#------------------------------------------------------------------------------ #$Date: 2018-01-09 05:00:40 +0200 (Tue, 09 Jan 2018) $ #$Revision: 204963 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/22/99/7229922.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_7229922 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 104.2790(10) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.7703(3) _cell_length_b 25.2982(8) _cell_length_c 19.0409(6) _cell_measurement_reflns_used 9489 _cell_measurement_temperature 160(2) _cell_measurement_theta_max 28.15 _cell_measurement_theta_min 2.66 _cell_volume 4561.0(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 160(2) _diffrn_measured_fraction_theta_full 0.985 _diffrn_measured_fraction_theta_max 0.985 _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 0.0347 _diffrn_reflns_Laue_measured_fraction_full 0.985 _diffrn_reflns_Laue_measured_fraction_max 0.985 _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 210216 _diffrn_reflns_point_group_measured_fraction_full 0.985 _diffrn_reflns_point_group_measured_fraction_max 0.985 _diffrn_reflns_theta_full 25.000 _diffrn_reflns_theta_max 28.353 _diffrn_reflns_theta_min 1.610 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_T_max 0.9762 _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 1.196 _exptl_crystal_description Flat _exptl_crystal_F_000 1744 _exptl_crystal_size_max 0.328 _exptl_crystal_size_mid 0.235 _exptl_crystal_size_min 0.109 _refine_diff_density_max 0.288 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.071 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 567 _refine_ls_number_reflns 11218 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.020 _refine_ls_R_factor_all 0.1425 _refine_ls_R_factor_gt 0.0896 _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^)+(0.1423P)^2^+2.8929P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2229 _refine_ls_wR_factor_ref 0.2952 _reflns_Friedel_coverage 0.000 _reflns_number_gt 6464 _reflns_number_total 11218 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7ce01848g3.cif _cod_data_source_block 160K _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 7229922 _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\160K\160K_a_a.res in P2(1)/n C:\Users\lukman\Desktop\160K\160K_a_a.res created by SHELXL-2016/6 at 16:50:35 on 02-Mar-2017 CELL 0.71073 9.7703 25.2982 19.0409 90.000 104.279 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 OMIT -1 12 2 OMIT 0 18 6 OMIT 0 21 7 OMIT -1 6 1 OMIT 1 0 1 OMIT 1 6 8 OMIT -2 8 8 OMIT 1 4 6 OMIT -2 20 4 OMIT 1 12 6 OMIT 2 6 6 OMIT 2 16 0 OMIT 0 0 14 OMIT 2 20 0 OMIT 1 2 4 OMIT 0 15 5 OMIT 1 2 8 OMIT 1 20 6 OMIT -1 10 8 OMIT 1 14 8 OMIT -3 10 8 OMIT 2 11 12 OMIT -2 10 2 OMIT -1 19 10 OMIT 2 14 14 OMIT -2 16 4 OMIT -2 22 2 OMIT 1 22 0 OMIT -1 4 6 OMIT 0 2 1 OMIT 1 11 10 OMIT 2 20 12 OMIT -6 1 14 OMIT 1 4 1 OMIT -8 9 6 OMIT -6 8 18 OMIT -6 3 15 OMIT -5 3 17 OMIT -6 1 18 OMIT -7 0 17 OMIT 7 3 10 OMIT 7 2 9 OMIT -6 3 18 OMIT -4 11 16 OMIT -6 3 16 OMIT -5 1 20 OMIT -7 2 14 OMIT -6 3 17 OMIT -6 3 19 OMIT -7 3 13 OMIT 1 14 0 OMIT 2 14 2 OMIT -1 4 10 OMIT 11 8 3 OMIT 2 0 4 OMIT -3 15 3 OMIT -12 8 12 OMIT 1 8 2 OMIT -8 9 3 OMIT 7 7 10 OMIT -6 0 14 OMIT 7 3 9 OMIT -1 9 11 OMIT 3 24 3 OMIT 7 3 8 OMIT 3 6 4 OMIT -2 0 12 OMIT -12 0 12 OMIT -11 8 13 OMIT -2 0 8 OMIT -12 12 4 OMIT -11 10 7 OMIT -12 13 5 OMIT -11 7 13 OMIT -6 29 4 OMIT -12 13 6 OMIT -4 17 8 OMIT 1 0 13 OMIT -7 4 14 OMIT -3 18 3 OMIT 0 1 1 OMIT 6 2 14 OMIT -7 0 7 OMIT -7 1 18 OMIT -6 2 15 OMIT -8 16 4 OMIT 7 12 7 OMIT -1 8 14 OMIT -2 2 10 OMIT -11 8 1 OMIT -6 28 2 OMIT -4 30 10 OMIT -12 9 10 OMIT -5 2 1 OMIT 0 7 24 OMIT -4 30 2 OMIT -12 0 8 OMIT -12 12 8 OMIT -2 6 