#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:17:07 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178378 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/00/4020085.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_4020085
loop_
_publ_author_name
'Suvarn S. Kulkarni'
'Yi-Hung Liu'
'Shang-Cheng Hung'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2808
_journal_page_last               2811
_journal_paper_doi               10.1021/jo047794a
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C56 H54 O11'
_chemical_formula_weight         902.99
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0330(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   33.1570(6)
_cell_length_b                   8.3690(2)
_cell_length_c                   17.1710(4)
_cell_measurement_reflns_used    38303
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     4738.41(18)
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0562
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14394
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.80
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ?
_exptl_crystal_F_000             1912
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(16)
_refine_ls_extinction_coef       0.0006(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.593
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     551
_refine_ls_number_reflns         9475
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.593
_refine_ls_R_factor_all          0.1441
_refine_ls_R_factor_gt           0.0930
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2369
_refine_ls_wR_factor_ref         0.2600
_reflns_number_gt                5905
_reflns_number_total             9475
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      'C 2'
_cod_database_code               4020085
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, 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
O1 O 0.03914(9) 0.0196(5) 0.5642(2) 0.0666(11) Uani 1 1 d . . .
O2 O 0.04417(12) 0.0856(6) 0.7681(2) 0.0815(13) Uani 1 1 d . . .
O3 O -0.00726(9) 0.3833(5) 0.7057(2) 0.0556(9) Uani 1 1 d . . .
O4 O -0.00380(10) 0.6009(5) 0.6210(2) 0.0680(11) Uani 1 1 d . . .
O5 O 0.08091(9) 0.3420(4) 0.59618(19) 0.0555(9) Uani 1 1 d . . .
O6 O 0.27196(9) 0.2965(5) 0.64270(18) 0.0621(10) Uani 1 1 d . . .
O7 O 0.18828(8) 0.2220(4) 0.64764(15) 0.0436(7) Uani 1 1 d . . .
O8 O 0.17974(10) 0.0254(4) 0.78169(18) 0.0559(9) Uani 1 1 d . . .
O9 O 0.21568(9) 0.2116(4) 0.92608(16) 0.0509(8) Uani 1 1 d . . .
O10 O 0.27426(11) 0.3369(5) 0.98323(19) 0.0638(10) Uani 1 1 d . . .
O11 O 0.28159(8) 0.2982(4) 0.77513(18) 0.0522(8) Uani 1 1 d . . .
C1 C 0.09441(14) 0.1787(6) 0.6153(3) 0.0503(12) Uani 1 1 d . . .
H1A H 0.1179 0.1780 0.6551 0.060 Uiso 1 1 calc R . .
C2 C 0.06128(13) 0.0697(7) 0.6380(3) 0.0528(12) Uani 1 1 d . . .
H2A H 0.0740 -0.0248 0.6638 0.063 Uiso 1 1 calc R . .
C3 C 0.03153(14) 0.1419(7) 0.6923(3) 0.0580(13) Uani 1 1 d . . .
H3A H 0.0042 0.1014 0.6761 0.070 Uiso 1 1 calc R . .
C4 C 0.03102(13) 0.3197(7) 0.6870(3) 0.0519(12) Uani 1 1 d . . .
H4A H 0.0524 0.3613 0.7254 0.062 Uiso 1 1 calc R . .
C5 C 0.03975(13) 0.3754(7) 0.6060(3) 0.0539(13) Uani 1 1 d . . .
H5A H 0.0217 0.3218 0.5653 0.065 Uiso 1 1 calc R . .
C6 C 0.03520(15) 0.5570(8) 0.5988(3) 0.0629(14) Uani 1 1 d . . .
H6A H 0.0564 0.6095 0.6328 0.075 Uiso 1 1 calc R . .
H6B H 0.0375 0.5901 0.5454 0.075 Uiso 1 1 calc R . .
C7 C -0.00631(15) 0.5532(8) 0.6998(3) 0.0662(15) Uani 1 1 d . . .
H7A H 0.0172 0.5945 0.7330 0.079 Uiso 1 1 calc R . .
C8 C -0.04509(15) 0.6239(8) 0.7265(4) 0.0685(16) Uani 1 1 d . . .
C9 C -0.0631(2) 0.5596(10) 0.7845(4) 0.0847(19) Uani 1 1 d . . .
H9A H -0.0524 0.4671 0.8087 0.102 Uiso 1 1 calc R . .
C10 C -0.0976(2) 0.6283(12) 0.8097(5) 0.096(2) Uani 1 1 d . . .
H10A H -0.1098 0.5819 0.8504 0.115 Uiso 1 1 calc R . .
C11 C -0.1130(2) 0.7592(13) 0.7759(5) 0.100(3) Uani 1 1 d . . .
H11A H -0.1364 0.8035 0.7924 0.120 Uiso 1 1 calc R . .
