##############################################################################
###                                                                        ###
###           Full Paper (Acta Crystallographica Section C)                ###
###                                                                        ###
##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in Acta     #
# Crystallographica Section C. It conforms to the editorial and technical    #
# requirements of Notes for Authors for Section C, and has been peer         #
# reviewed under the auspices of the IUCr Commission on Journals.            #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
# cif/home.html                                                              #
#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
data_II
_audit_creation_method     SHELXL
_chemical_name_systematic     ?
_chemical_name_common     ?
_chemical_formula_moiety     'C23 H22 N6'
_chemical_formula_sum     'C23 H22 N6'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_weight     382.46
_chemical_melting_point     393
_symmetry_cell_setting     triclinic
_symmetry_space_group_name_H-M     'P -1'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, -y, -z'
_cell_length_a     11.2240(10)
_cell_length_b     13.6500(10)
_cell_length_c     14.1100(10)
_cell_angle_alpha     75.270(2)
_cell_angle_beta     73.070(2)
_cell_angle_gamma     76.270(2)
_cell_volume     1968.7(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     17
_cell_measurement_theta_min     20.52
_cell_measurement_theta_max     22.45
_cell_measurement_temperature     293
_exptl_crystal_description     transparent_prisms
_exptl_crystal_colour     colourless
_exptl_crystal_size_max      .20
_exptl_crystal_size_mid      .15
_exptl_crystal_size_min      .12
_exptl_crystal_density_diffrn     1.290
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not_measured'
_exptl_crystal_F_000     808
_exptl_absorpt_coefficient_mu      .080
_exptl_absorpt_correction_type     'none'
_exptl_absorpt_correction_T_min     ?
_exptl_absorpt_correction_T_max     ?
_diffrn_radiation_type     'MoK\a'
_diffrn_radiation_wavelength      .71069
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device     'Rigaku AFC7S'
_diffrn_measurement_method     ω/2θ
_diffrn_reflns_number     7664
_diffrn_reflns_av_R_equivalents      .0912
_diffrn_reflns_av_sigmaI/netI      .0645
_diffrn_reflns_theta_min     2.15
_diffrn_reflns_theta_max     25.49
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     0
_diffrn_reflns_limit_l_min     -17
_diffrn_reflns_limit_l_max     16
_diffrn_standards_number     3
_diffrn_standards_interval_count     150
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     3.6
loop_
    _diffrn_standard_refln_index_h
    _diffrn_standard_refln_index_k
    _diffrn_standard_refln_index_l
    -1 0 3
    -1 0 2
    -1 -1 2
_reflns_number_total     7332
_reflns_number_gt     4249
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all      .098
_refine_ls_R_factor_gt      .043
_refine_ls_wR_factor_ref      .141
_refine_ls_goodness_of_fit_ref     1.016
_refine_ls_restrained_S_all     1.016
_refine_ls_number_reflns     7332
_refine_ls_number_parameters     570
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     mixed
_refine_ls_weighting_scheme
       'calc w = 1/[\s^2^(Fo^2^)+(0.0738P)^2^+0.0251P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_shift/su_max     <0.001
_refine_ls_shift/su_mean      .000
_refine_diff_density_max      .165
_refine_diff_density_min      -.225
_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
    'O' 'O'  .0106  .0060
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'N' 'N'  .0061  .0033
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'C' 'C'  .0033  .0016
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    'H' 'H'  .0000  .0000
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1993)
;
