#------------------------------------------------------------------------------ #$Date: 2019-11-17 07:14:01 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228605 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/11/7121134.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_7121134 loop_ _publ_author_name 'Mahato, Karuna' 'Arora, Neha' 'Ray Bagdi, Prasanta' 'Gattu, Radhakrishna' 'Ghosh, Siddhartha Sankar' 'Khan, Abu T.' _publ_section_title ; An oxidative cross-coupling reaction of 4-hydroxydithiocoumarin and amines/thiols using a combination of I2 and TBHP: access to lead molecules for biomedical applications. ; _journal_issue 12 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 1513 _journal_page_last 1516 _journal_paper_doi 10.1039/c7cc08502h _journal_volume 54 _journal_year 2018 _chemical_formula_moiety 'C23 H15 N O S2, H2 O' _chemical_formula_sum 'C23 H17 N O2 S2' _chemical_formula_weight 403.50 _chemical_name_systematic km-t-ant _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _audit_update_record ; 2017-11-01 deposited with the CCDC. 2018-01-11 downloaded from the CCDC. ; _cell_angle_alpha 90.00 _cell_angle_beta 95.047(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 16.5683(9) _cell_length_b 13.2261(7) _cell_length_c 8.5713(4) _cell_measurement_reflns_used 5287 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 28.73 _cell_measurement_theta_min 2.84 _cell_volume 1870.98(17) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0276 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 9261 _diffrn_reflns_theta_full 25.05 _diffrn_reflns_theta_max 25.05 _diffrn_reflns_theta_min 1.23 _exptl_absorpt_coefficient_mu 0.304 _exptl_absorpt_correction_T_max 0.967 _exptl_absorpt_correction_T_min 0.916 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details multi-scan _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.432 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 840 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.11 _refine_diff_density_max 0.293 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.064 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 269 _refine_ls_number_reflns 3307 _refine_ls_number_restraints 4 _refine_ls_restrained_S_all 1.071 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0432 _refine_ls_shift/su_max 1.027 _refine_ls_shift/su_mean 0.033 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1305 _refine_ls_wR_factor_ref 0.1526 _reflns_number_gt 2550 _reflns_number_total 3307 _reflns_threshold_expression >2sigma(I) _cod_data_source_file c7cc08502h2.cif _cod_data_source_block km_t_am_ax_a _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas Adding full bibliography for 7121132--7121134.cif. ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 7121134 _shelx_res_file ; km_t_am_ax_a.res created by SHELXL-2097 TITL KM_T_AM_AX_a.res in P2(1)/c CELL 0.71073 16.5683 13.2261 8.5713 90.000 95.047 90.000 ZERR 4.000 0.0009 0.0007 0.0004 0.000 0.003 0.000 LATT 1 SYMM -X, 1/2+Y, 1/2-Z SFAC C N O S H UNIT 124 4 4 4 4 CGLS 10 BOND $H FMAP 2 PLAN 5 WGHT 0.100000 0.000000 FVAR 0.398010 TEMP 23.000 S2 4 0.284322 0.421660 0.862257 11.000000 0.036370 = 0.025630 0.035350 0.000460 -0.006840 -0.002060 S1 4 0.209321 0.586999 0.668400 11.000000 0.058110 = 0.028440 0.041470 0.000680 -0.012300 0.000510 O1 3 0.094898 0.330945 0.399867 11.000000 0.078580 = 0.050660 0.041200 0.001530 -0.018230 -0.022310 N1 2 0.204781 0.551181 1.092814 11.000000 0.039760 = 0.051510 0.054040 -0.000200 0.013690 -0.000980 C21 1 0.399191 0.573979 0.905608 11.000000 0.032590 = 0.026000 0.023410 0.001540 -0.004400 0.000510 C2A 1 0.322041 0.536653 0.943907 11.000000 0.031000 = 0.026910 0.027760 -0.001150 -0.002810 0.000250 C19 1 0.521730 0.565114 0.767696 11.000000 0.031080 = 0.035430 0.026050 0.004320 -0.002280 0.001530 C20 1 0.446325 0.526832 0.799702 11.000000 0.033980 = 0.027920 0.026930 -0.003690 -0.002900 0.001150 AFIX 43 H20 5 0.427026 0.468338 0.749042 11.000000 -1.200000 AFIX 0 C12 1 0.430260 0.665428 0.980907 11.000000 0.039820 = 0.026640 0.025730 -0.001570 -0.004220 -0.000120 C14 1 0.552068 0.655979 0.843341 11.000000 0.032610 = 0.034040 0.027500 0.006390 -0.005730 -0.004120 C1A 1 0.218150 0.459219 0.702753 11.000000 0.031200 = 0.030480 0.027800 -0.000710 0.002230 -0.000610 C1 1 0.178740 0.386841 0.612624 11.000000 0.041230 = 0.029350 0.036330 0.002270 -0.003540 -0.005710 AFIX 43 H1 5 0.188452 0.319921 0.641837 11.000000 -1.200000 AFIX 0 C9 1 0.279333 0.584043 1.053871 11.000000 0.035290 = 0.031230 0.031230 0.001720 0.001130 0.002380 C13 1 0.505081 0.703003 0.948475 11.000000 0.044060 = 0.029340 0.031400 -0.001310 -0.004470 -0.007150 AFIX 43 H13 5 0.524435 0.761601 0.998754 11.000000 -1.200000 AFIX 0 C11 1 0.382796 0.712890 1.091262 11.000000 0.049110 = 0.029980 0.034840 -0.007670 -0.000800 -0.003350 AFIX 43 H11 5 0.401640 0.772232 1.139978 11.000000 -1.200000 AFIX 0 C10 1 0.311983 0.674424 1.126583 11.000000 0.049600 = 0.033640 0.035800 -0.007570 0.007090 0.004670 AFIX 43 H10 5 0.283252 0.707182 1.200164 11.000000 -1.200000 AFIX 0 C3 1 0.102636 0.507914 0.430536 11.000000 0.029320 = 0.051650 0.028250 0.003920 0.002390 -0.003510 C18 1 0.571269 0.515815 0.661609 11.000000 0.039580 = 0.043730 0.034470 -0.000230 0.000880 0.004610 AFIX 43 H18 5 0.553337 0.456102 0.612839 11.000000 -1.200000 AFIX 0 C8 1 0.138464 0.591802 0.505071 11.000000 0.039000 = 0.040430 0.032210 0.005030 0.002500 0.006290 C15 1 0.628994 0.693500 0.808538 11.000000 0.039790 = 0.045690 0.044200 0.010320 -0.004580 -0.010820 AFIX 43 H15 5 0.649348 0.752133 0.857286 11.000000 -1.200000 AFIX 0 C2 1 0.123898 0.404103 0.477455 11.000000 0.040000 = 0.043790 0.028850 0.001020 -0.000280 -0.009320 C16 1 0.673111 0.644951 0.705203 11.000000 0.035510 = 0.057470 0.052110 0.015180 0.008390 -0.002790 AFIX 43 H16 5 0.722928 0.670995 0.682750 11.000000 -1.200000 AFIX 0 C4 1 0.043908 0.524793 0.303648 11.000000 0.037420 = 0.071520 0.038390 0.007190 0.001900 -0.003120 AFIX 43 H4 5 0.018301 0.469725 0.253239 11.000000 -1.200000 AFIX 0 C7 1 0.118668 0.690212 0.451057 11.000000 0.061590 = 0.043440 0.047860 0.007080 0.003840 0.011410 AFIX 43 H7 5 0.143961 0.746068 0.499770 11.000000 -1.200000 AFIX 0 C17 1 0.643545 0.554873 0.631569 11.000000 0.039430 = 0.062890 0.040990 0.005870 0.006010 0.005680 AFIX 43 H17 5 0.674396 0.522097 0.561411 11.000000 -1.200000 AFIX 0 C6 1 0.061467 0.703119 0.325323 11.000000 0.055570 = 0.063170 0.052550 0.018340 0.005630 0.022520 AFIX 43 H6 5 0.048376 0.767919 0.289347 11.000000 -1.200000 AFIX 0 C5 1 0.023777 0.620873 0.253042 11.000000 0.040950 = 0.089110 0.041540 0.018050 -0.000550 0.018560 AFIX 43 H5 5 -0.015408 0.630252 0.169760 11.000000 -1.200000 AFIX 0 O2 3 0.888264 0.645777 0.931837 11.000000 0.077770 = 0.057240 0.068920 0.001070 0.000100 -0.006290 H1a 5 0.185500 0.484600 1.062900 11.000000 0.050000 H1b 5 0.190900 0.583900 1.178800 11.000000 0.050000 H2a 5 0.901300 0.661200 0.810200 11.000000 0.050000 Q4 1 0.200100 0.409800 0.632400 11.000000 0.050000 0.380000 Q5 1 0.250100 0.435300 0.783400 11.000000 0.050000 0.350000 HKLF 4 REM KM_T_AM_AX_a.res in P2(1)/c REM R1= 0.0535 for 3311 Fo > 4sig(Fo) and 0.0851 for all 4918 data REM 253 parameters refined using 0 restraints END \"y ; loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags S2 S 0.28436(4) 0.42166(4) 0.86218(7) 0.0337(2) Uani 1 1 d . S1 S 0.20923(4) 0.58697(5) 0.66835(8) 0.0443(2) Uani 1 1 d . O1 O 0.09476(13) 0.33104(15) 0.3996(2) 0.0596(6) Uani 1 1 d . N1 N 0.20544(15) 0.5521(2) 1.0922(3) 0.0490(6) Uani 1 1 d . C21 C 0.39932(14) 0.57400(16) 0.9054(3) 0.0282(5) Uani 1 1 d . C2A C 0.32207(14) 0.53669(17) 0.9438(3) 0.0295(5) Uani 1 1 d . C19 C 0.52190(14) 0.56509(18) 0.7675(3) 0.0314(6) Uani 1 1 d . C20 C 0.44627(13) 0.52688(17) 0.7998(3) 0.0303(5) Uani 1 1 d . H20 H 0.4269 0.4684 0.7492 0.036 Uiso 1 1 calc R C12 C 0.43026(14) 0.66533(17) 0.9806(3) 0.0317(6) Uani 1 1 d . C14 C 0.55215(14) 0.65599(18) 0.8428(3) 0.0322(6) Uani 1 1 d . C1A C 0.21810(13) 0.45934(18) 0.7026(3) 0.0308(5) Uani 1 1 d . C1 C 0.17896(15) 0.38705(19) 0.6126(3) 0.0363(6) Uani 1 1 d . H1 H 0.1888 0.3201 0.6417 0.044 Uiso 1 1 calc R C9 C 0.27920(15) 0.58413(17) 1.0540(3) 0.0334(6) Uani 1 1 d . C13 C 0.50515(15) 0.70312(18) 0.9482(3) 0.0361(6) Uani 1 1 d . H13 H 0.5245 0.7617 0.9984 0.043 Uiso 1 1 calc R C11 C 0.38280(16) 0.71268(19) 1.0913(3) 0.0391(6) Uani 1 1 d . H11 H 0.4018 0.7719 1.1402 0.047 Uiso 1 1 calc R C10 C 0.31189(16) 0.67441(19) 1.1267(3) 0.0402(6) Uani 1 1 d . H10 H 0.2832 0.7072 1.2003 0.048 Uiso 1 1 calc R C3 