#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/00/4500082.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_4500082
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_sum            'C29 H28 O6'
_chemical_formula_weight         472.51
_chemical_name_common
'Tetrakis(4-hydroxyphenyl)methane - ethyl acetate clathrate'
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                90.00
_cell_angle_beta                 100.86(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.243(4)
_cell_length_b                   15.673(6)
_cell_length_c                   15.412(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      15
_cell_volume                     2429.9(19)
_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      223(2)
_diffrn_detector_area_resol_mean 0.0
_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/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4603
_diffrn_reflns_theta_full        70.02
_diffrn_reflns_theta_max         70.02
_diffrn_reflns_theta_min         4.06
_diffrn_standards_interval_time  60
_diffrn_standards_number         5
_exptl_absorpt_coefficient_mu    0.732
_exptl_absorpt_correction_T_max  0.8700
_exptl_absorpt_correction_T_min  0.8400
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'No absorption correction applied'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0034(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     317
_refine_ls_number_reflns         4603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0715
_refine_ls_R_factor_gt           0.0584
_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)+(0.1025P)²+0.3076P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1740
_refine_ls_wR_factor_ref         0.1835
_reflns_number_gt                3489
_reflns_number_total             4603
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            deposit.cif
_cod_data_source_block           jiw226
_cod_original_cell_volume        2429.9(18)
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4500082
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.26201(18) 0.27417(14) -0.00590(12) 0.0324(4) Uani 1 1 d . A 1
O14 O 0.33531(16) 0.51476(10) -0.27148(10) 0.0474(4) Uani 1 1 d . A 1
H14 H 0.2711 0.5168 -0.3133 0.071 Uiso 1 1 calc . B 1
C11 C 0.27479(19) 0.33584(12) -0.08229(13) 0.0336(4) Uani 1 1 d . A 1
C12 C 0.3869(2) 0.38889(14) -0.07142(14) 0.0388(5) Uani 1 1 d . A 1
H12 H 0.4511 0.3845 -0.0193 0.047 Uiso 1 1 calc R A 1
C13 C 0.4057(2) 0.44728(14) -0.13489(15) 0.0403(5) Uani 1 1 d . A 1
H13 H 0.4826 0.4814 -0.1262 0.048 Uiso 1 1 calc R A 1
C14 C 0.3111(2) 0.45558(13) -0.21154(14) 0.0378(5) Uani 1 1 d . A 1
C15 C 0.1985(2) 0.40523(14) -0.22272(14) 0.0415(5) Uani 1 1 d . A 1
H15 H 0.1332 0.4109 -0.2742 0.050 Uiso 1 1 calc R A 1
