#------------------------------------------------------------------------------ #$Date: 2020-04-28 02:29:12 +0300 (Tue, 28 Apr 2020) $ #$Revision: 251203 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/04/7240414.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_7240414 loop_ _publ_author_name 'Charpe, Vaibhav Pramod' 'Sagadevan, Arunachalam' 'Hwang, Kuo Chu' _publ_section_title ; Visible Light-Induced Aerobic Oxidation of Diarylalkynes to -Diketones Catalyzed by Copper-superoxo at Room Temperature ; _journal_name_full 'Green Chemistry' _journal_paper_doi 10.1039/D0GC00975J _journal_year 2020 _chemical_formula_sum 'C17 H14 O4' _chemical_formula_weight 282.28 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/6 _audit_update_record ; 2018-08-01 deposited with the CCDC. 2020-04-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 105.082(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 23.502(2) _cell_length_b 3.9358(3) _cell_length_c 15.1235(12) _cell_measurement_reflns_used 2786 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 26.4896 _cell_measurement_theta_min 2.7898 _cell_volume 1350.72(19) _computing_cell_refinement 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 8.3333 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0370 _diffrn_reflns_av_unetI/netI 0.0230 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 1467 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.552 _diffrn_reflns_theta_min 1.795 _exptl_absorpt_coefficient_mu 0.099 _exptl_absorpt_correction_T_max 0.9485 _exptl_absorpt_correction_T_min 0.7780 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'TWINABS V2012/1 (Bruker AXS Inc.)' _exptl_crystal_colour Colorless _exptl_crystal_density_diffrn 1.388 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description Tabullar _exptl_crystal_F_000 592 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.208 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.036 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 122 _refine_ls_number_reflns 1467 _refine_ls_number_restraints 52 _refine_ls_restrained_S_all 1.034 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0379 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0395P)^2^+0.9040P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0865 _refine_ls_wR_factor_ref 0.0944 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1200 _reflns_number_total 1467 