#------------------------------------------------------------------------------ #$Date: 2019-12-03 07:41:02 +0200 (Tue, 03 Dec 2019) $ #$Revision: 244881 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/64/1556416.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_1556416 loop_ _publ_author_name 'Yoshida, Jun' 'Bozek, Kevin J. A.' 'Thompson, John R.' 'Williams, Vance E.' _publ_section_title ; Competing forces in the self-assembly of amide-functionalized discotic mesogens ; _journal_name_full 'Soft Matter' _journal_paper_doi 10.1039/C9SM01435G _journal_year 2019 _chemical_formula_moiety 'C49 H69 N3 O5' _chemical_formula_sum 'C49 H69 N3 O5' _chemical_formula_weight 780.07 _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 2019-07-16 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-07-16 deposited with the CCDC. 2019-11-25 downloaded from the CCDC. ; _cell_angle_alpha 108.5467(18) _cell_angle_beta 98.9702(17) _cell_angle_gamma 95.1342(17) _cell_formula_units_Z 2 _cell_length_a 11.0971(2) _cell_length_b 12.3679(3) _cell_length_c 17.5421(3) _cell_measurement_reflns_used 6451 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 73.3870 _cell_measurement_theta_min 3.8160 _cell_volume 2229.65(8) _computing_cell_refinement 'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)' _computing_data_collection 'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)' _computing_data_reduction 'CrysAlisPro 1.171.39.45i (Rigaku OD, 2018)' _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 (Sheldrick, 2015)' _diffrn_ambient_temperature 173 _diffrn_detector 'CCD plate' _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.985 _diffrn_measured_fraction_theta_max 0.947 _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 -63.00 36.00 0.50 12.00 -- -39.20 57.00 -90.00 198 2 \w -43.00 -17.00 0.50 27.00 -- -94.50 125.00 90.00 52 3 \w -32.00 -5.00 0.50 12.00 -- -39.20 109.00 159.00 54 4 \w -71.00 41.00 0.50 12.00 -- -39.20 37.00 30.00 224 5 \w -44.00 -14.00 0.50 27.00 -- -94.50 30.00 150.00 60 6 \w -66.00 -17.00 0.50 27.00 -- -94.50 45.00 120.00 98 7 \w -73.00 -48.00 0.50 27.00 -- -94.50 109.00 159.00 50 8 \w -90.00 -64.00 0.50 27.00 -- -94.50 125.00 90.00 52 9 \w -69.00 -12.00 0.50 27.00 -- -94.50 30.00 0.00 114 10 \w -62.00 -19.00 0.50 27.00 -- -94.50 30.00-150.00 86 11 \w -126.00-100.00 0.50 27.00 -- -94.50-109.00 62.00 52 12 \w -114.00 -71.00 0.50 12.00 -- -39.20-125.00 0.00 86 13 \w -117.00 -92.00 0.50 12.00 -- -39.20-125.00 -30.00 50 14 \w -115.00 -70.00 0.50 12.00 -- -39.20-125.00-120.00 90 15 \w -106.00 -80.00 0.50 12.00 -- -39.20-125.00-150.00 52 16 \w 1.00 26.00 0.50 12.00 -- 39.20 -99.00 30.00 50 17 \w 37.00 75.00 0.50 12.00 -- 39.20-109.00 62.00 76 18 \w 80.00 111.00 0.50 27.00 -- 109.49-109.00 62.00 62 19 \w 64.00 90.00 0.50 27.00 -- 109.49 -94.00 150.00 52 20 \w 47.00 85.00 0.50 27.00 -- 109.49-125.00 150.00 76 21 \w 31.00 77.00 0.50 27.00 -- 109.49 -45.00 150.00 92 22 \w 34.00 60.00 0.50 27.00 -- 109.49 -30.00 90.00 52 23 \w 31.00 75.00 0.50 27.00 -- 109.49 -45.00 60.00 88 24 \w 28.00 66.00 0.50 27.00 -- 109.49 -30.00 0.00 76 25 \w 34.00 69.00 0.50 27.00 -- 109.49 -30.00 -60.00 70 26 \w 27.00 68.00 0.50 27.00 -- 109.49 -30.00 -90.00 82 27 \w 37.00 62.00 0.50 27.00 -- 109.49 -61.00-150.00 50 28 \w 50.00 75.00 0.50 27.00 -- 109.49 -45.00-150.00 50 29 \w 107.00 133.00 0.50 27.00 -- 109.49 -61.00-150.00 52 30 \w 81.00 117.00 0.50 27.00 -- 109.49-125.00-150.00 72 31 \w 77.00 113.00 0.50 27.00 -- 109.49-125.00 -90.00 72 32 \w 81.00 117.00 0.50 27.00 -- 109.49-125.00 -60.00 72 33 \w 47.00 79.00 0.50 27.00 -- 109.49 -94.00 -30.00 64 34 \w 40.00 66.00 0.50 27.00 -- 109.49-125.00 -90.00 52 35 \w 34.00 59.00 0.50 27.00 -- 109.49-125.00-150.00 50 36 \w 34.00 99.00 0.50 12.00 -- 39.20-125.00-120.00 130 37 \w 32.00 67.00 0.50 27.00 -- 109.49 -30.00-150.00 70 38 \w 28.00 67.00 0.50 27.00 -- 109.49 -30.00-180.00 78 39 \w 94.00 177.00 0.50 27.00 -- 109.49 125.00 60.00 166 40 \w 145.00 177.00 0.50 27.00 -- 109.49 109.00 159.00 64 41 \w 101.00 134.00 0.50 27.00 -- 109.49 109.00 159.00 66 42 \w 82.00 178.00 0.50 27.00 -- 109.49 45.00 60.00 192 43 \w 149.00 175.00 0.50 27.00 -- 109.49 125.00-150.00 52 44 \w 94.00 131.00 0.50 27.00 -- 109.49 125.00-150.00 74 45 \w 27.00 60.00 0.50 27.00 -- 109.49 -30.00 120.00 66 46 \w 27.00 53.00 0.50 27.00 -- 109.49 -30.00 150.00 52 47 \w 34.00 60.00 0.50 27.00 -- 109.49 -94.00 150.00 52 48 \w 32.00 109.00 0.50 27.00 -- 109.49-125.00 60.00 154 49 \w -115.00 -70.00 0.50 12.00 -- -39.20-125.00 90.00 90 ; _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'XtaLAB Synergy, Dualflex, HyPix' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_type 'CrysAlisPro convention (1999,Acta