#------------------------------------------------------------------------------ #$Date: 2020-07-06 04:53:51 +0300 (Mon, 06 Jul 2020) $ #$Revision: 253799 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/65/7126523.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7126523 loop_ _publ_author_name 'Cui, Yunshu' 'Xiang, Libo' 'Wang, Junyi' 'Li, Chunlei' 'Hao, Wei' 'Ye, Qing' _publ_section_title ; Storage and release of two electrons from an electron-rich carbon-carbon bond: boron mediated reversible coupling of DMAP and 9-azajulolidine. ; _journal_issue 50 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 6794 _journal_page_last 6797 _journal_paper_doi 10.1039/d0cc01575j _journal_volume 56 _journal_year 2020 _chemical_formula_moiety 'C36 H40 B Br N2, C12 H30 Li O6' _chemical_formula_sum 'C48 H70 B Br Li N2 O6' _chemical_formula_weight 868.71 _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 21' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2020-02-27 deposited with the CCDC. 2020-05-12 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 12.9156(7) _cell_length_b 19.1434(11) _cell_length_c 19.3790(12) _cell_measurement_reflns_used 9819 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 26.16 _cell_measurement_theta_min 2.36 _cell_volume 4791.4(5) _computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)' _computing_structure_solution 'SHELXT 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 100(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0841 _diffrn_reflns_av_unetI/netI 0.0444 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 107696 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.998 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.409 _diffrn_reflns_theta_min 2.102 _exptl_absorpt_coefficient_mu 0.905 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_correction_T_min 0.6683 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1464 before and 0.0890 after correction. The Ratio of minimum to maximum transmission is 0.8966. The \l/2 correction factor is Not present.' _exptl_crystal_colour 'clear yellowish brown' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier yellowish _exptl_crystal_colour_primary brown _exptl_crystal_density_diffrn 1.204 _exptl_crystal_description block _exptl_crystal_F_000 1851.978 _exptl_crystal_size_max 0.201 _exptl_crystal_size_mid 0.198 _exptl_crystal_size_min 0.094 _refine_diff_density_max 0.208 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.041 _refine_ls_abs_structure_details ; Flack x determined using 3486 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.006(3) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.746 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 546 _refine_ls_number_reflns 9812 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.746 _refine_ls_R_factor_all 0.0399 _refine_ls_R_factor_gt 0.0309 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0887 _refine_ls_wR_factor_ref 0.0990 _reflns_Friedel_coverage 0.808 _reflns_Friedel_fraction_full 0.999 _reflns_Friedel_fraction_max 0.997 _reflns_number_gt 8722 _reflns_number_total 9812 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0cc01575j2.cif _cod_data_source_block 2 _cod_depositor_comments 'Adding full bibliography for 7126523--7126527.cif.' _cod_database_code 7126523 _shelx_shelxl_version_number 2016/6 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_res_file ; TITL 1_a.res in P2(1)2(1)2(1) 1_a.res created by SHELXL-2016/6 at 20:42:29 on 27-Dec-2019 REM Old TITL 1 in P2(1)2(1)2(1) REM SHELXT solution in P2(1)2(1)2(1) REM R1 0.100, Rweak 0.031, Alpha 0.002, Orientation as input REM Flack x = 0.027 ( 0.003 ) from Parsons' quotients REM Formula found by SHELXT: C49 Br Li N3 O5 CELL 0.71073 12.9156 19.1434 19.3790 90.000 90.000 90.000 ZERR 42.000 0.0007 0.0011 0.0012 0.000 0.000 0.000 LATT -1 SYMM 1/2-X, -Y, 1/2+Z SYMM -X, 1/2+Y, 1/2-Z SYMM 1/2+X, 1/2-Y, -Z SFAC C H B BR LI N O UNIT 42 42 42 42 42 42 42 TEMP -173.160 L.S. 99 BOND $H acta LIST 6 FMAP 2 PLAN 20 WGHT 0.100000 FVAR 0.37399 BR1 4 1.009276 0.389880 0.811655 11.00000 0.02330 0.03357 = 0.03128 -0.00845 -0.00145 -0.00816 N1 6 0.794545 0.334700 0.833708 11.00000 0.02260 0.01921 = 0.01540 -0.00281 -0.00022 -0.00242 B1 3 0.885635 0.336155 0.792813 11.00000 0.01960 0.01738 = 0.02504 -0.00012 -0.00322 0.00315 O1 7 0.403994 0.356100 0.586428 11.00000 0.02519 0.02352 = 0.03696 -0.00037 -0.00036 0.00220 C1 1 0.434673 0.252068 0.816834 11.00000 0.02127 