#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/13/4021327.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_4021327
loop_
_publ_author_name
'Jason W. J. Kennedy'
'Dennis G. Hall'
_publ_section_title
;
 Lewis Acid Catalyzed Allylboration: Discovery, Optimization, and
 Application to the Formation of Stereogenic Quaternary Carbon Centers
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4412
_journal_page_last               4428
_journal_paper_doi               10.1021/jo049773m
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C13 H13 Br O2'
_chemical_formula_weight         281.14
_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                   10.0541(8)
_cell_length_b                   11.0212(9)
_cell_length_c                   11.2992(9)
_cell_measurement_temperature    193(2)
_cell_volume                     1252.04(17)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.491
_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               4021327
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
Br Br -0.14011(3) 0.89797(3) -0.00346(3) 0.05769(13) Uani 1 1 d . . .
O1 O 0.00538(19) 0.78646(19) 0.57615(16) 0.0398(5) Uani 1 1 d . . .
O2 O -0.12167(18) 0.8743(2) 0.71389(18) 0.0461(5) Uani 1 1 d . . .
C1 C -0.0281(3) 0.8801(3) 0.6461(2) 0.0335(6) Uani 1 1 d . . .
C2 C 0.0625(3) 0.9832(3) 0.6248(2) 0.0316(6) Uani 1 1 d . . .
C3 C 0.1733(3) 0.9372(3) 0.5474(2) 0.0332(6) Uani 1 1 d . . .
C4 C 0.1071(2) 0.8234(2) 0.4911(3) 0.0346(6) Uani 1 1 d . . .
H4 H 0.1751 0.7575 0.4853 0.042 Uiso 1 1 calc R . .
C5 C 0.0435(3) 1.0917(3) 0.6718(3) 0.0497(8) Uani 1 1 d . . .
H5A H -0.0310 1.1058 0.7216 0.060 Uiso 1 1 calc R . .
H5B H 0.1044 1.1555 0.6557 0.060 Uiso 1 1 calc R . .
C6 C 0.2893(3) 0.8953(4) 0.6263(2) 0.0454(7) Uani 1 1 d . . .
H6A H 0.2564 0.8376 0.6855 0.054 Uiso 1 1 calc R . .
H6B H 0.3283 0.9657 0.6665 0.054 Uiso 1 1 calc R . .
H6C H 0.3572 0.8560 0.5774 0.054 Uiso 1 1 calc R . .
C7 C 0.2237(3) 1.0294(3) 0.4579(2) 0.0429(8) Uani 1 1 d . . .
H7A H 0.2645 1.0979 0.4998 0.051 Uiso 1 1 calc R . .
H7B H 0.1491 1.0588 0.4100 0.051 Uiso 1 1 calc R . .
H7C H 0.2899 0.9912 0.4064 0.051 Uiso 1 1 calc R . .
C11 C 0.0426(2) 0.8394(3) 0.3717(2) 0.0310(6) Uani 1 1 d . . .
C12 C -0.0660(3) 0.9156(3) 0.3564(2) 0.0371(7) Uani 1 1 d . . .
H12 H -0.1019 0.9573 0.4227 0.044 Uiso 1 1 calc R . .
C13 C -0.1231(3) 0.9317(3) 0.2454(2) 0.0391(7) Uani 1 1 d . . .
H13 H -0.1973 0.9841 0.2354 0.047 Uiso 1 1 calc R . .
C14 C -0.0702(3) 0.8707(2) 0.1510(2) 0.0345(6) Uani 1 1 d . . .
C15 C 0.0361(2) 0.7931(3) 0.1635(3) 0.0359(6) Uani 1 1 d . . .
H15 H 0.0701 0.7502 0.0972 0.043 Uiso 1 1 calc R . .
C16 C 0.0923(3) 0.7789(3) 0.2737(3) 0.0342(6) Uani 1 1 d . . .
H16 H 0.1667 0.7265 0.2827 0.041 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
Br C14 1.906(3) . ?
O1 C1 1.343(3) . ?
O1 C4 1.461(3) . ?
O2 C1 1.214(3) . ?
C1 C2 1.476(4) . ?
C2 C5 1.322(4) . ?
C2 C3 1.504(4) . ?
C3 C7 1.521(4) . ?
C3 C6 1.540(4) . ?
C3 C4 1.556(4) . ?
C4 C11 1.507(4) . ?
C11 C16 1.386(4) . ?
C11 C12 1.389(4) . ?
C12 C13 1.390(4) . ?
C13 C14 1.368(4) . ?
C14 C15 1.376(4) . ?
C15 C16 1.376(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21176712
