#------------------------------------------------------------------------------
#$Date: 2016-03-24 13:58:10 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179647 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/00/4510064.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_4510064
loop_
_publ_author_name
'Lee, Jackson J.'
'Sobolev, Alexandre N.'
'Turner, Michael J.'
'Fuller, Rebecca O.'
'Iversen, Bo B.'
'Koutsantonis, George A.'
'Spackman, Mark A.'
_publ_section_title
;
 Molecular Imprisonment: Host Response to Guest Location, Orientation, and
 Dynamics in Clathrates of Dianin’s Compound
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1296
_journal_paper_doi               10.1021/cg4018129
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         '6(C18 H20 O2), C H Br3'
_chemical_formula_sum            'C109 H121 Br3 O12'
_chemical_formula_weight         1862.78
_chemical_name_systematic
;
 4-p-Hydroxyphenyl-2,2,4-trimethylchroman bromoform clathrate
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   26.8516(14)
_cell_length_b                   26.8516
_cell_length_c                   10.9156(5)
_cell_measurement_reflns_used    10579
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.5766
_cell_measurement_theta_min      3.6582
_cell_volume                     6815.8(5)
_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    'CrystalExplorer 3.2 (Wolff, et al., 2013'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4738
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Oxford Diffraction Gemini-R Ultra, Ruby 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  0.0296
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            28753
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        30.000
_diffrn_reflns_theta_max         32.650
_diffrn_reflns_theta_min         3.669
_exptl_absorpt_coefficient_mu    1.396
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82176
_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    1.361
_exptl_crystal_description       needle
_exptl_crystal_F_000             2928
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         1.105
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         5280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0532
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1280P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1720
_refine_ls_wR_factor_ref         0.1773
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3862
_reflns_number_total             5280
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cg4018129_si_002.cif
_cod_data_source_block           973704
_cod_original_cell_volume        6815.8(8)
_cod_database_code               4510064
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.519
_shelx_estimated_absorpt_t_max   0.768
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.06434(5) 0.11920(5) 0.48308(10) 0.0288(3) Uani 1 1 d . . . . .
H1 H 0.0826 0.1009 0.4880 0.043 Uiso 1 1 calc R U . . .
O2 O 0.08825(4) 0.26280(4) -0.12858(9) 0.0177(2) Uani 1 1 d . . . . .
C1 C 0.11128(6) 0.22555(6) -0.09502(12) 0.0157(3) Uani 1 1 d . . . . .
C2 C 0.08817(6) 0.29902(6) -0.04066(12) 0.0152(3) Uani 1 1 d . . . . .
C3 C 0.12056(5) 0.31333(6) 0.06798(12) 0.0145(2) Uani 1 1 d . . . . .
C4 C 0.15849(5) 0.28769(6) 0.09864(12) 0.0138(2) Uani 1 1 d . . . . .
C5 C 0.16590(6) 0.26038(6) -0.01945(12) 0.0155(3) Uani 1 1 d . . . . .
H5A H 0.1950 0.2914 -0.0717 0.019 Uiso 1 1 calc R U . . .
H5B H 0.1812 0.2349 0.0032 0.019 Uiso 1 1 calc R U . . .
C6 C 0.21905(6) 0.33619(6) 0.13506(13) 0.0190(3) Uani 1 1 d . . . . .
H6A H 0.2165 0.3549 0.2101 0.029 Uiso 1 1 calc R U . . .
H6B H 0.2350 0.3646 0.0689 0.029 Uiso 1 1 calc R U . . .
H6C H 0.2441 0.3199 0.1494 0.029 Uiso 1 1 calc R U . . .
C7 C 0.11790(6) 0.35341(6) 0.14627(12) 0.0171(3) Uani 1 1 d . . . . .
H7 H 0.1399 0.3642 0.2196 0.021 Uiso 1 1 calc R U . . .
C8 C 0.08417(6) 0.37788(6) 0.12022(13) 0.0194(3) Uani 1 1 d . . . . .
H8 H 0.0831 0.4048 0.1751 0.023 Uiso 1 1 calc R U . . .
C9 C 0.05179(6) 0.36239(6) 0.01220(13) 0.0200(3) Uani 1 1 d . . . . .
H9 H 0.0282 0.3785 -0.0061 0.024 Uiso 1 1 calc R U . . .
C10 C 0.05408(6) 0.32378(6) -0.06780(13) 0.0176(3) Uani 1 1 d . . . . .
H10 H 0.0325 0.3139 -0.1416 0.021 Uiso 1 1 calc R U . . .
C11 C 0.13347(5) 0.24385(6) 0.20440(11) 0.0139(2) Uani 1 1 d . . . . .
C12 C 0.16295(6) 0.21600(6) 0.24507(12) 0.0174(3) Uani 1 1 d . . . . .
H12 H 0.1987 0.2253 0.2084 0.021 Uiso 1 1 calc R U . . .
C13 C 0.14084(6) 0.17493(6) 0.33836(13) 0.0195(3) Uani 1 1 d . . . . .
H13 H 0.1615 0.1567 0.3646 0.023 Uiso 1 1 calc R U . . .
C14 C 0.08875(6) 0.16075(6) 0.39278(12) 0.0187(3) Uani 1 1 d . . . . .
C15 C 0.05937(6) 0.18861(6) 0.35634(12) 0.0179(3) Uani 1 1 d . . . . .
