#------------------------------------------------------------------------------ #$Date: 2025-08-19 15:49:58 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301806 $ #$URL: svn://www.crystallography.net/cod/cif/2/23/90/2239032.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2239032 loop_ _publ_author_name 'Hayour, Hasna' 'Bouraiou, Abdelmalek' 'Bouacida, Sofiane' 'Benzerka, Saida' 'Belfaitah, Ali' _publ_section_title ; 7-Methoxy-2-phenylquinoline-3-carbaldehyde ; _journal_coeditor_code HG5376 _journal_issue 2 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o195 _journal_page_last o196 _journal_paper_doi 10.1107/S1600536814001457 _journal_volume 70 _journal_year 2014 _chemical_formula_iupac 'C17 H13 N O2' _chemical_formula_moiety 'C17 H13 N O2' _chemical_formula_sum 'C17 H13 N O2' _chemical_formula_weight 263.28 _chemical_name_systematic ; 7-Methoxy-2-phenylquinoline-3-carbaldehyde ; _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_conform_dict_name cif_core.dic _audit_conform_dict_version 2.3 _audit_creation_method 'WinGX routine CIF_UPDATE' _cell_angle_alpha 73.424(12) _cell_angle_beta 85.877(12) _cell_angle_gamma 83.029(11) _cell_formula_units_Z 2 _cell_length_a 7.332(3) _cell_length_b 7.582(2) _cell_length_c 12.487(4) _cell_measurement_reflns_used 1596 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.71 _cell_measurement_theta_min 2.86 _cell_volume 659.9(4) _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_collection 'APEX2 (Bruker, 2001)' _computing_data_reduction 'SAINT (Bruker, 2001)' _computing_molecular_graphics ; Ortep-3 for Windows (Farrugia, 2012) and DIAMOND (Brandenburg & Berndt, 2001) ; _computing_publication_material ; WinGX publication routines (Farrugia, 2012) and CRYSCAL (T. Roisnel, local program) ; _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_structure_solution 'SIR2002 (Burla et al., 2005)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.965 _diffrn_measurement_device_type 'Bruker APEXII' _diffrn_measurement_method 'CCD rotation images, thin slices' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0435 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 5538 _diffrn_reflns_theta_full 25 _diffrn_reflns_theta_max 27.74 _diffrn_reflns_theta_min 2.82 _exptl_absorpt_coefficient_mu 0.087 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_correction_T_min 0.889 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (SADABS; Sheldrick, 2002) ; _exptl_crystal_colour Yellow _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Stick _exptl_crystal_F_000 276 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.03 _exptl_crystal_size_min 0.02 _refine_diff_density_max 0.231 _refine_diff_density_min -0.235 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 182 _refine_ls_number_reflns 3001 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.062 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0482 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0640P)^2^+0.0518P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1268 _refine_ls_wR_factor_ref 0.1383 _reflns_number_gt 2344 _reflns_number_total 3001 _reflns_threshold_expression >2sigma(I) _iucr_refine_instructions_details ; TITL import in P -1 CELL 0.71073 7.3318 7.5820 12.4869 73.424 85.877 83.029 ZERR 2.00 0.0027 0.0022 