#------------------------------------------------------------------------------
#$Date: 2019-12-02 13:46:09 +0200 (Mon, 02 Dec 2019) $
#$Revision: 244843 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/38/4513831.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4513831
loop_
_publ_author_name
'Sobczak, Szymon'
'Katrusiak, Andrzej'
_publ_section_title
;
 Singularities in Molecular Conformation
;
_journal_coden_ASTM              CGDEFU
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5530
_journal_page_last               5534
_journal_paper_doi               10.1021/acs.cgd.5b01156
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C6 H12 O'
_chemical_formula_sum            'C6 H12 O'
_chemical_formula_weight         100.16
_chemical_melting_point          220.65
_chemical_name_common            pinacolone
_chemical_name_systematic        3,3-Dimethyl-2-butanone
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/cc13lk8j
_audit_update_record
;
2015-10-05 deposited with the CCDC.
2016-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.215(17)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.6780(9)
_cell_length_b                   8.6234(15)
_cell_length_c                   6.9697(11)
_cell_measurement_reflns_used    2590
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.7650
_cell_measurement_theta_min      3.7480
_cell_volume                     324.16(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1544
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0887847000
_diffrn_orient_matrix_UB_12      0.0370557000
_diffrn_orient_matrix_UB_13      0.0820305000
_diffrn_orient_matrix_UB_21      -0.0930896000
_diffrn_orient_matrix_UB_22      0.0510025000
_diffrn_orient_matrix_UB_23      0.0110398000
_diffrn_orient_matrix_UB_31      -0.0272836000
_diffrn_orient_matrix_UB_32      -0.0528859000
_diffrn_orient_matrix_UB_33      0.0679623000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0177
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5623
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.989
_diffrn_reflns_theta_min         3.077
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61339
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.026
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             112
_exptl_crystal_preparation
'The low temperature experiment was performed using OxfordCryo system.'
_exptl_crystal_size_max          0.89
_exptl_crystal_size_mid          0.49
_exptl_crystal_size_min          0.49
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     60
_refine_ls_number_reflns         721
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0681P)²+0.1053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1257
_refine_ls_wR_factor_ref         0.1276
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                655
_reflns_number_total             721
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            1030727-1030734.cif
_cod_data_source_block           pin_lt100
_cod_depositor_comments
;
 Updated bibliographic information.

 Antanas Vaitkus,
 2019-12-02
;
_cod_original_cell_volume        324.16(9)
_cod_database_code               4513831
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C6H12O1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_reflns_odcompleteness_completeness 93.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.84
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C3 C 0.6001(3) 0.2500 0.2763(2) 0.0173(4) Uani 1 2 d S T P . .
C2 C 0.5784(3) 0.2500 0.4893(2) 0.0195(4) Uani 1 2 d S T P . .
O1 O 0.3791(2) 0.2500 0.5183(2) 0.0361(4) Uani 1 2 d S T P . .
C1 C 0.8116(3) 0.2500 0.6660(3) 0.0349(5) Uani 1 2 d S T P . .
H1A H 0.8475 0.1442 0.7184 0.052 Uiso 0.5 1 calc GR . . A -1
H1B H 0.7900 0.3177 0.7722 0.052 Uiso 0.5 1 calc GR . . A -1
H1C H 0.9496 0.2881 0.6228 0.052 Uiso 0.5 1 calc GR . . A -1
C4 C 0.3431(3) 0.2500 0.1194(3) 0.0268(5) Uani 1 2 d S T P . .
C5 C 0.7435(2) 0.39567(14) 0.25069(18) 0.0230(4) Uani 1 1 d . . . . .
H5A H 0.911(3) 0.3920(18) 0.344(2) 0.028(4) Uiso 1 1 d . . . . .
H5B H 0.752(3) 0.397(2) 0.112(3) 0.041(5) Uiso 1 1 d . . . . .
H5C H 0.662(3) 0.490(2) 0.277(2) 0.029(4) Uiso 1 1 d . . . . .
H4A H 0.366(5) 0.2500 -0.021(4) 0.045(7) Uiso 1 2 d S T P . .
H4B H 0.249(3) 0.344(2) 0.134(2) 0.033(4) Uiso 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.cgd.5b01156 2015
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C2 C3 C5 108.62(8) . .
C2 C3 C5 108.62(8) . 4_565
C4 C3 C2 110.33(14) . .
C4 C3 C5 109.83(9) . .
C4 C3 C5 109.83(9) . 4_565
C5 C3 C5 109.59(13) . 4_565
O1 C2 C3 121.72(15) . .
O1 C2 C1 119.64(16) . .
C1 C2 C3 118.64(14) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C3 C2 1.528(2) .
C3 C4 1.526(2) .
C3 C5 1.5374(14) 4_565
C3 C5 1.5374(14) .
C2 O1 1.210(2) .
C2 C1 1.500(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C4 C3 C2 O1 0.000(0) . . . .
C4 C3 C2 C1 180.000(0) . . . .
C5 C3 C2 O1 120.43(9) . . . .
C5 C3 C2 O1 -120.43(9) 4_565 . . .
C5 C3 C2 C1 -59.57(9) . . . .
C5 C3 C2 C1 59.57(9) 4_565 . . .