_computing_cell_refinement     'MSC/AFC Diffractometer Control Software'
_computing_data_reduction     'MSC/AFC Diffractometer Control Software'
_computing_structure_solution     'SHELXS86 (Sheldrick, 1990)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'ZORTEP (Zsolnai, 1995)'
_computing_publication_material     'SHELXL97'
loop_
    _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
    _atom_site_type_symbol
    N1  .16530(16)  .88309(13)  .43637(13)  .0482(4) Uani d . 1 . . N
    N2  .22728(17)  .95533(15)  .44375(14)  .0565(5) Uani d . 1 . . N
    C3  .2711(2) 1.00200(18)  .34865(18)  .0532(5) Uani d . 1 . . C
    C3A  .23639(18)  .96234(16)  .27955(16)  .0456(5) Uani d . 1 . . C
    C4  .25174(19)  .98986(17)  .16708(16)  .0489(5) Uani d . 1 . . C
    H41  .2332 1.0640  .1455  .053(6) Uiso calc R 1 . . H
    H42  .3384  .9658  .1330  .057(6) Uiso calc R 1 . . H
    N5  .16390(15)  .94134(13)  .13979(12)  .0469(4) Uani d . 1 . . N
    C5A  .03748(18)  .99199(15)  .16578(14)  .0421(5) Uani d . 1 . . C
    N6  -.01459(15) 1.08203(13)  .11151(12)  .0459(4) Uani d . 1 . . N
    N7  -.13973(16) 1.11021(14)  .15972(13)  .0496(4) Uani d . 1 . . N
    C8  -.16285(18) 1.03730(16)  .24076(15)  .0456(5) Uani d . 1 . . C
    C8A  -.05489(18)  .96013(15)  .24827(15)  .0429(5) Uani d . 1 . . C
    C9  -.02889(18)  .86386(16)  .32385(16)  .0469(5) Uani d . 1 . . C
    H91  -.0623  .8776  .3917  .045(5) Uiso calc R 1 . . H
    H92  -.0702  .8116  .3179  .048(5) Uiso calc R 1 . . H
    N10  .11016(15)  .82642(12)  .30538(12)  .0452(4) Uani d . 1 . . N
    C10A  .16926(18)  .88772(15)  .33821(15)  .0425(5) Uani d . 1 . . C
    C15  .1670(2)  .83437(16)  .19604(16)  .0504(5) Uani d . 1 . . C
    H151  .2542  .7990  .1859  .043(5) Uiso calc R 1 . . H
    H152  .1221  .7999  .1688  .059(6) Uiso calc R 1 . . H
    C16  .3433(3) 1.0882(2)  .3274(2)  .0784(8) Uani d . 1 . . C
    H161  .3632 1.0913  .3881  .144(14) Uiso calc R 1 . . H
    H162  .2926 1.1522  .3041  .168(18) Uiso calc R 1 . . H
    H163  .4202 1.0760  .2763  .152(16) Uiso calc R 1 . . H
    C17  -.2905(2) 1.04182(18)  .31298(18)  .0572(6) Uani d . 1 . . C
    H171  -.3441 1.1053  .2925  .064(7) Uiso calc R 1 . . H
    H172  -.2823 1.0381  .3797  .091(9) Uiso calc R 1 . . H
    H173  -.3272  .9850  .3131  .076(8) Uiso calc R 1 . . H
    C18  .10585(19)  .81778(17)  .52437(15)  .0475(5) Uani d . 1 . . C
    C19  .0415(2)  .8563(2)  .61018(18)  .0630(6) Uani d . 1 . . C
    H19  .0376  .9248  .6114  .084(9) Uiso calc R 1 . . H
    C20  -.0168(3)  .7921(3)  .6940(2)  .0784(8) Uani d . 1 . . C
    H20  -.0584  .8169  .7528  .083(8) Uiso calc R 1 . . H
    C21  -.0143(3)  .6921(3)  .6917(2)  .0791(8) Uani d . 1 . . C
    H21  -.0568  .6500  .7479  .095(9) Uiso calc R 1 . . H
    C22  .0515(2)  .6539(2)  .60580(19)  .0719(7) Uani d . 1 . . C
    H22  .0539  .5856  .6045  .070(8) Uiso calc R 1 . . H
    C23  .1133(2)  .71577(18)  .52235(17)  .0583(6) Uani d . 1 . . C
    H23  .1597  .6895  .4652  .085(8) Uiso calc R 1 . . H
    C24  .03833(19) 1.14399(17)  .01828(15)  .0465(5) Uani d . 1 . . C
    C25  .1455(2) 1.1038(2)  -.04826(16)  .0593(6) Uani d . 1 . . C
    H25  .1846 1.0357  -.0322  .073(8) Uiso calc R 1 . . H
    C26  .1936(3) 1.1663(2)  -.13895(17)  .0676(7) Uani d . 1 . . C
    H26  .2663 1.1401  -.1834  .089(9) Uiso calc R 1 . . H
    C27  .1353(3) 1.2667(2)  -.16430(19)  .0696(7) Uani d . 1 . . C
    H27  .1687 1.3083  -.2251  .084(8) Uiso calc R 1 . . H
    C28  .0271(3) 1.3048(2)  -.09863(19)  .0717(7) Uani d . 1 . . C
    H28  -.0138 1.3720  -.1162  .103(10) Uiso calc R 1 . . H
    C29  -.0216(2) 1.24479(18)  -.00716(18)  .0602(6) Uani d . 1 . . C
    H29  -.0940 1.2717  .0371  .076 Uiso calc R 1 . . H
    N31  .64128(16)  .37172(13)  .04055(12)  .0490(4) Uani d . 1 . . N
    N32  .70257(18)  .44389(14)  -.03196(13)  .0570(5) Uani d . 1 . . N
    C33  .7494(2)  .48927(17)  .01786(16)  .0546(6) Uani d . 1 . . C
    C33A  .71959(19)  .44904(15)  .12253(15)  .0473(5) Uani d . 1 . . C
