data_8-methyl-3-phenethyl-7-phenylpyrazolo[5,1-d][1,2,3,5]tetrazin4(
3H)-one 


_audit_creation_method SHELXL-97 
_chemical_name_systematic 
; 


8-methyl-3-phenethyl-7-phenylpyrazolo[5,1-d][1,2,3,5]tetrazin-4(3H)


one 
; 
_chemical_name_common ? 
_chemical_melting_point ? 
_chemical_formula_moiety ? 
_chemical_formula_sum 
'C19 H17 N5 O' 
_chemical_formula_weight 331.38 
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 Orthorhombic 
_symmetry_space_group_name_H-M Pca2(1) 
loop_ 
_symmetry_equiv_pos_as_xyz 
'x, y, z' 
'-x, -y, z+1/2' 
'x+1/2, -y, z' 
'-x+1/2, y, z+1/2' 
_cell_length_a 18.3430(12) 
_cell_length_b 7.2456(5) 
_cell_length_c 25.9200(16) 
_cell_angle_alpha 90.00 
_cell_angle_beta 90.00 
_cell_angle_gamma 90.00 
_cell_volume 3444.9(4) 
_cell_formula_units_Z 8 
_cell_measurement_temperature 223(2) 
_cell_measurement_reflns_used 1361 
_cell_measurement_theta_min 2.36 
_cell_measurement_theta_max 20.03 
_exptl_crystal_description NEEDLE 
_exptl_crystal_colour COLORLESS 


_exptl_crystal_size_max 
_exptl_crystal_size_mid 
_exptl_crystal_size_min 
_exptl_crystal_density_meas 
_exptl_crystal_density_diffrn 
_exptl_crystal_density_method 
_exptl_crystal_F_000 
_exptl_absorpt_coefficient_mu 
_exptl_absorpt_correction_type 
_exptl_absorpt_correction_T_min 
_exptl_absorpt_correction_T_max 
_exptl_absorpt_process_details 


_exptl_special_details 
; 


? 
; 


_diffrn_ambient_temperature 
_diffrn_radiation_wavelength 
_diffrn_radiation_type 
_diffrn_radiation_source 
_diffrn_radiation_monochromator 
_diffrn_measurement_device_type 
_diffrn_measurement_method 
_diffrn_detector_area_resol_mean 
_diffrn_standards_number 
_diffrn_standards_interval_count 
_diffrn_standards_interval_time 
_diffrn_standards_decay_% 
_diffrn_reflns_number 
_diffrn_reflns_av_R_equivalents 
_diffrn_reflns_av_sigmaI/netI 
_diffrn_reflns_limit_h_min 
_diffrn_reflns_limit_h_max 
_diffrn_reflns_limit_k_min 
_diffrn_reflns_limit_k_max 
_diffrn_reflns_limit_l_min 
_diffrn_reflns_limit_l_max 
_diffrn_reflns_theta_min 
_diffrn_reflns_theta_max 
_reflns_number_total 
_reflns_number_gt 
_reflns_threshold_expression 


_computing_data_collection 
_computing_cell_refinement 
_computing_data_reduction 
_computing_structure_solution 
_computing_structure_refinement 
_computing_molecular_graphics 
_computing_publication_material 


_refine_special_details 
; 


0.52 


0.15 


0.13 
0 
1.278 
'not measured' 
1392 
0.084 
'sadabs, (Sheldrick 2001)' 
0.9579 
0.9892 
? 
223(2) 
0.71073 
MoKα 
'fine-focus sealed tube' 
graphite 
'CCD area detector' 
'phi and omega scans' 
? 
? 
? 
? 
? 
23166 
0.0905 
0.1132 
-22 
23 
-9 
9 
-33 
31 


1.57 


27.50 
7635 
4387 
>2sigma(I) 
'Bruker SMART' 
'Bruker SMART' 
'Bruker SAINT' 
'SHELXS-97 (Sheldrick, 1990)' 
'SHELXL-97 (Sheldrick, 1997)' 
'Bruker SHELXTL' 
'Bruker SHELXTL' 


