#------------------------------------------------------------------------------ #$Date: 2021-09-17 03:23:09 +0300 (Fri, 17 Sep 2021) $ #$Revision: 269170 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/15/83/7158302.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_7158302 loop_ _publ_author_name 'Rithchumpon, Puracheth' 'Intakaew, Neeranuth' 'Khamto, Nopawit' 'Yimklan, Saranphong' 'Nimmanpipug, Piyarat' 'Thavornyutikarn, Praput' 'Meepowpan, Puttinan' _publ_section_title ; Synthesis and Application of Methyl Itaconate--Anthracene Adducts in Configuration Assignment of Chiral Secondary Alcohols by 1H NMR ; _journal_name_full 'Organic & Biomolecular Chemistry' _journal_paper_doi 10.1039/D1OB01387D _journal_year 2021 _chemical_absolute_configuration rm _chemical_formula_moiety 'C24 H26 O4' _chemical_formula_sum 'C24 H25 O4' _chemical_formula_weight 377.44 _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 dual _audit_creation_date 2021-07-03 _audit_creation_method ; Olex2 1.3 (compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272) ; _audit_update_record ; 2021-07-06 deposited with the CCDC. 2021-09-16 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.1003(3) _cell_length_b 10.1984(3) _cell_length_c 20.2551(5) _cell_measurement_reflns_used 13440 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.9750 _cell_measurement_theta_min 2.2210 _cell_volume 2086.42(10) _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_molecular_graphics 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_detector_type HyPix3000 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.959 _diffrn_measurement_details ; List of Runs (angles in degrees, time in seconds): # Type Start End Width t~exp~ \w \q \k \f Frames #-------------------------------------------------------------------------- 1 \w -77.00 -2.00 0.50 11.70 -- -9.67 -27.00 -24.00 150 2 \w -12.00 48.00 0.50 11.70 -- 10.38-107.00 140.00 120 3 \w -13.00 48.00 0.50 11.70 -- 10.38-106.00-126.00 122 4 \w -58.00 -3.00 0.50 11.70 -- -9.67 125.00 -30.00 110 5 \w 3.00 59.00 0.50 11.70 -- 10.38-125.00 -60.00 112 6 \w -54.00 23.00 0.50 11.70 -- 10.38 -37.00 -60.00 154 7 \w -54.00 23.00 0.50 11.70 -- 10.38 -37.00 -90.00 154 8 \w 3.00 74.00 0.50 11.70 -- 10.38 27.00 138.00 142 9 \w -2.00 75.00 0.50 11.70 -- 10.38 37.00 -30.00 154 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Single source at offset/far, HyPix3000' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0132594000 _diffrn_orient_matrix_UB_12 0.0665211000 _diffrn_orient_matrix_UB_13 -0.0077934000 _diffrn_orient_matrix_UB_21 -0.0205915000 _diffrn_orient_matrix_UB_22 0.0111916000 _diffrn_orient_matrix_UB_23 0.0330011000 _diffrn_orient_matrix_UB_31 0.0658187000 _diffrn_orient_matrix_UB_32 0.0168939000 _diffrn_orient_matrix_UB_33 0.0087615000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_unetI/netI 0.0325 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.959 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 23892 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.947 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.408 _diffrn_reflns_theta_min 2.011 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.081 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.67626 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _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 1.202 _exptl_crystal_description block _exptl_crystal_F_000 804 _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _refine_diff_density_max 0.460 _refine_diff_density_min -0.244 _refine_diff_density_rms 0.054 _refine_ls_abs_structure_details ; Flack x determined using 1089 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.7(4) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 256 _refine_ls_number_reflns 4502 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.067 