.0000 Uani . . . . . . C31 C 0.2889(3) 0.20582(18) 0.3926(3) 0.0328 1.0000 Uani . . . . . . C32 C 0.1790(4) 0.1664(2) 0.3806(3) 0.0402 1.0000 Uani . . . . . . C33 C 0.1763(4) 0.0899(2) 0.3583(3) 0.0446 1.0000 Uani . . . . . . C34 C 0.2812(5) 0.0550(2) 0.3470(3) 0.0490 1.0000 Uani . . . . . . C35 C 0.3899(4) 0.0954(2) 0.3566(3) 0.0502 1.0000 Uani . . . . . . C36 C 0.3951(4) 0.1709(2) 0.3792(3) 0.0445 1.0000 Uani . . . . . . C41 C 0.4342(3) 0.33329(18) 0.5369(3) 0.0316 1.0000 Uani . . . . . . C42 C 0.4687(3) 0.40798(19) 0.5567(3) 0.0341 1.0000 Uani . . . . . . C43 C 0.5669(4) 0.4258(2) 0.6419(3) 0.0406 1.0000 Uani . . . . . . C44 C 0.6293(4) 0.3699(2) 0.7071(3) 0.0466 1.0000 Uani . . . . . . C45 C 0.5947(4) 0.2965(2) 0.6876(3) 0.0500 1.0000 Uani . . . . . . C46 C 0.4969(4) 0.2777(2) 0.6031(3) 0.0433 1.0000 Uani . . . . . . C51 C 0.3269(3) 0.36055(17) 0.3054(3) 0.0289 1.0000 Uani . . . . . . C52 C 0.2261(3) 0.3837(2) 0.2244(3) 0.0377 1.0000 Uani . . . . . . C53 C 0.2501(4) 0.4174(2) 0.1398(3) 0.0436 1.0000 Uani . . . . . . C54 C 0.3723(4) 0.4263(2) 0.1349(3) 0.0453 1.0000 Uani . . . . . . C55 C 0.4708(4) 0.4026(2) 0.2148(3) 0.0399 1.0000 Uani . . . . . . C56 C 0.4498(3) 0.37020(19) 0.3017(3) 0.0357 1.0000 Uani . . . . . . C61 C 0.8046(5) 0.1507(3) 0.5054(4) 0.0678 1.0000 Uani . . . . . . H111 H 0.1288 0.2534 0.5884 0.0624 1.0000 Uiso R . . . . . H112 H 0.0997 0.3342 0.6328 0.0624 1.0000 Uiso R . . . . . H113 H 0.2389 0.3168 0.6202 0.0624 1.0000 Uiso R . . . . . H221 H 0.2093 0.4532 0.6310 0.0483 1.0000 Uiso R . . . . . H231 H 0.2423 0.5857 0.6458 0.0591 1.0000 Uiso R . . . . . H241 H 0.1923 0.6618 0.4977 0.0633 1.0000 Uiso R . . . . . H251 H 0.1049 0.6088 0.3323 0.0591 1.0000 Uiso R . . . . . H261 H 0.0639 0.4777 0.3150 0.0456 1.0000 Uiso R . . . . . H321 H 0.1020 0.1922 0.3877 0.0489 1.0000 Uiso R . . . . . H331 H 0.0974 0.0606 0.3506 0.0524 1.0000 Uiso R . . . . . H341 H 0.2792 0.0002 0.3319 0.0611 1.0000 Uiso R . . . . . H351 H 0.4658 0.0697 0.3471 0.0637 1.0000 Uiso R . . . . . H361 H 0.4739 0.2000 0.3858 0.0559 1.0000 Uiso R . . . . . H421 H 0.4228 0.44830 0.5096 0.0410 1.0000 Uiso R . . . . . H431 H 0.5929 0.4792 0.6565 0.0490 1.0000 Uiso R . . . . . H441 H 0.7001 0.3831 0.7689 0.0549 1.0000 Uiso R . . . . . H451 H 0.6407 0.2564 0.7350 0.0568 1.0000 Uiso R . . . . . H461 H 0.4711 0.2241 0.5896 0.0505 1.0000 Uiso R . . . . . H521 H 0.1378 0.3761 0.2271 0.0448 1.0000 Uiso R . . . . . H531 H 0.1786 0.4355 0.0816 0.0511 1.0000 Uiso R . . . . . H541 H 0.3885 0.4501 0.0731 0.0563 1.0000 Uiso R . . . . . H551 H 0.5587 0.4087 0.2106 0.0498 1.0000 Uiso R . . . . . H561 H 0.5220 0.35406 0.3606 0.0437 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.0314(2) 0.03041(19) 0.0416(2) -0.00251(17) 0.01383(17) -0.00134(16) As2 0.03126(19) 0.02352(16) 0.03441(19) -0.00219(17) 0.01296(15) -0.00199(16) S61 0.0383(5) 0.0392(5) 0.0507(6) 0.0045(5) 0.0110(5) -0.0059(5) F61 0.173(4) 0.165(4) 0.090(3) 0.000(3) 0.085(3) -0.030(3) F62 0.122(3) 0.066(2) 0.087(2) 0.0276(18) -0.030(2) -0.0152(19) F63 0.177(4) 0.0628(19) 0.066(2) -0.0103(16) -0.011(2) -0.036(2) O61 0.079(2) 0.0510(18) 0.067(2) -0.0047(16) 0.0101(19) -0.0324(17) O62 0.060(2) 0.055(2) 0.113(3) 0.0075(18) 0.052(2) -0.0030(15) O63 0.0376(17) 0.060(2) 0.094(3) 0.0205(18) 0.0005(17) 0.0065(15) C11 0.052(2) 0.047(2) 0.057(3) 0.008(2) 0.031(2) 0.004(2) C21 0.0235(17) 0.0317(18) 0.039(2) -0.0031(15) 0.0145(16) 0.0028(14) C22 0.036(2) 0.048(2) 0.037(2) -0.0079(18) 0.0072(18) 0.0050(17) C23 0.037(2) 0.051(2) 0.060(3) -0.024(2) 0.0094(19) -0.005(2) C24 0.043(2) 0.031(2) 0.084(4) -0.008(2) 0.025(2) -0.0057(18) C25 0.045(2) 0.037(2) 0.066(3) 0.009(2) 0.026(2) 0.0066(18) C26 0.036(2) 0.0353(19) 0.043(2) 0.0019(17) 0.0131(18) 0.0061(16) C31 0.043(2) 0.0275(19) 0.0293(19) 0.0021(13) 0.0127(17) -0.0008(15) C32 0.042(2) 0.038(2) 0.043(2) -0.0033(16) 0.0149(17) -0.0049(17) C33 0.058(3) 0.032(2) 0.040(2) -0.0055(17) 0.009(2) -0.0150(19) C34 0.085(3) 0.028(2) 0.040(2) -0.0024(17) 0.027(2) -0.002(2) C35 0.066(3) 0.034(2) 0.058(3) -0.0041(19) 0.032(2) 0.007(2) C36 0.049(2) 0.034(2) 0.057(3) -0.0004(17) 0.025(2) 0.0010(16) C41 0.0305(18) 0.0298(18) 0.037(2) -0.0013(14) 0.0134(16) -0.0006(14) C42 0.037(2) 0.0262(17) 0.040(2) -0.0009(15) 0.0116(18) 0.0006(15) C43 0.043(2) 0.034(2) 0.045(2) -0.0070(18) 0.014(2) -0.0077(18) C44 0.042(2) 0.056(3) 0.039(2) -0.0091(19) 0.0076(19) -0.0055(19) C45 0.053(3) 0.046(3) 0.043(2) 0.0054(19) 0.001(2) 0.006(2) C46 0.053(2) 0.0280(18) 0.045(2) 0.0062(17) 0.008(2) 0.0038(18) C51 0.0329(18) 0.0225(16) 0.0327(19) -0.0031(14) 0.0116(15) -0.0016(13) C52 0.032(2) 0.040(2) 0.040(2) -0.0040(18) 0.0085(17) 0.0012(16) C53 0.048(2) 0.048(2) 0.032(2) -0.0006(17) 0.0062(19) 0.0053(18) C54 0.066(3) 0.040(2) 0.035(2) 0.0003(17) 0.022(2) -0.004(2) C55 0.041(2) 0.036(2) 0.048(2) -0.0024(18) 0.0204(19) -0.0056(17) C56 0.036(2) 0.0335(19) 0.040(2) -0.0007(16) 0.0141(17) 0.0014(15) C61 0.085(4) 0.050(3) 0.057(3) 0.003(2) 0.002(3) -0.016(3) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag As1 . As2 . 2.4518(5) yes As1 . C11 . 1.961(4) yes As1 . C21 . 1.956(3) yes As2 . C31 . 1.926(3) yes As2 . C41 . 1.917(4) yes As2 . C51 . 1.916(3) yes S61 . O61 . 1.428(3) yes S61 . O62 . 1.422(3) yes S61 . O63 . 1.437(3) yes S61 . C61 . 1.801(5) yes F61 . C61 . 1.313(7) yes F62 . C61 . 1.346(6) yes F63 . C61 . 1.328(5) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C21 . C22 . 1.393(5) yes C21 . C26 . 1.391(5) yes C22 . C23 . 1.392(6) yes C22 . H221 . 1.000 no C23 . C24 . 1.365(6) yes C23 . H231 . 1.000 no C24 . C25 . 1.377(6) yes C24 . H241 . 1.000 no C25 . C26 . 1.382(5) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C31 . C32 . 1.378(5) yes C31 . C36 . 1.390(5) yes C32 . C33 . 1.398(5) yes C32 . H321 . 1.000 no C33 . C34 . 1.367(6) yes C33 . H331 . 1.000 no C34 . C35 . 1.380(6) yes C34 . H341 . 1.000 no C35 . C36 . 1.382(5) yes C35 . H351 . 1.000 no C36 . H361 . 1.000 no C41 . C42 . 1.393(5) yes C41 . C46 . 1.387(5) yes C42 . C43 . 1.382(5) yes C42 . H421 . 1.000 no C43 . C44 . 1.382(6) yes C43 . H431 . 1.000 no C44 . C45 . 1.372(6) yes C44 . H441 . 1.000 no C45 . C46 . 1.377(6) yes C45 . H451 . 1.000 no C46 . H461 . 1.000 no C51 . C52 . 1.389(5) yes C51 . C56 . 1.390(5) yes C52 . C53 . 1.388(5) yes C52 . H521 . 1.000 no C53 . C54 . 1.386(6) yes C53 . H531 . 1.000 no C54 . C55 . 1.368(6) yes C54 . H541 . 1.000 no C55 . C56 . 1.391(5) yes C55 . H551 . 1.000 no C56 . H561 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag As2 . As1 . C11 . 91.21(12) yes As2 . As1 . C21 . 94.95(9) yes C11 . As1 . C21 . 102.33(17) yes As1 . As2 . C31 . 108.59(11) yes As1 . As2 . C41 . 112.23(10) yes C31 . As2 . C41 . 109.30(15) yes As1 . As2 . C51 . 113.75(10) yes C31 . As2 . C51 . 106.72(13) yes C41 . As2 . C51 . 106.04(15) yes O61 . S61 . O62 . 116.1(2) yes O61 . S61 . O63 . 116.1(2) yes O62 . S61 . O63 . 113.40(19) yes O61 . S61 . C61 . 103.2(2) yes O62 . S61 . C61 . 103.2(3) yes O63 . S61 . C61 . 102.1(2) yes As1 . C11 . H111 . 109.5 no As1 . C11 . H112 . 109.5 no H111 . C11 . H112 . 109.5 no As1 . C11 . H113 . 109.5 no H111 . C11 . H113 . 109.5 no H112 . C11 . H113 . 109.5 no As1 . C21 . C22 . 123.1(3) yes As1 . C21 . C26 . 116.5(3) yes C22 . C21 . C26 . 120.1(3) yes C21 . C22 . C23 . 119.0(4) yes C21 . C22 . H221 . 120.5 no C23 . C22 . H221 . 120.5 no C22 . C23 . C24 . 120.5(4) yes C22 . C23 . H231 . 119.7 no C24 . C23 . H231 . 119.7 no C23 . C24 . C25 . 120.6(4) yes C23 . C24 . H241 . 119.7 no C25 . C24 . H241 . 119.7 no C24 . C25 . C26 . 120.1(4) yes C24 . C25 . H251 . 120.0 no C26 . C25 . H251 . 120.0 no C21 . C26 . C25 . 119.7(4) yes C21 . C26 . H261 . 120.2 no C25 . C26 . H261 . 120.2 no As2 . C31 . C32 . 119.9(3) yes As2 . C31 . C36 . 119.3(3) yes C32 . C31 . C36 . 120.7(3) yes C31 . C32 . C33 . 119.3(4) yes C31 . C32 . H321 . 120.3 no C33 . C32 . H321 . 120.3 no C32 . C33 . C34 . 120.1(4) yes C32 . C33 . H331 . 119.9 no C34 . C33 . H331 . 119.9 no C33 . C34 . C35 . 120.2(3) yes C33 . C34 . H341 . 119.9 no C35 . C34 . H341 . 119.9 no C34 . C35 . C36 . 120.7(4) yes C34 . C35 . H351 . 119.6 no C36 . C35 . H351 . 119.6 no C31 . C36 . C35 . 118.9(4) yes C31 . C36 . H361 . 120.5 no C35 . C36 . H361 . 120.5 no As2 . C41 . C42 . 117.8(3) yes As2 . C41 . C46 . 121.9(3) yes C42 . C41 . C46 . 120.1(3) yes C41 . C42 . C43 . 119.3(3) yes C41 . C42 . H421 . 120.3 no C43 . C42 . H421 . 120.3 no C42 . C43 . C44 . 120.1(4) yes C42 . C43 . H431 . 120.0 no C44 . C43 . H431 . 120.0 no C43 . C44 . C45 . 120.4(4) yes C43 . C44 . H441 . 119.8 no C45 . C44 . H441 . 119.8 no C44 . C45 . C46 . 120.4(4) yes C44 . C45 . H451 . 119.8 no C46 . C45 . H451 . 119.8 no C41 . C46 . C45 . 119.7(4) yes C41 . C46 . H461 . 120.2 no C45 . C46 . H461 . 120.2 no As2 . C51 . C52 . 118.7(3) yes As2 . C51 . C56 . 120.4(3) yes C52 . C51 . C56 . 120.9(3) yes C51 . C52 . C53 . 118.7(3) yes C51 . C52 . H521 . 120.6 no C53 . C52 . H521 . 120.6 no C52 . C53 . C54 . 120.7(4) yes C52 . C53 . H531 . 119.6 no C54 . C53 . H531 . 119.6 no C53 . C54 . C55 . 120.0(4) yes C53 . C54 . H541 . 120.0 no C55 . C54 . H541 . 120.0 no C54 . C55 . C56 . 120.7(4) yes C54 . C55 . H551 . 119.7 no C56 . C55 . H551 . 119.7 no C55 . C56 . C51 . 119.0(4) yes C55 . C56 . H561 . 120.5 no C51 . C56 . H561 . 120.5 no S61 . C61 . F62 . 111.3(4) yes S61 . C61 . F63 . 111.7(4) yes F62 . C61 . F63 . 106.2(4) yes S61 . C61 . F61 . 112.9(4) yes F62 . C61 . F61 . 106.3(4) yes F63 . C61 . F61 . 108.1(5) yes 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 C11 As1 As2 C31 78.52(16) . . . . no C11 As1 As2 C41 -42.40(15) . . . . no C11 As1 As2 C51 -162.79(16) . . . . no C21 As1 As2 C31 -178.99(17) . . . . no C21 As1 As2 C41 60.09(16) . . . . no C21 As1 As2 C51 -60.31(16) . . . . no As2 As1 C21 C22 -94.9(3) . . . . no As2 As1 C21 C26 91.1(3) . . . . no C11 As1 C21 C22 -2.6(3) . . . . no C11 As1 C21 C26 -176.5(3) . . . . no As1 As2 C31 C32 7.0(3) . . . . no As1 As2 C31 C36 -176.5(3) . . . . no C41 As2 C31 C32 129.7(3) . . . . no C41 As2 C31 C36 -53.8(4) . . . . no C51 As2 C31 C32 -116.0(3) . . . . no C51 As2 C31 C36 60.5(3) . . . . no As1 As2 C41 C42 -72.1(3) . . . . no As1 As2 C41 C46 104.7(3) . . . . no C31 As2 C41 C42 167.3(3) . . . . no C31 As2 C41 C46 -15.9(4) . . . . no C51 As2 C41 C42 52.6(3) . . . . no C51 As2 C41 C46 -130.6(3) . . . . no As1 As2 C51 C52 -27.8(3) . . . . no As1 As2 C51 C56 154.4(2) . . . . no C31 As2 C51 C52 91.9(3) . . . . no C31 As2 C51 C56 -85.8(3) . . . . no C41 As2 C51 C52 -151.6(3) . . . . no C41 As2 C51 C56 30.6(3) . . . . no O63 S61 C61 F62 177.9(4) . . . . no O63 S61 C61 F61 -62.6(5) . . . . no O61 S61 C61 F61 58.2(5) . . . . no O61 S61 C61 F62 -61.3(4) . . . . no O61 S61 C61 F63 -179.7(4) . . . . no O62 S61 C61 F61 179.5(4) . . . . no O62 S61 C61 F62 60.0(4) . . . . no O62 S61 C61 F63 -58.4(4) . . . . no O63 S61 C61 F63 59.5(4) . . . . no C26 C21 C22 C23 -1.5(6) . . . . no As1 C21 C22 C23 -175.3(3) . . . . no As1 C21 C26 C25 176.9(3) . . . . no C22 C21 C26 C25 2.8(6) . . . . no C21 C22 C23 C24 -0.3(6) . . . . no C22 C23 C24 C25 0.8(7) . . . . no C23 C24 C25 C26 0.4(7) . . . . no C24 C25 C26 C21 -2.2(7) . . . . no As2 C31 C36 C35 -178.4(3) . . . . no As2 C31 C32 C33 178.8(3) . . . . no C36 C31 C32 C33 2.3(6) . . . . no C32 C31 C36 C35 -1.9(6) . . . . no C31 C32 C33 C34 -1.0(6) . . . . no C32 C33 C34 C35 -0.6(6) . . . . no C33 C34 C35 C36 1.0(6) . . . . no C34 C35 C36 C31 0.2(6) . . . . no As2 C41 C46 C45 -177.8(3) . . . . no C46 C41 C42 C43 0.9(6) . . . . no C42 C41 C46 C45 -1.0(6) . . . . no As2 C41 C42 C43 177.8(3) . . . . no C41 C42 C43 C44 -0.5(6) . . . . no C42 C43 C44 C45 0.3(7) . . . . no C43 C44 C45 C46 -0.4(7) . . . . no C44 C45 C46 C41 0.7(7) . . . . no As2 C51 C56 C55 176.8(3) . . . . no As2 C51 C52 C53 -178.3(3) . . . . no C56 C51 C52 C53 -0.6(5) . . . . no C52 C51 C56 C55 -0.9(5) . . . . no C51 C52 C53 C54 1.5(5) . . . . no C52 C53 C54 C55 -0.9(6) . . . . no C53 C54 C55 C56 -0.6(6) . . . . no C54 C55 C56 C51 1.5(5) . . . . no #===END data_michelle13_cif _database_code_depnum_ccdc_archive 'CCDC 675870' _audit_creation_date 06-06-09 _audit_creation_method CRYSTALS_ver_12-03-99 _audit_update_record ; 2006-09-06 - Report on C16 H19 As1 F3 O3 P1 S1 by Nathan L. Kilah for Michelle L. Weir and S. Bruce Wild 2006-09-06 - Passed CheckCif with minor warnings. ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; ORTEP3 (Farrugia 1997) ; #============================================================= _cell_length_a 8.0376(2) _cell_angle_alpha 90 _cell_length_b 15.2874(3) _cell_angle_beta 101.5155(12) _cell_length_c 15.9712(3) _cell_angle_gamma 90 _cell_volume 1922.94(7) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'As ' 0.0499 2.0058 16.6723 2.6345 6.0701 0.2647 3.4313 12.9479 4.2779 47.7972 2.5310 International_Tables_Vol_IV_Table_2.2B 'F ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 'P ' 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 International_Tables_Vol_IV_Table_2.2B 'S ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C16 H19 As1 F3 O3 P1 S1 ' _chemical_formula_moiety ' C15 H19 As1 P1, C1 F3 O3 S1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 454.28 _cell_measurement_reflns_used 22161 _cell_measurement_theta_min 3 _cell_measurement_theta_max 27 _cell_measurement_temperature 200 _exptl_crystal_description ' block ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.23 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_max 0.29 _exptl_crystal_density_diffrn 1.569 _exptl_crystal_density_meas ' not measured ' # Non-dispersive F(000): _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 1.999 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_special_details ; CCD data collecting conditions- phi and omega scans of width 2.0 deg at rate 20 sec/frame, crystal-detector distance 28mm, multiple scan sets so over 99 percent of data collected with 4-fold redundancy or more. ; # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -5 -4 -1 0.178 0 1 0 0.121 1 -15 -11 0.184 -1 15 -18 0.124 1 -15 18 0.102 6 1 6 0.062 0 4 3 0.103 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.551 _exptl_absorpt_correction_T_max 0.699 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_reflns_av_R_equivalents 0.038 # Sheldrick geometric definitions 0.62 0.63 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 200 _diffrn_reflns_number 40078 _reflns_number_total 4412 # Number of reflections with Friedels Law is 4412 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 4434 _diffrn_reflns_theta_min 2.603 _diffrn_reflns_theta_max 27.536 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.536 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -10 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _refine_diff_density_min -0.42 _refine_diff_density_max 0.72 _refine_ls_number_reflns 2569 _refine_ls_number_restraints 0 _refine_ls_number_parameters 226 #_refine_ls_R_factor_ref 0.0294 _refine_ls_wR_factor_ref 0.0346 _refine_ls_goodness_of_fit_ref 1.0959 #_reflns_number_all 4400 _refine_ls_R_factor_all 0.0534 _refine_ls_wR_factor_all 0.0445 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 2569 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_gt 0.0346 _refine_ls_shift/su_max 0.000513 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.740 0.117 0.498 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Farrugia, L.J. (1997). J. Appl. Cryst. 30, 565 Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Spek, A.L. (2001) PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens As1 As -0.08919(4) 0.49128(2) 0.310943(19) 0.0392 1.0000 Uani . . . . . . S61 S 0.24306(10) 0.69536(5) 0.54816(5) 0.0369 1.0000 Uani . . . . . . P2 P 0.18434(9) 0.43225(5) 0.34767(4) 0.0319 1.0000 Uani . . . . . . F61 F 0.4545(3) 0.82282(17) 0.5491(2) 0.0855 1.0000 Uani . . . . . . F62 F 0.3754(6) 0.76335(19) 0.42701(19) 0.1197 1.0000 Uani . . . . . . F63 F 0.2086(4) 0.85028(16) 0.4769(2) 0.0925 1.0000 Uani . . . . . . O61 O 0.1844(5) 0.7350(2) 0.61685(19) 0.0822 1.0000 Uani . . . . . . O62 O 0.1123(4) 0.65967(19) 0.4829(2) 0.0773 1.0000 Uani . . . . . . O63 O 0.3870(3) 0.63973(17) 0.5694(2) 0.0731 1.0000 Uani . . . . . . C11 C -0.0162(4) 0.6075(2) 0.2800(2) 0.0513 1.0000 Uani . . . . . . C21 C -0.1494(3) 0.4368(2) 0.19818(18) 0.0349 1.0000 Uani . . . . . . C22 C -0.1235(4) 0.4765(2) 0.12359(19) 0.0398 1.0000 Uani . . . . . . C23 C -0.1888(4) 0.4388(2) 0.0448(2) 0.0486 1.0000 Uani . . . . . . C24 C -0.2799(5) 0.3621(2) 0.0401(2) 0.0508 1.0000 Uani . . . . . . C25 C -0.3045(5) 0.3219(2) 0.1135(2) 0.0518 1.0000 Uani . . . . . . C26 C -0.2402(4) 0.3590(2) 0.1930(2) 0.0463 1.0000 Uani . . . . . . C31 C 0.2489(4) 0.4391(2) 0.46143(18) 0.0430 1.0000 Uani . . . . . . C41 C 0.1833(4) 0.3191(2) 0.3183(2) 0.0456 1.0000 Uani . . . . . . C51 C 0.3282(3) 0.49134(18) 0.29591(17) 0.0319 1.0000 Uani . . . . . . C52 C 0.4064(4) 0.5667(2) 0.3340(2) 0.0412 1.0000 Uani . . . . . . C53 C 0.5020(4) 0.6178(2) 0.2890(2) 0.0489 1.0000 Uani . . . . . . C54 C 0.5187(4) 0.5945(2) 0.2079(2) 0.0502 1.0000 Uani . . . . . . C55 C 0.4435(4) 0.5193(2) 0.1708(2) 0.0473 1.0000 Uani . . . . . . C56 C 0.3465(4) 0.4676(2) 0.2142(2) 0.0424 1.0000 Uani . . . . . . C61 C 0.3214(5) 0.7868(2) 0.4959(2) 0.0541 1.0000 Uani . . . . . . H111 H 0.0191 0.6435 0.3328 0.0590 1.0000 Uiso R . . . . . H112 H -0.1125 0.6370 0.2408 0.0590 1.0000 Uiso R . . . . . H113 H 0.0818 0.6011 0.2505 0.0590 1.0000 Uiso R . . . . . H221 H -0.0578 0.5323 0.12664 0.0480 1.0000 Uiso R . . . . . H231 H -0.1695 0.4674 -0.008 0.0586 1.0000 Uiso R . . . . . H241 H -0.3281 0.3356 -0.0168 0.0590 1.0000 Uiso R . . . . . H251 H -0.3691 0.2657 0.1099 0.0594 1.0000 Uiso R . . . . . H261 H -0.2593 0.3297 0.2463 0.0543 1.0000 Uiso R . . . . . H311 H 0.2505 0.5017 0.47952 0.0510 1.0000 Uiso R . . . . . H312 H 0.3651 0.4135 0.47939 0.0510 1.0000 Uiso R . . . . . H313 H 0.1671 0.4057 0.48892 0.0510 1.0000 Uiso R . . . . . H411 H 0.1476 0.3135 0.2548 0.0547 1.0000 Uiso R . . . . . H412 H 0.2999 0.2943 0.3370 0.0547 1.0000 Uiso R . . . . . H413 H 0.1019 0.2864 0.3465 0.0547 1.0000 Uiso R . . . . . H521 H 0.3939 0.5839 0.3929 0.0488 1.0000 Uiso R . . . . . H531 H 0.5590 0.6719 0.3158 0.0577 1.0000 Uiso R . . . . . H541 H 0.5858 0.6323 0.1758 0.0610 1.0000 Uiso R . . . . . H551 H 0.4587 0.5019 0.1125 0.0576 1.0000 Uiso R . . . . . H561 H 0.2902 0.4136 0.1868 0.0509 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.03122(14) 0.0503(2) 0.03604(15) -0.00216(14) 0.00660(10) 0.00478(14) S61 0.0382(4) 0.0376(4) 0.0370(4) 0.0042(3) 0.0127(3) 0.0053(3) P2 0.0297(3) 0.0341(4) 0.0311(3) 0.0005(3) 0.0040(3) -0.0016(3) F61 0.0776(17) 0.0649(15) 0.117(2) -0.0164(15) 0.0271(16) -0.0275(13) F62 0.214(4) 0.0856(19) 0.090(2) -0.0182(16) 0.104(2) -0.049(2) F63 0.109(2) 0.0548(15) 0.106(2) 0.0358(14) 0.0044(17) 0.0031(14) O61 0.126(3) 0.0695(18) 0.0698(18) 0.0046(15) 0.064(2) 0.0228(18) O62 0.0748(19) 0.0691(18) 0.0771(19) 0.0113(15) -0.0111(16) -0.0270(15) O63 0.0508(15) 0.0487(15) 0.121(3) 0.0132(16) 0.0203(16) 0.0184(12) C11 0.0465(18) 0.0387(17) 0.062(2) -0.0075(15) -0.0048(16) 0.0058(14) C21 0.0269(13) 0.0405(15) 0.0353(14) 0.0025(12) 0.0017(11) 0.0023(11) C22 0.0380(15) 0.0431(16) 0.0389(15) 0.0032(13) 0.0094(12) -0.0011(13) C23 0.0513(19) 0.056(2) 0.0389(16) 0.0026(15) 0.0107(14) 0.0027(16) C24 0.052(2) 0.052(2) 0.0429(17) -0.0104(15) -0.0024(15) 0.0056(16) C25 0.051(2) 0.0390(17) 0.058(2) 0.0007(15) -0.0054(16) -0.0074(15) C26 0.0459(18) 0.0438(17) 0.0461(17) 0.0101(14) 0.0018(14) -0.0036(14) C31 0.0405(16) 0.0526(18) 0.0343(15) 0.0030(13) 0.0038(13) 0.0001(14) C41 0.0448(18) 0.0353(16) 0.0565(19) -0.0023(14) 0.0095(15) -0.0040(13) C51 0.0290(12) 0.0323(14) 0.0340(13) 0.0030(11) 0.0049(10) 0.0026(11) C52 0.0365(15) 0.0388(16) 0.0467(17) -0.0014(13) 0.0046(13) -0.0014(13) C53 0.0371(16) 0.0398(17) 0.067(2) 0.0071(15) 0.0049(15) -0.0045(13) C54 0.0327(16) 0.0526(19) 0.067(2) 0.0248(17) 0.0146(15) 0.0079(14) C55 0.0394(16) 0.060(2) 0.0444(16) 0.0103(15) 0.0139(13) 0.0078(15) C56 0.0396(16) 0.0473(18) 0.0405(16) -0.0013(13) 0.0086(13) 0.0021(13) C61 0.072(2) 0.0437(19) 0.0524(19) -0.0037(15) 0.0255(18) -0.0100(17) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag As1 . P2 . 2.3402(8) yes As1 . C11 . 1.965(3) yes As1 . C21 . 1.956(3) yes S61 . O61 . 1.414(3) yes S61 . O62 . 1.433(3) yes S61 . O63 . 1.421(3) yes S61 . C61 . 1.805(4) yes P2 . C31 . 1.790(3) yes P2 . C41 . 1.792(3) yes P2 . C51 . 1.794(3) yes F61 . C61 . 1.344(5) yes F62 . C61 . 1.311(4) yes F63 . C61 . 1.321(5) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C21 . C22 . 1.389(4) yes C21 . C26 . 1.389(4) yes C22 . C23 . 1.388(5) yes C22 . H221 . 1.000 no C23 . C24 . 1.377(5) yes C23 . H231 . 1.000 no C24 . C25 . 1.372(5) yes C24 . H241 . 1.000 no C25 . C26 . 1.393(5) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C31 . H313 . 1.000 no C41 . H411 . 1.000 no C41 . H412 . 1.000 no C41 . H413 . 1.000 no C51 . C52 . 1.393(4) yes C51 . C56 . 1.390(4) yes C52 . C53 . 1.392(4) yes C52 . H521 . 1.000 no C53 . C54 . 1.375(5) yes C53 . H531 . 1.000 no C54 . C55 . 1.376(5) yes C54 . H541 . 1.000 no C55 . C56 . 1.388(5) yes C55 . H551 . 1.000 no C56 . H561 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag P2 . As1 . C11 . 95.69(10) yes P2 . As1 . C21 . 96.54(8) yes C11 . As1 . C21 . 100.65(14) yes O61 . S61 . O62 . 114.7(2) yes O61 . S61 . O63 . 116.9(2) yes O62 . S61 . O63 . 112.95(19) yes O61 . S61 . C61 . 103.17(17) yes O62 . S61 . C61 . 103.38(17) yes O63 . S61 . C61 . 103.39(18) yes As1 . P2 . C31 . 107.41(11) yes As1 . P2 . C41 . 110.58(11) yes C31 . P2 . C41 . 107.90(16) yes As1 . P2 . C51 . 110.50(9) yes C31 . P2 . C51 . 110.83(14) yes C41 . P2 . C51 . 109.57(14) yes As1 . C11 . H111 . 109.5 no As1 . C11 . H112 . 109.5 no H111 . C11 . H112 . 109.5 no As1 . C11 . H113 . 109.5 no H111 . C11 . H113 . 109.5 no H112 . C11 . H113 . 109.5 no As1 . C21 . C22 . 123.5(2) yes As1 . C21 . C26 . 116.7(2) yes C22 . C21 . C26 . 119.3(3) yes C21 . C22 . C23 . 120.1(3) yes C21 . C22 . H221 . 120.0 no C23 . C22 . H221 . 120.0 no C22 . C23 . C24 . 120.3(3) yes C22 . C23 . H231 . 119.9 no C24 . C23 . H231 . 119.9 no C23 . C24 . C25 . 120.0(3) yes C23 . C24 . H241 . 120.0 no C25 . C24 . H241 . 120.0 no C24 . C25 . C26 . 120.4(3) yes C24 . C25 . H251 . 119.8 no C26 . C25 . H251 . 119.8 no C25 . C26 . C21 . 119.9(3) yes C25 . C26 . H261 . 120.1 no C21 . C26 . H261 . 120.1 no P2 . C31 . H311 . 109.5 no P2 . C31 . H312 . 