#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:23:24 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178605 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/16/4071612.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_4071612
loop_
_publ_author_name
'Yao, Shenglai'
'Brym, Markus'
'Merz, Klaus'
'Driess, Matthias'
_publ_section_title
;
 Facile Access to a Stable Divalent Germanium Compound with a Terminal
 PH2Group and Related PR2Derivatives
;
_journal_issue                   14
_journal_name_full               Organometallics
_journal_page_first              3601
_journal_paper_doi               10.1021/om800269f
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C58 H84 Ge2 N4 P2'
_chemical_formula_weight         1044.41
_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                91.550(2)
_cell_angle_beta                 108.361(2)
_cell_angle_gamma                111.339(2)
_cell_formula_units_Z            1
_cell_length_a                   10.8175(6)
_cell_length_b                   12.0783(7)
_cell_length_c                   12.6434(7)
_cell_measurement_temperature    173(2)
_cell_volume                     1441.49(14)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       ω
_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  0.1193
_diffrn_reflns_av_sigmaI/netI    0.1790
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9145
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.72
_exptl_absorpt_coefficient_mu    1.136
_exptl_absorpt_correction_T_max  0.4502
_exptl_absorpt_correction_T_min  0.2505
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             554
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         1.190
_refine_diff_density_min         -1.023
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     312
_refine_ls_number_reflns         5063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.963
_refine_ls_R_factor_all          0.1493
_refine_ls_R_factor_gt           0.0721
_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)+(0.0769P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1427
_refine_ls_wR_factor_ref         0.1739
_reflns_number_gt                2830
_reflns_number_total             5063
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800269f-file001.cif
_cod_data_source_block           COMPOUND(5)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4071612
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
Ge1 Ge 0.07428(8) 0.58212(7) 0.22147(6) 0.0233(2) Uani 1 1 d .
P1 P 0.10851(19) 0.56940(17) 0.04301(15) 0.0297(5) Uani 1 1 d .
N1 N 0.2617(5) 0.7191(4) 0.3105(4) 0.0232(12) Uani 1 1 d .
C1 C 0.4268(7) 0.8301(6) 0.4968(5) 0.0354(18) Uani 1 1 d .
H1A H 0.5009 0.8734 0.4666 0.053 Uiso 1 1 calc R
H1B H 0.4699 0.8107 0.5706 0.053 Uiso 1 1 calc R
H1C H 0.3763 0.8807 0.5051 0.053 Uiso 1 1 calc R
N2 N 0.1606(5) 0.4662(4) 0.2914(4) 0.0187(12) Uani 1 1 d .
C2 C 0.3244(6) 0.7157(6) 0.4170(5) 0.0217(15) Uani 1 1 d .
C3 C 0.3002(7) 0.6069(6) 0.4607(5) 0.0267(16) Uani 1 1 d .
H3 H 0.3313 0.6133 0.5406 0.032 Uiso 1 1 calc R
C4 C 0.2345(7) 0.4892(6) 0.3987(5) 0.0246(15) Uani 1 1 d .
C5 C 0.2561(8) 0.3922(6) 0.4644(6) 0.042(2) Uani 1 1 d .
H5A H 0.2201 0.3169 0.4124 0.063 Uiso 1 1 calc R
H5B H 0.2049 0.3806 0.5176 0.063 Uiso 1 1 calc R
H5C H 0.3573 0.4157 0.5062 0.063 Uiso 1 1 calc R
C6 C 0.3022(6) 0.8296(5) 0.2642(5) 0.0212(14) Uani 1 1 d .
C7 C 0.2324(7) 0.9073(6) 0.2671(5) 0.0255(16) Uani 1 1 d .
C8 C 0.2722(8) 1.0116(6) 0.2176(6) 0.0362(18) Uani 1 1 d .
H8 H 0.2269 1.0658 0.2179 0.043 Uiso 1 1 calc R
C9 C 0.3746(8) 1.0377(7) 0.1687(6) 0.0392(19) Uani 1 1 d .
H9 H 0.4001 1.1093 0.1368 0.047 Uiso 1 1 calc R
C10 C 0.4400(8) 0.9583(7) 0.1667(6) 0.0398(19) Uani 1 1 d .
H10 H 0.5109 0.9768 0.1332 0.048 Uiso 1 1 calc R
C11 C 0.4050(7) 0.8522(6) 0.2123(6) 0.0303(17) Uani 1 1 d .
