#------------------------------------------------------------------------------ #$Date: 2019-11-17 08:52:39 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228957 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229921.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_7229921 loop_ _publ_author_name 'Alimi, Lukman O.' 'Lama, Prem' 'Smith, Vincent J.' 'Barbour, Leonard J.' _publ_section_title ; Large volumetric thermal expansion of a novel organic cocrystal over a wide temperature range ; _journal_issue 5 _journal_name_full CrystEngComm _journal_page_first 631 _journal_paper_doi 10.1039/C7CE01848G _journal_volume 20 _journal_year 2018 _chemical_formula_sum 'C25 H26 N6' _chemical_formula_weight 410.52 _chemical_name_common ABN.2DMABN _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2017-06-09 deposited with the CCDC. 2018-01-08 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 104.1990(10) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.7654(4) _cell_length_b 25.1269(11) _cell_length_c 18.9626(8) _cell_measurement_reflns_used 9758 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 28.25 _cell_measurement_theta_min 2.30 _cell_volume 4510.8(3) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.993 _diffrn_measured_fraction_theta_max 0.994 _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 0.0952 _diffrn_reflns_av_unetI/netI 0.0376 _diffrn_reflns_Laue_measured_fraction_full 0.993 _diffrn_reflns_Laue_measured_fraction_max 0.994 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 178039 _diffrn_reflns_point_group_measured_fraction_full 0.993 _diffrn_reflns_point_group_measured_fraction_max 0.994 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 28.339 _diffrn_reflns_theta_min 1.372 _exptl_absorpt_coefficient_mu 0.075 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_correction_T_min 0.9761 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.209 _exptl_crystal_description Flat _exptl_crystal_F_000 1744 _exptl_crystal_size_max 0.325 _exptl_crystal_size_mid 0.232 _exptl_crystal_size_min 0.106 _refine_diff_density_max 0.469 _refine_diff_density_min -0.475 _refine_diff_density_rms 0.082 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 567 _refine_ls_number_reflns 11176 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.033 _refine_ls_R_factor_all 0.1321 _refine_ls_R_factor_gt 0.0886 _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^)+(0.1344P)^2^+4.7167P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2249 _refine_ls_wR_factor_ref 0.2833 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7136 _reflns_number_total 11176 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce01848g3.cif _cod_data_source_block 100K _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_absorpt_correction_type' value 'Multi-scan' changed to 'multi-scan' according to /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas Adding full bibliography for 7229912--7229922.cif. ; _cod_database_code 7229921 _shelx_shelxl_version_number 2016/6 _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_min 0.976 _shelx_estimated_absorpt_t_max 0.992 _shelx_res_file ; TITL C:\Users\lukman\Desktop\100K\100K_a.res in P2(1)/n C:\Users\lukman\Desktop\100K\100K_a.res created by SHELXL-2016/6 at 11:45:54 on 02-Mar-2017 CELL 0.71073 9.7654 25.1269 18.9626 90.000 104.199 90.000 ZERR 8.0000 0.0004 0.0011 0.0008 0.000 0.001 0.000 LATT 1 SYMM 0.5-X, 0.5+Y, 0.5-Z SFAC C H N UNIT 200 208 48 BOND $H CONF OMIT -1 12 2 OMIT 0 18 6 OMIT 1 0 1 OMIT 0 21 7 OMIT 2 6 6 OMIT 1 6 8 OMIT -2 8 8 OMIT 2 20 0 OMIT -1 8 2 OMIT 1 4 6 OMIT 2 16 0 OMIT 2 14 14 OMIT 1 20 6 OMIT 1 2 8 OMIT 0 0 14 OMIT 1 12 6 OMIT -1 10 8 OMIT -2 22 2 OMIT -1 9 11 OMIT -3 10 8 OMIT -7 0 17 OMIT 0 2 1 OMIT -6 1 14 OMIT -6 1 18 OMIT 1 11 10 OMIT 0 15 5 OMIT -2 20 4 OMIT -2 14 2 OMIT 1 14 0 OMIT -2 16 4 OMIT 1 2 4 OMIT 0 12 0 OMIT 2 0 4 OMIT 7 3 8 OMIT -5 1 20 OMIT -6 3 15 OMIT -6 1 22 OMIT -6 8 18 OMIT -2 12 4 OMIT -1 4 10 OMIT 1 22 0 OMIT -8 9 6 OMIT 7 2 13 OMIT 1 14 8 OMIT -11 8 13 OMIT 2 20 12 OMIT -12 0 12 OMIT -1 4 