0.02874 = 0.02961 0.00984 0.00667 -0.00003 AFIX 43 H1 2 0.374197 0.261047 0.843290 11.00000 -1.20000 AFIX 0 O2 7 0.536268 0.451487 0.638364 11.00000 0.02662 0.03243 = 0.02314 -0.00034 -0.00406 -0.00137 N2 6 0.872945 0.293180 0.733848 11.00000 0.01435 0.02059 = 0.02022 -0.00250 0.00060 -0.00202 C2 1 0.425766 0.209092 0.759168 11.00000 0.01928 0.02778 = 0.03462 0.00710 -0.00199 -0.00643 AFIX 43 H2 2 0.361117 0.188246 0.748093 11.00000 -1.20000 AFIX 0 C3 1 0.514561 0.196439 0.716585 11.00000 0.02093 0.01799 = 0.02532 0.00532 -0.00298 -0.00308 O3 7 0.439291 0.493431 0.499814 11.00000 0.02568 0.03253 = 0.02752 0.00201 -0.00369 -0.00483 O4 7 0.242144 0.457635 0.530671 11.00000 0.02590 0.02455 = 0.03256 0.00062 -0.00247 -0.00059 C4 1 0.519134 0.155746 0.654770 11.00000 0.02714 0.01936 = 0.03120 0.00095 -0.00778 -0.00457 AFIX 43 H4 2 0.459197 0.131675 0.639215 11.00000 -1.20000 AFIX 0 C5 1 0.610817 0.151150 0.617212 11.00000 0.03159 0.02059 = 0.02605 -0.00411 -0.00736 0.00207 AFIX 43 H5 2 0.611425 0.123846 0.576279 11.00000 -1.20000 AFIX 0 O5 7 0.341425 0.558536 0.633343 11.00000 0.03894 0.02853 = 0.04332 -0.01243 0.00108 -0.00305 O6 7 0.311036 0.440460 0.698589 11.00000 0.03773 0.04771 = 0.03675 0.00009 0.01486 0.00549 C6 1 0.702136 0.185016 0.637146 11.00000 0.02526 0.02138 = 0.01975 -0.00197 -0.00061 0.00274 AFIX 43 H6 2 0.763291 0.181137 0.610179 11.00000 -1.20000 AFIX 0 C7 1 0.701078 0.225105 0.698365 11.00000 0.01986 0.01707 = 0.01969 0.00023 -0.00128 0.00000 C8 1 0.606732 0.228879 0.736804 11.00000 0.02023 0.01534 = 0.02030 0.00407 -0.00120 -0.00060 C9 1 0.616971 0.270905 0.797673 11.00000 0.02088 0.01619 = 0.01875 0.00430 0.00042 0.00100 C10 1 0.527384 0.282654 0.837912 11.00000 0.02506 0.02274 = 0.01923 0.00365 0.00430 0.00189 AFIX 43 H10 2 0.530272 0.310693 0.878313 11.00000 -1.20000 AFIX 0 C11 1 0.724044 0.290970 0.797373 11.00000 0.02065 0.01692 = 0.01573 -0.00055 -0.00032 0.00048 C13 1 0.941127 0.280276 0.676866 11.00000 0.01721 0.01989 = 0.02253 -0.00437 0.00204 -0.00263 C14 1 0.930357 0.320357 0.617165 11.00000 0.02048 0.02317 = 0.02764 -0.00129 0.00289 -0.00286 C15 1 0.999746 0.308691 0.563358 11.00000 0.02634 0.03597 = 0.02453 -0.00019 0.00488 -0.00411 AFIX 43 H15 2 0.994582 0.335816 0.522451 11.00000 -1.20000 AFIX 0 C16 1 1.075908 0.258346 0.568507 11.00000 0.02143 0.04174 = 0.03055 -0.01435 0.00832 -0.00592 AFIX 43 H16 2 1.123053 0.251649 0.531465 11.00000 -1.20000 AFIX 0 C17 1 1.084067 0.217651 0.627103 11.00000 0.01942 0.03185 = 0.03657 -0.00800 0.00378 0.00295 AFIX 43 H17 2 1.136207 0.182760 0.629866 11.00000 -1.20000 AFIX 0 C18 1 1.015953 0.227514 0.682454 11.00000 0.01984 0.02599 = 0.03108 -0.00590 -0.00216 0.00256 C19 1 1.021372 0.180756 0.745811 11.00000 0.03105 0.03744 = 0.03699 0.00366 -0.00122 0.01296 AFIX 13 H19 2 0.973569 0.200348 0.781493 11.00000 -1.20000 AFIX 0 C12 1 0.771568 0.265646 0.738312 11.00000 0.01766 0.01876 = 0.01760 0.00015 0.00087 -0.00047 C20 1 1.129552 0.177718 0.776729 11.00000 0.04697 0.06743 = 0.07095 0.01668 -0.02903 -0.00202 AFIX 137 H20A 2 1.177171 0.156378 0.743476 11.00000 -1.50000 H20B 2 1.128145 0.149679 0.819029 11.00000 -1.50000 H20C 2 1.153024 0.225140 0.787598 11.00000 -1.50000 AFIX 0 C22 1 0.846028 0.375165 0.612091 11.00000 0.02566 0.03531 = 0.03162 0.01059 0.00709 0.00279 AFIX 13 H22 2 0.791943 0.362892 0.646969 11.00000 -1.20000 AFIX 0 C21 1 0.984282 0.106507 0.728029 11.00000 0.06422 0.04486 = 0.06608 0.01923 -0.01264 -0.01382 AFIX 137 H21A 2 0.915483 0.108877 0.706830 11.00000 -1.50000 H21B 2 0.980750 0.078466 0.770273 11.00000 -1.50000 H21C 2 1.032994 0.084898 0.695661 11.00000 -1.50000 AFIX 0 C29 1 0.829990 0.334786 1.024271 11.00000 0.04936 0.02609 = 0.02176 0.00592 -0.00800 -0.00738 AFIX 43 H29 2 0.870083 0.311682 1.058451 11.00000 -1.20000 AFIX 0 C28 1 0.762658 0.386765 1.043627 11.00000 0.05098 0.03516 = 0.01439 -0.00034 0.00366 -0.01399 AFIX 43 H28 2 0.755592 0.398613 1.090998 11.00000 -1.20000 AFIX 0 C24 1 0.793162 0.375705 0.541280 11.00000 0.03588 0.03833 = 0.05267 0.00920 -0.01494 -0.00205 AFIX 137 H24A 2 0.843765 0.388457 0.505765 11.00000 -1.50000 H24B 2 0.736618 0.409841 0.541456 11.00000 -1.50000 H24C 2 0.765303 0.329162 0.531343 11.00000 -1.50000 AFIX 0 C23 1 0.886476 0.447931 0.630426 11.00000 0.04978 0.03277 = 0.03153 -0.00229 -0.00266 0.01474 AFIX 137 H23A 2 0.937951 0.462490 0.596169 11.00000 -1.50000 H23B 2 0.918576 0.446719 0.676232 11.00000 -1.50000 H23C 2 0.828815 0.481206 0.630624 11.00000 -1.50000 AFIX 0 