#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/89/2208997.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2208997
loop_
_publ_author_name
'Neng-Fang She'
'Sheng-Li Hu'
'Hui-Zhen Guo'
'An-Xin Wu'
_publ_section_title
;6,9-Dibromo-2a,10b-diphenyl-2a,5,10,10b-tetrahydro-2H,3H-2,3,4a,10a-tetraazabenzo[g]cyclopenta[cd]azulene-1,4-dione
 monohydrate
;
_journal_coeditor_code           SJ2032
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1754
_journal_page_last               o1755
_journal_paper_doi               10.1107/S1600536806011871
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C24 H18 Br2 N4 O2, H2 O'
_chemical_formula_moiety         'C24 H18 Br2 N4 O2, H2 O'
_chemical_formula_sum            'C24 H20 Br2 N4 O3'
_chemical_formula_weight         572.26
_chemical_name_systematic
;
6,9-Dibromo-2a,10b-diphenyl-2a,5,10,10b-tetrahydro-2H,3H-2,3,4a,
10a-tetraaza-benzo[g]cyclopenta[cd]azulene-1,4-dione hydrate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.539(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.066(2)
_cell_length_b                   9.9260(15)
_cell_length_c                   18.351(3)
_cell_measurement_reflns_used    3096
_cell_measurement_temperature    292(2)
_cell_measurement_theta_max      21.71
_cell_measurement_theta_min      2.32
_cell_volume                     2281.5(6)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      292(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker SMART 4K CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_sigmaI/netI    0.0596
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            14118
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.32
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.588
_exptl_absorpt_correction_T_max  0.5339
_exptl_absorpt_correction_T_min  0.4124
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick 1997)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.666
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1144
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.677
_refine_diff_density_min         -0.556
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     306
_refine_ls_number_reflns         5151
_refine_ls_number_restraints     51
_refine_ls_restrained_S_all      1.796
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0526
_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)+(0.0625P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1363
_reflns_number_gt                3218
_reflns_number_total             5151
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj2032.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2208997
_cod_database_fobs_code          2208997
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'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Br Br1 0.11556(7) 0.73670(9) 0.39639(5) 0.0716(4) Uani d . 1
Br Br2 -0.03296(7) 0.10457(10) 0.37718(5) 0.0776(4) Uani d . 1
C C1 0.1132(5) 0.4707(7) 0.4607(3) 0.0365(15) Uani d . 1
C C2 0.0761(5) 0.5518(8) 0.3963(4) 0.0484(18) Uani d . 1
C C3 0.0064(6) 0.5019(10) 0.3297(4) 0.061(2) Uani d . 1
H H3 -0.0190 0.5582 0.2880 0.073 Uiso calc R 1
C C4 -0.0246(6) 0.3701(10) 0.3258(4) 0.062(2) Uani d . 1
H H4 -0.0710 0.3361 0.2813 0.075 Uiso calc R 1
C C5 0.0135(5) 0.2873(8) 0.3883(4) 0.0485(18) Uani d . 1
