# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Jurg Hulliger' _publ_contact_author_email juerg.hulliger@iac.unibe.ch _publ_contact_author_address ; Department of Chemistry and Biochemistry University of Berne Freiestrasse 3 3012 Berne Switzerland ; _publ_section_title ; New symmetrically substituted 1,3,5-triazines as host compounds for channel-type inclusion formation ; _publ_contact_author_fax '+41 31 631 42 41' _publ_contact_author_phone '+41 31 631 42 44' _publ_contact_letter ; Submission dated :2011-08-08 Please consider this CIF for submission to the Cambridge Crystallographic Data Centre. I certify that all authors have seen and approved of this submission, that all have made significant scientific contributions to the work reported, and that all share responsibility and accountability for the results. This CIF is submitted as part of a journal submission for CrystEngComm J\"urg Hulliger ; # Attachment '- 8-mes-10hu011.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2011-08-03 at 12:07:56 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : 10hu011 datared #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #TrackingRef '- 8-mes-10hu011.cif' #------------------ AUDIT DETAILS -------------------------------------------# _audit_creation_date 2011-08-03 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.4 _audit_conform_dict_location ftp://ftp.iucr.org/pub/cif_core.dic _audit_update_record ? loop_ _publ_author_name 'Berger, Ricarda' 'Hauser, Jurg' G.Labat E.Weber J.Hulliger #============================================================================== #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_10hu011 _database_code_depnum_ccdc_archive 'CCDC 838861' #TrackingRef '- 8-mes-10hu011.cif' _audit_creation_date 2011-03-07T19:26:25-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C57 H48 Br3 N3' _chemical_formula_moiety 'C39 H24 Br3 N3, 2(C9 H12)' _chemical_formula_weight 1014.71 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 3.86154(9) _cell_length_b 22.1115(7) _cell_length_c 27.1691(7) _cell_angle_alpha 67.429(3) _cell_angle_beta 88.114(2) _cell_angle_gamma 87.127(2) _cell_volume 2139.20(10) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 17273 _cell_measurement_theta_min 1.5055 _cell_measurement_theta_max 28.2511 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.446 _exptl_crystal_size_mid 0.1475 _exptl_crystal_size_min 0.0172 _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.874 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.52964 _exptl_absorpt_correction_T_max 1 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_detector_area_resol_mean 16.0965 _diffrn_orient_matrix_ub_11 -0.0176854 _diffrn_orient_matrix_ub_12 0.0030734 _diffrn_orient_matrix_ub_13 0.0250146 _diffrn_orient_matrix_ub_21 -0.0008073 _diffrn_orient_matrix_ub_22 0.0346181 _diffrn_orient_matrix_ub_23 -0.0130389 _diffrn_orient_matrix_ub_31 -0.1830806 _diffrn_orient_matrix_ub_32 0.0009694 _diffrn_orient_matrix_ub_33 -0.001938 _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_measurement_method '\w scans' _diffrn_reflns_av_R_equivalents 0.0955 _diffrn_reflns_av_unetI/netI 0.0674 _diffrn_reflns_number 99271 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 28.31 _diffrn_reflns_theta_full 26 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.926 _reflns_number_total 9845 _reflns_number_gt 6850 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET) (compiled Oct 25 2010,18:11:34) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The SQUEEZE technique has been applied to acoount for the highly disordered guest electron density ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1781P)^2^+11.5416P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 9845 _refine_ls_number_parameters 406 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1685 _refine_ls_R_factor_gt 0.1229 _refine_ls_wR_factor_ref 0.3607 _refine_ls_wR_factor_gt 0.3324 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.012 _refine_diff_density_min -1.385 _refine_diff_density_rms 0.192 _iucr_refine_instructions_details ; TITL 10HU011 in P-1 CELL 0.71073 3.86154 22.1115 27.1691 67.429 88.114 87.127 ZERR 2.00 0.00009 0.0007 0.0007 0.003 0.002 0.002 LATT 1 SFAC C H N BR UNIT 96 72 6 6 MERG 2 FMAP 2 PLAN 35 ACTA 52 BOND CONF LIST 1 L.S. 10 WGHT 0.200000 FVAR 1.18265 BR1 4 1.574654 0.235683 1.025386 11.00000 0.06011 0.07118 = 0.06233 -0.04041 -0.00808 -0.00406 BR2 4 -0.219411 0.246633 0.328959 11.00000 0.06143 0.10537 = 0.03743 -0.01255 -0.01055 -0.00981 BR3 4 1.032148 -0.616529 0.936383 11.00000 0.09854 0.04998 = 0.14352 -0.01429 -0.00964 0.00124 N4 3 0.892577 -0.078269 0.812607 11.00000 0.01842 0.03145 = 0.01773 -0.01042 -0.00336 -0.00303 N5 3 0.742908 0.022668 0.741896 11.00000 0.02561 0.02690 = 0.01574 -0.00651 -0.00626 -0.00034 N6 3 0.646950 -0.077064 0.733596 11.00000 0.02127 0.03077 = 0.01665 -0.00899 -0.00498 -0.00401 C7 1 0.987409 0.022839 0.822144 11.00000 0.01553 0.03551 = 0.01829 -0.01606 -0.00413 0.00162 C8 1 0.258994 0.093917 0.556554 11.00000 0.01828 0.03506 = 0.02025 -0.01702 -0.00358 0.00106 C9 1 0.498581 0.024185 0.661119 11.00000 0.01822 0.03800 = 0.01609 -0.01528 -0.00630 0.00617 C10 1 0.634156 -0.012455 0.715694 11.00000 0.01201 0.03825 = 0.02269 -0.01682 -0.00080 -0.00076 C11 1 0.869836 -0.012278 0.790108 11.00000 0.01529 0.03774 = 0.01674 -0.01413 -0.00047 -0.00203 C12 1 1.229254 0.024698 0.901672 11.00000 0.01632 0.02790 = 0.01673 -0.00830 -0.00305 -0.00068 AFIX 43 H12 2 1.328466 0.001759 0.934749 11.00000 -1.20000 AFIX 0 C13 1 0.782685 -0.107746 0.781985 11.00000 0.01249 0.03876 = 0.02277 -0.01692 0.00077 -0.00350 C14 1 0.850282 -0.318949 0.846253 11.00000 0.01221 0.03544 = 0.01724 -0.00787 -0.00015 0.00092 C15 1 0.924957 -0.215817 0.855717 11.00000 0.02737 0.03805 = 0.01927 -0.01664 -0.00597 0.00342 AFIX 43 H15 2 0.995924 -0.193167 0.875994 11.00000 -1.20000 AFIX 0 C16 1 0.802815 -0.181367 0.804912 11.00000 0.02629 0.03005 = 0.01732 -0.01319 -0.00320 -0.00252 C17 1 1.178389 0.092583 0.884444 11.00000 0.01237 0.02400 = 0.01983 -0.01012 0.00040 -0.00112 C18 1 0.885442 -0.390422 0.867971 11.00000 0.01412 0.03608 = 0.02685 -0.01161 -0.00420 -0.00067 C19 1 1.237296 0.099154 0.973516 11.00000 0.01264 0.03035 = 0.01690 -0.01093 0.00015 -0.00493 AFIX 43 H19 2 1.150514 0.057439 0.989315 11.00000 -1.20000 AFIX 0 C20 1 0.256138 0.024722 0.579895 11.00000 0.01555 0.03497 = 0.01719 -0.01278 -0.00052 -0.00331 AFIX 43 H20 2 0.175997 0.001678 0.560520 11.00000 -1.20000 AFIX 0 C21 1 0.139786 0.130500 0.501806 11.00000 0.01743 0.03289 = 0.02558 -0.01375 0.00169 -0.00175 C22 1 -0.067796 0.198117 0.397674 11.00000 0.01575 0.05173 = 0.02014 -0.00482 -0.00204 -0.01104 C23 1 0.377883 0.125558 0.587894 11.00000 0.03545 0.04020 = 0.02161 -0.01599 -0.00611 -0.00010 AFIX 43 H23 2 0.378682 0.171097 0.574036 11.00000 -1.20000 AFIX 0 C24 1 1.329162 0.132393 1.005301 11.00000 0.02049 0.04077 = 0.02365 -0.02137 -0.00287 0.00206 AFIX 43 H24 2 1.308533 0.112523 1.042208 11.00000 -1.20000 AFIX 0 C25 1 1.138581 -0.009171 0.871707 11.00000 0.01809 0.02544 = 0.01899 -0.01335 -0.00053 -0.00436 AFIX 43 H25 2 1.178458 -0.054378 0.884616 11.00000 -1.20000 AFIX 0 C26 1 1.447410 0.193136 0.982453 11.00000 0.01279 0.03300 = 0.03111 -0.02433 -0.00394 0.00214 C27 1 0.372016 -0.009116 0.631513 11.00000 0.01315 0.03325 = 0.02609 -0.01343 -0.00275 -0.00009 AFIX 43 H27 2 0.365112 -0.054581 0.646529 11.00000 -1.20000 AFIX 0 C28 1 0.702605 -0.215890 0.774217 11.00000 0.03976 0.03502 = 0.01709 -0.01094 -0.00577 -0.00982 AFIX 43 H28 2 0.617602 -0.193252 0.740100 11.00000 -1.20000 AFIX 0 C29 1 1.274906 0.128221 0.917850 11.00000 0.01479 0.02861 = 0.01793 -0.01087 -0.00524 0.00211 C30 1 0.942863 -0.283302 0.876690 11.00000 0.03219 0.03857 = 0.01537 -0.01011 -0.00733 -0.00151 AFIX 43 H30 2 1.017212 -0.305656 0.911474 11.00000 -1.20000 AFIX 0 C31 1 -0.023984 0.192925 0.486459 11.00000 0.03032 0.04483 = 0.01733 -0.01411 -0.00491 0.00620 AFIX 43 H31 2 -0.065541 0.211087 0.511917 11.00000 -1.20000 AFIX 0 C32 1 0.939330 0.091362 0.803552 11.00000 0.03314 0.03708 = 0.02258 -0.01202 -0.00716 -0.00005 AFIX 43 H32 2 0.840924 0.114257 0.770407 11.00000 -1.20000 AFIX 0 C33 1 0.089043 0.138925 0.410718 11.00000 0.01984 0.04384 = 0.01989 -0.01419 -0.00110 -0.00727 AFIX 43 H33 2 0.129329 0.120749 0.385244 11.00000 -1.20000 AFIX 0 C34 1 1.399900 0.191059 0.896267 11.00000 0.03049 0.02127 = 0.01820 -0.00276 0.00122 -0.01189 AFIX 43 H34 2 1.426532 0.211437 0.859476 11.00000 -1.20000 AFIX 0 C35 1 0.493038 0.091513 0.638328 11.00000 0.03305 0.03885 = 0.02060 -0.01541 -0.00516 -0.00379 AFIX 43 H35 2 0.570230 0.114521 0.657930 11.00000 -1.20000 AFIX 0 C36 1 1.037423 0.125023 0.834229 11.00000 0.03104 0.02507 = 0.02109 -0.01170 -0.00619 -0.00203 AFIX 43 H36 2 1.008241 0.170451 0.820898 11.00000 -1.20000 AFIX 0 C37 1 0.730190 -0.283252 0.794630 11.00000 0.03332 0.04118 = 0.02411 -0.01860 -0.00293 -0.00539 AFIX 43 H37 2 0.667637 -0.305625 0.773663 11.00000 -1.20000 AFIX 0 C38 1 0.188858 0.105697 0.462113 11.00000 0.02477 0.04409 = 0.02070 -0.01762 0.00153 -0.00146 AFIX 43 H38 2 0.295332 0.064273 0.471074 11.00000 -1.20000 AFIX 0 C39 1 0.787989 -0.428567 0.918612 11.00000 0.02000 0.05107 = 0.03452 -0.01707 -0.00319 0.00147 AFIX 43 H39 2 0.691692 -0.408068 0.940307 11.00000 -1.20000 AFIX 0 C40 1 0.962711 -0.526000 0.907193 11.00000 0.02540 0.02796 = 0.07164 -0.00981 -0.00818 -0.00184 C41 1 1.486338 0.224361 0.928105 11.00000 0.02245 0.02491 = 0.02665 -0.01180 0.00421 -0.00299 AFIX 43 H41 2 1.568125 0.266538 0.913083 11.00000 -1.20000 AFIX 0 C42 1 1.019022 -0.423902 0.836485 11.00000 0.03809 0.03708 = 0.03762 -0.02002 0.00131 -0.00609 AFIX 43 H42 2 1.078240 -0.400058 0.801054 11.00000 -1.20000 AFIX 0 C43 1 -0.124300 0.227848 0.435130 11.00000 0.03069 0.03701 = 0.02915 -0.00921 -0.00432 0.00467 AFIX 43 H43 2 -0.226282 0.269753 0.425186 11.00000 -1.20000 AFIX 0 C44 1 1.063915 -0.489582 0.856113 11.00000 0.03201 0.05096 = 0.07810 -0.04024 0.00068 -0.00811 AFIX 43 H44 2 1.164263 -0.510268 0.834814 11.00000 -1.20000 AFIX 0 C45 1 0.824787 -0.496275 0.939488 11.00000 0.02837 0.04788 = 0.04806 -0.00417 -0.00557 -0.00210 AFIX 43 H45 2 0.757626 -0.520750 0.974431 11.00000 -1.20000 HKLF 4 REM 10HU011 in P-1 REM R1 = 0.1419 for 6451 Fo > 4sig(Fo) and 0.1922 for all 9845 data REM 406 parameters refined using 0 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 2.608, deepest hole -1.229, 1-sigma level 0.262 Q1 1 0.2007 0.2193 0.6822 11.00000 0.05 2.61 Q2 1 0.6943 -0.4209 0.7236 11.00000 0.05 1.57 Q3 1 1.3340 0.3624 0.7893 11.00000 0.05 1.34 Q4 1 1.0984 0.3600 0.7859 11.00000 0.05 1.32 Q5 1 1.8485 0.3553 0.7851 11.00000 0.05 1.31 Q6 1 0.3630 0.3432 0.5074 11.00000 0.05 1.24 Q7 1 0.4955 0.4219 0.5881 11.00000 0.05 1.21 Q8 1 1.5985 0.3490 0.7792 11.00000 0.05 1.20 Q9 1 1.6681 0.3610 0.7888 11.00000 0.05 1.20 Q10 1 0.6982 -0.4320 0.6966 11.00000 0.05 1.20 Q11 1 0.7264 0.0021 0.7418 11.00000 0.05 1.13 Q12 1 0.6569 -0.0407 0.7185 11.00000 0.05 1.12 Q13 1 0.1225 0.3511 0.5012 11.00000 0.05 1.10 Q14 1 0.9283 -0.4002 0.8574 11.00000 0.05 1.09 Q15 1 0.6068 -0.0899 0.7312 11.00000 0.05 1.08 Q16 1 0.9646 0.0443 0.8238 11.00000 0.05 1.07 Q17 1 0.8326 -0.3825 0.8568 11.00000 0.05 1.06 Q18 1 1.0216 -0.4360 0.6880 11.00000 0.05 1.06 Q19 1 0.9270 -0.0608 0.8035 11.00000 0.05 1.04 Q20 1 -0.0737 0.3621 0.4919 11.00000 0.05 1.03 Q21 1 0.8889 -0.2995 0.8589 11.00000 0.05 1.00 Q22 1 1.4804 0.1994 0.9933 11.00000 0.05 0.96 Q23 1 0.9600 -0.2633 0.8663 11.00000 0.05 0.94 Q24 1 -0.2061 0.5583 0.3944 11.00000 0.05 0.93 Q25 1 1.3334 -0.4363 0.6853 11.00000 0.05 0.93 Q26 1 0.8813 0.3107 0.7468 11.00000 0.05 0.92 Q27 1 0.8122 -0.3019 0.8198 11.00000 0.05 0.91 Q28 1 0.3017 0.1063 0.5698 11.00000 0.05 0.90 Q29 1 0.3101 0.1371 0.5833 11.00000 0.05 0.89 Q30 1 1.3122 0.1575 0.9089 11.00000 0.05 0.86 Q31 1 1.1903 0.0462 0.8993 11.00000 0.05 0.86 