#------------------------------------------------------------------------------ #$Date: 2012-02-03 17:16:24 +0000 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/88/2008818.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2008818 loop_ _publ_author_name 'Surdykowski, Andrzej' 'Sz\/lyk, Edward' 'Larsen, Sine' _publ_section_title ; 5,7-Diphenyl[1,2,4]triazolo[1,5-a]pyrimidine at 122K ; _journal_issue 8 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1337 _journal_page_last 1339 _journal_volume 55 _journal_year 1999 _chemical_formula_analytical 'C17 H12 N4' _chemical_formula_moiety 'C17 H12 N4' _chemical_formula_sum 'C17 H12 N4' _chemical_formula_weight 272.31 _chemical_name_systematic ' 5,7-diphenyl[1,2,4]triazolo[1,5-a]pyrimidine' _space_group_IT_number 19 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_Hall 'P 2ac 2ab' _symmetry_space_group_name_H-M 'P 21 21 21' _audit_creation_method 'SHELXL and manual editing' _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.8427(12) _cell_length_b 10.2644(13) _cell_length_c 16.961(2) _cell_measurement_reflns_used 20 _cell_measurement_temperature 122(2) _cell_measurement_theta_max 47 _cell_measurement_theta_min 39 _cell_volume 1365.4(3) _computing_cell_refinement 'CAD-4 Express' _computing_data_collection 'CAD-4 Express (Enraf-Nonius, 1992) ' _computing_data_reduction 'DREADD (Blessing, 1987)' _computing_molecular_graphics 'ORTEPII (Johnson,1976)' _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 122(2) _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \w--2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0285 _diffrn_reflns_av_sigmaI/netI 0.0121 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 2931 _diffrn_reflns_theta_max 74.92 _diffrn_reflns_theta_min 5.04 _diffrn_standards_decay_% none _diffrn_standards_interval_time 166.7 _diffrn_standards_number 6 _exptl_absorpt_coefficient_mu 0.653 _exptl_absorpt_correction_type none _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description 'elongated prism' _exptl_crystal_F_000 568 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.162 _refine_diff_density_min -0.153 _refine_ls_abs_structure_details 'Flack (1983)' _refine_ls_abs_structure_Flack -0.2(3) _refine_ls_extinction_coef 0.0084(6) _refine_ls_extinction_method 'SHELXL93 (Sheldrick, 1993)' _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 239 _refine_ls_number_reflns 2630 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.020 _refine_ls_R_factor_all 0.0315 _refine_ls_R_factor_gt 0.0311 _refine_ls_shift/su_max 0.034 _refine_ls_shift/su_mean 0.005 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0548P)^2^+0.2478P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref 0.0809 _reflns_number_observed 2586 _reflns_number_total 2630 _reflns_observed_criterion I>2\s(I) _[local]_cod_data_source_file os1048.cif _[local]_cod_data_source_block phenaza _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value 'not measured' was changed to '?' - the value is undefined or not given. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2008818 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 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 -0.09598(14) -0.00579(10) -0.01856(7) 0.0232(2) Uani d . 