#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:25:50 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180298 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/12/7151206.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_7151206
loop_
_publ_author_name
'Jacobs, Ayesha'
'le Roex, Tanya'
'Nassimbeni, Luigi R.'
'Toda, Fumio'
_publ_section_title
;
 Inclusion of volatile guests by a tetrapedal host: structure and
 kinetics.
;
_journal_issue                   12
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2452
_journal_page_last               2457
_journal_paper_doi               10.1039/b602367n
_journal_volume                  4
_journal_year                    2006
_chemical_formula_moiety         'C62 H44 O4. 2(C4 H8 O2)'
_chemical_formula_sum            'C70 H60 O8'
_chemical_formula_weight         1029.18
_chemical_name_common
;tetra(3-hydroxy-3,3-diphenyl-2-propynyl)ethene.2(1,4-dioxane)
clathrate
;
_chemical_name_systematic
;
tetra(3-hydroxy-3,3-diphenyl-2-propynyl)ethene.2(1,4-dioxane) 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                99.167(1)
_cell_angle_beta                 105.288(1)
_cell_angle_gamma                99.795(1)
_cell_formula_units_Z            1
_cell_length_a                   8.6664(2)
_cell_length_b                   12.6143(2)
_cell_length_c                   13.1928(3)
_cell_measurement_reflns_used    22846
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.88
_cell_measurement_theta_min      1.02
_cell_volume                     1338.93(5)
_computing_cell_refinement       'Collect (Nonius, 2000)'
_computing_data_collection       'Collect (Nonius, 2000)'
_computing_data_reduction        'Collect (Nonius, 2000)'
_computing_molecular_graphics
'XSEED, a graphical interface to SHELX (1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'combination of phi and omega'
_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  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11889
_diffrn_reflns_theta_full        27.91
_diffrn_reflns_theta_max         27.91
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         6375
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0416
_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)+(0.0473P)²+0.2063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1034
_reflns_number_gt                4789
_reflns_number_total             6375
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b602367n.txt
_cod_data_source_block           c:\tetdiox2
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7151206
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
C1 C -0.01771(13) -0.04859(9) 0.51618(9) 0.0156(2) Uani 1 1 d . . .
C2 C -0.15624(14) -0.13494(9) 0.45356(9) 0.0174(2) Uani 1 1 d . . .
C3 C -0.27048(14) -0.20918(9) 0.40422(9) 0.0196(2) Uani 1 1 d . . .
O4 O -0.40277(11) -0.39511(7) 0.39184(8) 0.0303(2) Uani 1 1 d D . .
C4 C -0.40128(14) -0.30571(9) 0.33782(9) 0.0202(3) Uani 1 1 d . . .
H4 H -0.2916(14) -0.3989(16) 0.4246(14) 0.072(6) Uiso 1 1 d D . .
C5 C -0.57338(14) -0.28280(10) 0.31902(9) 0.0203(3) Uani 1 1 d . . .
C6 C -0.70515(15) -0.36516(11) 0.25084(10) 0.0246(3) Uani 1 1 d . . .
H6 H -0.6853 -0.4316 0.2168 0.029 Uiso 1 1 calc R . .
C7 C -0.86407(15) -0.35102(12) 0.23234(10) 0.0302(3) Uani 1 1 d . . .
H7 H -0.9528 -0.4079 0.1864 0.036 Uiso 1 1 calc R . .
C8 C -0.89423(16) -0.25440(13) 0.28045(12) 0.0350(3) Uani 1 1 d . . .
H8 H -1.0034 -0.2442 0.2668 0.042 Uiso 1 1 calc R . .
C9 C -0.76471(18) -0.17265(12) 0.34857(13) 0.0385(4) Uani 1 1 d . . .
H9 H -0.7851 -0.1064 0.3824 0.046 Uiso 1 1 calc R . .
C10 C -0.60417(16) -0.18690(11) 0.36795(11) 0.0291(3) Uani 1 1 d . . .