C27 1 0.704946 0.422027 0.994344 11.00000 0.03389 0.03132 = 0.02136 -0.00620 0.00785 -0.00466 AFIX 43 H27 2 0.658058 0.457565 1.008282 11.00000 -1.20000 AFIX 0 C26 1 0.715081 0.405837 0.924670 11.00000 0.02502 0.02362 = 0.01762 -0.00329 0.00429 -0.00463 C25 1 0.782434 0.352469 0.905401 11.00000 0.03044 0.01828 = 0.01436 -0.00034 0.00101 -0.00508 C30 1 0.840477 0.315322 0.955030 11.00000 0.04076 0.02101 = 0.02140 0.00260 -0.00707 -0.00441 C31 1 0.911718 0.254211 0.937725 11.00000 0.05994 0.02858 = 0.02864 -0.00190 -0.01481 0.01163 AFIX 13 H31 2 0.912218 0.248463 0.886437 11.00000 -1.20000 AFIX 0 C32 1 0.870209 0.186234 0.969437 11.00000 0.08537 0.02495 = 0.06732 0.00215 -0.03644 -0.00057 AFIX 137 H32A 2 0.799047 0.178356 0.953708 11.00000 -1.50000 H32B 2 0.871180 0.189936 1.019871 11.00000 -1.50000 H32C 2 0.913911 0.147032 0.954969 11.00000 -1.50000 AFIX 0 C33 1 1.023494 0.266737 0.961250 11.00000 0.05376 0.04790 = 0.04227 -0.00043 -0.00713 0.01771 AFIX 137 H33A 2 1.067594 0.228613 0.944661 11.00000 -1.50000 H33B 2 1.025994 0.268442 1.011764 11.00000 -1.50000 H33C 2 1.048360 0.311164 0.942364 11.00000 -1.50000 AFIX 0 C35 1 0.725340 0.510618 0.848586 11.00000 0.03511 0.02472 = 0.02706 0.00226 -0.00018 -0.00276 AFIX 137 H35A 2 0.790243 0.493271 0.828772 11.00000 -1.50000 H35B 2 0.740579 0.539637 0.888990 11.00000 -1.50000 H35C 2 0.688465 0.538569 0.814076 11.00000 -1.50000 AFIX 0 C34 1 0.657503 0.448495 0.870412 11.00000 0.02259 0.02234 = 0.02348 -0.00409 0.00089 -0.00023 AFIX 13 H34 2 0.647189 0.418072 0.829031 11.00000 -1.20000 AFIX 0 C36 1 0.551012 0.473545 0.894330 11.00000 0.02993 0.02877 = 0.03670 -0.00345 0.00757 0.00471 AFIX 137 H36A 2 0.513964 0.494424 0.855313 11.00000 -1.50000 H36B 2 0.559430 0.508477 0.930869 11.00000 -1.50000 H36C 2 0.511367 0.433794 0.912141 11.00000 -1.50000 AFIX 0 C37 1 0.579241 0.496645 0.688884 11.00000 0.03316 0.05248 = 0.03319 -0.00832 -0.00913 -0.00156 AFIX 137 H37A 2 0.652296 0.484844 0.696010 11.00000 -1.50000 H37B 2 0.541460 0.491134 0.732401 11.00000 -1.50000 H37C 2 0.573642 0.545144 0.673131 11.00000 -1.50000 AFIX 0 C38 1 0.546520 0.379616 0.658170 11.00000 0.02464 0.03733 = 0.02716 0.01037 0.00042 0.00724 AFIX 23 H38A 2 0.504734 0.370052 0.699943 11.00000 -1.20000 H38B 2 0.619817 0.368630 0.668449 11.00000 -1.20000 AFIX 0 C39 1 0.509263 0.336493 0.599597 11.00000 0.02384 0.02923 = 0.03450 0.00783 0.00381 0.00508 AFIX 23 H39A 2 0.552366 0.345003 0.558198 11.00000 -1.20000 H39B 2 0.513339 0.286260 0.611427 11.00000 -1.20000 AFIX 0 C40 1 0.354187 0.308976 0.540701 11.00000 0.03586 0.02689 = 0.07237 -0.01039 -0.01099 0.00125 AFIX 137 H40A 2 0.283804 0.325485 0.531164 11.00000 -1.50000 H40B 2 0.351061 0.262552 0.561912 11.00000 -1.50000 H40C 2 0.393293 0.306341 0.497443 11.00000 -1.50000 AFIX 0 C41 1 0.543039 0.485984 0.476350 11.00000 0.02816 0.03656 = 0.03387 0.00912 0.00609 -0.00091 AFIX 137 H41A 2 0.552149 0.439573 0.455893 11.00000 -1.50000 H41B 2 0.590613 0.491429 0.515377 11.00000 -1.50000 H41C 2 0.557846 0.521820 0.441611 11.00000 -1.50000 AFIX 0 C42 1 0.367073 0.482260 0.445693 11.00000 0.03972 0.04374 = 0.02407 0.00551 -0.00394 -0.01529 AFIX 23 H42A 2 0.368585 0.432765 0.430922 11.00000 -1.20000 H42B 2 0.384580 0.511915 0.405499 11.00000 -1.20000 AFIX 0 C43 1 0.261999 0.500747 0.472492 11.00000 0.03455 0.03600 = 0.03914 0.01206 -0.01262 -0.00997 AFIX 23 H43A 2 0.259861 0.550601 0.485997 11.00000 -1.20000 H43B 2 0.209026 0.492713 0.436431 11.00000 -1.20000 AFIX 0 C44 1 0.142609 0.470881 0.559443 11.00000 0.02563 0.03649 = 0.04134 -0.00655 -0.00094 0.00224 AFIX 137 H44A 2 0.140560 0.518502 0.577951 11.00000 -1.50000 H44B 2 0.129037 0.437450 0.596658 11.00000 -1.50000 H44C 2 0.089732 0.465807 0.523523 11.00000 -1.50000 AFIX 0 C45 1 0.391680 0.620163 0.609351 11.00000 0.04640 0.02327 = 0.06165 -0.00830 -0.01283 -0.00248 AFIX 137 H45A 2 0.413207 0.613604 0.561294 11.00000 -1.50000 H45B 2 0.452667 0.629548 0.637974 11.00000 -1.50000 H45C 2 0.343739 0.659732 0.612281 11.00000 -1.50000 AFIX 0 C46 1 0.316047 0.563322 0.705084 11.00000 0.03848 0.05766 = 0.04837 -0.02920 0.00695 0.00261 AFIX 23 H46A 2 0.273316 0.605365 0.713674 11.00000 -1.20000 H46B 2 0.380064 0.567022 0.732943 11.00000 -1.20000 AFIX 0 C47 1 0.257379 0.499134 0.724812 11.00000 0.03582 0.06651 = 0.03617 -0.01740 0.01096 0.00756 AFIX 23 H47A 2 0.251889 0.495884 0.775666 11.00000 -1.20000 H47B 2 0.186569 0.500908 0.705329 11.00000 -1.20000 AFIX 0 C48 1 0.265477 0.375635 0.719932 11.00000 