#------------------------------------------------------------------------------ #$Date: 2021-03-02 08:04:16 +0200 (Tue, 02 Mar 2021) $ #$Revision: 262343 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/10/87/2108778.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_2108778 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 _audit_creation_date 2020-04-29 _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 8.105(9) _cell_length_b 8.752(6) _cell_length_c 8.462(2) _cell_measurement_reflns_used 402 _cell_measurement_temperature 296.0(1) _cell_measurement_theta_max 18.4280 _cell_measurement_theta_min 3.4200 _cell_volume 600.3(8) _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _diffrn_ambient_temperature 296(2) _diffrn_measured_fraction_theta_full 0.322 _diffrn_measured_fraction_theta_max 0.290 _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 0.1200 _diffrn_reflns_av_unetI/netI 0.0838 _diffrn_reflns_Laue_measured_fraction_full 0.322 _diffrn_reflns_Laue_measured_fraction_max 0.290 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 2462 _diffrn_reflns_point_group_measured_fraction_full 0.340 _diffrn_reflns_point_group_measured_fraction_max 0.304 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.775 _diffrn_reflns_theta_min 3.426 _exptl_absorpt_coefficient_mu 0.152 _exptl_absorpt_correction_type none _exptl_crystal_density_diffrn 1.684 _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 0.176 _refine_diff_density_min -0.148 _refine_diff_density_rms 0.045 _refine_ls_abs_structure_details ; Flack x determined using 84 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -5.6(10) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 95 _refine_ls_number_reflns 391 _refine_ls_number_restraints 60 _refine_ls_restrained_S_all 0.955 _refine_ls_R_factor_all 0.1025 _refine_ls_R_factor_gt 0.0544 _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^)+(0.0731P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1187 _refine_ls_wR_factor_ref 0.1382 _reflns_Friedel_coverage 0.753 _reflns_Friedel_fraction_full 0.367 _reflns_Friedel_fraction_max 0.326 _reflns_number_gt 256 _reflns_number_total 391 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file um5047sup1.cif _cod_data_source_block Xylitol2GPa _cod_database_code 2108778 _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. Rigid