# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 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_mdg214_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 P S, Cl4 Ga'
_chemical_formula_sum            'C24 H20 Cl4 Ga P S'
_chemical_formula_weight         582.95

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'
S S 0.1246 0.1234 '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'
Ga Ga 0.2307 1.6083 '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)

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

_cell_length_a                   9.6073(2)
_cell_length_b                   13.5295(3)
_cell_length_c                   10.0002(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.2060(10)
_cell_angle_gamma                90.00
_cell_volume                     1270.46(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9840
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      27.54

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.308
_exptl_crystal_size_mid          0.267
_exptl_crystal_size_min          0.243
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             588
_exptl_absorpt_coefficient_mu    1.660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6826
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS-2008/1

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43043
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         27.55
_reflns_number_total             5844
_reflns_number_gt                5686
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0212P)²+0.0109P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.011(4)
_refine_ls_number_reflns         5844
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0169
_refine_ls_R_factor_gt           0.0161
_refine_ls_wR_factor_ref         0.0402
_refine_ls_wR_factor_gt          0.0400
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.42005(4) 0.67055(3) 0.64454(3) 0.01492(7) Uani 1 1 d . . .
S1 S 0.52281(4) 0.53586(3) 0.64020(3) 0.02166(7) Uani 1 1 d . . .
Ga1 Ga 0.836604(15) 0.536070(12) 0.215537(13) 0.01659(4) Uani 1 1 d . . .
Cl1 Cl 0.76923(4) 0.53858(3) 0.40949(3) 0.02431(7) Uani 1 1 d . . .
Cl2 Cl 0.86710(4) 0.38360(3) 0.15977(5) 0.03129(9) Uani 1 1 d . . .
Cl3 Cl 1.03341(4) 0.61796(3) 0.23261(4) 0.02988(9) Uani 1 1 d . . .
Cl4 Cl 0.66800(5) 0.59879(4) 0.05911(4) 0.03929(11) Uani 1 1 d . . .
C1 C 0.37361(16) 0.45437(11) 0.62451(15) 0.0197(3) Uani 1 1 d . . .
C2 C 0.29015(18) 0.43295(12) 0.49658(16) 0.0251(3) Uani 1 1 d . . .
H2 H 0.3102 0.4615 0.4182 0.030 Uiso 1 1 calc R . .
C3 C 0.17598(18) 0.36797(13) 0.48761(18) 0.0315(4) Uani 1 1 d . . .
H3 H 0.1178 0.3540 0.4029 0.038 Uiso 1 1 calc R . .
C4 C 0.14898(19) 0.32410(12) 0.60497(19) 0.0310(4) Uani 1 1 d . . .
H4 H 0.0736 0.2800 0.5985 0.037 Uiso 1 1 calc R . .
C5 C 0.23355(18) 0.34569(12) 0.73154(17) 0.0278(4) Uani 1 1 d . . .
H5 H 0.2149 0.3158 0.8097 0.033 Uiso 1 1 calc R . .
C6 C 0.34565(17) 0.41144(12) 0.74260(16) 0.0232(3) Uani 1 1 d . . .
H6 H 0.4016 0.4268 0.8278 0.028 Uiso 1 1 calc R . .
C7 C 0.27258(15) 0.65360(10) 0.72533(14) 0.0155(3) Uani 1 1 d . . .
C8 C 0.13895(15) 0.62839(11) 0.64848(14) 0.0183(3) Uani 1 1 d . . .
H8 H 0.1222 0.6279 0.5534 0.022 Uiso 1 1 calc R . .
C9 C 0.03065(16) 0.60391(11) 0.71555(15) 0.0208(3) Uani 1 1 d . . .
H9 H -0.0592 0.5875 0.6652 0.025 Uiso 1 1 calc R . .
C10 C 0.05652(16) 0.60396(11) 0.85735(15) 0.0212(3) Uani 1 1 d . . .
H10 H -0.0161 0.5870 0.9016 0.025 Uiso 1 1 calc R . .
C11 C 0.18991(15) 0.62916(11) 0.93393(14) 0.0196(3) Uani 1 1 d . . .
H11 H 0.2062 0.6296 1.0290 0.024 Uiso 1 1 calc R . .
C12 C 0.29884(15) 0.65367(10) 0.86819(14) 0.0178(3) Uani 1 1 d . . .
H12 H 0.3886 0.6700 0.9189 0.021 Uiso 1 1 calc R . .
C13 C 0.54858(15) 0.75321(11) 0.74216(13) 0.0170(3) Uani 1 1 d . . .
C14 C 0.50235(17) 0.84605(12) 0.77541(16) 0.0253(3) Uani 1 1 d . . .
H14 H 0.4067 0.8632 0.7492 0.030 Uiso 1 1 calc R . .
C15 C 0.60002(18) 0.91280(12) 0.84798(17) 0.0283(4) Uani 1 1 d . . .
H15 H 0.5696 0.9744 0.8714 0.034 Uiso 1 1 calc R . .
C16 C 0.74306(17) 0.88736(12) 0.88550(16) 0.0260(3) Uani 1 1 d . . .
H16 H 0.8084 0.9323 0.9333 0.031 Uiso 1 1 calc R . .
C17 C 0.78842(18) 0.79590(12) 0.85214(18) 0.0278(4) Uani 1 1 d . . .
H17 H 0.8843 0.7792 0.8775 0.033 Uiso 1 1 calc R . .
C18 C 0.69168(17) 0.72857(12) 0.78079(16) 0.0230(3) Uani 1 1 d . . .
H18 H 0.7228 0.6668 0.7588 0.028 Uiso 1 1 calc R . .
C19 C 0.36187(15) 0.72107(10) 0.47573(14) 0.0170(3) Uani 1 1 d . . .
C20 C 0.25952(17) 0.79621(11) 0.45418(15) 0.0205(3) Uani 1 1 d . . .
H20 H 0.2150 0.8153 0.5241 0.025 Uiso 1 1 calc R . .
C21 C 0.22525(18) 0.84194(12) 0.32745(16) 0.0239(3) Uani 1 1 d . . .
H21 H 0.1568 0.8916 0.3120 0.029 Uiso 1 1 calc R . .
C22 C 0.2923(2) 0.81406(13) 0.22364(16) 0.0260(4) Uani 1 1 d . . .
H22 H 0.2685 0.8449 0.1387 0.031 Uiso 1 1 calc R . .
C23 C 0.39520(18) 0.74009(13) 0.24602(15) 0.0266(4) Uani 1 1 d . . .
H23 H 0.4407 0.7222 0.1763 0.032 Uiso 1 1 calc R . .
C24 C 0.43021(16) 0.69290(12) 0.37183(15) 0.0219(3) Uani 1 1 d . . .
H24 H 0.4984 0.6431 0.3867 0.026 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
P1 C7 1.7879(15) . ?
P1 C19 1.7974(14) . ?
P1 C13 1.7941(15) . ?
P1 S1 2.0774(5) . ?
S1 C1 1.7887(16) . ?
Ga1 Cl3 2.1668(4) . ?
Ga1 Cl1 2.1709(3) . ?
Ga1 Cl4 2.1724(4) . ?
Ga1 Cl2 2.1729(4) . ?
C1 C2 1.389(2) . ?
C1 C6 1.392(2) . ?
C2 C3 1.394(2) . ?
C3 C4 1.388(3) . ?
C4 C5 1.383(2) . ?
C5 C6 1.383(2) . ?
C7 C8 1.392(2) . ?
C7 C12 1.3972(19) . ?
C8 C9 1.392(2) . ?
C9 C10 1.387(2) . ?
C10 C11 1.389(2) . ?
C11 C12 1.389(2) . ?
C13 C18 1.388(2) . ?
C13 C14 1.396(2) . ?
C14 C15 1.391(2) . ?
C15 C16 1.389(2) . ?
C16 C17 1.376(2) . ?
C17 C18 1.386(2) . ?
C19 C24 1.394(2) . ?
C19 C20 1.399(2) . ?
C20 C21 1.386(2) . ?
C21 C22 1.385(2) . ?
C22 C23 1.391(3) . ?
C23 C24 1.387(2) . ?

