#------------------------------------------------------------------------------ #$Date: 2016-03-26 14:31:31 +0200 (Sat, 26 Mar 2016) $ #$Revision: 180266 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/11/52/7115261.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_7115261 loop_ _publ_author_name 'Li, Jing' 'Lowary, Todd L.' _publ_section_title ; Sulfonium ions as inhibitors of the mycobacterial galactofuranosyltransferase GlfT2 ; _journal_issue 8 _journal_name_full MedChemComm _journal_page_first 1130 _journal_paper_doi 10.1039/C4MD00067F _journal_volume 5 _journal_year 2014 _chemical_absolute_configuration ad _chemical_formula_moiety 'C11 H12 N4 O7 S' _chemical_formula_sum 'C11 H12 N4 O7 S' _chemical_formula_weight 344.31 _chemical_name_systematic ; ? ; _space_group_crystal_system triclinic _space_group_IT_number 1 _space_group_name_Hall 'P 1' _space_group_name_H-M_alt 'P 1' _symmetry_space_group_name_Hall 'P 1' _symmetry_space_group_name_H-M 'P 1' _atom_sites_solution_hydrogens geom _audit_creation_method 'manual editing of SHELXL-2013 template' _cell_angle_alpha 80.2127(11) _cell_angle_beta 88.9452(11) _cell_angle_gamma 84.4944(11) _cell_formula_units_Z 2 _cell_length_a 6.0562(5) _cell_length_b 8.3474(7) _cell_length_c 14.3363(12) _cell_measurement_reflns_used 5989 _cell_measurement_temperature 193(2) _cell_measurement_theta_max 27.42 _cell_measurement_theta_min 2.49 _cell_volume 710.91(10) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2013 (Sheldrick, 2013)' _computing_structure_solution 'SHELXS-97 (Sheldrick 2008)' _diffrn_ambient_temperature 193(2) _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0183 _diffrn_reflns_av_unetI/netI 0.0313 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 8438 _diffrn_reflns_point_group_measured_fraction_full 0.980 _diffrn_reflns_point_group_measured_fraction_max 0.958 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.462 _diffrn_reflns_theta_min 2.487 _exptl_absorpt_coefficient_mu 0.273 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8220 _exptl_absorpt_correction_type integration _exptl_absorpt_process_details 'SADABS 2008/1 (Sheldrick 2008)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.608 _exptl_crystal_description plate _exptl_crystal_F_000 356 _exptl_crystal_size_max 0.410 _exptl_crystal_size_mid 0.280 _exptl_crystal_size_min 0.110 _refine_diff_density_max 0.489 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.059 _refine_ls_abs_structure_details ; Flack x determined using 2810 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons and Flack (2004), Acta Cryst. A60, s61). ; _refine_ls_abs_structure_Flack 0.05(2) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 417 _refine_ls_number_reflns 6205 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 1.041 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0322 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0574P)^2^+0.0569P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0839 _refine_ls_wR_factor_ref 0.0853 _reflns_Friedel_coverage 0.936 _reflns_Friedel_fraction_full 0.963 _reflns_Friedel_fraction_max 0.926 _reflns_number_gt 5980 _reflns_number_total 6205 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL tll0801 in P1 CELL 0.71073 6.0562 8.3474 14.3363 80.2127 88.9452 84.4944 ZERR 2.00 0.0005 0.0007 0.0012 0.0011 0.0011 0.0011 LATT -1 SFAC C H N O S UNIT 22 24 8 14 2 TEMP -80 SIZE 0.41 0.28 0.11 L.S. 4 ACTA CONF EQIV $1 X, Y+1, Z+1 EQIV $2 -1+X, -1+Y, -1+Z EQIV $3 1+X, 1+Y, Z EQIV $4 -1+X, -1+Y, Z HTAB O3A O1B_$1 HTAB O3B O1A_$2 HTAB N2A O4A HTAB N2A O4B_$3 HTAB N2B O4B HTAB N2B O4A_$4 WGHT 0.057400 0.056900 FVAR 0.21640 S1A 5 0.542751 0.595380 0.800883 11.00000 0.03357 0.02517 = 0.01961 -0.00361 -0.00705 -0.00398 O1A 4 0.707212 0.693315 0.827647 11.00000 0.04573 0.04001 = 0.03221 -0.00917 -0.01096 -0.01259 O2A 4 0.522612 0.437235 0.857128 11.00000 0.04903 0.02866 = 0.03295 0.00549 -0.01099 -0.00433 O3A 4 0.380754 0.911363 0.654577 11.00000 0.06654 0.02330 = 0.02701 -0.00356 0.00723 -0.01110 AFIX 147 H3OA 2 0.349933 0.982101 0.689236 11.00000 -1.20000 AFIX 0 O4A 4 0.510874 0.857278 0.226860 11.00000 0.04510 0.05692 = 0.02569 -0.00527 -0.00037 -0.02905 O5A 4 0.421948 0.833165 0.084899 11.00000 0.05669 0.06741 = 0.01892 0.00014 0.00515 -0.03213 O6A 4 -0.157678 0.520571 0.025355 11.00000 0.06156 0.04158 = 0.02298 -0.00701 -0.00566 -0.01909 O7A 4 -0.389466 0.445347 0.137426 11.00000 0.04048 0.05828 = 0.03940 -0.00833 -0.00468 -0.02363 N1A 3 0.264214 0.651585 0.469180 11.00000 0.03532 0.03112 = 0.01566 0.00024 -0.00105 -0.00814 N2A 3 0.307596 0.711814 0.374715 11.00000 0.03364 0.03249 = 0.01660 -0.00097 0.00099 -0.01223 AFIX 43 H2NA 2 0.414357 0.775812 0.358938 11.00000 -1.20000 AFIX 0 N3A 3 0.393810 0.805409 0.170842 11.00000 0.03211 0.03395 = 0.02116 -0.00265 0.00192 -0.01180 N4A 3 -0.219592 0.507784 0.107047 11.00000 0.03895 0.02980 = 0.02554 -0.00331 -0.00819 -0.00855 C1A 1 0.580506 0.578134 0.678277 11.00000 0.03597 0.03521 = 0.02056 -0.00775 -0.00419 0.00258 AFIX 23 H1AA 2 0.697537 0.645816 0.649323 11.00000 -1.20000 H1BA 2 0.622546 0.463231 0.671234 11.00000 -1.20000 AFIX 0 C2A 1 0.354293 0.640115 0.631721 11.00000 0.03076 0.02600 = 0.01864 -0.00300 -0.00360 -0.00807 AFIX 13 H2A 2 0.255272 0.549454 0.640860 11.00000 -1.20000 AFIX 0 C3A 1 0.254912 0.777883 0.683380 11.00000 0.03250 0.02658 = 0.02040 0.00036 -0.00212 -0.00069 AFIX 13 H3A 2 0.095455 0.808411 0.665946 11.00000 -1.20000 AFIX 0 C4A 1 0.277473 0.709696 0.789545 11.00000 0.03454 0.02449 = 0.02227 -0.00181 0.00281 -0.00272 AFIX 23 H4AA 2 0.158349 0.638622 0.811200 11.00000 -1.20000 H4BA 2 0.270319 0.799316 0.827040 11.00000 -1.20000 AFIX 0 C5A 1 0.383096 0.699981 0.528064 11.00000 0.03272 0.02587 = 0.02277 -0.00315 0.00145 -0.00958 AFIX 43 H5A 2 0.490371 0.774014 0.506822 11.00000 -1.20000 AFIX 0 C6A 1 0.180731 0.669086 0.307729 11.00000 0.02767 0.02201 = 0.02071 -0.00240 -0.00120 -0.00400 C7A 1 0.217691 0.708093 0.208760 11.00000 0.02925 0.02290 = 0.01959 -0.00122 0.00222 -0.00654 C8A 1 0.088028 0.655867 0.143092 11.00000 0.03078 0.02461 = 0.01781 -0.00143 -0.00183 -0.00356 AFIX 43 H8A 2 0.118823 0.681142 0.077295 11.00000 -1.20000 AFIX 0 C9A 1 -0.085193 0.567170 0.175046 11.00000 0.03282 0.02740 = 0.02268 -0.00414 -0.00517 -0.00787 C10A 1 -0.134450 0.531274 0.271399 11.00000 0.03714 0.04089 = 0.02502 -0.00244 0.00035 -0.01763 AFIX 43 H10A 2 -0.259115 0.473457 0.291837 11.00000 -1.20000 AFIX 0 C11A 1 -0.003704 0.579116 0.336505 11.00000 0.03716 0.03952 = 0.01815 -0.00150 0.00305 -0.01542 AFIX 43 H11A 2 -0.036723 0.551763 0.401991 11.00000 -1.20000 AFIX 0 S1B 5 0.072290 0.206421 -0.186342 11.00000 0.02967 0.02451 = 0.01823 -0.00277 0.00273 -0.00678 O1B 4 0.266695 0.109928 -0.212726 11.00000 0.03588 0.03792 = 0.03746 -0.01296 0.00441 -0.00509 O2B 4 0.031059 0.370192 -0.236464 11.00000 0.04180 0.02920 = 0.03490 0.00432 -0.00020 -0.00927 O3B 4 -0.083878 -0.119611 -0.055122 11.00000 0.04116 0.02096 = 0.03012 -0.00269 -0.00878 -0.00605 AFIX 147 H3OB 2 -0.131316 -0.194827 -0.079028 11.00000 -1.20000 AFIX 0 O4B 4 -0.259959 -0.073370 0.377620 11.00000 0.04285 0.05959 = 0.02623 -0.00208 0.00049 -0.02881 O5B 4 -0.160237 -0.054138 0.518540 11.00000 0.05174 0.06912 = 0.02003 0.00272 0.00400 -0.03175 O6B 4 0.419304 0.263736 0.574109 11.00000 0.06263 0.03931 = 0.02688 -0.00709 -0.00027 -0.01994 O7B 4 0.647904 0.337012 0.460458 11.00000 0.04191 0.06170 = 0.04088 -0.00956 0.00015 -0.02527 N1B 3 -0.018980 0.122375 0.132790 11.00000 0.03390 0.03024 = 0.01751 -0.00140 0.00290 -0.00719 N2B 3 -0.060001 0.070258 0.228179 11.00000 0.03344 0.03149 = 0.01715 -0.00070 0.00214 -0.01073 AFIX 43 H2NB 2 -0.169666 0.009836 0.245869 11.00000 -1.20000 AFIX 0 N3B 3 -0.138250 -0.023135 0.432659 11.00000 0.02939 0.03624 = 0.02087 0.00069 0.00213 -0.00956 N4B 3 0.478263 0.276087 0.491507 11.00000 0.03883 0.03016 = 0.02670 -0.00395 -0.00229 -0.00952 C1B 1 0.077830 0.202213 -0.061022 11.00000 0.03245 0.03277 = 0.01810 -0.00609 0.00202 -0.01326 AFIX 23 H1AB 2 0.195818 0.120536 -0.030857 11.00000 -1.20000 H1BB 2 0.103282 0.310674 -0.046380 11.00000 -1.20000 AFIX 0 C2B 1 -0.150833 0.155057 -0.027375 11.00000 0.02789 0.02334 = 0.01849 -0.00082 0.00107 -0.00531 AFIX 13 H2B 2 -0.257640 0.254728 -0.043182 11.00000 -1.20000 AFIX 0 C3B 1 -0.217623 0.028435 -0.085536 11.00000 0.02561 0.02583 = 0.02351 -0.00079 -0.00147 -0.00799 AFIX 13 H3B 2 -0.378365 0.011817 -0.076063 11.00000 -1.20000 AFIX 0 C4B 1 -0.171712 0.100089 -0.189131 11.00000 0.03058 0.02898 = 0.02060 -0.00500 -0.00235 -0.00955 AFIX 23 H4AB 2 -0.298706 0.176215 -0.216296 11.00000 -1.20000 H4BB 2 -0.145152 0.012182 -0.227597 11.00000 -1.20000 AFIX 0 C5B 1 -0.165705 0.097089 0.076861 11.00000 0.03004 0.02757 = 0.02031 -0.00033 0.00308 -0.00878 AFIX 43 H5B 2 -0.288059 0.040016 0.101607 11.00000 -1.20000 AFIX 0 C6B 1 0.069908 0.113168 0.293442 