# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_global
_database_code_depnum_ccdc_archive 'CCDC 1437636'
_audit_update_record             
;
2015-11-18 deposited with the CCDC.
2016-02-16 downloaded from the CCDC.
;
#==============================================================================

# 0. AUDIT DETAILS

_audit_creation_date             'Sep 02 17:27:34 2013'
_audit_creation_method           'PLATON <TABLE ACC> option'

#===============================================================================


#===============================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
;
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H10 N5 O2, C6 H16 N'
# Ex: 'C12 H16 N2 O6, H2 O' and '(Cd 2+)3, (C6 N6 Cr 3-)2, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_sum            'C29 H26 N6 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         490.56
_chemical_compound_source        'see text'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
O O 0.0106 0.0060 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,-z

_cell_length_a                   8.898(4)
_cell_length_b                   11.774(6)
_cell_length_c                   12.676(7)
_cell_angle_alpha                80.45(4)
_cell_angle_beta                 81.87(4)
_cell_angle_gamma                89.64(4)
_cell_volume                     1296.2(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    298
_cell_measurement_reflns_used    14702
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      29.32
_cell_special_details            
;
;

_exptl_crystal_description       plate
_exptl_crystal_colour            red

_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_crystal_size_rad          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             516
_exptl_absorpt_coefficient_mu    0.082
_exptl_crystal_density_meas_temp ?

# Permitted for _exptl_absorpt_correction_type :
# analytical     'analytical from crystal shape'
#                Example: de Meulenaer&Tompa: ABST
# cylinder       'cylindrical'
# gaussian       'Gaussian from crystal shape'
#                Example: PLATON/ABSG
# integration    'integration from crystal shape'
# multi-scan     'symmetry-related measurements'
#                Example: SADABS, MULABS
# none           'no absorption corr. applied'
# numerical      'numerical from crystal shape'
# psi-scan       'psi-scan corrections'
#                Example: PLATON/ABSP
# refdelf        'refined from delta-F'
#                Example: SHELXA, DIFABS, DELABS
# sphere         'spherical'
#                Example: PLATON/ABSS
_exptl_absorpt_correction_type   ' ?'
# Example: '(North et al., 1968)'
_exptl_absorpt_process_details   ?
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.990

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
;
_diffrn_ambient_temperature      298
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         ?
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?

_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        ?

loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

# number of measured reflections (redundant set)
_diffrn_reflns_number            14702
_diffrn_reflns_av_R_equivalents  0.1494
_diffrn_reflns_av_sigmaI/netI    0.1295
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.20
_diffrn_reflns_theta_max         29.32
_diffrn_reflns_theta_full        29.32
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             6944
# number of observed reflections (> n sig(I))
_reflns_number_gt                3650
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  'PLATON (Spek, 2003)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs 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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0983P)²+3.2896P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom


# Permitted for _refine_ls_hydrogen_treatment :
# refall  - refined all H parameters
# refxyz  - refined H coordinates only
# refU    - refined H U only
# noref   - no refinement of H parameters
# constr  - H parameters constrained
# mixed   - some constrained, some independent
# undef   - H-atom parameters not defined
_refine_ls_hydrogen_treatment    mixed

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         6944
_refine_ls_number_parameters     334
_refine_ls_number_restraints     3
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.2332
_refine_ls_R_factor_gt           0.1464
_refine_ls_wR_factor_ref         0.3672
_refine_ls_wR_factor_gt          0.3138
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.008
_refine_diff_density_max         0.632
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.076

