# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_wky
_database_code_depnum_ccdc_archive 'CCDC 1821847'
_audit_update_record             
;
2018-02-04 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.4028(11)
_cell_length_b                   13.7025(6)
_cell_length_c                   23.9113(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5701.9(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7789
_cell_measurement_theta_min      2.9070
_cell_measurement_theta_max      29.0290

_exptl_crystal_description       PLATE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.593
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.547
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.47865
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56029
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_av_R_equivalents  0.1132
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.408
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5818
_reflns_number_gt                4281
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0630P)²+362.3426P] 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         5818
_refine_ls_number_parameters     191
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1097
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.1958
_refine_ls_wR_factor_gt          0.1756
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
Sn1 Sn -0.00294(7) 0.02221(7) 0.42370(4) 0.0262(3) Uani 1 1 d . . . . .
Sn2 Sn -0.00283(7) 0.19671(7) 0.30285(4) 0.0288(3) Uani 1 1 d . . . . .
Sn3 Sn -0.00503(7) -0.07523(7) 0.27628(4) 0.0282(3) Uani 1 1 d . . . . .
Se1 Se -0.06279(11) -0.12255(12) 0.37140(7) 0.0331(4) Uani 1 1 d . . . . .
Se2 Se -0.05979(11) 0.19120(12) 0.40192(6) 0.0315(4) Uani 1 1 d . . . . .
Se3 Se -0.06301(12) 0.07784(12) 0.23242(7) 0.0374(5) Uani 1 1 d . . . . .
Se4 Se 0.10607(10) 0.00274(13) 0.49235(6) 0.0324(4) Uani 1 1 d . . . . .
Se5 Se 0.09298(10) 0.04759(11) 0.33414(6) 0.0274(4) Uani 1 1 d . . . . .
Se6 Se -0.10473(11) 0.33253(12) 0.26789(8) 0.0371(4) Uani 1 1 d . . . . .
Se7 Se 0.10613(12) 0.30908(13) 0.27732(8) 0.0377(4) Uani 1 1 d . . . . .
N1 N 0.2056(11) 0.0973(13) 0.1552(9) 0.066(6) Uani 1 1 d D . . . .
N2 N 0.200(2) -0.263(3) 0.4068(13) 0.138(16) Uani 1 1 d D . . . .
C1 C 0.231(2) 0.202(2) 0.1469(19) 0.133(17) Uani 1 1 d . . . . .
H1A H 0.2872 0.2062 0.1515 0.199 Uiso 1 1 calc R U . . .
H1B H 0.2173 0.2236 0.1092 0.199 Uiso 1 1 calc R U . . .
H1C H 0.2062 0.2439 0.1746 0.199 Uiso 1 1 calc R U . . .
C2 C 0.1238(18) 0.084(3) 0.1491(17) 0.123(15) Uani 1 1 d . . . . .
H2A H 0.0969 0.1273 0.1754 0.184 Uiso 1 1 calc R U . . .
H2B H 0.1086 0.1009 0.1108 0.184 Uiso 1 1 calc R U . . .
H2C H 0.1103 0.0164 0.1570 0.184 Uiso 1 1 calc R U . . .
C9 C 0.123(3) -0.259(4) 0.4184(18) 0.16(2) Uani 1 1 d . . . . .
H9A H 0.0937 -0.2754 0.3846 0.242 Uiso 1 1 calc R U . . .
H9B H 0.1109 -0.3068 0.4478 0.242 Uiso 1 1 calc R U . . .
H9C H 0.1091 -0.1938 0.4311 0.242 Uiso 1 1 calc R U . . .
C4 C 0.246(2) 0.034(3) 0.116(2) 0.22(3) Uani 1 1 d D . . . .
H4A H 0.2962 0.0200 0.1347 0.260 Uiso 1 1 calc R U . . .
H4B H 0.2584 0.0759 0.0838 0.260 Uiso 1 1 calc R U . . .
C3 C 0.232(3) 0.063(4) 0.2111(14) 0.18(3) Uani 1 1 d . . . . .
H3A H 0.2873 0.0721 0.2144 0.273 Uiso 1 1 calc R U . . .
H3B H 0.2054 0.1002 0.2403 0.273 Uiso 1 1 calc R U . . .
H3C H 0.2194 -0.0066 0.2152 0.273 Uiso 1 1 calc R U . . .
C8 C 0.226(2) -0.337(3) 0.367(2) 0.19(3) Uani 1 1 d . . . . .
H8A H 0.2819 -0.3317 0.3627 0.282 Uiso 1 1 calc R U . . .
H8B H 0.2133 -0.4018 0.3819 0.282 Uiso 1 1 calc R U . . .
H8C H 0.2008 -0.3271 0.3313 0.282 Uiso 1 1 calc R U . . .
C7 C 0.214(4) -0.155(4) 0.377(2) 0.21(3) Uani 1 1 d . . . . .
H7A H 0.2684 -0.1490 0.3665 0.312 Uiso 1 1 calc R U . . .
H7B H 0.1821 -0.1503 0.3433 0.312 Uiso 1 1 calc R U . . .
H7C H 0.2003 -0.1034 0.4032 0.312 Uiso 1 1 calc R U . . .
C5 C 0.221(4) -0.059(3) 0.093(2) 0.30(4) Uiso 1 1 d D . . . .
H5A H 0.2678 -0.1002 0.0943 0.354 Uiso 1 1 calc R U . . .
H5B H 0.1865 -0.0859 0.1219 0.354 Uiso 1 1 calc R U . . .
C11 C 0.337(3) -0.215(7) 0.452(2) 0.33(5) Uiso 1 1 d D . . . .
H11A H 0.3376 -0.1469 0.4389 0.401 Uiso 1 1 calc R U . . .
H11B H 0.3597 -0.2538 0.4209 0.401 Uiso 1 1 calc R U . . .
C12 C 0.396(2) -0.218(4) 0.496(2) 0.18(2) Uiso 1 1 d D . . . .
H12A H 0.4449 -0.1944 0.4807 0.270 Uiso 1 1 calc R U . . .
H12B H 0.3801 -0.1770 0.5272 0.270 Uiso 1 1 calc R U . . .
H12C H 0.4025 -0.2857 0.5089 0.270 Uiso 1 1 calc R U . . .
C10 C 0.255(2) -0.242(5) 0.4502(17) 0.20(2) Uiso 1 1 d D . . . .
H10A H 0.2525 -0.3001 0.4746 0.240 Uiso 1 1 calc R U . . .
H10B H 0.2304 -0.1889 0.4719 0.240 Uiso 1 1 calc R U . . .
C6 C 0.184(5) -0.090(6) 0.041(3) 0.379 Uiso 1 1 d D U . . .
H6A H 0.1766 -0.1605 0.0408 0.568 Uiso 1 1 calc R U . . .
H6B H 0.1343 -0.0571 0.0369 0.568 Uiso 1 1 calc R U . . .
H6C H 0.2169 -0.0716 0.0088 0.568 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
Sn1 Se4 2.523(2) . ?
Sn1 Se1 2.5659(19) . ?
Sn1 Se2 2.5714(19) . ?
Sn1 Se4 2.714(2) 5_556 ?
Sn1 Se5 2.7375(19) . ?
Sn2 Se7 2.518(2) . ?
Sn2 Se3 2.566(2) . ?
Sn2 Se2 2.5692(19) . ?
Sn2 Se6 2.703(2) . ?
Sn2 Se5 2.741(2) . ?
Sn3 Se6 2.522(2) 3_545 ?
Sn3 Se3 2.553(2) . ?
Sn3 Se1 2.5698(19) . ?
Sn3 Se7 2.693(2) 3_545 ?
Sn3 Se5 2.7669(19) . ?
Se4 Sn1 2.714(2) 5_556 ?
Se6 Sn3 2.522(2) 3 ?
Se7 Sn3 2.693(2) 3 ?
N1 C2 1.44(3) . ?
N1 C4 1.452(18) . ?
N1 C3 1.49(4) . ?
N1 C1 1.52(3) . ?
N2 C9 1.37(5) . ?
N2 C10 1.444(19) . ?
N2 C8 1.46(4) . ?
N2 C7 1.65(6) . ?
C4 C5 1.469(19) . ?
C5 C6 1.46(2) . ?
C11 C10 1.465(19) . ?
C11 C12 1.473(19) . ?

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
Se4 Sn1 Se1 122.73(7) . . ?
Se4 Sn1 Se2 121.09(7) . . ?
Se1 Sn1 Se2 116.18(7) . . ?
Se4 Sn1 Se4 90.16(6) . 5_556 ?
Se1 Sn1 Se4 89.70(6) . 5_556 ?
Se2 Sn1 Se4 90.51(6) . 5_556 ?
Se4 Sn1 Se5 93.66(6) . . ?
Se1 Sn1 Se5 87.96(6) . . ?
Se2 Sn1 Se5 87.81(6) . . ?
Se4 Sn1 Se5 176.16(7) 5_556 . ?
Se7 Sn2 Se3 122.44(7) . . ?
Se7 Sn2 Se2 122.15(7) . . ?
Se3 Sn2 Se2 115.40(7) . . ?
Se7 Sn2 Se6 89.89(7) . . ?
Se3 Sn2 Se6 88.07(7) . . ?
Se2 Sn2 Se6 93.00(7) . . ?
Se7 Sn2 Se5 93.67(7) . . ?
Se3 Sn2 Se5 87.38(6) . . ?
Se2 Sn2 Se5 87.77(6) . . ?
Se6 Sn2 Se5 175.26(7) . . ?
Se6 Sn3 Se3 122.62(7) 3_545 . ?
Se6 Sn3 Se1 122.71(7) 3_545 . ?
Se3 Sn3 Se1 114.60(7) . . ?
Se6 Sn3 Se7 90.03(7) 3_545 3_545 ?
Se3 Sn3 Se7 91.72(7) . 3_545 ?
Se1 Sn3 Se7 90.98(7) . 3_545 ?
Se6 Sn3 Se5 92.71(7) 3_545 . ?
Se3 Sn3 Se5 87.10(6) . . ?
Se1 Sn3 Se5 87.25(6) . . ?
Se7 Sn3 Se5 177.24(7) 3_545 . ?
Sn1 Se1 Sn3 94.45(6) . . ?
Sn2 Se2 Sn1 93.71(6) . . ?
Sn3 Se3 Sn2 95.20(7) . . ?
Sn1 Se4 Sn1 89.84(6) . 5_556 ?
Sn1 Se5 Sn2 86.41(6) . . ?
Sn1 Se5 Sn3 86.45(6) . . ?
Sn2 Se5 Sn3 86.67(6) . . ?
Sn3 Se6 Sn2 88.72(7) 3 . ?
Sn2 Se7 Sn3 89.05(7) . 3 ?
C2 N1 C4 110(3) . . ?
C2 N1 C3 111(3) . . ?
C4 N1 C3 104(4) . . ?
C2 N1 C1 113(2) . . ?
C4 N1 C1 110(3) . . ?
C3 N1 C1 109(3) . . ?
C9 N2 C10 120(3) . . ?
C9 N2 C8 117(3) . . ?
C10 N2 C8 113(3) . . ?
C9 N2 C7 102(3) . . ?
C10 N2 C7 92(4) . . ?
C8 N2 C7 107(4) . . ?
N1 C4 C5 128(3) . . ?
C6 C5 C4 135(4) . . ?
C10 C11 C12 134(4) . . ?
N2 C10 C11 135(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
C1 H1A Se2 0.98 2.96 3.82(4) 147.1 6_656
C1 H1C Se7 0.98 3.14 4.08(4) 160.6 .
C2 H2C Se6 0.98 3.10 4.00(3) 153.3 3_545
C9 H9C Se4 0.98 3.07 4.01(4) 163.5 .
C4 H4A Se1 0.99 3.14 3.97(5) 141.8 6_656
C3 H3A Se3 0.98 2.90 3.83(5) 158.0 6_656
C3 H3B Se5 0.98 3.06 3.81(5) 134.2 .
C3 H3C Se6 0.98 3.00 3.88(5) 150.7 3_545
C8 H8A Se5 0.98 2.82 3.61(3) 138.7 8_655
C8 H8C Se3 0.98 3.13 3.89(4) 135.9 3_545
C7 H7A Se7 0.98 3.11 3.96(6) 146.6 8_655
C7 H7B Se5 0.98 3.13 3.64(5) 113.7 .
C7 H7B Se6 0.98 2.99 3.95(6) 168.3 3_545
C7 H7C Se4 0.98 3.06 3.98(4) 157.5 .
C5 H5A Se1 0.99 3.08 3.96(7) 148.8 6_656

_refine_diff_density_max         2.960
_refine_diff_density_min         -1.322
_refine_diff_density_rms         0.322

####################################################################### 
# 
# 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_2-210K
_database_code_depnum_ccdc_archive 'CCDC 1836571'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.5861(12)
_cell_length_b                   13.7084(7)
_cell_length_c                   23.9914(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5783.8(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    5580
_cell_measurement_theta_min      2.8400
_cell_measurement_theta_max      28.9430

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.557
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.383
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.42721
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      210(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50716
_diffrn_reflns_av_unetI/netI     0.0866
_diffrn_reflns_av_R_equivalents  0.1235
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.536
_diffrn_reflns_theta_max         29.651
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7703
_reflns_number_gt                4753
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0634P)²+200.4474P] 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         7703
_refine_ls_number_parameters     190
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1531
_refine_ls_R_factor_gt           0.0886
_refine_ls_wR_factor_ref         0.2030
_refine_ls_wR_factor_gt          0.1756
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
Sn1 Sn -0.00265(7) 0.02162(7) 0.42387(3) 0.0300(2) Uani 1 1 d . . . . .
Sn2 Sn -0.00250(7) 0.19451(6) 0.30256(4) 0.0312(2) Uani 1 1 d . . . . .
Sn3 Sn -0.00450(7) -0.07760(6) 0.27717(4) 0.0309(2) Uani 1 1 d . . . . .
Se1 Se -0.06155(11) -0.12346(11) 0.37203(6) 0.0388(4) Uani 1 1 d . . . . .
Se2 Se -0.05868(10) 0.19021(11) 0.40121(6) 0.0370(4) Uani 1 1 d . . . . .
Se3 Se -0.06192(11) 0.07466(11) 0.23298(6) 0.0396(4) Uani 1 1 d . . . . .
Se4 Se 0.10511(9) 0.00218(12) 0.49239(6) 0.0379(4) Uani 1 1 d . . . . .
Se5 Se 0.09302(9) 0.04591(10) 0.33463(5) 0.0299(3) Uani 1 1 d . . . . .
Se6 Se -0.10377(10) 0.32960(11) 0.26691(7) 0.0409(4) Uani 1 1 d . . . . .
Se7 Se 0.10511(10) 0.30687(11) 0.27620(7) 0.0413(4) Uani 1 1 d . . . . .
N1 N 0.2074(11) 0.0934(13) 0.1557(9) 0.077(6) Uani 1 1 d D . . . .
N2 N 0.2011(19) -0.267(3) 0.4067(13) 0.152(15) Uani 1 1 d D . . . .
C1 C 0.231(2) 0.197(2) 0.143(2) 0.18(2) Uani 1 1 d . . . . .
H1A H 0.2066 0.2411 0.1692 0.267 Uiso 1 1 calc R U . . .
H1B H 0.2862 0.2027 0.1473 0.267 Uiso 1 1 calc R U . . .
H1C H 0.2170 0.2139 0.1055 0.267 Uiso 1 1 calc R U . . .
C2 C 0.1243(17) 0.081(3) 0.1504(19) 0.164(19) Uani 1 1 d . . . . .
H2A H 0.0988 0.1226 0.1771 0.246 Uiso 1 1 calc R U . . .
H2B H 0.1085 0.0982 0.1130 0.246 Uiso 1 1 calc R U . . .
H2C H 0.1111 0.0133 0.1577 0.246 Uiso 1 1 calc R U . . .
C9 C 0.125(2) -0.270(5) 0.419(2) 0.26(4) Uani 1 1 d . . . . .
H9A H 0.0958 -0.2854 0.3861 0.387 Uiso 1 1 calc R U . . .
H9B H 0.1156 -0.3195 0.4475 0.387 Uiso 1 1 calc R U . . .
H9C H 0.1086 -0.2069 0.4336 0.387 Uiso 1 1 calc R U . . .
C4 C 0.246(2) 0.031(3) 0.116(2) 0.23(3) Uani 1 1 d D . . . .
H4A H 0.2950 0.0153 0.1333 0.275 Uiso 1 1 calc R U . . .
H4B H 0.2582 0.0736 0.0842 0.275 Uiso 1 1 calc R U . . .
C3 C 0.232(3) 0.068(4) 0.2130(15) 0.19(2) Uani 1 1 d . . . . .
H3A H 0.2058 0.1093 0.2395 0.288 Uiso 1 1 calc R U . . .
H3B H 0.2190 0.0000 0.2204 0.288 Uiso 1 1 calc R U . . .
H3C H 0.2862 0.0766 0.2164 0.288 Uiso 1 1 calc R U . . .
C8 C 0.225(2) -0.339(4) 0.365(2) 0.26(4) Uani 1 1 d . . . . .
H8A H 0.2794 -0.3318 0.3585 0.388 Uiso 1 1 calc R U . . .
H8B H 0.2145 -0.4037 0.3786 0.388 Uiso 1 1 calc R U . . .
H8C H 0.1978 -0.3274 0.3306 0.388 Uiso 1 1 calc R U . . .
C7 C 0.216(4) -0.160(4) 0.381(2) 0.27(4) Uani 1 1 d . . . . .
H7A H 0.2697 -0.1540 0.3708 0.400 Uiso 1 1 calc R U . . .
H7B H 0.1855 -0.1518 0.3474 0.400 Uiso 1 1 calc R U . . .
H7C H 0.2031 -0.1106 0.4077 0.400 Uiso 1 1 calc R U . . .
C5 C 0.220(5) -0.060(3) 0.091(2) 0.45(7) Uiso 1 1 d D . . . .
H5A H 0.2657 -0.1019 0.0931 0.543 Uiso 1 1 calc R U . . .
H5B H 0.1854 -0.0863 0.1188 0.543 Uiso 1 1 calc R U . . .
C11 C 0.333(3) -0.205(6) 0.453(3) 0.371 Uiso 1 1 d D U . . .
H11A H 0.3246 -0.1349 0.4469 0.445 Uiso 1 1 calc R U . . .
H11B H 0.3559 -0.2282 0.4181 0.445 Uiso 1 1 calc R U . . .
C12 C 0.397(3) -0.207(6) 0.492(3) 0.34(4) Uiso 1 1 d D . . . .
H12A H 0.4387 -0.1694 0.4771 0.511 Uiso 1 1 calc R U . . .
H12B H 0.3808 -0.1788 0.5274 0.511 Uiso 1 1 calc R U . . .
H12C H 0.4127 -0.2738 0.4980 0.511 Uiso 1 1 calc R U . . .
C10 C 0.256(3) -0.245(5) 0.4502(17) 0.27(3) Uiso 1 1 d D . . . .
H10A H 0.2607 -0.3070 0.4700 0.321 Uiso 1 1 calc R U . . .
H10B H 0.2272 -0.2024 0.4754 0.321 Uiso 1 1 calc R U . . .
C6 C 0.186(4) -0.092(5) 0.038(3) 0.379 Uiso 1 1 d D U . . .
H6A H 0.1778 -0.1620 0.0393 0.568 Uiso 1 1 calc R U . . .
H6B H 0.1370 -0.0595 0.0337 0.568 Uiso 1 1 calc R U . . .
H6C H 0.2188 -0.0754 0.0075 0.568 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
Sn1 Se4 2.5229(18) . ?
Sn1 Se1 2.5642(18) . ?
Sn1 Se2 2.5705(17) . ?
Sn1 Se4 2.7183(18) 5_556 ?
Sn1 Se5 2.7434(17) . ?
Sn2 Se7 2.520(2) . ?
Sn2 Se3 2.5649(18) . ?
Sn2 Se2 2.5655(17) . ?
Sn2 Se6 2.7079(19) . ?
Sn2 Se5 2.7502(17) . ?
Sn3 Se6 2.5224(19) 3_545 ?
Sn3 Se3 2.5495(17) . ?
Sn3 Se1 2.5653(17) . ?
Sn3 Se7 2.6978(19) 3_545 ?
Sn3 Se5 2.7763(17) . ?
Se4 Sn1 2.7182(18) 5_556 ?
Se6 Sn3 2.5223(19) 3 ?
Se7 Sn3 2.6978(19) 3 ?
N1 C4 1.453(18) . ?
N1 C2 1.48(3) . ?
N1 C3 1.48(4) . ?
N1 C1 1.51(3) . ?
N2 C9 1.38(5) . ?
N2 C10 1.451(19) . ?
N2 C8 1.46(4) . ?
N2 C7 1.61(7) . ?
C4 C5 1.463(19) . ?
C5 C6 1.46(2) . ?
C11 C10 1.462(19) . ?
C11 C12 1.468(19) . ?

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
Se4 Sn1 Se1 122.52(7) . . ?
Se4 Sn1 Se2 121.38(7) . . ?
Se1 Sn1 Se2 116.10(7) . . ?
Se4 Sn1 Se4 90.22(6) . 5_556 ?
Se1 Sn1 Se4 89.86(6) . 5_556 ?
Se2 Sn1 Se4 90.58(6) . 5_556 ?
Se4 Sn1 Se5 93.48(6) . . ?
Se1 Sn1 Se5 87.90(5) . . ?
Se2 Sn1 Se5 87.76(5) . . ?
Se4 Sn1 Se5 176.29(6) 5_556 . ?
Se7 Sn2 Se3 122.28(7) . . ?
Se7 Sn2 Se2 122.32(7) . . ?
Se3 Sn2 Se2 115.39(7) . . ?
Se7 Sn2 Se6 89.81(6) . . ?
Se3 Sn2 Se6 87.97(6) . . ?
Se2 Sn2 Se6 93.08(6) . . ?
Se7 Sn2 Se5 93.69(6) . . ?
Se3 Sn2 Se5 87.50(5) . . ?
Se2 Sn2 Se5 87.71(5) . . ?
Se6 Sn2 Se5 175.30(6) . . ?
Se6 Sn3 Se3 122.51(7) 3_545 . ?
Se6 Sn3 Se1 122.93(7) 3_545 . ?
Se3 Sn3 Se1 114.50(7) . . ?
Se6 Sn3 Se7 90.00(6) 3_545 3_545 ?
Se3 Sn3 Se7 91.34(6) . 3_545 ?
Se1 Sn3 Se7 91.19(6) . 3_545 ?
Se6 Sn3 Se5 92.83(6) 3_545 . ?
Se3 Sn3 Se5 87.25(5) . . ?
Se1 Sn3 Se5 87.17(5) . . ?
Se7 Sn3 Se5 177.17(6) 3_545 . ?
Sn1 Se1 Sn3 94.72(6) . . ?
Sn2 Se2 Sn1 93.91(6) . . ?
Sn3 Se3 Sn2 95.30(6) . . ?
Sn1 Se4 Sn1 89.79(6) . 5_556 ?
Sn1 Se5 Sn2 86.20(5) . . ?
Sn1 Se5 Sn3 86.25(5) . . ?
Sn2 Se5 Sn3 86.30(5) . . ?
Sn3 Se6 Sn2 88.90(6) 3 . ?
Sn2 Se7 Sn3 89.17(6) . 3 ?
C4 N1 C2 110(3) . . ?
C4 N1 C3 110(3) . . ?
C2 N1 C3 110(3) . . ?
C4 N1 C1 107(3) . . ?
C2 N1 C1 112(2) . . ?
C3 N1 C1 109(3) . . ?
C9 N2 C10 120(4) . . ?
C9 N2 C8 114(4) . . ?
C10 N2 C8 116(3) . . ?
C9 N2 C7 106(4) . . ?
C10 N2 C7 89(4) . . ?
C8 N2 C7 107(4) . . ?
N1 C4 C5 129(4) . . ?
C6 C5 C4 137(5) . . ?
C10 C11 C12 137(4) . . ?
N2 C10 C11 136(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
C1 H1B Se2 0.97 2.97 3.84(4) 150.1 6_656
C1 H1A Se7 0.97 3.25 4.17(4) 157.6 .
C2 H2C Se6 0.97 3.10 3.99(3) 152.8 3_545
C9 H9C Se4 0.97 3.20 4.13(6) 163.6 .
C4 H4A Se1 0.98 3.16 4.00(5) 144.5 6_656
C3 H3C Se3 0.97 2.93 3.86(5) 159.0 6_656
C3 H3A Se5 0.97 3.15 3.82(4) 127.6 .
C3 H3B Se6 0.97 3.11 3.99(5) 152.4 3_545
C8 H8A Se5 0.97 2.86 3.64(3) 138.4 8_655
C8 H8C Se3 0.97 3.14 3.90(4) 136.6 3_545
C7 H7A Se7 0.97 3.21 4.04(5) 145.0 8_655
C7 H7B Se5 0.97 3.18 3.73(6) 117.8 .
C7 H7B Se6 0.97 3.11 4.06(6) 166.7 3_545
C7 H7C Se4 0.97 3.08 4.00(4) 158.3 .
C5 H5A Se1 0.98 3.17 4.03(8) 148.2 6_656

