#------------------------------------------------------------------------------ #$Date: 2014-03-28 08:06:25 +0000 (Fri, 28 Mar 2014) $ #$Revision: 108184 $ #$URL: svn://www.crystallography.net/cod/cif/7/11/22/7112207.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_7112207 loop_ _publ_author_name 'Xiaohui Fan' 'Hao Lv' 'Yong-Hong Guan' 'Hong-Bo Zhu' 'Xiao-Meng Cui' 'Kun Guo' _publ_section_title ; Assembly of indenamine derivatives through in situ formed N-sulfonyliminium ion initiated cyclization ; _journal_name_full Chem.Commun. _journal_page_first 4119 _journal_paper_doi C4CC00310A _journal_volume 50 _journal_year 2014 _chemical_formula_moiety 'C21 H19 N O2 S' _chemical_formula_sum 'C21 H19 N O2 S' _chemical_formula_weight 349.43 _chemical_name_systematic ; ? ; _space_group_crystal_system orthorhombic _space_group_IT_number 33 _space_group_name_Hall 'P 2c -2n' _space_group_name_H-M_alt 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' _atom_sites_solution_hydrogens mixed _atom_sites_solution_primary iterative _audit_creation_date 2013-08-02 _audit_creation_method ; Olex2 1.2 (compiled Apr 23 2013 17:54:37, GUI svn.r4466) ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.2086(5) _cell_length_b 7.3342(6) _cell_length_c 23.4547(12) _cell_measurement_reflns_used 1069 _cell_measurement_temperature 301.19(10) _cell_measurement_theta_max 24.6620 _cell_measurement_theta_min 3.8230 _cell_volume 1756.10(19) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; SHELXL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution 'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790' _diffrn_ambient_temperature 301.19(10) _diffrn_detector_area_resol_mean 16.0733 _diffrn_measured_fraction_theta_full 0.9962 _diffrn_measured_fraction_theta_max 0.6027 _diffrn_measurement_details ; 1 omega 35.00 93.50 1.5000 16.0000 omega____ theta____ kappa____ phi______ frames - 22.6512 178.0000 150.0000 39 2 omega 37.00 73.00 1.5000 16.0000 omega____ theta____ kappa____ phi______ frames - 22.6512 38.0000 -150.0000 24 3 omega -35.00 35.50 1.5000 16.0000 omega____ theta____ kappa____ phi______ frames - 22.6512 -57.0000 -90.0000 47 ; _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Eos' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0019727000 _diffrn_orient_matrix_UB_12 -0.0023889000 _diffrn_orient_matrix_UB_13 -0.0302195000 _diffrn_orient_matrix_UB_21 -0.0595286000 _diffrn_orient_matrix_UB_22 -0.0496444000 _diffrn_orient_matrix_UB_23 0.0011092000 _diffrn_orient_matrix_UB_31 -0.0357436000 _diffrn_orient_matrix_UB_32 0.0828884000 _diffrn_orient_matrix_UB_33 -0.0001900000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_unetI/netI 0.0689 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 4431 _diffrn_reflns_theta_full 25.500 _diffrn_reflns_theta_max 26.020 _diffrn_reflns_theta_min 3.420 _diffrn_source 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.198 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.96084 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear dark yellow' _exptl_crystal_density_diffrn 1.322 _exptl_crystal_description block _exptl_crystal_F_000 736 _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.06 _refine_diff_density_max 0.185 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.045 _refine_ls_abs_structure_details ; Flack x determined using 377 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons and Flack (2004), Acta Cryst. A60, s61). ; _refine_ls_abs_structure_Flack 0.15(13) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 232 _refine_ls_number_reflns 2372 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0771 _refine_ls_R_factor_gt 0.0492 _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^)+(0.0238P)^2^] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0781 _refine_ls_wR_factor_ref 0.0909 _reflns_Friedel_coverage 0.339 _reflns_number_gt 1700 _reflns_number_total 2372 _reflns_threshold_expression 'I > 2\s(I)' _[local]_cod_data_source_file c4cc00310a2.cif _[local]_cod_data_source_block fanxh0802 _cod_original_cell_volume 1756.09(19) _cod_database_code 7112207 _diffrn_reflns_laue_measured_fraction_full 0.998 _diffrn_reflns_laue_measured_fraction_max 0.999 _diffrn_reflns_point_group_measured_fraction_full 0.690 _diffrn_reflns_point_group_measured_fraction_max 0.686 _reflns_friedel_fraction_full 0.366 _reflns_friedel_fraction_max 0.356 _reflns_odcompleteness_completeness 99.62 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups At 1.5 times of: All C(H,H,H) groups 2.a Secondary CH2 refined with riding coordinates: C11(H11A,H11B) 2.b Aromatic/amide H refined with riding coordinates: C16(H16), C19(H19), C17(H17), C20(H20), C4(H4), C1(H1), C2(H2), C7(H7), C8(H8), C3(H3A) 2.c Idealised Me refined as rotating group: C14(H14A,H14B,H14C), C21(H21A,H21B,H21C) ; _shelx_hkl_checksum 46044 _shelx_hkl_file ; 0 0 -30 2239.13 728.377 2 0 0 -29-18.5243 266.654 2 0 0 -28 1949.98 654.972 2 0 0 -27 551.170 475.691 2 0 0 -26 1466.93 525.018 2 0 0 -25 5.59494 306.011 2 0 0 -24 8263.15 1122.60 2 0 0 -23 225.583 253.748 2 0 0 -22 9880.62 1155.52 2 0 0 -21 94.0331 283.492 2 0 0 -20 5591.85 574.038 1 0 0 -20 6530.90 906.353 2 0 0 -19 47.1081 232.777 2 0 0 -19-108.504 166.725 1 0 0 -18 3447.96 630.917 2 0 0 -18 3875.21 474.282 1 0 0 -17 204.271 153.371 1 0 0 -17 313.424 287.284 2 0 0 -16 14565.1 850.747 1 0 0 -16 16609.5 1226.56 2 0 0 -15 792.758 252.277 1 0 0 -15 1096.99 402.913 2 0 0 -14 48323.2 1936.47 2 0 0 -14 46045.1 1420.92 1 0 0 -13 995.771 263.258 1 0 0 -13 1217.48 419.155 2 0 0 -12 4471.29 432.205 1 0 0 -12 3950.59 537.272 2 0 0 -11 488.690 189.992 1 0 0 -11 532.645 261.219 2 0 0 -10 15628.2 705.133 1 0 0 -10 15984.3 944.060 2 0 0 -9 255.148 178.470 2 0 0 -8 56522.5 1556.24 2 0 0 -7 2366.44 362.107 2 0 0 -6 2800.24 334.960 2 0 0 -5 90.4838 106.517 2 0 0 -4 135160. 1672.08 2 0 0 8 54693.0 1396.68 3 0 1 -31 102.259 312.668 2 0 1 -30 380.867 322.189 2 0 -1 -29 566.421 414.084 2 0 1 -29 1204.43 578.346 2 0 1 -28 599.894 467.973 2 0 -1 -28 33.5307 320.416 2 0 -1 -27 267.326 426.631 2 0 1 -27 683.479 427.509 2 0 1 -26-154.227 312.513 2 0 -1 -26 283.373 324.346 2 0 -1 -25 2329.43 689.320 2 0 1 -25 1598.03 505.321 2 0 -1 -24 266.245 287.930 2 0 1 -24-100.052 277.636 2 0 1 -23 3022.87 643.168 2 0 -1 -23 3256.63 749.190 2 0 1 -22-130.941 263.089 2 0 -1 -22-221.922 332.004 2 0 1 -21 11081.5 1129.76 2 0 -1 -21 9258.84 1110.06 2 0 -1 -20 486.466 365.018 2 0 1 -20-124.649 245.668 2 0 -1 -20 384.218 267.026 1 0 1 -19 4095.32 486.245 1 0 1 -19 3626.64 639.437 2 0 -1 -19 4482.92 768.829 2 0 1 -18-186.410 272.530 2 0 -1 -18 188.577 302.676 2 0 1 -18-92.8349 128.458 1 0 -1 -17 8453.17 955.149 2 0 1 -17 7913.10 643.544 1 0 1 -17 9438.60 927.500 2 0 1 -16-94.2255 201.903 2 0 1 -16-9.72860 120.256 1 0 -1 -16-219.226 318.099 2 0 -1 -15 12255.6 1069.47 2 0 1 -15 12749.3 991.541 2 0 1 -15 12569.8 762.930 1 0 1 -14 34.9860 180.617 2 0 1 -14-16.0674 99.4335 1 0 -1 -14 66.2444 225.723 2 0 -1 -13 15205.3 1089.23 2 0 1 -13 15295.0 1000.81 2 0 1 -13 14733.3 779.242 1 0 -1 -12 194.106 229.752 2 0 1 -12 100.247 155.596 2 0 1 -12-105.440 115.249 1 0 1 -11 25303.5 950.284 1 0 1 -11 24622.0 1151.06 2 0 -1 -11 24549.5 1276.64 2 0 1 -10 90.5331 118.964 1 0 -1 -10 32.6709 178.192 2 0 1 -10-38.4056 131.260 2 0 -1 -9 22920.7 1134.69 2 0 1 -9 24132.9 860.835 1 0 1 -9 24937.0 1029.06 2 0 1 -8 38.5151 87.0967 1 0 -1 -8-205.742 212.539 2 0 1 -8 25.6363 137.980 3 0 1 -8 19.0674 118.071 2 0 1 -7 25394.1 1046.79 3 0 1 -7 26127.0 912.270 2 0 1 -7 26750.0 836.113 1 0 -1 -7 28106.0 1107.41 2 0 -1 -6 124.319 165.599 2 0 1 -6 24.3463 107.126 2 0 1 -6 80.1429 145.067 3 0 1 -6 74.9476 81.3776 1 0 1 -5 404843. 2942.69 1 0 -1 -5 401666. 3623.95 2 0 1 -5 406406. 3613.64 3 0 1 -4 50.0271 104.482 3 0 1 -4 13.6819 63.6845 1 0 1 -3 287607. 2709.61 3 0 -1 -3 294944. 2526.29 2 0 -1 -2 8.09067 50.4915 2 0 -1 4-7.93599 63.3219 1 0 -1 5 405365. 