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


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#                 Cambridge Crystallographic Data Centre
#                                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_1
_database_code_depnum_ccdc_archive 'CCDC 879596'
#TrackingRef 'Nari-14.cif'
_audit_creation_method           SHELXTL
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C62 H44 Br4 N8 O7'
_chemical_formula_weight         1332.69
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
_cell_length_a                   19.744(4)
_cell_length_b                   19.587(4)
_cell_length_c                   32.310(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     12495(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    2772
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      26.38
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             5344
_exptl_absorpt_coefficient_mu    2.633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.572
_exptl_absorpt_correction_T_max  0.674
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            67322
_diffrn_reflns_av_R_equivalents  0.1097
_diffrn_reflns_av_sigmaI/netI    0.0951
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.93
_diffrn_reflns_theta_max         26.00
_reflns_number_total             12241
_reflns_number_gt                5885
_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    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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^)+(0.1496P)^2^+23.0062P] 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         12241
_refine_ls_number_parameters     685
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1787
_refine_ls_R_factor_gt           0.0895
_refine_ls_wR_factor_ref         0.3053
_refine_ls_wR_factor_gt          0.2549
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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
Br1 Br 0.62015(5) 0.71583(5) 0.14322(3) 0.0562(3) Uani 1 1 d . . .
Br2 Br 0.38216(5) 0.27146(6) 0.13817(3) 0.0599(3) Uani 1 1 d . . .
Br3 Br 0.38803(5) 0.02080(5) 0.89200(4) 0.0751(4) Uani 1 1 d . . .
Br41 Br 0.3831(3) 0.0056(3) 0.13924(17) 0.0378(14) Uiso 0.25 1 d P . .
Br42 Br 0.3626(3) -0.0137(3) 0.13829(18) 0.0715(17) Uiso 0.25 1 d P . .
Br43 Br 0.3868(2) 0.0113(2) 0.1259(2) 0.0243(9) Uiso 0.25 1 d P . .
Br44 Br 0.3881(3) 0.0144(3) 0.1105(2) 0.063(2) Uiso 0.25 1 d P . .
N1 N 0.7352(3) 0.3270(3) 1.1544(2) 0.0400(16) Uani 1 1 d . . .
N2 N 0.7395(4) 0.3225(4) 1.0865(2) 0.0472(18) Uani 1 1 d . . .
N3 N 0.5522(3) 0.1518(3) 1.08362(18) 0.0347(15) Uani 1 1 d . . .
N4 N 0.5461(3) 0.1549(3) 1.15154(18) 0.0338(15) Uani 1 1 d . . .
N5 N 0.5486(3) 0.1610(3) 0.83936(17) 0.0329(15) Uani 1 1 d . . .
N6 N 0.5534(3) 0.1547(3) 0.90719(19) 0.0390(16) Uani 1 1 d . . .
N7 N 0.7379(3) 0.3276(3) 0.9091(2) 0.0381(16) Uani 1 1 d . . .
N8 N 0.7313(3) 0.3382(3) 0.8413(2) 0.0392(16) Uani 1 1 d . . .
C1 C 0.7662(4) 0.3484(4) 1.1209(3) 0.046(2) Uani 1 1 d . . .
H1 H 0.8036 0.3789 1.1212 0.055 Uiso 1 1 calc R . .
C2 C 0.6839(4) 0.2818(4) 1.1411(2) 0.0361(18) Uani 1 1 d . . .
C3 C 0.6859(4) 0.2791(4) 1.0976(2) 0.0381(19) Uani 1 1 d . . .
C4 C 0.6451(4) 0.2390(4) 1.0739(3) 0.041(2) Uani 1 1 d . . .
H4 H 0.6479 0.2376 1.0445 0.049 Uiso 1 1 calc R . .
C5 C 0.5994(4) 0.2006(4) 1.0962(2) 0.0347(18) Uani 1 1 d . . .
C6 C 0.5964(4) 0.2027(4) 1.1397(2) 0.0334(18) Uani 1 1 d . . .
C7 C 0.6387(4) 0.2432(4) 1.1640(3) 0.039(2) Uani 1 1 d . . .
H7 H 0.6367 0.2442 1.1933 0.047 Uiso 1 1 calc R . .
C8 C 0.5228(4) 0.1252(4) 1.1169(2) 0.0390(19) Uani 1 1 d . . .
H8 H 0.4898 0.0900 1.1163 0.047 Uiso 1 1 calc R . .
C9 C 0.5413(4) 0.1305(4) 1.0406(2) 0.0390(19) Uani 1 1 d . . .
H9A H 0.5199 0.0848 1.0403 0.047 Uiso 1 1 calc R . .
H9B H 0.5856 0.1268 1.0265 0.047 Uiso 1 1 calc R . .
C10 C 0.4979(4) 0.1787(4) 1.0174(2) 0.0376(19) Uani 1 1 d . . .
C11 C 0.4527(4) 0.2202(5) 1.0387(3) 0.053(2) Uani 1 1 d . . .
H11 H 0.4523 0.2200 1.0681 0.064 Uiso 1 1 calc R . .
C12 C 0.4083(5) 0.2618(6) 1.0172(3) 0.071(3) Uani 1 1 d . . .
H12 H 0.3780 0.2906 1.0321 0.085 Uiso 1 1 calc R . .
C13 C 0.4075(5) 0.2621(6) 0.9748(3) 0.075(3) Uani 1 1 d . . .
H13 H 0.3758 0.2900 0.9605 0.090 Uiso 1 1 calc R . .
C14 C 0.4524(4) 0.2220(5) 0.9525(3) 0.060(3) Uani 1 1 d . . .
H14 H 0.4531 0.2232 0.9231 0.072 Uiso 1 1 calc R . .
C15 C 0.4965(4) 0.1797(4) 0.9745(2) 0.0374(19) Uani 1 1 d . . .
C16 C 0.5413(4) 0.1305(4) 0.9500(2) 0.044(2) Uani 1 1 d . . .
H16A H 0.5853 0.1253 0.9643 0.053 Uiso 1 1 calc R . .
H16B H 0.5193 0.0851 0.9490 0.053 Uiso 1 1 calc R . .
C17 C 0.5242(4) 0.1287(4) 0.8729(2) 0.040(2) Uani 1 1 d . . .
H17 H 0.4915 0.0931 0.8724 0.048 Uiso 1 1 calc R . .
C18 C 0.5972(4) 0.2095(4) 0.8518(2) 0.0354(19) Uani 1 1 d . . .
C19 C 0.5997(4) 0.2044(4) 0.8960(2) 0.0351(18) Uani 1 1 d . . .
C20 C 0.6436(4) 0.2432(4) 0.9199(2) 0.0367(19) Uani 1 1 d . . .
H20 H 0.6450 0.2413 0.9493 0.044 Uiso 1 1 calc R . .
C21 C 0.6855(4) 0.2855(4) 0.8961(2) 0.0375(19) Uani 1 1 d . . .
C22 C 0.6811(4) 0.2909(4) 0.8530(2) 0.0364(19) Uani 1 1 d . . .
C23 C 0.6372(4) 0.2526(4) 0.8288(2) 0.0367(19) Uani 1 1 d . . .
H23 H 0.6350 0.2558 0.7995 0.044 Uiso 1 1 calc R . .
C24 C 0.7643(4) 0.3572(4) 0.8755(3) 0.040(2) Uani 1 1 d . . .
H24 H 0.8017 0.3877 0.8760 0.048 Uiso 1 1 calc R . .
C25 C 0.7615(4) 0.3374(5) 0.9514(2) 0.046(2) Uani 1 1 d . . .
H25A H 0.8087 0.3545 0.9507 0.055 Uiso 1 1 calc R . .
H25B H 0.7619 0.2927 0.9657 0.055 Uiso 1 1 calc R . .
C26 C 0.7191(4) 0.3859(4) 0.9755(2) 0.0403(19) Uani 1 1 d . . .
C27 C 0.6824(5) 0.4350(5) 0.9562(3) 0.056(2) Uani 1 1 d . . .
H27 H 0.6823 0.4364 0.9268 0.067 Uiso 1 1 calc R . .
C28 C 0.6448(6) 0.4836(5) 0.9778(3) 0.074(3) Uani 1 1 d . . .
H28 H 0.6180 0.5162 0.9636 0.089 Uiso 1 1 calc R . .
C29 C 0.6475(6) 0.4830(5) 1.0206(3) 0.073(3) Uani 1 1 d . . .
H29 H 0.6247 0.5176 1.0358 0.088 Uiso 1 1 calc R . .
C30 C 0.6828(5) 0.4332(5) 1.0413(3) 0.054(2) Uani 1 1 d . . .
H30 H 0.6817 0.4321 1.0707 0.065 Uiso 1 1 calc R . .
C31 C 0.7197(4) 0.3848(4) 1.0202(3) 0.043(2) Uani 1 1 d . . .
C32 C 0.7635(4) 0.3354(5) 1.0439(2) 0.046(2) Uani 1 1 d . . .
H32A H 0.7650 0.2915 1.0287 0.055 Uiso 1 1 calc R . .
H32B H 0.8102 0.3536 1.0451 0.055 Uiso 1 1 calc R . .
C33 C 0.7484(4) 0.3456(4) 1.1961(3) 0.045(2) Uani 1 1 d . . .
C34 C 0.7445(5) 0.4131(5) 1.2078(3) 0.064(3) Uani 1 1 d . . .
H34 H 0.7360 0.4477 1.1878 0.077 Uiso 1 1 calc R . .
C35 C 0.7534(6) 0.4299(5) 1.2496(3) 0.067(3) Uani 1 1 d . . .
H35 H 0.7493 0.4761 1.2582 0.081 Uiso 1 1 calc R . .
C36 C 0.7681(5) 0.3803(5) 1.2781(3) 0.058(3) Uani 1 1 d . . .
H36 H 0.7738 0.3920 1.3064 0.070 Uiso 1 1 calc R . .
