#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/37/2203702.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_2203702 loop_ _publ_author_name 'You, Zhong-Lu' 'Lin, Yong-Shan' 'Zhu, Hai-Liang' 'Liu, Wei-Sheng' _publ_section_title ;trans-Bis{2-[3-(cyclohexylamino)propyliminomethyl]phenolato}nickel(II) dinitrate ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first m887 _journal_page_last m889 _journal_paper_doi 10.1107/S1600536804012851 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Ni (C16 H24 N2 O)2] (N O3)2' _chemical_formula_moiety 'C32 H48 N4 Ni O2 2+, 2N O3 -' _chemical_formula_sum 'C32 H48 N6 Ni O8' _chemical_formula_weight 703.47 _chemical_name_systematic ; trans-Bis{2-[3-(Cyclohexylamino)propyliminomethyl]phenolato}nickel(II) dinitrate ; _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 SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 102.02(3) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 6.444(2) _cell_length_b 22.946(5) _cell_length_c 11.961(2) _cell_measurement_reflns_used 1144 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 19.92 _cell_measurement_theta_min 2.486 _cell_volume 1729.8(7) _computing_cell_refinement SMART _computing_data_collection 'SMART (Siemens, 1996)' _computing_data_reduction 'SAINT (Siemens, 1996)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997b)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997a)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997a)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Siemens SMART CCD area-detector' _diffrn_measurement_method '\f and \w scans' _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 0.0634 _diffrn_reflns_av_sigmaI/netI 0.0865 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 7948 _diffrn_reflns_theta_full 26.50 _diffrn_reflns_theta_max 26.50 _diffrn_reflns_theta_min 1.77 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.618 _exptl_absorpt_correction_T_max 0.9240 _exptl_absorpt_correction_T_min 0.8969 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'sadabs, (Blessing, 1995)' _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.351 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 748 _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _refine_diff_density_max 0.484 _refine_diff_density_min -0.241 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.952 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 222 _refine_ls_number_reflns 3573 _refine_ls_number_restraints 3 _refine_ls_restrained_S_all 0.951 _refine_ls_R_factor_all 0.1186 _refine_ls_R_factor_gt 0.0632 _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^)+(0.0601P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1264 _refine_ls_wR_factor_ref 0.1483 _reflns_number_gt 1985 _reflns_number_total 3573 _reflns_threshold_expression I>2\s(I) _cod_data_source_file ac6103.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_cell_volume 1729.9(6) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2203702 _cod_database_fobs_code 2203702 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 Ni1 0.5000 0.5000 0.5000 0.0478(2) Uani d S 1 Ni O1 0.3655(4) 0.44625(10) 0.5725(3) 0.0716(8) Uani d . 