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_gt 0.0625 _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^)+(0.1234P)^2^+0.0401P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1803 _refine_ls_wR_factor_ref 0.1969 _reflns_Friedel_coverage 0.737 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.932 _reflns_number_gt 3251 _reflns_number_total 4502 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1ob01387d2.cif _cod_data_source_block pm10as040419 _cod_database_code 7158302 _shelx_shelxl_version_number 2018/3 _chemical_oxdiff_formula 'C H O' _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. ; _reflns_odcompleteness_completeness 99.96 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 26.32 _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 C(H,H,H) groups 2.a Ternary CH refined with riding coordinates: C00E(H00E), C00F(H00F), C00P(H00R) 2.b Secondary CH2 refined with riding coordinates: C007(H00A,H00B), C00H(H00C,H00H), C00Q(H00S,H00T) 2.c Aromatic/amide H refined with riding coordinates: C00D(H00D), C00G(H00G), C00I(H00I), C00K(H00M), C00L(H00N), C00M(H00O), C00N(H00P), C00O(H00Q) 2.d Idealised Me refined as rotating group: C00J(H00J,H00K,H00L), C00R(H00U,H00V,H00W), C1(H1A,H1B,H1C) ; _smtbx_masks_void_probe_radius 1.2 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; TITL pm10as040419_a.res in P2(1)2(1)2(1) pm10as040419.res created by SHELXL-2018/3 at 16:22:40 on 03-Jul-2021 REM Old TITL pm10as040419_a.res in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1): R1 0.205, Rweak 0.032, Alpha 0.002 REM 0.480 for 24 systematic absences, Orientation as input REM Flack x = -9.990 ( 9.990 ) from 1145 Parsons' quotients REM Formula found by SHELXT: C22 O5 CELL 0.71073 10.1003 10.1984 20.2551 90 90 90 ZERR 4 0.0003 0.0003 0.0005 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 96 100 16 L.S. 99 PLAN 40 CONF BOND list 4 fmap 2 acta MORE -1 BOND $H ABIN REM REM REM WGHT 0.123400 0.040100 FVAR 0.39988 O001 3 0.891527 0.445488 0.538563 11.00000 0.04325 0.08075 = 0.07259 0.00540 -0.00693 -0.00276 O002 3 0.596860 0.508431 0.336161 11.00000 0.06842 0.08257 = 0.06664 0.01407 0.00435 0.00300 O003 3 0.620812 0.305113 0.374074 11.00000 0.09789 0.06912 = 0.07964 -0.00170 0.01651 0.01672 O004 3 0.852301 0.507155 0.436009 11.00000 0.04882 0.13195 = 0.08619 0.03563 -0.00159 -0.01361 C005 1 0.813660 0.463837 0.486825 11.00000 0.04343 0.05263 = 0.06974 0.00665 -0.00054 0.00339 C006 1 0.601144 0.418875 0.383990 11.00000 0.04204 0.06242 = 0.06795 0.00891 0.00077 0.00336 C007 1 0.675280 0.418997 0.501303 11.00000 0.04211 0.06440 = 0.06637 0.01214 -0.00311 -0.00359 AFIX 23 H00A 2 0.651924 0.445987 0.545722 11.00000 -1.20000 H00B 2 0.673000 0.323947 0.499992 11.00000 -1.20000 AFIX 0 C008 1 0.570503 0.472787 0.452904 11.00000 0.03620 0.05149 = 0.06719 0.00820 0.00032 -0.00094 C009 1 0.330982 0.465225 0.425509 11.00000 0.03630 0.07728 = 0.05703 -0.00326 0.00518 -0.00274 C00A 1 0.387673 0.597219 0.543330 11.00000 0.04041 0.06404 = 0.06623 -0.00453 -0.00376 -0.00249 C00B 1 0.398460 0.459862 0.540602 11.00000 0.03723 0.06804 = 0.06249 0.00117 -0.00189 -0.00604 C00C 1 0.321021 0.601455 0.428855 11.00000 0.04612 0.07636 = 0.05819 0.00491 0.00538 0.01118 C00D 1 0.356576 0.656817 0.602528 11.00000 0.06348 0.07939 = 0.07316 -0.01548 -0.00312 0.00146 AFIX 43 H00D 2 0.351316 0.747714 0.605114 11.00000 -1.20000 AFIX 0 C00E 1 0.432295 0.410558 0.472362 11.00000 0.04197 0.05250 = 0.06190 -0.00016 0.00043 -0.00586 AFIX 13 H00E 2 0.434919 0.314551 0.470791 11.00000 -1.20000 AFIX 0 C00F 1 0.413881 0.662303 0.478033 11.00000 0.05252 0.05294 = 0.07377 0.00265 -0.00023 0.00600 AFIX 13 H00F 2 0.402653 0.757620 0.480545 11.00000 -1.20000 AFIX 0 C00G 1 0.376155 0.384387 0.595865 11.00000 0.05223 0.07149 = 0.06733 0.00971 -0.00570 -0.01379 AFIX 43 H00G 2 0.384007 0.293603 0.594006 11.00000 -1.20000 AFIX 0 C00H 1 0.557163 0.623830 