0.0044 0.012 0.012 0.011 LATT 1 SFAC C H N O UNIT 34 26 2 4 MERG 2 OMIT 0 0 1 OMIT 1 0 0 FMAP 2 PLAN 20 SIZE 0.02 0.03 0.12 ACTA 50.00 BOND $H CONF L.S. 4 TEMP -123.00 WGHT 0.064000 0.051800 FVAR 0.71147 C17 1 0.502010 -0.085930 0.697681 11.00000 0.03176 0.01836 = 0.02530 -0.00446 -0.00221 0.00391 AFIX 137 H17A 2 0.405517 -0.116138 0.657516 11.00000 -1.50000 H17B 2 0.542508 -0.194722 0.758466 11.00000 -1.50000 H17C 2 0.606480 -0.048933 0.645939 11.00000 -1.50000 AFIX 0 MOLE 1 C1 1 0.216114 0.610930 0.310360 11.00000 0.01741 0.02198 = 0.01971 -0.00323 -0.00005 -0.00416 C2 1 0.133968 0.758049 0.353862 11.00000 0.01836 0.01770 = 0.02272 -0.00157 -0.00078 -0.00252 C3 1 0.134456 0.734279 0.467775 11.00000 0.01952 0.01782 = 0.02465 -0.00790 0.00146 -0.00124 AFIX 43 H3 2 0.081423 0.830980 0.498265 11.00000 -1.20000 AFIX 0 C4 1 0.212934 0.568006 0.538315 11.00000 0.01615 0.01885 = 0.02093 -0.00486 0.00039 -0.00309 C5 1 0.218269 0.531513 0.656483 11.00000 0.02161 0.02094 = 0.02165 -0.00966 0.00205 -0.00213 AFIX 43 H5 2 0.169132 0.624575 0.690972 11.00000 -1.20000 AFIX 0 C6 1 0.292644 0.365497 0.720481 11.00000 0.02325 0.02669 = 0.01745 -0.00794 0.00016 -0.00344 AFIX 43 H6 2 0.296932 0.343449 0.799112 11.00000 -1.20000 AFIX 0 C7 1 0.364057 0.224781 0.669662 11.00000 0.02028 0.01863 = 0.01959 -0.00233 -0.00123 -0.00144 C8 1 0.362152 0.253737 0.556256 11.00000 0.02131 0.01880 = 0.02090 -0.00693 0.00097 -0.00008 AFIX 43 H8 2 0.411510 0.158492 0.523573 11.00000 -1.20000 AFIX 0 C9 1 0.286166 0.426486 0.488092 11.00000 0.01714 0.01944 = 0.01796 -0.00430 0.00060 -0.00291 C10 1 0.033468 0.927816 0.283705 11.00000 0.02523 0.02143 = 0.02536 -0.00242 -0.00045 -0.00263 AFIX 43 H10 2 0.000415 0.927880 0.211512 11.00000 -1.20000 AFIX 0 C11 1 0.230615 0.627668 0.188043 11.00000 0.01947 0.02611 = 0.01828 -0.00322 -0.00247 0.00162 C12 1 0.194198 0.479529 0.150455 11.00000 0.02290 0.03014 = 0.02444 -0.00706 -0.00195 0.00125 AFIX 43 H12 2 0.156318 0.370850 0.202498 11.00000 -1.20000 AFIX 0 C13 1 0.212874 0.489828 0.037919 11.00000 0.03300 0.04625 = 0.02807 -0.01643 -0.00349 -0.00184 AFIX 43 H13 2 0.189062 0.387613 0.013270 11.00000 -1.20000 AFIX 0 C14 1 0.265958 0.647821 -0.039006 11.00000 0.04403 0.06757 = 0.01755 -0.01240 -0.00080 -0.01035 AFIX 43 H14 2 0.276458 0.654902 -0.116359 11.00000 -1.20000 AFIX 0 C15 1 0.303744 0.795590 -0.002997 11.00000 0.04266 0.04917 = 0.02147 0.00261 -0.00032 -0.01087 AFIX 43 H15 2 0.341948 0.903548 -0.055616 11.00000 -1.20000 AFIX 0 C16 1 0.285956 0.786435 0.109818 11.00000 0.03143 0.03300 = 0.02328 -0.00203 -0.00132 -0.00610 AFIX 43 H16 2 0.311485 0.888494 0.134067 11.00000 -1.20000 AFIX 0 N1 3 0.287549 0.450030 0.375248 11.00000 0.02096 0.02068 = 0.01773 -0.00407 -0.00028 -0.00090 O1 4 0.431214 0.063042 0.743134 11.00000 0.03431 0.01956 = 0.01808 -0.00261 -0.00332 0.00347 O2 4 -0.009073 1.066769 0.313101 11.00000 0.04332 0.01984 = 0.03652 -0.00545 -0.00324 0.00401 HKLF 4 REM import in P -1 REM R1 = 0.0482 for 2344 Fo > 4sig(Fo) and 0.0618 for all 3001 data REM 182 parameters refined using 0 restraints END WGHT 0.0640 0.0518 REM Highest difference peak 0.231, deepest hole -0.235, 1-sigma level 0.050 Q1 1 0.1714 0.7624 0.4068 11.00000 0.05 0.23 Q2 1 0.1120 0.8445 0.3214 11.00000 0.05 0.22 Q3 1 0.2694 0.5043 0.5163 11.00000 0.05 0.21 Q4 