_refine_diff_density_max         2.255
_refine_diff_density_min         -1.483
_refine_diff_density_rms         0.305

####################################################################### 
# 
# 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_2-420K
_database_code_depnum_ccdc_archive 'CCDC 1836575'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.7039(13)
_cell_length_b                   13.7664(8)
_cell_length_c                   24.2192(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5902.7(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    420(2)
_cell_measurement_reflns_used    3665
_cell_measurement_theta_min      2.5330
_cell_measurement_theta_max      25.3600

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.505
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.154
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.33675
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      420(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27521
_diffrn_reflns_av_unetI/netI     0.0939
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.405
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6017
_reflns_number_gt                3231
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0848P)²+50.7409P] 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         6017
_refine_ls_number_parameters     149
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.1545
_refine_ls_R_factor_gt           0.0762
_refine_ls_wR_factor_ref         0.2016
_refine_ls_wR_factor_gt          0.1687
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.028
_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
Sn1 Sn 0.49961(7) 0.01482(7) 0.07594(4) 0.0490(3) Uani 1 1 d . . . . .
Sn2 Sn 0.49942(7) 0.17658(7) 0.20081(4) 0.0531(3) Uani 1 1 d . . . . .
Sn3 Sn 0.49589(7) -0.09705(7) 0.21881(4) 0.0529(3) Uani 1 1 d . . . . .
Se1 Se 0.44234(11) -0.13548(12) 0.12285(6) 0.0626(5) Uani 1 1 d . . . . .
Se2 Se 0.44513(11) 0.18111(12) 0.10262(6) 0.0630(5) Uani 1 1 d . . . . .
Se3 Se 0.43871(11) 0.05186(12) 0.26528(7) 0.0658(5) Uani 1 1 d . . . . .
Se4 Se 0.60483(10) 0.00028(13) 0.00640(6) 0.0626(5) Uani 1 1 d . . . . .
Se5 Se 0.59524(9) 0.03041(10) 0.16511(6) 0.0497(4) Uani 1 1 d . . . . .
Se6 Se 0.39768(10) 0.30846(12) 0.23819(8) 0.0669(5) Uani 1 1 d . . . . .
Se7 Se 0.60552(10) 0.28522(13) 0.23174(8) 0.0712(5) Uani 1 1 d . . . . .
N1 N 0.2114(14) 0.0643(19) 0.1557(10) 0.130(7) Uani 1 1 d D . . . .
N2 N 0.1935(18) -0.274(3) 0.4116(13) 0.234(15) Uiso 1 1 d D . . . .
C1 C 0.237(2) 0.167(3) 0.1437(18) 0.25(2) Uiso 1 1 d . . . . .
H1A H 0.2073 0.2119 0.1655 0.375 Uiso 1 1 calc R U . . .
H1B H 0.2891 0.1744 0.1528 0.375 Uiso 1 1 calc R U . . .
H1C H 0.2293 0.1813 0.1052 0.375 Uiso 1 1 calc R U . . .
C4 C 0.1313(17) 0.050(3) 0.1459(15) 0.190(15) Uiso 1 1 d D . . . .
H4A H 0.1076 0.1022 0.1668 0.229 Uiso 1 1 calc R U . . .
H4B H 0.1195 -0.0089 0.1659 0.229 Uiso 1 1 calc R U . . .
C3 C 0.232(3) 0.046(3) 0.213(2) 0.26(2) Uiso 1 1 d . . . . .
H3A H 0.2097 0.0938 0.2363 0.391 Uiso 1 1 calc R U . . .
H3B H 0.2148 -0.0176 0.2235 0.391 Uiso 1 1 calc R U . . .
H3C H 0.2863 0.0484 0.2165 0.391 Uiso 1 1 calc R U . . .
C8 C 0.216(3) -0.350(3) 0.3674(14) 0.30(3) Uiso 1 1 d D . . . .
H8A H 0.2670 -0.3717 0.3745 0.454 Uiso 1 1 calc R U . . .
H8B H 0.1825 -0.4040 0.3690 0.454 Uiso 1 1 calc R U . . .
H8C H 0.2142 -0.3207 0.3315 0.454 Uiso 1 1 calc R U . . .
C9 C 0.108(3) -0.232(5) 0.403(3) 0.44(5) Uiso 1 1 d D . . . .
H9A H 0.0972 -0.1853 0.4316 0.662 Uiso 1 1 calc R U . . .
H9B H 0.1044 -0.2011 0.3677 0.662 Uiso 1 1 calc R U . . .
H9C H 0.0727 -0.2844 0.4052 0.662 Uiso 1 1 calc R U . . .
C7 C 0.189(2) -0.325(3) 0.4656(13) 0.296 Uiso 1 1 d D U . . .
H7A H 0.2370 -0.3523 0.4744 0.444 Uiso 1 1 calc DR U . . .
H7B H 0.1745 -0.2791 0.4938 0.444 Uiso 1 1 calc R U . . .
H7C H 0.1516 -0.3753 0.4634 0.444 Uiso 1 1 calc R U . . .
C10 C 0.260(2) -0.207(3) 0.4118(16) 0.330 Uiso 1 1 d D U . . .
H10A H 0.2778 -0.2054 0.3739 0.396 Uiso 1 1 calc R U . . .
H10B H 0.2396 -0.1427 0.4189 0.396 Uiso 1 1 calc R U . . .
C2 C 0.249(3) -0.013(3) 0.127(2) 0.29(3) Uiso 1 1 d D . . . .
H2A H 0.3027 -0.0067 0.1319 0.432 Uiso 1 1 calc R U . . .
H2B H 0.2324 -0.0741 0.1408 0.432 Uiso 1 1 calc R U . . .
H2C H 0.2375 -0.0085 0.0881 0.432 Uiso 1 1 calc R U . . .
C6 C 0.032(3) -0.027(4) 0.076(2) 0.37(4) Uiso 1 1 d D . . . .
H6A H 0.0133 -0.0066 0.0404 0.554 Uiso 1 1 calc R U . . .
H6B H 0.0565 -0.0891 0.0719 0.554 Uiso 1 1 calc R U . . .
H6C H -0.0091 -0.0326 0.1013 0.554 Uiso 1 1 calc R U . . .
C5 C 0.086(3) 0.044(5) 0.096(2) 0.43(4) Uiso 1 1 d D . . . .
H5A H 0.0582 0.1042 0.0954 0.517 Uiso 1 1 calc R U . . .
H5B H 0.1227 0.0486 0.0665 0.517 Uiso 1 1 calc R U . . .
C11 C 0.331(2) -0.212(3) 0.446(3) 0.42(4) Uiso 1 1 d D . . . .
H11A H 0.3129 -0.2405 0.4800 0.506 Uiso 1 1 calc DR U . . .
H11B H 0.3594 -0.2624 0.4278 0.506 Uiso 1 1 calc R U . . .
C12 C 0.388(3) -0.146(4) 0.464(2) 0.395 Uiso 1 1 d D U . . .
H12A H 0.4244 -0.1811 0.4863 0.592 Uiso 1 1 calc R U . . .
H12B H 0.4132 -0.1181 0.4330 0.592 Uiso 1 1 calc R U . . .
H12C H 0.3659 -0.0957 0.4862 0.592 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
Sn1 Se4 2.5193(19) . ?
Sn1 Se2 2.5667(19) . ?
Sn1 Se1 2.5690(19) . ?
Sn1 Se4 2.7274(19) 5_655 ?
Sn1 Se5 2.7526(18) . ?
Sn2 Se7 2.515(2) . ?
Sn2 Se3 2.558(2) . ?
Sn2 Se2 2.5658(18) . ?
Sn2 Se6 2.713(2) . ?
Sn2 Se5 2.7702(19) . ?
Sn3 Se6 2.515(2) 3_645 ?
Sn3 Se3 2.5483(19) . ?
Sn3 Se1 2.5650(19) . ?
Sn3 Se7 2.699(2) 3_645 ?
Sn3 Se5 2.8044(19) . ?
Se4 Sn1 2.7274(19) 5_655 ?
Se6 Sn3 2.515(2) 3_655 ?
Se7 Sn3 2.699(2) 3_655 ?
N1 C2 1.435(19) . ?
N1 C4 1.451(18) . ?
N1 C3 1.46(5) . ?
N1 C1 1.52(4) . ?
N2 C9 1.63(5) . ?
N2 C8 1.55(4) . ?
N2 C7 1.485(18) . ?
N2 C10 1.502(16) . ?
C4 C5 1.454(19) . ?
C10 C11 1.493(18) . ?
C6 C5 1.449(19) . ?
C11 C12 1.432(19) . ?

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
Se4 Sn1 Se2 121.13(7) . . ?
Se4 Sn1 Se1 121.57(7) . . ?
Se2 Sn1 Se1 117.30(7) . . ?
Se4 Sn1 Se4 90.37(6) . 5_655 ?
Se2 Sn1 Se4 89.85(6) . 5_655 ?
Se1 Sn1 Se4 89.68(6) . 5_655 ?
Se4 Sn1 Se5 94.35(6) . . ?
Se2 Sn1 Se5 87.94(6) . . ?
Se1 Sn1 Se5 87.62(6) . . ?
Se4 Sn1 Se5 175.27(6) 5_655 . ?
Se7 Sn2 Se3 122.09(7) . . ?
Se7 Sn2 Se2 122.78(8) . . ?
Se3 Sn2 Se2 115.13(7) . . ?
Se7 Sn2 Se6 89.91(6) . . ?
Se3 Sn2 Se6 88.08(7) . . ?
Se2 Sn2 Se6 92.54(6) . . ?
Se7 Sn2 Se5 93.87(7) . . ?
Se3 Sn2 Se5 87.73(6) . . ?
Se2 Sn2 Se5 87.58(6) . . ?
Se6 Sn2 Se5 175.42(7) . . ?
Se6 Sn3 Se3 122.06(7) 3_645 . ?
Se6 Sn3 Se1 123.05(7) 3_645 . ?
Se3 Sn3 Se1 114.79(7) . . ?
Se6 Sn3 Se7 90.23(6) 3_645 3_645 ?
Se3 Sn3 Se7 91.31(7) . 3_645 ?
Se1 Sn3 Se7 91.86(7) . 3_645 ?
Se6 Sn3 Se5 92.62(6) 3_645 . ?
Se3 Sn3 Se5 87.17(6) . . ?
Se1 Sn3 Se5 86.60(6) . . ?
Se7 Sn3 Se5 177.15(7) 3_645 . ?
Sn3 Se1 Sn1 95.09(6) . . ?
Sn2 Se2 Sn1 94.07(6) . . ?
Sn3 Se3 Sn2 95.94(6) . . ?
Sn1 Se4 Sn1 89.63(6) . 5_655 ?
Sn1 Se5 Sn2 85.69(5) . . ?
Sn1 Se5 Sn3 85.94(5) . . ?
Sn2 Se5 Sn3 85.73(6) . . ?
Sn3 Se6 Sn2 89.25(7) 3_655 . ?
Sn2 Se7 Sn3 89.57(7) . 3_655 ?
C2 N1 C4 106(3) . . ?
C2 N1 C3 103(3) . . ?
C4 N1 C3 112(3) . . ?
C2 N1 C1 117(3) . . ?
C4 N1 C1 112(3) . . ?
C3 N1 C1 106(3) . . ?
C9 N2 C8 113(4) . . ?
C9 N2 C7 103(3) . . ?
C8 N2 C7 108(2) . . ?
C9 N2 C10 121(4) . . ?
C8 N2 C10 102(3) . . ?
C7 N2 C10 109.4(12) . . ?
N1 C4 C5 133(3) . . ?
C11 C10 N2 129.1(17) . . ?
C6 C5 C4 134(4) . . ?
C12 C11 C10 138(3) . . ?

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
C1 H1B Se2 0.96 3.02 3.83(4) 142.8 .
C4 H4B Se6 0.97 3.08 4.04(4) 172.1 8_655
C3 H3B Se6 0.96 3.13 4.04(5) 158.3 8_655
C3 H3C Se3 0.96 2.95 3.87(5) 161.6 .
C9 H9B Se6 0.96 3.14 4.04(6) 155.9 8_655
C8 H8A Se5 0.96 2.95 3.80(5) 149.0 3_645
C9 H9A Se4 0.96 2.97 3.87(8) 158.2 6_556
C2 H2A Se1 0.96 3.05 3.82(5) 137.9 .

_refine_diff_density_max         1.958
_refine_diff_density_min         -1.167
_refine_diff_density_rms         0.237

####################################################################### 
# 
# 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_2-130K
_database_code_depnum_ccdc_archive 'CCDC 1836570'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.4184(15)
_cell_length_b                   13.6963(6)
_cell_length_c                   23.9378(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5710.8(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    5993
_cell_measurement_theta_min      2.9290
_cell_measurement_theta_max      30.0200

_exptl_crystal_description       PLATE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.589
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.529
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.42509
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'four-circle diffractometer'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49440
_diffrn_reflns_av_unetI/netI     0.0656
_diffrn_reflns_av_R_equivalents  0.1252
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.772
_diffrn_reflns_theta_max         27.100
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6299
_reflns_number_gt                4419
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0630P)²+448.3426P] 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         6299
_refine_ls_number_parameters     191
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1305
_refine_ls_R_factor_gt           0.0888
_refine_ls_wR_factor_ref         0.2185
_refine_ls_wR_factor_gt          0.1956
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
Sn1 Sn -0.00306(8) 0.02171(8) 0.42380(5) 0.0272(3) Uani 1 1 d . . . . .
Sn2 Sn -0.00283(9) 0.19489(8) 0.30250(5) 0.0308(3) Uani 1 1 d . . . . .
Sn3 Sn -0.00527(8) -0.07707(8) 0.27675(5) 0.0296(3) Uani 1 1 d . . . . .
Se1 Se -0.06280(13) -0.12339(13) 0.37184(7) 0.0335(5) Uani 1 1 d . . . . .
Se2 Se -0.05977(13) 0.19022(13) 0.40144(7) 0.0328(4) Uani 1 1 d . . . . .
Se3 Se -0.06315(14) 0.07537(13) 0.23260(8) 0.0398(5) Uani 1 1 d . . . . .
Se4 Se 0.10603(12) 0.00244(15) 0.49225(7) 0.0333(4) Uani 1 1 d . . . . .
Se5 Se 0.09290(11) 0.04618(12) 0.33415(7) 0.0290(4) Uani 1 1 d . . . . .
Se6 Se -0.10455(13) 0.33052(13) 0.26721(9) 0.0402(5) Uani 1 1 d . . . . .
Se7 Se 0.10613(13) 0.30665(14) 0.27656(9) 0.0399(5) Uani 1 1 d . . . . .
N1 N 0.2053(13) 0.0945(14) 0.1550(10) 0.062(6) Uani 1 1 d D . . . .
N2 N 0.201(2) -0.265(3) 0.4069(16) 0.147(19) Uani 1 1 d D . . . .
C1 C 0.234(2) 0.199(2) 0.149(2) 0.14(2) Uani 1 1 d . . . . .
H1A H 0.2893 0.2006 0.1557 0.213 Uiso 1 1 calc R U . . .
H1B H 0.2235 0.2214 0.1105 0.213 Uiso 1 1 calc R U . . .
H1C H 0.2074 0.2408 0.1754 0.213 Uiso 1 1 calc R U . . .
C2 C 0.1243(17) 0.078(3) 0.146(2) 0.15(2) Uani 1 1 d . . . . .
H2A H 0.0946 0.1197 0.1713 0.219 Uiso 1 1 calc R U . . .
H2B H 0.1113 0.0944 0.1072 0.219 Uiso 1 1 calc R U . . .
H2C H 0.1121 0.0095 0.1532 0.219 Uiso 1 1 calc R U . . .
C9 C 0.121(3) -0.268(6) 0.418(2) 0.22(4) Uani 1 1 d . . . . .
H9A H 0.0928 -0.2857 0.3844 0.323 Uiso 1 1 calc R U . . .
H9B H 0.1107 -0.3174 0.4474 0.323 Uiso 1 1 calc R U . . .
H9C H 0.1036 -0.2042 0.4316 0.323 Uiso 1 1 calc R U . . .
C4 C 0.246(3) 0.031(3) 0.116(2) 0.18(3) Uani 1 1 d D . . . .
H4A H 0.2938 0.0129 0.1357 0.216 Uiso 1 1 calc R U . . .
H4B H 0.2612 0.0740 0.0850 0.216 Uiso 1 1 calc R U . . .
C3 C 0.230(3) 0.063(4) 0.2115(15) 0.16(2) Uani 1 1 d . . . . .
H3A H 0.2854 0.0750 0.2158 0.244 Uiso 1 1 calc R U . . .
H3B H 0.2019 0.0993 0.2399 0.244 Uiso 1 1 calc R U . . .
H3C H 0.2202 -0.0073 0.2159 0.244 Uiso 1 1 calc R U . . .
C8 C 0.227(2) -0.338(4) 0.367(3) 0.20(3) Uani 1 1 d . . . . .
H8A H 0.2828 -0.3313 0.3614 0.306 Uiso 1 1 calc R U . . .
H8B H 0.2162 -0.4035 0.3818 0.306 Uiso 1 1 calc R U . . .
H8C H 0.2007 -0.3290 0.3315 0.306 Uiso 1 1 calc R U . . .
C7 C 0.216(5) -0.158(5) 0.379(3) 0.27(4) Uani 1 1 d . . . . .
H7A H 0.2706 -0.1505 0.3695 0.399 Uiso 1 1 calc R U . . .
H7B H 0.1854 -0.1518 0.3444 0.399 Uiso 1 1 calc R U . . .
H7C H 0.2008 -0.1065 0.4051 0.399 Uiso 1 1 calc R U . . .
C5 C 0.219(4) -0.059(3) 0.090(3) 0.31(5) Uiso 1 1 d D . . . .
H5A H 0.2671 -0.0951 0.0814 0.368 Uiso 1 1 calc R U . . .
H5B H 0.1946 -0.0957 0.1206 0.368 Uiso 1 1 calc R U . . .
C11 C 0.336(3) -0.209(7) 0.452(3) 0.34(6) Uiso 1 1 d D . . . .
H11A H 0.3327 -0.1398 0.4400 0.413 Uiso 1 1 calc R U . . .
H11B H 0.3598 -0.2440 0.4208 0.413 Uiso 1 1 calc R U . . .
C12 C 0.397(3) -0.207(6) 0.494(3) 0.26(4) Uiso 1 1 d D . . . .
H12A H 0.4432 -0.1780 0.4782 0.392 Uiso 1 1 calc R U . . .
H12B H 0.3801 -0.1674 0.5264 0.392 Uiso 1 1 calc R U . . .
H12C H 0.4077 -0.2734 0.5069 0.392 Uiso 1 1 calc R U . . .
C10 C 0.256(3) -0.241(5) 0.4504(18) 0.22(3) Uiso 1 1 d D . . . .
H10A H 0.2560 -0.3003 0.4741 0.260 Uiso 1 1 calc R U . . .
H10B H 0.2286 -0.1909 0.4725 0.260 Uiso 1 1 calc R U . . .
C6 C 0.170(5) -0.081(6) 0.042(4) 0.379 Uiso 1 1 d D U . . .
H6A H 0.1657 -0.1519 0.0370 0.568 Uiso 1 1 calc R U . . .
H6B H 0.1189 -0.0531 0.0476 0.568 Uiso 1 1 calc R U . . .
H6C H 0.1926 -0.0525 0.0078 0.568 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
Sn1 Se4 2.523(2) . ?
Sn1 Se1 2.565(2) . ?
Sn1 Se2 2.567(2) . ?
Sn1 Se4 2.714(2) 5_556 ?
Sn1 Se5 2.741(2) . ?
Sn2 Se7 2.516(3) . ?
Sn2 Se3 2.566(2) . ?
Sn2 Se2 2.568(2) . ?
Sn2 Se6 2.702(2) . ?
Sn2 Se5 2.739(2) . ?
Sn3 Se6 2.524(2) 3_545 ?
Sn3 Se3 2.548(2) . ?
Sn3 Se1 2.567(2) . ?
Sn3 Se7 2.693(2) 3_545 ?
Sn3 Se5 2.768(2) . ?
Se4 Sn1 2.714(2) 5_556 ?
Se6 Sn3 2.524(2) 3 ?
Se7 Sn3 2.693(2) 3 ?
N1 C2 1.44(4) . ?
N1 C4 1.453(18) . ?
N1 C3 1.49(4) . ?
N1 C1 1.52(4) . ?
N2 C9 1.43(6) . ?
N2 C10 1.448(19) . ?
N2 C8 1.45(4) . ?
N2 C7 1.64(9) . ?
C4 C5 1.467(19) . ?
C5 C6 1.46(2) . ?
C11 C10 1.46(2) . ?
C11 C12 1.46(2) . ?

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
Se4 Sn1 Se1 122.64(8) . . ?
Se4 Sn1 Se2 121.29(8) . . ?
Se1 Sn1 Se2 116.07(8) . . ?
Se4 Sn1 Se4 90.23(7) . 5_556 ?
Se1 Sn1 Se4 89.80(7) . 5_556 ?
Se2 Sn1 Se4 90.55(7) . 5_556 ?
Se4 Sn1 Se5 93.55(7) . . ?
Se1 Sn1 Se5 87.85(7) . . ?
Se2 Sn1 Se5 87.79(6) . . ?
Se4 Sn1 Se5 176.20(8) 5_556 . ?
Se7 Sn2 Se3 122.41(9) . . ?
Se7 Sn2 Se2 122.28(8) . . ?
Se3 Sn2 Se2 115.30(8) . . ?
Se7 Sn2 Se6 89.95(7) . . ?
Se3 Sn2 Se6 88.07(8) . . ?
Se2 Sn2 Se6 92.99(7) . . ?
Se7 Sn2 Se5 93.52(8) . . ?
Se3 Sn2 Se5 87.43(7) . . ?
Se2 Sn2 Se5 87.79(6) . . ?
Se6 Sn2 Se5 175.33(8) . . ?
Se6 Sn3 Se3 122.54(9) 3_545 . ?
Se6 Sn3 Se1 122.80(8) 3_545 . ?
Se3 Sn3 Se1 114.58(8) . . ?
Se6 Sn3 Se7 90.01(7) 3_545 3_545 ?
Se3 Sn3 Se7 91.72(8) . 3_545 ?
Se1 Sn3 Se7 91.11(8) . 3_545 ?
Se6 Sn3 Se5 92.56(8) 3_545 . ?
Se3 Sn3 Se5 87.17(7) . . ?
Se1 Sn3 Se5 87.23(6) . . ?
Se7 Sn3 Se5 177.41(8) 3_545 . ?
Sn1 Se1 Sn3 94.60(7) . . ?
Sn1 Se2 Sn2 93.79(7) . . ?
Sn3 Se3 Sn2 95.18(8) . . ?
Sn1 Se4 Sn1 89.77(7) . 5_556 ?
Sn2 Se5 Sn1 86.34(7) . . ?
Sn2 Se5 Sn3 86.57(7) . . ?
Sn1 Se5 Sn3 86.41(7) . . ?
Sn3 Se6 Sn2 88.75(8) 3 . ?
Sn2 Se7 Sn3 89.12(8) . 3 ?
C2 N1 C4 107(3) . . ?
C2 N1 C3 112(3) . . ?
C4 N1 C3 105(3) . . ?
C2 N1 C1 117(3) . . ?
C4 N1 C1 110(3) . . ?
C3 N1 C1 106(3) . . ?
C9 N2 C10 121(4) . . ?
C9 N2 C8 114(4) . . ?
C10 N2 C8 115(4) . . ?
C9 N2 C7 105(4) . . ?
C10 N2 C7 89(4) . . ?
C8 N2 C7 107(5) . . ?
N1 C4 C5 129(3) . . ?
C6 C5 C4 134(4) . . ?
C10 C11 C12 136(4) . . ?
N2 C10 C11 136(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
C1 H1A Se2 0.98 2.97 3.79(4) 142.3 6_656
C1 H1C Se7 0.98 3.13 4.07(4) 160.6 .
C2 H2C Se6 0.98 3.11 3.99(3) 151.0 3_545
C9 H9C Se4 0.98 3.18 4.12(6) 160.1 .
C4 H4A Se1 0.99 3.12 3.96(5) 143.1 6_656
C3 H3A Se3 0.98 2.91 3.84(5) 158.8 6_656
C3 H3B Se5 0.98 3.04 3.80(5) 135.2 .
C3 H3C Se6 0.98 3.03 3.89(5) 148.5 3_545
C8 H8A Se5 0.98 2.82 3.60(4) 137.1 8_655
C8 H8C Se3 0.98 3.13 3.91(5) 137.4 3_545
C7 H7A Se7 0.98 3.15 3.98(7) 143.1 8_655
C7 H7B Se5 0.98 3.16 3.68(8) 114.4 .
C7 H7B Se6 0.98 3.03 4.00(7) 169.3 3_545
C7 H7C Se4 0.98 3.05 3.98(6) 159.6 .
C5 H5A Se1 0.99 3.19 4.01(7) 140.9 6_656

_refine_diff_density_max         2.284
_refine_diff_density_min         -1.430
_refine_diff_density_rms         0.307