C37 C 0.7747(4) 0.3132(5) 1.2656(3) 0.050(2) Uani 1 1 d . . .
H37 H 0.7869 0.2793 1.2853 0.060 Uiso 1 1 calc R . .
C38 C 0.7638(4) 0.2946(4) 1.2250(2) 0.041(2) Uani 1 1 d . . .
H38 H 0.7668 0.2481 1.2168 0.049 Uiso 1 1 calc R . .
C39 C 0.5288(4) 0.1357(4) 1.1931(2) 0.0374(19) Uani 1 1 d . . .
C40 C 0.5125(4) 0.1863(4) 1.2214(2) 0.043(2) Uani 1 1 d . . .
H40 H 0.5113 0.2329 1.2132 0.051 Uiso 1 1 calc R . .
C41 C 0.4978(5) 0.1680(5) 1.2625(3) 0.054(2) Uani 1 1 d . . .
H41 H 0.4860 0.2017 1.2824 0.065 Uiso 1 1 calc R . .
C42 C 0.5009(5) 0.1001(5) 1.2731(3) 0.058(3) Uani 1 1 d . . .
H42 H 0.4920 0.0873 1.3009 0.069 Uiso 1 1 calc R . .
C43 C 0.5161(5) 0.0508(5) 1.2452(3) 0.057(3) Uani 1 1 d . . .
H43 H 0.5173 0.0044 1.2537 0.068 Uiso 1 1 calc R . .
C44 C 0.5303(4) 0.0680(4) 1.2035(3) 0.051(2) Uani 1 1 d . . .
H44 H 0.5403 0.0338 1.1836 0.061 Uiso 1 1 calc R . .
C45 C 0.5312(4) 0.1466(4) 0.7972(2) 0.042(2) Uani 1 1 d . . .
C46 C 0.5810(5) 0.1275(5) 0.7702(3) 0.053(2) Uani 1 1 d . . .
H46 H 0.6263 0.1219 0.7796 0.064 Uiso 1 1 calc R . .
C47 C 0.5651(6) 0.1165(5) 0.7294(3) 0.060(3) Uani 1 1 d . . .
H47 H 0.5993 0.1027 0.7105 0.072 Uiso 1 1 calc R . .
C48 C 0.4998(7) 0.1253(5) 0.7159(3) 0.070(3) Uani 1 1 d . . .
H48 H 0.4893 0.1188 0.6874 0.084 Uiso 1 1 calc R . .
C49 C 0.4504(6) 0.1431(5) 0.7427(3) 0.070(3) Uani 1 1 d . . .
H49 H 0.4052 0.1478 0.7332 0.084 Uiso 1 1 calc R . .
C50 C 0.4652(5) 0.1547(5) 0.7846(3) 0.059(3) Uani 1 1 d . . .
H50 H 0.4308 0.1677 0.8036 0.071 Uiso 1 1 calc R . .
C51 C 0.7453(4) 0.3606(4) 0.7997(3) 0.041(2) Uani 1 1 d . . .
C52 C 0.6919(4) 0.3788(5) 0.7740(3) 0.050(2) Uani 1 1 d . . .
H52 H 0.6469 0.3798 0.7843 0.060 Uiso 1 1 calc R . .
C53 C 0.7048(4) 0.3957(4) 0.7329(3) 0.046(2) Uani 1 1 d . . .
H53 H 0.6686 0.4072 0.7148 0.055 Uiso 1 1 calc R . .
C54 C 0.7705(5) 0.3955(5) 0.7185(3) 0.055(2) Uani 1 1 d . . .
H54 H 0.7795 0.4062 0.6904 0.066 Uiso 1 1 calc R . .
C55 C 0.8219(5) 0.3805(5) 0.7441(3) 0.058(3) Uani 1 1 d . . .
H55 H 0.8671 0.3821 0.7340 0.070 Uiso 1 1 calc R . .
C56 C 0.8098(4) 0.3623(4) 0.7856(3) 0.049(2) Uani 1 1 d . . .
H56 H 0.8465 0.3514 0.8035 0.059 Uiso 1 1 calc R . .
O1S O 0.6210(3) 0.4275(4) 0.1361(2) 0.072(2) Uiso 1 1 d D . .
C1S C 0.5992(7) 0.4984(4) 0.1443(4) 0.098(4) Uiso 1 1 d D . .
O2S O 0.6242(5) 0.4361(5) 0.8593(3) 0.114(3) Uiso 1 1 d D . .
C2S C 0.6181(8) 0.5074(6) 0.8445(5) 0.125(6) Uiso 1 1 d D . .
O3S O 0.5137(5) 0.3681(5) 0.8852(3) 0.122(3) Uiso 1 1 d D . .
C3S C 0.5032(7) 0.3891(8) 0.9287(3) 0.113(5) Uiso 1 1 d D . .
O4S O 0.3794(7) 0.0351(8) 0.0122(4) 0.168(5) Uiso 1 1 d D . .
C4S C 0.4443(10) 0.0080(16) -0.0037(7) 0.226(12) Uiso 1 1 d D . .
O5S O 0.5183(5) 0.3589(4) 0.1066(3) 0.099(3) Uiso 1 1 d D . .
C5S C 0.4971(8) 0.3903(8) 0.0670(4) 0.123(5) Uiso 1 1 d D . .
O6S O 0.7883(6) 0.1425(6) 0.0717(4) 0.069(4) Uiso 0.50 1 d PD . .
C6S C 0.7442(7) 0.0929(7) 0.0931(4) 0.035(4) Uiso 0.50 1 d PD . .
O7S O 0.2905(7) 0.3533(7) 0.0735(4) 0.069(4) Uiso 0.50 1 d PD . .
C7S C 0.2466(9) 0.3999(9) 0.0976(6) 0.065(5) Uiso 0.50 1 d PD . .
O1W O 0.7196(4) 0.1704(4) 0.9960(2) 0.077(2) 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
Br1 0.0691(7) 0.0588(6) 0.0408(5) 0.0014(4) -0.0134(4) 0.0052(5)
Br2 0.0706(7) 0.0726(7) 0.0365(5) -0.0065(4) 0.0097(4) -0.0034(5)
Br3 0.0422(6) 0.0422(6) 0.1410(12) 0.0209(6) 0.0195(6) 0.0070(5)
N1 0.043(4) 0.038(4) 0.038(4) 0.007(3) -0.013(3) -0.011(3)
N2 0.052(4) 0.049(5) 0.041(4) 0.013(3) -0.010(3) -0.007(4)
N3 0.036(4) 0.036(4) 0.032(4) 0.003(3) -0.007(3) -0.005(3)
N4 0.050(4) 0.023(3) 0.029(4) 0.004(3) -0.001(3) -0.007(3)
N5 0.038(4) 0.040(4) 0.021(3) -0.002(3) -0.002(3) -0.011(3)
N6 0.042(4) 0.048(4) 0.027(4) 0.000(3) 0.004(3) -0.011(3)
N7 0.035(4) 0.039(4) 0.040(4) -0.002(3) -0.001(3) 0.004(3)
N8 0.036(4) 0.037(4) 0.044(4) -0.001(3) 0.009(3) -0.008(3)
C1 0.039(5) 0.045(5) 0.053(6) 0.020(4) -0.007(4) -0.010(4)
C2 0.036(4) 0.028(4) 0.044(5) 0.008(4) -0.005(4) -0.001(3)
C3 0.035(4) 0.041(5) 0.039(5) 0.010(4) -0.006(4) -0.005(4)
C4 0.051(5) 0.039(5) 0.033(5) 0.004(4) -0.004(4) -0.006(4)
C5 0.037(4) 0.032(4) 0.035(4) 0.002(3) -0.005(3) 0.004(3)
C6 0.036(4) 0.032(4) 0.032(4) 0.001(3) -0.003(3) 0.003(3)
C7 0.044(5) 0.028(4) 0.044(5) 0.007(4) -0.010(4) 0.004(4)
C8 0.051(5) 0.034(5) 0.032(5) 0.004(4) -0.003(4) -0.010(4)
C9 0.049(5) 0.037(5) 0.032(4) -0.002(3) -0.005(4) -0.008(4)
C10 0.035(4) 0.042(5) 0.035(5) 0.003(4) -0.002(4) -0.009(4)
C11 0.034(5) 0.084(7) 0.040(5) -0.002(5) 0.005(4) 0.008(5)
C12 0.046(6) 0.109(9) 0.057(7) -0.007(6) 0.010(5) 0.028(6)
C13 0.051(6) 0.124(10) 0.051(6) 0.007(6) -0.008(5) 0.038(6)
C14 0.048(5) 0.094(8) 0.036(5) 0.004(5) 0.000(4) 0.018(5)
C15 0.031(4) 0.051(5) 0.031(4) -0.003(4) 0.003(3) -0.007(4)
C16 0.064(6) 0.042(5) 0.026(4) 0.003(4) 0.004(4) -0.011(4)
C17 0.038(5) 0.043(5) 0.039(5) -0.001(4) 0.006(4) -0.005(4)
C18 0.039(4) 0.032(4) 0.035(4) -0.008(3) 0.005(3) -0.012(4)
C19 0.036(4) 0.034(4) 0.035(5) -0.003(4) 0.005(3) -0.003(3)
C20 0.039(5) 0.040(5) 0.031(4) -0.002(3) -0.002(3) 0.003(4)
C21 0.035(4) 0.033(4) 0.044(5) -0.007(4) 0.000(4) -0.007(4)
C22 0.041(5) 0.036(4) 0.033(4) -0.003(3) 0.013(3) -0.009(4)
C23 0.039(5) 0.041(5) 0.029(4) -0.001(3) 0.004(3) -0.004(4)
C24 0.025(4) 0.050(5) 0.045(5) -0.005(4) -0.004(4) -0.005(4)
C25 0.043(5) 0.049(5) 0.045(5) -0.003(4) -0.014(4) -0.007(4)
C26 0.049(5) 0.036(5) 0.035(5) -0.003(4) -0.007(4) -0.011(4)
C27 0.082(7) 0.054(6) 0.032(5) 0.004(4) -0.010(5) 0.000(5)
C28 0.124(9) 0.050(6) 0.048(6) 0.002(5) -0.007(6) 0.026(6)
C29 0.122(9) 0.052(6) 0.046(6) -0.005(5) 0.003(6) 0.017(6)
