data_adam45 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H7 N7' _chemical_formula_sum 'C7 H7 N7' _chemical_formula_weight 189.20 _chemical_compound_source 'Synthesized by the authors. See text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P43212 _symmetry_space_group_name_hall 'P 4nw 2abw' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' 'x+1/2, -y+1/2, -z+1/4' '-x+1/2, y+1/2, -z+3/4' '-x, -y, z+1/2' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 7.8000(2) _cell_length_b 7.8000(2) _cell_length_c 13.6369(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 829.67(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used 15350 _cell_measurement_theta_min 6.54 _cell_measurement_theta_max 69.82 _exptl_crystal_description 'Block' _exptl_crystal_colour 'Colorless' _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.515 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 392 _exptl_absorpt_coefficient_mu 0.889 _exptl_absorpt_correction_Type multi-scan _exptl_absorpt_correction_T_min 0.7262 _exptl_absorpt_correction_T_max 0.9231 _exptl_absorpt_process_details 'Sadabs (Sheldrick, 2008)' _exptl_special_details ; X-ray crystallographic data for I were collected from a single crystal sample, which was mounted on a loop fiber. Data were collected using a Bruker microstar diffractometer equiped with a Platinum 135 CCD Detector, a Helios optics and a Kappa goniometer. The crystal-to-detector distance was 4.0 cm, and the data collection was carried out in 512 x 512 pixel mode. The initial unit cell parameters were determined by a least-squares fit of the angular setting of strong reflections, collected by a 10.0 degree scan in 33 frames over three different parts of the reciprocal space (99 frames total). ; _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'Helios optics' _diffrn_measurement_device_type 'Bruker Microstar' _diffrn_measurement_method '\w' _diffrn_detector_area_resol_mean 8.3 _diffrn_reflns_number 17296 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 6.54 _diffrn_reflns_theta_max 69.92 _reflns_number_total 789 _reflns_number_gt 787 _reflns_threshold_expression 'I>2\s(I)' _computing_data_collection 'APEX2 (Bruker AXS, 2009)' _computing_cell_refinement 'SAINT V7.68A(Bruker AXS, 2009)' _computing_data_reduction 'SAINT V7.68A(Bruker AXS, 2009)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.12 (Bruker AXS, 2001)' _computing_publication_material 'UdMX (Maris, 2004)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ============================================================================== Hooft / Bijvoet Analysis Space Group P43212 Wavelength 1.54178 Flack x .... 0.1 Flack (su) . 0.5 Bijvoet Pairs 282 Coverage ... 100 DiffCalcMax. 1.94 Outlier Crit 3.88 Sigma Crit.. 0.25 Select Pairs 126 Number Plus 94 Number Minus 32 Aver. Ratio 0.828 RC ......... 0.783 Normal Prob. Plot Sample Size. 264 Corr. Coeff. 0.997 Intercept .. -0.017 Slope ...... 0.629 Bayesian Statistics Type ....... Gaussian Select Pairs 264 P2(true).... 1.000 P3(true).... 1.000 P3(rac-twin) 0.2E-05 P3(false) .. 0.4E-32 G .......... 0.7747 G (su) ..... 0.1442 Hooft y .... 0.11 Hooft (su) . 