body (RIGU) restrains O1, C1, C2, O2, C3, O3, C4, C5, O5, O4 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004 3.a Ternary CH refined with riding coordinates: C3(H3A), C2(H2A), C4(H4A) 3.b Secondary CH2 refined with riding coordinates: C1(H1A,H1B), C5(H5A,H5B) 3.c Tetrahedral OH refined with riding coordinates: O1(H1) 3.d Idealised tetrahedral OH refined as rotating group: O4(H4), O2(H2), O3(H3), O5(H5) ; _shelx_res_file ; TITL xyl2233 in P212121 #19 2.20gpa.res created by SHELXL-2018/3 at 14:12:43 on 07-Dec-2020 REM reset to P212121 #19 CELL 0.71073 8.1054 8.752 8.4617 90 90 90 ZERR 4 0.009 0.0063 0.0024 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,-Z SYMM -X,0.5+Y,0.5-Z SFAC C H O UNIT 20 48 20 RIGU O1 C1 C2 O2 C3 O3 C4 C5 O5 O4 L.S. 50 0 0 PLAN 20 BOND fmap 2 53 acta REM REM REM WGHT 0.073100 FVAR 0.98161 O4 3 0.471272 0.641147 0.620247 11.00000 0.01526 0.07956 = 0.05193 -0.00078 -0.01345 0.00237 AFIX 147 H4 2 0.508617 0.591239 0.694048 11.00000 -1.50000 AFIX 0 O2 3 0.861249 0.572440 0.297031 11.00000 0.02384 0.06172 = 0.05851 0.00188 0.00783 -0.00034 AFIX 147 H2 2 0.912272 0.648148 0.326537 11.00000 -1.50000 AFIX 0 O3 3 0.564849 0.718533 0.306364 11.00000 0.02278 0.06947 = 0.05333 0.00392 -0.00471 0.00210 AFIX 147 H3 2 0.571588 0.718492 0.209672 11.00000 -1.50000 AFIX 0 O1 3 0.929321 0.322058 0.494696 11.00000 0.00997 0.06114 = 0.07906 0.00721 -0.01212 -0.01087 AFIX 83 H1 2 0.988873 0.397776 0.492795 11.00000 -1.50000 AFIX 0 O5 3 0.151198 0.531170 0.537523 11.00000 0.01186 0.08628 = 0.06606 -0.00556 0.00453 -0.00478 AFIX 147 H5 2 0.148226 0.598721 0.604614 11.00000 -1.50000 AFIX 0 C3 1 0.575463 0.566253 0.363148 11.00000 0.01560 0.06965 = 0.04176 -0.00125 0.00124 0.00374 AFIX 13 H3A 2 0.548992 0.498491 0.274501 11.00000 -1.20000 AFIX 0 C2 1 0.746883 0.529077 0.414750 11.00000 0.01172 0.06727 = 0.06336 0.00833 -0.00187 0.00418 AFIX 13 H2A 2 0.771658 0.583747 0.512999 11.00000 -1.20000 AFIX 0 C1 1 0.766585 0.362670 0.440621 11.00000 0.00932 0.06214 = 0.07171 0.00504 0.00181 -0.00822 AFIX 23 H1A 2 0.686158 0.329015 0.518042 11.00000 -1.20000 H1B 2 0.744030 0.309376 0.342459 11.00000 -1.20000 AFIX 0 C4 1 0.443087 0.542691 0.488153 11.00000 0.01031 0.07591 = 0.04418 -0.00027 -0.00576 0.00341 AFIX 13 H4A 2 0.449823 0.436775 0.525173 11.00000 -1.20000 AFIX 0 C5 1 