#------------------------------------------------------------------------------
#$Date: 2015-04-02 12:22:18 +0100 (Thu, 02 Apr 2015) $
#$Revision: 134621 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/50/2005059.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2005059
loop_
_publ_author_name
'Soriano-Garcia, M.'
'Jimenez, M. A.'
'Mata, R.'
'Segura de Correa, R.'
_publ_section_title
;
 Humilinolide D
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1527
_journal_page_last               1529
_journal_paper_doi               10.1107/S0108270195010109
_journal_volume                  52
_journal_year                    1996
_chemical_formula_sum            'C31 H38 O11'
_chemical_formula_weight         586.63
_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'
_atom_type_scat_source           'SHELXTL-Plus (Sheldrick, 1991)'
_cell_angle_alpha                90.
_cell_angle_beta                 90.
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   14.510(1)
_cell_length_b                   17.248(1)
_cell_length_c                   11.908(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      40.0
_cell_measurement_theta_min      32.7
_cell_volume                     2980.2(6)
_diffrn_measurement_device       'Rigaku AFC-5R'
_diffrn_measurement_method       \w
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  'little redundant data collected'
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2551
_diffrn_reflns_theta_max         60.25
_diffrn_standards_decay_%        5
_diffrn_standards_interval_count 150
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.83
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_type   'empirical via \y scan'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.32
_refine_ls_hydrogen_treatment    'H atoms refined isotropically'
_refine_ls_number_parameters     382
_refine_ls_number_reflns         1854
_refine_ls_R_factor_obs          0.0562
_refine_ls_shift/esd_max         0.032
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/\s^2^(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0651
_reflns_number_observed          1854
_reflns_number_total             2526
_reflns_observed_criterion       F>4\s(F)
_[local]_cod_data_source_file    sz1030.cif
_[local]_cod_data_source_block   sz1030a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2980.0(10)
_cod_database_code               2005059
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O(1) -.1010(4) .2521(3) .1708(5) .080(2)
O(2) -.0912(4) .6691(3) .1978(5) .081(2)
O(3) .0317(3) .6407(3) .0996(4) .061(2)
O(4) .2552(4) .6514(3) -.1569(5) .091(2)
O(5) -.1966(3) .4745(3) -.0180(5) .066(2)
O(6) -.3502(4) .4727(4) -.0142(8) .127(4)
O(7) -.2200(4) .3722(3) .1980(6) .084(2)
O(8) .0067(3) .2691(3) -.2224(4) .067(2)
O(9) .1575(3) .2486(3) -.2525(5) .081(2)
O(10) .0473(4) .4730(3) -.2342(5) .080(2)
O(11) .0301(4) .3792(3) -.3649(5) .079(2)
C(1) -.0871(5) .3082(4) .1128(7) .059(3)