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)+(0.0460P)²+0.0000P] where 


P=(Fo^2^+2Fc^2^)/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_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881' 


_refine_ls_abs_structure_Flack -1.9(19) 
_refine_ls_number_reflns 7635 
_refine_ls_number_parameters 453 
_refine_ls_number_restraints 1 
_refine_ls_R_factor_all 0.1303 
_refine_ls_R_factor_gt 0.0660 
_refine_ls_wR_factor_ref 0.1413 
_refine_ls_wR_factor_gt 0.1200 
_refine_ls_goodness_of_fit_ref 0.972 
_refine_ls_restrained_S_all 0.972 
_refine_ls_shift/su_max 0.009 
_refine_ls_shift/su_mean 0.000 
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 

N9 N 0.74818(17) 0.0934(4) 0.94882(10) 0.0341(7) Uani 1 1 d . . . 
C22 C 0.78690(17) 0.0916(5) 0.86785(13) 0.0327(9) Uani 1 1 d . . . 
C21 C 0.72576(18) 0.0991(4) 0.89840(12) 0.0318(8) Uani 1 1 d . . . 



N10 N 0.82164(16) 0.0832(4) 0.95282(11) 0.0369(7) Uani 1 1 d . . . 
C20 C 0.7006(2) 0.1016(5) 0.98986(14) 0.0379(9) Uani 1 1 d . . . 
N8 N 0.65289(16) 0.1072(4) 0.88625(11) 0.0367(7) Uani 1 1 d . . . 
N7 N 0.60562(16) 0.1195(4) 0.92252(12) 0.0391(7) Uani 1 1 d . . . 
N6 N 0.62985(15) 0.1217(4) 0.97277(11) 0.0348(7) Uani 1 1 d . . . 
C26 C 0.8400(2) -0.0106(5) 0.78402(14) 0.0386(9) Uani 1 1 d . . . 
H26 H 0.8742 -0.0821 0.8022 0.046 Uiso 1 1 calc R . . 
C25 C 0.78898(19) 0.0928(4) 0.81106(13) 0.0338(8) Uani 1 1 d . . . 
C30 C 0.73817(17) 0.1958(5) 0.78283(13) 0.0389(8) Uani 1 1 d . . . 
H30 H 0.7035 0.2681 0.8003 0.047 Uiso 1 1 calc R . . 
O2 O 0.71796(14) 0.0921(3) 1.03497(9) 0.0466(7) Uani 1 1 d . . . 
C34 C 0.4200(2) -0.0078(5) 1.07286(15) 0.0428(9) Uani 1 1 d . . . 
H34 H 0.4011 -0.0418 1.0405 0.051 Uiso 1 1 calc R . . 
C33 C 0.49450(19) 0.0054(4) 1.07969(13) 0.0336(8) Uani 1 1 d . . . 
C23 C 0.8450(2) 0.0828(4) 0.90393(14) 0.0344(8) Uani 1 1 d . . . 
C27 C 0.8411(2) -0.0099(5) 0.73057(15) 0.0454(10) Uani 1 1 d . . . 
H27 H 0.8768 -0.0778 0.7128 0.055 Uiso 1 1 calc R . . 
C28 C 0.7898(2) 0.0908(5) 0.70337(15) 0.0448(9) Uani 1 1 d . . . 
H28 H 0.7901 0.0897 0.6671 0.054 Uiso 1 1 calc R . . 
C29 C 0.73856(19) 0.1921(5) 0.72948(13) 0.0444(10) Uani 1 1 d . . . 
H29 H 0.7034 0.2595 0.7110 0.053 Uiso 1 1 calc R . . 