0.04802 0.05545 = 0.05647 0.01918 0.02367 0.00668 AFIX 137 H48A 2 0.196423 0.371095 0.699459 11.00000 -1.50000 H48B 2 0.259743 0.374758 0.770351 11.00000 -1.50000 H48C 2 0.309137 0.336761 0.704570 11.00000 -1.50000 AFIX 0 LI1N 5 0.380206 0.460640 0.598171 11.00000 0.02570 0.02683 = 0.02987 -0.00119 0.00171 0.00014 HKLF 4 REM 1_a.res in P2(1)2(1)2(1) REM R1 = 0.0309 for 8722 Fo > 4sig(Fo) and 0.0399 for all 9812 data REM 546 parameters refined using 0 restraints END WGHT 0.0297 0.5368 REM Highest difference peak 0.208, deepest hole -0.302, 1-sigma level 0.041 Q1 1 0.9612 0.1437 0.7555 11.00000 0.05 0.21 Q2 1 0.3426 0.5817 0.5900 11.00000 0.05 0.20 Q3 1 0.5647 0.2209 0.7254 11.00000 0.05 0.19 Q4 1 0.5720 0.2938 0.8120 11.00000 0.05 0.16 Q5 1 0.8323 0.3454 0.8114 11.00000 0.05 0.15 Q6 1 1.0404 0.1405 0.7504 11.00000 0.05 0.15 Q7 1 0.7679 0.3398 1.0150 11.00000 0.05 0.15 Q8 1 0.7573 0.2265 0.7275 11.00000 0.05 0.15 Q9 1 0.7392 0.2453 0.7121 11.00000 0.05 0.15 Q10 1 0.6988 0.4747 0.8506 11.00000 0.05 0.15 Q11 1 0.2737 0.4172 0.7522 11.00000 0.05 0.14 Q12 1 0.8366 0.5757 0.8666 11.00000 0.05 0.14 Q13 1 0.6683 0.6214 0.8389 11.00000 0.05 0.14 Q14 1 0.6052 0.2571 0.7603 11.00000 0.05 0.14 Q15 1 0.2759 0.5722 0.6022 11.00000 0.05 0.14 Q16 1 0.7564 0.3162 0.8155 11.00000 0.05 0.14 Q17 1 0.9955 0.4218 0.8620 11.00000 0.05 0.14 Q18 1 0.5824 0.4586 0.5318 11.00000 0.05 0.14 Q19 1 0.4661 0.2014 0.7424 11.00000 0.05 0.14 Q20 1 0.9267 0.2606 0.8259 11.00000 0.05 0.13 ; _shelx_res_checksum 93198 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Br1 Br 1.00928(2) 0.38988(2) 0.81166(2) 0.02938(10) Uani 1 1 d . . . . . N1 N 0.79455(19) 0.33470(12) 0.83371(12) 0.0191(5) Uani 1 1 d . . . . . B1 B 0.8856(3) 0.33615(17) 0.79281(18) 0.0207(7) Uani 1 1 d . . . . . O1 O 0.40399(18) 0.35610(11) 0.58643(12) 0.0286(5) Uani 1 1 d . . . . . C1 C 0.4347(2) 0.25207(16) 0.81683(18) 0.0265(7) Uani 1 1 d . . . . . H1 H 0.374197 0.261047 0.843290 0.032 Uiso 1 1 calc R U . . . O2 O 0.53627(17) 0.45149(12) 0.63836(11) 0.0274(5) Uani 1 1 d . . . . . N2 N 0.87295(18) 0.29318(12) 0.73385(13) 0.0184(5) Uani 1 1 d . . . . . C2 C 0.4258(2) 0.20909(17) 0.75917(18) 0.0272(7) Uani 1 1 d . . . . . H2 H 0.361117 0.188246 0.748093 0.033 Uiso 1 1 calc R U . . . C3 C 0.5146(2) 0.19644(14) 0.71658(15) 0.0214(6) Uani 1 1 d . . . . . O3 O 0.43929(17) 0.49343(12) 0.49981(12) 0.0286(5) Uani 1 1 d . . . . . O4 O 0.24214(17) 0.45764(11) 0.53067(12) 0.0277(5) Uani 1 1 d . . . . . C4 C 0.5191(3) 0.15575(15) 0.65477(17) 0.0259(7) Uani 1 1 d . . . . . H4 H 0.459197 0.131675 0.639215 0.031 Uiso 1 1 calc R U . . . C5 C 0.6108(3) 0.15115(16) 0.61721(17) 0.0261(7) Uani 1 1 d . . . . . H5 H 0.611425 0.123846 0.576279 0.031 Uiso 1 1 calc R U . . . O5 O 0.3414(2) 0.55854(12) 0.63334(14) 0.0369(6) Uani 1 1 d . . . . . O6 O 0.3110(2) 0.44046(14) 0.69859(14) 0.0407(6) Uani 1 1 d . . . . . C6 C 0.7021(2) 0.18502(15) 0.63715(16) 0.0221(6) Uani 1 1 d . . . . . H6 H 0.763291 0.181137 0.610179 0.027 Uiso 1 1 calc R U . . . C7 C 0.7011(2) 0.22510(14) 0.69837(15) 0.0189(6) Uani 1 1 d . . . . . C8 C 0.6067(2) 0.22888(14) 0.73680(15) 0.0186(6) Uani 1 1 d . . . . . C9 C 0.6170(2) 0.27090(14) 0.79767(15) 0.0186(6) Uani 1 1 d . . . . . C10 C 0.5274(2) 0.28265(16) 0.83791(15) 0.0223(6) Uani 1 1 d . . . . . H10 H 0.530272 0.310693 0.878313 0.027 Uiso 1 1 calc R U . . . C11 C 0.7240(2) 0.29097(14) 0.79737(14) 0.0178(6) Uani 1 1 d . . . . . C13 C 0.9411(2) 0.28028(15) 0.67687(15) 0.0199(6) Uani 1 1 d . . . . . C14 C 0.9304(2) 0.32036(16) 0.61717(17) 0.0238(6) Uani 1 1 d . . . . . C15 C 0.9997(3) 0.30869(17) 0.56336(16) 0.0289(7) Uani 1 1 d . . . . . H15 H 0.994582 0.335816 0.522451 0.035 Uiso 1 1 calc R U . . . C16 C 1.0759(2) 0.25835(19) 0.56851(18) 0.0312(8) Uani 1 1 d . . . . . H16 H 1.123053 0.251649 0.531465 0.037 Uiso 1 1 calc R U . . . C17 C 1.0841(2) 0.21765(18) 0.62710(18) 0.0293(7) Uani 1 1 d . . . . . H17 H 1.136207 0.182760 0.629866 0.035 Uiso 1 1 calc R U . . . C18 C 1.0160(2) 0.22751(16) 0.68245(16) 0.0256(6) Uani 1 1 d . . . . . C19 C 1.0214(3) 0.18076(19) 0.74581(19) 0.0352(8) Uani 1 1 d . . . . . H19 H 0.973569 0.200348 0.781493 0.042 Uiso 1 1 calc R U . . . C12 C 0.7716(2) 0.26565(15) 0.73831(15) 0.0180(6) Uani 1 1 d . . . . . C20 C 1.1296(4) 0.1777(3) 0.7767(3) 0.0618(13) Uani 1 1 d . . . . . H20A H 1.177171 0.156378 0.743476 0.093 Uiso 1 1 calc R U . . . H20B H 1.128145 0.149679 0.819029 0.093 Uiso 1 1 calc R U . . . H20C H 1.153024 0.225140 0.787598 0.093 