#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/40/2004044.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_2004044
loop_
_publ_author_name
'Puliti, R.'
'De Rosa, S.'
'Mattia, C. A.'
_publ_section_title
;
 Studies on Avarol Derivatives. 2',5'-Diacetylavarol from Dysidea
 Avara
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2163
_journal_page_last               2166
_journal_paper_doi               10.1107/S0108270195004720
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C25 H34 O4'
_chemical_formula_weight         398.55
_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           IntTabIV
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.184(2)
_cell_length_b                   13.3620(10)
_cell_length_c                   16.4290(10)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293
_cell_measurement_theta_max      29
_cell_measurement_theta_min      25
_cell_volume                     2235.6(5)
_diffrn_measurement_device       'Enraf-Nonius CAD-4F'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54056
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2609
_diffrn_reflns_theta_max         75
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  240
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    .590
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_description       prism
_exptl_crystal_size_max          .5
_exptl_crystal_size_mid          .5
_exptl_crystal_size_min          .3
_refine_diff_density_max         .24
_refine_diff_density_min         -0.24
_refine_ls_extinction_coef       3.3E-6(1)
_refine_ls_extinction_method     'Stout & Jensen (1968)'
_refine_ls_goodness_of_fit_obs   1.08
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     263
_refine_ls_number_reflns         2545
_refine_ls_R_factor_obs          .047
_refine_ls_shift/esd_max         .01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
'w = 1/[σ²(Fₒ)+(0.02Fₒ)²+4] (Killean & Lawrence, 1969)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         .055
_reflns_number_observed          2545
_reflns_number_total             2609
_reflns_observed_criterion       I>=2.5\s(I)
_cod_data_source_file            na1165.cif
_cod_data_source_block           na1165a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F~o~)+(0.02F~o~)^2^+4]
(Killean & Lawrence, 1969)' 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~o~)+(0.02F~o~)^2^+4] (Killean & Lawrence,
1969)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2235.6(8)
_cod_database_code               2004044
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_B_iso_or_equiv
O1 .6602(2) .00630(10) .01510(10) 4.28(3)
O2 .5093(2) .29670(10) -0.20600(10) 5.14(4)
O3 .7488(3) .1207(2) .0963(2) 7.82(6)
O4 .4318(5) .1923(2) -0.2940(2) 16.90(10)
C1 .1275(3) .1327(3) -.0508(2) 4.06(5)
C2 .0849(3) .1672(2) -0.1351(2) 4.94(6)
C3 .0392(3) .0820(2) -0.1873(2) 4.69(6)
C4 .0559(3) -.0147(2) -0.1704(2) 4.14(5)
C5 .1195(2) -.0498(2) -.0908(2) 3.47(4)
C6 .2081(3) -0.1404(2) -0.1065(2) 4.21(5)
C7 .2803(3) -0.1722(2) -.0297(2) 4.78(6)
C8 .3650(3) -.0893(2) .0067(2) 3.76(5)
C9 .2913(2) .0115(2) .01990(10) 3.35(4)
C10 .2083(2) .0360(2) -.05670(10) 3.20(4)
C11 .3966(3) .0954(2) .03380(10) 3.59(4)
C12 .2090(3) .0097(2) .0990(2) 4.55(5)
C13 .4307(3) -0.1304(2) .0843(2) 5.44(6)
C14 .0051(3) -.0803(2) -.0346(2) 4.33(5)
C15 .0069(4) -.0938(3) -0.2278(2) 6.04(7)
C1' .4923(2) .1204(2) -.03410(10) 3.43(4)
C2' .6178(3) .0815(2) -.0400(2) 3.77(5)
C3' .7062(3) .1085(2) -.0994(2) 4.67(6)
