#------------------------------------------------------------------------------ #$Date: 2021-09-06 15:31:10 +0300 (Mon, 06 Sep 2021) $ #$Revision: 268946 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/15/81/7158171.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_7158171 loop_ _publ_author_name 'Fan, Tao' 'Liu, Yan' 'Jiang, Caina' 'Xu, Yanli' 'Chen, Yanyan' _publ_section_title ; A metal-free radical cascade reaction of phosphine oxides with 2-aryloxy phenylacetylenes to synthesize diphosphonyl xanthene derivatives. ; _journal_issue 30 _journal_name_full 'Organic & biomolecular chemistry' _journal_page_first 6609 _journal_page_last 6612 _journal_paper_doi 10.1039/d1ob01045j _journal_volume 19 _journal_year 2021 _chemical_formula_moiety 'C39 H32 O3 P2' _chemical_formula_sum 'C39 H32 O3 P2' _chemical_formula_weight 610.58 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2020-09-01 _audit_creation_method ; Olex2 1.3-alpha (compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145) ; _audit_update_record ; 2021-04-21 deposited with the CCDC. 2021-07-07 downloaded from the CCDC. ; _cell_angle_alpha 95.672(7) _cell_angle_beta 91.026(7) _cell_angle_gamma 113.558(8) _cell_formula_units_Z 2 _cell_length_a 10.8036(9) _cell_length_b 11.4967(9) _cell_length_c 15.6103(14) _cell_measurement_reflns_used 4094 _cell_measurement_temperature 149.99(10) _cell_measurement_theta_max 26.2840 _cell_measurement_theta_min 2.3680 _cell_volume 1765.1(3) _computing_cell_refinement 'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)' _computing_molecular_graphics 'Olex2 1.3-alpha (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.3-alpha (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2018/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_environment N~2~ _diffrn_ambient_temperature 149.99(10) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 5.2684 _diffrn_detector_type AtlasS2 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _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 -39.00 59.00 1.00 5.00 -- -11.27 57.00 30.00 98 2 \w 59.00 86.00 1.00 5.00 -- 11.90 178.00-120.00 27 3 \w -81.00 14.00 1.00 5.00 -- -11.27 -57.00-120.00 95 4 \w -77.00 20.00 1.00 5.00 -- -11.27 -77.00 120.00 97 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, AtlasS2' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0489421000 _diffrn_orient_matrix_UB_12 -0.0349591000 _diffrn_orient_matrix_UB_13 0.0278559000 _diffrn_orient_matrix_UB_21 -0.0523150000 _diffrn_orient_matrix_UB_22 -0.0000750000 _diffrn_orient_matrix_UB_23 -0.0281444000 _diffrn_orient_matrix_UB_31 -0.0042589000 _diffrn_orient_matrix_UB_32 -0.0580455000 _diffrn_orient_matrix_UB_33 -0.0229173000 _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 0.0477 _diffrn_reflns_av_unetI/netI 0.0783 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 12566 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 24.997 _diffrn_reflns_theta_max 24.997 _diffrn_reflns_theta_min 1.945 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'SuperNova (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 0.157 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.45077 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.149 _exptl_crystal_description block _exptl_crystal_F_000 640 _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _refine_diff_density_max 1.046 _refine_diff_density_min -0.498 _refine_diff_density_rms 0.073 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 398 _refine_ls_number_reflns 6213 _refine_ls_number_restraints 7 _refine_ls_restrained_S_all 1.045 _refine_ls_R_factor_all 0.1062 _refine_ls_R_factor_gt 0.0787 _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^)+(0.1008P)^2^+1.4600P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1988 _refine_ls_wR_factor_ref 0.2200 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4305 _reflns_number_total 6213 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1ob01045j2.cif _cod_data_source_block f-214 _cod_depositor_comments 'Adding full bibliography for 7158171.cif.' _cod_database_code 7158171 _shelx_shelxl_version_number 2018/3 _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 0.988 _shelx_estimated_absorpt_t_min 0.980 _reflns_odcompleteness_completeness 99.97 _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. Rigid bond restraints C11, C12 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01 3. Uiso/Uaniso restraints and constraints C11 \\sim C12: within 2A with sigma of 0.002 and sigma for terminal atoms of 0.004 within 2A 4.a Secondary CH2 refined with riding coordinates: C14(H14A,H14B) 4.b Aromatic/amide H refined with riding coordinates: C2(H2), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38) 4.c Idealised Me refined as rotating group: C01C(H01A,H01B,H01C) ; _smtbx_masks_void_probe_radius 1.2 _smtbx_masks_void_truncation_radius 1.2 _shelx_res_file ; TITL f-214_a.res in P-1 f-214.res created by SHELXL-2018/3 at 18:34:34 on 01-Sep-2020 REM Old TITL F-214 in P-1 REM SHELXT solution in P-1: R1 0.320, Rweak 0.041, Alpha 0.102 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C37 N4 O4 P3 CELL 0.71073 10.8036 11.4967 15.6103 95.672 91.026 113.558 ZERR 2 0.0009 0.0009 0.0014 0.007 0.007 0.008 LATT 1 SFAC C H O P UNIT 78 64 6 4 SIMU 0.002 0.004 2 C11 C12 DELU C11 C12 L.S. 20 PLAN 10 SIZE 0.08 0.11 0.13 CONF BOND list 4 ABIN MORE -1 BOND $H fmap 2 53 acta OMIT -3 50 OMIT 0 1 1 OMIT 1 -6 3 REM REM REM WGHT 0.100800 1.460000 FVAR 0.56515 P1 4 0.537458 0.435210 0.662804 11.00000 0.04114 0.03690 = 0.03377 0.00217 0.00204 0.02524 P2 4 0.324953 0.700733 0.685638 11.00000 0.03804 0.03412 = 0.03681 0.00123 0.00343 0.02125 O1 3 0.617526 0.496734 0.591234 11.00000 0.04200 0.04160 = 0.04288 0.00712 0.00553 0.02144 O2 3 0.272433 0.686025 0.772440 11.00000 0.05544 0.04505 = 0.03983 0.00442 0.00853 0.02929 O3 3 0.484823 0.590712 0.906515 11.00000 0.19498 0.08710 = 0.03596 -0.01121 -0.01636 0.09067 C1 1 0.348935 0.463720 0.777018 11.00000 0.07620 0.05065 = 0.04466 0.01424 0.02047 0.04959 C01C 1 0.016786 0.195940 0.771931 11.00000 0.08255 0.13856 = 0.18914 0.04660 0.03415 0.03546 AFIX 137 H01A 2 -0.019172 0.216290 0.721576 11.00000 -1.50000 H01B 2 -0.046457 0.182409 0.816192 11.00000 -1.50000 H01C 2 0.031992 0.119751 0.757665 11.00000 -1.50000 AFIX 0 C2 1 0.227682 0.365234 0.746194 11.00000 0.07546 0.05271 = 0.06398 0.02785 0.03632 0.04058 AFIX 43 H2 2 0.208077 0.346800 0.686898 11.00000 -1.20000 AFIX 0 C3 1 0.134188 0.292899 0.800388 11.00000 0.07401 0.06788 = 0.10974 0.03745 0.05129 0.03812 C4 1 0.163599 0.322330 0.889244 11.00000 0.18548 0.12041 = 0.09285 0.06620 0.09961 0.11371 AFIX 43 H4 2 0.103967 0.273418 0.926841 11.00000 -1.20000 AFIX 0 C5 1 0.279046 0.422184 0.920885 11.00000 0.21533 0.09739 = 0.05717 0.03307 0.05343 0.10775 AFIX 43 H5 2 0.295752 0.443474 0.980242 11.00000 -1.20000 AFIX 0 C6 1 0.371685 0.492392 0.866829 11.00000 0.13122 0.07819 = 0.04045 0.01345 0.01919 0.07887 C7 1 0.577036 0.669138 0.855706 11.00000 0.12351 0.07822 = 0.05049 -0.01848 -0.03224 0.07328 C8 1 0.571787 0.652408 0.767788 11.00000 0.07266 0.05277 = 0.05205 -0.01814 -0.02209 0.04777 C9 1 0.453447 0.536086 0.717304 11.00000 0.05228 0.04459 = 0.02942 0.00562 0.00387 0.03238 C10 1 0.674364 0.736637 0.724818 11.00000 0.05301 0.05010 = 0.08535 -0.01534 -0.02098 0.03030 AFIX 43 H10 2 0.669910 0.724309 0.664869 11.00000 -1.20000 AFIX 0 C11 1 0.786922 0.841836 0.768759 11.00000 0.11895 0.08033 = 0.14559 -0.05722 -0.07908 0.07436 AFIX 43 H11 2 0.856839 0.897716 0.740072 11.00000 -1.20000 AFIX 0 C12 1 0.782945 0.853498 0.858160 11.00000 0.12187 0.08132 = 0.14794 -0.05635 -0.08071 0.06903 AFIX 43 H12 2 0.853163 0.921518 0.889633 11.00000 -1.20000 AFIX 0 C13 1 0.685728 0.774255 0.902323 11.00000 0.16044 0.08711 = 0.07544 -0.03204 -0.06256 0.07860 AFIX 43 H13 2 0.689096 0.787570 0.962215 11.00000 -1.20000 AFIX 0 C14 1 0.388222 0.581127 0.644527 11.00000 0.03672 0.04248 = 0.03330 -0.00049 0.00027 0.02383 AFIX 23 H14A 2 0.313934 0.507730 0.614671 11.00000 -1.20000 H14B 2 0.454972 0.616969 0.603054 11.00000 -1.20000 AFIX 0 C15 1 0.459605 0.858258 0.683157 11.00000 0.03371 0.03687 = 0.04633 0.00111 -0.00190 0.02103 C16 1 0.511880 0.906216 0.606840 11.00000 0.04697 0.04041 = 0.05699 0.00419 -0.00012 0.02146 AFIX 43 H16 2 0.477882 0.856289 0.554290 11.00000 -1.20000 AFIX 0 C17 1 0.613149 1.026529 0.608443 11.00000 0.04612 0.04049 = 0.07168 0.01862 0.01219 0.01761 AFIX 43 H17 2 0.647177 1.058356 0.557385 11.00000 -1.20000 AFIX 0 C18 1 0.663774 1.099675 0.687246 11.00000 0.04474 0.03038 = 0.09492 -0.00060 -0.00295 0.01610 AFIX 43 H18 2 0.731815 1.181289 0.688781 11.00000 -1.20000 AFIX 0 C19 1 0.615250 1.053666 0.762395 11.00000 0.05981 0.04405 = 0.06815 -0.01106 -0.00973 0.02674 AFIX 43 H19 2 0.651144 1.103406 0.814773 11.00000 -1.20000 AFIX 0 C20 1 0.511594 0.931832 0.761059 11.00000 0.04498 0.03570 = 0.05213 -0.00006 0.00237 0.02211 AFIX 43 H20 2 0.477949 0.900638 0.812354 11.00000 -1.20000 AFIX 0 C21 1 0.195144 0.686443 0.605344 11.00000 0.03445 0.03212 = 0.04072 0.00476 0.00343 0.01707 C22 1 0.203025 0.662170 0.516750 11.00000 0.03900 0.04011 = 0.04493 0.00151 -0.00046 0.02185 AFIX 43 H22 2 0.277004 0.649228 0.495585 11.00000 -1.20000 AFIX 0 C23 1 0.099827 0.657414 0.460256 11.00000 0.04752 0.04169 = 0.04264 -0.00048 -0.00786 0.02204 AFIX 43 H23 2 0.106588 0.645064 0.401034 11.00000 -1.20000 AFIX 0 C24 1 -0.012839 0.671012 0.491953 11.00000 0.04324 0.04601 = 0.06327 0.00345 -0.01475 0.01837 AFIX 43 H24 2 -0.082112 0.666671 0.453839 11.00000 -1.20000 AFIX 0 C25 1 -0.023542 0.691008 0.579783 11.00000 0.03873 0.05334 = 0.06888 0.01275 0.00636 0.02678 AFIX 43 H25 2 -0.100630 0.697936 0.600768 11.00000 -1.20000 AFIX 0 C26 1 0.081110 0.700644 0.636251 11.00000 0.03899 0.03884 = 0.04836 0.00486 0.00766 0.01904 AFIX 43 H26 2 0.075375 0.716720 0.695290 11.00000 -1.20000 AFIX 0 C27 1 0.406866 0.281244 0.623040 11.00000 0.03790 0.03823 = 0.03701 0.00257 0.00453 0.02254 C28 1 0.340403 0.273100 0.543800 11.00000 0.04488 0.04010 = 0.03845 0.00317 0.00561 0.02433 AFIX 43 H28 2 0.366534 0.343549 0.513058 11.00000 -1.20000 AFIX 0 C29 1 0.234573 0.158704 0.510986 11.00000 0.05014 0.05129 = 0.04699 -0.00396 -0.01047 0.02487 AFIX 43 H29 2 0.189122 0.153656 0.458671 11.00000 -1.20000 AFIX 0 C30 1 0.196431 0.052637 0.555376 11.00000 0.04637 0.03703 = 0.06882 -0.00131 0.00361 0.00931 AFIX 43 H30 2 0.125142 -0.022927 0.533069 11.00000 -1.20000 AFIX 0 C31 1 0.264340 0.058690 0.633201 11.00000 0.05899 0.03726 = 0.06785 0.00811 0.00621 0.02281 AFIX 43 H31 2 0.239499 -0.012639 0.663004 11.00000 -1.20000 AFIX 0 C32 1 0.369591 0.172387 0.665871 11.00000 0.04433 0.04484 = 0.04978 0.00866 0.00229 0.02397 AFIX 43 H32 2 0.416345 0.176215 0.717405 11.00000 -1.20000 AFIX 0 C33 1 0.641986 0.417437 0.748733 11.00000 0.05213 0.03728 = 0.03840 -0.00179 -0.00177 0.02912 C34 1 0.779458 0.464919 0.736289 11.00000 0.05234 0.04423 = 0.05544 -0.00167 -0.00505 0.02741 AFIX 43 H34 2 0.812071 0.500778 0.686125 11.00000 -1.20000 AFIX 0 C35 1 0.868204 0.458385 0.799637 11.00000 0.06400 0.06247 = 0.07758 -0.01007 -0.02389 0.03501 AFIX 43 H35 2 0.960157 0.488767 0.790815 11.00000 -1.20000 AFIX 0 C36 1 0.823291 0.408852 0.873478 11.00000 0.09065 0.07114 = 0.06718 -0.01714 -0.03480 0.05280 AFIX 43 H36 2 0.884287 0.406681 0.915441 11.00000 -1.20000 AFIX 0 C37 1 0.688832 0.362052 0.886641 11.00000 0.11663 0.06008 = 0.04004 -0.00384 -0.01387 0.05986 AFIX 43 H37 2 0.658882 0.327680 0.937680 11.00000 -1.20000 AFIX 0 C38 1 0.593477 0.364604 0.824174 11.00000 0.07584 0.04732 = 0.04056 -0.00182 -0.00252 0.03990 AFIX 43 H38 2 0.501547 0.332082 0.833241 11.00000 -1.20000 AFIX 0 HKLF 4 REM f-214_a.res in P-1 REM wR2 = 0.2200, GooF = S = 1.044, Restrained GooF = 1.045 for all data REM R1 = 0.0787 for 4305 Fo > 4sig(Fo) and 0.1062 for all 6213 data REM 398 parameters refined using 7 restraints END WGHT 0.1042 1.4749 REM Highest difference peak 1.046, deepest hole -0.498, 1-sigma level 0.073 Q1 1 0.2144 0.0032 0.8647 11.00000 0.05 0.67 Q2 1 -0.0437 0.2236 1.0814 11.00000 0.05 0.43 Q3 1 0.7125 1.1083 0.9985 11.00000 0.05 0.36 Q4 1 0.3758 0.9203 0.9848 11.00000 0.05 0.36 Q5 1 0.2606 0.7437 0.6544 11.00000 0.05 0.34 Q6 1 0.6005 0.7034 0.9307 11.00000 0.05 0.34 Q7 1 -0.0399 0.0110 0.7984 11.00000 0.05 0.26 Q8 1 0.6749 0.8027 0.8777 11.00000 0.05 0.26 Q9 1 0.5627 0.3574 0.6882 11.00000 0.05 0.26 Q10 1 0.5584 0.5369 0.6987 11.00000 0.05 0.25 ; _shelx_res_checksum 49040 _shelx_fab_file ; -12 1 1 0.0795 0.0069 -12 1 2 0.3680 0.0004 -12 1 3 0.5303 -0.0029 -12 2 1 1.5569 -0.0102 -12 2 2 2.1300 -0.0099 -12 2 3 1.5832 -0.0065 -12 2 4 -0.3024 -0.0036 -12 2 5 -2.5859 -0.0018 -12 3 1 2.7359 -0.0004 -12 3 2 2.5917 0.0053 -12 3 3 1.1025 0.0067 -12 3 4 -0.9168 0.0040 -12 3 5 -2.2021 0.0024 -12 3 6 -2.1308 0.0032 -12 4 1 0.9211 0.0139 -12 4 2 0.6954 0.0115 -12 4 3 0.5267 0.0049 -12 4 4 0.4565 -0.0003 -12 4 5 0.4160 -0.0015 -12 4 6 0.1771 -0.0021 -12 5 1 -1.4473 -0.0047 -12 5 2 0.1017 -0.0097 -12 5 3 1.7263 -0.0102 -12 5 4 2.0950 -0.0061 -12 5 5 1.0699 -0.0029 -12 5 6 -0.4218 -0.0032 -12 6 1 -0.8805 -0.0107 -12 6 2 1.0900 -0.0054 -12 6 3 2.1204 0.0015 -12 6 4 1.2448 0.0053 -12 6 5 -0.6508 0.0046 -12 6 6 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0.2441 0.0039 1 4 15 0.7698 0.0041 1 4 16 0.5066 0.0034 1 5 0 5.6938 0.0025 1 5 1 11.2329 0.0127 1 5 2 11.1604 0.0158 1 5 3 5.9297 0.0131 1 5 4 0.0240 0.0084 1 5 5 -2.9722 0.0024 1 5 6 -2.1401 -0.0049 1 5 7 1.3658 -0.0100 1 5 8 4.9854 -0.0089 1 5 9 6.0508 -0.0036 1 5 10 3.8161 0.0006 1 5 11 0.2049 0.0015 1 5 12 -1.9708 0.0011 1 5 13 -1.6834 0.0009 1 5 14 -0.3325 0.0001 1 5 15 0.2475 -0.0012 1 6 0 -4.2010 0.0267 1 6 1 0.6238 0.0139 1 6 2 2.5463 0.0015 1 6 3 1.7032 -0.0054 1 6 4 -0.3959 -0.0077 1 6 5 -2.4532 -0.0086 1 6 6 -3.0808 -0.0081 1 6 7 -1.7947 -0.0039 1 6 8 -0.0771 0.0021 1 6 9 0.1763 0.0045 1 6 10 -1.1185 0.0025 1 6 11 -2.3807 -0.0007 1 6 12 -2.2570 -0.0021 1 6 13 -0.8990 -0.0021 1 6 14 0.3699 -0.0025 1 7 0 -6.5984 -0.0244 1 7 1 -0.6704 -0.0268 1 7 2 2.7528 -0.0200 1 7 3 3.0028 -0.0092 1 7 4 0.4320 -0.0007 1 7 5 -3.1693 0.0035 1 7 6 -5.0836 0.0058 1 7 7 -4.4136 0.0069 1 7 8 -2.7658 0.0045 1 7 9 -1.7281 -0.0007 1 7 10 -1.3698 -0.0044 1 7 11 -1.2018 -0.0046 1 7 12 -0.9843 -0.0025 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-0.0067 2 -12 0 -0.6598 -0.0185 2 -12 1 -0.1272 -0.0137 2 -12 2 0.5163 -0.0077 2 -12 3 0.9700 -0.0025 2 -12 4 0.2472 0.0023 2 -12 5 -2.1411 0.0055 2 -12 6 -4.4106 0.0057 2 -12 7 -3.7989 0.0044 2 -12 8 -0.1994 0.0037 2 -12 9 3.2405 0.0037 2 -11 0 -3.1829 0.0010 2 -11 1 -1.8634 0.0081 2 -11 2 0.0534 0.0089 2 -11 3 1.2293 0.0073 2 -11 4 0.3424 0.0060 2 -11 5 -2.4094 0.0042 2 -11 6 -4.5190 0.0011 2 -11 7 -3.3409 -0.0012 2 -11 8 0.6658 -0.0011 2 -11 9 4.1185 0.0001 2 -11 10 4.4180 0.0005 2 -11 11 2.0598 0.0002 2 -11 12 -0.8030 0.0004 2 -10 0 -6.2764 0.0193 2 -10 1 -2.9104 0.0119 2 -10 2 0.8742 0.0040 2 -10 3 2.8577 -0.0001 2 -10 4 1.9010 -0.0024 2 -10 5 -1.1800 -0.0057 2 -10 6 -3.7737 -0.0082 2 -10 7 -3.3687 -0.0078 2 -10 8 -0.1023 -0.0054 2 -10 9 3.1390 -0.0032 2 -10 10 3.7511 -0.0029 2 -10 11 1.7786 -0.0040 2 -10 12 -0.9465 -0.0048 2 -10 13 -2.5759 -0.0045 2 -9 0 -6.9998 -0.0102 2 -9 1 -2.2906 -0.0156 2 -9 2 2.1606 -0.0122 2 -9 3 3.5686 -0.0060 2 -9 4 1.1964 -0.0032 2 -9 5 -3.4481 -0.0022 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-11.6213 0.0067 2 -6 1 2.6144 -0.0086 2 -6 2 13.6568 -0.0173 2 -6 3 17.3828 -0.0180 2 -6 4 14.5995 -0.0133 2 -6 5 6.8021 -0.0074 2 -6 6 -2.3388 -0.0034 2 -6 7 -6.3941 -0.0017 2 -6 8 -2.5337 -0.0008 2 -6 9 4.6784 -0.0005 2 -6 10 8.8401 -0.0010 2 -6 11 7.9463 -0.0016 2 -6 12 3.9416 -0.0017 2 -6 13 -0.2170 -0.0017 2 -6 14 -2.0911 -0.0020 2 -6 15 -1.2257 -0.0019 2 -6 16 0.4522 -0.0014 2 -6 17 1.1852 -0.0008 2 -5 0 4.3888 -0.0379 2 -5 1 21.2580 -0.0239 2 -5 2 33.4617 -0.0060 2 -5 3 35.2118 0.0065 2 -5 4 26.3270 0.0105 2 -5 5 10.8701 0.0094 2 -5 6 -2.8270 0.0075 2 -5 7 -6.5920 0.0060 2 -5 8 -0.2001 0.0044 2 -5 9 8.6759 0.0024 2 -5 10 13.0385 0.0014 2 -5 11 11.6930 0.0021 2 -5 12 6.9117 0.0038 2 -5 13 1.5936 0.0047 2 -5 14 -1.4891 0.0042 2 -5 15 -1.2830 0.0026 2 -5 16 0.4432 0.0003 2 -5 17 1.3434 -0.0019 2 -4 0 24.1401 0.0046 2 -4 1 33.9037 0.0138 2 -4 2 39.2963 0.0168 2 -4 3 34.4142 0.0137 2 -4 4 20.2406 0.0076 2 -4 5 3.5103 0.0018 2 -4 6 -6.8438 -0.0018 2 -4 7 -5.8176 -0.0034 2 -4 8 3.3358 -0.0035 2 -4 9 12.5440 -0.0026 2 -4 10 16.1514 -0.0016 2 -4 11 13.4362 -0.0008 2 -4 12 6.6598 -0.0003 2 -4 13 -0.4075 -0.0003 2 -4 14 -3.9542 -0.0009 2 -4 15 -3.0736 -0.0018 2 -4 16 -0.5468 -0.0023 2 -4 17 0.6072 -0.0015 2 -4 18 0.2277 0.0007 2 -3 0 5.6212 0.0213 2 -3 1 7.2237 0.0061 2 -3 2 13.5083 -0.0061 2 -3 3 15.9204 -0.0109 2 -3 4 11.3373 -0.0111 2 -3 5 3.0377 -0.0096 2 -3 6 -2.5436 -0.0069 2 -3 7 -1.1967 -0.0029 2 -3 8 5.4815 0.0009 2 -3 9 11.9676 0.0023 2 -3 10 13.7119 0.0006 2 -3 11 9.8755 -0.0021 2 -3 12 2.9792 -0.0036 2 -3 13 -2.8710 -0.0032 2 -3 14 -4.6728 -0.0018 2 -3 15 -2.7330 -0.0001 2 -3 16 0.1210 0.0012 2 -3 17 1.5810 0.0018 2 -3 18 1.4821 0.0014 2 -2 0 -38.4497 -0.0237 2 -2 1 -26.3498 -0.0337 2 -2 2 -2.4673 -0.0295 2 -2 3 16.1118 -0.0173 2 -2 4 20.0361 -0.0058 2 -2 5 11.8397 0.0023 2 -2 6 1.2780 0.0074 2 -2 7 -3.3243 0.0086 2 -2 8 -0.9257 0.0059 2 -2 9 3.6444 0.0016 2 -2 10 5.5370 -0.0009 2 -2 11 3.6126 -0.0002 2 -2 12 -0.2295 0.0019 2 -2 13 -3.4623 0.0035 2 -2 14 -4.5555 0.0040 2 -2 15 -3.4359 0.0034 2 -2 16 -1.2176 0.0013 2 -2 17 0.4931 -0.0013 2 -2 18 0.6239 -0.0024 2 -1 0 -49.8663 -0.0279 2 -1 1 -23.5107 -0.0090 2 -1 2 9.3171 0.0107 2 -1 3 28.1307 0.0198 2 -1 4 25.3737 0.0179 2 -1 5 8.5649 0.0120 2 -1 6 -8.4026 0.0056 2 -1 7 -15.9620 -0.0009 2 -1 8 -13.7536 -0.0054 2 -1 9 -7.4752 -0.0053 2 -1 10 -2.5594 -0.0011 2 -1 11 -0.9947 0.0032 2 -1 12 -2.1481 0.0043 2 -1 13 -4.3424 0.0027 2 -1 14 -5.6589 0.0012 2 -1 15 -4.8713 0.0001 2 -1 16 -2.5128 -0.0018 2 -1 17 -0.5761 -0.0028 2 -1 18 -0.4861 -0.0008 2 0 0 -28.6650 0.0305 2 0 1 -7.1529 0.0328 2 0 2 14.0821 0.0254 2 0 3 20.5167 0.0108 2 0 4 9.9572 -0.0013 2 0 5 -8.6394 -0.0062 2 0 6 -23.3760 -0.0069 2 0 7 -27.3210 -0.0060 2 0 8 -21.5086 -0.0034 2 0 9 -12.0853 -0.0001 2 0 10 -4.9294 0.0015 2 0 11 -2.3844 0.0001 2 0 12 -3.4372 -0.0031 2 0 13 -5.5328 -0.0048 2 0 14 -6.4081 -0.0036 2 0 15 -5.3483 -0.0021 2 0 16 -3.3423 -0.0020 2 0 17 -1.9550 -0.0018 2 1 0 -23.7132 -0.0050 2 1 1 -15.8451 -0.0160 2 1 2 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11 -8 7 -0.8385 0.0019 11 -8 8 0.2089 0.0013 11 -7 0 -0.0633 0.0145 11 -7 1 1.4413 0.0125 11 -7 2 2.1626 0.0115 11 -7 3 1.9456 0.0088 11 -7 4 0.9929 0.0023 11 -7 5 -0.2512 -0.0028 11 -7 6 -1.0768 -0.0025 11 -7 7 -0.7527 0.0000 11 -7 8 0.9691 0.0014 11 -7 9 3.0889 0.0022 11 -6 0 -1.1695 -0.0007 11 -6 1 0.0300 -0.0055 11 -6 2 1.0538 -0.0088 11 -6 3 1.3141 -0.0121 11 -6 4 0.8896 -0.0127 11 -6 5 0.1347 -0.0080 11 -6 6 -0.7469 -0.0023 11 -6 7 -1.3105 -0.0005 11 -6 8 -0.7859 -0.0015 11 -6 9 0.6522 -0.0020 11 -5 0 -1.3595 -0.0157 11 -5 1 0.6457 -0.0099 11 -5 2 2.3106 -0.0039 11 -5 3 2.4936 0.0004 11 -5 4 1.3747 0.0041 11 -5 5 -0.2394 0.0064 11 -5 6 -1.7457 0.0049 11 -5 7 -2.4997 0.0014 11 -5 8 -1.8778 -0.0002 11 -5 9 -0.2841 0.0001 11 -4 0 -1.6570 0.0086 11 -4 1 -0.1482 0.0132 11 -4 2 0.8910 0.0135 11 -4 3 0.7122 0.0113 11 -4 4 -0.4816 0.0082 11 -4 5 -1.8761 0.0039 11 -4 6 -2.6329 -0.0002 11 -4 7 -2.2637 -0.0015 11 -4 8 -1.0453 0.0002 11 -4 9 0.0978 0.0020 11 -3 0 -1.5961 0.0092 11 -3 1 -1.4917 0.0018 11 -3 2 -0.8774 -0.0040 11 -3 3 -0.4140 -0.0065 11 -3 4 -0.8462 -0.0071 11 -3 5 -1.9596 -0.0067 11 -3 6 -2.5097 -0.0048 11 -3 7 -1.6766 -0.0018 11 -3 8 -0.1821 0.0013 11 -2 0 -1.4386 -0.0112 11 -2 1 -1.4226 -0.0130 11 -2 2 -0.5042 -0.0106 11 -2 3 0.5587 -0.0073 11 -2 4 0.6967 -0.0039 11 -2 5 0.0583 0.0008 11 -2 6 -0.0353 0.0049 11 -2 7 0.8928 0.0056 11 -1 0 -1.2966 -0.0033 11 -1 1 -0.5778 0.0034 11 -1 2 0.5784 0.0075 11 -1 3 1.7855 0.0072 11 -1 4 2.3179 0.0064 11 -1 5 2.2216 0.0066 11 -1 6 2.1110 0.0049 11 0 0 -0.7278 0.0107 11 0 1 0.8337 0.0118 11 0 2 2.1877 0.0079 11 0 3 2.8973 0.0023 11 0 4 2.6328 -0.0009 11 0 5 1.8920 -0.0026 11 1 0 1.5880 -0.0026 11 1 1 2.9154 -0.0063 11 1 2 3.1474 -0.0084 11 1 3 2.1731 -0.0074 12 -9 0 -1.1551 0.0155 12 -9 1 -0.3248 0.0130 12 -9 2 0.2734 0.0022 12 -9 3 0.1541 -0.0048 12 -8 0 -1.0645 -0.0039 12 -8 1 -0.8777 -0.0101 12 -8 2 -0.4305 -0.0165 12 -8 3 -0.1261 -0.0132 12 -8 4 0.0893 -0.0044 12 -8 5 0.2846 -0.0002 12 -7 0 -0.7752 -0.0068 12 -7 1 -0.2587 -0.0043 12 -7 2 0.7904 0.0008 12 -7 3 1.3455 0.0071 12 -7 4 1.3297 0.0086 12 -7 5 1.2959 0.0056 12 -6 0 -1.8237 0.0124 12 -6 1 -0.9460 0.0131 12 -6 2 0.5544 0.0125 12 -6 3 1.2069 0.0078 12 -6 4 1.0996 0.0006 12 -6 5 1.0122 -0.0024 12 -6 6 0.5915 -0.0004 12 -5 0 -1.4851 -0.0005 12 -5 1 0.0087 -0.0040 12 -5 2 1.6184 -0.0071 12 -5 3 2.1940 -0.0099 12 -5 4 1.8784 -0.0089 12 -5 5 1.1536 -0.0040 12 -5 6 0.0528 -0.0006 12 -4 0 1.1320 -0.0118 12 -4 1 1.1594 -0.0089 12 -4 2 1.0051 -0.0064 12 -4 3 0.9620 -0.0026 12 -4 4 1.0155 0.0023 12 -4 5 0.6302 0.0046 12 -3 0 1.5161 0.0054 12 -3 1 -0.3290 0.0079 12 -3 2 -1.4699 0.0097 12 -3 3 -1.1569 0.0105 12 -3 4 -0.3771 0.0076 12 -3 5 -0.6644 0.0020 12 -2 0 0.3573 0.0072 12 -2 1 -0.8856 0.0048 12 -2 2 -1.2359 0.0036 12 -2 3 -0.4924 0.0001 12 -1 0 -0.2071 -0.0117 12 -1 1 -0.3637 -0.0117 0 0 0 0.0 0.0 ; _shelx_fab_checksum 95921 _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 - Detector area scaling ; _oxdiff_exptl_absorpt_empirical_full_max 1.756 _oxdiff_exptl_absorpt_empirical_full_min 0.626 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 P1 P 0.53746(11) 0.43521(10) 0.66280(6) 0.0344(3) Uani 1 1 d . . . . . P2 P 0.32495(11) 0.70073(10) 0.68564(6) 0.0344(3) Uani 1 1 d . . . . . O1 O 0.6175(3) 0.4967(3) 0.59123(16) 0.0405(7) Uani 1 1 d . . . . . O2 O 0.2724(3) 0.6860(3) 0.77244(17) 0.0439(7) Uani 1 1 d . . . . . O3 O 0.4848(6) 0.5907(5) 0.9065(2) 0.0969(17) Uani 1 1 d . . . . . C1 C 0.3489(6) 0.4637(5) 0.7770(3) 0.0486(12) Uani 1 1 d . . . . . C01C C 0.0168(9) 0.1959(9) 0.7719(6) 0.137(3) Uani 1 1 d . . . . . H01A H -0.019172 0.216290 0.721576 0.206 Uiso 1 1 calc R U . . . H01B H -0.046457 0.182409 0.816192 0.206 Uiso 1 1 calc R U . . . H01C H 0.031992 0.119751 0.757665 0.206 Uiso 1 1 calc R U . . . C2 C 0.2277(6) 0.3652(5) 0.7462(3) 0.0574(14) Uani 1 1 d . . . . . H2 H 0.208077 0.346800 0.686898 0.069 Uiso 1 1 calc R U . . . C3 C 0.1342(7) 0.2929(6) 0.8004(4) 0.0783(18) Uani 1 1 d . . . . . C4 C 0.1636(11) 0.3223(9) 0.8892(5) 0.111(3) Uani 1 1 d . . . . . H4 H 0.103967 0.273418 0.926841 0.133 Uiso 1 1 calc R U . . . C5 C 0.2790(11) 0.4222(8) 0.9209(4) 0.107(3) Uani 1 1 d . . . . . H5 H 0.295752 0.443474 0.980242 0.128 Uiso 1 1 calc R U . . . C6 C 0.3717(8) 0.4924(6) 0.8668(3) 0.0709(18) Uani 1 1 d . . . . . C7 C 0.5770(8) 0.6691(6) 0.8557(4) 0.0760(19) Uani 1 1 d . . . . . C8 C 0.5718(6) 0.6524(5) 0.7678(3) 0.0541(14) Uani 1 1 d . . . . . C9 C 0.4534(5) 0.5361(4) 0.7173(2) 0.0379(10) Uani 1 1 d . . . . . C10 C 0.6744(6) 0.7366(5) 0.7248(4) 0.0618(15) Uani 1 1 d . . . . . H10 H 0.669910 0.724309 0.664869 0.074 Uiso 1 1 calc R U . . . C11 C 0.7869(8) 0.8418(6) 0.7688(5) 0.110(2) Uani 1 1 d . U . . . H11 H 0.856839 0.897716 0.740072 0.132 Uiso 1 1 calc R U . . . C12 C 0.7829(9) 0.8535(8) 0.8582(6) 0.114(2) Uani 1 1 d . U . . . H12 H 0.853163 0.921518 0.889633 0.137 Uiso 1 1 calc R U . . . C13 C 0.6857(10) 0.7743(7) 0.9023(4) 0.102(3) Uani 1 1 d . . . . . H13 H 0.689096 0.787570 0.962215 0.123 Uiso 1 1 calc R U . . . C14 C 0.3882(4) 0.5811(4) 0.6445(2) 0.0354(9) Uani 1 1 d . . . . . H14A H 0.313934 0.507730 0.614671 0.042 Uiso 1 1 calc R U . . . H14B H 0.454972 0.616969 0.603054 0.042 Uiso 1 1 calc R U . . . C15 C 0.4596(4) 0.8583(4) 0.6832(3) 0.0371(10) Uani 1 1 d . . . . . C16 C 0.5119(5) 0.9062(4) 0.6068(3) 0.0470(11) Uani 1 1 d . . . . . H16 H 0.477882 0.856289 0.554290 0.056 Uiso 1 1 calc R U . . . C17 C 0.6131(5) 1.0265(4) 0.6084(3) 0.0517(12) Uani 1 1 d . . . . . H17 H 0.647177 1.058356 0.557385 0.062 Uiso 1 1 calc R U . . . C18 C 0.6638(5) 1.0997(4) 0.6872(4) 0.0570(13) Uani 1 1 d . . . . . H18 H 0.731815 1.181289 0.688781 0.068 Uiso 1 1 calc R U . . . C19 C 0.6153(5) 1.0537(5) 0.7624(3) 0.0569(13) Uani 1 1 d . . . . . H19 H 0.651144 1.103406 0.814773 0.068 Uiso 1 1 calc R U . . . C20 C 0.5116(5) 0.9318(4) 0.7611(3) 0.0428(10) Uani 1 1 d . . . . . H20 H 0.477949 0.900638 0.812354 0.051 Uiso 1 1 calc R U . . . C21 C 0.1951(4) 0.6864(4) 0.6053(2) 0.0345(9) Uani 1 1 d . . . . . C22 C 0.2030(4) 0.6622(4) 0.5168(2) 0.0398(10) Uani 1 1 d . . . . . H22 H 0.277004 0.649228 0.495585 0.048 Uiso 1 1 calc R U . . . C23 C 0.0998(5) 0.6574(4) 0.4603(3) 0.0432(11) Uani 1 1 d . . . . . H23 H 0.106588 0.645064 0.401034 0.052 Uiso 1 1 calc R U . . . C24 C -0.0128(5) 0.6710(4) 0.4920(3) 0.0512(12) Uani 1 1 d . . . . . H24 H -0.082112 0.666671 0.453839 0.061 Uiso 1 1 calc R U . . . C25 C -0.0235(5) 0.6910(4) 0.5798(3) 0.0506(12) Uani 1 1 d . . . . . H25 H -0.100630 0.697936 0.600768 0.061 Uiso 1 1 calc R U . . . C26 C 0.0811(4) 0.7006(4) 0.6363(3) 0.0409(10) Uani 1 1 d . . . . . H26 H 0.075375 0.716720 0.695290 0.049 Uiso 1 1 calc R U . . . C27 C 0.4069(4) 0.2812(4) 0.6230(2) 0.0355(9) Uani 1 1 d . . . . . C28 C 0.3404(4) 0.2731(4) 0.5438(2) 0.0389(10) Uani 1 1 d . . . . . H28 H 0.366534 0.343549 0.513058 0.047 Uiso 1 1 calc R U . . . C29 C 0.2346(5) 0.1587(4) 0.5110(3) 0.0489(12) Uani 1 1 d . . . . . H29 H 0.189122 0.153656 0.458671 0.059 Uiso 1 1 calc R U . . . C30 C 0.1964(5) 0.0526(4) 0.5554(3) 0.0537(12) Uani 1 1 d . . . . . H30 H 0.125142 -0.022927 0.533069 0.064 Uiso 1 1 calc R U . . . C31 C 0.2643(5) 0.0587(4) 0.6332(3) 0.0534(12) Uani 1 1 d . . . . . H31 H 0.239499 -0.012639 0.663004 0.064 Uiso 1 1 calc R U . . . C32 C 0.3696(5) 0.1724(4) 0.6659(3) 0.0442(11) Uani 1 1 d . . . . . H32 H 0.416345 0.176215 0.717405 0.053 Uiso 1 1 calc R U . . . C33 C 0.6420(5) 0.4174(4) 0.7487(2) 0.0396(10) Uani 1 1 d . . . . . C34 C 0.7795(5) 0.4649(4) 0.7363(3) 0.0488(12) Uani 1 1 d . . . . . H34 H 0.812071 0.500778 0.686125 0.059 Uiso 1 1 calc R U . . . C35 C 0.8682(6) 0.4584(5) 0.7996(4) 0.0667(15) Uani 1 1 d . . . . . H35 H 0.960157 0.488767 0.790815 0.080 Uiso 1 1 calc R U . . . C36 C 0.8233(7) 0.4089(6) 0.8735(4) 0.0722(18) Uani 1 1 d . . . . . H36 H 0.884287 0.406681 0.915441 0.087 Uiso 1 1 calc R U . . . C37 C 0.6888(7) 0.3621(5) 0.8866(3) 0.0655(17) Uani 1 1 d . . . . . H37 H 0.658882 0.327680 0.937680 0.079 Uiso 1 1 calc R U . . . C38 C 0.5935(6) 0.3646(4) 0.8242(3) 0.0503(12) Uani 1 1 d . . . . . H38 H 0.501547 0.332082 0.833241 0.060 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 P1 0.0411(7) 0.0369(6) 0.0338(5) 0.0022(4) 0.0020(4) 0.0252(5) P2 0.0380(7) 0.0341(6) 0.0368(6) 0.0012(4) 0.0034(4) 0.0213(5) O1 0.0420(18) 0.0416(17) 0.0429(15) 0.0071(12) 0.0055(13) 0.0214(14) O2 0.055(2) 0.0450(17) 0.0398(15) 0.0044(12) 0.0085(13) 0.0293(15) O3 0.195(6) 0.087(3) 0.036(2) -0.011(2) -0.016(3) 0.091(4) C1 0.076(4) 0.051(3) 0.045(3) 0.014(2) 0.020(2) 0.050(3) C01C 0.083(6) 0.139(8) 0.189(9) 0.047(7) 0.034(6) 0.035(6) C2 0.075(4) 0.053(3) 0.064(3) 0.028(2) 0.036(3) 0.041(3) C3 0.074(5) 0.068(4) 0.110(5) 0.037(4) 0.051(4) 0.038(4) C4 0.185(10) 0.120(7) 0.093(6) 0.066(5) 0.100(6) 0.114(7) C5 0.215(11) 0.097(5) 0.057(4) 0.033(4) 0.053(5) 0.108(7) C6 0.131(6) 0.078(4) 0.040(3) 0.013(3) 0.019(3) 0.079(4) C7 0.124(6) 0.078(4) 0.050(3) -0.018(3) -0.032(3) 0.073(4) C8 0.073(4) 0.053(3) 0.052(3) -0.018(2) -0.022(3) 0.048(3) C9 0.052(3) 0.045(2) 0.029(2) 0.0056(17) 0.0039(18) 0.032(2) C10 0.053(3) 0.050(3) 0.085(4) -0.015(3) -0.021(3) 0.030(3) C11 0.119(5) 0.080(3) 0.146(5) -0.057(4) -0.079(4) 0.074(3) C12 0.122(5) 0.081(4) 0.148(5) -0.056(4) -0.081(4) 0.069(3) C13 0.160(8) 0.087(5) 0.075(4) -0.032(4) -0.063(5) 0.079(5) C14 0.037(2) 0.042(2) 0.033(2) -0.0005(17) 0.0003(17) 0.024(2) C15 0.034(2) 0.037(2) 0.046(2) 0.0011(18) -0.0019(18) 0.021(2) C16 0.047(3) 0.040(3) 0.057(3) 0.004(2) 0.000(2) 0.021(2) C17 0.046(3) 0.040(3) 0.072(3) 0.019(2) 0.012(2) 0.018(2) C18 0.045(3) 0.030(2) 0.095(4) -0.001(3) -0.003(3) 0.016(2) C19 0.060(3) 0.044(3) 0.068(3) -0.011(2) -0.010(3) 0.027(3) C20 0.045(3) 0.036(2) 0.052(3) -0.0001(19) 0.002(2) 0.022(2) C21 0.034(2) 0.032(2) 0.041(2) 0.0048(17) 0.0034(17) 0.0171(19) C22 0.039(3) 0.040(2) 0.045(2) 0.0015(18) -0.0005(19) 0.022(2) C23 0.048(3) 0.042(2) 0.043(2) -0.0005(19) -0.008(2) 0.022(2) C24 0.043(3) 0.046(3) 0.063(3) 0.003(2) -0.015(2) 0.018(2) C25 0.039(3) 0.053(3) 0.069(3) 0.013(2) 0.006(2) 0.027(2) C26 0.039(3) 0.039(2) 0.048(2) 0.0049(19) 0.0077(19) 0.019(2) C27 0.038(2) 0.038(2) 0.037(2) 0.0026(17) 0.0045(17) 0.023(2) C28 0.045(3) 0.040(2) 0.038(2) 0.0032(18) 0.0056(19) 0.024(2) C29 0.050(3) 0.051(3) 0.047(3) -0.004(2) -0.010(2) 