# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 1916210'
loop_
_audit_author_name
_audit_author_address
'Jian Zhou'
;Chongqing normal university
China
;
_audit_update_record             
;
2019-06-20 deposited with the CCDC.	2019-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H20 Ge Mn N4 S3'
_chemical_formula_sum            'C6 H20 Ge Mn N4 S3'
_chemical_formula_weight         371.99

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'
Mn Mn 0.3368 0.7283 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.7904(6)
_cell_length_b                   16.7321(12)
_cell_length_c                   10.2991(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.714(3)
_cell_angle_gamma                90
_cell_volume                     1434.73(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2551
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      25.10

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    3.389
_shelx_estimated_absorpt_T_min   0.681
_shelx_estimated_absorpt_T_max   0.885
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.775
_exptl_absorpt_correction_T_max  0.883
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            11655
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_av_R_equivalents  0.0582
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.446
_diffrn_reflns_theta_max         27.884
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3419
_reflns_number_gt                2670
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+1.2167P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3419
_refine_ls_number_parameters     196
_refine_ls_number_restraints     196
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0838
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.34450(4) 0.53229(2) -0.60840(3) 0.02124(11) Uani 1 1 d . . . . .
Mn1 Mn 0.13129(6) 0.50504(4) -0.30764(5) 0.02818(15) Uani 1 1 d . . . . .
S1 S 0.13492(10) 0.56103(6) -0.54531(8) 0.0283(2) Uani 1 1 d . . . . .
S2 S 0.56027(10) 0.59304(5) -0.45335(9) 0.02582(19) Uani 1 1 d . . . . .
S3 S 0.31077(11) 0.55360(7) -0.82109(9) 0.0358(2) Uani 1 1 d . . . . .
N4 N 0.2819(4) 0.39535(19) -0.2907(3) 0.0325(7) Uani 1 1 d D . . . .
H4AA H 0.272514 0.376999 -0.374002 0.039 Uiso 0.706(9) 1 calc R U P A 1
H4AB H 0.384661 0.407174 -0.248496 0.039 Uiso 0.706(9) 1 calc R U P A 1
H4BC H 0.237038 0.363182 -0.361457 0.039 Uiso 0.294(9) 1 calc R U P A 2
H4BD H 0.379012 0.408939 -0.292661 0.039 Uiso 0.294(9) 1 calc R U P A 2
N3 N 0.1121(4) 0.4408(2) -0.1143(3) 0.0353(7) Uani 1 1 d D . . . .
H3AA H 0.137250 0.474613 -0.043912 0.042 Uiso 0.706(9) 1 calc R U P A 1
H3AB H 0.011657 0.424249 -0.129257 0.042 Uiso 0.706(9) 1 calc R U P A 1
H3BC H 0.183061 0.461265 -0.039486 0.042 Uiso 0.294(9) 1 calc R U P A 2
H3BD H 0.014198 0.447530 -0.108133 0.042 Uiso 0.294(9) 1 calc R U P A 2
N1 N 0.3416(4) 0.5840(2) -0.1901(4) 0.0408(8) Uani 1 1 d D . . . .
H1AA H 0.375883 0.570850 -0.101675 0.049 Uiso 0.716(9) 1 calc R U P B 1
H1AB H 0.422699 0.578722 -0.223514 0.049 Uiso 0.716(9) 1 calc R U P B 1
H1BC H 0.394476 0.558725 -0.112699 0.049 Uiso 0.284(9) 1 calc R U P B 2
H1BD H 0.407885 0.587427 -0.239489 0.049 Uiso 0.284(9) 1 calc R U P B 2
N2 N 0.0126(5) 0.6183(3) -0.2647(4) 0.0593(12) Uani 1 1 d D . . . .
H2AA H -0.027145 0.646318 -0.341647 0.071 Uiso 0.716(9) 1 calc R U P B 1
H2AB H -0.067991 0.605678 -0.233797 0.071 Uiso 0.716(9) 1 calc R U P B 1
H2BC H -0.060615 0.634818 -0.341736 0.071 Uiso 0.284(9) 1 calc R U P B 2
H2BD H -0.037512 0.607669 -0.204061 0.071 Uiso 0.284(9) 1 calc R U P B 2
C3 C 0.1327(8) 0.6664(5) -0.1615(8) 0.0533(19) Uani 0.716(9) 1 d D U P B 1
H3A H 0.156896 0.642786 -0.071141 0.064 Uiso 0.716(9) 1 calc R U P B 1
H3B H 0.094112 0.720512 -0.158710 0.064 Uiso 0.716(9) 1 calc R U P B 1
C2 C 0.2802(8) 0.6661(4) -0.2082(9) 0.063(2) Uani 0.716(9) 1 d D U P B 1
H2 H 0.245324 0.678418 -0.306380 0.076 Uiso 0.716(9) 1 calc R U P B 1
C1 C 0.3985(10) 0.7286(4) -0.1349(10) 0.088(3) Uani 0.716(9) 1 d D U P B 1
H1A H 0.432074 0.718479 -0.038025 0.132 Uiso 0.716(9) 1 calc R U P B 1
H1B H 0.349084 0.780327 -0.153337 0.132 Uiso 0.716(9) 1 calc R U P B 1
H1C H 0.490167 0.727001 -0.166242 0.132 Uiso 0.716(9) 1 calc R U P B 1
C1' C 0.335(3) 0.7175(11) -0.265(2) 0.071(4) Uani 0.284(9) 1 d D U P B 2
H1'A H 0.441902 0.708914 -0.269151 0.106 Uiso 0.284(9) 1 calc R U P B 2
H1'B H 0.322907 0.772726 -0.245448 0.106 Uiso 0.284(9) 1 calc R U P B 2
H1'C H 0.258278 0.703832 -0.352098 0.106 Uiso 0.284(9) 1 calc R U P B 2
C3' C 0.1304(19) 0.6818(10) -0.211(3) 0.064(4) Uani 0.284(9) 1 d D U P B 2
H3'A H 0.100226 0.708559 -0.139682 0.077 Uiso 0.284(9) 1 calc R U P B 2
H3'B H 0.115566 0.720313 -0.284789 0.077 Uiso 0.284(9) 1 calc R U P B 2
C2' C 0.309(2) 0.6656(7) -0.1538(19) 0.063(3) Uani 0.284(9) 1 d D U P B 2
H2' H 0.362848 0.682342 -0.059003 0.076 Uiso 0.284(9) 1 calc R U P B 2
C6 C 0.2291(8) 0.3341(3) -0.2129(6) 0.0341(14) Uani 0.706(9) 1 d D U P A 1
H6A H 0.303759 0.289557 -0.192777 0.041 Uiso 0.706(9) 1 calc R U P A 1
H6B H 0.123823 0.314286 -0.265938 0.041 Uiso 0.706(9) 1 calc R U P A 1
C5 C 0.2227(7) 0.3714(3) -0.0811(5) 0.0347(14) Uani 0.706(9) 1 d D U P A 1
H5 H 0.330301 0.392036 -0.032638 0.042 Uiso 0.706(9) 1 calc R U P A 1
C4 C 0.1829(13) 0.3110(6) 0.0119(10) 0.057(2) Uani 0.706(9) 1 d D U P A 1
H4A H 0.225582 0.328795 0.105215 0.086 Uiso 0.706(9) 1 calc R U P A 1
H4B H 0.229443 0.260356 0.002364 0.086 Uiso 0.706(9) 1 calc R U P A 1
H4C H 0.068463 0.305562 -0.012725 0.086 Uiso 0.706(9) 1 calc R U P A 1
C6' C 0.2965(16) 0.3530(10) -0.1610(13) 0.038(3) Uani 0.294(9) 1 d D U P A 2
H6'A H 0.382598 0.376977 -0.087306 0.046 Uiso 0.294(9) 1 calc R U P A 2
H6'B H 0.324957 0.297626 -0.169319 0.046 Uiso 0.294(9) 1 calc R U P A 2
C5' C 0.1439(17) 0.3557(6) -0.1247(17) 0.038(3) Uani 0.294(9) 1 d D U P A 2
H5' H 0.060337 0.338125 -0.208203 0.045 Uiso 0.294(9) 1 calc R U P A 2
C4' C 0.131(3) 0.2986(14) -0.0156(19) 0.040(4) Uani 0.294(9) 1 d D U P A 2
H4'A H 0.140770 0.327707 0.066952 0.060 Uiso 0.294(9) 1 calc R U P A 2
H4'B H 0.215903 0.259791 0.002050 0.060 Uiso 0.294(9) 1 calc R U P A 2
H4'C H 0.029244 0.271998 -0.046352 0.060 Uiso 0.294(9) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 S3 2.1439(9) . ?
Ge1 S1 2.1944(9) . ?
Ge1 S2 2.2718(10) 3_664 ?
Ge1 S2 2.2885(9) . ?
Mn1 N4 2.237(3) . ?
Mn1 N2 2.274(4) . ?
Mn1 N1 2.278(3) . ?
Mn1 N3 2.316(3) . ?
Mn1 S1 2.5918(10) 3_564 ?
Mn1 S1 2.6308(10) . ?
N4 C6 1.465(5) . ?
N4 C6' 1.481(8) . ?
N4 H4AA 0.8900 . ?
N4 H4AB 0.8900 . ?
N4 H4BC 0.8900 . ?
N4 H4BD 0.8900 . ?
N3 C5' 1.461(9) . ?
N3 C5 1.483(6) . ?
N3 H3AA 0.8900 . ?
N3 H3AB 0.8900 . ?
N3 H3BC 0.8900 . ?
N3 H3BD 0.8900 . ?
N1 C2 1.466(6) . ?
N1 C2' 1.468(9) . ?
N1 H1AA 0.8900 . ?
N1 H1AB 0.8900 . ?
N1 H1BC 0.8900 . ?
N1 H1BD 0.8900 . ?
N2 C3' 1.463(9) . ?
N2 C3 1.474(7) . ?
N2 H2AA 0.8900 . ?
N2 H2AB 0.8900 . ?
N2 H2BC 0.8900 . ?
N2 H2BD 0.8900 . ?
C3 C2 1.521(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 C1 1.497(7) . ?
C2 H2 0.9800 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1' C2' 1.517(10) . ?
C1' H1'A 0.9600 . ?
C1' H1'B 0.9600 . ?
C1' H1'C 0.9600 . ?
C3' C2' 1.513(10) . ?
C3' H3'A 0.9700 . ?
C3' H3'B 0.9700 . ?
C2' H2' 0.9800 . ?
C6 C5 1.511(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C5 C4 1.508(7) . ?
C5 H5 0.9800 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C6' C5' 1.504(9) . ?
C6' H6'A 0.9700 . ?
C6' H6'B 0.9700 . ?
C5' C4' 1.506(10) . ?
C5' H5' 0.9800 . ?
C4' H4'A 0.9600 . ?
C4' H4'B 0.9600 . ?
C4' H4'C 0.9600 . ?

