#------------------------------------------------------------------------------ #$Date: 2019-10-07 12:37:42 +0300 (Mon, 07 Oct 2019) $ #$Revision: 219131 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/44/7234422.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_7234422 loop_ _publ_author_name 'Liang Xu' 'Hai Zhu' 'Guankui Long' 'Jun Zhao' 'Dongsheng Li' 'Rakesh Ganguly' 'Yongxin Li' 'Qing-Hua Xu' 'Qichun Zhang' _publ_section_title ; 4-Diphenylamino-phenyl substituted pyrazine: nonlinear optical switching by protonation ; _journal_name_full 'Journal of Materials Chemistry C' _journal_page_first 9191 _journal_page_last 9196 _journal_paper_doi 10.1039/C5TC01657F _journal_volume 3 _journal_year 2015 _chemical_formula_sum 'C44 H32 N4' _chemical_formula_weight 616.73 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _cell_angle_alpha 97.458(3) _cell_angle_beta 104.211(3) _cell_angle_gamma 109.487(3) _cell_formula_units_Z 4 _cell_length_a 10.9996(4) _cell_length_b 15.5466(7) _cell_length_c 20.7794(10) _cell_measurement_reflns_used 7837 _cell_measurement_temperature 103.(2) _cell_measurement_theta_max 28.5751 _cell_measurement_theta_min 2.8051 _cell_volume 3159.0(3) _computing_cell_refinement 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_data_collection 'APEX2 (Bruker AXS Inc., 2014)' _computing_data_reduction 'SAINT V8.34A (Bruker AXS Inc., 2013)' _computing_molecular_graphics 'XP (Bruker AXS Inc., 2014)' _computing_publication_material 'APEX2 (Bruker AXS Inc., 2014)' _computing_structure_refinement 'SHELXL-2014/6 (Sheldrick, 2014)' _diffrn_ambient_temperature 103.(2) _diffrn_detector_area_resol_mean 8.3333 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.2025 _diffrn_reflns_av_unetI/netI 0.2437 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_number 76801 _diffrn_reflns_theta_full 28.87 _diffrn_reflns_theta_max 28.87 _diffrn_reflns_theta_min 2.02 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS V2014/4 (Bruker AXS Inc.)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 1296 _exptl_crystal_size_max 0.420 _exptl_crystal_size_mid 0.160 _exptl_crystal_size_min 0.040 _refine_diff_density_max 0.310 _refine_diff_density_min -0.361 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.905 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 865 _refine_ls_number_reflns 16434 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.905 _refine_ls_R_factor_all 0.2432 _refine_ls_R_factor_gt 0.0780 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0707P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1405 _refine_ls_wR_factor_ref 0.2041 _reflns_number_gt 5742 _reflns_number_total 16434 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file J-Mater-Chem-C-2015-3-9191.cif _cod_data_source_block I _cod_original_cell_volume 3159.0(2) _cod_database_code 7234422 _shelx_res_file ; TITL zqc1 in P-1 CELL 0.71073 10.99960 15.54660 20.77940 97.4578 104.2111 109.4866 ZERR 4.00 0.00040 0.00070 0.00100 0.0030 0.0028 0.0027 LATT 1 SFAC C H N UNIT 176 128 16 omit 0 -1 2 omit 0 1 0 omit 0 0 2 omit 0 -1 1 omit 0 1 1 omit 1 0 0 omit -1 0 1 omit -1 0 2 L.S. 6 ACTA BOND $H FMAP 2 PLAN 5 SIZE 0.04 0.16 0.42 TEMP -170 WGHT 0.070700 FVAR 0.06359 C1 1 0.234850 0.086717 0.148241 11.00000 0.01939 0.02605 = 0.02822 0.00502 0.00415 0.00547 C2 1 0.203227 0.052906 0.203413 11.00000 0.02690 0.02980 = 0.02596 0.00451 0.00673 0.00613 AFIX 43 H2 2 0.246009 0.091555 0.248289 11.00000 -1.20000 AFIX 0 C3 1 0.108699 -0.037736 0.192630 11.00000 0.03170 0.03118 = 0.04030 0.01288 0.01525 0.01232 AFIX 43 H3 2 0.088885 -0.061499 0.230318 11.00000 -1.20000 AFIX 0 C4 1 0.044013 -0.092865 0.127391 11.00000 0.03076 0.02287 = 0.05347 0.00907 0.01381 0.00689 AFIX 43 H4 2 -0.021846 -0.154139 0.119949 11.00000 -1.20000 AFIX 0 C5 1 0.075155 -0.058806 0.072644 11.00000 0.02648 0.02543 = 0.03929 -0.00453 0.00296 0.00316 AFIX 43 H5 2 0.030511 -0.097028 0.027701 11.00000 -1.20000 AFIX 0 C6 1 0.170484 0.030184 0.082804 11.00000 0.02579 0.03318 = 0.02830 0.00258 0.00698 0.00914 AFIX 43 H6 2 0.191994 0.052695 0.045011 11.00000 -1.20000 AFIX 0 C7 1 0.312567 0.232227 0.109280 11.00000 0.02095 0.02403 = 0.02018 0.00384 0.00497 0.00189 C8 1 0.417389 0.278423 0.084791 11.00000 0.02448 0.02927 = 0.02645 0.00330 0.00379 0.00541 AFIX 43 H8 2 0.503792 0.274929 0.101173 11.00000 -1.20000 AFIX 0 C9 1 0.395240 0.329448 0.036497 11.00000 0.03042 0.03811 = 0.02822 0.01052 0.01052 0.00382 AFIX 43 H9 2 0.467569 0.361627 0.020448 11.00000 -1.20000 AFIX 0 C10 1 0.270188 0.334582 0.011132 11.00000 0.03260 0.03073 = 0.02959 0.00938 0.00503 0.00576 AFIX 43 H10 2 0.255971 0.369513 -0.022276 11.00000 -1.20000 AFIX 0 C11 1 0.166491 0.288200 0.035099 11.00000 0.02869 0.02777 = 0.02665 0.00171 0.00259 0.00944 AFIX 43 H11 2 0.079962 0.291282 0.018140 11.00000 -1.20000 AFIX 0 C12 1 0.186944 0.236940 0.083804 11.00000 0.02501 0.02565 = 0.02593 0.00098 0.00736 0.00442 AFIX 43 H12 2 0.114304 0.204939 0.099717 11.00000 -1.20000 AFIX 0 C13 1 0.458753 0.207714 0.210455 11.00000 0.02038 0.02473 = 0.02028 0.00113 0.00393 0.00329 C14 1 0.515886 0.143345 0.227637 11.00000 0.03027 0.01829 = 0.03113 -0.00300 0.00182 0.00437 AFIX 43 H14 2 0.468988 0.078909 0.205248 11.00000 -1.20000 AFIX 0 C15 1 0.640209 0.172064 0.276950 11.00000 0.02467 0.02373 = 0.03484 0.00712 0.00720 0.00821 AFIX 43 H15 2 0.677780 0.126782 0.287313 11.00000 -1.20000 AFIX 0 C16 1 0.712133 0.265316 0.311926 11.00000 0.02059 0.02053 = 0.01929 0.00310 0.00415 0.00231 C17 1 0.652704 0.329090 0.295671 11.00000 0.02398 0.02072 = 0.02169 0.00264 0.00651 0.00406 AFIX 43 H17 2 0.698257 0.393097 0.319343 11.00000 -1.20000 AFIX 0 C18 1 0.528768 0.301509 0.245823 11.00000 0.02634 0.02472 = 0.02561 0.00452 0.00621 0.00957 AFIX 43 H18 2 0.490975 0.346715 0.235562 11.00000 -1.20000 AFIX 0 C19 1 0.845655 0.288114 0.365068 11.00000 0.02667 0.02260 = 0.02091 0.00303 0.00985 0.00869 C20 1 0.954061 0.379092 0.387100 11.00000 0.02704 0.02068 = 0.01382 0.00387 0.00832 0.00703 C21 1 1.088646 0.320145 0.456787 11.00000 0.02515 0.02363 = 0.01685 0.00163 0.00319 0.00857 C22 1 1.215894 0.332945 0.500360 11.00000 0.02029 0.02644 = 0.01992 0.00179 0.00335 0.00293 AFIX 43 H22 2 1.288778 0.392219 0.512691 11.00000 -1.20000 AFIX 0 C23 1 1.234147 0.258659 0.525115 11.00000 0.02880 0.04278 = 0.01958 0.00420 0.00235 0.01581 AFIX 43 H23 2 1.320567 0.266206 0.553842 11.00000 -1.20000 AFIX 0 C24 1 1.125434 0.171921 0.508001 11.00000 0.04684 0.02738 = 0.02424 0.00751 0.01001 0.01933 AFIX 43 H24 2 1.138757 0.121613 0.526214 11.00000 -1.20000 AFIX 0 C25 1 1.000853 0.158334 0.465695 11.00000 0.03016 0.01740 = 0.02627 0.00006 0.00449 0.00681 AFIX 43 H25 2 0.927913 0.099402 0.455204 11.00000 -1.20000 AFIX 0 C26 1 0.981016 0.232488 0.437581 11.00000 0.02306 0.02246 = 0.01672 0.00047 0.00523 0.00659 C27 1 0.946523 0.461216 0.359709 11.00000 0.01631 0.01698 = 0.02036 0.00038 0.00439 -0.00062 C28 1 0.929880 0.534175 0.398044 11.00000 0.02708 0.02208 = 0.02020 0.00277 0.00555 0.00436 AFIX 43 H28 2 0.926821 0.532601 0.443185 11.00000 -1.20000 AFIX 0 C29 1 0.917658 0.609322 0.371383 11.00000 0.02626 0.01737 = 0.02109 -0.00099 0.00471 0.00453 AFIX 43 H29 2 0.905450 0.658412 0.398042 11.00000 -1.20000 AFIX 0 C30 1 0.923319 0.612658 0.305449 11.00000 0.01767 0.02109 = 0.02349 0.00454 0.00493 0.00202 C31 1 0.948199 0.542592 0.268106 11.00000 0.02309 0.02881 = 0.01825 0.00272 0.00761 0.00828 AFIX 43 H31 2 0.957580 0.546276 0.224191 11.00000 -1.20000 AFIX 0 C32 1 0.959182 0.467754 0.295143 11.00000 0.02633 0.02646 = 0.02169 0.00172 0.00752 0.01034 AFIX 43 H32 2 0.975592 0.420085 0.269359 11.00000 -1.20000 AFIX 0 C33 1 0.971703 0.779096 0.311108 11.00000 0.03382 0.02016 = 0.02168 0.00436 0.00943 0.00867 C34 1 0.912377 0.842571 0.323647 11.00000 0.03111 0.03061 = 0.03340 0.00944 0.01129 0.01217 AFIX 43 H34 2 0.816390 0.822495 0.309183 11.00000 -1.20000 AFIX 0 C35 1 0.991534 0.935068 0.357068 11.00000 0.03835 0.02827 = 0.03681 0.00057 0.01134 0.01288 AFIX 43 H35 2 0.949652 0.978467 0.363938 11.00000 -1.20000 AFIX 0 C36 1 1.131334 0.964672 0.380527 11.00000 0.04444 0.02256 = 0.03834 0.00095 0.00973 0.00688 AFIX 43 H36 2 1.185219 1.028105 0.403719 11.00000 -1.20000 AFIX 0 C37 1 1.192170 0.901835 0.370139 11.00000 0.03242 0.02633 = 0.02847 0.00306 0.00343 0.00391 AFIX 43 H37 2 1.288055 0.921852 0.386603 11.00000 -1.20000 AFIX 0 C38 1 1.113547 0.809396 0.335670 11.00000 0.03334 0.02421 = 0.02912 0.00825 0.01072 0.00770 AFIX 43 H38 2 1.155912 0.766348 0.328642 11.00000 -1.20000 AFIX 0 C39 1 0.772020 0.656197 0.222478 11.00000 0.02891 0.02736 = 0.01685 0.00532 0.00791 0.01204 C40 1 0.743440 0.717298 0.183605 11.00000 0.03282 0.02802 = 0.03067 0.01178 0.00971 0.00866 AFIX 43 H40 2 0.809933 0.778276 0.190865 11.00000 -1.20000 AFIX 0 C41 1 0.618569 0.690055 0.134235 11.00000 0.04601 0.04510 = 0.03460 0.01612 0.00688 0.02129 AFIX 43 H41 2 0.599447 0.733094 0.108796 11.00000 -1.20000 AFIX 0 C42 1 0.521758 0.600826 0.121753 11.00000 0.03560 0.04757 = 0.03914 0.01091 0.00386 0.01737 AFIX 43 H42 2 0.435997 0.582810 0.088315 11.00000 -1.20000 AFIX 0 C43 1 0.550320 0.538540 0.157931 11.00000 0.03200 0.02929 = 0.03278 0.00425 0.00620 0.00635 AFIX 43 H43 2 0.485198 0.476521 0.148522 11.00000 -1.20000 AFIX 0 C44 1 0.673614 0.565590 0.208110 11.00000 0.02527 0.02515 = 0.02806 0.00628 0.00666 0.00786 AFIX 43 H44 2 0.691773 0.521984 0.233210 11.00000 -1.20000 AFIX 0 C46 1 -0.249757 0.084455 0.123220 11.00000 0.02052 0.02276 = 0.02874 -0.00013 0.00061 0.00069 C47 1 -0.388903 0.058116 0.101723 11.00000 0.03026 0.03111 = 0.03052 0.00210 0.00982 0.00890 AFIX 43 H47 2 -0.427176 0.104183 0.106336 11.00000 -1.20000 AFIX 0 C48 1 -0.472972 -0.035208 0.073452 11.00000 0.02317 0.03274 = 0.03482 0.00578 0.00019 0.00268 AFIX 43 H48 2 -0.568589 -0.052885 0.059409 11.00000 -1.20000 AFIX 0 C49 1 -0.418355 -0.102725 0.065583 11.00000 0.03146 0.01944 = 0.03831 -0.00025 -0.00227 -0.00122 AFIX 43 H49 2 -0.475885 -0.166574 0.045709 11.00000 -1.20000 AFIX 0 C50 1 -0.278916 -0.076163 0.087004 11.00000 0.02833 0.02390 = 0.04722 0.00121 0.00374 0.00527 AFIX 43 H50 2 -0.240795 -0.122243 0.081967 11.00000 -1.20000 AFIX 0 C51 1 -0.194432 0.016744 0.115668 11.00000 0.02267 0.03175 = 0.03689 0.00517 0.00178 0.00687 AFIX 43 H51 2 -0.098849 0.034253 0.130161 11.00000 -1.20000 AFIX 0 C52 1 -0.195662 0.241997 0.106218 11.00000 0.01667 0.02336 = 0.02679 0.00291 0.00103 0.00346 C53 1 -0.202276 0.223415 0.038532 11.00000 0.02437 0.04189 = 0.02964 0.00138 0.00801 0.00169 AFIX 43 H53 2 -0.187863 0.169936 0.019772 11.00000 -1.20000 AFIX 0 C54 1 -0.229870 0.282502 -0.002151 11.00000 0.02498 0.06399 = 0.02588 0.00885 0.00485 -0.00838 AFIX 43 H54 2 -0.235765 0.268815 -0.048982 11.00000 -1.20000 AFIX 0 C55 1 -0.248894 0.361148 0.024745 11.00000 