6 OMIT 7 2 9 OMIT -6 3 17 OMIT 1 4 1 OMIT -7 3 13 OMIT -7 1 18 OMIT -8 9 3 OMIT 3 21 6 OMIT -1 8 18 ACTA 50 PLAN 10 0 0 LIST 6 1 SIZE 0.325 0.232 0.106 TEMP -173 L.S. 10 WGHT 0.134400 4.716700 FVAR 0.30111 N1 3 0.744051 0.952812 0.511792 11.00000 0.03990 0.04172 = 0.02879 -0.00024 0.00938 -0.00857 N2 3 0.078101 0.872967 0.502372 11.00000 0.03706 0.04900 = 0.03519 0.00004 0.00517 -0.00212 N3 3 -0.027912 0.747452 0.510295 11.00000 0.02529 0.04596 = 0.04426 -0.00092 0.00802 0.00149 AFIX 93 H3D 2 0.013909 0.716981 0.506225 11.00000 -1.20000 H3E 2 0.019796 0.777417 0.513211 11.00000 -1.20000 AFIX 0 N4 3 -0.717722 0.750896 0.513508 11.00000 0.03157 0.05573 = 0.05490 -0.00458 0.01137 -0.00113 N5 3 0.743786 0.549699 0.497281 11.00000 0.03514 0.03713 = 0.02828 0.00095 0.00402 0.00498 N6 3 0.080189 0.624907 0.500574 11.00000 0.03999 0.04382 = 0.05282 0.00052 0.01509 0.00190 N7 3 0.006086 0.703742 0.760289 11.00000 0.04357 0.03879 = 0.02603 0.00089 0.00545 0.00804 N8 3 0.668160 0.627536 0.756907 11.00000 0.03913 0.04693 = 0.05257 0.00237 0.00678 0.00151 N9 3 0.778377 0.506123 0.745590 11.00000 0.02584 0.05016 = 0.04258 0.00346 0.00831 0.00149 AFIX 93 H9E 2 0.736136 0.536761 0.748047 11.00000 -1.20000 H9D 2 0.730525 0.476221 0.743136 11.00000 -1.20000 AFIX 0 N10 3 1.470841 0.500295 0.747746 11.00000 0.02905 0.05730 = 0.04729 0.00098 0.00641 0.00069 N11 3 0.008553 0.301257 0.737912 11.00000 0.03369 0.03675 = 0.03170 0.00179 0.00800 -0.00612 N12 3 0.678494 0.379413 0.752986 11.00000 0.03662 0.04561 = 0.03919 0.00303 0.00903 -0.00069 C1 1 0.608314 0.939008 0.509195 11.00000 0.03724 0.02387 = 0.02701 0.00014 0.00822 -0.00068 C2 1 0.558732 0.934704 0.573628 11.00000 0.03988 0.02841 = 0.02421 -0.00111 0.00554 -0.00056 AFIX 43 H2 2 0.620215 0.943265 0.619329 11.00000 -1.20000 AFIX 0 C3 1 0.423170 0.918334 0.570539 11.00000 0.03838 0.03000 = 0.02719 0.00000 0.00828 0.00191 AFIX 43 H3 2 0.392276 0.915815 0.614185 11.00000 -1.20000 AFIX 0 C4 1 0.329641 0.905283 0.504085 11.00000 0.03415 0.03101 = 0.02933 0.00123 0.00582 0.00163 C5 1 0.375460 0.910762 0.439760 11.00000 0.04123 0.03029 = 0.02540 -0.00051 0.00352 0.00088 AFIX 43 H5 2 0.312577 0.902898 0.394191 11.00000 -1.20000 AFIX 0 C6 1 0.510435 0.927397 0.442339 11.00000 0.04288 0.02972 = 0.02762 0.00050 0.00954 0.00066 AFIX 43 H6 2 0.539057 0.931235 0.398208 11.00000 -1.20000 AFIX 0 C7 1 0.189362 0.887092 0.502415 11.00000 0.03942 0.03590 = 0.02619 -0.00110 0.00278 0.00206 C8 1 0.790383 0.959021 0.445041 11.00000 0.04055 0.04514 = 0.03521 0.00059 0.01548 -0.00157 AFIX 137 H8A 2 0.774651 0.925703 0.417363 11.00000 -1.50000 H8B 2 0.891203 0.967844 0.456952 11.00000 -1.50000 H8C 2 0.736537 0.987704 0.415796 11.00000 -1.50000 AFIX 0 C9 1 0.844363 0.964100 0.580545 11.00000 0.03711 0.04685 = 0.03452 -0.00041 0.00613 -0.00523 AFIX 137 H9A 2 0.819610 0.997898 0.600058 11.00000 -1.50000 H9B 2 0.939720 0.966581 0.572749 11.00000 -1.50000 H9C 2 0.841384 0.935432 0.615177 11.00000 -1.50000 AFIX 0 C10 1 -0.166040 0.748231 0.512076 11.00000 0.02608 0.03670 = 0.02258 0.00123 0.00366 0.00124 C11 1 -0.234716 0.796513 0.519280 11.00000 0.03356 0.02791 = 0.02744 -0.00007 0.00604 -0.00518 AFIX 43 H11 2 -0.183758 0.829020 0.523028 11.00000 -1.20000 AFIX 0 C12 1 -0.375305 0.797100 0.520952 11.00000 0.03389 0.02469 = 0.02633 0.00012 0.00591 0.00233 AFIX 43 H12 2 -0.420137 0.829946 0.525993 11.00000 -1.20000 AFIX 0 C13 1 -0.452281 0.749528 0.515256 11.00000 0.02704 0.03010 = 0.02468 0.00012 0.00513 -0.00067 C14 1 -0.384504 0.701518 0.509072 11.00000 0.03484 0.02441 = 0.02559 -0.00128 0.00487 -0.00312 AFIX 43 H14 2 -0.435488 0.669048 0.505921 11.00000 -1.20000 AFIX 0 C15 1 -0.244596 0.700798 0.507498 11.00000 0.03326 0.02741 = 0.02656 -0.00134 0.00470 0.00596 AFIX 43 H15 2 -0.200085 0.667742 0.503249 11.00000 -1.20000 AFIX 0 C16 1 -0.600104 0.750486 0.514457 11.00000 0.03093 0.03146 = 0.03173 -0.00161 0.00502 0.00044 C17 1 0.607004 0.560482 0.497624 11.00000 0.03422 0.02203 = 0.02678 0.00203 0.00476 0.00047 C18 1 0.502603 0.569106 0.431599 11.00000 0.03674 0.02706 = 0.02443 0.00222 