1 . . N N4 0.27739(14) -0.11291(10) -0.11457(6) 0.0217(2) Uani d . 1 . . N N8 0.04335(13) 0.01210(9) -0.06529(6) 0.0193(2) Uani d . 1 . . N C6 0.25167(17) 0.11874(12) -0.13728(7) 0.0215(3) Uani d . 1 . . C N3 0.04931(14) -0.19742(10) -0.03465(7) 0.0247(3) Uani d . 1 . . N C3A 0.13076(16) -0.10364(11) -0.07403(7) 0.0208(3) Uani d . 1 . . C C76 0.07171(18) 0.35958(12) -0.05933(8) 0.0237(3) Uani d . 1 . . C C5 0.33779(16) -0.00309(12) -0.14500(7) 0.0207(3) Uani d . 1 . . C C72 -0.17340(19) 0.24685(13) -0.11193(8) 0.0267(3) Uani d . 1 . . C C7 0.10032(17) 0.12690(11) -0.09727(7) 0.0199(3) Uani d . 1 . . C C74 -0.1893(2) 0.47624(13) -0.08302(8) 0.0303(3) Uani d . 1 . . C C56 0.55060(18) 0.07310(13) -0.24633(8) 0.0275(3) Uani d . 1 . . C C71 -0.00338(17) 0.24630(11) -0.08797(7) 0.0202(3) Uani d . 1 . . C C54 0.8231(2) -0.03325(16) -0.25842(8) 0.0323(3) Uani d . 1 . . C C51 0.50457(17) -0.01249(12) -0.18606(7) 0.0224(3) Uani d . 1 . . C C2 -0.08428(18) -0.13270(13) -0.00293(8) 0.0251(3) Uani d . 1 . . C C52 0.61896(17) -0.10997(13) -0.16286(8) 0.0248(3) Uani d . 1 . . C C55 0.7099(2) 0.06247(15) -0.28242(8) 0.0325(3) Uani d . 1 . . C C53 0.77735(18) -0.11984(14) -0.19909(8) 0.0283(3) Uani d . 1 . . C C75 -0.0225(2) 0.47417(12) -0.05588(8) 0.0291(3) Uani d . 1 . . C C73 -0.2650(2) 0.36267(14) -0.11063(8) 0.0310(3) Uani d . 1 . . C H6 0.298(2) 0.1962(16) -0.1623(9) 0.024(4) Uiso d . 1 . . H H53 0.855(2) -0.1881(15) -0.1818(9) 0.024(4) Uiso d . 1 . . H H2 -0.172(2) -0.1759(16) 0.0297(10) 0.032(4) Uiso d . 1 . . H H52 0.583(2) -0.1754(16) -0.1204(10) 0.031(4) Uiso d . 1 . . H H74 -0.253(2) 0.5591(17) -0.0820(10) 0.037(4) Uiso d . 1 . . H H72 -0.226(2) 0.1635(17) -0.1313(10) 0.035(5) Uiso d . 1 . . H H54 0.940(2) -0.0394(19) -0.2841(12) 0.047(5) Uiso d . 1 . . H H73 -0.385(3) 0.364(2) -0.1322(12) 0.052(6) Uiso d . 1 . . H H55 0.737(2) 0.1263(18) -0.3246(11) 0.040(5) Uiso d . 1 . . H H56 0.470(2) 0.1438(17) -0.2639(10) 0.030(4) Uiso d . 1 . . H H75 0.032(2) 0.5517(18) -0.0359(11) 0.038(5) Uiso d . 1 . . H H76 0.186(3) 0.3610(18) -0.0400(11) 0.041(5) Uiso d . 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 N1 0.0202(6) 0.0187(5) 0.0307(5) -0.0001(4) 0.0028(4) 0.0014(4) N4 0.0206(6) 0.0169(5) 0.0275(5) 0.0006(4) -0.0025(4) -0.0003(4) N8 0.0183(5) 0.0139(4) 0.0257(5) 0.0003(4) -0.0009(4) 0.0006(4) C6 0.0223(6) 0.0165(5) 0.0257(6) -0.0015(5) -0.0017(5) 0.0019(5) N3 0.0221(6) 0.0165(5) 0.0355(6) -0.0017(4) -0.0014(5) 0.0021(4) C3A 0.0217(6) 0.0149(5) 0.0259(6) -0.0002(5) -0.0039(5) -0.0002(4) C76 0.0293(7) 0.0170(5) 0.0248(6) -0.0030(5) 0.0019(5) 0.0003(4) C5 0.0219(6) 0.0181(6) 0.0221(5) -0.0004(5) -0.0033(5) -0.0004(5) C72 0.0264(7) 0.0207(6) 0.0330(7) 0.0017(5) -0.0047(6) -0.0014(5) C7 0.0235(6) 0.0136(5) 0.0227(6) -0.0017(5) -0.0054(5) 0.0011(4) C74 0.0409(8) 0.0194(6) 0.0305(7) 0.0100(6) 0.0115(6) 0.0045(5) C56 0.0286(7) 0.0289(6) 0.0249(6) 0.0003(6) 0.0004(6) 0.0007(5) C71 0.0239(7) 0.0150(5) 0.0218(5) 0.0005(5) 0.0000(5) 0.0011(4) C54 0.0262(7) 0.0436(8) 0.0272(6) -0.0030(6) 0.0049(6) -0.0096(6) C51 0.0225(6) 0.0213(6) 0.0235(6) -0.0009(5) -0.0009(5) -0.0040(5) C2 0.0230(7) 0.0192(6) 0.0330(6) -0.0025(5) 0.0011(5) 0.0029(5) C52 0.0241(7) 0.0230(6) 0.0272(6) 0.0006(5) -0.0002(5) -0.0023(5) C55 0.0343(8) 0.0388(8) 0.0243(6) -0.0038(7) 0.0053(6) 0.0006(6) C53 0.0246(7) 0.0301(7) 0.0304(6) 0.0027(6) -0.0008(5) -0.0070(5) C75 0.0412(8) 0.0171(6) 0.0289(6) -0.0016(5) 0.0090(6) -0.0026(5) C73 0.0291(8) 0.0289(7) 0.0350(7) 0.0086(6) -0.0002(6) 0.0015(5) 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 C2 . 