H10 H -0.5158 -0.1304 0.4150 0.035 Uiso 1 1 calc R . .
C11 C -0.36610(14) -0.33497(10) 0.22952(10) 0.0223(3) Uani 1 1 d . . .
C12 C -0.33591(16) -0.43701(11) 0.19530(12) 0.0337(3) Uani 1 1 d . . .
H12 H -0.3343 -0.4897 0.2394 0.040 Uiso 1 1 calc R . .
C13 C -0.30801(17) -0.46197(13) 0.09585(14) 0.0460(4) Uani 1 1 d . . .
H13 H -0.2883 -0.5321 0.0719 0.055 Uiso 1 1 calc R . .
C14 C -0.30879(17) -0.38563(15) 0.03208(13) 0.0447(4) Uani 1 1 d . . .
H14 H -0.2903 -0.4035 -0.0358 0.054 Uiso 1 1 calc R . .
C15 C -0.33627(17) -0.28331(13) 0.06638(11) 0.0368(3) Uani 1 1 d . . .
H15 H -0.3356 -0.2304 0.0226 0.044 Uiso 1 1 calc R . .
C16 C -0.36494(16) -0.25804(11) 0.16505(10) 0.0274(3) Uani 1 1 d . . .
H16 H -0.3839 -0.1876 0.1887 0.033 Uiso 1 1 calc R . .
C17 C 0.08331(14) -0.06931(9) 0.61244(9) 0.0175(2) Uani 1 1 d . . .
C18 C 0.16765(14) -0.09062(9) 0.69123(9) 0.0180(2) Uani 1 1 d . . .
O19 O 0.37071(10) -0.00892(7) 0.85854(6) 0.02152(19) Uani 1 1 d D . .
C19 C 0.28714(14) -0.11201(9) 0.78555(9) 0.0175(2) Uani 1 1 d . . .
H19 H 0.2904(17) 0.0111(14) 0.8899(13) 0.055(5) Uiso 1 1 d D . .
C20 C 0.20385(14) -0.19001(9) 0.84236(9) 0.0176(2) Uani 1 1 d . . .
C21 C 0.28327(15) -0.18997(10) 0.94883(10) 0.0239(3) Uani 1 1 d . . .
H21 H 0.3864 -0.1409 0.9850 0.029 Uiso 1 1 calc R . .
C22 C 0.21288(16) -0.26096(11) 1.00237(10) 0.0269(3) Uani 1 1 d . . .
H22 H 0.2676 -0.2602 1.0751 0.032 Uiso 1 1 calc R . .
C23 C 0.06312(16) -0.33291(10) 0.95022(11) 0.0264(3) Uani 1 1 d . . .
H23 H 0.0149 -0.3815 0.9871 0.032 Uiso 1 1 calc R . .
C24 C -0.01631(16) -0.33394(10) 0.84440(11) 0.0265(3) Uani 1 1 d . . .
H24 H -0.1191 -0.3835 0.8085 0.032 Uiso 1 1 calc R . .
C25 C 0.05386(14) -0.26256(10) 0.79025(10) 0.0216(3) Uani 1 1 d . . .
H25 H -0.0011 -0.2635 0.7175 0.026 Uiso 1 1 calc R . .
C26 C 0.41564(14) -0.15870(10) 0.74263(9) 0.0191(2) Uani 1 1 d . . .
C27 C 0.43169(15) -0.26647(10) 0.74113(10) 0.0251(3) Uani 1 1 d . . .
H27 H 0.3673 -0.3123 0.7724 0.030 Uiso 1 1 calc R . .
C28 C 0.54129(16) -0.30794(11) 0.69429(11) 0.0312(3) Uani 1 1 d . . .
H28 H 0.5503 -0.3822 0.6928 0.037 Uiso 1 1 calc R . .
C29 C 0.63686(16) -0.24182(12) 0.65010(11) 0.0305(3) Uani 1 1 d . . .
