#------------------------------------------------------------------------------ #$Date: 2011-09-10 06:16:28 +0300 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2200193.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_2200193 loop_ _publ_author_name 'Wang, Ying' 'Jian, Fangfang' 'Yang, Xujie' 'Lu, Lude' 'Wang, Xin' 'Fun, Hoong-Kun' 'Chantrapromma, Suchada' 'Razak, Ibrahim Abdul' _publ_section_title ; Diphenylcarbazide acetonitrile solvate ; _journal_issue 4 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o312 _journal_page_last o314 _journal_volume 57 _journal_year 2001 _chemical_formula_sum 'C15 H17 N5 O' _chemical_formula_weight 283.34 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 97.4760(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 5.7818(2) _cell_length_b 15.3200(10) _cell_length_c 17.4690(10) _cell_measurement_reflns_used 4025 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 24.81 _cell_measurement_theta_min 1.77 _cell_volume 1534.20(14) _computing_cell_refinement 'SAINT (Siemens, 1996)' _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction 'SAINT and SADABS (Sheldrick, 1996)' _computing_molecular_graphics SHELXTL _computing_publication_material ; SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 1990) ; _computing_structure_refinement SHELXTL _computing_structure_solution 'SHELXTL (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 8.33 _diffrn_measured_fraction_theta_full .997 _diffrn_measured_fraction_theta_max .997 _diffrn_measurement_device_type ; Siemens SMART CCD area-detector ; _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0559 _diffrn_reflns_av_sigmaI/netI .0572 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 8214 _diffrn_reflns_theta_full 24.73 _diffrn_reflns_theta_max 24.73 _diffrn_reflns_theta_min 1.77 _exptl_absorpt_coefficient_mu .082 _exptl_absorpt_correction_type none _exptl_crystal_colour 'light yellow' _exptl_crystal_density_diffrn 1.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_description parallelepiped _exptl_crystal_F_000 600 _exptl_crystal_size_max .48 _exptl_crystal_size_mid .34 _exptl_crystal_size_min .18 _refine_diff_density_max .367 _refine_diff_density_min -.470 _refine_ls_extinction_coef .019(5) _refine_ls_extinction_method SHELXTL _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 191 _refine_ls_number_reflns 2624 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.008 _refine_ls_R_factor_all .0834 _refine_ls_R_factor_gt .0561 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.1025P)^2^] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1712 _reflns_number_gt 1756 _reflns_number_total 2624 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file na6060.cif _[local]_cod_data_source_block jff62m _[local]_cod_cif_authors_sg_H-M 'P 21/n' _cod_database_code 2200193 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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_type_symbol O1 .2298(2) .02618(10) .08467(9) .0500(5) Uani d . 