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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/4/07/01/4070169.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_4070169
loop_
_publ_author_name
'Brendler, Erica'
'Wächtler, Erik'
'Wagler, Jörg'
_publ_contact_author
;Wagler, Jörg 
 Institut für Anorganische Chemie  
 Technische Universität Bergakademie Freiberg
 Leipziger Str. 29 
 09596 Freiberg 
 Bundesrepublik Deutschland
;
_publ_section_title
;
 Hypercoordinate Silacycloalkanes: Step-by-Step Tuning of N→ Si
 Interactions§
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              5459
_journal_paper_doi               10.1021/om900636e
_journal_volume                  28
_journal_year                    2009
_chemical_formula_moiety         'C21 H18 N2 O2 Si'
_chemical_formula_sum            'C21 H18 N2 O2 Si'
_chemical_formula_weight         358.46
_chemical_name_systematic
;
 1,1-bis[kappa-O,N-(8-oxyquinolinato)]silacyclobutane
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 121.917(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.961(3)
_cell_length_b                   7.6099(12)
_cell_length_c                   15.524(3)
_cell_measurement_reflns_used    2412
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.72
_cell_measurement_theta_min      2.88
_cell_volume                     1700.8(5)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9067
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.83
_exptl_absorpt_coefficient_mu    0.157
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_correction_T_min  0.8369
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.400
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       piece
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1854
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0392
_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)+(0.0506P)²+0.3943P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.1031
_reflns_number_gt                1446
_reflns_number_total             1854
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900636e_si_001.cif
_cod_data_source_block           compd1_RoomTemp
_cod_original_sg_symbol_Hall     -C2yc
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4070169
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
Si1 Si 0.5000 0.31182(8) 0.2500 0.03536(19) Uani 1 2 d S
O1 O 0.39644(7) 0.34390(14) 0.12716(8) 0.0412(3) Uani 1 1 d .
N1 N 0.44324(8) 0.50686(16) 0.28985(9) 0.0345(3) Uani 1 1 d .
C1 C 0.47211(12) 0.5828(2) 0.37788(13) 0.0435(4) Uani 1 1 d .
H1 H 0.5307 0.5551 0.4330 0.052 Uiso 1 1 calc R
C2 C 0.41690(14) 0.7042(2) 0.39083(15) 0.0540(5) Uani 1 1 d .
H2 H 0.4389 0.7550 0.4541 0.065 Uiso 1 1 calc R
C3 C 0.33172(14) 0.7476(2) 0.31140(16) 0.0550(5) Uani 1 1 d .
H3 H 0.2952 0.8274 0.3204 0.066 Uiso 1 1 calc R
C4 C 0.29829(11) 0.6721(2) 0.21527(14) 0.0439(4) Uani 1 1 d .
C5 C 0.21132(13) 0.7033(2) 0.12601(16) 0.0569(5) Uani 1 1 d .
H5 H 0.1703 0.7843 0.1259 0.068 Uiso 1 1 calc R
C6 C 0.18829(13) 0.6133(3) 0.04010(16) 0.0593(5) Uani 1 1 d .
H6 H 0.1306 0.6346 -0.0180 0.071 Uiso 1 1 calc R
C7 C 0.24739(12) 0.4891(2) 0.03443(14) 0.0496(4) Uani 1 1 d .
H7 H 0.2287 0.4302 -0.0259 0.059 Uiso 1 1 calc R
C8 C 0.33295(10) 0.4570(2) 0.11977(12) 0.0375(4) Uani 1 1 d .
C9 C 0.35786(10) 0.54961(19) 0.20958(12) 0.0343(3) Uani 1 1 d .
C10 C 0.54270(12) 0.1181(2) 0.20775(14) 0.0476(4) Uani 1 1 d .
H10A H 0.5142 0.1103 0.1348 0.057 Uiso 1 1 calc R
H10B H 0.6098 0.1103 0.2425 0.057 Uiso 1 1 calc R
C11 C 0.5000 -0.0075(3) 0.2500 0.0583(7) Uani 1 2 d S
H11A H 0.4528 -0.0815 0.1968 0.070 Uiso 0.50 1 calc PR
H11B H 0.5472 -0.0815 0.3032 0.070 Uiso 0.50 1 calc PR
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 164.41(8) . 2_655
O1 Si1 C10 97.70(7) . 2_655
O1 Si1 C10 94.35(7) . .
O1 Si1 C10 97.70(7) 2_655 .
C10 Si1 C10 78.61(10) 2_655 .
O1 Si1 N1 86.13(5) . 2_655
C10 Si1 N1 97.63(6) . 2_655
O1 Si1 N1 82.51(5) . .
O1 Si1 N1 86.13(5) 2_655 .
C10 Si1 N1 97.63(6) 2_655 .
C10 Si1 N1 174.78(6) . .
N1 Si1 N1 86.35(7) 2_655 .
O1 Si1 C11 97.80(4) . .
O1 Si1 C11 97.80(4) 2_655 .
N1 Si1 C11 136.82(4) 2_655 .
N1 Si1 C11 136.82(4) . .
C8 O1 Si1 118.00(10) . .
C1 N1 C9 118.55(14) . .
C1 N1 Si1 131.25(11) . .
C9 N1 Si1 109.98(10) . .
N1 C1 C2 121.82(16) . .
N1 C1 H1 119.1 . .
C2 C1 H1 119.1 . .
C3 C2 C1 120.10(17) . .
C3 C2 H2 119.9 . .
C1 C2 H2 119.9 . .
C2 C3 C4 120.25(16) . .
C2 C3 H3 119.9 . .
C4 C3 H3 119.9 . .
C3 C4 C5 126.76(17) . .
C3 C4 C9 115.79(16) . .
