# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2010

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182

_publ_contact_author_name        'Hiroki Oguri'
_publ_contact_author_email       OGURI@SCI.HOKUDAI.AC.JP

_publ_section_title              
;
An anti-tetraamination of a 1,3-diene unit via cascade
annulations of the azulenone scaffold with dicarbonyl
azo-compounds
;
loop_
_publ_author_name
'Hiroki Oguri'
'Yuhei Ishigaki'
'Velisoju Mahendar'
'Hideaki Oikawa'

# Attachment 'CCDC759029.cif'

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 759029'
#TrackingRef 'CCDC759029.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H34 Br N5 O8'
_chemical_formula_weight         708.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.0539(2)
_cell_length_b                   23.6403(4)
_cell_length_c                   12.1023(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.9510(10)
_cell_angle_gamma                90.00
_cell_volume                     3261.70(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1464
_exptl_absorpt_coefficient_mu    2.218
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7320
_exptl_absorpt_correction_T_max  0.9364
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            57974
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0213
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.74
_diffrn_reflns_theta_max         68.23
_reflns_number_total             5962
_reflns_number_gt                3807
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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^)+(0.0831P)^2^+5.8952P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5962
_refine_ls_number_parameters     425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0649
_refine_ls_wR_factor_ref         0.2151
_refine_ls_wR_factor_gt          0.1580
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.133
_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
Br1 Br 0.33046(7) 0.13979(3) -0.08134(8) 0.1065(4) Uani 1 1 d . . .
O1 O -0.0238(4) 0.37012(17) -0.1106(3) 0.0798(11) Uani 1 1 d . . .
O2 O 0.0925(3) 0.37212(12) 0.0788(3) 0.0535(7) Uani 1 1 d . . .
O3 O 0.5155(3) 0.34583(14) 0.1745(3) 0.0647(9) Uani 1 1 d . . .
O4 O 0.6207(3) 0.48450(14) 0.4536(3) 0.0587(8) Uani 1 1 d . . .
O5 O 0.3215(3) 0.52460(14) -0.1908(3) 0.0596(8) Uani 1 1 d . . .
O6 O 0.1942(3) 0.45291(14) -0.2055(3) 0.0585(8) Uani 1 1 d . . .
O7 O 0.2199(3) 0.62281(14) -0.0628(3) 0.0627(9) Uani 1 1 d . . .
O8 O 0.3928(3) 0.62848(13) 0.0879(3) 0.0630(9) Uani 1 1 d . . .
N1 N 0.2406(3) 0.50647(14) -0.0454(3) 0.0455(8) Uani 1 1 d . . .
N2 N 0.3223(3) 0.54494(15) 0.0257(3) 0.0520(9) Uani 1 1 d . . .
N3 N 0.4209(3) 0.42644(14) 0.2062(3) 0.0457(8) Uani 1 1 d . . .
N4 N 0.4522(3) 0.46913(15) 0.2954(3) 0.0485(8) Uani 1 1 d . . .
N5 N 0.5859(3) 0.40139(15) 0.3428(3) 0.0494(8) Uani 1 1 d . . .
C1 C 0.0838(5) 0.2665(2) -0.1393(5) 0.0704(14) Uani 1 1 d . . .
H1 H 0.0148 0.2766 -0.1993 0.084 Uiso 1 1 calc R . .
C2 C 0.1464(6) 0.2194(2) -0.1530(5) 0.0766(16) Uani 1 1 d . . .
H2 H 0.1196 0.1973 -0.2211 0.092 Uiso 1 1 calc R . .
C3 C 0.2476(6) 0.2055(2) -0.0662(5) 0.0742(15) Uani 1 1 d . . .
C4 C 0.2902(5) 0.2381(2) 0.0335(5) 0.0704(14) Uani 1 1 d . . .
H3 H 0.3613 0.2288 0.0913 0.085 Uiso 1 1 calc R . .
C5 C 0.2257(5) 0.2850(2) 0.0469(5) 0.0618(12) Uani 1 1 d . . .
H4 H 0.2533 0.3075 0.1144 0.074 Uiso 1 1 calc R . .
C6 C 0.1212(4) 0.2988(2) -0.0388(4) 0.0565(11) Uani 1 1 d . . .
C7 C 0.0538(5) 0.3500(2) -0.0296(4) 0.0585(12) Uani 1 1 d . . .
C8 C 0.0666(4) 0.43174(17) 0.0935(4) 0.0501(10) Uani 1 1 d . . .