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
S3 Ge1 S1 114.33(4) . . ?
S3 Ge1 S2 110.93(4) . 3_664 ?
S1 Ge1 S2 112.85(4) . 3_664 ?
S3 Ge1 S2 116.81(4) . . ?
S1 Ge1 S2 106.42(4) . . ?
S2 Ge1 S2 93.79(3) 3_664 . ?
N4 Mn1 N2 164.92(13) . . ?
N4 Mn1 N1 94.31(12) . . ?
N2 Mn1 N1 76.02(13) . . ?
N4 Mn1 N3 75.91(11) . . ?
N2 Mn1 N3 93.16(14) . . ?
N1 Mn1 N3 94.75(13) . . ?
N4 Mn1 S1 95.54(9) . 3_564 ?
N2 Mn1 S1 94.84(10) . 3_564 ?
N1 Mn1 S1 169.81(9) . 3_564 ?
N3 Mn1 S1 90.18(9) . 3_564 ?
N4 Mn1 S1 100.44(8) . . ?
N2 Mn1 S1 91.57(12) . . ?
N1 Mn1 S1 92.18(10) . . ?
N3 Mn1 S1 172.39(9) . . ?
S1 Mn1 S1 83.48(3) 3_564 . ?
Ge1 S1 Mn1 114.83(4) . 3_564 ?
Ge1 S1 Mn1 117.35(4) . . ?
Mn1 S1 Mn1 96.52(3) 3_564 . ?
Ge1 S2 Ge1 86.21(3) 3_664 . ?
C6 N4 Mn1 109.5(3) . . ?
C6' N4 Mn1 110.0(6) . . ?
C6 N4 H4AA 109.8 . . ?
Mn1 N4 H4AA 109.8 . . ?
C6 N4 H4AB 109.8 . . ?
Mn1 N4 H4AB 109.8 . . ?
H4AA N4 H4AB 108.2 . . ?
C6' N4 H4BC 109.7 . . ?
Mn1 N4 H4BC 109.7 . . ?
C6' N4 H4BD 109.7 . . ?
Mn1 N4 H4BD 109.7 . . ?
H4BC N4 H4BD 108.2 . . ?
C5' N3 Mn1 108.7(6) . . ?
C5 N3 Mn1 109.8(3) . . ?
C5 N3 H3AA 109.7 . . ?
Mn1 N3 H3AA 109.7 . . ?
C5 N3 H3AB 109.7 . . ?
Mn1 N3 H3AB 109.7 . . ?
H3AA N3 H3AB 108.2 . . ?
C5' N3 H3BC 109.9 . . ?
Mn1 N3 H3BC 109.9 . . ?
C5' N3 H3BD 109.9 . . ?
Mn1 N3 H3BD 109.9 . . ?
H3BC N3 H3BD 108.3 . . ?
C2 N1 Mn1 105.8(3) . . ?
C2' N1 Mn1 118.9(8) . . ?
C2 N1 H1AA 110.6 . . ?
Mn1 N1 H1AA 110.6 . . ?
C2 N1 H1AB 110.6 . . ?
Mn1 N1 H1AB 110.6 . . ?
H1AA N1 H1AB 108.7 . . ?
C2' N1 H1BC 107.6 . . ?
Mn1 N1 H1BC 107.6 . . ?
C2' N1 H1BD 107.6 . . ?
Mn1 N1 H1BD 107.6 . . ?
H1BC N1 H1BD 107.0 . . ?
C3' N2 Mn1 111.4(9) . . ?
C3 N2 Mn1 109.2(4) . . ?
C3 N2 H2AA 109.8 . . ?
Mn1 N2 H2AA 109.8 . . ?
C3 N2 H2AB 109.8 . . ?
Mn1 N2 H2AB 109.8 . . ?
H2AA N2 H2AB 108.3 . . ?
C3' N2 H2BC 109.3 . . ?
Mn1 N2 H2BC 109.3 . . ?
C3' N2 H2BD 109.3 . . ?
Mn1 N2 H2BD 109.3 . . ?
H2BC N2 H2BD 108.0 . . ?
N2 C3 C2 104.8(5) . . ?
N2 C3 H3A 110.8 . . ?
C2 C3 H3A 110.8 . . ?
N2 C3 H3B 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
N1 C2 C1 115.0(6) . . ?
N1 C2 C3 106.3(6) . . ?
C1 C2 C3 111.2(7) . . ?
N1 C2 H2 108.0 . . ?
C1 C2 H2 108.0 . . ?
C3 C2 H2 108.0 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2' C1' H1'A 109.5 . . ?
C2' C1' H1'B 109.5 . . ?
H1'A C1' H1'B 109.5 . . ?
C2' C1' H1'C 109.5 . . ?
H1'A C1' H1'C 109.5 . . ?
H1'B C1' H1'C 109.5 . . ?
N2 C3' C2' 122.5(15) . . ?
N2 C3' H3'A 106.7 . . ?
C2' C3' H3'A 106.7 . . ?
N2 C3' H3'B 106.7 . . ?
C2' C3' H3'B 106.7 . . ?
H3'A C3' H3'B 106.6 . . ?
N1 C2' C3' 109.3(14) . . ?
N1 C2' C1' 104.5(12) . . ?
C3' C2' C1' 89.6(16) . . ?
N1 C2' H2' 116.6 . . ?
C3' C2' H2' 116.6 . . ?
C1' C2' H2' 116.6 . . ?
N4 C6 C5 108.2(5) . . ?
N4 C6 H6A 110.1 . . ?
C5 C6 H6A 110.1 . . ?
N4 C6 H6B 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
N3 C5 C4 113.7(6) . . ?
N3 C5 C6 109.1(4) . . ?
C4 C5 C6 112.2(6) . . ?
N3 C5 H5 107.2 . . ?
C4 C5 H5 107.2 . . ?
C6 C5 H5 107.2 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N4 C6' C5' 112.5(9) . . ?
N4 C6' H6'A 109.1 . . ?
C5' C6' H6'A 109.1 . . ?
N4 C6' H6'B 109.1 . . ?
C5' C6' H6'B 109.1 . . ?
H6'A C6' H6'B 107.8 . . ?
N3 C5' C6' 104.8(10) . . ?
N3 C5' C4' 120.1(14) . . ?
C6' C5' C4' 116.8(13) . . ?
N3 C5' H5' 104.5 . . ?
C6' C5' H5' 104.5 . . ?
C4' C5' H5' 104.5 . . ?
C5' C4' H4'A 109.5 . . ?
C5' C4' H4'B 109.5 . . ?
H4'A C4' H4'B 109.5 . . ?
C5' C4' H4'C 109.5 . . ?
H4'A C4' H4'C 109.5 . . ?
H4'B C4' H4'C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N4 H4AA^a S2 0.89 2.69 3.356(3) 132.2 3_664 yes
N4 H4AB^a S3 0.89 2.62 3.497(3) 167.5 3_664 yes
N4 H4AB^a S3 0.89 2.62 3.497(3) 167.5 3_664 yes
N4 H4AA^a S2 0.89 2.69 3.356(3) 132.2 3_664 yes
N3 H3BC^b S3 0.89 2.66 3.514(3) 160.7 1_556 yes
N3 H3BD^b S3 0.89 2.71 3.561(3) 159.9 3_564 yes
N3 H3BC^b S3 0.89 2.66 3.514(3) 160.7 1_556 yes
N3 H3BD^b S3 0.89 2.71 3.561(3) 159.9 3_564 yes
N1 H1BD^b S2 0.89 2.92 3.797(4) 167.2 . yes
N1 H1BD^b S2 0.89 2.92 3.797(4) 167.2 . yes