2 OMIT -5 3 13 OMIT -7 2 21 OMIT 7 2 13 OMIT 8 1 12 OMIT 5 20 12 OMIT -1 1 1 OMIT 4 12 16 OMIT 4 0 8 OMIT 7 0 11 OMIT 6 8 13 OMIT -3 20 6 OMIT 2 0 8 OMIT 0 12 0 OMIT 12 2 2 OMIT 1 20 2 OMIT -6 0 22 OMIT -7 3 14 OMIT 4 31 4 OMIT 4 0 4 OMIT 5 27 7 OMIT -4 15 11 OMIT 4 2 6 OMIT -8 2 10 OMIT -6 7 21 OMIT 2 30 3 OMIT -4 14 2 OMIT 1 4 10 OMIT 2 8 4 OMIT 0 7 21 OMIT -4 31 8 OMIT 1 8 14 OMIT 12 0 0 OMIT 11 14 1 OMIT -7 27 9 OMIT -1 12 14 OMIT -6 29 8 OMIT -11 10 3 OMIT 1 14 11 OMIT -12 9 5 OMIT -7 27 1 OMIT -6 28 6 OMIT 9 1 13 OMIT 7 1 7 OMIT 1 8 10 OMIT -3 9 1 OMIT -2 12 4 OMIT -2 14 10 OMIT 3 15 0 OMIT 3 14 5 OMIT -1 1 7 OMIT 2 14 6 OMIT -1 8 2 OMIT 7 1 12 OMIT -7 4 13 OMIT 5 17 6 OMIT -6 0 18 OMIT -4 10 18 OMIT -4 32 2 OMIT -5 4 16 OMIT 6 10 12 ACTA 50 FMAP 2 1 53 PLAN 10 0 0 LIST 6 1 SIZE 0.328 0.235 0.109 TEMP -113 L.S. 10 WGHT 0.142300 2.892900 FVAR 0.32894 N1 3 0.740732 0.953651 0.510847 11.00000 0.05695 0.05985 = 0.04307 -0.00072 0.01639 -0.01054 N2 3 0.077890 0.872580 0.502557 11.00000 0.05476 0.07294 = 0.05328 0.00023 0.01206 -0.00445 N3 3 -0.028596 0.747449 0.510471 11.00000 0.03747 0.07316 = 0.06278 -0.00230 0.01495 0.00141 AFIX 93 H3D 2 0.013415 0.717177 0.506740 11.00000 -1.20000 H3E 2 0.018960 0.777233 0.513217 11.00000 -1.20000 AFIX 0 N4 3 -0.717269 0.750451 0.513396 11.00000 0.04212 0.08576 = 0.08322 -0.00762 0.02091 -0.00154 N5 3 0.739233 0.548585 0.497489 11.00000 0.05187 0.05556 = 0.03871 0.00128 0.00840 0.00915 N6 3 0.078134 0.625484 0.500047 11.00000 0.05711 0.06546 = 0.08199 0.00121 0.02646 0.00314 N7 3 0.010224 0.705100 0.760393 11.00000 0.06196 0.05648 = 0.03907 0.00088 0.00959 0.01005 N8 3 0.669669 0.627380 0.756250 11.00000 0.05601 0.07088 = 0.08119 0.00334 0.01382 0.00456 N9 3 0.779349 0.506110 0.745907 11.00000 0.03792 0.07587 = 0.05938 0.00574 0.01573 0.00174 AFIX 93 H9E 2 0.736742 0.536508 0.747992 11.00000 -1.20000 H9D 2 0.731935 0.476343 0.743889 11.00000 -1.20000 AFIX 0 N10 3 1.470715 0.501634 0.748086 11.00000 0.03794 0.08877 = 0.07677 0.00058 0.01481 0.00055 N11 3 0.011377 0.300718 0.737973 11.00000 0.04932 0.05521 = 0.04586 0.00430 0.01259 -0.00781 N12 3 0.678716 0.380311 0.752954 11.00000 0.05234 0.06652 = 0.06192 0.00343 0.01704 -0.00151 C1 1 0.605805 0.938982 0.508583 11.00000 0.05167 0.03544 = 0.03934 0.00070 0.01365 0.00025 C2 1 0.557415 0.934296 0.572874 11.00000 0.05533 0.04188 = 0.03471 -0.00203 0.01053 -0.00118 AFIX 43 H2 2 0.619243 0.942725 0.618363 11.00000 -1.20000 AFIX 0 C3 1 0.422708 0.917773 0.569935 11.00000 0.05416 0.04362 = 0.03795 -0.00037 0.01349 0.00118 AFIX 43 H3 2 0.392356 0.915095 0.613515 11.00000 -1.20000 AFIX 0 C4 1 0.328698 0.904730 0.503903 11.00000 0.04924 0.04164 = 0.04205 0.00076 0.01049 0.00174 C5 1 0.374103 0.910150 0.439944 11.00000 0.05661 0.04441 = 0.03618 -0.00053 0.00804 0.00045 AFIX 43 H5 2 0.311177 0.902126 0.394611 11.00000 -1.20000 AFIX 0 C6 1 0.508593 0.926936 0.442282 11.00000 0.06147 0.04303 = 0.03937 0.00161 0.01471 0.00031 AFIX 43 H6 2 0.537098 0.930555 0.398295 11.00000 -1.20000 AFIX 0 C7 1 0.188659 0.886666 0.502392 11.00000 0.05270 0.05286 = 0.04011 0.00113 0.00777 0.00214 C8 1 0.787465 0.959800 0.444545 11.00000 0.06023 0.06614 = 0.05431 0.00143 0.02642 -0.00332 AFIX 137 H8A 2 0.773947 0.926448 0.417532 11.00000 -1.50000 H8B 2 0.887744 0.969380 0.456596 11.00000 -1.50000 H8C 2 0.732227 0.987720 0.414785 11.00000 -1.50000 AFIX 0 C9 1 0.841670 0.964836 0.579097 11.00000 0.05359 0.07047 = 0.05338 0.00236 0.01226 -0.00638 AFIX 137 H9A 2 0.813155 0.996980 0.600466 11.00000 -1.50000 H9B 2 0.935607 0.969973 0.570482 11.00000 -1.50000 H9C 2 0.844360 0.935100 0.612397 11.00000 -1.50000 AFIX 0 C10 1 -0.166409 0.748198 0.511986 11.00000 0.03649 0.05344 = 0.03233 