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0gc00975j2.cif _cod_data_source_block twin5 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_crystal_density_meas' value 'not measured' was changed to '?' -- the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas ; _cod_original_cell_volume 1350.73(19) _cod_original_sg_symbol_H-M 'C 2/c' _cod_database_code 7240414 _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 2014/6 _shelx_res_file ; TITL twin4_a.res in C2/c CELL 0.71073 23.5021 3.9358 15.1235 90.000 105.082 90.000 ZERR 4.000 0.0020 0.0003 0.0012 0.000 0.002 0.000 LATT 7 SYMM -X, Y, 1/2-Z SFAC C H O UNIT 68 56 16 MERG 0 L.S. 4 ACTA BOND $H FMAP 2 PLAN 5 DELU 0.005 C8 O2 C9 O3 C10 SIMU 0.005 C8 O2 C9 O3 C10 TEMP -173 WGHT 0.039500 0.904000 BASF 0.16017 FVAR 0.80216 0.51249 C1 1 0.351215 0.829493 0.383498 11.00000 0.02971 0.01676 = 0.02176 0.00538 -0.00088 0.00018 C2 1 0.329123 0.678174 0.297567 11.00000 0.02660 0.02068 = 0.02589 0.00358 -0.00706 -0.00248 AFIX 43 H2 2 0.287762 0.657706 0.272726 11.00000 -1.20000 AFIX 0 C3 1 0.366767 0.559662 0.249192 11.00000 0.03298 0.01831 = 0.02010 0.00075 -0.00663 -0.00252 AFIX 43 H3 2 0.351312 0.456905 0.191049 11.00000 -1.20000 AFIX 0 C4 1 0.427856 0.588427 0.284587 11.00000 0.03024 0.01589 = 0.02036 0.00349 -0.00211 -0.00275 C5 1 0.449759 0.741817 0.369829 11.00000 0.02721 0.02619 = 0.02142 0.00118 -0.00283 -0.00551 AFIX 43 H5 2 0.491108 0.765719 0.394147 11.00000 -1.20000 AFIX 0 C6 1 0.411924 0.859331 0.419247 11.00000 0.03055 0.02286 = 0.01973 0.00070 -0.00376 -0.00579 AFIX 43 H6 2 0.427316 0.960501 0.477617 11.00000 -1.20000 AFIX 0 C7 1 0.466292 0.456304 0.229932 11.00000 0.03254 0.02045 = 0.02286 0.00208 -0.00378 -0.00210 O1 3 0.447678 0.321656 0.155003 11.00000 0.03380 0.03756 = 0.02621 -0.00983 -0.00207 -0.00310 PART 1 21.00 C8 1 0.312124 0.941590 0.425475 21.00000 0.02535 0.02261 = 0.01490 -0.00052 0.00272 0.00223 O2 3 0.259171 0.911600 0.395034 21.00000 0.02339 0.04367 = 0.02374 -0.00468 0.00502 0.00498 C9 1 0.327553 1.087938 0.520644 21.00000 0.02910 0.02413 = 0.02419 -0.00051 0.00057 0.00591 AFIX 137 H9A 2 0.291583 1.115587 0.541229 21.00000 -1.50000 H9B 2 0.346514 1.309560 0.520364 21.00000 -1.50000 H9C 2 0.354614 0.934002 0.562333 21.00000 -1.50000 AFIX 0 PART 2 -21.00 O3 3 0.306853 0.945822 0.434075 -21.00000 0.01958 0.02669 = 0.01897 -0.00149 0.00902 0.01036 C10 1 0.335436 1.111739 0.522234 -21.00000 0.02222 0.02760 = 