####################################################################### 
# 
# 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_2-320K
_database_code_depnum_ccdc_archive 'CCDC 1836577'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.5771(13)
_cell_length_b                   13.7282(8)
_cell_length_c                   24.1464(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5826.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    320(2)
_cell_measurement_reflns_used    5147
_cell_measurement_theta_min      2.8820
_cell_measurement_theta_max      26.6590

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.538
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.300
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.37619
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      320(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49302
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_av_R_equivalents  0.1209
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.528
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6423
_reflns_number_gt                4140
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0756P)²+88.6872P] 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         6423
_refine_ls_number_parameters     155
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.1924
_refine_ls_wR_factor_gt          0.1690
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      2.944
_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
Sn1 Sn 0.49888(6) 0.01775(6) 0.07591(3) 0.0370(2) Uani 1 1 d . . . . .
Sn2 Sn 0.49900(6) 0.18516(6) 0.19893(4) 0.0397(3) Uani 1 1 d . . . . .
Sn3 Sn 0.49573(6) -0.08829(7) 0.22054(4) 0.0394(3) Uani 1 1 d . . . . .
Se1 Se 0.44096(10) -0.13102(11) 0.12506(6) 0.0485(4) Uani 1 1 d . . . . .
Se2 Se 0.44391(10) 0.18575(11) 0.10050(6) 0.0476(4) Uani 1 1 d . . . . .
Se3 Se 0.43823(10) 0.06257(11) 0.26589(6) 0.0492(4) Uani 1 1 d . . . . .
Se4 Se 0.60567(9) 0.00107(12) 0.00673(5) 0.0469(4) Uani 1 1 d . . . . .
Se5 Se 0.59487(8) 0.03695(10) 0.16496(5) 0.0377(3) Uani 1 1 d . . . . .
Se6 Se 0.39673(10) 0.31846(11) 0.23539(7) 0.0509(4) Uani 1 1 d . . . . .
Se7 Se 0.60616(10) 0.29550(12) 0.22798(7) 0.0533(4) Uani 1 1 d . . . . .
N1 N 0.2112(11) 0.0823(14) 0.1564(8) 0.088(5) Uani 1 1 d D . . . .
N2 N 0.1960(15) -0.276(2) 0.4133(10) 0.143(9) Uiso 1 1 d D . . . .
C1 C 0.232(2) 0.180(2) 0.1411(18) 0.20(2) Uani 1 1 d . . . . .
H1A H 0.2857 0.1895 0.1478 0.303 Uiso 1 1 calc R U . . .
H1B H 0.2218 0.1903 0.1025 0.303 Uiso 1 1 calc R U . . .
H1C H 0.2038 0.2259 0.1628 0.303 Uiso 1 1 calc R U . . .
C4 C 0.1302(13) 0.068(2) 0.1464(13) 0.138(11) Uiso 1 1 d D . . . .
H4A H 0.1164 0.0131 0.1698 0.166 Uiso 1 1 calc R U . . .
H4B H 0.1059 0.1242 0.1628 0.166 Uiso 1 1 calc R U . . .
C3 C 0.232(2) 0.060(3) 0.2139(18) 0.190(17) Uiso 1 1 d . . . . .
H3A H 0.2167 -0.0057 0.2224 0.285 Uiso 1 1 calc R U . . .
H3B H 0.2856 0.0664 0.2185 0.285 Uiso 1 1 calc R U . . .
H3C H 0.2060 0.1042 0.2383 0.285 Uiso 1 1 calc R U . . .
C8 C 0.213(2) -0.352(3) 0.3714(13) 0.209(18) Uiso 1 1 d D . . . .
H8A H 0.2641 -0.3743 0.3763 0.314 Uiso 1 1 calc R U . . .
H8B H 0.1782 -0.4050 0.3758 0.314 Uiso 1 1 calc R U . . .
H8C H 0.2074 -0.3245 0.3349 0.314 Uiso 1 1 calc R U . . .
C9 C 0.115(2) -0.242(3) 0.4043(16) 0.22(2) Uiso 1 1 d D . . . .
H9A H 0.1028 -0.1924 0.4310 0.336 Uiso 1 1 calc R U . . .
H9B H 0.1103 -0.2154 0.3677 0.336 Uiso 1 1 calc R U . . .
H9C H 0.0811 -0.2959 0.4085 0.336 Uiso 1 1 calc R U . . .
C7 C 0.198(2) -0.323(3) 0.4708(12) 0.296 Uiso 1 1 d D U . . .
H7A H 0.1875 -0.2746 0.4985 0.444 Uiso 1 1 calc DR U . . .
H7B H 0.1611 -0.3738 0.4728 0.444 Uiso 1 1 calc R U . . .
H7C H 0.2480 -0.3496 0.4772 0.444 Uiso 1 1 calc R U . . .
C10 C 0.265(3) -0.205(4) 0.4137(19) 0.37(4) Uiso 1 1 d D . . . .
H10A H 0.2930 -0.2176 0.3800 0.443 Uiso 1 1 calc R U . . .
H10B H 0.2439 -0.1399 0.4103 0.443 Uiso 1 1 calc R U . . .
C2 C 0.252(3) 0.004(3) 0.125(2) 0.24(2) Uiso 1 1 d . . . . .
H2A H 0.2351 -0.0583 0.1377 0.353 Uiso 1 1 calc R U . . .
H2B H 0.2419 0.0111 0.0864 0.353 Uiso 1 1 calc R U . . .
H2C H 0.3059 0.0102 0.1316 0.353 Uiso 1 1 calc R U . . .
C6 C 0.022(3) 0.001(4) 0.075(2) 0.31(3) Uiso 1 1 d D . . . .
H6A H 0.0172 0.0117 0.0360 0.467 Uiso 1 1 calc DR U . . .
H6B H 0.0269 -0.0672 0.0824 0.467 Uiso 1 1 calc R U . . .
H6C H -0.0221 0.0261 0.0937 0.467 Uiso 1 1 calc R U . . .
C5 C 0.089(3) 0.051(5) 0.0953(18) 0.35(4) Uiso 1 1 d D . . . .
H5A H 0.0803 0.1172 0.0823 0.416 Uiso 1 1 calc R U . . .
H5B H 0.1284 0.0258 0.0712 0.416 Uiso 1 1 calc R U . . .
C11 C 0.322(3) -0.202(5) 0.461(2) 0.44(5) Uiso 1 1 d D . . . .
H11A H 0.2925 -0.1779 0.4916 0.530 Uiso 1 1 calc DR U . . .
H11B H 0.3304 -0.2708 0.4688 0.530 Uiso 1 1 calc R U . . .
C12 C 0.395(2) -0.160(5) 0.469(2) 0.395 Uiso 1 1 d D U . . .
H12A H 0.4130 -0.1758 0.5056 0.592 Uiso 1 1 calc R U . . .
H12B H 0.4301 -0.1851 0.4421 0.592 Uiso 1 1 calc R U . . .
H12C H 0.3916 -0.0905 0.4653 0.592 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
Sn1 Se4 2.5231(18) . ?
Sn1 Se2 2.5701(17) . ?
Sn1 Se1 2.5722(17) . ?
Sn1 Se4 2.7250(17) 5_655 ?
Sn1 Se5 2.7458(16) . ?
Sn2 Se7 2.5169(19) . ?
Sn2 Se2 2.5665(17) . ?
Sn2 Se3 2.5667(18) . ?
Sn2 Se6 2.7121(18) . ?
Sn2 Se5 2.7663(17) . ?
Sn3 Se6 2.5188(18) 3_645 ?
Sn3 Se3 2.5514(17) . ?
Sn3 Se1 2.5664(17) . ?
Sn3 Se7 2.7015(19) 3_645 ?
Sn3 Se5 2.7918(17) . ?
Se4 Sn1 2.7251(17) 5_655 ?
Se6 Sn3 2.5188(18) 3_655 ?
Se7 Sn3 2.7014(19) 3_655 ?
N1 C1 1.44(3) . ?
N1 C4 1.459(17) . ?
N1 C3 1.47(4) . ?
N1 C2 1.49(5) . ?
N2 C8 1.48(4) . ?
N2 C9 1.51(4) . ?
N2 C7 1.534(17) . ?
N2 C10 1.545(16) . ?
C4 C5 1.449(19) . ?
C10 C11 1.520(18) . ?
C6 C5 1.443(19) . ?
C11 C12 1.427(19) . ?

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
Se4 Sn1 Se2 120.94(7) . . ?
Se4 Sn1 Se1 121.86(6) . . ?
Se2 Sn1 Se1 117.20(6) . . ?
Se4 Sn1 Se4 90.47(5) . 5_655 ?
Se2 Sn1 Se4 90.04(6) . 5_655 ?
Se1 Sn1 Se4 89.75(6) . 5_655 ?
Se4 Sn1 Se5 94.02(6) . . ?
Se2 Sn1 Se5 87.94(5) . . ?
Se1 Sn1 Se5 87.60(5) . . ?
Se4 Sn1 Se5 175.50(6) 5_655 . ?
Se7 Sn2 Se2 122.59(7) . . ?
Se7 Sn2 Se3 122.04(7) . . ?
Se2 Sn2 Se3 115.37(7) . . ?
Se7 Sn2 Se6 89.97(6) . . ?
Se2 Sn2 Se6 92.78(6) . . ?
Se3 Sn2 Se6 87.83(6) . . ?
Se7 Sn2 Se5 93.98(6) . . ?
Se2 Sn2 Se5 87.57(5) . . ?
Se3 Sn2 Se5 87.60(5) . . ?
Se6 Sn2 Se5 175.08(6) . . ?
Se6 Sn3 Se3 121.91(7) 3_645 . ?
Se6 Sn3 Se1 123.02(7) 3_645 . ?
Se3 Sn3 Se1 114.99(7) . . ?
Se6 Sn3 Se7 90.17(6) 3_645 3_645 ?
Se3 Sn3 Se7 91.10(6) . 3_645 ?
Se1 Sn3 Se7 91.70(6) . 3_645 ?
Se6 Sn3 Se5 92.73(6) 3_645 . ?
Se3 Sn3 Se5 87.35(5) . . ?
Se1 Sn3 Se5 86.74(5) . . ?
Se7 Sn3 Se5 177.10(6) 3_645 . ?
Sn3 Se1 Sn1 94.85(6) . . ?
Sn2 Se2 Sn1 93.97(5) . . ?
Sn3 Se3 Sn2 95.57(6) . . ?
Sn1 Se4 Sn1 89.53(5) . 5_655 ?
Sn1 Se5 Sn2 85.90(5) . . ?
Sn1 Se5 Sn3 86.20(5) . . ?
Sn2 Se5 Sn3 85.99(5) . . ?
Sn3 Se6 Sn2 89.01(6) 3_655 . ?
Sn2 Se7 Sn3 89.28(6) . 3_655 ?
C1 N1 C4 110(3) . . ?
C1 N1 C3 112(3) . . ?
C4 N1 C3 112(2) . . ?
C1 N1 C2 114(3) . . ?
C4 N1 C2 107(3) . . ?
C3 N1 C2 102(3) . . ?
C8 N2 C9 108(3) . . ?
C8 N2 C7 108(2) . . ?
C9 N2 C7 106.6(19) . . ?
C8 N2 C10 107(3) . . ?
C9 N2 C10 123(3) . . ?
C7 N2 C10 103.8(10) . . ?
C5 C4 N1 131(3) . . ?
C11 C10 N2 122.5(15) . . ?
C6 C5 C4 140(4) . . ?
C12 C11 C10 136(3) . . ?

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
C1 H1A Se2 0.96 3.01 3.85(4) 146.9 .
C4 H4A Se6 0.97 3.11 4.07(3) 168.1 8_655
C3 H3A Se6 0.96 3.15 4.04(4) 156.1 8_655
C3 H3B Se3 0.96 2.92 3.84(4) 162.4 .
C10 H10A Se7 0.97 3.16 4.11(5) 166.3 3_645
C8 H8A Se5 0.96 2.94 3.81(4) 152.2 3_645
C9 H9A Se4 0.96 3.05 3.97(5) 160.2 6_556
C2 H2C Se1 0.96 3.07 3.80(5) 134.4 .

_refine_diff_density_max         1.721
_refine_diff_density_min         -1.391
_refine_diff_density_rms         0.273

####################################################################### 
# 
# 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_2-290K
_database_code_depnum_ccdc_archive 'CCDC 1836574'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.5344(14)
_cell_length_b                   13.7273(9)
_cell_length_c                   24.1221(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5806.2(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    5219
_cell_measurement_theta_min      2.8950
_cell_measurement_theta_max      26.8360

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.547
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.339
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.38438
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            48267
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_av_R_equivalents  0.1176
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.415
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5919
_reflns_number_gt                4092
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0706P)²+153.9193P] 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         5919
_refine_ls_number_parameters     155
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0701
_refine_ls_wR_factor_ref         0.1821
_refine_ls_wR_factor_gt          0.1576
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.029
_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
Sn1 Sn 0.49869(6) 0.01836(7) 0.07591(3) 0.0345(2) Uani 1 1 d . . . . .
Sn2 Sn 0.49885(6) 0.18636(7) 0.19868(4) 0.0373(3) Uani 1 1 d . . . . .
Sn3 Sn 0.49568(6) -0.08673(7) 0.22088(4) 0.0369(3) Uani 1 1 d . . . . .
Se1 Se 0.44070(10) -0.13053(11) 0.12542(6) 0.0450(4) Uani 1 1 d . . . . .
Se2 Se 0.44344(10) 0.18637(11) 0.10022(6) 0.0443(4) Uani 1 1 d . . . . .
Se3 Se 0.43795(10) 0.06444(11) 0.26603(6) 0.0456(4) Uani 1 1 d . . . . .
Se4 Se 0.60578(9) 0.00107(12) 0.00677(5) 0.0435(4) Uani 1 1 d . . . . .
Se5 Se 0.59463(9) 0.03818(10) 0.16502(5) 0.0353(3) Uani 1 1 d . . . . .
Se6 Se 0.39645(10) 0.32013(11) 0.23497(7) 0.0484(4) Uani 1 1 d . . . . .
Se7 Se 0.60634(10) 0.29708(12) 0.22742(7) 0.0497(4) Uani 1 1 d . . . . .
N1 N 0.2114(10) 0.0858(13) 0.1558(7) 0.075(5) Uani 1 1 d D . . . .
N2 N 0.1972(15) -0.2795(19) 0.4130(10) 0.124(8) Uiso 1 1 d D . . . .
C1 C 0.2345(19) 0.1874(17) 0.1436(18) 0.181(19) Uani 1 1 d . . . . .
H1A H 0.2219 0.2029 0.1059 0.271 Uiso 1 1 calc R U . . .
H1B H 0.2082 0.2311 0.1681 0.271 Uiso 1 1 calc R U . . .
H1C H 0.2886 0.1940 0.1489 0.271 Uiso 1 1 calc R U . . .
C4 C 0.1307(13) 0.065(2) 0.1463(12) 0.127(10) Uiso 1 1 d D . . . .
H4A H 0.1187 0.0119 0.1713 0.152 Uiso 1 1 calc R U . . .
H4B H 0.1039 0.1215 0.1607 0.152 Uiso 1 1 calc R U . . .
C3 C 0.232(2) 0.065(3) 0.2137(17) 0.181(16) Uiso 1 1 d . . . . .
H3A H 0.2848 0.0790 0.2194 0.272 Uiso 1 1 calc R U . . .
H3B H 0.2015 0.1051 0.2379 0.272 Uiso 1 1 calc R U . . .
H3C H 0.2221 -0.0023 0.2216 0.272 Uiso 1 1 calc R U . . .
C8 C 0.217(3) -0.357(3) 0.3713(13) 0.196(18) Uiso 1 1 d D . . . .
H8A H 0.1775 -0.4054 0.3710 0.294 Uiso 1 1 calc R U . . .
H8B H 0.2208 -0.3277 0.3352 0.294 Uiso 1 1 calc R U . . .
H8C H 0.2646 -0.3862 0.3811 0.294 Uiso 1 1 calc R U . . .
C9 C 0.118(3) -0.246(4) 0.4060(18) 0.24(2) Uiso 1 1 d D . . . .
H9A H 0.1066 -0.1964 0.4331 0.356 Uiso 1 1 calc R U . . .
H9B H 0.1114 -0.2190 0.3694 0.356 Uiso 1 1 calc R U . . .
H9C H 0.0835 -0.2995 0.4108 0.356 Uiso 1 1 calc R U . . .
C7 C 0.206(2) -0.323(3) 0.4708(12) 0.296 Uiso 1 1 d D U . . .
H7A H 0.1933 -0.2752 0.4981 0.444 Uiso 1 1 calc DR U . . .
H7B H 0.1715 -0.3778 0.4745 0.444 Uiso 1 1 calc R U . . .
H7C H 0.2571 -0.3451 0.4760 0.444 Uiso 1 1 calc R U . . .
C10 C 0.265(3) -0.206(4) 0.4093(19) 0.35(4) Uiso 1 1 d D . . . .
H10A H 0.2882 -0.2153 0.3734 0.420 Uiso 1 1 calc R U . . .
H10B H 0.2424 -0.1412 0.4091 0.420 Uiso 1 1 calc R U . . .
C2 C 0.249(3) 0.008(4) 0.123(2) 0.23(2) Uiso 1 1 d . . . . .
H2A H 0.2375 0.0170 0.0841 0.339 Uiso 1 1 calc R U . . .
H2B H 0.3029 0.0100 0.1282 0.339 Uiso 1 1 calc R U . . .
H2C H 0.2297 -0.0548 0.1343 0.339 Uiso 1 1 calc R U . . .
C6 C 0.023(3) -0.009(5) 0.078(3) 0.36(4) Uiso 1 1 d D . . . .
H6A H 0.0194 -0.0079 0.0379 0.533 Uiso 1 1 calc R U . . .
H6B H 0.0255 -0.0759 0.0899 0.533 Uiso 1 1 calc R U . . .
H6C H -0.0205 0.0218 0.0935 0.533 Uiso 1 1 calc R U . . .
C5 C 0.092(3) 0.041(6) 0.0948(18) 0.38(4) Uiso 1 1 d D . . . .
H5A H 0.0860 0.1042 0.0772 0.454 Uiso 1 1 calc R U . . .
H5B H 0.1311 0.0082 0.0736 0.454 Uiso 1 1 calc R U . . .
C11 C 0.329(3) -0.204(4) 0.452(2) 0.34(4) Uiso 1 1 d D . . . .
H11A H 0.3021 -0.1934 0.4863 0.409 Uiso 1 1 calc DR U . . .
H11B H 0.3450 -0.2717 0.4529 0.409 Uiso 1 1 calc R U . . .
C12 C 0.398(3) -0.152(5) 0.459(3) 0.395 Uiso 1 1 d D U . . .
H12A H 0.4230 -0.1733 0.4922 0.592 Uiso 1 1 calc R U . . .
H12B H 0.4310 -0.1630 0.4277 0.592 Uiso 1 1 calc R U . . .
H12C H 0.3873 -0.0833 0.4617 0.592 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
Sn1 Se4 2.5225(18) . ?
Sn1 Se2 2.5695(17) . ?
Sn1 Se1 2.5764(17) . ?
Sn1 Se4 2.7210(17) 5_655 ?
Sn1 Se5 2.7431(17) . ?
Sn2 Se7 2.519(2) . ?
Sn2 Se3 2.5654(18) . ?
Sn2 Se2 2.5661(17) . ?
Sn2 Se6 2.7134(19) . ?
Sn2 Se5 2.7599(17) . ?
Sn3 Se6 2.5192(19) 3_645 ?
Sn3 Se3 2.5530(18) . ?
Sn3 Se1 2.5677(17) . ?
Sn3 Se7 2.7018(19) 3_645 ?
Sn3 Se5 2.7868(17) . ?
Se4 Sn1 2.7211(18) 5_655 ?
Se6 Sn3 2.5193(19) 3_655 ?
Se7 Sn3 2.7018(19) 3_655 ?
N1 C3 1.47(4) . ?
N1 C4 1.461(17) . ?
N1 C1 1.48(3) . ?
N1 C2 1.49(5) . ?
N2 C8 1.50(4) . ?
N2 C10 1.558(16) . ?
N2 C7 1.525(17) . ?
N2 C9 1.48(4) . ?
C4 C5 1.457(19) . ?
C10 C11 1.516(18) . ?
C6 C5 1.446(19) . ?
C11 C12 1.427(19) . ?

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
Se4 Sn1 Se2 121.07(7) . . ?
Se4 Sn1 Se1 121.71(7) . . ?
Se2 Sn1 Se1 117.22(6) . . ?
Se4 Sn1 Se4 90.42(6) . 5_655 ?
Se2 Sn1 Se4 90.08(6) . 5_655 ?
Se1 Sn1 Se4 89.79(6) . 5_655 ?
Se4 Sn1 Se5 94.07(6) . . ?
Se2 Sn1 Se5 87.90(5) . . ?
Se1 Sn1 Se5 87.56(5) . . ?
Se4 Sn1 Se5 175.50(6) 5_655 . ?
Se7 Sn2 Se3 122.07(7) . . ?
Se7 Sn2 Se2 122.55(7) . . ?
Se3 Sn2 Se2 115.38(7) . . ?
Se7 Sn2 Se6 89.89(6) . . ?
Se3 Sn2 Se6 87.81(6) . . ?
Se2 Sn2 Se6 92.75(6) . . ?
Se7 Sn2 Se5 94.03(6) . . ?
Se3 Sn2 Se5 87.64(5) . . ?
Se2 Sn2 Se5 87.60(5) . . ?
Se6 Sn2 Se5 175.11(6) . . ?
Se6 Sn3 Se3 122.00(7) 3_645 . ?
Se6 Sn3 Se1 122.83(7) 3_645 . ?
Se3 Sn3 Se1 115.09(7) . . ?
Se6 Sn3 Se7 90.14(6) 3_645 3_645 ?
Se3 Sn3 Se7 91.17(6) . 3_645 ?
Se1 Sn3 Se7 91.55(6) . 3_645 ?
Se6 Sn3 Se5 92.82(6) 3_645 . ?
Se3 Sn3 Se5 87.31(5) . . ?
Se1 Sn3 Se5 86.80(5) . . ?
Se7 Sn3 Se5 177.04(6) 3_645 . ?
Sn3 Se1 Sn1 94.69(6) . . ?
Sn2 Se2 Sn1 93.93(6) . . ?
Sn3 Se3 Sn2 95.45(6) . . ?
Sn1 Se4 Sn1 89.58(6) . 5_655 ?
Sn1 Se5 Sn2 86.01(5) . . ?
Sn1 Se5 Sn3 86.33(5) . . ?
Sn2 Se5 Sn3 86.12(5) . . ?
Sn3 Se6 Sn2 89.03(6) 3_655 . ?
Sn2 Se7 Sn3 89.30(6) . 3_655 ?
C3 N1 C4 110(2) . . ?
C3 N1 C1 108(3) . . ?
C4 N1 C1 115(2) . . ?
C3 N1 C2 105(3) . . ?
C4 N1 C2 102(3) . . ?
C1 N1 C2 117(3) . . ?
C8 N2 C10 104(3) . . ?
C8 N2 C7 108(2) . . ?
C10 N2 C7 103.7(11) . . ?
C8 N2 C9 111(3) . . ?
C10 N2 C9 120(3) . . ?
C7 N2 C9 109(2) . . ?
C5 C4 N1 129(3) . . ?
C11 C10 N2 122.3(15) . . ?
C6 C5 C4 138(4) . . ?
C12 C11 C10 136(3) . . ?

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
C1 H1C Se2 0.96 2.96 3.81(3) 148.1 .
C4 H4A Se6 0.97 3.06 4.01(3) 168.1 8_655
C3 H3A Se3 0.96 2.92 3.83(4) 159.0 .
C3 H3B Se5 0.96 3.14 3.80(4) 128.0 6_556
C8 H8C Se5 0.96 2.90 3.71(4) 143.2 3_645
C9 H9A Se4 0.96 3.07 3.99(5) 160.5 6_556
C2 H2B Se1 0.96 3.09 3.86(5) 138.4 .

