#------------------------------------------------------------------------------
#$Date: 2021-07-21 08:22:48 +0300 (Wed, 21 Jul 2021) $
#$Revision: 267666 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/38/2243872.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2243872
loop_
_publ_author_name
'Okmanov, R. Ya.'
'Makhmudova, M. M.'
'Bobaev, I. D.'
'Tashkhodjaev, B.'
_publ_section_title
;
Withanolides from Physalis angulata L.
;
_journal_issue 8
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first 804
_journal_page_last 808
_journal_paper_doi 10.1107/S205698902100709X
_journal_volume 77
_journal_year 2021
_chemical_absolute_configuration rm
_chemical_formula_iupac 'C28 H40 O7'
_chemical_formula_moiety 'C28 H40 O7'
_chemical_formula_sum 'C28 H40 O7'
_chemical_formula_weight 488.60
_chemical_melting_point 528(3)
_chemical_name_common
;
14a-hydroxyixocarpanolide
;
_chemical_name_systematic
(20R,22R)-5\a,14\a,20-Trihydroxy-1-oxo-6\a,7\a-epoxywitha-2-enolide
_space_group_crystal_system triclinic
_space_group_IT_number 1
_space_group_name_Hall 'P 1'
_space_group_name_H-M_alt 'P 1'
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary direct
_audit_creation_method SHELXL-2014/8
_cell_angle_alpha 112.81(3)
_cell_angle_beta 96.49(3)
_cell_angle_gamma 93.13(3)
_cell_formula_units_Z 1
_cell_length_a 6.2374(12)
_cell_length_b 9.5938(19)
_cell_length_c 11.351(2)
_cell_measurement_reflns_used 1941
_cell_measurement_temperature 290(2)
_cell_measurement_theta_max 75.4630
_cell_measurement_theta_min 4.2650
_cell_volume 618.5(3)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
XP (Sheldrick, 1998)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008), PLATON (Spek, 2020) and publCIF
(Westrip, 2010)'
;
_computing_structure_refinement
;
SHELXL2014/8 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS7 (Sheldrick, 2008)
;
_diffrn_ambient_temperature 290.0(10)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.2576
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Rigaku Xcalibur, Ruby'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0245
_diffrn_reflns_av_unetI/netI 0.0320
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 10
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 4169
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 76.647
_diffrn_reflns_theta_min 4.271
_diffrn_source 'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu 0.755
_exptl_absorpt_correction_T_max 0.85279
_exptl_absorpt_correction_T_min 0.77644
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 2003)
;
_exptl_crystal_colour colorless
_exptl_crystal_density_diffrn 1.312
_exptl_crystal_description prizmatic
_exptl_crystal_F_000 264
_exptl_crystal_size_max 0.42
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.21
_refine_diff_density_max 0.170
_refine_diff_density_min -0.193
_refine_ls_abs_structure_details
;
Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack -0.1(2)
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.035
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 333
_refine_ls_number_reflns 2812
_refine_ls_number_restraints 3
_refine_ls_restrained_S_all 1.035
_refine_ls_R_factor_all 0.0454
_refine_ls_R_factor_gt 0.0405
_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^)+(0.0647P)^2^+0.0383P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1035
_refine_ls_wR_factor_ref 0.1097
_reflns_number_gt 2545
_reflns_number_total 2812
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file dj2029sup1.cif
_cod_data_source_block II
_cod_original_cell_volume 618.5(2)
_cod_database_code 2243872
_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_hkl_file
;
0 0 -1 9623.30 206.061 21
0 0 -1 9729.92 212.639 19
0 0 -2 33195.7 586.480 21
0 0 -2 33764.4 597.291 19
0 0 -3 156500. 2102.48 21
0 0 -3 158048. 2100.39 19
0 0 -4 284224. 3626.16 19
0 0 -5 83518.4 1531.63 19
0 0 -6 36466.9 1007.13 19
0 0 -7 23788.1 875.581 19
0 0 -8 2168.56 336.270 8
0 0 -8 2205.62 282.637 19
0 0 -9 742.476 238.827 8
0 0 -10 316.298 184.325 8
0 0 -11 1121.99 253.962 7
0 0 -11 977.014 252.524 8
0 0 -12 42.0739 102.086 7
0 0 -12 587.609 180.822 8
0 1 -13 4119.15 341.813 7
0 1 -12 2315.06 331.147 7
0 1 -11 6237.30 560.287 8
0 1 -11 5859.09 583.811 7
0 1 -10 12654.1 830.191 8
0 1 -9 22915.1 931.053 19
0 1 -9 21841.4 1088.28 8
0 1 -8 707.839 167.430 19
0 1 -8 887.098 249.210 8
0 1 -7 10676.2 549.086 19
0 1 -6 121478. 2061.61 19
0 1 -5 33006.2 826.287 19
0 1 -4 146453. 2058.62 19
0 1 -4 145754. 1987.63 21
0 1 -3 125003. 1699.27 19
0 1 -3 125508. 1632.86 21
0 1 -2 109905. 1406.43 19
0 -1 1 188613. 2184.41 1
0 -1 0 366570. 4080.18 1
0 -1 -1 557649. 6153.76 19
0 -1 -1 543199. 6123.38 1
0 -1 -2 89720.1 1364.60 19
0 -1 -3 83283.5 1403.53 19
0 -1 -4 180151. 2650.28 19
0 -1 -5 21893.5 751.348 19
0 -1 -6 8188.92 495.393 19
0 -1 -7 6512.52 477.920 19
0 -1 -8 7524.96 651.884 13
0 -1 -8 7886.76 560.216 19
0 -1 -8 6153.52 576.260 8
0 -1 -9 8087.36 663.509 8
0 -1 -10 2206.79 353.408 7
0 -1 -10 2601.60 375.094 8
0 -1 -11 1789.91 292.553 7
0 -1 -11 1734.94 285.550 8
0 -1 -12 2038.33 217.093 7
0 -1 -12 2522.58 269.566 8
0 2 -13 1870.96 277.396 7
0 2 -12 3471.29 433.634 7
0 2 -11 2708.76 388.553 8
0 2 -11 3084.76 435.579 7
0 2 -10 10498.5 760.975 8
0 2 -9 22270.8 1095.57 8
0 2 -8 1021.23 189.875 19
0 2 -7 26916.3 856.154 19
0 2 -6 31719.5 858.560 19
0 2 -5 177938. 2510.68 19
0 2 -5 176586. 2364.07 21
0 2 -4 33351.6 727.620 19
0 2 -4 33714.9 633.506 21
0 2 -3 54471.4 916.282 19
0 -2 2 19428.5 459.724 1
0 -2 1 125703. 1653.89 1
