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#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/86/4078673.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_4078673
loop_
_publ_author_name
'Kraushaar, Konstantin'
'Wiltzsch, Conny'
'Wagler, Jörg'
'Böhme, Uwe'
'Schwarzer, Anke'
'Roewer, Gerhard'
'Kroke, Edwin'
_publ_section_title
;
 From CO2to Polysiloxanes: Di(carbamoyloxy)silanes
 Me2Si[(OCO)NRR′]2as Precursors for PDMS
;
_journal_issue                   13
_journal_name_full               Organometallics
_journal_page_first              4779
_journal_paper_doi               10.1021/om300313f
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C10 H22 N2 O4 Si'
_chemical_formula_sum            'C10 H22 N2 O4 Si'
_chemical_formula_weight         262.39
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 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                 112.459(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.8885(17)
_cell_length_b                   5.0436(3)
_cell_length_c                   17.8135(15)
_cell_measurement_reflns_used    1867
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      28.69
_cell_measurement_theta_min      2.47
_cell_volume                     1402.2(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP32 (Farugia)'
_computing_publication_material  'Ciftab (Sheldrick)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0333
_diffrn_reflns_av_sigmaI/netI    0.1266
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4216
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.0017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.847
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         4316
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.847
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0481
_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)+(0.0235P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0845
_reflns_number_gt                2087
_reflns_number_total             2750
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300313f_si_003.cif
_cod_data_source_block           cw0201_5twin
_cod_original_sg_symbol_Hall     -P2yac
_cod_original_sg_symbol_H-M      P2/n
_cod_database_code               4078673
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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 0.2500 0.40549(17) 0.2500 0.0145(2) Uani 1 2 d S
O1 O 0.26912(11) 0.1801(3) 0.32484(9) 0.0169(4) Uani 1 1 d .
O2 O 0.29548(12) 0.4959(3) 0.42139(10) 0.0228(4) Uani 1 1 d .
N1 N 0.30316(13) 0.0577(3) 0.45369(12) 0.0161(5) Uani 1 1 d .
H1 H 0.3013(15) -0.085(4) 0.4405(14) 0.019 Uiso 1 1 d .
C1 C 0.34683(15) 0.5969(4) 0.26338(14) 0.0201(6) Uani 1 1 d .
H1A H 0.3941 0.4752 0.2694 0.030 Uiso 1 1 calc R
H1B H 0.3620 0.7075 0.3121 0.030 Uiso 1 1 calc R
H1C H 0.3361 0.7102 0.2158 0.030 Uiso 1 1 calc R
C2 C 0.28975(16) 0.2599(5) 0.40207(15) 0.0163(6) Uani 1 1 d .
C3 C 0.33030(15) 0.0992(4) 0.54115(13) 0.0180(6) Uani 1 1 d .
H3A H 0.3095 -0.0500 0.5648 0.022 Uiso 1 1 calc R
H3B H 0.3036 0.2639 0.5507 0.022 Uiso 1 1 calc R
C4 C 0.42720(16) 0.1203(4) 0.58426(14) 0.0183(5) Uani 1 1 d .
H4A H 0.4411 0.1768 0.6411 0.022 Uiso 1 1 calc R
H4B H 0.4485 0.2588 0.5573 0.022 Uiso 1 1 calc R
C5 C 0.47348(16) -0.1396(4) 0.58432(14) 0.0231(6) Uani 1 1 d .
H5A H 0.4579 -0.2720 0.6166 0.035 Uiso 1 1 calc R
H5B H 0.5355 -0.1102 0.6080 0.035 Uiso 1 1 calc R
H5C H 0.4567 -0.2036 0.5284 0.035 Uiso 1 1 calc R
Si2 Si 0.7500 0.36318(17) 0.2500 0.0128(2) Uani 1 2 d S
O3 O 0.79730(10) 0.1381(3) 0.32374(9) 0.0152(4) Uani 1 1 d .
O4 O 0.84781(11) 0.4641(3) 0.41691(9) 0.0200(4) Uani 1 1 d .
N2 N 0.87104(13) 0.0313(3) 0.45401(12) 0.0143(5) Uani 1 1 d .
H2 H 0.8624(15) -0.109(4) 0.4401(14) 0.017 Uiso 1 1 d .
C6 C 0.66863(15) 0.5544(4) 0.27167(14) 0.0194(6) Uani 1 1 d .
H6A H 0.6443 0.4448 0.3030 0.029 Uiso 1 1 calc R
H6B H 0.6230 0.6076 0.2205 0.029 Uiso 1 1 calc R
H6C H 0.6951 0.7128 0.3031 0.029 Uiso 1 1 calc R
C7 C 0.83986(16) 0.2265(4) 0.40049(14) 0.0159(6) Uani 1 1 d .
C8 C 0.91316(15) 0.0862(4) 0.54044(13) 0.0144(5) Uani 1 1 d .
H8A H 0.8751 0.1964 0.5583 0.017 Uiso 1 1 calc R
H8B H 0.9664 0.1877 0.5504 0.017 Uiso 1 1 calc R
C9 C 0.93479(16) -0.1678(4) 0.58957(13) 0.0155(5) Uani 1 1 d .