0.273676 0.568037 0.421135 11.00000 0.01189 0.08751 = 0.03554 0.00138 -0.00471 0.00742 AFIX 23 H5A 2 0.261785 0.673926 0.389259 11.00000 -1.20000 H5B 2 0.258392 0.504301 0.328502 11.00000 -1.20000 AFIX 0 HKLF 4 REM xyl2233 in P212121 #19 REM wR2 = 0.1382, GooF = S = 1.036, Restrained GooF = 0.955 for all data REM R1 = 0.0544 for 256 Fo > 4sig(Fo) and 0.1025 for all 391 data REM 95 parameters refined using 60 restraints END WGHT 0.0737 0.0000 REM Highest difference peak 0.176, deepest hole -0.148, 1-sigma level 0.045 Q1 1 0.4627 0.6453 0.7451 11.00000 0.05 0.18 Q2 1 0.5427 0.7129 0.7396 11.00000 0.05 0.14 Q3 1 0.9594 0.3325 0.3667 11.00000 0.05 0.14 Q4 1 0.5723 0.6695 0.1399 11.00000 0.05 0.14 Q5 1 0.7305 0.4811 0.6279 11.00000 0.05 0.13 Q6 1 1.0062 0.4071 0.6252 11.00000 0.05 0.13 Q7 1 0.5060 0.6259 0.4940 11.00000 0.05 0.13 Q8 1 0.4536 0.6821 0.5150 11.00000 0.05 0.12 Q9 1 0.8295 0.5589 0.6219 11.00000 0.05 0.12 Q10 1 0.6477 0.3983 0.6005 11.00000 0.05 0.11 Q11 1 0.5418 0.5872 0.7243 11.00000 0.05 0.11 Q12 1 0.4698 0.5997 0.2175 11.00000 0.05 0.11 Q13 1 0.9683 0.3180 0.5023 11.00000 0.05 0.11 Q14 1 0.6915 0.3550 0.5702 11.00000 0.05 0.11 Q15 1 0.5336 0.7379 0.1857 11.00000 0.05 0.10 Q16 1 0.6063 0.3392 0.2080 11.00000 0.05 0.10 Q17 1 1.0629 0.4059 0.3979 11.00000 0.05 0.10 Q18 1 0.7406 0.5107 0.5264 11.00000 0.05 0.10 Q19 1 0.2352 0.4286 0.6310 11.00000 0.05 0.10 Q20 1 0.5250 0.7359 0.5355 11.00000 0.05 0.10 ; _shelx_res_checksum 21876 _shelx_hkl_file ; 0 1 2 1622.59 45.18 0 1 2 1944.48 61.61 0 1 2 1853.49 58.44 0 -1 -2 1584.33 49.16 0 1 2 1666.91 53.59 0 0 2 2885.24 66.21 0 0 2 3087.56 92.96 0 0 -2 3108.38 70.04 0 0 -2 3071.59 74.89 0 0 -2 2920.62 79.11 0 0 2 2910.02 72.44 0 0 2 2894.24 63.21 0 -1 2 1381.02 63.19 0 1 -2 1918.21 70.92 0 1 -2 1613.65 59.30 0 -1 2 1991.89 84.28 0 -1 2 1564.35 47.75 0 1 -2 1586.99 56.40 0 -1 2 1824.78 61.82 0 -1 2 1646.69 58.50 0 1 -2 1657.15 59.22 0 1 3 2913.29 83.57 0 1 3 2308.18 98.88 0 -1 -3 2840.63 80.73 0 1 3 2893.09 87.02 0 -1 -3 3064.82 92.81 0 1 3 2803.46 67.30 0 1 3 2890.47 87.43 0 -1 -3 2796.85 79.88 0 1 3 2783.92 78.21 0 0 -3 2.93 4.32 0 0 3 0.70 2.90 0 0 3 -3.45 4.25 0 0 3 -1.83 4.54 0 0 3 0.98 3.01 0 0 -3 -0.23 2.85 0 0 -3 -9.57 9.64 0 0 3 1.21 3.24 0 0 3 -6.39 4.38 0 0 -3 2.78 3.78 0 0 3 -2.51 2.45 0 -1 3 2567.88 96.68 0 1 -3 2647.88 83.08 0 -1 