0 -2 0 55423.8 922.562 1
0 -2 -1 186306. 2441.26 1
0 -2 -2 217951. 2937.35 19
0 -2 -3 6677.23 376.610 19
0 -2 -4 39723.4 1062.24 19
0 -2 -5 18558.0 758.032 19
0 -2 -6 3732.69 375.151 19
0 -2 -7 13449.8 739.218 19
0 -2 -7 13440.9 860.620 13
0 -2 -8 9543.60 745.479 13
0 -2 -9 1772.22 328.752 8
0 -2 -10 1639.81 297.398 8
0 -2 -10 1940.97 288.171 7
0 -2 -11 2222.62 283.177 8
0 3 -14 576.494 126.834 7
0 3 -13 108.900 141.326 7
0 3 -12 1765.41 338.182 7
0 3 -11 8253.48 710.161 7
0 3 -10 3765.02 460.263 8
0 3 -9 1907.63 326.585 8
0 3 -8 11692.4 604.537 19
0 3 -7 2367.92 255.068 19
0 3 -6 42777.7 1034.59 19
0 3 -5 55073.4 1130.18 19
0 3 -5 57625.6 927.212 21
0 -3 4 203950. 2805.33 1
0 -3 3 12539.9 438.313 1
0 -3 2 34091.3 740.228 1
0 -3 1 18446.4 539.746 1
0 -3 0 84589.8 1413.95 1
0 -3 -1 7689.96 363.052 1
0 -3 -2 34214.5 913.855 19
0 -3 -2 33628.7 894.313 1
0 -3 -3 18044.1 705.752 19
0 -3 -4 20746.7 822.985 19
0 -3 -5 8255.93 549.997 19
0 -3 -6 5056.12 465.047 19
0 -3 -6 5547.07 553.613 13
0 -3 -7 8264.37 695.591 13
0 -3 -8 6714.70 627.929 13
0 -3 -9 693.182 228.324 8
0 -3 -10 1532.94 261.768 8
0 -3 -11 2293.71 226.757 8
0 4 -14 1302.89 169.584 7
0 4 -13 574.198 173.763 7
0 4 -12 5419.99 541.323 7
0 4 -11 6891.06 634.943 7
0 4 -10 936.362 261.631 7
0 4 -10 748.350 227.758 12
0 4 -9 41173.2 1509.26 12
0 -4 9 37763.8 1259.09 1
0 -4 8 8866.02 558.295 1
0 -4 7 2774.10 306.644 1
0 -4 6 12027.6 575.528 1
0 -4 5 69021.5 1425.41 1
0 -4 4 267158. 3585.07 1
0 -4 3 20601.2 643.464 1
0 -4 2 12250.2 500.529 1
0 -4 1 20324.2 656.980 1
0 -4 0 3667.89 281.311 1
0 -4 -1 26814.9 827.515 19
0 -4 -1 27354.8 832.794 1
0 -4 -2 20036.4 762.389 19
0 -4 -3 1822.96 252.861 19
0 -4 -4 42340.1 1321.46 19
0 -4 -5 12735.1 766.329 11
0 -4 -5 11402.4 693.962 19
0 -4 -5 11027.5 780.598 14
0 -4 -6 8876.41 726.281 13
0 -4 -7 73.6065 165.558 13
0 -4 -8 3568.47 445.821 13
0 -4 -9 1072.81 235.808 8
0 -4 -10 178.066 113.469 8
0 5 -13 308.883 148.438 7
0 5 -12 424.613 199.371 7
0 5 -11 5906.28 548.503 12
0 5 -11 6007.69 582.695 7
0 5 -10 16956.4 985.936 12
0 5 -10 17459.1 993.373 7
0 5 -9 22001.9 1120.35 12
0 -5 9 19798.2 906.458 1
0 5 -8 12889.3 827.751 12
0 -5 8 11208.9 644.244 1
0 -5 7 8103.37 518.380 1
0 -5 6 394.642 136.008 1
0 -5 5 8068.97 471.004 1
0 -5 4 26684.5 857.271 1
0 -5 3 38755.8 1071.54 1
0 -5 2 54738.9 1303.76 1
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0 -5 -3 6810.55 527.788 19
0 -5 -3 8503.58 651.542 14
0 -5 -4 2811.35 382.876 11
0 -5 -4 2868.32 368.725 19
0 -5 -4 2566.44 365.913 14
0 -5 -5-571.140 195.801 11
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0 -5 -6 5575.54 580.121 13
0 -5 -7 1174.27 274.333 13
0 -5 -8 2013.21 299.945 8
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0 6 -13 2922.27 284.550 7
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0 -6 4 3099.85 340.456 1
0 -6 3 64060.4 1583.82 1
0 -6 2 20244.5 833.654 1
0 -6 1 3621.95 349.361 1
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0 -6 0 14438.2 719.375 1
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0 -6 -1 5696.70 470.424 1
0 -6 -2 2862.88 392.928 14
0 -6 -2 2968.68 394.501 11
0 -6 -2 2691.98 348.067 19
0 -6 -3 406.404 181.975 14
0 -6 -3 203.752 172.275 11
0 -6 -3 335.638 161.005 19
0 -6 -4 24613.5 1117.50 11
0 -6 -4 21478.1 1123.51 14
0 -6 -5 22315.5 1152.79 13
0 -6 -5 27888.8 1138.10 11
0 -6 -6 1021.63 270.190 13
0 -6 -7 745.524 208.737 13
0 -6 -8 3841.97 323.393 8
0 7 -13 3559.42 342.981 17
0 7 -12 1074.87 217.865 12
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0 7 -10 8443.56 700.712 12
0 7 -9 8096.51 685.081 12
0 -7 8 14194.0 802.175 1
0 7 -8 12919.1 865.702 12
0 -7 7 7059.07 562.882 1
0 7 -7 6787.53 612.555 12
0 7 -6 21504.0 1065.16 12
0 -7 6 21363.4 972.429 1
0 7 -5 64842.1 1863.43 12
0 -7 5 62388.5 1734.34 1
0 7 -4 7831.63 612.486 9
0 -7 4 7366.36 553.965 1
0 -7 3 11551.7 694.358 1
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0 -7 1 16107.7 821.802 1
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0 -7 1 16638.4 829.311 19
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0 -7 0 501.996 177.856 1
0 -7 0 233.336 186.669 11
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0 -7 -1 4053.56 476.097 11
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0 -7 -2 4620.69 504.292 11
0 -7 -3 3745.84 450.836 11
0 -7 -3 3943.72 475.953 14
0 -7 -4 18211.9 1003.20 14
0 -7 -4 18652.3 918.336 11
0 -7 -5 6542.61 573.769 13
0 -7 -6 2108.66 302.055 13
0 -7 -7 917.914 158.922 8
0 8 -13 1550.61 207.794 17
0 8 -12 284.227 166.596 9
0 8 -12 399.718 155.123 17
0 8 -11 455.469 198.796 9
0 8 -11 332.759 180.104 12
0 8 -10 842.877 247.890 12
0 8 -9 891.393 261.819 12
0 8 -8 6758.38 621.950 12
0 8 -7 8367.09 697.390 12
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0 -8 6 6383.76 568.362 1
0 8 -5 64201.8 1964.71 9
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0 8 -5 65512.8 1956.74 12
0 -8 4 22597.2 1053.56 1
0 8 -4 22732.6 1120.57 9
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0 -8 3 4030.47 452.231 1
0 -8 2 37626.3 1340.47 19
0 -8 2 35961.3 1325.20 15
0 -8 2 34560.8 1305.93 1
0 -8 2 33387.2 1398.25 11
0 -8 1 13317.6 873.342 11
0 -8 0 3773.72 468.376 14
0 -8 0 4732.73 536.080 11
0 -8 -1 847.081 243.257 14
0 -8 -1 1076.13 269.533 11
0 -8 -2 7335.82 624.851 14
0 -8 -2 8034.64 636.313 11
0 -8 -3 1704.67 310.221 14
0 -8 -3 1565.06 280.010 11
0 -8 -4 2529.04 342.464 13
0 -8 -5-122.337 115.777 13
0 9 -12 145.400 124.067 9
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0 9 -11 2539.61 334.561 17
