#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/04/2220417.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_2220417
loop_
_publ_author_name
'Kerscher, Tobias'
'Betz, Richard'
'Klüfers, Peter'
'Mayer, Peter'
_publ_section_title
;
 (1S*,2S*)-1,2-Di-tert-butylglycol
;
_journal_coeditor_code           BI2332
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o211
_journal_paper_doi               10.1107/S1600536808043560
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C10 H22 O2'
_chemical_formula_moiety         'C10 H22 O2'
_chemical_formula_sum            'C10 H22 O2'
_chemical_formula_weight         174.28
_chemical_name_common            1,2-Di-tert-butylglycol
_chemical_name_systematic
;
(1S*,2S*)-1,2-Di-tert-butylglycol
;
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_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            4
_cell_length_a                   9.7799(3)
_cell_length_b                   16.3879(7)
_cell_length_c                   6.9771(3)
_cell_measurement_reflns_used    13560
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      3.134
_cell_volume                     1118.23(8)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2004)'
_computing_data_reduction
'DENZO and SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'CCD; rotation images; thick slices'
_diffrn_radiation_monochromator  'MONTEL, graded multilayered X-ray optics'
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_sigmaI/netI    0.0289
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8640
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         3.17
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.035
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1490
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0410
_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)+(0.0621P)²+0.0637P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1089
_reflns_number_gt                1253
_reflns_number_total             1490
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bi2332.cif
_cod_data_source_block           I
_cod_database_code               2220417
_cod_database_fobs_code          2220417
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.13030(11) 0.30082(8) 0.96003(18) 0.0402(3) Uani d . 1 . .
H H811 0.0476 0.2922 0.9857 0.060 Uiso calc R 1 . .
O O2 0.35411(12) 0.22582(8) 0.9762(2) 0.0437(4) Uani d . 1 . .
H H821 0.3054 0.2548 1.0484 0.066 Uiso calc R 1 . .
C C1 0.16231(16) 0.26595(10) 0.7782(2) 0.0330(4) Uani d . 1 . .
H H1 0.0792 0.2371 0.7292 0.040 Uiso calc R 1 . .
C C2 0.27611(16) 0.20174(10) 0.8121(2) 0.0332(4) Uani d . 1 . .
H H2 0.3386 0.2035 0.6988 0.040 Uiso calc R 1 . .
C C3 0.19990(19) 0.33399(11) 0.6353(3) 0.0393(4) Uani d . 1 . .
C C4 0.0811(2) 0.39538(13) 0.6286(3) 0.0551(6) Uani d . 1 . .
H H41 0.0731 0.4228 0.7530 0.083 Uiso calc R 1 . .
H H42 -0.0042 0.3665 0.6001 0.083 Uiso calc R 1 . .
H H43 0.0987 0.4360 0.5285 0.083 Uiso calc R 1 . .
C C5 0.2176(3) 0.29796(15) 0.4358(3) 0.0628(6) Uani d . 1 . .
H H51 0.2281 0.3422 0.3424 0.094 Uiso calc R 1 . .
H H52 0.1370 0.2653 0.4031 0.094 Uiso calc R 1 . .
H H53 0.2992 0.2632 0.4335 0.094 Uiso calc R 1 . .
C C6 0.3298(2) 0.37869(13) 0.6961(3) 0.0516(5) Uani d . 1 . .
H H61 0.4075 0.3409 0.6917 0.077 Uiso calc R 1 . .
H H62 0.3188 0.3994 0.8270 0.077 Uiso calc R 1 . .
H H63 0.3466 0.4244 0.6087 0.077 Uiso calc R 1 . .
C C7 0.22584(18) 0.11294(12) 0.8338(3) 0.0409(5) Uani d . 1 . .
C C8 0.1634(3) 0.08512(14) 0.6441(4) 0.0687(7) Uani d . 1 . .
H H81 0.2274 0.0967 0.5394 0.103 Uiso calc R 1 . .
H H82 0.0776 0.1145 0.6218 0.103 Uiso calc R 1 . .
H H83 0.1453 0.0264 0.6494 0.103 Uiso calc R 1 . .
C C9 0.1230(2) 0.10514(15) 0.9965(4) 0.0656(7) Uani d . 1 . .
H H91 0.0986 0.0476 1.0138 0.098 Uiso calc R 1 . .
H H92 0.0407 0.1366 0.9653 0.098 Uiso calc R 1 . .
H H93 0.1634 0.1262 1.1150 0.098 Uiso calc R 1 . .
C C10 0.3495(2) 0.05872(12) 0.8749(4) 0.0542(5) Uani d . 1 . .
H H101 0.3896 0.0740 0.9985 0.081 Uiso calc R 1 . .
H H102 0.4176 0.0658 0.7733 0.081 Uiso calc R 1 . .
H H103 0.3204 0.0015 0.8793 0.081 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 H811 . . 109.5 ?
C2 O2 H821 . . 109.5 ?
O1 C1 C3 . . 109.77(14) ?
O1 C1 C2 . . 107.08(13) ?
C3 C1 C2 . . 114.77(13) ?
O1 C1 H1 . . 108.3 ?
C3 C1 H1 . . 108.3 ?