Uiso 1 1 calc R U . . . C22 C 0.8460(3) 0.37516(18) 0.61209(18) 0.0309(7) Uani 1 1 d . . . . . H22 H 0.791943 0.362892 0.646969 0.037 Uiso 1 1 calc R U . . . C21 C 0.9843(4) 0.1065(2) 0.7280(3) 0.0584(12) Uani 1 1 d . . . . . H21A H 0.915483 0.108877 0.706830 0.088 Uiso 1 1 calc R U . . . H21B H 0.980750 0.078466 0.770273 0.088 Uiso 1 1 calc R U . . . H21C H 1.032994 0.084898 0.695661 0.088 Uiso 1 1 calc R U . . . C29 C 0.8300(3) 0.33479(18) 1.02427(17) 0.0324(8) Uani 1 1 d . . . . . H29 H 0.870083 0.311682 1.058451 0.039 Uiso 1 1 calc R U . . . C28 C 0.7627(3) 0.38676(19) 1.04363(16) 0.0335(8) Uani 1 1 d . . . . . H28 H 0.755592 0.398613 1.090998 0.040 Uiso 1 1 calc R U . . . C24 C 0.7932(3) 0.3757(2) 0.5413(2) 0.0423(9) Uani 1 1 d . . . . . H24A H 0.843765 0.388457 0.505765 0.063 Uiso 1 1 calc R U . . . H24B H 0.736618 0.409841 0.541456 0.063 Uiso 1 1 calc R U . . . H24C H 0.765303 0.329162 0.531343 0.063 Uiso 1 1 calc R U . . . C23 C 0.8865(3) 0.44793(19) 0.63043(19) 0.0380(8) Uani 1 1 d . . . . . H23A H 0.937951 0.462490 0.596169 0.057 Uiso 1 1 calc R U . . . H23B H 0.918576 0.446719 0.676232 0.057 Uiso 1 1 calc R U . . . H23C H 0.828815 0.481206 0.630624 0.057 Uiso 1 1 calc R U . . . C27 C 0.7049(3) 0.42203(18) 0.99434(16) 0.0289(7) Uani 1 1 d . . . . . H27 H 0.658058 0.457565 1.008282 0.035 Uiso 1 1 calc R U . . . C26 C 0.7151(2) 0.40584(16) 0.92467(16) 0.0221(6) Uani 1 1 d . . . . . C25 C 0.7824(3) 0.35247(15) 0.90540(15) 0.0210(6) Uani 1 1 d . . . . . C30 C 0.8405(3) 0.31532(17) 0.95503(17) 0.0277(7) Uani 1 1 d . . . . . C31 C 0.9117(3) 0.25421(19) 0.9377(2) 0.0391(9) Uani 1 1 d . . . . . H31 H 0.912218 0.248463 0.886437 0.047 Uiso 1 1 calc R U . . . C32 C 0.8702(4) 0.1862(2) 0.9694(3) 0.0592(14) Uani 1 1 d . . . . . H32A H 0.799047 0.178356 0.953708 0.089 Uiso 1 1 calc R U . . . H32B H 0.871180 0.189936 1.019871 0.089 Uiso 1 1 calc R U . . . H32C H 0.913911 0.147032 0.954969 0.089 Uiso 1 1 calc R U . . . C33 C 1.0235(3) 0.2667(2) 0.9612(2) 0.0480(10) Uani 1 1 d . . . . . H33A H 1.067594 0.228613 0.944661 0.072 Uiso 1 1 calc R U . . . H33B H 1.025994 0.268442 1.011764 0.072 Uiso 1 1 calc R U . . . H33C H 1.048360 0.311164 0.942364 0.072 Uiso 1 1 calc R U . . . C35 C 0.7253(3) 0.51062(16) 0.84859(18) 0.0290(7) Uani 1 1 d . . . . . H35A H 0.790243 0.493271 0.828772 0.043 Uiso 1 1 calc R U . . . H35B H 0.740579 0.539637 0.888990 0.043 Uiso 1 1 calc R U . . . H35C H 0.688465 0.538569 0.814076 0.043 Uiso 1 1 calc R U . . . C34 C 0.6575(2) 0.44850(16) 0.87041(16) 0.0228(6) Uani 1 1 d . . . . . H34 H 0.647189 0.418072 0.829031 0.027 Uiso 1 1 calc R U . . . C36 C 0.5510(3) 0.47355(18) 0.89433(19) 0.0318(8) Uani 1 1 d . . . . . H36A H 0.513964 0.494424 0.855313 0.048 Uiso 1 1 calc R U . . . H36B H 0.559430 0.508477 0.930869 0.048 Uiso 1 1 calc R U . . . H36C H 0.511367 0.433794 0.912141 0.048 Uiso 1 1 calc R U . . . C37 C 0.5792(3) 0.4966(2) 0.6889(2) 0.0396(8) Uani 1 1 d . . . . . H37A H 0.652296 0.484844 0.696010 0.059 Uiso 1 1 calc R U . . . H37B H 0.541460 0.491134 0.732401 0.059 Uiso 1 1 calc R U . . . H37C H 0.573642 0.545144 0.673131 0.059 Uiso 1 1 calc R U . . . C38 C 0.5465(3) 0.37962(18) 0.65817(17) 0.0297(7) Uani 1 1 d . . . . . H38A H 0.504734 0.370052 0.699943 0.036 Uiso 1 1 calc R U . . . H38B H 0.619817 0.368630 0.668449 0.036 Uiso 1 1 calc R U . . . C39 C 0.5093(3) 0.33649(17) 0.59960(17) 0.0292(7) Uani 1 1 d . . . . . H39A H 0.552366 0.345003 0.558198 0.035 Uiso 1 1 calc R U . . . H39B H 0.513339 0.286260 0.611427 0.035 Uiso 1 1 calc R U . . . C40 C 0.3542(3) 0.30898(19) 0.5407(2) 0.0450(10) Uani 1 1 d . . . . . H40A H 0.283804 0.325485 0.531164 0.068 Uiso 1 1 calc R U . . . H40B H 0.351061 0.262552 0.561912 0.068 Uiso 1 1 calc R U . . . H40C H 0.393293 0.306341 0.497443 0.068 Uiso 1 1 calc R U . . . C41 C 0.5430(3) 0.4860(2) 0.47635(19) 0.0329(8) Uani 1 1 d . . . . . H41A H 0.552149 0.439573 0.455893 0.049 Uiso 1 1 calc R U . . . H41B H 0.590613 0.491429 0.515377 0.049 Uiso 1 1 calc R U . . . H41C H 0.557846 0.521820 0.441611 0.049 Uiso 1 1 calc R U . . . C42 C 0.3671(3) 0.4823(2) 0.44569(18) 0.0358(8) Uani 1 1 d . . . . . H42A H 0.368585 0.432765 0.430922 0.043 Uiso 1 1 calc R U . . . H42B H 0.384580 0.511915 0.405499 0.043 Uiso 1 1 calc R U . . . C43 C 0.2620(3) 0.5007(2) 0.4725(2) 0.0366(8) Uani 1 1 d . . . . . H43A H 0.259861 0.550601 0.485997 0.044 Uiso 1 1 calc R U . . . H43B H 0.209026 0.492713 0.436431 0.044 Uiso 1 1 calc R U . . . C44 C 0.1426(3) 0.47088(19) 0.5594(2) 