#------------------------------------------------------------------------------
#$Date: 2018-01-13 08:35:38 +0200 (Sat, 13 Jan 2018) $
#$Revision: 205188 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/86/1548680.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_1548680
loop_
_publ_author_name
'Cao, Yi'
'Mai, Wenpeng'
'Yuan, Jinwei'
_publ_section_title
;
3-Benzoyl-4-methyl-2-oxo-2H-chromen-7-yl acetate
;
_journal_coeditor_code HB4199
_journal_issue 1
_journal_name_full IUCrData
_journal_page_first x180015
_journal_paper_doi 10.1107/S2414314618000159
_journal_volume 3
_journal_year 2018
_chemical_formula_iupac 'C19 H14 O5'
_chemical_formula_moiety 'C19 H14 O5'
_chemical_formula_sum 'C19 H14 O5'
_chemical_formula_weight 322.30
_chemical_name_systematic
;
3-Benzoyl-4-methyl-2-oxo-2H-chromen-7-yl acetate
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_Hall '-P 2yn'
_space_group_name_H-M_alt 'P 1 21/n 1'
_symmetry_space_group_name_Hall '-P 2yn'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha 90
_cell_angle_beta 92.812(3)
_cell_angle_gamma 90
_cell_formula_units_Z 4
_cell_length_a 9.1617(2)
_cell_length_b 10.2307(3)
_cell_length_c 16.8581(5)
_cell_measurement_reflns_used 2227
_cell_measurement_temperature 291(2)
_cell_measurement_theta_max 72.2020
_cell_measurement_theta_min 5.3850
_cell_volume 1578.22(7)
_computing_cell_refinement
;
CrysAlisPro (Agilent, 2013)
;
_computing_data_collection
;
CrysAlisPro (Agilent, 2013)
;
_computing_data_reduction
;
CrysAlisPro (Agilent, 2013)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELlXL (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS (Sheldrick, 2008)
;
_diffrn_ambient_temperature 291.15
_diffrn_detector_area_resol_mean 16.2312
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'Agilent Xcalibur, Eos, Gemini'
_diffrn_measurement_method '\w scans'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_reflns_av_R_equivalents 0.0366
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 20
_diffrn_reflns_limit_l_min -20
_diffrn_reflns_number 5738
_diffrn_reflns_theta_full 67.044
_diffrn_reflns_theta_max 67.044
_diffrn_reflns_theta_min 5.059
_exptl_absorpt_coefficient_mu 0.820
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.54364
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Agilent, 2013)
;
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.356
_exptl_crystal_description block
_exptl_crystal_F_000 672
_exptl_crystal_size_max 0.25
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.18
_refine_diff_density_max 0.261
_refine_diff_density_min -0.178
_refine_ls_extinction_coef 0.0398(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL-2014/7 (Sheldrick 2014
;
_refine_ls_goodness_of_fit_ref 1.039
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 220
_refine_ls_number_reflns 2817
