#------------------------------------------------------------------------------
#$Date: 2019-11-17 11:23:36 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229568 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/49/7044934.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_7044934
loop_
_publ_author_name
'Nakata, Norio'
'Hosoda, Narimi'
'Takahashi, Shintaro'
'Ishii, Akihiko'
_publ_section_title
;
 Chlorogermylenes and -stannylenes stabilized by diimidosulfinate ligands:
 synthesis, structures, and reactivity.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              481
_journal_page_last               490
_journal_paper_doi               10.1039/c7dt04390b
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C28 H46 Cl2 N4 S2 Se2 Sn2, C6 H6'
_chemical_formula_sum            'C34 H52 Cl2 N4 S2 Se2 Sn2'
_chemical_formula_weight         1047.12
_chemical_name_systematic
; 
 'C28 H46 Cl2 N4 S2 Se2 Sn2, C6 H6' 
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2017-03-01 deposited with the CCDC.
2017-11-30 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 96.0450(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.0087(12)
_cell_length_b                   11.6396(10)
_cell_length_c                   14.1127(13)
_cell_measurement_reflns_used    7713
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      2.25
_cell_volume                     2125.0(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX-II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita, Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita, Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Bruker Helios multilayered confocal mirror'
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0942
_diffrn_reflns_av_sigmaI/netI    0.0712
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11041
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    3.140
_exptl_absorpt_correction_T_max  0.8101
_exptl_absorpt_correction_T_min  0.7653
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1997)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.636
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.937
_refine_diff_density_min         -1.040
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         4386
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0316P)²+0.0019P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0744
_refine_ls_wR_factor_ref         0.0754
_reflns_number_gt                3994
_reflns_number_total             4386
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7dt04390b2.cif
_cod_data_source_block           naka291
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7044927--7044934.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7044934
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 0.136524(12) 0.474933(15) 0.011095(11) 0.01417(7) Uani 1 1 d .
Se1 Se 0.001063(19) 0.50335(3) 0.129961(18) 0.02116(9) Uani 1 1 d .
S1 S 0.27796(4) 0.28203(5) 0.00071(4) 0.01354(13) Uani 1 1 d .
Cl1 Cl 0.23803(5) 0.64431(6) 0.03631(4) 0.02633(15) Uani 1 1 d .
N2 N 0.22363(14) 0.34379(19) 0.08773(13) 0.0157(4) Uani 1 1 d .
C8 C 0.0829(2) -0.0349(3) -0.08340(19) 0.0233(6) Uani 1 1 d .
H12 H 0.0423 -0.1014 -0.0988 0.028 Uiso 1 1 calc R
N1 N 0.23929(14) 0.38312(19) -0.07493(13) 0.0156(4) Uani 1 1 d .
C9 C 0.1818(2) -0.0462(2) -0.03608(18) 0.0220(5) Uani 1 1 d .
H13 H 0.2093 -0.1202 -0.0202 0.026 Uiso 1 1 calc R
C5 C 0.19956(17) 0.1590(2) -0.03567(15) 0.0143(5) Uani 1 1 d .
C10 C 0.24030(18) 0.0520(2) -0.01217(17) 0.0184(5) Uani 1 1 d .
H14 H 0.3079 0.0453 0.0201 0.022 Uiso 1 1 calc R
C7 C 0.04343(18) 0.0729(3) -0.10811(18) 0.0228(6) Uani 1 1 d .
H11 H -0.0237 0.0796 -0.1413 0.027 Uiso 1 1 calc R
C6 C 0.10116(16) 0.1710(2) -0.08474(16) 0.0188(5) Uani 1 1 d .
H10 H 0.0743 0.2449 -0.1018 0.023 Uiso 1 1 calc R
C11 C 0.23537(16) 0.2967(2) 0.18710(15) 0.0152(5) Uani 1 1 d .
C12 C 0.14505(18) 0.2182(2) 0.20330(17) 0.0224(5) Uani 1 1 d .
H15 H 0.0801 0.2608 0.1907 0.034 Uiso 1 1 calc R
H16 H 0.1526 0.1912 0.2694 0.034 Uiso 1 1 calc R
H17 H 0.1444 0.1522 0.1602 0.034 Uiso 1 1 calc R
C13 C 0.23978(19) 0.3999(2) 0.25453(16) 0.0201(5) Uani 1 1 d .
H18 H 0.2960 0.4511 0.2406 0.030 Uiso 1 1 calc R
H19 H 0.2521 0.3730 0.3206 0.030 Uiso 1 1 calc R
H20 H 0.1740 0.4415 0.2456 0.030 Uiso 1 1 calc R
C14 C 0.33768(17) 0.2303(2) 0.20572(17) 0.0211(6) Uani 1 1 d .
H21 H 0.3347 0.1611 0.1659 0.032 Uiso 1 1 calc R
H22 H 0.3487 0.2081 0.2730 0.032 Uiso 1 1 calc R
H23 H 0.3949 0.2792 0.1901 0.032 Uiso 1 1 calc R
C4 C 0.2530(2) 0.5087(2) -0.20929(19) 0.0234(6) Uani 1 1 d .