C(2) -.1488(5) .3781(4) .1158(7) .061(3)
C(3) -.1925(5) .3919(4) -.0003(7) .062(3)
C(4) -.1425(5) .3509(4) -.0981(7) .058(3)
C(5) -.0359(5) .3605(4) -.0735(6) .051(2)
C(6) .0285(5) .3419(4) -.1733(5) .051(2)
C(7) .0345(5) .4064(5) -.2618(8) .063(3)
C(8) .0021(5) .4425(3) .1603(6) .047(2)
C(9) .0578(5) .3770(4) .1086(6) .052(2)
C(10) -.0034(5) .3201(3) .0378(6) .050(2)
C(11) .1404(4) .4083(3) .0432(6) .051(2)
C(12) .1960(4) .4667(3) .1108(6) .053(2)
C(13) .1403(5) .5340(4) .1578(6) .051(2)
C(14) .0587(5) .5020(4) .2247(6) .051(2)
C(15) .0028(5) .5682(4) .2738(6) .056(2)
C(16) -.0252(6) .6285(4) .1894(6) .059(3)
C(17) .0980(5) .5818(4) .0617(6) .052(2)
C(18) .2025(5) .5832(4) .2328(6) .061(3)
C(19) .0459(5) .2422(4) .0221(6) .062(3)
C(20) .1660(5) .6248(4) -.0100(6) .057(3)
C(21) .1909(6) .6032(4) -.1138(7) .070(3)
C(22) .2166(6) .6918(4) .0127(8) .084(4)
C(23) .2699(7) .7047(5) -.0779(8) .091(4)
C(24) -.2803(6) .5083(5) -.0190(8) .078(4)
C(25) -.2720(7) .5938(5) -.0237(7) .102(4)
C(26) -.1747(5) .2670(4) -.1020(8) .079(3)
C(27) -.1692(5) .3891(5) -.2091(7) .079(3)
C(28) -.0892(5) .4437(4) .1578(6) .056(3)
C(29) .0808(6) .2265(5) -.2589(7) .070(3)
C(30) .0515(7) .1520(5) -.3074(9) .127(5)
C(31) .0441(7) .4354(6) -.4531(7) .116(5)
H(7A) -.2333(54) .3315(37) .2039(68) .060
H(3) -.2528 .3690 -.001 .060
H(5) -.0294 .4153 -.0622 .060
H(6) .0893 .3386 -.1421 .060
H(9) .0824 .3464 .1689 .060
H(11A) .1184 .4328 -.0240 .060
H(11B) .1797 .3656 .0236 .060
H(12A) .2244 .4400 .1725 .060
H(12B) .2428 .4876 .0626 .060
H(14) .0821 .4727 .2871 .060
H(15A) .0393 .5929 .3307 .060
H(15B) -.0519 .5470 .3071 .060
H(17) .0688 .5421 .0177 .060
H(18A) .1677 .6257 .2628 .060
H(18B) .2534 .6028 .1898 .060
H(18C) .2254 .5518 .2933 .060
H(19A) .0992 .2492 -.0247 .060
H(19B) .0047 .2059 -.0127 .060
H(19C) .0647 .2227 .0940 .060
H(21) .1608 .5576 -.1417 .060
H(22) .2201 .7270 .0751 .060
H(23) .3095 .7492 -.0741 .060
H(25A) -.3320 .6172 -.0246 .060
H(25B) -.2390 .6083 -.0904 .060
H(25C) -.2387 .6113 .0412 .060
H(26A) -.1592 .2418 -.0327 .060
H(26B) -.1449 .2409 -.1632 .060
H(26C) -.2403 .2655 -.1127 .060
H(27A) -.1499 .4423 -.2091 .060
H(27B) -.2348 .3867 -.2190 .060
H(27C) -.1394 .3621 -.2695 .060
H(28) -.1194 .4894 .1852 .060
H(30A) .1050 .1241 -.3320 .060
H(30B) .0116 .1612 -.3703 .060
H(30C) .0194 .1220 -.2519 .060
H(31A) .0393 .4095 -.5242 .060
H(31B) .1042 .4580 -.4460 .060
H(31C) -.0018 .4753 -.4485 .060
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(16) O(3) C(17) 122.0(5) yes
C(3) O(5) C(24) 117.7(6) yes
C(7) O(11) C(31) 115.6(7) yes
O(1) C(1) C(10) 125.2(6) yes
O(7) C(2) C(1) 113.0(6) yes
C(1) C(2) C(3) 110.3(6) yes
C(1) C(2) C(28) 105.5(6) yes
O(5) C(3) C(2) 107.5(6) yes
C(2) C(3) C(4) 114.4(6) yes
C(3) C(4) C(26) 108.3(6) yes
C(3) C(4) C(27) 109.6(6) yes
C(26) C(4) C(27) 107.8(6) yes
C(4) C(5) C(10) 113.8(5) yes
O(8) C(6) C(5) 111.5(5) yes
C(21) O(4) C(23) 105.5(7) yes
C(6) O(8) C(29) 115.5(6) yes