A55,543-557)' _diffrn_orient_matrix_UB_11 -0.0566759000 _diffrn_orient_matrix_UB_12 -0.0905214000 _diffrn_orient_matrix_UB_13 0.0327076000 _diffrn_orient_matrix_UB_21 -0.0203549000 _diffrn_orient_matrix_UB_22 -0.0916356000 _diffrn_orient_matrix_UB_23 -0.0860430000 _diffrn_orient_matrix_UB_31 0.1287316000 _diffrn_orient_matrix_UB_32 -0.0325583000 _diffrn_orient_matrix_UB_33 0.0211563000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_unetI/netI 0.0440 _diffrn_reflns_Laue_measured_fraction_full 0.985 _diffrn_reflns_Laue_measured_fraction_max 0.947 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 22133 _diffrn_reflns_point_group_measured_fraction_full 0.985 _diffrn_reflns_point_group_measured_fraction_max 0.947 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 74.741 _diffrn_reflns_theta_min 2.709 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'PhotonJet (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.582 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.85533 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.45i (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear yellow' _exptl_crystal_density_diffrn 1.162 _exptl_crystal_description needle _exptl_crystal_F_000 848 _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.717 _refine_diff_density_min -0.323 _refine_diff_density_rms 0.055 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 520 _refine_ls_number_reflns 8667 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.069 _refine_ls_R_factor_all 0.0918 _refine_ls_R_factor_gt 0.0699 _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^)+(0.0997P)^2^+1.4568P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1888 _refine_ls_wR_factor_ref 0.2062 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6607 _reflns_number_total 8667 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL exp_65_a.res in P-1 exp_65.res created by SHELXL-2017/1 at 11:51:21 on 16-Jul-2019 REM Old TITL exp_65 in P-1 REM SHELXT solution in P-1 REM R1 0.190, Rweak 0.025, Alpha 0.094, Orientation as input REM Formula found by SHELXT: C49 N3 O5 CELL 1.54184 11.097102 12.367928 17.542106 108.5467 98.9702 95.1342 ZERR 2 0.000221 0.000255 0.000338 0.0018 0.0017 0.0017 LATT 1 SFAC C H N O UNIT 98 138 6 10 L.S. 4 PLAN 17 SIZE 0.05 0.1 0.3 TEMP 173 BOND $H LIST 6 fmap 2 acta REM REM REM WGHT 0.099700 1.456800 FVAR 0.89642 O44 4 -0.067086 0.249398 0.514719 11.00000 0.03443 0.02877 = 0.02689 0.00615 0.01060 -0.00487 O37 4 -0.020621 0.439352 0.639918 11.00000 0.03494 0.02928 = 0.02708 0.00515 0.01295 -0.00129 O26 4 0.295412 0.185945 0.189586 11.00000 0.03643 0.03235 = 0.02338 0.00162 0.00930 -0.00323 O19 4 0.478513 0.340806 0.211522 11.00000 0.03682 0.03907 = 0.03098 0.00377 0.01611 -0.00407 O57 4 0.851236 0.976520 0.650965 11.00000 0.03093 0.03391 = 0.05259 0.01550 0.00964 0.00487 N4 3 0.480540 0.656583 0.478350 11.00000 0.02882 0.02562 = 0.02532 0.00892 0.00480 0.00163 N11 3 0.334298 0.686048 0.599880 11.00000 0.02804 0.02611 = 0.02904 0.00660 0.00587 0.00237 N52 3 0.744739 1.127881 0.665464 11.00000 0.03400 0.02626 = 0.03741 0.01199 0.00596 0.00069 C1 1 0.261312 0.386460 0.390743 11.00000 0.02543 0.02588 = 0.02435 0.00972 0.00466 0.00442 C5 1 0.504981 0.751436 0.546764 11.00000 0.02921 0.02531 = 0.02739 0.00872 0.00438 0.00318 C35 1 0.049952 0.432209 0.581512 11.00000 0.02878 0.03028 = 0.02365 0.00983 0.00616 0.00372 C33 1 0.093033 0.313672 0.452026 11.00000 0.02928 0.02628 = 0.02178 0.00526 0.00425 0.00080 AFIX 43 H33 2 0.076127 0.245265 0.407600 11.00000 -1.20000 AFIX 0 C13 1 0.212593 0.501859 0.523971 11.00000 0.02444 0.02726 = 0.02658 0.01031 0.00519 0.00386 C3 1 0.386078 0.578022 0.471463 11.00000 0.02523 0.02458 = 0.02578 0.01037 0.00374 0.00227 C2 1 0.358117 0.473908 0.399349 11.00000 0.02795 0.02656 = 0.02456 0.00977 0.00372 0.00237 C6 1 0.608539 0.835459 0.559142 11.00000 0.02815 0.02807 = 0.03071 0.01150 0.00637 0.00252 AFIX 43 H6 2 0.659191 0.824819 0.520625 11.00000 -1.20000 AFIX 0 C16 1 0.310163 0.276413 0.260460 11.00000 0.03060 0.02783 = 0.02285 0.00628 0.00392 0.00255 C18 1 0.431578 0.460346 0.339517 11.00000 0.02578 0.02935 = 0.02865 0.01001 0.00483 -0.00070 AFIX 43 H18 2 0.496011 0.518216 0.346365 11.00000 -1.20000 AFIX 0 C14 1 0.188475 0.400364 0.455697 11.00000 0.02595 0.02479 = 0.02317 0.00780 0.00369 0.00279 C17 1 0.409975 0.363717 0.271553 11.00000 0.02882 0.03375 = 0.02448 0.00985 0.00857 0.00354 C10 1 0.430920 0.766555 0.607747 11.00000 0.02774 0.02518 = 0.02893 0.00911 0.00451 0.00107 C34 1 0.024387 0.328527 0.513093 11.00000 0.02528 0.02734 = 0.02567 0.01045 0.00356 0.00034 C27 1 0.195150 0.094492 0.171542 11.00000 0.03602 0.02727 = 0.02650 0.00649 0.00545 -0.00222 AFIX 23 H27A 2 