_refine_diff_density_max         0.625
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.110

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 1916211'
loop_
_audit_author_name
_audit_author_address
'Jian Zhou'
;Chongqing normal university
China
;
_audit_update_record             
;
2019-06-20 deposited with the CCDC.	2019-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H22 N5 O V, 0.5(Ge2 Se6)'
_chemical_formula_sum            'C6 H22 Ge N5 O Se3 V'
_chemical_formula_weight         540.72

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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'

_cell_length_a                   8.733(2)
_cell_length_b                   13.432(3)
_cell_length_c                   13.583(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.486(8)
_cell_angle_gamma                90
_cell_volume                     1592.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2826
_cell_measurement_theta_min      2.74
_cell_measurement_theta_max      25.10

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.256
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.186
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.069
_exptl_absorpt_coefficient_mu    9.323
_shelx_estimated_absorpt_T_min   0.179
_shelx_estimated_absorpt_T_max   0.442
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.113
_exptl_absorpt_correction_T_max  0.376
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            35900
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_av_R_equivalents  0.0913
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.741
_diffrn_reflns_theta_max         27.697
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3706
_reflns_number_gt                2778
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0422P)²+17.1546P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3706
_refine_ls_number_parameters     154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0756
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1272
_refine_ls_wR_factor_gt          0.1159
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge -0.00378(8) 0.11998(5) 0.96021(6) 0.02445(18) Uani 1 1 d . . . . .
Se1 Se -0.04007(10) 0.16712(6) 0.79848(6) 0.0372(2) Uani 1 1 d . . . . .
Se2 Se 0.19502(9) -0.00569(6) 0.98136(7) 0.0355(2) Uani 1 1 d . . . . .
Se3 Se 0.02139(11) 0.25881(6) 1.05949(6) 0.0369(2) Uani 1 1 d . . . . .
V1 V -0.01402(13) 0.13138(9) 1.36211(9) 0.0251(3) Uani 1 1 d . . . . .
O1 O -0.1218(7) 0.0156(5) 1.3906(4) 0.0420(14) Uani 1 1 d . . . . .
N1 N -0.2156(7) 0.1621(5) 1.2701(5) 0.0367(15) Uani 1 1 d . . . . .
H1A H -0.255604 0.220901 1.285249 0.044 Uiso 1 1 calc R U . . .
H1B H -0.191957 0.162427 1.206735 0.044 Uiso 1 1 calc R U . . .
N2 N -0.0808(8) 0.2066(6) 1.4951(5) 0.0443(18) Uani 1 1 d . . . . .
H2A H -0.182247 0.213045 1.495239 0.053 Uiso 1 1 calc R U . . .
H2B H -0.051837 0.170825 1.547433 0.053 Uiso 1 1 calc R U . . .
N3 N 0.0637(7) 0.2812(5) 1.3318(5) 0.0337(15) Uani 1 1 d . . . . .
H3A H 0.164929 0.284640 1.340441 0.040 Uiso 1 1 calc R U . . .
H3B H 0.040510 0.297078 1.269602 0.040 Uiso 1 1 calc R U . . .
N4 N 0.1945(8) 0.0890(5) 1.4353(5) 0.0362(15) Uani 1 1 d . . . . .
H4A H 0.249641 0.142895 1.450190 0.043 Uiso 1 1 calc R U . . .
H4B H 0.174305 0.057351 1.491109 0.043 Uiso 1 1 calc R U . . .
N5 N 0.1079(7) 0.0821(5) 1.2404(5) 0.0311(14) Uani 1 1 d . . . . .
H5A H 0.066171 0.025951 1.217662 0.037 Uiso 1 1 calc R U . . .
H5B H 0.100724 0.127509 1.192778 0.037 Uiso 1 1 calc R U . . .
C1 C -0.2529(12) -0.0070(9) 1.3278(9) 0.062(3) Uani 1 1 d . . . . .
H1C H -0.220827 -0.047838 1.273165 0.074 Uiso 1 1 calc R U . . .
H1D H -0.326558 -0.044839 1.364776 0.074 Uiso 1 1 calc R U . . .
C2 C -0.3241(11) 0.0812(8) 1.2906(9) 0.059(3) Uani 1 1 d . . . . .
H2C H -0.396970 0.104669 1.337987 0.071 Uiso 1 1 calc R U . . .
H2D H -0.380761 0.065072 1.230304 0.071 Uiso 1 1 calc R U . . .
C3 C -0.0116(10) 0.3522(6) 1.3994(7) 0.042(2) Uani 1 1 d . . . . .
H3C H -0.116744 0.363722 1.377625 0.050 Uiso 1 1 calc R U . . .
H3D H 0.042177 0.415367 1.399979 0.050 Uiso 1 1 calc R U . . .
C4 C -0.0073(10) 0.3073(7) 1.5002(7) 0.042(2) Uani 1 1 d . . . . .
H4C H -0.061864 0.349597 1.545289 0.050 Uiso 1 1 calc R U . . .
H4D H 0.097945 0.301229 1.524063 0.050 Uiso 1 1 calc R U . . .
C5 C 0.2815(10) 0.0231(7) 1.3703(7) 0.041(2) Uani 1 1 d . . . . .
H5C H 0.239266 -0.043662 1.371694 0.050 Uiso 1 1 calc R U . . .
H5E H 0.387723 0.019965 1.392775 0.050 Uiso 1 1 calc R U . . .
C6 C 0.2712(9) 0.0645(6) 1.2658(6) 0.0358(18) Uani 1 1 d . . . . .
H6C H 0.328189 0.126268 1.261946 0.043 Uiso 1 1 calc R U . . .
H6A H 0.314283 0.017313 1.220053 0.043 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 Se1 2.3003(12) . ?
Ge1 Se3 2.3084(12) . ?
Ge1 Se2 2.4175(11) 3_557 ?
Ge1 Se2 2.4331(11) . ?
V1 O1 1.864(6) . ?
V1 N5 2.097(6) . ?
V1 N4 2.130(7) . ?
V1 N2 2.163(7) . ?
V1 N3 2.166(7) . ?
V1 N1 2.172(7) . ?
O1 C1 1.443(11) . ?
N1 C2 1.473(12) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 C4 1.498(11) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N3 C3 1.488(10) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N4 C5 1.475(11) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N5 C6 1.477(10) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
C1 C2 1.425(14) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C3 C4 1.495(13) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
C5 C6 1.525(12) . ?
C5 H5C 0.9700 . ?
C5 H5E 0.9700 . ?
C6 H6C 0.9700 . ?
C6 H6A 0.9700 . ?

