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


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#  This CIF contains data from an original supplementary publication 
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#  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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data_110928_cj110921_1
_database_code_depnum_ccdc_archive 'CCDC 903812'
#TrackingRef 'web_deposit_cif_file_0_jiancao_1349072502.110928_cj110921_1.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C31 H23 I'
_chemical_formula_sum 'C31 H23 I'
_chemical_formula_weight 522.39
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 10.1953(6)
_cell_length_b 10.2701(7)
_cell_length_c 13.6377(7)
_cell_angle_alpha 68.376(6)
_cell_angle_beta 75.947(5)
_cell_angle_gamma 66.850(6)
_cell_volume 1212.54(13)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 2923
_cell_measurement_theta_min 2.8597
_cell_measurement_theta_max 29.6196
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.45
_exptl_crystal_size_mid 0.38
_exptl_crystal_size_min 0.35
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.431
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 524
_exptl_absorpt_coefficient_mu 1.336
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.5847
_exptl_absorpt_correction_T_max 0.6520
_exptl_absorpt_process_details
;
CrysAlis PRO (Agilent Technologies, 2011)
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean 10.3592
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 8715
_diffrn_reflns_av_R_equivalents 0.0284
_diffrn_reflns_av_sigmaI/netI 0.0418
_diffrn_reflns_limit_h_min -12
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_theta_min 2.87
_diffrn_reflns_theta_max 25.35
_reflns_number_total 4441
_reflns_number_gt 3691
_reflns_threshold_expression >2sigma(I)
_computing_cell_refinement 'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_collection 'CrysAlis PRO'
_computing_data_reduction 'CrysAlis PRO'
_computing_molecular_graphics 'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material OLEX2
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement '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^)+(0.0303P)^2^+0.0000P] 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 4441
_refine_ls_number_parameters 290
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0439
_refine_ls_R_factor_gt 0.0318
_refine_ls_wR_factor_ref 0.0707
_refine_ls_wR_factor_gt 0.0641
_refine_ls_goodness_of_fit_ref 1.036
_refine_ls_restrained_S_all 1.036
_refine_ls_shift/su_max 0.003
_refine_ls_shift/su_mean 0.000
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.31771(2) 0.32904(3) 1.002351(13) 0.05727(10) Uani 1 1 d . . .
C1 C -0.1137(3) 0.0710(4) 0.8605(3) 0.0635(10) Uani 1 1 d . . .
H1 H -0.0912 0.0156 0.8142 0.076 Uiso 1 1 calc R . .
C2 C -0.2342(4) 0.0782(5) 0.9325(3) 0.0713(11) Uani 1 1 d . . .
H2 H -0.2932 0.0271 0.9349 0.086 Uiso 1 1 calc R . .
C3 C -0.2694(4) 0.1596(5) 1.0015(3) 0.0695(11) Uani 1 1 d . . .
H3 H -0.3517 0.1623 1.0498 0.083 Uiso 1 1 calc R . .
C4 C -0.1862(3) 0.2363(4) 1.0004(2) 0.0612(9) Uani 1 1 d . . .
H4 H -0.2119 0.2913 1.0473 0.073 Uiso 1 1 calc R . .
C5 C -0.0601(3) 0.2320(4) 0.9275(2) 0.0470(8) Uani 1 1 d . . .
C6 C -0.0233(3) 0.1491(4) 0.8570(2) 0.0479(8) Uani 1 1 d . . .
C7 C 0.1061(3) 0.1388(4) 0.7890(2) 0.0460(7) Uani 1 1 d . . .
H7 H 0.1303 0.0838 0.7423 0.055 Uiso 1 1 calc R . .
C8 C 0.1978(3) 0.2073(3) 0.7892(2) 0.0395(7) Uani 1 1 d . . .
C9 C 0.1568(3) 0.2972(3) 0.85706(19) 0.0388(6) Uani 1 1 d . . .
C10 C 0.0314(3) 0.3059(4) 0.9252(2) 0.0479(7) Uani 1 1 d . . .
H10 H 0.0066 0.3625 0.9709 0.057 Uiso 1 1 calc R . .
C11 C 0.3398(3) 0.1759(3) 0.7235(2) 0.0391(6) Uani 1 1 d . . .
C12 C 0.4666(3) 0.1143(4) 0.7695(2) 0.0472(7) Uani 1 1 d . . .
H12 H 0.4638 0.1019 0.8410 0.057 Uiso 1 1 calc R . .
C13 C 0.5968(3) 0.0712(4) 0.7097(3) 0.0560(8) Uani 1 1 d . . .
H13 H 0.6805 0.0297 0.7422 0.067 Uiso 1 1 calc R . .
C14 C 0.6072(3) 0.0877(4) 0.6033(3) 0.0556(8) Uani 1 1 d . . .
C15 C 0.4805(4) 0.1517(4) 0.5577(2) 0.0619(9) Uani 1 1 d . . .
H15 H 0.4834 0.1653 0.4860 0.074 Uiso 1 1 calc R . .
C16 C 0.3501(3) 0.1955(4) 0.6165(2) 0.0514(8) Uani 1 1 d . . .