0.117127 0.124164 0.170202 11.00000 -1.20000 H27B 2 0.204235 0.057462 0.212827 11.00000 -1.20000 AFIX 0 C7 1 0.634114 0.932312 0.627762 11.00000 0.02777 0.02460 = 0.03392 0.01082 0.00352 0.00385 C12 1 0.312125 0.592799 0.533381 11.00000 0.02567 0.02417 = 0.02408 0.00738 0.00290 0.00276 C36 1 0.141696 0.516485 0.585641 11.00000 0.03245 0.02446 = 0.02307 0.00539 0.00474 0.00253 AFIX 43 H36 2 0.157709 0.584903 0.630041 11.00000 -1.20000 AFIX 0 C28 1 0.199906 0.009895 0.088543 11.00000 0.03897 0.02760 = 0.02955 0.00547 0.00499 0.00110 AFIX 23 H28A 2 0.280979 -0.013839 0.090317 11.00000 -1.20000 H28B 2 0.140006 -0.058131 0.077109 11.00000 -1.20000 AFIX 0 C51 1 0.751828 1.013940 0.647407 11.00000 0.03391 0.02854 = 0.02868 0.01130 0.00732 0.00209 C8 1 0.557648 0.948292 0.687495 11.00000 0.03268 0.02419 = 0.03403 0.00247 0.00582 0.00128 AFIX 43 H8 2 0.574468 1.014941 0.733333 11.00000 -1.20000 AFIX 0 C29 1 0.174053 0.057952 0.019510 11.00000 0.04055 0.03009 = 0.02708 0.00589 0.00538 0.00042 AFIX 23 H29A 2 0.235922 0.124259 0.030108 11.00000 -1.20000 H29B 2 0.094482 0.084662 0.019387 11.00000 -1.20000 AFIX 0 C38 1 0.011042 0.540428 0.711136 11.00000 0.03418 0.02796 = 0.02653 0.00518 0.00784 -0.00120 AFIX 23 H38A 2 -0.006904 0.607455 0.696552 11.00000 -1.20000 H38B 2 0.098601 0.551322 0.733595 11.00000 -1.20000 AFIX 0 C45 1 -0.104158 0.146019 0.444555 11.00000 0.03264 0.02844 = 0.02562 0.00447 0.00734 -0.00313 AFIX 23 H45A 2 -0.034296 0.105606 0.433900 11.00000 -1.20000 H45B 2 -0.136961 0.164539 0.396393 11.00000 -1.20000 AFIX 0 C9 1 0.460010 0.866677 0.678014 11.00000 0.03107 0.02784 = 0.03466 0.00451 0.01074 0.00229 AFIX 43 H9 2 0.412262 0.877134 0.718189 11.00000 -1.20000 AFIX 0 C15 1 0.238884 0.288339 0.319783 11.00000 0.02856 0.02664 = 0.02476 0.00860 0.00527 -0.00036 AFIX 43 H15 2 0.174645 0.230097 0.312551 11.00000 -1.20000 AFIX 0 C46 1 -0.202202 0.072206 0.464514 11.00000 0.03471 0.03449 = 0.03596 0.01261 0.01075 -0.00116 AFIX 23 H46A 2 -0.269979 0.115187 0.476253 11.00000 -1.20000 H46B 2 -0.167900 0.056767 0.513689 11.00000 -1.20000 AFIX 0 C20 1 0.579976 0.426068 0.220182 11.00000 0.03664 0.04246 = 0.03808 0.00773 0.01399 -0.00500 AFIX 23 H20A 2 0.633477 0.445377 0.273397 11.00000 -1.20000 H20B 2 0.550535 0.495605 0.215415 11.00000 -1.20000 AFIX 0 C30 1 0.173465 -0.027322 -0.065033 11.00000 0.04592 0.03954 = 0.02927 0.00635 0.00938 0.00092 AFIX 23 H30A 2 0.255363 -0.048449 -0.066652 11.00000 -1.20000 H30B 2 0.117190 -0.096702 -0.073699 11.00000 -1.20000 AFIX 0 C47 1 -0.252510 -0.042386 0.396065 11.00000 0.02969 0.03574 = 0.04159 0.01495 0.00414 -0.00267 AFIX 23 H47A 2 -0.325652 -0.077101 0.408367 11.00000 -1.20000 H47B 2 -0.276976 -0.027630 0.345175 11.00000 -1.20000 AFIX 0 C55 1 0.634168 1.174131 0.639469 11.00000 0.03921 0.03360 = 0.04415 0.01825 0.00609 0.00410 AFIX 23 H55A 2 0.567496 1.110562 0.612128 11.00000 -1.20000 H55B 2 0.650851 1.210348 0.599863 11.00000 -1.20000 AFIX 0 C39 1 -0.062052 0.528038 0.774411 11.00000 0.04767 0.03013 = 0.03509 0.01117 0.01653 0.00459 AFIX 23 H39A 2 -0.044546 0.460487 0.788419 11.00000 -1.20000 H39B 2 -0.149535 0.517384 0.751805 11.00000 -1.20000 AFIX 0 C53 1 0.860583 1.207964 0.696407 11.00000 0.03793 0.03108 = 0.05352 0.01549 0.00983 -0.00227 AFIX 23 H53A 2 0.847391 1.280853 0.689167 11.00000 -1.20000 H53B 2 0.921510 1.176944 0.664738 11.00000 -1.20000 AFIX 0 C40 1 -0.029245 0.634588 0.851310 11.00000 0.05262 0.04465 = 0.03210 0.00879 0.01214 0.01022 AFIX 23 H40A 2 0.059416 0.657622 0.863056 11.00000 -1.20000 H40B 2 -0.067042 0.696624 0.839372 11.00000 -1.20000 AFIX 0 C48 1 -0.161092 -0.127029 0.384098 11.00000 0.04532 0.03824 = 0.05405 0.01341 -0.00115 0.00478 AFIX 23 H48A 2 -0.127038 -0.132013 0.437060 11.00000 -1.20000 H48B 2 -0.093721 -0.096761 0.363929 11.00000 -1.20000 AFIX 0 C31 1 0.135910 0.018325 -0.134392 11.00000 0.04595 0.05580 = 0.03081 0.01180 0.00557 -0.00681 AFIX 23 H31A 2 0.193070 0.086872 -0.126368 11.00000 -1.20000 H31B 2 0.054583 0.040686 -0.132291 11.00000 -1.20000 AFIX 0 C49 1 -0.213452 -0.248759 0.325161 11.00000 0.06095 0.03864 = 0.05882 0.01702 0.00846 0.00431 AFIX 23 H49A 2 -0.149043 -0.297050 0.323845 11.00000 -1.20000 H49B 2 -0.279107 -0.280437 0.345993 11.00000 -1.20000 AFIX 0 C21 1 0.649188 0.375922 0.152871 11.00000 0.04744 0.06337 = 0.04949 0.00969 0.02557 -0.00414 AFIX 23 H21A 2 0.717796 0.433400 0.157268 11.00000 -1.20000 H21B 2 0.683448 0.310618 0.162010 11.00000 -1.20000 AFIX 0 C56 1 0.592423 1.260283 0.708219 11.00000 0.06033 0.04873 = 0.07090 0.02211 0.02567 0.02055 AFIX 137 H56A 2 0.520478 1.286973 0.686678 11.00000 -1.50000 H56B 2 0.657137 1.324414 0.735066 11.00000 -1.50000 H56C 2 0.572933 1.224604 0.746918 11.00000 -1.50000 AFIX 0 C54 