#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/62/7106206.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7106206
loop_
_publ_author_name
'Luca Tortora'
'Sara Nardis'
'Frank R.Fronczek'
'Kevin Smith'
'Roberto Paolesse'
_publ_section_title
;
 Functionalization of the corrole ring: the role of isocorrole
 intermediates
;
_journal_name_full               Chem.Commun.
_journal_page_first              4243
_journal_paper_doi               10.1039/c0cc05837h
_journal_volume                  47
_journal_year                    2011
_chemical_formula_moiety
'0.89(C40 H30 Br1 N5 O3), 0.11(C40 H29 Br2 N5 O3)'
_chemical_formula_sum            'C40 H29.89 Br1.11 N5 O3'
_chemical_formula_weight         717.28
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                72.718(15)
_cell_angle_beta                 70.046(15)
_cell_angle_gamma                86.335(18)
_cell_formula_units_Z            2
_cell_length_a                   10.086(2)
_cell_length_b                   13.041(3)
_cell_length_c                   13.928(3)
_cell_measurement_reflns_used    6460
_cell_measurement_temperature    90.0(5)
_cell_measurement_theta_max      65.7
_cell_measurement_theta_min      4.6
_cell_volume                     1642.8(6)
_computing_cell_refinement       'Bruker Apex2'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90.0(5)
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker Kappa Apex-II CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1689
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27580
_diffrn_reflns_theta_full        66.4
_diffrn_reflns_theta_max         66.4
_diffrn_reflns_theta_min         3.5
_exptl_absorpt_coefficient_mu    2.251
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2002)'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             735
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.49
_refine_diff_density_min         -1.47
_refine_diff_density_rms         0.159
_refine_ls_extinction_coef       0.0007(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     458
_refine_ls_number_reflns         27581
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.139
_refine_ls_R_factor_gt           0.082
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0907P)²+4.1978P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.209
_refine_ls_wR_factor_ref         0.242
_reflns_number_gt                18061
_reflns_number_total             27581
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c0cc05837h.txt
_cod_data_source_block           2-Br-5-OH-17-NO2-ttisocorrH2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_Hall     '-P 1 '
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               7106206
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.26921(4) 0.28409(4) 0.88746(3) 0.02580(15) Uani 1 1 d . . .
O1 O 0.6046(3) 0.8593(2) 0.7650(2) 0.0251(6) Uani 1 1 d . . .
H10H H 0.5616 0.8541 0.8297 0.038 Uiso 1 1 calc R . .
O2 O 0.3314(3) 0.6124(2) 1.0708(2) 0.0266(6) Uani 1 1 d . . .
O3 O 0.4782(3) 0.7496(2) 0.9810(2) 0.0278(6) Uani 1 1 d . . .
N1 N 0.5815(3) 0.6032(3) 0.7429(3) 0.0217(7) Uani 1 1 d . . .
H1N H 0.6419 0.6130 0.6778 0.026 Uiso 1 1 calc R . .
N2 N 0.7945(3) 0.7154(3) 0.5827(2) 0.0209(7) Uani 1 1 d . . .
N3 N 0.7992(3) 0.5551(3) 0.4675(2) 0.0225(7) Uani 1 1 d . . .
H3N H 0.7516 0.5639 0.5303 0.027 Uiso 1 1 calc R . .
N4 N 0.5816(3) 0.4698(3) 0.6376(2) 0.0222(7) Uani 1 1 d . A .
N5 N 0.4235(3) 0.6641(3) 0.9879(2) 0.0233(8) Uani 1 1 d . . .
C1 C 0.4812(4) 0.5196(3) 0.7950(3) 0.0207(8) Uani 1 1 d . A .
C2 C 0.4083(4) 0.5297(3) 0.8941(3) 0.0194(8) Uani 1 1 d . . .
H2 H 0.3334 0.4836 0.9486 0.023 Uiso 1 1 calc R . .