_refine_diff_density_max         1.794
_refine_diff_density_min         -1.075
_refine_diff_density_rms         0.275

####################################################################### 
# 
# 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_2-170K
_database_code_depnum_ccdc_archive 'CCDC 1836572'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.4508(12)
_cell_length_b                   13.6959(8)
_cell_length_c                   23.9469(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5723.4(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    4782
_cell_measurement_theta_min      2.9170
_cell_measurement_theta_max      28.7710

_exptl_crystal_description       PLATE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.584
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.503
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.38839
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49714
_diffrn_reflns_av_unetI/netI     0.0731
_diffrn_reflns_av_R_equivalents  0.1528
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.543
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6310
_reflns_number_gt                4401
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0630P)²+702.3425P] 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         6310
_refine_ls_number_parameters     191
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1547
_refine_ls_R_factor_gt           0.1121
_refine_ls_wR_factor_ref         0.2625
_refine_ls_wR_factor_gt          0.2386
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.041
_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
Sn1 Sn -0.00307(10) 0.02149(10) 0.42378(6) 0.0291(4) Uani 1 1 d . . . . .
Sn2 Sn -0.00272(10) 0.19424(10) 0.30246(7) 0.0329(4) Uani 1 1 d . . . . .
Sn3 Sn -0.00500(10) -0.07803(10) 0.27709(6) 0.0313(4) Uani 1 1 d . . . . .
Se1 Se -0.06231(15) -0.12370(16) 0.37232(10) 0.0355(6) Uani 1 1 d . . . . .
Se2 Se -0.05952(15) 0.19003(17) 0.40125(10) 0.0348(6) Uani 1 1 d . . . . .
Se3 Se -0.06278(17) 0.07426(17) 0.23308(10) 0.0397(6) Uani 1 1 d . . . . .
Se4 Se 0.10568(14) 0.00224(19) 0.49209(9) 0.0358(6) Uani 1 1 d . . . . .
Se5 Se 0.09288(13) 0.04575(15) 0.33441(9) 0.0299(5) Uani 1 1 d . . . . .
Se6 Se -0.10428(16) 0.32942(18) 0.26680(12) 0.0445(7) Uani 1 1 d . . . . .
Se7 Se 0.10571(15) 0.30618(18) 0.27605(11) 0.0410(6) Uani 1 1 d . . . . .
N1 N 0.2061(15) 0.0918(17) 0.1550(13) 0.065(8) Uani 1 1 d D . . . .
N2 N 0.202(3) -0.263(4) 0.407(2) 0.17(3) Uani 1 1 d D . . . .
C1 C 0.232(3) 0.197(3) 0.147(3) 0.16(3) Uani 1 1 d . . . . .
H1A H 0.2042 0.2388 0.1738 0.246 Uiso 1 1 calc R U . . .
H1B H 0.2869 0.2018 0.1543 0.246 Uiso 1 1 calc R U . . .
H1C H 0.2206 0.2180 0.1091 0.246 Uiso 1 1 calc R U . . .
C2 C 0.125(2) 0.074(4) 0.146(3) 0.18(3) Uani 1 1 d . . . . .
H2A H 0.0942 0.1154 0.1704 0.269 Uiso 1 1 calc R U . . .
H2B H 0.1117 0.0884 0.1067 0.269 Uiso 1 1 calc R U . . .
H2C H 0.1130 0.0050 0.1535 0.269 Uiso 1 1 calc R U . . .
C9 C 0.123(3) -0.271(7) 0.418(2) 0.21(4) Uani 1 1 d . . . . .
H9A H 0.0961 -0.2880 0.3837 0.309 Uiso 1 1 calc R U . . .
H9B H 0.1149 -0.3225 0.4461 0.309 Uiso 1 1 calc R U . . .
H9C H 0.1041 -0.2089 0.4325 0.309 Uiso 1 1 calc R U . . .
C4 C 0.246(3) 0.027(4) 0.117(3) 0.21(4) Uani 1 1 d D . . . .
H4A H 0.2922 0.0070 0.1373 0.255 Uiso 1 1 calc R U . . .
H4B H 0.2641 0.0709 0.0866 0.255 Uiso 1 1 calc R U . . .
C3 C 0.234(4) 0.064(5) 0.2106(17) 0.15(3) Uani 1 1 d . . . . .
H3A H 0.2094 0.1052 0.2389 0.229 Uiso 1 1 calc R U . . .
H3B H 0.2213 -0.0046 0.2178 0.229 Uiso 1 1 calc R U . . .
H3C H 0.2896 0.0728 0.2123 0.229 Uiso 1 1 calc R U . . .
C8 C 0.226(3) -0.333(4) 0.363(2) 0.14(2) Uani 1 1 d . U . . .
H8A H 0.2806 -0.3263 0.3558 0.212 Uiso 1 1 calc R U . . .
H8B H 0.2145 -0.3998 0.3753 0.212 Uiso 1 1 calc R U . . .
H8C H 0.1970 -0.3192 0.3286 0.212 Uiso 1 1 calc R U . . .
C7 C 0.215(5) -0.159(6) 0.381(3) 0.23(5) Uani 1 1 d . . . . .
H7A H 0.2700 -0.1504 0.3727 0.343 Uiso 1 1 calc R U . . .
H7B H 0.1856 -0.1526 0.3467 0.343 Uiso 1 1 calc R U . . .
H7C H 0.1991 -0.1090 0.4079 0.343 Uiso 1 1 calc R U . . .
C5 C 0.223(6) -0.062(4) 0.087(3) 0.42(9) Uiso 1 1 d D . . . .
H5A H 0.2725 -0.0938 0.0786 0.505 Uiso 1 1 calc R U . . .
H5B H 0.1991 -0.1019 0.1164 0.505 Uiso 1 1 calc R U . . .
C11 C 0.338(4) -0.202(9) 0.450(3) 0.36(7) Uiso 1 1 d D . . . .
H11A H 0.3314 -0.1314 0.4432 0.438 Uiso 1 1 calc R U . . .
H11B H 0.3623 -0.2282 0.4161 0.438 Uiso 1 1 calc R U . . .
C12 C 0.401(4) -0.204(8) 0.491(4) 0.30(6) Uiso 1 1 d D . . . .
H12A H 0.4452 -0.1678 0.4752 0.443 Uiso 1 1 calc R U . . .
H12B H 0.3849 -0.1728 0.5255 0.443 Uiso 1 1 calc R U . . .
H12C H 0.4164 -0.2714 0.4979 0.443 Uiso 1 1 calc R U . . .
C10 C 0.261(3) -0.240(7) 0.447(2) 0.22(4) Uiso 1 1 d D . . . .
H10A H 0.2650 -0.3014 0.4685 0.264 Uiso 1 1 calc R U . . .
H10B H 0.2329 -0.1948 0.4727 0.264 Uiso 1 1 calc R U . . .
C6 C 0.177(7) -0.084(7) 0.038(4) 0.379 Uiso 1 1 d D U . . .
H6A H 0.1761 -0.1552 0.0318 0.568 Uiso 1 1 calc R U . . .
H6B H 0.1245 -0.0607 0.0432 0.568 Uiso 1 1 calc R U . . .
H6C H 0.1992 -0.0525 0.0048 0.568 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
Sn1 Se4 2.519(3) . ?
Sn1 Se1 2.558(3) . ?
Sn1 Se2 2.567(3) . ?
Sn1 Se4 2.715(3) 5_556 ?
Sn1 Se5 2.738(3) . ?
Sn2 Se7 2.516(3) . ?
Sn2 Se3 2.561(3) . ?
Sn2 Se2 2.566(3) . ?
Sn2 Se6 2.701(3) . ?
Sn2 Se5 2.739(3) . ?
Sn3 Se6 2.520(3) 3_545 ?
Sn3 Se3 2.545(3) . ?
Sn3 Se1 2.568(3) . ?
Sn3 Se7 2.687(3) 3_545 ?
Sn3 Se5 2.771(3) . ?
Se4 Sn1 2.715(3) 5_556 ?
Se6 Sn3 2.520(3) 3 ?
Se7 Sn3 2.688(3) 3 ?
N1 C4 1.455(19) . ?
N1 C2 1.46(5) . ?
N1 C3 1.47(5) . ?
N1 C1 1.52(5) . ?
N2 C9 1.40(7) . ?
N2 C10 1.442(19) . ?
N2 C8 1.48(6) . ?
N2 C7 1.57(10) . ?
C4 C5 1.46(2) . ?
C5 C6 1.46(2) . ?
C11 C10 1.45(2) . ?
C11 C12 1.46(2) . ?

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
Se4 Sn1 Se1 122.41(10) . . ?
Se4 Sn1 Se2 121.30(10) . . ?
Se1 Sn1 Se2 116.28(10) . . ?
Se4 Sn1 Se4 90.14(9) . 5_556 ?
Se1 Sn1 Se4 89.88(9) . 5_556 ?
Se2 Sn1 Se4 90.60(9) . 5_556 ?
Se4 Sn1 Se5 93.41(9) . . ?
Se1 Sn1 Se5 88.00(8) . . ?
Se2 Sn1 Se5 87.78(8) . . ?
Se4 Sn1 Se5 176.44(10) 5_556 . ?
Se7 Sn2 Se3 122.38(11) . . ?
Se7 Sn2 Se2 122.42(11) . . ?
Se3 Sn2 Se2 115.19(10) . . ?
Se7 Sn2 Se6 89.79(9) . . ?
Se3 Sn2 Se6 88.06(10) . . ?
Se2 Sn2 Se6 93.07(10) . . ?
Se7 Sn2 Se5 93.70(10) . . ?
Se3 Sn2 Se5 87.37(8) . . ?
Se2 Sn2 Se5 87.77(8) . . ?
Se6 Sn2 Se5 175.26(10) . . ?
Se6 Sn3 Se3 122.65(11) 3_545 . ?
Se6 Sn3 Se1 122.87(11) 3_545 . ?
Se3 Sn3 Se1 114.40(10) . . ?
Se6 Sn3 Se7 90.03(9) 3_545 3_545 ?
Se3 Sn3 Se7 91.63(10) . 3_545 ?
Se1 Sn3 Se7 91.26(10) . 3_545 ?
Se6 Sn3 Se5 92.74(9) 3_545 . ?
Se3 Sn3 Se5 87.02(9) . . ?
Se1 Sn3 Se5 87.08(8) . . ?
Se7 Sn3 Se5 177.22(10) 3_545 . ?
Sn1 Se1 Sn3 94.65(9) . . ?
Sn2 Se2 Sn1 93.77(9) . . ?
Sn3 Se3 Sn2 95.45(10) . . ?
Sn1 Se4 Sn1 89.86(9) . 5_556 ?
Sn1 Se5 Sn2 86.33(8) . . ?
Sn1 Se5 Sn3 86.32(8) . . ?
Sn2 Se5 Sn3 86.58(8) . . ?
Sn3 Se6 Sn2 88.86(10) 3 . ?
Sn2 Se7 Sn3 89.25(10) . 3 ?
C4 N1 C2 105(4) . . ?
C4 N1 C3 105(4) . . ?
C2 N1 C3 115(4) . . ?
C4 N1 C1 111(4) . . ?
C2 N1 C1 115(4) . . ?
C3 N1 C1 105(4) . . ?
C9 N2 C10 126(5) . . ?
C9 N2 C8 111(5) . . ?
C10 N2 C8 115(5) . . ?
C9 N2 C7 107(5) . . ?
C10 N2 C7 87(6) . . ?
C8 N2 C7 105(6) . . ?
N1 C4 C5 133(4) . . ?
C6 C5 C4 136(5) . . ?
C10 C11 C12 137(5) . . ?
N2 C10 C11 141(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
C1 H1B Se2 0.98 3.00 3.83(5) 143.1 6_656
C1 H1A Se7 0.98 3.13 4.07(6) 161.2 .
C2 H2C Se6 0.98 3.07 3.96(5) 151.6 3_545
C9 H9C Se4 0.98 3.22 4.15(7) 159.1 .
C4 H4A Se1 0.99 3.11 3.94(6) 142.1 6_656
C3 H3C Se3 0.98 2.89 3.80(6) 154.6 6_656
C3 H3A Se5 0.98 3.17 3.86(5) 129.2 .
C3 H3B Se6 0.98 3.08 3.97(6) 151.3 3_545
C8 H8A Se5 0.98 2.87 3.64(5) 136.8 8_655
C8 H8C Se3 0.98 3.13 3.87(6) 133.3 3_545
C7 H7A Se7 0.98 3.23 4.04(9) 141.1 8_655
C7 H7B Se5 0.98 3.18 3.70(8) 115.2 .
C7 H7B Se6 0.98 3.08 4.04(8) 169.2 3_545
C7 H7C Se4 0.98 3.01 3.95(7) 161.7 .
C5 H5A Se1 0.99 3.14 3.97(10) 141.9 6_656

_refine_diff_density_max         2.437
_refine_diff_density_min         -1.529
_refine_diff_density_rms         0.344

####################################################################### 
# 
# 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_2-370K
_database_code_depnum_ccdc_archive 'CCDC 1836576'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.645(2)
_cell_length_b                   13.7539(9)
_cell_length_c                   24.1705(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5866.0(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    370(2)
_cell_measurement_reflns_used    4044
_cell_measurement_theta_min      2.8950
_cell_measurement_theta_max      25.4260

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.521
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.224
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.34156
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      370(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46295
_diffrn_reflns_av_unetI/netI     0.0725
_diffrn_reflns_av_R_equivalents  0.1348
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.523
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6475
_reflns_number_gt                3994
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0706P)²+113.9193P] 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         6475
_refine_ls_number_parameters     149
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1411
_refine_ls_R_factor_gt           0.0826
_refine_ls_wR_factor_ref         0.2010
_refine_ls_wR_factor_gt          0.1735
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.076
_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
Sn1 Sn 0.49918(7) 0.01638(7) 0.07591(4) 0.0414(3) Uani 1 1 d . . . . .
Sn2 Sn 0.49913(7) 0.18116(7) 0.19977(4) 0.0452(3) Uani 1 1 d . . . . .
Sn3 Sn 0.49583(7) -0.09239(7) 0.21967(4) 0.0446(3) Uani 1 1 d . . . . .
Se1 Se 0.44156(11) -0.13310(12) 0.12400(6) 0.0540(5) Uani 1 1 d . . . . .
Se2 Se 0.44464(11) 0.18343(12) 0.10145(6) 0.0542(5) Uani 1 1 d . . . . .
Se3 Se 0.43855(12) 0.05750(12) 0.26562(7) 0.0565(5) Uani 1 1 d . . . . .
Se4 Se 0.60517(10) 0.00044(14) 0.00659(6) 0.0531(4) Uani 1 1 d . . . . .
Se5 Se 0.59504(10) 0.03383(11) 0.16495(6) 0.0422(4) Uani 1 1 d . . . . .
Se6 Se 0.39712(11) 0.31358(12) 0.23673(8) 0.0573(5) Uani 1 1 d . . . . .
Se7 Se 0.60588(11) 0.29068(13) 0.22972(8) 0.0605(5) Uani 1 1 d . . . . .
N1 N 0.2115(14) 0.0758(18) 0.1560(9) 0.108(7) Uani 1 1 d D . . . .
N2 N 0.1997(17) -0.276(2) 0.4131(11) 0.156(10) Uiso 1 1 d D . . . .
C1 C 0.234(2) 0.176(3) 0.1422(17) 0.200(18) Uiso 1 1 d . . . . .
H1A H 0.2877 0.1831 0.1488 0.300 Uiso 1 1 calc R U . . .
H1B H 0.2237 0.1881 0.1039 0.300 Uiso 1 1 calc R U . . .
H1C H 0.2067 0.2206 0.1648 0.300 Uiso 1 1 calc R U . . .
C4 C 0.1309(16) 0.062(3) 0.1464(14) 0.161(14) Uiso 1 1 d D . . . .
H4A H 0.1072 0.1182 0.1632 0.193 Uiso 1 1 calc R U . . .
H4B H 0.1174 0.0072 0.1697 0.193 Uiso 1 1 calc R U . . .
C3 C 0.231(3) 0.054(4) 0.213(2) 0.23(2) Uiso 1 1 d . . . . .
H3A H 0.2848 0.0635 0.2185 0.341 Uiso 1 1 calc R U . . .
H3B H 0.2038 0.0959 0.2377 0.341 Uiso 1 1 calc R U . . .
H3C H 0.2189 -0.0127 0.2213 0.341 Uiso 1 1 calc R U . . .
C8 C 0.217(3) -0.343(3) 0.3660(14) 0.23(2) Uiso 1 1 d D . . . .
H8A H 0.2689 -0.3624 0.3675 0.341 Uiso 1 1 calc R U . . .
H8B H 0.1850 -0.3996 0.3687 0.341 Uiso 1 1 calc R U . . .
H8C H 0.2071 -0.3105 0.3316 0.341 Uiso 1 1 calc R U . . .
C9 C 0.118(3) -0.246(4) 0.411(2) 0.28(3) Uiso 1 1 d D . . . .
H9A H 0.1075 -0.2024 0.4407 0.420 Uiso 1 1 calc R U . . .
H9B H 0.1089 -0.2131 0.3762 0.420 Uiso 1 1 calc R U . . .
H9C H 0.0868 -0.3022 0.4133 0.420 Uiso 1 1 calc R U . . .
C7 C 0.212(2) -0.332(3) 0.4670(13) 0.296 Uiso 1 1 d D U . . .
H7A H 0.2013 -0.2897 0.4978 0.444 Uiso 1 1 calc DR U . . .
H7B H 0.1785 -0.3866 0.4680 0.444 Uiso 1 1 calc R U . . .
H7C H 0.2635 -0.3535 0.4690 0.444 Uiso 1 1 calc R U . . .
C10 C 0.266(3) -0.203(4) 0.4109(18) 0.330 Uiso 1 1 d D U . . .
H10A H 0.2885 -0.2090 0.3744 0.396 Uiso 1 1 calc R U . . .
H10B H 0.2439 -0.1385 0.4127 0.396 Uiso 1 1 calc R U . . .
C2 C 0.254(4) 0.000(4) 0.126(2) 0.28(3) Uiso 1 1 d . . . . .
H2A H 0.3070 0.0089 0.1324 0.415 Uiso 1 1 calc R U . . .
H2B H 0.2385 -0.0626 0.1395 0.415 Uiso 1 1 calc R U . . .
H2C H 0.2431 0.0049 0.0874 0.415 Uiso 1 1 calc R U . . .
C6 C 0.029(4) -0.016(5) 0.075(3) 0.39(5) Uiso 1 1 d D . . . .
H6A H 0.0180 -0.0004 0.0373 0.578 Uiso 1 1 calc R U . . .
H6B H 0.0451 -0.0830 0.0773 0.578 Uiso 1 1 calc R U . . .
H6C H -0.0159 -0.0077 0.0971 0.578 Uiso 1 1 calc R U . . .
C5 C 0.088(3) 0.046(5) 0.096(2) 0.39(5) Uiso 1 1 d D . . . .
H5A H 0.0683 0.1105 0.0878 0.472 Uiso 1 1 calc R U . . .
H5B H 0.1282 0.0366 0.0684 0.472 Uiso 1 1 calc R U . . .
C11 C 0.332(3) -0.203(4) 0.452(3) 0.43(5) Uiso 1 1 d D . . . .
H11A H 0.3065 -0.2064 0.4873 0.519 Uiso 1 1 calc DR U . . .
H11B H 0.3541 -0.2670 0.4464 0.519 Uiso 1 1 calc R U . . .
C12 C 0.396(3) -0.142(4) 0.462(3) 0.395 Uiso 1 1 d D U . . .
H12A H 0.4246 -0.1677 0.4922 0.592 Uiso 1 1 calc R U . . .
H12B H 0.4270 -0.1392 0.4294 0.592 Uiso 1 1 calc R U . . .
H12C H 0.3786 -0.0776 0.4710 0.592 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
Sn1 Se4 2.521(2) . ?
Sn1 Se2 2.5663(19) . ?
Sn1 Se1 2.5713(19) . ?
Sn1 Se4 2.7241(19) 5_655 ?
Sn1 Se5 2.7478(18) . ?
Sn2 Se7 2.518(2) . ?
Sn2 Se3 2.563(2) . ?
Sn2 Se2 2.5638(18) . ?
Sn2 Se6 2.712(2) . ?
Sn2 Se5 2.7710(19) . ?
Sn3 Se6 2.520(2) 3_645 ?
Sn3 Se3 2.5505(19) . ?
Sn3 Se1 2.5648(19) . ?
Sn3 Se7 2.702(2) 3_645 ?
Sn3 Se5 2.7978(19) . ?
Se4 Sn1 2.7239(19) 5_655 ?
Se6 Sn3 2.520(2) 3_655 ?
Se7 Sn3 2.702(2) 3_655 ?
N1 C4 1.453(18) . ?
N1 C3 1.46(5) . ?
N1 C2 1.47(6) . ?
N1 C1 1.47(4) . ?
N2 C8 1.50(4) . ?
N2 C9 1.49(4) . ?
N2 C7 1.528(17) . ?
N2 C10 1.543(16) . ?
C4 C5 1.457(19) . ?
C10 C11 1.515(19) . ?
C6 C5 1.444(19) . ?
C11 C12 1.436(19) . ?

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
Se4 Sn1 Se2 121.07(7) . . ?
Se4 Sn1 Se1 121.62(7) . . ?
Se2 Sn1 Se1 117.31(7) . . ?
Se4 Sn1 Se4 90.43(6) . 5_655 ?
Se2 Sn1 Se4 89.92(6) . 5_655 ?
Se1 Sn1 Se4 89.75(6) . 5_655 ?
Se4 Sn1 Se5 94.10(6) . . ?
Se2 Sn1 Se5 87.95(6) . . ?
Se1 Sn1 Se5 87.66(6) . . ?
Se4 Sn1 Se5 175.46(7) 5_655 . ?
Se7 Sn2 Se3 122.03(7) . . ?
Se7 Sn2 Se2 122.66(8) . . ?
Se3 Sn2 Se2 115.30(8) . . ?
Se7 Sn2 Se6 90.00(6) . . ?
Se3 Sn2 Se6 87.95(7) . . ?
Se2 Sn2 Se6 92.77(7) . . ?
Se7 Sn2 Se5 93.89(7) . . ?
Se3 Sn2 Se5 87.59(6) . . ?
Se2 Sn2 Se5 87.50(6) . . ?
Se6 Sn2 Se5 175.19(7) . . ?
Se6 Sn3 Se3 121.99(7) 3_645 . ?
Se6 Sn3 Se1 123.01(7) 3_645 . ?
Se3 Sn3 Se1 114.91(7) . . ?
Se6 Sn3 Se7 90.18(6) 3_645 3_645 ?
Se3 Sn3 Se7 91.19(7) . 3_645 ?
Se1 Sn3 Se7 91.73(7) . 3_645 ?
Se6 Sn3 Se5 92.70(6) 3_645 . ?
Se3 Sn3 Se5 87.26(6) . . ?
Se1 Sn3 Se5 86.72(6) . . ?
Se7 Sn3 Se5 177.12(7) 3_645 . ?
Sn3 Se1 Sn1 94.90(6) . . ?
Sn2 Se2 Sn1 94.10(6) . . ?
Sn3 Se3 Sn2 95.78(7) . . ?
Sn1 Se4 Sn1 89.57(6) . 5_655 ?
Sn1 Se5 Sn2 85.74(5) . . ?
Sn1 Se5 Sn3 86.04(6) . . ?
Sn2 Se5 Sn3 85.87(6) . . ?
Sn3 Se6 Sn2 89.13(7) 3_655 . ?
Sn2 Se7 Sn3 89.39(7) . 3_655 ?
C4 N1 C3 111(3) . . ?
C4 N1 C2 109(3) . . ?
C3 N1 C2 101(3) . . ?
C4 N1 C1 111(3) . . ?
C3 N1 C1 110(3) . . ?
C2 N1 C1 114(3) . . ?
C8 N2 C9 109(3) . . ?
C8 N2 C7 108(2) . . ?
C9 N2 C7 108(2) . . ?
C8 N2 C10 103(3) . . ?
C9 N2 C10 123(4) . . ?
C7 N2 C10 104.4(10) . . ?
N1 C4 C5 131(3) . . ?
C11 C10 N2 123.7(15) . . ?
C6 C5 C4 139(5) . . ?
C12 C11 C10 135(3) . . ?

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
C1 H1A Se2 0.96 3.00 3.84(4) 147.4 .
C4 H4B Se6 0.97 3.13 4.08(4) 169.0 8_655
C3 H3A Se3 0.96 2.94 3.87(5) 162.2 .
C3 H3B Se5 0.96 3.15 3.81(5) 127.1 6_556
C3 H3C Se6 0.96 3.17 4.05(5) 153.0 8_655
C8 H8A Se5 0.96 2.90 3.80(5) 156.9 3_645
C9 H9A Se4 0.96 3.07 3.94(6) 151.8 6_556
C7 H7C Se4 0.96 3.12 4.02(4) 156.2 3_645
C10 H10A Se7 0.97 3.13 4.08(5) 166.5 3_645
C2 H2A Se1 0.96 3.08 3.79(6) 131.8 .

