#------------------------------------------------------------------------------ #$Date: 2021-03-02 08:04:16 +0200 (Tue, 02 Mar 2021) $ #$Revision: 262343 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/10/87/2108782.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_2108782 loop_ _publ_author_name 'Safari, Fatemeh' 'Katrusiak, Andrzej' _publ_section_title ; Structure--property relationships of molecular shape and orientation with compression and expansion of xylitol ; _journal_issue 2 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first ; ; _journal_paper_doi 10.1107/S2052520621000445 _journal_volume 77 _journal_year 2021 _chemical_absolute_configuration rm _chemical_formula_moiety 'C5 H12 O5' _chemical_formula_sum 'C5 H12 O5' _chemical_formula_weight 152.15 _chemical_name_common xylitol _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2020-04-30 _audit_creation_method ; Olex2 1.2 (compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337) ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.9846(14) _cell_length_b 8.6043(11) _cell_length_c 8.179(12) _cell_measurement_reflns_used 396 _cell_measurement_temperature 296.0(2) _cell_measurement_theta_max 23.5880 _cell_measurement_theta_min 3.4430 _cell_volume 561.9(8) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'ShelXS (Sheldrick, 2008)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.299 _diffrn_measured_fraction_theta_max 0.256 _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.2099 _diffrn_reflns_av_unetI/netI 0.1704 _diffrn_reflns_Laue_measured_fraction_full 0.299 _diffrn_reflns_Laue_measured_fraction_max 0.256 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 2 _diffrn_reflns_limit_l_min -2 _diffrn_reflns_number 2216 _diffrn_reflns_point_group_measured_fraction_full 0.262 _diffrn_reflns_point_group_measured_fraction_max 0.221 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.647 _diffrn_reflns_theta_min 3.481 _exptl_absorpt_coefficient_mu 0.162 _exptl_absorpt_correction_type none _exptl_crystal_density_diffrn 1.798 _exptl_crystal_description prism _exptl_crystal_F_000 328 _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.129 _refine_diff_density_min -0.126 _refine_diff_density_rms 0.031 _refine_ls_abs_structure_details ; Flack x determined using 34 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 10.0(10) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 95 _refine_ls_number_reflns 290 _refine_ls_number_restraints 86 _refine_ls_restrained_S_all 0.874 _refine_ls_R_factor_all 0.1268 _refine_ls_R_factor_gt 0.0547 _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^)] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0696 _refine_ls_wR_factor_ref 0.0827 _reflns_Friedel_coverage 