H5 H 0.0024 0.4461 0.0253 0.060 Uiso 1 1 calc R . .
C9 C 0.0391(4) 0.4400(2) 0.2067(4) 0.0583(12) Uani 1 1 d . . .
H6 H 0.0690 0.4083 0.2604 0.070 Uiso 1 1 calc R . .
H7 H -0.0456 0.4434 0.1914 0.070 Uiso 1 1 calc R . .
C10 C 0.1026(4) 0.4952(2) 0.2570(4) 0.0573(12) Uani 1 1 d . . .
H8 H 0.0493 0.5276 0.2345 0.069 Uiso 1 1 calc R . .
H9 H 0.1347 0.4935 0.3425 0.069 Uiso 1 1 calc R . .
C11 C 0.1984(4) 0.49942(18) 0.2046(4) 0.0469(10) Uani 1 1 d . . .
C12 C 0.1779(4) 0.46491(18) 0.1126(4) 0.0447(9) Uani 1 1 d . . .
C13 C 0.2479(4) 0.45649(17) 0.0314(4) 0.0442(9) Uani 1 1 d . . .
H10 H 0.2205 0.4222 -0.0167 0.053 Uiso 1 1 calc R . .
C14 C 0.3822(4) 0.45371(17) 0.0925(4) 0.0446(9) Uani 1 1 d . . .
H11 H 0.4217 0.4370 0.0401 0.054 Uiso 1 1 calc R . .
C15 C 0.4150(4) 0.51684(18) 0.1163(4) 0.0475(10) Uani 1 1 d . . .
H12 H 0.4929 0.5250 0.1091 0.057 Uiso 1 1 calc R . .
C16 C 0.4154(4) 0.52514(18) 0.2432(4) 0.0487(10) Uani 1 1 d . . .
H13 H 0.4747 0.5539 0.2830 0.058 Uiso 1 1 calc R . .
C17 C 0.2974(4) 0.54039(19) 0.2558(4) 0.0518(10) Uani 1 1 d . . .
H14 H 0.3082 0.5446 0.3392 0.062 Uiso 1 1 calc R . .
H15 H 0.2736 0.5774 0.2191 0.062 Uiso 1 1 calc R . .
C18 C 0.5618(4) 0.45624(19) 0.3732(4) 0.0500(10) Uani 1 1 d . . .
C19 C 0.5106(4) 0.38638(19) 0.2335(4) 0.0521(10) Uani 1 1 d . . .
C20 C 0.6903(4) 0.3703(2) 0.4031(4) 0.0556(11) Uani 1 1 d . . .
C21 C 0.7043(5) 0.3500(2) 0.5130(5) 0.0715(15) Uani 1 1 d . . .
H16 H 0.6475 0.3572 0.5492 0.086 Uiso 1 1 calc R . .
C22 C 0.8041(6) 0.3186(3) 0.5700(5) 0.095(2) Uani 1 1 d . . .
H17 H 0.8155 0.3044 0.6454 0.114 Uiso 1 1 calc R . .
C23 C 0.8857(6) 0.3084(3) 0.5157(6) 0.093(2) Uani 1 1 d . . .
H18 H 0.9523 0.2864 0.5534 0.112 Uiso 1 1 calc R . .
C24 C 0.8708(6) 0.3299(3) 0.4071(6) 0.0884(19) Uani 1 1 d . . .
H19 H 0.9283 0.3235 0.3715 0.106 Uiso 1 1 calc R . .
C25 C 0.7726(5) 0.3608(2) 0.3494(5) 0.0707(14) Uani 1 1 d . . .
H20 H 0.7620 0.3752 0.2742 0.085 Uiso 1 1 calc R . .
C26 C 0.2598(4) 0.49646(18) -0.1529(4) 0.0480(10) Uani 1 1 d . . .
C27 C 0.2051(5) 0.4333(2) -0.3167(4) 0.0659(13) Uani 1 1 d . . .
H21 H 0.2843 0.4413 -0.3206 0.079 Uiso 1 1 calc R . .
C28 C 0.1167(8) 0.4602(5) -0.4110(6) 0.146(4) Uani 1 1 d . . .
H22 H 0.1222 0.5009 -0.4004 0.176 Uiso 1 1 calc R . .
H23 H 0.0398 0.4475 -0.4121 0.176 Uiso 1 1 calc R . .
H24 H 0.1281 0.4504 -0.4844 0.176 Uiso 1 1 calc R . .
