#------------------------------------------------------------------------------ #$Date: 2020-10-06 11:55:17 +0300 (Tue, 06 Oct 2020) $ #$Revision: 257546 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/53/7705333.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_7705333 loop_ _publ_author_name 'Begum, Imtiaz' 'Kalisch, Tim' 'Schnakenburg, Gregor' 'Kelemen, Zsolt' 'Nyul\'aszi, L\'aszl\'o' 'Streubel, Rainer' _publ_section_title ; [4 + 2]-Cycloadditions of a thiazol-based tricyclic 1,4-diphosphinine and a new easy 1,4-diphosphinine protection deprotection strategy. ; _journal_issue 36 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12776 _journal_page_last 12779 _journal_paper_doi 10.1039/d0dt02529a _journal_volume 49 _journal_year 2020 _chemical_formula_moiety 'C18 H20 N2 O4 P2 S4' _chemical_formula_sum 'C18 H20 N2 O4 P2 S4' _chemical_formula_weight 518.54 _chemical_name_systematic IB-282 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2017-07-03 _audit_creation_method ; Olex2 1.2 (compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292) ; _audit_update_record ; 2019-07-18 deposited with the CCDC. 2020-08-28 downloaded from the CCDC. ; _cell_angle_alpha 77.826(3) _cell_angle_beta 75.301(3) _cell_angle_gamma 89.011(3) _cell_formula_units_Z 2 _cell_length_a 10.1125(6) _cell_length_b 10.1260(6) _cell_length_c 11.9070(7) _cell_measurement_reflns_used 7410 _cell_measurement_temperature 100 _cell_measurement_theta_max 30.11 _cell_measurement_theta_min 2.38 _cell_volume 1151.99(12) _computing_cell_refinement 'SAINT v8.34A (Bruker, 2013)' _computing_data_reduction 'SAINT v8.34A (Bruker, 2013)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XS (Sheldrick, 2008)' _diffrn_ambient_temperature 100 _diffrn_detector_area_resol_mean 8 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Bruker X8-KappaApexII' _diffrn_measurement_method 'fine slicing \w and \f scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0723 _diffrn_reflns_av_unetI/netI 0.0597 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 29215 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.000 _diffrn_reflns_theta_min 2.084 _diffrn_source 'sealed tube' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.579 _exptl_absorpt_correction_T_max 0.7460 _exptl_absorpt_correction_T_min 0.6499 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1266 before and 0.0704 after correction. The Ratio of minimum to maximum transmission is 0.8712. The \l/2 correction factor is 0.00150.' _exptl_crystal_colour 'clear yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.495 _exptl_crystal_description plate _exptl_crystal_F_000 536 _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _refine_diff_density_max 0.537 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.100 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 275 _refine_ls_number_reflns 5556 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.061 _refine_ls_R_factor_all 0.0710 _refine_ls_R_factor_gt 0.0515 _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^)+(0.0225P)^2^+2.7851P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1003 _refine_ls_wR_factor_ref 0.1105 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4440 _reflns_number_total 5556 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02529a2.cif _cod_data_source_block 5246f _cod_depositor_comments 'Adding full bibliography for 7705332--7705333.cif.' _cod_database_code 7705333 _shelx_shelxl_version_number 2014/7 _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_max 0.955 _shelx_estimated_absorpt_t_min 0.873 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C4(H4A,H4B), C5(H5A,H5B), C10(H10A,H10B), C11(H11A,H11B) 2.b Idealised Me refined as rotating group: C6(H6A,H6B,H6C), C12(H12A,H12B,H12C), C16(H16A,H16B,H16C), C18(H18A,H18B,H18C) ; _shelx_res_file ; 5246f.res created by SHELXL-2014/7 TITL 5246f in P-1 #2 REM reset to P-1 #2 CELL 0.71073 10.1125 10.126 11.907 77.8259 75.3009 89.0105 ZERR 2 0.0006 0.0006 0.0007 0.0032 0.0032 0.0032 LATT 1 SFAC C H N O P S UNIT 36 40 4 8 4 8 L.S. 4 0 0 PLAN 2 SIZE 0.08 0.14 0.24 TEMP -173.15 BOND fmap 2 53 ACTA OMIT -2 56 OMIT 0 0 1 OMIT 2 -1 1 OMIT 0 1 0 REM REM REM WGHT 0.022500 2.785100 FVAR 0.23243 S1 6 0.770630 0.414965 0.461103 11.00000 0.01455 0.01215 = 0.01711 -0.00190 -0.00520 0.00042 S2 6 1.047032 0.293940 0.423727 11.00000 0.02050 0.01551 = 0.02439 -0.00722 -0.01106 0.00645 S3 6 0.829878 1.007628 0.446977 11.00000 0.01661 0.01269 = 0.02154 -0.00649 -0.00792 0.00134 S4 6 0.631808 1.066185 0.664048 11.00000 0.02876 0.02140 = 0.02274 -0.01320 -0.01101 0.00795 P1 5 0.901834 0.819539 0.260538 11.00000 0.01240 0.01269 = 0.01534 -0.00265 -0.00299 -0.00049 P2 5 0.598242 0.675393 0.402145 11.00000 0.01153 0.01233 = 0.01280 -0.00309 -0.00279 0.00012 O1 4 0.817339 0.800029 -0.019630 11.00000 0.03290 0.01529 = 0.01284 -0.00179 -0.00235 -0.00008 O2 4 0.830899 1.004060 0.025176 11.00000 0.02849 0.01446 = 0.02086 -0.00040 -0.00537 -0.00093 O3 4 0.535417 0.838832 0.086716 11.00000 0.02375 0.01651 = 0.01677 -0.00170 -0.01143 0.00116 O4 4 0.452720 0.641601 0.211927 11.00000 0.02242 0.01764 = 0.02390 -0.00155 -0.01025 -0.00443 N1 3 0.985717 0.550666 0.333516 11.00000 0.01311 0.01458 = 0.01384 -0.00560 -0.00380 0.00406 N2 3 0.603978 0.874319 0.541011 11.00000 0.01615 0.01178 = 0.01491 -0.00314 -0.00571 