#------------------------------------------------------------------------------ #$Date: 2016-02-20 03:06:23 +0000 (Sat, 20 Feb 2016) $ #$Revision: 176774 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/36/2203648.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_2203648 loop_ _publ_author_name 'Huo, Li-Hua' 'Gao, Shan' 'Liu, Ji-Wei' 'Wang, Chong' 'Zhao, Jing-Gui' _publ_section_title ;(Acetato-\kO)[N-(diacetyl monooxime)-N'-benzoylhydrazonato-\k^3^O,N,N'](1H-imidazole-\kN^3^)zinc(II) ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m696 _journal_page_last m698 _journal_paper_doi 10.1107/S1600536804009912 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Zn (C2 H3 O2) (C11 H12 N3 O2) (C3 H4 N2)]' _chemical_formula_moiety 'C3 H4 N2 , C2 H3 O2 - , C11 H12 N3 O2 - , Zn 2+' _chemical_formula_sum 'C16 H19 N5 O4 Zn' _chemical_formula_weight 410.75 _chemical_name_systematic ; (Acetato-\kO)[N-(diacetyl monooxime)-N'-benzoylhydrazonato-\k^3^O,N,N'](1H-imidazole-\kN^3^)zinc(II) ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL97 _cell_angle_alpha 90.00 _cell_angle_beta 100.07(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 7.731(2) _cell_length_b 18.334(4) _cell_length_c 12.931(3) _cell_measurement_reflns_used 11353 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 27.4 _cell_measurement_theta_min 3.4 _cell_volume 1804.6(8) _computing_cell_refinement RAPID-AUTO _computing_data_collection 'RAPID-AUTO (Rigaku, 1998)' _computing_data_reduction 'CrystalStructure (Rigaku/MSC, 2002)' _computing_molecular_graphics 'ORTEPII (Johnson, 1976)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_detector_area_resol_mean 10 _diffrn_measured_fraction_theta_full 1.00 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_av_sigmaI/netI 0.022 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 16947 _diffrn_reflns_theta_full 27.5 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_theta_min 3.1 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.393 _exptl_absorpt_correction_T_max 0.788 _exptl_absorpt_correction_T_min 0.626 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(ABSCOR; Higashi, 1995)' _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.512 _exptl_crystal_density_meas ? _exptl_crystal_density_method . _exptl_crystal_description prism _exptl_crystal_F_000 848 _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.18 _refine_diff_density_max 0.47 _refine_diff_density_min -0.26 