H16 H 0.2668 0.2394 0.5834 0.062 Uiso 1 1 calc R . .
C17 C 0.7499(4) 0.0345(5) 0.5398(3) 0.0850(12) Uani 1 1 d . . .
H17A H 0.7432 -0.0234 0.5009 0.128 Uiso 1 1 calc R . .
H17C H 0.8224 -0.0258 0.5870 0.128 Uiso 1 1 calc R . .
H17B H 0.7750 0.1186 0.4911 0.128 Uiso 1 1 calc R . .
C18 C 0.2464(3) 0.3828(3) 0.8538(2) 0.0385(6) Uani 1 1 d . . .
C19 C 0.2812(3) 0.4867(3) 0.7698(2) 0.0378(6) Uani 1 1 d . . .
C20 C 0.3887(3) 0.5544(3) 0.76614(19) 0.0402(7) Uani 1 1 d . . .
C21 C 0.5305(3) 0.4666(4) 0.7782(2) 0.0518(8) Uani 1 1 d . . .
H21 H 0.5581 0.3644 0.7920 0.062 Uiso 1 1 calc R . .
C22 C 0.6319(4) 0.5303(5) 0.7698(2) 0.0619(10) Uani 1 1 d . . .
H22 H 0.7274 0.4709 0.7771 0.074 Uiso 1 1 calc R . .
C23 C 0.5917(4) 0.6803(5) 0.7507(2) 0.0610(10) Uani 1 1 d . . .
H23 H 0.6598 0.7224 0.7458 0.073 Uiso 1 1 calc R . .
C24 C 0.4516(4) 0.7687(4) 0.7388(2) 0.0617(9) Uani 1 1 d . . .
H24 H 0.4243 0.8707 0.7262 0.074 Uiso 1 1 calc R . .
C25 C 0.3506(3) 0.7055(4) 0.7457(2) 0.0483(7) Uani 1 1 d . . .
H25 H 0.2559 0.7660 0.7363 0.058 Uiso 1 1 calc R . .
C26 C 0.2154(3) 0.5415(3) 0.6686(2) 0.0425(7) Uani 1 1 d . . .
C27 C 0.0694(3) 0.5772(4) 0.6684(3) 0.0584(9) Uani 1 1 d . . .
H27 H 0.0096 0.5685 0.7322 0.070 Uiso 1 1 calc R . .
C28 C 0.0120(4) 0.6256(5) 0.5738(3) 0.0771(12) Uani 1 1 d . . .
H28 H -0.0860 0.6484 0.5746 0.093 Uiso 1 1 calc R . .
C29 C 0.0980(5) 0.6398(5) 0.4799(3) 0.0831(13) Uani 1 1 d . . .
H29 H 0.0592 0.6712 0.4167 0.100 Uiso 1 1 calc R . .
C30 C 0.2414(5) 0.6079(5) 0.4787(3) 0.0744(11) Uani 1 1 d . . .
H30 H 0.3001 0.6184 0.4144 0.089 Uiso 1 1 calc R . .
C31 C 0.2997(4) 0.5602(4) 0.5724(2) 0.0582(9) Uani 1 1 d . . .
H31 H 0.3974 0.5405 0.5705 0.070 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
I1 0.06812(16) 0.06840(19) 0.04012(13) -0.01222(11) -0.01168(9) -0.02874(14)
C1 0.0551(19) 0.063(3) 0.076(2) -0.0094(19) -0.0235(17) -0.026(2)
C2 0.049(2) 0.077(3) 0.085(3) 0.004(2) -0.0253(18) -0.035(2)
C3 0.0460(18) 0.081(3) 0.064(2) 0.006(2) -0.0103(16) -0.027(2)
C4 0.0451(17) 0.066(3) 0.0562(19) -0.0015(18) -0.0052(14) -0.0178(19)
C5 0.0439(16) 0.045(2) 0.0406(16) 0.0021(14) -0.0103(12) -0.0147(16)
C6 0.0403(16) 0.046(2) 0.0516(17) 0.0022(15) -0.0179(13) -0.0171(16)
C7 0.0493(17) 0.042(2) 0.0494(17) -0.0105(14) -0.0150(13) -0.0166(16)
C8 0.0428(15) 0.0355(18) 0.0367(14) -0.0028(13) -0.0113(11) -0.0132(14)
C9 0.0420(15) 0.0350(18) 0.0358(14) -0.0038(13) -0.0098(11) -0.0127(14)
C10 0.0481(16) 0.048(2) 0.0437(16) -0.0095(15) -0.0054(13) -0.0159(16)
C11 0.0455(15) 0.0316(17) 0.0437(15) -0.0114(13) -0.0073(12) -0.0152(14)
C12 0.0467(17) 0.050(2) 0.0504(17) -0.0203(15) -0.0066(13) -0.0169(16)
C13 0.0445(17) 0.062(2) 0.071(2) -0.0285(18) -0.0053(15) -0.0200(18)
C14 0.059(2) 0.043(2) 0.066(2) -0.0257(17) 0.0126(16) -0.0223(18)
C15 0.080(2) 0.061(3) 0.0421(17) -0.0187(17) 0.0027(16) -0.025(2)
C16 0.0578(19) 0.046(2) 0.0488(17) -0.0135(15) -0.0106(14) -0.0146(17)
C17 0.078(3) 0.075(3) 0.093(3) -0.041(3) 0.023(2) -0.022(2)
C18 0.0420(15) 0.0360(18) 0.0367(14) -0.0137(13) -0.0058(11) -0.0093(14)
C19 0.0445(15) 0.0316(17) 0.0365(14) -0.0117(13) -0.0051(11) -0.0103(14)
C20 0.0517(17) 0.0396(19) 0.0310(14) -0.0106(13) -0.0045(12) -0.0176(16)
C21 0.0564(19) 0.045(2) 0.0538(18) -0.0075(15) -0.0137(14) -0.0192(18)
C22 0.057(2) 0.074(3) 0.058(2) -0.0097(19) -0.0157(15) -0.031(2)
C23 0.083(3) 0.072(3) 0.0450(18) -0.0103(17) -0.0093(16) -0.050(2)
C24 0.093(3) 0.049(2) 0.0547(19) -0.0166(17) -0.0030(17) -0.038(2)
C25 0.0588(18) 0.041(2) 0.0468(16) -0.0117(15) -0.0052(13) -0.0201(17)