C4' .6697(3) .1797(2) -0.1573(2) 4.78(6)
C5' .5460(3) .2197(2) -0.1523(2) 4.04(5)
C6' .4585(3) .1921(2) -.0925(2) 3.71(5)
C7' .7297(3) .0353(2) .0807(2) 4.20(5)
C8' .7742(3) -.0507(2) .1309(2) 5.04(6)
C9' .4459(4) .2742(3) -0.2736(2) 6.49(8)
C10' .3988(4) .3641(3) -0.3174(2) 7.40(9)
H1 .0462 .1199 -0.0160 4.06
H2 .1832 .1871 -0.0244 4.06
H3 .1625 .2012 -0.1629 4.94
H4 .0098 .2172 -0.1289 4.94
H5 -0.0084 .0994 -0.2399 4.69
H6 .2752 -0.1222 -0.1501 4.21
H7 .1517 -0.1986 -0.1264 4.21
H8 .3393 -0.2314 -0.0435 4.78
H9 .2125 -0.1935 .0126 4.78
H10 .4358 -0.0701 -0.0343 3.73
H11 .2818 .0459 -0.0980 3.20
H12 .4512 .0745 .0829 3.59
H13 .3467 .1595 .0470 3.59
H14 .2701 .0103 .1481 4.55
H15 .1494 .0710 .1007 4.55
H16 .1528 -0.0535 .1002 4.55
H17 .4947 -0.1859 .0689 5.44
H18 .4802 -0.0741 .1129 5.44
H19 .3604 -0.1583 .1223 5.44
H20 -0.0401 -0.0175 -0.0129 4.33
H21 -0.0607 -0.1221 -0.0666 4.33
H22 .0405 -0.1212 .0129 4.33
H23 -0.0479 -0.0612 -0.2725 6.04
H24 .0848 -0.1301 -0.2533 6.04
H25 -0.0496 -0.1438 -0.1996 6.04
H1' .7973 .0768 -0.1010 4.68
H2' .7331 .2013 -0.2020 4.78
H3' .3678 .2244 -0.0908 3.71
H4' .8710 -0.0420 .1451 5.04
H5' .7201 -0.0537 .1831 5.04
H6' .7618 -0.1154 .0989 5.04
H7' .3754 .3453 -0.3758 7.40
H8' .3175 .3918 -0.2888 7.40
H9' .4707 .4171 -0.3177 7.40
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
C2' O1 C7' 117.8(2) yes
C5' O2 C9' 119.5(2) yes
C2 C1 C10 110.5(2) yes
C1 C2 C3 112.2(2) yes
C2 C3 C4 125.3(3) yes
C3 C4 C5 121.8(2) yes
C3 C4 C15 120.6(3) yes
C5 C4 C15 117.5(2) yes
C4 C5 C6 110.2(2) yes
C4 C5 C10 109.0(2) yes
C4 C5 C14 105.8(2) yes
C6 C5 C10 107.4(2) yes
C6 C5 C14 109.7(2) yes
C10 C5 C14 114.6(2) yes
C5 C6 C7 111.4(2) yes
C6 C7 C8 113.3(2) yes
C7 C8 C9 114.2(2) yes
C7 C8 C13 108.1(2) yes
C9 C8 C13 113.8(2) yes
C8 C9 C10 109.4(2) yes
C8 C9 C11 108.0(2) yes
C8 C9 C12 111.4(2) yes
C10 C9 C11 109.8(2) yes
C10 C9 C12 112.9(2) yes
C11 C9 C12 105.1(2) yes
C1 C10 C5 109.2(2) yes
C1 C10 C9 114.7(2) yes
C5 C10 C9 116.8(2) yes
C9 C11 C1' 119.3(2) yes
C11 C1' C2' 124.2(2) yes
C11 C1' C6' 119.8(2) yes
C2' C1' C6' 115.9(2) yes
O1 C2' C1' 120.2(2) yes
O1 C2' C3' 116.0(2) yes
C1' C2' C3' 123.8(2) yes
C2' C3' C4' 119.2(3) yes
C3' C4' C5' 117.9(3) yes
O2 C5' C4' 119.4(3) yes
O2 C5' C6' 118.1(2) yes
C4' C5' C6' 122.3(2) yes
C1' C6' C5' 120.9(2) yes
O1 C7' O3 122.5(3) yes
O1 C7' C8' 112.4(2) yes
O3 C7' C8' 125.1(3) yes
O2 C9' O4 121.4(4) yes
O2 C9' C10' 112.5(3) yes
O4 C9' C10' 126.0(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2' 1.420(3) yes
O1 C7' 1.347(3) yes
O2 C5' 1.406(3) yes
O2 C9' 1.319(4) yes
O3 C7' 1.185(3) yes
O4 C9' 1.154(4) yes
C1 C2 1.523(4) yes
C1 C10 1.536(3) yes
C2 C3 1.499(4) yes
C3 C4 1.333(4) yes
C4 C5 1.533(3) yes
C4 C15 1.502(4) yes
C5 C6 1.533(3) yes
C5 C10 1.563(3) yes
C5 C14 1.541(3) yes
C6 C7 1.521(4) yes
C7 C8 1.527(3) yes
C8 C9 1.557(3) yes
C8 C13 1.540(4) yes
C9 C10 1.552(3) yes
C9 C11 1.568(3) yes
C9 C12 1.547(3) yes
C11 C1' 1.517(3) yes
C1' C2' 1.383(4) yes
C1' C6' 1.400(3) yes
C2' C3' 1.376(4) yes
C3' C4' 1.397(4) yes
C4' C5' 1.371(4) yes
C5' C6' 1.376(4) yes
C7' C8' 1.486(4) yes
C9' C10' 1.481(5) yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_publ_flag
C7' O1 C2' C1' -96.6(3) yes
C2' O1 C7' O3 4.9(4) yes
C9' O2 C5' C4' 95.1(3) yes
C5' O2 C9' O4 -8.1(6) yes
C4 C5 C10 C9 -174.7(2) yes
C14 C5 C10 C9 66.9(3) yes
C13 C8 C9 C12 -44.1(3) yes
C2 C3 C4 C5 3.4(4) yes
C8 C9 C11 C1' 63.3(3) yes
C9 C11 C1' C2' -96.2(3) yes
C6' C1' C2' O1 -178.3(2) yes
C3' C4' C5' O2 175.5(2) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 181301
