#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:43:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180274 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/60/7116055.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_7116055
loop_
_publ_author_name
'P. Steiniger'
'G. Bendt'
'D. Blaser'
'C. Wolper'
'S. Schulz'
_publ_section_title
;
 Germane vs. digermane formation
;
_journal_name_full               Chem.Commun.
_journal_page_first              15461
_journal_paper_doi               10.1039/C4cc07921C
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C14 H34 Ge N2 Se2 Si'
_chemical_formula_sum            'C14 H34 Ge N2 Se2 Si'
_chemical_formula_weight         489.03
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_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-2013
_cell_angle_alpha                90
_cell_angle_beta                 104.574(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8560(15)
_cell_length_b                   12.2706(16)
_cell_length_c                   15.0579(19)
_cell_measurement_reflns_used    9963
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      30.07
_cell_measurement_theta_min      2.52
_cell_volume                     2120.1(5)
_computing_cell_refinement       'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009'
_computing_data_collection       'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009'
_computing_data_reduction        'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009'
_computing_molecular_graphics    'BRUKER AXS Inc. 2008 Vers. 2008/4'
_computing_publication_material  'BRUKER AXS Inc. 2013 Vers. 2013/4'
_computing_structure_refinement  'BRUKER AXS Inc. 2013 Vers. 2013/4'
_computing_structure_solution    'BRUKER D8 KAPPA APEX 2 Vers. 3.0-2009'
_diffrn_ambient_temperature      100(1)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type
; 
 Bruker D8 KAPPA series II with APEX II area detector system
;
_diffrn_measurement_method
;
 Data collection strategy APEX 2/COSMO
;
_diffrn_radiation_monochromator  'Triumph Goebel mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29485
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.758
_diffrn_reflns_theta_min         2.170
_diffrn_source                   'sealed X-RAY tube'
_exptl_absorpt_coefficient_mu    4.930
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.37
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 BRUKER AXS SMART APEX 2 Vers. 3.0-2009
 R.H. Blessing, Acta Cryst. (1995) A51 33-38 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.170
_refine_diff_density_max         1.072
_refine_diff_density_min         -1.260
_refine_diff_density_rms         0.112
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         6538
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0310
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0256P)²+2.0978P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0758
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5153
_reflns_number_total             6538
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4cc07921c2.cif
_cod_data_source_block           pst_034m
_cod_database_code               7116055
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.339
_shelx_estimated_absorpt_t_max   0.488
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Se1 Se 0.89837(2) 0.40010(2) 0.55395(2) 0.01750(6) Uani 1 1 d . .
Se2 Se 0.92207(2) 0.10502(2) 0.55184(2) 0.01502(6) Uani 1 1 d . .
Ge1 Ge 0.79290(2) 0.24575(2) 0.49091(2) 0.01085(6) Uani 1 1 d . .
Si1 Si 0.58423(5) 0.23215(5) 0.37874(4) 0.01243(12) Uani 1 1 d . .
N1 N 0.72510(16) 0.24809(14) 0.36644(13) 0.0123(4) Uani 1 1 d . .
N2 N 0.64066(16) 0.23114(15) 0.49747(13) 0.0133(4) Uani 1 1 d . .
C1 C 0.77895(19) 0.23248(19) 0.28941(15) 0.0150(4) Uani 1 1 d . .
C2 C 0.8941(2) 0.2951(2) 0.30922(17) 0.0216(5) Uani 1 1 d . .
H2A H 0.8790 0.3729 0.3151 0.032 Uiso 1 1 calc R U
H2B H 0.9313 0.2840 0.2587 0.032 Uiso 1 1 calc R U
H2C H 0.9457 0.2684 0.3665 0.032 Uiso 1 1 calc R U
C3 C 0.8020(2) 0.1114(2) 0.27640(18) 0.0231(5) Uani 1 1 d . .
H3A H 0.8564 0.0833 0.3318 0.035 Uiso 1 1 calc R U
H3B H 0.8357 0.1025 0.2238 0.035 Uiso 1 1 calc R U
H3C H 0.7285 0.0710 0.2654 0.035 Uiso 1 1 calc R U
C4 C 0.6958(2) 0.2771(2) 0.20230(17) 0.0220(5) Uani 1 1 d . .
H4A H 0.6225 0.2361 0.1895 0.033 Uiso 1 1 calc R U
H4B H 0.7315 0.2694 0.1506 0.033 Uiso 1 1 calc R U
H4C H 0.6802 0.3542 0.2110 0.033 Uiso 1 1 calc R U
C5 C 0.5868(2) 0.24320(18) 0.57448(16) 0.0148(4) Uani 1 1 d . .
C6 C 0.6682(2) 0.1972(2) 0.66236(16) 0.0239(5) Uani 1 1 d . .
H6A H 0.6831 0.1199 0.6534 0.036 Uiso 1 1 calc R U
H6B H 0.6315 0.2050 0.7135 0.036 Uiso 1 1 calc R U
H6C H 0.7421 0.2373 0.6763 0.036 Uiso 1 1 calc R U
C7 C 0.5616(2) 0.3627(2) 0.59062(18) 0.0236(5) Uani 1 1 d . .