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O Uani 0.0499(5) 0.5737(3) 0.7694(3) 1.000 0.0503(11) . .
O2 O Uani -0.2403(4) 0.3176(4) 0.9775(4) 1.000 0.0603(15) . .
N1 N Uani -0.0098(4) 0.3684(4) 1.0185(3) 1.000 0.0404(12) . .
N2 N Uani -0.0307(5) 0.1882(3) 0.8356(3) 1.000 0.0351(11) . .
N3 N Uani -0.4259(7) 0.1894(5) 0.6147(5) 1.000 0.072(2) . .
N4 N Uani -0.0641(8) -0.0964(5) 0.9490(5) 1.000 0.078(2) . .
N5 N Uani -0.2726(10) -0.0711(6) 0.6597(6) 1.000 0.104(3) . .
C1 C Uani -0.0232(6) 0.5109(4) 0.7264(4) 1.000 0.0377(14) . .
C2 C Uani -0.1102(6) 0.5505(4) 0.6342(4) 1.000 0.0404(17) . .
C3 C Uani -0.1257(7) 0.6589(5) 0.5772(5) 1.000 0.057(2) . .
C4 C Uani -0.2180(8) 0.6717(6) 0.4957(5) 1.000 0.067(2) . .
C5 C Uani -0.2923(8) 0.5774(6) 0.4746(5) 1.000 0.065(2) . .
C6 C Uani -0.2752(7) 0.4683(5) 0.5319(4) 1.000 0.0516(17) . .
C7 C Uani -0.1862(6) 0.4550(4) 0.6134(4) 1.000 0.0415(17) . .
C8 C Uani -0.1456(5) 0.3538(4) 0.6900(4) 1.000 0.0375(14) . .
C9 C Uani -0.0499(6) 0.3882(4) 0.7558(4) 1.000 0.0397(17) . .
C10 C Uani -0.0057(5) 0.3075(4) 0.8503(4) 1.000 0.0346(12) . .
C11 C Uani -0.1044(5) 0.3305(4) 0.9569(4) 1.000 0.0399(16) . .
C12 C Uani 0.1547(5) 0.3244(4) 0.8747(4) 1.000 0.0363(14) . .
C13 C Uani 0.2945(6) 0.3050(5) 0.8197(5) 1.000 0.0476(17) . .
C14 C Uani 0.4236(6) 0.3271(6) 0.8636(6) 1.000 0.060(2) . .
C15 C Uani 0.4101(6) 0.3708(6) 0.9591(6) 1.000 0.065(2) . .
C16 C Uani 0.2705(6) 0.3870(5) 1.0168(5) 1.000 0.055(2) . .
C17 C Uani 0.1429(5) 0.3637(4) 0.9737(4) 1.000 0.0368(14) . .
C18 C Uani -0.1296(5) 0.1535(4) 0.7764(4) 1.000 0.0391(16) . .
C19 C Uani -0.1952(5) 0.2370(4) 0.7015(4) 1.000 0.0381(16) . .
C20 C Uani -0.3199(7) 0.2087(5) 0.6518(5) 1.000 0.0505(19) . .
C21 C Uani -0.1056(7) -0.0412(4) 0.8767(5) 1.000 0.0511(19) . .
C22 C Uani -0.1578(6) 0.0331(4) 0.7901(4) 1.000 0.0457(17) . .
C23 C Uani -0.2203(8) -0.0208(5) 0.7152(6) 1.000 0.066(2) . .
N6 N Uani -0.6078(11) -0.1361(11) 0.7123(9) 1.000 0.146(5) . .
C24 C Uani -0.676(2) -0.116(3) 0.8137(11) 1.000 0.50(4) . .
C25 C Uani -0.606(2) -0.0402(15) 0.872(2) 1.000 0.284(16) . .
C26 C Uani -0.6665(15) -0.0688(10) 0.6175(8) 1.000 0.124(5) . .
C27 C Uani -0.8215(16) -0.0776(19) 0.6162(13) 1.000 0.228(12) . .
C28 C Uani -0.630(4) -0.235(2) 0.736(3) 1.000 0.62(4) . .
C29 C Uani -0.5549(17) -0.3435(16) 0.7290(12) 1.000 0.193(9) . .
H1A H Uiso -0.03980 0.39250 1.07830 1.000 0.0490 calc R
H2A H Uiso 0.02730 0.13180 0.87040 1.000 0.0340 calc R
H3 H Uiso -0.07580 0.72210 0.59240 1.000 0.0690 calc R
H4 H Uiso -0.22950 0.74410 0.45570 1.000 0.0800 calc R
H5 H Uiso -0.35490 0.58710 0.42100 1.000 0.0780 calc R
H6 H Uiso -0.32320 0.40490 0.51550 1.000 0.0620 calc R
H13 H Uiso 0.30250 0.27770 0.75440 1.000 0.0570 calc R
H14 H Uiso 0.51920 0.31260 0.82860 1.000 0.0720 calc R
H15 H Uiso 0.49760 0.38980 0.98510 1.000 0.0780 calc R
H16 H Uiso 0.26290 0.41280 1.08280 1.000 0.0660 calc R
H6A H Uiso -0.52390 -0.10810 0.71200 1.000 0.0490 calc R
H24A H Uiso -0.68980 -0.19010 0.86050 1.000 0.5980 calc R
H24B H Uiso -0.77610 -0.08660 0.80510 1.000 0.5980 calc R
H25A H Uiso -0.62690 0.03830 0.84360 1.000 0.3420 calc R
H25B H Uiso -0.49850 -0.05130 0.86320 1.000 0.3420 calc R
H25C H Uiso -0.64700 -0.05710 0.94700 1.000 0.3420 calc R
H26A H Uiso -0.60310 -0.02330 0.56210 1.000 0.1480 calc R
H26B H Uiso -0.65060 0.02070 0.62340 1.000 0.1480 . R
H27A H Uiso -0.87510 -0.05180 0.67880 1.000 0.2720 calc R
H27B H Uiso -0.84900 -0.15650 0.61680 1.000 0.2720 calc R
H27C H Uiso -0.84770 -0.03080 0.55220 1.000 0.2720 calc R
H28A H Uiso -0.70910 -0.24580 0.70300 1.000 0.7430 . R
H28B H Uiso -0.72890 -0.24880 0.79130 1.000 0.7430 calc R
H29A H Uiso -0.53130 -0.37720 0.79890 1.000 0.2310 calc R
H29B H Uiso -0.46280 -0.33040 0.67870 1.000 0.2310 calc R
H29C H Uiso -0.62070 -0.39490 0.70460 1.000 0.2310 calc R