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.04 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 244 _refine_ls_number_reflns 4122 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 1.04 _refine_ls_R_factor_all 0.047 _refine_ls_R_factor_gt 0.036 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0509P)^2^+0.4702P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.084 _refine_ls_wR_factor_ref 0.089 _reflns_number_gt 3431 _reflns_number_total 4122 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ng6025.cif _cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2203648 _cod_database_fobs_code 2203648 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' 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 Zn1 0.24758(3) 0.593850(10) 0.26486(2) 0.03707(9) Uani d . 1 Zn N1 0.3754(2) 0.65770(10) 0.40870(10) 0.0447(4) Uani d . 1 N N2 0.2141(2) 0.70180(10) 0.22980(10) 0.0388(4) Uani d . 1 N N3 0.1204(2) 0.71980(10) 0.13280(10) 0.0415(4) Uani d . 1 N N4 0.4694(2) 0.55362(9) 0.22790(10) 0.0368(4) Uani d . 1 N N5 0.7476(2) 0.53020(10) 0.2388(2) 0.0475(4) Uani d D 1 N O1 0.0921(2) 0.59408(7) 0.11440(10) 0.0453(4) Uani d . 1 O O2 0.4626(3) 0.63416(9) 0.50540(10) 0.0583(5) Uani d D 1 O O3 0.0988(2) 0.52482(8) 0.32680(10) 0.0399(3) Uani d . 1 O O4 0.3254(2) 0.49637(9) 0.44840(10) 0.0599(5) Uani d . 1 O C1 0.4612(3) 0.77920(10) 0.4782(2) 0.0533(6) Uani d . 1 C C2 0.3769(3) 0.72690(10) 0.3964(2) 0.0397(4) Uani d . 1 C C3 0.2841(3) 0.75260(10) 0.2925(2) 0.0398(4) Uani d . 1 C C4 0.2706(3) 0.83200(10) 0.2651(2) 0.0578(6) Uani d . 1 C C5 0.0650(2) 0.65920(10) 0.0810(2) 0.0368(4) Uani d . 1 C C6 -0.0403(3) 0.67090(10) -0.0263(2) 0.0378(4) Uani d . 1 C C7 -0.0628(3) 0.74070(10) -0.0695(2) 0.0477(5) Uani d . 1 C C8 -0.1626(3) 0.75100(10) -0.1677(2) 0.0565(6) Uani d . 1 C C9 -0.2430(3) 0.6926(2) -0.2240(2) 0.0568(6) Uani d . 1 C C10 -0.2196(3) 0.6231(2) -0.1824(2) 0.0515(6) Uani d . 1 C C11 -0.1175(3) 0.61200(10) -0.0849(2) 0.0421(5) Uani d . 1 C C12 0.6186(3) 0.54130(10) 0.2920(2) 0.0438(5) Uani d . 1 C C13 0.6815(3) 0.5350(2) 0.1359(2) 0.0638(7) Uani d . 1 C C14 0.5081(3) 0.5492(2) 0.1291(2) 0.0536(6) Uani d . 1 C C15 0.0732(3) 0.42210(10) 0.4356(2) 0.0509(5) Uani d . 1 C C16 0.1751(3) 0.48510(10) 0.4034(2) 0.0385(4) Uani d . 