#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:21:11 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178383 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/05/4020546.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_4020546
loop_
_publ_author_name
'Sujaya Sengupta'
'Michael G. B. Drew'
'Ranjan Mukhopadhyay'
'Basudeb Achari'
'Asish Kr. Banerjee'
_publ_section_title
;
 Stereoselective Syntheses of (+-)-Komaroviquinone and
 (+-)-Faveline Methyl Ether through Intramolecular
 Heck Reaction
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              7694
_journal_page_last               7700
_journal_paper_doi               10.1021/jo051082i
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C18 H24 O3'
_chemical_formula_weight         288.37
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 103.564(10)
_cell_angle_gamma                90.01
_cell_formula_units_Z            8
_cell_length_a                   14.229(17)
_cell_length_b                   10.299(12)
_cell_length_c                   22.84(2)
_cell_measurement_temperature    293(2)
_cell_volume                     3253(6)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.178
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4020546
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
C14A C 0.6672(2) 0.2186(3) 0.31368(15) 0.0374(8) Uani 1 1 d . . .
H14A H 0.7295 0.2232 0.3077 0.045 Uiso 1 1 calc R . .
C13A C 0.6540(2) 0.1659(3) 0.36661(15) 0.0382(8) Uani 1 1 d . . .
H13A H 0.7063 0.1349 0.3957 0.046 Uiso 1 1 calc R . .
C12A C 0.5605(2) 0.1598(3) 0.37583(14) 0.0337(7) Uani 1 1 d . . .
O20A O 0.53725(17) 0.1118(2) 0.42658(10) 0.0476(6) Uani 1 1 d . . .
C21A C 0.6149(3) 0.0706(4) 0.47483(16) 0.0602(11) Uani 1 1 d . . .
H21A H 0.5892 0.0379 0.5072 0.072 Uiso 1 1 calc R . .
H21B H 0.6567 0.1428 0.4888 0.072 Uiso 1 1 calc R . .
H21C H 0.6508 0.0033 0.4608 0.072 Uiso 1 1 calc R . .
C11A C 0.4830(2) 0.2060(3) 0.33152(13) 0.0311(7) Uani 1 1 d . . .
H11A H 0.4210 0.2008 0.3381 0.037 Uiso 1 1 calc R . .
C9A C 0.4948(2) 0.2594(3) 0.27798(13) 0.0280(7) Uani 1 1 d . . .
C17A C 0.4097(2) 0.3175(3) 0.23349(13) 0.0322(7) Uani 1 1 d . . .
H17A H 0.4264 0.4058 0.2251 0.039 Uiso 1 1 calc R . .
H17B H 0.3558 0.3223 0.2527 0.039 Uiso 1 1 calc R . .
C10A C 0.3749(2) 0.2453(3) 0.17217(12) 0.0252(6) Uani 1 1 d . . .
O10A O 0.32625(15) 0.3380(2) 0.12855(9) 0.0353(5) Uani 1 1 d . . .
H10A H 0.2805 0.3694 0.1398 0.042 Uiso 1 1 calc R . .
C1A C 0.3061(2) 0.1341(3) 0.17694(14) 0.0376(8) Uani 1 1 d . . .
H1A H 0.2489 0.1686 0.1876 0.045 Uiso 1 1 calc R . .
H1B H 0.3375 0.0751 0.2086 0.045 Uiso 1 1 calc R . .
C2A C 0.2762(3) 0.0597(4) 0.11754(16) 0.0500(9) Uani 1 1 d . . .
H2A H 0.2350 -0.0126 0.1223 0.060 Uiso 1 1 calc R . .
H2B H 0.2397 0.1165 0.0866 0.060 Uiso 1 1 calc R . .
C3A C 0.3647(3) 0.0089(3) 0.09814(16) 0.0469(9) Uani 1 1 d . . .
H3A H 0.3433 -0.0352 0.0598 0.056 Uiso 1 1 calc R . .
H3B H 0.3967 -0.0547 0.1274 0.056 Uiso 1 1 calc R . .
C4A C 0.4389(2) 0.1140(3) 0.09167(13) 0.0352(8) Uani 1 1 d . . .
C16A C 0.4010(3) 0.1964(4) 0.03467(14) 0.0515(10) Uani 1 1 d . . .