H7 H 0.1865 0.4822 -0.2408 0.035 Uiso 1 1 calc R
H8 H 0.2970 0.5345 -0.2575 0.035 Uiso 1 1 calc R
H9 H 0.2415 0.5727 -0.1665 0.035 Uiso 1 1 calc R
C1 C 0.30600(17) 0.4106(2) -0.15209(16) 0.0177(5) Uani 1 1 d .
C3 C 0.3131(2) 0.3048(3) -0.21539(19) 0.0316(7) Uani 1 1 d .
H4 H 0.3446 0.2412 -0.1771 0.047 Uiso 1 1 calc R
H5 H 0.3557 0.3228 -0.2668 0.047 Uiso 1 1 calc R
H6 H 0.2436 0.2826 -0.2428 0.047 Uiso 1 1 calc R
C2 C 0.4140(2) 0.4490(3) -0.1096(2) 0.0348(7) Uani 1 1 d .
H1 H 0.4079 0.5168 -0.0694 0.052 Uiso 1 1 calc R
H2 H 0.4559 0.4680 -0.1612 0.052 Uiso 1 1 calc R
H3 H 0.4472 0.3866 -0.0710 0.052 Uiso 1 1 calc R
C16 C 0.4990(2) 0.9511(4) 0.0879(2) 0.0420(9) Uani 1 1 d .
H25 H 0.4980 0.9171 0.1489 0.050 Uiso 1 1 calc R
C17 C 0.5280(2) 1.0633(4) 0.0812(2) 0.0408(9) Uani 1 1 d .
H26 H 0.5476 1.1067 0.1372 0.049 Uiso 1 1 calc R
C15 C 0.4712(2) 0.8867(3) 0.0077(3) 0.0449(9) Uani 1 1 d .
H24 H 0.4516 0.8086 0.0132 0.054 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N2 Sn1 N1 66.80(7) . .
N2 Sn1 Cl1 105.14(6) . .
N1 Sn1 Cl1 97.26(6) . .
N2 Sn1 Se1 139.62(6) . 3_565
N1 Sn1 Se1 92.01(5) . 3_565
Cl1 Sn1 Se1 111.606(19) . 3_565
N2 Sn1 Se1 97.19(5) . .
N1 Sn1 Se1 157.96(6) . .
Cl1 Sn1 Se1 101.710(19) . .
Se1 Sn1 Se1 91.352(11) 3_565 .
N2 Sn1 S1 33.70(5) . .
N1 Sn1 S1 33.57(5) . .
Cl1 Sn1 S1 107.60(2) . .
Se1 Sn1 S1 115.628(14) 3_565 .
Se1 Sn1 S1 127.543(15) . .
Sn1 Se1 Sn1 88.647(11) 3_565 .
N1 S1 N2 92.65(10) . .
N1 S1 C5 105.10(10) . .
N2 S1 C5 106.57(10) . .
N1 S1 Sn1 47.56(7) . .
N2 S1 Sn1 45.84(7) . .
C5 S1 Sn1 106.57(8) . .
C11 N2 S1 121.96(16) . .
C11 N2 Sn1 137.27(15) . .
S1 N2 Sn1 100.47(9) . .
C7 C8 C9 120.4(3) . .
C1 N1 S1 117.88(15) . .
C1 N1 Sn1 137.51(16) . .
S1 N1 Sn1 98.87(9) . .
C8 C9 C10 119.4(3) . .
C10 C5 C6 121.2(2) . .
C10 C5 S1 117.21(17) . .
C6 C5 S1 121.6(2) . .
C5 C10 C9 119.7(2) . .
C8 C7 C6 120.5(2) . .
C7 C6 C5 118.7(2) . .
N2 C11 C12 110.81(17) . .
N2 C11 C13 106.8(2) . .
C12 C11 C13 110.9(2) . .
N2 C11 C14 110.18(18) . .
C12 C11 C14 109.9(2) . .
C13 C11 C14 108.27(18) . .
N1 C1 C4 106.36(19) . .
N1 C1 C3 109.1(2) . .
C4 C1 C3 110.3(2) . .
N1 C1 C2 110.78(19) . .
C4 C1 C2 109.5(2) . .
C3 C1 C2 110.7(2) . .
C17 C16 C15 121.1(3) . .
C16 C17 C15 119.5(3) . 3_675
C16 C15 C17 119.4(4) . 3_675
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 N2 2.127(2) .
Sn1 N1 2.1783(19) .
Sn1 Cl1 2.3787(7) .
Sn1 Se1 2.5456(3) 3_565
Sn1 Se1 2.5790(3) .
Sn1 S1 2.9163(6) .
Se1 Sn1 2.5455(3) 3_565
S1 N1 1.632(2) .
S1 N2 1.645(2) .
S1 C5 1.802(3) .
N2 C11 1.498(3) .
C8 C7 1.386(4) .
C8 C9 1.392(4) .
N1 C1 1.497(3) .
