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# CCDC
#
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# 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.
#
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# fide research purposes only. It may contain copyright material
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data_ck-ru-17
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 F N P2'
_chemical_formula_sum 'C36 H30 F N P2'
_chemical_formula_weight 557.55
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
_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 9.1835(10)
_cell_length_b 20.715(2)
_cell_length_c 17.2564(18)
_cell_angle_alpha 90.00
_cell_angle_beta 119.671(6)
_cell_angle_gamma 90.00
_cell_volume 2852.4(5)
_cell_formula_units_Z 4
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 3295
_cell_measurement_theta_min 2.39
_cell_measurement_theta_max 23.71
_exptl_crystal_description irregular
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.23
_exptl_crystal_size_mid 0.15
_exptl_crystal_size_min 0.08
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.298
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1168
_exptl_absorpt_coefficient_mu 0.186
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9585
_exptl_absorpt_correction_T_max 0.9853
_exptl_absorpt_process_details '(SADABS; Sheldrick, 2008)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 100(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirro optics'
_diffrn_measurement_device_type 'Bruker APEX-II 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 19863
_diffrn_reflns_av_R_equivalents 0.0582
_diffrn_reflns_av_sigmaI/netI 0.0493
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_k_min -23
_diffrn_reflns_limit_k_max 23
_diffrn_reflns_limit_l_min -19
_diffrn_reflns_limit_l_max 19
_diffrn_reflns_theta_min 1.68
_diffrn_reflns_theta_max 23.76
_reflns_number_total 4333
_reflns_number_gt 3303
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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^)+(0.0342P)^2^+1.4583P] where P=(Fo^2^+2Fc^2^)/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 SHELXL
_refine_ls_extinction_coef 0.0012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 4333
_refine_ls_number_parameters 362
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0581
_refine_ls_R_factor_gt 0.0374
_refine_ls_wR_factor_ref 0.0889
_refine_ls_wR_factor_gt 0.0800
_refine_ls_goodness_of_fit_ref 1.031
_refine_ls_restrained_S_all 1.031
_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
P1 P 0.21224(8) 0.01083(3) 0.73997(4) 0.01586(17) Uani 1 1 d . . .
P2 P 0.23147(7) -0.12692(3) 0.72634(4) 0.01592(17) Uani 1 1 d . . .
F1 F 0.40467(15) -0.02710(6) 0.82428(8) 0.0186(3) Uani 1 1 d . . .
N1 N 0.1477(2) -0.05874(9) 0.69024(12) 0.0170(4) Uani 1 1 d . . .
C1 C 0.0226(3) 0.05706(11) 0.65553(14) 0.0163(5) Uani 1 1 d . . .
C2 C -0.1181(3) 0.02891(12) 0.58473(14) 0.0195(6) Uani 1 1 d . . .
H2 H -0.1215 -0.0166 0.5773 0.023 Uiso 1 1 calc R . .
C3 C -0.2539(3) 0.06597(12) 0.52446(15) 0.0236(6) Uani 1 1 d . . .
H3 H -0.3484 0.0455 0.4768 0.028 Uiso 1 1 calc R . .
C4 C -0.2522(3) 0.13208(12) 0.53353(15) 0.0225(6) Uani 1 1 d . . .
H4 H -0.3443 0.1573 0.4921 0.027 Uiso 1 1 calc R . .
C5 C -0.1140(3) 0.16142(12) 0.60402(15) 0.0205(6) Uani 1 1 d . . .
H5 H -0.1115 0.2069 0.6112 0.025 Uiso 1 1 calc R . .
C6 C 0.0199(3) 0.12416(11) 0.66378(15) 0.0181(5) Uani 1 1 d . . .
H6 H 0.1130 0.1448 0.7120 0.022 Uiso 1 1 calc R . .
C7 C 0.3555(3) 0.06001(11) 0.71878(15) 0.0165(5) Uani 1 1 d . . .
C8 C 0.3220(3) 0.06509(11) 0.63112(15) 0.0204(6) Uani 1 1 d . . .
H8 H 0.2224 0.0466 0.5844 0.025 Uiso 1 1 calc R . .
C9 C 0.4324(3) 0.09689(12) 0.61120(17) 0.0260(6) Uani 1 1 d . . .
H9 H 0.4102 0.0988 0.5513 0.031 Uiso 1 1 calc R . .
C10 C 0.5747(3) 0.12580(12) 0.67835(17) 0.0263(6) Uani 1 1 d . . .
H10 H 0.6500 0.1478 0.6647 0.032 Uiso 1 1 calc R . .
C11 C 0.6069(3) 0.12251(12) 0.76531(16) 0.0236(6) Uani 1 1 d . . .
H11 H 0.7029 0.1434 0.8114 0.028 Uiso 1 1 calc R . .
C12 C 0.4994(3) 0.08872(11) 0.78576(15) 0.0195(6) Uani 1 1 d . . .
H12 H 0.5248 0.0853 0.8461 0.023 Uiso 1 1 calc R . .
C13 C 0.1785(3) 0.03127(10) 0.83365(14) 0.0153(5) Uani 1 1 d . . .
C14 C 0.0154(3) 0.02911(11) 0.81947(15) 0.0186(6) Uani 1 1 d . . .
H14 H -0.0751 0.0213 0.7611 0.022 Uiso 1 1 calc R . .
C15 C -0.0167(3) 0.03810(11) 0.88856(15) 0.0216(6) Uani 1 1 d . . .
H15 H -0.1282 0.0349 0.8781 0.026 Uiso 1 1 calc R . .
C16 C 0.1131(3) 0.05185(11) 0.97329(15) 0.0221(6) Uani 1 1 d . . .
H16 H 0.0906 0.0587 1.0208 0.027 Uiso 1 1 calc R . .
C17 C 0.2756(3) 0.05553(11) 0.98880(15) 0.0213(6) Uani 1 1 d . . .
H17 H 0.3648 0.0655 1.0468 0.026 Uiso 1 1 calc R . .
C18 C 0.3083(3) 0.04468(11) 0.91961(15) 0.0189(6) Uani 1 1 d . . .
H18 H 0.4205 0.0464 0.9308 0.023 Uiso 1 1 calc R . .
C19 C 0.0822(3) -0.18559(11) 0.65112(15) 0.0154(5) Uani 1 1 d . . .
C20 C -0.0065(3) -0.17153(11) 0.56045(15) 0.0199(6) Uani 1 1 d . . .
H20 H 0.0068 -0.1307 0.5396 0.024 Uiso 1 1 calc R . .
C21 C -0.1143(3) -0.21688(12) 0.50035(16) 0.0243(6) Uani 1 1 d . . .
H21 H -0.1743 -0.2071 0.4385 0.029 Uiso 1 1 calc R . .
C22 C -0.1348(3) -0.27626(12) 0.53007(16) 0.0230(6) Uani 1 1 d . . .
H22 H -0.2079 -0.3074 0.4885 0.028 Uiso 1 1 calc R . .
C23 C -0.0490(3) -0.29066(11) 0.62058(16) 0.0204(6) Uani 1 1 d . . .
H23 H -0.0644 -0.3313 0.6411 0.025 Uiso 1 1 calc R . .
C24 C 0.0593(3) -0.24551(11) 0.68075(15) 0.0184(6) Uani 1 1 d . . .
H24 H 0.1184 -0.2554 0.7426 0.022 Uiso 1 1 calc R . .
C25 C 0.2673(3) -0.14991(11) 0.83601(14) 0.0161(5) Uani 1 1 d . . .
C26 C 0.1426(3) -0.13482(11) 0.85659(16) 0.0224(6) Uani 1 1 d . . .
H26 H 0.0452 -0.1123 0.8146 0.027 Uiso 1 1 calc R . .
C27 C 0.1605(3) -0.15265(12) 0.93815(17) 0.0289(6) Uani 1 1 d . . .
H27 H 0.0750 -0.1422 0.9518 0.035 Uiso 1 1 calc R . .
C28 C 0.3012(3) -0.18545(12) 0.99971(16) 0.0275(6) Uani 1 1 d . . .
H28 H 0.3124 -0.1978 1.0554 0.033 Uiso 1 1 calc R . .
C29 C 0.4255(3) -0.20018(12) 0.97973(16) 0.0268(6) Uani 1 1 d . . .
H29 H 0.5232 -0.2225 1.0221 0.032 Uiso 1 1 calc R . .
C30 C 0.4084(3) -0.18264(11) 0.89822(15) 0.0230(6) Uani 1 1 d . . .
H30 H 0.4943 -0.1932 0.8849 0.028 Uiso 1 1 calc R . .
C31 C 0.4202(3) -0.14561(11) 0.72116(14) 0.0169(5) Uani 1 1 d . . .
C32 C 0.5140(3) -0.09722(12) 0.71036(15) 0.0217(6) Uani 1 1 d . . .
H32 H 0.4850 -0.0532 0.7105 0.026 Uiso 1 1 calc R . .
C33 C 0.6493(3) -0.11301(13) 0.69947(17) 0.0293(6) Uani 1 1 d . . .
H33 H 0.7119 -0.0798 0.6914 0.035 Uiso 1 1 calc R . .
C34 C 0.6937(3) -0.17674(13) 0.70029(17) 0.0313(7) Uani 1 1 d . . .
H34 H 0.7861 -0.1874 0.6923 0.038 Uiso 1 1 calc R . .
C35 C 0.6038(3) -0.22499(13) 0.71270(17) 0.0298(7) Uani 1 1 d . . .
H35 H 0.6362 -0.2688 0.7150 0.036 Uiso 1 1 calc R . .
C36 C 0.4666(3) -0.20961(12) 0.72186(15) 0.0233(6) Uani 1 1 d . . .
H36 H 0.4033 -0.2431 0.7287 0.028 Uiso 1 1 calc R . .
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 0.0156(3) 0.0135(3) 0.0165(3) -0.0004(3) 0.0064(3) -0.0003(3)
P2 0.0152(3) 0.0141(3) 0.0173(3) -0.0001(3) 0.0071(3) 0.0004(3)
F1 0.0155(7) 0.0175(7) 0.0187(7) 0.0011(6) 0.0052(6) 0.0011(6)
N1 0.0152(11) 0.0151(11) 0.0181(10) 0.0001(9) 0.0062(9) 0.0004(9)
C1 0.0184(14) 0.0178(14) 0.0158(12) 0.0002(11) 0.0108(11) -0.0006(11)
C2 0.0217(14) 0.0154(14) 0.0199(13) -0.0011(11) 0.0090(12) 0.0015(12)
C3 0.0203(14) 0.0271(16) 0.0176(13) 0.0011(11) 0.0051(12) 0.0038(12)
C4 0.0227(15) 0.0239(15) 0.0214(13) 0.0071(12) 0.0112(12) 0.0098(12)
C5 0.0266(15) 0.0154(13) 0.0238(14) 0.0024(11) 0.0158(13) 0.0040(12)
C6 0.0184(14) 0.0188(14) 0.0181(12) -0.0013(11) 0.0098(11) 0.0002(12)
C7 0.0167(13) 0.0094(13) 0.0225(13) -0.0017(10) 0.0091(11) 0.0007(11)
C8 0.0204(14) 0.0172(14) 0.0207(13) -0.0010(11) 0.0078(12) 0.0018(11)
C9 0.0288(16) 0.0287(16) 0.0267(14) 0.0016(12) 0.0183(13) 0.0014(13)
C10 0.0258(15) 0.0231(15) 0.0386(16) 0.0013(13) 0.0223(14) -0.0016(13)
C11 0.0203(14) 0.0175(14) 0.0319(15) -0.0041(12) 0.0121(12) -0.0033(12)
C12 0.0231(14) 0.0151(13) 0.0197(13) 0.0006(11) 0.0102(12) 0.0026(12)
C13 0.0183(14) 0.0087(12) 0.0173(12) 0.0026(10) 0.0076(11) 0.0008(10)
C14 0.0186(14) 0.0152(13) 0.0184(13) 0.0030(10) 0.0064(11) -0.0005(11)
C15 0.0226(14) 0.0171(14) 0.0287(14) 0.0067(11) 0.0155(13) 0.0032(11)
C16 0.0316(16) 0.0172(14) 0.0222(14) 0.0043(11) 0.0169(13) 0.0046(12)
C17 0.0274(15) 0.0153(14) 0.0175(13) 0.0031(10) 0.0082(12) 0.0022(12)
C18 0.0187(14) 0.0143(13) 0.0221(13) 0.0014(11) 0.0089(12) -0.0005(11)
C19 0.0126(13) 0.0150(13) 0.0210(13) -0.0003(10) 0.0100(11) 0.0026(11)
C20 0.0203(14) 0.0159(13) 0.0237(14) -0.0005(11) 0.0109(12) -0.0031(12)
C21 0.0222(15) 0.0244(15) 0.0202(13) -0.0019(12) 0.0059(12) -0.0016(12)
C22 0.0171(14) 0.0200(15) 0.0276(14) -0.0071(12) 0.0078(12) -0.0032(11)
C23 0.0201(14) 0.0132(13) 0.0295(14) -0.0003(11) 0.0135(12) 0.0005(12)
C24 0.0157(13) 0.0200(14) 0.0204(13) -0.0005(11) 0.0095(11) 0.0026(12)
C25 0.0176(13) 0.0103(13) 0.0185(13) -0.0026(10) 0.0075(11) -0.0025(11)
C26 0.0252(15) 0.0154(14) 0.0271(14) 0.0003(11) 0.0132(12) 0.0013(12)
C27 0.0432(18) 0.0210(15) 0.0341(15) -0.0041(13) 0.0279(15) -0.0007(14)
C28 0.0438(18) 0.0200(15) 0.0177(13) -0.0028(12) 0.0145(14) -0.0071(14)
C29 0.0225(15) 0.0281(16) 0.0198(14) 0.0049(12) 0.0029(12) -0.0033(13)
C30 0.0197(14) 0.0228(15) 0.0239(14) 0.0009(12) 0.0089(12) -0.0035(12)
C31 0.0137(13) 0.0175(14) 0.0165(12) -0.0004(10) 0.0051(11) 0.0002(11)
C32 0.0200(14) 0.0192(14) 0.0266(14) -0.0018(11) 0.0122(12) 0.0010(12)
C33 0.0207(15) 0.0299(17) 0.0402(16) -0.0057(13) 0.0173(13) -0.0061(13)
C34 0.0198(15) 0.0363(18) 0.0402(16) -0.0103(13) 0.0167(14) 0.0009(13)
C35 0.0213(15) 0.0214(15) 0.0421(17) -0.0056(13) 0.0121(13) 0.0056(13)
C36 0.0198(14) 0.0194(15) 0.0293(14) -0.0024(11) 0.0110(12) 0.0001(12)
_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 N1 1.6313(19) . ?
P1 F1 1.8198(13) . ?
P1 C7 1.838(2) . ?
P1 C13 1.840(2) . ?
P1 C1 1.887(2) . ?
P2 N1 1.5811(19) . ?
P2 C19 1.811(2) . ?
P2 C25 1.817(2) . ?
P2 C31 1.821(2) . ?
C1 C2 1.392(3) . ?
C1 C6 1.399(3) . ?
C2 C3 1.394(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.378(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.390(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.387(3) . ?
C7 C8 1.390(3) . ?
C8 C9 1.388(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 C18 1.396(3) . ?
C14 C15 1.375(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.391(3) . ?
C19 C24 1.397(3) . ?
C20 C21 1.386(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.381(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.383(3) . ?
C25 C26 1.392(3) . ?
C26 C27 1.384(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.378(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.380(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.384(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.391(3) . ?
C31 C32 1.393(3) . ?
C32 C33 1.385(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.380(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.383(3) . ?
C35 H35 0.9500 . ?
C36 H36 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
N1 P1 F1 89.72(8) . . ?
N1 P1 C7 119.62(10) . . ?
F1 P1 C7 83.75(8) . . ?
N1 P1 C13 119.35(10) . . ?
F1 P1 C13 85.19(8) . . ?
C7 P1 C13 119.73(10) . . ?
N1 P1 C1 94.94(10) . . ?
F1 P1 C1 175.04(9) . . ?
C7 P1 C1 92.47(10) . . ?
C13 P1 C1 93.96(10) . . ?
N1 P2 C19 105.61(10) . . ?
N1 P2 C25 116.52(10) . . ?
C19 P2 C25 104.66(10) . . ?
N1 P2 C31 117.36(10) . . ?
C19 P2 C31 102.91(10) . . ?
C25 P2 C31 108.04(10) . . ?
P2 N1 P1 127.07(12) . . ?
C2 C1 C6 116.7(2) . . ?
C2 C1 P1 124.46(18) . . ?
C6 C1 P1 118.81(17) . . ?
C1 C2 C3 121.5(2) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.2(2) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C6 C5 C4 119.9(2) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C5 C6 C1 122.2(2) . . ?
C5 C6 H6 118.9 . . ?
C1 C6 H6 118.9 . . ?
C12 C7 C8 118.7(2) . . ?
C12 C7 P1 123.54(17) . . ?
C8 C7 P1 117.62(17) . . ?
C9 C8 C7 120.7(2) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 119.7(2) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.3(2) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 120.5(2) . . ?
C7 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C18 118.1(2) . . ?
C14 C13 P1 118.18(17) . . ?
C18 C13 P1 123.55(17) . . ?
C15 C14 C13 121.1(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 120.1(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 119.9(2) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C17 C18 C13 120.8(2) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
C20 C19 C24 119.2(2) . . ?
C20 C19 P2 118.67(17) . . ?
C24 C19 P2 122.11(17) . . ?
C21 C20 C19 120.2(2) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 120.3(2) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.2(2) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C24 C23 C22 119.7(2) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C23 C24 C19 120.5(2) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
C30 C25 C26 119.0(2) . . ?
C30 C25 P2 123.63(18) . . ?
C26 C25 P2 117.35(18) . . ?
C27 C26 C25 120.1(2) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C28 C27 C26 120.6(2) . . ?
C28 C27 H27 119.7 . . ?
C26 C27 H27 119.7 . . ?
C27 C28 C29 119.5(2) . . ?
C27 C28 H28 120.3 . . ?
C29 C28 H28 120.3 . . ?
C28 C29 C30 120.2(2) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C25 C30 C29 120.6(2) . . ?
C25 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C36 C31 C32 118.7(2) . . ?
C36 C31 P2 119.83(18) . . ?
C32 C31 P2 121.35(18) . . ?
C33 C32 C31 120.3(2) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C32 120.3(2) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C33 119.9(2) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C34 C35 C36 120.0(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 120.8(2) . . ?
C35 C36 H36 119.6 . . ?
C31 C36 H36 119.6 . . ?
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
C19 P2 N1 P1 169.94(13) . . . . ?
C25 P2 N1 P1 54.27(18) . . . . ?
C31 P2 N1 P1 -76.12(17) . . . . ?
F1 P1 N1 P2 8.95(14) . . . . ?
C7 P1 N1 P2 91.58(16) . . . . ?
C13 P1 N1 P2 -75.38(17) . . . . ?
C1 P1 N1 P2 -172.74(14) . . . . ?
N1 P1 C1 C2 5.4(2) . . . . ?
C7 P1 C1 C2 125.43(19) . . . . ?
C13 P1 C1 C2 -114.54(19) . . . . ?
N1 P1 C1 C6 -175.13(17) . . . . ?
C7 P1 C1 C6 -55.11(18) . . . . ?
C13 P1 C1 C6 64.92(18) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
P1 C1 C2 C3 -179.78(17) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C4 C5 C6 C1 0.6(3) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
P1 C1 C6 C5 179.39(16) . . . . ?
N1 P1 C7 C12 -132.77(19) . . . . ?
F1 P1 C7 C12 -46.67(19) . . . . ?
C13 P1 C7 C12 34.1(2) . . . . ?
C1 P1 C7 C12 130.1(2) . . . . ?
N1 P1 C7 C8 43.2(2) . . . . ?
F1 P1 C7 C8 129.27(18) . . . . ?
C13 P1 C7 C8 -149.92(17) . . . . ?
C1 P1 C7 C8 -53.94(19) . . . . ?
C12 C7 C8 C9 1.6(3) . . . . ?
P1 C7 C8 C9 -174.56(18) . . . . ?
C7 C8 C9 C10 -2.2(4) . . . . ?
C8 C9 C10 C11 0.4(4) . . . . ?
C9 C10 C11 C12 1.8(4) . . . . ?
C8 C7 C12 C11 0.7(3) . . . . ?
P1 C7 C12 C11 176.61(18) . . . . ?
C10 C11 C12 C7 -2.4(4) . . . . ?
N1 P1 C13 C14 -55.9(2) . . . . ?
F1 P1 C13 C14 -142.84(18) . . . . ?
C7 P1 C13 C14 137.18(18) . . . . ?
C1 P1 C13 C14 42.06(19) . . . . ?
N1 P1 C13 C18 119.77(19) . . . . ?
F1 P1 C13 C18 32.81(19) . . . . ?
C7 P1 C13 C18 -47.2(2) . . . . ?
C1 P1 C13 C18 -142.3(2) . . . . ?
C18 C13 C14 C15 -1.8(3) . . . . ?
P1 C13 C14 C15 174.07(17) . . . . ?
C13 C14 C15 C16 2.3(3) . . . . ?
C14 C15 C16 C17 -1.0(3) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
C16 C17 C18 C13 1.3(3) . . . . ?
C14 C13 C18 C17 0.0(3) . . . . ?
P1 C13 C18 C17 -175.65(17) . . . . ?
N1 P2 C19 C20 38.7(2) . . . . ?
C25 P2 C19 C20 162.26(18) . . . . ?
C31 P2 C19 C20 -84.89(19) . . . . ?
N1 P2 C19 C24 -144.31(18) . . . . ?
C25 P2 C19 C24 -20.8(2) . . . . ?
C31 P2 C19 C24 92.07(19) . . . . ?
C24 C19 C20 C21 -0.9(3) . . . . ?
P2 C19 C20 C21 176.12(18) . . . . ?
C19 C20 C21 C22 0.2(4) . . . . ?
C20 C21 C22 C23 0.7(4) . . . . ?
C21 C22 C23 C24 -1.0(3) . . . . ?
C22 C23 C24 C19 0.2(3) . . . . ?
C20 C19 C24 C23 0.7(3) . . . . ?
P2 C19 C24 C23 -176.24(17) . . . . ?
N1 P2 C25 C30 -141.40(19) . . . . ?
C19 P2 C25 C30 102.4(2) . . . . ?
C31 P2 C25 C30 -6.8(2) . . . . ?
N1 P2 C25 C26 40.3(2) . . . . ?
C19 P2 C25 C26 -75.91(19) . . . . ?
C31 P2 C25 C26 174.94(17) . . . . ?
C30 C25 C26 C27 -0.2(3) . . . . ?
P2 C25 C26 C27 178.22(19) . . . . ?
C25 C26 C27 C28 -0.1(4) . . . . ?
C26 C27 C28 C29 0.4(4) . . . . ?
C27 C28 C29 C30 -0.5(4) . . . . ?
C26 C25 C30 C29 0.0(4) . . . . ?
P2 C25 C30 C29 -178.25(18) . . . . ?
C28 C29 C30 C25 0.3(4) . . . . ?
N1 P2 C31 C36 -157.83(17) . . . . ?
C19 P2 C31 C36 -42.4(2) . . . . ?
C25 P2 C31 C36 68.0(2) . . . . ?
N1 P2 C31 C32 17.7(2) . . . . ?
C19 P2 C31 C32 133.18(19) . . . . ?
C25 P2 C31 C32 -116.46(19) . . . . ?
C36 C31 C32 C33 0.8(3) . . . . ?
P2 C31 C32 C33 -174.83(18) . . . . ?
C31 C32 C33 C34 -0.8(4) . . . . ?
C32 C33 C34 C35 -0.5(4) . . . . ?
C33 C34 C35 C36 1.8(4) . . . . ?
C34 C35 C36 C31 -1.8(4) . . . . ?
C32 C31 C36 C35 0.5(3) . . . . ?
P2 C31 C36 C35 176.17(19) . . . . ?
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full 23.76
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max 0.284
_refine_diff_density_min -0.341
_refine_diff_density_rms 0.050
_database_code_depnum_ccdc_archive 'CCDC 854540'
#######################################################################
#
# 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_shelxl
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 N P2, C3 H9 F2 Si'
_chemical_formula_sum 'C39 H39 F2 N P2 Si'
_chemical_formula_weight 649.74
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M 'P 21/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 11.4101(4)
_cell_length_b 19.5615(7)
_cell_length_c 15.0266(6)
_cell_angle_alpha 90.00
_cell_angle_beta 91.026(2)
_cell_angle_gamma 90.00
_cell_volume 3353.4(2)
_cell_formula_units_Z 4
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 9969
_cell_measurement_theta_min 2.77
_cell_measurement_theta_max 25.72
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.30
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.24
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.287
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1368
_exptl_absorpt_coefficient_mu 0.206
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9408
_exptl_absorpt_correction_T_max 0.9523
_exptl_absorpt_process_details
;
SADABS; Sheldrick, 1996
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 100(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_source_target Mo
_diffrn_source 'ImuS microsource'
_diffrn_radiation_monochromator 'double mirrors'
_diffrn_measurement_device_type 'Bruker SMART APEX-II CCD area detector'
_diffrn_measurement_method '\w and \f scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 89985
_diffrn_reflns_av_R_equivalents 0.0217
_diffrn_reflns_av_sigmaI/netI 0.0203
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 18
_diffrn_reflns_limit_k_min -31
_diffrn_reflns_limit_k_max 30
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_theta_min 2.45
_diffrn_reflns_theta_max 34.69
_reflns_number_total 14011
_reflns_number_gt 11846
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Diamond
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0501P)^2^+1.1695P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment refU
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 14011
_refine_ls_number_parameters 411
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0432
_refine_ls_R_factor_gt 0.0348
_refine_ls_wR_factor_ref 0.1001
_refine_ls_wR_factor_gt 0.0946
_refine_ls_goodness_of_fit_ref 1.025
_refine_ls_restrained_S_all 1.025
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.260844(18) 0.289885(11) -0.010838(14) 0.01227(4) Uani 1 1 d . . .
N1 N 0.27576(7) 0.32658(4) 0.08240(5) 0.01570(13) Uani 1 1 d . . .
P2 P 0.261992(18) 0.398945(11) 0.127618(14) 0.01195(4) Uani 1 1 d . . .
C1 C 0.13025(7) 0.31208(4) -0.07317(5) 0.01427(14) Uani 1 1 d . . .
C2 C 0.12733(8) 0.37159(5) -0.12514(6) 0.01688(15) Uani 1 1 d . . .
H2 H 0.1939 0.4007 -0.1268 0.0275(7) Uiso 1 1 calc R . .
C3 C 0.02671(8) 0.38784(5) -0.17425(6) 0.02000(16) Uani 1 1 d . . .
H3 H 0.0254 0.4275 -0.2108 0.0275(7) Uiso 1 1 calc R . .
C4 C -0.07228(8) 0.34630(5) -0.17014(7) 0.02152(17) Uani 1 1 d . . .
H4 H -0.1404 0.3573 -0.2045 0.0275(7) Uiso 1 1 calc R . .
C5 C -0.07149(8) 0.28875(5) -0.11585(7) 0.02076(17) Uani 1 1 d . . .
H5 H -0.1400 0.2615 -0.1112 0.0275(7) Uiso 1 1 calc R . .
C6 C 0.02998(8) 0.27111(5) -0.06821(6) 0.01732(15) Uani 1 1 d . . .
H6 H 0.0311 0.2312 -0.0323 0.0275(7) Uiso 1 1 calc R . .
C7 C 0.38313(7) 0.30570(4) -0.08175(6) 0.01522(14) Uani 1 1 d . . .
C8 C 0.49296(8) 0.31727(6) -0.04176(7) 0.02324(18) Uani 1 1 d . . .
H8 H 0.5015 0.3164 0.0212 0.0275(7) Uiso 1 1 calc R . .
C9 C 0.58966(9) 0.33000(7) -0.09434(8) 0.0295(2) Uani 1 1 d . . .
H9 H 0.6643 0.3377 -0.0671 0.0275(7) Uiso 1 1 calc R . .
C10 C 0.57759(9) 0.33156(6) -0.18629(8) 0.0261(2) Uani 1 1 d . . .
H10 H 0.6436 0.3411 -0.2219 0.0275(7) Uiso 1 1 calc R . .
C11 C 0.46908(9) 0.31918(5) -0.22628(7) 0.02233(17) Uani 1 1 d . . .
H11 H 0.4611 0.3199 -0.2893 0.0275(7) Uiso 1 1 calc R . .
C12 C 0.37215(8) 0.30574(5) -0.17459(6) 0.01819(15) Uani 1 1 d . . .
H12 H 0.2983 0.2966 -0.2023 0.0275(7) Uiso 1 1 calc R . .
C13 C 0.25638(7) 0.19982(4) 0.01136(6) 0.01424(14) Uani 1 1 d . . .
C14 C 0.27785(9) 0.15272(5) -0.05630(6) 0.02064(17) Uani 1 1 d . . .
H14 H 0.2949 0.1682 -0.1146 0.0275(7) Uiso 1 1 calc R . .
C15 C 0.27407(10) 0.08311(5) -0.03793(7) 0.02389(19) Uani 1 1 d . . .
H15 H 0.2888 0.0509 -0.0837 0.0275(7) Uiso 1 1 calc R . .
C16 C 0.24875(9) 0.06055(5) 0.04721(7) 0.02246(18) Uani 1 1 d . . .
H16 H 0.2460 0.0129 0.0594 0.0275(7) Uiso 1 1 calc R . .
C17 C 0.22750(10) 0.10712(5) 0.11436(7) 0.02293(18) Uani 1 1 d . . .
H17 H 0.2103 0.0914 0.1725 0.0275(7) Uiso 1 1 calc R . .
C18 C 0.23128(9) 0.17684(5) 0.09677(6) 0.01904(16) Uani 1 1 d . . .
H18 H 0.2168 0.2088 0.1429 0.0275(7) Uiso 1 1 calc R . .
C19 C 0.13431(7) 0.39924(4) 0.19610(6) 0.01418(14) Uani 1 1 d . . .
C20 C 0.05363(8) 0.34579(5) 0.18571(6) 0.01842(15) Uani 1 1 d . . .
H20 H 0.0659 0.3115 0.1421 0.0275(7) Uiso 1 1 calc R . .
C21 C -0.04447(9) 0.34295(6) 0.23913(7) 0.02244(18) Uani 1 1 d . . .
H21 H -0.0993 0.3067 0.2319 0.0275(7) Uiso 1 1 calc R . .
C22 C -0.06257(9) 0.39284(6) 0.30303(7) 0.02318(18) Uani 1 1 d . . .
H22 H -0.1290 0.3904 0.3401 0.0275(7) Uiso 1 1 calc R . .
C23 C 0.01647(9) 0.44638(5) 0.31266(6) 0.02201(17) Uani 1 1 d . . .
H23 H 0.0032 0.4808 0.3559 0.0275(7) Uiso 1 1 calc R . .
C24 C 0.11514(8) 0.45010(5) 0.25953(6) 0.01784(15) Uani 1 1 d . . .
H24 H 0.1689 0.4869 0.2664 0.0275(7) Uiso 1 1 calc R . .
C25 C 0.38928(7) 0.41328(4) 0.19730(5) 0.01396(13) Uani 1 1 d . . .
C26 C 0.41627(8) 0.47818(5) 0.23085(6) 0.01854(16) Uani 1 1 d . . .
H26 H 0.3677 0.5162 0.2165 0.0275(7) Uiso 1 1 calc R . .
C27 C 0.51502(9) 0.48654(6) 0.28542(7) 0.02359(18) Uani 1 1 d . . .
H27 H 0.5342 0.5305 0.3083 0.0275(7) Uiso 1 1 calc R . .
C28 C 0.58575(9) 0.43086(6) 0.30665(7) 0.02436(19) Uani 1 1 d . . .
H28 H 0.6532 0.4371 0.3438 0.0275(7) Uiso 1 1 calc R . .
C29 C 0.55878(9) 0.36636(6) 0.27407(7) 0.02324(18) Uani 1 1 d . . .
H29 H 0.6069 0.3284 0.2894 0.0275(7) Uiso 1 1 calc R . .
C30 C 0.46097(8) 0.35748(5) 0.21886(6) 0.01797(15) Uani 1 1 d . . .
H30 H 0.4428 0.3135 0.1957 0.0275(7) Uiso 1 1 calc R . .
C31 C 0.25124(7) 0.46922(4) 0.05085(5) 0.01372(13) Uani 1 1 d . . .
C32 C 0.15055(8) 0.50932(5) 0.04251(6) 0.01697(15) Uani 1 1 d . . .
H32 H 0.0866 0.5020 0.0810 0.0275(7) Uiso 1 1 calc R . .
C33 C 0.14384(8) 0.56021(5) -0.02232(6) 0.02036(16) Uani 1 1 d . . .
H33 H 0.0756 0.5878 -0.0275 0.0275(7) Uiso 1 1 calc R . .
C34 C 0.23636(9) 0.57068(5) -0.07923(6) 0.02040(16) Uani 1 1 d . . .
H34 H 0.2309 0.6050 -0.1239 0.0275(7) Uiso 1 1 calc R . .
C35 C 0.33735(8) 0.53097(5) -0.07102(6) 0.02028(16) Uani 1 1 d . . .
H35 H 0.4008 0.5384 -0.1099 0.0275(7) Uiso 1 1 calc R . .
C36 C 0.34536(8) 0.48066(5) -0.00610(6) 0.01722(15) Uani 1 1 d . . .
H36 H 0.4146 0.4540 -0.0002 0.0275(7) Uiso 1 1 calc R . .
Si3 Si 0.25205(2) 0.640400(13) 0.438683(17) 0.01667(5) Uani 1 1 d . . .
F1 F 0.24572(6) 0.66870(4) 0.54967(4) 0.02500(12) Uani 1 1 d . . .
F2 F 0.25698(6) 0.60499(3) 0.32897(4) 0.02705(13) Uani 1 1 d . . .
C37 C 0.10533(9) 0.59653(6) 0.45054(7) 0.02582(19) Uani 1 1 d . . .
H37A H 0.1176 0.5475 0.4603 0.064(2) Uiso 1 1 calc R . .
H37B H 0.0581 0.6034 0.3961 0.064(2) Uiso 1 1 calc R . .
H37C H 0.0643 0.6160 0.5013 0.064(2) Uiso 1 1 calc R . .
C38 C 0.40295(9) 0.60403(6) 0.46131(7) 0.02442(19) Uani 1 1 d . . .
H38A H 0.4361 0.6245 0.5157 0.064(2) Uiso 1 1 calc R . .
H38B H 0.4537 0.6143 0.4111 0.064(2) Uiso 1 1 calc R . .
H38C H 0.3974 0.5544 0.4689 0.064(2) Uiso 1 1 calc R . .
C39 C 0.24786(11) 0.73076(6) 0.39475(8) 0.0309(2) Uani 1 1 d . . .
H39A H 0.1806 0.7549 0.4196 0.064(2) Uiso 1 1 calc R . .
H39B H 0.2404 0.7299 0.3297 0.064(2) Uiso 1 1 calc R . .
H39C H 0.3204 0.7544 0.4122 0.064(2) Uiso 1 1 calc R . .
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 0.01354(9) 0.01235(9) 0.01090(9) -0.00030(6) -0.00036(6) 0.00002(7)
N1 0.0205(3) 0.0133(3) 0.0132(3) -0.0018(2) -0.0011(2) 0.0002(2)
P2 0.01319(9) 0.01159(9) 0.01108(9) 0.00012(6) 0.00041(6) -0.00051(6)
C1 0.0145(3) 0.0155(3) 0.0127(3) -0.0003(3) -0.0002(3) 0.0005(3)
C2 0.0170(3) 0.0175(4) 0.0162(4) 0.0022(3) -0.0003(3) 0.0011(3)
C3 0.0203(4) 0.0229(4) 0.0168(4) 0.0031(3) -0.0010(3) 0.0050(3)
C4 0.0175(4) 0.0272(5) 0.0197(4) -0.0027(3) -0.0035(3) 0.0051(3)
C5 0.0153(4) 0.0237(4) 0.0232(4) -0.0039(3) -0.0015(3) -0.0007(3)
C6 0.0165(3) 0.0171(4) 0.0183(4) -0.0004(3) 0.0005(3) -0.0013(3)
C7 0.0150(3) 0.0152(3) 0.0155(3) -0.0004(3) 0.0014(3) 0.0002(3)
C8 0.0157(4) 0.0325(5) 0.0215(4) -0.0051(4) -0.0003(3) 0.0002(3)
C9 0.0151(4) 0.0402(6) 0.0332(5) -0.0108(5) 0.0045(4) -0.0035(4)
C10 0.0222(4) 0.0238(5) 0.0328(5) -0.0051(4) 0.0122(4) -0.0036(3)
C11 0.0265(4) 0.0211(4) 0.0196(4) 0.0008(3) 0.0083(3) -0.0006(3)
C12 0.0197(4) 0.0195(4) 0.0154(4) 0.0004(3) 0.0027(3) -0.0009(3)
C13 0.0158(3) 0.0135(3) 0.0133(3) -0.0005(3) -0.0017(3) 0.0006(3)
C14 0.0305(5) 0.0160(4) 0.0154(4) -0.0019(3) 0.0011(3) 0.0020(3)
C15 0.0356(5) 0.0151(4) 0.0209(4) -0.0038(3) -0.0017(4) 0.0031(3)
C16 0.0283(5) 0.0144(4) 0.0245(4) 0.0013(3) -0.0056(3) 0.0007(3)
C17 0.0328(5) 0.0169(4) 0.0190(4) 0.0042(3) -0.0002(3) 0.0002(3)
C18 0.0269(4) 0.0161(4) 0.0142(3) 0.0007(3) 0.0009(3) 0.0015(3)
C19 0.0141(3) 0.0155(3) 0.0129(3) 0.0020(3) 0.0007(3) -0.0009(3)
C20 0.0187(4) 0.0194(4) 0.0173(4) 0.0014(3) 0.0006(3) -0.0046(3)
C21 0.0194(4) 0.0278(5) 0.0201(4) 0.0041(3) 0.0012(3) -0.0072(3)
C22 0.0181(4) 0.0332(5) 0.0184(4) 0.0046(4) 0.0041(3) -0.0013(3)
C23 0.0213(4) 0.0271(5) 0.0178(4) -0.0012(3) 0.0058(3) 0.0011(3)
C24 0.0189(4) 0.0186(4) 0.0161(4) -0.0009(3) 0.0030(3) -0.0007(3)
C25 0.0145(3) 0.0149(3) 0.0124(3) -0.0003(3) 0.0005(2) -0.0008(3)
C26 0.0176(4) 0.0176(4) 0.0203(4) -0.0048(3) -0.0003(3) -0.0010(3)
C27 0.0217(4) 0.0260(5) 0.0230(4) -0.0089(4) -0.0014(3) -0.0042(3)
C28 0.0203(4) 0.0341(5) 0.0185(4) -0.0033(4) -0.0048(3) -0.0028(4)
C29 0.0222(4) 0.0267(5) 0.0206(4) 0.0030(3) -0.0061(3) 0.0023(3)
C30 0.0202(4) 0.0166(4) 0.0170(4) 0.0014(3) -0.0025(3) 0.0010(3)
C31 0.0149(3) 0.0133(3) 0.0129(3) 0.0007(3) 0.0001(2) -0.0003(3)
C32 0.0167(3) 0.0172(4) 0.0171(4) 0.0021(3) 0.0017(3) 0.0027(3)
C33 0.0210(4) 0.0191(4) 0.0209(4) 0.0046(3) -0.0009(3) 0.0035(3)
C34 0.0243(4) 0.0186(4) 0.0183(4) 0.0057(3) -0.0016(3) -0.0016(3)
C35 0.0197(4) 0.0227(4) 0.0186(4) 0.0053(3) 0.0028(3) -0.0029(3)
C36 0.0157(3) 0.0184(4) 0.0176(4) 0.0031(3) 0.0018(3) -0.0003(3)
Si3 0.02039(11) 0.01620(11) 0.01343(10) 0.00033(8) 0.00044(8) 0.00180(8)
F1 0.0267(3) 0.0308(3) 0.0176(3) -0.0065(2) 0.0020(2) 0.0012(2)
F2 0.0372(3) 0.0298(3) 0.0141(3) -0.0023(2) 0.0005(2) 0.0027(3)
C37 0.0252(5) 0.0271(5) 0.0251(5) 0.0012(4) -0.0025(4) -0.0031(4)
C38 0.0228(4) 0.0294(5) 0.0212(4) 0.0033(4) 0.0029(3) 0.0049(4)
C39 0.0402(6) 0.0201(4) 0.0323(5) 0.0050(4) 0.0004(4) 0.0028(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 N1 1.5807(8) . ?
P1 C13 1.7941(9) . ?
P1 C7 1.7975(9) . ?
P1 C1 1.7990(8) . ?
N1 P2 1.5793(8) . ?
P2 C25 1.7972(8) . ?
P2 C31 1.7973(8) . ?
P2 C19 1.7986(8) . ?
C1 C6 1.3999(12) . ?
C1 C2 1.4020(12) . ?
C2 C3 1.3904(13) . ?
C3 C4 1.3937(14) . ?
C4 C5 1.3902(15) . ?
C5 C6 1.3937(13) . ?
C7 C12 1.3984(12) . ?
C7 C8 1.3985(13) . ?
C8 C9 1.3910(14) . ?
C9 C10 1.3864(17) . ?
C10 C11 1.3877(15) . ?
C11 C12 1.3880(13) . ?
C13 C18 1.3943(12) . ?
C13 C14 1.3969(12) . ?
C14 C15 1.3903(14) . ?
C15 C16 1.3886(15) . ?
C16 C17 1.3841(14) . ?
C17 C18 1.3901(13) . ?
C19 C24 1.3977(12) . ?
C19 C20 1.3999(12) . ?
C20 C21 1.3902(13) . ?
C21 C22 1.3871(15) . ?
C22 C23 1.3880(15) . ?
C23 C24 1.3936(13) . ?
C25 C26 1.3983(12) . ?
C25 C30 1.3986(12) . ?
C26 C27 1.3913(13) . ?
C27 C28 1.3893(16) . ?
C28 C29 1.3861(15) . ?
C29 C30 1.3895(13) . ?
C31 C32 1.3950(12) . ?
C31 C36 1.4030(12) . ?
C32 C33 1.3940(13) . ?
C33 C34 1.3856(14) . ?
C34 C35 1.3933(14) . ?
C35 C36 1.3876(13) . ?
Si3 F1 1.7599(6) . ?
Si3 F2 1.7901(7) . ?
Si3 C39 1.8871(11) . ?
Si3 C38 1.8882(10) . ?
Si3 C37 1.8924(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
N1 P1 C13 106.51(4) . . ?
N1 P1 C7 112.02(4) . . ?
C13 P1 C7 107.71(4) . . ?
N1 P1 C1 115.27(4) . . ?
C13 P1 C1 107.92(4) . . ?
C7 P1 C1 107.12(4) . . ?
P2 N1 P1 141.12(5) . . ?
N1 P2 C25 107.76(4) . . ?
N1 P2 C31 114.56(4) . . ?
C25 P2 C31 107.44(4) . . ?
N1 P2 C19 109.68(4) . . ?
C25 P2 C19 108.69(4) . . ?
C31 P2 C19 108.55(4) . . ?
C6 C1 C2 119.58(8) . . ?
C6 C1 P1 120.29(7) . . ?
C2 C1 P1 120.11(6) . . ?
C3 C2 C1 119.78(8) . . ?
C2 C3 C4 120.35(9) . . ?
C5 C4 C3 120.10(8) . . ?
C4 C5 C6 119.90(9) . . ?
C5 C6 C1 120.21(9) . . ?
C12 C7 C8 119.47(8) . . ?
C12 C7 P1 122.34(7) . . ?
C8 C7 P1 118.18(7) . . ?
C9 C8 C7 119.92(9) . . ?
C10 C9 C8 120.29(10) . . ?
C9 C10 C11 119.98(9) . . ?
C10 C11 C12 120.29(9) . . ?
C11 C12 C7 120.03(9) . . ?
C18 C13 C14 119.93(8) . . ?
C18 C13 P1 119.65(7) . . ?
C14 C13 P1 120.42(7) . . ?
C15 C14 C13 119.67(9) . . ?
C16 C15 C14 120.13(9) . . ?
C17 C16 C15 120.30(9) . . ?
C16 C17 C18 120.05(9) . . ?
C17 C18 C13 119.93(9) . . ?
C24 C19 C20 119.80(8) . . ?
C24 C19 P2 122.05(7) . . ?
C20 C19 P2 118.14(7) . . ?
C21 C20 C19 120.01(9) . . ?
C22 C21 C20 120.19(9) . . ?
C21 C22 C23 119.91(9) . . ?
C22 C23 C24 120.64(9) . . ?
C23 C24 C19 119.44(9) . . ?
C26 C25 C30 120.06(8) . . ?
C26 C25 P2 121.49(7) . . ?
C30 C25 P2 118.45(7) . . ?
C27 C26 C25 119.35(9) . . ?
C28 C27 C26 120.27(9) . . ?
C29 C28 C27 120.55(9) . . ?
C28 C29 C30 119.70(9) . . ?
C29 C30 C25 120.07(9) . . ?
C32 C31 C36 119.58(8) . . ?
C32 C31 P2 122.30(6) . . ?
C36 C31 P2 117.99(6) . . ?
C33 C32 C31 119.94(8) . . ?
C34 C33 C32 120.27(9) . . ?
C33 C34 C35 120.06(8) . . ?
C36 C35 C34 120.11(8) . . ?
C35 C36 C31 120.03(8) . . ?
F1 Si3 F2 175.54(4) . . ?
F1 Si3 C39 92.04(5) . . ?
F2 Si3 C39 92.37(5) . . ?
