#------------------------------------------------------------------------------ #$Date: 2024-08-05 21:11:51 +0300 (Mon, 05 Aug 2024) $ #$Revision: 293775 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/21/1572113.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_1572113 loop_ _publ_author_name 'Minko, Yury' 'Fetrow, Taylor V.' 'Sharma, Shikha' 'Cashman, Brenna K.' 'Tondreau, Aaron M.' _publ_section_title ; Flexible interactions of the rare-earth elements Y, La, and Lu with phosphorus in metallacyclohexane rings. ; _journal_issue 30 _journal_name_full 'Chemical science' _journal_page_first 12138 _journal_page_last 12147 _journal_paper_doi 10.1039/d4sc02077d _journal_volume 15 _journal_year 2024 _chemical_formula_moiety 'C43 H62 N2 O P Y, C4 H8 O' _chemical_formula_sum 'C47 H70 N2 O2 P Y' _chemical_formula_weight 814.93 _chemical_properties_physical Air-sensitive,Moisture-sensitive _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' _atom_sites_solution_hydrogens geom _audit_creation_date 2022-01-03 _audit_creation_method ; Olex2 1.2 (compiled Apr 3 2018 11:26:26 for OlexSys, GUI svn.r5486) ; _audit_update_record ; 2024-01-24 deposited with the CCDC. 2024-06-20 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 99.158(4) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 10.0823(13) _cell_length_b 28.934(4) _cell_length_c 15.635(2) _cell_measurement_reflns_used 9921 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28.30 _cell_measurement_theta_min 2.16 _cell_volume 4502.9(10) _computing_cell_refinement 'SAINT V8.38A (?, 2016)' _computing_data_reduction 'SAINT V8.38A (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'ShelXL (Sheldrick, 2015)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 100.0 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0650 _diffrn_reflns_av_unetI/netI 0.0637 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 35 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 38274 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 28.296 _diffrn_reflns_theta_min 2.164 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.368 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_correction_T_min 0.6273 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016) was used for absorption correction. wR2(int) was 0.1510 before and 0.0700 after correction. The Ratio of minimum to maximum transmission is 0.8412. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.202 _exptl_crystal_description block _exptl_crystal_F_000 1744 _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.032 _refine_diff_density_max 0.834 _refine_diff_density_min -0.506 _refine_diff_density_rms 0.086 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 491 _refine_ls_number_reflns 11171 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.046 _refine_ls_R_factor_all 0.0608 _refine_ls_R_factor_gt 0.0428 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0526P)^2^+1.1172P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1043 _refine_ls_wR_factor_ref 0.1109 _reflns_Friedel_coverage 0.000 _reflns_number_gt 8799 _reflns_number_total 11171 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02077d2.cif _cod_data_source_block BiAmpYInd _cod_depositor_comments 'Adding full bibliography for 1572109--1572117.cif.' _cod_original_cell_volume 4503.1(10) _cod_database_code 1572113 _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 0.958 _shelx_estimated_absorpt_t_min 0.624 _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: C28(H28), C31(H31) 2.b Secondary CH2 refined with riding coordinates: C1(H1A,H1B), C2(H2A,H2B), C40(H40A,H40B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B), C46(H46A,H46B), C45(H45A,H45B), C44(H44A,H44B), C47(H47A,H47B) 2.c Aromatic/amide H refined with riding coordinates: C23(H23), C36(H36), C35(H35), C20(H20), C18(H18), C16(H16), C12(H12), C10(H10), C8(H8) 2.d Idealised Me refined as rotating group: C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C38(H38A,H38B,H38C), C39(H39A,H39B, H39C), C33(H33A,H33B,H33C), C32(H32A,H32B,H32C), C22(H22A,H22B,H22C), C21(H21A, H21B,H21C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C14(H14A,H14B, H14C), C13(H13A,H13B,H13C) ; _shelx_res_file ; TITL tst_a.res in P2(1)/c tst.res created by SHELXL-2018/3 at 10:23:07 on 03-Jan-2022 CELL 0.71073 10.0823 28.934 15.6355 90 99.158 90 ZERR 4 0.0013 0.0035 0.0021 0 0.004 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O P Y UNIT 188 280 8 8 4 4 L.S. 8 PLAN 12 SIZE 0.24 0.032 0.38 TEMP -173.15 HTAB C12 O1 BOND $H HTAB CONF fmap 2 acta REM REM REM WGHT 0.052600 1.117200 FVAR 0.32061 Y1 6 0.230733 0.620875 0.249586 11.00000 0.01388 0.01197 = 0.01284 -0.00091 0.00229 0.00105 P1 5 -0.020321 0.580040 0.170845 11.00000 0.01392 0.01757 = 0.01860 -0.00227 0.00264 0.00030 O1 4 0.273504 0.674813 0.360273 11.00000 0.02127 0.01622 = 0.01791 -0.00488 0.00290 0.00173 O2 4 0.799901 0.769721 0.345079 11.00000 0.06367 0.03336 = 0.10514 0.00071 0.02711 -0.00393 N0AA 3 0.065411 0.666679 0.180123 11.00000 