C C6 0.0829(4) 0.3355(7) 0.4559(3) 0.0369(15) Uani d . 1
C C7 0.1197(5) 0.2437(6) 0.5247(4) 0.0363(14) Uani d . 1
H H7A 0.0893 0.2759 0.5640 0.044 Uiso calc R 1
H H7B 0.0919 0.1539 0.5104 0.044 Uiso calc R 1
C C8 0.1812(4) 0.5298(6) 0.5352(3) 0.0347(14) Uani d . 1
H H8A 0.1915 0.6250 0.5277 0.042 Uiso calc R 1
H H8B 0.1421 0.5221 0.5727 0.042 Uiso calc R 1
C C9 0.2955(5) 0.1307(6) 0.5429(3) 0.0346(14) Uani d . 1
C C10 0.3638(5) 0.4824(6) 0.5300(3) 0.0340(14) Uani d . 1
C C11 0.2964(4) 0.3401(6) 0.6051(3) 0.0283(12) Uani d . 1
C C12 0.2688(4) 0.3493(6) 0.6797(3) 0.0321(13) Uani d . 1
C C13 0.2240(5) 0.2414(7) 0.7077(4) 0.0437(16) Uani d . 1
H H13 0.2035 0.1646 0.6781 0.052 Uiso calc R 1
C C14 0.2096(6) 0.2479(9) 0.7798(4) 0.060(2) Uani d U 1
H H14 0.1810 0.1746 0.7989 0.072 Uiso calc R 1
C C15 0.2371(6) 0.3603(10) 0.8222(4) 0.069(2) Uani d U 1
H H15 0.2269 0.3635 0.8703 0.083 Uiso calc R 1
C C16 0.2797(6) 0.4699(9) 0.7961(4) 0.063(2) Uani d U 1
H H16 0.2979 0.5468 0.8260 0.075 Uiso calc R 1
C C17 0.2954(5) 0.4647(7) 0.7231(4) 0.0450(16) Uani d . 1
H H17 0.3236 0.5386 0.7043 0.054 Uiso calc R 1
C C18 0.4156(4) 0.2943(6) 0.6099(3) 0.0314(13) Uani d . 1
C C19 0.4986(5) 0.3037(7) 0.6861(4) 0.0382(15) Uani d . 1
C C20 0.4872(6) 0.2300(8) 0.7464(4) 0.058(2) Uani d . 1
H H20 0.4310 0.1693 0.7393 0.069 Uiso calc R 1
C C21 0.5589(8) 0.2451(10) 0.8182(5) 0.074(3) Uani d U 1
H H21 0.5476 0.1987 0.8593 0.089 Uiso calc R 1
C C22 0.6447(9) 0.3264(10) 0.8289(5) 0.087(3) Uani d U 1
H H22 0.6928 0.3358 0.8769 0.104 Uiso calc R 1
C C23 0.6598(8) 0.3942(10) 0.7687(6) 0.098(4) Uani d U 1
H H23 0.7205 0.4471 0.7753 0.118 Uiso calc R 1
C C24 0.5863(6) 0.3859(8) 0.6972(5) 0.065(2) Uani d . 1
H H24 0.5964 0.4360 0.6570 0.078 Uiso calc R 1
N N1 0.2351(4) 0.2352(5) 0.5563(3) 0.0314(11) Uani d . 1
N N2 0.2860(4) 0.4671(5) 0.5661(3) 0.0302(11) Uani d . 1
N N3 0.3992(4) 0.1563(5) 0.5825(3) 0.0368(12) Uani d . 1
H H3C 0.4493 0.0972 0.5904 0.044 Uiso calc R 1
N N4 0.4358(4) 0.3848(5) 0.5532(3) 0.0381(13) Uani d . 1
H H4A 0.4902 0.3760 0.5359 0.046 Uiso calc R 1
O O1 0.2612(3) 0.0326(4) 0.5041(2) 0.0448(11) Uani d . 1
O O2 0.3659(3) 0.5750(4) 0.4854(3) 0.0448(11) Uani d . 1
O O3 0.4032(4) 0.8572(6) 0.4646(4) 0.0690(14) Uani d DU 1
H H3B 0.362(4) 0.919(4) 0.476(3) 0.0500(18) Uiso d DU 1
H H3A 0.380(5) 0.779(3) 0.472(4) 0.0500(18) Uiso d DU 1
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 118.5(6) ?
C6 C1 C8 120.7(5) ?
C2 C1 C8 120.7(6) ?
C3 C2 C1 121.3(7) ?
C3 C2 Br1 116.9(6) ?
C1 C2 Br1 121.7(5) ?
C4 C3 C2 119.9(7) ?
C4 C3 H3 120.0 ?
C2 C3 H3 120.0 ?
C3 C4 C5 119.5(7) ?
C3 C4 H4 120.2 ?
C5 C4 H4 120.2 ?
C4 C5 C6 121.5(7) ?
C4 C5 Br2 116.6(6) ?
C6 C5 Br2 121.9(5) ?
C1 C6 C5 119.1(6) ?
C1 C6 C7 120.5(5) ?
C5 C6 C7 120.3(6) ?
N1 C7 C6 114.4(5) yes
N1 C7 H7A 108.7 ?
C6 C7 H7A 108.7 ?
N1 C7 H7B 108.7 ?
C6 C7 H7B 108.7 ?
H7A C7 H7B 107.6 ?
N2 C8 C1 115.3(5) ?
N2 C8 H8A 108.5 ?
C1 C8 H8A 108.5 ?
N2 C8 H8B 108.5 ?
C1 C8 H8B 108.5 ?
H8A C8 H8B 107.5 ?
O1 C9 N3 127.3(6) ?
O1 C9 N1 125.3(6) ?
N3 C9 N1 107.4(5) ?
O2 C10 N4 127.2(5) yes
O2 C10 N2 124.2(5) ?
N4 C10 N2 108.6(5) ?
N2 C11 N1 111.4(4) ?
N2 C11 C12 112.6(5) ?
N1 C11 C12 111.6(5) ?
N2 C11 C18 103.3(4) ?
N1 C11 C18 100.8(4) ?
C12 C11 C18 116.4(4) ?
C17 C12 C13 119.4(6) ?
C17 C12 C11 119.0(5) ?
C13 C12 C11 121.5(6) ?
C12 C13 C14 120.2(7) ?
C12 C13 H13 119.9 ?