C26 0.0521(17) 0.0297(17) 0.0447(16) -0.0054(13) -0.0139(13) -0.0135(15)
C27 0.060(2) 0.052(2) 0.0569(19) -0.0026(17) -0.0175(15) -0.0195(19)
C28 0.076(2) 0.067(3) 0.085(3) 0.000(2) -0.043(2) -0.023(2)
C29 0.125(4) 0.072(3) 0.064(2) 0.002(2) -0.049(2) -0.045(3)
C30 0.108(3) 0.081(3) 0.0425(19) -0.0110(19) -0.0156(18) -0.043(3)
C31 0.074(2) 0.061(2) 0.0468(18) -0.0151(16) -0.0095(15) -0.030(2)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C18 2.124(2) . ?
C1 C2 1.370(5) . ?
C1 C6 1.424(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.376(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.418(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(4) . ?
C5 C10 1.405(4) . ?
C6 C7 1.407(4) . ?
C7 C8 1.375(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.422(4) . ?
C8 C11 1.489(4) . ?
C9 C10 1.379(4) . ?
C9 C18 1.481(3) . ?
C10 H10 0.9300 . ?
C11 C16 1.381(4) . ?
C11 C12 1.387(4) . ?
C12 C13 1.379(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.380(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.382(4) . ?
C14 C17 1.509(4) . ?
C15 C16 1.375(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17C 0.9600 . ?
C17 H17B 0.9600 . ?
C18 C19 1.332(4) . ?
C19 C20 1.495(3) . ?
C19 C26 1.501(3) . ?
C20 C25 1.377(4) . ?
C20 C21 1.382(4) . ?
C21 C22 1.389(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.366(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.369(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.388(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C31 1.375(4) . ?
C26 C27 1.387(4) . ?
C27 C28 1.385(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.360(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.363(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(4) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
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
C2 C1 C6 119.4(4) . . ?
C2 C1 H1 120.3 . . ?
C6 C1 H1 120.3 . . ?
C1 C2 C3 121.2(3) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 121.2(3) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 119.7(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C10 118.7(2) . . ?
C6 C5 C4 119.4(3) . . ?
C10 C5 C4 121.9(3) . . ?
C5 C6 C7 119.0(2) . . ?
C5 C6 C1 119.1(3) . . ?
C7 C6 C1 121.9(3) . . ?
C8 C7 C6 122.3(3) . . ?
C8 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
C7 C8 C9 118.6(2) . . ?
C7 C8 C11 118.3(3) . . ?
C9 C8 C11 122.9(2) . . ?
C10 C9 C8 119.4(2) . . ?
C10 C9 C18 120.0(3) . . ?
C8 C9 C18 120.5(2) . . ?
C9 C10 C5 121.9(3) . . ?
C9 C10 H10 119.0 . . ?
C5 C10 H10 119.0 . . ?
C16 C11 C12 117.5(3) . . ?
C16 C11 C8 121.2(2) . . ?
C12 C11 C8 121.0(2) . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 122.3(3) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C13 C14 C15 117.1(3) . . ?
C13 C14 C17 121.7(3) . . ?
C15 C14 C17 121.2(3) . . ?
C16 C15 C14 121.1(3) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C11 121.7(3) . . ?
C15 C16 H16 119.1 . . ?
C11 C16 H16 119.1 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17C C17 H17B 109.5 . . ?
C19 C18 C9 126.4(2) . . ?
C19 C18 I1 120.17(18) . . ?
C9 C18 I1 113.39(17) . . ?
C18 C19 C20 124.3(2) . . ?
C18 C19 C26 121.0(2) . . ?
C20 C19 C26 114.7(2) . . ?
C25 C20 C21 118.7(3) . . ?
C25 C20 C19 121.0(3) . . ?
C21 C20 C19 120.2(3) . . ?
C20 C21 C22 120.3(3) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 120.1(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.3(3) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C23 C24 C25 119.7(3) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C20 C25 C24 120.9(3) . . ?