C24 C 0.9255(2) 0.0768(5) 0.89434(15) 0.0469(10) Uani 1 1 d . . . 
H24A H 0.9409 -0.0504 0.8899 0.070 Uiso 1 1 calc R . . 
H24B H 0.9510 0.1305 0.9235 0.070 Uiso 1 1 calc R . . 
H24C H 0.9369 0.1463 0.8634 0.070 Uiso 1 1 calc R . . 
C32 C 0.5470(2) -0.0311(5) 1.03597(14) 0.0433(10) Uani 1 1 d . . . 
H32A H 0.5897 -0.0974 1.0492 0.052 Uiso 1 1 calc R . . 
H32B H 0.5234 -0.1095 1.0101 0.052 Uiso 1 1 calc R . . 
C31 C 0.57137(19) 0.1469(5) 1.01104(14) 0.0398(9) Uani 1 1 d . . . 
H31A H 0.5294 0.2046 0.9941 0.048 Uiso 1 1 calc R . . 
H31B H 0.5885 0.2314 1.0380 0.048 Uiso 1 1 calc R . . 
C36 C 0.3991(2) 0.0820(5) 1.16015(17) 0.0529(11) Uani 1 1 d . . . 
H36 H 0.3667 0.1086 1.1873 0.064 Uiso 1 1 calc R . . 
C35 C 0.3730(2) 0.0285(5) 1.11318(17) 0.0492(10) Uani 1 1 d . . . 
H35 H 0.3225 0.0162 1.1082 0.059 Uiso 1 1 calc R . . 
C38 C 0.5205(2) 0.0607(5) 1.12735(14) 0.0434(9) Uani 1 1 d . . . 
H38 H 0.5709 0.0740 1.1325 0.052 Uiso 1 1 calc R . . 
C37 C 0.4730(2) 0.0967(5) 1.16753(14) 0.0493(10) Uani 1 1 d . . . 
H37 H 0.4914 0.1313 1.2000 0.059 Uiso 1 1 calc R . . 
N4 N 0.50301(16) 0.4584(4) 0.59566(10) 0.0334(7) Uani 1 1 d . . . 
C3 C 0.46550(19) 0.4340(4) 0.67642(14) 0.0344(9) Uani 1 1 d . . . 
O1 O 0.53167(14) 0.4709(3) 0.50891(10) 0.0471(7) Uani 1 1 d . . . 
N1 N 0.62155(16) 0.4638(4) 0.57025(11) 0.0358(7) Uani 1 1 d . . . 
N2 N 0.64589(16) 0.4550(4) 0.62066(12) 0.0408(7) Uani 1 1 d . . . 
N5 N 0.42942(16) 0.4542(4) 0.59190(11) 0.0391(8) Uani 1 1 d . . . 
N3 N 0.59975(17) 0.4452(4) 0.65744(11) 0.0395(8) Uani 1 1 d . . . 
C7 C 0.4134(2) 0.5166(5) 0.76251(15) 0.0422(9) Uani 1 1 d . . . 
H7 H 0.3779 0.5892 0.7460 0.051 Uiso 1 1 calc R . . 
C1 C 0.5499(2) 0.4653(5) 0.55352(15) 0.0368(9) Uani 1 1 d . . . 
C2 C 0.52680(19) 0.4444(4) 0.64569(13) 0.0333(8) Uani 1 1 d . . . 
C12 C 0.6792(2) 0.4607(5) 0.53146(14) 0.0407(9) Uani 1 1 d . . . 
H12A H 0.6638 0.3818 0.5027 0.049 Uiso 1 1 calc R . . 
H12B H 0.7230 0.4057 0.5467 0.049 Uiso 1 1 calc R . . 
C14 C 0.7512(2) 0.6347(4) 0.46602(14) 0.0378(9) Uani 1 1 d . . . 
C4 C 0.40647(19) 0.4409(5) 0.64062(14) 0.0356(8) Uani 1 1 d . . . 
C15 C 0.7261(2) 0.6344(5) 0.41605(14) 0.0444(9) Uani 1 1 d . . . 
H15 H 0.6757 0.6437 0.4098 0.053 Uiso 1 1 calc R . . 