0.00244 C1 1 0.879617 0.638204 0.332341 11.00000 0.01289 0.01500 = 0.01489 -0.00549 -0.00400 0.00016 C2 1 0.946790 0.423252 0.399874 11.00000 0.01707 0.01266 = 0.01590 -0.00627 -0.00599 0.00175 C3 1 0.755469 0.582335 0.394046 11.00000 0.01405 0.01416 = 0.01373 -0.00460 -0.00380 -0.00016 C4 1 1.129048 0.585345 0.264788 11.00000 0.01031 0.02006 = 0.02203 -0.00677 -0.00355 0.00129 AFIX 23 H4A 2 1.191623 0.536533 0.309696 11.00000 -1.20000 H4B 2 1.147693 0.683545 0.253656 11.00000 -1.20000 AFIX 0 C5 1 1.156180 0.547594 0.143400 11.00000 0.01762 0.02229 = 0.02127 -0.00788 -0.00122 0.00093 AFIX 23 H5A 2 1.255044 0.562161 0.103807 11.00000 -1.20000 H5B 2 1.133114 0.450133 0.155481 11.00000 -1.20000 AFIX 0 C6 1 1.075526 0.627752 0.061581 11.00000 0.02661 0.02495 = 0.01842 -0.00778 -0.00195 -0.00158 AFIX 137 H6A 2 1.099758 0.600118 -0.014941 11.00000 -1.50000 H6B 2 1.097571 0.724490 0.048999 11.00000 -1.50000 H6C 2 0.977356 0.610220 0.098044 11.00000 -1.50000 AFIX 0 C7 1 0.790885 0.877976 0.384930 11.00000 0.01549 0.01044 = 0.01759 -0.00260 -0.00601 0.00155 C8 1 0.677491 0.978437 0.557153 11.00000 0.01838 0.01509 = 0.02033 -0.00509 -0.01140 0.00673 C9 1 0.667144 0.819339 0.445172 11.00000 0.01629 0.01290 = 0.01350 -0.00409 -0.00597 0.00396 C10 1 0.474481 0.818125 0.625861 11.00000 0.01533 0.02015 = 0.01472 -0.00495 -0.00299 0.00338 AFIX 23 H10A 2 0.412857 0.789143 0.582183 11.00000 -1.20000 H10B 2 0.429029 0.889174 0.666058 11.00000 -1.20000 AFIX 0 C11 1 0.498489 0.698255 0.718504 11.00000 0.02251 0.02521 = 0.01534 -0.00315 -0.00222 0.00173 AFIX 23 H11A 2 0.562341 0.726115 0.760724 11.00000 -1.20000 H11B 2 0.540585 0.625488 0.678922 11.00000 -1.20000 AFIX 0 C12 1 0.363314 0.645379 0.807582 11.00000 0.03265 0.03874 = 0.01500 -0.00433 -0.00159 -0.00693 AFIX 137 H12A 2 0.302302 0.612755 0.766327 11.00000 -1.50000 H12B 2 0.320280 0.718446 0.844620 11.00000 -1.50000 H12C 2 0.380579 0.570991 0.868986 11.00000 -1.50000 AFIX 0 C13 1 0.764735 0.812336 0.181795 11.00000 0.01606 0.01073 = 0.01399 -0.00407 -0.00494 0.00077 C14 1 0.641592 0.755122 0.239923 11.00000 0.01408 0.01286 = 0.01335 -0.00446 -0.00439 0.00032 C15 1 0.805577 0.884148 0.054131 11.00000 0.01511 0.01537 = 0.01579 -0.00180 -0.00460 0.00090 C16 1 0.861439 0.863081 -0.145276 11.00000 0.06541 0.02355 = 0.01144 -0.00177 -0.00015 -0.00281 AFIX 137 H16A 2 0.867684 0.793741 -0.192517 11.00000 -1.50000 H16B 2 0.951300 0.908530 -0.162256 11.00000 -1.50000 H16C 2 0.795064 0.929478 -0.165762 11.00000 -1.50000 AFIX 0 C17 1 0.532303 0.738065 0.179573 11.00000 0.01506 0.01602 = 0.01452 -0.00496 -0.00474 0.00318 C18 1 0.440655 0.822305 0.016880 11.00000 0.03781 0.02422 = 0.02880 -0.00187 -0.02473 -0.00220 AFIX 137 H18A 2 0.459599 0.893569 -0.055598 11.00000 -1.50000 H18B 2 0.346695 0.828470 0.063581 11.00000 -1.50000 H18C 2 0.451685 0.733716 -0.004501 11.00000 -1.50000 AFIX 0 HKLF 4 REM 5246f in P-1 #2 REM R1 = 0.0515 for 4440 Fo > 4sig(Fo) and 0.0710 for all 5556 data REM 275 parameters refined using 0 restraints END WGHT 0.0216 2.8329 REM Highest difference peak 0.537, deepest hole -0.440, 1-sigma level 0.100 Q1 1 0.6364 0.7016 0.3169 11.00000 0.05 0.54 Q2 1 0.5799 0.7526 0.2149 11.00000 0.05 0.53 ; _shelx_res_checksum 25321 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.77063(7) 0.41497(7) 0.46110(7) 0.01457(16) Uani 1 1 d . . . . . S2 S 1.04703(8) 0.29394(8) 0.42373(7) 0.01877(17) Uani 1 1 d . . . . . S3 S 0.82988(7) 1.00763(7) 0.44698(7) 0.01596(16) Uani 1 1 d . . . . . S4 S 0.63181(9) 1.06619(8) 0.66405(7) 0.02227(19) Uani 1 1 d . . . . . P1 P 0.90183(7) 0.81954(8) 0.26054(7) 0.01362(16) Uani 1 1 d . . . . . P2 P 0.59824(7) 0.67539(7) 0.40214(7) 0.01221(16) Uani 1 1 d . . . . . O1 O 0.8173(2) 0.8000(2) -0.01963(19) 0.0212(5) Uani 1 1 d . . . . . O2 O 0.8309(2) 1.0041(2) 0.0252(2) 0.0219(5) Uani 1 1 d . . . . . O3 O 0.5354(2) 0.8388(2) 0.08672(19) 0.0181(5) Uani 1 1 d . . . . . O4 O 0.4527(2) 0.6416(2) 0.2119(2) 0.0209(5) Uani 1 1 d . . . . . N1 N 0.9857(2) 0.5507(2) 0.3335(2) 0.0134(5) Uani 1 1 d . . . . . N2 N 0.6040(2) 0.8743(2) 0.5410(2) 0.0139(5) Uani 1 1 d . . . . . C1 C 0.8796(3) 0.6382(3) 0.3323(3) 0.0138(6) Uani 1 1 d . . . . . C2 C 0.9468(3) 0.4233(3) 0.3999(3) 0.0144(6) Uani 1 1 d . . . . . C3 C 0.7555(3) 0.5823(3) 0.3940(3) 0.0137(6) Uani 1 1 d . . . . . C4 C 1.1290(3) 0.5853(3) 0.2648(3) 0.0172(6) Uani 1 1 d . . . . . H4A H 1.1916 0.5365 0.3097 0.021 Uiso 1 1 calc R . . . . H4B H 1.1477 0.6835 0.2537 0.021 Uiso 1 1 calc R . . . . C5 C 1.1562(3) 0.5476(3) 0.1434(3) 0.0206(7) Uani 1 1 d . . . . . H5A H 1.2550 0.5622 0.1038 0.025 Uiso 1 1 calc R . . . . H5B H 1.1331 0.4501 0.1555 0.025 Uiso 1 1 calc R . . . . C6 C 1.0755(3) 0.6278(3) 0.0616(3) 0.0235(7) Uani 1 1 d . . . . . H6A H 1.0998 0.6001 -0.0149 0.035 Uiso 1 1 calc GR . . . . H6B H 1.0976 0.7245 0.0490 0.035 Uiso 1 1 calc GR . . . . H6C H 0.9774 0.6102 0.0980 0.035 Uiso 1 1 calc GR . . . . C7 C 0.7909(3) 0.8780(3) 0.3849(3) 0.0143(6) Uani 1 1 d . . . . . C8 C 0.6775(3) 0.9784(3) 0.5572(3) 0.0166(6) Uani 1 1 d . . . . . C9 C 0.6671(3) 0.8193(3) 0.4452(3) 0.0137(6) Uani 1 1 d . . . . . C10 C 0.4745(3) 0.8181(3) 0.6259(3) 0.0167(6) Uani 1 1 d . . . . . H10A H 0.4129 0.7891 0.5822 0.020 Uiso 1 1 calc R . . . . H10B H 0.4290 0.8892 0.6661 0.020 Uiso 1 1 calc R . . . . C11 C 0.4985(3) 0.6983(3) 0.7185(3) 0.0217(7) Uani 1 1 d . . . . . H11A H 