C29 C 0.1840(13) 0.3715(4) -0.3162(9) 0.185(6) Uani 1 1 d . . .
H25 H 0.1744 0.3561 -0.3931 0.222 Uiso 1 1 calc R . .
H26 H 0.1135 0.3645 -0.2962 0.222 Uiso 1 1 calc R . .
H27 H 0.2504 0.3534 -0.2590 0.222 Uiso 1 1 calc R . .
C30 C 0.3035(4) 0.60141(19) 0.0100(4) 0.0521(11) Uani 1 1 d . . .
C31 C 0.3842(5) 0.6905(2) 0.0917(5) 0.0734(15) Uani 1 1 d . . .
H28 H 0.3287 0.7047 0.0173 0.088 Uiso 1 1 calc R . .
C32 C 0.3420(8) 0.7050(3) 0.1888(8) 0.127(3) Uani 1 1 d . . .
H29 H 0.2670 0.6868 0.1775 0.152 Uiso 1 1 calc R . .
H30 H 0.3329 0.7457 0.1917 0.152 Uiso 1 1 calc R . .
H31 H 0.3982 0.6921 0.2616 0.152 Uiso 1 1 calc R . .
C33 C 0.5051(7) 0.7122(3) 0.1078(8) 0.118(3) Uani 1 1 d . . .
H32 H 0.5584 0.6988 0.1816 0.141 Uiso 1 1 calc R . .
H33 H 0.5042 0.7533 0.1076 0.141 Uiso 1 1 calc R . .
H34 H 0.5309 0.6988 0.0444 0.141 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
Br1 0.0957(6) 0.0877(5) 0.1557(8) -0.0419(5) 0.0679(5) -0.0020(4)
O1 0.082(3) 0.074(2) 0.067(2) -0.0011(19) 0.001(2) 0.002(2)
O2 0.0583(19) 0.0456(16) 0.0571(18) 0.0012(14) 0.0196(15) -0.0024(14)
O3 0.069(2) 0.0496(18) 0.069(2) -0.0097(16) 0.0140(17) 0.0056(16)
O4 0.061(2) 0.063(2) 0.0484(18) -0.0028(15) 0.0124(15) 0.0021(16)
O5 0.064(2) 0.0607(19) 0.064(2) 0.0082(16) 0.0346(17) -0.0034(16)
O6 0.068(2) 0.066(2) 0.0474(17) -0.0121(15) 0.0265(15) -0.0119(16)
O7 0.065(2) 0.0548(19) 0.064(2) 0.0069(16) 0.0144(17) 0.0021(16)
O8 0.071(2) 0.0419(16) 0.067(2) 0.0018(15) 0.0100(17) -0.0106(15)
N1 0.053(2) 0.0431(18) 0.0404(18) 0.0001(14) 0.0154(16) -0.0060(15)
N2 0.059(2) 0.0402(19) 0.049(2) 0.0017(15) 0.0065(17) -0.0055(16)
N3 0.054(2) 0.0379(18) 0.0443(19) -0.0003(14) 0.0143(16) 0.0013(15)
N4 0.055(2) 0.047(2) 0.0415(18) -0.0004(15) 0.0126(16) 0.0061(16)
N5 0.049(2) 0.048(2) 0.049(2) 0.0036(16) 0.0120(16) 0.0036(16)
C1 0.080(4) 0.061(3) 0.067(3) -0.008(3) 0.021(3) -0.014(3)
C2 0.094(4) 0.068(3) 0.076(4) -0.020(3) 0.040(3) -0.022(3)
C3 0.083(4) 0.073(4) 0.083(4) -0.013(3) 0.048(3) -0.018(3)
C4 0.065(3) 0.074(4) 0.078(4) 0.000(3) 0.031(3) 0.002(3)
C5 0.072(3) 0.052(3) 0.066(3) -0.004(2) 0.029(3) 0.004(2)
C6 0.062(3) 0.049(3) 0.058(3) 0.000(2) 0.021(2) -0.009(2)
C7 0.065(3) 0.052(3) 0.059(3) -0.001(2) 0.020(2) -0.013(2)
C8 0.052(2) 0.041(2) 0.058(3) 0.0026(19) 0.019(2) 0.0015(19)
C9 0.054(3) 0.060(3) 0.068(3) 0.004(2) 0.030(2) 0.003(2)
C10 0.061(3) 0.063(3) 0.058(3) 0.000(2) 0.033(2) 0.009(2)