_refine_diff_density_max         1.641
_refine_diff_density_min         -1.178
_refine_diff_density_rms         0.253

####################################################################### 
# 
# 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_2-470K
_database_code_depnum_ccdc_archive 'CCDC 1836573'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.7542(12)
_cell_length_b                   13.8310(8)
_cell_length_c                   24.2599(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5957.2(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    470(2)
_cell_measurement_reflns_used    3689
_cell_measurement_theta_min      2.5390
_cell_measurement_theta_max      21.9340

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.482
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.052
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.37083
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      470(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33674
_diffrn_reflns_av_unetI/netI     0.1014
_diffrn_reflns_av_R_equivalents  0.1130
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.511
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6566
_reflns_number_gt                3196
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0953P)²+69.1020P] 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         6566
_refine_ls_number_parameters     148
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.1925
_refine_ls_R_factor_gt           0.0929
_refine_ls_wR_factor_ref         0.2432
_refine_ls_wR_factor_gt          0.2012
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.040
_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
Sn1 Sn 0.49970(7) 0.01248(8) 0.07602(4) 0.0579(4) Uani 1 1 d . . . . .
Sn2 Sn 0.49919(8) 0.16991(9) 0.20258(5) 0.0638(4) Uani 1 1 d . . . . .
Sn3 Sn 0.49593(8) -0.10333(9) 0.21764(5) 0.0634(4) Uani 1 1 d . . . . .
Se1 Se 0.44208(13) -0.13799(14) 0.12159(8) 0.0744(6) Uani 1 1 d . . . . .
Se2 Se 0.44512(13) 0.17684(14) 0.10460(8) 0.0753(6) Uani 1 1 d . . . . .
Se3 Se 0.43869(13) 0.04344(15) 0.26590(8) 0.0787(6) Uani 1 1 d . . . . .
Se4 Se 0.60456(12) 0.00005(16) 0.00658(7) 0.0744(6) Uani 1 1 d . . . . .
Se5 Se 0.59532(11) 0.02525(12) 0.16542(7) 0.0597(5) Uani 1 1 d . . . . .
Se6 Se 0.39792(12) 0.30108(15) 0.24056(9) 0.0797(6) Uani 1 1 d . . . . .
Se7 Se 0.60518(12) 0.27709(16) 0.23448(10) 0.0854(7) Uani 1 1 d . . . . .
N1 N 0.2118(19) 0.052(3) 0.1570(15) 0.182(12) Uani 1 1 d D . . . .
N2 N 0.1831(16) -0.289(2) 0.4184(13) 0.35(3) Uiso 1 1 d D . . . .
C1 C 0.233(3) 0.150(5) 0.138(2) 0.31(3) Uiso 1 1 d . . . . .
H1A H 0.2168 0.1590 0.1002 0.463 Uiso 1 1 calc R U . . .
H1B H 0.2103 0.1982 0.1607 0.463 Uiso 1 1 calc R U . . .
H1C H 0.2872 0.1572 0.1392 0.463 Uiso 1 1 calc R U . . .
C4 C 0.131(2) 0.046(3) 0.1499(17) 0.219(19) Uiso 1 1 d D . . . .
H4A H 0.1105 0.0974 0.1725 0.262 Uiso 1 1 calc R U . . .
H4B H 0.1166 -0.0140 0.1682 0.262 Uiso 1 1 calc R U . . .
C3 C 0.235(3) 0.035(4) 0.211(3) 0.30(3) Uiso 1 1 d . . . . .
H3A H 0.2216 0.0902 0.2337 0.445 Uiso 1 1 calc R U . . .
H3B H 0.2098 -0.0211 0.2253 0.445 Uiso 1 1 calc R U . . .
H3C H 0.2881 0.0259 0.2123 0.445 Uiso 1 1 calc R U . . .
C8 C 0.202(3) -0.360(4) 0.3753(17) 0.47(5) Uiso 1 1 d D . . . .
H8A H 0.2521 -0.3845 0.3815 0.709 Uiso 1 1 calc R U . . .
H8B H 0.1669 -0.4129 0.3766 0.709 Uiso 1 1 calc R U . . .
H8C H 0.1998 -0.3299 0.3398 0.709 Uiso 1 1 calc R U . . .
C9 C 0.1074(19) -0.249(4) 0.412(2) 0.38(4) Uiso 1 1 d D . . . .
H9A H 0.0977 -0.2029 0.4404 0.565 Uiso 1 1 calc R U . . .
H9B H 0.1040 -0.2171 0.3765 0.565 Uiso 1 1 calc R U . . .
H9C H 0.0711 -0.3000 0.4133 0.565 Uiso 1 1 calc R U . . .
C7 C 0.192(2) -0.333(3) 0.4748(14) 0.296 Uiso 1 1 d D U . . .
H7A H 0.2417 -0.3591 0.4785 0.444 Uiso 1 1 calc DR U . . .
H7B H 0.1837 -0.2847 0.5024 0.444 Uiso 1 1 calc R U . . .
H7C H 0.1556 -0.3842 0.4793 0.444 Uiso 1 1 calc R U . . .
C10 C 0.243(2) -0.214(3) 0.4107(15) 0.330 Uiso 1 1 d D U . . .
H10A H 0.2502 -0.2105 0.3711 0.396 Uiso 1 1 calc R U . . .
H10B H 0.2196 -0.1538 0.4213 0.396 Uiso 1 1 calc R U . . .
C2 C 0.227(4) -0.024(4) 0.118(2) 0.34(4) Uiso 1 1 d D . . . .
H2A H 0.2094 -0.0049 0.0821 0.509 Uiso 1 1 calc R U . . .
H2B H 0.2807 -0.0350 0.1162 0.509 Uiso 1 1 calc R U . . .
H2C H 0.2023 -0.0820 0.1291 0.509 Uiso 1 1 calc R U . . .
C6 C 0.036(4) -0.021(5) 0.072(3) 0.48(6) Uiso 1 1 d D . . . .
H6A H 0.0169 0.0078 0.0385 0.713 Uiso 1 1 calc R U . . .
H6B H 0.0644 -0.0782 0.0623 0.713 Uiso 1 1 calc R U . . .
H6C H -0.0044 -0.0379 0.0955 0.713 Uiso 1 1 calc R U . . .
C5 C 0.086(3) 0.048(4) 0.099(2) 0.319 Uiso 1 1 d D U . . .
H5A H 0.0545 0.1044 0.1038 0.383 Uiso 1 1 calc R U . . .
H5B H 0.1223 0.0648 0.0711 0.383 Uiso 1 1 calc R U . . .
C11 C 0.3206(17) -0.208(3) 0.434(2) 0.37(4) Uiso 1 1 d D . . . .
H11A H 0.3275 -0.2712 0.4504 0.449 Uiso 1 1 calc DR U . . .
H11B H 0.3520 -0.2088 0.4011 0.449 Uiso 1 1 calc R U . . .
C12 C 0.362(2) -0.145(4) 0.471(2) 0.395 Uiso 1 1 d D U . . .
H12A H 0.4123 -0.1681 0.4746 0.592 Uiso 1 1 calc R U . . .
H12B H 0.3623 -0.0807 0.4557 0.592 Uiso 1 1 calc R U . . .
H12C H 0.3374 -0.1443 0.5060 0.592 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
Sn1 Se4 2.517(2) . ?
Sn1 Se2 2.567(2) . ?
Sn1 Se1 2.569(2) . ?
Sn1 Se4 2.733(2) 5_655 ?
Sn1 Se5 2.760(2) . ?
Sn2 Se7 2.517(2) . ?
Sn2 Se3 2.564(2) . ?
Sn2 Se2 2.565(2) . ?
Sn2 Se6 2.715(2) . ?
Sn2 Se5 2.780(2) . ?
Sn3 Se6 2.515(2) 3_645 ?
Sn3 Se3 2.554(2) . ?
Sn3 Se1 2.564(2) . ?
Sn3 Se7 2.703(2) 3_645 ?
Sn3 Se5 2.807(2) . ?
Se4 Sn1 2.733(2) 5_655 ?
Se6 Sn3 2.516(2) 3_655 ?
Se7 Sn3 2.703(2) 3_655 ?
N1 C3 1.40(6) . ?
N1 C2 1.445(19) . ?
N1 C4 1.449(18) . ?
N1 C1 1.49(6) . ?
N2 C9 1.462(17) . ?
N2 C8 1.479(18) . ?
N2 C10 1.497(16) . ?
N2 C7 1.506(18) . ?
C4 C5 1.464(19) . ?
C10 C11 1.486(18) . ?
C6 C5 1.458(19) . ?
C11 C12 1.445(19) . ?

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
Se4 Sn1 Se2 121.38(9) . . ?
Se4 Sn1 Se1 121.83(8) . . ?
Se2 Sn1 Se1 116.80(8) . . ?
Se4 Sn1 Se4 90.34(7) . 5_655 ?
Se2 Sn1 Se4 89.91(7) . 5_655 ?
Se1 Sn1 Se4 89.68(7) . 5_655 ?
Se4 Sn1 Se5 94.32(7) . . ?
Se2 Sn1 Se5 87.90(6) . . ?
Se1 Sn1 Se5 87.63(7) . . ?
Se4 Sn1 Se5 175.33(7) 5_655 . ?
Se7 Sn2 Se3 122.06(9) . . ?
Se7 Sn2 Se2 122.86(9) . . ?
Se3 Sn2 Se2 115.08(9) . . ?
Se7 Sn2 Se6 89.84(7) . . ?
Se3 Sn2 Se6 88.58(8) . . ?
Se2 Sn2 Se6 92.39(8) . . ?
Se7 Sn2 Se5 93.70(7) . . ?
Se3 Sn2 Se5 87.74(7) . . ?
Se2 Sn2 Se5 87.48(7) . . ?
Se6 Sn2 Se5 175.87(8) . . ?
Se6 Sn3 Se3 122.07(9) 3_645 . ?
Se6 Sn3 Se1 123.20(9) 3_645 . ?
Se3 Sn3 Se1 114.63(8) . . ?
Se6 Sn3 Se7 90.16(7) 3_645 3_645 ?
Se3 Sn3 Se7 91.43(8) . 3_645 ?
Se1 Sn3 Se7 91.63(8) . 3_645 ?
Se6 Sn3 Se5 92.52(7) 3_645 . ?
Se3 Sn3 Se5 87.33(7) . . ?
Se1 Sn3 Se5 86.71(6) . . ?
Se7 Sn3 Se5 177.31(8) 3_645 . ?
Sn3 Se1 Sn1 95.23(7) . . ?
Sn2 Se2 Sn1 94.35(7) . . ?
Sn3 Se3 Sn2 95.79(8) . . ?
Sn1 Se4 Sn1 89.66(7) . 5_655 ?
Sn1 Se5 Sn2 85.60(6) . . ?
Sn1 Se5 Sn3 85.84(6) . . ?
Sn2 Se5 Sn3 85.62(6) . . ?
Sn3 Se6 Sn2 89.54(8) 3_655 . ?
Sn2 Se7 Sn3 89.77(8) . 3_655 ?
C3 N1 C2 116(5) . . ?
C3 N1 C4 113(4) . . ?
C2 N1 C4 94(4) . . ?
C3 N1 C1 112(4) . . ?
C2 N1 C1 114(4) . . ?
C4 N1 C1 106(4) . . ?
C9 N2 C8 113(2) . . ?
C9 N2 C10 112(2) . . ?
C8 N2 C10 102(2) . . ?
C9 N2 C7 110.7(13) . . ?
C8 N2 C7 110.2(14) . . ?
C10 N2 C7 108.7(11) . . ?
N1 C4 C5 130(3) . . ?
C11 C10 N2 130.7(18) . . ?
C6 C5 C4 135(4) . . ?
C12 C11 C10 137(3) . . ?

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
C1 H1C Se2 0.96 2.94 3.86(6) 161.0 .
C4 H4B Se6 0.97 3.11 4.07(5) 168.0 8_655
C3 H3B Se6 0.96 3.14 4.07(6) 163.9 8_655
C3 H3C Se3 0.96 2.98 3.86(6) 152.5 .
C9 H9A Se4 0.96 3.09 3.97(6) 153.6 6_556

_refine_diff_density_max         1.380
_refine_diff_density_min         -1.142
_refine_diff_density_rms         0.234

####################################################################### 
# 
# 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_1-290K
_database_code_depnum_ccdc_archive 'CCDC 1836566'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H30 N2 O3 Se7 Sn3'
_chemical_formula_weight         1135.15

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'
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'

_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                   9.9739(5)
_cell_length_b                   13.7151(6)
_cell_length_c                   21.1612(9)
_cell_angle_alpha                90
_cell_angle_beta                 91.969(4)
_cell_angle_gamma                90
_cell_volume                     2893.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    7396
_cell_measurement_theta_min      5.1980
_cell_measurement_theta_max      29.5190

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.606
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    11.389
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.13420
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26559
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         5.013
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5885
_reflns_number_gt                4557
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0468P)²+27.4934P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5885
_refine_ls_number_parameters     174
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.004
_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
Sn1 Sn 0.92978(6) 0.52620(4) 0.07773(3) 0.03314(16) Uani 1 1 d . . . . .
Sn2 Sn 0.77939(6) 0.43459(4) 0.22687(3) 0.02995(15) Uani 1 1 d . . . . .
Sn3 Sn 0.80703(6) 0.70312(4) 0.19714(3) 0.03038(15) Uani 1 1 d . . . . .
Se1 Se 1.00064(10) 0.69419(7) 0.12071(5) 0.0428(2) Uani 1 1 d . . . . .
Se2 Se 1.17522(10) 0.49471(8) 0.03131(4) 0.0446(3) Uani 1 1 d . . . . .
Se3 Se 0.96909(10) 0.38513(7) 0.15514(5) 0.0411(2) Uani 1 1 d . . . . .
Se4 Se 0.68349(9) 0.55525(6) 0.13061(4) 0.03048(19) Uani 1 1 d . . . . .
Se5 Se 0.88683(10) 0.31916(7) 0.31951(5) 0.0439(2) Uani 1 1 d . . . . .
Se6 Se 0.56224(9) 0.34174(7) 0.23234(5) 0.0394(2) Uani 1 1 d . . . . .
Se7 Se 0.82851(10) 0.58775(6) 0.29243(4) 0.0366(2) Uani 1 1 d . . . . .
N1 N 0.910(3) 0.7463(18) 0.4853(11) 0.160(7) Uiso 1 1 d D . . . .
N2 N 0.3129(9) 0.6011(9) 0.2713(6) 0.069(3) Uani 1 1 d . . . . .
C1 C 0.783(3) 0.740(3) 0.4513(17) 0.248(17) Uiso 1 1 d D . . . .
H1A H 0.7974 0.7302 0.4071 0.371 Uiso 1 1 calc R U . . .
H1B H 0.7318 0.6867 0.4672 0.371 Uiso 1 1 calc R U . . .
H1C H 0.7337 0.7998 0.4566 0.371 Uiso 1 1 calc R U . . .
C2 C 0.963(4) 0.645(2) 0.485(2) 0.28(2) Uiso 1 1 d D . . . .
H2A H 1.0482 0.6424 0.5067 0.418 Uiso 1 1 calc R U . . .
H2B H 0.9012 0.6019 0.5050 0.418 Uiso 1 1 calc R U . . .
H2C H 0.9724 0.6239 0.4417 0.418 Uiso 1 1 calc R U . . .
C3 C 0.876(3) 0.762(2) 0.5514(12) 0.189(12) Uiso 1 1 d D . . . .
H3A H 0.9564 0.7663 0.5772 0.283 Uiso 1 1 calc R U . . .
H3B H 0.8249 0.8207 0.5549 0.283 Uiso 1 1 calc R U . . .
H3C H 0.8230 0.7076 0.5655 0.283 Uiso 1 1 calc R U . . .
C5 C 1.110(3) 0.793(3) 0.4490(19) 0.257(18) Uiso 1 1 d D . . . .
H5A H 1.1424 0.8504 0.4279 0.309 Uiso 1 1 calc R U . . .
H5B H 1.0738 0.7532 0.4144 0.309 Uiso 1 1 calc R U . . .
C6 C 0.4442(17) 0.6019(13) 0.3029(8) 0.095(5) Uani 1 1 d . U . . .
H6A H 0.4923 0.6591 0.2907 0.143 Uiso 1 1 calc R U . . .
H6B H 0.4341 0.6023 0.3478 0.143 Uiso 1 1 calc R U . . .
H6C H 0.4932 0.5448 0.2911 0.143 Uiso 1 1 calc R U . . .
C7 C 0.337(2) 0.5814(17) 0.2017(9) 0.132(8) Uani 1 1 d . . . . .
H7A H 0.3981 0.6289 0.1862 0.199 Uiso 1 1 calc R U . . .
H7B H 0.3737 0.5173 0.1971 0.199 Uiso 1 1 calc R U . . .
H7C H 0.2530 0.5857 0.1780 0.199 Uiso 1 1 calc R U . . .
C8 C 0.246(2) 0.6926(18) 0.2810(16) 0.23(2) Uani 1 1 d . . . . .
H8A H 0.3078 0.7452 0.2740 0.349 Uiso 1 1 calc R U . . .
H8B H 0.1708 0.6982 0.2519 0.349 Uiso 1 1 calc R U . . .
H8C H 0.2163 0.6958 0.3235 0.349 Uiso 1 1 calc R U . . .
C9 C 0.224(3) 0.525(2) 0.2814(13) 0.161(9) Uani 1 1 d D U . . .
H9A H 0.1353 0.5535 0.2765 0.193 Uiso 1 1 calc DR U . . .
H9B H 0.2334 0.4812 0.2459 0.193 Uiso 1 1 calc DR U . . .
C10 C 0.221(3) 0.469(4) 0.3318(18) 0.31(2) Uiso 1 1 d D . . . .
H10A H 0.1669 0.4128 0.3198 0.377 Uiso 1 1 calc DR U . . .
H10B H 0.1704 0.5047 0.3628 0.377 Uiso 1 1 calc DR U . . .
O1W O 0.336(4) 0.563(3) 0.5672(18) 0.38(2) Uiso 1 1 d . . . . .
H1WA H 0.2679 0.5709 0.5906 0.458 Uiso 1 1 d R U . . .
H1WB H 0.4161 0.5667 0.5839 0.458 Uiso 1 1 d R U . . .
C4 C 0.983(3) 0.834(2) 0.4649(16) 0.219(14) Uiso 1 1 d D . . . .
H4A H 0.9388 0.8652 0.4286 0.262 Uiso 1 1 calc R U . . .
H4B H 0.9935 0.8815 0.4990 0.262 Uiso 1 1 calc R U . . .
O1 O 1.239(2) 0.744(2) 0.4537(17) 0.324 Uiso 1 1 d D U . . .
H1D H 1.2914 0.7714 0.4307 0.486 Uiso 1 1 calc R U . . .
O2 O 0.340(3) 0.432(2) 0.3652(13) 0.294 Uiso 1 1 d D U . . .
H2D H 0.3227 0.4205 0.4021 0.441 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
Sn1 Se2 2.5175(12) 3_765 ?
Sn1 Se3 2.5566(11) . ?
Sn1 Se1 2.5672(11) . ?
Sn1 Se2 2.7036(11) . ?
Sn1 Se4 2.7630(10) . ?
Sn2 Se6 2.5185(11) . ?
Sn2 Se7 2.5555(10) . ?
Sn2 Se3 2.5575(11) . ?
Sn2 Se5 2.7117(11) . ?
Sn2 Se4 2.7693(10) . ?
Sn3 Se5 2.5197(11) 2_655 ?
Sn3 Se1 2.5641(10) . ?
Sn3 Se7 2.5663(11) . ?
Sn3 Se6 2.7218(11) 2_655 ?
Sn3 Se4 2.7376(10) . ?
Se2 Sn1 2.5175(12) 3_765 ?
Se5 Sn3 2.5197(11) 2_645 ?
Se6 Sn3 2.7217(11) 2_645 ?
N1 C1 1.438(18) . ?
N1 C3 1.466(17) . ?
N1 C4 1.486(18) . ?
N1 C2 1.492(18) . ?
N2 C9 1.39(3) . ?
N2 C8 1.438(19) . ?
N2 C6 1.450(18) . ?
N2 C7 1.52(2) . ?
C5 C4 1.436(18) . ?
C5 O1 1.4500(10) . ?
C9 C10 1.32(3) . ?
C10 O2 1.455(10) . ?

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
Se2 Sn1 Se3 123.43(4) 3_765 . ?
Se2 Sn1 Se1 121.85(4) 3_765 . ?
Se3 Sn1 Se1 114.70(4) . . ?
Se2 Sn1 Se2 90.12(4) 3_765 . ?
Se3 Sn1 Se2 89.49(4) . . ?
Se1 Sn1 Se2 91.74(4) . . ?
Se2 Sn1 Se4 92.29(3) 3_765 . ?
Se3 Sn1 Se4 88.20(3) . . ?
Se1 Sn1 Se4 87.99(3) . . ?
Se2 Sn1 Se4 177.31(4) . . ?
Se6 Sn2 Se7 122.67(4) . . ?
Se6 Sn2 Se3 123.24(4) . . ?
Se7 Sn2 Se3 114.09(4) . . ?
Se6 Sn2 Se5 89.47(3) . . ?
Se7 Sn2 Se5 91.36(4) . . ?
Se3 Sn2 Se5 89.55(4) . . ?
Se6 Sn2 Se4 93.45(3) . . ?
Se7 Sn2 Se4 87.88(3) . . ?
Se3 Sn2 Se4 88.04(3) . . ?
Se5 Sn2 Se4 176.93(4) . . ?
Se5 Sn3 Se1 122.20(4) 2_655 . ?
Se5 Sn3 Se7 122.84(4) 2_655 . ?
Se1 Sn3 Se7 114.95(4) . . ?
Se5 Sn3 Se6 89.22(3) 2_655 2_655 ?
Se1 Sn3 Se6 91.28(4) . 2_655 ?
Se7 Sn3 Se6 88.54(3) . 2_655 ?
Se5 Sn3 Se4 93.80(3) 2_655 . ?
Se1 Sn3 Se4 88.60(3) . . ?
Se7 Sn3 Se4 88.35(3) . . ?
Se6 Sn3 Se4 176.51(4) 2_655 . ?
Sn3 Se1 Sn1 93.57(3) . . ?
Sn1 Se2 Sn1 89.88(4) 3_765 . ?
Sn1 Se3 Sn2 94.54(3) . . ?
Sn3 Se4 Sn1 85.66(3) . . ?
Sn3 Se4 Sn2 85.78(3) . . ?
Sn1 Se4 Sn2 85.54(3) . . ?
Sn3 Se5 Sn2 89.16(4) 2_645 . ?
Sn2 Se6 Sn3 88.96(3) . 2_645 ?
Sn2 Se7 Sn3 94.07(3) . . ?
C1 N1 C3 105(2) . . ?
C1 N1 C4 110(3) . . ?
C3 N1 C4 107(2) . . ?
C1 N1 C2 104(3) . . ?
C3 N1 C2 104(3) . . ?
C4 N1 C2 125(3) . . ?
C9 N2 C8 109.5(18) . . ?
C9 N2 C6 120.3(15) . . ?
C8 N2 C6 109.9(13) . . ?
C9 N2 C7 97.9(16) . . ?
C8 N2 C7 112.3(18) . . ?
C6 N2 C7 106.2(12) . . ?
C4 C5 O1 162(4) . . ?
C10 C9 N2 127(3) . . ?
C9 C10 O2 124(2) . . ?
C5 C4 N1 101(3) . . ?

