#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2003589.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_2003589
loop_
_publ_author_name
'Puliti, R.'
'De Rosa, S.'
'Mattia, C. A.'
_publ_section_title
;
 Crystal Studies of Avarol Derivatives. 5'-Acetylavarol from <i>Dysidea
 avara</i>
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1195
_journal_page_last               1198
_journal_volume                  51
_journal_year                    1995
_chemical_formula_sum            'C23 H32 O3'
_chemical_formula_weight         356.51
_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                   7.2560(10)
_cell_length_b                   9.3991(9)
_cell_length_c                   30.265(3)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293
_cell_measurement_theta_max      27
_cell_measurement_theta_min      20
_cell_volume                     2064.1(4)
_diffrn_measurement_device       'Enraf-Nonius CAD4F'
_diffrn_measurement_method       \w
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54056
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2273
_diffrn_reflns_theta_max         70
_diffrn_standards_decay_%        4
_diffrn_standards_interval_time  240
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.13
_refine_ls_extinction_coef       1.11E-6(7)
_refine_ls_extinction_method     'Stout & Jensen (1968)'
_refine_ls_goodness_of_fit_obs   0.88
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     236
_refine_ls_number_reflns         1704
_refine_ls_R_factor_obs          0.0441
_refine_ls_shift/esd_max         0.01
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      'w = 1/[\s^2^(F~o~) + (0.01F~o~)^2^ + 0.2]'
_refine_ls_wR_factor_obs         0.0438
_reflns_number_observed          1704
_reflns_number_total             2273
_reflns_observed_criterion       I>=2.5\s(I)
_[local]_cod_data_source_file    na1126.cif
_[local]_cod_data_source_block   na1126a
_cod_original_cell_volume        2064.0(7)
_cod_database_code               2003589
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
O1 -.2007(4) .0832(3) .31270(8) 6.60(7)
O2 .4705(4) .1169(3) .22719(7) 5.87(6)
O3 .3956(5) .3375(3) .20450(10) 9.58(9)
C1 -.0624(5) .0077(4) .40980(10) 4.40(7)
C2 -.0771(6) -.1520(4) .40060(10) 5.62(9)
C3 .0734(6) -.2323(4) .42260(10) 5.06(8)
C4 .2201(5) -.1777(4) .44150(10) 4.57(8)
C5 .2531(5) -.0160(3) .44346(9) 3.80(7)
C6 .4587(5) .0181(4) .43600(10) 4.67(8)
C7 .4896(5) .1771(4) .43030(10) 5.03(8)
C8 .3850(5) .2359(3) .39090(10) 4.21(7)
C9 .1723(4) .2134(3) .39580(10) 3.83(7)
C10 .1412(4) .0515(3) .40504(9) 3.43(6)
C11 .0722(5) .2564(3) .35210(10) 4.39(7)
C12 .0902(5) .3110(4) .43170(10) 4.99(8)
C13 .4435(6) .3910(4) .38290(10) 6.30(10)
C14 .1982(6) .0325(4) .49070(10) 5.09(9)
C15 .3602(7) -.2719(4) .4635(2) 7.40(10)
C1' .1054(5) .1705(4) .31070(10) 4.27(7)
C2' -.0310(6) .0833(4) .29260(10) 5.19(8)
C3' .0007(7) .0038(5) .25490(10) 6.12(9)
C4' .1680(6) .0133(4) .23280(10) 6.00(10)
C5' .2981(6) .1057(4) .24940(10) 5.33(9)
C6' .2706(5) .1824(4) .28730(10) 4.62(8)
