data_global
_audit_creation_date                               2020-05-13
_audit_creation_method                            'by CrystalStructure 4.3'
_audit_update_record                               ?

#==============================================================================
# PROCESSING SUMMARY (IUCr Office Use Only)

_journal_date_recd_electronic                      ?
_journal_date_from_coeditor                        ?
_journal_date_accepted                             ?
_journal_coeditor_code                             ?

#==============================================================================
# SUBMISSION DETAILS

_publ_contact_author_name                         'ENTER NAME'
_publ_contact_author_email                        'ENTER EMAIL ADDRESS'
_publ_contact_author_fax                          'ENTER FAX NUMBER'
_publ_contact_author_phone                        'ENTER PHONE NUMBER'
_publ_contact_letter
;
    ENTER TEXT OF LETTER
;
_publ_requested_journal                           'ENTER JOURNAL NAME HERE'
_publ_requested_category
                                               'CHOOSE FI FM FO CI CM CO or AD'
_publ_requested_coeditor_name                      ?

#==============================================================================
# TITLE AND AUTHOR LIST

_publ_section_title
;
    ENTER SECTION TITLE
;
_publ_section_title_footnote
;
    ENTER FOOTNOTE TO TITLE OF PAPER
;
loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
' FIRST AUTHORS NAME '
;
  FIRST AUTHORS FOOTNOTES
;
;
  FIRST AUTHORS ADDRESS
;
_publ_section_synopsis
;
    ENTER SYNOPSIS
;

#==============================================================================
# TEXT

_publ_section_abstract
;
    ENTER ABSTRACT
;
_publ_section_comment
;
    ENTER TEXT
;
_publ_section_references
;
    ENTER OTHER REFERENCES

    Rigaku (2019). CrystalStructure. Version 4.3. 
    Rigaku Corporation, Tokyo, Japan.

    Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., 
    Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. and Spagna R.
    (2005). J. Appl. Cryst. 38, 381-388.
    SIR2004

    Sheldrick, G.M. (2008) SHELXL Version 2018/3, Acta Cryst. A64, 112-122.

    Rigaku (1995). ABSCOR. 
    Rigaku Corporation, Tokyo, Japan.

;
_publ_section_figure_captions
;
    ENTER FIGURE CAPTIONS
;
_publ_section_exptl_prep
;
    ENTER COMPOUND PREPARATION DETAILS
;
_publ_section_exptl_refinement
;
    ENTER SPECIAL DETAILS OF THE REFINEMENT
;

#==============================================================================
data_DNS-V

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum                             'C20 H12 Se'
_chemical_formula_moiety                          'C20 H12 Se'
_chemical_formula_weight                           331.27
_chemical_melting_point                            ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system                        monoclinic
_space_group_name_H-M_alt                         'P 1 21/n 1'
_space_group_name_Hall                            '-P 2yn'
_space_group_IT_number                             14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1   '+X,+Y,+Z'
2   '1/2-X,1/2+Y,1/2-Z'
3   '-X,-Y,-Z'
4   '-1/2+X,-1/2-Y,-1/2+Z'
#------------------------------------------------------------------------------
_cell_length_a                                     12.0403(9)
_cell_length_b                                     4.0618(3)
_cell_length_c                                     27.735(2)
_cell_angle_alpha                                  90.0000
_cell_angle_beta                                   94.164(7)
_cell_angle_gamma                                  90.0000
_cell_volume                                       1352.78(18)
_cell_formula_units_Z                              4
_cell_measurement_reflns_used                      7504
_cell_measurement_theta_min                        3.29
_cell_measurement_theta_max                        25.36
_cell_measurement_temperature                      296
#------------------------------------------------------------------------------
_exptl_crystal_description                         platelet
_exptl_crystal_colour                              yellow
_exptl_crystal_size_max                            0.751
_exptl_crystal_size_mid                            0.075
_exptl_crystal_size_min                            0.010
_exptl_crystal_density_diffrn                      1.626
_exptl_crystal_density_meas                        ?
_exptl_crystal_density_method                     'not measured'
_exptl_crystal_F_000                               664.00
_exptl_absorpt_coefficient_mu                      2.764
_exptl_absorpt_correction_type                     multi-scan
_exptl_absorpt_process_details                    'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min                    0.689
_exptl_absorpt_correction_T_max                    0.973

