#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:14:52 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179237 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/57/4315765.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_4315765
loop_
_publ_author_name
'Anukul Jana'
'Herbert W. Roesky'
'Carola Schulzke'
'Prinson P. Samuel'
'Alexander Döring'
_publ_section_title
;
 Synthesis and Reaction of Monomeric Germanium(II) and Lead(II)
 Dimethylamide and the Synthesis of Germanium(II) Hydrazide by Clevage of
 one N-H bond of Hydrazine
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5554
_journal_page_last               5559
_journal_paper_doi               10.1021/ic1003808
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C29 H44 Ge N4'
_chemical_formula_weight         521.27
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                97.44(3)
_cell_angle_beta                 98.64(3)
_cell_angle_gamma                106.20(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6062(17)
_cell_length_b                   11.553(2)
_cell_length_c                   15.055(3)
_cell_measurement_reflns_used    12150
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      54.1
_cell_measurement_theta_min      3.7
_cell_volume                     1397.8(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  IPDSII
_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  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0376
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12150
_diffrn_reflns_theta_full        27.04
_diffrn_reflns_theta_max         27.04
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    1.119
_exptl_absorpt_correction_T_max  0.9758
_exptl_absorpt_correction_T_min  0.8214
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'face indexed'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.920
_refine_diff_density_min         -0.637
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     338
_refine_ls_number_reflns         6002
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0419
_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)+(0.0586P)²+0.7006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1051
_reflns_number_gt                5142
_reflns_number_total             6002
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1003808_si_001_3.cif
_cod_data_source_block           ja56
_cod_original_cell_volume        1397.8(5)
_cod_database_code               4315765
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.51167(3) 0.44746(2) 0.278766(19) 0.02782(9) Uani 1 1 d . . .
N1 N 0.6196(4) 0.4105(3) 0.1818(4) 0.0719(12) Uani 1 1 d D . .
N2 N 0.5875(4) 0.3944(2) 0.1100(3) 0.0605(11) Uani 1 1 d D . .
N3 N 0.4344(2) 0.57951(17) 0.22852(13) 0.0228(4) Uani 1 1 d . . .
N4 N 0.2860(2) 0.32594(17) 0.22429(13) 0.0243(4) Uani 1 1 d . . .
C1 C 0.5312(3) 0.7031(2) 0.27372(16) 0.0250(4) Uani 1 1 d . . .
C2 C 0.6621(3) 0.7705(2) 0.23763(17) 0.0278(5) Uani 1 1 d . . .
C3 C 0.7549(3) 0.8880(2) 0.28528(19) 0.0351(5) Uani 1 1 d . . .
H3 H 0.8452 0.9343 0.2626 0.042 Uiso 1 1 calc R . .
C4 C 0.7169(4) 0.9373(2) 0.3645(2) 0.0403(6) Uani 1 1 d . . .
H4 H 0.7795 1.0178 0.3952 0.048 Uiso 1 1 calc R . .
C5 C 0.5883(4) 0.8702(2) 0.39932(18) 0.0363(6) Uani 1 1 d . . .
H5 H 0.5629 0.9054 0.4538 0.044 Uiso 1 1 calc R . .
C6 C 0.4949(3) 0.7516(2) 0.35599(16) 0.0282(5) Uani 1 1 d . . .
C7 C 0.7093(3) 0.7220(2) 0.15034(17) 0.0307(5) Uani 1 1 d . . .
H7 H 0.6218 0.6438 0.1204 0.037 Uiso 1 1 calc R . .
C8 C 0.8727(3) 0.6944(3) 0.1708(2) 0.0448(7) Uani 1 1 d . . .
H8A H 0.9005 0.6633 0.1135 0.067 Uiso 1 1 calc R . .
H8B H 0.8629 0.6325 0.2101 0.067 Uiso 1 1 calc R . .
H8C H 0.9597 0.7695 0.2019 0.067 Uiso 1 1 calc R . .
C9 C 0.7199(4) 0.8114(3) 0.0833(2) 0.0440(7) Uani 1 1 d . . .
H9A H 0.7501 0.7768 0.0279 0.066 Uiso 1 1 calc R . .
H9B H 0.8038 0.8894 0.1116 0.066 Uiso 1 1 calc R . .
H9C H 0.6127 0.8252 0.0674 0.066 Uiso 1 1 calc R . .
C10 C 0.3586(3) 0.6778(2) 0.39873(18) 0.0317(5) Uani 1 1 d . . .
H10 H 0.3668 0.5925 0.3930 0.038 Uiso 1 1 calc R . .
C11 C 0.3818(4) 0.7276(3) 0.5012(2) 0.0522(8) Uani 1 1 d . . .
H11A H 0.4927 0.7322 0.5321 0.078 Uiso 1 1 calc R . .
H11B H 0.2993 0.6727 0.5275 0.078 Uiso 1 1 calc R . .