0 9 -11 2362.74 305.046 9
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0 9 -9 1267.14 291.136 9
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0 9 -7 1947.88 353.696 12
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0 9 -5 1189.25 320.951 9
0 9 -4 5145.53 551.243 9
0 -9 3 3966.45 476.813 11
0 -9 2 2752.07 409.497 11
0 -9 2 3104.50 409.017 14
0 -9 1 1120.07 267.078 11
0 -9 1 1116.46 264.470 14
0 -9 0 6244.43 550.450 14
0 -9 0 5407.58 525.982 11
0 -9 -1 965.731 240.181 11
0 -9 -1 596.979 210.483 14
0 -9 -2 10609.5 628.177 11
0 -9 -3 204.367 108.508 11
0 -9 -3 118.350 118.482 13
0 -9 -4 141.670 95.5919 13
0 10 -11 984.708 189.676 9
0 10 -11 1259.08 196.043 17
0 10 -10 2121.04 277.317 17
0 10 -10 2232.49 294.557 9
0 10 -9 2670.80 345.132 9
0 10 -9 3006.88 338.008 17
0 10 -8 1829.04 319.685 9
0 10 -7 3622.13 441.273 9
0 10 -6 1343.56 315.259 9
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0 -10 4 10021.1 710.185 11
0 -10 3 4520.59 470.599 11
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0 -10 -1 5997.46 433.956 13
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0 -10 -2 1858.04 212.099 13
0 -11 9 8286.31 458.044 11
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0 -11 7 31.1667 122.820 11
0 -11 6 2638.01 323.129 11
0 -11 5 1300.93 247.292 11
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0 -11 1 76.0479 101.247 11
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0 -12 6 312.743 101.199 11
0 -12 5 2527.80 216.585 11
1 -12 6 180.121 81.1523 11
1 -11 1 3504.03 273.475 14
1 -11 1 3604.33 269.005 11
1 -11 2 747.385 160.815 11
1 -11 2 604.481 141.488 14
1 -11 3 1456.70 216.074 14
1 -11 3 1421.78 224.866 11
1 -11 4 1061.71 222.667 11
1 -11 5 1640.41 252.433 11
1 -11 6 2730.15 322.635 11
1 -11 7-37.2988 106.551 11
1 -11 8 98.0500 118.613 11
1 -11 9 7773.09 438.691 11
1 -11 10 13.9768 72.1443 11
1 -10 -2 4086.59 341.461 13
1 -10 -1 5742.51 441.131 14
1 -10 0 3180.53 363.345 14
1 -10 0 3185.87 331.166 11
1 -10 1-3.61604 132.419 11
1 -10 1-67.0091 136.136 14
1 -10 2 1995.76 310.445 11
1 -10 2 1913.91 311.336 14
1 -10 3 1121.36 244.608 11
1 -10 4 500.665 198.417 11
-1 10 -5 1878.30 317.955 9
-1 10 -6 1344.93 290.455 9
-1 10 -7 2033.25 348.426 9
-1 10 -8 851.734 245.807 9
-1 10 -9 174.693 186.771 9
-1 10 -10 2305.52 295.778 9
-1 10 -10 1775.90 243.370 17
-1 10 -11 5168.21 361.880 9
-1 10 -11 4077.97 305.856 17
1 -9 -4 571.680 145.083 13
1 -9 -3 4433.23 412.463 13
1 -9 -2 1458.38 281.092 14
1 -9 -1 9927.82 638.217 11
1 -9 -1 8906.69 670.189 14
1 -9 0 4721.38 481.066 11
1 -9 0 5093.39 531.635 14
1 -9 1 11956.4 788.388 11
1 -9 2 3111.03 416.374 15
1 -9 2 2412.88 372.731 11
1 -9 3 21675.9 1042.07 15
-1 9 -4 17224.9 955.853 9
1 -9 4 17007.9 901.262 15
-1 9 -5 2535.69 413.328 9
-1 9 -6 4392.39 504.612 9
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-1 9 -7-22.7634 168.128 9
-1 9 -7-129.699 156.628 12
-1 9 -8 2799.05 387.995 12
-1 9 -8 2720.35 405.702 9
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-1 9 -11 408.304 160.654 12
-1 9 -11 611.048 195.960 9
-1 9 -12 3137.33 293.684 17
-1 9 -12 3461.13 290.190 9
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7 1 -3 349.486 163.205 3
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0 0 0 0.00 0.00 0
TITL II-Pha_ang_An in P-1
REM P-1 (#2 in standard setting)
CELL 1.54184 6.237407 9.593755 11.350997 112.8119 96.4936 93.1259
ZERR 3.00 0.000402 0.000696 0.000729 0.0064 0.0053 0.0056
LATT 1
SFAC C H N O
UNIT 33.00 30.00 3.00 3.00
TREF
HKLF 4
END
;
_shelx_hkl_checksum 22691
_shelx_res_file
;
II.res created by SHELXL-2014/8
TITL II in P1
CELL 1.54184 6.2374 9.5938 11.3510 112.812 96.494 93.126
ZERR 1.00 0.0012 0.0019 0.0023 0.030 0.030 0.030
LATT -1
SFAC C H O
UNIT 28 40 7
ACTA
CONF
MPLA 4 C1 C2 C3 C4 C5 C10
MPLA 5 C5 C6 C7 C8 C9 C10
EQIV $1 +x, +y, +z
EQIV $2 +x, +y, +z+1
EQIV $3 +x-1, +y, +z-1
RTAB O2H2 O20 H20_$1
RTAB H2O5 H20 O5_$2
RTAB O2O5 O20 O5_$2
RTAB O2O5 O20 H20 O5_$2
RTAB C7H7 C7 H7A_$1
RTAB H7O2 H7A O26_$3
RTAB C7O2 C7 O26_$3
RTAB C7O2 C7 H7A O26_$3
L.S. 4
BOND $H
FMAP 2
PLAN 20
WGHT 0.064700 0.038300
FVAR 14.88387
O1 3 1.073399 1.221576 0.384484 11.00000 0.05660 0.07984 =
0.07614 0.05061 -0.01013 -0.01574
O2 3 1.006987 0.604003 0.911991 11.00000 0.05753 0.04574 =
0.03720 0.02141 0.01567 0.01718
O5 3 0.857546 0.879086 0.096923 11.00000 0.06748 0.05705 =
0.03875 0.01972 0.02050 0.02612
O14 3 0.905003 0.658489 0.367115 11.00000 0.05715 0.05043 =
0.03461 0.01526 0.01226 0.02072
O20 3 0.730621 0.737833 0.811831 11.00000 0.04455 0.05732 =
0.03706 0.02178 0.01249 0.01694
O26 3 1.041155 0.528127 1.070640 11.00000 0.07184 0.07311 =
0.04559 0.03351 0.01868 0.02103
O67 3 0.604511 0.670905 0.131909 11.00000 0.08008 0.04008 =
0.03519 0.00575 -0.00373 0.01082
C1 1 0.915722 1.168880 0.301733 11.00000 0.04277 0.04566 =
0.04564 0.02221 0.00780 0.00925
C2 1 0.877485 1.231187 0.201714 11.00000 0.05888 0.05850 =
0.06251 0.03949 0.01016 0.00672
AFIX 43
H2A 2 0.962429 1.318472 0.210794 11.00000 -1.20000
AFIX 0
C3 1 0.725632 1.166373 0.099342 11.00000 0.06965 0.07054 =
0.05916 0.04407 0.00739 0.01974
AFIX 43
H3A 2 0.710321 1.209496 0.038671 11.00000 -1.20000
AFIX 0
C4 1 0.579423 1.028985 0.076803 11.00000 0.06476 0.05879 =
0.04084 0.02530 -0.00077 0.01638
AFIX 23
H4A 2 0.557007 0.963883 -0.014579 11.00000 -1.20000
H4B 2 0.439613 1.058888 0.101386 11.00000 -1.20000
AFIX 0
C5 1 0.671326 0.939482 0.153657 11.00000 0.05008 0.04620 =
0.03007 0.01478 0.00636 0.01656
C6 1 0.507726 0.807749 0.138407 11.00000 0.05448 0.04237 =
0.03663 0.01119 -0.00931 0.00538