3 3149.64 94.62 0 1 -3 3081.88 97.81 0 -1 3 2859.74 77.43 0 1 -3 2980.03 87.29 0 1 -3 2834.38 90.29 0 -1 3 3017.52 92.79 0 -1 3 2990.90 121.31 0 1 -3 3116.00 108.43 0 2 -3 506.68 48.37 0 -2 3 430.12 52.31 0 -2 3 434.04 40.25 0 2 -3 432.21 41.08 0 2 4 -2.86 7.55 0 -2 -4 0.18 4.56 0 2 4 3.79 4.85 0 -1 -4 101.74 20.30 0 1 4 81.71 16.50 0 1 4 72.45 15.55 0 -1 -4 93.01 17.37 0 1 4 78.21 21.52 0 1 4 83.70 17.76 0 -1 -4 74.74 18.92 0 -1 -4 86.55 16.84 0 1 4 80.31 17.08 0 1 4 72.54 12.49 0 0 -4 84.36 13.72 0 0 -4 60.19 12.22 0 0 -4 59.31 15.04 0 0 4 61.12 14.07 0 0 -4 104.78 20.41 0 0 -4 93.90 12.66 0 0 4 81.76 10.81 0 0 4 64.14 13.21 0 0 -4 79.09 20.57 0 0 4 67.52 20.73 0 0 4 71.31 15.94 0 0 4 59.24 11.77 0 0 4 89.29 17.23 0 -1 4 97.75 28.00 0 1 -4 84.93 17.41 0 1 -4 112.64 28.05 0 -1 4 77.72 15.99 0 -1 4 104.71 11.20 0 1 -4 77.76 18.86 0 -1 4 99.78 20.95 0 -1 4 105.06 21.63 0 1 -4 80.39 18.86 0 1 -4 81.15 18.34 0 -2 4 -5.03 10.42 0 2 -4 6.38 6.99 0 2 -4 -4.97 7.64 0 2 -4 -2.30 4.94 0 -2 4 -6.73 6.88 0 2 -4 2.64 10.51 0 -2 4 -1.51 4.82 0 -2 4 7.31 6.52 0 2 5 7.29 7.91 0 2 5 10.80 8.25 0 2 5 3.21 17.64 0 2 5 8.29 16.52 0 -2 -5 14.60 9.95 0 -2 -5 2.60 6.26 0 -1 -5 3.77 10.00 0 -1 -5 4.81 5.31 0 1 5 2.46 8.08 0 1 5 1.75 4.83 0 -1 -5 16.50 8.62 0 1 5 3.78 6.32 0 1 5 -12.53 11.91 0 1 5 0.77 5.14 0 0 5 -3.03 5.05 0 0 5 -6.80 7.97 0 0 5 -7.14 9.76 0 0 -5 3.08 6.95 0 0 -5 4.99 4.38 0 0 -5 -5.88 8.03 0 0 -5 -0.97 5.27 0 0 -5 5.67 9.87 0 0 5 -2.01 3.18 0 0 5 -21.17 14.62 0 0 5 2.77 5.09 0 0 5 -3.97 6.30 0 0 -5 -9.28 7.88 0 -1 5 -1.94 14.83 0 1 -5 4.31 7.49 0 1 -5 10.80 6.73 0 -1 5 8.23 5.14 0 1 -5 10.29 7.26 0 -1 5 -2.30 7.51 0 1 -5 -4.30 7.24 0 1 -5 8.65 14.20 0 -1 5 1.99 6.56 0 2 -5 7.51 6.72 0 -2 5 15.87 17.97 0 -2 5 -1.37 8.62 0 2 -5 -32.84 18.52 0 2 -5 8.69 11.56 0 -2 5 6.40 9.72 0 2 -5 7.65 9.27 0 -2 5 6.62 7.86 0 -2 -6 51.17 16.26 0 2 6 52.59 19.23 0 2 6 49.39 19.13 0 2 6 21.50 16.66 0 -2 -6 44.61 15.47 0 2 6 27.24 15.95 0 -1 -6 22.49 16.12 0 1 6 40.60 17.20 0 1 6 31.08 21.30 0 1 6 41.60 17.32 0 -1 -6 44.50 16.63 0 -1 -6 46.53 18.45 0 1 6 45.23 17.07 0 1 6 22.92 11.59 0 0 -6 82.64 23.64 0 0 -6 49.01 16.17 0 0 -6 69.28 20.63 0 0 6 72.78 20.14 0 0 6 41.85 24.96 0 0 6 83.77 22.65 0 0 -6 44.04 24.22 0 0 6 62.62 18.12 0 -1 6 57.97 19.04 0 -1 6 53.20 15.80 0 1 -6 62.53 20.87 0 -1 6 37.74 17.44 0 1 -6 68.21 