0.025(3) C30 0.046(3) 0.037(3) 0.069(3) -0.001(2) 0.004(2) 0.009(2) C31 0.059(3) 0.037(3) 0.068(3) 0.008(2) 0.006(3) 0.023(2) C32 0.044(3) 0.045(3) 0.050(2) 0.009(2) 0.002(2) 0.024(2) C33 0.052(3) 0.037(2) 0.038(2) -0.0018(18) -0.0018(19) 0.029(2) C34 0.052(3) 0.044(3) 0.055(3) -0.002(2) -0.005(2) 0.027(2) C35 0.064(4) 0.062(3) 0.078(4) -0.010(3) -0.024(3) 0.035(3) C36 0.091(5) 0.071(4) 0.067(4) -0.017(3) -0.035(3) 0.053(4) C37 0.117(6) 0.060(3) 0.040(3) -0.004(2) -0.014(3) 0.060(4) C38 0.076(4) 0.047(3) 0.041(2) -0.002(2) -0.003(2) 0.040(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 O1 P1 C9 111.42(17) . . ? O1 P1 C27 110.51(17) . . ? O1 P1 C33 112.5(2) . . ? C27 P1 C9 108.05(19) . . ? C27 P1 C33 109.80(19) . . ? C33 P1 C9 104.35(17) . . ? O2 P2 C14 114.89(18) . . ? O2 P2 C15 110.80(18) . . ? O2 P2 C21 111.60(18) . . ? C15 P2 C14 108.2(2) . . ? C21 P2 C14 104.58(17) . . ? C21 P2 C15 106.28(18) . . ? C6 O3 C7 118.3(4) . . ? C2 C1 C6 116.9(5) . . ? C2 C1 C9 121.9(4) . . ? C6 C1 C9 121.2(5) . . ? H01A C01C H01B 109.5 . . ? H01A C01C H01C 109.5 . . ? H01B C01C H01C 109.5 . . ? C3 C01C H01A 109.5 . . ? C3 C01C H01B 109.5 . . ? C3 C01C H01C 109.5 . . ? C1 C2 H2 118.7 . . ? C3 C2 C1 122.5(6) . . ? C3 C2 H2 118.7 . . ? C01C C3 C2 123.5(8) . . ? C01C C3 C4 118.1(7) . . ? C2 C3 C4 118.4(7) . . ? C3 C4 H4 120.0 . . ? C5 C4 C3 120.1(7) . . ? C5 C4 H4 120.0 . . ? C4 C5 H5 119.4 . . ? C4 C5 C6 121.1(7) . . ? C6 C5 H5 119.4 . . ? O3 C6 C1 123.4(6) . . ? O3 C6 C5 115.7(6) . . ? C5 C6 C1 120.9(7) . . ? O3 C7 C13 114.5(6) . . ? C8 C7 O3 125.5(6) . . ? C8 C7 C13 120.0(8) . . ? C7 C8 C9 119.7(6) . . ? C7 C8 C10 119.3(5) . . ? C10 C8 C9 120.9(4) . . ? C1 C9 P1 112.1(3) . . ? C1 C9 C8 111.4(4) . . ? C1 C9 C14 111.1(4) . . ? C8 C9 P1 104.6(3) . . ? C14 C9 P1 107.1(2) . . ? C14 C9 C8 110.3(3) . . ? C8 C10 H10 118.7 . . ? C8 C10 C11 122.7(6) . . ? C11 C10 H10 118.7 . . ? C10 C11 H11 122.9 . . ? C12 C11 C10 114.3(8) . . ? C12 C11 H11 122.9 . . ? C11 C12 H12 117.5 . . ? C13 C12 C11 125.0(7) . . ? C13 C12 H12 117.5 . . ? C7 C13 H13 120.7 . . ? C12 C13 C7 118.7(7) . . ? C12 C13 H13 120.7 . . ? P2 C14 H14A 109.0 . . ? P2 C14 H14B 109.0 . . ? C9 C14 P2 112.8(2) . . ? C9 C14 H14A 109.0 . . ? C9 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C16 C15 P2 123.0(3) . . ? C20 C15 P2 117.5(3) . . ? C20 C15 C16 119.5(4) . . ? C15 C16 H16 119.6 . . ? C17 C16 C15 120.8(4) . . ? C17 C16 H16 119.6 . . ? C16 C17 H17 120.5 . . ? C16 C17 C18 119.1(5) . . ? C18 C17 H17 120.5 . . ? C17 C18 H18 119.5 . . ? C19 C18 C17 120.9(5) . . ? C19 C18 H18 119.5 . . ? C18 C19 H19 119.9 . . ? C18 C19 C20 120.2(4) . . ? C20 C19 H19 119.9 . . ? C15 C20 C19 119.6(4) . . ? C15 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C22 C21 P2 124.2(3) . . ? C26 C21 P2 116.3(3) . . ? C26 C21 C22 119.5(4) . . ? C21 C22 H22 120.2 . . ? C23 C22 C21 119.7(4) . . ? C23 C22 H22 120.2 . . ? C22 C23 H23 120.0 . . ? C24 C23 C22 120.1(4) . . ? C24 C23 H23 120.0 . . ? C23 C24 H24 119.7 . . ? C23 C24 C25 120.6(4) . . ? C25 C24 H24 119.7 . . ? C24 C25 H25 120.2 . . ? C24 C25 C26 119.6(4) . . ? C26 C25 H25 120.2 . . ? C21 C26 H26 119.7 . . ? C25 C26 C21 120.5(4) . . ? C25 C26 H26 119.7 . . ? C28 C27 P1 116.5(3) . . ? C28 C27 C32 118.9(4) . . ? C32 C27 P1 124.6(3) . . ? C27 C28 H28 120.2 . . ? C29 C28 C27 119.6(4) . . ? C29 C28 H28 120.2 . . ? C28 C29 H29 119.6 . . ? C30 C29 C28 120.7(4) . . ? C30 C29 H29 119.6 . . ? C29 C30 H30 119.9 . . ? C31 C30 C29 120.2(4) . . ? C31 C30 H30 119.9 . . ? C30 C31 H31 120.4 . . ? C32 C31 C30 119.2(4) . . ? C32 C31 H31 120.4 . . ? C27 C32 H32 119.3 . . ? C31 C32 C27 121.4(4) . . ? C31 C32 H32 119.3 . . ? C34 C33 P1 115.2(3) . . ? C34 C33 C38 120.2(4) . . ? C38 C33 P1 124.6(4) . . ? C33 C34 H34 120.3 . . ? C33 C34 C35 119.4(5) . . ? C35 C34 H34 120.3 . . ? C34 C35 H35 119.4 . . ? C36 C35 C34 121.2(6) . . ? C36 C35 H35 119.4 . . ? C35 C36 H36 120.0 . . ? C35 C36 C37 120.0(5) . . ? C37 C36 H36 120.0 . . ? C36 C37 H37 119.3 . . ? C36 C37 C38 121.3(5) . . ? C38 C37 H37 119.3 . . ? C33 C38 C37 117.8(5) . . ? C33 C38 H38 121.1 . . ? C37 C38 H38 121.1 . . ? 