C30 0.080(7) 0.048(6) 0.035(5) 0.003(4) -0.001(5) -0.003(5)
C31 0.048(5) 0.038(5) 0.044(5) 0.003(4) 0.004(4) -0.010(4)
C32 0.042(5) 0.056(6) 0.039(5) 0.011(4) 0.001(4) -0.009(4)
C33 0.051(5) 0.046(5) 0.039(5) 0.009(4) -0.020(4) -0.009(4)
C34 0.104(8) 0.036(5) 0.053(6) 0.008(4) -0.028(6) -0.001(5)
C35 0.098(8) 0.035(5) 0.069(7) -0.004(5) -0.030(6) -0.002(5)
C36 0.082(7) 0.052(6) 0.042(5) -0.001(4) -0.026(5) 0.000(5)
C37 0.055(6) 0.051(6) 0.045(6) 0.003(4) -0.016(4) -0.001(4)
C38 0.043(5) 0.035(5) 0.046(5) 0.008(4) -0.005(4) -0.008(4)
C39 0.037(5) 0.038(5) 0.037(5) 0.014(4) -0.002(4) -0.009(4)
C40 0.055(5) 0.042(5) 0.031(5) -0.001(4) 0.006(4) -0.009(4)
C41 0.061(6) 0.065(7) 0.038(5) 0.000(5) -0.001(4) -0.022(5)
C42 0.060(6) 0.077(8) 0.037(5) 0.011(5) 0.004(4) -0.032(5)
C43 0.075(7) 0.050(6) 0.046(6) 0.019(5) 0.002(5) -0.012(5)
C44 0.061(6) 0.038(5) 0.053(6) 0.010(4) -0.008(4) -0.009(4)
C45 0.053(6) 0.034(5) 0.039(5) 0.003(4) 0.003(4) -0.005(4)
C46 0.049(6) 0.065(6) 0.045(6) -0.012(5) 0.015(4) -0.019(5)
C47 0.072(7) 0.058(6) 0.051(6) -0.017(5) 0.017(5) -0.020(5)
C48 0.142(12) 0.036(6) 0.033(5) 0.002(4) -0.014(7) -0.016(7)
C49 0.083(8) 0.064(7) 0.062(7) -0.012(6) -0.035(6) 0.012(6)
C50 0.061(7) 0.057(6) 0.059(6) -0.014(5) -0.008(5) -0.001(5)
C51 0.047(5) 0.030(5) 0.044(5) -0.006(4) 0.011(4) -0.006(4)
C52 0.037(5) 0.056(6) 0.058(6) -0.005(5) 0.006(4) 0.000(4)
C53 0.051(6) 0.047(5) 0.041(5) -0.001(4) -0.003(4) -0.008(4)
C54 0.072(7) 0.041(5) 0.052(6) 0.007(4) 0.022(5) 0.001(5)
C55 0.052(6) 0.059(6) 0.065(7) 0.021(5) 0.022(5) -0.004(5)
C56 0.044(5) 0.046(5) 0.058(6) 0.003(4) 0.010(4) -0.001(4)
O1W 0.074(5) 0.082(5) 0.074(5) 0.017(4) 0.013(4) 0.017(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
Br41 Br42 0.556(7) . ?
Br41 Br44 0.950(7) . ?
Br42 Br43 0.792(7) . ?
Br42 Br44 1.168(8) . ?
Br43 Br44 0.504(7) . ?
N1 C1 1.313(10) . ?
N1 C2 1.413(10) . ?
N1 C33 1.420(10) . ?
N2 C1 1.330(11) . ?
N2 C3 1.405(10) . ?
N2 C32 1.477(10) . ?
N3 C8 1.328(9) . ?
N3 C5 1.397(10) . ?
N3 C9 1.468(9) . ?
N4 C8 1.341(9) . ?
N4 C6 1.417(10) . ?
N4 C39 1.435(9) . ?
N5 C17 1.343(10) . ?
N5 C18 1.408(9) . ?
N5 C45 1.432(10) . ?
N6 C17 1.350(10) . ?
N6 C19 1.383(10) . ?
N6 C16 1.480(9) . ?
N7 C24 1.335(10) . ?
N7 C21 1.388(9) . ?
N7 C25 1.456(10) . ?
N8 C24 1.337(10) . ?
N8 C22 1.409(9) . ?
N8 C51 1.440(10) . ?
C1 H1 0.9500 . ?
C2 C7 1.383(11) . ?
C2 C3 1.407(11) . ?
C3 C4 1.360(11) . ?
C4 C5 1.380(11) . ?
C4 H4 0.9500 . ?
C5 C6 1.407(11) . ?
C6 C7 1.393(11) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.478(11) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C15 1.387(11) . ?
C10 C11 1.391(11) . ?
C11 C12 1.383(13) . ?
C11 H11 0.9500 . ?
C12 C13 1.373(14) . ?
C12 H12 0.9500 . ?
C13 C14 1.387(13) . ?
C13 H13 0.9500 . ?
C14 C15 1.396(11) . ?
C14 H14 0.9500 . ?
C15 C16 1.529(11) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17 0.9500 . ?
C18 C23 1.375(10) . ?
C18 C19 1.432(11) . ?
C19 C20 1.387(11) . ?
C20 C21 1.401(11) . ?
C20 H20 0.9500 . ?
C21 C22 1.400(10) . ?
C22 C23 1.389(11) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.487(11) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.356(12) . ?
C26 C31 1.444(12) . ?
C27 C28 1.394(13) . ?
C27 H27 0.9500 . ?
C28 C29 1.381(14) . ?
C28 H28 0.9500 . ?
C29 C30 1.373(13) . ?
C29 H29 0.9500 . ?
C30 C31 1.376(12) . ?
C30 H30 0.9500 . ?
C31 C32 1.507(12) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.376(12) . ?
C33 C38 1.403(11) . ?
C34 C35 1.402(13) . ?
C34 H34 0.9500 . ?
C35 C36 1.370(12) . ?
C35 H35 0.9500 . ?
C36 C37 1.381(12) . ?
C36 H36 0.9500 . ?
C37 C38 1.378(11) . ?
C37 H37 0.9500 . ?
C38 H38 0.9500 . ?
C39 C44 1.370(11) . ?
C39 C40 1.387(11) . ?
C40 C41 1.404(11) . ?
C40 H40 0.9500 . ?
C41 C42 1.375(14) . ?
C41 H41 0.9500 . ?
C42 C43 1.354(13) . ?
C42 H42 0.9500 . ?
C43 C44 1.415(12) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C45 C46 1.368(11) . ?
C45 C50 1.374(12) . ?
C46 C47 1.372(12) . ?
C46 H46 0.9500 . ?
C47 C48 1.372(15) . ?
C47 H47 0.9500 . ?
C48 C49 1.352(15) . ?
C48 H48 0.9500 . ?
C49 C50 1.401(13) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?
C51 C56 1.353(11) . ?
C51 C52 1.390(12) . ?
C52 C53 1.392(11) . ?
C52 H52 0.9500 . ?
C53 C54 1.377(12) . ?
C53 H53 0.9500 . ?
C54 C55 1.341(13) . ?
C54 H54 0.9500 . ?
C55 C56 1.410(12) . ?
C55 H55 0.9500 . ?
C56 H56 0.9500 . ?
O1S C1S 1.478(12) . ?
O2S C2S 1.481(16) . ?
O3S C3S 1.479(14) . ?
O4S C4S 1.48(3) . ?
O5S C5S 1.480(17) . ?
O6S C6S 1.478(2) . ?
O7S C7S 1.480(2) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Br42 Br41 Br44 98.3(10) . . ?
Br41 Br42 Br43 33.5(7) . . ?
Br41 Br42 Br44 53.6(9) . . ?
Br43 Br42 Br44 20.1(6) . . ?
Br44 Br43 Br42 127.3(14) . . ?
Br43 Br44 Br41 4.6(9) . . ?
Br43 Br44 Br42 32.7(9) . . ?
Br41 Br44 Br42 28.1(4) . . ?
C1 N1 C2 106.5(7) . . ?
C1 N1 C33 127.9(7) . . ?
C2 N1 C33 125.5(7) . . ?
C1 N2 C3 108.5(7) . . ?
C1 N2 C32 125.9(7) . . ?
C3 N2 C32 125.6(7) . . ?
C8 N3 C5 108.8(6) . . ?
C8 N3 C9 126.4(7) . . ?
C5 N3 C9 124.6(6) . . ?
C8 N4 C6 107.6(6) . . ?
C8 N4 C39 125.8(6) . . ?
C6 N4 C39 126.2(6) . . ?
C17 N5 C18 109.4(6) . . ?
C17 N5 C45 126.0(7) . . ?
C18 N5 C45 124.6(6) . . ?
C17 N6 C19 109.5(6) . . ?
C17 N6 C16 125.2(7) . . ?
C19 N6 C16 125.2(6) . . ?
C24 N7 C21 107.7(6) . . ?
C24 N7 C25 125.4(7) . . ?
C21 N7 C25 126.9(7) . . ?
C24 N8 C22 107.6(6) . . ?
C24 N8 C51 126.5(7) . . ?
C22 N8 C51 125.9(7) . . ?
N1 C1 N2 112.4(7) . . ?
N1 C1 H1 123.8 . . ?
N2 C1 H1 123.8 . . ?
C7 C2 C3 122.2(7) . . ?
C7 C2 N1 130.0(7) . . ?
C3 C2 N1 107.9(7) . . ?
C4 C3 N2 130.7(8) . . ?
