#------------------------------------------------------------------------------
#$Date: 2015-06-09 03:59:24 +0300 (Tue, 09 Jun 2015) $
#$Revision: 138945 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/21/7112158.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_7112158
loop_
_publ_author_name
'Tran, Ngon T.'
'Wilson, Sean O.'
'Franz, Annaliese K.'
_publ_section_title
;
 Supramolecular hydrogen-bonding assembly of silanediols with bifunctional
 heterocycles
;
_journal_name_full               Chem.Commun.
_journal_page_first              3738
_journal_paper_doi               10.1039/C4CC00672K
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C18 H24 O2 Si, 0.5(C8 H10 O2)'
_chemical_formula_sum            'C22 H29 O3 Si'
_chemical_formula_weight         369.54
_chemical_name_common
'dimesitylsilanediol with 1,4-dimethoxybenzene solvate'
_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
_audit_update_record
;
2013-09-02 # Formatted by publCIF
;
_cell_angle_alpha                99.15
_cell_angle_beta                 97.10
_cell_angle_gamma                93.79
_cell_formula_units_Z            2
_cell_length_a                   8.4092(2)
_cell_length_b                   9.0220(2)
_cell_length_c                   13.4486(3)
_cell_measurement_reflns_used    8679
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      33.1
_cell_measurement_theta_min      2.5
_cell_volume                     995.77(4)
_computing_cell_refinement       'SAINT (Bruker, 2010)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2010)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD'
_diffrn_measurement_method       'ω and φ'
_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  0.0157
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15470
_diffrn_reflns_theta_full        33.27
_diffrn_reflns_theta_max         33.27
_diffrn_reflns_theta_min         2.45
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.9530
_exptl_absorpt_correction_T_min  0.9504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2006)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             398
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         7069
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0577P)²+0.1714P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0978
_refine_ls_wR_factor_ref         0.1032
_reflns_number_gt                6024
_reflns_number_total             7069
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cc00672k2.cif
_cod_data_source_block           a3
_cod_original_cell_volume        995.76(4)
_cod_database_code               7112158
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
Si1 Si 0.06201(3) 0.56367(3) 0.172557(17) 0.01402(6) Uani 1 1 d
O1 O 0.18426(8) 0.63664(7) 0.10226(5) 0.01762(12) Uani 1 1 d
H1 H 0.1918(19) 0.7325(19) 0.1053(12) 0.041(4) Uiso 1 1 d
O2 O -0.03987(8) 0.41625(7) 0.10139(5) 0.01773(12) Uani 1 1 d
H2 H -0.089(2) 0.419(2) 0.0406(14) 0.051(5) Uiso 1 1 d
C1 C -0.06064(10) 0.72134(9) 0.21920(6) 0.01625(15) Uani 1 1 d
C2 C 0.00435(11) 0.83178(10) 0.30428(7) 0.02036(17) Uani 1 1 d
C3 C -0.08816(12) 0.94610(10) 0.34151(7) 0.02254(18) Uani 1 1 d
H3 H -0.0403(17) 1.0216(16) 0.4012(11) 0.029(3) Uiso 1 1 d
