#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:21:07 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179891 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/87/7018757.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_7018757
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         'C28 H24 N2 Se2'
_chemical_formula_sum            'C28 H24 N2 Se2'
_chemical_formula_weight         546.41
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 90.1520(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.8520(8)
_cell_length_b                   22.7903(18)
_cell_length_c                   9.6203(7)
_cell_measurement_reflns_used    5149
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      23.29
_cell_measurement_theta_min      2.30
_cell_volume                     2379.3(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 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  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            22703
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    3.126
_exptl_absorpt_correction_T_max  0.4970
_exptl_absorpt_correction_T_min  0.4441
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker, 2001.'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1096
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4190
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0291
_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)+(0.0331P)²+0.3057P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0681
_refine_ls_wR_factor_ref         0.0710
_reflns_number_gt                3485
_reflns_number_total             4190
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30098b.txt
_cod_data_source_block           576r
_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      'P2(1)/c '
_cod_database_code               7018757
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C 0.2708(2) 0.35198(11) 0.8861(3) 0.0395(6) Uani 1 1 d .
C2 C 0.2358(2) 0.29618(12) 0.9317(3) 0.0427(6) Uani 1 1 d .
C3 C 0.1300(3) 0.27068(13) 0.8738(3) 0.0547(8) Uani 1 1 d .
H3 H 0.1052 0.2338 0.9044 0.066 Uiso 1 1 calc R
C4 C 0.0622(3) 0.29856(14) 0.7736(3) 0.0605(8) Uani 1 1 d .
H4 H -0.0074 0.2807 0.7360 0.073 Uiso 1 1 calc R
C5 C 0.0979(3) 0.35308(14) 0.7293(3) 0.0568(8) Uani 1 1 d .
H5 H 0.0524 0.3722 0.6608 0.068 Uiso 1 1 calc R
C6 C 0.2005(3) 0.37989(12) 0.7851(3) 0.0496(7) Uani 1 1 d .
H6 H 0.2229 0.4171 0.7547 0.060 Uiso 1 1 calc R
C7 C 0.3070(3) 0.26093(12) 1.0304(3) 0.0472(7) Uani 1 1 d .
H7 H 0.2763 0.2244 1.0559 0.057 Uiso 1 1 calc R
C8 C 0.4733(3) 0.23726(13) 1.1735(3) 0.0527(7) Uani 1 1 d .
H8A H 0.4229 0.2027 1.1893 0.063 Uiso 1 1 calc R
H8B H 0.4870 0.2561 1.2626 0.063 Uiso 1 1 calc R
C9 C 0.5959(2) 0.21853(11) 1.1138(3) 0.0414(6) Uani 1 1 d .
C10 C 0.6537(3) 0.25000(12) 1.0106(3) 0.0477(7) Uani 1 1 d .
H10 H 0.6173 0.2840 0.9763 0.057 Uiso 1 1 calc R
C11 C 0.7648(3) 0.23159(15) 0.9578(3) 0.0613(8) Uani 1 1 d .
H11 H 0.8030 0.2533 0.8883 0.074 Uiso 1 1 calc R
C12 C 0.8199(3) 0.18127(16) 1.0069(4) 0.0672(9) Uani 1 1 d .
H12 H 0.8946 0.1687 0.9701 0.081 Uiso 1 1 calc R
C13 C 0.7634(3) 0.14975(14) 1.1109(4) 0.0643(9) Uani 1 1 d .
H13 H 0.8004 0.1159 1.1454 0.077 Uiso 1 1 calc R
C14 C 0.6528(3) 0.16820(13) 1.1638(3) 0.0525(7) Uani 1 1 d .
H14 H 0.6154 0.1467 1.2342 0.063 Uiso 1 1 calc R
C15 C 0.3167(2) 0.52557(11) 0.8851(3) 0.0402(6) Uani 1 1 d .
C16 C 0.3096(2) 0.58155(11) 0.8274(3) 0.0421(6) Uani 1 1 d .
C17 C 0.2198(3) 0.62026(13) 0.8752(3) 0.0548(8) Uani 1 1 d .
H17 H 0.2144 0.6575 0.8364 0.066 Uiso 1 1 calc R
C18 C 0.1393(3) 0.60457(14) 0.9782(3) 0.0630(9) Uani 1 1 d .
H18 H 0.0802 0.6310 1.0094 0.076 Uiso 1 1 calc R
C19 C 0.1469(3) 0.54952(15) 1.0345(3) 0.0632(9) Uani 1 1 d .
H19 H 0.0923 0.5386 1.1042 0.076 Uiso 1 1 calc R
C20 C 0.2342(3) 0.51016(13) 0.9895(3) 0.0529(7) Uani 1 1 d .
H20 H 0.2381 0.4730 1.0291 0.063 Uiso 1 1 calc R
C21 C 0.3949(3) 0.60144(12) 0.7193(3) 0.0481(7) Uani 1 1 d .