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
C7 P1 C19 110.76(7) . . ?
C7 P1 C13 110.74(7) . . ?
C19 P1 C13 108.40(6) . . ?
C7 P1 S1 108.81(5) . . ?
C19 P1 S1 111.64(5) . . ?
C13 P1 S1 106.43(5) . . ?
C1 S1 P1 99.61(5) . . ?
Cl3 Ga1 Cl1 109.977(15) . . ?
Cl3 Ga1 Cl4 111.249(19) . . ?
Cl1 Ga1 Cl4 108.629(17) . . ?
Cl3 Ga1 Cl2 110.054(17) . . ?
Cl1 Ga1 Cl2 109.025(18) . . ?
Cl4 Ga1 Cl2 107.847(19) . . ?
C2 C1 C6 121.12(15) . . ?
C2 C1 S1 120.34(12) . . ?
C6 C1 S1 118.53(12) . . ?
C1 C2 C3 118.95(15) . . ?
C4 C3 C2 120.04(15) . . ?
C5 C4 C3 120.33(16) . . ?
C4 C5 C6 120.39(15) . . ?
C5 C6 C1 119.15(15) . . ?
C8 C7 C12 120.71(14) . . ?
C8 C7 P1 120.55(11) . . ?
C12 C7 P1 118.22(11) . . ?
C9 C8 C7 119.23(13) . . ?
C10 C9 C8 120.13(14) . . ?
C9 C10 C11 120.58(14) . . ?
C12 C11 C10 119.82(13) . . ?
C11 C12 C7 119.52(13) . . ?
C18 C13 C14 119.76(14) . . ?
C18 C13 P1 121.94(12) . . ?
C14 C13 P1 118.26(11) . . ?
C15 C14 C13 119.67(14) . . ?
C16 C15 C14 119.99(15) . . ?
C17 C16 C15 120.21(15) . . ?
C16 C17 C18 120.22(16) . . ?
C17 C18 C13 120.15(15) . . ?
C24 C19 C20 120.67(14) . . ?
C24 C19 P1 119.60(12) . . ?
C20 C19 P1 119.33(11) . . ?
C21 C20 C19 119.25(15) . . ?
C20 C21 C22 120.37(16) . . ?
C21 C22 C23 120.18(15) . . ?
C24 C23 C22 120.32(15) . . ?
C23 C24 C19 119.20(15) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.55
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.256
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.040
_database_code_depnum_ccdc_archive 'CCDC 1015637'
#######################################################################
#
#                 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_4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H64 F12 P2 Sb2 Se2'
_chemical_formula_weight         1188.23

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'
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'
Sb Sb -0.5866 1.5461 '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)/c

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'

_cell_length_a                   8.4039(3)
_cell_length_b                   15.0539(5)
_cell_length_c                   35.2907(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.01
_cell_angle_gamma                90.00
_cell_volume                     4464.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9472
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.442
_exptl_crystal_size_mid          0.306
_exptl_crystal_size_min          0.274
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2352
_exptl_absorpt_coefficient_mu    2.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6440
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   SADABS-2008/1

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59130
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0412
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         1.15
_diffrn_reflns_theta_max         27.50
_reflns_number_total             10231
_reflns_number_gt                9953
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SMART'
_computing_publication_material  'Bruker SMART'

