#------------------------------------------------------------------------------ #$Date: 2021-09-10 03:11:31 +0300 (Fri, 10 Sep 2021) $ #$Revision: 269076 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/56/46/1564608.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_1564608 loop_ _publ_author_name 'Li, Meng-Lian' 'Li, Shaorui' 'Zhang, Kexin' 'Chi, Xin' 'Zhou, Hang' 'Xu, Hai-Bing' 'Zhang, Yuexing' 'Li, Quan' 'Wang, Dong' 'Zeng, Ming-Hua' _publ_section_title ; Coordination-directed self-assembly of molecular motor: towards a two-wheel drive nanocar ; _journal_name_full Nanoscale _journal_paper_doi 10.1039/D1NR05046J _journal_year 2021 _chemical_formula_moiety '2(C27 H22 N2 O2)' _chemical_formula_sum 'C54 H44 N4 O4' _chemical_formula_weight 812.93 _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_block_doi 10.5517/ccdc.csd.cc25nkw9 _audit_creation_date 2020-07-12 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2020-07-12 deposited with the CCDC. 2021-09-08 downloaded from the CCDC. ; _cell_angle_alpha 76.3770(10) _cell_angle_beta 89.7630(10) _cell_angle_gamma 76.2500(10) _cell_formula_units_Z 2 _cell_length_a 10.8590(2) _cell_length_b 11.9981(2) _cell_length_c 16.6267(2) _cell_measurement_reflns_used 11078 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 73.9510 _cell_measurement_theta_min 2.7410 _cell_volume 2041.88(6) _computing_cell_refinement 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_collection 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_data_reduction 'CrysAlisPro 1.171.39.34b (Rigaku OD, 2017)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 293(2) _diffrn_detector 'CCD plate' _diffrn_detector_type HyPix _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _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 5.00 35.00 0.50 2.69 -- -37.97 57.00 -60.00 60 2 \w -39.00 123.00 0.50 2.69 -- 37.97 19.00 0.00 324 3 \w 109.00 160.00 0.50 2.69 -- 112.45 107.00 123.00 102 4 \w 123.00 148.00 0.50 2.69 -- 112.45 178.00 0.00 50 5 \w 107.00 136.00 0.50 2.69 -- 112.45 111.00 -90.00 58 6 \w 62.00 119.00 0.50 2.69 -- 37.97 178.00-120.00 114 7 \w 65.00 146.00 0.50 2.69 -- 112.45 178.00-120.00 162 8 \w 62.00 138.00 0.50 2.69 -- 112.45 178.00 -60.00 152 9 \w 61.00 104.00 0.50 2.69 -- 112.45 178.00 0.00 86 10 \w 60.00 178.00 0.50 2.69 -- 112.45 30.00 -30.00 236 11 \w 82.00 112.00 0.50 2.69 -- 112.45-107.00 25.00 60 12 \w 79.00 108.00 0.50 2.69 -- 112.45 -94.00 -30.00 58 13 \w 43.00 102.00 0.50 2.69 -- 112.45 -94.00 -60.00 118 14 \w 34.00 151.00 0.50 2.69 -- 112.45 -77.00 -30.00 234 15 \w 50.00 107.00 0.50 2.69 -- 112.45 -94.00-180.00 114 16 \w 34.00 106.00 0.50 2.69 -- 112.45 -94.00-120.00 144 17 \w 28.00 141.00 0.50 2.69 -- 112.45 -30.00 -30.00 226 18 \w 20.00 84.00 0.50 2.69 -- 37.97-107.00 25.00 128 19 \w -49.00 -24.00 0.50 0.67 -- 0.00 107.00 123.00 50 20 \w -44.00 -14.00 0.50 2.69 -- -37.97 107.00 123.00 60 21 \w -83.00 -36.00 0.50 2.69 -- -98.50 107.00 123.00 94 22 \w -65.00 -27.00 0.50 2.69 -- -37.97 57.00 -60.00 76 23 \w -62.00 -21.00 0.50 2.69 -- -98.50 111.00-120.00 82 24 \w -93.00 -37.00 0.50 2.69 -- -98.50 178.00 -60.00 112 25 \w -102.00 -37.00 0.50 2.69 -- -98.50 178.00-150.00 130 26 \w -126.00-100.00 0.50 2.69 -- -98.50 178.00 -60.00 52 27 \w -110.00 -45.00 0.50 2.69 -- -98.50 45.00-180.00 130 28 \w -117.00 -11.00 0.50 2.69 -- -37.97 -77.00 30.00 212 29 \w -77.00 -52.00 0.50 0.67 -- 0.00-178.00-150.00 50 30 \w -129.00 -84.00 0.50 2.69 -- -98.50-107.00 25.00 90 31 \w -164.00-102.00 0.50 2.69 -- -98.50 -61.00 90.00 124 32 \w -161.00 -78.00 0.50 2.69 -- -98.50-111.00 90.00 166 33 \w -170.00-128.00 0.50 2.69 -- -98.50 -61.00-120.00 84 ; _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 0.0370103000 _diffrn_orient_matrix_UB_12 -0.1362047000 _diffrn_orient_matrix_UB_13 0.0240508000 _diffrn_orient_matrix_UB_21 -0.0360544000 _diffrn_orient_matrix_UB_22 0.0010880000 _diffrn_orient_matrix_UB_23 0.0895720000 _diffrn_orient_matrix_UB_31 -0.1368467000 _diffrn_orient_matrix_UB_32 -0.0016595000 _diffrn_orient_matrix_UB_33 -0.0227000000 _diffrn_radiation_monochromator mirror _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_unetI/netI 0.0274 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 18429 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 67.079 _diffrn_reflns_theta_max 67.079 _diffrn_reflns_theta_min 2.739 _diffrn_source 'micro-focus sealed X-ray tube' _diffrn_source_type 'PhotonJet (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 0.665 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.84630 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.34b (Rigaku Oxford Diffraction, 2017) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'clear yellowish yellow' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier yellowish _exptl_crystal_colour_primary yellow _exptl_crystal_density_diffrn 1.322 _exptl_crystal_description block _exptl_crystal_F_000 856 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _refine_diff_density_max 0.162 _refine_diff_density_min -0.224 _refine_diff_density_rms 0.054 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 565 _refine_ls_number_reflns 7281 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.065 _refine_ls_R_factor_all 0.0447 _refine_ls_R_factor_gt 0.0409 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0683P)^2^+0.2497P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1130 _refine_ls_wR_factor_ref 0.1164 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6409 _reflns_number_total 7281 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d1nr05046j2.cif _cod_data_source_block hubu-xhb-lml-madapeiti _cod_original_cell_volume 2041.89(6) _cod_database_code 1564608 _shelx_shelxl_version_number 2016/6 _chemical_oxdiff_formula 'C110 H92 N8 O6 ' _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _reflns_odcompleteness_completeness 99.92 _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 Ternary CH refined with riding coordinates: C33(H33), C2(H2) 2.b Secondary CH2 refined with riding coordinates: C34(H34A,H34B), C3(H3A,H3B) 2.c Aromatic/amide H refined with riding coordinates: C42(H42), C11(H11), C5(H5), C41(H41), C40(H40), C10(H10), C36(H36), C50(H50), C9(H9), C16(H16), C54(H54), C23(H23), C55(H55), C51(H51), C24(H24), C52(H52), C15(H15), C56(H56), C25(H25), C14(H14) 2.d Idealised Me refined as rotating group: C62(H62A,H62B,H62C), C31(H31A,H31B,H31C), C28(H28A,H28B,H28C), C61(H61A,H61B, H61C), C30(H30A,H30B,H30C), C59(H59A,H59B,H59C) ; _shelx_res_file ; TITL hubu-xhb-lml-madapeiti_a.res in P-1 hubu-xhb-lml-madapeiti.res created by SHELXL-2016/6 at 19:30:09 on 12-Jul-2020 REM Old TITL hubu-xhb-lml-madapeiti in P-1 REM SHELXT solution in P-1 REM R1 0.181, Rweak 0.008, Alpha 0.040, Orientation as input REM Formula found by SHELXT: C57 N4 O58 CELL 1.54184 10.859 11.9981 16.6267 76.377 89.763 76.25 ZERR 2 0.0002 0.0002 0.0002 0.001 0.001 0.001 LATT 1 SFAC C H N O UNIT 108 88 8 8 L.S. 20 PLAN 6 TEMP 20(2) BOND $H LIST 6 fmap 2 acta SHEL 999 0.837 OMIT -3 5 6 OMIT -4 2 0 OMIT 1 3 7 OMIT 2 -2 6 REM REM REM WGHT 0.068300 0.249700 FVAR 3.48079 O27 4 0.564465 0.216361 0.374753 11.00000 0.04084 0.04151 = 0.05416 -0.00112 0.00885 0.00547 O58 4 -0.059351 0.786936 0.767379 11.00000 0.04414 0.05143 = 0.07207 -0.03485 -0.02422 0.01561 O60 4 0.028749 0.823865 0.895970 11.00000 0.05314 0.06007 = 0.05933 -0.03785 -0.01221 0.01518 O29 4 0.463092 0.157983 0.509814 11.00000 0.06141 0.04725 = 0.04855 0.00610 0.00331 0.00687 N53 3 0.529156 0.121611 1.036546 11.00000 0.05698 0.04404 = 0.04680 -0.00360 -0.01226 -0.00577 C12 1 0.253730 0.421993 0.374736 11.00000 0.03333 0.03435 = 0.03038 -0.01198 -0.00006 -0.00765 C43 1 0.246664 0.573725 0.838995 11.00000 0.03152 0.03285 = 0.02921 -0.00865 0.00062 -0.00588 N57 3 0.699529 0.060912 0.898850 11.00000 0.04583 0.04767 = 0.06809 -0.01523 -0.01297 0.00966 C44 1 0.250445 0.500189 0.782091 11.00000 0.03117 0.03275 = 0.03264 -0.01061 -0.00126 -0.00402 C42 1 0.352060 0.558971 0.893561 11.00000 0.03068 0.03633 = 0.02996 -0.00760 -0.00149 -0.00436 AFIX 43 H42 2 0.422512 0.496210 0.896245 11.00000 -1.20000 AFIX 0 C38 1 0.138716 0.670822 0.834818 11.00000 0.03204 0.03274 = 0.03384 -0.01093 -0.00092 -0.00483 C11 1 0.146700 0.433950 0.423471 11.00000 0.03535 0.04097 = 0.03249 -0.01517 0.00190 -0.00715 AFIX 43 H11 2 0.078250 0.499235 0.407000 11.00000 -1.20000 AFIX 0 N26 3 -0.178142 0.954056 0.263976 11.00000 0.05525 0.05578 = 0.06038 -0.01501 -0.00529 0.01682 C1 1 0.153876 0.601821 0.249941 11.00000 0.03194 0.03740 = 0.03165 -0.00607 -0.00003 -0.00697 C32 1 0.345889 0.395617 0.771854 11.00000 0.03169 0.03396 = 0.03626 -0.01386 -0.00056 -0.00512 N22 3 0.004420 0.895294 0.413786 11.00000 0.07491 0.04931 = 0.04932 -0.02051 -0.00060 0.00260 C4 1 0.342023 0.467118 0.239889 11.00000 0.03508 0.03868 = 0.03406 -0.00876 0.00324 -0.00827 C13 1 0.251276 0.498609 0.294103 11.00000 0.03270 