 

data_data 

 

_audit_creation_method            SHELXL 

_chemical_name_systematic 

; 

 ? 

; 

_chemical_name_common             ? 

_chemical_formula_moiety          ? 

_chemical_formula_structural      ? 

_chemical_formula_analytical      ? 

_chemical_formula_sum             'C7 H9 N5' 

_chemical_formula_weight          163.19 

_chemical_melting_point           ? 

_chemical_compound_source         ? 

 

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' 

 

_symmetry_cell_setting            'monoclinic' 

_symmetry_space_group_name_H-M    'P21/c'

 

loop_ 

 _symmetry_equiv_pos_as_xyz 

 'x, y, z' 

 '-x, y+1/2, -z+1/2' 

 '-x, -y, -z' 

 'x, -y-1/2, z-1/2' 

 

_cell_length_a                    8.712(1) 

_cell_length_b                    12.524(2) 

_cell_length_c                    8.438(1) 

_cell_angle_alpha                 90.00 

_cell_angle_beta                  117.2(1) 

_cell_angle_gamma                 90.00 

_cell_volume                      818.9(2) 

_cell_formula_units_Z             4 

_cell_measurement_temperature     293(2) 

_cell_measurement_reflns_used     ? 

_cell_measurement_theta_min       ? 

_cell_measurement_theta_max       ? 

 

_exptl_crystal_description        needles 

_exptl_crystal_colour             'colorless'

_exptl_crystal_size_max           0.35

_exptl_crystal_size_mid           0.3

_exptl_crystal_size_min           0.3

_exptl_crystal_density_meas       ? 

_exptl_crystal_density_diffrn     1.324 

_exptl_crystal_density_method     ? 

_exptl_crystal_F_000              344 

_exptl_absorpt_coefficient_mu     0.090 

_exptl_absorpt_correction_type    ? 

_exptl_absorpt_correction_T_min   ? 

_exptl_absorpt_correction_T_max   ? 

 

_exptl_special_details 

; 

 ? 

; 

 

_diffrn_ambient_temperature       293(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        ? 

_diffrn_measurement_method        ? 

_diffrn_standards_number          ? 

_diffrn_standards_interval_count  ? 

_diffrn_standards_interval_time   ? 

_diffrn_standards_decay_%         ? 

_diffrn_reflns_number             3310 

_diffrn_reflns_av_R_equivalents   0.1005 

_diffrn_reflns_av_sigmaI/netI     0.0936 

_diffrn_reflns_limit_h_min        -9 

_diffrn_reflns_limit_h_max        9 

_diffrn_reflns_limit_k_min        -13 

_diffrn_reflns_limit_k_max        13 

_diffrn_reflns_limit_l_min        -9 

_diffrn_reflns_limit_l_max        9 

_diffrn_reflns_theta_min          2.63 

_diffrn_reflns_theta_max          23.32 

_reflns_number_total              1175 

_reflns_number_observed           750 

_reflns_observed_criterion        >2sigma(I) 

 

_computing_data_collection        ? 

_computing_cell_refinement        ? 

_computing_data_reduction         ? 

_computing_structure_solution     'SHELXS-86 (Sheldrick, 1990)' 

_computing_structure_refinement   'SHELXL-93 (Sheldrick, 1993)' 

_computing_molecular_graphics     ? 

_computing_publication_material   ? 

 

_refine_special_details 

; 

 Refinement on F² for ALL reflections except for 16 with very negative F² 

 or 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 w=1/[\s^2^(Fo^2^)+(0.0628P)^2^+0.3804P] 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     ? 

_refine_ls_extinction_method      SHELXL 

_refine_ls_extinction_coef        0.0281(80) 

_refine_ls_extinction_expression 

 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 

_refine_ls_number_reflns          1159 

_refine_ls_number_parameters      146 

_refine_ls_number_restraints      0 

_refine_ls_R_factor_all           0.1171 

_refine_ls_R_factor_obs           0.0665 

_refine_ls_wR_factor_all          0.1785 

_refine_ls_wR_factor_obs          0.1423 

_refine_ls_goodness_of_fit_all    1.136 

_refine_ls_goodness_of_fit_obs    1.230 

_refine_ls_restrained_S_all       1.189 

_refine_ls_restrained_S_obs       1.230 

_refine_ls_shift/esd_max          0.001 

_refine_ls_shift/esd_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_thermal_displace_type 

 _atom_site_occupancy 

 _atom_site_calc_flag 

 _atom_site_refinement_flags 

 _atom_site_disorder_group 

N19 N 0.6612(5) 0.7413(3) 0.1548(5) 0.0523(10) Uani 1 d . . 

C19 C 0.6846(5) 0.8432(3) 0.1298(5) 0.0450(10) Uani 1 d . . 

N16 N 0.7412(5) 1.0575(2) 0.0586(4) 0.0599(11) Uani 1 d . . 

C13 C 0.6921(5) 0.9271(3) 0.2453(5) 0.0458(11) Uani 1 d . . 

N15 N 0.7149(5) 1.0956(2) 0.3275(4) 0.0552(10) Uani 1 d . . 

N12 N 0.6710(5) 0.9294(2) 0.3986(4) 0.0582(11) Uani 1 d . . 

C14 C 0.7215(5) 1.0286(3) 0.2016(5) 0.0476(11) Uani 1 d . . 

N18 N 0.7018(4) 0.8703(2) -0.0159(4) 0.0510(10) Uani 1 d . . 

C12 C 0.7339(7) 1.2127(3) 0.3333(7) 0.0617(13) Uani 1 d . . 

C17 C 0.7298(6) 0.9724(3) -0.0395(6) 0.0613(13) Uani 1 d . . 