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.039
_refine_ls_R_factor_all 0.0563
_refine_ls_R_factor_gt 0.0484
_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^)+(0.0713P)^2^+0.2573P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1288
_refine_ls_wR_factor_ref 0.1381
_reflns_number_gt 2327
_reflns_number_total 2817
_reflns_threshold_expression 'I > 2\s(I)'
_cod_data_source_file hb4199sup1.cif
_cod_data_source_block I
_cod_original_cell_volume 1578.20(7)
_cod_database_code 1548680
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min 0.821
_shelx_estimated_absorpt_t_max 0.866
_shelx_hkl_file
;
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0 0 -3 46.2707 60.4919 19
0 0 -3 229.165 95.7239 4
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0 0 -4 592.322 167.362 4
0 0 -5-40.5018 83.1631 19
0 0 5 24.7339 47.0553 5
0 0 -5-50.4898 120.829 4
0 0 6 108559. 1969.89 5
0 0 -6 107939. 2472.26 19
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0 0 -6 126632. 3187.21 4
0 0 -6 124034. 2662.93 2
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0 0 -15-183.019 213.440 8
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0 0 -17 415.280 227.998 8
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-9 2 -10 3515.15 396.814 9
-9 -2 -10 3577.71 375.441 15
-9 2 -10 3224.54 386.573 15
-9 -3 11 1735.90 298.458 11
-9 -3 10 151.938 139.361 11
-9 -3 9 254.760 173.368 11
-9 -3 8 3479.28 505.158 11
-9 -3 7 2051.75 397.048 11
-9 3 7 1976.90 349.216 17
-9 -3 6 1088.69 296.225 11
-9 3 6 1112.19 279.520 17
-9 -3 5 2479.30 452.872 11
-9 3 5 2310.96 397.821 17
-9 -3 4 3134.01 509.707 11
-9 3 4 3276.49 490.340 17
-9 -3 3 1563.84 365.653 11
-9 3 3 2020.58 398.092 17
-9 3 2 6446.70 714.403 12
-9 -3 2 4624.66 634.125 11
-9 3 2 5731.34 655.476 17
-9 -3 1-95.5476 172.604 11
-9 3 1 238.716 169.106 17
-9 3 0 5157.39 665.886 12
-9 -3 0 3198.83 526.706 11
-9 3 0 4307.56 579.291 17
-9 3 -1 10646.8 952.501 12
-9 3 -1 10478.3 895.372 17
-9 3 -2 5449.82 686.104 12
-9 3 -2 5214.55 634.270 17
-9 3 -3 1504.84 363.857 12
-9 -3 -3 1440.44 332.687 12
-9 3 -3 1311.94 331.117 17
-9 -3 -4 3427.38 472.563 12
-9 3 -4 2919.12 498.480 12
-9 3 -4 3281.36 500.845 17
-9 3 -5 1244.59 328.338 12
-9 3 -5 1436.29 337.952 17
-9 3 -6 511.520 205.544 12
-9 3 -6 651.767 240.462 17
-9 3 -7 59.4990 108.230 12
-9 3 -7 226.368 148.610 17
-9 3 -8 179.572 73.4260 15
-9 3 -9 43.8901 84.5277 9
-9 3 -9 68.0141 98.5587 15
-9 -4 10 1030.64 212.565 11
-9 4 10 950.949 183.821 17
-9 -4 9 12.1671 81.2781 11
-9 4 9 219.369 124.434 17
-9 -4 8 929.304 251.372 11
-9 4 8 1353.06 266.609 17
-9 -4 7 130.764 114.927 11
-9 4 7 806.086 247.126 17
-9 -4 6 3007.86 463.849 11
-9 4 6 3038.10 452.182 17
-9 -4 5 11.5052 114.669 11
-9 4 5 134.452 131.351 17
-9 -4 4 16863.1 1117.89 11
-9 4 4 16184.2 1071.12 17
-9 -4 3 23581.5 1328.05 11
-9 4 3 23450.0 1315.45 17
-9 -4 2 8594.13 810.804 11