0.02354 0.04746 = 0.06284 0.02995 -0.00143 0.00018 AFIX 43 H55 2 -0.265694 0.402449 -0.003028 11.00000 -1.20000 AFIX 0 C56 1 -0.243252 0.379250 0.092603 11.00000 0.02192 0.03212 = 0.06221 0.00855 0.00534 0.00434 AFIX 43 H56 2 -0.256521 0.433133 0.111573 11.00000 -1.20000 AFIX 0 C57 1 -0.218451 0.319357 0.132700 11.00000 0.02783 0.03090 = 0.03643 0.00668 0.00901 0.01171 AFIX 43 H57 2 -0.216993 0.331308 0.178951 11.00000 -1.20000 AFIX 0 C58 1 -0.043233 0.214348 0.201764 11.00000 0.02372 0.02600 = 0.01685 -0.00137 0.00027 0.00831 C59 1 -0.025449 0.167969 0.253869 11.00000 0.02377 0.02870 = 0.02627 0.00211 0.00854 0.00293 AFIX 43 H59 2 -0.098742 0.114777 0.254896 11.00000 -1.20000 AFIX 0 C60 1 0.098491 0.198603 0.304510 11.00000 0.02891 0.02453 = 0.02237 0.00177 0.00848 0.00759 AFIX 43 H60 2 0.108655 0.165280 0.339389 11.00000 -1.20000 AFIX 0 C61 1 0.208646 0.277012 0.305635 11.00000 0.02341 0.02131 = 0.02210 -0.00045 0.00353 0.00796 C62 1 0.188717 0.323998 0.253928 11.00000 0.02479 0.02444 = 0.02401 -0.00024 0.00608 0.00791 AFIX 43 H62 2 0.261348 0.377957 0.253336 11.00000 -1.20000 AFIX 0 C63 1 0.065155 0.293842 0.203193 11.00000 0.02675 0.02520 = 0.02011 0.00104 0.00491 0.00832 AFIX 43 H63 2 0.054238 0.327927 0.168867 11.00000 -1.20000 AFIX 0 C64 1 0.342031 0.300302 0.357973 11.00000 0.02327 0.02211 = 0.02160 0.00467 0.00768 0.00522 C65 1 0.443978 0.393930 0.387347 11.00000 0.02215 0.02326 = 0.02200 0.00275 0.00762 0.00412 C66 1 0.585743 0.332157 0.449861 11.00000 0.02001 0.02269 = 0.01724 0.00123 0.00598 0.00468 C67 1 0.710134 0.344894 0.495836 11.00000 0.02632 0.02598 = 0.01903 0.00060 0.00350 0.00507 AFIX 43 H67 2 0.777500 0.406187 0.515330 11.00000 -1.20000 AFIX 0 C68 1 0.734261 0.269057 0.512533 11.00000 0.02786 0.03279 = 0.02367 0.00712 0.00763 0.01108 AFIX 43 H68 2 0.818141 0.277915 0.544526 11.00000 -1.20000 AFIX 0 C69 1 0.636514 0.177540 0.483012 11.00000 0.03361 0.03056 = 0.02937 0.00640 0.00706 0.01213 AFIX 43 H69 2 0.655782 0.125202 0.494326 11.00000 -1.20000 AFIX 0 C70 1 0.513956 0.163789 0.438113 11.00000 0.02992 0.02157 = 0.02818 0.00045 0.00530 0.00502 AFIX 43 H70 2 0.448028 0.102045 0.418459 11.00000 -1.20000 AFIX 0 C71 1 0.485962 0.240961 0.421210 11.00000 0.02194 0.02393 = 0.01783 0.00154 0.00514 0.00375 C72 1 0.428101 0.478767 0.367448 11.00000 0.02096 0.01835 = 0.01968 -0.00248 0.00355 0.00205 C73 1 0.524787 0.535450 0.342271 11.00000 0.02302 0.02248 = 0.03234 0.00192 0.00652 0.00512 AFIX 43 H73 2 0.604912 0.523963 0.343785 11.00000 -1.20000 AFIX 0 C74 1 0.505008 0.608138 0.315156 11.00000 0.02481 0.02220 = 0.02706 0.00329 0.01134 0.00041 AFIX 43 H74 2 0.571019 0.646104 0.297841 11.00000 -1.20000 AFIX 0 C75 1 0.388425 0.625546 0.313281 11.00000 0.02451 0.01715 = 0.02249 0.00116 0.00456 0.00271 C76 1 0.298651 0.574448 0.343551 11.00000 0.01986 0.02469 = 0.03304 0.00404 0.01023 0.00620 AFIX 43 H76 2 0.222934 0.589799 0.345895 11.00000 -1.20000 AFIX 0 C77 1 0.317457 0.501483 0.370400 11.00000 0.02584 0.02456 = 0.02645 0.00446 0.01085 0.00545 AFIX 43 H77 2 0.254758 0.466844 0.390879 11.00000 -1.20000 AFIX 0 C78 1 0.250552 0.656097 0.214945 11.00000 0.02623 0.02397 = 0.02220 0.00708 0.00792 0.00352 C79 1 0.180155 0.710969 0.190337 11.00000 0.03383 0.02396 = 0.02817 0.00501 0.00986 0.00871 AFIX 43 H79 2 0.207659 0.774088 0.214218 11.00000 -1.20000 AFIX 0 C80 1 0.069926 0.673780 0.131031 11.00000 0.03088 0.03659 = 0.03562 0.01507 0.01092 0.01295 AFIX 43 H80 2 0.022107 0.711508 0.114974 11.00000 -1.20000 AFIX 0 C81 1 0.029687 0.582837 0.095493 11.00000 0.03427 0.03188 = 0.03123 0.00829 0.00641 0.00278 AFIX 43 H81 2 -0.045771 0.557744 0.055100 11.00000 -1.20000 AFIX 0 C82 1 0.099486 0.528215 0.118808 11.00000 0.03282 0.02502 = 0.02820 0.00031 0.00667 0.00249 AFIX 43 H82 2 0.072261 0.465500 0.094191 11.00000 -1.20000 AFIX 0 C83 1 0.209212 0.564412 0.178012 11.00000 0.02999 0.02279 = 0.03017 0.00569 0.00936 0.00570 AFIX 43 H83 2 0.256670 0.526235 0.193529 11.00000 -1.20000 AFIX 0 C84 1 0.453875 0.785168 0.297142 11.00000 0.02779 0.02280 = 0.03644 0.00639 0.00678 0.00895 C85 1 0.497282 0.832847 0.249598 11.00000 0.03516 0.02579 = 0.03360 0.00382 0.00809 0.00261 AFIX 43 H85 2 0.461258 0.803091 0.202386 11.00000 -1.20000 AFIX 0 C86 1 0.592638 0.923318 0.271176 11.00000 0.03914 0.02509 = 0.05021 0.01362 -0.00151 -0.00506 AFIX 43 H86 2 0.620712 0.956326 0.238643 11.00000 -1.20000 AFIX 0 C87 1 0.647570 0.966212 0.339897 11.00000 0.04782 0.02072 = 0.07189 0.01122 -0.01270 -0.00223 AFIX 43 H87 2 0.714113 1.028272 0.354614 11.00000 -1.20000 AFIX 0 C88 1 0.605601 0.918754 0.387047 11.00000 0.05017 0.02777 = 0.04176 0.00250 -0.01041 0.01239 AFIX 43 H88 2 0.643191 0.948543 0.434244 11.00000 -1.20000 AFIX 0 C89 1 0.509792 0.828651 0.366441 11.00000 0.03759 0.02520 = 0.03382 0.00392 0.00573 0.01254 AFIX 43 H89 2 0.481893 0.796240 0.399276 11.00000 -1.20000 AFIX 0 N1 3 0.332327 0.178638 0.158979 11.00000 0.01965 0.02415 = 0.02108 0.00180 -0.00044 0.00017 N2 3 0.859495 0.217200 0.391316 11.00000 0.02729 0.02188 = 0.01878 0.00161 0.00660 0.00599 N3 3 1.071280 0.394271 0.432178 11.00000 0.02275 0.02159 = 0.02049 0.00399 0.00720 0.00622 N4 3 0.896384 0.684147 0.274975 11.00000 0.02813 0.01847 = 0.02475 0.00411 0.00364 0.00660 N5 3 -0.167014 0.181611 0.148418 11.00000 0.02660 0.02112 = 0.03046 0.00212 -0.00408 0.00563 N6 3 0.364546 0.226440 0.375199 11.00000 0.02515 0.02203 = 0.02114 0.00138 0.00531 0.00539 N7 3 0.562651 0.408542 0.431853 11.00000 0.02466 0.02569 = 0.02064 0.00428 0.00551 0.00771 N8 3 0.356904 0.692026 0.277436 11.00000 0.02632 0.02022 = 0.02889 0.00483 0.00106 0.00268 HKLF 4 REM zqc1 in P-1 REM R1 = 0.0780 for 5742 Fo > 4sig(Fo) and 0.2432 for all 16434 data REM 865 parameters refined using 0 restraints END WGHT 0.0701 0.0000 REM Highest difference peak 0.310, deepest hole -0.361, 1-sigma level 0.069 Q1 1 1.3677 0.2527 0.6222 11.00000 0.05 0.31 Q2 1 0.7904 0.1579 0.3773 11.00000 0.05 0.30 Q3 1 0.3255 0.5818 0.3012 11.00000 0.05 0.27 Q4 1 1.1399 0.4587 0.4504 11.00000 0.05 0.26 Q5 1 0.8009 0.6016 0.3363 11.00000 0.05 0.25 ; _shelx_res_checksum 89819 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_refinement_flags_posn _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C C1 0.2348(3) 0.0867(2) 0.14824(18) 0.0262(8) Uani d . . . 1 . . C C2 0.2032(3) 0.0529(2) 0.20341(18) 0.0293(8) Uani d . . . 1 . . H H2 0.246 0.0916 0.2483 0.035 Uiso calc U . R 1 . . C C3 0.1087(3) -0.0377(2) 0.1926(2) 0.0330(9) Uani d . . . 1 . . H H3 0.0889 -0.0615 0.2303 0.04 Uiso calc U . R 1 . . C C4 0.0440(3) -0.0929(2) 0.1274(2) 0.0364(10) Uani d . . . 1 . . H H4 -0.0218 -0.1541 0.1199 0.044 Uiso calc U . R 1 . . C C5 0.0752(3) -0.0588(2) 0.0726(2) 0.0348(9) Uani d . . . 1 . . H H5 0.0305 -0.097 0.0277 0.042 Uiso calc U . R 1 . . C C6 0.1705(3) 0.0302(2) 0.08280(18) 0.0304(9) Uani d . . . 1 . . H H6 0.192 0.0527 0.045 0.036 Uiso calc U . R 1 . . C C7 0.3126(3) 0.2322(2) 0.10928(17) 0.0239(8) Uani d . . . 1 . . C C8 0.4174(3) 0.2784(2) 0.08479(17) 0.0291(8) Uani d . . . 1 . . H H8 0.5038 0.2749 0.1012 0.035 Uiso calc U . R 1 . . C C9 0.3952(3) 0.3294(2) 0.03650(18) 0.0342(9) Uani d . . . 1 . . H H9 0.4676 0.3616 0.0204 0.041 Uiso calc U . R 1 . . C C10 0.2702(3) 0.3346(2) 0.01113(18) 0.0333(9) Uani d . . . 1 . . H H10 0.256 0.3695 -0.0223 0.04 Uiso calc U . R 1 . . C C11 0.1665(3) 0.2882(2) 0.03510(17) 0.0297(9) Uani d . . . 1 . . H H11 0.08 0.2913 0.0181 0.036 Uiso calc U . R 1 . . C C12 0.1869(3) 0.2369(2) 0.08380(17) 0.0275(8) Uani d . . . 1 . . H H12 0.1143 0.2049 0.0997 0.033 Uiso calc U . R 1 . . C C13 0.4588(3) 0.2077(2) 0.21046(17) 0.0241(8) Uani d . . . 1 . . C C14 0.5159(3) 0.1433(2) 0.22764(18) 0.0302(9) Uani d . . . 1 . . H H14 0.469 0.0789 0.2052 0.036 Uiso calc U . R 1 . . C C15 0.6402(3) 0.1721(2) 0.27695(18) 0.0284(8) Uani d . . . 1 . . H H15 0.6778 0.1268 0.2873 0.034 Uiso calc U . R 1 . . C C16 0.7121(3) 0.2653(2) 0.31193(16) 0.0222(8) Uani d . . . 1 . . C C17 0.6527(3) 0.3291(2) 0.29567(16) 0.0237(8) Uani d . . . 1 . . H H17 0.6983 0.3931 0.3193 0.028 Uiso calc U . R 1 . . C C18 0.5288(3) 0.3015(2) 0.24582(17) 0.0261(8) Uani d . . . 1 . . H H18 0.491 0.3467 0.2356 0.031 Uiso calc U . R 1 . . C C19 0.8457(3) 0.2881(2) 0.36507(17) 0.0233(8) Uani d . . . 1 . . C C20 0.9541(3) 0.3791(2) 0.38710(16) 0.0207(7) Uani d . . . 1 . . C C21 1.0886(3) 0.3201(2) 0.45679(16) 0.0230(8) Uani d . . . 1 . . C C22 1.2159(3) 0.3329(2) 0.50036(16) 0.0247(8) Uani d . . . 1 . . H H22 1.2888 0.3922 0.5127 0.03 Uiso calc U . R 1 . . C C23 1.2341(3) 0.2587(2) 0.52511(17) 0.0311(9) Uani d . . . 1 . . H H23 1.3206 0.2662 0.5538 0.037 Uiso calc U . R 1 . . C C24 1.1254(4) 0.1719(2) 0.50800(17) 0.0314(9) Uani d . . . 1 . . H H24 1.1388 0.1216 0.5262 0.038 Uiso calc U . R 1 . . C C25 1.0009(3) 0.1583(2) 0.46569(17) 0.0265(8) Uani d . . . 1 . . H H25 0.9279 0.0994 0.4552 0.032 Uiso calc U . R 1 . . C C26 0.9810(3) 0.2325(2) 0.43758(16) 0.0219(8) Uani d . . . 1 . . C C27 0.9465(3) 0.4612(2) 0.35971(16) 0.0204(7) Uani d . . . 1 . . C C28 0.9299(3) 0.5342(2) 0.39804(17) 0.0250(8) Uani d . . . 1 . . H H28 0.9268 0.5326 0.4432 0.03 Uiso calc U . R 1 . . C C29 0.9177(3) 0.6093(2) 0.37138(17) 0.0236(8) Uani d . . . 1 . . H H29 0.9054 0.6584 0.398 0.028 Uiso calc U . R 1 . . C C30 0.9233(3) 0.6127(2) 0.30545(17) 0.0225(8) Uani d . . . 1 . . C C31 0.9482(3) 0.5426(2) 0.26811(17) 0.0238(8) Uani d . . . 1 . . H H31 0.9576 0.5463 0.2242 0.029 Uiso calc U . R 1 . . C C32 0.9592(3) 0.4678(2) 0.29514(17) 0.0251(8) Uani d . . . 1 . . H H32 0.9756 0.4201 0.2694 0.03 Uiso calc U . R 1 . . C C33 0.9717(3) 0.7791(2) 0.31111(17) 0.0255(8) Uani d . . . 1 . . C C34 0.9124(3) 0.8426(2) 0.32365(18) 0.0311(9) Uani d . . . 1 . . H H34 0.8164 0.8225 0.3092 0.037 Uiso calc U . R 1 . . C C35 0.9915(4) 0.9351(2) 0.35707(18) 0.0352(9) Uani d . . . 1 . . H H35 0.9497 0.9785 0.3639 0.042 Uiso calc U . R 1 . . C C36 1.1313(4) 0.9647(2) 0.38053(19) 0.0379(10) Uani d . . . 1 . . H H36 1.1852 1.0281 0.4037 0.045 Uiso calc U . R 1 . . C C37 1.1922(4) 0.9018(2) 0.37014(18) 0.0325(9) Uani d . . . 1 . . H H37 1.2881 0.9219 0.3866 0.039 Uiso calc U . R 1 . . C C38 1.1135(3) 0.8094(2) 0.33567(17) 0.0294(8) Uani d . . . 1 . . H H38 1.1559 0.7663 0.3286 0.035 Uiso calc U . R 1 . . C C39 0.7720(3) 0.6562(2) 0.22248(16) 0.0238(8) Uani d . . . 1 . . C C40 0.7434(3) 0.7173(2) 0.18361(18) 0.0308(9) Uani d . . . 1 . . H H40 0.8099 0.7783 0.1909 0.037 Uiso calc U . R 1 . . C C41 0.6186(4) 0.6901(3) 0.13424(19) 0.0412(10) Uani d . . . 1 . . H H41 0.5994 0.7331 0.1088 0.049 Uiso calc U . R 1 . . C C42 0.5218(4) 0.6008(3) 0.1218(2) 0.0418(10) Uani d . . . 1 . . H H42 0.436 0.5828 0.0883 0.05 Uiso calc U . R 1 . . C C43 0.5503(3) 0.5385(2) 0.15793(18) 0.0338(9) Uani d . . . 1 . . H H43 0.4852 0.4765 0.1485 0.041 Uiso calc U . R 1 . . C C44 0.6736(3) 0.5656(2) 0.20811(17) 0.0269(8) Uani d . . . 1 . . H H44 0.6918 0.522 0.2332 0.032 Uiso calc U . R 1 . . C C46 -0.2498(3) 0.0845(2) 0.12322(18) 0.0280(8) Uani d . . . 1 . . C C47 -0.3889(3) 0.0581(2) 0.10172(17) 0.0318(9) Uani d . . . 1 . . H H47 -0.4272 0.1042 0.1063 0.038 Uiso calc U . R 1 . . C C48 -0.4730(3) -0.0352(2) 0.07345(18) 0.0343(9) Uani d . . . 1 . . H H48 -0.5686 -0.0529 0.0594 0.041 Uiso calc U . R 1 . . C C49 -0.4184(3) -0.1027(2) 0.06558(19) 0.0359(9) Uani d . . . 1 . . H H49 -0.4759 -0.1666 0.0457 0.043 Uiso calc U . R 1 . . C C50 -0.2789(3) -0.0762(2) 0.08700(19) 0.0366(10) Uani d . . . 1 . . H H50 -0.2408 -0.1222 0.082 0.044 Uiso calc U . R 1 . . C C51 -0.1944(3) 0.0167(2) 0.11567(18) 0.0331(9) Uani d . . . 1 . . H H51 -0.0988 0.0343 0.1302 0.04 Uiso calc U . R 1 . . C C52 -0.1957(3) 0.2420(2) 0.10622(18) 0.0248(8) Uani d . . . 1 . . C C53 -0.2023(3) 0.2234(3) 0.03853(19) 0.0357(9) Uani d . . . 1 . . H H53 -0.1879 0.1699 0.0198 0.043 Uiso calc U . R 1 . . C C54 -0.2299(3) 0.2825(3) -0.0022(2) 0.0459(11) Uani d . . . 1 . . H H54 -0.2358 0.2688 -0.049 0.055 Uiso calc U . R 1 . . C C55 -0.2489(4) 0.3611(3) 0.0247(2) 0.0494(12) Uani d . . . 1 . . H H55 -0.2657 0.4024 -0.003 0.059 Uiso calc U . R 1 . . C C56 -0.2433(3) 0.3793(3) 0.0926(2) 0.0421(11) Uani d . . . 1 . . H H56 -0.2565 0.4331 0.1116 0.05 Uiso calc U . R 1 . . C C57 -0.2185(3) 0.3194(2) 0.1327(2) 0.0319(9) Uani d . . . 1 . . H H57 -0.217 0.3313 0.179 0.038 Uiso calc U . R 1 . . C C58 -0.0432(3) 0.2143(2) 0.20176(17) 0.0243(8) Uani d . . . 1 . . C C59 -0.0254(3) 0.1680(2) 0.25387(17) 0.0284(8) Uani d . . . 1 . . H H59 -0.0987 0.1148 0.2549 0.034 Uiso calc U . R 1 . . C C60 0.0985(3) 0.1986(2) 0.30451(17) 0.0262(8) Uani d . . . 1 . . H H60 0.1087 0.1653 0.3394 0.031 Uiso calc U . R 1 . . C C61 0.2086(3) 0.2770(2) 0.30564(17) 0.0236(8) Uani d . . . 1 . . C C62 0.1887(3) 0.3240(2) 0.25393(17) 0.0257(8) Uani d . . . 1 . . H H62 0.2613 0.378 0.2533 0.031 Uiso calc U . R 1 . . C C63 0.0652(3) 0.2938(2) 0.20319(17) 0.0253(8) Uani d . . . 1 . . H H63 0.0542 0.3279 0.1689 0.03 Uiso calc U . R 1 . . C C64 0.3420(3) 0.3003(2) 0.35797(17) 0.0231(8) Uani d . . . 1 . . C C65 0.4440(3) 0.3939(2) 0.38735(17) 0.0238(8) Uani d . . . 1 . . C C66 0.5857(3) 0.3322(2) 0.44986(16) 0.0212(7) Uani d . . . 1 . . C C67 0.7101(3) 0.3449(2) 0.49584(16) 0.0262(8) Uani d . . . 1 . . H H67 0.7775 0.4062 0.5153 0.031 Uiso calc U . R 1 . . C C68 0.7343(3) 0.2691(2) 0.51253(17) 0.0282(8) Uani d . . . 1 . . H H68 0.8181 0.2779 0.5445 0.034 Uiso calc U . R 1 . . C C69 0.6365(3) 0.1775(2) 0.48301(18) 0.0318(9) Uani d . . . 1 . . H H69 0.6558 0.1252 0.4943 0.038 Uiso calc U . R 1 . . C C70 0.5140(3) 0.1638(2) 0.43811(17) 0.0291(8) Uani d . . . 1 . . H H70 0.448 0.102 0.4185 0.035 Uiso calc U . R 1 . . C C71 0.4860(3) 0.2410(2) 0.42121(16) 0.0231(8) Uani d . . . 1 . . C C72 0.4281(3) 0.4788(2) 0.36745(16) 0.0223(8) Uani d . . . 1 . . C C73 0.5248(3) 0.5354(2) 0.34227(17) 0.0277(8) Uani d . . . 1 . . H H73 0.6049 0.524 0.3438 0.033 Uiso calc U . R 1 . . C C74 0.5050(3) 0.6081(2) 0.31516(17) 0.0266(8) Uani d . . . 1 . . H H74 0.571 0.6461 0.2978 0.032 Uiso calc U . R 1 . . C C75 0.3884(3) 0.6255(2) 0.31328(17) 0.0237(8) Uani d . . . 1 . . C C76 0.2987(3) 0.5744(2) 0.34355(17) 0.0263(8) Uani d . . . 1 . . H H76 0.2229 0.5898 0.3459 0.032 Uiso calc U . R 1 . . C C77 0.3175(3) 0.5015(2) 0.37040(17) 0.0263(8) Uani d . . . 1 . . H H77 0.2548 0.4668 0.3909 0.032 Uiso calc U . R 1 . . C C78 0.2506(3) 0.6561(2) 0.21494(17) 0.0255(8) Uani d . . . 1 . . C C79 0.1802(3) 0.7110(2) 0.19034(18) 0.0293(9) Uani d . . . 1 . . H H79 0.2077 0.7741 0.2142 0.035 Uiso calc U . R 1 . . C C80 0.0699(3) 0.6738(3) 0.13103(18) 0.0335(9) Uani d . . . 1 . . H H80 0.0221 0.7115 0.115 0.04 Uiso calc U . R 1 . . C C81 0.0297(4) 0.5828(2) 0.09549(19) 0.0357(9) Uani d . . . 1 . . H H81 -0.0458 0.5577 0.0551 0.043 Uiso calc U . R 1 . . C C82 0.0995(3) 0.5282(2) 0.11881(18) 0.0321(9) Uani d . . . 1 . . H H82 0.0723 0.4655 0.0942 0.039 Uiso calc U . R 1 . . C C83 0.2092(3) 0.5644(2) 0.17801(18) 0.0289(8) Uani d . . . 1 . . H H83 0.2567 0.5262 0.1935 0.035 Uiso calc U . R 1 . . C C84 0.4539(3) 0.7852(2) 0.29714(19) 0.0298(9) Uani d . . . 1 . . C C85 0.4973(3) 0.8328(2) 0.24960(19) 0.0347(9) Uani d . . . 1 . . H H85 0.4613 0.8031 0.2024 0.042 Uiso calc U . R 1 . . C C86 0.5926(4) 0.9233(2) 0.2712(2) 0.0453(11) Uani d . . . 1 . . H H86 0.6207 0.9563 0.2386 0.054 Uiso calc U . R 1 . . C C87 0.6476(4) 0.9662(3) 0.3399(2) 0.0569(13) Uani d . . . 1 . . H H87 0.7141 1.0283 0.3546 0.068 Uiso calc U . R 1 . . C C88 0.6056(4) 0.9188(3) 0.3870(2) 0.0459(11) Uani d . . . 1 . . H H88 0.6432 0.9485 0.4342 0.055 Uiso calc U . R 1 . . C C89 0.5098(3) 0.8287(2) 0.36644(19) 0.0334(9) Uani d . . . 1 . . H H89 0.4819 0.7962 0.3993 0.04 Uiso calc U . R 1 . . N N1 0.3323(3) 0.17864(18) 0.15898(14) 0.0255(7) Uani d . . . 1 . . N N2 0.8595(3) 0.21720(18) 0.39132(13) 0.0240(7) Uani d . . . 1 . . N N3 1.0713(2) 0.39427(17) 0.43218(13) 0.0222(6) Uani d . . . 1 . . N N4 0.8964(3) 0.68415(17) 0.27497(14) 0.0254(7) Uani d . . . 1 . . N N5 -0.1670(3) 0.18161(18) 0.14842(14) 0.0299(7) Uani d . . . 1 . . N N6 0.3645(3) 0.22644(18) 0.37520(13) 0.0245(7) Uani d . . . 1 . . N N7 0.5627(3) 0.40854(18) 0.43185(13) 0.0246(7) Uani d . . . 