3025.83 1 0 -1 6 35.5784 104.726 1 0 -1 7 27019.3 876.883 1 0 -1 8 70.3213 102.808 1 0 -1 9 22356.5 856.225 1 0 -1 10 255.367 155.505 1 0 2 -29 361.273 315.716 2 0 2 -28 1094.33 520.314 2 0 -2 -28 119.844 268.162 2 0 -2 -27 550.229 482.297 2 0 2 -27-122.691 219.856 2 0 -2 -26 2035.84 648.773 2 0 2 -26 2441.45 617.489 2 0 -2 -25 779.529 544.921 2 0 2 -25-85.8466 287.980 2 0 -2 -24 581.218 333.378 2 0 2 -24 1022.19 451.180 2 0 2 -23-58.3707 213.300 2 0 -2 -23 90.1400 330.359 2 0 2 -22 5550.63 814.495 2 0 -2 -22 6050.33 990.954 2 0 -2 -21 613.636 407.711 2 0 2 -21 290.744 295.008 2 0 2 -20 4234.86 676.403 2 0 -2 -20 5018.89 863.360 2 0 2 -19 222.646 230.775 2 0 2 -19 5.98544 127.398 1 0 -2 -19 169.902 339.192 2 0 2 -18 17717.1 1248.53 2 0 2 -18 15746.6 969.023 1 0 -2 -18 16958.7 1415.08 2 0 2 -17 309.832 258.791 2 0 -2 -17-22.5278 285.282 2 0 2 -17-130.304 153.583 1 0 2 -16 33207.1 1576.09 2 0 -2 -16 36347.6 1945.81 2 0 2 -16 33518.1 1369.54 1 0 2 -15 204.958 227.634 2 0 2 -15 37.1229 134.326 1 0 -2 -15-3.49391 279.309 2 0 -2 -14 28344.8 1617.88 2 0 2 -14 27431.7 1319.31 2 0 2 -14 27019.2 1178.33 1 0 2 -13 97.6723 125.213 1 0 -2 -13 127.977 270.835 2 0 2 -13-51.3255 137.095 2 0 2 -12 8980.02 695.704 2 0 2 -12 9243.34 674.617 1 0 2 -12 9441.12 867.441 3 0 -2 -12 8995.55 852.664 2 0 -2 -11-154.932 176.295 2 0 2 -11 53.1911 185.409 3 0 2 -11-22.5618 97.4085 1 0 2 -11 61.9150 122.909 2 0 2 -10 17252.6 1095.25 3 0 2 -10 16914.2 842.556 2 0 2 -10 17708.4 882.376 1 0 -2 -10 16308.0 1076.98 2 0 2 -9 104.413 119.434 2 0 -2 -9 46.7765 198.302 2 0 2 -9 23.7106 193.206 3 0 2 -8 113115. 1847.01 2 0 2 -8 113689. 2583.01 3 0 -2 -8 113082. 2492.23 2 0 2 -7 130.517 188.800 3 0 2 -7 78.6496 104.520 2 0 -2 -7 142.927 170.095 2 0 2 -6 70402.7 1170.34 2 0 2 -6 71836.4 1904.47 3 0 -2 -6 70978.6 1783.70 2 0 -2 -5 67.8715 148.651 2 0 2 -5 21.0682 143.759 3 0 2 -4 50557.4 1477.86 3 0 -2 -4 51521.8 1304.30 2 0 2 -3-50.3947 120.353 3 0 -2 -3 8.81507 114.541 2 0 2 -2 90103.5 1800.01 3 0 -2 -2 92050.2 1452.09 2 0 2 -1-28.6346 100.987 3 0 -2 -1 4.71277 66.6853 3 0 -2 -1 30.3033 80.0358 2 0 2 0 169402. 1486.52 2 0 2 0 166407. 2260.58 3 0 2 1 31.0843 115.349 3 0 2 1 24.0047 60.9308 2 0 2 2 94212.5 1596.79 3 0 2 2 90899.8 1480.25 2 0 2 3 29.9611 89.2606 2 0 2 3 73.0426 106.352 3 0 -3 -27 612.004 482.925 2 0 -3 -26 137.305 293.068 2 0 -3 -25 3744.06 856.458 2 0 -3 -24-412.959 360.208 2 0 3 -23 2123.13 514.034 2 0 -3 -23 2109.31 709.163 2 0 -3 -22 275.935 318.837 2 0 3 -22 114.251 198.677 2 0 -3 -21 12506.1 1384.55 2 0 3 -21 11408.0 1065.11 2 0 -3 -20 708.973 389.824 2 0 3 -20 217.224 230.582 2 0 -3 -19 13078.9 1348.87 2 0 3 -19 10831.6 969.494 2 0 -3 -18-491.259 350.367 2 0 3 -18 215.449 254.633 2 0 3 -17 4645.77 597.484 2 0 -3 -17 5180.57 821.390 2 0 -3 -16 258.986 340.259 2 0 3 -16 4.07295 137.729 2 0 3 -15 10350.2 1074.47 3 0 3 -15 8767.17 745.945 2 0 -3 -15 10848.3 1113.28 2 0 3 -14-79.9735 246.298 3 0 3 -14 113.253 141.215 2 0 -3 -14 70.4866 293.500 2 0 -3 -13 17945.4 1302.89 2 0 3 -13 18238.6 1345.11 3 0 3 -13 16924.0 922.347 2 0 -3 -12 158.425 230.449 2 0 3 -12-142.368 294.305 3 0 3 -12 154.254 124.997 2 0 3 -11 19002.3 856.823 2 0 -3 -11 20669.1 1293.07 2 0 3 -11 21378.7 1371.59 3 0 -3 -10 96.6758 232.041 2 0 3 -10-90.5895 249.162 3 0 3 -10 8.06538 97.5690 2 0 3 -9 28979.6 1516.62 3 0 -3 -9 27172.3 1385.07 2 0 3 -9 27729.9 883.747 2 0 3 -8 59.2153 87.6405 2 0 -3 -8 150.727 220.830 2 0 3 -8 120.414 223.219 3 0 -3 -7 119725. 2598.56 2 0 3 -7 118754. 2879.17 3 0 3 -7 115632. 1409.55 2 0 -3 -6 83.8115 197.679 2 0 3 -6 114.067 59.5166 2 0 3 -6 0.39734 157.582 3 0 -3 -5 83223.0 1961.04 2 0 3 -5 83373.3 2294.81 3 0 3 -4-70.7718 162.806 3 0 -3 -4 82.8016 110.833 2 0 -3 -3 34309.3 1100.38 2 0 3 -3 33648.1 1378.00 3 0 3 -2 0.31081 133.104 3 0 -3 -2 23.3349 89.1884 2 0 3 -1 7224.81 320.848 2 0 3 -1 7523.79 620.199 3 0 3 0 24.2633 49.4874 2 0 3 0 44.4491 146.910 3 0 3 1 8104.49 605.240 3 0 3 1 7668.60 438.930 2 0 3 2-32.7567 68.3526 2 0 3 2 20.8376 124.989 3 0 3 3 34107.6 1191.80 3 0 3 4-4.59940 127.047 3 0 3 5 84161.5 1840.00 3 0 -4 -26 2127.53 719.396 2 0 -4 -25-72.2114 300.252 2 0 -4 -24-108.278 425.187 2 0 -4 -23-280.956 397.276 2 0 -4 -22 1108.59 536.670 2 0 -4 -21 384.668 383.268 2 0 -4 -20 1569.49 550.832 2 0 -4 -19 144.663 275.578 2 0 -4 -18 8998.24 1130.41 2 0 -4 -17 625.565 404.145 2 0 4 -17-19.3013 209.925 3 0 -4 -16 10950.0 1164.19 2 0 4 -16 11084.0 1213.14 3 0 4 -15 629.489 418.657 3 0 4 -15 232.434 151.616 2 0 -4 -15-271.605 278.845 2 0 4 -14 3348.32 400.371 2 0 -4 -14 3594.75 661.452 2 0 4 -14 3141.52 660.703 3 0 4 -13-262.890 311.643 3 0 -4 -13 207.353 287.398 2 0 4 -13-27.9654 101.500 2 0 4 -12 15745.1 1327.19 3 0 -4 -12 13947.1 1178.60 2 0 4 -12 14276.9 693.051 2 0 4 -11-15.3656 76.0352 2 0 