Q32 1 0.7607 -0.6129 0.9461 11.00000 0.05 0.86 Q33 1 0.7943 -0.1616 0.7983 11.00000 0.05 0.86 Q34 1 0.8428 -0.2101 0.8588 11.00000 0.05 0.84 Q35 1 1.1094 0.3061 0.7381 11.00000 0.05 0.84 ; #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 1.5747(3) 0.23570(6) 1.02538(4) 0.0596(4) Uani 1 1 d . . . Br2 Br -0.2189(3) 0.24653(7) 0.32897(4) 0.0716(4) Uani 1 1 d . . . Br3 Br 1.0318(5) -0.61655(7) 0.93614(8) 0.1035(6) Uani 1 1 d . . . C1 C 0.8675(17) -0.0126(3) 0.7903(2) 0.0201(13) Uani 1 1 d . . . N1 N 0.7422(15) 0.0230(3) 0.7420(2) 0.0220(12) Uani 1 1 d . . . C2 C 0.6329(17) -0.0129(4) 0.7157(3) 0.0237(14) Uani 1 1 d . . . N2 N 0.6464(15) -0.0772(3) 0.7335(2) 0.0226(12) Uani 1 1 d . . . C3 C 0.7801(17) -0.1077(3) 0.7820(3) 0.0222(14) Uani 1 1 d . . . N3 N 0.8927(14) -0.0782(3) 0.8124(2) 0.0217(12) Uani 1 1 d . . . C4 C 0.9868(17) 0.0230(3) 0.8224(2) 0.0206(13) Uani 1 1 d . . . C5 C 1.1378(17) -0.0091(3) 0.8718(2) 0.0190(13) Uani 1 1 d . . . H5 H 1.1758 -0.0543 0.8847 0.023 Uiso 1 1 calc R . . C6 C 1.2316(17) 0.0249(3) 0.9017(2) 0.0200(13) Uani 1 1 d . . . H6 H 1.3337 0.0022 0.9346 0.024 Uiso 1 1 calc R . . C7 C 1.1785(16) 0.0923(3) 0.8844(2) 0.0190(13) Uani 1 1 d . . . C8 C 1.0369(19) 0.1253(3) 0.8342(3) 0.0230(14) Uani 1 1 d . . . H8 H 1.0078 0.1707 0.8209 0.028 Uiso 1 1 calc R . . C9 C 0.939(2) 0.0913(4) 0.8038(3) 0.0283(15) Uani 1 1 d . . . H9 H 0.8402 0.1141 0.7706 0.034 Uiso 1 1 calc R . . C10 C 1.2746(16) 0.1280(3) 0.9182(2) 0.0188(13) Uani 1 1 d . . . C11 C 1.2368(16) 0.0995(3) 0.9737(2) 0.0173(12) Uani 1 1 d . . . H11 H 1.1486 0.0579 0.9896 0.021 Uiso 1 1 calc R . . C12 C 1.3295(18) 0.1327(4) 1.0051(3) 0.0246(14) Uani 1 1 d . . . H12 H 1.3084 0.1126 1.042 0.03 Uiso 1 1 calc R . . C13 C 1.4494(16) 0.1934(3) 0.9829(3) 0.0198(13) Uani 1 1 d . . . C14 C 1.4883(18) 0.2244(3) 0.9282(3) 0.0226(14) Uani 1 1 d . . . H14 H 1.573 0.2663 0.9131 0.027 Uiso 1 1 calc R . . C15 C 1.3988(18) 0.1918(3) 0.8963(3) 0.0233(14) Uani 1 1 d . . . H15 H 1.4214 0.2126 0.8595 0.028 Uiso 1 1 calc R . . C16 C 0.4982(17) 0.0244(3) 0.6609(2) 0.0218(14) Uani 1 1 d . . . C17 C 0.494(2) 0.0914(4) 0.6387(3) 0.0280(15) Uani 1 1 d . . . H17 H 0.5715 0.1142 0.6585 0.034 Uiso 1 1 calc R . . C18 C 0.378(2) 0.1260(4) 0.5875(3) 0.0294(16) Uani 1 1 d . . . H18 H 0.3775 0.1715 0.5737 0.035 Uiso 1 1 calc R . . C19 C 0.2623(18) 0.0941(3) 0.5565(2) 0.0218(14) Uani 1 1 d . . . C20 C 0.2573(17) 0.0249(3) 0.5798(2) 0.0199(13) Uani 1 1 d . . . H20 H 0.177 0.0019 0.5604 0.024 Uiso 1 1 calc R . . C21 C 0.3717(17) -0.0087(3) 0.6313(3) 0.0214(13) Uani 1 1 d . . . H21 H 0.364 -0.0542 0.6464 0.026 Uiso 1 1 calc R . . C22 C 0.1406(18) 0.1309(3) 0.5016(3) 0.0233(14) Uani 1 1 d . . . C23 C -0.023(2) 0.1923(4) 0.4867(3) 0.0286(16) Uani 1 1 d . . . H23 H -0.0645 0.2102 0.5123 0.034 Uiso 1 1 calc R . . C24 C -0.126(2) 0.2277(4) 0.4349(3) 0.0324(17) Uani 1 1 d . . . H24 H -0.2293 0.2695 0.4251 0.039 Uiso 1 1 calc R . . C25 C -0.0691(18) 0.1985(4) 0.3977(3) 0.0264(15) Uani 1 1 d . . . C26 C 0.0880(18) 0.1390(4) 0.4106(3) 0.0267(15) Uani 1 1 d . . . H26 H 0.1268 0.1211 0.3849 0.032 Uiso 1 1 calc R . . C27 C 0.1905(18) 0.1050(4) 0.4621(3) 0.0258(14) Uani 1 1 d . . . H27 H 0.2962 0.0635 0.4712 0.031 Uiso 1 1 calc R . . C28 C 0.8026(18) -0.1814(3) 0.8047(3) 0.0239(14) Uani 1 1 d . . . C29 C 0.704(2) -0.2156(4) 0.7742(3) 0.0306(16) Uani 1 1 d . . . H29 H 0.6197 -0.1931 0.74 0.037 Uiso 1 1 calc R . . C30 C 0.731(2) -0.2827(4) 0.7950(3) 0.0298(16) Uani 1 1 d . . . H30 H 0.6682 -0.3051 0.7741 0.036 Uiso 1 1 calc R . . C31 C 0.8505(17) -0.3186(3) 0.8462(2) 0.0219(13) Uani 1 1 d . . . C32 C 0.9422(19) -0.2828(4) 0.8761(3) 0.0283(15) Uani 1 1 d . . . H32 H 1.0188 -0.3053 0.9107 0.034 Uiso 1 1 calc R . . C33 C 0.9232(19) -0.2161(4) 0.8561(3) 0.0257(15) Uani 1 1 d . . . H33 H 0.9905 -0.1937 0.8768 0.031 Uiso 1 1 calc R . . C34 C 0.8848(18) -0.3902(4) 0.8673(3) 0.0250(14) Uani 1 1 d . . . C35 C 1.020(2) -0.4231(4) 0.8362(3) 0.0341(17) Uani 1 1 d . . . H35 H 1.0822 -0.399 0.801 0.041 Uiso 1 1 calc R . . C36 C 1.066(2) -0.4901(4) 0.8557(4) 0.047(2) Uani 1 1 d . . . H36 H 1.1631 -0.5109 0.8343 0.056 Uiso 1 1 calc R . . C37 C 0.965(2) -0.5260(4) 0.9076(4) 0.044(2) Uani 1 1 d . . . C38 C 0.825(2) -0.4960(5) 0.9391(4) 0.044(2) Uani 1 1 d . . . H38 H 0.7544 -0.5204 0.9739 0.053 Uiso 1 1 calc R . . C39 C 0.7893(19) -0.4291(4) 0.9188(3) 0.0336(17) Uani 1 1 d . . . H39 H 0.6961 -0.4087 0.9408 0.04 Uiso 1 1 calc R . . 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 Br1 0.0594(7) 0.0717(7) 0.0627(7) -0.0417(6) -0.0085(5) -0.0035(5) Br2 0.0610(8) 0.1051(10) 0.0356(5) -0.0108(5) -0.0096(5) -0.0106(6) Br3 0.0985(12) 0.0486(7) 0.1433(15) -0.0142(8) -0.0105(10) 0.0019(7) C1 0.015(3) 0.033(3) 0.014(3) -0.011(3) 0.002(2) -0.004(3) N1 0.024(3) 0.026(3) 0.016(2) -0.007(2) -0.007(2) 0.001(2) C2 0.012(3) 0.039(4) 0.025(3) -0.018(3) -0.004(3) 0.002(3) N2 0.020(3) 0.030(3) 0.018(3) -0.010(2) -0.005(2) -0.003(2) C3 0.012(3) 0.036(4) 0.022(3) -0.016(3) 0.002(2) -0.005(3) N3 0.018(3) 0.032(3) 0.016(2) -0.009(2) -0.003(2) -0.002(2) C4 0.015(3) 0.036(4) 0.017(3) -0.016(3) -0.003(2) 0.000(3) C5 0.019(3) 0.023(3) 0.019(3) -0.012(2) -0.002(2) -0.006(2) C6 0.017(3) 0.027(3) 0.017(3) -0.009(3) -0.003(2) -0.003(3) C7 0.014(3) 0.027(3) 0.017(3) -0.010(3) -0.001(2) -0.003(2) C8 0.030(4) 0.021(3) 0.020(3) -0.008(2) -0.007(3) -0.002(3) C9 0.032(4) 0.034(4) 0.021(3) -0.013(3) -0.008(3) 0.002(3) C10 0.015(3) 0.026(3) 0.018(3) -0.011(2) -0.006(2) 0.004(2) C11 0.016(3) 0.024(3) 0.014(3) -0.009(2) 0.002(2) -0.004(2) C12 0.020(4) 0.037(4) 0.022(3) -0.018(3) -0.004(3) 0.003(3) C13 0.013(3) 0.028(3) 0.030(3) -0.025(3) -0.007(3) 0.004(2) C14 0.023(4) 0.021(3) 0.027(3) -0.012(3) 0.004(3) -0.004(3) C15 0.029(4) 0.017(3) 0.020(3) -0.002(2) 0.001(3) -0.010(3) C16 0.018(3) 0.035(4) 0.017(3) -0.016(3) -0.007(2) 0.005(3) C17 0.035(4) 0.034(4) 0.017(3) -0.013(3) -0.003(3) -0.004(3) C18 0.037(4) 0.033(4) 0.021(3) -0.014(3) -0.006(3) -0.001(3) C19 0.021(3) 0.033(4) 0.019(3) -0.018(3) -0.006(3) 0.003(3) C20 0.015(3) 0.032(3) 0.017(3) -0.014(3) 0.002(2) -0.004(3) C21 0.014(3) 0.028(3) 0.023(3) -0.011(3) -0.003(2) 0.001(3) C22 0.017(3) 0.030(3) 0.024(3) -0.012(3) 0.002(3) -0.004(3) C23 0.030(4) 0.041(4) 0.017(3) -0.015(3) -0.002(3) 0.006(3) C24 0.031(4) 0.035(4) 0.025(3) -0.005(3) -0.006(3) 0.004(3) C25 0.015(3) 0.042(4) 0.015(3) -0.002(3) -0.003(2) -0.006(3) C26 0.022(4) 0.044(4) 0.017(3) -0.014(3) -0.002(3) -0.005(3) C27 0.020(4) 0.037(4) 0.022(3) -0.014(3) 0.002(3) -0.002(3) C28 0.023(4) 0.032(4) 0.020(3) -0.014(3) -0.003(3) -0.001(3) C29 0.038(4) 0.040(4) 0.019(3) -0.017(3) -0.007(3) -0.009(3) C30 0.033(4) 0.037(4) 0.024(3) -0.016(3) -0.005(3) -0.006(3) C31 0.012(3) 0.034(4) 0.017(3) -0.008(3) 0.001(2) 0.000(3) C32 0.029(4) 0.042(4) 0.015(3) -0.011(3) -0.007(3) 0.002(3) C33 0.027(4) 0.036(4) 0.016(3) -0.013(3) -0.006(3) 0.003(3) C34 0.015(3) 0.035(4) 0.025(3) -0.011(3) -0.005(3) -0.002(3) C35 0.035(4) 0.037(4) 0.035(4) -0.018(3) 0.002(3) -0.007(3) C36 0.037(5) 0.040(5) 0.072(6) -0.030(5) 0.000(4) -0.005(4) C37 0.023(4) 0.023(4) 0.076(6) -0.007(4) -0.010(4) -0.002(3) C38 0.027(4) 0.046(5) 0.046(5) -0.003(4) -0.005(4) 0.000(4) C39 0.018(4) 0.050(5) 0.033(4) -0.017(4) -0.002(3) 0.003(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br1 C13 1.831(6) . ? Br2 C25 1.854(6) . ? Br3 C37 1.855(8) . ? C1 N1 1.337(8) . ? C1 N3 1.340(9) . ? C1 C4 1.476(8) . ? N1 C2 1.343(8) . ? C2 N2 1.314(9) . ? C2 C16 1.494(9) . ? N2 C3 1.335(8) . ? C3 N3 1.330(8) . ? C3 C28 1.503(10) . ? C4 C5 1.387(9) . ? C4 C9 1.401(10) . ? C5 C6 1.369(8) . ? C5 H5 0.93 . ? C6 C7 1.385(9) . ? C6 H6 0.93 . ? C7 C8 1.392(9) . ? C7 C10 1.488(8) . ? C8 C9 1.383(9) . ? C8 H8 0.93 . ? C9 H9 0.93 . ? C10 C11 1.399(8) . ? C10 C15 1.406(9) . ? C11 C12 1.387(9) . ? C11 H11 0.93 . ? C12 C13 1.343(10) . ? C12 H12 0.93 . ? C13 C14 1.383(9) . ? C14 C15 1.383(9) . ? C14 H14 0.93 . ? C15 H15 0.93 . ? C16 C17 1.367(10) . ? C16 C21 1.392(9) . ? C17 C18 1.382(9) . ? C17 H17 0.93 . ? C18 C19 1.386(9) . ? C18 H18 0.93 . ? C19 C20 1.416(10) . ? C19 C22 1.479(9) . ? C20 C21 1.384(9) . ? C20 H20 0.93 . ? C21 H21 0.93 . ? C22 C23 1.383(10) . ? C22 C27 1.399(9) . ? C23 C24 1.383(10) . ? C23 H23 0.93 . ? C24 C25 1.400(11) . ? C24 H24 0.93 . ? C25 C26 1.342(11) . ? C26 C27 1.372(9) . ? C26 H26 0.93 . ? C27 H27 0.93 . ? C28 C33 1.394(9) . ? C28 C29 1.389(9) . ? C29 C30 1.371(11) . ? C29 H29 0.93 . ? C30 C31 1.391(9) . ? C30 H30 0.93 . ? C31 C32 1.396(10) . ? C31 C34 1.464(10) . ? C32 C33 1.360(10) . ? C32 H32 0.93 . ? C33 H33 0.93 . ? C34 C39 1.381(10) . ? C34 C35 1.385(11) . ? C35 C36 1.372(12) . ? C35 H35 0.93 . ? C36 C37 1.380(14) . ? C36 H36 0.93 . ? C37 C38 1.357(14) . ? C38 C39 1.367(12) . ? C38 H38 0.93 . ? C39 H39 0.93 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N3 125.5(6) . . ? N1 C1 C4 117.6(6) . . ? N3 C1 C4 116.9(5) . . ? C2 N1 C1 114.2(6) . . ? N2 C2 N1 125.4(6) . . ? N2 C2 C16 118.1(6) . . ? N1 C2 C16 116.4(6) . . ? C2 N2 C3 115.4(6) . . ? N3 C3 N2 125.2(6) . . ? N3 C3 C28 116.8(6) . . ? N2 C3 C28 118.0(6) . . ? C3 N3 C1 114.4(5) . . ? C5 C4 C9 117.9(6) . . ? C5 C4 C1 122.2(6) . . ? C9 C4 C1 119.9(6) . . ? C6 C5 C4 120.9(6) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 121.8(6) . . ? C5 C6 H6 119.1 . . ? C7 C6 H6 119.1 . . ? C8 C7 C6 117.8(6) . . ? C8 C7 C10 121.3(6) . . ? C6 C7 C10 120.9(5) . . ? C9 C8 C7 120.8(6) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.6 . . ? C8 C9 C4 120.7(6) . . ? C8 C9 H9 119.7 . . ? C4 C9 H9 119.7 . . ? C11 C10 C15 117.1(6) . . ? C11 C10 C7 120.7(6) . . ? C15 C10 C7 122.2(6) . . ? C12 C11 C10 120.6(6) . . ? C12 C11 H11 119.7 . . ? C10 C11 H11 119.7 . . ? C13 C12 C11 120.7(6) . . ? C13 C12 H12 119.6 . . ? C11 C12 H12 119.6 . . ? C12 C13 C14 121.2(6) . . ? C12 C13 Br1 119.8(5) . . ? C14 C13 Br1 119.0(5) . . ? C13 C14 C15 118.8(6) . . ? C13 C14 H14 120.6 . . ? C15 C14 H14 120.6 . . ? C14 C15 C10 121.6(6) . . ? C14 C15 H15 119.2 . . ? C10 C15 H15 119.2 . . ? C17 C16 C21 118.4(6) . . ? C17 C16 C2 121.3(6) . . ? C21 C16 C2 120.3(6) . . ? C16 C17 C18 121.5(6) . . ? C16 C17 H17 119.3 . . ? C18 C17 H17 119.3 . . ? C17 C18 C19 121.3(7) . . ? C17 C18 H18 119.4 . . ? C19 C18 H18 119.4 . . ? C18 C19 C20 117.5(6) . . ? C18 C19 C22 121.5(6) . . ? C20 C19 C22 121.0(6) . . ? C21 C20 C19 120.2(6) . . ? C21 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? C20 C21 C16 121.1(6) . . ? C20 C21 H21 119.5 . . ? C16 C21 H21 119.5 . . ? C23 C22 C27 117.2(6) . . ? C23 C22 C19 121.8(6) . . ? C27 C22 C19 120.9(6) . . ? C24 C23 C22 121.9(7) . . ? C24 C23 H23 119.1 . . ? C22 C23 H23 119.1 . . ? C23 C24 C25 117.7(7) . . ? C23 C24 H24 121.2 . . ? C25 C24 H24 121.2 . . ? C26 C25 C24 122.2(6) . . ? C26 C25 Br2 121.2(5) . . ? C24 C25 Br2 116.6(6) . . ? C25 C26 C27 119.1(7) . . ? C25 C26 H26 120.4 . . ? C27 C26 H26 120.4 . . ? C26 C27 C22 121.9(7) . . ? C26 C27 H27 119 . . ? C22 C27 H27 119 . . ? C33 C28 C29 119.3(7) . . ? C33 C28 C3 120.7(6) . . ? C29 C28 C3 120.0(6) . . ? C30 C29 C28 119.4(6) . . ? C30 C29 H29 120.3 . . ? C28 C29 H29 120.3 . . ? C29 C30 C31 122.4(6) . . ? C29 C30 H30 118.8 . . ? C31 C30 H30 118.8 . . ? C30 C31 C32 116.7(7) . . ? C30 C31 C34 121.6(6) . . ? C32 C31 C34 121.7(6) . . ? C33 C32 C31 122.1(6) . . ? C33 C32 H32 118.9 . . ? C31 C32 H32 118.9 . . ? C32 C33 C28 120.0(6) . . ? C32 C33 H33 120 . . ? C28 C33 H33 120 . . ? C39 C34 C35 115.9(7) . . ? C39 C34 C31 122.8(7) . . ? C35 C34 C31 121.2(6) . . ? C36 C35 C34 122.2(8) . . ? C36 C35 H35 118.9 . . ? C34 C35 H35 118.9 . . ? C35 C36 C37 118.9(9) . . ? C35 C36 H36 120.6 . . ? C37 C36 H36 120.6 . . ? C38 C37 C36 120.9(8) . . ? C38 C37 Br3 118.7(7) . . ? C36 C37 Br3 120.4(8) . . ? C39 C38 C37 118.8(8) . . ? C39 C38 H38 120.6 . . ? C37 C38 H38 120.6 . . ? C38 C39 C34 123.3(8) . . ? C38 C39 H39 118.4 . . ? C34 C39 H39 118.4 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C1 N1 C2 0.9(10) . . . . ? C4 C1 N1 C2 -178.8(6) . . . . ? C1 