#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020760.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_4020760
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          88
_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                 102.478(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.1869(9)
_cell_length_b                   5.0160(5)
_cell_length_c                   10.8921(10)
_cell_measurement_temperature    193(2)
_cell_volume                     543.41(9)
_diffrn_ambient_temperature      193(2)
_exptl_crystal_density_diffrn    1.273
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4020760
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 0.4364(3) 0.0310(6) 0.9889(3) 0.0391(8) Uani 1 1 d . . .
H1 H 0.4792 0.1753 0.9952 0.059 Uiso 1 1 calc R . .
O2 O 0.2003(3) -0.1190(6) 0.7395(3) 0.0418(9) Uani 1 1 d . . .
O3 O 0.0593(2) 0.1163(5) 0.4789(2) 0.0289(7) Uani 1 1 d . . .
H3 H 0.0235 0.2660 0.4829 0.043 Uiso 1 1 calc R . .
C1 C 0.2980(4) 0.0844(8) 0.9834(4) 0.0293(9) Uani 1 1 d . . .
H1A H 0.2887 0.1717 1.0626 0.035 Uiso 1 1 calc R . .
H1B H 0.2483 -0.0865 0.9765 0.035 Uiso 1 1 calc R . .
C2 C 0.2354(4) 0.2615(8) 0.8734(3) 0.0269(9) Uani 1 1 d . . .
H2 H 0.2924 0.4240 0.8741 0.032 Uiso 1 1 calc R . .
C3 C 0.2253(4) 0.1151(8) 0.7489(3) 0.0255(9) Uani 1 1 d . . .
C4 C 0.2482(4) 0.2796(8) 0.6389(3) 0.0256(9) Uani 1 1 d . . .
H4A H 0.3453 0.3211 0.6519 0.031 Uiso 1 1 calc R . .
H4B H 0.1994 0.4506 0.6375 0.031 Uiso 1 1 calc R . .
C5 C 0.2027(3) 0.1433(8) 0.5112(3) 0.0243(9) Uani 1 1 d . . .
H5 H 0.2415 -0.0407 0.5193 0.029 Uiso 1 1 calc R . .
C6 C 0.2597(4) 0.2869(7) 0.4116(3) 0.0252(9) Uani 1 1 d . . .
C7 C 0.1920(4) 0.4969(8) 0.3432(4) 0.0292(9) Uani 1 1 d . . .
H7 H 0.1051 0.5462 0.3538 0.035 Uiso 1 1 calc R . .
C8 C 0.2517(4) 0.6360(9) 0.2586(3) 0.0335(10) Uani 1 1 d . . .
H8 H 0.2052 0.7806 0.2122 0.040 Uiso 1 1 calc R . .
C9 C 0.3764(4) 0.5661(8) 0.2418(4) 0.0316(10) Uani 1 1 d . . .
H9 H 0.4168 0.6639 0.1850 0.038 Uiso 1 1 calc R . .
C10 C 0.4432(4) 0.3542(8) 0.3071(4) 0.0336(10) Uani 1 1 d . . .
H10 H 0.5288 0.3026 0.2939 0.040 Uiso 1 1 calc R . .
C11 C 0.3854(4) 0.2153(8) 0.3928(4) 0.0296(10) Uani 1 1 d . . .
H11 H 0.4324 0.0706 0.4387 0.035 Uiso 1 1 calc R . .
C12 C 0.0930(4) 0.3466(9) 0.8820(4) 0.0405(12) Uani 1 1 d . . .
H12A H 0.0373 0.1878 0.8837 0.061 Uiso 1 1 calc R . .
H12B H 0.0535 0.4560 0.8087 0.061 Uiso 1 1 calc R . .
H12C H 0.0971 0.4503 0.9589 0.061 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 C1 1.423(5) . ?
O2 C3 1.201(5) . ?
O3 C5 1.434(4) . ?
C1 C2 1.517(5) . ?
C2 C3 1.526(5) . ?
C2 C12 1.535(6) . ?
C3 C4 1.514(5) . ?
C4 C5 1.529(5) . ?
C5 C6 1.519(5) . ?
C6 C7 1.385(5) . ?
C6 C11 1.387(5) . ?
C7 C8 1.395(5) . ?
C8 C9 1.368(5) . ?
C9 C10 1.375(6) . ?
C10 C11 1.393(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658479