0.00026 0.00859 0.00167 C11 1 -0.235578 0.796035 0.519167 11.00000 0.04723 0.03983 = 0.03961 0.00045 0.01061 -0.00744 AFIX 43 H11 2 -0.184729 0.828354 0.523129 11.00000 -1.20000 AFIX 0 C12 1 -0.375657 0.796600 0.520523 11.00000 0.04541 0.03487 = 0.04138 0.00065 0.00964 0.00462 AFIX 43 H12 2 -0.420697 0.829242 0.525156 11.00000 -1.20000 AFIX 0 C13 1 -0.452317 0.749392 0.515120 11.00000 0.03811 0.04218 = 0.03579 -0.00027 0.00960 -0.00121 C14 1 -0.383977 0.701848 0.509019 11.00000 0.04744 0.03508 = 0.03873 -0.00248 0.00990 -0.00448 AFIX 43 H14 2 -0.434822 0.669563 0.505753 11.00000 -1.20000 AFIX 0 C15 1 -0.244675 0.701103 0.507676 11.00000 0.04657 0.03956 = 0.04026 -0.00216 0.01074 0.00681 AFIX 43 H15 2 -0.200025 0.668253 0.503768 11.00000 -1.20000 AFIX 0 C16 1 -0.600035 0.750039 0.514364 11.00000 0.04145 0.04805 = 0.04786 -0.00274 0.00994 0.00123 C17 1 0.603702 0.560400 0.497780 11.00000 0.04963 0.03242 = 0.03701 0.00182 0.00860 0.00048 C18 1 0.499049 0.569459 0.432095 11.00000 0.05332 0.04104 = 0.03374 0.00090 0.01050 -0.00095 AFIX 43 H18 2 0.522239 0.564472 0.386943 11.00000 -1.20000 AFIX 0 C19 1 0.365738 0.585227 0.433183 11.00000 0.05104 0.04446 = 0.04129 0.00350 0.00816 -0.00038 AFIX 43 H19 2 0.298233 0.591695 0.388742 11.00000 -1.20000 AFIX 0 C20 1 0.326848 0.592032 0.498944 11.00000 0.05054 0.03860 = 0.04985 0.00070 0.01415 -0.00091 C21 1 0.426846 0.580546 0.563305 11.00000 0.06160 0.04152 = 0.04157 -0.00054 0.01643 0.00164 AFIX 43 H21 2 0.401107 0.583259 0.608136 11.00000 -1.20000 AFIX 0 C22 1 0.560423 0.565545 0.563020 11.00000 0.06100 0.04063 = 0.03528 0.00097 0.00877 0.00064 AFIX 43 H22 2 0.626239 0.558350 0.607774 11.00000 -1.20000 AFIX 0 C23 1 0.187788 0.610328 0.499666 11.00000 0.05344 0.05317 = 0.05413 0.00084 0.01717 -0.00101 C24 1 0.845012 0.541155 0.565138 11.00000 0.05358 0.06770 = 0.05061 0.00672 0.00508 0.00583 AFIX 137 H24A 2 0.843741 0.571469 0.597014 11.00000 -1.50000 H24B 2 0.938531 0.538194 0.555275 11.00000 -1.50000 H24C 2 0.824196 0.508783 0.588810 11.00000 -1.50000 AFIX 0 C25 1 0.782524 0.538931 0.430919 11.00000 0.05215 0.05575 = 0.04685 0.00351 0.01390 0.00581 AFIX 137 H25A 2 0.733088 0.507754 0.406527 11.00000 -1.50000 H25B 2 0.884671 0.532792 0.442311 11.00000 -1.50000 H25C 2 0.759021 0.569733 0.399003 11.00000 -1.50000 AFIX 0 C26 1 0.144559 0.692403 0.759580 11.00000 0.05386 0.03401 = 0.03593 -0.00060 0.00695 0.00260 C27 1 0.248653 0.681357 0.824339 11.00000 0.06658 0.04003 = 0.03486 -0.00160 0.00776 0.00117 AFIX 43 H27 2 0.225351 0.685082 0.869666 11.00000 -1.20000 AFIX 0 C28 1 0.381305 0.665525 0.822953 11.00000 0.05986 0.04457 = 0.04172 0.00106 0.00160 -0.00228 AFIX 43 H28 2 0.448254 0.657961 0.867202 11.00000 -1.20000 AFIX 0 C29 1 0.420423 0.660236 0.757439 11.00000 0.05288 0.03864 = 0.05073 -0.00106 0.01101 -0.00031 C30 1 0.321419 0.673310 0.692989 11.00000 0.06223 0.04041 = 0.04226 -0.00030 0.00964 0.00111 AFIX 43 H30 2 0.347782 0.671506 0.648245 11.00000 -1.20000 AFIX 0 C31 1 0.187531 0.688612 0.693565 11.00000 0.06398 0.03652 = 0.03587 0.00081 0.00532 0.00289 AFIX 43 H31 2 0.121998 0.696864 0.649117 11.00000 -1.20000 AFIX 0 C32 1 0.559151 0.642213 0.756089 11.00000 0.05298 0.05516 = 0.05960 -0.00043 0.00802 -0.00366 C33 1 -0.096177 0.713632 0.693465 11.00000 0.05765 0.06484 = 0.04739 0.00317 0.00581 0.00973 AFIX 137 H33A 2 -0.076702 0.746854 0.671294 11.00000 -1.50000 H33B 2 -0.189545 0.715514 0.703719 11.00000 -1.50000 H33C 2 -0.094279 0.684301 0.660098 11.00000 -1.50000 AFIX 0 C34 1 -0.029323 0.712932 0.828242 11.00000 0.06952 0.06243 = 0.05037 0.00007 0.02172 0.00579 AFIX 137 H34A 2 -0.010703 0.680505 0.857189 11.00000 -1.50000 H34B 2 -0.130079 0.721545 0.818270 11.00000 -1.50000 H34C 2 