1 . . N N8 0.3569(3) 0.69203(18) 0.27744(14) 0.0283(7) Uani d . . . 1 . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.0194(18) 0.0260(19) 0.028(2) 0.0055(16) 0.0042(16) 0.0050(17) C2 0.0269(19) 0.030(2) 0.026(2) 0.0061(17) 0.0067(17) 0.0045(17) C3 0.032(2) 0.031(2) 0.040(2) 0.0123(18) 0.0152(19) 0.0129(19) C4 0.031(2) 0.023(2) 0.053(3) 0.0069(17) 0.014(2) 0.009(2) C5 0.026(2) 0.025(2) 0.039(2) 0.0032(17) 0.0030(18) -0.0045(18) C6 0.0258(19) 0.033(2) 0.028(2) 0.0091(17) 0.0070(17) 0.0026(18) C7 0.0209(18) 0.0240(19) 0.020(2) 0.0019(15) 0.0050(16) 0.0038(16) C8 0.0245(19) 0.029(2) 0.026(2) 0.0054(16) 0.0038(17) 0.0033(17) C9 0.030(2) 0.038(2) 0.028(2) 0.0038(18) 0.0105(18) 0.0105(18) C10 0.033(2) 0.031(2) 0.030(2) 0.0058(17) 0.0050(18) 0.0094(18) C11 0.029(2) 0.028(2) 0.027(2) 0.0094(17) 0.0026(17) 0.0017(17) C12 0.0250(19) 0.0256(19) 0.026(2) 0.0044(16) 0.0074(17) 0.0010(17) C13 0.0204(18) 0.0247(19) 0.020(2) 0.0033(15) 0.0039(16) 0.0011(16) C14 0.030(2) 0.0183(18) 0.031(2) 0.0044(16) 0.0018(18) -0.0030(17) C15 0.0247(19) 0.0237(19) 0.035(2) 0.0082(16) 0.0072(18) 0.0071(17) C16 0.0206(17) 0.0205(18) 0.0193(19) 0.0023(15) 0.0042(15) 0.0031(15) C17 0.0240(18) 0.0207(18) 0.022(2) 0.0041(15) 0.0065(16) 0.0026(15) C18 0.0263(19) 0.0247(19) 0.026(2) 0.0096(16) 0.0062(17) 0.0045(16) C19 0.0267(19) 0.0226(18) 0.021(2) 0.0087(16) 0.0099(16) 0.0030(16) C20 0.0270(19) 0.0207(18) 0.0138(18) 0.0070(15) 0.0083(16) 0.0039(15) C21 0.0252(19) 0.0236(19) 0.0169(19) 0.0086(16) 0.0032(16) 0.0016(15) C22 0.0203(18) 0.0264(19) 0.020(2) 0.0029(15) 0.0034(16) 0.0018(16) C23 0.029(2) 0.043(2) 0.020(2) 0.0158(19) 0.0024(17) 0.0042(18) C24 0.047(2) 0.027(2) 0.024(2) 0.0193(19) 0.0100(19) 0.0075(17) C25 0.030(2) 0.0174(18) 0.026(2) 0.0068(16) 0.0045(17) 0.0001(16) C26 0.0231(18) 0.0225(18) 0.0167(19) 0.0066(16) 0.0052(15) 0.0005(15) C27 0.0163(17) 0.0170(17) 0.0204(19) -0.0006(14) 0.0044(15) 0.0004(15) C28 0.0271(19) 0.0221(18) 0.0202(19) 0.0044(15) 0.0056(16) 0.0028(16) C29 0.0263(18) 0.0174(17) 0.021(2) 0.0045(15) 0.0047(16) -0.0010(15) C30 0.0177(17) 0.0211(18) 0.023(2) 0.0020(15) 0.0049(15) 0.0045(16) C31 0.0231(18) 0.0288(19) 0.0182(19) 0.0083(16) 0.0076(15) 0.0027(16) C32 0.0263(19) 0.0265(19) 0.022(2) 0.0103(16) 0.0075(16) 0.0017(16) C33 0.034(2) 0.0202(18) 0.022(2) 0.0087(16) 0.0094(17) 0.0044(16) C34 0.031(2) 0.031(2) 0.033(2) 0.0122(17) 0.0113(18) 0.0094(18) C35 0.038(2) 0.028(2) 0.037(2) 0.0129(18) 0.0113(19) 0.0006(18) C36 0.044(2) 0.023(2) 0.038(2) 0.0069(18) 0.010(2) 0.0009(18) C37 0.032(2) 0.026(2) 0.028(2) 0.0039(17) 0.0034(18) 0.0031(17) C38 0.033(2) 0.0242(19) 0.029(2) 0.0077(17) 0.0107(18) 0.0083(17) C39 0.0289(19) 0.0274(19) 0.0168(19) 0.0120(16) 0.0079(16) 0.0053(16) C40 0.033(2) 0.028(2) 0.031(2) 0.0087(17) 0.0097(18) 0.0118(17) C41 0.046(2) 0.045(3) 0.035(2) 0.021(2) 0.007(2) 0.016(2) C42 0.036(2) 0.048(3) 0.039(3) 0.017(2) 0.004(2) 0.011(2) C43 0.032(2) 0.029(2) 0.033(2) 0.0063(17) 0.0062(19) 0.0043(18) C44 0.0253(19) 0.0251(19) 0.028(2) 0.0079(16) 0.0067(17) 0.0063(17) C46 0.0205(18) 0.0228(19) 0.029(2) 0.0007(16) 0.0006(16) -0.0001(16) C47 0.030(2) 0.031(2) 0.031(2) 0.0089(17) 0.0098(18) 0.0021(18) C48 0.0232(19) 0.033(2) 0.035(2) 0.0027(17) 0.0002(17) 0.0058(19) C49 0.031(2) 0.0194(19) 0.038(2) -0.0012(17) -0.0023(19) -0.0002(18) C50 0.028(2) 0.024(2) 0.047(3) 0.0053(17) 0.0037(19) 0.0012(19) C51 0.0227(19) 0.032(2) 0.037(2) 0.0069(17) 0.0018(17) 0.0052(18) C52 0.0167(17) 0.0234(19) 0.027(2) 0.0035(15) 0.0010(16) 0.0029(16) C53 0.024(2) 0.042(2) 0.030(2) 0.0017(18) 0.0080(18) 0.001(2) C54 0.025(2) 0.064(3) 0.026(2) -0.008(2) 0.0049(18) 0.009(2) C55 0.024(2) 0.047(3) 0.063(3) 0.000(2) -0.001(2) 0.030(3) C56 0.022(2) 0.032(2) 0.062(3) 0.0043(17) 0.005(2) 0.009(2) C57 0.028(2) 0.031(2) 0.036(2) 0.0117(17) 0.0090(18) 0.0067(18) C58 0.0237(19) 0.0260(19) 0.0169(19) 0.0083(16) 0.0003(16) -0.0014(16) C59 0.0238(19) 0.029(2) 0.026(2) 0.0029(16) 0.0085(17) 0.0021(17) C60 0.029(2) 0.0245(19) 0.022(2) 0.0076(16) 0.0085(17) 0.0018(16) C61 0.0234(18) 0.0213(18) 0.022(2) 0.0080(15) 0.0035(16) -0.0005(16) C62 0.0248(19) 0.0244(19) 0.024(2) 0.0079(16) 0.0061(17) -0.0002(16) C63 0.0268(19) 0.0252(19) 0.020(2) 0.0083(16) 0.0049(17) 0.0010(16) C64 0.0233(18) 0.0221(18) 0.022(2) 0.0052(15) 0.0077(16) 0.0047(16) C65 0.0221(18) 0.0233(19) 0.022(2) 0.0041(15) 0.0076(16) 0.0027(16) C66 0.0200(18) 0.0227(18) 0.0172(19) 0.0047(15) 0.0060(15) 0.0012(15) C67 0.0263(19) 0.0260(19) 0.019(2) 0.0051(16) 0.0035(16) 0.0006(16) C68 0.0279(19) 0.033(2) 0.024(2) 0.0111(17) 0.0076(17) 0.0071(17) C69 0.034(2) 0.031(2) 0.029(2) 0.0121(18) 0.0071(18) 0.0064(18) C70 0.030(2) 0.0216(19) 0.028(2) 0.0050(16) 0.0053(17) 0.0004(17) C71 0.0219(18) 0.0239(19) 0.0178(19) 0.0038(16) 0.0051(16) 0.0015(16) C72 0.0210(18) 0.0184(17) 0.0197(19) 0.0021(15) 0.0035(15) -0.0025(15) C73 0.0230(19) 0.0225(19) 0.032(2) 0.0051(16) 0.0065(17) 0.0019(17) C74 0.0248(19) 0.0222(18) 0.027(2) 0.0004(15) 0.0113(17) 0.0033(16) C75 0.0245(18) 0.0171(17) 0.022(2) 0.0027(15) 0.0046(16) 0.0012(15) C76 0.0199(18) 0.0247(19) 0.033(2) 0.0062(15) 0.0102(16) 0.0040(17) C77 0.0258(19) 0.0246(19) 0.026(2) 0.0055(16) 0.0108(16) 0.0045(16) C78 0.0262(19) 0.0240(19) 0.022(2) 0.0035(16) 0.0079(17) 0.0071(16) C79 0.034(2) 0.0240(19) 0.028(2) 0.0087(17) 0.0099(18) 0.0050(17) C80 0.031(2) 0.037(2) 0.036(2) 0.0130(18) 0.0109(19) 0.0151(19) C81 0.034(2) 0.032(2) 0.031(2) 