C5 C4 C9 117.43(16) . .
C6 C5 C4 119.20(17) . .
C6 C5 H5 120.4 . .
C4 C5 H5 120.4 . .
C5 C6 C7 123.51(17) . .
C5 C6 H6 118.2 . .
C7 C6 H6 118.2 . .
C8 C7 C6 118.72(17) . .
C8 C7 H7 120.6 . .
C6 C7 H7 120.6 . .
O1 C8 C7 126.15(15) . .
O1 C8 C9 115.45(13) . .
C7 C8 C9 118.40(15) . .
N1 C9 C4 123.47(14) . .
N1 C9 C8 113.79(13) . .
C4 C9 C8 122.73(14) . .
C11 C10 Si1 89.07(11) . .
C11 C10 H10A 113.8 . .
Si1 C10 H10A 113.8 . .
C11 C10 H10B 113.8 . .
Si1 C10 H10B 113.8 . .
H10A C10 H10B 111.0 . .
C10 C11 C10 103.25(19) 2_655 .
C10 C11 Si1 51.63(9) 2_655 .
C10 C11 Si1 51.63(9) . .
C10 C11 H11A 111.1 2_655 .
C10 C11 H11A 111.1 . .
Si1 C11 H11A 125.5 . .
C10 C11 H11B 111.1 2_655 .
C10 C11 H11B 111.1 . .
Si1 C11 H11B 125.5 . .
H11A C11 H11B 109.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 O1 1.7999(11) .
Si1 C10 1.9053(17) .
Si1 N1 2.0353(13) .
Si1 C11 2.430(3) .
O1 C8 1.3354(18) .
N1 C1 1.317(2) .
N1 C9 1.3592(19) .
C1 C2 1.404(2) .
C1 H1 0.9300 .
C2 C3 1.354(3) .
C2 H2 0.9300 .
C3 C4 1.408(3) .
C3 H3 0.9300 .
C4 C5 1.411(2) .
C4 C9 1.412(2) .
C5 C6 1.360(3) .
C5 H5 0.9300 .
C6 C7 1.414(3) .
C6 H6 0.9300 .
C7 C8 1.374(2) .
C7 H7 0.9300 .
C8 C9 1.413(2) .
C10 C11 1.540(2) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 C10 1.540(2) 2_655
C11 H11A 0.9700 .
C11 H11B 0.9700 .
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
O1 Si1 O1 C8 -48.38(10) 2_655 .
C10 Si1 O1 C8 91.94(12) 2_655 .
C10 Si1 O1 C8 171.01(11) . .
N1 Si1 O1 C8 -91.62(11) 2_655 .
N1 Si1 O1 C8 -4.80(10) . .
C11 Si1 O1 C8 131.62(10) . .
O1 Si1 N1 C1 178.73(14) . .
O1 Si1 N1 C1 -11.97(14) 2_655 .
C10 Si1 N1 C1 81.91(15) 2_655 .
N1 Si1 N1 C1 -94.69(14) 2_655 .
C11 Si1 N1 C1 85.31(14) . .
O1 Si1 N1 C9 4.30(9) . .
O1 Si1 N1 C9 173.60(10) 2_655 .
C10 Si1 N1 C9 -92.52(11) 2_655 .
N1 Si1 N1 C9 90.88(10) 2_655 .
C11 Si1 N1 C9 -89.12(10) . .
C9 N1 C1 C2 0.7(2) . .
Si1 N1 C1 C2 -173.37(12) . .
N1 C1 C2 C3 -0.6(3) . .
C1 C2 C3 C4 -0.4(3) . .
C2 C3 C4 C5 179.57(17) . .
C2 C3 C4 C9 1.3(2) . .
C3 C4 C5 C6 -177.18(18) . .
C9 C4 C5 C6 1.1(3) . .
C4 C5 C6 C7 -0.4(3) . .
C5 C6 C7 C8 -0.2(3) . .
Si1 O1 C8 C7 -175.13(12) . .
Si1 O1 C8 C9 4.40(17) . .
C6 C7 C8 O1 179.71(15) . .
C6 C7 C8 C9 0.2(2) . .
C1 N1 C9 C4 0.3(2) . .
Si1 N1 C9 C4 175.53(12) . .
C1 N1 C9 C8 -178.37(13) . .
Si1 N1 C9 C8 -3.14(15) . .
C3 C4 C9 N1 -1.3(2) . .
C5 C4 C9 N1 -179.71(14) . .
C3 C4 C9 C8 177.29(14) . .
C5 C4 C9 C8 -1.2(2) . .
O1 C8 C9 N1 -0.37(19) . .
C7 C8 C9 N1 179.20(13) . .
O1 C8 C9 C4 -179.05(13) . .
C7 C8 C9 C4 0.5(2) . .
O1 Si1 C10 C11 -96.99(8) . .
O1 Si1 C10 C11 92.92(8) 2_655 .
C10 Si1 C10 C11 0.0 2_655 .
N1 Si1 C10 C11 176.33(7) 2_655 .
Si1 C10 C11 C10 0.0 . 2_655
O1 Si1 C11 C10 -92.65(10) . 2_655
O1 Si1 C11 C10 87.35(10) 2_655 2_655
C10 Si1 C11 C10 180.0 . 2_655
N1 Si1 C11 C10 174.68(10) 2_655 2_655
N1 Si1 C11 C10 -5.32(10) . 2_655
O1 Si1 C11 C10 87.35(10) . .
O1 Si1 C11 C10 -92.65(10) 2_655 .
C10 Si1 C11 C10 180.0 2_655 .
N1 Si1 C11 C10 -5.32(10) 2_655 .
N1 Si1 C11 C10 174.68(10) . .