F1 Si3 C38 90.04(4) . . ?
F2 Si3 C38 88.65(4) . . ?
C39 Si3 C38 115.67(5) . . ?
F1 Si3 C37 90.12(4) . . ?
F2 Si3 C37 87.34(4) . . ?
C39 Si3 C37 116.16(5) . . ?
C38 Si3 C37 128.13(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
C13 P1 N1 P2 -163.06(8) . . . . ?
C7 P1 N1 P2 79.42(9) . . . . ?
C1 P1 N1 P2 -43.40(10) . . . . ?
P1 N1 P2 C25 -135.02(8) . . . . ?
P1 N1 P2 C31 -15.52(10) . . . . ?
P1 N1 P2 C19 106.81(8) . . . . ?
N1 P1 C1 C6 -95.33(8) . . . . ?
C13 P1 C1 C6 23.54(8) . . . . ?
C7 P1 C1 C6 139.27(7) . . . . ?
N1 P1 C1 C2 82.93(8) . . . . ?
C13 P1 C1 C2 -158.20(7) . . . . ?
C7 P1 C1 C2 -42.47(8) . . . . ?
C6 C1 C2 C3 -2.75(13) . . . . ?
P1 C1 C2 C3 178.98(7) . . . . ?
C1 C2 C3 C4 1.79(14) . . . . ?
C2 C3 C4 C5 0.87(15) . . . . ?
C3 C4 C5 C6 -2.53(15) . . . . ?
C4 C5 C6 C1 1.55(14) . . . . ?
C2 C1 C6 C5 1.10(13) . . . . ?
P1 C1 C6 C5 179.36(7) . . . . ?
N1 P1 C7 C12 -151.70(8) . . . . ?
C13 P1 C7 C12 91.50(8) . . . . ?
C1 P1 C7 C12 -24.37(9) . . . . ?
N1 P1 C7 C8 29.27(9) . . . . ?
C13 P1 C7 C8 -87.52(8) . . . . ?
C1 P1 C7 C8 156.60(8) . . . . ?
C12 C7 C8 C9 1.23(15) . . . . ?
P1 C7 C8 C9 -179.71(9) . . . . ?
C7 C8 C9 C10 0.28(18) . . . . ?
C8 C9 C10 C11 -1.15(18) . . . . ?
C9 C10 C11 C12 0.50(16) . . . . ?
C10 C11 C12 C7 1.02(15) . . . . ?
C8 C7 C12 C11 -1.88(14) . . . . ?
P1 C7 C12 C11 179.11(7) . . . . ?
N1 P1 C13 C18 18.68(8) . . . . ?
C7 P1 C13 C18 139.02(7) . . . . ?
C1 P1 C13 C18 -105.64(8) . . . . ?
N1 P1 C13 C14 -161.32(8) . . . . ?
C7 P1 C13 C14 -40.99(8) . . . . ?
C1 P1 C13 C14 74.36(8) . . . . ?
C18 C13 C14 C15 -0.03(14) . . . . ?
P1 C13 C14 C15 179.98(8) . . . . ?
C13 C14 C15 C16 0.19(16) . . . . ?
C14 C15 C16 C17 -0.22(16) . . . . ?
C15 C16 C17 C18 0.09(16) . . . . ?
C16 C17 C18 C13 0.07(16) . . . . ?
C14 C13 C18 C17 -0.10(14) . . . . ?
P1 C13 C18 C17 179.89(8) . . . . ?
N1 P2 C19 C24 164.95(7) . . . . ?
C25 P2 C19 C24 47.37(8) . . . . ?
C31 P2 C19 C24 -69.20(8) . . . . ?
N1 P2 C19 C20 -13.90(8) . . . . ?
C25 P2 C19 C20 -131.49(7) . . . . ?
C31 P2 C19 C20 111.94(7) . . . . ?
C24 C19 C20 C21 -0.79(13) . . . . ?
P2 C19 C20 C21 178.09(7) . . . . ?
C19 C20 C21 C22 -0.21(15) . . . . ?
C20 C21 C22 C23 1.07(15) . . . . ?
C21 C22 C23 C24 -0.93(15) . . . . ?
C22 C23 C24 C19 -0.07(15) . . . . ?
C20 C19 C24 C23 0.92(13) . . . . ?
P2 C19 C24 C23 -177.91(7) . . . . ?
N1 P2 C25 C26 165.62(7) . . . . ?
C31 P2 C25 C26 41.70(8) . . . . ?
C19 P2 C25 C26 -75.58(8) . . . . ?
N1 P2 C25 C30 -15.35(8) . . . . ?
C31 P2 C25 C30 -139.28(7) . . . . ?
C19 P2 C25 C30 103.44(7) . . . . ?
C30 C25 C26 C27 0.20(14) . . . . ?
P2 C25 C26 C27 179.21(7) . . . . ?
C25 C26 C27 C28 -0.28(15) . . . . ?
C26 C27 C28 C29 -0.21(16) . . . . ?
C27 C28 C29 C30 0.79(16) . . . . ?
C28 C29 C30 C25 -0.87(15) . . . . ?
C26 C25 C30 C29 0.37(14) . . . . ?
P2 C25 C30 C29 -178.67(7) . . . . ?
N1 P2 C31 C32 115.54(8) . . . . ?
C25 P2 C31 C32 -124.79(8) . . . . ?
C19 P2 C31 C32 -7.41(9) . . . . ?
N1 P2 C31 C36 -60.34(8) . . . . ?
C25 P2 C31 C36 59.34(8) . . . . ?
C19 P2 C31 C36 176.71(7) . . . . ?
C36 C31 C32 C33 0.22(13) . . . . ?
P2 C31 C32 C33 -175.59(7) . . . . ?
C31 C32 C33 C34 0.69(14) . . . . ?
C32 C33 C34 C35 -0.94(15) . . . . ?
C33 C34 C35 C36 0.27(15) . . . . ?
C34 C35 C36 C31 0.65(14) . . . . ?
C32 C31 C36 C35 -0.89(13) . . . . ?
P2 C31 C36 C35 175.10(7) . . . . ?
_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full 34.69
_diffrn_measured_fraction_theta_full 0.970
_refine_diff_density_max 0.522
_refine_diff_density_min -0.366
_refine_diff_density_rms 0.058
_database_code_depnum_ccdc_archive 'CCDC 854541'
#######################################################################
#
# 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_shelxl
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 N P2, F5 Si'
_chemical_formula_sum 'C36 H30 F5 N P2 Si'
_chemical_formula_weight 661.64
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 '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'
Si Si 0.0817 0.0704 '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/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
_cell_length_a 15.7907(3)
_cell_length_b 13.8468(3)
_cell_length_c 17.3811(3)
_cell_angle_alpha 90.00
_cell_angle_beta 123.1050(10)
_cell_angle_gamma 90.00
_cell_volume 3183.47(11)
_cell_formula_units_Z 4
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 9969
_cell_measurement_theta_min 2.77
_cell_measurement_theta_max 25.72
_exptl_crystal_description plate
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.32
_exptl_crystal_size_mid 0.13
_exptl_crystal_size_min 0.01
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.380
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1368
_exptl_absorpt_coefficient_mu 0.231
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9297
_exptl_absorpt_correction_T_max 0.9977
_exptl_absorpt_process_details
;
SADABS; Sheldrick, 1996
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 100(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_source_target Mo
_diffrn_source 'ImuS microsource'
_diffrn_radiation_monochromator 'double mirrors'
_diffrn_measurement_device_type 'Bruker SMART APEX-II CCD area detector'
_diffrn_measurement_method '\w and \f scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 50173
_diffrn_reflns_av_R_equivalents 0.0603
_diffrn_reflns_av_sigmaI/netI 0.0364
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_h_max 19
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_theta_min 2.03
_diffrn_reflns_theta_max 25.83
_reflns_number_total 6130
_reflns_number_gt 4805
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'Bruker SMART'
_computing_cell_refinement 'Bruker SMART'
_computing_data_reduction 'Bruker SAINT'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Diamond
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0267P)^2^+3.1687P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment refU
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 6130
_refine_ls_number_parameters 409
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0640
_refine_ls_R_factor_gt 0.0448
_refine_ls_wR_factor_ref 0.0994
_refine_ls_wR_factor_gt 0.0923
_refine_ls_goodness_of_fit_ref 1.085
_refine_ls_restrained_S_all 1.085
_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 0.40167(4) 0.34985(4) 0.66148(4) 0.01713(14) Uani 1 1 d . . .
N1 N 0.5000 0.39178(18) 0.7500 0.0196(6) Uani 1 2 d S . .
C1 C 0.41467(17) 0.35175(16) 0.56472(14) 0.0204(5) Uani 1 1 d . . .
C2 C 0.3350(2) 0.32587(16) 0.47736(15) 0.0261(6) Uani 1 1 d . . .
H2 H 0.2716 0.3078 0.4673 0.031 Uiso 1 1 calc R . .
C3 C 0.3486(2) 0.32650(17) 0.40479(16) 0.0316(6) Uani 1 1 d . . .
H3 H 0.2941 0.3093 0.3449 0.038 Uiso 1 1 calc R . .
C4 C 0.4408(2) 0.35210(19) 0.41938(17) 0.0357(7) Uani 1 1 d . . .
H4 H 0.4501 0.3510 0.3698 0.043 Uiso 1 1 calc R . .
C5 C 0.5193(2) 0.3792(2) 0.50564(18) 0.0375(7) Uani 1 1 d . . .
H5 H 0.5823 0.3977 0.5152 0.045 Uiso 1 1 calc R . .
C6 C 0.50683(19) 0.37971(18) 0.57863(16) 0.0291(6) Uani 1 1 d . . .
H6 H 0.5609 0.3990 0.6380 0.035 Uiso 1 1 calc R . .
C7 C 0.29758(17) 0.42629(16) 0.63762(14) 0.0194(5) Uani 1 1 d . . .
C8 C 0.31864(19) 0.52273(16) 0.66607(15) 0.0248(5) Uani 1 1 d . . .
H8 H 0.3856 0.5467 0.6946 0.030 Uiso 1 1 calc R . .
C9 C 0.2417(2) 0.58325(18) 0.65256(16) 0.0301(6) Uani 1 1 d . . .
H9 H 0.2559 0.6489 0.6713 0.036 Uiso 1 1 calc R . .
C10 C 0.1447(2) 0.54831(18) 0.61196(16) 0.0311(6) Uani 1 1 d . . .
H10 H 0.0925 0.5893 0.6046 0.037 Uiso 1 1 calc R . .
C11 C 0.1232(2) 0.45335(18) 0.58174(17) 0.0317(6) Uani 1 1 d . . .
H11 H 0.0559 0.4301 0.5525 0.038 Uiso 1 1 calc R . .
C12 C 0.19912(18) 0.39213(17) 0.59388(16) 0.0253(5) Uani 1 1 d . . .
H12 H 0.1839 0.3274 0.5724 0.030 Uiso 1 1 calc R . .
C13 C 0.37119(17) 0.22845(15) 0.67579(14) 0.0192(5) Uani 1 1 d . . .
C14 C 0.34256(18) 0.21390(16) 0.73789(15) 0.0232(5) Uani 1 1 d . . .
H14 H 0.3327 0.2680 0.7658 0.028 Uiso 1 1 calc R . .
C15 C 0.32834(19) 0.12172(17) 0.75925(16) 0.0270(6) Uani 1 1 d . . .
H15 H 0.3081 0.1125 0.8011 0.032 Uiso 1 1 calc R . .
C16 C 0.34370(19) 0.04272(17) 0.71931(17) 0.0273(6) Uani 1 1 d . . .
H16 H 0.3346 -0.0208 0.7343 0.033 Uiso 1 1 calc R . .
C17 C 0.3720(2) 0.05625(17) 0.65807(16) 0.0280(6) Uani 1 1 d . . .
H17 H 0.3824 0.0019 0.6308 0.034 Uiso 1 1 calc R . .
C18 C 0.38565(18) 0.14879(16) 0.63568(15) 0.0242(5) Uani 1 1 d . . .
H18 H 0.4048 0.1575 0.5930 0.029 Uiso 1 1 calc R . .
P2 P -0.08708(5) 0.15587(4) 0.65192(4) 0.01786(14) Uani 1 1 d . . .
N2 N 0.0000 0.12004(18) 0.7500 0.0204(6) Uani 1 2 d S . .
C19 C -0.19484(17) 0.08020(17) 0.61579(14) 0.0218(5) Uani 1 1 d . . .
C20 C -0.17808(19) -0.00957(16) 0.65870(16) 0.0255(5) Uani 1 1 d . . .
H20 H -0.1114 -0.0278 0.7060 0.031 Uiso 1 1 calc R . .
C21 C -0.2575(2) -0.07196(19) 0.63291(19) 0.0353(6) Uani 1 1 d . . .
H21 H -0.2451 -0.1329 0.6623 0.042 Uiso 1 1 calc R . .
C22 C -0.3541(2) -0.0464(2) 0.56507(19) 0.0406(7) Uani 1 1 d . . .
H22 H -0.4086 -0.0893 0.5481 0.049 Uiso 1 1 calc R . .
C23 C -0.3723(2) 0.0418(2) 0.52129(18) 0.0432(8) Uani 1 1 d . . .
H23 H -0.4394 0.0589 0.4739 0.052 Uiso 1 1 calc R . .
C24 C -0.29308(19) 0.1060(2) 0.54608(16) 0.0319(6) Uani 1 1 d . . .
H24 H -0.3059 0.1665 0.5159 0.038 Uiso 1 1 calc R . .
C25 C -0.12396(18) 0.27925(16) 0.64829(14) 0.0217(5) Uani 1 1 d . . .
C26 C -0.17749(19) 0.30392(17) 0.68763(17) 0.0284(6) Uani 1 1 d . . .
H26 H -0.1999 0.2547 0.7106 0.034 Uiso 1 1 calc R . .
C27 C -0.1984(2) 0.39944(17) 0.69355(17) 0.0302(6) Uani 1 1 d . . .
H27 H -0.2362 0.4157 0.7194 0.036 Uiso 1 1 calc R . .
C28 C -0.1642(2) 0.47137(18) 0.66185(16) 0.0327(6) Uani 1 1 d . . .
H28 H -0.1772 0.5372 0.6671 0.039 Uiso 1 1 calc R . .
C29 C -0.1114(2) 0.44738(18) 0.62271(19) 0.0409(7) Uani 1 1 d . . .
H29 H -0.0887 0.4969 0.6004 0.049 Uiso 1 1 calc R . .
C30 C -0.0912(2) 0.35186(18) 0.61558(17) 0.0339(6) Uani 1 1 d . . .
H30 H -0.0548 0.3359 0.5883 0.041 Uiso 1 1 calc R . .
C31 C -0.05150(18) 0.14419(16) 0.57013(15) 0.0210(5) Uani 1 1 d . . .
C32 C -0.1223(2) 0.16092(17) 0.47670(16) 0.0283(6) Uani 1 1 d . . .
H32 H -0.1902 0.1764 0.4555 0.034 Uiso 1 1 calc R . .
C33 C -0.0924(2) 0.15465(19) 0.41538(17) 0.0352(6) Uani 1 1 d . . .
H33 H -0.1401 0.1663 0.3519 0.042 Uiso 1 1 calc R . .
C34 C 0.0062(2) 0.13154(18) 0.44570(17) 0.0342(6) Uani 1 1 d . . .
H34 H 0.0260 0.1280 0.4030 0.041 Uiso 1 1 calc R . .
C35 C 0.0763(2) 0.11362(18) 0.53760(17) 0.0318(6) Uani 1 1 d . . .
H35 H 0.1438 0.0968 0.5580 0.038 Uiso 1 1 calc R . .
C36 C 0.04744(19) 0.12025(17) 0.60014(16) 0.0263(5) Uani 1 1 d . . .
H36 H 0.0955 0.1084 0.6635 0.032 Uiso 1 1 calc R . .
Si1 Si 0.0000 0.28028(7) 0.2500 0.0309(2) Uani 1 2 d S . .
F1 F -0.11174(14) 0.28108(13) 0.23587(13) 0.0570(5) Uani 1 1 d . . .
F2 F 0.0000 0.16471(13) 0.2500 0.0343(5) Uani 1 2 d S . .
F3 F -0.04586(15) 0.33506(12) 0.15416(12) 0.0583(5) Uani 1 1 d . . .
Si2 Si 0.5000 0.79587(7) 0.7500 0.0295(2) Uani 1 2 d S . .
F4 F 0.62336(13) 0.79727(12) 0.82149(13) 0.0629(5) Uani 1 1 d . . .
F5 F 0.5000 0.68002(13) 0.7500 0.0333(5) Uani 1 2 d S . .
F6 F 0.48875(15) 0.85211(11) 0.82431(12) 0.0571(5) 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 0.0222(3) 0.0156(3) 0.0139(3) 0.0000(2) 0.0100(2) -0.0008(2)
N1 0.0216(15) 0.0179(13) 0.0163(13) 0.000 0.0085(12) 0.000
C1 0.0267(13) 0.0189(11) 0.0169(10) 0.0010(9) 0.0128(10) 0.0022(10)
C2 0.0366(15) 0.0214(12) 0.0216(12) -0.0024(9) 0.0166(11) -0.0057(10)
C3 0.0522(18) 0.0234(13) 0.0189(12) -0.0033(10) 0.0193(12) -0.0056(12)
C4 0.0565(19) 0.0354(15) 0.0287(13) 0.0042(11) 0.0320(14) 0.0049(13)
C5 0.0371(17) 0.0517(17) 0.0336(14) 0.0091(13) 0.0256(14) 0.0039(13)
C6 0.0278(14) 0.0379(14) 0.0229(12) 0.0041(11) 0.0147(11) -0.0002(11)
C7 0.0251(13) 0.0194(11) 0.0147(10) 0.0025(9) 0.0115(10) 0.0030(10)
C8 0.0254(14) 0.0223(12) 0.0222(12) -0.0011(10) 0.0102(11) 0.0002(10)
C9 0.0403(17) 0.0239(13) 0.0245(12) -0.0009(10) 0.0168(12) 0.0058(11)
C10 0.0333(16) 0.0343(14) 0.0269(13) 0.0089(11) 0.0172(12) 0.0149(12)
C11 0.0251(15) 0.0344(14) 0.0330(14) 0.0092(11) 0.0142(12) 0.0034(11)
C12 0.0257(14) 0.0211(12) 0.0248(12) 0.0024(10) 0.0112(11) -0.0008(10)
C13 0.0222(13) 0.0178(11) 0.0160(10) 0.0018(8) 0.0093(10) -0.0002(9)
C14 0.0309(14) 0.0205(12) 0.0235(11) -0.0016(9) 0.0183(11) 0.0001(10)
C15 0.0335(15) 0.0261(12) 0.0292(13) 0.0043(10) 0.0221(12) 0.0013(11)
C16 0.0337(15) 0.0181(12) 0.0328(13) 0.0042(10) 0.0199(12) -0.0009(10)
C17 0.0407(16) 0.0199(12) 0.0266(12) -0.0030(10) 0.0205(12) -0.0002(11)
C18 0.0312(14) 0.0227(12) 0.0218(11) -0.0011(9) 0.0164(11) -0.0006(10)
P2 0.0221(3) 0.0176(3) 0.0139(3) 0.0008(2) 0.0097(2) 0.0019(2)
N2 0.0254(16) 0.0160(13) 0.0169(13) 0.000 0.0096(12) 0.000
C19 0.0214(13) 0.0284(13) 0.0154(11) -0.0062(9) 0.0099(10) 0.0016(10)
C20 0.0287(14) 0.0230(12) 0.0266(12) -0.0077(10) 0.0161(11) -0.0037(10)
C21 0.0408(18) 0.0322(14) 0.0403(15) -0.0169(12) 0.0271(14) -0.0114(13)
C22 0.0384(18) 0.0540(19) 0.0379(15) -0.0249(14) 0.0262(15) -0.0194(14)
C23 0.0182(15) 0.084(2) 0.0233(13) -0.0194(14) 0.0086(12) -0.0052(14)
C24 0.0310(15) 0.0477(16) 0.0172(12) -0.0011(11) 0.0133(11) 0.0047(12)
C25 0.0276(14) 0.0202(11) 0.0151(10) 0.0011(9) 0.0103(10) 0.0029(10)
C26 0.0341(15) 0.0242(13) 0.0327(13) 0.0023(10) 0.0221(12) 0.0024(11)
C27 0.0331(15) 0.0276(13) 0.0329(13) -0.0022(11) 0.0200(12) 0.0050(11)
C28 0.0465(18) 0.0223(13) 0.0260(13) 0.0024(10) 0.0176(13) 0.0084(12)
C29 0.075(2) 0.0222(13) 0.0398(15) 0.0057(11) 0.0404(17) 0.0013(13)
C30 0.0565(19) 0.0269(13) 0.0331(13) 0.0035(11) 0.0339(14) 0.0033(12)
C31 0.0294(14) 0.0180(11) 0.0196(11) 0.0008(9) 0.0159(10) 0.0026(10)
C32 0.0332(15) 0.0310(13) 0.0226(12) 0.0042(10) 0.0165(11) 0.0083(11)
C33 0.0510(18) 0.0373(15) 0.0190(12) 0.0051(11) 0.0202(13) 0.0083(13)
C34 0.0512(19) 0.0333(14) 0.0310(14) 0.0003(11) 0.0308(14) 0.0001(13)
C35 0.0368(16) 0.0336(14) 0.0354(14) 0.0007(11) 0.0263(13) 0.0031(12)
C36 0.0305(15) 0.0280(13) 0.0233(12) 0.0019(10) 0.0166(11) 0.0015(11)
Si1 0.0439(7) 0.0188(5) 0.0358(5) 0.000 0.0255(5) 0.000
F1 0.0543(12) 0.0516(11) 0.0774(13) 0.0149(9) 0.0438(11) 0.0136(9)
F2 0.0500(14) 0.0204(10) 0.0299(10) 0.000 0.0202(10) 0.000
F3 0.0957(15) 0.0367(9) 0.0568(11) 0.0208(8) 0.0509(11) 0.0185(9)
Si2 0.0332(6) 0.0169(5) 0.0326(5) 0.000 0.0143(5) 0.000
F4 0.0386(11) 0.0436(10) 0.0752(13) -0.0051(9) 0.0110(10) -0.0039(8)
F5 0.0428(13) 0.0169(10) 0.0395(11) 0.000 0.0220(11) 0.000
F6 0.0907(15) 0.0321(9) 0.0599(11) -0.0075(8) 0.0485(11) 0.0032(9)
_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 N1 1.5830(11) . ?
P1 C1 1.802(2) . ?
P1 C7 1.803(2) . ?
P1 C13 1.803(2) . ?
N1 P1 1.5830(11) 2_656 ?
C1 C2 1.389(3) . ?
C1 C6 1.393(3) . ?
C2 C3 1.390(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.381(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.377(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.386(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.388(3) . ?
C7 C8 1.400(3) . ?
C8 C9 1.386(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.377(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.389(3) . ?
C13 C14 1.394(3) . ?
C14 C15 1.381(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.374(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.390(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
P2 N2 1.5756(10) . ?
P2 C19 1.795(2) . ?
P2 C25 1.795(2) . ?
P2 C31 1.799(2) . ?
N2 P2 1.5756(10) 2_556 ?
C19 C24 1.396(3) . ?
C19 C20 1.398(3) . ?
C20 C21 1.380(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.370(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.384(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.398(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.387(3) . ?
C25 C26 1.389(3) . ?
C26 C27 1.381(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.383(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.374(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.382(4) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.390(3) . ?
C31 C32 1.399(3) . ?
C32 C33 1.384(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.382(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.381(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.392(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
Si1 F3 1.5990(16) 2 ?
Si1 F3 1.5990(16) . ?
Si1 F2 1.600(2) . ?
Si1 F1 1.6433(18) . ?
Si1 F1 1.6434(18) 2 ?
Si2 F6 1.5991(17) . ?
Si2 F6 1.5991(17) 2_656 ?
Si2 F5 1.604(2) . ?
Si2 F4 1.6416(17) 2_656 ?
Si2 F4 1.6417(17) . ?
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
N1 P1 C1 110.51(8) . . ?
N1 P1 C7 107.18(10) . . ?
C1 P1 C7 109.33(10) . . ?
N1 P1 C13 113.70(11) . . ?
C1 P1 C13 108.51(10) . . ?
C7 P1 C13 107.50(11) . . ?
P1 N1 P1 136.97(17) . 2_656 ?
C2 C1 C6 119.9(2) . . ?
C2 C1 P1 121.29(18) . . ?
C6 C1 P1 118.85(17) . . ?
C1 C2 C3 119.6(2) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.1(2) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 H6 120.1 . . ?
C1 C6 H6 120.1 . . ?
C12 C7 C8 119.8(2) . . ?
C12 C7 P1 122.25(17) . . ?
C8 C7 P1 117.92(18) . . ?
C9 C8 C7 120.0(2) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 120.0(2) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C9 C10 C11 120.0(2) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C7 119.4(2) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
C18 C13 C14 119.1(2) . . ?
C18 C13 P1 122.81(17) . . ?
C14 C13 P1 117.74(16) . . ?
C15 C14 C13 120.7(2) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 119.7(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.6(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 119.9(2) . . ?
C13 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
N2 P2 C19 107.16(10) . . ?
N2 P2 C25 114.35(11) . . ?
C19 P2 C25 108.41(11) . . ?
N2 P2 C31 111.23(8) . . ?
C19 P2 C31 108.47(10) . . ?
C25 P2 C31 107.06(10) . . ?
P2 N2 P2 143.29(18) . 2_556 ?
C24 C19 C20 119.2(2) . . ?
C24 C19 P2 123.07(19) . . ?
C20 C19 P2 117.73(18) . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C20 120.3(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C21 C22 C23 120.0(3) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 C24 120.7(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C19 C24 C23 119.2(3) . . ?
C19 C24 H24 120.4 . . ?
C23 C24 H24 120.4 . . ?
C30 C25 C26 119.2(2) . . ?
C30 C25 P2 121.17(19) . . ?
C26 C25 P2 119.32(17) . . ?
C27 C26 C25 120.4(2) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 119.9(2) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C29 C28 C27 119.8(2) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C30 120.6(2) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C29 C30 C25 120.0(2) . . ?
C29 C30 H30 120.0 . . ?
C25 C30 H30 120.0 . . ?
C36 C31 C32 119.8(2) . . ?
C36 C31 P2 119.80(17) . . ?
C32 C31 P2 120.41(18) . . ?
C33 C32 C31 119.4(2) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C34 C33 C32 120.5(2) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C35 C34 C33 120.4(2) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 119.7(2) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C31 C36 C35 120.2(2) . . ?
C31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
F3 Si1 F3 123.36(14) 2 . ?
F3 Si1 F2 118.32(7) 2 . ?
F3 Si1 F2 118.32(7) . . ?
F3 Si1 F1 89.48(10) 2 . ?
F3 Si1 F1 90.16(10) . . ?
F2 Si1 F1 90.39(7) . . ?
F3 Si1 F1 90.16(10) 2 2 ?
F3 Si1 F1 89.47(10) . 2 ?
F2 Si1 F1 90.39(7) . 2 ?
F1 Si1 F1 179.23(14) . 2 ?
F6 Si2 F6 121.71(13) . 2_656 ?
F6 Si2 F5 119.14(7) . . ?
F6 Si2 F5 119.15(7) 2_656 . ?
F6 Si2 F4 89.79(10) . 2_656 ?
F6 Si2 F4 89.56(10) 2_656 2_656 ?
F5 Si2 F4 90.68(7) . 2_656 ?
F6 Si2 F4 89.56(10) . . ?
F6 Si2 F4 89.79(10) 2_656 . ?
F5 Si2 F4 90.68(7) . . ?
F4 Si2 F4 178.65(14) 2_656 . ?
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 P1 N1 P1 -99.46(9) . . . 2_656 ?
C7 P1 N1 P1 141.49(8) . . . 2_656 ?
C13 P1 N1 P1 22.84(8) . . . 2_656 ?
N1 P1 C1 C2 -174.71(19) . . . . ?
C7 P1 C1 C2 -57.0(2) . . . . ?
C13 P1 C1 C2 60.0(2) . . . . ?
N1 P1 C1 C6 5.4(2) . . . . ?
C7 P1 C1 C6 123.13(19) . . . . ?
C13 P1 C1 C6 -119.90(19) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
P1 C1 C2 C3 -178.79(18) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C2 C1 C6 C5 -1.6(4) . . . . ?
P1 C1 C6 C5 178.3(2) . . . . ?
N1 P1 C7 C12 -151.51(18) . . . . ?
C1 P1 C7 C12 88.7(2) . . . . ?
C13 P1 C7 C12 -28.9(2) . . . . ?
N1 P1 C7 C8 27.43(19) . . . . ?
C1 P1 C7 C8 -92.38(19) . . . . ?
C13 P1 C7 C8 150.02(17) . . . . ?
C12 C7 C8 C9 1.6(3) . . . . ?
P1 C7 C8 C9 -177.40(18) . . . . ?
C7 C8 C9 C10 0.6(4) . . . . ?
C8 C9 C10 C11 -2.1(4) . . . . ?
C9 C10 C11 C12 1.5(4) . . . . ?
C10 C11 C12 C7 0.7(4) . . . . ?
C8 C7 C12 C11 -2.2(3) . . . . ?
P1 C7 C12 C11 176.70(18) . . . . ?
N1 P1 C13 C18 -106.49(19) . . . . ?
C1 P1 C13 C18 16.9(2) . . . . ?
C7 P1 C13 C18 135.04(19) . . . . ?
N1 P1 C13 C14 66.3(2) . . . . ?
C1 P1 C13 C14 -170.31(18) . . . . ?
C7 P1 C13 C14 -52.2(2) . . . . ?
C18 C13 C14 C15 -0.2(4) . . . . ?
P1 C13 C14 C15 -173.27(19) . . . . ?
C13 C14 C15 C16 0.7(4) . . . . ?
C14 C15 C16 C17 -0.6(4) . . . . ?
C15 C16 C17 C18 0.1(4) . . . . ?
C14 C13 C18 C17 -0.3(3) . . . . ?
P1 C13 C18 C17 172.37(19) . . . . ?
C16 C17 C18 C13 0.4(4) . . . . ?
C19 P2 N2 P2 -138.27(8) . . . 2_556 ?
C25 P2 N2 P2 -18.09(9) . . . 2_556 ?
C31 P2 N2 P2 103.33(9) . . . 2_556 ?
N2 P2 C19 C24 161.22(18) . . . . ?
C25 P2 C19 C24 37.3(2) . . . . ?
C31 P2 C19 C24 -78.6(2) . . . . ?
N2 P2 C19 C20 -20.3(2) . . . . ?
C25 P2 C19 C20 -144.18(17) . . . . ?
C31 P2 C19 C20 99.90(19) . . . . ?
C24 C19 C20 C21 -0.2(3) . . . . ?
P2 C19 C20 C21 -178.77(18) . . . . ?
C19 C20 C21 C22 -0.3(4) . . . . ?
C20 C21 C22 C23 0.7(4) . . . . ?
C21 C22 C23 C24 -0.6(4) . . . . ?
C20 C19 C24 C23 0.4(3) . . . . ?
P2 C19 C24 C23 178.87(18) . . . . ?
C22 C23 C24 C19 0.0(4) . . . . ?
N2 P2 C25 C30 101.7(2) . . . . ?
C19 P2 C25 C30 -138.8(2) . . . . ?
C31 P2 C25 C30 -22.0(2) . . . . ?
N2 P2 C25 C26 -71.6(2) . . . . ?
C19 P2 C25 C26 47.9(2) . . . . ?
C31 P2 C25 C26 164.74(19) . . . . ?
C30 C25 C26 C27 0.4(4) . . . . ?
P2 C25 C26 C27 173.82(19) . . . . ?
C25 C26 C27 C28 -1.3(4) . . . . ?
C26 C27 C28 C29 1.4(4) . . . . ?
C27 C28 C29 C30 -0.7(4) . . . . ?
C28 C29 C30 C25 -0.2(4) . . . . ?
C26 C25 C30 C29 0.3(4) . . . . ?
P2 C25 C30 C29 -173.0(2) . . . . ?
N2 P2 C31 C36 -9.0(2) . . . . ?
C19 P2 C31 C36 -126.64(19) . . . . ?
C25 P2 C31 C36 116.56(19) . . . . ?
N2 P2 C31 C32 172.25(19) . . . . ?
C19 P2 C31 C32 54.6(2) . . . . ?
C25 P2 C31 C32 -62.2(2) . . . . ?
C36 C31 C32 C33 -0.9(4) . . . . ?
P2 C31 C32 C33 177.86(19) . . . . ?
C31 C32 C33 C34 0.4(4) . . . . ?
C32 C33 C34 C35 0.5(4) . . . . ?
C33 C34 C35 C36 -0.9(4) . . . . ?
C32 C31 C36 C35 0.5(4) . . . . ?
P2 C31 C36 C35 -178.26(19) . . . . ?
C34 C35 C36 C31 0.4(4) . . . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full 25.83
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max 0.446
_refine_diff_density_min -0.330
_refine_diff_density_rms 0.053
_database_code_depnum_ccdc_archive 'CCDC 937494'
#######################################################################
#
# 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_ck-ru-15
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 N P2, C2 H6 F3 Si'
_chemical_formula_sum 'C38 H36 F3 N P2 Si'
_chemical_formula_weight 653.71
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'
_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 11.6103(4)
_cell_length_b 19.4923(6)
_cell_length_c 14.5543(4)
_cell_angle_alpha 90.00
_cell_angle_beta 92.1480(10)
_cell_angle_gamma 90.00
_cell_volume 3291.49(18)
_cell_formula_units_Z 4
_cell_measurement_temperature 103(2)
_cell_measurement_reflns_used 9976
_cell_measurement_theta_min 2.51
_cell_measurement_theta_max 32.07
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.35
_exptl_crystal_size_mid 0.35
_exptl_crystal_size_min 0.32
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.319
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1368
_exptl_absorpt_coefficient_mu 0.214
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9288
_exptl_absorpt_correction_T_max 0.9346
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 103(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirro optics'
_diffrn_measurement_device_type 'Bruker APEX-II 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 47618
_diffrn_reflns_av_R_equivalents 0.0330
_diffrn_reflns_av_sigmaI/netI 0.0387
_diffrn_reflns_limit_h_min -17
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -29
_diffrn_reflns_limit_k_max 29
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_theta_min 1.75
_diffrn_reflns_theta_max 32.21
_reflns_number_total 11592
_reflns_number_gt 8838
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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^)+(0.0465P)^2^+1.1916P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment refU
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 11592
_refine_ls_number_parameters 410
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0595
_refine_ls_R_factor_gt 0.0398
_refine_ls_wR_factor_ref 0.1039
_refine_ls_wR_factor_gt 0.0942
_refine_ls_goodness_of_fit_ref 1.026
_refine_ls_restrained_S_all 1.026
_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 0.23493(3) 0.403698(16) 0.361357(19) 0.01252(6) Uani 1 1 d . . .
N1 N 0.22896(9) 0.32946(5) 0.40483(7) 0.01561(19) Uani 1 1 d . . .
P2 P 0.24197(3) 0.292576(16) 0.501421(19) 0.01316(7) Uani 1 1 d . . .
C1 C 0.35591(10) 0.40913(6) 0.28822(8) 0.0145(2) Uani 1 1 d . . .
C2 C 0.36402(10) 0.46106(7) 0.22259(8) 0.0170(2) Uani 1 1 d . . .
H2 H 0.3070 0.4960 0.2181 0.0286(8) Uiso 1 1 calc R . .
C3 C 0.45592(11) 0.46143(7) 0.16391(8) 0.0205(2) Uani 1 1 d . . .
H3 H 0.4613 0.4965 0.1190 0.0286(8) Uiso 1 1 calc R . .
C4 C 0.53979(11) 0.41079(7) 0.17074(9) 0.0217(3) Uani 1 1 d . . .
H4 H 0.6015 0.4107 0.1297 0.0286(8) Uiso 1 1 calc R . .
C5 C 0.53345(11) 0.36028(7) 0.23766(9) 0.0213(3) Uani 1 1 d . . .
H5 H 0.5921 0.3264 0.2434 0.0286(8) Uiso 1 1 calc R . .
C6 C 0.44198(11) 0.35905(7) 0.29602(8) 0.0180(2) Uani 1 1 d . . .
H6 H 0.4377 0.3242 0.3414 0.0286(8) Uiso 1 1 calc R . .
C7 C 0.10471(10) 0.41757(6) 0.29277(7) 0.0144(2) Uani 1 1 d . . .
C8 C 0.03559(11) 0.36107(7) 0.27028(8) 0.0178(2) Uani 1 1 d . . .
H8 H 0.0572 0.3167 0.2919 0.0286(8) Uiso 1 1 calc R . .
C9 C -0.06480(11) 0.36934(7) 0.21630(9) 0.0226(3) Uani 1 1 d . . .
H9 H -0.1118 0.3308 0.2010 0.0286(8) Uiso 1 1 calc R . .
C10 C -0.09583(12) 0.43399(8) 0.18506(9) 0.0247(3) Uani 1 1 d . . .
H10 H -0.1644 0.4398 0.1482 0.0286(8) Uiso 1 1 calc R . .
C11 C -0.02740(12) 0.49048(7) 0.20711(9) 0.0238(3) Uani 1 1 d . . .
H11 H -0.0494 0.5347 0.1853 0.0286(8) Uiso 1 1 calc R . .
C12 C 0.07309(11) 0.48267(7) 0.26098(9) 0.0187(2) Uani 1 1 d . . .
H12 H 0.1199 0.5213 0.2760 0.0286(8) Uiso 1 1 calc R . .
C13 C 0.24556(10) 0.47231(6) 0.44410(8) 0.0141(2) Uani 1 1 d . . .
C14 C 0.34626(11) 0.50996(7) 0.45740(8) 0.0173(2) Uani 1 1 d . . .
H14 H 0.4092 0.5026 0.4187 0.0286(8) Uiso 1 1 calc R . .
C15 C 0.35518(11) 0.55857(7) 0.52756(9) 0.0206(2) Uani 1 1 d . . .
H15 H 0.4236 0.5849 0.5359 0.0286(8) Uiso 1 1 calc R . .
C16 C 0.26442(12) 0.56844(7) 0.58514(9) 0.0216(3) Uani 1 1 d . . .
H16 H 0.2712 0.6009 0.6338 0.0286(8) Uiso 1 1 calc R . .
C17 C 0.16341(11) 0.53096(7) 0.57188(9) 0.0218(3) Uani 1 1 d . . .
H17 H 0.1011 0.5381 0.6112 0.0286(8) Uiso 1 1 calc R . .
C18 C 0.15323(10) 0.48323(7) 0.50145(8) 0.0182(2) Uani 1 1 d . . .
H18 H 0.0838 0.4580 0.4921 0.0286(8) Uiso 1 1 calc R . .
C19 C 0.37007(10) 0.31523(7) 0.56801(8) 0.0161(2) Uani 1 1 d . . .
C20 C 0.46774(11) 0.27356(7) 0.56807(9) 0.0197(2) Uani 1 1 d . . .
H20 H 0.4665 0.2321 0.5338 0.0286(8) Uiso 1 1 calc R . .
C21 C 0.56723(12) 0.29259(8) 0.61835(9) 0.0243(3) Uani 1 1 d . . .
H21 H 0.6340 0.2645 0.6175 0.0286(8) Uiso 1 1 calc R . .
C22 C 0.56852(12) 0.35253(8) 0.66950(9) 0.0252(3) Uani 1 1 d . . .
H22 H 0.6357 0.3649 0.7050 0.0286(8) Uiso 1 1 calc R . .
C23 C 0.47213(12) 0.39447(7) 0.66907(8) 0.0224(3) Uani 1 1 d . . .
H23 H 0.4738 0.4357 0.7040 0.0286(8) Uiso 1 1 calc R . .
C24 C 0.37315(11) 0.37679(7) 0.61811(8) 0.0188(2) Uani 1 1 d . . .
H24 H 0.3078 0.4062 0.6171 0.0286(8) Uiso 1 1 calc R . .
C25 C 0.24830(10) 0.20231(6) 0.47917(8) 0.0153(2) Uani 1 1 d . . .
C26 C 0.29993(13) 0.17905(7) 0.40025(9) 0.0249(3) Uani 1 1 d . . .
H26 H 0.3264 0.2109 0.3563 0.0286(8) Uiso 1 1 calc R . .
C27 C 0.31257(16) 0.10911(8) 0.38600(10) 0.0330(3) Uani 1 1 d . . .
H27 H 0.3485 0.0931 0.3325 0.0286(8) Uiso 1 1 calc R . .
C28 C 0.27316(13) 0.06277(7) 0.44914(10) 0.0272(3) Uani 1 1 d . . .
H28 H 0.2831 0.0150 0.4394 0.0286(8) Uiso 1 1 calc R . .
C29 C 0.21938(12) 0.08537(7) 0.52633(10) 0.0244(3) Uani 1 1 d . . .
H29 H 0.1904 0.0532 0.5687 0.0286(8) Uiso 1 1 calc R . .
C30 C 0.20756(11) 0.15524(7) 0.54212(9) 0.0204(2) Uani 1 1 d . . .
H30 H 0.1717 0.1709 0.5958 0.0286(8) Uiso 1 1 calc R . .
C31 C 0.12154(11) 0.30738(6) 0.57306(8) 0.0171(2) Uani 1 1 d . . .
C32 C 0.13455(12) 0.30786(7) 0.66902(9) 0.0224(3) Uani 1 1 d . . .
H32 H 0.2084 0.3008 0.6978 0.0286(8) Uiso 1 1 calc R . .
C33 C 0.03961(14) 0.31868(7) 0.72195(10) 0.0289(3) Uani 1 1 d . . .
H33 H 0.0489 0.3196 0.7871 0.0286(8) Uiso 1 1 calc R . .
C34 C -0.06824(14) 0.32812(8) 0.68105(12) 0.0329(4) Uani 1 1 d . . .
H34 H -0.1328 0.3360 0.7179 0.0286(8) Uiso 1 1 calc R . .
C35 C -0.08234(13) 0.32613(8) 0.58610(12) 0.0328(3) Uani 1 1 d . . .
H35 H -0.1570 0.3315 0.5580 0.0286(8) Uiso 1 1 calc R . .
C36 C 0.01212(12) 0.31626(8) 0.53179(10) 0.0249(3) Uani 1 1 d . . .
H36 H 0.0023 0.3156 0.4667 0.0286(8) Uiso 1 1 calc R . .
Si1 Si 0.24647(3) 0.644504(19) 0.06036(2) 0.01805(8) Uani 1 1 d . . .
F1 F 0.23864(7) 0.60938(4) 0.16978(5) 0.02544(18) Uani 1 1 d . . .
F2 F 0.26224(7) 0.67250(5) -0.05053(5) 0.02645(18) Uani 1 1 d . . .
F3 F 0.33452(8) 0.58219(5) 0.03751(6) 0.0329(2) Uani 1 1 d . . .
C37 C 0.30805(16) 0.72574(8) 0.11060(10) 0.0352(4) Uani 1 1 d . . .
H37A H 0.3872 0.7175 0.1336 0.076(3) Uiso 1 1 calc R . .
H37B H 0.2611 0.7409 0.1614 0.076(3) Uiso 1 1 calc R . .
H37C H 0.3080 0.7614 0.0631 0.076(3) Uiso 1 1 calc R . .
C38 C 0.08833(13) 0.63088(11) 0.03997(10) 0.0376(4) Uani 1 1 d . . .
H38A H 0.0736 0.5825 0.0255 0.076(3) Uiso 1 1 calc R . .
H38B H 0.0606 0.6595 -0.0116 0.076(3) Uiso 1 1 calc R . .
H38C H 0.0478 0.6435 0.0954 0.076(3) Uiso 1 1 calc R . .