H11C H 0.3683 0.8095 0.5094 0.078 Uiso 1 1 calc R . .
C12 C 0.1889(4) 0.6688(3) 0.3493(2) 0.0474(7) Uani 1 1 d . . .
H12A H 0.1059 0.6207 0.3791 0.071 Uiso 1 1 calc R . .
H12B H 0.1724 0.6286 0.2857 0.071 Uiso 1 1 calc R . .
H12C H 0.1781 0.7512 0.3509 0.071 Uiso 1 1 calc R . .
C13 C 0.2841(4) 0.6679(3) 0.1166(2) 0.0324(5) Uani 1 1 d . . .
C14 C 0.3108(3) 0.5608(2) 0.15758(16) 0.0256(5) Uani 1 1 d . . .
C15 C 0.1984(3) 0.4455(2) 0.11963(16) 0.0283(5) Uani 1 1 d . . .
H15 H 0.1282 0.4397 0.0631 0.034 Uiso 1 1 calc R . .
C16 C 0.1779(3) 0.3377(2) 0.15567(16) 0.0261(5) Uani 1 1 d . . .
C17 C 0.0229(4) 0.2334(3) 0.1142(2) 0.0362(6) Uani 1 1 d . . .
C18 C 0.2486(3) 0.2204(2) 0.26888(16) 0.0246(4) Uani 1 1 d . . .
C19 C 0.2912(3) 0.1156(2) 0.23706(16) 0.0270(5) Uani 1 1 d . . .
C20 C 0.2638(3) 0.0196(2) 0.28632(18) 0.0344(5) Uani 1 1 d . . .
H20 H 0.2936 -0.0514 0.2666 0.041 Uiso 1 1 calc R . .
C21 C 0.1944(4) 0.0258(2) 0.36305(19) 0.0406(6) Uani 1 1 d . . .
H21 H 0.1757 -0.0406 0.3954 0.049 Uiso 1 1 calc R . .
C22 C 0.1524(3) 0.1293(2) 0.39256(19) 0.0383(6) Uani 1 1 d . . .
H22 H 0.1040 0.1329 0.4452 0.046 Uiso 1 1 calc R . .
C23 C 0.1791(3) 0.2279(2) 0.34732(17) 0.0304(5) Uani 1 1 d . . .
C24 C 0.3637(3) 0.1021(2) 0.15178(17) 0.0313(5) Uani 1 1 d . . .
H24 H 0.3719 0.1776 0.1247 0.038 Uiso 1 1 calc R . .
C25 C 0.5373(4) 0.0906(3) 0.1750(2) 0.0481(7) Uani 1 1 d . . .
H25A H 0.5815 0.0823 0.1190 0.072 Uiso 1 1 calc R . .
H25B H 0.5327 0.0182 0.2032 0.072 Uiso 1 1 calc R . .
H25C H 0.6090 0.1640 0.2177 0.072 Uiso 1 1 calc R . .
C26 C 0.2518(4) -0.0080(2) 0.08051(19) 0.0417(6) Uani 1 1 d . . .
H26A H 0.3008 -0.0144 0.0261 0.063 Uiso 1 1 calc R . .
H26B H 0.1430 0.0032 0.0637 0.063 Uiso 1 1 calc R . .
H26C H 0.2398 -0.0831 0.1061 0.063 Uiso 1 1 calc R . .
C27 C 0.1310(3) 0.3403(2) 0.3821(2) 0.0374(6) Uani 1 1 d . . .
H27 H 0.1919 0.4093 0.3546 0.045 Uiso 1 1 calc R . .
C28 C -0.0518(5) 0.3203(4) 0.3501(3) 0.0646(10) Uani 1 1 d . . .
H28A H -0.0809 0.2947 0.2835 0.097 Uiso 1 1 calc R . .
H28B H -0.0771 0.3968 0.3672 0.097 Uiso 1 1 calc R . .
H28C H -0.1156 0.2564 0.3788 0.097 Uiso 1 1 calc R . .
C29 C 0.1797(7) 0.3793(4) 0.4839(3) 0.0835(15) Uani 1 1 d . . .
H29A H 0.1463 0.4519 0.5024 0.125 Uiso 1 1 calc R . .
H29B H 0.2996 0.3991 0.5024 0.125 Uiso 1 1 calc R . .
H29C H 0.1249 0.3126 0.5133 0.125 Uiso 1 1 calc R . .
H1 H 0.704(4) 0.396(4) 0.206(3) 0.089(9) Uiso 1 1 d D . .
H2A H 0.511(4) 0.334(2) 0.078(3) 0.089(9) Uiso 1 1 d D . .
H2B H 0.5610 0.4456 0.0813 0.089(9) Uiso 1 1 d D . .
H13C H 0.180(6) 0.645(4) 0.083(3) 0.072(12) Uiso 1 1 d . . .