109.5 no H311 . C31 . H312 . 109.5 no P2 . C31 . H313 . 109.5 no H311 . C31 . H313 . 109.5 no H312 . C31 . H313 . 109.5 no P2 . C41 . H411 . 109.5 no P2 . C41 . H412 . 109.5 no H411 . C41 . H412 . 109.5 no P2 . C41 . H413 . 109.5 no H411 . C41 . H413 . 109.5 no H412 . C41 . H413 . 109.5 no P2 . C51 . C52 . 119.4(2) yes P2 . C51 . C56 . 120.0(2) yes C52 . C51 . C56 . 120.2(3) yes C51 . C52 . C53 . 119.0(3) yes C51 . C52 . H521 . 120.5 no C53 . C52 . H521 . 120.5 no C52 . C53 . C54 . 120.6(3) yes C52 . C53 . H531 . 119.7 no C54 . C53 . H531 . 119.7 no C53 . C54 . C55 . 120.3(3) yes C53 . C54 . H541 . 119.9 no C55 . C54 . H541 . 119.9 no C54 . C55 . C56 . 120.2(3) yes C54 . C55 . H551 . 119.9 no C56 . C55 . H551 . 119.9 no C51 . C56 . C55 . 119.7(3) yes C51 . C56 . H561 . 120.2 no C55 . C56 . H561 . 120.2 no S61 . C61 . F61 . 109.4(3) yes S61 . C61 . F63 . 112.9(3) yes F61 . C61 . F63 . 105.5(3) yes S61 . C61 . F62 . 112.4(3) yes F61 . C61 . F62 . 106.7(3) yes F63 . C61 . F62 . 109.6(4) yes 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 C11 As1 P2 C31 98.00(14) . . . . no C11 As1 P2 C41 -144.49(14) . . . . no C11 As1 P2 C51 -22.98(13) . . . . no C21 As1 P2 C31 -160.55(14) . . . . no C21 As1 P2 C41 -43.04(14) . . . . no C21 As1 P2 C51 78.47(13) . . . . no P2 As1 C21 C22 -91.8(2) . . . . no P2 As1 C21 C26 95.8(2) . . . . no C11 As1 C21 C22 5.2(3) . . . . no C11 As1 C21 C26 -167.1(2) . . . . no O63 S61 C61 F61 -57.7(3) . . . . no O61 S61 C61 F61 64.5(3) . . . . no O61 S61 C61 F62 -177.1(3) . . . . no O61 S61 C61 F63 -52.6(3) . . . . no O62 S61 C61 F61 -175.7(3) . . . . no O62 S61 C61 F62 -57.3(3) . . . . no O62 S61 C61 F63 67.2(3) . . . . no O63 S61 C61 F62 60.6(3) . . . . no O63 S61 C61 F63 -174.9(3) . . . . no C41 P2 C51 C56 34.9(3) . . . . no As1 P2 C51 C56 -87.2(2) . . . . no As1 P2 C51 C52 85.6(2) . . . . no C41 P2 C51 C52 -152.3(2) . . . . no C31 P2 C51 C52 -33.3(3) . . . . no C31 P2 C51 C56 153.8(2) . . . . no C26 C21 C22 C23 0.4(4) . . . . no As1 C21 C22 C23 -171.8(2) . . . . no C22 C21 C26 C25 -0.2(5) . . . . no As1 C21 C26 C25 172.5(3) . . . . no C21 C22 C23 C24 0.2(5) . . . . no C22 C23 C24 C25 -0.9(5) . . . . no C23 C24 C25 C26 1.1(6) . . . . no C24 C25 C26 C21 -0.5(5) . . . . no C52 C51 C56 C55 0.2(5) . . . . no P2 C51 C52 C53 -172.5(2) . . . . no P2 C51 C56 C55 173.0(2) . . . . no C56 C51 C52 C53 0.3(4) . . . . no C51 C52 C53 C54 0.2(5) . . . . no C52 C53 C54 C55 -1.2(5) . . . . no C53 C54 C55 C56 1.7(5) . . . . no C54 C55 C56 C51 -1.1(5) . . . . no #===END data_michelle11_cif _database_code_depnum_ccdc_archive 'CCDC 675871' _audit_creation_date 06-05-09 _audit_creation_method CRYSTALS_ver_12-03-99 _audit_update_record ; 2006-09-05 - Report on C16 H19 As2 F3 O3 S1 by Nathan L. Kilah for Michelle L. Weir and S. Bruce Wild 2006-09-05 - Passed CheckCif with minor warnings. ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; ORTEP3 (Farrugia 1997) ; #============================================================= _cell_length_a 8.13690(10) _cell_angle_alpha 90 _cell_length_b 15.2484(4) _cell_angle_beta 99.2222(15) _cell_length_c 15.7429(4) _cell_angle_gamma 90 _cell_volume 1928.05(7) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 # choose from: rm (reference molecule of # known chirality), ad (anomolous # dispersion - ie. Flack param), rmad # (both rm and ad), syn (known from # synthetic pathway), unk (unknown) # or . (not applicable). _chemical_absolute_configuration . loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source 'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 International_Tables_Vol_IV_Table_2.2B 'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 International_Tables_Vol_IV_Table_2.2B 'As ' 0.0499 2.0058 16.6723 2.6345 6.0701 0.2647 3.4313 12.9479 4.2779 47.7972 2.5310 International_Tables_Vol_IV_Table_2.2B 'F ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 International_Tables_Vol_IV_Table_2.2B 'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 International_Tables_Vol_IV_Table_2.2B 'S ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 International_Tables_Vol_IV_Table_2.2B _cell_formula_units_Z 4 _chemical_formula_sum ' C16 H19 As2 F3 O3 S1 ' _chemical_formula_moiety ' C15 H19 As2, C1 F3 O3 S1 ' _chemical_compound_source ; ? ; _chemical_formula_weight 498.23 _cell_measurement_reflns_used 26906 _cell_measurement_theta_min 3 _cell_measurement_theta_max 28 _cell_measurement_temperature 200 _exptl_crystal_description ' needle ' _exptl_crystal_colour ' colourless ' _exptl_crystal_size_min 0.12 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_max 0.22 _exptl_crystal_density_diffrn 1.716 _exptl_crystal_density_meas ' not measured ' # Non-dispersive F(000): _exptl_crystal_F_000 992 _exptl_absorpt_coefficient_mu 3.614 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_special_details ; CCD data collecting conditions- phi and omega scans of width 2.0 deg at rate 50 sec/frame, crystal-detector distance 28mm, multiple scan sets so over 99 percent of data collected with 4-fold redundancy or more. ; # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 16 -1 -3 0.078 -13 1 4 0.146 1 2 18 0.051 0 -1 -11 0.078 0 10 -1 0.090 0 -8 1 0.028 -4 0 -3 0.128 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.560 _exptl_absorpt_correction_T_max 0.683 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; # Sheldrick geometric definitions 0.63 0.65 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 200 _diffrn_reflns_number 41263 _reflns_number_total 4437 _diffrn_reflns_av_R_equivalents 0.04 # Number of reflections with Friedels Law is 4437 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 4434 _diffrn_reflns_theta_min 2.621 _diffrn_reflns_theta_max 27.510 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.510 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _reflns_limit_h_min -10 _reflns_limit_h_max 10 _reflns_limit_k_min 0 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 20 _refine_diff_density_min -0.68 _refine_diff_density_max 1.40 _refine_ls_number_reflns 2463 _refine_ls_number_restraints 0 _refine_ls_number_parameters 226 #_refine_ls_R_factor_ref 0.0386 _refine_ls_wR_factor_ref 0.0408 _refine_ls_goodness_of_fit_ref 1.0770 #_reflns_number_all 4423 _refine_ls_R_factor_all 0.0671 _refine_ls_wR_factor_all 0.0420 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.00u(I) _reflns_number_gt 2463 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_gt 0.0408 _refine_ls_shift/su_max 0.000382 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.81 0.469 1.62 ; _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 ## -------------------REFERENCES ----------------------## ## Insert your own references - in alphabetic order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Farrugia, L.J. (1997). J. Appl. Cryst. 30, 565 Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Spek, A.L. (2001) PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui # i.e. Ueqiv = (U1+U2+U3)/3 # Replace trailing . with the number of unfound # hydrogen atoms attaced to relavent atom 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens As1 As -0.08327(5) 0.49373(3) 0.30720(3) 0.0413 1.0000 Uani . . . . . . As2 As 0.19134(5) 0.42587(3) 0.34296(3) 0.0341 1.0000 Uani . . . . . . S61 S 0.22635(14) 0.68258(7) 0.54059(7) 0.0431 1.0000 Uani . . . . . . F61 F 0.4195(7) 0.8175(3) 0.5587(3) 0.1015 1.0000 Uani . . . . . . F62 F 0.3928(6) 0.7621(3) 0.4352(3) 0.1001 1.0000 Uani . . . . . . F63 F 0.1999(7) 0.8404(3) 0.4745(4) 0.1241 1.0000 Uani . . . . . . O61 O 0.1251(6) 0.7140(3) 0.5993(3) 0.0751 1.0000 Uani . . . . . . O62 O 0.1276(6) 0.6437(4) 0.4656(3) 0.0883 1.0000 Uani . . . . . . O63 O 0.3684(5) 0.6330(3) 0.5724(4) 0.0867 1.0000 Uani . . . . . . C11 C 0.0008(6) 0.6047(3) 0.2666(3) 0.0488 1.0000 Uani . . . . . . C21 C -0.1464(5) 0.4334(3) 0.1969(3) 0.0396 1.0000 Uani . . . . . . C22 C -0.1182(6) 0.4678(3) 0.1181(3) 0.0444 1.0000 Uani . . . . . . C23 C -0.1870(6) 0.4273(4) 0.0411(3) 0.0543 1.0000 Uani . . . . . . C24 C -0.2803(6) 0.3520(4) 0.0430(3) 0.0568 1.0000 Uani . . . . . . C25 C -0.3060(7) 0.3163(3) 0.1199(4) 0.0604 1.0000 Uani . . . . . . C26 C -0.2400(6) 0.3569(3) 0.1965(3) 0.0522 1.0000 Uani . . . . . . C31 C 0.2581(6) 0.4219(3) 0.4651(3) 0.0449 1.0000 Uani . . . . . . C41 C 0.1998(6) 0.3076(3) 0.3024(4) 0.0502 1.0000 Uani . . . . . . C51 C 0.3475(5) 0.4920(3) 0.2906(3) 0.0340 1.0000 Uani . . . . . . C52 C 0.4282(5) 0.5644(3) 0.3334(3) 0.0433 1.0000 Uani . . . . . . C53 C 0.5237(6) 0.6173(3) 0.2905(4) 0.0557 1.0000 Uani . . . . . . C54 C 0.5409(6) 0.5996(4) 0.2050(4) 0.0549 1.0000 Uani . . . . . . C55 C 0.4639(6) 0.5279(4) 0.1641(3) 0.0521 1.0000 Uani . . . . . . C56 C 0.3655(6) 0.4738(3) 0.2063(3) 0.0461 1.0000 Uani . . . . . . C61 C 0.3091(7) 0.7788(3) 0.4971(4) 0.0561 1.0000 Uani . . . . . . H111 H 0.0389 0.6437 0.3170 0.0570 1.0000 Uiso R . . . . . H112 H -0.0901 0.6344 0.2267 0.0570 1.0000 Uiso R . . . . . H113 H 0.0964 0.5923 0.2357 0.0570 1.0000 Uiso R . . . . . H221 H -0.0484 0.5216 0.1170 0.0539 1.0000 Uiso R . . . . . H231 H -0.1687 0.4528 -0.0152 0.0653 1.0000 Uiso R . . . . . H241 H -0.3299 0.3230 -0.0122 0.0665 1.0000 Uiso R . . . . . H251 H -0.3721 0.2611 0.1206 0.0692 1.0000 Uiso R . . . . . H261 H -0.2598 0.3308 0.2523 0.0605 1.0000 Uiso R . . . . . H311 H 0.2556 0.4825 0.4893 0.0529 1.0000 Uiso R . . . . . H312 H 0.3736 0.3978 0.4788 0.0529 1.0000 Uiso R . . . . . H313 H 0.1800 0.3834 0.4911 0.0529 1.0000 Uiso R . . . . . H411 H 0.1195 0.2706 0.3284 0.0610 1.0000 Uiso R . . . . . H412 H 0.3150 0.2839 0.3193 0.0610 1.0000 Uiso R . . . . . H413 H 0.1694 0.3067 0.2383 0.0610 1.0000 Uiso R . . . . . H521 H 0.4162 0.5773 0.3944 0.0519 1.0000 Uiso R . . . . . H531 H 0.5817 0.6692 0.3206 0.0662 1.0000 Uiso R . . . . . H541 H 0.6093 0.6392 0.1740 0.0672 1.0000 Uiso R . . . . . H551 H 0.4784 0.5144 0.1036 0.0635 1.0000 Uiso R . . . . . H561 H 0.3079 0.4219 0.1760 0.0560 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.0346(2) 0.0492(3) 0.0407(2) -0.00047(19) 0.00756(16) 0.00336(18) As2 0.03222(19) 0.0369(2) 0.0330(2) -0.00032(17) 0.00438(13) -0.00164(17) S61 0.0458(6) 0.0441(6) 0.0423(6) 0.0048(4) 0.0164(4) 0.0074(5) F61 0.129(4) 0.079(3) 0.093(3) -0.018(2) 0.006(3) -0.041(2) F62 0.142(4) 0.095(3) 0.080(3) -0.012(2) 0.070(3) -0.043(3) F63 0.114(3) 0.090(3) 0.171(5) 0.079(3) 0.032(3) 0.027(3) O61 0.092(3) 0.068(3) 0.078(3) 0.011(2) 0.054(2) 0.024(2) O62 0.096(3) 0.104(4) 0.067(3) -0.020(2) 0.017(2) -0.044(3) O63 0.060(2) 0.075(3) 0.130(4) 0.037(3) 0.029(3) 0.027(2) C11 0.046(2) 0.035(2) 0.062(3) -0.006(2) -0.003(2) 0.0008(19) C21 0.0338(19) 0.042(2) 0.041(2) 0.0042(18) -0.0001(16) 0.0032(17) C22 0.041(2) 0.051(3) 0.043(2) -0.001(2) 0.0115(18) 0.0002(19) C23 0.050(2) 0.069(3) 0.045(2) -0.001(2) 0.0084(19) 0.009(2) C24 0.056(3) 0.055(3) 0.055(3) -0.012(2) -0.004(2) 0.007(2) C25 0.055(3) 0.045(3) 0.072(4) -0.001(2) -0.015(3) -0.002(2) C26 0.048(2) 0.050(3) 0.053(3) 0.011(2) -0.008(2) -0.001(2) C31 0.043(2) 0.052(3) 0.037(2) 0.0025(19) -0.0007(16) 0.000(2) C41 0.050(3) 0.039(2) 0.063(3) -0.008(2) 0.015(2) -0.0048(19) C51 0.0341(18) 0.034(2) 0.0341(19) 0.0022(16) 0.0049(14) -0.0001(16) C52 0.043(2) 0.042(2) 0.045(2) -0.0009(18) 0.0071(18) -0.0034(18) C53 0.041(2) 0.042(3) 0.083(4) 0.012(2) 0.005(2) -0.0028(19) C54 0.039(2) 0.057(3) 0.072(3) 0.029(3) 0.019(2) 0.010(2) C55 0.048(3) 0.065(3) 0.046(3) 0.013(2) 0.015(2) 0.011(2) C56 0.044(2) 0.055(3) 0.041(2) -0.0023(19) 0.0115(18) 0.003(2) C61 0.065(3) 0.048(3) 0.059(3) 0.001(2) 0.018(2) -0.008(2) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag As1 . As2 . 