0.01667 0.01405 = 0.02041 0.00103 0.00273 0.00197 N2 3 0.104956 0.582256 0.331412 11.00000 0.01787 0.01730 = 0.01514 -0.00044 0.00313 0.00020 C27 1 0.395927 0.553082 0.214430 11.00000 0.01375 0.01344 = 0.01481 0.00009 0.00335 0.00105 C23 1 0.336386 0.571527 0.133975 11.00000 0.01439 0.01475 = 0.01287 -0.00232 0.00254 0.00107 AFIX 43 H23 2 0.275291 0.555118 0.092252 11.00000 -1.20000 AFIX 0 C24 1 0.378600 0.617319 0.122988 11.00000 0.01557 0.01366 = 0.01500 0.00133 0.00456 0.00138 C28 1 0.341001 0.645050 0.039720 11.00000 0.02364 0.01885 = 0.01595 0.00511 0.00541 0.00122 AFIX 13 H28 2 0.342639 0.678573 0.055411 11.00000 -1.20000 AFIX 0 C29 1 0.200926 0.633608 -0.008192 11.00000 0.02679 0.02277 = 0.01658 0.00422 -0.00157 0.00038 AFIX 137 H29A 2 0.197306 0.600961 -0.025093 11.00000 -1.50000 H29B 2 0.181118 0.652955 -0.060101 11.00000 -1.50000 H29C 2 0.134394 0.639560 0.029849 11.00000 -1.50000 AFIX 0 C30 1 0.444405 0.637216 -0.020860 11.00000 0.03238 0.04685 = 0.02048 0.01047 0.01135 0.00621 AFIX 137 H30A 2 0.443232 0.604647 -0.038169 11.00000 -1.50000 H30B 2 0.534124 0.645341 0.009328 11.00000 -1.50000 H30C 2 0.421967 0.656651 -0.072467 11.00000 -1.50000 AFIX 0 C25 1 0.472525 0.628476 0.198831 11.00000 0.01518 0.01227 = 0.01565 0.00091 0.00509 0.00080 C26 1 0.483910 0.588140 0.256353 11.00000 0.01293 0.01346 = 0.01747 -0.00003 0.00400 0.00349 C37 1 0.579598 0.588048 0.334977 11.00000 0.01669 0.01880 = 0.01428 -0.00215 0.00229 0.00314 C36 1 0.658442 0.626616 0.352594 11.00000 0.01594 0.02151 = 0.02073 -0.00467 -0.00158 0.00270 AFIX 43 H36 2 0.722891 0.627125 0.404012 11.00000 -1.20000 AFIX 0 C35 1 0.647811 0.665660 0.297412 11.00000 0.01944 0.01722 = 0.02572 -0.00573 0.00238 -0.00402 AFIX 43 H35 2 0.705810 0.691209 0.313006 11.00000 -1.20000 AFIX 0 C34 1 0.557109 0.668018 0.222395 11.00000 0.01723 0.01288 = 0.02190 -0.00097 0.00621 -0.00009 C38 1 0.552901 0.710534 0.166662 11.00000 0.02544 0.01710 = 0.03119 0.00325 0.00330 -0.00478 AFIX 137 H38A 2 0.617024 0.733374 0.195052 11.00000 -1.50000 H38B 2 0.462155 0.723660 0.158361 11.00000 -1.50000 H38C 2 0.576782 0.702266 0.110263 11.00000 -1.50000 AFIX 0 C39 1 0.602609 0.546789 0.394521 11.00000 0.02259 0.02107 = 0.01903 0.00021 -0.00432 0.00553 AFIX 137 H39A 2 0.635871 0.520842 0.363661 11.00000 -1.50000 H39B 2 0.517863 0.538058 0.413333 11.00000 -1.50000 H39C 2 0.669039 0.554670 0.445241 11.00000 -1.50000 AFIX 0 C31 1 0.384528 0.502800 0.240013 11.00000 0.02100 0.01255 = 0.01557 0.00068 0.00078 0.00051 AFIX 13 H31 2 0.418815 0.500089 0.303440 11.00000 -1.20000 AFIX 0 C33 1 0.474208 0.472926 0.191516 11.00000 0.02403 0.01168 = 0.03665 -0.00149 0.00562 0.00205 AFIX 137 H33A 2 0.447330 0.477055 0.128947 11.00000 -1.50000 H33B 2 0.464357 0.440352 0.206493 11.00000 -1.50000 H33C 2 0.568172 0.482305 0.208158 11.00000 -1.50000 AFIX 0 C32 1 0.240398 0.484870 0.223810 11.00000 0.02589 0.01584 = 0.02631 0.00066 0.00824 -0.00321 AFIX 137 H32A 2 0.185481 0.502998 0.257934 11.00000 -1.50000 H32B 2 0.239299 0.452315 0.240978 11.00000 -1.50000 H32C 2 0.203836 0.487780 0.162112 11.00000 -1.50000 AFIX 0 C1 1 -0.059476 0.641865 0.149391 11.00000 0.01775 0.01891 = 0.02228 0.00039 0.00121 0.00219 AFIX 23 H1A 2 -0.088621 0.647243 0.086685 11.00000 -1.20000 H1B 2 -0.131812 0.652141 0.181042 11.00000 -1.20000 AFIX 0 C2 1 -0.032072 0.573384 0.287423 11.00000 0.01859 0.01902 = 0.02143 0.00059 0.00467 0.00079 AFIX 23 H2A 2 -0.095945 0.595984 0.305496 11.00000 -1.20000 H2B 2 -0.061392 0.541785 0.299950 11.00000 -1.20000 AFIX 0 C15 1 0.130142 0.576164 0.419885 11.00000 0.02390 0.01025 = 0.01655 0.00103 0.00533 0.00168 C20 1 0.264042 0.580811 0.462089 11.00000 0.02286 0.01487 = 0.02022 0.00256 0.00715 0.00273 AFIX 43 H20 2 0.332356 0.586185 0.427852 11.00000 -1.20000 AFIX 0 C19 1 0.300244 0.577899 0.550948 11.00000 0.03097 0.01341 = 0.01839 0.00176 0.00147 0.00498 C22 1 0.444727 0.584599 0.591590 11.00000 0.03553 0.02474 = 0.02275 0.00173 -0.00317 0.00376 AFIX 137 H22A 2 0.495392 0.556263 0.585019 11.00000 -1.50000 H22B 2 0.449343 0.591643 0.653301 11.00000 -1.50000 H22C 2 0.483450 0.610252 0.562893 11.00000 -1.50000 AFIX 0 C18 1 0.200534 0.568707 0.601261 11.00000 0.04151 0.01514 = 0.01742 0.00302 0.00639 0.00551 AFIX 43 H18 2 0.223735 0.566298 0.662410 11.00000 -1.20000 AFIX 0 C17 1 0.067362 0.563053 0.562372 11.00000 0.03830 0.01096 = 0.02358 0.00157 0.01301 0.00264 C21 1 -0.040997 0.553659 0.616263 11.00000 0.04720 0.02236 = 0.02843 0.00418 0.02024 0.00393 AFIX 137 H21A 2 -0.107727 0.578544 0.607621 11.00000 -1.50000 H21B 2 -0.001049 0.552174 0.677583 11.00000 -1.50000 H21C 2 -0.084690 0.524150 0.598633 11.00000 -1.50000 AFIX 0 C16 1 0.033017 0.566650 0.472964 11.00000 0.02571 0.01268 = 0.02212 0.00025 0.00868 0.00019 AFIX 43 H16 2 -0.058058 0.562598 0.447070 11.00000 -1.20000 AFIX 0 C3 1 -0.162688 0.547552 0.108297 11.00000 0.01588 0.02618 = 0.02580 -0.00887 0.00319 -0.00329 C4 1 -0.154529 0.553098 0.012392 11.00000 0.04440 0.06052 = 0.02380 -0.01491 0.00467 -0.01921 AFIX 137 H4A 2 -0.227136 0.535472 -0.022041 11.00000 -1.50000 H4B 2 -0.067672 0.541541 0.000967 11.00000 -1.50000 H4C 2 -0.163529 0.585849 -0.003449 11.00000 -1.50000 AFIX 0 C5 1 -0.296011 0.565603 0.128520 11.00000 0.01511 0.03089 = 0.04281 -0.00784 0.00329 -0.00179 AFIX 137 H5A 2 -0.305172 0.598410 0.113132 11.00000 -1.50000 H5B 2 -0.298845 0.561861 0.190497 11.00000 -1.50000 H5C 2 -0.369892 0.548164 0.094956 11.00000 -1.50000 AFIX 0 C6 1 -0.147426 0.496136 0.132154 11.00000 0.02583 0.02506 = 0.05025 -0.01348 0.00210 -0.00372 AFIX 137 H6A 2 -0.151155 0.492228 0.193985 11.00000 -1.50000 H6B 2 -0.060926 0.484815 0.119649 11.00000 -1.50000 H6C 2 -0.220457 0.478549 0.098054 11.00000 -1.50000 AFIX 0 C7 1 0.063560 0.713565 0.161460 11.00000 0.02512 0.01652 = 0.01763 0.00226 0.00411 0.00350 C12 1 0.178006 0.740311 0.193027 11.00000 0.02667 0.01757 = 0.01838 0.00417 0.00451 0.00250 AFIX 43 H12 2 0.254216 0.725388 0.224833 11.00000 -1.20000 AFIX 0 C11 1 0.183207 0.787496 0.179315 11.00000 0.03735 0.01925 = 0.02137 0.00065 0.00608 -0.00275 C14 1 0.305482 0.814859 0.219072 11.00000 0.04932 0.02090 = 0.02957 0.00148 0.00167 -0.00913 AFIX 137 H14A 2 0.335776 0.834246 0.174542 11.00000 -1.50000 H14B 2 0.377570 0.793555 0.242848 11.00000 -1.50000 H14C 2 0.282301 0.834499 0.265578 11.00000 -1.50000 AFIX 0 C10 1 0.073686 0.809293 0.130335 11.00000 0.05020 0.01579 = 0.03105 0.00727 -0.00074 0.00229 AFIX 43 H10 2 0.076641 0.841585 0.119814 11.00000 -1.20000 AFIX 0 C9 1 -0.039359 0.784241 0.096907 11.00000 0.04467 0.02320 = 0.03474 0.00724 -0.00576 0.01025 C8 1 -0.045317 0.736928 0.113444 11.00000 0.02801 0.02187 = 0.02957 0.00255 -0.00495 0.00425 AFIX 43 H8 2 -0.124723 0.720255 0.091721 11.00000 -1.20000 AFIX 0 C13 1 -0.158141 0.807528 0.041869 11.00000 0.06688 0.02961 = 0.07500 0.01145 -0.02997 0.01411 AFIX 137 H13A 2 -0.177151 0.792167 -0.014617 11.00000 -1.50000 H13B 2 -0.136973 0.840124 0.033622 11.00000 -1.50000 H13C 2 -0.237043 0.805340 0.071042 11.00000 -1.50000 AFIX 0 C40 1 0.397937 0.693717 0.408068 11.00000 0.02551 0.02414 = 0.02892 -0.01221 -0.00131 -0.00079 AFIX 23 H40A 2 0.441839 0.714465 0.370695 11.00000 -1.20000 H40B 2 0.461160 0.668594 0.429643 11.00000 -1.20000 AFIX 0 C41 1 0.356126 0.720250 0.482689 11.00000 0.04079 0.03532 = 0.02814 -0.01785 -0.00046 0.00414 AFIX 23 H41A 2 0.416615 0.746810 0.499403 11.00000 -1.20000 H41B 2 0.355367 0.700086 0.533763 11.00000 -1.20000 AFIX 0 C42 1 0.215195 0.736342 0.445508 11.00000 0.03859 0.02288 = 0.02795 -0.00798 0.00706 0.00580 AFIX 23 H42A 2 0.162848 0.744189 0.491978 11.00000 -1.20000 H42B 2 0.217408 0.763439 0.407101 11.00000 -1.20000 AFIX 0 C43 1 0.158596 0.694492 0.395374 11.00000 0.02656 0.02145 = 0.02102 -0.00250 0.00756 0.00520 AFIX 23 H43A 2 0.122873 0.672061 0.433766 11.00000 -1.20000 H43B 2 0.085678 0.703339 0.348064 11.00000 -1.20000 AFIX 0 C46 1 0.706328 0.842219 0.324363 11.00000 0.04935 0.05918 = 0.08100 0.01228 0.00933 0.01848 AFIX 23 H46A 2 0.686011 0.869247 0.358887 11.00000 -1.20000 H46B 2 0.641001 0.841079 0.269960 11.00000 -1.20000 AFIX 0 C45 1 0.851104 0.844042 0.305811 11.00000 0.08902 0.04515 = 0.11027 0.02051 0.05617 0.01164 AFIX 23 H45A 2 0.852830 0.849597 0.243520 11.00000 -1.20000 H45B 2 0.902859 0.868714 0.340086 11.00000 -1.20000 AFIX 0 C44 1 0.906198 0.797691 0.332435 11.00000 0.03667 0.04000 = 0.09386 -0.00159 0.01242 0.00278 AFIX 23 H44A 2 0.952712 0.784518 0.286830 11.00000 -1.20000 H44B 2 0.971577 0.800104 0.386651 11.00000 -1.20000 AFIX 0 C47 1 0.704394 0.798872 0.374177 11.00000 0.05564 0.04205 = 0.09712 -0.00645 0.04005 -0.00242 AFIX 23 H47A 2 0.728749 0.804898 0.437045 11.00000 -1.20000 H47B 2 0.614041 0.784598 0.363225 11.00000 -1.20000 AFIX 0 HKLF 4 REM tst_a.res in P2(1)/c REM wR2 = 0.1109, GooF = S = 1.046, Restrained GooF = 1.046 for all data REM R1 = 0.0428 for 8799 Fo > 4sig(Fo) and 0.0608 for all 11171 data REM 491 parameters refined using 0 restraints END WGHT 0.0526 1.1172 REM Instructions for potential hydrogen bonds HTAB C12 O1 REM Highest difference peak 0.834, deepest hole -0.506, 1-sigma level 0.086 Q1 1 0.7750 0.8303 0.2610 11.00000 0.05 0.83 Q2 1 0.1461 0.6087 0.2601 11.00000 0.05 0.56 Q3 1 0.1481 0.6321 0.2584 11.00000 0.05 0.54 Q4 1 0.8651 0.7903 0.3853 11.00000 0.05 0.52 Q5 1 0.3108 0.6334 0.2421 11.00000 0.05 0.49 Q6 1 0.0582 0.5728 0.3200 11.00000 0.05 0.46 Q7 1 0.3069 0.6039 0.2431 11.00000 0.05 0.45 Q8 1 0.4005 0.6391 0.0150 11.00000 0.05 0.39 Q9 1 0.2754 0.6342 0.0190 11.00000 0.05 0.38 Q10 1 0.1245 0.6501 0.1660 11.00000 0.05 0.37 Q11 1 0.2192 0.6778 0.3752 11.00000 0.05 0.37 Q12 1 0.5122 0.6457 0.2024 11.00000 0.05 0.37 ; _shelx_res_checksum 52117 _olex2_submission_special_instructions 'No special instructions were received' 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_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Y1 Y 0.23073(2) 0.62088(2) 0.24959(2) 0.01288(6) Uani 1 1 d . . . . . P1 P -0.02032(5) 0.58004(2) 0.17085(4) 0.01669(12) Uani 1 1 d . . . . . O1 O 0.27350(15) 0.67481(5) 0.36027(9) 0.0185(3) Uani 1 1 d . . . . . O2 O 0.7999(3) 