#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/33/2003340.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_2003340
loop_
_publ_author_name
'Wang, Q.'
'Tu, Y.'
_publ_section_title
;
 A New Bioactive β-Dihydroagarofuran Sesquiterpenoid
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              732
_journal_page_last               734
_journal_paper_doi               10.1107/S0108270193005219
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'Recrystallized from methanol'
_chemical_formula_sum            'C28 H36 O8'
_chemical_formula_weight         500.59
_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           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.976(1)
_cell_length_b                   10.800(1)
_cell_length_c                   27.401(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     2656.3(5)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-θ
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7093
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        +-4
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.0851
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   '7 sample points'
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.15
_refine_ls_goodness_of_fit_obs   0.241
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     470
_refine_ls_number_reflns         2330
_refine_ls_R_factor_obs          0.037
_refine_ls_shift/esd_max         0.76
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.035
_reflns_number_observed          2330
_reflns_number_total             2911
_reflns_observed_criterion       I>=3.0\s(I)
_cod_data_source_file            gr0163.cif
_cod_data_source_block           gr0163a
_cod_database_code               2003340
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
O(1) .1586(2) .3984(2) .34710(7) 3.51(4)
O(2) .2661(2) .1571(2) .31703(7) 3.67(4)
O(3) .4194(3) -.0002(2) .29687(9) 6.36(6)
O(4) .0369(3) -.0084(3) .33162(9) 6.34(6)
O(5) .5317(2) .1805(2) .38517(8) 4.06(5)
O(6) .4029(3) .0532(2) .43444(9) 5.70(6)
O(7) .6009(2) .3981(2) .43242(8) 4.41(5)
O(8) .6641(3) .2494(3) .48596(9) 7.04(7)
C(1) .4174(3) .2754(3) .3883(1) 3.38(6)
C(2) .4463(4) .3562(3) .4326(1) 3.96(7)
C(3) .3400(4) .4664(3) .4330(1) 4.49(7)
C(4) .3281(4) .5394(3) .3853(1) 4.21(7)
C(5) .3064(3) .4530(3) .3416(1) 3.44(6)
C(6) .2996(4) .5197(3) .2919(1) 4.11(7)
C(7) .2006(4) .4294(3) .2643(1) 4.14(7)
C(8) .2934(4) .3130(3) .2531(1) 4.17(7)
C(9) .3686(3) .2509(3) .2977(1) 3.72(7)
C(10) .4172(3) .3420(3) .3384(1) 3.38(6)
C(11) .0760(4) .4101(3) .3014(1) 4.00(7)
C(12) -.0285(4) .5217(4) .3045(1) 5.09(8)
C(13) -.0203(4) .2948(4) .2948(1) 4.69(8)
C(14) .3049(4) .0388(3) .3131(1) 4.33(7)
C(15) .1877(4) -.0467(3) .3331(1) 4.69(8)
C(16) .1065(4) -.0175(3) .3782(1) 4.16(7)
C(17) .0555(4) -.1201(3) .4103(1) 4.12(7)
C(18) .1126(5) -.1267(4) .4571(1) 6.3(1)
C(19) .0713(6) -.2233(5) .4870(1) 7.9(1)
C(20) -.0276(5) -.3109(4) .4717(1) 6.6(1)
C(21) -.0884(5) -.3015(4) .4262(2) 6.3(1)
C(22) -.0462(4) -.2061(3) .3953(1) 5.03(8)
C(23) .5127(4) .0764(3) .4110(1) 4.77(8)
C(24) .6439(5) -.0072(4) .4061(2) 7.3(1)
C(25) .5767(4) .3846(3) .3239(1) 4.56(7)
C(26) .6995(4) .3275(3) .4575(1) 4.78(8)
C(27) .8555(4) .3575(4) .4446(1) 5.87(9)
C(28) .4500(5) .6384(4) .3801(1) 5.91(9)
H(1) .318(3) .239(3) .396(1) ?
H(2) .430(3) .30(3) .461(1) ?
H(3a) .251(3) .440(3) .441(1) ?
H(3b) .363(3) .516(3) .458(1) ?
H(4) .239(3) .587(3) .386(1) ?
H(6b) .250(4) .615(3) .300(1) ?
H(6a) .400(3) .538(3) .279(1) ?
H(7) .155(3) .462(3) .236(1) ?
H(8b) .240(4) .248(3) .233(1) ?
H(8a) .386(4) .330(3) .229(1) ?
H(9) .457(4) .204(3) .288(1) ?
H(12c) -.081(3) .532(3) .273(1) ?
H(12b) .020(3) .608(3) .314(1) ?
H(12a) -.092(4) .517(4) .327(1) ?
H(13a) .041(3) .209(3) .296(1) ?
H(13b) -.085(4) .282(3) .324(1) ?
H(13c) -.066(3) .301(3) .270(1) ?
H(15) .205(3) -.141(3) .323(1) ?
H(16) .127(3) .074(3) .393(1) ?
H(18) .178(3) -.058(3) .465(1) ?
H(19) .121(3) -.231(3) .518(1) ?
H(20) -.063(3) -.389(3) .495(1) ?
H(21) -.155(4) -.362(3) .416(1) ?
H(22) -.079(3) -.204(3) .361(1) ?
H(25c) .610(4) .499(4) .342(1) ?
H(25a) .579(3) .410(3) .290(1) ?
H(25b) .643(3) .329(3) .330(1) ?
H(27c) .909(3) .289(3) .445(1) ?
H(27a) .876(4) .401(3) .416(1) ?
H(27b) .916(4) .395(3) .475(1) ?