0.01626 -0.00461 0.00662 0.00572 AFIX 137 H10A 2 0.359443 0.944931 0.563830 -21.00000 -1.50000 H10B 2 0.305158 1.202751 0.549664 -21.00000 -1.50000 H10C 2 0.360638 1.297429 0.511599 -21.00000 -1.50000 PART AFIX 0 HKLF 5 REM twin4_a.res in C2/c REM R1 = 0.0379 for 1200 Fo > 4sig(Fo) and 0.0537 for all 1467 data REM 122 parameters refined using 52 restraints END WGHT 0.0395 0.9040 REM Highest difference peak 0.208, deepest hole -0.172, 1-sigma level 0.036 Q1 1 0.5000 0.4685 0.2500 10.50000 0.05 0.21 Q2 1 0.4011 0.5187 0.2770 11.00000 0.05 0.18 Q3 1 0.4454 0.5969 0.2563 11.00000 0.05 0.18 Q4 1 0.3990 0.6058 0.2641 11.00000 0.05 0.18 Q5 1 0.3824 0.7852 0.4003 11.00000 0.05 0.16 ; _shelx_res_checksum 67943 _shelx_hkl_file ; 2 0 0 517.577 3.57140 1 4 0 0 2012.81 10.1968 1 6 0 0 526.073 4.58993 1 8 0 0 6729.69 55.9330 1 10 0 0 5616.59 30.7734 1 12 0 0 58.4899 2.30835 1 -14 0 1 52.0797 4.59810 -2 14 0 0 52.0797 4.59810 1 -16 0 1 103.896 3.77940 -2 16 0 0 103.896 3.77940 1 -18 0 1 38.5914 3.35426 -2 18 0 0 38.5914 3.35426 1 -20 0 1 60.5707 3.98732 -2 20 0 0 60.5707 3.98732 1 -22 0 1 160.828 8.82933 -2 22 0 0 160.828 8.82933 1 -24 0 1 44.3404 12.4582 -2 24 0 0 44.3404 12.4582 1 26 0 0 7.26523 2.53158 1 28 0 0 22.5540 3.55481 1 1 1 0 1609.43 10.9353 -2 1 1 0 1609.43 10.9353 1 3 1 0 4598.16 27.6841 -2 3 1 0 4598.16 27.6841 1 5 1 0 1129.35 19.3385 -2 5 1 0 1129.35 19.3385 1 7 1 0 97.8705 1.70077 1 9 1 0 218.762 2.20598 1 11 1 0 1888.24 9.26746 1 -13 1 1 264.655 4.87913 -2 13 1 0 264.655 4.87913 1 -15 1 1 102.169 2.88503 -2 15 1 0 102.169 2.88503 1 -17 1 1 1.09472 1.70797 -2 17 1 0 1.09472 1.70797 1 -19 1 1 5.87545 1.99179 -2 19 1 0 5.87545 1.99179 1 -21 1 1 206.197 5.48591 -2 21 1 0 206.197 5.48591 1 -23 1 1 102.490 8.92594 -2 23 1 0 102.490 8.92594 1 -25 1 1 27.0083 7.85205 -2 25 1 0 27.0083 7.85205 1 27 1 0 8.70485 1.98303 1 0 2 0 45.2685 1.47724 -2 0 2 0 45.2685 1.47724 1 2 2 0 470.614 4.81739 -2 2 2 0 470.614 4.81739 1 4 2 0 -1.4735 2.13506 -2 4 2 0 -1.4735 2.13506 1 6 2 0 24.3481 2.80703 -2 6 2 0 24.3481 2.80703 1 8 2 0 156.436 2.38178 1 10 2 0 382.002 4.04317 1 -12 2 1 21.1995 3.15445 -2 12 2 0 21.1995 3.15445 1 -14 2 1 69.2198 3.38295 -2 14 2 0 69.2198 3.38295 1 -16 2 1 167.821 3.93998 -2 16 2 0 167.821 3.93998 1 -18 2 1 586.344 6.24354 -2 18 2 0 586.344 6.24354 1 -20 2 1 455.853 6.27954 -2 20 2 0 455.853 6.27954 1 -22 2 1 24.2438 4.76977 -2 22 2 0 24.2438 4.76977 1 -24 2 1 17.1403 8.24782 -2 24 2 0 17.1403 8.24782 1 -26 2 1 15.5815 13.4704 -2 26 2 0 15.5815 13.4704 1 1 3 0 10.0524 1.80234 -2 1 3 0 10.0524 1.80234 1 3 3 0 7.67223 1.98823 -2 3 3 0 7.67223 1.98823 1 5 3 0 247.798 5.31483 -2 5 3 0 247.798 5.31483 1 7 3 0 339.828 8.04337 -2 7 3 0 339.828 8.04337 1 -9 3 1 223.018 13.5609 -2 9 3 0 223.018 13.5609 1 -11 3 1 25.2742 8.96294 -2 11 3 0 25.2742 8.96294 1 -13 3 1 167.582 6.21839 -2 13 3 0 167.582 6.21839 1 -15 3 1 33.8838 6.16449 -2 15 3 0 33.8838 6.16449 1 -17 3 1 549.742 11.0648 -2 17 3 0 549.742 11.0648 1 -19 3 1 27.9311 3.82581 -2 19 3 0 27.9311 3.82581 1 -21 3 1 -2.0132 3.62651 -2 21 3 0 -2.0132 3.62651 1 0 4 0 173.841 7.95546 -2 0 4 0 173.841 7.95546 1 2 4 0 48.6070 4.78407 -2 2 4 0 48.6070 4.78407 1 4 4 0 120.733 6.23033 -2 4 4 0 120.733 6.23033 1 6 4 0 26.4677 4.79678 -2 6 4 0 26.4677 4.79678 1 8 4 0 -0.2675 5.07171 -2 8 4 0 -0.2675 5.07171 1 -8 4 1 -10.286 8.63784 -2 8 4 0 -10.286 8.63784 1 -10 4 1 18.0568 10.0665 -2 10 4 0 18.0568 10.0665 1 -12 4 1 350.644 13.4332 -2 12 4 0 350.644 13.4332 1 -14 4 1 54.9638 7.72514 -2 14 4 0 54.9638 7.72514 1 -16 4 1 21.8839 6.55210 -2 16 4 0 21.8839 6.55210 1 -28 0 1 0.76369 2.09188 1 -26 0 1 0.52276 2.10974 1 -24 0 2 12.1351 9.09442 -2 -24 0 1 12.1351 9.09442 1 -22 0 2 20.4189 3.93582 -2 -22 0 1 20.4189 3.93582 1 -20 0 2 1.71770 3.02480 -2 -20 0 1 1.71770 3.02480 1 -18 0 2 -0.1371 2.42936 -2 -18 0 1 -0.1371 2.42936 1 -16 0 2 15.0886 2.60733 -2 -16 0 1 15.0886 2.60733 1 -14 0 2 31.2175 4.06771 -2 -14 0 1 31.2175 4.06771 1 -12 0 1 -0.0014 0.82064 1 -10 0 1 -0.5981 0.78713 1 -8 0 1 0.22521 0.74926 1 -6 0 1 1.88095 0.76119 1 -4 0 1 0.51920 0.45436 1 -2 0 1 0.81664 0.14220 1 0 0 1 0.38542 0.09134 1 2 0 1 0.46316 0.17212 1 4 0 1 -0.1318 0.49394 1 6 0 1 -0.2513 0.72437 1 8 0 1 -0.0106 0.82276 1 10 0 1 2.12396 0.96455 1 12 0 1 -1.3099 0.94391 1 14 0 0 9.77421 4.27178 -2 14 0 1 9.77421 4.27178 1 16 0 0 20.3201 2.78527 -2 16 0 1 20.3201 2.78527 1 18 0 0 7.07444 3.96636 -2 18 0 1 7.07444 3.96636 1 20 0 0 14.2068 4.52035 -2 20 0 1 14.2068 4.52035 1 22 0 0 38.9718 10.3242 -2 22 0 1 38.9718 10.3242 1 24 0 0 4.01865 10.7279 -2 24 0 1 4.01865 10.7279 1 26 0 1 0.29331 2.61083 1 28 0 1 0.04859 2.49274 1 -27 1 1 57.7995 3.34058 1 -25 1 2 -4.1349 6.98978 -2 -25 1 1 -4.1349 6.98978 1 -23 1 2 88.6240 6.81366 -2 -23 1 1 88.6240 6.81366 1 -21 1 2 27.4035 2.39363 -2 -21 1 1 27.4035 2.39363 1 -19 1 2 272.408 3.95813 -2 -19 1 1 272.408 