#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:46:09 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178611 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/22/4072266.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_4072266
loop_
_publ_author_name
'Nagendran, Selvarajan'
'Sen, Sakya S.'
'Roesky, Herbert W.'
'Koley, Debasis'
'Grubmüller, Helmut'
'Pal, Aritra'
'Herbst-Irmer, Regine'
_publ_section_title
;
 RGe(I)Ge(I)R Compound (R = PhC(NtBu)2) with a Ge−Ge Single Bond
 and a Comparison with the Gauche Conformation of Hydrazine†
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              5459
_journal_paper_doi               10.1021/om800714f
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C15 H23 Cl Ge N2'
_chemical_formula_weight         339.39
_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                 115.20(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.037(3)
_cell_length_b                   11.109(2)
_cell_length_c                   11.847(2)
_cell_measurement_reflns_used    7475
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      59.006
_cell_measurement_theta_min      5.286
_cell_volume                     1671.6(7)
_computing_cell_refinement       'Bruker SAINT (V. 7.12A, Siemens 2003)'
_computing_data_collection       'Proteum (Version 1.40, Bruker 2002)'
_computing_data_reduction        'Bruker SAINT (V. 7.12A, Siemens 2003)'
_computing_molecular_graphics    'Bruker AXS SHELXTL (V. 6.12)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.602
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker three circle diffractometer'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_radiation_monochromator  'mirror system'
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8223
_diffrn_reflns_theta_full        59.04
_diffrn_reflns_theta_max         59.04
_diffrn_reflns_theta_min         5.29
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.862
_exptl_absorpt_correction_T_max  0.6987
_exptl_absorpt_correction_T_min  0.5122
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, Sheldrick 2007'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismn
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         1192
_refine_ls_number_restraints     177
_refine_ls_restrained_S_all      1.211
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0290
_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)+(0.0105P)²+2.7370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0675
_reflns_number_gt                1151
_reflns_number_total             1192
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800714f_si_001.cif
_cod_data_source_block           sad
_cod_original_cell_volume        1671.6(5)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4072266
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
Ge1 Ge 0.00897(4) 0.15254(4) 0.69323(4) 0.03036(19) Uani 0.50 1 d PU . -1
Cl1 Cl -0.02150(9) 0.24612(10) 0.84378(11) 0.0422(3) Uani 0.50 1 d PU A -1
C1 C 0.0000 -0.0608(3) 0.7500 0.0305(7) Uani 1 2 d SU . .
C11 C 0.0000 -0.1942(3) 0.7500 0.0277(7) Uani 1 2 d SDU . .
C12 C -0.02354(17) -0.2573(2) 0.8360(2) 0.0447(6) Uani 1 1 d DU . .
H12A H -0.0400 -0.2154 0.8953 0.054 Uiso 1 1 calc R . .
C13 C -0.0227(2) -0.3816(3) 0.8346(4) 0.0827(13) Uani 1 1 d DU . .
H13A H -0.0384 -0.4248 0.8939 0.099 Uiso 1 1 calc R . .
C14 C 0.0000 -0.4434(4) 0.7500 0.108(3) Uani 1 2 d SDU . .
H14A H 0.0000 -0.5289 0.7500 0.129 Uiso 1 2 calc SR . .
N1 N -0.08354(15) 0.00914(17) 0.6909(2) 0.0498(6) Uani 1 1 d DU . .
C21 C -0.19114(18) -0.0190(2) 0.5965(2) 0.0469(7) Uani 1 1 d DU . .