0.00511 0.00034 AFIX 43 H18 2 0.526002 0.564081 0.386295 11.00000 -1.20000 AFIX 0 C19 1 0.368069 0.584660 0.432858 11.00000 0.03392 0.03030 = 0.03002 0.00347 0.00335 -0.00083 AFIX 43 H19 2 0.300218 0.590887 0.388311 11.00000 -1.20000 AFIX 0 C20 1 0.329446 0.591481 0.498973 11.00000 0.03508 0.02739 = 0.03464 0.00036 0.00882 -0.00113 C21 1 0.429926 0.579862 0.564127 11.00000 0.04128 0.02773 = 0.02823 0.00048 0.00952 0.00083 AFIX 43 H21 2 0.403993 0.582306 0.609139 11.00000 -1.20000 AFIX 0 C22 1 0.564122 0.565130 0.563520 11.00000 0.04258 0.02845 = 0.02543 0.00009 0.00406 -0.00080 AFIX 43 H22 2 0.630274 0.557827 0.608284 11.00000 -1.20000 AFIX 0 C23 1 0.190488 0.609827 0.500045 11.00000 0.03902 0.03604 = 0.03667 0.00177 0.01025 -0.00030 C24 1 0.848812 0.541609 0.565588 11.00000 0.03460 0.04311 = 0.03271 0.00383 0.00126 0.00250 AFIX 137 H24A 2 0.844447 0.571119 0.598757 11.00000 -1.50000 H24B 2 0.943145 0.540205 0.556304 11.00000 -1.50000 H24C 2 0.829548 0.508057 0.587686 11.00000 -1.50000 AFIX 0 C25 1 0.786114 0.539530 0.430313 11.00000 0.03630 0.03713 = 0.03252 0.00176 0.00889 0.00326 AFIX 137 H25A 2 0.744012 0.506036 0.408890 11.00000 -1.50000 H25B 2 0.889279 0.536957 0.440799 11.00000 -1.50000 H25C 2 0.753633 0.568729 0.396029 11.00000 -1.50000 AFIX 0 C26 1 0.141739 0.691905 0.759542 11.00000 0.03846 0.02274 = 0.02451 -0.00048 0.00325 0.00193 C27 1 0.245300 0.681564 0.824867 11.00000 0.04801 0.02553 = 0.02507 -0.00194 0.00470 -0.00031 AFIX 43 H27 2 0.221477 0.685575 0.870233 11.00000 -1.20000 AFIX 0 C28 1 0.379369 0.665862 0.823732 11.00000 0.04262 0.03047 = 0.02879 0.00097 -0.00056 -0.00157 AFIX 43 H28 2 0.446371 0.658597 0.868227 11.00000 -1.20000 AFIX 0 C29 1 0.418836 0.660390 0.757745 11.00000 0.03648 0.02816 = 0.03553 -0.00184 0.00562 -0.00261 C30 1 0.319111 0.673250 0.692673 11.00000 0.04312 0.02765 = 0.03074 0.00023 0.00453 -0.00015 AFIX 43 H30 2 0.345632 0.671429 0.647766 11.00000 -1.20000 AFIX 0 C31 1 0.184284 0.688362 0.693144 11.00000 0.04351 0.02673 = 0.02509 0.00152 0.00162 0.00215 AFIX 43 H31 2 0.118573 0.696555 0.648570 11.00000 -1.20000 AFIX 0 C32 1 0.557277 0.642319 0.756658 11.00000 0.03709 0.03933 = 0.03888 0.00038 0.00262 -0.00380 C33 1 -0.099741 0.712095 0.692698 11.00000 0.04085 0.04160 = 0.03275 0.00157 0.00348 0.00566 AFIX 137 H33A 2 -0.081555 0.745951 0.670998 11.00000 -1.50000 H33B 2 -0.193702 0.713024 0.702482 11.00000 -1.50000 H33C 2 -0.095449 0.682953 0.658961 11.00000 -1.50000 AFIX 0 C34 1 -0.033560 0.711864 0.828694 11.00000 0.04963 0.03986 = 0.03454 0.00105 0.01375 0.00295 AFIX 137 H34A 2 -0.010405 0.679937 0.858958 11.00000 -1.50000 H34B 2 -0.135282 0.718733 0.818838 11.00000 -1.50000 H34C 2 0.018327 0.742389 0.854323 11.00000 -1.50000 AFIX 0 C35 1 0.917666 0.504986 0.745586 11.00000 0.02573 0.03674 = 0.02119 0.00246 0.00258 0.00207 C36 1 0.986783 0.456258 0.740918 11.00000 0.03476 0.02753 = 0.02719 0.00255 0.00633 -0.00563 AFIX 43 H36 2 0.935531 0.423828 0.737360 11.00000 -1.20000 AFIX 0 C37 1 1.128406 0.455425 0.741488 11.00000 0.03395 0.02510 = 0.02723 0.00122 0.00549 0.00260 AFIX 43 H37 2 1.174188 0.422365 0.739004 11.00000 -1.20000 AFIX 0 C38 1 1.204746 0.502622 0.745674 11.00000 0.02515 0.02874 = 0.02436 0.00087 0.00478 0.00240 C39 1 1.136916 0.551239 0.749540 11.00000 0.03347 0.02636 = 0.02733 -0.00135 0.00519 -0.00182 AFIX 43 H39 2 1.188254 0.583598 0.752221 11.00000 -1.20000 AFIX 0 C40 1 0.995948 0.552215 0.749464 11.00000 0.03536 0.02880 = 0.02728 -0.00105 0.00790 0.00574 AFIX 43 H40 2 0.950878 0.585408 0.752079 11.00000 -1.20000 AFIX 0 C41 1 1.352979 0.501445 0.747574 11.00000 0.02989 0.03219 = 0.03082 0.00054 0.00522 0.00121 C42 1 0.146366 0.313554 0.742095 11.00000 0.03526 0.02143 = 0.02870 0.00135 0.00864 0.00183 C43 1 0.196669 0.319612 0.678126 11.00000 0.04015 0.02796 = 0.02443 0.00026 0.00547 -0.00094 AFIX 43 H43 2 0.135075 0.312666 0.631881 11.00000 -1.20000 AFIX 0 C44 1 0.332578 0.335310 0.682476 11.00000 0.03947 0.02830 = 0.02912 0.00017 0.01143 0.00094 AFIX 43 H44 2 0.363776 0.338972 0.639049 11.00000 -1.20000 AFIX 0 C45 1 0.426620 0.346087 0.749330 11.00000 0.03281 0.02721 = 0.03018 0.00199 0.00889 0.00069 C46 1 0.380340 0.338525 0.813643 11.00000 0.03732 0.03078 = 0.02528 -0.00035 0.00634 0.00176 AFIX 43 H46 2 0.443555 0.344715 0.859661 11.00000 -1.20000 AFIX 0 C47 1 0.244559 0.322287 0.809967 11.00000 0.03891 0.02871 = 0.02702 0.00156 0.00967 -0.00065 AFIX 43 H47 2 0.215634 0.316771 0.853726 11.00000 -1.20000 AFIX 0 C48 1 0.566978 0.364338 0.752228 11.00000 0.03507 0.03686 = 0.02776 0.00078 0.00716 0.00257 C49 1 -0.039965 0.292231 0.803589 11.00000 0.03500 0.03902 = 0.03605 0.00224 0.01110 -0.00110 AFIX 137 H49A 2 0.007607 0.260871 0.829095 11.00000 -1.50000 H49B 2 -0.142285 0.286319 0.790533 11.00000 -1.50000 H49C 2 -0.017900 0.323422 0.835382 11.00000 -1.50000 AFIX 0 C50 1 -0.090741 0.292810 0.668004 11.00000 0.03479 0.04611 = 0.03573 0.00113 0.00235 -0.00272 AFIX 137 H50A 2 -0.083870 0.322325 0.635263 11.00000 -1.50000 H50B 2 -0.186950 0.291091 0.674788 11.00000 -1.50000 H50C 2 -0.068360 0.259318 0.646820 11.00000 -1.50000 AFIX 0 HKLF 4 REM C:\Users\lukman\Desktop\100K\100K_a.res in P2(1)/n REM R1 = 0.0886 for 7136 Fo > 4sig(Fo) and 0.1321 for all 11176 data REM 567 parameters refined using 0 restraints END WGHT 0.1347 4.6311 REM Highest difference peak 0.469, deepest hole -0.475, 1-sigma level 0.082 Q1 1 -0.5244 0.7508 0.5177 11.00000 0.05 0.47 Q2 1 1.2805 0.4972 0.7524 11.00000 0.05 0.46 Q3 1 -0.2031 0.3321 0.7430 11.00000 0.05 0.36 Q4 1 -0.2792 0.7498 0.5052 11.00000 0.05 0.33 Q5 1 0.9515 0.9206 0.5042 11.00000 0.05 0.33 Q6 1 -0.8159 0.7895 0.5157 11.00000 0.05 0.32 Q7 1 -0.3216 0.7067 0.5017 11.00000 0.05 0.32 Q8 1 -0.1753 0.3052 0.7241 11.00000 0.05 0.31 Q9 1 1.0577 0.4564 0.7406 11.00000 0.05 0.30 Q10 1 0.1479 0.3688 0.8155 11.00000 0.05 0.30 ; _shelx_res_checksum 27665 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -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 N1 N 0.7441(2) 0.95281(9) 0.51179(11) 0.0366(5) Uani 1 1 d . . N2 N 0.0781(2) 0.87297(10) 0.50237(12) 0.0411(5) Uani 1 1 d . . N3 N -0.0279(2) 0.74745(9) 0.51030(12) 0.0386(5) Uani 1 1 d . . H3D H 0.013909 0.716981 0.506225 0.046 Uiso 1 1 calc R U H3E H 0.019796 0.777417 0.513211 0.046 Uiso 1 1 calc R U N4 N -0.7177(3) 0.75090(10) 0.51351(15) 0.0473(6) Uani 1 1 d . . N5 N 0.7438(2) 0.54970(9) 0.49728(11) 0.0342(5) Uani 1 1 d . . N6 N 0.0802(2) 0.62491(10) 0.50057(14) 0.0449(6) Uani 1 1 d . . N7 N 0.0061(2) 0.70374(9) 0.76029(11) 0.0367(5) Uani 1 1 d . . N8 N 0.6682(3) 0.62754(10) 0.75691(14) 0.0470(6) Uani 1 1 d . . N9 N 0.7784(2) 0.50612(9) 0.74559(12) 0.0395(5) Uani 1 1 d . . H9E H 0.736136 0.536761 0.748047 0.047 Uiso 1 1 calc R U H9D H 0.730525 0.476221 0.743136 0.047 Uiso 1 1 calc R U N10 N 1.4708(2) 0.50030(10) 0.74775(13) 0.0451(6) Uani 1 1 d . . N11 N 0.0086(2) 0.30126(9) 0.73791(11) 0.0340(5) Uani 1 1 d . . N12 N 0.6785(2) 0.37941(9) 0.75299(12) 0.0405(5) Uani 1 1 d . . C1 C 0.6083(3) 0.93901(9) 0.50920(12) 0.0293(5) Uani 1 1 d . . C2 C 0.5587(3) 0.93470(9) 0.57363(12) 0.0312(5) Uani 1 1 d . . H2 H 0.620215 0.943265 0.619329 0.037 Uiso 1 1 calc R U C3 C 0.4232(3) 0.91833(10) 0.57054(13) 0.0318(5) Uani 1 1 d . . H3 H 0.392276 0.915815 0.614185 0.038 Uiso 1 1 calc R U C4 C 0.3296(3) 0.90528(10) 0.50409(13) 0.0318(5) Uani 1 1 d . . C5 C 0.3755(3) 0.91076(10) 0.43976(13) 0.0331(5) Uani 1 1 d . . H5 H 0.312577 0.902898 0.394191 0.040 Uiso 1 1 calc R U C6 C 0.5104(3) 0.92740(10) 0.44234(13) 0.0333(5) Uani 1 1 d . . H6 H 0.539057 0.931235 0.398208 0.040 Uiso 1 1 calc R U C7 C 0.1894(3) 0.88709(10) 0.50241(13) 0.0348(5) Uani 1 1 d . . C8 C 0.7904(3) 0.95902(11) 0.44504(14) 0.0392(6) Uani 1 1 d . . H8A H 0.774651 0.925703 0.417363 0.059 Uiso 1 1 calc R U H8B H 0.891203 0.967844 0.456952 0.059 Uiso 1 1 calc R U H8C H 0.736537 0.987704 0.415796 0.059 Uiso 1 1 calc R U C9 C 0.8444(3) 0.96410(12) 0.58055(14) 0.0400(6) Uani 1 1 d . . H9A H 0.819610 0.997898 0.600058 0.060 Uiso 1 1 calc R U H9B H 0.939720 0.966581 0.572749 0.060 Uiso 1 1 calc R U H9C H 0.841384 0.935432 0.615177 0.060 Uiso 1 1 calc R U C10 C -0.1660(2) 0.74823(9) 0.51208(12) 0.0289(5) Uani 1 1 d . . C11 C -0.2347(2) 0.79651(9) 0.51928(12) 0.0299(5) Uani 1 1 d . . H11 H -0.183758 0.829020 0.523028 0.036 Uiso 1 1 calc R U C12 C -0.3753(2) 0.79710(9) 0.52095(12) 0.0286(5) Uani 1 1 d . . H12 H -0.420137 0.829946 0.525993 0.034 Uiso 1 1 calc R U C13 C -0.4523(2) 0.74953(9) 0.51526(12) 0.0275(5) Uani 1 1 d . . C14 C -0.3845(2) 0.70152(9) 0.50907(12) 0.0287(5) Uani 1 1 d . . H14 H -0.435488 0.669048 0.505921 0.034 Uiso 1 1 calc R U C15 C -0.2446(2) 0.70080(9) 0.50750(12) 0.0295(5) Uani 1 1 d . . H15 H -0.200085 0.667742 0.503249 0.035 Uiso 1 1 calc R U C16 C -0.6001(3) 0.75049(9) 0.51446(13) 0.0318(5) Uani 1 1 d . . C17 C 0.6070(2) 0.56048(9) 0.49762(12) 0.0282(5) Uani 1 1 d . . C18 C 0.5026(3) 0.56911(9) 0.43160(12) 0.0298(5) Uani 1 1 d . . H18 H 0.526002 0.564081 0.386295 0.036 Uiso 1 1 calc R U C19 C 0.3681(3) 0.58466(10) 0.43286(13) 0.0322(5) Uani 1 1 d . . H19 H 0.300218 0.590887 0.388311 0.039 Uiso 1 1 calc R U C20 C 0.3294(3) 0.59148(10) 0.49897(13) 0.0323(5) Uani 1 1 d . . C21 C 0.4299(3) 0.57986(9) 0.56413(13) 0.0322(5) Uani 1 1 d . . H21 H 0.403993 0.582306 0.609139 0.039 Uiso 1 1 calc R U C22 C 0.5641(3) 0.56513(9) 0.56352(13) 0.0329(5) Uani 1 1 d . . H22 H 0.630274 0.557827 0.608284 0.039 Uiso 1 1 calc R U C23 C 0.1905(3) 0.60983(11) 0.50004(14) 0.0371(6) Uani 1 1 d . . C24 C 0.8488(3) 0.54161(11) 0.56559(14) 0.0380(6) Uani 1 1 d . . H24A H 0.844447 0.571119 0.598757 0.057 Uiso 1 1 calc R U H24B H 0.943145 0.540205 0.556304 0.057 Uiso 1 1 calc R U H24C H 0.829548 0.508057 0.587686 0.057 Uiso 1 1 calc R U C25 C 0.7861(3) 0.53953(10) 0.43031(13) 0.0352(5) Uani 1 1 d . . H25A H 0.744012 0.506036 0.408890 0.053 Uiso 1 1 calc R U H25B H 0.889279 0.536957 0.440799 0.053 Uiso 1 1 calc R U H25C H 0.753633 0.568729 0.396029 0.053 Uiso 1 1 calc R U C26 C 0.1417(3) 0.69190(9) 0.75954(12) 0.0293(5) Uani 1 1 d . . C27 C 0.2453(3) 0.68156(9) 0.82487(13) 0.0336(5) Uani 1 1 d . . H27 H 0.221477 0.685575 0.870233 0.040 Uiso 1 1 calc R U C28 C 0.3794(3) 0.66586(10) 0.82373(13) 0.0356(5) Uani 1 1 d . . H28 H 0.446371 0.658597 0.868227 0.043 Uiso 1 1 calc R U C29 C 0.4188(3) 0.66039(10) 0.75774(13) 0.0340(5) Uani 1 1 d . . C30 C 0.3191(3) 0.67325(10) 0.69267(14) 0.0346(5) Uani 1 1 d . . H30 H 0.345632 0.671429 0.647766 0.042 Uiso 1 1 calc R U C31 C 0.1843(3) 0.68836(9) 0.69314(13) 0.0330(5) Uani 1 1 d . . H31 H 0.118573 0.696555 0.648570 0.040 Uiso 1 1 calc R U C32 C 0.5573(3) 0.64232(11) 0.75666(15) 0.0396(6) Uani 1 1 d . . C33 C -0.0997(3) 0.71210(11) 0.69270(14) 0.0394(6) Uani 1 1 d . . H33A H -0.081555 0.745951 0.670998 0.059 Uiso 1 1 calc R U H33B H -0.193702 0.713024 0.702482 0.059 Uiso 1 1 calc R U H33C H -0.095449 0.682953 0.658961 0.059 Uiso 1 1 calc R U C34 C -0.0336(3) 0.71186(11) 0.82869(14) 0.0407(6) Uani 1 1 d . . H34A H -0.010405 0.679937 0.858958 0.061 Uiso 1 1 calc R U H34B H -0.135282 0.718733 0.818838 0.061 Uiso 1 1 calc R U H34C H 0.018327 0.742389 0.854323 0.061 Uiso 1 1 calc R U C35 C 0.9177(2) 0.50499(9) 0.74559(12) 0.0284(5) Uani 1 1 d . . C36 C 0.9868(2) 0.45626(9) 0.74092(12) 0.0300(5) Uani 1 1 d . . H36 H 0.935531 0.423828 0.737360 0.036 Uiso 1 1 calc R U C37 C 1.1284(2) 0.45543(9) 0.74149(12) 0.0291(5) Uani 1 1 d . . H37 H 1.174188 0.422365 0.739004 0.035 Uiso 1 1 calc R U C38 C 1.2047(2) 0.50262(9) 0.74567(12) 0.0263(5) Uani 1 1 d . . C39 C 1.1369(2) 0.55124(9) 0.74954(12) 0.0294(5) Uani 1 1 d . . H39 H 1.188254 0.583598 0.752221 0.035 Uiso 1 1 calc R U C40 C 0.9959(2) 0.55222(10) 0.74946(12) 0.0304(5) Uani 1 1 d . . H40 H 0.950878 0.585408 0.752079 0.037 Uiso 1 1 calc R U C41 C 1.3530(3) 0.50145(9) 0.74757(13) 0.0314(5) Uani 1 1 d . . C42 C 0.1464(2) 0.31355(9) 0.74209(12) 0.0283(5) Uani 1 1 d . . C43 C 0.1967(3) 0.31961(9) 0.67813(12) 0.0313(5) Uani 1 1 d . . H43 H 0.135075 0.312666 0.631881 0.038 Uiso 1 1 calc R U C44 C 0.3326(3) 0.33531(9) 0.68248(13) 0.0318(5) Uani 1 1 d . . H44 H 0.363776 0.338972 0.639049 0.038 Uiso 1 1 calc R U C45 C 0.4266(2) 0.34609(9) 0.74933(13) 0.0299(5) Uani 1 1 d . . C46 C 0.3803(3) 0.33852(9) 0.81364(13) 