#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/51/4315126.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_4315126
loop_
_publ_author_name
'Gerrit W. Fester'
'Jana Eckstein'
'Daniela Gerlach'
'Jörg Wagler'
'Erica Brendler'
'Edwin Kroke'
_publ_contact_author
;Wagler, Jörg 
 Institut für Anorganische Chemie  
 Technische Universität Bergakademie Freiberg
 Leipziger Str. 29 
 09596 Freiberg 
 Bundesrepublik Deutschland
;
_publ_contact_author_fax         '03731 39-4058 '
_publ_contact_author_phone       '03731 39-3556 '
_publ_section_title
;
 Reactions of Hydridochlorosilanes with 2,2'-Bipyridine and
 1,10-Phenanthroline: Complexation versus Dismutation and
 Metal-Catalyst-Free 1,4-Hydrosilylation
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2667
_journal_page_last               2673
_journal_paper_doi               10.1021/ic901620e
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C13 H12 Cl2 N2 Si'
_chemical_formula_sum            'C13 H12 Cl2 N2 Si'
_chemical_formula_weight         295.24
_chemical_name_systematic
;
 1,4-dihydro-1,10-phenanthrolin-1-yl-methyldichlorosilane
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.4023(3)
_cell_length_b                   6.93200(10)
_cell_length_c                   9.9505(2)
_cell_measurement_reflns_used    6136
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      30.07
_cell_measurement_theta_min      2.33
_cell_volume                     1269.33(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep32 (Farugia)'
_computing_publication_material  'Shelx-97/ciftab(Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0192
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14770
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.587
_exptl_absorpt_correction_T_max  0.9436
_exptl_absorpt_correction_T_min  0.8817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       piece
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1990
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0323
_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)+(0.0512P)²+0.5596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0946
_reflns_number_gt                1720
_reflns_number_total             1990
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic901620e_si_002_4.cif
_cod_data_source_block           compound_6f
_cod_original_sg_symbol_Hall     -P2ac2n
_cod_database_code               4315126
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.17248(3) 0.2500 0.49133(5) 0.02967(15) Uani 1 2 d S A .
Cl2 Cl 0.20084(19) -0.0011(4) 0.7393(3) 0.0237(3) Uani 0.50 1 d P A 1
C13 C 0.2003(8) 0.019(2) 0.7314(16) 0.0237(3) Uani 0.50 1 d P A 2
H13A H 0.1772 -0.0851 0.6804 0.036 Uiso 0.50 1 calc PR A 2
H13B H 0.2014 -0.0151 0.8269 0.036 Uiso 0.50 1 calc PR A 2
H13C H 0.2500 0.0381 0.6988 0.036 Uiso 0.50 1 calc PR A 2
Si1 Si 0.14658(3) 0.2500 0.70829(5) 0.01766(14) Uani 1 2 d S . .
N1 N 0.05119(9) 0.2281(19) 0.68583(18) 0.0143(18) Uani 0.50 1 d P . .
N2 N 0.12001(7) 0.2500 0.90364(14) 0.0150(3) Uani 1 2 d S A .
C1 C 0.01132(14) 0.2012(5) 0.5648(3) 0.0304(9) Uani 0.50 1 d P . .
H1 H 0.0374 0.1835 0.4834 0.036 Uiso 0.50 1 calc PR A .
C2 C -0.06140(15) 0.1995(5) 0.5606(3) 0.0358(11) Uani 0.50 1 d P A .
H2 H -0.0838 0.1637 0.4783 0.043 Uiso 0.50 1 calc PR . .
C3 C -0.10991(10) 0.2500 0.6761(2) 0.0284(4) Uani 1 2 d S . .
H3A H -0.1500 0.1551 0.6823 0.034 Uiso 0.50 1 calc PR A .
H3B H -0.1315 0.3791 0.6613 0.034 Uiso 0.50 1 calc PR . .