C2 C1 H1 . . 108.3 ?
O2 C2 C7 . . 110.58(14) ?
O2 C2 C1 . . 108.52(13) ?
C7 C2 C1 . . 115.24(14) ?
O2 C2 H2 . . 107.4 ?
C7 C2 H2 . . 107.4 ?
C1 C2 H2 . . 107.4 ?
C5 C3 C6 . . 110.22(19) ?
C5 C3 C4 . . 108.20(17) ?
C6 C3 C4 . . 108.86(16) ?
C5 C3 C1 . . 109.78(16) ?
C6 C3 C1 . . 111.47(15) ?
C4 C3 C1 . . 108.22(14) ?
C3 C4 H41 . . 109.5 ?
C3 C4 H42 . . 109.5 ?
H41 C4 H42 . . 109.5 ?
C3 C4 H43 . . 109.5 ?
H41 C4 H43 . . 109.5 ?
H42 C4 H43 . . 109.5 ?
C3 C5 H51 . . 109.5 ?
C3 C5 H52 . . 109.5 ?
H51 C5 H52 . . 109.5 ?
C3 C5 H53 . . 109.5 ?
H51 C5 H53 . . 109.5 ?
H52 C5 H53 . . 109.5 ?
C3 C6 H61 . . 109.5 ?
C3 C6 H62 . . 109.5 ?
H61 C6 H62 . . 109.5 ?
C3 C6 H63 . . 109.5 ?
H61 C6 H63 . . 109.5 ?
H62 C6 H63 . . 109.5 ?
C9 C7 C8 . . 110.91(18) ?
C9 C7 C10 . . 109.53(17) ?
C8 C7 C10 . . 107.79(17) ?
C9 C7 C2 . . 111.26(16) ?
C8 C7 C2 . . 108.91(16) ?
C10 C7 C2 . . 108.35(14) ?
C7 C8 H81 . . 109.5 ?
C7 C8 H82 . . 109.5 ?
H81 C8 H82 . . 109.5 ?
C7 C8 H83 . . 109.5 ?
H81 C8 H83 . . 109.5 ?
H82 C8 H83 . . 109.5 ?
C7 C9 H91 . . 109.5 ?
C7 C9 H92 . . 109.5 ?
H91 C9 H92 . . 109.5 ?
C7 C9 H93 . . 109.5 ?
H91 C9 H93 . . 109.5 ?
H92 C9 H93 . . 109.5 ?
C7 C10 H101 . . 109.5 ?
C7 C10 H102 . . 109.5 ?
H101 C10 H102 . . 109.5 ?
C7 C10 H103 . . 109.5 ?
H101 C10 H103 . . 109.5 ?
H102 C10 H103 . . 109.5 ?
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
O1 C1 . 1.426(2) ?
O1 H811 . 0.840 ?
O2 C2 . 1.431(2) ?
O2 H821 . 0.840 ?
C1 C3 . 1.540(3) ?
C1 C2 . 1.550(2) ?
C1 H1 . 1.000 ?
C2 C7 . 1.543(3) ?
C2 H2 . 1.000 ?
C3 C5 . 1.522(3) ?
C3 C6 . 1.527(3) ?
C3 C4 . 1.538(2) ?
C4 H41 . 0.980 ?
C4 H42 . 0.980 ?
C4 H43 . 0.980 ?
C5 H51 . 0.980 ?
C5 H52 . 0.980 ?
C5 H53 . 0.980 ?
C6 H61 . 0.980 ?
C6 H62 . 0.980 ?
C6 H63 . 0.980 ?
C7 C9 . 1.522(3) ?
C7 C8 . 1.527(3) ?
C7 C10 . 1.528(3) ?
C8 H81 . 0.980 ?
C8 H82 . 0.980 ?
C8 H83 . 0.980 ?
C9 H91 . 0.980 ?
C9 H92 . 0.980 ?
C9 H93 . 0.980 ?
C10 H101 . 0.980 ?
C10 H102 . 0.980 ?
C10 H103 . 0.980 ?
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 H811 O2 3_457 0.84 1.93 2.7721(16) 175.5
O2 H821 O1 . 0.84 1.97 2.5129(16) 121.4
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C2 O2 . . . . -28.26(17) ?
C3 C1 C2 O2 . . . . 93.86(17) ?
O1 C1 C2 C7 . . . . 96.34(17) ?
C3 C1 C2 C7 . . . . -141.55(15) ?
O1 C1 C3 C5 . . . . -173.34(16) ?
C2 C1 C3 C5 . . . . 66.0(2) ?
O1 C1 C3 C6 . . . . 64.23(18) ?
C2 C1 C3 C6 . . . . -56.4(2) ?
O1 C1 C3 C4 . . . . -55.45(18) ?
C2 C1 C3 C4 . . . . -176.09(15) ?
O2 C2 C7 C9 . . . . 66.46(19) ?
C1 C2 C7 C9 . . . . -57.1(2) ?
O2 C2 C7 C8 . . . . -170.99(15) ?
C1 C2 C7 C8 . . . . 65.5(2) ?
O2 C2 C7 C10 . . . . -54.00(19) ?
C1 C2 C7 C10 . . . . -177.51(16) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9249065