2.4448(6) yes As1 . C11 . 1.969(5) yes As1 . C21 . 1.959(4) yes As2 . C31 . 1.914(4) yes As2 . C41 . 1.918(4) yes As2 . C51 . 1.910(4) yes S61 . O61 . 1.416(4) yes S61 . O62 . 1.445(4) yes S61 . O63 . 1.405(4) yes S61 . C61 . 1.794(5) yes F61 . C61 . 1.348(7) yes F62 . C61 . 1.302(6) yes F63 . C61 . 1.303(7) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C21 . C22 . 1.400(6) yes C21 . C26 . 1.392(7) yes C22 . C23 . 1.396(7) yes C22 . H221 . 1.000 no C23 . C24 . 1.381(8) yes C23 . H231 . 1.000 no C24 . C25 . 1.373(8) yes C24 . H241 . 1.000 no C25 . C26 . 1.385(7) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C31 . H313 . 1.000 no C41 . H411 . 1.000 no C41 . H412 . 1.000 no C41 . H413 . 1.000 no C51 . C52 . 1.401(6) yes C51 . C56 . 1.385(6) yes C52 . C53 . 1.371(7) yes C52 . H521 . 1.000 no C53 . C54 . 1.402(8) yes C53 . H531 . 1.000 no C54 . C55 . 1.369(8) yes C54 . H541 . 1.000 no C55 . C56 . 1.391(7) yes C55 . H551 . 1.000 no C56 . H561 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag As2 . As1 . C11 . 94.94(14) yes As2 . As1 . C21 . 96.05(12) yes C11 . As1 . C21 . 99.9(2) yes As1 . As2 . C31 . 110.27(14) yes As1 . As2 . C41 . 113.68(16) yes C31 . As2 . C41 . 106.6(2) yes As1 . As2 . C51 . 108.91(12) yes C31 . As2 . C51 . 110.45(19) yes C41 . As2 . C51 . 106.87(19) yes O61 . S61 . O62 . 111.5(3) yes O61 . S61 . O63 . 118.8(3) yes O62 . S61 . O63 . 112.8(4) yes O61 . S61 . C61 . 105.4(3) yes O62 . S61 . C61 . 102.6(3) yes O63 . S61 . C61 . 103.8(3) yes As1 . C11 . H111 . 109.5 no As1 . C11 . H112 . 109.5 no H111 . C11 . H112 . 109.5 no As1 . C11 . H113 . 109.5 no H111 . C11 . H113 . 109.5 no H112 . C11 . H113 . 109.5 no As1 . C21 . C22 . 123.5(3) yes As1 . C21 . C26 . 117.6(3) yes C22 . C21 . C26 . 118.5(4) yes C21 . C22 . C23 . 120.3(5) yes C21 . C22 . H221 . 119.8 no C23 . C22 . H221 . 119.8 no C22 . C23 . C24 . 119.6(5) yes C22 . C23 . H231 . 120.2 no C24 . C23 . H231 . 120.2 no C23 . C24 . C25 . 120.7(5) yes C23 . C24 . H241 . 119.6 no C25 . C24 . H241 . 119.6 no C24 . C25 . C26 . 119.9(5) yes C24 . C25 . H251 . 120.1 no C26 . C25 . H251 . 120.1 no C21 . C26 . C25 . 121.0(5) yes C21 . C26 . H261 . 119.5 no C25 . C26 . H261 . 119.5 no As2 . C31 . H311 . 109.5 no As2 . C31 . H312 . 109.5 no H311 . C31 . H312 . 109.5 no As2 . C31 . H313 . 109.5 no H311 . C31 . H313 . 109.5 no H312 . C31 . H313 . 109.5 no As2 . C41 . H411 . 109.5 no As2 . C41 . H412 . 109.5 no H411 . C41 . H412 . 109.5 no As2 . C41 . H413 . 109.5 no H411 . C41 . H413 . 109.5 no H412 . C41 . H413 . 109.5 no As2 . C51 . C52 . 120.1(3) yes As2 . C51 . C56 . 119.2(3) yes C52 . C51 . C56 . 120.4(4) yes C51 . C52 . C53 . 119.1(5) yes C51 . C52 . H521 . 120.5 no C53 . C52 . H521 . 120.5 no C52 . C53 . C54 . 120.8(5) yes C52 . C53 . H531 . 119.6 no C54 . C53 . H531 . 119.6 no C53 . C54 . C55 . 119.8(4) yes C53 . C54 . H541 . 120.1 no C55 . C54 . H541 . 120.1 no C54 . C55 . C56 . 120.3(5) yes C54 . C55 . H551 . 119.9 no C56 . C55 . H551 . 119.9 no C55 . C56 . C51 . 119.7(5) yes C55 . C56 . H561 . 120.1 no C51 . C56 . H561 . 120.1 no S61 . C61 . F61 . 109.4(4) yes S61 . C61 . F63 . 114.4(4) yes F61 . C61 . F63 . 103.1(5) yes S61 . C61 . F62 . 113.6(4) yes F61 . C61 . F62 . 104.8(5) yes F63 . C61 . F62 . 110.6(5) yes 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 C11 As1 As2 C31 106.5(2) . . . . no C11 As1 As2 C41 -133.9(2) . . . . no C11 As1 As2 C51 -14.8(2) . . . . no C21 As1 As2 C31 -153.0(2) . . . . no C21 As1 As2 C41 -33.4(2) . . . . no C21 As1 As2 C51 85.7(2) . . . . no As2 As1 C21 C22 -92.1(4) . . . . no As2 As1 C21 C26 95.0(3) . . . . no C11 As1 C21 C22 4.0(4) . . . . no C11 As1 C21 C26 -168.9(4) . . . . no As1 As2 C51 C52 86.9(4) . . . . no As1 As2 C51 C56 -85.8(4) . . . . no C31 As2 C51 C52 -34.4(4) . . . . no C31 As2 C51 C56 153.0(4) . . . . no C41 As2 C51 C52 -149.9(4) . . . . no C41 As2 C51 C56 37.4(4) . . . . no O61 S61 C61 F61 69.7(5) . . . . no O61 S61 C61 F62 -173.6(4) . . . . no O61 S61 C61 F63 -45.3(6) . . . . no O62 S61 C61 F61 -173.5(4) . . . . no O62 S61 C61 F62 -56.8(5) . . . . no O62 S61 C61 F63 71.5(5) . . . . no O63 S61 C61 F61 -55.8(5) . . . . no O63 S61 C61 F63 -170.8(5) . . . . no O63 S61 C61 F62 60.9(5) . . . . no C26 C21 C22 C23 1.9(7) . . . . no As1 C21 C22 C23 -171.0(4) . . . . no C22 C21 C26 C25 -0.9(7) . . . . no As1 C21 C26 C25 172.3(4) . . . . no C21 C22 C23 C24 -1.3(8) . . . . no C22 C23 C24 C25 -0.1(8) . . . . no C23 C24 C25 C26 1.0(8) . . . . no C24 C25 C26 C21 -0.5(8) . . . . no C52 C51 C56 C55 -0.2(7) . . . . no As2 C51 C52 C53 -172.0(4) . . . . no As2 C51 C56 C55 172.5(4) . . . . no C56 C51 C52 C53 0.6(7) . . . . no C51 C52 C53 C54 0.0(7) . . . . no C52 C53 C54 C55 -1.1(8) . . . . no C53 C54 C55 C56 1.6(8) . . . . no C54 C55 C56 C51 -0.9(8) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag As1 O61 3.532(5) . 2_566 no #===END data_michelle07_cif _database_code_depnum_ccdc_archive 'CCDC 675872' _audit_creation_date 07-03-18 _audit_creation_method CRYSTALS_ver_12.18 _audit_update_record ; 2007-03-25 - Report on C28 H27 As2 F3 O4 S1 by Nathan L. Kilah for Michelle L. Weir and S. Bruce Wild 2007-03-25 - Passed CheckCif with minor warnings. ; # start Validation Reply Form _vrf_PLAT432_michelle07_cif ; PROBLEM: Short Inter X...Y Contact As1 .. O61 .. 2.73 Ang. RESPONSE: Electrostatic interaction between cation and anion. ; #============================================================================== # 4. TEXT _publ_section_abstract #Text of the abstract ; The crystal structure of (C~27~H~27~As~2~O)(CF~3~O~3~S) is reported. ; _publ_section_comment #Text of the paper ; The asymmetric unit consists of one C~27~H~27~As~2~O cation and one CF~3~O~3~S anion. Interactions are observed between As(1) and O(51) (3.065(2)) and As(2) and O(51) (2.855(2)). Electrostatic interaction is also observed between O(61) of the triflate anion and As(1), 2.734(2) at an angle of 172.35 degrees (As(2)-As(1)-O(61)). Hydrogens were modelled with a riding model. ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions #Captions to figures ; ? ; _publ_section_exptl_refinement # see also _refine_ls_hydrogen for refinement keywords. ; H atoms were not refined. ; _publ_section_exptl_prep ; Compound was prepared by MLW and was recrystallised from dichloromethane/ether. The sample ID was michelle07. ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; ORTEP3 (Farrugia 1997) ; #============================================================= _cell_length_a 11.0285(2) _cell_length_b 11.4661(2) _cell_length_c 13.0560(2) _cell_angle_alpha 93.6545(9) _cell_angle_beta 111.8762(9) _cell_angle_gamma 112.4184(9) _cell_volume 1374.93(4) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' As 0.0499 2.0058 16.6723 2.6345 6.0701 0.2647 3.4313 12.9479 4.2779 47.7972 2.5310 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 _chemical_formula_sum 'C28 H27 As2 F3 O4 S1' _chemical_formula_moiety 'C27 H27 As2 O1, C1 F3 O3 S1' _chemical_compound_source ? _chemical_formula_weight 666.42 _cell_measurement_reflns_used 24403 _cell_measurement_theta_min 3 _cell_measurement_theta_max 28 _cell_measurement_temperature 200 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.16 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_max 0.20 _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_meas ' not measured ' # Non-dispersive F(000): _exptl_crystal_F_000 672 _exptl_absorpt_coefficient_mu 2.559 # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 7 -3 -6 0.074 -2 1 19 0.134 -16 7 17 0.123 4 2 -5 0.077 1 18 -2 0.123 -4 -1 5 0.100 1 -4 -1 0.068 7 2 -6 0.061 4 -2 1 0.157 -2 5 -1 0.087 -7 6 -1 0.072 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.602 _exptl_absorpt_correction_T_max 0.727 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_reflns_av_R_equivalents 0.033 # Sheldrick geometric approximatio 0.61 0.66 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method ' \f and \w scans with CCD ' _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 200 _diffrn_reflns_number 42711 _reflns_number_total 6580 # Number of reflections with Friedels Law is 6580 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 6579 _diffrn_reflns_theta_min 2.926 _diffrn_reflns_theta_max 27.907 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.907 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -14 _reflns_limit_h_max 13 _reflns_limit_k_min -15 _reflns_limit_k_max 15 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _refine_diff_density_min -0.62 _refine_diff_density_max 0.37 _refine_ls_number_reflns 4611 _refine_ls_number_restraints 0 _refine_ls_number_parameters 343 #_refine_ls_R_factor_ref 0.0264 _refine_ls_wR_factor_ref 0.0305 _refine_ls_goodness_of_fit_ref 1.0626 #_reflns_number_all 6563 _refine_ls_R_factor_all 0.0401 _refine_ls_wR_factor_all 0.0344 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.0\s(I) _reflns_number_gt 4611 _refine_ls_R_factor_gt 0.0264 _refine_ls_wR_factor_gt 0.0305 _refine_ls_shift/su_max 0.000390 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.05 0.215 0.834 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Farrugia, L.J. (1997). J. Appl. Cryst. 