#------------------------------------------------------------------------------ #$Date: 2021-05-15 06:19:38 +0300 (Sat, 15 May 2021) $ #$Revision: 265238 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/15/80/7158080.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_7158080 loop_ _publ_author_name 'Singha, Monisha' 'Bhattacharya, Prabuddha' 'Ray, Debashis' 'Basak, Amit' _publ_section_title ; Sterically hindering the trajectory of nucleophilic attack towards p-benzynes by a properly oriented hydrogen atom: An approach to achieve regioselectivity ; _journal_name_full 'Organic & Biomolecular Chemistry' _journal_paper_doi 10.1039/D1OB00521A _journal_year 2021 _chemical_formula_sum 'C24 H20 I N O2 S' _chemical_formula_weight 513.37 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2017/1 _audit_update_record ; 2021-02-09 deposited with the CCDC. 2021-05-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 96.413(18) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.227(5) _cell_length_b 7.418(2) _cell_length_c 17.261(3) _cell_measurement_reflns_used 2805 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 28.254 _cell_measurement_theta_min 2.375 _cell_volume 2064.7(9) _computing_structure_refinement 'SHELXL-2017/1 (Sheldrick, 2017)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker SMART APEX2 area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0956 _diffrn_reflns_av_unetI/netI 0.0857 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 22510 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.254 _diffrn_reflns_theta_min 2.375 _exptl_absorpt_coefficient_mu 1.673 _exptl_crystal_colour 'PALE BROWN' _exptl_crystal_density_diffrn 1.651 _exptl_crystal_description NEEDLE _exptl_crystal_F_000 364 _refine_diff_density_max 0.581 _refine_diff_density_min -1.022 _refine_diff_density_rms 0.109 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.967 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 263 _refine_ls_number_reflns 5108 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.967 _refine_ls_R_factor_all 0.1224 _refine_ls_R_factor_gt 0.0567 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1456 _refine_ls_wR_factor_ref 0.1966 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2805 _reflns_number_total 5108 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1ob00521a2.cif _cod_data_source_block Monisha_0m_a _cod_original_cell_volume 2064.8(10) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7158080 _shelx_shelxl_version_number 2017/1 _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. ; _shelx_res_file ; TITL Monisha_0m_a.res in P2(1)/c Monisha_0m_a.res created by SHELXL-2017/1 at 14:34:14 on 08-Feb-2021 REM Old TITL Integration of Monisha REM SHELXT solution in P2(1)/c REM R1 0.213, Rweak 0.011, Alpha 0.034, Orientation as input REM Formula found by SHELXT: C24 I N O2 S CELL 0.71073 16.2272 7.4182 17.2606 90.000 96.413 90.000 