0.457975 11.00000 0.04847 0.05308 = 0.07867 0.00515 0.00239 -0.00554 AFIX 23 H00C 2 0.578724 0.663325 0.415757 11.00000 -1.20000 H00H 2 0.619087 0.656916 0.490569 11.00000 -1.20000 AFIX 0 C00I 1 0.251204 0.394003 0.382790 11.00000 0.05226 0.09995 = 0.05669 -0.01109 0.00482 -0.01154 AFIX 43 H00I 2 0.259846 0.303475 0.379333 11.00000 -1.20000 AFIX 0 C00J 1 1.030859 0.474323 0.530181 11.00000 0.04013 0.08832 = 0.10185 0.00177 -0.00687 -0.00380 AFIX 137 H00J 2 1.062131 0.434650 0.490129 11.00000 -1.50000 H00K 2 1.079618 0.439898 0.566987 11.00000 -1.50000 H00L 2 1.043223 0.567543 0.527868 11.00000 -1.50000 AFIX 0 C00K 1 0.341487 0.446846 0.654810 11.00000 0.07091 0.11406 = 0.05614 0.00728 0.00141 -0.01053 AFIX 43 H00M 2 0.323847 0.396854 0.692189 11.00000 -1.20000 AFIX 0 C00L 1 0.333153 0.580803 0.658231 11.00000 0.08192 0.10625 = 0.06333 -0.01668 -0.00117 -0.00078 AFIX 43 H00N 2 0.311716 0.621009 0.698031 11.00000 -1.20000 AFIX 0 C00M 1 0.229830 0.666300 0.388968 11.00000 0.07106 0.10662 = 0.06436 0.00703 0.00260 0.02866 AFIX 43 H00O 2 0.223750 0.757248 0.390396 11.00000 -1.20000 AFIX 0 C00N 1 0.157668 0.461519 0.345131 11.00000 0.05360 0.18173 = 0.05496 -0.01588 -0.00842 -0.00348 AFIX 43 H00P 2 0.100312 0.414870 0.317957 11.00000 -1.20000 AFIX 0 C00O 1 0.149069 0.596324 0.347630 11.00000 0.07428 0.14736 = 0.06310 0.00798 -0.00413 0.03243 AFIX 43 H00Q 2 0.088146 0.639957 0.321124 11.00000 -1.20000 AFIX 0 C00P 1 0.612594 0.461664 0.267559 11.00000 0.11725 0.12918 = 0.07221 0.02457 0.01279 -0.00576 AFIX 13 H00R 2 0.632648 0.367771 0.265112 11.00000 -1.20000 AFIX 0 C00Q 1 0.711974 0.540995 0.236799 11.00000 0.15180 0.38700 = 0.16160 -0.05275 0.09255 -0.08342 AFIX 23 H00S 2 0.717805 0.507763 0.192023 11.00000 -1.20000 H00T 2 0.671866 0.627111 0.233147 11.00000 -1.20000 AFIX 0 C00R 1 0.820247 0.561473 0.251809 11.00000 0.15717 0.37303 = 0.16097 -0.02583 -0.00723 -0.07798 AFIX 137 H00U 2 0.875347 0.560767 0.213192 11.00000 -1.50000 H00V 2 0.849702 0.494955 0.281957 11.00000 -1.50000 H00W 2 0.825755 0.645730 0.272762 11.00000 -1.50000 AFIX 0 C1 1 0.490695 0.495622 0.233877 11.00000 0.15172 0.79076 = 0.07594 0.02505 -0.02151 0.04437 AFIX 137 H1A 2 0.416644 0.462674 0.258526 11.00000 -1.50000 H1B 2 0.490689 0.457437 0.190556 11.00000 -1.50000 H1C 2 0.484024 0.589244 0.230241 11.00000 -1.50000 AFIX 0 HKLF 4 REM pm10as040419_a.res in P2(1)2(1)2(1) REM wR2 = 0.1969, GooF = S = 1.067, Restrained GooF = 1.067 for all data REM R1 = 0.0625 for 3251 Fo > 4sig(Fo) and 0.0834 for all 4502 data REM 256 parameters refined using 0 restraints END WGHT 0.1227 0.0935 REM Highest difference peak 0.460, deepest hole -0.244, 1-sigma level 0.054 Q1 1 0.8035 0.5256 0.1899 11.00000 0.05 0.46 Q2 1 0.4746 0.4272 0.2382 11.00000 0.05 0.22 Q3 1 0.6945 0.5524 0.2218 11.00000 0.05 0.19 Q4 1 0.1915 0.2010 0.3246 11.00000 0.05 0.16 Q5 1 0.9617 0.6529 0.1779 11.00000 0.05 0.16 Q6 1 0.8386 0.4327 0.2543 11.00000 0.05 0.16 Q7 1 0.3206 0.2452 0.4100 11.00000 0.05 0.15 Q8 1 0.4576 0.4426 0.6772 11.00000 0.05 0.14 Q9 1 0.8873 0.5248 0.1485 11.00000 0.05 0.13 Q10 1 0.7270 0.5987 0.1364 11.00000 0.05 0.13 Q11 1 0.7782 0.5738 0.5738 11.00000 0.05 0.13 Q12 1 0.9194 0.4254 0.2250 11.00000 0.05 0.13 Q13 1 0.0598 0.7950 0.3094 11.00000 0.05 0.13 Q14 1 0.9578 0.3790 0.1924 11.00000 0.05 0.13 Q15 1 0.3469 0.8628 0.4230 11.00000 0.05 0.13 Q16 1 0.0923 0.8175 0.2973 11.00000 0.05 0.12 Q17 1 0.4383 0.3519 0.6745 11.00000 0.05 0.12 Q18 1 1.0430 0.5506 0.5749 11.00000 0.05 0.12 Q19 1 0.0885 0.2079 0.3928 11.00000 0.05 0.12 Q20 1 0.3559 0.3259 0.6985 11.00000 0.05 0.12 Q21 1 0.5267 0.6079 0.2401 11.00000 0.05 0.11 Q22 1 0.5539 0.6591 0.5494 11.00000 0.05 0.11 Q23 1 0.4965 0.5182 0.1777 11.00000 0.05 0.11 Q24 1 -0.0189 0.7239 0.2861 11.00000 0.05 0.11 Q25 1 0.3558 0.4998 0.6596 11.00000 0.05 0.11 Q26 1 0.1345 0.7225 0.2999 11.00000 0.05 0.11 Q27 1 0.1388 0.3034 