C22 C -0.2450(6) 0.0995(5) 0.5355(10) 0.047(2) Uani 0.523(17) 1 d PDU . 1
H22A H -0.2471 0.1537 0.5997 0.070 Uiso 0.523(17) 1 calc PR . 1
H22B H -0.3170 0.0827 0.4738 0.070 Uiso 0.523(17) 1 calc PR . 1
H22C H -0.2054 0.1375 0.4942 0.070 Uiso 0.523(17) 1 calc PR . 1
C23 C -0.1904(9) -0.0948(8) 0.4837(8) 0.043(2) Uani 0.523(17) 1 d PDU . 1
H23A H -0.1617 -0.1751 0.5132 0.064 Uiso 0.523(17) 1 calc PR . 1
H23B H -0.1466 -0.0540 0.4495 0.064 Uiso 0.523(17) 1 calc PR . 1
H23C H -0.2624 -0.1023 0.4186 0.064 Uiso 0.523(17) 1 calc PR . 1
C24 C -0.2517(15) -0.0890(11) 0.6535(18) 0.038(2) Uani 0.523(17) 1 d PDU . 1
H24A H -0.2561 -0.0418 0.7210 0.057 Uiso 0.523(17) 1 calc PR . 1
H24B H -0.2155 -0.1652 0.6870 0.057 Uiso 0.523(17) 1 calc PR . 1
H24C H -0.3228 -0.1054 0.5895 0.057 Uiso 0.523(17) 1 calc PR . 1
C22A C -0.1849(11) -0.0442(15) 0.4789(10) 0.073(4) Uani 0.477(17) 1 d PDU . 2
H22D H -0.1599 0.0276 0.4517 0.109 Uiso 0.477(17) 1 calc PR . 2
H22E H -0.2549 -0.0662 0.4154 0.109 Uiso 0.477(17) 1 calc PR . 2
H22F H -0.1359 -0.1109 0.4907 0.109 Uiso 0.477(17) 1 calc PR . 2
C23A C -0.2500(6) 0.1028(7) 0.5985(14) 0.058(3) Uani 0.477(17) 1 d PDU . 2
H23D H -0.2135 0.1708 0.5816 0.087 Uiso 0.477(17) 1 calc PR . 2
H23E H -0.2499 0.1131 0.6807 0.087 Uiso 0.477(17) 1 calc PR . 2
H23F H -0.3227 0.0995 0.5345 0.087 Uiso 0.477(17) 1 calc PR . 2
C24A C -0.2429(16) -0.1157(13) 0.642(2) 0.047(4) Uani 0.477(17) 1 d PDU . 2
H24D H -0.2296 -0.0991 0.7289 0.071 Uiso 0.477(17) 1 calc PR . 2
H24E H -0.2135 -0.1945 0.6373 0.071 Uiso 0.477(17) 1 calc PR . 2
H24F H -0.3189 -0.1160 0.5898 0.071 Uiso 0.477(17) 1 calc PR . 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge -1.0885 0.8855 '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
N1 Ge1 N1 63.22(11) . 2_556
N1 Ge1 Cl1 92.10(8) . .
N1 Ge1 Cl1 92.45(8) 2_556 .
N1 Ge1 C1 32.40(5) . .
N1 Ge1 C1 32.42(5) 2_556 .
Cl1 Ge1 C1 100.20(4) . .
N1 C1 N1 108.6(3) 2_556 .
N1 C1 C11 125.72(13) 2_556 .
N1 C1 C11 125.72(13) . .
N1 C1 Ge1 55.59(13) 2_556 2_556
N1 C1 Ge1 56.64(14) . 2_556
C11 C1 Ge1 162.76(2) . 2_556
N1 C1 Ge1 56.64(14) 2_556 .
N1 C1 Ge1 55.59(13) . .
C11 C1 Ge1 162.76(2) . .
Ge1 C1 Ge1 34.47(5) 2_556 .
C12 C11 C12 119.3(3) 2_556 .
C12 C11 C1 120.33(16) 2_556 .
C12 C11 C1 120.33(16) . .
C13 C12 C11 119.3(3) . .
C14 C13 C12 121.3(4) . .
C13 C14 C13 119.3(4) 2_556 .
C1 N1 C21 131.4(2) . .
C1 N1 Ge1 92.02(14) . .
C21 N1 Ge1 127.70(16) . .
C1 N1 Ge1 90.95(15) . 2_556
C21 N1 Ge1 136.71(16) . 2_556
Ge1 N1 Ge1 41.80(5) . 2_556
C22A C21 N1 107.8(6) . .
C22A C21 C24 127.1(9) . .
N1 C21 C24 111.0(8) . .
C22A C21 C24A 115.9(9) . .
N1 C21 C24A 111.6(9) . .
C24 C21 C24A 14.0(10) . .
C22A C21 C22 86.2(5) . .
N1 C21 C22 108.3(3) . .
C24 C21 C22 113.2(7) . .
C24A C21 C22 124.0(8) . .
C22A C21 C23 21.2(5) . .
N1 C21 C23 112.2(5) . .
C24 C21 C23 108.1(7) . .
C24A C21 C23 95.8(8) . .
C22 C21 C23 103.8(4) . .
C22A C21 C23A 114.8(5) . .
N1 C21 C23A 100.3(4) . .
C24 C21 C23A 92.1(6) . .
C24A C21 C23A 105.4(7) . .
C22 C21 C23A 28.8(3) . .
C23 C21 C23A 131.0(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 N1 2.048(2) .
Ge1 N1 2.072(2) 2_556
Ge1 Cl1 2.2572(13) .
Ge1 C1 2.481(3) .
C1 N1 1.330(3) 2_556
C1 N1 1.330(3) .
C1 C11 1.483(4) .
C1 Ge1 2.481(3) 2_556
C11 C12 1.388(3) 2_556
C11 C12 1.388(3) .
C12 C13 1.381(4) .
C13 C14 1.360(4) .
C14 C13 1.360(4) 2_556
N1 C21 1.480(3) .
N1 Ge1 2.072(2) 2_556
C21 C22A 1.459(10) .
C21 C24 1.507(9) .
C21 C24A 1.520(10) .
C21 C22 1.536(6) .
C21 C23 1.583(8) .
C21 C23A 1.591(8) .