C7' .5010(6) .2413(4) .20540(10) 6.00(10)
C8' .6866(7) .2424(5) .18400(10) 7.50(10)
H01 -0.2722 0.0043 0.3015 6.60
H1 -0.1070 0.0289 0.4411 4.40
H2 -0.1409 0.0627 0.3877 4.40
H3 -0.0694 -0.1684 0.3673 5.62
H4 -0.2007 -0.1880 0.4121 5.62
H5 0.0616 -0.3404 0.4230 5.06
H6 0.5029 -0.0333 0.4083 4.67
H7 0.5325 -0.0164 0.4626 4.67
H8 0.6269 0.1952 0.4257 5.03
H9 0.4462 0.2282 0.4581 5.03
H10 0.4187 0.1803 0.3631 4.21
H11 0.1936 0.0103 0.3765 3.43
H12 0.1100 0.3586 0.3453 4.39
H13 -0.0658 0.2527 0.3584 4.39
H14 0.0845 0.4129 0.4201 4.99
H15 0.1711 0.3074 0.4592 4.99
H16 -0.0395 0.2772 0.4394 4.99
H17 0.3795 0.4287 0.3552 6.30
H18 0.4071 0.4517 0.4094 6.30
H19 0.5828 0.3955 0.3786 6.30
H20 0.2624 -0.0305 0.5135 5.09
H21 0.0589 0.0241 0.4945 5.09
H22 0.2371 0.1356 0.4953 5.09
H23 0.3850 -0.2358 0.4947 7.39
H24 0.3109 -0.3734 0.4649 7.39
H25 0.4795 -0.2704 0.4457 7.39
H1' -0.0976 -0.0610 0.2434 6.12
H2' 0.1932 -0.0448 0.2058 6.01
H3' 0.3695 0.2474 0.2983 4.62
H4' 0.6734 0.2189 0.1513 7.47
H5' 0.7444 0.3408 0.1874 7.47
H6' 0.7690 0.1684 0.1988 7.47
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
C5' O2 C7' 115.8(3) yes
C2 C1 C10 108.1(3) yes
C1 C2 C3 111.5(3) yes
C2 C3 C4 126.3(3) yes
C3 C4 C5 121.9(3) yes
C3 C4 C15 120.7(3) yes
C5 C4 C15 117.4(3) yes
C4 C5 C6 110.5(3) yes
C4 C5 C10 107.0(2) yes
C4 C5 C14 106.6(3) yes
C6 C5 C10 108.1(2) yes
C6 C5 C14 108.8(3) yes
C10 C5 C14 115.8(3) yes
C5 C6 C7 111.3(3) yes
C6 C7 C8 112.0(3) yes
C7 C8 C9 111.7(3) yes
C7 C8 C13 109.4(3) yes
C9 C8 C13 114.6(3) yes
C8 C9 C10 106.9(2) yes
C8 C9 C11 110.1(3) yes
C8 C9 C12 111.5(3) yes
C10 C9 C11 109.6(2) yes
C10 C9 C12 113.4(3) yes
C11 C9 C12 105.2(3) yes
C1 C10 C5 108.8(3) yes
C1 C10 C9 114.5(3) yes
C5 C10 C9 117.1(3) yes
C9 C11 C1' 119.4(3) yes
C11 C1' C2' 121.7(3) yes
C11 C1' C6' 121.0(3) yes
C2' C1' C6' 117.2(3) yes
O1 C2' C1' 117.6(3) yes
O1 C2' C3' 120.9(4) yes
C1' C2' C3' 121.5(4) yes
C2' C3' C4' 120.5(4) yes
C3' C4' C5' 117.7(4) yes
O2 C5' C4' 118.4(3) yes
O2 C5' C6' 119.0(3) yes
C4' C5' C6' 122.5(4) yes
C1' C6' C5' 120.5(3) yes
O2 C7' O3 124.2(4) yes
O2 C7' C8' 111.3(4) yes
O3 C7' C8' 124.5(4) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2' 1.374(5) yes
O2 C5' 1.424(5) yes
O2 C7' 1.362(5) yes
O3 C7' 1.185(5) yes
C1 C2 1.531(5) yes
C1 C10 1.541(5) yes
C2 C3 1.485(5) yes
C3 C4 1.314(5) yes
C4 C5 1.540(5) yes
C4 C15 1.503(6) yes
C5 C6 1.543(5) yes
C5 C10 1.554(4) yes
C5 C14 1.553(4) yes
C6 C7 1.521(5) yes
C7 C8 1.517(5) yes
C8 C9 1.565(5) yes
C8 C13 1.537(5) yes
C9 C10 1.563(4) yes
C9 C11 1.561(5) yes
C9 C12 1.541(5) yes
C11 C1' 1.512(5) yes
C1' C2' 1.396(5) yes
C1' C6' 1.396(5) yes
C2' C3' 1.385(5) yes
C3' C4' 1.388(7) yes
C4' C5' 1.377(6) yes
C5' C6' 1.368(5) yes
C7' C8' 1.494(6) 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
C5' O2 C7' O3 0.9(5) yes
C2 C3 C4 C5 0.6(6) yes
C4 C5 C10 C9 -172.0(3) yes
C14 C5 C10 C9 69.3(4) yes
C13 C8 C9 C12 -53.9(4) yes
C8 C9 C11 C1' 66.1(4) yes
C9 C11 C1' C2' 109.8(4) yes
C6' C1' C2' O1 -173.0(3) yes
O2 C5' C6' C1' -178.0(3) yes