AFIX 13
H6A 2 0.372547 0.792810 0.079768 11.00000 -1.20000
AFIX 0
C7 1 0.497014 0.753125 0.241154 11.00000 0.04490 0.04144 =
0.03971 0.01213 -0.00630 0.00135
AFIX 13
H7A 2 0.355003 0.705369 0.242715 11.00000 -1.20000
AFIX 0
C8 1 0.636611 0.833946 0.370404 11.00000 0.03544 0.03609 =
0.02930 0.01105 0.00025 0.00298
AFIX 13
H8A 2 0.541418 0.894617 0.428986 11.00000 -1.20000
AFIX 0
C9 1 0.823576 0.947942 0.371346 11.00000 0.03773 0.03929 =
0.02999 0.01418 0.00308 0.00420
AFIX 13
H9A 2 0.931527 0.887818 0.323815 11.00000 -1.20000
AFIX 0
C10 1 0.742630 1.045997 0.298762 11.00000 0.03873 0.03821 =
0.03152 0.01450 0.00574 0.00737
C11 1 0.933020 1.035298 0.512746 11.00000 0.07017 0.04654 =
0.03950 0.02234 -0.01595 -0.01963
AFIX 23
H11A 2 1.057734 1.101107 0.514000 11.00000 -1.20000
H11B 2 0.831562 1.099431 0.561264 11.00000 -1.20000
AFIX 0
C12 1 1.007375 0.931552 0.579927 11.00000 0.05410 0.05275 =
0.03837 0.02380 -0.01057 -0.01580
AFIX 23
H12A 2 1.065265 0.993403 0.669434 11.00000 -1.20000
H12B 2 1.122919 0.876879 0.538675 11.00000 -1.20000
AFIX 0
C13 1 0.820608 0.816305 0.574757 11.00000 0.04054 0.03272 =
0.02989 0.01410 0.00138 0.00172
C14 1 0.726245 0.726807 0.429939 11.00000 0.03808 0.03510 =
0.03050 0.00902 0.00304 0.00321
C15 1 0.573785 0.598510 0.431431 11.00000 0.05003 0.03866 =
0.04656 0.01609 -0.00779 -0.00776
AFIX 23
H15A 2 0.550683 0.513220 0.348119 11.00000 -1.20000
H15B 2 0.434664 0.632871 0.453529 11.00000 -1.20000
AFIX 0
C16 1 0.692973 0.554586 0.536096 11.00000 0.05366 0.03771 =
0.04100 0.01528 0.00066 -0.00372
AFIX 23
H16A 2 0.749953 0.457647 0.496643 11.00000 -1.20000
H16B 2 0.594087 0.545666 0.593510 11.00000 -1.20000
AFIX 0
C17 1 0.882195 0.682310 0.613121 11.00000 0.03818 0.03535 =
0.03208 0.01278 0.00667 0.00304
AFIX 13
H17A 2 1.013381 0.647597 0.575603 11.00000 -1.20000
AFIX 0
C18 1 0.647971 0.901866 0.652032 11.00000 0.06480 0.04578 =
0.03714 0.01795 0.01263 0.02017
AFIX 137
H18A 2 0.530616 0.830303 0.647867 11.00000 -1.50000
H18B 2 0.593968 0.970926 0.616099 11.00000 -1.50000
H18C 2 0.711318 0.957899 0.740476 11.00000 -1.50000
AFIX 0
C19 1 0.552866 1.131457 0.355020 11.00000 0.04969 0.04226 =
0.04762 0.01670 0.01457 0.01346
AFIX 137
H19A 2 0.589115 1.182088 0.447163 11.00000 -1.50000
H19B 2 0.425731 1.060549 0.334211 11.00000 -1.50000
H19C 2 0.524962 1.205230 0.318902 11.00000 -1.50000
AFIX 0
C20 1 0.928673 0.710161 0.757658 11.00000 0.03902 0.03924 =
0.03135 0.01301 0.00662 0.00463
C21 1 1.099710 0.845502 0.833515 11.00000 0.05556 0.04437 =
0.03558 0.01710 -0.00201 -0.00265
AFIX 137
H21A 2 1.043043 0.937522 0.836077 11.00000 -1.50000
H21B 2 1.227449 0.832269 0.792085 11.00000 -1.50000
H21C 2 1.135983 0.851658 0.919994 11.00000 -1.50000
AFIX 0
C22 1 1.000648 0.565113 0.773066 11.00000 0.04163 0.04077 =
0.03113 0.01451 0.00539 0.00431
AFIX 13
H22A 2 0.885404 0.481657 0.726459 11.00000 -1.20000
AFIX 0
C23 1 1.214694 0.511051 0.729644 11.00000 0.04907 0.05101 =
0.04412 0.02231 0.01383 0.01332
AFIX 23
H23A 2 1.311106 0.598002 0.737504 11.00000 -1.20000
H23B 2 1.187738 0.442337 0.639200 11.00000 -1.20000
AFIX 0
C24 1 1.327047 0.430037 0.807621 11.00000 0.04287 0.03654 =
0.04045 0.01406 0.00438 0.00569
AFIX 13
H24A 2 1.431571 0.506152 0.876578 11.00000 -1.20000
AFIX 0
C25 1 1.165367 0.368260 0.873127 11.00000 0.04428 0.04145 =
0.04603 0.02075 0.00474 0.00569
AFIX 13
H25A 2 1.050802 0.300310 0.805657 11.00000 -1.20000
AFIX 0
C26 1 1.063161 0.501545 0.960193 11.00000 0.04211 0.04643 =
0.04192 0.02350 0.00910 0.00524
C27 1 1.261692 0.280036 0.948222 11.00000 0.07477 0.05455 =
0.06840 0.03740 0.01578 0.01814
AFIX 137
H27A 2 1.150264 0.246254 0.985931 11.00000 -1.50000
H27B 2 1.374177 0.344512 1.015336 11.00000 -1.50000
H27C 2 1.321569 0.193533 0.890904 11.00000 -1.50000
AFIX 0
C28 1 1.455834 0.307375 0.724916 11.00000 0.04806 0.04750 =
0.06321 0.02109 0.01250 0.01236
AFIX 137
H28A 2 1.552523 0.275999 0.779730 11.00000 -1.50000
H28B 2 1.538364 0.347358 0.676412 11.00000 -1.50000
H28C 2 1.357638 0.221599 0.666575 11.00000 -1.50000
AFIX 0
H5 2 0.857852 0.792564 0.113306 11.00000 0.06934
H14 2 0.883946 0.628232 0.288719 11.00000 0.06883
H20 2 0.767768 0.766791 0.883795 11.00000 0.09322
HKLF 4
REM II in P1
REM R1 = 0.0405 for 2545 Fo > 4sig(Fo) and 0.0454 for all 2812 data
REM 333 parameters refined using 3 restraints
END
WGHT 0.0647 0.0383
REM Highest difference peak 0.170, deepest hole -0.193, 1-sigma level 0.040
Q1 1 0.6880 0.7719 0.4064 11.00000 0.05 0.17
Q2 1 0.8613 0.7639 0.5991 11.00000 0.05 0.16
Q3 1 0.6158 0.9856 0.1175 11.00000 0.05 0.16
Q4 1 0.7712 1.0029 0.3347 11.00000 0.05 0.14
Q5 1 1.5642 0.5962 0.8248 11.00000 0.05 0.14
Q6 1 1.0552 0.1933 0.9406 11.00000 0.05 0.13
Q7 1 0.7790 0.7741 0.4966 11.00000 0.05 0.12
Q8 1 0.8316 1.0794 0.2868 11.00000 0.05 0.12
Q9 1 0.5115 0.7215 0.6735 11.00000 0.05 0.12
Q10 1 0.6517 0.6756 0.4378 11.00000 0.05 0.12
Q11 1 0.4209 0.7069 0.6373 11.00000 0.05 0.11
Q12 1 0.7094 0.9921 0.2392 11.00000 0.05 0.11
Q13 1 0.7119 0.7083 0.1159 11.00000 0.05 0.11
Q14 1 0.3342 1.3445 0.3653 11.00000 0.05 0.11
Q15 1 0.8905 1.1753 0.2258 11.00000 0.05 0.11
Q16 1 0.3323 1.1025 -0.0042 11.00000 0.05 0.11
Q17 1 1.1341 1.4140 0.2891 11.00000 0.05 0.11
Q18 1 0.2696 0.5942 0.2240 11.00000 0.05 0.11
Q19 1 0.9610 0.9421 0.8799 11.00000 0.05 0.11
Q20 1 0.9115 0.8821 0.5946 11.00000 0.05 0.10
;
_shelx_res_checksum 77263
loop_
_space_group_symop_operation_xyz
'x, y, z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 1.0734(4) 1.2216(4) 0.3845(3) 0.0674(8) Uani d 1 . .
