#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/04/4020458.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_4020458
loop_
_publ_author_name
'Carmen Mateo'
'Concepción Pérez-Melero'
'Rafael Peláez'
'Manuel Medarde'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6544
_journal_page_last               6547
_journal_paper_doi               10.1021/jo0508393
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C44 H52 O8'
_chemical_formula_weight         708.86
_space_group_IT_number           7
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.18(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.466(2)
_cell_length_b                   13.300(3)
_cell_length_c                   12.444(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1897.7(7)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.241
_refine_ls_R_factor_obs          0.0629
_refine_ls_wR_factor_obs         0.1663
_cod_original_sg_symbol_H-M      'P n'
_cod_database_code               4020458
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y, 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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.3332(4) 0.5379(3) 0.9769(3) 0.0575(11) Uani 1 d . .
O2 O 0.2496(5) 0.4034(4) 0.4618(4) 0.0733(14) Uani 1 d . .
O3 O 0.3203(4) 0.3748(4) 1.1049(4) 0.0671(12) Uani 1 d . .
O4 O 0.4555(4) 0.5344(3) 0.7985(4) 0.0588(12) Uani 1 d . .
C1 C 0.3088(6) 0.2204(5) 0.6694(6) 0.059(2) Uani 1 d . .
H1 H 0.2724(6) 0.1909(5) 0.7282(6) 0.071 Uiso 1 calc R .
C2 C 0.2468(6) 0.2848(5) 0.6059(6) 0.060(2) Uani 1 d . .
C3 C 0.3019(6) 0.3313(6) 0.5231(6) 0.061(2) Uani 1 d . .
C4 C 0.4160(7) 0.3076(6) 0.4940(6) 0.069(2) Uani 1 d . .
H4 H 0.4511(7) 0.3353(6) 0.4335(6) 0.083 Uiso 1 calc R .
C5 C 0.4760(6) 0.2382(5) 0.5627(6) 0.066(2) Uani 1 d . .
C6 C 0.4263(6) 0.1972(5) 0.6485(6) 0.055(2) Uani 1 d . .
C7 C 0.4929(8) 0.1376(6) 0.7286(8) 0.080(3) Uani 1 d . .
C8 C 0.5126(6) 0.1649(5) 0.8318(6) 0.056(2) Uani 1 d . .
C9 C 0.4777(6) 0.2677(5) 0.8748(6) 0.056(2) Uani 1 d . .
C10 C 0.4214(5) 0.2697(5) 0.9723(6) 0.0508(15) Uani 1 d . .
C11 C 0.3728(5) 0.3615(5) 1.0090(5) 0.0484(14) Uani 1 d . .
C12 C 0.3807(5) 0.4484(4) 0.9438(4) 0.0415(12) Uani 1 d . .
C13 C 0.4444(5) 0.4420(4) 0.8497(5) 0.0458(13) Uani 1 d . .
C14 C 0.4915(5) 0.3538(5) 0.8143(5) 0.0487(14) Uani 1 d . .
H14 H 0.5325(5) 0.3518(5) 0.7499(5) 0.058 Uiso 1 calc R .
C15 C 0.2062(6) 0.5371(5) 0.9709(6) 0.072(2) Uani 1 d . .
H15A H 0.1773(6) 0.5991(5) 1.0021(6) 0.086 Uiso 1 calc R .
H15B H 0.1777(6) 0.4821(5) 1.0147(6) 0.086 Uiso 1 calc R .
C16 C 0.1567(6) 0.5267(4) 0.8624(6) 0.056(2) Uani 1 d . .
C17 C 0.1717(7) 0.6120(5) 0.7876(6) 0.059(2) Uani 1 d . .
C18 C 0.1336(7) 0.5871(6) 0.6697(7) 0.070(2) Uani 1 d . .
C19 C 0.2203(7) 0.5215(6) 0.6141(6) 0.062(2) Uani 1 d . .
C20 C 0.1701(7) 0.4703(6) 0.5156(7) 0.065(2) Uani 1 d . .
C21 C 0.3171(8) 0.2856(7) 1.1765(6) 0.076(2) Uani 1 d . .
C22 C 0.5314(6) 0.5355(6) 0.7057(6) 0.066(2) Uani 1 d . .
O5 O 0.5105(4) 0.0376(3) 1.0724(4) 0.0553(11) Uani 1 d . .
O6 O 0.5947(5) -0.0927(4) 1.5894(4) 0.0754(15) Uani 1 d . .
O7 O 0.5269(4) -0.1285(4) 0.9445(4) 0.0648(12) Uani 1 d . .
O8 O 0.3867(4) 0.0343(3) 1.2522(3) 0.0528(11) Uani 1 d . .
C23 C 0.5320(7) -0.2840(5) 1.3803(6) 0.060(2) Uani 1 d . .
H23 H 0.5692(7) -0.3160(5) 1.3235(6) 0.072 Uiso 1 calc R .