C20 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C31 C26 C27 118.1(3) . . ?
C31 C26 C19 120.2(2) . . ?
C27 C26 C19 121.7(2) . . ?
C28 C27 C26 120.4(3) . . ?
C28 C27 H27 119.8 . . ?
C26 C27 H27 119.8 . . ?
C29 C28 C27 120.4(3) . . ?
C29 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?
C28 C29 C30 119.8(3) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C29 C30 C31 120.3(3) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C26 C31 C30 120.9(3) . . ?
C26 C31 H31 119.6 . . ?
C30 C31 H31 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
C6 C1 C2 C3 0.1(5) . . . . ?
C1 C2 C3 C4 0.2(6) . . . . ?
C2 C3 C4 C5 -0.4(5) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C3 C4 C5 C10 -178.3(3) . . . . ?
C10 C5 C6 C7 2.1(4) . . . . ?
C4 C5 C6 C7 -176.6(3) . . . . ?
C10 C5 C6 C1 178.6(3) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C2 C1 C6 C7 176.3(3) . . . . ?
C5 C6 C7 C8 0.0(4) . . . . ?
C1 C6 C7 C8 -176.4(3) . . . . ?
C6 C7 C8 C9 -3.0(4) . . . . ?
C6 C7 C8 C11 173.0(3) . . . . ?
C7 C8 C9 C10 4.0(4) . . . . ?
C11 C8 C9 C10 -171.9(3) . . . . ?
C7 C8 C9 C18 -175.1(2) . . . . ?
C11 C8 C9 C18 9.1(4) . . . . ?
C8 C9 C10 C5 -1.9(4) . . . . ?
C18 C9 C10 C5 177.1(3) . . . . ?
C6 C5 C10 C9 -1.1(4) . . . . ?
C4 C5 C10 C9 177.5(3) . . . . ?
C7 C8 C11 C16 54.1(4) . . . . ?
C9 C8 C11 C16 -130.1(3) . . . . ?
C7 C8 C11 C12 -120.5(3) . . . . ?
C9 C8 C11 C12 55.4(4) . . . . ?
C16 C11 C12 C13 -1.7(4) . . . . ?
C8 C11 C12 C13 173.1(3) . . . . ?
C11 C12 C13 C14 0.3(5) . . . . ?
C12 C13 C14 C15 0.8(5) . . . . ?
C12 C13 C14 C17 -177.5(3) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C17 C14 C15 C16 177.7(3) . . . . ?
C14 C15 C16 C11 -0.9(5) . . . . ?
C12 C11 C16 C15 1.9(4) . . . . ?
C8 C11 C16 C15 -172.8(3) . . . . ?
C10 C9 C18 C19 -119.8(3) . . . . ?
C8 C9 C18 C19 59.2(4) . . . . ?
C10 C9 C18 I1 58.9(3) . . . . ?
C8 C9 C18 I1 -122.0(2) . . . . ?
C9 C18 C19 C20 -170.8(3) . . . . ?
I1 C18 C19 C20 10.5(4) . . . . ?
C9 C18 C19 C26 7.3(5) . . . . ?
I1 C18 C19 C26 -171.4(2) . . . . ?
C18 C19 C20 C25 -121.5(3) . . . . ?
C26 C19 C20 C25 60.3(3) . . . . ?
C18 C19 C20 C21 61.7(4) . . . . ?
C26 C19 C20 C21 -116.5(3) . . . . ?
C25 C20 C21 C22 0.1(4) . . . . ?
C19 C20 C21 C22 176.9(2) . . . . ?
C20 C21 C22 C23 0.8(5) . . . . ?
C21 C22 C23 C24 -0.6(5) . . . . ?
C22 C23 C24 C25 -0.3(5) . . . . ?
C21 C20 C25 C24 -1.0(4) . . . . ?
C19 C20 C25 C24 -177.9(2) . . . . ?
C23 C24 C25 C20 1.2(4) . . . . ?
C18 C19 C26 C31 -135.9(3) . . . . ?
C20 C19 C26 C31 42.4(4) . . . . ?
C18 C19 C26 C27 45.2(4) . . . . ?
C20 C19 C26 C27 -136.4(3) . . . . ?
C31 C26 C27 C28 2.0(5) . . . . ?
C19 C26 C27 C28 -179.1(3) . . . . ?
C26 C27 C28 C29 -0.5(6) . . . . ?
C27 C28 C29 C30 -0.8(6) . . . . ?
C28 C29 C30 C31 0.5(6) . . . . ?
C27 C26 C31 C30 -2.3(5) . . . . ?
C19 C26 C31 C30 178.8(3) . . . . ?
C29 C30 C31 C26 1.1(6) . . . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 25.35
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 0.416
_refine_diff_density_min -0.499
_refine_diff_density_rms 0.064


data_110928_cj110921_2
_database_code_depnum_ccdc_archive 'CCDC 903813'
#TrackingRef 'web_deposit_cif_file_1_jiancao_1349072502.110928_cj110921_2.cif'
_audit_creation_method SHELXL-97
_chemical_name_systematic
;
?
;
_chemical_name_common ?
_chemical_melting_point ?