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 0.01371(13) 0.01111(13) 0.01282(12) -0.00064(10) 0.00180(9) 0.00041(11)
N1 0.0199(5) 0.0127(5) 0.0142(4) 0.0008(4) 0.0007(4) -0.0001(4)
P2 0.01498(14) 0.01224(14) 0.01238(12) -0.00019(11) 0.00191(10) -0.00053(11)
C1 0.0147(5) 0.0152(5) 0.0136(4) -0.0030(4) 0.0018(4) -0.0012(4)
C2 0.0171(5) 0.0170(6) 0.0170(5) -0.0001(5) 0.0022(4) -0.0002(5)
C3 0.0215(6) 0.0242(6) 0.0160(5) -0.0001(5) 0.0035(4) -0.0046(5)
C4 0.0177(6) 0.0281(7) 0.0199(5) -0.0060(5) 0.0064(4) -0.0038(5)
C5 0.0179(6) 0.0210(6) 0.0252(6) -0.0050(5) 0.0041(5) 0.0028(5)
C6 0.0185(6) 0.0159(6) 0.0197(5) -0.0011(5) 0.0028(4) 0.0014(5)
C7 0.0142(5) 0.0152(5) 0.0139(4) -0.0008(4) 0.0022(4) 0.0000(4)
C8 0.0206(6) 0.0158(6) 0.0170(5) -0.0023(5) 0.0006(4) -0.0006(5)
C9 0.0212(6) 0.0243(7) 0.0222(6) -0.0048(5) -0.0020(5) -0.0030(5)
C10 0.0197(6) 0.0303(7) 0.0236(6) -0.0003(6) -0.0044(5) 0.0043(5)
C11 0.0221(6) 0.0226(7) 0.0264(6) 0.0049(5) -0.0015(5) 0.0050(5)
C12 0.0177(5) 0.0158(6) 0.0226(5) 0.0013(5) 0.0019(4) 0.0003(5)
C13 0.0154(5) 0.0126(5) 0.0143(5) -0.0007(4) 0.0016(4) 0.0005(4)
C14 0.0173(5) 0.0165(6) 0.0181(5) -0.0018(5) 0.0031(4) -0.0013(5)
C15 0.0203(6) 0.0196(6) 0.0219(5) -0.0043(5) 0.0004(4) -0.0049(5)
C16 0.0249(6) 0.0192(6) 0.0207(5) -0.0062(5) 0.0010(5) 0.0008(5)
C17 0.0207(6) 0.0231(6) 0.0219(6) -0.0061(5) 0.0052(5) 0.0023(5)
C18 0.0152(5) 0.0183(6) 0.0212(5) -0.0041(5) 0.0031(4) 0.0000(5)
C19 0.0177(5) 0.0172(6) 0.0133(5) 0.0016(4) 0.0007(4) -0.0031(4)
C20 0.0201(6) 0.0190(6) 0.0202(5) 0.0021(5) 0.0004(4) -0.0004(5)
C21 0.0196(6) 0.0270(7) 0.0261(6) 0.0080(6) -0.0029(5) -0.0016(5)
C22 0.0230(6) 0.0311(8) 0.0210(6) 0.0070(6) -0.0051(5) -0.0094(6)
C23 0.0279(7) 0.0237(7) 0.0157(5) -0.0001(5) -0.0005(5) -0.0096(5)
C24 0.0220(6) 0.0182(6) 0.0163(5) -0.0004(5) 0.0014(4) -0.0035(5)
C25 0.0172(5) 0.0131(5) 0.0155(5) -0.0001(4) -0.0015(4) -0.0004(4)
C26 0.0402(8) 0.0164(6) 0.0185(5) -0.0004(5) 0.0070(5) 0.0008(6)
C27 0.0564(10) 0.0188(7) 0.0243(6) -0.0055(6) 0.0080(6) 0.0062(7)
C28 0.0382(8) 0.0135(6) 0.0293(7) -0.0022(5) -0.0063(6) 0.0019(6)
C29 0.0288(7) 0.0159(6) 0.0282(6) 0.0054(5) -0.0030(5) -0.0029(5)
C30 0.0227(6) 0.0172(6) 0.0215(5) 0.0035(5) 0.0029(5) -0.0019(5)
C31 0.0193(6) 0.0132(5) 0.0192(5) -0.0007(4) 0.0055(4) -0.0013(4)
C32 0.0283(7) 0.0207(6) 0.0188(5) -0.0015(5) 0.0081(5) -0.0020(5)
C33 0.0412(8) 0.0207(7) 0.0261(6) -0.0025(6) 0.0182(6) -0.0022(6)
C34 0.0349(8) 0.0197(7) 0.0461(9) 0.0032(6) 0.0258(7) 0.0026(6)
C35 0.0207(7) 0.0309(8) 0.0477(9) 0.0082(7) 0.0119(6) 0.0022(6)
C36 0.0195(6) 0.0270(7) 0.0284(6) 0.0025(6) 0.0053(5) -0.0004(5)
Si1 0.02279(17) 0.01633(17) 0.01505(14) -0.00228(13) 0.00111(12) -0.00012(14)
F1 0.0354(4) 0.0233(4) 0.0176(3) 0.0016(3) 0.0002(3) -0.0027(4)
F2 0.0333(4) 0.0297(5) 0.0166(3) 0.0010(3) 0.0036(3) -0.0029(4)
F3 0.0423(5) 0.0246(4) 0.0325(4) -0.0030(4) 0.0084(4) 0.0109(4)
C37 0.0606(11) 0.0211(7) 0.0239(6) -0.0026(6) 0.0017(7) -0.0109(7)
C38 0.0253(7) 0.0656(12) 0.0221(6) 0.0008(7) 0.0022(5) -0.0028(8)
_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 N1 1.5819(11) . ?
P1 C1 1.7971(12) . ?
P1 C7 1.8007(12) . ?
P1 C13 1.8009(12) . ?
N1 P2 1.5811(10) . ?
P2 C25 1.7911(13) . ?
P2 C31 1.7985(13) . ?
P2 C19 1.7995(12) . ?
C1 C2 1.3974(17) . ?
C1 C6 1.3985(17) . ?
C2 C3 1.3915(17) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.3889(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.3848(18) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.3944(17) . ?
C7 C12 1.3950(17) . ?
C8 C9 1.3904(17) . ?
C8 H8 0.9500 . ?
C9 C10 1.383(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.388(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.3895(17) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.3878(17) . ?
C13 C18 1.3993(16) . ?
C14 C15 1.3941(17) . ?
C14 H14 0.9500 . ?
C15 C16 1.3841(18) . ?
C15 H15 0.9500 . ?
C16 C17 1.3890(19) . ?
C16 H16 0.9500 . ?
C17 C18 1.3860(17) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.3949(18) . ?
C19 C24 1.4039(18) . ?
C20 C21 1.3942(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.385(2) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.3876(17) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.3914(18) . ?
C25 C30 1.3918(17) . ?
C26 C27 1.388(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.379(2) . ?
C27 H27 0.9500 . ?
C28 C29 1.378(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.3887(19) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.3957(18) . ?
C31 C32 1.3991(17) . ?
C32 C33 1.3843(19) . ?
C32 H32 0.9500 . ?
C33 C34 1.379(2) . ?
C33 H33 0.9500 . ?
C34 C35 1.386(2) . ?
C34 H34 0.9500 . ?
C35 C36 1.389(2) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
Si1 F3 1.6299(9) . ?
Si1 F2 1.7199(8) . ?
Si1 F1 1.7389(8) . ?
Si1 C38 1.8678(16) . ?
Si1 C37 1.8746(15) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 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
N1 P1 C1 109.74(6) . . ?
N1 P1 C7 108.10(6) . . ?
C1 P1 C7 108.75(5) . . ?
N1 P1 C13 114.51(5) . . ?
C1 P1 C13 108.47(5) . . ?
C7 P1 C13 107.11(5) . . ?
P2 N1 P1 140.12(7) . . ?
N1 P2 C25 106.81(5) . . ?
N1 P2 C31 113.09(6) . . ?
C25 P2 C31 107.48(6) . . ?
N1 P2 C19 114.62(6) . . ?
C25 P2 C19 107.44(6) . . ?
C31 P2 C19 107.05(6) . . ?
C2 C1 C6 119.66(11) . . ?
C2 C1 P1 121.45(9) . . ?
C6 C1 P1 118.86(9) . . ?
C3 C2 C1 119.75(12) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 120.30(12) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 119.94(12) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.29(12) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C1 120.02(12) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C8 C7 C12 119.91(11) . . ?
C8 C7 P1 118.38(9) . . ?
C12 C7 P1 121.70(9) . . ?
C9 C8 C7 120.26(12) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 119.61(12) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 120.46(12) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C12 120.32(13) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C7 119.45(12) . . ?
C11 C12 H12 120.3 . . ?
C7 C12 H12 120.3 . . ?
C14 C13 C18 119.77(11) . . ?
C14 C13 P1 121.48(9) . . ?
C18 C13 P1 118.49(9) . . ?
C13 C14 C15 120.04(11) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C16 C15 C14 120.04(12) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.05(12) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.26(12) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C17 C18 C13 119.82(12) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
C20 C19 C24 119.51(11) . . ?
C20 C19 P2 120.86(10) . . ?
C24 C19 P2 119.60(10) . . ?
C21 C20 C19 120.19(13) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 119.91(13) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 120.18(12) . . ?
C21 C22 H22 119.9 . . ?
C23 C22 H22 119.9 . . ?
C22 C23 C24 120.56(13) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C23 C24 C19 119.62(12) . . ?
C23 C24 H24 120.2 . . ?
C19 C24 H24 120.2 . . ?
C26 C25 C30 119.74(12) . . ?
C26 C25 P2 119.42(10) . . ?
C30 C25 P2 120.76(10) . . ?
C27 C26 C25 119.65(13) . . ?
C27 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C28 C27 C26 120.30(14) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C29 C28 C27 120.37(13) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 119.94(13) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 C25 119.96(13) . . ?
C29 C30 H30 120.0 . . ?
C25 C30 H30 120.0 . . ?
C36 C31 C32 119.42(12) . . ?
C36 C31 P2 119.03(10) . . ?
C32 C31 P2 121.51(10) . . ?
C33 C32 C31 119.88(13) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C34 C33 C32 120.62(14) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C33 C34 C35 119.88(13) . . ?
C33 C34 H34 120.1 . . ?
C35 C34 H34 120.1 . . ?
C34 C35 C36 120.33(15) . . ?
C34 C35 H35 119.8 . . ?
C36 C35 H35 119.8 . . ?
C35 C36 C31 119.84(13) . . ?
C35 C36 H36 120.1 . . ?
C31 C36 H36 120.1 . . ?
F3 Si1 F2 87.44(5) . . ?
F3 Si1 F1 87.03(5) . . ?
F2 Si1 F1 174.44(5) . . ?
F3 Si1 C38 118.81(7) . . ?
F2 Si1 C38 91.99(6) . . ?
F1 Si1 C38 90.27(6) . . ?
F3 Si1 C37 118.43(7) . . ?
F2 Si1 C37 92.61(6) . . ?
F1 Si1 C37 90.44(6) . . ?
C38 Si1 C37 122.71(9) . . ?
Si1 C37 H37A 109.5 . . ?
Si1 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
Si1 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
Si1 C38 H38A 109.5 . . ?
Si1 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
Si1 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 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
C1 P1 N1 P2 113.80(11) . . . . ?
C7 P1 N1 P2 -127.74(11) . . . . ?
C13 P1 N1 P2 -8.44(13) . . . . ?
P1 N1 P2 C25 -168.63(10) . . . . ?
P1 N1 P2 C31 73.34(12) . . . . ?
P1 N1 P2 C19 -49.76(13) . . . . ?
N1 P1 C1 C2 162.29(9) . . . . ?
C7 P1 C1 C2 44.23(11) . . . . ?
C13 P1 C1 C2 -71.94(11) . . . . ?
N1 P1 C1 C6 -16.04(11) . . . . ?
C7 P1 C1 C6 -134.10(10) . . . . ?
C13 P1 C1 C6 109.73(10) . . . . ?
C6 C1 C2 C3 1.76(17) . . . . ?
P1 C1 C2 C3 -176.56(9) . . . . ?
C1 C2 C3 C4 -0.44(18) . . . . ?
C2 C3 C4 C5 -1.36(19) . . . . ?
C3 C4 C5 C6 1.84(19) . . . . ?
C4 C5 C6 C1 -0.51(19) . . . . ?
C2 C1 C6 C5 -1.29(18) . . . . ?
P1 C1 C6 C5 177.08(10) . . . . ?
N1 P1 C7 C8 -14.46(11) . . . . ?
C1 P1 C7 C8 104.63(10) . . . . ?
C13 P1 C7 C8 -138.33(9) . . . . ?
N1 P1 C7 C12 166.55(10) . . . . ?
C1 P1 C7 C12 -74.36(11) . . . . ?
C13 P1 C7 C12 42.68(11) . . . . ?
C12 C7 C8 C9 -0.03(18) . . . . ?
P1 C7 C8 C9 -179.04(10) . . . . ?
C7 C8 C9 C10 -0.05(19) . . . . ?
C8 C9 C10 C11 0.1(2) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C10 C11 C12 C7 0.0(2) . . . . ?
C8 C7 C12 C11 0.06(18) . . . . ?
P1 C7 C12 C11 179.04(10) . . . . ?
N1 P1 C13 C14 109.62(11) . . . . ?
C1 P1 C13 C14 -13.31(12) . . . . ?
C7 P1 C13 C14 -130.53(10) . . . . ?
N1 P1 C13 C18 -64.58(11) . . . . ?
C1 P1 C13 C18 172.49(9) . . . . ?
C7 P1 C13 C18 55.27(11) . . . . ?
C18 C13 C14 C15 -0.13(18) . . . . ?
P1 C13 C14 C15 -174.26(10) . . . . ?
C13 C14 C15 C16 1.22(19) . . . . ?
C14 C15 C16 C17 -1.4(2) . . . . ?
C15 C16 C17 C18 0.4(2) . . . . ?
C16 C17 C18 C13 0.6(2) . . . . ?
C14 C13 C18 C17 -0.80(19) . . . . ?
P1 C13 C18 C17 173.51(10) . . . . ?
N1 P2 C19 C20 -97.53(11) . . . . ?
C25 P2 C19 C20 20.99(12) . . . . ?
C31 P2 C19 C20 136.19(10) . . . . ?
N1 P2 C19 C24 80.32(11) . . . . ?
C25 P2 C19 C24 -161.16(10) . . . . ?
C31 P2 C19 C24 -45.96(11) . . . . ?
C24 C19 C20 C21 0.69(18) . . . . ?
P2 C19 C20 C21 178.54(10) . . . . ?
C19 C20 C21 C22 1.0(2) . . . . ?
C20 C21 C22 C23 -1.6(2) . . . . ?
C21 C22 C23 C24 0.5(2) . . . . ?
C22 C23 C24 C19 1.21(19) . . . . ?
C20 C19 C24 C23 -1.77(18) . . . . ?
P2 C19 C24 C23 -179.65(9) . . . . ?
N1 P2 C25 C26 33.15(12) . . . . ?
C31 P2 C25 C26 154.79(10) . . . . ?
C19 P2 C25 C26 -90.30(11) . . . . ?
N1 P2 C25 C30 -150.16(10) . . . . ?
C31 P2 C25 C30 -28.52(12) . . . . ?
C19 P2 C25 C30 86.39(11) . . . . ?
C30 C25 C26 C27 -1.4(2) . . . . ?
P2 C25 C26 C27 175.34(12) . . . . ?
C25 C26 C27 C28 0.7(2) . . . . ?
C26 C27 C28 C29 0.9(2) . . . . ?
C27 C28 C29 C30 -1.8(2) . . . . ?
C28 C29 C30 C25 1.1(2) . . . . ?
C26 C25 C30 C29 0.51(19) . . . . ?
P2 C25 C30 C29 -176.18(10) . . . . ?
N1 P2 C31 C36 31.68(12) . . . . ?
C25 P2 C31 C36 -85.96(11) . . . . ?
C19 P2 C31 C36 158.87(11) . . . . ?
N1 P2 C31 C32 -150.50(11) . . . . ?
C25 P2 C31 C32 91.87(11) . . . . ?
C19 P2 C31 C32 -23.31(13) . . . . ?
C36 C31 C32 C33 -1.5(2) . . . . ?
P2 C31 C32 C33 -179.29(11) . . . . ?
C31 C32 C33 C34 0.9(2) . . . . ?
C32 C33 C34 C35 0.6(2) . . . . ?
C33 C34 C35 C36 -1.5(2) . . . . ?
C34 C35 C36 C31 0.9(2) . . . . ?
C32 C31 C36 C35 0.6(2) . . . . ?
P2 C31 C36 C35 178.48(11) . . . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full 32.21
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max 0.514
_refine_diff_density_min -0.369
_refine_diff_density_rms 0.060
_database_code_depnum_ccdc_archive 'CCDC 937495'
#######################################################################
#
# 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_ck-ru-08
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety '2(C36 H30 N P2), F6 Si, 6(C H4 O)'
_chemical_formula_sum 'C78 H84 F6 N2 O6 P4 Si'
_chemical_formula_weight 1411.44
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'
Si Si 0.0817 0.0704 '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'
O O 0.0106 0.0060 '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 monoclinic
_symmetry_space_group_name_H-M P21/c
_symmetry_space_group_name_Hall '-P 2ybc'
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 11.131(2)
_cell_length_b 12.139(2)
_cell_length_c 26.696(5)
_cell_angle_alpha 90.00
_cell_angle_beta 91.74(3)
_cell_angle_gamma 90.00
_cell_volume 3605.4(12)
_cell_formula_units_Z 2
_cell_measurement_temperature 123(2)
_cell_measurement_reflns_used 3183
_cell_measurement_theta_min 1.83
_cell_measurement_theta_max 27.50
_exptl_crystal_description Block
_exptl_crystal_colour Colorless
_exptl_crystal_size_max 0.40
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.23
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.300
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1484
_exptl_absorpt_coefficient_mu 0.191
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9275
_exptl_absorpt_correction_T_max 0.9574
_exptl_absorpt_process_details
;
March 2001 T Higashi
;
_exptl_special_details
;
Rigaku CrystalClear-SM Expert 2.0 r1
;
_diffrn_ambient_temperature 123(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_detector RX
_diffrn_measurement_device_type 'Rigaku R-AXIS Spider'
_diffrn_measurement_method dtprofit.ref
_diffrn_detector_area_resol_mean 10.0000
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 28032
_diffrn_reflns_av_R_equivalents 0.0494
_diffrn_reflns_av_sigmaI/netI 0.0449
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_l_min -34
_diffrn_reflns_limit_l_max 33
_diffrn_reflns_theta_min 1.83
_diffrn_reflns_theta_max 27.50
_reflns_number_total 8259
_reflns_number_gt 7019
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Diamond
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0375P)^2^+2.4597P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 8259
_refine_ls_number_parameters 453
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0641
_refine_ls_R_factor_gt 0.0516
_refine_ls_wR_factor_ref 0.1190
_refine_ls_wR_factor_gt 0.1117
_refine_ls_goodness_of_fit_ref 1.107
_refine_ls_restrained_S_all 1.107
_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
Si1 Si 1.0000 0.0000 0.0000 0.0466(3) Uani 1 2 d S . .
F1 F 0.89228(15) -0.07366(15) 0.02688(6) 0.0564(5) Uani 1 1 d . . .
F2 F 1.06113(15) 0.03049(15) 0.05712(5) 0.0561(5) Uani 1 1 d . . .
F3 F 1.08868(15) -0.11383(14) -0.00243(6) 0.0556(5) Uani 1 1 d . . .
P1 P 0.50268(4) 0.03668(4) 0.329329(17) 0.01781(11) Uani 1 1 d . . .
P2 P 0.74572(4) 0.04841(4) 0.286730(17) 0.01745(11) Uani 1 1 d . . .
N1 N 0.60861(14) 0.07657(13) 0.29549(6) 0.0202(3) Uani 1 1 d . . .
C1 C 0.43913(17) 0.15421(15) 0.36030(7) 0.0190(4) Uani 1 1 d . . .
C2 C 0.46690(19) 0.25988(16) 0.34361(7) 0.0241(4) Uani 1 1 d . . .
H2 H 0.5216 0.2694 0.3173 0.0343(12) Uiso 1 1 calc R . .
C3 C 0.4143(2) 0.35124(17) 0.36550(8) 0.0291(5) Uani 1 1 d . . .
H3 H 0.4334 0.4232 0.3542 0.0343(12) Uiso 1 1 calc R . .
C4 C 0.3339(2) 0.33759(18) 0.40387(7) 0.0279(5) Uani 1 1 d . . .
H4 H 0.2979 0.4000 0.4187 0.0343(12) Uiso 1 1 calc R . .
C5 C 0.30666(19) 0.23247(18) 0.42032(7) 0.0272(4) Uani 1 1 d . . .
H5 H 0.2515 0.2233 0.4464 0.0343(12) Uiso 1 1 calc R . .
C6 C 0.35886(18) 0.14065(17) 0.39914(7) 0.0243(4) Uani 1 1 d . . .
H6 H 0.3403 0.0690 0.4109 0.0343(12) Uiso 1 1 calc R . .
C7 C 0.54687(18) -0.06286(16) 0.37585(7) 0.0217(4) Uani 1 1 d . . .
C8 C 0.54897(19) -0.17503(17) 0.36314(8) 0.0250(4) Uani 1 1 d . . .
H8 H 0.5163 -0.1987 0.3317 0.0343(12) Uiso 1 1 calc R . .
C9 C 0.5987(2) -0.25149(18) 0.39640(8) 0.0328(5) Uani 1 1 d . . .
H9 H 0.5999 -0.3274 0.3878 0.0343(12) Uiso 1 1 calc R . .
C10 C 0.6463(3) -0.2166(2) 0.44205(9) 0.0447(6) Uani 1 1 d . . .
H10 H 0.6809 -0.2688 0.4647 0.0343(12) Uiso 1 1 calc R . .
C11 C 0.6442(3) -0.1055(2) 0.45515(9) 0.0447(6) Uani 1 1 d . . .
H11 H 0.6764 -0.0823 0.4868 0.0343(12) Uiso 1 1 calc R . .
C12 C 0.5950(2) -0.02881(18) 0.42199(8) 0.0310(5) Uani 1 1 d . . .
H12 H 0.5942 0.0470 0.4308 0.0343(12) Uiso 1 1 calc R . .
C13 C 0.38455(17) -0.02269(15) 0.29031(7) 0.0202(4) Uani 1 1 d . . .
C14 C 0.39650(19) -0.02506(16) 0.23851(7) 0.0241(4) Uani 1 1 d . . .
H14 H 0.4687 0.0003 0.2243 0.0343(12) Uiso 1 1 calc R . .
C15 C 0.3032(2) -0.06437(18) 0.20740(8) 0.0285(5) Uani 1 1 d . . .
H15 H 0.3117 -0.0661 0.1721 0.0343(12) Uiso 1 1 calc R . .
C16 C 0.1978(2) -0.10097(17) 0.22850(9) 0.0302(5) Uani 1 1 d . . .
H16 H 0.1339 -0.1276 0.2074 0.0343(12) Uiso 1 1 calc R . .
C17 C 0.1851(2) -0.09902(18) 0.27987(9) 0.0312(5) Uani 1 1 d . . .
H17 H 0.1127 -0.1243 0.2939 0.0343(12) Uiso 1 1 calc R . .
C18 C 0.27804(19) -0.06023(17) 0.31111(8) 0.0266(4) Uani 1 1 d . . .
H18 H 0.2693 -0.0592 0.3464 0.0343(12) Uiso 1 1 calc R . .
C19 C 0.84395(17) 0.13557(15) 0.32370(7) 0.0195(4) Uani 1 1 d . . .
C20 C 0.96522(18) 0.14610(17) 0.31254(7) 0.0247(4) Uani 1 1 d . . .
H20 H 0.9958 0.1088 0.2844 0.0343(12) Uiso 1 1 calc R . .
C21 C 1.04147(19) 0.21090(18) 0.34245(8) 0.0285(4) Uani 1 1 d . . .
H21 H 1.1240 0.2174 0.3349 0.0343(12) Uiso 1 1 calc R . .
C22 C 0.9964(2) 0.26612(17) 0.38352(8) 0.0277(4) Uani 1 1 d . . .
H22 H 1.0484 0.3100 0.4041 0.0343(12) Uiso 1 1 calc R . .
C23 C 0.8760(2) 0.25733(17) 0.39443(8) 0.0276(4) Uani 1 1 d . . .
H23 H 0.8454 0.2958 0.4223 0.0343(12) Uiso 1 1 calc R . .
C24 C 0.79973(19) 0.19227(16) 0.36469(7) 0.0240(4) Uani 1 1 d . . .
H24 H 0.7172 0.1864 0.3723 0.0343(12) Uiso 1 1 calc R . .
C25 C 0.77334(17) 0.07053(15) 0.22165(7) 0.0194(4) Uani 1 1 d . . .
C26 C 0.86861(18) 0.01755(17) 0.19818(7) 0.0228(4) Uani 1 1 d . . .
H26 H 0.9193 -0.0316 0.2167 0.0343(12) Uiso 1 1 calc R . .
C27 C 0.88873(19) 0.03681(17) 0.14807(8) 0.0259(4) Uani 1 1 d . . .
H27 H 0.9534 0.0010 0.1323 0.0343(12) Uiso 1 1 calc R . .
C28 C 0.8148(2) 0.10816(18) 0.12084(8) 0.0291(5) Uani 1 1 d . . .
H28 H 0.8288 0.1212 0.0864 0.0343(12) Uiso 1 1 calc R . .
C29 C 0.7203(2) 0.16068(19) 0.14379(8) 0.0330(5) Uani 1 1 d . . .
H29 H 0.6697 0.2095 0.1250 0.0343(12) Uiso 1 1 calc R . .
C30 C 0.69969(19) 0.14196(17) 0.19413(7) 0.0262(4) Uani 1 1 d . . .
H30 H 0.6351 0.1781 0.2098 0.0343(12) Uiso 1 1 calc R . .
C31 C 0.79025(17) -0.09150(15) 0.30002(7) 0.0204(4) Uani 1 1 d . . .
C32 C 0.75006(18) -0.17447(17) 0.26713(7) 0.0241(4) Uani 1 1 d . . .
H32 H 0.7027 -0.1561 0.2381 0.0343(12) Uiso 1 1 calc R . .
C33 C 0.7795(2) -0.28346(18) 0.27691(8) 0.0297(5) Uani 1 1 d . . .
H33 H 0.7531 -0.3397 0.2544 0.0343(12) Uiso 1 1 calc R . .
C34 C 0.8476(2) -0.31024(18) 0.31950(9) 0.0320(5) Uani 1 1 d . . .
H34 H 0.8666 -0.3852 0.3263 0.0343(12) Uiso 1 1 calc R . .
C35 C 0.8882(2) -0.22893(19) 0.35218(9) 0.0320(5) Uani 1 1 d . . .
H35 H 0.9354 -0.2481 0.3811 0.0343(12) Uiso 1 1 calc R . .
C36 C 0.85998(18) -0.11906(17) 0.34263(8) 0.0251(4) Uani 1 1 d . . .
H36 H 0.8879 -0.0631 0.3650 0.0343(12) Uiso 1 1 calc R . .
O1 O 0.7473(2) 0.0978(2) 0.55608(10) 0.0750(7) Uani 1 1 d D . .
H100 H 0.8248(18) 0.109(3) 0.5530(15) 0.090 Uiso 1 1 d D . .
C37 C 0.6806(3) 0.1688(3) 0.52400(11) 0.0669(10) Uani 1 1 d . . .
H37A H 0.6789 0.2428 0.5387 0.141(7) Uiso 1 1 calc R . .
H37B H 0.5983 0.1409 0.5197 0.141(7) Uiso 1 1 calc R . .
H37C H 0.7182 0.1720 0.4913 0.141(7) Uiso 1 1 calc R . .
O2 O 0.29907(18) -0.00333(17) 0.08218(7) 0.0482(5) Uani 1 1 d D . .
H200 H 0.2267(18) 0.011(3) 0.0733(12) 0.058 Uiso 1 1 d D . .
C38 C 0.3647(3) -0.0297(3) 0.03972(11) 0.0533(7) Uani 1 1 d . . .
H38A H 0.3178 -0.0096 0.0094 0.141(7) Uiso 1 1 calc R . .
H38B H 0.3813 -0.1089 0.0394 0.141(7) Uiso 1 1 calc R . .
H38C H 0.4407 0.0111 0.0407 0.141(7) Uiso 1 1 calc R . .
O3 O 0.9628(3) 0.3132(3) 0.03699(10) 0.0841(8) Uani 1 1 d D . .
H300 H 0.963(4) 0.249(2) 0.0235(16) 0.101 Uiso 1 1 d D . .
C39 C 1.0484(5) 0.3560(6) 0.01110(19) 0.156(3) Uani 1 1 d . . .
H39A H 1.0139 0.3893 -0.0195 0.141(7) Uiso 1 1 calc R . .
H39B H 1.1055 0.2983 0.0022 0.141(7) Uiso 1 1 calc R . .
H39C H 1.0902 0.4127 0.0311 0.141(7) Uiso 1 1 calc R . .
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
Si1 0.0516(6) 0.0635(7) 0.0258(4) 0.0237(4) 0.0214(4) 0.0362(5)
F1 0.0563(10) 0.0749(11) 0.0392(8) 0.0280(8) 0.0236(7) 0.0305(9)
F2 0.0571(10) 0.0839(12) 0.0282(7) 0.0163(7) 0.0177(7) 0.0362(9)
F3 0.0611(10) 0.0672(11) 0.0397(8) 0.0227(7) 0.0215(7) 0.0421(9)
P1 0.0187(2) 0.0193(2) 0.0156(2) 0.00037(18) 0.00209(17) 0.00024(19)
P2 0.0180(2) 0.0184(2) 0.0160(2) -0.00115(17) 0.00181(17) 0.00010(19)
N1 0.0192(8) 0.0228(8) 0.0187(7) 0.0019(6) 0.0030(6) 0.0015(7)
C1 0.0208(9) 0.0202(9) 0.0159(8) -0.0021(7) -0.0006(7) 0.0018(8)
C2 0.0279(11) 0.0237(10) 0.0208(9) 0.0003(8) 0.0048(8) 0.0000(8)
C3 0.0398(13) 0.0209(10) 0.0269(10) 0.0011(8) 0.0038(9) 0.0027(9)
C4 0.0317(11) 0.0302(11) 0.0218(9) -0.0054(8) -0.0006(8) 0.0104(9)
C5 0.0259(11) 0.0370(12) 0.0190(9) -0.0029(8) 0.0049(8) 0.0043(9)
C6 0.0252(10) 0.0274(10) 0.0203(9) 0.0022(8) 0.0034(8) -0.0004(8)
C7 0.0221(10) 0.0224(9) 0.0206(9) 0.0043(7) 0.0019(7) 0.0009(8)
C8 0.0267(10) 0.0240(10) 0.0244(10) 0.0025(8) 0.0035(8) -0.0016(9)
C9 0.0407(13) 0.0238(10) 0.0340(12) 0.0080(9) 0.0033(10) 0.0024(10)
C10 0.0668(18) 0.0340(13) 0.0326(12) 0.0109(10) -0.0079(12) 0.0100(13)
C11 0.0701(19) 0.0379(13) 0.0251(11) 0.0042(10) -0.0126(11) 0.0094(13)
C12 0.0421(13) 0.0274(11) 0.0233(10) 0.0007(8) -0.0012(9) 0.0030(10)
C13 0.0200(9) 0.0179(9) 0.0226(9) -0.0011(7) 0.0005(7) 0.0023(7)
C14 0.0242(10) 0.0247(10) 0.0234(9) -0.0053(8) 0.0017(8) 0.0017(8)
C15 0.0319(11) 0.0278(11) 0.0254(10) -0.0088(8) -0.0041(8) 0.0062(9)
C16 0.0256(11) 0.0238(10) 0.0406(12) -0.0102(9) -0.0078(9) 0.0039(9)
C17 0.0229(11) 0.0281(11) 0.0426(13) -0.0036(9) 0.0014(9) -0.0029(9)
C18 0.0254(10) 0.0266(10) 0.0281(10) -0.0009(8) 0.0035(8) -0.0021(9)
C19 0.0207(9) 0.0192(9) 0.0186(9) -0.0002(7) -0.0003(7) -0.0013(8)
C20 0.0237(10) 0.0273(10) 0.0232(9) -0.0038(8) 0.0018(8) 0.0008(8)
C21 0.0232(10) 0.0315(11) 0.0306(11) -0.0016(9) -0.0016(8) -0.0043(9)
C22 0.0331(11) 0.0237(10) 0.0258(10) -0.0008(8) -0.0075(8) -0.0042(9)
C23 0.0355(12) 0.0249(10) 0.0223(10) -0.0063(8) -0.0005(9) 0.0006(9)
C24 0.0255(10) 0.0232(10) 0.0233(9) -0.0015(8) 0.0023(8) 0.0000(8)
C25 0.0213(9) 0.0190(9) 0.0181(9) -0.0015(7) 0.0023(7) -0.0035(8)
C26 0.0217(10) 0.0246(10) 0.0223(9) -0.0025(8) 0.0023(8) 0.0000(8)
C27 0.0263(10) 0.0258(10) 0.0260(10) -0.0069(8) 0.0087(8) -0.0035(9)
C28 0.0389(12) 0.0299(11) 0.0189(9) 0.0010(8) 0.0077(9) -0.0022(10)
C29 0.0416(13) 0.0353(12) 0.0225(10) 0.0067(9) 0.0050(9) 0.0095(10)
C30 0.0296(11) 0.0280(10) 0.0213(9) 0.0019(8) 0.0054(8) 0.0064(9)
C31 0.0205(9) 0.0195(9) 0.0213(9) 0.0006(7) 0.0036(7) 0.0004(8)
C32 0.0259(10) 0.0233(10) 0.0230(9) -0.0005(8) 0.0004(8) -0.0023(8)
C33 0.0338(12) 0.0230(10) 0.0324(11) -0.0050(8) 0.0027(9) -0.0044(9)
C34 0.0343(12) 0.0199(10) 0.0419(12) 0.0021(9) 0.0029(10) 0.0049(9)
C35 0.0308(12) 0.0304(11) 0.0345(12) 0.0052(9) -0.0048(9) 0.0056(10)
C36 0.0249(10) 0.0255(10) 0.0247(10) -0.0022(8) -0.0012(8) 0.0003(9)
O1 0.0879(18) 0.0564(14) 0.0826(17) 0.0193(12) 0.0339(15) -0.0120(14)
C37 0.098(3) 0.062(2) 0.0414(16) -0.0094(15) 0.0192(17) -0.022(2)
O2 0.0524(12) 0.0548(12) 0.0376(10) -0.0057(9) 0.0059(9) -0.0158(10)
C38 0.0593(18) 0.0575(18) 0.0430(15) -0.0058(13) 0.0039(13) 0.0091(15)
O3 0.0833(19) 0.106(2) 0.0635(16) -0.0047(15) 0.0083(14) 0.0308(18)
C39 0.102(4) 0.272(8) 0.095(4) -0.093(5) 0.036(3) -0.075(5)
_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
Si1 F1 1.6746(16) 3_755 ?
Si1 F1 1.6746(16) . ?
Si1 F2 1.6918(17) 3_755 ?
Si1 F2 1.6918(17) . ?
Si1 F3 1.7005(14) . ?
Si1 F3 1.7005(14) 3_755 ?
P1 N1 1.5829(16) . ?
P1 C7 1.791(2) . ?
P1 C13 1.803(2) . ?
P1 C1 1.8041(19) . ?
P2 N1 1.5882(17) . ?
P2 C25 1.7938(19) . ?
P2 C19 1.796(2) . ?
P2 C31 1.801(2) . ?
C1 C2 1.396(3) . ?
C1 C6 1.399(3) . ?
C2 C3 1.391(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.391(3) . ?
C7 C8 1.404(3) . ?
C8 C9 1.388(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.394(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 C18 1.401(3) . ?
C14 C15 1.394(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.383(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.391(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.395(3) . ?
C19 C20 1.397(3) . ?
C20 C21 1.391(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.392(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.384(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.391(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.388(3) . ?
C25 C26 1.404(3) . ?
C26 C27 1.383(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.386(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.388(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.389(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.398(3) . ?
C31 C32 1.401(3) . ?
C32 C33 1.386(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.386(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.392(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
O1 C37 1.410(4) . ?
O1 H100 0.879(18) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
O2 C38 1.404(3) . ?
O2 H200 0.851(17) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O3 C39 1.302(6) . ?
O3 H300 0.854(19) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 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
F1 Si1 F1 180.00(14) 3_755 . ?
F1 Si1 F2 90.24(8) 3_755 3_755 ?
F1 Si1 F2 89.76(8) . 3_755 ?
F1 Si1 F2 89.76(8) 3_755 . ?
F1 Si1 F2 90.24(8) . . ?
F2 Si1 F2 180.00(13) 3_755 . ?
F1 Si1 F3 89.63(8) 3_755 . ?
F1 Si1 F3 90.37(8) . . ?
F2 Si1 F3 90.34(8) 3_755 . ?
F2 Si1 F3 89.66(8) . . ?
F1 Si1 F3 90.37(8) 3_755 3_755 ?
F1 Si1 F3 89.63(8) . 3_755 ?
F2 Si1 F3 89.66(8) 3_755 3_755 ?
F2 Si1 F3 90.34(8) . 3_755 ?
F3 Si1 F3 180.00(13) . 3_755 ?
N1 P1 C7 114.11(9) . . ?
N1 P1 C13 109.59(9) . . ?
C7 P1 C13 108.13(9) . . ?
N1 P1 C1 109.21(9) . . ?
C7 P1 C1 108.60(9) . . ?
C13 P1 C1 106.96(9) . . ?
N1 P2 C25 107.70(9) . . ?
N1 P2 C19 111.35(9) . . ?
C25 P2 C19 108.95(9) . . ?
N1 P2 C31 115.71(9) . . ?
C25 P2 C31 106.13(9) . . ?
C19 P2 C31 106.73(9) . . ?
P1 N1 P2 138.94(11) . . ?
C2 C1 C6 119.83(18) . . ?
C2 C1 P1 119.13(14) . . ?
C6 C1 P1 120.98(15) . . ?
C3 C2 C1 119.91(18) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.68(19) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C6 C5 C4 120.85(19) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 119.54(19) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C12 C7 C8 119.58(19) . . ?
C12 C7 P1 120.26(16) . . ?
C8 C7 P1 119.54(15) . . ?
C9 C8 C7 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C10 C9 C8 119.6(2) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C9 C10 C11 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.9(2) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C7 120.0(2) . . ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?
C14 C13 C18 119.62(19) . . ?
C14 C13 P1 119.45(15) . . ?
C18 C13 P1 120.82(15) . . ?
C13 C14 C15 120.43(19) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C16 C15 C14 119.4(2) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C17 C16 C15 120.6(2) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 120.2(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C13 119.70(19) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
C24 C19 C20 119.24(18) . . ?
C24 C19 P2 119.90(15) . . ?
C20 C19 P2 120.86(15) . . ?
C21 C20 C19 120.39(18) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C22 119.7(2) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C23 C22 C21 120.23(19) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.11(19) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C19 120.28(19) . . ?
C23 C24 H24 119.9 . . ?
C19 C24 H24 119.9 . . ?
C30 C25 C26 119.47(17) . . ?
C30 C25 P2 119.36(15) . . ?
C26 C25 P2 121.17(15) . . ?
C27 C26 C25 120.06(19) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C26 C27 C28 120.14(19) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C29 120.10(19) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C28 C29 C30 120.1(2) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C25 C30 C29 120.13(19) . . ?
C25 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C36 C31 C32 119.79(18) . . ?
C36 C31 P2 121.91(15) . . ?
C32 C31 P2 118.27(15) . . ?
C33 C32 C31 119.94(19) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C34 119.9(2) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C35 C34 C33 120.7(2) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C36 120.0(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 119.67(19) . . ?
C35 C36 H36 120.2 . . ?
C31 C36 H36 120.2 . . ?
C37 O1 H100 110(3) . . ?
O1 C37 H37A 109.5 . . ?
O1 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O1 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C38 O2 H200 110(2) . . ?
O2 C38 H38A 109.5 . . ?
O2 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O2 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C39 O3 H300 97(3) . . ?
O3 C39 H39A 109.5 . . ?
O3 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O3 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 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
C7 P1 N1 P2 6.2(2) . . . . ?
C13 P1 N1 P2 -115.18(17) . . . . ?
C1 P1 N1 P2 127.96(16) . . . . ?
C25 P2 N1 P1 146.51(16) . . . . ?
C19 P2 N1 P1 -94.10(18) . . . . ?
C31 P2 N1 P1 28.0(2) . . . . ?
N1 P1 C1 C2 14.27(19) . . . . ?
C7 P1 C1 C2 139.27(16) . . . . ?
C13 P1 C1 C2 -104.25(17) . . . . ?
N1 P1 C1 C6 -168.49(16) . . . . ?
C7 P1 C1 C6 -43.49(19) . . . . ?
C13 P1 C1 C6 72.99(18) . . . . ?
C6 C1 C2 C3 -0.3(3) . . . . ?
P1 C1 C2 C3 177.01(16) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C2 C1 C6 C5 0.7(3) . . . . ?
P1 C1 C6 C5 -176.53(16) . . . . ?
N1 P1 C7 C12 85.27(19) . . . . ?
C13 P1 C7 C12 -152.51(17) . . . . ?
C1 P1 C7 C12 -36.8(2) . . . . ?
N1 P1 C7 C8 -85.60(18) . . . . ?
C13 P1 C7 C8 36.61(19) . . . . ?
C1 P1 C7 C8 152.34(16) . . . . ?
C12 C7 C8 C9 0.1(3) . . . . ?
P1 C7 C8 C9 170.99(16) . . . . ?
C7 C8 C9 C10 -0.2(3) . . . . ?
C8 C9 C10 C11 0.5(4) . . . . ?
C9 C10 C11 C12 -0.7(4) . . . . ?
C10 C11 C12 C7 0.6(4) . . . . ?
C8 C7 C12 C11 -0.3(3) . . . . ?
P1 C7 C12 C11 -171.1(2) . . . . ?
N1 P1 C13 C14 -1.26(18) . . . . ?
C7 P1 C13 C14 -126.20(16) . . . . ?
C1 P1 C13 C14 117.01(16) . . . . ?
N1 P1 C13 C18 -177.34(16) . . . . ?
C7 P1 C13 C18 57.72(18) . . . . ?
C1 P1 C13 C18 -59.07(18) . . . . ?
C18 C13 C14 C15 0.1(3) . . . . ?
P1 C13 C14 C15 -176.06(16) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C14 C15 C16 C17 -0.2(3) . . . . ?
C15 C16 C17 C18 0.0(3) . . . . ?
C16 C17 C18 C13 0.2(3) . . . . ?
C14 C13 C18 C17 -0.3(3) . . . . ?
P1 C13 C18 C17 175.79(16) . . . . ?
N1 P2 C19 C24 18.28(19) . . . . ?
C25 P2 C19 C24 136.93(16) . . . . ?
C31 P2 C19 C24 -108.88(17) . . . . ?
N1 P2 C19 C20 -162.86(16) . . . . ?
C25 P2 C19 C20 -44.21(19) . . . . ?
C31 P2 C19 C20 69.99(18) . . . . ?
C24 C19 C20 C21 1.1(3) . . . . ?
P2 C19 C20 C21 -177.80(16) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C20 C21 C22 C23 -0.4(3) . . . . ?
C21 C22 C23 C24 0.7(3) . . . . ?
C22 C23 C24 C19 0.0(3) . . . . ?
C20 C19 C24 C23 -0.8(3) . . . . ?
P2 C19 C24 C23 178.06(16) . . . . ?
N1 P2 C25 C30 23.69(19) . . . . ?
C19 P2 C25 C30 -97.22(17) . . . . ?
C31 P2 C25 C30 148.19(16) . . . . ?
N1 P2 C25 C26 -156.80(16) . . . . ?
C19 P2 C25 C26 82.29(17) . . . . ?
C31 P2 C25 C26 -32.30(18) . . . . ?
C30 C25 C26 C27 0.1(3) . . . . ?
P2 C25 C26 C27 -179.38(15) . . . . ?
C25 C26 C27 C28 -0.2(3) . . . . ?
C26 C27 C28 C29 0.1(3) . . . . ?
C27 C28 C29 C30 0.1(3) . . . . ?
C26 C25 C30 C29 0.0(3) . . . . ?
P2 C25 C30 C29 179.53(17) . . . . ?
C28 C29 C30 C25 -0.1(3) . . . . ?
N1 P2 C31 C36 -106.30(17) . . . . ?
C25 P2 C31 C36 134.32(17) . . . . ?
C19 P2 C31 C36 18.22(19) . . . . ?
N1 P2 C31 C32 71.76(17) . . . . ?
C25 P2 C31 C32 -47.62(17) . . . . ?
C19 P2 C31 C32 -163.72(15) . . . . ?
C36 C31 C32 C33 0.0(3) . . . . ?
P2 C31 C32 C33 -178.11(16) . . . . ?
C31 C32 C33 C34 0.7(3) . . . . ?
C32 C33 C34 C35 -0.9(3) . . . . ?
C33 C34 C35 C36 0.5(3) . . . . ?
C34 C35 C36 C31 0.2(3) . . . . ?
C32 C31 C36 C35 -0.4(3) . . . . ?
P2 C31 C36 C35 177.60(16) . . . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full 27.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max 0.307
_refine_diff_density_min -0.370
_refine_diff_density_rms 0.053
_database_code_depnum_ccdc_archive 'CCDC 937496'
#######################################################################
#
# 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_shelxl
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 N P2, C H3 F4 Si'
_chemical_formula_sum 'C37 H33 F4 N P2 Si'
_chemical_formula_weight 657.67
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'
_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 10.602(2)
_cell_length_b 40.302(8)
_cell_length_c 16.129(3)
_cell_angle_alpha 90.00
_cell_angle_beta 108.20(3)
_cell_angle_gamma 90.00
_cell_volume 6547(2)
_cell_formula_units_Z 8
_cell_measurement_temperature 150(2)
_cell_measurement_reflns_used 10108
_cell_measurement_theta_min 1.7240
_cell_measurement_theta_max 29.0210
_exptl_crystal_description ?
_exptl_crystal_colour ?
_exptl_crystal_size_max 0.18
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.03
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.335
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2736
_exptl_absorpt_coefficient_mu 0.220
_exptl_absorpt_correction_T_min 0.84492
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb 1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 150(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra'
_diffrn_detector_area_resol_mean 16.2705
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 31975
_diffrn_reflns_av_R_equivalents 0.0309
_diffrn_reflns_av_sigmaI/netI 0.0482
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_k_min -34
_diffrn_reflns_limit_k_max 54
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_theta_min 1.67
_diffrn_reflns_theta_max 29.52
_reflns_number_total 15083
_reflns_number_gt 11795
_reflns_threshold_expression >2sigma(I)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Diamond
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0428P)^2^+6.7887P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment refU
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 15083
_refine_ls_number_parameters 815
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0754
_refine_ls_R_factor_gt 0.0530
_refine_ls_wR_factor_ref 0.1259
_refine_ls_wR_factor_gt 0.1144
_refine_ls_goodness_of_fit_ref 1.050
_refine_ls_restrained_S_all 1.050
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.48170(5) 0.925996(14) 0.31092(4) 0.01619(12) Uani 1 1 d . . .
N1 N 0.34907(18) 0.91108(5) 0.32017(12) 0.0198(4) Uani 1 1 d . . .
P2 P 0.28413(5) 0.877466(13) 0.33593(4) 0.01534(12) Uani 1 1 d . . .
