#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/03/4020307.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_4020307
loop_
_publ_author_name
'Daniele Casarini'
'Carmine Coluccini'
'Lodovico Lunazzi'
'Andrea Mazzanti'
_publ_section_title
;
Stereolabile and Configurationally Stable Atropisomers
of Hindered Aryl Carbinols.
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5098
_journal_page_last               5102
_journal_paper_doi               10.1021/jo050382x
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C12 H18 O'
_chemical_formula_weight         178.26
_chemical_melting_point          65
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            16
_cell_length_a                   23.3036(9)
_cell_length_b                   23.3036(9)
_cell_length_c                   8.5915(6)
_cell_measurement_temperature    273(2)
_cell_volume                     4665.7(4)
_diffrn_ambient_temperature      273(2)
_exptl_crystal_density_diffrn    1.015
_cod_original_sg_symbol_H-M      'I 41/a'
_cod_database_code               4020307
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'
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
O1 O 0.52661(4) 0.67190(4) 0.10447(11) 0.0717(3) Uani 1 1 d . . .
H1 H 0.5469(7) 0.7030(7) 0.1269(17) 0.086 Uiso 1 1 d . . .
C1 C 0.61553(5) 0.62545(5) 0.03469(14) 0.0583(3) Uani 1 1 d . . .
C2 C 0.62517(5) 0.59510(5) 0.17385(14) 0.0628(3) Uani 1 1 d . . .
C3 C 0.68141(7) 0.58188(7) 0.21361(19) 0.0850(4) Uani 1 1 d . . .
H3 H 0.6882 0.5615 0.3048 0.102 Uiso 1 1 calc R . .
C4 C 0.72729(7) 0.59789(9) 0.1231(2) 0.1016(6) Uani 1 1 d . . .
H4 H 0.7645 0.5888 0.1534 0.122 Uiso 1 1 calc R . .
C5 C 0.71776(7) 0.62709(8) -0.0106(2) 0.0966(5) Uani 1 1 d . . .
H5 H 0.7485 0.6380 -0.0730 0.116 Uiso 1 1 calc R . .
C6 C 0.66302(6) 0.64059(6) -0.05414(17) 0.0742(4) Uani 1 1 d . . .
H6 H 0.6573 0.6606 -0.1465 0.089 Uiso 1 1 calc R . .
C7 C 0.55558(5) 0.64226(5) -0.02053(14) 0.0638(4) Uani 1 1 d . . .
C8 C 0.57807(7) 0.57563(6) 0.28523(16) 0.0739(4) Uani 1 1 d . . .
H8 H 0.5411 0.5876 0.2415 0.089 Uiso 1 1 calc R . .
C9 C 0.57719(9) 0.51006(7) 0.3018(2) 0.1041(6) Uani 1 1 d . . .
H9A H 0.5743 0.4928 0.2006 0.156 Uiso 1 1 calc R . .
H9B H 0.5448 0.4988 0.3638 0.156 Uiso 1 1 calc R . .
H9C H 0.6119 0.4975 0.3513 0.156 Uiso 1 1 calc R . .
C10 C 0.58452(9) 0.60401(7) 0.44415(18) 0.0977(5) Uani 1 1 d . . .
H10A H 0.6206 0.5931 0.4893 0.147 Uiso 1 1 calc R . .
H10B H 0.5538 0.5918 0.5109 0.147 Uiso 1 1 calc R . .
H10C H 0.5832 0.6450 0.4323 0.147 Uiso 1 1 calc R . .
C11 C 0.51911(6) 0.59010(6) -0.0609(2) 0.0836(4) Uani 1 1 d . . .
H11A H 0.5192 0.5638 0.0251 0.125 Uiso 1 1 calc R . .
H11B H 0.5347 0.5715 -0.1512 0.125 Uiso 1 1 calc R . .
H11C H 0.4805 0.6021 -0.0821 0.125 Uiso 1 1 calc R . .
C12 C 0.55517(8) 0.68260(7) -0.15993(17) 0.0887(5) Uani 1 1 d . . .
H12A H 0.5165 0.6941 -0.1819 0.133 Uiso 1 1 calc R . .
H12B H 0.5709 0.6632 -0.2489 0.133 Uiso 1 1 calc R . .
H12C H 0.5779 0.7159 -0.1369 0.133 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
O1 C7 1.4445(14) . ?
C1 C6 1.3900(18) . ?
C1 C2 1.4072(18) . ?
C1 C7 1.5264(18) . ?
C2 C3 1.389(2) . ?
C2 C8 1.5253(18) . ?
C3 C4 1.373(2) . ?
C4 C5 1.354(3) . ?
C5 C6 1.366(2) . ?
C7 C12 1.523(2) . ?
C7 C11 1.5232(18) . ?
C8 C10 1.525(2) . ?
C8 C9 1.535(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10133225