    C34  .7416(2)  .47491(17)  .21237(16)  .0500(5) Uani d . 1 . . C
    H341  .8290  .4492  .2154  .051(6) Uiso calc R 1 . . H
    H342  .7255  .5490  .2061  .058(6) Uiso calc R 1 . . H
    N35  .65622(16)  .42776(12)  .30635(12)  .0456(4) Uani d . 1 . . N
    C35A  .53044(19)  .48049(15)  .31739(14)  .0430(5) Uani d . 1 . . C
    N36  .48362(16)  .57113(13)  .35117(12)  .0464(4) Uani d . 1 . . N
    N37  .35803(16)  .60266(14)  .34987(14)  .0528(5) Uani d . 1 . . N
    C38  .3283(2)  .53033(17)  .31812(15)  .0492(5) Uani d . 1 . . C
    C38A  .43365(19)  .45174(15)  .29628(14)  .0452(5) Uani d . 1 . . C
    C39  .4540(2)  .35577(16)  .25608(16)  .0493(5) Uani d . 1 . . C
    H391  .4123  .3043  .3078  .055(6) Uiso calc R 1 . . H
    H392  .4175  .3709  .1984  .045(5) Uiso calc R 1 . . H
    N40  .59152(16)  .31553(12)  .22529(12)  .0462(4) Uani d . 1 . . N
    C40A  .65002(18)  .37518(15)  .13366(14)  .0429(5) Uani d . 1 . . C
    C45  .6547(2)  .32114(15)  .30189(16)  .0510(5) Uani d . 1 . . C
    H451  .6115  .2870  .3678  .053(6) Uiso calc R 1 . . H
    H452  .7411  .2844  .2866  .046(6) Uiso calc R 1 . . H
    C46  .8210(3)  .5756(2)  -.0379(2)  .0776(8) Uani d . 1 . . C
    H461  .9102  .5493  -.0511  .129(13) Uiso calc R 1 . . H
    H462  .8007  .6270  .0025  .140(14) Uiso calc R 1 . . H
    H463  .7977  .6057  -.1008  .126(13) Uiso calc R 1 . . H
    C47  .1978(2)  .5399(2)  .3060(2)  .0674(7) Uani d . 1 . . C
    H471  .1445  .5989  .3309  .116(11) Uiso calc R 1 . . H
    H472  .1641  .4791  .3435  .109(11) Uiso calc R 1 . . H
    H473  .2009  .5480  .2357  .115(11) Uiso calc R 1 . . H
    C48  .58348(19)  .30512(16)  .01262(14)  .0450(5) Uani d . 1 . . C
    C49  .5254(2)  .34092(19)  -.06645(17)  .0588(6) Uani d . 1 . . C
    H49  .5252  .4083  -.1024  .081(8) Uiso calc R 1 . . H
    C50  .4674(2)  .2755(2)  -.0917(2)  .0692(7) Uani d . 1 . . C
    H50  .4289  .2989  -.1454  .106(10) Uiso calc R 1 . . H
    C51  .4664(2)  .1768(2)  -.03826(19)  .0641(6) Uani d . 1 . . C
    H51  .4246  .1341  -.0540  .077(8) Uiso calc R 1 . . H
    C52  .5268(2)  .14081(19)  .03842(19)  .0628(6) Uani d . 1 . . C
    H52  .5273  .0732  .0738  .072(8) Uiso calc R 1 . . H
    C53  .5872(2)  .20394(17)  .06376(17)  .0571(6) Uani d . 1 . . C
    H53  .6300  .1787  .1148  .063(7) Uiso calc R 1 . . H
    C54  .5431(2)  .63194(16)  .38489(15)  .0461(5) Uani d . 1 . . C
    C55  .6505(2)  .58929(18)  .42038(16)  .0557(6) Uani d . 1 . . C
    H55  .6849  .5199  .4230  .056(6) Uiso calc R 1 . . H
    C56  .7061(2)  .6517(2)  .45198(17)  .0647(6) Uani d . 1 . . C
    H56  .7797  .6241  .4741  .057(7) Uiso calc R 1 . . H
    C57  .6541(3)  .7537(2)  .45109(18)  .0691(7) Uani d . 1 . . C
    H57  .6921  .7947  .4728  .081(8) Uiso calc R 1 . . H
    C58  .5465(3)  .7943(2)  .4182(2)  .0715(7) Uani d . 1 . . C
    H58  .5107  .8631  .4183  .081(8) Uiso calc R 1 . . H
    C59  .4902(2)  .73471(18)  .38497(19)  .0621(6) Uani d . 1 . . C
    H59  .4169  .7632  .3626  .089(9) Uiso calc R 1 . . H
_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
    N1 C10A . 1.358(3) ?
    N1 N2 . 1.374(2) ?
    N1 C18 . 1.421(3) ?
    N2 C3 . 1.333(3) ?
    C3 C3A . 1.409(3) ?
    C3 C16 . 1.504(3) ?
    C3A C10A . 1.365(3) ?
    C3A C4 . 1.503(3) ?
    C4 N5 . 1.490(3) yes
    C4 H41 .  .9700 ?
    C4 H42 .  .9700 ?
    N5 C5A . 1.409(2) yes
    N5 C15 . 1.472(3) yes
    C5A C8A . 1.368(3) ?
    C5A N6 . 1.371(3) ?
    N6 N7 . 1.380(2) ?
    N6 C24 . 1.420(2) ?
    N7 C8 . 1.318(3) ?
    C8 C8A . 1.415(3) ?
    C8 C17 . 1.495(3) ?
    C8A C9 . 1.495(3) ?
    C9 N10 . 1.489(2) yes
    C9 H91 .  .9700 ?
    C9 H92 .  .9700 ?
    N10 C10A . 1.412(2) yes
    N10 C15 . 1.474(3) yes
    C15 H151 .  .9700 ?
    C15 H152 .  .9700 ?
    C16 H161 .  .9600 ?
    C16 H162 .  .9600 ?
    C16 H163 .  .9600 ?
    C17 H171 .  .9600 ?
    C17 H172 .  .9600 ?
    C17 H173 .  .9600 ?
    C18 C19 . 1.378(3) ?