C4 C -0.24388(12) 0.95644(10) 0.29662(7) 0.02098(17) Uani 1 1 d
C5 C -0.30446(11) 0.85294(10) 0.20977(7) 0.01899(16) Uani 1 1 d
H5 H -0.4122(16) 0.8631(15) 0.1793(10) 0.024(3) Uiso 1 1 d
C6 C -0.21659(10) 0.73675(9) 0.17066(6) 0.01614(15) Uani 1 1 d
C7 C -0.29393(11) 0.63243(11) 0.07535(7) 0.01988(16) Uani 1 1 d
H7A H -0.3992(18) 0.6654(16) 0.0534(11) 0.033(4) Uiso 1 1 d
H7B H -0.3133(16) 0.5289(16) 0.0869(10) 0.027(3) Uiso 1 1 d
H7C H -0.2312(16) 0.6357(15) 0.0219(10) 0.026(3) Uiso 1 1 d
C8 C -0.34752(15) 1.07387(12) 0.33959(9) 0.0287(2) Uani 1 1 d
H8A H -0.448(2) 1.029(2) 0.3554(14) 0.054(5) Uiso 1 1 d
H8B H -0.367(2) 1.1416(19) 0.2944(13) 0.046(4) Uiso 1 1 d
H8C H -0.293(2) 1.1366(19) 0.4013(13) 0.044(4) Uiso 1 1 d
C9 C 0.17411(13) 0.83187(13) 0.35732(9) 0.0310(2) Uani 1 1 d
H9A H 0.208(2) 0.9307(19) 0.3995(12) 0.043(4) Uiso 1 1 d
H9B H 0.2517(19) 0.8121(17) 0.3103(12) 0.035(4) Uiso 1 1 d
H9C H 0.182(2) 0.753(2) 0.3998(14) 0.051(5) Uiso 1 1 d
C10 C 0.16597(10) 0.47589(9) 0.27780(6) 0.01538(14) Uani 1 1 d
C11 C 0.33246(10) 0.45866(9) 0.29244(6) 0.01594(15) Uani 1 1 d
C12 C 0.39791(11) 0.38838(10) 0.37179(7) 0.01799(16) Uani 1 1 d
H12 H 0.5163(17) 0.3803(15) 0.3810(10) 0.026(3) Uiso 1 1 d
C13 C 0.30371(11) 0.33284(10) 0.43784(7) 0.01944(16) Uani 1 1 d
C14 C 0.13952(12) 0.34781(11) 0.42268(7) 0.02152(17) Uani 1 1 d
H14 H 0.0714(16) 0.3095(15) 0.4683(10) 0.025(3) Uiso 1 1 d
C15 C 0.06939(11) 0.41702(10) 0.34419(7) 0.01913(16) Uani 1 1 d
C16 C -0.11089(12) 0.42342(15) 0.33194(9) 0.0291(2) Uani 1 1 d
H16A H -0.1563(18) 0.3922(17) 0.3909(12) 0.035(4) Uiso 1 1 d
H16B H -0.163(2) 0.360(2) 0.2710(14) 0.051(5) Uiso 1 1 d
H16C H -0.139(2) 0.523(2) 0.3284(13) 0.050(5) Uiso 1 1 d
C17 C 0.37743(14) 0.25671(12) 0.52240(8) 0.0259(2) Uani 1 1 d
H17A H 0.489(2) 0.290(2) 0.5439(14) 0.054(5) Uiso 1 1 d
H17B H 0.327(2) 0.281(2) 0.5827(14) 0.055(5) Uiso 1 1 d
H17C H 0.3690(19) 0.1501(19) 0.5020(12) 0.042(4) Uiso 1 1 d
C18 C 0.44686(11) 0.51363(12) 0.22543(7) 0.02185(17) Uani 1 1 d
H18A H 0.5526(19) 0.4828(17) 0.2425(11) 0.034(4) Uiso 1 1 d
H18B H 0.4554(18) 0.6205(17) 0.2330(11) 0.033(4) Uiso 1 1 d
H18C H 0.4138(17) 0.4761(16) 0.1522(11) 0.030(3) Uiso 1 1 d
O21 O 0.21153(9) 0.94177(8) 0.07318(6) 0.02667(15) Uani 1 1 d
C21 C 0.35465(12) 0.97674(10) 0.03800(7) 0.02155(17) Uani 1 1 d
C22 C 0.39845(12) 0.87095(10) -0.03892(7) 0.02260(18) Uani 1 1 d
H22 H 0.3261(17) 0.7813(16) -0.0660(10) 0.027(3) Uiso 1 1 d
C23 C 0.54325(13) 0.89306(10) -0.07654(7) 0.02253(17) Uani 1 1 d
H23 H 0.5682(18) 0.8186(17) -0.1314(11) 0.032(4) Uiso 1 1 d
C24 C 0.13972(16) 1.06276(13) 0.12926(10) 0.0329(2) Uani 1 1 d
H24A H 0.0356(19) 1.0251(17) 0.1411(11) 0.036(4) Uiso 1 1 d
H24B H 0.1309(19) 1.1443(18) 0.0892(12) 0.042(4) Uiso 1 1 d
H24C H 0.2069(19) 1.0952(17) 0.1968(12) 0.038(4) Uiso 1 1 d
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Si Si 0.0817 0.0704 '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
O2 Si1 O1 107.30(3) . .
O2 Si1 C10 101.01(4) . .
O1 Si1 C10 114.52(4) . .
O2 Si1 C1 115.54(4) . .
O1 Si1 C1 105.27(4) . .
C10 Si1 C1 113.36(4) . .
Si1 O1 H1 117.8(11) . .
Si1 O2 H2 122.3(12) . .
C6 C1 C2 117.77(8) . .
C6 C1 Si1 122.29(6) . .
C2 C1 Si1 119.92(6) . .
C3 C2 C1 120.21(8) . .