_chemical_formula_moiety 'C31 H23 I'
_chemical_formula_sum 'C31 H23 I'
_chemical_formula_weight 522.39
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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting Triclinic
_symmetry_space_group_name_H-M 'P -1'
_symmetry_space_group_name_Hall '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 7.2201(4)
_cell_length_b 10.1334(6)
_cell_length_c 17.8528(9)
_cell_angle_alpha 97.658(4)
_cell_angle_beta 96.136(4)
_cell_angle_gamma 106.567(5)
_cell_volume 1226.28(12)
_cell_formula_units_Z 2
_cell_measurement_temperature 293(2)
_cell_measurement_reflns_used 3152
_cell_measurement_theta_min 2.8674
_cell_measurement_theta_max 29.5711
_exptl_crystal_description block
_exptl_crystal_colour colorless
_exptl_crystal_size_max 0.42
_exptl_crystal_size_mid 0.38
_exptl_crystal_size_min 0.35
_exptl_crystal_density_meas ?
_exptl_crystal_density_diffrn 1.415
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 524
_exptl_absorpt_coefficient_mu 1.321
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_correction_T_min 0.6068
_exptl_absorpt_correction_T_max 0.6549
_exptl_absorpt_process_details
;
CrysAlis PRO (Agilent Technologies, 2011)
;
_exptl_special_details
;
?
;
_diffrn_ambient_temperature 293(2)
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_type MoK\a
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_detector_area_resol_mean 10.3592
_diffrn_standards_number ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time ?
_diffrn_standards_decay_% ?
_diffrn_reflns_number 9655
_diffrn_reflns_av_R_equivalents 0.0279
_diffrn_reflns_av_sigmaI/netI 0.0418
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_l_min -21
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_theta_min 2.87
_diffrn_reflns_theta_max 25.35
_reflns_number_total 4483
_reflns_number_gt 3541
_reflns_threshold_expression >2sigma(I)
_computing_cell_refinement 'CrysAlis PRO (Agilent Technologies, 2011)'
_computing_data_collection 'CrysAlis PRO'
_computing_data_reduction 'CrysAlis PRO'
_computing_molecular_graphics 'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material OLEX2
_computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement '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^)+(0.0345P)^2^+0.3645P] 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 4483
_refine_ls_number_parameters 290
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0525
_refine_ls_R_factor_gt 0.0359
_refine_ls_wR_factor_ref 0.0821
_refine_ls_wR_factor_gt 0.0751
_refine_ls_goodness_of_fit_ref 1.033
_refine_ls_restrained_S_all 1.033
_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
I1 I -0.02555(4) 0.50706(3) 0.307898(15) 0.06114(11) Uani 1 1 d . . .
C1 C 0.5233(6) 0.2984(4) 0.1016(2) 0.0653(11) Uani 1 1 d . . .
H1 H 0.6483 0.3558 0.0998 0.078 Uiso 1 1 calc R . .
C2 C 0.4604(8) 0.1653(5) 0.0612(2) 0.0807(14) Uani 1 1 d . . .
H2 H 0.5423 0.1325 0.0320 0.097 Uiso 1 1 calc R . .
C3 C 0.2749(8) 0.0792(4) 0.0638(2) 0.0787(14) Uani 1 1 d . . .
H3 H 0.2335 -0.0108 0.0356 0.094 Uiso 1 1 calc R . .
C4 C 0.1528(7) 0.1226(4) 0.1061(2) 0.0652(11) Uani 1 1 d . . .
H4 H 0.0296 0.0622 0.1075 0.078 Uiso 1 1 calc R . .
C5 C 0.2124(5) 0.2611(3) 0.14868(19) 0.0470(8) Uani 1 1 d . . .
C6 C 0.4004(5) 0.3493(3) 0.14574(18) 0.0457(8) Uani 1 1 d . . .
C7 C 0.4601(5) 0.4865(3) 0.18847(17) 0.0430(8) Uani 1 1 d . . .
H7 H 0.5848 0.5449 0.1873 0.052 Uiso 1 1 calc R . .
C8 C 0.3405(4) 0.5360(3) 0.23134(17) 0.0366(7) Uani 1 1 d . . .
C9 C 0.1553(5) 0.4443(3) 0.23492(18) 0.0425(8) Uani 1 1 d . . .
C10 C 0.0924(5) 0.3112(3) 0.19465(19) 0.0502(9) Uani 1 1 d . . .
H10 H -0.0312 0.2531 0.1977 0.060 Uiso 1 1 calc R . .
C11 C 0.4141(4) 0.6833(3) 0.27473(17) 0.0364(7) Uani 1 1 d . . .
C12 C 0.5710(4) 0.7054(3) 0.34124(17) 0.0361(7) Uani 1 1 d . . .
C13 C 0.5611(5) 0.6034(3) 0.38674(18) 0.0438(8) Uani 1 1 d . . .
H13 H 0.4550 0.5224 0.3761 0.053 Uiso 1 1 calc R . .
C14 C 0.7052(5) 0.6198(3) 0.44713(19) 0.0488(8) Uani 1 1 d . . .
H14 H 0.6944 0.5502 0.4770 0.059 Uiso 1 1 calc R . .
