#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:48:01 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178628 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/39/4073999.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_4073999
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_moiety         'C18 H22 O3 Si'
_chemical_formula_sum            'C18 H22 O3 Si'
_chemical_formula_weight         314.45
_chemical_name_systematic
; 
 ? 
;
_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                77.363(12)
_cell_angle_beta                 72.171(12)
_cell_angle_gamma                80.161(13)
_cell_formula_units_Z            2
_cell_length_a                   8.5471(10)
_cell_length_b                   9.8544(11)
_cell_length_c                   11.1205(12)
_cell_measurement_reflns_used    4067
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      21.2
_cell_measurement_theta_min      6.9
_cell_volume                     864.60(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      193(2)
_diffrn_measured_fraction_theta_full 0.923
_diffrn_measured_fraction_theta_max 0.923
_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  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0228
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9587
_diffrn_reflns_theta_full        26.90
_diffrn_reflns_theta_max         26.90
_diffrn_reflns_theta_min         2.52
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             336
_exptl_crystal_size_max          .5
_exptl_crystal_size_mid          .4
_exptl_crystal_size_min          .3
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3437
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0357
_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)+(0.0510P)²+0.2243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.0994
_reflns_number_gt                2928
_reflns_number_total             3437
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om700805p-file003.cif
_cod_data_source_block           pop01b
_cod_original_cell_volume        864.60(17)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4073999
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
Si Si 0.31579(4) 0.24498(4) 0.34097(3) 0.02770(12) Uani 1 1 d .
O1 O 0.08367(13) 0.23191(11) 0.20056(10) 0.0387(3) Uani 1 1 d .
O2 O -0.22274(13) 0.69295(12) 0.21547(11) 0.0404(3) Uani 1 1 d .
O3 O 0.23653(13) 0.55301(12) 0.38673(10) 0.0384(3) Uani 1 1 d .
C1 C 0.15630(16) 0.38990(15) 0.29795(12) 0.0278(3) Uani 1 1 d .
C2 C 0.05124(17) 0.36292(15) 0.23210(12) 0.0292(3) Uani 1 1 d .
C3 C -0.07661(18) 0.45981(16) 0.20146(13) 0.0317(3) Uani 1 1 d .
H3 H -0.1445 0.4379 0.1564 0.038 Uiso 1 1 calc R
C4 C -0.10154(17) 0.58933(15) 0.23886(12) 0.0303(3) Uani 1 1 d .
C5 C -0.00023(17) 0.62316(15) 0.30294(12) 0.0303(3) Uani 1 1 d .
H5 H -0.0184 0.7121 0.3279 0.036 Uiso 1 1 calc R
C6 C 0.12746(16) 0.52488(15) 0.32959(12) 0.0283(3) Uani 1 1 d .
C7 C -0.0162(2) 0.19523(18) 0.13286(15) 0.0398(4) Uani 1 1 d .
H7A H -0.1327 0.2060 0.1824 0.060 Uiso 1 1 calc R
H7B H 0.0171 0.0978 0.1208 0.060 Uiso 1 1 calc R
H7C H -0.0013 0.2568 0.0490 0.060 Uiso 1 1 calc R
C8 C -0.3415(2) 0.66036(19) 0.16216(19) 0.0474(4) Uani 1 1 d .
H8A H -0.2855 0.6366 0.0771 0.071 Uiso 1 1 calc R
H8B H -0.4241 0.7416 0.1544 0.071 Uiso 1 1 calc R
H8C H -0.3964 0.5806 0.2184 0.071 Uiso 1 1 calc R
C9 C 0.2153(2) 0.68687(18) 0.42189(16) 0.0425(4) Uani 1 1 d .
H9A H 0.2259 0.7596 0.3449 0.064 Uiso 1 1 calc R
H9B H 0.3001 0.6913 0.4631 0.064 Uiso 1 1 calc R
H9C H 0.1055 0.7019 0.4818 0.064 Uiso 1 1 calc R
C10 C 0.21469(18) 0.08345(17) 0.42901(14) 0.0369(3) Uani 1 1 d .
H10 H 0.1589 0.0432 0.3858 0.044 Uiso 1 1 calc R
C11 C 0.2154(2) 0.0214(2) 0.54698(17) 0.0512(4) Uani 1 1 d .
H11A H 0.2700 0.0587 0.5931 0.061 Uiso 1 1 calc R
H11B H 0.1614 -0.0604 0.5857 0.061 Uiso 1 1 calc R
C12 C 0.43187(19) 0.28820(18) 0.44276(14) 0.0386(3) Uani 1 1 d .
H12A H 0.3535 0.3152 0.5210 0.058 Uiso 1 1 calc R
H12B H 0.4964 0.3659 0.3949 0.058 Uiso 1 1 calc R
H12C H 0.5066 0.2061 0.4657 0.058 Uiso 1 1 calc R
C13 C 0.47409(16) 0.20682(15) 0.18843(12) 0.0292(3) Uani 1 1 d .
C14 C 0.5401(3) 0.07238(18) 0.16821(18) 0.0560(5) Uani 1 1 d .