C4 C -0.06721(9) 0.2500 0.80509(19) 0.0192(3) Uani 1 2 d S A .
C5 C -0.10132(10) 0.2500 0.9330(2) 0.0228(4) Uani 1 2 d S . .
H5 H -0.1529 0.2500 0.9364 0.027 Uiso 1 2 calc SR A .
C6 C -0.06367(10) 0.2500 1.0515(2) 0.0233(4) Uani 1 2 d S A .
H6 H -0.0889 0.2500 1.1348 0.028 Uiso 1 2 calc SR . .
C7 C 0.01379(9) 0.2500 1.04883(18) 0.0178(3) Uani 1 2 d S . .
C8 C 0.06060(11) 0.2500 1.16072(18) 0.0225(4) Uani 1 2 d S A .
H8 H 0.0412 0.2500 1.2492 0.027 Uiso 1 2 calc SR . .
C9 C 0.13468(11) 0.2500 1.14145(18) 0.0226(4) Uani 1 2 d S . .
H9 H 0.1665 0.2500 1.2166 0.027 Uiso 1 2 calc SR A .
C10 C 0.16290(10) 0.2500 1.01110(18) 0.0202(4) Uani 1 2 d S A .
H10 H 0.2141 0.2500 0.9990 0.024 Uiso 1 2 calc SR . .
C11 C 0.04701(9) 0.2500 0.92195(17) 0.0142(3) Uani 1 2 d S A .
C12 C 0.00776(9) 0.2500 0.80111(17) 0.0157(3) Uani 1 2 d S . .
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 Si1 C13 117.3(7) . . ?
N1 Si1 N2 83.16(7) . . ?
C13 Si1 N2 90.6(5) . . ?
C13 Si1 Cl2 116.7(4) . 7_565 ?
N1 Si1 Cl2 115.6(4) . . ?
N2 Si1 Cl2 88.42(10) . . ?
N1 Si1 Cl1 95.18(6) . . ?
C13 Si1 Cl1 90.3(5) . . ?
N2 Si1 Cl1 178.33(5) . . ?
Cl2 Si1 Cl1 92.44(10) . . ?
C12 N1 C1 114.30(17) . . ?
C12 N1 Si1 116.7(2) . . ?
C1 N1 Si1 128.87(16) . . ?
C10 N2 C11 118.71(15) . . ?
C10 N2 Si1 129.46(12) . . ?
C11 N2 Si1 111.84(11) . . ?
C2 C1 N1 122.9(3) . . ?
C2 C1 H1 118.6 . . ?
N1 C1 H1 118.6 . . ?
C1 C2 C3 124.8(2) . . ?
C1 C2 H2 117.6 . . ?
C3 C2 H2 117.6 . . ?
C2 C3 C4 110.08(17) . . ?
C2 C3 H3A 109.6 . . ?
C4 C3 H3A 109.6 . . ?
C2 C3 H3B 109.6 . . ?
C4 C3 H3B 109.6 . . ?
H3A C3 H3B 108.2 . . ?
C12 C4 C5 117.90(17) . . ?
C12 C4 C3 119.84(17) . . ?
C5 C4 C3 122.26(16) . . ?
C6 C5 C4 123.32(16) . . ?
C6 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C5 C6 C7 119.35(17) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C11 C7 C8 116.43(15) . . ?
C11 C7 C6 116.92(17) . . ?
C8 C7 C6 126.65(17) . . ?
C9 C8 C7 119.72(16) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 119.83(17) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
N2 C10 C9 121.75(17) . . ?
N2 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
N2 C11 C12 113.28(14) . . ?
N2 C11 C7 123.56(15) . . ?
C12 C11 C7 123.16(15) . . ?
C4 C12 C11 119.36(16) . . ?
C4 C12 N1 126.27(17) . . ?
C11 C12 N1 113.98(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 Si1 2.2108(6) . ?
Cl2 Si1 2.030(3) . ?