H21 H 0.3907 0.6401 0.6885 0.058 Uiso 1 1 calc R
C22 C 0.5584(3) 0.59042(15) 0.5638(3) 0.0624(8) Uani 1 1 d .
H22A H 0.5464 0.6324 0.5539 0.075 Uiso 1 1 calc R
H22B H 0.5411 0.5722 0.4747 0.075 Uiso 1 1 calc R
C23 C 0.6896(3) 0.57841(13) 0.6042(3) 0.0477(7) Uani 1 1 d .
C24 C 0.7483(3) 0.52814(14) 0.5620(4) 0.0658(9) Uani 1 1 d .
H24 H 0.7065 0.5010 0.5070 0.079 Uiso 1 1 calc R
C25 C 0.8680(4) 0.51757(15) 0.6001(4) 0.0765(11) Uani 1 1 d .
H25 H 0.9070 0.4835 0.5705 0.092 Uiso 1 1 calc R
C26 C 0.9310(3) 0.55724(17) 0.6823(4) 0.0748(10) Uani 1 1 d .
H26 H 1.0122 0.5501 0.7081 0.090 Uiso 1 1 calc R
C27 C 0.8729(3) 0.60659(16) 0.7248(4) 0.0703(9) Uani 1 1 d .
H27 H 0.9144 0.6335 0.7805 0.084 Uiso 1 1 calc R
C28 C 0.7540(3) 0.61716(14) 0.6865(3) 0.0607(8) Uani 1 1 d .
H28 H 0.7156 0.6513 0.7166 0.073 Uiso 1 1 calc R
N1 N 0.4072(2) 0.27744(10) 1.0824(2) 0.0461(5) Uani 1 1 d .
N2 N 0.4730(2) 0.56770(10) 0.6676(2) 0.0480(6) Uani 1 1 d .
Se1 Se 0.41515(2) 0.389425(12) 0.96440(3) 0.04361(10) Uani 1 1 d .
Se2 Se 0.44045(2) 0.471609(12) 0.81825(3) 0.04269(10) Uani 1 1 d .
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
C6 C1 C2 119.1(2)
C6 C1 Se1 120.9(2)
C2 C1 Se1 119.98(19)
C1 C2 C3 118.4(3)
C1 C2 C7 124.0(2)
C3 C2 C7 117.4(3)
C4 C3 C2 121.7(3)
C4 C3 H3 119.1
C2 C3 H3 119.1
C3 C4 C5 119.3(3)
C3 C4 H4 120.4
C5 C4 H4 120.4
C4 C5 C6 120.6(3)
C4 C5 H5 119.7
C6 C5 H5 119.7
C5 C6 C1 120.8(3)
C5 C6 H6 119.6
C1 C6 H6 119.6
N1 C7 C2 123.4(3)
N1 C7 H7 118.3
C2 C7 H7 118.3
N1 C8 C9 112.4(2)
N1 C8 H8A 109.1
C9 C8 H8A 109.1
N1 C8 H8B 109.1
C9 C8 H8B 109.1
H8A C8 H8B 107.8
C10 C9 C14 118.5(3)
C10 C9 C8 122.0(2)
C14 C9 C8 119.5(2)
C11 C10 C9 120.6(3)
C11 C10 H10 119.7
C9 C10 H10 119.7
C10 C11 C12 120.5(3)
C10 C11 H11 119.7
C12 C11 H11 119.7
C11 C12 C13 119.3(3)
C11 C12 H12 120.3
C13 C12 H12 120.3
C14 C13 C12 120.1(3)
C14 C13 H13 119.9
C12 C13 H13 119.9
C13 C14 C9 121.0(3)
C13 C14 H14 119.5
C9 C14 H14 119.5
C20 C15 C16 118.9(2)
C20 C15 Se2 121.9(2)
C16 C15 Se2 119.2(2)
C15 C16 C17 119.1(3)
C15 C16 C21 122.1(2)
C17 C16 C21 118.8(3)
C18 C17 C16 121.4(3)
C18 C17 H17 119.3
C16 C17 H17 119.3
C19 C18 C17 119.2(3)
C19 C18 H18 120.4
C17 C18 H18 120.4
C18 C19 C20 121.0(3)
C18 C19 H19 119.5
C20 C19 H19 119.5
C19 C20 C15 120.5(3)
C19 C20 H20 119.8
C15 C20 H20 119.8
N2 C21 C16 121.5(3)
N2 C21 H21 119.2
C16 C21 H21 119.2
N2 C22 C23 111.2(2)
N2 C22 H22A 109.4
C23 C22 H22A 109.4
N2 C22 H22B 109.4
C23 C22 H22B 109.4
H22A C22 H22B 108.0
C24 C23 C28 118.1(3)
C24 C23 C22 121.1(3)
C28 C23 C22 120.8(3)
C25 C24 C23 120.5(3)
C25 C24 H24 119.8
C23 C24 H24 119.8
C24 C25 C26 120.4(3)
