#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:21:07 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179891 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/87/7018756.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_7018756
loop_
_publ_author_name
'Pöllnitz, Alpar'
'Silvestru, Cristian'
'Carpentier, Jean-François'
'Silvestru, Anca'
_publ_section_title
;
 Diorganodiselenides and zinc(ii) organoselenolates containing (imino)aryl
 groups of type 2-(RN[double bond, length as m-dash]CH)C(6)H(4).
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5060
_journal_page_last               5070
_journal_paper_doi               10.1039/c2dt30098b
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C38 H44 N2 Se2 Zn'
_chemical_formula_sum            'C38 H44 N2 Se2 Zn'
_chemical_formula_weight         752.04
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.281(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.0512(16)
_cell_length_b                   13.1067(14)
_cell_length_c                   18.4747(19)
_cell_measurement_reflns_used    3526
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      23.52
_cell_measurement_theta_min      2.23
_cell_volume                     3574.1(7)
_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 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0582
_diffrn_reflns_av_sigmaI/netI    0.0559
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12649
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    2.751
_exptl_absorpt_correction_T_max  0.6372
_exptl_absorpt_correction_T_min  0.5463
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, 2000.'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1536
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3143
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.211
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0660
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0352P)²+10.9839P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1252
_reflns_number_gt                2617
_reflns_number_total             3143
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30098b.txt
_cod_data_source_block           558r
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      'C2/c '
_cod_database_code               7018756
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C2 C 0.2172(4) 0.2685(4) 0.2574(3) 0.0441(14) Uani 1 1 d .
C1 C 0.1950(4) 0.3408(4) 0.2004(3) 0.0449(14) Uani 1 1 d .
C6 C 0.2492(4) 0.3402(5) 0.1467(4) 0.0629(18) Uani 1 1 d .
H6 H 0.2364 0.3870 0.1082 0.075 Uiso 1 1 calc R
C5 C 0.3188(5) 0.2753(6) 0.1479(4) 0.082(2) Uani 1 1 d .
H5 H 0.3517 0.2772 0.1102 0.098 Uiso 1 1 calc R
C4 C 0.3414(5) 0.2066(6) 0.2042(4) 0.080(2) Uani 1 1 d .
H4 H 0.3900 0.1623 0.2056 0.096 Uiso 1 1 calc R
C3 C 0.2909(4) 0.2044(5) 0.2584(4) 0.0638(19) Uani 1 1 d .
H3 H 0.3066 0.1585 0.2972 0.077 Uiso 1 1 calc R
C7 C 0.1720(4) 0.2553(4) 0.3198(3) 0.0471(14) Uani 1 1 d .
H7 H 0.2073 0.2252 0.3613 0.057 Uiso 1 1 calc R
C8 C 0.0708(3) 0.2647(4) 0.3994(3) 0.0396(13) Uani 1 1 d .
C9 C 0.1036(4) 0.3359(4) 0.4534(3) 0.0407(14) Uani 1 1 d .
C10 C 0.0823(4) 0.3197(5) 0.5233(3) 0.0560(17) Uani 1 1 d .
H10 H 0.1033 0.3659 0.5610 0.067 Uiso 1 1 calc R
C11 C 0.0317(5) 0.2383(6) 0.5376(3) 0.0628(19) Uani 1 1 d .
H11 H 0.0201 0.2285 0.5847 0.075 Uiso 1 1 calc R
C12 C -0.0017(4) 0.1714(5) 0.4820(4) 0.0609(19) Uani 1 1 d .
H12 H -0.0376 0.1175 0.4921 0.073 Uiso 1 1 calc R
C13 C 0.0161(4) 0.1808(4) 0.4112(3) 0.0466(15) Uani 1 1 d .
C14 C 0.1584(4) 0.4288(5) 0.4414(3) 0.0507(16) Uani 1 1 d .
H14 H 0.1653 0.4287 0.3897 0.061 Uiso 1 1 calc R
C15 C 0.2540(5) 0.4259(6) 0.4904(4) 0.080(2) Uani 1 1 d .
H15A H 0.2490 0.4226 0.5414 0.120 Uiso 1 1 calc R
H15B H 0.2866 0.4863 0.4822 0.120 Uiso 1 1 calc R
H15C H 0.2859 0.3669 0.4782 0.120 Uiso 1 1 calc R
C16 C 0.1113(4) 0.5265(5) 0.4551(4) 0.0656(19) Uani 1 1 d .