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.228(6) . . yes
O2 C11 1.206(6) . . yes
N1 C11 1.350(6) . . yes
N1 C17 1.401(6) . . yes
N2 C10 1.470(6) . . yes
N2 C18 1.341(6) . . yes
N3 C20 1.152(9) . . yes
N4 C21 1.137(9) . . yes
N5 C23 1.139(10) . . yes
N1 H1A 0.8600 . . no
N2 H2A 0.9300 . . no
N6 C26 1.484(16) . . yes
N6 C28 1.16(3) . . yes
N6 C24 1.40(2) . . yes
N6 H6A 0.8200 . . no
C1 C9 1.443(7) . . no
C1 C2 1.501(7) . . no
C2 C7 1.396(7) . . no
C2 C3 1.375(8) . . no
C3 C4 1.397(9) . . no
C4 C5 1.378(10) . . no
C5 C6 1.386(9) . . no
C6 C7 1.377(8) . . no
C7 C8 1.484(7) . . no
C8 C9 1.379(7) . . no
C8 C19 1.425(7) . . no
C9 C10 1.498(7) . . no
C10 C11 1.566(7) . . no
C10 C12 1.524(6) . . no
C12 C17 1.398(7) . . no
C12 C13 1.375(7) . . no
C13 C14 1.389(8) . . no
C14 C15 1.382(10) . . no
C15 C16 1.379(8) . . no
C16 C17 1.376(7) . . no
C18 C22 1.419(7) . . no
C18 C19 1.431(7) . . no
C19 C20 1.418(8) . . no
C21 C22 1.417(8) . . no
C22 C23 1.403(9) . . no
C3 H3 0.9300 . . no
C4 H4 0.9300 . . no
C5 H5 0.9300 . . no
C6 H6 0.9300 . . no
C13 H13 0.9300 . . no
C14 H14 0.9300 . . no
C15 H15 0.9300 . . no
C16 H16 0.9300 . . no
C24 C25 1.45(3) . . no
C26 C27 1.39(2) . . no
C28 C29 1.45(3) . . no
C24 H24A 0.9700 . . no
C24 H24B 0.9700 . . no
C25 H25A 0.9600 . . no
C25 H25B 0.9600 . . no
C25 H25C 0.9600 . . no
C26 H26A 0.9300 . . no
C26 H26B 1.0800 . . no
C27 H27A 0.9600 . . no
C27 H27B 0.9600 . . no
C27 H27C 0.9600 . . no
C28 H28A 1.0800 . . no
C28 H28B 0.9300 . . no
C29 H29A 0.9600 . . no
C29 H29B 0.9600 . . no
C29 H29C 0.9600 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N1 C17 112.1(4) . . . yes
C10 N2 C18 125.8(4) . . . yes
C11 N1 H1A 124.00 . . . no
C17 N1 H1A 124.00 . . . no
C18 N2 H2A 117.00 . . . no
C10 N2 H2A 117.00 . . . no
C24 N6 C28 92(2) . . . yes
C26 N6 C28 121(2) . . . yes
C24 N6 C26 116.1(14) . . . yes
C28 N6 H6A 121.00 . . . no
C24 N6 H6A 99.00 . . . no
C26 N6 H6A 105.00 . . . no
C2 C1 C9 106.4(4) . . . no
O1 C1 C9 128.2(5) . . . yes
O1 C1 C2 125.3(4) . . . yes
C1 C2 C3 130.4(5) . . . no
C3 C2 C7 121.5(5) . . . no
C1 C2 C7 108.0(4) . . . no
C2 C3 C4 118.4(6) . . . no
C3 C4 C5 120.2(6) . . . no
C4 C5 C6 121.1(6) . . . no
C5 C6 C7 119.2(6) . . . no
C6 C7 C8 133.3(5) . . . no
C2 C7 C8 107.0(4) . . . no
C2 C7 C6 119.7(5) . . . no
C9 C8 C19 121.8(4) . . . no
C7 C8 C19 128.5(4) . . . no
C7 C8 C9 109.7(4) . . . no
C8 C9 C10 121.7(4) . . . no
C1 C9 C10 128.9(4) . . . no
C1 C9 C8 108.8(4) . . . no
C9 C10 C12 115.6(4) . . . no
C11 C10 C12 101.8(4) . . . no
N2 C10 C9 109.2(4) . . . yes
N2 C10 C11 109.6(4) . . . yes
N2 C10 C12 110.8(4) . . . yes
C9 C10 C11 109.7(4) . . . no
N1 C11 C10 107.5(4) . . . yes
O2 C11 N1 127.4(5) . . . yes
O2 C11 C10 125.1(5) . . . yes
C10 C12 C13 131.7(5) . . . no
C10 C12 C17 107.7(4) . . . no
C13 C12 C17 120.6(5) . . . no
C12 C13 C14 118.7(6) . . . no
C13 C14 C15 120.0(5) . . . no
C14 C15 C16 121.8(5) . . . no
C15 C16 C17 117.9(6) . . . no
N1 C17 C12 110.4(4) . . . yes
N1 C17 C16 128.6(5) . . . yes
C12 C17 C16 121.0(5) . . . no
C19 C18 C22 124.1(4) . . . no
N2 C18 C22 116.5(4) . . . yes
N2 C18 C19 119.4(4) . . . yes
C8 C19 C18 117.5(4) . . . no
C8 C19 C20 120.3(5) . . . no
C18 C19 C20 121.6(5) . . . no
N3 C20 C19 176.3(6) . . . yes
N4 C21 C22 176.6(6) . . . yes
C21 C22 C23 116.0(5) . . . no
C18 C22 C23 123.7(5) . . . no
C18 C22 C21 119.9(5) . . . no
N5 C23 C22 175.3(7) . . . yes
C2 C3 H3 121.00 . . . no
C4 C3 H3 121.00 . . . no
C5 C4 H4 120.00 . . . no
C3 C4 H4 120.00 . . . no
C6 C5 H5 119.00 . . . no
C4 C5 H5 119.00 . . . no
C5 C6 H6 120.00 . . . no
C7 C6 H6 120.00 . . . no
C14 C13 H13 121.00 . . . no
C12 C13 H13 121.00 . . . no
C15 C14 H14 120.00 . . . no
C13 C14 H14 120.00 . . . no
C16 C15 H15 119.00 . . . no
C14 C15 H15 119.00 . . . no
C17 C16 H16 121.00 . . . no
C15 C16 H16 121.00 . . . no
N6 C24 C25 121.3(18) . . . yes
N6 C26 C27 116.1(11) . . . yes
N6 C28 C29 141(3) . . . yes
N6 C24 H24A 107.00 . . . no
N6 C24 H24B 107.00 . . . no
C25 C24 H24A 107.00 . . . no
C25 C24 H24B 107.00 . . . no
H24A C24 H24B 107.00 . . . no
C24 C25 H25A 109.00 . . . no
C24 C25 H25B 109.00 . . . no
C24 C25 H25C 109.00 . . . no
H25A C25 H25B 110.00 . . . no
H25A C25 H25C 110.00 . . . no
H25B C25 H25C 110.00 . . . no
N6 C26 H26A 122.00 . . . no
N6 C26 H26B 106.00 . . . no
C27 C26 H26A 122.00 . . . no
C27 C26 H26B 103.00 . . . no
H26A C26 H26B 62.00 . . . no
C26 C27 H27A 109.00 . . . no
C26 C27 H27B 109.00 . . . no
C26 C27 H27C 110.00 . . . no
H27A C27 H27B 109.00 . . . no
H27A C27 H27C 109.00 . . . no
H27B C27 H27C 109.00 . . . no
N6 C28 H28A 119.00 . . . no
N6 C28 H28B 109.00 . . . no
C29 C28 H28A 99.00 . . . no
C29 C28 H28B 110.00 . . . no
H28A C28 H28B 16.00 . . . no
C28 C29 H29A 110.00 . . . no
C28 C29 H29B 109.00 . . . no
C28 C29 H29C 109.00 . . . no
H29A C29 H29B 109.00 . . . no
H29A C29 H29C 109.00 . . . no
H29B C29 H29C 109.00 . . . no

