#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/59/7105970.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_7105970
loop_
_publ_author_name
'Jackson J. Lee'
'Rebecca O. Fuller'
'Alexandre N. Sobolev'
'Henrik F. Clausen'
'Jacob Overgaard'
'George A. Koutsantonis'
'Bo B. Iversen'
'Mark A. Spackman'
_publ_section_title
;
 Temperature-dependent crystal structure of the isopropanol clathrate of
 Dianin's compound
;
_journal_name_full               Chem.Commun.
_journal_page_first              2029
_journal_paper_doi               10.1039/c0cc04418k
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety         'C18 H20 O2'
_chemical_formula_sum            'C18 H20 O2'
_chemical_formula_weight         268.34
_chemical_name_common            4-p-Hydroxyphenyl-2,2,4-trimethylchroman
_chemical_name_systematic
;
4-p-Hydroxyphenyl-2,2,4-trimethylchroman
;
_space_group_IT_number           148
_symmetry_cell_setting           trigonal
_symmetry_Int_Tables_number      148
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                120.0
_cell_formula_units_Z            18
_cell_length_a                   26.7783(12)
_cell_length_b                   26.7783
_cell_length_c                   10.9031(4)
_cell_measurement_reflns_used    12176
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.26
_cell_measurement_theta_min      2.97
_cell_volume                     6770.9(4)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov 6 2009,16:24:50)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov 6 2009,16:24:50)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov 6 2009,16:24:50)
;
_computing_molecular_graphics    'Mercury CSD v. 2.3 (2009)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 16.0009
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type
'Oxford Diffraction Xcalibur-S, Sapphire3 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_sigmaI/netI    0.0507
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            48523
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         32.29
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov 6 2009,16:24:50)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2592
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         5194
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0479
_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)+(0.0740P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1280
_reflns_number_gt                3511
_reflns_number_total             5194
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC04418K.TXT
_cod_data_source_block           gk286
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7105970
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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 0.06446(4) 0.11877(4) 0.48203(8) 0.0287(2) Uani 1 1 d . . .
H1 H 0.0840 0.1018 0.4896 0.043 Uiso 1 1 calc R . .
O2 O 0.08799(3) 0.26203(3) -0.12882(7) 0.01902(18) Uani 1 1 d . . .
C2 C 0.08817(4) 0.29875(5) -0.04104(10) 0.0159(2) Uani 1 1 d . . .
C1 C 0.11127(5) 0.22497(5) -0.09479(10) 0.0164(2) Uani 1 1 d . . .
C3 C 0.12080(4) 0.31337(4) 0.06691(10) 0.0153(2) Uani 1 1 d . . .
C4 C 0.15886(4) 0.28777(5) 0.09781(10) 0.0149(2) Uani 1 1 d . . .
C5 C 0.16598(5) 0.26003(5) -0.01967(9) 0.0163(2) Uani 1 1 d . . .
H5A H 0.1951 0.2910 -0.0725 0.020 Uiso 1 1 calc R . .
H5B H 0.1814 0.2345 0.0034 0.020 Uiso 1 1 calc R . .
C6 C 0.21979(5) 0.33669(5) 0.13350(11) 0.0207(2) Uani 1 1 d . . .
H6A H 0.2174 0.3557 0.2083 0.031 Uiso 1 1 calc R . .
H6B H 0.2357 0.3649 0.0668 0.031 Uiso 1 1 calc R . .
H6C H 0.2450 0.3205 0.1481 0.031 Uiso 1 1 calc R . .
C7 C 0.11817(5) 0.35358(5) 0.14457(10) 0.0181(2) Uani 1 1 d . . .
H7 H 0.1404 0.3645 0.2178 0.022 Uiso 1 1 calc R . .
C8 C 0.08438(5) 0.37801(5) 0.11861(10) 0.0199(2) Uani 1 1 d . . .
H8 H 0.0834 0.4051 0.1734 0.024 Uiso 1 1 calc R . .
C9 C 0.05190(5) 0.36238(5) 0.01117(11) 0.0202(2) Uani 1 1 d . . .
H9 H 0.0282 0.3785 -0.0074 0.024 Uiso 1 1 calc R . .