1 O O2 0.0869(7) 0.74798(17) 0.3169(4) 0.1217(14) Uani d . 1 O O3 0.3720(6) 0.72569(14) 0.2676(3) 0.0915(10) Uani d . 1 O O4 0.1234(6) 0.7596(2) 0.1444(3) 0.1352(17) Uani d . 1 O N1 0.3334(5) 0.56320(12) 0.5391(3) 0.0481(7) Uani d . 1 N N2 0.4661(5) 0.75360(13) 0.5247(3) 0.0534(8) Uani d D 1 N N3 0.1909(8) 0.74479(17) 0.2439(4) 0.0761(11) Uani d . 1 N C1 0.1280(6) 0.50630(16) 0.6477(3) 0.0523(9) Uani d . 1 C C2 0.2203(6) 0.45221(16) 0.6331(3) 0.0532(10) Uani d . 1 C C3 0.1500(7) 0.40313(17) 0.6844(4) 0.0654(11) Uani d . 1 C H3 0.2102 0.3670 0.6761 0.078 Uiso calc R 1 H C4 -0.0019(8) 0.4073(2) 0.7452(4) 0.0726(13) Uani d . 1 C H4 -0.0434 0.3738 0.7788 0.087 Uiso calc R 1 H C5 -0.0980(7) 0.4590(2) 0.7595(4) 0.0796(13) Uani d . 1 C H5 -0.2055 0.4610 0.8005 0.096 Uiso calc R 1 H C6 -0.0311(7) 0.50820(19) 0.7114(4) 0.0726(12) Uani d . 1 C H6 -0.0936 0.5438 0.7215 0.087 Uiso calc R 1 H C7 0.1905(6) 0.55839(16) 0.5970(3) 0.0545(10) Uani d . 1 C H7 0.1182 0.5923 0.6079 0.065 Uiso calc R 1 H C8 0.3665(6) 0.62420(14) 0.5034(3) 0.0515(10) Uani d . 1 C H8A 0.2373 0.6465 0.4991 0.062 Uiso calc R 1 H H8B 0.4014 0.6242 0.4283 0.062 Uiso calc R 1 H C9 0.5458(6) 0.65181(14) 0.5895(3) 0.0609(11) Uani d . 1 C H9A 0.4961 0.6590 0.6595 0.073 Uiso calc R 1 H H9B 0.6615 0.6241 0.6072 0.073 Uiso calc R 1 H C10 0.6311(6) 0.70810(15) 0.5521(4) 0.0655(12) Uani d . 1 C H10A 0.7446 0.7221 0.6125 0.079 Uiso calc R 1 H H10B 0.6902 0.7008 0.4852 0.079 Uiso calc R 1 H C11 0.5512(6) 0.81509(14) 0.5228(3) 0.0546(10) Uani d . 1 C H11 0.6340 0.8242 0.5992 0.066 Uiso calc R 1 H C12 0.3626(7) 0.85595(16) 0.4975(4) 0.0783(14) Uani d . 1 C H12A 0.2827 0.8528 0.5576 0.094 Uiso calc R 1 H H12B 0.2700 0.8448 0.4260 0.094 Uiso calc R 1 H C13 0.4350(8) 0.91869(17) 0.4896(5) 0.0883(16) Uani d . 1 C H13A 0.3119 0.9438 0.4689 0.106 Uiso calc R 1 H H13B 0.5153 0.9311 0.5635 0.106 Uiso calc R 1 H C14 0.5700(9) 0.92435(18) 0.4022(4) 0.0930(17) Uani d . 1 C H14A 0.6189 0.9643 0.4005 0.112 Uiso calc R 1 H H14B 0.4863 0.9150 0.3272 0.112 Uiso calc R 1 H C15 0.7582(8) 0.88403(18) 0.4298(4) 0.0835(14) Uani d . 1 C H15A 0.8486 0.8961 0.5014 0.100 Uiso calc R 1 H H15B 0.8397 0.8872 0.3705 0.100 Uiso calc R 1 H C16 0.6934(6) 0.82061(16) 0.4397(3) 0.0604(11) Uani d . 1 C H16A 0.6205 0.8065 0.3654 0.072 Uiso calc R 1 H H16B 0.8191 0.7969 0.4649 0.072 Uiso calc R 1 H H2A 0.389(5) 0.7438(17) 0.4528(13) 0.085(16) Uiso d D 1 H H2B 0.374(4) 0.7525(16) 0.575(2) 0.073(13) 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 Ni1 0.0538(4) 0.0331(3) 0.0583(4) -0.0014(3) 0.0157(3) 0.0036(3) O1 0.083(2) 0.0426(15) 0.099(2) 0.0021(14) 0.0417(18) 0.0067(14) O2 0.144(4) 0.128(3) 0.114(3) -0.003(2) 0.076(3) -0.019(2) O3 0.078(2) 0.101(2) 0.089(2) -0.008(2) 0.003(2) 0.0032(19) O4 0.082(3) 0.243(5) 0.077(3) 0.039(3) 0.012(2) 0.026(3) N1 0.0503(19) 0.0414(17) 0.0526(19) -0.0048(14) 0.0112(16) -0.0001(14) N2 0.057(2) 0.0416(18) 