#------------------------------------------------------------------------------ #$Date: 2018-01-09 05:00:40 +0200 (Tue, 09 Jan 2018) $ #$Revision: 204963 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229917.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_7229917 loop_ _publ_author_name 'Alimi, Lukman O.' 'Lama, Prem' 'smith, vincent' 'Barbour, Len' _publ_section_title ; Large volumetric thermal expansion of a novel organic cocrystal over a wide temperature range ; _journal_name_full CrystEngComm _journal_paper_doi 10.1039/C7CE01848G _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 104.2840(10) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.7754(3) _cell_length_b 25.3489(8) _cell_length_c 19.0721(6) _cell_measurement_reflns_used 9039 _cell_measurement_temperature 180(2) _cell_measurement_theta_max 26.53 _cell_measurement_theta_min 2.29 _cell_volume 4579.9(2) _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 180(2) _diffrn_measured_fraction_theta_full 0.983 _diffrn_measured_fraction_theta_max 0.984 _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 0.0948 _diffrn_reflns_av_unetI/netI 0.0353 _diffrn_reflns_Laue_measured_fraction_full 0.983 _diffrn_reflns_Laue_measured_fraction_max 0.984 _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 211399 _diffrn_reflns_point_group_measured_fraction_full 0.983 _diffrn_reflns_point_group_measured_fraction_max 0.984 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 28.366 _diffrn_reflns_theta_min 1.607 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_T_max 0.9920 _exptl_absorpt_correction_T_min 0.9762 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.191 _exptl_crystal_description Flat _exptl_crystal_F_000 1744 _exptl_crystal_size_max 0.329 _exptl_crystal_size_mid 0.236 _exptl_crystal_size_min 0.110 _refine_diff_density_max 0.294 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.066 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 567 _refine_ls_number_reflns 11269 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.026 _refine_ls_R_factor_all 0.1472 _refine_ls_R_factor_gt 0.0898 _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^)+(0.1488P)^2^+2.4073P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2265 _refine_ls_wR_factor_ref 0.3061 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6242 _reflns_number_total 11269 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce01848g3.cif _cod_data_source_block 180K _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 ; _cod_database_code 7229917 _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\180K\180K_a.res in P2(1)/n C:\Users\lukman\Desktop\180K\180K_a.res created by SHELXL-2016/6 at 17:38:29 on 02-Mar-2017 CELL 0.71073 9.7754 25.3489 19.0721 90.000 104.284 90.000 ZERR 8.0000 0.0003 0.0008 0.0006 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 21 7 OMIT -1 6 1 OMIT 1 0 1 OMIT 1 6 8 OMIT 0 18 6 OMIT 1 12 6 OMIT 2 16 0 OMIT -2 20 4 OMIT 1 4 6 OMIT -2 8 8 OMIT 0 0 14 OMIT 1 2 4 OMIT 2 6 6 OMIT 2 20 0 OMIT 0 15 5 OMIT 1 20 6 OMIT 1 2 8 OMIT -1 10 8 OMIT -2 16 4 OMIT 2 14 14 OMIT -2 0 4 OMIT 1 14 8 OMIT 0 12 0 OMIT -1 4 6 OMIT -3 10 8 OMIT -3 15 3 OMIT 2 0 4 OMIT -2 10 2 OMIT -2 22 2 OMIT 1 11 10 OMIT 1 22 0 OMIT -1 9 11 OMIT 2 11 12 OMIT 3 15 3 OMIT 0 2 1 OMIT 2 14 2 OMIT 0 8 24 OMIT 1 4 1 OMIT -8 9 6 OMIT -6 8 18 OMIT -6 1 14 OMIT -6 1 18 OMIT -6 3 18 OMIT -6 3 19 OMIT -6 3 16 OMIT -7 0 17 OMIT -6 3 15 OMIT 2 0 8 OMIT 1 14 0 OMIT -12 13 6 OMIT -1 4 10 OMIT -2 0 12 OMIT -2 0 8 OMIT 11 8 3 OMIT 1 8 2 OMIT 12 2 2 OMIT -4 30 10 OMIT 4 0 4 OMIT -11 10 7 OMIT -1 8 14 OMIT -11 8 13 OMIT 2 8 4 OMIT -2 14 2 OMIT 1 0 13 OMIT -4 11 16 OMIT 3 6 4 OMIT -4 17 8 OMIT -5 3 17 OMIT 3 21 9 OMIT -6 9 18 OMIT -5 1 20 OMIT 1 20 2 OMIT 4 2 6 OMIT -12 8 12 OMIT -12 0 12 OMIT -2 2 10 OMIT 0 7 21 OMIT -4 14 2 OMIT -12 9 10 OMIT 2 12 0 OMIT -2 14 10 OMIT -6 0 14 OMIT -3 20 6 OMIT 0 1 1 OMIT -6 2 17 OMIT -7 0 7 OMIT -5 2 1 OMIT -8 9 3 OMIT -6 0 18 OMIT -7 1 18 OMIT -4 11 19 OMIT -6 29 8 OMIT -3 9 1 OMIT 2 