#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:52:38 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/13/2001321.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_2001321
loop_
_publ_author_name
'Kawata, T.'
'Ohba, S.'
'Umehara, M.'
'Honnami, H.'
_publ_section_title
;Three isomers of tricyclo[10.3.0.0^4,9^]pentadecane-2,10-dione, (I), (II) and
 (III), and
 <i>cis</i>-<i>cisoid</i>-<i>cis</i>-9-hydroxy-9-methyltricyclo[9.3.0.0^3,7^]tetradecan-2-one,
 (IV)
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1854
_journal_page_last               1857
_journal_paper_doi               10.1107/S0108270193003750
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C15 H22 O2'
_chemical_formula_weight         234.3
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 101.05(4)
_cell_angle_gamma                90.
_cell_formula_units_Z            2
_cell_length_a                   10.326(3)
_cell_length_b                   6.706(2)
_cell_length_c                   9.761(5)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      15
_cell_measurement_theta_min      10
_cell_volume                     663.4(4)
_diffrn_measurement_device       'Rigaku AFC-5 four-circle'
_diffrn_measurement_method       \w
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1618
_diffrn_reflns_theta_max         27.5
_diffrn_standards_decay_%        1.000-1.008
_diffrn_standards_interval_count 100
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.173
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     no
_refine_ls_goodness_of_fit_obs   2.15
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     243
_refine_ls_number_reflns         965
_refine_ls_R_factor_obs          0.045
_refine_ls_shift/esd_max         0.098
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w=[\s^2^(|F~o~|) + (0.015|F~o~|)^2^]^-1^'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.049
_reflns_number_observed          965
_reflns_number_total             1526
_reflns_observed_criterion       |F~o~|>3\s(|F~o~|)
_cod_data_source_file            oh1027.cif
_cod_data_source_block           oh1027_structure_2_of_4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w=[\s^2^(|F~o~|) +
(0.015|F~o~|)^2^]^-1^' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w=[\s^2^(|F~o~|) + (0.015|F~o~|)^2^]^-1^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2001321
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
O1 .0 .3236(4) .0 .0570(10)
O2 -.0291(3) -.1345(3) -.1591(3) .0495(9)
C1 .1310(3) .3687(5) -.1725(4) .0390(10)
C2 .0001(4) .3511(5) -.1218(4) .0410(10)
C3 -.1278(4) .3772(5) -.2236(5) .0470(10)
C4 -.1458(3) .2753(5) -.3660(4) .0380(10)
C5 -.2869(4) .3058(6) -.4500(5) .056(2)
C6 -.3679(4) .1313(7) -.4138(6) .071(2)
C7 -.2722(4) -.0212(6) -.3339(5) .057(2)
C8 -.1368(3) .0458(6) -.3587(4) .0390(10)
C9 -.0194(4) -.0322(5) -.2585(4) .0370(10)
C10 .1148(4) .0229(6) -.2870(4) .0410(10)
C11 .1948(4) .1613(5) -.1784(4) .0410(10)
C12 .3347(4) .1825(7) -.2100(5) .059(2)
C13 .4218(4) .3234(8) -.1084(6) .074(2)
C14 .3574(4) .5262(8) -.1114(6) .074(2)
C15 .2219(4) .5085(7) -.0728(5) .0550(10)
H1 .120(3) .440(5) -.268(4) ?
H31 -.135(4) -.513(6) -.246(4) ?
H32 -.193(4) .327(6) -.171(4) ?
H4 -.086(4) .337(6) -.420(4) ?
H51 -.291(4) .306(7) -.552(4) ?
H52 -.324(4) .434(7) -.418(5) ?
H61 -.419(4) .069(7) -.502(5) ?
H62 -.428(5) .181(7) -.355(5) ?
H71 -.293(4) -.155(6) -.370(5) ?
H72 -.276(4) -.011(8) -.235(5) ?
H8 -.124(3) -.019(7) -.451(4) ?
H101 .103(4) .096(6) -.379(4) ?
H102 .163(4) -.113(5) -.296(4) ?
H11 .203(3) .100(5) -.082(4) ?
H121 .321(4) .258(6) -.312(4) ?
H122 .373(3) .045(6) -.208(4) ?
H131 .507(5) .346(6) -.144(5) ?
H132 .438(4) .264(7) -.003(5) ?
H141 .349(4) .593(6) -.208(5) ?
H142 .417(4) .611(7) -.041(5) ?
H151 .233(4) .441(7) .024(5) ?
H152 .176(5) .647(6) -.082(5) ?
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 C1 C11 110.6(3) no
C2 C1 C15 108.2(3) no
C11 C1 C15 111.1(3) no
O1 C2 C1 120.0(3) no
O1 C2 C3 120.3(3) no
C1 C2 C3 119.7(3) no
C2 C3 C4 119.2(3) no
C3 C4 C5 111.2(3) no
C3 C4 C8 114.1(3) no
C5 C4 C8 101.5(3) no
C4 C5 C6 106.3(3) no
C5 C6 C7 107.6(3) no
C6 C7 C8 104.1(4) no
C4 C8 C7 104.6(3) no
C4 C8 C9 114.4(3) no
C7 C8 C9 116.3(3) no
O2 C9 C8 122.8(4) no
O2 C9 C10 120.4(3) no
C8 C9 C10 116.7(3) no
C9 C10 C11 114.5(3) no
C1 C11 C10 113.3(3) no
C1 C11 C12 110.3(3) no
C10 C11 C12 108.7(3) no
C11 C12 C13 112.6(4) no
C12 C13 C14 109.9(4) no
C13 C14 C15 110.3(4) no
C1 C15 C14 111.7(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.203(4) no
O2 C9 1.207(5) no
C1 C2 1.530(6) no
C1 C11 1.545(5) yes
C1 C15 1.535(5) no
C2 C3 1.503(5) no
C3 C4 1.528(6) no
C4 C5 1.542(5) no
C4 C8 1.543(5) yes
C5 C6 1.519(7) no
C6 C7 1.529(6) no
C7 C8 1.531(6) no
C8 C9 1.499(5) no
C9 C10 1.511(6) no
C10 C11 1.527(5) no
C11 C12 1.540(6) no
C12 C13 1.531(6) no
C13 C14 1.512(7) no
C14 C15 1.522(7) no
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
C2 C1 C11 C10 65.6(4) yes
C3 C4 C8 C9 -48.7(4) yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139053732