H7A H 0.6351 0.4033 0.6077 0.035 Uiso 1 1 calc R U
H7B H 0.5219 0.3678 0.6402 0.035 Uiso 1 1 calc R U
H7C H 0.5117 0.3936 0.5343 0.035 Uiso 1 1 calc R U
C8 C 0.4727(2) 0.1788(2) 0.55177(17) 0.0216(5) Uani 1 1 d . .
H8A H 0.4190 0.2107 0.4977 0.032 Uiso 1 1 calc R U
H8B H 0.4375 0.1817 0.6040 0.032 Uiso 1 1 calc R U
H8C H 0.4886 0.1028 0.5390 0.032 Uiso 1 1 calc R U
C9 C 0.5104(2) 0.1037(2) 0.33056(17) 0.0220(5) Uani 1 1 d . .
H9A H 0.4932 0.1060 0.2634 0.033 Uiso 1 1 calc R U
H9B H 0.4376 0.0957 0.3495 0.033 Uiso 1 1 calc R U
H9C H 0.5615 0.0416 0.3534 0.033 Uiso 1 1 calc R U
C10 C 0.4834(2) 0.3467(2) 0.33340(17) 0.0213(5) Uani 1 1 d . .
H10A H 0.5184 0.4154 0.3601 0.032 Uiso 1 1 calc R U
H10B H 0.4094 0.3353 0.3498 0.032 Uiso 1 1 calc R U
H10C H 0.4694 0.3498 0.2665 0.032 Uiso 1 1 calc R U
C11 C 0.7945(2) 0.5097(2) 0.47902(18) 0.0236(5) Uani 1 1 d . .
H11A H 0.8202 0.5248 0.4226 0.028 Uiso 1 1 calc R U
H11B H 0.7140 0.4809 0.4607 0.028 Uiso 1 1 calc R U
C12 C 0.7962(2) 0.6130(2) 0.5320(2) 0.0315(6) Uani 1 1 d . .
H12A H 0.7667 0.5988 0.5862 0.047 Uiso 1 1 calc R U
H12B H 0.7467 0.6675 0.4931 0.047 Uiso 1 1 calc R U
H12C H 0.8762 0.6405 0.5515 0.047 Uiso 1 1 calc R U
C13 C 0.8099(2) -0.01665(19) 0.53233(18) 0.0208(5) Uani 1 1 d . .
H13A H 0.7294 0.0124 0.5178 0.025 Uiso 1 1 calc R U
H13B H 0.8186 -0.0614 0.4797 0.025 Uiso 1 1 calc R U
C14 C 0.8308(2) -0.0865(2) 0.6173(2) 0.0303(6) Uani 1 1 d . .
H14A H 0.9107 -0.1147 0.6318 0.045 Uiso 1 1 calc R U
H14B H 0.7758 -0.1475 0.6066 0.045 Uiso 1 1 calc R U
H14C H 0.8197 -0.0426 0.6688 0.045 Uiso 1 1 calc R U
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'
Si Si 0.0817 0.0704 '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'
Se Se -0.0929 2.2259 '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
C11 Se1 Ge1 97.30(7)
C13 Se2 Ge1 98.64(7)
N2 Ge1 N1 82.74(8)
N2 Ge1 Se1 119.28(6)
N1 Ge1 Se1 116.89(6)
N2 Ge1 Se2 117.48(6)
N1 Ge1 Se2 119.04(6)
Se1 Ge1 Se2 102.047(15)
Se1 Ge1 Si1 129.366(18)
Se2 Ge1 Si1 128.582(18)
N1 Si1 N2 88.80(9)
N1 Si1 C9 115.12(10)
N2 Si1 C9 114.54(11)
N1 Si1 C10 114.96(10)
N2 Si1 C10 115.27(10)
C9 Si1 C10 107.56(12)
C9 Si1 Ge1 125.41(9)
C10 Si1 Ge1 127.03(9)
C1 N1 Si1 133.58(15)
C1 N1 Ge1 129.41(14)
Si1 N1 Ge1 94.29(9)
C5 N2 Si1 132.80(15)
C5 N2 Ge1 131.37(15)
Si1 N2 Ge1 94.16(9)
N1 C1 C2 108.91(18)
N1 C1 C4 108.42(18)
C2 C1 C4 109.8(2)
N1 C1 C3 110.72(18)
C2 C1 C3 109.47(19)
C4 C1 C3 109.5(2)
N2 C5 C7 111.37(18)
N2 C5 C8 107.93(19)
C7 C5 C8 109.51(19)
N2 C5 C6 109.89(18)
C7 C5 C6 108.8(2)
C8 C5 C6 109.36(19)
C12 C11 Se1 110.47(18)
C14 C13 Se2 110.05(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se1 C11 1.975(2)
Se1 Ge1 2.3355(4)
Se2 C13 1.972(2)
Se2 Ge1 2.3371(4)
Ge1 N2 1.8411(18)
Ge1 N1 1.8444(19)
Ge1 Si1 2.6264(7)
Si1 N1 1.7372(19)
Si1 N2 1.744(2)
Si1 C9 1.860(2)
Si1 C10 1.860(2)
N1 C1 1.470(3)
N2 C5 1.465(3)
C1 C2 1.529(3)
C1 C4 1.530(3)
C1 C3 1.532(3)
C5 C7 1.528(3)
C5 C8 1.529(3)
C5 C6 1.536(3)
C11 C12 1.495(4)
C13 C14 1.508(4)