C15 C 0.8666(5) 0.7383(4) 0.4644(2) 0.0508(9) Uani 1 1 d . . .
C16 C 0.8775(5) 0.8384(3) 0.4185(2) 0.0482(8) Uani 1 1 d . . .
H16 H 0.9855 0.9181 0.4283 0.058 Uiso 1 1 calc R . .
C17 C 0.7327(4) 0.8233(3) 0.35863(18) 0.0405(7) Uani 1 1 d . . .
H17 H 0.7435 0.8936 0.3292 0.049 Uiso 1 1 calc R . .
C18 C 1.0269(7) 0.7544(5) 0.5297(3) 0.0861(15) Uani 1 1 d . . .
H18A H 0.9777 0.7649 0.5773 0.129 Uiso 1 1 calc R . .
H18B H 1.1344 0.8355 0.5287 0.129 Uiso 1 1 calc R . .
H18C H 1.0704 0.6730 0.5246 0.129 Uiso 1 1 calc R . .
C19 C 0.3400(5) 0.7831(3) 0.25360(17) 0.0383(7) Uani 1 1 d . . .
C20 C 0.1923(5) 0.7570(3) 0.18416(18) 0.0423(8) Uani 1 1 d . . .
C21 C 0.0219(5) 0.7911(4) 0.1907(2) 0.0531(9) Uani 1 1 d . . .
H21 H 0.0033 0.8328 0.2378 0.064 Uiso 1 1 calc R . .
C22 C -0.1219(6) 0.7635(4) 0.1275(3) 0.0713(12) Uani 1 1 d . . .
H22 H -0.2374 0.7851 0.1325 0.086 Uiso 1 1 calc R . .
C23 C -0.0934(7) 0.7045(4) 0.0578(3) 0.0774(14) Uani 1 1 d . . .
H23 H -0.1907 0.6843 0.0157 0.093 Uiso 1 1 calc R . .
C24 C 0.0766(8) 0.6752(4) 0.0501(2) 0.0732(13) Uani 1 1 d . . .
H24 H 0.0970 0.6380 0.0023 0.088 Uiso 1 1 calc R . .
C25 C 0.2189(6) 0.7005(3) 0.11254(19) 0.0568(10) Uani 1 1 d . . .
H25 H 0.3342 0.6793 0.1066 0.068 Uiso 1 1 calc R . .
C26 C 0.3889(4) 0.9256(3) 0.30111(17) 0.0386(7) Uani 1 1 d . . .
C27 C 0.3678(5) 0.9424(3) 0.37740(19) 0.0448(8) Uani 1 1 d . . .
H27 H 0.3284 0.8639 0.4004 0.054 Uiso 1 1 calc R . .
C28 C 0.4039(5) 1.0735(4) 0.4202(2) 0.0561(10) Uani 1 1 d . . .
H28 H 0.3888 1.0830 0.4716 0.067 Uiso 1 1 calc R . .
C29 C 0.4616(6) 1.1882(4) 0.3871(2) 0.0646(11) Uani 1 1 d . . .
H29 H 0.4853 1.2765 0.4159 0.077 Uiso 1 1 calc R . .
C30 C 0.4852(6) 1.1754(4) 0.3117(3) 0.0701(12) Uani 1 1 d . . .
H30 H 0.5275 1.2547 0.2897 0.084 Uiso 1 1 calc R . .
C31 C 0.4462(6) 1.0442(3) 0.2686(2) 0.0563(10) Uani 1 1 d . . .
H31 H 0.4586 1.0357 0.2170 0.068 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
I1 0.05290(16) 0.06103(18) 0.0756(2) 0.01847(13) 0.02462(13) 0.01854(12)
C1 0.076(3) 0.056(2) 0.065(2) -0.0029(19) 0.013(2) 0.028(2)
C2 0.114(4) 0.061(3) 0.075(3) -0.008(2) 0.017(3) 0.047(3)
C3 0.121(4) 0.043(2) 0.067(3) -0.013(2) -0.004(3) 0.035(3)
C4 0.089(3) 0.037(2) 0.061(2) 0.0008(18) -0.008(2) 0.015(2)
C5 0.060(2) 0.0339(17) 0.0431(19) 0.0062(15) -0.0063(17) 0.0130(16)
C6 0.060(2) 0.0388(18) 0.0389(18) 0.0024(14) 0.0021(17) 0.0203(17)
C7 0.0431(18) 0.0375(18) 0.0449(19) 0.0037(14) 0.0056(16) 0.0089(15)
C8 0.0363(17) 0.0340(16) 0.0367(17) 0.0042(13) 0.0019(14) 0.0081(13)
C9 0.0433(19) 0.0398(18) 0.0448(18) 0.0071(15) 0.0053(15) 0.0135(15)
C10 0.045(2) 0.0392(19) 0.057(2) 0.0085(16) -0.0049(18) 0.0019(15)
C11 0.0355(17) 0.0347(16) 0.0352(17) 0.0018(13) 0.0056(14) 0.0067(13)
C12 0.0356(17) 0.0337(16) 0.0393(17) 0.0009(13) 0.0063(14) 0.0130(13)
C13 0.0415(19) 0.0371(17) 0.049(2) 0.0063(15) 0.0022(16) 0.0086(14)
C14 0.052(2) 0.046(2) 0.050(2) 0.0123(16) 0.0043(18) 0.0183(17)
C15 0.044(2) 0.057(2) 0.050(2) 0.0017(17) -0.0045(17) 0.0203(17)
C16 0.0352(18) 0.0437(19) 0.059(2) 0.0025(16) 0.0000(17) 0.0077(15)
C17 0.0393(18) 0.0360(17) 0.0457(19) 0.0057(14) 0.0046(15) 0.0121(14)
C18 0.077(3) 0.088(3) 0.082(3) 0.017(2) -0.025(3) 0.019(3)
C19 0.0415(18) 0.0356(17) 0.0335(16) 0.0022(13) 0.0049(14) 0.0070(14)
C20 0.051(2) 0.0323(16) 0.0378(18) 0.0079(14) -0.0013(16) 0.0062(14)
C21 0.048(2) 0.055(2) 0.054(2) 0.0132(17) -0.0013(18) 0.0129(17)