4 -11-141.898 313.805 3 0 -4 -11 454.437 275.814 2 0 -4 -10 369.183 265.302 2 0 4 -10 444.246 111.150 2 0 4 -10 221.611 251.731 3 0 4 -9-127.607 296.777 3 0 4 -9 9.46047 47.2419 2 0 -4 -9 242.883 233.367 2 0 -4 -8 22740.3 1275.58 2 0 4 -8 23092.0 1456.93 3 0 4 -7-139.757 251.273 3 0 -4 -7-37.5447 218.703 2 0 4 -6 7260.82 803.514 3 0 -4 -6 6781.57 632.028 2 0 4 -5-158.809 233.139 3 0 -4 -5 32.9746 148.392 2 0 -4 -4 24437.3 1086.59 2 0 4 -4 25605.5 1409.34 3 0 4 -3-239.713 204.480 3 0 4 -2 9648.34 819.532 3 0 4 -1-21.3376 160.407 3 0 4 0 15204.4 984.135 3 0 4 1-150.920 189.136 3 0 4 2 9322.14 747.984 3 0 4 3 19.4938 149.361 3 0 4 4 23973.4 1147.21 3 0 4 5-87.9473 140.025 3 0 4 6 7564.98 641.363 3 0 4 7 23.7738 132.475 3 0 4 8 23106.2 1117.06 3 0 4 9 133.051 149.549 3 0 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328.603 270.737 1 -11 -2 -11 471.610 531.715 1 -11 2 -10 502.601 476.236 1 11 2 -10 171.934 281.395 3 -11 -2 -10 993.450 639.660 1 -11 2 -9 654.318 492.712 1 11 2 -9 753.298 347.299 3 -11 2 -8 741.959 493.756 1 11 2 -8 605.746 355.868 3 -11 -2 -8 1176.66 723.277 1 -11 2 -7 318.732 322.784 1 11 2 -7 803.829 432.280 3 -11 -2 -7 1335.36 692.890 1 -11 2 -6 213.951 359.014 1 11 2 -6 702.827 428.360 3 -11 -2 -6 1075.83 549.281 1 -11 2 -5 232.564 326.685 1 11 2 -5 84.3708 270.580 3 -11 2 -4 300.414 309.780 1 -11 -2 -4 525.229 543.403 1 -11 2 -3 43.6449 256.211 1 -11 -2 -3 1103.71 583.109 1 -11 2 -2 975.266 473.568 1 -11 -2 -2 1047.42 535.328 1 -11 2 -1 932.375 464.342 1 -11 -2 -1 1609.15 566.955 1 -11 -2 0 4957.48 938.192 1 -11 2 0 4165.52 840.437 1 -11 -2 1 1651.41 556.673 1 -11 2 1 1670.52 550.068 1 -11 -2 2 1187.70 539.025 1 -11 2 2 1178.35 454.265 1 -11 2 3 647.096 376.818 1 -11 -2 3 444.552 366.721 1 -11 -2 4 332.735 336.931 1 -11 2 4-208.477 348.091 1 -11 2 5-58.2699 273.944 1 11 3 -12 679.305 375.263 3 11 3 -11 99.4821 222.230 3 -11 3 -11 66.2215 258.540 1 11 3 -10 435.919 318.595 3 -11 -3 -10 470.036 457.071 1 -11 3 -10 302.307 311.515 1 11 3 -9-36.4910 216.308 3 -11 3 -9-132.203 324.336 1 11 3 -8 1701.19 579.972 3 -11 3 -8 985.260 509.219 1 11 3 -7 347.802 381.857 3 -11 3 -7-272.903 426.199 1 11 3 -6 874.572 433.548 3 -11 3 -6 323.571 258.643 1 11 3 -5 92.3597 248.177 3 -11 3 -5-8.19128 350.400 1 11 3 -4 1027.54 465.789 3 -11 3 -4 1259.07 517.430 1 11 3 -3 717.359 451.662 3 -11 3 -3 61.4493 300.843 1 -11 3 -2 343.747 381.152 1 -11 3 -1-227.788 367.511 1 -11 3 0 137.830 258.589 1 -11 -3 1 364.418 420.181 1 -11 3 1-151.272 274.977 1 -11 -3 2 805.875 480.311 1 -11 3 2 9.95446 279.127 1 -11 -3 3 79.4162 232.326 1 -11 3 3 587.803 413.811 1 -11 3 4 1411.28 507.533 1 -11 3 5-77.2334 177.332 1 11 4 -13 363.989 313.033 3 11 4 -12-558.224 415.211 3 11 4 -11 229.568 312.266 3 11 4 -10-245.132 293.264 3 11 4 -9 1444.41 546.478 3 11 4 -8 867.564 475.067 3 -11 4 -8 204.675 309.933 1 11 4 -7 207.649 358.816 3 -11 4 -7-92.7471 334.380 1 11 4 -6-193.953 364.291 3 -11 4 -6 872.620 486.525 1 11 4 -5-265.834 350.639 3 -11 4 -5-253.497 367.212 1 11 4 -4-303.176 345.883 3 -11 4 -4 311.421 253.506 1 11 4 -3 1276.86 533.069 3 -11 4 -3 2023.89 692.717 1 11 4 -2 245.275 303.628 3 -11 4 -2 248.726 298.560 1 11 4 -1-98.1289 368.728 3 -11 4 -1 430.447 383.690 1 -11 4 0 555.201 371.626 1 -11 4 1 506.172 413.094 1 -11 4 2-95.9994 283.342 1 -11 5 -3 387.824 361.603 1 -12 0 -10-484.916 594.292 1 -12 0 -9-662.583 608.631 1 -12 0 -8 2315.45 754.204 1 -12 0 -7 1083.39 493.156 1 -12 0 -6-152.821 321.073 1 -12 0 -5 1598.27 559.479 1 -12 0 -4 256.693 373.819 1 -12 0 -3-143.006 302.139 1 -12 0 -2 73.1045 402.727 1 -12 0 -1 10536.3 1376.13 1 -12 0 0 2194.12 673.801 1 -12 0 1 13013.3 1465.90 1 -12 0 2 277.997 293.461 1 -12 0 3 546.705 364.426 1 -12 -1 -10 116.581 455.167 1 -12 1 -10 988.545 549.829 1 -12 -1 -9-581.703 568.762 1 -12 1 -9 397.806 375.736 1 -12 -1 -8-483.290 557.414 1 -12 1 -8 1299.27 566.138 1 -12 -1 -7 250.819 441.631 1 -12 1 -7 961.616 628.873 1 -12 -1 -6-44.9446 487.241 1 -12 1 -6 1158.50 618.737 1 -12 -1 -5 1675.40 638.691 1 -12 1 -5 1084.92 502.336 1 -12 -1 -4 3777.73 873.789 1 -12 1 -4 3642.82 879.767 1 -12 -1 -3 374.171 367.059 1 -12 1 -3 788.370 537.826 1 -12 -1 -2 124.265 366.179 1 -12 1 -2 885.145 431.499 1 -12 -1 -1 537.415 385.255 