H29 H 0.7107 -0.2705 0.6173 0.037 Uiso 1 1 calc R . .
C30 C 0.62472(16) -0.13349(12) 0.65372(11) 0.0309(3) Uani 1 1 d . . .
H30 H 0.6926 -0.0871 0.6250 0.037 Uiso 1 1 calc R . .
C31 C 0.51412(15) -0.09208(11) 0.69896(10) 0.0256(3) Uani 1 1 d . . .
H31 H 0.5055 -0.0178 0.7002 0.031 Uiso 1 1 calc R . .
O1G O -0.10496(11) -0.42676(8) 0.50563(8) 0.0329(2) Uani 1 1 d . . .
C1G C -0.11688(17) -0.52075(11) 0.55373(11) 0.0317(3) Uani 1 1 d . . .
H1G1 H -0.2322 -0.5477 0.5514 0.038 Uiso 1 1 calc R . .
H1G2 H -0.0490 -0.4994 0.6301 0.038 Uiso 1 1 calc R . .
C2G C 0.05948(17) -0.38898(11) 0.50478(11) 0.0312(3) Uani 1 1 d . . .
H2G1 H 0.1326 -0.3637 0.5797 0.037 Uiso 1 1 calc R . .
H2G2 H 0.0651 -0.3256 0.4691 0.037 Uiso 1 1 calc R . .
O3G O 0.12579(11) 0.03027(8) 0.95333(7) 0.0307(2) Uani 1 1 d . . .
C3G C -0.04114(19) 0.02365(15) 0.89834(12) 0.0433(4) Uani 1 1 d . . .
H3G1 H -0.0602 0.0014 0.8198 0.052 Uiso 1 1 calc R . .
H3G2 H -0.0670 0.0969 0.9135 0.052 Uiso 1 1 calc R . .
C4G C 0.1515(2) 0.05828(17) 1.06673(12) 0.0546(5) Uani 1 1 d . . .
H4G1 H 0.1304 0.1324 1.0862 0.066 Uiso 1 1 calc R . .
H4G2 H 0.2673 0.0608 1.1051 0.066 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
C1 C1 C17 121.72(13) 2_556 . ?
C1 C1 C2 121.35(12) 2_556 . ?
C17 C1 C2 116.91(10) . . ?
C3 C2 C1 177.56(12) . . ?
C2 C3 C4 174.43(13) . . ?
O4 C4 C3 110.29(9) . . ?
O4 C4 C5 105.04(9) . . ?
C3 C4 C5 112.69(10) . . ?
O4 C4 C11 112.07(10) . . ?
C3 C4 C11 106.85(10) . . ?
C5 C4 C11 110.00(9) . . ?
C10 C5 C6 118.99(12) . . ?
C10 C5 C4 123.38(11) . . ?
C6 C5 C4 117.61(11) . . ?
C7 C6 C5 120.66(13) . . ?
C8 C7 C6 120.19(12) . . ?
C7 C8 C9 119.59(12) . . ?
C8 C9 C10 120.38(14) . . ?
C5 C10 C9 120.19(13) . . ?
C12 C11 C16 119.51(12) . . ?
C12 C11 C4 120.98(12) . . ?
C16 C11 C4 119.51(10) . . ?
C11 C12 C13 119.66(15) . . ?
C14 C13 C12 120.39(14) . . ?
C13 C14 C15 120.24(14) . . ?
C14 C15 C16 119.70(15) . . ?
C15 C16 C11 120.48(13) . . ?
C18 C17 C1 177.56(12) . . ?
C17 C18 C19 174.05(12) . . ?
O19 C19 C18 108.71(9) . . ?
O19 C19 C20 110.43(9) . . ?
C18 C19 C20 111.98(9) . . ?
O19 C19 C26 107.05(9) . . ?
C18 C19 C26 106.37(9) . . ?
C20 C19 C26 112.08(9) . . ?
C25 C20 C21 119.23(11) . . ?
C25 C20 C19 121.98(10) . . ?
