#------------------------------------------------------------------------------ #$Date: 2019-04-16 00:44:58 +0300 (Tue, 16 Apr 2019) $ #$Revision: 214635 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/08/1550881.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1550881 loop_ _publ_author_name 'Almeida, Renata G.' 'Carvalho, Renato' 'Nunes, Mateus P.' 'Gomes, Roberto' 'Pedrosa, Leandro' 'Simone, Carlos' 'Elumalai, Gopi' 'Geertsen, Valerie' 'Gravel, Edmond' 'Doris, Eric' 'da Silva J\'unior, Eufr\^anio N.' _publ_section_title ; Carbon nanotube-ruthenium hybrid towards mild oxidation of sulfides to sulfones: Efficient synthesis of diverse sulfonyl compounds ; _journal_name_full 'Catalysis Science & Technology' _journal_paper_doi 10.1039/C9CY00384C _journal_year 2019 _chemical_formula_moiety 'C20 H11 Br O4 S' _chemical_formula_sum 'C20 H11 Br O4 S' _chemical_formula_weight 427.26 _chemical_name_systematic 'Carbon nanotube-ruthenium hybrids towards mild oxidation of sulfides to sulfones: Efficient synthesis of sulfonyl compounds with potential biological aplications.' _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_Hall 'P 2yb' _space_group_name_H-M_alt 'P 1 21 1' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2019-02-11 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-02-12 deposited with the CCDC. 2019-04-15 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 102.570(7) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 5.7841(4) _cell_length_b 12.2780(7) _cell_length_c 11.6933(8) _cell_measurement_reflns_used 2080 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 31.2680 _cell_measurement_theta_min 3.5390 _cell_volume 810.52(9) _computing_cell_refinement 'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)' _computing_data_collection 'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)' _computing_data_reduction 'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.874 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -69.00 113.00 1.00 84.16 -- 27.63 54.00-180.00 182 2 \w 74.00 109.00 1.00 84.16 -- 27.63 54.00 60.00 35 ; _diffrn_measurement_device 'two-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Mini (ROW)' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 0.0441141000 _diffrn_orient_matrix_UB_12 0.0336015000 _diffrn_orient_matrix_UB_13 0.0493409000 _diffrn_orient_matrix_UB_21 0.0076835000 _diffrn_orient_matrix_UB_22 0.0444045000 _diffrn_orient_matrix_UB_23 -0.0377644000 _diffrn_orient_matrix_UB_31 -0.1173154000 _diffrn_orient_matrix_UB_32 0.0155584000 _diffrn_orient_matrix_UB_33 0.0015040000 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0118 _diffrn_reflns_av_unetI/netI 0.0298 _diffrn_reflns_Laue_measured_fraction_full 