19.46 0 1 -6 41.34 17.10 0 -1 6 19.22 23.52 0 1 -6 26.60 19.56 0 -2 6 30.14 16.25 0 -2 6 31.25 21.64 0 2 -6 5.71 18.02 0 2 -6 79.09 24.12 0 -2 6 31.52 10.88 0 2 -6 47.84 20.79 0 -2 6 56.84 21.79 0 -2 -7 2.32 9.10 0 1 7 30.57 17.48 0 1 7 21.39 11.63 0 1 7 24.08 21.55 0 -1 -7 22.60 13.81 0 -1 -7 15.39 10.47 0 -1 -7 23.69 12.88 0 0 -7 5.23 7.61 0 0 7 32.64 26.34 0 0 7 -0.51 10.38 0 0 -7 19.21 18.66 0 0 -7 -1.47 9.84 0 0 7 -23.93 14.95 0 0 7 11.02 10.18 0 0 -7 -1.45 8.13 0 1 -7 37.71 17.72 0 -1 7 39.65 18.06 0 1 -7 24.72 13.00 0 1 -7 1.50 23.15 0 -1 7 0.08 23.33 0 1 -7 28.13 14.96 0 -1 7 16.74 10.95 0 -1 7 14.16 15.31 0 -2 7 26.73 25.14 0 -2 7 -3.75 11.02 0 2 -7 2.42 9.28 0 -2 7 0.86 9.54 0 -2 7 9.30 9.56 0 2 -7 14.57 15.43 0 -1 -8 25.18 14.26 0 1 8 17.65 9.36 0 -1 -8 36.69 18.84 0 1 8 73.20 23.43 0 0 8 19.32 13.59 0 0 8 5.48 13.81 0 0 -8 3.94 9.49 0 0 8 8.76 16.50 0 0 8 -41.58 20.06 0 0 -8 -34.65 35.63 0 0 -8 9.96 11.90 0 0 -8 17.47 15.55 0 1 -8 -13.06 20.91 0 -1 8 48.27 18.89 0 -1 8 -4.44 11.24 0 -1 8 25.72 15.37 0 1 -8 39.00 19.31 0 -1 8 14.99 17.15 0 1 -8 38.29 18.15 0 1 -8 22.32 14.17 0 2 -8 -12.58 33.90 0 2 -8 -14.62 14.69 0 -2 8 29.98 23.68 0 -2 8 -8.60 12.00 0 1 9 -24.01 18.36 0 -1 -9 22.39 19.26 0 -1 -9 20.18 16.36 0 0 9 18.87 19.78 0 0 9 6.76 9.33 0 0 -9 -0.97 12.39 0 0 -9 -8.70 13.53 0 -1 9 14.76 12.17 0 1 -9 38.43 31.92 0 1 -9 2.07 11.60 0 -1 9 -5.83 12.74 0 0 -10 62.33 28.57 0 0 10 5.27 14.27 0 0 -10 44.16 22.65 0 0 10 22.27 17.08 0 1 -10 24.12 11.28 0 -1 10 38.10 26.52 1 0 10 -0.21 20.43 -1 0 -10 -4.09 13.05 1 1 10 2.80 16.83 -1 -1 -10 12.78 11.07 1 1 10 -11.31 19.01 -1 0 -9 2.76 12.62 1 0 9 0.30 8.92 1 0 9 -15.55 12.42 -1 0 -9 2.10 11.55 1 1 9 15.31 15.72 1 1 9 27.44 13.99 -1 -1 -9 7.00 10.12 -1 -1 -9 -11.56 14.22 -1 -2 -9 122.37 40.87 -1 -2 -9 62.10 28.12 1 2 9 45.61 23.04 1 2 9 86.39 30.74 -1 0 -8 -11.98 13.38 -1 0 -8 -12.67 13.49 1 0 8 -22.48 14.93 1 0 8 2.09 10.75 1 1 8 -2.98 14.93 -1 -1 -8 1.53 14.31 1 1 8 19.58 16.39 -1 -1 -8 16.77 12.96 -1 -2 -8 54.96 23.54 1 2 8 99.98 29.68 1 2 8 88.31 29.72 -1 -2 -8 97.88 32.66 1 -1 7 52.64 19.62 1 -1 7 57.54 21.16 1 -1 7 86.39 26.92 -1 1 -7 73.64 27.51 -1 1 -7 10.68 22.06 1 0 7 82.33 23.21 1 0 7 92.95 26.52 -1 0 -7 71.44 24.55 -1 0 -7 21.02 20.00 1 0 7 83.33 22.89 -1 0 -7 91.15 26.21 -1 -1 -7 77.49 25.76 -1 -1 -7 70.34 23.19 1 1 7 69.90 