C3 C 0.4677(4) 0.6233(4) 0.8989(3) 0.0221(9) Uani 1 1 d . . .
C4 C 0.5760(4) 0.6675(3) 0.8030(3) 0.0207(8) Uani 1 1 d . . .
C5 C 0.6794(4) 0.7638(3) 0.7564(3) 0.0212(9) Uani 1 1 d . . .
C6 C 0.7661(4) 0.7872(3) 0.6367(3) 0.0201(8) Uani 1 1 d . . .
C7 C 0.8348(4) 0.8902(3) 0.5735(3) 0.0226(9) Uani 1 1 d . . .
H7 H 0.8283 0.9532 0.5955 0.027 Uiso 1 1 calc R . .
C8 C 0.9106(4) 0.8794(3) 0.4762(3) 0.0227(9) Uani 1 1 d . . .
H8 H 0.9690 0.9334 0.4167 0.027 Uiso 1 1 calc R . .
C9 C 0.8855(4) 0.7699(3) 0.4804(3) 0.0209(8) Uani 1 1 d . . .
C10 C 0.9374(4) 0.7290(3) 0.3938(3) 0.0223(9) Uani 1 1 d . . .
C11 C 0.9005(4) 0.6256(3) 0.3895(3) 0.0252(9) Uani 1 1 d . . .
C12 C 0.9521(5) 0.5824(4) 0.3035(3) 0.0321(10) Uani 1 1 d . . .
H12 H 1.0251 0.6138 0.2378 0.038 Uiso 1 1 calc R . .
C13 C 0.8799(4) 0.4882(4) 0.3301(3) 0.0345(11) Uani 1 1 d . . .
H13 H 0.8929 0.4425 0.2860 0.041 Uiso 1 1 calc R . .
C14 C 0.7804(4) 0.4692(3) 0.4364(3) 0.0235(9) Uani 1 1 d . . .
C15 C 0.6761(4) 0.3827(3) 0.4988(3) 0.0211(8) Uani 1 1 d . . .
C16 C 0.5787(4) 0.3854(3) 0.5956(3) 0.0201(8) Uani 1 1 d . A .
C17 C 0.4710(4) 0.3050(3) 0.6745(3) 0.0244(9) Uani 1 1 d . . .
H17 H 0.4463 0.2391 0.6675 0.029 Uiso 0.892(2) 1 calc PR A 1
Br2 Br 0.4429(4) 0.1757(3) 0.6855(3) 0.0295(16) Uani 0.108(2) 1 d P A 2
C18 C 0.4130(4) 0.3433(3) 0.7602(3) 0.0224(9) Uani 1 1 d . A .
C19 C 0.4874(4) 0.4460(3) 0.7329(3) 0.0201(8) Uani 1 1 d . . .
C20 C 0.7922(4) 0.7474(3) 0.8110(3) 0.0182(8) Uani 1 1 d . . .
C21 C 0.8482(4) 0.6479(3) 0.8394(3) 0.0242(9) Uani 1 1 d . . .
H21 H 0.8127 0.5873 0.8298 0.029 Uiso 1 1 calc R . .
C22 C 0.9565(4) 0.6365(3) 0.8819(3) 0.0173(8) Uani 1 1 d . . .
H22 H 0.9959 0.5682 0.8995 0.021 Uiso 1 1 calc R . .
C23 C 1.0077(4) 0.7226(4) 0.8990(3) 0.0233(9) Uani 1 1 d . . .
C24 C 0.9489(4) 0.8230(3) 0.8720(3) 0.0229(9) Uani 1 1 d . . .
H24 H 0.9831 0.8832 0.8830 0.028 Uiso 1 1 calc R . .
C25 C 0.8410(4) 0.8348(3) 0.8294(3) 0.0198(8) Uani 1 1 d . . .
H25 H 0.8004 0.9027 0.8126 0.024 Uiso 1 1 calc R . .
C26 C 1.1258(4) 0.7091(4) 0.9443(4) 0.0358(11) Uani 1 1 d . . .