0.0028(18) 0.0064(18) 0.0083(19) C82 0.033(2) 0.025(2) 0.028(2) 0.0025(17) 0.0067(18) 0.0003(17) C83 0.030(2) 0.0228(19) 0.030(2) 0.0057(16) 0.0094(18) 0.0057(17) C84 0.028(2) 0.0228(19) 0.036(2) 0.0090(16) 0.0068(18) 0.0064(18) C85 0.035(2) 0.026(2) 0.034(2) 0.0026(17) 0.0081(19) 0.0038(18) C86 0.039(2) 0.025(2) 0.050(3) -0.0051(19) -0.002(2) 0.014(2) C87 0.048(3) 0.021(2) 0.072(4) -0.002(2) -0.013(3) 0.011(2) C88 0.050(3) 0.028(2) 0.042(3) 0.012(2) -0.010(2) 0.002(2) C89 0.038(2) 0.025(2) 0.034(2) 0.0125(18) 0.0057(19) 0.0039(18) N1 0.0196(15) 0.0242(16) 0.0211(17) 0.0002(13) -0.0004(13) 0.0018(13) N2 0.0273(16) 0.0219(15) 0.0188(16) 0.0060(13) 0.0066(13) 0.0016(13) N3 0.0227(15) 0.0216(15) 0.0205(16) 0.0062(12) 0.0072(13) 0.0040(13) N4 0.0281(16) 0.0185(15) 0.0248(17) 0.0066(13) 0.0036(14) 0.0041(13) N5 0.0266(16) 0.0211(16) 0.0305(18) 0.0056(13) -0.0041(14) 0.0021(14) N6 0.0252(16) 0.0220(15) 0.0211(17) 0.0054(13) 0.0053(13) 0.0014(13) N7 0.0247(16) 0.0257(16) 0.0206(16) 0.0077(13) 0.0055(13) 0.0043(13) N8 0.0263(16) 0.0202(16) 0.0289(18) 0.0027(13) 0.0011(14) 0.0048(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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle C6 C1 C2 . . 119.6(3) C6 C1 N1 . . 120.2(3) C2 C1 N1 . . 120.2(3) C1 C2 C3 . . 119.9(3) C1 C2 H2 . . 120.1 C3 C2 H2 . . 120.1 C4 C3 C2 . . 120.1(3) C4 C3 H3 . . 120.0 C2 C3 H3 . . 120.0 C3 C4 C5 . . 119.9(3) C3 C4 H4 . . 120.1 C5 C4 H4 . . 120.1 C6 C5 C4 . . 120.6(4) C6 C5 H5 . . 119.7 C4 C5 H5 . . 119.7 C5 C6 C1 . . 120.0(3) C5 C6 H6 . . 120.0 C1 C6 H6 . . 120.0 C12 C7 C8 . . 119.1(3) C12 C7 N1 . . 119.9(3) C8 C7 N1 . . 120.9(3) C9 C8 C7 . . 119.7(3) C9 C8 H8 . . 120.2 C7 C8 H8 . . 120.2 C10 C9 C8 . . 121.3(3) C10 C9 H9 . . 119.3 C8 C9 H9 . . 119.3 C11 C10 C9 . . 118.8(3) C11 C10 H10 . . 120.6 C9 C10 H10 . . 120.6 C10 C11 C12 . . 120.7(3) C10 C11 H11 . . 119.6 C12 C11 H11 . . 119.6 C7 C12 C11 . . 120.3(3) C7 C12 H12 . . 119.8 C11 C12 H12 . . 119.8 C14 C13 C18 . . 118.1(3) C14 C13 N1 . . 120.7(3) C18 C13 N1 . . 121.2(3) C15 C14 C13 . . 120.6(3) C15 C14 H14 . . 119.7 C13 C14 H14 . . 119.7 C14 C15 C16 . . 122.0(3) C14 C15 H15 . . 119.0 C16 C15 H15 . . 119.0 C15 C16 C17 . . 117.1(3) C15 C16 C19 . . 117.2(3) C17 C16 C19 . . 125.6(3) C18 C17 C16 . . 121.6(3) C18 C17 H17 . . 119.2 C16 C17 H17 . . 119.2 C17 C18 C13 . . 120.6(3) C17 C18 H18 . . 119.7 C13 C18 H18 . . 119.7 N2 C19 C20 . . 120.6(3) N2 C19 C16 . . 115.3(3) C20 C19 C16 . . 124.1(3) N3 C20 C19 . . 121.5(3) N3 C20 C27 . . 114.8(3) C19 C20 C27 . . 123.7(3) N3 C21 C22 . . 119.0(3) N3 C21 C26 . . 120.3(3) C22 C21 C26 . . 120.7(3) C23 C22 C21 . . 119.3(3) C23 C22 H22 . . 120.4 C21 C22 H22 . . 120.4 C22 C23 C24 . . 120.1(3) C22 C23 H23 . . 119.9 C24 C23 H23 . . 119.9 C25 C24 C23 . . 121.3(3) C25 C24 H24 . . 119.3 C23 C24 H24 . . 119.3 C24 C25 C26 . . 119.6(3) C24 C25 H25 . . 120.2 C26 C25 H25 . . 120.2 N2 C26 C21 . . 121.3(3) N2 C26 C25 . . 119.8(3) C21 C26 C25 . . 118.9(3) C28 C27 C32 . . 118.5(3) C28 C27 C20 . . 121.0(3) C32 C27 C20 . . 120.4(3) C29 C28 C27 . . 121.0(3) C29 C28 H28 . . 119.5 C27 C28 H28 . . 119.5 C28 C29 C30 . . 119.9(3) C28 C29 H29 . . 120.1 C30 C29 H29 . . 120.1 C29 C30 C31 . . 119.5(3) C29 C30 N4 . . 120.2(3) C31 C30 N4 . . 120.2(3) C32 C31 C30 . . 119.9(3) C32 C31 H31 . . 120.1 C30 C31 H31 . . 120.1 C31 C32 C27 . . 121.0(3) C31 C32 H32 . . 119.5 C27 C32 H32 . . 119.5 C34 C33 C38 . . 118.6(3) C34 C33 N4 . . 123.4(3) C38 C33 N4 . . 118.0(3) C33 C34 C35 . . 120.6(3) C33 C34 H34 . . 119.7 C35 C34 H34 . . 119.7 C36 C35 C34 . . 120.4(3) C36 C35 H35 . . 119.8 C34 C35 H35 . . 119.8 C37 C36 C35 . . 119.8(3) C37 C36 H36 . . 120.1 C35 C36 H36 . . 120.1 C36 C37 C38 . . 120.1(3) C36 C37 H37 . . 120.0 C38 C37 H37 . . 120.0 C37 C38 C33 . . 120.4(3) C37 C38 H38 . . 119.8 C33 C38 H38 . . 119.8 C40 C39 C44 . . 117.9(3) C40 C39 N4 . . 121.3(3) C44 C39 N4 . . 120.8(3) C41 C40 C39 . . 120.6(3) C41 C40 H40 . . 119.7 C39 C40 H40 . . 119.7 C42 C41 C40 . . 120.6(4) C42 C41 H41 . . 119.7 C40 C41 H41 . . 119.7 C43 C42 C41 . . 119.6(4) C43 C42 H42 . . 120.2 C41 C42 H42 . . 120.2 C42 C43 C44 . . 120.3(3) C42 C43 H43 . . 119.9 C44 C43 H43 . . 119.9 C43 C44 C39 . . 121.0(3) C43 C44 H44 . . 119.5 C39 C44 H44 . . 119.5 C47 C46 C51 . . 119.5(3) C47 C46 N5 . . 118.5(3) C51 C46 N5 . . 121.9(3) C46 C47 C48 . . 120.3(3) C46 C47 H47 . . 119.8 C48 C47 H47 . . 119.8 C49 C48 C47 . . 120.3(3) C49 C48 H48 . . 119.8 C47 C48 H48 . . 119.8 C48 C49 C50 . . 119.2(3) C48 C49 H49 . . 120.4 C50 C49 H49 . . 120.4 C51 C50 C49 . . 120.7(3) C51 C50 H50 . . 119.6 C49 C50 H50 . . 119.6 C50 C51 C46 . . 119.8(3) C50 C51 H51 . . 120.1 C46 C51 H51 . . 120.1 C53 C52 C57 . . 119.4(3) C53 C52 N5 . . 120.4(3) C57 C52 N5 . . 120.2(3) C52 C53 C54 . . 120.1(4) C52 C53 H53 . . 120.0 C54 C53 H53 . . 120.0 C55 C54 C53 . . 120.5(4) C55 C54 H54 . . 119.8 C53 C54 H54 . . 119.8 C54 C55 C56 . . 119.3(4) C54 C55 H55 . . 120.4 C56 C55 H55 . . 120.4 C57 C56 C55 . . 120.1(4) C57 C56 H56 . . 119.9 C55 C56 H56 . . 119.9 C56 C57 C52 . . 120.5(4) C56 C57 H57 . . 119.7 C52 C57 H57 . . 119.7 C59 C58 C63 . . 118.1(3) C59 C58 N5 . . 121.1(3) C63 C58 N5 . . 120.8(3) C58 C59 C60 . . 120.6(3) C58 C59 H59 . . 119.7 C60 C59 H59 . . 119.7 C59 C60 C61 . . 121.8(3) C59 C60 H60 . . 119.1 C61 C60 H60 . . 119.1 C62 C61 C60 . . 117.1(3) C62 C61 C64 . . 124.1(3) C60 C61 C64 . . 118.6(3) C63 C62 C61 . . 121.4(3) C63 C62 H62 . . 