C10 C 0.05415(5) 0.32343(5) -0.06840(10) 0.0185(2) Uani 1 1 d . . .
H10 H 0.0324 0.3133 -0.1423 0.022 Uiso 1 1 calc R . .
C11 C 0.13390(4) 0.24400(5) 0.20386(9) 0.0157(2) Uani 1 1 d . . .
C12 C 0.16318(5) 0.21595(5) 0.24460(10) 0.0188(2) Uani 1 1 d . . .
H12 H 0.1989 0.2252 0.2078 0.023 Uiso 1 1 calc R . .
C13 C 0.14110(5) 0.17496(5) 0.33761(10) 0.0205(2) Uani 1 1 d . . .
H13 H 0.1619 0.1568 0.3640 0.025 Uiso 1 1 calc R . .
C14 C 0.08884(5) 0.16058(5) 0.39181(10) 0.0193(2) Uani 1 1 d . . .
C15 C 0.05959(5) 0.18848(5) 0.35558(10) 0.0197(2) Uani 1 1 d . . .
H15 H 0.0242 0.1796 0.3939 0.024 Uiso 1 1 calc R . .
C16 C 0.08221(5) 0.22964(5) 0.26255(10) 0.0173(2) Uani 1 1 d . . .
H16 H 0.0617 0.2485 0.2384 0.021 Uiso 1 1 calc R . .
C17 C 0.12622(5) 0.20748(5) -0.21553(11) 0.0225(2) Uani 1 1 d . . .
H17A H 0.0910 0.1849 -0.2636 0.034 Uiso 1 1 calc R . .
H17B H 0.1444 0.1842 -0.1995 0.034 Uiso 1 1 calc R . .
H17C H 0.1530 0.2421 -0.2616 0.034 Uiso 1 1 calc R . .
C18 C 0.06374(5) 0.17227(5) -0.02898(11) 0.0206(2) Uani 1 1 d . . .
H18A H 0.0302 0.1523 -0.0832 0.031 Uiso 1 1 calc R . .
H18B H 0.0525 0.1846 0.0456 0.031 Uiso 1 1 calc R . .
H18C H 0.0779 0.1461 -0.0071 0.031 Uiso 1 1 calc R . .
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
C14 O1 H1 109.5 . . ?
C2 O2 C1 117.45(8) . . ?
O2 C2 C10 114.87(9) . . ?
O2 C2 C3 124.44(9) . . ?
C10 C2 C3 120.66(10) . . ?
O2 C1 C17 104.95(9) . . ?
O2 C1 C5 108.89(8) . . ?
C17 C1 C5 109.61(9) . . ?
O2 C1 C18 107.81(9) . . ?
C17 C1 C18 110.44(9) . . ?
C5 C1 C18 114.66(9) . . ?
C7 C3 C2 117.35(10) . . ?
C7 C3 C4 120.99(9) . . ?
C2 C3 C4 121.64(9) . . ?
C3 C4 C5 107.77(8) . . ?
C3 C4 C11 112.03(8) . . ?
C5 C4 C11 111.62(8) . . ?
C3 C4 C6 109.54(9) . . ?
C5 C4 C6 106.57(8) . . ?
C11 C4 C6 109.15(8) . . ?
C1 C5 C4 115.55(9) . . ?
C1 C5 H5A 108.4 . . ?
C4 C5 H5A 108.4 . . ?
C1 C5 H5B 108.4 . . ?
C4 C5 H5B 108.4 . . ?
H5A C5 H5B 107.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C3 122.41(10) . . ?
C8 C7 H7 118.8 . . ?
C3 C7 H7 118.8 . . ?
C7 C8 C9 119.14(10) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C10 C9 C8 119.93(10) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C2 120.49(10) . . ?
C9 C10 H10 119.8 . . ?
C2 C10 H10 119.8 . . ?
C16 C11 C12 116.83(10) . . ?
C16 C11 C4 123.21(9) . . ?
C12 C11 C4 119.96(9) . . ?
C13 C12 C11 121.53(10) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C14 C13 C12 120.17(10) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C15 C14 O1 118.32(10) . . ?
C15 C14 C13 119.64(10) . . ?
O1 C14 C13 122.04(10) . . ?
