# Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2010

data_global

_journal_coden_Cambridge         222

loop_
_publ_author_name
'I L Odinets'
'O I Artyshin'
'Konstantin Lyssenko'
'N P Molochnikova'
'G V Myasoedova'
'Yulia V. Nelyubina'
'E V Sharova'
'E A Zakharchenro'

_publ_contact_author_name        'Irina Odinets'
_publ_contact_author_email       ODINETS@INEOS.AC.RU

_publ_section_title              
;
NOVEL CLASS OF TASK SPECIFIC IONIC LIQUIDS WITH GRAFTED
CMPO-MOIETIES FOR ACTINIDES AND RARE-EARTH ELEMENTS RECOVERY
;

# Attachment '4d.CIF'

data_4d
_database_code_depnum_ccdc_archive 'CCDC 758107'
#TrackingRef '4d.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'2(C28 H39 N3 O2 P), C2 H6 O, 2(C H CL3), 2(BR)'
_chemical_formula_sum            'C60 H86 Br2 Cl6 N6 O5 P2'
_chemical_formula_weight         1405.81

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'
N N 0.0061 0.0033 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

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'
'-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                   23.9357(16)
_cell_length_b                   11.7625(8)
_cell_length_c                   25.1174(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7071.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7151
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      28.92

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2920
_exptl_absorpt_coefficient_mu    1.466
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.718
_exptl_absorpt_correction_T_max  0.773
_exptl_absorpt_process_details   'APEX2 (Bruker, 2005)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            82285
_diffrn_reflns_av_R_equivalents  0.0622
_diffrn_reflns_av_sigmaI/netI    0.0331
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.62
_diffrn_reflns_theta_max         29.00
_reflns_number_total             9374
_reflns_number_gt                6966
_reflns_threshold_expression     I>2/s(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'APEX2 (Bruker, 2005)'
_computing_structure_solution    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_structure_refinement  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_molecular_graphics    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_publication_material  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0780P)^2^+1.9110P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         9374
_refine_ls_number_parameters     378
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1233
_refine_ls_wR_factor_gt          0.1056
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_refine_ls_shift/su_max          0.003
_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
Br1 Br 0.678572(8) 0.458223(18) 0.236553(9) 0.02301(8) Uani 1 1 d . . .
P1 P 0.63871(2) 1.14432(5) 0.35116(2) 0.01904(12) Uani 1 1 d . . .
O1 O 0.63204(7) 1.02398(13) 0.36860(7) 0.0255(3) Uani 1 1 d . . .
O2 O 0.59350(7) 1.05562(14) 0.24147(7) 0.0267(4) Uani 1 1 d . . .
N1 N 0.59947(7) 0.75698(15) 0.29295(7) 0.0197(4) Uani 1 1 d . . .
N3 N 0.51204(8) 0.79956(16) 0.29911(8) 0.0238(4) Uani 1 1 d . . .
N4 N 0.68083(7) 0.98192(16) 0.23577(7) 0.0193(4) Uani 1 1 d . . .
H4N H 0.7177 0.9945 0.2427 0.020(6) Uiso 1 1 d R . .
C2 C 0.56356(9) 0.83453(18) 0.31055(9) 0.0217(4) Uani 1 1 d . . .
H2A H 0.5730 0.9032 0.3283 0.026 Uiso 1 1 calc R . .
C4 C 0.51525(10) 0.6966(2) 0.27359(9) 0.0261(5) Uani 1 1 d . . .
H4A H 0.4847 0.6524 0.2611 0.031 Uiso 1 1 calc R . .
C5 C 0.56984(9) 0.66987(19) 0.26951(9) 0.0236(5) Uani 1 1 d . . .
H5A H 0.5850 0.6035 0.2535 0.028 Uiso 1 1 calc R . .
C6 C 0.66061(9) 0.7657(2) 0.29544(10) 0.0243(5) Uani 1 1 d . . .
H6A H 0.6760 0.6977 0.3135 0.029 Uiso 1 1 calc R . .
H6B H 0.6712 0.8334 0.3165 0.029 Uiso 1 1 calc R . .
C7 C 0.68539(9) 0.77495(19) 0.23992(10) 0.0241(5) Uani 1 1 d . . .
H7A H 0.7266 0.7787 0.2430 0.029 Uiso 1 1 calc R . .
H7B H 0.6760 0.7052 0.2198 0.029 Uiso 1 1 calc R . .
C8 C 0.66528(9) 0.87728(18) 0.20871(9) 0.0219(4) Uani 1 1 d . . .
H8A H 0.6820 0.8762 0.1727 0.026 Uiso 1 1 calc R . .
H8B H 0.6242 0.8739 0.2048 0.026 Uiso 1 1 calc R . .
C9 C 0.64394(9) 1.06046(18) 0.25119(9) 0.0187(4) Uani 1 1 d . . .
C10 C 0.66789(9) 1.15554(18) 0.28463(9) 0.0210(4) Uani 1 1 d . . .
H10A H 0.6582 1.2301 0.2688 0.025 Uiso 1 1 calc R . .
H10B H 0.7091 1.1492 0.2861 0.025 Uiso 1 1 calc R . .
C11 C 0.57313(9) 1.2198(2) 0.35260(9) 0.0220(4) Uani 1 1 d . . .
C12 C 0.56678(10) 1.3295(2) 0.33327(10) 0.0269(5) Uani 1 1 d . . .
H12A H 0.5973 1.3666 0.3164 0.032 Uiso 1 1 calc R . .
C13 C 0.51600(11) 1.3851(2) 0.33851(11) 0.0350(6) Uani 1 1 d . . .
H13A H 0.5117 1.4601 0.3250 0.042 Uiso 1 1 calc R . .
C14 C 0.47176(11) 1.3320(3) 0.36321(11) 0.0428(7) Uani 1 1 d . . .
H14A H 0.4372 1.3708 0.3674 0.051 Uiso 1 1 calc R . .
C15 C 0.47775(12) 1.2229(3) 0.38176(15) 0.0576(9) Uani 1 1 d . . .
H15A H 0.4470 1.1859 0.3982 0.069 Uiso 1 1 calc R . .
C16 C 0.52825(11) 1.1661(3) 0.37675(13) 0.0446(7) Uani 1 1 d . . .
H16A H 0.5321 1.0907 0.3898 0.054 Uiso 1 1 calc R . .
C17 C 0.68656(9) 1.22277(19) 0.39234(9) 0.0217(4) Uani 1 1 d . . .
C18 C 0.71257(10) 1.3223(2) 0.37447(10) 0.0281(5) Uani 1 1 d . . .
H18A H 0.7048 1.3509 0.3399 0.034 Uiso 1 1 calc R . .
C19 C 0.74948(11) 1.3788(2) 0.40732(11) 0.0368(6) Uani 1 1 d . . .
H19A H 0.7675 1.4459 0.3951 0.044 Uiso 1 1 calc R . .
C20 C 0.76033(11) 1.3383(3) 0.45765(11) 0.0408(7) Uani 1 1 d . . .
H20A H 0.7858 1.3778 0.4801 0.049 Uiso 1 1 calc R . .
C21 C 0.73457(13) 1.2409(3) 0.47582(11) 0.0405(6) Uani 1 1 d . . .
H21A H 0.7421 1.2139 0.5107 0.049 Uiso 1 1 calc R . .
C22 C 0.69767(11) 1.1823(2) 0.44331(10) 0.0302(5) Uani 1 1 d . . .
H22A H 0.6801 1.1149 0.4557 0.036 Uiso 1 1 calc R . .
C23 C 0.45976(11) 0.8572(2) 0.31377(12) 0.0381(6) Uani 1 1 d . . .
H23A H 0.4294 0.8298 0.2903 0.046 Uiso 1 1 calc R . .
H23B H 0.4641 0.9399 0.3079 0.046 Uiso 1 1 calc R . .
C24 C 0.44364(13) 0.8367(3) 0.37080(12) 0.0459(7) Uani 1 1 d . . .
H24A H 0.4064 0.8709 0.3770 0.055 Uiso 1 1 calc R . .
H24B H 0.4707 0.8768 0.3940 0.055 Uiso 1 1 calc R . .
C25 C 0.44156(12) 0.7137(3) 0.38735(11) 0.0400(6) Uani 1 1 d . . .
H25A H 0.4793 0.6806 0.3830 0.048 Uiso 1 1 calc R . .
H25B H 0.4162 0.6727 0.3629 0.048 Uiso 1 1 calc R . .
C26 C 0.42227(13) 0.6929(3) 0.44410(12) 0.0449(7) Uani 1 1 d . . .
H26A H 0.4475 0.7338 0.4688 0.054 Uiso 1 1 calc R . .
H26B H 0.3843 0.7249 0.4485 0.054 Uiso 1 1 calc R . .
C27 C 0.42118(14) 0.5698(3) 0.45915(12) 0.0472(7) Uani 1 1 d . . .
H27A H 0.4593 0.5387 0.4549 0.057 Uiso 1 1 calc R . .
H27B H 0.3967 0.5292 0.4338 0.057 Uiso 1 1 calc R . .
C28 C 0.40123(14) 0.5440(3) 0.51529(12) 0.0471(7) Uani 1 1 d . . .
H28A H 0.4269 0.5805 0.5410 0.056 Uiso 1 1 calc R . .
H28B H 0.3637 0.5778 0.5204 0.056 Uiso 1 1 calc R . .
C29 C 0.39821(17) 0.4188(3) 0.52717(14) 0.0588(9) Uani 1 1 d . . .
H29A H 0.4356 0.3848 0.5213 0.071 Uiso 1 1 calc R . .
H29B H 0.3720 0.3827 0.5018 0.071 Uiso 1 1 calc R . .
C30 C 0.37932(18) 0.3917(3) 0.58352(13) 0.0639(10) Uani 1 1 d . . .
H30A H 0.3783 0.3091 0.5885 0.096 Uiso 1 1 calc R . .
H30B H 0.3419 0.4233 0.5894 0.096 Uiso 1 1 calc R . .
H30C H 0.4056 0.4253 0.6090 0.096 Uiso 1 1 calc R . .
C1S C 0.76277(13) 0.0986(3) 0.12326(11) 0.0408(7) Uani 1 1 d . . .
H1SA H 0.7738 0.0580 0.1566 0.049 Uiso 1 1 calc R . .
Cl1 Cl 0.73303(5) -0.00012(8) 0.07904(3) 0.0642(3) Uani 1 1 d . . .
Cl2 Cl 0.71474(3) 0.20536(7) 0.13956(3) 0.04891(19) Uani 1 1 d . . .
Cl3 Cl 0.82308(3) 0.16183(10) 0.09507(3) 0.0590(2) Uani 1 1 d . . .
O1S O 0.4212(3) 0.1150(6) 0.5245(3) 0.0490(17) Uiso 0.30 1 d PD A -1
C2S C 0.4431(3) 0.0140(6) 0.5017(4) 0.0351(19) Uiso 0.30 1 d PD A -1
H2SA H 0.4287 0.0121 0.4648 0.042 Uiso 0.30 1 calc PR A -1
H2SB H 0.4244 -0.0493 0.5207 0.042 Uiso 0.30 1 calc PR A -1
C3S C 0.5035(4) -0.0194(12) 0.4979(8) 0.046(3) Uiso 0.30 1 d PD A -1
H3SA H 0.5066 -0.0933 0.4802 0.070 Uiso 0.30 1 calc PR A -1
H3SB H 0.5195 -0.0244 0.5338 0.070 Uiso 0.30 1 calc PR A -1
H3SC H 0.5239 0.0379 0.4773 0.070 Uiso 0.30 1 calc PR A -1
O1S' O 0.4946(5) -0.0209(9) 0.4815(5) 0.039(3) Uiso 0.20 1 d PD B -2
C2S' C 0.4705(3) 0.0751(8) 0.5069(4) 0.019(2) Uiso 0.20 1 d PD B -2
H2SC H 0.4819 0.1462 0.4888 0.022 Uiso 0.20 1 calc PR B -2
H2SD H 0.4822 0.0791 0.5447 0.022 Uiso 0.20 1 calc PR B -2
C3S' C 0.4088(4) 0.0577(12) 0.5026(5) 0.033(3) Uiso 0.20 1 d PD B -2
H3SD H 0.3894 0.1210 0.5199 0.050 Uiso 0.20 1 calc PR B -2
H3SE H 0.3986 -0.0138 0.5200 0.050 Uiso 0.20 1 calc PR B -2
H3SF H 0.3982 0.0544 0.4649 0.050 Uiso 0.20 1 calc PR B -2