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
C17 N1 C11 C10 -6.0(6) . . . . no
C11 N1 C17 C12 2.1(6) . . . . no
C11 N1 C17 C16 -174.9(5) . . . . no
C17 N1 C11 O2 175.0(5) . . . . no
C18 N2 C10 C12 -153.5(5) . . . . no
C10 N2 C18 C19 14.6(7) . . . . no
C10 N2 C18 C22 -167.8(4) . . . . no
C18 N2 C10 C9 -25.2(6) . . . . no
C18 N2 C10 C11 95.0(5) . . . . no
C26 N6 C28 C29 102(5) . . . . no
C28 N6 C26 C27 55(3) . . . . no
C24 N6 C28 C29 -135(5) . . . . no
C24 N6 C26 C27 -55(2) . . . . no
C28 N6 C24 C25 134(3) . . . . no
C26 N6 C24 C25 -99(2) . . . . no
C9 C1 C2 C7 1.3(6) . . . . no
C2 C1 C9 C10 -172.2(5) . . . . no
O1 C1 C9 C10 5.0(9) . . . . no
O1 C1 C2 C7 -175.9(5) . . . . no
O1 C1 C2 C3 1.7(9) . . . . no
C9 C1 C2 C3 178.9(6) . . . . no
C2 C1 C9 C8 -0.7(6) . . . . no
O1 C1 C9 C8 176.4(5) . . . . no
C1 C2 C7 C8 -1.3(6) . . . . no
C3 C2 C7 C6 2.0(8) . . . . no
C1 C2 C7 C6 179.9(5) . . . . no
C1 C2 C3 C4 -178.4(6) . . . . no
C3 C2 C7 C8 -179.2(5) . . . . no
C7 C2 C3 C4 -1.1(9) . . . . no
C2 C3 C4 C5 0.7(10) . . . . no
C3 C4 C5 C6 -1.2(10) . . . . no
C4 C5 C6 C7 2.1(9) . . . . no
C5 C6 C7 C8 179.1(6) . . . . no
C5 C6 C7 C2 -2.5(8) . . . . no
C2 C7 C8 C19 179.4(5) . . . . no
C2 C7 C8 C9 0.9(6) . . . . no
C6 C7 C8 C9 179.5(6) . . . . no
C6 C7 C8 C19 -2.1(9) . . . . no
C7 C8 C19 C18 175.2(5) . . . . no
C19 C8 C9 C10 -6.5(7) . . . . no
C7 C8 C9 C1 -0.1(6) . . . . no
C9 C8 C19 C20 164.8(5) . . . . no
C19 C8 C9 C1 -178.7(4) . . . . no
C9 C8 C19 C18 -6.5(7) . . . . no
C7 C8 C19 C20 -13.5(8) . . . . no
C7 C8 C9 C10 172.1(4) . . . . no
C1 C9 C10 C12 -43.6(7) . . . . no
C1 C9 C10 C11 70.7(6) . . . . no
C8 C9 C10 N2 20.3(6) . . . . no
C8 C9 C10 C11 -99.8(5) . . . . no
C1 C9 C10 N2 -169.2(5) . . . . no
C8 C9 C10 C12 145.9(5) . . . . no
C9 C10 C11 O2 63.4(6) . . . . no
C9 C10 C11 N1 -115.6(4) . . . . no
N2 C10 C11 N1 124.5(4) . . . . no
N2 C10 C12 C13 55.6(7) . . . . no
N2 C10 C12 C17 -122.5(4) . . . . no
N2 C10 C11 O2 -56.5(6) . . . . no
C12 C10 C11 O2 -173.8(5) . . . . no
C12 C10 C11 N1 7.2(5) . . . . no
C9 C10 C12 C13 -69.3(7) . . . . no
C11 C10 C12 C17 -6.0(5) . . . . no
C9 C10 C12 C17 112.7(5) . . . . no
C11 C10 C12 C13 172.0(6) . . . . no
C17 C12 C13 C14 -1.1(8) . . . . no
C13 C12 C17 N1 -175.3(5) . . . . no
C10 C12 C17 N1 3.0(6) . . . . no
C10 C12 C17 C16 -179.8(5) . . . . no
C10 C12 C13 C14 -178.9(6) . . . . no
C13 C12 C17 C16 1.9(8) . . . . no
C12 C13 C14 C15 -1.8(10) . . . . no
C13 C14 C15 C16 4.1(11) . . . . no
C14 C15 C16 C17 -3.2(10) . . . . no
C15 C16 C17 C12 0.3(8) . . . . no
C15 C16 C17 N1 176.9(6) . . . . no
N2 C18 C19 C8 2.9(7) . . . . no
C19 C18 C22 C23 16.8(8) . . . . no
N2 C18 C19 C20 -168.3(5) . . . . no
C22 C18 C19 C8 -174.5(5) . . . . no
C22 C18 C19 C20 14.3(8) . . . . no
N2 C18 C22 C21 11.6(7) . . . . no
N2 C18 C22 C23 -160.7(5) . . . . no
C19 C18 C22 C21 -170.9(5) . . . . no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 C12 3.207(6) . . no
O1 N1 2.856(6) . 2_567 no
O2 C24 3.25(2) . 2_457 no
O2 N2 2.993(6) . . no
O2 C15 3.203(7) . 1_455 no
O1 H1A 2.0200 . 2_567 no