O O2 1.0070(4) 0.6040(2) 0.9120(2) 0.0441(5) Uani d 1 . .
O O5 0.8575(4) 0.8791(3) 0.0969(2) 0.0524(6) Uani d 1 . .
O O14 0.9050(4) 0.6585(3) 0.3671(2) 0.0468(5) Uani d 1 . .
O O20 0.7306(4) 0.7378(3) 0.8118(2) 0.0444(5) Uani d 1 . .
O O26 1.0412(5) 0.5281(3) 1.0706(2) 0.0591(7) Uani d 1 . .
O O67 0.6045(4) 0.6709(3) 0.1319(2) 0.0555(6) Uani d 1 . .
C C1 0.9157(5) 1.1689(4) 0.3017(3) 0.0431(7) Uani d 1 . .
C C2 0.8775(6) 1.2312(5) 0.2017(4) 0.0551(9) Uani d 1 . .
H H2A 0.9624 1.3185 0.2108 0.066 Uiso calc 1 . .
C C3 0.7256(6) 1.1664(5) 0.0993(4) 0.0605(10) Uani d 1 . .
H H3A 0.7103 1.2095 0.0387 0.073 Uiso calc 1 . .
C C4 0.5794(6) 1.0290(4) 0.0768(3) 0.0534(8) Uani d 1 . .
H H4A 0.5570 0.9639 -0.0146 0.064 Uiso calc 1 . .
H H4B 0.4396 1.0589 0.1014 0.064 Uiso calc 1 . .
C C5 0.6713(5) 0.9395(4) 0.1537(3) 0.0417(7) Uani d 1 . .
C C6 0.5077(6) 0.8077(4) 0.1384(3) 0.0472(7) Uani d 1 . .
H H6A 0.3725 0.7928 0.0798 0.057 Uiso calc 1 . .
C C7 0.4970(5) 0.7531(4) 0.2412(3) 0.0444(7) Uani d 1 . .
H H7A 0.3550 0.7054 0.2427 0.053 Uiso calc 1 . .
C C8 0.6366(4) 0.8339(3) 0.3704(3) 0.0346(6) Uani d 1 . .
H H8A 0.5414 0.8946 0.4290 0.042 Uiso calc 1 . .
C C9 0.8236(5) 0.9479(3) 0.3713(3) 0.0357(6) Uani d 1 . .
H H9A 0.9315 0.8878 0.3238 0.043 Uiso calc 1 . .
C C10 0.7426(5) 1.0460(3) 0.2988(3) 0.0358(6) Uani d 1 . .
C C11 0.9330(6) 1.0353(4) 0.5127(3) 0.0535(9) Uani d 1 . .
H H11A 1.0577 1.1011 0.5140 0.064 Uiso calc 1 . .
H H11B 0.8316 1.0994 0.5613 0.064 Uiso calc 1 . .
C C12 1.0074(5) 0.9316(4) 0.5799(3) 0.0490(8) Uani d 1 . .
H H12A 1.0653 0.9934 0.6694 0.059 Uiso calc 1 . .
H H12B 1.1229 0.8769 0.5387 0.059 Uiso calc 1 . .
C C13 0.8206(4) 0.8163(3) 0.5748(3) 0.0343(6) Uani d 1 . .
C C14 0.7262(4) 0.7268(3) 0.4299(3) 0.0360(6) Uani d 1 . .
C C15 0.5738(5) 0.5985(4) 0.4314(3) 0.0471(7) Uani d 1 . .
H H15A 0.5507 0.5132 0.3481 0.056 Uiso calc 1 . .
H H15B 0.4347 0.6329 0.4535 0.056 Uiso calc 1 . .
C C16 0.6930(5) 0.5546(4) 0.5361(3) 0.0451(7) Uani d 1 . .
H H16A 0.7500 0.4576 0.4966 0.054 Uiso calc 1 . .
H H16B 0.5941 0.5457 0.5935 0.054 Uiso calc 1 . .
C C17 0.8822(4) 0.6823(3) 0.6131(3) 0.0353(6) Uani d 1 . .
H H17A 1.0134 0.6476 0.5756 0.042 Uiso calc 1 . .
C C18 0.6480(6) 0.9019(4) 0.6520(3) 0.0478(7) Uani d 1 . .
H H18A 0.5306 0.8303 0.6479 0.072 Uiso calc 1 . .
H H18B 0.5940 0.9709 0.6161 0.072 Uiso calc 1 . .
H H18C 0.7113 0.9579 0.7405 0.072 Uiso calc 1 . .
C C19 0.5529(5) 1.1315(4) 0.3550(3) 0.0459(7) Uani d 1 . .
H H19A 0.5891 1.1821 0.4472 0.069 Uiso calc 1 . .
H H19B 0.4257 1.0605 0.3342 0.069 Uiso calc 1 . .
H H19C 0.5250 1.2052 0.3189 0.069 Uiso calc 1 . .
C C20 0.9287(5) 0.7102(3) 0.7577(3) 0.0367(6) Uani d 1 . .
C C21 1.0997(5) 0.8455(4) 0.8335(3) 0.0458(7) Uani d 1 . .
H H21A 1.0430 0.9375 0.8361 0.069 Uiso calc 1 . .
H H21B 1.2274 0.8323 0.7921 0.069 Uiso calc 1 . .
H H21C 1.1360 0.8517 0.9200 0.069 Uiso calc 1 . .
C C22 1.0006(5) 0.5651(3) 0.7731(3) 0.0378(6) Uani d 1 . .
H H22A 0.8854 0.4817 0.7265 0.045 Uiso calc 1 . .
C C23 1.2147(6) 0.5111(4) 0.7296(3) 0.0461(7) Uani d 1 . .
H H23A 1.3111 0.5980 0.7375 0.055 Uiso calc 1 . .
H H23B 1.1877 0.4423 0.6392 0.055 Uiso calc 1 . .