ZERR 4.000 0.0045 0.0023 0.0034 0.000 0.018 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C H I N O S UNIT 4 4 4 4 4 4 ACTA TEMP 23.000 L.S. 10 BOND $H LIST 6 FMAP 2 PLAN 20 WGHT 0.100000 FVAR 0.32432 I001 3 0.592628 0.875340 0.724044 11.00000 0.05998 0.08256 = 0.02649 -0.00422 0.00636 -0.00452 S002 6 0.836471 0.978021 0.408393 11.00000 0.03743 0.05488 = 0.03672 0.00240 0.00562 -0.00460 O003 5 0.897535 1.080930 0.455815 11.00000 0.04899 0.06288 = 0.05230 -0.00710 0.00356 -0.02037 O004 5 0.793501 1.056892 0.338920 11.00000 0.04890 0.07106 = 0.04352 0.01247 0.00735 0.00010 N005 4 0.764898 0.925972 0.464683 11.00000 0.02991 0.04972 = 0.02948 0.00102 -0.00162 -0.00263 C006 1 0.398721 0.683534 0.450642 11.00000 0.02770 0.04398 = 0.04056 -0.00253 0.00154 0.00084 C007 1 0.481531 0.733127 0.489027 11.00000 0.03198 0.03504 = 0.03828 -0.00052 0.00214 0.00079 C008 1 0.548485 0.757119 0.445418 11.00000 0.04112 0.04404 = 0.02639 -0.00744 -0.00176 0.00781 AFIX 43 H008 2 0.540226 0.740074 0.391732 11.00000 -1.20000 AFIX 0 C009 1 0.640238 0.831817 0.560525 11.00000 0.03789 0.03840 = 0.02942 0.00272 -0.00081 0.00295 C00A 1 0.574179 0.814020 0.603459 11.00000 0.04768 0.03817 = 0.01890 -0.00324 0.00078 0.00203 C00B 1 0.625802 0.804926 0.479354 11.00000 0.03589 0.03470 = 0.02888 -0.00233 0.00487 0.00043 C00C 1 0.493480 0.762675 0.569919 11.00000 0.03998 0.04032 = 0.02580 0.00584 0.00892 0.00513 C00D 1 0.332506 0.669878 0.498126 11.00000 0.03173 0.03616 = 0.05722 0.00328 0.00311 0.00566 C00E 1 0.726148 0.886812 0.596677 11.00000 0.03770 0.05017 = 0.02702 -0.00199 -0.00157 -0.00393 AFIX 23 H00A 2 0.739921 0.818310 0.644230 11.00000 -1.20000 H00B 2 0.725038 1.013282 0.610800 11.00000 -1.20000 AFIX 0 C00F 1 0.882247 0.776054 0.381355 11.00000 0.02955 0.06498 = 0.03186 -0.00120 0.00840 -0.00582 C00G 1 0.694349 0.818549 0.427606 11.00000 0.03533 0.05366 = 0.02960 -0.00421 0.00140 -0.00173 AFIX 23 H00C 2 0.713504 0.698466 0.416411 11.00000 -1.20000 H00D 2 0.673033 0.874262 0.378589 11.00000 -1.20000 AFIX 0 C00H 1 0.383203 0.648832 0.370704 11.00000 0.04178 0.05399 = 0.04786 -0.00582 0.00097 -0.00284 AFIX 43 H00H 2 0.426818 0.650351 0.340038 11.00000 -1.20000 AFIX 0 C00I 1 0.794151 0.858020 0.543563 11.00000 0.04272 0.05092 = 0.03281 0.00304 -0.00364 0.00150 AFIX 23 H00E 2 0.843979 0.921905 0.564196 11.00000 -1.20000 H00F 2 0.807269 0.730729 0.541053 11.00000 -1.20000 AFIX 0 C00J 1 0.424229 0.741856 0.613843 11.00000 0.04826 0.04841 = 0.03529 0.00454 0.00982 -0.00054 AFIX 43 H00J 2 0.431696 0.760623 0.667441 11.00000 -1.20000 AFIX 0 C00K 1 0.348249 0.695580 0.579295 11.00000 0.04327 0.04944 = 0.05594 0.00478 0.02246 0.00216 AFIX 43 H00K 2 0.305177 0.680295 0.609995 11.00000 -1.20000 AFIX 0 C00L 1 0.251933 0.632684 0.461784 11.00000 0.03714 0.05200 = 0.07170 0.00354 0.00796 0.00135 AFIX 43 H00L 2 0.207865 0.627124 0.491832 11.00000 -1.20000 AFIX 0 C00M 1 0.842247 0.670371 0.320612 11.00000 