C4 C3 C2 124.6(7) . . ?
N2 C3 C2 104.7(7) . . ?
C3 C4 C5 114.0(8) . . ?
C3 C4 H4 123.0 . . ?
C5 C4 H4 123.0 . . ?
C4 C5 N3 131.1(7) . . ?
C4 C5 C6 122.3(7) . . ?
N3 C5 C6 106.5(7) . . ?
C7 C6 C5 123.6(7) . . ?
C7 C6 N4 130.2(7) . . ?
C5 C6 N4 106.2(6) . . ?
C2 C7 C6 113.4(8) . . ?
C2 C7 H7 123.3 . . ?
C6 C7 H7 123.3 . . ?
N3 C8 N4 110.9(7) . . ?
N3 C8 H8 124.5 . . ?
N4 C8 H8 124.5 . . ?
N3 C9 C10 112.6(7) . . ?
N3 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
N3 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.8 . . ?
C15 C10 C11 118.3(7) . . ?
C15 C10 C9 121.8(7) . . ?
C11 C10 C9 119.6(7) . . ?
C12 C11 C10 120.1(8) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C13 C12 C11 120.7(9) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 120.7(9) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C15 118.0(8) . . ?
C13 C14 H14 121.0 . . ?
C15 C14 H14 121.0 . . ?
C10 C15 C14 122.0(7) . . ?
C10 C15 C16 119.8(7) . . ?
C14 C15 C16 118.1(7) . . ?
N6 C16 C15 112.0(7) . . ?
N6 C16 H16A 109.2 . . ?
C15 C16 H16A 109.2 . . ?
N6 C16 H16B 109.2 . . ?
C15 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
N5 C17 N6 109.3(7) . . ?
N5 C17 H17 125.3 . . ?
N6 C17 H17 125.3 . . ?
C23 C18 N5 130.6(7) . . ?
C23 C18 C19 124.2(7) . . ?
N5 C18 C19 105.2(6) . . ?
N6 C19 C20 130.8(7) . . ?
N6 C19 C18 106.6(6) . . ?
C20 C19 C18 122.6(7) . . ?
C19 C20 C21 112.8(7) . . ?
C19 C20 H20 123.6 . . ?
C21 C20 H20 123.6 . . ?
N7 C21 C22 107.6(7) . . ?
N7 C21 C20 128.8(7) . . ?
C22 C21 C20 123.6(7) . . ?
C23 C22 C21 123.9(7) . . ?
C23 C22 N8 130.1(7) . . ?
C21 C22 N8 105.9(7) . . ?
C18 C23 C22 112.7(7) . . ?
C18 C23 H23 123.6 . . ?
C22 C23 H23 123.6 . . ?
N7 C24 N8 111.3(7) . . ?
N7 C24 H24 124.4 . . ?
N8 C24 H24 124.4 . . ?
N7 C25 C26 113.3(7) . . ?
N7 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
N7 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C27 C26 C31 118.3(8) . . ?
C27 C26 C25 120.9(8) . . ?
C31 C26 C25 120.7(7) . . ?
C26 C27 C28 122.5(9) . . ?
C26 C27 H27 118.7 . . ?
C28 C27 H27 118.7 . . ?
C29 C28 C27 118.4(9) . . ?
C29 C28 H28 120.8 . . ?
C27 C28 H28 120.8 . . ?
C30 C29 C28 120.8(9) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C31 121.1(9) . . ?
C29 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C30 C31 C26 118.7(8) . . ?
C30 C31 C32 119.6(8) . . ?
C26 C31 C32 121.5(7) . . ?
N2 C32 C31 113.6(7) . . ?
N2 C32 H32A 108.8 . . ?
C31 C32 H32A 108.8 . . ?
N2 C32 H32B 108.8 . . ?
C31 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C34 C33 C38 120.9(8) . . ?
C34 C33 N1 119.8(7) . . ?
C38 C33 N1 119.3(8) . . ?
C33 C34 C35 118.9(8) . . ?
C33 C34 H34 120.5 . . ?
C35 C34 H34 120.5 . . ?
C36 C35 C34 120.5(9) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C37 120.0(9) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C38 C37 C36 121.0(8) . . ?
C38 C37 H37 119.5 . . ?
C36 C37 H37 119.5 . . ?
C37 C38 C33 118.7(8) . . ?
C37 C38 H38 120.7 . . ?
C33 C38 H38 120.7 . . ?
C44 C39 C40 122.3(8) . . ?
C44 C39 N4 118.6(8) . . ?
C40 C39 N4 119.1(7) . . ?
C39 C40 C41 119.3(8) . . ?
C39 C40 H40 120.4 . . ?
C41 C40 H40 120.4 . . ?
C42 C41 C40 118.2(9) . . ?
C42 C41 H41 120.9 . . ?
C40 C41 H41 120.9 . . ?
C43 C42 C41 122.3(9) . . ?
C43 C42 H42 118.8 . . ?
C41 C42 H42 118.8 . . ?
C42 C43 C44 120.5(9) . . ?
C42 C43 H43 119.8 . . ?
C44 C43 H43 119.8 . . ?
C39 C44 C43 117.4(9) . . ?
C39 C44 H44 121.3 . . ?
C43 C44 H44 121.3 . . ?
C46 C45 C50 121.6(8) . . ?
C46 C45 N5 119.2(8) . . ?
C50 C45 N5 119.1(8) . . ?
C45 C46 C47 119.4(9) . . ?
C45 C46 H46 120.3 . . ?
C47 C46 H46 120.3 . . ?
C48 C47 C46 120.2(9) . . ?
C48 C47 H47 119.9 . . ?
C46 C47 H47 119.9 . . ?
C49 C48 C47 120.3(9) . . ?
C49 C48 H48 119.8 . . ?
C47 C48 H48 119.8 . . ?
C48 C49 C50 120.8(10) . . ?
C48 C49 H49 119.6 . . ?
C50 C49 H49 119.6 . . ?
C45 C50 C49 117.7(10) . . ?
C45 C50 H50 121.1 . . ?
C49 C50 H50 121.1 . . ?
C56 C51 C52 120.5(8) . . ?
C56 C51 N8 120.1(8) . . ?
C52 C51 N8 119.4(7) . . ?
C51 C52 C53 119.5(8) . . ?
C51 C52 H52 120.3 . . ?
C53 C52 H52 120.3 . . ?
C54 C53 C52 119.5(8) . . ?
C54 C53 H53 120.2 . . ?
C52 C53 H53 120.2 . . ?
C55 C54 C53 120.5(9) . . ?
C55 C54 H54 119.8 . . ?
C53 C54 H54 119.8 . . ?
C54 C55 C56 120.9(9) . . ?
C54 C55 H55 119.6 . . ?
C56 C55 H55 119.6 . . ?
C51 C56 C55 119.1(9) . . ?
C51 C56 H56 120.5 . . ?
C55 C56 H56 120.5 . . ?
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
Br44 Br41 Br42 Br43 -0.6(10) . . . . ?
Br41 Br42 Br43 Br44 179(2) . . . . ?
Br42 Br43 Br44 Br41 -6(10) . . . . ?
Br42 Br41 Br44 Br43 173(11) . . . . ?
Br41 Br42 Br44 Br43 -1.0(15) . . . . ?
Br43 Br42 Br44 Br41 1.0(15) . . . . ?
C2 N1 C1 N2 1.2(10) . . . . ?
C33 N1 C1 N2 -177.7(8) . . . . ?
C3 N2 C1 N1 -0.6(10) . . . . ?
C32 N2 C1 N1 -178.8(7) . . . . ?
C1 N1 C2 C7 177.0(8) . . . . ?
C33 N1 C2 C7 -4.1(13) . . . . ?
C1 N1 C2 C3 -1.3(9) . . . . ?
C33 N1 C2 C3 177.7(7) . . . . ?
C1 N2 C3 C4 -176.8(9) . . . . ?
C32 N2 C3 C4 1.4(14) . . . . ?
C1 N2 C3 C2 -0.2(9) . . . . ?
C32 N2 C3 C2 178.0(7) . . . . ?
C7 C2 C3 C4 -0.6(13) . . . . ?
N1 C2 C3 C4 177.8(8) . . . . ?
C7 C2 C3 N2 -177.5(7) . . . . ?
N1 C2 C3 N2 0.9(8) . . . . ?
N2 C3 C4 C5 177.1(8) . . . . ?
C2 C3 C4 C5 1.0(12) . . . . ?
C3 C4 C5 N3 -176.6(8) . . . . ?
C3 C4 C5 C6 -0.7(12) . . . . ?
C8 N3 C5 C4 175.7(8) . . . . ?
C9 N3 C5 C4 -0.2(13) . . . . ?
C8 N3 C5 C6 -0.7(8) . . . . ?
C9 N3 C5 C6 -176.6(7) . . . . ?
C4 C5 C6 C7 -0.1(12) . . . . ?
N3 C5 C6 C7 176.7(7) . . . . ?
C4 C5 C6 N4 -177.4(7) . . . . ?
N3 C5 C6 N4 -0.6(8) . . . . ?
C8 N4 C6 C7 -175.4(8) . . . . ?
C39 N4 C6 C7 -2.0(13) . . . . ?
C8 N4 C6 C5 1.7(8) . . . . ?
C39 N4 C6 C5 175.1(7) . . . . ?
C3 C2 C7 C6 -0.2(11) . . . . ?
N1 C2 C7 C6 -178.2(8) . . . . ?
C5 C6 C7 C2 0.5(11) . . . . ?
N4 C6 C7 C2 177.2(7) . . . . ?
C5 N3 C8 N4 1.9(9) . . . . ?
C9 N3 C8 N4 177.6(7) . . . . ?
C6 N4 C8 N3 -2.2(9) . . . . ?
C39 N4 C8 N3 -175.7(7) . . . . ?
C8 N3 C9 C10 104.0(9) . . . . ?
C5 N3 C9 C10 -80.9(9) . . . . ?