0.2988 11.00000 0.05 0.11 Q28 1 0.5379 0.2271 0.6186 11.00000 0.05 0.11 Q29 1 0.1195 0.2932 0.4263 11.00000 0.05 0.11 Q30 1 0.7211 0.6633 0.3388 11.00000 0.05 0.11 Q31 1 0.7911 0.4585 0.5857 11.00000 0.05 0.11 Q32 1 0.4913 0.6175 0.1766 11.00000 0.05 0.11 Q33 1 0.6887 0.5630 0.5713 11.00000 0.05 0.11 Q34 1 0.2527 0.6586 0.6906 11.00000 0.05 0.11 Q35 1 0.5835 0.4945 0.5870 11.00000 0.05 0.11 Q36 1 0.4804 0.7773 0.6166 11.00000 0.05 0.11 Q37 1 0.3185 0.8040 0.4509 11.00000 0.05 0.10 Q38 1 0.2551 0.8223 0.3883 11.00000 0.05 0.10 Q39 1 0.1781 0.6242 0.2688 11.00000 0.05 0.10 Q40 1 0.3609 0.5466 0.5445 11.00000 0.05 0.10 ; _shelx_res_checksum 75590 _shelx_fab_file ; -12 -3 -8 -0.0625 -0.0091 -12 -3 -7 0.0631 -0.0228 -12 -3 -6 0.0606 0.0036 -12 -3 -5 -0.0900 0.0314 -12 -3 -4 -0.0564 0.0008 -12 -3 -3 0.1155 -0.0274 -12 -3 -2 0.0524 -0.0018 -12 -3 -1 -0.1310 0.0108 -12 -2 -9 0.0390 -0.1107 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-0.0216 -0.1225 9 8 4 0.0118 -0.1087 9 8 5 0.0257 0.0938 9 8 6 -0.0049 0.1123 9 8 7 -0.0178 -0.0624 9 8 8 -0.0090 -0.1124 9 8 9 -0.0005 0.0361 9 9 0 -0.0000 -0.0330 9 9 1 -0.0020 -0.0110 10 0 0 -0.0354 0.0005 10 0 1 -0.0000 -0.0055 10 0 2 0.0256 -0.0005 10 0 3 0.0001 0.0189 10 0 4 -0.0017 0.0004 10 0 5 -0.0002 -0.0377 10 0 6 -0.0240 -0.0003 10 0 7 0.0002 0.0605 10 0 8 0.0397 0.0002 10 0 9 -0.0002 -0.0813 10 0 10 -0.0414 -0.0001 10 0 11 0.0002 0.0933 10 0 12 0.0335 0.0001 10 0 13 -0.0001 -0.0922 10 0 14 -0.0237 -0.0000 10 0 15 0.0000 0.0788 10 1 0 0.1038 0.0002 10 1 1 0.0596 0.0148 10 1 2 -0.0971 -0.0064 10 1 3 -0.0548 -0.0390 10 1 4 0.0796 0.0107 10 1 5 0.0466 0.0503 10 1 6 -0.0585 -0.0125 10 1 7 -0.0375 -0.0498 10 1 8 0.0406 0.0127 10 1 9 0.0296 0.0452 10 1 10 -0.0297 -0.0129 10 1 11 -0.0243 -0.0449 10 1 12 0.0243 0.0137 10 1 13 0.0216 0.0513 10 1 14 -0.0200 -0.0147 10 1 15 -0.0203 -0.0594 10 2 0 0.0068 -0.0003 10 2 1 -0.0420 -0.0013 10 2 2 -0.0006 -0.0203 10 2 3 0.0364 0.0009 10 2 4 -0.0138 0.0362 10 2 5 -0.0281 0.0079 10 2 6 0.0276 -0.0443 10 2 7 0.0206 -0.0246 10 2 8 -0.0328 0.0444 10 2 9 -0.0160 0.0437 10 2 10 0.0279 -0.0388 10 2 11 0.0134 -0.0578 10 2 12 -0.0180 0.0310 10 2 13 -0.0108 0.0616 10 2 14 0.0096 -0.0241 10 2 15 0.0069 -0.0546 10 3 0 -0.1889 -0.0001 10 3 1 -0.1022 -0.0025 10 3 2 0.1786 0.0119 10 3 3 0.0930 0.0058 10 3 4 -0.1512 -0.0204 10 3 5 -0.0779 -0.0052 10 3 6 0.1159 0.0250 10 3 7 0.0622 0.0031 10 3 8 -0.0825 -0.0278 10 3 9 -0.0505 -0.0050 10 3 10 0.0572 0.0320 10 3 11 0.0454 0.0146 10 3 12 -0.0401 -0.0383 10 3 13 -0.0458 -0.0305 10 3 14 0.0277 0.0439 10 3 15 0.0486 0.0460 10 4 0 0.0497 -0.0000 10 4 1 0.0740 0.0121 10 4 2 -0.0487 0.0198 10 4 3 -0.0689 -0.0314 10 4 4 0.0445 -0.0336 10 4 5 0.0616 0.0376 10 4 6 -0.0354 0.0383 10 4 7 -0.0555 -0.0295 10 4 8 0.0211 -0.0338 10 4 9 0.0516 0.0125 10 4 10 -0.0047 0.0240 10 4 11 -0.0474 0.0049 10 4 12 -0.0083 -0.0138 10 4 13 0.0397 -0.0160 10 4 14 0.0138 0.0077 10 5 0 0.2058 0.0000 10 5 1 0.0438 -0.0104 10 5 2 -0.1941 -0.0074 10 5 3 -0.0377 0.0293 10 5 4 0.1631 0.0136 10 5 5 0.0286 -0.0428 10 5 6 -0.1231 -0.0195 10 5 7 -0.0212 0.0471 10 5 8 0.0855 0.0275 10 5 9 0.0198 -0.0405 10 5 10 -0.0573 -0.0395 10 5 11 -0.0258 0.0240 10 5 12 0.0395 0.0539 10 6 0 -0.0935 0.0001 10 6 1 -0.0989 -0.0132 10 6 2 0.0878 -0.0104 10 6 3 0.0976 0.0341 10 6 4 -0.0718 0.0162 10 6 5 -0.0961 -0.0418 10 6 6 0.0490 -0.0151 10 6 7 0.0949 0.0349 10 6 8 -0.0243 0.0074 10 6 9 -0.0925 -0.0187 10 6 10 0.0031 0.0036 10 7 0 -0.1120 0.0000 10 7 1 -0.0075 0.0158 10 7 2 0.1034 0.0001 10 7 3 0.0040 -0.0440 10 7 4 -0.0814 -0.0017 10 7 5 0.0010 0.0630 10 7 6 0.0543 0.0065 10 7 7 -0.0043 -0.0698 10 7 8 -0.0314 -0.0163 10 7 9 0.0028 0.0647 10 8 0 0.1097 0.0000 11 0 1 -0.0002 -0.0990 11 0 2 0.0411 -0.0001 11 0 3 0.0002 0.0728 11 0 4 -0.0787 0.0002 11 0 5 -0.0001 -0.0321 11 0 6 0.1093 -0.0002 11 0 7 0.0001 -0.0065 11 0 8 -0.1295 0.0002 11 0 9 -0.0001 