20 12 OMIT -1 19 10 OMIT -6 0 20 OMIT -7 2 14 OMIT -8 16 4 OMIT -6 7 21 OMIT 7 2 9 OMIT 7 3 8 OMIT 7 1 7 OMIT 1 24 12 OMIT 7 3 10 OMIT -6 10 19 OMIT 0 1 24 OMIT -8 9 5 OMIT 7 3 9 OMIT -6 3 17 OMIT 11 14 1 OMIT 1 20 10 OMIT -6 28 6 OMIT 1 8 10 OMIT -7 27 5 OMIT 1 4 10 OMIT -6 29 5 OMIT -12 12 8 OMIT -6 28 2 OMIT -6 26 13 OMIT -3 18 3 OMIT -11 10 3 OMIT 1 8 14 OMIT -12 9 2 OMIT 3 14 5 OMIT -6 2 15 OMIT 4 13 16 OMIT 2 9 8 OMIT -6 9 22 OMIT -1 1 7 OMIT 4 10 17 OMIT 8 10 2 OMIT -11 8 1 OMIT -11 7 13 OMIT -12 11 10 OMIT -12 12 4 OMIT 12 3 2 OMIT 3 1 21 OMIT 1 18 0 OMIT 6 4 17 OMIT 5 6 14 OMIT 7 4 11 OMIT -5 1 19 OMIT -7 3 15 OMIT -5 2 20 OMIT -1 14 8 OMIT -4 21 2 OMIT -6 2 22 OMIT -2 12 4 OMIT -1 1 1 OMIT -1 6 8 OMIT 0 23 9 OMIT 6 3 14 OMIT -7 4 14 OMIT 6 1 10 OMIT -8 2 10 OMIT 4 4 16 OMIT -10 7 14 OMIT -4 22 6 OMIT 7 4 3 OMIT -2 24 14 OMIT -4 16 15 ACTA 50 FMAP 2 1 53 PLAN 10 0 0 LIST 6 1 SIZE 0.329 0.236 0.110 TEMP -93 L.S. 10 WGHT 0.148800 2.407300 FVAR 0.41727 N1 3 0.740875 0.953661 0.510841 11.00000 0.06121 0.06547 = 0.04832 -0.00024 0.01777 -0.01101 N2 3 0.078585 0.872572 0.502567 11.00000 0.06036 0.08081 = 0.05880 0.00025 0.01320 -0.00571 N3 3 -0.028045 0.747557 0.510555 11.00000 0.04010 0.08234 = 0.06923 -0.00229 0.01632 0.00271 AFIX 93 H3D 2 0.013989 0.717371 0.506741 11.00000 -1.20000 H3E 2 0.019425 0.777300 0.513352 11.00000 -1.20000 AFIX 0 N4 3 -0.716023 0.750405 0.513507 11.00000 0.04534 0.09664 = 0.09189 -0.00913 0.02297 -0.00242 N5 3 0.738435 0.548387 0.497387 11.00000 0.05660 0.06235 = 0.04362 0.00249 0.00915 0.00979 N6 3 0.078544 0.625504 0.499979 11.00000 0.06355 0.07319 = 0.09061 0.00019 0.02900 0.00434 N7 3 0.011017 0.705139 0.760511 11.00000 0.06778 0.06364 = 0.04264 0.00138 0.01081 0.01252 N8 3 0.669239 0.627222 0.756173 11.00000 0.06134 0.07823 = 0.09316 0.00287 0.01653 0.00542 N9 3 0.778649 0.505904 0.745820 11.00000 0.04195 0.08310 = 0.06813 0.00703 0.01758 0.00233 AFIX 93 H9E 2 0.735646 0.536185 0.747652 11.00000 -1.20000 H9D 2 0.731608 0.476124 0.743918 11.00000 -1.20000 AFIX 0 N10 3 1.469688 0.501838 0.748349 11.00000 0.04200 0.09802 = 0.08459 0.00230 0.01582 0.00163 N11 3 0.011712 0.300561 0.738044 11.00000 0.05364 0.05970 = 0.05119 0.00303 0.01438 -0.00844 N12 3 0.677981 0.380346 0.753034 11.00000 0.05686 0.07391 = 0.06850 0.00481 0.01900 -0.00234 C1 1 0.606056 0.938951 0.508484 11.00000 0.05673 0.03736 = 0.04152 -0.00022 0.01415 -0.00049 C2 1 0.557723 0.934248 0.572699 11.00000 0.06026 0.04636 = 0.03904 -0.00162 0.01175 -0.00160 AFIX 43 H2 2 0.619448 0.942753 0.618099 11.00000 -1.20000 AFIX 0 C3 1 0.423013 0.917572 0.569788 11.00000 0.05921 0.04810 = 0.04199 -0.00016 0.01584 0.00090 AFIX 43 H3 2 0.392763 0.914748 0.613304 11.00000 -1.20000 AFIX 0 C4 1 0.329467 0.904665 0.504053 11.00000 0.05345 0.04807 = 0.04506 0.00101 0.01034 0.00170 C5 1 0.374573 0.910104 0.440196 11.00000 0.06175 0.05005 = 0.04054 -0.00049 0.00762 0.00087 AFIX 43 H5 2 0.311619 0.902032 0.394976 11.00000 -1.20000 AFIX 0 C6 1 0.508543 0.926945 0.442398 11.00000 0.06756 0.04656 = 0.04204 0.00124 0.01655 -0.00033 AFIX 43 H6 2 0.536709 0.930660 0.398409 11.00000 -1.20000 AFIX 0 C7 1 0.189370 0.886515 0.502410 11.00000 0.05633 0.05698 = 0.04636 0.00054 0.00920 0.00164 C8 1 0.787282 0.960083 0.444635 11.00000 0.06616 0.07214 = 0.06068 -0.00087 0.02773 -0.00434 AFIX 137 H8A 2 0.774837 0.926764 0.417743 11.00000 -1.50000 H8B 2 0.887187 0.970103 0.456619 11.00000 -1.50000 H8C 2 0.731134 0.987714 0.414868 11.00000 -1.50000 AFIX 0 C9 1 0.841572 0.965000 0.578815 11.00000 0.05920 0.07434 = 0.06083 0.00169 0.01361 -0.00810 AFIX 137 H9A 2 0.812685 0.997026 0.600113 11.00000 -1.50000 H9B 2 0.935342 0.970307 0.570150 11.00000 -1.50000 H9C 2 0.844744 0.935331 0.612122 11.00000 -1.50000 AFIX 0 C10 1 -0.165607 0.748238 0.512120 11.00000 0.04006 0.05928 = 0.03623 0.00089 0.00937 0.00102 C11 1 -0.235082 0.795899 0.519135 11.00000 0.05161 0.04412 = 0.04377 0.00123 0.01208 -0.00721 AFIX 43 H11 2 -0.184465 0.828194 0.522986 11.00000 -1.20000 AFIX 0 C12 1 -0.374771 0.796395 