0.995 _diffrn_reflns_Laue_measured_fraction_max 0.874 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 4868 _diffrn_reflns_point_group_measured_fraction_full 0.748 _diffrn_reflns_point_group_measured_fraction_max 0.606 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 34.519 _diffrn_reflns_theta_min 3.319 _diffrn_source 'fine-focus sealed X-ray tube' _diffrn_source_type 'Rigaku (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 2.689 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.92348 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.35c (Rigaku Oxford Diffraction, 2017) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear light red' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary red _exptl_crystal_density_diffrn 1.751 _exptl_crystal_description block _exptl_crystal_F_000 428 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.521 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.060 _refine_ls_abs_structure_details ; Classical Flack method preferred over Parsons because s.u. lower. ; _refine_ls_abs_structure_Flack -0.020(9) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 235 _refine_ls_number_reflns 4171 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.037 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0347 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0450P)^2^+0.1062P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0807 _refine_ls_wR_factor_ref 0.0887 _reflns_Friedel_coverage 0.336 _reflns_Friedel_fraction_full 0.475 _reflns_Friedel_fraction_max 0.317 _reflns_number_gt 3388 _reflns_number_total 4171 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cy00384c2.cif _cod_data_source_block c32652p _cod_database_code 1550881 _shelx_shelxl_version_number 2014/7 _chemical_oxdiff_formula 'C20 H11 Br O4 S' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _reflns_odcompleteness_completeness 99.54 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.a Aromatic/amide H refined with riding coordinates: C00B(H00B), C00D(H00D), C00E(H00E), C00G(H00G), C00H(H00H), C00I(H00I), C00K(H00K), C00M(H00M), C00N(H00N), C00P(H00P), C00Q(H00Q) ; _shelx_res_file ; c32652p.res created by SHELXL-2014/7 TITL c32652p_a.res in P2(1) REM Old TITL C32652P in P2(1) REM SHELXT solution in P2(1) REM R1 0.092, Rweak 0.038, Alpha 0.001, Orientation as input REM Flack x = -0.005 ( 0.010 ) from Parsons' quotients REM Formula found by SHELXT: C20 O4 S Br CELL 0.71073 5.7841 12.278 11.6933 90 102.57 90 ZERR 2 0.0004 0.0007 0.0008 0 0.007 0 LATT -1 SYMM -X,0.5+Y,-Z SFAC C H O S Br UNIT 40 22 8 2 2 L.S. 4 0 0 PLAN 20 BOND $H list 4 fmap 2 53 ACTA REM REM REM WGHT 0.045000 0.106200 FVAR 1.07080 BR01 5 0.927267 0.083919 0.191712 11.00000 0.06091 0.03901 = 0.06398 -0.00329 0.01672 0.00481 S002 4 0.550378 0.482012 0.446577 11.00000 0.03855 0.04120 = 0.03395 0.00305 0.00646 0.00212 O003 3 0.253394 0.497021 0.206237 11.00000 0.04605 0.02775 = 0.06016 0.00073 -0.00276 -0.00470 O004 3 0.304404 0.476962 0.448064 11.00000 0.04474 0.04983 = 0.05716 0.00702 0.02154 0.00466 O005 3 0.715424 0.477557 0.556752 11.00000 0.06788 0.06808 = 0.03434 0.00042 -0.00099 0.00630 O006 3 0.354190 0.917057 0.143900 11.00000 0.08262 0.03514 = 0.10626 0.02080 0.02078 -0.00116 C007 1 0.250944 0.595433 0.210265 11.00000 0.03809 0.03133 = 0.03362 -0.00037 0.00646 -0.00297 C008 1 0.608588 0.606100 0.379118 11.00000 0.03494 0.03460 = 0.03690 -0.00576 0.00787 -0.00456 C009 1 0.449377 0.656209 0.286363 11.00000 0.03780 0.02757 = 0.03535 -0.00464 0.01119 -0.00327 C00A 1 0.060963 0.659201 0.135126 11.00000 0.04320 0.03605 = 0.03231 -0.00022 0.00766 0.00540 C00B 1 0.817719 0.389533 0.308501 11.00000 0.03768 0.03159 = 0.05263 -0.00004 0.01308 -0.00609 AFIX 43 H00B 2 0.887451 0.457710 0.307794 11.00000 -1.20000 AFIX 0 C00C 1 0.630298 0.375234 0.362789 11.00000 0.03126 0.03558 = 0.03614 0.00577 0.00444 0.00071 C00D 1 -0.149819 0.607537 0.082616 11.00000 0.04279 0.05253 = 0.04045 -0.00195 0.00376 0.00117 AFIX 43 H00D 2 -0.173008 0.534359 0.097326 11.00000 -1.20000 AFIX 0 C00E 1 0.900249 0.302386 0.255621 11.00000 0.03753 0.04068 = 0.05079 0.00069 0.01529 -0.00476 AFIX 43 H00E 2 1.025453 0.311498 0.218305 11.00000 -1.20000 AFIX 0 C00F 1 0.798155 0.202041 0.257838 11.00000 0.03809 0.03341 = 0.03919 0.00244 0.00112 0.00118 C00G 1 0.607479 0.186468 0.311071 11.00000 0.04692 0.03608 = 0.05814 0.00733 0.01428 -0.00798 AFIX 43 H00G 2 0.538172 0.118195 0.311782 11.00000 -1.20000 AFIX 0 C00H 1 0.695744 0.816036 0.314973 11.00000 0.06160 0.03151 = 0.06178 -0.01355 0.02301 -0.01523 AFIX 43 H00H 2 0.722450 0.887798 0.295905 11.00000 -1.20000 AFIX 0 C00I 1 0.814168 0.660186 0.432889 11.00000 0.03949 0.05035 = 0.04619 -0.01352 0.00451 -0.00844 AFIX 43 H00I 2 0.922727 0.626380 0.492725 11.00000 -1.20000 AFIX 0 C00J 1 0.489381 0.763750 0.257852 11.00000 0.04929 0.02824 = 0.04398 -0.00561 0.01698 -0.00327 C00K 1 0.857938 0.764242 0.397683 11.00000 0.04748 0.05129 = 0.05935 -0.02073 0.01027 -0.01818 AFIX 43 H00K 2 0.999690 0.798744 0.431092 11.00000 -1.20000 AFIX 0 C00L 1 0.094560 0.769145 0.113497 11.00000 0.05577 0.03729 = 0.03681 0.00334 0.01568 0.01120 C00M 1 -0.084067 0.825260 0.036253 11.00000 0.07495 0.04654 = 0.04464 0.00697 0.01609 0.02292 AFIX 43 H00M 2 -0.062371 0.898058 0.019276 11.00000 -1.20000 AFIX 0 C00N 1 0.524165 0.274687 0.362617 11.00000 0.04144 0.04206 = 0.05575 0.00647 0.01921 -0.00507 AFIX 43 H00N 2 0.395372 0.266392 0.397570 11.00000 -1.20000 AFIX 0 C00O 1 0.314367 