0.03544 = 0.03243 -0.00989 0.00057 -0.00615 C35 1 0.160751 0.535083 0.716670 11.00000 0.03387 0.03646 = 0.03538 -0.01380 -0.00370 -0.00498 C48 1 0.422035 0.306387 0.829936 11.00000 0.03351 0.03333 = 0.03941 -0.01249 -0.00219 -0.00383 C7 1 0.360867 0.323596 0.401931 11.00000 0.03639 0.03241 = 0.03356 -0.00979 0.00097 -0.00767 C5 1 0.446960 0.371621 0.264981 11.00000 0.03618 0.04005 = 0.03914 -0.01082 0.00956 -0.00538 AFIX 43 H5 2 0.507746 0.353343 0.227474 11.00000 -1.20000 AFIX 0 C18 1 0.079549 0.691569 0.278822 11.00000 0.03323 0.03690 = 0.03297 -0.00611 0.00079 -0.00609 C49 1 0.411620 0.274337 0.920617 11.00000 0.03671 0.03264 = 0.04032 -0.00989 -0.00528 -0.00685 C33 1 0.333489 0.394687 0.680606 11.00000 0.03842 0.03547 = 0.03724 -0.01608 -0.00304 -0.00095 AFIX 13 H33 2 0.351902 0.313130 0.674595 11.00000 -1.20000 AFIX 0 C8 1 0.356655 0.244652 0.481192 11.00000 0.04662 0.03304 = 0.03508 -0.00799 -0.00178 -0.00621 C6 1 0.460504 0.304354 0.345412 11.00000 0.03380 0.03154 = 0.04216 -0.00981 0.00180 -0.00429 C17 1 0.100053 0.726867 0.356320 11.00000 0.03960 0.03601 = 0.03521 -0.00779 0.00405 -0.00706 C37 1 0.043122 0.696578 0.768846 11.00000 0.03315 0.03390 = 0.04483 -0.01408 -0.00600 0.00014 C41 1 0.351163 0.636082 0.942275 11.00000 0.03718 0.04610 = 0.03174 -0.01181 -0.00381 -0.01093 AFIX 43 H41 2 0.423420 0.628587 0.974894 11.00000 -1.20000 AFIX 0 C19 1 -0.030804 0.782663 0.234187 11.00000 0.03508 0.03636 = 0.03937 -0.00406 0.00186 -0.00476 C47 1 0.532913 0.217345 0.813701 11.00000 0.03481 0.03184 = 0.04919 -0.01344 -0.00237 -0.00406 C45 1 0.512313 0.177434 0.956403 11.00000 0.04031 0.03521 = 0.04495 -0.00877 -0.01009 -0.00694 C40 1 0.243475 0.726016 0.943892 11.00000 0.04699 0.04321 = 0.03527 -0.01862 -0.00057 -0.01001 AFIX 43 H40 2 0.243270 0.775614 0.979291 11.00000 -1.20000 AFIX 0 C39 1 0.137740 0.741721 0.893490 11.00000 0.03898 0.03630 = 0.03703 -0.01447 0.00057 -0.00364 C10 1 0.142958 0.350596 0.494411 11.00000 0.04370 0.05124 = 0.03399 -0.01632 0.00917 -0.01462 AFIX 43 H10 2 0.069200 0.356371 0.523407 11.00000 -1.20000 AFIX 0 C2 1 0.164891 0.603532 0.158015 11.00000 0.04052 0.04051 = 0.03087 -0.00526 0.00034 -0.00394 AFIX 13 H2 2 0.142720 0.685114 0.124347 11.00000 -1.20000 AFIX 0 C36 1 0.058126 0.632533 0.709183 11.00000 0.03508 0.04177 = 0.04102 -0.01519 -0.01242 -0.00141 AFIX 43 H36 2 -0.000152 0.654362 0.664044 11.00000 -1.20000 AFIX 0 C34 1 0.191779 0.455333 0.658166 11.00000 0.03887 0.04131 = 0.03756 -0.01815 -0.00478 -0.00488 AFIX 23 H34A 2 0.178693 0.500395 0.600910 11.00000 -1.20000 H34B 2 0.140560 0.397829 0.667110 11.00000 -1.20000 AFIX 0 C50 1 0.316901 0.310798 0.972188 11.00000 0.04303 0.04014 = 0.04368 -0.00897 -0.00045 -0.00625 AFIX 43 H50 2 0.246209 0.372228 0.951453 11.00000 -1.20000 AFIX 0 C20 1 -0.075042 0.864099 0.282446 11.00000 0.04239 0.03912 = 0.04368 -0.00674 0.00353 0.00020 C9 1 0.247867 0.256827 0.524222 11.00000 0.05641 0.04425 = 0.03037 -0.00686 0.00470 -0.01464 AFIX 43 H9 2 0.244241 0.202085 0.573595 11.00000 -1.20000 AFIX 0 C3 1 0.308404 0.547864 0.154901 11.00000 0.03981 0.04446 = 0.03247 -0.00636 0.00463 -0.00672 AFIX 23 H3A 2 0.323889 0.503872 0.112323 11.00000 -1.20000 H3B 2 0.356476 0.607917 0.144556 11.00000 -1.20000 AFIX 0 C46 1 0.591179 0.144748 0.889632 11.00000 0.03685 0.03288 = 0.05443 -0.01314 -0.00810 -0.00192 C16 1 0.196001 0.687193 0.418530 11.00000 0.04750 0.04010 = 0.04312 -0.00977 -0.00417 -0.00395 AFIX 43 H16 2 0.259855 0.619251 0.420572 11.00000 -1.20000 AFIX 0 C54 1 0.592491 0.198892 0.742147 11.00000 0.04427 0.03894 = 0.05423 -0.01427 0.00414 -0.00063 AFIX 43 H54 2 0.559270 0.244881 0.690166 11.00000 -1.20000 AFIX 0 C23 1 -0.101532 0.795876 0.161437 11.00000 0.04277 0.04493 = 0.04689 -0.00826 -0.00645 -0.00423 AFIX 43 H23 2 -0.078348 0.743087 0.127899 11.00000 -1.20000 AFIX 0 C21 1 0.009437 0.832355 0.356865 11.00000 0.04647 0.03980 = 0.04000 -0.01052 0.00510 -0.00306 C62 1 0.415633 0.463955 0.624569 11.00000 0.04770 0.05141 = 0.04079 -0.01407 0.00246 -0.00793 AFIX 137 H62A 2 0.386568 0.546476 0.623240 11.00000 -1.50000 H62B 2 0.409510 0.452916 0.569517 11.00000 -1.50000 H62C 2 0.502425 0.435987 0.645747 11.00000 -1.50000 AFIX 0 C55 1 0.702993 0.109785 0.750682 11.00000 0.04526 0.04499 = 0.06886 -0.02171 0.00882 -0.00075 AFIX 43 H55 2 0.743828 0.094112 0.703846 11.00000 -1.20000 AFIX 0 C31 1 0.087946 0.529535 0.126546 11.00000 0.04996 0.06177 = 0.04200 -0.01677 -0.00098 -0.01272 AFIX 137 H31A 2 