0.07 ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0501P)^2^+0.1142P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), 276 Friedel Pairs' _chemical_absolute_configuration rmad _refine_ls_abs_structure_Flack 0.1(5) _refine_ls_number_reflns 789 _refine_ls_number_parameters 67 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0274 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0735 _refine_ls_wR_factor_gt 0.0735 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.000 _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 N1 N 0.68262(13) 0.68262(13) 0.0000 0.0260(3) Uani 1 2 d S . . C1 C 0.69024(15) 0.54221(14) -0.05781(8) 0.0233(3) Uani 1 1 d . . . N4 N 0.81817(14) 0.52990(14) -0.12246(8) 0.0294(3) Uani 1 1 d . . . H4A H 0.8950 0.6121 -0.1267 0.044 Uiso 1 1 calc . . . H4B H 0.8256 0.4395 -0.1609 0.044 Uiso 1 1 calc . . . N2 N 0.57758(12) 0.40949(12) -0.05523(7) 0.0240(3) Uani 1 1 d . . . C2 C 0.44048(14) 0.44048(14) 0.0000 0.0221(3) Uani 1 2 d S . . C3 C 0.30413(15) 0.30413(15) 0.0000 0.0229(3) Uani 1 2 d S . . N3 N 0.35248(12) 0.14777(13) -0.02818(8) 0.0284(3) Uani 1 1 d . . . C4 C 0.23023(17) 0.02794(16) -0.02631(10) 0.0307(3) Uani 1 1 d . . . H4 H 0.2595 -0.0862 -0.0438 0.037 Uiso 1 1 calc R . . C5 C 0.06326(15) 0.06326(15) 0.0000 0.0280(4) Uani 1 2 d S . . H5 H -0.0229 -0.0229 0.0000 0.034 Uiso 1 2 calc SR . . 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 N1 0.0264(4) 0.0264(4) 0.0250(6) -0.0003(4) 0.0003(4) -0.0037(6) C1 0.0219(5) 0.0255(6) 0.0226(5) 0.0035(4) -0.0016(4) 0.0007(5) N4 0.0266(5) 0.0303(6) 0.0312(5) -0.0025(4) 0.0062(4) -0.0039(4) N2 0.0241(5) 0.0237(5) 0.0240(5) 0.0006(4) 0.0010(4) 0.0003(3) C2 0.0227(5) 0.0227(5) 0.0210(7) 0.0016(4) -0.0016(4) 0.0020(6) C3 0.0248(5) 0.0248(5) 0.0190(7) -0.0002(4) 0.0002(4) -0.0001(6) N3 0.0268(5) 0.0266(5) 0.0319(5) -0.0046(4) 0.0005(4) -0.0006(4) C4 0.0344(7) 0.0255(6) 0.0322(6) -0.0041(5) -0.0025(5) -0.0024(5) C5 0.0306(6) 0.0306(6) 0.0228(7) 0.0021(5) -0.0021(5) -0.0089(7) _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_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N1 C1 . 7 1.3507(14) Y N1 C1 . . 1.3507(14) Y C1 N4 . . 1.3350(16) Y C1 N2 . . 1.3584(15) Y N4 H4a . . 0.8800 ? N4 H4b . . 0.8800 ? N2 C2 . . 1.3302(11) Y C2 N2 . 7 1.3302(11) Y C2 C3 . . 1.504(2) Y C3 N3 . . 1.3332(12) Y C3 N3 . 7 1.3332(12) Y N3 C4 . . 1.3355(15) Y C4 C5 . . 1.3787(16) Y C4 H4 . . 0.9500 ? C5 C4 . 7 1.3787(16) Y C5 H5 . . 0.9500 ? 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_2 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 N1 C1 7 . . 114.33(14) Y N4 C1 N1 . . . 118.47(11) Y N4 C1 N2 . . . 116.47(10) Y N1 C1 N2 . . . 125.06(11) Y C1 N4 H4A . . . 120.0 ? C1 N4 H4B . . . 120.0 ? H4A N4 H4B . . . 120.0 ? C2 N2 C1 . . . 113.34(11) Y N2 C2 N2 . . 7 127.80(15) Y N2 C2 C3 . . . 116.10(8) Y N2 C2 C3 7 . . 116.10(8) Y N3 C3 N3 . . 7 126.92(15) Y N3 C3 C2 . . . 116.54(7) Y N3 C3 C2 7 . . 116.54(7) Y C3 N3 C4 . . . 115.64(11) Y N3 C4 C5 . . . 122.66(11) Y N3 C4 H4 . . . 118.7 ? C5 C4 H4 . . . 118.7 ? C4 C5 C4 . . 7 116.44(15) Y C4 C5 H5 . . . 121.8 ? C4 C5 H5 7 . . 121.8 ? 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 N4 H4A N3 0.88 2.37 3.0464(15) 133.3 5_654 N4 H4A N2 0.88 2.51 3.2249(14) 139.2 5_654 N4 H4B N1 0.88 2.34 3.2191(13) 172.4 2_644 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 69.92 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.164 _refine_diff_density_min -0.158 _refine_diff_density_rms 0.033 #=== END OF THE CIF FILE