#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/07/4020719.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_4020719
loop_
_publ_author_name
'Srinivasarao Arulananda Babu'
'Makoto Yasuda'
'Ikuya Shibata'
'Akio Baba'
_publ_section_title
;
 In- or In(I)-Employed Tailoring of the Stereogenic
 Centers in the Reformatsky-Type Reactions
 of Simple Ketones, α-Alkoxy Ketones, and
 β-Keto Esters
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10408
_journal_page_last               10419
_journal_paper_doi               10.1021/jo051659w
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C13 H20 O3 '
_chemical_formula_sum            'C13 H20 O3'
_chemical_formula_weight         224.30
_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
_cell_angle_beta                 94.785(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.9017(1)
_cell_length_b                   8.0644(6)
_cell_length_c                   13.7216(5)
_cell_measurement_temperature    296.2
_cell_volume                     650.79(6)
_exptl_crystal_density_diffrn    1.145
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_sum        'C13 H20 O3 '
_cod_database_code               4020719
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+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_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O(1) O 1.0272(6) 0.2295(6) 0.7161(3) 0.061(1) Uani 1.00 d . . .
O(2) O 0.9209(7) -0.2458(6) 0.5839(3) 0.079(1) Uani 1.00 d . . .
O(3) O 0.8661(9) 0.4280(7) 0.5616(3) 0.092(1) Uani 1.00 d . . .
C(1) C 0.461(1) 0.580(1) 0.7472(7) 0.094(3) Uani 1.00 d . . .
C(2) C 0.645(1) 0.4489(9) 0.7621(4) 0.059(2) Uani 1.00 d . . .
C(3) C 0.627(1) 0.3082(8) 0.6849(4) 0.065(2) Uani 1.00 d . . .
C(4) C 0.8013(9) 0.1594(7) 0.7153(4) 0.052(1) Uani 1.00 d . . .
C(5) C 0.780(1) 0.0163(8) 0.6413(4) 0.057(2) Uani 1.00 d . . .
C(6) C 0.9292(10) -0.1308(8) 0.6609(4) 0.056(1) Uani 1.00 d . . .
C(7) C 0.640(1) 0.3704(9) 0.5811(4) 0.074(2) Uani 1.00 d . . .
C(8) C 0.7702(8) 0.0991(8) 0.8189(4) 0.051(1) Uani 1.00 d . . .
C(9) C 0.554(1) 0.0226(9) 0.8333(5) 0.072(2) Uani 1.00 d . . .
C(10) C 0.532(2) -0.037(1) 0.9303(5) 0.101(2) Uani 1.00 d . . .
C(11) C 0.686(1) -0.039(1) 0.9968(5) 0.109(2) Uani 1.00 d . . .
C(12) C 0.911(2) 0.043(1) 0.9857(5) 0.113(3) Uani 1.00 d . . .
C(13) C 0.939(1) 0.106(1) 0.8939(4) 0.073(2) Uani 1.00 d . . .
H(1) H 0.47(1) 0.664(8) 0.810(4) 0.09(2) Uiso 1.00 calc . . .
H(2) H 0.34(1) 0.534(9) 0.740(5) 0.12(2) Uiso 1.00 calc . . .
H(3) H 0.47(1) 0.63(1) 0.698(6) 0.16(2) Uiso 1.00 calc . . .
H(4) H 0.68(1) 0.407(8) 0.833(4) 0.10(2) Uiso 1.00 calc . . .
H(5) H 0.76(1) 0.495(8) 0.758(4) 0.10(2) Uiso 1.00 calc . . .
H(6) H 0.481(9) 0.270(8) 0.690(4) 0.09(2) Uiso 1.00 calc . . .
H(7) H 1.137(9) 0.184(7) 0.737(4) 0.07(2) Uiso 1.00 calc . . .
H(8) H 0.62(1) -0.022(7) 0.629(4) 0.08(2) Uiso 1.00 calc . . .
H(9) H 0.823(7) 0.061(5) 0.588(3) 0.03(1) Uiso 1.00 calc . . .
H(10) H 0.862(7) -0.181(6) 0.715(3) 0.04(1) Uiso 1.00 calc . . .
H(11) H 1.060(10) -0.105(7) 0.674(3) 0.07(2) Uiso 1.00 calc . . .
H(12) H 0.99(1) -0.204(9) 0.536(5) 0.12(2) Uiso 1.00 calc . . .
H(13) H 0.90(1) 0.38(1) 0.510(7) 0.15(2) Uiso 1.00 calc . . .
H(14) H 0.626(9) 0.277(8) 0.538(4) 0.07(2) Uiso 1.00 calc . . .
H(15) H 0.541(9) 0.461(8) 0.568(3) 0.06(1) Uiso 1.00 calc . . .
H(16) H 0.43(1) -0.012(9) 0.793(4) 0.12(2) Uiso 1.00 calc . . .
H(17) H 0.37(1) -0.085(9) 0.934(4) 0.10(2) Uiso 1.00 calc . . .
H(18) H 0.67(1) -0.10(1) 1.048(5) 0.15(2) Uiso 1.00 calc . . .
H(19) H 1.05(2) 0.07(1) 1.044(5) 0.17(2) Uiso 1.00 calc . . .
H(20) H 1.083(8) 0.168(6) 0.884(3) 0.05(1) Uiso 1.00 calc . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1) C(6) 1.40(1) . . yes
O(2) C(1) 1.447(10) . . yes
O(3) C(4) 1.46(2) . . yes
C(1) C(2) 1.53(1) . . yes
C(1) C(5) 1.61(1) . . yes
C(1) C(10) 1.54(1) . . yes
C(2) C(3) 1.45(1) . . yes
C(2) C(7) 1.37(1) . . yes
C(3) C(13) 1.43(2) . . yes
C(4) C(5) 1.52(1) . . yes
C(5) C(8) 1.55(1) . . yes
C(6) C(10) 1.49(1) . . yes
C(7) C(12) 1.38(2) . . yes
C(8) C(9) 1.52(2) . . yes
C(11) C(12) 1.50(2) . . yes
C(11) C(13) 1.23(2) . . yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658475