30, 565 Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Spek, A.L. (2001) PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens As1 As 0.37851(2) 0.24036(2) 0.484167(18) 0.0286 1.0000 Uani . . . . . . As2 As 0.22079(2) 0.125590(19) 0.280473(17) 0.0242 1.0000 Uani . . . . . . S61 S 0.55926(6) 0.30528(6) 0.79811(5) 0.0317 1.0000 Uani . . . . . . F61 F 0.5427(4) 0.5136(3) 0.8684(2) 0.1187 1.0000 Uani . . . . . . F62 F 0.6161(2) 0.42235(19) 1.00012(14) 0.0622 1.0000 Uani . . . . . . F63 F 0.7579(3) 0.5303(2) 0.93237(18) 0.0963 1.0000 Uani . . . . . . O51 O 0.04962(18) 0.09186(16) 0.40476(15) 0.0358 1.0000 Uani . . . . . . O61 O 0.5786(3) 0.3572(2) 0.70475(16) 0.0610 1.0000 Uani . . . . . . O62 O 0.4117(2) 0.2331(3) 0.7769(2) 0.0705 1.0000 Uani . . . . . . O63 O 0.6523(3) 0.2485(3) 0.8526(2) 0.0716 1.0000 Uani . . . . . . C11 C 0.3826(3) 0.0800(2) 0.5260(2) 0.0382 1.0000 Uani . . . . . . C21 C 0.5554(2) 0.3154(2) 0.46142(19) 0.0314 1.0000 Uani . . . . . . C22 C 0.6734(3) 0.2873(3) 0.5133(2) 0.0398 1.0000 Uani . . . . . . C23 C 0.7945(3) 0.3427(3) 0.4921(3) 0.0531 1.0000 Uani . . . . . . C24 C 0.8007(3) 0.4258(3) 0.4205(3) 0.0590 1.0000 Uani . . . . . . C25 C 0.6859(3) 0.4577(3) 0.3721(3) 0.0564 1.0000 Uani . . . . . . C26 C 0.5637(3) 0.4036(2) 0.3933(2) 0.0410 1.0000 Uani . . . . . . C31 C 0.0980(2) 0.2085(2) 0.21426(18) 0.0280 1.0000 Uani . . . . . . C32 C 0.1412(3) 0.3371(2) 0.2638(2) 0.0354 1.0000 Uani . . . . . . C33 C 0.0515(3) 0.3964(3) 0.2173(2) 0.0475 1.0000 Uani . . . . . . C34 C -0.0800(3) 0.3269(3) 0.1226(2) 0.0493 1.0000 Uani . . . . . . C35 C -0.1224(3) 0.1995(3) 0.0731(2) 0.0444 1.0000 Uani . . . . . . C36 C -0.0333(3) 0.1396(2) 0.11928(19) 0.0347 1.0000 Uani . . . . . . C41 C 0.3264(2) 0.1324(2) 0.18927(18) 0.0285 1.0000 Uani . . . . . . C42 C 0.4410(3) 0.0975(2) 0.2260(2) 0.0361 1.0000 Uani . . . . . . C43 C 0.5159(3) 0.1019(3) 0.1601(3) 0.0454 1.0000 Uani . . . . . . C44 C 0.4788(3) 0.1420(3) 0.0602(2) 0.0461 1.0000 Uani . . . . . . C45 C 0.3659(3) 0.1777(3) 0.0243(2) 0.0416 1.0000 Uani . . . . . . C46 C 0.2892(3) 0.1734(2) 0.08869(19) 0.0330 1.0000 Uani . . . . . . C51 C 0.0975(2) -0.05817(19) 0.25255(17) 0.0269 1.0000 Uani . . . . . . C52 C 0.1351(3) -0.1458(2) 0.2078(2) 0.0334 1.0000 Uani . . . . . . C53 C 0.0521(3) -0.2786(2) 0.1843(2) 0.0411 1.0000 Uani . . . . . . C54 C -0.0696(3) -0.3257(2) 0.2057(2) 0.0412 1.0000 Uani . . . . . . C55 C -0.1063(3) -0.2389(2) 0.2515(2) 0.0372 1.0000 Uani . . . . . . C56 C -0.0243(2) -0.1051(2) 0.27644(19) 0.0304 1.0000 Uani . . . . . . C57 C -0.0739(2) -0.0185(2) 0.3240(2) 0.0351 1.0000 Uani . . . . . . C58 C 0.0080(3) 0.1838(3) 0.4422(3) 0.0480 1.0000 Uani . . . . . . C61 C 0.6227(3) 0.4504(3) 0.9051(2) 0.0482 1.0000 Uani . . . . . . H111 H 0.2958 0.0315 0.5402 0.0451 1.0000 Uiso R . . . . . H112 H 0.4731 0.1023 0.5964 0.0451 1.0000 Uiso R . . . . . H113 H 0.3808 0.0247 0.4626 0.0451 1.0000 Uiso R . . . . . H221 H 0.6705 0.2273 0.5656 0.0452 1.0000 Uiso R . . . . . H231 H 0.8788 0.3221 0.5293 0.0588 1.0000 Uiso R . . . . . H241 H 0.8872 0.4628 0.4035 0.0629 1.0000 Uiso R . . . . . H251 H 0.6909 0.5199 0.3218 0.0593 1.0000 Uiso R . . . . . H261 H 0.4820 0.4282 0.3594 0.0441 1.0000 Uiso R . . . . . H321 H 0.2360 0.3865 0.3323 0.0414 1.0000 Uiso R . . . . . H331 H 0.0817 0.4890 0.2519 0.0572 1.0000 Uiso R . . . . . H341 H -0.1449 0.3696 0.0899 0.0641 1.0000 Uiso R . . . . . H351 H -0.2169 0.1505 0.0042 0.0523 1.0000 Uiso R . . . . . H361 H -0.0637 0.0471 0.08417 0.0403 1.0000 Uiso R . . . . . H421 H 0.4689 0.0697 0.2990 0.0458 1.0000 Uiso R . . . . . H431 H 0.5973 0.0758 0.1852 0.0575 1.0000 Uiso R . . . . . H441 H 0.5337 0.1452 0.0135 0.0579 1.0000 Uiso R . . . . . H451 H 0.3395 0.2067 -0.0482 0.0507 1.0000 Uiso R . . . . . H461 H 0.2078 0.1995 0.06299 0.0389 1.0000 Uiso R . . . . . H521 H 0.2231 -0.1123 0.1926 0.0422 1.0000 Uiso R . . . . . H531 H 0.0800 -0.3403 0.1520 0.0508 1.0000 Uiso R . . . . . H541 H -0.1305 -0.4214 0.1882 0.0463 1.0000 Uiso R . . . . . H551 H -0.1940 -0.2735 0.2671 0.0421 1.0000 Uiso R . . . . . H571 H -0.1347 -0.0671 0.3618 0.0430 1.0000 Uiso R . . . . . H572 H -0.1325 0.0101 0.2611 0.0430 1.0000 Uiso R . . . . . H581 H 0.0966 0.2606 0.4989 0.0640 1.0000 Uiso R . . . . . H582 H -0.0582 0.1426 0.4783 0.0640 1.0000 Uiso R . . . . . H583 H -0.0435 0.2127 0.3757 0.0640 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.02962(12) 0.02774(12) 0.02797(12) 0.00553(8) 0.01094(9) 0.01355(9) As2 0.02446(10) 0.02331(10) 0.02521(11) 0.00508(7) 0.01010(8) 0.01165(8) S61 0.0286(3) 0.0359(3) 0.0287(2) 0.0049(2) 0.0111(2) 0.0137(2) F61 0.191(3) 0.0978(19) 0.0900(18) 0.0130(15) 0.0324(19) 0.114(2) F62 0.0785(12) 0.0591(11) 0.0400(9) 0.0015(7) 0.0335(9) 0.0151(9) F63 0.0950(17) 0.0688(13) 0.0564(12) -0.0133(10) 0.0375(12) -0.0320(12) O51 0.0369(8) 0.0320(8) 0.0419(9) 0.0034(7) 0.0216(7) 0.0147(7) O61 0.0761(15) 0.0543(12) 0.0300(9) 0.0070(8) 0.0225(10) 0.0072(11) O62 0.0349(10) 0.0854(17) 0.0609(14) -0.0120(12) 0.0219(10) -0.0001(10) O63 0.0882(18) 0.0879(18) 0.0623(14) 0.0173(13) 0.0221(13) 0.0717(16) C11 0.0431(13) 0.0331(11) 0.0365(12) 0.0123(9) 0.0138(10) 0.0173(10) C21 0.0278(10) 0.0291(10) 0.0293(10) 0.0018(8) 0.0074(8) 0.0101(8) C22 0.0323(11) 0.0405(13) 0.0402(13) 0.0052(10) 0.0089(10) 0.0168(10) C23 0.0310(12) 0.0551(17) 0.0609(18) -0.0021(14) 0.0145(12) 0.0142(12) C24 0.0332(13) 0.0635(19) 0.0605(18) 0.0046(15) 0.0220(13) 0.0017(13) C25 0.0426(15) 0.0535(17) 0.0521(16) 0.0177(13) 0.0185(13) 0.0014(12) C26 0.0324(11) 0.0370(12) 0.0408(13) 0.0121(10) 0.0093(10) 0.0084(10) C31 0.0294(10) 0.0299(10) 0.0277(10) 0.0085(8) 0.0125(8) 0.0156(8) C32 0.0359(12) 0.0308(11) 0.0368(12) 0.0067(9) 0.0098(9) 0.0176(9) C33 0.0549(15) 0.0362(13) 0.0519(15) 0.0093(11) 0.0142(13) 0.0292(12) C34 0.0549(16) 0.0588(17) 0.0465(15) 0.0198(12) 0.0153(12) 0.0423(14) C35 0.0382(13) 0.0572(16) 0.0352(12) 0.0104(11) 0.0070(10) 0.0271(12) C36 0.0333(11) 0.0365(12) 0.0309(11) 0.0047(9) 0.0089(9) 0.0172(9) C41 0.0296(10) 0.0252(9) 0.0305(10) 0.0037(8) 0.0148(8) 0.0104(8) C42 0.0362(12) 0.0393(12) 0.0390(12) 0.0093(10) 0.0187(10) 0.0201(10) C43 0.0408(13) 0.0475(14) 0.0554(16) 0.0068(12) 0.0259(12) 0.0223(12) C44 0.0499(15) 0.0444(14) 0.0504(15) 0.0062(11) 0.0343(13) 0.0154(12) C45 0.0493(14) 0.0395(13) 0.0380(12) 0.0098(10) 0.0261(11) 0.0141(11) C46 0.0353(11) 0.0294(11) 0.0326(11) 0.0065(8) 0.0156(9) 0.0114(9) C51 0.0292(10) 0.0226(9) 0.0272(9) 0.0062(7) 0.0103(8) 0.0114(8) C52 0.0400(12) 0.0303(11) 0.0351(11) 0.0080(9) 0.0190(10) 0.0178(9) C53 0.0541(15) 0.0276(11) 0.0453(13) 0.0062(10) 0.0238(12) 0.0197(10) C54 0.0467(14) 0.0253(11) 0.0439(13) 0.0062(9) 0.0168(11) 0.0112(10) C55 0.0332(11) 0.0329(11) 0.0393(12) 0.0081(9) 0.0143(10) 0.0097(9) C56 0.0283(10) 0.0298(10) 0.0310(10) 0.0062(8) 0.0106(8) 0.0129(8) C57 0.0313(11) 0.0323(11) 0.0439(12) 0.0070(9) 0.0200(10) 0.0127(9) C58 0.0572(16) 0.0411(14) 0.0616(17) 0.0081(12) 0.0393(14) 0.0246(12) C61 0.0623(17) 0.0405(14) 0.0378(13) 0.0084(11) 0.0188(12) 0.0216(13) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag As1 . As2 . 2.4881(3) yes As1 . C11 . 1.962(2) yes As1 . C21 . 1.954(2) yes As2 . C31 . 1.923(2) yes As2 . C41 . 1.938(2) yes As2 . C51 . 1.941(2) yes S61 . O61 . 1.441(2) yes S61 . O62 . 1.420(2) yes S61 . O63 . 1.417(2) yes S61 . C61 . 1.815(3) yes F61 . C61 . 1.323(4) yes F62 . C61 . 1.322(3) yes F63 . C61 . 1.307(4) yes O51 . C57 . 1.418(3) yes O51 . C58 . 1.426(3) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C21 . C22 . 1.396(3) yes C21 . C26 . 1.388(3) yes C22 . C23 . 1.383(4) yes C22 . H221 . 1.000 no C23 . C24 . 1.378(5) yes C23 . H231 . 1.000 no C24 . C25 . 1.386(5) yes C24 . H241 . 1.000 no C25 . C26 . 1.392(4) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C31 . C32 . 1.391(3) yes C31 . C36 . 1.387(3) yes C32 . C33 . 1.388(3) yes C32 . H321 . 1.000 no C33 . C34 . 1.387(4) yes C33 . H331 . 1.000 no C34 . C35 . 1.380(4) yes C34 . H341 . 1.000 no C35 . C36 . 1.388(3) yes C35 . H351 . 1.000 no C36 . H361 . 1.000 no C41 . C42 . 1.395(3) yes C41 . C46 . 1.392(3) yes C42 . C43 . 1.390(3) yes C42 . H421 . 1.000 no C43 . C44 . 1.378(4) yes C43 . H431 . 1.000 no C44 . C45 . 1.384(4) yes C44 . H441 . 1.000 no C45 . C46 . 1.388(3) yes C45 . H451 . 1.000 no C46 . H461 . 1.000 no C51 . C52 . 1.395(3) yes C51 . C56 . 1.404(3) yes C52 . C53 . 1.385(3) yes C52 . H521 . 1.000 no C53 . C54 . 1.384(4) yes C53 . H531 . 1.000 no C54 . C55 . 1.386(4) yes C54 . H541 . 1.000 no C55 . C56 . 1.392(3) yes C55 . H551 . 1.000 no C56 . C57 . 1.504(3) yes C57 . H571 . 1.000 no C57 . H572 . 1.000 no C58 . H581 . 1.000 no C58 . H582 . 1.000 no C58 . H583 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag As2 . As1 . C11 . 92.06(7) yes As2 . As1 . C21 . 93.83(6) yes C11 . As1 . C21 . 101.45(10) yes As1 . As2 . C31 . 108.79(6) yes As1 . As2 . C41 . 114.12(6) yes C31 . As2 . C41 . 105.63(9) yes As1 . As2 . C51 . 115.19(6) yes C31 . As2 . C51 . 108.04(9) yes C41 . As2 . C51 . 104.49(9) yes O61 . S61 . O62 . 114.12(15) yes O61 . S61 . O63 . 115.68(16) yes O62 . S61 . O63 . 114.82(19) yes O61 . S61 . C61 . 102.68(13) yes O62 . S61 . C61 . 104.08(15) yes O63 . S61 . C61 . 103.15(14) yes C57 . O51 . C58 . 110.86(19) yes As1 . C11 . H111 . 109.5 no As1 . C11 . H112 . 109.5 no H111 . C11 . H112 . 109.5 no As1 . C11 . H113 . 109.5 no H111 . C11 . H113 . 109.5 no H112 . C11 . H113 . 109.5 no As1 . C21 . C22 . 122.93(18) yes As1 . C21 . C26 . 117.60(17) yes C22 . C21 . C26 . 119.4(2) yes C21 . C22 . C23 . 119.8(3) yes C21 . C22 . H221 . 120.1 no C23 . C22 . H221 . 120.1 no C22 . C23 . C24 . 120.9(3) yes C22 . C23 . H231 . 119.6 no C24 . C23 . H231 . 119.6 no C23 . C24 . C25 . 119.4(3) yes C23 . C24 . H241 . 120.3 no C25 . C24 . H241 . 120.3 no C24 . C25 . C26 . 120.3(3) yes C24 . C25 . H251 . 119.8 no C26 . C25 . H251 . 119.8 no C25 . C26 . C21 . 120.0(3) yes C25 . C26 . H261 . 120.0 no C21 . C26 . H261 . 120.0 no As2 . C31 . C32 . 119.29(16) yes As2 . C31 . C36 . 120.16(17) yes C32 . C31 . C36 . 120.5(2) yes C31 . C32 . C33 . 119.4(2) yes C31 . C32 . H321 . 120.3 no C33 . C32 . H321 . 120.3 no C32 . C33 . C34 . 119.8(2) yes C32 . C33 . H331 . 120.1 no C34 . C33 . H331 . 120.1 no C33 . C34 . C35 . 120.8(2) yes C33 . C34 . H341 . 119.6 no C35 . C34 . H341 . 119.6 no C34 . C35 . C36 . 119.7(2) yes C34 . C35 . H351 . 120.2 no C36 . C35 . H351 . 120.2 no C35 . C36 . C31 . 119.8(2) yes C35 . C36 . H361 . 120.1 no C31 . C36 . H361 . 120.1 no As2 . C41 . C42 . 119.45(17) yes As2 . C41 . C46 . 120.19(16) yes C42 . C41 . C46 . 120.4(2) yes C41 . C42 . C43 . 119.3(2) yes C41 . C42 . H421 . 120.4 no C43 . C42 . H421 . 120.4 no C42 . C43 . C44 . 120.4(2) yes C42 . C43 . H431 . 119.8 no C44 . C43 . H431 . 119.8 no C43 . C44 . C45 . 120.2(2) yes C43 . C44 . H441 . 119.9 no C45 . C44 . H441 . 119.9 no C44 . C45 . C46 . 120.2(2) yes C44 . C45 . H451 . 119.9 no C46 . C45 . H451 . 119.9 no C41 . C46 . C45 . 119.5(2) yes C41 . C46 . H461 . 120.3 no C45 . C46 . H461 . 120.3 no As2 . C51 . C52 . 117.16(16) yes As2 . C51 . C56 . 123.23(16) yes C52 . C51 . C56 . 119.6(2) yes C51 . C52 . C53 . 120.9(2) yes C51 . C52 . H521 . 119.6 no C53 . C52 . H521 . 119.6 no C52 . C53 . C54 . 119.9(2) yes C52 . C53 . H531 . 120.0 no C54 . C53 . H531 . 120.0 no C53 . C54 . C55 . 119.4(2) yes C53 . C54 . H541 . 120.3 no C55 . C54 . H541 . 120.3 no C54 . C55 . C56 . 121.8(2) yes C54 . C55 . H551 . 119.1 no C56 . C55 . H551 . 119.1 no C51 . C56 . C55 . 118.4(2) yes C51 . C56 . C57 . 123.5(2) yes C55 . C56 . C57 . 118.1(2) yes C56 . C57 . O51 . 109.09(18) yes C56 . C57 . H571 . 109.6 no O51 . C57 . H571 . 109.6 no C56 . C57 . H572 . 109.6 no O51 . C57 . H572 . 109.6 no H571 . C57 . H572 . 109.5 no O51 . C58 . H581 . 109.5 no O51 . C58 . H582 . 109.5 no H581 . C58 . H582 . 109.5 no O51 . C58 . H583 . 109.5 no H581 . C58 . H583 . 109.5 no H582 . C58 . H583 . 109.5 no S61 . C61 . F61 . 110.9(2) yes S61 . C61 . F62 . 111.8(2) yes F61 . C61 . F62 . 107.4(3) yes S61 . C61 . F63 . 111.9(2) yes F61 . C61 . F63 . 107.9(3) yes F62 . C61 . F63 . 