C11 C 0.6864(6) 1.0313(3) 0.4404(6) 0.0645(14) Uani 1 d . . 

C22 C 0.9171(10) 1.2435(7) 0.3876(13) 0.097(2) Uani 1 d . . 

H17 H 0.7438(46) 0.9884(29) -0.1401(54) 0.057(11) Uiso 1 d . . 

H22B H 0.9572(63) 1.2192(40) 0.3133(67) 0.092(19) Uiso 1 d . . 

H12B H 0.6842(48) 1.2479(29) 0.4229(53) 0.067(12) Uiso 1 d . . 

H19B H 0.6541(42) 0.7180(26) 0.2523(51) 0.041(10) Uiso 1 d . . 

H19A H 0.6692(42) 0.6849(29) 0.0765(48) 0.051(11) Uiso 1 d . . 

H22B H 0.9691(87) 1.2038(52) 0.4942(94) 0.145(34) Uiso 1 d . . 

H11 H 0.6744(47) 1.0630(28) 0.5447(53) 0.062(12) Uiso 1 d . . 

H22A H 0.9229(96) 1.3149(64) 0.3932(95) 0.181(37) Uiso 1 d . . 

H12A H 0.6688(57) 1.2486(32) 0.2076(69) 0.085(15) Uiso 1 d . . 

 

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 

N19 0.091(3) 0.034(2) 0.045(2) 0.001(2) 0.042(2) -0.001(2) 

C19 0.056(3) 0.044(3) 0.036(2) 0.003(2) 0.022(2) 0.005(2) 

N16 0.101(3) 0.038(2) 0.055(2) 0.000(2) 0.048(2) -0.003(2) 

C13 0.071(3) 0.037(2) 0.037(2) 0.002(2) 0.031(2) 0.000(2) 

N15 0.083(3) 0.038(2) 0.050(2) -0.003(2) 0.035(2) -0.001(2) 

N12 0.097(3) 0.039(2) 0.051(2) -0.002(2) 0.045(2) -0.001(2) 

C14 0.068(3) 0.040(2) 0.044(2) -0.003(2) 0.033(2) 0.000(2) 

N18 0.078(3) 0.039(2) 0.045(2) 0.002(2) 0.036(2) 0.003(2) 

C12 0.080(4) 0.042(3) 0.068(3) -0.009(2) 0.038(3) -0.001(2) 

C17 0.096(4) 0.051(3) 0.052(3) 0.009(2) 0.047(3) 0.004(2) 

C11 0.109(4) 0.045(3) 0.052(3) -0.002(2) 0.048(3) -0.003(2) 

C22 0.093(5) 0.091(5) 0.119(7) -0.032(5) 0.059(5) -0.020(4) 

 

_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 

N19 C19 1.325(5) . ? 

N19 H19B 0.90(4) . ? 

N19 H19A 0.99(4) . ? 

C19 N18 1.348(4) . ? 

C19 C13 1.414(5) . ? 

N16 C17 1.325(5) . ? 

N16 C14 1.344(5) . ? 

C13 C14 1.380(5) . ? 

C13 N12 1.388(4) . ? 

N15 C11 1.355(5) . ? 

N15 C14 1.375(4) . ? 

N15 C12 1.475(5) . ? 

N12 C11 1.313(5) . ? 

N18 C17 1.334(5) . ? 

C12 C22 1.496(8) . ? 

C12 H12B 1.12(4) . ? 

C12 H12A 1.05(5) . ? 

C17 H17 0.93(4) . ? 

C11 H11 1.01(4) . ? 

C22 H22B 0.90(5) . ? 

C22 H22B 0.94(6) . ? 

C22 H22A 0.90(8) . ? 

 

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 

C19 N19 H19B 122.5(22) . . ? 

C19 N19 H19A 121.2(20) . . ? 

H19B N19 H19A 115.7(29) . . ? 

N19 C19 N18 118.5(3) . . ? 

N19 C19 C13 124.6(3) . . ? 

N18 C19 C13 116.9(3) . . ? 

C17 N16 C14 109.9(3) . . ? 

C14 C13 N12 110.4(3) . . ? 

C14 C13 C19 117.1(3) . . ? 

N12 C13 C19 132.4(3) . . ? 

C11 N15 C14 105.4(3) . . ? 

C11 N15 C12 128.5(4) . . ? 

C14 N15 C12 126.1(4) . . ? 

C11 N12 C13 103.3(3) . . ? 

N16 C14 N15 126.6(3) . . ? 

N16 C14 C13 127.2(3) . . ? 

N15 C14 C13 106.1(3) . . ? 

C17 N18 C19 118.8(3) . . ? 

N15 C12 C22 110.7(5) . . ? 

N15 C12 H12B 110.0(19) . . ? 

C22 C12 H12B 112.3(20) . . ? 

N15 C12 H12A 113.1(23) . . ? 

C22 C12 H12A 102.0(25) . . ? 

H12B C12 H12A 108.5(31) . . ? 

N16 C17 N18 130.1(4) . . ? 

N16 C17 H17 113.1(23) . . ? 

N18 C17 H17 116.8(23) . . ? 

N12 C11 N15 114.7(4) . . ? 

N12 C11 H11 125.1(21) . . ? 

N15 C11 H11 120.2(21) . . ? 

C12 C22 H22B 113.5(33) . . ? 

C12 C22 H22B 97.8(44) . . ? 

H22B C22 H22B 108.4(54) . . ? 

C12 C22 H22A 107.5(51) . . ? 

H22B C22 H22A 110.2(58) . . ? 

H22B C22 H22A 119.0(65) . . ? 

 

_refine_diff_density_max    0.274 

_refine_diff_density_min   -0.165 

_refine_diff_density_rms    0.046 