0.76972(8) 0.34508(19) 0.0659(7) Uani 1 1 d . . . . . N0AA N 0.06541(18) 0.66668(6) 0.18012(12) 0.0171(4) Uani 1 1 d . . . . . N2 N 0.10496(18) 0.58226(6) 0.33141(11) 0.0167(4) Uani 1 1 d . . . . . C27 C 0.3959(2) 0.55308(7) 0.21443(13) 0.0139(4) Uani 1 1 d . . . . . C23 C 0.3364(2) 0.57153(7) 0.13397(13) 0.0140(4) Uani 1 1 d . . . . . H23 H 0.275291 0.555118 0.092252 0.017 Uiso 1 1 calc R . . . . C24 C 0.3786(2) 0.61732(7) 0.12299(13) 0.0145(4) Uani 1 1 d . . . . . C28 C 0.3410(2) 0.64505(8) 0.03972(14) 0.0192(4) Uani 1 1 d . . . . . H28 H 0.342639 0.678573 0.055411 0.023 Uiso 1 1 calc R . . . . C29 C 0.2009(2) 0.63361(8) -0.00819(15) 0.0226(5) Uani 1 1 d . . . . . H29A H 0.197306 0.600961 -0.025093 0.034 Uiso 1 1 calc GR . . . . H29B H 0.181118 0.652955 -0.060101 0.034 Uiso 1 1 calc GR . . . . H29C H 0.134394 0.639560 0.029849 0.034 Uiso 1 1 calc GR . . . . C30 C 0.4444(3) 0.63722(10) -0.02086(16) 0.0325(6) Uani 1 1 d . . . . . H30A H 0.443232 0.604647 -0.038169 0.049 Uiso 1 1 calc GR . . . . H30B H 0.534124 0.645341 0.009328 0.049 Uiso 1 1 calc GR . . . . H30C H 0.421967 0.656651 -0.072467 0.049 Uiso 1 1 calc GR . . . . C25 C 0.4725(2) 0.62848(7) 0.19883(13) 0.0141(4) Uani 1 1 d . . . . . C26 C 0.4839(2) 0.58814(7) 0.25635(14) 0.0144(4) Uani 1 1 d . . . . . C37 C 0.5796(2) 0.58805(7) 0.33498(14) 0.0166(4) Uani 1 1 d . . . . . C36 C 0.6584(2) 0.62662(7) 0.35259(15) 0.0199(5) Uani 1 1 d . . . . . H36 H 0.722891 0.627125 0.404012 0.024 Uiso 1 1 calc R . . . . C35 C 0.6478(2) 0.66566(7) 0.29741(15) 0.0209(5) Uani 1 1 d . . . . . H35 H 0.705810 0.691209 0.313006 0.025 Uiso 1 1 calc R . . . . C34 C 0.5571(2) 0.66802(7) 0.22240(14) 0.0170(4) Uani 1 1 d . . . . . C38 C 0.5529(2) 0.71053(8) 0.16666(16) 0.0247(5) Uani 1 1 d . . . . . H38A H 0.617024 0.733374 0.195052 0.037 Uiso 1 1 calc GR . . . . H38B H 0.462155 0.723660 0.158361 0.037 Uiso 1 1 calc GR . . . . H38C H 0.576782 0.702266 0.110263 0.037 Uiso 1 1 calc GR . . . . C39 C 0.6026(2) 0.54679(8) 0.39452(14) 0.0217(5) Uani 1 1 d . . . . . H39A H 0.635871 0.520842 0.363661 0.033 Uiso 1 1 calc GR . . . . H39B H 0.517863 0.538058 0.413333 0.033 Uiso 1 1 calc GR . . . . H39C H 0.669039 0.554670 0.445241 0.033 Uiso 1 1 calc GR . . . . C31 C 0.3845(2) 0.50280(7) 0.24001(14) 0.0166(4) Uani 1 1 d . . . . . H31 H 0.418815 0.500089 0.303440 0.020 Uiso 1 1 calc R . . . . C33 C 0.4742(2) 0.47293(7) 0.19152(16) 0.0240(5) Uani 1 1 d . . . . . H33A H 0.447330 0.477055 0.128947 0.036 Uiso 1 1 calc GR . . . . H33B H 0.464357 0.440352 0.206493 0.036 Uiso 1 1 calc GR . . . . H33C H 0.568172 0.482305 0.208158 0.036 Uiso 1 1 calc GR . . . . C32 C 0.2404(2) 0.48487(8) 0.22381(16) 0.0222(5) Uani 1 1 d . . . . . H32A H 0.185481 0.502998 0.257934 0.033 Uiso 1 1 calc GR . . . . H32B H 0.239299 0.452315 0.240978 0.033 Uiso 1 1 calc GR . . . . H32C H 0.203836 0.487780 0.162112 0.033 Uiso 1 1 calc GR . . . . C1 C -0.0595(2) 0.64186(7) 0.14939(15) 0.0199(5) Uani 1 1 d . . . . . H1A H -0.088621 0.647243 0.086685 0.024 Uiso 1 1 calc R . . . . H1B H -0.131812 0.652141 0.181042 0.024 Uiso 1 1 calc R . . . . C2 C -0.0321(2) 0.57338(8) 0.28742(14) 0.0195(4) Uani 1 1 d . . . . . H2A H -0.095945 0.595984 0.305496 0.023 Uiso 1 1 calc R . . . . H2B H -0.061392 0.541785 0.299950 0.023 Uiso 1 1 calc R . . . . C15 C 0.1301(2) 0.57616(7) 0.41988(14) 0.0167(4) Uani 1 1 d . . . . . C20 C 0.2640(2) 0.58081(7) 0.46209(14) 0.0189(4) Uani 1 1 d . . . . . H20 H 0.332356 0.586185 0.427852 0.023 Uiso 1 1 calc R . . . . C19 C 0.3002(2) 0.57790(7) 0.55095(14) 0.0212(5) Uani 1 1 d . . . . . C22 C 0.4447(3) 0.58460(8) 0.59159(16) 0.0285(5) Uani 1 1 d . . . . . H22A H 0.495392 0.556263 0.585019 0.043 Uiso 1 1 calc GR . . . . H22B H 0.449343 0.591643 0.653301 0.043 Uiso 1 1 calc GR . . . . H22C H 0.483450 0.610252 0.562893 0.043 Uiso 1 1 calc GR . . . . C18 C 0.2005(3) 0.56871(7) 0.60126(15) 0.0245(5) Uani 1 1 d . . . . . H18 H 0.223735 0.566298 0.662410 0.029 Uiso 1 1 calc R . . . . C17 C 0.0674(3) 0.56305(7) 0.56237(15) 0.0234(5) Uani 1 1 d . . . . . C21 C -0.0410(3) 0.55366(9) 0.61626(17) 0.0311(6) Uani 1 1 d . . . . . H21A H -0.107727 0.578544 0.607621 0.047 Uiso 1 1 calc GR . . . . H21B H -0.001049 0.552174 0.677583 0.047 Uiso 1 1 calc GR . . . . H21C H -0.084690 0.524150 0.598633 0.047 Uiso 1 1 calc GR . . . . C16 C 0.0330(2) 0.56665(7) 0.47296(15) 0.0196(4) Uani 1 1 d . . . . . H16 H -0.058058 0.562598 0.447070 0.024 Uiso 1 1 calc R . . . . C3 C -0.1627(2) 0.54755(8) 0.10830(15) 0.0226(5) Uani 1 1 d . . . . . C4 C -0.1545(3) 0.55310(11) 0.01239(17) 0.0430(7) Uani 1 1 d . . . . . H4A H -0.227136 0.535472 -0.022041 0.064 Uiso 1 1 calc GR . . . . H4B H -0.067672 0.541541 0.000967 0.064 Uiso 1 1 calc GR . . . . H4C H -0.163529 0.585849 -0.003449 0.064 Uiso 1 1 calc GR . . . . C5 C -0.2960(2) 0.56560(9) 0.12852(18) 0.0297(6) Uani 1 1 d . . . . . H5A H -0.305172 0.598410 0.113132 0.045 Uiso 1 1 calc GR . . . . H5B H -0.298845 0.561861 0.190497 0.045 Uiso 1 1 calc GR . . . . H5C H -0.369892 0.548164 0.094956 0.045 Uiso 1 1 calc GR . . . . C6 C -0.1474(3) 0.49614(9) 0.13215(19) 0.0341(6) Uani 1 1 d . . . . . H6A H -0.151155 0.492228 0.193985 0.051 Uiso 1 1 calc GR . . . . H6B H -0.060926 0.484815 0.119649 0.051 Uiso 1 1 calc GR . . . . H6C H -0.220457 0.478549 0.098054 0.051 Uiso 1 1 calc GR . . . . C7 C 0.0636(2) 0.71357(7) 0.16146(14) 0.0197(4) Uani 1 1 d . . . . . C12 C 0.1780(2) 0.74031(7) 0.19303(14) 0.0208(5) Uani 1 1 d . . . . . H12 H 0.254216 0.725388 0.224833 0.025 Uiso 1 1 calc R . . . . C11 C 0.1832(3) 0.78750(8) 0.17932(15) 0.0258(5) Uani 1 1 d . . . . . C14 C 0.3055(3) 0.81486(9) 0.21907(17) 0.0338(6) Uani 1 1 d . . . . . H14A H 0.335776 0.834246 0.174542 0.051 Uiso 1 1 calc GR . . . . H14B H 0.377570 0.793555 0.242848 0.051 Uiso 1 1 calc GR . . . . H14C H 0.282301 0.834499 0.265578 0.051 Uiso 1 1 calc GR . . . . C10 C 0.0737(3) 0.80929(8) 0.13034(17) 0.0331(6) Uani 1 1 d . . . . . H10 H 0.076641 0.841585 0.119814 0.040 Uiso 1 1 calc R . . . . C9 C -0.0394(3) 0.78424(9) 0.09691(18) 0.0355(6) Uani 1 1 d . . . . . C8 C -0.0453(3) 0.73693(8) 0.11344(16) 0.0275(5) Uani 1 1 d . . . . . H8 H -0.124723 0.720255 0.091721 0.033 Uiso 1 1 calc R . . . . C13 C -0.1581(4) 0.80753(11) 0.0419(2) 0.0617(11) Uani 1 1 d . . . . . H13A H -0.177151 0.792167 -0.014617 0.092 Uiso 1 1 calc GR . . . . H13B H -0.136973 0.840124 0.033622 0.092 Uiso 1 1 calc GR . . . . H13C H -0.237043 0.805340 0.071042 0.092 Uiso 1 1 calc GR . . . . C40 C 0.3979(2) 0.69372(8) 0.40807(16) 0.0268(5) Uani 1 1 d . . . . . H40A H 0.441839 0.714465 0.370695 0.032 Uiso 1 1 calc R . . . . H40B H 0.461160 0.668594 0.429643 0.032 Uiso 1 1 calc R . . . . C41 C 0.3561(3) 0.72025(9) 0.48269(17) 0.0354(6) Uani 1 1 d . . . . . H41A H 0.416615 0.746810 0.499403 0.042 Uiso 1 1 calc R . . . . H41B H 0.355367 0.700086 0.533763 0.042 Uiso 1 1 calc R . . . . C42 C 0.2152(3) 0.73634(8) 0.44551(16) 0.0296(6) Uani 1 1 d . . . . . H42A H 0.162848 0.744189 0.491978 0.036 Uiso 1 1 calc R . . . . H42B H 0.217408 0.763439 0.407101 0.036 Uiso 1 1 calc R . . . . C43 C 0.1586(2) 0.69449(8) 0.39537(15) 0.0226(5) Uani 1 1 d . . . . . H43A H 0.122873 0.672061 0.433766 0.027 Uiso 1 1 calc R . . . . H43B H 0.085678 0.703339 0.348064 0.027 Uiso 1 1 calc R . . . . C46 C 0.7063(4) 0.84222(13) 0.3244(3) 0.0633(10) Uani 1 1 d . . . . . H46A H 0.686011 0.869247 0.358887 0.076 Uiso 1 1 calc R . . . . H46B H 0.641001 0.841079 0.269960 0.076 Uiso 1 1 calc R . . . . C45 C 0.8511(4) 0.84404(13) 0.3058(3) 0.0771(13) Uani 1 1 d . . . . . H45A H 0.852830 0.849597 0.243520 0.093 Uiso 1 1 calc R . . . . H45B H 0.902859 0.868714 0.340086 0.093 Uiso 1 1 calc R . . . . C44 C 0.9062(3) 0.79769(11) 0.3324(3) 0.0566(9) Uani 1 1 d . . . . . H44A H 0.952712 0.784518 0.286830 0.068 Uiso 1 1 calc R . . . . H44B H 0.971577 0.800104 0.386651 0.068 Uiso 1 1 calc R . . . . C47 C 0.7044(4) 0.79887(11) 0.3742(3) 0.0619(10) Uani 1 1 d . . . . . H47A H 0.728749 0.804898 0.437045 0.074 Uiso 1 1 calc R . . . . H47B H 0.614041 0.784598 0.363225 0.074 Uiso 1 1 calc R . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Y1 0.01388(10) 0.01197(10) 0.01284(10) -0.00091(7) 0.00229(7) 0.00105(7) P1 0.0139(3) 0.0176(3) 0.0186(3) -0.0023(2) 0.0026(2) 0.0003(2) O1 0.0213(8) 0.0162(7) 0.0179(8) -0.0049(6) 0.0029(6) 0.0017(6) O2 0.0637(16) 0.0334(12) 0.105(2) 0.0007(12) 0.0271(15) -0.0039(11) N0AA 0.0167(9) 0.0141(9) 0.0204(9) 0.0010(7) 0.0027(7) 0.0020(7) N2 0.0179(9) 0.0173(9) 0.0151(9) -0.0004(7) 0.0031(7) 0.0002(7) C27 0.0138(10) 0.0134(10) 0.0148(10) 0.0001(7) 0.0034(8) 0.0010(7) C23 0.0144(10) 0.0148(10) 0.0129(10) -0.0023(7) 0.0025(8) 0.0011(7) C24 0.0156(10) 0.0137(10) 0.0150(10) 0.0013(8) 0.0046(8) 0.0014(8) C28 0.0236(12) 0.0189(11) 0.0160(11) 0.0051(8) 0.0054(9) 0.0012(8) C29 0.0268(13) 0.0228(11) 0.0166(11) 0.0042(8) -0.0016(9) 0.0004(9) C30 0.0324(14) 0.0469(16) 0.0205(12) 0.0105(11) 0.0113(11) 0.0062(12) C25 0.0152(10) 0.0123(10) 0.0156(10) 0.0009(7) 0.0051(8) 0.0008(7) C26 0.0129(10) 0.0135(9) 0.0175(10) 0.0000(8) 0.0040(8) 0.0035(7) C37 0.0167(11) 0.0188(10) 0.0143(10) -0.0021(8) 0.0023(8) 0.0031(8) C36 0.0159(11) 0.0215(11) 0.0207(11) -0.0047(8) -0.0016(9) 0.0027(8) C35 0.0194(11) 0.0172(11) 0.0257(12) -0.0057(9) 0.0024(9) -0.0040(8) C34 0.0172(10) 0.0129(10) 0.0219(11) -0.0010(8) 0.0062(9) -0.0001(8) C38 0.0254(12) 0.0171(11) 0.0312(13) 0.0032(9) 0.0033(10) -0.0048(9) C39 0.0226(12) 0.0211(11) 0.0190(11) 0.0002(8) -0.0043(9) 0.0055(9) C31 0.0210(11) 0.0126(10) 0.0156(10) 0.0007(8) 0.0008(8) 0.0005(8) C33 0.0240(12) 0.0117(10) 0.0366(14) -0.0015(9) 0.0056(10) 0.0020(8) C32 0.0259(12) 0.0158(11) 0.0263(12) 0.0007(9) 0.0082(10) -0.0032(9) C1 0.0177(11) 0.0189(11) 0.0223(12) 0.0004(8) 0.0012(9) 0.0022(8) C2 0.0186(11) 0.0190(11) 0.0214(11) 0.0006(8) 0.0047(9) 0.0008(8) C15 0.0239(11) 0.0102(9) 0.0166(11) 0.0010(8) 0.0053(9) 0.0017(8) C20 0.0229(11) 0.0149(10) 0.0202(11) 0.0026(8) 0.0071(9) 0.0027(8) C19 0.0310(13) 0.0134(10) 0.0184(11) 0.0018(8) 0.0015(9) 0.0050(9) C22 0.0355(14) 0.0247(12) 0.0228(12) 0.0017(9) -0.0032(11) 0.0038(10) C18 0.0415(15) 