C5 C 0.3265(2) 0.4287(6) 0.65013(16) 0.0510(11) Uani 1 1 d . . . 
H5A H 0.3057 0.3332 0.6284 0.077 Uiso 1 1 calc R . . 
H5B H 0.3039 0.5463 0.6421 0.077 Uiso 1 1 calc R . . 
H5C H 0.3178 0.3988 0.6861 0.077 Uiso 1 1 calc R . . 
C9 C 0.4656(2) 0.4002(5) 0.84054(14) 0.0479(10) Uani 1 1 d . . . 
H9 H 0.4661 0.3935 0.8768 0.057 Uiso 1 1 calc R . . 
C19 C 0.8253(2) 0.6146(5) 0.47432(16) 0.0474(10) Uani 1 1 d . . . 
H19 H 0.8432 0.6099 0.5083 0.057 Uiso 1 1 calc R . . 
C6 C 0.46445(18) 0.4216(4) 0.73336(13) 0.0321(8) Uani 1 1 d . . . 
C18 C 0.8731(2) 0.6015(5) 0.43333(18) 0.0531(11) Uani 1 1 d . . . 
H18 H 0.9234 0.5911 0.4396 0.064 Uiso 1 1 calc R . . 
C11 C 0.51602(17) 0.3130(5) 0.75870(13) 0.0406(8) Uani 1 1 d . . . 
H11 H 0.5504 0.2455 0.7396 0.049 Uiso 1 1 calc R . . 
C10 C 0.51637(19) 0.3051(5) 0.81215(14) 0.0449(9) Uani 1 1 d . . . 
H10 H 0.5518 0.2337 0.8291 0.054 Uiso 1 1 calc R . . 
C8 C 0.4144(2) 0.5049(5) 0.81571(16) 0.0467(10) Uani 1 1 d . . . 
H8 H 0.3794 0.5697 0.8351 0.056 Uiso 1 1 calc R . . 
C13 C 0.6982(2) 0.6506(5) 0.51054(15) 0.0466(10) Uani 1 1 d . . . 
H13A H 0.6537 0.7128 0.4989 0.056 Uiso 1 1 calc R . . 
H13B H 0.7201 0.7253 0.5380 0.056 Uiso 1 1 calc R . . 
C16 C 0.7737(2) 0.6206(6) 0.37490(15) 0.0531(11) Uani 1 1 d . . . 
H16 H 0.7557 0.6229 0.3410 0.064 Uiso 1 1 calc R . . 
C17 C 0.8477(2) 0.6035(6) 0.38337(17) 0.0552(11) Uani 1 1 d . . . 
H17 H 0.8802 0.5934 0.3555 0.066 Uiso 1 1 calc R . . 


loop_ 
_atom_site_aniso_label 
_atom_site_aniso_U_11 
_atom_site_aniso_U_22 
_atom_site_aniso_U_33 
_atom_site_aniso_U_23 
_atom_site_aniso_U_13 
_atom_site_aniso_U_12 


