#------------------------------------------------------------------------------ #$Date: 2016-03-26 22:17:28 +0200 (Sat, 26 Mar 2016) $ #$Revision: 180498 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/21/67/7216777.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_7216777 loop_ _publ_author_name 'Ridout, Joe' 'Probert, Michael R.' _publ_section_title ; Low-temperature and high-pressure polymorphs of isopropyl alcohol ; _journal_issue 32 _journal_name_full CrystEngComm _journal_page_first 7397 _journal_paper_doi 10.1039/C4CE01012D _journal_volume 16 _journal_year 2014 _chemical_formula_moiety 'C3 H8 O' _chemical_formula_sum 'C3 H8 O' _chemical_formula_weight 60.09 _chemical_name_systematic Isopropanol _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _audit_creation_date 2014-04-01 _audit_creation_method ; Olex2 1.2-beta (compiled 2014.03.20 svn.r2918 for OlexSys, GUI svn.r4813) ; _cell_angle_alpha 90 _cell_angle_beta 118.243(8) _cell_angle_gamma 90 _cell_formula_units_Z 16 _cell_length_a 8.7267(18) _cell_length_b 21.838(6) _cell_length_c 8.408(3) _cell_measurement_reflns_used 85 _cell_measurement_temperature 293.15 _cell_measurement_theta_max 14.94 _cell_measurement_theta_min 3.73 _cell_volume 1411.6(7) _computing_cell_refinement 'SAINT v7.68A (Bruker, 2009)' _computing_data_collection 'APEX2 (Bruker, 2010)' _computing_data_reduction 'SAINT v7.60A (Bruker, 2009)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XS (Sheldrick, 2008)' _diffrn_ambient_temperature 293.15 _diffrn_detector 'CCD area detector' _diffrn_detector_area_resol_mean 7.9 _diffrn_detector_type 'Bruker APEXII CCD area detector' _diffrn_measured_fraction_theta_full 0.290 _diffrn_measured_fraction_theta_max 0.603 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type IuS_Ag_high_pressure _diffrn_measurement_method '\f scans' _diffrn_radiation_collimation 'Multilayer mirrors' _diffrn_radiation_monochromator 'Bruker Helios multilayer mirrors' _diffrn_radiation_probe x-ray _diffrn_radiation_type AgK\a _diffrn_radiation_wavelength 0.56087 _diffrn_radiation_xray_symbol K-L~3~ _diffrn_reflns_av_R_equivalents 0.0877 _diffrn_reflns_av_unetI/netI 0.0584 _diffrn_reflns_Laue_measured_fraction_full 0.290 _diffrn_reflns_Laue_measured_fraction_max 0.603 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 6526 _diffrn_reflns_point_group_measured_fraction_full 0.290 _diffrn_reflns_point_group_measured_fraction_max 0.603 _diffrn_reflns_theta_full 19.665 _diffrn_reflns_theta_max 15.340 _diffrn_reflns_theta_min 2.216 _diffrn_source 'Microfocus sealed tube' _diffrn_source_target Ag _diffrn_source_type 'Incoatec IuS' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.052 _exptl_absorpt_correction_T_max 0.7440 _exptl_absorpt_correction_T_min 0.4837 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.0990 before and 0.0593 after correction. The Ratio of minimum to maximum transmission is 0.6501. The \l/2 correction factor is 0.0015. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.131 _exptl_crystal_density_meas ? _exptl_crystal_description block _exptl_crystal_F_000 544 _exptl_crystal_recrystallization_method 'Crystallised at high-pressure in a diamond anvil cell' _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.145 _refine_diff_density_min -0.143 _refine_diff_density_rms 0.034 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 168 _refine_ls_number_reflns 743 _refine_ls_number_restraints 12 _refine_ls_restrained_S_all 1.101 _refine_ls_R_factor_all 0.1056 _refine_ls_R_factor_gt 0.0585 _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^)+(0.0476P)^2^+2.4683P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1183 _refine_ls_wR_factor_ref 0.1429 _reflns_Friedel_coverage 0.000 _reflns_number_gt 503 _reflns_number_total 743 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c4ce01012d1.cif _cod_data_source_block test1 _cod_depositor_comments ;Adding full bibliography for 7216777--7216778.cif. The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not_measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas ; _cod_original_cell_volume 1411.5(6) _cod_database_code 7216777 #BEGIN Tags that were not found in dictionaries: _shelxl_version_number 2013-3 _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_max 0.995 _shelx_estimated_absorpt_t_min 0.987 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups At 1.5 times of: All C(H,H,H) groups, All O(H) groups 2. Uiso/Uaniso restraints and constraints C16A \\sim C11A \\sim C14A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02 Uanis(C16) = Uanis(C16A) Uanis(C14) = Uanis(C14A) Uanis(C11) = Uanis(C11A) 3. Others Sof(C16A)=Sof(H16d)=Sof(H16e)=Sof(H16f)=Sof(C14A)=Sof(H14A)=Sof(C11A)= Sof(H11d)=Sof(H11e)=Sof(H11f)=1-FVAR(1) Sof(C11)=Sof(H11a)=Sof(H11b)=Sof(H11c)=Sof(C14)=Sof(H14)=Sof(C16)=Sof(H16a)= Sof(H16b)=Sof(H16c)=FVAR(1) 4.a Ternary CH refined with riding coordinates: C6(H6), C14(H14), C17(H17), C2(H2a), C14A(H14A) 4.b Tetrahedral OH refined with riding coordinates: O3(H3) 4.c Idealised Me refined as rotating group: C7(H7a,H7b,H7c), C8(H8a,H8b,H8c), C9(H9a,H9b,H9c), C10(H10a,H10b,H10c), C11(H11a,H11b,H11c), C16(H16a,H16b,H16c), C3(H3a,H3b,H3c), C4(H4a,H4b,H4c), C16A(H16d,H16e,H16f), C11A(H11d,H11e,H11f) 4.d Idealised tetrahedral OH refined as rotating group: O2(H2), O4(H4), O1(H1) ; _shelx_res_file ; TITL Test1 in P21/c #14 CELL 0.56086 8.7267 21.838 8.4077 90 118.243 90 ZERR 16 0.0018 0.0057 0.0025 0 0.008 