#------------------------------------------------------------------------------
#$Date: 2017-10-13 07:28:26 +0200 (vie 13 de oct de 2017) $
#$Revision: 201972 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/28/2102856.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_2102856
loop_
_publ_author_name
'Lloyd, Michael A.'
'Patterson, Garth E.'
'Simpson, Greg H.'
'Duncan, Laura L.'
'King, Daniel P.'
'Fu, Yigang'
'Patrick, Brian O.'
'Parkin, Sean'
'Brock, Carolyn Pratt'
_publ_section_title
;
 Solid-state compounds of stereoisomers: cis and trans
 isomers of 1,2-cyclohexanediol and 2,3-tetralindiol
;
_journal_coeditor_code           WS5054
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              433
_journal_page_last               447
_journal_paper_doi               10.1107/S0108768107010579
_journal_volume                  63
_journal_year                    2007
_chemical_formula_moiety         'C6 H12 O2'
_chemical_formula_sum            'C6 H12 O2'
_chemical_formula_weight         116.16
_chemical_melting_point          .37E-305
_chemical_name_systematic
;
cis-1,2-cyclohexanediol
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.6170(10)
_cell_length_b                   7.6930(10)
_cell_length_c                   19.695(3)
_cell_measurement_reflns_used    14491
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      1.00
_cell_volume                     1305.6(3)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics
;
Mercury (Macrae et al., 2006)
;
_computing_publication_material
;
SHELXL-97 (Sheldrick, 1997) and local procedures
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      299(2)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans with 1.5° steps'
_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  0.0328
_diffrn_reflns_av_sigmaI/netI    0.0533
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            2017
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.14
_diffrn_standards_decay_%        38.
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO-SMN (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description
;
Thick plate.  Major faces are {001} and {110}.
;
_exptl_crystal_F_000             512
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.108
_refine_diff_density_min         -0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     75
_refine_ls_number_reflns         1133
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0404
_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)+(0.025P)²+0.15P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0875
_reflns_number_gt                777
_reflns_number_total             1133
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ws5054.cif
_cod_data_source_block           k99096
_cod_database_code               2102856
_cod_database_fobs_code          2102856
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_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
O O1 0.15845(12) 0.06377(12) 0.04103(5) 0.0447(3) Uani d . 1
H H01 0.2219 0.1120 0.0164 0.067 Uiso calc R 1
O O2 -0.12725(10) 0.24504(13) 0.03120(5) 0.0462(3) Uani d . 1
H H02 -0.1003 0.1595 0.0093 0.069 Uiso calc R 1
C C1 0.10979(16) 0.18126(17) 0.09290(7) 0.0359(4) Uani d . 1
H H1A 0.2020 0.2375 0.1120 0.043 Uiso calc R 1
C C2 0.00538(15) 0.32016(17) 0.06377(7) 0.0366(4) Uani d . 1
H H2E 0.0639 0.3885 0.0305 0.044 Uiso calc R 1
C C3 -0.05429(18) 0.44011(19) 0.11881(7) 0.0466(5) Uani d . 1
H H3E -0.1274 0.5219 0.0992 0.056 Uiso calc R 1
H H3A 0.0317 0.5059 0.1376 0.056 Uiso calc R 1
C C4 -0.13332(19) 0.3392(2) 0.17515(8) 0.0543(5) Uani d . 1
H H4E -0.1633 0.4186 0.2111 0.065 Uiso calc R 1
H H4A -0.2268 0.2852 0.1576 0.065 Uiso calc R 1
C C5 -0.0275(2) 0.2002(2) 0.20402(8) 0.0630(5) Uani d . 1
H H5E -0.0837 0.1330 0.2377 0.076 Uiso calc R 1
H H5A 0.0601 0.2549 0.2264 0.076 Uiso calc R 1
C C6 0.03130(19) 0.0794(2) 0.14826(8) 0.0501(5) Uani d . 1
H H6E 0.1041 -0.0033 0.1675 0.060 Uiso calc R 1
H H6A -0.0551 0.0148 0.1293 0.060 Uiso calc R 1
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 0.0373(7) 0.0382(7) 0.0587(7) -0.0006(5) 0.0092(5) -0.0053(5)
O2 0.0431(6) 0.0451(7) 0.0503(7) 0.0111(6) -0.0132(5) -0.0120(5)
C1 0.0310(8) 0.0348(9) 0.0419(9) -0.0003(7) -0.0014(7) -0.0034(7)
C2 0.0379(9) 0.0309(8) 0.0410(9) -0.0030(7) -0.0022(7) 0.0007(7)
C3 0.0476(10) 0.0387(10) 0.0534(11) 0.0037(8) -0.0059(8) -0.0109(8)
C4 0.0520(11) 0.0648(12) 0.0460(11) 0.0080(9) 0.0031(8) -0.0155(9)
C5 0.0682(12) 0.0797(13) 0.0410(10) 0.0033(11) 0.0040(9) 0.0065(10)
C6 0.0512(11) 0.0503(11) 0.0486(10) 0.0080(9) 0.0000(8) 0.0135(9)
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
C1 O1 H01 109.5 no
C2 O2 H02 109.5 no
O1 C1 C6 108.73(11) no
O1 C1 C2 110.56(11) no
C6 C1 C2 112.11(12) no
O1 C1 H1A 108.5 no
C6 C1 H1A 108.5 no
C2 C1 H1A 108.5 no
O2 C2 C1 111.10(11) no
O2 C2 C3 107.20(11) no
C1 C2 C3 111.21(12) no
O2 C2 H2E 109.1 no
C1 C2 H2E 109.1 no
C3 C2 H2E 109.1 no
C2 C3 C4 111.38(12) no
C2 C3 H3E 109.4 no
C4 C3 H3E 109.4 no
C2 C3 H3A 109.4 no
C4 C3 H3A 109.4 no
H3E C3 H3A 108.0 no
C5 C4 C3 111.46(13) no
C5 C4 H4E 109.3 no
C3 C4 H4E 109.3 no
C5 C4 H4A 109.3 no
C3 C4 H4A 109.3 no
H4E C4 H4A 108.0 no
C4 C5 C6 111.08(13) no
C4 C5 H5E 109.4 no
C6 C5 H5E 109.4 no
C4 C5 H5A 109.4 no
C6 C5 H5A 109.4 no
H5E C5 H5A 108.0 no
C1 C6 C5 110.73(12) no
C1 C6 H6E 109.5 no
C5 C6 H6E 109.5 no
C1 C6 H6A 109.5 no
C5 C6 H6A 109.5 no
H6E C6 H6A 108.1 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.4271(16) no
O1 H01 0.8200 no
O2 C2 1.4323(15) no
O2 H02 0.8200 no
C1 C6 1.5035(18) no
C1 C2 1.5102(18) no
C1 H1A 0.9800 no
C2 C3 1.5135(18) no
C2 H2E 0.9800 no
C3 C4 1.516(2) no
C3 H3E 0.9700 no
C3 H3A 0.9700 no
C4 C5 1.516(2) no
C4 H4E 0.9700 no
C4 H4A 0.9700 no
C5 C6 1.526(2) no
C5 H5E 0.9700 no
C5 H5A 0.9700 no
C6 H6E 0.9700 no
C6 H6A 0.9700 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H01 O2 3 0.82 1.94 2.7564(14) 170.9
O2 H02 O1 5 0.82 2.05 2.7821(14) 149.2
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 13012