1 C H1A 0.4377 0.7643 0.5456 0.080 Uiso calc R 1 H H1B 0.4144 0.8272 0.4621 0.080 Uiso calc R 1 H H1C 0.5858 0.7798 0.4797 0.080 Uiso calc R 1 H H4A 0.2689 0.8378 0.1911 0.087 Uiso calc R 1 H H4B 0.3699 0.8574 0.3036 0.087 Uiso calc R 1 H H4C 0.1644 0.8515 0.2828 0.087 Uiso calc R 1 H H7 -0.0101 0.7805 -0.0319 0.057 Uiso calc R 1 H H8 -0.1760 0.7977 -0.1962 0.068 Uiso calc R 1 H H9 -0.3124 0.6999 -0.2895 0.068 Uiso calc R 1 H H10 -0.2729 0.5836 -0.2203 0.062 Uiso calc R 1 H H11 -0.1003 0.5650 -0.0582 0.051 Uiso calc R 1 H H12 0.6315 0.5405 0.3648 0.053 Uiso calc R 1 H H13 0.7425 0.5297 0.0804 0.077 Uiso calc R 1 H H14 0.4281 0.5551 0.0670 0.064 Uiso calc R 1 H H15A 0.1005 0.3788 0.3999 0.076 Uiso calc R 1 H H15B -0.0502 0.4321 0.4175 0.076 Uiso calc R 1 H H15C 0.1042 0.4150 0.5101 0.076 Uiso calc R 1 H H17 0.435(5) 0.5896(7) 0.504(3) 0.087 Uiso d D 1 H H18 0.855(2) 0.5270(10) 0.268(2) 0.077 Uiso d 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 Zn1 0.02870(10) 0.03980(10) 0.04210(10) 0.00181(9) 0.00455(9) 0.00300(10) N1 0.0460(10) 0.0460(10) 0.0398(9) 0.0022(8) -0.0006(7) 0.0003(8) N2 0.0334(8) 0.0419(9) 0.0401(9) 0.0047(7) 0.0034(7) -0.0003(7) N3 0.0400(9) 0.0435(9) 0.0388(9) 0.0055(8) 0.0008(7) 0.0016(7) N4 0.0279(8) 0.0430(9) 0.0387(9) 0.0014(7) 0.0036(6) 0.0040(7) N5 0.0269(8) 0.0570(10) 0.0570(10) 0.0012(8) 0.0035(8) 0.0033(9) O1 0.0437(8) 0.0412(8) 0.0459(8) -0.0010(6) -0.0063(6) 0.0037(6) O2 0.0730(10) 0.0521(9) 0.0432(9) 0.0061(9) -0.0075(8) 0.0024(8) O3 0.0278(6) 0.0507(8) 0.0398(7) -0.0003(6) 0.0019(5) 0.0081(6) O4 0.0393(8) 0.0600(10) 0.0720(10) -0.0087(7) -0.0161(7) 0.0227(9) C1 0.0570(10) 0.0530(10) 0.0470(10) -0.0030(10) 0.0000(10) -0.0100(10) C2 0.0307(9) 0.0450(10) 0.0430(10) 0.0008(8) 0.0059(8) -0.0057(9) C3 0.0320(10) 0.0410(10) 0.0450(10) 0.0033(8) 0.0053(8) -0.0025(9) C4 0.060(2) 0.0430(10) 0.065(2) 0.0020(10) -0.0050(10) 0.0000(10) C5 0.0290(9) 0.0440(10) 0.0380(10) 0.0025(8) 0.0069(8) 0.0023(8) C6 0.0315(9) 0.0470(10) 0.0360(10) 0.0050(8) 0.0090(8) 0.0022(8) C7 0.0520(10) 0.0460(10) 0.0450(10) 0.0050(10) 0.0070(10) 0.0010(10) C8 0.063(2) 0.0580(10) 0.0480(10) 0.0120(10) 0.0090(10) 0.0120(10) C9 0.057(2) 0.076(2) 0.0350(10) 0.0110(10) 0.0020(10) 0.0050(10) C10 0.0520(10) 0.064(2) 0.0380(10) -0.0040(10) 0.0060(10) -0.0090(10) C11 0.0420(10) 0.0470(10) 0.0380(10) 0.0015(9) 0.0091(8) 0.0001(9) C12 0.0330(10) 0.0560(10) 0.0400(10) 0.0032(9) 0.0007(8) 0.0000(10) C13 0.0450(10) 0.099(2) 0.0520(10) 0.0100(10) 0.0210(10) 0.0160(10) C14 0.0400(10) 0.082(2) 0.0390(10) 0.0080(10) 0.0062(9) 0.0140(10) C15 0.0570(10) 0.0510(10) 0.0440(10) -0.0150(10) 0.0070(10) 0.0020(10) C16 