#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/10/04/4100490.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_4100490
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/ja051650b
_journal_year                    2005
_chemical_formula_sum            'C20 H17 Br2 N3 O3'
_chemical_formula_weight         507.19
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.8843(3)
_cell_length_b                   12.8070(4)
_cell_length_c                   16.2460(5)
_cell_measurement_temperature    293(2)
_cell_volume                     2056.55(11)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.638
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4100490
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.59857(4) 0.81368(4) 1.34598(2) 0.07997(15) Uani 1 1 d . . .
Br2 Br 1.10328(6) -0.07750(3) 1.03157(4) 0.1026(2) Uani 1 1 d . . .
O1 O 1.4182(2) 0.76267(18) 1.05399(14) 0.0648(6) Uani 1 1 d . . .
O2 O 1.2414(2) 0.6949(2) 0.98917(14) 0.0617(6) Uani 1 1 d . . .
O3 O 1.1770(2) 0.5595(2) 1.21893(14) 0.0627(6) Uani 1 1 d . . .
N2 N 0.9370(2) 0.42976(19) 1.13232(15) 0.0473(6) Uani 1 1 d . . .
N3 N 0.9459(2) 0.53756(19) 1.12923(16) 0.0471(6) Uani 1 1 d . . .
CM C 1.0526(4) 0.4832(3) 0.9469(2) 0.0604(9) Uani 1 1 d . . .
HM1 H 1.105(4) 0.540(3) 0.919(2) 0.061(9) Uiso 1 1 d . . .
HM2 H 0.951(4) 0.502(2) 0.952(2) 0.058(9) Uiso 1 1 d . . .
HM3 H 1.067(4) 0.425(3) 0.918(3) 0.085(13) Uiso 1 1 d . . .
N1 N 1.2867(2) 0.6550(2) 1.12514(15) 0.0487(6) Uani 1 1 d . . .
C1 C 1.3068(3) 0.7026(2) 1.04938(19) 0.0478(7) Uani 1 1 d . . .
C2 C 1.4790(7) 0.7540(6) 1.1343(3) 0.099(2) Uani 1 1 d . . .
H2A H 1.491(6) 0.799(4) 1.153(3) 0.087(18) Uiso 1 1 d . . .
H2B H 1.580(8) 0.743(6) 1.125(5) 0.18(3) Uiso 1 1 d . . .
C3 C 1.3978(5) 0.6769(5) 1.1816(3) 0.0794(13) Uani 1 1 d . . .
H3A H 1.367(5) 0.702(4) 1.231(4) 0.12(2) Uiso 1 1 d . . .
H3B H 1.449(7) 0.607(6) 1.187(4) 0.17(3) Uiso 1 1 d . . .
C4 C 1.1790(3) 0.5937(2) 1.14974(19) 0.0439(6) Uani 1 1 d . . .
C5 C 1.1036(3) 0.4746(2) 1.03568(17) 0.0438(6) Uani 1 1 d . . .
H5 H 1.196(3) 0.464(2) 1.0367(19) 0.049(8) Uiso 1 1 d . . .
C6 C 1.0678(3) 0.5710(2) 1.08702(18) 0.0426(6) Uani 1 1 d . . .
H6 H 1.053(3) 0.632(2) 1.0572(17) 0.036(7) Uiso 1 1 d . . .
C7 C 1.0258(3) 0.3918(2) 1.08274(18) 0.0457(7) Uani 1 1 d . . .
C8 C 1.0404(3) 0.2794(2) 1.06991(18) 0.0452(7) Uani 1 1 d . . .
C9 C 0.9615(4) 0.2070(3) 1.1118(2) 0.0540(8) Uani 1 1 d . . .
H9 H 0.900(4) 0.224(2) 1.143(2) 0.050(9) Uiso 1 1 d . . .
C10 C 0.9771(4) 0.1019(3) 1.1005(3) 0.0624(9) Uani 1 1 d . . .
H10 H 0.933(4) 0.058(3) 1.129(3) 0.084(13) Uiso 1 1 d . . .
C11 C 1.0744(4) 0.0681(3) 1.0467(2) 0.0628(9) Uani 1 1 d . . .
C12 C 1.1550(4) 0.1360(3) 1.0038(2) 0.0588(9) Uani 1 1 d . . .
H12 H 1.209(4) 0.106(3) 0.962(3) 0.084(13) Uiso 1 1 d . . .
C13 C 1.1382(4) 0.2413(3) 1.0168(2) 0.0539(8) Uani 1 1 d . . .
H13 H 1.191(3) 0.282(2) 0.991(2) 0.046(9) Uiso 1 1 d . . .
C14 C 0.7132(3) 0.7264(3) 1.2809(2) 0.0569(8) Uani 1 1 d . . .
C15 C 0.6968(4) 0.6203(3) 1.2842(2) 0.0630(9) Uani 1 1 d . . .
H15 H 0.637(4) 0.591(3) 1.316(2) 0.057(10) Uiso 1 1 d . . .
C16 C 0.7742(3) 0.5567(3) 1.2345(2) 0.0558(8) Uani 1 1 d . . .
H16 H 0.767(4) 0.489(3) 1.228(3) 0.077(13) Uiso 1 1 d . . .
C17 C 0.8705(3) 0.5997(2) 1.18174(18) 0.0449(7) Uani 1 1 d . . .
C18 C 0.8867(4) 0.7072(3) 1.1815(2) 0.0514(7) Uani 1 1 d . . .
H18 H 0.937(4) 0.734(3) 1.154(2) 0.057(11) Uiso 1 1 d . . .
C19 C 0.8085(4) 0.7719(3) 1.2308(2) 0.0567(8) Uani 1 1 d . . .
H19 H 0.820(3) 0.842(2) 1.2288(19) 0.043(8) Uiso 1 1 d . . .
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 C14 1.911(3) . ?
Br2 C11 1.903(3) . ?
O1 C1 1.345(4) . ?
O1 C2 1.441(5) . ?
O2 C1 1.177(4) . ?
O3 C4 1.206(4) . ?
N2 C7 1.286(4) . ?
N2 N3 1.384(3) . ?
N3 C17 1.385(4) . ?
N3 C6 1.451(4) . ?
CM C5 1.531(4) . ?
N1 C4 1.382(4) . ?
N1 C1 1.388(4) . ?
N1 C3 1.458(4) . ?
C2 C3 1.487(6) . ?
C4 C6 1.526(4) . ?
C5 C7 1.517(4) . ?
C5 C6 1.531(4) . ?
C7 C8 1.461(4) . ?
C8 C13 1.385(4) . ?
C8 C9 1.389(5) . ?
C9 C10 1.368(5) . ?
C10 C11 1.370(5) . ?
C11 C12 1.370(5) . ?
C12 C13 1.374(5) . ?
C14 C15 1.370(5) . ?
C14 C19 1.374(5) . ?
C15 C16 1.378(5) . ?
C16 C17 1.394(4) . ?
C17 C18 1.387(5) . ?
C18 C19 1.387(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659928