H9A H 0.8814 -0.2689 0.5795 0.019 Uiso 1 1 calc R
H9B H 0.9726 -0.2780 0.5714 0.019 Uiso 1 1 calc R
C10 C 0.97896(16) -0.1148(4) 0.67979(13) 0.0224(6) Uani 1 1 d .
H10A H 1.0332 -0.0225 0.6904 0.034 Uiso 1 1 calc R
H10B H 0.9902 -0.2834 0.7094 0.034 Uiso 1 1 calc R
H10C H 0.9420 -0.0043 0.6980 0.034 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'
N N 0.0061 0.0033 '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
O1 Si1 O1 95.26(11) . 2
O1 Si1 C1 111.09(9) . .
O1 Si1 C1 110.45(9) 2 .
O1 Si1 C1 110.45(9) . 2
O1 Si1 C1 111.09(9) 2 2
C1 Si1 C1 116.49(15) . 2
C2 O1 Si1 120.23(14) . .
C2 N1 C3 121.80(19) . .
C2 N1 H1 122.6(18) . .
C3 N1 H1 115.3(18) . .
Si1 C1 H1A 109.5 . .
Si1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
Si1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O2 C2 N1 124.9(2) . .
O2 C2 O1 122.4(2) . .
N1 C2 O1 112.70(19) . .
N1 C3 C4 112.74(19) . .
N1 C3 H3A 109.0 . .
C4 C3 H3A 109.0 . .
N1 C3 H3B 109.0 . .
C4 C3 H3B 109.0 . .
H3A C3 H3B 107.8 . .
C3 C4 C5 113.06(19) . .
C3 C4 H4A 109.0 . .
C5 C4 H4A 109.0 . .
C3 C4 H4B 109.0 . .
C5 C4 H4B 109.0 . .
H4A C4 H4B 107.8 . .
C4 C5 H5A 109.5 . .
C4 C5 H5B 109.5 . .
H5A C5 H5B 109.5 . .
C4 C5 H5C 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
O3 Si2 O3 95.50(11) . 2_655
O3 Si2 C6 110.30(9) . 2_655
O3 Si2 C6 111.05(9) 2_655 2_655
O3 Si2 C6 111.05(9) . .
O3 Si2 C6 110.30(9) 2_655 .
C6 Si2 C6 116.65(14) 2_655 .
C7 O3 Si2 118.36(13) . .
C7 N2 C8 121.12(17) . .
C7 N2 H2 119.4(19) . .
C8 N2 H2 119.2(19) . .
Si2 C6 H6A 109.5 . .
Si2 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
Si2 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
O4 C7 N2 125.0(2) . .
O4 C7 O3 121.9(2) . .
N2 C7 O3 113.06(18) . .
N2 C8 C9 111.27(17) . .
N2 C8 H8A 109.4 . .
C9 C8 H8A 109.4 . .
N2 C8 H8B 109.4 . .
C9 C8 H8B 109.4 . .
H8A C8 H8B 108.0 . .
C10 C9 C8 112.09(18) . .
C10 C9 H9A 109.2 . .
C8 C9 H9A 109.2 . .
C10 C9 H9B 109.2 . .
C8 C9 H9B 109.2 . .
H9A C9 H9B 107.9 . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O1 1.6866(15) .
Si1 O1 1.6866(15) 2
Si1 C1 1.834(2) .
Si1 C1 1.834(2) 2
O1 C2 1.345(3) .
O2 C2 1.232(2) .
N1 C2 1.333(3) .
N1 C3 1.461(3) .
N1 H1 0.76(2) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C3 C4 1.523(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 C5 1.526(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
Si2 O3 1.6883(15) .
Si2 O3 1.6884(15) 2_655
Si2 C6 1.837(2) 2_655
Si2 C6 1.837(2) .
O3 C7 1.354(3) .
O4 C7 1.229(2) .
N2 C7 1.331(3) .
N2 C8 1.455(3) .
N2 H2 0.75(2) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C8 C9 1.515(3) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 C10 1.515(3) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
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
O1 Si1 O1 C2 179.3(2) 2
C1 Si1 O1 C2 65.0(2) .
C1 Si1 O1 C2 -65.9(2) 2
C3 N1 C2 O2 -2.7(4) .
C3 N1 C2 O1 177.0(2) .
Si1 O1 C2 O2 0.0(3) .
Si1 O1 C2 N1 -179.72(16) .
C2 N1 C3 C4 -86.9(3) .
N1 C3 C4 C5 -67.7(2) .
O3 Si2 O3 C7 -174.7(2) 2_655
C6 Si2 O3 C7 70.41(19) 2_655
C6 Si2 O3 C7 -60.49(19) .
C8 N2 C7 O4 4.8(4) .
C8 N2 C7 O3 -175.3(2) .
Si2 O3 C7 O4 -3.1(3) .
Si2 O3 C7 N2 177.05(16) .
C7 N2 C8 C9 174.1(2) .
N2 C8 C9 C10 179.8(2) .