H16A H 0.3879 0.1410 -0.0001 0.062 Uiso 1 1 calc R . .
H16B H 0.4489 0.2596 0.0309 0.062 Uiso 1 1 calc R . .
H16C H 0.3427 0.2399 0.0377 0.062 Uiso 1 1 calc R . .
C15A C 0.5315(3) 0.0425(4) 0.08526(16) 0.0568(11) Uani 1 1 d . . .
H15D H 0.5752 0.1036 0.0741 0.068 Uiso 1 1 calc R . .
H15E H 0.5148 -0.0231 0.0547 0.068 Uiso 1 1 calc R . .
H15F H 0.5619 0.0027 0.1230 0.068 Uiso 1 1 calc R . .
C5A C 0.46355(19) 0.1941(3) 0.15099(12) 0.0241(6) Uani 1 1 d . . .
H5A H 0.4949 0.1324 0.1822 0.029 Uiso 1 1 calc R . .
C6A C 0.5379(2) 0.3029(3) 0.15292(14) 0.0366(8) Uani 1 1 d . . .
H6A H 0.5713 0.2880 0.1211 0.044 Uiso 1 1 calc R . .
H6B H 0.5037 0.3848 0.1445 0.044 Uiso 1 1 calc R . .
C7A C 0.6121(2) 0.3151(3) 0.21176(15) 0.0352(7) Uani 1 1 d . . .
O7A O 0.69255(18) 0.3588(3) 0.21274(12) 0.0621(8) Uani 1 1 d . . .
C8A C 0.5904(2) 0.2653(3) 0.26858(14) 0.0307(7) Uani 1 1 d . . .
C1B C 0.8055(2) 0.6602(3) 0.17920(14) 0.0378(8) Uani 1 1 d . . .
H1A H 0.8447 0.7191 0.2080 0.045 Uiso 1 1 calc R . .
H1B H 0.7526 0.6302 0.1959 0.045 Uiso 1 1 calc R . .
C10B C 0.8666(2) 0.5447(3) 0.16951(13) 0.0295(7) Uani 1 1 d . . .
O10B O 0.80573(16) 0.4527(2) 0.12991(10) 0.0407(6) Uani 1 1 d . . .
H10B H 0.7715 0.4142 0.1485 0.049 Uiso 1 1 calc R . .
C17B C 0.9106(2) 0.4726(3) 0.22930(14) 0.0362(8) Uani 1 1 d . . .
H17C H 0.8626 0.4717 0.2532 0.043 Uiso 1 1 calc R . .
H17D H 0.9218 0.3831 0.2195 0.043 Uiso 1 1 calc R . .
C9B C 1.0034(2) 0.5247(3) 0.26822(14) 0.0308(7) Uani 1 1 d . . .
C11B C 1.0048(2) 0.5741(3) 0.32504(14) 0.0359(8) Uani 1 1 d . . .
H11B H 0.9469 0.5811 0.3371 0.043 Uiso 1 1 calc R . .
C12B C 1.0903(2) 0.6137(3) 0.36463(15) 0.0374(8) Uani 1 1 d . . .
C2B C 0.7643(2) 0.7330(4) 0.12030(16) 0.0456(9) Uani 1 1 d . . .
H2C H 0.7203 0.6769 0.0926 0.055 Uiso 1 1 calc R . .
H2D H 0.7284 0.8084 0.1283 0.055 Uiso 1 1 calc R . .
O20B O 1.08096(18) 0.6558(3) 0.41965(11) 0.0544(7) Uani 1 1 d . . .
C21B C 1.1674(3) 0.6845(5) 0.46344(19) 0.0735(13) Uani 1 1 d . . .
H21D H 1.1519 0.7058 0.5010 0.088 Uiso 1 1 calc R . .
H21E H 1.1994 0.7569 0.4500 0.088 Uiso 1 1 calc R . .
H21F H 1.2093 0.6102 0.4688 0.088 Uiso 1 1 calc R . .
C14B C 1.1771(2) 0.5567(3) 0.29080(16) 0.0410(8) Uani 1 1 d . . .
H14B H 1.2355 0.5507 0.2793 0.049 Uiso 1 1 calc R . .
C13B C 1.1771(2) 0.6059(3) 0.34714(16) 0.0416(8) Uani 1 1 d . . .