C3 C2 C9 117.75(8) . .
C1 C2 C9 122.04(8) . .
C4 C3 C2 121.73(8) . .
C4 C3 H3 119.6(8) . .
C2 C3 H3 118.7(8) . .
C3 C4 C5 118.03(8) . .
C3 C4 C8 122.08(9) . .
C5 C4 C8 119.89(9) . .
C4 C5 C6 121.95(8) . .
C4 C5 H5 116.6(8) . .
C6 C5 H5 121.4(8) . .
C5 C6 C1 120.15(8) . .
C5 C6 C7 117.22(8) . .
C1 C6 C7 122.63(7) . .
C6 C7 H7A 109.1(8) . .
C6 C7 H7B 112.1(8) . .
H7A C7 H7B 106.5(12) . .
C6 C7 H7C 110.9(8) . .
H7A C7 H7C 107.5(12) . .
H7B C7 H7C 110.5(11) . .
C4 C8 H8A 112.2(11) . .
C4 C8 H8B 110.0(10) . .
H8A C8 H8B 110.8(15) . .
C4 C8 H8C 112.1(10) . .
H8A C8 H8C 107.4(14) . .
H8B C8 H8C 104.1(14) . .
C2 C9 H9A 109.5(10) . .
C2 C9 H9B 112.9(9) . .
H9A C9 H9B 107.6(13) . .
C2 C9 H9C 111.3(11) . .
H9A C9 H9C 109.8(14) . .
H9B C9 H9C 105.6(13) . .
C11 C10 C15 117.79(8) . .
C11 C10 Si1 124.44(6) . .
C15 C10 Si1 117.70(6) . .
C12 C11 C10 120.12(8) . .
C12 C11 C18 117.18(8) . .
C10 C11 C18 122.70(8) . .
C13 C12 C11 122.09(8) . .
C13 C12 H12 119.9(8) . .
C11 C12 H12 118.0(8) . .
C14 C13 C12 117.87(8) . .
C14 C13 C17 121.18(9) . .
C12 C13 C17 120.95(9) . .
C13 C14 C15 121.80(8) . .
C13 C14 H14 119.1(8) . .
C15 C14 H14 119.1(8) . .
C14 C15 C10 120.30(8) . .
C14 C15 C16 117.79(8) . .
C10 C15 C16 121.89(8) . .
C15 C16 H16A 110.8(9) . .
C15 C16 H16B 112.0(11) . .
H16A C16 H16B 108.6(13) . .
C15 C16 H16C 111.1(11) . .
H16A C16 H16C 107.1(13) . .
H16B C16 H16C 107.1(15) . .
C13 C17 H17A 112.4(11) . .
C13 C17 H17B 111.1(11) . .
H17A C17 H17B 104.5(15) . .
C13 C17 H17C 111.0(10) . .
H17A C17 H17C 108.2(14) . .
H17B C17 H17C 109.4(15) . .
C11 C18 H18A 110.7(9) . .
C11 C18 H18B 111.2(9) . .
H18A C18 H18B 107.9(12) . .
C11 C18 H18C 113.7(8) . .
H18A C18 H18C 107.2(12) . .
H18B C18 H18C 105.9(12) . .
C21 O21 C24 117.51(8) . .
O21 C21 C22 116.36(8) . .
O21 C21 C23 124.14(9) . 2_675
C22 C21 C23 119.47(9) . 2_675
C23 C22 C21 120.68(9) . .
C23 C22 H22 120.3(8) . .
C21 C22 H22 119.0(8) . .
C22 C23 C21 119.85(9) . 2_675
C22 C23 H23 118.4(9) . .
C21 C23 H23 121.7(9) 2_675 .
O21 C24 H24A 108.4(9) . .
O21 C24 H24B 108.5(9) . .
H24A C24 H24B 110.9(13) . .
O21 C24 H24C 108.6(9) . .
H24A C24 H24C 107.7(13) . .
H24B C24 H24C 112.7(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O2 1.6311(7) .
Si1 O1 1.6531(7) .
Si1 C10 1.8808(9) .
Si1 C1 1.8844(9) .
O1 H1 0.857(17) .
O2 H2 0.874(18) .
C1 C6 1.4166(12) .
C1 C2 1.4182(12) .
C2 C3 1.3992(13) .
C2 C9 1.5148(14) .
C3 C4 1.3880(14) .
C3 H3 0.991(14) .
C4 C5 1.3924(13) .
C4 C8 1.5059(13) .
C5 C6 1.3945(12) .
C5 H5 0.964(14) .