C 0.10261(14) 0.5083(2) 0.4302(3) 0.0372(6) Uani 1 1 d . C18 C 0.57119(15) 0.5162(2) 0.6618(3) 0.0395(6) Uani 1 1 d . H18 H 0.5532 0.4566 0.6129 0.047 Uiso 1 1 calc R C8 C 0.13838(16) 0.59213(19) 0.5047(3) 0.0378(6) Uani 1 1 d . C15 C 0.62889(15) 0.6935(2) 0.8081(3) 0.0443(7) Uani 1 1 d . H15 H 0.6492 0.7522 0.8567 0.053 Uiso 1 1 calc R C2 C 0.12404(16) 0.4043(2) 0.4772(3) 0.0386(6) Uani 1 1 d . C16 C 0.67285(16) 0.6449(2) 0.7052(3) 0.0482(7) Uani 1 1 d . H16 H 0.7227 0.6710 0.6828 0.058 Uiso 1 1 calc R C4 C 0.04400(16) 0.5249(2) 0.3041(3) 0.0497(7) Uani 1 1 d . H4 H 0.0182 0.4699 0.2540 0.060 Uiso 1 1 calc R C7 C 0.11870(18) 0.6904(2) 0.4508(3) 0.0510(7) Uani 1 1 d . H7 H 0.1439 0.7461 0.4999 0.061 Uiso 1 1 calc R C17 C 0.64366(16) 0.5551(2) 0.6318(3) 0.0491(7) Uani 1 1 d . H17 H 0.6746 0.5223 0.5619 0.059 Uiso 1 1 calc R C6 C 0.06232(18) 0.7035(3) 0.3260(4) 0.0573(8) Uani 1 1 d . H6 H 0.0496 0.7683 0.2897 0.069 Uiso 1 1 calc R C5 C 0.02420(17) 0.6211(3) 0.2536(4) 0.0580(9) Uani 1 1 d . H5 H -0.0150 0.6307 0.1704 0.070 Uiso 1 1 calc R O2 O 0.88813(16) 0.64500(19) 0.9325(3) 0.0706(7) Uani 1 1 d D H1A H 0.1831(18) 0.491(3) 1.062(4) 0.067(10) Uiso 1 1 d . H1B H 0.188(2) 0.581(2) 1.175(4) 0.071(11) Uiso 1 1 d . H2A H 0.893(4) 0.658(4) 0.832(3) 0.18(3) Uiso 1 1 d D H2B H 0.875(6) 0.692(5) 0.999(9) 0.35(5) Uiso 1 1 d D loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S2 0.0371(4) 0.0260(3) 0.0361(4) 0.0005(2) -0.0069(3) -0.0020(2) S1 0.0585(5) 0.0292(4) 0.0422(4) 0.0006(3) -0.0122(3) 0.0006(3) O1 0.0805(14) 0.0518(12) 0.0422(11) 0.0006(10) -0.0184(10) -0.0231(11) N1 0.0444(14) 0.0482(15) 0.0567(16) -0.0071(13) 0.0175(13) -0.0033(12) C21 0.0334(12) 0.0266(11) 0.0232(12) 0.0027(9) -0.0050(10) 0.0013(10) C2A 0.0320(12) 0.0269(12) 0.0286(12) -0.0015(10) -0.0029(10) 0.0000(10) C19 0.0323(13) 0.0358(13) 0.0253(12) 0.0049(10) -0.0029(10) 0.0021(11) C20 0.0342(13) 0.0277(12) 0.0278(12) -0.0030(10) -0.0034(10) 0.0014(10) C12 0.0403(13) 0.0271(12) 0.0263(12) -0.0010(10) -0.0046(10) 0.0009(10) C14 0.0329(13) 0.0347(12) 0.0274(12) 0.0068(10) -0.0066(10) -0.0024(11) C1A 0.0317(12) 0.0320(12) 0.0287(12) -0.0003(10) 0.0035(10) -0.0011(10) C1 0.0408(14) 0.0299(12) 0.0370(14) 0.0016(11) -0.0035(12) -0.0048(11) C9 0.0358(13) 0.0319(13) 0.0319(13) 0.0028(10) 0.0002(11) 0.0032(10) C13 0.0450(14) 0.0298(12) 0.0320(13) -0.0009(11) -0.0046(11) -0.0060(12) C11 0.0509(16) 0.0301(13) 0.0354(13) -0.0070(11) -0.0010(12) -0.0024(12) C10 0.0506(16) 0.0342(13) 0.0366(14) -0.0072(11) 0.0076(12) 0.0054(12) C3 0.0298(12) 0.0530(16) 0.0288(13) 0.0055(12) 0.0030(10) -0.0027(12) C18 0.0401(14) 0.0434(15) 0.0344(14) -0.0001(12) -0.0003(11) 0.0042(12) C8 0.0389(14) 0.0422(14) 0.0323(14) 0.0047(11) 0.0034(12) 0.0048(12) C15 0.0407(14) 0.0473(15) 0.0436(15) 0.0104(13) -0.0039(12) -0.0103(13) C2 0.0403(14) 0.0455(15) 0.0297(13) -0.0001(11) 