106.7(2) yes 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 C11 As1 As2 C31 148.55(13) . . . . no C11 As1 As2 C41 -93.79(12) . . . . no C11 As1 As2 C51 27.09(13) . . . . no C21 As1 As2 C31 -109.85(10) . . . . no C21 As1 As2 C41 7.81(10) . . . . no C21 As1 As2 C51 128.69(11) . . . . no As2 As1 C21 C22 -117.5(2) . . . . no As2 As1 C21 C26 64.61(18) . . . . no C11 As1 C21 C22 -24.7(2) . . . . no C11 As1 C21 C26 157.50(18) . . . . no As1 As2 C31 C32 23.4(2) . . . . no As1 As2 C31 C36 -155.51(19) . . . . no C41 As2 C31 C32 -99.5(2) . . . . no C41 As2 C31 C36 81.6(2) . . . . no C51 As2 C31 C32 149.1(2) . . . . no C51 As2 C31 C36 -29.8(2) . . . . no As1 As2 C41 C42 50.89(19) . . . . no As1 As2 C41 C46 -128.30(17) . . . . no C31 As2 C41 C42 170.34(18) . . . . no C31 As2 C41 C46 -8.9(2) . . . . no C51 As2 C41 C42 -75.78(19) . . . . no C51 As2 C41 C46 105.03(19) . . . . no As1 As2 C51 C52 -107.38(16) . . . . no As1 As2 C51 C56 71.85(19) . . . . no C31 As2 C51 C52 130.77(18) . . . . no C31 As2 C51 C56 -50.0(2) . . . . no C41 As2 C51 C52 18.6(2) . . . . no C41 As2 C51 C56 -162.15(18) . . . . no O61 S61 C61 F62 -178.7(3) . . . . no O62 S61 C61 F62 62.1(3) . . . . no O61 S61 C61 F63 -59.0(3) . . . . no O62 S61 C61 F61 -57.8(3) . . . . no O63 S61 C61 F63 61.5(3) . . . . no O62 S61 C61 F63 -178.3(2) . . . . no O61 S61 C61 F61 61.5(3) . . . . no O63 S61 C61 F61 -178.0(3) . . . . no O63 S61 C61 F62 -58.1(3) . . . . no C58 O51 C57 C56 173.2(2) . . . . no As1 C21 C26 C25 -178.5(2) . . . . no C22 C21 C26 C25 3.6(4) . . . . no As1 C21 C22 C23 179.1(2) . . . . no C26 C21 C22 C23 -3.1(4) . . . . no C21 C22 C23 C24 0.2(5) . . . . no C22 C23 C24 C25 2.2(5) . . . . no C23 C24 C25 C26 -1.7(5) . . . . no C24 C25 C26 C21 -1.2(4) . . . . no As2 C31 C32 C33 -178.9(2) . . . . no C32 C31 C36 C35 0.1(4) . . . . no As2 C31 C36 C35 179.0(2) . . . . no C36 C31 C32 C33 0.0(4) . . . . no C31 C32 C33 C34 0.3(4) . . . . no C32 C33 C34 C35 -0.6(5) . . . . no C33 C34 C35 C36 0.7(5) . . . . no C34 C35 C36 C31 -0.4(4) . . . . no As2 C41 C46 C45 -179.98(19) . . . . no As2 C41 C42 C43 179.7(2) . . . . no C46 C41 C42 C43 -1.1(4) . . . . no C42 C41 C46 C45 0.8(3) . . . . no C41 C42 C43 C44 0.9(4) . . . . no C42 C43 C44 C45 -0.3(5) . . . . no C43 C44 C45 C46 0.0(5) . . . . no C44 C45 C46 C41 -0.3(4) . . . . no As2 C51 C52 C53 -179.35(18) . . . . no C52 C51 C56 C57 -179.6(2) . . . . no C52 C51 C56 C55 -1.7(3) . . . . no As2 C51 C56 C55 179.09(17) . . . . no As2 C51 C56 C57 1.2(3) . . . . no C56 C51 C52 C53 1.4(3) . . . . no C51 C52 C53 C54 -0.3(4) . . . . no C52 C53 C54 C55 -0.5(4) . . . . no C53 C54 C55 C56 0.2(4) . . . . no C54 C55 C56 C57 178.9(2) . . . . no C54 C55 C56 C51 0.9(4) . . . . no C55 C56 C57 O51 143.9(2) . . . . no C51 C56 C57 O51 -38.2(3) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag As1 O51 3.065(2) . . no As1 O61 2.734(2) . . no As2 O51 2.855(2) . . no #===END data_michelle06_cif _database_code_depnum_ccdc_archive 'CCDC 675873' _audit_creation_date 07-03-18 _audit_creation_method CRYSTALS_ver_12.18 _audit_update_record ; 2007-03-18 - Report on C18 H23 As1 F3 O4 P1 S1 by Nathan L. Kilah for Michelle L. Weir and S. Bruce Wild 2007-03-18 - Passed CheckCif with minor warnings. ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; ORTEP3 (Farrugia 1997) ; #============================================================= # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint _cell_length_a 8.8425(2) _cell_length_b 10.9751(2) _cell_length_c 12.9116(3) _cell_angle_alpha 110.7028(11) _cell_angle_beta 93.8352(10) _cell_angle_gamma 110.9885(11) _cell_volume 1067.16(4) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' As 0.0499 2.0058 16.6723 2.6345 6.0701 0.2647 3.4313 12.9479 4.2779 47.7972 2.5310 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645 1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 _chemical_formula_sum 'C18 H23 As1 F3 O4 P1 S1' _chemical_formula_moiety 'C17 H23 As1 O1 P1, C1 F3 O3 S1' _chemical_compound_source ? _chemical_formula_weight 498.33 _cell_measurement_reflns_used 19485 _cell_measurement_theta_min 3 _cell_measurement_theta_max 28 _cell_measurement_temperature 200 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_min 0.08 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_max 0.40 _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_meas ' not measured ' # Non-dispersive F(000): _exptl_crystal_F_000 508 _exptl_absorpt_coefficient_mu 1.812 # Sheldrick geometric approximatio 0.75 0.87 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method ' \f and \w scans with CCD ' _diffrn_special_details ; CCD data collecting conditions- phi and omega scans of width 1.9 deg at rate 20 sec/frame, crystal-detector distance 25mm, multiple scan sets so over 99 percent of data collected with 4-fold redundancy or more. ; _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist -1 -1 9 0.085 1 2 -14 0.079 4 -1 -3 0.108 1 11 1 0.042 -1 -15 -1 0.039 -3 2 -4 0.091 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.665 _exptl_absorpt_correction_T_max 0.875 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_reflns_av_R_equivalents 0.038 _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 200 _diffrn_reflns_number 36502 _reflns_number_total 5107 # Number of reflections with Friedels Law is 5107 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5125 _diffrn_reflns_theta_min 2.574 _diffrn_reflns_theta_max 27.944 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.944 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min -14 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _refine_diff_density_min -0.46 _refine_diff_density_max 0.23 _refine_ls_number_reflns 3274 _refine_ls_number_restraints 0 _refine_ls_number_parameters 253 #_refine_ls_R_factor_ref 0.0263 _refine_ls_wR_factor_ref 0.0307 _refine_ls_goodness_of_fit_ref 1.1000 #_reflns_number_all 5092 _refine_ls_R_factor_all 0.0444 _refine_ls_wR_factor_all 0.0413 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.0\s(I) _reflns_number_gt 3274 _refine_ls_R_factor_gt 0.0265 _refine_ls_wR_factor_gt 0.0307 _refine_ls_shift/su_max 0.000333 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 0.523 0.216 0.311 ; #**************************************************************************** # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Farrugia, L.J. (1997). J. Appl. Cryst. 30, 565 Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Spek, A.L. (2001) PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens As1 As 0.66905(3) 0.44975(3) 0.37583(2) 0.0328 1.0000 Uani . . . . . . S61 S 0.58530(8) 0.85134(6) 0.20269(5) 0.0373 1.0000 Uani . . . . . . P2 P 0.65036(7) 0.35905(6) 0.17900(5) 0.0272 1.0000 Uani . . . . . . F61 F 0.7003(3) 0.9702(3) 0.42156(17) 0.0919 1.0000 Uani . . . . . . F62 F 0.5533(4) 0.7475(2) 0.35644(19) 0.0937 1.0000 Uani . . . . . . F63 F 0.4390(3) 0.8936(3) 0.37270(19) 0.0904 1.0000 Uani . . . . . . O51 O 0.9613(2) 0.61446(18) 0.31047(15) 0.0435 1.0000 Uani . . . . . . O61 O 0.5998(3) 0.9863(2) 0.2055(2) 0.0677 1.0000 Uani . . . . . . O62 O 0.7326(3) 0.8268(3) 0.1903(2) 0.0674 1.0000 Uani . . . . . . O63 O 0.4362(3) 0.7314(2) 0.13484(18) 0.0685 1.0000 Uani . . . . . . C11 C 0.7724(3) 0.3347(3) 0.4111(2) 0.0473 1.0000 Uani . . . . . . C21 C 0.4346(3) 0.3324(2) 0.35728(19) 0.0321 1.0000 Uani . . . . . . C22 C 0.3730(3) 0.1970(3) 0.3566(2) 0.0464 1.0000 Uani . . . . . . C23 C 0.2024(4) 0.1187(4) 0.3326(3) 0.0610 1.0000 Uani . . . . . . C24 C 0.0936(4) 0.1754(4) 0.3097(3) 0.0623 1.0000 Uani . . . . . . C25 C 0.1548(3) 0.3105(4) 0.3124(2) 0.0529 1.0000 Uani . . . . . . C26 C 0.3243(3) 0.3895(3) 0.3366(2) 0.0396 1.0000 Uani . . . . . . C31 C 0.4760(3) 0.1887(2) 0.1089(2) 0.0347 1.0000 Uani . . . . . . C41 C 0.5984(3) 0.4765(3) 0.1303(2) 0.0374 1.0000 Uani . . . . . . C51 C 0.8293(3) 0.3366(2) 0.12806(19) 0.0297 1.0000 Uani . . . . . . C52 C 0.8106(3) 0.1960(3) 0.0677(2) 0.0409 1.0000 Uani . . . . . . C53 C 0.9338(4) 0.1694(3) 0.0144(2) 0.0506 1.0000 Uani . . . . . . C54 C 1.0762(4) 0.2802(4) 0.0217(2) 0.0517 1.0000 Uani . . . . . . C55 C 1.0982(3) 0.4193(3) 0.0847(2) 0.0458 1.0000 Uani . . . . . . C56 C 0.9778(3) 0.4504(3) 0.1390(2) 0.0344 1.0000 Uani . . . . . . C57 C 1.0131(3) 0.6038(3) 0.2080(2) 0.0415 1.0000 Uani . . . . . . C58 C 0.9909(4) 0.7582(3) 0.3808(3) 0.0553 1.0000 Uani . . . . . . C61 C 0.5690(4) 0.8662(3) 0.3449(2) 0.0478 1.0000 Uani . . . . . . H111 H 0.8957 0.3834 0.4229 0.0588 1.0000 Uiso R . . . . . H112 H 0.7440 0.3233 0.4817 0.0588 1.0000 Uiso R . . . . . H113 H 0.7305 0.2387 0.3466 0.0588 1.0000 Uiso R . . . . . H221 H 0.4509 0.1557 0.3734 0.0592 1.0000 Uiso R . . . . . H231 H 0.1578 0.0207 0.3318 0.0716 1.0000 Uiso R . . . . . H241 H -0.0291 0.1180 0.2912 0.0704 1.0000 Uiso R . . . . . H251 H 0.0765 0.3520 0.2969 0.0700 1.0000 Uiso R . . . . . H261 H 0.3679 0.4884 0.3392 0.0514 1.0000 Uiso R . . . . . H311 H 0.4960 0.1169 0.1320 0.0387 1.0000 Uiso R . . . . . H312 H 0.4623 0.1570 0.0247 0.0387 1.0000 Uiso R . . . . . H313 H 0.3730 0.1978 0.1309 0.0387 1.0000 Uiso R . . . . . H411 H 0.4999 0.4884 0.1586 0.0464 1.0000 Uiso R . . . . . H412 H 0.6949 0.5716 0.1597 0.0464 1.0000 Uiso R . . . . . H413 H 0.5716 0.4349 0.0454 0.0464 1.0000 Uiso R . . . . . H521 H 0.7080 0.1145 0.0630 0.0483 1.0000 Uiso R . . . . . H531 H 0.9184 0.0688 -0.0296 0.0630 1.0000 Uiso R . . . . . H541 H 1.1635 0.2607 -0.0181 0.0687 1.0000 Uiso R . . . . . H551 H 1.2036 0.4995 0.0912 0.0589 1.0000 Uiso R . . . . . H571 H 1.1349 0.6636 0.2246 0.0475 1.0000 Uiso R . . . . . H572 H 0.9509 0.6376 0.1650 0.0475 1.0000 Uiso R . . . . . H581 H 0.9527 0.7617 0.4525 0.0592 1.0000 Uiso R . . . . . H582 H 1.1124 0.8199 0.3994 0.0592 1.0000 Uiso R . . . . . H583 H 0.9282 0.7935 0.3396 0.0592 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.03082(12) 0.03387(13) 0.02804(12) 0.00788(9) 0.00839(9) 0.01129(9) S61 0.0488(3) 0.0312(3) 0.0311(3) 0.0113(2) 0.0132(2) 0.0160(3) P2 0.0265(3) 0.0264(3) 0.0262(3) 0.0087(2) 0.0064(2) 0.0099(2) F61 0.0924(16) 0.0855(15) 0.0416(10) 0.0034(10) -0.0117(10) 0.0022(12) F62 0.164(2) 0.0691(13) 0.0629(13) 0.0450(11) 0.0395(14) 0.0429(15) F63 0.0887(15) 0.1096(18) 0.0713(14) 0.0227(13) 0.0517(12) 0.0467(14) O51 0.0506(10) 0.0311(9) 0.0384(9) 0.0112(7) 0.0134(8) 0.0076(8) O61 0.1095(19) 0.0491(12) 0.0670(15) 0.0343(11) 0.0267(13) 0.0450(13) O62 0.0709(14) 0.0667(14) 0.0855(17) 0.0351(13) 0.0481(13) 0.0413(12) O63 0.0662(14) 0.0595(13) 0.0388(11) 0.0040(10) -0.0042(10) -0.0001(11) C11 0.0395(13) 0.0654(17) 0.0420(14) 0.0202(13) 0.0087(11) 0.0286(13) C21 0.0333(11) 0.0386(12) 0.0268(10) 0.0132(9) 0.0124(9) 0.0163(10) C22 0.0442(14) 0.0472(15) 0.0564(17) 0.0306(13) 0.0198(12) 0.0172(12) C23 0.0536(17) 0.0543(18) 0.071(2) 0.0350(16) 0.0243(15) 0.0063(14) C24 0.0331(13) 0.087(2) 0.0555(18) 0.0339(17) 0.0121(12) 0.0074(15) C25 0.0398(14) 0.090(2) 0.0448(15) 0.0370(16) 0.0183(12) 0.0333(15) C26 0.0388(12) 0.0524(15) 0.0373(13) 0.0221(11) 0.0173(10) 0.0237(11) C31 0.0321(11) 0.0339(12) 0.0306(11) 0.0100(9) 0.0047(9) 0.0087(9) C41 0.0434(13) 0.0355(12) 0.0370(12) 0.0144(10) 0.0094(10) 0.0206(11) C51 0.0294(10) 0.0334(11) 0.0264(10) 0.0113(8) 0.0074(8) 0.0135(9) C52 0.0419(13) 0.0398(13) 0.0391(13) 0.0092(10) 0.0098(10) 0.0213(11) C53 0.0560(17) 0.0580(17) 0.0434(15) 0.0118(13) 0.0156(13) 0.0374(14) C54 0.0500(16) 0.081(2) 0.0410(15) 0.0254(14) 0.0219(12) 0.0418(16) C55 0.0367(13) 0.0684(18) 0.0422(14) 0.0319(13) 0.0166(11) 0.0215(13) C56 0.0319(11) 0.0429(13) 0.0321(11) 0.0198(10) 0.0101(9) 0.0140(10) C57 0.0363(12) 0.0404(13) 0.0421(13) 0.0197(11) 0.0106(10) 0.0060(10) C58 0.0638(19) 0.0339(14) 0.0503(16) 0.0064(12) 0.0111(14) 0.0112(13) C61 0.0566(16) 0.0411(14) 0.0350(13) 0.0095(11) 0.0120(12) 0.0139(12) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag As1 . P2 . 2.3482(6) yes As1 . C11 . 1.953(3) yes As1 . C21 . 1.954(2) yes S61 . O61 . 1.427(2) yes S61 . O62 . 1.429(2) yes S61 . O63 . 1.423(2) yes S61 . C61 . 1.805(3) yes P2 . C31 . 1.801(2) yes P2 . C41 . 1.797(2) yes P2 . C51 . 1.817(2) yes F61 . C61 . 