C24 C 0.5956(7) -0.2189(5) 1.4435(6) 0.062(2) Uani 1 d . .
H24 H 0.6743(7) -0.2087(5) 1.4296(6) 0.075 Uiso 1 calc R .
C25 C 0.5417(6) -0.1675(5) 1.5295(5) 0.0529(15) Uani 1 d . .
C26 C 0.4288(7) -0.1935(5) 1.5502(5) 0.061(2) Uani 1 d . .
H26 H 0.3932(7) -0.1641(5) 1.6095(5) 0.073 Uiso 1 calc R .
C27 C 0.3660(6) -0.2576(5) 1.4920(6) 0.061(2) Uani 1 d . .
H27 H 0.2899(6) -0.2728(5) 1.5121(6) 0.073 Uiso 1 calc R .
C28 C 0.4157(6) -0.3037(5) 1.3975(6) 0.060(2) Uani 1 d . .
C29 C 0.3495(7) -0.3618(5) 1.3202(6) 0.066(2) Uani 1 d . .
C30 C 0.3290(9) -0.3290(6) 1.2253(9) 0.089(3) Uani 1 d . .
C31 C 0.3692(5) -0.2343(5) 1.1770(5) 0.0504(14) Uani 1 d . .
C32 C 0.4221(6) -0.2286(5) 1.0766(5) 0.056(2) Uani 1 d . .
H32 H 0.4264(6) -0.2854(5) 1.0332(5) 0.067 Uiso 1 calc R .
C33 C 0.4678(5) -0.1390(5) 1.0420(5) 0.0498(15) Uani 1 d . .
C34 C 0.4618(5) -0.0543(5) 1.1033(5) 0.0498(14) Uani 1 d . .
C35 C 0.3977(4) -0.0529(4) 1.1995(4) 0.0429(12) Uani 1 d . .
C36 C 0.3512(5) -0.1447(5) 1.2343(6) 0.054(2) Uani 1 d . .
H36 H 0.3073(5) -0.1464(5) 1.2969(6) 0.064 Uiso 1 calc R .
C37 C 0.6354(6) 0.0403(5) 1.0747(5) 0.060(2) Uani 1 d . .
C38 C 0.6848(6) 0.0243(5) 1.1870(6) 0.057(2) Uani 1 d . .
H38A H 0.7674(6) 0.0094(5) 1.1807(6) 0.069 Uiso 1 calc R .
H38B H 0.6475(6) -0.0343(5) 1.2180(6) 0.069 Uiso 1 calc R .
C39 C 0.6700(7) 0.1140(5) 1.2659(7) 0.062(2) Uani 1 d . .
C40 C 0.7093(7) 0.0893(6) 1.3758(7) 0.066(2) Uani 1 d . .
C41 C 0.6246(6) 0.0189(5) 1.4384(6) 0.061(2) Uani 1 d . .
C42 C 0.6790(7) -0.0319(7) 1.5316(6) 0.075(2) Uani 1 d . .
C43 C 0.5241(8) -0.2056(7) 0.8716(7) 0.075(2) Uani 1 d . .
C44 C 0.3167(8) 0.0378(6) 1.3443(7) 0.072(2) Uani 1 d . .
H2 H 0.1624(42) 0.2974(33) 0.6202(34) 0.057(11) Uiso 1 d . .
H5 H 0.5697(51) 0.2244(39) 0.5543(43) 0.082(15) Uiso 1 d . .
H7 H 0.5254(41) 0.0859(41) 0.7212(37) 0.043(12) Uiso 1 d . .
H8 H 0.5448(33) 0.1116(29) 0.8882(29) 0.034(10) Uiso 1 d . .
H10 H 0.4150(38) 0.2069(37) 1.0180(35) 0.062(12) Uiso 1 d . .
H16A H 0.1815(41) 0.4636(36) 0.8269(38) 0.061(12) Uiso 1 d . .
H16B H 0.0715(42) 0.5135(32) 0.8654(35) 0.055(11) Uiso 1 d . .
H17A H 0.2573(39) 0.6350(31) 0.7750(33) 0.037(11) Uiso 1 d . .
H17B H 0.1116(104) 0.6704(88) 0.8086(98) 0.162(41) Uiso 1 d . .
H18A H 0.1316(38) 0.6580(33) 0.6285(34) 0.044(11) Uiso 1 d . .
H18B H 0.0543(52) 0.5601(43) 0.6918(45) 0.065(16) Uiso 1 d . .
H19A H 0.2643(37) 0.4821(32) 0.6672(34) 0.034(10) Uiso 1 d . .
H19B H 0.2904(47) 0.5538(39) 0.5779(43) 0.046(13) Uiso 1 d . .
H20A H 0.1268(53) 0.4952(47) 0.4629(50) 0.066(17) Uiso 1 d . .
H20B H 0.1042(63) 0.4412(50) 0.5440(56) 0.074(20) Uiso 1 d . .
H21A H 0.4050(38) 0.2613(31) 1.1885(33) 0.038(10) Uiso 1 d . .
