#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/05/4100589.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_4100589
_publ_section_title
;
Crystal and molecular structure of ca030205
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/ja052411r
_journal_year                    2005
_chemical_formula_moiety         'C23 H24 Br N O'
_chemical_formula_sum            'C23 H24 Br N O'
_chemical_formula_weight         410.360
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      1
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                97.241(2)
_cell_angle_beta                 96.070(2)
_cell_angle_gamma                95.031(2)
_cell_formula_units_Z            2
_cell_length_a                   4.8551(2)
_cell_length_b                   13.3330(5)
_cell_length_c                   15.6798(8)
_cell_measurement_temperature    150
_cell_volume                     996.00(8)
_exptl_crystal_density_diffrn    1.368
_cod_database_code               4100589
loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.1313(2) -0.19548(9) 0.67993(8) 0.0571(4) Uani 1 1 d . . .
Br2 Br 0.7352(2) 0.69017(8) 0.41966(8) 0.0675(5) Uani 1 1 d . . .
O19 O 0.0219(16) 0.1885(6) 0.4327(5) 0.0456(17) Uani 1 1 d . . .
C73 C 0.753(2) 0.5859(9) 0.4904(7) 0.039(2) Uani 1 1 d . . .
C5 C 0.406(2) 0.1489(8) 0.2505(6) 0.0370(19) Uani 1 1 d . . .
C55 C 0.781(2) 0.3321(8) 0.8570(7) 0.039(2) Uani 1 1 d . . .
C4 C 0.309(2) 0.2490(8) 0.2807(7) 0.039(2) Uani 1 1 d . . .
N51 N 0.8291(18) 0.3508(7) 0.6441(6) 0.0368(17) Uani 1 1 d . . .
C14 C 0.308(2) 0.3044(8) 0.1324(7) 0.041(2) Uani 1 1 d . . .
N1 N 0.4525(18) 0.1357(7) 0.4644(5) 0.0372(16) Uani 1 1 d . . .
C54 C 0.660(2) 0.2263(7) 0.8192(7) 0.035(2) Uani 1 1 d . . .
C70 C 0.409(2) 0.2741(7) 0.3791(6) 0.0351(19) Uani 1 1 d . . .
C2 C 0.267(2) 0.1956(10) 0.4281(8) 0.034(2) Uani 1 1 d . . .
C7 C 0.602(2) -0.0274(7) 0.2269(7) 0.037(2) Uani 1 1 d . . .
C17 C 0.434(2) 0.5205(8) 0.2093(7) 0.040(2) Uani 1 1 d . . .
C20 C 0.363(2) 0.0564(8) 0.5120(6) 0.0354(18) Uani 1 1 d . . .
C13 C 0.417(2) 0.3328(7) 0.2303(6) 0.0351(18) Uani 1 1 d . . .
C64 C 0.725(2) 0.1633(8) 0.9648(7) 0.039(2) Uani 1 1 d . . .
C67 C 0.753(2) -0.0430(8) 0.8804(7) 0.043(2) Uani 1 1 d . . .
C23 C 0.225(2) -0.0924(9) 0.6103(8) 0.043(2) Uani 1 1 d . . .
C6 C 0.492(2) 0.0697(8) 0.2377(7) 0.040(2) Uani 1 1 d . . .
C15 C 0.403(2) 0.3855(8) 0.0783(7) 0.045(2) Uani 1 1 d . . .
C52 C 0.628(3) 0.2965(11) 0.6768(9) 0.038(2) Uani 1 1 d . . .
C65 C 0.834(2) 0.0825(8) 1.0167(7) 0.041(2) Uani 1 1 d . . .
C68 C 0.644(2) 0.0387(8) 0.8303(8) 0.041(2) Uani 1 1 d . . .
C18 C 0.333(2) 0.4375(8) 0.2629(7) 0.038(2) Uani 1 1 d . . .
C16 C 0.312(2) 0.4910(7) 0.1135(7) 0.041(2) Uani 1 1 d . . .