H15 H 0.0242 0.1798 0.3949 0.021 Uiso 1 1 calc R U . . .
C16 C 0.08176(6) 0.22950(6) 0.26299(12) 0.0157(3) Uani 1 1 d . . . . .
H16 H 0.0612 0.2481 0.2385 0.019 Uiso 1 1 calc R U . . .
C17 C 0.12655(6) 0.20863(7) -0.21642(13) 0.0223(3) Uani 1 1 d . . . . .
H17A H 0.0915 0.1861 -0.2647 0.033 Uiso 1 1 calc R U . . .
H17B H 0.1448 0.1855 -0.2008 0.033 Uiso 1 1 calc R U . . .
H17C H 0.1531 0.2434 -0.2619 0.033 Uiso 1 1 calc R U . . .
C18 C 0.06375(6) 0.17296(6) -0.02989(13) 0.0203(3) Uani 1 1 d . . . . .
H18A H 0.0305 0.1531 -0.0845 0.030 Uiso 1 1 calc R U . . .
H18B H 0.0523 0.1852 0.0444 0.030 Uiso 1 1 calc R U . . .
H18C H 0.0779 0.1469 -0.0077 0.030 Uiso 1 1 calc R U . . .
C0 C 0.0139(4) 0.0224(4) 0.1348(9) 0.0265(18) Uiso 0.1667 1 d . . P A -1
H0 H 0.0350 0.0654 0.1410 0.032 Uiso 0.1667 1 calc R U P A -1
Br1 Br 0.00055(13) 0.00071(13) -0.03354(5) 0.0436(3) Uani 0.1667 1 d . . P A -1
Br2 Br 0.05867(5) -0.00732(5) 0.21516(10) 0.0334(3) Uani 0.1667 1 d . . P A -1
Br3 Br -0.05804(6) -0.00833(8) 0.22274(12) 0.0506(4) Uani 0.1667 1 d . . P A -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'
Br Br -0.2901 2.4595 '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
C14 O1 H1 109.5
C2 O2 C1 117.55(10)
O2 C1 C17 104.80(10)
O2 C1 C18 107.82(11)
C17 C1 C18 110.79(12)
O2 C1 C5 108.76(11)
C17 C1 C5 109.47(11)
C18 C1 C5 114.70(11)
O2 C2 C3 124.47(12)
O2 C2 C10 114.92(12)
C3 C2 C10 120.57(12)
C7 C3 C2 117.48(12)
C7 C3 C4 120.94(12)
C2 C3 C4 121.56(12)
C3 C4 C11 111.99(10)
C3 C4 C6 109.61(11)
C11 C4 C6 108.93(11)
C3 C4 C5 107.76(10)
C11 C4 C5 111.88(11)
C6 C4 C5 106.52(10)
C1 C5 C4 115.42(11)
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 122.24(13)
C8 C7 H7 118.9
C3 C7 H7 118.9
C7 C8 C9 119.17(13)
C7 C8 H8 120.4
C9 C8 H8 120.4
C10 C9 C8 120.13(13)
C10 C9 H9 119.9
C8 C9 H9 119.9
C9 C10 C2 120.40(13)
C9 C10 H10 119.8
C2 C10 H10 119.8
C16 C11 C12 117.09(12)
C16 C11 C4 123.15(11)
C12 C11 C4 119.76(11)
C13 C12 C11 121.36(12)
C13 C12 H12 119.3
C11 C12 H12 119.3
C14 C13 C12 120.09(12)
C14 C13 H13 120.0
C12 C13 H13 120.0
O1 C14 C13 122.19(13)
O1 C14 C15 118.07(13)
C13 C14 C15 119.74(12)
C14 C15 C16 119.72(12)
C14 C15 H15 120.1
C16 C15 H15 120.1
C15 C16 C11 121.97(12)
C15 C16 H16 119.0
C11 C16 H16 119.0
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
Br1 C0 Br3 110.7(5)
Br1 C0 Br2 111.5(5)
Br3 C0 Br2 106.9(4)
Br1 C0 H0 109.2
Br3 C0 H0 109.2
Br2 C0 H0 109.2
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C14 1.3837(16)
O1 H1 0.8500
O2 C2 1.3670(17)
O2 C1 1.4613(16)
C1 C17 1.5221(19)
C1 C18 1.5251(19)
C1 C5 1.5280(18)
C2 C3 1.4058(18)
C2 C10 1.4060(18)
C3 C7 1.4039(19)
C3 C4 1.5246(17)
C4 C11 1.5425(18)
C4 C6 1.5429(19)
C4 C5 1.5443(18)
C5 H5A 0.9900
C5 H5B 0.9900
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 C8 1.3883(19)
C7 H7 0.9500
C8 C9 1.399(2)
C8 H8 0.9500
C9 C10 1.380(2)
C9 H9 0.9500
C10 H10 0.9500
C11 C16 1.3967(18)
C11 C12 1.4052(18)
C12 C13 1.3968(19)
C12 H12 0.9500
C13 C14 1.386(2)
C13 H13 0.9500
C14 C15 1.3892(19)
C15 C16 1.3948(18)
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
C0 Br1 1.907(10)
C0 Br3 1.933(10)
C0 Br2 1.954(10)
C0 H0 1.0000
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 1.95 2.7993(11) 173.3 11_556