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
C1 H1A Se7 0.96 3.14 4.00(4) 149.8 .
C2 H2A O1 0.96 2.64 3.16(5) 114.7 .
C3 H3A Se5 0.96 2.89 3.72(3) 145.4 3_766
C3 H3B Se2 0.96 2.97 3.91(3) 165.8 4_576
C5 H5A Se2 0.97 2.80 3.52(4) 131.2 2_755
C6 H6C Se6 0.96 3.14 4.058(17) 161.3 .
C7 H7B Se6 0.96 3.13 4.02(2) 155.6 .
C7 H7C Se1 0.96 3.13 4.02(2) 154.6 1_455
C8 H8B Se1 0.96 3.20 4.12(3) 159.3 1_455
C8 H8B Se6 0.96 3.07 3.698(16) 124.2 2
C9 H9A Se7 0.97 3.13 4.05(3) 160.7 1_455
C10 H10A Se5 0.97 3.07 3.92(4) 145.9 1_455
O1W H1WA Se5 0.86 2.91 3.69(4) 152.6 3_666
O1W H1WB O2 0.87 2.63 3.49(5) 177.1 3_666
C4 H4A Se4 0.97 3.12 3.97(3) 147.4 2_655
O1 H1D Se2 0.82 3.18 3.56(3) 110.8 2_755

_refine_diff_density_max         1.635
_refine_diff_density_min         -1.041
_refine_diff_density_rms         0.198

####################################################################### 
# 
# 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_2-250K
_database_code_depnum_ccdc_archive 'CCDC 1836569'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H32 N2 Se7 Sn3'
_chemical_formula_weight         1113.18

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.4944(14)
_cell_length_b                   13.7191(8)
_cell_length_c                   24.0762(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5778.5(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    4713
_cell_measurement_theta_min      2.8910
_cell_measurement_theta_max      27.8860

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.559
_exptl_crystal_F_000             4048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    11.394
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.26119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            44455
_diffrn_reflns_av_unetI/netI     0.0745
_diffrn_reflns_av_R_equivalents  0.1432
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.762
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6369
_reflns_number_gt                4117
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0706P)²+225.9193P] 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         6369
_refine_ls_number_parameters     157
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1336
_refine_ls_R_factor_gt           0.0812
_refine_ls_wR_factor_ref         0.2043
_refine_ls_wR_factor_gt          0.1766
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
Sn1 Sn 0.49820(7) 0.01907(7) 0.07595(4) 0.0307(3) Uani 1 1 d . . . . .
Sn2 Sn 0.49825(8) 0.18856(7) 0.19840(4) 0.0334(3) Uani 1 1 d . . . . .
Sn3 Sn 0.49542(7) -0.08439(7) 0.22145(4) 0.0333(3) Uani 1 1 d . . . . .
Se1 Se 0.43962(12) -0.12859(12) 0.12604(7) 0.0407(4) Uani 1 1 d . . . . .
Se2 Se 0.44270(11) 0.18754(12) 0.09970(6) 0.0390(4) Uani 1 1 d . . . . .
Se3 Se 0.43755(12) 0.06708(12) 0.26638(7) 0.0417(5) Uani 1 1 d . . . . .
Se4 Se 0.60611(10) 0.00136(14) 0.00705(6) 0.0386(4) Uani 1 1 d . . . . .
Se5 Se 0.59429(10) 0.03998(11) 0.16519(6) 0.0316(4) Uani 1 1 d . . . . .
Se6 Se 0.39606(11) 0.32274(12) 0.23438(8) 0.0435(5) Uani 1 1 d . . . . .
Se7 Se 0.60659(11) 0.29916(13) 0.22656(8) 0.0441(5) Uani 1 1 d . . . . .
N1 N 0.2105(11) 0.0861(15) 0.1552(9) 0.068(5) Uani 1 1 d D . . . .
N2 N 0.198(2) -0.273(3) 0.4174(13) 0.150(12) Uiso 1 1 d D . . . .
C1 C 0.235(2) 0.185(2) 0.142(2) 0.18(2) Uani 1 1 d . . . . .
H1A H 0.2889 0.1911 0.1492 0.270 Uiso 1 1 calc R U . . .
H1B H 0.2243 0.1980 0.1032 0.270 Uiso 1 1 calc R U . . .
H1C H 0.2065 0.2304 0.1651 0.270 Uiso 1 1 calc R U . . .
C4 C 0.1293(14) 0.073(3) 0.1452(14) 0.126(12) Uiso 1 1 d D . . . .
H4A H 0.1056 0.1289 0.1633 0.151 Uiso 1 1 calc R U . . .
H4B H 0.1160 0.0164 0.1684 0.151 Uiso 1 1 calc R U . . .
C3 C 0.235(3) 0.071(3) 0.2152(19) 0.163(17) Uiso 1 1 d . . . . .
H3A H 0.2896 0.0809 0.2185 0.244 Uiso 1 1 calc R U . . .
H3B H 0.2082 0.1165 0.2390 0.244 Uiso 1 1 calc R U . . .
H3C H 0.2226 0.0046 0.2265 0.244 Uiso 1 1 calc R U . . .
C8 C 0.219(3) -0.350(3) 0.3712(17) 0.170(18) Uiso 1 1 d D . . . .
H8A H 0.2705 -0.3741 0.3773 0.255 Uiso 1 1 calc R U . . .
H8B H 0.1832 -0.4039 0.3730 0.255 Uiso 1 1 calc R U . . .
H8C H 0.2160 -0.3195 0.3349 0.255 Uiso 1 1 calc R U . . .
C9 C 0.117(3) -0.239(4) 0.405(2) 0.24(3) Uiso 1 1 d D . . . .
H9A H 0.1168 -0.2012 0.3708 0.361 Uiso 1 1 calc R U . . .
H9B H 0.0838 -0.2947 0.4011 0.361 Uiso 1 1 calc R U . . .
H9C H 0.0990 -0.1979 0.4353 0.361 Uiso 1 1 calc R U . . .
C7 C 0.195(4) -0.330(4) 0.4708(15) 0.61(11) Uiso 1 1 d D . . . .
H7A H 0.2462 -0.3532 0.4801 0.922 Uiso 1 1 calc DR U . . .
H7B H 0.1765 -0.2886 0.5004 0.922 Uiso 1 1 calc R U . . .
H7C H 0.1613 -0.3853 0.4662 0.922 Uiso 1 1 calc R U . . .
C10 C 0.266(3) -0.206(4) 0.419(2) 0.34(5) Uiso 1 1 d D . . . .
H10A H 0.2443 -0.1437 0.4306 0.408 Uiso 1 1 calc R U . . .
H10B H 0.2793 -0.1979 0.3797 0.408 Uiso 1 1 calc R U . . .
C2 C 0.249(3) 0.011(4) 0.122(2) 0.19(2) Uiso 1 1 d . . . . .
H2A H 0.3042 0.0164 0.1266 0.286 Uiso 1 1 calc R U . . .
H2B H 0.2325 -0.0532 0.1333 0.286 Uiso 1 1 calc R U . . .
H2C H 0.2368 0.0204 0.0826 0.286 Uiso 1 1 calc R U . . .
C6 C 0.021(4) -0.004(6) 0.077(3) 0.35(5) Uiso 1 1 d D . . . .
H6A H 0.0073 0.0119 0.0394 0.520 Uiso 1 1 calc R U . . .
H6B H 0.0379 -0.0717 0.0789 0.520 Uiso 1 1 calc R U . . .
H6C H -0.0224 0.0048 0.1014 0.520 Uiso 1 1 calc R U . . .
C5 C 0.083(4) 0.059(6) 0.095(2) 0.44(6) Uiso 1 1 d D . . . .
H5A H 0.0626 0.1241 0.0885 0.526 Uiso 1 1 calc R U . . .
H5B H 0.1219 0.0490 0.0663 0.526 Uiso 1 1 calc R U . . .
C11 C 0.340(3) -0.211(4) 0.447(4) 0.37(5) Uiso 1 1 d D . . . .
H11A H 0.3282 -0.2501 0.4801 0.438 Uiso 1 1 calc DR U . . .
H11B H 0.3694 -0.2541 0.4231 0.438 Uiso 1 1 calc R U . . .
C12 C 0.399(5) -0.147(6) 0.468(6) 0.60(11) Uiso 1 1 d D . . . .
H12A H 0.4392 -0.1853 0.4846 0.905 Uiso 1 1 calc R U . . .
H12B H 0.4190 -0.1081 0.4380 0.905 Uiso 1 1 calc R U . . .
H12C H 0.3769 -0.1041 0.4962 0.905 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
Sn1 Se4 2.525(2) . ?
Sn1 Se1 2.571(2) . ?
Sn1 Se2 2.5713(19) . ?
Sn1 Se4 2.721(2) 5_655 ?
Sn1 Se5 2.7431(19) . ?
Sn2 Se7 2.521(2) . ?
Sn2 Se3 2.566(2) . ?
Sn2 Se2 2.5675(19) . ?
Sn2 Se6 2.708(2) . ?
Sn2 Se5 2.760(2) . ?
Sn3 Se6 2.522(2) 3_645 ?
Sn3 Se3 2.552(2) . ?
Sn3 Se1 2.568(2) . ?
Sn3 Se7 2.703(2) 3_645 ?
Sn3 Se5 2.7816(19) . ?
Se4 Sn1 2.721(2) 5_655 ?
Se6 Sn3 2.522(2) 3_655 ?
Se7 Sn3 2.703(2) 3_655 ?
N1 C4 1.453(18) . ?
N1 C1 1.45(3) . ?
N1 C2 1.48(5) . ?
N1 C3 1.52(4) . ?
N2 C9 1.53(5) . ?
N2 C7 1.507(18) . ?
N2 C8 1.58(5) . ?
N2 C10 1.490(17) . ?
C4 C5 1.459(19) . ?
C10 C11 1.471(19) . ?
C6 C5 1.45(2) . ?
C11 C12 1.44(2) . ?

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
Se4 Sn1 Se1 122.04(7) . . ?
Se4 Sn1 Se2 120.99(7) . . ?
Se1 Sn1 Se2 116.96(7) . . ?
Se4 Sn1 Se4 90.51(6) . 5_655 ?
Se1 Sn1 Se4 89.77(7) . 5_655 ?
Se2 Sn1 Se4 90.15(6) . 5_655 ?
Se4 Sn1 Se5 93.81(6) . . ?
Se1 Sn1 Se5 87.67(6) . . ?
Se2 Sn1 Se5 87.90(6) . . ?
Se4 Sn1 Se5 175.66(7) 5_655 . ?
Se7 Sn2 Se3 122.05(8) . . ?
Se7 Sn2 Se2 122.47(8) . . ?
Se3 Sn2 Se2 115.48(8) . . ?
Se7 Sn2 Se6 90.07(6) . . ?
Se3 Sn2 Se6 87.95(7) . . ?
Se2 Sn2 Se6 92.86(7) . . ?
Se7 Sn2 Se5 93.71(7) . . ?
Se3 Sn2 Se5 87.54(6) . . ?
Se2 Sn2 Se5 87.61(6) . . ?
Se6 Sn2 Se5 175.20(7) . . ?
Se6 Sn3 Se3 122.09(8) 3_645 . ?
Se6 Sn3 Se1 122.96(8) 3_645 . ?
Se3 Sn3 Se1 114.87(7) . . ?
Se6 Sn3 Se7 90.18(6) 3_645 3_645 ?
Se3 Sn3 Se7 91.32(7) . 3_645 ?
Se1 Sn3 Se7 91.36(7) . 3_645 ?
Se6 Sn3 Se5 92.70(7) 3_645 . ?
Se3 Sn3 Se5 87.34(6) . . ?
Se1 Sn3 Se5 86.89(6) . . ?
Se7 Sn3 Se5 177.11(7) 3_645 . ?
Sn3 Se1 Sn1 94.70(6) . . ?
Sn2 Se2 Sn1 93.89(6) . . ?
Sn3 Se3 Sn2 95.41(7) . . ?
Sn1 Se4 Sn1 89.48(6) . 5_655 ?
Sn1 Se5 Sn2 86.05(6) . . ?
Sn1 Se5 Sn3 86.34(6) . . ?
Sn2 Se5 Sn3 86.18(6) . . ?
Sn3 Se6 Sn2 88.93(7) 3_655 . ?
Sn2 Se7 Sn3 89.08(7) . 3_655 ?
C4 N1 C1 112(3) . . ?
C4 N1 C2 106(3) . . ?
C1 N1 C2 113(3) . . ?
C4 N1 C3 115(3) . . ?
C1 N1 C3 105(3) . . ?
C2 N1 C3 107(3) . . ?
C9 N2 C7 107(3) . . ?
C9 N2 C8 106(4) . . ?
C7 N2 C8 105(2) . . ?
C9 N2 C10 124(4) . . ?
C7 N2 C10 109.1(13) . . ?
C8 N2 C10 104(4) . . ?
N1 C4 C5 134(4) . . ?
N2 C10 C11 133(2) . . ?
C6 C5 C4 137(5) . . ?
C12 C11 C10 140(3) . . ?

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
C1 H1A Se2 0.97 2.94 3.78(3) 145.3 .
C4 H4B Se6 0.98 3.10 4.07(4) 168.9 8_655
C3 H3A Se3 0.97 2.84 3.75(5) 157.1 .
C8 H8A Se5 0.97 2.83 3.70(5) 149.5 3_645
C9 H9C Se4 0.97 3.07 3.92(6) 146.9 6_556
C2 H2A Se1 0.97 3.09 3.84(5) 135.1 .

_refine_diff_density_max         2.559
_refine_diff_density_min         -1.140
_refine_diff_density_rms         0.303

####################################################################### 
# 
# 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_1-170K
_database_code_depnum_ccdc_archive 'CCDC 1836568'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H30 N2 O3 Se7 Sn3'
_chemical_formula_weight         1135.15

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'
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'

_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                   9.8761(3)
_cell_length_b                   13.5970(5)
_cell_length_c                   20.7839(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.484(3)
_cell_angle_gamma                90
_cell_volume                     2788.35(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    10263
_cell_measurement_theta_min      5.0850
_cell_measurement_theta_max      29.8280

_exptl_crystal_description       PLATE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.704
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    11.816
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.22356
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28291
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.950
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5636
_reflns_number_gt                4757
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0174P)²+76.3215P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5636
_refine_ls_number_parameters     210
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0415
_refine_ls_wR_factor_ref         0.1000
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_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
Sn1 Sn 0.92984(6) 0.53248(4) 0.07796(3) 0.01981(14) Uani 1 1 d . . . . .
Sn2 Sn 0.77448(6) 0.45134(4) 0.23012(3) 0.01752(13) Uani 1 1 d . . . . .
Sn3 Sn 0.81045(6) 0.71965(4) 0.19381(3) 0.01849(14) Uani 1 1 d . . . . .
Se1 Se 1.00734(10) 0.70280(7) 0.11826(5) 0.0276(2) Uani 1 1 d . . . . .
Se2 Se 1.17677(9) 0.49482(8) 0.03294(4) 0.0262(2) Uani 1 1 d . . . . .
Se3 Se 0.96434(10) 0.39312(7) 0.15942(5) 0.0253(2) Uani 1 1 d . . . . .
Se4 Se 0.68249(9) 0.56913(6) 0.12892(4) 0.01817(18) Uani 1 1 d . . . . .
Se5 Se 0.88072(10) 0.33982(7) 0.32777(5) 0.0290(2) Uani 1 1 d . . . . .
Se6 Se 0.55355(9) 0.36040(6) 0.23638(5) 0.0226(2) Uani 1 1 d . . . . .
Se7 Se 0.82638(10) 0.60854(6) 0.29374(4) 0.0226(2) Uani 1 1 d . . . . .
O1 O 1.1376(12) 0.7857(9) 0.4529(7) 0.091(4) Uani 1 1 d . . . . .
H1D H 1.2081 0.8179 0.4629 0.136 Uiso 1 1 calc R U . . .
O2 O 0.311(4) 0.514(3) 0.4144(18) 0.282(16) Uiso 1 1 d D . . . .
H2D H 0.2803 0.4982 0.4501 0.424 Uiso 1 1 calc R U . . .
N1 N 0.8592(13) 0.7206(10) 0.4868(5) 0.063(3) Uani 1 1 d . . . . .
N2 N 0.3097(10) 0.6138(8) 0.2788(6) 0.052(3) Uani 1 1 d . . . . .
C1 C 0.7116(18) 0.6964(15) 0.4691(9) 0.081(5) Uani 1 1 d . . . . .
H1A H 0.7042 0.6712 0.4249 0.122 Uiso 1 1 calc R U . . .
H1B H 0.6792 0.6464 0.4987 0.122 Uiso 1 1 calc R U . . .
H1C H 0.6565 0.7560 0.4723 0.122 Uiso 1 1 calc R U . . .
C2 C 0.9378(18) 0.6267(11) 0.4808(8) 0.070(4) Uani 1 1 d . . . . .
H2A H 0.9291 0.6030 0.4363 0.105 Uiso 1 1 calc R U . . .
H2B H 1.0336 0.6388 0.4925 0.105 Uiso 1 1 calc R U . . .
H2C H 0.9021 0.5770 0.5097 0.105 Uiso 1 1 calc R U . . .
C3 C 0.8700(15) 0.7582(11) 0.5530(6) 0.059(4) Uani 1 1 d . . . . .
H3A H 0.8470 0.7057 0.5830 0.088 Uiso 1 1 calc R U . . .
H3B H 0.9630 0.7805 0.5628 0.088 Uiso 1 1 calc R U . . .
H3C H 0.8073 0.8134 0.5573 0.088 Uiso 1 1 calc R U . . .
C4 C 0.8913(16) 0.7924(10) 0.4370(7) 0.059(4) Uani 1 1 d . . . . .
H4A H 0.8139 0.8380 0.4302 0.071 Uiso 1 1 calc R U . . .
H4B H 0.9044 0.7574 0.3959 0.071 Uiso 1 1 calc R U . . .
C5 C 1.0180(15) 0.8512(11) 0.4550(8) 0.060(4) Uani 1 1 d . . . . .
H5A H 1.0274 0.9064 0.4244 0.072 Uiso 1 1 calc R U . . .
H5B H 1.0114 0.8789 0.4988 0.072 Uiso 1 1 calc R U . . .
C6 C 0.437(2) 0.6118(16) 0.3184(10) 0.101(6) Uani 1 1 d . U . . .
H6A H 0.4167 0.6150 0.3641 0.152 Uiso 1 1 calc R U . . .
H6B H 0.4861 0.5507 0.3101 0.152 Uiso 1 1 calc R U . . .
H6C H 0.4933 0.6682 0.3075 0.152 Uiso 1 1 calc R U . . .
C7 C 0.351(2) 0.6088(18) 0.2129(10) 0.134(12) Uani 1 1 d . . . . .
H7A H 0.4017 0.5480 0.2065 0.201 Uiso 1 1 calc R U . . .
H7B H 0.2703 0.6097 0.1836 0.201 Uiso 1 1 calc R U . . .
H7C H 0.4083 0.6655 0.2038 0.201 Uiso 1 1 calc R U . . .
C8 C 0.233(2) 0.7034(15) 0.2907(13) 0.132(11) Uani 1 1 d . . . . .
H8A H 0.2072 0.7045 0.3357 0.198 Uiso 1 1 calc R U . . .
H8B H 0.2898 0.7609 0.2823 0.198 Uiso 1 1 calc R U . . .
H8C H 0.1518 0.7050 0.2622 0.198 Uiso 1 1 calc R U . . .
C9 C 0.222(2) 0.5234(15) 0.2927(10) 0.089(5) Uani 1 1 d . U . . .
H9A H 0.1316 0.5330 0.2711 0.107 Uiso 1 1 calc R U . . .
H9B H 0.2635 0.4652 0.2728 0.107 Uiso 1 1 calc R U . . .
C10 C 0.202(4) 0.501(3) 0.3629(18) 0.203 Uiso 1 1 d D U . . .
H10A H 0.1243 0.5406 0.3758 0.243 Uiso 1 1 calc R U . . .
H10B H 0.1736 0.4310 0.3648 0.243 Uiso 1 1 calc R U . . .
O1W O 0.347(3) 0.555(2) 0.5545(13) 0.227(11) Uiso 1 1 d . . . . .
H1WA H 0.2793 0.5633 0.5779 0.272 Uiso 1 1 d R U . . .
H1WB H 0.4275 0.5591 0.5712 0.272 Uiso 1 1 d 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
Sn1 Se2 2.5197(11) 3_765 ?
Sn1 Se3 2.5541(11) . ?
Sn1 Se1 2.5681(11) . ?
Sn1 Se2 2.6986(11) . ?
Sn1 Se4 2.7500(10) . ?
Sn2 Se6 2.5162(10) . ?
Sn2 Se7 2.5537(10) . ?
Sn2 Se3 2.5576(11) . ?
Sn2 Se5 2.7083(11) . ?
Sn2 Se4 2.7656(10) . ?
Sn3 Se5 2.5223(11) 2_655 ?
Sn3 Se1 2.5620(10) . ?
Sn3 Se7 2.5676(11) . ?
Sn3 Se6 2.7208(11) 2_655 ?
Sn3 Se4 2.7308(10) . ?
Se2 Sn1 2.5196(11) 3_765 ?
Se5 Sn3 2.5223(11) 2_645 ?
Se6 Sn3 2.7208(11) 2_645 ?
O1 C5 1.481(18) . ?
O2 C10 1.490(18) . ?
N1 C3 1.467(16) . ?
N1 C4 1.468(18) . ?
N1 C2 1.502(17) . ?
N1 C1 1.52(2) . ?
N2 C7 1.45(2) . ?
N2 C8 1.459(17) . ?
N2 C6 1.47(2) . ?
N2 C9 1.54(2) . ?
C4 C5 1.52(2) . ?
C9 C10 1.51(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
_geom_angle_publ_flag
Se2 Sn1 Se3 122.38(4) 3_765 . ?
Se2 Sn1 Se1 122.55(4) 3_765 . ?
Se3 Sn1 Se1 115.06(4) . . ?
Se2 Sn1 Se2 90.17(3) 3_765 . ?
Se3 Sn1 Se2 89.57(4) . . ?
Se1 Sn1 Se2 91.33(4) . . ?
Se2 Sn1 Se4 92.07(3) 3_765 . ?
Se3 Sn1 Se4 88.53(3) . . ?
Se1 Sn1 Se4 88.17(3) . . ?
Se2 Sn1 Se4 177.61(4) . . ?
Se6 Sn2 Se7 122.66(4) . . ?
Se6 Sn2 Se3 122.45(4) . . ?
Se7 Sn2 Se3 114.89(4) . . ?
Se6 Sn2 Se5 89.70(3) . . ?
Se7 Sn2 Se5 91.04(4) . . ?
Se3 Sn2 Se5 89.28(4) . . ?
Se6 Sn2 Se4 93.84(3) . . ?
Se7 Sn2 Se4 87.77(3) . . ?
Se3 Sn2 Se4 88.12(3) . . ?
Se5 Sn2 Se4 176.37(4) . . ?
Se5 Sn3 Se1 122.08(4) 2_655 . ?
Se5 Sn3 Se7 122.97(4) 2_655 . ?
Se1 Sn3 Se7 114.94(4) . . ?
Se5 Sn3 Se6 89.29(3) 2_655 2_655 ?
Se1 Sn3 Se6 91.12(3) . 2_655 ?
Se7 Sn3 Se6 88.34(3) . 2_655 ?
Se5 Sn3 Se4 94.06(3) 2_655 . ?
Se1 Sn3 Se4 88.72(3) . . ?
Se7 Sn3 Se4 88.24(3) . . ?
Se6 Sn3 Se4 176.15(4) 2_655 . ?
Sn3 Se1 Sn1 93.28(3) . . ?
Sn1 Se2 Sn1 89.83(3) 3_765 . ?
Sn1 Se3 Sn2 94.08(3) . . ?
Sn3 Se4 Sn1 85.77(3) . . ?
Sn3 Se4 Sn2 85.91(3) . . ?
Sn1 Se4 Sn2 85.41(3) . . ?
Sn3 Se5 Sn2 88.09(3) 2_645 . ?
Sn2 Se6 Sn3 87.94(3) . 2_645 ?
Sn2 Se7 Sn3 94.00(3) . . ?
C3 N1 C4 114.9(12) . . ?
C3 N1 C2 110.9(11) . . ?
C4 N1 C2 112.2(12) . . ?
C3 N1 C1 109.4(12) . . ?
C4 N1 C1 101.9(12) . . ?
C2 N1 C1 106.8(13) . . ?
C7 N2 C8 111.6(17) . . ?
C7 N2 C6 105.1(14) . . ?
C8 N2 C6 110.9(14) . . ?
C7 N2 C9 108.8(16) . . ?
C8 N2 C9 109.6(15) . . ?
C6 N2 C9 110.7(14) . . ?
N1 C4 C5 112.2(12) . . ?
O1 C5 C4 109.0(12) . . ?
C10 C9 N2 116(2) . . ?
O2 C10 C9 123(3) . . ?

