# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2013


#######################################################################
#
#                 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_hua46
_database_code_depnum_ccdc_archive 'CCDC 914877'
#TrackingRef 'Compound 5.cif'
_audit_update_record             
;
2011-03-17 # Formatted by publCIF
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H20 O2 P2 Se4'
_chemical_formula_sum            'C17 H20 O2 P2 Se4'
_chemical_formula_weight         634.11
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'
O O 0.0106 0.0060 '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'
_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                   8.935(3)
_cell_length_b                   21.352(8)
_cell_length_c                   11.253(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.026(11)
_cell_angle_gamma                90.00
_cell_volume                     2145.6(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    7791
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      29.3
_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1216
_exptl_absorpt_coefficient_mu    6.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.490
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13246
_diffrn_reflns_av_R_equivalents  0.0883
_diffrn_reflns_av_sigmaI/netI    0.0758
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         25.31
_reflns_number_total             3846
_reflns_number_gt                3270
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku Corp., 2004)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2004)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0428P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3846
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.0986
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_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
Se1 Se 0.85633(5) 0.17387(2) 0.88713(4) 0.01967(15) Uani 1 1 d . . .
Se2 Se 0.43970(5) 0.16528(2) 0.56345(4) 0.02354(15) Uani 1 1 d . . .
Se3 Se 0.75500(5) 0.07632(2) 1.12607(4) 0.02464(16) Uani 1 1 d . . .
Se4 Se 0.19236(6) 0.26631(2) 0.72609(4) 0.02717(16) Uani 1 1 d . . .
P1 P 0.70273(12) 0.09973(6) 0.94925(10) 0.0160(3) Uani 1 1 d . . .
P2 P 0.24119(13) 0.17413(5) 0.67960(10) 0.0163(3) Uani 1 1 d . . .
O1 O 0.5425(3) 0.13115(14) 0.9220(3) 0.0176(7) Uani 1 1 d . . .
O2 O 0.2676(4) 0.12599(15) 0.7860(3) 0.0243(7) Uani 1 1 d . . .
C1 C 0.7608(5) 0.1893(2) 0.7297(4) 0.0228(11) Uani 1 1 d . . .
H1A H 0.8379 0.2040 0.6751 0.027 Uiso 1 1 calc R . .
H1B H 0.7201 0.1493 0.6979 0.027 Uiso 1 1 calc R . .
C2 C 0.6346(5) 0.2376(2) 0.7310(4) 0.0225(11) Uani 1 1 d . . .
H2A H 0.5637 0.2260 0.7930 0.027 Uiso 1 1 calc R . .
H2B H 0.6771 0.2792 0.7517 0.027 Uiso 1 1 calc R . .
C3 C 0.5503(5) 0.2417(2) 0.6111(4) 0.0272(12) Uani 1 1 d . . .
H3A H 0.6230 0.2514 0.5493 0.033 Uiso 1 1 calc R . .
H3B H 0.4786 0.2769 0.6136 0.033 Uiso 1 1 calc R . .
C4 C 0.4057(4) 0.1049(2) 0.9688(4) 0.0191(10) Uani 1 1 d . . .
H4A H 0.4057 0.1095 1.0564 0.023 Uiso 1 1 calc R . .
H4B H 0.3971 0.0598 0.9489 0.023 Uiso 1 1 calc R . .
C5 C 0.2788(5) 0.1408(2) 0.9116(4) 0.0225(11) Uani 1 1 d . . .
H5A H 0.1840 0.1298 0.9496 0.027 Uiso 1 1 calc R . .
H5B H 0.2960 0.1863 0.9223 0.027 Uiso 1 1 calc R . .
C6 C 0.7088(5) 0.0333(2) 0.8483(4) 0.0178(10) Uani 1 1 d . . .
C7 C 0.8260(5) -0.0090(2) 0.8593(4) 0.0189(10) Uani 1 1 d . . .
H7A H 0.9053 -0.0020 0.9163 0.023 Uiso 1 1 calc R . .
C8 C 0.8275(5) -0.0616(2) 0.7867(4) 0.0216(10) Uani 1 1 d . . .
H8A H 0.9080 -0.0906 0.7941 0.026 Uiso 1 1 calc R . .
C9 C 0.7127(5) -0.0720(2) 0.7040(4) 0.0213(10) Uani 1 1 d . . .
H9A H 0.7135 -0.1083 0.6552 0.026 Uiso 1 1 calc R . .
C10 C 0.5958(5) -0.0294(2) 0.6920(4) 0.0228(10) Uani 1 1 d . . .
H10A H 0.5168 -0.0369 0.6351 0.027 Uiso 1 1 calc R . .
C11 C 0.5929(5) 0.0242(2) 0.7622(4) 0.0195(10) Uani 1 1 d . . .
H11A H 0.5144 0.0540 0.7521 0.023 Uiso 1 1 calc R . .
C12 C 0.0947(5) 0.1366(2) 0.5916(4) 0.0171(10) Uani 1 1 d . . .
C13 C 0.0407(5) 0.1675(2) 0.4905(4) 0.0197(10) Uani 1 1 d . . .
H13A H 0.0850 0.2059 0.4673 0.024 Uiso 1 1 calc R . .
C14 C -0.0785(5) 0.1424(2) 0.4227(4) 0.0248(11) Uani 1 1 d . . .
H14A H -0.1143 0.1630 0.3524 0.030 Uiso 1 1 calc R . .
C15 C -0.1441(5) 0.0872(2) 0.4591(4) 0.0262(11) Uani 1 1 d . . .
H15A H -0.2256 0.0700 0.4134 0.031 Uiso 1 1 calc R . .
C16 C -0.0932(5) 0.0571(2) 0.5598(4) 0.0297(12) Uani 1 1 d . . .
H16A H -0.1410 0.0197 0.5843 0.036 Uiso 1 1 calc R . .
C17 C 0.0289(5) 0.0808(2) 0.6272(4) 0.0215(10) Uani 1 1 d . . .
H17A H 0.0661 0.0593 0.6960 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
Se1 C1 1.967(5) . ?
Se1 P1 2.2240(13) . ?
Se2 C3 1.972(5) . ?
Se2 P2 2.2482(13) . ?
Se3 P1 2.0885(14) . ?
Se4 P2 2.0865(14) . ?
P1 O1 1.601(3) . ?
P1 C6 1.818(5) . ?
P2 O2 1.590(3) . ?
P2 C12 1.801(4) . ?
O1 C4 1.460(5) . ?
O2 C5 1.449(5) . ?
C1 C2 1.528(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.525(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.496(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.385(6) . ?
C6 C11 1.407(6) . ?
C7 C8 1.390(6) . ?
C7 H7A 0.9500 . ?
C8 C9 1.378(6) . ?
C8 H8A 0.9500 . ?
C9 C10 1.388(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.392(6) . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9500 . ?
C12 C13 1.387(6) . ?
C12 C17 1.394(6) . ?
C13 C14 1.395(6) . ?
C13 H13A 0.9500 . ?
C14 C15 1.386(7) . ?
C14 H14A 0.9500 . ?
C15 C16 1.367(7) . ?
C15 H15A 0.9500 . ?
C16 C17 1.401(7) . ?
C16 H16A 0.9500 . ?
C17 H17A 0.9500 . ?
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
C1 Se1 P1 98.61(15) . . ?
C3 Se2 P2 99.83(14) . . ?
O1 P1 C6 104.67(19) . . ?
O1 P1 Se3 116.82(12) . . ?
C6 P1 Se3 113.44(16) . . ?
O1 P1 Se1 101.49(12) . . ?
C6 P1 Se1 109.04(14) . . ?
Se3 P1 Se1 110.50(5) . . ?
O2 P2 C12 102.25(19) . . ?
O2 P2 Se4 116.61(13) . . ?
C12 P2 Se4 113.77(15) . . ?
O2 P2 Se2 106.54(13) . . ?
C12 P2 Se2 102.46(14) . . ?
Se4 P2 Se2 113.66(5) . . ?
C4 O1 P1 121.6(3) . . ?
C5 O2 P2 126.7(3) . . ?
C2 C1 Se1 113.6(3) . . ?
C2 C1 H1A 108.8 . . ?
Se1 C1 H1A 108.8 . . ?
C2 C1 H1B 108.8 . . ?
Se1 C1 H1B 108.8 . . ?
H1A C1 H1B 107.7 . . ?
C3 C2 C1 111.8(4) . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 Se2 114.9(3) . . ?
C2 C3 H3A 108.6 . . ?
Se2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
Se2 C3 H3B 108.6 . . ?
H3A C3 H3B 107.5 . . ?
O1 C4 C5 106.2(3) . . ?
O1 C4 H4A 110.5 . . ?
C5 C4 H4A 110.5 . . ?
O1 C4 H4B 110.5 . . ?
C5 C4 H4B 110.5 . . ?
H4A C4 H4B 108.7 . . ?
O2 C5 C4 109.4(4) . . ?
O2 C5 H5A 109.8 . . ?
C4 C5 H5A 109.8 . . ?
O2 C5 H5B 109.8 . . ?
C4 C5 H5B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
C7 C6 C11 120.5(4) . . ?
C7 C6 P1 119.5(3) . . ?
C11 C6 P1 120.0(3) . . ?
C6 C7 C8 119.9(4) . . ?
C6 C7 H7A 120.1 . . ?
C8 C7 H7A 120.1 . . ?
C9 C8 C7 120.3(4) . . ?
C9 C8 H8A 119.9 . . ?
C7 C8 H8A 119.9 . . ?
C8 C9 C10 120.0(4) . . ?
C8 C9 H9A 120.0 . . ?
C10 C9 H9A 120.0 . . ?
C9 C10 C11 120.9(4) . . ?
C9 C10 H10A 119.6 . . ?
C11 C10 H10A 119.6 . . ?
C10 C11 C6 118.5(4) . . ?
C10 C11 H11A 120.8 . . ?
C6 C11 H11A 120.8 . . ?
C13 C12 C17 120.3(4) . . ?
C13 C12 P2 117.7(3) . . ?
C17 C12 P2 121.9(4) . . ?
C12 C13 C14 120.2(4) . . ?
C12 C13 H13A 119.9 . . ?
C14 C13 H13A 119.9 . . ?
C15 C14 C13 119.2(5) . . ?
C15 C14 H14A 120.4 . . ?
C13 C14 H14A 120.4 . . ?
C16 C15 C14 120.9(5) . . ?
C16 C15 H15A 119.6 . . ?
C14 C15 H15A 119.6 . . ?
C15 C16 C17 120.6(5) . . ?
C15 C16 H16A 119.7 . . ?
C17 C16 H16A 119.7 . . ?
C12 C17 C16 118.8(5) . . ?
C12 C17 H17A 120.6 . . ?
C16 C17 H17A 120.6 . . ?
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
C1 Se1 P1 O1 -49.50(18) . . . . ?
C1 Se1 P1 C6 60.6(2) . . . . ?
C1 Se1 P1 Se3 -174.08(14) . . . . ?
C3 Se2 P2 O2 -103.6(2) . . . . ?
C3 Se2 P2 C12 149.4(2) . . . . ?
C3 Se2 P2 Se4 26.21(15) . . . . ?
C6 P1 O1 C4 78.6(3) . . . . ?
Se3 P1 O1 C4 -47.8(3) . . . . ?
Se1 P1 O1 C4 -168.0(3) . . . . ?
C12 P2 O2 C5 -132.6(3) . . . . ?
Se4 P2 O2 C5 -7.9(4) . . . . ?
Se2 P2 O2 C5 120.2(3) . . . . ?
P1 Se1 C1 C2 87.0(3) . . . . ?
Se1 C1 C2 C3 -172.4(3) . . . . ?
C1 C2 C3 Se2 65.2(4) . . . . ?
P2 Se2 C3 C2 76.6(3) . . . . ?
P1 O1 C4 C5 -172.3(3) . . . . ?
P2 O2 C5 C4 -136.3(3) . . . . ?
O1 C4 C5 O2 68.5(4) . . . . ?
O1 P1 C6 C7 -172.0(3) . . . . ?
Se3 P1 C6 C7 -43.5(4) . . . . ?
Se1 P1 C6 C7 80.1(4) . . . . ?
O1 P1 C6 C11 6.3(4) . . . . ?
Se3 P1 C6 C11 134.7(3) . . . . ?
Se1 P1 C6 C11 -101.7(3) . . . . ?
C11 C6 C7 C8 -1.6(6) . . . . ?
P1 C6 C7 C8 176.6(3) . . . . ?
C6 C7 C8 C9 -0.1(7) . . . . ?
C7 C8 C9 C10 0.7(7) . . . . ?
C8 C9 C10 C11 0.3(7) . . . . ?