_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)+(0.0000P)²+2.3092P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10231
_refine_ls_number_parameters     506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0621
_refine_ls_wR_factor_gt          0.0615
_refine_ls_goodness_of_fit_ref   1.219
_refine_ls_restrained_S_all      1.219
_refine_ls_shift/su_max          0.007
_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
Sb1 Sb 0.31036(3) 0.017876(12) 0.130334(6) 0.01436(5) Uani 1 1 d . . .
F2 F 0.2887(2) -0.10642(12) 0.13215(6) 0.0231(4) Uani 1 1 d . . .
F1 F 0.3357(3) 0.14159(12) 0.12862(6) 0.0273(5) Uani 1 1 d . . .
Sb2 Sb 0.27598(3) 0.511807(14) 0.119243(7) 0.02200(6) Uani 1 1 d . . .
F3 F 0.2623(3) 0.38856(14) 0.12322(7) 0.0383(6) Uani 1 1 d . . .
F4 F 0.2968(6) 0.63367(16) 0.11519(11) 0.1020(17) Uani 1 1 d . . .
P2 P 0.20170(9) 0.23861(5) 0.98129(2) 0.01048(14) Uani 1 1 d . . .
Se1 Se 0.14851(4) 0.79208(2) 0.205657(9) 0.01567(7) Uani 1 1 d . . .
P1 P 0.17598(9) 0.75580(5) 0.26724(2) 0.01025(14) Uani 1 1 d . . .
C6 C -0.1248(4) 0.6833(2) 0.18312(9) 0.0189(7) Uani 1 1 d . . .
H1 H -0.0581 0.6330 0.1867 0.023 Uiso 1 1 calc R . .
C15 C 0.3277(4) 0.84246(19) 0.28235(9) 0.0148(6) Uani 1 1 d . . .
C2 C -0.1628(4) 0.8420(2) 0.18322(8) 0.0181(6) Uani 1 1 d . . .
H2 H -0.1218 0.9001 0.1873 0.022 Uiso 1 1 calc R . .
C1 C -0.0685(4) 0.7680(2) 0.19106(9) 0.0163(6) Uani 1 1 d . . .
C3 C -0.3144(5) 0.8313(2) 0.16968(9) 0.0225(7) Uani 1 1 d . . .
H5 H -0.3783 0.8819 0.1645 0.027 Uiso 1 1 calc R . .
C5 C -0.2784(4) 0.6727(2) 0.16999(9) 0.0221(7) Uani 1 1 d . . .
H6 H -0.3185 0.6147 0.1653 0.026 Uiso 1 1 calc R . .
C11 C 0.2633(4) 0.63983(19) 0.26907(9) 0.0142(6) Uani 1 1 d . . .
C18 C 0.2450(4) 0.9330(2) 0.28865(10) 0.0233(7) Uani 1 1 d . . .
H11A H 0.1733 0.9289 0.3105 0.035 Uiso 1 1 calc R . .
H11B H 0.1838 0.9489 0.2660 0.035 Uiso 1 1 calc R . .
H11C H 0.3256 0.9787 0.2935 0.035 Uiso 1 1 calc R . .
C17 C 0.4111(4) 0.8144(2) 0.31905(9) 0.0184(7) Uani 1 1 d . . .
H12A H 0.4835 0.8616 0.3273 0.028 Uiso 1 1 calc R . .
H12B H 0.4718 0.7598 0.3146 0.028 Uiso 1 1 calc R . .
H12C H 0.3313 0.8037 0.3388 0.028 Uiso 1 1 calc R . .
C16 C 0.4530(4) 0.8578(2) 0.25107(10) 0.0200(7) Uani 1 1 d . . .
H13A H 0.5323 0.9007 0.2600 0.030 Uiso 1 1 calc R . .
H13B H 0.4006 0.8810 0.2283 0.030 Uiso 1 1 calc R . .
H13C H 0.5056 0.8014 0.2450 0.030 Uiso 1 1 calc R . .
C4 C -0.3752(4) 0.7464(2) 0.16349(10) 0.0245(7) Uani 1 1 d . . .
H7 H -0.4815 0.7388 0.1549 0.029 Uiso 1 1 calc R . .
C13 C 0.4330(4) 0.6403(2) 0.25263(10) 0.0184(7) Uani 1 1 d . . .
H15A H 0.4722 0.5792 0.2507 0.028 Uiso 1 1 calc R . .
H15B H 0.5032 0.6745 0.2693 0.028 Uiso 1 1 calc R . .
H15C H 0.4316 0.6676 0.2274 0.028 Uiso 1 1 calc R . .
C12 C 0.1669(4) 0.5768(2) 0.24346(9) 0.0206(7) Uani 1 1 d . . .
H14A H 0.2133 0.5172 0.2445 0.031 Uiso 1 1 calc R . .
H14B H 0.1695 0.5987 0.2173 0.031 Uiso 1 1 calc R . .
H14C H 0.0564 0.5745 0.2523 0.031 Uiso 1 1 calc R . .
C7 C -0.0158(3) 0.76403(19) 0.29513(9) 0.0135(6) Uani 1 1 d . . .
F7 F 0.0906(3) 0.03104(17) 0.13748(8) 0.0366(6) Uani 1 1 d . . .
F6 F 0.5309(2) 0.00413(13) 0.12262(7) 0.0232(4) Uani 1 1 d . . .
F8 F 0.2841(3) 0.01533(13) 0.07754(6) 0.0310(5) Uani 1 1 d . . .
F5 F 0.3425(3) 0.01912(13) 0.18305(5) 0.0250(5) Uani 1 1 d . . .
C8 C -0.1209(4) 0.6830(2) 0.28665(9) 0.0207(7) Uani 1 1 d . . .
H17A H -0.2237 0.6899 0.2994 0.031 Uiso 1 1 calc R . .
H17B H -0.0682 0.6291 0.2959 0.031 Uiso 1 1 calc R . .
H17C H -0.1379 0.6783 0.2593 0.031 Uiso 1 1 calc R . .
F10 F 0.4060(4) 0.51469(17) 0.16240(10) 0.0621(10) Uani 1 1 d . . .
C22 C -0.3483(4) 0.2599(3) 1.08578(9) 0.0266(8) Uani 1 1 d . . .
H19 H -0.4552 0.2652 1.0943 0.032 Uiso 1 1 calc R . .
C29 C 0.2546(4) 0.35773(19) 0.96958(8) 0.0120(6) Uani 1 1 d . . .
C24 C -0.1084(4) 0.3285(2) 1.06212(9) 0.0205(7) Uani 1 1 d . . .
H21 H -0.0505 0.3804 1.0554 0.025 Uiso 1 1 calc R . .
C31 C 0.4234(4) 0.3789(2) 0.98391(10) 0.0185(7) Uani 1 1 d . . .
H27A H 0.4455 0.4423 0.9803 0.028 Uiso 1 1 calc R . .
H27B H 0.5012 0.3438 0.9696 0.028 Uiso 1 1 calc R . .
H27C H 0.4312 0.3642 1.0109 0.028 Uiso 1 1 calc R . .
C23 C -0.2644(5) 0.3350(3) 1.07504(9) 0.0264(8) Uani 1 1 d . . .
H18 H -0.3140 0.3916 1.0765 0.032 Uiso 1 1 calc R . .
C36 C 0.3224(4) 0.0632(2) 0.97225(9) 0.0205(7) Uani 1 1 d . . .
H24A H 0.4156 0.0252 0.9683 0.031 Uiso 1 1 calc R . .
H24B H 0.2451 0.0529 0.9519 0.031 Uiso 1 1 calc R . .
H24C H 0.2736 0.0492 0.9967 0.031 Uiso 1 1 calc R . .
C19 C -0.0382(4) 0.2448(2) 1.05917(9) 0.0169(6) Uani 1 1 d . . .
C33 C 0.3742(4) 0.1612(2) 0.97189(8) 0.0143(6) Uani 1 1 d . . .
C20 C -0.1215(4) 0.1688(2) 1.07095(9) 0.0220(7) Uani 1 1 d . . .
H22 H -0.0721 0.1121 1.0699 0.026 Uiso 1 1 calc R . .
C14 C 0.2657(4) 0.6018(2) 0.30966(9) 0.0175(6) Uani 1 1 d . . .
H37A H 0.1564 0.5961 0.3190 0.026 Uiso 1 1 calc R . .
H37B H 0.3255 0.6420 0.3263 0.026 Uiso 1 1 calc R . .
H37C H 0.3168 0.5433 0.3095 0.026 Uiso 1 1 calc R . .
C28 C -0.1130(4) 0.2728(2) 0.95833(10) 0.0208(7) Uani 1 1 d . . .
H34A H -0.2112 0.2509 0.9466 0.031 Uiso 1 1 calc R . .
H34B H -0.0761 0.3257 0.9448 0.031 Uiso 1 1 calc R . .
H34C H -0.1338 0.2879 0.9849 0.031 Uiso 1 1 calc R . .
C35 C 0.4526(4) 0.1805(2) 0.93319(9) 0.0186(7) Uani 1 1 d . . .
H35A H 0.5392 0.1382 0.9288 0.028 Uiso 1 1 calc R . .
H35B H 0.4953 0.2411 0.9332 0.028 Uiso 1 1 calc R . .
H35C H 0.3730 0.1746 0.9130 0.028 Uiso 1 1 calc R . .
C26 C -0.0536(4) 0.1171(2) 0.97539(10) 0.0199(7) Uani 1 1 d . . .
H31A H -0.0814 0.1306 1.0017 0.030 Uiso 1 1 calc R . .
H31B H 0.0260 0.0695 0.9749 0.030 Uiso 1 1 calc R . .
H31C H -0.1491 0.0978 0.9617 0.030 Uiso 1 1 calc R . .
C30 C 0.1425(4) 0.4211(2) 0.99091(9) 0.0204(7) Uani 1 1 d . . .
H28A H 0.1634 0.4824 0.9829 0.031 Uiso 1 1 calc R . .
H28B H 0.1608 0.4157 1.0182 0.031 Uiso 1 1 calc R . .
H28C H 0.0318 0.4057 0.9852 0.031 Uiso 1 1 calc R . .
C32 C 0.2451(4) 0.3766(2) 0.92687(9) 0.0190(7) Uani 1 1 d . . .
H29A H 0.1344 0.3714 0.9184 0.028 Uiso 1 1 calc R . .
H29B H 0.3110 0.3335 0.9132 0.028 Uiso 1 1 calc R . .
H29C H 0.2839 0.4368 0.9218 0.028 Uiso 1 1 calc R . .
C25 C 0.0148(4) 0.2006(2) 0.95636(9) 0.0150(6) Uani 1 1 d . . .
C34 C 0.4995(4) 0.1697(2) 1.00397(9) 0.0192(7) Uani 1 1 d . . .
H36A H 0.4556 0.1457 1.0276 0.029 Uiso 1 1 calc R . .
H36B H 0.5268 0.2324 1.0076 0.029 Uiso 1 1 calc R . .
H36C H 0.5954 0.1364 0.9970 0.029 Uiso 1 1 calc R . .
C27 C 0.0502(4) 0.1800(2) 0.91408(9) 0.0192(7) Uani 1 1 d . . .
H32A H -0.0499 0.1682 0.9007 0.029 Uiso 1 1 calc R . .
H32B H 0.1193 0.1277 0.9124 0.029 Uiso 1 1 calc R . .
H32C H 0.1035 0.2311 0.9025 0.029 Uiso 1 1 calc R . .
F11 F 0.4497(4) 0.4961(3) 0.08778(12) 0.0865(13) Uani 1 1 d . . .
C10 C 0.0182(4) 0.7696(2) 0.33796(9) 0.0187(7) Uani 1 1 d . . .
H39A H -0.0825 0.7682 0.3520 0.028 Uiso 1 1 calc R . .
H39B H 0.0745 0.8251 0.3436 0.028 Uiso 1 1 calc R . .
H39C H 0.0842 0.7190 0.3456 0.028 Uiso 1 1 calc R . .
C9 C -0.1109(4) 0.8473(2) 0.28337(9) 0.0182(7) Uani 1 1 d . . .
H40A H -0.1332 0.8449 0.2561 0.027 Uiso 1 1 calc R . .
H40B H -0.0485 0.9006 0.2891 0.027 Uiso 1 1 calc R . .
H40C H -0.2113 0.8492 0.2974 0.027 Uiso 1 1 calc R . .
C21 C -0.2764(5) 0.1768(3) 1.08413(9) 0.0259(8) Uani 1 1 d . . .
H41 H -0.3333 0.1255 1.0920 0.031 Uiso 1 1 calc R . .
F12 F 0.1398(4) 0.51099(15) 0.07744(7) 0.0396(6) Uani 1 1 d . . .
F13 F 0.0976(4) 0.5218(3) 0.15079(9) 0.0804(13) Uani 1 1 d . . .
Se2 Se 0.18194(4) 0.22814(2) 1.044926(9) 0.01606(7) Uani 1 1 d . . .