0.0016(11) -0.0100(12) C16 0.0362(14) 0.0578(18) 0.0510(17) 0.0134(15) 0.0069(13) -0.0052(14) C4 0.0373(14) 0.071(2) 0.0408(15) 0.0077(15) 0.0027(12) -0.0033(14) C7 0.0603(18) 0.0442(16) 0.0483(16) 0.0072(13) 0.0039(14) 0.0117(14) C17 0.0401(16) 0.0656(19) 0.0422(16) 0.0074(14) 0.0071(13) 0.0079(14) C6 0.0568(18) 0.0619(19) 0.0534(18) 0.0167(16) 0.0052(15) 0.0215(16) C5 0.0399(15) 0.090(2) 0.0432(17) 0.0195(17) 0.0002(13) 0.0203(17) O2 0.0838(17) 0.0605(14) 0.0668(16) 0.0005(13) 0.0019(14) -0.0070(13) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' H H 0.0000 0.0000 '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 C1A S2 C2A 103.89(11) C1A S1 C8 102.51(11) C9 N1 H1A 124(2) C9 N1 H1B 115(2) H1A N1 H1B 117(3) C20 C21 C2A 123.7(2) C20 C21 C12 118.0(2) C2A C21 C12 118.3(2) C9 C2A C21 121.5(2) C9 C2A S2 118.49(18) C21 C2A S2 119.78(17) C20 C19 C18 122.3(2) C20 C19 C14 119.8(2) C18 C19 C14 118.0(2) C21 C20 C19 121.9(2) C21 C20 H20 119.1 C19 C20 H20 119.1 C13 C12 C11 121.9(2) C13 C12 C21 120.1(2) C11 C12 C21 118.0(2) C13 C14 C15 122.8(2) C13 C14 C19 118.3(2) C15 C14 C19 118.8(2) C1 C1A S1 124.47(19) C1 C1A S2 118.64(19) S1 C1A S2 116.87(13) C1A C1 C2 126.0(2) C1A C1 H1 117.0 C2 C1 H1 117.0 N1 C9 C2A 123.4(2) N1 C9 C10 117.9(2) C2A C9 C10 118.6(2) C12 C13 C14 122.0(2) C12 C13 H13 119.0 C14 C13 H13 119.0 C10 C11 C12 122.0(2) C10 C11 H11 119.0 C12 C11 H11 119.0 C11 C10 C9 121.5(2) C11 C10 H10 119.2 C9 C10 H10 119.2 C8 C3 C4 117.9(2) C8 C3 C2 122.7(2) C4 C3 C2 119.4(2) C17 C18 C19 121.0(3) C17 C18 H18 119.5 C19 C18 H18 119.5 C3 C8 C7 120.7(2) C3 C8 S1 124.60(19) C7 C8 S1 114.8(2) C16 C15 C14 120.9(3) C16 C15 H15 119.6 C14 C15 H15 119.6 O1 C2 C1 119.9(2) O1 C2 C3 120.5(2) C1 C2 C3 119.6(2) C15 C16 C17 120.5(3) C15 C16 H16 119.8 C17 C16 H16 119.8 C5 C4 C3 121.1(3) C5 C4 H4 119.4 C3 C4 H4 119.4 C6 C7 C8 119.7(3) C6 C7 H7 120.1 C8 C7 H7 120.1 C18 C17 C16 120.8(3) C18 C17 H17 119.6 C16 C17 H17 119.6 C5 C6 C7 120.4(3) C5 C6 H6 119.8 C7 C6 H6 119.8 C6 C5 C4 120.1(3) C6 C5 H5 119.9 C4 C5 H5 119.9 H2A O2 H2B 122(7) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S2 C1A 1.750(2) S2 C2A 1.766(2) S1 C1A 1.717(2) S1 C8 1.749(3) O1 C2 1.249(3) N1 C9 1.361(3) N1 H1A 0.92(3) N1 H1B 0.88(4) C21 C20 1.392(3) C21 C2A 1.437(3) C21 C12 1.442(3) C2A C9 1.381(3) C19 C20 1.401(3) C19 C18 1.427(3) C19 C14 1.434(3) C20 H20 0.9300 C12 C13 1.388(3) C12 C11 1.429(3) C14 C13 1.391(3) C14 C15 1.421(3) C1A C1 1.357(3) C1 C2 1.428(3) C1 H1 0.9300 C9 C10 1.431(3) C13 H13 0.9300 C11 C10 1.339(4) C11 H11 0.9300 C10 H10 0.9300 C3 C8 1.386(4) C3 C4 1.405(4) C3 C2 1.469(4) C18 C17 1.352(4) C18 H18 0.9300 C8 C7 1.408(4) C15 C16 1.354(4) C15 H15 0.9300 C16 C17 1.410(4) C16 H16 0.9300 C4 C5 1.374(4) C4 H4 0.9300 C7 C6 1.368(4) C7 H7 0.9300 C17 H17 0.9300 C6 C5 1.379(5) C6 H6 0.9300 C5 H5 0.9300 O2 H2A 0.886(14) O2 H2B 0.879(15)