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature                        296
_diffrn_radiation_type                            'Mo K\a'
_diffrn_radiation_wavelength                       0.71075
_diffrn_measurement_device_type                   'Rigaku R-AXIS RAPID'
_diffrn_measurement_method                         ω
_diffrn_detector_area_resol_mean                   10.000
_diffrn_reflns_number                              8723
_diffrn_reflns_av_unetI/netI                       0.0342
_diffrn_reflns_av_R_equivalents                    0.0355
_diffrn_reflns_theta_max                           25.351
_diffrn_reflns_theta_min                           3.393
_diffrn_reflns_theta_full                          25.242
_diffrn_measured_fraction_theta_max                0.994
_diffrn_measured_fraction_theta_full               0.996
_diffrn_reflns_Laue_measured_fraction_max          0.994
_diffrn_reflns_Laue_measured_fraction_full         0.996
_diffrn_reflns_point_group_measured_fraction_max   0.994
_diffrn_reflns_point_group_measured_fraction_full  0.996
_diffrn_reflns_limit_h_min                        -14
_diffrn_reflns_limit_h_max                         14
_diffrn_reflns_limit_k_min                        -4
_diffrn_reflns_limit_k_max                         4
_diffrn_reflns_limit_l_min                        -33
_diffrn_reflns_limit_l_max                         33
_diffrn_standards_number                           0
_diffrn_standards_interval_count                   .
_diffrn_standards_decay_%                          ?
_reflns_number_total                               2458
_reflns_number_gt                                  1960
_reflns_threshold_expression                       F²>2.0σ(F²)
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .

#==============================================================================
# REFINEMENT DATA

_refine_special_details
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef                   Fsqd
_refine_ls_R_factor_all                            0.0482
_refine_ls_R_factor_gt                             0.0327
_refine_ls_wR_factor_ref                           0.0921
_refine_ls_wR_factor_gt                            0.0829
_refine_ls_number_restraints                       0
_refine_ls_hydrogen_treatment                      constr
_refine_ls_number_reflns                           2458
_refine_ls_number_parameters                       190
_refine_ls_goodness_of_fit_ref                     1.058
_refine_ls_weighting_scheme                        calc
_refine_ls_weighting_details
           'w = 1/[σ²(Fo²)+(0.0486P)²+0.6833P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens                     geom
_atom_sites_solution_primary                       direct
_atom_sites_solution_secondary                     difmap
_refine_ls_shift/su_max                            0.001
_refine_diff_density_max                           0.68
_refine_diff_density_min                          -0.38
_refine_ls_extinction_method                       none
_refine_ls_extinction_coef                         ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
  'H' 'H'  0.0000 0.0000 
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
  'Se' 'Se'  -0.0929 2.2259 
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
Se1 Se 0.64064(3) 0.10689(8) 0.11731(2) 0.04228(14) Uani 1 1 d . . . . .
C1 C 0.6407(3) 0.3262(8) 0.01705(12) 0.0411(8) Uani 1 1 d . . . . .
H1 H 0.569392 0.239239 0.011806 0.049 Uiso 1 1 calc R U . . .
C2 C 0.6962(3) 0.2998(8) 0.06146(11) 0.0374(7) Uani 1 1 d . . . . .
C3 C 0.8061(3) 0.4293(8) 0.07100(11) 0.0362(7) Uani 1 1 d . . . . .
C4 C 0.8559(3) 0.5821(8) 0.03407(12) 0.0384(7) Uani 1 1 d . . . . .
H4 H 0.927534 0.665864 0.039715 0.046 Uiso 1 1 calc R U . . .
C5 C 0.8005(3) 0.6148(8) -0.01231(11) 0.0376(7) Uani 1 1 d . . . . .
C6 C 0.8499(3) 0.7771(9) -0.05087(13) 0.0464(8) Uani 1 1 d . . . . .
H6 H 0.921610 0.861735 -0.045761 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7945(3) 0.8108(9) -0.09494(13) 0.0508(9) Uani 1 1 d . . . . .
H7 H 0.828234 0.916938 -0.119745 0.061 Uiso 1 1 calc R U . . .
C8 C 0.6858(3) 0.6849(10) -0.10313(13) 0.0525(9) Uani 1 1 d . . . . .
H8 H 0.647801 0.711151 -0.133304 0.063 Uiso 1 1 calc R U . . .
C9 C 0.6358(3) 0.5261(9) -0.06762(13) 0.0475(9) Uani 1 1 d . . . . .
H9 H 0.564233 0.442951 -0.073846 0.057 Uiso 1 1 calc R U . . .
C10 C 0.6910(3) 0.4848(8) -0.02107(12) 0.0403(8) Uani 1 1 d . . . . .
C11 C 0.8083(3) 0.1557(8) 0.19873(12) 0.0391(7) Uani 1 1 d . . . . .
H11 H 0.759184 0.046969 0.217657 0.047 Uiso 1 1 calc R U . . .
C12 C 0.7786(3) 0.2175(8) 0.15099(12) 0.0371(7) Uani 1 1 d . . . . .
C13 C 0.8520(3) 0.3837(8) 0.12090(11) 0.0362(7) Uani 1 1 d . . . . .
C14 C 0.9541(3) 0.4835(8) 0.14082(12) 0.0378(7) Uani 1 1 d . . . . .
H14 H 1.002368 0.592809 0.121561 0.045 Uiso 1 1 calc R U . . .
C15 C 0.9875(3) 0.4243(8) 0.18965(12) 0.0384(7) Uani 1 1 d . . . . .
C16 C 1.0929(3) 0.5266(9) 0.21106(13) 0.0452(8) Uani 1 1 d . . . . .
H16 H 1.142588 0.633083 0.192182 0.054 Uiso 1 1 calc R U . . .
C17 C 1.1222(3) 0.4712(10) 0.25869(13) 0.0493(9) Uani 1 1 d . . . . .
H17 H 1.191156 0.541279 0.272133 0.059 Uiso 1 1 calc R U . . .
C18 C 1.0483(3) 0.3084(9) 0.28754(13) 0.0493(9) Uani 1 1 d . . . . .
H18 H 1.068754 0.273220 0.320120 0.059 Uiso 1 1 calc R U . . .
C19 C 0.9477(3) 0.2018(9) 0.26862(12) 0.0448(8) Uani 1 1 d . . . . .
H19 H 0.900604 0.091041 0.288232 0.054 Uiso 1 1 calc R U . . .
C20 C 0.9134(3) 0.2572(8) 0.21915(11) 0.0379(7) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection                        'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement                        'RAPID AUTO'
_computing_data_reduction                         'RAPID AUTO'
_computing_structure_solution
                                                'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement
                                      'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material
                                          'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics                     'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C12 1.899(3) . ?
Se1 C2 1.900(3) . ?
C1 C2 1.362(5) . ?
C1 C10 1.412(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.431(5) . ?
C3 C4 1.372(4) . ?
C3 C13 1.464(4) . ?
C4 C5 1.411(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.423(5) . ?
C5 C10 1.424(5) . ?
C6 C7 1.357(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.408(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.354(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.419(5) . ?
C9 H9 0.9300 . ?
C11 C12 1.369(5) . ?
C11 C20 1.410(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.429(4) . ?
C13 C14 1.372(5) . ?
C14 C15 1.405(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.423(5) . ?
C15 C20 1.426(5) . ?
C16 C17 1.361(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.404(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.356(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.422(5) . ?
C19 H19 0.9300 . ?

