#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:51:33 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178629 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/40/4074005.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_4074005
loop_
_publ_author_name
'Popp, Friedrich'
'Nätscher, Jennifer B.'
'Daiss, Jürgen O.'
'Burschka, Christian'
'Tacke, Reinhold'
_publ_section_title
;
 The 2,4,6-Trimethoxyphenyl Unit as a Unique Protecting Group for Silicon
 in Synthesis and the Silylation Potential of
 (2,4,6-Trimethoxyphenyl)silanes
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              6014
_journal_paper_doi               10.1021/om700805p
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C12 H20 O3 Si'
_chemical_formula_weight         240.37
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 91.829(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.4546(8)
_cell_length_b                   7.1925(4)
_cell_length_c                   19.9374(16)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.55
_cell_measurement_theta_min      6.2
_cell_volume                     1355.10(18)
_computing_cell_refinement       Stoe-IPDS
_computing_data_collection       Stoe-IPDS
_computing_data_reduction        Stoe-IPDS
_computing_molecular_graphics    Bruker-SHELXTL
_computing_publication_material  Bruker-SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  Stoe-IPDS
_diffrn_measurement_method       Stoe-IPDS
_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  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16691
_diffrn_reflns_theta_full        27.42
_diffrn_reflns_theta_max         27.42
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             520
_exptl_crystal_size_max          .5
_exptl_crystal_size_mid          .3
_exptl_crystal_size_min          .3
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3303
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0425
_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)+(0.0565P)²+0.5411P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1046
_refine_ls_wR_factor_ref         0.1162
_reflns_number_gt                2430
_reflns_number_total             3303
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700805p-file009.cif
_cod_data_source_block           pop02e
_cod_original_sg_symbol_H-M      P21/m
_cod_database_code               4074005
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
Si1 Si 0.38018(6) 0.2500 0.16893(3) 0.03212(17) Uani 1 2 d S
O1 O 0.50891(17) 0.2500 0.02673(8) 0.0449(5) Uani 1 2 d S
O2 O 0.08618(19) 0.2500 -0.10775(8) 0.0456(5) Uani 1 2 d S
O3 O 0.07697(16) 0.2500 0.13560(8) 0.0394(4) Uani 1 2 d S
C1 C 0.2927(2) 0.2500 0.08164(11) 0.0303(5) Uani 1 2 d S
C2 C 0.3638(2) 0.2500 0.02068(11) 0.0323(5) Uani 1 2 d S
C3 C 0.2937(3) 0.2500 -0.04167(11) 0.0364(5) Uani 1 2 d S
H3 H 0.3451 0.2500 -0.0818 0.044 Uiso 1 2 calc SR
C4 C 0.1462(3) 0.2500 -0.04395(11) 0.0345(5) Uani 1 2 d S
C5 C 0.0692(2) 0.2500 0.01384(11) 0.0345(5) Uani 1 2 d S
H5 H -0.0313 0.2500 0.0118 0.041 Uiso 1 2 calc SR
C6 C 0.1444(2) 0.2500 0.07546(10) 0.0301(5) Uani 1 2 d S
C7 C 0.5886(3) 0.2500 -0.03277(14) 0.0494(7) Uani 1 2 d S
H7A H 0.566(3) 0.139(3) -0.0598(12) 0.074 Uiso 1 1 d .
H7B H 0.692(4) 0.2500 -0.0149(18) 0.074 Uiso 1 2 d S
C8 C -0.0653(3) 0.2500 -0.11437(14) 0.0444(6) Uani 1 2 d S
H8A H -0.107(2) 0.135(3) -0.0930(11) 0.067 Uiso 1 1 d .
H8B H -0.083(4) 0.2500 -0.1621(18) 0.067 Uiso 1 2 d S
C9 C -0.0743(2) 0.2500 0.13482(14) 0.0398(6) Uani 1 2 d S
H9A H -0.100(3) 0.2500 0.1821(17) 0.060 Uiso 1 2 d S
H9B H -0.113(2) 0.140(3) 0.1117(11) 0.060 Uiso 1 1 d .
C10 C 0.3266(2) 0.4611(3) 0.21641(9) 0.0470(4) Uani 1 1 d .
H10A H 0.2237 0.4614 0.2208 0.070 Uiso 1 1 calc R
H10B H 0.3553 0.5728 0.1922 0.070 Uiso 1 1 calc R
H10C H 0.3728 0.4598 0.2611 0.070 Uiso 1 1 calc R
C11 C 0.5784(3) 0.2500 0.16696(13) 0.0450(6) Uani 1 2 d S
H11A H 0.615(2) 0.366(3) 0.1438(12) 0.068 Uiso 1 1 d .