    C18 C23 . 1.382(3) ?
    C19 C20 . 1.374(4) ?
    C19 H19 .  .9300 ?
    C20 C21 . 1.366(4) ?
    C20 H20 .  .9300 ?
    C21 C22 . 1.380(4) ?
    C21 H21 .  .9300 ?
    C22 C23 . 1.371(3) ?
    C22 H22 .  .9300 ?
    C23 H23 .  .9300 ?
    C24 C25 . 1.385(3) ?
    C24 C29 . 1.387(3) ?
    C25 C26 . 1.385(3) ?
    C25 H25 .  .9300 ?
    C26 C27 . 1.376(4) ?
    C26 H26 .  .9300 ?
    C27 C28 . 1.376(4) ?
    C27 H27 .  .9300 ?
    C28 C29 . 1.378(3) ?
    C28 H28 .  .9300 ?
    C29 H29 .  .9300 ?
    N31 C40A . 1.359(2) ?
    N31 N32 . 1.375(2) ?
    N31 C48 . 1.419(3) ?
    N32 C33 . 1.321(3) ?
    C33 C33A . 1.408(3) ?
    C33 C46 . 1.504(3) ?
    C33A C40A . 1.368(3) ?
    C33A C34 . 1.498(3) ?
    C34 N35 . 1.487(3) yes
    C34 H341 .  .9700 ?
    C34 H342 .  .9700 ?
    N35 C35A . 1.408(3) yes
    N35 C45 . 1.477(3) yes
    C35A C38A . 1.369(3) ?
    C35A N36 . 1.371(2) ?
    N36 N37 . 1.377(2) ?
    N36 C54 . 1.418(3) ?
    N37 C38 . 1.325(3) ?
    C38 C38A . 1.414(3) ?
    C38 C47 . 1.495(3) ?
    C38A C39 . 1.500(3) ?
    C39 N40 . 1.484(3) yes
    C39 H391 .  .9700 ?
    C39 H392 .  .9700 ?
    N40 C40A . 1.410(2) yes
    N40 C45 . 1.480(3) yes
    C45 H451 .  .9700 ?
    C45 H452 .  .9700 ?
    C46 H461 .  .9600 ?
    C46 H462 .  .9600 ?
    C46 H463 .  .9600 ?
    C47 H471 .  .9600 ?
    C47 H472 .  .9600 ?
    C47 H473 .  .9600 ?
    C48 C49 . 1.379(3) ?
    C48 C53 . 1.383(3) ?
    C49 C50 . 1.386(3) ?
    C49 H49 .  .9300 ?
    C50 C51 . 1.367(4) ?
    C50 H50 .  .9300 ?
    C51 C52 . 1.368(3) ?
    C51 H51 .  .9300 ?
    C52 C53 . 1.380(3) ?
    C52 H52 .  .9300 ?
    C53 H53 .  .9300 ?
    C54 C55 . 1.384(3) ?
    C54 C59 . 1.387(3) ?
    C55 C56 . 1.386(3) ?
    C55 H55 .  .9300 ?
    C56 C57 . 1.374(4) ?
    C56 H56 .  .9300 ?
    C57 C58 . 1.364(4) ?
    C57 H57 .  .9300 ?
    C58 C59 . 1.375(3) ?
    C58 H58 .  .9300 ?
    C59 H59 .  .9300 ?
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
    C10A N1 N2 . . 110.55(17) ?
    C10A N1 C18 . . 128.67(17) ?
    N2 N1 C18 . . 120.76(16) ?
    C3 N2 N1 . . 105.01(16) ?
    N2 C3 C3A . . 111.51(19) ?
    N2 C3 C16 . . 119.9(2) ?
    C3A C3 C16 . . 128.5(2) ?
    C10A C3A C3 . . 104.69(19) ?
    C10A C3A C4 . . 120.96(18) ?
    C3 C3A C4 . . 134.2(2) ?
    N5 C4 C3A . . 109.42(16) ?
    N5 C4 H41 . . 109.8 ?
    C3A C4 H41 . . 109.8 ?
    N5 C4 H42 . . 109.8 ?
    C3A C4 H42 . . 109.8 ?
    H41 C4 H42 . . 108.2 ?
    C5A N5 C15 . . 106.57(16) ?
    C5A N5 C4 . . 111.97(15) yes
    C15 N5 C4 . . 109.74(16) ?
    C8A C5A N6 . . 108.02(17) ?
    C8A C5A N5 . . 126.46(19) ?
    N6 C5A N5 . . 125.52(18) ?
    C5A N6 N7 . . 109.93(16) ?
    C5A N6 C24 . . 130.77(17) ?
    N7 N6 C24 . . 119.28(16) ?
    C8 N7 N6 . . 105.58(16) ?
    N7 C8 C8A . . 111.92(17) ?
    N7 C8 C17 . . 121.06(19) ?
    C8A C8 C17 . . 127.02(19) ?
    C5A C8A C8 . . 104.53(18) ?
    C5A C8A C9 . . 121.65(18) ?
    C8 C8A C9 . . 133.80(18) ?
    N10 C9 C8A . . 109.36(16) ?
    N10 C9 H91 . . 109.8 ?