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.01649(11) 0.01714(11) 0.03538(14) 0.00544(8) 0.00412(8) 0.00009(8)
P1 0.0164(2) 0.0161(2) 0.0246(3) 0.0022(2) 0.0000(2) -0.00099(19)
O1 0.0274(8) 0.0185(8) 0.0306(9) 0.0057(6) -0.0023(7) -0.0023(6)
O2 0.0173(8) 0.0252(9) 0.0375(9) -0.0024(7) -0.0028(7) 0.0043(6)
N1 0.0147(8) 0.0190(8) 0.0253(9) 0.0017(7) -0.0001(7) -0.0037(7)
N3 0.0167(8) 0.0261(10) 0.0285(10) 0.0072(8) 0.0025(7) 0.0010(7)
N4 0.0152(8) 0.0166(8) 0.0261(10) -0.0001(7) 0.0013(7) 0.0007(6)
C2 0.0212(10) 0.0183(10) 0.0255(11) 0.0036(8) 0.0027(9) -0.0020(8)
C4 0.0195(10) 0.0270(12) 0.0318(12) 0.0030(9) -0.0024(9) -0.0075(9)
C5 0.0223(11) 0.0190(10) 0.0295(11) -0.0014(9) 0.0002(9) -0.0058(8)
C6 0.0135(9) 0.0235(11) 0.0360(13) 0.0061(9) -0.0028(9) -0.0041(8)
C7 0.0184(10) 0.0173(10) 0.0365(13) -0.0004(9) 0.0040(9) 0.0007(8)
C8 0.0201(10) 0.0190(10) 0.0266(11) -0.0022(9) 0.0023(9) -0.0019(8)
C9 0.0188(10) 0.0157(10) 0.0216(10) 0.0039(8) 0.0012(8) 0.0008(8)
C10 0.0192(10) 0.0164(10) 0.0273(11) 0.0010(8) 0.0031(8) -0.0009(8)
C11 0.0181(10) 0.0251(11) 0.0226(10) 0.0007(9) -0.0010(8) -0.0003(8)
C12 0.0238(11) 0.0241(11) 0.0328(12) -0.0005(9) 0.0032(10) 0.0034(9)
C13 0.0340(14) 0.0352(14) 0.0359(14) -0.0041(11) -0.0061(11) 0.0153(11)
C14 0.0211(12) 0.069(2) 0.0388(15) -0.0049(14) -0.0022(11) 0.0169(13)
C15 0.0214(13) 0.077(2) 0.074(2) 0.0203(19) 0.0183(14) 0.0027(14)
C16 0.0241(13) 0.0472(17) 0.0624(19) 0.0208(15) 0.0078(13) -0.0002(12)
C17 0.0170(10) 0.0227(11) 0.0255(11) -0.0021(9) 0.0014(8) 0.0011(8)
C18 0.0284(12) 0.0302(12) 0.0256(11) -0.0024(10) 0.0027(9) -0.0080(10)
C19 0.0327(13) 0.0415(15) 0.0361(14) -0.0105(12) 0.0083(11) -0.0158(12)
C20 0.0298(13) 0.0551(18) 0.0374(14) -0.0155(13) -0.0045(11) -0.0082(12)
C21 0.0456(16) 0.0455(16) 0.0302(13) -0.0010(12) -0.0119(12) 0.0017(13)
C22 0.0323(12) 0.0279(12) 0.0304(12) 0.0019(10) -0.0023(10) 0.0003(10)
C23 0.0238(12) 0.0431(15) 0.0474(16) 0.0108(13) 0.0068(11) 0.0099(11)
C24 0.0360(15) 0.0544(18) 0.0473(17) 0.0076(14) 0.0158(13) 0.0134(14)
C25 0.0342(14) 0.0475(16) 0.0385(15) 0.0041(13) 0.0123(12) -0.0002(12)
C26 0.0368(15) 0.0584(19) 0.0394(15) 0.0068(14) 0.0095(13) 0.0056(14)
C27 0.0467(17) 0.0540(18) 0.0407(16) 0.0058(14) 0.0109(14) -0.0001(15)
C28 0.0447(17) 0.060(2) 0.0364(15) 0.0075(14) 0.0058(13) -0.0028(14)
C29 0.066(2) 0.064(2) 0.0471(18) 0.0117(17) 0.0062(16) -0.0100(18)
C30 0.084(3) 0.063(2) 0.0442(18) 0.0169(17) 0.0039(18) -0.012(2)
C1S 0.0444(16) 0.0481(17) 0.0299(13) 0.0087(12) -0.0062(12) -0.0075(13)
Cl1 0.0956(7) 0.0542(5) 0.0427(4) 0.0039(4) -0.0096(4) -0.0282(5)
Cl2 0.0389(4) 0.0519(4) 0.0559(5) 0.0158(4) -0.0092(3) -0.0018(3)
Cl3 0.0425(4) 0.0952(7) 0.0393(4) -0.0030(4) -0.0004(3) -0.0162(4)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.4903(16) . ?
P1 C17 1.798(2) . ?
P1 C11 1.804(2) . ?
P1 C10 1.816(2) . ?
O2 C9 1.233(3) . ?
N1 C2 1.329(3) . ?
N1 C5 1.378(3) . ?
N1 C6 1.468(3) . ?
N3 C2 1.331(3) . ?
N3 C4 1.373(3) . ?
N3 C23 1.470(3) . ?
N4 C9 1.335(3) . ?
N4 C8 1.454(3) . ?
N4 H4N 0.9109 . ?
C2 H2A 0.9500 . ?
C4 C5 1.348(3) . ?
C4 H4A 0.9500 . ?
C5 H5A 0.9500 . ?
C6 C7 1.519(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.515(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.512(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C16 1.386(3) . ?
C11 C12 1.387(3) . ?
C12 C13 1.387(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.377(4) . ?
C13 H13A 0.9500 . ?
C14 C15 1.373(5) . ?
C14 H14A 0.9500 . ?
C15 C16 1.387(4) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C22 1.392(3) . ?
C17 C18 1.400(3) . ?
C18 C19 1.379(3) . ?
C18 H18A 0.9500 . ?
C19 C20 1.376(4) . ?
C19 H19A 0.9500 . ?
C20 C21 1.379(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.387(4) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 C24 1.503(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.506(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.518(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.496(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.520(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.505(5) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.519(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C1S Cl2 1.751(3) . ?
C1S Cl1 1.758(3) . ?
C1S Cl3 1.771(3) . ?
C1S H1SA 1.0000 . ?
O1S C2S 1.418(4) . ?
C2S C3S 1.503(4) . ?
C2S H2SA 0.9900 . ?
C2S H2SB 0.9900 . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?
O1S' C2S' 1.419(4) . ?
C2S' C3S' 1.494(4) . ?
C2S' H2SC 0.9900 . ?
C2S' H2SD 0.9900 . ?
C3S' H3SD 0.9800 . ?
C3S' H3SE 0.9800 . ?
C3S' H3SF 0.9800 . ?