1 0.909421 1.228611 0.785817 11.00000 0.05926 0.04379 = 0.06234 0.02070 -0.01342 -0.01033 AFIX 137 H54A 2 0.923745 1.156807 0.793116 11.00000 -1.50000 H54B 2 0.850182 1.261032 0.817522 11.00000 -1.50000 H54C 2 0.985426 1.281140 0.803728 11.00000 -1.50000 AFIX 0 C32 1 0.133412 -0.068051 -0.218574 11.00000 0.06499 0.08720 = 0.02949 0.01007 0.01290 -0.00138 AFIX 137 H32A 2 0.102392 -0.036511 -0.259874 11.00000 -1.50000 H32B 2 0.080828 -0.137991 -0.225809 11.00000 -1.50000 H32C 2 0.215436 -0.084313 -0.223313 11.00000 -1.50000 AFIX 0 C50 1 -0.263221 -0.253540 0.239033 11.00000 0.07855 0.05309 = 0.05502 0.01069 0.01301 0.00119 AFIX 137 H50A 2 -0.289613 -0.332424 0.204563 11.00000 -1.50000 H50B 2 -0.199778 -0.219588 0.218619 11.00000 -1.50000 H50C 2 -0.331995 -0.211655 0.239019 11.00000 -1.50000 AFIX 0 C41 1 -0.066816 0.623079 0.927957 11.00000 0.08833 0.05592 = 0.04160 0.01290 0.02681 0.02022 AFIX 23 H41A 2 -0.024653 0.564849 0.942380 11.00000 -1.20000 H41B 2 -0.038572 0.695673 0.972438 11.00000 -1.20000 AFIX 0 C22 1 0.576075 0.337206 0.067861 11.00000 0.06227 0.09275 = 0.04737 0.01291 0.02269 -0.00809 AFIX 23 H22A 2 0.551483 0.403712 0.055005 11.00000 -1.20000 H22B 2 0.501790 0.286652 0.064266 11.00000 -1.20000 AFIX 0 C42 1 -0.199672 0.592245 0.921653 11.00000 0.08696 0.07014 = 0.06023 0.01916 0.02864 0.01283 AFIX 23 H42A 2 -0.227243 0.515034 0.882609 11.00000 -1.20000 H42B 2 -0.243962 0.645137 0.901740 11.00000 -1.20000 AFIX 0 C43 1 -0.229152 0.597340 1.007040 11.00000 0.11964 0.12342 = 0.09177 0.05468 0.07320 0.03911 AFIX 137 H43A 2 -0.314001 0.565987 1.000282 11.00000 -1.50000 H43B 2 -0.214504 0.676027 1.043092 11.00000 -1.50000 H43C 2 -0.177027 0.553129 1.030102 11.00000 -1.50000 AFIX 0 C0AA 1 0.650638 0.272391 0.004143 11.00000 0.06940 0.08583 = 0.05689 0.02617 0.02928 0.01667 AFIX 23 H0AA 2 0.722605 0.324752 0.006316 11.00000 -1.20000 H0AB 2 0.679556 0.209144 0.019588 11.00000 -1.20000 AFIX 0 C1AA 1 0.581361 0.226596 -0.079961 11.00000 0.08139 0.09296 = 0.06901 0.01163 0.02869 0.02598 AFIX 23 H1AA 2 0.637636 0.198480 -0.116374 11.00000 -1.20000 H1AB 2 0.547100 0.288720 -0.094124 11.00000 -1.20000 AFIX 0 C2AA 1 0.477365 0.129673 -0.094252 11.00000 0.06324 0.11755 = 0.09593 -0.00630 0.01656 0.00532 AFIX 137 H2AA 2 0.434009 0.105393 -0.150105 11.00000 -1.50000 H2AB 2 0.421438 0.156452 -0.058162 11.00000 -1.50000 H2AC 2 0.510855 0.065857 -0.083530 11.00000 -1.50000 AFIX 0 HKLF 4 REM exp_65_a.res in P-1 REM R1 = 0.0699 for 6607 Fo > 4sig(Fo) and 0.0918 for all 8667 data REM 520 parameters refined using 0 restraints END WGHT 0.0997 1.4568 REM Highest difference peak 0.717, deepest hole -0.323, 1-sigma level 0.055 Q1 1 0.5833 0.3444 -0.0168 11.00000 0.05 0.72 Q2 1 0.5221 0.4029 0.0621 11.00000 0.05 0.62 Q3 1 -0.0977 0.6486 0.9887 11.00000 0.05 0.51 Q4 1 0.5720 1.0606 0.8044 11.00000 0.05 0.49 Q5 1 0.6194 1.1624 0.7280 11.00000 0.05 0.38 Q6 1 0.5803 1.0659 0.7314 11.00000 0.05 0.35 Q7 1 0.5119 0.1404 -0.0112 11.00000 0.05 0.32 Q8 1 0.7664 1.2754 0.8520 11.00000 0.05 0.30 Q9 1 0.6580 1.2723 0.8043 11.00000 0.05 0.30 Q10 1 0.7440 1.2409 0.6385 11.00000 0.05 0.29 Q11 1 -0.1467 0.5787 0.8899 11.00000 0.05 0.28 Q12 1 0.6041 0.1970 -0.0346 11.00000 0.05 0.27 Q13 1 -0.1160 0.5437 0.9432 11.00000 0.05 0.26 Q14 1 0.3183 0.4236 0.3969 11.00000 0.05 0.26 Q15 1 0.2954 0.4362 0.3892 11.00000 0.05 0.26 Q16 1 0.5696 0.9461 0.6364 11.00000 0.05 0.25 Q17 1 0.4584 -0.1220 -0.1354 11.00000 0.05 0.25 REM The information below was added by Olex2. REM REM R1 = 0.0699 for 6607 Fo > 4sig(Fo) and 0.0918 for all 22133 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.72, deepest hole -0.32 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0918 REM R1_gt = 0.0699 REM wR_ref = 0.2062 REM GOOF = 1.069 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 22133 REM Reflections_gt = 6607 REM Parameters = n/a REM Hole = -0.32 REM Peak = 0.72 REM Flack = n/a ; _cod_data_source_file c9sm01435g2.cif _cod_data_source_block exp_65 _cod_original_cell_volume 2229.66(8) _cod_database_code 1556416 _shelx_shelxl_version_number 2017/1 _chemical_oxdiff_formula 'C38 H34 O4 N2' _chemical_oxdiff_usercomment JY25 _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 0.971 _shelx_estimated_absorpt_t_min 0.845 _reflns_odcompleteness_completeness 98.56 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _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 Secondary CH2 refined with riding coordinates: C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C38(H38A,H38B), C45(H45A, H45B), C46(H46A,H46B), C20(H20A,H20B), C30(H30A,H30B), C47(H47A,H47B), C55(H55A,H55B), C39(H39A,H39B), C53(H53A,H53B), C40(H40A,H40B), C48(H48A,H48B), C31(H31A,H31B), C49(H49A,H49B), C21(H21A,H21B), C41(H41A,H41B), C22(H22A, H22B), C42(H42A,H42B), C0AA(H0AA,H0AB), C1AA(H1AA,H1AB) 