1 -12 1 -1 1417.43 617.771 1 -12 -1 0 4.29055 322.546 1 -12 1 0 647.349 409.079 1 -12 1 1 1757.38 586.969 1 -12 -1 1 255.918 247.810 1 -12 1 2 589.580 340.631 1 -12 -1 2 89.5763 266.097 1 -12 1 3 137.129 220.516 1 -12 -1 3-342.666 436.547 1 -12 -2 -9 584.675 536.499 1 -12 -2 -8 149.941 470.274 1 -12 2 -8 838.332 568.848 1 -12 -2 -7 850.077 618.927 1 -12 2 -7 367.318 423.880 1 12 2 -7 607.505 407.050 3 -12 -2 -6 702.865 574.718 1 -12 2 -6 909.972 453.986 1 12 2 -6 355.694 308.898 3 -12 -2 -5 406.898 414.343 1 -12 2 -5 620.364 453.349 1 12 2 -5 222.858 330.546 3 -12 -2 -4 1625.05 637.055 1 -12 2 -4 765.414 422.869 1 -12 2 -3 862.580 511.669 1 -12 -2 -3 2163.86 695.093 1 -12 2 -2 395.173 287.854 1 -12 -2 -2 579.922 422.677 1 -12 -2 -1 621.944 451.158 1 -12 2 -1 3513.80 836.949 1 -12 -2 0 1195.12 524.544 1 -12 2 0 848.663 450.263 1 -12 -2 1 1552.56 658.169 1 -12 2 1 2901.46 719.530 1 -12 -2 2 22.0528 256.909 1 -12 2 2 165.536 239.406 1 -12 2 3 500.415 325.144 1 -12 2 4 394.863 297.759 1 12 3 -9-29.9442 223.566 3 12 3 -8 163.181 336.451 3 12 3 -7 14.7336 203.802 3 -12 -3 -7 1017.34 563.355 1 12 3 -6 1217.80 507.117 3 -12 -3 -6 716.836 491.969 1 -12 3 -6 625.770 450.270 1 12 3 -5 933.981 461.542 3 -12 -3 -5 857.147 514.165 1 -12 3 -5 1482.68 593.726 1 12 3 -4 998.592 530.096 3 -12 -3 -4 2512.48 792.430 1 -12 3 -4 1798.29 660.032 1 12 3 -3 801.269 435.727 3 -12 -3 -3 572.721 490.037 1 -12 3 -3 961.839 530.151 1 -12 -3 -2 2118.60 771.514 1 -12 3 -2 655.360 357.248 1 -12 -3 -1 1284.36 622.090 1 -12 3 -1-114.721 393.754 1 -12 -3 0 1140.05 581.174 1 -12 3 0 1515.33 566.279 1 -12 3 1-94.5495 259.164 1 -12 -3 1 301.607 332.397 1 -12 3 2 1265.14 515.815 1 -12 -3 2 1574.71 607.664 1 -12 3 3-171.401 196.297 1 -12 3 4 943.555 434.179 1 -12 4 -2-324.220 377.475 1 -12 4 -1 316.377 299.809 1 -12 4 0-43.4930 262.185 1 -12 4 1 1176.02 551.651 1 -12 4 2-197.228 330.089 1 -13 0 -5 182.800 342.745 1 -13 0 -4-790.707 489.936 1 -13 0 -3 386.451 459.533 1 -13 0 -2-51.4671 257.805 1 -13 0 -1 99.1589 399.924 1 -13 0 0-116.490 273.029 1 -13 0 1 503.170 403.583 1 -13 -1 -5 1143.39 554.379 1 -13 -1 -4-261.289 438.959 1 -13 1 -4 542.081 478.105 1 -13 1 -3 219.431 309.742 1 -13 -1 -3-39.7584 418.206 1 -13 1 -2 438.232 354.890 1 -13 -1 -2 378.982 362.865 1 -13 1 -1 240.136 291.964 1 -13 -1 -1-884.088 503.516 1 -13 1 0 253.217 308.011 1 -13 -1 0-804.646 474.072 1 -13 1 1-175.388 303.876 1 -13 -1 1-187.477 439.237 1 13 2 -4 1166.65 536.571 3 -13 -2 -4 93.6857 346.615 1 -13 -2 -3 579.584 519.330 1 -13 2 -3-129.333 336.598 1 -13 -2 -2 263.427 411.404 1 -13 2 -2-743.667 438.459 1 -13 -2 -1 981.292 503.831 1 -13 2 -1-587.687 416.165 1 -13 -2 0 467.749 449.442 1 -13 2 0-200.062 346.825 1 -13 2 1-41.6267 279.443 1 -13 2 2 57.8003 216.072 1 -13 -3 -2 392.285 422.623 1 -13 -3 -1 221.031 390.291 1 -13 3 0 559.215 375.149 1 -13 3 1-281.601 368.306 1 0 0 0 0.00 0.00 0 TITL fanxh0802 in Pna2(1) REM Pna2(1) (#33, found as Pbn2(1) in ba-c setting) CELL 0.71073 10.210142 7.338963 23.457874 90.0000 90.0000 90.0000 ZERR 8.00 0.000445 0.000288 0.001072 0.0000 0.0000 0.0000 LATT -1 SYMM -x,-y, z+1/2 SYMM x+1/2,-y+1/2, z SYMM -x+1/2, y+1/2, z+1/2 SFAC C H N O UNIT 88.00 80.00 8.00 8.00 TREF HKLF 4 END ; _shelx_res_checksum 78170 _shelx_res_file ; TITL CF solution in Pna21 CELL 0.71073 10.208601 7.334163 23.454675 90 90 90 ZERR 4 0.000477 0.000615 0.001195 0 0 0 LATT -1 SYMM -X,-Y,0.5+Z SYMM 0.5-X,0.5+Y,0.5+Z SYMM 0.5+X,0.5-Y,+Z SFAC C H N O S UNIT 84 76 4 8 4 L.S. 10 PLAN 25 BOND $H HTAb CONF fmap 2 acta 51.0 SHEL 999 0.81 REM D:\olex2_fanxh0802\fanxh0802.hkl WGHT 0.023800 FVAR 4.58468 S1 5 -0.227965 -0.221852 -0.664925 11.00000 0.03925 0.03667 = 0.05444 0.00831 0.00268 0.00315 O2 4 -0.152155 -0.078354 -0.689940 11.00000 0.07190 0.03750 = 0.06680 0.01610 0.00210 -0.01179 O1 4 -0.361614 -0.190021 -0.647965 11.00000 0.03733 0.05818 = 0.07210 0.00375 0.00364 0.01431 C15 1 -0.228654 -0.409864 -0.711781 11.00000 0.03466 0.04389 = 0.04218 0.01066 0.00200 -0.00020 C16 1 -0.324338 -0.542260 -0.705573 11.00000 0.03476 0.05635 = 0.05464 -0.00202 0.01129 -0.00422 AFIX 43 H16 2 -0.391644 -0.527063 -0.679278 11.00000 -1.20000 AFIX 0 C19 1 -0.126971 -0.589113 -0.783927 11.00000 0.05073 0.07389 = 0.04665 