data_global
_audit_creation_method                  'APEX2 v2012.4-3'

_publ_requested_journal                 ?

_publ_contact_author_name            Ass. Prof. Alya M. Al-Etaibi 
?
_publ_contact_author_address            
;
;
_publ_contact_author_email              ?
_publ_contact_author_fax                ?
_publ_contact_author_phone              ?

_publ_section_title                     
;
;
_publ_section_abstract                  
;
;
_publ_section_references                
;
;
_publ_section_comment                   
;
;

data_I
_chemical_name_systematic               ?
_chemical_name_common                   Prof_N1_310C_17_02_13
_chemical_formula_moiety                ?
_chemical_formula_sum                   'C17 H18 N4 O2'
_chemical_formula_iupac                 ?
_chemical_formula_weight                310.35

_chemical_melting_point                 ?

_space_group_crystal_system             orthorhombic
_space_group_name_H-M_alt               'P b c a'
_space_group_name_Hall                  '-P 2ac 2ab'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    'x+1/2, -y+1/2, -z'
    '-x, y+1/2, -z+1/2'
    '-x+1/2, -y, z+1/2'
    '-x, -y, -z'
    '-x-1/2, y-1/2, z'
    'x, -y-1/2, z-1/2'
    'x-1/2, y, -z-1/2'

_cell_length_a                          16.1122(4)
_cell_length_b                          14.2464(4)
_cell_length_c                          28.2813(8)
_cell_angle_alpha                       90
_cell_angle_beta                        90
_cell_angle_gamma                       90
_cell_volume                            6491.7(3)
_cell_formula_units_Z                   16
_cell_measurement_reflns_used           7700
_cell_measurement_theta_min             4.4279
_cell_measurement_theta_max             66.6699
_cell_measurement_temperature           296.(2)

_exptl_crystal_description              Block
_exptl_crystal_colour                   'clear light red'
_exptl_crystal_size_max                 0.200
_exptl_crystal_size_mid                 0.170
_exptl_crystal_size_min                 0.090
_exptl_crystal_density_diffrn           1.270
_exptl_crystal_density_meas             ?
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    2624

_exptl_absorpt_coefficient_mu           0.700
_exptl_absorpt_correction_type          multi-scan
_exptl_absorpt_process_details          'SADABS V2008/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min         0.81
_exptl_absorpt_correction_T_max         0.94

_exptl_special_details                  
;
; 

_diffrn_ambient_temperature             296.(2)

_diffrn_source                          ?
_diffrn_source_type                     ?

_diffrn_radiation_type                  ?
_diffrn_radiation_wavelength            1.54178
_diffrn_radiation_monochromator         ?

_diffrn_measurement_device_type         ?
_diffrn_measurement_method              ?

_diffrn_detector_area_resol_mean        8.3333

_diffrn_reflns_number                   16776
_diffrn_reflns_av_R_equivalents         0.0176
_diffrn_reflns_av_sigmaI/netI           0.0195
_diffrn_reflns_theta_min                4.43
_diffrn_reflns_theta_max                66.77
_diffrn_reflns_theta_full               66.77
_diffrn_measured_fraction_theta_max     0.968
_diffrn_measured_fraction_theta_full    0.968
_diffrn_reflns_limit_h_min              -18
_diffrn_reflns_limit_h_max              14
_diffrn_reflns_limit_k_min              -16
_diffrn_reflns_limit_k_max              15
_diffrn_reflns_limit_l_min              -33
_diffrn_reflns_limit_l_max              26

_refine_special_details                 
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total                    5568
_reflns_number_gt                       4652
_reflns_threshold_expression            >2sigma(I)

_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_R_factor_all                 0.0480
_refine_ls_R_factor_gt                  0.0399
_refine_ls_wR_factor_gt                 0.1071
_refine_ls_wR_factor_ref                0.1139
_refine_ls_goodness_of_fit_ref          1.018
_refine_ls_restrained_S_all             1.018
_refine_ls_number_reflns                5568
_refine_ls_number_parameters            421
_refine_ls_number_restraints            0
_refine_ls_hydrogen_treatment           mixed
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details
    'calc w=1/[σ²(Fo²)+(0.0598P)²+1.0951P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary            direct
_atom_sites_solution_secondary          difmap

_refine_ls_shift/su_max                 0.001
_refine_ls_shift/su_mean                0.000
_refine_diff_density_max                0.154
_refine_diff_density_min                -0.148
_refine_ls_extinction_method            none
_refine_ls_extinction_coef              ?