C6 C7 1.5103(12) .
C7 H7A 0.978(15) .
C7 H7B 0.977(14) .
C7 H7C 0.946(14) .
C8 H8A 0.971(19) .
C8 H8B 0.937(18) .
C8 H8C 0.969(17) .
C9 H9A 0.981(17) .
C9 H9B 0.969(16) .
C9 H9C 0.983(19) .
C10 C11 1.4119(12) .
C10 C15 1.4184(12) .
C11 C12 1.4000(12) .
C11 C18 1.5090(12) .
C12 C13 1.3895(13) .
C12 H12 0.997(14) .
C13 C14 1.3893(14) .
C13 C17 1.5100(13) .
C14 C15 1.3988(13) .
C14 H14 0.975(14) .
C15 C16 1.5106(13) .
C16 H16A 0.993(15) .
C16 H16B 0.959(18) .
C16 H16C 0.950(18) .
C17 H17A 0.961(19) .
C17 H17B 0.964(18) .
C17 H17C 0.952(17) .
C18 H18A 0.961(15) .
C18 H18B 0.950(15) .
C18 H18C 0.988(14) .
O21 C21 1.3820(12) .
O21 C24 1.4363(13) .
C21 C22 1.3940(14) .
C21 C23 1.3959(13) 2_675
C22 C23 1.3895(15) .
C22 H22 0.971(14) .
C23 C21 1.3959(13) 2_675
C23 H23 0.969(14) .
C24 H24A 0.959(16) .
C24 H24B 0.980(17) .
C24 H24C 0.998(16) .
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
O2 H2 O1 0.874(18) 1.961(18) 2.8087(9) 163.1(17) 2_565
O1 H1 O21 0.857(17) 2.004(17) 2.8399(9) 164.9(15) .
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_4
O2 Si1 C1 C6 -20.86(9) . .
O1 Si1 C1 C6 97.31(7) . .
C10 Si1 C1 C6 -136.78(7) . .
O2 Si1 C1 C2 160.66(7) . .
O1 Si1 C1 C2 -81.17(8) . .
C10 Si1 C1 C2 44.74(8) . .
C6 C1 C2 C3 3.71(14) . .
Si1 C1 C2 C3 -177.75(7) . .
C6 C1 C2 C9 -175.83(9) . .
Si1 C1 C2 C9 2.72(13) . .
C1 C2 C3 C4 -0.68(15) . .
C9 C2 C3 C4 178.87(10) . .
C2 C3 C4 C5 -2.78(14) . .
C2 C3 C4 C8 176.56(9) . .
C3 C4 C5 C6 3.21(14) . .
C8 C4 C5 C6 -176.15(9) . .
C4 C5 C6 C1 -0.15(14) . .
C4 C5 C6 C7 -179.30(8) . .
C2 C1 C6 C5 -3.30(13) . .
Si1 C1 C6 C5 178.19(7) . .
C2 C1 C6 C7 175.81(8) . .
Si1 C1 C6 C7 -2.70(12) . .
O2 Si1 C10 C11 109.21(7) . .
O1 Si1 C10 C11 -5.74(8) . .
C1 Si1 C10 C11 -126.56(7) . .
O2 Si1 C10 C15 -67.85(7) . .
O1 Si1 C10 C15 177.20(6) . .
C1 Si1 C10 C15 56.38(8) . .
C15 C10 C11 C12 -1.39(12) . .
Si1 C10 C11 C12 -178.44(6) . .
C15 C10 C11 C18 178.71(8) . .
Si1 C10 C11 C18 1.66(12) . .
C10 C11 C12 C13 0.40(13) . .
C18 C11 C12 C13 -179.70(8) . .
C11 C12 C13 C14 0.49(13) . .
C11 C12 C13 C17 179.64(8) . .
C12 C13 C14 C15 -0.35(14) . .
C17 C13 C14 C15 -179.50(9) . .
C13 C14 C15 C10 -0.67(14) . .
C13 C14 C15 C16 178.10(9) . .
C11 C10 C15 C14 1.52(13) . .
Si1 C10 C15 C14 178.78(7) . .
C11 C10 C15 C16 -177.20(9) . .
Si1 C10 C15 C16 0.06(12) . .
C24 O21 C21 C22 -162.31(9) . .
C24 O21 C21 C23 19.55(14) . 2_675
O21 C21 C22 C23 -177.46(8) . .
C23 C21 C22 C23 0.77(16) 2_675 .
C21 C22 C23 C21 -0.77(16) . 2_675