0.026094 0.742038 0.855109 11.00000 -1.50000 AFIX 0 C35 1 0.918134 0.505139 0.745805 11.00000 0.03596 0.05534 = 0.03039 0.00288 0.00747 0.00282 C36 1 0.988707 0.457111 0.741610 11.00000 0.04802 0.04097 = 0.04012 0.00267 0.01146 -0.00701 AFIX 43 H36 2 0.938233 0.424747 0.738442 11.00000 -1.20000 AFIX 0 C37 1 1.129068 0.456447 0.742037 11.00000 0.04704 0.03627 = 0.04056 0.00236 0.01309 0.00422 AFIX 43 H37 2 1.175049 0.423620 0.739845 11.00000 -1.20000 AFIX 0 C38 1 1.205350 0.503438 0.745656 11.00000 0.03673 0.04272 = 0.03391 -0.00020 0.00954 0.00226 C39 1 1.135946 0.551367 0.749024 11.00000 0.04561 0.03647 = 0.04143 -0.00277 0.00974 -0.00454 AFIX 43 H39 2 1.186467 0.583667 0.751354 11.00000 -1.20000 AFIX 0 C40 1 0.995872 0.552143 0.748991 11.00000 0.04913 0.04102 = 0.04104 -0.00252 0.01232 0.00809 AFIX 43 H40 2 0.950401 0.585081 0.751164 11.00000 -1.20000 AFIX 0 C41 1 1.353544 0.502531 0.747874 11.00000 0.04157 0.04798 = 0.04476 -0.00035 0.00963 0.00184 C42 1 0.148286 0.314036 0.742190 11.00000 0.04719 0.03475 = 0.04009 0.00270 0.01332 0.00247 C43 1 0.198245 0.320613 0.678686 11.00000 0.05370 0.04175 = 0.03717 0.00036 0.00989 -0.00217 AFIX 43 H43 2 0.136554 0.313849 0.632571 11.00000 -1.20000 AFIX 0 C44 1 0.333679 0.336519 0.682969 11.00000 0.05689 0.04186 = 0.03764 0.00108 0.01653 -0.00057 AFIX 43 H44 2 0.364570 0.340386 0.639688 11.00000 -1.20000 AFIX 0 C45 1 0.427472 0.347192 0.749367 11.00000 0.04678 0.04107 = 0.04250 0.00250 0.01418 0.00107 C46 1 0.381220 0.339549 0.813190 11.00000 0.05258 0.04490 = 0.03559 -0.00037 0.00929 0.00116 AFIX 43 H46 2 0.444257 0.345885 0.859060 11.00000 -1.20000 AFIX 0 C47 1 0.246224 0.323075 0.809543 11.00000 0.05567 0.04186 = 0.03768 0.00169 0.01522 -0.00007 AFIX 43 H47 2 0.217536 0.317575 0.853160 11.00000 -1.20000 AFIX 0 C48 1 0.567694 0.365610 0.752407 11.00000 0.04924 0.05023 = 0.04408 0.00122 0.01293 0.00266 C49 1 -0.037868 0.292250 0.802979 11.00000 0.05098 0.05854 = 0.05533 0.00304 0.02093 -0.00298 AFIX 137 H49A 2 0.013767 0.262610 0.830463 11.00000 -1.50000 H49B 2 -0.139081 0.284165 0.789515 11.00000 -1.50000 H49C 2 -0.021565 0.324253 0.832887 11.00000 -1.50000 AFIX 0 C50 1 -0.088163 0.292118 0.668719 11.00000 0.05119 0.06911 = 0.05635 0.00570 0.00813 -0.00410 AFIX 137 H50A 2 -0.086613 0.322533 0.637050 11.00000 -1.50000 H50B 2 -0.183331 0.287887 0.676110 11.00000 -1.50000 H50C 2 -0.061869 0.260118 0.646155 11.00000 -1.50000 AFIX 0 HKLF 4 REM C:\Users\lukman\Desktop\160K\160K_a_a.res in P2(1)/n REM R1 = 0.0896 for 6464 Fo > 4sig(Fo) and 0.1425 for all 11218 data REM 567 parameters refined using 0 restraints END WGHT 0.1420 2.9047 REM Highest difference peak 0.288, deepest hole -0.397, 1-sigma level 0.071 Q1 1 1.2780 0.4996 0.7557 11.00000 0.05 0.29 Q2 1 0.9525 0.9223 0.5040 11.00000 0.05 0.26 Q3 1 -0.1994 0.3336 0.7380 11.00000 0.05 0.24 Q4 1 0.6078 0.6188 0.4259 11.00000 0.05 0.23 Q5 1 0.3125 0.6194 0.7796 11.00000 0.05 0.23 Q6 1 -0.0982 0.6565 0.7607 11.00000 0.05 0.22 Q7 1 -0.0931 0.3419 0.7560 11.00000 0.05 0.22 Q8 1 -0.4173 0.8781 0.4980 11.00000 0.05 0.22 Q9 1 0.6320 0.3021 0.7415 11.00000 0.05 0.22 Q10 1 1.5663 0.5465 0.7395 11.00000 0.05 0.22 ; _shelx_res_checksum 60813 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 0.7407(2) 0.95365(9) 0.51085(12) 0.0526(5) Uani 1 1 d . . N2 N 0.0779(3) 0.87258(10) 0.50256(13) 0.0605(6) Uani 1 1 d . . N3 N -0.0286(2) 0.74745(10) 0.51047(13) 0.0574(6) Uani 1 1 d . . H3D H 0.013415 0.717177 0.506740 0.069 Uiso 1 1 calc R U H3E H 0.018960 0.777233 0.513217 0.069 Uiso 1 1 calc R U N4 N -0.7173(3) 0.75045(11) 0.51340(16) 0.0694(8) Uani 1 1 d . . N5 N 0.7392(2) 0.54858(9) 0.49749(11) 0.0492(5) Uani 1 1 d . . N6 N 0.0781(3) 0.62548(10) 0.50005(15) 