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'

_computing_data_collection              
    'Bruker Instrument Service v2012.4.0.0'
_computing_cell_refinement              'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_data_reduction               'SAINT V8.18C (Bruker AXS Inc., 2011)'
_computing_structure_solution           'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement         'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics           ?
_computing_publication_material         ?

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
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    O O1 0.93532(7) 1.31113(7) 0.30191(4) 0.0669(3) Uani d . 1 . .
    O O2 1.10149(6) 1.05506(8) 0.29321(4) 0.0685(3) Uani d . 1 . .
    N N6 1.01590(7) 0.96135(8) 0.43961(4) 0.0520(3) Uani d . 1 . .
    O O3 1.11255(8) 0.60052(8) 0.44975(5) 0.0811(4) Uani d . 1 . .
    N N4 1.01912(7) 1.18321(8) 0.29713(4) 0.0493(3) Uani d . 1 . .
    N N1 1.03567(7) 0.89355(8) 0.30884(4) 0.0549(3) Uani d . 1 . .
    H H1 1.0793 0.9258 0.3023 0.066 Uiso calc R 1 . .
    C C11 0.94199(9) 1.22621(10) 0.30258(5) 0.0500(3) Uani d . 1 . .
    N N8 1.00630(8) 0.70444(9) 0.44399(4) 0.0593(3) Uani d . 1 . .
    C C25 1.03721(9) 0.87171(10) 0.44150(5) 0.0501(3) Uani d . 1 . .
    N N5 0.93795(7) 0.98520(9) 0.43798(4) 0.0549(3) Uani d . 1 . .
    H H5 0.9003 0.9425 0.4389 0.066 Uiso calc R 1 . .
    C C26 1.12478(9) 0.85197(11) 0.44404(5) 0.0517(3) Uani d . 1 . .
    O O4 0.90119(7) 0.80947(8) 0.43880(4) 0.0703(3) Uani d . 1 . .
    C C17 1.13798(10) 1.25919(13) 0.33604(7) 0.0761(5) Uani d . 1 . .
    H H17A 1.1014 1.2889 0.3583 0.114 Uiso calc R 1 . .
    H H17B 1.1851 1.2989 0.3305 0.114 Uiso calc R 1 . .
    H H17C 1.1563 1.2001 0.3486 0.114 Uiso calc R 1 . .
    C C16 1.09293(9) 1.24313(11) 0.29042(6) 0.0600(4) Uani d . 1 . .
    H H16A 1.0759 1.3031 0.2773 0.072 Uiso calc R 1 . .
    H H16B 1.1302 1.2135 0.268 0.072 Uiso calc R 1 . .
    C C12 1.03116(9) 1.08760(10) 0.29865(5) 0.0507(3) Uani d . 1 . .
    C C8 0.95899(8) 1.02811(9) 0.30770(5) 0.0473(3) Uani d . 1 . .
    N N2 0.96442(7) 0.93541(8) 0.31278(4) 0.0507(3) Uani d . 1 . .
    C C5 1.04215(9) 0.79586(10) 0.31513(5) 0.0515(3) Uani d . 1 . .
    C C4 0.97282(10) 0.74073(11) 0.32247(5) 0.0580(4) Uani d . 1 . .
    H H4 0.9203 0.7676 0.3243 0.07 Uiso calc R 1 . .
    C C3 0.98301(11) 0.64509(11) 0.32707(6) 0.0662(4) Uani d . 1 . .
    H H3 0.9363 0.6077 0.3311 0.079 Uiso calc R 1 . .
    C C2 1.06000(12) 0.60293(11) 0.32585(6) 0.0672(4) Uani d . 1 . .
    C C1 1.06930(15) 0.49843(12) 0.33296(8) 0.0979(7) Uani d . 1 . .
    H H1A 1.1184 0.477 0.317 0.147 Uiso calc R 1 . .
    H H1B 1.0217 0.4668 0.3202 0.147 Uiso calc R 1 . .
    H H1C 1.0738 0.4851 0.3661 0.147 Uiso calc R 1 . .
    C C9 0.87773(8) 1.06833(10) 0.31230(5) 0.0494(3) Uani d . 1 . .
    C C10 0.87118(8) 1.16327(10) 0.30892(5) 0.0508(3) Uani d . 1 . .