11.00000 0.02808 0.02254 = 0.02126 -0.00239 0.00184 -0.00387 C7B 1 0.036075 0.074931 0.393095 11.00000 0.02786 0.02345 = 0.02217 -0.00132 0.00246 -0.00575 C8B 1 0.166905 0.129293 0.457717 11.00000 0.03056 0.02579 = 0.01943 -0.00057 0.00057 -0.00367 AFIX 43 H8B 2 0.137160 0.105591 0.523667 11.00000 -1.20000 AFIX 0 C9B 1 0.339974 0.217917 0.424386 11.00000 0.03175 0.02716 = 0.02541 -0.00419 -0.00201 -0.00717 C10B 1 0.385671 0.251693 0.327596 11.00000 0.03853 0.04165 = 0.02674 -0.00438 0.00589 -0.01863 AFIX 43 H10B 2 0.509704 0.309386 0.305951 11.00000 -1.20000 AFIX 0 C11B 1 0.253915 0.202608 0.264035 11.00000 0.03677 0.03508 = 0.02243 -0.00127 0.00503 -0.01258 AFIX 43 H11B 2 0.285918 0.228863 0.198394 11.00000 -1.20000 AFIX 0 HKLF 4 REM tll0801 in P1 REM R1 = 0.0322 for 5980 Fo > 4sig(Fo) and 0.0338 for all 6205 data REM 417 parameters refined using 3 restraints END WGHT 0.0572 0.0520 REM Highest difference peak 0.489, deepest hole -0.216, 1-sigma level 0.059 Q1 1 0.4162 0.6611 0.8014 11.00000 0.05 0.49 Q2 1 0.1924 0.1433 -0.1852 11.00000 0.05 0.34 Q3 1 0.4570 0.6142 0.6595 11.00000 0.05 0.30 Q4 1 0.0877 0.6433 0.3228 11.00000 0.05 0.29 Q5 1 0.3166 0.7062 0.6606 11.00000 0.05 0.29 Q6 1 0.0732 0.2010 -0.1245 11.00000 0.05 0.27 Q7 1 -0.1624 0.5348 0.1460 11.00000 0.05 0.27 Q8 1 -0.1806 0.1035 -0.0574 11.00000 0.05 0.27 Q9 1 -0.0023 0.0925 0.2613 11.00000 0.05 0.26 Q10 1 0.5446 0.5921 0.7420 11.00000 0.05 0.26 Q11 1 0.1438 0.1590 0.2783 11.00000 0.05 0.26 Q12 1 0.5385 0.7021 0.8183 11.00000 0.05 0.26 Q13 1 -0.0410 0.1582 -0.1975 11.00000 0.05 0.26 Q14 1 -0.0134 0.6127 0.1615 11.00000 0.05 0.25 Q15 1 0.0165 0.3145 -0.1840 11.00000 0.05 0.25 Q16 1 -0.1466 0.1318 0.0208 11.00000 0.05 0.24 Q17 1 0.1045 0.0906 0.4207 11.00000 0.05 0.24 Q18 1 0.4116 0.2375 0.4575 11.00000 0.05 0.24 Q19 1 0.0470 0.1094 0.3478 11.00000 0.05 0.24 Q20 1 0.6643 0.6276 0.8269 11.00000 0.05 0.23 ; _cod_data_source_file c4md00067f2.cif _cod_data_source_block compound29 _cod_database_code 7115261 #BEGIN Tags that were not found in dictionaries: _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_estimated_absorpt_t_min 0.896 _shelx_estimated_absorpt_t_max 0.971 _shelxl_version_number 2013-4 _shelx_res_checksum 7702 #END Tags that were not found in dictionaries loop_ _space_group_symop_operation_xyz 'x, y, 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 _atom_site_refinement_flags_adp S1A S 0.54275(10) 0.59538(7) 0.80088(4) 0.02597(15) Uani 1 1 d . . O1A O 0.7072(4) 0.6933(3) 0.82765(16) 0.0383(5) Uani 1 1 d . . O2A O 0.5226(4) 0.4372(3) 0.85713(16) 0.0380(5) Uani 1 1 d . . O3A O 0.3808(4) 0.9114(3) 0.65458(15) 0.0387(5) Uani 1 1 d . . H3OA H 0.3499 0.9821 0.6892 0.046 Uiso 1 1 calc R U O4A O 0.5109(4) 0.8573(3) 0.22686(15) 0.0412(6) Uani 1 1 d . . O5A O 0.4219(4) 0.8332(3) 0.08490(15) 0.0469(6) Uani 1 1 d . . O6A O -0.1577(4) 0.5206(3) 0.02535(15) 0.0409(5) Uani 1 1 d . . O7A O -0.3895(4) 0.4453(3) 0.13743(17) 0.0447(6) Uani 1 