2.b Aromatic/amide H refined with riding coordinates: C33(H33), C6(H6), C18(H18), C36(H36), C8(H8), C9(H9), C15(H15) 2.c Idealised Me refined as rotating group: C56(H56A,H56B,H56C), C54(H54A,H54B,H54C), C32(H32A,H32B,H32C), C50(H50A,H50B, H50C), C43(H43A,H43B,H43C), C2AA(H2AA,H2AB,H2AC) ; _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 1.723 _oxdiff_exptl_absorpt_empirical_full_min 0.693 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 O44 O -0.06709(15) 0.24940(14) 0.51472(10) 0.0309(4) Uani 1 1 d . O37 O -0.02062(16) 0.43935(14) 0.63992(10) 0.0311(4) Uani 1 1 d . O26 O 0.29541(16) 0.18595(14) 0.18959(10) 0.0328(4) Uani 1 1 d . O19 O 0.47851(16) 0.34081(16) 0.21152(11) 0.0371(4) Uani 1 1 d . O57 O 0.85124(16) 0.97652(15) 0.65097(12) 0.0387(4) Uani 1 1 d . N4 N 0.48054(18) 0.65658(16) 0.47835(11) 0.0267(4) Uani 1 1 d . N11 N 0.33430(18) 0.68605(17) 0.59988(12) 0.0285(4) Uani 1 1 d . N52 N 0.74474(19) 1.12788(17) 0.66546(13) 0.0326(5) Uani 1 1 d . C1 C 0.2613(2) 0.38646(19) 0.39074(13) 0.0249(5) Uani 1 1 d . C5 C 0.5050(2) 0.7514(2) 0.54676(14) 0.0275(5) Uani 1 1 d . C35 C 0.0500(2) 0.4322(2) 0.58151(14) 0.0273(5) Uani 1 1 d . C33 C 0.0930(2) 0.3137(2) 0.45203(14) 0.0268(5) Uani 1 1 d . H33 H 0.076127 0.245265 0.407600 0.032 Uiso 1 1 calc R C13 C 0.2126(2) 0.5019(2) 0.52397(14) 0.0258(5) Uani 1 1 d . C3 C 0.3861(2) 0.57802(19) 0.47146(14) 0.0250(5) Uani 1 1 d . C2 C 0.3581(2) 0.4739(2) 0.39935(14) 0.0263(5) Uani 1 1 d . C6 C 0.6085(2) 0.8355(2) 0.55914(15) 0.0286(5) Uani 1 1 d . H6 H 0.659191 0.824819 0.520625 0.034 Uiso 1 1 calc R C16 C 0.3102(2) 0.2764(2) 0.26046(14) 0.0279(5) Uani 1 1 d . C18 C 0.4316(2) 0.4603(2) 0.33952(14) 0.0282(5) Uani 1 1 d . H18 H 0.496011 0.518216 0.346365 0.034 Uiso 1 1 calc R C14 C 0.1885(2) 0.40036(19) 0.45570(13) 0.0249(5) Uani 1 1 d . C17 C 0.4100(2) 0.3637(2) 0.27155(14) 0.0287(5) Uani 1 1 d . C10 C 0.4309(2) 0.7666(2) 0.60775(14) 0.0276(5) Uani 1 1 d . C34 C 0.0244(2) 0.3285(2) 0.51309(14) 0.0261(5) Uani 1 1 d . C27 C 0.1951(2) 0.0945(2) 0.17154(14) 0.0311(5) Uani 1 1 d . H27A H 0.117127 0.124164 0.170202 0.037 Uiso 1 1 calc R H27B H 0.204235 0.057462 0.212827 0.037 Uiso 1 1 calc R C7 C 0.6341(2) 0.9323(2) 0.62776(15) 0.0288(5) Uani 1 1 d . C12 C 0.3121(2) 0.59280(19) 0.53338(13) 0.0251(5) Uani 1 1 d . C36 C 0.1417(2) 0.5165(2) 0.58564(14) 0.0275(5) Uani 1 1 d . H36 H 0.157709 0.584903 0.630041 0.033 Uiso 1 1 calc R C28 C 0.1999(2) 0.0099(2) 0.08854(15) 0.0335(5) Uani 1 1 d . H28A H 0.280979 -0.013839 0.090317 0.040 Uiso 1 1 calc R H28B H 0.140006 -0.058131 0.077109 0.040 Uiso 1 1 calc R C51 C 0.7518(2) 1.0139(2) 0.64741(14) 0.0300(5) Uani 1 1 d . C8 C 0.5576(2) 0.9483(2) 0.68750(15) 0.0324(5) Uani 1 1 d . H8 H 0.574468 1.014941 0.733333 0.039 Uiso 1 1 calc R C29 C 0.1741(2) 0.0580(2) 0.01951(15) 0.0339(6) Uani 1 1 d . H29A H 0.235922 0.124259 0.030108 0.041 Uiso 1 1 calc R H29B H 0.094482 0.084662 0.019387 0.041 Uiso 1 1 calc R C38 C 0.0110(2) 0.5404(2) 0.71114(14) 0.0307(5) Uani 1 1 d . H38A H -0.006904 0.607455 0.696552 0.037 Uiso 1 1 calc R H38B H 0.098601 0.551322 0.733595 0.037 Uiso 1 1 calc R C45 C -0.1042(2) 0.1460(2) 0.44455(14) 0.0303(5) Uani 1 1 d . H45A H -0.034296 0.105606 0.433900 0.036 Uiso 1 1 calc R H45B H -0.136961 0.164539 0.396393 0.036 Uiso 1 1 calc R C9 C 0.4600(2) 0.8667(2) 0.67801(15) 0.0323(5) Uani 1 1 d . H9 H 0.412262 0.877134 0.718189 0.039 Uiso 1 1 calc R C15 C 0.2389(2) 0.2883(2) 0.31978(14) 0.0270(5) Uani 1 1 d . H15 H 0.174645 0.230097 0.312551 0.032 Uiso 1 1 calc R C46 C -0.2022(2) 0.0722(2) 0.46451(16) 0.0348(6) Uani 1 1 d . H46A H -0.269979 0.115187 0.476253 0.042 Uiso 1 1 calc R H46B H -0.167900 0.056767 0.513689 0.042 Uiso 1 1 calc R C20 C 0.5800(3) 0.4261(2) 0.22018(17) 0.0404(6) Uani 1 1 d . H20A H 0.633477 0.445377 0.273397 0.049 Uiso 1 1 calc R H20B H 0.550535 0.495605 0.215415 0.049 Uiso 1 1 calc R C30 C 0.1735(3) -0.0273(2) -0.06503(15) 0.0396(6) Uani 1 1 d . H30A H 0.255363 -0.048449 -0.066652 0.048 Uiso 1 1 calc R H30B H 0.117190 -0.096702 -0.073699 0.048 Uiso 1 1 calc R C47 C -0.2525(2) -0.0424(2) 0.39607(17) 0.0360(6) Uani 1 1 d . H47A H -0.325652 -0.077101 0.408367 0.043 Uiso 1 1 calc R H47B H -0.276976 -0.027630 0.345175 0.043 Uiso 1 1 calc R C55 C 0.6342(3) 1.1741(2) 0.63947(17) 0.0381(6) Uani 1 1 d . H55A H 0.567496 1.110562 0.612128 0.046 Uiso 1 1 calc R H55B H 0.650851 1.210348 0.599863 0.046 Uiso 1 1 calc R C39 C -0.0621(3) 0.5280(2) 0.77441(16) 0.0367(6) Uani 1 1 d . H39A H -0.044546 0.460487 0.788419 0.044 Uiso 1 1 calc R H39B H -0.149535 0.517384 0.751805 0.044 Uiso 1 1 calc R C53 C 0.8606(3) 1.2080(2) 0.69641(18) 