0.824032 0.168029 11.00000 0.05936 0.02906 = 0.05638 0.00366 0.02226 0.00399 C00P 1 -0.289658 0.774063 -0.014315 11.00000 0.06824 0.06977 = 0.04487 0.00462 -0.00056 0.03062 AFIX 43 H00P 2 -0.408168 0.812478 -0.064819 11.00000 -1.20000 AFIX 0 C00Q 1 -0.323776 0.666241 0.008518 11.00000 0.04796 0.07685 = 0.04643 -0.00332 -0.00023 0.01234 AFIX 43 H00Q 2 -0.465542 0.632463 -0.026312 11.00000 -1.20000 AFIX 0 HKLF 4 REM c32652p_a.res in P2(1) REM R1 = 0.0347 for 3388 Fo > 4sig(Fo) and 0.0491 for all 4171 data REM 235 parameters refined using 1 restraints END WGHT 0.0450 0.1062 REM Highest difference peak 0.521, deepest hole -0.372, 1-sigma level 0.060 Q1 1 0.9323 0.0921 0.2588 11.00000 0.05 0.52 Q2 1 0.8295 0.0971 0.1345 11.00000 0.05 0.44 Q3 1 0.6073 0.4651 0.5035 11.00000 0.05 0.27 Q4 1 -0.0476 0.6293 0.1020 11.00000 0.05 0.27 Q5 1 0.7078 0.1805 0.2989 11.00000 0.05 0.26 Q6 1 0.9361 0.1043 0.0971 11.00000 0.05 0.26 Q7 1 0.0313 0.6614 0.1597 11.00000 0.05 0.26 Q8 1 0.6693 0.1984 0.2792 11.00000 0.05 0.24 Q9 1 0.5499 0.6338 0.3519 11.00000 0.05 0.24 Q10 1 -0.2236 0.6306 0.0439 11.00000 0.05 0.23 Q11 1 0.7120 0.4033 0.3223 11.00000 0.05 0.22 Q12 1 0.7696 0.7834 0.3532 11.00000 0.05 0.22 Q13 1 0.6468 0.5999 0.3610 11.00000 0.05 0.22 Q14 1 0.3787 0.6350 0.2375 11.00000 0.05 0.22 Q15 1 -0.2456 0.8206 0.0215 11.00000 0.05 0.22 Q16 1 0.6615 0.6415 0.4164 11.00000 0.05 0.21 Q17 1 0.7045 0.6171 0.3806 11.00000 0.05 0.21 Q18 1 -0.1579 0.7830 0.0004 11.00000 0.05 0.20 Q19 1 0.3857 0.4818 0.4365 11.00000 0.05 0.20 Q20 1 0.0017 0.7983 0.0695 11.00000 0.05 0.19 ; _shelx_res_checksum 45947 _olex2_submission_original_sample_id C32652p _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.072 _oxdiff_exptl_absorpt_empirical_full_min 0.873 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn Br01 Br 0.92727(6) 0.08392(4) 0.19171(3) 0.05416(12) Uani 1 1 d . S002 S 0.55038(13) 0.48201(7) 0.44658(6) 0.03812(16) Uani 1 1 d . O003 O 0.2534(4) 0.4970(2) 0.2062(2) 0.0468(5) Uani 1 1 d . O004 O 0.3044(4) 0.4770(3) 0.4481(2) 0.0490(6) Uani 1 1 d . O005 O 0.7154(5) 0.4776(3) 0.5568(2) 0.0586(7) Uani 1 1 d . O006 O 0.3542(7) 0.9171(3) 0.1439(4) 0.0746(9) Uani 1 1 d . C007 C 0.2509(5) 0.5954(3) 0.2103(2) 0.0346(5) Uani 1 1 d . C008 C 0.6086(5) 0.6061(2) 0.3791(2) 0.0355(6) Uani 1 1 d . C009 C 0.4494(5) 0.6562(2) 0.2864(2) 0.0331(5) Uani 1 1 d . C00A C 0.0610(6) 0.6592(3) 0.1351(2) 0.0373(6) Uani 1 1 d . C00B C 0.8177(6) 0.3895(3) 0.3085(3) 0.0401(6) Uani 1 1 d . H00B H 0.8875 0.4577 0.3078 0.048 Uiso 1 1 calc R C00C C 0.6303(5) 0.3752(3) 0.3628(3) 0.0348(6) Uani 1 1 d . C00D C -0.1498(6) 0.6075(3) 0.0826(3) 0.0461(8) Uani 1 1 d . H00D H -0.1730 0.5344 0.0973 0.055 Uiso 1 1 calc R C00E C 0.9002(6) 0.3024(3) 0.2556(3) 