    C C15 0.79270(10) 1.20925(12) 0.31179(6) 0.0642(4) Uani d . 1 . .
    N N3 0.72975(9) 1.24570(12) 0.31359(7) 0.0963(6) Uani d . 1 . .
    C C13 0.80318(9) 1.00650(11) 0.31972(6) 0.0624(4) Uani d . 1 . .
    H H13A 0.7619 1.0406 0.3379 0.075 Uiso calc R 1 . .
    H H13B 0.8195 0.9519 0.338 0.075 Uiso calc R 1 . .
    C C14 0.76482(12) 0.97441(15) 0.27363(8) 0.0932(6) Uani d . 1 . .
    H H14A 0.7509 1.0282 0.2548 0.14 Uiso calc R 1 . .
    H H14B 0.7155 0.9389 0.2801 0.14 Uiso calc R 1 . .
    H H14C 0.8037 0.9358 0.2568 0.14 Uiso calc R 1 . .
    C C6 1.11987(10) 0.75556(11) 0.31309(6) 0.0638(4) Uani d . 1 . .
    H H6 1.1665 0.7927 0.3078 0.077 Uiso calc R 1 . .
    C C7 1.12812(11) 0.65967(12) 0.31890(6) 0.0715(5) Uani d . 1 . .
    H H7 1.1808 0.6329 0.3181 0.086 Uiso calc R 1 . .
    C C34 0.91722(13) 0.60439(13) 0.49376(7) 0.0909(6) Uani d . 1 . .
    H H34A 0.964 0.5855 0.5125 0.136 Uiso calc R 1 . .
    H H34B 0.8773 0.5544 0.4927 0.136 Uiso calc R 1 . .
    H H34C 0.8922 0.6591 0.5075 0.136 Uiso calc R 1 . .
    C C33 0.94559(12) 0.62656(12) 0.44461(7) 0.0742(5) Uani d . 1 . .
    H H33A 0.9707 0.5711 0.4308 0.089 Uiso calc R 1 . .
    H H33B 0.898 0.6435 0.4254 0.089 Uiso calc R 1 . .
    C C29 0.97659(9) 0.79518(11) 0.44137(5) 0.0547(4) Uani d . 1 . .
    C C22 0.91476(9) 1.08021(10) 0.43465(5) 0.0518(3) Uani d . 1 . .
    C C23 0.97244(10) 1.15160(11) 0.43082(5) 0.0594(4) Uani d . 1 . .
    H H23 1.0289 1.1383 0.431 0.071 Uiso calc R 1 . .
    C C24 0.94470(11) 1.24317(12) 0.42668(6) 0.0672(4) Uani d . 1 . .
    H H24 0.9835 1.2912 0.4239 0.081 Uiso calc R 1 . .
    C C19 0.86110(11) 1.26551(12) 0.42656(6) 0.0666(4) Uani d . 1 . .
    C C18 0.83209(15) 1.36564(13) 0.42150(8) 0.0985(7) Uani d . 1 . .
    H H18A 0.7786 1.3666 0.4065 0.148 Uiso calc R 1 . .
    H H18B 0.8711 1.4001 0.4026 0.148 Uiso calc R 1 . .
    H H18C 0.8281 1.394 0.4522 0.148 Uiso calc R 1 . .
    C C27 1.14846(9) 0.76057(11) 0.44614(5) 0.0545(4) Uani d . 1 . .
    C C28 1.09032(10) 0.68202(11) 0.44674(5) 0.0604(4) Uani d . 1 . .
    C C32 1.23396(11) 0.73281(12) 0.44852(6) 0.0645(4) Uani d . 1 . .
    N N7 1.30164(10) 0.70910(13) 0.45011(6) 0.0888(5) Uani d . 1 . .
    C C30 1.18653(10) 0.93132(11) 0.44399(5) 0.0607(4) Uani d . 1 . .
    H H30A 1.2376 0.91 0.4587 0.073 Uiso calc R 1 . .
    H H30B 1.1648 0.9825 0.4629 0.073 Uiso calc R 1 . .
    C C31 1.20590(13) 0.96740(14) 0.39498(7) 0.0856(6) Uani d . 1 . .
    H H31A 1.2282 0.9173 0.3761 0.128 Uiso calc R 1 . .
    H H31B 1.2458 1.0172 0.3971 0.128 Uiso calc R 1 . .
    H H31C 1.156 0.9906 0.3806 0.128 Uiso calc R 1 . .
    C C21 0.83082(10) 1.10112(12) 0.43508(5) 0.0602(4) Uani d . 1 . .
    H H21 0.7919 1.0533 0.438 0.072 Uiso calc R 1 . .
    C C20 0.80518(11) 1.19320(12) 0.43121(6) 0.0674(4) Uani d . 1 . .
    H H20 0.7487 1.2067 0.4317 0.081 Uiso calc R 1 . .