0.0304 11 0 10 0.1369 -0.0001 11 0 11 0.0000 -0.0373 11 0 12 -0.1305 0.0001 11 0 13 -0.0000 0.0327 11 1 0 -0.0001 -0.0726 11 1 1 -0.0027 0.0369 11 1 2 -0.0385 0.0693 11 1 3 0.0064 -0.0375 11 1 4 0.0632 -0.0602 11 1 5 -0.0079 0.0388 11 1 6 -0.0680 0.0483 11 1 7 0.0072 -0.0410 11 1 8 0.0573 -0.0365 11 1 9 -0.0057 0.0435 11 1 10 -0.0420 0.0272 11 1 11 0.0047 -0.0447 11 1 12 0.0318 -0.0212 11 1 13 -0.0047 0.0422 11 2 0 0.0001 0.0105 11 2 1 -0.0143 0.0963 11 2 2 -0.0224 -0.0075 11 2 3 0.0398 -0.0748 11 2 4 0.0444 0.0004 11 2 5 -0.0568 0.0416 11 2 6 -0.0651 0.0074 11 2 7 0.0633 -0.0103 11 2 8 0.0819 -0.0127 11 2 9 -0.0607 -0.0092 11 2 10 -0.0916 0.0143 11 2 11 0.0524 0.0153 11 2 12 0.0914 -0.0136 11 2 13 -0.0423 -0.0132 11 3 0 0.0002 0.1375 11 3 1 0.0059 -0.1376 11 3 2 0.0215 -0.1308 11 3 3 -0.0154 0.1274 11 3 4 -0.0344 0.1132 11 3 5 0.0199 -0.1100 11 3 6 0.0355 -0.0905 11 3 7 -0.0198 0.0902 11 3 8 -0.0285 0.0694 11 3 9 0.0183 -0.0719 11 3 10 0.0211 -0.0543 11 4 0 -0.0000 -0.0538 11 4 1 0.0149 -0.0693 11 4 2 -0.0103 0.0497 11 4 3 -0.0407 0.0590 11 4 4 0.0148 -0.0392 11 4 5 0.0566 -0.0435 11 4 6 -0.0106 0.0272 11 4 7 -0.0607 0.0299 11 4 8 -0.0008 -0.0178 11 4 9 0.0553 -0.0223 11 5 0 -0.0000 -0.0864 11 5 1 -0.0056 0.1833 11 5 2 0.0026 0.0817 11 5 3 0.0149 -0.1655 11 5 4 -0.0070 -0.0700 11 5 5 -0.0201 0.1356 11 5 6 0.0129 0.0560 11 5 7 0.0220 -0.1022 11 5 8 -0.0174 -0.0453 11 5 9 -0.0239 0.0728 11 6 0 -0.0001 0.0958 11 6 1 -0.0072 0.0025 11 6 2 0.0227 -0.0924 11 6 3 0.0188 -0.0034 11 6 4 -0.0370 0.0837 11 6 6 0.0386 -0.0733 11 6 7 0.0232 -0.0108 12 0 0 -0.1045 -0.0000 12 0 1 -0.0000 -0.0328 12 0 2 0.0913 0.0000 12 0 3 0.0001 0.0923 12 0 4 -0.0579 -0.0000 12 0 5 -0.0001 -0.1354 12 0 6 0.0187 0.0000 12 0 7 0.0001 0.1571 12 1 0 -0.0445 0.0003 12 1 1 0.0652 0.0139 12 1 2 0.0363 0.0003 12 1 3 -0.0578 -0.0351 12 1 4 -0.0146 -0.0019 12 1 5 0.0455 0.0396 12 1 6 -0.0133 0.0046 12 1 7 -0.0321 -0.0273 12 2 0 0.1252 0.0001 12 2 1 0.0340 0.0224 12 2 2 -0.1131 -0.0298 12 2 3 -0.0367 -0.0632 12 2 4 0.0823 0.0522 12 2 5 0.0401 0.0932 12 2 6 -0.0455 -0.0630 12 2 7 -0.0414 -0.1090 12 2 8 0.0157 0.0623 12 3 0 -0.0507 -0.0000 12 3 1 -0.1310 -0.0108 12 3 2 0.0524 0.0018 12 3 3 0.1155 0.0274 12 3 4 -0.0564 -0.0008 12 3 5 -0.0900 -0.0314 12 3 6 0.0606 -0.0036 12 3 7 0.0631 0.0228 12 4 1 0.0051 -0.0029 12 4 2 0.1242 0.0323 12 4 3 0.0012 0.0087 12 4 4 -0.1023 -0.0553 12 4 5 -0.0105 -0.0147 0 0 0 0.0 0.0 ; _shelx_fab_checksum 4104 _olex2_submission_special_instructions 'No special instructions were received' _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.719 _oxdiff_exptl_absorpt_empirical_full_min 0.730 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 O001 O 0.8915(2) 0.4455(3) 0.53856(12) 0.0655(7) Uani 1 1 d . . . . . O002 O 0.5969(3) 0.5084(3) 0.33616(13) 0.0725(8) Uani 1 1 d . . . . . O003 O 0.6208(3) 0.3051(3) 0.37407(14) 0.0822(9) Uani 1 1 d . . . . . O004 O 0.8523(3) 0.5072(3) 0.43601(15) 0.0890(10) Uani 1 1 d . . . . . C005 C 0.8137(3) 0.4638(3) 0.48683(17) 0.0553(8) Uani 1 1 d . . . . . C006 C 0.6011(3) 0.4189(4) 0.38399(17) 0.0575(8) Uani 1 1 d . . . . . C007 C 0.6753(3) 0.4190(4) 0.50130(17) 0.0576(8) Uani 1 1 d . . . . . H00A H 0.651924 0.445987 0.545722 0.069 Uiso 1 1 calc R U . . . H00B H 0.673000 0.323947 0.499992 0.069 Uiso 1 1 calc R U . . . C008 C 0.5705(3) 0.4728(3) 0.45290(16) 0.0516(8) Uani 1 1 d . . . . . C009 C 0.3310(3) 0.4652(4) 0.42551(16) 0.0569(8) Uani 1 1 d . . . . . C00A C 0.3877(3) 0.5972(3) 0.54333(17) 0.0569(8) Uani 1 1 d . . . . . C00B C 0.3985(3) 0.4599(3) 0.54060(16) 0.0559(8) Uani 1 1 d . . . . . C00C C 0.3210(3) 0.6015(4) 0.42885(17) 0.0602(9) Uani 1 1 d . . . . . C00D C 0.3566(4) 0.6568(5) 0.60253(19) 0.0720(10) Uani 1 1 d . . . . . H00D H 0.351316 0.747714 0.605114 0.086 Uiso 1 1 calc R U . . . C00E C 0.4323(3) 0.4106(3) 0.47236(16) 0.0521(8) Uani 1 1 d . . . . . H00E H 0.434919 0.314551 