-9 4 2 8654.08 811.920 17
-9 -4 1 322.369 168.901 11
-9 4 1 307.674 129.772 17
-9 4 0 3844.29 526.858 12
-9 4 0 3545.49 517.064 17
-9 4 -1 4703.65 592.188 12
-9 4 -1 3761.87 540.115 17
-9 4 -2 253.635 160.843 12
-9 4 -2-69.2112 161.121 17
-9 4 -3 4496.91 587.024 12
-9 4 -3 5094.64 621.361 17
-9 4 -4-66.0468 133.885 12
-9 4 -4 198.803 177.875 17
-9 4 -5-53.6603 162.269 12
-9 4 -5 94.8897 90.2623 17
-9 4 -6 892.957 245.266 17
-9 4 -7 493.775 190.963 17
-9 4 -8 947.350 228.500 9
-9 4 -8 948.226 212.486 15
-9 5 8 720.889 200.414 17
-9 5 7 7676.18 642.728 17
-9 5 6 10190.1 771.982 17
-9 5 5 89.4420 141.381 17
-9 5 4 4217.80 535.760 17
-9 5 3 2004.42 380.077 17
-9 5 2 6927.63 703.412 17
-9 5 1 407.049 206.833 17
-9 5 0 306.179 170.108 17
-9 5 -1-61.1597 125.429 17
-9 5 -2 539.007 214.390 17
-9 5 -3 525.223 216.033 17
-9 5 -4 98.3524 144.144 17
-9 5 -5 761.972 242.623 17
-9 5 -6 88.8494 110.175 17
-9 5 -7 2552.55 359.511 17
-9 5 -7 2757.62 321.735 15
-9 5 -7 2276.47 331.680 9
-9 6 6 18972.1 967.312 17
-9 6 5 16634.9 948.909 17
-9 6 4 7367.99 660.986 17
-9 6 3 155.182 111.108 17
-9 6 2 306.597 169.744 17
-9 6 1 1696.03 346.397 17
-9 6 0 856.780 251.047 17
-9 6 -1-101.982 160.017 17
-9 6 -2 1926.96 350.915 17
-9 6 -3 354.034 167.122 17
-9 6 -4 472.396 179.668 17
-10 0 9 11.9640 61.6616 11
-10 0 8 4589.94 490.854 11
-10 0 7 68.3541 121.715 11
-10 0 6 7205.49 679.027 11
-10 0 5-159.268 146.248 11
-10 0 4 2268.48 409.700 11
-10 0 3-71.9542 92.5635 11
-10 0 2 340.632 137.452 11
-10 0 1 122.497 163.199 12
-10 0 0 10542.6 889.670 12
-10 0 -1 207.113 144.415 12
-10 0 -2 732.408 212.764 12
-10 0 -3-110.086 160.605 12
-10 0 -4 886.805 262.580 12
-10 0 -5 217.324 139.647 12
-10 0 -6 5668.65 538.580 12
-10 0 -6 5449.99 529.053 15
-10 0 -7 57.8606 96.3906 12
-10 0 -7-38.7966 83.9425 15
-10 1 8 11041.5 723.287 11
-10 -1 8 11515.2 782.967 11
-10 1 7 969.143 232.001 11
-10 -1 7 1682.11 322.751 11
-10 1 6 735.524 225.536 11
-10 -1 6 404.982 193.742 11
-10 1 5 7952.91 714.319 11
-10 -1 5 7256.62 701.251 11
-10 1 4 310.787 177.860 11
-10 -1 4 98.3422 96.8059 11
-10 1 3 334.300 181.589 12
-10 1 3 569.010 210.728 11
-10 -1 3 342.125 131.454 11
-10 1 2 523.951 224.672 12
-10 1 2 583.834 227.549 11
-10 -1 2 779.081 256.918 11
-10 1 1 10904.5 886.658 12
-10 -1 1 10227.3 873.268 11
-10 1 0 17873.1 1134.82 12
-10 -1 0 18086.2 1148.99 12
-10 1 -1 3977.44 544.308 12
-10 -1 -1 4103.84 552.819 12
-10 1 -2 8043.30 757.667 12
-10 -1 -2 8044.60 741.040 12
-10 1 -3 4877.96 577.064 12
-10 -1 -3 4508.15 542.007 12
-10 1 -4-120.509 104.588 12
-10 -1 -4 67.3460 76.5884 12
-10 1 -5 5205.47 564.869 12
-10 -1 -5 5228.92 533.691 12
-10 -1 -5 5251.99 519.427 15
-10 1 -6 1780.20 305.606 12
-10 -1 -6 1456.59 267.274 12
-10 -1 -6 1333.97 262.529 15
-10 1 -7 415.652 157.599 12
-10 -1 -7 387.180 124.812 12
-10 1 -7 706.838 181.318 9
