#------------------------------------------------------------------------------
#$Date: 2012-02-26 23:34:47 +0200 (Sun, 26 Feb 2012) $
#$Revision: 35909 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/03/7200313.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_7200313
loop_
_publ_author_name
'Linder, Peter W.'
'Nassimbeni, Luigi R.'
'Su, Hong'
_publ_section_title
;
 Selectivity of butanol isomers by enclathration
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              192
_journal_volume                  11
_journal_year                    2009
_chemical_formula_sum            'C22 H30 O3'
_chemical_formula_weight         342.46
_chemical_name_systematic
;
1,1-bis(4-hydroxyphenyl)cyclohexane iso-butanol clathrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.029(2)
_cell_angle_beta                 100.875(3)
_cell_angle_gamma                101.498(3)
_cell_formula_units_Z            2
_cell_length_a                   6.2259(2)
_cell_length_b                   10.8829(6)
_cell_length_c                   15.2046(8)
_cell_measurement_temperature    173(2)
_cell_volume                     985.15(8)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT program (Nonius, 2000)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Nonius Kappa CCD diffractometer'
_diffrn_measurement_method       '1.2\% \f scans and \w scans'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0489
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3719
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         2.23
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            P-1
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.016(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3719
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0443
_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/[\s^2^(Fo^2^)+(0.0553P)^2^+0.1753P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1202
_reflns_number_gt                2481
_reflns_number_total             3719
_reflns_threshold_expression     >2sigma(I)
_[local]_cod_data_source_file    b812887a.txt
_[local]_cod_data_source_block   HisoBuOH
_[local]_cod_cif_authors_sg_H-M  P-1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_database_code               7200313
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.0606(2) 0.55709(12) 0.16352(8) 0.0340(3) Uani 1 1 d . . .
H1 H 0.171(4) 0.578(2) 0.1340(17) 0.078(8) Uiso 1 1 d . . .
O2 O -0.2008(2) -0.28308(12) 0.19115(8) 0.0377(3) Uani 1 1 d . . .
H2 H -0.095(4) -0.337(2) 0.1844(15) 0.067(7) Uiso 1 1 d . . .
C1 C 0.2070(2) 0.18855(15) 0.40658(11) 0.0243(4) Uani 1 1 d . . .
C2 C 0.4594(3) 0.20252(16) 0.44672(11) 0.0284(4) Uani 1 1 d . . .
H2A H 0.4802 0.1295 0.4802 0.034 Uiso 1 1 calc R . .
H2B H 0.5414 0.2015 0.3970 0.034 Uiso 1 1 calc R . .
C3 C 0.5585(3) 0.32428(17) 0.51011(12) 0.0320(4) Uani 1 1 d . . .
H3A H 0.7197 0.3291 0.5339 0.038 Uiso 1 1 calc R . .
H3B H 0.5449 0.3977 0.4762 0.038 Uiso 1 1 calc R . .
C4 C 0.4388(3) 0.32964(19) 0.58817(12) 0.0354(5) Uani 1 1 d . . .
H4A H 0.4997 0.4114 0.6262 0.042 Uiso 1 1 calc R . .
H4B H 0.4658 0.2615 0.6259 0.042 Uiso 1 1 calc R . .
C5 C 0.1880(3) 0.31471(17) 0.55379(11) 0.0304(4) Uani 1 1 d . . .
H5A H 0.1600 0.3893 0.5235 0.036 Uiso 1 1 calc R . .
H5B H 0.1118 0.3105 0.6054 0.036 Uiso 1 1 calc R . .
C6 C 0.0906(3) 0.19517(16) 0.48752(11) 0.0266(4) Uani 1 1 d . . .
H6A H -0.0707 0.1909 0.4645 0.032 Uiso 1 1 calc R . .
H6B H 0.1036 0.1206 0.5202 0.032 Uiso 1 1 calc R . .
C13 C 0.1068(3) 0.06022(16) 0.34915(10) 0.0241(4) Uani 1 1 d . . .
C18 C 0.2280(3) -0.03109(17) 0.33551(11) 0.0291(4) Uani 1 1 d . . .
H18 H 0.3826 -0.0151 0.3630 0.035 Uiso 1 1 calc R . .
C17 C 0.1299(3) -0.14510(16) 0.28290(11) 0.0310(4) Uani 1 1 d . . .
H17 H 0.2173 -0.2055 0.2744 0.037 Uiso 1 1 calc R . .
C16 C -0.0952(3) -0.17059(16) 0.24291(11) 0.0287(4) Uani 1 1 d . . .
C15 C -0.2208(3) -0.08214(16) 0.25541(11) 0.0299(4) Uani 1 1 d . . .