H26A H 1.1483 0.6332 0.9633 0.054 Uiso 1 1 calc R . .
H26B H 1.0964 0.7337 1.0082 0.054 Uiso 1 1 calc R . .
H26C H 1.2094 0.7518 0.8908 0.054 Uiso 1 1 calc R . .
C27 C 1.0359(4) 0.7973(3) 0.2923(3) 0.0251(9) Uani 1 1 d . . .
C28 C 1.1774(5) 0.8176(4) 0.2778(3) 0.0356(11) Uani 1 1 d . . .
H28 H 1.2107 0.7907 0.3363 0.043 Uiso 1 1 calc R . .
C29 C 1.2684(5) 0.8757(4) 0.1803(4) 0.0436(12) Uani 1 1 d . . .
H29 H 1.3640 0.8877 0.1724 0.052 Uiso 1 1 calc R . .
C30 C 1.2232(6) 0.9172(4) 0.0930(4) 0.0458(13) Uani 1 1 d . . .
C31 C 1.0840(6) 0.8983(4) 0.1079(4) 0.0444(13) Uani 1 1 d . . .
H31 H 1.0505 0.9269 0.0497 0.053 Uiso 1 1 calc R . .
C32 C 0.9924(5) 0.8394(4) 0.2039(3) 0.0329(10) Uani 1 1 d . . .
H32 H 0.8974 0.8270 0.2106 0.039 Uiso 1 1 calc R . .
C33 C 1.3260(7) 0.9803(4) -0.0148(4) 0.073(2) Uani 1 1 d . . .
H33A H 1.2845 0.9869 -0.0705 0.110 Uiso 1 1 calc R . .
H33B H 1.4143 0.9424 -0.0308 0.110 Uiso 1 1 calc R . .
H33C H 1.3453 1.0520 -0.0125 0.110 Uiso 1 1 calc R . .
C34 C 0.6782(4) 0.2916(3) 0.4554(3) 0.0196(8) Uani 1 1 d . . .
C35 C 0.8023(4) 0.2392(3) 0.4221(3) 0.0217(8) Uani 1 1 d . . .
H35 H 0.8869 0.2619 0.4269 0.026 Uiso 1 1 calc R . .
C36 C 0.8029(4) 0.1544(3) 0.3820(3) 0.0244(9) Uani 1 1 d . . .
H36 H 0.8887 0.1197 0.3592 0.029 Uiso 1 1 calc R . .
C37 C 0.6815(4) 0.1181(3) 0.3739(3) 0.0244(9) Uani 1 1 d . . .
C38 C 0.5577(4) 0.1706(4) 0.4081(3) 0.0287(10) Uani 1 1 d . . .
H38 H 0.4734 0.1473 0.4035 0.034 Uiso 1 1 calc R . .
C39 C 0.5543(4) 0.2562(4) 0.4486(3) 0.0263(9) Uani 1 1 d . . .
H39 H 0.4684 0.2907 0.4717 0.032 Uiso 1 1 calc R . .
C40 C 0.6830(4) 0.0262(4) 0.3291(3) 0.0298(10) Uani 1 1 d . . .
H40A H 0.7694 0.0320 0.2675 0.045 Uiso 1 1 calc R . .
H40B H 0.6006 0.0287 0.3064 0.045 Uiso 1 1 calc R . .
H40C H 0.6798 -0.0420 0.3841 0.045 Uiso 1 1 calc R . .
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'
N N 0.0311 0.0180 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 H10H 109.5 . . ?
C4 N1 C1 112.1(3) . . ?
C4 N1 H1N 124.0 . . ?
C1 N1 H1N 124.0 . . ?
C6 N2 C9 105.3(3) . . ?
C11 N3 C14 111.4(3) . . ?
C11 N3 H3N 124.3 . . ?
C14 N3 H3N 124.3 . . ?
C19 N4 C16 107.4(3) . . ?
O2 N5 O3 122.1(3) . . ?
