#------------------------------------------------------------------------------
#$Date: 2016-03-21 09:12:22 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178619 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/30/4073077.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_4073077
loop_
_publ_author_name
'Zabula, Alexander V.'
'Hahn, F. Ekkehardt'
'Pape, Tania'
'Hepp, Alexander'
_publ_section_title
;
 Preparation and Coordination Chemistry of Bidentate
 Benzimidazoline-2-germylenes
;
_journal_issue                   8
_journal_name_full               Organometallics
_journal_page_first              1972
_journal_paper_doi               10.1021/om070054i
_journal_volume                  26
_journal_year                    2007
_chemical_formula_sum            'C27 H40 Ge2 N4'
_chemical_formula_weight         565.81
_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                 103.719(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.904(8)
_cell_length_b                   19.022(7)
_cell_length_c                   7.464(3)
_cell_measurement_reflns_used    900
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      22.5
_cell_measurement_theta_min      1
_cell_volume                     3159(2)
_computing_cell_refinement       'SAINT (Bruker AXS, 2000)'
_computing_data_collection       'SMART (Bruker AXS, 2000)'
_computing_data_reduction        'SAINT,SADABS (Bruker AXS, 2000)'
_computing_molecular_graphics
;
ORTEP3,L.J. Farrugia, J. Appl. Cryst. (1997) 30, 565
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 80
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0764
_diffrn_reflns_av_sigmaI/netI    0.0660
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9730
_diffrn_reflns_theta_full        23.50
_diffrn_reflns_theta_max         23.50
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    1.921
_exptl_absorpt_correction_T_max  0.9446
_exptl_absorpt_correction_T_min  0.6250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 Corrections were done with the SADABS program, utilizing the none merged
 raw data obtained from the integration process. Integration and final cell
 refinement were done with SAINT.

 SADABS reports ratio of Tmin/Tmax = 0.441992  

;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'transparent plates'
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.142
_refine_diff_density_min         -0.409
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2332
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0646
_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)+(0.0952P)²+8.4262P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1695
_refine_ls_wR_factor_ref         0.1831
_reflns_number_gt                1684
_reflns_number_total             2332
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om070054isi20070118_062031.cif
_cod_data_source_block           5
_cod_original_cell_volume        3158.9(19)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4073077
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
Ge1 Ge 0.92083(4) 0.21714(4) 0.73389(10) 0.0444(3) Uani 1 1 d .
N1 N 0.8800(3) 0.2312(3) 0.4873(7) 0.0369(14) Uani 1 1 d .
N2 N 0.9192(2) 0.3145(3) 0.7500(7) 0.0327(13) Uani 1 1 d .
C1 C 0.8692(3) 0.3005(3) 0.4375(9) 0.0337(16) Uani 1 1 d .
C2 C 0.8911(3) 0.3478(4) 0.5854(8) 0.0339(16) Uani 1 1 d .
C3 C 0.8853(3) 0.4210(3) 0.5582(9) 0.0358(16) Uani 1 1 d .
H3 H 0.9012 0.4526 0.6562 0.043 Uiso 1 1 calc R
C4 C 0.8561(3) 0.4462(4) 0.3862(9) 0.0429(18) Uani 1 1 d .
H4 H 0.8507 0.4954 0.3673 0.051 Uiso 1 1 calc R
C5 C 0.8347(3) 0.4002(4) 0.2411(10) 0.0464(19) Uani 1 1 d .
H5 H 0.8155 0.4184 0.1235 0.056 Uiso 1 1 calc R
C6 C 0.8408(3) 0.3280(4) 0.2646(9) 0.0366(16) Uani 1 1 d .
H6 H 0.8259 0.2973 0.1638 0.044 Uiso 1 1 calc R
C7 C 0.9445(3) 0.3580(4) 0.9152(8) 0.0373(16) Uani 1 1 d .
H7A H 0.9120 0.3866 0.9450 0.045 Uiso 1 1 calc R
H7B H 0.9749 0.3905 0.8872 0.045 Uiso 1 1 calc R
C8 C 0.9735(3) 0.3134(3) 1.0819(8) 0.0350(16) Uani 1 1 d .