0.0421(7) Uani 1 1 d . H00E H 1.0255 0.3115 0.2183 0.051 Uiso 1 1 calc R C00F C 0.7982(5) 0.2020(3) 0.2578(3) 0.0380(6) Uani 1 1 d . C00G C 0.6075(6) 0.1865(3) 0.3111(3) 0.0466(7) Uani 1 1 d . H00G H 0.5382 0.1182 0.3118 0.056 Uiso 1 1 calc R C00H C 0.6957(7) 0.8160(3) 0.3150(3) 0.0502(8) Uani 1 1 d . H00H H 0.7224 0.8878 0.2959 0.060 Uiso 1 1 calc R C00I C 0.8142(6) 0.6602(3) 0.4329(3) 0.0461(8) Uani 1 1 d . H00I H 0.9227 0.6264 0.4927 0.055 Uiso 1 1 calc R C00J C 0.4894(6) 0.7637(3) 0.2579(3) 0.0395(6) Uani 1 1 d . C00K C 0.8579(7) 0.7642(4) 0.3977(4) 0.0529(9) Uani 1 1 d . H00K H 0.9997 0.7987 0.4311 0.063 Uiso 1 1 calc R C00L C 0.0946(6) 0.7691(3) 0.1135(3) 0.0424(7) Uani 1 1 d . C00M C -0.0841(8) 0.8253(4) 0.0363(3) 0.0549(10) Uani 1 1 d . H00M H -0.0624 0.8981 0.0193 0.066 Uiso 1 1 calc R C00N C 0.5242(6) 0.2747(3) 0.3626(3) 0.0451(7) Uani 1 1 d . H00N H 0.3954 0.2664 0.3976 0.054 Uiso 1 1 calc R C00O C 0.3144(7) 0.8240(3) 0.1680(3) 0.0468(7) Uani 1 1 d . C00P C -0.2897(8) 0.7741(4) -0.0143(3) 0.0629(12) Uani 1 1 d . H00P H -0.4082 0.8125 -0.0648 0.076 Uiso 1 1 calc R C00Q C -0.3238(7) 0.6662(4) 0.0085(3) 0.0587(11) Uani 1 1 d . H00Q H -0.4655 0.6325 -0.0263 0.070 Uiso 1 1 calc R loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br01 0.0609(2) 0.03901(17) 0.0640(2) -0.00329(18) 0.01672(15) 0.00481(18) S002 0.0386(3) 0.0412(4) 0.0340(3) 0.0030(3) 0.0065(2) 0.0021(3) O003 0.0460(11) 0.0278(11) 0.0602(13) 0.0007(10) -0.0028(10) -0.0047(9) O004 0.0447(11) 0.0498(15) 0.0572(13) 0.0070(12) 0.0215(10) 0.0047(11) O005 0.0679(16) 0.0681(19) 0.0343(11) 0.0004(12) -0.0010(10) 0.0063(15) O006 0.083(2) 0.0351(15) 0.106(2) 0.0208(16) 0.0208(19) -0.0012(15) C007 0.0381(12) 0.0313(15) 0.0336(11) -0.0004(12) 0.0065(9) -0.0030(13) C008 0.0349(12) 0.0346(17) 0.0369(13) -0.0058(11) 0.0079(10) -0.0046(11) C009 0.0378(13) 0.0276(12) 0.0353(13) -0.0046(10) 0.0112(10) -0.0033(11) C00A 0.0432(14) 0.0360(15) 0.0323(13) -0.0002(11) 0.0077(11) 0.0054(12) C00B 0.0377(14) 0.0316(15) 0.0526(16) 0.0000(13) 0.0131(12) -0.0061(12) C00C 0.0313(12) 0.0356(15) 0.0361(13) 0.0058(12) 0.0044(10) 0.0007(11) C00D 0.0428(15) 0.053(3) 0.0404(14) -0.0020(14) 0.0038(12) 0.0012(14) C00E 0.0375(15) 0.0407(17) 0.0508(17) 0.0007(14) 0.0153(13) -0.0048(13) C00F 0.0381(14) 0.0334(14) 0.0392(14) 0.0024(12) 0.0011(11) 0.0012(12) C00G 0.0469(16) 0.0361(16) 0.0581(19) 0.0073(15) 0.0143(15) -0.0080(14) C00H 0.062(2) 0.0315(16) 0.062(2) -0.0135(15) 0.0230(17) -0.0152(16) C00I 0.0395(15) 0.050(2) 0.0462(16) -0.0135(15) 0.0045(13) -0.0084(14) C00J 0.0493(16) 0.0282(14) 0.0440(16) -0.0056(12) 0.0170(13) -0.0033(13) C00K 0.0475(18) 0.051(2) 0.059(2) -0.0207(18) 0.0103(16) -0.0182(17) C00L 0.0558(18) 0.0373(17) 0.0368(14) 0.0033(12) 