0.443 _reflns_Friedel_fraction_full 0.206 _reflns_Friedel_fraction_max 0.169 _reflns_number_gt 160 _reflns_number_total 290 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file um5047sup1.cif _cod_data_source_block Xylitol4_70GPa _cod_original_cell_volume 561.9(9) _cod_database_code 2108782 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _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 O(H) groups 2. Restrained distances C4-C5 1.5 with sigma of 0.02 C4-C3 1.5 with sigma of 0.02 3. Uiso/Uaniso restraints and constraints Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 Uanis(O5) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02 4. Rigid body (RIGU) restrains O4, C4, C3, C5, O3, C2, O5, O2, C1, O1 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 5.a Ternary CH refined with riding coordinates: C3(H3A), C2(H2A), C4(H4A) 5.b Secondary CH2 refined with riding coordinates: C1(H1A,H1B), C5(H5A,H5B) 5.c Tetrahedral OH refined with riding coordinates: O1(H1) 5.d Idealised tetrahedral OH refined as rotating group: O4(H4), O2(H2), O3(H3), O5(H5) ; _shelx_res_file ; TITL xyl460 in P212121 #19 xyl460.res created by SHELXL-2018/3 at 13:38:45 on 04-Jan-2021 REM reset to P212121 #19 CELL 0.71073 7.9846 8.6043 8.1793 90 90 90 ZERR 4 0.0014 0.0011 0.0123 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM -X,0.5+Y,0.5-Z SYMM 0.5+X,0.5-Y,-Z SFAC C H O UNIT 20 48 20 DFIX 1.5 C4 C5 DFIX 1.5 C4 C3 RIGU O4 C4 C3 C5 O3 C2 O5 O2 C1 O1 ISOR 0.01 0.02 C1 C2 ISOR 0.01 0.02 O5 ISOR 0.01 0.02 O1 L.S. 50 0 0 PLAN 20 BOND fmap 2 53 acta OMIT 10 0 1 OMIT 8 7 0 OMIT 6 9 0 OMIT 9 5 0 OMIT -6 7 1 OMIT 7 2 0 OMIT 1 9 1 OMIT 0 8 0 OMIT 4 1 0 OMIT 6 0 0 REM REM REM WGHT 0.000000 FVAR 1.63131 O4 3 0.471436 0.645117 0.617870 11.00000 0.03320 0.02963 = 0.08489 0.00993 -0.01767 0.00960 AFIX 147 H4 2 0.490014 0.596054 0.701882 11.00000 -1.50000 AFIX 0 O2 3 0.867231 0.575582 0.287599 11.00000 0.03950 0.02459 = 0.05913 -0.00715 0.00319 -0.00581 AFIX 147 H2 2 0.889523 0.667763 0.300782 11.00000 -1.50000 AFIX 0 O3 3 0.563625 0.726873 0.303897 11.00000 0.04405 0.01658 = 0.07923 0.01170 -0.00785 -0.00028 AFIX 147 H3 2 0.575995 0.728795 0.204394 11.00000 -1.50000 AFIX 0 O1 3 0.931466 0.316205 0.484307 11.00000 0.02709 0.03038 = 0.02741 0.00573 0.01030 0.00103 AFIX 83 H1 2 0.993770 0.391633 0.476859 11.00000 -1.50000 AFIX 0 O5 3 0.150906 0.527576 0.530318 11.00000 0.03613 0.02796 = 0.04210 -0.01499 0.02327 -0.00414 AFIX 147 H5 2 0.129472 0.601658 0.589813 11.00000 -1.50000 AFIX 0 C3 1 0.572416 0.568193 0.360850 11.00000 0.03727 0.02804 = 0.08507 0.02730 0.00242 0.00068 AFIX 13 H3A 2 0.541706 0.501972 0.268093 11.00000 -1.20000 AFIX 0 C2 1 0.748773 0.529267 0.403633 11.00000 0.03227 0.02082 = 0.03594 -0.00920 0.00012 0.00751 AFIX 13 H2A 2 0.776294 0.577675 0.508707 11.00000 -1.20000 AFIX 0 C1 1 0.764129 0.357220 0.420440 11.00000 0.03876 0.02397 = 0.03728 -0.00185 -0.00013 0.00440 AFIX 23 0.8200 H1A 2 0.691751 0.324901 0.482911 11.00000 -1.20000 H1B 2 0.750006 0.315978 0.331118 11.00000 -1.20000 AFIX 0 C4 1 0.441311 0.542780 0.490816 11.00000 0.03613 0.02043 = 0.08442 0.00397 0.00797 0.00633 AFIX 13 H4A 2 0.449412 0.435942 0.531579 11.00000 -1.20000 AFIX 0 C5 1 0.267541 0.569346 0.420639 11.00000 0.03019 0.02830 = 0.05018 -0.00747 0.01903 -0.01308 AFIX 23 H5A 2 0.253846 0.678215 0.392906 11.00000 -1.20000 H5B 2 0.253973 0.508661 0.321577 11.00000 -1.20000 AFIX 0 HKLF 4 REM xyl460 in P212121 #19 REM wR2 = 0.0827, GooF = S = 1.014, Restrained GooF = 0.874 for all data REM R1 = 0.0547 for 160 Fo > 4sig(Fo) and 0.1268 for all 290 data REM 95 parameters refined using 86 restraints END WGHT 0.0000 0.0000 REM Highest difference peak 0.129, deepest hole -0.126, 1-sigma level 0.031 Q1 1 0.4374 0.7353 0.4383 11.00000 0.05 0.13 Q2 1 0.6479 0.5215 0.5761 11.00000 0.05 0.11 Q3 1 0.6722 0.4365 0.2178 11.00000 0.05 0.11 Q4 1 0.9345 0.5251 0.5014 11.00000 0.05 0.10 Q5 1 0.4430 0.6437 0.2281 11.00000 0.05 0.10 Q6 1 0.6164 0.3932 0.4470 11.00000 0.05 0.10 Q7 1 0.7136 0.6397 0.3644 11.00000 0.05 0.09 Q8 1 0.3250 0.5633 0.6735 11.00000 0.05 0.09 Q9 1 1.0540 0.2435 0.4817 11.00000 0.05 0.08 Q10 1 0.5376 0.5639 0.8034 11.00000 0.05 0.08 Q11 1 0.0918 0.6169 0.3098 11.00000 0.05 0.08 Q12 1 0.5601 0.3617 0.2335 11.00000 0.05 0.08 Q13 1 0.5358 0.7372 0.7595 11.00000 0.05 0.08 Q14 1 0.4505 0.3431 0.5543 11.00000 0.05 0.08 Q15 1 0.5057 0.4824 0.1715 11.00000 0.05 0.07 Q16 1 0.6798 0.2171 0.3470 11.00000 0.05 0.07 Q17 1 0.2663 0.5822 0.1952 11.00000 0.05 0.07 Q18 1 0.9341 0.6746 0.2919 11.00000 0.05 0.07 Q19 1 0.8324 0.4401 0.5888 11.00000 0.05 0.07 Q20 1 0.5974 0.6186 0.8076 11.00000 0.05 0.07 ; _shelx_res_checksum 37837 _shelx_hkl_file ; 0 -2 0 6243.06 383.73 0 2 0 6143.49 334.83 0 2 0 7217.16 336.67 0 -2 0 5814.67 259.27 0 2 0 5101.30 223.05 0 -2 0 6043.15 267.86 0 -2 0 5573.69 252.35 0 2 0 5768.29 252.91 0 3 0 5.53 28.03 0 3 0 -0.63 6.96 0 3 0 -17.65 13.95 0 3 0 -11.25 20.93 0 -3 0 -5.33 5.40 0 -3 0 -3.30 19.80 0 3 0 30.53 21.03 0 -3 0 -29.48 13.69 0 -3 0 -2.01 9.96 0 3 0 -15.65 25.87 0 3 0 -8.00 26.32 0 -3 0 -12.73 22.08 0 -3 0 -6.39 14.67 0 4 0 27.26 71.99 0 -4 0 23.38 36.17 0 -4 0 56.35 35.89 0 4 0 92.04 47.01 0 -4 0 100.89 40.35 0 -4 0 86.26 42.06 0 -4 0 133.31 105.23 0 4 0 41.07 22.47 0 -4 0 55.12 38.35 0 4 0 54.74 22.37 0 4 0 64.01 39.29 0 4 0 84.13 33.61 0 -5 0 -23.94 35.97 0 -5 0 103.58 104.94 0 5 0 35.65 19.36 0 5 0 29.98 28.84 0 5 0 13.24 34.07 0 -5 0 -40.11 42.45 0 -5 0 36.29 43.26 0 5 0 24.99 