C9 C10 C11 C6 -2.0(6) . . . . ?
C7 C6 C11 C10 2.6(6) . . . . ?
P1 C6 C11 C10 -175.6(3) . . . . ?
O2 P2 C12 C13 178.5(3) . . . . ?
Se4 P2 C12 C13 51.9(4) . . . . ?
Se2 P2 C12 C13 -71.2(3) . . . . ?
O2 P2 C12 C17 3.3(4) . . . . ?
Se4 P2 C12 C17 -123.3(3) . . . . ?
Se2 P2 C12 C17 113.5(4) . . . . ?
C17 C12 C13 C14 -1.0(7) . . . . ?
P2 C12 C13 C14 -176.3(3) . . . . ?
C12 C13 C14 C15 1.4(7) . . . . ?
C13 C14 C15 C16 -0.2(7) . . . . ?
C14 C15 C16 C17 -1.4(7) . . . . ?
C13 C12 C17 C16 -0.6(6) . . . . ?
P2 C12 C17 C16 174.5(3) . . . . ?
C15 C16 C17 C12 1.8(7) . . . . ?
_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.980
_refine_diff_density_min         -0.778
_refine_diff_density_rms         0.165


data_hua43
_database_code_depnum_ccdc_archive 'CCDC 914878'
#TrackingRef 'Compound 6.cif'
_audit_update_record             
;
2011-03-17 # Formatted by publCIF
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H22 O2 P2 Se4'
_chemical_formula_sum            'C22 H22 O2 P2 Se4'
_chemical_formula_weight         696.18
_chemical_absolute_configuration ad
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'
O O 0.0106 0.0060 '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'
_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   P2(1)2(1)2(1)
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
_cell_length_a                   9.139(2)
_cell_length_b                   9.953(2)
_cell_length_c                   26.516(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2411.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    6865
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      28.0
_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1344
_exptl_absorpt_coefficient_mu    6.234
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.673
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24622
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         25.32
_reflns_number_total             4387
_reflns_number_gt                4316
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku Corp., 2004)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2004)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0230P)²+3.5235P] 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   0.029(9)
_refine_ls_number_reflns         4387
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0274
_refine_ls_wR_factor_ref         0.0632
_refine_ls_wR_factor_gt          0.0628
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.000
_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
Se1 Se 0.04980(5) 0.01850(4) 0.029502(16) 0.02156(11) Uani 1 1 d . . .
Se2 Se 0.38558(4) 0.37206(5) 0.091746(15) 0.01955(10) Uani 1 1 d . . .
Se3 Se 0.26384(5) -0.26763(5) 0.076241(17) 0.02699(12) Uani 1 1 d . . .
Se4 Se 0.56046(5) 0.36975(5) 0.209405(15) 0.02189(11) Uani 1 1 d . . .
P1 P 0.10637(11) -0.12180(11) 0.09212(4) 0.0182(2) Uani 1 1 d . . .
P2 P 0.35802(12) 0.34193(11) 0.17425(4) 0.0164(2) Uani 1 1 d . . .
O1 O 0.1482(3) -0.0199(3) 0.13675(11) 0.0234(7) Uani 1 1 d . . .
O2 O 0.2851(3) 0.1966(3) 0.18222(10) 0.0177(6) Uani 1 1 d . . .
C1 C 0.2522(5) 0.0862(4) 0.01615(16) 0.0213(9) Uani 1 1 d . . .
H1A H 0.3042 0.1034 0.0483 0.026 Uiso 1 1 calc R . .
H1B H 0.3086 0.0195 -0.0036 0.026 Uiso 1 1 calc R . .
C2 C 0.2346(5) 0.2145(5) -0.01327(15) 0.0200(9) Uani 1 1 d . . .
C3 C 0.2523(5) 0.2106(5) -0.06579(16) 0.0254(10) Uani 1 1 d . . .
H3A H 0.2828 0.1302 -0.0820 0.030 Uiso 1 1 calc R . .
C4 C 0.2245(5) 0.3272(5) -0.09429(17) 0.0325(12) Uani 1 1 d . . .
H4A H 0.2391 0.3264 -0.1298 0.039 Uiso 1 1 calc R . .
C5 C 0.1763(5) 0.4419(5) -0.07092(19) 0.0286(11) Uani 1 1 d . . .
H5A H 0.1529 0.5186 -0.0906 0.034 Uiso 1 1 calc R . .
C6 C 0.1614(5) 0.4476(5) -0.01905(17) 0.0246(10) Uani 1 1 d . . .
H6A H 0.1302 0.5286 -0.0035 0.030 Uiso 1 1 calc R . .
C7 C 0.1918(5) 0.3350(5) 0.01051(16) 0.0221(10) Uani 1 1 d . . .
C8 C 0.1807(5) 0.3465(5) 0.06660(15) 0.0229(10) Uani 1 1 d . . .
H8A H 0.1373 0.2640 0.0811 0.027 Uiso 1 1 calc R . .
H8B H 0.1189 0.4242 0.0761 0.027 Uiso 1 1 calc R . .
C9 C 0.2652(5) -0.0399(4) 0.17249(16) 0.0207(9) Uani 1 1 d . . .
H9A H 0.3184 -0.1239 0.1645 0.025 Uiso 1 1 calc R . .
H9B H 0.2247 -0.0477 0.2070 0.025 Uiso 1 1 calc R . .
C10 C 0.3675(5) 0.0774(4) 0.16963(16) 0.0209(9) Uani 1 1 d . . .
H10A H 0.4494 0.0654 0.1936 0.025 Uiso 1 1 calc R . .
H10B H 0.4085 0.0854 0.1352 0.025 Uiso 1 1 calc R . .
C11 C -0.0724(5) -0.1837(4) 0.10994(15) 0.0199(9) Uani 1 1 d . . .
C12 C -0.1488(5) -0.2679(5) 0.07709(18) 0.0269(10) Uani 1 1 d . . .
H12A H -0.1064 -0.2936 0.0458 0.032 Uiso 1 1 calc R . .
C13 C -0.2862(5) -0.3138(5) 0.0901(2) 0.0329(11) Uani 1 1 d . . .
H13A H -0.3392 -0.3686 0.0672 0.039 Uiso 1 1 calc R . .
C14 C -0.3478(5) -0.2812(5) 0.13604(19) 0.0301(11) Uani 1 1 d . . .
H14A H -0.4408 -0.3164 0.1450 0.036 Uiso 1 1 calc R . .
C15 C -0.2741(5) -0.1975(5) 0.16891(17) 0.0310(11) Uani 1 1 d . . .
H15A H -0.3170 -0.1739 0.2003 0.037 Uiso 1 1 calc R . .
C16 C -0.1360(5) -0.1473(5) 0.15580(15) 0.0273(11) Uani 1 1 d . . .
H16A H -0.0857 -0.0887 0.1781 0.033 Uiso 1 1 calc R . .
C17 C 0.2114(5) 0.4456(5) 0.19670(15) 0.0188(9) Uani 1 1 d . . .
C18 C 0.0635(5) 0.4155(4) 0.18589(15) 0.0188(9) Uani 1 1 d . . .
H18A H 0.0398 0.3374 0.1670 0.023 Uiso 1 1 calc R . .
C19 C -0.0450(5) 0.4981(5) 0.20254(16) 0.0252(10) Uani 1 1 d . . .
H19A H -0.1439 0.4781 0.1944 0.030 Uiso 1 1 calc R . .
C20 C -0.0134(5) 0.6111(5) 0.23131(17) 0.0276(11) Uani 1 1 d . . .
H20A H -0.0902 0.6671 0.2433 0.033 Uiso 1 1 calc R . .
C21 C 0.1321(5) 0.6418(5) 0.24244(17) 0.0265(10) Uani 1 1 d . . .
H21A H 0.1543 0.7182 0.2625 0.032 Uiso 1 1 calc R . .
C22 C 0.2433(5) 0.5621(4) 0.22452(15) 0.0227(10) Uani 1 1 d . . .
H22A H 0.3422 0.5859 0.2310 0.027 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
Se1 C1 2.000(4) . ?
Se1 P1 2.2303(12) . ?
Se2 C8 2.003(4) . ?
Se2 P2 2.2225(12) . ?
Se3 P1 2.0869(13) . ?
Se4 P2 2.0900(12) . ?
P1 O1 1.604(3) . ?
P1 C11 1.809(4) . ?
P2 O2 1.607(3) . ?
P2 C17 1.793(4) . ?
O1 C9 1.443(5) . ?
O2 C10 1.444(5) . ?
C1 C2 1.505(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.403(6) . ?
C2 C7 1.411(6) . ?
C3 C4 1.408(7) . ?
C3 H3A 0.9500 . ?
C4 C5 1.372(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.383(7) . ?
C5 H5A 0.9500 . ?
C6 C7 1.395(6) . ?
C6 H6A 0.9500 . ?
C7 C8 1.495(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.498(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C16 1.395(6) . ?
C11 C12 1.396(6) . ?
C12 C13 1.380(7) . ?
C12 H12A 0.9500 . ?
C13 C14 1.379(7) . ?
C13 H13A 0.9500 . ?
C14 C15 1.381(7) . ?
C14 H14A 0.9500 . ?
C15 C16 1.401(7) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C22 1.405(6) . ?
C17 C18 1.414(6) . ?
C18 C19 1.362(6) . ?
C18 H18A 0.9500 . ?
C19 C20 1.390(7) . ?
C19 H19A 0.9500 . ?
C20 C21 1.396(7) . ?
C20 H20A 0.9500 . ?
C21 C22 1.374(6) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
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
C1 Se1 P1 97.37(13) . . ?
C8 Se2 P2 101.81(13) . . ?
O1 P1 C11 103.75(18) . . ?
O1 P1 Se3 115.09(12) . . ?
C11 P1 Se3 116.02(15) . . ?
O1 P1 Se1 102.04(12) . . ?
C11 P1 Se1 101.44(14) . . ?
Se3 P1 Se1 116.43(5) . . ?
O2 P2 C17 99.46(18) . . ?
O2 P2 Se4 115.34(12) . . ?
C17 P2 Se4 115.93(15) . . ?
O2 P2 Se2 107.33(11) . . ?
C17 P2 Se2 109.50(14) . . ?
Se4 P2 Se2 108.71(5) . . ?
C9 O1 P1 125.0(3) . . ?
C10 O2 P2 119.5(2) . . ?
C2 C1 Se1 106.2(3) . . ?
C2 C1 H1A 110.5 . . ?
Se1 C1 H1A 110.5 . . ?
C2 C1 H1B 110.5 . . ?
Se1 C1 H1B 110.5 . . ?
H1A C1 H1B 108.7 . . ?
C3 C2 C7 119.9(4) . . ?
C3 C2 C1 118.6(4) . . ?
C7 C2 C1 121.3(4) . . ?
C2 C3 C4 119.3(4) . . ?
C2 C3 H3A 120.3 . . ?
C4 C3 H3A 120.3 . . ?
C5 C4 C3 120.1(4) . . ?
C5 C4 H4A 120.0 . . ?
C3 C4 H4A 120.0 . . ?
C4 C5 C6 121.0(5) . . ?
C4 C5 H5A 119.5 . . ?
C6 C5 H5A 119.5 . . ?
C5 C6 C7 120.4(5) . . ?
C5 C6 H6A 119.8 . . ?
C7 C6 H6A 119.8 . . ?
C6 C7 C2 119.1(4) . . ?
C6 C7 C8 119.0(4) . . ?
C2 C7 C8 121.9(4) . . ?
C7 C8 Se2 106.1(3) . . ?
C7 C8 H8A 110.5 . . ?
Se2 C8 H8A 110.5 . . ?
C7 C8 H8B 110.5 . . ?
Se2 C8 H8B 110.5 . . ?
H8A C8 H8B 108.7 . . ?
O1 C9 C10 108.8(3) . . ?
O1 C9 H9A 109.9 . . ?
C10 C9 H9A 109.9 . . ?
O1 C9 H9B 109.9 . . ?
C10 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
O2 C10 C9 107.7(3) . . ?
O2 C10 H10A 110.2 . . ?
C9 C10 H10A 110.2 . . ?
O2 C10 H10B 110.2 . . ?
C9 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
C16 C11 C12 119.4(4) . . ?
C16 C11 P1 121.0(3) . . ?
C12 C11 P1 119.6(3) . . ?
C13 C12 C11 119.8(4) . . ?
C13 C12 H12A 120.1 . . ?
C11 C12 H12A 120.1 . . ?
C14 C13 C12 121.0(5) . . ?
C14 C13 H13A 119.5 . . ?
C12 C13 H13A 119.5 . . ?
C13 C14 C15 120.0(4) . . ?