N9 0.0353(18) 0.0362(17) 0.0306(16) -0.0006(12) -0.0060(14) -0.0001(13) 
C22 0.032(2) 0.027(2) 0.039(2) 0.0025(15) -0.0016(16) 0.0014(15) 
C21 0.035(2) 0.0272(19) 0.033(2) 0.0015(14) -0.0050(16) 0.0023(15) 
N10 0.0350(19) 0.0334(17) 0.042(2) -0.0015(13) -0.0085(14) 0.0018(13) 
C20 0.045(3) 0.028(2) 0.040(2) -0.0007(15) -0.0025(19) -0.0042(16) 
N8 0.0347(18) 0.0385(18) 0.0368(17) 0.0013(13) -0.0036(15) 0.0025(13) 
N7 0.0405(19) 0.0372(17) 0.0394(18) 0.0024(14) -0.0019(16) -0.0001(14) 
N6 0.0370(18) 0.0337(17) 0.0337(17) 0.0009(13) 0.0022(15) 0.0013(12) 
C26 0.038(2) 0.041(2) 0.037(2) 0.0010(17) -0.0023(18) 0.0073(16) 
C25 0.036(2) 0.030(2) 0.036(2) 0.0006(16) -0.0040(16) -0.0009(15) 
C30 0.034(2) 0.041(2) 0.041(2) 0.0005(18) -0.0032(16) 0.0023(16) 
O2 0.0529(18) 0.0540(18) 0.0330(17) 0.0015(12) -0.0055(13) -0.0061(12) 
C34 0.050(3) 0.036(2) 0.042(2) 0.0059(18) -0.007(2) -0.0012(17) 
C33 0.040(2) 0.0251(18) 0.036(2) 0.0044(15) -0.0024(17) -0.0032(14) 
C23 0.038(2) 0.0273(19) 0.038(2) -0.0008(15) -0.0041(17) 0.0022(16) 
C27 0.044(3) 0.050(3) 0.042(2) -0.0035(18) 0.0063(19) 0.0045(18) 
C28 0.048(3) 0.056(2) 0.031(2) 0.0011(18) -0.0033(19) -0.0086(19) 
C29 0.032(2) 0.060(3) 0.041(2) 0.008(2) -0.0108(17) -0.0009(18) 
C24 0.037(2) 0.058(3) 0.046(3) 0.0059(19) -0.0080(18) 0.0040(18) 
C32 0.049(3) 0.038(2) 0.043(2) 0.0008(17) 0.0046(19) -0.0029(17) 
C31 0.045(2) 0.033(2) 0.041(2) -0.0003(17) 0.0073(18) 0.0048(16) 
C36 0.058(3) 0.044(2) 0.057(3) 0.005(2) 0.020(2) -0.003(2) 
C35 0.039(2) 0.047(3) 0.061(3) 0.005(2) 0.001(2) -0.0024(18) 
C38 0.046(2) 0.043(2) 0.041(2) 0.0070(17) -0.0079(19) -0.0065(18) 



C37 0.072(3) 0.042(2) 0.034(2) 0.0018(17) 0.004(2) -0.011(2) 
N4 0.0291(17) 0.0348(17) 0.0363(17) 0.0013(13) -0.0045(14) 0.0049(12) 
C3 0.034(2) 0.029(2) 0.040(2) -0.0007(16) -0.0094(16) 0.0043(15) 
O1 0.0528(18) 0.0539(18) 0.0347(16) 0.0009(13) -0.0048(13) 0.0055(13) 
N1 0.0397(18) 0.0281(17) 0.0397(18) 0.0004(13) -0.0004(15) 0.0012(13) 
N2 0.0425(19) 0.0391(18) 0.0407(19) 0.0014(14) -0.0082(17) -0.0010(14) 
N5 0.0348(19) 0.0411(18) 0.042(2) 0.0005(14) -0.0097(15) 0.0066(14) 
N3 0.0345(19) 0.0429(19) 0.0411(18) 0.0044(14) -0.0071(15) -0.0007(13) 
C7 0.047(2) 0.034(2) 0.046(2) 0.0020(17) -0.0086(19) 0.0010(16) 
C1 0.042(2) 0.027(2) 0.041(2) -0.0016(16) -0.0043(19) 0.0055(15) 
C2 0.035(2) 0.0265(19) 0.039(2) -0.0004(15) -0.0097(17) 0.0026(14) 
C12 0.043(2) 0.036(2) 0.043(2) -0.0055(17) -0.0030(18) 0.0073(16) 
C14 0.045(2) 0.0269(19) 0.042(2) -0.0024(16) 0.001(2) -0.0006(15) 
C4 0.036(2) 0.032(2) 0.039(2) 0.0010(16) -0.0088(17) 0.0033(15) 
C15 0.043(2) 0.041(2) 0.050(2) -0.0037(18) -0.001(2) -0.0002(17) 
C5 0.036(2) 0.059(3) 0.058(3) -0.001(2) -0.011(2) 0.0029(18) 
C9 0.056(3) 0.053(3) 0.034(2) 0.0066(18) -0.005(2) -0.013(2) 
C19 0.052(3) 0.046(2) 0.044(2) -0.0033(18) -0.012(2) -0.0042(18) 
C6 0.031(2) 0.031(2) 0.034(2) -0.0001(15) -0.0059(16) -0.0023(15) 
C18 0.037(3) 0.048(3) 0.074(3) -0.002(2) 0.003(2) -0.0036(19) 
C11 0.034(2) 0.046(2) 0.042(2) 0.0026(18) -0.0045(17) 0.0016(16) 
C10 0.039(2) 0.052(3) 0.044(2) 0.0103(19) -0.0141(17) -0.0045(18) 
C8 0.049(3) 0.046(3) 0.045(3) -0.0023(19) 0.003(2) 0.0024(18) 
C13 0.055(3) 0.033(2) 0.052(2) -0.0070(19) 0.005(2) 0.0019(17) 
C16 0.068(3) 0.049(3) 0.041(2) -0.0027(18) -0.002(2) 0.009(2) 
C17 0.065(3) 0.045(3) 0.056(3) -0.005(2) 0.015(2) 0.001(2) 


