#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/39/2233953.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2233953
loop_
_publ_author_name
'Zhou, Mei-Yun'
'Li, Yi-Qun'
'Zheng, Wen-Jie'
_publ_section_title
;
 Bis(2,6-dichlorobenzyl)selane
;
_journal_coeditor_code           NK2146
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o921
_journal_paper_doi               10.1107/S1600536812008318
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C14 H10 Cl4 Se'
_chemical_formula_moiety         'C14 H10 Cl4 Se'
_chemical_formula_sum            'C14 H10 Cl4 Se'
_chemical_formula_weight         398.98
_chemical_name_systematic
;
Bis(2,6-dichlorobenzyl)selane
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 102.479(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1144(5)
_cell_length_b                   12.2250(5)
_cell_length_c                   15.3505(9)
_cell_measurement_reflns_used    1490
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.1560
_cell_measurement_theta_min      3.0577
_cell_volume                     1486.77(14)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2010)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2010)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2010)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXTL (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0288
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Agilent Xcalibur Sapphire3 Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5405
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    3.226
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65870
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2010)
;
_exptl_crystal_colour            'metallic pale yellow'
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.192
_refine_diff_density_min         -0.502
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2628
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0455
_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)+(0.0600P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1274
_reflns_number_gt                1902
_reflns_number_total             2628
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            nk2146.cif
_cod_data_source_block           I
_cod_original_cell_volume        1486.78(14)
_cod_database_code               2233953
_cod_database_fobs_code          2233953
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Se Se1 0.89325(7) 0.75838(4) 0.18239(3) 0.0556(2) Uani d . 1 1
Cl Cl3 0.52156(18) 0.76390(11) -0.06014(11) 0.0679(4) Uani d . 1 1
Cl Cl4 0.8752(2) 1.05598(11) 0.17334(10) 0.0772(5) Uani d . 1 1
Cl Cl2 0.66481(17) 0.48664(13) 0.09733(12) 0.0758(5) Uani d . 1 1
Cl Cl1 1.29563(18) 0.64440(12) 0.12621(12) 0.0768(5) Uani d . 1 1
C C9 0.7067(6) 0.9115(3) 0.0528(3) 0.0394(11) Uani d . 1 1
C C3 1.1568(6) 0.5365(4) 0.1322(3) 0.0440(11) Uani d . 1 1
C C2 0.9848(6) 0.5574(3) 0.1111(3) 0.0379(10) Uani d . 1 1
C C1 0.9110(6) 0.6662(3) 0.0799(3) 0.0445(12) Uani d . 1 1
H H1A 0.7999 0.6561 0.0419 0.053 Uiso calc R 1 1
H H1B 0.9818 0.7021 0.0452 0.053 Uiso calc R 1 1
C C14 0.7921(7) 1.0097(4) 0.0657(3) 0.0487(12) Uani d . 1 1
C C8 0.6873(6) 0.8404(4) 0.1287(3) 0.0494(12) Uani d . 1 1
H H8A 0.5964 0.7888 0.1079 0.059 Uiso calc R 1 1
H H8B 0.6552 0.8855 0.1743 0.059 Uiso calc R 1 1
C C7 0.8824(6) 0.4681(4) 0.1202(3) 0.0433(11) Uani d . 1 1
C C6 0.9468(7) 0.3671(4) 0.1470(3) 0.0539(14) Uani d . 1 1
H H6 0.8745 0.3094 0.1519 0.065 Uiso calc R 1 1
C C10 0.6395(6) 0.8837(4) -0.0359(3) 0.0432(11) Uani d . 1 1
C C5 1.1186(8) 0.3511(4) 0.1669(4) 0.0593(15) Uani d . 1 1
H H5 1.1627 0.2824 0.1846 0.071 Uiso calc R 1 1
C C11 0.6591(7) 0.9485(5) -0.1069(4) 0.0605(14) Uani d . 1 1
H H11 0.6120 0.9276 -0.1652 0.073 Uiso calc R 1 1
C C13 0.8124(8) 1.0760(4) -0.0042(4) 0.0653(16) Uani d . 1 1
H H13 0.8693 1.1422 0.0071 0.078 Uiso calc R 1 1
C C12 0.7480(8) 1.0431(5) -0.0901(4) 0.0700(17) Uani d . 1 1
H H12 0.7654 1.0860 -0.1373 0.084 Uiso calc R 1 1
C C4 1.2247(7) 0.4366(4) 0.1604(3) 0.0543(14) Uani d . 1 1
H H4 1.3411 0.4269 0.1750 0.065 Uiso calc R 1 1
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'
Cl Cl 0.1484 0.1585 '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
C1 Se1 C8 99.2(2)
C14 C9 C8 122.0(4)
C14 C9 C10 115.5(4)
C10 C9 C8 122.4(4)
C2 C3 Cl1 118.4(4)
C4 C3 Cl1 118.0(4)
C4 C3 C2 123.6(5)
C3 C2 C1 123.5(4)
C3 C2 C7 115.0(4)
C7 C2 C1 121.5(4)
Se1 C1 H1A 109.6
Se1 C1 H1B 109.6
C2 C1 Se1 110.3(3)
C2 C1 H1A 109.6
C2 C1 H1B 109.6
H1A C1 H1B 108.1
C9 C14 Cl4 120.0(4)
C9 C14 C13 122.6(5)
C13 C14 Cl4 117.4(4)
Se1 C8 H8A 108.8
Se1 C8 H8B 108.8
C9 C8 Se1 113.6(3)
C9 C8 H8A 108.8
C9 C8 H8B 108.8
H8A C8 H8B 107.7
C2 C7 Cl2 118.5(4)
C6 C7 Cl2 118.9(4)
C6 C7 C2 122.6(5)
C7 C6 H6 120.1
C7 C6 C5 119.8(5)
C5 C6 H6 120.1
C9 C10 Cl3 119.6(4)
C11 C10 Cl3 117.6(4)
C11 C10 C9 122.8(5)
C6 C5 H5 120.1
C4 C5 C6 119.9(5)
C4 C5 H5 120.1
C10 C11 H11 120.5
C12 C11 C10 119.0(5)
C12 C11 H11 120.5
C14 C13 H13 120.3
C12 C13 C14 119.4(5)
C12 C13 H13 120.3
C11 C12 C13 120.6(5)
C11 C12 H12 119.7
C13 C12 H12 119.7
C3 C4 C5 119.1(5)
C3 C4 H4 120.5
C5 C4 H4 120.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Se1 C1 1.965(4)
Se1 C8 1.970(5)
Cl3 C10 1.745(5)
Cl4 C14 1.738(5)
Cl2 C7 1.739(5)
Cl1 C3 1.749(5)
C9 C14 1.379(6)
C9 C8 1.490(6)
C9 C10 1.395(6)
C3 C2 1.387(6)
C3 C4 1.371(6)
C2 C1 1.494(6)
C2 C7 1.397(6)
C1 H1A 0.9700
C1 H1B 0.9700
C14 C13 1.382(7)
C8 H8A 0.9700
C8 H8B 0.9700
C7 C6 1.369(7)
C6 H6 0.9300
C6 C5 1.375(7)
C10 C11 1.385(7)
C5 H5 0.9300
C5 C4 1.372(7)
C11 H11 0.9300
C11 C12 1.359(8)
C13 H13 0.9300
C13 C12 1.370(8)
C12 H12 0.9300
C4 H4 0.9300