O2 N5 C3 118.6(3) . . ?
O3 N5 C3 119.3(3) . . ?
C2 C1 N1 107.6(3) . . ?
C2 C1 C19 138.9(4) . . ?
N1 C1 C19 113.4(3) . . ?
C1 C2 C3 105.7(3) . . ?
C1 C2 H2 127.1 . . ?
C3 C2 H2 127.1 . . ?
C4 C3 N5 125.7(4) . . ?
C4 C3 C2 109.3(3) . . ?
N5 C3 C2 125.0(4) . . ?
N1 C4 C3 105.3(4) . . ?
N1 C4 C5 118.4(3) . . ?
C3 C4 C5 136.3(3) . . ?
O1 C5 C4 109.9(3) . . ?
O1 C5 C6 104.9(3) . . ?
C4 C5 C6 115.3(3) . . ?
O1 C5 C20 111.5(3) . . ?
C4 C5 C20 111.1(3) . . ?
C6 C5 C20 103.9(3) . . ?
N2 C6 C7 112.6(3) . . ?
N2 C6 C5 125.3(4) . . ?
C7 C6 C5 121.9(3) . . ?
C8 C7 C6 106.1(3) . . ?
C8 C7 H7 126.9 . . ?
C6 C7 H7 126.9 . . ?
C7 C8 C9 106.8(4) . . ?
C7 C8 H8 126.6 . . ?
C9 C8 H8 126.6 . . ?
C10 C9 N2 126.3(4) . . ?
C10 C9 C8 124.4(4) . . ?
N2 C9 C8 109.2(3) . . ?
C9 C10 C11 126.7(4) . . ?
C9 C10 C27 118.9(4) . . ?
C11 C10 C27 114.4(3) . . ?
N3 C11 C12 107.0(4) . . ?
N3 C11 C10 125.2(3) . . ?
C12 C11 C10 127.7(4) . . ?
C13 C12 C11 108.2(4) . . ?
C13 C12 H12 125.9 . . ?
C11 C12 H12 125.9 . . ?
C12 C13 C14 108.4(4) . . ?
C12 C13 H13 125.8 . . ?
C14 C13 H13 125.8 . . ?
N3 C14 C13 105.0(4) . . ?
N3 C14 C15 125.2(3) . . ?
C13 C14 C15 129.7(4) . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 C34 121.7(3) . . ?
C14 C15 C34 117.7(3) . . ?
C15 C16 N4 121.0(3) . . ?
C15 C16 C17 130.1(4) . . ?
N4 C16 C17 108.6(3) . . ?
C18 C17 C16 106.2(4) . . ?
C18 C17 Br2 120.5(3) . . ?
C16 C17 Br2 131.3(3) . . ?
C18 C17 H17 126.9 . . ?
C16 C17 H17 126.9 . . ?
C17 C18 C19 106.1(3) . . ?
C17 C18 Br1 129.6(3) . . ?
C19 C18 Br1 124.3(3) . . ?
N4 C19 C1 116.4(3) . . ?
N4 C19 C18 111.7(3) . . ?
C1 C19 C18 131.7(3) . . ?
C21 C20 C25 119.5(3) . . ?
C21 C20 C5 121.0(3) . . ?
C25 C20 C5 119.4(3) . . ?
C20 C21 C22 120.1(4) . . ?
C20 C21 H21 120.0 . . ?
C22 C21 H21 120.0 . . ?
C23 C22 C21 121.1(4) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C24 118.7(3) . . ?
C22 C23 C26 120.4(4) . . ?
C24 C23 C26 120.8(4) . . ?
C25 C24 C23 120.4(4) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C20 120.2(4) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C27 C28 117.0(4) . . ?
C32 C27 C10 120.4(4) . . ?
C28 C27 C10 122.5(4) . . ?
C29 C28 C27 121.0(4) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 121.2(5) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 H29 119.4 . . ?
C31 C30 C29 117.6(4) . . ?
C31 C30 C33 121.9(5) . . ?