_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 


N9 N10 1.353(4) . ? 
N9 C21 1.371(4) . ? 
N9 C20 1.377(4) . ? 
C22 C21 1.374(5) . ? 
C22 C23 1.419(5) . ? 
C22 C25 1.473(5) . ? 
C21 N8 1.374(4) . ? 
N10 C23 1.338(4) . ? 



C20 O2 1.214(4) . ? 
C20 N6 1.379(4) . ? 
N8 N7 1.282(4) . ? 
N7 N6 1.376(4) . ? 
N6 C31 1.472(4) . ? 
C26 C27 1.386(5) . ? 
C26 C25 1.388(5) . ? 
C25 C30 1.400(4) . ? 
C30 C29 1.383(4) . ? 
C34 C35 1.380(5) . ? 
C34 C33 1.382(5) . ? 
C33 C38 1.383(5) . ? 
C33 C32 1.511(5) . ? 
C23 C24 1.498(5) . ? 
C27 C28 1.384(5) . ? 
C28 C29 1.372(5) . ? 
C32 C31 1.510(5) . ? 
C36 C35 1.364(6) . ? 
C36 C37 1.374(6) . ? 
C38 C37 1.382(5) . ? 
N4 N5 1.354(4) . ? 
N4 C2 1.372(4) . ? 
N4 C1 1.391(4) . ? 
C3 C2 1.380(5) . ? 
C3 C4 1.427(5) . ? 
C3 C6 1.479(5) . ? 
O1 C1 1.204(4) . ? 
N1 N2 1.382(4) . ? 
N1 C1 1.385(4) . ? 
N1 C12 1.459(4) . ? 
N2 N3 1.277(4) . ? 
N5 C4 1.335(4) . ? 
N3 C2 1.372(4) . ? 
C7 C8 1.382(5) . ? 
C7 C6 1.387(5) . ? 
C12 C13 1.520(5) . ? 
C14 C15 1.374(5) . ? 
C14 C19 1.384(5) . ? 
C14 C13 1.513(5) . ? 
C4 C5 1.490(5) . ? 
C15 C16 1.383(5) . ? 
C9 C8 1.369(6) . ? 
C9 C10 1.372(5) . ? 
C19 C18 1.381(6) . ? 
C6 C11 1.395(4) . ? 
C18 C17 1.376(6) . ? 
C11 C10 1.387(4) . ? 
C16 C17 1.380(5) . ? 


