#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/05/4020588.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_4020588
loop_
_publ_author_name
'Asit Patra'
'Pallab Pahari'
'Sutapa Ray'
'Dipakranjan Mal'
_publ_section_title
;
 A Brief and Convergent Synthetic Route to
 Defucogilvocarcin M Chromophore: The Formal Synthesis
 of WS-5995 A and C
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9017
_journal_page_last               9020
_journal_paper_doi               10.1021/jo0512960
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C26 H19 O7 S'
_chemical_formula_weight         516.60
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 104.92
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.323
_cell_length_b                   25.216
_cell_length_c                   10.559
_cell_measurement_temperature    293(2)
_cell_volume                     2141.3
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    0.401
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_original_formula_sum        'C26 H19 O7 S1'
_cod_database_code               4020588
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'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
O7 O 0.3782(5) 0.6621(2) 0.2703(4) 0.0677(15) Uani 1 1 d . . .
O6 O 0.4391(5) 0.70954(16) 0.0827(4) 0.0537(12) Uani 1 1 d . . .
O3 O 0.3411(5) 0.54056(19) 0.2082(4) 0.0617(14) Uani 1 1 d . . .
O5 O 0.7430(6) 0.6058(2) -0.3187(4) 0.0656(15) Uani 1 1 d . . .
C28 C 0.4018(6) 0.6049(2) 0.0664(5) 0.0312(13) Uani 1 1 d . . .
S1 S 0.46289(19) 0.66458(7) 0.16851(15) 0.0407(4) Uani 1 1 d . . .
O2 O 0.1610(5) 0.66120(18) -0.1151(4) 0.0475(11) Uani 1 1 d . . .
O4 O 0.7085(5) 0.58004(17) -0.1287(4) 0.0485(12) Uani 1 1 d . . .
C13 C 0.5075(7) 0.6409(2) -0.2588(6) 0.0374(14) Uani 1 1 d . . .
C8 C 0.4771(6) 0.6065(2) -0.0479(5) 0.0310(13) Uani 1 1 d . . .
C15 C 0.2612(6) 0.6680(2) -0.1974(5) 0.0329(13) Uani 1 1 d . . .
C2 C 0.6093(7) 0.5317(2) 0.1681(5) 0.0363(14) Uani 1 1 d . . .
C14 C 0.4122(7) 0.6383(2) -0.1665(5) 0.0320(13) Uani 1 1 d . . .
O1 O 0.6003(6) 0.4890(2) 0.3639(4) 0.0659(14) Uani 1 1 d . . .
C7 C 0.4452(7) 0.5561(2) 0.1545(5) 0.0366(14) Uani 1 1 d . . .
C9 C 0.6193(7) 0.5792(2) -0.0358(5) 0.0353(14) Uani 1 1 d . . .
C1 C 0.6974(7) 0.5450(2) 0.0749(5) 0.0398(15) Uani 1 1 d . . .
C3 C 0.6855(8) 0.4985(2) 0.2728(6) 0.0437(16) Uani 1 1 d . . .
C16 C 0.2222(7) 0.7002(2) -0.3049(5) 0.0376(15) Uani 1 1 d . . .
H16 H 0.1248 0.7200 -0.3211 0.045 Uiso 1 1 calc R . .
C17 C 0.3228(7) 0.7044(2) -0.3911(5) 0.0364(14) Uani 1 1 d . . .
C19 C 0.6780(7) 0.6569(2) 0.2395(5) 0.0355(14) Uani 1 1 d . . .
C12 C 0.6588(8) 0.6089(3) -0.2419(6) 0.0445(16) Uani 1 1 d . . .
C18 C 0.4623(7) 0.6734(2) -0.3689(5) 0.0394(15) Uani 1 1 d . . .
H18 H 0.5278 0.6740 -0.4282 0.047 Uiso 1 1 calc R . .
C27 C 0.2792(8) 0.7428(3) -0.5046(6) 0.0495(17) Uani 1 1 d . . .
H27A H 0.1778 0.7609 -0.5043 0.074 Uiso 1 1 calc R . .
H27B H 0.2649 0.7237 -0.5854 0.074 Uiso 1 1 calc R . .
