#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:29:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179248 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/68/4316853.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_4316853
loop_
_publ_author_name
'S. M. Ibrahim Al-Rafia'
'Paul A. Lummis'
'Michael J. Ferguson'
'Robert McDonald'
'Eric Rivard'
_publ_contact_author_address
;
Department of Chemistry
University of Alberta
Edmonton
AB T6G 2G2
CANADA
;
_publ_contact_author_email       ERIVARD@UALBERTA.CA
_publ_contact_author_name        'E. Rivard'
_publ_section_title
;
 Low-Coordinate Germylene and Stannylene Heterocycles featuring Sterically
 Tunable Bis(amido)silyl Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9709
_journal_page_last               9717
_journal_paper_doi               10.1021/ic101485a
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C30 H48 Ge N2 Si'
_chemical_formula_sum            'C30 H48 Ge N2 Si'
_chemical_formula_weight         537.38
_chemical_name_common            'Compound 3'
_chemical_name_systematic
; 
 ? 
;
_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                 107.5710(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4149(4)
_cell_length_b                   23.1176(8)
_cell_length_c                   13.4528(5)
_cell_measurement_reflns_used    9964
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.98
_cell_measurement_theta_min      2.23
_cell_volume                     3087.9(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'DIRDIF-2008 (Beurskens et al., 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω 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  0.0112
_diffrn_reflns_av_sigmaI/netI    0.0097
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13517
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    1.050
_exptl_absorpt_correction_T_max  0.7037
_exptl_absorpt_correction_T_min  0.6776
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.36
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         3556
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0240
_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)+(0.0421P)²+1.4778P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0689
_refine_ls_wR_factor_ref         0.0701
_reflns_number_gt                3371
_reflns_number_total             3556
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic101485a_si_001_04.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4316853
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge Ge 0.0000 0.054225(7) 0.2500 0.02964(7) Uani 1 2 d S . .
Si Si 0.0000 0.16976(2) 0.2500 0.03322(12) Uani 1 2 d S . .
N N 0.06300(10) 0.11537(4) 0.34198(8) 0.0289(2) Uani 1 1 d . . .
C1 C -0.13864(18) 0.21471(7) 0.27236(15) 0.0570(4) Uani 1 1 d . . .
H1 H -0.1993 0.1872 0.2940 0.068 Uiso 1 1 calc R . .
C2 C -0.0899(3) 0.25849(11) 0.3619(2) 0.0969(9) Uani 1 1 d . . .
H2A H -0.1670 0.2805 0.3693 0.116 Uiso 1 1 calc R . .
H2B H -0.0251 0.2851 0.3466 0.116 Uiso 1 1 calc R . .
H2C H -0.0466 0.2378 0.4270 0.116 Uiso 1 1 calc R . .
C3 C -0.2266(2) 0.24467(9) 0.1719(2) 0.0836(7) Uani 1 1 d . . .
H3A H -0.2974 0.2673 0.1880 0.100 Uiso 1 1 calc R . .
H3B H -0.2678 0.2153 0.1195 0.100 Uiso 1 1 calc R . .
H3C H -0.1703 0.2704 0.1448 0.100 Uiso 1 1 calc R . .
C11 C 0.14439(12) 0.10941(5) 0.44723(9) 0.0292(2) Uani 1 1 d . . .
C12 C 0.08391(14) 0.10862(6) 0.52783(11) 0.0363(3) Uani 1 1 d . . .
C13 C 0.16493(17) 0.09917(7) 0.62982(11) 0.0450(3) Uani 1 1 d . . .
H13A H 0.1249 0.0984 0.6846 0.054 Uiso 1 1 calc R . .
C14 C 0.30218(16) 0.09096(7) 0.65289(11) 0.0463(3) Uani 1 1 d . . .
H14A H 0.3558 0.0849 0.7230 0.056 Uiso 1 1 calc R . .
C15 C 0.36092(14) 0.09154(6) 0.57389(11) 0.0413(3) Uani 1 1 d . . .
H15A H 0.4553 0.0857 0.5903 0.050 Uiso 1 1 calc R . .
C16 C 0.28452(12) 0.10049(5) 0.47014(10) 0.0331(3) Uani 1 1 d . . .
C17 C -0.06788(15) 0.11487(7) 0.50365(13) 0.0457(3) Uani 1 1 d . . .
H17 H -0.1017 0.1357 0.4356 0.055 Uiso 1 1 calc R . .
C18 C -0.13522(19) 0.05531(8) 0.4893(2) 0.0688(6) Uani 1 1 d . . .
H18A H -0.1156 0.0350 0.4316 0.083 Uiso 1 1 calc R . .
H18B H -0.2328 0.0600 0.4736 0.083 Uiso 1 1 calc R . .
H18C H -0.1003 0.0328 0.5535 0.083 Uiso 1 1 calc R . .
C19 C -0.1084(2) 0.15052(15) 0.5847(2) 0.1042(11) Uani 1 1 d . . .
H19A H -0.0697 0.1894 0.5884 0.125 Uiso 1 1 calc R . .
H19B H -0.0748 0.1318 0.6530 0.125 Uiso 1 1 calc R . .
H19C H -0.2068 0.1533 0.5648 0.125 Uiso 1 1 calc R . .
C20 C 0.35171(13) 0.09735(7) 0.38462(11) 0.0405(3) Uani 1 1 d . . .
H20 H 0.2907 0.1169 0.3216 0.049 Uiso 1 1 calc R . .
C21 C 0.36732(19) 0.03434(8) 0.35522(14) 0.0574(4) Uani 1 1 d . . .