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
O1 P1 C17 112.75(10) . . ?
O1 P1 C11 111.62(10) . . ?
C17 P1 C11 106.88(10) . . ?
O1 P1 C10 112.37(10) . . ?
C17 P1 C10 104.30(10) . . ?
C11 P1 C10 108.50(10) . . ?
C2 N1 C5 108.64(18) . . ?
C2 N1 C6 125.63(19) . . ?
C5 N1 C6 125.65(19) . . ?
C2 N3 C4 108.76(19) . . ?
C2 N3 C23 126.3(2) . . ?
C4 N3 C23 124.8(2) . . ?
C9 N4 C8 123.49(18) . . ?
C9 N4 H4N 118.2 . . ?
C8 N4 H4N 118.3 . . ?
N1 C2 N3 108.37(19) . . ?
N1 C2 H2A 125.8 . . ?
N3 C2 H2A 125.8 . . ?
C5 C4 N3 107.2(2) . . ?
C5 C4 H4A 126.4 . . ?
N3 C4 H4A 126.4 . . ?
C4 C5 N1 107.1(2) . . ?
C4 C5 H5A 126.5 . . ?
N1 C5 H5A 126.5 . . ?
N1 C6 C7 110.79(19) . . ?
N1 C6 H6A 109.5 . . ?
C7 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 C6 114.08(18) . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N4 C8 C7 110.44(18) . . ?
N4 C8 H8A 109.6 . . ?
C7 C8 H8A 109.6 . . ?
N4 C8 H8B 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
O2 C9 N4 123.9(2) . . ?
O2 C9 C10 121.04(19) . . ?
N4 C9 C10 114.98(19) . . ?
C9 C10 P1 108.16(14) . . ?
C9 C10 H10A 110.1 . . ?
P1 C10 H10A 110.1 . . ?
C9 C10 H10B 110.1 . . ?
P1 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
C16 C11 C12 119.5(2) . . ?
C16 C11 P1 117.31(19) . . ?
C12 C11 P1 123.11(17) . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13A 119.9 . . ?
C12 C13 H13A 119.9 . . ?
C15 C14 C13 119.8(2) . . ?
C15 C14 H14A 120.1 . . ?
C13 C14 H14A 120.1 . . ?
C14 C15 C16 120.7(3) . . ?
C14 C15 H15A 119.6 . . ?
C16 C15 H15A 119.6 . . ?
C11 C16 C15 119.7(3) . . ?
C11 C16 H16A 120.2 . . ?
C15 C16 H16A 120.2 . . ?
C22 C17 C18 119.8(2) . . ?
C22 C17 P1 118.37(18) . . ?
C18 C17 P1 121.87(18) . . ?
C19 C18 C17 119.7(2) . . ?
C19 C18 H18A 120.1 . . ?
C17 C18 H18A 120.1 . . ?
C20 C19 C18 120.3(3) . . ?
C20 C19 H19A 119.9 . . ?
C18 C19 H19A 119.9 . . ?
C19 C20 C21 120.5(2) . . ?
C19 C20 H20A 119.8 . . ?
C21 C20 H20A 119.8 . . ?
C20 C21 C22 120.2(3) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
C21 C22 C17 119.6(2) . . ?
C21 C22 H22A 120.2 . . ?
C17 C22 H22A 120.2 . . ?
N3 C23 C24 112.6(2) . . ?
N3 C23 H23A 109.1 . . ?
C24 C23 H23A 109.1 . . ?
N3 C23 H23B 109.1 . . ?
C24 C23 H23B 109.1 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 C25 115.2(3) . . ?
C23 C24 H24A 108.5 . . ?
C25 C24 H24A 108.5 . . ?
C23 C24 H24B 108.5 . . ?
C25 C24 H24B 108.5 . . ?
H24A C24 H24B 107.5 . . ?
C24 C25 C26 115.1(3) . . ?
C24 C25 H25A 108.5 . . ?
C26 C25 H25A 108.5 . . ?
C24 C25 H25B 108.5 . . ?
C26 C25 H25B 108.5 . . ?
H25A C25 H25B 107.5 . . ?
C27 C26 C25 113.5(3) . . ?
C27 C26 H26A 108.9 . . ?
C25 C26 H26A 108.9 . . ?
C27 C26 H26B 108.9 . . ?
C25 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
C26 C27 C28 115.7(3) . . ?
C26 C27 H27A 108.4 . . ?
C28 C27 H27A 108.4 . . ?
C26 C27 H27B 108.4 . . ?
C28 C27 H27B 108.4 . . ?
H27A C27 H27B 107.4 . . ?
C29 C28 C27 113.3(3) . . ?
C29 C28 H28A 108.9 . . ?
C27 C28 H28A 108.9 . . ?
C29 C28 H28B 108.9 . . ?
C27 C28 H28B 108.9 . . ?
H28A C28 H28B 107.7 . . ?
C28 C29 C30 113.8(3) . . ?
C28 C29 H29A 108.8 . . ?
C30 C29 H29A 108.8 . . ?
C28 C29 H29B 108.8 . . ?
C30 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
Cl2 C1S Cl1 110.84(17) . . ?
Cl2 C1S Cl3 109.13(17) . . ?
Cl1 C1S Cl3 110.79(16) . . ?
Cl2 C1S H1SA 108.7 . . ?
Cl1 C1S H1SA 108.7 . . ?
Cl3 C1S H1SA 108.7 . . ?
O1S C2S C3S 126.8(9) . . ?
O1S C2S H2SA 105.6 . . ?
C3S C2S H2SA 105.6 . . ?
O1S C2S H2SB 105.6 . . ?
C3S C2S H2SB 105.6 . . ?
H2SA C2S H2SB 106.1 . . ?
C2S C3S H3SA 109.5 . . ?
C2S C3S H3SB 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
C2S C3S H3SC 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
O1S' C2S' C3S' 105.0(9) . . ?
O1S' C2S' H2SC 110.7 . . ?
C3S' C2S' H2SC 110.7 . . ?
O1S' C2S' H2SD 110.7 . . ?
C3S' C2S' H2SD 110.7 . . ?
H2SC C2S' H2SD 108.8 . . ?
C2S' C3S' H3SD 109.5 . . ?
C2S' C3S' H3SE 109.5 . . ?
H3SD C3S' H3SE 109.5 . . ?
C2S' C3S' H3SF 109.5 . . ?
H3SD C3S' H3SF 109.5 . . ?
H3SE C3S' H3SF 109.5 . . ?