3.95813 1 -17 1 2 7.84831 1.65665 -2 -17 1 1 7.84831 1.65665 1 -15 1 2 36.9322 2.07614 -2 -15 1 1 36.9322 2.07614 1 -13 1 2 940.265 19.0653 -2 -13 1 1 940.265 19.0653 1 -11 1 1 846.790 5.35753 1 -9 1 1 120.213 1.70588 1 -7 1 1 23.5442 0.86600 1 -5 1 1 1642.76 16.3415 -2 -5 1 1 1642.76 16.3415 1 -3 1 1 9999.99 112.917 1 -1 1 1 42.1833 2.37238 -2 -1 1 1 42.1833 2.37238 1 1 1 1 7551.86 89.4319 -2 1 1 1 7551.86 89.4319 1 3 1 1 171.242 4.46095 -2 3 1 1 171.242 4.46095 1 5 1 1 1606.81 8.55333 1 7 1 1 356.157 3.39903 1 9 1 1 44.5349 1.42975 1 11 1 1 1.90477 0.66531 1 13 1 0 113.453 4.17883 -2 13 1 1 113.453 4.17883 1 15 1 0 57.1960 2.75207 -2 15 1 1 57.1960 2.75207 1 17 1 0 3.48184 2.24120 -2 17 1 1 3.48184 2.24120 1 19 1 0 370.648 6.57745 -2 19 1 1 370.648 6.57745 1 21 1 0 48.6881 5.38826 -2 21 1 1 48.6881 5.38826 1 23 1 0 152.782 15.0040 -2 23 1 1 152.782 15.0040 1 25 1 1 18.0778 1.97241 1 27 1 1 30.0996 2.68069 1 -26 2 2 44.5204 13.9390 -2 -26 2 1 44.5204 13.9390 1 -24 2 2 6.50334 6.17643 -2 -24 2 1 6.50334 6.17643 1 -22 2 2 90.4810 4.33195 -2 -22 2 1 90.4810 4.33195 1 -20 2 2 1160.83 9.90520 -2 -20 2 1 1160.83 9.90520 1 -18 2 2 91.5065 2.83624 -2 -18 2 1 91.5065 2.83624 1 -16 2 2 647.632 6.08402 -2 -16 2 1 647.632 6.08402 1 -14 2 2 357.881 5.52608 -2 -14 2 1 357.881 5.52608 1 -12 2 2 178.866 6.94334 -2 -12 2 1 178.866 6.94334 1 -10 2 1 222.366 3.00835 1 -8 2 1 396.238 3.12384 1 -6 2 1 58.6853 2.31782 -2 -6 2 1 58.6853 2.31782 1 -4 2 1 731.899 7.49289 -2 -4 2 1 731.899 7.49289 1 -2 2 1 0.68282 0.63709 -2 -2 2 1 0.68282 0.63709 1 0 2 1 238.692 4.60044 -2 0 2 1 238.692 4.60044 1 2 2 1 257.436 3.65426 -2 2 2 1 257.436 3.65426 1 4 2 1 193.610 4.04938 -2 4 2 1 193.610 4.04938 1 6 2 1 329.999 11.5365 -2 6 2 1 329.999 11.5365 1 8 2 1 441.360 4.11577 1 10 2 1 6.02141 1.00721 1 12 2 0 13.1811 2.66865 -2 12 2 1 13.1811 2.66865 1 14 2 0 20.9995 2.86539 -2 14 2 1 20.9995 2.86539 1 16 2 0 77.3525 3.30317 -2 16 2 1 77.3525 3.30317 1 18 2 0 166.610 4.46384 -2 18 2 1 166.610 4.46384 1 20 2 0 44.1174 4.66612 -2 20 2 1 44.1174 4.66612 1 22 2 0 193.419 8.20580 -2 22 2 1 193.419 8.20580 1 24 2 0 67.4260 8.21981 -2 24 2 1 67.4260 8.21981 1 -23 3 2 19.0831 6.89968 -2 -23 3 1 19.0831 6.89968 1 -21 3 2 -6.1415 4.58726 -2 -21 3 1 -6.1415 4.58726 1 -19 3 2 1.71470 3.35297 -2 -19 3 1 1.71470 3.35297 1 -17 3 2 135.017 5.33680 -2 -17 3 1 135.017 5.33680 1 -15 3 2 123.161 8.10428 -2 -15 3 1 123.161 8.10428 1 -13 3 