C14 C13 H13 119.9 ?
C15 C14 C13 120.0(7) ?
C15 C14 H14 120.0 ?
C13 C14 H14 120.0 ?
C14 C15 C16 121.6(7) ?
C14 C15 H15 119.2 ?
C16 C15 H15 119.2 ?
C15 C16 C17 119.1(7) ?
C15 C16 H16 120.5 ?
C17 C16 H16 120.5 ?
C12 C17 C16 119.7(7) ?
C12 C17 H17 120.1 ?
C16 C17 H17 120.1 ?
N3 C18 N4 111.9(5) yes
N3 C18 C19 112.0(5) ?
N4 C18 C19 113.3(5) ?
N3 C18 C11 101.7(4) ?
N4 C18 C11 99.0(4) ?
C19 C18 C11 117.8(4) yes
C20 C19 C24 118.4(7) ?
C20 C19 C18 120.0(6) ?
C24 C19 C18 121.6(6) ?
C19 C20 C21 120.6(8) ?
C19 C20 H20 119.7 ?
C21 C20 H20 119.7 ?
C22 C21 C20 120.6(9) ?
C22 C21 H21 119.7 ?
C20 C21 H21 119.7 ?
C21 C22 C23 119.1(8) ?
C21 C22 H22 120.4 ?
C23 C22 H22 120.4 ?
C22 C23 C24 121.2(9) ?
C22 C23 H23 119.4 ?
C24 C23 H23 119.4 ?
C19 C24 C23 119.9(9) ?
C19 C24 H24 120.0 ?
C23 C24 H24 120.0 ?
C9 N1 C7 123.9(5) ?
C9 N1 C11 114.1(5) ?
C7 N1 C11 122.0(4) ?
C10 N2 C11 111.1(4) ?
C10 N2 C8 120.5(5) ?
C11 N2 C8 120.7(4) ?
C9 N3 C18 112.6(5) ?
C9 N3 H3C 123.7 ?
C18 N3 H3C 123.7 ?
C10 N4 C18 114.9(5) ?
C10 N4 H4A 122.5 ?
C18 N4 H4A 122.5 ?
H3B O3 H3A 109(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C2 1.906(8) ?
Br2 C5 1.905(8) ?
C1 C6 1.395(9) ?
C1 C2 1.397(8) ?
C1 C8 1.521(8) yes
C2 C3 1.391(10) ?
C3 C4 1.366(11) ?
C3 H3 0.9300 ?
C4 C5 1.384(10) ?
C4 H4 0.9300 ?
C5 C6 1.396(9) ?
C6 C7 1.520(9) yes
C7 N1 1.455(7) ?
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C8 N2 1.463(7) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 O1 1.214(7) ?
C9 N3 1.367(8) yes
C9 N1 1.368(7) ?
C10 O2 1.236(7) yes
C10 N4 1.333(7) yes
C10 N2 1.371(7) ?
C11 N2 1.437(7) ?
C11 N1 1.455(7) ?
C11 C12 1.515(8) ?
C11 C18 1.600(7) ?
C12 C17 1.382(9) ?
C12 C13 1.387(9) ?
C13 C14 1.391(10) ?
C13 H13 0.9300 ?
C14 C15 1.349(11) ?
C14 H14 0.9300 ?
C15 C16 1.369(11) ?
C15 H15 0.9300 ?
C16 C17 1.413(9) ?
C16 H16 0.9300 ?
C17 H17 0.9300 ?
C18 N3 1.453(8) ?
C18 N4 1.456(7) ?
C18 C19 1.509(8) yes
C19 C20 1.371(10) ?
C19 C24 1.373(10) ?
C20 C21 1.390(11) ?
C20 H20 0.9300 ?
C21 C22 1.350(13) ?
C21 H21 0.9300 ?
C22 C23 1.355(14) ?
C22 H22 0.9300 ?
C23 C24 1.390(12) ?
C23 H23 0.9300 ?
C24 H24 0.9300 ?
N3 H3C 0.8600 ?
N4 H4A 0.8600 ?
O3 H3B 0.88(5) ?
O3 H3A 0.86(4) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C15 H15 O1 4_566 0.93 2.58 3.432(9) 152
N4 H4A O2 3_666 0.86 2.08 2.901(6) 158
N3 H3C O3 3_666 0.86 2.46 2.950(7) 117
O3 H3B O1 1_565 0.88(5) 1.91(5) 2.786(6) 171(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_publ_flag
C6 C1 C2 C3 3.0(9) ?
C8 C1 C2 C3 -174.4(5) ?
C6 C1 C2 Br1 -178.5(4) ?
C8 C1 C2 Br1 4.0(7) ?
C1 C2 C3 C4 -1.9(10) ?