C14 C15 C16 119.69(10) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C11 C16 C15 122.11(10) . . ?
C11 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C1 C17 H17A 109.5 . . ?
C1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1 C18 H18A 109.5 . . ?
C1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
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 C14 1.3843(14) . ?
O1 H1 0.8500 . ?
O2 C2 1.3706(13) . ?
O2 C1 1.4592(13) . ?
C2 C10 1.3990(15) . ?
C2 C3 1.3999(15) . ?
C1 C17 1.5167(15) . ?
C1 C5 1.5243(15) . ?
C1 C18 1.5266(16) . ?
C3 C7 1.3990(15) . ?
C3 C4 1.5235(15) . ?
C4 C5 1.5398(14) . ?
C4 C11 1.5409(15) . ?
C4 C6 1.5467(15) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.3852(15) . ?
C7 H7 0.9500 . ?
C8 C9 1.3928(16) . ?
C8 H8 0.9500 . ?
C9 C10 1.3809(16) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.3932(15) . ?
C11 C12 1.4016(15) . ?
C12 C13 1.3906(16) . ?
C12 H12 0.9500 . ?
C13 C14 1.3845(16) . ?
C13 H13 0.9500 . ?
C14 C15 1.3831(16) . ?
C15 C16 1.3939(15) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
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 O1 0.85 1.94 2.7855(9) 171.8 11_556
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
_geom_torsion_publ_flag
C1 O2 C2 C10 -166.21(9) . . . . ?
C1 O2 C2 C3 16.05(15) . . . . ?
C2 O2 C1 C17 -159.31(9) . . . . ?
C2 O2 C1 C5 -42.02(12) . . . . ?
C2 O2 C1 C18 82.95(11) . . . . ?
O2 C2 C3 C7 177.14(10) . . . . ?
C10 C2 C3 C7 -0.48(16) . . . . ?
O2 C2 C3 C4 -1.46(16) . . . . ?
C10 C2 C3 C4 -179.08(10) . . . . ?
C7 C3 C4 C5 -163.76(10) . . . . ?
C2 C3 C4 C5 14.79(13) . . . . ?
C7 C3 C4 C11 73.08(12) . . . . ?
C2 C3 C4 C11 -108.37(11) . . . . ?
C7 C3 C4 C6 -48.19(13) . . . . ?
C2 C3 C4 C6 130.35(11) . . . . ?
O2 C1 C5 C4 57.84(11) . . . . ?
C17 C1 C5 C4 172.13(9) . . . . ?
C18 C1 C5 C4 -63.01(12) . . . . ?
C3 C4 C5 C1 -43.16(12) . . . . ?
C11 C4 C5 C1 80.26(11) . . . . ?
C6 C4 C5 C1 -160.66(9) . . . . ?
C2 C3 C7 C8 0.85(16) . . . . ?
C4 C3 C7 C8 179.45(10) . . . . ?
C3 C7 C8 C9 -0.29(17) . . . . ?
C7 C8 C9 C10 -0.65(16) . . . . ?
C8 C9 C10 C2 1.01(16) . . . . ?
O2 C2 C10 C9 -178.27(10) . . . . ?
C3 C2 C10 C9 -0.44(16) . . . . ?
C3 C4 C11 C16 0.63(14) . . . . ?
C5 C4 C11 C16 -120.34(11) . . . . ?
C6 C4 C11 C16 122.12(11) . . . . ?
C3 C4 C11 C12 179.84(9) . . . . ?
C5 C4 C11 C12 58.88(12) . . . . ?
C6 C4 C11 C12 -58.66(12) . . . . ?
C16 C11 C12 C13 1.17(16) . . . . ?
C4 C11 C12 C13 -178.09(10) . . . . ?
C11 C12 C13 C14 0.49(17) . . . . ?
C12 C13 C14 C15 -1.99(17) . . . . ?
C12 C13 C14 O1 177.99(10) . . . . ?
O1 C14 C15 C16 -178.21(10) . . . . ?
C13 C14 C15 C16 1.77(17) . . . . ?
C12 C11 C16 C15 -1.40(16) . . . . ?
C4 C11 C16 C15 177.83(10) . . . . ?
C14 C15 C16 C11 -0.04(16) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 88264