_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
Sb1 F7 1.874(2) . ?
Sb1 F1 1.8755(18) . ?
Sb1 F8 1.876(2) . ?
Sb1 F5 1.8800(19) . ?
Sb1 F2 1.8812(17) . ?
Sb1 F6 1.884(2) . ?
Sb2 F4 1.848(2) . ?
Sb2 F11 1.849(4) . ?
Sb2 F3 1.864(2) . ?
Sb2 F12 1.867(2) . ?
Sb2 F13 1.874(3) . ?
Sb2 F10 1.875(3) . ?
P2 C25 1.889(3) . ?
P2 C33 1.890(3) . ?
P2 C29 1.893(3) . ?
P2 Se2 2.2573(8) . ?
Se1 C1 1.930(3) . ?
Se1 P1 2.2528(8) . ?
P1 C7 1.893(3) . ?
P1 C11 1.895(3) . ?
P1 C15 1.901(3) . ?
C6 C5 1.381(5) . ?
C6 C1 1.389(5) . ?
C15 C17 1.532(4) . ?
C15 C16 1.543(4) . ?
C15 C18 1.546(4) . ?
C2 C3 1.370(5) . ?
C2 C1 1.395(4) . ?
C3 C4 1.394(5) . ?
C5 C4 1.394(5) . ?
C11 C13 1.540(4) . ?
C11 C12 1.540(4) . ?
C11 C14 1.542(4) . ?
C7 C8 1.536(4) . ?
C7 C10 1.541(4) . ?
C7 C9 1.543(4) . ?
C22 C23 1.385(5) . ?
C22 C21 1.392(6) . ?
C29 C32 1.536(4) . ?
C29 C30 1.538(4) . ?
C29 C31 1.540(4) . ?
C24 C23 1.392(5) . ?
C24 C19 1.396(5) . ?
C36 C33 1.537(4) . ?
C19 C20 1.405(5) . ?
C19 Se2 1.933(3) . ?
C33 C35 1.544(4) . ?
C33 C34 1.551(4) . ?
C20 C21 1.387(5) . ?
C28 C25 1.529(4) . ?
C26 C25 1.537(4) . ?
C25 C27 1.553(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
F7 Sb1 F1 90.64(11) . . ?
F7 Sb1 F8 91.14(12) . . ?
F1 Sb1 F8 90.09(9) . . ?
F7 Sb1 F5 90.40(11) . . ?
F1 Sb1 F5 90.33(8) . . ?
F8 Sb1 F5 178.39(11) . . ?
F7 Sb1 F2 90.29(10) . . ?
F1 Sb1 F2 179.04(10) . . ?
F8 Sb1 F2 90.12(9) . . ?
F5 Sb1 F2 89.43(8) . . ?
F7 Sb1 F6 179.38(11) . . ?
F1 Sb1 F6 89.59(9) . . ?
F8 Sb1 F6 88.28(11) . . ?
F5 Sb1 F6 90.17(10) . . ?
F2 Sb1 F6 89.48(9) . . ?
F4 Sb2 F11 90.3(2) . . ?
F4 Sb2 F3 178.09(18) . . ?
F11 Sb2 F3 88.08(15) . . ?
F4 Sb2 F12 90.20(12) . . ?
F11 Sb2 F12 90.50(17) . . ?
F3 Sb2 F12 90.87(10) . . ?
F4 Sb2 F13 92.4(2) . . ?
F11 Sb2 F13 177.17(18) . . ?
F3 Sb2 F13 89.18(15) . . ?
F12 Sb2 F13 88.82(15) . . ?
F4 Sb2 F10 89.12(12) . . ?
F11 Sb2 F10 91.76(18) . . ?
F3 Sb2 F10 89.87(11) . . ?
F12 Sb2 F10 177.65(15) . . ?
F13 Sb2 F10 88.96(17) . . ?
C25 P2 C33 111.65(14) . . ?
C25 P2 C29 112.37(14) . . ?
C33 P2 C29 111.47(14) . . ?
C25 P2 Se2 112.39(10) . . ?
C33 P2 Se2 100.85(10) . . ?
C29 P2 Se2 107.50(9) . . ?
C1 Se1 P1 107.98(10) . . ?
C7 P1 C11 111.86(14) . . ?
C7 P1 C15 112.38(14) . . ?
C11 P1 C15 111.29(14) . . ?
C7 P1 Se1 113.49(10) . . ?
C11 P1 Se1 107.21(10) . . ?
C15 P1 Se1 99.96(10) . . ?
C5 C6 C1 119.4(3) . . ?
C17 C15 C16 109.5(3) . . ?
C17 C15 C18 109.1(3) . . ?
C16 C15 C18 106.1(3) . . ?
C17 C15 P1 110.8(2) . . ?
C16 C15 P1 111.1(2) . . ?
C18 C15 P1 110.1(2) . . ?
C3 C2 C1 120.2(3) . . ?
C6 C1 C2 120.0(3) . . ?
C6 C1 Se1 123.2(2) . . ?
C2 C1 Se1 116.1(2) . . ?
C2 C3 C4 120.3(3) . . ?
C6 C5 C4 120.6(3) . . ?
C13 C11 C12 105.6(3) . . ?
C13 C11 C14 109.9(3) . . ?
C12 C11 C14 108.9(3) . . ?
C13 C11 P1 110.0(2) . . ?
C12 C11 P1 110.1(2) . . ?
C14 C11 P1 112.2(2) . . ?
C3 C4 C5 119.3(3) . . ?
C8 C7 C10 109.9(3) . . ?
C8 C7 C9 107.2(3) . . ?
C10 C7 C9 108.4(2) . . ?
C8 C7 P1 109.7(2) . . ?
C10 C7 P1 110.8(2) . . ?
C9 C7 P1 110.7(2) . . ?
C23 C22 C21 120.1(3) . . ?
C32 C29 C30 109.5(3) . . ?
C32 C29 C31 109.4(3) . . ?
C30 C29 C31 106.0(2) . . ?
C32 C29 P2 112.2(2) . . ?
C30 C29 P2 109.7(2) . . ?
C31 C29 P2 109.9(2) . . ?
C23 C24 C19 119.1(3) . . ?
C22 C23 C24 120.8(4) . . ?
C24 C19 C20 120.2(3) . . ?
C24 C19 Se2 122.8(3) . . ?
C20 C19 Se2 116.6(3) . . ?
C36 C33 C35 108.0(3) . . ?
C36 C33 C34 105.4(2) . . ?
C35 C33 C34 109.9(3) . . ?
C36 C33 P2 111.9(2) . . ?
C35 C33 P2 111.5(2) . . ?
C34 C33 P2 110.0(2) . . ?
C21 C20 C19 119.7(3) . . ?
C28 C25 C26 107.4(3) . . ?
C28 C25 C27 108.7(3) . . ?
C26 C25 C27 109.2(3) . . ?
C28 C25 P2 110.3(2) . . ?
C26 C25 P2 110.8(2) . . ?
C27 C25 P2 110.4(2) . . ?
C20 C21 C22 120.0(3) . . ?
C19 Se2 P2 108.68(10) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.898
_refine_diff_density_min         -0.673
_refine_diff_density_rms         0.080
_database_code_depnum_ccdc_archive 'CCDC 1015638'
#######################################################################
#
#                 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_pbcm1
_audit_creation_date             2014-03-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.12 svn.r2899 for OlexSys, GUI svn.r4796)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H32 P S, F6 Sb'
_chemical_formula_sum            'C18 H32 F6 P S Sb'
_chemical_formula_weight         547.22
_chemical_melting_point          ?
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           57
_space_group_name_H-M_alt        'P b c m'
_space_group_name_Hall           '-P 2c 2b'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z+1/2'
3 '-x, y+1/2, -z+1/2'
4 'x, -y+1/2, -z'
5 '-x, -y, -z'
6 'x, y, -z-1/2'
7 'x, -y-1/2, z-1/2'
8 '-x, y-1/2, z'