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
C5 N1 C2 N3 0.0(2) . . . . ?
C6 N1 C2 N3 176.96(19) . . . . ?
C4 N3 C2 N1 0.2(2) . . . . ?
C23 N3 C2 N1 176.9(2) . . . . ?
C2 N3 C4 C5 -0.3(3) . . . . ?
C23 N3 C4 C5 -177.1(2) . . . . ?
N3 C4 C5 N1 0.3(3) . . . . ?
C2 N1 C5 C4 -0.2(3) . . . . ?
C6 N1 C5 C4 -177.2(2) . . . . ?
C2 N1 C6 C7 -113.4(2) . . . . ?
C5 N1 C6 C7 63.0(3) . . . . ?
N1 C6 C7 C8 59.9(2) . . . . ?
C9 N4 C8 C7 -122.2(2) . . . . ?
C6 C7 C8 N4 61.3(2) . . . . ?
C8 N4 C9 O2 -4.3(3) . . . . ?
C8 N4 C9 C10 172.68(19) . . . . ?
O2 C9 C10 P1 63.9(2) . . . . ?
N4 C9 C10 P1 -113.20(18) . . . . ?
O1 P1 C10 C9 37.32(18) . . . . ?
C17 P1 C10 C9 159.76(15) . . . . ?
C11 P1 C10 C9 -86.58(16) . . . . ?
O1 P1 C11 C16 9.9(2) . . . . ?
C17 P1 C11 C16 -113.8(2) . . . . ?
C10 P1 C11 C16 134.3(2) . . . . ?
O1 P1 C11 C12 -173.38(19) . . . . ?
C17 P1 C11 C12 62.9(2) . . . . ?
C10 P1 C11 C12 -49.0(2) . . . . ?
C16 C11 C12 C13 0.5(4) . . . . ?
P1 C11 C12 C13 -176.11(19) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C12 C13 C14 C15 -1.2(4) . . . . ?
C13 C14 C15 C16 1.1(5) . . . . ?
C12 C11 C16 C15 -0.6(5) . . . . ?
P1 C11 C16 C15 176.2(3) . . . . ?
C14 C15 C16 C11 -0.2(6) . . . . ?
O1 P1 C17 C22 -20.8(2) . . . . ?
C11 P1 C17 C22 102.2(2) . . . . ?
C10 P1 C17 C22 -142.95(19) . . . . ?
O1 P1 C17 C18 159.19(18) . . . . ?
C11 P1 C17 C18 -77.8(2) . . . . ?
C10 P1 C17 C18 37.0(2) . . . . ?
C22 C17 C18 C19 0.7(4) . . . . ?
P1 C17 C18 C19 -179.2(2) . . . . ?
C17 C18 C19 C20 -0.7(4) . . . . ?
C18 C19 C20 C21 0.1(4) . . . . ?
C19 C20 C21 C22 0.4(5) . . . . ?
C20 C21 C22 C17 -0.4(4) . . . . ?
C18 C17 C22 C21 -0.2(4) . . . . ?
P1 C17 C22 C21 179.8(2) . . . . ?
C2 N3 C23 C24 -78.7(3) . . . . ?
C4 N3 C23 C24 97.5(3) . . . . ?
N3 C23 C24 C25 -52.5(4) . . . . ?
C23 C24 C25 C26 -176.9(3) . . . . ?
C24 C25 C26 C27 -179.6(3) . . . . ?
C25 C26 C27 C28 -179.0(3) . . . . ?
C26 C27 C28 C29 177.0(3) . . . . ?
C27 C28 C29 C30 179.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N4 H4N Br1 8_765 0.91 2.52 3.3769(17) 156 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        29.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.808
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.080

_publ_section_references         
;
Bruker (2005). APEX2 softwarwe package, Bruker AXS Inc., 5465,
East Cheryl Parkway, Madison, WI 5317.

Sheldrick G.M. (1998). SHELXTL v. 5.10, Structure Determination Software
Suite, Bruker AXS, Madison, Wisconsin, USA.
;

_publ_section_exptl_refinement   
;
The hydrogen atom of NH group was found in difference Fourier synthesis.
The H(C) atom positions were calculated. All hydrogen atoms were refined
in isotropic approximation in riding model with the Uiso(H) parameters
equal to 1.2 Ueq(Ci), for methyl groups equal to 1.5 Ueq(Cii), where U(Ci)
and U(Cii) are respectively the equivalent thermal parameters of the carbon
atoms to which corresponding H atoms are bonded.