C66 C 0.709(2) -0.0217(8) 0.9768(8) 0.045(2) Uani 1 1 d . . .
C63 C 0.775(2) 0.1443(7) 0.8685(6) 0.0349(18) Uani 1 1 d . . .
C22 C 0.106(2) -0.0048(9) 0.6224(7) 0.045(2) Uani 1 1 d . . .
O69 O 0.3880(17) 0.3147(7) 0.6678(6) 0.0532(19) Uani 1 1 d . . .
C53 C 0.735(2) 0.2131(8) 0.7247(6) 0.038(2) Uani 1 1 d . . .
C56 C 0.876(2) 0.4179(8) 0.8746(7) 0.039(2) Uani 1 1 d . . .
C21 C 0.181(2) 0.0716(9) 0.5725(7) 0.044(2) Uani 1 1 d . . .
C24 C 0.403(3) -0.1107(9) 0.5517(10) 0.056(3) Uani 1 1 d . . .
C8 C 0.829(2) -0.0457(8) 0.2823(8) 0.047(3) Uani 1 1 d . . .
C10 C 0.795(3) -0.2190(8) 0.2105(9) 0.049(3) Uani 1 1 d . . .
C60 C 1.203(3) 0.7274(10) 0.9142(10) 0.058(3) Uani 1 1 d . . .
C57 C 0.991(2) 0.5223(8) 0.8918(7) 0.038(2) Uani 1 1 d . . .
C11 C 0.575(2) -0.2016(9) 0.1563(7) 0.044(2) Uani 1 1 d . . .
C12 C 0.473(2) -0.1072(8) 0.1650(7) 0.042(2) Uani 1 1 d . . .
C9 C 0.930(3) -0.1395(9) 0.2761(9) 0.052(3) Uani 1 1 d . . .
C58 C 0.895(2) 0.5897(9) 0.9517(7) 0.048(2) Uani 1 1 d . . .
C59 C 1.004(3) 0.6956(9) 0.9653(9) 0.055(3) Uani 1 1 d . . .
C71 C 0.620(3) 0.5053(10) 0.6108(10) 0.056(3) Uani 1 1 d . . .
C61 C 1.294(3) 0.6579(10) 0.8532(10) 0.061(3) Uani 1 1 d . . .
C72 C 0.602(3) 0.5827(10) 0.5608(10) 0.060(3) Uani 1 1 d . . .
C25 C 0.475(3) -0.0352(10) 0.5013(9) 0.057(3) Uani 1 1 d . . .
C74 C 0.924(3) 0.5099(10) 0.4724(7) 0.048(2) Uani 1 1 d . . .
C62 C 1.196(3) 0.5560(10) 0.8437(10) 0.053(3) Uani 1 1 d . . .
C75 C 0.946(2) 0.4352(9) 0.5225(7) 0.045(2) Uani 1 1 d . . .
C3 C 0.7935(18) 0.4312(7) 0.5927(6) 0.037(2) Uani 1 1 d . . .
H51 H 1.0144 0.3354 0.6554 0.050 Uiso 1 1 d R . .
H1 H 0.6507 0.1439 0.4607 0.050 Uiso 1 1 d R . .
H4 H 0.1120 0.2441 0.2700 0.054 Uiso 1 1 d R . .
H14A H 0.3664 0.2410 0.1094 0.055 Uiso 1 1 d R . .
H14B H 0.1031 0.2978 0.1252 0.055 Uiso 1 1 d R . .
H54 H 0.4606 0.2250 0.8196 0.054 Uiso 1 1 d R . .
H70A H 0.6059 0.2745 0.3898 0.054 Uiso 1 1 d R . .
H70B H 0.3549 0.3396 0.4006 0.054 Uiso 1 1 d R . .
H17A H 0.3656 0.5834 0.2305 0.055 Uiso 1 1 d R . .