-10 -1 -7 825.221 194.631 15
-10 1 -7 546.847 178.330 15
-10 -2 8 2078.51 326.105 11
-10 2 7 947.492 211.330 11
-10 -2 7 940.376 238.367 11
-10 2 6 1221.89 259.596 11
-10 -2 6 994.052 236.846 11
-10 2 5 217.883 128.324 11
-10 -2 5 130.494 110.721 11
-10 2 4 738.899 211.116 12
-10 2 4 795.060 228.043 11
-10 -2 4 621.363 215.568 11
-10 2 3 4230.98 503.747 12
-10 -2 3 3889.78 525.675 11
-10 2 2 1734.86 328.399 12
-10 -2 2 1216.01 289.804 11
-10 2 1 2595.56 423.971 12
-10 2 0 8192.95 755.857 12
-10 2 -1 47.4546 79.9307 12
-10 -2 -1 239.951 134.906 12
-10 2 -2-55.1161 107.535 12
-10 -2 -2 93.9444 131.294 12
-10 2 -3 983.056 245.199 12
-10 -2 -3 1128.10 259.332 12
-10 2 -4 149.198 134.598 12
-10 -2 -4 225.945 128.610 12
-10 2 -5-3.14949 72.5481 12
-10 -2 -5-120.255 105.774 12
-10 2 -6 140.948 107.937 12
-10 -2 -6 465.282 142.793 12
-10 -3 7 56.8185 84.0520 11
-10 -3 6 888.667 235.158 11
-10 -3 5 1348.93 292.275 11
-10 -3 4 633.699 192.824 11
-10 -3 3 230.320 172.711 11
-10 3 2 977.731 228.832 12
-10 3 1 785.741 201.447 12
-10 3 0 5745.74 581.780 12
-10 3 0 4913.10 497.750 17
-10 3 -1 61.4742 77.1612 12
-10 -3 -1 249.038 132.780 12
-10 3 -1 209.337 161.402 17
-10 3 -2 4779.85 540.900 12
-10 -3 -2 4666.89 499.815 12
-10 3 -2 5713.71 531.133 17
-10 3 -3 3411.60 437.896 12
-10 -3 -3 2939.53 374.734 12
-10 3 -3 3946.05 435.673 17
-10 3 -4 536.124 178.583 12
-10 -3 -4 842.000 196.639 12
-10 3 -4 869.525 208.821 17
-10 3 -5 1612.60 280.913 12
-10 3 -5 2243.84 302.441 17
-10 -4 5 874.614 207.834 11
-10 4 5 830.240 173.272 17
-10 -4 4 1073.04 226.934 11
-10 4 4 1150.03 222.720 17
-10 4 3 95.0574 80.8804 17
-10 4 2 866.472 197.969 17
-10 4 1-76.7714 74.3781 17
-10 -4 0 127.583 105.158 12
-10 4 0 43.7119 92.3055 17
-10 4 -1 666.888 173.941 12
-10 -4 -1 407.298 156.916 12
-10 4 -1 478.423 159.411 17
-10 4 -2-81.5084 81.4849 12
-10 4 -2-63.0043 65.8769 17
-10 4 -3-428.957 149.210 17
0 0 0 0.00 0.00 0
TITL 201509188 in P2(1)/n
REM P2(1)/n (#14 in standard setting)
CELL 1.54184 9.161655 10.230659 16.858075 90.0000 92.8116 90.0000
ZERR 3.00 0.000233 0.000273 0.000491 0.0000 0.0025 0.0000
LATT 1
SYMM -x+1/2, y+1/2,-z+1/2
SFAC C H N O
UNIT 60.00 60.00 12.00 12.00
TREF
HKLF 4
END
;
_shelx_hkl_checksum 17738
_shelx_res_file
;
201509188.res created by SHELXL-2014/7
TITL 201509188 in P21/n #14
REM reset to P21/n #14
CELL 1.54184 9.161655 10.230659 16.858075 90 92.8116 90
ZERR 4 0.000233 0.000273 0.000491 0 0.0025 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H O
UNIT 76 56 20
L.S. 7 0 0
PLAN 20
SIZE 0.25 0.2 0.18
TEMP 18
MPLA C1 C2 C3 C4 C5 C6
MPLA C8 C9 C10 C11 C12 C13 C14 C15 C16 O2 O3
MPLA C17 C18 O4 O5
MORE -1
BOND $H
CONF
fmap 2
ACTA
SHEL 999 0.837
REM
REM
REM
WGHT 0.071300 0.257300
EXTI 0.039794
FVAR 11.74240
O1 3 0.420666 0.456640 0.798257 11.00000 0.08000 0.09309 =
0.06168 0.02244 -0.00917 -0.02151