N1 C2 N2 -1.0(10) . . . . ? C1 N1 C2 C16 -178.6(6) . . . . ? N1 C2 N2 C3 0.3(10) . . . . ? C16 C2 N2 C3 177.8(6) . . . . ? C2 N2 C3 N3 0.8(10) . . . . ? C2 N2 C3 C28 180.0(6) . . . . ? N2 C3 N3 C1 -0.9(10) . . . . ? C28 C3 N3 C1 179.9(6) . . . . ? N1 C1 N3 C3 0.0(10) . . . . ? C4 C1 N3 C3 179.7(6) . . . . ? N1 C1 C4 C5 -176.5(6) . . . . ? N3 C1 C4 C5 3.8(9) . . . . ? N1 C1 C4 C9 5.5(9) . . . . ? N3 C1 C4 C9 -174.2(6) . . . . ? C9 C4 C5 C6 1.1(10) . . . . ? C1 C4 C5 C6 -177.0(6) . . . . ? C4 C5 C6 C7 0.4(10) . . . . ? C5 C6 C7 C8 -2.3(10) . . . . ? C5 C6 C7 C10 178.5(6) . . . . ? C6 C7 C8 C9 2.8(10) . . . . ? C10 C7 C8 C9 -178.0(7) . . . . ? C7 C8 C9 C4 -1.4(11) . . . . ? C5 C4 C9 C8 -0.6(11) . . . . ? C1 C4 C9 C8 177.5(7) . . . . ? C8 C7 C10 C11 145.3(7) . . . . ? C6 C7 C10 C11 -35.5(9) . . . . ? C8 C7 C10 C15 -33.2(10) . . . . ? C6 C7 C10 C15 145.9(7) . . . . ? C15 C10 C11 C12 -2.0(10) . . . . ? C7 C10 C11 C12 179.4(6) . . . . ? C10 C11 C12 C13 1.6(10) . . . . ? C11 C12 C13 C14 -0.8(10) . . . . ? C11 C12 C13 Br1 -179.3(5) . . . . ? C12 C13 C14 C15 0.4(10) . . . . ? Br1 C13 C14 C15 178.9(5) . . . . ? C13 C14 C15 C10 -0.9(11) . . . . ? C11 C10 C15 C14 1.6(10) . . . . ? C7 C10 C15 C14 -179.8(6) . . . . ? N2 C2 C16 C17 -176.4(7) . . . . ? N1 C2 C16 C17 1.3(10) . . . . ? N2 C2 C16 C21 3.8(10) . . . . ? N1 C2 C16 C21 -178.4(6) . . . . ? C21 C16 C17 C18 -1.9(11) . . . . ? C2 C16 C17 C18 178.3(7) . . . . ? C16 C17 C18 C19 -0.4(12) . . . . ? C17 C18 C19 C20 1.9(11) . . . . ? C17 C18 C19 C22 -179.5(7) . . . . ? C18 C19 C20 C21 -1.3(10) . . . . ? C22 C19 C20 C21 -179.9(6) . . . . ? C19 C20 C21 C16 -1.0(10) . . . . ? C17 C16 C21 C20 2.6(10) . . . . ? C2 C16 C21 C20 -177.7(6) . . . . ? C18 C19 C22 C23 -32.1(11) . . . . ? C20 C19 C22 C23 146.4(7) . . . . ? C18 C19 C22 C27 147.1(7) . . . . ? C20 C19 C22 C27 -34.3(10) . . . . ? C27 C22 C23 C24 -1.6(11) . . . . ? C19 C22 C23 C24 177.7(7) . . . . ? C22 C23 C24 C25 1.9(12) . . . . ? C23 C24 C25 C26 -1.8(11) . . . . ? C23 C24 C25 Br2 178.7(6) . . . . ? C24 C25 C26 C27 1.3(11) . . . . ? Br2 C25 C26 C27 -179.2(5) . . . . ? C25 C26 C27 C22 -0.9(11) . . . . ? C23 C22 C27 C26 1.1(10) . . . . ? C19 C22 C27 C26 -178.2(7) . . . . ? N3 C3 C28 C33 2.5(10) . . . . ? N2 C3 C28 C33 -176.7(6) . . . . ? N3 C3 C28 C29 -177.2(7) . . . . ? N2 C3 C28 C29 3.6(10) . . . . ? C33 C28 C29 C30 -0.9(11) . . . . ? C3 C28 C29 C30 178.8(7) . . . . ? C28 C29 C30 C31 1.0(12) . . . . ? C29 C30 C31 C32 0.0(11) . . . . ? C29 C30 C31 C34 -178.7(7) . . . . ? C30 C31 C32 C33 -1.2(11) . . . . ? C34 C31 C32 C33 177.6(7) . . . . ? C31 C32 C33 C28 1.3(11) . . . . ? C29 C28 C33 C32 -0.2(11) . . . . ? C3 C28 C33 C32 -179.9(6) . . . . ? C30 C31 C34 C39 -138.4(8) . . . . ? C32 C31 C34 C39 43.0(10) . . . . ? C30 C31 C34 C35 42.3(10) . . . . ? C32 C31 C34 C35 -136.4(8) . . . . ? C39 C34 C35 C36 -1.7(11) . . . . ? C31 C34 C35 C36 177.7(7) . . . . ? C34 C35 C36 C37 1.7(13) . . . . ? C35 C36 C37 C38 -0.3(13) . . . . ? C35 C36 C37 Br3 -178.5(6) . . . . ? C36 C37 C38 C39 -1.0(13) . . . . ? Br3 C37 C38 C39 177.3(6) . . . . ? C37 C38 C39 C34 0.9(13) . . . . ? C35 C34 C39 C38 0.4(11) . . . . ? C31 C34 C39 C38 -179.0(7) . . . . ? loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.238 0.500 0.500 707 133 ' ' _platon_squeeze_details ; ; # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF # Attachment '- 8-pXyl.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2011-08-03 at 12:07:56 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : 11hu008c2 datared #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_11hu008c2 _database_code_depnum_ccdc_archive 'CCDC 838862' #TrackingRef '- 8-pXyl.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '0.72(C8 H10), C39 H24 Br3 N3' _chemical_formula_sum 'C44.77 H31.21 Br3 N3' _chemical_formula_weight 850.85 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'I 2/a' _symmetry_space_group_name_Hall '-I 2ya' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 39.9115(7) _cell_length_b 3.86753(7) _cell_length_c 46.7250(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.6149(15) _cell_angle_gamma 90.00 _cell_volume 7009.7(2) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 23023 _cell_measurement_theta_min 1.496 _cell_measurement_theta_max 28.1681 _exptl_crystal_size_max 0.4557 _exptl_crystal_size_mid 0.2339 _exptl_crystal_size_min 0.0656 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3406.3 _exptl_absorpt_coefficient_mu 3.491 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (release 06-04-2011 CrysAlis171 .NET) (compiled Apr 6 2011,09:17:13) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.77446 _exptl_absorpt_correction_T_max 1 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'SuperNova, Single source at offset), Eos' _diffrn_detector_area_resol_mean 16.0965 _diffrn_measurement_method '\w scans' _diffrn_reflns_number 54702 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 50 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -60 _diffrn_reflns_limit_l_max 60 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 28.23 _reflns_number_total 7995 _reflns_number_gt 6956 _reflns_threshold_expression >2\s(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (release 06-04-2011 CrysAlis171 .NET) (compiled Apr 6 2011,09:17:13) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (release 06-04-2011 CrysAlis171 .NET) (compiled Apr 6 2011,09:17:13) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.10 (release 06-04-2011 CrysAlis171 .NET) (compiled Apr 6 2011,09:17:13) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One pXylene is disordered about the 2fold axis and along the b axis. Its geometry has been constrained by fixing 1,2 and 1,3 distances. The adp's have been constrained to be equal by EADP. It's population has been refined freely. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1718P)^2^+77.6010P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7995 _refine_ls_number_parameters 469 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0886 _refine_ls_R_factor_gt 0.0805 _refine_ls_wR_factor_ref 0.2623 _refine_ls_wR_factor_gt 0.2533 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _iucr_refine_instructions_details ; TITL 11HU008C2 in I2/a CELL 0.71073 39.9115 3.86753 46.7250 90.0000 103.6149 90.0000 ZERR 8.00 0.0007 0.00007 0.0007 0.0000 0.0015 0.0000 LATT 2 SYMM 1/2 - X, Y, - Z SFAC C H N BR UNIT 358.05 249.56 24 24 TEMP -100 MERG 2 DFIX 1.390 0.01 C51 C52 C53 C54 C51 C57 C54 C58 DFIX 1.384 0.01 C52 C53 C57 C58 DFIX 1.508 0.01 C51 C55 C54 C56 DFIX 2.416 0.02 C51 C53 C52 C54 C51 C58 C54 C57 DFIX 2.518 0.02 C52 C55 C53 C56 C57 C55 C58 C56 FLAT 0.1 C51 C52 C53 C54 C55 C56 C57 C58 EADP C51 > C58 FMAP 2 PLAN 25 ACTA 52.00 BOND $H CONF HTAB LIST 1 L.S. 20 WGHT 0.171800 77.600998 FVAR 0.97438 0.44239 MOLE 1 C1 1 0.870684 0.222268 0.365770 11.00000 0.01423 0.01342 = 0.01044 0.00023 0.00579 0.00146 N1 3 0.897915 0.122052 0.386953 11.00000 0.01053 0.01567 = 0.01258 0.00176 0.00548 0.00047 C2 1 0.928714 0.187746 0.381630 11.00000 0.01288 0.01007 = 0.00935 -0.00083 0.00537 0.00199 N2 3 0.933573 0.340103 0.356981 11.00000 0.01176 0.01598 = 0.00896 0.00108 0.00462 0.00049 C3 1 0.904766 0.418080 0.336813 11.00000 0.01353 0.00936 = 0.00949 0.00006 0.00543 0.00083 N3 3 0.872616 0.365935 0.339985 11.00000 0.01251 0.01547 = 0.01212 0.00293 0.00690 0.00087 C4 1 0.836072 0.166147 0.370854 11.00000 0.01225 0.01482 = 0.01320 0.00128 0.00497 0.00128 C5 1 0.806589 0.251851 0.349121 11.00000 0.01363 0.02329 = 0.01114 0.00790 0.00315 0.00226 AFIX 43 H5 2 0.808843 0.345876 0.330884 11.00000 -1.20000 AFIX 0 C6 1 0.774148 0.199480 0.354224 11.00000 0.01119 0.02528 = 0.01446 0.00564 0.00176 0.00256 AFIX 43 H6 2 0.754363 0.255481 0.339196 11.00000 -1.20000 AFIX 0 C7 1 0.769809 0.066814 0.380828 11.00000 0.01045 0.01656 = 0.01421 0.00129 0.00262 0.00176 C8 1 0.799402 -0.015416 0.402456 11.00000 0.01421 0.02801 = 0.01185 0.00825 0.00347 0.00170 AFIX 43 H8 2 0.797114 -0.106044 0.420797 11.00000 -1.20000 AFIX 0 C9 1 0.831879 0.032894 0.397600 11.00000 0.00908 0.02765 = 0.01128 0.00635 0.00185 -0.00010 AFIX 43 H9 2 0.851614 -0.025097 0.412610 11.00000 -1.20000 AFIX 0 C10 1 0.734949 0.007610 0.386025 11.00000 0.01247 0.01562 = 0.01500 0.00298 0.00371 0.00008 C11 1 0.708331 -0.118899 0.363578 11.00000 0.01394 0.02659 = 0.02081 -0.00060 0.00390 -0.00307 AFIX 43 H11 2 0.712528 -0.158345 0.344659 11.00000 -1.20000 AFIX 0 C12 1 0.675861 -0.188799 0.368117 11.00000 0.01302 0.02397 = 0.03315 0.00081 0.00327 -0.00474 AFIX 43 H12 2 0.657991 -0.276635 0.352674 11.00000 -1.20000 AFIX 0 C13 1 0.670246 -0.126401 0.395973 11.00000 0.01262 0.02119 = 0.03544 0.00798 0.01306 0.00100 C14 1 0.695927 0.003055 0.418585 11.00000 0.01812 0.03673 = 0.02785 0.00265 0.01372 -0.00047 AFIX 43 H14 2 0.691568 0.045510 0.437404 11.00000 -1.20000 AFIX 0 C15 1 0.728137 0.070277 0.413483 11.00000 0.01727 0.03238 = 0.01741 -0.00054 0.00658 -0.00073 AFIX 43 H15 2 0.745846 0.160459 0.428940 11.00000 -1.20000 AFIX 0 BR1 4 0.627258 -0.230622 0.402244 11.00000 0.03379 0.05734 = 0.08029 0.00989 0.02561 -0.00269 C16 1 0.959993 0.083195 0.403634 11.00000 0.01151 0.01264 = 0.00840 0.00042 0.00467 0.00238 C17 1 0.958003 -0.093659 0.429315 11.00000 0.01531 0.01445 = 0.01101 0.00122 0.00830 0.00120 AFIX 43 H17 2 0.936118 -0.147761 0.432866 11.00000 -1.20000 AFIX 0 C18 1 0.987805 -0.190280 0.449594 11.00000 0.01937 0.01476 = 0.01063 0.00311 0.00811 0.00140 AFIX 43 H18 2 0.986021 -0.312273 0.466820 11.00000 -1.20000 AFIX 0 C19 1 1.020524 -0.111706 0.445210 11.00000 0.01507 0.00919 = 0.00977 -0.00180 0.00451 0.00206 C20 1 1.022172 0.066473 0.419380 11.00000 0.01366 0.01651 = 0.00862 -0.00044 0.00522 -0.00035 AFIX 43 H20 2 1.044033 0.122520 0.415870 11.00000 -1.20000 AFIX 0 C21 1 0.992387 0.162304 0.398856 11.00000 0.01381 0.01549 = 0.00788 0.00033 0.00506 0.00053 AFIX 43 H21 2 0.994078 0.282136 0.381504 11.00000 -1.20000 AFIX 0 C22 1 1.052544 -0.217395 0.466521 11.00000 0.01919 0.01036 = 0.01019 -0.00056 0.00012 0.00048 C23 1 1.054085 -0.229116 0.496794 11.00000 0.02738 0.01954 = 0.01133 0.00001 -0.00016 0.00211 AFIX 43 H23 2 1.034309 -0.166508 0.503633 11.00000 -1.20000 AFIX 0 C24 1 1.083754 -0.329794 0.516943 11.00000 0.03879 0.02182 = 0.01401 0.00532 -0.00602 0.00057 AFIX 43 H24 2 1.084618 -0.335337 0.537430 11.00000 -1.20000 AFIX 0 C25 1 1.112179 -0.422330 0.506386 11.00000 0.02411 0.01752 = 0.02643 0.00255 -0.01666 0.00227 C26 1 1.111866 -0.411201 0.476927 11.00000 0.01792 0.02382 = 0.03234 -0.00339 -0.00382 0.00417 AFIX 43 H26 2 1.131808 -0.472803 0.470293 11.00000 -1.20000 AFIX 0 C27 1 1.081870 -0.308257 0.456980 11.00000 0.01714 0.02145 = 0.01758 -0.00092 0.00065 0.00380 AFIX 43 H27 2 1.081392 -0.299850 0.436568 11.00000 -1.20000 AFIX 0 BR2 4 1.152093 -0.560161 0.532450 11.00000 0.08355 0.05527 = 0.06861 0.00857 -0.03678 0.00955 C28 1 0.909382 0.565041 0.308765 11.00000 0.01209 0.01128 = 0.00938 0.00120 0.00574 0.00056 C29 1 0.941571 0.696952 0.307213 11.00000 0.01423 0.01462 = 0.00804 0.00025 0.00403 -0.00178 AFIX 43 H29 2 0.959709 0.709958 0.324479 11.00000 -1.20000 AFIX 0 C30 1 0.946945 0.808365 0.280510 11.00000 0.01312 0.01650 = 0.01078 0.00038 0.00502 -0.00400 AFIX 43 H30 2 0.968702 0.902436 0.279738 11.00000 -1.20000 AFIX 0 C31 1 0.920916 0.785070 0.254601 11.00000 0.01208 0.01261 = 0.01015 0.00114 0.00570 0.00130 C32 1 0.888670 0.661412 0.256496 11.00000 0.01167 0.02009 = 0.01002 0.00229 0.00335 -0.00020 AFIX 43 H32 2 0.870493 0.650015 0.239247 11.00000 -1.20000 AFIX 0 C33 1 0.882782 0.554326 0.283389 11.00000 0.01083 0.01998 = 0.01127 0.00180 0.00566 -0.00066 AFIX 43 H33 2 0.860601 0.473944 0.284413 11.00000 -1.20000 AFIX 0 C34 1 0.928077 0.883762 0.225880 11.00000 0.01274 0.01017 = 0.00884 0.00025 0.00451 -0.00147 C35 1 0.960527 0.816111 0.220587 11.00000 0.01224 0.01409 = 0.01249 0.00311 0.00375 0.00077 AFIX 43 H35 2 0.977776 0.708448 