#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:05:23 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178548 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/55/4065553.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_4065553
loop_
_publ_author_name
'Wang, Wenyuan'
'Inoue, Shigeyoshi'
'Yao, Shenglai'
'Driess, Matthias'
_publ_section_title
;
 Reactivity of N-Heterocyclic Germylene Toward Ammonia and Water
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              6490
_journal_paper_doi               10.1021/om200970s
_journal_volume                  30
_journal_year                    2011
_chemical_formula_sum            'C37 H49 Ge N3'
_chemical_formula_weight         608.38
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET)
(compiled Jan 12 2007,17:49:11)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 106.866(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.7714(4)
_cell_length_b                   17.4309(6)
_cell_length_c                   16.6868(6)
_cell_measurement_reflns_used    6210
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      32.2958
_cell_measurement_theta_min      3.4142
_cell_volume                     3276.6(2)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET)
(compiled Jan 12 2007,17:49:11)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET)
(compiled Jan 12 2007,17:49:11)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.8 (release 12-01-2007 CrysAlis171 .NET)
(compiled Jan 12 2007,17:49:11)
;
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur S Sapphire'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_sigmaI/netI    0.0609
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            12816
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.42
_exptl_absorpt_coefficient_mu    0.964
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95425
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.717
_refine_diff_density_min         -0.738
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5749
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0464
_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)+(0.0585P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1084
_refine_ls_wR_factor_ref         0.1133
_reflns_number_gt                4125
_reflns_number_total             5749
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om200970s_si_002.cif
_cod_data_source_block           compound03
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4065553
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.13600(3) 0.71905(2) 0.07329(2) 0.02741(13) Uani 1 1 d .
N1 N 0.0335(2) 0.70005(12) -0.04506(15) 0.0151(5) Uani 1 1 d .
C1 C 0.0687(3) 0.66349(14) -0.10500(18) 0.0148(6) Uani 1 1 d .
N2 N 0.2813(2) 0.71418(12) 0.03257(15) 0.0161(5) Uani 1 1 d .
C2 C 0.1872(3) 0.64670(15) -0.09777(18) 0.0167(6) Uani 1 1 d .
N3 N 0.1459(3) 0.61929(19) 0.1086(2) 0.0527(10) Uani 1 1 d .
H3A H 0.2038 0.5898 0.1030 0.063 Uiso 1 1 calc R
H3B H 0.0928 0.6008 0.1313 0.063 Uiso 1 1 calc R
C3 C 0.2865(3) 0.67789(15) -0.03677(18) 0.0172(7) Uani 1 1 d .
C4 C 0.4024(3) 0.6716(2) -0.0579(2) 0.0289(8) Uani 1 1 d .
H4A H 0.4337 0.6187 -0.0464 0.035 Uiso 1 1 calc R
H4B H 0.4612 0.7070 -0.0219 0.035 Uiso 1 1 calc R
C5 C 0.3860(3) 0.6911(2) -0.1503(2) 0.0394(9) Uani 1 1 d .
H5A H 0.3592 0.7450 -0.1608 0.047 Uiso 1 1 calc R
H5B H 0.4632 0.6863 -0.1623 0.047 Uiso 1 1 calc R
C6 C 0.2960(3) 0.63876(19) -0.2088(2) 0.0299(8) Uani 1 1 d .
H6A H 0.3380 0.6009 -0.2340 0.036 Uiso 1 1 calc R
H6B H 0.2436 0.6696 -0.2546 0.036 Uiso 1 1 calc R
C7 C 0.2207(3) 0.59664(17) -0.16206(19) 0.0230(7) Uani 1 1 d .
H7A H 0.1473 0.5778 -0.2031 0.028 Uiso 1 1 calc R
H7B H 0.2653 0.5514 -0.1334 0.028 Uiso 1 1 calc R
C8 C -0.0223(3) 0.64187(16) -0.18518(19) 0.0187(7) Uani 1 1 d .
C9 C -0.0314(3) 0.68309(18) -0.2584(2) 0.0310(8) Uani 1 1 d .
H9 H 0.0153 0.7280 -0.2560 0.037 Uiso 1 1 calc R
C10 C -0.1070(3) 0.65987(19) -0.3342(2) 0.0361(9) Uani 1 1 d .
H10 H -0.1123 0.6889 -0.3833 0.043 Uiso 1 1 calc R
C11 C -0.1747(3) 0.59476(19) -0.3387(2) 0.0313(8) Uani 1 1 d .
H11 H -0.2272 0.5789 -0.3908 0.038 Uiso 1 1 calc R
C12 C -0.1659(3) 0.55299(19) -0.2676(2) 0.0311(8) Uani 1 1 d .
H12 H -0.2121 0.5078 -0.2706 0.037 Uiso 1 1 calc R
C13 C -0.0896(3) 0.57625(17) -0.1908(2) 0.0244(7) Uani 1 1 d .
H13 H -0.0840 0.5466 -0.1420 0.029 Uiso 1 1 calc R
C14 C -0.0852(3) 0.73082(16) -0.06085(18) 0.0198(7) Uani 1 1 d .