H11C H 0.617(4) 0.2500 0.2131(18) 0.068 Uiso 1 2 d S
Si2 Si 0.82180(7) 0.7500 0.32488(3) 0.03349(17) Uani 1 2 d S
O21 O 0.96793(17) 0.7500 0.45663(8) 0.0390(4) Uani 1 2 d S
O22 O 0.58534(19) 0.7500 0.60569(8) 0.0455(5) Uani 1 2 d S
O23 O 0.50361(17) 0.7500 0.36489(8) 0.0420(4) Uani 1 2 d S
C21 C 0.7367(2) 0.7500 0.41021(11) 0.0321(5) Uani 1 2 d S
C22 C 0.8253(2) 0.7500 0.46881(11) 0.0318(5) Uani 1 2 d S
C23 C 0.7737(3) 0.7500 0.53318(11) 0.0360(5) Uani 1 2 d S
H23 H 0.8366 0.7500 0.5713 0.043 Uiso 1 2 calc SR
C24 C 0.6284(3) 0.7500 0.54068(11) 0.0340(5) Uani 1 2 d S
C25 C 0.5349(3) 0.7500 0.48555(11) 0.0338(5) Uani 1 2 d S
H25 H 0.4355 0.7500 0.4912 0.041 Uiso 1 2 calc SR
C26 C 0.5913(3) 0.7500 0.42130(11) 0.0323(5) Uani 1 2 d S
C27 C 1.0664(3) 0.7500 0.51276(13) 0.0434(6) Uani 1 2 d S
H27A H 1.160(4) 0.7500 0.4931(17) 0.065 Uiso 1 2 d S
H27B H 1.054(2) 0.639(3) 0.5409(11) 0.065 Uiso 1 1 d .
C28 C 0.4364(3) 0.7500 0.61652(14) 0.0452(6) Uani 1 2 d S
H28A H 0.388(2) 0.863(3) 0.5961(12) 0.068 Uiso 1 1 d .
H28B H 0.427(4) 0.7500 0.6642(18) 0.068 Uiso 1 2 d S
C29 C 0.3537(3) 0.7500 0.37298(13) 0.0409(6) Uani 1 2 d S
H29A H 0.321(2) 0.634(3) 0.3965(11) 0.061 Uiso 1 1 d .
H29B H 0.311(3) 0.7500 0.3261(17) 0.061 Uiso 1 2 d S
C30 C 0.6901(3) 0.7500 0.25296(14) 0.0622(9) Uani 1 2 d S
H30B H 0.745(4) 0.7500 0.212(2) 0.093 Uiso 1 2 d S
H30A H 0.628(3) 0.859(4) 0.2542(14) 0.093 Uiso 1 1 d .
C31 C 0.9349(2) 0.5387(3) 0.31595(10) 0.0552(5) Uani 1 1 d .
H31A H 0.9739 0.5365 0.2710 0.083 Uiso 1 1 calc R
H31B H 0.8776 0.4270 0.3225 0.083 Uiso 1 1 calc R
H31C H 1.0125 0.5420 0.3497 0.083 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'
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
C10 Si1 C10 108.77(13) . 4_565
C10 Si1 C11 107.32(8) . .
C10 Si1 C11 107.32(8) 4_565 .
C10 Si1 C1 110.28(7) . .
C10 Si1 C1 110.28(7) 4_565 .
C11 Si1 C1 112.72(11) . .
C2 O1 C7 118.7(2) . .
C4 O2 C8 117.78(19) . .
C6 O3 C9 118.81(18) . .
C6 C1 C2 115.3(2) . .
C6 C1 Si1 118.96(16) . .
C2 C1 Si1 125.75(16) . .
O1 C2 C3 121.66(19) . .
O1 C2 C1 115.30(19) . .
C3 C2 C1 123.0(2) . .
C2 C3 C4 118.5(2) . .
O2 C4 C5 123.9(2) . .
O2 C4 C3 114.4(2) . .
C5 C4 C3 121.7(2) . .
C4 C5 C6 117.7(2) . .
O3 C6 C5 121.88(19) . .
O3 C6 C1 114.39(18) . .
C5 C6 C1 123.7(2) . .
C30 Si2 C31 107.22(9) . .
C30 Si2 C31 107.22(9) . 4_575
C31 Si2 C31 108.71(15) . 4_575
C30 Si2 C21 113.26(12) . .
C31 Si2 C21 110.13(7) . .
C31 Si2 C21 110.13(7) 4_575 .