C11 0.051(2) 0.046(2) 0.044(2) 0.0046(18) 0.0174(19) 0.0042(18)
C12 0.046(2) 0.044(2) 0.047(2) 0.0039(18) 0.0187(18) -0.0002(17)
C13 0.047(2) 0.042(2) 0.044(2) -0.0005(17) 0.0152(18) -0.0042(17)
C14 0.048(2) 0.043(2) 0.044(2) 0.0016(17) 0.0159(18) 0.0025(18)
C15 0.051(2) 0.045(2) 0.046(2) 0.0040(18) 0.0154(19) -0.0013(19)
C16 0.057(3) 0.040(2) 0.048(2) -0.0004(18) 0.015(2) 0.0013(19)
C17 0.059(3) 0.051(2) 0.048(2) -0.0071(19) 0.020(2) 0.004(2)
C18 0.052(2) 0.051(2) 0.048(2) 0.003(2) 0.018(2) 0.002(2)
C19 0.053(3) 0.047(2) 0.055(3) 0.002(2) 0.016(2) 0.000(2)
C20 0.051(3) 0.054(3) 0.059(3) 0.003(2) 0.015(2) 0.007(2)
C21 0.070(3) 0.087(4) 0.055(3) 0.013(3) 0.016(3) 0.026(3)
C22 0.096(5) 0.112(5) 0.060(3) 0.012(3) 0.001(3) 0.041(4)
C23 0.072(4) 0.101(5) 0.091(5) -0.004(4) 0.006(3) 0.029(4)
C24 0.068(4) 0.096(5) 0.107(5) 0.011(4) 0.038(4) 0.024(3)
C25 0.062(3) 0.074(3) 0.082(4) 0.015(3) 0.031(3) 0.013(3)
C26 0.053(3) 0.049(2) 0.044(2) 0.0004(19) 0.019(2) 0.003(2)
C27 0.076(3) 0.081(4) 0.047(3) -0.011(2) 0.028(2) 0.003(3)
C28 0.140(7) 0.242(12) 0.051(4) -0.001(5) 0.021(4) 0.061(8)
C29 0.38(2) 0.091(6) 0.136(8) -0.016(5) 0.151(11) 0.030(8)
C30 0.062(3) 0.044(2) 0.051(3) -0.0004(19) 0.020(2) -0.006(2)
C31 0.091(4) 0.040(2) 0.082(4) -0.001(2) 0.018(3) -0.010(3)
C32 0.187(9) 0.050(3) 0.188(9) -0.010(4) 0.121(8) 0.000(4)
C33 0.136(7) 0.075(4) 0.168(8) -0.027(5) 0.084(6) -0.041(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
Br1 C3 1.887(6) . ?
O1 C7 1.211(6) . ?
O2 C7 1.347(6) . ?
O2 C8 1.467(5) . ?
O3 C19 1.209(5) . ?
O4 C18 1.204(5) . ?
O5 C26 1.195(5) . ?
O6 C26 1.328(5) . ?
O6 C27 1.469(5) . ?
O7 C30 1.212(6) . ?
O8 C30 1.341(5) . ?
O8 C31 1.472(6) . ?
N1 N2 1.409(5) . ?
N1 C26 1.414(5) . ?
N1 C13 1.488(5) . ?
N2 C30 1.357(6) . ?
N2 C15 1.448(5) . ?
N3 C19 1.394(5) . ?
N3 N4 1.436(5) . ?
N3 C14 1.452(5) . ?
N4 C18 1.384(6) . ?
N4 C16 1.472(5) . ?
N5 C19 1.386(6) . ?
N5 C18 1.404(6) . ?
N5 C20 1.435(6) . ?
C1 C6 1.383(7) . ?
C1 C2 1.384(8) . ?
C2 C3 1.367(9) . ?
C3 C4 1.383(8) . ?
C4 C5 1.395(7) . ?
C5 C6 1.385(7) . ?
C6 C7 1.481(7) . ?
C8 C12 1.506(6) . ?
C8 C9 1.523(6) . ?
C9 C10 1.536(7) . ?
C10 C11 1.490(6) . ?
C11 C12 1.337(6) . ?
C11 C17 1.505(6) . ?
C12 C13 1.502(6) . ?
C13 C14 1.548(6) . ?
C14 C15 1.547(6) . ?
C15 C16 1.547(6) . ?
C16 C17 1.522(6) . ?
C20 C25 1.370(7) . ?
C20 C21 1.372(7) . ?