2 63.3008 6.79510 -2 -13 3 1 63.3008 6.79510 1 -11 3 1 6.04368 1.25209 1 -9 3 1 174.848 3.46083 1 -7 3 1 32.7105 3.10236 -2 -7 3 1 32.7105 3.10236 1 -5 3 1 301.102 7.10640 -2 -5 3 1 301.102 7.10640 1 -3 3 1 103.595 3.68344 -2 -3 3 1 103.595 3.68344 1 -1 3 1 -0.1374 1.39752 -2 -1 3 1 -0.1374 1.39752 1 1 3 1 191.216 3.95713 -2 1 3 1 191.216 3.95713 1 3 3 1 585.737 6.64587 -2 3 3 1 585.737 6.64587 1 5 3 1 49.0866 3.33935 -2 5 3 1 49.0866 3.33935 1 7 3 1 362.686 6.81592 -2 7 3 1 362.686 6.81592 1 9 3 1 12.2541 1.27270 1 11 3 0 111.202 6.20194 -2 11 3 1 111.202 6.20194 1 13 3 0 205.162 5.65870 -2 13 3 1 205.162 5.65870 1 15 3 0 309.307 6.97783 -2 15 3 1 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4.77888 1 -6 2 16 15.3154 3.36902 -2 -8 2 16 15.3154 3.36902 1 -4 2 16 5.38149 2.91274 -2 -6 2 16 5.38149 2.91274 1 -2 2 16 16.0619 3.14671 -2 -4 2 16 16.0619 3.14671 1 0 2 16 13.0495 3.19310 -2 -2 2 16 13.0495 3.19310 1 2 2 16 -0.7135 4.21051 -2 0 2 16 -0.7135 4.21051 1 4 2 15 26.1668 5.45602 -2 2 2 16 26.1668 5.45602 1 -16 0 18 10.0646 5.53533 -2 -18 0 17 10.0646 5.53533 1 -14 0 18 18.6555 10.8342 -2 -16 0 17 18.6555 10.8342 1 -14 0 17 -0.9307 10.9813 -2 -16 0 17 -0.9307 10.9813 1 -12 0 17 4.71245 4.96270 -2 -14 0 17 4.71245 4.96270 1 -10 0 17 7.41498 4.60824 -2 -12 0 17 7.41498 4.60824 1 -8 0 17 1.53071 3.79104 -2 -10 0 17 1.53071 3.79104 1 -6 0 17 -1.3638 3.53835 -2 -8 0 17 -1.3638 3.53835 1 -4 0 17 4.85714 3.81438 -2 -6 0 17 4.85714 3.81438 1 -2 0 17 -6.3683 3.99465 -2 -4 0 17 -6.3683 3.99465 1 0 0 17 -5.0115 4.32846 -2 -2 0 17 -5.0115 4.32846 1 2 0 17 -8.8724 6.83586 -2 0 0 17 -8.8724 6.83586 1 2 0 17 1.54843 2.29104 1 6 0 16 6.75712 10.9371 -2 4 0 17 6.75712 10.9371 1 -15 1 17 33.6977 11.2559 -2 -17 1 17 33.6977 11.2559 1 -13 1 17 25.6239 5.49815 -2 -15 1 17 25.6239 5.49815 1 -11 1 17 26.9632 3.77871 -2 -13 1 17 26.9632 3.77871 1 -9 1 17 76.1979 4.18614 -2 -11 1 17 76.1979 4.18614 1 -7 1 17 334.674 7.32473 -2 -9 1 17 334.674 7.32473 1 -5 1 17 27.9016 3.18892 -2 -7 1 17 27.9016 3.18892 1 -3 1 17 48.5597 3.50058 -2 -5 1 17 48.5597 3.50058 1 -1 1 17 40.0115 3.45497 -2 -3 1 17 40.0115 3.45497 1 1 1 17 190.271 6.69696 -2 -1 1 17 190.271 6.69696 1 3 1 17 164.165 10.4058 -2 1 1 17 164.165 10.4058 1 5 1 16 21.5777 12.9215 -2 3 1 17 21.5777 12.9215 1 -10 2 17 269.094 7.51421 -2 -12 2 17 269.094 7.51421 1 -8 2 17 332.063 7.74268 -2 -10 2 17 332.063 7.74268 1 -6 2 17 348.806 7.05117 -2 -8 2 17 348.806 7.05117 1 -4 2 17 4.33481 3.57323 -2 -6 2 17 4.33481 3.57323 1 -2 2 17 38.8494 4.34840 -2 -4 2 17 38.8494 4.34840 1 -2 2 17 109.624 4.35961 1 -14 0 18 33.8499 11.7474 -2 -16 0 18 33.8499 11.7474 1 -12 0 18 132.018 7.37359 -2 -14 0 18 132.018 7.37359 1 -10 0 18 25.6253 4.92397 -2 -12 0 18 25.6253 4.92397 1 -8 0 18 24.8900 4.75314 -2 -10 0 18 24.8900 4.75314 1 -6 0 18 -1.3249 4.13693 -2 -8 0 18 -1.3249 4.13693 1 -4 0 18 33.6522 4.20736 -2 -6 0 18 33.6522 4.20736 1 -2 0 18 180.991 6.63981 -2 -4 0 18 180.991 6.63981 1 0 0 18 26.6301 7.50283 -2 -2 0 18 26.6301 7.50283 1 0 0 18 23.2729 3.58265 1 -11 1 18 4.77163 3.67039 -2 -13 1 18 4.77163 3.67039 1 -9 1 18 8.41865 3.52351 -2 -11 1 18 8.41865 3.52351 1 -7 1 18 30.3857 4.09066 -2 -9 1 18 30.3857 4.09066 1 -5 1 18 202.047 6.31076 -2 -7 1 18 202.047 6.31076 1 -3 1 18 1.71293 3.04417 -2 -5 1 18 1.71293 3.04417 1 -1 1 18 3.80075 3.58883 -2 -3 1 18 3.80075 3.58883 1 -1 1 18 0.79323 1.56311 1 -8 0 19 5.63629 3.00905 1 0 0 0 0.00 0.00 0 ; _shelx_hkl_checksum 34711 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.35122(6) 0.8295(4) 0.38350(9) 0.0242(3) Uani 1 1 d . . . . . C2 C 0.32912(6) 0.6782(4) 0.29757(10) 0.0270(4) Uani 1 1 d . . . . . H2 H 0.2878 0.6577 0.2727 0.032 Uiso 1 1 calc R U . . . C3 C 0.36677(7) 0.5597(4) 0.24919(9) 0.0263(4) Uani 1 1 d . . . . . H3 H 0.3513 0.4569 0.1910 0.032 Uiso 1 1 calc R U . . . C4 C 0.42786(6) 0.5884(4) 0.28459(9) 0.0238(3) Uani 1 1 d . . . . . C5 C 0.44976(6) 0.7418(4) 0.36983(9) 0.0266(4) Uani 1 1 d . . . . . H5 H 0.4911 0.7657 0.3941 0.032 Uiso 1 1 calc R U . . . C6 C 0.41192(6) 0.8593(4) 0.41925(9) 0.0263(4) Uani 1 1 d . . . . . H6 H 0.4273 0.9605 0.4776 0.032 Uiso 1 1 calc R U . . . C7 C 0.46629(6) 0.4563(4) 0.22993(10) 0.0273(4) Uani 1 1 d . . . . . O1 O 0.44768(5) 0.3217(3) 0.15500(7) 0.0344(3) Uani 1 1 d . . . . . C8 C 0.3121(9) 0.942(5) 0.4255(12) 0.0214(16) Uani 0.512(4) 1 d . U P A 1 O2 O 0.25917(9) 0.9116(6) 0.39503(13) 0.0305(8) Uani 0.512(4) 1 d . U P A 1 C9 C 0.3276(7) 1.088(5) 0.5206(12) 0.027(2) Uani 0.512(4) 1 d . U P A 1 H9A H 0.2916 1.1156 0.5412 0.040 Uiso 0.512(4) 1 calc R U P A 1 H9B H 0.3465 1.3096 0.5204 0.040 Uiso 0.512(4) 1 calc R U P A 1 H9C H 0.3546 0.9340 0.5623 0.040 Uiso 0.512(4) 1 calc R U P A 1 O3 O 0.3069(6) 0.946(4) 0.4341(8) 0.0210(16) Uani 0.488(4) 1 d . U P A 2 C10 C 0.3354(7) 1.112(5) 0.5222(12) 0.0217(17) Uani 0.488(4) 1 d . U P A 2 H10A H 