C29 C30 C33 120.5(5) . . ?
C32 C31 C30 122.0(4) . . ?
C32 C31 H31 119.0 . . ?
C30 C31 H31 119.0 . . ?
C31 C32 C27 121.2(4) . . ?
C31 C32 H32 119.4 . . ?
C27 C32 H32 119.4 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C39 119.1(4) . . ?
C35 C34 C15 120.6(3) . . ?
C39 C34 C15 120.3(3) . . ?
C36 C35 C34 120.1(4) . . ?
C36 C35 H35 120.0 . . ?
C34 C35 H35 120.0 . . ?
C35 C36 C37 122.0(4) . . ?
C35 C36 H36 119.0 . . ?
C37 C36 H36 119.0 . . ?
C38 C37 C36 117.5(4) . . ?
C38 C37 C40 120.7(4) . . ?
C36 C37 C40 121.8(4) . . ?
C39 C38 C37 121.7(4) . . ?
C39 C38 H38 119.2 . . ?
C37 C38 H38 119.2 . . ?
C38 C39 C34 119.7(4) . . ?
C38 C39 H39 120.2 . . ?
C34 C39 H39 120.2 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
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 C18 1.849(4) . ?
O1 C5 1.429(5) . ?
O1 H10H 0.8400 . ?
O2 N5 1.239(4) . ?
O3 N5 1.240(5) . ?
N1 C4 1.336(5) . ?
N1 C1 1.381(5) . ?
N1 H1N 0.8800 . ?
N2 C6 1.327(5) . ?
N2 C9 1.402(5) . ?
N3 C11 1.356(5) . ?
N3 C14 1.360(5) . ?
N3 H3N 0.8800 . ?
N4 C19 1.301(5) . ?
N4 C16 1.396(5) . ?
N5 C3 1.415(5) . ?
C1 C2 1.366(5) . ?
C1 C19 1.458(5) . ?
C2 C3 1.423(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.392(6) . ?
C4 C5 1.518(6) . ?
C5 C6 1.540(5) . ?
C5 C20 1.544(5) . ?
C6 C7 1.436(6) . ?
C7 C8 1.354(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.447(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(5) . ?
C10 C11 1.445(6) . ?
C10 C27 1.478(6) . ?
C11 C12 1.400(6) . ?
C12 C13 1.355(7) . ?
C12 H12 0.9500 . ?
C13 C14 1.435(6) . ?
C13 H13 0.9500 . ?
C14 C15 1.442(6) . ?
C15 C16 1.381(5) . ?
C15 C34 1.480(5) . ?
C16 C17 1.461(6) . ?
C17 C18 1.363(5) . ?
C17 Br2 1.680(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.460(6) . ?
C20 C21 1.383(6) . ?
C20 C25 1.391(5) . ?
C21 C22 1.391(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.379(6) . ?
C22 H22 0.9500 . ?
C23 C24 1.402(6) . ?
C23 C26 1.506(5) . ?
C24 C25 1.388(5) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C32 1.395(6) . ?
C27 C28 1.403(6) . ?
C28 C29 1.374(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.391(7) . ?
C29 H29 0.9500 . ?
C30 C31 1.375(8) . ?
C30 C33 1.523(7) . ?
C31 C32 1.367(7) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 C35 1.391(5) . ?
C34 C39 1.401(6) . ?
C35 C36 1.378(6) . ?
C35 H35 0.9500 . ?
C36 C37 1.391(6) . ?
C36 H36 0.9500 . ?
C37 C38 1.390(6) . ?
C37 C40 1.504(6) . ?
C38 C39 1.387(6) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H10H O3 0.84 2.06 2.790(4) 145.2 .
N1 H1N N2 0.88 1.93 2.632(5) 135.5 .
N3 H3N N2 0.88 2.41 2.979(4) 122.7 .
N3 H3N N4 0.88 2.03 2.620(5) 123.7 .
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
C4 N1 C1 C2 -0.7(4) . . . . ?