0.520492 11.00000 0.04903 0.03938 = 0.04554 0.00051 0.01206 0.00384 AFIX 43 H12 2 -0.419849 0.828965 0.525079 11.00000 -1.20000 AFIX 0 C13 1 -0.451293 0.749336 0.515175 11.00000 0.04174 0.04617 = 0.04082 0.00015 0.01122 -0.00162 C14 1 -0.382954 0.702004 0.509125 11.00000 0.05197 0.03807 = 0.04375 -0.00270 0.01120 -0.00433 AFIX 43 H14 2 -0.433619 0.669752 0.505913 11.00000 -1.20000 AFIX 0 C15 1 -0.243506 0.701364 0.507745 11.00000 0.05125 0.04420 = 0.04403 -0.00176 0.01196 0.00835 AFIX 43 H15 2 -0.198802 0.668610 0.503757 11.00000 -1.20000 AFIX 0 C16 1 -0.598990 0.749999 0.514426 11.00000 0.04511 0.05573 = 0.05256 -0.00302 0.01172 0.00105 C17 1 0.603012 0.560326 0.497731 11.00000 0.05452 0.03690 = 0.04169 0.00214 0.01001 0.00055 C18 1 0.499019 0.569482 0.432247 11.00000 0.05761 0.04473 = 0.03954 0.00126 0.01216 -0.00198 AFIX 43 H18 2 0.522292 0.564495 0.387195 11.00000 -1.20000 AFIX 0 C19 1 0.365910 0.585379 0.433322 11.00000 0.05398 0.04872 = 0.04703 0.00374 0.00915 -0.00059 AFIX 43 H19 2 0.298582 0.591980 0.388949 11.00000 -1.20000 AFIX 0 C20 1 0.326921 0.592130 0.498974 11.00000 0.05484 0.04308 = 0.05672 0.00041 0.01750 -0.00107 C21 1 0.426697 0.580681 0.563275 11.00000 0.06854 0.04676 = 0.04553 0.00004 0.01802 0.00116 AFIX 43 H21 2 0.401133 0.583491 0.608062 11.00000 -1.20000 AFIX 0 C22 1 0.559896 0.565571 0.562758 11.00000 0.06633 0.04513 = 0.04057 0.00072 0.00973 0.00059 AFIX 43 H22 2 0.625753 0.558346 0.607403 11.00000 -1.20000 AFIX 0 C23 1 0.188035 0.610465 0.499763 11.00000 0.05826 0.05856 = 0.06413 0.00310 0.02052 -0.00031 C24 1 0.844265 0.540809 0.564904 11.00000 0.05762 0.07828 = 0.05607 0.00788 0.00526 0.00547 AFIX 137 H24A 2 0.844707 0.571390 0.596395 11.00000 -1.50000 H24B 2 0.937408 0.537003 0.554903 11.00000 -1.50000 H24C 2 0.822116 0.508918 0.588986 11.00000 -1.50000 AFIX 0 C25 1 0.781853 0.538869 0.431043 11.00000 0.05886 0.06293 = 0.05280 0.00369 0.01690 0.00709 AFIX 137 H25A 2 0.730250 0.508464 0.405803 11.00000 -1.50000 H25B 2 0.883438 0.531627 0.442597 11.00000 -1.50000 H25C 2 0.761202 0.570087 0.399909 11.00000 -1.50000 AFIX 0 C26 1 0.145117 0.692350 0.759823 11.00000 0.06034 0.03630 = 0.03894 -0.00118 0.00728 0.00309 C27 1 0.248719 0.681101 0.824231 11.00000 0.07363 0.04328 = 0.03910 -0.00127 0.00920 -0.00002 AFIX 43 H27 2 0.225235 0.684647 0.869457 11.00000 -1.20000 AFIX 0 C28 1 0.381492 0.665290 0.822988 11.00000 0.06579 0.04923 = 0.04631 0.00100 0.00203 -0.00032 AFIX 43 H28 2 0.448413 0.657805 0.867190 11.00000 -1.20000 AFIX 0 C29 1 0.420372 0.659958 0.757692 11.00000 0.05742 0.04351 = 0.05610 -0.00122 0.01035 -0.00281 C30 1 0.321430 0.673196 0.693255 11.00000 0.06746 0.04545 = 0.04708 -0.00054 0.01218 0.00185 AFIX 43 H30 2 0.347845 0.671392 0.648603 11.00000 -1.20000 AFIX 0 C31 1 0.187747 0.688635 0.693769 11.00000 0.06814 0.04365 = 0.03979 0.00089 0.00546 0.00252 AFIX 43 H31 2 0.122301 0.697010 0.649431 11.00000 -1.20000 AFIX 0 C32 1 0.558985 0.642005 0.756186 11.00000 0.05745 0.06162 = 0.06563 -0.00089 0.00906 -0.00394 C33 1 -0.095877 0.713664 0.693809 11.00000 0.06623 0.07225 = 0.05463 0.00500 0.00984 0.01105 AFIX 137 H33A 2 -0.075622 0.746483 0.671144 11.00000 -1.50000 H33B 2 -0.188804 0.716207 0.704382 11.00000 -1.50000 H33C 2 -0.095476 0.684065 0.660804 11.00000 -1.50000 AFIX 0 C34 1 -0.028682 0.713084 0.828302 11.00000 0.07506 0.07104 = 0.05683 0.00113 0.02377 0.00648 AFIX 137 H34A 2 -0.008622 0.680965 0.857646 11.00000 -1.50000 H34B 2 -0.129731 0.721095 0.818304 11.00000 -1.50000 H34C 2 0.025527 0.742551 0.854688 11.00000 -1.50000 AFIX 0 C35 1 0.917541 0.505130 0.745926 11.00000 0.03982 0.05975 = 0.03591 0.00315 0.00906 0.00178 C36 1 0.987885 0.457280 0.741601 11.00000 0.05232 0.04494 = 0.04589 0.00318 0.01342 -0.00685 AFIX 43 H36 2 0.937502 0.424958 0.738291 11.00000 -1.20000 AFIX 0 C37 1 1.128086 0.456790 0.742110 11.00000 0.05207 0.03917 = 0.04602 0.00206 0.01400 0.00383 AFIX 43 H37 2 1.174090 0.424043 0.739892 11.00000 -1.20000 AFIX 0 C38 1 1.204361 0.503478 0.745824 11.00000 0.04053 0.04677 = 0.03875 -0.00005 0.01087 0.00187 C39 1 1.134868 0.551210 0.749034 11.00000 0.05051 0.03932 = 0.04802 -0.00326 0.01194 -0.00418 AFIX 43 H39 2 1.185175 0.583485 0.751320 11.00000 -1.20000 AFIX 0 C40 1 0.994754 0.551840 0.748912 11.00000 0.05431 0.04550 = 0.04539 -0.00237 0.01429 0.00808 AFIX 43 H40 2 0.949089 0.584691 0.750897 11.00000 -1.20000 AFIX 0 C41 1 1.352372 0.502535 0.747892 11.00000 0.04390 0.05436 = 0.05250 -0.00067 0.01085 0.00209 C42 1 0.148260 0.314074 0.742182 11.00000 0.05094 0.03617 = 0.04368 0.00319 0.01383 0.00254 C43 1 0.198427 0.320746 0.678892 11.00000 0.05977 0.04597 = 0.04091 0.00144 0.01117 -0.00244 AFIX 43 H43 2 0.136738 0.314059 0.632838 11.00000 -1.20000 AFIX 0 C44 1 0.333357 0.336554 0.683039 11.00000 0.06006 0.04784 = 0.04253 0.00023 0.01884 -0.00095 AFIX 43 H44 2 0.364235 0.340279 0.639812 11.00000 -1.20000 AFIX 0 C45 1 0.426960 0.347368 0.749253 11.00000 0.05073 0.04509 = 0.04624 0.00232 0.01438 0.00143 C46 1 0.380787 0.339692 0.812862 11.00000 0.05780 0.04999 = 0.04015 -0.00097 0.01027 0.00047 AFIX 43 H46 2 0.443796 0.346056 0.858647 11.00000 -1.20000 AFIX 0 C47 1 0.246070 0.323161 0.809325 11.00000 0.06083 0.04695 = 0.04219 0.00092 0.01710 -0.00086 AFIX 43 H47 2 0.217522 0.317656 0.852901 11.00000 -1.20000 AFIX 0 C48 1 0.567175 0.365643 0.752306 11.00000 0.05336 0.05575 = 0.05037 0.00115 0.01484 0.00210 C49 1 -0.037871 0.291947 0.802656 11.00000 0.05854 0.06531 = 0.06276 0.00253 0.02419 -0.00311 AFIX 137 H49A 2 0.013162 0.262164 0.829865 11.00000 -1.50000 H49B 2 -0.139160 0.284112 0.789026 11.00000 -1.50000 H49C 2 -0.021178 0.323734 0.832814 11.00000 -1.50000 AFIX 0 C50 1 -0.088187 0.291861 0.668746 11.00000 0.05551 0.07857 = 0.06091 0.00472 0.00875 -0.00594 AFIX 137 H50A 2 -0.085184 0.321808 0.636663 11.00000 -1.50000 H50B 2 -0.183564 0.288450 0.676060 11.00000 -1.50000 H50C 2 -0.063175 0.259458 0.646785 11.00000 -1.50000 AFIX 0 HKLF 4 REM C:\Users\lukman\Desktop\180K\180K_a.res in P2(1)/n REM R1 = 0.0898 for 6242 Fo > 4sig(Fo) and 0.1472 for all 11269 data REM 567 parameters refined using 0 restraints END WGHT 0.1487 2.4109 REM Highest difference peak 0.294, deepest hole -0.363, 1-sigma level 0.066 Q1 1 1.2775 0.4987 0.7558 11.00000 0.05 0.29 Q2 1 1.5631 0.5455 0.7424 11.00000 0.05 0.26 Q3 1 1.5622 0.4583 0.7535 11.00000 0.05 0.25 Q4 1 -0.8153 0.7010 0.5203 11.00000 0.05 0.24 Q5 1 1.5826 0.4993 0.7551 11.00000 0.05 0.24 Q6 1 0.0736 0.3470 0.7804 11.00000 0.05 0.23 Q7 1 -0.1453 0.8405 0.5159 11.00000 0.05 0.22 Q8 1 0.1380 0.3642 0.7376 11.00000 0.05 0.21 Q9 1 0.6071 0.6182 0.4327 11.00000 0.05 0.21 Q10 1 -0.5756 0.6437 0.4985 11.00000 0.05 0.21 ; _shelx_res_checksum 65808 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 0.7409(2) 0.95366(10) 0.51084(12) 0.0576(6) Uani 1 1 d . . N2 N 0.0786(3) 0.87257(11) 0.50257(13) 0.0669(7) Uani 1 1 d . . N3 N -0.0280(2) 0.74756(11) 0.51056(14) 0.0634(7) Uani 1 1 d . . H3D H 0.013989 0.717371 0.506741 0.076 Uiso 1 1 calc R U H3E H 0.019425 0.777300 0.513352 0.076 Uiso 1 1 calc R U N4 N -0.7160(3) 0.75040(11) 0.51351(17) 0.0769(8) Uani 1 1 d . . N5 N 0.7384(2) 0.54839(9) 0.49739(11) 0.0548(6) Uani 1 1 d . . N6 N 0.0785(3) 0.62550(11) 0.49998(16) 0.0740(7) Uani 1 1 d . . N7 N 0.0110(3) 0.70514(9) 0.76051(12) 0.0585(6) Uani 1 1 d . . N8 N 0.6692(3) 0.62722(12) 0.75617(17) 0.0780(8) Uani 1 1 d . . N9 N 0.7786(2) 0.50590(10) 0.74582(13) 0.0637(6) Uani 1 1 d . . H9E H 0.735646 0.536185 0.747652 0.076 Uiso 1 1 calc R U H9D H 0.731608 0.476124 0.743918 0.076 Uiso 1 1 calc R U N10 N 1.4697(3) 0.50184(11) 0.74835(16) 0.0748(8) Uani 1 1 d . . N11 N 0.0117(2) 0.30056(9) 0.73804(12) 0.0546(5) Uani 1 1 d . . N12 N 0.6780(3) 0.38035(10) 0.75303(14) 0.0658(6) Uani 1 1 d . . C1 C 0.6061(3) 0.93895(9) 0.50848(13) 0.0448(5) Uani 1 1 d . . C2 C 0.5577(3) 0.93425(10) 0.57270(13) 0.0486(6) Uani 1 1 d . . H2 H 0.619448 0.942753 0.618099 0.058 Uiso 1 1 calc R U C3 C 0.4230(3) 0.91757(10) 0.56979(13) 0.0492(6) Uani 1 1 d . . H3 H 0.392763 0.914748 0.613304 0.059 Uiso 1 1 calc R U C4 C 0.3295(3) 