#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/06/4020656.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_4020656
loop_
_publ_author_name
'Jignesh Patel'
'Nadia Pelloux-Léon'
'Frédéric Minassian'
'Yannick Vallée'
_publ_section_title
;
 Syntheses of S-Enantiomers of Hanishin, Longamide B,
 and Longamide B Methyl Ester from L-Aspartic Acid β-Methyl Ester:
 Establishment of Absolute Stereochemistry
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9081
_journal_page_last               9084
_journal_paper_doi               10.1021/jo051555l
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C10 H10 Br2 N2 O3 '
_chemical_formula_sum            'C10 H10 Br2 N2 O3'
_chemical_formula_weight         366.01
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.497(2)
_cell_length_b                   9.9352(6)
_cell_length_c                   23.478(4)
_cell_measurement_temperature    293.0
_cell_volume                     1282.2(4)
_diffrn_ambient_temperature      293.0
_exptl_crystal_density_diffrn    1.896
_cod_depositor_comments
;
The following automatic conversions were performed:
data name '_geom_bond_atom_site_label_D' replaced with
'_geom_hbond_atom_site_label_D' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_bond_atom_site_label_H' replaced with
'_geom_hbond_atom_site_label_H' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_bond_atom_site_label_A' replaced with
'_geom_hbond_atom_site_label_A' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_bond_distance_DH' replaced with '_geom_hbond_distance_DH'
as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_distance_HA' replaced with
'_geom_hbond_distance_HA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_distance_DA' replaced with
'_geom_hbond_distance_DA' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_angle_DHA' replaced with '_geom_hbond_angle_DHA' as
specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

data
name '_geom_contact_site_symmetry_A' replaced with
'_geom_hbond_site_symmetry_A' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 5005 2017-03-03 11:38:54Z antanas 
;
_cod_original_formula_sum        'C10 H10 Br2 N2 O3 '
_cod_database_code               4020656
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
'1/2-x,  -y,1/2+z'
'1/2+x,1/2-y,  -z'
'  -x,1/2+y,1/2-z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_refinement_flags
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
Br(2a) -0.5048(1) 0.09028(5) -0.75934(2) 0.0597(1) 1.000 . Uani d ?
Br(3a) -0.9699(1) -0.14115(6) -0.80646(2) 0.0669(1) 1.000 . Uani d ?
O(6a) -0.9094(5) -0.2820(3) -0.5618(1) 0.0480(8) 1.000 . Uani d ?
O(11a) -0.2303(7) 0.2277(4) -0.5583(2) 0.077(1) 1.000 . Uani d ?
O(12) -0.5288(8) 0.3689(3) -0.5809(2) 0.069(1) 1.000 . Uani d ?
N(1) -0.6167(6) -0.0589(3) -0.6604(1) 0.0339(7) 1.000 . Uani d ?
N(7) -0.5805(6) -0.1464(3) -0.5498(1) 0.0415(8) 1.000 . Uani d ?
C(2) -0.6698(8) -0.0373(4) -0.7171(2) 0.0399(9) 1.000 . Uani d ?
C(3) -0.8467(7) -0.1249(4) -0.7322(2) 0.0387(8) 1.000 . Uani d ?
C(4) -0.9141(7) -0.2020(4) -0.6853(2) 0.0404(9) 1.000 . Uani d ?
C(5) -0.7682(7) -0.1610(3) -0.6408(2) 0.0330(8) 1.000 . Uani d ?
C(6) -0.7578(7) -0.2032(4) -0.5809(2) 0.0375(8) 1.000 . Uani d ?
C(8) -0.3765(8) -0.0743(4) -0.5758(2) 0.045(1) 1.000 . Uani d ?
C(9) -0.4596(7) 0.0192(4) -0.6224(2) 0.0407(9) 1.000 . Uani d ?
C(10) -0.5938(8) 0.1458(4) -0.6029(2) 0.044(1) 1.000 . Uani d ?
C(11) -0.4287(9) 0.2492(4) -0.5766(2) 0.049(1) 1.000 . Uani d ?
C(13) -0.387(1) 0.4804(6) -0.5580(3) 0.097(2) 1.000 . Uani d ?
H(1) -1.0365 -0.2694 -0.6842 0.049 1.000 . Uiso c ?
H(2) -0.5606 -0.1773 -0.5166 0.083 1.000 . Uiso c ?
H(3) -0.2962 -0.0231 -0.5473 0.054 1.000 . Uiso c ?
H(4) -0.2663 -0.1379 -0.5915 0.054 1.000 . Uiso c ?
H(5) -0.3205 0.0465 -0.6434 0.049 1.000 . Uiso c ?
H(6) -0.7127 0.1206 -0.5755 0.053 1.000 . Uiso c ?
H(7) -0.6718 0.1849 -0.6350 0.053 1.000 . Uiso c ?
H(8) -0.3595 0.4665 -0.5185 0.116 1.000 . Uiso c ?
H(9) -0.4729 0.5622 -0.5634 0.116 1.000 . Uiso c ?
H(10) -0.2348 0.4851 -0.5773 0.116 1.000 . Uiso c ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br(2a) C(2) 1.847(5) . . yes
Br(3a) C(3) 1.878(5) . . yes
O(6a) C(6) 1.227(6) . . yes
O(11a) C(11) 1.192(7) . . yes
O(12) C(11) 1.314(6) . . yes
O(12) C(13) 1.458(8) . . yes
N(1) C(2) 1.381(6) . . yes
N(1) C(5) 1.391(5) . . yes
N(1) C(9) 1.464(6) . . yes
N(7) C(6) 1.341(6) . . yes
N(7) C(8) 1.464(7) . . yes
N(7) H(2) 0.84 . . no
C(2) C(3) 1.351(7) . . yes
C(3) C(4) 1.391(7) . . yes
C(4) C(5) 1.378(7) . . yes
C(4) H(1) 0.95 . . no
C(5) C(6) 1.470(6) . . yes
C(8) C(9) 1.505(7) . . yes
C(8) H(3) 0.95 . . no
C(8) H(4) 0.95 . . no
C(9) C(10) 1.528(7) . . yes
C(9) H(5) 0.95 . . no
C(10) C(11) 1.504(7) . . yes
C(10) H(6) 0.95 . . no
C(10) H(7) 0.95 . . no
C(13) H(8) 0.95 . . no
C(13) H(9) 0.95 . . no
C(13) H(10) 0.95 . . no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N(7) H(2) O(6a) 0.84 2.06 2.875(5) 161.5 3_544
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 8841903