0.0345(8) Uani 1 1 d . . . . . H44A H 0.140560 0.518502 0.577951 0.052 Uiso 1 1 calc R U . . . H44B H 0.129037 0.437450 0.596658 0.052 Uiso 1 1 calc R U . . . H44C H 0.089732 0.465807 0.523523 0.052 Uiso 1 1 calc R U . . . C45 C 0.3917(3) 0.62016(19) 0.6094(2) 0.0438(9) Uani 1 1 d . . . . . H45A H 0.413207 0.613604 0.561294 0.066 Uiso 1 1 calc R U . . . H45B H 0.452667 0.629548 0.637974 0.066 Uiso 1 1 calc R U . . . H45C H 0.343739 0.659732 0.612281 0.066 Uiso 1 1 calc R U . . . C46 C 0.3160(3) 0.5633(2) 0.7051(2) 0.0482(11) Uani 1 1 d . . . . . H46A H 0.273316 0.605365 0.713674 0.058 Uiso 1 1 calc R U . . . H46B H 0.380064 0.567022 0.732943 0.058 Uiso 1 1 calc R U . . . C47 C 0.2574(3) 0.4991(2) 0.7248(2) 0.0462(10) Uani 1 1 d . . . . . H47A H 0.251889 0.495884 0.775666 0.055 Uiso 1 1 calc R U . . . H47B H 0.186569 0.500908 0.705329 0.055 Uiso 1 1 calc R U . . . C48 C 0.2655(4) 0.3756(2) 0.7199(2) 0.0533(12) Uani 1 1 d . . . . . H48A H 0.196423 0.371095 0.699459 0.080 Uiso 1 1 calc R U . . . H48B H 0.259743 0.374758 0.770351 0.080 Uiso 1 1 calc R U . . . H48C H 0.309137 0.336761 0.704570 0.080 Uiso 1 1 calc R U . . . Li1N Li 0.3802(4) 0.4606(3) 0.5982(3) 0.0275(11) Uani 1 1 d . . . . . 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 0.02330(15) 0.03357(17) 0.03128(17) -0.00845(13) -0.00145(13) -0.00816(13) N1 0.0226(12) 0.0192(12) 0.0154(12) -0.0028(10) -0.0002(9) -0.0024(10) B1 0.0196(15) 0.0174(15) 0.0250(18) -0.0001(13) -0.0032(13) 0.0031(13) O1 0.0252(12) 0.0235(11) 0.0370(13) -0.0004(10) -0.0004(10) 0.0022(9) C1 0.0213(14) 0.0287(15) 0.0296(17) 0.0098(14) 0.0067(14) 0.0000(12) O2 0.0266(11) 0.0324(12) 0.0231(11) -0.0003(9) -0.0041(9) -0.0014(10) N2 0.0144(11) 0.0206(12) 0.0202(12) -0.0025(10) 0.0006(9) -0.0020(10) C2 0.0193(15) 0.0278(16) 0.0346(18) 0.0071(14) -0.0020(13) -0.0064(13) C3 0.0209(14) 0.0180(13) 0.0253(14) 0.0053(11) -0.0030(12) -0.0031(12) O3 0.0257(11) 0.0325(12) 0.0275(12) 0.0020(10) -0.0037(9) -0.0048(10) O4 0.0259(11) 0.0246(11) 0.0326(12) 0.0006(9) -0.0025(10) -0.0006(9) C4 0.0271(16) 0.0194(13) 0.0312(16) 0.0009(12) -0.0078(14) -0.0046(13) C5 0.0316(17) 0.0206(14) 0.0261(16) -0.0041(12) -0.0074(14) 0.0021(13) O5 0.0389(14) 0.0285(12) 0.0433(15) -0.0124(11) 0.0011(11) -0.0031(11) O6 0.0377(13) 0.0477(15) 0.0368(15) 0.0001(12) 0.0149(12) 0.0055(12) C6 0.0253(15) 0.0214(14) 0.0198(15) -0.0020(12) -0.0006(12) 0.0027(12) C7 0.0199(13) 0.0171(13) 0.0197(15) 0.0002(11) -0.0013(11) 0.0000(11) C8 0.0202(14) 0.0153(13) 0.0203(14) 0.0041(11) -0.0012(11) -0.0006(11) C9 0.0209(13) 0.0162(13) 0.0188(15) 0.0043(11) 0.0004(11) 0.0010(11) C10 0.0251(15) 0.0227(14) 0.0192(14) 0.0036(11) 0.0043(12) 0.0019(12) C11 0.0207(14) 0.0169(12) 0.0157(14) -0.0005(11) -0.0003(11) 0.0005(11) C13 0.0172(13) 0.0199(13) 0.0225(15) -0.0044(12) 0.0020(11) -0.0026(11) C14 0.0205(15) 0.0232(14) 0.0276(16) -0.0013(13) 0.0029(12) -0.0029(12) C15 0.0263(16) 0.0360(16) 0.0245(15) -0.0002(12) 0.0049(14) -0.0041(15) C16 0.0214(15) 0.0417(19) 0.0306(18) -0.0143(15) 0.0083(13) -0.0059(14) C17 0.0194(15) 0.0319(17) 0.0366(19) -0.0080(14) 0.0038(13) 0.0029(13) C18 0.0198(13) 0.0260(14) 0.0311(16) -0.0059(13) -0.0022(14) 0.0026(12) C19 0.0311(18) 0.0374(18) 0.0370(19) 0.0037(15) -0.0012(15) 0.0130(16) C12 0.0177(13) 0.0188(13) 0.0176(14) 0.0001(11) 0.0009(11) -0.0005(11) C20 0.047(3) 0.067(3) 0.071(3) 0.017(3) -0.029(2) -0.002(2) C22 0.0257(15) 0.0353(18) 0.0316(18) 0.0106(15) 0.0071(14) 0.0028(14) C21 0.064(3) 0.045(2) 0.066(3) 0.019(2) -0.013(2) -0.014(3) C29 0.049(2) 0.0261(17) 0.0218(17) 0.0059(13) -0.0080(15) -0.0074(16) C28 0.051(2) 0.0352(17) 0.0144(15) -0.0003(14) 0.0037(14) -0.0140(18) C24 0.0359(19) 0.038(2) 0.053(2) 0.0092(18) -0.0149(18) -0.0021(17) C23 0.050(2) 0.0328(18) 0.0315(19) -0.0023(15) -0.0027(16) 0.0147(17) C27 0.0339(17) 0.0313(16) 0.0214(16) -0.0062(13) 0.0079(14) -0.0047(14) C26 0.0250(15) 0.0236(15) 0.0176(15) -0.0033(11) 0.0043(12) -0.0046(12) C25 0.0304(16) 0.0183(13) 0.0144(14) -0.0003(11) 0.0010(12) -0.0051(12) C30 0.0408(19) 0.0210(15) 0.0214(17) 0.0026(12) -0.0071(14) -0.0044(14) C31 0.060(2) 0.0286(17) 0.0286(18) -0.0019(15) -0.0148(17) 0.0116(18) C32 0.085(4) 0.0250(18) 0.067(3) 0.0022(19) -0.036(3) -0.001(2) C33 0.054(3) 0.048(2) 0.042(2) -0.0004(18) -0.0071(19) 0.018(2) C35 0.0351(18) 0.0247(16) 0.0271(17) 0.0023(13) -0.0002(14) -0.0028(14) C34 0.0226(15) 0.0223(14) 0.0235(16) -0.0041(12) 0.0009(12) -0.0002(13) C36 0.0299(17) 0.0288(16) 0.037(2) -0.0035(14) 0.0076(15) 