#------------------------------------------------------------------------------
#$Date: 2016-02-14 15:26:36 +0100 (dom 14 de feb de 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/03/2100344.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_2100344
loop_
_publ_author_name
'Hao, Xiang'
'Parkin, Sean'
'Brock, Carolyn Pratt'
_publ_section_title
;
 The unusual phases of anhydrous and hydrated pinacol
;
_journal_coeditor_code           WS5034
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              689
_journal_page_last               699
_journal_paper_doi               10.1107/S0108768105031356
_journal_volume                  61
_journal_year                    2005
_chemical_formula_moiety         'C6 H14 O2, 0.5(H2 O)'
_chemical_formula_sum            'C6 H15 O2.5'
_chemical_formula_weight         127.18
_chemical_melting_point          301.0(10)
_chemical_name_common            'pinacol hemihydrate'
_chemical_name_systematic
;
2,3-dimethyl-2,3-butanediol hemihydrate
;
_space_group_IT_number           179
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  'P 65 2 (0 0 1)'
_symmetry_space_group_name_H-M   'P 65 2 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            12
_cell_length_a                   14.696(2)
_cell_length_b                   14.696(2)
_cell_length_c                   13.686(3)
_cell_measurement_reflns_used    3031
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      1.02
_cell_volume                     2559.8(7)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material
;
SHELX97-2 (Sheldrick, 1997) and local procedures
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'ω scans at fixed χ = 55°'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0202
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4442
_diffrn_reflns_theta_full        22.48
_diffrn_reflns_theta_max         22.48
_diffrn_reflns_theta_min         2.19
_diffrn_standards_decay_%        <1
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.9926
_exptl_absorpt_correction_T_min  0.9635
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    0.990
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     95
_refine_ls_number_reflns         1121
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0715
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1531P)²+0.2175P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1948
_refine_ls_wR_factor_ref         0.2144
_reflns_number_gt                836
_reflns_number_total             1121
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ws5034.cif
_cod_data_source_block           k01235
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Hexagonal' changed to 'hexagonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '300-302' was changed to '301.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_chemical_melting_point' value '300-302' was changed to '301.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P6(5)22
_cod_original_formula_sum        'C6 H15 O2.50'
_cod_database_code               2100344
_cod_database_fobs_code          2100344
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'
'y, x, -z+2/3'
'x-y, -y, -z'
'-x, -x+y, -z+1/3'
'-y, -x, -z+1/6'
'-x+y, y, -z+1/2'
'x, x-y, -z+5/6'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.7636(3) 0.2018(3) 0.9135(3) 0.0750(12) Uani d . 1 . . C
C2 0.8251(5) 0.1428(4) 0.9278(4) 0.1050(18) Uani d . 1 . . C
H2A 0.8197 0.1207 0.9961 0.158 Uiso calc R 1 . . H
H2B 0.8991 0.1894 0.9110 0.158 Uiso calc R 1 . . H