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 



N10 N9 C21 111.9(3) . . ? 
N10 N9 C20 125.0(3) . . ? 
C21 N9 C20 123.0(3) . . ? 
C21 C22 C23 103.6(3) . . ? 
C21 C22 C25 126.7(3) . . ? 
C23 C22 C25 129.8(3) . . ? 
N9 C21 C22 107.7(3) . . ? 
N9 C21 N8 120.8(3) . . ? 
C22 C21 N8 131.6(3) . . ? 
C23 N10 N9 104.3(3) . . ? 
O2 C20 N9 125.1(3) . . ? 
O2 C20 N6 124.2(3) . . ? 
N9 C20 N6 110.6(3) . . ? 
N7 N8 C21 119.5(3) . . ? 
N8 N7 N6 118.4(3) . . ? 
N7 N6 C20 127.4(3) . . ? 
N7 N6 C31 113.8(3) . . ? 
C20 N6 C31 118.8(3) . . ? 
C27 C26 C25 120.9(3) . . ? 
C26 C25 C30 118.2(3) . . ? 
C26 C25 C22 121.3(3) . . ? 
C30 C25 C22 120.5(3) . . ? 
C29 C30 C25 120.6(3) . . ? 
C35 C34 C33 120.5(4) . . ? 
C34 C33 C38 118.4(3) . . ? 
C34 C33 C32 121.5(3) . . ? 
C38 C33 C32 120.1(3) . . ? 
N10 C23 C22 112.6(3) . . ? 
N10 C23 C24 118.2(3) . . ? 
C22 C23 C24 129.2(3) . . ? 
C28 C27 C26 120.1(4) . . ? 
C29 C28 C27 119.8(4) . . ? 
C28 C29 C30 120.5(3) . . ? 
C31 C32 C33 111.1(3) . . ? 
N6 C31 C32 113.4(3) . . ? 
C35 C36 C37 119.5(4) . . ? 
C36 C35 C34 120.8(4) . . ? 
C37 C38 C33 120.7(4) . . ? 
C36 C37 C38 120.1(4) . . ? 
N5 N4 C2 112.6(3) . . ? 
N5 N4 C1 124.1(3) . . ? 
C2 N4 C1 123.3(3) . . ? 
C2 C3 C4 103.9(3) . . ? 
C2 C3 C6 126.1(3) . . ? 
C4 C3 C6 129.9(3) . . ? 
N2 N1 C1 127.1(3) . . ? 
N2 N1 C12 114.6(3) . . ? 
C1 N1 C12 118.2(3) . . ? 
N3 N2 N1 119.6(3) . . ? 
C4 N5 N4 104.4(3) . . ? 
N2 N3 C2 118.7(3) . . ? 
C8 C7 C6 120.3(4) . . ? 
O1 C1 N1 124.3(3) . . ? 
O1 C1 N4 125.7(3) . . ? 
N1 C1 N4 109.9(3) . . ? 
N4 C2 N3 121.3(3) . . ? 
N4 C2 C3 106.9(3) . . ? 



N3 C2 C3 131.8(3) . . ? 
N1 C12 C13 113.5(3) . . ? 
C15 C14 C19 118.4(4) . . ? 
C15 C14 C13 120.3(3) . . ? 
C19 C14 C13 121.3(3) . . ? 
N5 C4 C3 112.2(3) . . ? 
N5 C4 C5 118.1(3) . . ? 
C3 C4 C5 129.6(3) . . ? 
C14 C15 C16 121.0(4) . . ? 
C8 C9 C10 119.5(4) . . ? 
C18 C19 C14 120.8(4) . . ? 
C7 C6 C11 118.8(3) . . ? 
C7 C6 C3 121.5(3) . . ? 
C11 C6 C3 119.7(3) . . ? 
C17 C18 C19 120.5(4) . . ? 
C10 C11 C6 119.8(3) . . ? 
C9 C10 C11 120.8(3) . . ? 
C9 C8 C7 120.8(4) . . ? 
C14 C13 C12 110.5(3) . . ? 
C17 C16 C15 120.3(4) . . ? 
C18 C17 C16 118.9(4) . . ? 
_diffrn_measured_fraction_theta_max 1.000 
_diffrn_reflns_theta_full 27.50 
_diffrn_measured_fraction_theta_full 1.000 
_refine_diff_density_max 0.204 
_refine_diff_density_min -0.188 
_refine_diff_density_rms 0.043 