C21 C22 1.391(8) . ?
C22 C23 1.370(9) . ?
C23 C24 1.366(9) . ?
C24 C25 1.374(8) . ?
C27 C28 1.433(9) . ?
C27 C29 1.484(10) . ?
C31 C32 1.464(9) . ?
C31 C33 1.497(9) . ?

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
C7 O2 C8 118.1(4) . . ?
C26 O6 C27 117.9(4) . . ?
C30 O8 C31 116.7(4) . . ?
N2 N1 C26 112.3(3) . . ?
N2 N1 C13 104.1(3) . . ?
C26 N1 C13 116.6(3) . . ?
C30 N2 N1 119.9(4) . . ?
C30 N2 C15 127.6(4) . . ?
N1 N2 C15 112.3(3) . . ?
C19 N3 N4 107.8(3) . . ?
C19 N3 C14 120.8(4) . . ?
N4 N3 C14 109.0(3) . . ?
C18 N4 N3 108.4(3) . . ?
C18 N4 C16 125.3(4) . . ?
N3 N4 C16 109.9(3) . . ?
C19 N5 C18 111.0(4) . . ?
C19 N5 C20 123.3(4) . . ?
C18 N5 C20 124.2(4) . . ?
C6 C1 C2 121.0(6) . . ?
C3 C2 C1 119.2(5) . . ?
C2 C3 C4 121.4(6) . . ?
C2 C3 Br1 119.5(4) . . ?
C4 C3 Br1 119.1(5) . . ?
C3 C4 C5 118.8(6) . . ?
C6 C5 C4 120.4(5) . . ?
C1 C6 C5 119.1(5) . . ?
C1 C6 C7 119.2(5) . . ?
C5 C6 C7 121.6(4) . . ?
O1 C7 O2 124.6(5) . . ?
O1 C7 C6 124.0(5) . . ?
O2 C7 C6 111.4(4) . . ?
O2 C8 C12 107.8(3) . . ?
O2 C8 C9 110.4(4) . . ?
C12 C8 C9 103.8(4) . . ?
C8 C9 C10 103.8(4) . . ?
C11 C10 C9 104.1(4) . . ?
C12 C11 C10 110.8(4) . . ?
C12 C11 C17 130.0(4) . . ?
C10 C11 C17 119.2(4) . . ?
C11 C12 C13 129.4(4) . . ?
C11 C12 C8 111.1(4) . . ?
C13 C12 C8 119.5(4) . . ?
N1 C13 C12 111.8(3) . . ?
N1 C13 C14 99.9(3) . . ?
C12 C13 C14 114.5(3) . . ?
N3 C14 C15 105.6(3) . . ?
N3 C14 C13 115.8(3) . . ?
C15 C14 C13 102.2(3) . . ?
N2 C15 C14 102.4(3) . . ?
N2 C15 C16 116.5(4) . . ?
C14 C15 C16 103.0(3) . . ?
N4 C16 C17 109.3(4) . . ?
N4 C16 C15 102.4(3) . . ?
C17 C16 C15 115.3(4) . . ?
C11 C17 C16 116.6(4) . . ?
O4 C18 N4 127.6(4) . . ?
O4 C18 N5 127.3(4) . . ?
N4 C18 N5 105.0(4) . . ?
O3 C19 N5 128.7(4) . . ?
O3 C19 N3 125.6(4) . . ?
N5 C19 N3 105.7(4) . . ?
C25 C20 C21 121.5(5) . . ?
C25 C20 N5 119.5(4) . . ?
C21 C20 N5 118.9(4) . . ?
C20 C21 C22 118.8(5) . . ?
C23 C22 C21 119.8(6) . . ?
C24 C23 C22 120.4(6) . . ?
C23 C24 C25 120.7(6) . . ?
C20 C25 C24 118.9(6) . . ?
O5 C26 O6 126.6(4) . . ?
O5 C26 N1 124.6(4) . . ?
O6 C26 N1 108.8(4) . . ?
C28 C27 O6 109.0(5) . . ?
C28 C27 C29 110.9(8) . . ?
O6 C27 C29 103.9(5) . . ?
O7 C30 O8 126.8(4) . . ?
O7 C30 N2 125.0(4) . . ?
O8 C30 N2 108.2(4) . . ?
C32 C31 O8 107.8(5) . . ?
C32 C31 C33 113.1(6) . . ?
O8 C31 C33 105.6(5) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        68.23
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.750
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.084