C12 C -0.0952(2) 0.8297(14) 0.7175(7) 0.127(3) Uani 1 1 d . . .
H12A H -0.1051 0.9253 0.6953 0.153 Uiso 1 1 calc R . .
C13 C -0.0617(2) 0.7544(11) 0.6916(5) 0.102(3) Uani 1 1 d . . .
H13A H -0.0505 0.7962 0.6485 0.122 Uiso 1 1 calc R . .
C14 C 0.0159(3) 0.085(2) 0.8225(6) 0.189(7) Uani 1 1 d . . .
H14A H -0.0037 0.0007 0.8097 0.227 Uiso 1 1 calc R . .
H14B H 0.0014 0.1863 0.8196 0.227 Uiso 1 1 calc R . .
C21 C 0.06119(15) 0.0632(8) 0.5010(3) 0.0630(14) Uani 1 1 d . . .
H21A H 0.0489 0.1557 0.4740 0.076 Uiso 1 1 calc R . .
H21B H 0.0612 -0.0242 0.4639 0.076 Uiso 1 1 calc R . .
C22 C 0.10529(13) 0.1027(6) 0.5355(2) 0.0481(11) Uani 1 1 d . . .
C23 C 0.13108(14) -0.0479(6) 0.5550(2) 0.0467(11) Uani 1 1 d . . .
C24 C 0.11510(16) -0.2003(7) 0.5496(3) 0.0605(14) Uani 1 1 d . . .
H24A H 0.0875 -0.2154 0.5359 0.073 Uiso 1 1 calc R . .
C25 C 0.1411(2) -0.3338(7) 0.5651(3) 0.0682(16) Uani 1 1 d . . .
H25A H 0.1304 -0.4365 0.5602 0.082 Uiso 1 1 calc R . .
C26 C 0.18120(18) -0.3143(7) 0.5868(3) 0.0623(14) Uani 1 1 d . . .
H26A H 0.1979 -0.4023 0.5987 0.075 Uiso 1 1 calc R . .
C27 C 0.19684(14) -0.1628(7) 0.5911(3) 0.0502(12) Uani 1 1 d . . .
H27A H 0.2245 -0.1495 0.6049 0.060 Uiso 1 1 calc R . .
C28 C 0.17265(12) -0.0278(6) 0.5753(2) 0.0451(11) Uani 1 1 d . . .
C29 C 0.19065(13) 0.1352(6) 0.5749(2) 0.0437(11) Uani 1 1 d . . .
H29A H 0.2193 0.1244 0.5666 0.052 Uiso 1 1 calc R . .
C30 C 0.17041(12) 0.2354(6) 0.5105(2) 0.0436(10) Uani 1 1 d . . .
C31 C 0.19308(15) 0.3428(7) 0.4704(3) 0.0536(12) Uani 1 1 d . . .
H31A H 0.2207 0.3538 0.4850 0.064 Uiso 1 1 calc R . .
C32 C 0.17446(18) 0.4333(7) 0.4086(3) 0.0639(14) Uani 1 1 d . . .
H32A H 0.1895 0.5061 0.3826 0.077 Uiso 1 1 calc R . .
C33 C 0.1347(2) 0.4147(8) 0.3870(3) 0.0724(17) Uani 1 1 d . . .
H33A H 0.1225 0.4721 0.3445 0.087 Uiso 1 1 calc R . .
C34 C 0.11107(16) 0.3102(8) 0.4274(3) 0.0658(15) Uani 1 1 d . . .
H34A H 0.0833 0.3032 0.4128 0.079 Uiso 1 1 calc R . .
C35 C 0.12867(13) 0.2171(7) 0.4889(2) 0.0506(12) Uani 1 1 d . . .
C36 C 0.25199(13) 0.3146(7) 0.7094(2) 0.0468(11) Uani 1 1 d . . .
H36A H 0.2393 0.4203 0.7097 0.056 Uiso 1 1 calc R . .
C37 C 0.22011(12) 0.1854(6) 0.7098(2) 0.0411(10) Uani 1 1 d . . .
H37A H 0.2322 0.0817 0.6995 0.049 Uiso 1 1 calc R . .
C38 C 0.20028(13) 0.1762(6) 0.7852(2) 0.0413(10) Uani 1 1 d . . .
H38A H 0.1809 0.2639 0.7880 0.050 Uiso 1 1 calc R . .
C39 C 0.23286(13) 0.1831(6) 0.8543(2) 0.0439(11) Uani 1 1 d . . .
H39A H 0.2476 0.0815 0.8581 0.053 Uiso 1 1 calc R . .
C40 C 0.26324(13) 0.3217(6) 0.8448(2) 0.0463(11) Uani 1 1 d . . .
H40A H 0.2487 0.4239 0.8421 0.056 Uiso 1 1 calc R . .
C41 C 0.29458(15) 0.3211(7) 0.9143(3) 0.0591(13) Uani 1 1 d . . .