_cell_length_a                   8.2990(6)
_cell_length_b                   17.4242(13)
_cell_length_c                   15.3765(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2223.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1844
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.76
_cell_measurement_theta_min      2.34
_exptl_absorpt_coefficient_mu    1.457
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.5512
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2008/1
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.418
_exptl_crystal_size_mid          0.301
_exptl_crystal_size_min          0.266
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_av_unetI/netI     0.0766
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13811
_diffrn_reflns_theta_full        29.52
_diffrn_reflns_theta_max         29.52
_diffrn_reflns_theta_min         2.34
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_number_gt                2067
_reflns_number_total             3205
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max         2.188
_refine_diff_density_min         -3.787
_refine_diff_density_rms         0.255
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3205
_refine_ls_number_restraints     119
_refine_ls_R_factor_all          0.1729
_refine_ls_R_factor_gt           0.1274
_refine_ls_restrained_S_all      1.185
_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)+(0.0000P)²+105.0073P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2614
_refine_ls_wR_factor_ref         0.2782
_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. 
;
_olex2_refinement_description    
;
1. Others
 Fixed Sof: S1(0.5) C30(0.5) H30(0.5) C31(0.5) H31(0.5) C32(0.5) H32(0.5)
 C33(0.5) H33(0.5) C34(0.5) H34(0.5) H6A(0.5) H6B(0.5) H6C(0.5) C8(0.5) C9(0.5)
 H9A(0.5) H9B(0.5) H9C(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5) C11(0.5)
 H11A(0.5) H11B(0.5) H11C(0.5) C12(0.5) C13(0.5) H13A(0.5) H13B(0.5) H13C(0.5)
 C14(0.5) H14A(0.5) H14B(0.5) H14C(0.5) C15(0.5) H15A(0.5) H15B(0.5) H15C(0.5)
 Fixed U12: Sb1(0)
 Fixed U13: P1(0) C1(0) C5(0) C6(0) Sb1(0)
 Fixed U23: P1(0) C1(0) C5(0) C6(0)
 Fixed Uiso: H30(0.027) H31(0.027) H32(0.033) H33(0.035) H34(0.038) H6A(0.103)
 H6B(0.103) H6C(0.103) H7A(0.06) H7B(0.06) H7C(0.06) H9A(0.035) H9B(0.035)
 H9C(0.035) H10A(0.02) H10B(0.02) H10C(0.02) H11A(0.041) H11B(0.041)
 H11C(0.041) H13A(0.031) H13B(0.031) H13C(0.031) H14A(0.032) H14B(0.032)
 H14C(0.032) H15A(0.043) H15B(0.043) H15C(0.043)
 Fixed X: H30(1.0724) H31(1.3337) H32(1.492) H33(1.389) H34(1.1278)
 H6A(0.9187) H6B(0.9397) H6C(1.0909) H7A(1.2266) H7B(1.0716) H7C(1.1808)
 H9A(0.565) H9B(0.675) H9C(0.5088) H10A(0.5231) H10B(0.628) H10C(0.4863)
 H11A(0.8541) H11B(0.8329) H11C(0.696) H13A(0.5271) H13B(0.5737) H13C(0.5082)
 H14A(0.6649) H14B(0.851) H14C(0.7144) H15A(0.9254) H15B(0.8945) H15C(0.7691)
 Fixed Y: H30(-0.1352) H31(-0.184) H32(-0.2057) H33(-0.1786) H34(-0.1299)
 H6A(0.178) H6B(0.1803) H6C(0.1968) H7A(0.0987) H7B(0.0652) H7C(0.0098)
 H9A(0.1458) H9B(0.1554) H9C(0.1091) H10A(-0.033) H10B(-0.0661) H10C(-0.006)
 H11A(0.0102) H11B(0.1015) H11C(0.0489) H13A(0.0083) H13B(-0.0524) H13C(0.0308)
 H14A(0.146) H14B(0.1402) H14C(0.1195) H15A(0.0162) H15B(-0.0587) H15C(-0.0356)
 Sb1(0.25)
 Fixed Z: P1(0.25) C1(0.25) H30(0.3823) H31(0.3971) H32(0.2736) H33(0.1353)
 H34(0.1205) C5(0.25) C6(0.25) H6A(0.2984) H6B(0.1949) H6C(0.2567) H7A(0.1666)
 H7B(0.1177) H7C(0.1761) H9A(0.1281) H9B(0.2129) H9C(0.2186) H10A(0.2048)
 H10B(0.1259) H10C(0.1073) H11A(0.063) H11B(0.0655) H11C(0.0228) H13A(0.4185)
 H13B(0.3446) H13C(0.3181) H14A(0.3557) H14B(0.3822) H14C(0.4517) H15A(0.4536)
 H15B(0.3957) H15C(0.4702) Sb1(0)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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
P1 P 0.8405(5) 0.0224(2) 0.2500 0.0159(8) Uani 1 2 d S . .
S1 S 0.8703(7) -0.0955(3) 0.2282(3) 0.0220(13) Uani 0.50 1 d P . .
C1 C 1.0755(13) -0.1280(7) 0.2500 0.024(3) Uani 1 2 d SGU . .
C30 C 1.1367(16) -0.1440(15) 0.3322(3) 0.023(4) Uani 0.50 1 d PGU A -1
H30 H 1.0724 -0.1352 0.3823 0.027 Uiso 0.50 1 calc PR A -1
C31 C 1.2919(16) -0.1730(15) 0.3410(9) 0.022(4) Uani 0.50 1 d PGU A -1
H31 H 1.3337 -0.1840 0.3971 0.027 Uiso 0.50 1 calc PR A -1
C32 C 1.3859(13) -0.1859(8) 0.2676(11) 0.027(5) Uani 0.50 1 d PGU A -1
H32 H 1.4920 -0.2057 0.2736 0.033 Uiso 0.50 1 calc PR A -1
C33 C 1.3248(18) -0.1698(17) 0.1854(9) 0.029(5) Uani 0.50 1 d PGU A -1
H33 H 1.3890 -0.1786 0.1353 0.035 Uiso 0.50 1 calc PR A -1
C34 C 1.1696(18) -0.1409(17) 0.1766(3) 0.031(5) Uani 0.50 1 d PGU A -1
H34 H 1.1278 -0.1299 0.1205 0.038 Uiso 0.50 1 calc PR A -1
C5 C 1.0335(19) 0.0807(10) 0.2500 0.032(4) Uani 1 2 d SD . .
C6 C 0.992(3) 0.1668(11) 0.2500 0.068(10) Uani 1 2 d SD . .
H6A H 0.9187 0.1780 0.2984 0.103 Uiso 0.50 1 calc PR B .
H6B H 0.9397 0.1803 0.1949 0.103 Uiso 0.50 1 calc PR . .
H6C H 1.0909 0.1968 0.2567 0.103 Uiso 0.50 1 calc PR . .
C7 C 1.1375(16) 0.0619(9) 0.1704(9) 0.040(4) Uani 1 1 d D . .
H7A H 1.2266 0.0987 0.1666 0.060 Uiso 1 1 calc R B .
H7B H 1.0716 0.0652 0.1177 0.060 Uiso 1 1 calc R . .
H7C H 1.1808 0.0098 0.1761 0.060 Uiso 1 1 calc R . .
C8 C 0.691(3) 0.0458(11) 0.1588(15) 0.018(4) Uani 0.50 1 d PDU B -1
C9 C 0.602(3) 0.1209(11) 0.1817(17) 0.023(5) Uani 0.50 1 d PDU B -1
H9A H 0.5650 0.1458 0.1281 0.035 Uiso 0.50 1 calc PR B -1
H9B H 0.6750 0.1554 0.2129 0.035 Uiso 0.50 1 calc PR B -1
H9C H 0.5088 0.1091 0.2186 0.035 Uiso 0.50 1 calc PR B -1
C10 C 0.571(4) -0.0209(15) 0.148(3) 0.013(5) Uani 0.50 1 d PDU B -1
H10A H 0.5231 -0.0330 0.2048 0.020 Uiso 0.50 1 calc PR B -1
H10B H 0.6280 -0.0661 0.1259 0.020 Uiso 0.50 1 calc PR B -1
H10C H 0.4863 -0.0060 0.1073 0.020 Uiso 0.50 1 calc PR B -1
C11 C 0.776(3) 0.0522(14) 0.0693(14) 0.027(5) Uani 0.50 1 d PDU B -1
H11A H 0.8541 0.0102 0.0630 0.041 Uiso 0.50 1 calc PR B -1
H11B H 0.8329 0.1015 0.0655 0.041 Uiso 0.50 1 calc PR B -1
H11C H 0.6960 0.0489 0.0228 0.041 Uiso 0.50 1 calc PR B -1
C12 C 0.747(3) 0.0331(10) 0.3597(15) 0.021(5) Uani 0.50 1 d PDU B -1
C13 C 0.573(3) 0.0021(16) 0.360(3) 0.020(7) Uani 0.50 1 d PDU B -1
H13A H 0.5271 0.0083 0.4185 0.031 Uiso 0.50 1 calc PR B -1
H13B H 0.5737 -0.0524 0.3446 0.031 Uiso 0.50 1 calc PR B -1
H13C H 0.5082 0.0308 0.3181 0.031 Uiso 0.50 1 calc PR B -1
C14 C 0.744(3) 0.1174(11) 0.3901(15) 0.021(4) Uani 0.50 1 d PDU B -1
H14A H 0.6649 0.1460 0.3557 0.032 Uiso 0.50 1 calc PR B -1
H14B H 0.8510 0.1402 0.3822 0.032 Uiso 0.50 1 calc PR B -1
H14C H 0.7144 0.1195 0.4517 0.032 Uiso 0.50 1 calc PR B -1
C15 C 0.843(3) -0.0157(14) 0.4258(14) 0.029(5) Uani 0.50 1 d PDU B -1
H15A H 0.9254 0.0162 0.4536 0.043 Uiso 0.50 1 calc PR B -1
H15B H 0.8945 -0.0587 0.3957 0.043 Uiso 0.50 1 calc PR B -1
H15C H 0.7691 -0.0356 0.4702 0.043 Uiso 0.50 1 calc PR B -1
Sb1 Sb 0.26075(14) 0.2500 0.0000 0.0262(3) Uani 1 2 d S . .
F1 F 0.0983(15) 0.1774(9) 0.0031(11) 0.122(7) Uani 1 1 d . . .
F2 F 0.2716(16) 0.2550(7) 0.1213(5) 0.067(3) Uani 1 1 d . . .
F3 F 0.4093(17) 0.3282(8) -0.0027(9) 0.105(5) Uani 1 1 d . . .