    C8A C9 H91 . . 109.8 ?
    N10 C9 H92 . . 109.8 ?
    C8A C9 H92 . . 109.8 ?
    H91 C9 H92 . . 108.3 ?
    C10A N10 C15 . . 106.30(16) ?
    C10A N10 C9 . . 111.22(15) yes
    C15 N10 C9 . . 109.95(16) ?
    N1 C10A C3A . . 108.22(17) ?
    N1 C10A N10 . . 124.60(18) ?
    C3A C10A N10 . . 127.16(18) ?
    N5 C15 N10 . . 113.19(16) yes
    N5 C15 H151 . . 108.9 ?
    N10 C15 H151 . . 108.9 ?
    N5 C15 H152 . . 108.9 ?
    N10 C15 H152 . . 108.9 ?
    H151 C15 H152 . . 107.8 ?
    C3 C16 H161 . . 109.5 ?
    C3 C16 H162 . . 109.5 ?
    H161 C16 H162 . . 109.5 ?
    C3 C16 H163 . . 109.5 ?
    H161 C16 H163 . . 109.5 ?
    H162 C16 H163 . . 109.5 ?
    C8 C17 H171 . . 109.5 ?
    C8 C17 H172 . . 109.5 ?
    H171 C17 H172 . . 109.5 ?
    C8 C17 H173 . . 109.5 ?
    H171 C17 H173 . . 109.5 ?
    H172 C17 H173 . . 109.5 ?
    C19 C18 C23 . . 120.8(2) ?
    C19 C18 N1 . . 120.1(2) ?
    C23 C18 N1 . . 119.11(19) ?
    C20 C19 C18 . . 119.1(2) ?
    C20 C19 H19 . . 120.5 ?
    C18 C19 H19 . . 120.5 ?
    C21 C20 C19 . . 120.7(2) ?
    C21 C20 H20 . . 119.6 ?
    C19 C20 H20 . . 119.6 ?
    C20 C21 C22 . . 119.8(3) ?
    C20 C21 H21 . . 120.1 ?
    C22 C21 H21 . . 120.1 ?
    C23 C22 C21 . . 120.4(3) ?
    C23 C22 H22 . . 119.8 ?
    C21 C22 H22 . . 119.8 ?
    C22 C23 C18 . . 119.1(2) ?
    C22 C23 H23 . . 120.5 ?
    C18 C23 H23 . . 120.5 ?
    C25 C24 C29 . . 120.2(2) ?
    C25 C24 N6 . . 120.8(2) ?
    C29 C24 N6 . . 118.96(19) ?
    C26 C25 C24 . . 119.2(2) ?
    C26 C25 H25 . . 120.4 ?
    C24 C25 H25 . . 120.4 ?
    C27 C26 C25 . . 121.0(3) ?
    C27 C26 H26 . . 119.5 ?
    C25 C26 H26 . . 119.5 ?
    C28 C27 C26 . . 119.2(2) ?
    C28 C27 H27 . . 120.4 ?
    C26 C27 H27 . . 120.4 ?
    C27 C28 C29 . . 121.0(3) ?
    C27 C28 H28 . . 119.5 ?
    C29 C28 H28 . . 119.5 ?
    C28 C29 C24 . . 119.4(2) ?
    C28 C29 H29 . . 120.3 ?
    C24 C29 H29 . . 120.3 ?
    C40A N31 N32 . . 110.32(16) ?
    C40A N31 C48 . . 129.27(17) ?
    N32 N31 C48 . . 120.39(16) ?
    C33 N32 N31 . . 105.19(17) ?
    N32 C33 C33A . . 111.99(19) ?
    N32 C33 C46 . . 120.0(2) ?
    C33A C33 C46 . . 128.0(2) ?
    C40A C33A C33 . . 104.34(18) ?
    C40A C33A C34 . . 121.21(18) ?
    C33 C33A C34 . . 134.33(19) ?
    N35 C34 C33A . . 109.73(16) ?
    N35 C34 H341 . . 109.7 ?
    C33A C34 H341 . . 109.7 ?
    N35 C34 H342 . . 109.7 ?
    C33A C34 H342 . . 109.7 ?
    H341 C34 H342 . . 108.2 ?
    C35A N35 C45 . . 106.56(16) ?
    C35A N35 C34 . . 111.79(16) yes
    C45 N35 C34 . . 109.53(16) ?
    C38A C35A N36 . . 107.79(18) ?
    C38A C35A N35 . . 126.79(18) ?
    N36 C35A N35 . . 125.43(18) ?
    C35A N36 N37 . . 110.16(16) ?
    C35A N36 C54 . . 130.64(18) ?
    N37 N36 C54 . . 119.20(16) ?
    C38 N37 N36 . . 105.63(16) ?
    N37 C38 C38A . . 111.46(19) ?
    N37 C38 C47 . . 120.5(2) ?
    C38A C38 C47 . . 128.0(2) ?
    C35A C38A C38 . . 104.94(18) ?
    C35A C38A C39 . . 121.32(19) ?
    C38 C38A C39 . . 133.71(19) ?
    N40 C39 C38A . . 109.64(16) ?
    N40 C39 H391 . . 109.7 ?
    C38A C39 H391 . . 109.7 ?