_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    O1 C11 . 1.2148(17) ?
    O2 C12 . 1.2340(17) ?
    N6 N5 . 1.3019(16) ?
    N6 C25 . 1.3234(18) ?
    O3 C28 . 1.2180(19) ?
    N4 C12 . 1.3766(18) ?
    N4 C11 . 1.3940(18) ?
    N4 C16 . 1.4762(18) ?
    N1 N2 . 1.2984(16) ?
    N1 C5 . 1.4069(18) ?
    N1 H1 . 0.86 ?
    C11 C10 . 1.462(2) ?
    N8 C29 . 1.381(2) ?
    N8 C28 . 1.393(2) ?
    N8 C33 . 1.479(2) ?
    C25 C26 . 1.440(2) ?
    C25 C29 . 1.464(2) ?
    N5 C22 . 1.4073(19) ?
    N5 H5 . 0.86 ?
    C26 C27 . 1.358(2) ?
    C26 C30 . 1.506(2) ?
    O4 C29 . 1.2339(18) ?
    C17 C16 . 1.498(2) ?
    C17 H17A . 0.96 ?
    C17 H17B . 0.96 ?
    C17 H17C . 0.96 ?
    C16 H16A . 0.97 ?
    C16 H16B . 0.97 ?
    C12 C8 . 1.461(2) ?
    C8 N2 . 1.3313(17) ?
    C8 C9 . 1.4351(19) ?
    C5 C6 . 1.379(2) ?
    C5 C4 . 1.381(2) ?
    C4 C3 . 1.379(2) ?
    C4 H4 . 0.93 ?
    C3 C2 . 1.379(2) ?
    C3 H3 . 0.93 ?
    C2 C7 . 1.377(3) ?
    C2 C1 . 1.510(2) ?
    C1 H1A . 0.96 ?
    C1 H1B . 0.96 ?
    C1 H1C . 0.96 ?
    C9 C10 . 1.360(2) ?
    C9 C13 . 1.504(2) ?
    C10 C15 . 1.426(2) ?
    C15 N3 . 1.141(2) ?
    C13 C14 . 1.513(2) ?
    C13 H13A . 0.97 ?
    C13 H13B . 0.97 ?
    C14 H14A . 0.96 ?
    C14 H14B . 0.96 ?
    C14 H14C . 0.96 ?
    C6 C7 . 1.382(2) ?
    C6 H6 . 0.93 ?
    C7 H7 . 0.93 ?
    C34 C33 . 1.497(3) ?
    C34 H34A . 0.96 ?
    C34 H34B . 0.96 ?
    C34 H34C . 0.96 ?
    C33 H33A . 0.97 ?
    C33 H33B . 0.97 ?
    C22 C23 . 1.382(2) ?
    C22 C21 . 1.385(2) ?
    C23 C24 . 1.384(2) ?
    C23 H23 . 0.93 ?
    C24 C19 . 1.384(2) ?
    C24 H24 . 0.93 ?
    C19 C20 . 1.375(3) ?
    C19 C18 . 1.508(2) ?
    C18 H18A . 0.96 ?
    C18 H18B . 0.96 ?
    C18 H18C . 0.96 ?
    C27 C32 . 1.435(2) ?
    C27 C28 . 1.460(2) ?
    C32 N7 . 1.142(2) ?
    C30 C31 . 1.511(2) ?
    C30 H30A . 0.97 ?
    C30 H30B . 0.97 ?
    C31 H31A . 0.96 ?
    C31 H31B . 0.96 ?
    C31 H31C . 0.96 ?
    C21 C20 . 1.380(2) ?
    C21 H21 . 0.93 ?
    C20 H20 . 0.93 ?

loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    N5 N6 C25 . . 120.24(13) ?
    C12 N4 C11 . . 123.85(12) ?
    C12 N4 C16 . . 117.56(12) ?
    C11 N4 C16 . . 118.58(12) ?
    N2 N1 C5 . . 120.61(12) ?
    N2 N1 H1 . . 119.7 ?
    C5 N1 H1 . . 119.7 ?
    O1 C11 N4 . . 120.98(13) ?
    O1 C11 C10 . . 122.93(13) ?
    N4 C11 C10 . . 116.08(12) ?
    C29 N8 C28 . . 123.69(13) ?
    C29 N8 C33 . . 118.27(14) ?
    C28 N8 C33 . . 118.04(14) ?
    N6 C25 C26 . . 116.39(13) ?
    N6 C25 C29 . . 123.05(13) ?
    C26 C25 C29 . . 120.55(13) ?
    N6 N5 C22 . . 120.63(13) ?
    N6 N5 H5 . . 119.7 ?
    C22 N5 H5 . . 119.7 ?
    C27 C26 C25 . . 117.68(13) ?
    C27 C26 C30 . . 122.28(14) ?
    C25 C26 C30 . . 120.03(13) ?
    C16 C17 H17A . . 109.5 ?
    C16 C17 H17B . . 109.5 ?
    H17A C17 H17B . . 109.5 ?
    C16 C17 H17C . . 109.5 ?
    H17A C17 H17C . . 109.5 ?
    H17B C17 H17C . . 109.5 ?
    N4 C16 C17 . . 111.59(13) ?
    N4 C16 H16A . . 109.3 ?
    C17 C16 H16A . . 109.3 ?
    N4 C16 H16B . . 109.3 ?
    C17 C16 H16B . . 109.3 ?
    H16A C16 H16B . . 108.0 ?
    O2 C12 N4 . . 119.82(13) ?
    O2 C12 C8 . . 122.32(13) ?
    N4 C12 C8 . . 117.85(12) ?
    N2 C8 C9 . . 116.50(12) ?
    N2 C8 C12 . . 122.81(12) ?
    C9 C8 C12 . . 120.68(12) ?
    N1 N2 C8 . . 120.30(12) ?
    C6 C5 C4 . . 120.27(14) ?
    C6 C5 N1 . . 118.29(13) ?
    C4 C5 N1 . . 121.43(13) ?
    C3 C4 C5 . . 118.68(15) ?
    C3 C4 H4 . . 120.7 ?
    C5 C4 H4 . . 120.7 ?
    C4 C3 C2 . . 122.37(16) ?
    C4 C3 H3 . . 118.8 ?
    C2 C3 H3 . . 118.8 ?
    C7 C2 C3 . . 117.70(15) ?
    C7 C2 C1 . . 121.24(17) ?
    C3 C2 C1 . . 121.04(18) ?
    C2 C1 H1A . . 109.5 ?
    C2 C1 H1B . . 109.5 ?
    H1A C1 H1B . . 109.5 ?
    C2 C1 H1C . . 109.5 ?
    H1A C1 H1C . . 109.5 ?
    H1B C1 H1C . . 109.5 ?
    C10 C9 C8 . . 117.48(13) ?
    C10 C9 C13 . . 122.02(13) ?
    C8 C9 C13 . . 120.49(12) ?
    C9 C10 C15 . . 121.43(13) ?
    C9 C10 C11 . . 123.92(13) ?
    C15 C10 C11 . . 114.65(13) ?
    N3 C15 C10 . . 179.2(2) ?
    C9 C13 C14 . . 112.51(14) ?
    C9 C13 H13A . . 109.1 ?
    C14 C13 H13A . . 109.1 ?
    C9 C13 H13B . . 109.1 ?