0.0047(14) C37 0.0332(17) 0.052(2) 0.0332(19) -0.0083(19) -0.0091(17) -0.0016(17) C38 0.0246(15) 0.0373(18) 0.0272(16) 0.0104(15) 0.0004(13) 0.0072(15) C39 0.0238(15) 0.0292(15) 0.0345(17) 0.0078(13) 0.0038(14) 0.0051(14) C40 0.036(2) 0.0269(18) 0.072(3) -0.0104(19) -0.011(2) 0.0013(16) C41 0.0282(16) 0.0366(19) 0.0339(19) 0.0091(15) 0.0061(15) -0.0009(14) C42 0.040(2) 0.044(2) 0.0241(17) 0.0055(15) -0.0039(15) -0.0153(17) C43 0.0345(18) 0.0360(18) 0.039(2) 0.0121(16) -0.0126(16) -0.0100(16) C44 0.0256(17) 0.0365(18) 0.041(2) -0.0065(16) -0.0009(15) 0.0022(15) C45 0.046(2) 0.0233(17) 0.062(3) -0.0083(17) -0.0128(19) -0.0025(16) C46 0.038(2) 0.058(3) 0.048(3) -0.029(2) 0.0069(18) 0.0026(19) C47 0.036(2) 0.067(3) 0.036(2) -0.017(2) 0.0110(16) 0.008(2) C48 0.048(2) 0.055(3) 0.056(3) 0.019(2) 0.024(2) 0.007(2) Li1N 0.026(3) 0.027(3) 0.030(3) -0.001(2) 0.002(2) 0.000(2) 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' B B 0.0013 0.0007 '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' Li Li -0.0003 0.0001 '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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag B1 N1 C11 105.4(2) . . ? B1 N1 C25 128.7(3) . . ? C11 N1 C25 123.2(2) . . ? N2 B1 N1 110.1(3) . . ? N2 B1 Br1 123.8(2) . . ? N1 B1 Br1 126.1(2) . . ? C40 O1 C39 112.0(3) . . ? C40 O1 Li1N 128.8(3) . . ? C39 O1 Li1N 112.4(2) . . ? C2 C1 C10 123.7(3) . . ? C2 C1 H1 118.2 . . ? C10 C1 H1 118.2 . . ? C37 O2 C38 111.3(3) . . ? C37 O2 Li1N 124.2(2) . . ? C38 O2 Li1N 105.0(2) . . ? C12 N2 B1 105.9(2) . . ? C12 N2 C13 123.5(2) . . ? B1 N2 C13 130.5(3) . . ? C1 C2 C3 119.7(3) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C8 C3 C4 116.2(3) . . ? C8 C3 C2 116.4(3) . . ? C4 C3 C2 127.4(3) . . ? C42 O3 C41 111.6(3) . . ? C42 O3 Li1N 112.2(2) . . ? C41 O3 Li1N 126.1(2) . . ? C43 O4 C44 111.7(3) . . ? C43 O4 Li1N 108.0(2) . . ? C44 O4 Li1N 119.4(2) . . ? C5 C4 C3 120.5(3) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 122.9(3) . . ? C4 C5 H5 118.6 . . ? C6 C5 H5 118.6 . . ? C45 O5 C46 111.6(3) . . ? C45 O5 Li1N 122.4(3) . . ? C46 O5 Li1N 115.9(3) . . ? C47 O6 C48 112.5(3) . . ? C47 O6 Li1N 112.4(3) . . ? C48 O6 Li1N 125.4(3) . . ? C5 C6 C7 118.4(3) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? C6 C7 C12 138.2(3) . . ? C6 C7 C8 118.2(3) . . ? C12 C7 C8 103.5(2) . . ? C3 C8 C7 123.8(3) . . ? C3 C8 C9 123.9(3) . . ? C7 C8 C9 112.2(3) . . ? C10 C9 C8 117.9(3) . . ? C10 C9 C11 138.5(3) . . ? C8 C9 C11 103.6(2) . . ? C1 C10 C9 118.3(3) . . ? C1 C10 H10 120.8 . . ? C9 C10 H10 120.8 . . ? C12 C11 N1 109.3(2) . . ? C12 C11 C9 109.7(3) . . ? N1 C11 C9 140.5(3) . . ? C14 C13 C18 121.9(3) . . ? C14 C13 N2 118.9(3) . . ? C18 C13 N2 119.2(3) . . ? C15 C14 C13 117.9(3) . . ? C15 C14 C22 121.7(3) . . ? C13 C14 C22 120.4(3) . . ? C16 C15 C14 121.1(3) . . ? C16 C15 H15 119.5 . . ? C14 C15 H15 119.5 . . ? C15 C16 C17 120.5(3) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C16 C17 C18 120.4(3) . . ? C16 C17 H17 119.8 . . ? C18 C17 H17 119.8 . . ? C17 C18 C13 118.1(3) . . ? C17 C18 C19 120.7(3) . . ? C13 C18 C19 121.2(3) . . ? C18 C19 C20 112.5(3) . . ? C18 C19 C21 110.4(3) . . ? C20 C19 C21 109.8(3) . . ? C18 C19 H19 108.0 . . ? C20 C19 H19 108.0 . . ? C21 C19 H19 108.0 . . ? C11 C12 N2 109.3(3) . . ? C11 C12 C7 110.9(3) . . ? N2 C12 C7 139.6(3) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C14 C22 C23 111.7(3) . . ? C14 C22 C24 112.5(3) . . ? C23 C22 C24 110.7(3) . . ? C14 C22 H22 107.2 . . ? C23 C22 H22 107.2 . . ? C24 C22 H22 107.2 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C28 C29 C30 121.1(3) . . ? C28 C29 H29 119.5 . . ? C30 C29 H29 119.5 . . ? C29 C28 C27 120.3(3) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C22 C24 H24A 109.5 . . ? C22 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C22 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C28 C27 C26 120.6(3) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C27 C26 C25 118.8(3) . . ? C27 C26 C34 120.3(3) . . ? C25 C26 C34 120.8(3) . . ? C26 C25 C30 121.2(3) . . ? C26 C25 N1 120.0(3) . . ? C30 C25 N1 118.8(3) . . ? C29 C30 C25 117.9(3) . . ? C29 C30 C31 118.3(3) . . ? C25 C30 C31 123.8(3) . . ? C30 C31 C33 112.5(3) . . ? C30 C31 C32 110.6(4) . . ? C33 C31 C32 110.0(3) . . ? C30 C31 H31 107.9 . . ? C33 C31 H31 107.9 . . ? C32 C31 H31 107.9 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C31 C33 H33A 109.5 . . ? C31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C26 C34 C36 113.4(3) . . ? C26 