C1 C 0.5685(2) 0.94917(5) 0.40692(15) 0.0206(5) Uani 1 1 d . . .
C2 C 0.5242(3) 0.94861(6) 0.47942(16) 0.0297(5) Uani 1 1 d . . .
H2 H 0.4469 0.9363 0.4777 0.0416(11) Uiso 1 1 calc R . .
C3 C 0.5928(3) 0.96597(7) 0.55465(18) 0.0389(7) Uani 1 1 d . . .
H3 H 0.5626 0.9655 0.6042 0.0416(11) Uiso 1 1 calc R . .
C4 C 0.7047(3) 0.98387(7) 0.55707(18) 0.0391(7) Uani 1 1 d . . .
H4 H 0.7517 0.9957 0.6084 0.0416(11) Uiso 1 1 calc R . .
C5 C 0.7489(3) 0.98465(7) 0.48480(19) 0.0361(6) Uani 1 1 d . . .
H5 H 0.8259 0.9971 0.4868 0.0416(11) Uiso 1 1 calc R . .
C6 C 0.6819(2) 0.96744(6) 0.40979(17) 0.0288(5) Uani 1 1 d . . .
H6 H 0.7127 0.9680 0.3605 0.0416(11) Uiso 1 1 calc R . .
C7 C 0.4365(2) 0.95345(5) 0.21823(14) 0.0178(4) Uani 1 1 d . . .
C8 C 0.3058(2) 0.96453(6) 0.18755(16) 0.0252(5) Uani 1 1 d . . .
H8 H 0.2433 0.9574 0.2151 0.0416(11) Uiso 1 1 calc R . .
C9 C 0.2667(3) 0.98594(6) 0.11679(17) 0.0289(5) Uani 1 1 d . . .
H9 H 0.1775 0.9936 0.0962 0.0416(11) Uiso 1 1 calc R . .
C10 C 0.3572(3) 0.99614(6) 0.07618(16) 0.0277(5) Uani 1 1 d . . .
H10 H 0.3298 1.0104 0.0270 0.0416(11) Uiso 1 1 calc R . .
C11 C 0.4878(2) 0.98550(6) 0.10731(16) 0.0253(5) Uani 1 1 d . . .
H11 H 0.5501 0.9928 0.0799 0.0416(11) Uiso 1 1 calc R . .
C12 C 0.5282(2) 0.96423(6) 0.17818(15) 0.0226(5) Uani 1 1 d . . .
H12 H 0.6179 0.9570 0.1994 0.0416(11) Uiso 1 1 calc R . .
C13 C 0.5951(2) 0.89549(5) 0.29451(15) 0.0193(4) Uani 1 1 d . . .
C14 C 0.5719(2) 0.88146(6) 0.21194(16) 0.0244(5) Uani 1 1 d . . .
H14 H 0.5034 0.8900 0.1635 0.0416(11) Uiso 1 1 calc R . .
C15 C 0.6487(3) 0.85507(6) 0.20069(18) 0.0298(6) Uani 1 1 d . . .
H15 H 0.6334 0.8457 0.1444 0.0416(11) Uiso 1 1 calc R . .
C16 C 0.7474(3) 0.84234(6) 0.27122(19) 0.0322(6) Uani 1 1 d . . .
H16 H 0.7998 0.8242 0.2634 0.0416(11) Uiso 1 1 calc R . .
C17 C 0.7699(3) 0.85589(7) 0.35279(19) 0.0354(6) Uani 1 1 d . . .
H17 H 0.8370 0.8468 0.4013 0.0416(11) Uiso 1 1 calc R . .
C18 C 0.6951(2) 0.88270(6) 0.36485(17) 0.0286(5) Uani 1 1 d . . .
H18 H 0.7124 0.8923 0.4211 0.0416(11) Uiso 1 1 calc R . .
C19 C 0.1821(2) 0.88668(5) 0.40341(14) 0.0178(4) Uani 1 1 d . . .
C20 C 0.1529(2) 0.86333(6) 0.45840(16) 0.0257(5) Uani 1 1 d . . .
H20 H 0.1861 0.8413 0.4609 0.0416(11) Uiso 1 1 calc R . .
C21 C 0.0750(3) 0.87245(7) 0.50944(17) 0.0322(6) Uani 1 1 d . . .
H21 H 0.0565 0.8568 0.5481 0.0416(11) Uiso 1 1 calc R . .
C22 C 0.0239(3) 0.90420(7) 0.50452(18) 0.0330(6) Uani 1 1 d . . .
H22 H -0.0290 0.9102 0.5401 0.0416(11) Uiso 1 1 calc R . .
C23 C 0.0492(3) 0.92720(6) 0.44832(18) 0.0304(6) Uani 1 1 d . . .
H23 H 0.0122 0.9488 0.4442 0.0416(11) Uiso 1 1 calc R . .
C24 C 0.1288(2) 0.91862(6) 0.39798(16) 0.0235(5) Uani 1 1 d . . .
H24 H 0.1472 0.9345 0.3597 0.0416(11) Uiso 1 1 calc R . .
C25 C 0.4012(2) 0.84582(5) 0.38836(15) 0.0202(5) Uani 1 1 d . . .
C26 C 0.4341(3) 0.82053(6) 0.34108(18) 0.0321(6) Uani 1 1 d . . .
H26 H 0.3871 0.8182 0.2807 0.0416(11) Uiso 1 1 calc R . .
C27 C 0.5352(3) 0.79846(7) 0.3812(2) 0.0412(7) Uani 1 1 d . . .
H27 H 0.5576 0.7813 0.3480 0.0416(11) Uiso 1 1 calc R . .
C28 C 0.6031(3) 0.80136(7) 0.46881(19) 0.0369(6) Uani 1 1 d . . .
H28 H 0.6722 0.7862 0.4961 0.0416(11) Uiso 1 1 calc R . .
C29 C 0.5706(3) 0.82632(8) 0.51668(18) 0.0417(7) Uani 1 1 d . . .
H29 H 0.6164 0.8282 0.5774 0.0416(11) Uiso 1 1 calc R . .
C30 C 0.4716(3) 0.84873(7) 0.47672(17) 0.0340(6) Uani 1 1 d . . .
H30 H 0.4513 0.8663 0.5099 0.0416(11) Uiso 1 1 calc R . .
C31 C 0.1802(2) 0.85979(5) 0.23582(14) 0.0194(4) Uani 1 1 d . . .
C32 C 0.0901(2) 0.83470(6) 0.23811(17) 0.0266(5) Uani 1 1 d . . .
H32 H 0.0795 0.8281 0.2921 0.0416(11) Uiso 1 1 calc R . .
C33 C 0.0166(3) 0.81952(7) 0.1613(2) 0.0373(7) Uani 1 1 d . . .
H33 H -0.0444 0.8024 0.1628 0.0416(11) Uiso 1 1 calc R . .
C34 C 0.0313(3) 0.82907(7) 0.08258(19) 0.0411(7) Uani 1 1 d . . .
H34 H -0.0195 0.8185 0.0302 0.0416(11) Uiso 1 1 calc R . .
C35 C 0.1192(3) 0.85390(8) 0.07962(18) 0.0390(7) Uani 1 1 d . . .
H35 H 0.1287 0.8605 0.0253 0.0416(11) Uiso 1 1 calc R . .
C36 C 0.1941(2) 0.86933(6) 0.15642(16) 0.0277(5) Uani 1 1 d . . .
H36 H 0.2548 0.8864 0.1545 0.0416(11) Uiso 1 1 calc R . .
P3 P 0.66073(6) 0.870320(14) 0.84285(4) 0.01735(12) Uani 1 1 d . . .
N2 N 0.59848(19) 0.83970(5) 0.87698(13) 0.0224(4) Uani 1 1 d . . .
P4 P 0.46845(6) 0.827341(14) 0.89485(4) 0.01803(12) Uani 1 1 d . . .
C37 C 0.5417(2) 0.89892(5) 0.77577(15) 0.0196(4) Uani 1 1 d . . .
C38 C 0.5024(2) 0.92690(6) 0.81195(16) 0.0264(5) Uani 1 1 d . . .
H38 H 0.5459 0.9326 0.8712 0.0416(11) Uiso 1 1 calc R . .
C39 C 0.3996(3) 0.94650(6) 0.76125(18) 0.0332(6) Uani 1 1 d . . .
H39 H 0.3723 0.9655 0.7862 0.0416(11) Uiso 1 1 calc R . .
C40 C 0.3366(3) 0.93870(6) 0.67496(18) 0.0314(6) Uani 1 1 d . . .
H40 H 0.2660 0.9522 0.6408 0.0416(11) Uiso 1 1 calc R . .
C41 C 0.3763(2) 0.91126(6) 0.63830(16) 0.0286(5) Uani 1 1 d . . .
H41 H 0.3339 0.9061 0.5786 0.0416(11) Uiso 1 1 calc R . .
C42 C 0.4782(2) 0.89121(6) 0.68849(15) 0.0240(5) Uani 1 1 d . . .
H42 H 0.5047 0.8722 0.6632 0.0416(11) Uiso 1 1 calc R . .
C43 C 0.7566(2) 0.85415(6) 0.77752(15) 0.0209(5) Uani 1 1 d . . .
C44 C 0.7963(3) 0.87429(6) 0.72010(17) 0.0307(6) Uani 1 1 d . . .
H44 H 0.7725 0.8971 0.7142 0.0416(11) Uiso 1 1 calc R . .
C45 C 0.8712(3) 0.86078(8) 0.6714(2) 0.0420(7) Uani 1 1 d . . .
H45 H 0.8980 0.8745 0.6320 0.0416(11) Uiso 1 1 calc R . .
C46 C 0.9069(3) 0.82776(8) 0.67973(19) 0.0398(7) Uani 1 1 d . . .
H46 H 0.9585 0.8188 0.6463 0.0416(11) Uiso 1 1 calc R . .
C47 C 0.8678(3) 0.80769(7) 0.73643(18) 0.0371(6) Uani 1 1 d . . .
H47 H 0.8920 0.7849 0.7419 0.0416(11) Uiso 1 1 calc R . .
C48 C 0.7931(3) 0.82077(6) 0.78561(16) 0.0289(5) Uani 1 1 d . . .
H48 H 0.7667 0.8069 0.8249 0.0416(11) Uiso 1 1 calc R . .
C49 C 0.7669(2) 0.89351(5) 0.93283(14) 0.0195(4) Uani 1 1 d . . .
C50 C 0.8356(2) 0.92155(6) 0.91857(16) 0.0249(5) Uani 1 1 d . . .
H50 H 0.8289 0.9281 0.8608 0.0416(11) Uiso 1 1 calc R . .
C51 C 0.9130(2) 0.93970(6) 0.98885(17) 0.0293(5) Uani 1 1 d . . .
H51 H 0.9609 0.9585 0.9793 0.0416(11) Uiso 1 1 calc R . .
C52 C 0.9209(3) 0.93058(7) 1.07312(17) 0.0320(6) Uani 1 1 d . . .
H52 H 0.9723 0.9435 1.1211 0.0416(11) Uiso 1 1 calc R . .
C53 C 0.8546(3) 0.90284(7) 1.08787(17) 0.0331(6) Uani 1 1 d . . .
H53 H 0.8613 0.8965 1.1458 0.0416(11) Uiso 1 1 calc R . .
C54 C 0.7778(2) 0.88431(6) 1.01755(15) 0.0250(5) Uani 1 1 d . . .
H54 H 0.7325 0.8652 1.0276 0.0416(11) Uiso 1 1 calc R . .
C55 C 0.3606(2) 0.86028(6) 0.90620(15) 0.0211(5) Uani 1 1 d . . .
C56 C 0.4126(2) 0.88479(6) 0.96855(16) 0.0270(5) Uani 1 1 d . . .
H56 H 0.5019 0.8832 1.0053 0.0416(11) Uiso 1 1 calc R . .
C57 C 0.3360(3) 0.91134(7) 0.97765(18) 0.0323(6) Uani 1 1 d . . .
H57 H 0.3728 0.9279 1.0203 0.0416(11) Uiso 1 1 calc R . .
C58 C 0.2061(3) 0.91388(7) 0.92500(19) 0.0400(7) Uani 1 1 d . . .
H58 H 0.1540 0.9325 0.9299 0.0416(11) Uiso 1 1 calc R . .
C59 C 0.1524(3) 0.88934(9) 0.8654(2) 0.0522(9) Uani 1 1 d . . .
H59 H 0.0619 0.8907 0.8307 0.0416(11) Uiso 1 1 calc R . .
C60 C 0.2285(3) 0.86260(8) 0.85514(19) 0.0391(7) Uani 1 1 d . . .
H60 H 0.1903 0.8459 0.8133 0.0416(11) Uiso 1 1 calc R . .
C61 C 0.3700(2) 0.80076(6) 0.81000(15) 0.0239(5) Uani 1 1 d . . .
C62 C 0.3421(4) 0.80942(8) 0.72397(19) 0.0583(10) Uani 1 1 d . . .
H62 H 0.3845 0.8282 0.7088 0.0416(11) Uiso 1 1 calc R . .
C63 C 0.2526(4) 0.79114(9) 0.6586(2) 0.0615(10) Uani 1 1 d . . .
H63 H 0.2335 0.7977 0.5993 0.0416(11) Uiso 1 1 calc R . .
C64 C 0.1925(3) 0.76408(7) 0.67887(19) 0.0397(7) Uani 1 1 d . . .
H64 H 0.1304 0.7518 0.6341 0.0416(11) Uiso 1 1 calc R . .
C65 C 0.2210(3) 0.75471(8) 0.7627(2) 0.0517(9) Uani 1 1 d . . .
H65 H 0.1796 0.7356 0.7769 0.0416(11) Uiso 1 1 calc R . .
C66 C 0.3103(3) 0.77270(8) 0.82875(19) 0.0449(8) Uani 1 1 d . . .
H66 H 0.3304 0.7656 0.8876 0.0416(11) Uiso 1 1 calc R . .
C67 C 0.5145(2) 0.80438(5) 0.99523(14) 0.0197(4) Uani 1 1 d . . .
C68 C 0.6388(2) 0.78937(6) 1.02515(15) 0.0239(5) Uani 1 1 d . . .
H68 H 0.6998 0.7917 0.9931 0.0416(11) Uiso 1 1 calc R . .
C69 C 0.6736(3) 0.77106(6) 1.10195(17) 0.0310(6) Uani 1 1 d . . .
H69 H 0.7587 0.7610 1.1226 0.0416(11) Uiso 1 1 calc R . .
C70 C 0.5853(3) 0.76744(7) 1.14835(17) 0.0367(6) Uani 1 1 d . . .
H70 H 0.6097 0.7550 1.2010 0.0416(11) Uiso 1 1 calc R . .
C71 C 0.4604(3) 0.78201(7) 1.11830(18) 0.0365(6) Uani 1 1 d . . .
H71 H 0.3993 0.7792 1.1500 0.0416(11) Uiso 1 1 calc R . .
C72 C 0.4246(3) 0.80064(7) 1.04228(17) 0.0294(5) Uani 1 1 d . . .
H72 H 0.3396 0.8108 1.0222 0.0416(11) Uiso 1 1 calc R . .
Si5 Si 0.94212(7) 0.763886(17) 0.43098(5) 0.02745(16) Uani 1 1 d . . .
C73 C 1.0868(3) 0.73751(7) 0.4471(2) 0.0394(7) Uani 1 1 d . . .
H73A H 1.1632 0.7511 0.4469 0.102(6) Uiso 1 1 calc R . .
H73B H 1.0690 0.7211 0.4000 0.102(6) Uiso 1 1 calc R . .
H73C H 1.1063 0.7260 0.5033 0.102(6) Uiso 1 1 calc R . .
F1 F 0.90225(18) 0.74534(5) 0.51197(13) 0.0564(5) Uani 1 1 d . . .
F2 F 0.9725(3) 0.78433(7) 0.35094(19) 0.1074(11) Uani 1 1 d . . .
F3 F 0.79581(19) 0.75424(5) 0.36653(14) 0.0677(6) Uani 1 1 d . . .
F4 F 0.9564(2) 0.79774(5) 0.48635(15) 0.0666(6) Uani 1 1 d . . .
Si2 Si 0.05601(7) 0.507265(17) 0.26306(5) 0.02674(15) Uani 1 1 d . . .
C74 C 0.0074(3) 0.54708(8) 0.2073(3) 0.0578(10) Uani 1 1 d . . .
H74A H 0.0813 0.5628 0.2271 0.102(6) Uiso 1 1 calc R . .
H74B H -0.0701 0.5559 0.2209 0.102(6) Uiso 1 1 calc R . .
H74C H -0.0148 0.5439 0.1442 0.102(6) Uiso 1 1 calc R . .
F5 F 0.0015(2) 0.51828(6) 0.34496(13) 0.0675(6) Uani 1 1 d . . .
F6 F 0.1188(3) 0.49384(6) 0.18743(18) 0.0879(8) Uani 1 1 d . . .
F7 F -0.04843(16) 0.47695(4) 0.24233(11) 0.0386(4) Uani 1 1 d . . .
F8 F 0.19895(18) 0.50117(5) 0.33457(16) 0.0723(7) 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 0.0148(3) 0.0153(3) 0.0186(3) 0.0008(2) 0.0053(2) -0.0011(2)
N1 0.0167(9) 0.0181(9) 0.0254(10) 0.0016(8) 0.0075(8) -0.0016(8)
P2 0.0156(3) 0.0138(3) 0.0164(3) 0.0009(2) 0.0046(2) -0.0007(2)
C1 0.0212(11) 0.0165(10) 0.0217(11) -0.0006(9) 0.0032(9) 0.0010(9)
C2 0.0302(13) 0.0322(13) 0.0279(13) -0.0057(11) 0.0108(11) -0.0070(11)
C3 0.0442(17) 0.0445(17) 0.0275(14) -0.0104(13) 0.0104(12) -0.0049(14)
C4 0.0399(16) 0.0339(15) 0.0316(14) -0.0123(12) -0.0059(12) -0.0015(13)
C5 0.0281(14) 0.0302(14) 0.0425(16) -0.0049(12) 0.0001(12) -0.0100(12)
C6 0.0240(12) 0.0280(13) 0.0323(13) -0.0004(11) 0.0058(10) -0.0062(11)
C7 0.0187(11) 0.0147(10) 0.0203(11) 0.0011(9) 0.0064(9) 0.0006(9)
C8 0.0211(12) 0.0256(12) 0.0316(13) 0.0058(10) 0.0120(10) 0.0027(10)
C9 0.0251(12) 0.0257(12) 0.0354(14) 0.0075(11) 0.0087(11) 0.0071(10)
C10 0.0355(14) 0.0211(12) 0.0259(12) 0.0057(10) 0.0089(10) 0.0021(11)
C11 0.0278(12) 0.0249(12) 0.0260(12) 0.0023(10) 0.0123(10) -0.0046(10)
C12 0.0206(11) 0.0233(11) 0.0246(12) 0.0002(10) 0.0081(9) -0.0024(10)
C13 0.0153(10) 0.0184(10) 0.0248(11) 0.0023(9) 0.0071(9) -0.0003(9)
C14 0.0264(12) 0.0241(12) 0.0238(12) 0.0005(10) 0.0097(10) 0.0029(10)
C15 0.0348(14) 0.0256(12) 0.0331(14) -0.0021(11) 0.0164(11) 0.0026(11)
C16 0.0253(13) 0.0238(12) 0.0500(17) -0.0024(12) 0.0153(12) 0.0042(11)
C17 0.0240(13) 0.0316(14) 0.0424(16) 0.0008(12) -0.0016(11) 0.0087(11)
C18 0.0248(12) 0.0276(13) 0.0285(13) -0.0024(11) 0.0012(10) 0.0026(11)
C19 0.0163(10) 0.0191(10) 0.0181(10) 0.0004(9) 0.0056(8) -0.0011(9)
C20 0.0312(13) 0.0219(12) 0.0271(12) -0.0001(10) 0.0136(10) -0.0044(10)
C21 0.0399(15) 0.0324(14) 0.0318(14) 0.0002(11) 0.0220(12) -0.0090(12)
C22 0.0304(14) 0.0380(15) 0.0384(15) -0.0135(12) 0.0222(12) -0.0091(12)
C23 0.0283(13) 0.0248(12) 0.0417(15) -0.0048(11) 0.0160(11) 0.0012(11)
C24 0.0242(12) 0.0199(11) 0.0278(12) 0.0022(10) 0.0100(10) 0.0008(10)
C25 0.0191(11) 0.0180(11) 0.0229(11) 0.0020(9) 0.0059(9) 0.0003(9)
C26 0.0317(14) 0.0290(13) 0.0311(14) -0.0042(11) 0.0034(11) 0.0080(11)
C27 0.0418(16) 0.0291(14) 0.0475(17) -0.0050(13) 0.0066(13) 0.0150(13)
C28 0.0313(14) 0.0298(14) 0.0467(17) 0.0130(13) 0.0083(12) 0.0124(12)
C29 0.0419(16) 0.0497(18) 0.0265(14) 0.0063(13) 0.0005(12) 0.0170(14)
C30 0.0357(15) 0.0384(15) 0.0236(13) -0.0017(11) 0.0030(11) 0.0127(12)
C31 0.0174(10) 0.0189(11) 0.0203(11) -0.0036(9) 0.0034(9) 0.0025(9)
C32 0.0242(12) 0.0196(11) 0.0327(13) -0.0013(10) 0.0040(10) -0.0018(10)
C33 0.0287(14) 0.0221(13) 0.0513(18) -0.0099(12) -0.0014(12) -0.0043(11)
C34 0.0376(16) 0.0396(16) 0.0347(15) -0.0197(13) -0.0052(12) 0.0055(13)
C35 0.0405(16) 0.0505(18) 0.0225(13) -0.0083(13) 0.0047(11) 0.0021(14)
C36 0.0264(12) 0.0327(13) 0.0233(12) -0.0007(11) 0.0069(10) 0.0013(11)
P3 0.0180(3) 0.0172(3) 0.0173(3) 0.0002(2) 0.0061(2) 0.0021(2)
N2 0.0202(10) 0.0217(10) 0.0271(10) 0.0036(8) 0.0097(8) 0.0027(8)
P4 0.0173(3) 0.0179(3) 0.0183(3) -0.0024(2) 0.0046(2) -0.0004(2)
C37 0.0186(11) 0.0181(11) 0.0213(11) 0.0018(9) 0.0049(9) 0.0016(9)
C38 0.0264(12) 0.0243(12) 0.0249(12) -0.0055(10) 0.0029(10) 0.0024(10)
C39 0.0307(14) 0.0228(12) 0.0414(15) -0.0047(11) 0.0045(11) 0.0078(11)
C40 0.0255(13) 0.0262(13) 0.0365(14) 0.0056(11) 0.0008(11) 0.0059(11)
C41 0.0289(13) 0.0308(13) 0.0216(12) 0.0030(10) 0.0012(10) 0.0012(11)
C42 0.0293(13) 0.0218(11) 0.0204(11) -0.0004(9) 0.0069(10) 0.0015(10)
C43 0.0182(11) 0.0241(11) 0.0206(11) -0.0023(9) 0.0064(9) 0.0016(9)
C44 0.0360(14) 0.0263(13) 0.0363(14) -0.0042(11) 0.0207(12) -0.0059(11)
C45 0.0453(17) 0.0495(18) 0.0433(17) 0.0002(14) 0.0313(14) -0.0040(14)
C46 0.0348(15) 0.0530(18) 0.0391(15) -0.0084(14) 0.0223(13) 0.0069(14)
C47 0.0399(16) 0.0350(15) 0.0384(15) -0.0031(12) 0.0152(13) 0.0147(13)
C48 0.0335(14) 0.0277(13) 0.0270(13) 0.0020(11) 0.0116(11) 0.0093(11)
C49 0.0185(11) 0.0194(11) 0.0200(11) -0.0015(9) 0.0052(9) 0.0024(9)
C50 0.0248(12) 0.0230(12) 0.0264(12) 0.0010(10) 0.0070(10) 0.0002(10)
C51 0.0264(13) 0.0211(12) 0.0379(14) -0.0048(11) 0.0063(11) -0.0001(10)
C52 0.0266(13) 0.0325(14) 0.0307(13) -0.0110(11) 0.0001(10) 0.0044(11)
C53 0.0289(13) 0.0469(16) 0.0203(12) -0.0012(12) 0.0030(10) 0.0008(12)
C54 0.0219(12) 0.0293(12) 0.0222(12) 0.0009(10) 0.0045(9) -0.0010(10)
C55 0.0193(11) 0.0229(11) 0.0208(11) -0.0007(9) 0.0058(9) 0.0014(9)
C56 0.0219(12) 0.0282(13) 0.0290(13) -0.0063(11) 0.0053(10) 0.0013(10)
C57 0.0350(14) 0.0282(13) 0.0358(14) -0.0077(11) 0.0139(12) 0.0046(11)
C58 0.0376(16) 0.0426(16) 0.0403(16) -0.0009(13) 0.0128(13) 0.0206(13)
C59 0.0280(15) 0.066(2) 0.0506(19) -0.0120(17) -0.0051(13) 0.0212(15)
C60 0.0256(13) 0.0463(17) 0.0360(15) -0.0136(13) -0.0038(11) 0.0076(12)
C61 0.0245(12) 0.0231(12) 0.0218(11) -0.0053(10) 0.0038(9) 0.0020(10)
C62 0.093(3) 0.0485(19) 0.0270(15) -0.0020(14) 0.0096(16) -0.0355(19)
C63 0.096(3) 0.053(2) 0.0216(14) -0.0048(14) -0.0014(16) -0.024(2)
C64 0.0415(16) 0.0304(14) 0.0381(16) -0.0140(12) -0.0008(12) -0.0006(13)
C65 0.060(2) 0.0490(19) 0.0398(17) -0.0098(15) 0.0066(15) -0.0323(17)
C66 0.0550(19) 0.0481(18) 0.0261(14) -0.0034(13) 0.0049(13) -0.0273(15)
C67 0.0210(11) 0.0188(11) 0.0181(11) -0.0022(9) 0.0046(9) -0.0039(9)
C68 0.0247(12) 0.0222(11) 0.0249(12) -0.0011(10) 0.0081(10) -0.0002(10)
C69 0.0366(14) 0.0250(13) 0.0277(13) 0.0019(11) 0.0047(11) 0.0030(11)
C70 0.0547(18) 0.0300(14) 0.0238(13) 0.0049(11) 0.0097(12) -0.0063(13)
C71 0.0451(16) 0.0394(15) 0.0316(14) 0.0016(12) 0.0216(13) -0.0100(13)
C72 0.0260(13) 0.0348(14) 0.0287(13) -0.0038(11) 0.0105(10) -0.0060(11)
Si5 0.0260(3) 0.0210(3) 0.0350(4) 0.0061(3) 0.0089(3) 0.0031(3)
C73 0.0322(14) 0.0455(17) 0.0444(17) 0.0161(14) 0.0173(13) 0.0166(13)
F1 0.0454(10) 0.0644(12) 0.0701(13) 0.0295(10) 0.0337(10) 0.0139(9)
F2 0.122(2) 0.114(2) 0.122(2) 0.0909(18) 0.0911(19) 0.0658(18)
F3 0.0432(11) 0.0616(13) 0.0751(14) -0.0318(11) -0.0149(10) 0.0165(10)
F4 0.0587(13) 0.0359(10) 0.0896(16) -0.0190(10) 0.0005(11) 0.0030(9)
Si2 0.0230(3) 0.0247(3) 0.0357(4) -0.0015(3) 0.0139(3) -0.0018(3)
C74 0.0462(19) 0.0322(16) 0.080(3) 0.0090(17) -0.0017(18) -0.0058(15)
F5 0.0716(14) 0.0862(15) 0.0604(12) -0.0398(12) 0.0431(11) -0.0368(12)
F6 0.122(2) 0.0691(14) 0.116(2) -0.0331(14) 0.0998(18) -0.0190(14)
F7 0.0410(9) 0.0314(8) 0.0421(9) -0.0048(7) 0.0114(7) -0.0135(7)
F8 0.0295(10) 0.0659(13) 0.1065(18) 0.0341(13) -0.0006(10) -0.0065(9)
_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 N1 1.5785(19) . ?
P1 C13 1.796(2) . ?
P1 C1 1.796(2) . ?
P1 C7 1.800(2) . ?
N1 P2 1.5759(19) . ?
P2 C31 1.794(2) . ?
P2 C25 1.796(2) . ?
P2 C19 1.797(2) . ?
C1 C2 1.390(3) . ?
C1 C6 1.398(3) . ?
C2 C3 1.393(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.391(3) . ?
C7 C12 1.395(3) . ?
C8 C9 1.387(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.385(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.388(3) . ?
C13 C14 1.396(3) . ?
C14 C15 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.382(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.375(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.389(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.392(3) . ?
C19 C24 1.397(3) . ?
C20 C21 1.386(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.382(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.380(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.385(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.381(3) . ?
C25 C30 1.392(3) . ?
C26 C27 1.388(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.376(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.376(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(4) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C36 1.388(3) . ?
C31 C32 1.399(3) . ?
C32 C33 1.383(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.382(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.379(4) . ?
C34 H34 0.9500 . ?
C35 C36 1.392(4) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
P3 N2 1.577(2) . ?
P3 C49 1.796(2) . ?
P3 C43 1.799(2) . ?
P3 C37 1.800(2) . ?
N2 P4 1.5747(19) . ?
P4 C61 1.794(2) . ?
P4 C67 1.795(2) . ?
P4 C55 1.798(2) . ?
C37 C38 1.392(3) . ?
C37 C42 1.393(3) . ?
C38 C39 1.387(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.379(4) . ?
C39 H39 0.9500 . ?
C40 C41 1.380(4) . ?
C40 H40 0.9500 . ?
C41 C42 1.389(3) . ?
C41 H41 0.9500 . ?
C42 H42 0.9500 . ?
C43 C44 1.392(3) . ?
C43 C48 1.395(3) . ?
C44 C45 1.389(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.379(4) . ?
C45 H45 0.9500 . ?
C46 C47 1.378(4) . ?
C46 H46 0.9500 . ?
C47 C48 1.388(3) . ?
C47 H47 0.9500 . ?
C48 H48 0.9500 . ?
C49 C54 1.385(3) . ?
C49 C50 1.401(3) . ?
C50 C51 1.383(3) . ?
C50 H50 0.9500 . ?
C51 C52 1.385(4) . ?
C51 H51 0.9500 . ?
C52 C53 1.380(4) . ?
C52 H52 0.9500 . ?
C53 C54 1.389(3) . ?
C53 H53 0.9500 . ?
C54 H54 0.9500 . ?
C55 C60 1.388(3) . ?
C55 C56 1.394(3) . ?
C56 C57 1.379(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.377(4) . ?
C57 H57 0.9500 . ?
C58 C59 1.373(4) . ?
C58 H58 0.9500 . ?
C59 C60 1.387(4) . ?
C59 H59 0.9500 . ?
C60 H60 0.9500 . ?
C61 C62 1.371(4) . ?
C61 C66 1.375(4) . ?
C62 C63 1.389(4) . ?
C62 H62 0.9500 . ?
C63 C64 1.354(4) . ?
C63 H63 0.9500 . ?
C64 C65 1.344(4) . ?
C64 H64 0.9500 . ?
C65 C66 1.388(4) . ?
C65 H65 0.9500 . ?
C66 H66 0.9500 . ?
C67 C68 1.393(3) . ?
C67 C72 1.399(3) . ?
C68 C69 1.389(3) . ?
C68 H68 0.9500 . ?
C69 C70 1.377(4) . ?
C69 H69 0.9500 . ?
C70 C71 1.389(4) . ?
C70 H70 0.9500 . ?
C71 C72 1.386(4) . ?
C71 H71 0.9500 . ?
C72 H72 0.9500 . ?
Si5 F4 1.612(2) . ?
Si5 F3 1.622(2) . ?
Si5 F2 1.646(2) . ?
Si5 F1 1.6700(19) . ?
Si5 C73 1.817(3) . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
Si2 F8 1.611(2) . ?
Si2 F7 1.6122(16) . ?
Si2 F6 1.653(2) . ?
Si2 F5 1.6591(19) . ?
Si2 C74 1.833(3) . ?
C74 H74A 0.9800 . ?
C74 H74B 0.9800 . ?
C74 H74C 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
N1 P1 C13 114.22(10) . . ?
N1 P1 C1 110.37(11) . . ?
C13 P1 C1 107.27(11) . . ?
N1 P1 C7 107.36(10) . . ?
C13 P1 C7 108.38(10) . . ?
C1 P1 C7 109.15(10) . . ?
P2 N1 P1 142.14(13) . . ?
N1 P2 C31 111.88(11) . . ?
N1 P2 C25 114.45(10) . . ?
C31 P2 C25 106.36(11) . . ?
N1 P2 C19 107.22(10) . . ?
C31 P2 C19 108.10(10) . . ?
C25 P2 C19 108.65(10) . . ?
C2 C1 C6 119.6(2) . . ?
C2 C1 P1 120.02(18) . . ?
C6 C1 P1 120.40(18) . . ?
C1 C2 C3 120.2(2) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 119.6(2) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C8 C7 C12 119.8(2) . . ?
C8 C7 P1 118.03(17) . . ?
C12 C7 P1 122.18(17) . . ?
C9 C8 C7 120.1(2) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 120.0(2) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C7 119.6(2) . . ?
C11 C12 H12 120.2 . . ?
C7 C12 H12 120.2 . . ?
C18 C13 C14 119.4(2) . . ?
C18 C13 P1 120.64(18) . . ?
C14 C13 P1 119.41(17) . . ?
C15 C14 C13 120.0(2) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 120.1(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.5(2) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 119.9(2) . . ?
C13 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C20 C19 C24 119.8(2) . . ?
C20 C19 P2 122.81(18) . . ?
C24 C19 P2 117.40(16) . . ?
C21 C20 C19 119.4(2) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C22 C21 C20 120.5(2) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C22 C23 C24 119.8(2) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C19 120.1(2) . . ?
C23 C24 H24 120.0 . . ?
C19 C24 H24 120.0 . . ?
C26 C25 C30 118.7(2) . . ?
C26 C25 P2 121.35(19) . . ?
C30 C25 P2 119.52(18) . . ?
C25 C26 C27 120.5(3) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C28 C27 C26 120.3(3) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 119.7(3) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C30 120.2(3) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C29 C30 C25 120.6(2) . . ?
C29 C30 H30 119.7 . . ?
C25 C30 H30 119.7 . . ?
C36 C31 C32 119.6(2) . . ?
C36 C31 P2 120.56(18) . . ?
C32 C31 P2 119.70(18) . . ?
C33 C32 C31 119.7(2) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C34 C33 C32 120.4(3) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C35 C34 C33 120.4(2) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 119.8(3) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C31 C36 C35 120.2(2) . . ?
C31 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
N2 P3 C49 110.49(11) . . ?
N2 P3 C43 107.19(11) . . ?
C49 P3 C43 109.59(11) . . ?
N2 P3 C37 114.81(11) . . ?
C49 P3 C37 107.30(11) . . ?
C43 P3 C37 107.35(11) . . ?
P4 N2 P3 142.84(13) . . ?
N2 P4 C61 112.53(11) . . ?
N2 P4 C67 108.74(11) . . ?
C61 P4 C67 108.04(11) . . ?
N2 P4 C55 113.93(11) . . ?
C61 P4 C55 106.37(11) . . ?
C67 P4 C55 106.94(11) . . ?
C38 C37 C42 119.4(2) . . ?
C38 C37 P3 120.82(18) . . ?
C42 C37 P3 119.43(17) . . ?
C39 C38 C37 119.8(2) . . ?
C39 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C40 C39 C38 120.6(2) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C41 119.9(2) . . ?
C39 C40 H40 120.0 . . ?
C41 C40 H40 120.0 . . ?
C40 C41 C42 120.1(2) . . ?
C40 C41 H41 119.9 . . ?
C42 C41 H41 119.9 . . ?
C41 C42 C37 120.1(2) . . ?
C41 C42 H42 120.0 . . ?
C37 C42 H42 120.0 . . ?
C44 C43 C48 119.5(2) . . ?
C44 C43 P3 121.48(18) . . ?
C48 C43 P3 119.03(18) . . ?
C45 C44 C43 119.5(2) . . ?
C45 C44 H44 120.3 . . ?
C43 C44 H44 120.3 . . ?
C46 C45 C44 120.8(3) . . ?
C46 C45 H45 119.6 . . ?
C44 C45 H45 119.6 . . ?
C47 C46 C45 120.0(2) . . ?
C47 C46 H46 120.0 . . ?
C45 C46 H46 120.0 . . ?
C46 C47 C48 120.0(3) . . ?
C46 C47 H47 120.0 . . ?
C48 C47 H47 120.0 . . ?
C47 C48 C43 120.2(2) . . ?
C47 C48 H48 119.9 . . ?
C43 C48 H48 119.9 . . ?
C54 C49 C50 119.3(2) . . ?
C54 C49 P3 119.72(18) . . ?
C50 C49 P3 120.90(18) . . ?
C51 C50 C49 119.8(2) . . ?
C51 C50 H50 120.1 . . ?
C49 C50 H50 120.1 . . ?
C50 C51 C52 120.2(2) . . ?
C50 C51 H51 119.9 . . ?
C52 C51 H51 119.9 . . ?
C53 C52 C51 120.4(2) . . ?
C53 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
C52 C53 C54 119.6(2) . . ?
C52 C53 H53 120.2 . . ?
C54 C53 H53 120.2 . . ?
C49 C54 C53 120.6(2) . . ?
C49 C54 H54 119.7 . . ?
C53 C54 H54 119.7 . . ?
C60 C55 C56 118.6(2) . . ?
C60 C55 P4 123.01(19) . . ?
C56 C55 P4 118.42(18) . . ?
C57 C56 C55 120.9(2) . . ?
C57 C56 H56 119.5 . . ?
C55 C56 H56 119.6 . . ?
C58 C57 C56 120.0(3) . . ?
C58 C57 H57 120.0 . . ?
C56 C57 H57 120.0 . . ?
C59 C58 C57 119.6(3) . . ?
C59 C58 H58 120.2 . . ?
C57 C58 H58 120.2 . . ?
C58 C59 C60 120.9(3) . . ?
C58 C59 H59 119.5 . . ?
C60 C59 H59 119.5 . . ?
C59 C60 C55 119.9(3) . . ?
C59 C60 H60 120.1 . . ?
C55 C60 H60 120.1 . . ?
C62 C61 C66 117.6(2) . . ?
C62 C61 P4 120.7(2) . . ?
C66 C61 P4 121.4(2) . . ?
C61 C62 C63 121.0(3) . . ?
C61 C62 H62 119.5 . . ?
C63 C62 H62 119.5 . . ?
C64 C63 C62 120.3(3) . . ?
C64 C63 H63 119.9 . . ?
C62 C63 H63 119.9 . . ?
C65 C64 C63 119.7(3) . . ?
C65 C64 H64 120.2 . . ?
C63 C64 H64 120.2 . . ?
C64 C65 C66 120.7(3) . . ?
C64 C65 H65 119.7 . . ?
C66 C65 H65 119.7 . . ?
C61 C66 C65 120.8(3) . . ?
C61 C66 H66 119.6 . . ?
C65 C66 H66 119.6 . . ?
C68 C67 C72 119.8(2) . . ?
C68 C67 P4 119.85(17) . . ?
C72 C67 P4 120.35(18) . . ?
C69 C68 C67 119.9(2) . . ?
C69 C68 H68 120.1 . . ?
C67 C68 H68 120.1 . . ?
C70 C69 C68 120.3(3) . . ?
C70 C69 H69 119.8 . . ?
C68 C69 H69 119.8 . . ?
C69 C70 C71 120.1(2) . . ?
C69 C70 H70 120.0 . . ?
C71 C70 H70 120.0 . . ?
C72 C71 C70 120.4(2) . . ?
C72 C71 H71 119.8 . . ?
C70 C71 H71 119.8 . . ?
C71 C72 C67 119.5(2) . . ?
C71 C72 H72 120.2 . . ?
C67 C72 H72 120.2 . . ?
F4 Si5 F3 117.62(11) . . ?
F4 Si5 F2 90.19(15) . . ?
F3 Si5 F2 89.98(16) . . ?
F4 Si5 F1 87.05(12) . . ?
F3 Si5 F1 88.23(12) . . ?
F2 Si5 F1 175.56(11) . . ?
F4 Si5 C73 119.12(13) . . ?
F3 Si5 C73 123.18(13) . . ?
F2 Si5 C73 92.40(13) . . ?
F1 Si5 C73 91.98(11) . . ?
Si5 C73 H73A 109.5 . . ?
Si5 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
Si5 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
F8 Si2 F7 117.68(10) . . ?
F8 Si2 F6 88.43(15) . . ?
F7 Si2 F6 90.45(11) . . ?
F8 Si2 F5 87.38(13) . . ?
F7 Si2 F5 88.88(9) . . ?
F6 Si2 F5 174.88(15) . . ?
F8 Si2 C74 122.81(13) . . ?
F7 Si2 C74 119.49(13) . . ?
F6 Si2 C74 92.34(16) . . ?
F5 Si2 C74 92.40(16) . . ?
Si2 C74 H74A 109.5 . . ?
Si2 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
Si2 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 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
C13 P1 N1 P2 14.3(3) . . . . ?
C1 P1 N1 P2 -106.7(2) . . . . ?
C7 P1 N1 P2 134.5(2) . . . . ?
P1 N1 P2 C31 -98.7(2) . . . . ?
P1 N1 P2 C25 22.3(3) . . . . ?
P1 N1 P2 C19 142.9(2) . . . . ?
N1 P1 C1 C2 7.5(2) . . . . ?
C13 P1 C1 C2 -117.5(2) . . . . ?
C7 P1 C1 C2 125.3(2) . . . . ?
N1 P1 C1 C6 -173.48(19) . . . . ?
C13 P1 C1 C6 61.5(2) . . . . ?
C7 P1 C1 C6 -55.7(2) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
P1 C1 C2 C3 178.6(2) . . . . ?
C1 C2 C3 C4 0.3(4) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C4 C5 C6 C1 0.1(4) . . . . ?
C2 C1 C6 C5 0.2(4) . . . . ?
P1 C1 C6 C5 -178.8(2) . . . . ?
N1 P1 C7 C8 17.8(2) . . . . ?
C13 P1 C7 C8 141.67(19) . . . . ?
C1 P1 C7 C8 -101.8(2) . . . . ?
N1 P1 C7 C12 -163.43(19) . . . . ?
C13 P1 C7 C12 -39.6(2) . . . . ?
C1 P1 C7 C12 76.9(2) . . . . ?
C12 C7 C8 C9 0.7(4) . . . . ?
P1 C7 C8 C9 179.45(19) . . . . ?
C7 C8 C9 C10 0.5(4) . . . . ?
C8 C9 C10 C11 -1.3(4) . . . . ?
C9 C10 C11 C12 1.0(4) . . . . ?
C10 C11 C12 C7 0.1(4) . . . . ?
C8 C7 C12 C11 -1.0(3) . . . . ?
P1 C7 C12 C11 -179.67(18) . . . . ?
N1 P1 C13 C18 -93.5(2) . . . . ?
C1 P1 C13 C18 29.1(2) . . . . ?
C7 P1 C13 C18 146.87(19) . . . . ?
N1 P1 C13 C14 78.2(2) . . . . ?
C1 P1 C13 C14 -159.14(18) . . . . ?
C7 P1 C13 C14 -41.4(2) . . . . ?
C18 C13 C14 C15 -0.2(3) . . . . ?
P1 C13 C14 C15 -172.04(19) . . . . ?
C13 C14 C15 C16 0.7(4) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
C15 C16 C17 C18 -0.9(4) . . . . ?
C14 C13 C18 C17 -0.8(4) . . . . ?
P1 C13 C18 C17 170.9(2) . . . . ?
C16 C17 C18 C13 1.4(4) . . . . ?
N1 P2 C19 C20 -153.5(2) . . . . ?
C31 P2 C19 C20 85.7(2) . . . . ?
C25 P2 C19 C20 -29.3(2) . . . . ?
N1 P2 C19 C24 27.8(2) . . . . ?
C31 P2 C19 C24 -93.0(2) . . . . ?
C25 P2 C19 C24 151.99(18) . . . . ?
C24 C19 C20 C21 -2.2(4) . . . . ?
P2 C19 C20 C21 179.06(19) . . . . ?
C19 C20 C21 C22 1.5(4) . . . . ?
C20 C21 C22 C23 0.4(4) . . . . ?
C21 C22 C23 C24 -1.5(4) . . . . ?
C22 C23 C24 C19 0.7(4) . . . . ?
C20 C19 C24 C23 1.2(4) . . . . ?
P2 C19 C24 C23 179.93(19) . . . . ?
N1 P2 C25 C26 -99.8(2) . . . . ?
C31 P2 C25 C26 24.3(2) . . . . ?
C19 P2 C25 C26 140.4(2) . . . . ?
N1 P2 C25 C30 72.9(2) . . . . ?
C31 P2 C25 C30 -163.0(2) . . . . ?
C19 P2 C25 C30 -46.9(2) . . . . ?
C30 C25 C26 C27 0.1(4) . . . . ?
P2 C25 C26 C27 172.9(2) . . . . ?
C25 C26 C27 C28 0.6(4) . . . . ?
C26 C27 C28 C29 -0.1(5) . . . . ?
C27 C28 C29 C30 -1.0(5) . . . . ?
C28 C29 C30 C25 1.7(5) . . . . ?
C26 C25 C30 C29 -1.3(4) . . . . ?
P2 C25 C30 C29 -174.1(2) . . . . ?
N1 P2 C31 C36 19.4(2) . . . . ?
C25 P2 C31 C36 -106.2(2) . . . . ?
C19 P2 C31 C36 137.23(19) . . . . ?
