#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:01:59 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301802 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/21/2102135.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_2102135
loop_
_publ_author_name
'Katrusiak, A.'
_publ_section_title
;
 Conformational transformation coupled with the order--disorder phase
 transition in 2-methyl-1,3-cyclohexanedione crystals
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              872
_journal_page_last               881
_journal_paper_doi               10.1107/S0108768100005905
_journal_volume                  56
_journal_year                    2000
_chemical_formula_sum            'C7 H10 O2'
_chemical_formula_weight         126.15
_chemical_name_common            2-methyl-1,3-cyclohexanedione
_space_group_IT_number           56
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
_symmetry_space_group_name_H-M   'P c c n'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.427(3)
_cell_length_b                   13.689(3)
_cell_length_c                   6.946(2)
_cell_measurement_temperature    123.0(3)
_cell_volume                     1276.7(5)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       KUMA-4-CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0547
_diffrn_reflns_av_sigmaI/netI    .0231
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6596
_diffrn_reflns_theta_max         29.72
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    .095
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
_exptl_crystal_size_max          .3
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .2
_refine_diff_density_max         .437
_refine_diff_density_min         -.311
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.104
_refine_ls_goodness_of_fit_obs   1.127
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1616
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_restrained_S_obs      1.127
_refine_ls_R_factor_all          .0673
_refine_ls_R_factor_obs          .0531
_refine_ls_shift/esd_max         -.014
_refine_ls_shift/esd_mean        .002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1052P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         .1565
_refine_ls_wR_factor_obs         .1439
_reflns_number_observed          1322
_reflns_number_total             1616
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            hr0044.cif
_cod_data_source_block           123
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1052P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.1052P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P ccn'
_cod_database_code               2102135
_cod_database_fobs_code          2102135
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 .0196(5) .0104(5) .0313(7) .0016(3) .0001(4) -.0018(3)
O2 .0272(5) .0104(5) .0367(7) -.0005(3) -.0032(4) -.0010(4)
C1 .0189(6) .0118(6) .0156(7) .0010(4) -.0012(4) .0006(4)
C2 .0171(6) .0112(6) .0212(7) .0003(4) -.0021(4) .0005(4)
C7 .0179(6) .0170(7) .0411(9) -.0027(4) -.0009(5) -.0008(5)
C3 .0211(6) .0117(6) .0196(8) .0002(4) -.0028(5) -.0003(4)
C4 .0211(6) .0153(6) .0250(8) .0034(4) .0030(5) -.0017(5)
C5 .0169(6) .0166(6) .0249(8) .0018(4) -.0005(5) -.0002(5)
C6 .0164(6) .0129(6) .0249(8) -.0019(4) -.0004(4) .0009(5)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
O1 .56748(7) .45070(6) .23059(14) .0204(3) Uani d . 1 O
H1 .5274(18) .3894(17) .229(3) .046(7) Uiso d . 1 H
O2 .52702(8) .78702(7) .2790(2) .0248(3) Uani d . 1 O
C1 .50884(10) .52910(9) .2458(2) .0155(3) Uani d . 1 C
C2 .55143(10) .61931(9) .2478(2) .0165(3) Uani d . 1 C
C7 .66143(10) .63485(10) .2226(2) .0253(4) Uani d . 1 C
H7A .67266(10) .6811(6) .1210(10) .033 Uiso calc R 1 H
H7B .69266(15) .5739(2) .1905(15) .033 Uiso calc R 1 H
H7C .6893(2) .6595(7) .3403(5) .033 Uiso calc R 1 H
C3 .48991(10) .70373(9) .2796(2) .0175(3) Uani d . 1 C
C4 .37998(9) .68976(9) .3210(2) .0205(3) Uani d . 1 C
H4A .3435(13) .7508(13) .289(2) .025 Uiso d . 1 H
H4B .3761(11) .6800(10) .459(3) .025 Uiso d . 1 H
C5 .33758(9) .60178(9) .2154(2) .0195(3) Uani d . 1 C
H5A .2630(15) .5867(13) .254(2) .023 Uiso d . 1 H
H5B .3401(11) .6117(11) .079(2) .023 Uiso d . 1 H
C6 .39853(10) .51077(9) .2618(2) .0181(3) Uani d . 1 C
H6A .3857(11) .4891(11) .397(2) .022 Uiso d . 1 H
H6B .3817(12) .4569(12) .179(3) .022 Uiso d . 1 H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 O1 H1 111.1(13)
O1 C1 C2 118.84(12)
O1 C1 C6 116.85(11)
C2 C1 C6 124.30(12)
C1 C2 C3 119.31(12)
C1 C2 C7 122.71(12)
C3 C2 C7 117.96(11)
C2 C7 H7A 109.47(7)
C2 C7 H7B 109.47(7)
H7A C7 H7B 109.5
C2 C7 H7C 109.47(7)
H7A C7 H7C 109.5
H7B C7 H7C 109.5
O2 C3 C2 120.40(12)
O2 C3 C4 120.41(11)
C2 C3 C4 119.16(10)
C3 C4 C5 111.90(11)
C3 C4 H4A 109.4(10)
C5 C4 H4A 112.0(10)
C3 C4 H4B 104.9(9)
C5 C4 H4B 110.3(9)
H4A C4 H4B 108.0(13)
C4 C5 C6 110.11(11)
C4 C5 H5A 112.8(9)
C6 C5 H5A 107.2(10)
C4 C5 H5B 110.6(9)
C6 C5 H5B 107.8(9)
H5A C5 H5B 108.1(12)
C1 C6 C5 112.08(10)
C1 C6 H6A 106.7(9)
C5 C6 H6A 110.4(9)
C1 C6 H6B 108.3(10)
C5 C6 H6B 111.9(10)
H6A C6 H6B 107.2(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.3353(15)
O1 H1 1.00(2)
O2 C3 1.2443(15)
C1 C2 1.361(2)
C1 C6 1.506(2)
C2 C3 1.438(2)
C2 C7 1.502(2)
C7 H7A .96
C7 H7B .96
C7 H7C .96
C3 C4 1.516(2)
C4 C5 1.521(2)
C4 H4A .99(2)
C4 H4B .97(2)
C5 C6 1.525(2)
C5 H5A 1.06(2)
C5 H5B .96(2)
C6 H6A 1.00(2)
C6 H6B .96(2)
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
O1 C1 C2 C3 -175.04(11)
C6 C1 C2 C3 4.3(2)
O1 C1 C2 C7 3.5(2)
C6 C1 C2 C7 -177.20(11)
C1 C2 C3 O2 -178.86(11)
C7 C2 C3 O2 2.6(2)
C1 C2 C3 C4 3.3(2)
C7 C2 C3 C4 -175.28(12)
O2 C3 C4 C5 148.88(13)
C2 C3 C4 C5 -33.3(2)
C3 C4 C5 C6 54.4(2)
O1 C1 C6 C5 -162.03(12)
C2 C1 C6 C5 18.6(2)
C4 C5 C6 C1 -47.0(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 5414347
2 PubChem 7057962