H17B H 0.6307 0.5281 0.2137 0.055 Uiso 1 1 d R . .
H13 H 0.6165 0.3365 0.2361 0.054 Uiso 1 1 d R . .
H64A H 0.5269 0.1647 0.9680 0.055 Uiso 1 1 d R . .
H64B H 0.8172 0.2294 0.9893 0.055 Uiso 1 1 d R . .
H67A H 0.6643 -0.1095 0.8553 0.056 Uiso 1 1 d R . .
H67B H 0.9547 -0.0449 0.8773 0.056 Uiso 1 1 d R . .
H15A H 0.6027 0.3905 0.0822 0.056 Uiso 1 1 d R . .
H15B H 0.3248 0.3671 0.0193 0.056 Uiso 1 1 d R . .
H65A H 1.0327 0.0841 1.0168 0.055 Uiso 1 1 d R . .
H65B H 0.7912 0.0944 1.0752 0.055 Uiso 1 1 d R . .
H68A H 0.6865 0.0276 0.7720 0.055 Uiso 1 1 d R . .
H68B H 0.4488 0.0374 0.8320 0.055 Uiso 1 1 d R . .
H18A H 0.4202 0.4557 0.3219 0.054 Uiso 1 1 d R . .
H18B H 0.1370 0.4330 0.2616 0.054 Uiso 1 1 d R . .
H16A H 0.1144 0.4874 0.1069 0.056 Uiso 1 1 d R . .
H16B H 0.3857 0.5409 0.0796 0.056 Uiso 1 1 d R . .
H66A H 0.5075 -0.0255 0.9803 0.055 Uiso 1 1 d R . .
H66B H 0.7832 -0.0715 1.0092 0.055 Uiso 1 1 d R . .
H63 H 0.9691 0.1451 0.8646 0.054 Uiso 1 1 d R . .
H22 H -0.0175 0.0062 0.6648 0.055 Uiso 1 1 d R . .
H53A H 0.9285 0.2128 0.7236 0.054 Uiso 1 1 d R . .
H53B H 0.6399 0.1489 0.6940 0.054 Uiso 1 1 d R . .
H21 H 0.0965 0.1351 0.5792 0.055 Uiso 1 1 d R . .
H24 H 0.4839 -0.1762 0.5454 0.057 Uiso 1 1 d R . .
H8 H 0.9144 0.0068 0.3276 0.055 Uiso 1 1 d R . .
H10 H 0.8637 -0.2861 0.2012 0.056 Uiso 1 1 d R . .
H60 H 1.2728 0.7977 0.9225 0.056 Uiso 1 1 d R . .
H11 H 0.4808 -0.2523 0.1122 0.055 Uiso 1 1 d R . .
H12 H 0.3092 -0.0972 0.1268 0.055 Uiso 1 1 d R . .
H9 H 1.0839 -0.1529 0.3155 0.056 Uiso 1 1 d R . .
H58 H 0.7540 0.5653 0.9859 0.056 Uiso 1 1 d R . .
H59 H 0.9439 0.7441 1.0095 0.056 Uiso 1 1 d R . .
H71 H 0.5181 0.5041 0.6615 0.057 Uiso 1 1 d R . .
H61 H 1.4277 0.6806 0.8139 0.057 Uiso 1 1 d R . .
H72 H 0.4738 0.6348 0.5738 0.058 Uiso 1 1 d R . .
H25 H 0.6034 -0.0469 0.4572 0.057 Uiso 1 1 d R . .
H74 H 1.0258 0.5089 0.4225 0.056 Uiso 1 1 d R . .
H62 H 1.2655 0.5042 0.8024 0.056 Uiso 1 1 d R . .
H75 H 1.0677 0.3837 0.5115 0.056 Uiso 1 1 d R . .
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 C23 1.914(13) . ?
Br2 C73 1.886(12) . ?
O19 C2 1.197(15) . ?
C73 C74 1.385(16) . ?
C73 C72 1.391(19) . ?