0.90467(10) 0.50405(13) 0.0492(6) Uani 1 1 d . . C5 C 0.3746(3) 0.91010(10) 0.44020(13) 0.0517(6) Uani 1 1 d . . H5 H 0.311619 0.902032 0.394976 0.062 Uiso 1 1 calc R U C6 C 0.5085(3) 0.92695(10) 0.44240(13) 0.0515(6) Uani 1 1 d . . H6 H 0.536709 0.930660 0.398409 0.062 Uiso 1 1 calc R U C7 C 0.1894(3) 0.88652(11) 0.50241(14) 0.0538(6) Uani 1 1 d . . C8 C 0.7873(3) 0.96008(13) 0.44463(16) 0.0642(7) Uani 1 1 d . . H8A H 0.774837 0.926764 0.417743 0.096 Uiso 1 1 calc R U H8B H 0.887187 0.970103 0.456619 0.096 Uiso 1 1 calc R U H8C H 0.731134 0.987714 0.414868 0.096 Uiso 1 1 calc R U C9 C 0.8416(3) 0.96500(13) 0.57881(16) 0.0650(8) Uani 1 1 d . . H9A H 0.812685 0.997026 0.600113 0.097 Uiso 1 1 calc R U H9B H 0.935342 0.970307 0.570150 0.097 Uiso 1 1 calc R U H9C H 0.844744 0.935331 0.612122 0.097 Uiso 1 1 calc R U C10 C -0.1656(3) 0.74824(10) 0.51212(12) 0.0452(6) Uani 1 1 d . . C11 C -0.2351(3) 0.79590(10) 0.51913(13) 0.0464(5) Uani 1 1 d . . H11 H -0.184465 0.828194 0.522986 0.056 Uiso 1 1 calc R U C12 C -0.3748(3) 0.79640(9) 0.52049(13) 0.0446(5) Uani 1 1 d . . H12 H -0.419849 0.828965 0.525079 0.053 Uiso 1 1 calc R U C13 C -0.4513(2) 0.74934(9) 0.51517(13) 0.0427(5) Uani 1 1 d . . C14 C -0.3830(3) 0.70200(9) 0.50912(13) 0.0447(5) Uani 1 1 d . . H14 H -0.433619 0.669752 0.505913 0.054 Uiso 1 1 calc R U C15 C -0.2435(3) 0.70136(10) 0.50775(13) 0.0465(6) Uani 1 1 d . . H15 H -0.198802 0.668610 0.503757 0.056 Uiso 1 1 calc R U C16 C -0.5990(3) 0.75000(10) 0.51443(15) 0.0512(6) Uani 1 1 d . . C17 C 0.6030(3) 0.56033(9) 0.49773(13) 0.0447(5) Uani 1 1 d . . C18 C 0.4990(3) 0.56948(9) 0.43225(13) 0.0473(6) Uani 1 1 d . . H18 H 0.522292 0.564495 0.387195 0.057 Uiso 1 1 calc R U C19 C 0.3659(3) 0.58538(10) 0.43332(14) 0.0505(6) Uani 1 1 d . . H19 H 0.298582 0.591980 0.388949 0.061 Uiso 1 1 calc R U C20 C 0.3269(3) 0.59213(10) 0.49897(14) 0.0509(6) Uani 1 1 d . . C21 C 0.4267(3) 0.58068(10) 0.56327(14) 0.0529(6) Uani 1 1 d . . H21 H 0.401133 0.583491 0.608062 0.064 Uiso 1 1 calc R U C22 C 0.5599(3) 0.56557(10) 0.56276(13) 0.0513(6) Uani 1 1 d . . H22 H 0.625753 0.558346 0.607403 0.062 Uiso 1 1 calc R U C23 C 0.1880(3) 0.61047(12) 0.49976(16) 0.0594(7) Uani 1 1 d . . C24 C 0.8443(3) 0.54081(13) 0.56490(16) 0.0655(8) Uani 1 1 d . . H24A H 0.844707 0.571390 0.596395 0.098 Uiso 1 1 calc R U H24B H 0.937408 0.537003 0.554903 0.098 Uiso 1 1 calc R U H24C H 0.822116 0.508918 0.588986 0.098 Uiso 1 1 calc R U C25 C 0.7819(3) 0.53887(11) 0.43104(15) 0.0577(7) Uani 1 1 d . . H25A H 0.730250 0.508464 0.405803 0.086 Uiso 1 1 calc R U H25B H 0.883438 0.531627 0.442597 0.086 Uiso 1 1 calc R U H25C H 0.761202 0.570087 0.399909 0.086 Uiso 1 1 calc R U C26 C 0.1451(3) 0.69235(9) 0.75982(12) 0.0461(6) Uani 1 1 d . . C27 C 0.2487(3) 0.68110(10) 0.82423(14) 0.0528(6) Uani 1 1 d . . H27 H 0.225235 0.684647 0.869457 0.063 Uiso 1 1 calc R U C28 C 0.3815(3) 0.66529(10) 0.82299(14) 0.0558(6) Uani 1 1 d . . H28 H 0.448413 0.657805 0.867190 0.067 Uiso 1 1 calc R U C29 C 0.4204(3) 0.65996(10) 0.75769(15) 0.0530(6) Uani 1 1 d . . C30 C 0.3214(3) 0.67320(10) 0.69325(14) 0.0537(6) Uani 1 1 d . . H30 H 0.347845 0.671392 0.648603 0.064 Uiso 1 1 calc R U C31 C 0.1877(3) 0.68863(10) 0.69377(13) 0.0519(6) Uani 1 1 d . . H31 H 0.122301 0.697010 0.649431 0.062 Uiso 1 1 calc R U C32 C 0.5590(3) 0.64201(12) 0.75619(16) 0.0626(7) Uani 1 1 d . . C33 C -0.0959(3) 0.71366(13) 0.69381(16) 0.0653(8) Uani 1 1 d . . H33A H -0.075622 0.746483 0.671144 0.098 Uiso 1 1 calc R U H33B H -0.188804 0.716207 0.704382 0.098 Uiso 1 1 calc R U H33C H -0.095476 0.684065 0.660804 0.098 Uiso 1 1 calc R U C34 C -0.0287(3) 0.71308(13) 0.82830(16) 0.0663(8) Uani 1 1 d . . H34A H -0.008622 0.680965 0.857646 0.099 Uiso 1 1 calc R U H34B H -0.129731 0.721095 0.818304 0.099 Uiso 1 1 calc R U H34C H 0.025527 0.742551 0.854688 0.099 Uiso 1 1 calc R U C35 C 0.9175(2) 0.50513(10) 0.74593(12) 0.0452(6) Uani 1 1 d . . C36 C 0.9879(3) 0.45728(10) 0.74160(13) 0.0475(6) Uani 1 1 d . . H36 H 0.937502 0.424958 0.738291 0.057 Uiso 1 1 