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
O1 H1D Se2 0.84 2.66 3.388(12) 145.8 2_755
O2 H2D O1W 0.84 2.37 2.97(5) 129.1 .
C2 H2A Se7 0.98 3.09 4.002(17) 155.3 .
C2 H2B O1 0.98 2.41 3.00(2) 118.4 .
C3 H3B Se5 0.98 3.15 3.667(13) 114.5 3_766
C3 H3C Se2 0.98 2.94 3.877(14) 159.5 4_576
C4 H4B Se6 0.99 3.13 3.782(15) 124.7 2_655
C4 H4B Se7 0.99 3.01 3.919(14) 153.1 .
C6 H6A O2 0.98 2.04 2.74(4) 126.6 .
C6 H6B Se6 0.98 3.09 4.01(2) 156.1 .
C6 H6C Se3 0.98 3.16 3.97(2) 141.2 2_655
C7 H7A Se6 0.98 3.01 3.946(18) 160.3 .
C7 H7B Se1 0.98 3.14 4.05(2) 154.9 1_455
C8 H8C Se6 0.98 2.93 3.573(16) 124.1 2
C10 H10B Se5 0.99 3.21 3.90(4) 128.1 1_455
O1W H1WA Se5 0.85 2.89 3.68(3) 155.8 3_666

_refine_diff_density_max         1.457
_refine_diff_density_min         -0.961
_refine_diff_density_rms         0.220

####################################################################### 
# 
# 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_1-130K
_database_code_depnum_ccdc_archive 'CCDC 1836567'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H30 N2 O3 Se7 Sn3'
_chemical_formula_weight         1135.15

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'
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'

_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                   9.8469(3)
_cell_length_b                   13.5734(5)
_cell_length_c                   20.7529(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.642(3)
_cell_angle_gamma                90
_cell_volume                     2770.80(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    10290
_cell_measurement_theta_min      5.0860
_cell_measurement_theta_max      29.9300

_exptl_crystal_description       PLATE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.721
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    11.891
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.15114
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27103
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.916
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5609
_reflns_number_gt                4728
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0371P)²+86.6116P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5609
_refine_ls_number_parameters     210
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1151
_refine_ls_wR_factor_gt          0.1089
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
Sn1 Sn 0.93020(7) 0.53278(5) 0.07807(3) 0.01701(15) Uani 1 1 d . . . . .
Sn2 Sn 0.77407(7) 0.45225(4) 0.23024(3) 0.01495(15) Uani 1 1 d . . . . .
Sn3 Sn 0.81106(7) 0.72059(4) 0.19372(3) 0.01557(15) Uani 1 1 d . . . . .
Se1 Se 1.00865(11) 0.70333(7) 0.11831(5) 0.0246(2) Uani 1 1 d . . . . .
Se2 Se 1.17732(10) 0.49466(8) 0.03305(5) 0.0229(2) Uani 1 1 d . . . . .
Se3 Se 0.96437(11) 0.39340(7) 0.15976(5) 0.0220(2) Uani 1 1 d . . . . .
Se4 Se 0.68254(9) 0.56999(6) 0.12881(4) 0.0154(2) Uani 1 1 d . . . . .
Se5 Se 0.88021(11) 0.34105(8) 0.32839(5) 0.0258(2) Uani 1 1 d . . . . .
Se6 Se 0.55263(10) 0.36152(7) 0.23639(5) 0.0190(2) Uani 1 1 d . . . . .
Se7 Se 0.82649(10) 0.60963(7) 0.29395(4) 0.0190(2) Uani 1 1 d . . . . .
O1 O 1.1368(13) 0.7861(9) 0.4541(7) 0.074(4) Uani 1 1 d . . . . .
H1D H 1.2057 0.8176 0.4639 0.111 Uiso 1 1 calc R U . . .
O2 O 0.299(4) 0.515(3) 0.4172(17) 0.241(15) Uiso 1 1 d D . . . .
H2D H 0.2691 0.4993 0.4521 0.361 Uiso 1 1 calc R U . . .
N1 N 0.8580(14) 0.7200(10) 0.4867(6) 0.056(3) Uani 1 1 d . . . . .
N2 N 0.3096(10) 0.6142(8) 0.2801(6) 0.047(3) Uani 1 1 d . . . . .
C1 C 0.7090(16) 0.6941(14) 0.4703(9) 0.066(5) Uani 1 1 d . . . . .
H1A H 0.7004 0.6684 0.4272 0.098 Uiso 1 1 calc R U . . .
H1B H 0.6791 0.6455 0.5000 0.098 Uiso 1 1 calc R U . . .
H1C H 0.6541 0.7523 0.4732 0.098 Uiso 1 1 calc R U . . .
C2 C 0.9394(18) 0.6278(12) 0.4815(8) 0.060(4) Uani 1 1 d . . . . .
H2A H 0.9297 0.6028 0.4383 0.089 Uiso 1 1 calc R U . . .
H2B H 1.0334 0.6418 0.4919 0.089 Uiso 1 1 calc R U . . .
H2C H 0.9074 0.5795 0.5110 0.089 Uiso 1 1 calc R U . . .
C3 C 0.8716(16) 0.7594(12) 0.5526(6) 0.051(4) Uani 1 1 d . . . . .
H3A H 0.8482 0.7092 0.5827 0.077 Uiso 1 1 calc R U . . .
H3B H 0.9637 0.7801 0.5616 0.077 Uiso 1 1 calc R U . . .
H3C H 0.8117 0.8147 0.5565 0.077 Uiso 1 1 calc R U . . .
C4 C 0.8919(17) 0.7922(11) 0.4371(7) 0.053(4) Uani 1 1 d . . . . .
H4A H 0.8161 0.8372 0.4304 0.064 Uiso 1 1 calc R U . . .
H4B H 0.9039 0.7577 0.3969 0.064 Uiso 1 1 calc R U . . .
C5 C 1.0190(15) 0.8512(11) 0.4539(8) 0.053(4) Uani 1 1 d . . . . .
H5A H 1.0289 0.9033 0.4225 0.063 Uiso 1 1 calc R U . . .
H5B H 1.0122 0.8812 0.4961 0.063 Uiso 1 1 calc R U . . .
C6 C 0.439(3) 0.6130(19) 0.3219(12) 0.104(8) Uani 1 1 d . U . . .
H6A H 0.4173 0.6149 0.3665 0.156 Uiso 1 1 calc R U . . .
H6B H 0.4890 0.5539 0.3136 0.156 Uiso 1 1 calc R U . . .
H6C H 0.4933 0.6693 0.3121 0.156 Uiso 1 1 calc R U . . .
C7 C 0.354(2) 0.611(2) 0.2147(12) 0.129(12) Uani 1 1 d . . . . .
H7A H 0.4041 0.5513 0.2083 0.193 Uiso 1 1 calc R U . . .
H7B H 0.2767 0.6132 0.1850 0.193 Uiso 1 1 calc R U . . .
H7C H 0.4119 0.6667 0.2073 0.193 Uiso 1 1 calc R U . . .
C8 C 0.234(2) 0.7040(16) 0.2907(15) 0.128(12) Uani 1 1 d . . . . .
H8A H 0.2050 0.7051 0.3343 0.192 Uiso 1 1 calc R U . . .
H8B H 0.2911 0.7600 0.2837 0.192 Uiso 1 1 calc R U . . .
H8C H 0.1560 0.7065 0.2613 0.192 Uiso 1 1 calc R U . . .
C9 C 0.222(2) 0.5235(17) 0.2937(11) 0.085(6) Uani 1 1 d . U . . .
H9A H 0.2682 0.4656 0.2783 0.102 Uiso 1 1 calc R U . . .
H9B H 0.1368 0.5294 0.2684 0.102 Uiso 1 1 calc R U . . .
C10 C 0.188(3) 0.506(3) 0.3658(15) 0.141 Uiso 1 1 d D U . . .
H10A H 0.1166 0.5515 0.3762 0.170 Uiso 1 1 calc R U . . .
H10B H 0.1501 0.4399 0.3687 0.170 Uiso 1 1 calc R U . . .
O1W O 0.349(3) 0.553(2) 0.5555(15) 0.219(13) Uiso 1 1 d . . . . .
H1WA H 0.2812 0.5608 0.5790 0.263 Uiso 1 1 d R U . . .
H1WB H 0.4294 0.5566 0.5722 0.263 Uiso 1 1 d 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
Sn1 Se2 2.5204(12) 3_765 ?
Sn1 Se3 2.5523(12) . ?
Sn1 Se1 2.5678(12) . ?
Sn1 Se2 2.6966(12) . ?
Sn1 Se4 2.7473(11) . ?
Sn2 Se6 2.5126(11) . ?
Sn2 Se7 2.5525(11) . ?
Sn2 Se3 2.5575(11) . ?
Sn2 Se5 2.7062(12) . ?
Sn2 Se4 2.7608(11) . ?
Sn3 Se5 2.5202(12) 2_655 ?
Sn3 Se1 2.5634(11) . ?
Sn3 Se7 2.5669(11) . ?
Sn3 Se6 2.7176(11) 2_655 ?
Sn3 Se4 2.7271(11) . ?
Se2 Sn1 2.5203(12) 3_765 ?
Se5 Sn3 2.5202(12) 2_645 ?
Se6 Sn3 2.7176(11) 2_645 ?
O1 C5 1.458(18) . ?
O2 C10 1.495(18) . ?
N1 C3 1.468(17) . ?
N1 C4 1.470(19) . ?
N1 C2 1.493(19) . ?
N1 C1 1.53(2) . ?
N2 C7 1.45(2) . ?
N2 C8 1.450(19) . ?
N2 C6 1.51(3) . ?
N2 C9 1.54(2) . ?
C4 C5 1.51(2) . ?
C9 C10 1.57(3) . ?

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
Se2 Sn1 Se3 122.36(4) 3_765 . ?
Se2 Sn1 Se1 122.56(4) 3_765 . ?
Se3 Sn1 Se1 115.07(4) . . ?
Se2 Sn1 Se2 90.14(4) 3_765 . ?
Se3 Sn1 Se2 89.68(4) . . ?
Se1 Sn1 Se2 91.31(4) . . ?
Se2 Sn1 Se4 92.01(4) 3_765 . ?
Se3 Sn1 Se4 88.50(3) . . ?
Se1 Sn1 Se4 88.20(3) . . ?
Se2 Sn1 Se4 177.71(4) . . ?
Se6 Sn2 Se7 122.63(4) . . ?
Se6 Sn2 Se3 122.44(4) . . ?
Se7 Sn2 Se3 114.94(4) . . ?
Se6 Sn2 Se5 89.68(4) . . ?
Se7 Sn2 Se5 90.86(4) . . ?
Se3 Sn2 Se5 89.34(4) . . ?
Se6 Sn2 Se4 93.95(4) . . ?
Se7 Sn2 Se4 87.80(3) . . ?
Se3 Sn2 Se4 88.10(3) . . ?
Se5 Sn2 Se4 176.30(4) . . ?
Se5 Sn3 Se1 122.01(4) 2_655 . ?
Se5 Sn3 Se7 122.96(4) 2_655 . ?
Se1 Sn3 Se7 115.02(4) . . ?
Se5 Sn3 Se6 89.26(4) 2_655 2_655 ?
Se1 Sn3 Se6 91.15(4) . 2_655 ?
Se7 Sn3 Se6 88.35(4) . 2_655 ?
Se5 Sn3 Se4 94.04(4) 2_655 . ?
Se1 Sn3 Se4 88.73(3) . . ?
Se7 Sn3 Se4 88.24(3) . . ?
Se6 Sn3 Se4 176.18(4) 2_655 . ?
Sn3 Se1 Sn1 93.18(4) . . ?
Sn1 Se2 Sn1 89.86(4) 3_765 . ?
Sn1 Se3 Sn2 94.06(4) . . ?
Sn3 Se4 Sn1 85.83(3) . . ?
Sn3 Se4 Sn2 85.96(3) . . ?
Sn1 Se4 Sn2 85.50(3) . . ?
Sn3 Se5 Sn2 88.01(4) 2_645 . ?
Sn2 Se6 Sn3 87.92(4) . 2_645 ?
Sn2 Se7 Sn3 93.91(4) . . ?
C3 N1 C4 113.3(13) . . ?
C3 N1 C2 110.3(12) . . ?
C4 N1 C2 111.6(12) . . ?
C3 N1 C1 109.7(12) . . ?
C4 N1 C1 104.1(12) . . ?
C2 N1 C1 107.7(13) . . ?
C7 N2 C8 110.4(19) . . ?
C7 N2 C6 104.6(16) . . ?
C8 N2 C6 110.4(14) . . ?
C7 N2 C9 110.2(17) . . ?
C8 N2 C9 110.4(16) . . ?
C6 N2 C9 110.7(16) . . ?
N1 C4 C5 113.8(13) . . ?
O1 C5 C4 109.2(12) . . ?
N2 C9 C10 116(2) . . ?
O2 C10 C9 119(3) . . ?

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
O1 H1D Se2 0.82 2.66 3.375(13) 146.0 2_755
O2 H2D O1W 0.82 2.37 2.94(5) 127.4 .
C2 H2A Se7 0.96 3.12 4.006(17) 154.3 .
C2 H2B O1 0.96 2.36 2.97(2) 121.1 .
C3 H3B Se5 0.96 3.15 3.658(14) 114.4 3_766
C3 H3C Se2 0.96 2.94 3.859(15) 161.5 4_576
C4 H4B Se6 0.97 3.15 3.786(15) 124.6 2_655
C4 H4B Se7 0.97 3.01 3.900(15) 153.9 .
C6 H6A O2 0.96 2.11 2.80(5) 128.1 .
C6 H6B Se6 0.96 3.14 4.03(3) 154.3 .
C6 H6C Se3 0.96 3.12 3.94(3) 143.8 2_655
C7 H7A Se6 0.96 3.01 3.93(2) 160.8 .
C7 H7B Se1 0.96 3.17 4.07(2) 156.1 1_455
C8 H8C Se6 0.96 2.94 3.565(17) 123.6 2
C10 H10B Se5 0.97 3.06 3.82(3) 135.9 1_455
O1W H1WA Se5 0.85 2.88 3.67(3) 155.8 3_666

_refine_diff_density_max         1.964
_refine_diff_density_min         -1.423
_refine_diff_density_rms         0.261

####################################################################### 
# 
# 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_1-210K
_database_code_depnum_ccdc_archive 'CCDC 1836565'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H30 N2 O3 Se7 Sn3'
_chemical_formula_weight         1135.15

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'
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'

_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                   9.8956(4)
_cell_length_b                   13.6110(5)
_cell_length_c                   20.8327(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.368(3)
_cell_angle_gamma                90
_cell_volume                     2803.54(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    210(2)
_cell_measurement_reflns_used    8772
_cell_measurement_theta_min      4.9440
_cell_measurement_theta_max      29.6600

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.689
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    11.752
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.20719
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      210(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26407
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.932
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5678
_reflns_number_gt                4688
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0271P)²+58.8353P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5678
_refine_ls_number_parameters     210
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0555
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1036
_refine_ls_wR_factor_gt          0.0973
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_restrained_S_all      1.005
_refine_ls_shift/su_max          0.002
_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
Sn1 Sn 0.92961(6) 0.53201(4) 0.07788(3) 0.02248(14) Uani 1 1 d . . . . .
Sn2 Sn 0.77495(6) 0.44966(4) 0.22987(3) 0.02024(14) Uani 1 1 d . . . . .
Sn3 Sn 0.80966(6) 0.71803(4) 0.19405(3) 0.02103(14) Uani 1 1 d . . . . .
Se1 Se 1.00596(10) 0.70211(7) 0.11832(5) 0.0311(2) Uani 1 1 d . . . . .
Se2 Se 1.17646(9) 0.49492(8) 0.03277(4) 0.0300(2) Uani 1 1 d . . . . .
Se3 Se 0.96450(10) 0.39270(7) 0.15890(5) 0.0289(2) Uani 1 1 d . . . . .
Se4 Se 0.68214(9) 0.56774(6) 0.12911(4) 0.02070(18) Uani 1 1 d . . . . .
Se5 Se 0.88147(10) 0.33774(7) 0.32687(5) 0.0326(2) Uani 1 1 d . . . . .
Se6 Se 0.55483(9) 0.35843(6) 0.23611(5) 0.0264(2) Uani 1 1 d . . . . .
Se7 Se 0.82608(10) 0.60656(7) 0.29354(4) 0.0261(2) Uani 1 1 d . . . . .
O1 O 1.1384(15) 0.7866(10) 0.4521(8) 0.121(5) Uani 1 1 d . . . . .
H1D H 1.2073 0.8189 0.4619 0.182 Uiso 1 1 calc R U . . .
O2 O 0.317(4) 0.513(3) 0.412(2) 0.326(19) Uiso 1 1 d D . . . .
H2D H 0.2883 0.4975 0.4478 0.489 Uiso 1 1 calc R U . . .
N1 N 0.8626(15) 0.7204(10) 0.4872(6) 0.075(4) Uani 1 1 d . . . . .
N2 N 0.3101(10) 0.6136(8) 0.2778(6) 0.058(3) Uani 1 1 d . . . . .
C1 C 0.7149(19) 0.6972(17) 0.4683(10) 0.109(7) Uani 1 1 d . . . . .
H1A H 0.6802 0.6494 0.4980 0.164 Uiso 1 1 calc R U . . .
H1B H 0.6616 0.7569 0.4698 0.164 Uiso 1 1 calc R U . . .
H1C H 0.7094 0.6705 0.4251 0.164 Uiso 1 1 calc R U . . .
C2 C 0.942(2) 0.6284(14) 0.4808(9) 0.101(7) Uani 1 1 d . . . . .
H2A H 0.9195 0.5828 0.5145 0.151 Uiso 1 1 calc R U . . .
H2B H 0.9208 0.5988 0.4392 0.151 Uiso 1 1 calc R U . . .
H2C H 1.0379 0.6435 0.4844 0.151 Uiso 1 1 calc R U . . .
C3 C 0.8720(17) 0.7595(13) 0.5530(6) 0.075(5) Uani 1 1 d . . . . .
H3A H 0.8504 0.7080 0.5831 0.113 Uiso 1 1 calc R U . . .
H3B H 0.9632 0.7830 0.5626 0.113 Uiso 1 1 calc R U . . .
H3C H 0.8086 0.8133 0.5568 0.113 Uiso 1 1 calc R U . . .
C4 C 0.8933(18) 0.7922(11) 0.4370(8) 0.072(4) Uani 1 1 d . . . . .
H4A H 0.8164 0.8368 0.4299 0.087 Uiso 1 1 calc R U . . .
H4B H 0.9085 0.7579 0.3966 0.087 Uiso 1 1 calc R U . . .
C5 C 1.0169(17) 0.8501(12) 0.4569(9) 0.078(5) Uani 1 1 d . . . . .
H5A H 1.0248 0.9076 0.4290 0.093 Uiso 1 1 calc R U . . .
H5B H 1.0099 0.8732 0.5012 0.093 Uiso 1 1 calc R U . . .
C6 C 0.439(2) 0.6110(16) 0.3159(10) 0.106(6) Uani 1 1 d . U . . .
H6A H 0.4212 0.6170 0.3612 0.158 Uiso 1 1 calc R U . . .
H6B H 0.4847 0.5493 0.3084 0.158 Uiso 1 1 calc R U . . .
H6C H 0.4958 0.6651 0.3031 0.158 Uiso 1 1 calc R U . . .
C7 C 0.347(2) 0.604(2) 0.2110(10) 0.148(12) Uani 1 1 d . . . . .
H7A H 0.3992 0.5448 0.2058 0.222 Uiso 1 1 calc R U . . .
H7B H 0.2651 0.6009 0.1836 0.222 Uiso 1 1 calc R U . . .
H7C H 0.3998 0.6607 0.1991 0.222 Uiso 1 1 calc R U . . .
C8 C 0.232(2) 0.6997(15) 0.2907(13) 0.136(11) Uani 1 1 d . . . . .
H8A H 0.2111 0.7011 0.3358 0.203 Uiso 1 1 calc R U . . .
H8B H 0.2827 0.7580 0.2803 0.203 Uiso 1 1 calc R U . . .
H8C H 0.1479 0.6982 0.2647 0.203 Uiso 1 1 calc R U . . .
C9 C 0.222(2) 0.5242(16) 0.2914(10) 0.102(6) Uani 1 1 d . U . . .
H9A H 0.1312 0.5360 0.2723 0.123 Uiso 1 1 calc R U . . .
H9B H 0.2594 0.4672 0.2695 0.123 Uiso 1 1 calc R U . . .
C10 C 0.209(4) 0.499(4) 0.361(2) 0.238 Uiso 1 1 d D U . . .
H10A H 0.1848 0.4288 0.3624 0.286 Uiso 1 1 calc R U . . .
H10B H 0.1298 0.5348 0.3755 0.286 Uiso 1 1 calc R U . . .
O1W O 0.350(3) 0.557(2) 0.5561(15) 0.271(14) Uiso 1 1 d . . . . .
H1WA H 0.2827 0.5651 0.5796 0.326 Uiso 1 1 d R U . . .
H1WB H 0.4309 0.5609 0.5728 0.326 Uiso 1 1 d 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
Sn1 Se2 2.5199(11) 3_765 ?
Sn1 Se3 2.5527(11) . ?
Sn1 Se1 2.5668(11) . ?
Sn1 Se2 2.7008(11) . ?
Sn1 Se4 2.7547(10) . ?
Sn2 Se6 2.5152(10) . ?
Sn2 Se7 2.5535(10) . ?
Sn2 Se3 2.5562(11) . ?
Sn2 Se5 2.7090(11) . ?
Sn2 Se4 2.7702(10) . ?
Sn3 Se5 2.5208(11) 2_655 ?
Sn3 Se1 2.5618(10) . ?
Sn3 Se7 2.5682(11) . ?
Sn3 Se6 2.7213(11) 2_655 ?
Sn3 Se4 2.7324(10) . ?
Se2 Sn1 2.5198(11) 3_765 ?
Se5 Sn3 2.5208(11) 2_645 ?
Se6 Sn3 2.7214(11) 2_645 ?
O1 C5 1.49(2) . ?
O2 C10 1.495(19) . ?
N1 C4 1.473(19) . ?
N1 C3 1.469(17) . ?
N1 C2 1.488(19) . ?
N1 C1 1.53(2) . ?
N2 C7 1.46(2) . ?
N2 C8 1.438(19) . ?
N2 C6 1.47(2) . ?
N2 C9 1.53(2) . ?
C4 C5 1.50(2) . ?
C9 C10 1.51(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
_geom_angle_publ_flag
Se2 Sn1 Se3 122.46(4) 3_765 . ?
Se2 Sn1 Se1 122.50(4) 3_765 . ?
Se3 Sn1 Se1 115.03(4) . . ?
Se2 Sn1 Se2 90.18(3) 3_765 . ?
Se3 Sn1 Se2 89.52(4) . . ?
Se1 Sn1 Se2 91.41(4) . . ?
Se2 Sn1 Se4 92.10(3) 3_765 . ?
Se3 Sn1 Se4 88.45(3) . . ?
Se1 Sn1 Se4 88.16(3) . . ?
Se2 Sn1 Se4 177.53(4) . . ?
Se6 Sn2 Se7 122.65(4) . . ?
Se6 Sn2 Se3 122.54(4) . . ?
Se7 Sn2 Se3 114.81(4) . . ?
Se6 Sn2 Se5 89.71(3) . . ?
Se7 Sn2 Se5 91.16(4) . . ?
Se3 Sn2 Se5 89.35(4) . . ?
Se6 Sn2 Se4 93.72(3) . . ?
Se7 Sn2 Se4 87.75(3) . . ?
Se3 Sn2 Se4 88.05(3) . . ?
Se5 Sn2 Se4 176.45(4) . . ?
Se5 Sn3 Se1 122.06(4) 2_655 . ?
Se5 Sn3 Se7 122.92(4) 2_655 . ?
Se1 Sn3 Se7 115.01(4) . . ?
Se5 Sn3 Se6 89.32(3) 2_655 2_655 ?
Se1 Sn3 Se6 91.10(3) . 2_655 ?
Se7 Sn3 Se6 88.29(3) . 2_655 ?
Se5 Sn3 Se4 94.04(3) 2_655 . ?
Se1 Sn3 Se4 88.75(3) . . ?
Se7 Sn3 Se4 88.27(3) . . ?
Se6 Sn3 Se4 176.13(4) 2_655 . ?
Sn3 Se1 Sn1 93.33(3) . . ?
Sn1 Se2 Sn1 89.82(3) 3_765 . ?
Sn1 Se3 Sn2 94.29(3) . . ?
Sn3 Se4 Sn1 85.66(3) . . ?
Sn3 Se4 Sn2 85.83(3) . . ?
Sn1 Se4 Sn2 85.35(3) . . ?
Sn3 Se5 Sn2 88.19(3) 2_645 . ?
Sn2 Se6 Sn3 88.03(3) . 2_645 ?
Sn2 Se7 Sn3 94.03(3) . . ?
C4 N1 C3 114.5(14) . . ?
C4 N1 C2 111.7(13) . . ?
C3 N1 C2 112.1(12) . . ?
C4 N1 C1 100.2(13) . . ?
C3 N1 C1 109.8(13) . . ?
C2 N1 C1 107.8(16) . . ?
C7 N2 C8 114.0(17) . . ?
C7 N2 C6 105.6(14) . . ?
C8 N2 C6 112.4(14) . . ?
C7 N2 C9 105.8(17) . . ?
C8 N2 C9 107.3(15) . . ?
C6 N2 C9 111.7(15) . . ?
N1 C4 C5 110.0(14) . . ?
O1 C5 C4 109.2(13) . . ?
C10 C9 N2 116(2) . . ?
C9 C10 O2 125(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
O1 H1D Se2 0.83 2.66 3.383(14) 146.9 2_755
O2 H2D O1W 0.83 2.45 3.06(5) 130.5 .
C2 H2B Se7 0.97 3.14 4.03(2) 153.4 .
C2 H2C O1 0.97 2.30 2.98(3) 126.1 .
C3 H3B Se5 0.97 3.17 3.669(13) 113.4 3_766
C3 H3C Se2 0.97 2.95 3.877(15) 159.6 4_576
C4 H4B Se6 0.98 3.12 3.773(15) 125.4 2_655
C4 H4B Se7 0.98 3.06 3.950(16) 151.4 .
C6 H6A O2 0.97 2.07 2.73(5) 123.9 .
C6 H6B Se6 0.97 3.10 4.01(2) 157.0 .
C6 H6C Se3 0.97 3.22 3.98(2) 136.8 2_655
C7 H7A Se6 0.97 3.02 3.953(19) 161.5 .
C7 H7B Se1 0.97 3.17 4.04(2) 150.6 1_455
C8 H8C Se6 0.97 2.96 3.589(17) 123.3 2
C10 H10A Se5 0.98 3.30 3.95(4) 125.3 1_455
O1W H1WA Se5 0.85 2.91 3.70(3) 156.3 3_666

_refine_diff_density_max         1.402
_refine_diff_density_min         -0.984
_refine_diff_density_rms         0.205

####################################################################### 
# 
# 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_WKY
_database_code_depnum_ccdc_archive 'CCDC 1821848'
_audit_update_record             
;
2018-02-04 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H30 N2 O3 Se7 Sn3'
_chemical_formula_weight         1135.15

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'
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'

_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                   9.8365(3)
_cell_length_b                   13.5796(4)
_cell_length_c                   20.7384(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.727(3)
_cell_angle_gamma                90
_cell_volume                     2767.01(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10783
_cell_measurement_theta_min      5.1370
_cell_measurement_theta_max      29.8730