C5 C6 1.171(15) . ?
C5 C4 1.490(14) . ?
C55 C56 1.183(16) . ?
C55 C54 1.502(14) . ?
C4 C13 1.535(15) . ?
C4 C70 1.552(15) . ?
N51 C52 1.347(19) . ?
N51 C3 1.431(13) . ?
C14 C15 1.525(16) . ?
C14 C13 1.557(14) . ?
N1 C2 1.379(16) . ?
N1 C20 1.433(14) . ?
C54 C63 1.528(15) . ?
C54 C53 1.555(14) . ?
C70 C2 1.534(17) . ?
C7 C12 1.401(16) . ?
C7 C8 1.389(17) . ?
C7 C6 1.440(15) . ?
C17 C18 1.550(16) . ?
C17 C16 1.544(15) . ?
C20 C21 1.370(15) . ?
C20 C25 1.378(16) . ?
C13 C18 1.530(13) . ?
C64 C65 1.527(15) . ?
C64 C63 1.548(14) . ?
C67 C68 1.520(17) . ?
C67 C66 1.544(16) . ?
C23 C22 1.350(17) . ?
C23 C24 1.341(18) . ?
C15 C16 1.562(15) . ?
C52 O69 1.208(16) . ?
C52 C53 1.518(17) . ?
C65 C66 1.496(15) . ?
C68 C63 1.516(14) . ?
C22 C21 1.407(17) . ?
C56 C57 1.435(15) . ?
C24 C25 1.399(18) . ?
C8 C9 1.378(16) . ?
C10 C11 1.350(19) . ?
C10 C9 1.438(18) . ?
C60 C59 1.39(2) . ?
C60 C61 1.38(2) . ?
C57 C58 1.363(16) . ?
C57 C62 1.390(17) . ?
C11 C12 1.388(16) . ?
C58 C59 1.446(17) . ?
C71 C3 1.377(15) . ?
C71 C72 1.375(19) . ?
C61 C62 1.384(18) . ?
C74 C75 1.349(17) . ?
C75 C3 1.396(15) . ?
C4 H4 0.9493 . ?
N51 H51 0.9442 . ?
C14 H14A 0.9540 . ?
C14 H14B 0.9851 . ?
N1 H1 0.9677 . ?
C54 H54 0.9680 . ?
C70 H70A 0.9519 . ?
C70 H70B 0.9641 . ?
C17 H17A 0.9633 . ?
C17 H17B 0.9437 . ?
C13 H13 0.9598 . ?
C64 H64A 0.9679 . ?
C64 H64B 0.9668 . ?
C67 H67A 0.9674 . ?
C67 H67B 0.9877 . ?
C15 H15A 0.9626 . ?
C15 H15B 0.9547 . ?
C65 H65A 0.9652 . ?
C65 H65B 0.9585 . ?
C68 H68A 0.9547 . ?
C68 H68B 0.9484 . ?
C18 H18A 0.9693 . ?
C18 H18B 0.9441 . ?
C16 H16A 0.9512 . ?
C16 H16B 0.9696 . ?
C66 H66A 0.9831 . ?
C66 H66B 0.9574 . ?
C63 H63 0.9491 . ?
C22 H22 0.9482 . ?
C53 H53A 0.9402 . ?
C53 H53B 0.9784 . ?
C21 H21 0.9721 . ?
C24 H24 0.9849 . ?
C8 H8 0.9632 . ?
C10 H10 0.9801 . ?
C60 H60 0.9562 . ?
C11 H11 0.9515 . ?
C12 H12 0.9734 . ?
C9 H9 0.9631 . ?
C58 H58 0.9726 . ?
C59 H59 0.9744 . ?
C71 H71 0.9796 . ?
C61 H61 0.9942 . ?
C72 H72 0.9904 . ?
C25 H25 0.9870 . ?
C74 H74 0.9675 . ?
C62 H62 0.9918 . ?
C75 H75 0.9542 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 26589927