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
Se1 Ge1 Se3 110.13(4) . . ?
Se1 Ge1 Se2 114.15(5) . 3_557 ?
Se3 Ge1 Se2 112.17(4) . 3_557 ?
Se1 Ge1 Se2 112.58(4) . . ?
Se3 Ge1 Se2 115.76(5) . . ?
Se2 Ge1 Se2 91.01(4) 3_557 . ?
Ge1 Se2 Ge1 88.99(4) 3_557 . ?
O1 V1 N5 99.8(3) . . ?
O1 V1 N4 96.3(3) . . ?
N5 V1 N4 80.7(3) . . ?
O1 V1 N2 93.9(3) . . ?
N5 V1 N2 163.6(3) . . ?
N4 V1 N2 88.9(3) . . ?
O1 V1 N3 167.7(3) . . ?
N5 V1 N3 88.6(3) . . ?
N4 V1 N3 93.9(3) . . ?
N2 V1 N3 79.5(3) . . ?
O1 V1 N1 82.7(3) . . ?
N5 V1 N1 91.5(3) . . ?
N4 V1 N1 171.9(3) . . ?
N2 V1 N1 99.2(3) . . ?
N3 V1 N1 88.1(3) . . ?
C1 O1 V1 116.7(5) . . ?
C2 N1 V1 105.5(5) . . ?
C2 N1 H1A 110.6 . . ?
V1 N1 H1A 110.6 . . ?
C2 N1 H1B 110.6 . . ?
V1 N1 H1B 110.6 . . ?
H1A N1 H1B 108.8 . . ?
C4 N2 V1 109.6(5) . . ?
C4 N2 H2A 109.7 . . ?
V1 N2 H2A 109.7 . . ?
C4 N2 H2B 109.7 . . ?
V1 N2 H2B 109.7 . . ?
H2A N2 H2B 108.2 . . ?
C3 N3 V1 109.4(5) . . ?
C3 N3 H3A 109.8 . . ?
V1 N3 H3A 109.8 . . ?
C3 N3 H3B 109.8 . . ?
V1 N3 H3B 109.8 . . ?
H3A N3 H3B 108.2 . . ?
C5 N4 V1 109.2(5) . . ?
C5 N4 H4A 109.8 . . ?
V1 N4 H4A 109.8 . . ?
C5 N4 H4B 109.8 . . ?
V1 N4 H4B 109.8 . . ?
H4A N4 H4B 108.3 . . ?
C6 N5 V1 111.9(5) . . ?
C6 N5 H5A 109.2 . . ?
V1 N5 H5A 109.2 . . ?
C6 N5 H5B 109.2 . . ?
V1 N5 H5B 109.2 . . ?
H5A N5 H5B 107.9 . . ?
C2 C1 O1 111.5(9) . . ?
C2 C1 H1C 109.3 . . ?
O1 C1 H1C 109.3 . . ?
C2 C1 H1D 109.3 . . ?
O1 C1 H1D 109.3 . . ?
H1C C1 H1D 108.0 . . ?
C1 C2 N1 113.8(8) . . ?
C1 C2 H2C 108.8 . . ?
N1 C2 H2C 108.8 . . ?
C1 C2 H2D 108.8 . . ?
N1 C2 H2D 108.8 . . ?
H2C C2 H2D 107.7 . . ?
N3 C3 C4 107.8(7) . . ?
N3 C3 H3C 110.2 . . ?
C4 C3 H3C 110.2 . . ?
N3 C3 H3D 110.2 . . ?
C4 C3 H3D 110.2 . . ?
H3C C3 H3D 108.5 . . ?
C3 C4 N2 108.7(7) . . ?
C3 C4 H4C 109.9 . . ?
N2 C4 H4C 109.9 . . ?
C3 C4 H4D 109.9 . . ?
N2 C4 H4D 109.9 . . ?
H4C C4 H4D 108.3 . . ?
N4 C5 C6 108.7(6) . . ?
N4 C5 H5C 110.0 . . ?
C6 C5 H5C 110.0 . . ?
N4 C5 H5E 110.0 . . ?
C6 C5 H5E 110.0 . . ?
H5C C5 H5E 108.3 . . ?
N5 C6 C5 108.0(6) . . ?
N5 C6 H6C 110.1 . . ?
C5 C6 H6C 110.1 . . ?
N5 C6 H6A 110.1 . . ?
C5 C6 H6A 110.1 . . ?
H6C C6 H6A 108.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A Se1 0.89 2.91 3.674(7) 144.4 4_566 yes
N1 H1B Se3 0.89 3.06 3.803(7) 142.7 . yes
N2 H2A Se3 0.89 2.78 3.634(7) 161.7 4_566 yes
N3 H3A Se1 0.89 2.73 3.570(7) 157.6 4_666 yes
N3 H3B Se3 0.89 2.90 3.720(7) 153.9 . yes
N4 H4A Se3 0.89 3.07 3.863(7) 150.2 4_666 yes
N4 H4B O1 0.89 1.95 2.836(9) 177.0 3_558 yes
N5 H5A Se1 0.89 2.61 3.438(7) 154.8 3_557 yes
N5 H5B Se3 0.89 2.61 3.485(7) 168.6 . yes

_refine_diff_density_max         1.673
_refine_diff_density_min         -1.203
_refine_diff_density_rms         0.177

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 1916212'
loop_
_audit_author_name
_audit_author_address
'Jian Zhou'
;Chongqing normal university
China
;
_audit_update_record             
;
2019-06-20 deposited with the CCDC.	2019-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'Ge Mn S4, C4 H15 N3'
_chemical_formula_sum            'C4 H15 Ge Mn N3 S4'
_chemical_formula_weight         360.98

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.2096(7)
_cell_length_b                   12.2884(13)
_cell_length_c                   6.2601(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     631.54(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1129
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      25.10

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.899
_exptl_crystal_F_000             362
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.138
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.052
_exptl_absorpt_coefficient_mu    4.004
_shelx_estimated_absorpt_T_min   0.447
_shelx_estimated_absorpt_T_max   0.713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.417
_exptl_absorpt_correction_T_max  0.694
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            4809
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.984
_diffrn_reflns_theta_max         27.846
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             1504
_reflns_number_gt                1223
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.662
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0136P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0254(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 415 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1504
_refine_ls_number_parameters     66
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0467
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0559
_refine_ls_wR_factor_gt          0.0513
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.000000 0.000000 0.94760(9) 0.01753(18) Uani 1 2 d S T P . .
Mn1 Mn 0.000000 0.000000 1.44476(13) 0.0219(2) Uani 1 2 d S T P . .
S1 S 0.20681(13) -0.02457(10) 1.16847(19) 0.0294(3) Uani 1 1 d . . . . .
S2 S 0.03434(14) 0.13828(9) 0.72454(18) 0.0284(3) Uani 1 1 d . . . . .
C2 C 0.5068(9) -0.0992(4) 1.5887(8) 0.0505(14) Uani 1 1 d D . . . .
H2B H 0.457125 -0.117979 1.454902 0.061 Uiso 1 1 d R U . . .
H2C H 0.621485 -0.089109 1.565942 0.061 Uiso 1 1 d R U . . .
C1 C 0.4785(7) -0.1865(4) 1.7464(8) 0.0471(14) Uani 1 1 d D . . . .
H1D H 0.362930 -0.189709 1.778171 0.057 Uiso 1 1 calc R U . . .
H1E H 0.509319 -0.255500 1.683087 0.057 Uiso 1 1 calc R U . . .
N2 N 0.4364(7) 0.0007(7) 1.6723(12) 0.0346(18) Uani 0.5 1 d D . P . .
H2A H 0.359324 -0.001049 1.774522 0.041 Uiso 0.5 1 d R U P . .
N1 N 0.5655(6) -0.1728(5) 1.9403(8) 0.075(2) Uani 1 1 d D . . . .
H1A H 0.543074 -0.227879 2.027870 0.112 Uiso 1 1 calc R U . . .
H1B H 0.671865 -0.171528 1.913251 0.112 Uiso 1 1 calc R U . . .
H1C H 0.536002 -0.110468 2.001498 0.112 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 S1 2.2104(12) . ?
Ge1 S1 2.2104(12) 2 ?
Ge1 S2 2.2174(12) . ?
Ge1 S2 2.2174(12) 2 ?
Mn1 S1 2.4424(13) . ?
Mn1 S1 2.4424(13) 2 ?
Mn1 S2 2.4565(13) 1_556 ?
Mn1 S2 2.4565(13) 2_556 ?
C2 N2 1.399(9) 2_655 ?
C2 N2 1.454(8) . ?
C2 C1 1.476(6) . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 N1 1.419(6) . ?
C1 H1D 0.9700 . ?
C1 H1E 0.9700 . ?
N2 N2 1.045(12) 2_655 ?
N2 H2A 0.9000 . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?

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
S1 Ge1 S1 102.56(6) . 2 ?
S1 Ge1 S2 113.64(4) . . ?
S1 Ge1 S2 112.76(4) 2 . ?
S1 Ge1 S2 112.76(4) . 2 ?
S1 Ge1 S2 113.64(4) 2 2 ?
S2 Ge1 S2 101.94(6) . 2 ?
S1 Mn1 S1 89.83(6) . 2 ?
S1 Mn1 S2 120.70(4) . 1_556 ?
S1 Mn1 S2 119.94(4) 2 1_556 ?
S1 Mn1 S2 119.94(4) . 2_556 ?
S1 Mn1 S2 120.70(4) 2 2_556 ?
S2 Mn1 S2 89.05(6) 1_556 2_556 ?
Ge1 S1 Mn1 83.81(4) . . ?
Ge1 S2 Mn1 84.51(4) . 1_554 ?
N2 C2 N2 42.9(5) 2_655 . ?
N2 C2 C1 115.5(5) 2_655 . ?
N2 C2 C1 108.0(5) . . ?
N2 C2 H2B 132.6 2_655 . ?
N2 C2 H2B 110.4 . . ?
C1 C2 H2B 110.0 . . ?
N2 C2 H2C 67.5 2_655 . ?
N2 C2 H2C 109.6 . . ?
C1 C2 H2C 110.3 . . ?
H2B C2 H2C 108.6 . . ?
N1 C1 C2 114.0(5) . . ?
N1 C1 H1D 108.7 . . ?
C2 C1 H1D 108.7 . . ?
N1 C1 H1E 108.7 . . ?
C2 C1 H1E 108.7 . . ?
H1D C1 H1E 107.6 . . ?
N2 N2 C2 71.4(8) 2_655 2_655 ?
N2 N2 C2 65.7(7) 2_655 . ?
C2 N2 C2 117.6(6) 2_655 . ?
N2 N2 H2A 134.6 2_655 . ?
C2 N2 H2A 121.4 2_655 . ?
C2 N2 H2A 121.0 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2A S1 0.90 2.78 3.646(7) 161.7 1_556 yes
N1 H1A S2 0.89 2.35 3.234(5) 174.4 3_548 yes
N1 H1B S2 0.89 2.72 3.578(5) 163.1 2_656 yes
N1 H1C S1 0.89 2.88 3.379(5) 116.9 2_656 yes