    N40 C39 H392 . . 109.7 ?
    C38A C39 H392 . . 109.7 ?
    H391 C39 H392 . . 108.2 ?
    C40A N40 C45 . . 106.19(16) ?
    C40A N40 C39 . . 111.50(15) yes
    C45 N40 C39 . . 110.11(16) ?
    N31 C40A C33A . . 108.15(17) ?
    N31 C40A N40 . . 124.97(18) ?
    C33A C40A N40 . . 126.82(18) ?
    N35 C45 N40 . . 113.06(16) yes
    N35 C45 H451 . . 109.0 ?
    N40 C45 H451 . . 109.0 ?
    N35 C45 H452 . . 109.0 ?
    N40 C45 H452 . . 109.0 ?
    H451 C45 H452 . . 107.8 ?
    C33 C46 H461 . . 109.5 ?
    C33 C46 H462 . . 109.5 ?
    H461 C46 H462 . . 109.5 ?
    C33 C46 H463 . . 109.5 ?
    H461 C46 H463 . . 109.5 ?
    H462 C46 H463 . . 109.5 ?
    C38 C47 H471 . . 109.5 ?
    C38 C47 H472 . . 109.5 ?
    H471 C47 H472 . . 109.5 ?
    C38 C47 H473 . . 109.5 ?
    H471 C47 H473 . . 109.5 ?
    H472 C47 H473 . . 109.5 ?
    C49 C48 C53 . . 120.1(2) ?
    C49 C48 N31 . . 119.96(19) ?
    C53 C48 N31 . . 119.90(19) ?
    C48 C49 C50 . . 119.3(2) ?
    C48 C49 H49 . . 120.3 ?
    C50 C49 H49 . . 120.3 ?
    C51 C50 C49 . . 120.5(2) ?
    C51 C50 H50 . . 119.8 ?
    C49 C50 H50 . . 119.8 ?
    C50 C51 C52 . . 120.0(2) ?
    C50 C51 H51 . . 120.0 ?
    C52 C51 H51 . . 120.0 ?
    C51 C52 C53 . . 120.6(2) ?
    C51 C52 H52 . . 119.7 ?
    C53 C52 H52 . . 119.7 ?
    C52 C53 C48 . . 119.4(2) ?
    C52 C53 H53 . . 120.3 ?
    C48 C53 H53 . . 120.3 ?
    C55 C54 C59 . . 119.9(2) ?
    C55 C54 N36 . . 120.81(19) ?
    C59 C54 N36 . . 119.3(2) ?
    C54 C55 C56 . . 118.9(2) ?
    C54 C55 H55 . . 120.5 ?
    C56 C55 H55 . . 120.5 ?
    C57 C56 C55 . . 121.0(2) ?
    C57 C56 H56 . . 119.5 ?
    C55 C56 H56 . . 119.5 ?
    C58 C57 C56 . . 119.5(2) ?
    C58 C57 H57 . . 120.2 ?
    C56 C57 H57 . . 120.2 ?
    C57 C58 C59 . . 120.8(3) ?
    C57 C58 H58 . . 119.6 ?
    C59 C58 H58 . . 119.6 ?
    C58 C59 C54 . . 119.8(3) ?
    C58 C59 H59 . . 120.1 ?
    C54 C59 H59 . . 120.1 ?
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
    C10A N1 N2 C3 . . . . -1.4(2) ?
    C18 N1 N2 C3 . . . . 179.93(18) ?
    N1 N2 C3 C3A . . . . 1.1(2) ?
    N1 N2 C3 C16 . . . . 179.0(2) ?
    N2 C3 C3A C10A . . . .  -.5(2) ?
    C16 C3 C3A C10A . . . . -178.1(2) ?
    N2 C3 C3A C4 . . . . 175.2(2) ?
    C16 C3 C3A C4 . . . . -2.5(4) ?
    C10A C3A C4 N5 . . . . 11.7(3) ?
    C3 C3A C4 N5 . . . . -163.4(2) ?
    C3A C4 N5 C5A . . . . 74.4(2) ?
    C3A C4 N5 C15 . . . . -43.7(2) ?
    C15 N5 C5A C8A . . . . 18.5(3) ?
    C4 N5 C5A C8A . . . . -101.5(2) ?
    C15 N5 C5A N6 . . . . -160.79(18) ?
    C4 N5 C5A N6 . . . . 79.2(2) yes
    C8A C5A N6 N7 . . . . 1.5(2) ?
    N5 C5A N6 N7 . . . . -179.10(17) ?
    C8A C5A N6 C24 . . . . -176.95(18) ?
    N5 C5A N6 C24 . . . . 2.5(3) ?
    C5A N6 N7 C8 . . . . -1.0(2) ?
    C24 N6 N7 C8 . . . . 177.65(17) ?
    N6 N7 C8 C8A . . . .  .1(2) ?
    N6 N7 C8 C17 . . . . 179.67(18) ?
    N6 C5A C8A C8 . . . . -1.3(2) ?
    N5 C5A C8A C8 . . . . 179.27(18) ?
    N6 C5A C8A C9 . . . . -179.69(17) ?
    N5 C5A C8A C9 . . . .  .9(3) ?