0.5623 0.7261 0.7607 0.026 Uiso 1 1 calc R . . . . H11B H 0.5406 0.6255 0.6789 0.026 Uiso 1 1 calc R . . . . C12 C 0.3633(4) 0.6454(4) 0.8076(3) 0.0297(8) Uani 1 1 d . . . . . H12A H 0.3023 0.6128 0.7663 0.045 Uiso 1 1 calc GR . . . . H12B H 0.3203 0.7184 0.8446 0.045 Uiso 1 1 calc GR . . . . H12C H 0.3806 0.5710 0.8690 0.045 Uiso 1 1 calc GR . . . . C13 C 0.7647(3) 0.8123(3) 0.1818(3) 0.0132(6) Uani 1 1 d . . . . . C14 C 0.6416(3) 0.7551(3) 0.2399(3) 0.0130(6) Uani 1 1 d . . . . . C15 C 0.8056(3) 0.8841(3) 0.0541(3) 0.0155(6) Uani 1 1 d . . . . . C16 C 0.8614(5) 0.8631(4) -0.1453(3) 0.0355(9) Uani 1 1 d . . . . . H16A H 0.8677 0.7937 -0.1925 0.053 Uiso 1 1 calc GR . . . . H16B H 0.9513 0.9085 -0.1623 0.053 Uiso 1 1 calc GR . . . . H16C H 0.7951 0.9295 -0.1658 0.053 Uiso 1 1 calc GR . . . . C17 C 0.5323(3) 0.7381(3) 0.1796(3) 0.0148(6) Uani 1 1 d . . . . . C18 C 0.4407(4) 0.8223(4) 0.0169(3) 0.0278(8) Uani 1 1 d . . . . . H18A H 0.4596 0.8936 -0.0556 0.042 Uiso 1 1 calc GR . . . . H18B H 0.3467 0.8285 0.0636 0.042 Uiso 1 1 calc GR . . . . H18C H 0.4517 0.7337 -0.0045 0.042 Uiso 1 1 calc GR . . . . 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 S1 0.0145(3) 0.0121(4) 0.0171(4) -0.0019(3) -0.0052(3) 0.0004(3) S2 0.0205(4) 0.0155(4) 0.0244(4) -0.0072(3) -0.0111(3) 0.0064(3) S3 0.0166(4) 0.0127(4) 0.0215(4) -0.0065(3) -0.0079(3) 0.0013(3) S4 0.0288(4) 0.0214(4) 0.0227(4) -0.0132(3) -0.0110(3) 0.0079(3) P1 0.0124(3) 0.0127(4) 0.0153(4) -0.0026(3) -0.0030(3) -0.0005(3) P2 0.0115(3) 0.0123(4) 0.0128(4) -0.0031(3) -0.0028(3) 0.0001(3) O1 0.0329(13) 0.0153(11) 0.0128(11) -0.0018(9) -0.0023(9) -0.0001(9) O2 0.0285(12) 0.0145(11) 0.0209(12) -0.0004(9) -0.0054(10) -0.0009(9) O3 0.0238(11) 0.0165(11) 0.0168(11) -0.0017(9) -0.0114(9) 0.0012(9) O4 0.0224(11) 0.0176(11) 0.0239(12) -0.0016(9) -0.0103(10) -0.0044(9) N1 0.0131(12) 0.0146(13) 0.0138(12) -0.0056(10) -0.0038(10) 0.0041(9) N2 0.0161(12) 0.0118(12) 0.0149(12) -0.0031(10) -0.0057(10) 0.0024(9) C1 0.0129(13) 0.0150(15) 0.0149(14) -0.0055(11) -0.0040(11) 0.0002(11) C2 0.0171(14) 0.0127(14) 0.0159(15) -0.0063(11) -0.0060(12) 0.0017(11) C3 0.0141(14) 0.0142(14) 0.0137(14) -0.0046(11) -0.0038(11) -0.0002(11) C4 0.0103(13) 0.0201(16) 0.0220(16) -0.0068(13) -0.0036(12) 0.0013(11) C5 0.0176(15) 0.0223(17) 0.0213(17) -0.0079(13) -0.0012(13) 0.0009(12) C6 0.0266(17) 0.0249(18) 0.0184(16) -0.0078(14) -0.0019(13) -0.0016(13) C7 0.0155(14) 0.0104(14) 0.0176(15) -0.0026(11) -0.0060(12) 0.0016(11) C8 0.0184(15) 0.0151(15) 0.0203(16) -0.0051(12) -0.0114(12) 0.0067(11) C9 0.0163(14) 0.0129(14) 0.0135(14) -0.0041(11) -0.0060(11) 0.0040(11) C10 0.0153(14) 0.0202(16) 0.0147(15) -0.0050(12) -0.0030(12) 