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.094

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1916215'
loop_
_audit_author_name
_audit_author_address
'Jian Zhou'
;Chongqing normal university
China
;
_audit_update_record             
;
2019-06-20 deposited with the CCDC.	2019-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H16 Ge Mn N4 S3'
_chemical_formula_sum            'C4 H16 Ge Mn N4 S3'
_chemical_formula_weight         343.94

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn 0.3368 0.7283 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.0435(8)
_cell_length_b                   13.4678(12)
_cell_length_c                   9.3893(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.367(2)
_cell_angle_gamma                90
_cell_volume                     1230.32(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2179
_cell_measurement_theta_min      3.68
_cell_measurement_theta_max      25.09

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_F_000             692
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.082
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.037
_exptl_absorpt_coefficient_mu    3.944
_shelx_estimated_absorpt_T_min   0.592
_shelx_estimated_absorpt_T_max   0.778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.744
_exptl_absorpt_correction_T_max  0.865
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            10706
_diffrn_reflns_av_unetI/netI     0.0732
_diffrn_reflns_av_R_equivalents  0.0799
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.680
_diffrn_reflns_theta_max         27.897
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2910
_reflns_number_gt                1936
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0189P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2910
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0860
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.0632
_refine_ls_wR_factor_gt          0.0542
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.60682(3) 0.00760(3) 0.65220(3) 0.01676(10) Uani 1 1 d . . . . .
Mn1 Mn 0.68386(5) 0.01082(4) 1.10440(5) 0.02142(14) Uani 1 1 d . . . . .
S1 S 0.53800(9) 0.05904(7) 0.84318(9) 0.0219(2) Uani 1 1 d . . . . .
S2 S 0.52228(10) 0.11928(7) 0.46940(9) 0.0249(2) Uani 1 1 d . . . . .
S3 S 0.82313(9) -0.02015(8) 0.69544(10) 0.0329(3) Uani 1 1 d . . . . .
N1 N 0.8686(3) 0.0830(2) 1.0434(3) 0.0287(8) Uani 1 1 d . . . . .
H1A H 0.946590 0.063941 1.105485 0.034 Uiso 1 1 calc R U . . .
H1B H 0.871461 0.065881 0.952674 0.034 Uiso 1 1 calc R U . . .
N2 N 0.6776(3) 0.1669(2) 1.1890(3) 0.0299(8) Uani 1 1 d . . . . .
H2A H 0.609517 0.200616 1.130158 0.036 Uiso 1 1 calc R U . . .
H2B H 0.663036 0.165649 1.278679 0.036 Uiso 1 1 calc R U . . .
N3 N 0.8204(3) -0.0493(3) 1.3182(3) 0.0410(9) Uani 1 1 d . . . . .
H3A H 0.906106 -0.027189 1.331336 0.049 Uiso 1 1 calc R U . . .
H3B H 0.788685 -0.030731 1.394639 0.049 Uiso 1 1 calc R U . . .
N4 N 0.7385(3) -0.1419(2) 1.0367(3) 0.0379(9) Uani 1 1 d . . . . .
H4A H 0.663895 -0.180125 1.015429 0.046 Uiso 1 1 calc R U . . .
H4B H 0.770764 -0.137387 0.956751 0.046 Uiso 1 1 calc R U . . .
C1 C 0.8498(4) 0.1903(3) 1.0531(4) 0.0362(11) Uani 1 1 d . . . . .
H1C H 0.778713 0.212731 0.969315 0.043 Uiso 1 1 calc R U . . .
H1D H 0.934574 0.224280 1.051345 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8097(4) 0.2149(3) 1.1933(4) 0.0346(10) Uani 1 1 d . . . . .
H2C H 0.879418 0.191169 1.277286 0.041 Uiso 1 1 calc R U . . .
H2D H 0.801373 0.286250 1.202388 0.041 Uiso 1 1 calc R U . . .
C3 C 0.8156(5) -0.1575(4) 1.3022(5) 0.0546(14) Uani 1 1 d . . . . .
H3C H 0.725842 -0.181633 1.307015 0.066 Uiso 1 1 calc R U . . .
H3D H 0.883942 -0.187481 1.381998 0.066 Uiso 1 1 calc R U . . .
C4 C 0.8431(4) -0.1864(3) 1.1574(5) 0.0519(13) Uani 1 1 d . . . . .
H4C H 0.933688 -0.163565 1.153264 0.062 Uiso 1 1 calc R U . . .
H4D H 0.840864 -0.258152 1.147645 0.062 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 S3 2.1416(10) . ?
Ge1 S1 2.1881(9) . ?
Ge1 S2 2.2738(10) 3_656 ?
Ge1 S2 2.2817(10) . ?
Mn1 N2 2.253(3) . ?
Mn1 N4 2.261(3) . ?
Mn1 N3 2.280(3) . ?
Mn1 N1 2.290(3) . ?
Mn1 S1 2.5763(10) 3_657 ?
Mn1 S1 2.6077(10) . ?
N1 C1 1.464(5) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 C2 1.467(4) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N3 C3 1.464(6) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N4 C4 1.468(5) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
C1 C2 1.506(5) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C3 C4 1.505(5) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?

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
S3 Ge1 S1 114.32(4) . . ?
S3 Ge1 S2 112.91(4) . 3_656 ?
S1 Ge1 S2 113.12(4) . 3_656 ?
S3 Ge1 S2 115.36(4) . . ?
S1 Ge1 S2 105.87(4) . . ?
S2 Ge1 S2 93.34(4) 3_656 . ?
N2 Mn1 N4 167.93(12) . . ?
N2 Mn1 N3 94.82(12) . . ?
N4 Mn1 N3 77.86(13) . . ?
N2 Mn1 N1 77.73(11) . . ?
N4 Mn1 N1 92.72(12) . . ?
N3 Mn1 N1 91.33(11) . . ?
N2 Mn1 S1 99.92(8) . 3_657 ?
N4 Mn1 S1 90.19(9) . 3_657 ?
N3 Mn1 S1 93.54(9) . 3_657 ?
N1 Mn1 S1 174.76(8) . 3_657 ?
N2 Mn1 S1 92.35(8) . . ?
N4 Mn1 S1 94.65(9) . . ?
N3 Mn1 S1 172.39(10) . . ?
N1 Mn1 S1 87.72(7) . . ?
S1 Mn1 S1 87.71(3) 3_657 . ?
Ge1 S1 Mn1 120.33(4) . 3_657 ?
Ge1 S1 Mn1 118.29(4) . . ?
Mn1 S1 Mn1 92.29(3) 3_657 . ?
Ge1 S2 Ge1 86.66(4) 3_656 . ?
C1 N1 Mn1 106.2(2) . . ?
C1 N1 H1A 110.5 . . ?
Mn1 N1 H1A 110.5 . . ?
C1 N1 H1B 110.5 . . ?
Mn1 N1 H1B 110.5 . . ?
H1A N1 H1B 108.7 . . ?
C2 N2 Mn1 108.5(2) . . ?
C2 N2 H2A 110.0 . . ?
Mn1 N2 H2A 110.0 . . ?
C2 N2 H2B 110.0 . . ?
Mn1 N2 H2B 110.0 . . ?
H2A N2 H2B 108.4 . . ?
C3 N3 Mn1 105.4(3) . . ?
C3 N3 H3A 110.7 . . ?
Mn1 N3 H3A 110.7 . . ?
C3 N3 H3B 110.7 . . ?
Mn1 N3 H3B 110.7 . . ?
H3A N3 H3B 108.8 . . ?
C4 N4 Mn1 109.4(2) . . ?
C4 N4 H4A 109.8 . . ?
Mn1 N4 H4A 109.8 . . ?
C4 N4 H4B 109.8 . . ?
Mn1 N4 H4B 109.8 . . ?
H4A N4 H4B 108.3 . . ?
N1 C1 C2 109.7(3) . . ?
N1 C1 H1C 109.7 . . ?
C2 C1 H1C 109.7 . . ?
N1 C1 H1D 109.7 . . ?
C2 C1 H1D 109.7 . . ?
H1C C1 H1D 108.2 . . ?
N2 C2 C1 108.4(3) . . ?
N2 C2 H2C 110.0 . . ?
C1 C2 H2C 110.0 . . ?
N2 C2 H2D 110.0 . . ?
C1 C2 H2D 110.0 . . ?
H2C C2 H2D 108.4 . . ?
N3 C3 C4 110.0(3) . . ?
N3 C3 H3C 109.7 . . ?
C4 C3 H3C 109.7 . . ?
N3 C3 H3D 109.7 . . ?
C4 C3 H3D 109.7 . . ?
H3C C3 H3D 108.2 . . ?
N4 C4 C3 109.6(3) . . ?
N4 C4 H4C 109.8 . . ?
C3 C4 H4C 109.8 . . ?
N4 C4 H4D 109.8 . . ?
C3 C4 H4D 109.8 . . ?
H4C C4 H4D 108.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A S3 0.89 2.65 3.542(3) 175.2 3_757 yes
N1 H1B S3 0.89 2.61 3.475(3) 163.1 . yes
N2 H2A S2 0.89 2.88 3.658(3) 147.5 4_566 yes
N2 H2B S2 0.89 2.62 3.437(3) 153.5 1_556 yes
N3 H3A S3 0.89 2.86 3.733(4) 165.7 3_757 yes
N3 H3B S3 0.89 2.76 3.557(3) 149.3 1_556 yes