H14 H 0.4995 -0.0052 0.2311 0.067 Uiso 1 1 calc R
C15 C 0.6650(3) 0.0486(2) 0.0575(2) 0.0693(7) Uani 1 1 d .
H15 H 0.7081 -0.0445 0.0455 0.083 Uiso 1 1 calc R
C16 C 0.7260(2) 0.16003(19) -0.03481(15) 0.0456(4) Uani 1 1 d .
H16 H 0.8101 0.1438 -0.1107 0.055 Uiso 1 1 calc R
C17 C 0.66463(19) 0.29431(18) -0.01635(14) 0.0401(4) Uani 1 1 d .
H17 H 0.7077 0.3714 -0.0788 0.048 Uiso 1 1 calc R
C18 C 0.53953(18) 0.31748(16) 0.09370(13) 0.0351(3) Uani 1 1 d .
H18 H 0.4973 0.4109 0.1049 0.042 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
C12 Si C10 107.72(7)
C12 Si C13 106.52(6)
C10 Si C13 109.52(7)
C12 Si C1 114.31(7)
C10 Si C1 110.07(6)
C13 Si C1 108.58(6)
C2 O1 C7 118.42(11)
C4 O2 C8 117.78(12)
C6 O3 C9 118.49(12)
C2 C1 C6 115.56(13)
C2 C1 Si 118.64(10)
C6 C1 Si 125.76(10)
O1 C2 C3 122.09(12)
O1 C2 C1 114.40(12)
C3 C2 C1 123.50(13)
C4 C3 C2 118.00(13)
O2 C4 C3 123.81(13)
O2 C4 C5 114.92(13)
C3 C4 C5 121.26(13)
C6 C5 C4 118.99(13)
O3 C6 C5 122.23(13)
O3 C6 C1 115.12(12)
C5 C6 C1 122.63(12)
C11 C10 Si 124.63(14)
C14 C13 C18 117.07(13)
C14 C13 Si 123.06(11)
C18 C13 Si 119.68(11)
C13 C14 C15 121.40(16)
C16 C15 C14 120.16(17)
C17 C16 C15 119.66(14)
C16 C17 C18 119.98(14)
C17 C18 C13 121.72(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si C12 1.8682(15)
Si C10 1.8733(16)
Si C13 1.8840(14)
Si C1 1.8872(15)
O1 C2 1.3722(17)
O1 C7 1.4295(17)
O2 C4 1.3677(18)
O2 C8 1.4315(19)
O3 C6 1.3703(16)
O3 C9 1.4234(18)
C1 C2 1.4081(18)
C1 C6 1.4119(19)
C2 C3 1.397(2)
C3 C4 1.390(2)
C4 C5 1.3961(19)
C5 C6 1.389(2)
C10 C11 1.322(2)
C13 C14 1.386(2)
C13 C18 1.399(2)
C14 C15 1.395(2)
C15 C16 1.380(3)
C16 C17 1.373(2)
C17 C18 1.389(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
C12 Si C1 C2 -173.92(10)
C10 Si C1 C2 -52.54(12)
C13 Si C1 C2 67.33(11)
C12 Si C1 C6 3.88(14)
C10 Si C1 C6 125.25(12)
C13 Si C1 C6 -114.88(11)
C7 O1 C2 C3 0.76(19)
C7 O1 C2 C1 -179.66(12)
C6 C1 C2 O1 178.94(11)
Si C1 C2 O1 -3.05(15)
C6 C1 C2 C3 -1.49(19)
Si C1 C2 C3 176.53(10)
O1 C2 C3 C4 179.15(12)
C1 C2 C3 C4 -0.4(2)
C8 O2 C4 C3 7.1(2)
C8 O2 C4 C5 -173.65(13)
C2 C3 C4 O2 -179.63(12)
C2 C3 C4 C5 1.2(2)
O2 C4 C5 C6 -179.31(11)
C3 C4 C5 C6 -0.1(2)
C9 O3 C6 C5 1.24(19)
C9 O3 C6 C1 -179.81(12)
C4 C5 C6 O3 176.88(11)
C4 C5 C6 C1 -1.98(19)
C2 C1 C6 O3 -176.25(11)
Si C1 C6 O3 5.90(17)
C2 C1 C6 C5 2.69(18)
Si C1 C6 C5 -175.16(10)
C12 Si C10 C11 5.61(18)
C13 Si C10 C11 121.07(16)
C1 Si C10 C11 -119.62(16)
C12 Si C13 C14 97.24(16)
C10 Si C13 C14 -18.99(17)
C1 Si C13 C14 -139.20(15)
C12 Si C13 C18 -77.63(13)
C10 Si C13 C18 166.14(11)
C1 Si C13 C18 45.92(13)
C18 C13 C14 C15 -0.8(3)
Si C13 C14 C15 -175.76(18)
C13 C14 C15 C16 0.2(4)
C14 C15 C16 C17 0.8(4)
C15 C16 C17 C18 -1.2(3)
C16 C17 C18 C13 0.7(2)
C14 C13 C18 C17 0.3(2)
Si C13 C18 C17 175.50(12)
