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#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
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#  as required by the journal to which it was submitted.
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data_db115

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H30 F6 I6 P2 Se2'
_chemical_formula_weight         1701.98

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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   23.1286(7)
_cell_length_b                   9.4276(3)
_cell_length_c                   23.3606(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.1691(16)
_cell_angle_gamma                90
_cell_volume                     5085.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9838
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      30.26

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.223
_exptl_crystal_F_000             3152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    5.214
_shelx_estimated_absorpt_T_min   0.393
_shelx_estimated_absorpt_T_max   0.550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.393
_exptl_absorpt_correction_T_max  0.550
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            77460
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.764
_diffrn_reflns_theta_max         30.535
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             15250
_reflns_number_gt                12901
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-03 (Sheldrick, 2003)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0328P)²+6.4048P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         15250
_refine_ls_number_parameters     577
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0681
_refine_ls_wR_factor_gt          0.0641
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
I1 I 0.52241(2) 0.12436(2) 0.34877(2) 0.03933(5) Uani 1 1 d . . . . .
I2 I 0.38456(2) 0.19844(3) 0.56082(2) 0.04953(6) Uani 1 1 d . . . . .
I3 I 0.62561(2) 0.44374(2) 0.55204(2) 0.03681(5) Uani 1 1 d . . . . .
I4 I 0.85032(2) -0.24303(2) 0.50866(2) 0.03574(5) Uani 1 1 d . . . . .
I5 I 0.98702(2) 0.22359(2) 0.40017(2) 0.03502(5) Uani 1 1 d . . . . .
I6 I 1.07758(2) -0.37876(2) 0.41089(2) 0.04272(5) Uani 1 1 d . . . . .
Se1 Se 0.56775(2) 0.03692(3) 0.21027(2) 0.03088(6) Uani 1 1 d . . . . .
Se2 Se 0.73333(2) 0.03797(3) 0.90036(2) 0.03373(6) Uani 1 1 d . . . . .
P1 P 0.64039(3) -0.09734(7) 0.22590(3) 0.02144(11) Uani 1 1 d . . . . .
P2 P 0.74012(3) 0.20593(7) 0.84043(3) 0.02290(12) Uani 1 1 d . . . . .
F1 F 0.42209(8) 0.0996(3) 0.43817(9) 0.0536(5) Uani 1 1 d . . . . .
F2 F 0.50053(9) 0.3629(2) 0.59422(8) 0.0498(5) Uani 1 1 d . . . . .
F3 F 0.60540(8) 0.3055(2) 0.43010(8) 0.0491(5) Uani 1 1 d . . . . .
F4 F 0.88811(8) 0.0604(2) 0.46097(8) 0.0420(4) Uani 1 1 d . . . . .
F5 F 1.06657(8) -0.04667(19) 0.38553(8) 0.0403(4) Uani 1 1 d . . . . .
F6 F 0.95544(8) -0.40836(18) 0.46206(8) 0.0410(4) Uani 1 1 d . . . . .
C1 C 0.51373(12) 0.2018(3) 0.43191(12) 0.0335(6) Uani 1 1 d . . . . .
C2 C 0.46526(12) 0.1777(4) 0.46256(13) 0.0363(6) Uani 1 1 d . . . . .
C3 C 0.45926(12) 0.2315(4) 0.51706(12) 0.0357(6) Uani 1 1 d . . . . .
C4 C 0.50481(13) 0.3097(3) 0.54122(12) 0.0344(6) Uani 1 1 d . . . . .
C5 C 0.55498(12) 0.3354(3) 0.51327(12) 0.0327(6) Uani 1 1 d . . . . .
C6 C 0.55758(12) 0.2808(3) 0.45844(12) 0.0344(6) Uani 1 1 d . . . . .
C7 C 0.92002(11) -0.1757(3) 0.46240(11) 0.0288(5) Uani 1 1 d . . . . .
C8 C 0.92829(11) -0.0350(3) 0.44814(11) 0.0283(5) Uani 1 1 d . . . . .
C9 C 0.97710(11) 0.0113(3) 0.42180(11) 0.0279(5) Uani 1 1 d . . . . .
C10 C 1.01836(12) -0.0891(3) 0.41022(11) 0.0285(5) Uani 1 1 d . . . . .
C11 C 1.01249(12) -0.2310(3) 0.42356(11) 0.0302(5) Uani 1 1 d . . . . .
C12 C 0.96212(12) -0.2708(3) 0.44889(11) 0.0306(5) Uani 1 1 d . . . . .
C13 C 0.68172(10) -0.0651(3) 0.29287(10) 0.0236(5) Uani 1 1 d . . . . .
C14 C 0.68115(12) 0.0661(3) 0.31944(11) 0.0293(5) Uani 1 1 d . . . . .
H14A H 0.6589 0.1417 0.3027 0.035 Uiso 1 1 calc R U . . .
C15 C 0.71364(13) 0.0864(3) 0.37122(12) 0.0361(6) Uani 1 1 d . . . . .
H15A H 0.7134 0.1763 0.3896 0.043 Uiso 1 1 calc R U . . .
C16 C 0.74583(13) -0.0226(3) 0.39563(12) 0.0354(6) Uani 1 1 d . . . . .
H16A H 0.7676 -0.0081 0.4308 0.043 Uiso 1 1 calc R U . . .
