#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:03:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180370 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/39/7203926.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7203926
loop_
_publ_author_name
'Devillanova, Francesco A.'
'Garau, Alessandra'
'Isaia, Francesco'
'Lippolis, Vito'
'Verani, Gaetano'
'Cornia, Andrea'
'Fabretti, Antonio C.'
'Girlando, Alberto'
_publ_section_title
;
 Reaction of N,N'-dimethylimidazolidine-2-selone (4) with TCNQ.
 Characterisation and X-ray crystal structure of the mixed-valence
 compound 4·(TCNQ)1.167
;
_journal_issue                   6
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              1281
_journal_paper_doi               10.1039/a908136d
_journal_volume                  10
_journal_year                    2000
_chemical_compound_source        synthesis
_chemical_formula_moiety         '6(C5 H10 N2 Se), 7(C12 H4 N4)'
_chemical_formula_sum            'C114 H88 N40 Se6'
_chemical_formula_weight         2492.00
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.086(9)
_cell_angle_beta                 96.340(10)
_cell_angle_gamma                95.260(11)
_cell_formula_units_Z            1
_cell_length_a                   8.1480(10)
_cell_length_b                   15.388(2)
_cell_length_c                   22.658(3)
_cell_measurement_reflns_used    48
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16.7
_cell_measurement_theta_min      10.4
_cell_volume                     2792.2(6)
_computing_cell_refinement       'CAD-4 Software. V5.0. (Enraf-Nonius, 1989)'
_computing_data_collection       'CAD-4 Software. V5.0. (Enraf-Nonius, 1989)'
_computing_data_reduction        'SDP (Enraf-Nonius, 1985)'
_computing_molecular_graphics    'ORTEP (Johnson, 1965)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Enraf Nonius CAD4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0113
_diffrn_reflns_av_sigmaI/netI    0.0377
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            10838
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.13
_diffrn_standards_interval_time  1h
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    2.035
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            'dark yellow'
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      1.48(1)
_exptl_crystal_density_method    'flotation CHCl3/CH2Cl2'
_exptl_crystal_description       'transparent prism'
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.27
_refine_diff_density_max         0.655
_refine_diff_density_min         -0.991
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     890
_refine_ls_number_reflns         9763
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0442
_refine_ls_shift/su_max          0.044
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0621P)²+2.0323P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1006
_refine_ls_wR_factor_ref         0.1274
_reflns_number_gt                6553
_reflns_number_total             9763
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a908136d.txt
_cod_data_source_block           b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0621P)^2^+2.0323P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0621P)^2^+2.0323P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P-1 (no.2)'
_cod_database_code               7203926
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Se1 Se 0.89653(5) -0.07963(3) 0.770516(19) 0.04483(13) Uani 1 d . . .
Se3 Se 0.8203(4) -0.03437(15) 0.88260(16) 0.0572(5) Uani 0.50 d PU . .
Se3' Se 0.8458(4) -0.00163(14) 0.88842(16) 0.0580(5) Uani 0.50 d PU . .
C1 C 0.9199(5) 0.0424(3) 0.76033(17) 0.0384(9) Uani 1 d . . .
N1 N 1.0629(4) 0.0909(2) 0.76651(16) 0.0464(8) Uani 1 d . . .
N2 N 0.7948(4) 0.0867(2) 0.74513(16) 0.0475(8) Uani 1 d . . .
C2 C 1.0397(7) 0.1807(3) 0.7534(3) 0.0633(13) Uani 1 d . . .
C3 C 0.8539(7) 0.1797(3) 0.7456(3) 0.0648(14) Uani 1 d . . .
C4 C 0.6187(6) 0.0563(5) 0.7386(3) 0.0667(15) Uani 1 d . . .
C5 C 1.2269(6) 0.0603(4) 0.7733(3) 0.0671(15) Uani 1 d . . .
Se2 Se 0.96643(6) -0.11517(3) 0.66570(2) 0.05494(15) Uani 1 d . . .
C6 C 0.7493(5) -0.1138(3) 0.62621(18) 0.0457(10) Uani 1 d . . .
N3 N 0.6218(5) -0.1686(2) 0.63325(17) 0.0538(9) Uani 1 d . . .
N4 N 0.7098(5) -0.0585(3) 0.58760(17) 0.0580(10) Uani 1 d . . .
C7 C 0.5375(8) -0.0805(4) 0.5609(3) 0.0719(15) Uani 1 d . . .
C8 C 0.4703(7) -0.1476(4) 0.5991(3) 0.0662(14) Uani 1 d . . .
C9 C 0.6192(9) -0.2386(4) 0.6718(3) 0.0650(14) Uani 1 d . . .
C10 C 0.8196(10) 0.0060(4) 0.5649(4) 0.0825(18) Uani 1 d . . .
C11 C 1.0332(6) -0.0450(3) 0.91950(18) 0.0522(11) Uani 1 d . . .
N5 N 1.1564(16) 0.0291(8) 0.9270(5) 0.059(2) Uani 0.50 d PU A 1
N6 N 1.0940(12) -0.1088(6) 0.9373(4) 0.0569(16) Uani 0.50 d PU A 1
C12 C 1.3064(15) 0.0015(11) 0.9567(5) 0.081(3) Uani 0.50 d P A 1
H121 H 1.3370 0.0356 0.9956 0.105 Uiso 0.50 calc PR A 1
H122 H 1.3975 0.0096 0.9330 0.105 Uiso 0.50 calc PR A 1
C13 C 1.2684(18) -0.0937(9) 0.9635(7) 0.065(2) Uani 0.50 d PU A 1
H131 H 1.3375 -0.1301 0.9415 0.084 Uiso 0.50 calc PR A 1
H132 H 1.2815 -0.1041 1.0052 0.084 Uiso 0.50 calc PR A 1
C14 C 1.1366(18) 0.1183(7) 0.9185(6) 0.074(3) Uani 0.50 d P A 1
H141 H 1.0282 0.1217 0.8980 0.111 Uiso 0.50 calc PR A 1
H142 H 1.2194 0.1398 0.8951 0.111 Uiso 0.50 calc PR A 1
H143 H 1.1489 0.1534 0.9567 0.111 Uiso 0.50 calc PR A 1
C15 C 1.009(3) -0.1927(10) 0.9372(7) 0.114(7) Uani 0.50 d P A 1
H151 H 1.0838 -0.2305 0.9546 0.171 Uiso 0.50 calc PR A 1
H152 H 0.9689 -0.2167 0.8969 0.171 Uiso 0.50 calc PR A 1
H153 H 0.9176 -0.1881 0.9602 0.171 Uiso 0.50 calc PR A 1
C16 C 1.2974(5) 0.3163(3) 0.61641(17) 0.0418(9) Uani 1 d . . .
C17 C 1.3827(6) 0.4023(3) 0.62068(19) 0.0462(10) Uani 1 d . . .
C18 C 1.3058(5) 0.4753(3) 0.63005(17) 0.0417(9) Uani 1 d . . .
H18 H 1.3666 0.5301 0.6328 0.050 Uiso 1 calc R . .
C19 C 1.1320(5) 0.4703(3) 0.63586(16) 0.0402(9) Uani 1 d . . .
C20 C 1.0461(5) 0.3840(3) 0.63154(18) 0.0419(9) Uani 1 d . . .
C21 C 1.1243(5) 0.3114(3) 0.62217(17) 0.0423(9) Uani 1 d . . .
C22 C 1.3813(5) 0.2413(3) 0.6087(2) 0.0483(10) Uani 1 d . . .
C23 C 1.5539(6) 0.2452(3) 0.6048(2) 0.0598(12) Uani 1 d . . .
N7 N 1.6939(6) 0.2455(3) 0.6030(3) 0.0918(16) Uani 1 d . . .
C24 C 1.3034(6) 0.1544(3) 0.6074(2) 0.0609(12) Uani 1 d . . .
N8 N 1.2486(7) 0.0838(3) 0.6069(3) 0.0942(16) Uani 1 d . . .
C25 C 1.0512(5) 0.5455(3) 0.64519(17) 0.0416(9) Uani 1 d . . .
C26 C 1.1350(5) 0.6315(3) 0.64810(18) 0.0444(10) Uani 1 d . . .
N9 N 1.2028(5) 0.7005(3) 0.65082(19) 0.0624(10) Uani 1 d . . .
C27 C 0.8788(6) 0.5415(3) 0.65229(18) 0.0453(10) Uani 1 d . . .
N10 N 0.7409(5) 0.5384(3) 0.65765(19) 0.0624(11) Uani 1 d . . .
C28 C 1.6483(5) 0.3740(2) 0.91566(17) 0.0389(9) Uani 1 d . . .
C29 C 1.4715(5) 0.3693(3) 0.91109(18) 0.0390(9) Uani 1 d . . .
C30 C 1.3919(5) 0.4417(2) 0.91770(17) 0.0384(9) Uani 1 d . . .
H30 H 1.2765 0.4358 0.9143 0.046 Uiso 1 calc R . .
C31 C 1.4803(5) 0.5274(2) 0.92980(16) 0.0372(9) Uani 1 d . . .
C32 C 1.6565(5) 0.5323(3) 0.93492(18) 0.0406(9) Uani 1 d . . .
C33 C 1.7367(5) 0.4596(3) 0.92803(18) 0.0425(9) Uani 1 d . . .
H33 H 1.8521 0.4655 0.9314 0.051 Uiso 1 calc R . .
C34 C 1.7319(5) 0.2989(3) 0.90798(19) 0.0453(10) Uani 1 d . . .
C35 C 1.6436(5) 0.2137(3) 0.8949(2) 0.0472(10) Uani 1 d . . .
N11 N 1.5724(6) 0.1453(3) 0.8843(2) 0.0714(12) Uani 1 d . . .
C36 C 1.9059(6) 0.3021(3) 0.9112(2) 0.0580(12) Uani 1 d . . .
N12 N 2.0472(6) 0.3034(3) 0.9131(3) 0.0938(17) Uani 1 d . . .
C37 C 1.3968(5) 0.6019(2) 0.93616(17) 0.0403(9) Uani 1 d . . .
C38 C 1.2206(6) 0.5977(3) 0.93081(19) 0.0465(10) Uani 1 d . . .
N13 N 1.0791(5) 0.5961(3) 0.9264(2) 0.0692(12) Uani 1 d . . .
C39 C 1.4807(6) 0.6882(3) 0.94950(19) 0.0477(10) Uani 1 d . . .
N14 N 1.5436(6) 0.7582(3) 0.9607(2) 0.0737(13) Uani 1 d . . .
C40 C 1.3517(5) 0.6479(2) 0.79667(16) 0.0359(8) Uani 1 d . . .
C41 C 1.2629(5) 0.5619(2) 0.78798(16) 0.0365(8) Uani 1 d . . .
H41 H 1.1478 0.5565 0.7865 0.044 Uiso 1 calc R . .
C42 C 1.3405(5) 0.4890(3) 0.78195(17) 0.0371(9) Uani 1 d . . .
C43 C 1.5186(5) 0.4941(2) 0.78454(15) 0.0347(8) Uani 1 d . . .
C44 C 1.6081(5) 0.5799(3) 0.79505(18) 0.0404(9) Uani 1 d . . .
C45 C 1.5295(5) 0.6526(3) 0.80109(18) 0.0397(9) Uani 1 d . . .
C46 C 1.2686(5) 0.7226(3) 0.79765(18) 0.0417(9) Uani 1 d . . .
C47 C 1.0917(6) 0.7175(3) 0.7896(2) 0.0469(10) Uani 1 d . . .
N15 N 0.9503(5) 0.7143(3) 0.7822(2) 0.0642(11) Uani 1 d . . .
C48 C 1.3520(6) 0.8090(3) 0.8030(2) 0.0556(12) Uani 1 d . . .
N16 N 1.4167(6) 0.8783(3) 0.8071(3) 0.0893(16) Uani 1 d . . .
C49 C 1.6000(5) 0.4194(2) 0.77747(17) 0.0385(9) Uani 1 d . . .
C50 C 1.5121(5) 0.3331(3) 0.76622(18) 0.0432(10) Uani 1 d . . .
N17 N 1.4462(5) 0.2641(3) 0.75759(19) 0.0621(11) Uani 1 d . . .
C51 C 1.7755(6) 0.4213(3) 0.77896(19) 0.0456(10) Uani 1 d . . .
N18 N 1.9157(5) 0.4197(3) 0.7801(2) 0.0689(12) Uani 1 d . . .
C52 C 0.0802(5) 0.4224(3) 0.49079(16) 0.0410(9) Uani 1 d . . .
C53 C 0.1585(6) 0.3463(3) 0.48283(18) 0.0491(11) Uani 1 d . . .
C54 C 0.3319(7) 0.3491(3) 0.4764(2) 0.0608(13) Uani 1 d . . .
C55 C 0.0733(7) 0.2601(3) 0.4799(2) 0.0630(13) Uani 1 d . . .
N19 N 0.4688(7) 0.3495(4) 0.4712(2) 0.0862(15) Uani 1 d . . .
N20 N 0.0080(7) 0.1904(3) 0.4781(2) 0.0895(16) Uani 1 d . . .
C56 C 0.1688(5) 0.5069(3) 0.49336(17) 0.0437(10) Uani 1 d . . .
H56 H 0.2812 0.5114 0.4889 0.052 Uiso 1 calc R . .
C57 C -0.0934(5) 0.4195(3) 0.49794(17) 0.0430(10) Uani 1 d . . .
H42 H 1.283(4) 0.433(2) 0.7760(16) 0.031(9) Uiso 1 d . . .
H57 H -0.153(5) 0.366(3) 0.4979(18) 0.044(11) Uiso 1 d . . .
H29 H 1.418(5) 0.318(3) 0.9041(17) 0.036(11) Uiso 1 d . . .
H44 H 1.723(5) 0.585(2) 0.7977(17) 0.038(10) Uiso 1 d . . .
H45 H 1.581(5) 0.706(3) 0.8076(17) 0.035(10) Uiso 1 d . . .
H21 H 1.060(6) 0.254(3) 0.617(2) 0.066(14) Uiso 1 d . . .
H32 H 1.718(5) 0.582(3) 0.9431(18) 0.044(12) Uiso 1 d . . .
H20 H 0.940(5) 0.381(3) 0.6356(19) 0.047(12) Uiso 1 d . . .
H17 H 1.483(6) 0.408(3) 0.618(2) 0.055(14) Uiso 1 d . . .
H21 H 1.086(8) 0.192(4) 0.719(3) 0.12(2) Uiso 1 d . . .
H22 H 1.100(7) 0.229(4) 0.787(2) 0.084(17) Uiso 1 d . . .
H31 H 0.815(6) 0.203(3) 0.709(2) 0.073(16) Uiso 1 d . . .
H32 H 0.805(8) 0.212(4) 0.778(3) 0.11(2) Uiso 1 d . . .
H41 H 0.598(8) -0.006(5) 0.739(3) 0.12(3) Uiso 1 d . . .
H42 H 0.567(9) 0.082(5) 0.708(4) 0.13(3) Uiso 1 d . . .
H43 H 0.588(9) 0.079(5) 0.777(4) 0.14(3) Uiso 1 d . . .
H51 H 1.298(7) 0.106(4) 0.795(2) 0.082(18) Uiso 1 d . . .
H52 H 1.222(7) 0.004(4) 0.784(3) 0.09(2) Uiso 1 d . . .
H53 H 1.249(11) 0.049(6) 0.733(4) 0.17(4) Uiso 1 d . . .
H71 H 0.552(7) -0.105(4) 0.519(3) 0.089(19) Uiso 1 d . . .
H72 H 0.476(7) -0.030(4) 0.557(3) 0.093(19) Uiso 1 d . . .
H81 H 0.407(7) -0.118(4) 0.625(3) 0.09(2) Uiso 1 d . . .
H82 H 0.409(8) -0.203(5) 0.572(3) 0.13(2) Uiso 1 d . . .
H91 H 0.732(8) -0.254(4) 0.681(3) 0.10(2) Uiso 1 d . . .
H92 H 0.557(7) -0.287(4) 0.653(3) 0.09(2) Uiso 1 d . . .
H93 H 0.559(9) -0.224(5) 0.701(3) 0.12(3) Uiso 1 d . . .
H101 H 0.769(8) 0.061(5) 0.577(3) 0.11(2) Uiso 1 d . . .
H102 H 0.834(13) -0.009(7) 0.525(5) 0.22(5) Uiso 1 d . . .
H103 H 0.934(7) 0.013(4) 0.586(3) 0.082(18) Uiso 1 d . . .
N5' N 1.0242(11) -0.1384(7) 0.9283(4) 0.0564(16) Uiso 0.50 d PU A 2
N6' N 1.1740(16) -0.0116(7) 0.9394(5) 0.059(2) Uani 0.50 d PU A 2
C12' C 1.1889(14) -0.1550(9) 0.9551(5) 0.079(3) Uani 0.50 d P A 2
H121' H 1.2346 -0.1991 0.9297 0.102 Uiso 0.50 calc PR A 2
H122' H 1.1832 -0.1749 0.9941 0.102 Uiso 0.50 calc PR A 2
C13' C 1.2953(17) -0.0662(9) 0.9606(7) 0.065(2) Uiso 0.50 d PU A 2
H131' H 1.3413 -0.0467 1.0017 0.084 Uiso 0.50 calc PR A 2
H132' H 1.3846 -0.0686 0.9357 0.084 Uiso 0.50 calc PR A 2
C14' C 0.8870(15) -0.2019(8) 0.9181(6) 0.070(3) Uani 0.50 d P A 2
H141' H 0.9214 -0.2577 0.9266 0.105 Uiso 0.50 calc PR A 2
H142' H 0.8397 -0.2062 0.8770 0.105 Uiso 0.50 calc PR A 2
H143' H 0.8056 -0.1854 0.9435 0.105 Uiso 0.50 calc PR A 2
C15' C 1.226(2) 0.0798(11) 0.9414(8) 0.104(5) Uani 0.50 d P A 2
H151' H 1.3394 0.0917 0.9592 0.156 Uiso 0.50 calc PR A 2
H152' H 1.1569 0.1131 0.9648 0.156 Uiso 0.50 calc PR A 2
H153' H 1.2167 0.0961 0.9015 0.156 Uiso 0.50 calc PR A 2
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'
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
C1 Se1 Se2 89.23(12) . . ?
C1 Se1 Se3 88.45(13) . . ?
Se2 Se1 Se3 177.64(6) . . ?
Se3' Se3 C11 76.8(8) . . ?
Se3' Se3 Se1 105.4(8) . . ?
C11 Se3 Se1 94.14(19) . . ?
Se3 Se3' C11 86.9(8) . . ?
N1 C1 N2 112.3(4) . . ?
N1 C1 Se1 123.9(3) . . ?
N2 C1 Se1 123.8(3) . . ?
C1 N1 C5 126.7(4) . . ?
C1 N1 C2 110.7(4) . . ?
C5 N1 C2 121.5(4) . . ?
C1 N2 C4 127.5(4) . . ?
C1 N2 C3 109.9(4) . . ?
C4 N2 C3 121.7(4) . . ?
N1 C2 C3 102.5(4) . . ?
N1 C2 H21 110(4) . . ?
C3 C2 H21 112(4) . . ?
N1 C2 H22 113(3) . . ?
C3 C2 H22 114(3) . . ?
H21 C2 H22 105(5) . . ?
N2 C3 C2 103.6(4) . . ?
N2 C3 H31 113(3) . . ?
C2 C3 H31 111(3) . . ?
N2 C3 H32 106(4) . . ?
C2 C3 H32 117(4) . . ?
H31 C3 H32 107(5) . . ?
N2 C4 H41 113(4) . . ?
N2 C4 H42 108(5) . . ?
H41 C4 H42 119(6) . . ?
N2 C4 H43 102(4) . . ?
H41 C4 H43 102(6) . . ?
H42 C4 H43 112(6) . . ?
N1 C5 H51 107(3) . . ?
N1 C5 H52 111(4) . . ?
H51 C5 H52 122(5) . . ?
N1 C5 H53 103(5) . . ?
H51 C5 H53 113(6) . . ?
H52 C5 H53 99(6) . . ?
C6 Se2 Se1 96.76(12) . . ?
N3 C6 N4 112.2(4) . . ?
N3 C6 Se2 124.0(3) . . ?
N4 C6 Se2 123.8(3) . . ?
C6 N3 C9 127.4(4) . . ?
C6 N3 C8 110.8(4) . . ?
C9 N3 C8 121.7(4) . . ?
C6 N4 C10 127.9(5) . . ?
C6 N4 C7 110.0(4) . . ?
C10 N4 C7 121.4(5) . . ?
N4 C7 C8 103.2(4) . . ?
N4 C7 H71 102(3) . . ?
C8 C7 H71 115(3) . . ?
N4 C7 H72 114(4) . . ?
C8 C7 H72 116(4) . . ?
H71 C7 H72 106(5) . . ?
N3 C8 C7 102.2(4) . . ?
N3 C8 H81 109(4) . . ?
C7 C8 H81 106(4) . . ?
N3 C8 H82 111(4) . . ?
C7 C8 H82 111(4) . . ?
H81 C8 H82 116(5) . . ?
N3 C9 H91 109(4) . . ?
N3 C9 H92 110(4) . . ?
H91 C9 H92 108(5) . . ?
N3 C9 H93 108(5) . . ?
H91 C9 H93 120(6) . . ?
H92 C9 H93 101(6) . . ?
N4 C10 H101 101(4) . . ?
N4 C10 H102 113(7) . . ?
H101 C10 H102 119(7) . . ?
N4 C10 H103 113(3) . . ?
H101 C10 H103 107(5) . . ?
H102 C10 H103 104(7) . . ?
N6 C11 N6' 79.5(7) . . ?
N6 C11 N5 110.0(8) . . ?
N6' C11 N5 30.8(5) . . ?
N6 C11 N5' 28.0(5) . . ?
N5' C11 N6' 107.5(7) . . ?
N5 C11 N5' 137.9(7) . . ?
N6 C11 Se3' 146.4(6) . . ?
N6' C11 Se3' 133.9(6) . . ?