0.119523 0.447719 0.154243 11.00000 -1.50000 H31B 2 0.095693 0.539185 0.067914 11.00000 -1.50000 H31C 2 0.000285 0.555214 0.137712 11.00000 -1.50000 AFIX 0 C51 1 0.331318 0.252848 1.055035 11.00000 0.05959 0.05377 = 0.04477 -0.00948 0.00620 -0.01191 AFIX 43 H51 2 0.269838 0.274761 1.091237 11.00000 -1.20000 AFIX 0 C24 1 -0.207432 0.889914 0.140443 11.00000 0.04555 0.05422 = 0.05593 -0.00544 -0.01249 -0.00058 AFIX 43 H24 2 -0.255627 0.902374 0.091599 11.00000 -1.20000 AFIX 0 C52 1 0.438309 0.161481 1.084099 11.00000 0.06938 0.05361 = 0.04177 -0.00077 -0.00618 -0.01236 AFIX 43 H52 2 0.447008 0.125822 1.140536 11.00000 -1.20000 AFIX 0 C15 1 0.193619 0.752002 0.477461 11.00000 0.07343 0.05288 = 0.04627 -0.01553 -0.01502 -0.00571 AFIX 43 H15 2 0.256896 0.728055 0.519789 11.00000 -1.20000 AFIX 0 C56 1 0.752179 0.044815 0.827795 11.00000 0.04470 0.05048 = 0.07954 -0.02321 -0.00215 0.01014 AFIX 43 H56 2 0.826568 -0.014072 0.831273 11.00000 -1.20000 AFIX 0 C28 1 0.664355 0.193309 0.320525 11.00000 0.04558 0.05302 = 0.06718 -0.01085 0.01392 0.00808 AFIX 137 H28A 2 0.632182 0.174037 0.273181 11.00000 -1.50000 H28B 2 0.731042 0.128148 0.349253 11.00000 -1.50000 H28C 2 0.697100 0.262222 0.302628 11.00000 -1.50000 AFIX 0 C61 1 0.023594 0.891558 0.955921 11.00000 0.07697 0.06253 = 0.05463 -0.03584 -0.00669 0.01371 AFIX 137 H61A 2 0.081906 0.941331 0.943143 11.00000 -1.50000 H61B 2 0.046343 0.839423 1.009896 11.00000 -1.50000 H61C 2 -0.060953 0.939691 0.955262 11.00000 -1.50000 AFIX 0 C25 1 -0.240872 0.965017 0.192625 11.00000 0.05244 0.05927 = 0.06749 -0.01012 -0.01074 0.01626 AFIX 43 H25 2 -0.312155 1.027658 0.176917 11.00000 -1.20000 AFIX 0 C14 1 0.096919 0.852714 0.473494 11.00000 0.09086 0.05462 = 0.05124 -0.02450 -0.00862 -0.00035 AFIX 43 H14 2 0.096576 0.892965 0.514973 11.00000 -1.20000 AFIX 0 C30 1 0.457295 0.069798 0.582529 11.00000 0.10116 0.04697 = 0.04722 0.00551 0.00218 0.00388 AFIX 137 H30A 2 0.390985 0.032194 0.574734 11.00000 -1.50000 H30B 2 0.439912 0.105626 0.628568 11.00000 -1.50000 H30C 2 0.537067 0.011915 0.593479 11.00000 -1.50000 AFIX 0 C59 1 -0.152560 0.816177 0.701060 11.00000 0.06951 0.07424 = 0.10998 -0.05349 -0.05469 0.03571 AFIX 137 H59A 2 -0.116000 0.843533 0.649703 11.00000 -1.50000 H59B 2 -0.222697 0.877333 0.709645 11.00000 -1.50000 H59C 2 -0.181917 0.747408 0.699055 11.00000 -1.50000 AFIX 0 HKLF 4 REM hubu-xhb-lml-madapeiti_a.res in P-1 REM R1 = 0.0409 for 6409 Fo > 4sig(Fo) and 0.0447 for all 7281 data REM 565 parameters refined using 0 restraints END WGHT 0.0683 0.2497 REM Highest difference peak 0.162, deepest hole -0.224, 1-sigma level 0.054 Q1 1 0.5483 0.1410 0.9248 11.00000 0.05 0.16 Q2 1 -0.2112 0.7168 0.7202 11.00000 0.05 0.16 Q3 1 -0.0211 0.5317 0.1511 11.00000 0.05 0.16 Q4 1 -0.2494 0.8429 0.7486 11.00000 0.05 0.15 Q5 1 0.1233 0.3653 0.7076 11.00000 0.05 0.15 Q6 1 0.7231 0.2837 0.3240 11.00000 0.05 0.15 ; _shelx_res_checksum 57416 _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 2.952 _oxdiff_exptl_absorpt_empirical_full_min 0.518 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 O27 O 0.56447(9) 0.21636(8) 0.37475(6) 0.0500(2) Uani 1 1 d . . . . . O58 O -0.05935(9) 0.78694(9) 0.76738(7) 0.0571(3) Uani 1 1 d . . . . . O60 O 0.02875(10) 0.82387(10) 0.89597(7) 0.0585(3) Uani 1 1 d . . . . . O29 O 0.46309(10) 0.15798(9) 0.50981(6) 0.0589(3) Uani 1 1 d . . . . . N53 N 0.52916(12) 0.12161(11) 1.03655(7) 0.0516(3) Uani 1 1 d . . . . . C12 C 0.25373(11) 0.42199(10) 0.37474(7) 0.0321(2) Uani 1 1 d . . . . . C43 C 0.24666(11) 0.57373(10) 0.83900(7) 0.0313(2) Uani 1 1 d . . . . . N57 N 0.69953(12) 0.06091(11) 0.89885(9) 0.0572(3) Uani 1 1 d . . . . . C44 C 0.25044(11) 0.50019(10) 0.78209(7) 0.0324(3) Uani 1 1 d . . . . . C42 C 0.35206(11) 0.55897(10) 0.89356(7) 0.0330(3) Uani 1 1 d . . . . . H42 H 0.422512 0.496210 0.896245 0.040 Uiso 1 1 calc R . . . . C38 C 0.13872(11) 0.67082(10) 0.83482(7) 0.0329(3) Uani 1 1 d . . . . . C11 C 0.14670(12) 0.43395(11) 0.42347(7) 0.0356(3) Uani 1 1 d . . . . . H11 H 0.078250 0.499235 0.407000 0.043 Uiso 1 1 calc R . . . . N26 N -0.17814(13) 0.95406(12) 0.26398(8) 0.0622(4) Uani 1 1 d . . . . . C1 C 0.15388(11) 0.60182(10) 0.24994(7) 0.0343(3) Uani 1 1 d . . . . . C32 C 0.34589(11) 0.39562(10) 0.77185(7) 0.0335(3) Uani 1 1 d . . . . . N22 N 0.00442(14) 0.89529(11) 0.41379(8) 0.0594(3) Uani 1 1 d . . . . . C4 C 0.34202(12) 0.46712(11) 0.23989(7) 0.0361(3) Uani 1 1 d . . . . . C13 C 0.25128(11) 