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#$Date: 2025-08-23 02:36:08 +0300 (Sat, 23 Aug 2025) $
#$Revision: 301880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/02/8100276.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_8100276
loop_
_publ_author_name
'Frey, Wolfgang'
'Bierer, Lars'
'Jäger, Volker'
_publ_section_title
;
Crystal structure of (3S,4R,5R)-5-bromomethyl-3,4-isopropylidenedioxy-
3,4-dihydro-5H-pyrrole-1-oxide, C₈H₁₂BrNO₃
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              107
_journal_page_last               108
_journal_volume                  218
_journal_year                    2003
_chemical_formula_structural     'C8 H12 BrNO3'
_chemical_formula_sum            'C8 H12 Br N O3'
_chemical_formula_weight         250.10
_chemical_temperature_decomposition 405.5(15)
_space_group_IT_number           1
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 1'
_cell_angle_alpha                106.535(8)
_cell_angle_beta                 95.896(11)
_cell_angle_gamma                104.285(11)
_cell_formula_units_Z            2
_cell_length_a                   5.7279(9)
_cell_length_b                   7.5393(8)
_cell_length_c                   12.5716(13)
_cell_measurement_temperature    293(2)
_cell_volume                     495.54(11)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.676
_refine_ls_R_factor_obs          0.0379
_refine_ls_wR_factor_obs         0.0882
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' tag was changed to
'_chemical_temperature_decomposition' since the value had been given
as '404-407 K (dec.)'. The value was changed to '405.5(15)' - the
average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_formula_sum        'C8 H12 Br1 N1 O3'
_cod_database_code               8100276
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Br1 Br 0.73851(7) 0.10549(5) 0.35852(4) 0.0447(2) Uani 1 d . .
N1A N 0.1129(9) -0.1880(6) 0.4529(4) 0.0320(10) Uani 1 d . .
O1A O 0.1608(9) -0.1218(6) 0.5617(4) 0.0471(10) Uani 1 d . .
C1A C 0.2703(9) -0.0834(6) 0.3888(4) 0.0282(9) Uani 1 d . .
H1A H 0.2278(9) 0.0358(6) 0.3916(4) 0.034 Uiso 1 calc R .
O2A O -0.0579(9) -0.5465(7) 0.2013(5) 0.0598(15) Uani 1 d . .
C2A C 0.1875(9) -0.2250(7) 0.2681(4) 0.0330(10) Uani 1 d . .
H2A H 0.1779(9) -0.1588(7) 0.2118(4) 0.040 Uiso 1 calc R .
O3A O 0.3359(7) -0.3491(5) 0.2458(4) 0.0422(9) Uani 1 d . .
C3A C -0.0609(9) -0.3602(8) 0.2671(5) 0.0380(11) Uani 1 d . .
H3A H -0.1960(9) -0.3226(8) 0.2342(5) 0.046 Uiso 1 calc R .
C4A C -0.0605(9) -0.3358(7) 0.3879(5) 0.0364(11) Uani 1 d . .
H4A H -0.1725(9) -0.4176(7) 0.4142(5) 0.044 Uiso 1 calc R .
C5A C 0.5361(9) -0.0335(8) 0.4411(5) 0.0363(11) Uani 1 d . .
H5A1 H 0.5798(9) -0.1508(8) 0.4387(5) 0.044 Uiso 1 calc R .
H5A2 H 0.5641(9) 0.0461(8) 0.5195(5) 0.044 Uiso 1 calc R .
C6A C 0.1835(10) -0.5420(7) 0.1844(4) 0.0356(10) Uani 1 d . .
C7A C 0.2749(15) -0.6778(10) 0.2335(6) 0.059(2) Uani 1 d . .
H7A1 H 0.4387(15) -0.6725(10) 0.2211(6) 0.088 Uiso 1 calc R .
H7A2 H 0.1696(15) -0.8072(10) 0.1977(6) 0.088 Uiso 1 calc R .
H7A3 H 0.2746(15) -0.6405(10) 0.3132(6) 0.088 Uiso 1 calc R .
C8A C 0.1893(15) -0.5878(10) 0.0592(6) 0.055(2) Uani 1 d . .
H8A1 H 0.3529(15) -0.5849(10) 0.0473(6) 0.082 Uiso 1 calc R .
H8A2 H 0.1389(15) -0.4934(10) 0.0323(6) 0.082 Uiso 1 calc R .
H8A3 H 0.0798(15) -0.7140(10) 0.0188(6) 0.082 Uiso 1 calc R .
Br2 Br 0.9304(2) 0.29744(10) 0.73625(7) 0.0879(4) Uani 1 d . .
N1B N 1.4938(11) 0.5923(8) 0.6104(4) 0.0455(12) Uani 1 d . .
O1B O 1.5161(12) 0.4606(8) 0.5236(4) 0.071(2) Uani 1 d . .
C1B C 1.2678(11) 0.5490(7) 0.6601(4) 0.0390(11) Uani 1 d . .
H1B H 1.1261(11) 0.5479(7) 0.6088(4) 0.047 Uiso 1 calc R .
O2B O 1.7194(10) 0.9282(7) 0.8590(4) 0.0594(14) Uani 1 d . .
C2B C 1.3230(10) 0.7219(7) 0.7671(4) 0.0348(10) Uani 1 d . .
H2B H 1.1831(10) 0.7741(7) 0.7766(4) 0.042 Uiso 1 calc R .
O3B O 1.4090(9) 0.6786(5) 0.8638(3) 0.0461(10) Uani 1 d . .
C3B C 1.5500(11) 0.8716(7) 0.7558(5) 0.0417(12) Uani 1 d . .
H3B H 1.5082(11) 0.9821(7) 0.7414(5) 0.050 Uiso 1 calc R .
C4B C 1.6420(12) 0.7615(8) 0.6611(5) 0.0442(13) Uani 1 d . .
H4B H 1.7902(12) 0.8090(8) 0.6404(5) 0.053 Uiso 1 calc R .
C5B C 1.2270(15) 0.3549(8) 0.6764(6) 0.057(2) Uani 1 d . .
H5B1 H 1.3651(15) 0.3558(8) 0.7284(6) 0.068 Uiso 1 calc R .
H5B2 H 1.2125(15) 0.2566(8) 0.6048(6) 0.068 Uiso 1 calc R .
C6B C 1.6050(11) 0.8395(8) 0.9333(4) 0.0399(12) Uani 1 d . .
C7B C 1.5126(20) 0.9794(14) 1.0146(9) 0.100(4) Uani 1 d . .
H7B1 H 1.4354(20) 0.9189(14) 1.0647(9) 0.150 Uiso 1 calc R .
H7B2 H 1.3956(20) 1.0198(14) 0.9740(9) 0.150 Uiso 1 calc R .
H7B3 H 1.6472(20) 1.0899(14) 1.0577(9) 0.150 Uiso 1 calc R .
C8B C 1.7862(18) 0.7725(13) 0.9916(8) 0.087(3) Uani 1 d . .
H8B1 H 1.7121(18) 0.7119(13) 1.0424(8) 0.131 Uiso 1 calc R .
H8B2 H 1.9243(18) 0.8809(13) 1.0335(8) 0.131 Uiso 1 calc R .
H8B3 H 1.8399(18) 0.6811(13) 0.9368(8) 0.131 Uiso 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
Br1 C5A 1.946(5) . ?
N1A O1A 1.289(6) . ?
N1A C4A 1.290(7) . ?
N1A C1A 1.498(6) . ?
C1A C5A 1.505(7) . ?
C1A C2A 1.532(7) . ?
C1A H1A 0.98 . ?
O2A C6A 1.414(7) . ?
O2A C3A 1.418(7) . ?
C2A O3A 1.403(6) . ?
C2A C3A 1.529(7) . ?
C2A H2A 0.98 . ?
O3A C6A 1.438(6) . ?
C3A C4A 1.476(8) . ?
C3A H3A 0.98 . ?
C4A H4A 0.93 . ?
C5A H5A1 0.97 . ?
C5A H5A2 0.97 . ?
C6A C7A 1.504(8) . ?
C6A C8A 1.518(8) . ?
C7A H7A1 0.96 . ?
C7A H7A2 0.96 . ?
C7A H7A3 0.96 . ?
C8A H8A1 0.96 . ?
C8A H8A2 0.96 . ?
C8A H8A3 0.96 . ?
Br2 C5B 1.930(8) . ?
N1B C4B 1.283(8) . ?
N1B O1B 1.291(7) . ?
N1B C1B 1.499(8) . ?
C1B C5B 1.500(8) . ?
C1B C2B 1.522(7) . ?
C1B H1B 0.98 . ?
O2B C6B 1.419(7) . ?
O2B C3B 1.425(8) . ?
C2B O3B 1.418(6) . ?
C2B C3B 1.546(7) . ?
C2B H2B 0.98 . ?
O3B C6B 1.421(6) . ?
C3B C4B 1.472(8) . ?
C3B H3B 0.98 . ?
C4B H4B 0.93 . ?
C5B H5B1 0.97 . ?
C5B H5B2 0.97 . ?
C6B C8B 1.477(11) . ?
C6B C7B 1.487(11) . ?
C7B H7B1 0.96 . ?
C7B H7B2 0.96 . ?
C7B H7B3 0.96 . ?
C8B H8B1 0.96 . ?
C8B H8B2 0.96 . ?
C8B H8B3 0.96 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139206050