23.59 1 1 7 56.67 22.63 -1 -2 -7 7.19 9.16 1 2 7 30.60 18.36 1 2 7 0.98 7.79 -1 -2 -7 -11.52 15.80 -1 -2 -7 -2.79 9.23 1 2 7 -0.79 10.61 -1 -3 -7 18.87 11.60 1 3 7 35.08 17.31 1 3 7 34.32 22.43 1 -1 6 109.79 26.53 -1 1 -6 101.51 27.79 -1 1 -6 52.14 24.49 1 -1 6 118.04 29.43 1 -1 6 94.15 23.82 -1 0 -6 99.65 22.21 1 0 6 135.30 26.83 1 0 6 75.99 28.92 -1 0 -6 138.62 30.06 1 0 6 160.85 32.09 -1 0 -6 96.45 28.47 -1 0 -6 137.23 29.67 1 0 6 152.06 29.12 -1 -1 -6 114.10 20.04 -1 -1 -6 97.82 25.38 -1 -1 -6 109.59 23.97 1 1 6 98.36 17.89 1 1 6 86.74 22.25 1 1 6 110.86 21.58 -1 -1 -6 134.68 30.10 -1 -1 -6 24.48 14.82 1 1 6 115.81 26.68 -1 -1 -6 86.17 18.84 1 1 6 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5 7 -1 -12.64 21.41 -5 -4 2 -6.87 15.80 -5 -4 2 6.70 14.06 5 4 -2 12.29 11.08 -5 -5 2 -3.23 25.45 -5 -5 2 6.28 16.75 5 5 -2 4.97 14.43 5 5 -2 3.08 17.36 -5 -6 2 57.95 35.27 -5 -6 2 32.51 22.95 5 6 -2 16.07 24.60 5 6 -2 3.51 17.08 -5 -7 2 -9.45 21.91 -5 -7 2 21.24 21.74 5 7 -2 -1.44 19.34 5 7 -2 37.55 20.28 -5 -4 3 89.03 39.74 -5 -5 3 31.41 28.80 -5 -5 3 0.52 16.38 5 5 -3 -19.88 17.97 -5 -5 3 7.44 19.31 5 5 -3 27.64 15.84 5 5 -3 -2.81 17.62 -5 -6 3 -28.67 29.85 -5 -6 3 46.50 29.74 5 6 -3 -24.85 28.47 5 6 -3 19.84 20.55 -5 -7 3 44.52 38.52 -5 -7 3 0.05 20.70 5 7 -3 8.64 23.12 5 7 -3 12.73 21.02 -5 -5 4 -11.02 30.14 -5 -5 4 4.91 16.67 -5 -5 4 -4.77 20.13 5 5 -4 -0.47 16.35 5 5 -4 32.13 22.34 -5 -6 4 11.28 26.87 -5 -6 4 -2.75 17.24 -5 -6 4 -9.84 20.24 5 6 -4 -9.49 24.98 5 6 -4 -0.83 22.61 -5 -6 4 -4.87 13.83 5 6 -4 4.97 8.58 5 6 -4 43.62 28.51 -5 -7 4 39.96 31.41 5 7 -4 2.03 22.92 5 7 -4 31.33 26.59 -5 -5 5 41.26 37.97 -5 -5 5 -3.08 22.50 5 5 -5 12.97 12.27 5 5 -5 -22.20 30.11 -5 -6 5 4.86 29.02 -5 -6 5 -12.42 28.39 5 6 -5 32.79 35.72 5 6 -5 48.45 23.15 5 6 -5 -61.03 38.54 -5 -6 5 8.10 15.77 -5 -7 5 2.55 43.46 5 7 -5 -36.14 34.93 -5 -5 6 3.19 22.16 -5 -5 6 -4.93 21.92 5 5 -6 7.17 9.49 -5 -6 6 -22.55 33.02 -5 -6 6 24.81 28.93 5 6 -6 6.29 25.84 -5 -6 6 -2.44 17.62 5 6 -6 -9.55 15.14 5 6 -6 38.09 27.63 -5 -7 6 86.55 48.54 5 7 -6 -56.81 36.80 5 6 -7 19.83 25.57 -5 -6 7 -75.09 46.07 -5 -6 7 27.30 24.52 5 6 -7 -49.67 43.73 -5 -6 7 7.87 15.00 5 6 -7 8.04 14.75 -6 -7 -5 8.18 16.92 6 7 5 7.35 15.77 6 7 5 -13.00 22.59 -6 -7 -5 3.23 27.55 -6 -6 -4 42.75 21.60 6 6 4 28.05 13.95 6 6 4 42.92 21.41 -6 -6 -4 