0.235409 11.00000 -1.20000 AFIX 0 C36 1 0.967760 0.904830 0.193877 11.00000 0.01249 0.01506 = 0.01396 0.00166 0.00642 0.00084 AFIX 43 H36 2 0.989642 0.852675 0.190229 11.00000 -1.20000 AFIX 0 C37 1 0.943045 1.068685 0.172736 11.00000 0.01447 0.01312 = 0.01073 0.00196 0.00982 -0.00242 C38 1 0.910384 1.138180 0.177051 11.00000 0.01417 0.01640 = 0.01071 0.00426 0.00389 0.00297 AFIX 43 H38 2 0.893370 1.248468 0.162205 11.00000 -1.20000 AFIX 0 C39 1 0.903337 1.041633 0.203718 11.00000 0.01418 0.01565 = 0.01142 0.00251 0.00463 0.00275 AFIX 43 H39 2 0.881054 1.084571 0.206888 11.00000 -1.20000 AFIX 0 BR3 4 0.954194 1.208440 0.138283 11.00000 0.04240 0.03676 = 0.02832 0.00472 0.01592 0.00169 MOLE 2 C40 1 0.775204 -0.108612 0.236701 11.00000 0.02876 0.02621 = 0.03126 -0.00090 -0.00118 0.00709 C41 1 0.756271 -0.271316 0.280217 11.00000 0.02993 0.03317 = 0.02352 -0.00097 -0.00477 0.00651 AFIX 43 H41 2 0.760777 -0.284766 0.301077 11.00000 -1.20000 AFIX 0 C42 1 0.780989 -0.133307 0.267200 11.00000 0.02888 0.02895 = 0.03046 -0.00437 -0.00669 0.00364 AFIX 43 H42 2 0.802209 -0.054245 0.279226 11.00000 -1.20000 AFIX 0 C43 1 0.802057 0.044278 0.222399 11.00000 0.03347 0.03446 = 0.04052 0.00309 0.00230 0.00389 AFIX 137 H43A 2 0.790647 0.153408 0.203717 11.00000 -1.50000 H43B 2 0.817422 -0.139319 0.218688 11.00000 -1.50000 H43C 2 0.815522 0.217930 0.235516 11.00000 -1.50000 AFIX 0 MOLE 3 PART -1 C51 1 0.755027 0.187275 0.499431 20.50000 0.06520 C52 1 0.779816 0.424086 0.496474 20.50000 0.06520 AFIX 43 H52 2 0.801229 0.335924 0.494136 20.50000 -1.20000 AFIX 0 C53 1 0.776053 0.779013 0.496633 20.50000 0.06520 AFIX 43 H53 2 0.794616 0.921645 0.494321 20.50000 -1.20000 AFIX 0 C54 1 0.745856 0.932169 0.500083 20.50000 0.06520 C55 1 0.760149 -0.197498 0.498735 20.50000 0.06520 AFIX 33 H55A 2 0.739107 -0.315145 0.500823 20.50000 -1.50000 H55B 2 0.779408 -0.265138 0.514974 20.50000 -1.50000 H55C 2 0.765271 -0.263012 0.479955 20.50000 -1.50000 AFIX 0 C56 1 0.741048 1.317899 0.499772 20.50000 0.06520 AFIX 33 H56A 2 0.717936 1.372279 0.502300 20.50000 -1.50000 H56B 2 0.743708 1.411180 0.480931 20.50000 -1.50000 H56C 2 0.758368 1.421621 0.515882 20.50000 -1.50000 AFIX 0 C57 1 0.724936 0.341616 0.502735 20.50000 0.06520 AFIX 43 H57 2 0.706330 0.198359 0.504840 20.50000 -1.20000 AFIX 0 C58 1 0.720861 0.696950 0.503097 20.50000 0.06520 AFIX 43 H58 2 0.699494 0.784724 0.505579 20.50000 -1.20000 HKLF 4 REM 11HU008C2 in I2/a REM R1 = 0.0805 for 6956 Fo > 4sig(Fo) and 0.0886 for all 7995 data REM 469 parameters refined using 21 restraints END WGHT 0.1685 78.8518 REM Highest difference peak 1.274, deepest hole -2.114, 1-sigma level 0.227 Q1 1 0.8982 0.2003 0.3890 11.00000 0.05 1.27 Q2 1 0.9306 0.2713 0.3687 11.00000 0.05 1.14 Q3 1 0.6715 -0.1619 0.3842 11.00000 0.05 1.09 Q4 1 1.0996 -0.3835 0.5098 11.00000 0.05 1.08 Q5 1 0.9699 0.1061 0.4007 11.00000 0.05 1.08 Q6 1 0.9271 1.0755 0.1749 11.00000 0.05 1.08 Q7 1 1.0688 -0.2851 0.5070 11.00000 0.05 1.07 Q8 1 0.7805 0.0369 0.3882 11.00000 0.05 1.05 Q9 1 0.6905 -0.1430 0.3668 11.00000 0.05 1.04 Q10 1 0.7300 -0.0450 0.3804 11.00000 0.05 1.03 Q11 1 0.9130 0.7752 0.2562 11.00000 0.05 1.00 Q12 1 0.9079 1.0724 0.1892 11.00000 0.05 0.99 Q13 1 0.9122 0.9676 0.2096 11.00000 0.05 0.98 Q14 1 0.9189 0.3576 0.3482 11.00000 0.05 0.98 Q15 1 0.7312 0.0575 0.4001 11.00000 0.05 0.98 Q16 1 0.9603 0.9739 0.1871 11.00000 0.05 0.97 Q17 1 0.8713 0.2624 0.3558 11.00000 0.05 0.97 Q18 1 0.9948 -0.1313 0.4491 11.00000 0.05 0.97 Q19 1 0.6822 -0.0518 0.4088 11.00000 0.05 0.96 Q20 1 0.6631 -0.1430 0.3980 11.00000 0.05 0.94 Q21 1 1.1018 -0.3995 0.4710 11.00000 0.05 0.92 Q22 1 0.8200 0.0134 0.3992 11.00000 0.05 0.91 Q23 1 0.8284 -0.0256 0.3928 11.00000 0.05 0.90 Q24 1 1.0223 0.0674 0.4241 11.00000 0.05 0.90 Q25 1 0.9192 0.6150 0.3077 11.00000 0.05 0.90 ; 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.87068(11) 0.2223(11) 0.36577(9) 0.0122(8) Uani 1 1 d . . . N1 N 0.89792(9) 0.1221(10) 0.38695(8) 0.0125(7) Uani 1 1 d . . . C2 C 0.92871(10) 0.1877(11) 0.38163(8) 0.0103(7) Uani 1 1 d . . . N2 N 0.93357(9) 0.3401(10) 0.35698(7) 0.0119(7) Uani 1 1 d . . . C3 C 0.90477(10) 0.4181(11) 0.33681(8) 0.0103(7) Uani 1 1 d . . . N3 N 0.87262(9) 0.3659(10) 0.33999(8) 0.0127(7) Uani 1 1 d . . . C4 C 0.83607(11) 0.1661(11) 0.37085(9) 0.0131(8) Uani 1 1 d . . . C5 C 0.80659(11) 0.2519(12) 0.34912(9) 0.0160(9) Uani 1 1 d . . . H5 H 0.8088 0.3459 0.3309 0.019 Uiso 1 1 calc R . . C6 C 0.77415(11) 0.1995(13) 0.35422(10) 0.0172(9) Uani 1 1 d . . . H6 H 0.7544 0.2555 0.3392 0.021 Uiso 1 1 calc R . . C7 C 0.76981(10) 0.0668(12) 0.38083(9) 0.0138(8) Uani 1 1 d . . . C8 C 0.79940(11) -0.0154(13) 0.40246(9) 0.0180(9) Uani 1 1 d . . . H8 H 0.7971 -0.1060 0.4208 0.022 Uiso 1 1 calc R . . C9 C 0.83188(11) 0.0329(13) 0.39760(9) 0.0161(8) Uani 1 1 d . . . H9 H 0.8516 -0.0251 0.4126 0.019 Uiso 1 1 calc R . . C10 C 0.73495(11) 0.0076(12) 0.38603(9) 0.0143(8) Uani 1 1 d . . . C11 C 0.70833(12) -0.1189(14) 0.36358(10) 0.0205(9) Uani 1 1 d . . . H11 H 0.7125 -0.1583 0.3447 0.025 Uiso 1 1 calc R . . C12 C 0.67586(12) -0.1888(14) 0.36812(12) 0.0237(10) Uani 1 1 d . . . H12 H 0.6580 -0.2766 0.3527 0.028 Uiso 1 1 calc R . . C13 C 0.67025(12) -0.1264(13) 0.39597(12) 0.0219(10) Uani 1 1 d . . . C14 C 0.69593(12) 0.0031(15) 0.41858(11) 0.0262(10) Uani 1 1 d . . . H14 H 0.6916 0.0455 0.4374 0.031 Uiso 1 1 calc R . . C15 C 0.72814(12) 0.0703(14) 0.41348(10) 0.0219(10) Uani 1 1 d . . . H15 H 0.7458 0.1605 0.4289 0.026 Uiso 1 1 calc R . . Br1 Br 0.627258(19) -0.2306(2) 0.40224(2) 0.0551(3) Uani 1 1 d . . . C16 C 0.95999(10) 0.0832(11) 0.40363(8) 0.0105(7) Uani 1 1 d . . . C17 C 0.95800(11) -0.0937(11) 0.42931(9) 0.0127(8) Uani 1 1 d . . . H17 H 0.9361 -0.1478 0.4329 0.015 Uiso 1 1 calc R . . C18 C 0.98781(12) -0.1903(11) 0.44959(9) 0.0142(8) Uani 1 1 d . . . H18 H 0.9860 -0.3123 0.4668 0.017 Uiso 1 1 calc R . . C19 C 1.02052(10) -0.1117(11) 0.44521(8) 0.0111(7) Uani 1 1 d . . . C20 C 1.02217(11) 0.0665(11) 0.41938(8) 0.0125(8) Uani 1 1 d . . . H20 H 1.0440 0.1225 0.4159 0.015 Uiso 1 1 calc R . . C21 C 0.99239(11) 0.1623(11) 0.39886(8) 0.0120(8) Uani 1 1 d . . . H21 H 0.9941 0.2821 0.3815 0.014 Uiso 1 1 calc R . . C22 C 1.05254(11) -0.2174(11) 0.46652(9) 0.0138(8) Uani 1 1 d . . . C23 C 1.05409(13) -0.2291(13) 0.49679(10) 0.0202(9) Uani 1 1 d . . . H23 H 1.0343 -0.1665 0.5036 0.024 Uiso 1 1 calc R . . C24 C 1.08375(15) -0.3298(14) 0.51694(11) 0.0269(11) Uani 1 1 d . . . H24 H 1.0846 -0.3353 0.5374 0.032 Uiso 1 1 calc R . . C25 C 1.11218(13) -0.4223(13) 0.50639(11) 0.0264(11) Uani 1 1 d . . . C26 C 1.11187(13) -0.4112(14) 0.47693(12) 0.0263(11) Uani 1 1 d . . . H26 H 1.1318 -0.4728 0.4703 0.032 Uiso 1 1 calc R . . C27 C 1.08187(12) -0.3083(13) 0.45698(10) 0.0193(9) Uani 1 1 d . . . H27 H 1.0814 -0.2999 0.4366 0.023 Uiso 1 1 calc R . . Br2 Br 1.15209(3) -0.5602(3) 0.53245(2) 0.0782(4) Uani 1 1 d . . . C28 C 0.90938(10) 0.5650(11) 0.30877(8) 0.0104(7) Uani 1 1 d . . . C29 C 0.94157(11) 0.6970(11) 0.30721(9) 0.0121(8) Uani 1 1 d . . . H29 H 0.9597 0.7100 0.3245 0.014 Uiso 1 1 calc R . . C30 C 0.94694(11) 0.8084(11) 0.28051(9) 0.0131(8) Uani 1 1 d . . . H30 H 0.9687 0.9024 0.2797 0.016 Uiso 1 1 calc R . . C31 C 0.92092(11) 0.7851(11) 0.25460(9) 0.0111(8) Uani 1 1 d . . . C32 C 0.88867(11) 0.6614(12) 0.25650(9) 0.0138(8) Uani 1 1 d . . . H32 H 0.8705 0.6500 0.2392 0.017 Uiso 1 1 calc R . . C33 C 0.88278(10) 0.5543(12) 0.28339(9) 0.0135(8) Uani 1 1 d . . . H33 H 0.8606 0.4739 0.2844 0.016 Uiso 1 1 calc R . . C34 C 0.92808(10) 0.8838(11) 0.22588(8) 0.0103(7) Uani 1 1 d . . . C35 C 0.96053(11) 0.8161(11) 0.22059(9) 0.0128(8) Uani 1 1 d . . . H35 H 0.9778 0.7084 0.2354 0.015 Uiso 1 1 calc R . . C36 C 0.96776(11) 0.9048(11) 0.19388(9) 0.0133(8) Uani 1 1 d . . . H36 H 0.9896 0.8527 0.1902 0.016 Uiso 1 1 calc R . . C37 C 0.94305(10) 1.0687(11) 0.17274(8) 0.0116(8) Uani 1 1 d . . . C38 C 0.91038(11) 1.1382(12) 0.17705(9) 0.0136(8) Uani 1 1 d . . . H38 H 0.8934 1.2485 0.1622 0.016 Uiso 1 1 calc R . . C39 C 0.90334(11) 1.0416(11) 0.20372(9) 0.0135(8) Uani 1 1 d . . . H39 H 0.8811 1.0846 0.2069 0.016 Uiso 1 1 calc R . . Br3 Br 0.954194(16) 1.20844(17) 0.138283(12) 0.0346(2) Uani 1 1 d . . . C40 C 0.77520(14) -0.1086(15) 0.23670(12) 0.0301(11) Uani 1 1 d . . . C41 C 0.75627(15) -0.2713(15) 0.28022(12) 0.0307(12) Uani 1 1 d . . . H41 H 0.7608 -0.2848 0.3011 0.037 Uiso 1 1 calc R . . C42 C 0.78099(15) -0.1333(16) 0.26720(12) 0.0317(12) Uani 1 1 d . . . H42 H 0.8022 -0.0542 0.2792 0.038 Uiso 1 1 calc R . . C43 C 0.80206(16) 0.0443(17) 0.22240(14) 0.0372(13) Uani 1 1 d . . . H43A H 0.7906 0.1534 0.2037 0.056 Uiso 1 1 calc R . . H43B H 0.8174 -0.1393 0.2187 0.056 Uiso 1 1 calc R . . H43C H 0.8155 0.2179 0.2355 0.056 Uiso 1 1 calc R . . C51 C 0.7550(8) 0.187(6) 0.4994(9) 0.065(4) Uiso 0.221(5) 1 d PD A -1 C52 C 0.7798(8) 0.424(5) 0.4965(8) 0.065(4) Uiso 0.221(5) 1 d PD A -1 H52 H 0.8012 0.3359 0.4941 0.078 Uiso 0.221(5) 1 calc PR A -1 C53 C 0.7761(9) 0.779(6) 0.4966(9) 0.065(4) Uiso 0.221(5) 1 d PD A -1 H53 H 0.7946 0.9216 0.4943 0.078 Uiso 0.221(5) 1 calc PR A -1 C54 C 0.7459(9) 0.932(6) 0.5001(14) 0.065(4) Uiso 0.221(5) 1 d PD A -1 C55 C 0.7601(10) -0.197(6) 0.4987(10) 0.065(4) Uiso 0.221(5) 1 d PD A -1 H55A H 0.7391 -0.3151 0.5008 0.098 Uiso 0.221(5) 1 calc PR A -1 H55B H 0.7794 -0.2651 0.5150 0.098 Uiso 0.221(5) 1 calc PR A -1 H55C H 0.7653 -0.2630 0.4800 0.098 Uiso 0.221(5) 1 calc PR A -1 C56 C 0.7410(10) 1.318(6) 0.4998(10) 0.065(4) Uiso 0.221(5) 1 d PD A -1 H56A H 0.7179 1.3723 0.5023 0.098 Uiso 0.221(5) 1 calc PR A -1 H56B H 0.7437 1.4112 0.4809 0.098 Uiso 0.221(5) 1 calc PR A -1 H56C H 0.7584 1.4216 0.5159 0.098 Uiso 0.221(5) 1 calc PR A -1 C57 C 0.7249(9) 0.342(6) 0.5027(10) 0.065(4) Uiso 0.221(5) 1 d PD A -1 H57 H 0.7063 0.1984 0.5048 0.078 Uiso 0.221(5) 1 calc PR A -1 C58 C 0.7209(9) 0.697(6) 0.5031(10) 0.065(4) Uiso 0.221(5) 1 d PD A -1 H58 H 0.6995 0.7847 0.5056 0.078 Uiso 0.221(5) 1 calc PR A -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_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0142(19) 0.0134(19) 0.0104(17) 0.0002(14) 0.0058(15) 0.0015(15) N1 0.0105(16) 0.0157(17) 0.0126(15) 0.0018(13) 0.0055(12) 0.0005(13) C2 0.0129(18) 0.0101(18) 0.0094(16) -0.0008(14) 0.0054(14) 0.0020(14) N2 0.0118(16) 0.0160(17) 0.0090(15) 0.0011(13) 0.0046(12) 0.0005(13) C3 0.0135(18) 0.0094(18) 0.0095(16) 0.0001(14) 0.0054(14) 0.0008(14) N3 0.0125(16) 0.0155(17) 0.0121(15) 0.0029(13) 0.0069(12) 0.0009(13) C4 0.0123(19) 0.015(2) 0.0132(18) 0.0013(15) 0.0050(15) 0.0013(15) C5 0.014(2) 0.023(2) 0.0111(18) 0.0079(16) 0.0032(15) 0.0023(16) C6 0.0112(19) 0.025(2) 0.0145(19) 0.0056(17) 0.0018(15) 0.0026(16) C7 0.0105(18) 0.017(2) 0.0142(18) 0.0013(15) 0.0026(15) 0.0018(15) C8 0.0142(19) 0.028(2) 0.0118(18) 0.0082(17) 0.0035(15) 0.0017(17) C9 0.0091(18) 0.028(2) 0.0113(17) 0.0064(17) 0.0019(14) -0.0001(16) C10 0.0125(19) 0.016(2) 0.0150(18) 0.0030(16) 0.0037(15) 0.0001(16) C11 0.014(2) 0.027(2) 0.021(2) -0.0006(19) 0.0039(17) -0.0031(18) C12 0.013(2) 0.024(2) 0.033(3) 0.001(2) 0.0033(18) -0.0047(18) C13 0.0126(19) 0.021(2) 0.035(3) 0.008(2) 0.0131(18) 0.0010(17) C14 0.018(2) 0.037(3) 0.028(2) 0.003(2) 0.0137(19) 0.000(2) C15 0.017(2) 0.032(3) 0.017(2) -0.0005(19) 0.0066(16) -0.0007(19) Br1 0.0338(4) 0.0573(5) 0.0803(6) 0.0099(4) 0.0256(4) -0.0027(3) C16 0.0115(18) 0.0126(19) 0.0084(16) 0.0004(14) 0.0047(14) 0.0024(15) C17 0.0153(19) 0.014(2) 0.0110(17) 0.0012(15) 0.0083(15) 0.0012(15) C18 0.019(2) 0.015(2) 0.0106(17) 0.0031(15) 0.0081(15) 0.0014(16) C19 0.0151(19) 0.0092(18) 0.0098(17) -0.0018(14) 0.0045(14) 0.0021(15) C20 0.0137(18) 0.017(2) 0.0086(16) -0.0004(15) 0.0052(14) -0.0003(15) C21 0.0138(19) 0.015(2) 0.0079(16) 0.0003(14) 0.0051(14) 0.0005(15) C22 0.019(2) 0.0104(19) 0.0102(18) -0.0006(14) 0.0001(15) 0.0005(15) C23 0.027(2) 0.020(2) 0.0113(19) 0.0000(16) -0.0002(17) 0.0021(18) C24 0.039(3) 0.022(2) 0.014(2) 0.0053(18) -0.0060(19) 