0.0666(7) Uani 1 1 d . . N7 N 0.0102(2) 0.70510(9) 0.76039(11) 0.0530(6) Uani 1 1 d . . N8 N 0.6697(3) 0.62738(11) 0.75625(16) 0.0699(7) Uani 1 1 d . . N9 N 0.7793(2) 0.50611(10) 0.74591(13) 0.0571(6) Uani 1 1 d . . H9E H 0.736742 0.536508 0.747992 0.068 Uiso 1 1 calc R U H9D H 0.731935 0.476343 0.743889 0.068 Uiso 1 1 calc R U N10 N 1.4707(3) 0.50163(11) 0.74809(15) 0.0677(7) Uani 1 1 d . . N11 N 0.0114(2) 0.30072(9) 0.73797(12) 0.0500(5) Uani 1 1 d . . N12 N 0.6787(3) 0.38031(10) 0.75295(14) 0.0597(6) Uani 1 1 d . . C1 C 0.6058(3) 0.93898(9) 0.50858(13) 0.0417(5) Uani 1 1 d . . C2 C 0.5574(3) 0.93430(9) 0.57287(13) 0.0441(5) Uani 1 1 d . . H2 H 0.619243 0.942725 0.618363 0.053 Uiso 1 1 calc R U C3 C 0.4227(3) 0.91777(10) 0.56993(13) 0.0449(6) Uani 1 1 d . . H3 H 0.392356 0.915095 0.613515 0.054 Uiso 1 1 calc R U C4 C 0.3287(3) 0.90473(10) 0.50390(13) 0.0444(5) Uani 1 1 d . . C5 C 0.3741(3) 0.91015(10) 0.43994(13) 0.0463(6) Uani 1 1 d . . H5 H 0.311177 0.902126 0.394611 0.056 Uiso 1 1 calc R U C6 C 0.5086(3) 0.92694(10) 0.44228(13) 0.0476(6) Uani 1 1 d . . H6 H 0.537098 0.930555 0.398295 0.057 Uiso 1 1 calc R U C7 C 0.1887(3) 0.88667(11) 0.50239(13) 0.0492(6) Uani 1 1 d . . C8 C 0.7875(3) 0.95980(12) 0.44454(15) 0.0581(7) Uani 1 1 d . . H8A H 0.773947 0.926448 0.417532 0.087 Uiso 1 1 calc R U H8B H 0.887744 0.969380 0.456596 0.087 Uiso 1 1 calc R U H8C H 0.732227 0.987720 0.414785 0.087 Uiso 1 1 calc R U C9 C 0.8417(3) 0.96484(13) 0.57910(15) 0.0593(7) Uani 1 1 d . . H9A H 0.813155 0.996980 0.600466 0.089 Uiso 1 1 calc R U H9B H 0.935607 0.969973 0.570482 0.089 Uiso 1 1 calc R U H9C H 0.844360 0.935100 0.612397 0.089 Uiso 1 1 calc R U C10 C -0.1664(2) 0.74820(9) 0.51199(12) 0.0407(5) Uani 1 1 d . . C11 C -0.2356(3) 0.79604(9) 0.51917(12) 0.0422(5) Uani 1 1 d . . H11 H -0.184729 0.828354 0.523129 0.051 Uiso 1 1 calc R U C12 C -0.3757(2) 0.79660(9) 0.52052(12) 0.0407(5) Uani 1 1 d . . H12 H -0.420697 0.829242 0.525156 0.049 Uiso 1 1 calc R U C13 C -0.4523(2) 0.74939(9) 0.51512(12) 0.0386(5) Uani 1 1 d . . C14 C -0.3840(3) 0.70185(9) 0.50902(12) 0.0405(5) Uani 1 1 d . . H14 H -0.434822 0.669563 0.505753 0.049 Uiso 1 1 calc R U C15 C -0.2447(2) 0.70110(10) 0.50768(12) 0.0421(5) Uani 1 1 d . . H15 H -0.200025 0.668253 0.503768 0.051 Uiso 1 1 calc R U C16 C -0.6000(3) 0.75004(9) 0.51436(14) 0.0460(6) Uani 1 1 d . . C17 C 0.6037(3) 0.56040(9) 0.49778(12) 0.0400(5) Uani 1 1 d . . C18 C 0.4990(3) 0.56946(9) 0.43210(12) 0.0427(5) Uani 1 1 d . . H18 H 0.522239 0.564472 0.386943 0.051 Uiso 1 1 calc R U C19 C 0.3657(3) 0.58523(10) 0.43318(13) 0.0462(6) Uani 1 1 d . . H19 H 0.298233 0.591695 0.388742 0.055 Uiso 1 1 calc R U C20 C 0.3268(3) 0.59203(10) 0.49894(14) 0.0460(6) Uani 1 1 d . . C21 C 0.4268(3) 0.58055(10) 0.56331(14) 0.0476(6) Uani 1 1 d . . H21 H 0.401107 0.583259 0.608136 0.057 Uiso 1 1 calc R U C22 C 0.5604(3) 0.56555(10) 0.56302(13) 0.0462(6) Uani 1 1 d . . H22 H 0.626239 0.558350 0.607774 0.055 Uiso 1 1 calc R U C23 C 0.1878(3) 0.61033(11) 0.49967(15) 0.0529(6) Uani 1 1 d . . C24 C 0.8450(3) 0.54115(12) 0.56514(15) 0.0587(7) Uani 1 1 d . . H24A H 0.843741 0.571469 0.597014 0.088 Uiso 1 1 calc R U H24B H 0.938531 0.538194 0.555275 0.088 Uiso 1 1 calc R U H24C H 0.824196 0.508783 0.588810 0.088 Uiso 1 1 calc R U C25 C 0.7825(3) 0.53893(11) 0.43092(14) 0.0513(6) Uani 1 1 d . . H25A H 0.733088 0.507754 0.406527 0.077 Uiso 1 1 calc R U H25B H 0.884671 0.532792 0.442311 0.077 Uiso 1 1 calc R U H25C H 0.759021 0.569733 0.399003 0.077 Uiso 1 1 calc R U C26 C 0.1446(3) 0.69240(9) 0.75958(12) 0.0420(5) Uani 1 1 d . . C27 C 0.2487(3) 0.68136(10) 0.82434(13) 0.0480(6) Uani 1 1 d . . H27 H 0.225351 0.685082 0.869666 0.058 Uiso 1 1 calc R U C28 C 