#------------------------------------------------------------------------------
#$Date: 2025-08-20 15:05:43 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301829 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/34/4063493.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_4063493
loop_
_publ_author_name
'Chen, Tianniu'
'Hunks, William'
'Chen, Philip S.'
'Xu, Chongying'
'DiPasquale, Antonio G.'
'Rheingold, Arnold L.'
_publ_section_title
;
 Synthesis, Structural Characterization, and Thermal Properties of the
 First Germanium N,N,N',N'-Tetraalkylguanidinates
;
_journal_issue                   2
_journal_name_full               Organometallics
_journal_page_first              501
_journal_page_last               504
_journal_paper_doi               10.1021/om900801w
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C10 H24 Cl2 Ge N6'
_chemical_formula_weight         371.84
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 97.796(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0347(9)
_cell_length_b                   11.4752(10)
_cell_length_c                   14.8505(14)
_cell_measurement_reflns_used    4028
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.07
_cell_measurement_theta_min      2.25
_cell_volume                     1694.2(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.877
_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  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6971
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.17
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    2.121
_exptl_absorpt_correction_T_max  0.6764
_exptl_absorpt_correction_T_min  0.5687
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.078
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3651
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0352
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0600P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.0952
_reflns_number_gt                3129
_reflns_number_total             3651
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900801w_si_002.cif
_cod_data_source_block           atmi61
_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 1673 2011-04-08 12:14:43Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4063493
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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 0.93565(2) 0.63241(2) 0.707451(17) 0.01514(10) Uani 1 1 d . . .
Cl1 Cl 1.06056(6) 0.72210(5) 0.61858(4) 0.02295(15) Uani 1 1 d . . .
Cl2 Cl 1.02245(6) 0.68402(5) 0.84536(4) 0.02374(16) Uani 1 1 d . . .
N1 N 0.94086(19) 0.47792(17) 0.70004(14) 0.0183(4) Uani 1 1 d . . .
N2 N 0.9760(2) 0.31089(17) 0.62202(14) 0.0197(5) Uani 1 1 d . . .
N3 N 1.1570(2) 0.43403(17) 0.65709(15) 0.0219(5) Uani 1 1 d . . .
N4 N 0.7645(2) 0.67396(17) 0.68822(14) 0.0175(4) Uani 1 1 d . . .
N5 N 0.5814(2) 0.74645(17) 0.59460(15) 0.0187(4) Uani 1 1 d . . .
N6 N 0.7597(2) 0.87202(15) 0.63812(15) 0.0174(4) Uani 1 1 d . . .
C1 C 1.0233(2) 0.4131(2) 0.66136(17) 0.0175(5) Uani 1 1 d . . .
C2 C 0.8326(2) 0.2896(2) 0.60393(18) 0.0225(6) Uani 1 1 d . . .
H2A H 0.7841 0.3634 0.6062 0.034 Uiso 1 1 calc R . .
H2B H 0.8060 0.2362 0.6498 0.034 Uiso 1 1 calc R . .
H2C H 0.8106 0.2548 0.5435 0.034 Uiso 1 1 calc R . .
C3 C 1.0601(3) 0.2066(2) 0.6219(2) 0.0280(6) Uani 1 1 d . . .
H3A H 1.1551 0.2287 0.6346 0.042 Uiso 1 1 calc R . .
H3B H 1.0432 0.1689 0.5622 0.042 Uiso 1 1 calc R . .
H3C H 1.0382 0.1524 0.6687 0.042 Uiso 1 1 calc R . .
C4 C 1.2154(3) 0.4181(2) 0.5739(2) 0.0277(6) Uani 1 1 d . . .
H4B H 1.1508 0.3778 0.5290 0.042 Uiso 1 1 calc R . .
H4C H 1.2976 0.3714 0.5864 0.042 Uiso 1 1 calc R . .
H4D H 1.2372 0.4943 0.5499 0.042 Uiso 1 1 calc R . .
C5 C 1.2395(3) 0.4979(2) 0.72907(19) 0.0261(6) Uani 1 1 d . . .
H5A H 1.1895 0.5079 0.7808 0.039 Uiso 1 1 calc R . .