H8A H 0.9430 0.2813 1.1109 0.042 Uiso 1 1 calc R
H8B H 1.0056 0.2843 1.0515 0.042 Uiso 1 1 calc R
C9 C 1.0000 0.3579(5) 1.2500 0.035(2) Uani 1 2 d S
H9A H 0.9682 0.3885 1.2772 0.042 Uiso 0.50 1 calc PR
H9B H 1.0318 0.3885 1.2228 0.042 Uiso 0.50 1 calc PR
C10 C 0.8648(3) 0.1735(4) 0.3543(10) 0.0471(19) Uani 1 1 d .
H10A H 0.8967 0.1374 0.3868 0.057 Uiso 1 1 calc R
H10B H 0.8657 0.1920 0.2309 0.057 Uiso 1 1 calc R
C11 C 0.8030(4) 0.1367(4) 0.3394(11) 0.051(2) Uani 1 1 d .
C12 C 0.7987(4) 0.1097(4) 0.5287(13) 0.069(3) Uani 1 1 d .
H12A H 0.7602 0.0855 0.5177 0.103 Uiso 1 1 calc R
H12B H 0.8014 0.1493 0.6140 0.103 Uiso 1 1 calc R
H12C H 0.8317 0.0768 0.5759 0.103 Uiso 1 1 calc R
C13 C 0.8002(4) 0.0743(5) 0.2109(16) 0.088(3) Uani 1 1 d .
H13A H 0.8334 0.0420 0.2615 0.131 Uiso 1 1 calc R
H13B H 0.8036 0.0908 0.0894 0.131 Uiso 1 1 calc R
H13C H 0.7618 0.0498 0.1988 0.131 Uiso 1 1 calc R
C14 C 0.7505(4) 0.1871(4) 0.2621(11) 0.054(2) Uani 1 1 d .
H14A H 0.7524 0.2023 0.1381 0.081 Uiso 1 1 calc R
H14B H 0.7535 0.2282 0.3429 0.081 Uiso 1 1 calc R
H14C H 0.7123 0.1629 0.2561 0.081 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'
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_3
N2 Ge1 N1 84.7(2) .
C1 N1 C10 122.4(6) .
C1 N1 Ge1 114.7(4) .
C10 N1 Ge1 122.7(5) .
C2 N2 C7 119.1(5) .
C2 N2 Ge1 114.1(4) .
C7 N2 Ge1 126.9(4) .
N1 C1 C6 128.4(6) .
N1 C1 C2 112.9(6) .
C6 C1 C2 118.7(6) .
N2 C2 C3 125.7(6) .
N2 C2 C1 113.6(6) .
C3 C2 C1 120.6(6) .
C4 C3 C2 119.0(6) .
C3 C4 C5 120.5(7) .
C6 C5 C4 121.3(7) .
C5 C6 C1 119.8(6) .
N2 C7 C8 112.2(5) .
C9 C8 C7 112.2(6) .
C8 C9 C8 112.1(8) 2_757
N1 C10 C11 116.8(6) .
C13 C11 C12 108.6(7) .
C13 C11 C14 109.8(7) .
C12 C11 C14 109.9(7) .
C13 C11 C10 107.3(7) .
C12 C11 C10 109.9(7) .
C14 C11 C10 111.2(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 N2 1.857(5) .
Ge1 N1 1.875(6) .
N1 C1 1.376(8) .
N1 C10 1.466(8) .
N2 C2 1.396(8) .
N2 C7 1.483(8) .
C1 C6 1.401(9) .
C1 C2 1.420(9) .
C2 C3 1.408(9) .
C3 C4 1.385(9) .
C4 C5 1.389(10) .
C5 C6 1.386(10) .
C7 C8 1.521(9) .
C8 C9 1.516(8) .
C9 C8 1.516(8) 2_757
C10 C11 1.560(10) .
C11 C13 1.517(11) .
C11 C12 1.529(11) .
C11 C14 1.538(11) .