C17 C 0.74654(13) -0.1529(3) 0.36911(13) 0.0372(6) Uani 1 1 d . . . . .
H17A H 0.7690 -0.2279 0.3860 0.045 Uiso 1 1 calc R U . . .
C18 C 0.71455(13) -0.1752(3) 0.31772(12) 0.0325(6) Uani 1 1 d . . . . .
H18A H 0.7151 -0.2653 0.2996 0.039 Uiso 1 1 calc R U . . .
C19 C 0.69148(11) -0.0821(3) 0.17010(11) 0.0254(5) Uani 1 1 d . . . . .
C20 C 0.74996(12) -0.0577(3) 0.18285(12) 0.0321(6) Uani 1 1 d . . . . .
H20A H 0.7647 -0.0554 0.2216 0.039 Uiso 1 1 calc R U . . .
C21 C 0.78705(14) -0.0367(3) 0.13856(15) 0.0418(7) Uani 1 1 d . . . . .
H21A H 0.8269 -0.0175 0.1472 0.050 Uiso 1 1 calc R U . . .
C22 C 0.76609(15) -0.0436(3) 0.08228(14) 0.0424(7) Uani 1 1 d . . . . .
H22A H 0.7916 -0.0300 0.0522 0.051 Uiso 1 1 calc R U . . .
C23 C 0.70852(15) -0.0702(4) 0.06948(13) 0.0418(7) Uani 1 1 d . . . . .
H23A H 0.6944 -0.0761 0.0306 0.050 Uiso 1 1 calc R U . . .
C24 C 0.67085(13) -0.0884(3) 0.11291(12) 0.0360(6) Uani 1 1 d . . . . .
H24A H 0.6309 -0.1053 0.1038 0.043 Uiso 1 1 calc R U . . .
C25 C 0.61911(10) -0.2815(3) 0.23070(10) 0.0224(4) Uani 1 1 d . . . . .
C26 C 0.64174(12) -0.3879(3) 0.19758(11) 0.0285(5) Uani 1 1 d . . . . .
H26A H 0.6703 -0.3660 0.1713 0.034 Uiso 1 1 calc R U . . .
C27 C 0.62247(14) -0.5267(3) 0.20302(13) 0.0356(6) Uani 1 1 d . . . . .
H27A H 0.6376 -0.5994 0.1800 0.043 Uiso 1 1 calc R U . . .
C28 C 0.58174(14) -0.5593(3) 0.24147(14) 0.0389(7) Uani 1 1 d . . . . .
H28A H 0.5688 -0.6544 0.2450 0.047 Uiso 1 1 calc R U . . .
C29 C 0.55923(14) -0.4534(3) 0.27539(14) 0.0393(7) Uani 1 1 d . . . . .
H29A H 0.5312 -0.4763 0.3022 0.047 Uiso 1 1 calc R U . . .
C30 C 0.57766(12) -0.3154(3) 0.26994(12) 0.0304(5) Uani 1 1 d . . . . .
H30A H 0.5622 -0.2430 0.2929 0.036 Uiso 1 1 calc R U . . .
C31 C 0.74175(10) 0.3777(3) 0.87470(10) 0.0230(5) Uani 1 1 d . . . . .
C32 C 0.70462(12) 0.4871(3) 0.85681(12) 0.0296(5) Uani 1 1 d . . . . .
H32A H 0.6771 0.4729 0.8257 0.036 Uiso 1 1 calc R U . . .
C33 C 0.70802(14) 0.6169(3) 0.88461(13) 0.0367(6) Uani 1 1 d . . . . .
H33A H 0.6826 0.6915 0.8725 0.044 Uiso 1 1 calc R U . . .
C34 C 0.74815(14) 0.6384(3) 0.92979(14) 0.0383(6) Uani 1 1 d . . . . .
H34A H 0.7502 0.7275 0.9487 0.046 Uiso 1 1 calc R U . . .
C35 C 0.78527(14) 0.5302(3) 0.94741(13) 0.0386(6) Uani 1 1 d . . . . .
H35A H 0.8130 0.5455 0.9783 0.046 Uiso 1 1 calc R U . . .
C36 C 0.78223(12) 0.3998(3) 0.92033(12) 0.0334(6) Uani 1 1 d . . . . .
H36A H 0.8077 0.3255 0.9328 0.040 Uiso 1 1 calc R U . . .
C37 C 0.68025(11) 0.2051(3) 0.78728(11) 0.0257(5) Uani 1 1 d . . . . .
C38 C 0.68932(13) 0.1984(3) 0.72898(11) 0.0316(6) Uani 1 1 d . . . . .
H38A H 0.7276 0.2008 0.7162 0.038 Uiso 1 1 calc R U . . .
C39 C 0.64214(15) 0.1882(3) 0.68938(12) 0.0402(7) Uani 1 1 d . . . . .
H39A H 0.6483 0.1824 0.6496 0.048 Uiso 1 1 calc R U . . .
C40 C 0.58672(15) 0.1865(3) 0.70785(14) 0.0418(7) Uani 1 1 d . . . . .
H40A H 0.5547 0.1798 0.6807 0.050 Uiso 1 1 calc R U . . .
C41 C 0.57717(13) 0.1945(3) 0.76612(14) 0.0391(7) Uani 1 1 d . . . . .
H41A H 0.5388 0.1940 0.7786 0.047 Uiso 1 1 calc R U . . .