H16A H 0.0512 0.5272 0.4255 0.098 Uiso 1 1 calc R
H16B H 0.1448 0.5837 0.4422 0.098 Uiso 1 1 calc R
H16C H 0.1077 0.5308 0.5063 0.098 Uiso 1 1 calc R
C17 C -0.0167(4) 0.1046(5) 0.3512(4) 0.0584(17) Uani 1 1 d .
H17 H -0.0256 0.1407 0.3039 0.070 Uiso 1 1 calc R
C18 C 0.0553(5) 0.0221(5) 0.3504(4) 0.073(2) Uani 1 1 d .
H18A H 0.1088 0.0526 0.3387 0.110 Uiso 1 1 calc R
H18B H 0.0322 -0.0283 0.3138 0.110 Uiso 1 1 calc R
H18C H 0.0701 -0.0097 0.3980 0.110 Uiso 1 1 calc R
C19 C -0.1073(5) 0.0548(6) 0.3578(5) 0.091(3) Uani 1 1 d .
H19A H -0.0980 0.0092 0.3992 0.137 Uiso 1 1 calc R
H19B H -0.1307 0.0174 0.3135 0.137 Uiso 1 1 calc R
H19C H -0.1498 0.1069 0.3647 0.137 Uiso 1 1 calc R
N1 N 0.0916(3) 0.2785(3) 0.3265(2) 0.0366(10) Uani 1 1 d .
Se1 Se 0.10541(4) 0.44408(4) 0.19109(3) 0.0490(2) Uani 1 1 d .
Zn1 Zn 0.0000 0.36138(6) 0.2500 0.0343(2) Uani 1 2 d S
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'
Zn Zn 0.2839 1.4301 '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
C3 C2 C1 119.2(5) . .
C3 C2 C7 114.4(5) . .
C1 C2 C7 126.3(5) . .
C6 C1 C2 116.0(5) . .
C6 C1 Se1 116.3(4) . .
C2 C1 Se1 127.6(4) . .
C5 C6 C1 123.4(6) . .
C5 C6 H6 118.3 . .
C1 C6 H6 118.3 . .
C6 C5 C4 120.5(7) . .
C6 C5 H5 119.8 . .
C4 C5 H5 119.8 . .
C5 C4 C3 118.5(7) . .
C5 C4 H4 120.8 . .
C3 C4 H4 120.8 . .
C4 C3 C2 122.3(6) . .
C4 C3 H3 118.9 . .
C2 C3 H3 118.9 . .
N1 C7 C2 130.2(5) . .
N1 C7 H7 114.9 . .
C2 C7 H7 114.9 . .
C9 C8 C13 123.2(5) . .
C9 C8 N1 118.3(5) . .
C13 C8 N1 118.4(5) . .
C8 C9 C10 116.6(5) . .
C8 C9 C14 124.4(5) . .
C10 C9 C14 119.0(5) . .
C11 C10 C9 122.1(6) . .
C11 C10 H10 119.0 . .
C9 C10 H10 119.0 . .
C10 C11 C12 119.5(6) . .
C10 C11 H11 120.2 . .
C12 C11 H11 120.2 . .
C11 C12 C13 122.6(6) . .
C11 C12 H12 118.7 . .
C13 C12 H12 118.7 . .
C12 C13 C8 115.9(6) . .
C12 C13 C17 122.6(6) . .
C8 C13 C17 121.4(5) . .
C16 C14 C9 111.8(5) . .
C16 C14 C15 109.7(5) . .
C9 C14 C15 111.6(5) . .
C16 C14 H14 107.9 . .
C9 C14 H14 107.9 . .
C15 C14 H14 107.9 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C13 C17 C18 110.2(5) . .
C13 C17 C19 113.1(6) . .
C18 C17 C19 110.0(6) . .
C13 C17 H17 107.8 . .
C18 C17 H17 107.8 . .
C19 C17 H17 107.8 . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C7 N1 C8 116.1(4) . .
C7 N1 Zn1 125.0(4) . .
C8 N1 Zn1 117.5(3) . .
C1 Se1 Zn1 99.26(17) . .
N1 Zn1 N1 117.0(2) 2 .
N1 Zn1 Se1 97.93(12) 2 2
N1 Zn1 Se1 110.06(12) . 2
N1 Zn1 Se1 110.06(12) 2 .