O2 3 0.477340 0.305688 0.619318 11.00000 0.04044 0.06793 =
0.09978 -0.01541 -0.00073 0.00695
O3 3 0.249252 0.282522 0.575288 11.00000 0.04170 0.04729 =
0.07555 -0.01612 0.00009 0.00529
O4 3 -0.230973 0.219704 0.465347 11.00000 0.05553 0.04334 =
0.06407 0.00262 -0.01434 -0.00334
O5 3 -0.208325 0.034917 0.535443 11.00000 0.12409 0.05839 =
0.08398 0.01741 -0.03214 -0.02604
C1 1 0.630775 0.646515 0.766092 11.00000 0.05388 0.06127 =
0.05298 -0.00827 -0.00400 0.00065
AFIX 43
H1 2 0.628860 0.616265 0.818053 11.00000 -1.20000
AFIX 0
C2 1 0.732522 0.739066 0.746214 11.00000 0.05163 0.06372 =
0.08045 -0.02293 -0.00436 -0.00752
AFIX 43
H2 2 0.798282 0.771740 0.785062 11.00000 -1.20000
AFIX 0
C3 1 0.737160 0.783355 0.668992 11.00000 0.05470 0.05045 =
0.09051 -0.00492 0.01078 -0.00547
AFIX 43
H3 2 0.805768 0.845785 0.655953 11.00000 -1.20000
AFIX 0
C4 1 0.640664 0.735264 0.611660 11.00000 0.06221 0.05252 =
0.06728 0.00933 0.00836 0.00343
AFIX 43
H4 2 0.644645 0.764621 0.559600 11.00000 -1.20000
AFIX 0
C5 1 0.537376 0.643411 0.630575 11.00000 0.05088 0.04445 =
0.05410 -0.00019 -0.00573 0.00327
AFIX 43
H5 2 0.471952 0.611516 0.591313 11.00000 -1.20000
AFIX 0
C6 1 0.531087 0.598579 0.708221 11.00000 0.04409 0.04029 =
0.05062 -0.00211 -0.00303 0.00415
C7 1 0.421914 0.501102 0.731409 11.00000 0.05004 0.04945 =
0.05146 0.00399 -0.00342 0.00168
C8 1 0.353433 0.345107 0.622402 11.00000 0.04182 0.04369 =
0.06476 -0.00087 0.00021 0.00075
C9 1 0.306567 0.452073 0.671017 11.00000 0.04556 0.04013 =
0.05188 0.00318 -0.00007 -0.00315
C10 1 0.167301 0.497048 0.666364 11.00000 0.05061 0.03559 =
0.04741 0.00241 0.00051 0.00061
C11 1 0.060222 0.429666 0.614657 11.00000 0.04251 0.03480 =
0.04823 0.00341 0.00275 0.00163
C12 1 0.105332 0.322061 0.571827 11.00000 0.04054 0.03471 =
0.05512 0.00182 0.00187 0.00267
C13 1 0.011961 0.248920 0.522894 11.00000 0.04963 0.03664 =
0.05827 -0.00391 0.00127 0.00199
AFIX 43
H13 2 0.045681 0.177708 0.494799 11.00000 -1.20000
AFIX 0
C14 1 -0.132904 0.285080 0.517125 11.00000 0.04651 0.03824 =
0.05083 0.00611 -0.00533 -0.00274
C15 1 -0.183678 0.391505 0.558184 11.00000 0.04188 0.04672 =
0.05849 0.00445 -0.00159 0.00687
AFIX 43
H15 2 -0.281929 0.414474 0.553367 11.00000 -1.20000
AFIX 0
C16 1 -0.088183 0.463004 0.606078 11.00000 0.04703 0.04146 =
0.05578 -0.00254 0.00128 0.00913
AFIX 43
H16 2 -0.122506 0.534872 0.633341 11.00000 -1.20000
AFIX 0
C17 1 0.121111 0.613573 0.712670 11.00000 0.06255 0.05297 =
0.06253 -0.01343 -0.00962 0.01242
AFIX 137
H17A 2 0.081012 0.678658 0.676830 11.00000 -1.50000
H17B 2 0.204249 0.649016 0.742158 11.00000 -1.50000
H17C 2 0.048460 0.587755 0.748709 11.00000 -1.50000
AFIX 0
C18 1 -0.259915 0.090884 0.479214 11.00000 0.05437 0.04248 =
0.06117 -0.00053 -0.00131 -0.00079
C19 1 -0.358303 0.035930 0.415862 11.00000 0.06853 0.05229 =
0.07986 -0.01452 -0.01061 -0.00222
AFIX 137