0.0151(11) 0.0174(11) 0.0030(8) 0.0064(10) 0.0055(9) C17 0.0383(14) 0.0110(10) 0.0236(12) 0.0016(8) 0.0130(10) 0.0026(9) C21 0.0472(16) 0.0224(12) 0.0284(14) 0.0042(10) 0.0202(12) 0.0039(11) C16 0.0257(12) 0.0127(10) 0.0221(11) 0.0003(8) 0.0087(9) 0.0002(8) C3 0.0159(11) 0.0262(12) 0.0258(12) -0.0089(9) 0.0032(9) -0.0033(9) C4 0.0444(17) 0.0605(19) 0.0238(14) -0.0149(13) 0.0047(12) -0.0192(14) C5 0.0151(11) 0.0309(14) 0.0428(16) -0.0078(11) 0.0033(11) -0.0018(9) C6 0.0258(13) 0.0251(13) 0.0502(17) -0.0135(11) 0.0021(12) -0.0037(10) C7 0.0251(12) 0.0165(11) 0.0176(11) 0.0023(8) 0.0041(9) 0.0035(8) C12 0.0267(12) 0.0176(11) 0.0184(11) 0.0042(8) 0.0045(9) 0.0025(9) C11 0.0373(14) 0.0193(11) 0.0214(12) 0.0006(9) 0.0061(10) -0.0028(10) C14 0.0493(17) 0.0209(13) 0.0296(14) 0.0015(10) 0.0017(12) -0.0091(11) C10 0.0502(17) 0.0158(12) 0.0311(14) 0.0073(10) -0.0007(12) 0.0023(11) C9 0.0447(17) 0.0232(13) 0.0347(15) 0.0072(11) -0.0058(13) 0.0102(11) C8 0.0280(13) 0.0219(12) 0.0296(13) 0.0025(10) -0.0049(10) 0.0043(10) C13 0.067(2) 0.0296(16) 0.075(3) 0.0115(15) -0.030(2) 0.0141(15) C40 0.0255(13) 0.0241(12) 0.0289(13) -0.0122(10) -0.0013(10) -0.0008(9) C41 0.0408(16) 0.0353(15) 0.0281(14) -0.0179(11) -0.0005(12) 0.0041(12) C42 0.0386(15) 0.0229(12) 0.0279(13) -0.0080(10) 0.0071(11) 0.0058(10) C43 0.0266(12) 0.0214(11) 0.0210(12) -0.0025(9) 0.0076(10) 0.0052(9) C46 0.049(2) 0.059(2) 0.081(3) 0.012(2) 0.0093(19) 0.0185(17) C45 0.089(3) 0.045(2) 0.110(4) 0.021(2) 0.056(3) 0.012(2) C44 0.0367(18) 0.0400(18) 0.094(3) -0.0016(17) 0.0124(18) 0.0028(14) C47 0.056(2) 0.0420(19) 0.097(3) -0.0064(18) 0.040(2) -0.0024(16) 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' N N 0.0061 0.0033 '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' Y Y -2.7962 3.5667 '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 Y1 P1 129.81(4) . . ? O1 Y1 C27 126.61(6) . . ? O1 Y1 C23 145.34(6) . . ? O1 Y1 C24 121.40(6) . . ? O1 Y1 C25 95.48(6) . . ? O1 Y1 C26 98.28(6) . . ? N0AA Y1 P1 60.45(5) . . ? N0AA Y1 O1 89.96(6) . . ? N0AA Y1 C27 139.60(6) . . ? N0AA Y1 C23 109.40(6) . . ? N0AA Y1 C24 97.03(6) . . ? N0AA Y1 C25 116.27(6) . . ? N0AA Y1 C26 147.10(6) . . ? N2 Y1 P1 60.08(5) . . ? N2 Y1 O1 87.96(6) . . ? N2 Y1 N0AA 97.21(7) . . ? N2 Y1 C27 100.29(6) . . ? N2 Y1 C23 116.47(6) . . ? N2 Y1 C24 147.22(6) . . ? N2 Y1 C25 146.29(6) . . ? N2 Y1 C26 114.78(6) . . ? C27 Y1 P1 98.28(5) . . ? C27 Y1 C25 51.60(6) . . ? C27 Y1 C26 30.86(6) . . ? C23 Y1 P1 84.78(5) . . ? C23 Y1 C27 30.60(6) . . ? C23 Y1 C24 30.76(6) . . ? C23 Y1 C25 50.41(6) . . ? C23 Y1 C26 50.29(6) . . ? C24 Y1 P1 102.94(5) . . ? C24 Y1 C27 51.75(6) . . ? C24 Y1 C25 31.02(6) . . ? C24 Y1 C26 51.68(6) . . ? C25 Y1 P1 133.01(5) . . ? C25 Y1 C26 31.52(6) . . ? C26 Y1 P1 129.10(5) . . ? C1 P1 Y1 80.15(7) . . ? C1 P1 C2 103.49(10) . . ? C1 P1 C3 105.60(11) . . ? C2 P1 Y1 79.17(7) . . ? C2 P1 C3 107.44(10) . . ? C3 P1 Y1 169.50(7) . . ? C40 O1 Y1 132.56(13) . . ? C40 O1 C43 109.09(16) . . ? C43 O1 Y1 118.31(12) . . ? C44 O2 C47 106.3(2) . . ? C1 N0AA Y1 113.54(13) . . ? C7 N0AA Y1 131.06(15) . . ? C7 N0AA C1 115.40(18) . . ? C2 N2 Y1 113.39(13) . . ? C15 N2 Y1 127.39(14) . . ? C15 N2 C2 117.29(17) . . ? C23 C27 Y1 73.52(11) . . ? C23 C27 C26 106.52(17) . . ? C23 C27 C31 123.96(18) . . ? C26 C27 Y1 75.45(11) . . ? C26 C27 C31 128.62(18) . . ? C31 C27 Y1 124.79(13) . . ? Y1 C23 H23 116.7 . . ? C27 C23 Y1 75.89(12) . . ? C27 C23 H23 124.1 . . ? C27 C23 C24 111.74(18) . . ? C24 C23 Y1 74.89(11) . . ? C24 C23 H23 124.1 . . ? C23 C24 Y1 74.35(11) . . ? C23 C24 C28 124.02(19) . . ? C23 C24 C25 106.47(17) . . ? C28 C24 Y1 121.45(13) . . ? C25 C24 Y1 75.54(12) . . ? C25 C24 C28 129.07(18) . . ? C24 C28 H28 108.0 . . ? C24 C28 C29 112.95(18) . . ? C24 C28 C30 110.40(18) . . ? C29 C28 H28 108.0 . . ? C29 C28 C30 109.38(19) . . ? C30 C28 H28 108.0 . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29B 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C28 C30 H30A 109.5 . . ? C28 C30 H30B 109.5 . . ? C28 C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C24 C25 Y1 73.44(12) . . ? C24 C25 C26 107.78(17) . . ? C24 C25 C34 132.69(19) . . ? C26 C25 Y1 74.94(11) . . ? C34 C25 Y1 121.15(13) . . ? C34 C25 C26 119.35(19) . . ? C27 C26 Y1 73.69(11) . . ? C27 C26 C25 107.45(18) . . ? C27 C26 C37 132.17(19) . . ? C25 C26 Y1 73.53(11) . . ? C37 C26 Y1 122.30(14) . . ? C37 C26 C25 120.16(18) . . ? C26 C37 C39 123.07(19) . . ? C36 C37 C26 117.31(19) . . ? C36 C37 C39 119.5(2) . . ? C37 C36 H36 118.6 . . ? C37 C36 C35 122.8(2) . . ? C35 C36 H36 118.6 . . ? C36 C35 H35 118.7 . . ? C34 C35 C36 122.5(2) . . ? C34 C35 H35 118.7 . . ? C25 C34 C38 122.7(2) . . ? C35 C34 C25 117.86(19) . . ? C35 C34 C38 119.36(19) . . ? C34 C38 H38A 109.5 . . ? C34 C38 H38B 109.5 . . ? C34 C38 H38C 109.5 . . ? H38A C38 H38B 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39B 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C27 C31 H31 107.9 . . ? C27 C31 C33 109.52(17) . . ? C27 C31 C32 113.09(17) . . ? C33 C31 H31 107.9 . . ? C32 C31 H31 107.9 . . ? C32 C31 C33 110.29(18) . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33B 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32B 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? P1 C1 H1A 110.6 . . ? P1 C1 H1B 110.6 . . ? N0AA C1 P1 105.50(14) . . ? N0AA C1 H1A 110.6 . . ? N0AA C1 H1B 110.6 . . ? H1A C1 H1B 108.8 . . ? P1 C2 H2A 111.0 . . ? P1 C2 H2B 111.0 . . ? N2 C2 P1 103.90(14) . . ? N2 C2 H2A 111.0 . . ? N2 C2 H2B 111.0 . . ? H2A C2 H2B 109.0 . . ? N2 C15 C20 117.84(19) . . ? N2 C15 C16 125.6(2) . . ? C16 C15 C20 116.5(2) . . ? C15 C20 H20 118.5 . . ? C19 C20 C15 123.0(2) . . ? C19 C20 H20 118.5 . . ? C20 C19 C22 120.0(2) . . ? C20 C19 C18 118.6(2) . . ? C18 C19 C22 121.4(2) . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22B 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 C18 H18 119.8 . . ? C17 C18 C19 120.4(2) . . ? C17 C18 H18 119.8 . . ? C18 C17 C21 120.8(2) . . ? C16 C17 C18 119.9(2) . . ? C16 C17 C21 119.3(2) . . ? C17 C21 H21A 109.5 . . ? C17 C21 H21B 109.5 . . ? C17 C21 H21C 109.5 . . ? H21A C21 H21B 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C15 C16 H16 119.3 . . ? C17 C16 C15 121.5(2) . . ? C17 C16 H16 119.3 . . ? C4 C3 P1 107.85(17) . . ? C4 C3 C6 108.8(2) . . ? C5 C3 P1 110.54(16) . . ? C5 C3 C4 110.9(2) . . ? C5 C3 C6 109.9(2) . . ? C6 C3 P1 108.85(17) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4B 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5B 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6B 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N0AA C7 C12 118.7(2) . . ? N0AA C7 C8 124.6(2) . . ? C8 C7 C12 116.7(2) . . ? C7 C12 H12 118.8 . . ? C11 C12 C7 122.4(2) . . ? C11 C12 H12 118.8 . . ? C12 C11 C14 120.1(2) . . ? C12 C11 C10 119.1(2) . . ? C10 C11 C14 120.8(2) . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14B 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C10 H10 119.8 . . ? C9 C10 C11 120.4(2) . . ? C9 C10 H10 119.8 . . ? C10 C9 C8 120.1(2) . . ? C10 C9 C13 120.7(2) . . ? C8 C9 C13 119.2(3) . . ? C7 C8 H8 119.4 . . ? C9 C8 C7 121.3(2) . . ? C9 C8 H8 119.4 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13B 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? O1 C40 H40A 110.7 . . ? O1 C40 H40B 110.7 . . ? O1 C40 C41 105.2(2) . . ? H40A C40 H40B 108.8 . . ? C41 C40 H40A 110.7 . . ? C41 C40 H40B 110.7 . . ? C40 C41 H41A 111.2 . . ? C40 C41 H41B 111.2 . . ? C40 C41 C42 102.6(2) . . ? H41A C41 H41B 109.2 . . ? C42 C41 H41A 111.2 . . ? C42 C41 H41B 111.2 . . ? C41 C42 H42A 111.4 . . ? C41 C42 H42B 111.4 . . ? H42A C42 H42B 109.2 . . ? C43 C42 C41 101.93(19) . . ? C43 C42 H42A 111.4 . . ? C43 C42 H42B 111.4 . . ? O1 C43 C42 104.45(19) . . ? O1 C43 H43A 110.9 . . ? O1 C43 H43B 110.9 . . ? C42 C43 H43A 110.9 . . ? C42 C43 H43B 110.9 . . ? H43A C43 H43B 108.9 . . ? H46A C46 H46B 109.1 . . ? C45 C46 H46A 111.2 . . ? C45 C46 H46B 111.2 . . ? C47 C46 H46A 111.2 . . ? C47 C46 H46B 111.2 . . ? C47 C46 C45 102.8(3) . . ? C46 C45 H45A 111.0 . . ? C46 C45 H45B 111.0 . . ? H45A C45 H45B 109.0 . . ? C44 C45 C46 103.9(3) . . ? C44 C45 H45A 111.0 . . ? C44 C45 H45B 111.0 . . ? O2 C44 C45 107.7(3) . . ? O2 C44 H44A 110.2 . . ? O2 C44 H44B 110.2 . . ? C45 C44 H44A 110.2 . . ? C45 C44 H44B 110.2 . . ? H44A C44 H44B 108.5 . . ? O2 C47 C46 105.7(3) . . ? O2 C47 H47A 110.6 . . ? O2 C47 H47B 110.6 . . ? C46 C47 H47A 110.6 . . ? C46 C47 H47B 110.6 . . ? H47A C47 H47B 108.7 . . ? 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 Y1 P1 2.8856(6) . ? Y1 O1 2.3193(14) . ? Y1 N0AA 2.2667(17) . ? Y1 N2 2.2383(18) . ? Y1 C27 2.686(2) . ? Y1 C23 2.656(2) . ? Y1 C24 2.663(2) . ? Y1 C25 2.690(2) . ? Y1 C26 2.709(2) . ? P1 C1 1.851(2) . ? P1 C2 1.855(2) . ? P1 C3 1.858(2) . ? O1 C40 1.461(3) . ? O1 C43 1.473(3) . ? O2 C44 1.382(4) . ? O2 C47 1.409(4) . ? N0AA C1 1.463(3) . ? N0AA C7 1.387(3) . ? N2 C2 1.465(3) . ? N2 C15 1.377(3) . ? C27 C23 1.410(3) . ? C27 C26 1.435(3) . ? C27 C31 1.518(3) . ? C23 H23 0.9500 . ? C23 C24 1.410(3) . ? C24 C28 1.525(3) . ? C24 C25 1.432(3) . ? C28 H28 1.0000 . ? C28 C29 1.526(3) . ? C28 C30 1.533(3) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C25 C26 1.467(3) . ? C25 C34 1.439(3) . ? C26 C37 1.437(3) . ? C37 C36 1.372(3) . ? C37 C39 1.509(3) . ? C36 H36 0.9500 . ? C36 C35 1.415(3) . ? C35 H35 0.9500 . ? C35 C34 1.369(3) . ? C34 C38 1.504(3) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C31 H31 1.0000 . ? C31 C33 1.536(3) . ? C31 C32 1.526(3) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C15 C20 1.412(3) . ? C15 C16 1.408(3) . ? C20 H20 0.9500 . ? C20 C19 1.382(3) . ? C19 C22 1.506(3) . ? C19 C18 1.397(3) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C18 H18 0.9500 . ? C18 C17 1.393(4) . ? C17 C21 1.507(3) . ? C17 C16 1.390(3) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C16 H16 0.9500 . ? C3 C4 1.523(4) . ? C3 C5 1.521(3) . ? C3 C6 1.535(3) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C12 1.412(3) . ? C7 C8 1.401(3) . ? C12 H12 0.9500 . ? C12 C11 1.384(3) . ? C11 C14 