C12 C 0.1160(7) 0.8811(6) 0.3172(6) 0.0309(17) Uani 1 1 d .
H12 H 0.1141 0.8118 0.3589 0.037 Uiso 1 1 calc R
C13 C -0.0269(8) 0.8445(7) 0.2233(6) 0.044(2) Uani 1 1 d .
H13A H -0.0291 0.9126 0.1834 0.066 Uiso 1 1 calc R
H13B H -0.1021 0.8208 0.2557 0.066 Uiso 1 1 calc R
H13C H -0.0414 0.7765 0.1702 0.066 Uiso 1 1 calc R
C14 C 0.1427(9) 0.9891(8) 0.4012(7) 0.057(2) Uani 1 1 d .
H14A H 0.1418 1.0575 0.3615 0.085 Uiso 1 1 calc R
H14B H 0.2350 1.0113 0.4610 0.085 Uiso 1 1 calc R
H14C H 0.0682 0.9671 0.4344 0.085 Uiso 1 1 calc R
C15 C 0.4785(7) 0.7678(6) 0.2086(6) 0.0365(18) Uani 1 1 d .
H15 H 0.4133 0.6860 0.2134 0.044 Uiso 1 1 calc R
C16 C 0.5071(9) 0.7570(9) 0.1003(7) 0.064(3) Uani 1 1 d .
H16A H 0.5772 0.8339 0.0956 0.096 Uiso 1 1 calc R
H16B H 0.4190 0.7361 0.0359 0.096 Uiso 1 1 calc R
H16C H 0.5436 0.6939 0.0990 0.096 Uiso 1 1 calc R
C17 C 0.6133(9) 0.8009(8) 0.3074(7) 0.058(3) Uani 1 1 d .
H17A H 0.6622 0.7494 0.2974 0.088 Uiso 1 1 calc R
H17B H 0.5914 0.7896 0.3769 0.088 Uiso 1 1 calc R
H17C H 0.6744 0.8854 0.3126 0.088 Uiso 1 1 calc R
C18 C 0.0975(7) 0.3476(6) 0.2257(5) 0.0224(15) Uani 1 1 d .
C19 C -0.0356(7) 0.2676(6) 0.2225(6) 0.0288(16) Uani 1 1 d .
C20 C -0.0984(7) 0.1587(6) 0.1495(6) 0.0342(18) Uani 1 1 d .
H20 H -0.1888 0.1033 0.1462 0.041 Uiso 1 1 calc R
C21 C -0.0355(8) 0.1289(6) 0.0831(6) 0.0364(19) Uani 1 1 d .
H21 H -0.0825 0.0545 0.0328 0.044 Uiso 1 1 calc R
C22 C 0.0995(8) 0.2080(6) 0.0885(6) 0.0314(17) Uani 1 1 d .
H22 H 0.1448 0.1863 0.0429 0.038 Uiso 1 1 calc R
C23 C 0.1676(7) 0.3184(6) 0.1606(5) 0.0252(16) Uani 1 1 d .
C24 C -0.1115(8) 0.2967(7) 0.2952(6) 0.0388(19) Uani 1 1 d .
H24 H -0.0490 0.3781 0.3413 0.047 Uiso 1 1 calc R
C25 C -0.2502(8) 0.3019(7) 0.2263(7) 0.049(2) Uani 1 1 d .
H25A H -0.2324 0.3718 0.1871 0.073 Uiso 1 1 calc R
H25B H -0.3012 0.3092 0.2762 0.073 Uiso 1 1 calc R
H25C H -0.3075 0.2282 0.1708 0.073 Uiso 1 1 calc R
C26 C -0.1335(10) 0.2047(8) 0.3789(7) 0.064(3) Uani 1 1 d .
H26A H -0.1655 0.2333 0.4344 0.096 Uiso 1 1 calc R
H26B H -0.0438 0.1969 0.4179 0.096 Uiso 1 1 calc R
H26C H -0.2049 0.1261 0.3369 0.096 Uiso 1 1 calc R
C27 C 0.3141(7) 0.4038(6) 0.1658(6) 0.0331(17) Uani 1 1 d .
H27 H 0.3212 0.4874 0.1841 0.040 Uiso 1 1 calc R
C28 C 0.3382(9) 0.3959(8) 0.0541(7) 0.061(3) Uani 1 1 d .