C4 N1 C1 C19 -178.2(3) . . . . ?
N1 C1 C2 C3 0.6(4) . . . . ?
C19 C1 C2 C3 177.1(5) . . . . ?
O2 N5 C3 C4 -175.5(3) . . . . ?
O3 N5 C3 C4 4.1(6) . . . . ?
O2 N5 C3 C2 4.2(5) . . . . ?
O3 N5 C3 C2 -176.2(3) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C1 C2 C3 N5 179.9(3) . . . . ?
C1 N1 C4 C3 0.4(4) . . . . ?
C1 N1 C4 C5 -179.6(3) . . . . ?
N5 C3 C4 N1 179.7(3) . . . . ?
C2 C3 C4 N1 0.0(4) . . . . ?
N5 C3 C4 C5 -0.3(7) . . . . ?
C2 C3 C4 C5 -179.9(4) . . . . ?
N1 C4 C5 O1 127.2(3) . . . . ?
C3 C4 C5 O1 -52.9(6) . . . . ?
N1 C4 C5 C6 9.0(5) . . . . ?
C3 C4 C5 C6 -171.1(4) . . . . ?
N1 C4 C5 C20 -109.0(4) . . . . ?
C3 C4 C5 C20 71.0(5) . . . . ?
C9 N2 C6 C7 0.5(4) . . . . ?
C9 N2 C6 C5 -174.9(3) . . . . ?
O1 C5 C6 N2 -145.2(3) . . . . ?
C4 C5 C6 N2 -24.2(5) . . . . ?
C20 C5 C6 N2 97.7(4) . . . . ?
O1 C5 C6 C7 39.8(4) . . . . ?
C4 C5 C6 C7 160.8(3) . . . . ?
C20 C5 C6 C7 -77.4(4) . . . . ?
N2 C6 C7 C8 -0.9(4) . . . . ?
C5 C6 C7 C8 174.6(3) . . . . ?
C6 C7 C8 C9 0.9(4) . . . . ?
C6 N2 C9 C10 -176.1(4) . . . . ?
C6 N2 C9 C8 0.1(4) . . . . ?
C7 C8 C9 C10 175.6(4) . . . . ?
C7 C8 C9 N2 -0.7(4) . . . . ?
N2 C9 C10 C11 4.7(6) . . . . ?
C8 C9 C10 C11 -171.0(4) . . . . ?
N2 C9 C10 C27 -178.4(3) . . . . ?
C8 C9 C10 C27 6.0(6) . . . . ?
C14 N3 C11 C12 -1.0(5) . . . . ?
C14 N3 C11 C10 174.6(4) . . . . ?
C9 C10 C11 N3 5.9(7) . . . . ?
C27 C10 C11 N3 -171.2(4) . . . . ?
C9 C10 C11 C12 -179.5(4) . . . . ?
C27 C10 C11 C12 3.4(6) . . . . ?
N3 C11 C12 C13 1.0(5) . . . . ?
C10 C11 C12 C13 -174.4(4) . . . . ?
C11 C12 C13 C14 -0.7(5) . . . . ?
C11 N3 C14 C13 0.6(4) . . . . ?
C11 N3 C14 C15 -176.8(4) . . . . ?
C12 C13 C14 N3 0.1(5) . . . . ?
C12 C13 C14 C15 177.4(4) . . . . ?
N3 C14 C15 C16 4.3(6) . . . . ?
C13 C14 C15 C16 -172.4(4) . . . . ?
N3 C14 C15 C34 -175.5(3) . . . . ?
C13 C14 C15 C34 7.8(6) . . . . ?
C14 C15 C16 N4 -2.4(6) . . . . ?
C34 C15 C16 N4 177.4(3) . . . . ?
C14 C15 C16 C17 -175.6(4) . . . . ?
C34 C15 C16 C17 4.2(6) . . . . ?
C19 N4 C16 C15 -174.1(4) . . . . ?
C19 N4 C16 C17 0.4(4) . . . . ?