There is a solvate molecule of ethanol disordered by four positions. The
corresponding carbon and oxygen atoms were refined in isotropic approximation.
Hydrogen atoms of OH groups were not localized on the disordered ethanol
molecule. The H(C) atom positions were calculated and they were refined in
isotropic approximation.
;

# start Validation Reply Form
_vrf_PLAT222_4d                  
;
PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.80 Ratio
RESPONSE: The large non solvent H atom belongs to the methyl group of alkyl
chain, which is known to strongly librate in a crystal.
;
_vrf_PLAT411_4d                  
;
PROBLEM: Short Inter H...H Contact H24B .. H2SD .. 1.98 Ang.
RESPONSE: The H2SD atom belongs to the disodered ethanol molecule and its
position could not be reliably established.
;
_vrf_PLAT220_4d                  
;
PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.41 Ratio
RESPONSE: The large non solvent C atom belongs to the methyl group of alkyl
chain, which is known to strongly librate in a crystal.
;
_vrf_PLAT309_4d                  
;
PROBLEM: Single Bonded Oxygen (C-O .GT. 1.3 Ang) ........ O1S
RESPONSE: There is a solvate molecule of ethanol disordered by four positions.
The corresponding carbon and oxygen atoms were refined in isotropic
approximation. Hydrogen atoms of OH groups were not localized on the disordered
ethanol molecule. The H(C) atom positions were calculated and they were refined
in isotropic approximation.
;
_vrf_PLAT041_4d                  
;
PROBLEM: Calc. and Reported SumFormula Strings Differ
RESPONSE: Hydrogen atoms of OH groups on ethanol molecule were not localized
due to its strong disorder.
;
_vrf_PLAT042_4d                  
;
PROBLEM: Calc. and Reported MoietyFormula Strings Differ
RESPONSE: Hydrogen atoms of OH groups on ethanol molecule were not localized
due to its strong disorder.
;
_vrf_PLAT045_4d                  
;
PROBLEM: Calculated and Reported Z Differ by ............ 0.50 Ratio
RESPONSE: There is a solvate molecule of ethanol disordered by four positions
over the inversion center and there are two cations, two bromine anions, and two
CHCl3 molecules per one molecule of disordered ethanol.
;
_vrf_PLAT068_4d                  
;
PROBLEM: Reported F000 Differs from Calcd (or Missing)
RESPONSE: Hydrogen atoms of OH groups on ethanol molecule were not localized
due to its strong disorder.
;
_vrf_PLAT244_4d                  
;
PROBLEM: Low 'Solvent' Ueq as Compared to Neighbors
RESPONSE: There is a solvate molecule of ethanol disordered by four positions.
The corresponding carbon and oxygen atoms were refined in isotropic
approximation.
;
# end Validation Reply Form

# Attachment '6C.CIF'

data_6c
_database_code_depnum_ccdc_archive 'CCDC 758108'
#TrackingRef '6C.CIF'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H35 N3 O2 P, F6 P'
_chemical_formula_sum            'C26 H35 F6 N3 O2 P2'
_chemical_formula_weight         597.51

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'
N N 0.0061 0.0033 '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'
F F 0.0171 0.0103 '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'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.9341(9)
_cell_length_b                   15.819(3)
_cell_length_c                   16.393(3)
_cell_angle_alpha                65.857(3)
_cell_angle_beta                 88.250(4)
_cell_angle_gamma                80.353(4)
_cell_volume                     1383.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1554
_cell_measurement_theta_min      3
_cell_measurement_theta_max      30

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.905
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_process_details   'APEX2 (Bruker, 2005)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8923
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0791
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.36
_diffrn_reflns_theta_max         27.00
_reflns_number_total             5935
_reflns_number_gt                3936
_reflns_threshold_expression     I>2/s(I)

