#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:28:40 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179531 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/00/4500083.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_4500083
loop_
_publ_author_name
'Jean-Hugues Fournier'
'Thierry Maris'
'Michel Simard'
'James D. Wuest'
_publ_section_title
;
 Molecular Tectonics. Hydrogen-Bonded Networks Built from Tetraphenols
 Derived from Tetraphenylmethane and Tetraphenylsilane
;
_journal_name_full               'Cryst. Growth & Design'
_journal_page_first              535
_journal_page_last               540
_journal_volume                  2
_journal_year                    2003
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety
;
;
_chemical_formula_sum            'C24 H22 O5 Si'
_chemical_formula_weight         418.51
_chemical_name_common
'tetrakis(4-hydroxyphenyl)silane - water clathrate'
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_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                 111.49(5)
_cell_angle_gamma                90.0
_cell_formula_units_Z            8
_cell_length_a                   14.962(9)
_cell_length_b                   15.855(11)
_cell_length_c                   19.697(13)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      15
_cell_volume                     4348(5)
_computing_cell_refinement       'CAD4 Program (Nonius 1989)'
_computing_data_collection       'CAD4 Program (Nonius 1989)'
_computing_data_reduction        'Local Program'
_computing_molecular_graphics    'XP (Bruker, 1999)'
_computing_publication_material  'Shelxl (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      210(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_sigmaI/netI    0.0738
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            4117
_diffrn_reflns_theta_full        69.93
_diffrn_reflns_theta_max         69.93
_diffrn_reflns_theta_min         4.23
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 60
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    1.226
_exptl_absorpt_correction_T_max  0.8900
_exptl_absorpt_correction_T_min  0.7100
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'No absorption correction applied'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1760
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.658
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         4117
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0784
_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)+(0.0950P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1879
_refine_ls_wR_factor_ref         0.2049
_reflns_number_gt                2266
_reflns_number_total             4117
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            deposit.cif
_cod_data_source_block           jiw262
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4500083
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Si1 Si 0.24200(7) 0.07675(8) 0.24886(7) 0.0430(3) Uani 1 1 d .
C1 C 0.1847(3) 0.1297(3) 0.3074(2) 0.0418(10) Uani 1 1 d .
C2 C 0.1067(3) 0.0961(3) 0.3228(2) 0.0442(11) Uani 1 1 d .
H2 H 0.0784 0.0445 0.3008 0.053 Uiso 1 1 calc R
C3 C 0.0707(3) 0.1371(3) 0.3693(2) 0.0460(11) Uani 1 1 d .
H3 H 0.0178 0.1136 0.3784 0.055 Uiso 1 1 calc R
C4 C 0.1102(3) 0.2105(3) 0.4020(2) 0.0434(10) Uani 1 1 d .
C5 C 0.1871(3) 0.2467(3) 0.3888(2) 0.0501(12) Uani 1 1 d .
H5 H 0.2149 0.2982 0.4115 0.060 Uiso 1 1 calc R
C6 C 0.2219(3) 0.2054(3) 0.3412(3) 0.0538(12) Uani 1 1 d .
H6 H 0.2737 0.2303 0.3315 0.065 Uiso 1 1 calc R
O7 O 0.0732(2) 0.2489(2) 0.44888(16) 0.0553(9) Uani 1 1 d .
H71 H 0.0926 0.2990 0.4561 0.074 Uiso 1 1 calc .
C11 C 0.3571(3) 0.0262(3) 0.3097(2) 0.0414(10) Uani 1 1 d .
C12 C 0.3855(3) -0.0516(3) 0.2933(3) 0.0557(12) Uani 1 1 d .
H12 H 0.3454 -0.0806 0.2509 0.067 Uiso 1 1 calc R
C13 C 0.4719(3) -0.0889(3) 0.3378(3) 0.0578(13) Uani 1 1 d .
H13 H 0.4902 -0.1426 0.3259 0.069 Uiso 1 1 calc R
C14 C 0.5299(3) -0.0464(3) 0.3991(2) 0.0478(11) Uani 1 1 d .
C15 C 0.5051(3) 0.0316(3) 0.4172(2) 0.0478(11) Uani 1 1 d .
H15 H 0.5457 0.0606 0.4594 0.057 Uiso 1 1 calc R
C16 C 0.4186(3) 0.0668(3) 0.3716(2) 0.0498(11) Uani 1 1 d .