H24b .675(3) -.018(3) .374(1) ?
H24c .738(3) .038(3) .417(1) ?
H28b .417(3) .710(3) .407(1) ?
H28c .544(3) .604(3) .387(1) ?
H28 .453(3) .676(3) .3429(9) ?
H24 .394(3) .401(3) .0849(9) ?
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(5) O(1) C(11) 109.9(3) yes
C(9) O(2) C(14) 118.1(2) yes
C(15) O(4) C(16) 62.3(2) yes
C(1) O(5) C(23) 118.1(2) yes
C(2) O(7) C(26) 116.4(2) yes
O(5) C(1) C(2) 109.4(2) yes
O(5) C(1) C(10) 106.1(2) yes
C(2) C(1) C(10) 116.1(3) yes
O(7) C(2) C(1) 109.8(2) yes
O(7) C(2) C(3) 110.7(3) yes
C(1) C(2) C(3) 110.4(3) yes
C(2) C(3) C(4) 116.1(3) yes
C(3) C(4) C(5) 111.3(3) yes
C(3) C(4) C(28) 112.8(3) yes
C(5) C(4) C(28) 116.4(3) yes
O(1) C(5) C(4) 106.4(2) yes
O(1) C(5) C(6) 104.1(2) yes
O(1) C(5) C(10) 106.0(2) yes
C(4) C(5) C(6) 114.3(3) yes
C(4) C(5) C(10) 115.6(2) yes
C(6) C(5) C(10) 109.5(2) yes
C(5) C(6) C(7) 99.4(3) yes
C(6) C(7) C(8) 107.8(3) yes
C(6) C(7) C11) 100.6(2) yes
C(8) C(7) C(11) 114.7(3) yes
C(7) C(8) C(9) 115.7(3) yes
O(2) C(9) C(8) 108.1(2) yes
O(2) C(9) C(10) 110.7(2) yes
C(8) C(9) C(10) 114.6(3) yes
C(1) C(10) C(5) 108.0(2) yes
C(1) C(10) C(9) 110.0(3) yes
C(1) C(10) C(25) 111.3(2) yes
C(5) C(10) C(9) 110.4(2) yes
C(5) C(10) C(25) 111.9(3) yes
C(9) C(10) C(25) 105.2(2) yes
O(1) C(11) C(7) 102.2(2) yes
O(1) C(11) C(12) 109.3(3) yes
O(1) C(11) C(13) 108.6(3) yes
C(7) C(11) C(12) 112.3(3) yes
C(7) C(11) C(13) 116.6(3) yes
C(12) C(11) C(13) 107.6(3) yes
O(2) C(14) O(3) 126.4(3) yes
O(2) C(14) C(15) 112.2(3) yes
O(3) C(14) C(15) 121.3(3) yes
O(4) C(15) C(14) 118.6(3) yes
O(4) C(15) C(16) 59.1(2) yes
C(14) C(15) C(16) 121.4(3) yes
O(4) C(16) C(15) 58.6(2) yes
O(4) C(16) C(17) 116.6(3) yes
C(15) C(16) C(17) 119.4(3) yes
C(16) C(17) C(18) 118.3(3) yes
C(16) C(17) C(22) 122.2(3) yes
C(18) C(17) C(22) 119.5(3) yes
C(17) C(18) C(19) 119.4(4) yes
C(18) C(19) C(20) 121.2(4) yes
C(19) C(20) C(21) 119.4(4) yes
C(20) C(21) C(22) 120.3(4) yes
C(17) C(22) C(21) 120.2(3) yes
O(5) C(23) O(6) 124.2(3) yes
O(5) C(23) C(24) 111.1(4) yes
O(6) C(23) C(24) 124.7(3) yes
O(7) C(26) O(8) 123.8(3) yes
O(7) C(26) C(27) 111.9(3) yes
O(8) C(26) C(27) 124.4(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(5) 1.459(4) yes
O(1) C(11) 1.461(4) yes
O(2) C(9) 1.467(4) yes
O(2) C(14) 1.328(5) yes
O(3) C(14) 1.197(4) yes
O(4) C(15) 1.416(5) yes
O(4) C(16) 1.424(4) yes
O(5) C(1) 1.453(4) yes
O(5) C(23) 1.339(5) yes
O(6) C(23) 1.202(4) yes
O(7) C(2) 1.460(4) yes
O(7) C(26) 1.355(4) yes
O(8) C(26) 1.192(5) yes
C(1) C(2) 1.518(4) yes
C(1) C(10) 1.544(4) yes
C(2) C(3) 1.525(5) yes
C(3) C(4) 1.531(5) yes
C(4) C(5) 1.531(4) yes
C(4) C(28) 1.537(5) yes
C(5) C(6) 1.542(4) yes
C(5) C(10) 1.560(4) yes
C(6) C(7) 1.521(5) yes
C(7) C(8) 1.539(5) yes
C(7) C(11) 1.526(4) yes
C(8) C(9) 1.549(4) yes
C(9) C(10) 1.550(4) yes
C(10) C(25) 1.555(4) yes
C(11) C(12) 1.529(6) yes
C(11) C(13) 1.526(5) yes
C(14) C(15) 1.503(6) yes
C(15) C(16) 1.468(5) yes
C(16) C(17) 1.488(5) yes
C(17) C(18) 1.383(5) yes
C(17) C(22) 1.367(5) yes
C(18) C(19) 1.378(6) yes
C(19) C(20) 1.363(7) yes
C(20) C(21) 1.364(6) yes
C(21) C(22) 1.387(5) yes
C(23) C(24) 1.491(6) yes
C(26) C(27) 1.480(5) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139054220