1 d . . N1A N 0.2642(4) 0.6516(3) 0.46918(15) 0.0275(5) Uani 1 1 d . . N2A N 0.3076(4) 0.7118(3) 0.37472(15) 0.0274(5) Uani 1 1 d . . H2NA H 0.4144 0.7758 0.3589 0.033 Uiso 1 1 calc R U N3A N 0.3938(4) 0.8054(3) 0.17084(16) 0.0288(5) Uani 1 1 d . . N4A N -0.2196(4) 0.5078(3) 0.10705(17) 0.0311(5) Uani 1 1 d . . C1A C 0.5805(5) 0.5781(4) 0.67828(19) 0.0306(6) Uani 1 1 d . . H1AA H 0.6975 0.6458 0.6493 0.037 Uiso 1 1 calc R U H1BA H 0.6225 0.4632 0.6712 0.037 Uiso 1 1 calc R U C2A C 0.3543(4) 0.6401(3) 0.63172(17) 0.0248(5) Uani 1 1 d . . H2A H 0.2553 0.5495 0.6409 0.030 Uiso 1 1 calc R U C3A C 0.2549(5) 0.7779(3) 0.68338(18) 0.0271(5) Uani 1 1 d . . H3A H 0.0955 0.8084 0.6659 0.033 Uiso 1 1 calc R U C4A C 0.2775(5) 0.7097(3) 0.78955(19) 0.0274(5) Uani 1 1 d . . H4AA H 0.1583 0.6386 0.8112 0.033 Uiso 1 1 calc R U H4BA H 0.2703 0.7993 0.8270 0.033 Uiso 1 1 calc R U C5A C 0.3831(5) 0.7000(3) 0.52806(19) 0.0268(5) Uani 1 1 d . . H5A H 0.4904 0.7740 0.5068 0.032 Uiso 1 1 calc R U C6A C 0.1807(4) 0.6691(3) 0.30773(18) 0.0235(5) Uani 1 1 d . . C7A C 0.2177(4) 0.7081(3) 0.20876(18) 0.0240(5) Uani 1 1 d . . C8A C 0.0880(4) 0.6559(3) 0.14309(18) 0.0246(5) Uani 1 1 d . . H8A H 0.1188 0.6811 0.0773 0.029 Uiso 1 1 calc R U C9A C -0.0852(5) 0.5672(3) 0.17505(19) 0.0272(5) Uani 1 1 d . . C10A C -0.1344(5) 0.5313(4) 0.2714(2) 0.0338(6) Uani 1 1 d . . H10A H -0.2591 0.4735 0.2918 0.041 Uiso 1 1 calc R U C11A C -0.0037(5) 0.5791(4) 0.33650(19) 0.0313(6) Uani 1 1 d . . H11A H -0.0367 0.5518 0.4020 0.038 Uiso 1 1 calc R U S1B S 0.07229(10) 0.20642(7) -0.18634(4) 0.02399(14) Uani 1 1 d . . O1B O 0.2667(4) 0.1099(3) -0.21273(16) 0.0363(5) Uani 1 1 d . . O2B O 0.0311(4) 0.3702(3) -0.23646(16) 0.0360(5) Uani 1 1 d . . O3B O -0.0839(3) -0.1196(2) -0.05512(14) 0.0306(4) Uani 1 1 d . . H3OB H -0.1313 -0.1948 -0.0790 0.037 Uiso 1 1 calc R U O4B O -0.2600(4) -0.0734(3) 0.37762(15) 0.0419(6) Uani 1 1 d . . O5B O -0.1602(4) -0.0541(3) 0.51854(15) 0.0465(6) Uani 1 1 d . . O6B O 0.4193(4) 0.2637(3) 0.57411(15) 0.0418(5) Uani 1 1 d . . O7B O 0.6479(4) 0.3370(3) 0.46046(17) 0.0467(6) Uani 1 1 d . . N1B N -0.0190(4) 0.1224(3) 0.13279(15) 0.0273(5) Uani 1 1 d . . N2B N -0.0600(4) 0.0703(3) 0.22818(15) 0.0273(5) Uani 1 1 d . . H2NB H -0.1697 0.0098 0.2459 0.033 Uiso 1 1 calc R U N3B N -0.1383(4) -0.0231(3) 0.43266(16) 0.0291(5) Uani 1 1 d . . N4B N 0.4783(4) 0.2761(3) 0.49151(17) 0.0316(5) Uani 1 1 d . . C1B C 0.0778(5) 0.2022(4) -0.06102(18) 0.0269(5) Uani 1 1 d . . H1AB H 0.1958 0.1205 -0.0309 0.032 Uiso 1 1 calc R U H1BB H 0.1033 0.3107 -0.0464 0.032 Uiso 1 1 calc R U C2B C -0.1508(4) 0.1551(3) -0.02738(17) 0.0234(5) Uani 1 1 d . . H2B H -0.2576 0.2547 -0.0432 0.028 Uiso 1 1 calc R U C3B C -0.2176(4) 0.0284(3) -0.08554(18) 0.0250(5) Uani 1 1 d . . H3B H -0.3784 0.0118 -0.0761 0.030 Uiso 1 1 calc R U C4B C -0.1717(5) 0.1001(3) -0.18913(19) 0.0262(5) Uani 1 1 d . . H4AB H -0.2987 0.1762 -0.2163 0.031 Uiso 1 1 calc R U H4BB H -0.1452 