1.315(3) yes F62 . C61 . 1.323(3) yes F63 . C61 . 1.330(4) yes O51 . C57 . 1.408(3) yes O51 . C58 . 1.428(3) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C21 . C22 . 1.383(3) yes C21 . C26 . 1.392(3) yes C22 . C23 . 1.389(4) yes C22 . H221 . 1.000 no C23 . C24 . 1.387(5) yes C23 . H231 . 1.000 no C24 . C25 . 1.370(5) yes C24 . H241 . 1.000 no C25 . C26 . 1.382(4) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C31 . H313 . 1.000 no C41 . H411 . 1.000 no C41 . H412 . 1.000 no C41 . H413 . 1.000 no C51 . C52 . 1.401(3) yes C51 . C56 . 1.407(3) yes C52 . C53 . 1.390(4) yes C52 . H521 . 1.000 no C53 . C54 . 1.371(4) yes C53 . H531 . 1.000 no C54 . C55 . 1.384(4) yes C54 . H541 . 1.000 no C55 . C56 . 1.391(3) yes C55 . H551 . 1.000 no C56 . C57 . 1.500(4) yes C57 . H571 . 1.000 no C57 . H572 . 1.000 no C58 . H581 . 1.000 no C58 . H582 . 1.000 no C58 . H583 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag P2 . As1 . C11 . 97.68(8) yes P2 . As1 . C21 . 92.23(7) yes C11 . As1 . C21 . 100.81(11) yes O61 . S61 . O62 . 114.02(15) yes O61 . S61 . O63 . 116.42(16) yes O62 . S61 . O63 . 114.15(15) yes O61 . S61 . C61 . 103.94(14) yes O62 . S61 . C61 . 103.26(15) yes O63 . S61 . C61 . 102.73(13) yes As1 . P2 . C31 . 110.59(8) yes As1 . P2 . C41 . 105.91(8) yes C31 . P2 . C41 . 104.73(11) yes As1 . P2 . C51 . 118.17(7) yes C31 . P2 . C51 . 106.79(11) yes C41 . P2 . C51 . 109.88(11) yes C57 . O51 . C58 . 111.7(2) yes As1 . C11 . H111 . 109.5 no As1 . C11 . H112 . 109.5 no H111 . C11 . H112 . 109.5 no As1 . C11 . H113 . 109.5 no H111 . C11 . H113 . 109.5 no H112 . C11 . H113 . 109.5 no As1 . C21 . C22 . 125.02(18) yes As1 . C21 . C26 . 115.54(18) yes C22 . C21 . C26 . 119.3(2) yes C21 . C22 . C23 . 119.8(3) yes C21 . C22 . H221 . 120.1 no C23 . C22 . H221 . 120.1 no C22 . C23 . C24 . 120.4(3) yes C22 . C23 . H231 . 119.8 no C24 . C23 . H231 . 119.8 no C23 . C24 . C25 . 119.7(3) yes C23 . C24 . H241 . 120.1 no C25 . C24 . H241 . 120.1 no C24 . C25 . C26 . 120.3(3) yes C24 . C25 . H251 . 119.9 no C26 . C25 . H251 . 119.9 no C21 . C26 . C25 . 120.4(3) yes C21 . C26 . H261 . 119.8 no C25 . C26 . H261 . 119.8 no P2 . C31 . H311 . 109.5 no P2 . C31 . H312 . 109.5 no H311 . C31 . H312 . 109.5 no P2 . C31 . H313 . 109.5 no H311 . C31 . H313 . 109.5 no H312 . C31 . H313 . 109.5 no P2 . C41 . H411 . 109.5 no P2 . C41 . H412 . 109.5 no H411 . C41 . H412 . 109.5 no P2 . C41 . H413 . 109.5 no H411 . C41 . H413 . 109.5 no H412 . C41 . H413 . 109.5 no P2 . C51 . C52 . 116.56(17) yes P2 . C51 . C56 . 124.01(17) yes C52 . C51 . C56 . 119.3(2) yes C51 . C52 . C53 . 120.3(2) yes C51 . C52 . H521 . 119.8 no C53 . C52 . H521 . 119.8 no C52 . C53 . C54 . 120.5(3) yes C52 . C53 . H531 . 119.8 no C54 . C53 . H531 . 119.8 no C53 . C54 . C55 . 119.5(2) yes C53 . C54 . H541 . 120.2 no C55 . C54 . H541 . 120.2 no C54 . C55 . C56 . 121.8(3) yes C54 . C55 . H551 . 119.1 no C56 . C55 . H551 . 119.1 no C51 . C56 . C55 . 118.5(2) yes C51 . C56 . C57 . 123.0(2) yes C55 . C56 . C57 . 118.5(2) yes C56 . C57 . O51 . 108.52(19) yes C56 . C57 . H571 . 109.7 no O51 . C57 . H571 . 109.7 no C56 . C57 . H572 . 109.7 no O51 . C57 . H572 . 109.7 no H571 . C57 . H572 . 109.5 no O51 . C58 . H581 . 109.5 no O51 . C58 . H582 . 109.5 no H581 . C58 . H582 . 109.5 no O51 . C58 . H583 . 109.5 no H581 . C58 . H583 . 109.5 no H582 . C58 . H583 . 109.5 no S61 . C61 . F63 . 111.7(2) yes S61 . C61 . F62 . 111.58(19) yes F63 . C61 . F62 . 107.7(3) yes S61 . C61 . F61 . 112.2(2) yes F63 . C61 . F61 . 106.4(2) yes F62 . C61 . F61 . 107.0(3) yes 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 C11 As1 P2 C31 79.07(13) . . . . no C11 As1 P2 C41 -168.00(14) . . . . no C11 As1 P2 C51 -44.36(13) . . . . no C21 As1 P2 C31 -22.15(12) . . . . no C21 As1 P2 C41 90.78(13) . . . . no C21 As1 P2 C51 -145.58(11) . . . . no P2 As1 C21 C22 91.1(2) . . . . no P2 As1 C21 C26 -84.93(17) . . . . no C11 As1 C21 C22 -7.2(2) . . . . no C11 As1 C21 C26 176.80(18) . . . . no O63 S61 C61 F62 57.8(3) . . . . no O63 S61 C61 F63 -62.8(3) . . . . no O61 S61 C61 F61 -60.4(3) . . . . no O62 S61 C61 F61 58.9(3) . . . . no O62 S61 C61 F62 -61.1(3) . . . . no O62 S61 C61 F63 178.2(3) . . . . no O63 S61 C61 F61 177.9(3) . . . . no O61 S61 C61 F62 179.6(3) . . . . no O61 S61 C61 F63 58.9(3) . . . . no As1 P2 C51 C52 112.69(18) . . . . no C41 P2 C51 C52 -125.7(2) . . . . no C31 P2 C51 C56 162.9(2) . . . . no C41 P2 C51 C56 49.8(2) . . . . no C31 P2 C51 C52 -12.6(2) . . . . no As1 P2 C51 C56 -71.8(2) . . . . no C58 O51 C57 C56 -179.9(2) . . . . no C22 C21 C26 C25 -1.8(4) . . . . no C26 C21 C22 C23 1.6(4) . . . . no As1 C21 C26 C25 174.39(18) . . . . no As1 C21 C22 C23 -174.3(2) . . . . no C21 C22 C23 C24 -0.2(5) . . . . no C22 C23 C24 C25 -1.0(5) . . . . no C23 C24 C25 C26 0.7(5) . . . . no C24 C25 C26 C21 0.7(4) . . . . no C56 C51 C52 C53 -3.3(4) . . . . no P2 C51 C52 C53 172.5(2) . . . . no C52 C51 C56 C55 3.0(4) . . . . no P2 C51 C56 C55 -172.4(2) . . . . no P2 C51 C56 C57 8.5(4) . . . . no C52 C51 C56 C57 -176.1(2) . . . . no C51 C52 C53 C54 1.1(4) . . . . no C52 C53 C54 C55 1.3(4) . . . . no C53 C54 C55 C56 -1.5(4) . . . . no C54 C55 C56 C51 -0.7(4) . . . . no C54 C55 C56 C57 178.5(3) . . . . no C51 C56 C57 O51 42.5(3) . . . . no C55 C56 C57 O51 -136.6(2) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag As1 O51 2.947(2) . . no P2 O51 2.965(2) . . no #===END data_michelle08_cif _database_code_depnum_ccdc_archive 'CCDC 675874' _audit_creation_date 07-03-25 _audit_creation_method CRYSTALS_ver_12.18 _audit_update_record ; 2006-06-19 - Report on C18 H23 As2 F3 O4 S1 by Nathan L. Kilah for Michelle L. Weir and S. Bruce Wild 2006-06-19 - Passed CheckCif with minor warnings. ; #========================================================================== _chemical_name_systematic # IUPAC name, in full ; ? ; _chemical_melting_point ? # choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse' _refine_ls_matrix_type full # choose from 'heavy, direct, difmap, geom' _atom_sites_solution_primary direct # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom # choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed' _refine_ls_hydrogen_treatment noref #**************************************************************************** # General computing #============================================================= _computing_structure_refinement ; CRYSTALS (Watkin et al 2003) ; _computing_publication_material ; CRYSTALS (Watkin et al 2003) ; _computing_molecular_graphics ; ORTEP3 (Farrugia 1997) ; #============================================================= _cell_length_a 8.8619(2) _cell_length_b 11.0590(2) _cell_length_c 13.0115(3) _cell_angle_alpha 110.8090(13) _cell_angle_beta 93.8889(14) _cell_angle_gamma 111.3757(12) _cell_volume 1081.11(4) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' As 0.0499 2.0058 16.6723 2.6345 6.0701 0.2647 3.4313 12.9479 4.2779 47.7972 2.5310 'International Tables Vol C 4.2.6.8 and 6.1.1.4' F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4' S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720 0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C18 H23 As2 F3 O4 S1 # Dc = 1.67 Fooo = 544.00 Mu = 32.33 M = 542.28 # Found Formula = C18 H23 As2 F3 O4 S1 # Dc = 1.67 FOOO = 544.00 Mu = 32.33 M = 542.28 _chemical_formula_sum 'C18 H23 As2 F3 O4 S1' _chemical_formula_moiety 'C17 H23 As2 O1, C1 F3 O3 S1' _chemical_compound_source ? _chemical_formula_weight 542.28 _cell_measurement_reflns_used 34116 _cell_measurement_theta_min 3 _cell_measurement_theta_max 28 _cell_measurement_temperature 200 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_min 0.25 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_max 0.33 _exptl_crystal_density_diffrn 1.666 _exptl_crystal_density_meas ' not measured ' # Non-dispersive F(000): _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 3.233 _diffrn_measurement_device_type ; Nonius Kappa CCD ; _diffrn_radiation_monochromator graphite _computing_data_collection ; COLLECT (Nonius BV, 1997) ; _computing_data_reduction ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_cell_refinement ; Denzo/Scalepack (Otwinowski & Minor, 1996) ; _computing_structure_solution ; SIR92 (Altomare et al, 1994) ; # Absorption correction loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 7 -6 -11 0.110 -2 1 3 0.103 -1 17 2 0.126 2 -11 -3 0.084 11 10 -17 0.190 -5 -7 8 0.137 5 -9 8 0.094 15 -14 -6 0.123 -1 -7 18 0.113 -7 6 -2 0.123 -3 -1 -4 0.084 1 -1 6 0.098 15 9 14 0.127 -1 5 -6 0.123 -9 8 -11 0.109 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.504 _exptl_absorpt_correction_T_max 0.619 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _diffrn_reflns_av_R_equivalents 0.032 # Sheldrick geometric approximatio 0.42 0.45 # For a Kappa CCD, set Tmin to 1.0 and # Tmax to the ratio of max:min frame scales in scale_all.log _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w _diffrn_standards_interval_time 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _diffrn_standards_decay_% 0.00 _diffrn_ambient_temperature 200 _diffrn_reflns_number 33824 _reflns_number_total 5172 # Number of reflections with Friedels Law is 5172 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5193 _diffrn_reflns_theta_min 2.558 _diffrn_reflns_theta_max 27.946 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.946 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _reflns_limit_h_min -11 _reflns_limit_h_max 11 _reflns_limit_k_min -14 _reflns_limit_k_max 13 _reflns_limit_l_min 0 _reflns_limit_l_max 17 _refine_diff_density_min -0.56 _refine_diff_density_max 0.41 _refine_ls_number_reflns 3785 _refine_ls_number_restraints 0 _refine_ls_number_parameters 253 #_refine_ls_R_factor_ref 0.0277 _refine_ls_wR_factor_ref 0.0305 _refine_ls_goodness_of_fit_ref 1.0792 #_reflns_number_all 5162 _refine_ls_R_factor_all 0.0375 _refine_ls_wR_factor_all 0.0356 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>3.0\s(I) _reflns_number_gt 3785 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_gt 0.0305 _refine_ls_shift/su_max 0.000700 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 1.42 0.737 1.39 0.209 0.406 ; #**************************************************************************** # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C., Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435 Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Coppens, P. (1970). The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis. Crystallographic Computing. F. R. Ahmed, S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270. Farrugia, L.J. (1997). J. Appl. Cryst. 30, 565 Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K. (2000). maXus Computer Program for the Solution and Refinement of Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The University of Glasgow. Nonius BV, COLLECT Software, 1997-2001) Otwinowski, Z. & Minor, W. (1996), Processing of X-ray Diffraction Data Collected in Oscillation Mode. Methods Enzymol. 