0.3594 0.9449 0.5638 0.033 Uiso 0.488(4) 1 calc R U P A 2 H10B H 0.3052 1.2028 0.5497 0.033 Uiso 0.488(4) 1 calc R U P A 2 H10C H 0.3606 1.2974 0.5116 0.033 Uiso 0.488(4) 1 calc R U P A 2 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 C1 0.0297(8) 0.0168(7) 0.0218(7) 0.0054(6) -0.0009(6) 0.0002(6) C2 0.0266(7) 0.0207(8) 0.0259(8) 0.0036(6) -0.0071(6) -0.0025(6) C3 0.0330(8) 0.0183(7) 0.0201(7) 0.0007(6) -0.0066(6) -0.0025(6) C4 0.0302(8) 0.0159(7) 0.0204(7) 0.0035(5) -0.0021(6) -0.0027(6) C5 0.0272(7) 0.0262(8) 0.0214(7) 0.0012(6) -0.0028(6) -0.0055(6) C6 0.0306(8) 0.0229(8) 0.0197(7) 0.0007(6) -0.0038(6) -0.0058(6) C7 0.0325(8) 0.0205(8) 0.0229(7) 0.0021(6) -0.0038(6) -0.0021(6) O1 0.0338(6) 0.0376(7) 0.0262(6) -0.0098(5) -0.0021(5) -0.0031(5) C8 0.025(3) 0.023(2) 0.015(2) -0.001(2) 0.003(3) 0.002(2) O2 0.0234(13) 0.0437(14) 0.0237(11) -0.0047(9) 0.0050(8) 0.0050(10) C9 0.029(4) 0.024(3) 0.024(3) -0.001(2) 0.001(3) 0.006(3) O3 0.020(2) 0.0267(17) 0.019(3) -0.0015(17) 0.0090(15) 0.0104(15) C10 0.022(3) 0.028(4) 0.016(3) -0.005(2) 0.007(2) 0.006(3) 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C8 C1 C6 123.7(7) . . ? C8 C1 C2 116.8(7) . . ? C6 C1 C2 119.40(14) . . ? C6 C1 O3 123.3(5) . . ? C2 C1 O3 117.3(5) . . ? C3 C2 C1 120.39(13) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C2 C3 C4 120.62(13) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C5 C4 C3 118.91(14) . . ? C5 C4 C7 122.69(13) . . ? C3 C4 C7 118.40(12) . . ? C6 C5 C4 120.67(14) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C1 120.01(13) . . ? C5 C6 H6 120.0 . . ? C1 C6 H6 120.0 . . ? O1 C7 C4 123.38(13) . . ? O1 C7 C7 116.58(16) . 2_655 ? C4 C7 C7 119.85(14) . 2_655 ? O2 C8 C1 123.9(14) . . ? O2 C8 C9 111.6(17) . . ? C1 C8 C9 124.3(15) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C10 O3 C1 112.2(11) . . ? O3 C10 H10A 109.5 . . ? O3 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? O3 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C8 1.32(2) . ? C1 C6 1.3930(19) . ? C1 C2 1.401(2) . ? C1 O3 1.515(14) . ? C2 C3 1.368(2) . ? C2 H2 0.9500 . ? C3 C4 1.4002(19) . ? C3 H3 0.9500 . ? C4 C5 1.3950(19) . ? C4 C7 1.469(2) . ? C5 C6 1.382(2) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 O1 1.2241(17) . ? C7 C7 1.542(3) 2_655 ? C8 O2 1.22(2) . ? C8 C9 1.50(2) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? O3 C10 1.48(2) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ?