#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020759.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_4020759
loop_
_publ_author_name
'Scott E. Denmark'
'Shinji Fujimori'
'Son M. Pham'
_publ_section_title
;
 Lewis Base Catalyzed Aldol Additions of Chiral
 Trichlorosilyl Enolates and Silyl Enol Ethers
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10823
_journal_page_last               10840
_journal_paper_doi               10.1021/jo051930+
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C12 H16 O3'
_chemical_formula_weight         208.25
_chemical_melting_point          58
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 110.988(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.931(2)
_cell_length_b                   5.4806(12)
_cell_length_c                   11.847(3)
_cell_measurement_temperature    193(2)
_cell_volume                     541.4(2)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.277
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4020759
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
O1 O 0.8763(5) 0.6348(10) 0.6533(4) 0.0631(12) Uani 1 1 d . . .
H1 H 0.8190 0.7367 0.6722 0.095 Uiso 1 1 calc R . .
O2 O 0.5160(4) 0.6340(6) 0.6330(3) 0.0366(8) Uani 1 1 d . . .
O3 O 0.1998(3) 0.3879(6) 0.6278(2) 0.0316(7) Uani 1 1 d . . .
H3 H 0.1728 0.5255 0.5957 0.047 Uiso 1 1 calc R . .
C1 C 0.8665(3) 0.2704(7) 0.5346(3) 0.0184(7) Uani 1 1 d . . .
H1A H 0.8425 0.2948 0.4480 0.028 Uiso 1 1 calc R . .
H1B H 0.8413 0.1019 0.5490 0.028 Uiso 1 1 calc R . .
H1C H 0.9805 0.3021 0.5790 0.028 Uiso 1 1 calc R . .
C2 C 0.7709(4) 0.4362(8) 0.5758(3) 0.0288(9) Uani 1 1 d . . .
H2 H 0.6886 0.5136 0.5037 0.035 Uiso 1 1 calc R . .
C3 C 0.6854(4) 0.2888(8) 0.6431(3) 0.0301(8) Uani 1 1 d . . .
H3A H 0.6379 0.1421 0.5949 0.036 Uiso 1 1 calc R . .
H3B H 0.7654 0.2329 0.7208 0.036 Uiso 1 1 calc R . .
C4 C 0.5543(4) 0.4273(8) 0.6688(3) 0.0281(9) Uani 1 1 d . . .
C5 C 0.4758(4) 0.2944(9) 0.7455(3) 0.0314(9) Uani 1 1 d . . .
H5A H 0.5527 0.2855 0.8298 0.038 Uiso 1 1 calc R . .
H5B H 0.4507 0.1254 0.7151 0.038 Uiso 1 1 calc R . .
C6 C 0.3225(4) 0.4172(7) 0.7448(3) 0.0280(8) Uani 1 1 d . . .
H6 H 0.3431 0.5950 0.7625 0.034 Uiso 1 1 calc R . .
C7 C 0.2664(4) 0.3031(8) 0.8395(3) 0.0282(8) Uani 1 1 d . . .
C8 C 0.1742(5) 0.0945(9) 0.8160(3) 0.0358(9) Uani 1 1 d . . .
H8 H 0.1441 0.0198 0.7387 0.043 Uiso 1 1 calc R . .
C9 C 0.1249(6) -0.0077(10) 0.9038(4) 0.0411(11) Uani 1 1 d . . .
H9 H 0.0577 -0.1476 0.8853 0.049 Uiso 1 1 calc R . .
C10 C 0.1733(5) 0.0938(9) 1.0185(4) 0.0362(9) Uani 1 1 d . . .
H10 H 0.1397 0.0234 1.0787 0.043 Uiso 1 1 calc R . .
C11 C 0.2694(6) 0.2947(11) 1.0445(4) 0.0457(12) Uani 1 1 d . . .
H11 H 0.3036 0.3631 1.1234 0.055 Uiso 1 1 calc R . .
C12 C 0.3182(6) 0.4018(8) 0.9552(4) 0.0380(10) Uani 1 1 d . . .
H12 H 0.3861 0.5409 0.9740 0.046 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 C2 1.515(6) . ?
O2 C4 1.215(6) . ?
O3 C6 1.435(4) . ?
C1 C2 1.446(5) . ?
C2 C3 1.519(5) . ?
C3 C4 1.515(5) . ?
C4 C5 1.517(5) . ?
C5 C6 1.523(5) . ?
C6 C7 1.517(5) . ?
C7 C8 1.378(6) . ?
C7 C12 1.391(5) . ?
C8 C9 1.384(6) . ?
C9 C10 1.386(6) . ?
C10 C11 1.361(7) . ?
C11 C12 1.408(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658478