0.3813(3) 0.66552(10) 0.82295(14) 0.0506(6) Uani 1 1 d . . H28 H 0.448254 0.657961 0.867202 0.061 Uiso 1 1 calc R U C29 C 0.4204(3) 0.66024(10) 0.75744(14) 0.0477(6) Uani 1 1 d . . C30 C 0.3214(3) 0.67331(10) 0.69299(14) 0.0489(6) Uani 1 1 d . . H30 H 0.347782 0.671506 0.648245 0.059 Uiso 1 1 calc R U C31 C 0.1875(3) 0.68861(9) 0.69357(13) 0.0467(6) Uani 1 1 d . . H31 H 0.121998 0.696864 0.649117 0.056 Uiso 1 1 calc R U C32 C 0.5592(3) 0.64221(12) 0.75609(16) 0.0569(7) Uani 1 1 d . . C33 C -0.0962(3) 0.71363(12) 0.69347(15) 0.0579(7) Uani 1 1 d . . H33A H -0.076702 0.746854 0.671294 0.087 Uiso 1 1 calc R U H33B H -0.189545 0.715514 0.703719 0.087 Uiso 1 1 calc R U H33C H -0.094279 0.684301 0.660098 0.087 Uiso 1 1 calc R U C34 C -0.0293(3) 0.71293(12) 0.82824(15) 0.0596(7) Uani 1 1 d . . H34A H -0.010703 0.680505 0.857189 0.089 Uiso 1 1 calc R U H34B H -0.130079 0.721545 0.818270 0.089 Uiso 1 1 calc R U H34C H 0.026094 0.742038 0.855109 0.089 Uiso 1 1 calc R U C35 C 0.9181(2) 0.50514(10) 0.74581(12) 0.0407(5) Uani 1 1 d . . C36 C 0.9887(3) 0.45711(10) 0.74161(13) 0.0429(5) Uani 1 1 d . . H36 H 0.938233 0.424747 0.738442 0.052 Uiso 1 1 calc R U C37 C 1.1291(3) 0.45645(9) 0.74204(12) 0.0409(5) Uani 1 1 d . . H37 H 1.175049 0.423620 0.739845 0.049 Uiso 1 1 calc R U C38 C 1.2054(2) 0.50344(9) 0.74566(12) 0.0376(5) Uani 1 1 d . . C39 C 1.1359(2) 0.55137(9) 0.74902(12) 0.0413(5) Uani 1 1 d . . H39 H 1.186467 0.583667 0.751354 0.050 Uiso 1 1 calc R U C40 C 0.9959(3) 0.55214(10) 0.74899(13) 0.0435(5) Uani 1 1 d . . H40 H 0.950401 0.585081 0.751164 0.052 Uiso 1 1 calc R U C41 C 1.3535(3) 0.50253(10) 0.74787(14) 0.0450(6) Uani 1 1 d . . C42 C 0.1483(2) 0.31404(9) 0.74219(13) 0.0402(5) Uani 1 1 d . . C43 C 0.1982(3) 0.32061(10) 0.67869(13) 0.0444(5) Uani 1 1 d . . H43 H 0.136554 0.313849 0.632571 0.053 Uiso 1 1 calc R U C44 C 0.3337(3) 0.33652(10) 0.68297(13) 0.0446(5) Uani 1 1 d . . H44 H 0.364570 0.340386 0.639688 0.054 Uiso 1 1 calc R U C45 C 0.4275(3) 0.34719(10) 0.74937(13) 0.0429(5) Uani 1 1 d . . C46 C 0.3812(3) 0.33955(10) 0.81319(13) 0.0446(5) Uani 1 1 d . . H46 H 0.444257 0.345885 0.859060 0.054 Uiso 1 1 calc R U C47 C 0.2462(3) 0.32307(10) 0.80954(13) 0.0444(5) Uani 1 1 d . . H47 H 0.217536 0.317575 0.853160 0.053 Uiso 1 1 calc R U C48 C 0.5677(3) 0.36561(10) 0.75241(14) 0.0476(6) Uani 1 1 d . . C49 C -0.0379(3) 0.29225(11) 0.80298(15) 0.0536(6) Uani 1 1 d . . H49A H 0.013767 0.262610 0.830463 0.080 Uiso 1 1 calc R U H49B H -0.139081 0.284165 0.789515 0.080 Uiso 1 1 calc R U H49C H -0.021565 0.324253 0.832887 0.080 Uiso 1 1 calc R U C50 C -0.0882(3) 0.29212(13) 0.66872(16) 0.0598(7) Uani 1 1 d . . H50A H -0.086613 0.322533 0.637050 0.090 Uiso 1 1 calc R U H50B H -0.183331 0.287887 0.676110 0.090 Uiso 1 1 calc R U H50C H -0.061869 0.260118 0.646155 0.090 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 0.0569(13) 0.0598(14) 0.0431(11) -0.0007(10) 0.0164(10) -0.0105(10) N2 0.0548(14) 0.0729(17) 0.0533(14) 0.0002(12) 0.0121(11) -0.0044(12) N3 0.0375(11) 0.0732(17) 0.0628(15) -0.0023(12) 0.0149(10) 0.0014(10) N4 0.0421(14) 0.086(2) 0.0832(19) -0.0076(14) 0.0209(13) -0.0015(11) N5 0.0519(12) 0.0556(13) 0.0387(11) 0.0013(9) 0.0084(9) 0.0091(10) N6 0.0571(15) 0.0655(16) 0.0820(18) 0.0012(13) 0.0265(13) 0.0031(12) N7 0.0620(14) 0.0565(14) 0.0391(11) 0.0009(9) 0.0096(10) 0.0101(10) N8 0.0560(15) 0.0709(17) 0.0812(19) 0.0033(14) 0.0138(13) 0.0046(13) N9 0.0379(12) 0.0759(17) 0.0594(14) 0.0057(12) 0.0157(10) 0.0017(10) N10 0.0379(13) 0.089(2) 0.0768(18) 0.0006(14) 0.0148(12) 0.0006(12) N11 0.0493(12) 0.0552(13) 0.0459(12) 0.0043(10) 0.0126(9) -0.0078(10) N12 0.0523(14) 0.0665(16) 0.0619(15) 0.0034(12) 0.0170(11) -0.0015(12) C1 0.0517(14) 