0.001(2) C25 0.024(2) 0.018(2) 0.026(2) 0.0026(19) -0.0167(19) 0.0023(19) C26 0.018(2) 0.024(3) 0.032(3) -0.003(2) -0.0038(19) 0.0042(19) C27 0.017(2) 0.021(2) 0.018(2) -0.0009(17) 0.0006(17) 0.0038(17) Br2 0.0835(7) 0.0553(6) 0.0686(6) 0.0086(4) -0.0368(5) 0.0096(5) C28 0.0121(18) 0.0113(19) 0.0094(16) 0.0012(14) 0.0057(14) 0.0006(14) C29 0.0142(19) 0.015(2) 0.0080(17) 0.0003(14) 0.0040(14) -0.0018(15) C30 0.0131(18) 0.016(2) 0.0108(18) 0.0004(15) 0.0050(15) -0.0040(15) C31 0.0121(18) 0.0126(19) 0.0101(17) 0.0011(14) 0.0057(14) 0.0013(14) C32 0.0117(18) 0.020(2) 0.0100(17) 0.0023(15) 0.0034(14) -0.0002(16) C33 0.0108(18) 0.020(2) 0.0113(17) 0.0018(15) 0.0057(14) -0.0007(15) C34 0.0127(18) 0.0102(18) 0.0088(16) 0.0003(14) 0.0045(14) -0.0015(15) C35 0.0122(18) 0.014(2) 0.0125(18) 0.0031(15) 0.0038(14) 0.0008(15) C36 0.0125(18) 0.015(2) 0.0140(18) 0.0017(15) 0.0064(15) 0.0008(15) C37 0.0145(18) 0.0131(19) 0.0107(17) 0.0020(14) 0.0098(14) -0.0024(15) C38 0.0142(19) 0.016(2) 0.0107(17) 0.0043(15) 0.0039(14) 0.0030(16) C39 0.0142(18) 0.016(2) 0.0114(17) 0.0025(15) 0.0046(14) 0.0028(16) Br3 0.0424(4) 0.0368(4) 0.0283(3) 0.0047(2) 0.0159(2) 0.0017(2) C40 0.029(3) 0.026(3) 0.031(3) -0.001(2) -0.001(2) 0.007(2) C41 0.030(3) 0.033(3) 0.024(2) -0.001(2) -0.005(2) 0.007(2) C42 0.029(3) 0.029(3) 0.030(3) -0.004(2) -0.007(2) 0.004(2) C43 0.033(3) 0.034(3) 0.041(3) 0.003(3) 0.002(2) 0.004(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.343(5) . ? C1 N3 1.345(5) . ? C1 C4 1.472(6) . ? N1 C2 1.335(5) . ? C2 N2 1.348(5) . ? C2 C16 1.475(5) . ? N2 C3 1.338(5) . ? C3 N3 1.341(5) . ? C3 C28 1.479(5) . ? C4 C9 1.398(6) . ? C4 C5 1.401(6) . ? C5 C6 1.386(6) . ? C5 H5 0.9500 . ? C6 C7 1.393(6) . ? C6 H6 0.9500 . ? C7 C8 1.398(6) . ? C7 C10 1.485(6) . ? C8 C9 1.380(6) . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 C15 1.394(6) . ? C10 C11 1.394(6) . ? C11 C12 1.388(6) . ? C11 H11 0.9500 . ? C12 C13 1.393(7) . ? C12 H12 0.9500 . ? C13 C14 1.381(7) . ? C13 Br1 1.852(4) . ? C14 C15 1.386(6) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C21 1.397(6) . ? C16 C17 1.400(5) . ? C17 C18 1.386(6) . ? C17 H17 0.9500 . ? C18 C19 1.402(6) . ? C18 H18 0.9500 . ? C19 C20 1.405(5) . ? C19 C22 1.481(6) . ? C20 C21 1.391(6) . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 C27 1.392(6) . ? C22 C23 1.402(6) . ? C23 C24 1.384(7) . ? C23 H23 0.9500 . ? C24 C25 1.386(8) . ? C24 H24 0.9500 . ? C25 C26 1.374(8) . ? C25 Br2 1.842(4) . ? C26 C27 1.391(6) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C33 1.394(5) . ? C28 C29 1.400(6) . ? C29 C30 1.384(5) . ? C29 H29 0.9500 . ? C30 C31 1.400(6) . ? C30 H30 0.9500 . ? C31 C32 1.395(6) . ? C31 C34 1.486(5) . ? C32 C33 1.395(5) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C39 1.392(6) . ? C34 C35 1.399(6) . ? C35 C36 1.389(6) . ? C35 H35 0.9500 . ? C36 C37 1.375(6) . ? C36 H36 0.9500 . ? C37 C38 1.391(6) . ? C37 Br3 1.849(4) . ? C38 C39 1.391(5) . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 C42 1.392(8) . ? C40 C41 1.397(8) 7_645 ? C40 C43 1.511(9) . ? C41 C42 1.382(9) . ? C41 C40 1.397(8) 7_645 ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C51 C52 1.379(10) . ? C51 C57 1.382(10) . ? C51 C55 1.503(9) . ? C52 C53 1.381(9) . ? C52 H52 0.9500 . ? C53 C54 1.386(10) . ? C53 H53 0.9500 . ? C54 C58 1.382(10) . ? C54 C56 1.504(9) . ? C55 H55A 0.9800 . ? C55 H55B 0.9800 . ? C55 H55C 0.9800 . ? C56 H56A 0.9800 . ? C56 H56B 0.9800 . ? C56 H56C 0.9800 . ? C57 C58 1.384(9) . ? C57 H57 0.9500 . ? C58 H58 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N3 124.9(4) . . ? N1 C1 C4 117.8(4) . . ? N3 C1 C4 117.3(4) . . ? C2 N1 C1 115.4(4) . . ? N1 C2 N2 124.5(4) . . ? N1 C2 C16 118.9(4) . . ? N2 C2 C16 116.6(4) . . ? C3 N2 C2 115.3(3) . . ? N2 C3 N3 125.0(4) . . ? N2 C3 C28 116.4(3) . . ? N3 C3 C28 118.5(3) . . ? C3 N3 C1 114.8(4) . . ? C9 C4 C5 118.6(4) . . ? C9 C4 C1 120.9(4) . . ? C5 C4 C1 120.5(4) . . ? C6 C5 C4 120.0(4) . . ? C6 C5 H5 120.0 . . ? C4 C5 H5 120.0 . . ? C5 C6 C7 121.7(4) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C6 C7 C8 117.9(4) . . ? C6 C7 C10 121.4(4) . . ? C8 C7 C10 120.7(4) . . ? C9 C8 C7 121.1(4) . . ? C9 C8 H8 119.4 . . ? C7 C8 H8 119.4 . . ? C8 C9 C4 120.8(4) . . ? C8 C9 H9 119.6 . . ? C4 C9 H9 119.6 . . ? C15 C10 C11 118.3(4) . . ? C15 C10 C7 121.1(4) . . ? C11 C10 C7 120.6(4) . . ? C12 C11 C10 121.8(4) . . ? C12 C11 H11 119.1 . . ? C10 C11 H11 119.1 . . ? C11 C12 C13 118.1(4) . . ? C11 C12 H12 121.0 . . ? C13 C12 H12 121.0 . . ? C14 C13 C12 121.6(4) . . ? C14 C13 Br1 120.4(4) . . ? C12 C13 Br1 118.0(4) . . ? C13 C14 C15 119.2(5) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C14 C15 C10 121.0(5) . . ? C14 C15 H15 119.5 . . ? C10 C15 H15 119.5 . . ? C21 C16 C17 119.0(4) . . ? C21 C16 C2 119.5(4) . . ? C17 C16 C2 121.5(4) . . ? C18 C17 C16 120.3(4) . . ? C18 C17 H17 119.8 . . ? C16 C17 H17 119.8 . . ? C17 C18 C19 121.4(4) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? C18 C19 C20 117.7(4) . . ? C18 C19 C22 121.9(4) . . ? C20 C19 C22 120.4(4) . . ? C21 C20 C19 121.2(4) . . ? C21 C20 H20 119.4 . . ? C19 C20 H20 119.4 . . ? C20 C21 C16 120.3(4) . . ? C20 C21 H21 119.8 . . ? C16 C21 H21 119.8 . . ? C27 C22 C23 118.3(4) . . ? C27 C22 C19 120.8(4) . . ? C23 C22 C19 120.9(4) . . ? C24 C23 C22 121.5(5) . . ? C24 C23 H23 119.2 . . ? C22 C23 H23 119.2 . . ? C23 C24 C25 118.1(5) . . ? C23 C24 H24 120.9 . . ? C25 C24 H24 120.9 . . ? C26 C25 C24 122.2(4) . . ? C26 C25 Br2 118.3(4) . . ? C24 C25 Br2 119.5(4) . . ? C25 C26 C27 118.9(5) . . ? C25 C26 H26 120.5 . . ? C27 C26 H26 120.5 . . ? C26 C27 C22 120.9(4) . . ? C26 C27 H27 119.6 . . ? C22 C27 H27 119.5 . . ? C33 C28 C29 119.4(4) . . ? C33 C28 C3 120.9(4) . . ? C29 C28 C3 119.5(4) . . ? C30 C29 C28 119.9(4) . . ? C30 C29 H29 120.0 . . ? C28 C29 H29 120.0 . . ? C29 C30 C31 121.2(4) . . ? C29 C30 H30 119.4 . . ? C31 C30 H30 119.4 . . ? C32 C31 C30 118.4(4) . . ? C32 C31 C34 121.4(4) . . ? C30 C31 C34 120.2(4) . . ? C33 C32 C31 120.8(4) . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C28 C33 C32 120.1(4) . . ? C28 C33 H33 119.9 . . ? C32 C33 H33 119.9 . . ? C39 C34 C35 118.3(4) . . ? C39 C34 C31 122.1(4) . . ? C35 C34 C31 119.6(4) . . ? C36 C35 C34 120.6(4) . . ? C36 C35 H35 119.7 . . ? C34 C35 H35 119.7 . . ? C37 C36 C35 119.6(4) . . ? C37 C36 H36 120.2 . . ? C35 C36 H36 120.2 . . ? C36 C37 C38 121.5(4) . . ? C36 C37 Br3 118.8(3) . . ? C38 C37 Br3 119.7(3) . . ? C37 C38 C39 118.1(4) . . ? C37 C38 H38 120.9 . . ? C39 C38 H38 120.9 . . ? C38 C39 C34 121.8(4) . . ? C38 C39 H39 119.1 . . ? C34 C39 H39 119.1 . . ? C42 C40 C41 117.8(6) . 7_645 ? C42 C40 C43 121.0(5) . . ? C41 C40 C43 121.1(5) 7_645 . ? C42 C41 C40 121.3(5) . 7_645 ? C42 C41 H41 119.4 . . ? C40 C41 H41 119.4 7_645 . ? C41 C42 C40 120.9(5) . . ? C41 C42 H42 119.6 . . ? C40 C42 H42 119.6 . . ? C40 C43 H43A 109.5 . . ? C40 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C40 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C52 C51 C57 112.8(14) . . ? C52 C51 C55 123.4(14) . . ? C57 C51 C55 123.8(14) . . ? C51 C52 C53 125.3(15) . . ? C51 C52 H52 117.3 . . ? C53 C52 H52 117.3 . . ? C52 C53 C54 121.6(15) . . ? C52 C53 H53 119.2 . . ? C54 C53 H53 119.2 . . ? C58 C54 C53 113.5(14) . . ? C58 C54 C56 124.1(14) . . ? C53 C54 C56 122.4(14) . . ? C51 C55 H55A 109.5 . . ? C51 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C51 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? C54 C56 H56A 109.5 . . ? C54 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C54 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? C51 C57 C58 122.5(15) . . ? C51 C57 H57 118.7 . . ? C58 C57 H57 118.7 . . ? C54 C58 C57 124.2(15) . . ? C54 C58 H58 117.9 . . ? C57 C58 H58 117.9 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C1 N1 C2 2.9(6) . . . . ? C4 C1 N1 C2 -178.1(4) . . . . ? C1 N1 C2 N2 -0.6(6) . . . . ? C1 N1 C2 C16 -179.4(4) . . . . ? N1 C2 N2 C3 -1.7(6) . . . . ? C16 C2 N2 C3 177.1(4) . . . . ? C2 N2 C3 N3 2.2(6) . . . . ? C2 N2 C3 C28 -176.2(4) . . . . ? N2 C3 N3 C1 -0.3(6) . . . . ? C28 C3 N3 C1 178.1(4) . . . . ? N1 C1 N3 C3 -2.4(6) . . . . ? C4 C1 N3 C3 178.6(4) . . . . ? N1 C1 C4 C9 3.9(6) . . . . ? N3 C1 C4 C9 -177.1(4) . . . . ? N1 C1 C4 C5 -177.4(4) . . . . ? N3 C1 C4 C5 1.7(6) . . . . ? C9 C4 C5 C6 -0.9(7) . . . . ? C1 C4 C5 C6 -179.7(4) . . . . ? C4 C5 C6 C7 0.9(7) . . . . ? C5 C6 C7 C8 -0.4(7) . . . . ? C5 C6 C7 C10 -179.3(4) . . . . ? C6 C7 C8 C9 -0.1(7) . . . . ? C10 C7 C8 C9 178.8(4) . . . . ? C7 C8 C9 C4 0.1(8) . . . . ? C5 C4 C9 C8 0.4(7) . . . . ? C1 C4 C9 C8 179.2(4) . . . . ? C6 C7 C10 C15 -142.6(5) . . . . ? C8 C7 C10 C15 38.6(7) . . . . ? C6 C7 C10 C11 38.7(7) . . . . ? C8 C7 C10 C11 -140.2(5) . . . . ? C15 C10 C11 C12 -1.2(8) . . . . ? C7 C10 C11 C12 177.6(5) . . . . ? C10 C11 C12 C13 0.5(8) . . . . ? C11 C12 C13 C14 0.4(8) . . . . ? C11 C12 C13 Br1 -178.4(4) . . . . ? C12 C13 C14 C15 -0.4(8) . . . . ? Br1 C13 C14 C15 178.3(4) . . . . ? C13 C14 C15 C10 -0.3(8) . . . . ? C11 C10 C15 C14 1.1(8) . . . . ? C7 C10 C15 C14 -177.7(5) . . . . ? N1 C2 C16 C21 -177.5(4) . . . . ? N2 C2 C16 C21 3.6(6) . . . . ? N1 C2 C16 C17 2.4(6) . . . . ? N2 C2 C16 C17 -176.5(4) . . . . ? C21 C16 C17 C18 -0.4(6) . . . . ? C2 C16 C17 C18 179.7(4) . . . . ? C16 C17 C18 C19 0.6(7) . . . . ? C17 C18 C19 C20 -0.5(6) . . . . ? C17 C18 C19 C22 -179.2(4) . . . . ? C18 C19 C20 C21 0.1(6) . . . . ? C22 C19 C20 C21 178.8(4) . . . . ? C19 C20 C21 C16 0.2(6) . . . . ? C17 C16 C21 C20 0.0(6) . . . . ? C2 C16 C21 C20 179.9(4) . . . . ? C18 C19 C22 C27 145.9(5) . . . . ? C20 C19 C22 C27 -32.8(6) . . . . ? C18 C19 C22 C23 -34.0(6) . . . . ? C20 C19 C22 C23 147.3(4) . . . . ? C27 C22 C23 C24 -0.4(7) . . . . ? C19 C22 C23 C24 179.5(5) . . . . ? C22 C23 C24 C25 -0.5(8) . . . . ? C23 C24 C25 C26 1.1(8) . . . . ? C23 C24 C25 Br2 -179.7(4) . . . . ? C24 C25 C26 C27 -0.9(8) . . . . ? Br2 C25 C26 C27 179.9(4) . . . . ? C25 C26 C27 C22 0.0(8) . . . . ? C23 C22 C27 C26 0.6(7) . . . . ? C19 C22 C27 C26 -179.3(4) . . . . ? N2 C3 C28 C33 159.6(4) . . . . ? N3 C3 C28 C33 -19.0(6) . . . . ? N2 C3 C28 C29 -16.4(6) . . . . ? N3 C3 C28 C29 165.1(4) . . . . ? C33 C28 C29 C30 -1.4(6) . . . . ? C3 C28 C29 C30 174.6(4) . . . . ? C28 C29 C30 C31 -1.4(7) . . . . ? C29 C30 C31 C32 3.0(7) . . . . ? C29 C30 C31 C34 -175.8(4) . . . . ? C30 C31 C32 C33 -1.8(7) . . . . ? C34 C31 C32 C33 176.9(4) . . . . ? C29 C28 C33 C32 2.5(7) . . . . ? C3 C28 C33 C32 -173.4(4) . . . . ? C31 C32 C33 C28 -0.9(7) . . . . ? C32 C31 C34 C39 36.3(6) . . . . ? C30 C31 C34 C39 -145.0(4) . . . . ? C32 C31 C34 C35 -143.4(4) . . . . ? C30 C31 C34 C35 35.3(6) . . . . ? C39 C34 C35 C36 0.0(6) . . . . ? C31 C34 C35 C36 179.8(4) . . . . ? C34 C35 C36 C37 1.7(7) . . . . ? C35 C36 C37 C38 -2.2(7) . . . . ? C35 C36 C37 Br3 176.2(3) . . . . ? C36 C37 C38 C39 0.9(7) . . . . ? Br3 C37 C38 C39 -177.5(3) . . . . ? C37 C38 C39 C34 0.8(7) . . . . ? C35 C34 C39 C38 -1.3(7) . . . . ? C31 C34 C39 C38 179.0(4) . . . . ? C40 C41 C42 C40 0.2(10) 7_645 . . . ? C41 C40 C42 C41 -0.2(9) 7_645 . . . ? C43 C40 C42 C41 179.6(6) . . . . ? C57 C51 C52 C53 0(2) . . . . ? C55 C51 C52 C53 179(3) . . . . ? C51 C52 C53 C54 0(3) . . . . ? C52 C53 C54 C58 0(6) . . . . ? C52 C53 C54 C56 -179(3) . . . . ? C52 C51 C57 C58 0(4) . . . . ? C55 C51 C57 C58 -180(4) . . . . ? C53 C54 C58 C57 0(7) . . . . ? C56 C54 C58 C57 178(4) . . . . ? C51 C57 C58 C54 0(6) . . . . ? _diffrn_measured_fraction_theta_max 0.925 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.274 _refine_diff_density_min -2.114 _refine_diff_density_rms 0.227 # Attachment '- 8-tol.cif' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2011-08-03 at 12:07:56 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.4 # Request file : c:\wingx\files\archive.reqdat # CIF files read : 10rb002 datared #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_10rb002 _database_code_depnum_ccdc_archive 'CCDC 838863' #TrackingRef '- 8-tol.