N1 P2 C31 C32 -164.58(18) . . . . ?
C25 P2 C31 C32 69.8(2) . . . . ?
C19 P2 C31 C32 -46.7(2) . . . . ?
C36 C31 C32 C33 0.5(4) . . . . ?
P2 C31 C32 C33 -175.60(19) . . . . ?
C31 C32 C33 C34 -0.2(4) . . . . ?
C32 C33 C34 C35 -0.2(4) . . . . ?
C33 C34 C35 C36 0.3(4) . . . . ?
C32 C31 C36 C35 -0.3(4) . . . . ?
P2 C31 C36 C35 175.7(2) . . . . ?
C34 C35 C36 C31 0.0(4) . . . . ?
C49 P3 N2 P4 100.3(2) . . . . ?
C43 P3 N2 P4 -140.3(2) . . . . ?
C37 P3 N2 P4 -21.2(3) . . . . ?
P3 N2 P4 C61 100.6(2) . . . . ?
P3 N2 P4 C67 -139.7(2) . . . . ?
P3 N2 P4 C55 -20.6(3) . . . . ?
N2 P3 C37 C38 94.4(2) . . . . ?
C49 P3 C37 C38 -28.8(2) . . . . ?
C43 P3 C37 C38 -146.53(19) . . . . ?
N2 P3 C37 C42 -79.0(2) . . . . ?
C49 P3 C37 C42 157.76(18) . . . . ?
C43 P3 C37 C42 40.0(2) . . . . ?
C42 C37 C38 C39 0.9(4) . . . . ?
P3 C37 C38 C39 -172.5(2) . . . . ?
C37 C38 C39 C40 -0.6(4) . . . . ?
C38 C39 C40 C41 -0.3(4) . . . . ?
C39 C40 C41 C42 0.9(4) . . . . ?
C40 C41 C42 C37 -0.7(4) . . . . ?
C38 C37 C42 C41 -0.3(4) . . . . ?
P3 C37 C42 C41 173.26(19) . . . . ?
N2 P3 C43 C44 163.3(2) . . . . ?
C49 P3 C43 C44 -76.7(2) . . . . ?
C37 P3 C43 C44 39.5(2) . . . . ?
N2 P3 C43 C48 -17.5(2) . . . . ?
C49 P3 C43 C48 102.5(2) . . . . ?
C37 P3 C43 C48 -141.3(2) . . . . ?
C48 C43 C44 C45 0.3(4) . . . . ?
P3 C43 C44 C45 179.5(2) . . . . ?
C43 C44 C45 C46 -0.3(4) . . . . ?
C44 C45 C46 C47 0.3(5) . . . . ?
C45 C46 C47 C48 -0.4(5) . . . . ?
C46 C47 C48 C43 0.4(4) . . . . ?
C44 C43 C48 C47 -0.4(4) . . . . ?
P3 C43 C48 C47 -179.6(2) . . . . ?
N2 P3 C49 C54 -3.5(2) . . . . ?
C43 P3 C49 C54 -121.39(19) . . . . ?
C37 P3 C49 C54 122.35(19) . . . . ?
N2 P3 C49 C50 178.76(18) . . . . ?
C43 P3 C49 C50 60.9(2) . . . . ?
C37 P3 C49 C50 -55.4(2) . . . . ?
C54 C49 C50 C51 -0.1(3) . . . . ?
P3 C49 C50 C51 177.68(18) . . . . ?
C49 C50 C51 C52 -1.2(4) . . . . ?
C50 C51 C52 C53 1.7(4) . . . . ?
C51 C52 C53 C54 -1.0(4) . . . . ?
C50 C49 C54 C53 0.8(4) . . . . ?
P3 C49 C54 C53 -176.97(19) . . . . ?
C52 C53 C54 C49 -0.3(4) . . . . ?
N2 P4 C55 C60 123.9(2) . . . . ?
C61 P4 C55 C60 -0.6(3) . . . . ?
C67 P4 C55 C60 -115.9(2) . . . . ?
N2 P4 C55 C56 -55.4(2) . . . . ?
C61 P4 C55 C56 -179.98(19) . . . . ?
C67 P4 C55 C56 64.8(2) . . . . ?
C60 C55 C56 C57 -2.0(4) . . . . ?
P4 C55 C56 C57 177.3(2) . . . . ?
C55 C56 C57 C58 0.2(4) . . . . ?
C56 C57 C58 C59 2.0(5) . . . . ?
C57 C58 C59 C60 -2.4(5) . . . . ?
C58 C59 C60 C55 0.6(5) . . . . ?
C56 C55 C60 C59 1.6(4) . . . . ?
P4 C55 C60 C59 -177.7(3) . . . . ?
N2 P4 C61 C62 -47.5(3) . . . . ?
C67 P4 C61 C62 -167.5(3) . . . . ?
C55 P4 C61 C62 77.9(3) . . . . ?
N2 P4 C61 C66 138.5(2) . . . . ?
C67 P4 C61 C66 18.4(3) . . . . ?
C55 P4 C61 C66 -96.1(2) . . . . ?
C66 C61 C62 C63 2.4(5) . . . . ?
P4 C61 C62 C63 -171.8(3) . . . . ?
C61 C62 C63 C64 -0.8(6) . . . . ?
C62 C63 C64 C65 -0.8(6) . . . . ?
C63 C64 C65 C66 0.8(5) . . . . ?
C62 C61 C66 C65 -2.5(5) . . . . ?
P4 C61 C66 C65 171.7(3) . . . . ?
C64 C65 C66 C61 0.9(5) . . . . ?
N2 P4 C67 C68 -24.5(2) . . . . ?
C61 P4 C67 C68 97.9(2) . . . . ?
C55 P4 C67 C68 -147.98(19) . . . . ?
N2 P4 C67 C72 157.36(19) . . . . ?
C61 P4 C67 C72 -80.2(2) . . . . ?
C55 P4 C67 C72 33.9(2) . . . . ?
C72 C67 C68 C69 -0.7(3) . . . . ?
P4 C67 C68 C69 -178.77(18) . . . . ?
C67 C68 C69 C70 0.5(4) . . . . ?
C68 C69 C70 C71 0.3(4) . . . . ?
C69 C70 C71 C72 -0.9(4) . . . . ?
C70 C71 C72 C67 0.8(4) . . . . ?
C68 C67 C72 C71 0.0(4) . . . . ?
P4 C67 C72 C71 178.1(2) . . . . ?
_diffrn_measured_fraction_theta_max 0.825
_diffrn_reflns_theta_full 25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max 0.622
_refine_diff_density_min -0.546
_refine_diff_density_rms 0.063
_database_code_depnum_ccdc_archive 'CCDC 937613'
#######################################################################
#
# 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
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data_shelxl
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety ?
_chemical_formula_sum 'C38 H35 F5 N O0.50 P2 Si'
_chemical_formula_weight 698.70
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 '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'
O O 0.0106 0.0060 '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 11.7234(2)
_cell_length_b 11.7602(2)
_cell_length_c 14.1330(2)
_cell_angle_alpha 68.9697(8)
_cell_angle_beta 69.5406(8)
_cell_angle_gamma 70.8268(8)
_cell_volume 1657.46(5)
_cell_formula_units_Z 2
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 9870
_cell_measurement_theta_min 2.36
_cell_measurement_theta_max 35.06
_exptl_crystal_description ?
_exptl_crystal_colour ?
_exptl_crystal_size_max 0.35
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.15
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.400
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 726
_exptl_absorpt_coefficient_mu 0.227
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9247
_exptl_absorpt_correction_T_max 0.9667
_exptl_absorpt_process_details
;
March 2001 T Higashi
;
_exptl_special_details
;
Rigaku CrystalClear-SM Expert 2.0 r1
;
_diffrn_ambient_temperature 100(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_detector RX
_diffrn_measurement_device_type 'Rigaku R-AXIS Spider'
_diffrn_measurement_method dtprofit.ref
_diffrn_detector_area_resol_mean 10.0000
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 47991
_diffrn_reflns_av_R_equivalents 0.0268
_diffrn_reflns_av_sigmaI/netI 0.0313
_diffrn_reflns_limit_h_min -19
_diffrn_reflns_limit_h_max 17
_diffrn_reflns_limit_k_min -19
_diffrn_reflns_limit_k_max 19
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_theta_min 1.60
_diffrn_reflns_theta_max 35.31
_reflns_number_total 14259
_reflns_number_gt 11406
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Diamond
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0543P)^2^+0.7515P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment refU
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 14259
_refine_ls_number_parameters 484
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0576
_refine_ls_R_factor_gt 0.0428
_refine_ls_wR_factor_ref 0.1179
_refine_ls_wR_factor_gt 0.1089
_refine_ls_goodness_of_fit_ref 1.032
_refine_ls_restrained_S_all 1.032
_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 0.65800(2) 0.16076(2) 0.22735(2) 0.01229(5) Uani 1 1 d . . .
N1 N 0.64337(9) 0.06730(8) 0.17638(7) 0.01483(15) Uani 1 1 d . . .
P2 P 0.70545(2) -0.07591(2) 0.18044(2) 0.01238(5) Uani 1 1 d . . .
C1 C 0.50568(10) 0.24845(10) 0.28143(8) 0.01509(17) Uani 1 1 d . . .
C2 C 0.40602(11) 0.27059(11) 0.23975(9) 0.0193(2) Uani 1 1 d . . .
H2 H 0.4174 0.2359 0.1849 0.0279(8) Uiso 1 1 calc R . .
C3 C 0.28983(11) 0.34367(12) 0.27877(11) 0.0244(2) Uani 1 1 d . . .
H3 H 0.2222 0.3593 0.2501 0.0279(8) Uiso 1 1 calc R . .
C4 C 0.27281(12) 0.39365(12) 0.35950(11) 0.0267(3) Uani 1 1 d . . .
H4 H 0.1934 0.4432 0.3859 0.0279(8) Uiso 1 1 calc R . .
C5 C 0.37137(12) 0.37136(12) 0.40168(11) 0.0250(2) Uani 1 1 d . . .
H5 H 0.3592 0.4055 0.4570 0.0279(8) Uiso 1 1 calc R . .
C6 C 0.48809(11) 0.29905(11) 0.36292(9) 0.0190(2) Uani 1 1 d . . .
H6 H 0.5556 0.2841 0.3916 0.0279(8) Uiso 1 1 calc R . .
C7 C 0.74420(10) 0.27167(9) 0.12893(8) 0.01417(17) Uani 1 1 d . . .
C8 C 0.76284(11) 0.36722(10) 0.15521(9) 0.01812(19) Uani 1 1 d . . .
H8 H 0.7320 0.3723 0.2257 0.0279(8) Uiso 1 1 calc R . .
C9 C 0.82660(12) 0.45445(11) 0.07796(10) 0.0210(2) Uani 1 1 d . . .
H9 H 0.8400 0.5187 0.0958 0.0279(8) Uiso 1 1 calc R . .
C10 C 0.87083(11) 0.44787(11) -0.02555(10) 0.0208(2) Uani 1 1 d . . .
H10 H 0.9138 0.5080 -0.0782 0.0279(8) Uiso 1 1 calc R . .
C11 C 0.85229(11) 0.35357(11) -0.05190(9) 0.0192(2) Uani 1 1 d . . .
H11 H 0.8827 0.3493 -0.1226 0.0279(8) Uiso 1 1 calc R . .
C12 C 0.78908(10) 0.26508(10) 0.02523(8) 0.01625(18) Uani 1 1 d . . .
H12 H 0.7766 0.2005 0.0071 0.0279(8) Uiso 1 1 calc R . .
C13 C 0.73055(10) 0.08317(9) 0.33368(8) 0.01367(16) Uani 1 1 d . . .
C14 C 0.66596(10) 0.00423(10) 0.42190(8) 0.01612(18) Uani 1 1 d . . .
H14 H 0.5844 0.0011 0.4260 0.0279(8) Uiso 1 1 calc R . .
C15 C 0.72068(11) -0.06926(10) 0.50313(9) 0.01858(19) Uani 1 1 d . . .
H15 H 0.6767 -0.1228 0.5629 0.0279(8) Uiso 1 1 calc R . .
C16 C 0.84005(12) -0.06471(11) 0.49724(9) 0.0200(2) Uani 1 1 d . . .
H16 H 0.8779 -0.1157 0.5527 0.0279(8) Uiso 1 1 calc R . .
C17 C 0.90396(11) 0.01417(11) 0.41052(10) 0.0206(2) Uani 1 1 d . . .
H17 H 0.9852 0.0174 0.4071 0.0279(8) Uiso 1 1 calc R . .
C18 C 0.84975(10) 0.08864(10) 0.32832(9) 0.01697(18) Uani 1 1 d . . .
H18 H 0.8937 0.1427 0.2691 0.0279(8) Uiso 1 1 calc R . .
C19 C 0.59869(9) -0.17274(10) 0.26774(8) 0.01387(17) Uani 1 1 d . . .
C20 C 0.48132(10) -0.11856(10) 0.32377(9) 0.01627(18) Uani 1 1 d . . .
H20 H 0.4599 -0.0317 0.3185 0.0279(8) Uiso 1 1 calc R . .
C21 C 0.39580(11) -0.19187(12) 0.38734(10) 0.0215(2) Uani 1 1 d . . .
H21 H 0.3160 -0.1550 0.4254 0.0279(8) Uiso 1 1 calc R . .
C22 C 0.42720(12) -0.31891(12) 0.39506(10) 0.0232(2) Uani 1 1 d . . .
H22 H 0.3685 -0.3687 0.4380 0.0279(8) Uiso 1 1 calc R . .
C23 C 0.54444(12) -0.37340(11) 0.34000(10) 0.0224(2) Uani 1 1 d . . .
H23 H 0.5658 -0.4605 0.3459 0.0279(8) Uiso 1 1 calc R . .
C24 C 0.63041(11) -0.30104(10) 0.27644(9) 0.0189(2) Uani 1 1 d . . .
H24 H 0.7104 -0.3384 0.2390 0.0279(8) Uiso 1 1 calc R . .
C25 C 0.73613(10) -0.09351(10) 0.05160(8) 0.01602(18) Uani 1 1 d . . .
C26 C 0.65723(11) -0.01433(13) -0.01191(9) 0.0227(2) Uani 1 1 d . . .
H26 H 0.5902 0.0496 0.0117 0.0279(8) Uiso 1 1 calc R . .
C27 C 0.67745(13) -0.02959(16) -0.11038(10) 0.0305(3) Uani 1 1 d . . .
H27 H 0.6236 0.0238 -0.1537 0.0279(8) Uiso 1 1 calc R . .
C28 C 0.77572(13) -0.12226(16) -0.14543(11) 0.0303(3) Uani 1 1 d . . .
H28 H 0.7891 -0.1318 -0.2127 0.0279(8) Uiso 1 1 calc R . .
C29 C 0.85438(13) -0.20085(13) -0.08266(10) 0.0268(3) Uani 1 1 d . . .
H29 H 0.9218 -0.2640 -0.1070 0.0279(8) Uiso 1 1 calc R . .
C30 C 0.83463(12) -0.18728(11) 0.01630(9) 0.0211(2) Uani 1 1 d . . .
H30 H 0.8881 -0.2417 0.0597 0.0279(8) Uiso 1 1 calc R . .
C31 C 0.85211(10) -0.13555(10) 0.21468(8) 0.01435(17) Uani 1 1 d . . .
C32 C 0.87058(11) -0.23129(10) 0.30497(9) 0.01718(18) Uani 1 1 d . . .
H32 H 0.8056 -0.2727 0.3495 0.0279(8) Uiso 1 1 calc R . .
C33 C 0.98474(12) -0.26606(12) 0.32976(10) 0.0219(2) Uani 1 1 d . . .
H33 H 0.9976 -0.3314 0.3912 0.0279(8) Uiso 1 1 calc R . .
C34 C 1.07966(11) -0.20534(12) 0.26484(10) 0.0231(2) Uani 1 1 d . . .
H34 H 1.1570 -0.2288 0.2823 0.0279(8) Uiso 1 1 calc R . .
C35 C 1.06199(11) -0.11037(12) 0.17437(10) 0.0209(2) Uani 1 1 d . . .
H35 H 1.1274 -0.0695 0.1299 0.0279(8) Uiso 1 1 calc R . .
C36 C 0.94881(10) -0.07517(11) 0.14897(9) 0.01745(19) Uani 1 1 d . . .
H36 H 0.9368 -0.0103 0.0872 0.0279(8) Uiso 1 1 calc R . .
Si1 Si 0.90454(3) 0.38423(4) 0.36830(3) 0.02280(7) Uani 1 1 d . . .
F1 F 0.91795(10) 0.49797(9) 0.25863(7) 0.0405(2) Uani 1 1 d . . .
F2 F 0.89006(12) 0.26443(11) 0.48325(9) 0.0264(3) Uani 0.6638(19) 1 d P . .
F3 F 1.01229(8) 0.28813(9) 0.30658(9) 0.0400(2) Uani 1 1 d . . .
F4 F 0.93168(18) 0.45914(14) 0.42874(11) 0.0426(4) Uani 0.6638(19) 1 d P . .
F5 F 0.76209(13) 0.3915(2) 0.37559(12) 0.0378(4) Uani 0.6638(19) 1 d P . .
F6 F 0.8090(2) 0.4943(2) 0.42786(19) 0.0275(6) Uani 0.3362(19) 1 d P . .
F7 F 0.9993(3) 0.3568(3) 0.4302(2) 0.0385(7) Uani 0.3362(19) 1 d P . .
F8 F 0.7959(3) 0.3271(3) 0.3881(2) 0.0327(7) Uani 0.3362(19) 1 d P . .
O1 O 0.5222(2) 0.5339(2) -0.0250(2) 0.0399(5) Uani 0.50 1 d P . .
C37 C 0.4933(3) 0.4253(3) -0.0211(3) 0.0347(6) Uani 0.50 1 d P A 1
H37A H 0.4013 0.4357 0.0017 0.041(5) Uiso 0.50 1 calc PR A 1
H37B H 0.5297 0.3531 0.0312 0.041(5) Uiso 0.50 1 calc PR A 1
C38 C 0.5441(4) 0.3992(4) -0.1275(3) 0.0447(8) Uani 0.50 1 d P A 1
H38A H 0.5063 0.4696 -0.1788 0.048(4) Uiso 0.50 1 calc PR A 1
H38B H 0.5237 0.3225 -0.1224 0.048(4) Uiso 0.50 1 calc PR A 1
H38C H 0.6352 0.3887 -0.1500 0.048(4) Uiso 0.50 1 calc PR A 1
C39 C 0.4801(3) 0.5605(3) 0.0740(3) 0.0360(7) Uani 0.50 1 d P A 2
H39A H 0.5229 0.4921 0.1245 0.041(5) Uiso 0.50 1 calc PR A 2
H39B H 0.3889 0.5667 0.1024 0.041(5) Uiso 0.50 1 calc PR A 2
C40 C 0.5088(4) 0.6819(3) 0.0596(3) 0.0415(7) Uani 0.50 1 d P A 2
H40A H 0.4645 0.7494 0.0110 0.048(4) Uiso 0.50 1 calc PR A 2
H40B H 0.5991 0.6753 0.0309 0.048(4) Uiso 0.50 1 calc PR A 2
H40C H 0.4815 0.7002 0.1276 0.048(4) Uiso 0.50 1 calc PR A 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
P1 0.01193(11) 0.01244(11) 0.01278(11) -0.00264(8) -0.00351(8) -0.00383(8)
N1 0.0164(4) 0.0134(4) 0.0163(4) -0.0035(3) -0.0067(3) -0.0036(3)
P2 0.01162(11) 0.01336(11) 0.01259(11) -0.00331(8) -0.00300(8) -0.00395(8)
C1 0.0135(4) 0.0133(4) 0.0164(4) -0.0022(3) -0.0031(3) -0.0036(3)
C2 0.0153(4) 0.0204(5) 0.0197(5) -0.0015(4) -0.0045(4) -0.0056(4)
C3 0.0142(5) 0.0229(5) 0.0290(6) 0.0002(5) -0.0059(4) -0.0033(4)
C4 0.0176(5) 0.0185(5) 0.0332(6) -0.0050(5) 0.0006(5) -0.0008(4)
C5 0.0231(5) 0.0199(5) 0.0283(6) -0.0108(4) 0.0010(5) -0.0041(4)
C6 0.0176(5) 0.0177(5) 0.0210(5) -0.0071(4) -0.0024(4) -0.0041(4)
C7 0.0134(4) 0.0140(4) 0.0144(4) -0.0026(3) -0.0031(3) -0.0043(3)
C8 0.0201(5) 0.0181(5) 0.0176(4) -0.0052(4) -0.0028(4) -0.0082(4)
C9 0.0225(5) 0.0190(5) 0.0227(5) -0.0046(4) -0.0033(4) -0.0104(4)
C10 0.0198(5) 0.0191(5) 0.0208(5) -0.0014(4) -0.0018(4) -0.0095(4)
C11 0.0193(5) 0.0204(5) 0.0153(4) -0.0026(4) -0.0017(4) -0.0070(4)
C12 0.0164(4) 0.0167(4) 0.0151(4) -0.0031(3) -0.0034(3) -0.0053(3)
C13 0.0138(4) 0.0139(4) 0.0137(4) -0.0035(3) -0.0039(3) -0.0036(3)
C14 0.0158(4) 0.0170(4) 0.0151(4) -0.0037(3) -0.0031(3) -0.0050(3)
C15 0.0227(5) 0.0160(4) 0.0147(4) -0.0031(4) -0.0042(4) -0.0035(4)
C16 0.0236(5) 0.0180(5) 0.0193(5) -0.0051(4) -0.0109(4) -0.0002(4)
C17 0.0183(5) 0.0235(5) 0.0229(5) -0.0059(4) -0.0102(4) -0.0038(4)
C18 0.0162(4) 0.0190(5) 0.0177(4) -0.0040(4) -0.0056(4) -0.0065(4)
C19 0.0127(4) 0.0151(4) 0.0143(4) -0.0036(3) -0.0033(3) -0.0047(3)
C20 0.0140(4) 0.0169(4) 0.0180(4) -0.0064(4) -0.0019(3) -0.0043(3)
C21 0.0168(5) 0.0240(5) 0.0232(5) -0.0095(4) 0.0017(4) -0.0084(4)
C22 0.0205(5) 0.0234(5) 0.0259(6) -0.0076(4) 0.0009(4) -0.0120(4)
C23 0.0212(5) 0.0164(5) 0.0281(6) -0.0061(4) -0.0017(4) -0.0078(4)
C24 0.0156(4) 0.0162(4) 0.0235(5) -0.0067(4) -0.0011(4) -0.0050(4)
C25 0.0147(4) 0.0206(5) 0.0151(4) -0.0063(4) -0.0020(3) -0.0075(4)
C26 0.0132(4) 0.0385(7) 0.0181(5) -0.0101(5) -0.0042(4) -0.0055(4)
C27 0.0197(5) 0.0586(9) 0.0192(5) -0.0142(6) -0.0054(4) -0.0125(6)
C28 0.0292(6) 0.0513(8) 0.0204(5) -0.0177(6) 0.0010(5) -0.0215(6)
C29 0.0295(6) 0.0309(6) 0.0234(5) -0.0159(5) 0.0035(5) -0.0131(5)
C30 0.0223(5) 0.0210(5) 0.0198(5) -0.0089(4) -0.0004(4) -0.0065(4)
C31 0.0127(4) 0.0154(4) 0.0151(4) -0.0046(3) -0.0032(3) -0.0036(3)
C32 0.0178(4) 0.0167(4) 0.0174(4) -0.0033(4) -0.0064(4) -0.0040(4)
C33 0.0216(5) 0.0222(5) 0.0228(5) -0.0056(4) -0.0112(4) -0.0011(4)
C34 0.0169(5) 0.0289(6) 0.0282(6) -0.0130(5) -0.0099(4) -0.0013(4)
C35 0.0140(4) 0.0272(5) 0.0246(5) -0.0118(4) -0.0024(4) -0.0064(4)
C36 0.0148(4) 0.0201(5) 0.0173(4) -0.0055(4) -0.0024(4) -0.0055(4)
Si1 0.01781(15) 0.02963(17) 0.02507(16) -0.01643(14) -0.00556(12) -0.00092(12)
F1 0.0503(6) 0.0410(5) 0.0223(4) -0.0078(4) -0.0058(4) -0.0058(4)
F2 0.0264(6) 0.0260(6) 0.0235(6) 0.0001(4) -0.0082(5) -0.0078(4)
F3 0.0240(4) 0.0373(5) 0.0567(6) -0.0302(5) 0.0092(4) -0.0067(3)
F4 0.0764(12) 0.0339(7) 0.0302(7) -0.0101(6) -0.0163(7) -0.0248(8)
F5 0.0175(6) 0.0636(12) 0.0277(7) -0.0166(8) -0.0090(5) 0.0042(7)
F6 0.0318(13) 0.0214(10) 0.0245(11) -0.0134(9) 0.0022(9) -0.0027(9)
F7 0.0284(13) 0.0569(19) 0.0343(14) -0.0176(13) -0.0163(11) -0.0010(12)
F8 0.0309(16) 0.0423(17) 0.0329(14) -0.0203(14) 0.0065(12) -0.0234(13)
O1 0.0439(14) 0.0381(13) 0.0327(12) 0.0000(10) -0.0085(10) -0.0159(10)
C37 0.0267(14) 0.0434(18) 0.0305(16) -0.0055(15) -0.0114(13) -0.0047(13)
C38 0.053(2) 0.0414(18) 0.0402(18) -0.0033(15) -0.0220(17) -0.0103(16)
C39 0.0326(16) 0.0437(18) 0.0242(15) 0.0003(14) -0.0102(13) -0.0071(13)
C40 0.0431(18) 0.0434(18) 0.0338(16) -0.0006(13) -0.0194(14) -0.0058(14)
_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 N1 1.5921(9) . ?
P1 C13 1.7928(11) . ?
P1 C7 1.7995(10) . ?
P1 C1 1.7996(11) . ?
N1 P2 1.5888(9) . ?
P2 C31 1.7967(11) . ?
P2 C19 1.7982(10) . ?
P2 C25 1.8032(11) . ?
C1 C2 1.3968(16) . ?
C1 C6 1.4030(16) . ?
C2 C3 1.3944(17) . ?
C3 C4 1.390(2) . ?
C4 C5 1.389(2) . ?
C5 C6 1.3934(16) . ?
C7 C12 1.3951(15) . ?
C7 C8 1.4022(15) . ?
C8 C9 1.3901(16) . ?
C9 C10 1.3926(17) . ?
C10 C11 1.3882(16) . ?
C11 C12 1.3958(15) . ?
C13 C18 1.3943(15) . ?
C13 C14 1.4003(15) . ?
C14 C15 1.3839(16) . ?
C15 C16 1.3903(17) . ?
C16 C17 1.3866(17) . ?
C17 C18 1.3931(16) . ?
C19 C20 1.3968(14) . ?
C19 C24 1.4000(15) . ?
C20 C21 1.3920(15) . ?
C21 C22 1.3891(17) . ?
C22 C23 1.3918(17) . ?
C23 C24 1.3888(16) . ?
C25 C26 1.3940(17) . ?
C25 C30 1.3979(16) . ?
C26 C27 1.3950(17) . ?
C27 C28 1.387(2) . ?
C28 C29 1.384(2) . ?
C29 C30 1.3945(17) . ?
C31 C32 1.3945(15) . ?
C31 C36 1.4041(15) . ?
C32 C33 1.3952(16) . ?
C33 C34 1.3884(18) . ?
C34 C35 1.3905(19) . ?
C35 C36 1.3879(16) . ?
Si1 F8 1.526(3) . ?
Si1 F7 1.531(3) . ?
Si1 F4 1.5877(13) . ?
Si1 F5 1.6120(15) . ?
Si1 F3 1.6228(9) . ?
Si1 F1 1.6419(10) . ?
Si1 F6 1.676(2) . ?
Si1 F2 1.7247(12) . ?
O1 C37 1.403(5) . ?
O1 C39 1.425(5) . ?
C37 C38 1.514(6) . ?
C39 C40 1.501(5) . ?
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
N1 P1 C13 113.59(5) . . ?
N1 P1 C7 110.49(5) . . ?
C13 P1 C7 109.62(5) . . ?
N1 P1 C1 109.48(5) . . ?
C13 P1 C1 106.07(5) . . ?
C7 P1 C1 107.32(5) . . ?
P2 N1 P1 133.56(6) . . ?
N1 P2 C31 114.69(5) . . ?
N1 P2 C19 110.86(5) . . ?
C31 P2 C19 109.70(5) . . ?
N1 P2 C25 108.26(5) . . ?
C31 P2 C25 106.65(5) . . ?
C19 P2 C25 106.23(5) . . ?
C2 C1 C6 119.83(10) . . ?
C2 C1 P1 120.22(8) . . ?
C6 C1 P1 119.91(8) . . ?
C3 C2 C1 119.84(11) . . ?
C4 C3 C2 120.15(12) . . ?
C5 C4 C3 120.27(11) . . ?
C4 C5 C6 120.08(12) . . ?
C5 C6 C1 119.82(11) . . ?
C12 C7 C8 119.82(10) . . ?
C12 C7 P1 119.81(8) . . ?
C8 C7 P1 120.33(8) . . ?
C9 C8 C7 119.85(10) . . ?
C8 C9 C10 120.16(11) . . ?
C11 C10 C9 120.14(10) . . ?
C10 C11 C12 120.12(10) . . ?
C7 C12 C11 119.90(10) . . ?
C18 C13 C14 119.83(10) . . ?
C18 C13 P1 123.68(8) . . ?
C14 C13 P1 116.19(8) . . ?
C15 C14 C13 120.17(10) . . ?
C14 C15 C16 119.96(10) . . ?
C17 C16 C15 120.11(11) . . ?
C16 C17 C18 120.42(11) . . ?
C17 C18 C13 119.50(10) . . ?
C20 C19 C24 119.83(10) . . ?
C20 C19 P2 119.71(8) . . ?
C24 C19 P2 120.40(8) . . ?
C21 C20 C19 120.01(10) . . ?
C22 C21 C20 119.99(11) . . ?
C21 C22 C23 120.15(11) . . ?
C24 C23 C22 120.26(11) . . ?
C23 C24 C19 119.75(10) . . ?
C26 C25 C30 119.91(10) . . ?
C26 C25 P2 118.93(8) . . ?
C30 C25 P2 121.13(9) . . ?
C25 C26 C27 119.52(12) . . ?
C28 C27 C26 120.43(13) . . ?
C29 C28 C27 120.20(12) . . ?
C28 C29 C30 119.97(12) . . ?
C29 C30 C25 119.98(12) . . ?
C32 C31 C36 119.76(10) . . ?
C32 C31 P2 123.44(8) . . ?
C36 C31 P2 116.67(8) . . ?
C31 C32 C33 119.84(11) . . ?
C34 C33 C32 120.10(11) . . ?
C33 C34 C35 120.28(11) . . ?
C36 C35 C34 120.06(11) . . ?
C35 C36 C31 119.96(11) . . ?
F8 Si1 F7 132.77(19) . . ?
F8 Si1 F4 133.34(12) . . ?
F7 Si1 F4 45.28(13) . . ?
F8 Si1 F5 26.34(12) . . ?
F7 Si1 F5 145.71(13) . . ?
F4 Si1 F5 119.74(10) . . ?
F8 Si1 F3 96.75(13) . . ?
F7 Si1 F3 84.18(12) . . ?
F4 Si1 F3 123.81(8) . . ?
F5 Si1 F3 116.20(8) . . ?
F8 Si1 F1 111.37(15) . . ?
F7 Si1 F1 115.86(13) . . ?
F4 Si1 F1 92.55(7) . . ?
F5 Si1 F1 92.69(8) . . ?
F3 Si1 F1 89.72(5) . . ?
F8 Si1 F6 91.33(15) . . ?
F7 Si1 F6 90.91(15) . . ?
F4 Si1 F6 49.27(11) . . ?
F5 Si1 F6 71.25(12) . . ?
F3 Si1 F6 171.88(10) . . ?
F1 Si1 F6 86.61(9) . . ?
F8 Si1 F2 68.35(15) . . ?
F7 Si1 F2 64.42(13) . . ?
F4 Si1 F2 87.74(7) . . ?
F5 Si1 F2 87.08(8) . . ?
F3 Si1 F2 90.19(6) . . ?
F1 Si1 F2 179.70(6) . . ?
F6 Si1 F2 93.51(10) . . ?
Si1 F2 F7 52.40(10) . . ?
F7 F4 F6 126.2(2) . . ?
F7 F4 Si1 64.87(14) . . ?
F6 F4 Si1 68.75(11) . . ?
F8 F5 Si1 70.2(3) . . ?
F4 F6 Si1 61.98(11) . . ?
F4 F7 Si1 69.85(15) . . ?
F4 F7 F2 101.0(2) . . ?
Si1 F7 F2 63.18(12) . . ?
F5 F8 Si1 83.5(3) . . ?
C37 O1 O1 95.8(4) 2_665 2_665 ?
C37 O1 C37 134.4(3) 2_665 . ?
O1 O1 C37 38.5(3) 2_665 . ?
C37 O1 C39 21.1(3) 2_665 . ?
O1 O1 C39 74.9(3) 2_665 . ?
C37 O1 C39 113.4(3) . . ?
C37 O1 C39 160.8(4) 2_665 2_665 ?
O1 O1 C39 65.2(3) 2_665 2_665 ?
C37 O1 C39 26.69(18) . 2_665 ?
C39 O1 C39 140.0(2) . 2_665 ?
O1 C37 C38 111.1(3) . . ?
O1 C39 C40 108.9(3) . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 P1 N1 P2 -16.75(10) . . . . ?
C7 P1 N1 P2 106.91(9) . . . . ?
C1 P1 N1 P2 -135.10(8) . . . . ?
P1 N1 P2 C31 -21.80(10) . . . . ?
P1 N1 P2 C19 103.11(9) . . . . ?
P1 N1 P2 C25 -140.74(8) . . . . ?
N1 P1 C1 C2 -27.05(10) . . . . ?
C13 P1 C1 C2 -149.98(9) . . . . ?
C7 P1 C1 C2 92.90(9) . . . . ?
N1 P1 C1 C6 155.51(9) . . . . ?
C13 P1 C1 C6 32.58(10) . . . . ?
C7 P1 C1 C6 -84.54(10) . . . . ?
C6 C1 C2 C3 0.50(17) . . . . ?
P1 C1 C2 C3 -176.94(9) . . . . ?
C1 C2 C3 C4 -0.49(18) . . . . ?
C2 C3 C4 C5 0.12(19) . . . . ?
C3 C4 C5 C6 0.24(19) . . . . ?
C4 C5 C6 C1 -0.22(18) . . . . ?
C2 C1 C6 C5 -0.15(17) . . . . ?
P1 C1 C6 C5 177.30(9) . . . . ?
N1 P1 C7 C12 -1.10(10) . . . . ?
C13 P1 C7 C12 124.82(9) . . . . ?
C1 P1 C7 C12 -120.41(9) . . . . ?
N1 P1 C7 C8 176.74(9) . . . . ?
C13 P1 C7 C8 -57.34(10) . . . . ?
C1 P1 C7 C8 57.44(10) . . . . ?
C12 C7 C8 C9 -0.39(17) . . . . ?
P1 C7 C8 C9 -178.24(9) . . . . ?
C7 C8 C9 C10 0.65(18) . . . . ?
C8 C9 C10 C11 -0.50(19) . . . . ?
C9 C10 C11 C12 0.09(18) . . . . ?
C8 C7 C12 C11 -0.01(16) . . . . ?
P1 C7 C12 C11 177.84(9) . . . . ?
C10 C11 C12 C7 0.16(17) . . . . ?
N1 P1 C13 C18 110.95(9) . . . . ?
C7 P1 C13 C18 -13.18(10) . . . . ?
C1 P1 C13 C18 -128.75(9) . . . . ?
N1 P1 C13 C14 -62.87(9) . . . . ?
C7 P1 C13 C14 172.99(8) . . . . ?
C1 P1 C13 C14 57.42(9) . . . . ?
C18 C13 C14 C15 -0.70(16) . . . . ?
P1 C13 C14 C15 173.38(8) . . . . ?
C13 C14 C15 C16 0.04(16) . . . . ?
C14 C15 C16 C17 0.57(17) . . . . ?
C15 C16 C17 C18 -0.52(17) . . . . ?
C16 C17 C18 C13 -0.15(17) . . . . ?
C14 C13 C18 C17 0.75(16) . . . . ?
P1 C13 C18 C17 -172.86(9) . . . . ?
N1 P2 C19 C20 -2.62(10) . . . . ?
C31 P2 C19 C20 125.06(9) . . . . ?
C25 P2 C19 C20 -120.02(9) . . . . ?
N1 P2 C19 C24 174.65(9) . . . . ?
C31 P2 C19 C24 -57.67(10) . . . . ?
C25 P2 C19 C24 57.25(10) . . . . ?
C24 C19 C20 C21 -0.57(17) . . . . ?
P2 C19 C20 C21 176.71(9) . . . . ?
C19 C20 C21 C22 0.01(18) . . . . ?
C20 C21 C22 C23 0.5(2) . . . . ?
C21 C22 C23 C24 -0.5(2) . . . . ?
C22 C23 C24 C19 -0.10(19) . . . . ?
C20 C19 C24 C23 0.62(17) . . . . ?
P2 C19 C24 C23 -176.65(10) . . . . ?
N1 P2 C25 C26 -30.88(10) . . . . ?
C31 P2 C25 C26 -154.79(9) . . . . ?
C19 P2 C25 C26 88.24(10) . . . . ?
N1 P2 C25 C30 151.20(9) . . . . ?
C31 P2 C25 C30 27.29(10) . . . . ?
C19 P2 C25 C30 -89.68(10) . . . . ?
C30 C25 C26 C27 0.03(18) . . . . ?
P2 C25 C26 C27 -177.92(10) . . . . ?
C25 C26 C27 C28 -0.4(2) . . . . ?
C26 C27 C28 C29 0.3(2) . . . . ?
C27 C28 C29 C30 0.3(2) . . . . ?
C28 C29 C30 C25 -0.62(19) . . . . ?
C26 C25 C30 C29 0.48(17) . . . . ?
P2 C25 C30 C29 178.39(9) . . . . ?
N1 P2 C31 C32 117.00(9) . . . . ?
C19 P2 C31 C32 -8.52(11) . . . . ?
C25 P2 C31 C32 -123.16(9) . . . . ?
N1 P2 C31 C36 -58.84(10) . . . . ?
C19 P2 C31 C36 175.64(8) . . . . ?
C25 P2 C31 C36 61.00(9) . . . . ?
C36 C31 C32 C33 0.33(16) . . . . ?
P2 C31 C32 C33 -175.39(9) . . . . ?
C31 C32 C33 C34 0.14(17) . . . . ?
C32 C33 C34 C35 -0.55(18) . . . . ?
C33 C34 C35 C36 0.49(18) . . . . ?
C34 C35 C36 C31 -0.02(17) . . . . ?
C32 C31 C36 C35 -0.39(16) . . . . ?
P2 C31 C36 C35 175.61(8) . . . . ?
F8 Si1 F2 F7 -179.36(18) . . . . ?
F4 Si1 F2 F7 -40.37(14) . . . . ?
F5 Si1 F2 F7 -160.32(15) . . . . ?
F3 Si1 F2 F7 83.45(13) . . . . ?
F1 Si1 F2 F7 157(47) . . . . ?
F6 Si1 F2 F7 -89.32(16) . . . . ?
F8 Si1 F4 F7 112.3(3) . . . . ?
F5 Si1 F4 F7 140.66(19) . . . . ?
F3 Si1 F4 F7 -33.41(19) . . . . ?
F1 Si1 F4 F7 -124.78(18) . . . . ?
F6 Si1 F4 F7 151.9(2) . . . . ?
F2 Si1 F4 F7 55.31(18) . . . . ?
F8 Si1 F4 F6 -39.6(3) . . . . ?
F7 Si1 F4 F6 -151.9(2) . . . . ?
F5 Si1 F4 F6 -11.26(16) . . . . ?
F3 Si1 F4 F6 174.68(12) . . . . ?
F1 Si1 F4 F6 83.31(13) . . . . ?
F2 Si1 F4 F6 -96.60(13) . . . . ?
F7 Si1 F5 F8 -75.8(4) . . . . ?
F4 Si1 F5 F8 -128.9(3) . . . . ?
F3 Si1 F5 F8 45.6(3) . . . . ?
F1 Si1 F5 F8 136.7(3) . . . . ?
F6 Si1 F5 F8 -137.8(3) . . . . ?
F2 Si1 F5 F8 -43.1(3) . . . . ?
F7 F4 F6 Si1 -31.9(2) . . . . ?
F8 Si1 F6 F4 152.36(18) . . . . ?
F7 Si1 F6 F4 19.55(16) . . . . ?
F5 Si1 F6 F4 169.69(14) . . . . ?
F3 Si1 F6 F4 -33.1(8) . . . . ?
F1 Si1 F6 F4 -96.31(11) . . . . ?
F2 Si1 F6 F4 83.97(11) . . . . ?
F6 F4 F7 Si1 32.9(2) . . . . ?
F6 F4 F7 F2 -23.0(3) . . . . ?
Si1 F4 F7 F2 -55.90(11) . . . . ?
F8 Si1 F7 F4 -113.6(2) . . . . ?
F5 Si1 F7 F4 -77.7(3) . . . . ?
F3 Si1 F7 F4 152.62(16) . . . . ?
F1 Si1 F7 F4 65.77(17) . . . . ?
F6 Si1 F7 F4 -20.90(17) . . . . ?
F2 Si1 F7 F4 -114.37(17) . . . . ?
F8 Si1 F7 F2 0.8(2) . . . . ?
F4 Si1 F7 F2 114.37(17) . . . . ?
F5 Si1 F7 F2 36.7(3) . . . . ?
F3 Si1 F7 F2 -93.01(8) . . . . ?
F1 Si1 F7 F2 -179.87(6) . . . . ?
F6 Si1 F7 F2 93.46(11) . . . . ?
Si1 F2 F7 F4 60.58(15) . . . . ?
F7 Si1 F8 F5 131.9(3) . . . . ?
F4 Si1 F8 F5 68.4(4) . . . . ?
F3 Si1 F8 F5 -139.8(3) . . . . ?
F1 Si1 F8 F5 -47.4(3) . . . . ?
F6 Si1 F8 F5 39.5(3) . . . . ?
F2 Si1 F8 F5 132.7(3) . . . . ?
C37 O1 C37 C38 179.3(5) 2_665 . . . ?
O1 O1 C37 C38 179.3(5) 2_665 . . . ?
C39 O1 C37 C38 -178.0(3) . . . . ?
C39 O1 C37 C38 4.4(4) 2_665 . . . ?
C37 O1 C39 C40 -1.9(7) 2_665 . . . ?
O1 O1 C39 C40 -174.9(4) 2_665 . . . ?
C37 O1 C39 C40 -176.6(3) . . . . ?
C39 O1 C39 C40 -174.9(4) 2_665 . . . ?
_diffrn_measured_fraction_theta_max 0.956
_diffrn_reflns_theta_full 27.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max 0.776
_refine_diff_density_min -0.646
_refine_diff_density_rms 0.067
_database_code_depnum_ccdc_archive 'CCDC 954026'
#######################################################################
#
# 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_ck-ru-09
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety
'4(C36 H30 N P2), C2 H3 N, 2(F2 H), 3.35(F), 0.32(Cl)'
_chemical_formula_sum 'C146 H125 Cl0.32 F7.35 N5 P8'
_chemical_formula_weight 2348.50
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
_symmetry_space_group_name_Hall '-P 2ybc'
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 26.849(5)
_cell_length_b 17.457(4)
_cell_length_c 26.239(5)
_cell_angle_alpha 90.00
_cell_angle_beta 91.13(3)
_cell_angle_gamma 90.00
_cell_volume 12296(4)
_cell_formula_units_Z 4
_cell_measurement_temperature 123(2)
_cell_measurement_reflns_used 1000
_cell_measurement_theta_min 2.99
_cell_measurement_theta_max 27.47
_exptl_crystal_description Block
_exptl_crystal_colour Colorless
_exptl_crystal_size_max 0.44
_exptl_crystal_size_mid 0.36
_exptl_crystal_size_min 0.36
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.269
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 4911
_exptl_absorpt_coefficient_mu 0.186
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9224
_exptl_absorpt_correction_T_max 0.9359
_exptl_absorpt_process_details
;
March 2001 T Higashi
;
_exptl_special_details
;
Rigaku CrystalClear-SM Expert 2.0 r1
;
_diffrn_ambient_temperature 123(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_detector RX
_diffrn_measurement_device_type 'Rigaku R-AXIS Spider'
_diffrn_measurement_method dtprofit.ref
_diffrn_detector_area_resol_mean 10.0000
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 121162
_diffrn_reflns_av_R_equivalents 0.0613
_diffrn_reflns_av_sigmaI/netI 0.0540
_diffrn_reflns_limit_h_min -34
_diffrn_reflns_limit_h_max 33
_diffrn_reflns_limit_k_min -22
_diffrn_reflns_limit_k_max 22
_diffrn_reflns_limit_l_min -34
_diffrn_reflns_limit_l_max 34
_diffrn_reflns_theta_min 2.99
_diffrn_reflns_theta_max 27.47
_reflns_number_total 27831
_reflns_number_gt 18420
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Diamond
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0629P)^2^+5.0361P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment mixed
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
_refine_ls_number_reflns 27831
_refine_ls_number_parameters 1534
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0904
_refine_ls_R_factor_gt 0.0530
_refine_ls_wR_factor_ref 0.1451
_refine_ls_wR_factor_gt 0.1277
_refine_ls_goodness_of_fit_ref 1.041
_refine_ls_restrained_S_all 1.041
_refine_ls_shift/su_max 0.002
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.05339(2) 0.41582(3) 0.36918(2) 0.02455(12) Uani 1 1 d . . .