0.0354(12) 0.0393(12) 0.0007(9) 0.0137(10) 0.0003(10) C2 0.0553(14) 0.0419(13) 0.0347(11) -0.0020(9) 0.0105(10) -0.0012(10) C3 0.0542(14) 0.0436(13) 0.0380(12) -0.0004(10) 0.0135(10) 0.0012(11) C4 0.0492(14) 0.0416(13) 0.0421(12) 0.0008(10) 0.0105(10) 0.0017(10) C5 0.0566(15) 0.0444(13) 0.0362(12) -0.0005(10) 0.0080(10) 0.0004(11) C6 0.0615(16) 0.0430(13) 0.0394(12) 0.0016(10) 0.0147(11) 0.0003(11) C7 0.0527(15) 0.0529(15) 0.0401(13) 0.0011(11) 0.0078(11) 0.0021(12) C8 0.0602(17) 0.0661(18) 0.0543(16) 0.0014(13) 0.0264(13) -0.0033(13) C9 0.0536(16) 0.0705(19) 0.0534(16) 0.0024(13) 0.0123(12) -0.0064(13) C10 0.0365(12) 0.0534(14) 0.0323(11) 0.0003(9) 0.0086(9) 0.0017(9) C11 0.0472(13) 0.0398(12) 0.0396(12) 0.0004(9) 0.0106(10) -0.0074(10) C12 0.0454(13) 0.0349(12) 0.0414(12) 0.0006(9) 0.0096(10) 0.0046(9) C13 0.0381(12) 0.0422(13) 0.0358(11) -0.0003(9) 0.0096(9) -0.0012(9) C14 0.0474(13) 0.0351(12) 0.0387(12) -0.0025(9) 0.0099(10) -0.0045(9) C15 0.0466(13) 0.0396(12) 0.0403(12) -0.0022(9) 0.0107(10) 0.0068(10) C16 0.0415(14) 0.0481(15) 0.0479(14) -0.0027(10) 0.0099(11) 0.0012(10) C17 0.0496(13) 0.0324(11) 0.0370(11) 0.0018(9) 0.0086(10) 0.0005(9) C18 0.0533(14) 0.0410(13) 0.0337(11) 0.0009(9) 0.0105(10) -0.0009(10) C19 0.0510(14) 0.0445(13) 0.0413(12) 0.0035(10) 0.0082(10) -0.0004(11) C20 0.0505(14) 0.0386(13) 0.0498(14) 0.0007(10) 0.0141(11) -0.0009(10) C21 0.0616(16) 0.0415(13) 0.0416(13) -0.0005(10) 0.0164(11) 0.0016(11) C22 0.0610(15) 0.0406(13) 0.0353(12) 0.0010(9) 0.0088(10) 0.0006(11) C23 0.0534(16) 0.0532(15) 0.0541(15) 0.0008(12) 0.0172(12) -0.0010(12) C24 0.0536(16) 0.0677(18) 0.0506(15) 0.0067(13) 0.0051(12) 0.0058(13) C25 0.0521(15) 0.0557(15) 0.0469(14) 0.0035(11) 0.0139(11) 0.0058(12) C26 0.0539(14) 0.0340(12) 0.0359(11) -0.0006(9) 0.0070(10) 0.0026(10) C27 0.0666(17) 0.0400(13) 0.0349(12) -0.0016(9) 0.0078(11) 0.0012(11) C28 0.0599(16) 0.0446(14) 0.0417(13) 0.0011(10) 0.0016(11) -0.0023(12) C29 0.0529(15) 0.0386(13) 0.0507(14) -0.0011(10) 0.0110(11) -0.0003(10) C30 0.0622(16) 0.0404(13) 0.0423(13) -0.0003(10) 0.0096(11) 0.0011(11) C31 0.0640(16) 0.0365(12) 0.0359(12) 0.0008(9) 0.0053(11) 0.0029(11) C32 0.0530(17) 0.0552(16) 0.0596(17) -0.0004(13) 0.0080(13) -0.0037(13) C33 0.0576(16) 0.0648(18) 0.0474(15) 0.0032(13) 0.0058(12) 0.0097(13) C34 0.0695(18) 0.0624(17) 0.0504(15) 0.0001(13) 0.0217(13) 0.0058(14) C35 0.0360(12) 0.0553(14) 0.0304(10) 0.0029(9) 0.0075(9) 0.0028(10) C36 0.0480(13) 0.0410(13) 0.0401(12) 0.0027(9) 0.0115(10) -0.0070(10) C37 0.0470(13) 0.0363(12) 0.0406(12) 0.0024(9) 0.0131(10) 0.0042(9) C38 0.0367(12) 0.0427(12) 0.0339(11) -0.0002(9) 0.0095(9) 0.0023(9) C39 0.0456(13) 0.0365(12) 0.0414(12) -0.0028(9) 0.0097(10) -0.0045(9) C40 0.0491(14) 0.0410(13) 0.0410(12) -0.0025(10) 0.0123(10) 0.0081(10) C41 0.0416(14) 0.0480(14) 0.0448(13) -0.0004(10) 0.0096(10) 0.0018(10) C42 0.0472(13) 0.0347(12) 0.0401(12) 0.0027(9) 0.0133(10) 0.0025(9) C43 0.0537(14) 0.0417(13) 0.0372(12) 0.0004(9) 0.0099(10) -0.0022(10) C44 0.0569(15) 0.0419(13) 0.0376(12) 0.0011(10) 0.0165(10) -0.0006(11) C45 0.0468(13) 0.0411(13) 0.0425(12) 0.0025(10) 0.0142(10) 0.0011(10) C46 0.0526(14) 0.0449(13) 0.0356(12) -0.0004(10) 0.0093(10) 0.0012(11) C47 0.0557(15) 0.0419(13) 0.0377(12) 0.0017(9) 0.0152(10) -0.0001(11) C48 0.0492(15) 0.0502(15) 0.0441(13) 0.0012(11) 0.0129(11) 0.0027(11) C49 0.0510(15) 0.0585(16) 0.0553(15) 0.0030(12) 0.0209(12) -0.0030(12) C50 0.0512(15) 0.0691(19) 0.0564(16) 0.0057(14) 0.0081(12) -0.0041(13) 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 121.4(2) C1 N1 C8 120.8(2) C9 N1 C8 117.8(2) C10 N3 H3D 120.0 C10 N3 H3E 120.0 H3D N3 H3E 120.0 C17 N5 C24 120.4(2) C17 N5 C25 122.3(2) C24 N5 C25 117.1(2) C26 N7 C33 