0.064(2) -0.0021(16) 0.018(2) 0.0049(16) N3 0.081(3) 0.080(3) 0.069(3) -0.014(2) 0.020(3) -0.010(2) C1 0.058(2) 0.048(2) 0.049(2) -0.0071(19) 0.0076(19) -0.0030(19) C2 0.057(2) 0.053(2) 0.051(2) -0.0073(19) 0.016(2) -0.0006(19) C3 0.082(3) 0.051(2) 0.066(3) -0.003(2) 0.022(3) 0.005(2) C4 0.088(3) 0.070(3) 0.064(3) -0.023(3) 0.025(3) 0.011(2) C5 0.078(3) 0.096(4) 0.076(3) -0.007(3) 0.040(3) -0.001(3) C6 0.082(3) 0.067(3) 0.073(3) 0.006(2) 0.028(3) -0.009(2) C7 0.063(3) 0.045(2) 0.054(2) 0.0020(19) 0.009(2) -0.0046(18) C8 0.059(3) 0.0361(19) 0.058(2) 0.0033(17) 0.010(2) 0.0065(17) C9 0.074(3) 0.036(2) 0.066(3) -0.0049(19) 0.000(2) 0.0067(18) C10 0.054(3) 0.051(2) 0.085(3) 0.0008(19) -0.002(2) 0.005(2) C11 0.072(3) 0.0337(19) 0.060(3) -0.0069(18) 0.018(2) -0.0025(17) C12 0.088(4) 0.043(2) 0.113(4) 0.006(2) 0.042(3) 0.002(2) C13 0.121(4) 0.042(2) 0.107(4) 0.012(2) 0.033(4) 0.000(3) C14 0.150(5) 0.036(2) 0.095(4) -0.004(3) 0.030(4) 0.009(2) C15 0.105(4) 0.061(3) 0.088(4) -0.022(3) 0.027(3) 0.014(2) C16 0.070(3) 0.050(2) 0.064(3) -0.0047(19) 0.019(2) 0.0059(19) 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' Ni Ni 0.3393 1.1124 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1 Ni1 O1 3_666 . 180.00(11) yes O1 Ni1 N1 3_666 . 87.15(12) yes O1 Ni1 N1 . . 92.85(12) yes O1 Ni1 N1 3_666 3_666 92.85(12) ? O1 Ni1 N1 . 3_666 87.15(12) ? N1 Ni1 N1 . 3_666 180.00(17) yes C2 O1 Ni1 . . 131.2(2) ? C7 N1 C8 . . 113.7(3) ? C7 N1 Ni1 . . 125.1(3) ? C8 N1 Ni1 . . 121.2(2) ? C10 N2 C11 . . 114.5(3) ? C10 N2 H2A . . 105(2) ? C11 N2 H2A . . 110(2) ? C10 N2 H2B . . 111(2) ? C11 N2 H2B . . 109(2) ? H2A N2 H2B . . 108(2) ? O2 N3 O3 . . 120.1(5) ? O2 N3 O4 . . 123.1(5) ? O3 N3 O4 . . 116.9(5) ? C6 C1 C2 . . 118.2(4) ? C6 C1 C7 . . 120.4(4) ? C2 C1 C7 . . 121.4(4) ? O1 C2 C3 . . 119.5(4) ? O1 C2 C1 . . 122.3(3) ? C3 C2 C1 . . 118.2(4) ? C4 C3 C2 . . 121.3(4) ? C4 C3 H3 . . 119.3 ? C2 C3 H3 . . 119.3 ? C3 C4 C5 . . 122.0(4) ? C3 C4 H4 . . 119.0 ? C5 C4 H4 . . 119.0 ? C4 C5 C6 . . 118.1(4) ? C4 C5 H5 . . 120.9 ? C6 C5 H5 . . 120.9 ? C5 C6 C1 . . 122.1(4) ? C5 C6 H6 . . 119.0 ? C1 C6 H6 . . 119.0 ? N1 C7 C1 . . 127.1(4) ? N1 C7 H7 . . 116.4 ? C1 C7 H7 . . 116.4 ? N1 C8 C9 . . 109.4(3) ? N1 C8 H8A . . 109.8 ? C9 C8 H8A . . 109.8 ? N1 C8 H8B . . 109.8 ? C9 C8 H8B . . 109.8 ? H8A C8 H8B . . 108.3 ? C10 C9 C8 . . 115.4(3) ? C10 C9 H9A . . 108.4 ? C8 C9 H9A . . 108.4 ? C10 C9 H9B . . 108.4 ? C8 C9 H9B . . 108.4 ? H9A C9 H9B . . 107.5 ? N2 C10 C9 . . 112.4(3) ? N2 C10 H10A . . 109.1 ? C9 C10 H10A . . 109.1 ? N2 C10 H10B . . 109.1 ? C9 C10 H10B . . 109.1 ? H10A C10 H10B . . 107.9 ? C16 C11 C12 . . 113.2(3) ? C16 C11 N2 . . 111.3(3) ? C12 C11 N2 . . 107.6(3) ? C16 C11 H11 . . 108.2 ? C12 C11 H11 . . 108.2 ? N2 C11 H11 . . 108.2 ? C11 C12 C13 . . 110.8(4) ? C11 C12 H12A . . 109.5 ? C13 C12 H12A . . 109.5 ? C11 C12 H12B . . 109.5 ? C13 C12 H12B . . 109.5 ? H12A C12 H12B . . 108.1 ? C14 C13 C12 . . 110.8(4) ? C14 C13 H13A . . 109.5 ? C12 C13 H13A . . 109.5 ? C14 C13 H13B . . 109.5 ? C12 C13 H13B . . 