41.59 30.51 -6 -7 -4 -7.90 23.26 -6 -7 -4 37.89 25.41 6 7 4 -35.10 19.68 6 7 4 32.50 20.39 6 7 4 -37.75 33.63 -6 -7 -4 16.97 24.44 -6 -6 -3 37.16 22.45 -6 -6 -3 39.28 30.68 6 6 3 58.39 21.82 6 6 3 22.01 24.92 -6 -6 -3 67.24 32.08 -6 -7 -3 10.43 13.09 -6 -7 -3 -38.00 35.56 6 7 3 -16.70 27.07 6 7 3 29.01 14.99 6 7 3 -2.46 23.65 -6 -7 -3 58.01 29.43 -6 -8 -3 32.44 19.26 -6 -8 -3 24.47 24.19 6 8 3 -30.03 27.59 6 8 3 26.66 24.57 -6 -6 -2 -19.00 23.99 6 6 2 -34.77 26.11 6 6 2 11.31 10.27 -6 -6 -2 -5.18 17.53 -6 -7 -2 8.67 12.80 -6 -7 -2 22.50 25.92 6 7 2 -12.08 21.06 6 7 2 9.62 12.78 6 7 2 -43.60 27.34 -6 -7 -2 -24.48 28.98 -6 -8 -2 23.70 19.56 -6 -8 -2 -1.35 28.29 6 8 2 18.38 23.51 -6 -6 -1 29.05 22.70 6 6 1 43.07 27.53 6 6 1 52.64 18.42 -6 -6 -1 39.35 23.92 -6 -7 -1 30.31 16.15 -6 -7 -1 -8.10 22.26 6 7 1 8.09 22.85 6 7 1 20.97 12.74 6 7 1 34.52 25.10 -6 -7 -1 7.82 22.06 -6 -8 -1 -0.22 21.71 6 8 1 41.55 29.02 -6 -6 0 0.34 22.35 -6 -6 0 -52.94 28.79 6 6 0 -9.30 18.11 6 6 0 -2.17 8.63 -6 -7 0 35.83 30.07 -6 -7 0 -0.89 18.85 6 7 0 -7.85 25.80 6 7 0 -26.62 23.98 -6 -8 0 6.65 19.23 6 8 0 -14.84 20.37 -6 -6 1 54.24 30.99 -6 -6 1 68.51 34.72 6 6 -1 27.65 24.22 -6 -7 1 28.66 26.59 -6 -7 1 -12.21 25.15 6 7 -1 -24.86 24.63 6 7 -1 9.95 23.38 -6 -8 1 21.11 27.40 -6 -8 1 -30.26 27.69 6 8 -1 36.74 31.43 6 8 -1 3.83 22.11 6 6 -2 -4.66 21.09 -6 -6 2 36.61 32.73 -6 -6 2 -37.75 30.13 -6 -7 2 -19.20 30.89 -6 -7 2 -5.59 23.69 6 7 -2 -90.19 38.88 6 7 -2 -64.61 41.35 -6 -8 2 -12.67 32.59 -6 -8 2 -70.67 41.86 6 8 -2 20.86 20.54 6 8 -2 -38.53 37.47 6 6 -3 32.35 32.77 -6 -6 3 39.00 31.36 -6 -7 3 17.53 33.43 -6 -7 3 62.25 31.36 6 7 -3 8.48 28.46 6 7 -3 -25.08 27.80 -6 -8 3 101.39 52.53 6 8 -3 87.96 41.73 -6 -7 4 10.80 28.60 6 7 -4 80.30 43.96 -6 -8 4 -39.65 46.43 -6 -7 5 92.51 50.46 6 7 -5 18.00 23.67 -7 -8 -1 13.65 28.32 7 8 1 14.26 23.31 -7 -8 0 6.55 21.50 7 8 0 -35.27 33.07 0 0 0 0.00 0.00 ; _shelx_hkl_checksum 73900 _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+1/2, -y+1/2, -z' '-x, 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 O4 O 0.4713(17) 0.6411(15) 0.6202(9) 0.049(4) Uani 1 1 d . U . . . H4 H 0.508617 0.591239 0.694048 0.073 Uiso 1 1 calc GR . . . . O2 O 0.8612(19) 0.5724(16) 0.2970(12) 0.048(4) Uani 1 1 d . U . . . H2 H 0.912272 0.648148 0.326537 0.072 Uiso 1 1 calc GR . . . . O3 O 0.5648(18) 