C42 C 0.62361(12) 0.2033(3) 0.80566(12) 0.0317(6) Uani 1 1 d . . . . .
H42A H 0.6172 0.2080 0.8454 0.038 Uiso 1 1 calc R U . . .
C43 C 0.80587(11) 0.1985(3) 0.80226(11) 0.0259(5) Uani 1 1 d . . . . .
C44 C 0.83764(12) 0.0743(3) 0.80005(11) 0.0285(5) Uani 1 1 d . . . . .
H44A H 0.8247 -0.0090 0.8183 0.034 Uiso 1 1 calc R U . . .
C45 C 0.88861(13) 0.0720(3) 0.77103(13) 0.0369(6) Uani 1 1 d . . . . .
H45A H 0.9107 -0.0128 0.7699 0.044 Uiso 1 1 calc R U . . .
C46 C 0.90709(13) 0.1920(4) 0.74403(13) 0.0396(7) Uani 1 1 d . . . . .
H46A H 0.9420 0.1902 0.7245 0.048 Uiso 1 1 calc R U . . .
C47 C 0.87490(16) 0.3151(4) 0.74529(16) 0.0479(8) Uani 1 1 d . . . . .
H47A H 0.8873 0.3973 0.7259 0.057 Uiso 1 1 calc R U . . .
C48 C 0.82472(15) 0.3191(3) 0.77459(15) 0.0418(7) Uani 1 1 d . . . . .
H48A H 0.8030 0.4045 0.7759 0.050 Uiso 1 1 calc R U . . .


_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
I1 C1 2.095(3) . ?
I2 C3 2.079(3) . ?
I3 C5 2.090(3) . ?
I4 C7 2.089(3) . ?
I5 C9 2.080(3) . ?
I6 C11 2.084(3) . ?
Se1 P1 2.1189(7) . ?
Se2 P2 2.1252(7) . ?
P1 C25 1.810(2) . ?
P1 C13 1.814(2) . ?
P1 C19 1.813(3) . ?
P2 C43 1.806(3) . ?
P2 C31 1.806(3) . ?
P2 C37 1.808(3) . ?
F1 C2 1.342(3) . ?
F2 C4 1.345(3) . ?
F3 C6 1.340(3) . ?
F4 C8 1.339(3) . ?
F5 C10 1.344(3) . ?
F6 C12 1.344(3) . ?
C1 C6 1.378(4) . ?
C1 C2 1.382(4) . ?
C2 C3 1.384(4) . ?
C3 C4 1.381(4) . ?
C4 C5 1.384(4) . ?
C5 C6 1.385(4) . ?
C7 C12 1.373(4) . ?
C7 C8 1.383(4) . ?
C8 C9 1.386(4) . ?
C9 C10 1.381(4) . ?
C10 C11 1.382(4) . ?
C11 C12 1.387(4) . ?
C13 C14 1.384(4) . ?
C13 C18 1.394(4) . ?
C14 C15 1.401(4) . ?
C15 C16 1.375(5) . ?
C16 C17 1.376(4) . ?
C17 C18 1.391(4) . ?
C19 C20 1.388(4) . ?
C19 C24 1.395(4) . ?
C20 C21 1.394(4) . ?
C21 C22 1.377(5) . ?
C22 C23 1.371(5) . ?
C23 C24 1.384(4) . ?
C25 C26 1.387(3) . ?
C25 C30 1.400(3) . ?
C26 C27 1.391(4) . ?
C27 C28 1.372(4) . ?
C28 C29 1.393(5) . ?
C29 C30 1.377(4) . ?
C31 C32 1.392(3) . ?
C31 C36 1.395(4) . ?
C32 C33 1.385(4) . ?
C33 C34 1.381(4) . ?
C34 C35 1.381(5) . ?
C35 C36 1.383(4) . ?
C37 C38 1.391(4) . ?
C37 C42 1.401(4) . ?
C38 C39 1.394(4) . ?
C39 C40 1.375(5) . ?
C40 C41 1.393(5) . ?
C41 C42 1.380(4) . ?
C43 C44 1.384(4) . ?
C43 C48 1.390(4) . ?
C44 C45 1.392(4) . ?
C45 C46 1.375(5) . ?
C46 C47 1.379(5) . ?
C47 C48 1.380(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
_geom_angle_publ_flag
C25 P1 C13 103.86(11) . . ?
C25 P1 C19 108.13(12) . . ?
C13 P1 C19 105.87(12) . . ?
C25 P1 Se1 111.60(8) . . ?
C13 P1 Se1 115.06(9) . . ?
C19 P1 Se1 111.77(9) . . ?
C43 P2 C31 104.85(12) . . ?
C43 P2 C37 107.13(12) . . ?
C31 P2 C37 107.74(11) . . ?
C43 P2 Se2 113.02(9) . . ?
C31 P2 Se2 112.12(8) . . ?
C37 P2 Se2 111.57(9) . . ?
C6 C1 C2 117.0(3) . . ?
C6 C1 I1 120.0(2) . . ?
C2 C1 I1 123.0(2) . . ?
F1 C2 C1 118.4(3) . . ?
F1 C2 C3 118.8(3) . . ?
C1 C2 C3 122.8(3) . . ?
C4 C3 C2 117.3(3) . . ?
C4 C3 I2 121.0(2) . . ?
C2 C3 I2 121.7(2) . . ?
F2 C4 C3 118.9(3) . . ?