0.03364 0.08290 = 0.04836 -0.00939 0.00587 -0.00142 AFIX 43 H00M 2 0.791873 0.707585 0.294526 11.00000 -1.20000 AFIX 0 C00N 1 0.303627 0.612254 0.336748 11.00000 0.05802 0.06040 = 0.04612 0.00225 -0.00889 -0.00409 AFIX 43 H00N 2 0.293922 0.592714 0.283285 11.00000 -1.20000 AFIX 0 C00O 1 0.877353 0.514828 0.300428 11.00000 0.05187 0.06957 = 0.05067 -0.01549 0.01259 -0.01285 AFIX 43 H00O 2 0.850275 0.445569 0.260476 11.00000 -1.20000 AFIX 0 C00P 1 0.953496 0.454637 0.337972 11.00000 0.06835 0.07145 = 0.06217 0.00367 0.03349 0.00849 C00Q 1 0.237611 0.604508 0.382489 11.00000 0.04001 0.06094 = 0.08232 0.00405 -0.00971 -0.00556 AFIX 43 H00Q 2 0.184206 0.580389 0.359381 11.00000 -1.20000 AFIX 0 C00R 1 0.957026 0.718339 0.420239 11.00000 0.04882 0.07603 = 0.04456 0.00106 0.00133 -0.00827 AFIX 43 H00R 2 0.983957 0.785449 0.460990 11.00000 -1.20000 AFIX 0 C00S 1 0.990466 0.558819 0.396939 11.00000 0.04871 0.08377 = 0.05798 0.00089 0.01205 0.01349 AFIX 43 H00S 2 1.040772 0.520511 0.422792 11.00000 -1.20000 AFIX 0 C00T 1 0.993481 0.282788 0.311707 11.00000 0.10382 0.08380 = 0.10495 0.00826 0.05285 0.01393 AFIX 137 H00G 2 1.022578 0.223610 0.356085 11.00000 -1.50000 H00I 2 1.031761 0.312381 0.275075 11.00000 -1.50000 H00P 2 0.951319 0.204001 0.287398 11.00000 -1.50000 AFIX 0 HKLF 4 REM Monisha_0m_a.res in P2(1)/c REM R1 = 0.0567 for 2805 Fo > 4sig(Fo) and 0.1224 for all 5108 data REM 263 parameters refined using 0 restraints END WGHT 0.0414 1.8494 REM Highest difference peak 0.581, deepest hole -1.022, 1-sigma level 0.109 Q1 1 0.5294 0.8766 0.7503 11.00000 0.05 0.58 Q2 1 0.6489 0.8807 0.6987 11.00000 0.05 0.50 Q3 1 0.3741 0.6750 0.4755 11.00000 0.05 0.44 Q4 1 0.5457 0.9006 0.6895 11.00000 0.05 0.44 Q5 1 0.6567 0.9064 0.8078 11.00000 0.05 0.42 Q6 1 0.1797 0.6242 0.3465 11.00000 0.05 0.42 Q7 1 0.5986 0.8720 0.6567 11.00000 0.05 0.41 Q8 1 0.8823 0.1318 0.2711 11.00000 0.05 0.40 Q9 1 0.4733 0.8690 0.7082 11.00000 0.05 0.39 Q10 1 0.8565 0.6999 0.3619 11.00000 0.05 0.39 Q11 1 0.7377 0.6346 0.3706 11.00000 0.05 0.39 Q12 1 0.9911 0.3770 0.3962 11.00000 0.05 0.39 Q13 1 0.6172 0.9466 0.6559 11.00000 0.05 0.38 Q14 1 0.5454 0.7050 0.7307 11.00000 0.05 0.38 Q15 1 0.7301 0.8528 0.4603 11.00000 0.05 0.38 Q16 1 0.8180 0.6865 0.4495 11.00000 0.05 0.37 Q17 1 0.4483 0.9018 0.5766 11.00000 0.05 0.37 Q18 1 0.5492 0.6524 0.3768 11.00000 0.05 0.36 Q19 1 0.1863 0.4566 0.3390 11.00000 0.05 0.36 Q20 1 0.3967 0.8546 0.5220 11.00000 0.05 0.36 ; _shelx_res_checksum 99281 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' 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 _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group I001 I 0.59263(3) 0.87534(8) 0.72404(3) 0.0562(2) Uani 1 1 d . . . . . S002 S 0.83647(10) 0.9780(3) 0.40839(10) 0.0429(4) Uani 1 1 d . . . . . O003 O 0.8975(3) 1.0809(7) 0.4558(3) 0.0549(13) Uani 1 1 d . . . . . O004 O 0.7935(3) 1.0569(7) 0.3389(3) 0.0543(13) Uani 1 1 d . . . . . N005 N 0.7649(3) 0.9260(7) 0.4647(3) 0.0367(12) Uani 1 1 d . . . . . C006 C 0.3987(4) 0.6835(9) 0.4506(4) 0.0376(15) Uani 1 1 d . . . . . C007 C 0.4815(4) 0.7331(8) 0.4890(4) 0.0352(14) Uani 1 1 d . . . . . C008 C 0.5485(4) 0.7571(9) 0.4454(4) 0.0376(14) Uani 1 1 d . . . . . H008 H 0.540226 0.740074 0.391732 0.045 Uiso 1 1 calc R U . . . C009 C 0.6402(4) 0.8318(8) 0.5605(4) 0.0356(14) Uani 1 1 d . . . . . C00A C 0.5742(4) 0.8140(8) 0.6035(3) 0.0351(14) Uani 1 1 d . . . . . C00B C 0.6258(4) 0.8049(8) 0.4794(3) 0.0331(13) Uani 1 1 d . . . . . C00C C 0.4935(4) 0.7627(9) 0.5699(3) 0.0350(14) Uani 1 1 d . . . . . C00D C 0.3325(4) 0.6699(9) 0.4981(4) 0.0418(16) Uani 1 1 d . . . . . C00E C 0.7261(4) 0.8868(9) 0.5967(4) 0.0387(14) Uani 1 1 d . . . . . H00A H 0.739921 0.818310 0.644230 0.046 Uiso 1 1 calc R U . . . H00B H 0.725038 1.013282 0.610800 0.046 Uiso 1 1 calc R U . . . C00F C 0.8822(4) 0.7761(10) 0.3814(4) 0.0418(16) Uani 1 1 d . . . . . C00G C 0.6943(4) 0.8185(9) 0.4276(4) 0.0397(15) Uani 1 1 d . . . . . H00C H 0.713504 0.698466 0.416411 0.048 Uiso 1 1 calc R U . . . H00D H 0.673033 0.874262 0.378589 0.048 Uiso 1 1 calc R U . . . C00H C 0.3832(4) 0.6488(9) 0.3707(4) 0.0482(17) Uani 1 1 d . . . . . H00H H 0.426818 0.650351 0.340038 0.058 Uiso 1 1 calc R U . . . C00I C 0.7942(4) 0.8580(9) 0.5436(4) 0.0427(16) Uani 1 1 d . . . . . H00E H 0.843979 0.921905 0.564196 0.051 Uiso 1 1 calc R U . . . H00F H 0.807269 0.730729 0.541053 0.051 Uiso 1 1 calc R U . . . C00J C 0.4242(4) 0.7419(9) 0.6138(4) 0.0436(16) Uani 1 1 d . . . . . H00J H 0.431696 0.760623 0.667441 0.052 Uiso 1 1 calc R U . . . C00K C 0.3482(4) 0.6956(9) 0.5793(4) 0.0483(18) Uani 1 1 d . . . . . H00K H 0.305177 0.680295 0.609995 0.058 Uiso 1 1 calc R U . . . C00L C 0.2519(4) 0.6327(10) 0.4618(5) 0.0535(19) Uani 1 1 d . . . . . H00L H 0.207865 0.627124 0.491832 0.064 Uiso 1 1 calc R U . . . C00M C 0.8422(4) 0.6704(11) 0.3206(4) 0.055(2) Uani 1 1 d . . . . . H00M H 0.791873 0.707585 0.294526 0.066 Uiso 1 1 calc R U . . . C00N C 0.3036(5) 0.6123(10) 0.3367(5) 0.0560(19) Uani 1 1 d . . . . . H00N H 0.293922 0.592714 0.283285 0.067 Uiso 1 1 calc R U . . . C00O C 0.8774(5) 0.5148(11) 0.3004(4) 0.057(2) Uani 1 1 d . . . . . H00O H 0.850275 0.445569 0.260476 0.068 Uiso 1 1 calc R U . . . C00P C 0.9535(5) 0.4546(13) 0.3380(5) 0.065(2) Uani 1 1 d . . . . . C00Q C 0.2376(5) 0.6045(10) 0.3825(6) 0.062(2) Uani 1 1 d . . . . . H00Q H 0.184206 0.580389 0.359381 0.075 Uiso 1 1 calc R U . . . C00R C 0.9570(5) 0.7183(12) 0.4202(4) 0.057(2) Uani 1 1 d . . . . . H00R H 0.983957 0.785449 0.460990 0.068 Uiso 1 1 calc R U . . . C00S C 0.9905(5) 0.5588(13) 0.3969(5) 0.063(2) Uani 1 1 d . . . . . H00S H 1.040772 0.520511 0.422792 0.076 Uiso 1 1 calc R U . . . C00T C 0.9935(6) 0.2828(13) 0.3117(6) 0.094(3) Uani 1 1 d . . . . . H00G H 1.022578 0.223610 0.356085 0.142 Uiso 1 1 calc R U . . . H00I H 1.031761 0.312381 0.275075 0.142 Uiso 1 1 calc R U . . . H00P H 0.951319 0.204001 0.287398 0.142 Uiso 1 1 calc R U . . . 