C15 C16 C17 C18 174.1(4) . . . . ?
N4 C16 C17 C18 0.2(4) . . . . ?
C15 C16 C17 Br2 10.7(7) . . . . ?
N4 C16 C17 Br2 -163.1(4) . . . . ?
C16 C17 C18 C19 -0.7(4) . . . . ?
Br2 C17 C18 C19 164.8(3) . . . . ?
C16 C17 C18 Br1 179.0(3) . . . . ?
Br2 C17 C18 Br1 -15.5(6) . . . . ?
C16 N4 C19 C1 174.9(3) . . . . ?
C16 N4 C19 C18 -0.9(4) . . . . ?
C2 C1 C19 N4 -178.2(4) . . . . ?
N1 C1 C19 N4 -1.8(5) . . . . ?
C2 C1 C19 C18 -3.4(8) . . . . ?
N1 C1 C19 C18 172.9(4) . . . . ?
C17 C18 C19 N4 1.1(5) . . . . ?
Br1 C18 C19 N4 -178.6(3) . . . . ?
C17 C18 C19 C1 -173.9(4) . . . . ?
Br1 C18 C19 C1 6.4(6) . . . . ?
O1 C5 C20 C21 161.4(3) . . . . ?
C4 C5 C20 C21 38.4(4) . . . . ?
C6 C5 C20 C21 -86.2(4) . . . . ?
O1 C5 C20 C25 -20.4(5) . . . . ?
C4 C5 C20 C25 -143.3(3) . . . . ?
C6 C5 C20 C25 92.0(4) . . . . ?
C25 C20 C21 C22 -2.6(5) . . . . ?
C5 C20 C21 C22 175.7(3) . . . . ?
C20 C21 C22 C23 1.5(5) . . . . ?
C21 C22 C23 C24 -0.4(5) . . . . ?
C21 C22 C23 C26 -179.5(4) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C26 C23 C24 C25 179.4(4) . . . . ?
C23 C24 C25 C20 -1.3(5) . . . . ?
C21 C20 C25 C24 2.4(5) . . . . ?
C5 C20 C25 C24 -175.8(3) . . . . ?
C9 C10 C27 C32 -109.2(4) . . . . ?
C11 C10 C27 C32 68.1(5) . . . . ?
C9 C10 C27 C28 74.6(5) . . . . ?
C11 C10 C27 C28 -108.1(5) . . . . ?
C32 C27 C28 C29 -0.5(7) . . . . ?
C10 C27 C28 C29 175.7(4) . . . . ?
C27 C28 C29 C30 0.6(7) . . . . ?
C28 C29 C30 C31 0.1(7) . . . . ?
C28 C29 C30 C33 -179.2(5) . . . . ?
C29 C30 C31 C32 -1.0(7) . . . . ?
C33 C30 C31 C32 178.3(4) . . . . ?
C30 C31 C32 C27 1.2(7) . . . . ?
C28 C27 C32 C31 -0.3(6) . . . . ?
C10 C27 C32 C31 -176.7(4) . . . . ?
C16 C15 C34 C35 -128.2(4) . . . . ?
C14 C15 C34 C35 51.6(5) . . . . ?
C16 C15 C34 C39 51.0(5) . . . . ?
C14 C15 C34 C39 -129.2(4) . . . . ?
C39 C34 C35 C36 0.6(6) . . . . ?
C15 C34 C35 C36 179.9(4) . . . . ?
C34 C35 C36 C37 -0.3(6) . . . . ?
C35 C36 C37 C38 -0.1(6) . . . . ?
C35 C36 C37 C40 179.3(4) . . . . ?
C36 C37 C38 C39 0.1(6) . . . . ?
C40 C37 C38 C39 -179.3(4) . . . . ?
C37 C38 C39 C34 0.2(6) . . . . ?
C35 C34 C39 C38 -0.6(6) . . . . ?
C15 C34 C39 C38 -179.8(4) . . . . ?