F2 C4 C5 118.4(3) . . ?
C3 C4 C5 122.8(3) . . ?
C4 C5 C6 116.8(3) . . ?
C4 C5 I3 122.5(2) . . ?
C6 C5 I3 120.6(2) . . ?
F3 C6 C1 118.6(3) . . ?
F3 C6 C5 118.1(3) . . ?
C1 C6 C5 123.3(3) . . ?
C12 C7 C8 117.5(2) . . ?
C12 C7 I4 119.9(2) . . ?
C8 C7 I4 122.5(2) . . ?
F4 C8 C7 118.9(2) . . ?
F4 C8 C9 118.7(2) . . ?
C7 C8 C9 122.4(2) . . ?
C10 C9 C8 117.3(2) . . ?
C10 C9 I5 121.7(2) . . ?
C8 C9 I5 121.0(2) . . ?
F5 C10 C11 118.6(2) . . ?
F5 C10 C9 118.6(2) . . ?
C11 C10 C9 122.8(2) . . ?
C10 C11 C12 116.9(3) . . ?
C10 C11 I6 122.3(2) . . ?
C12 C11 I6 120.7(2) . . ?
F6 C12 C7 119.0(2) . . ?
F6 C12 C11 117.9(3) . . ?
C7 C12 C11 123.0(3) . . ?
C14 C13 C18 119.8(2) . . ?
C14 C13 P1 121.3(2) . . ?
C18 C13 P1 118.9(2) . . ?
C13 C14 C15 119.4(3) . . ?
C16 C15 C14 120.5(3) . . ?
C17 C16 C15 120.0(3) . . ?
C16 C17 C18 120.3(3) . . ?
C17 C18 C13 119.9(3) . . ?
C20 C19 C24 119.4(2) . . ?
C20 C19 P1 121.7(2) . . ?
C24 C19 P1 118.9(2) . . ?
C19 C20 C21 119.8(3) . . ?
C22 C21 C20 120.2(3) . . ?
C23 C22 C21 120.2(3) . . ?
C22 C23 C24 120.4(3) . . ?
C23 C24 C19 120.1(3) . . ?
C26 C25 C30 119.6(2) . . ?
C26 C25 P1 123.16(19) . . ?
C30 C25 P1 117.27(19) . . ?
C25 C26 C27 119.8(3) . . ?
C28 C27 C26 120.4(3) . . ?
C27 C28 C29 120.3(3) . . ?
C30 C29 C28 119.8(3) . . ?
C29 C30 C25 120.2(3) . . ?
C32 C31 C36 119.7(2) . . ?
C32 C31 P2 122.3(2) . . ?
C36 C31 P2 118.00(19) . . ?
C33 C32 C31 119.7(3) . . ?
C34 C33 C32 120.4(3) . . ?
C35 C34 C33 120.0(3) . . ?
C34 C35 C36 120.3(3) . . ?
C35 C36 C31 119.8(3) . . ?
C38 C37 C42 119.6(3) . . ?
C38 C37 P2 121.4(2) . . ?
C42 C37 P2 118.9(2) . . ?
C37 C38 C39 119.9(3) . . ?
C40 C39 C38 120.1(3) . . ?
C39 C40 C41 120.5(3) . . ?
C42 C41 C40 119.9(3) . . ?
C41 C42 C37 120.1(3) . . ?
C44 C43 C48 119.6(2) . . ?
C44 C43 P2 121.0(2) . . ?
C48 C43 P2 119.5(2) . . ?
C43 C44 C45 119.8(3) . . ?
C46 C45 C44 120.2(3) . . ?
C45 C46 C47 120.0(3) . . ?
C48 C47 C46 120.2(3) . . ?
C47 C48 C43 120.1(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
C6 C1 C2 F1 -179.2(3) . . . . ?
I1 C1 C2 F1 0.9(4) . . . . ?
C6 C1 C2 C3 1.2(5) . . . . ?
I1 C1 C2 C3 -178.7(2) . . . . ?
F1 C2 C3 C4 179.1(3) . . . . ?
C1 C2 C3 C4 -1.3(5) . . . . ?
F1 C2 C3 I2 -1.6(4) . . . . ?
C1 C2 C3 I2 178.0(2) . . . . ?
C2 C3 C4 F2 -179.7(3) . . . . ?
I2 C3 C4 F2 1.0(4) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
I2 C3 C4 C5 -179.3(2) . . . . ?
F2 C4 C5 C6 -179.1(3) . . . . ?
C3 C4 C5 C6 1.1(5) . . . . ?
F2 C4 C5 I3 3.5(4) . . . . ?
C3 C4 C5 I3 -176.3(2) . . . . ?
C2 C1 C6 F3 179.6(3) . . . . ?
I1 C1 C6 F3 -0.5(4) . . . . ?
C2 C1 C6 C5 0.1(5) . . . . ?
I1 C1 C6 C5 -180.0(2) . . . . ?
C4 C5 C6 F3 179.3(3) . . . . ?
I3 C5 C6 F3 -3.3(4) . . . . ?
C4 C5 C6 C1 -1.2(5) . . . . ?
I3 C5 C6 C1 176.3(2) . . . . ?
C12 C7 C8 F4 -179.7(2) . . . . ?
I4 C7 C8 F4 -4.7(3) . . . . ?
C12 C7 C8 C9 -0.7(4) . . . . ?