H15 H -0.3759 -0.0993 0.2285 0.036 Uiso 1 1 calc R . .
C14 C -0.1203(3) 0.03144(17) 0.30722(11) 0.0292(4) Uani 1 1 d . . .
H14 H -0.2082 0.0920 0.3146 0.035 Uiso 1 1 calc R . .
C7 C 0.1709(2) 0.29148(15) 0.34403(10) 0.0241(4) Uani 1 1 d . . .
C12 C 0.0030(3) 0.35885(16) 0.34451(11) 0.0273(4) Uani 1 1 d . . .
H12 H -0.0899 0.3444 0.3873 0.033 Uiso 1 1 calc R . .
C11 C -0.0327(3) 0.44635(16) 0.28444(11) 0.0284(4) Uani 1 1 d . . .
H11 H -0.1491 0.4905 0.2863 0.034 Uiso 1 1 calc R . .
C10 C 0.1005(3) 0.46943(15) 0.22191(11) 0.0259(4) Uani 1 1 d . . .
C9 C 0.2672(3) 0.40255(17) 0.21881(11) 0.0302(4) Uani 1 1 d . . .
H9 H 0.3588 0.4169 0.1756 0.036 Uiso 1 1 calc R . .
C8 C 0.2994(3) 0.31508(16) 0.27877(11) 0.0292(4) Uani 1 1 d . . .
H8 H 0.4132 0.2694 0.2755 0.035 Uiso 1 1 calc R . .
O1G O 0.3904(2) 0.62318(14) 0.08190(9) 0.0480(4) Uani 1 1 d . . .
H1G H 0.515(4) 0.660(2) 0.1170(16) 0.070(8) Uiso 1 1 d . . .
C1G C 0.3912(4) 0.6625(2) -0.00578(13) 0.0478(5) Uani 1 1 d . . .
H1G1 H 0.2635 0.6080 -0.0493 0.057 Uiso 1 1 calc R . .
H1G2 H 0.5307 0.6503 -0.0240 0.057 Uiso 1 1 calc R . .
C2G C 0.3754(4) 0.7980(2) -0.01101(14) 0.0508(6) Uani 1 1 d . . .
H2G H 0.5029 0.8519 0.0343 0.061 Uiso 1 1 calc R . .
C3G C 0.4002(5) 0.8339(2) -0.10423(16) 0.0831(9) Uani 1 1 d . . .
H3G1 H 0.5419 0.8180 -0.1164 0.125 Uiso 1 1 calc R . .
H3G2 H 0.3993 0.9235 -0.1065 0.125 Uiso 1 1 calc R . .
H3G3 H 0.2752 0.7831 -0.1497 0.125 Uiso 1 1 calc R . .
C4G C 0.1600(5) 0.8213(3) 0.0114(2) 0.0924(10) Uani 1 1 d . . .
H4G1 H 0.1556 0.9104 0.0080 0.139 Uiso 1 1 calc R . .
H4G2 H 0.1520 0.8003 0.0724 0.139 Uiso 1 1 calc R . .
H4G3 H 0.0324 0.7685 -0.0318 0.139 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0390(7) 0.0295(7) 0.0372(7) 0.0104(6) 0.0096(6) 0.0125(6)
O2 0.0322(7) 0.0277(8) 0.0478(8) -0.0059(6) -0.0018(6) 0.0070(6)
C1 0.0214(8) 0.0243(9) 0.0276(9) 0.0036(7) 0.0051(6) 0.0057(7)
C2 0.0228(9) 0.0294(10) 0.0342(10) 0.0044(8) 0.0054(7) 0.0086(7)
C3 0.0217(9) 0.0315(10) 0.0402(10) 0.0003(8) 0.0025(7) 0.0051(7)
C4 0.0317(10) 0.0371(11) 0.0337(10) -0.0024(8) 0.0007(8) 0.0070(8)
C5 0.0300(9) 0.0347(11) 0.0274(9) 0.0018(8) 0.0073(7) 0.0084(8)
C6 0.0242(8) 0.0274(10) 0.0293(9) 0.0060(8) 0.0064(7) 0.0061(7)
C13 0.0236(8) 0.0244(9) 0.0257(9) 0.0064(7) 0.0065(6) 0.0060(7)
C18 0.0225(8) 0.0286(10) 0.0356(10) 0.0038(8) 0.0031(7) 0.0070(7)
C17 0.0284(9) 0.0271(10) 0.0383(10) 0.0013(8) 0.0036(7) 0.0118(8)
C16 0.0301(9) 0.0239(10) 0.0304(9) 0.0036(8) 0.0029(7) 0.0046(7)
C15 0.0232(9) 0.0303(10) 0.0351(10) 0.0031(8) 0.0030(7) 0.0062(7)