0.0360(10) 0.0430(10) 0.0350(10) -0.0010(8) 0.0045(8) 0.0010(8) 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' Zn Zn 0.2839 1.4301 '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 Zn1 N1 72.65(7) yes N2 Zn1 O1 76.23(6) yes N4 Zn1 N1 96.71(7) yes N4 Zn1 N2 112.70(7) yes N4 Zn1 O1 98.95(7) yes O1 Zn1 N1 148.61(6) yes O3 Zn1 N1 101.48(7) yes O3 Zn1 N2 130.82(6) yes O3 Zn1 N4 116.48(6) yes O3 Zn1 O1 95.60(6) yes N1 O2 H17 102(3) no N1 C2 C1 124.2(2) no N1 C2 C3 114.5(2) no N3 N2 Zn1 117.50(10) no N2 C3 C2 115.0(2) no N2 C3 C4 123.3(2) no N3 C5 C6 115.0(2) no N4 C12 N5 110.9(2) no N4 C12 H12 124.5 no N4 C14 H14 125.5 no N5 C12 H12 124.5 no N5 C13 C14 106.2(2) no N5 C13 H13 126.9 no O1 C5 N3 126.3(2) no O1 C5 C6 118.7(2) no O2 N1 Zn1 130.80(10) no O3 C16 C15 117.3(2) no O4 C16 O3 122.7(2) no O4 C16 C15 120.0(2) no C2 N1 Zn1 114.90(10) no C2 N1 O2 114.1(2) no C2 C1 H1C 109.5 no C2 C1 H1A 109.5 no C2 C1 H1B 109.5 no C2 C3 C4 121.7(2) no C3 N2 Zn1 122.6(2) no C3 N2 N3 119.8(2) no C3 C2 C1 121.3(2) no C3 C4 H4A 109.5 no C3 C4 H4B 109.5 no C3 C4 H4C 109.5 no C5 N3 N2 109.4(2) no C5 O1 Zn1 110.50(10) no C6 C7 H7 119.8 no C6 C11 H11 119.8 no C7 C6 C5 120.8(2) no C7 C8 C9 120.5(2) no C7 C8 H8 119.8 no C8 C7 C6 120.4(2) no C8 C7 H7 119.8 no C8 C9 C10 119.6(2) no C8 C9 H9 120.2 no C9 C8 H8 119.8 no C9 C10 H10 119.8 no C10 C9 H9 120.2 no C10 C11 C6 120.3(2) no C10 C11 H11 119.8 no C11 C6 C7 118.8(2) no C11 C6 C5 120.4(2) no C11 C10 C9 120.4(2) no C11 C10 H10 119.8 no C12 N4 C14 105.6(2) no C12 N4 Zn1 127.4(2) no C12 N5 C13 108.3(2) no C12 N5 H18 124(2) no C13 N5 H18 128(2) no C13 C14 N4 109.1(2) no C13 C14 H14 125.5 no C14 N4 Zn1 125.60(10) no C14 C13 H13 126.9 no C16 O3 Zn1 117.10(10) no C16 C15 H15A 109.5 no C16 C15 H15B 109.5 no C16 C15 H15C 109.5 no H1A C1 H1B 109.5 no H1A C1 H1C 109.5 no H1B C1 H1C 109.5 no H4A C4 H4B 109.5 no H4A C4 H4C 109.5 no H4B C4 H4C 109.5 no H15A C15 H15B 109.5 no H15A C15 H15C 109.5 no H15B C15 H15C 109.5 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag Zn1 N1 2.272(2) yes Zn1 N2 2.037(2) yes Zn1 N4 2.000(2) yes Zn1 O1 2.100(2) yes Zn1 O3 1.9720(10) yes N1 C2 1.279(3) yes N2 N3 1.374(2) yes N2 C3 1.290(3) yes N3 C5 1.329(3) yes O1 C5 1.274(2) yes O2 N1 1.382(2) yes C2 C3 1.485(3) yes N4 C12 1.316(2) no N4 C14 1.365(3) no N5 C12 1.323(3) no N5 C13 1.343(3) no N5 H18 0.85(3) no O2 H17 0.84(3) no O3 C16 1.286(2) no O4 C16 1.223(2) no C1 C2 1.491(3) no C1 H1A 0.9600 no C1 H1B 