C22 0.054(2) 0.060(2) 0.093(3) 0.030(2) -0.012(2) 0.0075(19)
C23 0.085(3) 0.056(2) 0.067(3) 0.018(2) -0.032(3) -0.004(2)
C24 0.112(4) 0.050(2) 0.043(2) 0.0042(17) -0.009(3) 0.012(2)
C25 0.076(3) 0.047(2) 0.043(2) 0.0063(16) 0.003(2) 0.0156(18)
C26 0.0395(18) 0.0341(17) 0.0402(18) 0.0051(14) -0.0027(15) 0.0119(14)
C27 0.0466(19) 0.0374(18) 0.049(2) 0.0043(15) 0.0060(16) 0.0126(15)
C28 0.060(2) 0.052(2) 0.052(2) -0.0088(18) -0.0013(19) 0.0208(18)
C29 0.072(3) 0.039(2) 0.072(3) -0.0088(19) -0.016(2) 0.0167(19)
C30 0.084(3) 0.035(2) 0.080(3) 0.0165(19) -0.012(2) 0.0050(19)
C31 0.069(3) 0.043(2) 0.048(2) 0.0096(16) -0.0088(19) 0.0091(18)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C9 2.103(3) . ?
C1 C2 1.367(5) . ?
C1 C6 1.406(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.348(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.426(5) . ?
C4 H4 0.9300 . ?
C5 C10 1.405(5) . ?
C5 C6 1.407(5) . ?
C6 C7 1.416(4) . ?
C7 C8 1.367(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.407(4) . ?
C8 C11 1.504(4) . ?
C9 C10 1.365(4) . ?
C10 H10 0.9300 . ?
C11 C19 1.348(4) . ?
C11 C12 1.497(4) . ?
C12 C17 1.384(4) . ?
C12 C13 1.389(4) . ?
C13 C14 1.373(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.386(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.376(5) . ?
C15 C18 1.510(5) . ?
C16 C17 1.373(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.488(4) . ?
C19 C26 1.499(4) . ?
C20 C21 1.382(5) . ?
C20 C25 1.386(5) . ?
C21 C22 1.390(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.369(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.359(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.376(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.380(4) . ?
C26 C31 1.381(5) . ?
C27 C28 1.381(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.354(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.368(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(5) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
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
C2 C1 C6 120.5(4) . . ?
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C1 C2 C3 120.1(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 121.6(4) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C10 C5 C6 119.0(3) . . ?
C10 C5 C4 122.5(4) . . ?
C6 C5 C4 118.5(4) . . ?
C1 C6 C5 119.3(3) . . ?
C1 C6 C7 122.2(3) . . ?
C5 C6 C7 118.5(3) . . ?
C8 C7 C6 122.2(3) . . ?
C8 C7 H7 118.9 . . ?
C6 C7 H7 118.9 . . ?
C7 C8 C9 118.1(3) . . ?
C7 C8 C11 119.0(3) . . ?
C9 C8 C11 122.8(3) . . ?
C10 C9 C8 121.5(3) . . ?
C10 C9 I1 118.3(3) . . ?
C8 C9 I1 120.1(2) . . ?
C9 C10 C5 120.7(3) . . ?
C9 C10 H10 119.7 . . ?
C5 C10 H10 119.7 . . ?
C19 C11 C12 124.9(3) . . ?
C19 C11 C8 121.0(3) . . ?
C12 C11 C8 114.1(2) . . ?
C17 C12 C13 117.4(3) . . ?
C17 C12 C11 122.6(3) . . ?
C13 C12 C11 120.0(3) . . ?
C14 C13 C12 121.2(3) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 121.1(3) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 117.6(3) . . ?
C16 C15 C18 121.5(3) . . ?
C14 C15 C18 120.9(3) . . ?
C17 C16 C15 121.5(3) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C12 121.2(3) . . ?
C16 C17 H17 119.4 . . ?
C12 C17 H17 119.4 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C11 C19 C20 122.5(3) . . ?
C11 C19 C26 122.7(3) . . ?
C20 C19 C26 114.7(3) . . ?
C21 C20 C25 118.3(3) . . ?
C21 C20 C19 119.1(3) . . ?