O(1) C(1) C(2) 122.1(7) yes
C(2) C(1) C(10) 112.5(6) yes
O(7) C(2) C(3) 109.2(6) yes
O(7) C(2) C(28) 104.0(6) yes
C(3) C(2) C(28) 114.7(6) yes
O(5) C(3) C(4) 111.2(6) yes
C(3) C(4) C(5) 105.8(6) yes
C(5) C(4) C(26) 113.9(6) yes
C(5) C(4) C(27) 111.3(6) yes
C(4) C(5) C(6) 115.3(6) yes
C(6) C(5) C(10) 112.0(5) yes
O(8) C(6) C(7) 111.8(6) yes
C(5) C(6) C(7) 114.3(6) yes
O(10) C(7) C(6) 120.7(8) yes
C(9) C(8) C(14) 114.8(6) yes
C(14) C(8) C(28) 122.7(6) yes
C(8) C(9) C(11) 111.2(5) yes
C(1) C(10) C(5) 108.3(5) yes
C(5) C(10) C(9) 110.2(5) yes
C(5) C(10) C(19) 115.2(6) yes
C(9) C(11) C(12) 112.3(6) yes
C(12) C(13) C(14) 109.1(5) yes
C(14) C(13) C(17) 105.7(5) yes
C(14) C(13) C(18) 110.7(6) yes
C(8) C(14) C(13) 113.5(5) yes
C(13) C(14) C(15) 110.0(5) yes
O(2) C(16) O(3) 117.4(7) yes
O(3) C(16) C(15) 117.8(6) yes
O(3) C(17) C(20) 105.2(5) yes
C(17) C(20) C(21) 124.3(6) yes
C(21) C(20) C(22) 105.5(7) yes
C(20) C(22) C(23) 106.5(8) yes
O(5) C(24) O(6) 123.1(8) yes
O(6) C(24) C(25) 125.9(9) yes
O(8) C(29) O(9) 123.1(7) yes
O(9) C(29) C(30) 125.5(8) yes
O(10) C(7) O(11) 126.9(8) yes
O(11) C(7) C(6) 112.3(7) yes
C(9) C(8) C(28) 122.3(6) yes
C(8) C(9) C(10) 112.5(5) yes
C(10) C(9) C(11) 113.0(6) yes
C(1) C(10) C(9) 102.8(5) yes
C(1) C(10) C(19) 109.1(5) yes
C(9) C(10) C(19) 110.5(5) yes
C(11) C(12) C(13) 114.7(5) yes
C(12) C(13) C(17) 110.4(5) yes
C(12) C(13) C(18) 109.0(5) yes
C(17) C(13) C(18) 111.9(5) yes
C(8) C(14) C(15) 114.5(6) yes
C(14) C(15) C(16) 114.1(6) yes
O(2) C(16) C(15) 124.7(7) yes
O(3) C(17) C(13) 113.8(5) yes
C(13) C(17) C(20) 115.2(6) yes
C(17) C(20) C(22) 130.2(7) yes
O(4) C(21) C(20) 111.4(7) yes
O(4) C(23) C(22) 111.1(8) yes
O(5) C(24) C(25) 110.9(7) yes
C(2) C(28) C(8) 124.7(6) yes
O(8) C(29) C(30) 111.4(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(1) 1.207(9) yes
O(3) C(16) 1.367(9) yes
O(4) C(21) 1.351(10) yes
O(5) C(3) 1.442(8) yes
O(6) C(24) 1.187(11) yes
O(8) C(6) 1.420(8) yes
O(9) C(29) 1.178(10) yes
O(11) C(7) 1.316(11) yes
C(1) C(2) 1.502(10) yes
C(2) C(3) 1.540(12) yes
C(3) C(4) 1.543(11) yes
C(4) C(26) 1.522(10) yes
C(5) C(6) 1.545(9) yes
C(6) C(7) 1.536(11) yes
C(8) C(14) 1.521(9) yes
C(9) C(10) 1.569(9) yes
C(10) C(19) 1.533(9) yes
C(12) C(13) 1.520(9) yes
C(13) C(17) 1.538(9) yes
C(14) C(15) 1.517(9) yes
C(17) C(20) 1.502(10) yes
C(20) C(22) 1.396(11) yes
C(24) C(25) 1.481(12) yes
O(2) C(16) 1.191(10) yes
O(3) C(17) 1.470(8) yes
O(4) C(23) 1.333(11) yes
O(5) C(24) 1.347(10) yes
O(7) C(2) 1.427(10) yes
O(8) C(29) 1.372(10) yes
O(10) C(7) 1.210(10) yes
O(11) C(31) 1.443(11) yes
C(1) C(10) 1.521(10) yes
C(2) C(28) 1.509(10) yes
C(4) C(5) 1.583(9) yes
C(4) C(27) 1.527(11) yes
C(5) C(10) 1.571(9) yes
C(8) C(9) 1.519(9) yes
C(8) C(28) 1.326(10) yes
C(9) C(11) 1.528(9) yes
C(11) C(12) 1.523(9) yes
C(13) C(14) 1.532(9) yes
C(13) C(18) 1.527(10) yes
C(15) C(16) 1.503(10) yes
C(20) C(21) 1.341(11) yes
C(22) C(23) 1.346(13) yes
C(29) C(30) 1.472(12) yes