119.3 C61 C62 H62 . . 119.3 C62 C63 C58 . . 121.0(3) C62 C63 H63 . . 119.5 C58 C63 H63 . . 119.5 N6 C64 C65 . . 120.6(3) N6 C64 C61 . . 114.4(3) C65 C64 C61 . . 124.9(3) N7 C65 C64 . . 121.2(3) N7 C65 C72 . . 115.4(3) C64 C65 C72 . . 123.2(3) N7 C66 C67 . . 119.6(3) N7 C66 C71 . . 120.5(3) C67 C66 C71 . . 119.9(3) C68 C67 C66 . . 119.6(3) C68 C67 H67 . . 120.2 C66 C67 H67 . . 120.2 C67 C68 C69 . . 120.9(3) C67 C68 H68 . . 119.6 C69 C68 H68 . . 119.6 C70 C69 C68 . . 120.2(3) C70 C69 H69 . . 119.9 C68 C69 H69 . . 119.9 C69 C70 C71 . . 119.8(3) C69 C70 H70 . . 120.1 C71 C70 H70 . . 120.1 N6 C71 C70 . . 119.4(3) N6 C71 C66 . . 121.1(3) C70 C71 C66 . . 119.5(3) C77 C72 C73 . . 118.9(3) C77 C72 C65 . . 122.2(3) C73 C72 C65 . . 118.8(3) C74 C73 C72 . . 120.6(3) C74 C73 H73 . . 119.7 C72 C73 H73 . . 119.7 C73 C74 C75 . . 119.9(3) C73 C74 H74 . . 120.1 C75 C74 H74 . . 120.1 C76 C75 C74 . . 119.2(3) C76 C75 N8 . . 119.8(3) C74 C75 N8 . . 120.8(3) C77 C76 C75 . . 121.0(3) C77 C76 H76 . . 119.5 C75 C76 H76 . . 119.5 C76 C77 C72 . . 119.9(3) C76 C77 H77 . . 120.0 C72 C77 H77 . . 120.0 C83 C78 C79 . . 118.3(3) C83 C78 N8 . . 121.3(3) C79 C78 N8 . . 120.3(3) C80 C79 C78 . . 120.4(3) C80 C79 H79 . . 119.8 C78 C79 H79 . . 119.8 C81 C80 C79 . . 120.5(3) C81 C80 H80 . . 119.7 C79 C80 H80 . . 119.7 C80 C81 C82 . . 119.7(3) C80 C81 H81 . . 120.2 C82 C81 H81 . . 120.2 C81 C82 C83 . . 120.3(3) C81 C82 H82 . . 119.8 C83 C82 H82 . . 119.8 C82 C83 C78 . . 120.7(3) C82 C83 H83 . . 119.6 C78 C83 H83 . . 119.6 C85 C84 C89 . . 119.6(3) C85 C84 N8 . . 121.9(3) C89 C84 N8 . . 118.5(3) C86 C85 C84 . . 119.9(4) C86 C85 H85 . . 120.1 C84 C85 H85 . . 120.1 C85 C86 C87 . . 120.3(4) C85 C86 H86 . . 119.8 C87 C86 H86 . . 119.8 C88 C87 C86 . . 119.9(4) C88 C87 H87 . . 120.1 C86 C87 H87 . . 120.1 C89 C88 C87 . . 120.7(4) C89 C88 H88 . . 119.7 C87 C88 H88 . . 119.7 C88 C89 C84 . . 119.7(4) C88 C89 H89 . . 120.2 C84 C89 H89 . . 120.2 C13 N1 C1 . . 119.2(3) C13 N1 C7 . . 120.6(3) C1 N1 C7 . . 119.0(3) C19 N2 C26 . . 118.0(3) C20 N3 C21 . . 118.1(3) C39 N4 C33 . . 122.3(3) C39 N4 C30 . . 116.7(3) C33 N4 C30 . . 118.1(3) C58 N5 C52 . . 119.7(3) C58 N5 C46 . . 122.3(3) C52 N5 C46 . . 116.1(3) C64 N6 C71 . . 118.4(3) C65 N7 C66 . . 118.1(3) C78 N8 C84 . . 123.1(3) C78 N8 C75 . . 117.3(3) C84 N8 C75 . . 117.5(3) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance C1 C6 . 1.387(4) C1 C2 . 1.394(4) C1 N1 . 1.421(4) C2 C3 . 1.394(4) C2 H2 . 0.95 C3 C4 . 1.377(5) C3 H3 . 0.95 C4 C5 . 1.385(5) C4 H4 . 0.95 C5 C6 . 1.380(4) C5 H5 . 0.95 C6 H6 . 0.95 C7 C12 . 1.383(4) C7 C8 . 1.391(4) C7 N1 . 1.429(4) C8 C9 . 1.382(5) C8 H8 . 0.95 C9 C10 . 1.380(5) C9 H9 . 0.95 C10 C11 . 1.376(5) C10 H10 . 0.95 C11 C12 . 1.388(4) C11 H11 . 0.95 C12 H12 . 0.95 C13 C14 . 1.388(4) C13 C18 . 1.398(4) C13 N1 . 1.417(4) C14 C15 . 1.380(4) C14 H14 . 0.95 C15 C16 . 1.391(4) C15 H15 . 0.95 C16 C17 . 1.391(4) C16 C19 . 1.502(4) C17 C18 . 1.384(4) C17 H17 . 0.95 C18 H18 . 0.95 C19 N2 . 1.328(4) C19 C20 . 1.439(4) C20 N3 . 1.320(4) C20 C27 . 1.482(4) C21 N3 . 1.370(4) C21 C22 . 1.401(4) C21 C26 . 1.403(4) C22 C23 . 1.377(4) C22 H22 . 0.95 C23 C24 . 1.402(5) C23 H23 . 0.95 C24 C25 . 1.365(4) C24 H24 . 0.95 C25 C26 . 1.413(4) C25 H25 . 0.95 C26 N2 . 1.366(4) C27 C28 . 1.389(4) C27 C32 . 1.396(4) C28 C29 . 1.388(4) C28 H28 . 0.95 C29 C30 . 1.393(4) C29 H29 . 0.95 C30 C31 . 1.395(4) C30 N4 . 1.426(4) C31 C32 . 1.383(4) C31 H31 . 0.95 C32 H32 . 0.95 C33 C34 . 1.383(4) C33 C38 . 1.405(4) C33 N4 . 1.421(4) C34 C35 . 1.384(4) C34 H34 . 0.95 C35 C36 . 1.384(5) C35 H35 . 0.95 C36 C37 . 1.379(5) C36 H36 . 0.95 C37 C38 . 1.388(4) C37 H37 . 0.95 C38 H38 . 0.95 C39 C40 . 1.388(4) C39 C44 . 1.400(4) C39 N4 . 1.413(4) C40 C41 . 1.388(5) C40 H40 . 0.95 C41 C42 . 1.382(5) C41 H41 . 0.95 C42 C43 . 1.370(5) C42 H42 . 0.95 C43 C44 . 1.384(4) C43 H43 . 0.95 C44 H44 . 0.95 C46 C47 . 1.381(4) C46 C51 . 1.391(4) C46 N5 . 1.424(4) C47 C48 . 1.386(4) C47 H47 . 0.95 C48 C49 . 1.383(5) C48 H48 . 0.95 C49 C50 . 1.384(5) C49 H49 . 0.95 C50 C51 . 1.383(4) C50 H50 . 0.95 C51 H51 . 0.95 C52 C53 . 1.377(5) C52 C57 . 1.382(4) C52 N5 . 1.423(4) C53 C54 . 1.383(5) C53 H53 . 0.95 C54 C55 . 1.379(5) C54 H54 . 0.95 C55 C56 . 1.383(6) C55 H55 . 0.95 C56 C57 . 1.377(5) C56 H56 . 0.95 C57 H57 . 0.95 C58 C59 . 1.387(4) C58 C63 . 1.393(4) C58 N5 . 1.411(4) C59 C60 . 1.387(4) C59 H59 . 0.95 C60 C61 . 1.396(4) C60 H60 . 0.95 C61 C62 . 1.390(4) C61 C64 . 1.492(4) C62 C63 . 1.386(4) C62 H62 . 0.95 C63 H63 . 0.95 C64 N6 . 1.327(4) C64 C65 . 1.447(4) C65 N7 . 1.329(4) C65 C72 . 1.484(4) C66 N7 . 1.373(4) C66 C67 . 1.397(4) C66 C71 . 1.411(4) C67 C68 . 1.360(4) C67 H67 . 0.95 C68 C69 . 1.409(4) C68 H68 . 0.95 C69 C70 . 1.368(4) C69 H69 . 0.95 C70 C71 . 1.400(4) C70 H70 . 0.95 C71 N6 . 1.365(4) C72 C77 . 1.388(4) C72 C73 . 1.396(4) C73 C74 . 1.382(4) C73 H73 . 0.95 C74 C75 . 1.389(4) C74 H74 . 0.95 C75 C76 . 1.383(4) C75 N8 . 1.434(4) C76 C77 . 1.380(4) C76 H76 . 0.95 C77 H77 . 0.95 C78 C83 . 1.393(4) C78 C79 . 1.396(4) C78 N8 . 1.413(4) C79 C80 . 1.392(5) C79 H79 . 0.95 C80 C81 . 1.375(5) C80 H80 . 0.95 C81 C82 . 1.380(5) C81 H81 . 0.95 C82 C83 . 1.387(4) C82 H82 . 0.95 C83 H83 . 0.95 C84 C85 . 1.392(5) C84 C89 . 1.394(5) C84 N8 . 1.415(4) C85 C86 . 1.379(5) C85 H85 . 0.95 C86 C87 . 1.382(5) C86 H86 . 0.95 C87 C88 . 1.378(5) C87 H87 . 0.95 C88 C89 . 1.376(5) C88 H88 . 0.95 C89 H89 . 0.95