_refine_diff_density_max         0.468
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.120

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_6
_database_code_depnum_ccdc_archive 'CCDC 1916213'
loop_
_audit_author_name
_audit_author_address
'Jian Zhou'
;Chongqing normal university
China
;
_audit_update_record             
;
2019-06-20 deposited with the CCDC.	2019-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H48 N12 O V2, Ge2 Se6'
_chemical_formula_sum            'C12 H48 Ge2 N12 O Se6 V2'
_chemical_formula_weight         1097.48

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4480(12)
_cell_length_b                   10.1780(13)
_cell_length_c                   10.4361(12)
_cell_angle_alpha                109.090(4)
_cell_angle_beta                 104.169(4)
_cell_angle_gamma                111.520(5)
_cell_volume                     802.73(17)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2858
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      25.10

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.271
_exptl_crystal_F_000             526
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.232
_exptl_crystal_size_mid          0.144
_exptl_crystal_size_min          0.112
_exptl_absorpt_coefficient_mu    9.250
_shelx_estimated_absorpt_T_min   0.139
_shelx_estimated_absorpt_T_max   0.303
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.103
_exptl_absorpt_correction_T_max  0.207
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            14287
_diffrn_reflns_av_unetI/netI     0.0605
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.519
_diffrn_reflns_theta_max         29.554
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4422
_reflns_number_gt                3262
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0204P)²+0.5551P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4422
_refine_ls_number_parameters     168
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0645
_refine_ls_wR_factor_gt          0.0576
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.27219(5) 0.39005(5) 0.62389(4) 0.02729(10) Uani 1 1 d . . . . .
Se2 Se 0.31569(4) 0.39936(5) 1.01750(4) 0.02425(10) Uani 1 1 d . . . . .
Se3 Se 0.37482(5) 0.76764(5) 0.96041(4) 0.02743(10) Uani 1 1 d . . . . .
Ge1 Ge 0.39727(4) 0.54173(4) 0.87994(4) 0.01643(9) Uani 1 1 d . . . . .
V1 V 0.34397(7) 0.86991(7) 0.53619(6) 0.01747(13) Uani 1 1 d . . . . .
O1 O 0.500000 1.000000 0.500000 0.0220(8) Uani 1 2 d S . P . .
N1 N 0.3065(4) 1.0607(4) 0.6626(3) 0.0238(7) Uani 1 1 d . . . . .
H1A H 0.389428 1.120919 0.753427 0.029 Uiso 1 1 calc R U . . .
H1B H 0.307393 1.121749 0.617870 0.029 Uiso 1 1 calc R U . . .
N2 N 0.1591(3) 0.7486(3) 0.6143(3) 0.0211(6) Uani 1 1 d . . . . .
H2A H 0.062064 0.675718 0.536486 0.025 Uiso 1 1 calc R U . . .
H2B H 0.196301 0.699340 0.658766 0.025 Uiso 1 1 calc R U . . .
N3 N 0.3195(4) 0.6364(4) 0.4165(3) 0.0271(7) Uani 1 1 d . . . . .
H3A H 0.397599 0.646047 0.381342 0.033 Uiso 1 1 calc R U . . .
H3B H 0.332703 0.593990 0.477823 0.033 Uiso 1 1 calc R U . . .
N4 N 0.1282(4) 0.7724(4) 0.3305(3) 0.0252(7) Uani 1 1 d . . . . .
H4A H 0.036078 0.748211 0.347003 0.030 Uiso 1 1 calc R U . . .
H4B H 0.140833 0.844108 0.296997 0.030 Uiso 1 1 calc R U . . .
N5 N 0.5300(3) 0.9119(4) 0.7326(3) 0.0220(7) Uani 1 1 d . . . . .
H5A H 0.593096 1.016909 0.788601 0.026 Uiso 1 1 calc R U . . .
H5B H 0.477359 0.874980 0.783405 0.026 Uiso 1 1 calc R U . . .
N6 N 0.8898(4) 1.1009(5) 0.8940(4) 0.0353(8) Uani 1 1 d D . . . .
C1 C 0.1440(4) 0.9935(5) 0.6741(4) 0.0254(8) Uani 1 1 d . . . . .
H1C H 0.052120 0.948541 0.578691 0.030 Uiso 1 1 calc R U . . .
H1D H 0.137323 1.076458 0.747288 0.030 Uiso 1 1 calc R U . . .
C2 C 0.1340(5) 0.8669(5) 0.7201(4) 0.0288(9) Uani 1 1 d . . . . .
H2C H 0.219141 0.914450 0.819861 0.035 Uiso 1 1 calc R U . . .
H2D H 0.025505 0.814792 0.720971 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1507(5) 0.5322(5) 0.2916(4) 0.0302(9) Uani 1 1 d . . . . .
H3C H 0.067813 0.494017 0.328981 0.036 Uiso 1 1 calc R U . . .
H3D H 0.147785 0.440813 0.220028 0.036 Uiso 1 1 calc R U . . .
C4 C 0.1126(5) 0.6274(5) 0.2182(4) 0.0329(9) Uani 1 1 d . . . . .
H4C H 0.189713 0.657322 0.173376 0.039 Uiso 1 1 calc R U . . .
H4D H -0.000059 0.563376 0.140084 0.039 Uiso 1 1 calc R U . . .
C5 C 0.6438(5) 0.8454(5) 0.7183(4) 0.0291(9) Uani 1 1 d . . . . .
H5C H 0.672847 0.851609 0.636671 0.035 Uiso 1 1 calc R U . . .
H5D H 0.586598 0.733975 0.694539 0.035 Uiso 1 1 calc R U . . .
C6 C 0.8006(5) 0.9324(5) 0.8582(4) 0.0321(9) Uani 1 1 d . . . . .
H6A H 0.772838 0.923644 0.939683 0.038 Uiso 1 1 calc R U . . .
H6B H 0.871682 0.885120 0.844981 0.038 Uiso 1 1 calc R U . . .
H6D H 0.9998(15) 1.149(5) 0.944(4) 0.046(13) Uiso 1 1 d D . . . .
H6C H 0.851(6) 1.156(5) 0.946(5) 0.065(17) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Se1 Ge1 2.3103(6) . ?
Se2 Ge1 2.4138(6) 2_667 ?
Se2 Ge1 2.4161(5) . ?
Se3 Ge1 2.2845(6) . ?
V1 O1 1.7990(6) . ?
V1 N5 2.142(3) . ?
V1 N1 2.166(3) . ?
V1 N4 2.175(3) . ?
V1 N3 2.186(3) . ?
V1 N2 2.239(3) . ?
N1 C1 1.488(4) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 C2 1.481(5) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N3 C3 1.485(5) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N4 C4 1.482(5) . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N5 C5 1.478(4) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
N6 C6 1.469(5) . ?
N6 H6D 0.886(10) . ?
N6 H6C 0.891(10) . ?
C1 C2 1.496(5) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C3 C4 1.504(5) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
C5 C6 1.498(5) . ?
C5 H5C 0.9700 . ?
C5 H5D 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?