C C24 1.3270(5) 0.4300(3) 0.8076(3) 0.0404(6) Uani d 1 . .
H H24A 1.4316 0.5062 0.8766 0.048 Uiso calc 1 . .
C C25 1.1654(5) 0.3683(4) 0.8731(3) 0.0430(7) Uani d 1 . .
H H25A 1.0508 0.3003 0.8057 0.052 Uiso calc 1 . .
C C26 1.0632(5) 0.5015(4) 0.9602(3) 0.0414(7) Uani d 1 . .
C C27 1.2617(7) 0.2800(5) 0.9482(4) 0.0610(9) Uani d 1 . .
H H27A 1.1503 0.2463 0.9859 0.091 Uiso calc 1 . .
H H27B 1.3742 0.3445 1.0153 0.091 Uiso calc 1 . .
H H27C 1.3216 0.1935 0.8909 0.091 Uiso calc 1 . .
C C28 1.4558(6) 0.3074(4) 0.7249(4) 0.0525(8) Uani d 1 . .
H H28A 1.5525 0.2760 0.7797 0.079 Uiso calc 1 . .
H H28B 1.5384 0.3474 0.6764 0.079 Uiso calc 1 . .
H H28C 1.3576 0.2216 0.6666 0.079 Uiso calc 1 . .
H H5 0.858(7) 0.793(6) 0.113(4) 0.069(13) Uiso d 1 . .
H H14 0.884(8) 0.628(6) 0.289(5) 0.069(14) Uiso d 1 . .
H H20 0.768(9) 0.767(7) 0.884(6) 0.09(2) Uiso d 1 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0566(14) 0.0798(18) 0.0761(19) -0.0157(13) -0.0101(13) 0.0506(16)
O2 0.0575(13) 0.0457(12) 0.0372(11) 0.0172(10) 0.0157(9) 0.0214(10)
O5 0.0675(15) 0.0570(15) 0.0387(12) 0.0261(12) 0.0205(10) 0.0197(11)
O14 0.0572(14) 0.0504(13) 0.0346(12) 0.0207(11) 0.0123(10) 0.0153(10)
O20 0.0445(12) 0.0573(14) 0.0371(12) 0.0169(10) 0.0125(9) 0.0218(11)
O26 0.0718(17) 0.0731(17) 0.0456(14) 0.0210(13) 0.0187(12) 0.0335(13)
O67 0.0801(17) 0.0401(12) 0.0352(12) 0.0108(11) -0.0037(11) 0.0057(9)
C1 0.0428(16) 0.0457(17) 0.0456(17) 0.0093(13) 0.0078(13) 0.0222(14)
C2 0.059(2) 0.058(2) 0.063(2) 0.0067(16) 0.0102(17) 0.0395(19)
C3 0.070(2) 0.071(2) 0.059(2) 0.0197(19) 0.0074(18) 0.044(2)
C4 0.065(2) 0.059(2) 0.0408(17) 0.0164(17) -0.0008(15) 0.0253(16)
C5 0.0501(17) 0.0462(17) 0.0301(14) 0.0166(14) 0.0064(12) 0.0148(13)
C6 0.0545(18) 0.0424(17) 0.0366(15) 0.0054(13) -0.0093(13) 0.0112(13)
C7 0.0449(16) 0.0414(17) 0.0397(16) 0.0014(13) -0.0063(13) 0.0121(13)
C8 0.0354(14) 0.0361(14) 0.0293(14) 0.0030(11) 0.0002(11) 0.0110(11)
C9 0.0377(14) 0.0393(15) 0.0300(13) 0.0042(11) 0.0031(10) 0.0142(12)
C10 0.0387(14) 0.0382(14) 0.0315(13) 0.0074(11) 0.0057(10) 0.0145(11)
C11 0.070(2) 0.0465(18) 0.0395(17) -0.0196(16) -0.0160(16) 0.0223(15)
C12 0.0541(19) 0.0528(19) 0.0384(16) -0.0158(15) -0.0106(13) 0.0238(15)
C13 0.0405(15) 0.0327(13) 0.0299(13) 0.0017(11) 0.0014(11) 0.0141(11)
C14 0.0381(14) 0.0351(14) 0.0305(14) 0.0032(11) 0.0030(11) 0.0090(11)
C15 0.0500(18) 0.0387(15) 0.0466(17) -0.0078(13) -0.0078(13) 0.0161(14)
C16 0.0537(18) 0.0377(16) 0.0410(16) -0.0037(13) 0.0007(13) 0.0153(13)
C17 0.0382(14) 0.0354(14) 0.0321(14) 0.0030(11) 0.0067(11) 0.0128(12)
C18 0.065(2) 0.0458(17) 0.0371(16) 0.0202(15) 0.0126(14) 0.0179(14)
C19 0.0497(18) 0.0423(16) 0.0476(18) 0.0135(14) 0.0146(14) 0.0167(14)
C20 0.0390(14) 0.0392(14) 0.0313(14) 0.0046(11) 0.0066(11) 0.0130(12)
C21 0.0556(19) 0.0444(16) 0.0356(15) -0.0026(14) -0.0020(13) 0.0171(13)
C22 0.0416(15) 0.0408(15) 0.0311(14) 0.0043(12) 0.0054(11) 0.0145(12)
C23 0.0491(17) 0.0510(18) 0.0441(17) 0.0133(14) 0.0138(13) 0.0223(15)
C24 0.0429(15) 0.0365(14) 0.0404(15) 0.0057(12) 0.0044(12) 0.0141(12)
C25 0.0443(15) 0.0414(16) 0.0460(17) 0.0057(12) 0.0047(13) 0.0207(14)
C26 0.0421(15) 0.0464(17) 0.0419(16) 0.0052(13) 0.0091(12) 0.0235(14)
C27 0.075(2) 0.055(2) 0.068(2) 0.0181(19) 0.0158(19) 0.0374(19)
C28 0.0481(17) 0.0475(18) 0.063(2) 0.0124(14) 0.0125(15) 0.0211(16)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
O O 0.0492 0.0322 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C26 O2 C22 . . 119.2(2) ?
C5 O5 H5 . . 100(3) ?
C14 O14 H14 . . 114(3) ?
C20 O20 H20 . . 103(4) ?
C7 O67 C6 . . 60.3(2) ?
O1 C1 C2 . . 118.9(3) ?
O1 C1 C10 . . 123.8(3) ?
C2 C1 C10 . . 117.1(3) ?
C3 C2 C1 . . 122.0(3) ?
C3 C2 H2A . . 119.0 ?
C1 C2 H2A . . 119.0 ?
C2 C3 C4 . . 123.3(3) ?
C2 C3 H3A . . 118.3 ?
C4 C3 H3A . . 118.3 ?
C3 C4 C5 . . 112.1(3) ?
C3 C4 H4A . . 109.2 ?
C5 C4 H4A . . 109.2 ?
C3 C4 H4B . . 109.2 ?
C5 C4 H4B . . 109.2 ?
H4A C4 H4B . . 107.9 ?
O5 C5 C6 . . 108.7(3) ?
O5 C5 C4 . . 105.4(3) ?
C6 C5 C4 . . 110.6(3) ?
O5 C5 C10 . . 109.5(2) ?
C6 C5 C10 . . 111.4(2) ?
C4 C5 C10 . . 111.0(3) ?
O67 C6 C7 . . 59.6(2) ?
O67 C6 C5 . . 114.1(3) ?
C7 C6 C5 . . 121.6(3) ?
O67 C6 H6A . . 116.3 ?
C7 C6 H6A . . 116.3 ?