C13 Si1 1.895(14) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
Si1 N1 1.776(2) . ?
Si1 C13 1.895(14) 7_565 ?
Si1 N2 2.0044(15) . ?
N1 C12 1.406(3) . ?
N1 C1 1.422(3) . ?
N2 C10 1.329(2) . ?
N2 C11 1.356(2) . ?
C1 C2 1.339(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.497(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.505(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C12 1.380(2) . ?
C4 C5 1.419(3) . ?
C5 C6 1.368(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.426(2) . ?
C6 H6 0.9500 . ?
C7 C11 1.403(2) . ?
C7 C8 1.408(3) . ?
C8 C9 1.377(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.397(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.403(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 Si1 N1 C12 95.9(10) . . . . ?
N2 Si1 N1 C12 8.9(8) . . . . ?
Cl2 Si1 N1 C12 93.8(8) . . . . ?
Cl1 Si1 N1 C12 -171.0(8) . . . . ?
C13 Si1 N1 C1 -87.7(11) . . . . ?
N2 Si1 N1 C1 -174.8(11) . . . . ?
Cl2 Si1 N1 C1 -89.9(10) . . . . ?
Cl1 Si1 N1 C1 5.3(11) . . . . ?
N1 Si1 N2 C10 175.1(4) . . . . ?
C13 Si1 N2 C10 57.6(5) . . . . ?
Cl2 Si1 N2 C10 59.05(10) . . . . ?
N1 Si1 N2 C11 -4.9(4) . . . . ?
C13 Si1 N2 C11 -122.4(5) . . . . ?
Cl2 Si1 N2 C11 -120.95(10) . . . . ?
N1 N1 C1 C2 -85.7(5) 7_565 . . . ?
C12 N1 C1 C2 0.9(12) . . . . ?
C1 N1 C1 C2 -85.7(5) 7_565 . . . ?
Si1 N1 C1 C2 -175.5(7) . . . . ?
N1 C1 C2 C3 8.2(8) . . . . ?
C1 C2 C3 C4 -15.3(4) . . . . ?
C2 C3 C4 C12 14.42(14) . . . . ?
C2 C3 C4 C5 -165.58(14) . . . . ?
C12 C4 C5 C6 0.0 . . . . ?
C3 C4 C5 C6 180.0 . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C6 C7 C11 0.0 . . . . ?
C5 C6 C7 C8 180.0 . . . . ?
C11 C7 C8 C9 0.0 . . . . ?
C6 C7 C8 C9 180.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C11 N2 C10 C9 0.0 . . . . ?
Si1 N2 C10 C9 180.0 . . . . ?
C8 C9 C10 N2 0.0 . . . . ?
C10 N2 C11 C12 180.0 . . . . ?
Si1 N2 C11 C12 0.0 . . . . ?
C10 N2 C11 C7 0.0 . . . . ?
Si1 N2 C11 C7 180.0 . . . . ?
C8 C7 C11 N2 0.0 . . . . ?
C6 C7 C11 N2 180.0 . . . . ?
C8 C7 C11 C12 180.0 . . . . ?
C6 C7 C11 C12 0.0 . . . . ?
C5 C4 C12 C11 0.0 . . . . ?
C3 C4 C12 C11 180.0 . . . . ?
C5 C4 C12 N1 172.3(7) . . . . ?
C3 C4 C12 N1 -7.7(7) . . . . ?
N2 C11 C12 C4 180.0 . . . . ?
C7 C11 C12 C4 0.0 . . . . ?
N2 C11 C12 N1 6.8(6) . . . . ?
C7 C11 C12 N1 -173.2(6) . . . . ?
C1 N1 C12 C4 -1.0(12) . . . . ?
Si1 N1 C12 C4 175.9(3) . . . . ?
C1 N1 C12 C11 171.7(6) . . . . ?
Si1 N1 C12 C11 -11.4(10) . . . . ?