H19A 2 -0.336042 0.073951 0.365815 11.00000 -1.50000
H19B 2 -0.457816 0.055121 0.426973 11.00000 -1.50000
H19C 2 -0.345098 -0.057057 0.413558 11.00000 -1.50000
AFIX 0
HKLF 4
REM 201509188 in P21/n #14
REM R1 = 0.0484 for 2327 Fo > 4sig(Fo) and 0.0563 for all 2817 data
REM 220 parameters refined using 0 restraints
END
WGHT 0.0713 0.2573
REM Highest difference peak 0.261, deepest hole -0.178, 1-sigma level 0.046
Q1 1 -0.2990 0.0878 0.5471 11.00000 0.05 0.26
Q2 1 -0.4020 -0.0545 0.4416 11.00000 0.05 0.21
Q3 1 0.3904 0.5467 0.7972 11.00000 0.05 0.19
Q4 1 -0.2001 0.0204 0.5173 11.00000 0.05 0.18
Q5 1 -0.1450 0.3602 0.5173 11.00000 0.05 0.18
Q6 1 0.1346 0.6928 0.6780 11.00000 0.05 0.17
Q7 1 -0.0819 0.2333 0.5419 11.00000 0.05 0.16
Q8 1 0.0561 0.6670 0.6970 11.00000 0.05 0.15
Q9 1 -0.2814 -0.0073 0.3801 11.00000 0.05 0.15
Q10 1 0.2821 0.1759 0.5951 11.00000 0.05 0.15
Q11 1 0.1433 0.5653 0.6787 11.00000 0.05 0.14
Q12 1 -0.1752 0.1309 0.5791 11.00000 0.05 0.13
Q13 1 -0.2331 -0.1057 0.4428 11.00000 0.05 0.13
Q14 1 0.2291 0.1536 0.5398 11.00000 0.05 0.13
Q15 1 -0.4154 0.1083 0.3856 11.00000 0.05 0.13
Q16 1 -0.1767 0.1990 0.5826 11.00000 0.05 0.13
Q17 1 0.4007 0.3400 0.7448 11.00000 0.05 0.13
Q18 1 0.6272 0.7334 0.7621 11.00000 0.05 0.13
Q19 1 0.1191 0.4768 0.6385 11.00000 0.05 0.13
Q20 1 -0.1772 0.1498 0.5038 11.00000 0.05 0.12
;
_shelx_res_checksum 19765
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
O O1 0.42067(18) 0.45664(18) 0.79826(9) 0.0787(5) Uani d 1
O O2 0.47734(14) 0.30569(16) 0.61932(10) 0.0695(5) Uani d 1
O O3 0.24925(13) 0.28252(13) 0.57529(8) 0.0549(4) Uani d 1
O O4 -0.23097(14) 0.21970(13) 0.46535(8) 0.0549(4) Uani d 1
O O5 -0.2083(2) 0.03492(17) 0.53544(11) 0.0900(6) Uani d 1
C C1 0.6308(2) 0.6465(2) 0.76609(12) 0.0563(5) Uani d 1
H H1 0.6289 0.6163 0.8181 0.068 Uiso calc 1
C C2 0.7325(2) 0.7391(2) 0.74621(14) 0.0655(6) Uani d 1
H H2 0.7983 0.7717 0.7851 0.079 Uiso calc 1
C C3 0.7372(2) 0.7834(2) 0.66899(14) 0.0650(6) Uani d 1
H H3 0.8058 0.8458 0.6560 0.078 Uiso calc 1
C C4 0.6407(2) 0.7353(2) 0.61166(13) 0.0605(5) Uani d 1
H H4 0.6446 0.7646 0.5596 0.073 Uiso calc 1
C C5 0.5374(2) 0.64341(18) 0.63057(11) 0.0501(5) Uani d 1
H H5 0.4720 0.6115 0.5913 0.060 Uiso calc 1
C C6 0.53109(19) 0.59858(17) 0.70822(10) 0.0452(4) Uani d 1
C C7 0.4219(2) 0.50110(19) 0.73141(11) 0.0505(5) Uani d 1
C C8 0.35343(19) 0.34511(19) 0.62240(11) 0.0502(5) Uani d 1
C C9 0.30657(19) 0.45207(17) 0.67102(10) 0.0459(4) Uani d 1
C C10 0.16730(19) 0.49705(16) 0.66636(10) 0.0446(4) Uani d 1
C C11 0.06022(18) 0.42967(16) 0.61466(10) 0.0418(4) Uani d 1
C C12 0.10533(18) 0.32206(16) 0.57183(10) 0.0435(4) Uani d 1
C C13 0.0120(2) 0.24892(18) 0.52289(11) 0.0482(4) Uani d 1
H H13 0.0457 0.1777 0.4948 0.058 Uiso calc 1
C C14 -0.13290(19) 0.28508(17) 0.51713(11) 0.0454(4) Uani d 1
C C15 -0.18368(19) 0.39151(18) 0.55818(11) 0.0492(5) Uani d 1