O1 H28B 2.8900 . 1_665 no
O1 H28A 2.8200 . 1_665 no
O2 H15 2.4700 . 1_455 no
O2 H24A 2.3400 . 2_457 no
O2 H28A 2.8500 . 2_457 no
N1 O1 2.856(6) . 2_567 no
N1 N1 3.059(7) . 2_567 no
N1 N4 3.236(8) . 2_557 no
N1 C17 3.374(7) . 2_567 no
N2 O2 2.993(6) . . no
N2 N4 2.999(8) . 2_557 no
N3 C23 3.264(9) . . no
N4 C17 3.189(8) . 2_557 no
N4 C10 3.371(8) . 2_557 no
N4 C11 3.261(8) . 2_557 no
N4 C12 3.221(8) . 2_557 no
N4 N4 3.090(9) . 2_557 no
N4 N1 3.236(8) . 2_557 no
N4 N2 2.999(8) . 2_557 no
N5 N6 3.037(14) . . no
N5 C20 3.305(10) . . no
N6 N5 3.037(14) . . no
N1 H1A 2.8900 . 2_567 no
N3 H26B 2.8100 . . no
N3 H6 2.7400 . . no
N4 H2A 2.3300 . 2_557 no
N4 H24B 2.9200 . 1_655 no
N4 H2A 2.7900 . . no
N5 H6A 2.2600 . . no
N5 H27C 2.8200 . 2_456 no
C6 C20 3.180(9) . . no
C10 N4 3.371(8) . 2_557 no
C11 N4 3.261(8) . 2_557 no
C12 N4 3.221(8) . 2_557 no
C12 O1 3.207(6) . . no
C15 O2 3.203(7) . 1_655 no
C17 N4 3.189(8) . 2_557 no
C17 N1 3.374(7) . 2_567 no
C20 N5 3.305(10) . . no
C20 C6 3.180(9) . . no
C20 C23 2.861(9) . . no
C23 C20 2.861(9) . . no
C23 N3 3.264(9) . . no
C24 O2 3.25(2) . 2_457 no
C1 H1A 3.0100 . 2_567 no
C4 H29B 2.9500 . 1_565 no
C11 H24A 3.0000 . 2_457 no
C13 H5 3.0800 . 2_566 no
C13 H2A 3.0700 . . no
C17 H1A 3.0000 . 2_567 no
C19 H14 3.0200 . 1_455 no
C20 H6 2.6500 . . no
C20 H14 2.9200 . 1_455 no
C21 H2A 2.3500 . . no
C21 H24B 3.0200 . 1_655 no
C21 H27A 3.0300 . 1_655 no
C22 H27A 2.9600 . 1_655 no
C23 H25B 2.8700 . . no
C23 H6A 2.9000 . . no
C23 H27A 3.0700 . 1_655 no
C24 H27A 2.6500 . . no
C27 H28B 2.7800 . . no
C27 H24B 2.4700 . . no
C27 H28A 3.0800 . . no
C28 H27B 2.7000 . . no
C29 H24A 2.8100 . . no
H1A O1 2.0200 . 2_567 no
H1A N1 2.8900 . 2_567 no
H1A C1 3.0100 . 2_567 no
H1A C17 3.0000 . 2_567 no
H2A N4 2.7900 . . no
H2A C13 3.0700 . . no
H2A C21 2.3500 . . no
H2A N4 2.3300 . 2_557 no
H3 H27B 2.5600 . 1_665 no
H5 H13 2.5000 . 2_566 no
H5 C13 3.0800 . 2_566 no
H6 C20 2.6500 . . no
H6 N3 2.7400 . . no
H6A H25B 2.1700 . . no
H6A N5 2.2600 . . no
H6A C23 2.9000 . . no
H13 H5 2.5000 . 2_566 no
H14 C20 2.9200 . 1_655 no
H14 C19 3.0200 . 1_655 no
H15 O2 2.4700 . 1_655 no
H24A C29 2.8100 . . no
H24A H28A 1.4100 . . no
H24A H28B 1.5000 . . no
H24A O2 2.3400 . 2_457 no
H24A C11 3.0000 . 2_457 no
H24B N4 2.9200 . 1_455 no
H24B C21 3.0200 . 1_455 no
H24B C27 2.4700 . . no
H24B H26B 2.5400 . . no
H24B H27A 1.9200 . . no
H24B H28A 2.1700 . . no
H24B H28B 2.0500 . . no
H25B C23 2.8700 . . no
H25B H6A 2.1700 . . no
H26A H26A 2.2500 . 2_456 no
H26B N3 2.8100 . . no
H26B H24B 2.5400 . . no
H27A C21 3.0300 . 1_455 no
H27A C22 2.9600 . 1_455 no
H27A C23 3.0700 . 1_455 no
H27A C24 2.6500 . . no
H27A H24B 1.9200 . . no
H27B C28 2.7000 . . no
H27B H3 2.5600 . 1_445 no
H27B H28B 2.4600 . . no
H27C N5 2.8200 . 2_456 no
H28A O1 2.8200 . 1_445 no
H28A C27 3.0800 . . no
H28A H24A 1.4100 . . no
H28A H24B 2.1700 . . no
H28A O2 2.8500 . 2_457 no
H28B O1 2.8900 . 1_445 no
H28B C27 2.7800 . . no
H28B H24A 1.5000 . . no
H28B H24B 2.0500 . . no
H28B H27B 2.4600 . . no
H29B C4 2.9500 . 1_545 no