C13 C14 H14A 120.0 . . ?
C15 C14 H14A 120.0 . . ?
C14 C15 C16 119.9(5) . . ?
C14 C15 H15A 120.1 . . ?
C16 C15 H15A 120.1 . . ?
C11 C16 C15 119.9(4) . . ?
C11 C16 H16A 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C22 C17 C18 118.7(4) . . ?
C22 C17 P2 119.6(3) . . ?
C18 C17 P2 121.7(3) . . ?
C19 C18 C17 120.2(4) . . ?
C19 C18 H18A 119.9 . . ?
C17 C18 H18A 119.9 . . ?
C18 C19 C20 121.0(4) . . ?
C18 C19 H19A 119.5 . . ?
C20 C19 H19A 119.5 . . ?
C19 C20 C21 119.4(4) . . ?
C19 C20 H20A 120.3 . . ?
C21 C20 H20A 120.3 . . ?
C22 C21 C20 120.4(4) . . ?
C22 C21 H21A 119.8 . . ?
C20 C21 H21A 119.8 . . ?
C21 C22 C17 120.3(4) . . ?
C21 C22 H22A 119.9 . . ?
C17 C22 H22A 119.9 . . ?
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
C1 Se1 P1 O1 70.15(18) . . . . ?
C1 Se1 P1 C11 177.1(2) . . . . ?
C1 Se1 P1 Se3 -56.02(14) . . . . ?
C8 Se2 P2 O2 56.25(19) . . . . ?
C8 Se2 P2 C17 -50.8(2) . . . . ?
C8 Se2 P2 Se4 -178.36(15) . . . . ?
C11 P1 O1 C9 113.3(3) . . . . ?
Se3 P1 O1 C9 -14.5(4) . . . . ?
Se1 P1 O1 C9 -141.6(3) . . . . ?
C17 P2 O2 C10 -178.9(3) . . . . ?
Se4 P2 O2 C10 -54.2(3) . . . . ?
Se2 P2 O2 C10 67.1(3) . . . . ?
P1 Se1 C1 C2 -162.1(3) . . . . ?
Se1 C1 C2 C3 -99.5(4) . . . . ?
Se1 C1 C2 C7 76.3(5) . . . . ?
C7 C2 C3 C4 -1.1(7) . . . . ?
C1 C2 C3 C4 174.8(4) . . . . ?
C2 C3 C4 C5 -2.0(7) . . . . ?
C3 C4 C5 C6 3.3(7) . . . . ?
C4 C5 C6 C7 -1.6(7) . . . . ?
C5 C6 C7 C2 -1.5(7) . . . . ?
C5 C6 C7 C8 177.3(4) . . . . ?
C3 C2 C7 C6 2.8(7) . . . . ?
C1 C2 C7 C6 -173.0(4) . . . . ?
C3 C2 C7 C8 -176.0(4) . . . . ?
C1 C2 C7 C8 8.2(7) . . . . ?
C6 C7 C8 Se2 -99.4(4) . . . . ?
C2 C7 C8 Se2 79.4(5) . . . . ?
P2 Se2 C8 C7 -168.0(3) . . . . ?
P1 O1 C9 C10 122.7(3) . . . . ?
P2 O2 C10 C9 -170.6(3) . . . . ?
O1 C9 C10 O2 60.4(4) . . . . ?
O1 P1 C11 C16 -4.4(4) . . . . ?
Se3 P1 C11 C16 122.8(3) . . . . ?
Se1 P1 C11 C16 -110.0(4) . . . . ?
O1 P1 C11 C12 174.8(4) . . . . ?
Se3 P1 C11 C12 -57.9(4) . . . . ?
Se1 P1 C11 C12 69.2(4) . . . . ?
C16 C11 C12 C13 0.3(7) . . . . ?
P1 C11 C12 C13 -179.0(4) . . . . ?
C11 C12 C13 C14 -2.1(7) . . . . ?
C12 C13 C14 C15 2.4(8) . . . . ?
C13 C14 C15 C16 -0.9(7) . . . . ?
C12 C11 C16 C15 1.3(7) . . . . ?
P1 C11 C16 C15 -179.5(4) . . . . ?
C14 C15 C16 C11 -0.9(7) . . . . ?
O2 P2 C17 C22 142.4(3) . . . . ?
Se4 P2 C17 C22 18.1(4) . . . . ?
Se2 P2 C17 C22 -105.3(3) . . . . ?
O2 P2 C17 C18 -39.5(4) . . . . ?
Se4 P2 C17 C18 -163.8(3) . . . . ?
Se2 P2 C17 C18 72.8(4) . . . . ?
C22 C17 C18 C19 -0.4(6) . . . . ?
P2 C17 C18 C19 -178.5(3) . . . . ?
C17 C18 C19 C20 -1.5(6) . . . . ?
C18 C19 C20 C21 1.3(7) . . . . ?
C19 C20 C21 C22 1.0(7) . . . . ?
C20 C21 C22 C17 -2.9(7) . . . . ?
C18 C17 C22 C21 2.6(6) . . . . ?
P2 C17 C22 C21 -179.3(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.091


data_hua44
_database_code_depnum_ccdc_archive 'CCDC 914879'
#TrackingRef 'Compound 7.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 O2 P2 Se4'
_chemical_formula_sum            'C16 H18 O2 P2 Se4'
_chemical_formula_weight         620.08
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'
O O 0.0106 0.0060 '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'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a                   26.370(7)
_cell_length_b                   7.177(2)
_cell_length_c                   22.019(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.462(8)
_cell_angle_gamma                90.00
_cell_volume                     4110(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    7000
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      29.0
_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.004
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2368
_exptl_absorpt_coefficient_mu    7.302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.442
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12836
_diffrn_reflns_av_R_equivalents  0.0739
_diffrn_reflns_av_sigmaI/netI    0.0741
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         25.35
_reflns_number_total             3719
_reflns_number_gt                3042
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku Corp., 2004)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2004)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0158P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3719
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0684
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_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
Se1 Se 0.646414(19) 0.00274(7) 0.02787(2) 0.02834(14) Uani 1 1 d . . .
Se2 Se 0.730822(17) 0.24380(7) 0.14726(2) 0.02931(15) Uani 1 1 d . . .
Se3 Se 0.536165(17) 0.31795(7) -0.01538(2) 0.02911(15) Uani 1 1 d . . .
Se4 Se 0.758402(17) 0.71264(7) 0.12505(2) 0.03066(15) Uani 1 1 d . . .
P1 P 0.59595(4) 0.17167(17) -0.04424(6) 0.0199(3) Uani 1 1 d . . .
P2 P 0.69828(4) 0.51975(17) 0.11694(6) 0.0201(3) Uani 1 1 d . . .
O1 O 0.63455(11) 0.2931(4) -0.07747(14) 0.0254(8) Uani 1 1 d . . .
O2 O 0.66556(10) 0.4949(4) 0.04977(14) 0.0197(7) Uani 1 1 d . . .
C1 C 0.62489(16) 0.1069(7) 0.1021(2) 0.0256(11) Uani 1 1 d . . .
H1A H 0.6123 0.2356 0.0933 0.031 Uiso 1 1 calc R . .
H1B H 0.5960 0.0319 0.1126 0.031 Uiso 1 1 calc R . .
C2 C 0.66814(17) 0.1099(6) 0.1573(2) 0.0266(11) Uani 1 1 d . . .
H2A H 0.6776 -0.0206 0.1685 0.032 Uiso 1 1 calc R . .
H2B H 0.6546 0.1658 0.1925 0.032 Uiso 1 1 calc R . .
C3 C 0.64914(17) 0.4826(6) -0.0606(2) 0.0252(11) Uani 1 1 d . . .
H3A H 0.6182 0.5516 -0.0534 0.030 Uiso 1 1 calc R . .
H3B H 0.6619 0.5427 -0.0957 0.030 Uiso 1 1 calc R . .
C4 C 0.68963(16) 0.4993(7) -0.0045(2) 0.0248(11) Uani 1 1 d . . .
H4A H 0.7144 0.3951 -0.0033 0.030 Uiso 1 1 calc R . .
H4B H 0.7087 0.6176 -0.0059 0.030 Uiso 1 1 calc R . .
C5 C 0.57745(16) -0.0026(6) -0.1025(2) 0.0196(10) Uani 1 1 d . . .
C6 C 0.60884(18) -0.0528(6) -0.1442(2) 0.0279(12) Uani 1 1 d . . .
H6A H 0.6401 0.0122 -0.1449 0.033 Uiso 1 1 calc R . .
C7 C 0.59476(19) -0.1975(7) -0.1848(2) 0.0328(13) Uani 1 1 d . . .
H7A H 0.6167 -0.2322 -0.2130 0.039 Uiso 1 1 calc R . .
C8 C 0.54929(19) -0.2920(7) -0.1850(2) 0.0377(14) Uani 1 1 d . . .
H8A H 0.5399 -0.3915 -0.2131 0.045 Uiso 1 1 calc R . .
C9 C 0.51747(19) -0.2400(8) -0.1438(3) 0.0432(15) Uani 1 1 d . . .
H9A H 0.4859 -0.3039 -0.1439 0.052 Uiso 1 1 calc R . .
C10 C 0.53097(18) -0.0972(7) -0.1025(3) 0.0370(14) Uani 1 1 d . . .
H10A H 0.5089 -0.0630 -0.0743 0.044 Uiso 1 1 calc R . .
C11 C 0.64863(15) 0.5780(6) 0.1605(2) 0.0203(10) Uani 1 1 d . . .
C12 C 0.59866(16) 0.6233(6) 0.1324(2) 0.0234(11) Uani 1 1 d . . .
H12A H 0.5885 0.6084 0.0892 0.028 Uiso 1 1 calc R . .
C13 C 0.56421(17) 0.6905(7) 0.1685(2) 0.0296(12) Uani 1 1 d . . .
H13A H 0.5303 0.7227 0.1496 0.035 Uiso 1 1 calc R . .
C14 C 0.57847(18) 0.7110(7) 0.2312(2) 0.0302(12) Uani 1 1 d . . .
H14A H 0.5547 0.7598 0.2551 0.036 Uiso 1 1 calc R . .
C15 C 0.62744(19) 0.6608(7) 0.2595(2) 0.0330(13) Uani 1 1 d . . .
H15A H 0.6369 0.6708 0.3029 0.040 Uiso 1 1 calc R . .
C16 C 0.66241(17) 0.5960(7) 0.2242(2) 0.0284(12) Uani 1 1 d . . .
H16A H 0.6962 0.5634 0.2435 0.034 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
Se1 C1 1.964(4) . ?
Se1 P1 2.2510(13) . ?
Se2 C2 1.956(4) . ?
Se2 P2 2.2172(14) . ?
Se3 P1 2.0786(13) . ?
Se4 P2 2.0902(13) . ?
P1 O1 1.605(3) . ?
P1 C5 1.800(5) . ?
P2 O2 1.595(3) . ?
P2 C11 1.796(4) . ?
O1 C3 1.445(5) . ?
O2 C4 1.442(5) . ?
C1 C2 1.523(6) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.500(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.382(6) . ?
C5 C10 1.401(6) . ?
C6 C7 1.381(6) . ?
C6 H6A 0.9500 . ?
C7 C8 1.377(7) . ?
C7 H7A 0.9500 . ?
C8 C9 1.386(7) . ?
C8 H8A 0.9500 . ?
C9 C10 1.377(7) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C16 1.395(6) . ?
C11 C12 1.399(6) . ?
C12 C13 1.387(6) . ?
C12 H12A 0.9500 . ?
C13 C14 1.378(7) . ?
C13 H13A 0.9500 . ?
C14 C15 1.386(6) . ?
C14 H14A 0.9500 . ?
C15 C16 1.380(6) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
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
C1 Se1 P1 99.44(14) . . ?
C2 Se2 P2 100.39(14) . . ?
O1 P1 C5 99.80(19) . . ?
O1 P1 Se3 115.78(13) . . ?
C5 P1 Se3 115.99(15) . . ?
O1 P1 Se1 105.56(12) . . ?
C5 P1 Se1 100.83(15) . . ?
Se3 P1 Se1 116.53(6) . . ?
O2 P2 C11 101.00(18) . . ?
O2 P2 Se4 116.12(12) . . ?
C11 P2 Se4 114.18(15) . . ?
O2 P2 Se2 107.64(12) . . ?
C11 P2 Se2 109.11(15) . . ?
Se4 P2 Se2 108.38(6) . . ?
C3 O1 P1 123.8(3) . . ?
C4 O2 P2 121.4(3) . . ?
C2 C1 Se1 112.8(3) . . ?
C2 C1 H1A 109.0 . . ?