C16 C 0.1809(2) 0.34622(14) -0.15863(14) 0.0385(5) Uani 1 1 d . A 1
H16 H 0.1034 0.3127 -0.1674 0.046 Uiso 1 1 calc R A 1
O24 O -0.15854(14) 0.02916(9) -0.07375(10) 0.0401(4) Uani 1 1 d . A 1
H24 H -0.1982 0.0249 -0.0317 0.060 Uiso 1 1 calc . C 1
C21 C 0.13951(19) 0.21487(12) -0.02583(13) 0.0326(4) Uani 1 1 d . A 1
C22 C 0.1223(2) 0.16153(13) -0.09962(14) 0.0372(5) Uani 1 1 d . A 1
H22 H 0.1803 0.1668 -0.1398 0.045 Uiso 1 1 calc R A 1
C23 C 0.0224(2) 0.10121(13) -0.11524(14) 0.0374(5) Uani 1 1 d . A 1
H23 H 0.0121 0.0668 -0.1660 0.045 Uiso 1 1 calc R A 1
C24 C -0.06276(19) 0.09152(12) -0.05566(14) 0.0336(4) Uani 1 1 d . A 1
C25 C -0.0470(2) 0.14193(14) 0.01847(14) 0.0379(5) Uani 1 1 d . A 1
H25 H -0.1041 0.1354 0.0591 0.045 Uiso 1 1 calc R A 1
C26 C 0.0538(2) 0.20272(13) 0.03320(14) 0.0363(5) Uani 1 1 d . A 1
H26 H 0.0642 0.2365 0.0844 0.044 Uiso 1 1 calc R A 1
O34 O 0.68412(14) 0.02932(9) 0.04958(10) 0.0395(4) Uani 1 1 d . A 1
H34 H 0.7074 0.0180 0.1029 0.059 Uiso 1 1 calc . D 1
C31 C 0.38073(19) 0.21156(13) 0.01139(13) 0.0327(4) Uani 1 1 d . A 1
C32 C 0.4620(2) 0.19806(13) -0.05009(14) 0.0357(5) Uani 1 1 d . A 1
H32 H 0.4488 0.2311 -0.1019 0.043 Uiso 1 1 calc R A 1
C33 C 0.5622(2) 0.13693(13) -0.03684(14) 0.0365(5) Uani 1 1 d . A 1
H33 H 0.6153 0.1287 -0.0797 0.044 Uiso 1 1 calc R A 1
C34 C 0.58339(19) 0.08867(12) 0.03875(13) 0.0330(4) Uani 1 1 d . A 1
C35 C 0.5016(2) 0.09904(13) 0.10082(14) 0.0370(5) Uani 1 1 d . A 1
H35 H 0.5150 0.0657 0.1524 0.044 Uiso 1 1 calc R A 1
C36 C 0.4007(2) 0.15867(13) 0.08576(14) 0.0370(5) Uani 1 1 d . A 1
H36 H 0.3438 0.1639 0.1267 0.044 Uiso 1 1 calc R A 1
O44 O 0.22727(19) 0.50461(10) 0.27681(10) 0.0527(5) Uani 1 1 d . A 1
H44 H 0.1843 0.5479 0.2581 0.079 Uiso 1 1 calc . E 1
C41 C 0.2549(2) 0.33368(13) 0.07292(13) 0.0343(5) Uani 1 1 d . A 1
C42 C 0.3514(2) 0.33903(14) 0.14859(14) 0.0400(5) Uani 1 1 d . A 1
H42 H 0.4256 0.3027 0.1549 0.048 Uiso 1 1 calc R A 1
C43 C 0.3419(2) 0.39656(15) 0.21559(15) 0.0442(5) Uani 1 1 d . A 1
H43 H 0.4088 0.3986 0.2665 0.053 Uiso 1 1 calc R A 1
C44 C 0.2342(2) 0.45073(13) 0.20735(14) 0.0401(5) Uani 1 1 d . A 1
C45 C 0.1368(2) 0.44826(14) 0.13205(15) 0.0425(5) Uani 1 1 d . A 1
H45 H 0.0634 0.4853 0.1259 0.051 Uiso 1 1 calc R A 1
C46 C 0.1483(2) 0.39075(14) 0.06576(15) 0.0410(5) Uani 1 1 d . A 1
H46 H 0.0825 0.3900 0.0143 0.049 Uiso 1 1 calc R A 1
O50 O 0.85407(19) 0.16624(11) 0.23647(13) 0.0619(5) Uani 1 1 d . F 1
O51 O 0.7587(3) 0.29105(15) 0.2501(2) 0.1054(9) Uani 1 1 d . F 1
C50 C 0.7308(5) 0.1880(3) 0.3499(3) 0.127(2) Uani 1 1 d . F 1
H51A H 0.7874 0.1455 0.3840 0.191 Uiso 1 1 calc R F 1
H51B H 0.6425 0.1644 0.3305 0.191 Uiso 1 1 calc R F 1
H51C H 0.7252 0.2378 0.3864 0.191 Uiso 1 1 calc R F 1
C52 C 0.7867(3) 0.21237(17) 0.2729(2) 0.0616(7) Uani 1 1 d . F 1