C21 C20 C19 118.77(10) . . ?
C22 C21 C20 120.40(11) . . ?
C23 C22 C21 120.17(11) . . ?
C24 C23 C22 119.87(12) . . ?
C23 C24 C25 120.18(12) . . ?
C20 C25 C24 120.15(11) . . ?
C27 C26 C31 118.84(11) . . ?
C27 C26 C19 122.37(11) . . ?
C31 C26 C19 118.72(10) . . ?
C26 C27 C28 120.52(12) . . ?
C29 C28 C27 120.24(12) . . ?
C28 C29 C30 119.63(12) . . ?
C29 C30 C31 120.42(12) . . ?
C30 C31 C26 120.32(12) . . ?
C2G O1G C1G 110.40(10) . . ?
O1G C1G C2G 110.52(11) . 2_546 ?
O1G C2G C1G 110.73(11) . 2_546 ?
C3G O3G C4G 109.40(11) . . ?
O3G C3G C4G 110.60(13) . 2_557 ?
O3G C4G C3G 111.32(13) . 2_557 ?
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
C1 C1 1.374(2) 2_556 ?
C1 C17 1.4300(15) . ?
C1 C2 1.4338(15) . ?
C2 C3 1.1964(16) . ?
C3 C4 1.4839(16) . ?
O4 C4 1.4269(14) . ?
C4 C5 1.5310(16) . ?
C4 C11 1.5397(18) . ?
C5 C10 1.3796(18) . ?
C5 C6 1.3962(16) . ?
C6 C7 1.3814(18) . ?
C7 C8 1.381(2) . ?
C8 C9 1.382(2) . ?
C9 C10 1.3948(19) . ?
C11 C12 1.3860(17) . ?
C11 C16 1.3889(18) . ?
C12 C13 1.393(2) . ?
C13 C14 1.376(2) . ?
C14 C15 1.379(2) . ?
C15 C16 1.3867(19) . ?
C17 C18 1.2009(16) . ?
C18 C19 1.4886(15) . ?
O19 C19 1.4338(13) . ?
C19 C20 1.5263(16) . ?
C19 C26 1.5353(16) . ?
C20 C25 1.3868(16) . ?
C20 C21 1.3916(16) . ?
C21 C22 1.3841(18) . ?
C22 C23 1.3824(19) . ?
C23 C24 1.3811(18) . ?
C24 C25 1.3923(17) . ?
C26 C27 1.3875(17) . ?
C26 C31 1.3915(17) . ?
C27 C28 1.3904(18) . ?
C28 C29 1.377(2) . ?
C29 C30 1.3826(19) . ?
C30 C31 1.3857(18) . ?
O1G C2G 1.4274(17) . ?
O1G C1G 1.4324(15) . ?
C1G C2G 1.502(2) 2_546 ?
C2G C1G 1.502(2) 2_546 ?
O3G C3G 1.4186(17) . ?
O3G C4G 1.4289(17) . ?
C3G C4G 1.498(2) 2_557 ?
C4G C3G 1.498(2) 2_557 ?
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
O4 H4 O1G 0.959(9) 1.81(1) 2.752(1) 165(2) .
O19 H19 O3G 0.948(9) 1.86(1) 2.806(1) 172(2) .
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 C1 C2 C3 -177(100) 2_556 . . . ?
C17 C1 C2 C3 4(3) . . . . ?
C1 C2 C3 C4 -91(3) . . . . ?
C2 C3 C4 O4 89.0(12) . . . . ?
C2 C3 C4 C5 -154.0(12) . . . . ?
C2 C3 C4 C11 -33.1(13) . . . . ?
O4 C4 C5 C10 113.67(12) . . . . ?
C3 C4 C5 C10 -6.43(16) . . . . ?
C11 C4 C5 C10 -125.55(12) . . . . ?
O4 C4 C5 C6 -64.60(13) . . . . ?
C3 C4 C5 C6 175.30(10) . . . . ?