H16 H 0.4010 0.1209 0.3833 0.060 Uiso 1 1 calc R
O17 O 0.6127(2) -0.0867(2) 0.44352(18) 0.0617(9) Uani 1 1 d .
H171 H 0.6495 -0.0514 0.4722 0.050 Uiso 1 1 calc .
C21 C 0.2681(3) 0.1585(3) 0.1917(2) 0.0426(10) Uani 1 1 d .
C22 C 0.2075(3) 0.2262(3) 0.1611(2) 0.0529(12) Uani 1 1 d .
H22 H 0.1516 0.2327 0.1727 0.063 Uiso 1 1 calc R
C23 C 0.2242(3) 0.2845(3) 0.1148(2) 0.0535(12) Uani 1 1 d .
H23 H 0.1808 0.3298 0.0951 0.064 Uiso 1 1 calc R
C24 C 0.3069(3) 0.2749(3) 0.0980(2) 0.0464(11) Uani 1 1 d .
C25 C 0.3677(3) 0.2094(3) 0.1265(2) 0.0508(12) Uani 1 1 d .
H25 H 0.4232 0.2032 0.1144 0.061 Uiso 1 1 calc R
C26 C 0.3506(3) 0.1520(3) 0.1727(2) 0.0482(11) Uani 1 1 d .
H26 H 0.3947 0.1072 0.1922 0.058 Uiso 1 1 calc R
O27 O 0.3229(2) 0.3325(2) 0.05192(18) 0.0608(9) Uani 1 1 d .
H27 H 0.2948 0.3778 0.0536 0.091 Uiso 1 1 calc .
C31 C 0.1653(3) -0.0067(3) 0.1882(2) 0.0424(10) Uani 1 1 d .
C32 C 0.1284(3) -0.0762(3) 0.2144(2) 0.0523(12) Uani 1 1 d .
H32 H 0.1402 -0.0797 0.2651 0.063 Uiso 1 1 calc R
C33 C 0.0764(3) -0.1386(3) 0.1695(2) 0.0539(12) Uani 1 1 d .
H33 H 0.0513 -0.1837 0.1889 0.065 Uiso 1 1 calc R
C34 C 0.0604(3) -0.1362(3) 0.0961(2) 0.0473(11) Uani 1 1 d .
C35 C 0.0969(3) -0.0711(3) 0.0679(2) 0.0563(12) Uani 1 1 d .
H35 H 0.0873 -0.0701 0.0175 0.068 Uiso 1 1 calc R
C36 C 0.1475(3) -0.0072(3) 0.1135(2) 0.0535(12) Uani 1 1 d .
H36 H 0.1710 0.0382 0.0933 0.064 Uiso 1 1 calc R
O37 O 0.0061(2) -0.1992(2) 0.05195(18) 0.0647(10) Uani 1 1 d .
H371 H 0.0173 -0.2012 0.0132 0.122 Uiso 1 1 calc .
O100 O 0.7415(3) 0.0078(3) 0.5386(3) 0.0943(14) Uani 1 1 d D
H101 H 0.721(8) 0.052(4) 0.508(4) 0.26(6) Uiso 1 1 d D
H102 H 0.783(5) -0.023(5) 0.575(3) 0.18(4) Uiso 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.2541 0.3302 '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_publ_flag
C21 SI1 C31 108.90(19) y
C21 SI1 C1 108.0(2) y
C31 SI1 C1 113.53(18) y
C21 SI1 C11 109.77(18) y
C31 SI1 C11 108.1(2) y
C1 SI1 C11 108.57(19) y
C6 C1 C2 116.2(4) y
C6 C1 SI1 119.4(3) y
C2 C1 SI1 124.4(3) y
C3 C2 C1 121.1(4) y
C3 C2 H2 119.4 ?
C1 C2 H2 119.4 ?
C4 C3 C2 120.8(4) y
C4 C3 H3 119.6 ?
C2 C3 H3 119.6 ?
C3 C4 O7 119.1(3) y
C3 C4 C5 120.7(4) y
O7 C4 C5 120.3(4) y
C6 C5 C4 118.1(4) y
C6 C5 H5 121 ?
C4 C5 H5 121 ?
C1 C6 C5 123.2(4) y
C1 C6 H6 118.4 ?
C5 C6 H6 118.4 ?
C4 O7 H71 109.5 ?
C12 C11 C16 117.3(4) y
C12 C11 SI1 121.4(3) y
C16 C11 SI1 121.3(3) y
C11 C12 C13 121.6(5) y
C11 C12 H12 119.2 ?