P2 P 0.14195(2) 0.51459(3) 0.39572(2) 0.02689(13) Uani 1 1 d . . .
N1 N 0.08727(7) 0.48704(10) 0.38310(8) 0.0315(4) Uani 1 1 d . . .
C1 C -0.00700(8) 0.45202(13) 0.35026(8) 0.0275(5) Uani 1 1 d . . .
C2 C -0.04769(9) 0.40345(14) 0.34395(10) 0.0348(5) Uani 1 1 d . . .
H2 H -0.0441 0.3502 0.3505 0.0505(8) Uiso 1 1 calc R . .
C3 C -0.09317(9) 0.43239(16) 0.32826(10) 0.0414(6) Uani 1 1 d . . .
H3 H -0.1209 0.3991 0.3236 0.0505(8) Uiso 1 1 calc R . .
C4 C -0.09838(10) 0.50990(17) 0.31940(11) 0.0486(7) Uani 1 1 d . . .
H4 H -0.1297 0.5295 0.3083 0.0505(8) Uiso 1 1 calc R . .
C5 C -0.05885(10) 0.55920(17) 0.32644(12) 0.0520(8) Uani 1 1 d . . .
H5 H -0.0631 0.6126 0.3209 0.0505(8) Uiso 1 1 calc R . .
C6 C -0.01272(9) 0.53053(14) 0.34172(10) 0.0376(6) Uani 1 1 d . . .
H6 H 0.0148 0.5641 0.3463 0.0505(8) Uiso 1 1 calc R . .
C7 C 0.07653(8) 0.35807(12) 0.31782(9) 0.0281(5) Uani 1 1 d . . .
C8 C 0.05421(10) 0.35880(14) 0.26951(9) 0.0363(6) Uani 1 1 d . . .
H8 H 0.0248 0.3878 0.2633 0.0505(8) Uiso 1 1 calc R . .
C9 C 0.07515(11) 0.31705(16) 0.23049(10) 0.0484(7) Uani 1 1 d . . .
H9 H 0.0595 0.3165 0.1977 0.0505(8) Uiso 1 1 calc R . .
C10 C 0.11830(11) 0.27647(16) 0.23889(12) 0.0513(8) Uani 1 1 d . . .
H10 H 0.1327 0.2488 0.2117 0.0505(8) Uiso 1 1 calc R . .
C11 C 0.14108(10) 0.27556(16) 0.28680(12) 0.0477(7) Uani 1 1 d . . .
H11 H 0.1710 0.2474 0.2924 0.0505(8) Uiso 1 1 calc R . .
C12 C 0.11998(9) 0.31595(14) 0.32644(10) 0.0380(6) Uani 1 1 d . . .
H12 H 0.1351 0.3149 0.3595 0.0505(8) Uiso 1 1 calc R . .
C13 C 0.04522(8) 0.35132(13) 0.42188(9) 0.0297(5) Uani 1 1 d . . .
C14 C 0.02970(9) 0.27581(14) 0.41290(11) 0.0395(6) Uani 1 1 d . . .
H14 H 0.0244 0.2583 0.3789 0.0505(8) Uiso 1 1 calc R . .
C15 C 0.02208(11) 0.22649(16) 0.45344(12) 0.0510(8) Uani 1 1 d . . .
H15 H 0.0108 0.1757 0.4474 0.0505(8) Uiso 1 1 calc R . .
C16 C 0.03093(10) 0.25156(19) 0.50242(12) 0.0532(8) Uani 1 1 d . . .
H16 H 0.0267 0.2171 0.5300 0.0505(8) Uiso 1 1 calc R . .
C17 C 0.04583(10) 0.3257(2) 0.51223(11) 0.0520(8) Uani 1 1 d . . .
H17 H 0.0514 0.3423 0.5463 0.0505(8) Uiso 1 1 calc R . .
C18 C 0.05266(9) 0.37636(16) 0.47151(9) 0.0393(6) Uani 1 1 d . . .
H18 H 0.0624 0.4278 0.4780 0.0505(8) Uiso 1 1 calc R . .
C19 C 0.16730(9) 0.56756(13) 0.34353(9) 0.0314(5) Uani 1 1 d . . .
C20 C 0.14327(10) 0.56767(15) 0.29688(11) 0.0437(6) Uani 1 1 d . . .
H20 H 0.1120 0.5426 0.2928 0.0505(8) Uiso 1 1 calc R . .
C21 C 0.16448(13) 0.60448(17) 0.25547(12) 0.0561(8) Uani 1 1 d . . .
H21 H 0.1473 0.6051 0.2235 0.0505(8) Uiso 1 1 calc R . .
C22 C 0.20971(13) 0.63959(16) 0.26058(12) 0.0575(8) Uani 1 1 d . . .
H22 H 0.2241 0.6641 0.2321 0.0505(8) Uiso 1 1 calc R . .
C23 C 0.23461(12) 0.63966(16) 0.30694(13) 0.0537(8) Uani 1 1 d . . .
H23 H 0.2661 0.6641 0.3104 0.0505(8) Uiso 1 1 calc R . .
C24 C 0.21361(10) 0.60396(15) 0.34857(11) 0.0465(7) Uani 1 1 d . . .
H24 H 0.2307 0.6042 0.3806 0.0505(8) Uiso 1 1 calc R . .
C25 C 0.13996(8) 0.57368(12) 0.45182(9) 0.0291(5) Uani 1 1 d . . .
C26 C 0.09450(9) 0.59872(14) 0.47034(10) 0.0398(6) Uani 1 1 d . . .
H26 H 0.0643 0.5870 0.4525 0.0505(8) Uiso 1 1 calc R . .
C27 C 0.09359(10) 0.64117(15) 0.51534(11) 0.0466(7) Uani 1 1 d . . .
H27 H 0.0626 0.6576 0.5283 0.0505(8) Uiso 1 1 calc R . .
C28 C 0.13679(11) 0.65954(14) 0.54110(10) 0.0429(6) Uani 1 1 d . . .
H28 H 0.1357 0.6881 0.5719 0.0505(8) Uiso 1 1 calc R . .
C29 C 0.18227(10) 0.63631(14) 0.52209(10) 0.0404(6) Uani 1 1 d . . .
H29 H 0.2123 0.6501 0.5394 0.0505(8) Uiso 1 1 calc R . .
C30 C 0.18382(9) 0.59304(13) 0.47796(10) 0.0346(5) Uani 1 1 d . . .
H30 H 0.2150 0.5765 0.4654 0.0505(8) Uiso 1 1 calc R . .
C31 C 0.18665(8) 0.44032(12) 0.40999(9) 0.0279(5) Uani 1 1 d . . .
C32 C 0.18539(9) 0.40290(13) 0.45685(10) 0.0337(5) Uani 1 1 d . . .
H32 H 0.1624 0.4190 0.4818 0.0505(8) Uiso 1 1 calc R . .
C33 C 0.21744(9) 0.34229(13) 0.46741(11) 0.0386(6) Uani 1 1 d . . .
H33 H 0.2167 0.3173 0.4996 0.0505(8) Uiso 1 1 calc R . .
C34 C 0.25044(10) 0.31847(14) 0.43100(11) 0.0423(6) Uani 1 1 d . . .
H34 H 0.2722 0.2767 0.4381 0.0505(8) Uiso 1 1 calc R . .
C35 C 0.25215(10) 0.35451(14) 0.38449(11) 0.0433(6) Uani 1 1 d . . .
H35 H 0.2750 0.3376 0.3597 0.0505(8) Uiso 1 1 calc R . .
C36 C 0.22035(9) 0.41600(14) 0.37372(10) 0.0386(6) Uani 1 1 d . . .
H36 H 0.2217 0.4412 0.3417 0.0505(8) Uiso 1 1 calc R . .
P3 P 0.45224(2) 0.61953(3) 0.12655(2) 0.02804(13) Uani 1 1 d . . .
P4 P 0.36181(2) 0.51807(4) 0.11650(3) 0.03173(14) Uani 1 1 d . . .
N2 N 0.41512(7) 0.55451(12) 0.10943(8) 0.0372(5) Uani 1 1 d . . .
C101 C 0.46338(8) 0.68258(14) 0.07373(9) 0.0339(5) Uani 1 1 d . . .
C102 C 0.45210(9) 0.65833(17) 0.02410(10) 0.0430(6) Uani 1 1 d . . .
H102 H 0.4403 0.6078 0.0181 0.0505(8) Uiso 1 1 calc R . .
C103 C 0.45818(11) 0.7085(2) -0.01646(12) 0.0591(9) Uani 1 1 d . . .
H103 H 0.4506 0.6919 -0.0502 0.0505(8) Uiso 1 1 calc R . .
C104 C 0.47488(11) 0.7815(2) -0.00823(13) 0.0616(9) Uani 1 1 d . . .
H104 H 0.4780 0.8159 -0.0361 0.0505(8) Uiso 1 1 calc R . .
C105 C 0.48722(11) 0.80526(18) 0.04033(14) 0.0568(8) Uani 1 1 d . . .
H105 H 0.4996 0.8556 0.0457 0.0505(8) Uiso 1 1 calc R . .
C106 C 0.48178(10) 0.75646(14) 0.08173(11) 0.0431(6) Uani 1 1 d . . .
H106 H 0.4905 0.7733 0.1152 0.0505(8) Uiso 1 1 calc R . .
C107 C 0.51013(8) 0.57662(13) 0.14676(9) 0.0309(5) Uani 1 1 d . . .
C108 C 0.55432(9) 0.61724(15) 0.14566(11) 0.0404(6) Uani 1 1 d . . .
H108 H 0.5547 0.6685 0.1335 0.0505(8) Uiso 1 1 calc R . .
C109 C 0.59803(10) 0.58235(19) 0.16250(12) 0.0515(8) Uani 1 1 d . . .
H109 H 0.6286 0.6098 0.1617 0.0505(8) Uiso 1 1 calc R . .
C110 C 0.59753(11) 0.5089(2) 0.18028(11) 0.0566(8) Uani 1 1 d . . .
H110 H 0.6277 0.4857 0.1917 0.0505(8) Uiso 1 1 calc R . .
C111 C 0.55373(12) 0.46810(19) 0.18178(13) 0.0615(9) Uani 1 1 d . . .
H111 H 0.5537 0.4170 0.1943 0.0505(8) Uiso 1 1 calc R . .
C112 C 0.50949(10) 0.50174(16) 0.16498(12) 0.0487(7) Uani 1 1 d . . .
H112 H 0.4791 0.4739 0.1659 0.0505(8) Uiso 1 1 calc R . .
C113 C 0.43054(8) 0.67819(13) 0.17771(9) 0.0295(5) Uani 1 1 d . . .
C114 C 0.44982(9) 0.67184(14) 0.22715(10) 0.0370(6) Uani 1 1 d . . .
H114 H 0.4783 0.6409 0.2338 0.0505(8) Uiso 1 1 calc R . .
C115 C 0.42740(10) 0.71068(15) 0.26674(10) 0.0440(6) Uani 1 1 d . . .
H115 H 0.4405 0.7062 0.3005 0.0505(8) Uiso 1 1 calc R . .
C116 C 0.38598(11) 0.75602(15) 0.25697(11) 0.0453(7) Uani 1 1 d . . .
H116 H 0.3704 0.7820 0.2842 0.0505(8) Uiso 1 1 calc R . .
C117 C 0.36710(10) 0.76369(15) 0.20784(10) 0.0422(6) Uani 1 1 d . . .
H117 H 0.3389 0.7955 0.2014 0.0505(8) Uiso 1 1 calc R . .
C118 C 0.38904(9) 0.72530(14) 0.16812(10) 0.0360(6) Uani 1 1 d . . .
H118 H 0.3761 0.7308 0.1344 0.0505(8) Uiso 1 1 calc R . .
C119 C 0.35012(9) 0.48549(15) 0.18020(11) 0.0403(6) Uani 1 1 d . . .
C120 C 0.34649(10) 0.54065(18) 0.21934(11) 0.0472(7) Uani 1 1 d . . .
H120 H 0.3495 0.5935 0.2114 0.0505(8) Uiso 1 1 calc R . .
C121 C 0.33865(10) 0.51851(19) 0.26900(12) 0.0523(8) Uani 1 1 d . . .
H121 H 0.3364 0.5557 0.2953 0.0505(8) Uiso 1 1 calc R . .
C122 C 0.33408(11) 0.4414(2) 0.27991(13) 0.0604(9) Uani 1 1 d . . .
H122 H 0.3288 0.4256 0.3140 0.0505(8) Uiso 1 1 calc R . .
C123 C 0.33702(12) 0.3880(2) 0.24254(14) 0.0618(9) Uani 1 1 d . . .
H123 H 0.3335 0.3353 0.2509 0.0505(8) Uiso 1 1 calc R . .
C124 C 0.34517(10) 0.40911(17) 0.19208(12) 0.0502(7) Uani 1 1 d . . .
H124 H 0.3473 0.3712 0.1662 0.0505(8) Uiso 1 1 calc R . .
C125 C 0.31161(8) 0.58167(13) 0.09857(10) 0.0323(5) Uani 1 1 d . . .
C126 C 0.31589(9) 0.62543(16) 0.05517(11) 0.0453(7) Uani 1 1 d . . .
H126 H 0.3461 0.6244 0.0370 0.0505(8) Uiso 1 1 calc R . .
C127 C 0.27701(10) 0.67083(16) 0.03768(12) 0.0495(7) Uani 1 1 d . . .
H127 H 0.2801 0.7000 0.0073 0.0505(8) Uiso 1 1 calc R . .
C128 C 0.23366(10) 0.67315(15) 0.06491(13) 0.0509(8) Uani 1 1 d . . .
H128 H 0.2071 0.7052 0.0536 0.0505(8) Uiso 1 1 calc R . .
C129 C 0.22831(10) 0.62945(16) 0.10848(13) 0.0532(8) Uani 1 1 d . . .
H129 H 0.1981 0.6310 0.1267 0.0505(8) Uiso 1 1 calc R . .
C130 C 0.26723(9) 0.58366(15) 0.12522(11) 0.0445(7) Uani 1 1 d . . .
H130 H 0.2638 0.5534 0.1550 0.0505(8) Uiso 1 1 calc R . .
C131 C 0.35782(9) 0.44090(13) 0.07135(10) 0.0359(6) Uani 1 1 d . . .
C132 C 0.39919(10) 0.42202(15) 0.04270(11) 0.0434(6) Uani 1 1 d . . .
H132 H 0.4306 0.4447 0.0503 0.0505(8) Uiso 1 1 calc R . .
C133 C 0.39414(12) 0.36962(16) 0.00290(13) 0.0550(8) Uani 1 1 d . . .
H133 H 0.4222 0.3566 -0.0168 0.0505(8) Uiso 1 1 calc R . .
C134 C 0.34841(12) 0.33665(16) -0.00794(14) 0.0599(9) Uani 1 1 d . . .
H134 H 0.3448 0.3023 -0.0358 0.0505(8) Uiso 1 1 calc R . .
C135 C 0.30815(12) 0.35352(16) 0.02158(15) 0.0627(9) Uani 1 1 d . . .
H135 H 0.2771 0.3293 0.0147 0.0505(8) Uiso 1 1 calc R . .
C136 C 0.31252(10) 0.40565(15) 0.06144(13) 0.0523(8) Uani 1 1 d . . .
H136 H 0.2846 0.4170 0.0817 0.0505(8) Uiso 1 1 calc R . .
P5 P 0.10398(2) 0.94012(3) 0.37228(2) 0.02745(13) Uani 1 1 d . . .
P6 P 0.20595(2) 1.00430(3) 0.37923(2) 0.02821(13) Uani 1 1 d . . .
N3 N 0.15972(7) 0.95848(11) 0.35695(8) 0.0332(5) Uani 1 1 d . . .
C201 C 0.09353(8) 0.93521(13) 0.43944(9) 0.0282(5) Uani 1 1 d . . .
C202 C 0.07086(8) 0.99549(13) 0.46503(9) 0.0321(5) Uani 1 1 d . . .
H202 H 0.0592 1.0389 0.4465 0.0505(8) Uiso 1 1 calc R . .
C203 C 0.06531(9) 0.99220(15) 0.51763(10) 0.0390(6) Uani 1 1 d . . .
H203 H 0.0502 1.0335 0.5351 0.0505(8) Uiso 1 1 calc R . .
C204 C 0.08183(9) 0.92900(16) 0.54426(10) 0.0423(6) Uani 1 1 d . . .
H204 H 0.0777 0.9266 0.5801 0.0505(8) Uiso 1 1 calc R . .
C205 C 0.10438(10) 0.86892(16) 0.51941(10) 0.0422(6) Uani 1 1 d . . .
H205 H 0.1155 0.8255 0.5382 0.0505(8) Uiso 1 1 calc R . .
C206 C 0.11086(9) 0.87168(14) 0.46718(10) 0.0360(6) Uani 1 1 d . . .
H206 H 0.1270 0.8307 0.4503 0.0505(8) Uiso 1 1 calc R . .
C207 C 0.08689(8) 0.84957(12) 0.34516(9) 0.0292(5) Uani 1 1 d . . .
C208 C 0.05062(9) 0.80418(13) 0.36730(10) 0.0356(6) Uani 1 1 d . . .
H208 H 0.0364 0.8192 0.3986 0.0505(8) Uiso 1 1 calc R . .
C209 C 0.03519(10) 0.73675(14) 0.34358(11) 0.0405(6) Uani 1 1 d . . .
H209 H 0.0107 0.7053 0.3588 0.0505(8) Uiso 1 1 calc R . .
C210 C 0.05548(11) 0.71601(15) 0.29830(11) 0.0458(7) Uani 1 1 d . . .
H210 H 0.0451 0.6697 0.2823 0.0505(8) Uiso 1 1 calc R . .
C211 C 0.09110(11) 0.76134(15) 0.27505(11) 0.0475(7) Uani 1 1 d . . .
H211 H 0.1044 0.7467 0.2432 0.0505(8) Uiso 1 1 calc R . .
C212 C 0.10696(10) 0.82800(13) 0.29877(9) 0.0357(6) Uani 1 1 d . . .
H212 H 0.1315 0.8591 0.2834 0.0505(8) Uiso 1 1 calc R . .
C213 C 0.06119(9) 1.00971(13) 0.34650(9) 0.0308(5) Uani 1 1 d . . .
C214 C 0.01020(9) 0.99524(14) 0.34779(9) 0.0366(6) Uani 1 1 d . . .
H214 H -0.0018 0.9474 0.3597 0.0505(8) Uiso 1 1 calc R . .
C215 C -0.02277(10) 1.05131(16) 0.33160(10) 0.0441(6) Uani 1 1 d . . .
H215 H -0.0576 1.0419 0.3324 0.0505(8) Uiso 1 1 calc R . .
C216 C -0.00554(11) 1.12100(15) 0.31420(10) 0.0444(7) Uani 1 1 d . . .
H216 H -0.0286 1.1597 0.3043 0.0505(8) Uiso 1 1 calc R . .
C217 C 0.04457(11) 1.13472(15) 0.31105(10) 0.0449(7) Uani 1 1 d . . .
H217 H 0.0561 1.1819 0.2976 0.0505(8) Uiso 1 1 calc R . .
C218 C 0.07821(10) 1.07965(13) 0.32752(10) 0.0375(6) Uani 1 1 d . . .
H218 H 0.1130 1.0893 0.3259 0.0505(8) Uiso 1 1 calc R . .
C219 C 0.19420(8) 1.05791(13) 0.43630(9) 0.0305(5) Uani 1 1 d . . .
C220 C 0.17177(9) 1.12985(13) 0.43312(10) 0.0364(6) Uani 1 1 d . . .
H220 H 0.1679 1.1547 0.4011 0.0505(8) Uiso 1 1 calc R . .
C221 C 0.15513(10) 1.16511(15) 0.47730(12) 0.0448(7) Uani 1 1 d . . .
H221 H 0.1398 1.2141 0.4754 0.0505(8) Uiso 1 1 calc R . .
C222 C 0.16086(10) 1.12890(16) 0.52371(11) 0.0450(7) Uani 1 1 d . . .
H222 H 0.1490 1.1528 0.5536 0.0505(8) Uiso 1 1 calc R . .
C223 C 0.18381(9) 1.05805(16) 0.52706(10) 0.0425(6) Uani 1 1 d . . .
H223 H 0.1879 1.0338 0.5593 0.0505(8) Uiso 1 1 calc R . .
C224 C 0.20084(9) 1.02256(14) 0.48373(9) 0.0346(5) Uani 1 1 d . . .
H224 H 0.2170 0.9743 0.4862 0.0505(8) Uiso 1 1 calc R . .
C225 C 0.25615(9) 0.93836(13) 0.39351(9) 0.0320(5) Uani 1 1 d . . .
C226 C 0.30263(9) 0.96449(15) 0.41032(10) 0.0408(6) Uani 1 1 d . . .
H226 H 0.3075 1.0174 0.4173 0.0505(8) Uiso 1 1 calc R . .
C227 C 0.34195(10) 0.91345(16) 0.41695(12) 0.0486(7) Uani 1 1 d . . .
H227 H 0.3736 0.9314 0.4285 0.0505(8) Uiso 1 1 calc R . .
C228 C 0.33495(11) 0.83630(16) 0.40668(11) 0.0498(7) Uani 1 1 d . . .
H228 H 0.3621 0.8018 0.4102 0.0505(8) Uiso 1 1 calc R . .
C229 C 0.28883(11) 0.80943(15) 0.39141(10) 0.0451(7) Uani 1 1 d . . .
H229 H 0.2841 0.7563 0.3853 0.0505(8) Uiso 1 1 calc R . .
C230 C 0.24905(10) 0.86014(14) 0.38488(9) 0.0371(6) Uani 1 1 d . . .
H230 H 0.2172 0.8415 0.3746 0.0505(8) Uiso 1 1 calc R . .
C231 C 0.22646(8) 1.06996(12) 0.33080(9) 0.0274(5) Uani 1 1 d . . .
C232 C 0.26143(8) 1.12754(13) 0.34158(9) 0.0311(5) Uani 1 1 d . . .
H232 H 0.2744 1.1338 0.3753 0.0505(8) Uiso 1 1 calc R . .
C233 C 0.27718(9) 1.17551(13) 0.30291(10) 0.0328(5) Uani 1 1 d . . .
H233 H 0.3014 1.2139 0.3101 0.0505(8) Uiso 1 1 calc R . .
C234 C 0.25769(9) 1.16773(14) 0.25396(10) 0.0347(5) Uani 1 1 d . . .
H234 H 0.2681 1.2013 0.2278 0.0505(8) Uiso 1 1 calc R . .
C235 C 0.22302(9) 1.11105(13) 0.24307(9) 0.0333(5) Uani 1 1 d . . .
H235 H 0.2098 1.1056 0.2094 0.0505(8) Uiso 1 1 calc R . .
C236 C 0.20749(8) 1.06215(13) 0.28135(9) 0.0309(5) Uani 1 1 d . . .
H236 H 0.1838 1.0232 0.2737 0.0505(8) Uiso 1 1 calc R . .
P7 P 0.30537(2) 0.00748(3) 0.12341(2) 0.02711(13) Uani 1 1 d . . .
P8 P 0.40543(2) 0.07769(3) 0.12424(2) 0.02728(13) Uani 1 1 d . . .
N4 N 0.35404(7) 0.04750(11) 0.14520(7) 0.0322(4) Uani 1 1 d . . .
C301 C 0.28270(8) -0.05578(12) 0.17211(9) 0.0278(5) Uani 1 1 d . . .
C302 C 0.30130(8) -0.04820(13) 0.22163(9) 0.0295(5) Uani 1 1 d . . .
H302 H 0.3262 -0.0111 0.2293 0.0505(8) Uiso 1 1 calc R . .
C303 C 0.28337(9) -0.09496(13) 0.25996(9) 0.0339(5) Uani 1 1 d . . .
H303 H 0.2961 -0.0900 0.2938 0.0505(8) Uiso 1 1 calc R . .
C304 C 0.24689(9) -0.14890(14) 0.24884(10) 0.0357(6) Uani 1 1 d . . .
H304 H 0.2348 -0.1808 0.2752 0.0505(8) Uiso 1 1 calc R . .
C305 C 0.22789(9) -0.15686(14) 0.19977(10) 0.0374(6) Uani 1 1 d . . .
H305 H 0.2026 -0.1936 0.1924 0.0505(8) Uiso 1 1 calc R . .
C306 C 0.24610(9) -0.11065(14) 0.16140(10) 0.0351(5) Uani 1 1 d . . .
H306 H 0.2336 -0.1164 0.1275 0.0505(8) Uiso 1 1 calc R . .
C307 C 0.25754(9) 0.07721(14) 0.11044(9) 0.0346(5) Uani 1 1 d . . .
C308 C 0.26846(11) 0.15445(14) 0.11763(10) 0.0430(6) Uani 1 1 d . . .
H308 H 0.3016 0.1701 0.1255 0.0505(8) Uiso 1 1 calc R . .
C309 C 0.23067(14) 0.20877(17) 0.11330(12) 0.0600(9) Uani 1 1 d . . .
H309 H 0.2381 0.2615 0.1180 0.0505(8) Uiso 1 1 calc R . .
C310 C 0.18275(14) 0.1864(2) 0.10227(12) 0.0665(10) Uani 1 1 d . . .
H310 H 0.1570 0.2236 0.1003 0.0505(8) Uiso 1 1 calc R . .
C311 C 0.17167(11) 0.1103(2) 0.09404(12) 0.0575(8) Uani 1 1 d . . .
H311 H 0.1385 0.0953 0.0858 0.0505(8) Uiso 1 1 calc R . .
C312 C 0.20897(9) 0.05532(16) 0.09774(10) 0.0415(6) Uani 1 1 d . . .
H312 H 0.2014 0.0029 0.0916 0.0505(8) Uiso 1 1 calc R . .
C313 C 0.31418(8) -0.04937(13) 0.06738(9) 0.0295(5) Uani 1 1 d . . .
C314 C 0.30320(8) -0.02144(15) 0.01861(9) 0.0338(5) Uani 1 1 d . . .
H314 H 0.2865 0.0262 0.0143 0.0505(8) Uiso 1 1 calc R . .
C315 C 0.31691(9) -0.06395(17) -0.02368(10) 0.0430(7) Uani 1 1 d . . .
H315 H 0.3098 -0.0450 -0.0570 0.0505(8) Uiso 1 1 calc R . .
C316 C 0.34082(10) -0.13372(16) -0.01750(11) 0.0463(7) Uani 1 1 d . . .
H316 H 0.3500 -0.1625 -0.0466 0.0505(8) Uiso 1 1 calc R . .
C317 C 0.35134(10) -0.16143(15) 0.03032(11) 0.0457(7) Uani 1 1 d . . .
H317 H 0.3675 -0.2095 0.0343 0.0505(8) Uiso 1 1 calc R . .
C318 C 0.33851(9) -0.11975(14) 0.07291(10) 0.0369(6) Uani 1 1 d . . .
H318 H 0.3462 -0.1390 0.1060 0.0505(8) Uiso 1 1 calc R . .
C319 C 0.45575(9) 0.01923(13) 0.14799(9) 0.0303(5) Uani 1 1 d . . .
C320 C 0.50448(9) 0.04678(14) 0.14639(9) 0.0346(5) Uani 1 1 d . . .
H320 H 0.5109 0.0961 0.1327 0.0505(8) Uiso 1 1 calc R . .
C321 C 0.54327(10) 0.00231(16) 0.16472(10) 0.0412(6) Uani 1 1 d . . .
H321 H 0.5764 0.0212 0.1639 0.0505(8) Uiso 1 1 calc R . .
C322 C 0.53404(10) -0.06973(16) 0.18432(10) 0.0437(6) Uani 1 1 d . . .
H322 H 0.5610 -0.1005 0.1964 0.0505(8) Uiso 1 1 calc R . .
C323 C 0.48602(11) -0.09720(15) 0.18636(10) 0.0431(6) Uani 1 1 d . . .
H323 H 0.4799 -0.1465 0.2002 0.0505(8) Uiso 1 1 calc R . .
C324 C 0.44647(10) -0.05281(13) 0.16816(10) 0.0369(6) Uani 1 1 d . . .
H324 H 0.4133 -0.0717 0.1695 0.0505(8) Uiso 1 1 calc R . .
C325 C 0.41868(8) 0.17123(12) 0.14983(9) 0.0292(5) Uani 1 1 d . . .
C326 C 0.44379(9) 0.22709(13) 0.12242(10) 0.0363(6) Uani 1 1 d . . .
H326 H 0.4501 0.2197 0.0873 0.0505(8) Uiso 1 1 calc R . .
C327 C 0.45958(10) 0.29377(14) 0.14690(11) 0.0418(6) Uani 1 1 d . . .
H327 H 0.4766 0.3322 0.1284 0.0505(8) Uiso 1 1 calc R . .
C328 C 0.45064(10) 0.30405(15) 0.19772(11) 0.0431(6) Uani 1 1 d . . .
H328 H 0.4617 0.3497 0.2142 0.0505(8) Uiso 1 1 calc R . .
C329 C 0.42578(11) 0.24894(14) 0.22548(10) 0.0442(7) Uani 1 1 d . . .
H329 H 0.4200 0.2565 0.2607 0.0505(8) Uiso 1 1 calc R . .
C330 C 0.40944(10) 0.18274(14) 0.20144(10) 0.0374(6) Uani 1 1 d . . .
H330 H 0.3919 0.1451 0.2201 0.0505(8) Uiso 1 1 calc R . .
C331 C 0.40854(8) 0.08032(13) 0.05593(9) 0.0287(5) Uani 1 1 d . . .
C332 C 0.38324(9) 0.13728(13) 0.02824(9) 0.0343(5) Uani 1 1 d . . .
H332 H 0.3669 0.1774 0.0457 0.0505(8) Uiso 1 1 calc R . .
C333 C 0.38198(9) 0.13534(14) -0.02444(10) 0.0377(6) Uani 1 1 d . . .
H333 H 0.3653 0.1746 -0.0431 0.0505(8) Uiso 1 1 calc R . .
C334 C 0.40515(9) 0.07587(15) -0.05000(10) 0.0382(6) Uani 1 1 d . . .
H334 H 0.4041 0.0744 -0.0862 0.0505(8) Uiso 1 1 calc R . .
C335 C 0.42984(9) 0.01860(14) -0.02295(9) 0.0350(5) Uani 1 1 d . . .
H335 H 0.4453 -0.0222 -0.0406 0.0505(8) Uiso 1 1 calc R . .
C336 C 0.43201(8) 0.02094(13) 0.02988(9) 0.0308(5) Uani 1 1 d . . .
H336 H 0.4494 -0.0178 0.0484 0.0505(8) Uiso 1 1 calc R . .
F1 F 0.07748(6) 0.24073(11) 0.11918(7) 0.0613(5) Uani 1 1 d . . .
H400 H 0.0741(7) 0.3113(12) 0.1093(7) 0.007(5) Uiso 1 1 d . . .
F2 F 0.05881(7) 0.36389(10) 0.10132(7) 0.0594(5) Uani 1 1 d . . .
F3 F 0.42071(7) 0.68769(12) 0.38649(7) 0.0661(5) Uani 1 1 d . . .
H500 H 0.391(3) 0.659(4) 0.378(3) 0.24(4) Uiso 1 1 d . . .
F4 F 0.34447(8) 0.64549(12) 0.36110(7) 0.0741(6) Uani 1 1 d . . .
N5 N 0.22470(11) 0.38539(18) 0.16264(13) 0.0752(9) Uani 1 1 d . . .
C500 C 0.18819(13) 0.41520(18) 0.16410(13) 0.0558(8) Uani 1 1 d . . .
C501 C 0.14014(12) 0.45513(18) 0.16348(14) 0.0612(9) Uani 1 1 d . . .
H50A H 0.1446 0.5074 0.1507 0.054(5) Uiso 1 1 calc R . .
H50B H 0.1272 0.4571 0.1981 0.054(5) Uiso 1 1 calc R . .
H50C H 0.1165 0.4276 0.1412 0.054(5) Uiso 1 1 calc R . .
F5 F 0.59737(17) 0.79457(15) 0.15862(11) 0.1255(14) Uani 0.838(3) 1 d P . .
F6 F 0.65485(7) 0.73909(12) 0.11184(8) 0.0567(6) Uani 0.838(3) 1 d P . .
Cl1 Cl 0.62504(17) 0.7759(3) 0.1396(2) 0.0478(17) Uani 0.162(3) 1 d P . .
F8 F 0.13155(10) 0.73676(17) 0.65155(9) 0.0709(7) Uani 0.838(3) 1 d P . .
F9 F 0.11783(7) 0.86072(11) 0.64954(8) 0.0599(6) Uani 0.838(3) 1 d P . .
Cl2 Cl 0.11920(13) 0.7815(2) 0.64637(13) 0.0262(12) Uani 0.162(3) 1 d P . .
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 0.0242(3) 0.0263(3) 0.0231(3) -0.0004(2) -0.0021(2) -0.0001(2)
P2 0.0239(3) 0.0258(3) 0.0309(3) -0.0024(2) -0.0025(2) 0.0011(2)
N1 0.0252(10) 0.0289(10) 0.0402(12) -0.0064(9) -0.0036(8) -0.0021(8)
C1 0.0258(11) 0.0332(12) 0.0235(12) 0.0015(9) -0.0017(9) -0.0002(9)
C2 0.0294(12) 0.0369(13) 0.0379(15) -0.0012(11) -0.0044(10) -0.0018(10)
C3 0.0281(13) 0.0555(17) 0.0403(16) -0.0077(12) -0.0063(11) -0.0027(12)
C4 0.0313(14) 0.0652(19) 0.0487(17) -0.0011(14) -0.0108(12) 0.0148(13)
C5 0.0457(16) 0.0434(16) 0.066(2) 0.0102(14) -0.0128(14) 0.0105(13)
C6 0.0329(13) 0.0342(13) 0.0454(16) 0.0058(11) -0.0073(11) 0.0021(11)
C7 0.0299(12) 0.0272(11) 0.0273(12) -0.0018(9) 0.0036(9) -0.0049(9)
C8 0.0426(14) 0.0402(13) 0.0262(13) -0.0006(10) 0.0022(11) -0.0051(11)
C9 0.0640(19) 0.0547(17) 0.0268(14) -0.0049(12) 0.0081(13) -0.0105(15)
C10 0.0576(19) 0.0502(16) 0.0470(18) -0.0188(14) 0.0221(15) -0.0108(14)
C11 0.0350(14) 0.0477(16) 0.061(2) -0.0213(14) 0.0114(13) 0.0006(12)
C12 0.0336(13) 0.0368(13) 0.0435(16) -0.0097(11) 0.0012(11) -0.0002(11)
C13 0.0247(11) 0.0363(12) 0.0282(13) 0.0057(10) 0.0015(9) 0.0065(10)
C14 0.0426(15) 0.0351(13) 0.0411(16) 0.0060(11) 0.0081(12) 0.0069(11)
C15 0.0496(17) 0.0409(15) 0.063(2) 0.0181(14) 0.0125(15) 0.0062(13)
C16 0.0375(15) 0.072(2) 0.0500(19) 0.0302(16) 0.0057(13) 0.0067(14)
C17 0.0372(15) 0.088(2) 0.0302(15) 0.0107(15) -0.0038(12) -0.0020(15)
C18 0.0311(13) 0.0593(17) 0.0273(13) 0.0031(12) -0.0015(10) -0.0049(12)
C19 0.0326(12) 0.0268(11) 0.0350(14) -0.0013(10) 0.0031(10) 0.0011(10)
C20 0.0466(16) 0.0429(15) 0.0415(16) 0.0034(12) -0.0007(12) -0.0027(12)
C21 0.080(2) 0.0539(17) 0.0345(17) 0.0056(13) -0.0006(15) -0.0011(17)
C22 0.085(2) 0.0388(15) 0.050(2) 0.0058(13) 0.0263(17) -0.0010(16)
C23 0.0570(18) 0.0404(15) 0.064(2) 0.0007(14) 0.0180(16) -0.0113(14)
C24 0.0477(16) 0.0444(15) 0.0474(17) -0.0013(13) 0.0036(13) -0.0112(13)
C25 0.0278(12) 0.0247(11) 0.0346(13) -0.0039(9) -0.0018(10) -0.0003(9)
C26 0.0314(13) 0.0408(14) 0.0470(16) -0.0096(12) -0.0016(11) 0.0006(11)
C27 0.0408(15) 0.0464(15) 0.0529(18) -0.0169(13) 0.0083(13) 0.0040(13)
C28 0.0595(18) 0.0320(13) 0.0371(15) -0.0074(11) -0.0022(13) 0.0024(12)
C29 0.0442(15) 0.0326(13) 0.0438(16) -0.0079(11) -0.0155(12) 0.0010(11)
C30 0.0300(12) 0.0325(12) 0.0412(15) -0.0048(11) -0.0051(11) 0.0039(10)
C31 0.0255(11) 0.0249(11) 0.0332(13) -0.0042(9) -0.0010(9) -0.0015(9)
C32 0.0323(13) 0.0321(12) 0.0366(14) 0.0000(10) 0.0012(10) -0.0001(10)
C33 0.0394(14) 0.0312(13) 0.0450(16) 0.0048(11) -0.0045(12) 0.0011(11)
C34 0.0373(14) 0.0285(12) 0.0608(19) 0.0034(12) -0.0043(13) 0.0046(11)
C35 0.0371(14) 0.0386(14) 0.0547(18) 0.0001(12) 0.0109(13) 0.0094(12)
C36 0.0365(14) 0.0361(13) 0.0435(16) 0.0025(11) 0.0059(11) 0.0051(11)
P3 0.0227(3) 0.0308(3) 0.0306(3) 0.0009(2) 0.0001(2) 0.0000(2)
P4 0.0230(3) 0.0330(3) 0.0392(4) 0.0016(3) 0.0016(3) -0.0016(2)
N2 0.0252(10) 0.0397(11) 0.0467(13) -0.0087(10) 0.0031(9) -0.0041(9)
C101 0.0259(12) 0.0418(14) 0.0340(14) 0.0065(11) 0.0030(10) 0.0059(10)
C102 0.0310(13) 0.0627(17) 0.0354(15) 0.0007(13) 0.0023(11) 0.0058(12)
C103 0.0394(16) 0.105(3) 0.0330(16) 0.0183(17) 0.0061(12) 0.0173(17)
C104 0.0472(18) 0.079(2) 0.059(2) 0.0387(18) 0.0197(16) 0.0198(17)
C105 0.0473(17) 0.0491(17) 0.075(2) 0.0264(16) 0.0182(16) 0.0071(14)
C106 0.0415(15) 0.0378(14) 0.0501(17) 0.0082(12) 0.0042(12) 0.0003(12)
C107 0.0272(12) 0.0358(12) 0.0295(13) 0.0008(10) 0.0007(10) 0.0010(10)
C108 0.0300(13) 0.0416(14) 0.0496(17) -0.0043(12) -0.0020(11) -0.0023(11)
C109 0.0223(13) 0.073(2) 0.059(2) -0.0149(16) -0.0055(12) 0.0038(13)
C110 0.0369(16) 0.088(2) 0.0444(18) -0.0007(16) -0.0075(13) 0.0301(16)
C111 0.0538(19) 0.066(2) 0.065(2) 0.0235(17) 0.0051(16) 0.0248(16)
C112 0.0366(15) 0.0485(16) 0.0610(19) 0.0194(14) 0.0029(13) 0.0070(12)
C113 0.0275(12) 0.0291(11) 0.0319(13) 0.0021(10) -0.0002(10) -0.0008(9)
C114 0.0347(13) 0.0408(14) 0.0354(14) 0.0010(11) -0.0024(11) 0.0009(11)
C115 0.0501(16) 0.0509(16) 0.0310(15) -0.0018(12) 0.0004(12) -0.0012(13)
C116 0.0528(17) 0.0433(15) 0.0404(16) -0.0052(12) 0.0124(13) 0.0050(13)
C117 0.0440(15) 0.0407(14) 0.0422(16) 0.0012(12) 0.0065(12) 0.0116(12)
C118 0.0388(14) 0.0363(13) 0.0329(14) 0.0032(10) 0.0002(11) 0.0053(11)
C119 0.0227(12) 0.0495(15) 0.0487(17) 0.0060(13) 0.0016(11) -0.0034(11)
C120 0.0378(15) 0.0578(17) 0.0463(17) 0.0013(14) 0.0030(12) -0.0078(13)
C121 0.0321(14) 0.079(2) 0.0458(18) 0.0024(15) 0.0038(12) -0.0049(14)
C122 0.0413(17) 0.086(2) 0.054(2) 0.0233(18) 0.0055(14) 0.0022(16)
C123 0.056(2) 0.063(2) 0.067(2) 0.0256(18) 0.0063(17) 0.0002(16)
C124 0.0433(16) 0.0500(17) 0.057(2) 0.0142(14) 0.0068(14) 0.0041(13)
C125 0.0272(12) 0.0295(12) 0.0400(14) -0.0030(10) -0.0001(10) -0.0025(10)
C126 0.0278(13) 0.0596(17) 0.0484(17) 0.0103(14) 0.0000(12) 0.0000(12)
C127 0.0385(15) 0.0532(17) 0.0564(19) 0.0184(14) -0.0072(13) -0.0035(13)
C128 0.0385(15) 0.0344(14) 0.079(2) 0.0062(14) -0.0058(15) 0.0056(12)
C129 0.0371(15) 0.0480(16) 0.075(2) 0.0130(15) 0.0149(14) 0.0130(13)
C130 0.0360(14) 0.0394(14) 0.0585(19) 0.0095(13) 0.0126(13) 0.0089(12)
C131 0.0324(13) 0.0257(12) 0.0496(16) 0.0019(11) -0.0041(11) 0.0001(10)
C132 0.0363(14) 0.0392(14) 0.0548(18) -0.0044(12) 0.0042(12) -0.0024(11)
C133 0.0592(19) 0.0433(16) 0.063(2) -0.0109(14) 0.0057(16) 0.0030(14)
C134 0.066(2) 0.0332(15) 0.079(2) -0.0141(15) -0.0238(18) 0.0031(14)
C135 0.0432(17) 0.0409(16) 0.103(3) -0.0196(17) -0.0192(18) -0.0023(14)
C136 0.0342(15) 0.0388(15) 0.084(2) -0.0082(15) -0.0053(14) -0.0016(12)
P5 0.0285(3) 0.0266(3) 0.0273(3) -0.0031(2) 0.0020(2) -0.0024(2)
P6 0.0283(3) 0.0289(3) 0.0275(3) -0.0034(2) 0.0034(2) -0.0023(2)
N3 0.0309(11) 0.0367(11) 0.0322(11) -0.0067(9) 0.0066(9) -0.0078(9)
C201 0.0256(11) 0.0311(12) 0.0280(12) -0.0019(9) 0.0006(9) -0.0047(9)
C202 0.0294(12) 0.0344(12) 0.0325(13) -0.0055(10) 0.0018(10) -0.0012(10)
C203 0.0309(13) 0.0519(15) 0.0344(14) -0.0088(12) 0.0030(11) -0.0028(12)
C204 0.0364(14) 0.0614(17) 0.0293(14) -0.0006(12) -0.0003(11) -0.0105(13)
C205 0.0419(15) 0.0479(15) 0.0367(15) 0.0092(12) -0.0043(12) -0.0092(12)
C206 0.0353(13) 0.0340(13) 0.0385(15) 0.0007(11) 0.0011(11) -0.0008(11)
C207 0.0312(12) 0.0255(11) 0.0307(13) -0.0018(9) -0.0026(10) 0.0009(9)
C208 0.0332(13) 0.0339(13) 0.0399(15) -0.0032(11) 0.0032(11) -0.0063(10)
C209 0.0414(15) 0.0345(13) 0.0455(16) -0.0027(11) -0.0017(12) -0.0095(11)
C210 0.0651(19) 0.0323(13) 0.0396(16) -0.0065(11) -0.0094(14) -0.0120(13)
C211 0.070(2) 0.0382(14) 0.0343(15) -0.0094(12) 0.0050(14) -0.0047(14)
C212 0.0431(14) 0.0323(12) 0.0317(14) -0.0015(10) 0.0037(11) -0.0049(11)
C213 0.0392(13) 0.0297(12) 0.0236(12) -0.0022(9) 0.0044(10) 0.0017(10)
C214 0.0367(14) 0.0397(14) 0.0335(14) 0.0055(11) 0.0000(11) 0.0004(11)
C215 0.0388(15) 0.0571(17) 0.0362(15) 0.0020(13) -0.0011(12) 0.0058(13)
C216 0.0629(19) 0.0402(14) 0.0298(14) 0.0013(11) -0.0041(13) 0.0164(13)
C217 0.0615(18) 0.0326(13) 0.0409(16) 0.0016(11) 0.0061(13) 0.0034(13)
C218 0.0442(15) 0.0304(12) 0.0379(15) -0.0020(11) 0.0046(11) -0.0022(11)
C219 0.0272(12) 0.0305(12) 0.0339(13) -0.0088(10) 0.0055(10) -0.0062(10)
C220 0.0354(13) 0.0322(12) 0.0419(15) -0.0058(11) 0.0061(11) -0.0055(10)
C221 0.0393(15) 0.0354(13) 0.060(2) -0.0181(13) 0.0129(13) -0.0066(11)
C222 0.0391(15) 0.0540(17) 0.0425(17) -0.0226(13) 0.0113(12) -0.0130(13)
C223 0.0382(14) 0.0559(17) 0.0335(15) -0.0110(12) 0.0034(11) -0.0109(13)
C224 0.0307(13) 0.0426(14) 0.0305(13) -0.0065(11) 0.0014(10) -0.0045(11)
C225 0.0362(13) 0.0334(12) 0.0266(13) 0.0004(10) 0.0064(10) 0.0017(10)
C226 0.0362(14) 0.0391(14) 0.0470(16) 0.0032(12) -0.0007(12) 0.0006(11)
C227 0.0336(14) 0.0536(17) 0.0585(19) 0.0117(14) -0.0001(13) 0.0058(12)
C228 0.0520(18) 0.0491(16) 0.0484(18) 0.0109(13) 0.0043(14) 0.0182(14)
C229 0.0627(19) 0.0361(14) 0.0364(15) 0.0031(11) 0.0023(13) 0.0109(13)
C230 0.0480(15) 0.0353(13) 0.0280(13) -0.0008(10) 0.0050(11) -0.0004(11)
C231 0.0217(11) 0.0297(11) 0.0309(13) -0.0019(9) 0.0036(9) 0.0010(9)
C232 0.0284(12) 0.0329(12) 0.0320(13) -0.0026(10) 0.0000(10) -0.0004(10)
C233 0.0281(12) 0.0305(12) 0.0398(15) -0.0021(10) 0.0024(10) -0.0022(10)
C234 0.0358(13) 0.0354(13) 0.0332(14) 0.0008(10) 0.0079(11) 0.0004(11)
C235 0.0341(13) 0.0388(13) 0.0272(13) -0.0049(10) 0.0027(10) 0.0024(11)
C236 0.0272(12) 0.0327(12) 0.0330(13) -0.0044(10) 0.0042(10) -0.0004(10)
P7 0.0275(3) 0.0299(3) 0.0240(3) 0.0005(2) 0.0015(2) 0.0012(2)
P8 0.0303(3) 0.0273(3) 0.0243(3) -0.0012(2) 0.0011(2) -0.0006(2)
N4 0.0327(11) 0.0375(11) 0.0267(11) -0.0015(8) 0.0051(8) -0.0049(9)
C301 0.0255(11) 0.0300(11) 0.0281(12) 0.0023(9) 0.0025(9) 0.0033(9)
C302 0.0286(12) 0.0307(12) 0.0292(13) -0.0005(9) 0.0033(10) 0.0010(10)
C303 0.0369(13) 0.0381(13) 0.0270(13) 0.0011(10) 0.0056(10) 0.0030(11)
C304 0.0327(13) 0.0378(13) 0.0368(15) 0.0050(11) 0.0098(11) 0.0022(11)
C305 0.0321(13) 0.0355(13) 0.0447(16) 0.0050(11) 0.0009(11) -0.0017(11)
C306 0.0332(13) 0.0374(13) 0.0344(14) 0.0017(11) -0.0042(10) -0.0001(11)
C307 0.0423(14) 0.0375(13) 0.0242(12) 0.0057(10) 0.0069(10) 0.0076(11)
C308 0.0588(17) 0.0371(14) 0.0333(15) 0.0046(11) 0.0120(12) 0.0097(13)
C309 0.092(3) 0.0416(16) 0.0472(19) 0.0126(13) 0.0216(17) 0.0273(17)
C310 0.071(2) 0.077(2) 0.052(2) 0.0309(17) 0.0215(17) 0.045(2)
C311 0.0436(17) 0.080(2) 0.0495(19) 0.0275(16) 0.0089(14) 0.0213(16)
C312 0.0339(14) 0.0538(16) 0.0369(15) 0.0121(12) 0.0032(11) 0.0091(12)
C313 0.0240(11) 0.0345(12) 0.0301(13) -0.0043(10) 0.0031(9) -0.0038(10)
C314 0.0236(11) 0.0487(14) 0.0289(13) -0.0026(11) -0.0011(10) -0.0052(10)
C315 0.0309(13) 0.0707(19) 0.0274(14) -0.0087(12) -0.0003(10) -0.0149(13)
C316 0.0432(15) 0.0516(16) 0.0443(17) -0.0214(13) 0.0092(13) -0.0122(13)
C317 0.0467(16) 0.0391(14) 0.0518(18) -0.0107(13) 0.0117(13) -0.0021(12)
C318 0.0370(14) 0.0368(13) 0.0370(15) -0.0055(11) 0.0015(11) 0.0031(11)
C319 0.0373(13) 0.0289(11) 0.0247(12) -0.0048(9) -0.0025(10) 0.0006(10)
C320 0.0366(13) 0.0395(13) 0.0277(13) -0.0028(10) -0.0021(10) -0.0001(11)
C321 0.0354(14) 0.0545(16) 0.0334(14) -0.0011(12) -0.0034(11) 0.0056(12)
C322 0.0459(16) 0.0514(16) 0.0337(15) -0.0015(12) -0.0061(12) 0.0136(13)
C323 0.0603(18) 0.0338(13) 0.0349(15) 0.0032(11) -0.0066(13) 0.0049(13)
C324 0.0444(15) 0.0333(13) 0.0329(14) -0.0005(10) -0.0049(11) 0.0011(11)
C325 0.0303(12) 0.0278(11) 0.0294(13) -0.0025(9) -0.0012(10) 0.0010(9)
C326 0.0416(14) 0.0320(12) 0.0355(15) -0.0045(10) 0.0065(11) -0.0029(11)
C327 0.0462(15) 0.0328(13) 0.0465(17) -0.0023(11) 0.0044(13) -0.0060(12)
C328 0.0536(17) 0.0327(13) 0.0426(16) -0.0075(11) -0.0081(13) -0.0020(12)
C329 0.0659(19) 0.0372(14) 0.0293(14) -0.0069(11) -0.0024(13) 0.0032(13)
C330 0.0489(15) 0.0320(12) 0.0313(14) 0.0005(10) 0.0013(11) -0.0014(11)
C331 0.0288(12) 0.0322(12) 0.0252(12) 0.0002(9) 0.0018(9) -0.0022(10)
C332 0.0388(14) 0.0332(12) 0.0310(14) 0.0010(10) 0.0023(10) 0.0056(11)
C333 0.0409(14) 0.0398(14) 0.0323(14) 0.0040(11) -0.0026(11) 0.0042(11)
C334 0.0397(14) 0.0503(15) 0.0246(13) 0.0003(11) 0.0021(10) -0.0009(12)
C335 0.0346(13) 0.0411(13) 0.0295(13) -0.0050(10) 0.0049(10) 0.0036(11)
C336 0.0286(12) 0.0343(12) 0.0295(13) -0.0011(10) 0.0005(10) 0.0026(10)
F1 0.0634(11) 0.0735(12) 0.0468(10) -0.0156(9) -0.0035(8) 0.0162(9)
F2 0.0677(12) 0.0591(11) 0.0518(11) -0.0084(9) 0.0135(9) -0.0055(9)
F3 0.0641(12) 0.0954(14) 0.0389(10) -0.0116(9) 0.0048(9) 0.0046(11)
F4 0.0735(13) 0.1013(15) 0.0475(12) -0.0084(10) -0.0014(10) 0.0024(11)
N5 0.0479(17) 0.078(2) 0.100(3) -0.0108(18) 0.0065(16) 0.0027(15)
C500 0.057(2) 0.0531(18) 0.057(2) -0.0043(15) 0.0026(16) -0.0125(16)
C501 0.0563(19) 0.0525(18) 0.075(2) -0.0068(16) 0.0128(17) -0.0035(15)
F5 0.245(4) 0.0652(16) 0.0692(19) 0.0057(13) 0.077(2) 0.059(2)
F6 0.0451(12) 0.0729(14) 0.0524(13) 0.0258(11) 0.0098(9) 0.0118(10)
Cl1 0.048(3) 0.047(3) 0.048(3) 0.015(2) 0.004(2) 0.004(2)
F8 0.0955(19) 0.0572(17) 0.0598(16) -0.0050(12) -0.0040(13) 0.0112(15)
F9 0.0565(13) 0.0570(13) 0.0659(15) -0.0005(10) -0.0059(10) 0.0106(10)
Cl2 0.032(2) 0.022(2) 0.0240(18) 0.0053(14) 0.0053(14) 0.0069(15)
_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 N1 1.5791(19) . ?