C5 C6 H6A . . 116.3 ?
O67 C7 C6 . . 60.0(2) ?
O67 C7 C8 . . 117.5(3) ?
C6 C7 C8 . . 120.6(3) ?
O67 C7 H7A . . 115.7 ?
C6 C7 H7A . . 115.7 ?
C8 C7 H7A . . 115.7 ?
C7 C8 C14 . . 113.8(2) ?
C7 C8 C9 . . 114.2(2) ?
C14 C8 C9 . . 109.8(2) ?
C7 C8 H8A . . 106.1 ?
C14 C8 H8A . . 106.1 ?
C9 C8 H8A . . 106.1 ?
C10 C9 C11 . . 116.2(2) ?
C10 C9 C8 . . 111.0(2) ?
C11 C9 C8 . . 108.0(2) ?
C10 C9 H9A . . 107.1 ?
C11 C9 H9A . . 107.1 ?
C8 C9 H9A . . 107.1 ?
C19 C10 C9 . . 111.9(2) ?
C19 C10 C1 . . 105.6(2) ?
C9 C10 C1 . . 114.3(2) ?
C19 C10 C5 . . 110.1(2) ?
C9 C10 C5 . . 108.3(2) ?
C1 C10 C5 . . 106.5(2) ?
C12 C11 C9 . . 113.7(3) ?
C12 C11 H11A . . 108.8 ?
C9 C11 H11A . . 108.8 ?
C12 C11 H11B . . 108.8 ?
C9 C11 H11B . . 108.8 ?
H11A C11 H11B . . 107.7 ?
C11 C12 C13 . . 112.1(3) ?
C11 C12 H12A . . 109.2 ?
C13 C12 H12A . . 109.2 ?
C11 C12 H12B . . 109.2 ?
C13 C12 H12B . . 109.2 ?
H12A C12 H12B . . 107.9 ?
C18 C13 C12 . . 109.4(3) ?
C18 C13 C14 . . 111.2(2) ?
C12 C13 C14 . . 106.9(2) ?
C18 C13 C17 . . 111.2(2) ?
C12 C13 C17 . . 117.4(2) ?
C14 C13 C17 . . 100.3(2) ?
O14 C14 C15 . . 107.0(2) ?
O14 C14 C8 . . 109.7(2) ?
C15 C14 C8 . . 119.1(2) ?
O14 C14 C13 . . 105.9(2) ?
C15 C14 C13 . . 103.5(2) ?
C8 C14 C13 . . 110.8(2) ?
C14 C15 C16 . . 103.8(2) ?
C14 C15 H15A . . 111.0 ?
C16 C15 H15A . . 111.0 ?
C14 C15 H15B . . 111.0 ?
C16 C15 H15B . . 111.0 ?
H15A C15 H15B . . 109.0 ?
C15 C16 C17 . . 107.5(2) ?
C15 C16 H16A . . 110.2 ?
C17 C16 H16A . . 110.2 ?
C15 C16 H16B . . 110.2 ?
C17 C16 H16B . . 110.2 ?
H16A C16 H16B . . 108.5 ?
C20 C17 C16 . . 113.2(2) ?
C20 C17 C13 . . 119.4(2) ?
C16 C17 C13 . . 103.1(2) ?
C20 C17 H17A . . 106.8 ?
C16 C17 H17A . . 106.8 ?
C13 C17 H17A . . 106.8 ?
C13 C18 H18A . . 109.5 ?
C13 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C13 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C10 C19 H19A . . 109.5 ?
C10 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C10 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
O20 C20 C21 . . 109.3(3) ?
O20 C20 C17 . . 108.7(2) ?
C21 C20 C17 . . 112.1(2) ?
O20 C20 C22 . . 105.9(2) ?
C21 C20 C22 . . 110.1(2) ?
C17 C20 C22 . . 110.5(2) ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
O2 C22 C23 . . 110.7(2) ?
O2 C22 C20 . . 103.0(2) ?
C23 C22 C20 . . 118.2(2) ?
O2 C22 H22A . . 108.2 ?
C23 C22 H22A . . 108.2 ?
C20 C22 H22A . . 108.2 ?
C22 C23 C24 . . 113.1(3) ?
C22 C23 H23A . . 109.0 ?
C24 C23 H23A . . 109.0 ?
C22 C23 H23B . . 109.0 ?
C24 C23 H23B . . 109.0 ?
H23A C23 H23B . . 107.8 ?
C28 C24 C23 . . 111.1(3) ?
C28 C24 C25 . . 112.6(3) ?
C23 C24 C25 . . 111.5(3) ?
C28 C24 H24A . . 107.1 ?
C23 C24 H24A . . 107.1 ?
C25 C24 H24A . . 107.1 ?
C26 C25 C27 . . 110.4(3) ?
C26 C25 C24 . . 107.4(2) ?
C27 C25 C24 . . 115.1(3) ?
C26 C25 H25A . . 107.9 ?
C27 C25 H25A . . 107.9 ?
C24 C25 H25A . . 107.9 ?
O26 C26 O2 . . 118.0(3) ?
O26 C26 C25 . . 125.7(3) ?
O2 C26 C25 . . 116.2(3) ?
C25 C27 H27A . . 109.5 ?
C25 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C25 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C24 C28 H28A . . 109.5 ?
C24 C28 H28B . . 109.5 ?
H28A C28 H28B . . 109.5 ?
C24 C28 H28C . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.214(4) ?
O2 C26 . 1.341(4) ?
O2 C22 . 1.468(3) ?
O5 C5 . 1.433(4) ?
O5 H5 . 0.92(5) ?
O14 C14 . 1.442(4) ?
O14 H14 . 0.81(5) ?
O20 C20 . 1.434(4) ?
O20 H20 . 0.76(6) ?
O26 C26 . 1.204(4) ?
O67 C7 . 1.448(4) ?
O67 C6 . 1.454(4) ?
C1 C2 . 1.478(5) ?
C1 C10 . 1.542(4) ?
C2 C3 . 1.327(6) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.480(6) ?
C3 H3A . 0.9300 ?
C4 C5 . 1.532(4) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 C6 . 1.523(5) ?
C5 C10 . 1.560(4) ?
C6 C7 . 1.458(5) ?
C6 H6A . 0.9800 ?
C7 C8 . 1.506(4) ?
C7 H7A . 0.9800 ?
C8 C14 . 1.530(4) ?
C8 C9 . 1.551(4) ?
C8 H8A . 0.9800 ?
C9 C10 . 1.542(4) ?
C9 C11 . 1.546(4) ?
C9 H9A . 0.9800 ?
C10 C19 . 1.534(4) ?
C11 C12 . 1.532(5) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 C13 . 1.542(4) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C18 . 1.534(4) ?
C13 C14 . 1.555(4) ?
C13 C17 . 1.562(4) ?
C14 C15 . 1.520(4) ?
C15 C16 . 1.538(5) ?
C15 H15A . 0.9700 ?
C15 H15B . 0.9700 ?
C16 C17 . 1.561(4) ?
C16 H16A . 0.9700 ?
C16 H16B . 0.9700 ?
C17 C20 . 1.546(4) ?
C17 H17A . 0.9800 ?
C18 H18A . 0.9600 ?
C18 H18B . 0.9600 ?
C18 H18C . 0.9600 ?
C19 H19A . 0.9600 ?
C19 H19B . 0.9600 ?
C19 H19C . 0.9600 ?
C20 C21 . 1.530(4) ?
C20 C22 . 1.552(4) ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 C23 . 1.523(4) ?
C22 H22A . 0.9800 ?