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
C12 Se1 C2 87.51(14) . . ?
C2 C1 C10 120.3(3) . . ?
C2 C1 H1 119.9 . . ?
C10 C1 H1 119.9 . . ?
C1 C2 C3 121.6(3) . . ?
C1 C2 Se1 126.2(3) . . ?
C3 C2 Se1 112.1(2) . . ?
C4 C3 C2 118.5(3) . . ?
C4 C3 C13 127.4(3) . . ?
C2 C3 C13 114.1(3) . . ?
C3 C4 C5 121.3(3) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 122.2(3) . . ?
C4 C5 C10 119.4(3) . . ?
C6 C5 C10 118.4(3) . . ?
C7 C6 C5 121.2(4) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 120.0(4) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 120.8(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 121.0(4) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 H9 119.5 . . ?
C1 C10 C9 122.5(3) . . ?
C1 C10 C5 118.9(3) . . ?
C9 C10 C5 118.6(3) . . ?
C12 C11 C20 119.9(3) . . ?
C12 C11 H11 120.1 . . ?
C20 C11 H11 120.1 . . ?
C11 C12 C13 121.5(3) . . ?
C11 C12 Se1 126.1(3) . . ?
C13 C12 Se1 112.4(2) . . ?
C14 C13 C12 118.6(3) . . ?
C14 C13 C3 127.5(3) . . ?
C12 C13 C3 113.9(3) . . ?
C13 C14 C15 121.5(3) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C16 122.4(3) . . ?
C14 C15 C20 119.2(3) . . ?
C16 C15 C20 118.4(3) . . ?
C17 C16 C15 121.1(3) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 120.1(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 121.0(3) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 120.8(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C11 C20 C19 122.1(3) . . ?
C11 C20 C15 119.3(3) . . ?
C19 C20 C15 118.6(3) . . ?

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_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
C10 C1 C2 C3 -0.2(5) . . . . ?
C10 C1 C2 Se1 178.1(2) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
Se1 C2 C3 C4 -178.7(2) . . . . ?
C1 C2 C3 C13 179.0(3) . . . . ?
Se1 C2 C3 C13 0.5(3) . . . . ?
C2 C3 C4 C5 0.5(5) . . . . ?
C13 C3 C4 C5 -178.6(3) . . . . ?
C3 C4 C5 C6 178.9(3) . . . . ?
C3 C4 C5 C10 -0.4(5) . . . . ?
C4 C5 C6 C7 -178.8(3) . . . . ?
C10 C5 C6 C7 0.5(5) . . . . ?
C5 C6 C7 C8 0.2(6) . . . . ?
C6 C7 C8 C9 -0.8(6) . . . . ?
C7 C8 C9 C10 0.6(6) . . . . ?
C2 C1 C10 C9 -178.4(3) . . . . ?
C2 C1 C10 C5 0.3(5) . . . . ?
C8 C9 C10 C1 178.8(3) . . . . ?
C8 C9 C10 C5 0.1(5) . . . . ?
C4 C5 C10 C1 0.0(5) . . . . ?
C6 C5 C10 C1 -179.4(3) . . . . ?
C4 C5 C10 C9 178.7(3) . . . . ?
C6 C5 C10 C9 -0.6(5) . . . . ?
C20 C11 C12 C13 0.1(5) . . . . ?
C20 C11 C12 Se1 -179.0(2) . . . . ?
C2 Se1 C12 C11 179.8(3) . . . . ?
C2 Se1 C12 C13 0.7(2) . . . . ?
C11 C12 C13 C14 -0.3(5) . . . . ?
Se1 C12 C13 C14 178.9(2) . . . . ?
C11 C12 C13 C3 -179.8(3) . . . . ?
Se1 C12 C13 C3 -0.6(3) . . . . ?
C4 C3 C13 C14 -0.2(6) . . . . ?
C2 C3 C13 C14 -179.3(3) . . . . ?
C4 C3 C13 C12 179.2(3) . . . . ?
C2 C3 C13 C12 0.1(4) . . . . ?
C12 C13 C14 C15 0.3(5) . . . . ?
C3 C13 C14 C15 179.7(3) . . . . ?
C13 C14 C15 C16 -179.8(3) . . . . ?
C13 C14 C15 C20 -0.1(5) . . . . ?
C14 C15 C16 C17 178.8(3) . . . . ?
C20 C15 C16 C17 -0.9(5) . . . . ?
C15 C16 C17 C18 0.5(6) . . . . ?
C16 C17 C18 C19 0.5(6) . . . . ?
C17 C18 C19 C20 -1.1(5) . . . . ?
C12 C11 C20 C19 179.4(3) . . . . ?
C12 C11 C20 C15 0.1(5) . . . . ?
C18 C19 C20 C11 -178.6(3) . . . . ?
C18 C19 C20 C15 0.7(5) . . . . ?
C14 C15 C20 C11 -0.1(5) . . . . ?
C16 C15 C20 C11 179.6(3) . . . . ?
C14 C15 C20 C19 -179.4(3) . . . . ?
C16 C15 C20 C19 0.3(5) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