1.3325(16) yes N1 N8 . 1.3624(15) yes N4 C5 . 1.3272(16) yes N4 C3A . 1.3432(17) yes N8 C7 . 1.3719(15) yes N8 C3A . 1.3796(15) yes C6 C7 . 1.3698(18) yes C6 C5 . 1.4273(17) yes N3 C3A . 1.3346(16) yes N3 C2 . 1.3523(18) yes C76 C71 . 1.3910(17) no C76 C75 . 1.3905(19) no C5 C51 . 1.4850(18) no C72 C73 . 1.3894(19) no C72 C71 . 1.3940(19) no C7 C71 . 1.4793(17) no C74 C73 . 1.390(2) no C74 C75 . 1.386(2) no C56 C51 . 1.3954(18) no C56 C55 . 1.396(2) no C54 C55 . 1.385(2) no C54 C53 . 1.390(2) no C51 C52 . 1.4004(18) no C52 C53 . 1.3896(19) no 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C2 N1 N8 101.09(10) yes C5 N4 C3A 116.39(11) yes N1 N8 C7 127.37(10) yes N1 N8 C3A 110.18(9) yes C7 N8 C3A 122.36(10) yes C7 C6 C5 120.60(11) yes C3A N3 C2 102.45(10) yes N3 C3A N4 127.95(11) yes N3 C3A N8 109.24(11) yes N4 C3A N8 122.78(11) yes C71 C76 C75 119.78(13) no N4 C5 C6 122.65(11) yes N4 C5 C51 116.20(11) no C6 C5 C51 121.12(11) no C73 C72 C71 119.58(13) no C6 C7 N8 115.18(11) yes C6 C7 C71 125.44(11) no N8 C7 C71 119.36(11) no C73 C74 C75 120.15(12) no C51 C56 C55 120.24(13) no C76 C71 C72 120.23(12) no C76 C71 C7 119.80(12) no C72 C71 C7 119.88(11) no C55 C54 C53 120.04(13) no C56 C51 C52 119.34(12) no C56 C51 C5 122.04(12) no C52 C51 C5 118.61(11) no N1 C2 N3 117.03(12) yes C53 C52 C51 120.03(12) no C54 C55 C56 120.03(13) no C54 C53 C52 120.31(13) no C74 C75 C76 120.03(12) no C74 C73 C72 120.13(14) 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_publ_flag C2 N1 N8 C7 -177.48(12) no C2 N1 N8 C3A -0.75(13) no C2 N3 C3A N4 177.34(12) no C2 N3 C3A N8 -0.59(13) no C5 N4 C3A N3 -176.18(12) no C5 N4 C3A N8 1.49(17) no N1 N8 C3A N3 0.90(14) no C7 N8 C3A N3 177.81(11) no N1 N8 C3A N4 -177.16(11) no C7 N8 C3A N4 -0.24(18) no C3A N4 C5 C6 -1.38(17) no C3A N4 C5 C51 176.82(10) no C7 C6 C5 N4 0.03(19) no C7 C6 C5 C51 -178.08(11) no C5 C6 C7 N8 1.19(16) no C5 C6 C7 C71 -177.60(12) no N1 N8 C7 C6 175.25(11) no C3A N8 C7 C6 -1.11(17) no N1 N8 C7 C71 -5.88(18) no C3A N8 C7 C71 177.77(10) no C75 C76 C71 C72 -1.08(19) no C75 C76 C71 C7 175.42(11) no C73 C72 C71 C76 3.10(19) no C73 C72 C71 C7 -173.40(13) no C6 C7 C71 C76 -52.43(18) no N8 C7 C71 C76 128.82(12) no C6 C7 C71 C72 124.08(14) no N8 C7 C71 C72 -54.67(16) no C55 C56 C51 C52 -0.75(19) no C55 C56 C51 C5 178.79(12) no N4 C5 C51 C56 153.01(12) no C6 C5 C51 C56 -28.76(17) no N4 C5 C51 C52 -27.45(16) no C6 C5 C51 C52 150.78(12) no N8 N1 C2 N3 0.40(15) no C3A N3 C2 N1 0.11(15) no C56 C51 C52 C53 0.76(18) no C5 C51 C52 C53 -178.79(11) no C53 C54 C55 C56 0.8(2) no C51 C56 C55 C54 0.0(2) no C55 C54 C53 C52 -0.8(2) no C51 C52 C53 C54 0.01(19) no C73 C74 C75 C76 2.7(2) no C71 C76 C75 C74 -1.84(19) no C75 C74 C73 C72 -0.7(2) no C71 C72 C73 C74 -2.2(2) no