C9 C10 1.395(4) .
C5 C10 1.379(4) .
C5 C6 1.397(3) .
C7 C6 1.387(4) .
C11 C12 1.525(3) .
C11 C13 1.529(3) .
C11 C14 1.538(3) .
C4 C1 1.521(3) .
C1 C3 1.530(4) .
C1 C2 1.535(4) .
C16 C17 1.365(6) .
C16 C15 1.374(5) .
C17 C15 1.384(5) 3_675
C15 C17 1.384(5) 3_675
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N2 Sn1 Se1 Sn1 -140.45(6) . 3_565
N1 Sn1 Se1 Sn1 -98.74(13) . 3_565
Cl1 Sn1 Se1 Sn1 112.399(19) . 3_565
Se1 Sn1 Se1 Sn1 0.0 3_565 3_565
S1 Sn1 Se1 Sn1 -124.318(17) . 3_565
N2 Sn1 S1 N1 -167.25(14) . .
Cl1 Sn1 S1 N1 -76.22(10) . .
Se1 Sn1 S1 N1 49.28(10) 3_565 .
Se1 Sn1 S1 N1 162.96(9) . .
N1 Sn1 S1 N2 167.25(14) . .
Cl1 Sn1 S1 N2 91.03(10) . .
Se1 Sn1 S1 N2 -143.47(10) 3_565 .
Se1 Sn1 S1 N2 -29.79(10) . .
N2 Sn1 S1 C5 97.23(12) . .
N1 Sn1 S1 C5 -95.52(12) . .
Cl1 Sn1 S1 C5 -171.74(8) . .
Se1 Sn1 S1 C5 -46.24(8) 3_565 .
Se1 Sn1 S1 C5 67.44(8) . .
N1 S1 N2 C11 -175.90(18) . .
C5 S1 N2 C11 77.48(19) . .
Sn1 S1 N2 C11 174.7(2) . .
N1 S1 N2 Sn1 9.39(10) . .
C5 S1 N2 Sn1 -97.23(11) . .
N1 Sn1 N2 C11 179.0(2) . .
Cl1 Sn1 N2 C11 87.5(2) . .
Se1 Sn1 N2 C11 -117.4(2) 3_565 .
Se1 Sn1 N2 C11 -16.8(2) . .
S1 Sn1 N2 C11 -173.4(3) . .
N1 Sn1 N2 S1 -7.63(8) . .
Cl1 Sn1 N2 S1 -99.15(8) . .
Se1 Sn1 N2 S1 55.94(13) 3_565 .
Se1 Sn1 N2 S1 156.60(8) . .
N2 S1 N1 C1 148.83(18) . .
C5 S1 N1 C1 -103.22(18) . .
Sn1 S1 N1 C1 158.0(2) . .
N2 S1 N1 Sn1 -9.12(10) . .
C5 S1 N1 Sn1 98.83(10) . .
N2 Sn1 N1 C1 -142.9(2) . .
Cl1 Sn1 N1 C1 -39.5(2) . .
Se1 Sn1 N1 C1 72.6(2) 3_565 .
Se1 Sn1 N1 C1 171.17(14) . .
S1 Sn1 N1 C1 -150.6(3) . .
N2 Sn1 N1 S1 7.66(8) . .
Cl1 Sn1 N1 S1 111.06(8) . .
Se1 Sn1 N1 S1 -136.86(8) 3_565 .
Se1 Sn1 N1 S1 -38.25(18) . .
C7 C8 C9 C10 1.1(4) . .
N1 S1 C5 C10 154.14(18) . .
N2 S1 C5 C10 -108.38(19) . .
Sn1 S1 C5 C10 -156.32(17) . .
N1 S1 C5 C6 -26.5(2) . .
N2 S1 C5 C6 71.0(2) . .
Sn1 S1 C5 C6 23.0(2) . .
C6 C5 C10 C9 -1.2(4) . .
S1 C5 C10 C9 178.14(18) . .
C8 C9 C10 C5 0.0(4) . .
C9 C8 C7 C6 -1.0(4) . .
C8 C7 C6 C5 -0.2(4) . .
C10 C5 C6 C7 1.3(3) . .
S1 C5 C6 C7 -178.02(18) . .
S1 N2 C11 C12 -94.4(2) . .
Sn1 N2 C11 C12 78.0(3) . .
S1 N2 C11 C13 144.79(17) . .
Sn1 N2 C11 C13 -42.9(3) . .
S1 N2 C11 C14 27.4(3) . .
Sn1 N2 C11 C14 -160.25(19) . .
S1 N1 C1 C4 -178.52(17) . .
Sn1 N1 C1 C4 -31.8(3) . .
S1 N1 C1 C3 62.5(2) . .
Sn1 N1 C1 C3 -150.78(19) . .
S1 N1 C1 C2 -59.6(3) . .
Sn1 N1 C1 C2 87.1(3) . .
C15 C16 C17 C15 0.5(5) . 3_675
C17 C16 C15 C17 -0.5(5) . 3_675