Se1 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
Se1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C1 C2 Se2 116.9(3) . . ?
C1 C2 H2A 108.1 . . ?
Se2 C2 H2A 108.1 . . ?
C1 C2 H2B 108.1 . . ?
Se2 C2 H2B 108.1 . . ?
H2A C2 H2B 107.3 . . ?
O1 C3 C4 114.2(4) . . ?
O1 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
O1 C3 H3B 108.7 . . ?
C4 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
O2 C4 C3 109.3(3) . . ?
O2 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
O2 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
C6 C5 C10 119.5(4) . . ?
C6 C5 P1 122.2(3) . . ?
C10 C5 P1 118.2(3) . . ?
C7 C6 C5 120.0(4) . . ?
C7 C6 H6A 120.0 . . ?
C5 C6 H6A 120.0 . . ?
C8 C7 C6 120.9(5) . . ?
C8 C7 H7A 119.5 . . ?
C6 C7 H7A 119.5 . . ?
C7 C8 C9 119.1(5) . . ?
C7 C8 H8A 120.5 . . ?
C9 C8 H8A 120.5 . . ?
C10 C9 C8 120.9(5) . . ?
C10 C9 H9A 119.5 . . ?
C8 C9 H9A 119.5 . . ?
C9 C10 C5 119.5(5) . . ?
C9 C10 H10A 120.2 . . ?
C5 C10 H10A 120.2 . . ?
C16 C11 C12 119.6(4) . . ?
C16 C11 P2 117.8(3) . . ?
C12 C11 P2 122.3(4) . . ?
C13 C12 C11 119.0(4) . . ?
C13 C12 H12A 120.5 . . ?
C11 C12 H12A 120.5 . . ?
C14 C13 C12 120.9(4) . . ?
C14 C13 H13A 119.5 . . ?
C12 C13 H13A 119.5 . . ?
C13 C14 C15 120.2(5) . . ?
C13 C14 H14A 119.9 . . ?
C15 C14 H14A 119.9 . . ?
C16 C15 C14 119.6(5) . . ?
C16 C15 H15A 120.2 . . ?
C14 C15 H15A 120.2 . . ?
C15 C16 C11 120.6(4) . . ?
C15 C16 H16A 119.7 . . ?
C11 C16 H16A 119.7 . . ?
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
C1 Se1 P1 O1 116.27(18) . . . . ?
C1 Se1 P1 C5 -140.24(19) . . . . ?
C1 Se1 P1 Se3 -13.79(14) . . . . ?
C2 Se2 P2 O2 -68.51(18) . . . . ?
C2 Se2 P2 C11 40.3(2) . . . . ?
C2 Se2 P2 Se4 165.16(14) . . . . ?
C5 P1 O1 C3 160.4(3) . . . . ?
Se3 P1 O1 C3 35.1(4) . . . . ?
Se1 P1 O1 C3 -95.4(3) . . . . ?
C11 P2 O2 C4 162.1(3) . . . . ?
Se4 P2 O2 C4 38.0(3) . . . . ?
Se2 P2 O2 C4 -83.6(3) . . . . ?
P1 Se1 C1 C2 -147.8(3) . . . . ?
Se1 C1 C2 Se2 57.0(4) . . . . ?
P2 Se2 C2 C1 54.4(4) . . . . ?
P1 O1 C3 C4 79.2(4) . . . . ?
P2 O2 C4 C3 -177.0(3) . . . . ?
O1 C3 C4 O2 -84.8(4) . . . . ?
O1 P1 C5 C6 26.4(4) . . . . ?
Se3 P1 C5 C6 151.6(3) . . . . ?
Se1 P1 C5 C6 -81.6(4) . . . . ?
O1 P1 C5 C10 -157.5(4) . . . . ?
Se3 P1 C5 C10 -32.4(4) . . . . ?
Se1 P1 C5 C10 94.4(4) . . . . ?
C10 C5 C6 C7 -1.1(7) . . . . ?
P1 C5 C6 C7 174.9(4) . . . . ?
C5 C6 C7 C8 0.8(7) . . . . ?
C6 C7 C8 C9 0.1(8) . . . . ?
C7 C8 C9 C10 -0.6(8) . . . . ?
C8 C9 C10 C5 0.2(9) . . . . ?
C6 C5 C10 C9 0.6(8) . . . . ?
P1 C5 C10 C9 -175.5(4) . . . . ?
O2 P2 C11 C16 174.9(3) . . . . ?
Se4 P2 C11 C16 -59.7(4) . . . . ?
Se2 P2 C11 C16 61.7(4) . . . . ?
O2 P2 C11 C12 -11.6(4) . . . . ?
Se4 P2 C11 C12 113.8(4) . . . . ?
Se2 P2 C11 C12 -124.8(4) . . . . ?
C16 C11 C12 C13 1.8(7) . . . . ?
P2 C11 C12 C13 -171.6(4) . . . . ?
C11 C12 C13 C14 -0.6(7) . . . . ?
C12 C13 C14 C15 -1.4(7) . . . . ?
C13 C14 C15 C16 2.2(7) . . . . ?
C14 C15 C16 C11 -1.0(7) . . . . ?
C12 C11 C16 C15 -1.0(7) . . . . ?
P2 C11 C16 C15 172.7(4) . . . . ?
_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.651
_refine_diff_density_min         -0.626
_refine_diff_density_rms         0.132


data_hua157
_database_code_depnum_ccdc_archive 'CCDC 914880'
#TrackingRef 'Compound 9.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H28 O2 P2 Se4'
_chemical_formula_sum            'C29 H28 O2 P2 Se4'
_chemical_formula_weight         786.29
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'
O O 0.0106 0.0060 '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'
_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a                   11.234(3)
_cell_length_b                   11.774(3)
_cell_length_c                   12.298(4)
_cell_angle_alpha                101.435(6)
_cell_angle_beta                 106.641(6)
_cell_angle_gamma                96.727(4)
_cell_volume                     1501.2(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    4955
_cell_measurement_theta_min      2.9
_cell_measurement_theta_max      28.5
_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             768
_exptl_absorpt_coefficient_mu    5.019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.736
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9430
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_av_sigmaI/netI    0.0955
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.86
_diffrn_reflns_theta_max         25.33
_reflns_number_total             5276
_reflns_number_gt                4123
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku Corp., 2004)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2004)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0128P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5276
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.0724
_refine_ls_wR_factor_gt          0.0645
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_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
Se1 Se 0.17615(4) 0.26151(4) 0.19059(4) 0.01921(13) Uani 1 1 d . . .
Se2 Se 0.46631(5) 0.18632(4) 0.59611(4) 0.02320(13) Uani 1 1 d . . .
Se3 Se -0.16687(4) 0.22124(4) 0.12779(4) 0.02653(14) Uani 1 1 d . . .
Se4 Se 0.50711(5) 0.50791(4) 0.68355(4) 0.03110(15) Uani 1 1 d . . .
P1 P 0.00727(11) 0.33174(10) 0.22034(10) 0.0179(3) Uani 1 1 d . . .
P2 P 0.40978(12) 0.34625(10) 0.68356(11) 0.0223(3) Uani 1 1 d . . .
O1 O 0.0364(3) 0.3717(2) 0.3590(2) 0.0196(7) Uani 1 1 d . . .
O2 O 0.2614(3) 0.3196(2) 0.6131(2) 0.0210(7) Uani 1 1 d . . .
C1 C 0.1069(4) 0.0904(3) 0.1406(4) 0.0229(11) Uani 1 1 d . . .
H1A H 0.0173 0.0781 0.0918 0.027 Uiso 1 1 calc R . .
H1B H 0.1534 0.0517 0.0909 0.027 Uiso 1 1 calc R . .
C2 C 0.1144(4) 0.0313(4) 0.2394(4) 0.0206(11) Uani 1 1 d . . .
C3 C 0.0035(4) -0.0027(4) 0.2644(4) 0.0236(11) Uani 1 1 d . . .
H3A H -0.0752 0.0096 0.2181 0.028 Uiso 1 1 calc R . .
C4 C 0.0093(5) -0.0547(4) 0.3573(5) 0.0311(13) Uani 1 1 d . . .
H4A H -0.0663 -0.0791 0.3733 0.037 Uiso 1 1 calc R . .
C5 C 0.1233(5) -0.0717(4) 0.4271(4) 0.0277(13) Uani 1 1 d . . .
H5A H 0.1261 -0.1051 0.4918 0.033 Uiso 1 1 calc R . .
C6 C 0.2330(5) -0.0397(4) 0.4023(4) 0.0228(11) Uani 1 1 d . . .
H6A H 0.3111 -0.0526 0.4493 0.027 Uiso 1 1 calc R . .
C7 C 0.2300(4) 0.0121(3) 0.3072(4) 0.0178(11) Uani 1 1 d . . .
C8 C 0.3524(4) 0.0405(4) 0.2830(4) 0.0161(10) Uani 1 1 d . . .
C9 C 0.3727(5) -0.0363(4) 0.1903(4) 0.0236(12) Uani 1 1 d . . .
H9A H 0.3073 -0.1003 0.1421 0.028 Uiso 1 1 calc R . .
C10 C 0.4880(5) -0.0201(4) 0.1675(4) 0.0317(13) Uani 1 1 d . . .
H10A H 0.5019 -0.0734 0.1053 0.038 Uiso 1 1 calc R . .
C11 C 0.5806(5) 0.0743(4) 0.2367(4) 0.0295(13) Uani 1 1 d . . .
H11A H 0.6594 0.0859 0.2225 0.035 Uiso 1 1 calc R . .
C12 C 0.5604(5) 0.1531(4) 0.3273(4) 0.0286(12) Uani 1 1 d . . .
H12A H 0.6254 0.2181 0.3738 0.034 Uiso 1 1 calc R . .
C13 C 0.4448(4) 0.1378(4) 0.3511(4) 0.0179(11) Uani 1 1 d . . .
C14 C 0.4225(4) 0.2282(4) 0.4431(4) 0.0206(11) Uani 1 1 d . . .
H14A H 0.3325 0.2358 0.4186 0.025 Uiso 1 1 calc R . .
H14B H 0.4741 0.3055 0.4514 0.025 Uiso 1 1 calc R . .
C15 C 0.0226(4) 0.2866(4) 0.4280(4) 0.0208(11) Uani 1 1 d . . .
H15A H 0.0823 0.2317 0.4235 0.025 Uiso 1 1 calc R . .
H15B H -0.0645 0.2401 0.3974 0.025 Uiso 1 1 calc R . .
C16 C 0.0500(4) 0.3538(4) 0.5530(4) 0.0218(11) Uani 1 1 d . . .
H16A H 0.0266 0.2987 0.5979 0.026 Uiso 1 1 calc R . .
H16B H -0.0039 0.4145 0.5544 0.026 Uiso 1 1 calc R . .
C17 C 0.1872(4) 0.4134(4) 0.6129(4) 0.0253(12) Uani 1 1 d . . .
H17A H 0.2130 0.4694 0.5698 0.030 Uiso 1 1 calc R . .
H17B H 0.1997 0.4573 0.6940 0.030 Uiso 1 1 calc R . .
C18 C 0.0265(4) 0.4744(4) 0.1899(4) 0.0182(11) Uani 1 1 d . . .
C19 C -0.0723(5) 0.5088(4) 0.1154(4) 0.0241(11) Uani 1 1 d . . .
H19A H -0.1514 0.4566 0.0794 0.029 Uiso 1 1 calc R . .
C20 C -0.0559(5) 0.6194(4) 0.0933(4) 0.0271(12) Uani 1 1 d . . .
H20A H -0.1240 0.6429 0.0420 0.033 Uiso 1 1 calc R . .
C21 C 0.0594(5) 0.6960(4) 0.1454(4) 0.0301(13) Uani 1 1 d . . .
H21A H 0.0701 0.7722 0.1308 0.036 Uiso 1 1 calc R . .
C22 C 0.1579(5) 0.6609(4) 0.2184(4) 0.0310(13) Uani 1 1 d . . .
H22A H 0.2372 0.7130 0.2527 0.037 Uiso 1 1 calc R . .
C23 C 0.1440(5) 0.5520(4) 0.2430(4) 0.0260(12) Uani 1 1 d . . .
H23A H 0.2125 0.5293 0.2948 0.031 Uiso 1 1 calc R . .
C24 C 0.4189(4) 0.3188(4) 0.8242(4) 0.0226(11) Uani 1 1 d . . .
C25 C 0.3190(5) 0.2462(4) 0.8369(4) 0.0298(12) Uani 1 1 d . . .
H25A H 0.2448 0.2136 0.7720 0.036 Uiso 1 1 calc R . .