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '5.49(C7 H8), C39 H24 Br3 N3' _chemical_formula_sum 'C43.80 H29.49 Br3 N3' _chemical_formula_weight 837.54 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'I 2/a' _symmetry_space_group_name_Hall '-I 2ya' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 39.8459(11) _cell_length_b 3.84340(10) _cell_length_c 46.6728(18) _cell_angle_alpha 90.00 _cell_angle_beta 104.3980(10) _cell_angle_gamma 90.00 _cell_volume 6923.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 8056 _cell_measurement_theta_min 2.304 _cell_measurement_theta_max 27.997 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3346 _exptl_absorpt_coefficient_mu 3.534 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7137 _exptl_absorpt_correction_T_max 0.9281 _exptl_absorpt_process_details 'SADABS V2008/1 (Bruker AXS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD diffractometer' _diffrn_measurement_method rotation _diffrn_detector_area_resol_mean 8.3333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 31239 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0475 _diffrn_reflns_limit_h_min -53 _diffrn_reflns_limit_h_max 51 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 4 _diffrn_reflns_limit_l_min -62 _diffrn_reflns_limit_l_max 58 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 28.57 _reflns_number_total 8626 _reflns_number_gt 6175 _reflns_threshold_expression >2\s(I) _computing_data_collection 'APEX2 v2010.3-0 (Bruker AXS, 2009)' _computing_cell_refinement 'SAINT V7.68A (Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A (Bruker AXS, 2009)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. One toluene is disordered about the center of inversion. The second to toluene is disordered abi the 2-fold axis and along the b axis. The 1,2 and 1,3 distances of both molecules have been restrained and the adp's of each molecule have been restrained to the same values by EADP. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0703P)^2^+58.9159P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8626 _refine_ls_number_parameters 474 _refine_ls_number_restraints 57 _refine_ls_R_factor_all 0.0881 _refine_ls_R_factor_gt 0.0581 _refine_ls_wR_factor_ref 0.1567 _refine_ls_wR_factor_gt 0.1421 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.000 _iucr_refine_instructions_details ; TITL 10rb002 in I2/a CELL 0.71073 39.8459 3.8434 46.6728 90.000 104.398 90.000 ZERR 8.00 0.0011 0.0001 0.0018 0.000 0.001 0.000 LATT 2 SYMM 1/2 - X, Y, - Z SFAC C H N BR UNIT 350.41 235.89 24 24 MERG 2 DFIX 1.38 0.01 C81 C82 C82 C83 C83 C84 C84 C85 C85 C86 C86 C81 DFIX 1.51 0.01 C81 C87 DFIX 2.39 0.02 C81 C83 C82 C84 C83 C85 C84 C86 C85 C81 C86 C82 DFIX 2.50 0.02 C87 C82 C87 C86 FLAT 0.01 C81 C82 C83 C84 C85 C86 C87 EADP C81 C82 C83 C84 C85 C86 C87 DFIX 1.38 0.01 C71A C72A C72A C73A C73A C74A C74A C75A C75A C76A DFIX 1.38 0.01 C76A C71A DFIX 1.51 0.01 C71A C77A DFIX 2.39 0.02 C71A C73A C72A C74A C73A C75A C74A C76A C75A C71A DFIX 2.39 0.02 C76A C72A DFIX 2.50 0.02 C77A C72A C77A C76A FLAT 0.01 C71A C72A C73A C74A C75A C76A C77A DFIX 1.38 0.01 C71B C72B C72B C73B C73B C74B C74B C75B C75B C76B DFIX 1.38 0.01 C76B C71B DFIX 1.51 0.01 C71B C77B DFIX 2.39 0.02 C71B C73B C72B C74B C73B C75B C74B C76B C75B C71B DFIX 2.39 0.02 C76B C72B DFIX 2.50 0.02 C77B C72B C77B C76B FLAT 0.01 C71B C72B C73B C74B C75B C76B C77B EADP C71A C72A C73A C74A C75A C76A C77A C71B C72B C73B C74B C75B C76B C77B FMAP 2 PLAN 20 ACTA 54 BOND $H CONF LIST 1 DAMP 100 L.S. 10 TEMP -183.20 WGHT 0.070300 58.915901 FVAR 0.03889 0.39328 0.34534 0.23981 MOLE 1 C1 1 0.427199 0.788484 0.380622 11.00000 0.02121 0.00755 = 0.01446 0.00280 0.00559 0.00426 N1 3 0.431766 0.633196 0.356052 11.00000 0.01901 0.01319 = 0.01327 0.00264 0.00563 0.00073 C2 1 0.402903 0.549606 0.335730 11.00000 0.01981 0.00935 = 0.01333 0.00309 0.00702 0.00156 N2 3 0.370454 0.603843 0.338356 11.00000 0.02047 0.01358 = 0.01477 0.00190 0.00764 0.00087 C3 1 0.368624 0.749834 0.364128 11.00000 0.01876 0.01065 = 0.01586 0.00209 0.00632 0.00073 N3 3 0.395905 0.851030 0.385592 11.00000 0.01887 0.01409 = 0.01390 0.00120 0.00617 -0.00044 C11 1 0.458452 0.892771 0.402900 11.00000 0.01852 0.01073 = 0.01164 0.00247 0.00669 0.00192 C12 1 0.491095 0.811984 0.398743 11.00000 0.02213 0.01066 = 0.01217 0.00125 0.00709 0.00361 AFIX 43 H12 2 0.492864 0.690571 0.381449 11.00000 -1.20000 AFIX 0 C13 1 0.520645 0.906496 0.419428 11.00000 0.01637 0.01494 = 0.01469 0.00101 0.00671 0.00229 AFIX 43 H13 2 0.542587 0.845019 0.416374 11.00000 -1.20000 AFIX 0 C14 1 0.519149 1.091860 0.444976 11.00000 0.02312 0.01157 = 0.01166 0.00330 0.00424 0.00077 C15 1 0.486303 1.173443 0.448772 11.00000 0.02385 0.01064 = 0.01290 -0.00058 0.00686 -0.00067 AFIX 43 H15 2 0.484494 1.299511 0.465833 11.00000 -1.20000 AFIX 0 C16 1 0.456540 1.075110 0.428337 11.00000 0.01950 0.01458 = 0.01625 0.00139 0.00934 -0.00031 AFIX 43 H16 2 0.434559 1.131663 0.431560 11.00000 -1.20000 AFIX 0 C17 1 0.551278 1.201086 0.466424 11.00000 0.02563 0.00855 = 0.01384 0.00128 0.00250 0.00223 C18 1 0.581155 1.283508 0.457236 11.00000 0.02481 0.01604 = 0.01782 0.00029 0.00113 0.00237 AFIX 43 H18 2 0.580808 1.265773 0.436862 11.00000 -1.20000 AFIX 0 C19 1 0.611202 1.390286 0.477162 11.00000 0.02217 0.01767 = 0.03167 0.00386 -0.00362 0.00007 AFIX 43 H19 2 0.631436 1.443283 0.470719 11.00000 -1.20000 AFIX 0 C20 1 0.611104 1.418076 0.506653 11.00000 0.03420 0.01498 = 0.02387 -0.00105 -0.01366 -0.00135 C21 1 0.582528 1.341464 0.516684 11.00000 0.04433 0.01916 = 0.01689 -0.00284 -0.00247 0.00119 AFIX 43 H21 2 0.583098 1.364276 0.537067 11.00000 -1.20000 AFIX 0 C22 1 0.552727 1.230005 0.496621 11.00000 0.03155 0.01651 = 0.01491 0.00036 0.00441 0.00101 AFIX 43 H22 2 0.532886 1.172046 0.503469 11.00000 -1.20000 AFIX 0 BR1 4 0.651727 1.572458 0.533784 11.00000 0.06532 0.03028 = 0.04996 -0.00335 -0.03055 -0.00423 C31 1 0.407754 0.401229 0.307650 11.00000 0.02130 0.01321 = 0.01279 0.00182 0.00753 0.00079 C32 1 0.381094 0.403331 0.282007 11.00000 0.01697 0.01968 = 0.01868 -0.00259 0.00758 0.00129 AFIX 43 H32 2 0.358623 0.478573 0.282769 11.00000 -1.20000 AFIX 0 C33 1 0.386965 0.296943 0.255391 11.00000 0.01914 0.02066 = 0.01395 -0.00052 0.00214 0.00090 AFIX 43 H33 2 0.368669 0.306018 0.237911 11.00000 -1.20000 AFIX 0 C34 1 0.419851 0.175157 0.253963 11.00000 0.02057 0.01028 = 0.01476 0.00086 0.00711 0.00061 C35 1 0.445852 0.158338 0.280157 11.00000 0.01708 0.01445 = 0.01453 0.00189 0.00480 0.00371 AFIX 43 H35 2 0.467873 0.066250 0.279811 11.00000 -1.20000 AFIX 0 C36 1 0.440182 0.273422 0.306692 11.00000 0.01951 0.01490 = 0.01390 -0.00007 0.00365 0.00052 AFIX 43 H36 2 0.458400 0.265197 0.324231 11.00000 -1.20000 AFIX 0 C37 1 0.427390 0.077388 0.225346 11.00000 0.01848 0.01352 = 0.01237 0.00006 0.00217 0.00329 C38 1 0.402955 -0.083867 0.202718 11.00000 0.01633 0.01547 = 0.01468 0.00102 0.00461 0.00081 AFIX 43 H38 2 0.380536 -0.132039 0.205366 11.00000 -1.20000 AFIX 0 C39 1 0.410761 -0.175566 0.176348 11.00000 0.01829 0.01188 = 0.01376 0.00102 0.00200 0.00133 AFIX 43 H39 2 0.393920 -0.284297 0.160932 11.00000 -1.20000 AFIX 0 C40 1 0.443964 -0.104272 0.172994 11.00000 0.02069 0.01285 = 0.01089 -0.00069 0.00574 0.00304 C41 1 0.468284 0.060416 0.194621 11.00000 0.01661 0.01531 = 0.01474 0.00064 0.00481 0.00148 AFIX 43 H41 2 0.490535 0.111679 0.191733 11.00000 -1.20000 AFIX 0 C42 1 0.460046 0.151760 0.220853 11.00000 0.01962 0.01151 = 0.01129 -0.00165 0.00145 0.00049 AFIX 43 H42 2 0.476826 0.266291 0.235939 11.00000 -1.20000 AFIX 0 BR2 4 0.456009 -0.246521 0.138206 11.00000 0.02769 0.02302 = 0.01764 -0.00241 0.00806 -0.00140 C51 1 0.333881 0.809200 0.369063 11.00000 0.01761 0.01100 = 0.01718 0.00224 0.00632 0.00207 C52 1 0.330355 0.947130 0.395784 11.00000 0.01944 0.01701 = 0.01404 -0.00210 0.00310 0.00008 AFIX 43 H52 2 0.350431 1.005599 0.410794 11.00000 -1.20000 AFIX 0 C53 1 0.297955 0.999390 0.400605 11.00000 0.01939 0.01915 = 0.01494 -0.00463 0.00505 -0.00054 AFIX 43 H53 2 0.295975 1.093693 0.418928 11.00000 -1.20000 AFIX 0 C54 1 0.267990 0.915531 0.378905 11.00000 0.01656 0.01141 = 0.01573 -0.00011 0.00446 -0.00022 C55 1 0.271557 0.776937 0.352386 11.00000 0.01889 0.02127 = 0.01923 -0.00285 0.00219 -0.00043 AFIX 43 H55 2 0.251421 0.721300 0.337338 11.00000 -1.20000 AFIX 0 C56 1 0.304078 0.717971 0.347430 11.00000 0.02232 0.01809 = 0.01605 -0.00345 0.00416 0.00069 AFIX 43 H56 2 0.306053 0.615900 0.329384 11.00000 -1.20000 AFIX 0 C57 1 0.233316 0.985827 0.384296 11.00000 0.01823 0.01331 = 0.01658 -0.00301 0.00426 -0.00261 C58 1 0.227301 0.933428 0.412147 11.00000 0.01913 0.01895 = 0.02134 -0.00273 0.00713 0.00128 AFIX 43 H58 2 0.245404 0.843824 0.427641 11.00000 -1.20000 AFIX 0 C59 1 0.195517 1.008997 0.417771 11.00000 0.02162 0.02163 = 0.02147 -0.00289 0.00922 -0.00025 AFIX 43 H59 2 0.191696 0.968953 0.436795 11.00000 -1.20000 AFIX 0 C60 1 0.169531 1.143479 0.395219 11.00000 0.01489 0.01417 = 0.03165 -0.00714 0.00761 -0.00145 C61 1 0.174355 1.191059 0.367040 11.00000 0.01596 0.01523 = 0.02653 -0.00029 0.00273 0.00040 AFIX 43 H61 2 0.156011 1.275844 0.351507 11.00000 -1.20000 AFIX 0 C62 1 0.206222 1.113381 0.361883 11.00000 0.02182 0.01812 = 0.02061 0.00072 0.00536 -0.00043 AFIX 43 H62 2 0.209700 1.147709 0.342670 11.00000 -1.20000 AFIX 0 BR3 4 0.126763 1.270860 0.402484 11.00000 0.02426 0.03176 = 0.04848 -0.00522 0.01437 0.00051 MOLE 2 PART -1 C81 1 0.266981 0.155141 0.241110 21.00000 0.06676 C82 1 0.268630 0.156994 0.270713 21.00000 0.06676 AFIX 43 H82 2 0.288675 0.070295 0.284381 21.00000 -1.20000 AFIX 0 C83 1 0.241439 0.283628 0.280771 21.00000 0.06676 AFIX 43 H83 2 0.242643 0.284976 0.301356 21.00000 -1.20000 AFIX 0 C84 1 0.212174 0.409717 0.260732 21.00000 0.06676 AFIX 43 H84 2 0.193454 0.496709 0.267865 21.00000 -1.20000 AFIX 0 C85 1 0.209637 0.411720 0.230879 21.00000 0.06676 AFIX 43 H85 2 0.189584 0.497335 0.217156 21.00000 -1.20000 AFIX 0 C86 1 0.237914 0.282019 0.221641 21.00000 0.06676 AFIX 43 H86 2 0.237009 0.281538 0.201108 21.00000 -1.20000 AFIX 0 C87 1 0.296332 0.017536 0.229180 21.00000 0.06676 AFIX 33 H87A 2 0.315153 -0.062706 0.245626 21.00000 -1.50000 H87B 2 0.304893 0.203063 0.218453 21.00000 -1.50000 H87C 2 0.287995 -0.177034 0.215721 21.00000 -1.50000 AFIX 0 MOLE 3 C71A 1 0.251499 0.018793 0.499372 30.50000 0.04987 C72A 1 0.224510 0.206012 0.505104 30.50000 0.04987 AFIX 43 H72A 2 0.205316 0.088423 0.509313 30.50000 -1.20000 AFIX 0 C73A 1 0.225313 0.566282 0.504738 30.50000 0.04987 AFIX 43 H73A 2 0.206563 0.694095 0.508704 30.50000 -1.20000 AFIX 0 C74A 1 0.252857 0.741566 0.498718 30.50000 0.04987 AFIX 43 H74A 2 0.253329 0.988675 0.498540 30.50000 -1.20000 AFIX 0 C75A 1 0.279814 0.551139 0.492939 30.50000 0.04987 AFIX 43 H75A 2 0.298985 0.668459 0.488663 30.50000 -1.20000 AFIX 0 C76A 1 0.279201 0.190548 0.493310 30.50000 0.04987 AFIX 43 H76A 2 0.297930 0.062117 0.489374 30.50000 -1.20000 AFIX 0 C77A 1 0.250650 -0.374871 0.499766 30.50000 0.04987 AFIX 33 H77A 2 0.229274 -0.453246 0.504545 30.50000 -1.50000 H77B 2 0.270697 -0.461956 0.514730 30.50000 -1.50000 H77C 2 0.251429 -0.464295 0.480278 30.50000 -1.50000 AFIX 0 PART -2 C71B 1 0.247236 0.911960 0.500049 40.50000 0.04987 C72B 1 0.216988 0.740911 0.500327 40.50000 0.04987 AFIX 43 H72B 2 0.196737 0.870373 0.500524 40.50000 -1.20000 AFIX 0 C73B 1 0.215947 0.380745 0.500322 40.50000 0.04987 AFIX 43 H73B 2 0.194972 0.264292 0.500509 40.50000 -1.20000 AFIX 0 C74B 1 0.245219 0.190064 0.500045 40.50000 0.04987 AFIX 43 H74B 2 0.244562 -0.057018 0.500054 40.50000 -1.20000 AFIX 0 C75B 1 0.275388 0.363170 0.499756 40.50000 0.04987 AFIX 43 H75B 2 0.295670 0.234278 0.499551 40.50000 -1.20000 AFIX 0 C76B 1 0.276452 0.722733 0.499762 40.50000 0.04987 AFIX 43 H76B 2 0.297413 0.839396 0.499568 40.50000 -1.20000 AFIX 0 C77B 1 0.248566 1.305102 0.500054 40.50000 0.04987 AFIX 33 H77D 2 0.271743 1.381638 