P1 C13 1.800(2) . ?
P1 C1 1.801(2) . ?
P1 C7 1.803(2) . ?
P2 N1 1.5739(19) . ?
P2 C19 1.797(2) . ?
P2 C25 1.799(2) . ?
P2 C31 1.801(2) . ?
C1 C2 1.390(3) . ?
C1 C6 1.397(3) . ?
C2 C3 1.377(3) . ?
C3 C4 1.380(4) . ?
C4 C5 1.376(4) . ?
C5 C6 1.388(3) . ?
C7 C8 1.391(3) . ?
C7 C12 1.394(3) . ?
C8 C9 1.385(4) . ?
C9 C10 1.372(4) . ?
C10 C11 1.387(4) . ?
C11 C12 1.387(3) . ?
C13 C18 1.384(3) . ?
C13 C14 1.401(3) . ?
C14 C15 1.387(4) . ?
C15 C16 1.374(4) . ?
C16 C17 1.377(4) . ?
C17 C18 1.402(4) . ?
C19 C20 1.373(4) . ?
C19 C24 1.400(3) . ?
C20 C21 1.394(4) . ?
C21 C22 1.365(4) . ?
C22 C23 1.377(5) . ?
C23 C24 1.387(4) . ?
C25 C30 1.393(3) . ?
C25 C26 1.393(3) . ?
C26 C27 1.395(4) . ?
C27 C28 1.369(4) . ?
C28 C29 1.388(4) . ?
C29 C30 1.384(3) . ?
C31 C36 1.392(3) . ?
C31 C32 1.393(3) . ?
C32 C33 1.388(3) . ?
C33 C34 1.380(4) . ?
C34 C35 1.374(4) . ?
C35 C36 1.397(3) . ?
P3 N2 1.570(2) . ?
P3 C113 1.794(2) . ?
P3 C107 1.796(2) . ?
P3 C101 1.800(2) . ?
P4 N2 1.581(2) . ?
P4 C131 1.796(3) . ?
P4 C119 1.799(3) . ?
P4 C125 1.802(2) . ?
C101 C106 1.395(4) . ?
C101 C102 1.397(4) . ?
C102 C103 1.391(4) . ?
C103 C104 1.367(5) . ?
C104 C105 1.374(5) . ?
C105 C106 1.390(4) . ?
C107 C108 1.383(3) . ?
C107 C112 1.392(3) . ?
C108 C109 1.387(4) . ?
C109 C110 1.365(4) . ?
C110 C111 1.376(4) . ?
C111 C112 1.389(4) . ?
C113 C114 1.392(3) . ?
C113 C118 1.404(3) . ?
C114 C115 1.388(4) . ?
C115 C116 1.385(4) . ?
C116 C117 1.383(4) . ?
C117 C118 1.381(3) . ?
C119 C124 1.376(4) . ?
C119 C120 1.412(4) . ?
C120 C121 1.379(4) . ?
C121 C122 1.382(4) . ?
C122 C123 1.357(5) . ?
C123 C124 1.396(4) . ?
C125 C126 1.378(4) . ?
C125 C130 1.394(3) . ?
C126 C127 1.382(4) . ?
C127 C128 1.378(4) . ?
C128 C129 1.384(4) . ?
C129 C130 1.381(4) . ?
C131 C136 1.383(3) . ?
C131 C132 1.393(4) . ?
C132 C133 1.393(4) . ?
C133 C134 1.381(4) . ?
C134 C135 1.374(5) . ?
C135 C136 1.390(4) . ?
P5 N3 1.590(2) . ?
P5 C207 1.790(2) . ?
P5 C201 1.792(2) . ?
P5 C213 1.795(2) . ?
P6 N3 1.579(2) . ?
P6 C219 1.799(2) . ?
P6 C231 1.805(2) . ?
P6 C225 1.806(2) . ?
C201 C202 1.395(3) . ?
C201 C206 1.401(3) . ?
C202 C203 1.392(3) . ?
C203 C204 1.375(4) . ?
C204 C205 1.381(4) . ?
C205 C206 1.386(4) . ?
C207 C208 1.391(3) . ?
C207 C212 1.393(3) . ?
C208 C209 1.391(3) . ?
C209 C210 1.366(4) . ?
C210 C211 1.391(4) . ?
C211 C212 1.383(3) . ?
C213 C214 1.393(3) . ?
C213 C218 1.399(3) . ?
C214 C215 1.381(4) . ?
C215 C216 1.382(4) . ?
C216 C217 1.371(4) . ?
C217 C218 1.383(4) . ?
C219 C220 1.394(3) . ?
C219 C224 1.398(3) . ?
C220 C221 1.394(3) . ?
C221 C222 1.378(4) . ?
C222 C223 1.384(4) . ?
C223 C224 1.381(3) . ?
C225 C226 1.392(3) . ?
C225 C230 1.397(3) . ?
C226 C227 1.390(4) . ?
C227 C228 1.386(4) . ?
C228 C229 1.377(4) . ?
C229 C230 1.395(4) . ?
C231 C236 1.391(3) . ?
C231 C232 1.400(3) . ?
C232 C233 1.388(3) . ?
C233 C234 1.384(3) . ?
C234 C235 1.384(3) . ?
C235 C236 1.389(3) . ?
P7 N4 1.579(2) . ?
P7 C313 1.793(2) . ?
P7 C307 1.797(2) . ?
P7 C301 1.804(2) . ?
P8 N4 1.585(2) . ?
P8 C319 1.795(2) . ?
P8 C331 1.797(2) . ?
P8 C325 1.798(2) . ?
C301 C302 1.389(3) . ?
C301 C306 1.397(3) . ?
C302 C303 1.389(3) . ?
C303 C304 1.386(3) . ?
C304 C305 1.383(4) . ?
C305 C306 1.387(3) . ?
C307 C308 1.392(4) . ?
C307 C312 1.393(4) . ?
C308 C309 1.392(4) . ?
C309 C310 1.370(5) . ?
C310 C311 1.378(5) . ?
C311 C312 1.389(4) . ?
C313 C314 1.395(3) . ?
C313 C318 1.398(3) . ?
C314 C315 1.391(3) . ?
C315 C316 1.385(4) . ?
C316 C317 1.369(4) . ?
C317 C318 1.383(3) . ?
C319 C324 1.389(3) . ?
C319 C320 1.395(3) . ?
C320 C321 1.378(3) . ?
C321 C322 1.383(4) . ?
C322 C323 1.377(4) . ?
C323 C324 1.392(4) . ?
C325 C326 1.394(3) . ?
C325 C330 1.396(3) . ?
C326 C327 1.392(3) . ?
C327 C328 1.371(4) . ?
C328 C329 1.386(4) . ?
C329 C330 1.384(3) . ?
C331 C336 1.398(3) . ?
C331 C332 1.400(3) . ?
C332 C333 1.382(3) . ?
C333 C334 1.390(3) . ?
C334 C335 1.387(3) . ?
C335 C336 1.387(3) . ?
N5 C500 1.111(4) . ?
C500 C501 1.466(4) . ?
F5 Cl1 0.960(5) . ?
F6 Cl1 1.268(6) . ?
F8 Cl2 0.859(3) . ?
F9 Cl2 1.385(5) . ?
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
N1 P1 C13 113.15(11) . . ?
N1 P1 C1 107.39(10) . . ?
C13 P1 C1 107.97(10) . . ?
N1 P1 C7 114.06(10) . . ?
C13 P1 C7 105.86(11) . . ?
C1 P1 C7 108.18(11) . . ?
N1 P2 C19 111.27(11) . . ?
N1 P2 C25 107.74(11) . . ?
C19 P2 C25 110.26(11) . . ?
N1 P2 C31 116.02(10) . . ?
C19 P2 C31 105.54(11) . . ?
C25 P2 C31 105.84(11) . . ?
P2 N1 P1 145.08(13) . . ?
C2 C1 C6 119.7(2) . . ?
C2 C1 P1 121.32(18) . . ?
C6 C1 P1 118.96(17) . . ?
C3 C2 C1 120.1(2) . . ?
C2 C3 C4 119.8(2) . . ?
C5 C4 C3 121.0(2) . . ?
C4 C5 C6 119.7(3) . . ?
C5 C6 C1 119.7(2) . . ?
C8 C7 C12 119.8(2) . . ?
C8 C7 P1 121.81(18) . . ?
C12 C7 P1 118.26(18) . . ?
C9 C8 C7 119.7(3) . . ?
C10 C9 C8 120.5(3) . . ?
C9 C10 C11 120.5(3) . . ?
C12 C11 C10 119.7(3) . . ?
C11 C12 C7 120.0(3) . . ?
C18 C13 C14 119.5(2) . . ?
C18 C13 P1 120.50(19) . . ?
C14 C13 P1 119.98(19) . . ?
C15 C14 C13 120.2(3) . . ?
C16 C15 C14 119.6(3) . . ?
C15 C16 C17 121.2(3) . . ?
C16 C17 C18 119.5(3) . . ?
C13 C18 C17 119.9(3) . . ?
C20 C19 C24 119.0(2) . . ?
C20 C19 P2 120.11(19) . . ?
C24 C19 P2 120.7(2) . . ?
C19 C20 C21 120.2(3) . . ?
C22 C21 C20 120.5(3) . . ?
C21 C22 C23 120.2(3) . . ?
C22 C23 C24 119.8(3) . . ?
C23 C24 C19 120.2(3) . . ?
C30 C25 C26 119.4(2) . . ?
C30 C25 P2 120.25(18) . . ?
C26 C25 P2 120.37(18) . . ?
C25 C26 C27 119.5(2) . . ?
C28 C27 C26 120.9(2) . . ?
C27 C28 C29 119.8(2) . . ?
C30 C29 C28 120.1(2) . . ?
C29 C30 C25 120.4(2) . . ?
C36 C31 C32 119.2(2) . . ?
C36 C31 P2 121.11(19) . . ?
C32 C31 P2 119.56(17) . . ?
C33 C32 C31 120.5(2) . . ?
C34 C33 C32 119.7(2) . . ?
C35 C34 C33 120.7(2) . . ?
C34 C35 C36 120.0(2) . . ?
C31 C36 C35 119.9(2) . . ?
N2 P3 C113 114.39(11) . . ?
N2 P3 C107 108.88(11) . . ?
C113 P3 C107 108.00(11) . . ?
N2 P3 C101 109.63(12) . . ?
C113 P3 C101 106.76(11) . . ?
C107 P3 C101 109.05(11) . . ?
N2 P4 C131 105.48(11) . . ?
N2 P4 C119 114.29(12) . . ?
C131 P4 C119 111.50(12) . . ?
N2 P4 C125 113.32(11) . . ?
C131 P4 C125 104.80(11) . . ?
C119 P4 C125 107.10(12) . . ?
P3 N2 P4 145.94(14) . . ?
C106 C101 C102 119.3(2) . . ?
C106 C101 P3 120.9(2) . . ?
C102 C101 P3 119.8(2) . . ?
C103 C102 C101 119.7(3) . . ?
C104 C103 C102 120.6(3) . . ?
C103 C104 C105 120.0(3) . . ?
C104 C105 C106 120.8(3) . . ?
C105 C106 C101 119.4(3) . . ?
C108 C107 C112 120.3(2) . . ?
C108 C107 P3 121.18(19) . . ?
C112 C107 P3 118.46(18) . . ?
C107 C108 C109 119.3(3) . . ?
C110 C109 C108 120.5(3) . . ?
C109 C110 C111 120.7(3) . . ?
C110 C111 C112 119.9(3) . . ?
C111 C112 C107 119.3(3) . . ?
C114 C113 C118 119.5(2) . . ?
C114 C113 P3 122.11(18) . . ?
C118 C113 P3 117.94(18) . . ?
C115 C114 C113 120.0(2) . . ?
C116 C115 C114 120.0(3) . . ?
C117 C116 C115 120.4(2) . . ?
C118 C117 C116 120.2(2) . . ?
C117 C118 C113 119.9(2) . . ?
C124 C119 C120 119.2(3) . . ?
C124 C119 P4 122.4(2) . . ?
C120 C119 P4 118.4(2) . . ?
C121 C120 C119 120.6(3) . . ?
C120 C121 C122 119.0(3) . . ?
C123 C122 C121 120.9(3) . . ?
C122 C123 C124 121.1(3) . . ?
C119 C124 C123 119.2(3) . . ?
C126 C125 C130 119.1(2) . . ?
C126 C125 P4 118.90(19) . . ?
C130 C125 P4 121.8(2) . . ?
C125 C126 C127 121.2(2) . . ?
C128 C127 C126 119.0(3) . . ?
C127 C128 C129 121.0(3) . . ?
C130 C129 C128 119.5(3) . . ?
C129 C130 C125 120.3(3) . . ?
C136 C131 C132 120.1(3) . . ?
C136 C131 P4 119.9(2) . . ?
C132 C131 P4 119.72(19) . . ?
C133 C132 C131 119.6(3) . . ?
C134 C133 C132 120.1(3) . . ?
C135 C134 C133 120.1(3) . . ?
C134 C135 C136 120.6(3) . . ?
C131 C136 C135 119.6(3) . . ?
N3 P5 C207 108.22(11) . . ?
N3 P5 C201 115.15(11) . . ?
C207 P5 C201 107.75(11) . . ?
N3 P5 C213 111.52(11) . . ?
C207 P5 C213 106.90(11) . . ?
C201 P5 C213 106.95(11) . . ?
N3 P6 C219 114.98(10) . . ?
N3 P6 C231 108.03(11) . . ?
C219 P6 C231 108.45(11) . . ?
N3 P6 C225 109.37(11) . . ?
C219 P6 C225 107.54(11) . . ?
C231 P6 C225 108.30(10) . . ?
P6 N3 P5 138.18(13) . . ?
C202 C201 C206 119.4(2) . . ?
C202 C201 P5 121.05(18) . . ?
C206 C201 P5 119.47(18) . . ?
C203 C202 C201 120.2(2) . . ?
C204 C203 C202 119.8(2) . . ?
C203 C204 C205 120.6(3) . . ?
C204 C205 C206 120.4(3) . . ?
C205 C206 C201 119.6(2) . . ?
C208 C207 C212 119.8(2) . . ?
C208 C207 P5 120.87(18) . . ?
C212 C207 P5 119.05(18) . . ?
C209 C208 C207 120.0(2) . . ?
C210 C209 C208 119.5(2) . . ?
C209 C210 C211 121.3(2) . . ?
C212 C211 C210 119.3(3) . . ?
C211 C212 C207 120.0(2) . . ?
C214 C213 C218 119.7(2) . . ?
C214 C213 P5 119.33(18) . . ?
C218 C213 P5 120.92(19) . . ?
C215 C214 C213 119.2(2) . . ?
C214 C215 C216 120.6(3) . . ?
C217 C216 C215 120.6(2) . . ?
C216 C217 C218 119.7(2) . . ?
C217 C218 C213 120.2(2) . . ?
C220 C219 C224 119.9(2) . . ?
C220 C219 P6 120.1(2) . . ?
C224 C219 P6 119.35(18) . . ?
C221 C220 C219 119.5(3) . . ?
C222 C221 C220 120.0(3) . . ?
C221 C222 C223 120.5(2) . . ?
C224 C223 C222 120.2(3) . . ?
C223 C224 C219 119.8(2) . . ?
C226 C225 C230 119.4(2) . . ?
C226 C225 P6 121.16(18) . . ?
C230 C225 P6 119.39(19) . . ?
C227 C226 C225 120.2(2) . . ?
C228 C227 C226 119.9(3) . . ?
C229 C228 C227 120.4(3) . . ?
C228 C229 C230 120.1(3) . . ?
C229 C230 C225 119.9(3) . . ?
C236 C231 C232 119.4(2) . . ?
C236 C231 P6 118.88(17) . . ?
C232 C231 P6 121.75(18) . . ?
C233 C232 C231 119.9(2) . . ?
C234 C233 C232 120.3(2) . . ?
C233 C234 C235 120.1(2) . . ?
C234 C235 C236 120.0(2) . . ?
C235 C236 C231 120.3(2) . . ?
N4 P7 C313 114.84(10) . . ?
N4 P7 C307 110.62(11) . . ?
C313 P7 C307 108.97(11) . . ?
N4 P7 C301 107.62(11) . . ?
C313 P7 C301 107.08(11) . . ?
C307 P7 C301 107.40(11) . . ?
N4 P8 C319 110.17(11) . . ?
N4 P8 C331 114.36(11) . . ?
C319 P8 C331 108.14(11) . . ?
N4 P8 C325 109.84(11) . . ?
C319 P8 C325 104.16(11) . . ?
C331 P8 C325 109.67(11) . . ?
P7 N4 P8 137.83(13) . . ?
C302 C301 C306 119.5(2) . . ?
C302 C301 P7 118.97(17) . . ?
C306 C301 P7 121.54(18) . . ?
C303 C302 C301 119.9(2) . . ?
C304 C303 C302 120.0(2) . . ?
C305 C304 C303 120.7(2) . . ?
C304 C305 C306 119.3(2) . . ?
C305 C306 C301 120.6(2) . . ?
C308 C307 C312 119.5(2) . . ?
C308 C307 P7 118.9(2) . . ?
C312 C307 P7 121.44(19) . . ?
C309 C308 C307 119.8(3) . . ?
C310 C309 C308 120.2(3) . . ?
C309 C310 C311 120.5(3) . . ?
C310 C311 C312 120.1(3) . . ?
C311 C312 C307 119.8(3) . . ?
C314 C313 C318 119.5(2) . . ?
C314 C313 P7 121.96(18) . . ?
C318 C313 P7 118.07(19) . . ?
C315 C314 C313 119.4(2) . . ?
C316 C315 C314 120.3(3) . . ?
C317 C316 C315 120.3(2) . . ?
C316 C317 C318 120.3(3) . . ?
C317 C318 C313 120.1(3) . . ?
C324 C319 C320 119.9(2) . . ?
C324 C319 P8 120.51(19) . . ?
C320 C319 P8 119.56(18) . . ?
C321 C320 C319 119.9(2) . . ?
C320 C321 C322 120.2(3) . . ?
C323 C322 C321 120.4(2) . . ?
C322 C323 C324 120.1(2) . . ?
C319 C324 C323 119.6(2) . . ?
C326 C325 C330 119.8(2) . . ?
C326 C325 P8 122.47(18) . . ?
C330 C325 P8 117.08(18) . . ?
C327 C326 C325 119.6(2) . . ?
C328 C327 C326 120.0(2) . . ?
C327 C328 C329 121.0(2) . . ?
C330 C329 C328 119.5(2) . . ?
C329 C330 C325 120.1(2) . . ?
C336 C331 C332 119.5(2) . . ?
C336 C331 P8 119.93(18) . . ?
C332 C331 P8 120.30(18) . . ?
C333 C332 C331 120.2(2) . . ?
C332 C333 C334 119.9(2) . . ?
C335 C334 C333 120.4(2) . . ?
C336 C335 C334 120.0(2) . . ?
C335 C336 C331 120.0(2) . . ?
N5 C500 C501 177.3(4) . . ?
F5 Cl1 F6 167.0(6) . . ?
F8 Cl2 F9 155.4(4) . . ?
_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full 27.47
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max 0.663
_refine_diff_density_min -0.517
_refine_diff_density_rms 0.056
_database_code_depnum_ccdc_archive 'CCDC 955393'
#######################################################################
#
# 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_ck-ru-11
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 N P2, 3(C H4 O), 1.85(F), 0.08(Cl)'
_chemical_formula_sum 'C39 H42 Cl0.08 F1.85 N O3 P2'
_chemical_formula_weight 672.51
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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 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 39.172(8)
_cell_length_b 9.0578(18)
_cell_length_c 23.546(5)
_cell_angle_alpha 90.00
_cell_angle_beta 121.67(3)
_cell_angle_gamma 90.00
_cell_volume 7111(2)
_cell_formula_units_Z 8
_cell_measurement_temperature 123(2)
_cell_measurement_reflns_used 1000
_cell_measurement_theta_min 3.12
_cell_measurement_theta_max 27.51
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.34
_exptl_crystal_size_mid 0.30
_exptl_crystal_size_min 0.16
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.256
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 2839
_exptl_absorpt_coefficient_mu 0.175
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9429
_exptl_absorpt_correction_T_max 0.9725
_exptl_absorpt_process_details
;
March 2001 T Higashi
;
_exptl_special_details
;
Rigaku CrystalClear-SM Expert 2.0 r1
;
_diffrn_ambient_temperature 123(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_detector RX
_diffrn_measurement_device_type 'Rigaku R-AXIS Spider'
_diffrn_measurement_method dtprofit.ref
_diffrn_detector_area_resol_mean 10.0000
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 43058
_diffrn_reflns_av_R_equivalents 0.0550
_diffrn_reflns_av_sigmaI/netI 0.0404
_diffrn_reflns_limit_h_min -50
_diffrn_reflns_limit_h_max 50
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_l_min -30
_diffrn_reflns_limit_l_max 30
_diffrn_reflns_theta_min 3.12
_diffrn_reflns_theta_max 27.51
_reflns_number_total 8028
_reflns_number_gt 5901
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'CrystalClear (Rigaku Inc., 2007)'
_computing_cell_refinement 'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction 'CrystalClear (Rigaku Inc., 2007)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics Diamond
_computing_publication_material 'SHELXL-97 (Sheldrick, 1997)'
_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^)+(0.0385P)^2^+9.0104P] where P=(Fo^2^+2Fc^2^)/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 8028
_refine_ls_number_parameters 442
_refine_ls_number_restraints 3
_refine_ls_R_factor_all 0.0703
_refine_ls_R_factor_gt 0.0448
_refine_ls_wR_factor_ref 0.1080
_refine_ls_wR_factor_gt 0.0954
_refine_ls_goodness_of_fit_ref 1.056
_refine_ls_restrained_S_all 1.056
_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 0.338198(13) 0.96495(5) -0.02282(2) 0.01762(11) Uani 1 1 d . . .
N1 N 0.38102(4) 0.89052(16) 0.01653(7) 0.0210(3) Uani 1 1 d . . .
P2 P 0.425454(13) 0.93138(5) 0.07261(2) 0.01790(11) Uani 1 1 d . . .
C1 C 0.31006(5) 0.9269(2) 0.01588(9) 0.0208(4) Uani 1 1 d . . .
C2 C 0.32181(6) 0.8123(2) 0.06202(9) 0.0256(4) Uani 1 1 d . . .
H2 H 0.3449 0.7552 0.0734 0.0346(11) Uiso 1 1 calc R . .
C3 C 0.29973(7) 0.7820(2) 0.09107(10) 0.0323(5) Uani 1 1 d . . .
H3 H 0.3077 0.7038 0.1224 0.0346(11) Uiso 1 1 calc R . .
C4 C 0.26620(7) 0.8645(3) 0.07481(11) 0.0350(5) Uani 1 1 d . . .
H4 H 0.2512 0.8430 0.0951 0.0346(11) Uiso 1 1 calc R . .
C5 C 0.25429(6) 0.9787(2) 0.02902(10) 0.0314(5) Uani 1 1 d . . .
H5 H 0.2312 1.0353 0.0179 0.0346(11) Uiso 1 1 calc R . .
C6 C 0.27606(6) 1.0100(2) -0.00045(10) 0.0263(4) Uani 1 1 d . . .
H6 H 0.2679 1.0881 -0.0319 0.0346(11) Uiso 1 1 calc R . .
C7 C 0.31223(5) 0.88757(19) -0.10532(9) 0.0202(4) Uani 1 1 d . . .
C8 C 0.27125(6) 0.9141(2) -0.14845(9) 0.0269(4) Uani 1 1 d . . .
H8 H 0.2571 0.9739 -0.1345 0.0346(11) Uiso 1 1 calc R . .
C9 C 0.25153(6) 0.8527(2) -0.21165(10) 0.0328(5) Uani 1 1 d . . .
H9 H 0.2237 0.8705 -0.2412 0.0346(11) Uiso 1 1 calc R . .
C10 C 0.27213(7) 0.7652(2) -0.23219(10) 0.0334(5) Uani 1 1 d . . .
H10 H 0.2583 0.7230 -0.2756 0.0346(11) Uiso 1 1 calc R . .
C11 C 0.31260(6) 0.7394(2) -0.18977(10) 0.0294(5) Uani 1 1 d . . .
H11 H 0.3266 0.6794 -0.2040 0.0346(11) Uiso 1 1 calc R . .
C12 C 0.33276(6) 0.8009(2) -0.12642(9) 0.0234(4) Uani 1 1 d . . .
H12 H 0.3607 0.7838 -0.0974 0.0346(11) Uiso 1 1 calc R . .
C13 C 0.33773(5) 1.16325(19) -0.02974(9) 0.0185(4) Uani 1 1 d . . .
C14 C 0.32890(6) 1.2334(2) -0.08828(10) 0.0275(4) Uani 1 1 d . . .
H14 H 0.3224 1.1770 -0.1267 0.0346(11) Uiso 1 1 calc R . .
C15 C 0.32965(6) 1.3869(2) -0.09046(11) 0.0323(5) Uani 1 1 d . . .
H15 H 0.3231 1.4354 -0.1307 0.0346(11) Uiso 1 1 calc R . .
C16 C 0.33984(6) 1.4682(2) -0.03445(11) 0.0306(5) Uani 1 1 d . . .
H16 H 0.3401 1.5729 -0.0364 0.0346(11) Uiso 1 1 calc R . .
C17 C 0.34974(6) 1.3992(2) 0.02483(10) 0.0283(4) Uani 1 1 d . . .
H17 H 0.3576 1.4558 0.0638 0.0346(11) Uiso 1 1 calc R . .
C18 C 0.34808(5) 1.2465(2) 0.02665(9) 0.0229(4) Uani 1 1 d . . .
H18 H 0.3541 1.1984 0.0667 0.0346(11) Uiso 1 1 calc R . .
C19 C 0.44929(5) 1.04471(19) 0.04039(9) 0.0207(4) Uani 1 1 d . . .
C20 C 0.42910(6) 1.0794(2) -0.02702(10) 0.0250(4) Uani 1 1 d . . .
H20 H 0.4023 1.0467 -0.0558 0.0346(11) Uiso 1 1 calc R . .
C21 C 0.44796(6) 1.1615(2) -0.05239(11) 0.0305(5) Uani 1 1 d . . .
H21 H 0.4340 1.1862 -0.0984 0.0346(11) Uiso 1 1 calc R . .
C22 C 0.48725(6) 1.2076(2) -0.01053(11) 0.0316(5) Uani 1 1 d . . .
H22 H 0.5002 1.2634 -0.0280 0.0346(11) Uiso 1 1 calc R . .
C23 C 0.50764(6) 1.1726(2) 0.05654(11) 0.0298(5) Uani 1 1 d . . .
H23 H 0.5345 1.2045 0.0851 0.0346(11) Uiso 1 1 calc R . .
C24 C 0.48894(6) 1.0912(2) 0.08221(10) 0.0258(4) Uani 1 1 d . . .
H24 H 0.5030 1.0669 0.1283 0.0346(11) Uiso 1 1 calc R . .
C25 C 0.43037(5) 1.0210(2) 0.14442(9) 0.0222(4) Uani 1 1 d . . .
C26 C 0.43789(6) 1.1720(2) 0.15556(10) 0.0294(5) Uani 1 1 d . . .
H26 H 0.4438 1.2282 0.1278 0.0346(11) Uiso 1 1 calc R . .
C27 C 0.43668(7) 1.2401(2) 0.20717(11) 0.0379(6) Uani 1 1 d . . .
H27 H 0.4418 1.3430 0.2148 0.0346(11) Uiso 1 1 calc R . .
C28 C 0.42803(7) 1.1586(3) 0.24741(11) 0.0396(6) Uani 1 1 d . . .
H28 H 0.4268 1.2058 0.2824 0.0346(11) Uiso 1 1 calc R . .
C29 C 0.42106(6) 1.0084(3) 0.23731(10) 0.0351(5) Uani 1 1 d . . .
H29 H 0.4156 0.9526 0.2658 0.0346(11) Uiso 1 1 calc R . .
C30 C 0.42205(6) 0.9394(2) 0.18577(9) 0.0264(4) Uani 1 1 d . . .
H30 H 0.4171 0.8364 0.1786 0.0346(11) Uiso 1 1 calc R . .
C31 C 0.45326(5) 0.76176(19) 0.10116(9) 0.0192(4) Uani 1 1 d . . .
C32 C 0.43864(6) 0.63678(19) 0.06132(9) 0.0218(4) Uani 1 1 d . . .
H32 H 0.4132 0.6392 0.0210 0.0346(11) Uiso 1 1 calc R . .
C33 C 0.46129(6) 0.5083(2) 0.08055(10) 0.0286(4) Uani 1 1 d . . .
H33 H 0.4515 0.4229 0.0531 0.0346(11) Uiso 1 1 calc R . .
C34 C 0.49808(6) 0.5042(2) 0.13949(11) 0.0312(5) Uani 1 1 d . . .
H34 H 0.5136 0.4162 0.1524 0.0346(11) Uiso 1 1 calc R . .
C35 C 0.51255(6) 0.6279(2) 0.17992(10) 0.0326(5) Uani 1 1 d . . .
H35 H 0.5378 0.6243 0.2207 0.0346(11) Uiso 1 1 calc R . .
C36 C 0.49023(6) 0.7569(2) 0.16094(10) 0.0271(4) Uani 1 1 d . . .
H36 H 0.5001 0.8418 0.1886 0.0346(11) Uiso 1 1 calc R . .
F1 F 0.10402(5) 0.08845(15) 0.32824(8) 0.0453(6) Uani 0.925(4) 1 d P . .
Cl1 Cl 0.1190(3) 0.0777(10) 0.2954(5) 0.053(6) Uani 0.075(4) 1 d P . .
F2 F 0.13411(6) 0.05877(19) 0.26646(9) 0.0576(6) Uani 0.925(4) 1 d P . .
O1 O 0.09458(5) 0.87612(17) 0.16282(8) 0.0421(4) Uani 1 1 d D . .
H100 H 0.1056 0.9278 0.1976 0.050 Uiso 1 1 calc RD . .
C37 C 0.08123(8) 0.9671(3) 0.10720(12) 0.0451(6) Uani 1 1 d . . .
H37A H 0.0586 1.0268 0.1008 0.113(5) Uiso 1 1 calc R . .
H37B H 0.0726 0.9061 0.0675 0.113(5) Uiso 1 1 calc R . .
H37C H 0.1031 1.0323 0.1142 0.113(5) Uiso 1 1 calc R . .
O2 O 0.30123(5) 0.3935(2) 0.16588(10) 0.0536(5) Uani 1 1 d D . .
H200 H 0.3212 0.4495 0.1863 0.064 Uiso 1 1 calc RD . .
C38 C 0.31341(11) 0.2576(4) 0.15513(17) 0.0717(9) Uani 1 1 d . . .
H38A H 0.3171 0.2651 0.1171 0.113(5) Uiso 1 1 calc R . .
H38B H 0.2929 0.1831 0.1456 0.113(5) Uiso 1 1 calc R . .
H38C H 0.3388 0.2289 0.1951 0.113(5) Uiso 1 1 calc R . .
O3 O 0.14042(9) 0.2812(3) 0.19874(10) 0.0894(9) Uani 1 1 d D . .
H300 H 0.1394 0.2180 0.2239 0.107 Uiso 1 1 calc RD . .
C39 C 0.16131(8) 0.4030(3) 0.23565(13) 0.0488(6) Uani 1 1 d . . .
H39A H 0.1581 0.4128 0.2740 0.113(5) Uiso 1 1 calc R . .
H39B H 0.1509 0.4916 0.2078 0.113(5) Uiso 1 1 calc R . .
H39C H 0.1898 0.3912 0.2514 0.113(5) Uiso 1 1 calc R . .
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 0.0151(2) 0.0186(2) 0.0170(2) 0.00100(18) 0.00696(18) -0.00007(17)
N1 0.0182(8) 0.0209(7) 0.0206(8) -0.0009(6) 0.0078(6) 0.0000(6)
P2 0.0155(2) 0.0180(2) 0.0177(2) -0.00011(18) 0.00696(18) 0.00062(17)
C1 0.0192(9) 0.0235(9) 0.0190(8) -0.0012(7) 0.0095(7) -0.0038(7)
C2 0.0278(10) 0.0244(9) 0.0217(9) -0.0014(8) 0.0111(8) -0.0040(8)
C3 0.0400(12) 0.0333(11) 0.0237(10) 0.0000(9) 0.0168(9) -0.0110(9)
C4 0.0362(12) 0.0464(13) 0.0301(11) -0.0076(10) 0.0228(10) -0.0147(10)
C5 0.0235(10) 0.0415(12) 0.0335(11) -0.0045(10) 0.0178(9) -0.0046(9)
C6 0.0218(10) 0.0309(10) 0.0253(10) 0.0006(8) 0.0117(8) -0.0010(8)
C7 0.0207(9) 0.0198(8) 0.0178(8) 0.0020(7) 0.0085(7) -0.0012(7)
C8 0.0212(10) 0.0320(10) 0.0231(9) 0.0008(8) 0.0087(8) 0.0001(8)
C9 0.0226(10) 0.0410(12) 0.0223(10) 0.0011(9) 0.0032(8) -0.0033(9)
C10 0.0397(12) 0.0332(11) 0.0187(9) -0.0044(9) 0.0094(9) -0.0076(9)
C11 0.0383(12) 0.0260(10) 0.0256(10) -0.0021(8) 0.0179(9) 0.0002(8)
C12 0.0262(10) 0.0228(9) 0.0208(9) 0.0023(8) 0.0121(8) 0.0000(8)
C13 0.0139(8) 0.0189(8) 0.0213(9) 0.0015(7) 0.0081(7) -0.0009(7)
C14 0.0283(11) 0.0263(10) 0.0254(10) 0.0045(8) 0.0124(9) 0.0007(8)
C15 0.0352(12) 0.0254(10) 0.0323(11) 0.0106(9) 0.0150(10) 0.0004(9)
C16 0.0259(10) 0.0191(9) 0.0421(12) 0.0021(9) 0.0147(9) -0.0003(8)
C17 0.0254(10) 0.0235(10) 0.0324(11) -0.0057(8) 0.0128(9) 0.0001(8)
C18 0.0185(9) 0.0245(9) 0.0235(9) 0.0011(8) 0.0096(8) 0.0019(7)
C19 0.0197(9) 0.0182(8) 0.0249(9) -0.0001(7) 0.0122(8) 0.0010(7)
C20 0.0233(10) 0.0261(9) 0.0253(10) 0.0024(8) 0.0127(8) 0.0008(8)
C21 0.0365(12) 0.0297(10) 0.0303(11) 0.0051(9) 0.0209(10) 0.0019(9)
C22 0.0350(12) 0.0258(10) 0.0470(13) 0.0010(9) 0.0305(11) -0.0012(9)
C23 0.0220(10) 0.0260(10) 0.0414(12) -0.0010(9) 0.0165(9) -0.0019(8)
C24 0.0216(10) 0.0243(9) 0.0287(10) 0.0015(8) 0.0113(8) -0.0001(8)
C25 0.0174(9) 0.0245(9) 0.0208(9) -0.0003(8) 0.0072(7) 0.0038(7)
C26 0.0296(11) 0.0249(10) 0.0277(10) -0.0030(8) 0.0108(9) 0.0014(8)
C27 0.0372(13) 0.0307(11) 0.0336(12) -0.0124(10) 0.0102(10) 0.0052(9)
C28 0.0301(12) 0.0546(14) 0.0254(11) -0.0120(11) 0.0086(9) 0.0125(10)
C29 0.0270(11) 0.0546(14) 0.0230(10) -0.0007(10) 0.0127(9) 0.0057(10)
C30 0.0222(10) 0.0319(10) 0.0221(9) -0.0005(8) 0.0094(8) 0.0009(8)
C31 0.0169(9) 0.0217(9) 0.0199(9) 0.0032(7) 0.0102(7) 0.0018(7)
C32 0.0207(9) 0.0195(9) 0.0223(9) -0.0005(7) 0.0093(8) -0.0007(7)
C33 0.0324(11) 0.0223(9) 0.0308(11) -0.0016(8) 0.0164(9) 0.0003(8)
C34 0.0301(11) 0.0246(10) 0.0359(11) 0.0070(9) 0.0152(9) 0.0105(8)
C35 0.0250(11) 0.0320(11) 0.0284(10) 0.0027(9) 0.0055(9) 0.0076(9)
C36 0.0235(10) 0.0243(9) 0.0247(10) -0.0029(8) 0.0066(8) 0.0012(8)
F1 0.0425(9) 0.0357(8) 0.0446(10) 0.0003(7) 0.0138(8) 0.0010(6)
Cl1 0.047(6) 0.042(5) 0.045(7) -0.002(4) 0.008(5) -0.002(4)
F2 0.0755(13) 0.0489(10) 0.0426(9) -0.0026(8) 0.0270(10) -0.0114(9)
O1 0.0467(10) 0.0339(8) 0.0387(9) 0.0031(7) 0.0176(8) -0.0050(7)
C37 0.0491(15) 0.0511(14) 0.0371(13) 0.0037(11) 0.0241(12) -0.0135(12)
O2 0.0416(10) 0.0578(11) 0.0617(12) 0.0178(10) 0.0274(10) 0.0178(8)
C38 0.079(2) 0.078(2) 0.070(2) -0.0255(18) 0.0477(19) -0.0031(18)
O3 0.125(2) 0.0836(16) 0.0365(10) -0.0100(11) 0.0264(13) -0.0596(15)
C39 0.0515(16) 0.0475(14) 0.0476(15) 0.0027(12) 0.0261(13) -0.0058(12)
_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 N1 1.5795(16) . ?
P1 C1 1.7943(19) . ?
P1 C7 1.7958(19) . ?
P1 C13 1.8028(18) . ?
N1 P2 1.5801(17) . ?
P2 C25 1.7923(19) . ?
P2 C31 1.7972(18) . ?
P2 C19 1.8014(19) . ?
C1 C2 1.395(3) . ?
C1 C6 1.396(3) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.382(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.389(3) . ?