0.470791 0.063 Uiso 1 1 calc R U . . . C00F C 0.4139(4) 0.6623(4) 0.47803(17) 0.0597(9) Uani 1 1 d . . . . . H00F H 0.402653 0.757620 0.480545 0.072 Uiso 1 1 calc R U . . . C00G C 0.3762(4) 0.3844(4) 0.59587(17) 0.0637(9) Uani 1 1 d . . . . . H00G H 0.384007 0.293603 0.594006 0.076 Uiso 1 1 calc R U . . . C00H C 0.5572(3) 0.6238(3) 0.4580(2) 0.0601(9) Uani 1 1 d . . . . . H00C H 0.578724 0.663325 0.415757 0.072 Uiso 1 1 calc R U . . . H00H H 0.619087 0.656916 0.490569 0.072 Uiso 1 1 calc R U . . . C00I C 0.2512(4) 0.3940(5) 0.38279(18) 0.0696(11) Uani 1 1 d . . . . . H00I H 0.259846 0.303475 0.379333 0.084 Uiso 1 1 calc R U . . . C00J C 1.0309(4) 0.4743(4) 0.5302(2) 0.0768(11) Uani 1 1 d . . . . . H00J H 1.062131 0.434650 0.490129 0.115 Uiso 1 1 calc R U . . . H00K H 1.079618 0.439898 0.566987 0.115 Uiso 1 1 calc R U . . . H00L H 1.043223 0.567543 0.527868 0.115 Uiso 1 1 calc R U . . . C00K C 0.3415(5) 0.4468(5) 0.65481(19) 0.0804(12) Uani 1 1 d . . . . . H00M H 0.323847 0.396854 0.692189 0.096 Uiso 1 1 calc R U . . . C00L C 0.3332(5) 0.5808(5) 0.6582(2) 0.0838(12) Uani 1 1 d . . . . . H00N H 0.311716 0.621009 0.698031 0.101 Uiso 1 1 calc R U . . . C00M C 0.2298(5) 0.6663(5) 0.3890(2) 0.0807(12) Uani 1 1 d . . . . . H00O H 0.223750 0.757248 0.390396 0.097 Uiso 1 1 calc R U . . . C00N C 0.1577(5) 0.4615(7) 0.3451(2) 0.0968(17) Uani 1 1 d . . . . . H00P H 0.100312 0.414870 0.317957 0.116 Uiso 1 1 calc R U . . . C00O C 0.1491(5) 0.5963(6) 0.3476(2) 0.0949(15) Uani 1 1 d . . . . . H00Q H 0.088146 0.639957 0.321124 0.114 Uiso 1 1 calc R U . . . C00P C 0.6126(6) 0.4617(6) 0.2676(2) 0.1062(17) Uani 1 1 d . . . . . H00R H 0.632648 0.367771 0.265112 0.127 Uiso 1 1 calc R U . . . C00Q C 0.7120(11) 0.5410(16) 0.2368(5) 0.233(6) Uani 1 1 d . . . . . H00S H 0.717805 0.507763 0.192023 0.280 Uiso 1 1 calc R U . . . H00T H 0.671866 0.627111 0.233147 0.280 Uiso 1 1 calc R U . . . C00R C 0.8202(13) 0.5615(16) 0.2518(5) 0.230(6) Uani 1 1 d . . . . . H00U H 0.875347 0.560767 0.213192 0.346 Uiso 1 1 calc R U . . . H00V H 0.849702 0.494955 0.281957 0.346 Uiso 1 1 calc R U . . . H00W H 0.825755 0.645730 0.272762 0.346 Uiso 1 1 calc R U . . . C1 C 0.4907(11) 0.4956(19) 0.2339(4) 0.339(13) Uani 1 1 d . . . . . H1A H 0.416644 0.462674 0.258526 0.509 Uiso 1 1 calc R U . . . H1B H 0.490689 0.457437 0.190556 0.509 Uiso 1 1 calc R U . . . H1C H 0.484024 0.589244 0.230241 0.509 Uiso 1 1 calc R U . . . 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 O001 0.0432(12) 0.0808(16) 0.0726(14) 0.0054(13) -0.0069(11) -0.0028(12) O002 0.0684(17) 0.0826(17) 0.0666(14) 0.0141(13) 0.0044(13) 0.0030(14) O003 0.098(2) 0.0691(17) 0.0796(17) -0.0017(13) 0.0165(16) 0.0167(16) O004 0.0488(15) 0.132(3) 0.0862(19) 0.0356(18) -0.0016(14) -0.0136(16) C005 0.0434(17) 0.0526(18) 0.070(2) 0.0066(17) -0.0005(15) 0.0034(15) C006 0.0420(17) 0.062(2) 0.068(2) 0.0089(17) 0.0008(16) 0.0034(16) C007 0.0421(17) 0.064(2) 0.0664(19) 0.0121(16) -0.0031(14) -0.0036(15) C008 0.0362(15) 0.0515(17) 0.0672(19) 0.0082(15) 0.0003(13) -0.0009(13) C009 0.0363(15) 0.077(2) 0.0570(17) -0.0033(18) 0.0052(13) -0.0027(16) C00A 0.0404(17) 0.064(2) 0.0662(19) -0.0045(16) -0.0038(15) -0.0025(15) C00B 0.0372(15) 0.068(2) 0.0625(18) 0.0012(17) -0.0019(14) -0.0060(15) C00C 0.0461(19) 0.076(3) 0.0582(18) 0.0049(17) 0.0054(16) 0.0112(17) C00D 0.063(2) 0.079(3) 0.073(2) -0.015(2) -0.003(2) 0.001(2) C00E 0.0420(17) 0.0525(17) 0.0619(19) -0.0002(14) 0.0004(14) -0.0059(13) C00F 0.053(2) 0.0529(18) 0.074(2) 0.0027(16) -0.0002(17) 0.0060(16) C00G 0.052(2) 0.071(2) 0.067(2) 0.0097(17) -0.0057(17) -0.0138(17) C00H 0.0485(19) 0.0531(19) 0.079(2) 0.0051(17) 0.0024(17) -0.0055(15) C00I 0.052(2) 0.100(3) 0.0567(19) -0.0111(19) 0.0048(17) -0.012(2) C00J 0.0401(19) 0.088(3) 0.102(3) 0.002(2) -0.0069(18) -0.0038(19) C00K 0.071(2) 0.114(4) 0.056(2) 0.007(2) 0.0014(18) -0.011(3) C00L 0.082(3) 