0.00155 0.01435 0.01304 AFIX 43 H19 2 -0.060950 -0.603375 -0.810882 11.00000 -1.20000 AFIX 0 C17 1 -0.318447 -0.697186 -0.738966 11.00000 0.04659 0.06080 = 0.06019 -0.00084 -0.00262 -0.01118 AFIX 43 H17 2 -0.383272 -0.785388 -0.735038 11.00000 -1.20000 AFIX 0 C20 1 -0.129629 -0.432495 -0.751052 11.00000 0.03611 0.05253 = 0.05472 0.01118 0.00973 -0.00415 AFIX 43 H20 2 -0.065398 -0.343660 -0.755411 11.00000 -1.20000 AFIX 0 C5 1 -0.492531 -0.445995 -0.448121 11.00000 0.03756 0.05532 = 0.03854 -0.00439 0.00042 -0.00139 C13 1 -0.195225 -0.431206 -0.573970 11.00000 0.02992 0.03734 = 0.04612 0.00154 0.00065 -0.00159 C10 1 -0.319895 -0.576260 -0.505719 11.00000 0.03607 0.03665 = 0.03990 0.00327 0.00006 -0.00027 C18 1 -0.219725 -0.724873 -0.777796 11.00000 0.04755 0.05486 = 0.03579 0.00116 -0.00001 0.00117 C11 1 -0.227577 -0.713659 -0.530926 11.00000 0.03565 0.04061 = 0.04487 0.00505 -0.00410 0.00318 AFIX 23 H11A 2 -0.275159 -0.813855 -0.548241 11.00000 -1.20000 H11B 2 -0.168716 -0.761761 -0.502155 11.00000 -1.20000 AFIX 0 N3 3 -0.147510 -0.283989 -0.607634 11.00000 0.03720 0.03702 = 0.04591 0.00620 0.00131 -0.00438 C12 1 -0.153217 -0.605611 -0.575403 11.00000 0.02805 0.03949 = 0.04511 -0.00112 -0.00318 0.00360 C6 1 -0.415898 -0.599991 -0.463279 11.00000 0.03589 0.05207 = 0.03591 0.00511 0.00095 -0.00127 C14 1 -0.052149 -0.691022 -0.612900 11.00000 0.04144 0.04614 = 0.05989 0.00150 0.00386 0.00908 AFIX 137 H14A 2 -0.093323 -0.777722 -0.637782 11.00000 -1.50000 H14B 2 0.011921 -0.751961 -0.589780 11.00000 -1.50000 H14C 2 -0.010079 -0.598287 -0.635240 11.00000 -1.50000 AFIX 0 C9 1 -0.300192 -0.409565 -0.531195 11.00000 0.03433 0.03605 = 0.04090 -0.00555 0.00054 -0.00124 C4 1 -0.592800 -0.468540 -0.406122 11.00000 0.04900 0.07589 = 0.05545 -0.01186 0.00795 0.00268 AFIX 43 H4 2 -0.645604 -0.369874 -0.396524 11.00000 -1.20000 AFIX 0 C1 1 -0.440048 -0.767205 -0.435195 11.00000 0.04667 0.05391 = 0.06002 0.01276 0.00150 0.00751 AFIX 43 H1 2 -0.389868 -0.869013 -0.444236 11.00000 -1.20000 AFIX 0 C2 1 -0.536429 -0.781006 -0.394851 11.00000 0.04919 0.09035 = 0.06104 0.03404 -0.00032 -0.00572 AFIX 43 H2 2 -0.551358 -0.892441 -0.377081 11.00000 -1.20000 AFIX 0 C7 1 -0.468996 -0.276757 -0.474573 11.00000 0.05779 0.05044 = 0.05799 -0.01353 0.00447 0.00826 AFIX 43 H7 2 -0.519675 -0.176797 -0.464149 11.00000 -1.20000 AFIX 0 C21 1 -0.210495 -0.896279 -0.813542 11.00000 0.09392 0.06354 = 0.05340 -0.00809 -0.00515 0.01441 AFIX 137 H21A 2 -0.211267 -0.864265 -0.853227 11.00000 -1.50000 H21B 2 -0.283779 -0.973986 -0.805330 11.00000 -1.50000 H21C 2 -0.130586 -0.959274 -0.804734 11.00000 -1.50000 AFIX 0 C8 1 -0.374290 -0.254785 -0.514971 11.00000 0.04908 0.03454 = 0.05517 -0.00489 0.00332 -0.00205 AFIX 43 H8 2 -0.358790 -0.141418 -0.531404 11.00000 -1.20000 AFIX 0 C3 1 -0.612154 -0.631257 -0.380081 11.00000 0.05136 0.10231 = 0.05419 0.00996 0.01759 -0.00177 AFIX 43 H3A 2 -0.676436 -0.642562 -0.352208 11.00000 -1.20000 AFIX 0 H3 2 -0.064777 -0.290252 -0.614261 11.00000 0.03994 HKLF 4 REM CF solution in Pna21 REM R1 = 0.0492 for 1700 Fo > 4sig(Fo) and 0.0771 for all 2372 data REM 232 parameters refined using 1 restraints END WGHT 0.0237 0.0000 REM Instructions for potential hydrogen bonds EQIV $1 x+1/2, -y-1/2, z HTAB N3 O1_$1 REM Highest difference peak 0.185, deepest hole -0.255, 1-sigma level 0.045 Q1 1 -0.5780 -0.8871 -0.3142 11.00000 0.05 0.18 Q2 1 0.0590 -0.6456 -0.6218 11.00000 0.05 0.16 Q3 1 -0.2333 -1.0147 -0.7713 11.00000 0.05 0.16 Q4 1 -0.0659 -1.1364 -0.7877 11.00000 0.05 0.16 Q5 1 -0.3933 -0.3417 -0.6012 11.00000 0.05 0.16 Q6 1 -0.2437 -0.0237 -0.5482 11.00000 0.05 0.16 Q7 1 0.1185 -0.5877 -0.6657 11.00000 0.05 0.15 Q8 1 -0.3845 -0.0843 -0.4817 11.00000 0.05 0.15 Q9 1 -0.2232 -0.5022 -0.6399 11.00000 0.05 0.15 Q10 1 -0.1735 0.0205 -0.6632 11.00000 0.05 0.15 Q11 1 -0.2190 -0.4896 -0.6899 11.00000 0.05 0.14 Q12 1 -0.1171 -1.0047 -0.6182 11.00000 0.05 0.14 Q13 1 -0.7098 -0.1157 -0.4452 11.00000 0.05 0.14 Q14 1 -0.2764 -0.4779 -0.6654 11.00000 0.05 0.14 Q15 1 -0.0578 -0.7151 -0.6632 11.00000 0.05 0.14 Q16 1 -0.3525 -0.8583 -0.8600 11.00000 0.05 0.14 Q17 1 -0.5059 -0.8258 -0.7510 11.00000 0.05 0.14 Q18 1 -0.3770 -0.8595 -0.4786 11.00000 0.05 0.14 Q19 1 -0.0995 -0.3998 -0.6393 11.00000 0.05 0.14 Q20 1 -0.3204 -0.1185 -0.5190 11.00000 0.05 0.14 Q21 1 -0.3088 -0.5170 -0.6170 11.00000 0.05 0.13 Q22 1 -0.7418 -0.4445 -0.3538 11.00000 0.05 0.13 Q23 1 -0.4321 -0.2430 -0.6785 11.00000 0.05 0.13 Q24 1 -0.2133 -0.5779 -0.6503 11.00000 0.05 0.13 Q25 1 0.1765 -0.6896 -0.6403 11.00000 0.05 0.13 ; _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. ; _shelxl_version_number 2013-2 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -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 _atom_site_refinement_flags_adp S1 S -0.22796(12) -0.22185(15) -0.66493(6) 0.0435(3) Uani 1 1 d . . O2 O -0.1522(4) -0.0784(4) -0.68994(14) 0.0587(11) Uani 1 1 d . . O1 O -0.3616(3) -0.1900(4) -0.64797(15) 0.0559(11) Uani 1 1 d . . C15 C -0.2287(5) -0.4099(7) -0.7118(2) 0.0402(12) Uani 1 1 d . . C16 C -0.3243(5) -0.5423(7) -0.7056(2) 0.0486(14) Uani 1 1 d . . H16 H -0.3916 -0.5271 -0.6793 0.058 Uiso 1 1 calc R U C19 C -0.1270(6) -0.5891(8) -0.7839(2) 0.0571(16) Uani 1 1 d . . H19 H -0.0610 -0.6034 -0.8109 0.069 Uiso 1 1 calc R U C17 C -0.3184(6) -0.6972(8) -0.7390(2) 0.0559(15) Uani 1 1 d . . H17 H -0.3833 -0.7854 -0.7350 0.067 Uiso 1 1 calc R U C20 C -0.1296(5) -0.4325(7) -0.7511(2) 0.0478(14) Uani 1 1 d . . H20 H -0.0654 -0.3437 -0.7554 0.057 Uiso 1 1 calc R U C5 C -0.4925(5) -0.4460(8) -0.4481(2) 0.0438(13) Uani 1 1 d . . C13 C -0.1952(5) -0.4312(7) -0.5740(2) 0.0378(12) Uani 1 1 d . . C10 C -0.3199(5) -0.5763(6) -0.5057(2) 0.0375(12) Uani 1 1 d . . C18 C -0.2197(6) -0.7249(8) -0.7778(2) 0.0461(15) Uani 1 1 d . . C11 C -0.2276(5) -0.7137(7) -0.5309(2) 0.0404(14) Uani 1 1 d . . H11A H -0.2752 -0.8139 -0.5482 0.048 Uiso 1 1 calc R U H11B H -0.1687 -0.7618 -0.5022 0.048 Uiso 1 1 calc R U N3 N -0.1475(5) -0.2840(6) -0.60763(18) 0.0400(11) Uani 1 1 d . . C12 C -0.1532(5) -0.6056(7) -0.5754(2) 0.0376(12) Uani 1 1 d . . C6 C -0.4159(5) -0.6000(7) -0.4633(2) 0.0413(13) Uani 1 1 d . . C14 C -0.0521(5) -0.6910(7) -0.6129(2) 0.0492(14) Uani 1 1 d . . H14A H -0.0933 -0.7777 -0.6378 0.074 Uiso 1 1 calc R U H14B H 0.0119 -0.7520 -0.5898 0.074 Uiso 1 1 calc R U H14C H -0.0101 -0.5983 -0.6352 0.074 Uiso 1 1 calc R U C9 C -0.3002(5) -0.4096(6) -0.53120(19) 0.0371(12) Uani 1 1 d . . C4 C -0.5928(6) -0.4685(9) -0.4061(2) 0.0601(16) Uani 1 1 d . . H4 H -0.6456 -0.3699 -0.3965 0.072 Uiso 1 1 calc R U C1 C -0.4400(5) -0.7672(7) -0.4352(2) 0.0535(15) Uani 1 1 d . . H1 H -0.3899 -0.8690 -0.4442 0.064 Uiso 1 1 calc R U C2 C -0.5364(6) -0.7810(9) -0.3949(3) 0.0669(19) Uani 1 1 d . . H2 H -0.5514 -0.8924 -0.3771 0.080 Uiso 1 1 calc R U C7 C -0.4690(6) -0.2768(8) -0.4746(2) 0.0554(16) Uani 1 1 d . . H7 H -0.5197 -0.1768 -0.4641 0.066 Uiso 1 1 calc R U C21 C -0.2105(7) -0.8963(7) -0.8135(2) 0.0703(19) Uani 1 1 d . . H21A H -0.2113 -0.8643 -0.8532 0.105 Uiso 1 1 calc R U H21B H -0.2838 -0.9740 -0.8053 0.105 Uiso 1 1 calc R U H21C H -0.1306 -0.9593 -0.8047 0.105 Uiso 1 1 calc R U C8 C -0.3743(5) -0.2548(6) -0.5150(2) 0.0463(14) Uani 1 1 d . . H8 H -0.3588 -0.1414 -0.5314 0.056 Uiso 1 1 calc R U C3 C -0.6122(7) -0.6313(11) -0.3801(2) 0.0693(19) Uani 1 1 d . . H3A H -0.6764 -0.6426 -0.3522 0.083 Uiso 1 1 calc R U H3 H -0.065(5) -0.290(6) -0.6143(19) 0.040(15) Uiso 1 1 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 S1 0.0393(7) 0.0367(6) 0.0544(7) 0.0083(8) 0.0027(8) 0.0031(7) O2 0.072(3) 0.0375(19) 0.067(3) 0.0161(18) 0.002(2) -0.012(2) O1 0.037(2) 0.058(2) 0.072(3) 0.0037(19) 0.004(2) 0.014(2) C15 0.035(3) 0.044(3) 0.042(3) 0.011(3) 0.002(3) 0.000(3) C16 0.035(3) 0.056(3) 0.055(3) -0.002(3) 0.011(3) -0.004(3) C19 0.051(4) 0.074(4) 0.047(3) 0.002(3) 0.014(3) 0.013(4) C17 0.047(4) 0.061(4) 0.060(4) -0.001(3) -0.003(3) -0.011(4) C20 0.036(3) 0.053(3) 0.055(3) 0.011(3) 0.010(3) -0.004(3) C5 0.038(3) 0.055(3) 0.039(3) -0.004(3) 0.000(3) -0.001(3) C13 0.030(3) 0.037(3) 0.046(3) 0.002(3) 0.001(3) -0.002(3) C10 0.036(3) 0.037(3) 0.040(3) 0.003(2) 0.000(3) 0.000(3) C18 0.048(4) 0.055(4) 0.036(3) 0.001(3) 0.000(3) 0.001(3) C11 0.036(3) 0.041(3) 0.045(3) 0.005(3) -0.004(3) 0.003(3) N3 0.037(3) 0.037(2) 0.046(3) 0.006(2) 0.001(2) -0.004(3) C12 0.028(3) 0.039(3) 0.045(3) -0.001(3) -0.003(2) 0.004(3) C6 0.036(3) 0.052(3) 0.036(3) 0.005(3) 