0.7185(14) 0.3064(10) 0.049(3) Uani 1 1 d . U . . . H3 H 0.571588 0.718492 0.209672 0.073 Uiso 1 1 calc GR . . . . O1 O 0.9293(19) 0.3221(14) 0.4947(11) 0.050(4) Uani 1 1 d . U . . . H1 H 0.988873 0.397776 0.492795 0.075 Uiso 1 1 calc R . . . . O5 O 0.1512(18) 0.5312(17) 0.5375(12) 0.055(4) Uani 1 1 d . U . . . H5 H 0.148226 0.598721 0.604614 0.082 Uiso 1 1 calc GR . . . . C3 C 0.575(3) 0.566(2) 0.3631(16) 0.042(4) Uani 1 1 d . U . . . H3A H 0.548992 0.498491 0.274501 0.051 Uiso 1 1 calc R . . . . C2 C 0.747(3) 0.529(2) 0.4148(19) 0.047(4) Uani 1 1 d . U . . . H2A H 0.771658 0.583747 0.512999 0.057 Uiso 1 1 calc R . . . . C1 C 0.767(3) 0.363(2) 0.441(2) 0.048(5) Uani 1 1 d . U . . . H1A H 0.686158 0.329015 0.518042 0.057 Uiso 1 1 calc R . . . . H1B H 0.744030 0.309376 0.342459 0.057 Uiso 1 1 calc R . . . . C4 C 0.443(3) 0.543(2) 0.4882(13) 0.043(4) Uani 1 1 d . U . . . H4A H 0.449823 0.436775 0.525173 0.052 Uiso 1 1 calc R . . . . C5 C 0.274(3) 0.568(2) 0.4211(17) 0.045(5) Uani 1 1 d . U . . . H5A H 0.261785 0.673926 0.389259 0.054 Uiso 1 1 calc R . . . . H5B H 0.258392 0.504301 0.328502 0.054 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 0.015(18) 0.080(14) 0.052(4) -0.001(6) -0.013(7) 0.002(6) O2 0.024(14) 0.062(14) 0.059(6) 0.002(6) 0.008(7) 0.000(5) O3 0.023(15) 0.069(13) 0.053(5) 0.004(5) -0.005(7) 0.002(5) O1 0.010(18) 0.061(16) 0.079(6) 0.007(7) -0.012(9) -0.011(6) O5 0.012(16) 0.086(16) 0.066(5) -0.006(6) 0.005(7) -0.005(6) C3 0.016(13) 0.070(12) 0.042(6) -0.001(8) 0.001(9) 0.004(7) C2 0.012(13) 0.067(13) 0.063(9) 0.008(8) -0.002(9) 0.004(8) C1 0.009(19) 0.062(13) 0.072(11) 0.005(9) 0.002(10) -0.008(8) C4 0.010(13) 0.076(16) 0.044(7) 0.000(7) -0.006(7) 0.003(7) C5 0.012(14) 0.088(18) 0.036(8) 0.001(7) -0.005(7) 0.007(8) 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 111.1(15) . . ? O3 C3 C4 108.7(13) . . ? C2 C3 C4 115.1(13) . . ? O2 C2 C3 110.2(15) . . ? O2 C2 C1 107.3(15) . . ? C1 C2 C3 111.0(15) . . ? O1 C1 C2 112.8(16) . . ? O4 C4 C3 110.4(15) . . ? O4 C4 C5 110.6(15) . . ? C5 C4 C3 111.2(11) . . ? O5 C5 C4 109.9(12) . . ? 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 1.430(17) . ? O2 C2 1.41(2) . ? O3 C3 1.419(18) . ? O1 C1 1.44(2) . ? O5 C5 1.435(18) . ? C3 C2 1.49(2) . ? C3 C4 1.52(2) . ? C2 C1 1.48(3) . ? C4 C5 1.50(2) . ? _cod_database_fobs_code 2108778