C25 C20 C19 122.6(3) . . ?
C20 C21 C22 120.5(4) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 119.9(4) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C24 C23 C22 120.2(4) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.4(4) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 120.8(4) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C27 C26 C31 117.9(3) . . ?
C27 C26 C19 121.3(3) . . ?
C31 C26 C19 120.7(3) . . ?
C26 C27 C28 121.3(3) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C29 C28 C27 119.7(4) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C30 120.6(3) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 H29 119.7 . . ?
C29 C30 C31 119.7(4) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C30 C31 C26 120.8(4) . . ?
C30 C31 H31 119.6 . . ?
C26 C31 H31 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
C6 C1 C2 C3 -0.2(6) . . . . ?
C1 C2 C3 C4 -0.7(7) . . . . ?
C2 C3 C4 C5 1.1(6) . . . . ?
C3 C4 C5 C10 -179.0(3) . . . . ?
C3 C4 C5 C6 -0.5(5) . . . . ?
C2 C1 C6 C5 0.7(5) . . . . ?
C2 C1 C6 C7 179.9(4) . . . . ?
C10 C5 C6 C1 178.2(3) . . . . ?
C4 C5 C6 C1 -0.4(5) . . . . ?
C10 C5 C6 C7 -1.0(5) . . . . ?
C4 C5 C6 C7 -179.5(3) . . . . ?
C1 C6 C7 C8 179.9(3) . . . . ?
C5 C6 C7 C8 -0.9(5) . . . . ?
C6 C7 C8 C9 2.6(5) . . . . ?
C6 C7 C8 C11 -179.6(3) . . . . ?
C7 C8 C9 C10 -2.5(5) . . . . ?
C11 C8 C9 C10 179.8(3) . . . . ?
C7 C8 C9 I1 174.2(2) . . . . ?
C11 C8 C9 I1 -3.5(4) . . . . ?
C8 C9 C10 C5 0.6(5) . . . . ?
I1 C9 C10 C5 -176.1(2) . . . . ?
C6 C5 C10 C9 1.1(5) . . . . ?
C4 C5 C10 C9 179.6(3) . . . . ?
C7 C8 C11 C19 110.2(4) . . . . ?
C9 C8 C11 C19 -72.1(4) . . . . ?
C7 C8 C11 C12 -70.1(4) . . . . ?
C9 C8 C11 C12 107.6(3) . . . . ?
C19 C11 C12 C17 -41.3(5) . . . . ?
C8 C11 C12 C17 139.0(3) . . . . ?
C19 C11 C12 C13 141.0(3) . . . . ?
C8 C11 C12 C13 -38.7(4) . . . . ?
C17 C12 C13 C14 0.7(5) . . . . ?
C11 C12 C13 C14 178.6(3) . . . . ?
C12 C13 C14 C15 -0.6(5) . . . . ?
C13 C14 C15 C16 -0.4(5) . . . . ?
C13 C14 C15 C18 -178.6(4) . . . . ?
C14 C15 C16 C17 1.2(5) . . . . ?
C18 C15 C16 C17 179.4(4) . . . . ?
C15 C16 C17 C12 -1.1(5) . . . . ?
C13 C12 C17 C16 0.1(5) . . . . ?
C11 C12 C17 C16 -177.8(3) . . . . ?
C12 C11 C19 C20 176.3(3) . . . . ?
C8 C11 C19 C20 -4.0(5) . . . . ?
C12 C11 C19 C26 -8.3(5) . . . . ?
C8 C11 C19 C26 171.4(3) . . . . ?
C11 C19 C20 C21 127.8(3) . . . . ?
C26 C19 C20 C21 -48.0(4) . . . . ?
C11 C19 C20 C25 -52.6(5) . . . . ?
C26 C19 C20 C25 131.6(3) . . . . ?
C25 C20 C21 C22 2.7(5) . . . . ?
C19 C20 C21 C22 -177.7(3) . . . . ?
C20 C21 C22 C23 -1.2(6) . . . . ?
C21 C22 C23 C24 -1.2(6) . . . . ?
C22 C23 C24 C25 2.1(6) . . . . ?
C23 C24 C25 C20 -0.6(6) . . . . ?
C21 C20 C25 C24 -1.8(5) . . . . ?
C19 C20 C25 C24 178.6(3) . . . . ?
C11 C19 C26 C27 -52.6(5) . . . . ?
C20 C19 C26 C27 123.2(3) . . . . ?
C11 C19 C26 C31 131.1(3) . . . . ?
C20 C19 C26 C31 -53.1(4) . . . . ?
C31 C26 C27 C28 -0.5(5) . . . . ?
C19 C26 C27 C28 -176.9(3) . . . . ?
C26 C27 C28 C29 -0.1(5) . . . . ?
C27 C28 C29 C30 -0.3(6) . . . . ?
C28 C29 C30 C31 1.3(6) . . . . ?
C29 C30 C31 C26 -1.9(6) . . . . ?
C27 C26 C31 C30 1.5(5) . . . . ?
C19 C26 C31 C30 177.9(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full 25.35
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max 0.419
_refine_diff_density_min -0.487
_refine_diff_density_rms 0.064