0.0314(5) Uani 1 1 d . . H46 H 0.443555 0.344715 0.859661 0.038 Uiso 1 1 calc R U C47 C 0.2446(3) 0.32229(9) 0.80997(13) 0.0313(5) Uani 1 1 d . . H47 H 0.215634 0.316771 0.853726 0.038 Uiso 1 1 calc R U C48 C 0.5670(3) 0.36434(10) 0.75223(13) 0.0333(5) Uani 1 1 d . . C49 C -0.0400(3) 0.29223(11) 0.80359(14) 0.0363(5) Uani 1 1 d . . H49A H 0.007607 0.260871 0.829095 0.054 Uiso 1 1 calc R U H49B H -0.142285 0.286319 0.790533 0.054 Uiso 1 1 calc R U H49C H -0.017900 0.323422 0.835382 0.054 Uiso 1 1 calc R U C50 C -0.0907(3) 0.29281(11) 0.66800(14) 0.0400(6) Uani 1 1 d . . H50A H -0.083870 0.322325 0.635263 0.060 Uiso 1 1 calc R U H50B H -0.186950 0.291091 0.674788 0.060 Uiso 1 1 calc R U H50C H -0.068360 0.259318 0.646820 0.060 Uiso 1 1 calc R U loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0399(12) 0.0417(12) 0.0288(10) -0.0002(9) 0.0094(8) -0.0086(9) N2 0.0371(12) 0.0490(14) 0.0352(11) 0.0000(10) 0.0052(9) -0.0021(10) N3 0.0253(10) 0.0460(13) 0.0443(12) -0.0009(10) 0.0080(9) 0.0015(9) N4 0.0316(12) 0.0557(16) 0.0549(15) -0.0046(11) 0.0114(10) -0.0011(10) N5 0.0351(11) 0.0371(11) 0.0283(10) 0.0010(8) 0.0040(8) 0.0050(9) N6 0.0400(13) 0.0438(13) 0.0528(14) 0.0005(11) 0.0151(10) 0.0019(10) N7 0.0436(12) 0.0388(12) 0.0260(10) 0.0009(8) 0.0054(8) 0.0080(9) N8 0.0391(13) 0.0469(14) 0.0526(14) 0.0024(11) 0.0068(10) 0.0015(11) N9 0.0258(10) 0.0502(14) 0.0426(12) 0.0035(10) 0.0083(9) 0.0015(9) N10 0.0291(12) 0.0573(16) 0.0473(14) 0.0010(11) 0.0064(10) 0.0007(10) N11 0.0337(11) 0.0367(11) 0.0317(10) 0.0018(8) 0.0080(8) -0.0061(9) N12 0.0366(12) 0.0456(13) 0.0392(12) 0.0030(10) 0.0090(9) -0.0007(10) C1 0.0372(12) 0.0239(11) 0.0270(11) 0.0001(8) 0.0082(9) -0.0007(9) C2 0.0399(13) 0.0284(12) 0.0242(11) -0.0011(9) 0.0055(9) -0.0006(9) C3 0.0384(13) 0.0300(12) 0.0272(11) 0.0000(9) 0.0083(9) 0.0019(10) C4 0.0342(12) 0.0310(12) 0.0293(11) 0.0012(9) 0.0058(9) 0.0016(9) C5 0.0412(13) 0.0303(12) 0.0254(11) -0.0005(9) 0.0035(9) 0.0009(10) C6 0.0429(14) 0.0297(12) 0.0276(11) 0.0005(9) 0.0095(10) 0.0007(10) C7 0.0394(14) 0.0359(13) 0.0262(11) -0.0011(9) 0.0028(9) 0.0021(10) C8 0.0406(14) 0.0451(15) 0.0352(13) 0.0006(11) 0.0155(11) -0.0016(11) C9 0.0371(13) 0.0469(15) 0.0345(13) -0.0004(11) 0.0061(10) -0.0052(11) C10 0.0261(11) 0.0367(13) 0.0226(10) 0.0012(9) 0.0037(8) 0.0012(9) C11 0.0336(12) 0.0279(12) 0.0274(11) -0.0001(9) 0.0060(9) -0.0052(9) C12 0.0339(12) 0.0247(11) 0.0263(11) 0.0001(8) 0.0059(9) 0.0023(9) C13 0.0270(11) 0.0301(12) 0.0247(10) 0.0001(8) 0.0051(8) -0.0007(9) C14 0.0348(12) 0.0244(11) 0.0256(11) -0.0013(8) 0.0049(9) -0.0031(9) C15 0.0333(12) 0.0274(11) 0.0266(11) -0.0013(9) 0.0047(9) 0.0060(9) C16 0.0309(13) 0.0315(13) 0.0317(12) -0.0016(9) 0.0050(9) 0.0004(9) C17 0.0342(12) 0.0220(11) 0.0268(11) 0.0020(8) 0.0048(9) 0.0005(9) C18 0.0367(12) 0.0271(11) 0.0244(10) 0.0022(8) 0.0051(9) 0.0003(9) C19 0.0339(12) 0.0303(12) 0.0300(11) 0.0035(9) 0.0034(9) -0.0008(9) C20 0.0351(12) 0.0274(12) 0.0346(12) 0.0004(9) 0.0088(10) -0.0011(9) C21 0.0413(13) 0.0277(12) 0.0282(11) 0.0005(9) 0.0095(10) 0.0008(10) C22 0.0426(14) 0.0284(12) 0.0254(11) 0.0001(9) 0.0041(9) -0.0008(10) C23 0.0390(14) 0.0360(13) 0.0367(13) 0.0018(10) 0.0103(10) -0.0003(11) C24 0.0346(13) 0.0431(15) 0.0327(13) 0.0038(11) 0.0013(10) 0.0025(11) C25 0.0363(13) 0.0371(13) 0.0325(12) 0.0018(10) 0.0089(10) 0.0033(10) C26 0.0385(12) 0.0227(11) 0.0245(10) -0.0005(8) 0.0032(9) 0.0019(9) C27 0.0480(14) 0.0255(12) 0.0251(11) -0.0019(9) 0.0047(10) -0.0003(10) C28 0.0426(14) 0.0305(12) 0.0288(12) 0.0010(9) -0.0006(10) -0.0016(10) C29 0.0365(13) 0.0282(12) 0.0355(13) -0.0018(10) 0.0056(10) -0.0026(10) C30 0.0431(14) 0.0276(12) 0.0307(12) 0.0002(9) 0.0045(10) -0.0002(10) C31 0.0435(14) 0.0267(11) 0.0251(11) 0.0015(9) 0.0016(9) 0.0021(10) C32 0.0371(14) 0.0393(14) 0.0389(14) 0.0004(11) 0.0026(11) -0.0038(11) C33 0.0409(14) 0.0416(15) 0.0328(13) 0.0016(11) 0.0035(10) 0.0057(11) C34 0.0496(15) 0.0399(14) 0.0345(13) 0.0010(11) 0.0137(11) 0.0029(12) C35 0.0257(11) 0.0367(13) 0.0212(10) 0.0025(9) 0.0026(8) 0.0021(9) C36 0.0348(12) 0.0275(11) 0.0272(11) 