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H O UNIT 48 128 16 SIMU 0.01 0.02 1.7 C16A C11A C14A EADP C16 C16A EADP C14 C14A EADP C11 C11A L.S. 18 0 0 PLAN 10 SIZE 0.1 0.25 0.25 TEMP 23 REM reset to P21/c #14 BOND fmap 2 acta OMIT 3 1 2 OMIT 1 0 0 OMIT -2 9 6 REM Test1.hkl WGHT 0.047600 2.468300 FVAR 0.24061 0.50997 O2 3 -0.762118 0.601773 0.941515 11.00000 0.05532 0.03392 = 0.03494 0.01256 0.01149 0.00949 AFIX 147 H2 2 -0.737246 0.565541 0.965487 11.00000 -1.50000 AFIX 0 O3 3 -0.818116 0.398596 0.828258 11.00000 0.02583 0.05076 = 0.05000 0.01117 0.02006 0.00335 PART 2 AFIX 83 H3 2 -0.738794 0.373522 0.870338 11.00000 -1.50000 AFIX 0 PART 0 O4 3 -0.741861 0.487403 1.074587 11.00000 0.03888 0.03990 = 0.04137 -0.00391 0.00758 0.00171 AFIX 147 H4 2 -0.751048 0.457053 1.013266 11.00000 -1.50000 AFIX 0 C6 1 -0.858454 0.609235 0.750438 11.00000 0.03944 0.03108 = 0.05379 0.01278 0.02508 0.00548 AFIX 13 H6 2 -0.778041 0.606148 0.699847 11.00000 -1.20000 AFIX 0 C7 1 -0.437869 0.510275 1.259518 11.00000 0.04021 0.04913 = 0.04775 0.00987 0.01298 -0.00259 AFIX 137 H7A 2 -0.457369 0.553553 1.240800 11.00000 -1.50000 H7B 2 -0.413045 0.493548 1.168587 11.00000 -1.50000 H7C 2 -0.341081 0.502975 1.376667 11.00000 -1.50000 AFIX 0 C8 1 -0.570802 0.415062 1.302424 11.00000 0.03931 0.05242 = 0.03245 0.00954 0.00948 -0.00629 AFIX 137 H8A 2 -0.544247 0.392007 1.221331 11.00000 -1.50000 H8B 2 -0.675702 0.399551 1.297954 11.00000 -1.50000 H8C 2 -0.476798 0.411315 1.423123 11.00000 -1.50000 AFIX 0 C9 1 -0.940794 0.670896 0.707439 11.00000 0.04866 0.06297 = 0.05159 0.00830 0.00469 -0.00962 AFIX 137 H9A 2 -1.030051 0.672808 0.743297 11.00000 -1.50000 H9B 2 -0.991098 0.678133 0.579929 11.00000 -1.50000 H9C 2 -0.854352 0.701527 0.771351 11.00000 -1.50000 AFIX 0 C10 1 -0.991844 0.558041 0.671973 11.00000 0.03959 0.05533 = 0.03899 -0.00619 0.01070 0.00129 AFIX 137 H10A 2 -0.933177 0.519244 0.698593 11.00000 -1.50000 H10B 2 -1.057971 0.563057 0.543516 11.00000 -1.50000 H10C 2 -1.068577 0.559510 0.724284 11.00000 -1.50000 AFIX 0 PART 1 C11 1 -1.124303 0.404675 0.729880 21.00000 0.03791 0.03520 = 0.05365 -0.00862 0.02372 0.00275 AFIX 137 H11A 2 -1.148673 0.416566 0.610267 21.00000 -1.50000 H11B 2 -1.100053 0.440472 0.804249 21.00000 -1.50000 H11C 2 -1.223261 0.383738 0.724776 21.00000 -1.50000 AFIX 0 C14 1 -0.961097 0.360614 0.812815 21.00000 0.03630 0.04447 = 0.06733 0.00960 0.00774 -0.00419 AFIX 13 H14 2 -0.981570 0.331471 0.716122 21.00000 -1.20000 AFIX 0 C16 1 -0.918671 0.324282 0.965240 21.00000 0.04745 0.05559 = 0.07289 -0.00259 0.02899 -0.01077 AFIX 137 H16A 2 -0.893946 0.350105 1.066981 21.00000 -1.50000 H16B 2 -0.818191 0.299917 0.990282 21.00000 -1.50000 H16C 2 -1.014782 0.297911 0.942982 21.00000 -1.50000 AFIX 0 PART 0 