N3 C9 C10 C15 161.4(7) . . . . ?
N3 C9 C10 C11 -24.3(10) . . . . ?
C15 C10 C11 C12 -0.7(13) . . . . ?
C9 C10 C11 C12 -175.2(9) . . . . ?
C10 C11 C12 C13 0.9(16) . . . . ?
C11 C12 C13 C14 -1.8(17) . . . . ?
C12 C13 C14 C15 2.3(16) . . . . ?
C11 C10 C15 C14 1.4(12) . . . . ?
C9 C10 C15 C14 175.7(8) . . . . ?
C11 C10 C15 C16 -175.0(8) . . . . ?
C9 C10 C15 C16 -0.6(11) . . . . ?
C13 C14 C15 C10 -2.1(14) . . . . ?
C13 C14 C15 C16 174.2(9) . . . . ?
C17 N6 C16 C15 -105.3(9) . . . . ?
C19 N6 C16 C15 79.2(10) . . . . ?
C10 C15 C16 N6 -158.5(7) . . . . ?
C14 C15 C16 N6 25.1(10) . . . . ?
C18 N5 C17 N6 1.4(9) . . . . ?
C45 N5 C17 N6 178.3(7) . . . . ?
C19 N6 C17 N5 -1.6(9) . . . . ?
C16 N6 C17 N5 -177.7(7) . . . . ?
C17 N5 C18 C23 177.4(8) . . . . ?
C45 N5 C18 C23 0.4(13) . . . . ?
C17 N5 C18 C19 -0.7(9) . . . . ?
C45 N5 C18 C19 -177.6(7) . . . . ?
C17 N6 C19 C20 -177.2(8) . . . . ?
C16 N6 C19 C20 -1.1(14) . . . . ?
C17 N6 C19 C18 1.2(9) . . . . ?
C16 N6 C19 C18 177.3(7) . . . . ?
C23 C18 C19 N6 -178.5(8) . . . . ?
N5 C18 C19 N6 -0.3(8) . . . . ?
C23 C18 C19 C20 0.0(13) . . . . ?
N5 C18 C19 C20 178.2(7) . . . . ?
N6 C19 C20 C21 176.4(8) . . . . ?
C18 C19 C20 C21 -1.7(11) . . . . ?
C24 N7 C21 C22 0.0(9) . . . . ?
C25 N7 C21 C22 -178.9(7) . . . . ?
C24 N7 C21 C20 178.8(8) . . . . ?
C25 N7 C21 C20 0.0(13) . . . . ?
C19 C20 C21 N7 -175.4(8) . . . . ?
C19 C20 C21 C22 3.3(11) . . . . ?
N7 C21 C22 C23 175.7(7) . . . . ?
C20 C21 C22 C23 -3.3(13) . . . . ?
N7 C21 C22 N8 -1.3(8) . . . . ?
C20 C21 C22 N8 179.8(7) . . . . ?
C24 N8 C22 C23 -174.5(8) . . . . ?
C51 N8 C22 C23 4.0(13) . . . . ?
C24 N8 C22 C21 2.1(9) . . . . ?
C51 N8 C22 C21 -179.4(7) . . . . ?
N5 C18 C23 C22 -177.4(8) . . . . ?
C19 C18 C23 C22 0.3(12) . . . . ?
C21 C22 C23 C18 1.2(12) . . . . ?
N8 C22 C23 C18 177.4(8) . . . . ?
C21 N7 C24 N8 1.4(9) . . . . ?
C25 N7 C24 N8 -179.7(7) . . . . ?
C22 N8 C24 N7 -2.3(9) . . . . ?
C51 N8 C24 N7 179.3(7) . . . . ?
C24 N7 C25 C26 100.7(9) . . . . ?
C21 N7 C25 C26 -80.7(10) . . . . ?
N7 C25 C26 C27 -25.4(11) . . . . ?
N7 C25 C26 C31 158.9(7) . . . . ?
C31 C26 C27 C28 -0.9(14) . . . . ?
C25 C26 C27 C28 -176.7(9) . . . . ?
C26 C27 C28 C29 2.7(16) . . . . ?
C27 C28 C29 C30 -4.2(17) . . . . ?
C28 C29 C30 C31 3.9(16) . . . . ?
C29 C30 C31 C26 -2.0(14) . . . . ?
C29 C30 C31 C32 173.8(9) . . . . ?
C27 C26 C31 C30 0.5(12) . . . . ?
C25 C26 C31 C30 176.2(8) . . . . ?
C27 C26 C31 C32 -175.2(8) . . . . ?
C25 C26 C31 C32 0.6(11) . . . . ?
C1 N2 C32 C31 -103.5(9) . . . . ?
C3 N2 C32 C31 78.6(10) . . . . ?
C30 C31 C32 N2 26.8(11) . . . . ?
C26 C31 C32 N2 -157.6(7) . . . . ?
C1 N1 C33 C34 58.3(13) . . . . ?
C2 N1 C33 C34 -120.4(10) . . . . ?
C1 N1 C33 C38 -123.0(9) . . . . ?
C2 N1 C33 C38 58.3(12) . . . . ?
C38 C33 C34 C35 -2.7(16) . . . . ?
N1 C33 C34 C35 176.0(9) . . . . ?
C33 C34 C35 C36 2.3(17) . . . . ?
C34 C35 C36 C37 0.4(17) . . . . ?
C35 C36 C37 C38 -2.8(15) . . . . ?
C36 C37 C38 C33 2.4(13) . . . . ?
C34 C33 C38 C37 0.5(14) . . . . ?
N1 C33 C38 C37 -178.3(8) . . . . ?
C8 N4 C39 C44 46.9(11) . . . . ?
C6 N4 C39 C44 -125.4(8) . . . . ?
C8 N4 C39 C40 -134.3(8) . . . . ?
C6 N4 C39 C40 53.4(11) . . . . ?
C44 C39 C40 C41 0.9(13) . . . . ?
N4 C39 C40 C41 -177.8(7) . . . . ?
C39 C40 C41 C42 0.7(13) . . . . ?
C40 C41 C42 C43 -1.4(14) . . . . ?
C41 C42 C43 C44 0.6(15) . . . . ?
C40 C39 C44 C43 -1.7(13) . . . . ?
N4 C39 C44 C43 177.0(7) . . . . ?
C42 C43 C44 C39 1.0(13) . . . . ?
C17 N5 C45 C46 -120.3(9) . . . . ?
C18 N5 C45 C46 56.1(11) . . . . ?
C17 N5 C45 C50 62.0(11) . . . . ?
C18 N5 C45 C50 -121.6(9) . . . . ?
C50 C45 C46 C47 0.4(14) . . . . ?
N5 C45 C46 C47 -177.2(8) . . . . ?
C45 C46 C47 C48 0.6(15) . . . . ?
C46 C47 C48 C49 -1.7(15) . . . . ?
C47 C48 C49 C50 1.7(16) . . . . ?
C46 C45 C50 C49 -0.4(14) . . . . ?
N5 C45 C50 C49 177.2(8) . . . . ?
C48 C49 C50 C45 -0.6(15) . . . . ?
C24 N8 C51 C56 45.6(12) . . . . ?
C22 N8 C51 C56 -132.6(8) . . . . ?
C24 N8 C51 C52 -135.8(9) . . . . ?
C22 N8 C51 C52 46.0(11) . . . . ?
C56 C51 C52 C53 3.2(13) . . . . ?
N8 C51 C52 C53 -175.4(8) . . . . ?
C51 C52 C53 C54 -1.4(13) . . . . ?
C52 C53 C54 C55 -1.2(14) . . . . ?
C53 C54 C55 C56 2.1(15) . . . . ?
C52 C51 C56 C55 -2.3(13) . . . . ?
N8 C51 C56 C55 176.3(7) . . . . ?
C54 C55 C56 C51 -0.4(14) . . . . ?
_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         2.159
_refine_diff_density_min         -0.797
_refine_diff_density_rms         0.129


data_2
_database_code_depnum_ccdc_archive 'CCDC 879597'
#TrackingRef 'Nari-24.cif'
_audit_creation_method           SHELXTL
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H48 F24 N8 O2 P4'
_chemical_formula_weight         1324.80
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a                   22.030(4)
_cell_length_b                   27.145(5)
_cell_length_c                   10.285(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 116.38(3)
_cell_angle_gamma                90.00
_cell_volume                     5510.0(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    2772
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      26.38
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2688
_exptl_absorpt_coefficient_mu    0.265
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.924
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_process_details   '(SADABS: Bruker, 1997)'
_exptl_special_details           
;
?
;
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15179
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.06
_diffrn_reflns_theta_max         26.00
_reflns_number_total             5360
_reflns_number_gt                4385
_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    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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^)+(0.1504P)^2^+17.3766P] 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       0.0029(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         5360
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0812
_refine_ls_wR_factor_ref         0.2430
_refine_ls_wR_factor_gt          0.2306
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
N11 N 0.09138(13) 0.14050(10) 0.5065(3) 0.0240(6) Uani 1 1 d . . .
N12 N 0.09144(13) 0.05980(10) 0.5040(3) 0.0254(6) Uani 1 1 d . . .
N21 N 0.09599(14) 0.42552(10) 0.1837(3) 0.0279(6) Uani 1 1 d . . .
N22 N 0.09710(13) 0.34486(10) 0.1856(3) 0.0256(6) Uani 1 1 d . . .
C11 C 0.0000 0.04633(16) 0.2500 0.0246(9) Uani 1 2 d S . .
H11 H 0.0000 0.0113 0.2500 0.030 Uiso 1 2 calc SR . .
C12 C 0.04217(16) 0.07447(12) 0.3686(3) 0.0244(6) Uani 1 1 d . . .
C13 C 0.11907(16) 0.09949(12) 0.5813(4) 0.0266(7) Uani 1 1 d . . .
H13 H 0.1542 0.0990 0.6779 0.032 Uiso 1 1 calc R . .