109.5 ? H13A C13 H13B . . 108.1 ? C13 C14 C15 . . 110.6(4) ? C13 C14 H14A . . 109.5 ? C15 C14 H14A . . 109.5 ? C13 C14 H14B . . 109.5 ? C15 C14 H14B . . 109.5 ? H14A C14 H14B . . 108.1 ? C14 C15 C16 . . 112.5(4) ? C14 C15 H15A . . 109.1 ? C16 C15 H15A . . 109.1 ? C14 C15 H15B . . 109.1 ? C16 C15 H15B . . 109.1 ? H15A C15 H15B . . 107.8 ? C11 C16 C15 . . 110.4(3) ? C11 C16 H16A . . 109.6 ? C15 C16 H16A . . 109.6 ? C11 C16 H16B . . 109.6 ? C15 C16 H16B . . 109.6 ? H16A C16 H16B . . 108.1 ? 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 Ni1 O1 3_666 1.827(3) ? Ni1 O1 . 1.827(3) yes Ni1 N1 . 1.919(3) yes Ni1 N1 3_666 1.919(3) ? O1 C2 . 1.305(4) ? O2 N3 . 1.208(5) ? O3 N3 . 1.223(5) ? O4 N3 . 1.228(5) ? N1 C7 . 1.268(5) ? N1 C8 . 1.492(4) ? N2 C10 . 1.477(5) ? N2 C11 . 1.516(4) ? N2 H2A . 0.926(10) ? N2 H2B . 0.932(10) ? C1 C6 . 1.399(5) ? C1 C2 . 1.403(5) ? C1 C7 . 1.435(5) ? C2 C3 . 1.402(5) ? C3 C4 . 1.339(6) ? C3 H3 . 0.9300 ? C4 C5 . 1.367(6) ? C4 H4 . 0.9300 ? C5 C6 . 1.376(6) ? C5 H5 . 0.9300 ? C6 H6 . 0.9300 ? C7 H7 . 0.9300 ? C8 C9 . 1.517(5) ? C8 H8A . 0.9700 ? C8 H8B . 0.9700 ? C9 C10 . 1.508(5) ? C9 H9A . 0.9700 ? C9 H9B . 0.9700 ? C10 H10A . 0.9700 ? C10 H10B . 0.9700 ? C11 C16 . 1.491(5) ? C11 C12 . 1.515(5) ? C11 H11 . 0.9800 ? C12 C13 . 1.522(5) ? C12 H12A . 0.9700 ? C12 H12B . 0.9700 ? C13 C14 . 1.498(6) ? C13 H13A . 0.9700 ? C13 H13B . 0.9700 ? C14 C15 . 1.506(6) ? C14 H14A . 0.9700 ? C14 H14B . 0.9700 ? C15 C16 . 1.525(5) ? C15 H15A . 0.9700 ? C15 H15B . 0.9700 ? C16 H16A . 0.9700 ? C16 H16B . 0.9700 ? 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 N2 H2B N3 4_576 0.932(10) 2.542(12) 3.458(6) 168(3) N2 H2B O3 4_576 0.932(10) 2.36(2) 3.125(5) 139(3) N2 H2B O4 4_576 0.932(10) 1.980(15) 2.887(5) 164(3) N2 H2A N3 . 0.926(10) 2.558(15) 3.462(6) 165(3) N2 H2A O2 . 0.926(10) 2.26(2) 3.105(5) 150(3) N2 H2A O3 . 0.926(10) 2.234(17) 3.076(5) 151(3) 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_site_symmetry_1 _geom_torsion O1 Ni1 O1 C2 3_666 3E1(10) N1 Ni1 O1 C2 . -3.7(4) N1 Ni1 O1 C2 3_666 176.3(4) O1 Ni1 N1 C7 3_666 -179.3(3) O1 Ni1 N1 C7 . 0.7(3) N1 Ni1 N1 C7 3_666 -8E1(10) O1 Ni1 N1 C8 3_666 -0.3(2) O1 Ni1 N1 C8 . 179.7(2) N1 Ni1 N1 C8 3_666 10E1(10) Ni1 O1 C2 C3 . -177.0(3) Ni1 O1 C2 C1 . 4.1(6) C6 C1 C2 O1 . 178.1(4) C7 C1 C2 O1 . -0.5(6) C6 C1 C2 C3 . -0.9(5) C7 C1 C2 C3 . -179.5(3) O1 C2 C3 C4 . -178.5(4) C1 C2 C3 C4 . 0.5(6) C2 C3 C4 C5 . 0.7(7) C3 C4 C5 C6 . -1.5(7) C4 C5 C6 C1 . 1.0(7) C2 C1 C6 C5 . 0.1(6) C7 C1 C6 C5 . 178.8(4) C8 N1 C7 C1 . -177.1(3) Ni1 N1 C7 C1 . 2.0(5) C6 C1 C7 N1 . 178.9(4) C2 C1 C7 N1 . -2.5(6) C7 N1 C8 C9 . 94.6(4) Ni1 N1 C8 C9 . -84.6(3) N1 C8 C9 C10 . 166.7(3) C11 N2 C10 C9 . 161.8(3) C8 C9 C10 N2 . 59.0(5) C10 N2 C11 C16 . 57.4(5) C10 N2 C11 C12 . -178.2(4) C16 C11 C12 C13 . -54.4(5) N2 C11 C12 C13 . -177.8(4) C11 C12 C13 C14 . 55.8(5) C12 C13 C14 C15 . -57.0(5) C13 C14 C15 C16 . 56.4(5) C12 C11 C16 C15 . 52.7(5) N2 C11 C16 C15 . 174.0(3) C14 C15 C16 C11 . -53.7(5) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139066708