I4 C7 C8 C9 174.3(2) . . . . ?
F4 C8 C9 C10 178.6(2) . . . . ?
C7 C8 C9 C10 -0.4(4) . . . . ?
F4 C8 C9 I5 -1.9(3) . . . . ?
C7 C8 C9 I5 179.1(2) . . . . ?
C8 C9 C10 F5 -178.9(2) . . . . ?
I5 C9 C10 F5 1.5(3) . . . . ?
C8 C9 C10 C11 0.3(4) . . . . ?
I5 C9 C10 C11 -179.2(2) . . . . ?
F5 C10 C11 C12 -179.9(2) . . . . ?
C9 C10 C11 C12 0.9(4) . . . . ?
F5 C10 C11 I6 3.5(4) . . . . ?
C9 C10 C11 I6 -175.8(2) . . . . ?
C8 C7 C12 F6 -179.9(2) . . . . ?
I4 C7 C12 F6 4.9(4) . . . . ?
C8 C7 C12 C11 2.0(4) . . . . ?
I4 C7 C12 C11 -173.2(2) . . . . ?
C10 C11 C12 F6 179.8(2) . . . . ?
I6 C11 C12 F6 -3.5(4) . . . . ?
C10 C11 C12 C7 -2.1(4) . . . . ?
I6 C11 C12 C7 174.6(2) . . . . ?
C25 P1 C13 C14 -147.0(2) . . . . ?
C19 P1 C13 C14 99.3(2) . . . . ?
Se1 P1 C13 C14 -24.7(2) . . . . ?
C25 P1 C13 C18 33.0(2) . . . . ?
C19 P1 C13 C18 -80.7(2) . . . . ?
Se1 P1 C13 C18 155.30(19) . . . . ?
C18 C13 C14 C15 -0.1(4) . . . . ?
P1 C13 C14 C15 179.9(2) . . . . ?
C13 C14 C15 C16 -0.1(4) . . . . ?
C14 C15 C16 C17 0.3(4) . . . . ?
C15 C16 C17 C18 -0.3(5) . . . . ?
C16 C17 C18 C13 0.2(4) . . . . ?
C14 C13 C18 C17 0.1(4) . . . . ?
P1 C13 C18 C17 -179.9(2) . . . . ?
C25 P1 C19 C20 -107.8(2) . . . . ?
C13 P1 C19 C20 3.0(3) . . . . ?
Se1 P1 C19 C20 129.0(2) . . . . ?
C25 P1 C19 C24 75.3(2) . . . . ?
C13 P1 C19 C24 -173.9(2) . . . . ?
Se1 P1 C19 C24 -48.0(2) . . . . ?
C24 C19 C20 C21 1.5(4) . . . . ?
P1 C19 C20 C21 -175.5(2) . . . . ?
C19 C20 C21 C22 -1.7(5) . . . . ?
C20 C21 C22 C23 0.5(5) . . . . ?
C21 C22 C23 C24 0.8(5) . . . . ?
C22 C23 C24 C19 -1.0(5) . . . . ?
C20 C19 C24 C23 -0.2(4) . . . . ?
P1 C19 C24 C23 176.9(2) . . . . ?
C13 P1 C25 C26 -109.7(2) . . . . ?
C19 P1 C25 C26 2.4(2) . . . . ?
Se1 P1 C25 C26 125.7(2) . . . . ?
C13 P1 C25 C30 70.4(2) . . . . ?
C19 P1 C25 C30 -177.4(2) . . . . ?
Se1 P1 C25 C30 -54.1(2) . . . . ?
C30 C25 C26 C27 0.9(4) . . . . ?
P1 C25 C26 C27 -178.9(2) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C26 C27 C28 C29 0.1(5) . . . . ?
C27 C28 C29 C30 0.5(5) . . . . ?
C28 C29 C30 C25 -0.4(5) . . . . ?
C26 C25 C30 C29 -0.4(4) . . . . ?
P1 C25 C30 C29 179.5(2) . . . . ?
C43 P2 C31 C32 109.0(2) . . . . ?
C37 P2 C31 C32 -4.9(3) . . . . ?
Se2 P2 C31 C32 -128.0(2) . . . . ?
C43 P2 C31 C36 -70.5(2) . . . . ?
C37 P2 C31 C36 175.6(2) . . . . ?
Se2 P2 C31 C36 52.5(2) . . . . ?
C36 C31 C32 C33 -0.3(4) . . . . ?
P2 C31 C32 C33 -179.7(2) . . . . ?
C31 C32 C33 C34 0.2(4) . . . . ?
C32 C33 C34 C35 0.1(5) . . . . ?
C33 C34 C35 C36 -0.5(5) . . . . ?
C34 C35 C36 C31 0.5(5) . . . . ?
C32 C31 C36 C35 -0.1(4) . . . . ?
P2 C31 C36 C35 179.4(2) . . . . ?
C43 P2 C37 C38 0.5(2) . . . . ?
C31 P2 C37 C38 112.8(2) . . . . ?
Se2 P2 C37 C38 -123.7(2) . . . . ?
C43 P2 C37 C42 176.9(2) . . . . ?
C31 P2 C37 C42 -70.8(2) . . . . ?
Se2 P2 C37 C42 52.7(2) . . . . ?
C42 C37 C38 C39 -0.8(4) . . . . ?
P2 C37 C38 C39 175.6(2) . . . . ?