    C14 C13 H13B . . 109.1 ?
    H13A C13 H13B . . 107.8 ?
    C13 C14 H14A . . 109.5 ?
    C13 C14 H14B . . 109.5 ?
    H14A C14 H14B . . 109.5 ?
    C13 C14 H14C . . 109.5 ?
    H14A C14 H14C . . 109.5 ?
    H14B C14 H14C . . 109.5 ?
    C5 C6 C7 . . 119.59(16) ?
    C5 C6 H6 . . 120.2 ?
    C7 C6 H6 . . 120.2 ?
    C2 C7 C6 . . 121.36(16) ?
    C2 C7 H7 . . 119.3 ?
    C6 C7 H7 . . 119.3 ?
    C33 C34 H34A . . 109.5 ?
    C33 C34 H34B . . 109.5 ?
    H34A C34 H34B . . 109.5 ?
    C33 C34 H34C . . 109.5 ?
    H34A C34 H34C . . 109.5 ?
    H34B C34 H34C . . 109.5 ?
    N8 C33 C34 . . 111.78(15) ?
    N8 C33 H33A . . 109.3 ?
    C34 C33 H33A . . 109.3 ?
    N8 C33 H33B . . 109.3 ?
    C34 C33 H33B . . 109.3 ?
    H33A C33 H33B . . 107.9 ?
    O4 C29 N8 . . 119.94(14) ?
    O4 C29 C25 . . 122.30(14) ?
    N8 C29 C25 . . 117.77(13) ?
    C23 C22 C21 . . 119.93(15) ?
    C23 C22 N5 . . 122.32(14) ?
    C21 C22 N5 . . 117.75(14) ?
    C22 C23 C24 . . 118.90(15) ?
    C22 C23 H23 . . 120.5 ?
    C24 C23 H23 . . 120.5 ?
    C23 C24 C19 . . 122.09(16) ?
    C23 C24 H24 . . 119.0 ?
    C19 C24 H24 . . 119.0 ?
    C20 C19 C24 . . 117.72(16) ?
    C20 C19 C18 . . 120.98(18) ?
    C24 C19 C18 . . 121.29(18) ?
    C19 C18 H18A . . 109.5 ?
    C19 C18 H18B . . 109.5 ?
    H18A C18 H18B . . 109.5 ?
    C19 C18 H18C . . 109.5 ?
    H18A C18 H18C . . 109.5 ?
    H18B C18 H18C . . 109.5 ?
    C26 C27 C32 . . 122.42(14) ?
    C26 C27 C28 . . 123.73(14) ?
    C32 C27 C28 . . 113.85(14) ?
    O3 C28 N8 . . 120.55(15) ?
    O3 C28 C27 . . 122.88(15) ?
    N8 C28 C27 . . 116.57(13) ?
    N7 C32 C27 . . 178.7(2) ?
    C26 C30 C31 . . 113.12(13) ?
    C26 C30 H30A . . 109.0 ?
    C31 C30 H30A . . 109.0 ?
    C26 C30 H30B . . 109.0 ?
    C31 C30 H30B . . 109.0 ?
    H30A C30 H30B . . 107.8 ?
    C30 C31 H31A . . 109.5 ?
    C30 C31 H31B . . 109.5 ?
    H31A C31 H31B . . 109.5 ?
    C30 C31 H31C . . 109.5 ?
    H31A C31 H31C . . 109.5 ?
    H31B C31 H31C . . 109.5 ?
    C20 C21 C22 . . 119.75(16) ?
    C20 C21 H21 . . 120.1 ?
    C22 C21 H21 . . 120.1 ?
    C19 C20 C21 . . 121.59(16) ?
    C19 C20 H20 . . 119.2 ?
    C21 C20 H20 . . 119.2 ?