1.513(3) . ? C11 C10 1.391(3) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C10 H10 0.9500 . ? C10 C9 1.381(4) . ? C9 C8 1.396(3) . ? C9 C13 1.517(4) . ? C8 H8 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C40 C41 1.512(3) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C41 C42 1.520(4) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C42 C43 1.505(3) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C46 C45 1.534(5) . ? C46 C47 1.478(5) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C45 C44 1.486(5) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A _geom_hbond_publ_flag C12 H12 O1 0.95 2.56 3.249(3) 130.0 . yes 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 Y1 P1 C1 N0AA 4.67(12) . . . . ? Y1 P1 C2 N2 -14.08(12) . . . . ? Y1 P1 C3 C4 -52.5(5) . . . . ? Y1 P1 C3 C5 -173.8(3) . . . . ? Y1 P1 C3 C6 65.4(5) . . . . ? Y1 O1 C40 C41 -169.33(15) . . . . ? Y1 O1 C43 C42 -164.61(14) . . . . ? Y1 N0AA C1 P1 -6.39(17) . . . . ? Y1 N0AA C7 C12 -4.1(3) . . . . ? Y1 N0AA C7 C8 176.46(17) . . . . ? Y1 N2 C2 P1 19.61(16) . . . . ? Y1 N2 C15 C20 -22.2(3) . . . . ? Y1 N2 C15 C16 156.29(16) . . . . ? Y1 C27 C23 C24 67.07(15) . . . . ? Y1 C27 C26 C25 -66.32(13) . . . . ? Y1 C27 C26 C37 119.1(2) . . . . ? Y1 C27 C31 C33 167.09(14) . . . . ? Y1 C27 C31 C32 43.6(2) . . . . ? Y1 C23 C24 C28 -117.69(19) . . . . ? Y1 C23 C24 C25 69.32(14) . . . . ? Y1 C24 C28 C29 -58.2(2) . . . . ? Y1 C24 C28 C30 178.98(15) . . . . ? Y1 C24 C25 C26 67.67(14) . . . . ? Y1 C24 C25 C34 -117.4(2) . . . . ? Y1 C25 C26 C27 66.43(14) . . . . ? Y1 C25 C26 C37 -118.20(18) . . . . ? Y1 C25 C34 C35 91.1(2) . . . . ? Y1 C25 C34 C38 -91.2(2) . . . . ? Y1 C26 C37 C36 -89.3(2) . . . . ? Y1 C26 C37 C39 94.9(2) . . . . ? O1 C40 C41 C42 -30.3(3) . . . . ? N0AA C7 C12 C11 -178.3(2) . . . . ? N0AA C7 C8 C9 -179.7(2) . . . . ? N2 C15 C20 C19 176.47(19) . . . . ? N2 C15 C16 C17 -177.12(19) . . . . ? C27 C23 C24 Y1 -67.69(15) . . . . ? C27 C23 C24 C28 174.62(19) . . . . ? C27 C23 C24 C25 1.6(2) . . . . ? C27 C26 C37 C36 173.6(2) . . . . ? C27 C26 C37 C39 -2.2(4) . . . . ? C23 C27 C26 Y1 67.50(14) . . . . ? C23 C27 C26 C25 1.2(2) . . . . ? C23 C27 C26 C37 -173.4(2) . . . . ? C23 C27 C31 C33 74.1(3) . . . . ? C23 C27 C31 C32 -49.3(3) . . . . ? C23 C24 C28 C29 33.6(3) . . . . ? C23 C24 C28 C30 -89.2(3) . . . . ? C23 C24 C25 Y1 -68.49(14) . . . . ? C23 C24 C25 C26 -0.8(2) . . . . ? C23 C24 C25 C34 174.1(2) . . . . ? C24 C25 C26 Y1 -66.65(14) . . . . ? C24 C25 C26 C27 -0.2(2) . . . . ? C24 C25 C26 C37 175.14(18) . . . . ? C24 C25 C34 C35 -172.9(2) . . . . ? C24 C25 C34 C38 4.8(4) . . . . ? C28 C24 C25 Y1 119.0(2) . . . . ? C28 C24 C25 C26 -173.3(2) . . . . ? C28 C24 C25 C34 1.6(4) . . . . ? C25 C24 C28 C29 -155.1(2) . . . . ? C25 C24 C28 C30 82.1(3) . . . . ? C25 C26 C37 C36 -0.5(3) . . . . ? C25 C26 C37 C39 -176.27(19) . . . . ? C26 C27 C23 Y1 -68.83(14) . . . . ? C26 C27 C23 C24 -1.8(2) . . . . ? C26 C27 C31 C33 -93.5(2) . . . . ? C26 C27 C31 C32 143.1(2) . . . . ? C26 C25 C34 C35 1.6(3) . . . . ? C26 C25 C34 C38 179.31(19) . . . . ? C26 C37 C36 C35 0.5(3) . . . . ? C37 C36 C35 C34 0.5(3) . . . . ? C36 C35 C34 C25 -1.6(3) . . . . ? C36 C35 C34 C38 -179.4(2) . . . . ? C34 C25 C26 Y1 117.60(18) . . . . ? C34 C25 C26 C27 -175.97(18) . . . . ? C34 C25 C26 C37 -0.6(3) . . . . ? C39 C37 C36 C35 176.5(2) . . . . ? C31 C27 C23 Y1 121.20(19) . . . . ? C31 C27 C23 C24 -171.73(18) . . . . ? C31 C27 C26 Y1 -123.2(2) . . . . ? C31 C27 C26 C25 170.51(19) . . . . ? C31 C27 C26 C37 -4.1(4) . . . . ? C1 P1 C2 N2 -91.08(15) . . . . ? C1 P1 C3 C4 69.6(2) . . . . ? C1 P1 C3 C5 -51.7(2) . . . . ? C1 P1 C3 C6 -172.50(17) . . . . ? C1 N0AA C7 C12 176.68(19) . . . . ? C1 N0AA C7 C8 -2.8(3) . . . . ? C2 P1 C1 N0AA 80.92(15) . . . . ? C2 P1 C3 C4 179.59(18) . . . . ? C2 P1 C3 C5 58.2(2) . . . . ? C2 P1 C3 C6 -62.53(19) . . . . ? C2 N2 C15 C20 174.79(18) . . . . ? C2 N2 C15 C16 -6.8(3) . . . . ? C15 N2 C2 P1 -175.01(14) . . . . ? C15 C20 C19 C22 -178.2(2) . . . . ? C15 C20 C19 C18 1.8(3) . . . . ? C20 C15 C16 C17 1.3(3) . . . . ? C20 C19 C18 C17 -0.6(3) . . . . ? C19 C18 C17 C21 -179.3(2) . . . . ? C19 C18 C17 C16 -0.1(3) . . . . ? C22 C19 C18 C17 179.4(2) . . . . ? C18 C17 C16 C15 -0.3(3) . . . . ? C21 C17 C16 C15 178.9(2) . . . . ? C16 C15 C20 C19 -2.1(3) . . . . ? C3 P1 C1 N0AA -166.31(14) . . . . ? C3 P1 C2 N2 157.50(14) . . . . ? C7 N0AA C1 P1 173.00(15) . . . . ? C7 C12 C11 C14 176.5(2) . . . . ? C7 C12 C11 C10 -2.1(4) . . . . ? C12 C7 C8 C9 0.9(4) . . . . ? C12 C11 C10 C9 0.9(4) . . . . ? C11 C10 C9 C8 1.2(4) . . . . ? C11 C10 C9 C13 -178.7(3) . . . . ? C14 C11 C10 C9 -177.7(3) . . . . ? C10 C9 C8 C7 -2.1(4) . . . . ? C8 C7 C12 C11 1.3(3) . . . . ? C13 C9 C8 C7 177.8(3) . . . . ? C40 O1 C43 C42 17.4(2) . . . . ? C40 C41 C42 C43 40.4(3) . . . . ? C41 C42 C43 O1 -35.6(2) . . . . ? C43 O1 C40 C41 8.3(2) . . . . ? C46 C45 C44 O2 12.2(5) . . . . ? C45 C46 C47 O2 -29.1(4) . . . . ? C44 O2 C47 C46 38.4(4) . . . . ? C47 O2 C44 C45 -31.4(4) . . . . ? C47 C46 C45 C44 10.3(5) . . . . ?