H13B H 1.2344 0.6334 0.3729 0.050 Uiso 1 1 calc R . .
C3B C 0.8463(2) 0.7764(3) 0.09158(16) 0.0456(9) Uani 1 1 d . . .
H3A H 0.8855 0.8398 0.1178 0.055 Uiso 1 1 calc R . .
H3B H 0.8181 0.8195 0.0538 0.055 Uiso 1 1 calc R . .
C4B C 0.9126(2) 0.6666(3) 0.07938(15) 0.0407(8) Uani 1 1 d . . .
C15B C 0.8614(3) 0.5821(4) 0.02580(16) 0.0556(10) Uani 1 1 d . . .
H15D H 0.9027 0.5111 0.0210 0.067 Uiso 1 1 calc R . .
H15E H 0.8474 0.6337 -0.0102 0.067 Uiso 1 1 calc R . .
H15F H 0.8022 0.5488 0.0332 0.067 Uiso 1 1 calc R . .
C16B C 1.0008(3) 0.7311(4) 0.06335(19) 0.0619(11) Uani 1 1 d . . .
H16D H 1.0428 0.6652 0.0541 0.074 Uiso 1 1 calc R . .
H16E H 1.0351 0.7815 0.0970 0.074 Uiso 1 1 calc R . .
H16F H 0.9796 0.7866 0.0290 0.074 Uiso 1 1 calc R . .
C5B C 0.9472(2) 0.5890(3) 0.13908(13) 0.0286(7) Uani 1 1 d . . .
H5B H 0.9856 0.6512 0.1674 0.034 Uiso 1 1 calc R . .
C6B C 1.0173(2) 0.4757(3) 0.13646(15) 0.0384(8) Uani 1 1 d . . .
H6C H 0.9814 0.3949 0.1327 0.046 Uiso 1 1 calc R . .
H6D H 1.0422 0.4855 0.1006 0.046 Uiso 1 1 calc R . .
O7B O 1.17956(19) 0.4269(3) 0.18476(14) 0.0762(10) Uani 1 1 d . . .
C7B C 1.1012(2) 0.4670(3) 0.19041(16) 0.0406(8) Uani 1 1 d . . .
C8B C 1.0928(2) 0.5156(3) 0.25052(14) 0.0332(7) Uani 1 1 d . . .
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
C14A C13A 1.378(5) . ?
C14A C8A 1.399(5) . ?
C13A C12A 1.396(5) . ?
C12A O20A 1.370(4) . ?
C12A C11A 1.394(4) . ?
O20A C21A 1.430(4) . ?
C11A C9A 1.386(4) . ?
C9A C8A 1.428(4) . ?
C9A C17A 1.510(4) . ?
C17A C10A 1.560(4) . ?
C10A O10A 1.435(3) . ?
C10A C1A 1.527(4) . ?
C10A C5A 1.546(4) . ?
C1A C2A 1.529(5) . ?
C2A C3A 1.521(5) . ?
C3A C4A 1.543(5) . ?
C4A C16A 1.542(5) . ?
C4A C15A 1.546(4) . ?
C4A C5A 1.554(4) . ?
C5A C6A 1.535(4) . ?
C6A C7A 1.506(5) . ?
C7A O7A 1.226(4) . ?
C7A C8A 1.493(4) . ?
C1B C10B 1.520(4) . ?
C1B C2B 1.531(5) . ?
C10B O10B 1.449(4) . ?
C10B C5B 1.543(4) . ?
C10B C17B 1.552(5) . ?
C17B C9B 1.506(4) . ?
C9B C11B 1.390(4) . ?
C9B C8B 1.426(4) . ?
C11B C12B 1.396(5) . ?
C12B O20B 1.365(4) . ?
C12B C13B 1.387(5) . ?
C2B C3B 1.532(5) . ?
O20B C21B 1.423(5) . ?
C14B C13B 1.383(5) . ?
C14B C8B 1.395(5) . ?
C3B C4B 1.539(5) . ?
C4B C16B 1.539(5) . ?
C4B C15B 1.539(5) . ?
C4B C5B 1.558(5) . ?
C5B C6B 1.545(4) . ?
C6B C7B 1.503(5) . ?
O7B C7B 1.224(4) . ?
C7B C8B 1.492(5) . ?