C22 O21 C27 118.51(19) . .
C24 O22 C28 117.8(2) . .
C26 O23 C29 118.74(18) . .
C26 C21 C22 115.4(2) . .
C26 C21 Si2 125.90(17) . .
C22 C21 Si2 118.75(17) . .
O21 C22 C23 122.6(2) . .
O21 C22 C21 114.30(19) . .
C23 C22 C21 123.2(2) . .
C24 C23 C22 118.6(2) . .
O22 C24 C23 115.3(2) . .
O22 C24 C25 123.3(2) . .
C23 C24 C25 121.5(2) . .
C24 C25 C26 118.2(2) . .
O23 C26 C21 116.12(19) . .
O23 C26 C25 120.7(2) . .
C21 C26 C25 123.2(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 C10 1.8677(19) .
Si1 C10 1.8678(19) 4_565
Si1 C11 1.876(3) .
Si1 C1 1.903(2) .
O1 C2 1.374(3) .
O1 C7 1.425(3) .
O2 C4 1.376(3) .
O2 C8 1.434(3) .
O3 C6 1.376(3) .
O3 C9 1.430(3) .
C1 C6 1.403(3) .
C1 C2 1.407(3) .
C2 C3 1.390(3) .
C3 C4 1.394(3) .
C4 C5 1.382(3) .
C5 C6 1.400(3) .
Si2 C30 1.869(3) .
Si2 C31 1.870(2) .
Si2 C31 1.870(2) 4_575
Si2 C21 1.905(2) .
O21 C22 1.378(3) .
O21 C27 1.432(3) .
O22 C24 1.371(3) .
O22 C28 1.431(3) .
O23 C26 1.376(3) .
O23 C29 1.432(3) .
C21 C26 1.399(3) .
C21 C22 1.416(3) .
C22 C23 1.387(3) .
C23 C24 1.387(3) .
C24 C25 1.388(3) .
C25 C26 1.403(3) .
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
C10 Si1 C1 C6 -60.07(7) .
C10 Si1 C1 C6 60.07(7) 4_565
C11 Si1 C1 C6 180.0 .
C10 Si1 C1 C2 119.93(7) .
C10 Si1 C1 C2 -119.93(7) 4_565
C11 Si1 C1 C2 0.0 .
C7 O1 C2 C3 0.0 .
C7 O1 C2 C1 180.0 .
C6 C1 C2 O1 180.0 .
Si1 C1 C2 O1 0.0 .
C6 C1 C2 C3 0.0 .
Si1 C1 C2 C3 180.0 .
O1 C2 C3 C4 180.0 .
C1 C2 C3 C4 0.0 .
C8 O2 C4 C5 0.0 .
C8 O2 C4 C3 180.0 .
C2 C3 C4 O2 180.0 .
C2 C3 C4 C5 0.0 .
O2 C4 C5 C6 180.0 .
C3 C4 C5 C6 0.0 .
C9 O3 C6 C5 0.0 .
C9 O3 C6 C1 180.0 .
C4 C5 C6 O3 180.0 .
C4 C5 C6 C1 0.0 .
C2 C1 C6 O3 180.0 .
Si1 C1 C6 O3 0.0 .
C2 C1 C6 C5 0.0 .
Si1 C1 C6 C5 180.0 .
C30 Si2 C21 C26 0.0 .
C31 Si2 C21 C26 -120.06(9) .
C31 Si2 C21 C26 120.06(9) 4_575
C30 Si2 C21 C22 180.0 .
C31 Si2 C21 C22 59.94(9) .
C31 Si2 C21 C22 -59.94(9) 4_575
C27 O21 C22 C23 0.0 .
C27 O21 C22 C21 180.0 .
C26 C21 C22 O21 180.0 .
Si2 C21 C22 O21 0.0 .
C26 C21 C22 C23 0.0 .
Si2 C21 C22 C23 180.0 .
O21 C22 C23 C24 180.0 .
C21 C22 C23 C24 0.0 .
C28 O22 C24 C23 180.0 .
C28 O22 C24 C25 0.0 .
C22 C23 C24 O22 180.0 .
C22 C23 C24 C25 0.0 .
O22 C24 C25 C26 180.0 .
C23 C24 C25 C26 0.0 .
C29 O23 C26 C21 180.0 .
C29 O23 C26 C25 0.0 .
C22 C21 C26 O23 180.0 .
Si2 C21 C26 O23 0.0 .
C22 C21 C26 C25 0.0 .
Si2 C21 C26 C25 180.0 .
C24 C25 C26 O23 180.0 .
C24 C25 C26 C21 0.0 .