C14 C 0.04167(15) 0.12635(11) 0.3688(3) 0.0228(6) Uani 1 1 d . . .
C15 C 0.0000 0.15433(16) 0.2500 0.0222(8) Uani 1 2 d S . .
H15 H 0.0000 0.1893 0.2500 0.027 Uiso 1 2 calc SR . .
C16 C 0.1093(2) 0.00887(13) 0.5522(4) 0.0365(8) Uani 1 1 d . . .
H16A H 0.1431 0.0085 0.6541 0.055 Uiso 1 1 calc R . .
H16B H 0.1280 -0.0072 0.4926 0.055 Uiso 1 1 calc R . .
H16C H 0.0687 -0.0088 0.5422 0.055 Uiso 1 1 calc R . .
C17 C 0.10797(16) 0.18990(12) 0.5601(3) 0.0253(7) Uani 1 1 d . . .
C18 C 0.05704(17) 0.22202(13) 0.5452(4) 0.0299(7) Uani 1 1 d . . .
H18 H 0.0111 0.2117 0.4991 0.036 Uiso 1 1 calc R . .
C19 C 0.0736(2) 0.26999(13) 0.5985(4) 0.0369(8) Uani 1 1 d . . .
H19 H 0.0388 0.2926 0.5877 0.044 Uiso 1 1 calc R . .
C110 C 0.1406(2) 0.28459(15) 0.6668(4) 0.0449(10) Uani 1 1 d . . .
H110 H 0.1520 0.3173 0.7023 0.054 Uiso 1 1 calc R . .
C111 C 0.1914(2) 0.25084(17) 0.6833(5) 0.0495(11) Uani 1 1 d . . .
H111 H 0.2375 0.2605 0.7332 0.059 Uiso 1 1 calc R . .
C112 C 0.17557(17) 0.20422(14) 0.6288(4) 0.0372(8) Uani 1 1 d . . .
H112 H 0.2103 0.1818 0.6376 0.045 Uiso 1 1 calc R . .
C21 C 0.0000 0.43891(17) 0.2500 0.0281(10) Uani 1 2 d S . .
H21 H 0.0000 0.4739 0.2500 0.034 Uiso 1 2 calc SR . .
C22 C 0.04460(16) 0.41075(11) 0.2203(3) 0.0257(7) Uani 1 1 d . . .
C23 C 0.12559(16) 0.38566(12) 0.1648(4) 0.0281(7) Uani 1 1 d . . .
H23 H 0.1622 0.3860 0.1398 0.034 Uiso 1 1 calc R . .
C24 C 0.04530(16) 0.35894(12) 0.2217(3) 0.0251(7) Uani 1 1 d . . .
C25 C 0.0000 0.33084(16) 0.2500 0.0250(9) Uani 1 2 d S . .
H25 H 0.0000 0.2958 0.2500 0.030 Uiso 1 2 calc SR . .
C26 C 0.1150(2) 0.47646(13) 0.1714(5) 0.0390(9) Uani 1 1 d . . .
H26A H 0.1536 0.4765 0.1484 0.058 Uiso 1 1 calc R . .
H26B H 0.1274 0.4936 0.2635 0.058 Uiso 1 1 calc R . .
H26C H 0.0765 0.4933 0.0940 0.058 Uiso 1 1 calc R . .
C27 C 0.11343(15) 0.29479(12) 0.1640(4) 0.0266(7) Uani 1 1 d . . .
C28 C 0.12733(18) 0.26043(13) 0.2729(4) 0.0321(7) Uani 1 1 d . . .
H28 H 0.1289 0.2699 0.3633 0.038 Uiso 1 1 calc R . .
C29 C 0.13905(18) 0.21170(13) 0.2476(4) 0.0347(8) Uani 1 1 d . . .
H29 H 0.1489 0.1877 0.3214 0.042 Uiso 1 1 calc R . .
C210 C 0.13646(17) 0.19821(13) 0.1156(4) 0.0367(8) Uani 1 1 d . . .
H210 H 0.1432 0.1648 0.0978 0.044 Uiso 1 1 calc R . .
C211 C 0.12412(19) 0.23330(14) 0.0094(4) 0.0388(8) Uani 1 1 d . . .
H211 H 0.1240 0.2240 -0.0799 0.047 Uiso 1 1 calc R . .
C212 C 0.11199(17) 0.28185(14) 0.0320(4) 0.0338(8) Uani 1 1 d . . .
H212 H 0.1028 0.3059 -0.0415 0.041 Uiso 1 1 calc R . .
P1 P 0.25144(5) 0.07325(4) 0.41909(11) 0.0407(3) Uani 1 1 d . . .
F11 F 0.17215(15) 0.08332(17) 0.3378(4) 0.0864(11) Uani 1 1 d . A .
F12 F 0.2366(3) 0.0213(2) 0.4655(9) 0.163(3) Uani 1 1 d . A .
F13 F 0.33014(15) 0.06370(16) 0.4998(3) 0.0852(12) Uani 1 1 d . A .
F14 F 0.2521(3) 0.1035(2) 0.5467(7) 0.0590(14) Uiso 0.50 1 d P A 1
F15 F 0.2500(3) 0.0538(3) 0.2660(7) 0.0613(17) Uiso 0.50 1 d P A 1
F16 F 0.2676(6) 0.1265(4) 0.3957(14) 0.117(3) Uiso 0.50 1 d P A 1
F16* F 0.2579(3) 0.1203(2) 0.3292(8) 0.0625(16) Uiso 0.50 1 d P A 2
F14* F 0.2501(4) 0.0771(3) 0.5753(8) 0.0779(19) Uiso 0.50 1 d P A 2
F15* F 0.2481(4) 0.0364(3) 0.2958(9) 0.081(2) Uiso 0.50 1 d P A 2
P2 P 0.0000 0.10672(4) 0.7500 0.0318(3) Uani 1 2 d S . .
F21 F 0.02452(14) 0.10635(10) 0.9215(3) 0.0519(7) Uani 1 1 d . . .
F22 F 0.05426(13) 0.06453(9) 0.7662(3) 0.0487(6) Uani 1 1 d . . .
F23 F 0.05556(16) 0.14715(10) 0.7694(3) 0.0627(8) Uani 1 1 d . . .
P3 P 0.5000 0.09542(5) 0.2500 0.0416(4) Uani 1 2 d S . .
F31 F 0.5116(4) 0.0488(3) 0.3584(8) 0.0752(19) Uiso 0.50 1 d P B 1
F32 F 0.4190(4) 0.1091(3) 0.1644(8) 0.0730(18) Uiso 0.50 1 d P B 1
F33 F 0.4939(4) 0.1261(3) 0.3824(8) 0.0695(17) Uiso 0.50 1 d P B 1
F31* F 0.4858(4) 0.0597(3) 0.3587(8) 0.075(2) Uiso 0.50 1 d P B 2
F32* F 0.4236(4) 0.0843(3) 0.1678(8) 0.0741(19) Uiso 0.50 1 d P B 2
F33* F 0.5067(4) 0.1403(3) 0.3436(9) 0.085(2) Uiso 0.50 1 d P B 2
O1S O 0.24647(15) 0.91590(12) 0.3857(3) 0.0478(7) Uani 1 1 d . . .
H1S H 0.2483 0.9461 0.4043 0.072 Uiso 1 1 calc R . .
C1S C 0.2417(3) 0.8890(3) 0.4977(7) 0.093(2) Uani 1 1 d . . .
H1S1 H 0.2751 0.9015 0.5918 0.140 Uiso 1 1 calc R . .
H1S2 H 0.2505 0.8541 0.4886 0.140 Uiso 1 1 calc R . .