0.0025(9) 0.0063(9) -0.0056(9) C37 0.0339(12) 0.0251(11) 0.0272(11) 0.0012(8) 0.0055(9) 0.0026(9) C38 0.0251(11) 0.0287(11) 0.0244(10) 0.0009(8) 0.0048(8) 0.0024(8) C39 0.0335(12) 0.0264(11) 0.0273(11) -0.0013(9) 0.0052(9) -0.0018(9) C40 0.0354(12) 0.0288(12) 0.0273(11) -0.0011(9) 0.0079(9) 0.0057(9) C41 0.0299(12) 0.0322(13) 0.0308(12) 0.0005(9) 0.0052(9) 0.0012(9) C42 0.0353(12) 0.0214(11) 0.0287(11) 0.0014(8) 0.0086(9) 0.0018(9) C43 0.0401(13) 0.0280(12) 0.0244(11) 0.0003(9) 0.0055(9) -0.0009(9) C44 0.0395(13) 0.0283(12) 0.0291(11) 0.0002(9) 0.0114(9) 0.0009(10) C45 0.0328(12) 0.0272(11) 0.0302(11) 0.0020(9) 0.0089(9) 0.0007(9) C46 0.0373(13) 0.0308(12) 0.0253(11) -0.0004(9) 0.0063(9) 0.0018(10) C47 0.0389(13) 0.0287(12) 0.0270(11) 0.0016(9) 0.0097(9) -0.0007(9) C48 0.0351(13) 0.0369(13) 0.0278(11) 0.0008(9) 0.0072(9) 0.0026(10) C49 0.0350(13) 0.0390(14) 0.0361(13) 0.0022(10) 0.0111(10) -0.0011(10) C50 0.0348(13) 0.0461(15) 0.0357(13) 0.0011(11) 0.0023(10) -0.0027(11) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C1 N1 C8 120.3(2) C1 N1 C9 121.3(2) C8 N1 C9 118.4(2) C10 N3 H3D 120.0 C10 N3 H3E 120.0 H3D N3 H3E 120.0 C17 N5 C25 121.9(2) C17 N5 C24 120.0(2) C25 N5 C24 117.7(2) C26 N7 C33 120.4(2) C26 N7 C34 120.8(2) C33 N7 C34 118.6(2) C35 N9 H9E 120.0 C35 N9 H9D 120.0 H9E N9 H9D 120.0 C42 N11 C50 120.9(2) C42 N11 C49 120.6(2) C50 N11 C49 118.3(2) N1 C1 C6 121.5(2) N1 C1 C2 121.5(2) C6 C1 C2 117.0(2) C3 C2 C1 120.9(2) C3 C2 H2 119.6 C1 C2 H2 119.6 C2 C3 C4 121.1(2) C2 C3 H3 119.4 C4 C3 H3 119.4 C3 C4 C5 118.8(2) C3 C4 C7 120.1(2) C5 C4 C7 121.1(2) C6 C5 C4 120.4(2) C6 C5 H5 119.8 C4 C5 H5 119.8 C5 C6 C1 121.7(2) C5 C6 H6 119.2 C1 C6 H6 119.2 N2 C7 C4 178.7(3) N1 C8 H8A 109.5 N1 C8 H8B 109.5 H8A C8 H8B 109.5 N1 C8 H8C 109.5 H8A C8 H8C 109.5 H8B C8 H8C 109.5 N1 C9 H9A 109.5 N1 C9 H9B 109.5 H9A C9 H9B 109.5 N1 C9 H9C 109.5 H9A C9 H9C 109.5 H9B C9 H9C 109.5 N3 C10 C15 121.0(2) N3 C10 C11 120.9(2) C15 C10 C11 118.0(2) C12 C11 C10 120.7(2) C12 C11 H11 119.6 C10 C11 H11 119.6 C11 C12 C13 120.4(2) C11 C12 H12 119.8 C13 C12 H12 119.8 C14 C13 C12 119.2(2) C14 C13 C16 120.6(2) C12 C13 C16 120.2(2) C15 C14 C13 120.5(2) C15 C14 H14 119.7 C13 C14 H14 119.7 C14 C15 C10 121.1(2) C14 C15 H15 119.4 C10 C15 H15 119.4 N4 C16 C13 179.5(3) N5 C17 C22 121.5(2) N5 C17 C18 121.1(2) C22 C17 C18 117.4(2) C19 C18 C17 120.6(2) C19 C18 H18 119.7 C17 C18 H18 119.7 C18 C19 C20 121.1(2) C18 C19 H19 119.5 C20 C19 H19 119.5 C19 C20 C21 118.4(2) C19 C20 C23 120.8(2) C21 C20 C23 120.8(2) C22 C21 C20 120.9(2) C22 C21 H21 119.6 C20 C21 H21 119.6 C21 C22 C17 121.5(2) C21 C22 H22 119.3 C17 C22 H22 119.3 N6 C23 C20 179.3(3) N5 C24 H24A 109.5 N5 C24 H24B 109.5 H24A C24 H24B 109.5 N5 C24 H24C 109.5 H24A C24 H24C 109.5 H24B C24 H24C 109.5 N5 C25 H25A 109.5 N5 C25 H25B 109.5 H25A C25 H25B 109.5 N5 C25 H25C 109.5 H25A C25 H25C 109.5 H25B C25 H25C 109.5 N7 C26 C27 121.2(2) N7 C26 C31 121.3(2) C27 C26 C31 117.5(2) C28 C27 C26 121.2(2) C28 C27 H27 119.4 C26 C27 H27 119.4 C27 C28 C29 120.9(2) C27 C28 H28 119.5 C29 C28 H28 119.5 C28 C29 C30 118.4(2) C28 C29 C32 120.7(2) C30 C29 C32 120.8(2) C31 C30 C29 121.0(2) C31 C30 H30 119.5 C29 C30 H30 119.5 C30 C31 C26 120.8(2) C30 C31 H31 119.6 C26 C31 H31 119.6 N8 C32 C29 178.9(3) N7 C33 H33A 109.5 N7 C33 H33B 109.5 H33A C33 H33B 109.5 N7 C33 H33C 109.5 H33A C33 H33C 109.5 H33B C33 H33C 109.5 N7 C34 H34A 109.5 N7 C34 H34B 109.5 H34A C34 H34B 109.5 N7 C34 H34C 109.5 H34A C34 H34C 109.5 H34B C34 H34C 109.5 N9 C35 C40 120.9(2) N9 C35 C36 120.8(2) C40 C35 C36 118.3(2) C37 C36 C35 120.4(2) C37 C36 H36 119.8 C35 C36 H36 119.8 C36 C37 C38 120.6(2) C36 C37 H37 119.7 C38 C37 H37 119.7 C37 C38 C39 119.5(2) C37 C38 C41 120.3(2) C39 C38 C41 120.2(2) C40 C39 C38 120.1(2) C40 C39 H39 120.0 C38 C39 H39 120.0 C39 C40 C35 121.1(2) C39 C40 H40 119.4 C35 C40 H40 119.4 N10 C41 C38 178.7(3) N11 C42 C47 121.6(2) N11 C42 C43 121.1(2) C47 C42 C43 117.3(2) C44 C43 C42 120.8(2) C44 C43 H43 119.6 C42 C43 H43 119.6 C43 C44 C45 121.5(2) C43 C44 H44 119.2 C45 C44 H44 119.2 C44 C45 C46 118.6(2) C44 C45 C48 120.4(2) C46 