H5B H 1.2622 0.5745 0.7063 0.039 Uiso 1 1 calc R . .
H5C H 1.3224 0.4542 0.7485 0.039 Uiso 1 1 calc R . .
C6 C 0.7081(2) 0.76222(19) 0.64294(16) 0.0164(5) Uani 1 1 d . . .
C7 C 0.4743(3) 0.8314(2) 0.5984(2) 0.0250(6) Uani 1 1 d . . .
H7A H 0.5136 0.9092 0.6088 0.037 Uiso 1 1 calc R . .
H7B H 0.4237 0.8114 0.6482 0.037 Uiso 1 1 calc R . .
H7C H 0.4138 0.8306 0.5408 0.037 Uiso 1 1 calc R . .
C8 C 0.5333(3) 0.6281(2) 0.5788(2) 0.0228(6) Uani 1 1 d . . .
H8A H 0.6101 0.5757 0.5773 0.034 Uiso 1 1 calc R . .
H8B H 0.4745 0.6242 0.5206 0.034 Uiso 1 1 calc R . .
H8C H 0.4829 0.6045 0.6279 0.034 Uiso 1 1 calc R . .
C9 C 0.7273(3) 0.9491(2) 0.56119(19) 0.0264(6) Uani 1 1 d . . .
H9A H 0.6618 0.9112 0.5155 0.040 Uiso 1 1 calc R . .
H9B H 0.8092 0.9667 0.5346 0.040 Uiso 1 1 calc R . .
H9C H 0.6889 1.0216 0.5813 0.040 Uiso 1 1 calc R . .
C10 C 0.8566(2) 0.9189(2) 0.71045(18) 0.0213(5) Uani 1 1 d . . .
H10A H 0.8725 0.8621 0.7600 0.032 Uiso 1 1 calc R . .
H10B H 0.8214 0.9912 0.7333 0.032 Uiso 1 1 calc R . .
H10C H 0.9414 0.9351 0.6869 0.032 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'
Cl Cl 0.1484 0.1585 '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
N4 Ge1 N1 107.17(9) . . ?
N4 Ge1 Cl2 109.37(7) . . ?
N1 Ge1 Cl2 108.39(7) . . ?
N4 Ge1 Cl1 113.43(7) . . ?
N1 Ge1 Cl1 113.98(7) . . ?
Cl2 Ge1 Cl1 104.34(3) . . ?
C1 N1 Ge1 128.54(17) . . ?
C1 N2 C2 120.2(2) . . ?
C1 N2 C3 122.4(2) . . ?
C2 N2 C3 114.8(2) . . ?
C1 N3 C4 121.8(2) . . ?
C1 N3 C5 121.0(2) . . ?
C4 N3 C5 115.7(2) . . ?
C6 N4 Ge1 129.67(18) . . ?
C6 N5 C8 117.9(2) . . ?
C6 N5 C7 121.49(19) . . ?
C8 N5 C7 113.7(2) . . ?
C6 N6 C9 124.0(2) . . ?
C6 N6 C10 121.6(2) . . ?
C9 N6 C10 114.45(19) . . ?
N1 C1 N2 118.3(2) . . ?
N1 C1 N3 127.1(2) . . ?
N2 C1 N3 114.6(2) . . ?
N4 C6 N6 127.0(2) . . ?
N4 C6 N5 118.1(2) . . ?
N6 C6 N5 114.9(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 N4 1.768(2) . ?
Ge1 N1 1.777(2) . ?
Ge1 Cl2 2.1954(7) . ?
Ge1 Cl1 2.1957(7) . ?
N1 C1 1.303(3) . ?
N2 C1 1.366(3) . ?
N2 C2 1.449(3) . ?
N2 C3 1.464(3) . ?
N3 C1 1.373(3) . ?
N3 C4 1.449(4) . ?
N3 C5 1.458(3) . ?
N4 C6 1.302(3) . ?
N5 C6 1.384(3) . ?
N5 C8 1.449(3) . ?
N5 C7 1.457(3) . ?
N6 C6 1.368(3) . ?
N6 C9 1.447(3) . ?
N6 C10 1.451(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30659634
2 PubChem 139097075