_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
P1 S1 2.096(7) . ?
P1 S1 2.096(7) 6_556 ?
P1 C5 1.897(17) . ?
P1 C8 1.91(2) 6_556 ?
P1 C8 1.91(2) . ?
P1 C12 1.86(2) . ?
P1 C12 1.86(2) 6_556 ?
S1 S1 0.670(11) 6_556 ?
S1 C1 1.826(12) . ?
C1 S1 1.826(12) 6_556 ?
C1 C30 1.390(8) 6_556 ?
C1 C30 1.3900 . ?
C1 C34 1.390(8) 6_556 ?
C1 C34 1.3900 . ?
C30 C31 1.3900 . ?
C31 C32 1.3900 . ?
C32 C33 1.3900 . ?
C33 C34 1.3900 . ?
C5 C6 1.539(15) . ?
C5 C7 1.533(12) . ?
C5 C7 1.533(12) 6_556 ?
C8 C9 1.544(15) . ?
C8 C10 1.540(15) . ?
C8 C11 1.551(15) . ?
C12 C13 1.543(16) . ?
C12 C14 1.542(15) . ?
C12 C15 1.544(15) . ?
Sb1 F1 1.850(10) 4 ?
Sb1 F1 1.850(10) . ?
Sb1 F2 1.869(8) 4 ?
Sb1 F2 1.869(8) . ?
Sb1 F3 1.838(11) 4 ?
Sb1 F3 1.838(11) . ?

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
S1 P1 S1 18.4(3) . 6_556 ?
C5 P1 S1 115.2(6) . 6_556 ?
C5 P1 S1 115.2(6) . . ?
C5 P1 C8 115.6(7) . 6_556 ?
C5 P1 C8 115.6(7) . . ?
C8 P1 S1 113.7(6) . 6_556 ?
C8 P1 S1 99.7(6) 6_556 6_556 ?
C8 P1 S1 99.7(6) . . ?
C8 P1 S1 113.7(6) 6_556 . ?
C8 P1 C8 94.2(11) . 6_556 ?
C12 P1 S1 90.1(6) . 6_556 ?
C12 P1 S1 90.1(6) 6_556 . ?
C12 P1 S1 106.9(6) 6_556 6_556 ?
C12 P1 S1 106.9(6) . . ?
C12 P1 C5 107.2(7) . . ?
C12 P1 C5 107.2(7) 6_556 . ?
C12 P1 C8 111.9(10) . . ?
C12 P1 C8 17.9(7) . 6_556 ?
C12 P1 C8 111.9(10) 6_556 6_556 ?
C12 P1 C8 17.9(7) 6_556 . ?
C12 P1 C12 129.5(13) 6_556 . ?
S1 S1 P1 80.80(15) 6_556 . ?
S1 S1 C1 79.43(18) 6_556 . ?
C1 S1 P1 112.6(5) . . ?
S1 C1 S1 21.1(4) . 6_556 ?
C30 C1 S1 103.7(3) 6_556 . ?
C30 C1 S1 103.7(4) . 6_556 ?
C30 C1 S1 124.7(3) 6_556 6_556 ?
C30 C1 S1 124.7(4) . . ?
C30 C1 C30 130.71(16) 6_556 . ?
C30 C1 C34 120.00(15) 6_556 6_556 ?
C30 C1 C34 12.78(13) 6_556 . ?
C30 C1 C34 120.0 . . ?
C30 C1 C34 12.8(2) . 6_556 ?
C34 C1 S1 115.2(2) 6_556 6_556 ?
C34 C1 S1 115.2(4) . . ?
C34 C1 S1 136.3(4) . 6_556 ?
C34 C1 S1 136.3(2) 6_556 . ?
C34 C1 C34 108.5(2) . 6_556 ?
C1 C30 C31 120.0 . . ?
C30 C31 C32 120.0 . . ?
C31 C32 C33 120.0 . . ?
C34 C33 C32 120.0 . . ?
C33 C34 C1 120.0 . . ?
C6 C5 P1 109.5(12) . . ?
C7 C5 P1 111.2(9) . . ?
C7 C5 P1 111.2(9) 6_556 . ?
C7 C5 C6 109.5(10) 6_556 . ?
C7 C5 C6 109.5(10) . . ?
C7 C5 C7 105.9(15) 6_556 . ?
C9 C8 P1 108.9(16) . . ?
C9 C8 C11 111.1(19) . . ?
C10 C8 P1 109.5(18) . . ?
C10 C8 C9 111(2) . . ?
C10 C8 C11 105(2) . . ?
C11 C8 P1 111.8(15) . . ?
C13 C12 P1 111.0(19) . . ?
C13 C12 C15 106(2) . . ?
C14 C12 P1 112.2(16) . . ?
C14 C12 C13 108.3(19) . . ?
C14 C12 C15 109.5(18) . . ?
C15 C12 P1 109.2(15) . . ?
F1 Sb1 F1 86.4(11) . 4 ?
F1 Sb1 F2 92.4(6) 4 4 ?
F1 Sb1 F2 92.4(6) . . ?
F1 Sb1 F2 91.7(7) . 4 ?
F1 Sb1 F2 91.7(7) 4 . ?
F2 Sb1 F2 174.5(8) . 4 ?
F3 Sb1 F1 88.9(7) . 4 ?
F3 Sb1 F1 175.3(8) . . ?
F3 Sb1 F1 175.3(8) 4 4 ?
F3 Sb1 F1 88.9(7) 4 . ?
F3 Sb1 F2 88.8(6) . 4 ?
F3 Sb1 F2 87.5(6) . . ?
F3 Sb1 F2 88.8(6) 4 . ?
F3 Sb1 F2 87.5(6) 4 4 ?
F3 Sb1 F3 95.8(11) . 4 ?