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
Ge1 Se2 Ge1 86.692(17) 2_667 . ?
Se3 Ge1 Se1 113.79(2) . . ?
Se3 Ge1 Se2 111.38(2) . 2_667 ?
Se1 Ge1 Se2 111.53(2) . 2_667 ?
Se3 Ge1 Se2 109.85(2) . . ?
Se1 Ge1 Se2 115.28(2) . . ?
Se2 Ge1 Se2 93.309(17) 2_667 . ?
O1 V1 N5 91.69(8) . . ?
O1 V1 N1 92.46(8) . . ?
N5 V1 N1 91.98(12) . . ?
O1 V1 N4 98.65(8) . . ?
N5 V1 N4 166.95(12) . . ?
N1 V1 N4 95.49(12) . . ?
O1 V1 N3 103.87(8) . . ?
N5 V1 N3 89.91(12) . . ?
N1 V1 N3 163.51(11) . . ?
N4 V1 N3 79.93(12) . . ?
O1 V1 N2 169.67(8) . . ?
N5 V1 N2 85.43(11) . . ?
N1 V1 N2 77.75(11) . . ?
N4 V1 N2 85.71(11) . . ?
N3 V1 N2 86.07(11) . . ?
V1 O1 V1 180.0 . 2_676 ?
C1 N1 V1 110.0(2) . . ?
C1 N1 H1A 109.7 . . ?
V1 N1 H1A 109.7 . . ?
C1 N1 H1B 109.7 . . ?
V1 N1 H1B 109.7 . . ?
H1A N1 H1B 108.2 . . ?
C2 N2 V1 110.0(2) . . ?
C2 N2 H2A 109.7 . . ?
V1 N2 H2A 109.7 . . ?
C2 N2 H2B 109.7 . . ?
V1 N2 H2B 109.7 . . ?
H2A N2 H2B 108.2 . . ?
C3 N3 V1 108.5(2) . . ?
C3 N3 H3A 110.0 . . ?
V1 N3 H3A 110.0 . . ?
C3 N3 H3B 110.0 . . ?
V1 N3 H3B 110.0 . . ?
H3A N3 H3B 108.4 . . ?
C4 N4 V1 108.9(2) . . ?
C4 N4 H4A 109.9 . . ?
V1 N4 H4A 109.9 . . ?
C4 N4 H4B 109.9 . . ?
V1 N4 H4B 109.9 . . ?
H4A N4 H4B 108.3 . . ?
C5 N5 V1 119.6(2) . . ?
C5 N5 H5A 107.4 . . ?
V1 N5 H5A 107.4 . . ?
C5 N5 H5B 107.4 . . ?
V1 N5 H5B 107.4 . . ?
H5A N5 H5B 107.0 . . ?
C6 N6 H6D 115(3) . . ?
C6 N6 H6C 111(3) . . ?
H6D N6 H6C 108(4) . . ?
N1 C1 C2 107.7(3) . . ?
N1 C1 H1C 110.2 . . ?
C2 C1 H1C 110.2 . . ?
N1 C1 H1D 110.2 . . ?
C2 C1 H1D 110.2 . . ?
H1C C1 H1D 108.5 . . ?
N2 C2 C1 109.5(3) . . ?
N2 C2 H2C 109.8 . . ?
C1 C2 H2C 109.8 . . ?
N2 C2 H2D 109.8 . . ?
C1 C2 H2D 109.8 . . ?
H2C C2 H2D 108.2 . . ?
N3 C3 C4 108.4(3) . . ?
N3 C3 H3C 110.0 . . ?
C4 C3 H3C 110.0 . . ?
N3 C3 H3D 110.0 . . ?
C4 C3 H3D 110.0 . . ?
H3C C3 H3D 108.4 . . ?
N4 C4 C3 109.7(3) . . ?
N4 C4 H4C 109.7 . . ?
C3 C4 H4C 109.7 . . ?
N4 C4 H4D 109.7 . . ?
C3 C4 H4D 109.7 . . ?
H4C C4 H4D 108.2 . . ?
N5 C5 C6 112.0(3) . . ?
N5 C5 H5C 109.2 . . ?
C6 C5 H5C 109.2 . . ?
N5 C5 H5D 109.2 . . ?
C6 C5 H5D 109.2 . . ?
H5C C5 H5D 107.9 . . ?
N6 C6 C5 109.7(3) . . ?
N6 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
N6 C6 H6B 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A Se3 0.89 2.80 3.666(3) 164.8 2_677 yes
N1 H1B Se1 0.89 2.85 3.623(3) 145.8 1_565 yes
N2 H2A Se1 0.89 2.89 3.647(3) 143.9 2_566 yes
N2 H2B Se3 0.89 2.89 3.590(3) 136.8 . yes
N3 H3B Se1 0.89 2.93 3.791(3) 163.2 . yes
N4 H4A Se1 0.89 2.87 3.752(3) 169.3 2_566 yes
N4 H4B N6 0.89 2.22 3.020(5) 149.1 2_676 yes
N5 H5A Se3 0.89 2.67 3.363(3) 135.5 2_677 yes
N5 H5A N6 0.89 2.43 2.893(4) 112.6 . yes
N5 H5B Se3 0.89 2.64 3.517(3) 169.1 . yes
N6 H6D Se2 0.886(10) 2.83(2) 3.607(3) 147(4) 1_665 yes
N6 H6C Se3 0.891(10) 2.80(2) 3.651(4) 160(4) 2_677 yes

_refine_diff_density_max         0.621
_refine_diff_density_min         -0.951
_refine_diff_density_rms         0.150

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1916214'
loop_
_audit_author_name
_audit_author_address
'Jian Zhou'
;Chongqing normal university
China
;
_audit_update_record             
;
2019-06-20 deposited with the CCDC.	2019-06-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H24 N5 O V, 0.5(Ge2 Se6)'
_chemical_formula_sum            'C8 H24 Ge N5 O Se3 V'
_chemical_formula_weight         566.75

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 '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'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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'

_cell_length_a                   9.0574(6)
_cell_length_b                   14.2086(10)
_cell_length_c                   13.1189(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.384(2)
_cell_angle_gamma                90
_cell_volume                     1687.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2986
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      25.10