0.49861(10) 0.29410(7) 0.0336(3) Uani 1 1 d . . . . . C35 C 0.16075(11) 0.53508(11) 0.71667(7) 0.0350(3) Uani 1 1 d . . . . . C48 C 0.42203(11) 0.30639(10) 0.82994(8) 0.0355(3) Uani 1 1 d . . . . . C7 C 0.36087(11) 0.32360(10) 0.40193(7) 0.0339(3) Uani 1 1 d . . . . . C5 C 0.44696(12) 0.37162(11) 0.26498(8) 0.0389(3) Uani 1 1 d . . . . . H5 H 0.507746 0.353343 0.227474 0.047 Uiso 1 1 calc R . . . . C18 C 0.07955(11) 0.69157(11) 0.27882(7) 0.0352(3) Uani 1 1 d . . . . . C49 C 0.41162(12) 0.27434(11) 0.92062(8) 0.0366(3) Uani 1 1 d . . . . . C33 C 0.33349(12) 0.39469(11) 0.68061(7) 0.0372(3) Uani 1 1 d . . . . . H33 H 0.351902 0.313130 0.674595 0.045 Uiso 1 1 calc R . . . . C8 C 0.35666(13) 0.24465(11) 0.48119(8) 0.0389(3) Uani 1 1 d . . . . . C6 C 0.46050(11) 0.30435(10) 0.34541(8) 0.0363(3) Uani 1 1 d . . . . . C17 C 0.10005(12) 0.72687(11) 0.35632(7) 0.0375(3) Uani 1 1 d . . . . . C37 C 0.04312(12) 0.69658(11) 0.76885(8) 0.0379(3) Uani 1 1 d . . . . . C41 C 0.35116(12) 0.63608(11) 0.94227(7) 0.0378(3) Uani 1 1 d . . . . . H41 H 0.423420 0.628587 0.974894 0.045 Uiso 1 1 calc R . . . . C19 C -0.03080(12) 0.78266(11) 0.23419(8) 0.0385(3) Uani 1 1 d . . . . . C47 C 0.53291(12) 0.21734(11) 0.81370(8) 0.0387(3) Uani 1 1 d . . . . . C45 C 0.51231(12) 0.17743(11) 0.95640(8) 0.0407(3) Uani 1 1 d . . . . . C40 C 0.24347(13) 0.72602(11) 0.94389(8) 0.0404(3) Uani 1 1 d . . . . . H40 H 0.243270 0.775614 0.979291 0.048 Uiso 1 1 calc R . . . . C39 C 0.13774(12) 0.74172(11) 0.89349(7) 0.0374(3) Uani 1 1 d . . . . . C10 C 0.14296(13) 0.35060(12) 0.49441(7) 0.0414(3) Uani 1 1 d . . . . . H10 H 0.069200 0.356371 0.523407 0.050 Uiso 1 1 calc R . . . . C2 C 0.16489(12) 0.60353(11) 0.15802(7) 0.0389(3) Uani 1 1 d . . . . . H2 H 0.142720 0.685114 0.124347 0.047 Uiso 1 1 calc R . . . . C36 C 0.05813(12) 0.63253(11) 0.70918(8) 0.0397(3) Uani 1 1 d . . . . . H36 H -0.000152 0.654362 0.664044 0.048 Uiso 1 1 calc R . . . . C34 C 0.19178(12) 0.45533(11) 0.65817(8) 0.0386(3) Uani 1 1 d . . . . . H34A H 0.178693 0.500395 0.600910 0.046 Uiso 1 1 calc R . . . . H34B H 0.140560 0.397829 0.667110 0.046 Uiso 1 1 calc R . . . . C50 C 0.31690(13) 0.31080(12) 0.97219(8) 0.0431(3) Uani 1 1 d . . . . . H50 H 0.246209 0.372228 0.951453 0.052 Uiso 1 1 calc R . . . . C20 C -0.07504(13) 0.86410(12) 0.28245(8) 0.0440(3) Uani 1 1 d . . . . . C9 C 0.24787(14) 0.25683(12) 0.52422(8) 0.0436(3) Uani 1 1 d . . . . . H9 H 0.244241 0.202085 0.573595 0.052 Uiso 1 1 calc R . . . . C3 C 0.30840(12) 0.54786(12) 0.15490(7) 0.0400(3) Uani 1 1 d . . . . . H3A H 0.323889 0.503872 0.112323 0.048 Uiso 1 1 calc R . . . . H3B H 0.356476 0.607917 0.144556 0.048 Uiso 1 1 calc R . . . . C46 C 0.59118(12) 0.14475(11) 0.88963(9) 0.0420(3) Uani 1 1 d . . . . . C16 C 0.19600(13) 0.68719(12) 0.41853(8) 0.0448(3) Uani 1 1 d . . . . . H16 H 0.259855 0.619251 0.420572 0.054 Uiso 1 1 calc R . . . . C54 C 0.59249(13) 0.19889(12) 0.74215(9) 0.0469(3) Uani 1 1 d . . . . . H54 H 0.559270 0.244881 0.690166 0.056 Uiso 1 1 calc R . . . . C23 C -0.10153(13) 0.79588(12) 0.16144(9) 0.0464(3) Uani 1 1 d . . . . . H23 H -0.078348 0.743087 0.127899 0.056 Uiso 1 1 calc R . . . . C21 C 0.00944(13) 0.83235(12) 0.35686(8) 0.0432(3) Uani 1 1 d . . . . . C62 C 0.41563(13) 0.46395(13) 0.62457(8) 0.0468(3) Uani 1 1 d . . . . . H62A H 0.386568 0.546476 0.623240 0.070 Uiso 1 1 calc GR . . . . H62B H 0.409510 0.452916 0.569517 0.070 Uiso 1 1 calc GR . . . . H62C H 0.502425 0.435987 0.645747 0.070 Uiso 1 1 calc GR . . . . C55 C 0.70299(14) 0.10978(13) 0.75068(10) 0.0535(4) Uani 1 1 d . . . . . H55 H 0.743828 0.094112 0.703846 0.064 Uiso 1 1 calc R . . . . C31 C 0.08795(14) 0.52953(14) 0.12655(9) 0.0507(3) Uani 1 1 d . . . . . H31A H 0.119523 0.447719 0.154243 0.076 Uiso 1 1 calc GR . . . . H31B H 0.095693 0.539185 0.067914 0.076 Uiso 1 1 calc GR . . . . H31C H 0.000285 0.555214 0.137712 0.076 Uiso 1 1 calc GR . . . . C51 C 0.33132(15) 0.25285(14) 1.05504(9) 0.0535(4) Uani 1 1 d . . . . . H51 H 0.269838 0.274761 1.091237 0.064 Uiso 1 1 calc R . . . . C24 C -0.20743(14) 0.88991(14) 0.14044(10) 0.0552(4) Uani 1 1 d . . . . . H24 H -0.255627 0.902374 0.091599 0.066 Uiso 1 1 calc R . . . . C52 C 0.43831(16) 0.16148(14) 1.08410(9) 0.0572(4) Uani 1 1 d . . . . . H52 H 0.447008 0.125822 1.140536 0.069 Uiso 1 1 calc R . . . . C15 C 0.19362(17) 0.75200(14) 0.47746(9) 0.0585(4) Uani 1 1 d . . . . . H15 H 0.256896 0.728055 0.519789 0.070 Uiso 1 1 calc R . . . . C56 C 