_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_olex2_computing_structure_solution_long 'ShelXS-1997 (Sheldrick, 2008)'
_database_code_depnum_ccdc_archive 'CCDC 1015639'
#######################################################################
#
#                 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_2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H20 P Se, Cl4 Ga'
_chemical_formula_sum            'C24 H20 Cl4 Ga P Se'
_chemical_formula_weight         629.85

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   9.6355(4)
_cell_length_b                   13.5694(5)
_cell_length_c                   10.0151(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.248(2)
_cell_angle_gamma                90.00
_cell_volume                     1279.65(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5489
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      30.11

_exptl_crystal_description       needles
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.492
_exptl_crystal_size_mid          0.211
_exptl_crystal_size_min          0.202
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_absorpt_coefficient_mu    2.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.269107
_exptl_absorpt_correction_T_max  0.340759
_exptl_absorpt_process_details   'TWINABS V2008/4'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8294
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0494
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         33.90
_reflns_number_total             8294
_reflns_number_gt                6996
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0411P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.54(7)
_refine_ls_number_reflns         8301
_refine_ls_number_parameters     283
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.0814
_refine_ls_wR_factor_gt          0.0761
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.007
_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
C13 C 0.8630(3) 0.0814(2) -0.0269(3) 0.0174(6) Uani 1 1 d . . .
C18 C 0.7600(4) 0.0069(2) -0.0492(3) 0.0215(7) Uani 1 1 d . . .
H18 H 0.7142 -0.0127 0.0218 0.026 Uiso 1 1 calc R . .
C17 C 0.7259(4) -0.0380(3) -0.1769(4) 0.0265(8) Uani 1 1 d . . .
H17 H 0.6562 -0.0886 -0.1933 0.032 Uiso 1 1 calc R . .
C16 C 0.7924(5) -0.0096(3) -0.2802(4) 0.0284(9) Uani 1 1 d . . .
H16 H 0.7670 -0.0401 -0.3674 0.034 Uiso 1 1 calc R . .
C15 C 0.8962(4) 0.0632(3) -0.2571(3) 0.0287(8) Uani 1 1 d . . .
H15 H 0.9429 0.0814 -0.3279 0.034 Uiso 1 1 calc R . .
C14 C 0.9320(4) 0.1095(3) -0.1303(3) 0.0226(7) Uani 1 1 d . . .
H14 H 1.0024 0.1596 -0.1143 0.027 Uiso 1 1 calc R . .
C19 C 1.0477(3) 0.0469(2) 0.2396(3) 0.0170(6) Uani 1 1 d . . .
C24 C 0.9987(4) -0.0448(3) 0.2730(4) 0.0268(8) Uani 1 1 d . . .
H24 H 0.9005 -0.0606 0.2473 0.032 Uiso 1 1 calc R . .
C23 C 1.0945(4) -0.1129(3) 0.3441(4) 0.0295(8) Uani 1 1 d . . .
H23 H 1.0621 -0.1753 0.3676 0.035 Uiso 1 1 calc R . .
C22 C 1.2385(4) -0.0890(3) 0.3807(4) 0.0271(8) Uani 1 1 d . . .
H22 H 1.3044 -0.1356 0.4283 0.033 Uiso 1 1 calc R . .
C21 C 1.2851(4) 0.0019(3) 0.3481(4) 0.0273(8) Uani 1 1 d . . .
H21 H 1.3831 0.0179 0.3743 0.033 Uiso 1 1 calc R . .
C20 C 1.1912(4) 0.0700(3) 0.2776(4) 0.0239(8) Uani 1 1 d . . .
H20 H 1.2244 0.1325 0.2552 0.029 Uiso 1 1 calc R . .
C7 C 0.7740(3) 0.1484(2) 0.2216(3) 0.0158(6) Uani 1 1 d . . .
C8 C 0.7997(3) 0.1485(2) 0.3651(3) 0.0186(6) Uani 1 1 d . . .
H8 H 0.8912 0.1324 0.4173 0.022 Uiso 1 1 calc R . .
C9 C 0.6908(3) 0.1724(3) 0.4298(3) 0.0219(6) Uani 1 1 d . . .
H9 H 0.7069 0.1717 0.5267 0.026 Uiso 1 1 calc R . .
C10 C 0.5577(3) 0.1972(3) 0.3528(3) 0.0222(6) Uani 1 1 d . . .
H10 H 0.4831 0.2135 0.3974 0.027 Uiso 1 1 calc R . .
C11 C 0.5332(3) 0.1983(3) 0.2123(3) 0.0225(7) Uani 1 1 d . . .
H11 H 0.4420 0.2157 0.1608 0.027 Uiso 1 1 calc R . .
C12 C 0.6410(3) 0.1742(2) 0.1452(3) 0.0180(6) Uani 1 1 d . . .
H12 H 0.6239 0.1752 0.0482 0.022 Uiso 1 1 calc R . .
C1 C 0.8675(3) 0.3572(2) 0.1273(3) 0.0187(6) Uani 1 1 d . . .
C2 C 0.8379(4) 0.3955(3) 0.2460(4) 0.0237(7) Uani 1 1 d . . .
H2 H 0.8945 0.3781 0.3324 0.028 Uiso 1 1 calc R . .
C3 C 0.7245(4) 0.4596(3) 0.2372(4) 0.0286(8) Uani 1 1 d . . .
H3 H 0.7053 0.4883 0.3179 0.034 Uiso 1 1 calc R . .
C4 C 0.6391(4) 0.4821(3) 0.1117(4) 0.0308(8) Uani 1 1 d . . .
H4 H 0.5600 0.5248 0.1071 0.037 Uiso 1 1 calc R . .
C5 C 0.6677(4) 0.4432(3) -0.0064(4) 0.0317(9) Uani 1 1 d . . .
H5 H 0.6089 0.4595 -0.0922 0.038 Uiso 1 1 calc R . .
C6 C 0.7840(4) 0.3794(3) -0.0002(3) 0.0252(7) Uani 1 1 d . . .
H6 H 0.8049 0.3522 -0.0811 0.030 Uiso 1 1 calc R . .
Cl1 Cl 0.27391(8) 0.26454(8) 0.90644(7) 0.02642(16) Uani 1 1 d . . .
Cl2 Cl 0.36606(10) 0.41962(7) 0.65625(10) 0.0326(2) Uani 1 1 d . . .
Cl3 Cl 0.53936(10) 0.18912(7) 0.73032(9) 0.0312(2) Uani 1 1 d . . .
Cl4 Cl 0.17402(11) 0.20203(9) 0.55723(10) 0.0418(3) Uani 1 1 d . . .
Ga1 Ga 0.34026(3) 0.26773(3) 0.71252(3) 0.01763(7) Uani 1 1 d . . .
P1 P 0.92147(8) 0.13134(6) 0.14191(8) 0.01602(15) Uani 1 1 d . . .
Se1 Se 1.03205(3) 0.27562(3) 0.13926(3) 0.02323(7) Uani 1 1 d . . .