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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C12 N4 C11 O1 . . . . 178.44(13) ?
    C16 N4 C11 O1 . . . . -0.08(19) ?
    C12 N4 C11 C10 . . . . -1.70(19) ?
    C16 N4 C11 C10 . . . . 179.78(12) ?
    N5 N6 C25 C26 . . . . -178.96(11) ?
    N5 N6 C25 C29 . . . . 0.7(2) ?
    C25 N6 N5 C22 . . . . -178.24(11) ?
    N6 C25 C26 C27 . . . . 179.84(12) ?
    C29 C25 C26 C27 . . . . 0.20(19) ?
    N6 C25 C26 C30 . . . . -0.55(19) ?
    C29 C25 C26 C30 . . . . 179.80(12) ?
    C12 N4 C16 C17 . . . . -82.03(17) ?
    C11 N4 C16 C17 . . . . 96.58(15) ?
    C11 N4 C12 O2 . . . . 179.55(13) ?
    C16 N4 C12 O2 . . . . -1.91(19) ?
    C11 N4 C12 C8 . . . . -1.59(19) ?
    C16 N4 C12 C8 . . . . 176.94(12) ?
    O2 C12 C8 N2 . . . . 3.1(2) ?
    N4 C12 C8 N2 . . . . -175.76(12) ?
    O2 C12 C8 C9 . . . . -177.95(13) ?
    N4 C12 C8 C9 . . . . 3.23(19) ?
    C5 N1 N2 C8 . . . . 178.69(12) ?
    C9 C8 N2 N1 . . . . 179.58(12) ?
    C12 C8 N2 N1 . . . . -1.38(19) ?
    N2 N1 C5 C6 . . . . -176.57(13) ?
    N2 N1 C5 C4 . . . . 4.4(2) ?
    C6 C5 C4 C3 . . . . -0.8(2) ?
    N1 C5 C4 C3 . . . . 178.21(13) ?
    C5 C4 C3 C2 . . . . 1.8(2) ?
    C4 C3 C2 C7 . . . . -1.2(2) ?
    C4 C3 C2 C1 . . . . 177.51(16) ?
    N2 C8 C9 C10 . . . . 177.71(12) ?
    C12 C8 C9 C10 . . . . -1.3(2) ?
    N2 C8 C9 C13 . . . . -3.34(19) ?
    C12 C8 C9 C13 . . . . 177.60(13) ?
    C8 C9 C10 C15 . . . . 178.31(13) ?
    C13 C9 C10 C15 . . . . -0.6(2) ?
    C8 C9 C10 C11 . . . . -2.2(2) ?
    C13 C9 C10 C11 . . . . 178.84(13) ?
    O1 C11 C10 C9 . . . . -176.36(14) ?
    N4 C11 C10 C9 . . . . 3.8(2) ?
    O1 C11 C10 C15 . . . . 3.1(2) ?
    N4 C11 C10 C15 . . . . -176.72(12) ?
    C9 C10 C15 N3 . . . . -80.(20) ?
    C11 C10 C15 N3 . . . . 110.(20) ?
    C10 C9 C13 C14 . . . . 90.38(18) ?
    C8 C9 C13 C14 . . . . -88.52(18) ?
    C4 C5 C6 C7 . . . . -0.6(2) ?
    N1 C5 C6 C7 . . . . -179.69(14) ?
    C3 C2 C7 C6 . . . . -0.3(2) ?
    C1 C2 C7 C6 . . . . -179.03(17) ?
    C5 C6 C7 C2 . . . . 1.2(3) ?
    C29 N8 C33 C34 . . . . -87.61(19) ?
    C28 N8 C33 C34 . . . . 91.55(18) ?
    C28 N8 C29 O4 . . . . 179.67(14) ?
    C33 N8 C29 O4 . . . . -1.2(2) ?
    C28 N8 C29 C25 . . . . 0.0(2) ?
    C33 N8 C29 C25 . . . . 179.10(13) ?
    N6 C25 C29 O4 . . . . 1.0(2) ?
    C26 C25 C29 O4 . . . . -179.34(13) ?
    N6 C25 C29 N8 . . . . -179.30(12) ?
    C26 C25 C29 N8 . . . . 0.32(19) ?
    N6 N5 C22 C23 . . . . 3.0(2) ?
    N6 N5 C22 C21 . . . . -177.32(12) ?
    C21 C22 C23 C24 . . . . -1.1(2) ?
    N5 C22 C23 C24 . . . . 178.62(13) ?
    C22 C23 C24 C19 . . . . 0.4(2) ?
    C23 C24 C19 C20 . . . . 0.6(2) ?
    C23 C24 C19 C18 . . . . -179.36(16) ?
    C25 C26 C27 C32 . . . . 179.68(13) ?
    C30 C26 C27 C32 . . . . 0.1(2) ?
    C25 C26 C27 C28 . . . . -1.1(2) ?
    C30 C26 C27 C28 . . . . 179.35(13) ?
    C29 N8 C28 O3 . . . . 178.80(14) ?
    C33 N8 C28 O3 . . . . -0.3(2) ?
    C29 N8 C28 C27 . . . . -0.8(2) ?
    C33 N8 C28 C27 . . . . -179.88(13) ?
    C26 C27 C28 O3 . . . . -178.21(15) ?
    C32 C27 C28 O3 . . . . 1.1(2) ?
    C26 C27 C28 N8 . . . . 1.3(2) ?
    C32 C27 C28 N8 . . . . -179.33(13) ?
    C26 C27 C32 N7 . . . . -160.(80) ?
    C28 C27 C32 N7 . . . . 22.(9) ?
    C27 C26 C30 C31 . . . . 97.27(18) ?
    C25 C26 C30 C31 . . . . -82.32(18) ?
    C23 C22 C21 C20 . . . . 0.6(2) ?
    N5 C22 C21 C20 . . . . -179.06(13) ?
    C24 C19 C20 C21 . . . . -1.1(2) ?
    C18 C19 C20 C21 . . . . 178.92(17) ?
    C22 C21 C20 C19 . . . . 0.4(2) ?