0.0409(6) Uani 1 1 d . H53A H 0.847391 1.280853 0.689167 0.049 Uiso 1 1 calc R H53B H 0.921510 1.176944 0.664738 0.049 Uiso 1 1 calc R C40 C -0.0292(3) 0.6346(3) 0.85131(16) 0.0435(7) Uani 1 1 d . H40A H 0.059416 0.657622 0.863056 0.052 Uiso 1 1 calc R H40B H -0.067042 0.696624 0.839372 0.052 Uiso 1 1 calc R C48 C -0.1611(3) -0.1270(2) 0.3841(2) 0.0477(7) Uani 1 1 d . H48A H -0.127038 -0.132013 0.437060 0.057 Uiso 1 1 calc R H48B H -0.093721 -0.096761 0.363929 0.057 Uiso 1 1 calc R C31 C 0.1359(3) 0.0183(3) -0.13439(16) 0.0460(7) Uani 1 1 d . H31A H 0.193070 0.086872 -0.126368 0.055 Uiso 1 1 calc R H31B H 0.054583 0.040686 -0.132291 0.055 Uiso 1 1 calc R C49 C -0.2135(3) -0.2488(3) 0.3252(2) 0.0532(8) Uani 1 1 d . H49A H -0.149043 -0.297050 0.323845 0.064 Uiso 1 1 calc R H49B H -0.279107 -0.280437 0.345993 0.064 Uiso 1 1 calc R C21 C 0.6492(3) 0.3759(3) 0.15287(19) 0.0547(8) Uani 1 1 d . H21A H 0.717796 0.433400 0.157268 0.066 Uiso 1 1 calc R H21B H 0.683448 0.310618 0.162010 0.066 Uiso 1 1 calc R C56 C 0.5924(3) 1.2603(3) 0.7082(2) 0.0572(8) Uani 1 1 d . H56A H 0.520478 1.286973 0.686678 0.086 Uiso 1 1 calc GR H56B H 0.657137 1.324414 0.735066 0.086 Uiso 1 1 calc GR H56C H 0.572933 1.224604 0.746918 0.086 Uiso 1 1 calc GR C54 C 0.9094(3) 1.2286(3) 0.7858(2) 0.0585(9) Uani 1 1 d . H54A H 0.923745 1.156807 0.793116 0.088 Uiso 1 1 calc GR H54B H 0.850182 1.261032 0.817522 0.088 Uiso 1 1 calc GR H54C H 0.985426 1.281140 0.803728 0.088 Uiso 1 1 calc GR C32 C 0.1334(3) -0.0681(3) -0.21857(18) 0.0633(10) Uani 1 1 d . H32A H 0.102392 -0.036511 -0.259874 0.095 Uiso 1 1 calc GR H32B H 0.080828 -0.137991 -0.225809 0.095 Uiso 1 1 calc GR H32C H 0.215436 -0.084313 -0.223313 0.095 Uiso 1 1 calc GR C50 C -0.2632(4) -0.2535(3) 0.2390(2) 0.0646(9) Uani 1 1 d . H50A H -0.289613 -0.332424 0.204563 0.097 Uiso 1 1 calc GR H50B H -0.199778 -0.219588 0.218619 0.097 Uiso 1 1 calc GR H50C H -0.331995 -0.211655 0.239019 0.097 Uiso 1 1 calc GR C41 C -0.0668(4) 0.6231(3) 0.9280(2) 0.0606(9) Uani 1 1 d . H41A H -0.024653 0.564849 0.942380 0.073 Uiso 1 1 calc R H41B H -0.038572 0.695673 0.972438 0.073 Uiso 1 1 calc R C22 C 0.5761(4) 0.3372(4) 0.0679(2) 0.0700(11) Uani 1 1 d . H22A H 0.551483 0.403712 0.055005 0.084 Uiso 1 1 calc R H22B H 0.501790 0.286652 0.064266 0.084 Uiso 1 1 calc R C42 C -0.1997(4) 0.5922(4) 0.9217(2) 0.0714(11) Uani 1 1 d . H42A H -0.227243 0.515034 0.882609 0.086 Uiso 1 1 calc R H42B H -0.243962 0.645137 0.901740 0.086 Uiso 1 1 calc R C43 C -0.2292(5) 0.5973(5) 1.0070(3) 0.0998(17) Uani 1 1 d . H43A H -0.314001 0.565987 1.000282 0.150 Uiso 1 1 calc GR H43B H -0.214504 0.676027 1.043092 0.150 Uiso 1 1 calc GR H43C H -0.177027 0.553129 1.030102 0.150 Uiso 1 1 calc GR C0AA C 0.6506(4) 0.2724(4) 0.0041(2) 0.0679(10) Uani 1 1 d . H0AA H 0.722605 0.324752 0.006316 0.082 Uiso 1 1 calc R H0AB H 0.679556 0.209144 0.019588 0.082 Uiso 1 1 calc R C1AA C 0.5814(4) 0.2266(4) -0.0800(3) 0.0825(13) Uani 1 1 d . H1AA H 0.637636 0.198480 -0.116374 0.099 Uiso 1 1 calc R H1AB H 0.547100 0.288720 -0.094124 0.099 Uiso 1 1 calc R C2AA C 0.4774(4) 0.1297(5) -0.0943(3) 0.1029(18) Uani 1 1 d . H2AA H 0.434009 0.105393 -0.150105 0.154 Uiso 1 1 calc GR H2AB H 0.421438 0.156452 -0.058162 0.154 Uiso 1 1 calc GR H2AC H 0.510855 0.065857 -0.083530 0.154 Uiso 1 1 calc GR 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 O44 0.0344(9) 0.0288(9) 0.0269(8) 0.0061(7) 0.0106(7) -0.0049(7) O37 0.0349(9) 0.0293(9) 0.0271(8) 0.0052(7) 0.0130(7) -0.0013(7) O26 0.0364(10) 0.0324(9) 0.0234(8) 0.0016(7) 0.0093(7) -0.0032(7) O19 0.0368(10) 0.0391(10) 0.0310(9) 0.0038(8) 0.0161(7) -0.0041(8) O57 0.0309(10) 0.0339(10) 0.0526(11) 0.0155(8) 0.0096(8) 0.0049(8) N4 0.0288(10) 0.0256(10) 0.0253(10) 0.0089(8) 0.0048(8) 0.0016(8) N11 0.0280(10) 0.0261(10) 0.0290(10) 0.0066(8) 0.0059(8) 0.0024(8) N52 0.0340(11) 0.0263(10) 0.0374(11) 0.0120(9) 0.0060(9) 0.0007(8) C1 0.0254(11) 0.0259(11) 0.0243(11) 0.0097(9) 0.0047(9) 0.0044(9) C5 0.0292(12) 0.0253(11) 0.0274(11) 0.0087(9) 0.0044(9) 0.0032(9) C35 0.0288(12) 0.0303(12) 0.0237(11) 0.0098(9) 0.0062(9) 0.0037(9) C33 0.0293(12) 0.0263(11) 0.0218(11) 0.0053(9) 0.0043(9) 0.0008(9) C13 0.0244(11) 0.0273(11) 0.0266(11) 0.0103(9) 0.0052(9) 0.0039(9) C3 0.0252(12) 0.0246(11) 0.0258(11) 0.0104(9) 0.0037(9) 0.0023(9) C2 0.0280(12) 0.0266(11) 0.0246(11) 0.0098(9) 0.0037(9) 0.0024(9) C6 0.0281(12) 0.0281(12) 0.0307(12) 0.0115(10) 0.0064(9) 0.0025(9) C16 0.0306(12) 0.0278(12) 0.0228(11) 0.0063(9) 0.0039(9) 0.0026(9) C18 0.0258(12) 0.0293(12) 0.0286(12) 0.0100(10) 0.0048(9) -0.0007(9) C14 0.0260(11) 0.0248(11) 0.0232(11) 0.0078(9) 0.0037(9) 0.0028(9) C17 0.0288(12) 0.0337(13) 0.0245(11) 0.0098(10) 0.0086(9) 0.0035(10) C10 0.0277(12) 