C34 C35 109.0(3) . . ? C36 C34 C35 110.7(3) . . ? C26 C34 H34 107.8 . . ? C36 C34 H34 107.8 . . ? C35 C34 H34 107.8 . . ? C34 C36 H36A 109.5 . . ? C34 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C34 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? O2 C37 H37A 109.5 . . ? O2 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O2 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? O2 C38 C39 107.4(2) . . ? O2 C38 H38A 110.2 . . ? C39 C38 H38A 110.2 . . ? O2 C38 H38B 110.2 . . ? C39 C38 H38B 110.2 . . ? H38A C38 H38B 108.5 . . ? O1 C39 C38 107.3(3) . . ? O1 C39 H39A 110.2 . . ? C38 C39 H39A 110.2 . . ? O1 C39 H39B 110.2 . . ? C38 C39 H39B 110.2 . . ? H39A C39 H39B 108.5 . . ? O1 C40 H40A 109.5 . . ? O1 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? O1 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O3 C41 H41A 109.5 . . ? O3 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? O3 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? O3 C42 C43 107.7(3) . . ? O3 C42 H42A 110.2 . . ? C43 C42 H42A 110.2 . . ? O3 C42 H42B 110.2 . . ? C43 C42 H42B 110.2 . . ? H42A C42 H42B 108.5 . . ? O4 C43 C42 107.6(3) . . ? O4 C43 H43A 110.2 . . ? C42 C43 H43A 110.2 . . ? O4 C43 H43B 110.2 . . ? C42 C43 H43B 110.2 . . ? H43A C43 H43B 108.5 . . ? O4 C44 H44A 109.5 . . ? O4 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? O4 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? O5 C45 H45A 109.5 . . ? O5 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? O5 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? O5 C46 C47 108.2(3) . . ? O5 C46 H46A 110.1 . . ? C47 C46 H46A 110.1 . . ? O5 C46 H46B 110.1 . . ? C47 C46 H46B 110.1 . . ? H46A C46 H46B 108.4 . . ? O6 C47 C46 108.2(3) . . ? O6 C47 H47A 110.1 . . ? C46 C47 H47A 110.1 . . ? O6 C47 H47B 110.1 . . ? C46 C47 H47B 110.1 . . ? H47A C47 H47B 108.4 . . ? O6 C48 H48A 109.5 . . ? O6 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? O6 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? O1 Li1N O5 165.7(3) . . ? O1 Li1N O3 97.7(2) . . ? O5 Li1N O3 96.6(2) . . ? O1 Li1N O2 79.7(2) . . ? O5 Li1N O2 100.4(2) . . ? O3 Li1N O2 90.7(2) . . ? O1 Li1N O6 89.3(2) . . ? O5 Li1N O6 76.4(2) . . ? O3 Li1N O6 172.7(3) . . ? O2 Li1N O6 92.6(2) . . ? O1 Li1N O4 91.7(2) . . ? O5 Li1N O4 91.3(2) . . ? O3 Li1N O4 76.7(2) . . ? O2 Li1N O4 163.7(3) . . ? O6 Li1N O4 101.1(2) . . ? 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 B1 1.934(3) . ? N1 B1 1.419(4) . ? N1 C11 1.423(4) . ? N1 C25 1.439(4) . ? B1 N2 1.418(4) . ? O1 C40 1.419(4) . ? O1 C39 1.433(4) . ? O1 Li1N 2.037(6) . ? C1 C2 1.392(5) . ? C1 C10 1.394(4) . ? C1 H1 0.9500 . ? O2 C37 1.419(4) . ? O2 C38 1.435(4) . ? O2 Li1N 2.168(6) . ? N2 C12 1.414(4) . ? N2 C13 1.434(4) . ? C2 C3 1.434(4) . ? C2 H2 0.9500 . ? C3 C8 1.399(4) . ? C3 C4 1.430(4) . ? O3 C42 1.420(4) . ? O3 C41 1.422(4) . ? O3 Li1N 2.147(6) . ? O4 C43 1.421(4) . ? O4 C44 1.424(4) . ? O4 Li1N 2.212(6) . ? C4 C5 1.393(5) . ? C4 H4 0.9500 . ? C5 C6 1.400(4) . ? C5 H5 0.9500 . ? O5 C45 1.425(5) . ? O5 C46 1.431(5) . ? O5 Li1N 2.056(6) . ? O6 C47 1.414(5) . ? O6 C48 1.434(5) . ? O6 Li1N 2.176(6) . ? C6 C7 1.413(4) . ? C6 H6 0.9500 . ? C7 C12 1.425(4) . ? C7 C8 1.430(4) . ? C8 C9 1.434(4) . ? C9 C10 1.413(4) . ? C9 C11 1.435(4) . ? C10 H10 0.9500 . ? C11 C12 1.386(4) . ? C13 C14 1.395(4) . ? C13 C18 1.402(4) . ? C14 C15 1.393(4) . ? C14 C22 1.516(5) . ? C15 C16 1.381(5) . ? C15 H15 0.9500 . ? C16 C17 1.381(5) . ? C16 H16 0.9500 . ? C17 C18 1.400(5) . ? C17 H17 0.9500 . ? C18 C19 1.521(5) . ? C19 C20 1.521(5) . ? C19 C21 1.539(6) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C22 C23 1.530(5) . ? C22 C24 1.533(5) . ? C22 H22 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C29 C28 1.374(5) . ? C29 C30 1.399(5) . ? C29 H29 0.9500 . ? C28 C27 1.387(5) . ? C28 H28 0.9500 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C27 C26 1.391(4) . ? C27 H27 0.9500 . ? C26 C25 1.393(4) . ? C26 C34 1.525(4) . ? C25 C30 1.412(4) . ? C30 C31 1.526(5) . ? C31 C33 1.533(6) . ? C31 C32 1.536(6) . ? C31 H31 1.0000 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C35 C34 1.536(4) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C34 C36 1.529(4) . ? C34 H34 1.0000 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C39 1.484(5) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 C43 1.496(5) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 C47 1.493(6) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ?