#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/83/7018329.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_7018329
loop_
_publ_author_name
'Bucşa, Monica'
'Pollnitz, Alpár'
'Varga, Richard A.'
'Pîrnău, Adrian'
'Silvestru, Anca'
'Vlassa, Mircea'
_publ_section_title
;
 The ring-chain tautomeric equilibria of selenium macrocyclic compounds:
 the isolation of the ring tautomer.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4506
_journal_page_last               4510
_journal_paper_doi               10.1039/c2dt11749e
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C40 H46 N6 Se2, C H2 Cl2'
_chemical_formula_sum            'C41 H48 Cl2 N6 Se2'
_chemical_formula_weight         853.67
_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                108.03(2)
_cell_angle_beta                 101.77(2)
_cell_angle_gamma                109.17(2)
_cell_formula_units_Z            1
_cell_length_a                   10.213(14)
_cell_length_b                   11.269(16)
_cell_length_c                   11.332(16)
_cell_measurement_reflns_used    2377
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      21.62
_cell_measurement_theta_min      2.24
_cell_volume                     1101(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1113
_diffrn_reflns_av_sigmaI/netI    0.1455
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10104
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    1.833
_exptl_absorpt_correction_T_max  0.6571
_exptl_absorpt_correction_T_min  0.6093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, 2000.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             438
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.064
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3838
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.1416
_refine_ls_R_factor_gt           0.0869
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1019P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2001
_refine_ls_wR_factor_ref         0.2237
_reflns_number_gt                2335
_reflns_number_total             3838
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt11749e.txt
_cod_data_source_block           501r
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1102(3)
_cod_original_sg_symbol_Hall     '-P 1 '
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7018329
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C21 C 1.2212(9) 0.4967(9) 0.4464(7) 0.050(2) Uani 1 1 d .
H21A H 1.3061 0.4756 0.4476 0.060 Uiso 1 1 calc R
H21B H 1.1335 0.4114 0.3945 0.060 Uiso 1 1 calc R
C22 C 0.7791(9) 0.4470(8) 0.4114(8) 0.050(2) Uani 1 1 d .
H22A H 0.7909 0.5187 0.3789 0.060 Uiso 1 1 calc R
H22B H 0.8639 0.4257 0.4129 0.060 Uiso 1 1 calc R
C20 C 1.2254(10) 0.5944(9) 0.3799(8) 0.058(2) Uani 1 1 d .
H20A H 1.1371 0.6107 0.3716 0.070 Uiso 1 1 calc R
H20B H 1.3101 0.6817 0.4330 0.070 Uiso 1 1 calc R
Se1 Se 0.78794(9) 0.22722(10) -0.04737(8) 0.0480(4) Uani 1 1 d .
N2 N 0.6434(6) 0.3212(7) 0.3166(6) 0.0433(17) Uani 1 1 d .
C1 C 0.8499(8) 0.1875(8) 0.1066(7) 0.0395(19) Uani 1 1 d .
C6 C 0.9542(8) 0.1318(8) 0.1124(8) 0.041(2) Uani 1 1 d .
H6 H 0.9981 0.1198 0.0480 0.049 Uiso 1 1 calc R
C2 C 0.7828(8) 0.2078(8) 0.2023(7) 0.0378(19) Uani 1 1 d .
C12 C 0.9700(9) 0.2859(8) -0.0831(7) 0.0388(19) Uani 1 1 d .
C3 C 0.8177(8) 0.1646(8) 0.3021(8) 0.044(2) Uani 1 1 d .
H3 H 0.7724 0.1750 0.3656 0.053 Uiso 1 1 calc R
C5 C 0.9903(9) 0.0948(9) 0.2165(9) 0.053(2) Uani 1 1 d .
H5 H 1.0628 0.0621 0.2246 0.063 Uiso 1 1 calc R
C7 C 0.6685(8) 0.2678(8) 0.1905(7) 0.0364(18) Uani 1 1 d .
H7 H 0.7063 0.3448 0.1654 0.044 Uiso 1 1 calc R
C4 C 0.9175(9) 0.1067(9) 0.3099(8) 0.053(2) Uani 1 1 d .
H4 H 0.9365 0.0758 0.3759 0.063 Uiso 1 1 calc R
C17 C 1.1017(10) 0.3912(8) 0.0126(8) 0.046(2) Uani 1 1 d .
C13 C 0.9627(11) 0.2193(9) -0.2132(8) 0.055(2) Uani 1 1 d .
H13 H 0.8744 0.1496 -0.2763 0.066 Uiso 1 1 calc R
C15 C 1.2252(13) 0.3588(11) -0.1557(10) 0.071(3) Uani 1 1 d .
H15 H 1.3092 0.3826 -0.1792 0.085 Uiso 1 1 calc R
C16 C 1.2335(11) 0.4248(10) -0.0245(9) 0.063(3) Uani 1 1 d .
H16 H 1.3237 0.4902 0.0389 0.076 Uiso 1 1 calc R
C14 C 1.0937(13) 0.2603(11) -0.2477(9) 0.071(3) Uani 1 1 d .
H14 H 1.0884 0.2187 -0.3344 0.086 Uiso 1 1 calc R
N1 N 1.2352(8) 0.5343(8) 0.2464(7) 0.060(2) Uani 1 1 d .
C19 C 1.1121(9) 0.4673(8) 0.1509(8) 0.043(2) Uani 1 1 d .
H19 H 1.0264 0.4659 0.1680 0.052 Uiso 1 1 calc R
N3 N 0.5354(7) 0.1589(7) 0.0799(7) 0.0496(18) Uani 1 1 d D
H3A H 0.489(8) 0.097(6) 0.103(8) 0.060 Uiso 1 1 d D
C25 C 0.5161(9) 0.3590(10) 0.2968(9) 0.061(3) Uani 1 1 d .
H25A H 0.5414 0.4371 0.2730 0.073 Uiso 1 1 calc R
H25B H 0.4967 0.3863 0.3791 0.073 Uiso 1 1 calc R
C23 C 0.4097(9) 0.1946(10) 0.0618(9) 0.061(3) Uani 1 1 d .
H23A H 0.3243 0.1159 -0.0069 0.073 Uiso 1 1 calc R
H23B H 0.4314 0.2692 0.0329 0.073 Uiso 1 1 calc R
C24 C 0.3738(9) 0.2375(10) 0.1868(10) 0.066(3) Uani 1 1 d .
H24A H 0.3427 0.1610 0.2124 0.079 Uiso 1 1 calc R
H24B H 0.2946 0.2665 0.1731 0.079 Uiso 1 1 calc R
Cl2 Cl 0.3063(9) 0.1692(11) 0.5305(8) 0.163(4) Uani 0.50 1 d PU
C27 C 0.428(2) 0.161(2) 0.669(2) 0.089(5) Uani 0.50 1 d PU
H27A H 0.5103 0.2499 0.7233 0.106 Uiso 0.50 1 calc PR
H27B H 0.3743 0.1319 0.7240 0.106 Uiso 0.50 1 calc PR
Cl1 Cl 0.4867(12) 0.0417(11) 0.5928(11) 0.173(4) Uani 0.50 1 d PU
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'
Cl Cl 0.1484 0.1585 '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
C20 C21 C22 113.9(7) . 2_766
C20 C21 H21A 108.8 . .
C22 C21 H21A 108.8 2_766 .
C20 C21 H21B 108.8 . .
C22 C21 H21B 108.8 2_766 .
H21A C21 H21B 107.7 . .
N2 C22 C21 114.8(6) . 2_766
N2 C22 H22A 108.6 . .
C21 C22 H22A 108.6 2_766 .
N2 C22 H22B 108.6 . .
C21 C22 H22B 108.6 2_766 .
H22A C22 H22B 107.6 . .
N1 C20 C21 109.7(7) . .
N1 C20 H20A 109.7 . .
C21 C20 H20A 109.7 . .
N1 C20 H20B 109.7 . .
C21 C20 H20B 109.7 . .
H20A C20 H20B 108.2 . .
C12 Se1 C1 100.8(3) . .
C7 N2 C25 110.8(6) . .
C7 N2 C22 108.5(5) . .
C25 N2 C22 108.9(7) . .
C2 C1 C6 122.2(7) . .
C2 C1 Se1 119.1(6) . .
C6 C1 Se1 118.6(6) . .
C5 C6 C1 118.6(7) . .
C5 C6 H6 120.7 . .
C1 C6 H6 120.7 . .
C3 C2 C1 117.5(7) . .
C3 C2 C7 122.3(7) . .
C1 C2 C7 120.1(7) . .
C17 C12 C13 121.1(7) . .
C17 C12 Se1 122.7(6) . .
C13 C12 Se1 116.2(6) . .
C4 C3 C2 122.1(7) . .
C4 C3 H3 119.0 . .
C2 C3 H3 119.0 . .
C6 C5 C4 120.3(8) . .
C6 C5 H5 119.9 . .
C4 C5 H5 119.9 . .
N3 C7 N2 114.6(6) . .
N3 C7 C2 106.2(6) . .
N2 C7 C2 112.4(6) . .
N3 C7 H7 107.8 . .
N2 C7 H7 107.8 . .
C2 C7 H7 107.8 . .
C3 C4 C5 119.3(8) . .
C3 C4 H4 120.4 . .
C5 C4 H4 120.4 . .
C12 C17 C16 118.0(7) . .
C12 C17 C19 122.5(7) . .
C16 C17 C19 119.5(8) . .
C12 C13 C14 119.1(8) . .
C12 C13 H13 120.4 . .
C14 C13 H13 120.4 . .
C14 C15 C16 119.7(9) . .
C14 C15 H15 120.1 . .
C16 C15 H15 120.1 . .
C15 C16 C17 120.6(9) . .
C15 C16 H16 119.7 . .
C17 C16 H16 119.7 . .
C15 C14 C13 121.3(8) . .
C15 C14 H14 119.3 . .
C13 C14 H14 119.3 . .
C19 N1 C20 115.4(7) . .
N1 C19 C17 122.0(8) . .
N1 C19 H19 119.0 . .
C17 C19 H19 119.0 . .
C23 N3 C7 113.6(7) . .
C23 N3 H3A 89(6) . .
C7 N3 H3A 111(6) . .
N2 C25 C24 112.1(7) . .
N2 C25 H25A 109.2 . .
C24 C25 H25A 109.2 . .
N2 C25 H25B 109.2 . .
C24 C25 H25B 109.2 . .
H25A C25 H25B 107.9 . .
N3 C23 C24 112.3(7) . .
N3 C23 H23A 109.1 . .
C24 C23 H23A 109.1 . .
N3 C23 H23B 109.1 . .
C24 C23 H23B 109.1 . .
H23A C23 H23B 107.9 . .
C23 C24 C25 107.7(7) . .
C23 C24 H24A 110.2 . .
C25 C24 H24A 110.2 . .
C23 C24 H24B 110.2 . .
C25 C24 H24B 110.2 . .
H24A C24 H24B 108.5 . .
Cl1 C27 Cl2 103.3(12) . .
Cl1 C27 H27A 111.1 . .
Cl2 C27 H27A 111.1 . .
Cl1 C27 H27B 111.1 . .
Cl2 C27 H27B 111.1 . .
H27A C27 H27B 109.1 . .
C27 Cl1 Cl1 138.3(12) . 2_656
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C21 C20 1.509(12) .
C21 C22 1.540(10) 2_766
C21 H21A 0.9700 .
C21 H21B 0.9700 .
C22 N2 1.498(10) .
C22 C21 1.540(10) 2_766
C22 H22A 0.9700 .
C22 H22B 0.9700 .
C20 N1 1.493(10) .
C20 H20A 0.9700 .
C20 H20B 0.9700 .
Se1 C12 1.930(8) .
Se1 C1 1.965(8) .
N2 C7 1.479(9) .
N2 C25 1.492(10) .
C1 C2 1.397(10) .
C1 C6 1.403(10) .
C6 C5 1.388(11) .
C6 H6 0.9300 .
C2 C3 1.391(11) .
C2 C7 1.532(10) .
C12 C17 1.398(11) .
C12 C13 1.406(10) .
C3 C4 1.382(11) .
C3 H3 0.9300 .
C5 C4 1.410(11) .
C5 H5 0.9300 .
C7 N3 1.477(10) .
C7 H7 0.9800 .
C4 H4 0.9300 .
C17 C16 1.458(12) .
C17 C19 1.498(11) .
C13 C14 1.441(13) .
C13 H13 0.9300 .
C15 C14 1.363(14) .
C15 C16 1.412(12) .
C15 H15 0.9300 .
C16 H16 0.9300 .
C14 H14 0.9300 .
N1 C19 1.279(10) .
C19 H19 0.9300 .
N3 C23 1.460(11) .
N3 H3A 0.85(2) .
C25 C24 1.561(12) .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C23 C24 1.510(12) .
C23 H23A 0.9700 .
C23 H23B 0.9700 .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
Cl2 C27 1.84(3) .
C27 Cl1 1.72(2) .
C27 H27A 0.9700 .
C27 H27B 0.9700 .
Cl1 Cl1 2.13(2) 2_656
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C22 C21 C20 N1 176.4(7) 2_766 .
C21 C22 N2 C7 -171.8(7) 2_766 .
C21 C22 N2 C25 67.5(9) 2_766 .
C12 Se1 C1 C2 148.3(6) . .
C12 Se1 C1 C6 -35.4(7) . .
C2 C1 C6 C5 0.5(11) . .
Se1 C1 C6 C5 -175.6(6) . .
C6 C1 C2 C3 -3.0(11) . .
Se1 C1 C2 C3 173.1(5) . .
C6 C1 C2 C7 -179.4(7) . .
Se1 C1 C2 C7 -3.3(9) . .
C1 Se1 C12 C17 -54.1(7) . .
C1 Se1 C12 C13 127.8(6) . .
C1 C2 C3 C4 1.6(12) . .
C7 C2 C3 C4 177.9(7) . .
C1 C6 C5 C4 3.3(12) . .
C25 N2 C7 N3 -50.0(9) . .
C22 N2 C7 N3 -169.5(6) . .
C25 N2 C7 C2 -171.4(7) . .
C22 N2 C7 C2 69.1(8) . .
C3 C2 C7 N3 -104.8(8) . .
C1 C2 C7 N3 71.5(8) . .
C3 C2 C7 N2 21.2(10) . .
C1 C2 C7 N2 -162.5(7) . .
C2 C3 C4 C5 2.1(13) . .
C6 C5 C4 C3 -4.6(13) . .
C13 C12 C17 C16 -3.4(12) . .
Se1 C12 C17 C16 178.5(6) . .
C13 C12 C17 C19 178.0(7) . .
Se1 C12 C17 C19 -0.1(11) . .
C17 C12 C13 C14 0.3(12) . .
Se1 C12 C13 C14 178.5(6) . .
C14 C15 C16 C17 -1.8(14) . .
C12 C17 C16 C15 4.2(13) . .
C19 C17 C16 C15 -177.1(8) . .
C16 C15 C14 C13 -1.4(15) . .
C12 C13 C14 C15 2.2(14) . .
C21 C20 N1 C19 94.3(9) . .
C20 N1 C19 C17 -174.9(7) . .
C12 C17 C19 N1 160.0(8) . .
C16 C17 C19 N1 -18.6(12) . .
N2 C7 N3 C23 50.3(10) . .
C2 C7 N3 C23 175.0(7) . .
C7 N2 C25 C24 54.1(9) . .
C22 N2 C25 C24 173.3(7) . .
C7 N3 C23 C24 -53.8(10) . .
N3 C23 C24 C25 55.9(10) . .
N2 C25 C24 C23 -56.9(10) . .
Cl2 C27 Cl1 Cl1 24(2) . 2_656