0.0122 -0.2276 0.031 Uiso 1 1 calc R U C5B C -0.1657(4) 0.0971(3) 0.07686(18) 0.0261(5) Uani 1 1 d . . H5B H -0.2881 0.0400 0.1016 0.031 Uiso 1 1 calc R U C6B C 0.0699(4) 0.1132(3) 0.29344(18) 0.0240(5) Uani 1 1 d . . C7B C 0.0361(4) 0.0749(3) 0.39310(18) 0.0246(5) Uani 1 1 d . . C8B C 0.1669(5) 0.1293(3) 0.45772(18) 0.0256(5) Uani 1 1 d . . H8B H 0.1372 0.1056 0.5237 0.031 Uiso 1 1 calc R U C9B C 0.3400(5) 0.2179(3) 0.4244(2) 0.0278(5) Uani 1 1 d . . C10B C 0.3857(5) 0.2517(4) 0.3276(2) 0.0349(6) Uani 1 1 d . . H10B H 0.5097 0.3094 0.3060 0.042 Uiso 1 1 calc R U C11B C 0.2539(5) 0.2026(4) 0.2640(2) 0.0313(6) Uani 1 1 d . . H11B H 0.2859 0.2289 0.1984 0.038 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 S1A 0.0336(3) 0.0252(3) 0.0196(3) -0.0036(2) -0.0071(2) -0.0040(2) O1A 0.0457(13) 0.0400(12) 0.0322(11) -0.0092(9) -0.0110(9) -0.0126(10) O2A 0.0490(13) 0.0287(11) 0.0330(11) 0.0055(8) -0.0110(9) -0.0043(9) O3A 0.0665(15) 0.0233(10) 0.0270(10) -0.0036(8) 0.0072(9) -0.0111(9) O4A 0.0451(12) 0.0569(15) 0.0257(10) -0.0053(10) -0.0004(9) -0.0291(11) O5A 0.0567(14) 0.0674(16) 0.0189(10) 0.0001(10) 0.0052(9) -0.0321(13) O6A 0.0616(15) 0.0416(12) 0.0230(10) -0.0070(9) -0.0057(9) -0.0191(11) O7A 0.0405(12) 0.0583(15) 0.0394(12) -0.0083(11) -0.0047(10) -0.0236(11) N1A 0.0353(12) 0.0311(12) 0.0157(10) 0.0002(8) -0.0010(8) -0.0081(9) N2A 0.0336(12) 0.0325(12) 0.0166(10) -0.0010(9) 0.0010(9) -0.0122(9) N3A 0.0321(12) 0.0339(13) 0.0212(11) -0.0027(9) 0.0019(9) -0.0118(10) N4A 0.0389(13) 0.0298(12) 0.0255(12) -0.0033(9) -0.0082(10) -0.0086(10) C1A 0.0360(15) 0.0352(15) 0.0206(13) -0.0077(11) -0.0042(10) 0.0026(11) C2A 0.0308(13) 0.0260(13) 0.0186(12) -0.0030(9) -0.0036(10) -0.0081(10) C3A 0.0325(13) 0.0266(13) 0.0204(12) 0.0004(10) -0.0021(9) -0.0007(10) C4A 0.0345(14) 0.0245(13) 0.0223(13) -0.0018(9) 0.0028(10) -0.0027(10) C5A 0.0327(13) 0.0259(13) 0.0228(12) -0.0031(10) 0.0015(10) -0.0096(10) C6A 0.0277(12) 0.0220(12) 0.0207(12) -0.0024(9) -0.0012(9) -0.0040(9) C7A 0.0292(13) 0.0229(12) 0.0196(12) -0.0012(9) 0.0022(9) -0.0065(10) C8A 0.0308(13) 0.0246(13) 0.0178(11) -0.0014(9) -0.0018(10) -0.0036(10) C9A 0.0328(14) 0.0274(13) 0.0227(13) -0.0041(10) -0.0052(10) -0.0079(11) C10A 0.0371(15) 0.0409(16) 0.0250(13) -0.0024(11) 0.0004(11) -0.0176(12) C11A 0.0372(14) 0.0395(15) 0.0181(12) -0.0015(11) 0.0031(10) -0.0154(12) S1B 0.0297(3) 0.0245(3) 0.0182(3) -0.0028(2) 0.0027(2) -0.0068(2) O1B 0.0359(11) 0.0379(11) 0.0375(12) -0.0130(9) 0.0044(9) -0.0051(9) O2B 0.0418(12) 0.0292(11) 0.0349(11) 0.0043(8) -0.0002(9) -0.0093(9) O3B 0.0412(11) 0.0210(9) 0.0301(10) -0.0027(7) -0.0088(8) -0.0060(8) O4B 0.0428(12) 0.0596(15) 0.0262(11) -0.0021(10) 0.0005(9) -0.0288(11) O5B 0.0517(13) 0.0691(16) 0.0200(10) 0.0027(10) 0.0040(9) -0.0317(12) O6B 0.0626(15) 0.0393(12) 0.0269(11) -0.0071(9) -0.0003(10) -0.0199(10) O7B 0.0419(13) 0.0617(16) 0.0409(13) -0.0096(12) 0.0002(10) -0.0253(12) N1B 0.0339(12) 0.0302(12) 0.0175(11) -0.0014(9) 