0.0252(11) 0.0289(12) 0.0091(9) 0.0045(9) 0.0011(9) C34 0.0253(11) 0.0273(11) 0.0257(11) 0.0105(9) 0.0036(9) 0.0003(9) C27 0.0360(13) 0.0273(12) 0.0265(12) 0.0065(10) 0.0054(10) -0.0022(10) C7 0.0278(12) 0.0246(11) 0.0339(12) 0.0108(10) 0.0035(9) 0.0039(9) C12 0.0257(11) 0.0242(11) 0.0241(11) 0.0074(9) 0.0029(9) 0.0028(9) C36 0.0324(12) 0.0245(11) 0.0231(11) 0.0054(9) 0.0047(9) 0.0025(9) C28 0.0390(14) 0.0276(12) 0.0296(12) 0.0055(10) 0.0050(10) 0.0011(10) C51 0.0339(14) 0.0285(12) 0.0287(12) 0.0113(10) 0.0073(10) 0.0021(10) C8 0.0327(13) 0.0242(11) 0.0340(13) 0.0025(10) 0.0058(10) 0.0013(10) C29 0.0406(14) 0.0301(12) 0.0271(12) 0.0059(10) 0.0054(10) 0.0004(11) C38 0.0342(13) 0.0280(12) 0.0265(12) 0.0052(10) 0.0078(10) -0.0012(10) C45 0.0326(13) 0.0284(12) 0.0256(11) 0.0045(9) 0.0073(9) -0.0031(10) C9 0.0311(13) 0.0278(12) 0.0347(13) 0.0045(10) 0.0107(10) 0.0023(10) C15 0.0286(12) 0.0266(11) 0.0248(11) 0.0086(9) 0.0053(9) -0.0004(9) C46 0.0347(14) 0.0345(13) 0.0360(13) 0.0126(11) 0.0108(11) -0.0012(11) C20 0.0366(14) 0.0425(15) 0.0381(14) 0.0077(12) 0.0140(11) -0.0050(12) C30 0.0459(16) 0.0395(14) 0.0293(13) 0.0064(11) 0.0094(11) 0.0009(12) C47 0.0297(13) 0.0357(14) 0.0416(14) 0.0149(11) 0.0041(11) -0.0027(10) C55 0.0392(14) 0.0336(13) 0.0441(15) 0.0183(12) 0.0061(11) 0.0041(11) C39 0.0477(16) 0.0301(13) 0.0351(13) 0.0112(11) 0.0165(11) 0.0046(11) C53 0.0379(15) 0.0311(13) 0.0535(17) 0.0155(12) 0.0098(12) -0.0023(11) C40 0.0526(17) 0.0447(16) 0.0321(14) 0.0088(12) 0.0121(12) 0.0102(13) C48 0.0453(17) 0.0382(15) 0.0540(18) 0.0134(13) -0.0011(13) 0.0048(13) C31 0.0460(17) 0.0558(18) 0.0308(14) 0.0118(13) 0.0056(12) -0.0068(13) C49 0.061(2) 0.0386(16) 0.0588(19) 0.0170(14) 0.0085(15) 0.0043(14) C21 0.0474(18) 0.063(2) 0.0495(18) 0.0097(15) 0.0256(14) -0.0041(15) C56 0.060(2) 0.0487(18) 0.071(2) 0.0221(16) 0.0257(17) 0.0205(16) C54 0.059(2) 0.0438(17) 0.062(2) 0.0207(15) -0.0134(16) -0.0103(15) C32 0.065(2) 0.087(3) 0.0295(15) 0.0101(16) 0.0129(14) -0.0014(19) C50 0.079(3) 0.053(2) 0.055(2) 0.0107(16) 0.0130(18) 0.0012(18) C41 0.088(3) 0.056(2) 0.0416(17) 0.0129(15) 0.0268(17) 0.0202(18) C22 0.062(2) 0.093(3) 0.0474(19) 0.0129(19) 0.0227(16) -0.008(2) C42 0.087(3) 0.070(2) 0.060(2) 0.0192(19) 0.029(2) 0.013(2) C43 0.120(4) 0.123(4) 0.092(3) 0.055(3) 0.073(3) 0.039(3) C0AA 0.069(2) 0.086(3) 0.057(2) 0.026(2) 0.0293(18) 0.017(2) C1AA 0.081(3) 0.093(3) 0.069(3) 0.012(2) 0.029(2) 0.026(2) C2AA 0.063(3) 0.118(4) 0.096(4) -0.006(3) 0.017(2) 0.005(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 '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 C34 O44 C45 118.08(17) C35 O37 C38 115.90(18) C16 O26 C27 118.53(18) C17 O19 C20 117.11(19) C3 N4 C5 117.1(2) C12 N11 C10 117.2(2) C51 N52 C55 124.2(2) C51 N52 C53 117.4(2) C53 N52 C55 117.0(2) C2 C1 C14 119.5(2) C15 C1 C2 117.9(2) C15 C1 C14 122.6(2) N4 C5 C6 119.4(2) N4 C5 C10 121.2(2) C6 C5 C10 119.4(2) O37 C35 C34 116.2(2) C36 C35 O37 124.6(2) C36 C35 C34 119.3(2) C14 C33 H33 119.3 C34 C33 H33 119.3 C34 C33 C14 121.5(2) C14 C13 C12 120.9(2) C14 C13 C36 120.3(2) C36 C13 C12 118.8(2) N4 C3 C2 118.7(2) N4 C3 C12 121.7(2) C12 C3 C2 119.6(2) C1 C2 C3 120.7(2) C18 C2 C1 120.3(2) C18 C2 C3 119.0(2) C5 C6 H6 119.9 C7 C6 C5 120.1(2) C7 C6 H6 119.9 O26 C16 C17 114.2(2) O26 C16 C15 126.1(2) C15 C16 C17 119.8(2) C2 C18 H18 119.5 C17 C18 C2 121.1(2) C17 C18 H18 119.5 C33 C14 C1 122.1(2) C13 C14 C1 120.1(2) C13 C14 C33 117.8(2) O19 C17 C16 115.1(2) C18 C17 O19 125.5(2) C18 C17 C16 119.4(2) N11 C10 C5 121.2(2) N11 C10 C9 119.6(2) C9 C10 C5 119.2(2) O44 C34 C35 115.11(19) O44 C34 C33 125.1(2) C33 C34 C35 119.8(2) O26 C27 H27A 110.5 O26 C27 H27B 110.5 O26 C27 C28 106.30(19) H27A C27 H27B 108.7 C28 C27 H27A 110.5 C28 C27 H27B 110.5 C6 C7 C51 120.8(2) C6 C7 C8 120.1(2) C8 C7 C51 118.5(2) N11 C12 C13 119.1(2) N11 C12 C3 121.6(2) C3 C12 C13 119.2(2) C35 C36 C13 121.4(2) C35 C36 H36 119.3 C13 C36 H36 119.3 C27 C28 H28A 108.8 C27 C28 H28B 108.8 H28A C28 H28B 107.7 C29 C28 C27 113.6(2) C29 C28 H28A 108.8 C29 C28 H28B 108.8 O57 C51 N52 122.4(2) O57 C51 C7 119.4(2) N52 C51 C7 118.0(2) C7 C8 H8 119.7 C9 C8 C7 120.6(2) C9 C8 H8 119.7 C28 C29 H29A 108.6 C28 C29 H29B 108.6 C28 C29 C30 114.4(2) H29A C29 H29B 107.6 C30 C29 H29A 108.6 C30 C29 H29B 108.6 O37 C38 H38A 109.8 O37 C38 H38B 109.8 O37 C38 C39 109.58(19) H38A C38 H38B 108.2 C39 C38 H38A 109.8 C39 C38 H38B 109.8 O44 C45 H45A 110.4 O44 C45 H45B 110.4 O44 C45 C46 106.71(18) H45A C45 H45B 108.6 C46 C45 H45A 110.4 C46 C45 H45B 110.4 C10 C9 H9 119.7 C8 C9 C10 120.5(2) C8 C9 H9 119.7 C1 C15 H15 119.3 C16 C15 C1 121.5(2) C16 C15 H15 119.3 C45 C46 H46A 108.8 C45 C46 H46B 108.8 C45 C46 C47 113.9(2) H46A C46 H46B 107.7 C47 C46 H46A 108.8 C47 C46 H46B 108.8 