Br1 C2 C3 C4 179.7(5) ?
C2 C3 C4 C5 0.2(10) ?
C3 C4 C5 C6 0.2(10) ?
C3 C4 C5 Br2 -179.4(5) ?
C2 C1 C6 C5 -2.6(8) ?
C8 C1 C6 C5 174.9(5) ?
C2 C1 C6 C7 -179.0(5) ?
C8 C1 C6 C7 -1.5(8) ?
C4 C5 C6 C1 1.0(9) ?
Br2 C5 C6 C1 -179.4(4) ?
C4 C5 C6 C7 177.4(6) ?
Br2 C5 C6 C7 -3.0(8) yes
C1 C6 C7 N1 -57.5(7) ?
C5 C6 C7 N1 126.1(6) ?
C6 C1 C8 N2 60.3(7) ?
C2 C1 C8 N2 -122.3(6) ?
N2 C11 C12 C17 -35.8(7) ?
N1 C11 C12 C17 -161.9(5) ?
C18 C11 C12 C17 83.1(7) ?
N2 C11 C12 C13 148.4(6) ?
N1 C11 C12 C13 22.3(7) ?
C18 C11 C12 C13 -92.6(7) ?
C17 C12 C13 C14 -2.3(10) ?
C11 C12 C13 C14 173.4(6) ?
C12 C13 C14 C15 1.5(11) ?
C13 C14 C15 C16 -0.2(13) ?
C14 C15 C16 C17 -0.2(13) ?
C13 C12 C17 C16 1.9(10) ?
C11 C12 C17 C16 -174.0(6) ?
C15 C16 C17 C12 -0.6(11) ?
N2 C11 C18 N3 -130.9(4) ?
N1 C11 C18 N3 -15.7(5) ?
C12 C11 C18 N3 105.2(5) ?
N2 C11 C18 N4 -16.2(5) ?
N1 C11 C18 N4 99.1(5) ?
C12 C11 C18 N4 -140.1(5) ?
N2 C11 C18 C19 106.2(6) ?
N1 C11 C18 C19 -138.5(5) ?
C12 C11 C18 C19 -17.7(7) ?
N3 C18 C19 C20 -55.9(7) ?
N4 C18 C19 C20 176.4(6) ?
C11 C18 C19 C20 61.6(8) ?
N3 C18 C19 C24 124.7(7) ?
N4 C18 C19 C24 -3.1(8) ?
C11 C18 C19 C24 -117.9(7) ?
C24 C19 C20 C21 4.2(11) ?
C18 C19 C20 C21 -175.3(6) ?
C19 C20 C21 C22 -4.1(13) ?
C20 C21 C22 C23 0.5(14) ?
C21 C22 C23 C24 2.9(15) ?
C20 C19 C24 C23 -0.9(12) ?
C18 C19 C24 C23 178.6(7) ?
C22 C23 C24 C19 -2.7(15) ?
O1 C9 N1 C7 -0.8(9) ?
N3 C9 N1 C7 -179.1(5) ?
O1 C9 N1 C11 179.8(5) ?
N3 C9 N1 C11 1.5(6) ?
C6 C7 N1 C9 -100.4(6) ?
C6 C7 N1 C11 79.0(7) ?
N2 C11 N1 C9 118.4(5) ?
C12 C11 N1 C9 -114.9(5) ?
C18 C11 N1 C9 9.4(6) ?
N2 C11 N1 C7 -61.0(6) ?
C12 C11 N1 C7 65.7(7) ?
C18 C11 N1 C7 -170.0(5) ?
O2 C10 N2 C11 171.3(6) ?
N4 C10 N2 C11 -10.6(6) ?
O2 C10 N2 C8 21.8(9) ?
N4 C10 N2 C8 -160.2(5) ?
N1 C11 N2 C10 -90.4(5) ?
C12 C11 N2 C10 143.4(5) ?
C18 C11 N2 C10 17.1(6) ?
N1 C11 N2 C8 59.1(6) ?
C12 C11 N2 C8 -67.1(6) ?
C18 C11 N2 C8 166.6(5) ?
C1 C8 N2 C10 68.6(7) ?
C1 C8 N2 C11 -78.1(6) ?
O1 C9 N3 C18 168.2(6) yes
N1 C9 N3 C18 -13.6(6) ?
N4 C18 N3 C9 -86.3(6) ?
C19 C18 N3 C9 145.2(5) ?
C11 C18 N3 C9 18.5(6) ?
O2 C10 N4 C18 176.2(6) ?
N2 C10 N4 C18 -1.7(7) ?
N3 C18 N4 C10 118.1(6) ?
C19 C18 N4 C10 -114.1(6) ?
C11 C18 N4 C10 11.5(6) ?