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 P1 O1 1.483(3) . ? P1 C9 1.889(4) . ? P1 C27 1.807(4) . ? P1 C33 1.817(4) . ? P2 O2 1.477(3) . ? P2 C14 1.834(4) . ? P2 C15 1.819(4) . ? P2 C21 1.810(4) . ? O3 C6 1.373(8) . ? O3 C7 1.373(8) . ? C1 C2 1.383(7) . ? C1 C6 1.402(7) . ? C1 C9 1.509(6) . ? C01C H01A 0.9600 . ? C01C H01B 0.9600 . ? C01C H01C 0.9600 . ? C01C C3 1.342(10) . ? C2 H2 0.9300 . ? C2 C3 1.388(7) . ? C3 C4 1.395(10) . ? C4 H4 0.9300 . ? C4 C5 1.356(12) . ? C5 H5 0.9300 . ? C5 C6 1.373(10) . ? C7 C8 1.364(7) . ? C7 C13 1.425(10) . ? C8 C9 1.560(6) . ? C8 C10 1.383(8) . ? C9 C14 1.560(5) . ? C10 H10 0.9300 . ? C10 C11 1.429(8) . ? C11 H11 0.9300 . ? C11 C12 1.392(11) . ? C12 H12 0.9300 . ? C12 C13 1.339(12) . ? C13 H13 0.9300 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 C16 1.395(6) . ? C15 C20 1.379(6) . ? C16 H16 0.9300 . ? C16 C17 1.376(7) . ? C17 H17 0.9300 . ? C17 C18 1.387(7) . ? C18 H18 0.9300 . ? C18 C19 1.362(7) . ? C19 H19 0.9300 . ? C19 C20 1.399(7) . ? C20 H20 0.9300 . ? C21 C22 1.395(5) . ? C21 C26 1.394(6) . ? C22 H22 0.9300 . ? C22 C23 1.389(6) . ? C23 H23 0.9300 . ? C23 C24 1.382(7) . ? C24 H24 0.9300 . ? C24 C25 1.382(6) . ? C25 H25 0.9300 . ? C25 C26 1.383(6) . ? C26 H26 0.9300 . ? C27 C28 1.395(5) . ? C27 C32 1.396(6) . ? C28 H28 0.9300 . ? C28 C29 1.394(6) . ? C29 H29 0.9300 . ? C29 C30 1.383(7) . ? C30 H30 0.9300 . ? C30 C31 1.389(7) . ? C31 H31 0.9300 . ? C31 C32 1.386(6) . ? C32 H32 0.9300 . ? C33 C34 1.387(6) . ? C33 C38 1.393(6) . ? C34 H34 0.9300 . ? C34 C35 1.393(7) . ? C35 H35 0.9300 . ? C35 C36 1.348(8) . ? C36 H36 0.9300 . ? C36 C37 1.360(8) . ? C37 H37 0.9300 . ? C37 C38 1.417(7) . ? C38 H38 0.9300 . ? 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 P1 C9 C14 P2 -171.0(2) . . . . ? P1 C27 C28 C29 -177.2(3) . . . . ? P1 C27 C32 C31 177.2(3) . . . . ? P1 C33 C34 C35 178.5(3) . . . . ? P1 C33 C38 C37 -177.6(3) . . . . ? P2 C15 C16 C17 179.5(4) . . . . ? P2 C15 C20 C19 -180.0(3) . . . . ? P2 C21 C22 C23 -177.7(3) . . . . ? P2 C21 C26 C25 -179.9(3) . . . . ? O1 P1 C9 C1 167.9(3) . . . . ? O1 P1 C9 C8 -71.3(3) . . . . ? O1 P1 C9 C14 45.8(3) . . . . ? O1 P1 C27 C28 -39.7(4) . . . . ? O1 P1 C27 C32 140.2(3) . . . . ? O1 P1 C33 C34 1.0(4) . . . . ? O1 P1 C33 C38 179.0(3) . . . . ? O2 P2 C14 C9 -33.0(4) . . . . ? O2 P2 C15 C16 -168.9(3) . . . . ? O2 P2 C15 C20 11.6(4) . . . . ? O2 P2 C21 C22 -162.2(3) . . . . ? O2 P2 C21 C26 17.6(4) . . . . ? O3 C7 C8 C9 0.0(8) . . . . ? O3 C7 C8 C10 -177.8(5) . . . . ? O3 C7 C13 C12 177.8(6) . . . . ? C1 C2 C3 C01C -179.1(7) . . . . ? C1 C2 C3 C4 0.9(8) . . . . ? C1 C9 C14 P2 66.3(4) . . . . ? C01C C3 C4 C5 -177.9(8) . . . . ? C2 C1 C6 O3 -177.3(5) . . . . ? C2 C1 C6 C5 2.2(7) . . . . ? C2 C1 C9 P1 -70.3(5) . . . . ? C2 C1 C9 C8 172.9(4) . . . . ? C2 C1 C9 C14 49.5(5) . . . . ? C2 C3 C4 C5 2.2(10) . . . . ? C3 C4 C5 C6 -2.9(11) . . . . ? C4 C5 C6 O3 -179.7(6) . . . . ? C4 C5 C6 C1 0.7(10) . . . . ? C6 O3 C7 C8 -5.4(8) . . . . ? C6 O3 C7 C13 175.4(5) . . . . ? C6 C1 C2 C3 -3.0(7) . . . . ? C6 C1 C9 P1 108.7(4) . . . . ? C6 C1 C9 C8 -8.1(6) . . . . ? C6 C1 C9 C14 -131.5(4) . . . . ? C7 O3 C6 C1 3.5(8) . . . . ? C7 O3 C6 C5 -176.0(5) . . . . ? C7 C8 C9 P1 -114.8(4) . . . . ? C7 C8 C9 C1 6.4(6) . . . . ? C7 C8 C9 C14 130.3(4) . . . . ? C7 C8 C10 C11 -0.1(7) . . . . ? C8 C7 C13 C12 -1.5(9) . . . . ? C8 C9 C14 P2 -57.7(4) . . . . ? C8 C10 C11 C12 -1.2(8) . . . . ? C9 P1 C27 C28 82.5(3) . . . . ? C9 P1 C27 C32 -97.7(4) . . . . ? C9 P1 C33 C34 -119.9(3) . . . . ? C9 P1 C33 C38 58.1(4) . . . . ? C9 C1 C2 C3 176.1(4) . . . . ? C9 C1 C6 O3 3.6(7) . . . . ? C9 C1 C6 C5 -176.8(5) . . . . ? C9 C8 C10 C11 -177.8(4) . . . . ? C10 C8 C9 P1 62.9(5) . . . . ? C10 C8 C9 C1 -175.8(4) . . . . ? C10 C8 C9 C14 -52.0(5) . . . . ? C10 C11 C12 C13 1.2(10) . . . . ? C11 C12 C13 C7 0.1(11) . . . . ? C13 C7 C8 C9 179.2(5) . . . . ? C13 C7 C8 C10 1.5(8) . . . . ? C14 P2 C15 C16 64.4(4) . . . . ? C14 P2 C15 C20 -115.2(3) . . . . ? C14 P2 C21 C22 -37.4(4) . . . . ? C14 P2 C21 C26 142.4(3) . . . . ? C15 P2 C14 C9 91.3(3) . . . . ? C15 P2 C21 C22 76.9(4) . . . . ? C15 P2 C21 C26 -103.3(3) . . . . ? C15 C16 C17 C18 0.5(7) . . . . ? C16 C15 C20 C19 0.4(6) . . . . ? C16 C17 C18 C19 0.4(7) . . . . ? C17 C18 C19 C20 -0.9(8) . . . . ? C18 C19 C20 C15 0.5(7) . . . . ? C20 C15 C16 C17 -0.9(7) . . . . ? C21 P2 C14 C9 -155.7(3) . . . . ? C21 P2 C15 C16 -47.4(4) . . . . ? C21 P2 C15 C20 133.0(3) . . . . ? C21 C22 C23 C24 -2.9(6) . . . . ? C22 C21 C26 C25 -0.1(6) . . . . ? C22 C23 C24 C25 0.8(7) . . . . ? C23 C24 C25 C26 1.6(7) . . . . ? C24 C25 C26 C21 -2.0(7) . . . . ? C26 C21 C22 C23 2.5(6) . . . . ? C27 P1 C9 C1 46.3(3) . . . . ? C27 P1 C9 C8 167.1(3) . . . . ? C27 P1 C9 C14 -75.8(3) . . . . ? C27 P1 C33 C34 124.5(3) . . . . ? C27 P1 C33 C38 -57.5(4) . . . . ? C27 C28 C29 C30 -1.2(7) . . . . ? C28 C27 C32 C31 -2.9(6) . . . . ? C28 C29 C30 C31 -0.6(7) . . . . ? C29 C30 C31 C32 0.5(7) . . . . ? C30 C31 C32 C27 1.2(7) . . . . ? C32 C27 C28 C29 2.9(6) . . . . ? C33 P1 C9 C1 -70.5(4) . . . . ? C33 P1 C9 C8 50.3(3) . . . . ? C33 P1 C9 C14 167.4(3) . . . . ? C33 P1 C27 C28 -164.3(3) . . . . ? C33 P1 C27 C32 15.6(4) . . . . ? C33 C34 C35 C36 -1.2(7) . . . . ? C34 C33 C38 C37 0.3(6) . . . . ? C34 C35 C36 C37 1.1(8) . . . . ? C35 C36 C37 C38 -0.3(8) . . . . ? C36 C37 C38 C33 -0.4(7) . . . . ? C38 C33 C34 C35 0.5(6) . . . . ? 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 -0.426 0.000 0.000 339.1 124.6 ?