H28A H 0.3457 0.3192 0.0384 0.092 Uiso 1 1 calc R
H28B H 0.4260 0.4626 0.0585 0.092 Uiso 1 1 calc R
H28C H 0.2585 0.4010 -0.0066 0.092 Uiso 1 1 calc R
C29 C 0.4288(8) 0.3862(7) 0.2610(7) 0.055(2) Uani 1 1 d .
H29A H 0.4207 0.3029 0.2491 0.082 Uiso 1 1 calc R
H29B H 0.4178 0.4027 0.3331 0.082 Uiso 1 1 calc R
H29C H 0.5220 0.4414 0.2624 0.082 Uiso 1 1 calc R
H1 H 0.073(7) 0.659(6) 0.022(5) 0.037(18) 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
N2 Ge1 N1 87.9(2) .
N2 Ge1 P1 98.41(15) .
N1 Ge1 P1 98.67(16) .
P1 P1 Ge1 93.09(11) 2_565
C2 N1 C6 121.0(5) .
C2 N1 Ge1 118.8(4) .
C6 N1 Ge1 118.3(4) .
C4 N2 C18 123.1(5) .
C4 N2 Ge1 119.4(4) .
C18 N2 Ge1 114.5(4) .
N1 C2 C3 122.1(6) .
N1 C2 C1 120.2(6) .
C3 C2 C1 117.7(5) .
C2 C3 C4 127.1(6) .
N2 C4 C3 122.3(6) .
N2 C4 C5 122.1(6) .
C3 C4 C5 115.7(6) .
C7 C6 C11 122.4(6) .
C7 C6 N1 119.0(6) .
C11 C6 N1 118.5(6) .
C6 C7 C8 116.8(6) .
C6 C7 C12 123.1(6) .
C8 C7 C12 120.0(6) .
C9 C8 C7 122.2(7) .
C8 C9 C10 119.2(7) .
C9 C10 C11 122.1(7) .
C10 C11 C6 117.2(6) .
C10 C11 C15 120.6(6) .
C6 C11 C15 122.1(6) .
C13 C12 C7 110.0(6) .
C13 C12 C14 110.6(6) .
C7 C12 C14 112.0(6) .
C17 C15 C11 112.3(6) .
C17 C15 C16 109.7(6) .
C11 C15 C16 113.4(6) .
C19 C18 C23 121.5(6) .
C19 C18 N2 119.8(6) .
C23 C18 N2 118.5(6) .
C20 C19 C18 117.7(6) .
C20 C19 C24 120.1(6) .
C18 C19 C24 122.1(6) .
C21 C20 C19 122.3(7) .
C20 C21 C22 119.9(6) .
C23 C22 C21 120.2(7) .
C22 C23 C18 118.3(6) .
C22 C23 C27 119.8(6) .
C18 C23 C27 121.8(6) .
C25 C24 C19 112.6(6) .
C25 C24 C26 110.7(7) .
C19 C24 C26 110.6(6) .
C23 C27 C29 110.9(6) .
C23 C27 C28 113.4(6) .
C29 C27 C28 111.5(6) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 N2 2.028(5) .
Ge1 N1 2.033(5) .
Ge1 P1 2.408(2) .
P1 P1 2.221(4) 2_565
N1 C2 1.313(7) .
N1 C6 1.447(8) .
C1 C2 1.504(9) .
N2 C4 1.301(7) .
N2 C18 1.441(8) .
C2 C3 1.407(9) .
C3 C4 1.412(9) .
C4 C5 1.499(9) .
C6 C7 1.408(8) .
C6 C11 1.411(9) .
C7 C8 1.408(9) .
C7 C12 1.520(9) .
C8 C9 1.376(10) .
C9 C10 1.388(10) .
C10 C11 1.393(10) .
C11 C15 1.511(9) .
C12 C13 1.520(9) .
C12 C14 1.539(10) .
C15 C17 1.500(10) .
C15 C16 1.508(10) .
C18 C19 1.399(9) .
C18 C23 1.396(9) .
C19 C20 1.390(9) .
C19 C24 1.520(10) .
C20 C21 1.348(10) .
C21 C22 1.404(10) .
C22 C23 1.396(9) .
C23 C27 1.523(9) .
C24 C25 1.505(10) .
C24 C26 1.562(10) .
C27 C29 1.517(10) .
C27 C28 1.521(10) .