0.0157(13) 0.0112(14) C00M 0.075(3) 0.047(2) 0.0446(18) 0.0070(15) 0.0161(17) 0.023(2) C00N 0.0414(16) 0.0421(18) 0.0557(18) 0.0065(15) 0.0192(14) -0.0051(14) C00O 0.059(2) 0.0291(15) 0.0564(19) 0.0037(13) 0.0223(16) 0.0040(15) C00P 0.068(2) 0.070(3) 0.0449(18) 0.0046(18) -0.0006(17) 0.031(2) C00Q 0.0480(18) 0.077(3) 0.0464(18) -0.0033(18) -0.0002(15) 0.012(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O004 S002 C008 109.11(16) O004 S002 C00C 110.98(16) O005 S002 O004 117.36(17) O005 S002 C008 106.18(17) O005 S002 C00C 105.61(17) C00C S002 C008 107.05(14) O003 C007 C009 120.6(3) O003 C007 C00A 121.4(3) C00A C007 C009 117.9(3) C009 C008 S002 124.2(2) C00I C008 S002 115.8(2) C00I C008 C009 119.6(3) C008 C009 C007 122.2(3) C00J C009 C007 118.6(3) C00J C009 C008 119.0(3) C00D C00A C007 119.2(3) C00D C00A C00L 120.3(3) C00L C00A C007 120.5(3) C00C C00B H00B 120.2 C00E C00B H00B 120.2 C00E C00B C00C 119.5(3) C00B C00C S002 119.3(3) C00N C00C S002 119.8(2) C00N C00C C00B 120.5(3) C00A C00D H00D 120.4 C00Q C00D C00A 119.2(4) C00Q C00D H00D 120.4 C00B C00E H00E 120.0 C00F C00E C00B 120.0(3) C00F C00E H00E 120.0 C00E C00F Br01 118.5(2) C00E C00F C00G 121.3(3) C00G C00F Br01 120.3(3) C00F C00G H00G 120.8 C00N C00G C00F 118.3(3) C00N C00G H00G 120.8 C00J C00H H00H 119.5 C00K C00H H00H 119.5 C00K C00H C00J 121.1(4) C008 C00I H00I 119.9 C00K C00I C008 120.1(3) C00K C00I H00I 119.9 C009 C00J C00O 121.2(3) C00H C00J C009 119.5(3) C00H C00J C00O 119.4(3) C00H C00K C00I 120.3(3) C00H C00K H00K 119.8 C00I C00K H00K 119.8 C00A C00L C00M 118.8(4) C00A C00L C00O 120.7(3) C00M C00L C00O 120.5(4) C00L C00M H00M 119.8 C00P C00M C00L 120.4(4) C00P C00M H00M 119.8 C00C C00N H00N 119.8 C00G C00N C00C 120.5(3) C00G C00N H00N 119.8 O006 C00O C00J 119.9(4) O006 C00O C00L 121.8(4) C00L C00O C00J 118.3(3) C00M C00P H00P 119.7 C00M C00P C00Q 120.6(4) C00Q C00P H00P 119.7 C00D C00Q H00Q 119.7 C00P C00Q C00D 120.6(4) C00P C00Q H00Q 119.7 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Br01 C00F 1.874(3) S002 O004 1.428(2) S002 O005 1.428(2) S002 C008 1.781(3) S002 C00C 1.758(3) O003 C007 1.209(4) O006 C00O 1.211(5) C007 C009 1.490(4) C007 C00A 1.474(4) C008 C009 1.403(4) C008 C00I 1.387(4) C009 C00J 1.393(4) C00A C00D 1.393(5) C00A C00L 1.395(5) C00B H00B 0.9300 C00B C00C 1.381(4) C00B C00E 1.372(5) C00C C00N 1.379(5) C00D H00D 0.9300 C00D C00Q 1.380(5) C00E H00E 0.9300 C00E C00F 1.369(5) C00F C00G 1.393(5) C00G H00G 0.9300 C00G C00N 1.377(6) C00H H00H 0.9300 C00H C00J 1.391(5) C00H C00K 1.351(6) C00I H00I 0.9300 C00I C00K 1.382(6) C00J C00O 1.488(5) C00K H00K 0.9300 C00L C00M 1.397(5) C00L C00O 1.457(6) C00M H00M 0.9300 C00M C00P 1.361(7) C00N H00N 0.9300 C00P H00P 0.9300 C00P C00Q 1.373(8) C00Q H00Q 0.9300