C26 C 0.3282(5) 0.2213(4) 0.9454(4) 0.0333(13) Uani 1 1 d . . .
H26A H 0.2597 0.1726 0.9543 0.040 Uiso 1 1 calc R . .
C27 C 0.4354(5) 0.2669(4) 1.0386(5) 0.0343(14) Uani 1 1 d . . .
H27A H 0.4415 0.2493 1.1119 0.041 Uiso 1 1 calc R . .
C28 C 0.5341(5) 0.3379(4) 1.0268(4) 0.0312(12) Uani 1 1 d . . .
H28A H 0.6080 0.3698 1.0923 0.037 Uiso 1 1 calc R . .
C29 C 0.5274(5) 0.3640(4) 0.9195(4) 0.0285(12) Uani 1 1 d . . .
H29A H 0.5968 0.4125 0.9118 0.034 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
Se1 C1 1.977(4) . ?
Se1 P1 2.2499(14) . ?
Se2 C14 1.980(4) . ?
Se2 P2 2.2303(14) . ?
Se3 P1 2.0873(13) . ?
Se4 P2 2.0813(13) . ?
P1 O1 1.601(3) . ?
P1 C18 1.794(4) . ?
P2 O2 1.603(3) . ?
P2 C24 1.799(4) . ?
O1 C15 1.457(4) . ?
O2 C17 1.459(5) . ?
C1 C2 1.503(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C7 1.399(6) . ?
C2 C3 1.399(6) . ?
C3 C4 1.389(6) . ?
C3 H3A 0.9500 . ?
C4 C5 1.383(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.380(6) . ?
C5 H5A 0.9500 . ?
C6 C7 1.416(5) . ?
C6 H6A 0.9500 . ?
C7 C8 1.503(6) . ?
C8 C13 1.391(6) . ?
C8 C9 1.398(6) . ?
C9 C10 1.402(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.374(7) . ?
C10 H10A 0.9500 . ?
C11 C12 1.394(6) . ?
C11 H11A 0.9500 . ?
C12 C13 1.410(6) . ?
C12 H12A 0.9500 . ?
C13 C14 1.490(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.508(6) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.518(6) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.380(6) . ?
C18 C23 1.411(6) . ?
C19 C20 1.385(6) . ?
C19 H19A 0.9500 . ?
C20 C21 1.387(6) . ?
C20 H20A 0.9500 . ?
C21 C22 1.373(7) . ?
C21 H21A 0.9500 . ?
C22 C23 1.377(6) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C24 C29 1.387(6) . ?
C24 C25 1.394(6) . ?
C25 C26 1.400(6) . ?
C25 H25A 0.9500 . ?
C26 C27 1.366(7) . ?
C26 H26A 0.9500 . ?
C27 C28 1.368(6) . ?
C27 H27A 0.9500 . ?
C28 C29 1.398(6) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
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
C1 Se1 P1 100.28(14) . . ?
C14 Se2 P2 93.01(13) . . ?
O1 P1 C18 99.15(17) . . ?
O1 P1 Se3 115.29(11) . . ?
C18 P1 Se3 115.65(16) . . ?
O1 P1 Se1 106.83(12) . . ?
C18 P1 Se1 103.02(15) . . ?
Se3 P1 Se1 115.03(6) . . ?
O2 P2 C24 104.57(19) . . ?
O2 P2 Se4 114.98(11) . . ?
C24 P2 Se4 116.65(16) . . ?
O2 P2 Se2 100.10(12) . . ?
C24 P2 Se2 102.18(15) . . ?
Se4 P2 Se2 116.17(6) . . ?
C15 O1 P1 121.7(3) . . ?
C17 O2 P2 121.2(3) . . ?
C2 C1 Se1 114.5(3) . . ?
C2 C1 H1A 108.6 . . ?
Se1 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
Se1 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
C7 C2 C3 120.0(4) . . ?
C7 C2 C1 121.1(4) . . ?
C3 C2 C1 118.9(4) . . ?
C4 C3 C2 119.6(5) . . ?
C4 C3 H3A 120.2 . . ?
C2 C3 H3A 120.2 . . ?
C5 C4 C3 121.1(4) . . ?
C5 C4 H4A 119.5 . . ?
C3 C4 H4A 119.5 . . ?
C6 C5 C4 119.7(4) . . ?
C6 C5 H5A 120.1 . . ?
C4 C5 H5A 120.1 . . ?
C5 C6 C7 120.5(5) . . ?
C5 C6 H6A 119.7 . . ?
C7 C6 H6A 119.7 . . ?
C2 C7 C6 119.0(4) . . ?
C2 C7 C8 123.5(4) . . ?
C6 C7 C8 117.4(4) . . ?
C13 C8 C9 120.4(4) . . ?
C13 C8 C7 121.9(4) . . ?
C9 C8 C7 117.7(4) . . ?
C8 C9 C10 121.0(4) . . ?
C8 C9 H9A 119.5 . . ?
C10 C9 H9A 119.5 . . ?
C11 C10 C9 118.7(5) . . ?
C11 C10 H10A 120.6 . . ?
C9 C10 H10A 120.6 . . ?
C10 C11 C12 120.9(4) . . ?
C10 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C11 C12 C13 120.9(4) . . ?
C11 C12 H12A 119.5 . . ?
C13 C12 H12A 119.5 . . ?
C8 C13 C12 118.1(4) . . ?
C8 C13 C14 122.1(4) . . ?
C12 C13 C14 119.7(4) . . ?
C13 C14 Se2 111.8(3) . . ?
C13 C14 H14A 109.3 . . ?
Se2 C14 H14A 109.3 . . ?
C13 C14 H14B 109.3 . . ?
Se2 C14 H14B 109.3 . . ?
H14A C14 H14B 107.9 . . ?
O1 C15 C16 108.0(3) . . ?
O1 C15 H15A 110.1 . . ?
C16 C15 H15A 110.1 . . ?
O1 C15 H15B 110.1 . . ?
C16 C15 H15B 110.1 . . ?
H15A C15 H15B 108.4 . . ?
C15 C16 C17 113.8(4) . . ?
C15 C16 H16A 108.8 . . ?
C17 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C17 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
O2 C17 C16 106.4(4) . . ?
O2 C17 H17A 110.4 . . ?
C16 C17 H17A 110.4 . . ?
O2 C17 H17B 110.4 . . ?
C16 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
C19 C18 C23 119.9(4) . . ?
C19 C18 P1 120.7(3) . . ?
C23 C18 P1 119.4(4) . . ?
C18 C19 C20 119.9(5) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
C19 C20 C21 120.4(5) . . ?
C19 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C22 C21 C20 119.5(4) . . ?
C22 C21 H21A 120.3 . . ?
C20 C21 H21A 120.3 . . ?
C21 C22 C23 121.4(5) . . ?
C21 C22 H22A 119.3 . . ?
C23 C22 H22A 119.3 . . ?
C22 C23 C18 118.9(5) . . ?
C22 C23 H23A 120.6 . . ?
C18 C23 H23A 120.6 . . ?
C29 C24 C25 119.2(4) . . ?
C29 C24 P2 120.7(3) . . ?
C25 C24 P2 120.0(4) . . ?
C24 C25 C26 120.0(5) . . ?
C24 C25 H25A 120.0 . . ?
C26 C25 H25A 120.0 . . ?
C27 C26 C25 120.1(5) . . ?
C27 C26 H26A 119.9 . . ?
C25 C26 H26A 119.9 . . ?
C26 C27 C28 120.3(4) . . ?
C26 C27 H27A 119.9 . . ?
C28 C27 H27A 119.9 . . ?
C27 C28 C29 120.7(5) . . ?
C27 C28 H28A 119.6 . . ?
C29 C28 H28A 119.6 . . ?
C24 C29 C28 119.7(4) . . ?
C24 C29 H29A 120.2 . . ?
C28 C29 H29A 120.2 . . ?
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
C1 Se1 P1 O1 105.40(17) . . . . ?
C1 Se1 P1 C18 -150.7(2) . . . . ?
C1 Se1 P1 Se3 -23.94(14) . . . . ?
C14 Se2 P2 O2 64.35(16) . . . . ?
C14 Se2 P2 C24 171.8(2) . . . . ?
C14 Se2 P2 Se4 -60.08(14) . . . . ?
C18 P1 O1 C15 174.5(3) . . . . ?
Se3 P1 O1 C15 50.4(3) . . . . ?
Se1 P1 O1 C15 -78.8(3) . . . . ?
C24 P2 O2 C17 93.0(3) . . . . ?
Se4 P2 O2 C17 -36.2(3) . . . . ?
Se2 P2 O2 C17 -161.5(3) . . . . ?
P1 Se1 C1 C2 -84.3(3) . . . . ?
Se1 C1 C2 C7 -72.3(5) . . . . ?
Se1 C1 C2 C3 106.5(4) . . . . ?
C7 C2 C3 C4 0.5(6) . . . . ?
C1 C2 C3 C4 -178.4(4) . . . . ?
C2 C3 C4 C5 1.1(7) . . . . ?
C3 C4 C5 C6 -1.9(7) . . . . ?
C4 C5 C6 C7 1.1(7) . . . . ?
C3 C2 C7 C6 -1.3(6) . . . . ?
C1 C2 C7 C6 177.5(4) . . . . ?
C3 C2 C7 C8 176.9(4) . . . . ?
C1 C2 C7 C8 -4.3(6) . . . . ?
C5 C6 C7 C2 0.5(6) . . . . ?
C5 C6 C7 C8 -177.8(4) . . . . ?
C2 C7 C8 C13 105.2(5) . . . . ?
C6 C7 C8 C13 -76.6(5) . . . . ?
C2 C7 C8 C9 -76.3(5) . . . . ?
C6 C7 C8 C9 101.9(5) . . . . ?
C13 C8 C9 C10 3.0(6) . . . . ?
C7 C8 C9 C10 -175.6(4) . . . . ?
C8 C9 C10 C11 -1.2(7) . . . . ?
C9 C10 C11 C12 -0.5(7) . . . . ?
C10 C11 C12 C13 0.5(7) . . . . ?
C9 C8 C13 C12 -2.9(6) . . . . ?
C7 C8 C13 C12 175.6(4) . . . . ?
C9 C8 C13 C14 173.9(4) . . . . ?
C7 C8 C13 C14 -7.6(6) . . . . ?
C11 C12 C13 C8 1.2(6) . . . . ?
C11 C12 C13 C14 -175.7(4) . . . . ?
C8 C13 C14 Se2 88.7(4) . . . . ?
C12 C13 C14 Se2 -94.5(4) . . . . ?
P2 Se2 C14 C13 -178.9(3) . . . . ?
P1 O1 C15 C16 -176.8(3) . . . . ?
O1 C15 C16 C17 -68.2(5) . . . . ?
P2 O2 C17 C16 -172.2(2) . . . . ?
C15 C16 C17 O2 -61.1(4) . . . . ?
O1 P1 C18 C19 -119.9(4) . . . . ?
Se3 P1 C18 C19 4.0(4) . . . . ?
Se1 P1 C18 C19 130.4(3) . . . . ?
O1 P1 C18 C23 60.1(4) . . . . ?
Se3 P1 C18 C23 -176.0(3) . . . . ?
Se1 P1 C18 C23 -49.6(4) . . . . ?
C23 C18 C19 C20 -0.2(7) . . . . ?
P1 C18 C19 C20 179.8(3) . . . . ?
C18 C19 C20 C21 0.0(7) . . . . ?
C19 C20 C21 C22 0.8(7) . . . . ?
C20 C21 C22 C23 -1.4(7) . . . . ?
C21 C22 C23 C18 1.2(7) . . . . ?
C19 C18 C23 C22 -0.4(7) . . . . ?
P1 C18 C23 C22 179.6(3) . . . . ?
O2 P2 C24 C29 -161.3(4) . . . . ?
Se4 P2 C24 C29 -33.1(5) . . . . ?
Se2 P2 C24 C29 94.7(4) . . . . ?
O2 P2 C24 C25 22.2(4) . . . . ?
Se4 P2 C24 C25 150.4(3) . . . . ?
Se2 P2 C24 C25 -81.8(4) . . . . ?
C29 C24 C25 C26 1.0(7) . . . . ?
P2 C24 C25 C26 177.6(4) . . . . ?
C24 C25 C26 C27 -0.7(8) . . . . ?
C25 C26 C27 C28 0.5(8) . . . . ?
C26 C27 C28 C29 -0.6(8) . . . . ?
C25 C24 C29 C28 -1.1(7) . . . . ?
P2 C24 C29 C28 -177.6(4) . . . . ?
C27 C28 C29 C24 0.9(7) . . . . ?