H27C H 0.3672 0.7682 -0.4963 0.074 Uiso 1 1 calc R . .
C5 C 0.9274(9) 0.4920(3) 0.1910(7) 0.066(2) Uani 1 1 d . . .
H5 H 1.0330 0.4781 0.1984 0.080 Uiso 1 1 calc R . .
C24 C 0.7307(8) 0.6287(2) 0.3556(5) 0.0444(16) Uani 1 1 d . . .
H24 H 0.6546 0.6156 0.3987 0.053 Uiso 1 1 calc R . .
C6 C 0.8578(8) 0.5253(3) 0.0885(6) 0.057(2) Uani 1 1 d . . .
H6 H 0.9172 0.5346 0.0283 0.069 Uiso 1 1 calc R . .
C4 C 0.8436(8) 0.4790(3) 0.2825(6) 0.0525(18) Uani 1 1 d . . .
H4 H 0.8933 0.4568 0.3518 0.063 Uiso 1 1 calc R . .
C22 C 1.0091(9) 0.6401(3) 0.3401(8) 0.063(2) Uani 1 1 d . . .
H22 H 1.1219 0.6329 0.3720 0.075 Uiso 1 1 calc R . .
C20 C 0.7890(8) 0.6783(2) 0.1762(6) 0.0440(16) Uani 1 1 d . . .
H20 H 0.7517 0.6980 0.0999 0.053 Uiso 1 1 calc R . .
C21 C 0.9565(8) 0.6697(3) 0.2291(7) 0.0598(19) Uani 1 1 d . . .
H21 H 1.0337 0.6841 0.1890 0.072 Uiso 1 1 calc R . .
C23 C 0.8998(9) 0.6206(3) 0.4056(6) 0.0556(19) Uani 1 1 d . . .
H23 H 0.9389 0.6020 0.4834 0.067 Uiso 1 1 calc R . .
C25 C 0.6846(9) 0.4635(3) 0.4831(7) 0.076(2) Uani 1 1 d . . .
H25A H 0.6096 0.4593 0.5379 0.114 Uiso 1 1 calc R . .
H25B H 0.7777 0.4847 0.5278 0.114 Uiso 1 1 calc R . .
H25C H 0.7232 0.4293 0.4638 0.114 Uiso 1 1 calc R . .
C26 C 0.0233(8) 0.6963(3) -0.1301(7) 0.071(2) Uani 1 1 d . . .
H26A H -0.0375 0.6877 -0.0671 0.106 Uiso 1 1 calc R . .
H26B H -0.0482 0.6929 -0.2170 0.106 Uiso 1 1 calc R . .
H26C H 0.0629 0.7322 -0.1165 0.106 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
O7 S1 1.431(4) . ?
O6 S1 1.433(4) . ?
O3 C7 1.216(7) . ?
O5 C12 1.203(6) . ?
C28 C8 1.496(7) . ?
C28 C7 1.529(8) . ?
C28 S1 1.845(6) . ?
S1 C19 1.764(6) . ?
O2 C15 1.361(6) . ?
O2 C26 1.425(7) . ?
O4 C9 1.375(6) . ?
O4 C12 1.370(7) . ?
C13 C18 1.392(8) . ?
C13 C14 1.407(7) . ?
C13 C12 1.467(8) . ?
C8 C9 1.347(7) . ?
C8 C14 1.469(7) . ?
C15 C16 1.365(7) . ?
C15 C14 1.426(7) . ?
C2 C3 1.401(8) . ?
C2 C1 1.410(8) . ?
C2 C7 1.471(8) . ?
O1 C3 1.355(7) . ?
O1 C25 1.426(7) . ?
C9 C1 1.463(8) . ?
C1 C6 1.398(8) . ?
C3 C4 1.384(8) . ?
C16 C17 1.390(7) . ?
C17 C18 1.369(8) . ?
C17 C27 1.511(8) . ?
C19 C20 1.381(8) . ?
C19 C24 1.388(8) . ?
C5 C6 1.374(9) . ?
C5 C4 1.369(9) . ?
C24 C23 1.385(9) . ?
C22 C21 1.364(9) . ?
C22 C23 1.368(9) . ?
C20 C21 1.379(8) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9700582