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 I001 0.0600(3) 0.0826(4) 0.0265(3) -0.0042(2) 0.0064(2) -0.0045(3) S002 0.0374(8) 0.0549(11) 0.0367(9) 0.0024(8) 0.0056(7) -0.0046(8) O003 0.049(3) 0.063(3) 0.052(3) -0.007(3) 0.004(2) -0.020(2) O004 0.049(3) 0.071(3) 0.044(3) 0.012(3) 0.007(2) 0.000(3) N005 0.030(3) 0.050(3) 0.029(3) 0.001(2) -0.002(2) -0.003(2) C006 0.028(3) 0.044(4) 0.041(4) -0.003(3) 0.002(3) 0.001(3) C007 0.032(3) 0.035(3) 0.038(4) -0.001(3) 0.002(3) 0.001(3) C008 0.041(3) 0.044(4) 0.026(3) -0.007(3) -0.002(3) 0.008(3) C009 0.038(3) 0.038(4) 0.029(3) 0.003(3) -0.001(3) 0.003(3) C00A 0.048(4) 0.038(3) 0.019(3) -0.003(3) 0.001(3) 0.002(3) C00B 0.036(3) 0.035(3) 0.029(3) -0.002(3) 0.005(3) 0.000(3) C00C 0.040(3) 0.040(3) 0.026(3) 0.006(3) 0.009(3) 0.005(3) C00D 0.032(3) 0.036(4) 0.057(5) 0.003(3) 0.003(3) 0.006(3) C00E 0.038(3) 0.050(4) 0.027(3) -0.002(3) -0.002(3) -0.004(3) C00F 0.030(3) 0.065(5) 0.032(3) -0.001(3) 0.008(3) -0.006(3) C00G 0.035(3) 0.054(4) 0.030(3) -0.004(3) 0.001(3) -0.002(3) C00H 0.042(4) 0.054(4) 0.048(4) -0.006(3) 0.001(3) -0.003(3) C00I 0.043(4) 0.051(4) 0.033(4) 0.003(3) -0.004(3) 0.002(3) C00J 0.048(4) 0.048(4) 0.035(4) 0.005(3) 0.010(3) -0.001(3) C00K 0.043(4) 0.049(4) 0.056(5) 0.005(4) 0.022(3) 0.002(3) C00L 0.037(4) 0.052(4) 0.072(6) 0.004(4) 0.008(4) 0.001(3) C00M 0.034(4) 0.083(6) 0.048(4) -0.009(4) 0.006(3) -0.001(4) C00N 0.058(5) 0.060(5) 0.046(4) 0.002(4) -0.009(4) -0.004(4) C00O 0.052(4) 0.070(5) 0.051(5) -0.015(4) 0.013(4) -0.013(4) C00P 0.068(5) 0.071(6) 0.062(6) 0.004(5) 0.033(5) 0.008(5) C00Q 0.040(4) 0.061(5) 0.082(6) 0.004(5) -0.010(4) -0.006(4) C00R 0.049(4) 0.076(6) 0.045(4) 0.001(4) 0.001(3) -0.008(4) C00S 0.049(4) 0.084(6) 0.058(5) 0.001(5) 0.012(4) 0.013(4) C00T 0.104(8) 0.084(7) 0.105(9) 0.008(6) 0.053(7) 0.014(6) 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O004 S002 O003 119.9(3) . . ? O004 S002 N005 106.2(3) . . ? O003 S002 N005 106.1(3) . . ? O004 S002 C00F 107.7(3) . . ? O003 S002 C00F 108.7(3) . . ? N005 S002 C00F 107.7(3) . . ? C00I N005 C00G 111.6(5) . . ? C00I N005 S002 116.7(4) . . ? C00G N005 S002 115.8(4) . . ? C00D C006 C00H 119.3(6) . . ? C00D C006 C007 117.8(6) . . ? C00H C006 C007 122.9(6) . . ? C00C C007 C008 119.0(5) . . ? C00C C007 C006 120.1(5) . . ? C008 C007 C006 120.8(6) . . ? C00B C008 C007 122.1(6) . . ? C00B C008 H008 119.0 . . ? C007 C008 H008 119.0 . . ? C00A C009 C00B 118.0(6) . . ? C00A C009 C00E 122.6(6) . . ? C00B C009 C00E 119.3(5) . . ? C009 C00A C00C 122.9(5) . . ? C009 C00A I001 118.4(5) . . ? C00C C00A I001 118.7(4) . . ? C008 C00B C009 120.3(6) . . ? C008 C00B C00G 117.7(5) . . ? C009 C00B C00G 121.9(5) . . ? C007 C00C C00A 117.7(5) . . ? C007 C00C C00J 118.7(6) . . ? C00A C00C C00J 123.7(6) . . ? C00K C00D C006 119.8(6) . . ? C00K C00D C00L 121.6(7) . . ? C006 C00D C00L 