0.106(3) 0.063(2) -0.017(2) -0.001(2) -0.001(3) C00M 0.071(3) 0.107(3) 0.064(2) 0.007(2) 0.003(2) 0.029(2) C00N 0.054(2) 0.182(6) 0.055(2) -0.016(3) -0.0084(17) -0.003(3) C00O 0.074(3) 0.147(5) 0.063(2) 0.008(3) -0.004(2) 0.032(3) C00P 0.117(4) 0.129(4) 0.072(3) 0.025(3) 0.013(3) -0.006(4) C00Q 0.152(9) 0.387(17) 0.162(8) -0.053(10) 0.093(8) -0.083(11) C00R 0.157(9) 0.373(15) 0.161(8) -0.026(10) -0.007(8) -0.078(11) C1 0.152(8) 0.79(4) 0.076(5) 0.025(11) -0.022(5) 0.044(17) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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 C005 O001 C00J 117.1(3) . . ? C006 O002 C00P 117.3(3) . . ? O001 C005 C007 110.8(3) . . ? O004 C005 O001 123.0(3) . . ? O004 C005 C007 126.2(3) . . ? O002 C006 C008 114.2(3) . . ? O003 C006 O002 123.3(4) . . ? O003 C006 C008 122.4(3) . . ? C005 C007 H00A 108.8 . . ? C005 C007 H00B 108.8 . . ? C005 C007 C008 114.0(3) . . ? H00A C007 H00B 107.7 . . ? C008 C007 H00A 108.8 . . ? C008 C007 H00B 108.8 . . ? C006 C008 C007 108.2(3) . . ? C006 C008 C00E 105.1(3) . . ? C006 C008 C00H 115.8(3) . . ? C007 C008 C00E 107.7(3) . . ? C007 C008 C00H 111.8(3) . . ? C00H C008 C00E 107.8(3) . . ? C00C C009 C00E 112.8(3) . . ? C00I C009 C00C 120.7(3) . . ? C00I C009 C00E 126.5(4) . . ? C00B C00A C00F 113.1(3) . . ? C00D C00A C00B 119.4(3) . . ? C00D C00A C00F 127.6(3) . . ? C00A C00B C00E 112.7(3) . . ? C00G C00B C00A 120.8(3) . . ? C00G C00B C00E 126.5(3) . . ? C009 C00C C00F 113.5(3) . . ? C00M C00C C009 119.5(4) . . ? C00M C00C C00F 127.0(4) . . ? C00A C00D H00D 120.1 . . ? C00A C00D C00L 119.9(4) . . ? C00L C00D H00D 120.1 . . ? C008 C00E H00E 111.6 . . ? C009 C00E C008 107.1(3) . . ? C009 C00E C00B 107.5(3) . . ? C009 C00E H00E 111.6 . . ? C00B C00E C008 107.1(3) . . ? C00B C00E H00E 111.6 . . ? C00A C00F H00F 111.8 . . ? C00A C00F C00H 106.4(3) . . ? C00C C00F C00A 106.9(3) . . ? C00C C00F H00F 111.8 . . ? C00C C00F C00H 107.7(3) . . ? C00H C00F H00F 111.8 . . ? C00B C00G H00G 120.6 . . ? C00B C00G C00K 118.7(4) . . ? C00K C00G H00G 120.6 . . ? C008 C00H C00F 110.4(3) . . ? C008 C00H H00C 109.6 . . ? C008 C00H H00H 109.6 . . ? C00F C00H H00C 109.6 . . ? C00F C00H H00H 109.6 . . ? H00C C00H H00H 108.1 . . ? C009 C00I H00I 120.8 . . ? C009 C00I C00N 118.4(5) . . ? C00N C00I H00I 120.8 . . ? O001 C00J H00J 109.5 . . ? O001 C00J H00K 109.5 . . ? O001 C00J H00L 109.5 . . ? H00J C00J H00K 109.5 . . ? H00J C00J H00L 109.5 . . ? H00K C00J H00L 109.5 . . ? C00G C00K H00M 119.6 . . ? C00L C00K C00G 120.9(4) . . ? C00L C00K H00M 119.6 . . ? C00D C00L H00N 119.8 . . ? C00K C00L C00D 120.3(4) . . ? C00K C00L H00N 119.8 . . ? C00C C00M H00O 120.0 . . ? C00O C00M C00C 120.1(5) . . ? C00O C00M H00O 120.0 . . ? C00I C00N H00P 119.5 . . ? C00O C00N C00I 121.0(5) . . ? C00O C00N H00P 119.5 . . ? C00M C00O C00N 120.3(4) . . ? C00M C00O H00Q 119.8 . . ? C00N C00O H00Q 119.8 . . ? O002 C00P H00R 112.7 . . ? C00Q C00P O002 107.6(6) . . ? C00Q C00P H00R 112.7 . . ? C00Q C00P C1 104.8(8) . . ? C1 C00P O002 105.9(6) . . ? C1 C00P H00R 112.7 . . ? C00P C00Q H00S 104.6 . . ? C00P C00Q H00T 104.6 . . ? H00S C00Q H00T 105.7 . . ? C00R C00Q C00P 130.7(16) . . ? C00R C00Q H00S 104.6 . . ? C00R C00Q H00T 104.6 . . ? C00Q C00R H00U 109.5 . . ? C00Q C00R H00V 109.5 . . ? C00Q C00R H00W 109.5 . . ? H00U C00R H00V 109.5 . . ? H00U C00R H00W 109.5 . . ? H00V C00R H00W 109.5 . . ? C00P C1 H1A 109.5 . . ? C00P C1 H1B 109.5 . . ? C00P C1 H1C 109.5 . . ? H1A C1 H1B 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 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 O001 C005 1.324(4) . ? O001 C00J 1.448(4) . ? O002 C006 1.332(4) . ? O002 C00P 1.478(6) . ? O003 C006 1.194(4) . ? O004 C005 1.186(4) . ? C005 C007 1.500(5) . ? C006 C008 1.532(5) . ? C007 H00A 0.9700 . ? C007 H00B 0.9700 . ? C007 C008 1.543(4) . ? C008 C00E 1.583(4) . ? C008 C00H 1.550(5) . ? C009 C00C 1.395(5) . ? C009 