40.79 0 5 0 -20.14 19.86 0 -5 0 -95.84 98.88 0 -5 0 -43.41 49.45 0 -6 0 39.31 23.82 0 -6 0 19.64 52.62 0 6 0 -21.89 28.16 0 6 0 41.43 34.17 0 -6 0 -19.46 45.70 0 6 0 -33.15 41.33 0 6 0 -22.15 25.17 0 -6 0 59.54 113.52 0 -7 0 54.48 78.33 0 -7 0 -36.83 48.76 0 -7 0 -26.98 65.74 0 7 0 7.02 34.67 0 7 0 -29.84 56.98 0 -7 0 -51.42 24.75 0 7 0 34.60 64.16 0 7 0 53.58 68.90 0 8 0 719.30 221.76 0 8 0 960.31 245.13 0 -8 0 679.41 307.95 0 8 0 489.98 131.86 0 -8 0 476.63 141.33 0 -8 0 534.08 162.25 0 -8 0 480.70 160.46 0 8 0 785.21 191.57 0 9 0 49.83 31.05 0 -9 0 89.59 151.41 0 9 0 -32.00 41.77 0 9 0 -91.20 136.13 0 -9 0 135.37 89.29 0 10 0 481.30 179.91 0 -10 0 311.58 130.48 0 2 -1 1017.66 100.84 0 3 -1 6844.69 412.64 0 -3 1 6888.74 448.35 0 -3 1 7781.75 345.92 0 3 -1 8909.26 382.56 0 3 -1 9112.25 392.72 0 3 -1 8142.85 355.98 0 -3 1 7705.61 364.45 0 -4 1 2772.99 254.05 0 4 -1 2893.83 268.39 0 4 -1 2494.27 298.22 0 -4 1 2007.52 288.25 0 4 -1 2900.24 302.24 0 -4 1 2544.79 234.61 0 -4 -1 1856.08 222.69 0 4 -1 2623.06 233.49 0 4 1 2466.46 244.88 0 4 -1 1178.20 214.04 0 4 -1 2391.28 222.83 0 -5 1 5458.78 402.67 0 -5 -1 4621.60 393.57 0 5 1 5407.43 389.45 0 -5 1 5219.63 396.23 0 5 -1 5797.33 395.00 0 5 -1 6945.70 473.45 0 -5 1 5110.18 528.53 0 -5 -1 5810.08 608.38 0 5 1 5674.39 411.28 0 5 -1 6041.56 493.83 0 5 1 7101.04 538.06 0 5 -1 5522.92 508.74 0 5 -1 2461.41 341.76 0 5 -1 5754.26 381.88 0 6 -1 1866.66 237.80 0 6 1 1587.85 241.01 0 6 1 2711.92 374.94 0 -6 1 1880.64 260.02 0 -6 -1 1307.66 227.35 0 -6 1 1677.59 245.87 0 -6 -1 2035.37 398.53 0 6 -1 2262.38 301.01 0 6 -1 1815.69 242.90 0 -6 1 1709.42 241.97 0 -6 1 1518.44 316.60 0 6 1 1496.30 216.33 0 6 -1 1760.16 322.24 0 7 -1 171.81 50.51 0 7 -1 159.78 77.66 0 7 -1 151.66 87.15 0 -7 1 200.32 93.17 0 -7 1 205.69 100.90 0 -7 1 84.05 143.75 0 -7 1 203.51 87.58 0 7 -1 227.37 75.97 0 8 -1 545.23 157.67 0 8 -1 1020.23 284.43 0 8 -1 604.99 165.14 0 -8 1 542.16 170.90 0 8 -1 711.86 188.31 0 -8 1 480.06 148.33 0 -8 1 514.08 153.40 0 -8 1 498.59 222.65 0 9 -1 455.61 148.70 0 -9 1 103.58 94.53 0 9 -1 535.80 216.35 0 9 -1 395.72 146.33 0 9 -1 642.23 225.63 0 -9 1 249.61 125.74 0 -9 1 244.08 119.36 0 -10 1 -57.84 70.18 0 10 -1 22.47 53.69 1 1 0 579.63 67.76 1 1 0 271.05 83.95 -1 1 0 921.21 107.40 -1 1 0 616.74 121.61 1 -1 0 653.79 109.09 1 1 0 591.65 76.69 1 -1 0 594.66 114.89 -1 -1 0 669.56 78.36 -1 -2 0 7605.84 336.31 1 -2 0 7594.69 481.98 1 2 0 8076.18 303.67 -1 2 0 6509.02 207.70 1 2 0 7173.15 306.37 1 2 0 6880.44 310.53 -1 2 0 9579.90 442.23 1 -2 0 6990.57 291.59 1 -2 0 7905.28 345.80 1 -2 0 7264.69 469.68 -1 2 0 7143.05 412.80 -1 2 0 7988.43 507.23 -1 2 0 6877.87 272.53 -1 -2 0 7427.48 301.65 -1 -3 0 2417.64 227.98 -1 -3 0 2829.32 233.07 -1 3 0 2631.49 172.73 -1 -3 0 2409.62 173.96 -1 3 0 3855.27 328.19 1 -3 0 2956.19 228.55 1 -3 0 2826.94 341.03 -1 3 0 2921.10 217.85 1 -3 0 2883.76 205.55 1 3 0 2957.65 243.03 -1 3 0 2710.74 333.34 1 3 0 2901.50 226.14 1 -3 0 2803.77 244.51 1 3 0 1566.12 279.08 -1 -3 0 2715.97 283.33 1 -3 0 2653.90 320.49 -1 -3 0 2897.15 230.05 1 3 0 4286.16 285.24 -1 3 0 2846.05 309.40 1 3 0 3062.59 230.56 1 3 0 2623.58 218.98 -1 4 0 2549.44 357.16 1 -4 0 2603.01 233.81 -1 4 0 2559.64 201.64 1 4 0 2795.56 256.92 1 4 0 2483.39 228.09 1 -4 0 2604.78 375.82 -1 4 0 3337.32 348.96 1 -4 0 2733.64 259.49 -1 -4 0 2664.61 334.78 -1 4 0 2369.17 321.96 1 4 0 1329.90 289.34 1 4 0 2847.56 289.17 1 4 0 2823.36 255.37 1 4 0 4047.14 337.14 -1 4 0 2545.13 235.74 -1 -4 0 2088.90 225.54 1 -4 0 2691.49 268.68 -1 -4 0 2653.46 258.43 1 -4 0 3267.57 390.24 -1 -4 0 2552.79 267.09 -1 -4 0 2313.92 206.63 1 5 0 -16.67 29.50 -1 -5 0 -47.63 65.24 -1 5 0 -57.04 35.58 -1 5 0 -50.23 73.97 1 -5 0 3.73 16.23 -1 5 0 -10.57 35.71 -1 5 0 -29.69 28.16 1 -5 0 -25.00 8.53 1 5 0 21.42 91.89 -1 5 0 -15.18 66.03 -1 -5 0 14.56 14.33 1 5 0 63.44 44.99 1 5 0 -15.35 31.29 1 5 0 16.15 31.07 1 -5 0 54.91 43.55 -1 -5 0 -15.60 26.12 -1 -5 0 -30.17 12.45 1 -5 0 22.58 61.42 1 5 0 -20.61 33.02 1 -5 0 -43.83 53.10 -1 -5 0 49.27 45.33 -1 6 0 150.40 66.87 1 -6 0 305.11 101.09 1 -6 0 165.75 69.83 -1 -6 0 173.10 77.07 1 6 0 172.65 69.70 -1 6 0 126.74 70.42 1 6 0 414.76 132.32 1 6 0 140.30 81.33 -1 -6 0 186.92 80.76 -1 -6 0 187.00 136.39 1 6 0 103.20 51.06 -1 -6 0 137.98 89.21 1 -6 0 89.17 85.05 -1 6 0 132.97 96.18 -1 6 0 160.97 64.89 1 -6 0 111.51 60.19 1 6 0 288.78 126.68 -1 7 0 140.02 97.00 1 7 0 0.43 59.13 1 7 0 36.61 60.27 -1 7 0 10.01 56.86 -1 7 0 94.15 57.29 -1 -7 0 52.62 54.66 1 -7 0 81.04 53.60 -1 -7 0 64.67 66.54 -1 7 0 86.50 66.07 1 -7 0 12.01 15.21 1 -7 0 126.14 127.30 -1 -7 0 30.37 87.44 1 -7 0 5.06 12.30 1 7 0 6.55 23.49 -1 8 0 30.01 32.75 -1 8 0 -81.96 77.68 -1 -8 0 80.48 72.06 1 -8 0 -28.34 16.53 -1 -8 0 29.48 51.59 -1 8 0 -42.36 73.97 1 8 0 3.05 36.99 1 -8 0 53.24 72.65 1 8 0 -90.51 81.89 1 -8 0 -8.89 59.29 1 -8 0 115.78 175.84 -1 8 0 -54.80 62.16 -1 -9 0 81.12 61.74 -1 9 0 77.73 89.28 1 -9 0 -81.10 88.95 -1 9 0 -52.85 83.56 -1 9 0 -47.08 59.11 1 9 0 34.39 42.80 1 9 0 6.08 56.43 1 -9 0 64.76 45.42 1 -9 0 -234.44 163.05 -1 -9 0 25.56 79.61 1 -10 0 -47.21 61.85 -1 10 0 -40.79 69.31 1 2 -1 3888.97 230.35 1 2 -1 3219.90 173.23 1 2 -1 4482.67 293.08 -1 -3 1 312.80 75.55 1 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1687.86 563.96 7 2 0 1902.41 683.66 7 2 0 1951.30 347.51 7 -2 0 1605.78 455.10 7 2 0 662.67 391.02 -7 -3 0 -20.62 86.22 -7 3 0 22.00 53.97 -7 3 0 7.59 60.93 -7 3 0 -128.19 214.62 -7 3 0 -149.26 132.20 -7 -3 0 161.96 202.00 7 -3 0 8.49 103.41 7 -3 