O19 C20 H20A 110.3 O19 C20 H20B 110.3 O19 C20 C21 107.2(2) H20A C20 H20B 108.5 C21 C20 H20A 110.3 C21 C20 H20B 110.3 C29 C30 H30A 108.8 C29 C30 H30B 108.8 H30A C30 H30B 107.7 C31 C30 C29 113.9(2) C31 C30 H30A 108.8 C31 C30 H30B 108.8 C46 C47 H47A 108.8 C46 C47 H47B 108.8 H47A C47 H47B 107.7 C48 C47 C46 113.6(2) C48 C47 H47A 108.8 C48 C47 H47B 108.8 N52 C55 H55A 108.7 N52 C55 H55B 108.7 N52 C55 C56 114.2(2) H55A C55 H55B 107.6 C56 C55 H55A 108.7 C56 C55 H55B 108.7 C38 C39 H39A 109.5 C38 C39 H39B 109.5 C38 C39 C40 110.6(2) H39A C39 H39B 108.1 C40 C39 H39A 109.5 C40 C39 H39B 109.5 N52 C53 H53A 109.2 N52 C53 H53B 109.2 N52 C53 C54 112.0(2) H53A C53 H53B 107.9 C54 C53 H53A 109.2 C54 C53 H53B 109.2 C39 C40 H40A 108.1 C39 C40 H40B 108.1 H40A C40 H40B 107.3 C41 C40 C39 116.8(3) C41 C40 H40A 108.1 C41 C40 H40B 108.1 C47 C48 H48A 108.5 C47 C48 H48B 108.5 C47 C48 C49 115.2(3) H48A C48 H48B 107.5 C49 C48 H48A 108.5 C49 C48 H48B 108.5 C30 C31 H31A 108.9 C30 C31 H31B 108.9 C30 C31 C32 113.5(3) H31A C31 H31B 107.7 C32 C31 H31A 108.9 C32 C31 H31B 108.9 C48 C49 H49A 108.8 C48 C49 H49B 108.8 H49A C49 H49B 107.7 C50 C49 C48 113.7(3) C50 C49 H49A 108.8 C50 C49 H49B 108.8 C20 C21 H21A 108.3 C20 C21 H21B 108.3 H21A C21 H21B 107.4 C22 C21 C20 115.9(3) C22 C21 H21A 108.3 C22 C21 H21B 108.3 C55 C56 H56A 109.5 C55 C56 H56B 109.5 C55 C56 H56C 109.5 H56A C56 H56B 109.5 H56A C56 H56C 109.5 H56B C56 H56C 109.5 C53 C54 H54A 109.5 C53 C54 H54B 109.5 C53 C54 H54C 109.5 H54A C54 H54B 109.5 H54A C54 H54C 109.5 H54B C54 H54C 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 C49 C50 H50A 109.5 C49 C50 H50B 109.5 C49 C50 H50C 109.5 H50A C50 H50B 109.5 H50A C50 H50C 109.5 H50B C50 H50C 109.5 C40 C41 H41A 108.5 C40 C41 H41B 108.5 H41A C41 H41B 107.5 C42 C41 C40 115.3(3) C42 C41 H41A 108.5 C42 C41 H41B 108.5 C21 C22 H22A 109.3 C21 C22 H22B 109.3 C21 C22 C0AA 111.8(3) H22A C22 H22B 107.9 C0AA C22 H22A 109.3 C0AA C22 H22B 109.3 C41 C42 H42A 109.5 C41 C42 H42B 109.5 C41 C42 C43 110.7(4) H42A C42 H42B 108.1 C43 C42 H42A 109.5 C43 C42 H42B 109.5 C42 C43 H43A 109.5 C42 C43 H43B 109.5 C42 C43 H43C 109.5 H43A C43 H43B 109.5 H43A C43 H43C 109.5 H43B C43 H43C 109.5 C22 C0AA H0AA 108.7 C22 C0AA H0AB 108.7 H0AA C0AA H0AB 107.6 C1AA C0AA C22 114.3(3) C1AA C0AA H0AA 108.7 C1AA C0AA H0AB 108.7 C0AA C1AA H1AA 108.8 C0AA C1AA H1AB 108.8 C0AA C1AA C2AA 113.8(4) H1AA C1AA H1AB 107.7 C2AA C1AA H1AA 108.8 C2AA C1AA H1AB 108.8 C1AA C2AA H2AA 109.5 C1AA C2AA H2AB 109.5 C1AA C2AA H2AC 109.5 H2AA C2AA H2AB 109.5 H2AA C2AA H2AC 109.5 H2AB C2AA H2AC 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O44 C34 1.356(3) O44 C45 1.437(3) O37 C35 1.370(3) O37 C38 1.428(3) O26 C16 1.358(3) O26 C27 1.433(3) O19 C17 1.366(3) O19 C20 1.427(3) O57 C51 1.234(3) N4 C5 1.355(3) N4 C3 1.327(3) N11 C10 1.355(3) N11 C12 1.325(3) N52 C51 1.355(3) N52 C55 1.469(3) N52 C53 1.463(3) C1 C2 1.409(3) C1 C14 1.473(3) C1 C15 1.404(3) C5 C6 1.419(3) C5 C10 1.425(3) C35 C34 1.420(3) C35 C36 1.366(3) C33 H33 0.9300 C33 C14 1.417(3) C33 C34 1.384(3) C13 C14 1.402(3) C13 C12 1.454(3) C13 C36 1.410(3) C3 C2 1.458(3) C3 C12 1.437(3) C2 C18 1.405(3) C6 H6 0.9300 C6 C7 1.371(3) C16 C17 1.420(3) C16 C15 1.382(3) C18 H18 0.9300 C18 C17 1.364(3) C10 C9 1.411(3) C27 H27A 0.9700 C27 H27B 0.9700 C27 C28 1.511(3) C7 C51 1.499(3) C7 C8 1.426(3) C36 H36 0.9300 C28 H28A 0.9700 C28 H28B 0.9700 C28 C29 1.511(3) C8 H8 0.9300 C8 C9 1.364(3) C29 H29A 0.9700 C29 H29B 0.9700 C29 C30 1.521(3) C38 H38A 0.9700 C38 H38B 0.9700 C38 C39 1.510(3) C45 H45A 0.9700 C45 H45B 0.9700 C45 C46 1.511(3) C9 H9 0.9300 C15 H15 0.9300 C46 H46A 0.9700 C46 H46B 0.9700 C46 C47 1.526(4) C20 H20A 0.9700 C20 H20B 0.9700 C20 C21 1.507(4) C30 H30A 0.9700 C30 H30B 0.9700 C30 C31 1.515(4) C47 H47A 0.9700 C47 H47B 0.9700 C47 C48 1.512(4) C55 H55A 0.9700 C55 H55B 0.9700 C55 C56 1.500(4) C39 H39A 0.9700 C39 H39B 0.9700 C39 C40 1.523(4) C53 H53A 0.9700 C53 H53B 0.9700 C53 C54 1.508(4) C40 H40A 0.9700 C40 H40B 0.9700 C40 C41 1.513(4) C48 H48A 0.9700 C48 H48B 0.9700 C48 C49 1.529(4) C31 H31A 0.9700 C31 H31B 0.9700 C31 C32 1.517(4) C49 H49A 0.9700 C49 H49B 0.9700 C49 C50 1.506(5) C21 H21A 0.9700 C21 H21B 0.9700 C21 C22 1.487(5) C56 H56A 0.9600 C56 H56B 0.9600 C56 H56C 0.9600 C54 H54A 0.9600 C54 H54B 0.9600 C54 H54C 0.9600 C32 H32A 0.9600 C32 H32B 0.9600 C32 H32C 0.9600 C50 H50A 0.9600 C50 H50B 0.9600 C50 H50C 0.9600 C41 H41A 0.9700 C41 H41B 0.9700 C41 C42 1.467(6) C22 H22A 0.9700 C22 H22B 0.9700 C22 C0AA 1.554(5) C42 H42A 0.9700 C42 H42B 0.9700 C42 C43 1.566(5) C43 H43A 0.9600 C43 H43B 0.9600 C43 H43C 0.9600 C0AA H0AA 0.9700 C0AA H0AB 0.9700 C0AA C1AA 1.458(6) C1AA H1AA 0.9700 C1AA H1AB 0.9700 C1AA C2AA 1.517(7) C2AA H2AA 0.9600 C2AA H2AB 0.9600 C2AA H2AC 0.9600