H2C 0.7955 0.0808 0.8853 0.158 Uiso calc R 1 . . H
C3 0.6445(4) 0.1272(4) 0.9263(4) 0.1070(18) Uani d . 1 . . C
H3A 0.6081 0.1676 0.9227 0.161 Uiso calc R 1 . . H
H3B 0.6311 0.0924 0.9900 0.161 Uiso calc R 1 . . H
H3C 0.6187 0.0742 0.8744 0.161 Uiso calc R 1 . . H
C4 0.7889(3) 0.2588(3) 0.8147(2) 0.0726(12) Uani d . 1 . . C
C5 0.9050(3) 0.3387(4) 0.8069(4) 0.0887(14) Uani d . 1 . . C
H5A 0.9264 0.3862 0.8633 0.133 Uiso calc R 1 . . H
H5B 0.9181 0.3794 0.7467 0.133 Uiso calc R 1 . . H
H5C 0.9455 0.3023 0.8059 0.133 Uiso calc R 1 . . H
C6 0.7521(4) 0.1832(4) 0.7280(3) 0.0944(16) Uani d . 1 . . C
H6A 0.7708 0.2233 0.6669 0.142 Uiso calc R 1 . . H
H6B 0.6757 0.1372 0.7313 0.142 Uiso calc R 1 . . H
H6C 0.7861 0.1404 0.7302 0.142 Uiso calc R 1 . . H
O1 0.7982(2) 0.2787(2) 0.98827(17) 0.0755(9) Uani d D 1 . . O
H1OA 0.780(7) 0.325(6) 0.974(7) 0.120 Uiso d PD 0.50 . . H
H1OB 0.749(6) 0.236(6) 1.028(6) 0.120 Uiso d PD 0.50 . . H
O2 0.7290(3) 0.3116(2) 0.8107(2) 0.0873(11) Uani d D 1 . . O
H2OA 0.744(9) 0.374(5) 0.830(6) 0.120 Uiso d PD 0.50 . . H
H2OB 0.693(7) 0.302(7) 0.758(5) 0.120 Uiso d PD 0.50 . . H
O1W 1.045(4) 0.0225(18) 0.9167 0.63(3) Uani d S 1 . . O
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
C1 0.107(3) 0.077(3) 0.050(2) 0.053(3) -0.005(2) 0.000(2)
C2 0.166(5) 0.119(4) 0.074(3) 0.104(4) 0.007(3) 0.011(3)
C3 0.100(4) 0.084(3) 0.109(4) 0.025(3) 0.028(3) 0.017(3)
C4 0.099(3) 0.082(3) 0.047(2) 0.054(2) -0.008(2) -0.0049(19)
C5 0.077(3) 0.091(3) 0.084(3) 0.032(3) 0.009(2) 0.013(3)
C6 0.132(4) 0.102(3) 0.056(3) 0.063(3) -0.018(2) -0.021(2)
O1 0.094(2) 0.096(2) 0.0406(14) 0.0503(18) -0.0018(13) -0.0054(13)
O2 0.119(3) 0.100(2) 0.0673(19) 0.073(2) -0.0138(16) 0.0029(15)
O1W 0.81(5) 0.46(2) 0.72(7) 0.41(3) 0.000 -0.23(4)
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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O1 C1 C4 108.0(3) no
O1 C1 C3 108.2(4) no
C4 C1 C3 111.6(4) no
O1 C1 C2 106.1(3) no
C4 C1 C2 111.5(4) no
C3 C1 C2 111.2(4) no
C1 C2 H2A 109.5 no
C1 C2 H2B 109.5 no
H2A C2 H2B 109.5 no
C1 C2 H2C 109.5 no
H2A C2 H2C 109.5 no
H2B C2 H2C 109.5 no
C1 C3 H3A 109.5 no
C1 C3 H3B 109.5 no
H3A C3 H3B 109.5 no
C1 C3 H3C 109.5 no
H3A C3 H3C 109.5 no
H3B C3 H3C 109.5 no
O2 C4 C5 109.6(3) no
O2 C4 C6 105.9(3) no
C5 C4 C6 111.2(4) no
O2 C4 C1 106.3(3) no
C5 C4 C1 110.9(3) no
C6 C4 C1 112.7(3) no
C4 C5 H5A 109.5 no
C4 C5 H5B 109.5 no
H5A C5 H5B 109.5 no
C4 C5 H5C 109.5 no
H5A C5 H5C 109.5 no
H5B C5 H5C 109.5 no
C4 C6 H6A 109.5 no
C4 C6 H6B 109.5 no
H6A C6 H6B 109.5 no
C4 C6 H6C 109.5 no
H6A C6 H6C 109.5 no
H6B C6 H6C 109.5 no
C1 O1 H1OA 109(7) no
C1 O1 H1OB 92(6) no
H1OA O1 H1OB 104(7) no
C4 O2 H2OA 131(7) no
C4 O2 H2OB 115(6) no
H2OA O2 H2OB 105(7) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 . 1.417(5) no
C1 C4 . 1.535(5) no
C1 C3 . 1.541(7) no
C1 C2 . 1.547(6) no
C2 H2A . 0.9800 no
C2 H2B . 0.9800 no
C2 H2C . 0.9800 no
C3 H3A . 0.9800 no
C3 H3B . 0.9800 no
C3 H3C . 0.9800 no
C4 O2 . 1.437(5) no
C4 C5 . 1.515(6) no
C4 C6 . 1.527(5) no
C5 H5A . 0.9800 no
C5 H5B . 0.9800 no
C5 H5C . 0.9800 no
C6 H6A . 0.9800 no
C6 H6B . 0.9800 no
C6 H6C . 0.9800 no
O1 H1OA . 0.87(5) no
O1 H1OB . 0.87(5) no
O2 H2OA . 0.87(5) no
O2 H2OB . 0.87(5) 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
O1 C1 C4 O2 -62.8(4) no
C3 C1 C4 O2 56.0(4) no
C2 C1 C4 O2 -179.1(4) no
O1 C1 C4 C5 56.2(4) no
C3 C1 C4 C5 175.0(4) no
C2 C1 C4 C5 -60.0(4) no
O1 C1 C4 C6 -178.4(4) no
C3 C1 C4 C6 -59.6(5) no
C2 C1 C4 C6 65.4(5) no
