#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/02/4020282.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_4020282
loop_
_publ_author_name
'Russell J. Pearson'
'Kathryn M. Evans'
'Alexandra M. Z. Slawin'
'Douglas Philp'
'Nicholas J. Westwood'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5055
_journal_page_last               5061
_journal_paper_doi               10.1021/jo0503106
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         '2[C10 H8 Br2 N2 O2].C H Cl3.[C4 H10 O]0.50'
_chemical_formula_sum            'C23 H22 Br4 Cl3 N4 O4.5'
_chemical_formula_weight         852.44
_space_group_IT_number           80
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'I 4bw'
_symmetry_space_group_name_H-M   'I 41'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   20.153(3)
_cell_length_b                   20.153(3)
_cell_length_c                   14.202(2)
_cell_measurement_temperature    93(2)
_cell_volume                     5767.8(14)
_diffrn_ambient_temperature      93(2)
_exptl_crystal_density_diffrn    1.963
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
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_original_formula_sum        'C23 H22 Br4 Cl3 N4 O4.50'
_cod_database_code               4020282
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-y, x+1/2, z+1/4'
'y+1/2, -x, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1, z+1'
'-y+1/2, x+1, z+3/4'
'y+1, -x+1/2, z+5/4'
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
C1A C 1.2001(3) 0.2370(3) 0.9882(5) 0.0165(15) Uani 1 1 d . . .
N1 N 1.1569(3) 0.1849(3) 0.9919(4) 0.0140(12) Uani 1 1 d . . .
O1 O 1.0932(2) 0.1947(2) 1.0019(4) 0.0249(11) Uani 1 1 d . . .
C2 C 1.1823(3) 0.1218(3) 0.9883(5) 0.0169(14) Uani 1 1 d . . .
C3 C 1.2491(3) 0.1112(3) 0.9732(5) 0.0155(14) Uani 1 1 d . . .
N4 N 1.2915(3) 0.1619(3) 0.9677(4) 0.0160(12) Uani 1 1 d . . .
O4 O 1.3554(2) 0.1531(2) 0.9532(4) 0.0210(11) Uani 1 1 d . . .
C4A C 1.2681(4) 0.2281(3) 0.9791(5) 0.0178(15) Uani 1 1 d . . .
C5 C 1.3128(4) 0.2803(3) 0.9797(5) 0.0207(15) Uani 1 1 d . . .
H5A H 1.3591 0.2729 0.9727 0.025 Uiso 1 1 calc R . .
C6 C 1.2879(4) 0.3431(4) 0.9910(5) 0.0290(18) Uani 1 1 d . . .
H6A H 1.3175 0.3798 0.9911 0.035 Uiso 1 1 calc R . .
C7 C 1.2198(4) 0.3544(4) 1.0021(6) 0.0271(17) Uani 1 1 d . . .
H7A H 1.2041 0.3982 1.0124 0.033 Uiso 1 1 calc R . .
C8 C 1.1754(4) 0.3028(3) 0.9984(5) 0.0228(16) Uani 1 1 d . . .
H8A H 1.1290 0.3109 1.0026 0.027 Uiso 1 1 calc R . .
C9 C 1.1327(4) 0.0676(4) 1.0004(6) 0.0246(16) Uani 1 1 d . . .
H9A H 1.0990 0.0809 1.0475 0.030 Uiso 1 1 calc R . .
H9B H 1.1550 0.0269 1.0233 0.030 Uiso 1 1 calc R . .
Br9 Br 1.08940(3) 0.04961(3) 0.87900(4) 0.02260(17) Uani 1 1 d . . .
C10 C 1.2774(3) 0.0428(3) 0.9640(5) 0.0226(16) Uani 1 1 d . . .
H10A H 1.3114 0.0423 0.9136 0.027 Uiso 1 1 calc R . .
H10B H 1.2418 0.0113 0.9463 0.027 Uiso 1 1 calc R . .
Br10 Br 1.31751(4) 0.01531(4) 1.08296(6) 0.0359(2) Uani 1 1 d . . .
C11A C 0.7596(3) 0.2053(3) 0.9529(4) 0.0146(14) Uani 1 1 d . . .
N11 N 0.8138(3) 0.1600(3) 0.9493(5) 0.0222(14) Uani 1 1 d . . .
O11 O 0.8013(2) 0.0980(2) 0.9396(4) 0.0238(11) Uani 1 1 d . . .
C12 C 0.8755(3) 0.1829(3) 0.9538(5) 0.0185(15) Uani 1 1 d . . .
C13 C 0.8883(3) 0.2509(3) 0.9709(5) 0.0160(14) Uani 1 1 d . . .
N14 N 0.8377(3) 0.2954(3) 0.9768(4) 0.0173(12) Uani 1 1 d . . .
O14 O 0.8494(2) 0.3570(2) 0.9902(4) 0.0232(11) Uani 1 1 d . . .
C14A C 0.7738(3) 0.2735(3) 0.9653(5) 0.0182(15) Uani 1 1 d . . .
C15 C 0.7203(4) 0.3188(4) 0.9648(5) 0.0256(17) Uani 1 1 d . . .
H15A H 0.7282 0.3648 0.9737 0.031 Uiso 1 1 calc R . .
C16 C 0.6566(4) 0.2955(4) 0.9512(6) 0.0306(19) Uani 1 1 d . . .
H16A H 0.6208 0.3261 0.9478 0.037 Uiso 1 1 calc R . .
C17 C 0.6441(4) 0.2276(4) 0.9425(6) 0.0306(18) Uani 1 1 d . . .
H17A H 0.5998 0.2124 0.9357 0.037 Uiso 1 1 calc R . .
C18 C 0.6945(4) 0.1833(4) 0.9435(5) 0.0255(17) Uani 1 1 d . . .
H18A H 0.6854 0.1372 0.9379 0.031 Uiso 1 1 calc R . .
C19 C 0.9307(3) 0.1350(3) 0.9400(6) 0.0197(15) Uani 1 1 d . . .
H19A H 0.9703 0.1584 0.9157 0.024 Uiso 1 1 calc R . .
H19B H 0.9175 0.1009 0.8935 0.024 Uiso 1 1 calc R . .
Br19 Br 0.95169(3) 0.09255(3) 1.06113(5) 0.02485(18) Uani 1 1 d . . .
C20 C 0.9554(3) 0.2787(3) 0.9869(5) 0.0189(15) Uani 1 1 d . . .
H20A H 0.9854 0.2438 1.0115 0.023 Uiso 1 1 calc R . .
H20B H 0.9532 0.3151 1.0336 0.023 Uiso 1 1 calc R . .
Br20 Br 0.98909(4) 0.31255(4) 0.86607(6) 0.0380(2) Uani 1 1 d . . .
C21 C 1.4693(4) 0.1318(4) 1.0844(6) 0.040(2) Uani 1 1 d . . .
H21A H 1.4204 0.1307 1.0726 0.049 Uiso 1 1 calc R . .
Cl1 Cl 1.50880(13) 0.09829(14) 0.98396(17) 0.0666(7) Uani 1 1 d . . .
Cl5 Cl 1.48437(11) 0.08558(10) 1.18436(14) 0.0456(5) Uani 1 1 d . . .
Cl6 Cl 1.49259(11) 0.21539(10) 1.09716(15) 0.0487(5) Uani 1 1 d . . .
O22 O 1.0000 0.5000 0.8571(6) 0.049(2) Uani 1 2 d S . .
C23 C 1.0577(5) 0.5056(5) 0.9098(6) 0.059(3) Uani 1 1 d . . .
H23A H 1.0629 0.4652 0.9487 0.071 Uiso 1 1 calc R . .
H23B H 1.0534 0.5439 0.9530 0.071 Uiso 1 1 calc R . .
C24 C 1.1166(5) 0.5142(6) 0.8526(9) 0.071(3) Uani 1 1 d . . .
H24A H 1.1556 0.5174 0.8935 0.107 Uiso 1 1 calc R . .
H24B H 1.1124 0.5550 0.8154 0.107 Uiso 1 1 calc R . .
H24C H 1.1215 0.4762 0.8103 0.107 Uiso 1 1 calc 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
C1A N1 1.364(9) . ?
C1A C4A 1.388(10) . ?
C1A C8 1.426(10) . ?
N1 O1 1.307(7) . ?
N1 C2 1.372(8) . ?
C2 C3 1.380(9) . ?
C2 C9 1.491(10) . ?
C3 N4 1.336(8) . ?
C3 C10 1.496(9) . ?
N4 O4 1.315(7) . ?
N4 C4A 1.424(8) . ?
C4A C5 1.385(10) . ?
C5 C6 1.370(10) . ?
C5 H5A 0.9500 . ?
C6 C7 1.401(11) . ?
C6 H6A 0.9500 . ?
C7 C8 1.371(10) . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9500 . ?
C9 Br9 1.965(8) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 Br10 1.954(7) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11A C18 1.391(9) . ?
C11A C14A 1.415(9) . ?
C11A N11 1.425(9) . ?
N11 O11 1.281(7) . ?
N11 C12 1.329(9) . ?
C12 C13 1.416(9) . ?
C12 C19 1.485(9) . ?
C13 N14 1.360(8) . ?
C13 C20 1.480(9) . ?
N14 O14 1.277(7) . ?
N14 C14A 1.372(8) . ?
C14A C15 1.412(10) . ?
C15 C16 1.381(10) . ?
C15 H15A 0.9500 . ?
C16 C17 1.397(11) . ?
C16 H16A 0.9500 . ?
C17 C18 1.351(11) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 Br19 1.967(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 Br20 1.968(7) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 Cl5 1.724(9) . ?
C21 Cl6 1.759(8) . ?
C21 Cl1 1.767(8) . ?
C21 H21A 1.0000 . ?
O22 C23 1.387(9) . ?
O22 C23 1.387(9) 6_654 ?
C23 C24 1.449(15) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