C7 C8 1.398(3) . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.386(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.379(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.387(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.387(3) . ?
C13 C18 1.389(3) . ?
C14 C15 1.392(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.374(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.386(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.388(3) . ?
C19 C24 1.398(3) . ?
C20 C21 1.385(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.381(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C30 1.391(3) . ?
C25 C26 1.395(3) . ?
C26 C27 1.386(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.376(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.383(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.384(3) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.388(3) . ?
C31 C36 1.393(3) . ?
C32 C33 1.388(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.380(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.384(3) . ?
C34 H34 0.9500 . ?
C35 C36 1.385(3) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
F1 Cl1 1.195(13) . ?
Cl1 F2 1.125(13) . ?
O1 C37 1.396(3) . ?
O1 H100 0.8400 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
O2 C38 1.390(3) . ?
O2 H200 0.8400 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O3 C39 1.376(3) . ?
O3 H300 0.8400 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 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
N1 P1 C1 111.50(9) . . ?
N1 P1 C7 106.98(9) . . ?
C1 P1 C7 108.93(9) . . ?
N1 P1 C13 115.82(8) . . ?
C1 P1 C13 104.91(9) . . ?
C7 P1 C13 108.54(8) . . ?
P1 N1 P2 139.02(10) . . ?
N1 P2 C25 114.84(9) . . ?
N1 P2 C31 107.32(8) . . ?
C25 P2 C31 106.88(9) . . ?
N1 P2 C19 111.63(9) . . ?
C25 P2 C19 108.45(9) . . ?
C31 P2 C19 107.36(8) . . ?
C2 C1 C6 119.52(18) . . ?
C2 C1 P1 119.93(15) . . ?
C6 C1 P1 120.54(14) . . ?
C3 C2 C1 119.77(19) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 119.9(2) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 120.12(19) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 H6 119.9 . . ?
C12 C7 C8 119.82(17) . . ?
C12 C7 P1 120.13(14) . . ?
C8 C7 P1 120.05(15) . . ?
C9 C8 C7 119.5(2) . . ?
C9 C8 H8 120.3 . . ?
C7 C8 H8 120.3 . . ?
C8 C9 C10 120.43(19) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.16(19) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 120.0(2) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C7 120.15(18) . . ?
C11 C12 H12 119.9 . . ?
C7 C12 H12 119.9 . . ?
C14 C13 C18 119.79(17) . . ?
C14 C13 P1 122.12(14) . . ?
C18 C13 P1 118.04(14) . . ?
C13 C14 C15 119.67(19) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C16 C15 C14 120.08(19) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 120.75(18) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C16 C17 C18 119.23(19) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C17 C18 C13 120.44(18) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
C20 C19 C24 119.53(18) . . ?
C20 C19 P2 120.04(14) . . ?
C24 C19 P2 120.34(14) . . ?
C21 C20 C19 120.13(18) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C20 C21 C22 119.96(19) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 120.2(2) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.09(19) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C19 120.05(19) . . ?
C23 C24 H24 120.0 . . ?
C19 C24 H24 120.0 . . ?
C30 C25 C26 119.57(19) . . ?
C30 C25 P2 118.11(14) . . ?
C26 C25 P2 121.94(16) . . ?
C27 C26 C25 120.0(2) . . ?
C27 C26 H26 120.0 . . ?
C25 C26 H26 120.0 . . ?
C28 C27 C26 120.0(2) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C29 120.4(2) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C28 C29 C30 120.1(2) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
C29 C30 C25 119.9(2) . . ?
C29 C30 H30 120.0 . . ?
C25 C30 H30 120.0 . . ?
C32 C31 C36 119.89(17) . . ?
C32 C31 P2 119.38(14) . . ?
C36 C31 P2 120.64(14) . . ?
C31 C32 C33 119.84(17) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C34 C33 C32 120.10(18) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 120.31(18) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C34 C35 C36 119.96(18) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C31 119.88(18) . . ?
C35 C36 H36 120.1 . . ?
C31 C36 H36 120.1 . . ?
F2 Cl1 F1 175.4(9) . . ?
C37 O1 H100 109.5 . . ?
O1 C37 H37A 109.5 . . ?
O1 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O1 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C38 O2 H200 109.5 . . ?
O2 C38 H38A 109.5 . . ?
O2 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O2 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C39 O3 H300 109.5 . . ?
O3 C39 H39A 109.5 . . ?
O3 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
O3 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 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
C1 P1 N1 P2 -94.21(17) . . . . ?
C7 P1 N1 P2 146.79(15) . . . . ?
C13 P1 N1 P2 25.7(2) . . . . ?
P1 N1 P2 C25 47.52(19) . . . . ?
P1 N1 P2 C31 166.18(15) . . . . ?
P1 N1 P2 C19 -76.44(18) . . . . ?
N1 P1 C1 C2 -16.72(17) . . . . ?
C7 P1 C1 C2 101.11(16) . . . . ?
C13 P1 C1 C2 -142.84(15) . . . . ?
N1 P1 C1 C6 164.16(15) . . . . ?
C7 P1 C1 C6 -78.01(17) . . . . ?
C13 P1 C1 C6 38.04(17) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
P1 C1 C2 C3 -179.12(14) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C2 C1 C6 C5 0.1(3) . . . . ?
P1 C1 C6 C5 179.20(15) . . . . ?
N1 P1 C7 C12 -10.27(17) . . . . ?
C1 P1 C7 C12 -130.93(15) . . . . ?
C13 P1 C7 C12 115.37(15) . . . . ?
N1 P1 C7 C8 169.58(15) . . . . ?
C1 P1 C7 C8 48.93(17) . . . . ?
C13 P1 C7 C8 -64.77(17) . . . . ?
C12 C7 C8 C9 0.5(3) . . . . ?
P1 C7 C8 C9 -179.38(16) . . . . ?
C7 C8 C9 C10 0.1(3) . . . . ?
C8 C9 C10 C11 -0.3(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C7 0.6(3) . . . . ?
C8 C7 C12 C11 -0.8(3) . . . . ?
P1 C7 C12 C11 179.05(15) . . . . ?
N1 P1 C13 C14 103.73(17) . . . . ?
C1 P1 C13 C14 -132.89(16) . . . . ?
C7 P1 C13 C14 -16.57(18) . . . . ?
N1 P1 C13 C18 -73.83(17) . . . . ?
C1 P1 C13 C18 49.55(16) . . . . ?
C7 P1 C13 C18 165.87(14) . . . . ?
C18 C13 C14 C15 -1.4(3) . . . . ?
P1 C13 C14 C15 -178.89(16) . . . . ?
C13 C14 C15 C16 1.2(3) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
C15 C16 C17 C18 -2.0(3) . . . . ?
C16 C17 C18 C13 1.8(3) . . . . ?
C14 C13 C18 C17 -0.1(3) . . . . ?
P1 C13 C18 C17 177.47(15) . . . . ?
N1 P2 C19 C20 -2.94(18) . . . . ?
C25 P2 C19 C20 -130.44(15) . . . . ?
C31 P2 C19 C20 114.41(16) . . . . ?
N1 P2 C19 C24 -179.29(14) . . . . ?
C25 P2 C19 C24 53.21(17) . . . . ?
C31 P2 C19 C24 -61.94(17) . . . . ?
C24 C19 C20 C21 -1.0(3) . . . . ?
P2 C19 C20 C21 -177.39(15) . . . . ?
C19 C20 C21 C22 0.8(3) . . . . ?
C20 C21 C22 C23 -0.4(3) . . . . ?
C21 C22 C23 C24 0.1(3) . . . . ?
C22 C23 C24 C19 -0.3(3) . . . . ?
C20 C19 C24 C23 0.7(3) . . . . ?
P2 C19 C24 C23 177.10(15) . . . . ?
N1 P2 C25 C30 68.18(17) . . . . ?
C31 P2 C25 C30 -50.73(17) . . . . ?
C19 P2 C25 C30 -166.19(14) . . . . ?
N1 P2 C25 C26 -104.73(17) . . . . ?
C31 P2 C25 C26 136.37(16) . . . . ?
C19 P2 C25 C26 20.91(18) . . . . ?
C30 C25 C26 C27 -0.6(3) . . . . ?
P2 C25 C26 C27 172.20(16) . . . . ?
C25 C26 C27 C28 0.0(3) . . . . ?
C26 C27 C28 C29 0.9(3) . . . . ?
C27 C28 C29 C30 -1.1(3) . . . . ?
C28 C29 C30 C25 0.5(3) . . . . ?
C26 C25 C30 C29 0.4(3) . . . . ?
P2 C25 C30 C29 -172.71(15) . . . . ?
N1 P2 C31 C32 19.40(18) . . . . ?
C25 P2 C31 C32 143.08(15) . . . . ?
C19 P2 C31 C32 -100.74(16) . . . . ?
N1 P2 C31 C36 -164.12(16) . . . . ?
C25 P2 C31 C36 -40.44(18) . . . . ?
C19 P2 C31 C36 75.74(18) . . . . ?
C36 C31 C32 C33 -1.3(3) . . . . ?
P2 C31 C32 C33 175.22(15) . . . . ?
C31 C32 C33 C34 0.7(3) . . . . ?
C32 C33 C34 C35 0.3(3) . . . . ?
C33 C34 C35 C36 -0.6(3) . . . . ?
C34 C35 C36 C31 0.0(3) . . . . ?
C32 C31 C36 C35 0.9(3) . . . . ?
P2 C31 C36 C35 -175.51(17) . . . . ?
_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full 27.51
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max 0.401
_refine_diff_density_min -0.356
_refine_diff_density_rms 0.057
_database_code_depnum_ccdc_archive 'CCDC 955394'
#######################################################################
#
# 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_ck-ru-14
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C36 H30 N P2, 2(C2 H3 N), 1.2(F), 0.4(Cl)'
_chemical_formula_sum 'C40 H36 Cl0.40 F1.20 N3 P2'
_chemical_formula_weight 657.64
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M P2(1)/n
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 16.2560(3)
_cell_length_b 13.9932(3)
_cell_length_c 16.8226(3)
_cell_angle_alpha 90.00
_cell_angle_beta 112.9540(10)
_cell_angle_gamma 90.00
_cell_volume 3523.69(12)
_cell_formula_units_Z 4
_cell_measurement_temperature 173(2)
_cell_measurement_reflns_used 7959
_cell_measurement_theta_min 2.66
_cell_measurement_theta_max 27.54
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.33
_exptl_crystal_size_mid 0.28
_exptl_crystal_size_min 0.21
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.240
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1378
_exptl_absorpt_coefficient_mu 0.192
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.9393
_exptl_absorpt_correction_T_max 0.9607
_exptl_absorpt_process_details '(SADABS; Sheldrick, 1996)'
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 173(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'microfocus sealed tube'
_diffrn_radiation_monochromator 'multilayer mirro optics'
_diffrn_measurement_device_type 'Bruker APEX-II 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 35516
_diffrn_reflns_av_R_equivalents 0.0327
_diffrn_reflns_av_sigmaI/netI 0.0334
_diffrn_reflns_limit_h_min -21
_diffrn_reflns_limit_h_max 21
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_k_max 18
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_limit_l_max 22
_diffrn_reflns_theta_min 1.48
_diffrn_reflns_theta_max 28.49
_reflns_number_total 8912
_reflns_number_gt 6140
_reflns_threshold_expression >2sigma(I)
_computing_data_collection 'APEX2 (Bruker, 2006)'
_computing_cell_refinement 'SAINT (Bruker, 2006)'
_computing_data_reduction SAINT
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics 'DIAMOND (Crystal Impact, 2009)'
_computing_publication_material 'SHELXL-97 (Sheldrick, 2008)'
_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.
On the anion position is a Cl- or a FHF- located. The occupation ratio is
0.6:0.4. As a result the neighboured phenyl rings are disordered over two
positions with the same occupation ratio.
;
_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^)+(0.0509P)^2^+1.8795P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens geom
_refine_ls_hydrogen_treatment refU
_refine_ls_extinction_method SHELXL
_refine_ls_extinction_coef 0.0011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns 8912
_refine_ls_number_parameters 499
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0857
_refine_ls_R_factor_gt 0.0527
_refine_ls_wR_factor_ref 0.1385
_refine_ls_wR_factor_gt 0.1205
_refine_ls_goodness_of_fit_ref 1.022
_refine_ls_restrained_S_all 1.022
_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 0.86318(3) 0.50799(4) 0.13972(3) 0.03838(14) Uani 1 1 d . . .
N1 N 0.78052(12) 0.56436(13) 0.07329(12) 0.0530(5) Uani 1 1 d . A .
P2 P 0.74118(3) 0.66854(4) 0.06707(4) 0.04897(17) Uani 1 1 d . . .
C1 C 0.96497(13) 0.53461(14) 0.12564(12) 0.0381(4) Uani 1 1 d . . .
C2 C 1.04441(13) 0.48911(15) 0.17711(12) 0.0396(4) Uani 1 1 d . . .
H2 H 1.0452 0.4456 0.2207 0.0586(14) Uiso 1 1 calc R . .
C3 C 1.12187(14) 0.50761(16) 0.16438(13) 0.0449(5) Uani 1 1 d . . .
H3 H 1.1759 0.4766 0.1993 0.0586(14) Uiso 1 1 calc R . .
C4 C 1.12105(16) 0.57128(16) 0.10078(13) 0.0477(5) Uani 1 1 d . . .
H4 H 1.1745 0.5837 0.0923 0.0586(14) Uiso 1 1 calc R . .
C5 C 1.04312(16) 0.61632(15) 0.05003(14) 0.0486(5) Uani 1 1 d . . .
H5 H 1.0430 0.6602 0.0069 0.0586(14) Uiso 1 1 calc R . .
C6 C 0.96482(15) 0.59805(14) 0.06151(13) 0.0440(5) Uani 1 1 d . . .
H6 H 0.9109 0.6287 0.0257 0.0586(14) Uiso 1 1 calc R . .
C7 C 0.84027(12) 0.38305(14) 0.11962(12) 0.0370(4) Uani 1 1 d . . .
C8 C 0.88990(13) 0.31522(14) 0.18046(13) 0.0414(5) Uani 1 1 d . . .
H8 H 0.9349 0.3353 0.2336 0.0586(14) Uiso 1 1 calc R . .
C9 C 0.87347(15) 0.21875(15) 0.16328(14) 0.0447(5) Uani 1 1 d . . .
H9 H 0.9070 0.1728 0.2048 0.0586(14) Uiso 1 1 calc R . .
C10 C 0.80853(14) 0.18910(15) 0.08601(14) 0.0450(5) Uani 1 1 d . . .
H10 H 0.7980 0.1228 0.0744 0.0586(14) Uiso 1 1 calc R . .
C11 C 0.75900(14) 0.25527(16) 0.02573(14) 0.0464(5) Uani 1 1 d . . .
H11 H 0.7144 0.2345 -0.0274 0.0586(14) Uiso 1 1 calc R . .
C12 C 0.77406(13) 0.35235(15) 0.04235(13) 0.0407(4) Uani 1 1 d . . .
H12 H 0.7392 0.3978 0.0010 0.0586(14) Uiso 1 1 calc R . .
C13 C 0.88091(12) 0.52640(14) 0.25048(13) 0.0393(4) Uani 1 1 d . . .
C14 C 0.81554(15) 0.49310(14) 0.27778(15) 0.0472(5) Uani 1 1 d . . .
H14 H 0.7657 0.4588 0.2388 0.0586(14) Uiso 1 1 calc R . .
C15 C 0.82255(17) 0.50950(16) 0.36068(17) 0.0553(6) Uani 1 1 d . . .
H15 H 0.7773 0.4873 0.3786 0.0586(14) Uiso 1 1 calc R . .
C16 C 0.89525(18) 0.5581(2) 0.41775(16) 0.0656(7) Uani 1 1 d . . .
H16 H 0.9004 0.5690 0.4752 0.0586(14) Uiso 1 1 calc R . .
C17 C 0.96059(16) 0.5909(2) 0.39131(16) 0.0731(9) Uani 1 1 d . . .
H17 H 1.0108 0.6242 0.4309 0.0586(14) Uiso 1 1 calc R . .
C18 C 0.95357(14) 0.5758(2) 0.30794(14) 0.0566(6) Uani 1 1 d . . .
H18 H 0.9985 0.5991 0.2900 0.0586(14) Uiso 1 1 calc R . .
C19 C 0.71538(12) 0.71201(14) -0.03999(15) 0.0437(5) Uani 1 1 d . A .
C20 C 0.69983(14) 0.64495(15) -0.10570(15) 0.0501(6) Uani 1 1 d . . .
H20 H 0.7094 0.5789 -0.0920 0.0586(14) Uiso 1 1 calc R A .
C21 C 0.67057(16) 0.67441(18) -0.19036(17) 0.0593(6) Uani 1 1 d . A .
H21 H 0.6589 0.6288 -0.2353 0.0586(14) Uiso 1 1 calc R . .
C22 C 0.65818(15) 0.77152(19) -0.20979(19) 0.0617(7) Uani 1 1 d . . .
H22 H 0.6381 0.7919 -0.2682 0.0586(14) Uiso 1 1 calc R A .
C23 C 0.67470(14) 0.83793(17) -0.1454(2) 0.0593(7) Uani 1 1 d . A .
H23 H 0.6672 0.9040 -0.1592 0.0586(14) Uiso 1 1 calc R . .
C24 C 0.70213(13) 0.80901(15) -0.06063(18) 0.0519(6) Uani 1 1 d . . .
H24 H 0.7120 0.8550 -0.0163 0.0586(14) Uiso 1 1 calc R A .
C25 C 0.6376(3) 0.6753(4) 0.0882(3) 0.0458(14) Uani 0.599(3) 1 d PG A 1
C26 C 0.5974(2) 0.5922(3) 0.1007(3) 0.0648(14) Uani 0.599(3) 1 d PG A 1
H26 H 0.6248 0.5320 0.1018 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C27 C 0.5170(2) 0.5972(2) 0.1116(3) 0.0753(16) Uani 0.599(3) 1 d PG A 1
H27 H 0.4895 0.5404 0.1202 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C28 C 0.4769(2) 0.6853(3) 0.1100(3) 0.0699(16) Uani 0.599(3) 1 d PG A 1
H28 H 0.4220 0.6887 0.1174 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C29 C 0.5171(3) 0.7684(2) 0.0975(3) 0.0585(15) Uani 0.599(3) 1 d PG A 1
H29 H 0.4897 0.8286 0.0963 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C30 C 0.5975(4) 0.7634(3) 0.0865(4) 0.0503(13) Uani 0.599(3) 1 d PG A 1
H30 H 0.6250 0.8202 0.0780 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C25A C 0.6370(4) 0.6528(5) 0.0703(5) 0.046(2) Uani 0.401(3) 1 d PG A 2
C26A C 0.5994(3) 0.5626(4) 0.0653(3) 0.0526(18) Uani 0.401(3) 1 d PG A 2
H26A H 0.6300 0.5078 0.0578 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C27A C 0.5170(3) 0.5527(4) 0.0714(3) 0.070(2) Uani 0.401(3) 1 d PG A 2
H27A H 0.4913 0.4911 0.0680 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C28A C 0.4721(3) 0.6329(6) 0.0825(4) 0.077(3) Uani 0.401(3) 1 d PG A 2
H28A H 0.4158 0.6261 0.0867 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C29A C 0.5097(5) 0.7231(5) 0.0875(5) 0.069(3) Uani 0.401(3) 1 d PG A 2
H29A H 0.4791 0.7779 0.0950 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C30A C 0.5921(5) 0.7330(4) 0.0814(6) 0.055(2) Uani 0.401(3) 1 d PG A 2
H30A H 0.6178 0.7946 0.0848 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C31 C 0.80736(18) 0.7442(2) 0.15418(16) 0.0368(10) Uani 0.599(3) 1 d PG A 1
C32 C 0.87594(19) 0.7946(2) 0.14329(18) 0.0458(10) Uani 0.599(3) 1 d PG A 1
H32 H 0.8815 0.7936 0.0891 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C33 C 0.93646(16) 0.8463(2) 0.2117(2) 0.0622(13) Uani 0.599(3) 1 d PG A 1
H33 H 0.9833 0.8807 0.2042 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C34 C 0.92840(18) 0.8477(2) 0.2909(2) 0.0704(16) Uani 0.599(3) 1 d PG A 1
H34 H 0.9698 0.8830 0.3377 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C35 C 0.8598(2) 0.7973(3) 0.30183(17) 0.0615(12) Uani 0.599(3) 1 d PG A 1
H35 H 0.8543 0.7982 0.3560 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C36 C 0.79930(17) 0.7456(2) 0.23345(18) 0.0451(10) Uani 0.599(3) 1 d PG A 1
H36 H 0.7524 0.7112 0.2409 0.0586(14) Uiso 0.599(3) 1 calc PR A 1
C31A C 0.8179(3) 0.7658(3) 0.1284(3) 0.0360(15) Uani 0.401(3) 1 d PG A 2
C32A C 0.8737(3) 0.8210(3) 0.1020(3) 0.0424(14) Uani 0.401(3) 1 d PG A 2
H32A H 0.8721 0.8143 0.0451 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C33A C 0.9320(2) 0.8862(3) 0.1586(3) 0.0525(16) Uani 0.401(3) 1 d PG A 2
H33A H 0.9701 0.9239 0.1406 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C34A C 0.9344(2) 0.8960(3) 0.2418(3) 0.0540(16) Uani 0.401(3) 1 d PG A 2
H34A H 0.9743 0.9405 0.2805 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C35A C 0.8786(3) 0.8408(3) 0.2682(2) 0.0477(15) Uani 0.401(3) 1 d PG A 2
H35A H 0.8803 0.8476 0.3250 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
C36A C 0.8204(3) 0.7757(3) 0.2115(3) 0.0437(15) Uani 0.401(3) 1 d PG A 2
H36A H 0.7822 0.7380 0.2295 0.0586(14) Uiso 0.401(3) 1 calc PR A 2
Cl1 Cl 0.36212(10) 0.90202(14) 0.12519(11) 0.0461(6) Uani 0.401(3) 1 d P A 1
F1 F 0.32499(15) 0.97298(16) 0.05658(15) 0.0594(8) Uani 0.599(3) 1 d P A 2
F2 F 0.3781(3) 0.8580(3) 0.1575(3) 0.1118(16) Uani 0.599(3) 1 d P A 2
C37 C 0.11375(18) 0.23044(19) 0.1969(2) 0.0728(8) Uani 1 1 d . . .
H37A H 0.1219 0.2820 0.2387 0.141(6) Uiso 1 1 calc R . .
H37B H 0.0531 0.2334 0.1522 0.141(6) Uiso 1 1 calc R . .
H37C H 0.1572 0.2377 0.1701 0.141(6) Uiso 1 1 calc R . .
C38 C 0.12714(17) 0.1384(2) 0.24102(19) 0.0633(7) Uani 1 1 d . . .
N2 N 0.1379(2) 0.06739(19) 0.27588(19) 0.0911(8) Uani 1 1 d . . .
C39 C 0.1468(2) 0.9517(3) 0.0808(2) 0.1014(13) Uani 1 1 d . . .
H39A H 0.1568 0.9955 0.0400 0.141(6) Uiso 1 1 calc R . .
H39B H 0.1966 0.9064 0.1029 0.141(6) Uiso 1 1 calc R . .
H39C H 0.1429 0.9882 0.1289 0.141(6) Uiso 1 1 calc R . .
C40 C 0.0674(2) 0.9018(2) 0.0389(2) 0.0760(8) Uani 1 1 d . . .
N3 N 0.0027(2) 0.8623(2) 0.0063(3) 0.1468(17) 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 0.0316(2) 0.0349(3) 0.0358(3) -0.0029(2) -0.00076(19) 0.0020(2)
N1 0.0416(10) 0.0380(10) 0.0520(11) -0.0023(8) -0.0114(8) 0.0045(8)
P2 0.0278(2) 0.0420(3) 0.0595(4) -0.0049(3) -0.0022(2) 0.0049(2)
C1 0.0419(10) 0.0363(10) 0.0290(9) -0.0056(8) 0.0060(8) -0.0021(8)
C2 0.0397(10) 0.0442(11) 0.0291(9) -0.0033(8) 0.0072(8) -0.0019(8)
C3 0.0426(11) 0.0529(13) 0.0365(10) -0.0082(9) 0.0123(9) -0.0002(9)
C4 0.0577(13) 0.0494(13) 0.0394(11) -0.0113(9) 0.0227(10) -0.0091(10)
C5 0.0704(15) 0.0391(11) 0.0373(11) -0.0057(9) 0.0219(11) -0.0056(10)
C6 0.0555(13) 0.0357(11) 0.0324(10) -0.0045(8) 0.0080(9) 0.0012(9)
C7 0.0331(9) 0.0373(10) 0.0365(10) -0.0041(8) 0.0093(8) 0.0002(8)
C8 0.0415(10) 0.0403(11) 0.0384(10) -0.0020(8) 0.0111(9) 0.0031(8)
C9 0.0506(12) 0.0381(11) 0.0496(12) 0.0011(9) 0.0242(10) 0.0034(9)
C10 0.0486(12) 0.0388(11) 0.0570(13) -0.0095(10) 0.0307(10) -0.0092(9)
C11 0.0384(11) 0.0521(13) 0.0492(12) -0.0157(10) 0.0177(9) -0.0137(9)
C12 0.0320(9) 0.0459(12) 0.0396(11) -0.0051(9) 0.0090(8) -0.0042(8)
C13 0.0319(9) 0.0379(10) 0.0425(11) -0.0053(8) 0.0084(8) 0.0073(8)
C14 0.0477(12) 0.0323(11) 0.0630(14) -0.0069(10) 0.0232(10) 0.0020(9)
C15 0.0674(15) 0.0413(12) 0.0698(16) -0.0002(11) 0.0403(13) 0.0117(11)
C16 0.0664(16) 0.0835(19) 0.0491(14) -0.0053(13) 0.0248(13) 0.0290(14)
C17 0.0395(12) 0.125(3) 0.0475(14) -0.0346(15) 0.0096(11) 0.0042(14)
C18 0.0305(10) 0.0905(19) 0.0444(12) -0.0232(12) 0.0100(9) -0.0039(11)
C19 0.0241(9) 0.0304(10) 0.0683(14) 0.0041(9) 0.0088(9) 0.0010(7)
C20 0.0382(11) 0.0332(11) 0.0609(14) 0.0081(10) -0.0002(10) 0.0014(8)
C21 0.0519(13) 0.0486(14) 0.0619(15) 0.0087(11) 0.0055(11) 0.0035(11)
C22 0.0435(12) 0.0572(15) 0.0794(18) 0.0306(14) 0.0185(12) 0.0092(11)
C23 0.0353(11) 0.0361(12) 0.107(2) 0.0212(13) 0.0289(13) 0.0076(9)
C24 0.0293(10) 0.0339(11) 0.0920(18) 0.0044(11) 0.0233(11) 0.0038(8)
C25 0.035(2) 0.054(3) 0.034(3) -0.003(2) -0.0023(18) 0.012(2)
C26 0.045(2) 0.061(3) 0.075(4) 0.005(3) 0.010(2) 0.014(2)
C27 0.045(3) 0.081(4) 0.093(5) 0.016(3) 0.019(3) 0.008(3)
C28 0.044(3) 0.102(5) 0.053(4) 0.016(3) 0.007(2) 0.025(3)
C29 0.057(3) 0.076(4) 0.032(2) 0.006(2) 0.007(2) 0.031(3)
C30 0.043(3) 0.061(3) 0.034(3) -0.003(2) 0.001(2) 0.024(2)
C25A 0.033(3) 0.064(5) 0.030(4) -0.007(3) 0.000(2) 0.007(3)
C26A 0.035(3) 0.082(5) 0.031(3) -0.005(3) 0.003(2) -0.010(3)
C27A 0.043(3) 0.125(7) 0.032(3) 0.001(4) 0.005(3) -0.020(4)
C28A 0.033(3) 0.162(11) 0.034(4) 0.002(5) 0.010(3) 0.001(5)
C29A 0.032(4) 0.133(9) 0.032(4) -0.008(5) 0.003(3) 0.026(5)
C30A 0.041(4) 0.088(7) 0.031(4) -0.008(4) 0.008(3) -0.001(5)
C31 0.0254(17) 0.037(2) 0.047(2) -0.0006(18) 0.0124(17) 0.0045(14)
C32 0.034(2) 0.038(2) 0.064(3) -0.0078(19) 0.018(2) -0.0002(17)
C33 0.0345(19) 0.051(3) 0.093(4) -0.026(3) 0.016(2) -0.0089(18)
C34 0.048(3) 0.069(3) 0.077(4) -0.040(3) 0.005(3) 0.008(3)
C35 0.053(2) 0.066(3) 0.056(3) -0.015(2) 0.012(2) 0.019(2)
C36 0.034(2) 0.050(3) 0.049(2) -0.0011(18) 0.0128(17) 0.0127(17)
C31A 0.022(3) 0.030(3) 0.057(4) 0.001(3) 0.016(3) 0.003(2)
C32A 0.027(2) 0.039(3) 0.062(4) -0.013(3) 0.018(3) -0.001(2)
C33A 0.040(3) 0.045(3) 0.076(4) -0.019(3) 0.026(3) -0.008(2)
C34A 0.037(3) 0.052(4) 0.070(4) -0.020(3) 0.018(3) 0.001(3)
C35A 0.036(3) 0.049(4) 0.055(4) -0.013(3) 0.014(3) 0.005(3)
C36A 0.029(3) 0.044(4) 0.060(4) 0.007(3) 0.018(3) 0.009(2)
Cl1 0.0387(8) 0.0520(11) 0.0430(9) -0.0198(7) 0.0109(6) -0.0078(6)
F1 0.0629(15) 0.0538(14) 0.0717(16) -0.0171(12) 0.0372(12) -0.0082(11)
F2 0.133(3) 0.057(2) 0.075(2) -0.0177(17) -0.034(2) 0.0081(19)
C37 0.0553(15) 0.0548(16) 0.116(2) 0.0080(16) 0.0420(16) 0.0064(12)
C38 0.0570(15) 0.0550(16) 0.0821(19) -0.0059(14) 0.0316(14) 0.0183(12)
N2 0.119(2) 0.0602(16) 0.098(2) 0.0103(14) 0.0473(17) 0.0375(15)
C39 0.0652(19) 0.148(3) 0.099(3) -0.053(2) 0.0408(18) -0.014(2)
C40 0.0672(18) 0.0563(17) 0.109(2) -0.0028(16) 0.0390(18) 0.0028(14)
N3 0.085(2) 0.068(2) 0.278(5) -0.041(3) 0.060(3) -0.0126(17)
_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 N1 1.5828(17) . ?
P1 C13 1.789(2) . ?
P1 C7 1.792(2) . ?
P1 C1 1.800(2) . ?
N1 P2 1.5790(18) . ?
P2 C25A 1.730(4) . ?
P2 C31 1.788(2) . ?
P2 C19 1.789(2) . ?
P2 C25 1.853(3) . ?
P2 C31A 1.863(3) . ?
C1 C6 1.396(3) . ?
C1 C2 1.397(3) . ?
C2 C3 1.382(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.393(3) . ?
C7 C8 1.398(3) . ?
C8 C9 1.384(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.381(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.377(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.384(3) . ?
C13 C14 1.392(3) . ?
C14 C15 1.374(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.377(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.379(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.396(3) . ?
C19 C24 1.397(3) . ?
C20 C21 1.377(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.373(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.378(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.3900 . ?
C25 C30 1.3900 . ?
C26 C27 1.3900 . ?
C26 H26 0.9500 . ?
C27 C28 1.3900 . ?
C27 H27 0.9500 . ?
C28 C29 1.3900 . ?
C28 H28 0.9500 . ?
C29 C30 1.3900 . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C25A C26A 1.3900 . ?
C25A C30A 1.3900 . ?
C26A C27A 1.3900 . ?
C26A H26A 0.9500 . ?
C27A C28A 1.3900 . ?
C27A H27A 0.9500 . ?
C28A C29A 1.3900 . ?
C28A H28A 0.9500 . ?
C29A C30A 1.3900 . ?
C29A H29A 0.9500 . ?
C30A H30A 0.9500 . ?
C31 C32 1.3900 . ?
C31 C36 1.3900 . ?
C32 C33 1.3900 . ?
C32 H32 0.9500 . ?
C33 C34 1.3900 . ?
C33 H33 0.9500 . ?
C34 C35 1.3900 . ?
C34 H34 0.9500 . ?
C35 C36 1.3900 . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C31A C32A 1.3900 . ?
C31A C36A 1.3900 . ?
C32A C33A 1.3900 . ?
C32A H32A 0.9500 . ?
C33A C34A 1.3900 . ?
C33A H33A 0.9500 . ?
C34A C35A 1.3900 . ?
C34A H34A 0.9500 . ?
C35A C36A 1.3900 . ?
C35A H35A 0.9500 . ?
C36A H36A 0.9500 . ?
C37 C38 1.460(4) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 N2 1.132(3) . ?
C39 C40 1.393(4) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 N3 1.123(4) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 P1 C13 114.28(10) . . ?
N1 P1 C7 107.23(9) . . ?
C13 P1 C7 105.91(9) . . ?
N1 P1 C1 112.01(10) . . ?
C13 P1 C1 108.92(9) . . ?
C7 P1 C1 108.13(9) . . ?
P2 N1 P1 135.83(12) . . ?
N1 P2 C25A 104.9(3) . . ?
N1 P2 C31 113.20(12) . . ?
C25A P2 C31 109.5(2) . . ?
N1 P2 C19 108.09(11) . . ?
C25A P2 C19 103.1(3) . . ?
C31 P2 C19 116.98(12) . . ?
N1 P2 C25 114.15(18) . . ?
C31 P2 C25 96.54(18) . . ?
C19 P2 C25 107.56(19) . . ?
N1 P2 C31A 118.13(16) . . ?
C25A P2 C31A 121.9(2) . . ?
C19 P2 C31A 98.76(16) . . ?
C25 P2 C31A 108.6(2) . . ?
C6 C1 C2 119.44(19) . . ?
C6 C1 P1 120.56(16) . . ?
C2 C1 P1 119.96(15) . . ?
C3 C2 C1 119.78(19) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.3(2) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C1 120.0(2) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
C12 C7 C8 119.26(18) . . ?
C12 C7 P1 120.32(15) . . ?
C8 C7 P1 120.40(14) . . ?
C9 C8 C7 119.99(19) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C10 C9 C8 120.3(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 120.17(19) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C7 120.0(2) . . ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?
C18 C13 C14 119.3(2) . . ?
C18 C13 P1 123.10(17) . . ?
C14 C13 P1 117.49(15) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 120.0(2) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C17 119.9(2) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C13 119.8(2) . . ?
C17 C18 H18 120.1 . . ?
C13 C18 H18 120.1 . . ?
C20 C19 C24 119.6(2) . . ?
C20 C19 P2 117.88(15) . . ?
C24 C19 P2 122.25(19) . . ?
C21 C20 C19 120.0(2) . . ?
C21 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
C20 C21 C22 119.6(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 120.6(2) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C24 120.2(2) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C19 119.9(2) . . ?
C23 C24 H24 120.0 . . ?
C19 C24 H24 120.0 . . ?
C26 C25 C30 120.0 . . ?
C26 C25 P2 120.2(3) . . ?
C30 C25 P2 119.7(3) . . ?
C25 C26 C27 120.0 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C28 C27 C26 120.0 . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C29 120.0 . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C30 C29 C28 120.0 . . ?
C30 C29 H29 120.0 . . ?
C28 C29 H29 120.0 . . ?
C29 C30 C25 120.0 . . ?
C29 C30 H30 120.0 . . ?
C25 C30 H30 120.0 . . ?
C26A C25A C30A 120.0 . . ?
C26A C25A P2 121.8(4) . . ?
C30A C25A P2 118.2(4) . . ?
C27A C26A C25A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C26A C27A C28A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C28A C27A H27A 120.0 . . ?
C29A C28A C27A 120.0 . . ?
C29A C28A H28A 120.0 . . ?
C27A C28A H28A 120.0 . . ?
C30A C29A C28A 120.0 . . ?
C30A C29A H29A 120.0 . . ?
C28A C29A H29A 120.0 . . ?
C29A C30A C25A 120.0 . . ?
C29A C30A H30A 120.0 . . ?
C25A C30A H30A 120.0 . . ?
C32 C31 C36 120.0 . . ?
C32 C31 P2 116.71(16) . . ?
C36 C31 P2 122.87(16) . . ?
C31 C32 C33 120.0 . . ?
C31 C32 H32 120.0 . . ?
C33 C32 H32 120.0 . . ?
C34 C33 C32 120.0 . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C35 C34 C33 120.0 . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
C36 C35 C34 120.0 . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C31 120.0 . . ?
C35 C36 H36 120.0 . . ?
C31 C36 H36 120.0 . . ?
C32A C31A C36A 120.0 . . ?
C32A C31A P2 127.5(2) . . ?
C36A C31A P2 112.3(2) . . ?
C33A C32A C31A 120.0 . . ?
C33A C32A H32A 120.0 . . ?
C31A C32A H32A 120.0 . . ?
C32A C33A C34A 120.0 . . ?
C32A C33A H33A 120.0 . . ?
C34A C33A H33A 120.0 . . ?
C35A C34A C33A 120.0 . . ?
C35A C34A H34A 120.0 . . ?
C33A C34A H34A 120.0 . . ?
C36A C35A C34A 120.0 . . ?
C36A C35A H35A 120.0 . . ?
C34A C35A H35A 120.0 . . ?
C35A C36A C31A 120.0 . . ?
C35A C36A H36A 120.0 . . ?
C31A C36A H36A 120.0 . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C38 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N2 C38 C37 179.4(4) . . ?
C40 C39 H39A 109.5 . . ?
C40 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C40 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N3 C40 C39 178.5(4) . . ?
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
C13 P1 N1 P2 43.3(2) . . . . ?
C7 P1 N1 P2 160.35(19) . . . . ?
C1 P1 N1 P2 -81.2(2) . . . . ?
P1 N1 P2 C25A -116.7(3) . . . . ?
P1 N1 P2 C31 2.6(3) . . . . ?
P1 N1 P2 C19 133.84(19) . . . . ?
P1 N1 P2 C25 -106.5(3) . . . . ?
P1 N1 P2 C31A 23.0(3) . . . . ?
N1 P1 C1 C6 -0.38(19) . . . . ?
C13 P1 C1 C6 -127.78(16) . . . . ?
C7 P1 C1 C6 117.57(16) . . . . ?
N1 P1 C1 C2 -178.14(15) . . . . ?
C13 P1 C1 C2 54.46(18) . . . . ?
C7 P1 C1 C2 -60.19(17) . . . . ?
C6 C1 C2 C3 0.3(3) . . . . ?
P1 C1 C2 C3 178.08(15) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C2 C1 C6 C5 -0.8(3) . . . . ?
P1 C1 C6 C5 -178.55(15) . . . . ?
N1 P1 C7 C12 16.9(2) . . . . ?
C13 P1 C7 C12 139.33(16) . . . . ?
C1 P1 C7 C12 -104.05(17) . . . . ?
N1 P1 C7 C8 -164.48(17) . . . . ?
C13 P1 C7 C8 -42.07(18) . . . . ?
C1 P1 C7 C8 74.55(18) . . . . ?
C12 C7 C8 C9 0.5(3) . . . . ?
P1 C7 C8 C9 -178.12(16) . . . . ?
C7 C8 C9 C10 0.4(3) . . . . ?
C8 C9 C10 C11 -0.6(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C7 0.9(3) . . . . ?
C8 C7 C12 C11 -1.1(3) . . . . ?
P1 C7 C12 C11 177.48(16) . . . . ?
N1 P1 C13 C18 -111.35(19) . . . . ?
C7 P1 C13 C18 130.84(19) . . . . ?
C1 P1 C13 C18 14.7(2) . . . . ?
N1 P1 C13 C14 65.37(18) . . . . ?
C7 P1 C13 C14 -52.44(17) . . . . ?
C1 P1 C13 C14 -168.53(15) . . . . ?
C18 C13 C14 C15 0.4(3) . . . . ?
P1 C13 C14 C15 -176.42(16) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C14 C15 C16 C17 0.5(4) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C16 C17 C18 C13 -0.7(4) . . . . ?
C14 C13 C18 C17 0.3(4) . . . . ?
P1 C13 C18 C17 177.0(2) . . . . ?
N1 P2 C19 C20 23.62(18) . . . . ?
C25A P2 C19 C20 -87.1(3) . . . . ?
C31 P2 C19 C20 152.76(18) . . . . ?
C25 P2 C19 C20 -100.1(2) . . . . ?
C31A P2 C19 C20 147.1(2) . . . . ?
N1 P2 C19 C24 -162.62(16) . . . . ?
C25A P2 C19 C24 86.7(3) . . . . ?
C31 P2 C19 C24 -33.5(2) . . . . ?
C25 P2 C19 C24 73.7(2) . . . . ?
C31A P2 C19 C24 -39.1(2) . . . . ?
C24 C19 C20 C21 -0.8(3) . . . . ?
P2 C19 C20 C21 173.15(17) . . . . ?
C19 C20 C21 C22 1.2(3) . . . . ?
C20 C21 C22 C23 -0.1(4) . . . . ?
C21 C22 C23 C24 -1.3(3) . . . . ?
C22 C23 C24 C19 1.6(3) . . . . ?
C20 C19 C24 C23 -0.6(3) . . . . ?
P2 C19 C24 C23 -174.27(15) . . . . ?
N1 P2 C25 C26 -5.1(3) . . . . ?
C25A P2 C25 C26 42.5(18) . . . . ?
C31 P2 C25 C26 -124.2(3) . . . . ?
C19 P2 C25 C26 114.8(3) . . . . ?
C31A P2 C25 C26 -139.2(3) . . . . ?
N1 P2 C25 C30 178.58(17) . . . . ?
C25A P2 C25 C30 -134(2) . . . . ?
C31 P2 C25 C30 59.5(2) . . . . ?
C19 P2 C25 C30 -61.5(2) . . . . ?
C31A P2 C25 C30 44.5(3) . . . . ?
C30 C25 C26 C27 0.0 . . . . ?
P2 C25 C26 C27 -176.3(3) . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C29 0.0 . . . . ?
C27 C28 C29 C30 0.0 . . . . ?
C28 C29 C30 C25 0.0 . . . . ?
C26 C25 C30 C29 0.0 . . . . ?
P2 C25 C30 C29 176.3(3) . . . . ?
N1 P2 C25A C26A -8.8(5) . . . . ?
C31 P2 C25A C26A -130.6(4) . . . . ?
C19 P2 C25A C26A 104.2(4) . . . . ?
C25 P2 C25A C26A -145(2) . . . . ?
C31A P2 C25A C26A -146.5(3) . . . . ?
N1 P2 C25A C30A 168.8(2) . . . . ?
C31 P2 C25A C30A 47.1(3) . . . . ?
C19 P2 C25A C30A -78.1(3) . . . . ?
C25 P2 C25A C30A 33.0(18) . . . . ?
C31A P2 C25A C30A 31.1(4) . . . . ?
C30A C25A C26A C27A 0.0 . . . . ?
P2 C25A C26A C27A 177.6(5) . . . . ?
C25A C26A C27A C28A 0.0 . . . . ?
C26A C27A C28A C29A 0.0 . . . . ?
C27A C28A C29A C30A 0.0 . . . . ?
C28A C29A C30A C25A 0.0 . . . . ?
C26A C25A C30A C29A 0.0 . . . . ?
P2 C25A C30A C29A -177.7(5) . . . . ?
N1 P2 C31 C32 88.24(18) . . . . ?
C25A P2 C31 C32 -155.2(3) . . . . ?
C19 P2 C31 C32 -38.4(2) . . . . ?
C25 P2 C31 C32 -152.0(2) . . . . ?
C31A P2 C31 C32 -21.1(6) . . . . ?
N1 P2 C31 C36 -84.3(2) . . . . ?
C25A P2 C31 C36 32.3(4) . . . . ?
C19 P2 C31 C36 149.08(15) . . . . ?
C25 P2 C31 C36 35.6(2) . . . . ?
C31A P2 C31 C36 166.4(8) . . . . ?
C36 C31 C32 C33 0.0 . . . . ?
P2 C31 C32 C33 -172.7(2) . . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C32 C33 C34 C35 0.0 . . . . ?
C33 C34 C35 C36 0.0 . . . . ?
C34 C35 C36 C31 0.0 . . . . ?
C32 C31 C36 C35 0.0 . . . . ?
P2 C31 C36 C35 172.3(2) . . . . ?
N1 P2 C31A C32A 85.8(3) . . . . ?
C25A P2 C31A C32A -141.7(4) . . . . ?
C31 P2 C31A C32A 165.4(8) . . . . ?
C19 P2 C31A C32A -30.2(3) . . . . ?
C25 P2 C31A C32A -142.1(3) . . . . ?
N1 P2 C31A C36A -89.6(2) . . . . ?
C25A P2 C31A C36A 42.9(4) . . . . ?
C31 P2 C31A C36A -10.0(6) . . . . ?
C19 P2 C31A C36A 154.39(19) . . . . ?
C25 P2 C31A C36A 42.4(3) . . . . ?
C36A C31A C32A C33A 0.0 . . . . ?
P2 C31A C32A C33A -175.1(4) . . . . ?
C31A C32A C33A C34A 0.0 . . . . ?
C32A C33A C34A C35A 0.0 . . . . ?
C33A C34A C35A C36A 0.0 . . . . ?
C34A C35A C36A C31A 0.0 . . . . ?
C32A C31A C36A C35A 0.0 . . . . ?
P2 C31A C36A C35A 175.8(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full 28.49
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max 0.349
_refine_diff_density_min -0.535
_refine_diff_density_rms 0.045
_database_code_depnum_ccdc_archive 'CCDC 955395'