N5 C11 Se3' 103.6(5) . . ?
N5' C11 Se3' 118.5(5) . . ?
N6 C11 Se3 130.7(6) . . ?
N6' C11 Se3 149.9(6) . . ?
N5 C11 Se3 119.2(5) . . ?
N5' C11 Se3 102.7(5) . . ?
Se3' C11 Se3 16.26(11) . . ?
C14 N5 C11 129.0(11) . . ?
C14 N5 C12 123.4(13) . . ?
C11 N5 C12 106.7(11) . . ?
C11 N6 C15 125.7(12) . . ?
C11 N6 C13 116.1(9) . . ?
C15 N6 C13 118.1(11) . . ?
N5 C12 C13 106.4(11) . . ?
N5 C12 H121 110.4 . . ?
C13 C12 H121 110.4 . . ?
N5 C12 H122 110.4 . . ?
C13 C12 H122 110.4 . . ?
H121 C12 H122 108.6 . . ?
N6 C13 C12 100.7(10) . . ?
N6 C13 H131 111.6 . . ?
C12 C13 H131 111.6 . . ?
N6 C13 H132 111.6 . . ?
C12 C13 H132 111.6 . . ?
H131 C13 H132 109.4 . . ?
N5 C14 H141 109.5 . . ?
N5 C14 H142 109.5 . . ?
H141 C14 H142 109.5 . . ?
N5 C14 H143 109.5 . . ?
H141 C14 H143 109.5 . . ?
H142 C14 H143 109.5 . . ?
N6 C15 H151 109.5 . . ?
N6 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
N6 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
C22 C16 C17 121.3(4) . . ?
C22 C16 C21 122.3(4) . . ?
C17 C16 C21 116.4(4) . . ?
C18 C17 C16 122.4(4) . . ?
C18 C17 H17 118(3) . . ?
C16 C17 H17 120(3) . . ?
C17 C18 C19 121.2(4) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C25 C19 C18 121.6(4) . . ?
C25 C19 C20 121.9(4) . . ?
C18 C19 C20 116.5(4) . . ?
C21 C20 C19 121.7(4) . . ?
C21 C20 H20 121(3) . . ?
C19 C20 H20 117(3) . . ?
C20 C21 C16 121.8(4) . . ?
C20 C21 H21 119(3) . . ?
C16 C21 H21 119(3) . . ?
C16 C22 C23 122.9(4) . . ?
C16 C22 C24 123.3(4) . . ?
C23 C22 C24 113.7(4) . . ?
N7 C23 C22 177.1(6) . . ?
N8 C24 C22 176.7(6) . . ?
C19 C25 C26 122.2(4) . . ?
C19 C25 C27 122.2(4) . . ?
C26 C25 C27 115.6(4) . . ?
N9 C26 C25 179.5(4) . . ?
N10 C27 C25 179.6(5) . . ?
C34 C28 C33 121.2(4) . . ?
C34 C28 C29 122.1(4) . . ?
C33 C28 C29 116.6(4) . . ?
C30 C29 C28 121.9(4) . . ?
C30 C29 H29 121(3) . . ?
C28 C29 H29 117(3) . . ?
C29 C30 C31 121.5(4) . . ?
C29 C30 H30 119.2 . . ?
C31 C30 H30 119.2 . . ?
C37 C31 C32 122.1(4) . . ?
C37 C31 C30 121.1(4) . . ?
C32 C31 C30 116.8(4) . . ?
C33 C32 C31 121.7(4) . . ?
C33 C32 H32 116(3) . . ?
C31 C32 H32 122(3) . . ?
C32 C33 C28 121.5(4) . . ?
C32 C33 H33 119.3 . . ?
C28 C33 H33 119.3 . . ?
C28 C34 C36 123.1(4) . . ?
C28 C34 C35 121.2(4) . . ?
C36 C34 C35 115.7(4) . . ?
N11 C35 C34 179.9(6) . . ?
N12 C36 C34 178.8(6) . . ?
C31 C37 C38 122.6(4) . . ?
C31 C37 C39 122.7(4) . . ?
C38 C37 C39 114.7(4) . . ?
N13 C38 C37 178.7(5) . . ?
N14 C39 C37 178.0(5) . . ?
C46 C40 C41 121.1(4) . . ?
C46 C40 C45 122.0(4) . . ?
C41 C40 C45 116.8(3) . . ?
C42 C41 C40 122.0(4) . . ?
C42 C41 H41 119.0 . . ?
C40 C41 H41 119.0 . . ?
C41 C42 C43 120.9(4) . . ?