C53 C 0.8327(4) 0.3308(3) 0.1776(3) 0.1023(14) Uani 1 1 d . F 1
H53A H 0.8586 0.3903 0.1909 0.123 Uiso 1 1 calc R F 1
H53B H 0.9110 0.2974 0.1709 0.123 Uiso 1 1 calc R F 1
C54 C 0.7365(5) 0.3245(3) 0.1077(4) 0.167(3) Uani 1 1 d . F 1
H54A H 0.7671 0.3469 0.0564 0.250 Uiso 1 1 calc R F 1
H54B H 0.6600 0.3568 0.1176 0.250 Uiso 1 1 calc R F 1
H54C H 0.7119 0.2650 0.0978 0.250 Uiso 1 1 calc R F 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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
C41 C1 C21 111.26(16) y
C41 C1 C31 113.58(16) y
C21 C1 C31 103.61(17) y
C41 C1 C11 104.15(17) y
C21 C1 C11 113.98(16) y
C31 C1 C11 110.55(16) y
C16 C11 C12 117.07(19) y
C16 C11 C1 125.17(18) y
C12 C11 C1 117.66(17) y
C13 C12 C11 121.98(19) y
C12 C13 C14 119.9(2) y
O14 C14 C15 123.9(2) y
O14 C14 C13 117.00(19) y
C15 C14 C13 119.1(2) y
C14 C15 C16 120.6(2) y
C11 C16 C15 121.37(19) y
C26 C21 C22 116.88(18) y
C26 C21 C1 122.78(18) y
C22 C21 C1 119.71(18) y
C23 C22 C21 121.89(19) y
C22 C23 C24 119.78(19) y
C25 C24 O24 123.01(19) y
C25 C24 C23 119.81(18) y
O24 C24 C23 117.16(18) y
C24 C25 C26 119.79(19) y
C25 C26 C21 121.81(19) y
C32 C31 C36 117.05(19) y
C32 C31 C1 122.10(18) y
C36 C31 C1 120.43(18) y
C31 C32 C33 121.65(19) y
C34 C33 C32 119.94(19) y
C33 C34 O34 118.10(18) y
C33 C34 C35 119.92(18) y
O34 C34 C35 121.96(18) y
C36 C35 C34 119.41(19) y
C35 C36 C31 121.91(19) y
C42 C41 C46 116.82(19) y
C42 C41 C1 124.61(18) y
C46 C41 C1 118.42(17) y
C41 C42 C43 121.8(2) y
C44 C43 C42 119.9(2) y
O44 C44 C43 117.6(2) y
O44 C44 C45 122.4(2) y
C43 C44 C45 119.9(2) y
C44 C45 C46 119.3(2) y
C45 C46 C41 122.1(2) y
C52 O51 C53 116.8(3) y
O50 C52 O51 124.0(3) y
O50 C52 C50 124.5(3) y
O51 C52 C50 111.5(3) y
C54 C53 O51 99.4(4) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C41 1.544(3) y
C1 C21 1.545(3) y
C1 C31 1.546(3) y
C1 C11 1.548(3) y
O14 C14 1.364(3) y
C11 C16 1.382(3) y
C11 C12 1.402(3) y
C12 C13 1.379(3) y
C13 C14 1.386(3) y
C14 C15 1.381(3) y
C15 C16 1.390(3) y
O24 C24 1.376(2) y
C21 C26 1.392(3) y
C21 C22 1.396(3) y
C22 C23 1.380(3) y
C23 C24 1.389(3) y
C24 C25 1.373(3) y
C25 C26 1.392(3) y
O34 C34 1.376(2) y
C31 C32 1.390(3) y
C31 C36 1.398(3) y
C32 C33 1.391(3) y
C33 C34 1.372(3) y
C34 C35 1.395(3) y
C35 C36 1.380(3) y
O44 C44 1.376(3) y
C41 C42 1.382(3) y
C41 C46 1.399(3) y
C42 C43 1.388(3) y
C43 C44 1.379(3) y
C44 C45 1.381(3) y
C45 C46 1.384(3) y
O50 C52 1.208(3) y
O51 C52 1.299(4) y
O51 C53 1.590(5) y
C50 C52 1.463(5) y
C53 C54 1.319(6) y
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
O14 H14 O24 0.83 1.91 2.719(3) 165.1 2_554
O24 H24 O34 0.83 1.90 2.714(2) 168.1 1_455
O34 H34 O44 0.83 1.86 2.687(3) 173.0 2_645
O44 H44 O50 0.83 1.90 2.662(3) 152.0 2_655
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661274