H H15 -0.2819 0.4145 0.5534 0.059 Uiso calc 1
C C16 -0.08818(19) 0.46300(18) 0.60608(11) 0.0481(5) Uani d 1
H H16 -0.1225 0.5349 0.6333 0.058 Uiso calc 1
C C17 0.1211(2) 0.6136(2) 0.71267(12) 0.0598(5) Uani d 1
H H17A 0.0810 0.6787 0.6768 0.090 Uiso calc 1
H H17B 0.2042 0.6490 0.7422 0.090 Uiso calc 1
H H17C 0.0485 0.5878 0.7487 0.090 Uiso calc 1
C C18 -0.2599(2) 0.09088(19) 0.47921(12) 0.0528(5) Uani d 1
C C19 -0.3583(3) 0.0359(2) 0.41586(14) 0.0674(6) Uani d 1
H H19A -0.3360 0.0740 0.3658 0.101 Uiso calc 1
H H19B -0.4578 0.0551 0.4270 0.101 Uiso calc 1
H H19C -0.3451 -0.0571 0.4136 0.101 Uiso calc 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 0.0800(11) 0.0931(13) 0.0617(9) -0.0215(9) -0.0092(7) 0.0224(8)
O2 0.0404(8) 0.0679(10) 0.0998(11) 0.0070(7) -0.0007(7) -0.0154(8)
O3 0.0417(7) 0.0473(8) 0.0755(9) 0.0053(5) 0.0001(6) -0.0161(6)
O4 0.0555(8) 0.0433(7) 0.0641(8) -0.0033(6) -0.0143(6) 0.0026(6)
O5 0.1241(16) 0.0584(10) 0.0840(11) -0.0260(10) -0.0321(10) 0.0174(9)
C1 0.0539(11) 0.0613(13) 0.0530(10) 0.0007(9) -0.0040(8) -0.0083(9)
C2 0.0516(11) 0.0637(14) 0.0804(14) -0.0075(10) -0.0044(10) -0.0229(11)
C3 0.0547(12) 0.0505(12) 0.0905(16) -0.0055(9) 0.0108(10) -0.0049(11)
C4 0.0622(12) 0.0525(12) 0.0673(12) 0.0034(9) 0.0084(9) 0.0093(10)
C5 0.0509(10) 0.0444(10) 0.0541(10) 0.0033(8) -0.0057(8) -0.0002(8)
C6 0.0441(9) 0.0403(9) 0.0506(9) 0.0041(7) -0.0030(7) -0.0021(7)
C7 0.0500(10) 0.0494(11) 0.0515(10) 0.0017(8) -0.0034(8) 0.0040(8)
C8 0.0418(10) 0.0437(10) 0.0648(11) 0.0008(8) 0.0002(8) -0.0009(8)
C9 0.0456(9) 0.0401(9) 0.0519(10) -0.0031(7) -0.0001(7) 0.0032(7)
C10 0.0506(10) 0.0356(9) 0.0474(9) 0.0006(7) 0.0005(7) 0.0024(7)
C11 0.0425(9) 0.0348(9) 0.0482(9) 0.0016(7) 0.0028(7) 0.0034(7)
C12 0.0405(9) 0.0347(9) 0.0551(9) 0.0027(7) 0.0019(7) 0.0018(7)
C13 0.0496(10) 0.0366(9) 0.0583(10) 0.0020(7) 0.0013(8) -0.0039(8)
C14 0.0465(9) 0.0382(9) 0.0508(9) -0.0027(7) -0.0053(7) 0.0061(7)
C15 0.0419(9) 0.0467(10) 0.0585(10) 0.0069(8) -0.0016(7) 0.0044(8)
C16 0.0470(10) 0.0415(10) 0.0558(10) 0.0091(8) 0.0013(8) -0.0025(8)
C17 0.0626(12) 0.0530(12) 0.0625(12) 0.0124(9) -0.0096(9) -0.0134(9)
C18 0.0544(11) 0.0425(10) 0.0612(11) -0.0008(8) -0.0013(8) -0.0005(9)
C19 0.0685(14) 0.0523(12) 0.0799(14) -0.0022(10) -0.0106(11) -0.0145(11)
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
C8 O3 C12 121.69(14)
C18 O4 C14 118.72(14)
C2 C1 H1 120.0
C2 C1 C6 119.91(19)
C6 C1 H1 120.0
C1 C2 H2 119.8
C3 C2 C1 120.39(19)
C3 C2 H2 119.8
C2 C3 H3 120.0
C4 C3 C2 119.9(2)
C4 C3 H3 120.0
C3 C4 H4 119.8
C3 C4 C5 120.5(2)
C5 C4 H4 119.8
C4 C5 H5 119.9
C4 C5 C6 120.12(18)
C6 C5 H5 119.9
C1 C6 C7 118.77(17)
C5 C6 C1 119.16(18)
C5 C6 C7 122.08(16)
O1 C7 C6 122.32(17)
O1 C7 C9 117.43(18)
C6 C7 C9 120.25(15)
O2 C8 O3 116.64(17)
O2 C8 C9 125.67(18)
O3 C8 C9 117.69(15)
C8 C9 C7 114.50(16)