C17 1 -0.595071 0.480638 1.247974 11.00000 0.04125 0.04670 = 0.04422 0.00814 0.00740 -0.00355 AFIX 13 H17 2 -0.622914 0.502194 1.333310 11.00000 -1.20000 AFIX 0 O1 3 -0.470001 0.672286 1.056397 11.00000 0.03762 0.03960 = 0.04547 -0.00967 0.01914 -0.01390 AFIX 147 H1 2 -0.540214 0.646167 1.049980 11.00000 -1.50000 AFIX 0 C2 1 -0.441252 0.714350 1.197935 11.00000 0.04111 0.03999 = 0.02874 -0.00826 0.01920 -0.01515 AFIX 13 H2A 2 -0.341489 0.740275 1.219907 11.00000 -1.20000 AFIX 0 C3 1 -0.598369 0.754233 1.138653 11.00000 0.05078 0.04013 = 0.06538 -0.00246 0.03217 0.01182 AFIX 137 H3A 2 -0.619042 0.775814 1.030837 11.00000 -1.50000 H3B 2 -0.579259 0.783145 1.232257 11.00000 -1.50000 H3C 2 -0.697581 0.729321 1.114840 11.00000 -1.50000 AFIX 0 C4 1 -0.399130 0.679268 1.369116 11.00000 0.05787 0.06252 = 0.05050 -0.00528 0.03227 -0.00758 AFIX 137 H4A 2 -0.498337 0.655444 1.351684 11.00000 -1.50000 H4B 2 -0.370152 0.707565 1.466616 11.00000 -1.50000 H4C 2 -0.302195 0.652554 1.397577 11.00000 -1.50000 AFIX 0 PART 2 C16A 1 -0.943905 0.308396 0.880335 -21.00000 0.04745 0.05559 = 0.07289 -0.00259 0.02899 -0.01077 AFIX 137 H16D 2 -0.832618 0.296873 0.977267 -21.00000 -1.50000 H16E 2 -0.956702 0.291826 0.768939 -21.00000 -1.50000 H16F 2 -1.034336 0.292655 0.903210 -21.00000 -1.50000 AFIX 0 C14A 1 -0.956957 0.379404 0.866709 -21.00000 0.03630 0.04447 = 0.06733 0.00960 0.00774 -0.00419 AFIX 13 H14A 2 -0.955997 0.399642 0.971210 -21.00000 -1.20000 AFIX 0 C11A 1 -1.125272 0.384530 0.696071 -21.00000 0.03791 0.03520 = 0.05365 -0.00862 0.02372 0.00275 AFIX 137 H11D 2 -1.114214 0.365293 0.599334 -21.00000 -1.50000 H11E 2 -1.154190 0.426956 0.667893 -21.00000 -1.50000 H11F 2 -1.215523 0.364635 0.711384 -21.00000 -1.50000 AFIX 0 HKLF 4 REM Test1 in P21/c #14 REM R1 = 0.0585 for 503 Fo > 4sig(Fo) and 0.1056 for all 743 data REM 168 parameters refined using 12 restraints END WGHT 0.0475 2.4743 REM Highest difference peak 0.145, deepest hole -0.143, 1-sigma level 0.034 Q1 1 -0.6786 0.6351 0.9267 11.00000 0.05 0.14 Q2 1 -0.6339 0.3519 0.9249 11.00000 0.05 0.14 Q3 1 -0.5940 0.3981 1.0296 11.00000 0.05 0.13 Q4 1 -0.9071 0.4272 0.7627 11.00000 0.05 0.13 Q5 1 -0.7005 0.6673 1.0131 11.00000 0.05 0.12 Q6 1 -1.0000 0.5000 1.0000 10.50000 0.05 0.12 Q7 1 -0.7839 0.5336 1.0643 11.00000 0.05 0.12 Q8 1 -0.6352 0.6177 0.7714 11.00000 0.05 0.11 Q9 1 -0.4175 0.7056 1.0261 11.00000 0.05 0.11 Q10 1 -0.6439 0.7830 0.8775 11.00000 0.05 0.11 ; _shelx_res_checksum 73606 #END Tags that were not found in dictionaries loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -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_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O2 O -0.7621(7) 0.6018(2) 0.9415(8) 0.0454(18) Uani 1 1 d . . . . H2 H -0.7372 0.5655 0.9655 0.068 Uiso 1 1 calc GR . . . O3 O -0.8181(5) 0.3986(2) 0.8283(8) 0.0413(18) Uani 1 1 d . . . . H3 H -0.7388 0.3735 0.8703 0.062 Uiso 1 1 calc R . A 2 O4 O -0.7419(6) 0.4874(2) 1.0746(9) 0.0447(19) Uani 1 1 d . . . . H4 H -0.7510 0.4571 1.0133 0.067 Uiso 1 1 calc GR . . . C6 C -0.8585(9) 0.6092(4) 0.7504(14) 0.040(3) Uani 1 1 d . . . . H6 H -0.7780 0.6061 0.6998 0.048 Uiso 1 1 calc R . . . C7 C -0.4379(8) 0.5103(4) 1.2595(14) 0.049(3) Uani 1 1 d . . . . H7A H -0.4574 0.5536 1.2408 0.073 Uiso 1 1 calc GR . . . H7B H -0.4130 0.4935 1.1686 0.073 Uiso 1 1 calc GR . . . H7C H -0.3411 0.5030 1.3767 0.073 Uiso 1 1 calc GR . . . C8 C -0.5708(8) 0.4151(4) 1.3024(12) 0.044(3) Uani 1 1 d . . . . H8A H -0.5442 0.3920 1.2213 0.067 Uiso 1 1 calc GR . . . H8B H -0.6757 0.3996 1.2980 0.067 Uiso 1 1 calc GR . . . H8C H -0.4768 0.4113 1.4231 0.067 Uiso 1 1 calc GR . . . C9 C -0.9408(9) 0.6709(4) 0.7074(14) 0.062(3) Uani 1 1 d . . . . H9A H -1.0301 0.6728 0.7433 0.093 Uiso 1 1 calc GR . . . H9B H -0.9911 0.6781 0.5799 0.093 Uiso 1 1 calc GR . . . H9C H -0.8544 0.7015 0.7714 0.093 Uiso 1 1 calc GR . . . C10 C -0.9918(8) 0.5580(4) 0.6720(13) 0.048(3) Uani 1 1 d . . . . H10A H -0.9332 0.5192 0.6986 0.072 Uiso 1 1 calc GR . . . H10B H -1.0580 0.5631 0.5435 0.072 Uiso 1 1 calc GR . . . H10C H -1.0686 0.5595 0.7243 0.072 Uiso 1 1 calc GR . . . C11 C -1.124(8) 0.405(2) 0.730(8) 0.041(8) Uani 0.51(4) 1 d . P B 1 H11A H -1.1487 0.4166 0.6103 0.062 Uiso 0.51(4) 1 calc GR P B 1 H11B H -1.1001 0.4405 0.8042 0.062 Uiso 0.51(4) 1 calc GR P B 1 H11C H -1.2233 0.3837 0.7248 0.062 Uiso 0.51(4) 1 calc GR P B 1 C14 C -0.961(7) 0.361(3) 0.813(7) 0.056(9) Uani 0.51(4) 1 d . P B 1 H14 H -0.9816 0.3315 0.7161 0.067 Uiso 0.51(4) 1 calc R P B 1 C16 C -0.919(5) 0.324(2) 0.965(6) 0.058(8) Uani 0.51(4) 1 d . P B 1 H16A H -0.8939 0.3501 1.0670 0.088 Uiso 0.51(4) 1 calc GR P B 1 H16B H -0.8182 0.2999 0.9903 0.088 Uiso 0.51(4) 1 calc GR P B 1 H16C H -1.0148 0.2979 0.9430 0.088 Uiso 0.51(4) 1 calc GR P B 1 C17 C -0.5951(9) 0.4806(4) 1.2480(14) 0.049(3) Uani 1 1 d . . . . H17 H -0.6229 0.5022 1.3333 0.059 Uiso 1 1 calc R . . . O1 O -0.4700(5) 0.6723(3) 1.0564(9) 0.0411(18) Uani 1 1 d . . . . H1 H -0.5402 0.6462 1.0500 0.062 Uiso 1 1 calc GR . . . C2 C -0.4413(9) 0.7143(4) 1.1979(14) 0.036(3) Uani 1 1 d . . . . H2A H -0.3415 0.7403 1.2199 0.043 Uiso 1 1 calc R . . . C3 C -0.5984(8) 0.7542(4) 1.1387(14) 0.050(3) Uani 1 1 d . . . . H3A H -0.6190 0.7758 1.0308 0.075 Uiso 1 1 calc GR . . . H3B H -0.5793 0.7831 1.2323 0.075 Uiso 1 1 calc GR . . . H3C H -0.6976 0.7293 1.1148 0.075 Uiso 1 1 calc GR . . . C4 C -0.3991(9) 0.6793(4) 1.3691(15) 0.054(3) Uani 1 1 d . . . . H4A H -0.4983 0.6554 1.3517 0.081 Uiso 1 1 