_exptl_crystal_description       PLATE
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.725
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    11.908
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.11427
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27310
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.912
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5601
_reflns_number_gt                4662
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0271P)²+62.8353P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5601
_refine_ls_number_parameters     210
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0424
_refine_ls_wR_factor_ref         0.0974
_refine_ls_wR_factor_gt          0.0922
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.009
_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
Sn1 Sn 0.93045(6) 0.53287(4) 0.07807(3) 0.01597(13) Uani 1 1 d . . . . .
Sn2 Sn 0.77408(6) 0.45272(4) 0.23027(3) 0.01384(13) Uani 1 1 d . . . . .
Sn3 Sn 0.81144(6) 0.72101(4) 0.19365(3) 0.01452(13) Uani 1 1 d . . . . .
Se1 Se 1.00920(9) 0.70360(7) 0.11833(4) 0.0231(2) Uani 1 1 d . . . . .
Se2 Se 1.17756(9) 0.49452(7) 0.03315(4) 0.0218(2) Uani 1 1 d . . . . .
Se3 Se 0.96447(9) 0.39345(6) 0.15994(4) 0.02051(19) Uani 1 1 d . . . . .
Se4 Se 0.68256(8) 0.57037(6) 0.12869(4) 0.01430(17) Uani 1 1 d . . . . .
Se5 Se 0.88003(10) 0.34161(7) 0.32863(5) 0.0246(2) Uani 1 1 d . . . . .
Se6 Se 0.55195(8) 0.36204(6) 0.23632(4) 0.01769(18) Uani 1 1 d . . . . .
Se7 Se 0.82692(9) 0.61009(6) 0.29403(4) 0.01760(18) Uani 1 1 d . . . . .
O1 O 1.1375(10) 0.7861(7) 0.4546(5) 0.065(3) Uani 1 1 d . . . . .
H1D H 1.2081 0.8185 0.4646 0.098 Uiso 1 1 calc R U . . .
O2 O 0.304(3) 0.516(2) 0.4175(16) 0.250(13) Uiso 1 1 d D . . . .
H2D H 0.2710 0.4997 0.4525 0.376 Uiso 1 1 calc R U . . .
N1 N 0.8580(12) 0.7198(9) 0.4863(5) 0.055(3) Uani 1 1 d . . . . .
N2 N 0.3116(9) 0.6141(7) 0.2803(6) 0.045(3) Uani 1 1 d . . . . .
C1 C 0.7090(15) 0.6950(12) 0.4698(7) 0.063(4) Uani 1 1 d . . . . .
H1A H 0.6776 0.6458 0.5003 0.095 Uiso 1 1 calc R U . . .
H1B H 0.6537 0.7548 0.4726 0.095 Uiso 1 1 calc R U . . .
H1C H 0.6999 0.6686 0.4258 0.095 Uiso 1 1 calc R U . . .
C2 C 0.9384(16) 0.6264(10) 0.4809(7) 0.059(4) Uani 1 1 d . . . . .
H2A H 0.9127 0.5801 0.5145 0.088 Uiso 1 1 calc R U . . .
H2B H 0.9192 0.5969 0.4383 0.088 Uiso 1 1 calc R U . . .
H2C H 1.0358 0.6412 0.4863 0.088 Uiso 1 1 calc R U . . .
C3 C 0.8705(14) 0.7595(10) 0.5529(5) 0.048(3) Uani 1 1 d . . . . .
H3A H 0.8476 0.7079 0.5836 0.072 Uiso 1 1 calc R U . . .
H3B H 0.9641 0.7817 0.5624 0.072 Uiso 1 1 calc R U . . .
H3C H 0.8080 0.8151 0.5568 0.072 Uiso 1 1 calc R U . . .
C4 C 0.8910(15) 0.7934(9) 0.4373(6) 0.049(3) Uani 1 1 d . . . . .
H4A H 0.8134 0.8394 0.4311 0.058 Uiso 1 1 calc R U . . .
H4B H 0.9029 0.7594 0.3957 0.058 Uiso 1 1 calc R U . . .
C5 C 1.0178(13) 0.8516(10) 0.4549(7) 0.049(3) Uani 1 1 d . . . . .
H5A H 1.0280 0.9056 0.4234 0.059 Uiso 1 1 calc R U . . .
H5B H 1.0107 0.8811 0.4982 0.059 Uiso 1 1 calc R U . . .
C6 C 0.438(2) 0.6126(15) 0.3230(10) 0.090(6) Uani 1 1 d . U . . .
H6A H 0.4138 0.6131 0.3682 0.135 Uiso 1 1 calc R U . . .
H6B H 0.4903 0.5529 0.3144 0.135 Uiso 1 1 calc R U . . .
H6C H 0.4934 0.6707 0.3143 0.135 Uiso 1 1 calc R U . . .
C7 C 0.353(2) 0.6133(18) 0.2133(10) 0.130(11) Uani 1 1 d . . . . .
H7A H 0.4051 0.5533 0.2055 0.195 Uiso 1 1 calc R U . . .
H7B H 0.2718 0.6147 0.1839 0.195 Uiso 1 1 calc R U . . .
H7C H 0.4094 0.6711 0.2055 0.195 Uiso 1 1 calc R U . . .
C8 C 0.2327(18) 0.7046(13) 0.2918(13) 0.132(11) Uani 1 1 d . . . . .
H8A H 0.2050 0.7054 0.3366 0.198 Uiso 1 1 calc R U . . .
H8B H 0.2893 0.7625 0.2840 0.198 Uiso 1 1 calc R U . . .
H8C H 0.1517 0.7061 0.2625 0.198 Uiso 1 1 calc R U . . .
C9 C 0.222(2) 0.5224(15) 0.2905(9) 0.085(5) Uani 1 1 d . U . . .
H9A H 0.2653 0.4638 0.2720 0.102 Uiso 1 1 calc R U . . .
H9B H 0.1320 0.5318 0.2677 0.102 Uiso 1 1 calc R U . . .
C10 C 0.202(4) 0.505(3) 0.3646(17) 0.202 Uiso 1 1 d D U . . .
H10A H 0.1251 0.5481 0.3757 0.243 Uiso 1 1 calc R U . . .
H10B H 0.1676 0.4365 0.3680 0.243 Uiso 1 1 calc R U . . .
O1W O 0.347(3) 0.556(2) 0.5548(12) 0.221(11) Uiso 1 1 d . . . . .
H1WA H 0.2788 0.5639 0.5782 0.265 Uiso 1 1 d R U . . .
H1WB H 0.4270 0.5597 0.5715 0.265 Uiso 1 1 d 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
Sn1 Se2 2.5207(11) 3_765 ?
Sn1 Se3 2.5545(11) . ?
Sn1 Se1 2.5712(10) . ?
Sn1 Se2 2.6949(10) . ?
Sn1 Se4 2.7479(10) . ?
Sn2 Se6 2.5164(10) . ?
Sn2 Se7 2.5534(10) . ?
Sn2 Se3 2.5579(10) . ?
Sn2 Se5 2.7058(10) . ?
Sn2 Se4 2.7605(10) . ?
Sn3 Se5 2.5218(10) 2_655 ?
Sn3 Se1 2.5631(10) . ?
Sn3 Se7 2.5682(10) . ?
Sn3 Se6 2.7197(10) 2_655 ?
Sn3 Se4 2.7284(10) . ?
Se2 Sn1 2.5206(11) 3_765 ?
Se5 Sn3 2.5218(10) 2_645 ?
Se6 Sn3 2.7197(10) 2_645 ?
O1 C5 1.476(15) . ?
O2 C10 1.465(10) . ?
N1 C4 1.473(17) . ?
N1 C3 1.482(15) . ?
N1 C2 1.501(16) . ?
N1 C1 1.527(18) . ?
N2 C7 1.47(2) . ?
N2 C8 1.479(16) . ?
N2 C6 1.49(2) . ?
N2 C9 1.55(2) . ?
C4 C5 1.507(18) . ?
C9 C10 1.58(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
_geom_angle_publ_flag
Se2 Sn1 Se3 122.34(4) 3_765 . ?
Se2 Sn1 Se1 122.52(4) 3_765 . ?
Se3 Sn1 Se1 115.12(4) . . ?
Se2 Sn1 Se2 90.17(3) 3_765 . ?
Se3 Sn1 Se2 89.70(3) . . ?
Se1 Sn1 Se2 91.36(3) . . ?
Se2 Sn1 Se4 91.94(3) 3_765 . ?
Se3 Sn1 Se4 88.51(3) . . ?
Se1 Sn1 Se4 88.16(3) . . ?
Se2 Sn1 Se4 177.74(4) . . ?
Se6 Sn2 Se7 122.66(3) . . ?
Se6 Sn2 Se3 122.38(4) . . ?
Se7 Sn2 Se3 114.97(4) . . ?
Se6 Sn2 Se5 89.64(3) . . ?
Se7 Sn2 Se5 90.84(3) . . ?
Se3 Sn2 Se5 89.32(3) . . ?
Se6 Sn2 Se4 93.95(3) . . ?
Se7 Sn2 Se4 87.81(3) . . ?
Se3 Sn2 Se4 88.16(3) . . ?
Se5 Sn2 Se4 176.34(3) . . ?
Se5 Sn3 Se1 122.01(4) 2_655 . ?
Se5 Sn3 Se7 122.98(4) 2_655 . ?
Se1 Sn3 Se7 114.99(4) . . ?
Se5 Sn3 Se6 89.22(3) 2_655 2_655 ?
Se1 Sn3 Se6 91.16(3) . 2_655 ?
Se7 Sn3 Se6 88.36(3) . 2_655 ?
Se5 Sn3 Se4 94.07(3) 2_655 . ?
Se1 Sn3 Se4 88.75(3) . . ?
Se7 Sn3 Se4 88.21(3) . . ?
Se6 Sn3 Se4 176.17(3) 2_655 . ?
Sn3 Se1 Sn1 93.18(3) . . ?
Sn1 Se2 Sn1 89.83(3) 3_765 . ?
Sn1 Se3 Sn2 93.99(3) . . ?
Sn3 Se4 Sn1 85.85(3) . . ?
Sn3 Se4 Sn2 85.99(3) . . ?
Sn1 Se4 Sn2 85.48(3) . . ?
Sn3 Se5 Sn2 88.08(3) 2_645 . ?
Sn2 Se6 Sn3 87.88(3) . 2_645 ?
Sn2 Se7 Sn3 93.92(3) . . ?
C4 N1 C3 112.6(11) . . ?
C4 N1 C2 112.8(11) . . ?
C3 N1 C2 110.9(10) . . ?
C4 N1 C1 103.6(11) . . ?
C3 N1 C1 109.0(11) . . ?
C2 N1 C1 107.5(12) . . ?
C7 N2 C8 109.4(16) . . ?
C7 N2 C6 107.5(13) . . ?
C8 N2 C6 110.1(12) . . ?
C7 N2 C9 108.0(15) . . ?
C8 N2 C9 109.8(13) . . ?
C6 N2 C9 111.9(13) . . ?
N1 C4 C5 113.3(11) . . ?
O1 C5 C4 109.5(11) . . ?
N2 C9 C10 111(2) . . ?
O2 C10 C9 127(3) . . ?

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
O1 H1D Se2 0.84 2.64 3.368(10) 145.6 2_755
O2 H2D O1W 0.84 2.34 2.91(4) 125.0 .
C2 H2B Se7 0.98 3.09 3.983(15) 152.1 .
C2 H2C O1 0.98 2.32 2.989(19) 125.1 .
C3 H3B Se5 0.98 3.15 3.656(12) 113.6 3_766
C3 H3C Se2 0.98 2.92 3.854(13) 160.4 4_576
C4 H4B Se6 0.99 3.12 3.787(13) 125.7 2_655
C4 H4B Se7 0.99 2.99 3.904(12) 153.3 .
C6 H6A O2 0.98 2.01 2.75(4) 130.0 .
C6 H6B Se6 0.98 3.13 4.03(2) 153.4 .
C6 H6C Se3 0.98 3.10 3.94(2) 145.7 2_655
C7 H7A Se6 0.98 3.03 3.951(18) 158.0 .
C7 H7B Se1 0.98 3.11 4.022(19) 156.3 1_455
C8 H8C Se6 0.98 2.92 3.549(14) 123.2 2
C10 H10B Se5 0.99 3.18 3.91(4) 131.4 1_455
O1W H1WA Se5 0.85 2.85 3.64(3) 156.2 3_666

_refine_diff_density_max         1.695
_refine_diff_density_min         -1.107
_refine_diff_density_rms         0.236

####################################################################### 
# 
# 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_1-250K
_database_code_depnum_ccdc_archive 'CCDC 1836564'
_audit_update_record             
;
2018-04-12 deposited with the CCDC.
2018-04-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H30 N2 O3 Se7 Sn3'
_chemical_formula_weight         1135.15

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'
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'

_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                   9.9152(4)
_cell_length_b                   13.6371(5)
_cell_length_c                   20.9056(8)
_cell_angle_alpha                90
_cell_angle_beta                 92.274(4)
_cell_angle_gamma                90
_cell_volume                     2824.52(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    8201
_cell_measurement_theta_min      5.0740
_cell_measurement_theta_max      29.8720

_exptl_crystal_description       PLATE
_exptl_crystal_colour            ORANGE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.669
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    11.665
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.21596
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26733
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_av_R_equivalents  0.0631
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.860
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5725
_reflns_number_gt                4679
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0325P)²+30.5350P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5725
_refine_ls_number_parameters     210
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.004
_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
Sn1 Sn 0.92951(6) 0.53088(4) 0.07780(2) 0.02666(13) Uani 1 1 d . . . . .
Sn2 Sn 0.77583(5) 0.44660(4) 0.22930(2) 0.02384(12) Uani 1 1 d . . . . .
Sn3 Sn 0.80885(5) 0.71497(4) 0.19459(2) 0.02472(13) Uani 1 1 d . . . . .
Se1 Se 1.00433(9) 0.70065(6) 0.11858(4) 0.0359(2) Uani 1 1 d . . . . .
Se2 Se 1.17612(9) 0.49491(7) 0.03248(4) 0.0350(2) Uani 1 1 d . . . . .
Se3 Se 0.96544(9) 0.39136(6) 0.15806(4) 0.03344(19) Uani 1 1 d . . . . .
Se4 Se 0.68234(8) 0.56518(5) 0.12944(3) 0.02449(16) Uani 1 1 d . . . . .
Se5 Se 0.88282(9) 0.33388(6) 0.32523(4) 0.0380(2) Uani 1 1 d . . . . .
Se6 Se 0.55662(8) 0.35489(6) 0.23538(4) 0.03125(19) Uani 1 1 d . . . . .
Se7 Se 0.82647(9) 0.60275(6) 0.29322(4) 0.03057(18) Uani 1 1 d . . . . .
O1 O 1.1374(18) 0.7879(11) 0.4518(9) 0.168(6) Uani 1 1 d . . . . .
H1D H 1.2052 0.8210 0.4618 0.252 Uiso 1 1 calc R U . . .
O2 O 0.319(4) 0.509(4) 0.4069(19) 0.44(2) Uiso 1 1 d D . . . .
H2D H 0.2847 0.4915 0.4406 0.656 Uiso 1 1 calc R U . . .
N1 N 0.8694(16) 0.7220(11) 0.4881(5) 0.110(6) Uani 1 1 d . . . . .
N2 N 0.3094(8) 0.6106(7) 0.2768(5) 0.061(3) Uani 1 1 d . . . . .
C1 C 0.723(3) 0.701(2) 0.4655(11) 0.186(14) Uani 1 1 d . . . . .
H1A H 0.7209 0.6764 0.4220 0.278 Uiso 1 1 calc R U . . .
H1B H 0.6841 0.6525 0.4934 0.278 Uiso 1 1 calc R U . . .
H1C H 0.6704 0.7611 0.4671 0.278 Uiso 1 1 calc R U . . .
C2 C 0.946(2) 0.6316(15) 0.4806(9) 0.148(10) Uani 1 1 d . . . . .
H2A H 0.9399 0.6114 0.4360 0.223 Uiso 1 1 calc R U . . .
H2B H 1.0392 0.6426 0.4937 0.223 Uiso 1 1 calc R U . . .
H2C H 0.9081 0.5806 0.5069 0.223 Uiso 1 1 calc R U . . .
C3 C 0.8712(17) 0.7583(15) 0.5523(6) 0.113(7) Uani 1 1 d . . . . .
H3A H 0.8543 0.7047 0.5814 0.169 Uiso 1 1 calc R U . . .
H3B H 0.9587 0.7869 0.5630 0.169 Uiso 1 1 calc R U . . .
H3C H 0.8016 0.8078 0.5560 0.169 Uiso 1 1 calc R U . . .
C4 C 0.893(2) 0.7909(12) 0.4375(8) 0.106(6) Uani 1 1 d . . . . .
H4A H 0.8142 0.8338 0.4306 0.127 Uiso 1 1 calc R U . . .
H4B H 0.9088 0.7562 0.3974 0.127 Uiso 1 1 calc R U . . .
C5 C 1.0133(19) 0.8493(12) 0.4579(9) 0.104(6) Uani 1 1 d . . . . .
H5A H 1.0058 0.8703 0.5025 0.124 Uiso 1 1 calc R U . . .
H5B H 1.0193 0.9080 0.4311 0.124 Uiso 1 1 calc R U . . .
C6 C 0.4401(18) 0.6106(14) 0.3123(9) 0.113(6) Uani 1 1 d . U . . .
H6A H 0.4896 0.5516 0.3023 0.169 Uiso 1 1 calc R U . . .
H6B H 0.4918 0.6677 0.3003 0.169 Uiso 1 1 calc R U . . .
H6C H 0.4254 0.6126 0.3579 0.169 Uiso 1 1 calc R U . . .
C7 C 0.345(2) 0.5995(19) 0.2091(8) 0.157(11) Uani 1 1 d . . . . .
H7A H 0.3974 0.5399 0.2043 0.236 Uiso 1 1 calc R U . . .
H7B H 0.2635 0.5957 0.1822 0.236 Uiso 1 1 calc R U . . .
H7C H 0.3984 0.6554 0.1964 0.236 Uiso 1 1 calc R U . . .
C8 C 0.2323(19) 0.6959(14) 0.2898(12) 0.161(11) Uani 1 1 d . . . . .
H8A H 0.1470 0.6932 0.2655 0.242 Uiso 1 1 calc R U . . .
H8B H 0.2155 0.6987 0.3351 0.242 Uiso 1 1 calc R U . . .
H8C H 0.2819 0.7538 0.2776 0.242 Uiso 1 1 calc R U . . .
C9 C 0.224(2) 0.5212(15) 0.2894(10) 0.115(6) Uani 1 1 d . U . . .
H9A H 0.1299 0.5378 0.2783 0.138 Uiso 1 1 calc R U . . .
H9B H 0.2506 0.4693 0.2600 0.138 Uiso 1 1 calc R U . . .
C10 C 0.229(3) 0.482(2) 0.3523(17) 0.202 Uiso 1 1 d D U . . .
H10A H 0.2424 0.4111 0.3467 0.243 Uiso 1 1 calc R U . . .
H10B H 0.1380 0.4896 0.3677 0.243 Uiso 1 1 calc R U . . .
O1W O 0.346(3) 0.556(2) 0.5556(15) 0.331(15) Uiso 1 1 d . . . . .
H1WA H 0.2786 0.5637 0.5790 0.397 Uiso 1 1 d R U . . .
H1WB H 0.4268 0.5596 0.5723 0.397 Uiso 1 1 d 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
Sn1 Se2 2.5186(10) 3_765 ?
Sn1 Se3 2.5525(10) . ?
Sn1 Se1 2.5666(10) . ?
Sn1 Se2 2.7020(10) . ?
Sn1 Se4 2.7569(9) . ?
Sn2 Se6 2.5152(9) . ?
Sn2 Se7 2.5532(9) . ?
Sn2 Se3 2.5577(9) . ?
Sn2 Se5 2.7095(10) . ?
Sn2 Se4 2.7712(9) . ?
Sn3 Se5 2.5199(10) 2_655 ?
Sn3 Se1 2.5622(9) . ?
Sn3 Se7 2.5683(9) . ?
Sn3 Se6 2.7218(9) 2_655 ?
Sn3 Se4 2.7324(9) . ?
Se2 Sn1 2.5186(10) 3_765 ?
Se5 Sn3 2.5200(10) 2_645 ?
Se6 Sn3 2.7219(9) 2_645 ?
O1 C5 1.50(2) . ?
O2 C10 1.465(10) . ?
N1 C3 1.430(17) . ?
N1 C4 1.44(2) . ?
N1 C2 1.457(18) . ?
N1 C1 1.54(3) . ?
N2 C8 1.424(16) . ?
N2 C6 1.468(19) . ?
N2 C7 1.480(18) . ?
N2 C9 1.51(2) . ?
C4 C5 1.49(2) . ?
C9 C10 1.42(3) . ?

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
Se2 Sn1 Se3 122.67(4) 3_765 . ?
Se2 Sn1 Se1 122.29(4) 3_765 . ?
Se3 Sn1 Se1 115.03(4) . . ?
Se2 Sn1 Se2 90.17(3) 3_765 . ?
Se3 Sn1 Se2 89.46(3) . . ?
Se1 Sn1 Se2 91.52(3) . . ?
Se2 Sn1 Se4 92.19(3) 3_765 . ?
Se3 Sn1 Se4 88.40(3) . . ?
Se1 Sn1 Se4 88.09(3) . . ?
Se2 Sn1 Se4 177.42(3) . . ?
Se6 Sn2 Se7 122.73(3) . . ?
Se6 Sn2 Se3 122.65(3) . . ?
Se7 Sn2 Se3 114.62(3) . . ?
Se6 Sn2 Se5 89.67(3) . . ?
Se7 Sn2 Se5 91.30(3) . . ?
Se3 Sn2 Se5 89.35(3) . . ?
Se6 Sn2 Se4 93.68(3) . . ?
Se7 Sn2 Se4 87.74(3) . . ?
Se3 Sn2 Se4 87.99(3) . . ?
Se5 Sn2 Se4 176.49(3) . . ?
Se5 Sn3 Se1 122.09(4) 2_655 . ?
Se5 Sn3 Se7 122.84(4) 2_655 . ?
Se1 Sn3 Se7 115.05(3) . . ?
Se5 Sn3 Se6 89.29(3) 2_655 2_655 ?
Se1 Sn3 Se6 91.17(3) . 2_655 ?
Se7 Sn3 Se6 88.26(3) . 2_655 ?
Se5 Sn3 Se4 94.06(3) 2_655 . ?
Se1 Sn3 Se4 88.71(3) . . ?
Se7 Sn3 Se4 88.28(3) . . ?
Se6 Sn3 Se4 176.12(3) 2_655 . ?
Sn3 Se1 Sn1 93.38(3) . . ?
Sn1 Se2 Sn1 89.83(3) 3_765 . ?
Sn1 Se3 Sn2 94.39(3) . . ?
Sn3 Se4 Sn1 85.66(3) . . ?
Sn3 Se4 Sn2 85.84(3) . . ?
Sn1 Se4 Sn2 85.41(3) . . ?
Sn3 Se5 Sn2 88.44(3) 2_645 . ?
Sn2 Se6 Sn3 88.26(3) . 2_645 ?
Sn2 Se7 Sn3 94.08(3) . . ?
C3 N1 C4 117.9(15) . . ?
C3 N1 C2 114.0(12) . . ?
C4 N1 C2 112.0(14) . . ?
C3 N1 C1 109.1(15) . . ?
C4 N1 C1 94.2(15) . . ?
C2 N1 C1 107.3(18) . . ?
C8 N2 C6 111.9(12) . . ?
C8 N2 C7 114.7(16) . . ?
C6 N2 C7 104.1(12) . . ?
C8 N2 C9 108.5(14) . . ?
C6 N2 C9 113.6(13) . . ?
C7 N2 C9 103.9(15) . . ?
N1 C4 C5 106.8(15) . . ?
C4 C5 O1 109.3(14) . . ?
C10 C9 N2 118(2) . . ?
C9 C10 O2 129(3) . . ?

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
O1 H1D Se2 0.83 2.65 3.384(15) 148.6 2_755
O2 H2D O1W 0.83 2.61 3.18(5) 126.8 .
C2 H2A Se7 0.97 3.15 4.06(2) 157.6 .
C2 H2B O1 0.97 2.39 2.94(3) 115.0 .
C3 H3B Se5 0.97 3.22 3.687(13) 111.6 3_766
C3 H3C Se2 0.97 3.00 3.896(16) 154.6 4_576
C4 H4B Se6 0.98 3.12 3.770(17) 125.4 2_655
C4 H4B Se7 0.98 3.11 3.994(16) 151.3 .
C6 H6C O2 0.97 2.06 2.73(5) 124.6 .
C6 H6A Se6 0.97 3.11 4.029(19) 158.9 .
C6 H6B Se3 0.97 3.20 3.984(19) 139.6 2_655
C7 H7A Se6 0.97 3.03 3.97(2) 161.7 .
C7 H7B Se1 0.97 3.19 4.050(19) 149.4 1_455
C8 H8A Se6 0.97 2.99 3.615(15) 123.4 2
C10 H10B Se5 0.98 3.39 4.01(3) 122.4 1_455
O1W H1WA Se5 0.85 2.96 3.75(3) 154.9 3_666

_refine_diff_density_max         0.954
_refine_diff_density_min         -1.052
_refine_diff_density_rms         0.183