C24 C25 H25 119.8
C26 C25 H25 119.8
C27 C26 C25 119.2(3)
C27 C26 H26 120.4
C25 C26 H26 120.4
C26 C27 C28 120.4(3)
C26 C27 H27 119.8
C28 C27 H27 119.8
C27 C28 C23 121.4(3)
C27 C28 H28 119.3
C23 C28 H28 119.3
C7 N1 C8 118.5(2)
C21 N2 C22 119.2(3)
C1 Se1 Se2 102.34(8)
C15 Se2 Se1 103.01(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.388(4)
C1 C2 1.398(4)
C1 Se1 1.935(3)
C2 C3 1.401(4)
C2 C7 1.463(4)
C3 C4 1.367(4)
C3 H3 0.9300
C4 C5 1.370(4)
C4 H4 0.9300
C5 C6 1.378(4)
C5 H5 0.9300
C6 H6 0.9300
C7 N1 1.254(3)
C7 H7 0.9300
C8 N1 1.455(3)
C8 C9 1.512(4)
C8 H8A 0.9700
C8 H8B 0.9700
C9 C10 1.378(4)
C9 C14 1.388(4)
C10 C11 1.375(4)
C10 H10 0.9300
C11 C12 1.377(4)
C11 H11 0.9300
C12 C13 1.378(4)
C12 H12 0.9300
C13 C14 1.371(4)
C13 H13 0.9300
C14 H14 0.9300
C15 C20 1.393(4)
C15 C16 1.393(4)
C15 Se2 1.932(3)
C16 C17 1.393(4)
C16 C21 1.466(4)
C17 C18 1.370(4)
C17 H17 0.9300
C18 C19 1.369(4)
C18 H18 0.9300
C19 C20 1.375(4)
C19 H19 0.9300
C20 H20 0.9300
C21 N2 1.249(3)
C21 H21 0.9300
C22 N2 1.459(3)
C22 C23 1.501(4)
C22 H22A 0.9700
C22 H22B 0.9700
C23 C24 1.373(4)
C23 C28 1.376(4)
C24 C25 1.370(5)
C24 H24 0.9300
C25 C26 1.381(5)
C25 H25 0.9300
C26 C27 1.353(5)
C26 H26 0.9300
C27 C28 1.362(5)
C27 H27 0.9300
C28 H28 0.9300
Se1 Se2 2.3585(4)
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
C6 C1 C2 C3 -0.5(4)
Se1 C1 C2 C3 179.3(2)
C6 C1 C2 C7 175.7(2)
Se1 C1 C2 C7 -4.6(3)
C1 C2 C3 C4 0.9(4)
C7 C2 C3 C4 -175.5(3)
C2 C3 C4 C5 -0.5(5)
C3 C4 C5 C6 -0.3(5)
C4 C5 C6 C1 0.8(4)
C2 C1 C6 C5 -0.4(4)
Se1 C1 C6 C5 179.8(2)
C1 C2 C7 N1 -0.8(4)
C3 C2 C7 N1 175.4(3)
N1 C8 C9 C10 19.4(4)
N1 C8 C9 C14 -160.6(2)
C14 C9 C10 C11 0.5(4)
C8 C9 C10 C11 -179.5(3)
C9 C10 C11 C12 0.2(5)
C10 C11 C12 C13 -0.8(5)
C11 C12 C13 C14 0.6(5)
C12 C13 C14 C9 0.1(5)
C10 C9 C14 C13 -0.7(4)
C8 C9 C14 C13 179.4(3)
C20 C15 C16 C17 -0.4(4)
Se2 C15 C16 C17 179.6(2)
C20 C15 C16 C21 178.7(2)
Se2 C15 C16 C21 -1.3(3)
C15 C16 C17 C18 0.5(4)
C21 C16 C17 C18 -178.6(3)
C16 C17 C18 C19 -0.4(5)
C17 C18 C19 C20 0.2(5)
C18 C19 C20 C15 -0.1(5)
C16 C15 C20 C19 0.2(4)
Se2 C15 C20 C19 -179.8(2)
C15 C16 C21 N2 4.6(4)
C17 C16 C21 N2 -176.3(3)
N2 C22 C23 C24 91.1(3)
N2 C22 C23 C28 -87.9(3)
C28 C23 C24 C25 -0.7(5)
C22 C23 C24 C25 -179.7(3)
C23 C24 C25 C26 0.4(5)
C24 C25 C26 C27 0.1(6)
C25 C26 C27 C28 -0.3(5)
C26 C27 C28 C23 0.0(5)
C24 C23 C28 C27 0.5(5)
C22 C23 C28 C27 179.5(3)
C2 C7 N1 C8 -176.6(2)
C9 C8 N1 C7 115.1(3)
C16 C21 N2 C22 -177.8(2)
C23 C22 N2 C21 125.9(3)
C6 C1 Se1 Se2 -9.7(2)
C2 C1 Se1 Se2 170.51(18)
C20 C15 Se2 Se1 -3.9(2)
C16 C15 Se2 Se1 176.00(18)
C1 Se1 Se2 C15 77.83(11)
