#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/11/4021140.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_4021140
loop_
_publ_author_name
'M. Teresa Barros'
'Anthony J. Burke'
'Ji-Dong Lou'
'Christopher D. Maycock'
'Jorge R. Wahnon'
_publ_section_title
;
 Highly Stereoselective Aldol Reaction for the Synthesis of
 γ-Lactones Starting from Tartaric Acid
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7847
_journal_page_last               7850
_journal_paper_doi               10.1021/jo049027h
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C19 H23 Cl O7 S'
_chemical_formula_weight         430.88
_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                   6.851(2)
_cell_length_b                   12.260(2)
_cell_length_c                   25.615(4)
_cell_measurement_temperature    293(2)
_cell_volume                     2151.6(8)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.330
_cod_database_code               4021140
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
Cl1 Cl 1.1346(3) 0.02468(13) -0.12523(4) 0.1373(6) Uani 1 1 d . . .
S6 S 0.49726(17) 0.05599(9) 0.08936(5) 0.0865(3) Uani 1 1 d . . .
O2 O 0.9464(3) -0.24898(17) 0.09597(8) 0.0587(6) Uani 1 1 d . . .
O3 O 1.1630(4) -0.2621(2) 0.16039(9) 0.0661(6) Uani 1 1 d . . .
O4 O 1.0124(3) -0.05456(16) 0.19615(8) 0.0539(5) Uani 1 1 d . . .
O42 O 0.7600(3) 0.07221(17) 0.19931(9) 0.0605(6) Uani 1 1 d . . .
O5 O 0.6428(3) -0.11355(17) 0.14987(8) 0.0510(5) Uani 1 1 d . . .
O52 O 0.7545(3) -0.21092(18) 0.22125(9) 0.0588(6) Uani 1 1 d . . .
O6 O 0.8760(4) 0.0945(2) 0.07956(10) 0.0745(7) Uani 1 1 d . . .
C11 C 1.0458(8) -0.0374(4) -0.06889(15) 0.0852(13) Uani 1 1 d . . .
C12 C 0.8525(9) -0.0629(4) -0.06501(16) 0.0991(16) Uani 1 1 d . . .
H12 H 0.7691 -0.0510 -0.0931 0.119 Uiso 1 1 calc . . .
C13 C 0.7813(6) -0.1067(3) -0.01894(16) 0.0793(12) Uani 1 1 d . . .
H13 H 0.6493 -0.1231 -0.0160 0.095 Uiso 1 1 calc . . .
C14 C 0.9046(6) -0.1261(3) 0.02250(13) 0.0573(10) Uani 1 1 d . . .
C15 C 1.1001(6) -0.1066(3) 0.01598(13) 0.0661(10) Uani 1 1 d . . .
H15 H 1.1865 -0.1249 0.0426 0.079 Uiso 1 1 calc . . .
C16 C 1.1717(7) -0.0601(4) -0.02960(15) 0.0788(12) Uani 1 1 d . . .
H16 H 1.3040 -0.0448 -0.0331 0.095 Uiso 1 1 calc . . .
C2 C 0.8212(5) -0.1666(3) 0.07319(12) 0.0542(9) Uani 1 1 d . . .
H2 H 0.6930 -0.1990 0.0664 0.065 Uiso 1 1 calc . . .
C3 C 1.0483(5) -0.2074(3) 0.13701(13) 0.0537(8) Uani 1 1 d . . .
C4 C 0.9974(5) -0.0884(2) 0.14397(11) 0.0482(7) Uani 1 1 d . . .
H4 H 1.0909 -0.0456 0.1235 0.058 Uiso 1 1 calc . . .
C41 C 0.8303(5) -0.0265(3) 0.22011(12) 0.0528(8) Uani 1 1 d . . .
C42 C 0.8730(5) -0.0219(3) 0.27801(13) 0.0690(10) Uani 1 1 d . . .
H42A H 0.9886 0.0206 0.2839 0.103 Uiso 1 1 calc R . .
H42B H 0.8926 -0.0945 0.2910 0.103 Uiso 1 1 calc R . .
H42C H 0.7648 0.0111 0.2958 0.103 Uiso 1 1 calc R . .
C43 C 0.8862(6) 0.1660(3) 0.20476(17) 0.0819(13) Uani 1 1 d . . .
H43A H 0.8927 0.1869 0.2408 0.123 Uiso 1 1 calc R . .
H43B H 0.8350 0.2254 0.1846 0.123 Uiso 1 1 calc R . .
H43C H 1.0146 0.1479 0.1925 0.123 Uiso 1 1 calc R . .
C5 C 0.7993(4) -0.0793(2) 0.11730(12) 0.0490(8) Uani 1 1 d . . .
C51 C 0.6738(5) -0.1107(3) 0.20579(12) 0.0491(8) Uani 1 1 d . . .
C52 C 0.4744(5) -0.0885(3) 0.22888(15) 0.0674(10) Uani 1 1 d . . .
H52A H 0.3824 -0.1405 0.2155 0.101 Uiso 1 1 calc R . .
H52B H 0.4334 -0.0162 0.2196 0.101 Uiso 1 1 calc R . .
H52C H 0.4808 -0.0948 0.2662 0.101 Uiso 1 1 calc R . .
C53 C 0.6315(6) -0.3038(3) 0.21595(19) 0.0939(15) Uani 1 1 d . . .
H53A H 0.5348 -0.3032 0.2431 0.141 Uiso 1 1 calc R . .
H53B H 0.7085 -0.3690 0.2187 0.141 Uiso 1 1 calc R . .
H53C H 0.5682 -0.3019 0.1825 0.141 Uiso 1 1 calc R . .
C6 C 0.7515(5) 0.0326(3) 0.09449(13) 0.0571(9) Uani 1 1 d . . .
C61 C 0.5003(10) 0.1838(5) 0.0548(3) 0.155(3) Uani 1 1 d . . .
H61A H 0.6051 0.2284 0.0687 0.186 Uiso 1 1 calc . . .
H61B H 0.5295 0.1696 0.0184 0.186 Uiso 1 1 calc . . .
C62 C 0.3428(19) 0.2375(10) 0.0573(7) 0.458(14) Uani 1 1 d . . .
H62A H 0.3569 0.3046 0.0383 0.687 Uiso 1 1 calc R . .
H62B H 0.3134 0.2534 0.0932 0.687 Uiso 1 1 calc R . .
H62C H 0.2386 0.1954 0.0424 0.687 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
Cl1 C11 1.741(4) . ?
S6 C6 1.770(4) . ?
S6 C61 1.800(6) . ?
O2 C3 1.361(4) . ?
O2 C2 1.448(4) . ?
O3 C3 1.194(4) . ?
O4 C4 1.403(3) . ?
O4 C41 1.432(4) . ?
O42 C41 1.407(4) . ?
O42 C43 1.445(4) . ?
O5 C5 1.423(4) . ?
O5 C51 1.448(4) . ?
O52 C51 1.404(4) . ?
O52 C53 1.423(4) . ?
O6 C6 1.204(4) . ?
C11 C16 1.355(6) . ?
C11 C12 1.364(7) . ?
C12 C13 1.385(6) . ?
C13 C14 1.377(5) . ?
C14 C15 1.371(5) . ?
C14 C2 1.503(5) . ?
C15 C16 1.389(5) . ?
C2 C5 1.564(4) . ?
C3 C4 1.510(5) . ?
C4 C5 1.524(4) . ?
C41 C42 1.513(4) . ?
C41 C51 1.533(5) . ?
C5 C6 1.527(4) . ?
C51 C52 1.513(5) . ?
C61 C62 1.266(14) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9364715