C15 C -0.1061(3) 0.80696(17) -0.09030(19) 0.0251(7) Uani 1 1 d .
C16 C -0.2159(3) 0.8394(2) -0.0954(2) 0.0391(9) Uani 1 1 d .
H16 H -0.2318 0.8903 -0.1160 0.047 Uiso 1 1 calc R
C17 C -0.3021(3) 0.8004(2) -0.0716(3) 0.0489(11) Uani 1 1 d .
H17 H -0.3759 0.8243 -0.0748 0.059 Uiso 1 1 calc R
C18 C -0.2805(3) 0.7268(2) -0.0431(2) 0.0425(10) Uani 1 1 d .
H18 H -0.3403 0.6998 -0.0269 0.051 Uiso 1 1 calc R
C19 C -0.1733(3) 0.69019(19) -0.0374(2) 0.0273(8) Uani 1 1 d .
C20 C -0.1555(3) 0.60982(19) -0.0015(2) 0.0323(8) Uani 1 1 d .
H20 H -0.0798 0.5889 -0.0084 0.039 Uiso 1 1 calc R
C21 C -0.2571(4) 0.5555(2) -0.0456(3) 0.0551(12) Uani 1 1 d .
H21A H -0.3306 0.5722 -0.0344 0.083 Uiso 1 1 calc R
H21B H -0.2378 0.5032 -0.0243 0.083 Uiso 1 1 calc R
H21C H -0.2679 0.5563 -0.1060 0.083 Uiso 1 1 calc R
C22 C -0.1455(3) 0.6119(2) 0.0916(2) 0.0434(10) Uani 1 1 d .
H22A H -0.0832 0.6482 0.1199 0.065 Uiso 1 1 calc R
H22B H -0.1254 0.5607 0.1156 0.065 Uiso 1 1 calc R
H22C H -0.2214 0.6282 0.0991 0.065 Uiso 1 1 calc R
C23 C -0.0145(3) 0.85455(17) -0.1144(2) 0.0331(9) Uani 1 1 d .
H23 H 0.0564 0.8215 -0.1105 0.040 Uiso 1 1 calc R
C24 C -0.0609(5) 0.8843(2) -0.2042(3) 0.0659(14) Uani 1 1 d .
H24A H -0.0947 0.8416 -0.2418 0.099 Uiso 1 1 calc R
H24B H 0.0046 0.9073 -0.2211 0.099 Uiso 1 1 calc R
H24C H -0.1224 0.9230 -0.2073 0.099 Uiso 1 1 calc R
C25 C 0.0243(4) 0.92186(19) -0.0545(3) 0.0480(11) Uani 1 1 d .
H25A H -0.0431 0.9565 -0.0599 0.072 Uiso 1 1 calc R
H25B H 0.0887 0.9497 -0.0681 0.072 Uiso 1 1 calc R
H25C H 0.0523 0.9027 0.0031 0.072 Uiso 1 1 calc R
C26 C 0.3890(3) 0.74308(16) 0.09174(18) 0.0170(7) Uani 1 1 d .
C27 C 0.4653(3) 0.69273(16) 0.14774(19) 0.0191(7) Uani 1 1 d .
C28 C 0.5677(3) 0.72254(18) 0.2036(2) 0.0273(7) Uani 1 1 d .
H28 H 0.6205 0.6889 0.2414 0.033 Uiso 1 1 calc R
C29 C 0.5944(3) 0.79945(18) 0.2053(2) 0.0322(8) Uani 1 1 d .
H29 H 0.6649 0.8187 0.2437 0.039 Uiso 1 1 calc R
C30 C 0.5174(3) 0.84815(18) 0.1506(2) 0.0278(8) Uani 1 1 d .
H30 H 0.5359 0.9013 0.1522 0.033 Uiso 1 1 calc R
C31 C 0.4136(3) 0.82245(17) 0.09313(19) 0.0212(7) Uani 1 1 d .
C32 C 0.3339(3) 0.87792(16) 0.0322(2) 0.0257(8) Uani 1 1 d .
H32 H 0.2544 0.8532 0.0094 0.031 Uiso 1 1 calc R
C33 C 0.3166(4) 0.95341(18) 0.0737(2) 0.0387(9) Uani 1 1 d .
H33A H 0.2834 0.9429 0.1201 0.058 Uiso 1 1 calc R
H33B H 0.2621 0.9864 0.0325 0.058 Uiso 1 1 calc R
H33C H 0.3933 0.9793 0.0953 0.058 Uiso 1 1 calc R
C34 C 0.3830(4) 0.8945(2) -0.0408(3) 0.0549(12) Uani 1 1 d .
H34A H 0.4646 0.9135 -0.0194 0.082 Uiso 1 1 calc R
H34B H 0.3337 0.9334 -0.0771 0.082 Uiso 1 1 calc R
H34C H 0.3824 0.8473 -0.0728 0.082 Uiso 1 1 calc R
C35 C 0.4420(3) 0.60721(16) 0.15171(19) 0.0228(7) Uani 1 1 d .