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
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
N1 H1A O1 0.8600 2.0200 2.856(6) 162.00 2_567 yes
N2 H2A N4 0.9300 2.3300 2.999(8) 129.00 2_557 yes
N6 H6A N5 0.8200 2.2600 3.037(14) 158.00 . yes
C15 H15 O2 0.9300 2.4700 3.203(7) 136.00 1_655 yes
C24 H24A O2 0.9700 2.3400 3.25(2) 156.00 2_457 yes

# Loop Mechanism for Extra Tables(s)

#loop_
#_publ_manuscript_incl_extra_item
#'_geom_extra_tableA_col_1'
#'_geom_extra_tableA_col_2'
#'_geom_extra_tableA_col_3'
#'_geom_extra_table_head_A'
#'_geom_table_footnote_A'
#'_geom_extra_tableB_col_1'
#'_geom_extra_tableB_col_2'
#'_geom_extra_tableB_col_3'
#'_geom_extra_table_head_B'
#'_geom_table_footnote_B'


#
#loop_
#_geom_extra_tableA_col_1
#_geom_extra_tableA_col_2
#_geom_extra_tableA_col_3
# ? ? ?


#
#loop_
#_geom_extra_tableB_col_1
#_geom_extra_tableB_col_2
#_geom_extra_tableB_col_3
# ? ? ?


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#
#_geom_table_footnote_A
#;
# ?
#;


#
#_geom_table_footnote_B
#;
# ?
#;


#===END
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_added_by_encifer
_database_code_depnum_ccdc_archive 'CCDC 1437637'
_audit_update_record             
;
2015-11-18 deposited with the CCDC.
2016-02-16 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16 N6 O2'
_chemical_formula_weight         444.45

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'

_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                   8.0008(11)
_cell_length_b                   11.6372(18)
_cell_length_c                   12.3753(18)
_cell_angle_alpha                87.946(12)
_cell_angle_beta                 72.447(11)
_cell_angle_gamma                85.708(12)
_cell_volume                     1095.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    12057
_cell_measurement_theta_min      1.73
_cell_measurement_theta_max      29.28

_exptl_crystal_description       Plate
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             460
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   None
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS II'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean '0.15 mm'
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12057
_diffrn_reflns_av_R_equivalents  0.1227
_diffrn_reflns_av_sigmaI/netI    0.1492
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.73
_diffrn_reflns_theta_max         29.28
_reflns_number_total             5821
_reflns_number_gt                2429
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_cell_refinement       'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_data_reduction        'X-Area 1.31 (Stoe & Cie GmbH, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0726P)²+0.0218P] where P=(Fo²+2Fc²)/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         5821
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2178
_refine_ls_R_factor_gt           0.0955
_refine_ls_wR_factor_ref         0.2158
_refine_ls_wR_factor_gt          0.1727
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001

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
C1 C -0.1621(5) 0.1724(3) 0.9479(3) 0.0501(9) Uani 1 1 d . . .
C2 C -0.2378(6) 0.1705(4) 1.0633(3) 0.0673(12) Uani 1 1 d . . .
H2 H -0.2836 0.1043 1.1017 0.081 Uiso 1 1 calc R . .
C3 C -0.2428(7) 0.2726(5) 1.1201(3) 0.0758(14) Uani 1 1 d . . .
H3 H -0.2922 0.2737 1.1984 0.091 Uiso 1 1 calc R . .
C4 C -0.1779(6) 0.3712(5) 1.0653(4) 0.0744(14) Uani 1 1 d . . .
H4 H -0.1851 0.4377 1.1065 0.089 Uiso 1 1 calc R . .
C5 C -0.1002(5) 0.3727(4) 0.9469(3) 0.0593(11) Uani 1 1 d . . .
H5 H -0.0547 0.4389 0.9082 0.071 Uiso 1 1 calc R . .
C6 C -0.0949(5) 0.2712(3) 0.8910(3) 0.0444(9) Uani 1 1 d . . .
C7 C -0.0227(4) 0.2468(3) 0.7660(3) 0.0385(8) Uani 1 1 d . . .
C8 C -0.0552(4) 0.1163(3) 0.7641(3) 0.0409(8) Uani 1 1 d . . .
C9 C -0.1972(7) -0.0332(4) 0.9011(4) 0.0705(13) Uani 1 1 d . . .
H9A H -0.0967 -0.0875 0.8818 0.085 Uiso 1 1 calc R . .
H9B H -0.2770 -0.0510 0.8606 0.085 Uiso 1 1 calc R . .
H9C H -0.2552 -0.0377 0.9811 0.085 Uiso 1 1 calc R . .
C10 C 0.1721(4) 0.2662(3) 0.7136(3) 0.0389(8) Uani 1 1 d . . .
H10 H 0.1938 0.3433 0.7335 0.047 Uiso 1 1 calc R . .
C11 C 0.3007(5) 0.1772(3) 0.7474(3) 0.0468(9) Uani 1 1 d . . .
C12 C 0.4483(4) 0.1537(3) 0.6438(3) 0.0439(9) Uani 1 1 d . . .
C13 C 0.6056(5) 0.0896(4) 0.6327(3) 0.0561(10) Uani 1 1 d . . .
H13 H 0.6303 0.0551 0.6956 0.067 Uiso 1 1 calc R . .
C14 C 0.7235(5) 0.0784(4) 0.5269(4) 0.0612(11) Uani 1 1 d . . .
H14 H 0.8300 0.0360 0.5176 0.073 Uiso 1 1 calc R . .
C15 C 0.6861(6) 0.1292(4) 0.4342(4) 0.0632(12) Uani 1 1 d . . .
H15 H 0.7690 0.1217 0.3632 0.076 Uiso 1 1 calc R . .
C16 C 0.5280(5) 0.1913(4) 0.4439(3) 0.0566(10) Uani 1 1 d . . .
H16 H 0.5040 0.2252 0.3805 0.068 Uiso 1 1 calc R . .
C17 C 0.4064(5) 0.2017(3) 0.5504(3) 0.0418(8) Uani 1 1 d . . .
C18 C 0.2278(5) 0.2571(3) 0.5871(3) 0.0387(8) Uani 1 1 d . . .
C19 C 0.1125(5) 0.2828(3) 0.5287(3) 0.0395(8) Uani 1 1 d . . .
C20 C 0.1581(5) 0.2505(3) 0.4115(3) 0.0520(10) Uani 1 1 d . . .
C21 C -0.0670(5) 0.3302(3) 0.5884(3) 0.0394(8) Uani 1 1 d . . .
C22 C -0.1726(5) 0.3904(3) 0.5321(3) 0.0448(9) Uani 1 1 d . . .
C23 C -0.1172(5) 0.4171(3) 0.4137(3) 0.0480(9) Uani 1 1 d . . .
C24 C -0.3422(6) 0.4387(4) 0.5933(4) 0.0648(12) Uani 1 1 d . . .
C25 C -0.6858(12) 0.3409(8) 1.0742(7) 0.110(2) Uani 1 1 d . . .
H25A H -0.642(12) 0.279(8) 1.123(7) 0.21(4) Uiso 1 1 d . . .
H25B H -0.671(9) 0.406(6) 1.109(5) 0.11(3) Uiso 1 1 d . . .
H25C H -0.804(13) 0.338(7) 1.072(7) 0.19(4) Uiso 1 1 d . . .
C26 C -0.5689(7) 0.3461(5) 0.9617(5) 0.0787(14) Uani 1 1 d . . .
N1 N -0.1409(4) 0.0828(3) 0.8706(2) 0.0499(8) Uani 1 1 d . . .
N2 N 0.1994(6) 0.2185(4) 0.3214(3) 0.0816(13) Uani 1 1 d . . .
N3 N -0.0792(5) 0.4429(3) 0.3203(3) 0.0680(10) Uani 1 1 d . . .
N4 N -0.4775(6) 0.4779(5) 0.6423(4) 0.1147(19) Uani 1 1 d . . .
N5 N -0.1218(4) 0.3145(3) 0.7005(2) 0.0446(7) Uani 1 1 d . . .
H5B H -0.2226 0.3463 0.7371 0.053 Uiso 1 1 calc R . .
N6 N -0.4763(7) 0.3513(5) 0.8735(4) 0.120(2) Uani 1 1 d . . .
O1 O -0.0118(3) 0.0563(2) 0.6807(2) 0.0531(7) Uani 1 1 d . . .
O2 O 0.2786(4) 0.1345(3) 0.8401(2) 0.0728(9) Uani 1 1 d . . .