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.232
_exptl_crystal_F_000             1088
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.051
_exptl_absorpt_coefficient_mu    8.804
_shelx_estimated_absorpt_T_min   0.459
_shelx_estimated_absorpt_T_max   0.651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.535
_exptl_absorpt_correction_T_max  0.626
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.31
_diffrn_reflns_number            23142
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.867
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3848
_reflns_number_gt                3088
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_cell_refinement       'CrystalClear, Ver. 1.30 (Rigaku/MSC, 2001)'
_computing_data_reduction        
'CrystalStructure, Ver. 3.60 (Rigaku/MSC, 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material  SHELXL97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0403P)²+14.4832P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3848
_refine_ls_number_parameters     172
_refine_ls_number_restraints     241
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1166
_refine_ls_wR_factor_gt          0.1087
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ge1 Ge 0.47808(7) 0.60793(4) 1.04669(5) 0.02337(16) Uani 1 1 d . . . . .
Se1 Se 0.40187(8) 0.63156(5) 1.21073(5) 0.03075(17) Uani 1 1 d . . . . .
Se2 Se 0.68406(7) 0.50108(5) 1.04313(7) 0.0393(2) Uani 1 1 d . . . . .
Se3 Se 0.51769(8) 0.74500(5) 0.95863(5) 0.03415(18) Uani 1 1 d . . . . .
V1 V 0.51077(11) 0.63811(7) 0.62179(8) 0.0208(2) Uani 1 1 d . . . . .
O1 O 0.6555(5) 0.5755(4) 0.5506(4) 0.0358(11) Uani 1 1 d . . . . .
N1 N 0.6553(6) 0.6062(4) 0.7491(5) 0.0309(11) Uani 1 1 d . U . . .
H1A H 0.653499 0.651878 0.795445 0.037 Uiso 1 1 calc R U . . .
H1B H 0.629630 0.552270 0.778331 0.037 Uiso 1 1 calc R U . . .
N2 N 0.4013(7) 0.6763(4) 0.4784(5) 0.0345(11) Uani 1 1 d . U . . .
H2A H 0.426645 0.635562 0.430376 0.041 Uiso 1 1 calc R U . . .
H2B H 0.303921 0.672722 0.485317 0.041 Uiso 1 1 calc R U . . .
N3 N 0.5696(6) 0.7836(4) 0.6150(5) 0.0332(11) Uani 1 1 d . U . . .
H3C H 0.673233 0.788018 0.637657 0.040 Uiso 1 1 calc R U . . .
N4 N 0.3475(6) 0.6996(4) 0.7206(5) 0.0339(11) Uani 1 1 d . U . . .
H4C H 0.389462 0.694447 0.789926 0.041 Uiso 1 1 calc R U . . .
N5 N 0.3607(6) 0.5257(4) 0.6450(4) 0.0281(11) Uani 1 1 d . U . . .
H5A H 0.360587 0.487238 0.591467 0.034 Uiso 1 1 calc R U . . .
H5B H 0.389107 0.492851 0.699870 0.034 Uiso 1 1 calc R U . . .
C1 C 0.8042(7) 0.5985(5) 0.7041(6) 0.0331(14) Uani 1 1 d . U . . .
H1C H 0.870375 0.564026 0.749724 0.040 Uiso 1 1 calc R U . . .
H1D H 0.845160 0.660680 0.693345 0.040 Uiso 1 1 calc R U . . .
C2 C 0.7873(8) 0.5474(5) 0.6040(6) 0.0367(15) Uani 1 1 d . U . . .
H2C H 0.871899 0.560701 0.562375 0.044 Uiso 1 1 calc R U . . .
H2D H 0.784468 0.480161 0.616290 0.044 Uiso 1 1 calc R U . . .
C3 C 0.4410(11) 0.7724(7) 0.4463(7) 0.0582(18) Uani 1 1 d D U . . .
H3A H 0.467981 0.771306 0.375237 0.070 Uiso 1 1 calc R U . . .
H3B H 0.355666 0.813100 0.452310 0.070 Uiso 1 1 calc R U . . .
C4 C 0.5636(10) 0.8110(6) 0.5075(7) 0.0541(16) Uani 1 1 d D U . . .
H4A H 0.558595 0.879131 0.503889 0.065 Uiso 1 1 calc R U . . .
H4B H 0.655266 0.791891 0.476827 0.065 Uiso 1 1 calc R U . . .
C5 C 0.4843(9) 0.8401(5) 0.6862(7) 0.0428(14) Uani 1 1 d . U . . .
H5C H 0.475814 0.903961 0.660533 0.051 Uiso 1 1 calc R U . . .
H5D H 0.536455 0.842485 0.751619 0.051 Uiso 1 1 calc R U . . .
C6 C 0.3332(8) 0.8006(5) 0.7006(7) 0.0413(13) Uani 1 1 d . U . . .
H6A H 0.286691 0.831466 0.757443 0.050 Uiso 1 1 calc R U . . .
H6B H 0.272319 0.811040 0.639740 0.050 Uiso 1 1 calc R U . . .
C7 C 0.2074(8) 0.6482(5) 0.7217(6) 0.0382(14) Uani 1 1 d . U . . .
H7A H 0.186151 0.631016 0.791430 0.046 Uiso 1 1 calc R U . . .
H7B H 0.128779 0.689099 0.696896 0.046 Uiso 1 1 calc R U . . .
C8 C 0.2095(8) 0.5631(6) 0.6593(7) 0.0441(15) Uani 1 1 d . U . . .
H8A H 0.164918 0.576954 0.592978 0.053 Uiso 1 1 calc R U . . .
H8B H 0.150051 0.515132 0.691129 0.053 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 Se3 2.2970(9) . ?
Ge1 Se1 2.3005(10) . ?
Ge1 Se2 2.4067(9) . ?
Ge1 Se2 2.4208(9) 3_667 ?
V1 O1 1.855(5) . ?
V1 N5 2.125(5) . ?
V1 N3 2.137(6) . ?
V1 N1 2.146(6) . ?
V1 N4 2.173(6) . ?
V1 N2 2.174(6) . ?
O1 C2 1.426(9) . ?
N1 C1 1.489(9) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N2 C3 1.476(10) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N3 C4 1.463(10) . ?
N3 C5 1.466(10) . ?
N3 H3C 0.9800 . ?
N4 C7 1.465(9) . ?
N4 C6 1.465(9) . ?
N4 H4C 0.9800 . ?
N5 C8 1.485(9) . ?
N5 H5A 0.8900 . ?
N5 H5B 0.8900 . ?
C1 C2 1.504(10) . ?
C1 H1C 0.9700 . ?
C1 H1D 0.9700 . ?
C2 H2C 0.9700 . ?
C2 H2D 0.9700 . ?
C3 C4 1.461(8) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.495(11) . ?
C5 H5C 0.9700 . ?
C5 H5D 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.460(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?

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
Se3 Ge1 Se1 113.63(3) . . ?
Se3 Ge1 Se2 113.24(4) . . ?
Se1 Ge1 Se2 111.13(4) . . ?
Se3 Ge1 Se2 113.45(4) . 3_667 ?
Se1 Ge1 Se2 110.89(4) . 3_667 ?
Se2 Ge1 Se2 92.77(3) . 3_667 ?
Ge1 Se2 Ge1 87.23(3) . 3_667 ?
O1 V1 N5 100.0(2) . . ?
O1 V1 N3 105.2(2) . . ?
N5 V1 N3 153.4(2) . . ?
O1 V1 N1 82.3(2) . . ?
N5 V1 N1 96.3(2) . . ?
N3 V1 N1 95.1(2) . . ?
O1 V1 N4 172.9(2) . . ?
N5 V1 N4 76.7(2) . . ?
N3 V1 N4 79.0(2) . . ?
N1 V1 N4 91.8(2) . . ?
O1 V1 N2 89.8(2) . . ?
N5 V1 N2 91.8(2) . . ?
N3 V1 N2 80.3(2) . . ?
N1 V1 N2 169.5(2) . . ?
N4 V1 N2 96.5(2) . . ?
C2 O1 V1 118.7(4) . . ?
C1 N1 V1 104.4(4) . . ?
C1 N1 H1A 110.9 . . ?
V1 N1 H1A 110.9 . . ?
C1 N1 H1B 110.9 . . ?
V1 N1 H1B 110.9 . . ?
H1A N1 H1B 108.9 . . ?
C3 N2 V1 111.6(5) . . ?
C3 N2 H2A 109.3 . . ?
V1 N2 H2A 109.3 . . ?
C3 N2 H2B 109.3 . . ?
V1 N2 H2B 109.3 . . ?
H2A N2 H2B 108.0 . . ?
C4 N3 C5 117.4(7) . . ?
C4 N3 V1 107.1(5) . . ?
C5 N3 V1 111.6(4) . . ?
C4 N3 H3C 106.7 . . ?
C5 N3 H3C 106.7 . . ?
V1 N3 H3C 106.7 . . ?
C7 N4 C6 114.7(6) . . ?
C7 N4 V1 114.1(4) . . ?
C6 N4 V1 110.2(5) . . ?
C7 N4 H4C 105.7 . . ?
C6 N4 H4C 105.7 . . ?
V1 N4 H4C 105.7 . . ?
C8 N5 V1 110.1(4) . . ?
C8 N5 H5A 109.6 . . ?
V1 N5 H5A 109.6 . . ?
C8 N5 H5B 109.6 . . ?
V1 N5 H5B 109.6 . . ?
H5A N5 H5B 108.2 . . ?
N1 C1 C2 107.9(5) . . ?
N1 C1 H1C 110.1 . . ?
C2 C1 H1C 110.1 . . ?
N1 C1 H1D 110.1 . . ?
C2 C1 H1D 110.1 . . ?
H1C C1 H1D 108.4 . . ?
O1 C2 C1 111.1(5) . . ?
O1 C2 H2C 109.4 . . ?
C1 C2 H2C 109.4 . . ?
O1 C2 H2D 109.4 . . ?
C1 C2 H2D 109.4 . . ?
H2C C2 H2D 108.0 . . ?
C4 C3 N2 112.2(7) . . ?
C4 C3 H3A 109.2 . . ?
N2 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
N2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C3 C4 N3 116.0(7) . . ?
C3 C4 H4A 108.3 . . ?
N3 C4 H4A 108.3 . . ?
C3 C4 H4B 108.3 . . ?
N3 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
N3 C5 C6 111.9(6) . . ?
N3 C5 H5C 109.2 . . ?
C6 C5 H5C 109.2 . . ?
N3 C5 H5D 109.2 . . ?
C6 C5 H5D 109.2 . . ?
H5C C5 H5D 107.9 . . ?
N4 C6 C5 108.2(6) . . ?
N4 C6 H6A 110.1 . . ?
C5 C6 H6A 110.1 . . ?
N4 C6 H6B 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
C8 C7 N4 112.6(6) . . ?
C8 C7 H7A 109.1 . . ?
N4 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
N4 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C7 C8 N5 113.1(6) . . ?
C7 C8 H8A 109.0 . . ?
N5 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
N5 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1A Se3 0.89 2.82 3.629(6) 151.1 . yes
N1 H1B Se1 0.89 2.63 3.460(6) 155.1 3_667 yes
N2 H2A Se1 0.89 2.89 3.569(6) 134.8 1_554 yes
N2 H2B Se3 0.89 2.86 3.653(6) 149.6 4_575 yes
N3 H3C Se1 0.98 2.53 3.451(6) 155.8 4_675 yes
N4 H4C Se3 0.98 2.58 3.509(6) 158.9 . yes
N5 H5A O1 0.89 2.07 2.942(7) 167.1 3_666 yes
N5 H5B Se1 0.89 2.82 3.606(6) 147.3 3_667 yes

_refine_diff_density_max         1.786
_refine_diff_density_min         -1.282
_refine_diff_density_rms         0.163