C14 0.0260(9) 0.0274(10) 0.0364(10) 0.0037(8) 0.0064(7) 0.0107(7)
C7 0.0222(8) 0.0221(9) 0.0264(9) -0.0004(7) 0.0034(6) 0.0035(7)
C12 0.0245(9) 0.0276(10) 0.0318(9) 0.0053(8) 0.0095(7) 0.0067(7)
C11 0.0268(9) 0.0267(10) 0.0329(10) 0.0008(8) 0.0052(7) 0.0105(7)
C10 0.0293(9) 0.0206(9) 0.0265(9) 0.0028(7) 0.0020(7) 0.0056(7)
C9 0.0332(10) 0.0302(10) 0.0311(10) 0.0048(8) 0.0128(7) 0.0099(8)
C8 0.0268(9) 0.0290(10) 0.0358(10) 0.0054(8) 0.0099(7) 0.0120(8)
O1G 0.0366(8) 0.0605(10) 0.0404(8) 0.0175(7) 0.0007(6) -0.0023(7)
C1G 0.0592(13) 0.0462(13) 0.0342(11) 0.0065(10) 0.0076(9) 0.0039(10)
C2G 0.0693(15) 0.0410(13) 0.0375(11) 0.0015(10) 0.0059(10) 0.0071(11)
C3G 0.143(3) 0.0514(17) 0.0468(15) 0.0141(12) 0.0139(15) 0.0048(16)
C4G 0.102(2) 0.096(2) 0.097(2) 0.0233(19) 0.0238(18) 0.0547(19)
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 C1 C7 106.88(12) . . ?
C13 C1 C6 108.74(13) . . ?
C7 C1 C6 113.00(13) . . ?
C13 C1 C2 111.35(13) . . ?
C7 C1 C2 110.54(13) . . ?
C6 C1 C2 106.38(13) . . ?
C3 C2 C1 112.43(13) . . ?
C4 C3 C2 111.03(14) . . ?
C3 C4 C5 110.76(14) . . ?
C4 C5 C6 111.23(14) . . ?
C5 C6 C1 113.74(13) . . ?
C18 C13 C14 116.59(15) . . ?
C18 C13 C1 124.20(14) . . ?
C14 C13 C1 119.21(14) . . ?
C17 C18 C13 121.94(15) . . ?
C16 C17 C18 119.89(16) . . ?
O2 C16 C15 118.30(14) . . ?
O2 C16 C17 122.02(16) . . ?
C15 C16 C17 119.67(16) . . ?
C16 C15 C14 119.77(15) . . ?
C15 C14 C13 122.14(16) . . ?
C12 C7 C8 116.46(15) . . ?
C12 C7 C1 123.24(14) . . ?
C8 C7 C1 120.16(14) . . ?
C11 C12 C7 121.98(15) . . ?
C10 C11 C12 120.14(15) . . ?
O1 C10 C11 118.56(15) . . ?
O1 C10 C9 122.12(15) . . ?
C11 C10 C9 119.31(15) . . ?
C8 C9 C10 119.77(16) . . ?
C9 C8 C7 122.32(15) . . ?
O1G C1G C2G 113.57(17) . . ?
C1G C2G C4G 111.5(2) . . ?
C1G C2G C3G 109.38(18) . . ?
C4G C2G C3G 111.6(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C10 1.375(2) . ?
O2 C16 1.378(2) . ?
C1 C13 1.542(2) . ?
C1 C7 1.543(2) . ?
C1 C6 1.546(2) . ?
C1 C2 1.547(2) . ?
C2 C3 1.528(2) . ?
C3 C4 1.520(2) . ?
C4 C5 1.522(2) . ?
C5 C6 1.532(2) . ?
C13 C18 1.389(2) . ?
C13 C14 1.400(2) . ?
C18 C17 1.388(2) . ?
C17 C16 1.382(2) . ?
C16 C15 1.380(2) . ?
C15 C14 1.382(2) . ?
C7 C12 1.392(2) . ?
C7 C8 1.395(2) . ?
C12 C11 1.386(2) . ?
C11 C10 1.379(2) . ?
C10 C9 1.387(2) . ?
C9 C8 1.381(2) . ?
O1G C1G 1.429(2) . ?
C1G C2G 1.504(3) . ?
C2G C4G 1.508(3) . ?
C2G C3G 1.524(3) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O1G 0.89(3) 1.71(3) 2.6021(19) 177(2) .
O2 H2 O1 0.98(2) 1.69(3) 2.6714(18) 173(2) 1_545
O1G H1G O2 0.86(2) 1.87(2) 2.7218(18) 172(2) 1_665