0.499155 40.50000 -1.50000 H77E 2 0.243443 1.393892 0.518188 40.50000 -1.50000 H77F 2 0.231375 1.394601 0.482822 40.50000 -1.50000 HKLF 4 1.0 1.00 0.00 0.00 0.00 1.00 0.00 0.00 0.00 1.00 REM 10rb002 in I2/a REM R1 = 0.0581 for 6175 Fo > 4sig(Fo) and 0.0881 for all 8626 data REM 474 parameters refined using 57 restraints END WGHT 0.0656 62.0125 REM Highest difference peak 1.130, deepest hole -2.058, 1-sigma level 0.128 Q1 1 0.2500 1.4539 0.5000 10.50000 0.05 1.13 Q2 1 0.2500 0.2500 0.2500 10.50000 0.05 0.97 Q3 1 0.3044 -0.0088 0.2495 11.00000 0.05 0.76 Q4 1 0.1365 1.2508 0.4209 11.00000 0.05 0.72 Q5 1 0.2792 0.9698 0.4969 11.00000 0.05 0.68 Q6 1 0.4031 0.2574 0.2537 11.00000 0.05 0.66 Q7 1 0.3499 0.7640 0.3680 11.00000 0.05 0.64 Q8 1 0.5688 1.2947 0.5061 11.00000 0.05 0.64 Q9 1 0.3817 0.7519 0.3769 11.00000 0.05 0.61 Q10 1 0.2002 0.4428 0.2276 11.00000 0.05 0.61 Q11 1 0.2826 0.9077 0.3914 11.00000 0.05 0.60 Q12 1 0.2704 0.8533 0.3668 11.00000 0.05 0.58 Q13 1 0.2196 0.3483 0.2772 11.00000 0.05 0.55 Q14 1 0.4101 0.8287 0.3818 11.00000 0.05 0.55 Q15 1 0.6720 1.5036 0.5321 11.00000 0.05 0.54 Q16 1 0.4275 -0.1220 0.1761 11.00000 0.05 0.54 Q17 1 0.5517 1.2144 0.4811 11.00000 0.05 0.54 Q18 1 0.4216 0.1396 0.2375 11.00000 0.05 0.54 Q19 1 0.1777 1.1794 0.3878 11.00000 0.05 0.53 Q20 1 0.4417 0.2176 0.2926 11.00000 0.05 0.52 ; 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.42720(10) 0.7885(10) 0.38062(8) 0.0142(7) Uani 1 1 d . . . N1 N 0.43177(8) 0.6332(9) 0.35605(7) 0.0149(7) Uani 1 1 d . . . C2 C 0.40290(10) 0.5496(10) 0.33573(8) 0.0137(7) Uani 1 1 d . . . N2 N 0.37045(8) 0.6038(9) 0.33836(7) 0.0157(7) Uani 1 1 d . . . C3 C 0.36862(10) 0.7498(10) 0.36413(8) 0.0147(7) Uani 1 1 d . . . N3 N 0.39590(8) 0.8510(9) 0.38559(7) 0.0153(7) Uani 1 1 d . . . C11 C 0.45845(9) 0.8928(10) 0.40290(8) 0.0131(7) Uani 1 1 d . . . C12 C 0.49109(10) 0.8120(10) 0.39874(8) 0.0145(8) Uani 1 1 d . . . H12 H 0.4929 0.6906 0.3814 0.017 Uiso 1 1 calc R . . C13 C 0.52065(10) 0.9065(11) 0.41943(8) 0.0148(8) Uani 1 1 d . . . H13 H 0.5426 0.8450 0.4164 0.018 Uiso 1 1 calc R . . C14 C 0.51915(10) 1.0919(11) 0.44498(8) 0.0155(8) Uani 1 1 d . . . C15 C 0.48630(10) 1.1734(10) 0.44877(8) 0.0154(8) Uani 1 1 d . . . H15 H 0.4845 1.2995 0.4658 0.018 Uiso 1 1 calc R . . C16 C 0.45654(10) 1.0751(11) 0.42834(8) 0.0159(8) Uani 1 1 d . . . H16 H 0.4346 1.1317 0.4316 0.019 Uiso 1 1 calc R . . C17 C 0.55128(10) 1.2011(10) 0.46642(8) 0.0164(8) Uani 1 1 d . . . C18 C 0.58116(11) 1.2835(11) 0.45724(9) 0.0203(9) Uani 1 1 d . . . H18 H 0.5808 1.2658 0.4369 0.024 Uiso 1 1 calc R . . C19 C 0.61120(11) 1.3903(12) 0.47716(10) 0.0257(10) Uani 1 1 d . . . H19 H 0.6314 1.4433 0.4707 0.031 Uiso 1 1 calc R . . C20 C 0.61110(12) 1.4181(12) 0.50665(10) 0.0280(10) Uani 1 1 d . . . C21 C 0.58253(13) 1.3415(12) 0.51668(10) 0.0286(11) Uani 1 1 d . . . H21 H 0.5831 1.3643 0.5371 0.034 Uiso 1 1 calc R . . C22 C 0.55273(11) 1.2300(11) 0.49662(8) 0.0212(9) Uani 1 1 d . . . H22 H 0.5329 1.1720 0.5035 0.025 Uiso 1 1 calc R . . Br1 Br 0.651727(17) 1.57246(16) 0.533784(14) 0.0565(2) Uani 1 1 d . . . C31 C 0.40775(10) 0.4012(11) 0.30765(8) 0.0152(8) Uani 1 1 d . . . C32 C 0.38109(10) 0.4033(11) 0.28201(8) 0.0179(8) Uani 1 1 d . . . H32 H 0.3586 0.4786 0.2828 0.021 Uiso 1 1 calc R . . C33 C 0.38697(10) 0.2969(11) 0.25539(8) 0.0183(8) Uani 1 1 d . . . H33 H 0.3687 0.3060 0.2379 0.022 Uiso 1 1 calc R . . C34 C 0.41985(10) 0.1752(10) 0.25396(8) 0.0147(8) Uani 1 1 d . . . C35 C 0.44585(10) 0.1583(10) 0.28016(8) 0.0152(8) Uani 1 1 d . . . H35 H 0.4679 0.0662 0.2798 0.018 Uiso 1 1 calc R . . C36 C 0.44018(10) 0.2734(11) 0.30669(8) 0.0162(8) Uani 1 1 d . . . H36 H 0.4584 0.2652 0.3242 0.019 Uiso 1 1 calc R . . C37 C 0.42739(10) 0.0774(11) 0.22535(8) 0.0151(8) Uani 1 1 d . . . C38 C 0.40296(10) -0.0839(11) 0.20272(8) 0.0154(8) Uani 1 1 d . . . H38 H 0.3805 -0.1320 0.2054 0.018 Uiso 1 1 calc R . . C39 C 0.41076(10) -0.1756(10) 0.17635(8) 0.0150(8) Uani 1 1 d . . . H39 H 0.3939 -0.2843 0.1609 0.018 Uiso 1 1 calc R . . C40 C 0.44396(10) -0.1043(11) 0.17299(8) 0.0145(8) Uani 1 1 d . . . C41 C 0.46828(10) 0.0604(11) 0.19462(8) 0.0154(8) Uani 1 1 d . . . H41 H 0.4905 0.1117 0.1917 0.018 Uiso 1 1 calc R . . C42 C 0.46005(10) 0.1518(10) 0.22085(8) 0.0146(8) Uani 1 1 d . . . H42 H 0.4768 0.2663 0.2359 0.017 Uiso 1 1 calc R . . Br2 Br 0.456009(11) -0.24652(12) 0.138206(8) 0.02236(11) Uani 1 1 d . . . C51 C 0.33388(10) 0.8092(10) 0.36906(8) 0.0149(8) Uani 1 1 d . . . C52 C 0.33035(10) 0.9471(11) 0.39578(8) 0.0170(8) Uani 1 1 d . . . H52 H 0.3504 1.0056 0.4108 0.020 Uiso 1 1 calc R . . C53 C 0.29795(10) 0.9994(11) 0.40060(8) 0.0177(8) Uani 1 1 d . . . H53 H 0.2960 1.0937 0.4189 0.021 Uiso 1 1 calc R . . C54 C 0.26799(9) 0.9155(11) 0.37890(8) 0.0145(8) Uani 1 1 d . . . C55 C 0.27156(10) 0.7769(12) 0.35239(9) 0.0202(8) Uani 1 1 d . . . H55 H 0.2514 0.7213 0.3373 0.024 Uiso 1 1 calc R . . C56 C 0.30408(10) 0.7180(11) 0.34743(9) 0.0189(8) Uani 1 1 d . . . H56 H 0.3061 0.6159 0.3294 0.023 Uiso 1 1 calc R . . C57 C 0.23332(10) 0.9858(11) 0.38430(8) 0.0161(8) Uani 1 1 d . . . C58 C 0.22730(10) 0.9334(11) 0.41215(9) 0.0194(8) Uani 1 1 d . . . H58 H 0.2454 0.8438 0.4276 0.023 Uiso 1 1 calc R . . C59 C 0.19552(10) 1.0090(12) 0.41777(9) 0.0209(9) Uani 1 1 d . . . H59 H 0.1917 0.9690 0.4368 0.025 Uiso 1 1 calc R . . C60 C 0.16953(10) 1.1435(11) 0.39522(10) 0.0199(9) Uani 1 1 d . . . C61 C 0.17435(10) 1.1911(11) 0.36704(9) 0.0197(9) Uani 1 1 d . . . H61 H 0.1560 1.2758 0.3515 0.024 Uiso 1 1 calc R . . C62 C 0.20622(10) 1.1134(12) 0.36188(9) 0.0202(9) Uani 1 1 d . . . H62 H 0.2097 1.1477 0.3427 0.024 Uiso 1 1 calc R . . Br3 Br 0.126763(11) 1.27086(14) 0.402484(12) 0.03389(13) Uani 1 1 d . . . C81 C 0.2670(2) 0.1551(18) 0.2411(2) 0.067(2) Uiso 0.393(5) 1 d PD A -1 C82 C 0.2686(2) 0.157(2) 0.2707(2) 0.067(2) Uiso 0.393(5) 1 d PD A -1 H82 H 0.2887 0.0703 0.2844 0.080 Uiso 0.393(5) 1 calc PR A -1 C83 C 0.2414(3) 0.284(3) 0.2808(3) 0.067(2) Uiso 0.393(5) 1 d PD A -1 H83 H 0.2426 0.2850 0.3014 0.080 Uiso 0.393(5) 1 calc PR A -1 C84 C 0.2122(3) 0.410(3) 0.2607(3) 0.067(2) Uiso 0.393(5) 1 d PD A -1 H84 H 0.1935 0.4967 0.2679 0.080 Uiso 0.393(5) 1 calc PR A -1 C85 C 0.2096(3) 0.412(3) 0.2309(3) 0.067(2) Uiso 0.393(5) 1 d PD A -1 H85 H 0.1896 0.4973 0.2172 0.080 Uiso 0.393(5) 1 calc PR A -1 C86 C 0.2379(3) 0.282(3) 0.2216(3) 0.067(2) Uiso 0.393(5) 1 d PD A -1 H86 H 0.2370 0.2815 0.2011 0.080 Uiso 0.393(5) 1 calc PR A -1 C87 C 0.2963(3) 0.018(3) 0.2292(3) 0.067(2) Uiso 0.393(5) 1 d PD A -1 H87A H 0.3152 -0.0627 0.2456 0.100 Uiso 0.393(5) 1 calc PR A -1 H87B H 0.3049 0.2031 0.2185 0.100 Uiso 0.393(5) 1 calc PR A -1 H87C H 0.2880 -0.1770 0.2157 0.100 Uiso 0.393(5) 1 calc PR A -1 C71A C 0.2515(4) 0.019(3) 0.49937(16) 0.050(2) Uiso 0.173(4) 1 d PD B -1 C72A C 0.2245(4) 0.206(4) 0.50510(18) 0.050(2) Uiso 0.173(4) 1 d PD B -1 H72A H 0.2053 0.0884 0.5093 0.060 Uiso 0.173(4) 1 calc PR B -1 C73A C 0.2253(4) 0.566(4) 0.5047(3) 0.050(2) Uiso 0.173(4) 1 d PD B -1 H73A H 0.2066 0.6941 0.5087 0.060 Uiso 0.173(4) 1 calc PR B -1 C74A C 0.2529(5) 0.742(4) 0.4987(4) 0.050(2) Uiso 0.173(4) 1 d PD B -1 H74A H 0.2533 0.9887 0.4985 0.060 Uiso 0.173(4) 1 calc PR B -1 C75A C 0.2798(5) 0.551(4) 0.4929(4) 0.050(2) Uiso 0.173(4) 1 d PD B -1 H75A H 0.2990 0.6685 0.4887 0.060 Uiso 0.173(4) 1 calc PR B -1 C76A C 0.2792(4) 0.191(4) 0.4933(3) 0.050(2) Uiso 0.173(4) 1 d PD B -1 H76A H 0.2979 0.0621 0.4894 0.060 Uiso 0.173(4) 1 calc PR B -1 C77A C 0.2506(9) -0.375(3) 0.4998(4) 0.050(2) Uiso 0.173(4) 2 d SPD B -1 H77A H 0.2293 -0.4532 0.5045 0.075 Uiso 0.173(4) 1 calc PR B -1 H77B H 0.2707 -0.4620 0.5147 0.075 Uiso 0.173(4) 1 calc PR B -1 H77C H 0.2514 -0.4643 0.4803 0.075 Uiso 0.173(4) 1 calc PR B -1 C71B C 0.2472(4) 0.912(3) 0.50005(13) 0.050(2) Uiso 0.120(4) 1 d PD C -2 C72B C 0.2170(4) 0.741(4) 0.50033(14) 0.050(2) Uiso 0.120(4) 1 d PD C -2 H72B H 0.1967 0.8704 0.5005 0.060 Uiso 0.120(4) 1 calc PR C -2 C73B C 0.2159(4) 0.381(4) 0.5003(3) 0.050(2) Uiso 0.120(4) 1 d PD C -2 H73B H 0.1950 0.2643 0.5005 0.060 Uiso 0.120(4) 1 calc PR C -2 C74B C 0.2452(5) 0.190(4) 0.5000(4) 0.050(2) Uiso 0.120(4) 1 d PD C -2 H74B H 0.2446 -0.0570 0.5001 0.060 Uiso 0.120(4) 1 calc PR C -2 C75B C 0.2754(5) 0.363(4) 0.4998(4) 0.050(2) Uiso 0.120(4) 1 d PD C -2 H75B H 0.2957 0.2343 0.4996 0.060 Uiso 0.120(4) 1 calc PR C -2 C76B C 0.2765(4) 0.723(5) 0.4998(3) 0.050(2) Uiso 0.120(4) 1 d PD C -2 H76B H 0.2974 0.8394 0.4996 0.060 Uiso 0.120(4) 1 calc PR C -2 C77B C 0.2486(10) 1.305(4) 0.5001(3) 0.050(2) Uiso 0.120(4) 1 d PD C -2 H77D H 0.2717 1.3816 0.4992 0.075 Uiso 0.120(4) 1 calc PR C -2 H77E H 0.2434 1.3939 0.5182 0.075 Uiso 0.120(4) 1 calc PR C -2 H77F H 0.2314 1.3946 0.4828 0.075 Uiso 0.120(4) 1 calc PR C -2 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 C1 0.0212(17) 0.0075(18) 0.0145(16) 0.0028(14) 0.0056(14) 0.0043(15) N1 0.0190(15) 0.0132(16) 0.0133(14) 0.0026(13) 0.0056(12) 0.0007(13) C2 0.0198(17) 0.0094(18) 0.0133(16) 0.0031(14) 0.0070(14) 0.0016(15) N2 0.0205(16) 0.0136(17) 0.0148(15) 0.0019(13) 0.0076(12) 0.0009(14) C3 0.0188(17) 0.0106(18) 0.0159(16) 0.0021(16) 0.0063(14) 0.0007(16) N3 0.0189(15) 0.0141(17) 0.0139(14) 0.0012(13) 0.0062(12) -0.0004(13) C11 0.0185(17) 0.0107(18) 0.0116(16) 0.0025(14) 0.0067(14) 0.0019(15) C12 0.0221(18) 0.0107(19) 0.0122(16) 0.0012(14) 0.0071(14) 0.0036(15) C13 0.0164(17) 0.015(2) 0.0147(17) 0.0010(15) 0.0067(14) 0.0023(15) C14 0.0231(19) 0.0116(19) 0.0117(16) 0.0033(15) 0.0042(14) 0.0008(16) C15 0.0239(19) 0.0106(19) 0.0129(16) -0.0006(14) 0.0069(14) -0.0007(15) C16 0.0195(18) 0.015(2) 0.0162(17) 0.0014(15) 0.0093(14) -0.0003(16) C17 0.0256(19) 0.0086(19) 0.0138(17) 0.0013(14) 0.0025(15) 0.0022(15) C18 0.0248(19) 0.016(2) 0.0178(18) 0.0003(16) 0.0011(15) 0.0024(17) C19 0.022(2) 0.018(2) 0.032(2) 0.0039(19) -0.0036(17) 0.0001(18) C20 0.034(2) 0.015(2) 0.024(2) -0.0011(18) -0.0137(18) -0.0014(19) C21 0.044(3) 0.019(2) 0.0169(19) -0.0028(17) -0.0025(18) 0.001(2) C22 0.032(2) 0.017(2) 0.0149(17) 0.0004(17) 0.0044(16) 0.0010(18) Br1 0.0653(4) 0.0303(3) 0.0500(3) -0.0033(3) -0.0305(3) -0.0042(3) C31 0.0213(18) 0.0132(19) 0.0128(16) 0.0018(15) 0.0075(14) 0.0008(16) C32 0.0170(17) 0.020(2) 0.0187(18) -0.0026(17) 0.0076(15) 0.0013(16) C33 0.0191(18) 0.021(2) 0.0140(17) -0.0005(16) 0.0021(14) 0.0009(16) C34 0.0206(18) 0.0103(19) 0.0148(17) 0.0009(14) 0.0071(14) 0.0006(15) C35 0.0171(17) 0.0145(19) 0.0145(17) 0.0019(14) 0.0048(14) 0.0037(15) C36 0.0195(17) 0.015(2) 0.0139(16) -0.0001(16) 0.0036(14) 0.0005(16) C37 0.0185(17) 0.0135(19) 0.0124(16) 0.0001(15) 0.0022(14) 0.0033(16) C38 0.0163(17) 0.015(2) 0.0147(17) 0.0010(15) 0.0046(14) 0.0008(15) C39 0.0183(17) 0.0119(19) 0.0138(16) 0.0010(14) 0.0020(14) 0.0013(15) C40 0.0207(18) 0.0129(19) 0.0109(16) -0.0007(15) 0.0057(14) 0.0030(15) C41 0.0166(17) 0.015(2) 0.0147(17) 0.0006(15) 0.0048(14) 0.0015(15) C42 0.0196(18) 0.0115(18) 0.0113(16) -0.0016(14) 0.0015(14) 0.0005(15) Br2 0.0277(2) 0.0230(2) 0.01764(18) -0.00241(17) 0.00806(15) -0.00140(18) C51 0.0176(17) 0.0110(19) 0.0172(17) 0.0022(15) 0.0063(14) 0.0021(15) C52 0.0194(18) 0.017(2) 0.0140(17) -0.0021(16) 0.0031(14) 0.0001(16) C53 0.0194(18) 0.019(2) 0.0149(17) -0.0046(16) 0.0051(14) -0.0005(16) C54 0.0166(17) 0.0114(19) 0.0157(17) -0.0001(15) 0.0045(14) -0.0002(15) C55 0.0189(18) 0.021(2) 0.0192(18) -0.0028(17) 0.0022(15) -0.0004(17) C56 0.0223(18) 0.018(2) 0.0160(17) -0.0034(16) 0.0042(15) 0.0007(17) C57 0.0182(18) 0.013(2) 0.0166(17) -0.0030(15) 0.0043(14) -0.0026(15) C58 0.0191(18) 0.019(2) 0.0213(19) -0.0027(17) 0.0071(15) 0.0013(17) C59 0.0216(19) 0.022(2) 0.0215(19) -0.0029(17) 0.0092(16) -0.0002(17) C60 0.0149(17) 0.014(2) 0.032(2) -0.0071(17) 0.0076(16) -0.0014(15) C61 0.0160(17) 0.015(2) 0.027(2) -0.0003(16) 0.0027(15) 0.0004(15) C62 0.0218(19) 0.018(2) 0.0206(19) 0.0007(17) 0.0054(16) -0.0004(17) Br3 0.0243(2) 0.0318(3) 0.0485(3) -0.0052(2) 0.0144(2) 