H21A H 0.2795 0.0151 0.3370 0.069 Uiso 1 1 calc R . .
H21B H 0.4301 0.0144 0.4145 0.069 Uiso 1 1 calc R . .
H21C H 0.4024 0.0332 0.2954 0.069 Uiso 1 1 calc R . .
C22 C 0.48782(18) 0.12841(11) 0.41249(17) 0.0682(5) Uani 1 1 d . . .
H22A H 0.4773 0.1681 0.4344 0.082 Uiso 1 1 calc R . .
H22B H 0.5205 0.1292 0.3514 0.082 Uiso 1 1 calc R . .
H22C H 0.5528 0.1078 0.4696 0.082 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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 '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
N Ge N 81.26(6) . 2 ?
N Si N 87.94(7) 2 . ?
N Si C1 115.33(7) 2 2 ?
N Si C1 111.69(6) . 2 ?
N Si C1 111.69(6) 2 . ?
N Si C1 115.33(7) . . ?
C1 Si C1 112.72(12) 2 . ?
C11 N Si 139.41(8) . . ?
C11 N Ge 124.96(8) . . ?
Si N Ge 95.40(5) . . ?
C2 C1 C3 110.95(17) . . ?
C2 C1 Si 113.73(13) . . ?
C3 C1 Si 112.92(15) . . ?
C12 C11 C16 120.17(11) . . ?
C12 C11 N 119.83(11) . . ?
C16 C11 N 119.86(11) . . ?
C13 C12 C11 118.76(13) . . ?
C13 C12 C17 120.42(13) . . ?
C11 C12 C17 120.75(12) . . ?
C14 C13 C12 121.37(14) . . ?
C15 C14 C13 119.73(12) . . ?
C14 C15 C16 121.37(13) . . ?
C15 C16 C11 118.59(12) . . ?
C15 C16 C20 119.74(12) . . ?
C11 C16 C20 121.59(11) . . ?
C12 C17 C19 113.11(14) . . ?
C12 C17 C18 110.39(13) . . ?
C19 C17 C18 111.19(19) . . ?
C16 C20 C21 110.52(13) . . ?
C16 C20 C22 113.36(13) . . ?
C21 C20 C22 110.29(14) . . ?
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
Ge N 1.8627(10) . ?
Ge N 1.8627(10) 2 ?
Si N 1.7471(10) 2 ?
Si N 1.7471(10) . ?
Si C1 1.8754(16) 2 ?
Si C1 1.8754(16) . ?
N C11 1.4205(15) . ?
C1 C2 1.538(3) . ?
C1 C3 1.548(3) . ?
C11 C12 1.4090(19) . ?
C11 C16 1.4128(17) . ?
C12 C13 1.3941(19) . ?
C12 C17 1.522(2) . ?
C13 C14 1.381(2) . ?
C14 C15 1.377(2) . ?
C15 C16 1.3977(18) . ?
C16 C20 1.5180(19) . ?
C17 C19 1.525(2) . ?
C17 C18 1.531(2) . ?
C20 C21 1.531(2) . ?
C20 C22 1.531(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
N Si N C11 174.16(16) 2 . . . ?
C1 Si N C11 57.64(16) 2 . . . ?
C1 Si N C11 -72.75(15) . . . . ?
N Si N Ge 0.0 2 . . . ?
C1 Si N Ge -116.52(8) 2 . . . ?
C1 Si N Ge 113.09(7) . . . . ?
N Ge N C11 -175.36(13) 2 . . . ?
N Ge N Si 0.0 2 . . . ?
N Si C1 C2 173.09(17) 2 . . . ?
N Si C1 C2 74.72(19) . . . . ?
C1 Si C1 C2 -55.18(17) 2 . . . ?
N Si C1 C3 -59.32(16) 2 . . . ?
N Si C1 C3 -157.69(13) . . . . ?
C1 Si C1 C3 72.42(14) 2 . . . ?
Si N C11 C12 91.73(16) . . . . ?
Ge N C11 C12 -95.38(12) . . . . ?
Si N C11 C16 -92.42(15) . . . . ?
Ge N C11 C16 80.48(14) . . . . ?
C16 C11 C12 C13 0.27(19) . . . . ?
N C11 C12 C13 176.11(12) . . . . ?
C16 C11 C12 C17 -176.63(12) . . . . ?
N C11 C12 C17 -0.79(18) . . . . ?
C11 C12 C13 C14 0.3(2) . . . . ?
C17 C12 C13 C14 177.26(14) . . . . ?
C12 C13 C14 C15 -0.6(2) . . . . ?
C13 C14 C15 C16 0.2(2) . . . . ?
C14 C15 C16 C11 0.4(2) . . . . ?
C14 C15 C16 C20 -176.46(14) . . . . ?
C12 C11 C16 C15 -0.62(18) . . . . ?
N C11 C16 C15 -176.47(11) . . . . ?
C12 C11 C16 C20 176.15(12) . . . . ?
N C11 C16 C20 0.31(18) . . . . ?
C13 C12 C17 C19 40.6(2) . . . . ?
C11 C12 C17 C19 -142.53(19) . . . . ?
C13 C12 C17 C18 -84.68(19) . . . . ?
C11 C12 C17 C18 92.17(18) . . . . ?
C15 C16 C20 C21 80.83(16) . . . . ?
C11 C16 C20 C21 -95.91(15) . . . . ?
C15 C16 C20 C22 -43.6(2) . . . . ?
C11 C16 C20 C22 139.69(15) . . . . ?