_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
C1 C2 1.373(5) . ?
C1 C6 1.383(5) . ?
C1 N1 1.407(5) . ?
C2 C3 1.395(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.409(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.508(4) . ?
C7 N5 1.468(4) . ?
C7 C10 1.528(5) . ?
C7 C8 1.561(5) . ?
C8 O1 1.214(4) . ?
C8 N1 1.348(4) . ?
C9 N1 1.456(5) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C18 1.498(4) . ?
C10 C11 1.541(5) . ?
C10 H10 0.9800 . ?
C11 O2 1.203(4) . ?
C11 C12 1.475(5) . ?
C12 C17 1.386(5) . ?
C12 C13 1.386(5) . ?
C13 C14 1.368(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.374(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.468(5) . ?
C18 C19 1.345(5) . ?
C19 C20 1.442(5) . ?
C19 C21 1.477(5) . ?
C20 N2 1.132(4) . ?
C21 N5 1.334(4) . ?
C21 C22 1.386(5) . ?
C22 C24 1.424(6) . ?
C22 C23 1.427(5) . ?
C23 N3 1.138(5) . ?
C24 N4 1.139(6) . ?
C25 C26 1.426(8) . ?
C25 H25A 1.03(9) . ?
C25 H25B 0.92(6) . ?
C25 H25C 0.95(9) . ?
C26 N6 1.122(6) . ?
N5 H5B 0.8600 . ?

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
C2 C1 C6 121.4(4) . . ?
C2 C1 N1 128.5(4) . . ?
C6 C1 N1 110.0(3) . . ?
C1 C2 C3 116.8(4) . . ?
C1 C2 H2 121.6 . . ?
C3 C2 H2 121.6 . . ?
C4 C3 C2 122.6(4) . . ?
C4 C3 H3 118.7 . . ?
C2 C3 H3 118.7 . . ?
C3 C4 C5 120.4(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 116.8(4) . . ?
C6 C5 H5 121.6 . . ?
C4 C5 H5 121.6 . . ?
C5 C6 C1 122.0(3) . . ?
C5 C6 C7 128.9(3) . . ?
C1 C6 C7 109.1(3) . . ?
N5 C7 C6 111.6(3) . . ?
N5 C7 C10 108.3(3) . . ?
C6 C7 C10 114.9(3) . . ?
N5 C7 C8 110.0(3) . . ?
C6 C7 C8 101.2(3) . . ?
C10 C7 C8 110.6(3) . . ?
O1 C8 N1 126.2(3) . . ?
O1 C8 C7 125.6(3) . . ?
N1 C8 C7 108.2(3) . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C18 C10 C7 111.7(3) . . ?
C18 C10 C11 102.5(3) . . ?
C7 C10 C11 115.6(3) . . ?
C18 C10 H10 108.9 . . ?
C7 C10 H10 108.9 . . ?
C11 C10 H10 108.9 . . ?
O2 C11 C12 128.1(3) . . ?
O2 C11 C10 125.3(3) . . ?
C12 C11 C10 106.5(3) . . ?
C17 C12 C13 121.5(3) . . ?
C17 C12 C11 109.8(3) . . ?
C13 C12 C11 128.6(3) . . ?
C14 C13 C12 118.3(4) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C15 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 121.6(4) . . ?
C14 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C15 C16 C17 118.3(4) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C16 C17 C12 119.5(3) . . ?
C16 C17 C18 131.2(3) . . ?
C12 C17 C18 109.3(3) . . ?
C19 C18 C17 130.4(3) . . ?
C19 C18 C10 120.7(3) . . ?
C17 C18 C10 108.2(3) . . ?
C18 C19 C20 119.4(3) . . ?
C18 C19 C21 119.8(3) . . ?
C20 C19 C21 120.3(3) . . ?
N2 C20 C19 175.4(4) . . ?
N5 C21 C22 121.2(3) . . ?
N5 C21 C19 116.5(3) . . ?
C22 C21 C19 122.3(3) . . ?
C21 C22 C24 120.5(3) . . ?
C21 C22 C23 123.9(3) . . ?
C24 C22 C23 115.4(3) . . ?
N3 C23 C22 176.5(4) . . ?
N4 C24 C22 179.5(6) . . ?
C26 C25 H25A 112(5) . . ?
C26 C25 H25B 106(4) . . ?
H25A C25 H25B 99(7) . . ?
C26 C25 H25C 110(5) . . ?
H25A C25 H25C 117(7) . . ?
H25B C25 H25C 112(7) . . ?
N6 C26 C25 179.3(9) . . ?
C8 N1 C1 111.4(3) . . ?
C8 N1 C9 123.8(3) . . ?
C1 N1 C9 124.8(3) . . ?
C21 N5 C7 124.8(3) . . ?
C21 N5 H5B 117.6 . . ?
C7 N5 H5B 117.6 . . ?