0.0034(12) C11 0.0225(16) 0.0252(18) 0.0153(15) -0.0031(13) -0.0022(13) 0.0017(13) C12 0.0326(19) 0.039(2) 0.0150(16) -0.0043(15) -0.0016(14) -0.0069(16) C13 0.0161(14) 0.0107(14) 0.0140(14) -0.0041(11) -0.0049(11) 0.0008(11) C14 0.0141(14) 0.0129(14) 0.0133(14) -0.0045(11) -0.0044(11) 0.0003(11) C15 0.0151(14) 0.0154(15) 0.0158(15) -0.0018(12) -0.0046(12) 0.0009(11) C16 0.065(3) 0.0235(19) 0.0114(16) -0.0018(14) -0.0002(17) -0.0028(18) C17 0.0151(14) 0.0160(15) 0.0145(15) -0.0050(12) -0.0047(12) 0.0032(11) C18 0.038(2) 0.0242(18) 0.0288(19) -0.0019(15) -0.0247(16) -0.0022(15) 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' P P 0.1023 0.0942 '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 C3 S1 C2 91.97(14) . . ? C7 S3 C8 91.83(14) . . ? C1 P1 C13 93.48(12) . . ? C7 P1 C1 95.63(13) . . ? C7 P1 C13 94.77(13) . . ? C3 P2 C9 93.88(13) . . ? C3 P2 C14 94.79(13) . . ? C9 P2 C14 94.61(13) . . ? C15 O1 C16 115.2(2) . . ? C17 O3 C18 115.2(2) . . ? C1 N1 C4 124.4(2) . . ? C2 N1 C1 114.3(2) . . ? C2 N1 C4 121.3(2) . . ? C8 N2 C9 114.5(3) . . ? C8 N2 C10 122.3(3) . . ? C9 N2 C10 122.9(2) . . ? N1 C1 P1 124.3(2) . . ? C3 C1 P1 121.2(2) . . ? C3 C1 N1 114.4(3) . . ? S2 C2 S1 123.47(18) . . ? N1 C2 S1 109.2(2) . . ? N1 C2 S2 127.3(2) . . ? S1 C3 P2 127.01(17) . . ? C1 C3 S1 110.1(2) . . ? C1 C3 P2 122.9(2) . . ? N1 C4 C5 110.9(2) . . ? C6 C5 C4 114.0(3) . . ? S3 C7 P1 125.92(17) . . ? C9 C7 S3 110.8(2) . . ? C9 C7 P1 123.2(2) . . ? S4 C8 S3 123.84(18) . . ? N2 C8 S3 109.2(2) . . ? N2 C8 S4 126.9(2) . . ? N2 C9 P2 125.3(2) . . ? C7 C9 P2 121.1(2) . . ? C7 C9 N2 113.5(3) . . ? N2 C10 C11 111.4(2) . . ? C10 C11 C12 110.2(3) . . ? C14 C13 P1 121.1(2) . . ? C14 C13 C15 125.6(3) . . ? C15 C13 P1 113.1(2) . . ? C13 C14 P2 122.2(2) . . ? C13 C14 C17 123.1(3) . . ? C17 C14 P2 114.5(2) . . ? O1 C15 C13 112.5(2) . . ? O2 C15 O1 125.6(3) . . ? O2 C15 C13 121.8(3) . . ? O3 C17 C14 112.3(2) . . ? O4 C17 O3 125.0(3) . . ? O4 C17 C14 122.7(3) . . ? 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 S1 C2 1.741(3) . ? S1 C3 1.737(3) . ? S2 C2 1.663(3) . ? S3 C7 1.732(3) . ? S3 C8 1.735(3) . ? S4 C8 1.670(3) . ? P1 C1 1.846(3) . ? P1 C7 1.818(3) . ? P1 C13 1.870(3) . ? P2 C3 1.826(3) . ? P2 C9 1.845(3) . ? P2 C14 1.871(3) . ? O1 C15 1.330(4) . ? O1 C16 1.454(4) . ? O2 C15 1.203(4) . ? O3 C17 1.331(4) . ? O3 C18 1.451(3) . ? O4 C17 1.209(3) . ? N1 C1 1.381(4) . ? N1 C2 1.369(4) . ? N1 C4 1.479(4) . ? N2 C8 1.373(4) . ? N2 C9 1.381(4) . ? N2 C10 1.474(4) . ? C1 C3 1.348(4) . ? C4 C5 1.529(4) . ? C5 C6 1.523(4) . ? C7 C9 1.350(4) . ? C10 C11 1.520(4) . ? C11 C12 1.526(4) . ? C13 C14 1.336(4) . ? C13 C15 1.495(4) . ? C14 C17 1.493(4) . ?