0 132.29 133.12 7 3 0 -40.83 52.07 7 -3 0 88.64 79.56 7 -3 0 -209.41 157.65 7 3 0 90.66 198.14 7 4 0 -74.19 222.75 -7 -4 0 -14.36 46.56 -7 -4 0 265.05 170.56 -7 4 0 40.02 97.48 -7 4 0 583.17 326.37 -7 4 0 442.61 175.86 -7 -4 0 298.83 291.17 7 -4 0 379.67 207.90 7 -4 0 846.41 447.21 7 4 0 344.51 136.92 -7 4 0 114.53 58.23 7 -4 0 233.93 104.11 7 4 0 257.60 162.40 7 -4 0 138.79 98.48 7 5 0 -38.44 36.00 -7 -5 0 -0.77 39.99 -7 -5 0 -57.72 113.54 -7 5 0 -16.01 86.50 -7 5 0 -109.61 92.89 -7 5 0 -38.27 30.71 7 -5 0 6.73 52.22 7 -5 0 -120.67 92.38 7 5 0 -314.08 175.69 7 -5 0 130.75 234.18 -7 6 0 437.28 273.24 -7 6 0 656.87 242.07 7 -6 0 333.90 237.52 -7 6 0 1078.76 277.16 7 -6 0 824.58 224.24 7 -6 0 87.10 120.64 7 -7 0 193.04 205.63 -7 7 0 140.26 166.99 -7 7 0 146.98 76.30 7 -7 0 -117.10 147.76 7 -7 0 230.88 136.92 -7 7 0 265.00 126.64 7 -8 0 -101.38 128.62 -7 8 0 72.12 37.23 -7 8 0 14.57 95.35 7 -8 0 145.66 217.21 7 -8 0 -57.60 71.95 -7 8 0 -19.15 67.79 -7 0 1 121.27 60.90 -7 0 1 659.83 186.70 -7 0 1 926.50 352.07 -7 0 1 471.22 379.79 7 0 -1 765.09 402.23 7 0 -1 741.90 184.97 7 0 -1 980.70 328.81 7 0 -1 326.49 246.24 -7 1 1 147.13 76.65 -7 -1 1 75.98 84.86 -7 -1 1 324.71 169.31 -7 1 1 272.18 97.37 -7 -1 1 625.04 200.61 -7 1 1 784.66 345.09 -7 1 1 93.99 167.18 -7 -1 1 451.74 340.74 7 -1 -1 666.13 338.73 7 1 -1 574.08 432.85 7 1 -1 590.75 183.63 7 -1 -1 502.61 145.80 7 -1 -1 412.73 224.67 7 1 -1 302.95 180.58 7 -1 -1 299.23 184.24 7 1 -1 587.12 295.33 -7 -2 1 -28.24 58.35 -7 -2 1 -93.21 102.91 -7 2 1 -100.13 112.91 -7 2 1 182.96 254.29 -7 -2 1 -0.72 290.25 7 -2 -1 97.74 192.43 7 2 -1 -86.27 97.06 7 2 -1 -11.47 53.87 7 -2 -1 140.80 165.32 7 2 -1 166.13 238.48 -7 -3 1 175.49 124.04 -7 -3 1 1154.65 314.86 -7 3 1 829.08 350.87 -7 3 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419.55 7 2 -2 26.31 91.66 7 3 -2 271.27 242.05 7 3 -2 -99.95 261.08 -7 -4 2 111.84 121.28 -7 -4 2 -17.98 44.79 7 4 -2 -75.77 117.63 7 4 -2 -83.77 266.42 -8 0 0 -55.69 57.17 8 0 0 -258.96 215.98 -8 0 0 -188.65 232.22 -8 0 0 191.02 334.52 8 0 0 -0.73 258.08 8 0 0 -96.98 110.04 8 -1 0 119.28 192.23 -8 -1 0 -11.21 73.13 -8 1 0 110.00 134.95 -8 1 0 433.86 335.02 -8 -1 0 80.20 184.01 8 -1 0 167.66 120.03 8 1 0 468.27 360.66 8 1 0 247.18 111.57 8 2 0 329.92 348.86 8 -2 0 199.12 186.30 -8 -2 0 256.38 150.49 -8 -2 0 398.88 194.46 -8 2 0 240.42 170.70 -8 2 0 831.73 465.93 -8 -2 0 578.23 303.78 8 -2 0 252.15 251.25 8 2 0 30.79 164.06 8 2 0 400.50 171.37 8 -3 0 -107.29 229.61 8 3 0 18.00 166.90 -8 -3 0 -16.28 54.90 -8 -3 0 32.53 75.40 -8 3 0 22.84 130.43 -8 3 0 139.95 84.97 -8 -3 0 214.55 335.51 8 -3 0 -68.27 110.76 8 3 0 16.97 29.02 8 -4 0 198.96 225.47 -8 4 0 -18.52 131.36 -8 4 0 4.63 199.30 8 -4 0 242.76 247.88 8 -5 0 388.27 