    N7 C8 C8A C5A . . . .  .7(2) ?
    C17 C8 C8A C5A . . . . -178.8(2) ?
    N7 C8 C8A C9 . . . . 178.8(2) ?
    C17 C8 C8A C9 . . . .  -.7(4) ?
    C5A C8A C9 N10 . . . . 11.5(3) ?
    C8 C8A C9 N10 . . . . -166.3(2) ?
    C8A C9 N10 C10A . . . . 74.5(2) ?
    C8A C9 N10 C15 . . . . -43.0(2) ?
    N2 N1 C10A C3A . . . . 1.1(2) ?
    C18 N1 C10A C3A . . . . 179.69(18) ?
    N2 N1 C10A N10 . . . . -177.42(17) ?
    C18 N1 C10A N10 . . . . 1.2(3) ?
    C3 C3A C10A N1 . . . .  -.4(2) ?
    C4 C3A C10A N1 . . . . -176.77(17) ?
    C3 C3A C10A N10 . . . . 178.09(19) ?
    C4 C3A C10A N10 . . . . 1.7(3) ?
    C15 N10 C10A N1 . . . . -164.31(18) ?
    C9 N10 C10A N1 . . . . 76.0(2) yes
    C15 N10 C10A C3A . . . . 17.4(3) ?
    C9 N10 C10A C3A . . . . -102.2(2) ?
    C5A N5 C15 N10 . . . . -52.4(2) ?
    C4 N5 C15 N10 . . . . 69.0(2) ?
    C10A N10 C15 N5 . . . . -52.0(2) ?
    C9 N10 C15 N5 . . . . 68.5(2) ?
    C10A N1 C18 C19 . . . . -139.0(2) ?
    N2 N1 C18 C19 . . . . 39.5(3) yes
    C10A N1 C18 C23 . . . . 40.9(3) ?
    N2 N1 C18 C23 . . . . -140.7(2) ?
    C23 C18 C19 C20 . . . .  -.7(4) ?
    N1 C18 C19 C20 . . . . 179.1(2) ?
    C18 C19 C20 C21 . . . . -1.8(4) ?
    C19 C20 C21 C22 . . . . 2.5(4) ?
    C20 C21 C22 C23 . . . .  -.7(4) ?
    C21 C22 C23 C18 . . . . -1.9(4) ?
    C19 C18 C23 C22 . . . . 2.6(3) ?
    N1 C18 C23 C22 . . . . -177.3(2) ?
    C5A N6 C24 C25 . . . . 19.9(3) ?
    N7 N6 C24 C25 . . . . -158.41(19) ?
    C5A N6 C24 C29 . . . . -162.5(2) ?
    N7 N6 C24 C29 . . . . 19.3(3) yes
    C29 C24 C25 C26 . . . . 1.7(3) ?
    N6 C24 C25 C26 . . . . 179.34(19) ?
    C24 C25 C26 C27 . . . . -1.1(3) ?
    C25 C26 C27 C28 . . . .  -.5(4) ?
    C26 C27 C28 C29 . . . . 1.6(4) ?
    C27 C28 C29 C24 . . . . -1.1(4) ?
    C25 C24 C29 C28 . . . .  -.6(3) ?
    N6 C24 C29 C28 . . . . -178.32(19) ?
    C40A N31 N32 C33 . . . .  .9(2) ?
    C48 N31 N32 C33 . . . . -177.46(19) ?
    N31 N32 C33 C33A . . . .  -.4(2) ?
    N31 N32 C33 C46 . . . . -178.5(2) ?
    N32 C33 C33A C40A . . . .  -.2(3) ?
    C46 C33 C33A C40A . . . . 177.7(2) ?
    N32 C33 C33A C34 . . . . -176.1(2) ?
    C46 C33 C33A C34 . . . . 1.8(4) ?
    C40A C33A C34 N35 . . . . -12.5(3) ?
    C33 C33A C34 N35 . . . . 162.9(2) ?
    C33A C34 N35 C35A . . . . -74.2(2) ?
    C33A C34 N35 C45 . . . . 43.7(2) ?
    C45 N35 C35A C38A . . . . -18.9(3) ?
    C34 N35 C35A C38A . . . . 100.7(2) ?
    C45 N35 C35A N36 . . . . 161.47(18) ?
    C34 N35 C35A N36 . . . . -78.9(2) yes
    C38A C35A N36 N37 . . . . -1.4(2) ?
    N35 C35A N36 N37 . . . . 178.27(17) ?
    C38A C35A N36 C54 . . . . 178.46(19) ?
    N35 C35A N36 C54 . . . . -1.8(3) ?
    C35A N36 N37 C38 . . . . 1.6(2) ?
    C54 N36 N37 C38 . . . . -178.30(17) ?
    N36 N37 C38 C38A . . . . -1.2(2) ?
    N36 N37 C38 C47 . . . . -179.16(19) ?
    N36 C35A C38A C38 . . . .  .7(2) ?
    N35 C35A C38A C38 . . . . -179.02(19) ?
    N36 C35A C38A C39 . . . . 179.15(17) ?
    N35 C35A C38A C39 . . . .  -.5(3) ?
    N37 C38 C38A C35A . . . .  .3(2) ?
    C47 C38 C38A C35A . . . . 178.1(2) ?
    N37 C38 C38A C39 . . . . -177.9(2) ?
    C47 C38 C38A C39 . . . .  -.1(4) ?
    C35A C38A C39 N40 . . . . -11.6(3) ?
    C38 C38A C39 N40 . . . . 166.4(2) ?
    C38A C39 N40 C40A . . . . -74.8(2) ?
    C38A C39 N40 C45 . . . . 42.8(2) ?
    N32 N31 C40A C33A . . . . -1.1(2) ?
    C48 N31 C40A C33A . . . . 177.12(19) ?
    N32 N31 C40A N40 . . . . 176.21(18) ?
    C48 N31 C40A N40 . . . . -5.6(3) ?
    C33 C33A C40A N31 . . . .  .7(2) ?
    C34 C33A C40A N31 . . . . 177.30(18) ?
    C33 C33A C40A N40 . . . . -176.46(19) ?
    C34 C33A C40A N40 . . . .  .1(3) ?
    C45 N40 C40A N31 . . . . 164.07(19) ?
    C39 N40 C40A N31 . . . . -76.0(2) yes
    C45 N40 C40A C33A . . . . -19.2(3) ?
    C39 N40 C40A C33A . . . . 100.8(2) ?
    C35A N35 C45 N40 . . . . 52.2(2) ?
    C34 N35 C45 N40 . . . . -68.9(2) ?
    C40A N40 C45 N35 . . . . 52.8(2) ?
    C39 N40 C45 N35 . . . . -68.0(2) ?
    C40A N31 C48 C49 . . . . 145.9(2) ?
    N32 N31 C48 C49 . . . . -36.1(3) yes
    C40A N31 C48 C53 . . . . -35.1(3) ?
    N32 N31 C48 C53 . . . . 142.9(2) ?
    C53 C48 C49 C50 . . . . 2.1(3) ?
    N31 C48 C49 C50 . . . . -178.9(2) ?
    C48 C49 C50 C51 . . . .  .7(4) ?
    C49 C50 C51 C52 . . . . -2.4(4) ?
    C50 C51 C52 C53 . . . . 1.2(4) ?
    C51 C52 C53 C48 . . . . 1.6(4) ?
    C49 C48 C53 C52 . . . . -3.3(3) ?
    N31 C48 C53 C52 . . . . 177.7(2) ?
    C35A N36 C54 C55 . . . . -22.3(3) ?
    N37 N36 C54 C55 . . . . 157.59(19) ?
    C35A N36 C54 C59 . . . . 159.7(2) ?
    N37 N36 C54 C59 . . . . -20.5(3) yes
    C59 C54 C55 C56 . . . . -2.4(3) ?
    N36 C54 C55 C56 . . . . 179.57(19) ?
    C54 C55 C56 C57 . . . . 1.8(3) ?
    C55 C56 C57 C58 . . . .  -.3(4) ?
    C56 C57 C58 C59 . . . .  -.7(4) ?
    C57 C58 C59 C54 . . . .  .1(4) ?
    C55 C54 C59 C58 . . . . 1.5(3) ?
    N36 C54 C59 C58 . . . . 179.5(2) ?
data_global
_journal_date_recd_electronic     2000-06-26
_journal_date_accepted     2000-09-12
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2001
_journal_volume     57
_journal_issue      3
_journal_page_first     281
_journal_page_last     283
_journal_paper_category     FO
_publ_contact_author_name     'Dr Rodolfo Moreno-Fuquen'
_publ_contact_author_address
;
     Departamento de Química. Facultad de Ciencias, Universidad
     del Valle, Apartado 25360, Santiago de Cali,
     Colombia.
;
_publ_contact_author_email     'rodolfu@telesat.com.co'
_publ_contact_author_fax     '57 23 392440'
_publ_contact_author_phone     '57 23 393248'
_publ_section_title
;
5,12-Dimethyl-3,10-diphenyl-1,3,4,9,11,12-hexaazatetracyclo[6.6.1.0^2,6^.
0^9,13^]pentadeca-2(6),4,9(13),11-tetraene.
A new Tröger's base analogue
;
loop_
    _publ_author_name
    _publ_author_address
    'Moreno-Fuquen, Rodolfo'
;    Departamento Química - Facultad de Ciencias, Universidad del Valle
     Apartado 25360, Santiago de Cali,
     Colombia
;
    'Abonia, Rodrigo'
;    Departamento Química - Facultad de Ciencias, Universidad del Valle
     Apartado 25360, Santiago de Cali,
     Colombia
;
    'Valderrama-Naranjo, Jaime'
;    Departamento Física - Facultad de Ciencias, Universidad del Valle
     Apartado 25360, Santiago de Cali,
     Colombia
;
    'Albornoz, Andrea'
;    Departamento Química - Facultad de Ciencias, Universidad del Valle
     Apartado 25360, Santiago de Cali,
     Colombia
;
    'Mariezcurrena, Raul'
;    Laboratorio de Cristalografía y Química del Estado Sólido,
     Facultad de Química,
     Universidad de la República,
     Av. Gral Flores 2124,
     PO Box 1157, Montevideo,
     Uruguay
;