calc R U C37 C 1.1281(3) 0.45679(9) 0.74211(13) 0.0454(5) Uani 1 1 d . . H37 H 1.174090 0.424043 0.739892 0.055 Uiso 1 1 calc R U C38 C 1.2044(2) 0.50348(9) 0.74582(12) 0.0418(5) Uani 1 1 d . . C39 C 1.1349(3) 0.55121(10) 0.74903(13) 0.0460(5) Uani 1 1 d . . H39 H 1.185175 0.583485 0.751320 0.055 Uiso 1 1 calc R U C40 C 0.9948(3) 0.55184(10) 0.74891(13) 0.0481(6) Uani 1 1 d . . H40 H 0.949089 0.584691 0.750897 0.058 Uiso 1 1 calc R U C41 C 1.3524(3) 0.50253(10) 0.74789(14) 0.0504(6) Uani 1 1 d . . C42 C 0.1483(3) 0.31407(9) 0.74218(13) 0.0432(5) Uani 1 1 d . . C43 C 0.1984(3) 0.32075(10) 0.67889(13) 0.0491(6) Uani 1 1 d . . H43 H 0.136738 0.314059 0.632838 0.059 Uiso 1 1 calc R U C44 C 0.3334(3) 0.33655(10) 0.68304(13) 0.0491(6) Uani 1 1 d . . H44 H 0.364235 0.340279 0.639812 0.059 Uiso 1 1 calc R U C45 C 0.4270(3) 0.34737(10) 0.74925(13) 0.0469(6) Uani 1 1 d . . C46 C 0.3808(3) 0.33969(10) 0.81286(13) 0.0496(6) Uani 1 1 d . . H46 H 0.443796 0.346056 0.858647 0.060 Uiso 1 1 calc R U C47 C 0.2461(3) 0.32316(10) 0.80932(13) 0.0492(6) Uani 1 1 d . . H47 H 0.217522 0.317656 0.852901 0.059 Uiso 1 1 calc R U C48 C 0.5672(3) 0.36564(11) 0.75231(14) 0.0528(6) Uani 1 1 d . . C49 C -0.0379(3) 0.29195(12) 0.80266(16) 0.0606(7) Uani 1 1 d . . H49A H 0.013162 0.262164 0.829865 0.091 Uiso 1 1 calc R U H49B H -0.139160 0.284112 0.789026 0.091 Uiso 1 1 calc R U H49C H -0.021178 0.323734 0.832814 0.091 Uiso 1 1 calc R U C50 C -0.0882(3) 0.29186(13) 0.66875(16) 0.0660(8) Uani 1 1 d . . H50A H -0.085184 0.321808 0.636663 0.099 Uiso 1 1 calc R U H50B H -0.183564 0.288450 0.676060 0.099 Uiso 1 1 calc R U H50C H -0.063175 0.259458 0.646785 0.099 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 0.0612(14) 0.0655(15) 0.0483(12) -0.0002(10) 0.0178(10) -0.0110(11) N2 0.0604(15) 0.0808(18) 0.0588(14) 0.0002(12) 0.0132(11) -0.0057(13) N3 0.0401(12) 0.0823(18) 0.0692(15) -0.0023(12) 0.0163(11) 0.0027(11) N4 0.0453(14) 0.097(2) 0.092(2) -0.0091(15) 0.0230(13) -0.0024(12) N5 0.0566(13) 0.0623(14) 0.0436(11) 0.0025(10) 0.0091(9) 0.0098(10) N6 0.0635(16) 0.0732(17) 0.091(2) 0.0002(14) 0.0290(14) 0.0043(13) N7 0.0678(15) 0.0636(14) 0.0426(12) 0.0014(10) 0.0108(10) 0.0125(11) N8 0.0613(16) 0.0782(19) 0.093(2) 0.0029(15) 0.0165(14) 0.0054(14) N9 0.0419(12) 0.0831(18) 0.0681(15) 0.0070(13) 0.0176(11) 0.0023(11) N10 0.0420(14) 0.098(2) 0.0846(19) 0.0023(15) 0.0158(12) 0.0016(12) N11 0.0536(13) 0.0597(13) 0.0512(12) 0.0030(10) 0.0144(10) -0.0084(10) N12 0.0569(14) 0.0739(17) 0.0685(15) 0.0048(13) 0.0190(12) -0.0023(12) C1 0.0567(14) 0.0374(12) 0.0415(12) -0.0002(9) 0.0142(10) -0.0005(10) C2 0.0603(15) 0.0464(13) 0.0390(12) -0.0016(10) 0.0118(10) -0.0016(11) C3 0.0592(15) 0.0481(14) 0.0420(12) -0.0002(10) 0.0158(11) 0.0009(11) C4 0.0534(14) 0.0481(14) 0.0451(13) 0.0010(10) 0.0103(11) 0.0017(11) C5 0.0617(16) 0.0501(14) 0.0405(12) -0.0005(10) 0.0076(11) 0.0009(12) C6 0.0676(17) 0.0466(14) 0.0420(13) 0.0012(10) 0.0165(11) -0.0003(12) C7 0.0563(16) 0.0570(16) 0.0464(14) 0.0005(11) 0.0092(11) 0.0016(12) C8 0.0662(18) 0.0721(19) 0.0607(17) -0.0009(14) 0.0277(14) -0.0043(14) C9 0.0592(17) 0.074(2) 0.0608(17) 0.0017(14) 0.0136(13) -0.0081(14) C10 0.0401(12) 0.0593(15) 0.0362(11) 0.0009(10) 0.0094(9) 0.0010(10) C11 0.0516(14) 0.0441(13) 0.0438(12) 0.0012(10) 0.0121(10) -0.0072(10) C12 0.0490(13) 0.0394(12) 0.0455(12) 0.0005(10) 0.0121(10) 0.0038(10) C13 0.0417(13) 0.0462(13) 0.0408(12) 0.0002(9) 0.0112(9) -0.0016(9) C14 0.0520(14) 0.0381(12) 0.0437(12) -0.0027(9) 0.0112(10) -0.0043(10) C15 0.0512(14) 0.0442(13) 0.0440(12) -0.0018(10) 0.0120(10) 0.0084(10) C16 0.0451(15) 0.0557(16) 0.0526(14) -0.0030(11) 0.0117(11) 0.0010(11) C17 0.0545(14) 0.0369(12) 0.0417(12) 0.0021(9) 0.0100(10) 0.0006(10) C18 0.0576(15) 0.0447(13) 0.0395(12) 0.0013(10) 0.0122(10) -0.0020(11) C19 0.0540(15) 0.0487(14) 0.0470(13) 0.0037(11) 0.0092(11) -0.0006(11) C20 0.0548(15) 0.0431(13) 0.0567(15) 0.0004(11) 0.0175(12) -0.0011(11) C21 0.0685(17) 0.0468(14) 0.0455(13) 0.0000(11) 0.0180(12) 0.0012(12) C22 0.0663(16) 