_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'APEX2 (Bruker, 2005)'
_computing_structure_solution    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_structure_refinement  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_molecular_graphics    'SHELXTL ver. 5.1 (Sheldrick, 1998b)'
_computing_publication_material  'SHELXTL ver. 5.1 (Sheldrick, 1998b)'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0120P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5935
_refine_ls_number_parameters     356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.0677
_refine_ls_wR_factor_gt          0.0639
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.57279(9) 0.33764(4) 0.50303(3) 0.01422(13) Uani 1 1 d . . .
O1 O 0.7985(2) 0.36083(9) 0.51698(8) 0.0177(3) Uani 1 1 d . . .
O2 O 0.4448(2) 0.41591(9) 0.64980(8) 0.0171(3) Uani 1 1 d . . .
N1 N 0.3900(3) 0.25801(11) 0.88204(10) 0.0155(4) Uani 1 1 d . . .
N3 N 0.4869(3) 0.25572(11) 1.00877(11) 0.0176(4) Uani 1 1 d . . .
N4 N 0.0803(3) 0.39324(11) 0.63735(10) 0.0152(4) Uani 1 1 d . . .
H4N H -0.0312 0.3901 0.6013 0.018 Uiso 1 1 d R . .
C2 C 0.3944(3) 0.21031(14) 0.96978(13) 0.0186(5) Uani 1 1 d . . .
H2A H 0.3399 0.1526 1.0001 0.022 Uiso 1 1 calc R . .
C4 C 0.5440(3) 0.33599(14) 0.94293(13) 0.0191(5) Uani 1 1 d . . .
H4A H 0.6133 0.3818 0.9515 0.023 Uiso 1 1 calc R . .
C5 C 0.4828(3) 0.33724(14) 0.86380(14) 0.0177(5) Uani 1 1 d . . .
H5A H 0.5008 0.3843 0.8062 0.021 Uiso 1 1 calc R . .
C6 C 0.2810(3) 0.23268(14) 0.81760(13) 0.0186(5) Uani 1 1 d . . .
H6A H 0.2816 0.1641 0.8438 0.022 Uiso 1 1 calc R . .
H6B H 0.3698 0.2486 0.7627 0.022 Uiso 1 1 calc R . .
C7 C 0.0347(3) 0.28495(14) 0.79331(13) 0.0206(5) Uani 1 1 d . . .
H7A H -0.0498 0.2505 0.7694 0.025 Uiso 1 1 calc R . .
H7B H -0.0389 0.2840 0.8486 0.025 Uiso 1 1 calc R . .
C8 C 0.0115(3) 0.38654(14) 0.72513(12) 0.0177(5) Uani 1 1 d . . .
H8A H -0.1496 0.4177 0.7208 0.021 Uiso 1 1 calc R . .
H8B H 0.1073 0.4201 0.7458 0.021 Uiso 1 1 calc R . .
C9 C 0.2890(3) 0.40815(13) 0.60606(13) 0.0147(5) Uani 1 1 d . . .
C10 C 0.3219(3) 0.41513(13) 0.51221(12) 0.0133(4) Uani 1 1 d . . .
H10A H 0.3347 0.4807 0.4722 0.016 Uiso 1 1 calc R . .
H10B H 0.1851 0.3998 0.4916 0.016 Uiso 1 1 calc R . .
C11 C 0.5391(3) 0.22364(13) 0.58654(13) 0.0143(4) Uani 1 1 d . . .
C12 C 0.3409(3) 0.18447(14) 0.59501(13) 0.0206(5) Uani 1 1 d . . .
H12A H 0.2203 0.2146 0.5506 0.025 Uiso 1 1 calc R . .
C13 C 0.3193(4) 0.10240(14) 0.66731(14) 0.0243(5) Uani 1 1 d . . .
H13A H 0.1857 0.0753 0.6717 0.029 Uiso 1 1 calc R . .
C14 C 0.4909(4) 0.05906(14) 0.73366(14) 0.0243(5) Uani 1 1 d . . .
H14A H 0.4730 0.0033 0.7841 0.029 Uiso 1 1 calc R . .
C15 C 0.6877(4) 0.09664(14) 0.72668(14) 0.0238(5) Uani 1 1 d . . .
H15A H 0.8060 0.0667 0.7721 0.029 Uiso 1 1 calc R . .
C16 C 0.7124(3) 0.17822(14) 0.65322(13) 0.0189(5) Uani 1 1 d . . .
H16A H 0.8491 0.2036 0.6482 0.023 Uiso 1 1 calc R . .
C17 C 0.5378(3) 0.34917(13) 0.38999(12) 0.0141(4) Uani 1 1 d . . .
C18 C 0.3406(3) 0.33424(14) 0.35691(13) 0.0188(5) Uani 1 1 d . . .
H18A H 0.2289 0.3058 0.3968 0.023 Uiso 1 1 calc R . .
C19 C 0.3087(3) 0.36093(14) 0.26605(13) 0.0193(5) Uani 1 1 d . . .
H19A H 0.1748 0.3507 0.2436 0.023 Uiso 1 1 calc R . .
C20 C 0.4701(3) 0.40226(14) 0.20778(13) 0.0201(5) Uani 1 1 d . . .
H20A H 0.4451 0.4217 0.1453 0.024 Uiso 1 1 calc R . .
C21 C 0.6678(3) 0.41547(13) 0.23985(13) 0.0184(5) Uani 1 1 d . . .
H21A H 0.7805 0.4425 0.1997 0.022 Uiso 1 1 calc R . .
C22 C 0.7010(3) 0.38911(13) 0.33088(13) 0.0169(5) Uani 1 1 d . . .
H22A H 0.8367 0.3985 0.3529 0.020 Uiso 1 1 calc R . .
C23 C 0.5150(3) 0.22618(14) 1.10588(13) 0.0215(5) Uani 1 1 d . . .
H23A H 0.4359 0.1719 1.1371 0.026 Uiso 1 1 calc R . .
H23B H 0.4407 0.2782 1.1214 0.026 Uiso 1 1 calc R . .
C24 C 0.7632(3) 0.19896(14) 1.13911(13) 0.0218(5) Uani 1 1 d . . .
H24A H 0.8428 0.2534 1.1098 0.026 Uiso 1 1 calc R . .
H24B H 0.8396 0.1473 1.1234 0.026 Uiso 1 1 calc R . .
C25 C 0.7778(3) 0.16740(14) 1.24014(13) 0.0222(5) Uani 1 1 d . . .
H25A H 0.6975 0.1130 1.2686 0.027 Uiso 1 1 calc R . .
H25B H 0.6972 0.2190 1.2550 0.027 Uiso 1 1 calc R . .
C26 C 1.0221(4) 0.13972(15) 1.27957(13) 0.0247(5) Uani 1 1 d . . .
H26A H 1.1008 0.0858 1.2677 0.030 Uiso 1 1 calc R . .
H26B H 1.1052 0.1929 1.2494 0.030 Uiso 1 1 calc R . .
C27 C 1.0312(4) 0.11311(16) 1.38004(14) 0.0307(6) Uani 1 1 d . . .
H27A H 0.9631 0.1686 1.3915 0.037 Uiso 1 1 calc R . .
H27B H 0.9379 0.0633 1.4097 0.037 Uiso 1 1 calc R . .
C28 C 1.2737(4) 0.07833(17) 1.42091(15) 0.0370(6) Uani 1 1 d . . .
H28A H 1.2703 0.0625 1.4853 0.055 Uiso 1 1 calc R . .
H28B H 1.3664 0.1277 1.3925 0.055 Uiso 1 1 calc R . .
H28C H 1.3407 0.0223 1.4113 0.055 Uiso 1 1 calc R . .
P2 P 1.0000 0.0000 1.0000 0.0241(2) Uani 1 2 d S . .
F1 F 0.9228(2) 0.11087(9) 0.96190(9) 0.0474(4) Uani 1 1 d . . .
F2 F 0.7780(2) -0.00925(10) 0.95443(9) 0.0582(5) Uani 1 1 d . . .
F3 F 1.1353(3) 0.01304(9) 0.91164(9) 0.0508(4) Uani 1 1 d . . .
P3 P 1.0000 0.5000 1.0000 0.01771(18) Uani 1 2 d S . .
F4 F 1.00683(19) 0.54096(8) 1.07429(7) 0.0256(3) Uani 1 1 d . . .
F5 F 1.07423(19) 0.39544(8) 1.07516(7) 0.0289(3) Uani 1 1 d . . .
F6 F 0.73651(18) 0.49119(8) 1.01778(7) 0.0266(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
P1 0.0103(3) 0.0184(3) 0.0137(3) -0.0060(2) 0.0002(2) -0.0032(2)
O1 0.0105(7) 0.0263(8) 0.0170(8) -0.0088(7) -0.0011(6) -0.0050(6)
O2 0.0122(7) 0.0248(8) 0.0162(8) -0.0093(7) -0.0009(6) -0.0057(6)
N1 0.0145(9) 0.0172(9) 0.0141(9) -0.0059(8) 0.0015(8) -0.0025(7)
N3 0.0156(9) 0.0200(9) 0.0167(9) -0.0069(8) -0.0005(8) -0.0031(7)
N4 0.0096(9) 0.0235(10) 0.0129(9) -0.0071(8) -0.0009(8) -0.0043(7)
C2 0.0175(12) 0.0191(11) 0.0183(12) -0.0060(10) 0.0018(10) -0.0052(9)
C4 0.0163(11) 0.0183(11) 0.0225(12) -0.0073(10) 0.0005(10) -0.0048(9)
C5 0.0122(11) 0.0177(11) 0.0218(12) -0.0066(10) 0.0034(10) -0.0032(9)
C6 0.0217(12) 0.0205(11) 0.0158(11) -0.0082(9) 0.0043(10) -0.0079(9)
C7 0.0157(11) 0.0323(13) 0.0159(11) -0.0092(10) 0.0026(10) -0.0118(10)
C8 0.0096(11) 0.0292(12) 0.0152(11) -0.0101(10) 0.0019(9) -0.0030(9)
C9 0.0145(11) 0.0113(10) 0.0154(11) -0.0031(9) -0.0010(10) -0.0001(8)
C10 0.0100(10) 0.0165(11) 0.0133(10) -0.0052(9) -0.0002(9) -0.0046(8)
C11 0.0120(11) 0.0160(11) 0.0144(11) -0.0068(9) 0.0031(9) 0.0002(8)
C12 0.0169(12) 0.0204(12) 0.0215(12) -0.0059(10) -0.0026(10) -0.0011(9)
C13 0.0190(12) 0.0197(12) 0.0315(13) -0.0075(10) 0.0031(11) -0.0046(9)
C14 0.0282(13) 0.0149(11) 0.0236(13) -0.0039(10) 0.0060(11) 0.0011(10)
C15 0.0237(13) 0.0239(12) 0.0194(12) -0.0070(10) -0.0040(10) 0.0038(10)
C16 0.0148(11) 0.0230(12) 0.0186(12) -0.0090(10) 0.0005(10) -0.0014(9)
C17 0.0125(11) 0.0155(11) 0.0132(11) -0.0057(9) 0.0001(9) 0.0005(8)
C18 0.0141(11) 0.0244(12) 0.0185(12) -0.0086(10) 0.0037(10) -0.0062(9)
C19 0.0154(12) 0.0279(12) 0.0186(12) -0.0133(10) -0.0017(10) -0.0037(9)
C20 0.0234(12) 0.0207(12) 0.0148(11) -0.0079(10) -0.0026(10) 0.0020(9)
C21 0.0157(12) 0.0205(11) 0.0176(12) -0.0067(10) 0.0041(10) -0.0032(9)
C22 0.0107(11) 0.0199(11) 0.0199(12) -0.0085(10) -0.0013(10) -0.0007(9)
C23 0.0223(13) 0.0256(12) 0.0163(12) -0.0083(10) 0.0017(10) -0.0045(10)
C24 0.0198(12) 0.0253(12) 0.0198(12) -0.0088(10) -0.0007(10) -0.0030(10)
C25 0.0217(12) 0.0218(12) 0.0211(12) -0.0064(10) -0.0024(10) -0.0036(9)
C26 0.0236(13) 0.0271(13) 0.0234(13) -0.0113(10) -0.0018(11) -0.0013(10)
C27 0.0266(14) 0.0372(15) 0.0238(13) -0.0079(11) -0.0048(11) -0.0046(11)
C28 0.0327(15) 0.0450(16) 0.0286(14) -0.0126(12) -0.0082(12) 0.0012(12)
P2 0.0274(5) 0.0226(5) 0.0214(5) -0.0055(4) 0.0040(4) -0.0121(4)
F1 0.0482(9) 0.0230(8) 0.0590(10) -0.0045(7) 0.0165(8) -0.0095(6)
F2 0.0559(10) 0.0620(11) 0.0457(9) 0.0014(8) -0.0159(8) -0.0393(8)
F3 0.0753(12) 0.0423(9) 0.0441(9) -0.0217(8) 0.0363(8) -0.0306(8)
P3 0.0104(4) 0.0261(5) 0.0162(4) -0.0078(4) 0.0008(3) -0.0042(3)
F4 0.0210(7) 0.0397(8) 0.0224(7) -0.0177(6) 0.0029(6) -0.0087(6)
F5 0.0266(7) 0.0279(7) 0.0253(7) -0.0037(6) -0.0061(6) -0.0043(6)
F6 0.0096(6) 0.0456(8) 0.0278(7) -0.0168(6) 0.0039(6) -0.0090(6)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.4944(14) . ?
P1 C17 1.8012(19) . ?
P1 C11 1.8030(19) . ?
P1 C10 1.8078(19) . ?
O2 C9 1.238(2) . ?
N1 C2 1.322(2) . ?
N1 C5 1.371(2) . ?
N1 C6 1.473(2) . ?
N3 C2 1.325(2) . ?
N3 C4 1.376(2) . ?
N3 C23 1.470(2) . ?
N4 C9 1.346(2) . ?
N4 C8 1.450(2) . ?
N4 H4N 0.9214 . ?
C2 H2A 0.9500 . ?
C4 C5 1.349(3) . ?
C4 H4A 0.9500 . ?
C5 H5A 0.9500 . ?
C6 C7 1.530(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.522(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.506(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C16 1.396(3) . ?
C11 C12 1.397(3) . ?
C12 C13 1.376(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.383(3) . ?
C13 H13A 0.9500 . ?
C14 C15 1.378(3) . ?
C14 H14A 0.9500 . ?
C15 C16 1.385(3) . ?
C15 H15A 0.9500 . ?
C16 H16A 0.9500 . ?
C17 C22 1.387(3) . ?
C17 C18 1.398(3) . ?
C18 C19 1.382(3) . ?
C18 H18A 0.9500 . ?
C19 C20 1.378(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.381(3) . ?
C20 H20A 0.9500 . ?
C21 C22 1.386(3) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?
C23 C24 1.515(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.522(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.524(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.524(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.521(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
P2 F3 1.5890(13) . ?
P2 F3 1.5890(13) 2_757 ?
P2 F1 1.5900(13) 2_757 ?
P2 F1 1.5900(13) . ?
P2 F2 1.5901(13) . ?
P2 F2 1.5901(13) 2_757 ?
P3 F6 1.6003(11) . ?
P3 F6 1.6003(11) 2_767 ?
P3 F4 1.6007(11) 2_767 ?
P3 F4 1.6007(11) . ?
P3 F5 1.6031(11) 2_767 ?
P3 F5 1.6031(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C17 110.55(9) . . ?
O1 P1 C11 110.46(8) . . ?
C17 P1 C11 113.52(9) . . ?
O1 P1 C10 116.22(9) . . ?
C17 P1 C10 101.86(9) . . ?
C11 P1 C10 103.95(9) . . ?
C2 N1 C5 108.40(17) . . ?
C2 N1 C6 124.16(17) . . ?
C5 N1 C6 127.17(16) . . ?
C2 N3 C4 108.19(17) . . ?
C2 N3 C23 125.31(17) . . ?
C4 N3 C23 126.46(17) . . ?
C9 N4 C8 123.76(16) . . ?
C9 N4 H4N 120.2 . . ?
C8 N4 H4N 116.0 . . ?
N1 C2 N3 109.19(18) . . ?
N1 C2 H2A 125.4 . . ?
N3 C2 H2A 125.4 . . ?
C5 C4 N3 106.99(18) . . ?
C5 C4 H4A 126.5 . . ?
N3 C4 H4A 126.5 . . ?
C4 C5 N1 107.23(17) . . ?
C4 C5 H5A 126.4 . . ?
N1 C5 H5A 126.4 . . ?
N1 C6 C7 110.96(16) . . ?
N1 C6 H6A 109.4 . . ?
C7 C6 H6A 109.4 . . ?
N1 C6 H6B 109.4 . . ?
C7 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C6 114.72(16) . . ?
C8 C7 H7A 108.6 . . ?
C6 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
N4 C8 C7 112.04(16) . . ?
N4 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
N4 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
O2 C9 N4 123.65(18) . . ?
O2 C9 C10 121.43(17) . . ?
N4 C9 C10 114.92(16) . . ?
C9 C10 P1 113.09(13) . . ?
C9 C10 H10A 109.0 . . ?
P1 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
P1 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C16 C11 C12 118.53(18) . . ?
C16 C11 P1 116.62(15) . . ?
C12 C11 P1 124.31(15) . . ?
C13 C12 C11 120.36(19) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
C12 C13 C14 120.4(2) . . ?
C12 C13 H13A 119.8 . . ?
C14 C13 H13A 119.8 . . ?
C15 C14 C13 120.1(2) . . ?
C15 C14 H14A 119.9 . . ?
C13 C14 H14A 119.9 . . ?
C14 C15 C16 119.7(2) . . ?
C14 C15 H15A 120.1 . . ?
C16 C15 H15A 120.1 . . ?
C15 C16 C11 120.8(2) . . ?
C15 C16 H16A 119.6 . . ?
C11 C16 H16A 119.6 . . ?
C22 C17 C18 119.25(18) . . ?
C22 C17 P1 116.59(15) . . ?
C18 C17 P1 123.35(15) . . ?
C19 C18 C17 119.82(19) . . ?
C19 C18 H18A 120.1 . . ?
C17 C18 H18A 120.1 . . ?
C20 C19 C18 120.39(19) . . ?
C20 C19 H19A 119.8 . . ?
C18 C19 H19A 119.8 . . ?
C19 C20 C21 120.29(19) . . ?
C19 C20 H20A 119.9 . . ?
C21 C20 H20A 119.9 . . ?
C20 C21 C22 119.71(19) . . ?
C20 C21 H21A 120.1 . . ?
C22 C21 H21A 120.1 . . ?
C21 C22 C17 120.51(18) . . ?
C21 C22 H22A 119.7 . . ?
C17 C22 H22A 119.7 . . ?
N3 C23 C24 113.15(16) . . ?
N3 C23 H23A 108.9 . . ?
C24 C23 H23A 108.9 . . ?
N3 C23 H23B 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
C23 C24 C25 109.99(17) . . ?
C23 C24 H24A 109.7 . . ?
C25 C24 H24A 109.7 . . ?
C23 C24 H24B 109.7 . . ?
C25 C24 H24B 109.7 . . ?
H24A C24 H24B 108.2 . . ?
C24 C25 C26 113.73(17) . . ?
C24 C25 H25A 108.8 . . ?
C26 C25 H25A 108.8 . . ?
C24 C25 H25B 108.8 . . ?
C26 C25 H25B 108.8 . . ?
H25A C25 H25B 107.7 . . ?
C27 C26 C25 112.49(18) . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26B 109.1 . . ?
C25 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C28 C27 C26 112.68(19) . . ?
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 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
F3 P2 F3 180.000(1) . 2_757 ?
F3 P2 F1 90.73(7) . 2_757 ?
F3 P2 F1 89.27(7) 2_757 2_757 ?
F3 P2 F1 89.27(7) . . ?
F3 P2 F1 90.73(7) 2_757 . ?
F1 P2 F1 180.000(1) 2_757 . ?
F3 P2 F2 90.16(8) . . ?
F3 P2 F2 89.84(8) 2_757 . ?
F1 P2 F2 89.42(7) 2_757 . ?
F1 P2 F2 90.58(7) . . ?
F3 P2 F2 89.84(8) . 2_757 ?
F3 P2 F2 90.16(8) 2_757 2_757 ?
F1 P2 F2 90.58(7) 2_757 2_757 ?
F1 P2 F2 89.42(7) . 2_757 ?
F2 P2 F2 180.0 . 2_757 ?
F6 P3 F6 180.000(13) . 2_767 ?
F6 P3 F4 89.56(6) . 2_767 ?
F6 P3 F4 90.44(6) 2_767 2_767 ?
F6 P3 F4 90.44(6) . . ?
F6 P3 F4 89.56(6) 2_767 . ?
F4 P3 F4 180.000(1) 2_767 . ?
F6 P3 F5 90.04(6) . 2_767 ?
F6 P3 F5 89.96(6) 2_767 2_767 ?
F4 P3 F5 89.92(6) 2_767 2_767 ?
F4 P3 F5 90.08(6) . 2_767 ?
F6 P3 F5 89.96(6) . . ?
F6 P3 F5 90.04(6) 2_767 . ?
F4 P3 F5 90.08(6) 2_767 . ?
F4 P3 F5 89.92(6) . . ?
F5 P3 F5 180.000(1) 2_767 . ?