H35 H 0.3670 0.5948 0.1070 0.027 Uiso 1 1 calc R
C36 C 0.5420(3) 0.55855(18) 0.1363(2) 0.0347(9) Uani 1 1 d .
H36A H 0.5535 0.5726 0.0823 0.052 Uiso 1 1 calc R
H36B H 0.5210 0.5041 0.1357 0.052 Uiso 1 1 calc R
H36C H 0.6157 0.5678 0.1812 0.052 Uiso 1 1 calc R
C37 C 0.4246(3) 0.58605(19) 0.2362(2) 0.0340(9) Uani 1 1 d .
H37A H 0.4979 0.5965 0.2809 0.051 Uiso 1 1 calc R
H37B H 0.4051 0.5314 0.2365 0.051 Uiso 1 1 calc R
H37C H 0.3597 0.6166 0.2455 0.051 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
N3 Ge1 N2 95.03(11)
N3 Ge1 N1 97.09(13)
N2 Ge1 N1 89.32(10)
C1 N1 C14 121.9(2)
C1 N1 Ge1 125.3(2)
C14 N1 Ge1 112.86(17)
N1 C1 C2 123.3(3)
N1 C1 C8 119.1(3)
C2 C1 C8 117.5(2)
C3 N2 C26 120.2(2)
C3 N2 Ge1 124.7(2)
C26 N2 Ge1 114.49(18)
C1 C2 C3 125.3(3)
C1 C2 C7 121.1(3)
C3 C2 C7 113.4(3)
N2 C3 C2 124.6(3)
N2 C3 C4 120.6(3)
C2 C3 C4 114.7(3)
C3 C4 C5 111.0(3)
C6 C5 C4 111.9(3)
C5 C6 C7 111.1(3)
C2 C7 C6 113.1(2)
C13 C8 C9 118.1(3)
C13 C8 C1 121.1(3)
C9 C8 C1 120.4(3)
C10 C9 C8 121.2(3)
C11 C10 C9 120.1(3)
C12 C11 C10 119.6(3)
C11 C12 C13 120.5(3)
C8 C13 C12 120.5(3)
C19 C14 C15 120.3(3)
C19 C14 N1 121.0(3)
C15 C14 N1 118.2(3)
C16 C15 C14 117.9(3)
C16 C15 C23 119.0(3)
C14 C15 C23 123.0(3)
C17 C16 C15 122.2(4)
C18 C17 C16 119.1(3)
C17 C18 C19 121.9(4)
C18 C19 C14 118.5(3)
C18 C19 C20 118.0(3)
C14 C19 C20 123.3(3)
C19 C20 C22 110.0(3)
C19 C20 C21 112.5(3)
C22 C20 C21 108.8(3)
C15 C23 C25 110.5(3)
C15 C23 C24 111.7(3)
C25 C23 C24 109.7(3)
C27 C26 C31 120.9(3)
C27 C26 N2 120.0(2)
C31 C26 N2 119.1(3)
C28 C27 C26 118.4(3)
C28 C27 C35 118.0(3)
C26 C27 C35 123.6(3)
C29 C28 C27 121.8(3)
C28 C29 C30 119.0(3)
C29 C30 C31 122.4(3)
C30 C31 C26 117.5(3)
C30 C31 C32 120.4(3)
C26 C31 C32 122.0(3)
C31 C32 C34 110.7(3)
C31 C32 C33 112.5(3)
C34 C32 C33 109.3(3)
C27 C35 C37 110.6(3)
C27 C35 C36 112.2(3)
C37 C35 C36 109.6(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ge1 N3 1.829(3)
Ge1 N2 2.017(2)
Ge1 N1 2.021(2)
N1 C1 1.349(4)
N1 C14 1.448(4)
C1 C2 1.395(4)
C1 C8 1.499(4)
N2 C3 1.336(4)
N2 C26 1.452(4)
C2 C3 1.417(4)
C2 C7 1.521(4)
C3 C4 1.509(4)
C4 C5 1.535(5)
C5 C6 1.519(5)
C6 C7 1.527(4)
C8 C13 1.379(4)
C8 C9 1.394(4)
C9 C10 1.379(5)
C10 C11 1.376(5)
C11 C12 1.370(5)
C12 C13 1.394(5)
C14 C19 1.402(4)
C14 C15 1.412(4)
C15 C16 1.391(5)
C15 C23 1.505(5)
C16 C17 1.372(5)
C17 C18 1.366(5)
C18 C19 1.393(5)
C19 C20 1.514(5)
C20 C22 1.524(5)
C20 C21 1.536(5)
C23 C25 1.523(5)
C23 C24 1.529(5)
C26 C27 1.401(4)
C26 C31 1.412(4)
C27 C28 1.392(4)
C27 C35 1.521(4)
C28 C29 1.375(4)
C29 C30 1.377(5)
C30 C31 1.390(4)
C31 C32 1.515(4)
C32 C34 1.519(5)
C32 C33 1.528(4)
C35 C37 1.527(4)
C35 C36 1.532(4)