_diffrn_measured_fraction_theta_max 0.962
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.683
_refine_diff_density_rms         0.122


data_hua51
_database_code_depnum_ccdc_archive 'CCDC 914881'
#TrackingRef 'Compound 11R,R,S,S.cif'
_audit_update_record             
;
2011-03-18 # Formatted by publCIF
;
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H26 O2 P2 Se4'
_chemical_formula_sum            'C20 H26 O2 P2 Se4'
_chemical_formula_weight         676.19
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'
O O 0.0106 0.0060 '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'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   Pn
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y, z+1/2'
_cell_length_a                   9.013(2)
_cell_length_b                   14.311(3)
_cell_length_c                   19.453(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.027(8)
_cell_angle_gamma                90.00
_cell_volume                     2484.5(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    8330
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      29.1
_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    6.049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.536
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14626
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0767
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.77
_diffrn_reflns_theta_max         25.37
_reflns_number_total             7174
_reflns_number_gt                6429
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku Corp., 2004)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2004)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.1107P)²+13.2687P] 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   0.47(2)
_refine_ls_number_reflns         7174
_refine_ls_number_parameters     505
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0758
_refine_ls_R_factor_gt           0.0645
_refine_ls_wR_factor_ref         0.1905
_refine_ls_wR_factor_gt          0.1732
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_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
Se1 Se 0.56454(14) -0.00695(10) 0.52980(7) 0.0260(3) Uani 1 1 d . . .
Se2 Se 0.81802(15) 0.24460(11) 0.86848(8) 0.0311(3) Uani 1 1 d . . .
Se3 Se 0.49883(18) -0.22724(10) 0.59390(9) 0.0356(4) Uani 1 1 d . . .
Se4 Se 0.62443(16) 0.45408(10) 0.82739(8) 0.0306(3) Uani 1 1 d . . .
Se5 Se -0.10100(14) 0.46961(10) 0.58885(8) 0.0288(3) Uani 1 1 d . . .
Se6 Se 0.15964(14) 0.70890(10) 0.92891(7) 0.0270(3) Uani 1 1 d . . .
Se7 Se 0.09024(15) 0.25865(10) 0.61868(8) 0.0306(4) Uani 1 1 d . . .
Se8 Se 0.21767(17) 0.93363(10) 0.87056(8) 0.0335(4) Uani 1 1 d . . .
P1 P 0.4728(4) -0.0848(2) 0.61387(19) 0.0251(8) Uani 1 1 d . . .
P2 P 0.6073(4) 0.3083(2) 0.81750(19) 0.0226(7) Uani 1 1 d . . .
P3 P 0.1137(4) 0.4026(3) 0.63514(19) 0.0253(8) Uani 1 1 d . . .
P4 P 0.2514(4) 0.7927(3) 0.8489(2) 0.0241(8) Uani 1 1 d . . .
O1 O 0.5733(11) 0.2715(7) 0.7400(5) 0.027(2) Uani 1 1 d . . .
O2 O 0.5465(10) -0.0463(6) 0.6885(5) 0.023(2) Uani 1 1 d . . .
O3 O 0.1807(10) 0.7581(6) 0.7730(5) 0.025(2) Uani 1 1 d . . .
O4 O 0.1514(10) 0.4350(6) 0.7136(5) 0.023(2) Uani 1 1 d . . .
C1 C 0.5034(16) 0.1225(9) 0.5484(8) 0.029(3) Uani 1 1 d . . .
H1A H 0.5062 0.1606 0.5062 0.035 Uiso 1 1 calc R . .
H1B H 0.3987 0.1218 0.5585 0.035 Uiso 1 1 calc R . .
C2 C 0.6001(17) 0.1672(9) 0.6075(8) 0.033(3) Uani 1 1 d . . .
H2A H 0.7061 0.1601 0.6002 0.039 Uiso 1 1 calc R . .
H2B H 0.5872 0.1333 0.6506 0.039 Uiso 1 1 calc R . .
C3 C 0.5689(16) 0.2696(9) 0.6176(7) 0.023(3) Uani 1 1 d U . .
H3A H 0.5976 0.3051 0.5778 0.028 Uiso 1 1 calc R . .
H3B H 0.4598 0.2781 0.6175 0.028 Uiso 1 1 calc R . .
C4 C 0.6507(16) 0.3095(11) 0.6836(9) 0.035(4) Uani 1 1 d . . .
H4A H 0.7572 0.2902 0.6900 0.042 Uiso 1 1 calc R . .
H4B H 0.6458 0.3787 0.6829 0.042 Uiso 1 1 calc R . .
C5 C 0.6929(14) -0.0792(9) 0.7200(7) 0.023(3) Uani 1 1 d . . .
H5A H 0.7707 -0.0607 0.6914 0.028 Uiso 1 1 calc R . .
H5B H 0.6931 -0.1481 0.7241 0.028 Uiso 1 1 calc R . .
C6 C 0.7237(16) -0.0344(11) 0.7915(8) 0.033(4) Uani 1 1 d . . .
H6A H 0.8176 -0.0608 0.8165 0.040 Uiso 1 1 calc R . .
H6B H 0.6415 -0.0510 0.8181 0.040 Uiso 1 1 calc R . .
C7 C 0.7381(16) 0.0721(8) 0.7900(8) 0.025(3) Uani 1 1 d . . .
H7A H 0.6449 0.0995 0.7651 0.030 Uiso 1 1 calc R . .
H7B H 0.8221 0.0898 0.7649 0.030 Uiso 1 1 calc R . .
C8 C 0.7661(15) 0.1109(10) 0.8642(7) 0.028(3) Uani 1 1 d . . .
H8A H 0.8486 0.0751 0.8911 0.034 Uiso 1 1 calc R . .
H8B H 0.6750 0.1012 0.8865 0.034 Uiso 1 1 calc R . .
C9 C 0.2847(16) -0.0451(10) 0.6126(8) 0.029(3) Uani 1 1 d . . .
C10 C 0.1884(18) -0.0530(12) 0.5528(9) 0.040(4) Uani 1 1 d . . .
H10A H 0.2214 -0.0829 0.5140 0.048 Uiso 1 1 calc R . .
C11 C 0.0372(17) -0.0173(12) 0.5461(10) 0.043(4) Uani 1 1 d . . .
H11A H -0.0279 -0.0191 0.5033 0.052 Uiso 1 1 calc R . .
C12 C -0.0070(18) 0.0195(13) 0.6054(10) 0.045(4) Uani 1 1 d . . .
H12A H -0.1061 0.0430 0.6036 0.054 Uiso 1 1 calc R . .
C13 C 0.0859(19) 0.0232(12) 0.6662(10) 0.044(4) Uani 1 1 d . . .
H13A H 0.0488 0.0472 0.7060 0.053 Uiso 1 1 calc R . .
C14 C 0.2343(16) -0.0070(10) 0.6727(7) 0.027(3) Uani 1 1 d . . .
H14A H 0.2990 -0.0022 0.7155 0.033 Uiso 1 1 calc R . .
C15 C 0.4576(15) 0.2536(8) 0.8537(6) 0.018(3) Uani 1 1 d . . .
C16 C 0.3354(17) 0.2134(9) 0.8126(8) 0.027(3) Uani 1 1 d . . .
H16A H 0.3357 0.2097 0.7639 0.032 Uiso 1 1 calc R . .
C17 C 0.2133(16) 0.1787(9) 0.8405(9) 0.034(4) Uani 1 1 d . . .
H17A H 0.1286 0.1549 0.8112 0.040 Uiso 1 1 calc R . .
C18 C 0.2172(16) 0.1793(11) 0.9126(9) 0.034(4) Uani 1 1 d . . .
H18A H 0.1369 0.1529 0.9329 0.040 Uiso 1 1 calc R . .
C19 C 0.337(2) 0.2181(12) 0.9540(10) 0.047(5) Uani 1 1 d . . .
H19A H 0.3373 0.2196 1.0029 0.057 Uiso 1 1 calc R . .
C20 C 0.4600(18) 0.2556(11) 0.9263(9) 0.037(4) Uani 1 1 d . . .
H20A H 0.5426 0.2818 0.9557 0.044 Uiso 1 1 calc R . .
C21 C -0.0511(16) 0.6020(11) 0.5938(8) 0.030(3) Uani 1 1 d . . .
H21A H 0.0360 0.6125 0.5688 0.036 Uiso 1 1 calc R . .
H21B H -0.1366 0.6375 0.5690 0.036 Uiso 1 1 calc R . .
C22 C -0.0134(16) 0.6425(11) 0.6686(8) 0.032(3) Uani 1 1 d . . .
H22A H -0.0946 0.6255 0.6957 0.038 Uiso 1 1 calc R . .
H22B H 0.0803 0.6135 0.6915 0.038 Uiso 1 1 calc R . .
C23 C 0.0054(17) 0.7492(10) 0.6696(8) 0.032(4) Uani 1 1 d . . .
H23A H 0.0901 0.7661 0.6447 0.038 Uiso 1 1 calc R . .
H23B H -0.0864 0.7783 0.6447 0.038 Uiso 1 1 calc R . .
C24 C 0.0340(17) 0.7876(9) 0.7419(7) 0.027(3) Uani 1 1 d . . .
H24A H 0.0285 0.8567 0.7407 0.032 Uiso 1 1 calc R . .
H24B H -0.0426 0.7641 0.7695 0.032 Uiso 1 1 calc R . .
C25 C 0.0692(16) 0.3989(10) 0.7680(7) 0.027(3) Uani 1 1 d . . .
H25A H 0.0710 0.3297 0.7681 0.033 Uiso 1 1 calc R . .
H25B H -0.0365 0.4197 0.7594 0.033 Uiso 1 1 calc R . .
C26 C 0.1431(15) 0.4354(8) 0.8365(7) 0.021(3) Uani 1 1 d . . .
H26A H 0.2505 0.4182 0.8426 0.025 Uiso 1 1 calc R . .
H26B H 0.0971 0.4053 0.8742 0.025 Uiso 1 1 calc R . .
C27 C 0.1290(16) 0.5434(10) 0.8428(7) 0.028(3) Uani 1 1 d . . .
H27A H 0.1658 0.5734 0.8026 0.034 Uiso 1 1 calc R . .
H27B H 0.0220 0.5601 0.8414 0.034 Uiso 1 1 calc R . .
C28 C 0.2138(17) 0.5801(10) 0.9072(9) 0.035(4) Uani 1 1 d . . .
H28A H 0.3220 0.5780 0.9032 0.043 Uiso 1 1 calc R . .
H28B H 0.1966 0.5390 0.9463 0.043 Uiso 1 1 calc R . .
C29 C 0.2661(15) 0.4610(9) 0.5999(7) 0.022(3) Uani 1 1 d . . .
C30 C 0.2543(16) 0.4688(11) 0.5276(8) 0.031(3) Uani 1 1 d . . .
H30A H 0.1691 0.4457 0.4983 0.037 Uiso 1 1 calc R . .
C31 C 0.3745(16) 0.5126(11) 0.4993(9) 0.035(4) Uani 1 1 d . . .
H31A H 0.3696 0.5212 0.4506 0.042 Uiso 1 1 calc R . .
C32 C 0.4961(16) 0.5417(9) 0.5434(8) 0.027(3) Uani 1 1 d . . .
H32A H 0.5786 0.5671 0.5241 0.033 Uiso 1 1 calc R . .
C33 C 0.5055(15) 0.5364(12) 0.6127(8) 0.033(4) Uani 1 1 d . . .
H33A H 0.5903 0.5615 0.6412 0.039 Uiso 1 1 calc R . .
C34 C 0.3891(15) 0.4933(10) 0.6440(8) 0.027(3) Uani 1 1 d . . .
H34A H 0.3956 0.4870 0.6929 0.033 Uiso 1 1 calc R . .
C35 C 0.4419(15) 0.7546(9) 0.8501(8) 0.024(3) Uani 1 1 d . . .
C36 C 0.4918(14) 0.7192(9) 0.7924(7) 0.022(3) Uani 1 1 d . . .
H36A H 0.4257 0.7143 0.7500 0.026 Uiso 1 1 calc R . .
C37 C 0.6405(17) 0.6903(12) 0.7960(9) 0.038(4) Uani 1 1 d . . .
H37A H 0.6764 0.6671 0.7556 0.046 Uiso 1 1 calc R . .
C38 C 0.7363(16) 0.6954(10) 0.8583(9) 0.036(4) Uani 1 1 d . . .
H38A H 0.8354 0.6717 0.8612 0.043 Uiso 1 1 calc R . .
C39 C 0.6874(17) 0.7351(11) 0.9168(9) 0.035(4) Uani 1 1 d . . .
H39A H 0.7548 0.7432 0.9585 0.042 Uiso 1 1 calc R . .