H1S3 H 0.1961 0.8927 0.4906 0.140 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
N11 0.0213(12) 0.0282(13) 0.0204(12) -0.0005(10) 0.0074(10) -0.0001(10)
N12 0.0260(13) 0.0263(13) 0.0232(13) 0.0024(10) 0.0103(11) 0.0037(10)
N21 0.0282(14) 0.0250(14) 0.0324(14) 0.0023(11) 0.0152(12) -0.0045(10)
N22 0.0245(13) 0.0240(13) 0.0314(14) 0.0012(10) 0.0152(11) 0.0005(10)
C11 0.029(2) 0.021(2) 0.026(2) 0.000 0.0142(18) 0.000
C12 0.0239(15) 0.0266(15) 0.0247(15) 0.0038(12) 0.0125(13) 0.0032(12)
C13 0.0242(15) 0.0296(16) 0.0261(15) 0.0040(12) 0.0114(13) 0.0031(12)
C14 0.0212(14) 0.0258(15) 0.0216(15) -0.0024(12) 0.0097(12) -0.0017(11)
C15 0.022(2) 0.021(2) 0.025(2) 0.000 0.0117(17) 0.000
C16 0.043(2) 0.0279(17) 0.0347(18) 0.0086(14) 0.0141(16) 0.0076(14)
C17 0.0253(15) 0.0296(16) 0.0211(14) -0.0008(12) 0.0103(12) -0.0035(12)
C18 0.0253(16) 0.0318(17) 0.0298(16) -0.0040(13) 0.0097(13) -0.0024(13)
C19 0.043(2) 0.0290(17) 0.0373(19) -0.0059(15) 0.0168(16) 0.0002(15)
C110 0.053(2) 0.0339(19) 0.045(2) -0.0140(17) 0.0192(18) -0.0146(17)
C111 0.035(2) 0.056(3) 0.053(2) -0.020(2) 0.0151(18) -0.0191(18)
C112 0.0234(17) 0.042(2) 0.0416(19) -0.0066(16) 0.0105(14) -0.0055(14)
C21 0.028(2) 0.022(2) 0.031(2) 0.000 0.0100(19) 0.000
C22 0.0263(16) 0.0221(15) 0.0279(15) 0.0003(12) 0.0114(13) -0.0035(12)
C23 0.0267(16) 0.0295(16) 0.0303(16) -0.0004(13) 0.0147(13) -0.0030(12)
C24 0.0254(15) 0.0248(15) 0.0269(15) 0.0002(12) 0.0131(13) 0.0009(12)
C25 0.029(2) 0.019(2) 0.030(2) 0.000 0.0163(18) 0.000
C26 0.045(2) 0.0254(17) 0.051(2) 0.0025(15) 0.0247(18) -0.0070(15)
C27 0.0218(15) 0.0254(16) 0.0348(17) -0.0015(13) 0.0146(13) 0.0010(12)
C28 0.0300(17) 0.0349(18) 0.0383(18) 0.0020(14) 0.0214(15) 0.0036(13)
C29 0.0297(17) 0.0299(17) 0.050(2) 0.0035(15) 0.0223(16) 0.0009(13)
C210 0.0283(17) 0.0302(17) 0.053(2) -0.0076(16) 0.0196(16) 0.0000(14)
C211 0.0356(19) 0.041(2) 0.0385(19) -0.0115(16) 0.0156(16) -0.0002(15)
C212 0.0311(17) 0.0375(19) 0.0324(17) -0.0009(14) 0.0137(14) 0.0020(14)
P1 0.0330(6) 0.0454(6) 0.0438(6) 0.0020(4) 0.0172(4) 0.0046(4)
F11 0.0402(16) 0.138(3) 0.080(2) 0.023(2) 0.0256(15) 0.0187(18)
F12 0.159(5) 0.092(3) 0.274(8) 0.075(4) 0.129(5) 0.013(3)
F13 0.0417(16) 0.152(3) 0.0541(17) -0.0121(19) 0.0145(13) 0.0244(18)
P2 0.0467(8) 0.0231(6) 0.0330(7) 0.000 0.0245(6) 0.000
F21 0.0611(16) 0.0650(17) 0.0354(13) 0.0013(11) 0.0267(12) -0.0077(12)
F22 0.0526(14) 0.0433(13) 0.0647(16) 0.0109(11) 0.0392(13) 0.0098(10)
F23 0.100(2) 0.0452(14) 0.0624(16) -0.0155(12) 0.0541(16) -0.0352(14)
P3 0.0502(9) 0.0281(7) 0.0388(8) 0.000 0.0127(6) 0.000
O1S 0.0402(15) 0.0622(19) 0.0412(15) -0.0088(14) 0.0183(12) -0.0029(14)
C1S 0.082(4) 0.155(7) 0.058(3) 0.030(4) 0.044(3) 0.019(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
N11 C13 1.336(4) . ?
N11 C14 1.405(4) . ?
N11 C17 1.434(4) . ?
N12 C13 1.317(4) . ?
N12 C12 1.390(4) . ?
N12 C16 1.462(4) . ?
N21 C23 1.321(4) . ?
N21 C22 1.401(4) . ?
N21 C26 1.466(4) . ?
N22 C23 1.336(4) . ?
N22 C24 1.401(4) . ?
N22 C27 1.448(4) . ?
C11 C12 1.388(4) 2 ?
C11 C12 1.388(4) . ?
C11 H11 0.9500 . ?
C12 C14 1.408(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(4) . ?
C15 C14 1.384(4) 2 ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.375(5) . ?
C17 C112 1.390(5) . ?
C18 C19 1.397(5) . ?
C18 H18 0.9500 . ?
C19 C110 1.380(6) . ?
C19 H19 0.9500 . ?
C110 C111 1.397(6) . ?
C110 H110 0.9500 . ?
C111 C112 1.365(6) . ?
C111 H111 0.9500 . ?
C112 H112 0.9500 . ?
C21 C22 1.382(4) . ?
C21 C22 1.382(4) 2 ?
C21 H21 0.9500 . ?
C22 C24 1.406(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.386(4) . ?
C25 C24 1.386(4) 2 ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.383(5) . ?
C27 C212 1.389(5) . ?
C28 C29 1.394(5) . ?
C28 H28 0.9500 . ?
C29 C210 1.383(6) . ?
C29 H29 0.9500 . ?
C210 C211 1.382(6) . ?
C210 H210 0.9500 . ?
C211 C212 1.385(5) . ?
C211 H211 0.9500 . ?
C212 H212 0.9500 . ?
P1 F16 1.533(12) . ?
P1 F14 1.542(6) . ?
P1 F12 1.568(5) . ?
P1 F13 1.576(3) . ?
P1 F11 1.590(3) . ?
P1 F15* 1.591(8) . ?
P1 F16* 1.620(7) . ?
P1 F14* 1.623(7) . ?
P1 F15 1.647(7) . ?
P2 F23 1.589(3) 2_556 ?
P2 F23 1.589(3) . ?
P2 F21 1.599(2) 2_556 ?
P2 F21 1.599(2) . ?
P2 F22 1.609(2) 2_556 ?
P2 F22 1.609(2) . ?
P3 F33* 1.520(8) . ?
P3 F33* 1.520(8) 2_655 ?
P3 F32* 1.541(7) 2_655 ?
P3 F32* 1.541(7) . ?
P3 F31* 1.612(8) 2_655 ?
P3 F31* 1.612(8) . ?
P3 F31 1.630(8) . ?
P3 F31 1.630(8) 2_655 ?
P3 F32 1.643(7) 2_655 ?
P3 F32 1.643(7) . ?
P3 F33 1.652(7) 2_655 ?
P3 F33 1.652(7) . ?
O1S C1S 1.406(7) . ?
O1S H1S 0.8400 . ?
C1S H1S1 0.9800 . ?
C1S H1S2 0.9800 . ?
C1S H1S3 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
C13 N11 C14 107.7(3) . . ?
C13 N11 C17 125.8(3) . . ?
C14 N11 C17 126.5(3) . . ?
C13 N12 C12 108.4(3) . . ?
C13 N12 C16 125.9(3) . . ?
C12 N12 C16 125.7(3) . . ?
C23 N21 C22 108.4(3) . . ?
C23 N21 C26 125.5(3) . . ?
C22 N21 C26 126.1(3) . . ?
C23 N22 C24 108.2(3) . . ?
C23 N22 C27 126.0(3) . . ?
C24 N22 C27 125.7(3) . . ?
C12 C11 C12 113.2(4) 2 . ?
C12 C11 H11 123.4 2 . ?
C12 C11 H11 123.4 . . ?
C11 C12 N12 130.0(3) . . ?
C11 C12 C14 123.3(3) . . ?
N12 C12 C14 106.7(3) . . ?
N12 C13 N11 111.3(3) . . ?
N12 C13 H13 124.3 . . ?
N11 C13 H13 124.3 . . ?
C15 C14 N11 130.8(3) . . ?
C15 C14 C12 123.4(3) . . ?
N11 C14 C12 105.8(3) . . ?
C14 C15 C14 113.5(4) 2 . ?
C14 C15 H15 123.3 2 . ?
C14 C15 H15 123.3 . . ?
N12 C16 H16A 109.5 . . ?
N12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C18 C17 C112 121.1(3) . . ?
C18 C17 N11 119.6(3) . . ?
C112 C17 N11 119.3(3) . . ?
C17 C18 C19 119.3(3) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C110 C19 C18 120.1(4) . . ?
C110 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C110 C111 119.4(4) . . ?
C19 C110 H110 120.3 . . ?
C111 C110 H110 120.3 . . ?
C112 C111 C110 120.9(4) . . ?
C112 C111 H111 119.5 . . ?
C110 C111 H111 119.5 . . ?
C111 C112 C17 119.2(4) . . ?
C111 C112 H112 120.4 . . ?
C17 C112 H112 120.4 . . ?
C22 C21 C22 112.8(4) . 2 ?
C22 C21 H21 123.6 . . ?
C22 C21 H21 123.6 2 . ?
C21 C22 N21 129.8(3) . . ?
C21 C22 C24 123.8(3) . . ?
N21 C22 C24 106.4(3) . . ?
N21 C23 N22 110.9(3) . . ?
N21 C23 H23 124.5 . . ?
N22 C23 H23 124.5 . . ?
C25 C24 N22 130.7(3) . . ?
C25 C24 C22 123.2(3) . . ?
N22 C24 C22 106.1(3) . . ?
C24 C25 C24 113.2(4) . 2 ?
C24 C25 H25 123.4 . . ?
C24 C25 H25 123.4 2 . ?
N21 C26 H26A 109.5 . . ?
N21 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N21 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C212 121.4(3) . . ?
C28 C27 N22 119.3(3) . . ?
C212 C27 N22 119.2(3) . . ?
C27 C28 C29 118.8(3) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C210 C29 C28 120.3(3) . . ?
C210 C29 H29 119.9 . . ?
C28 C29 H29 119.9 . . ?
C211 C210 C29 120.1(3) . . ?
C211 C210 H210 120.0 . . ?
C29 C210 H210 120.0 . . ?
C210 C211 C212 120.5(3) . . ?
C210 C211 H211 119.7 . . ?
C212 C211 H211 119.7 . . ?
C211 C212 C27 118.9(3) . . ?
C211 C212 H212 120.6 . . ?
C27 C212 H212 120.6 . . ?
F16 P1 F14 73.5(5) . . ?
F16 P1 F12 171.7(6) . . ?
F14 P1 F12 98.3(4) . . ?
F16 P1 F13 87.7(5) . . ?
F14 P1 F13 92.7(3) . . ?
F12 P1 F13 91.2(3) . . ?
F16 P1 F11 91.9(4) . . ?
F14 P1 F11 87.1(3) . . ?
F12 P1 F11 89.2(3) . . ?
F13 P1 F11 179.6(3) . . ?
F16 P1 F15* 113.5(6) . . ?
F14 P1 F15* 172.9(4) . . ?
F12 P1 F15* 74.7(4) . . ?
F13 P1 F15* 88.1(3) . . ?
F11 P1 F15* 92.2(3) . . ?
F16 P1 F16* 23.3(5) . . ?
F14 P1 F16* 95.5(4) . . ?