0.001(3) -0.001(3) C14 0.041(3) 0.046(3) 0.060(3) 0.001(3) 0.004(3) 0.009(3) C9 0.034(3) 0.036(3) 0.041(3) -0.006(2) 0.001(2) -0.001(3) C4 0.049(4) 0.076(4) 0.055(4) -0.012(3) 0.008(3) 0.003(4) C1 0.047(4) 0.054(3) 0.060(4) 0.013(3) 0.002(3) 0.008(3) C2 0.049(4) 0.090(5) 0.061(4) 0.034(4) 0.000(4) -0.006(4) C7 0.058(4) 0.050(4) 0.058(3) -0.014(3) 0.004(3) 0.008(3) C21 0.094(5) 0.064(4) 0.053(4) -0.008(3) -0.005(4) 0.014(4) C8 0.049(3) 0.035(3) 0.055(4) -0.005(3) 0.003(3) -0.002(3) C3 0.051(4) 0.102(5) 0.054(4) 0.010(4) 0.018(3) -0.002(4) 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 O2 S1 O1 120.4(2) O2 S1 C15 108.8(2) O2 S1 N3 105.6(2) O1 S1 C15 107.2(2) O1 S1 N3 107.1(2) N3 S1 C15 107.2(2) C16 C15 S1 119.0(4) C20 C15 S1 120.5(4) C20 C15 C16 120.2(5) C15 C16 H16 120.4 C17 C16 C15 119.1(5) C17 C16 H16 120.4 C20 C19 H19 119.1 C18 C19 H19 119.1 C18 C19 C20 121.8(5) C16 C17 H17 119.0 C18 C17 C16 122.0(6) C18 C17 H17 119.0 C15 C20 C19 119.1(5) C15 C20 H20 120.4 C19 C20 H20 120.4 C6 C5 C4 118.4(5) C7 C5 C6 119.8(5) C7 C5 C4 121.8(6) N3 C13 C9 122.9(4) C12 C13 N3 126.6(5) C12 C13 C9 110.5(4) C6 C10 C11 129.2(4) C9 C10 C11 109.5(4) C9 C10 C6 121.3(5) C19 C18 C21 119.9(5) C17 C18 C19 117.7(5) C17 C18 C21 122.4(6) C10 C11 H11A 111.0 C10 C11 H11B 111.0 C10 C11 C12 103.6(4) H11A C11 H11B 109.0 C12 C11 H11A 111.0 C12 C11 H11B 111.0 S1 N3 H3 111(3) C13 N3 S1 119.6(4) C13 N3 H3 113(3) C13 C12 C11 108.6(4) C13 C12 C14 129.2(5) C14 C12 C11 122.2(4) C10 C6 C5 117.6(5) C10 C6 C1 123.9(5) C1 C6 C5 118.5(5) C12 C14 H14A 109.5 C12 C14 H14B 109.5 C12 C14 H14C 109.5 H14A C14 H14B 109.5 H14A C14 H14C 109.5 H14B C14 H14C 109.5 C10 C9 C13 107.8(4) C10 C9 C8 121.2(4) C8 C9 C13 131.0(5) C5 C4 H4 119.4 C3 C4 C5 121.1(6) C3 C4 H4 119.4 C6 C1 H1 119.6 C2 C1 C6 120.8(6) C2 C1 H1 119.6 C1 C2 H2 119.5 C1 C2 C3 121.0(6) C3 C2 H2 119.5 C5 C7 H7 119.0 C8 C7 C5 122.1(5) C8 C7 H7 119.0 C18 C21 H21A 109.5 C18 C21 H21B 109.5 C18 C21 H21C 109.5 H21A C21 H21B 109.5 H21A C21 H21C 109.5 H21B C21 H21C 109.5 C9 C8 H8 121.0 C7 C8 C9 118.1(5) C7 C8 H8 121.0 C4 C3 C2 120.2(6) C4 C3 H3A 119.9 C2 C3 H3A 119.9 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance S1 O2 1.432(3) S1 O1 1.440(3) S1 C15 1.763(5) S1 N3 1.639(4) C15 C16 1.385(6) C15 C20 1.378(7) C16 H16 0.9300 C16 C17 1.381(7) C19 H19 0.9300 C19 C20 1.384(7) C19 C18 1.382(7) C17 H17 0.9300 C17 C18 1.373(8) C20 H20 0.9300 C5 C6 1.419(7) C5 C4 1.430(7) C5 C7 1.408(7) C13 N3 1.424(6) C13 C12 1.350(6) C13 C9 1.476(6) C10 C11 1.501(6) C10 C6 1.408(6) C10 C9 1.376(6) C18 C21 1.514(7) C11 H11A 0.9700 C11 H11B 0.9700 C11 C12 1.514(7) N3 H3 0.86(5) C12 C14 1.493(7) C6 C1 1.414(7) C14 H14A 0.9600 C14 H14B 0.9600 C14 H14C 0.9600 C9 C8 1.416(6) C4 H4 0.9300 C4 C3 1.355(8) C1 H1 0.9300 C1 C2 1.369(8) C2 H2 0.9300 C2 C3 1.387(8) C7 H7 0.9300 C7 C8 1.363(7) C21 H21A 0.9600 C21 H21B 0.9600 C21 H21C 0.9600 C8 H8 0.9300 C3 H3A 0.9300 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 S1 C15 C16 C17 -174.5(4) S1 C15 C20 C19 174.6(4) O2 S1 C15 C16 -161.1(4) O2 S1 C15 C20 24.0(5) O2 S1 N3 C13 -177.5(4) O1 S1 C15 C16 -29.5(5) O1 S1 C15 C20 155.6(4) O1 S1 N3 C13 53.1(4) C15 S1 N3 C13 -61.6(4) C15 C16 C17 C18 0.7(8) C16 C15 C20 C19 -0.2(7) C16 C17 C18 C19 -1.9(8) C16 C17 C18 C21 178.4(5) C20 C15 C16 C17 0.4(8) C20 C19 C18 C17 2.1(8) C20 C19 C18 C21 -178.2(5) C5 C6 C1 C2 0.9(8) C5 C4 C3 C2 -1.6(9) C5 C7 C8 C9 1.4(8) C13 C9 C8 C7 178.2(5) C10 C11 C12 C13 1.7(5) C10 C11 C12 C14 -178.0(4) C10 C6 C1 C2 -179.1(5) C10 C9 C8 C7 -2.1(7) C18 C19 C20 C15 -1.1(8) C11 C10 C6 C5 -178.6(5) C11 C10 C6 C1 1.4(8) C11 C10 C9 C13 0.2(6) C11 C10 C9 C8 -179.6(4) N3 S1 C15 C16 85.1(5) N3 S1 C15 C20 -89.8(4) N3 C13 C12 C11 177.8(5) N3 C13 C12 C14 -2.5(9) N3 C13 C9 C10 -178.6(4) N3 C13 C9 C8 1.2(8) C12 C13 N3 S1 98.9(6) C12 C13 C9 C10 0.9(6) C12 C13 C9 C8 -179.3(5) C6 C5 C4 C3 1.9(8) C6 C5 C7 C8 0.2(8) C6 C10 C11 C12 178.2(5) C6 C10 C9 C13 -179.1(4) C6 C10 C9 C8 1.1(7) C6 C1 C2 C3 -0.6(9) C9 C13 N3 S1 -81.7(5) C9 C13 C12 C11 -1.6(6) C9 C13 C12 C14 178.0(5) C9 C10 C11 C12 -1.1(6) C9 C10 C6 C5 0.6(7) C9 C10 C6 C1 -179.4(5) C4 C5 C6 C10 178.4(5) C4 C5 C6 C1 -1.5(7) C4 C5 C7 C8 -179.4(5) C1 C2 C3 C4 0.9(10) C7 C5 C6 C10 -1.3(7) C7 C5 C6 C1 178.8(5) C7 C5 C4 C3 -178.4(6)