C41 C42 H42 122(2) . . ?
C43 C42 H42 117(2) . . ?
C49 C43 C44 121.4(4) . . ?
C49 C43 C42 121.5(3) . . ?
C44 C43 C42 117.2(3) . . ?
C45 C44 C43 121.5(4) . . ?
C45 C44 H44 119(2) . . ?
C43 C44 H44 119(2) . . ?
C44 C45 C40 121.5(4) . . ?
C44 C45 H45 123(3) . . ?
C40 C45 H45 115(2) . . ?
C40 C46 C48 122.9(4) . . ?
C40 C46 C47 121.8(4) . . ?
C48 C46 C47 115.2(4) . . ?
N15 C47 C46 178.7(5) . . ?
N16 C48 C46 179.2(5) . . ?
C43 C49 C51 123.5(4) . . ?
C43 C49 C50 122.0(4) . . ?
C51 C49 C50 114.5(3) . . ?
N17 C50 C49 178.4(4) . . ?
N18 C51 C49 177.6(5) . . ?
C53 C52 C56 121.5(4) . . ?
C53 C52 C57 121.7(4) . . ?
C56 C52 C57 116.9(4) . . ?
C52 C53 C55 123.0(4) . . ?
C52 C53 C54 121.7(4) . . ?
C55 C53 C54 115.2(4) . . ?
N19 C54 C53 178.6(6) . . ?
N20 C55 C53 178.6(6) . . ?
C57 C56 C52 121.4(4) 2_566 . ?
C57 C56 H56 119.3 2_566 . ?
C52 C56 H56 119.3 . . ?
C56 C57 C52 121.8(4) 2_566 . ?
C56 C57 H57 119(3) 2_566 . ?
C52 C57 H57 119(3) . . ?
C11 N6' C15' 123.4(12) . . ?
C11 N6' C13' 119.4(10) . . ?
C15' N6' C13' 117.2(13) . . ?
C14' N5' C12' 123.6(13) . . ?
C14' N5' C11 129.1(9) . . ?
C12' N5' C11 107.2(10) . . ?
N6' C13' C12' 100.6(10) . . ?
N6' C13' H131' 111.6 . . ?
C12' C13' H131' 111.6 . . ?
N6' C13' H132' 111.6 . . ?
C12' C13' H132' 111.6 . . ?
H131' C13' H132' 109.4 . . ?
N5' C12' C13' 105.0(10) . . ?
N5' C12' H121' 110.7 . . ?
C13' C12' H121' 110.7 . . ?
N5' C12' H122' 110.7 . . ?
C13' C12' H122' 110.7 . . ?
H121' C12' H122' 108.8 . . ?
N6' C15' H151' 109.5 . . ?
N6' C15' H152' 109.5 . . ?
H151' C15' H152' 109.5 . . ?
N6' C15' H153' 109.5 . . ?
H151' C15' H153' 109.5 . . ?
H152' C15' H153' 109.5 . . ?
N5' C14' H141' 109.5 . . ?
N5' C14' H142' 109.5 . . ?
H141' C14' H142' 109.5 . . ?
N5' C14' H143' 109.5 . . ?
H141' C14' H143' 109.5 . . ?
H142' C14' H143' 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.911(4) . ?
Se1 Se2 2.5187(7) . ?
Se1 Se3 2.715(4) . ?
Se3 Se3' 0.524(3) . ?
Se3 C11 1.869(6) . ?
Se3' C11 1.823(6) . ?
C1 N1 1.310(5) . ?
C1 N2 1.312(5) . ?
N1 C5 1.455(6) . ?
N1 C2 1.469(6) . ?
N2 C4 1.455(6) . ?
N2 C3 1.465(6) . ?
C2 C3 1.503(7) . ?
C2 H21 0.93(7) . ?
C2 H22 1.04(6) . ?
C3 H31 0.97(5) . ?
C3 H32 0.98(6) . ?
C4 H41 0.96(7) . ?
C4 H42 0.92(8) . ?
C4 H43 0.96(8) . ?
C5 H51 0.92(6) . ?
C5 H52 0.91(6) . ?
C5 H53 0.95(9) . ?
Se2 C6 1.895(4) . ?
C6 N3 1.312(5) . ?
C6 N4 1.319(5) . ?
N3 C9 1.456(6) . ?
N3 C8 1.463(6) . ?
N4 C10 1.449(7) . ?
N4 C7 1.460(7) . ?
C7 C8 1.518(8) . ?
C7 H71 1.00(6) . ?
C7 H72 0.97(6) . ?