C13 C12 H12 119.2 ?
C14 C13 C12 119.0(5) y
C14 C13 H13 120.5 ?
C12 C13 H13 120.5 ?
C15 C14 C13 121.5(4) y
C15 C14 O17 121.0(4) y
C13 C14 O17 117.4(4) y
C14 C15 C16 118.0(4) y
C14 C15 H15 121 ?
C16 C15 H15 121 ?
C11 C16 C15 122.7(4) y
C11 C16 H16 118.6 ?
C15 C16 H16 118.6 ?
C14 O17 H171 109.5 ?
C22 C21 C26 115.8(4) y
C22 C21 SI1 123.6(3) y
C26 C21 SI1 120.5(3) y
C23 C22 C21 123.6(4) y
C23 C22 H22 118.2 ?
C21 C22 H22 118.2 ?
C22 C23 C24 118.1(4) y
C22 C23 H23 121 ?
C24 C23 H23 121 ?
C25 C24 O27 122.1(4) y
C25 C24 C23 120.0(4) y
O27 C24 C23 117.9(4) y
C24 C25 C26 121.4(4) y
C24 C25 H25 119.3 ?
C26 C25 H25 119.3 ?
C25 C26 C21 121.1(4) y
C25 C26 H26 119.4 ?
C21 C26 H26 119.4 ?
C24 O27 H27 109.5 ?
C36 C31 C32 115.5(4) y
C36 C31 SI1 120.9(3) y
C32 C31 SI1 123.4(3) y
C33 C32 C31 122.4(4) y
C33 C32 H32 118.8 ?
C31 C32 H32 118.8 ?
C32 C33 C34 119.9(4) y
C32 C33 H33 120.1 ?
C34 C33 H33 120.1 ?
C33 C34 C35 120.2(4) y
C33 C34 O37 118.6(4) y
C35 C34 O37 121.2(4) y
C34 C35 C36 119.4(4) y
C34 C35 H35 120.3 ?
C36 C35 H35 120.3 ?
C35 C36 C31 122.5(4) y
C35 C36 H36 118.8 ?
C31 C36 H36 118.8 ?
C34 O37 H371 109.5 ?
H101 O100 H102 157(9) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Si1 C21 1.850(4) y
Si1 C31 1.868(5) y
Si1 C1 1.869(4) y
Si1 C11 1.879(4) y
C1 C6 1.387(6) y
C1 C2 1.413(5) y
C2 C3 1.383(5) y
C2 H2 0.95 ?
C3 C4 1.356(6) y
C3 H3 0.95 ?
C4 O7 1.379(4) y
C4 C5 1.393(5) y
C5 C6 1.391(6) y
C5 H5 0.95 ?
C6 H6 0.95 ?
O7 H71 0.84 ?
C11 C12 1.381(6) y
C11 C16 1.388(6) y
C12 C13 1.399(6) y
C12 H12 0.95 ?
C13 C14 1.377(6) y
C13 H13 0.95 ?
C14 C15 1.376(6) y
C14 O17 1.383(5) y
C15 C16 1.394(6) y
C15 H15 0.95 ?
C16 H16 0.95 ?
O17 H171 0.84 ?
C21 C22 1.392(6) y
C21 C26 1.417(5) y
C22 C23 1.384(6) y
C22 H22 0.95 ?
C23 C24 1.403(5) y
C23 H23 0.95 ?
C24 C25 1.359(6) y
C24 O27 1.368(5) y
C25 C26 1.376(6) y
C25 H25 0.95 ?
C26 H26 0.95 ?
O27 H27 0.84 ?
C31 C36 1.396(6) y
C31 C32 1.412(6) y
C32 C33 1.364(6) y
C32 H32 0.95 ?
C33 C34 1.377(6) y
C33 H33 0.95 ?
C34 C35 1.377(6) y
C34 O37 1.378(5) y
C35 C36 1.382(6) y
C35 H35 0.95 ?
C36 H36 0.95 ?
O37 H371 0.84 ?
O100 H101 0.900(5) ?
O100 H102 0.901(5) ?
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
O7 H71 O17 0.84 1.87 2.683(5) 163.2 3_455
O17 H171 O100 0.84 1.78 2.611(6) 169.9 .
O27 H27 O100 0.84 1.96 2.781(6) 165.6 8_455
O37 H371 O7 0.84 1.91 2.692(4) 153.9 6