H21B H 0.3148(61) 0.2229(54) 1.1455(52) 0.092(21) Uiso 1 d . .
H21C H 0.3000(46) 0.3256(37) 1.2474(44) 0.056(14) Uiso 1 d . .
H22A H 0.5331(93) 0.4743(74) 0.6436(84) 0.160(38) Uiso 1 d . .
H22B H 0.5112(33) 0.6044(31) 0.6658(32) 0.034(10) Uiso 1 d . .
H22C H 0.6115(48) 0.5268(38) 0.7443(42) 0.054(14) Uiso 1 d . .
H29 H 0.3254(60) -0.4470(50) 1.3586(56) 0.096(21) Uiso 1 d . .
H30 H 0.2801(40) -0.3486(39) 1.1830(38) 0.046(13) Uiso 1 d . .
H37A H 0.6710(45) -0.0085(41) 1.0166(43) 0.077(14) Uiso 1 d . .
H37B H 0.6466(38) 0.1114(38) 1.0487(36) 0.062(12) Uiso 1 d . .
H39A H 0.5834(57) 0.1242(43) 1.2423(47) 0.074(18) Uiso 1 d . .
H39B H 0.7142(34) 0.1751(31) 1.2414(32) 0.023(9) Uiso 1 d . .
H40A H 0.7887(47) 0.0429(37) 1.3900(39) 0.053(14) Uiso 1 d . .
H40B H 0.7450(50) 0.1248(47) 1.4167(46) 0.066(16) Uiso 1 d . .
H41B H 0.5566(68) 0.0597(57) 1.4472(58) 0.086(24) Uiso 1 d . .
H41A H 0.6095(33) -0.0411(29) 1.3870(31) 0.027(10) Uiso 1 d . .
H42A H 0.7521(58) -0.0808(47) 1.5183(50) 0.066(18) Uiso 1 d . .
H42B H 0.6980(38) 0.0303(32) 1.5842(35) 0.039(11) Uiso 1 d . .
H43A H 0.4503(77) -0.2053(60) 0.8302(65) 0.121(28) Uiso 1 d . .
H43C H 0.5876(45) -0.2561(37) 0.8989(39) 0.059(14) Uiso 1 d . .
H43B H 0.5783(55) -0.1897(45) 0.8183(54) 0.071(18) Uiso 1 d . .
H44A H 0.2979(43) 0.1109(43) 1.3511(40) 0.062(14) Uiso 1 d . .
H44B H 0.3547(31) -0.0036(30) 1.3985(30) 0.024(8) Uiso 1 d . .
H44C H 0.2417(55) 0.0142(41) 1.3383(45) 0.058(15) Uiso 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
O1 C12 1.374(7) . ?
O1 C15 1.458(9) . ?
O2 C3 1.363(10) . ?
O2 C20 1.441(10) . ?
O3 C11 1.349(8) . ?
O3 C21 1.484(9) . ?
O4 C13 1.390(7) . ?
O4 C22 1.448(8) . ?
C1 C2 1.364(11) . ?
C1 C6 1.407(10) . ?
C2 C3 1.360(11) . ?
C3 C4 1.395(11) . ?
C4 C5 1.433(12) . ?
C5 C6 1.329(11) . ?
C6 C7 1.484(11) . ?
C7 C8 1.354(12) . ?
C8 C9 1.522(9) . ?
C9 C10 1.377(10) . ?
C9 C14 1.380(10) . ?
C10 C11 1.418(9) . ?
C11 C12 1.415(9) . ?
C12 C13 1.385(8) . ?
C13 C14 1.364(8) . ?
C15 C16 1.469(11) . ?
C16 C17 1.478(10) . ?
C17 C18 1.565(12) . ?
C18 C19 1.494(11) . ?
C19 C20 1.514(11) . ?
O5 C34 1.397(7) . ?
O5 C37 1.433(8) . ?
O6 C25 1.382(9) . ?
O6 C42 1.453(10) . ?
O7 C43 1.369(10) . ?
O7 C33 1.399(8) . ?
O8 C35 1.339(8) . ?
O8 C44 1.401(10) . ?
C23 C28 1.376(11) . ?
C23 C24 1.378(11) . ?
C24 C25 1.414(9) . ?
C25 C26 1.365(10) . ?
C26 C27 1.330(11) . ?
C27 C28 1.445(10) . ?
C28 C29 1.447(11) . ?
C29 C30 1.281(13) . ?
C30 C31 1.470(10) . ?
C31 C32 1.392(9) . ?
C31 C36 1.404(10) . ?
C32 C33 1.371(9) . ?
C33 C34 1.363(10) . ?
C34 C35 1.407(8) . ?
C35 C36 1.401(9) . ?
C37 C38 1.521(10) . ?
C38 C39 1.555(9) . ?
C39 C40 1.476(13) . ?
C40 C41 1.559(10) . ?
C41 C42 1.478(12) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9603063