272.32 -8 5 0 360.82 252.64 -8 5 0 340.20 199.14 8 -6 0 -122.78 228.77 -8 6 0 44.61 137.50 -8 7 0 296.79 281.74 -8 0 1 -9.93 46.35 -8 0 1 143.55 98.13 -8 0 1 350.58 240.82 -8 0 1 49.28 92.05 8 0 -1 324.19 389.01 8 0 -1 22.07 65.73 8 0 -1 -160.98 117.01 8 0 -1 60.35 177.61 -8 -1 1 -67.87 34.73 -8 -1 1 -12.78 5.55 -8 1 1 -34.25 87.33 -8 1 1 -158.12 293.48 -8 -1 1 168.50 145.40 8 -1 -1 502.99 417.06 8 1 -1 -146.39 267.83 8 1 -1 34.03 72.22 8 -1 -1 -84.23 193.60 8 1 -1 73.30 33.49 -8 -2 1 153.45 139.24 -8 -2 1 53.87 96.12 -8 2 1 7.17 129.42 -8 2 1 20.15 71.20 -8 -2 1 -33.68 49.82 8 -2 -1 198.48 63.42 8 2 -1 -6.55 168.14 8 2 -1 56.55 95.26 8 -2 -1 -63.96 101.10 8 2 -1 89.82 41.85 -8 -3 1 176.17 162.93 -8 -3 1 -41.46 36.62 -8 3 1 110.73 128.91 -8 3 1 243.66 330.99 -8 -3 1 -432.24 490.47 8 -3 -1 63.70 258.20 8 3 -1 232.89 318.08 8 3 -1 36.58 61.35 8 -3 -1 218.34 190.49 8 3 -1 -50.63 166.87 -8 -4 1 212.38 160.84 -8 -4 1 375.99 196.26 -8 4 1 220.01 265.57 -8 -4 1 369.29 320.47 8 -4 -1 387.52 275.99 8 4 -1 579.64 427.17 8 4 -1 302.96 219.08 8 -4 -1 424.23 270.70 8 4 -1 -4.92 175.30 -8 -5 1 63.20 105.30 -8 5 1 -325.09 315.90 -8 -5 1 97.22 111.27 -8 -5 1 141.05 245.44 8 5 -1 -237.73 362.73 8 5 -1 77.55 62.75 8 -5 -1 -94.01 156.15 8 5 -1 -521.31 415.37 -8 -6 1 -163.57 136.51 -8 -6 1 20.38 164.78 8 6 -1 -133.71 182.51 8 6 -1 -106.89 322.43 -9 0 0 -20.44 298.81 9 0 0 73.04 190.14 -9 1 0 -77.71 171.61 9 -1 0 -2.52 203.64 -9 2 0 -77.52 165.62 -9 2 0 -114.42 152.86 9 -2 0 22.62 134.55 9 -3 0 271.68 225.97 -9 3 0 78.46 231.26 9 -4 0 -38.55 144.56 -9 4 0 -11.42 160.50 -9 5 0 196.62 280.11 -9 0 1 186.96 82.66 -9 0 1 243.58 261.20 9 0 -1 261.09 309.63 9 0 -1 34.73 53.49 -9 -1 1 -142.67 178.61 -9 -1 1 1.01 76.23 -9 1 1 -204.34 291.57 -9 1 1 232.15 267.87 -9 -1 1 173.90 330.14 9 -1 -1 380.07 460.99 9 1 -1 209.40 303.72 9 1 -1 -58.72 89.36 9 1 -1 124.28 269.83 9 -1 -1 69.46 152.03 -9 -2 1 -4.53 38.38 -9 -2 1 99.24 60.79 -9 2 1 -108.49 194.06 -9 2 1 382.59 428.40 -9 -2 1 355.66 230.76 9 -2 -1 176.61 289.70 9 2 -1 -113.60 397.82 9 2 -1 39.30 58.01 9 2 -1 52.28 189.83 9 -2 -1 -275.75 274.99 -9 -3 1 -52.08 17.57 -9 -3 1 19.15 65.12 -9 3 1 80.27 151.02 -9 -3 1 111.85 205.54 9 -3 -1 -56.89 130.07 9 3 -1 -13.63 344.14 9 3 -1 -173.27 112.05 9 -3 -1 94.26 82.00 9 3 -1 179.27 303.59 -9 -4 1 -21.92 35.28 -9 4 1 331.00 366.42 -9 -4 1 -72.57 71.63 -9 -4 1 322.54 473.75 9 4 -1 233.66 444.75 9 4 -1 87.44 167.74 9 -4 -1 -241.58 175.55 9 4 -1 -84.62 278.04 -9 -5 1 -175.37 281.77 -9 -5 1 155.12 144.98 -10 0 1 653.85 596.76 10 0 -1 333.33 433.86 -10 1 1 -345.15 632.37 -10 -1 1 389.88 474.67 10 -1 -1 -284.86 218.57 10 1 -1 -22.50 357.77 -10 -2 1 143.64 409.46 10 -2 -1 237.22 337.60 -10 -3 1 19.09 202.23 0 0 0 0.00 0.00 ; _shelx_hkl_checksum 