0.0451(13) 0.0406(12) 0.0007(10) 0.0097(11) 0.0006(12) C23 0.0583(17) 0.0586(17) 0.0641(17) 0.0031(13) 0.0205(13) -0.0003(13) C24 0.0576(17) 0.078(2) 0.0561(16) 0.0079(14) 0.0053(13) 0.0055(14) C25 0.0589(16) 0.0629(17) 0.0528(15) 0.0037(12) 0.0169(12) 0.0071(13) C26 0.0603(15) 0.0363(12) 0.0389(12) -0.0012(9) 0.0073(10) 0.0031(10) C27 0.0736(18) 0.0433(13) 0.0391(12) -0.0013(10) 0.0092(11) 0.0000(12) C28 0.0658(17) 0.0492(14) 0.0463(14) 0.0010(11) 0.0020(12) -0.0003(12) C29 0.0574(16) 0.0435(13) 0.0561(15) -0.0012(11) 0.0103(12) -0.0028(11) C30 0.0675(17) 0.0454(14) 0.0471(14) -0.0005(11) 0.0122(12) 0.0019(12) C31 0.0681(17) 0.0437(13) 0.0398(12) 0.0009(10) 0.0055(11) 0.0025(12) C32 0.0575(18) 0.0616(17) 0.0656(18) -0.0009(14) 0.0091(13) -0.0039(14) C33 0.0662(18) 0.0722(19) 0.0546(16) 0.0050(14) 0.0098(13) 0.0110(14) C34 0.0751(19) 0.0710(19) 0.0568(17) 0.0011(14) 0.0238(14) 0.0065(15) C35 0.0398(12) 0.0598(15) 0.0359(11) 0.0032(10) 0.0091(9) 0.0018(10) C36 0.0523(14) 0.0449(13) 0.0459(13) 0.0032(10) 0.0134(10) -0.0068(10) C37 0.0521(14) 0.0392(12) 0.0460(13) 0.0021(9) 0.0140(10) 0.0038(10) C38 0.0405(13) 0.0468(13) 0.0388(11) -0.0001(9) 0.0109(9) 0.0019(9) C39 0.0505(13) 0.0393(12) 0.0480(13) -0.0033(10) 0.0119(10) -0.0042(10) C40 0.0543(14) 0.0455(13) 0.0454(13) -0.0024(10) 0.0143(11) 0.0081(11) C41 0.0439(14) 0.0544(15) 0.0525(14) -0.0007(11) 0.0108(11) 0.0021(10) C42 0.0509(14) 0.0362(12) 0.0437(12) 0.0032(9) 0.0138(10) 0.0025(9) C43 0.0598(15) 0.0460(13) 0.0409(12) 0.0014(10) 0.0112(11) -0.0024(11) C44 0.0601(15) 0.0478(14) 0.0425(13) 0.0002(10) 0.0188(11) -0.0010(11) C45 0.0507(14) 0.0451(13) 0.0462(13) 0.0023(10) 0.0144(10) 0.0014(10) C46 0.0578(15) 0.0500(14) 0.0402(12) -0.0010(10) 0.0103(10) 0.0005(11) C47 0.0608(15) 0.0469(14) 0.0422(13) 0.0009(10) 0.0171(11) -0.0009(11) C48 0.0534(16) 0.0558(15) 0.0504(14) 0.0011(11) 0.0148(11) 0.0021(12) C49 0.0585(16) 0.0653(17) 0.0628(17) 0.0025(13) 0.0242(13) -0.0031(13) C50 0.0555(16) 0.079(2) 0.0609(17) 0.0047(15) 0.0087(13) -0.0059(14) 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 C9 121.5(2) C1 N1 C8 120.7(2) C9 N1 C8 117.8(2) C10 N3 H3D 120.0 C10 N3 H3E 120.0 H3D N3 H3E 120.0 C17 N5 C25 122.4(2) C17 N5 C24 120.4(2) C25 N5 C24 117.0(2) C26 N7 C33 121.2(2) C26 N7 C34 120.9(2) C33 N7 C34 117.9(2) C35 N9 H9E 120.0 C35 N9 H9D 120.0 H9E N9 H9D 120.0 C42 N11 C49 121.2(2) C42 N11 C50 121.3(2) C49 N11 C50 117.4(2) N1 C1 C6 121.6(2) N1 C1 C2 121.3(2) C6 C1 C2 117.1(2) C3 C2 C1 120.7(2) C3 C2 H2 119.6 C1 C2 H2 119.6 C2 C3 C4 121.2(2) C2 C3 H3 119.4 C4 C3 H3 119.4 C3 C4 C5 118.7(2) C3 C4 C7 120.3(2) C5 C4 C7 121.0(2) C6 C5 C4 120.6(2) C6 C5 H5 119.7 C4 C5 H5 119.7 C5 C6 C1 121.6(2) C5 C6 H6 119.2 C1 C6 H6 119.2 N2 C7 C4 178.5(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 121.1(2) N3 C10 C11 121.2(2) C15 C10 C11 117.7(2) C12 C11 C10 121.0(2) C12 C11 H11 119.5 C10 C11 H11 119.5 C11 C12 C13 120.5(2) C11 C12 H12 119.7 C13 C12 H12 119.7 C14 C13 C12 118.8(2) C14 C13 C16 120.6(2) C12 C13 C16 120.5(2) C15 C14 C13 120.8(2) C15 C14 H14 119.6 C13 C14 H14 119.6 C14 C15 C10 121.1(2) C14 C15 H15 119.4 C10 C15 H15 119.4 N4 C16 C13 179.7(3) N5 C17 C22 121.8(2) N5 C17 C18 121.2(2) C22 C17 C18 116.9(2) C19 C18 C17 120.8(2) C19 C18 H18 119.6 C17 C18 H18 119.6 C18 C19 C20 121.1(2) C18 C19 H19 119.4 C20 C19 H19 119.4 C21 C20 C19 118.2(2) C21 C20 C23 121.0(2) C19 C20 C23 120.8(2) C22 C21 C20 121.0(2) C22 C21 H21 119.5 C20 C21 H21 119.5 C21 C22 C17 121.8(2) C21 C22 H22 119.1 C17 C22 H22 119.1 N6 C23 C20 179.2(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 121.8(2) N7 C26 C31 121.3(2) C27 C26 C31 116.8(2) C28 C27 C26 121.6(2) C28 C27 H27 119.2 C26 C27 H27 119.2 C27 C28 C29 120.9(2) C27 C28 H28 119.5 C29 C28 H28 119.5 C28 C29 C30 118.5(3) C28 C29 C32 121.0(2) C30 C29 C32 120.5(3) C31 C30 C29 121.0(2) C31 C30 H30 119.5 C29 C30 H30 119.5 C30 C31 C26 121.0(2) C30 C31 H31 119.5 C26 C31 H31 119.5 N8 C32 C29 178.7(4) 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 121.2(2) N9 C35 C36 121.0(2) C40 C35 