120.8(2) C26 N7 C34 120.9(2) C33 N7 C34 118.2(2) C35 N9 H9E 120.0 C35 N9 H9D 120.0 H9E N9 H9D 120.0 C42 N11 C50 121.3(2) C42 N11 C49 120.9(2) C50 N11 C49 117.7(2) N1 C1 C6 121.3(2) N1 C1 C2 121.4(2) C6 C1 C2 117.3(2) C3 C2 C1 120.7(2) C3 C2 H2 119.6 C1 C2 H2 119.6 C2 C3 C4 121.3(2) C2 C3 H3 119.4 C4 C3 H3 119.4 C3 C4 C5 118.6(2) C3 C4 C7 120.2(2) C5 C4 C7 121.2(2) C6 C5 C4 120.5(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 178.7(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 121.1(2) N3 C10 C11 121.2(2) C15 C10 C11 117.8(2) C12 C11 C10 120.9(2) C12 C11 H11 119.5 C10 C11 H11 119.5 C11 C12 C13 120.4(2) C11 C12 H12 119.8 C13 C12 H12 119.8 C14 C13 C12 118.9(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 119.5 C10 C15 H15 119.5 N4 C16 C13 179.6(3) N5 C17 C22 121.8(2) N5 C17 C18 121.4(2) C22 C17 C18 116.8(2) C19 C18 C17 120.9(2) C19 C18 H18 119.5 C17 C18 H18 119.5 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 121.1(2) C19 C20 C23 120.7(2) C22 C21 C20 121.2(2) C22 C21 H21 119.4 C20 C21 H21 119.4 C21 C22 C17 121.6(2) C21 C22 H22 119.2 C17 C22 H22 119.2 N6 C23 C20 179.1(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 121.7(2) N7 C26 C31 121.6(2) C27 C26 C31 116.7(2) C28 C27 C26 121.5(2) C28 C27 H27 119.3 C26 C27 H27 119.3 C27 C28 C29 121.1(2) C27 C28 H28 119.5 C29 C28 H28 119.5 C28 C29 C30 118.5(2) C28 C29 C32 120.9(2) C30 C29 C32 120.6(2) C31 C30 C29 121.0(2) C31 C30 H30 119.5 C29 C30 H30 119.5 C30 C31 C26 121.2(2) C30 C31 H31 119.4 C26 C31 H31 119.4 N8 C32 C29 178.7(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 121.0(2) N9 C35 C36 121.3(2) C40 C35 C36 117.8(2) C37 C36 C35 120.9(2) C37 C36 H36 119.5 C35 C36 H36 119.5 C36 C37 C38 120.8(2) C36 C37 H37 119.6 C38 C37 H37 119.6 C37 C38 C39 118.8(2) C37 C38 C41 120.6(2) C39 C38 C41 120.6(2) C40 C39 C38 120.6(2) C40 C39 H39 119.7 C38 C39 H39 119.7 C39 C40 C35 121.2(2) C39 C40 H40 119.4 C35 C40 H40 119.4 N10 C41 C38 178.5(3) N11 C42 C47 121.8(2) N11 C42 C43 121.1(2) C47 C42 C43 117.0(2) C44 C43 C42 121.0(2) C44 C43 H43 119.5 C42 C43 H43 119.5 C43 C44 C45 121.5(2) C43 C44 H44 119.3 C45 C44 H44 119.3 C44 C45 C46 118.5(2) C44 C45 C48 120.5(2) C46 C45 C48 121.0(2) C47 C46 C45 120.5(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 178.3(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 1.452(3) N1 C8 1.453(3) N2 C7 1.140(3) N3 C10 1.354(3) N3 H3D 0.8800 N3 H3E 0.8800 N4 C16 1.141(3) N5 C17 1.359(3) N5 C24 1.451(3) N5 C25 1.452(3) N6 C23 1.140(3) N7 C26 1.355(3) N7 C33 1.448(3) N7 C34 1.450(3) N8 C32 1.142(4) N9 C35 1.357(3) N9 H9E 0.8800 N9 H9D 0.8800 N10 C41 1.144(3) N11 C42 1.362(3) N11 C50 1.449(3) N11 C49 1.450(3) N12 C48 1.144(3) C1 C6 1.413(3) C1 C2 1.422(3) C2 C3 1.369(3) C2 H2 0.9500 C3 C4 1.401(3) C3 H3 0.9500 C4 C5 1.402(3) C4 C7 1.436(4) C5 C6 1.371(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 1.407(3) C10 C11 1.409(3) C11 C12 1.375(3) C11 H11 0.9500 C12 C13 1.400(3) C12 H12 0.9500 C13 C14 1.394(3) C13 C16 1.440(3) C14 C15 1.368(3) C14 H14 0.9500 C15 H15 0.9500 C17 C22 1.413(3) C17 C18 1.425(3) C18 C19 1.367(3) C18 H18 0.9500 C19 C20 1.406(3) 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 1.419(3) C26 C31 1.423(3) C27 C28 1.363(4) C27 H27 0.9500 C28 C29 1.398(4) C28 H28 0.9500 C29 C30 1.402(4) C29 C32 1.436(4) C30 C31 1.367(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 1.409(3) C36 C37 1.369(3) C36 H36 0.9500 C37 C38 1.396(3) C37 H37 0.9500 C38 C39 1.398(3) C38 C41 1.438(3) C39 C40 1.369(3) C39 H39 0.9500 C40 H40 0.9500 C42 C47 1.417(3) C42 C43 1.421(3) C43 C44 1.366(3) C43 H43 0.9500 C44 C45 1.393(3) C44 H44 0.9500 C45 C46 1.410(3) C45 C48 1.435(3) C46 C47 1.369(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