C45 C48 121.0(2) C47 C46 C45 120.4(2) C47 C46 H46 119.8 C45 C46 H46 119.8 C46 C47 C42 121.4(2) C46 C47 H47 119.3 C42 C47 H47 119.3 N12 C48 C45 178.5(3) N11 C49 H49A 109.5 N11 C49 H49B 109.5 H49A C49 H49B 109.5 N11 C49 H49C 109.5 H49A C49 H49C 109.5 H49B C49 H49C 109.5 N11 C50 H50A 109.5 N11 C50 H50B 109.5 H50A C50 H50B 109.5 N11 C50 H50C 109.5 H50A C50 H50C 109.5 H50B C50 H50C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C1 1.359(3) N1 C8 1.453(3) N1 C9 1.454(3) N2 C7 1.143(3) N3 C10 1.358(3) N3 H3D 0.8800 N3 H3E 0.8800 N4 C16 1.144(3) N5 C17 1.365(3) N5 C25 1.451(3) N5 C24 1.456(3) N6 C23 1.144(3) N7 C26 1.361(3) N7 C33 1.451(3) N7 C34 1.456(3) N8 C32 1.144(3) N9 C35 1.361(3) N9 H9E 0.8800 N9 H9D 0.8800 N10 C41 1.151(3) N11 C42 1.364(3) N11 C50 1.453(3) N11 C49 1.455(3) N12 C48 1.150(3) C1 C6 1.418(3) C1 C2 1.424(3) C2 C3 1.374(3) C2 H2 0.9500 C3 C4 1.402(3) C3 H3 0.9500 C4 C5 1.405(3) C4 C7 1.437(4) C5 C6 1.372(4) C5 H5 0.9500 C6 H6 0.9500 C8 H8A 0.9800 C8 H8B 0.9800 C8 H8C 0.9800 C9 H9A 0.9800 C9 H9B 0.9800 C9 H9C 0.9800 C10 C15 1.408(3) C10 C11 1.409(3) C11 C12 1.381(3) C11 H11 0.9500 C12 C13 1.402(3) C12 H12 0.9500 C13 C14 1.395(3) C13 C16 1.440(3) C14 C15 1.374(3) C14 H14 0.9500 C15 H15 0.9500 C17 C22 1.417(3) C17 C18 1.424(3) C18 C19 1.376(3) C18 H18 0.9500 C19 C20 1.405(3) C19 H19 0.9500 C20 C21 1.407(3) C20 C23 1.438(4) C21 C22 1.365(4) C21 H21 0.9500 C22 H22 0.9500 C24 H24A 0.9800 C24 H24B 0.9800 C24 H24C 0.9800 C25 H25A 0.9800 C25 H25B 0.9800 C25 H25C 0.9800 C26 C27 1.418(3) C26 C31 1.422(3) C27 C28 1.373(4) C27 H27 0.9500 C28 C29 1.403(4) C28 H28 0.9500 C29 C30 1.409(3) C29 C32 1.431(4) C30 C31 1.372(4) C30 H30 0.9500 C31 H31 0.9500 C33 H33A 0.9800 C33 H33B 0.9800 C33 H33C 0.9800 C34 H34A 0.9800 C34 H34B 0.9800 C34 H34C 0.9800 C35 C40 1.404(3) C35 C36 1.411(3) C36 C37 1.381(3) C36 H36 0.9500 C37 C38 1.393(3) C37 H37 0.9500 C38 C39 1.400(3) C38 C41 1.439(3) C39 C40 1.376(3) C39 H39 0.9500 C40 H40 0.9500 C42 C47 1.421(3) C42 C43 1.424(3) C43 C44 1.368(3) C43 H43 0.9500 C44 C45 1.397(3) C44 H44 0.9500 C45 C46 1.414(3) C45 C48 1.434(3) C46 C47 1.373(3) C46 H46 0.9500 C47 H47 0.9500 C49 H49A 0.9800 C49 H49B 0.9800 C49 H49C 0.9800 C50 H50A 0.9800 C50 H50B 0.9800 C50 H50C 0.9800 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 C8 N1 C1 C6 3.6(4) C9 N1 C1 C6 -179.3(2) C8 N1 C1 C2 -177.5(2) C9 N1 C1 C2 -0.4(4) N1 C1 C2 C3 -177.0(2) C6 C1 C2 C3 2.0(3) C1 C2 C3 C4 0.1(4) C2 C3 C4 C5 -1.9(4) C2 C3 C4 C7 178.6(2) C3 C4 C5 C6 1.5(4) C7 C4 C5 C6 -179.0(2) C4 C5 C6 C1 0.7(4) N1 C1 C6 C5 176.5(2) C2 C1 C6 C5 -2.4(4) N3 C10 C11 C12 179.9(2) C15 C10 C11 C12 -0.7(3) C10 C11 C12 C13 -0.2(3) C11 C12 C13 C14 1.0(3) C11 C12 C13 C16 -177.8(2) C12 C13 C14 C15 -0.9(3) C16 C13 C14 C15 177.9(2) C13 C14 C15 C10 0.0(3) N3 C10 C15 C14 -179.8(2) C11 C10 C15 C14 0.8(3) C25 N5 C17 C22 173.6(2) C24 N5 C17 C22 1.3(3) C25 N5 C17 C18 -8.3(3) C24 N5 C17 C18 179.3(2) N5 C17 C18 C19 -174.1(2) C22 C17 C18 C19 4.0(3) C17 C18 C19 C20 -1.2(4) C18 C19 C20 C21 -2.6(4) C18 C19 C20 C23 177.4(2) C19 C20 C21 C22 3.5(4) C23 C20 C21 C22 -176.5(2) C20 C21 C22 C17 -0.6(4) N5 C17 C22 C21 175.0(2) C18 C17 C22 C21 -3.2(3) C33 N7 C26 C27 -177.5(2) C34 N7 C26 C27 6.7(4) C33 N7 C26 C31 1.2(4) C34 N7 C26 C31 -174.6(2) N7 C26 C27 C28 175.2(2) C31 C26 C27 C28 -3.5(4) C26 C27 C28 C29 1.1(4) C27 C28 C29 C30 2.3(4) C27 C28 C29 C32 -177.9(2) C28 C29 C30 C31 -3.1(4) C32 C29 C30 C31 177.1(2) C29 C30 C31 C26 0.5(4) N7 C26 C31 C30 -176.0(2) C27 C26 C31 C30 2.7(3) N9 C35 C36 C37 -179.5(2) C40 C35 C36 C37 1.1(3) C35 C36 C37 C38 -0.9(3) C36 C37 C38 C39 0.2(3) C36 C37 C38 C41 178.9(2) C37 C38 C39 C40 0.2(3) C41 C38 C39 C40 -178.5(2) C38 C39 C40 C35 0.0(3) N9 C35 C40 C39 179.9(2) C36 C35 C40 C39 -0.7(3) C50 N11 C42 C47 179.6(2) C49 N11 C42 C47 -5.2(3) C50 N11 C42 C43 1.3(4) C49 N11 C42 C43 176.5(2) N11 C42 C43 C44 175.7(2) C47 C42 C43 C44 -2.6(3) C42 C43 C44 C45 -0.2(4) C43 C44 C45 C46 2.4(4) C43 C44 C45 C48 -177.7(2) C44 C45 C46 C47 -1.7(4) C48 C45 C46 C47 178.4(2) C45 C46 C47 C42 -1.1(4) N11 C42 C47 C46 -175.1(2) C43 C42 C47 C46 3.2(3)