C40 C 0.5404(16) 0.7624(10) 0.9131(9) 0.033(4) Uani 1 1 d . . .
H40A H 0.5046 0.7866 0.9532 0.039 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
Se1 C1 1.980(13) . ?
Se1 P1 2.231(4) . ?
Se2 C8 1.969(15) . ?
Se2 P2 2.213(4) . ?
Se3 P1 2.094(4) . ?
Se4 P2 2.098(4) . ?
Se5 C21 1.947(15) . ?
Se5 P3 2.233(4) . ?
Se6 C28 1.967(15) . ?
Se6 P4 2.214(4) . ?
Se7 P3 2.092(4) . ?
Se8 P4 2.092(4) . ?
P1 O2 1.607(10) . ?
P1 C9 1.785(15) . ?
P2 O1 1.586(10) . ?
P2 C15 1.788(13) . ?
P3 O4 1.586(10) . ?
P3 C29 1.821(14) . ?
P4 O3 1.602(11) . ?
P4 C35 1.799(13) . ?
O1 C4 1.483(17) . ?
O2 C5 1.454(15) . ?
O3 C24 1.438(17) . ?
O4 C25 1.467(14) . ?
C1 C2 1.49(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.511(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.50(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.52(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.530(19) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.533(19) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.36(2) . ?
C9 C14 1.421(19) . ?
C10 C11 1.44(2) . ?
C10 H10A 0.9500 . ?
C11 C12 1.38(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.35(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.39(2) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?
C15 C16 1.39(2) . ?
C15 C20 1.41(2) . ?
C16 C17 1.38(2) . ?
C16 H16A 0.9500 . ?
C17 C18 1.40(2) . ?
C17 H17A 0.9500 . ?
C18 C19 1.37(3) . ?
C18 H18A 0.9500 . ?
C19 C20 1.40(2) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?
C21 C22 1.56(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.54(2) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.50(2) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.497(19) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.557(18) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.47(2) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C34 1.38(2) . ?
C29 C30 1.40(2) . ?
C30 C31 1.43(2) . ?
C30 H30A 0.9500 . ?
C31 C32 1.36(2) . ?
C31 H31A 0.9500 . ?
C32 C33 1.34(2) . ?
C32 H32A 0.9500 . ?
C33 C34 1.42(2) . ?
C33 H33A 0.9500 . ?
C34 H34A 0.9500 . ?
C35 C36 1.364(19) . ?
C35 C40 1.41(2) . ?
C36 C37 1.395(19) . ?
C36 H36A 0.9500 . ?
C37 C38 1.39(2) . ?
C37 H37A 0.9500 . ?
C38 C39 1.40(2) . ?
C38 H38A 0.9500 . ?
C39 C40 1.37(2) . ?
C39 H39A 0.9500 . ?
C40 H40A 0.9500 . ?
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
C1 Se1 P1 101.1(4) . . ?
C8 Se2 P2 101.4(4) . . ?
C21 Se5 P3 102.5(4) . . ?
C28 Se6 P4 103.2(5) . . ?
O2 P1 C9 100.1(6) . . ?
O2 P1 Se3 117.3(4) . . ?
C9 P1 Se3 116.0(5) . . ?
O2 P1 Se1 110.0(4) . . ?
C9 P1 Se1 106.2(5) . . ?
Se3 P1 Se1 106.72(16) . . ?
O1 P2 C15 99.9(6) . . ?
O1 P2 Se4 114.8(4) . . ?
C15 P2 Se4 116.7(4) . . ?
O1 P2 Se2 109.2(4) . . ?
C15 P2 Se2 106.9(5) . . ?
Se4 P2 Se2 108.73(16) . . ?
O4 P3 C29 99.1(6) . . ?
O4 P3 Se7 116.0(4) . . ?
C29 P3 Se7 117.3(4) . . ?
O4 P3 Se5 108.7(4) . . ?
C29 P3 Se5 107.9(4) . . ?
Se7 P3 Se5 107.32(17) . . ?
O3 P4 C35 100.1(6) . . ?
O3 P4 Se8 115.7(4) . . ?
C35 P4 Se8 117.0(5) . . ?
O3 P4 Se6 110.0(4) . . ?
C35 P4 Se6 106.0(5) . . ?
Se8 P4 Se6 107.54(16) . . ?
C4 O1 P2 122.2(9) . . ?
C5 O2 P1 120.4(8) . . ?
C24 O3 P4 121.4(8) . . ?
C25 O4 P3 122.0(8) . . ?
C2 C1 Se1 113.3(10) . . ?
C2 C1 H1A 108.9 . . ?
Se1 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
Se1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C1 C2 C3 114.7(12) . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C3 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
C4 C3 C2 113.7(12) . . ?
C4 C3 H3A 108.8 . . ?
C2 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C2 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
O1 C4 C3 105.5(11) . . ?
O1 C4 H4A 110.6 . . ?
C3 C4 H4A 110.6 . . ?
O1 C4 H4B 110.6 . . ?
C3 C4 H4B 110.6 . . ?
H4A C4 H4B 108.8 . . ?
O2 C5 C6 106.7(10) . . ?
O2 C5 H5A 110.4 . . ?
C6 C5 H5A 110.4 . . ?
O2 C5 H5B 110.4 . . ?
C6 C5 H5B 110.4 . . ?
H5A C5 H5B 108.6 . . ?
C5 C6 C7 114.1(12) . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C6 C7 C8 110.2(12) . . ?
C6 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C7 C8 Se2 113.5(10) . . ?
C7 C8 H8A 108.9 . . ?
Se2 C8 H8A 108.9 . . ?
C7 C8 H8B 108.9 . . ?
Se2 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C10 C9 C14 119.9(14) . . ?
C10 C9 P1 118.6(12) . . ?
C14 C9 P1 121.5(12) . . ?
C9 C10 C11 122.0(16) . . ?
C9 C10 H10A 119.0 . . ?
C11 C10 H10A 119.0 . . ?
C12 C11 C10 116.1(17) . . ?
C12 C11 H11A 122.0 . . ?
C10 C11 H11A 122.0 . . ?
C13 C12 C11 122.1(15) . . ?
C13 C12 H12A 118.9 . . ?
C11 C12 H12A 118.9 . . ?
C12 C13 C14 122.4(15) . . ?
C12 C13 H13A 118.8 . . ?
C14 C13 H13A 118.8 . . ?
C13 C14 C9 117.3(14) . . ?
C13 C14 H14A 121.4 . . ?
C9 C14 H14A 121.4 . . ?
C16 C15 C20 118.9(13) . . ?
C16 C15 P2 122.3(10) . . ?
C20 C15 P2 118.6(11) . . ?
C17 C16 C15 122.1(14) . . ?
C17 C16 H16A 118.9 . . ?
C15 C16 H16A 118.9 . . ?
C16 C17 C18 118.7(15) . . ?
C16 C17 H17A 120.6 . . ?
C18 C17 H17A 120.6 . . ?
C19 C18 C17 119.9(14) . . ?
C19 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C18 C19 C20 121.8(16) . . ?
C18 C19 H19A 119.1 . . ?
C20 C19 H19A 119.1 . . ?
C19 C20 C15 118.4(16) . . ?
C19 C20 H20A 120.8 . . ?
C15 C20 H20A 120.8 . . ?
C22 C21 Se5 115.2(10) . . ?
C22 C21 H21A 108.5 . . ?
Se5 C21 H21A 108.5 . . ?
C22 C21 H21B 108.5 . . ?
Se5 C21 H21B 108.5 . . ?
H21A C21 H21B 107.5 . . ?
C23 C22 C21 113.0(12) . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 112.4(13) . . ?
C24 C23 H23A 109.1 . . ?
C22 C23 H23A 109.1 . . ?
C24 C23 H23B 109.1 . . ?
C22 C23 H23B 109.1 . . ?
H23A C23 H23B 107.9 . . ?
O3 C24 C23 108.3(11) . . ?
O3 C24 H24A 110.0 . . ?
C23 C24 H24A 110.0 . . ?
O3 C24 H24B 110.0 . . ?
C23 C24 H24B 110.0 . . ?
H24A C24 H24B 108.4 . . ?
O4 C25 C26 108.2(11) . . ?
O4 C25 H25A 110.1 . . ?
C26 C25 H25A 110.1 . . ?
O4 C25 H25B 110.1 . . ?
C26 C25 H25B 110.1 . . ?
H25A C25 H25B 108.4 . . ?
C25 C26 C27 112.7(11) . . ?
C25 C26 H26A 109.0 . . ?
C27 C26 H26A 109.0 . . ?
C25 C26 H26B 109.0 . . ?
C27 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
C28 C27 C26 112.6(12) . . ?
C28 C27 H27A 109.1 . . ?
C26 C27 H27A 109.1 . . ?
C28 C27 H27B 109.1 . . ?
C26 C27 H27B 109.1 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 Se6 113.7(11) . . ?
C27 C28 H28A 108.8 . . ?
Se6 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
Se6 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C34 C29 C30 122.5(13) . . ?
C34 C29 P3 120.1(11) . . ?
C30 C29 P3 117.4(10) . . ?
C29 C30 C31 117.9(14) . . ?
C29 C30 H30A 121.1 . . ?
C31 C30 H30A 121.1 . . ?
C32 C31 C30 118.7(15) . . ?
C32 C31 H31A 120.7 . . ?
C30 C31 H31A 120.7 . . ?
C33 C32 C31 123.3(14) . . ?
C33 C32 H32A 118.4 . . ?
C31 C32 H32A 118.4 . . ?
C32 C33 C34 120.5(14) . . ?
C32 C33 H33A 119.8 . . ?
C34 C33 H33A 119.8 . . ?
C29 C34 C33 117.0(14) . . ?
C29 C34 H34A 121.5 . . ?
C33 C34 H34A 121.5 . . ?
C36 C35 C40 120.3(12) . . ?
C36 C35 P4 121.7(11) . . ?
C40 C35 P4 118.0(10) . . ?
C35 C36 C37 119.5(14) . . ?
C35 C36 H36A 120.2 . . ?
C37 C36 H36A 120.2 . . ?
C38 C37 C36 120.3(15) . . ?
C38 C37 H37A 119.8 . . ?
C36 C37 H37A 119.8 . . ?
C37 C38 C39 120.3(13) . . ?
C37 C38 H38A 119.9 . . ?
C39 C38 H38A 119.9 . . ?
C40 C39 C38 119.0(15) . . ?
C40 C39 H39A 120.5 . . ?
C38 C39 H39A 120.5 . . ?
C39 C40 C35 120.5(14) . . ?
C39 C40 H40A 119.8 . . ?
C35 C40 H40A 119.8 . . ?
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
C1 Se1 P1 O2 -60.0(6) . . . . ?
C1 Se1 P1 C9 47.5(7) . . . . ?
C1 Se1 P1 Se3 171.8(5) . . . . ?
C8 Se2 P2 O1 -61.5(6) . . . . ?
C8 Se2 P2 C15 45.7(6) . . . . ?
C8 Se2 P2 Se4 172.5(4) . . . . ?
C21 Se5 P3 O4 63.2(6) . . . . ?
C21 Se5 P3 C29 -43.3(7) . . . . ?
C21 Se5 P3 Se7 -170.7(5) . . . . ?
C28 Se6 P4 O3 57.9(6) . . . . ?
C28 Se6 P4 C35 -49.4(7) . . . . ?
C28 Se6 P4 Se8 -175.3(5) . . . . ?
C15 P2 O1 C4 169.3(10) . . . . ?
Se4 P2 O1 C4 43.6(11) . . . . ?
Se2 P2 O1 C4 -78.8(10) . . . . ?
C9 P1 O2 C5 166.3(9) . . . . ?
Se3 P1 O2 C5 39.9(10) . . . . ?
Se1 P1 O2 C5 -82.3(9) . . . . ?
C35 P4 O3 C24 -168.4(10) . . . . ?
Se8 P4 O3 C24 -41.7(11) . . . . ?
Se6 P4 O3 C24 80.3(10) . . . . ?
C29 P3 O4 C25 -173.6(10) . . . . ?
Se7 P3 O4 C25 -47.1(10) . . . . ?
Se5 P3 O4 C25 73.8(9) . . . . ?
P1 Se1 C1 C2 77.8(10) . . . . ?
Se1 C1 C2 C3 172.8(10) . . . . ?
C1 C2 C3 C4 171.0(12) . . . . ?
P2 O1 C4 C3 -170.2(9) . . . . ?
C2 C3 C4 O1 -73.4(14) . . . . ?
P1 O2 C5 C6 -176.2(9) . . . . ?
O2 C5 C6 C7 -64.7(14) . . . . ?