_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
C13 C14 1.397(5) . ?
C13 C18 1.401(5) . ?
C13 P1 1.797(3) . ?
C18 C17 1.392(5) . ?
C18 H18 0.9500 . ?
C17 C16 1.382(6) . ?
C17 H17 0.9500 . ?
C16 C15 1.390(6) . ?
C16 H16 0.9500 . ?
C15 C14 1.393(5) . ?
C15 H15 0.9500 . ?
C14 H14 0.9500 . ?
C19 C20 1.390(5) . ?
C19 C24 1.397(5) . ?
C19 P1 1.801(3) . ?
C24 C23 1.390(5) . ?
C24 H24 0.9500 . ?
C23 C22 1.396(5) . ?
C23 H23 0.9500 . ?
C22 C21 1.376(6) . ?
C22 H22 0.9500 . ?
C21 C20 1.379(5) . ?
C21 H21 0.9500 . ?
C20 H20 0.9500 . ?
C7 C12 1.391(4) . ?
C7 C8 1.405(4) . ?
C7 P1 1.787(3) . ?
C8 C9 1.384(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.376(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(5) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C1 C2 1.381(5) . ?
C1 C6 1.390(5) . ?
C1 Se1 1.917(3) . ?
C2 C3 1.384(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.382(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.407(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
Cl1 Ga1 2.1700(8) . ?
Cl2 Ga1 2.1648(10) . ?
Cl3 Ga1 2.1691(9) . ?
Cl4 Ga1 2.1731(10) . ?
P1 Se1 2.2318(9) . ?

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
C14 C13 C18 120.8(3) . . ?
C14 C13 P1 119.4(3) . . ?
C18 C13 P1 119.5(3) . . ?
C17 C18 C13 118.9(3) . . ?
C17 C18 H18 120.6 . . ?
C13 C18 H18 120.6 . . ?
C16 C17 C18 120.7(4) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C15 C14 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C14 C13 119.2(3) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C20 C19 C24 120.2(3) . . ?
C20 C19 P1 121.5(3) . . ?
C24 C19 P1 118.2(2) . . ?
C23 C24 C19 119.5(3) . . ?
C23 C24 H24 120.2 . . ?
C19 C24 H24 120.2 . . ?
C24 C23 C22 119.7(3) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C21 C22 C23 120.1(3) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C22 C21 C20 120.7(3) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C20 C19 119.7(4) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C12 C7 C8 120.3(3) . . ?
C12 C7 P1 120.9(2) . . ?
C8 C7 P1 118.2(2) . . ?
C9 C8 C7 119.5(3) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 119.9(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 120.5(3) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.5(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C7 119.2(3) . . ?
C11 C12 H12 120.4 . . ?
C7 C12 H12 120.4 . . ?
C2 C1 C6 121.6(3) . . ?
C2 C1 Se1 118.9(2) . . ?
C6 C1 Se1 119.5(3) . . ?
C1 C2 C3 119.1(3) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.5(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 118.3(3) . . ?
C1 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
Cl2 Ga1 Cl3 109.95(4) . . ?
Cl2 Ga1 Cl1 108.90(4) . . ?
Cl3 Ga1 Cl1 109.88(4) . . ?
Cl2 Ga1 Cl4 108.19(4) . . ?
Cl3 Ga1 Cl4 111.21(5) . . ?
Cl1 Ga1 Cl4 108.66(4) . . ?
C7 P1 C13 110.41(15) . . ?
C7 P1 C19 110.46(15) . . ?
C13 P1 C19 108.18(15) . . ?
C7 P1 Se1 108.57(10) . . ?
C13 P1 Se1 112.00(11) . . ?
C19 P1 Se1 107.18(11) . . ?
C1 Se1 P1 96.71(10) . . ?

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
C14 C13 C18 C17 -0.9(5) . . . . ?
P1 C13 C18 C17 -173.7(3) . . . . ?
C13 C18 C17 C16 0.1(5) . . . . ?
C18 C17 C16 C15 1.0(5) . . . . ?
C17 C16 C15 C14 -1.3(5) . . . . ?
C16 C15 C14 C13 0.4(5) . . . . ?
C18 C13 C14 C15 0.7(5) . . . . ?
P1 C13 C14 C15 173.4(3) . . . . ?
C20 C19 C24 C23 -0.2(6) . . . . ?
P1 C19 C24 C23 177.7(3) . . . . ?
C19 C24 C23 C22 -0.3(6) . . . . ?
C24 C23 C22 C21 0.8(6) . . . . ?
C23 C22 C21 C20 -0.8(6) . . . . ?
C22 C21 C20 C19 0.2(6) . . . . ?
C24 C19 C20 C21 0.3(6) . . . . ?
P1 C19 C20 C21 -177.6(3) . . . . ?
C12 C7 C8 C9 1.4(5) . . . . ?
P1 C7 C8 C9 172.9(3) . . . . ?
C7 C8 C9 C10 -0.9(5) . . . . ?
C8 C9 C10 C11 0.0(5) . . . . ?
C9 C10 C11 C12 0.3(5) . . . . ?
C10 C11 C12 C7 0.2(5) . . . . ?
C8 C7 C12 C11 -1.1(5) . . . . ?
P1 C7 C12 C11 -172.4(3) . . . . ?
C6 C1 C2 C3 -1.8(5) . . . . ?
Se1 C1 C2 C3 175.9(3) . . . . ?
C1 C2 C3 C4 2.3(5) . . . . ?
C2 C3 C4 C5 -1.7(6) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C2 C1 C6 C5 0.6(5) . . . . ?
Se1 C1 C6 C5 -177.1(3) . . . . ?
C4 C5 C6 C1 0.1(6) . . . . ?
C12 C7 P1 C13 -33.4(3) . . . . ?
C8 C7 P1 C13 155.1(2) . . . . ?
C12 C7 P1 C19 -153.0(3) . . . . ?
C8 C7 P1 C19 35.5(3) . . . . ?
C12 C7 P1 Se1 89.7(3) . . . . ?
C8 C7 P1 Se1 -81.7(3) . . . . ?
C14 C13 P1 C7 145.5(3) . . . . ?
C18 C13 P1 C7 -41.6(3) . . . . ?
C14 C13 P1 C19 -93.5(3) . . . . ?
C18 C13 P1 C19 79.4(3) . . . . ?
C14 C13 P1 Se1 24.4(3) . . . . ?
C18 C13 P1 Se1 -162.7(2) . . . . ?
C20 C19 P1 C7 -129.2(3) . . . . ?
C24 C19 P1 C7 52.9(3) . . . . ?
C20 C19 P1 C13 109.9(3) . . . . ?
C24 C19 P1 C13 -68.1(3) . . . . ?
C20 C19 P1 Se1 -11.1(3) . . . . ?
C24 C19 P1 Se1 171.0(3) . . . . ?
C2 C1 Se1 P1 95.1(3) . . . . ?
C6 C1 Se1 P1 -87.2(3) . . . . ?
C7 P1 Se1 C1 -30.62(14) . . . . ?
C13 P1 Se1 C1 91.55(15) . . . . ?
C19 P1 Se1 C1 -149.95(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.875
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.101
_database_code_depnum_ccdc_archive 'CCDC 1015640'