C23 C24 . 1.527(5) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 C28 . 1.526(5) ?
C24 C25 . 1.539(4) ?
C24 H24A . 0.9800 ?
C25 C26 . 1.507(5) ?
C25 C27 . 1.518(5) ?
C25 H25A . 0.9800 ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 0.9600 ?
C28 H28A . 0.9600 ?
C28 H28B . 0.9600 ?
C28 H28C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O20 H20 O5 1_556 0.76(6) 2.22(6) 2.973(4) 173 y
C7 H7A O26 1_454 0.98 2.59 3.367(5) 136 y
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 C3 . . . . 171.0(4) ?
C10 C1 C2 C3 . . . . -12.6(5) ?
C1 C2 C3 C4 . . . . 1.1(6) ?
C2 C3 C4 C5 . . . . -20.5(6) ?
C3 C4 C5 O5 . . . . -68.1(4) ?
C3 C4 C5 C6 . . . . 174.6(3) ?
C3 C4 C5 C10 . . . . 50.3(4) ?
C7 O67 C6 C5 . . . . 113.8(3) ?
O5 C5 C6 O67 . . . . 27.8(3) ?
C4 C5 C6 O67 . . . . 143.1(3) ?
C10 C5 C6 O67 . . . . -92.9(3) ?
O5 C5 C6 C7 . . . . 95.8(4) ?
C4 C5 C6 C7 . . . . -148.9(3) ?
C10 C5 C6 C7 . . . . -25.0(4) ?
C6 O67 C7 C8 . . . . -111.3(3) ?
C5 C6 C7 O67 . . . . -101.2(3) ?
O67 C6 C7 C8 . . . . 106.1(3) ?
C5 C6 C7 C8 . . . . 4.9(5) ?
O67 C7 C8 C14 . . . . -71.8(3) ?
C6 C7 C8 C14 . . . . -141.6(3) ?
O67 C7 C8 C9 . . . . 55.4(4) ?
C6 C7 C8 C9 . . . . -14.4(4) ?
C7 C8 C9 C10 . . . . 44.7(3) ?
C14 C8 C9 C10 . . . . 173.9(2) ?
C7 C8 C9 C11 . . . . 173.1(3) ?
C14 C8 C9 C11 . . . . -57.7(3) ?
C11 C9 C10 C19 . . . . -67.2(3) ?
C8 C9 C10 C19 . . . . 56.7(3) ?
C11 C9 C10 C1 . . . . 52.9(4) ?
C8 C9 C10 C1 . . . . 176.7(2) ?
C11 C9 C10 C5 . . . . 171.4(3) ?
C8 C9 C10 C5 . . . . -64.8(3) ?
O1 C1 C10 C19 . . . . 99.7(4) ?
C2 C1 C10 C19 . . . . -76.5(4) ?
O1 C1 C10 C9 . . . . -23.8(5) ?
C2 C1 C10 C9 . . . . 160.0(3) ?
O1 C1 C10 C5 . . . . -143.3(4) ?
C2 C1 C10 C5 . . . . 40.5(4) ?
O5 C5 C10 C19 . . . . 170.9(3) ?
C6 C5 C10 C19 . . . . -68.9(3) ?
C4 C5 C10 C19 . . . . 54.9(3) ?
O5 C5 C10 C9 . . . . -66.6(3) ?
C6 C5 C10 C9 . . . . 53.7(3) ?
C4 C5 C10 C9 . . . . 177.5(3) ?
O5 C5 C10 C1 . . . . 56.8(3) ?
C6 C5 C10 C1 . . . . 177.1(3) ?
C4 C5 C10 C1 . . . . -59.1(3) ?
C10 C9 C11 C12 . . . . 179.3(3) ?
C8 C9 C11 C12 . . . . 53.9(4) ?
C9 C11 C12 C13 . . . . -55.1(4) ?
C11 C12 C13 C18 . . . . -64.7(3) ?
C11 C12 C13 C14 . . . . 55.8(3) ?
C11 C12 C13 C17 . . . . 167.4(3) ?
C7 C8 C14 O14 . . . . 76.9(3) ?
C9 C8 C14 O14 . . . . -52.5(3) ?
C7 C8 C14 C15 . . . . -46.7(4) ?
C9 C8 C14 C15 . . . . -176.2(3) ?
C7 C8 C14 C13 . . . . -166.4(3) ?
C9 C8 C14 C13 . . . . 64.1(3) ?
C18 C13 C14 O14 . . . . 177.1(2) ?
C12 C13 C14 O14 . . . . 57.8(3) ?
C17 C13 C14 O14 . . . . -65.2(3) ?
C18 C13 C14 C15 . . . . -70.5(3) ?
C12 C13 C14 C15 . . . . 170.1(3) ?
C17 C13 C14 C15 . . . . 47.2(3) ?
C18 C13 C14 C8 . . . . 58.2(3) ?
C12 C13 C14 C8 . . . . -61.2(3) ?
C17 C13 C14 C8 . . . . 175.9(2) ?
O14 C14 C15 C16 . . . . 74.2(3) ?
C8 C14 C15 C16 . . . . -160.8(3) ?
C13 C14 C15 C16 . . . . -37.3(3) ?
C14 C15 C16 C17 . . . . 13.0(3) ?
C15 C16 C17 C20 . . . . 146.3(3) ?
C15 C16 C17 C13 . . . . 16.0(3) ?
C18 C13 C17 C20 . . . . -46.5(3) ?
C12 C13 C17 C20 . . . . 80.5(3) ?
C14 C13 C17 C20 . . . . -164.2(2) ?
C18 C13 C17 C16 . . . . 79.9(3) ?
C12 C13 C17 C16 . . . . -153.1(3) ?
C14 C13 C17 C16 . . . . -37.8(3) ?
C16 C17 C20 O20 . . . . -53.7(3) ?
C13 C17 C20 O20 . . . . 67.9(3) ?
C16 C17 C20 C21 . . . . -174.6(3) ?
C13 C17 C20 C21 . . . . -53.1(3) ?
C16 C17 C20 C22 . . . . 62.1(3) ?
C13 C17 C20 C22 . . . . -176.3(2) ?
C26 O2 C22 C23 . . . . -53.1(3) ?
C26 O2 C22 C20 . . . . 179.6(2) ?
O20 C20 C22 O2 . . . . -54.7(3) ?
C21 C20 C22 O2 . . . . 63.4(3) ?
C17 C20 C22 O2 . . . . -172.2(2) ?
O20 C20 C22 C23 . . . . -177.1(3) ?
C21 C20 C22 C23 . . . . -59.1(3) ?
C17 C20 C22 C23 . . . . 65.4(3) ?
O2 C22 C23 C24 . . . . 31.1(4) ?
C20 C22 C23 C24 . . . . 149.5(3) ?
C22 C23 C24 C28 . . . . 148.4(3) ?
C22 C23 C24 C25 . . . . 21.9(4) ?
C28 C24 C25 C26 . . . . 175.2(3) ?
C23 C24 C25 C26 . . . . -59.1(3) ?
C28 C24 C25 C27 . . . . 51.8(4) ?
C23 C24 C25 C27 . . . . 177.5(3) ?
C22 O2 C26 O26 . . . . -170.9(3) ?
C22 O2 C26 C25 . . . . 13.8(4) ?
C27 C25 C26 O26 . . . . -6.5(5) ?
C24 C25 C26 O26 . . . . -132.7(3) ?
C27 C25 C26 O2 . . . . 168.4(3) ?
C24 C25 C26 O2 . . . . 42.2(4) ?
_cod_database_fobs_code 2243872