C10 C9 C7 123.35(17)
C10 C9 C8 121.97(16)
C9 C10 C11 118.65(16)
C9 C10 C17 121.98(16)
C11 C10 C17 119.37(15)
C12 C11 C10 118.54(15)
C12 C11 C16 116.77(15)
C16 C11 C10 124.67(16)
O3 C12 C11 121.25(15)
O3 C12 C13 115.48(15)
C13 C12 C11 123.27(16)
C12 C13 H13 121.2
C14 C13 C12 117.64(17)
C14 C13 H13 121.2
C13 C14 O4 120.35(17)
C13 C14 C15 121.53(16)
C15 C14 O4 117.99(16)
C14 C15 H15 120.2
C16 C15 C14 119.59(16)
C16 C15 H15 120.2
C11 C16 H16 119.4
C15 C16 C11 121.20(17)
C15 C16 H16 119.4
C10 C17 H17A 109.5
C10 C17 H17B 109.5
C10 C17 H17C 109.5
H17A C17 H17B 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
O4 C18 C19 111.14(17)
O5 C18 O4 121.96(18)
O5 C18 C19 126.90(19)
C18 C19 H19A 109.5
C18 C19 H19B 109.5
C18 C19 H19C 109.5
H19A C19 H19B 109.5
H19A C19 H19C 109.5
H19B C19 H19C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.216(2)
O2 C8 1.208(2)
O3 C8 1.370(2)
O3 C12 1.378(2)
O4 C14 1.393(2)
O4 C18 1.367(2)
O5 C18 1.186(2)
C1 H1 0.9300
C1 C2 1.381(3)
C1 C6 1.392(2)
C2 H2 0.9300
C2 C3 1.381(3)
C3 H3 0.9300
C3 C4 1.369(3)
C4 H4 0.9300
C4 C5 1.382(3)
C5 H5 0.9300
C5 C6 1.391(3)
C6 C7 1.479(3)
C7 C9 1.516(2)
C8 C9 1.445(3)
C9 C10 1.355(2)
C10 C11 1.454(2)
C10 C17 1.497(2)
C11 C12 1.390(2)
C11 C16 1.402(2)
C12 C13 1.379(2)
C13 H13 0.9300
C13 C14 1.377(3)
C14 C15 1.383(3)
C15 H15 0.9300
C15 C16 1.372(2)
C16 H16 0.9300
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 C19 1.475(3)
C19 H19A 0.9600
C19 H19B 0.9600
C19 H19C 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
C2 H2 O2 2_656 0.93 2.57 3.475(3) 164
C4 H4 O3 3_666 0.93 2.56 3.361(3) 144
C19 H19C O3 3_556 0.96 2.47 3.409(2) 165
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
O1 C7 C9 C8 -94.8(2)
O1 C7 C9 C10 80.4(3)
O2 C8 C9 C7 -10.1(3)
O2 C8 C9 C10 174.6(2)
O3 C8 C9 C7 170.11(16)
O3 C8 C9 C10 -5.1(3)
O3 C12 C13 C14 -179.65(16)
O4 C14 C15 C16 -176.12(16)
C1 C2 C3 C4 -0.1(3)
C1 C6 C7 O1 -3.7(3)
C1 C6 C7 C9 176.75(17)
C2 C1 C6 C5 1.1(3)
C2 C1 C6 C7 -179.06(19)
C2 C3 C4 C5 0.6(3)
C3 C4 C5 C6 -0.3(3)
C4 C5 C6 C1 -0.6(3)
C4 C5 C6 C7 179.57(18)
C5 C6 C7 O1 176.2(2)
C5 C6 C7 C9 -3.4(3)
C6 C1 C2 C3 -0.8(3)
C6 C7 C9 C8 84.8(2)
C6 C7 C9 C10 -100.1(2)
C7 C9 C10 C11 -170.69(15)
C7 C9 C10 C17 9.4(3)
C8 O3 C12 C11 1.6(3)
C8 O3 C12 C13 -179.03(16)
C8 C9 C10 C11 4.1(3)
C8 C9 C10 C17 -175.79(17)
C9 C10 C11 C12 -0.3(2)
C9 C10 C11 C16 177.90(17)
C10 C11 C12 O3 -2.7(3)
C10 C11 C12 C13 178.08(16)
C10 C11 C16 C15 -177.57(16)
C11 C12 C13 C14 -0.3(3)
C12 O3 C8 O2 -177.65(17)
C12 O3 C8 C9 2.2(3)
C12 C11 C16 C15 0.6(3)
C12 C13 C14 O4 176.41(15)
C12 C13 C14 C15 0.6(3)
C13 C14 C15 C16 -0.2(3)
C14 O4 C18 O5 2.9(3)
C14 O4 C18 C19 -176.37(17)
C14 C15 C16 C11 -0.4(3)
C16 C11 C12 O3 179.04(16)
C16 C11 C12 C13 -0.2(3)
C17 C10 C11 C12 179.68(17)
C17 C10 C11 C16 -2.2(3)
C18 O4 C14 C13 65.0(2)
C18 O4 C14 C15 -118.98(19)
_cod_database_fobs_code 1548680