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
C5 N1 C2 N3 -0.1(2) . . . . ?
C6 N1 C2 N3 -174.55(16) . . . . ?
C4 N3 C2 N1 0.0(2) . . . . ?
C23 N3 C2 N1 178.03(17) . . . . ?
C2 N3 C4 C5 0.1(2) . . . . ?
C23 N3 C4 C5 -177.91(17) . . . . ?
N3 C4 C5 N1 -0.1(2) . . . . ?
C2 N1 C5 C4 0.2(2) . . . . ?
C6 N1 C5 C4 174.38(17) . . . . ?
C2 N1 C6 C7 93.5(2) . . . . ?
C5 N1 C6 C7 -79.9(2) . . . . ?
N1 C6 C7 C8 79.1(2) . . . . ?
C9 N4 C8 C7 -97.2(2) . . . . ?
C6 C7 C8 N4 68.0(2) . . . . ?
C8 N4 C9 O2 1.4(3) . . . . ?
C8 N4 C9 C10 -178.51(16) . . . . ?
O2 C9 C10 P1 52.2(2) . . . . ?
N4 C9 C10 P1 -127.93(15) . . . . ?
O1 P1 C10 C9 -68.32(15) . . . . ?
C17 P1 C10 C9 171.46(14) . . . . ?
C11 P1 C10 C9 53.28(16) . . . . ?
O1 P1 C11 C16 4.41(18) . . . . ?
C17 P1 C11 C16 129.23(15) . . . . ?
C10 P1 C11 C16 -120.95(16) . . . . ?
O1 P1 C11 C12 175.81(17) . . . . ?
C17 P1 C11 C12 -59.4(2) . . . . ?
C10 P1 C11 C12 50.45(19) . . . . ?
C16 C11 C12 C13 -0.6(3) . . . . ?
P1 C11 C12 C13 -171.85(16) . . . . ?
C11 C12 C13 C14 1.7(3) . . . . ?
C12 C13 C14 C15 -1.6(3) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 C11 0.8(3) . . . . ?
C12 C11 C16 C15 -0.7(3) . . . . ?
P1 C11 C16 C15 171.26(16) . . . . ?
O1 P1 C17 C22 -8.75(17) . . . . ?
C11 P1 C17 C22 -133.53(15) . . . . ?
C10 P1 C17 C22 115.37(15) . . . . ?
O1 P1 C17 C18 -178.32(16) . . . . ?
C11 P1 C17 C18 56.90(19) . . . . ?
C10 P1 C17 C18 -54.20(18) . . . . ?
C22 C17 C18 C19 -1.2(3) . . . . ?
P1 C17 C18 C19 168.10(15) . . . . ?
C17 C18 C19 C20 -0.1(3) . . . . ?
C18 C19 C20 C21 1.5(3) . . . . ?
C19 C20 C21 C22 -1.6(3) . . . . ?
C20 C21 C22 C17 0.3(3) . . . . ?
C18 C17 C22 C21 1.1(3) . . . . ?
P1 C17 C22 C21 -168.94(15) . . . . ?
C2 N3 C23 C24 114.1(2) . . . . ?
C4 N3 C23 C24 -68.3(3) . . . . ?
N3 C23 C24 C25 -178.83(17) . . . . ?
C23 C24 C25 C26 -179.27(17) . . . . ?
C24 C25 C26 C27 177.17(18) . . . . ?
C25 C26 C27 C28 175.64(19) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N4 H4N O1 1_455 0.92 1.98 2.876(2) 164 ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.060