C11 C4 C5 C6 56.19(13) . . . . ?
C10 C5 C6 C7 0.11(18) . . . . ?
C4 C5 C6 C7 178.45(11) . . . . ?
C5 C6 C7 C8 0.65(19) . . . . ?
C6 C7 C8 C9 -1.0(2) . . . . ?
C7 C8 C9 C10 0.6(2) . . . . ?
C6 C5 C10 C9 -0.50(19) . . . . ?
C4 C5 C10 C9 -178.74(12) . . . . ?
C8 C9 C10 C5 0.1(2) . . . . ?
O4 C4 C11 C12 -1.70(15) . . . . ?
C3 C4 C11 C12 119.21(12) . . . . ?
C5 C4 C11 C12 -118.15(12) . . . . ?
O4 C4 C11 C16 178.17(10) . . . . ?
C3 C4 C11 C16 -60.92(13) . . . . ?
C5 C4 C11 C16 61.71(13) . . . . ?
C16 C11 C12 C13 -1.26(18) . . . . ?
C4 C11 C12 C13 178.60(11) . . . . ?
C11 C12 C13 C14 0.6(2) . . . . ?
C12 C13 C14 C15 0.4(2) . . . . ?
C13 C14 C15 C16 -0.7(2) . . . . ?
C14 C15 C16 C11 0.0(2) . . . . ?
C12 C11 C16 C15 0.96(18) . . . . ?
C4 C11 C16 C15 -178.91(11) . . . . ?
C1 C1 C17 C18 -137(3) 2_556 . . . ?
C2 C1 C17 C18 42(3) . . . . ?
C1 C17 C18 C19 94(3) . . . . ?
C17 C18 C19 O19 70.9(12) . . . . ?
C17 C18 C19 C20 -166.8(11) . . . . ?
C17 C18 C19 C26 -44.1(12) . . . . ?
O19 C19 C20 C25 144.17(11) . . . . ?
C18 C19 C20 C25 22.88(15) . . . . ?
C26 C19 C20 C25 -96.57(13) . . . . ?
O19 C19 C20 C21 -37.48(14) . . . . ?
C18 C19 C20 C21 -158.77(10) . . . . ?
C26 C19 C20 C21 81.78(13) . . . . ?
C25 C20 C21 C22 -0.44(18) . . . . ?
C19 C20 C21 C22 -178.84(11) . . . . ?
C20 C21 C22 C23 0.25(19) . . . . ?
C21 C22 C23 C24 0.05(19) . . . . ?
C22 C23 C24 C25 -0.15(19) . . . . ?
C21 C20 C25 C24 0.33(18) . . . . ?
C19 C20 C25 C24 178.68(11) . . . . ?
C23 C24 C25 C20 -0.04(19) . . . . ?
O19 C19 C26 C27 131.10(11) . . . . ?
C18 C19 C26 C27 -112.81(12) . . . . ?
C20 C19 C26 C27 9.88(15) . . . . ?
O19 C19 C26 C31 -52.05(13) . . . . ?
C18 C19 C26 C31 64.03(13) . . . . ?
C20 C19 C26 C31 -173.28(10) . . . . ?
C31 C26 C27 C28 -1.64(18) . . . . ?
C19 C26 C27 C28 175.20(11) . . . . ?
C26 C27 C28 C29 0.9(2) . . . . ?
C27 C28 C29 C30 0.8(2) . . . . ?
C28 C29 C30 C31 -1.7(2) . . . . ?
C29 C30 C31 C26 0.91(19) . . . . ?
C27 C26 C31 C30 0.75(18) . . . . ?
C19 C26 C31 C30 -176.20(11) . . . . ?
C2G O1G C1G C2G -57.15(15) . . . 2_546 ?
C1G O1G C2G C1G 57.27(15) . . . 2_546 ?
C4G O3G C3G C4G -57.0(2) . . . 2_557 ?
C3G O3G C4G C3G 57.5(2) . . . 2_557 ?