0.75218(15) 0.04482(14) 0.82780(11) 0.0607(4) Uani 1 1 d . . . . . H56 H 0.826568 -0.014072 0.831273 0.073 Uiso 1 1 calc R . . . . C28 C 0.66436(14) 0.19331(14) 0.32052(10) 0.0594(4) Uani 1 1 d . . . . . H28A H 0.632182 0.174037 0.273181 0.089 Uiso 1 1 calc GR . . . . H28B H 0.731042 0.128148 0.349253 0.089 Uiso 1 1 calc GR . . . . H28C H 0.697100 0.262222 0.302628 0.089 Uiso 1 1 calc GR . . . . C61 C 0.02359(18) 0.89156(15) 0.95592(10) 0.0663(5) Uani 1 1 d . . . . . H61A H 0.081906 0.941331 0.943143 0.099 Uiso 1 1 calc GR . . . . H61B H 0.046343 0.839423 1.009896 0.099 Uiso 1 1 calc GR . . . . H61C H -0.060953 0.939691 0.955262 0.099 Uiso 1 1 calc GR . . . . C25 C -0.24087(16) 0.96502(15) 0.19263(11) 0.0658(5) Uani 1 1 d . . . . . H25 H -0.312155 1.027658 0.176917 0.079 Uiso 1 1 calc R . . . . C14 C 0.09692(19) 0.85271(15) 0.47349(10) 0.0665(5) Uani 1 1 d . . . . . H14 H 0.096576 0.892965 0.514973 0.080 Uiso 1 1 calc R . . . . C30 C 0.4573(2) 0.06980(15) 0.58253(10) 0.0718(5) Uani 1 1 d . . . . . H30A H 0.390985 0.032194 0.574734 0.108 Uiso 1 1 calc GR . . . . H30B H 0.439912 0.105626 0.628568 0.108 Uiso 1 1 calc GR . . . . H30C H 0.537067 0.011915 0.593479 0.108 Uiso 1 1 calc GR . . . . C59 C -0.15256(19) 0.81618(18) 0.70106(14) 0.0883(7) Uani 1 1 d . . . . . H59A H -0.116000 0.843533 0.649703 0.132 Uiso 1 1 calc GR . . . . H59B H -0.222697 0.877333 0.709645 0.132 Uiso 1 1 calc GR . . . . H59C H -0.181917 0.747408 0.699055 0.132 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 O27 0.0408(5) 0.0415(5) 0.0542(6) -0.0011(4) 0.0088(4) 0.0055(4) O58 0.0441(5) 0.0514(6) 0.0721(7) -0.0349(5) -0.0242(5) 0.0156(5) O60 0.0531(6) 0.0601(6) 0.0593(6) -0.0379(5) -0.0122(5) 0.0152(5) O29 0.0614(6) 0.0473(6) 0.0485(6) 0.0061(4) 0.0033(5) 0.0069(5) N53 0.0570(7) 0.0440(6) 0.0468(6) -0.0036(5) -0.0123(5) -0.0058(5) C12 0.0333(6) 0.0344(6) 0.0304(6) -0.0120(5) -0.0001(5) -0.0076(5) C43 0.0315(6) 0.0329(6) 0.0292(5) -0.0087(4) 0.0006(4) -0.0059(5) N57 0.0458(7) 0.0477(7) 0.0681(8) -0.0152(6) -0.0130(6) 0.0097(6) C44 0.0312(6) 0.0328(6) 0.0326(6) -0.0106(5) -0.0013(5) -0.0040(5) C42 0.0307(6) 0.0363(6) 0.0300(6) -0.0076(5) -0.0015(4) -0.0044(5) C38 0.0320(6) 0.0327(6) 0.0338(6) -0.0109(5) -0.0009(5) -0.0048(5) C11 0.0353(6) 0.0410(6) 0.0325(6) -0.0152(5) 0.0019(5) -0.0072(5) N26 0.0553(8) 0.0558(8) 0.0604(8) -0.0150(6) -0.0053(6) 0.0168(6) C1 0.0319(6) 0.0374(6) 0.0317(6) -0.0061(5) 0.0000(5) -0.0070(5) C32 0.0317(6) 0.0340(6) 0.0363(6) -0.0139(5) -0.0006(5) -0.0051(5) N22 0.0749(9) 0.0493(7) 0.0493(7) -0.0205(6) -0.0006(6) 0.0026(6) C4 0.0351(6) 0.0387(6) 0.0341(6) -0.0088(5) 0.0032(5) -0.0083(5) C13 0.0327(6) 0.0354(6) 0.0324(6) -0.0099(5) 0.0006(5) -0.0062(5) C35 0.0339(6) 0.0365(6) 0.0354(6) -0.0138(5) -0.0037(5) -0.0050(5) C48 0.0335(6) 0.0333(6) 0.0394(6) -0.0125(5) -0.0022(5) -0.0038(5) C7 0.0364(6) 0.0324(6) 0.0336(6) -0.0098(5) 0.0010(5) -0.0077(5) C5 0.0362(6) 0.0401(6) 0.0391(6) -0.0108(5) 0.0096(5) -0.0054(5) C18 0.0332(6) 0.0369(6) 0.0330(6) -0.0061(5) 0.0008(5) -0.0061(5) C49 0.0367(6) 0.0326(6) 0.0403(6) -0.0099(5) -0.0053(5) -0.0069(5) C33 0.0384(6) 0.0355(6) 0.0372(6) -0.0161(5) -0.0030(5) -0.0009(5) C8 0.0466(7) 0.0330(6) 0.0351(6) -0.0080(5) -0.0018(5) -0.0062(5) C6 0.0338(6) 0.0315(6) 0.0422(6) -0.0098(5) 0.0018(5) -0.0043(5) C17 0.0396(6) 0.0360(6) 0.0352(6) -0.0078(5) 0.0040(5) -0.0071(5) C37 0.0332(6) 0.0339(6) 0.0448(7) -0.0141(5) -0.0060(5) 0.0001(5) C41 0.0372(6) 0.0461(7) 0.0317(6) -0.0118(5) -0.0038(5) -0.0109(5) C19 0.0351(6) 0.0364(6) 0.0394(6) -0.0041(5) 0.0019(5) -0.0048(5) C47 0.0348(6) 0.0318(6) 0.0492(7) -0.0134(5) -0.0024(5) -0.0041(5) C45 0.0403(7) 0.0352(6) 0.0449(7) -0.0088(5) -0.0101(5) -0.0069(5) C40 0.0470(7) 0.0432(7) 0.0353(6) -0.0186(5) -0.0006(5) -0.0100(6) C39 0.0390(7) 0.0363(6) 0.0370(6) -0.0145(5) 0.0006(5) -0.0036(5) C10 0.0437(7) 0.0512(7) 0.0340(6) -0.0163(5) 0.0092(5) -0.0146(6) C2 0.0405(7) 0.0405(6) 0.0309(6) -0.0053(5) 0.0003(5) -0.0039(5) C36 0.0351(6) 0.0418(7) 0.0410(6) -0.0152(5) -0.0124(5) -0.0014(5) C34 0.0389(7) 0.0413(6) 0.0376(6) -0.0182(5) -0.0048(5) -0.0049(5) C50 0.0430(7) 0.0401(7) 0.0437(7) -0.0090(5) -0.0005(6) -0.0062(6) C20 0.0424(7) 0.0391(7) 0.0437(7) -0.0067(5) 0.0035(6) 0.0002(6) C9 0.0564(8) 0.0442(7) 0.0304(6) -0.0069(5) 0.0047(5) -0.0146(6) C3 0.0398(7) 0.0445(7) 0.0325(6) -0.0064(5) 0.0046(5) -0.0067(5) C46 0.0369(7) 0.0329(6) 0.0544(8) -0.0131(5) -0.0081(6) -0.0019(5) C16 0.0475(7) 0.0401(7) 0.0431(7) -0.0098(5) -0.0042(6) -0.0040(6) C54 0.0443(7) 0.0389(7) 0.0542(8) -0.0143(6) 0.0041(6) -0.0006(6) C23 0.0428(7) 0.0449(7) 0.0469(7) -0.0083(6) -0.0065(6) -0.0042(6) C21 0.0465(7) 0.0398(7) 0.0400(7) -0.0105(5) 0.0051(6) -0.0031(6) C62 0.0477(8) 0.0514(8) 0.0408(7) -0.0141(6) 0.0025(6) -0.0079(6) C55 0.0453(8) 0.0450(8) 0.0689(10) -0.0217(7) 0.0088(7) -0.0007(6) C31 0.0500(8) 0.0618(9) 0.0420(7) -0.0168(6) -0.0010(6) -0.0127(7) C51 0.0596(9) 0.0538(8) 0.0448(8) -0.0095(6) 0.0062(7) -0.0119(7) C24 0.0456(8) 0.0542(8) 0.0559(8) -0.0054(7) -0.0125(6) -0.0006(7) C52 0.0694(10) 0.0536(9) 0.0418(7) -0.0008(6) -0.0062(7) -0.0124(8) C15 0.0734(11) 0.0529(9) 0.0463(8) -0.0155(7) -0.0150(7) -0.0057(8) C56 0.0447(8) 0.0505(8) 0.0795(11) -0.0232(8) -0.0022(8) 0.0101(7) C28 0.0456(8) 0.0530(9) 0.0672(10) -0.0108(7) 0.0139(7) 0.0081(7) C61 0.0770(11) 0.0625(10) 0.0546(9) -0.0358(8) -0.0067(8) 0.0137(9) C25 0.0524(9) 0.0593(10) 0.0675(10) -0.0101(8) -0.0107(8) 0.0163(8) C14 0.0909(13) 0.0546(9) 0.0512(9) -0.0245(7) -0.0086(8) -0.0004(9) C30 0.1012(14) 0.0470(9) 0.0472(8) 0.0055(7) 0.0022(9) 0.0039(9) C59 0.0695(12) 0.0742(12) 0.1100(16) -0.0535(11) -0.0547(11) 0.0357(10) 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 O27 C28 118.58(11) . . ? C37 O58 C59 117.96(11) . . ? C39 O60 C61 117.90(11) . . ? C8 O29 C30 118.48(12) . . ? C52 N53 C45 114.99(12) . . ? C11 C12 C13 120.99(11) . . ? C11 C12 C7 119.54(11) . . ? C13 C12 C7 119.06(10) . . ? C42 C43 C44 121.23(10) . . ? C42 C43 C38 119.51(10) . . ? C38 C43 C44 118.99(10) . . ? C46 N57 C56 115.11(13) . . ? C43 C44 C32 131.42(11) . . ? C35 C44 C43 119.18(10) . . ? C35 C44 C32 108.84(10) . . ? C43 C42 H42 119.7 . . ? C41 C42 C43 120.51(11) . . ? C41 C42 H42 119.7 . . ? C43 C38 C37 118.36(10) . . ? C43 C38 C39 117.36(11) . . ? C39 C38 C37 124.12(11) . . ? C12 C11 H11 119.7 . . ? C10 C11 C12 120.52(12) . . ? C10 C11 H11 119.7 . . ? C25 N26 C20 115.04(13) . . ? C13 C1 C2 105.76(10) . . ? C18 C1 C13 129.74(11) . . ? C18 C1 C2 123.78(11) . . ? C44 C32 C33 105.85(10) . . ? C48 C32 C44 129.94(11) . . ? C48 C32 C33 123.79(10) . . ? C14 N22 C21 114.95(13) . . ? C13 C4 C5 121.78(11) . . ? C13 C4 C3 110.42(10) . . ? C5 C4 C3 127.80(11) . . ? C12 C13 C1 130.68(10) . . ? C4 C13 C12 119.45(11) . . ? C4 C13 C1 109.06(10) . . ? C44 C35 C36 122.13(11) . . ? C44 C35 C34 110.77(10) . . ? C36 C35 C34 127.10(11) . . ? C32 C48 C49 128.88(11) . . ? C32 C48 C47 126.20(11) . . ? C49 C48 C47 104.89(10) . . ? C12 C7 C8 117.49(11) . . ? C12 C7 C6 118.09(10) . . ? C8 C7 C6 124.20(11) . . ? C4 C5 H5 120.0 . . ? C6 C5 C4 119.92(11) . . ? C6 C5 H5 120.0 . . ? C1 C18 C17 127.83(11) . . ? C1 C18 C19 126.68(11) . . ? C19 C18 C17 105.16(10) . . ? C45 C49 C48 109.46(11) . . ? C50 C49 C48 132.68(11) . . ? C50 C49 C45 117.27(12) . . ? C32 C33 H33 110.1 . . ? C32 C33 C34 102.17(9) . . ? C32 C33 C62 114.18(11) . . ? C34 C33 H33 110.1 . . ? C62 C33 H33 110.1 . . ? C62 C33 C34 109.78(11) . . ? O29 C8 C7 117.04(11) . . ? O29 C8 C9 122.49(12) . . ? C9 C8 C7 120.46(12) . . ? O27 C6 C7 116.80(11) . . ? O27 C6 C5 122.46(11) . . ? C5 C6 C7 120.72(11) . . ? C16 C17 C18 133.28(12) . . ? C16 C17 C21 117.12(12) . . ? C21 C17 C18 108.92(11) . . ? O58 C37 C38 117.23(11) . . ? O58 C37 C36 122.06(11) . . ? C36 C37 C38 120.69(11) . . ? C42 C41 H41 119.5 . . ? C42 C41 C40 120.98(11) . . ? C40 C41 H41 119.5 . . ? C20 C19 C18 109.08(11) . . ? C23 C19 C18 133.50(12) . . ? C23 C19 C20 117.14(12) . . ? C46 C47 C48 109.23(11) . . ? C54 C47 C48 133.54(12) . . ? C54 C47 C46 117.02(12) . . ? N53 C45 C49 125.69(13) . . ? N53 C45 C46 126.19(12) . . ? C49 C45 C46 108.04(11) . . ? C41 C40 H40 119.8 . . ? C39 C40 C41 120.37(11) . . ? C39 C40 H40 119.8 . . ? O60 C39 C38 116.85(11) . . ? O60 C39 C40 122.45(11) . . ? C40 C39 C38 120.70(11) . . ? C11 C10 H10 119.5 . . ? C11 C10 C9 121.07(11) . . ? C9 C10 H10 119.5 . . ? C1 C2 H2 110.3 . . ? C1 C2 C3 101.47(9) . . ? C3 C2 H2 110.3 . . ? C31 C2 C1 114.66(11) . . ? C31 C2 H2 110.3 . . ? C31 C2 C3 109.46(11) . . ? C35 C36 H36 120.1 . . ? C37 C36 C35 119.82(11) . . ? C37 C36 H36 120.1 . . ? C35 C34 C33 102.97(9) . . ? C35 C34 H34A 111.2 . . ? C35 C34 H34B 111.2 . . ? C33 C34 H34A 111.2 . . ? C33 C34 H34B 111.2 . . ? H34A C34 H34B 109.1 . . ? C49 C50 H50 121.1 . . ? C51 C50 C49 117.87(13) . . ? C51 C50 H50 121.1 . . ? N26 C20 C19 125.63(13) . . ? N26 C20 C21 125.92(13) . . ? C19 C20 C21 108.45(11) . . ? C8 C9 C10 