276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. Spek, A.L. (2001) PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands. Watkin D.J. (1994), Acta Cryst, A50, 411-437 Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996) CAMERON, Chemical Crystallography Laboratory, OXFORD, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens As1 As 0.67500(3) 0.45543(3) 0.38488(2) 0.0325 1.0000 Uani . . . . . . As2 As 0.65524(3) 0.36123(2) 0.18173(2) 0.0275 1.0000 Uani . . . . . . S61 S 0.59471(9) 0.86136(7) 0.20517(6) 0.0392 1.0000 Uani . . . . . . F61 F 0.7016(4) 0.9683(3) 0.42282(19) 0.0961 1.0000 Uani . . . . . . F62 F 0.5444(4) 0.7482(3) 0.3507(2) 0.1022 1.0000 Uani . . . . . . F63 F 0.4432(4) 0.9005(3) 0.3704(2) 0.0990 1.0000 Uani . . . . . . O51 O 0.9667(3) 0.61555(19) 0.30652(16) 0.0439 1.0000 Uani . . . . . . O61 O 0.6180(4) 0.9991(2) 0.2124(2) 0.0660 1.0000 Uani . . . . . . O62 O 0.7401(3) 0.8345(3) 0.1947(3) 0.0716 1.0000 Uani . . . . . . O63 O 0.4448(3) 0.7448(3) 0.1331(2) 0.0732 1.0000 Uani . . . . . . C11 C 0.7756(4) 0.3387(4) 0.4187(3) 0.0481 1.0000 Uani . . . . . . C21 C 0.4391(3) 0.3385(3) 0.3623(2) 0.0319 1.0000 Uani . . . . . . C22 C 0.3750(4) 0.2046(3) 0.3640(3) 0.0467 1.0000 Uani . . . . . . C23 C 0.2031(4) 0.1271(4) 0.3386(3) 0.0610 1.0000 Uani . . . . . . C24 C 0.0963(4) 0.1811(4) 0.3117(3) 0.0598 1.0000 Uani . . . . . . C25 C 0.1597(4) 0.3148(4) 0.3115(3) 0.0502 1.0000 Uani . . . . . . C26 C 0.3298(3) 0.3936(3) 0.3376(2) 0.0379 1.0000 Uani . . . . . . C31 C 0.4701(3) 0.1777(3) 0.1064(2) 0.0359 1.0000 Uani . . . . . . C41 C 0.5953(4) 0.4807(3) 0.1266(2) 0.0395 1.0000 Uani . . . . . . C51 C 0.8435(3) 0.3387(3) 0.1250(2) 0.0307 1.0000 Uani . . . . . . C52 C 0.8242(4) 0.2000(3) 0.0636(2) 0.0406 1.0000 Uani . . . . . . C53 C 0.9484(4) 0.1757(4) 0.0113(3) 0.0496 1.0000 Uani . . . . . . C54 C 1.0909(4) 0.2881(4) 0.0206(3) 0.0486 1.0000 Uani . . . . . . C55 C 1.1132(4) 0.4265(4) 0.0846(2) 0.0438 1.0000 Uani . . . . . . C56 C 0.9908(3) 0.4542(3) 0.1379(2) 0.0334 1.0000 Uani . . . . . . C57 C 1.0233(3) 0.6065(3) 0.2066(2) 0.0401 1.0000 Uani . . . . . . C58 C 0.9946(5) 0.7583(3) 0.3757(3) 0.0566 1.0000 Uani . . . . . . C61 C 0.5706(4) 0.8701(3) 0.3437(3) 0.0514 1.0000 Uani . . . . . . H111 H 0.8994 0.3876 0.4324 0.0584 1.0000 Uiso R . . . . . H112 H 0.7448 0.3252 0.4876 0.0584 1.0000 Uiso R . . . . . H113 H 0.7339 0.2439 0.3534 0.0584 1.0000 Uiso R . . . . . H311 H 0.4907 0.1075 0.1304 0.0388 1.0000 Uiso R . . . . . H312 H 0.4575 0.1453 0.0229 0.0388 1.0000 Uiso R . . . . . H313 H 0.3661 0.1850 0.1269 0.0388 1.0000 Uiso R . . . . . H411 H 0.4978 0.4930 0.1556 0.0490 1.0000 Uiso R . . . . . H412 H 0.6916 0.5758 0.1533 0.0490 1.0000 Uiso R . . . . . H413 H 0.5653 0.4357 0.0422 0.0490 1.0000 Uiso R . . . . . H221 H 0.4515 0.1642 0.3834 0.0599 1.0000 Uiso R . . . . . H231 H 0.1568 0.0307 0.3398 0.0714 1.0000 Uiso R . . . . . H241 H -0.0268 0.1236 0.2923 0.0670 1.0000 Uiso R . . . . . H251 H 0.0826 0.3549 0.2925 0.0650 1.0000 Uiso R . . . . . H261 H 0.3749 0.4913 0.3388 0.0485 1.0000 Uiso R . . . . . H521 H 0.7209 0.1178 0.0571 0.0481 1.0000 Uiso R . . . . . H531 H 0.9338 0.0760 -0.0333 0.0608 1.0000 Uiso R . . . . . H541 H 1.1787 0.2704 -0.0187 0.0655 1.0000 Uiso R . . . . . H551 H 1.2188 0.5076 0.0927 0.0558 1.0000 Uiso R . . . . . H571 H 1.1453 0.6678 0.2259 0.0463 1.0000 Uiso R . . . . . H572 H 0.9625 0.6393 0.1624 0.0463 1.0000 Uiso R . . . . . H581 H 0.9533 0.7613 0.4458 0.0612 1.0000 Uiso R . . . . . H582 H 1.1165 0.8208 0.3966 0.0612 1.0000 Uiso R . . . . . H583 H 0.9338 0.7927 0.3333 0.0612 1.0000 Uiso R . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 As1 0.03019(13) 0.03196(14) 0.02922(13) 0.00803(10) 0.00805(10) 0.01048(10) As2 0.02606(12) 0.02589(12) 0.02793(13) 0.00951(9) 0.00687(9) 0.00939(9) S61 0.0513(4) 0.0312(3) 0.0328(3) 0.0119(3) 0.0126(3) 0.0154(3) F61 0.1023(19) 0.0896(17) 0.0408(11) 0.0080(11) -0.0113(12) 0.0041(15) F62 0.178(3) 0.0666(15) 0.0670(15) 0.0471(13) 0.0391(17) 0.0357(17) F63 0.0950(18) 0.111(2) 0.0869(18) 0.0248(15) 0.0600(15) 0.0462(16) O51 0.0519(11) 0.0305(9) 0.0399(10) 0.0117(8) 0.0154(9) 0.0089(8) O61 0.097(2) 0.0444(12) 0.0717(16) 0.0328(12) 0.0216(14) 0.0361(13) O62 0.0761(17) 0.0700(16) 0.094(2) 0.0396(15) 0.0534(16) 0.0454(15) O63 0.0739(17) 0.0606(15) 0.0420(13) 0.0074(11) -0.0044(12) -0.0011(13) C11 0.0426(15) 0.0611(19) 0.0423(16) 0.0171(14) 0.0052(12) 0.0279(14) C21 0.0326(12) 0.0383(13) 0.0295(12) 0.0156(10) 0.0122(10) 0.0172(10) C22 0.0436(15) 0.0463(16) 0.0597(19) 0.0324(15) 0.0188(14) 0.0173(13) C23 0.0518(19) 0.0500(18) 0.077(2) 0.0344(18) 0.0219(17) 0.0067(15) C24 0.0341(15) 0.079(2) 0.0543(19) 0.0308(18) 0.0117(14) 0.0071(16) C25 0.0376(15) 0.082(2) 0.0435(16) 0.0338(16) 0.0146(12) 0.0285(15) C26 0.0377(13) 0.0470(15) 0.0365(14) 0.0214(12) 0.0139(11) 0.0206(12) C31 0.0328(12) 0.0307(12) 0.0334(13) 0.0094(10) 0.0030(10) 0.0063(10) C41 0.0424(14) 0.0370(14) 0.0432(15) 0.0163(12) 0.0109(12) 0.0209(12) C51 0.0298(11) 0.0340(12) 0.0290(11) 0.0134(10) 0.0068(9) 0.0136(10) C52 0.0415(14) 0.0379(14) 0.0409(14) 0.0112(11) 0.0095(11) 0.0196(12) C53 0.0554(18) 0.0553(18) 0.0413(16) 0.0104(14) 0.0127(13) 0.0353(16) C54 0.0482(16) 0.076(2) 0.0396(15) 0.0264(15) 0.0207(13) 0.0402(16) C55 0.0358(14) 0.0615(18) 0.0422(15) 0.0281(14) 0.0151(12) 0.0209(13) C56 0.0296(12) 0.0410(13) 0.0322(12) 0.0193(11) 0.0086(10) 0.0131(10) C57 0.0367(14) 0.0367(14) 0.0422(15) 0.0186(12) 0.0098(11) 0.0079(11) C58 0.064(2) 0.0338(15) 0.0553(19) 0.0081(13) 0.0168(16) 0.0120(14) C61 0.062(2) 0.0409(16) 0.0368(15) 0.0090(13) 0.0129(14) 0.0121(14) _refine_ls_extinction_method None loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag As1 . As2 . 2.4394(3) yes As1 . C11 . 1.960(3) yes As1 . C21 . 1.951(2) yes As2 . C31 . 1.927(2) yes As2 . C41 . 1.917(3) yes As2 . C51 . 1.931(2) yes S61 . O61 . 1.428(2) yes S61 . O62 . 1.429(3) yes S61 . O63 . 1.425(2) yes S61 . C61 . 1.802(3) yes F61 . C61 . 1.308(4) yes F62 . C61 . 1.320(4) yes F63 . C61 . 1.325(4) yes O51 . C57 . 1.408(3) yes O51 . C58 . 1.427(3) yes C11 . H111 . 1.000 no C11 . H112 . 1.000 no C11 . H113 . 1.000 no C21 . C22 . 1.388(4) yes C21 . C26 . 1.392(4) yes C22 . C23 . 1.394(4) yes C22 . H221 . 1.000 no C23 . C24 . 1.375(5) yes C23 . H231 . 1.000 no C24 . C25 . 1.378(5) yes C24 . H241 . 1.000 no C25 . C26 . 1.382(4) yes C25 . H251 . 1.000 no C26 . H261 . 1.000 no C31 . H311 . 1.000 no C31 . H312 . 1.000 no C31 . H313 . 1.000 no C41 . H411 . 1.000 no C41 . H412 . 1.000 no C41 . H413 . 1.000 no C51 . C52 . 1.393(4) yes C51 . C56 . 1.402(3) yes C52 . C53 . 1.391(4) yes C52 . H521 . 1.000 no C53 . C54 . 1.372(5) yes C53 . H531 . 1.000 no C54 . C55 . 1.388(5) yes C54 . H541 . 1.000 no C55 . C56 . 1.394(4) yes C55 . H551 . 1.000 no C56 . C57 . 1.504(4) yes C57 . H571 . 1.000 no C57 . H572 . 1.000 no C58 . H581 . 1.000 no C58 . H582 . 1.000 no C58 . H583 . 1.000 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag As2 . As1 . C11 . 97.25(9) yes As2 . As1 . C21 . 91.06(7) yes C11 . As1 . C21 . 101.15(12) yes As1 . As2 . C31 . 110.75(8) yes As1 . As2 . C41 . 106.99(9) yes C31 . As2 . C41 . 103.84(12) yes As1 . As2 . C51 . 119.49(7) yes C31 . As2 . C51 . 105.80(11) yes C41 . As2 . C51 . 108.90(11) yes O61 . S61 . O62 . 113.54(16) yes O61 . S61 . O63 . 116.89(18) yes O62 . S61 . O63 . 114.08(18) yes O61 . S61 . C61 . 103.92(16) yes O62 . S61 . C61 . 103.10(17) yes O63 . S61 . C61 . 103.01(15) yes C57 . O51 . C58 . 111.3(2) yes As1 . C11 . H111 . 109.5 no As1 . C11 . H112 . 109.5 no H111 . C11 . H112 . 109.5 no As1 . C11 . H113 . 109.5 no H111 . C11 . H113 . 109.5 no H112 . C11 . H113 . 109.5 no As1 . C21 . C22 . 124.8(2) yes As1 . C21 . C26 . 115.98(19) yes C22 . C21 . C26 . 119.1(2) yes C21 . C22 . C23 . 119.4(3) yes C21 . C22 . H221 . 120.3 no C23 . C22 . H221 . 120.3 no C22 . C23 . C24 . 121.0(3) yes C22 . C23 . H231 . 119.5 no C24 . C23 . H231 . 119.5 no C23 . C24 . C25 . 119.6(3) yes C23 . C24 . H241 . 120.2 no C25 . C24 . H241 . 120.2 no C24 . C25 . C26 . 120.0(3) yes C24 . C25 . H251 . 120.0 no C26 . C25 . H251 . 120.0 no C21 . C26 . C25 . 120.8(3) yes C21 . C26 . H261 . 119.6 no C25 . C26 . H261 . 119.6 no As2 . C31 . H311 . 109.5 no As2 . C31 . H312 . 109.5 no H311 . C31 . H312 . 109.5 no As2 . C31 . H313 . 109.5 no H311 . C31 . H313 . 109.5 no H312 . C31 . H313 . 109.5 no As2 . C41 . H411 . 109.5 no As2 . C41 . H412 . 109.5 no H411 . C41 . H412 . 109.5 no As2 . C41 . H413 . 109.5 no H411 . C41 . H413 . 109.5 no H412 . C41 . H413 . 109.5 no As2 . C51 . C52 . 116.79(19) yes As2 . C51 . C56 . 122.99(19) yes C52 . C51 . C56 . 120.1(2) yes C51 . C52 . C53 . 120.1(3) yes C51 . C52 . H521 . 119.9 no C53 . C52 . H521 . 119.9 no C52 . C53 . C54 . 120.1(3) yes C52 . C53 . H531 . 119.9 no C54 . C53 . H531 . 119.9 no C53 . C54 . C55 . 120.0(3) yes C53 . C54 . H541 . 120.0 no C55 . C54 . H541 . 120.0 no C54 . C55 . C56 . 121.1(3) yes C54 . C55 . H551 . 119.4 no C56 . C55 . H551 . 119.4 no C51 . C56 . C55 . 118.4(3) yes C51 . C56 . C57 . 123.2(2) yes C55 . C56 . C57 . 118.4(2) yes C56 . C57 . O51 . 108.7(2) yes C56 . C57 . H571 . 109.7 no O51 . C57 . H571 . 109.7 no C56 . C57 . H572 . 109.7 no O51 . C57 . H572 . 109.7 no H571 . C57 . H572 . 109.5 no O51 . C58 . H581 . 109.5 no O51 . C58 . H582 . 109.5 no H581 . C58 . H582 . 109.5 no O51 . C58 . H583 . 109.5 no H581 . C58 . H583 . 109.5 no H582 . C58 . H583 . 109.5 no S61 . C61 . F63 . 111.7(3) yes S61 . C61 . F62 . 111.6(2) yes F63 . C61 . F62 . 107.2(3) yes S61 . C61 . F61 . 112.4(2) yes F63 . C61 . F61 . 106.4(3) yes F62 . C61 . F61 . 107.2(3) yes 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 C11 As1 As2 C31 77.50(16) . . . . no C11 As1 As2 C41 -169.99(17) . . . . no C11 As1 As2 C51 -45.78(17) . . . . no C21 As1 As2 C31 -23.88(13) . . . . no C21 As1 As2 C41 88.63(15) . . . . no C21 As1 As2 C51 -147.16(15) . . . . no As2 As1 C21 C22 93.6(2) . . . . no As2 As1 C21 C26 -83.25(18) . . . . no C11 As1 C21 C22 -4.0(3) . . . . no C11 As1 C21 C26 179.2(2) . . . . no As1 As2 C51 C52 113.36(19) . . . . no As1 As2 C51 C56 -70.2(2) . . . . no C31 As2 C51 C52 -12.3(2) . . . . no C31 As2 C51 C56 164.1(2) . . . . no C41 As2 C51 C52 -123.4(2) . . . . no C41 As2 C51 C56 53.0(2) . . . . no O62 S61 C61 F61 58.0(3) . . . . no O61 S61 C61 F62 178.8(3) . . . . no O63 S61 C61 F63 -63.6(3) . . . . no O63 S61 C61 F62 56.5(3) . . . . no O61 S61 C61 F61 -60.7(3) . . . . no O61 S61 C61 F63 58.8(3) . . . . no O62 S61 C61 F63 177.5(3) . . . . no O63 S61 C61 F61 177.0(3) . . . . no O62 S61 C61 F62 -62.5(3) . . . . no C58 O51 C57 C56 179.9(3) . . . . no C22 C21 C26 C25 -2.1(4) . . . . no C26 C21 C22 C23 1.4(4) . . . . no As1 C21 C26 C25 175.0(2) . . . . no As1 C21 C22 C23 -175.4(2) . . . . no C21 C22 C23 C24 0.1(5) . . . . no C22 C23 C24 C25 -1.0(5) . . . . no C23 C24 C25 C26 0.4(5) . . . . no C24 C25 C26 C21 1.2(5) . . . . no C56 C51 C52 C53 -2.4(4) . . . . no As2 C51 C52 C53 174.1(2) . . . . no C52 C51 C56 C55 2.3(4) . . . . no As2 C51 C56 C55 -174.0(2) . . . . no As2 C51 C56 C57 6.1(4) . . . . no C52 C51 C56 C57 -177.6(2) . . . . no C51 C52 C53 C54 0.5(5) . . . . no C52 C53 C54 C55 1.6(5) . . . . no C53 C54 C55 C56 -1.6(5) . . . . no C54 C55 C56 C51 -0.3(4) . . . . no C54 C55 C56 C57 179.6(3) . . . . no C51 C56 C57 O51 41.4(4) . . . . no C55 C56 C57 O51 -138.5(3) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag As1 O51 3.027(2) . . no As2 O51 2.942(2) . . no #===END