1 O N1 .2917(3) .12213(13) .21908(12) .0574(6) Uani d . 1 N H1A .3851 .1661 .2225 .069 Uiso calc R 1 H N2 .0912(3) .12298(13) .16609(11) .0491(5) Uani d . 1 N H2A -.0197 .1585 .1726 .059 Uiso calc R 1 H N3 -.1502(3) .06424(12) .06440(11) .0442(5) Uani d . 1 N H3A -.1834 .0239 .0305 .053 Uiso calc R 1 H N4 -.3182(3) .12511(11) .07862(10) .0421(5) Uani d . 1 N H4A -.4045 .1175 .1146 .050 Uiso calc R 1 H N5 .7416(6) .24647(18) .24697(19) .1068(11) Uani d . 1 N C1 .1821(4) -.01479(18) .27475(15) .0599(7) Uani d . 1 C H1B .0340 -.0118 .2468 .072 Uiso calc R 1 H C2 .2397(5) -.0841(2) .32369(18) .0756(9) Uani d . 1 C H2B .1308 -.1281 .3274 .091 Uiso calc R 1 H C3 .4544(5) -.08960(19) .36697(17) .0728(8) Uani d . 1 C H3B .4920 -.1366 .3999 .087 Uiso calc R 1 H C4 .6124(5) -.02428(19) .36066(16) .0657(8) Uani d . 1 C H4B .7582 -.0268 .3901 .079 Uiso calc R 1 H C5 .5589(4) .04477(16) .31158(14) .0514(6) Uani d . 1 C H5A .6686 .0885 .3081 .062 Uiso calc R 1 H C6 .3414(4) .04983(14) .26685(12) .0416(6) Uani d . 1 C C7 .0673(4) .06916(14) .10475(12) .0385(5) Uani d . 1 C C8 -.3399(3) .20007(14) .03097(11) .0391(5) Uani d . 1 C C9 -.1753(4) .22137(17) -.01703(14) .0532(7) Uani d . 1 C H9A -.0471 .1853 -.0195 .064 Uiso calc R 1 H C10 -.2024(5) .29622(19) -.06116(16) .0662(8) Uani d . 1 C H10A -.0927 .3097 -.0938 .079 Uiso calc R 1 H C11 -.3872(5) .35074(19) -.05764(18) .0706(8) Uani d . 1 C H11A -.4028 .4013 -.0873 .085 Uiso calc R 1 H C12 -.5504(5) .33034(18) -.00980(16) .0650(8) Uani d . 1 C H12A -.6769 .3672 -.0071 .078 Uiso calc R 1 H C13 -.5271(4) .25551(15) .03406(14) .0507(6) Uani d . 1 C H13A -.6385 .2421 .0661 .061 Uiso calc R 1 H C14 .8849(7) .3712(2) .3392(2) .0976(12) Uani d . 1 C C15 .8028(5) .30067(19) .28802(18) .0688(8) Uani d . 1 C H14C .7596 .3650 .3582 .103 Uiso d R 1 H H14B .9699 .3434 .3807 .103 Uiso d R 1 H H14A .8611 .4215 .3181 .103 Uiso d R 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 O1 .0355(8) .0568(10) .0584(10) .0079(7) .0087(7) -.0018(8) N1 .0483(12) .0628(13) .0554(13) -.0102(10) -.0148(10) .0093(11) N2 .0417(10) .0600(12) .0431(11) .0072(9) -.0040(9) -.0041(10) N3 .0365(10) .0488(11) .0470(11) .0053(8) .0044(8) -.0071(9) N4 .0358(10) .0531(11) .0395(10) .0084(8) .0132(8) .0030(9) N5 .147(3) .0764(19) .094(2) -.0329(19) .003(2) -.0033(17) C1 .0474(14) .0786(18) .0520(15) -.0143(13) .0000(12) .0077(14) C2 .0773(19) .079(2) .0707(19) -.0228(16) .0094(16) .0175(16) C3 .0757(19) .0739(18) .0676(19) .0014(16) .0039(16) .0222(16) C4 .0551(15) .0778(19) .0602(16) .0099(15) -.0074(13) .0051(15) C5 .0439(13) .0573(14) .0509(14) -.0016(11) -.0014(11) -.0026(12) C6 .0396(12) .0517(13) .0340(11) -.0021(10) .0067(9) -.0042(10) C7 .0351(11) .0429(12) .0375(12) .0000(10) .0052(9) .0048(10) C8 .0349(11) .0491(13) .0324(11) -.0015(9) .0009(9) -.0047(10) C9 .0407(13) .0686(16) .0520(14) -.0002(11) .0125(11) .0070(13) C10 .0576(16) .083(2) .0602(16) -.0051(15) .0162(13) .0176(15) C11 .0732(18) .0668(18) .0704(19) .0012(15) .0037(16) .0228(15) C12 .0631(17) .0668(17) .0644(17) .0205(14) .0063(14) .0090(15) C13 .0450(13) .0586(15) .0504(14) .0069(11) .0130(11) .0023(12) C14 .140(3) .0703(19) .070(2) -.0028(19) -.031(2) .0063(17) C15 .084(2) .0560(16) .0625(17) -.0127(15) -.0043(15) .0083(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 '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 N2 N1 C6 119.8(2) yes N2 N1 H1A 120.1 ? C6 N1 H1A 120.1 ? C7 N2 N1 121.1(2) yes C7 N2 H2A 119.4 ? N1 N2 H2A 119.4 ? C7 N3 N4 119.3(2) yes C7 N3 H3A 120.3 ? N4 N3 H3A 120.3 ? N3 N4 C8 116.72(16) ? N3 N4 H4A 121.6 ? C8 N4 H4A 121.6 ? C6 C1 C2 120.5(2) ? C6 C1 H1B 119.7 ? C2 C1 H1B 119.7 ? C3 C2 C1 121.3(3) ? C3 C2 H2B 119.4 ? C1 C2 H2B 119.4 ? C4 C3 C2 118.5(3) ? C4 C3 H3B 120.8 ? C2 C3 H3B 120.8 ? C3 C4 C5 121.0(2) ? C3 C4 H4B 119.5 ? C5 C4 H4B 119.5 ? C4 C5 C6 120.5(2) ? C4 C5 H5A 119.8 ? C6 C5 H5A 119.8 ? C1 C6 C5 118.2(2) ? C1 C6 N1 123.0(2) ? C5 C6 N1 118.7(2) ? O1 C7 N2 123.36(19) ? O1 C7 N3 120.6(2) ? N2 C7 N3 116.03(19) ? C13 C8 C9 118.8(2) ? C13 C8 N4 119.08(19) ? C9 C8 N4 122.1(2) ? C10 C9 C8 119.8(2) ? C10 C9 H9A 120.1 ? C8 C9 H9A 120.1 ? C11 C10 C9 121.1(2) ? C11 C10 H10A 119.5 ? C9 C10 H10A 119.5 ? C10 C11 C12 119.5(3) ? C10 C11 H11A 120.3 ? C12 C11 H11A 120.3 ? C11 C12 C13 120.2(2) ? C11 C12 H12A 119.9 ? C13 C12 H12A 119.9 ? C12 C13 C8 120.7(2) ? C12 C13 H13A 119.6 ? C8 C13 H13A 119.6 ? C15 C14 H14C 86.0 ? C15 C14 H14B 103.9 ? H14C C14 H14B 92.0 ? C15 C14 H14A 112.8 ? H14C C14 H14A 99.9 ? H14B C14 H14A 142.0 ? N5 C15 C14 178.5(4) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 C7 1.235(2) yes N1 N2 1.386(3) yes N1 C6 1.394(3) yes N1 H1A .8600 ? N2 C7 1.345(3) yes N2 H2A .8600 ? N3 C7 1.361(3) yes N3 N4 1.392(2) yes N3 H3A .8600 ? N4 C8 1.414(3) yes N4 H4A .8600 ? N5 C15 1.124(4) yes C1 C6 1.372(3) ? C1 C2 1.377(4) ? C1 H1B .9300 ? C2 C3 1.369(4) ? C2 H2B .9300 ? C3 C4 1.369(4) ? C3 H3B .9300 ? C4 C5 1.371(3) ? C4 H4B .9300 ? C5 C6 1.393(3) ? C5 H5A .9300 ? C8 C13 1.383(3) ? C8 C9 1.387(3) ? C9 C10 1.379(4) ? C9 H9A .9300 ? C10 C11 1.364(4) ? C10 H10A .9300 ? C11 C12 1.375(4) ? C11 H11A .9300 ? C12 C13 1.376(3) ? C12 H12A .9300 ? C13 H13A .9300 ? C14 C15 1.442(5) ? C14 H14C .8411 ? C14 H14B .9258 ? C14 H14A .8575 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N1 H1A N5 1_555 .86 2.39 3.210(4) 159 yes N2 H2A N5 1_455 .86 2.42 3.226(4) 155 yes N3 H3A O1 3_555 .86 2.14 2.933(2) 154 yes N4 H4A O1 1_455 .86 2.53 3.035(2) 118 yes N2 H2A N4 1_555 .86 2.28 2.645(3) 106 yes 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 C6 N1 N2 C7 -68.3(3) C7 N3 N4 C8 93.3(2) C6 C1 C2 C3 1.5(5) C1 C2 C3 C4 .0(5) C2 C3 C4 C5 -.7(5) C3 C4 C5 C6 .0(4) C2 C1 C6 C5 -2.2(4) C2 C1 C6 N1 -179.0(2) C4 C5 C6 C1 1.5(3) C4 C5 C6 N1 178.4(2) N2 N1 C6 C1 -12.4(3) N2 N1 C6 C5 170.8(2) N1 N2 C7 O1 -11.6(3) N1 N2 C7 N3 168.7(2) N4 N3 C7 O1 -167.60(18) N4 N3 C7 N2 12.2(3) N3 N4 C8 C13 169.73(19) N3 N4 C8 C9 -12.4(3) C13 C8 C9 C10 -.8(4) N4 C8 C9 C10 -178.7(2) C8 C9 C10 C11 1.0(4) C9 C10 C11 C12 -.6(4) C10 C11 C12 C13 .0(4) C11 C12 C13 C8 .2(4) C9 C8 C13 C12 .2(3) N4 C8 C13 C12 178.1(2)