C00E 1.503(5) . ? C009 C00I 1.388(5) . ? C00A C00B 1.406(5) . ? C00A C00D 1.381(5) . ? C00A C00F 1.503(5) . ? C00B C00E 1.510(5) . ? C00B C00G 1.377(5) . ? C00C C00F 1.502(5) . ? C00C C00M 1.392(5) . ? C00D H00D 0.9300 . ? C00D C00L 1.389(6) . ? C00E H00E 0.9800 . ? C00F H00F 0.9800 . ? C00F C00H 1.554(5) . ? C00G H00G 0.9300 . ? C00G C00K 1.398(6) . ? C00H H00C 0.9700 . ? C00H H00H 0.9700 . ? C00I H00I 0.9300 . ? C00I C00N 1.396(7) . ? C00J H00J 0.9600 . ? C00J H00K 0.9600 . ? C00J H00L 0.9600 . ? C00K H00M 0.9300 . ? C00K C00L 1.370(7) . ? C00L H00N 0.9300 . ? C00M H00O 0.9300 . ? C00M C00O 1.370(7) . ? C00N H00P 0.9300 . ? C00N C00O 1.378(7) . ? C00O H00Q 0.9300 . ? C00P H00R 0.9800 . ? C00P C00Q 1.432(12) . ? C00P C1 1.450(11) . ? C00Q H00S 0.9700 . ? C00Q H00T 0.9700 . ? C00Q C00R 1.154(13) . ? C00R H00U 0.9600 . ? C00R H00V 0.9600 . ? C00R H00W 0.9600 . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O001 C005 C007 C008 162.9(3) . . . . ? O002 C006 C008 C007 -133.8(3) . . . . ? O002 C006 C008 C00E 111.3(3) . . . . ? O002 C006 C008 C00H -7.5(4) . . . . ? O002 C00P C00Q C00R 56.3(19) . . . . ? O003 C006 C008 C007 49.6(4) . . . . ? O003 C006 C008 C00E -65.3(4) . . . . ? O003 C006 C008 C00H 175.9(3) . . . . ? O004 C005 C007 C008 -18.9(6) . . . . ? C005 C007 C008 C006 63.7(4) . . . . ? C005 C007 C008 C00E 176.9(3) . . . . ? C005 C007 C008 C00H -64.9(4) . . . . ? C006 O002 C00P C00Q -129.8(8) . . . . ? C006 O002 C00P C1 118.5(9) . . . . ? C006 C008 C00E C009 -65.6(3) . . . . ? C006 C008 C00E C00B 179.4(3) . . . . ? C006 C008 C00H C00F 115.7(3) . . . . ? C007 C008 C00E C009 179.2(3) . . . . ? C007 C008 C00E C00B 64.1(3) . . . . ? C007 C008 C00H C00F -119.8(3) . . . . ? C009 C00C C00F C00A -55.2(4) . . . . ? C009 C00C C00F C00H 58.8(4) . . . . ? C009 C00C C00M C00O 1.1(6) . . . . ? C009 C00I C00N C00O 3.3(6) . . . . ? C00A C00B C00E C008 60.5(3) . . . . ? C00A C00B C00E C009 -54.3(4) . . . . ? C00A C00B C00G C00K 0.5(6) . . . . ? C00A C00D C00L C00K 0.4(7) . . . . ? C00A C00F C00H C008 58.9(4) . . . . ? C00B C00A C00D C00L -1.6(6) . . . . ? C00B C00A C00F C00C 55.1(4) . . . . ? C00B C00A C00F C00H -59.7(4) . . . . ? C00B C00G C00K C00L -1.7(7) . . . . ? C00C C009 C00E C008 -60.2(3) . . . . ? C00C C009 C00E C00B 54.6(4) . . . . ? C00C C009 C00I C00N -2.3(5) . . . . ? C00C C00F C00H C008 -55.4(4) . . . . ? C00C C00M C00O C00N -0.1(7) . . . . ? C00D C00A C00B C00E 179.7(3) . . . . ? C00D C00A C00B C00G 1.1(5) . . . . ? C00D C00A C00F C00C -125.3(4) . . . . ? C00D C00A C00F C00H 119.8(4) . . . . ? C00E C008 C00H C00F -1.7(4) . . . . ? C00E C009 C00C C00F 0.3(4) . . . . ? C00E C009 C00C C00M -179.1(3) . . . . ? C00E C009 C00I C00N 176.8(3) . . . . ? C00E C00B C00G C00K -177.9(3) . . . . ? C00F C00A C00B C00E -0.7(4) . . . . ? C00F C00A C00B C00G -179.3(3) . . . . ? C00F C00A C00D C00L 178.9(4) . . . . ? C00F C00C C00M C00O -178.2(4) . . . . ? C00G C00B C00E C008 -121.0(4) . . . . ? C00G C00B C00E C009 124.2(4) . . . . ? C00G C00K C00L C00D 1.3(7) . . . . ? C00H C008 C00E C009 58.5(4) . . . . ? C00H C008 C00E C00B -56.6(3) . . . . ? C00I C009 C00C C00F 179.5(3) . . . . ? C00I C009 C00C C00M 0.1(5) . . . . ? C00I C009 C00E C008 120.6(4) . . . . ? C00I C009 C00E C00B -124.6(3) . . . . ? C00I C00N C00O C00M -2.1(7) . . . . ? C00J O001 C005 O004 -3.2(5) . . . . ? C00J O001 C005 C007 175.1(3) . . . . ? C00M C00C C00F C00A 124.1(4) . . . . ? C00M C00C C00F C00H -121.9(4) . . . . ? C00P O002 C006 O003 2.3(6) . . . . ? C00P O002 C006 C008 -174.3(4) . . . . ? C1 C00P C00Q C00R 168.7(18) . . . . ? loop_ _smtbx_masks_void_nr _smtbx_masks_void_average_x _smtbx_masks_void_average_y _smtbx_masks_void_average_z _smtbx_masks_void_volume _smtbx_masks_void_count_electrons _smtbx_masks_void_content 1 -0.056 0.278 0.269 7.1 0.6 ? 2 0.056 0.778 0.231 7.1 0.6 ? 3 0.444 0.222 0.731 7.1 0.6 ? 4 0.556 0.722 0.769 7.1 0.6 ?