C37 C38 C39 C40 0.8(4) . . . . ?
C38 C39 C40 C41 -0.2(5) . . . . ?
C39 C40 C41 C42 -0.5(5) . . . . ?
C40 C41 C42 C37 0.5(5) . . . . ?
C38 C37 C42 C41 0.2(4) . . . . ?
P2 C37 C42 C41 -176.3(2) . . . . ?
C31 P2 C43 C44 141.1(2) . . . . ?
C37 P2 C43 C44 -104.6(2) . . . . ?
Se2 P2 C43 C44 18.7(2) . . . . ?
C31 P2 C43 C48 -39.1(3) . . . . ?
C37 P2 C43 C48 75.2(3) . . . . ?
Se2 P2 C43 C48 -161.5(2) . . . . ?
C48 C43 C44 C45 1.1(4) . . . . ?
P2 C43 C44 C45 -179.1(2) . . . . ?
C43 C44 C45 C46 -0.8(4) . . . . ?
C44 C45 C46 C47 -0.4(5) . . . . ?
C45 C46 C47 C48 1.4(5) . . . . ?
C46 C47 C48 C43 -1.0(6) . . . . ?
C44 C43 C48 C47 -0.2(5) . . . . ?
P2 C43 C48 C47 180.0(3) . . . . ?

_refine_diff_density_max         1.625
_refine_diff_density_min         -2.108
_refine_diff_density_rms         0.134

_shelxl_version_number           2013-3

_database_code_depnum_ccdc_archive 'CCDC 987456'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_db114

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H15 F4 I2 P Se'
_chemical_formula_weight         743.09

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'
P P 0.1023 0.0942 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.7022(3)
_cell_length_b                   12.7689(3)
_cell_length_c                   13.9386(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.2140(10)
_cell_angle_gamma                90.00
_cell_volume                     2392.16(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9930
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      28.31

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      n/a
_exptl_crystal_density_diffrn    2.063
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1400
_exptl_absorpt_coefficient_mu    4.259
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3818
_exptl_absorpt_correction_T_max  0.5313
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'

_exptl_special_details           
; 
 Data collection is performed with three batch runs at phi = 0.00 deg 
 (650 frames), at phi = 120.00 deg (650 frames), and at phi = 240.00 deg 
 (650 frames). 
 Frame width = 0.30 deg in omega. 
 Data is merged, corrected for decay (if any), and treated with multi-scan 
 absorption corrections (if required). All symmetry-equivalent reflections 
 are merged for centrosymmetric data. 
 Friedel pairs are not merged for noncentrosymmetric data. 
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31024
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_av_sigmaI/netI    0.0124
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         28.33
_reflns_number_total             5895
_reflns_number_gt                5571
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX II, Bruker (2009)'
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0248P)²+0.8211P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5895
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0179
_refine_ls_R_factor_gt           0.0164
_refine_ls_wR_factor_ref         0.0424
_refine_ls_wR_factor_gt          0.0416
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.832493(8) 0.017474(8) 0.038955(8) 0.02932(4) Uani 1 1 d . . .
I2 I 0.721401(8) -0.244705(8) 0.057601(8) 0.02908(4) Uani 1 1 d . . .
Se1 Se 0.879919(12) 0.184059(12) 0.232870(12) 0.02547(4) Uani 1 1 d . . .
P1 P 0.84870(3) 0.33506(3) 0.16898(3) 0.01888(7) Uani 1 1 d . . .
F1 F 0.88399(9) 0.02883(10) -0.16888(8) 0.0440(3) Uani 1 1 d . . .
F2 F 0.85993(10) -0.10184(12) -0.32118(8) 0.0532(3) Uani 1 1 d . . .
F3 F 0.77897(11) -0.29391(13) -0.30962(10) 0.0613(4) Uani 1 1 d . . .
F4 F 0.72029(10) -0.35413(10) -0.14475(10) 0.0510(3) Uani 1 1 d . . .
C1 C 0.81247(12) -0.09344(13) -0.07429(12) 0.0265(3) Uani 1 1 d . . .
C2 C 0.84271(13) -0.06451(15) -0.16011(13) 0.0322(4) Uani 1 1 d . . .
C3 C 0.83121(13) -0.13172(18) -0.23894(13) 0.0375(4) Uani 1 1 d . . .
C4 C 0.78991(14) -0.22877(18) -0.23296(14) 0.0408(4) Uani 1 1 d . . .
C5 C 0.75992(14) -0.25842(15) -0.14791(14) 0.0348(4) Uani 1 1 d . . .
C6 C 0.77054(12) -0.19219(14) -0.06796(12) 0.0275(3) Uani 1 1 d . . .
C7 C 0.89386(11) 0.35305(12) 0.05617(11) 0.0235(3) Uani 1 1 d . . .
C8 C 0.86422(13) 0.44088(14) -0.00101(13) 0.0323(4) Uani 1 1 d . . .
H8A H 0.8246 0.4931 0.0214 0.039 Uiso 1 1 calc R . .
C9 C 0.89249(15) 0.45241(18) -0.09079(14) 0.0416(4) Uani 1 1 d . . .
H9A H 0.8727 0.5127 -0.1297 0.050 Uiso 1 1 calc R . .
C10 C 0.94953(15) 0.3758(2) -0.12326(15) 0.0462(5) Uani 1 1 d . . .