F12 P1 F16* 164.9(4) . . ?
F13 P1 F16* 94.3(3) . . ?
F11 P1 F16* 85.4(3) . . ?
F15* P1 F16* 91.4(4) . . ?
F16 P1 F14* 101.6(6) . . ?
F14 P1 F14* 28.5(3) . . ?
F12 P1 F14* 70.1(4) . . ?
F13 P1 F14* 89.4(3) . . ?
F11 P1 F14* 90.6(3) . . ?
F15* P1 F14* 144.6(5) . . ?
F16* P1 F14* 124.0(4) . . ?
F16 P1 F15 93.4(5) . . ?
F14 P1 F15 166.5(4) . . ?
F12 P1 F15 94.9(4) . . ?
F13 P1 F15 90.0(3) . . ?
F11 P1 F15 90.1(3) . . ?
F15* P1 F15 20.3(3) . . ?
F16* P1 F15 71.1(4) . . ?
F14* P1 F15 164.9(4) . . ?
F23 P2 F23 92.6(2) 2_556 . ?
F23 P2 F21 90.13(14) 2_556 2_556 ?
F23 P2 F21 90.37(15) . 2_556 ?
F23 P2 F21 90.37(15) 2_556 . ?
F23 P2 F21 90.13(14) . . ?
F21 P2 F21 179.3(2) 2_556 . ?
F23 P2 F22 89.03(15) 2_556 2_556 ?
F23 P2 F22 178.08(16) . 2_556 ?
F21 P2 F22 90.56(14) 2_556 2_556 ?
F21 P2 F22 88.93(14) . 2_556 ?
F23 P2 F22 178.07(16) 2_556 . ?
F23 P2 F22 89.04(15) . . ?
F21 P2 F22 88.93(14) 2_556 . ?
F21 P2 F22 90.56(14) . . ?
F22 P2 F22 89.29(19) 2_556 . ?
F33* P3 F33* 73.3(7) . 2_655 ?
F33* P3 F32* 92.0(4) . 2_655 ?
F33* P3 F32* 106.2(4) 2_655 2_655 ?
F33* P3 F32* 106.2(4) . . ?
F33* P3 F32* 92.0(4) 2_655 . ?
F32* P3 F32* 157.5(6) 2_655 . ?
F33* P3 F31* 158.1(4) . 2_655 ?
F33* P3 F31* 92.1(5) 2_655 2_655 ?
F32* P3 F31* 76.2(4) 2_655 2_655 ?
F32* P3 F31* 90.2(4) . 2_655 ?
F33* P3 F31* 92.1(5) . . ?
F33* P3 F31* 158.1(4) 2_655 . ?
F32* P3 F31* 90.2(4) 2_655 . ?
F32* P3 F31* 76.2(4) . . ?
F31* P3 F31* 106.0(6) 2_655 . ?
F33* P3 F31 104.4(4) . . ?
F33* P3 F31 176.3(4) 2_655 . ?
F32* P3 F31 70.9(4) 2_655 . ?
F32* P3 F31 91.4(4) . . ?
F31* P3 F31 89.3(4) 2_655 . ?
F31* P3 F31 22.8(3) . . ?
F33* P3 F31 176.3(4) . 2_655 ?
F33* P3 F31 104.4(4) 2_655 2_655 ?
F32* P3 F31 91.4(4) 2_655 2_655 ?
F32* P3 F31 70.9(4) . 2_655 ?
F31* P3 F31 22.8(3) 2_655 2_655 ?
F31* P3 F31 89.3(4) . 2_655 ?
F31 P3 F31 78.2(5) . 2_655 ?
F33* P3 F32 72.7(4) . 2_655 ?
F33* P3 F32 86.3(4) 2_655 2_655 ?
F32* P3 F32 24.3(3) 2_655 2_655 ?
F32* P3 F32 178.1(5) . 2_655 ?
F31* P3 F32 90.5(4) 2_655 2_655 ?
F31* P3 F32 105.2(4) . 2_655 ?
F31 P3 F32 90.3(4) . 2_655 ?
F31 P3 F32 110.1(4) 2_655 2_655 ?
F33* P3 F32 86.3(4) . . ?
F33* P3 F32 72.7(4) 2_655 . ?
F32* P3 F32 178.1(5) 2_655 . ?
F32* P3 F32 24.3(3) . . ?
F31* P3 F32 105.2(4) 2_655 . ?
F31* P3 F32 90.5(4) . . ?
F31 P3 F32 110.1(4) . . ?
F31 P3 F32 90.3(4) 2_655 . ?
F32 P3 F32 153.9(5) 2_655 . ?
F33* P3 F33 95.6(5) . 2_655 ?
F33* P3 F33 25.0(3) 2_655 2_655 ?
F32* P3 F33 94.6(4) 2_655 2_655 ?
F32* P3 F33 96.6(4) . 2_655 ?
F31* P3 F33 67.6(4) 2_655 2_655 ?
F31* P3 F33 170.7(4) . 2_655 ?
F31 P3 F33 155.5(4) . 2_655 ?
F31 P3 F33 82.6(4) 2_655 2_655 ?
F32 P3 F33 82.0(4) 2_655 2_655 ?
F32 P3 F33 84.9(4) . 2_655 ?
F33* P3 F33 25.0(3) . . ?
F33* P3 F33 95.6(5) 2_655 . ?
F32* P3 F33 96.6(4) 2_655 . ?
F32* P3 F33 94.6(4) . . ?
F31* P3 F33 170.7(4) 2_655 . ?
F31* P3 F33 67.6(4) . . ?
F31 P3 F33 82.6(4) . . ?
F31 P3 F33 155.5(4) 2_655 . ?
F32 P3 F33 84.9(4) 2_655 . ?
F32 P3 F33 82.0(4) . . ?
F33 P3 F33 119.5(5) 2_655 . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1S1 109.5 . . ?
O1S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
O1S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 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
C12 C11 C12 N12 -178.7(4) 2 . . . ?
C12 C11 C12 C14 0.6(2) 2 . . . ?
C13 N12 C12 C11 179.4(3) . . . . ?
C16 N12 C12 C11 -0.8(5) . . . . ?
C13 N12 C12 C14 0.0(3) . . . . ?
C16 N12 C12 C14 179.7(3) . . . . ?
C12 N12 C13 N11 0.1(4) . . . . ?
C16 N12 C13 N11 -179.7(3) . . . . ?
C14 N11 C13 N12 -0.1(4) . . . . ?
C17 N11 C13 N12 177.7(3) . . . . ?
C13 N11 C14 C15 -178.0(3) . . . . ?
C17 N11 C14 C15 4.3(5) . . . . ?
C13 N11 C14 C12 0.1(3) . . . . ?
C17 N11 C14 C12 -177.7(3) . . . . ?
C11 C12 C14 C15 -1.3(4) . . . . ?
N12 C12 C14 C15 178.2(2) . . . . ?
C11 C12 C14 N11 -179.5(2) . . . . ?
N12 C12 C14 N11 0.0(3) . . . . ?
N11 C14 C15 C14 178.4(4) . . . 2 ?
C12 C14 C15 C14 0.6(2) . . . 2 ?
C13 N11 C17 C18 -129.1(3) . . . . ?
C14 N11 C17 C18 48.3(4) . . . . ?
C13 N11 C17 C112 49.8(5) . . . . ?
C14 N11 C17 C112 -132.9(3) . . . . ?
C112 C17 C18 C19 0.8(5) . . . . ?
N11 C17 C18 C19 179.6(3) . . . . ?
C17 C18 C19 C110 -0.8(5) . . . . ?
C18 C19 C110 C111 -0.6(6) . . . . ?
C19 C110 C111 C112 2.1(7) . . . . ?
C110 C111 C112 C17 -2.1(7) . . . . ?
C18 C17 C112 C111 0.6(6) . . . . ?
N11 C17 C112 C111 -178.2(4) . . . . ?
C22 C21 C22 N21 179.0(4) 2 . . . ?
C22 C21 C22 C24 -0.7(2) 2 . . . ?
C23 N21 C22 C21 -179.9(3) . . . . ?
C26 N21 C22 C21 1.3(5) . . . . ?
C23 N21 C22 C24 -0.2(4) . . . . ?
C26 N21 C22 C24 -178.9(3) . . . . ?
C22 N21 C23 N22 0.4(4) . . . . ?
C26 N21 C23 N22 179.1(3) . . . . ?
C24 N22 C23 N21 -0.4(4) . . . . ?
C27 N22 C23 N21 175.4(3) . . . . ?
C23 N22 C24 C25 178.3(3) . . . . ?
C27 N22 C24 C25 2.5(5) . . . . ?
C23 N22 C24 C22 0.3(3) . . . . ?
C27 N22 C24 C22 -175.5(3) . . . . ?
C21 C22 C24 C25 1.5(5) . . . . ?
N21 C22 C24 C25 -178.3(2) . . . . ?
C21 C22 C24 N22 179.7(3) . . . . ?
N21 C22 C24 N22 -0.1(3) . . . . ?
N22 C24 C25 C24 -178.4(4) . . . 2 ?
C22 C24 C25 C24 -0.7(2) . . . 2 ?
C23 N22 C27 C28 129.6(4) . . . . ?
C24 N22 C27 C28 -55.3(4) . . . . ?
C23 N22 C27 C212 -53.0(5) . . . . ?
C24 N22 C27 C212 122.0(3) . . . . ?
C212 C27 C28 C29 -1.0(5) . . . . ?
N22 C27 C28 C29 176.3(3) . . . . ?
C27 C28 C29 C210 -0.3(5) . . . . ?
C28 C29 C210 C211 1.8(5) . . . . ?
C29 C210 C211 C212 -2.2(5) . . . . ?
C210 C211 C212 C27 0.9(5) . . . . ?
C28 C27 C212 C211 0.7(5) . . . . ?
N22 C27 C212 C211 -176.6(3) . . . . ?
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         1.364
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.105