118.6(7) . . ? C009 C00E C00I 114.1(5) . . ? C009 C00E H00A 108.7 . . ? C00I C00E H00A 108.7 . . ? C009 C00E H00B 108.7 . . ? C00I C00E H00B 108.7 . . ? H00A C00E H00B 107.6 . . ? C00R C00F C00M 119.6(7) . . ? C00R C00F S002 120.5(6) . . ? C00M C00F S002 119.9(5) . . ? N005 C00G C00B 111.5(5) . . ? N005 C00G H00C 109.3 . . ? C00B C00G H00C 109.3 . . ? N005 C00G H00D 109.3 . . ? C00B C00G H00D 109.3 . . ? H00C C00G H00D 108.0 . . ? C00N C00H C006 120.7(7) . . ? C00N C00H H00H 119.6 . . ? C006 C00H H00H 119.6 . . ? N005 C00I C00E 109.0(5) . . ? N005 C00I H00E 109.9 . . ? C00E C00I H00E 109.9 . . ? N005 C00I H00F 109.9 . . ? C00E C00I H00F 109.9 . . ? H00E C00I H00F 108.3 . . ? C00K C00J C00C 121.6(6) . . ? C00K C00J H00J 119.2 . . ? C00C C00J H00J 119.2 . . ? C00J C00K C00D 121.9(6) . . ? C00J C00K H00K 119.1 . . ? C00D C00K H00K 119.1 . . ? C00Q C00L C00D 121.0(7) . . ? C00Q C00L H00L 119.5 . . ? C00D C00L H00L 119.5 . . ? C00O C00M C00F 119.7(7) . . ? C00O C00M H00M 120.2 . . ? C00F C00M H00M 120.2 . . ? C00H C00N C00Q 120.4(8) . . ? C00H C00N H00N 119.8 . . ? C00Q C00N H00N 119.8 . . ? C00M C00O C00P 121.9(7) . . ? C00M C00O H00O 119.1 . . ? C00P C00O H00O 119.1 . . ? C00S C00P C00O 117.1(8) . . ? C00S C00P C00T 122.1(8) . . ? C00O C00P C00T 120.8(9) . . ? C00L C00Q C00N 119.9(7) . . ? C00L C00Q H00Q 120.0 . . ? C00N C00Q H00Q 120.0 . . ? C00F C00R C00S 118.3(8) . . ? C00F C00R H00R 120.8 . . ? C00S C00R H00R 120.8 . . ? C00P C00S C00R 123.3(8) . . ? C00P C00S H00S 118.3 . . ? C00R C00S H00S 118.3 . . ? C00P C00T H00G 109.5 . . ? C00P C00T H00I 109.5 . . ? H00G C00T H00I 109.5 . . ? C00P C00T H00P 109.5 . . ? H00G C00T H00P 109.5 . . ? H00I C00T H00P 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I001 C00A 2.119(6) . ? S002 O004 1.442(5) . ? S002 O003 1.433(5) . ? S002 N005 1.641(5) . ? S002 C00F 1.758(7) . ? N005 C00I 1.479(8) . ? N005 C00G 1.480(8) . ? C006 C00D 1.426(9) . ? C006 C00H 1.399(10) . ? C006 C007 1.477(8) . ? C007 C00C 1.405(8) . ? C007 C008 1.400(9) . ? C008 C00B 1.371(9) . ? C008 H008 0.9300 . ? C009 C00A 1.376(9) . ? C009 C00B 1.409(8) . ? C009 C00E 1.518(9) . ? C00A C00C 1.423(9) . ? C00B C00G 1.506(8) . ? C00C C00J 1.432(8) . ? C00D C00K 1.409(10) . ? C00D C00L 1.413(10) . ? C00E C00I 1.526(9) . ? C00E H00A 0.9700 . ? C00E H00B 0.9700 . ? C00F C00R 1.387(10) . ? C00F C00M 1.408(10) . ? C00G H00C 0.9700 . ? C00G H00D 0.9700 . ? C00H C00N 1.384(10) . ? C00H H00H 0.9300 . ? C00I H00E 0.9700 . ? C00I H00F 0.9700 . ? C00J C00K 1.353(10) . ? C00J H00J 0.9300 . ? C00K H00K 0.9300 . ? C00L C00Q 1.378(12) . ? C00L H00L 0.9300 . ? C00M C00O 1.350(10) . ? C00M H00M 0.9300 . ? C00N C00Q 1.401(11) . ? C00N H00N 0.9300 . ? C00O C00P 1.403(11) . ? C00O H00O 0.9300 . ? C00P C00S 1.363(12) . ? C00P C00T 1.522(12) . ? C00Q H00Q 0.9300 . ? C00R C00S 1.380(12) . ? C00R H00R 0.9300 . ? C00S H00S 0.9300 . ? C00T H00G 0.9600 . ? C00T H00I 0.9600 . ? C00T H00P 0.9600 . ?