0.0029(8) -0.0072(9) N2B 0.0334(12) 0.0315(12) 0.0171(11) -0.0007(9) 0.0021(8) -0.0107(9) N3B 0.0294(11) 0.0362(13) 0.0209(10) 0.0007(9) 0.0021(8) -0.0096(9) N4B 0.0388(13) 0.0302(12) 0.0267(12) -0.0039(9) -0.0023(10) -0.0095(10) C1B 0.0325(13) 0.0328(14) 0.0181(12) -0.0061(10) 0.0020(10) -0.0133(11) C2B 0.0279(13) 0.0233(12) 0.0185(11) -0.0008(9) 0.0011(9) -0.0053(9) C3B 0.0256(12) 0.0258(12) 0.0235(12) -0.0008(9) -0.0015(9) -0.0080(9) C4B 0.0306(13) 0.0290(13) 0.0206(12) -0.0050(10) -0.0024(10) -0.0096(10) C5B 0.0300(13) 0.0276(13) 0.0203(12) -0.0003(9) 0.0031(9) -0.0088(10) C6B 0.0281(13) 0.0225(12) 0.0213(12) -0.0024(9) 0.0018(9) -0.0039(9) C7B 0.0279(12) 0.0235(13) 0.0222(12) -0.0013(9) 0.0025(9) -0.0058(10) C8B 0.0306(13) 0.0258(13) 0.0194(12) -0.0006(9) 0.0006(9) -0.0037(10) C9B 0.0317(13) 0.0272(13) 0.0254(13) -0.0042(10) -0.0020(10) -0.0072(11) C10B 0.0385(15) 0.0416(17) 0.0267(14) -0.0044(12) 0.0059(11) -0.0186(13) C11B 0.0368(15) 0.0351(15) 0.0224(13) -0.0013(11) 0.0050(11) -0.0126(12) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 O2A S1A O1A 118.35(13) O2A S1A C4A 109.54(14) O1A S1A C4A 110.27(14) O2A S1A C1A 110.37(14) O1A S1A C1A 109.00(14) C4A S1A C1A 97.28(13) C5A N1A N2A 115.0(2) C6A N2A N1A 118.1(2) O5A N3A O4A 122.6(2) O5A N3A C7A 119.0(2) O4A N3A C7A 118.4(2) O6A N4A O7A 124.2(2) O6A N4A C9A 118.7(2) O7A N4A C9A 117.1(2) C2A C1A S1A 105.07(19) C5A C2A C1A 110.4(2) C5A C2A C3A 111.6(2) C1A C2A C3A 106.3(2) O3A C3A C4A 112.7(2) O3A C3A C2A 106.3(2) C4A C3A C2A 105.9(2) C3A C4A S1A 104.65(18) N1A C5A C2A 119.6(2) N2A C6A C7A 124.6(2) N2A C6A C11A 119.0(2) C7A C6A C11A 116.4(2) C8A C7A C6A 122.3(2) C8A C7A N3A 116.2(2) C6A C7A N3A 121.4(2) C9A C8A C7A 118.7(2) C8A C9A C10A 121.3(2) C8A C9A N4A 119.3(2) C10A C9A N4A 119.4(2) C11A C10A C9A 120.2(3) C10A C11A C6A 121.1(3) O2B S1B O1B 117.43(13) O2B S1B C1B 111.20(14) O1B S1B C1B 108.56(14) O2B S1B C4B 109.69(13) O1B S1B C4B 110.83(13) C1B S1B C4B 97.27(12) C5B N1B N2B 115.3(2) C6B N2B N1B 119.3(2) O5B N3B O4B 122.3(2) O5B N3B C7B 119.3(2) O4B N3B C7B 118.4(2) O6B N4B O7B 123.9(3) O6B N4B C9B 118.8(2) O7B N4B C9B 117.3(2) C2B C1B S1B 104.18(18) C5B C2B C1B 114.0(2) C5B C2B C3B 112.5(2) C1B C2B C3B 107.8(2) O3B C3B C4B 111.9(2) O3B C3B C2B 107.6(2) C4B C3B C2B 105.5(2) C3B C4B S1B 105.34(18) N1B C5B C2B 121.4(2) N2B C6B C11B 119.8(2) N2B C6B C7B 124.3(2) C11B C6B C7B 115.9(2) C8B C7B C6B 122.4(2) C8B C7B N3B 116.1(2) C6B C7B N3B 121.5(2) C9B C8B C7B 118.7(2) C8B C9B C10B 120.9(3) C8B C9B N4B 119.2(2) C10B C9B N4B 119.9(2) C11B C10B C9B 120.5(3) C10B C11B C6B 121.6(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1A O2A 1.440(2) S1A O1A 1.444(2) S1A C4A 1.783(3) S1A C1A 1.797(3) O3A C3A 1.410(3) O4A N3A 1.238(3) O5A N3A 1.226(3) O6A N4A 1.214(3) O7A N4A 1.237(3) N1A C5A 1.260(4) N1A N2A 1.392(3) N2A C6A 1.355(3) N3A C7A 1.445(3) N4A C9A 1.459(3) C1A C2A 1.540(4) C2A C5A 1.498(3) C2A C3A 1.541(4) C3A C4A 1.535(4) C6A