C5 C6 C7 C8 179.0(11) . . . . ?
C6 C7 C8 Se2 170.8(9) . . . . ?
P2 Se2 C8 C7 65.7(10) . . . . ?
O2 P1 C9 C10 171.1(12) . . . . ?
Se3 P1 C9 C10 -61.6(13) . . . . ?
Se1 P1 C9 C10 56.8(13) . . . . ?
O2 P1 C9 C14 -9.8(13) . . . . ?
Se3 P1 C9 C14 117.5(11) . . . . ?
Se1 P1 C9 C14 -124.1(11) . . . . ?
C14 C9 C10 C11 5(2) . . . . ?
P1 C9 C10 C11 -176.1(12) . . . . ?
C9 C10 C11 C12 -4(2) . . . . ?
C10 C11 C12 C13 1(2) . . . . ?
C11 C12 C13 C14 2(3) . . . . ?
C12 C13 C14 C9 -2(2) . . . . ?
C10 C9 C14 C13 -2(2) . . . . ?
P1 C9 C14 C13 179.3(12) . . . . ?
O1 P2 C15 C16 -13.8(12) . . . . ?
Se4 P2 C15 C16 110.6(10) . . . . ?
Se2 P2 C15 C16 -127.6(10) . . . . ?
O1 P2 C15 C20 169.6(11) . . . . ?
Se4 P2 C15 C20 -66.0(12) . . . . ?
Se2 P2 C15 C20 55.8(11) . . . . ?
C20 C15 C16 C17 3(2) . . . . ?
P2 C15 C16 C17 -174.0(10) . . . . ?
C15 C16 C17 C18 -4(2) . . . . ?
C16 C17 C18 C19 3(2) . . . . ?
C17 C18 C19 C20 -2(2) . . . . ?
C18 C19 C20 C15 1(2) . . . . ?
C16 C15 C20 C19 -1(2) . . . . ?
P2 C15 C20 C19 175.8(11) . . . . ?
P3 Se5 C21 C22 -65.0(10) . . . . ?
Se5 C21 C22 C23 -172.7(10) . . . . ?
C21 C22 C23 C24 177.1(12) . . . . ?
P4 O3 C24 C23 176.0(9) . . . . ?
C22 C23 C24 O3 69.2(15) . . . . ?
P3 O4 C25 C26 174.1(8) . . . . ?
O4 C25 C26 C27 65.9(14) . . . . ?
C25 C26 C27 C28 -174.5(11) . . . . ?
C26 C27 C28 Se6 -165.4(9) . . . . ?
P4 Se6 C28 C27 -70.6(10) . . . . ?
O4 P3 C29 C34 16.6(12) . . . . ?
Se7 P3 C29 C34 -108.9(11) . . . . ?
Se5 P3 C29 C34 129.8(10) . . . . ?
O4 P3 C29 C30 -165.0(11) . . . . ?
Se7 P3 C29 C30 69.4(11) . . . . ?
Se5 P3 C29 C30 -51.9(11) . . . . ?
C34 C29 C30 C31 0(2) . . . . ?
P3 C29 C30 C31 -178.7(11) . . . . ?
C29 C30 C31 C32 2(2) . . . . ?
C30 C31 C32 C33 -4(2) . . . . ?
C31 C32 C33 C34 4(2) . . . . ?
C30 C29 C34 C33 0(2) . . . . ?
P3 C29 C34 C33 178.7(11) . . . . ?
C32 C33 C34 C29 -2(2) . . . . ?
O3 P4 C35 C36 7.5(12) . . . . ?
Se8 P4 C35 C36 -118.3(10) . . . . ?
Se6 P4 C35 C36 121.8(10) . . . . ?
O3 P4 C35 C40 -172.6(11) . . . . ?
Se8 P4 C35 C40 61.7(12) . . . . ?
Se6 P4 C35 C40 -58.3(11) . . . . ?
C40 C35 C36 C37 0(2) . . . . ?
P4 C35 C36 C37 -179.8(10) . . . . ?
C35 C36 C37 C38 2(2) . . . . ?
C36 C37 C38 C39 -4(2) . . . . ?
C37 C38 C39 C40 5(2) . . . . ?
C38 C39 C40 C35 -3(2) . . . . ?
C36 C35 C40 C39 1(2) . . . . ?
P4 C35 C40 C39 -179.4(12) . . . . ?
_diffrn_measured_fraction_theta_max 0.983
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         1.727
_refine_diff_density_min         -1.082
_refine_diff_density_rms         0.236


data_hua54
_database_code_depnum_ccdc_archive 'CCDC 914882'
#TrackingRef 'Compound 11R,S.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H26 O2 P2 Se4'
_chemical_formula_sum            'C20 H26 O2 P2 Se4'
_chemical_formula_weight         676.19
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'
O O 0.0106 0.0060 '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'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a                   22.920(12)
_cell_length_b                   9.231(3)
_cell_length_c                   15.919(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 133.807(7)
_cell_angle_gamma                90.00
_cell_volume                     2431(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    93(2)
_cell_measurement_reflns_used    4258
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      28.4
_exptl_crystal_description       Prism
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.848
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312
_exptl_absorpt_coefficient_mu    6.183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.646
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      93(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  confocal
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7397
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_sigmaI/netI    0.0443
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         25.30
_reflns_number_total             2201
_reflns_number_gt                1960
_reflns_threshold_expression     >2sigma(I)
_computing_data_collection       'CrystalClear (Rigaku Corp., 2004)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2004)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2004)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0645P)²+14.3063P] 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         2201
_refine_ls_number_parameters     127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1327
_refine_ls_wR_factor_gt          0.1288
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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
Se1 Se 0.71573(4) -0.05031(6) 0.30834(5) 0.0376(2) Uani 1 1 d . . .
Se2 Se 0.90374(4) 0.16066(6) 0.50729(6) 0.0419(2) Uani 1 1 d . . .
P1 P 0.83760(9) -0.01480(15) 0.48795(14) 0.0309(4) Uani 1 1 d . . .
O1 O 0.6858(2) 0.5048(4) 0.4379(3) 0.0339(9) Uani 1 1 d . . .
C1 C 0.6908(4) 0.1536(6) 0.2574(5) 0.0406(15) Uani 1 1 d . . .
H1A H 0.7391 0.1985 0.2795 0.049 Uiso 1 1 calc R . .
H1B H 0.6467 0.1561 0.1714 0.049 Uiso 1 1 calc R . .
C2 C 0.6656(4) 0.2446(6) 0.3080(5) 0.0357(13) Uani 1 1 d . . .
H2A H 0.7085 0.2403 0.3940 0.043 Uiso 1 1 calc R . .
H2B H 0.6155 0.2041 0.2826 0.043 Uiso 1 1 calc R . .
C3 C 0.6512(4) 0.4025(7) 0.2683(6) 0.0407(14) Uani 1 1 d . . .
H3A H 0.6101 0.4040 0.1821 0.049 Uiso 1 1 calc R . .
H3B H 0.7020 0.4412 0.2950 0.049 Uiso 1 1 calc R . .
C4 C 0.6232(3) 0.5054(8) 0.3104(5) 0.0406(15) Uani 1 1 d . . .
H4A H 0.6158 0.6045 0.2806 0.049 Uiso 1 1 calc R . .
H4B H 0.5711 0.4720 0.2821 0.049 Uiso 1 1 calc R . .
C5 C 0.8873(3) -0.1888(5) 0.5258(5) 0.0281(11) Uani 1 1 d . . .
C6 C 0.8535(4) -0.3119(6) 0.5293(6) 0.0402(15) Uani 1 1 d . . .
H6A H 0.8049 -0.3039 0.5123 0.048 Uiso 1 1 calc R . .
C7 C 0.8904(4) -0.4449(6) 0.5572(7) 0.0450(16) Uani 1 1 d . . .
H7A H 0.8668 -0.5287 0.5581 0.054 Uiso 1 1 calc R . .
C8 C 0.9622(4) -0.4559(6) 0.5841(6) 0.0391(14) Uani 1 1 d . . .
H8A H 0.9883 -0.5471 0.6051 0.047 Uiso 1 1 calc R . .
C9 C 0.9956(4) -0.3360(6) 0.5804(5) 0.0385(14) Uani 1 1 d . . .
H9A H 1.0443 -0.3447 0.5979 0.046 Uiso 1 1 calc R . .
C10 C 0.9588(3) -0.2028(6) 0.5516(5) 0.0290(12) Uani 1 1 d . . .
H10A H 0.9823 -0.1201 0.5493 0.035 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
Se1 C1 1.971(6) . ?
Se1 P1 2.2422(19) . ?
Se2 P1 2.0905(17) . ?
P1 O1 1.602(4) 7_656 ?
P1 C5 1.814(5) . ?
O1 C4 1.465(7) . ?
O1 P1 1.602(4) 7_656 ?
C1 C2 1.526(8) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.531(8) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.536(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.392(8) . ?
C5 C6 1.398(8) . ?
C6 C7 1.378(8) . ?
C6 H6A 0.9500 . ?
C7 C8 1.388(9) . ?
C7 H7A 0.9500 . ?
C8 C9 1.369(9) . ?
C8 H8A 0.9500 . ?
C9 C10 1.378(8) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
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
C1 Se1 P1 97.8(2) . . ?
O1 P1 C5 105.1(2) 7_656 . ?
O1 P1 Se2 115.17(16) 7_656 . ?
C5 P1 Se2 114.37(19) . . ?
O1 P1 Se1 101.00(17) 7_656 . ?
C5 P1 Se1 103.62(19) . . ?
Se2 P1 Se1 115.93(8) . . ?
C4 O1 P1 120.9(4) . 7_656 ?
C2 C1 Se1 114.6(4) . . ?
C2 C1 H1A 108.6 . . ?
Se1 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
Se1 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
C1 C2 C3 111.0(5) . . ?
C1 C2 H2A 109.4 . . ?
C3 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
C3 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 116.4(5) . . ?
C2 C3 H3A 108.2 . . ?
C4 C3 H3A 108.2 . . ?
C2 C3 H3B 108.2 . . ?
C4 C3 H3B 108.2 . . ?
H3A C3 H3B 107.3 . . ?
O1 C4 C3 107.3(4) . . ?
O1 C4 H4A 110.2 . . ?
C3 C4 H4A 110.2 . . ?
O1 C4 H4B 110.2 . . ?
C3 C4 H4B 110.2 . . ?
H4A C4 H4B 108.5 . . ?
C10 C5 C6 118.9(5) . . ?
C10 C5 P1 121.4(4) . . ?
C6 C5 P1 119.7(4) . . ?
C7 C6 C5 120.3(6) . . ?
C7 C6 H6A 119.9 . . ?
C5 C6 H6A 119.9 . . ?
C6 C7 C8 119.8(5) . . ?
C6 C7 H7A 120.1 . . ?
C8 C7 H7A 120.1 . . ?
C9 C8 C7 120.4(5) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
C8 C9 C10 120.3(6) . . ?
C8 C9 H9A 119.9 . . ?
C10 C9 H9A 119.9 . . ?
C9 C10 C5 120.4(5) . . ?
C9 C10 H10A 119.8 . . ?
C5 C10 H10A 119.8 . . ?
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
C1 Se1 P1 O1 94.3(2) . . . 7_656 ?
C1 Se1 P1 C5 -157.1(3) . . . . ?
C1 Se1 P1 Se2 -30.9(2) . . . . ?
P1 Se1 C1 C2 -76.0(5) . . . . ?
Se1 C1 C2 C3 177.4(4) . . . . ?
C1 C2 C3 C4 178.4(5) . . . . ?
P1 O1 C4 C3 -143.5(4) 7_656 . . . ?
C2 C3 C4 O1 59.6(7) . . . . ?
O1 P1 C5 C10 -134.6(4) 7_656 . . . ?
Se2 P1 C5 C10 -7.3(5) . . . . ?
Se1 P1 C5 C10 119.8(4) . . . . ?
O1 P1 C5 C6 45.4(5) 7_656 . . . ?
Se2 P1 C5 C6 172.7(4) . . . . ?
Se1 P1 C5 C6 -60.2(5) . . . . ?
C10 C5 C6 C7 -0.4(9) . . . . ?
P1 C5 C6 C7 179.6(5) . . . . ?
C5 C6 C7 C8 1.2(10) . . . . ?
C6 C7 C8 C9 -1.5(10) . . . . ?
C7 C8 C9 C10 0.9(10) . . . . ?
C8 C9 C10 C5 -0.1(9) . . . . ?
C6 C5 C10 C9 -0.2(8) . . . . ?
P1 C5 C10 C9 179.8(5) . . . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.190
_refine_diff_density_min         -0.968
_refine_diff_density_rms         0.137