120.49(12) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C4 C3 C2 103.02(9) . . ? C4 C3 H3A 111.2 . . ? C4 C3 H3B 111.2 . . ? C2 C3 H3A 111.2 . . ? C2 C3 H3B 111.2 . . ? H3A C3 H3B 109.1 . . ? N57 C46 C47 125.63(13) . . ? N57 C46 C45 126.28(13) . . ? C47 C46 C45 108.09(11) . . ? C17 C16 H16 121.1 . . ? C15 C16 C17 117.82(13) . . ? C15 C16 H16 121.1 . . ? C47 C54 H54 121.0 . . ? C55 C54 C47 117.94(13) . . ? C55 C54 H54 121.0 . . ? C19 C23 H23 121.0 . . ? C24 C23 C19 118.08(13) . . ? C24 C23 H23 121.0 . . ? N22 C21 C17 125.95(13) . . ? N22 C21 C20 125.74(12) . . ? C17 C21 C20 108.26(11) . . ? C33 C62 H62A 109.5 . . ? C33 C62 H62B 109.5 . . ? C33 C62 H62C 109.5 . . ? H62A C62 H62B 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C54 C55 H55 119.9 . . ? C56 C55 C54 120.24(14) . . ? C56 C55 H55 119.9 . . ? C2 C31 H31A 109.5 . . ? C2 C31 H31B 109.5 . . ? C2 C31 H31C 109.5 . . ? H31A C31 H31B 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C50 C51 H51 120.2 . . ? C50 C51 C52 119.63(14) . . ? C52 C51 H51 120.2 . . ? C23 C24 H24 120.3 . . ? C25 C24 C23 119.46(14) . . ? C25 C24 H24 120.3 . . ? N53 C52 C51 124.41(13) . . ? N53 C52 H52 117.8 . . ? C51 C52 H52 117.8 . . ? C16 C15 H15 120.0 . . ? C16 C15 C14 120.10(14) . . ? C14 C15 H15 120.0 . . ? N57 C56 C55 124.02(13) . . ? N57 C56 H56 118.0 . . ? C55 C56 H56 118.0 . . ? O27 C28 H28A 109.5 . . ? O27 C28 H28B 109.5 . . ? O27 C28 H28C 109.5 . . ? H28A C28 H28B 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O60 C61 H61A 109.5 . . ? O60 C61 H61B 109.5 . . ? O60 C61 H61C 109.5 . . ? H61A C61 H61B 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? N26 C25 C24 124.61(14) . . ? N26 C25 H25 117.7 . . ? C24 C25 H25 117.7 . . ? N22 C14 C15 123.99(14) . . ? N22 C14 H14 118.0 . . ? C15 C14 H14 118.0 . . ? O29 C30 H30A 109.5 . . ? O29 C30 H30B 109.5 . . ? O29 C30 H30C 109.5 . . ? H30A C30 H30B 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O58 C59 H59A 109.5 . . ? O58 C59 H59B 109.5 . . ? O58 C59 H59C 109.5 . . ? H59A C59 H59B 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O27 C6 1.3500(15) . ? O27 C28 1.4258(16) . ? O58 C37 1.3522(15) . ? O58 C59 1.4218(18) . ? O60 C39 1.3557(15) . ? O60 C61 1.4197(16) . ? O29 C8 1.3578(16) . ? O29 C30 1.4190(17) . ? N53 C45 1.3345(18) . ? N53 C52 1.332(2) . ? C12 C11 1.4127(16) . ? C12 C13 1.4322(16) . ? C12 C7 1.4324(16) . ? C43 C44 1.4321(16) . ? C43 C42 1.4145(16) . ? C43 C38 1.4316(16) . ? N57 C46 1.3364(17) . ? N57 C56 1.345(2) . ? C44 C32 1.4691(16) . ? C44 C35 1.3811(16) . ? C42 H42 0.9300 . ? C42 C41 1.3641(17) . ? C38 C37 1.4400(17) . ? C38 C39 1.4359(16) . ? C11 H11 0.9300 . ? C11 C10 1.3625(18) . ? N26 C20 1.3360(18) . ? N26 C25 1.334(2) . ? C1 C13 1.4652(16) . ? C1 C18 1.3670(17) . ? C1 C2 1.5283(16) . ? C32 C48 1.3643(17) . ? C32 C33 1.5266(16) . ? N22 C21 1.3363(18) . ? N22 C14 1.334(2) . ? C4 C13 1.3793(16) . ? C4 C5 1.3941(17) . ? C4 C3 1.5033(16) . ? C35 C36 1.3920(17) . ? C35 C34 1.5026(15) . ? C48 C49 1.4765(17) . ? C48 C47 1.4784(16) . ? C7 C8 1.4381(17) . ? C7 C6 1.4429(16) . ? C5 H5 0.9300 . ? C5 C6 1.3777(18) . ? C18 C17 1.4811(17) . ? C18 C19 1.4778(17) . ? C49 C45 1.4059(17) . ? C49 C50 1.3929(18) . ? C33 H33 0.9800 . ? C33 C34 1.5431(17) . ? C33 C62 1.5281(19) . ? C8 C9 1.3744(19) . ? C17 C16 1.3868(18) . ? C17 C21 1.4084(18) . ? C37 C36 1.3781(17) . ? C41 H41 0.9300 . ? C41 C40 1.3950(18) . ? C19 C20 1.4044(18) . ? C19 C23 1.3920(19) . ? C47 C46 1.4069(18) . ? C47 C54 1.3902(19) . ? C45 C46 1.4688(19) . ? C40 H40 0.9300 . ? C40 C39 1.3736(18) . ? C10 H10 0.9300 . ? C10 C9 1.3935(19) . ? C2 H2 0.9800 . ? C2 C3 1.5486(17) . ? C2 C31 1.5282(19) . ? C36 H36 0.9300 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C50 H50 0.9300 . ? C50 C51 1.3799(19) . ? C20 C21 1.463(2) . ? C9 H9 0.9300 . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C16 H16 0.9300 . ? C16 C15 1.384(2) . ? C54 H54 0.9300 . ? C54 C55 1.3868(19) . ? C23 H23 0.9300 . ? C23 C24 1.385(2) . ? C62 H62A 0.9600 . ? C62 H62B 0.9600 . ? C62 H62C 0.9600 . ? C55 H55 0.9300 . ? C55 C56 1.369(2) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C51 H51 0.9300 . ? C51 C52 1.391(2) . ? C24 H24 0.9300 . ? C24 C25 1.381(2) . ? C52 H52 0.9300 . ? C15 H15 0.9300 . ? C15 C14 1.388(2) . ? C56 H56 0.9300 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? C25 H25 0.9300 . ? C14 H14 0.9300 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C59 H59A 0.9600 . ? C59 H59B 0.9600 . ? C59 H59C 0.9600 . ?