C8 H81 0.93(6) . ?
C8 H82 1.05(7) . ?
C9 H91 0.97(6) . ?
C9 H92 0.90(6) . ?
C9 H93 0.89(7) . ?
C10 H101 1.00(7) . ?
C10 H102 0.94(11) . ?
C10 H103 0.99(6) . ?
C11 N6 1.225(9) . ?
C11 N6' 1.230(14) . ?
C11 N5 1.432(14) . ?
C11 N5' 1.468(12) . ?
N5 C14 1.427(16) . ?
N5 C12 1.450(16) . ?
N6 C15 1.41(2) . ?
N6 C13 1.466(17) . ?
C12 C13 1.50(2) . ?
C12 H121 0.9700 . ?
C12 H122 0.9700 . ?
C13 H131 0.9700 . ?
C13 H132 0.9700 . ?
C14 H141 0.9600 . ?
C14 H142 0.9600 . ?
C14 H143 0.9600 . ?
C15 H151 0.9600 . ?
C15 H152 0.9600 . ?
C15 H153 0.9600 . ?
C16 C22 1.400(6) . ?
C16 C17 1.425(6) . ?
C16 C21 1.426(6) . ?
C17 C18 1.345(6) . ?
C17 H17 0.82(5) . ?
C18 C19 1.432(6) . ?
C18 H18 0.9300 . ?
C19 C25 1.391(6) . ?
C19 C20 1.432(6) . ?
C20 C21 1.344(6) . ?
C20 H20 0.88(4) . ?
C21 H21 0.97(5) . ?
C22 C23 1.415(6) . ?
C22 C24 1.423(7) . ?
C23 N7 1.145(6) . ?
C24 N8 1.134(6) . ?
C25 C26 1.424(6) . ?
C25 C27 1.428(6) . ?
C26 N9 1.143(5) . ?
C27 N10 1.141(5) . ?
C28 C34 1.399(5) . ?
C28 C33 1.427(5) . ?
C28 C29 1.428(5) . ?
C29 C30 1.342(5) . ?
C29 H29 0.86(4) . ?
C30 C31 1.429(5) . ?
C30 H30 0.9300 . ?
C31 C37 1.388(5) . ?
C31 C32 1.422(6) . ?
C32 C33 1.350(6) . ?
C32 H32 0.86(4) . ?
C33 H33 0.9300 . ?
C34 C36 1.408(6) . ?
C34 C35 1.422(6) . ?
C35 N11 1.143(6) . ?
C36 N12 1.145(6) . ?
C37 C38 1.422(6) . ?
C37 C39 1.423(6) . ?
C38 N13 1.144(6) . ?
C39 N14 1.140(6) . ?
C40 C46 1.385(5) . ?
C40 C41 1.432(5) . ?
C40 C45 1.435(5) . ?
C41 C42 1.340(5) . ?
C41 H41 0.9300 . ?
C42 C43 1.440(5) . ?
C42 H42 0.93(4) . ?
C43 C49 1.383(5) . ?
C43 C44 1.432(5) . ?
C44 C45 1.340(6) . ?
C44 H44 0.93(4) . ?
C45 H45 0.87(4) . ?
C46 C48 1.424(6) . ?
C46 C47 1.427(6) . ?
C47 N15 1.142(5) . ?
C48 N16 1.135(6) . ?
C49 C51 1.425(6) . ?
C49 C50 1.434(6) . ?
C50 N17 1.132(5) . ?
C51 N18 1.142(5) . ?
C52 C53 1.389(6) . ?
C52 C56 1.421(6) . ?
C52 C57 1.439(6) . ?
C53 C55 1.430(7) . ?
C53 C54 1.434(7) . ?
C54 N19 1.134(6) . ?
C55 N20 1.147(7) . ?
C56 C57 1.343(6) 2_566 ?
C56 H56 0.9300 . ?
C57 C56 1.343(6) 2_566 ?
C57 H57 0.92(4) . ?
N6' C15' 1.426(19) . ?
N6' C13' 1.430(18) . ?
N5' C14' 1.397(16) . ?
N5' C12' 1.466(13) . ?
C13' C12' 1.534(19) . ?
C13' H131' 0.9700 . ?
C13' H132' 0.9700 . ?
C12' H121' 0.9700 . ?
C12' H122' 0.9700 . ?
C14' H141' 0.9600 . ?
C14' H142' 0.9600 . ?
C14' H143' 0.9600 . ?
C15' H151' 0.9600 . ?
C15' H152' 0.9600 . ?
C15' H153' 0.9600 . ?