C36 117.8(2) C37 C36 C35 120.7(2) C37 C36 H36 119.6 C35 C36 H36 119.6 C36 C37 C38 121.1(2) C36 C37 H37 119.5 C38 C37 H37 119.5 C37 C38 C39 118.6(2) C37 C38 C41 120.7(2) C39 C38 C41 120.7(2) C40 C39 C38 120.5(2) C40 C39 H39 119.8 C38 C39 H39 119.8 C39 C40 C35 121.3(2) C39 C40 H40 119.3 C35 C40 H40 119.3 N10 C41 C38 178.9(3) N11 C42 C47 121.8(2) N11 C42 C43 121.3(2) C47 C42 C43 116.8(2) C44 C43 C42 121.2(2) C44 C43 H43 119.4 C42 C43 H43 119.4 C43 C44 C45 121.4(2) C43 C44 H44 119.3 C45 C44 H44 119.3 C44 C45 C46 118.4(2) C44 C45 C48 120.5(2) C46 C45 C48 121.0(2) C47 C46 C45 120.6(2) C47 C46 H46 119.7 C45 C46 H46 119.7 C46 C47 C42 121.5(2) C46 C47 H47 119.3 C42 C47 H47 119.3 N12 C48 C45 178.4(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 1.360(3) N1 C9 1.450(4) N1 C8 1.452(3) N2 C7 1.140(3) N3 C10 1.353(3) N3 H3D 0.8800 N3 H3E 0.8800 N4 C16 1.140(3) N5 C17 1.360(3) N5 C25 1.451(3) N5 C24 1.452(3) N6 C23 1.137(3) N7 C26 1.354(3) N7 C33 1.449(4) N7 C34 1.453(3) N8 C32 1.141(4) N9 C35 1.357(3) N9 H9E 0.8800 N9 H9D 0.8800 N10 C41 1.145(3) N11 C42 1.361(3) N11 C49 1.448(3) N11 C50 1.453(4) N12 C48 1.142(3) C1 C6 1.413(4) C1 C2 1.422(3) C2 C3 1.371(4) C2 H2 0.9500 C3 C4 1.396(4) C3 H3 0.9500 C4 C5 1.401(3) C4 C7 1.438(4) C5 C6 1.368(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 1.403(3) C10 C11 1.408(3) C11 C12 1.372(3) C11 H11 0.9500 C12 C13 1.398(3) C12 H12 0.9500 C13 C14 1.392(3) C13 C16 1.440(3) C14 C15 1.370(3) C14 H14 0.9500 C15 H15 0.9500 C17 C22 1.411(3) C17 C18 1.421(3) C18 C19 1.367(4) C18 H18 0.9500 C19 C20 1.406(4) C19 H19 0.9500 C20 C21 1.396(4) C20 C23 1.439(4) C21 C22 1.360(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 1.415(3) C26 C31 1.424(3) C27 C28 1.364(4) C27 H27 0.9500 C28 C29 1.395(4) C28 H28 0.9500 C29 C30 1.404(4) C29 C32 1.436(4) C30 C31 1.366(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 1.398(3) C35 C36 1.407(3) C36 C37 1.368(3) C36 H36 0.9500 C37 C38 1.391(3) C37 H37 0.9500 C38 C39 1.396(3) C38 C41 1.438(3) C39 C40 1.369(3) C39 H39 0.9500 C40 H40 0.9500 C42 C47 1.415(3) C42 C43 1.421(3) C43 C44 1.362(3) C43 H43 0.9500 C44 C45 1.392(3) C44 H44 0.9500 C45 C46 1.408(3) C45 C48 1.434(4) C46 C47 1.368(4) 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 C9 N1 C1 C6 -178.8(3) C8 N1 C1 C6 3.1(4) C9 N1 C1 C2 0.3(4) C8 N1 C1 C2 -177.8(2) N1 C1 C2 C3 -177.7(2) C6 C1 C2 C3 1.4(4) C1 C2 C3 C4 0.1(4) C2 C3 C4 C5 -1.4(4) C2 C3 C4 C7 179.1(2) C3 C4 C5 C6 1.0(4) C7 C4 C5 C6 -179.4(2) C4 C5 C6 C1 0.6(4) N1 C1 C6 C5 177.3(2) C2 C1 C6 C5 -1.8(4) N3 C10 C11 C12 179.8(2) C15 C10 C11 C12 -1.0(3) C10 C11 C12 C13 0.2(4) C11 C12 C13 C14 0.6(4) C11 C12 C13 C16 -178.1(2) C12 C13 C14 C15 -0.6(4) C16 C13 C14 C15 178.1(2) C13 C14 C15 C10 -0.2(4) N3 C10 C15 C14 -179.8(2) C11 C10 C15 C14 1.0(4) C25 N5 C17 C22 175.1(2) C24 N5 C17 C22 -0.3(4) C25 N5 C17 C18 -6.6(4) C24 N5 C17 C18 178.0(2) N5 C17 C18 C19 -175.0(2) C22 C17 C18 C19 3.4(4) C17 C18 C19 C20 -1.3(4) C18 C19 C20 C21 -1.8(4) C18 C19 C20 C23 178.0(2) C19 C20 C21 C22 2.8(4) C23 C20 C21 C22 -177.1(2) C20 C21 C22 C17 -0.6(4) N5 C17 C22 C21 175.9(2) C18 C17 C22 C21 -2.5(4) C33 N7 C26 C27 -176.5(3) C34 N7 C26 C27 6.3(4) C33 N7 C26 C31 2.3(4) C34 N7 C26 C31 -174.9(2) N7 C26 C27 C28 176.2(2) C31 C26 C27 C28 -2.7(4) C26 C27 C28 C29 0.4(4) C27 C28 C29 C30 2.4(4) C27 C28 C29 C32 -178.4(3) C28 C29 C30 C31 -3.0(4) C32 C29 C30 C31 177.8(2) C29 C30 C31 C26 0.7(4) N7 C26 C31 C30 -176.8(2) C27 C26 C31 C30 2.1(4) N9 C35 C36 C37 -179.7(2) C40 C35 C36 C37 1.6(3) C35 C36 C37 C38 -1.0(4) C36 C37 C38 C39 0.0(4) C36 C37 C38 C41 178.7(2) C37 C38 C39 C40 0.3(4) C41 C38 C39 C40 -178.3(2) C38 C39 C40 C35 0.3(4) N9 C35 C40 C39 180.0(2) C36 C35 C40 C39 -1.2(4) C49 N11 C42 C47 -3.5(4) C50 N11 C42 C47 179.4(2) C49 N11 C42 C43 177.8(2) C50 N11 C42 C43 0.6(4) N11 C42 C43 C44 177.0(2) C47 C42 C43 C44 -1.7(4) C42 C43 C44 C45 -0.7(4) C43 C44 C45 C46 2.4(4) C43 C44 C45 C48 -177.9(2) C44 C45 C46 C47 -1.5(4) C48 C45 C46 C47 178.8(2) C45 C46 C47 C42 -1.0(4) N11 C42 C47 C46 -176.2(2) C43 C42 C47 C46 2.6(4)