H41A H 0.3098 0.2220 0.9161 0.071 Uiso 1 1 calc R . .
H41B H 0.3133 0.4091 0.9108 0.071 Uiso 1 1 calc R . .
C42 C 0.29673(19) 0.4305(10) 0.6249(4) 0.084(2) Uani 1 1 d . . .
H42A H 0.3095 0.4079 0.5786 0.126 Uiso 1 1 calc R . .
H42B H 0.3171 0.4490 0.6680 0.126 Uiso 1 1 calc R . .
H42C H 0.2800 0.5239 0.6165 0.126 Uiso 1 1 calc R . .
C43 C 0.24528(16) 0.2121(7) 0.9915(3) 0.0538(12) Uani 1 1 d . . .
H43A H 0.2593 0.1089 0.9946 0.065 Uiso 1 1 calc R . .
C44 C 0.2263(2) 0.2380(7) 1.0642(3) 0.0634(14) Uani 1 1 d . . .
C45 C 0.2513(2) 0.2428(7) 1.1345(3) 0.0763(18) Uani 1 1 d . . .
H45A H 0.2793 0.2325 1.1363 0.092 Uiso 1 1 calc R . .
C46 C 0.2316(4) 0.2642(9) 1.2039(4) 0.110(3) Uani 1 1 d . . .
H46A H 0.2476 0.2682 1.2516 0.132 Uiso 1 1 calc R . .
C47 C 0.1915(4) 0.2789(12) 1.2046(5) 0.119(3) Uani 1 1 d . . .
H47A H 0.1800 0.2890 1.2514 0.143 Uiso 1 1 calc R . .
C48 C 0.1684(3) 0.2786(12) 1.1357(5) 0.121(3) Uani 1 1 d . . .
H48A H 0.1405 0.2935 1.1345 0.145 Uiso 1 1 calc R . .
C49 C 0.1858(2) 0.2559(10) 1.0645(4) 0.089(2) Uani 1 1 d . . .
H49A H 0.1692 0.2534 1.0174 0.107 Uiso 1 1 calc R . .
C50 C 0.14834(17) 0.0084(7) 0.8335(4) 0.0676(15) Uani 1 1 d . . .
H50A H 0.1243 0.0677 0.8134 0.081 Uiso 1 1 calc R . .
H50B H 0.1577 0.0490 0.8852 0.081 Uiso 1 1 calc R . .
C51 C 0.13887(13) -0.1646(7) 0.8377(3) 0.0561(13) Uani 1 1 d . . .
C52 C 0.1317(2) -0.2374(10) 0.9079(3) 0.0817(19) Uani 1 1 d . . .
H52A H 0.1322 -0.1764 0.9533 0.098 Uiso 1 1 calc R . .
C53 C 0.1241(2) -0.3962(12) 0.9106(5) 0.104(3) Uani 1 1 d . . .
H53A H 0.1198 -0.4431 0.9581 0.125 Uiso 1 1 calc R . .
C54 C 0.1228(2) -0.4880(9) 0.8453(6) 0.102(3) Uani 1 1 d . . .
H54A H 0.1181 -0.5973 0.8484 0.123 Uiso 1 1 calc R . .
C55 C 0.12815(17) -0.4215(8) 0.7768(4) 0.0718(16) Uani 1 1 d . . .
H55A H 0.1263 -0.4845 0.7319 0.086 Uiso 1 1 calc R . .
C56 C 0.13649(8) -0.2607(5) 0.77121(18) 0.0633(15) Uani 1 1 d . . .
H56A H 0.1405 -0.2164 0.7230 0.076 Uiso 1 1 calc R . .
C15 C 0.03588(8) 0.0610(5) 0.90497(18) 0.127 Uiso 1 1 d R . .
C16 C 0.04077(8) 0.2142(5) 0.92932(18) 0.121 Uiso 1 1 d R . .
H16A H 0.0321 0.3038 0.9001 0.145 Uiso 1 1 calc R . .
C17 C 0.06360(8) 0.2174(5) 1.01569(18) 0.156 Uiso 1 1 d R . .
H17A H 0.0719 0.3103 1.0425 0.187 Uiso 1 1 calc R . .
C18 C 0.06938(8) 0.0714(5) 1.04471(18) 0.124 Uiso 1 1 d R . .
H18A H 0.0855 0.0729 1.0924 0.149 Uiso 1 1 calc R . .
C19 C 0.05928(8) -0.0636(5) 1.02585(18) 0.166 Uiso 1 1 d R . .
H19A H 0.0639 -0.1503 1.0595 0.199 Uiso 1 1 calc R . .
C20 C 0.03806(8) -0.0803(5) 0.94100(18) 0.132 Uiso 1 1 d R . .
H20A H 0.0283 -0.1757 0.9185 0.159 Uiso 1 1 calc R . .