_publ_section_references         
;
Bruker (2005). APEX2 softwarwe package, Bruker AXS Inc., 5465,
East Cheryl Parkway, Madison, WI 5317.

Sheldrick G.M. (1998). SHELXTL v. 5.10, Structure Determination Software
Suite, Bruker AXS, Madison, Wisconsin, USA.
;

_publ_section_exptl_refinement   
;
The hydrogen atom of NH group was found in difference Fourier synthesis.
The H(C) atom positions were calculated. All hydrogen atoms were refined
in isotropic approximation in riding model with the Uiso(H) parameters
equal to 1.2 Ueq(Ci), for methyl groups equal to 1.5 Ueq(Cii), where U(Ci)
and U(Cii) are respectively the equivalent thermal parameters of the carbon
atoms to which corresponding H atoms are bonded.
;

# start Validation Reply Form
_vrf_PLAT222_6c                  
;
PROBLEM: Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.44 Ratio
RESPONSE: The large non solvent H atom belongs to the methyl group of alkyl
chain, which is known to strongly librate in a crystal.
;
_vrf_PLAT244_6c                  
;
PROBLEM: Low 'Solvent' Ueq as Compared to Neighbors of P2
RESPONSE: The P2 atom belongs to the hexafluorophosphate anion with fluorine
atoms known to strongly librate in a crystal. However, we were unable to model
the corresponding disorder, because the positions of two components were too
close to each other.
;
# end Validation Reply Form