H17A H -0.064(6) 0.261(4) 0.094(3) 0.078(13) Uiso 1 1 d . . .
H13A H 0.347(6) 0.682(4) 0.071(4) 0.088(15) Uiso 1 1 d . . .
H17C H 0.037(6) 0.189(5) 0.075(4) 0.095(17) Uiso 1 1 d . . .
H13B H 0.306(6) 0.730(5) 0.158(4) 0.091(16) Uiso 1 1 d . . .
H17B H -0.016(6) 0.191(4) 0.155(3) 0.082(14) Uiso 1 1 d . . .
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'
Ge Ge 0.1547 1.8001 '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'
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
N1 Ge1 N3 96.49(13) . . ?
N1 Ge1 N4 97.38(14) . . ?
N3 Ge1 N4 89.17(8) . . ?
N2 N1 Ge1 134.6(3) . . ?
C14 N3 C1 120.57(19) . . ?
C14 N3 Ge1 125.40(16) . . ?
C1 N3 Ge1 113.96(14) . . ?
C16 N4 C18 121.08(19) . . ?
C16 N4 Ge1 125.92(16) . . ?
C18 N4 Ge1 113.00(14) . . ?
C2 C1 C6 121.0(2) . . ?
C2 C1 N3 120.5(2) . . ?
C6 C1 N3 118.5(2) . . ?
C3 C2 C1 118.3(2) . . ?
C3 C2 C7 118.4(2) . . ?
C1 C2 C7 123.3(2) . . ?
C4 C3 C2 121.0(2) . . ?
C3 C4 C5 120.2(2) . . ?
C4 C5 C6 121.2(2) . . ?
C5 C6 C1 118.4(2) . . ?
C5 C6 C10 119.8(2) . . ?
C1 C6 C10 121.8(2) . . ?
C2 C7 C8 111.0(2) . . ?
C2 C7 C9 111.9(2) . . ?
C8 C7 C9 109.6(2) . . ?
C12 C10 C6 112.4(2) . . ?
C12 C10 C11 110.8(2) . . ?
C6 C10 C11 112.0(2) . . ?
N3 C14 C15 123.3(2) . . ?
N3 C14 C13 119.9(2) . . ?
C15 C14 C13 116.8(2) . . ?
C14 C15 C16 127.2(2) . . ?
N4 C16 C15 122.8(2) . . ?
N4 C16 C17 120.4(2) . . ?
C15 C16 C17 116.7(2) . . ?
C23 C18 C19 121.0(2) . . ?
C23 C18 N4 118.8(2) . . ?
C19 C18 N4 120.1(2) . . ?
C20 C19 C18 118.0(2) . . ?
C20 C19 C24 118.9(2) . . ?
C18 C19 C24 123.1(2) . . ?
C21 C20 C19 121.3(2) . . ?
C20 C21 C22 119.6(3) . . ?
C21 C22 C23 121.6(2) . . ?
C22 C23 C18 118.4(2) . . ?
C22 C23 C27 119.9(2) . . ?
C18 C23 C27 121.6(2) . . ?
C19 C24 C25 111.0(2) . . ?
C19 C24 C26 111.1(2) . . ?
C25 C24 C26 110.5(2) . . ?
C29 C27 C28 110.9(3) . . ?
C29 C27 C23 112.9(3) . . ?
C28 C27 C23 111.1(2) . . ?
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
Ge1 N1 1.909(5) . ?
Ge1 N3 2.0141(19) . ?
Ge1 N4 2.029(2) . ?
N1 N2 1.053(5) . ?
N3 C14 1.338(3) . ?
N3 C1 1.453(3) . ?
N4 C16 1.330(3) . ?
N4 C18 1.449(3) . ?
C1 C2 1.405(3) . ?
C1 C6 1.407(3) . ?
C2 C3 1.402(4) . ?
C2 C7 1.517(3) . ?
C3 C4 1.377(4) . ?
C4 C5 1.379(4) . ?
C5 C6 1.395(4) . ?
C6 C10 1.525(3) . ?
C7 C8 1.524(4) . ?
C7 C9 1.529(4) . ?
C10 C12 1.506(4) . ?
C10 C11 1.538(4) . ?
C13 C14 1.509(3) . ?
C14 C15 1.398(3) . ?
C15 C16 1.399(3) . ?
C16 C17 1.510(3) . ?
C18 C23 1.405(3) . ?
C18 C19 1.407(3) . ?
C19 C20 1.399(3) . ?
C19 C24 1.518(3) . ?
C20 C21 1.381(4) . ?
C21 C22 1.382(4) . ?
C22 C23 1.384(4) . ?
C23 C27 1.524(4) . ?
C24 C25 1.528(4) . ?
C24 C26 1.533(4) . ?
C27 C29 1.499(5) . ?
C27 C28 1.517(5) . ?