N1 Zn1 Se1 97.93(12) . .
Se1 Zn1 Se1 125.22(5) 2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C2 C3 1.389(8) .
C2 C1 1.408(7) .
C2 C7 1.459(7) .
C1 C6 1.404(8) .
C1 Se1 1.894(6) .
C6 C5 1.345(9) .
C6 H6 0.9300 .
C5 C4 1.367(10) .
C5 H5 0.9300 .
C4 C3 1.371(8) .
C4 H4 0.9300 .
C3 H3 0.9300 .
C7 N1 1.277(6) .
C7 H7 0.9300 .
C8 C9 1.384(7) .
C8 C13 1.417(8) .
C8 N1 1.451(6) .
C9 C10 1.406(7) .
C9 C14 1.511(8) .
C10 C11 1.366(9) .
C10 H10 0.9300 .
C11 C12 1.368(9) .
C11 H11 0.9300 .
C12 C13 1.392(8) .
C12 H12 0.9300 .
C13 C17 1.501(9) .
C14 C16 1.509(8) .
C14 C15 1.544(9) .
C14 H14 0.9800 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 H16A 0.9600 .
C16 H16B 0.9600 .
C16 H16C 0.9600 .
C17 C18 1.533(9) .
C17 C19 1.538(9) .
C17 H17 0.9800 .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
N1 Zn1 2.078(4) .
Se1 Zn1 2.3562(7) .
Zn1 N1 2.078(4) 2
Zn1 Se1 2.3562(7) 2
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_4
C3 C2 C1 C6 1.8(9) .
C7 C2 C1 C6 179.0(6) .
C3 C2 C1 Se1 -174.0(5) .
C7 C2 C1 Se1 3.2(9) .
C2 C1 C6 C5 0.0(10) .
Se1 C1 C6 C5 176.3(6) .
C1 C6 C5 C4 -1.4(12) .
C6 C5 C4 C3 0.9(12) .
C5 C4 C3 C2 0.9(12) .
C1 C2 C3 C4 -2.4(10) .
C7 C2 C3 C4 -179.9(7) .
C3 C2 C7 N1 -158.3(6) .
C1 C2 C7 N1 24.4(10) .
C13 C8 C9 C10 2.0(8) .
N1 C8 C9 C10 -179.8(5) .
C13 C8 C9 C14 -177.1(5) .
N1 C8 C9 C14 1.2(8) .
C8 C9 C10 C11 -0.2(8) .
C14 C9 C10 C11 178.9(5) .
C9 C10 C11 C12 -1.8(10) .
C10 C11 C12 C13 2.1(10) .
C11 C12 C13 C8 -0.4(9) .
C11 C12 C13 C17 177.0(6) .
C9 C8 C13 C12 -1.7(8) .
N1 C8 C13 C12 -179.9(5) .
C9 C8 C13 C17 -179.1(5) .
N1 C8 C13 C17 2.7(7) .
C8 C9 C14 C16 118.9(6) .
C10 C9 C14 C16 -60.1(7) .
C8 C9 C14 C15 -117.8(6) .
C10 C9 C14 C15 63.2(7) .
C12 C13 C17 C18 -92.0(7) .
C8 C13 C17 C18 85.2(7) .
C12 C13 C17 C19 31.6(8) .
C8 C13 C17 C19 -151.2(5) .
C2 C7 N1 C8 -173.7(6) .
C2 C7 N1 Zn1 -7.5(9) .
C9 C8 N1 C7 76.2(6) .
C13 C8 N1 C7 -105.5(6) .
C9 C8 N1 Zn1 -91.1(5) .
C13 C8 N1 Zn1 87.3(5) .
C6 C1 Se1 Zn1 153.2(5) .
C2 C1 Se1 Zn1 -30.9(5) .
C7 N1 Zn1 N1 95.1(5) 2
C8 N1 Zn1 N1 -98.9(4) 2
C7 N1 Zn1 Se1 -154.4(4) 2
C8 N1 Zn1 Se1 11.6(4) 2
C7 N1 Zn1 Se1 -22.3(5) .
C8 N1 Zn1 Se1 143.7(4) .
C1 Se1 Zn1 N1 -89.9(2) 2
C1 Se1 Zn1 N1 32.6(2) .
C1 Se1 Zn1 Se1 154.12(17) 2