calc GR . . . H4B H -0.3702 0.7076 1.4666 0.081 Uiso 1 1 calc GR . . . H4C H -0.3022 0.6526 1.3976 0.081 Uiso 1 1 calc GR . . . C16A C -0.944(6) 0.308(2) 0.880(8) 0.058(8) Uani 0.49(4) 1 d . P B 2 H16D H -0.8326 0.2969 0.9773 0.088 Uiso 0.49(4) 1 calc GR P B 2 H16E H -0.9567 0.2918 0.7689 0.088 Uiso 0.49(4) 1 calc GR P B 2 H16F H -1.0343 0.2927 0.9032 0.088 Uiso 0.49(4) 1 calc GR P B 2 C14A C -0.957(7) 0.379(2) 0.867(8) 0.056(9) Uani 0.49(4) 1 d . P B 2 H14A H -0.9560 0.3996 0.9712 0.067 Uiso 0.49(4) 1 calc R P B 2 C11A C -1.125(8) 0.385(2) 0.696(9) 0.041(8) Uani 0.49(4) 1 d . P B 2 H11D H -1.1142 0.3653 0.5993 0.062 Uiso 0.49(4) 1 calc GR P B 2 H11E H -1.1542 0.4270 0.6679 0.062 Uiso 0.49(4) 1 calc GR P B 2 H11F H -1.2155 0.3646 0.7114 0.062 Uiso 0.49(4) 1 calc GR P B 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 O2 0.055(3) 0.034(5) 0.035(6) 0.013(3) 0.011(3) 0.009(3) O3 0.026(3) 0.051(5) 0.050(6) 0.011(3) 0.020(3) 0.003(2) O4 0.039(3) 0.040(5) 0.041(6) -0.004(3) 0.008(3) 0.002(3) C6 0.039(4) 0.031(8) 0.054(11) 0.013(4) 0.025(5) 0.005(5) C7 0.040(4) 0.049(7) 0.048(10) 0.010(4) 0.013(5) -0.003(4) C8 0.039(4) 0.052(8) 0.032(9) 0.010(4) 0.009(5) -0.006(4) C9 0.049(5) 0.063(9) 0.052(11) 0.008(5) 0.005(5) -0.010(5) C10 0.040(4) 0.055(8) 0.039(10) -0.006(4) 0.011(5) 0.001(4) C11 0.038(5) 0.04(3) 0.05(2) -0.009(14) 0.024(11) 0.003(17) C14 0.036(6) 0.04(2) 0.07(3) 0.010(12) 0.008(15) -0.004(14) C16 0.047(11) 0.06(2) 0.07(3) -0.003(14) 0.029(18) -0.011(11) C17 0.041(5) 0.047(9) 0.044(11) 0.008(4) 0.007(5) -0.004(4) O1 0.038(3) 0.040(5) 0.045(6) -0.010(3) 0.019(3) -0.014(2) C2 0.041(5) 0.040(8) 0.029(11) -0.008(5) 0.019(5) -0.015(4) C3 0.051(5) 0.040(8) 0.065(10) -0.002(4) 0.032(5) 0.012(4) C4 0.058(5) 0.063(9) 0.050(12) -0.005(5) 0.032(6) -0.008(5) C16A 0.047(11) 0.06(2) 0.07(3) -0.003(14) 0.029(18) -0.011(11) C14A 0.036(6) 0.04(2) 0.07(3) 0.010(12) 0.008(15) -0.004(14) C11A 0.038(5) 0.04(3) 0.05(2) -0.009(14) 0.024(11) 0.003(17) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0015 0.0009 '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 0.0056 0.0036 '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 O2 C6 C9 109.7(7) O2 C6 C10 109.1(7) C9 C6 C10 112.2(6) O3 C14 C11 104(5) C16 C14 O3 113(4) C16 C14 C11 123(7) O4 C17 C7 112.3(8) O4 C17 C8 110.1(6) C7 C17 C8 114.1(6) O1 C2 C3 108.9(8) O1 C2 C4 109.5(10) C3 C2 C4 112.5(7) O3 C14A C16A 105(5) O3 C14A C11A 108(6) C11A C14A C16A 99(5) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O2 C6 1.427(10) O3 C14 1.45(6) O3 C14A 1.46(7) O4 C17 1.421(9) C6 C9 1.488(11) C6 C10 1.521(10) C7 C17 1.478(9) C8 C17 1.488(10) C11 C14 1.58(10) C14 C16 1.40(10) O1 C2 1.428(11) C2 C3 1.497(10) C2 C4 1.514(14) C16A C14A 1.56(9) C14A C11A 1.49(10)