0.9600 no C1 H1C 0.9600 no C3 C4 1.497(3) no C4 H4A 0.9600 no C4 H4B 0.9600 no C4 H4C 0.9600 no C5 C6 1.496(3) no C6 C7 1.395(3) no C6 C11 1.392(3) no C7 C8 1.379(3) no C7 H7 0.9300 no C8 C9 1.380(4) no C8 H8 0.9300 no C9 C10 1.382(4) no C9 H9 0.9300 no C10 C11 1.380(3) no C10 H10 0.9300 no C11 H11 0.9300 no C12 H12 0.9300 no C13 C14 1.353(3) no C13 H13 0.9300 no C14 H14 0.9300 no C15 C16 1.497(3) no C15 H15A 0.9600 no C15 H15B 0.9600 no C15 H15C 0.9600 no 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 N5 H18 O3 1_655 0.85(3) 1.91(3) 2.756(2) 176(3) yes O2 H17 O4 . 0.84(3) 1.99(3) 2.789(2) 159(4) 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 _geom_torsion_publ_flag Zn1 N1 C2 C1 -177.0(2) no Zn1 N1 C2 C3 3.9(2) no Zn1 N2 N3 C5 1.6(2) no Zn1 N2 C3 C2 -5.5(3) no Zn1 N2 C3 C4 175.9(2) no Zn1 N4 C12 N5 -166.1(2) no Zn1 N4 C14 C13 166.2(2) no Zn1 O1 C5 N3 -1.9(3) no Zn1 O1 C5 C6 178.70(10) no Zn1 O3 C16 O4 11.6(3) no Zn1 O3 C16 C15 -167.2(2) no N1 Zn1 N2 N3 -177.8(2) no N1 Zn1 N2 C3 5.6(2) no N1 Zn1 N4 C12 26.7(2) no N1 Zn1 N4 C14 -137.4(2) no N1 Zn1 O1 C5 9.7(2) no N1 Zn1 O3 C16 -54.7(2) no N1 C2 C3 N2 0.5(3) no N1 C2 C3 C4 179.1(2) no N2 Zn1 N1 O2 180.0(2) no N2 Zn1 N1 C2 -5.0(2) no N2 Zn1 N4 C12 100.7(2) no N2 Zn1 N4 C14 -63.4(2) no N2 Zn1 O1 C5 2.0(2) no N2 Zn1 O3 C16 -131.60(10) no N2 N3 C5 O1 0.3(3) no N2 N3 C5 C6 179.7(2) no N3 N2 C3 C2 178.0(2) no N3 N2 C3 C4 -0.6(3) no N3 C5 C6 C7 5.3(3) no N3 C5 C6 C11 -174.8(2) no N4 Zn1 N1 O2 -68.3(2) no N4 Zn1 N1 C2 106.8(2) no N4 Zn1 N2 N3 92.1(2) no N4 Zn1 N2 C3 -84.5(2) no N4 Zn1 O1 C5 -109.40(10) no N4 Zn1 O3 C16 48.8(2) no N5 C13 C14 N4 0.5(3) no O1 Zn1 N1 O2 172.1(2) no O1 Zn1 N1 C2 -12.8(2) no O1 Zn1 N2 N3 -2.00(10) no O1 Zn1 N2 C3 -178.6(2) no O1 Zn1 N4 C12 179.4(2) no O1 Zn1 N4 C14 15.3(2) no O1 Zn1 O3 C16 151.8(2) no O1 C5 C6 C7 -175.3(2) no O1 C5 C6 C11 4.6(3) no O2 N1 C2 C1 -1.1(3) no O2 N1 C2 C3 179.8(2) no O3 Zn1 N1 O2 50.5(2) no O3 Zn1 N1 C2 -134.4(2) no O3 Zn1 N2 N3 -87.5(2) no O3 Zn1 N2 C3 96.0(2) no O3 Zn1 N4 C12 -79.7(2) no O3 Zn1 N4 C14 116.2(2) no O3 Zn1 O1 C5 132.70(10) no C1 C2 C3 N2 -178.7(2) no C1 C2 C3 C4 -0.1(3) no C3 N2 N3 C5 178.3(2) no C5 C6 C7 C8 -178.9(2) no C5 C6 C11 C10 177.8(2) no C6 C7 C8 C9 0.6(4) no C7 C6 C11 C10 -2.3(3) no C7 C8 C9 C10 -1.5(4) no C8 C9 C10 C11 0.4(4) no C9 C10 C11 C6 1.5(4) no C11 C6 C7 C8 1.2(3) no C12 N4 C14 C13 -0.7(3) no C12 N5 C13 C14 -0.2(3) no C13 N5 C12 N4 -0.2(3) no C14 N4 C12 N5 0.5(3) no