H10A H 0.9670 0.3825 -0.1857 0.055 Uiso 1 1 calc R . .
C11 C 0.98121(15) 0.28986(18) -0.06599(16) 0.0436(5) Uani 1 1 d . . .
H11A H 1.0219 0.2386 -0.0883 0.052 Uiso 1 1 calc R . .
C12 C 0.95385(13) 0.27789(14) 0.02446(13) 0.0303(3) Uani 1 1 d . . .
H12A H 0.9760 0.2188 0.0642 0.036 Uiso 1 1 calc R . .
C13 C 0.71668(10) 0.36168(11) 0.13645(11) 0.0202(3) Uani 1 1 d . . .
C14 C 0.66578(12) 0.40086(13) 0.20588(12) 0.0252(3) Uani 1 1 d . . .
H14A H 0.7010 0.4171 0.2698 0.030 Uiso 1 1 calc R . .
C15 C 0.56354(12) 0.41624(14) 0.18187(14) 0.0310(3) Uani 1 1 d . . .
H15A H 0.5288 0.4433 0.2292 0.037 Uiso 1 1 calc R . .
C16 C 0.51245(12) 0.39213(14) 0.08894(14) 0.0320(4) Uani 1 1 d . . .
H16A H 0.4428 0.4041 0.0721 0.038 Uiso 1 1 calc R . .
C17 C 0.56225(13) 0.35068(15) 0.02036(13) 0.0322(4) Uani 1 1 d . . .
H17A H 0.5264 0.3327 -0.0429 0.039 Uiso 1 1 calc R . .
C18 C 0.66429(12) 0.33525(13) 0.04364(11) 0.0262(3) Uani 1 1 d . . .
H18A H 0.6984 0.3068 -0.0035 0.031 Uiso 1 1 calc R . .
C19 C 0.90484(11) 0.43663(12) 0.25247(11) 0.0222(3) Uani 1 1 d . . .
C20 C 0.86317(12) 0.53615(13) 0.25182(13) 0.0267(3) Uani 1 1 d . . .
H20A H 0.8037 0.5522 0.2067 0.032 Uiso 1 1 calc R . .
C21 C 0.90854(14) 0.61199(14) 0.31702(14) 0.0345(4) Uani 1 1 d . . .
H21A H 0.8793 0.6794 0.3175 0.041 Uiso 1 1 calc R . .
C22 C 0.99582(15) 0.58944(16) 0.38080(15) 0.0404(4) Uani 1 1 d . . .
H22A H 1.0269 0.6415 0.4252 0.049 Uiso 1 1 calc R . .
C23 C 1.03860(15) 0.49152(18) 0.38070(16) 0.0437(5) Uani 1 1 d . . .
H23A H 1.0995 0.4768 0.4242 0.052 Uiso 1 1 calc R . .
C24 C 0.99294(13) 0.41466(14) 0.31726(14) 0.0331(4) Uani 1 1 d . . .
H24A H 1.0219 0.3470 0.3181 0.040 Uiso 1 1 calc R . .


_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
I1 C1 2.0986(16) . ?
I2 C6 2.1034(16) . ?
Se1 P1 2.1320(4) . ?
P1 C19 1.8111(15) . ?
P1 C13 1.8095(15) . ?
P1 C7 1.8129(15) . ?
F1 C2 1.335(2) . ?
F2 C3 1.338(2) . ?
F3 C4 1.339(2) . ?
F4 C5 1.342(2) . ?
C1 C2 1.390(2) . ?
C1 C6 1.396(2) . ?
C2 C3 1.379(3) . ?
C3 C4 1.372(3) . ?
C4 C5 1.381(3) . ?
C5 C6 1.384(2) . ?
C7 C8 1.390(2) . ?
C7 C12 1.390(2) . ?
C8 C9 1.388(2) . ?
C9 C10 1.382(3) . ?
C10 C11 1.376(3) . ?
C11 C12 1.392(3) . ?
C13 C18 1.393(2) . ?
C13 C14 1.391(2) . ?
C14 C15 1.389(2) . ?
C15 C16 1.382(3) . ?
C16 C17 1.383(3) . ?
C17 C18 1.386(2) . ?
C19 C24 1.388(2) . ?
C19 C20 1.392(2) . ?
C20 C21 1.389(2) . ?
C21 C22 1.375(3) . ?
C22 C23 1.381(3) . ?
C23 C24 1.386(3) . ?

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
C19 P1 C13 107.79(7) . . ?
C19 P1 C7 107.02(7) . . ?
C13 P1 C7 104.60(7) . . ?
C19 P1 Se1 110.71(5) . . ?
C13 P1 Se1 112.59(5) . . ?
C7 P1 Se1 113.72(5) . . ?
C2 C1 C6 119.33(15) . . ?
C2 C1 I1 116.79(13) . . ?
C6 C1 I1 123.88(12) . . ?
F1 C2 C3 117.87(16) . . ?
F1 C2 C1 121.23(16) . . ?
C3 C2 C1 120.89(17) . . ?
F2 C3 C4 120.22(18) . . ?
F2 C3 C2 119.88(19) . . ?
C4 C3 C2 119.90(17) . . ?
F3 C4 C5 120.6(2) . . ?
F3 C4 C3 119.74(18) . . ?
C5 C4 C3 119.67(17) . . ?
F4 C5 C4 117.90(17) . . ?