C7A 1.419(3) C6A C11A 1.421(4) C7A C8A 1.388(4) C8A C9A 1.369(4) C9A C10A 1.396(4) C10A C11A 1.368(4) S1B O2B 1.433(2) S1B O1B 1.443(2) S1B C1B 1.792(3) S1B C4B 1.800(3) O3B C3B 1.418(3) O4B N3B 1.239(3) O5B N3B 1.222(3) O6B N4B 1.221(3) O7B N4B 1.232(3) N1B C5B 1.264(4) N1B N2B 1.388(3) N2B C6B 1.348(4) N3B C7B 1.446(3) N4B C9B 1.459(4) C1B C2B 1.523(4) C2B C5B 1.494(3) C2B C3B 1.540(4) C3B C4B 1.535(4) C6B C11B 1.419(4) C6B C7B 1.425(3) C7B C8B 1.390(4) C8B C9B 1.373(4) C9B C10B 1.396(4) C10B C11B 1.361(4) loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3A H3OA O1B 0.84 1.94 2.765(3) 169.0 1_566 O3B H3OB O1A 0.84 2.07 2.866(3) 159.1 1_444 N2A H2NA O4A 0.88 2.00 2.607(3) 125.4 . N2A H2NA O4B 0.88 2.48 3.318(3) 158.9 1_665 N2B H2NB O4B 0.88 1.98 2.608(3) 126.8 . N2B H2NB O4A 0.88 2.46 3.289(3) 157.2 1_445 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 C5A N1A N2A C6A -177.8(2) O2A S1A C1A C2A 104.0(2) O1A S1A C1A C2A -124.5(2) C4A S1A C1A C2A -10.1(2) S1A C1A C2A C5A 155.72(19) S1A C1A C2A C3A 34.5(3) C5A C2A C3A O3A -48.9(3) C1A C2A C3A O3A 71.5(3) C5A C2A C3A C4A -169.1(2) C1A C2A C3A C4A -48.7(3) O3A C3A C4A S1A -76.3(2) C2A C3A C4A S1A 39.6(2) O2A S1A C4A C3A -131.80(19) O1A S1A C4A C3A 96.3(2) C1A S1A C4A C3A -17.1(2) N2A N1A C5A C2A -178.7(2) C1A C2A C5A N1A 130.5(3) C3A C2A C5A N1A -111.5(3) N1A N2A C6A C7A -173.9(2) N1A N2A C6A C11A 6.2(4) N2A C6A C7A C8A 177.4(2) C11A C6A C7A C8A -2.7(4) N2A C6A C7A N3A -2.7(4) C11A C6A C7A N3A 177.2(3) O5A N3A C7A C8A -1.5(4) O4A N3A C7A C8A 178.6(2) O5A N3A C7A C6A 178.6(3) O4A N3A C7A C6A -1.3(4) C6A C7A C8A C9A 1.7(4) N3A C7A C8A C9A -178.2(2) C7A C8A C9A C10A 1.0(4) C7A C8A C9A N4A -178.4(2) O6A N4A C9A C8A 9.2(4) O7A N4A C9A C8A -171.6(3) O6A N4A C9A C10A -170.2(3) O7A N4A C9A C10A 8.9(4) C8A C9A C10A C11A -2.6(5) N4A C9A C10A C11A 176.8(3) C9A C10A C11A C6A 1.5(5) N2A C6A C11A C10A -179.0(3) C7A C6A C11A C10A 1.1(4) C5B N1B N2B C6B -170.4(2) O2B S1B C1B C2B 100.0(2) O1B S1B C1B C2B -129.39(19) C4B S1B C1B C2B -14.5(2) S1B C1B C2B C5B 163.32(19) S1B C1B C2B C3B 37.7(2) C5B C2B C3B O3B -55.1(3) C1B C2B C3B O3B 71.4(3) C5B C2B C3B C4B -174.7(2) C1B C2B C3B C4B -48.2(3) O3B C3B C4B S1B -81.6(2) C2B C3B C4B S1B 35.2(2) O2B S1B C4B C3B -127.88(19) O1B S1B C4B C3B 100.8(2) C1B S1B C4B C3B -12.2(2) N2B N1B C5B C2B 176.5(2) C1B C2B C5B N1B 15.8(4) C3B C2B C5B N1B 138.9(3) N1B N2B C6B C11B -3.6(4) N1B N2B C6B C7B 176.3(2) N2B C6B C7B C8B -176.4(3) C11B C6B C7B C8B 3.5(4) N2B C6B C7B N3B 3.5(4) C11B C6B C7B N3B -176.7(2) O5B N3B C7B C8B -0.7(4) O4B N3B C7B C8B 179.5(3) O5B N3B C7B C6B 179.4(3) O4B N3B C7B C6B -0.3(4) C6B C7B C8B C9B -2.5(4) N3B C7B C8B C9B 177.7(2) C7B C8B C9B C10B -0.6(4) C7B C8B C9B N4B 179.8(2) O6B N4B C9B C8B -9.7(4) O7B N4B C9B C8B 171.1(3) O6B N4B C9B C10B 170.7(3) O7B N4B C9B C10B -8.5(4) C8B C9B C10B C11B 2.5(5) N4B C9B C10B C11B -177.9(3) C9B C10B C11B C6B -1.4(5) N2B C6B C11B C10B 178.3(3) C7B C6B C11B C10B -1.5(4)