0.0005(2) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.345(5) . ? C1 N3 1.345(5) . ? C1 C11 1.466(5) . ? N1 C2 1.335(5) . ? C2 N2 1.345(5) . ? C2 C31 1.485(5) . ? N2 C3 1.346(5) . ? C3 N3 1.340(5) . ? C3 C51 1.477(5) . ? C11 C12 1.397(5) . ? C11 C16 1.397(5) . ? C12 C13 1.373(5) . ? C12 H12 0.9500 . ? C13 C14 1.403(5) . ? C13 H13 0.9500 . ? C14 C15 1.399(6) . ? C14 C17 1.476(5) . ? C15 C16 1.377(5) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.398(6) . ? C17 C22 1.401(5) . ? C18 C19 1.383(6) . ? C18 H18 0.9500 . ? C19 C20 1.382(6) . ? C19 H19 0.9500 . ? C20 C21 1.367(7) . ? C20 Br1 1.886(4) . ? C21 C22 1.385(6) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C31 C32 1.389(5) . ? C31 C36 1.393(5) . ? C32 C33 1.382(5) . ? C32 H32 0.9500 . ? C33 C34 1.409(5) . ? C33 H33 0.9500 . ? C34 C35 1.394(5) . ? C34 C37 1.488(5) . ? C35 C36 1.386(5) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C38 1.391(5) . ? C37 C42 1.398(5) . ? C38 C39 1.388(5) . ? C38 H38 0.9500 . ? C39 C40 1.397(5) . ? C39 H39 0.9500 . ? C40 C41 1.368(5) . ? C40 Br2 1.885(4) . ? C41 C42 1.389(5) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C51 C52 1.394(5) . ? C51 C56 1.399(5) . ? C52 C53 1.379(5) . ? C52 H52 0.9500 . ? C53 C54 1.398(5) . ? C53 H53 0.9500 . ? C54 C55 1.387(5) . ? C54 C57 1.489(5) . ? C55 C56 1.390(6) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C57 C62 1.392(5) . ? C57 C58 1.394(5) . ? C58 C59 1.387(6) . ? C58 H58 0.9500 . ? C59 C60 1.380(6) . ? C59 H59 0.9500 . ? C60 C61 1.388(6) . ? C60 Br3 1.883(4) . ? C61 C62 1.383(6) . ? C61 H61 0.9500 . ? C62 H62 0.9500 . ? C81 C82 1.367(8) . ? C81 C86 1.372(8) . ? C81 C87 1.510(8) . ? C82 C83 1.373(9) . ? C82 H82 0.9500 . ? C83 C84 1.388(9) . ? C83 H83 0.9500 . ? C84 C85 1.372(9) . ? C84 H84 0.9500 . ? C85 C86 1.395(9) . ? C85 H85 0.9500 . ? C86 H86 0.9500 . ? C87 H87A 0.9800 . ? C87 H87B 0.9800 . ? C87 H87C 0.9800 . ? C71A C72A 1.374(9) . ? C71A C76A 1.375(9) . ? C71A C77A 1.514(9) . ? C72A C73A 1.385(9) . ? C72A H72A 0.9500 . ? C73A C74A 1.375(9) . ? C73A H73A 0.9500 . ? C74A C75A 1.381(9) . ? C74A H74A 0.9500 . ? C75A C76A 1.386(9) . ? C75A H75A 0.9500 . ? C76A H76A 0.9500 . ? C77A H77A 0.9800 . ? C77A H77B 0.9800 . ? C77A H77C 0.9800 . ? C71B C76B 1.376(9) . ? C71B C72B 1.376(9) . ? C71B C77B 1.512(9) . ? C72B C73B 1.385(9) . ? C72B H72B 0.9500 . ? C73B C74B 1.380(9) . ? C73B H73B 0.9500 . ? C74B C75B 1.377(9) . ? C74B H74B 0.9500 . ? C75B C76B 1.383(9) . ? C75B H75B 0.9500 . ? C76B H76B 0.9500 . ? C77B H77D 0.9800 . ? C77B H77E 0.9800 . ? C77B H77F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N3 123.6(3) . . ? N1 C1 C11 117.1(3) . . ? N3 C1 C11 119.3(3) . . ? C2 N1 C1 115.9(3) . . ? N1 C2 N2 125.1(3) . . ? N1 C2 C31 116.2(3) . . ? N2 C2 C31 118.6(3) . . ? C2 N2 C3 114.4(3) . . ? N3 C3 N2 125.1(3) . . ? N3 C3 C51 117.2(3) . . ? N2 C3 C51 117.7(3) . . ? C3 N3 C1 115.7(3) . . ? C12 C11 C16 118.6(3) . . ? C12 C11 C1 119.8(3) . . ? C16 C11 C1 121.6(3) . . ? C13 C12 C11 120.6(3) . . ? C13 C12 H12 119.7 . . ? C11 C12 H12 119.7 . . ? C12 C13 C14 121.4(4) . . ? C12 C13 H13 119.3 . . ? C14 C13 H13 119.3 . . ? C15 C14 C13 117.4(3) . . ? C15 C14 C17 122.1(3) . . ? C13 C14 C17 120.5(3) . . ? C16 C15 C14 121.5(4) . . ? C16 C15 H15 119.3 . . ? C14 C15 H15 119.3 . . ? C15 C16 C11 120.4(4) . . ? C15 C16 H16 119.8 . . ? C11 C16 H16 119.8 . . ? C18 C17 C22 117.7(4) . . ? C18 C17 C14 121.1(3) . . ? C22 C17 C14 121.1(4) . . ? C19 C18 C17 121.4(4) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C20 C19 C18 118.5(4) . . ? C20 C19 H19 120.8 . . ? C18 C19 H19 120.8 . . ? C21 C20 C19 122.3(4) . . ? C21 C20 Br1 119.1(3) . . ? C19 C20 Br1 118.6(4) . . ? C20 C21 C22 118.8(4) . . ? C20 C21 H21 120.6 . . ? C22 C21 H21 120.6 . . ? C21 C22 C17 121.3(4) . . ? C21 C22 H22 119.4 . . ? C17 C22 H22 119.4 . . ? C32 C31 C36 119.4(3) . . ? C32 C31 C2 121.2(3) . . ? C36 C31 C2 119.3(3) . . ? C33 C32 C31 120.6(4) . . ? C33 C32 H32 119.7 . . ? C31 C32 H32 119.7 . . ? C32 C33 C34 120.5(3) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C35 C34 C33 118.1(3) . . ? C35 C34 C37 120.2(3) . . ? C33 C34 C37 121.6(3) . . ? C36 C35 C34 121.2(4) . . ? C36 C35 H35 119.4 . . ? C34 C35 H35 119.4 . . ? C35 C36 C31 120.0(3) . . ? C35 C36 H36 120.0 . . ? C31 C36 H36 120.0 . . ? C38 C37 C42 118.6(3) . . ? C38 C37 C34 122.3(3) . . ? C42 C37 C34 119.1(3) . . ? C39 C38 C37 121.2(4) . . ? C39 C38 H38 119.4 . . ? C37 C38 H38 119.4 . . ? C38 C39 C40 118.5(3) . . ? C38 C39 H39 120.8 . . ? C40 C39 H39 120.8 . . ? C41 C40 C39 121.6(3) . . ? C41 C40 Br2 119.0(3) . . ? C39 C40 Br2 119.4(3) . . ? C40 C41 C42 119.2(4) . . ? C40 C41 H41 120.4 . . ? C42 C41 H41 120.4 . . ? C41 C42 C37 120.9(3) . . ? C41 C42 H42 119.6 . . ? C37 C42 H42 119.6 . . ? C52 C51 C56 119.0(4) . . ? C52 C51 C3 120.4(3) . . ? C56 C51 C3 120.6(3) . . ? C53 C52 C51 120.5(4) . . ? C53 C52 H52 119.7 . . ? C51 C52 H52 119.7 . . ? C52 C53 C54 120.9(4) . . ? C52 C53 H53 119.5 . . ? C54 C53 H53 119.5 . . ? C55 C54 C53 118.5(4) . . ? C55 C54 C57 121.7(3) . . ? C53 C54 C57 119.8(3) . . ? C54 C55 C56 121.2(4) . . ? C54 C55 H55 119.4 . . ? C56 C55 H55 119.4 . . ? C55 C56 C51 119.9(4) . . ? C55 C56 H56 120.1 . . ? C51 C56 H56 120.1 . . ? C62 C57 C58 118.1(4) . . ? C62 C57 C54 121.0(4) . . ? C58 C57 C54 120.9(3) . . ? C59 C58 C57 121.6(4) . . ? C59 C58 H58 119.2 . . ? C57 C58 H58 119.2 . . ? C60 C59 C58 118.8(4) . . ? C60 C59 H59 120.6 . . ? C58 C59 H59 120.6 . . ? C59 C60 C61 121.2(4) . . ? C59 C60 Br3 120.1(3) . . ? C61 C60 Br3 118.8(3) . . ? C62 C61 C60 119.1(4) . . ? C62 C61 H61 120.5 . . ? C60 C61 H61 120.5 . . ? C61 C62 C57 121.3(4) . . ? C61 C62 H62 119.4 . . ? C57 C62 H62 119.4 . . ? C82 C81 C86 119.2(8) . . ? C82 C81 C87 121.8(9) . . ? C86 C81 C87 118.9(9) . . ? C81 C82 C83 120.3(9) . . ? C81 C82 H82 119.9 . . ? C83 C82 H82 119.9 . . ? C82 C83 C84 119.7(10) . . ? C82 C83 H83 120.1 . . ? C84 C83 H83 120.1 . . ? C85 C84 C83 121.6(10) . . ? C85 C84 H84 119.2 . . ? C83 C84 H84 119.2 . . ? C84 C85 C86 116.8(10) . . ? C84 C85 H85 121.6 . . ? C86 C85 H85 121.6 . . ? C81 C86 C85 122.4(10) . . ? C81 C86 H86 118.8 . . ? C85 C86 H86 118.8 . . ? C81 C87 H87A 109.5 . . ? C81 C87 H87B 109.5 . . ? H87A C87 H87B 109.5 . . ? C81 C87 H87C 109.5 . . ? H87A C87 H87C 109.5 . . ? H87B C87 H87C 109.5 . . ? C72A C71A C76A 119.7(9) . . ? C72A C71A C77A 120.0(13) . . ? C76A C71A C77A 120.3(13) . . ? C71A C72A C73A 120.0(11) . . ? C71A C72A H72A 120.0 . . ? C73A C72A H72A 120.0 . . ? C74A C73A C72A 121.0(11) . . ? C74A C73A H73A 119.5 . . ? C72A C73A H73A 119.5 . . ? C73A C74A C75A 118.7(11) . . ? C73A C74A H74A 120.7 . . ? C75A C74A H74A 120.7 . . ? C74A C75A C76A 120.7(12) . . ? C74A C75A H75A 119.7 . . ? C76A C75A H75A 119.7 . . ? C71A C76A C75A 120.0(11) . . ? C71A C76A H76A 120.0 . . ? C75A C76A H76A 120.0 . . ? C71A C77A H77A 109.5 . . ? C71A C77A H77B 109.5 . . ? H77A C77A H77B 109.5 . . ? C71A C77A H77C 109.5 . . ? H77A C77A H77C 109.5 . . ? H77B C77A H77C 109.5 . . ? C76B C71B C72B 119.5(10) . . ? C76B C71B C77B 119.9(13) . . ? C72B C71B C77B 120.6(13) . . ? C71B C72B C73B 120.3(11) . . ? C71B C72B H72B 119.9 . . ? C73B C72B H72B 119.9 . . ? C74B C73B C72B 120.4(12) . . ? C74B C73B H73B 119.8 . . ? C72B C73B H73B 119.8 . . ? C75B C74B C73B 119.0(11) . . ? C75B C74B H74B 120.5 . . ? C73B C74B H74B 120.5 . . ? C74B C75B C76B 120.6(12) . . ? C74B C75B H75B 119.7 . . ? C76B C75B H75B 119.7 . . ? C71B C76B C75B 120.2(12) . . ? C71B C76B H76B 119.9 . . ? C75B C76B H76B 119.9 . . ? C71B C77B H77D 109.5 . . ? C71B C77B H77E 109.5 . . ? H77D C77B H77E 109.5 . . ? C71B C77B H77F 109.5 . . ? H77D C77B H77F 109.5 . . ? H77E C77B H77F 109.5 . . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C1 N1 C2 1.9(6) . . . . ? C11 C1 N1 C2 -178.2(3) . . . . ? C1 N1 C2 N2 -1.1(6) . . . . ? C1 N1 C2 C31 175.8(3) . . . . ? N1 C2 N2 C3 -1.0(6) . . . . ? C31 C2 N2 C3 -177.8(4) . . . . ? C2 N2 C3 N3 2.7(6) . . . . ? C2 N2 C3 C51 -178.4(3) . . . . ? N2 C3 N3 C1 -2.1(6) . . . . ? C51 C3 N3 C1 179.0(3) . . . . ? N1 C1 N3 C3 -0.4(6) . . . . ? C11 C1 N3 C3 179.6(4) . . . . ? N1 C1 C11 C12 -3.5(5) . . . . ? N3 C1 C11 C12 176.5(4) . . . . ? N1 C1 C11 C16 176.0(4) . . . . ? N3 C1 C11 C16 -4.1(6) . . . . ? C16 C11 C12 C13 0.8(6) . . . . ? C1 C11 C12 C13 -179.8(4) . . . . ? C11 C12 C13 C14 -1.2(6) . . . . ? C12 C13 C14 C15 0.7(6) . . . . ? C12 C13 C14 C17 -177.9(4) . . . . ? C13 C14 C15 C16 0.2(6) . . . . ? C17 C14 C15 C16 178.9(4) . . . . ? C14 C15 C16 C11 -0.7(6) . . . . ? C12 C11 C16 C15 0.2(6) . . . . ? C1 C11 C16 C15 -179.3(4) . . . . ? C15 C14 C17 C18 -146.9(4) . . . . ? C13 C14 C17 C18 31.7(6) . . . . ? C15 C14 C17 C22 32.2(6) . . . . ? C13 C14 C17 C22 -149.2(4) . . . . ? C22 C17 C18 C19 0.0(6) . . . . ? C14 C17 C18 C19 179.2(4) . . . . ? C17 C18 C19 C20 -0.7(7) . . . . ? C18 C19 C20 C21 0.5(7) . . . . ? C18 C19 C20 Br1 -178.8(3) . . . . ? C19 C20 C21 C22 0.4(7) . . . . ? Br1 C20 C21 C22 179.7(3) . . . . ? C20 C21 C22 C17 -1.2(7) . . . . ? C18 C17 C22 C21 1.0(6) . . . . ? C14 C17 C22 C21 -178.2(4) . . . . ? N1 C2 C31 C32 -160.0(4) . . . . ? N2 C2 C31 C32 17.1(6) . . . . ? N1 C2 C31 C36 16.7(6) . . . . ? N2 C2 C31 C36 -166.2(4) . . . . ? C36 C31 C32 C33 -3.4(6) . . . . ? C2 C31 C32 C33 173.4(4) . . . . ? C31 C32 C33 C34 1.8(7) . . . . ? C32 C33 C34 C35 1.4(6) . . . . ? C32 C33 C34 C37 -176.6(4) . . . . ? C33 C34 C35 C36 -3.1(6) . . . . ? C37 C34 C35 C36 174.9(4) . . . . ? C34 C35 C36 C31 1.6(6) . . . . ? C32 C31 C36 C35 1.7(6) . . . . ? C2 C31 C36 C35 -175.1(4) . . . . ? C35 C34 C37 C38 145.7(4) . . . . ? C33 C34 C37 C38 -36.4(6) . . . . ? C35 C34 C37 C42 -34.7(6) . . . . ? C33 C34 C37 C42 143.2(4) . . . . ? C42 C37 C38 C39 1.1(6) . . . . ? C34 C37 C38 C39 -179.3(4) . . . . ? C37 C38 C39 C40 0.4(6) . . . . ? C38 C39 C40 C41 -1.8(6) . . . . ? C38 C39 C40 Br2 176.9(3) . . . . ? C39 C40 C41 C42 1.5(6) . . . . ? Br2 C40 C41 C42 -177.1(3) . . . . ? C40 C41 C42 C37 0.0(6) . . . . ? C38 C37 C42 C41 -1.3(6) . . . . ? C34 C37 C42 C41 179.1(4) . . . . ? N3 C3 C51 C52 -3.5(6) . . . . ? N2 C3 C51 C52 177.5(4) . . . . ? N3 C3 C51 C56 178.6(4) . . . . ? N2 C3 C51 C56 -0.4(6) . . . . ? C56 C51 C52 C53 -1.3(6) . . . . ? C3 C51 C52 C53 -179.3(4) . . . . ? C51 C52 C53 C54 0.0(6) . . . . ? C52 C53 C54 C55 0.3(6) . . . . ? C52 C53 C54 C57 -177.9(4) . . . . ? C53 C54 C55 C56 0.8(6) . . . . ? C57 C54 C55 C56 178.9(4) . . . . ? C54 C55 C56 C51 -2.0(6) . . . . ? C52 C51 C56 C55 2.3(6) . . . . ? C3 C51 C56 C55 -179.7(4) . . . . ? C55 C54 C57 C62 -38.1(6) . . . . ? C53 C54 C57 C62 140.1(4) . . . . ? C55 C54 C57 C58 143.5(4) . . . . ? C53 C54 C57 C58 -38.4(6) . . . . ? C62 C57 C58 C59 -0.8(6) . . . . ? C54 C57 C58 C59 177.8(4) . . . . ? C57 C58 C59 C60 -0.9(7) . . . . ? C58 C59 C60 C61 2.4(7) . . . . ? C58 C59 C60 Br3 -176.9(3) . . . . ? C59 C60 C61 C62 -2.3(6) . . . . ? Br3 C60 C61 C62 177.0(3) . . . . ? C60 C61 C62 C57 0.6(7) . . . . ? C58 C57 C62 C61 0.9(6) . . . . ? C54 C57 C62 C61 -177.6(4) . . . . ? C86 C81 C82 C83 0.2(3) . . . . ? C87 C81 C82 C83 -179.9(3) . . . . ? C81 C82 C83 C84 0.1(3) . . . . ? C82 C83 C84 C85 -0.1(7) . . . . ? C83 C84 C85 C86 -0.2(9) . . . . ? C82 C81 C86 C85 -0.5(7) . . . . ? C87 C81 C86 C85 179.6(5) . . . . ? C84 C85 C86 C81 0.5(9) . . . . ? C76A C71A C72A C73A 0.0(3) . . . . ? C77A C71A C72A C73A 180.0(3) . . . . ? C71A C72A C73A C74A -0.1(3) . . . . ? C72A C73A C74A C75A 0.2(6) . . . . ? C73A C74A C75A C76A -0.3(9) . . . . ? C72A C71A C76A C75A -0.1(7) . . . . ? C77A C71A C76A C75A 179.9(5) . . . . ? C74A C75A C76A C71A 0.2(9) . . . . ? C76B C71B C72B C73B 0.0(3) . . . . ? C77B C71B C72B C73B 180.0(3) . . . . ? C71B C72B C73B C74B 0.0(3) . . . . ? C72B C73B C74B C75B 0.0(6) . . . . ? C73B C74B C75B C76B 0.0(9) . . . . ? C72B C71B C76B C75B 0.0(7) . . . . ? C77B C71B C76B C75B 180.0(5) . . . . ? C74B C75B C76B C71B 0.0(9) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.130 _refine_diff_density_min -2.058 _refine_diff_density_rms 0.128