F4 C5 C6 120.66(17) . . ?
C4 C5 C6 121.44(18) . . ?
C5 C6 C1 118.77(16) . . ?
C5 C6 I2 118.34(13) . . ?
C1 C6 I2 122.88(12) . . ?
C8 C7 C12 119.96(15) . . ?
C8 C7 P1 119.26(12) . . ?
C12 C7 P1 120.72(13) . . ?
C9 C8 C7 120.07(17) . . ?
C8 C9 C10 119.66(19) . . ?
C11 C10 C9 120.59(17) . . ?
C10 C11 C12 120.18(19) . . ?
C7 C12 C11 119.48(18) . . ?
C18 C13 C14 119.69(14) . . ?
C18 C13 P1 119.78(11) . . ?
C14 C13 P1 120.34(12) . . ?
C15 C14 C13 120.11(15) . . ?
C14 C15 C16 119.83(15) . . ?
C17 C16 C15 120.32(15) . . ?
C16 C17 C18 120.22(16) . . ?
C13 C18 C17 119.79(15) . . ?
C24 C19 C20 119.49(15) . . ?
C24 C19 P1 118.69(12) . . ?
C20 C19 P1 121.80(12) . . ?
C21 C20 C19 120.07(16) . . ?
C22 C21 C20 119.95(17) . . ?
C21 C22 C23 120.33(17) . . ?
C24 C23 C22 120.18(18) . . ?
C23 C24 C19 119.96(17) . . ?

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
C6 C1 C2 F1 -179.38(15) . . . . ?
I1 C1 C2 F1 1.1(2) . . . . ?
C6 C1 C2 C3 0.4(3) . . . . ?
I1 C1 C2 C3 -179.10(14) . . . . ?
F1 C2 C3 F2 -0.9(3) . . . . ?
C1 C2 C3 F2 179.32(16) . . . . ?
F1 C2 C3 C4 179.46(17) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
F2 C3 C4 F3 0.4(3) . . . . ?
C2 C3 C4 F3 -179.91(18) . . . . ?
F2 C3 C4 C5 -179.54(17) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
F3 C4 C5 F4 0.3(3) . . . . ?
C3 C4 C5 F4 -179.70(18) . . . . ?
F3 C4 C5 C6 -179.95(18) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
F4 C5 C6 C1 179.77(16) . . . . ?
C4 C5 C6 C1 0.1(3) . . . . ?
F4 C5 C6 I2 -0.8(2) . . . . ?
C4 C5 C6 I2 179.54(15) . . . . ?
C2 C1 C6 C5 -0.3(2) . . . . ?
I1 C1 C6 C5 179.21(13) . . . . ?
C2 C1 C6 I2 -179.73(12) . . . . ?
I1 C1 C6 I2 -0.2(2) . . . . ?
C19 P1 C7 C8 -68.02(15) . . . . ?
C13 P1 C7 C8 46.17(15) . . . . ?
Se1 P1 C7 C8 169.40(12) . . . . ?
C19 P1 C7 C12 114.86(14) . . . . ?
C13 P1 C7 C12 -130.95(13) . . . . ?
Se1 P1 C7 C12 -7.72(15) . . . . ?
C12 C7 C8 C9 1.5(3) . . . . ?
P1 C7 C8 C9 -175.60(14) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C8 C9 C10 C11 -2.1(3) . . . . ?
C9 C10 C11 C12 1.7(3) . . . . ?
C8 C7 C12 C11 -2.0(3) . . . . ?
P1 C7 C12 C11 175.14(14) . . . . ?
C10 C11 C12 C7 0.4(3) . . . . ?
C19 P1 C13 C18 147.37(12) . . . . ?
C7 P1 C13 C18 33.72(14) . . . . ?
Se1 P1 C13 C18 -90.24(12) . . . . ?
C19 P1 C13 C14 -37.60(14) . . . . ?
C7 P1 C13 C14 -151.25(13) . . . . ?
Se1 P1 C13 C14 84.79(13) . . . . ?
C18 C13 C14 C15 -1.8(2) . . . . ?
P1 C13 C14 C15 -176.79(13) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 C17 1.4(3) . . . . ?
C15 C16 C17 C18 -1.5(3) . . . . ?
C14 C13 C18 C17 1.6(2) . . . . ?
P1 C13 C18 C17 176.70(13) . . . . ?
C16 C17 C18 C13 0.0(3) . . . . ?
C13 P1 C19 C24 154.63(13) . . . . ?
C7 P1 C19 C24 -93.35(14) . . . . ?
Se1 P1 C19 C24 31.09(14) . . . . ?
C13 P1 C19 C20 -26.74(15) . . . . ?
C7 P1 C19 C20 85.28(14) . . . . ?
Se1 P1 C19 C20 -150.29(12) . . . . ?
C24 C19 C20 C21 -1.3(2) . . . . ?
P1 C19 C20 C21 -179.96(13) . . . . ?
C19 C20 C21 C22 1.4(3) . . . . ?
C20 C21 C22 C23 -0.2(3) . . . . ?
C21 C22 C23 C24 -1.0(3) . . . . ?
C22 C23 C24 C19 1.1(3) . . . . ?
C20 C19 C24 C23 0.1(3) . . . . ?
P1 C19 C24 C23 178.76(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.989
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.757
_refine_diff_density_rms         0.088
_database_code_depnum_ccdc_archive 'CCDC 987457'