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
C6 C1 C2 C3 -0.3(6) . . . . ?
N1 C1 C2 C3 -179.6(4) . . . . ?
C1 C2 C3 C4 0.6(8) . . . . ?
C2 C3 C4 C5 -0.7(8) . . . . ?
C3 C4 C5 C6 0.4(7) . . . . ?
C4 C5 C6 C1 -0.1(6) . . . . ?
C4 C5 C6 C7 179.4(4) . . . . ?
C2 C1 C6 C5 0.0(6) . . . . ?
N1 C1 C6 C5 179.4(3) . . . . ?
C2 C1 C6 C7 -179.5(4) . . . . ?
N1 C1 C6 C7 -0.1(4) . . . . ?
C5 C6 C7 N5 -64.5(5) . . . . ?
C1 C6 C7 N5 115.0(3) . . . . ?
C5 C6 C7 C10 59.3(5) . . . . ?
C1 C6 C7 C10 -121.2(3) . . . . ?
C5 C6 C7 C8 178.5(4) . . . . ?
C1 C6 C7 C8 -2.0(4) . . . . ?
N5 C7 C8 O1 64.7(4) . . . . ?
C6 C7 C8 O1 -177.1(3) . . . . ?
C10 C7 C8 O1 -54.9(4) . . . . ?
N5 C7 C8 N1 -114.6(3) . . . . ?
C6 C7 C8 N1 3.5(4) . . . . ?
C10 C7 C8 N1 125.8(3) . . . . ?
N5 C7 C10 C18 -46.1(3) . . . . ?
C6 C7 C10 C18 -171.7(3) . . . . ?
C8 C7 C10 C18 74.5(3) . . . . ?
N5 C7 C10 C11 -162.8(3) . . . . ?
C6 C7 C10 C11 71.6(4) . . . . ?
C8 C7 C10 C11 -42.2(4) . . . . ?
C18 C10 C11 O2 -160.3(4) . . . . ?
C7 C10 C11 O2 -38.5(5) . . . . ?
C18 C10 C11 C12 17.8(4) . . . . ?
C7 C10 C11 C12 139.6(3) . . . . ?
O2 C11 C12 C17 167.2(4) . . . . ?
C10 C11 C12 C17 -10.8(4) . . . . ?
O2 C11 C12 C13 -9.7(7) . . . . ?
C10 C11 C12 C13 172.3(4) . . . . ?
C17 C12 C13 C14 2.7(6) . . . . ?
C11 C12 C13 C14 179.3(4) . . . . ?
C12 C13 C14 C15 -0.2(6) . . . . ?
C13 C14 C15 C16 -1.2(7) . . . . ?
C14 C15 C16 C17 0.1(7) . . . . ?
C15 C16 C17 C12 2.3(6) . . . . ?
C15 C16 C17 C18 -177.4(4) . . . . ?
C13 C12 C17 C16 -3.8(6) . . . . ?
C11 C12 C17 C16 179.1(4) . . . . ?
C13 C12 C17 C18 176.0(4) . . . . ?
C11 C12 C17 C18 -1.2(4) . . . . ?
C16 C17 C18 C19 22.5(7) . . . . ?
C12 C17 C18 C19 -157.2(4) . . . . ?
C16 C17 C18 C10 -167.1(4) . . . . ?
C12 C17 C18 C10 13.2(4) . . . . ?
C7 C10 C18 C19 28.4(4) . . . . ?
C11 C10 C18 C19 152.8(3) . . . . ?
C7 C10 C18 C17 -143.1(3) . . . . ?
C11 C10 C18 C17 -18.8(4) . . . . ?
C17 C18 C19 C20 2.4(6) . . . . ?
C10 C18 C19 C20 -167.0(3) . . . . ?
C17 C18 C19 C21 174.7(3) . . . . ?
C10 C18 C19 C21 5.3(5) . . . . ?
C18 C19 C20 N2 37(6) . . . . ?
C21 C19 C20 N2 -135(6) . . . . ?
C18 C19 C21 N5 -18.7(5) . . . . ?
C20 C19 C21 N5 153.5(3) . . . . ?
C18 C19 C21 C22 159.7(3) . . . . ?
C20 C19 C21 C22 -28.1(5) . . . . ?
N5 C21 C22 C24 0.9(6) . . . . ?
C19 C21 C22 C24 -177.5(4) . . . . ?
N5 C21 C22 C23 175.5(4) . . . . ?
C19 C21 C22 C23 -2.9(6) . . . . ?
C21 C22 C23 N3 -156(7) . . . . ?
C24 C22 C23 N3 19(8) . . . . ?
C21 C22 C24 N4 99(61) . . . . ?
C23 C22 C24 N4 -76(61) . . . . ?
O1 C8 N1 C1 176.8(3) . . . . ?
C7 C8 N1 C1 -3.9(4) . . . . ?
O1 C8 N1 C9 -0.8(6) . . . . ?
C7 C8 N1 C9 178.5(3) . . . . ?
C2 C1 N1 C8 -178.1(4) . . . . ?
C6 C1 N1 C8 2.6(4) . . . . ?
C2 C1 N1 C9 -0.5(6) . . . . ?
C6 C1 N1 C9 -179.8(4) . . . . ?
C22 C21 N5 C7 176.6(3) . . . . ?
C19 C21 N5 C7 -5.0(5) . . . . ?
C6 C7 N5 C21 164.7(3) . . . . ?
C10 C7 N5 C21 37.2(4) . . . . ?
C8 C7 N5 C21 -83.8(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        29.28
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         0.263
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.046