44295 _olex2_date_sample_data_collection 2019-04-06 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O4 O 0.4714(16) 0.6451(10) 0.618(5) 0.049(16) Uani 1 1 d . U . . . H4 H 0.490014 0.596054 0.701882 0.074 Uiso 1 1 calc GR . . . . O2 O 0.8672(12) 0.5756(7) 0.288(5) 0.041(12) Uani 1 1 d . U . . . H2 H 0.889523 0.667763 0.300782 0.062 Uiso 1 1 calc GR . . . . O3 O 0.564(3) 0.7269(9) 0.304(6) 0.05(2) Uani 1 1 d . U . . . H3 H 0.575995 0.728795 0.204394 0.070 Uiso 1 1 calc GR . . . . O1 O 0.9315(14) 0.3162(12) 0.484(6) 0.028(12) Uani 1 1 d . U . . . H1 H 0.993770 0.391633 0.476859 0.042 Uiso 1 1 calc R . . . . O5 O 0.1509(12) 0.5276(9) 0.530(4) 0.035(11) Uani 1 1 d . U . . . H5 H 0.129472 0.601658 0.589813 0.053 Uiso 1 1 calc GR . . . . C3 C 0.5724(16) 0.5682(13) 0.361(6) 0.050(16) Uani 1 1 d D U . . . H3A H 0.541706 0.501972 0.268093 0.060 Uiso 1 1 calc R . . . . C2 C 0.7488(18) 0.5293(12) 0.404(8) 0.030(7) Uani 1 1 d . U . . . H2A H 0.776294 0.577675 0.508707 0.036 Uiso 1 1 calc R . . . . C1 C 0.7641(13) 0.3572(11) 0.420(6) 0.033(7) Uani 1 1 d . U . . . H1A H 0.691751 0.324901 0.482911 0.040 Uiso 1 1 calc R . . . . H1B H 0.750006 0.315978 0.331118 0.040 Uiso 1 1 calc R . . . . C4 C 0.4413(19) 0.5428(15) 0.491(6) 0.047(16) Uani 1 1 d D U . . . H4A H 0.449412 0.435942 0.531579 0.056 Uiso 1 1 calc R . . . . C5 C 0.2675(16) 0.5693(13) 0.421(7) 0.036(13) Uani 1 1 d D U . . . H5A H 0.253846 0.678215 0.392906 0.043 Uiso 1 1 calc R . . . . H5B H 0.253973 0.508661 0.321577 0.043 Uiso 1 1 calc R . . . . 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 O4 0.033(6) 0.030(5) 0.08(5) 0.010(16) -0.018(17) 0.010(5) O2 0.040(5) 0.025(4) 0.06(4) -0.007(13) 0.003(15) -0.006(4) O3 0.044(7) 0.017(5) 0.08(7) 0.012(17) -0.01(2) 0.000(4) O1 0.027(6) 0.030(5) 0.03(4) 0.006(16) 0.010(14) 0.001(4) O5 0.036(5) 0.028(4) 0.04(3) -0.015(15) 0.023(14) -0.004(4) C3 0.037(7) 0.028(6) 0.09(5) 0.027(16) 0.002(15) 0.001(6) C2 0.032(6) 0.021(5) 0.036(19) -0.009(11) 0.000(11) 0.008(5) C1 0.039(8) 0.024(5) 0.037(19) -0.002(11) 0.000(12) 0.004(5) C4 0.036(7) 0.020(5) 0.08(5) 0.004(15) 0.008(14) 0.006(6) C5 0.030(7) 0.028(7) 0.05(4) -0.007(18) 0.019(15) -0.013(6) 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 O3 C3 C2 109.5(15) . . ? O3 C3 C4 109(2) . . ? C2 C3 C4 117(4) . . ? O2 C2 C3 115(5) . . ? O2 C2 C1 107(3) . . ? C3 C2 C1 108.8(11) . . ? O1 C1 C2 110.1(14) . . ? O4 C4 C3 108.5(18) . . ? O4 C4 C5 110(2) . . ? C3 C4 C5 110(3) . . ? O5 C5 C4 110(4) . . ? 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 O4 C4 1.38(5) . ? O2 C2 1.40(5) . ? O3 C3 1.44(3) . ? O1 C1 1.48(3) . ? O5 C5 1.34(5) . ? C3 C2 1.49(2) . ? C3 C4 1.51(3) . ? C2 C1 1.492(15) . ? C4 C5 1.52(2) . ? _cod_database_fobs_code 2108782