1 0.3579 0.2418 0.6122 11.00000 0.05 0.20 Q5 1 0.2391 0.5580 0.5852 11.00000 0.05 0.20 Q6 1 0.3498 0.3575 0.5254 11.00000 0.05 0.19 Q7 1 0.2792 -0.0186 0.5095 11.00000 0.05 0.19 Q8 1 0.7231 -0.1629 0.7599 11.00000 0.05 0.19 Q9 1 0.5046 0.0755 0.7964 11.00000 0.05 0.18 Q10 1 0.3493 0.7621 0.0510 11.00000 0.05 0.18 Q11 1 0.1773 0.7005 0.3262 11.00000 0.05 0.17 Q12 1 0.1930 0.6488 0.5150 11.00000 0.05 0.17 Q13 1 0.7971 -0.0889 0.6780 11.00000 0.05 0.17 Q14 1 0.3182 0.2878 0.6959 11.00000 0.05 0.17 Q15 1 0.1830 0.5766 0.1644 11.00000 0.05 0.17 Q16 1 -0.1477 0.9665 0.4593 11.00000 0.05 0.17 Q17 1 0.2852 0.4386 0.4352 11.00000 0.05 0.16 Q18 1 0.1766 0.9200 0.5813 11.00000 0.05 0.16 Q19 1 0.3568 -0.2633 0.6003 11.00000 0.05 0.15 Q20 1 0.3200 0.3622 0.7626 11.00000 0.05 0.15 ; _cod_data_source_file hg5376sup1.cif _cod_data_source_block I _cod_database_code 2239032 _cod_database_fobs_code 2239032 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _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_symmetry_multiplicity C C17 0.5020(2) -0.08593(18) 0.69768(12) 0.0260(3) Uani d . 1 1 H H17A 0.4055 -0.1161 0.6575 0.039 Uiso calc R 1 1 H H17B 0.5425 -0.1947 0.7585 0.039 Uiso calc R 1 1 H H17C 0.6065 -0.0489 0.6459 0.039 Uiso calc R 1 1 C C1 0.21611(18) 0.61093(18) 0.31036(11) 0.0201(3) Uani d . 1 1 C C2 0.13397(18) 0.75805(18) 0.35386(11) 0.0204(3) Uani d . 1 1 C C3 0.13446(18) 0.73428(18) 0.46777(12) 0.0204(3) Uani d . 1 1 H H3 0.0814 0.831 0.4983 0.025 Uiso calc R 1 1 C C4 0.21293(17) 0.56801(17) 0.53832(11) 0.0187(3) Uani d . 1 1 C C5 0.21827(18) 0.53151(18) 0.65648(11) 0.0208(3) Uani d . 1 1 H H5 0.1691 0.6246 0.691 0.025 Uiso calc R 1 1 C C6 0.29264(19) 0.36550(19) 0.72048(11) 0.0221(3) Uani d . 1 1 H H6 0.2969 0.3434 0.7991 0.026 Uiso calc R 1 1 C C7 0.36406(18) 0.22478(18) 0.66966(11) 0.0202(3) Uani d . 1 1 C C8 0.36215(18) 0.25374(18) 0.55626(11) 0.0203(3) Uani d . 1 1 H H8 0.4115 0.1585 0.5236 0.024 Uiso calc R 1 1 C C9 0.28617(17) 0.42649(17) 0.48809(11) 0.0184(3) Uani d . 1 1 C C10 0.03347(19) 0.92782(18) 0.28371(12) 0.0249(3) Uani d . 1 1 H H10 0.0004 0.9279 0.2115 0.03 Uiso calc R 1 1 C C11 0.23061(18) 0.62767(19) 0.18804(11) 0.0222(3) Uani d . 1 1 C C12 0.19420(19) 0.4795(2) 0.15046(12) 0.0262(3) Uani d . 1 1 H H12 0.1563 0.3708 0.2025 0.031 Uiso calc R 1 1 C C13 0.2129(2) 0.4898(2) 0.03792(13) 0.0346(4) Uani d . 1 1 H H13 0.1891 0.3876 0.0133 0.042 Uiso calc R 1 1 C C14 0.2660(2) 0.6478(3) -0.03901(13) 0.0426(4) Uani d . 1 1 H H14 0.2765 0.6549 -0.1164 0.051 Uiso calc R 1 1 C C15 0.3037(2) 0.7956(2) -0.00300(13) 0.0399(4) Uani d . 1 1 H H15 0.3419 0.9035 -0.0556 0.048 Uiso calc R 1 1 C C16 0.2860(2) 0.7864(2) 0.10982(12) 0.0302(4) Uani d . 1 1 H H16 0.3115 0.8885 0.1341 0.036 Uiso calc R 1 1 N N1 0.28755(15) 0.45003(15) 0.37525(9) 0.0202(3) Uani d . 1 1 O O1 0.43121(14) 0.06304(12) 0.74313(8) 0.0250(3) Uani d . 1 1 O O2 -0.00907(16) 1.06677(13) 0.31310(9) 0.0343(3) Uani d . 1 1 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 C17 0.0318(8) 0.0184(7) 0.0253(7) 0.0039(6) -0.0022(6) -0.0045(6) C1 0.0174(6) 0.0220(7) 0.0197(7) -0.0042(5) 0.0000(5) -0.0032(5) C2 0.0184(7) 0.0177(7) 0.0227(7) -0.0025(5) -0.0008(5) -0.0016(5) C3 0.0195(7) 0.0178(6) 0.0247(7) -0.0012(5) 0.0015(5) -0.0079(5) C4 0.0162(6) 0.0188(7) 0.0209(7) -0.0031(5) 0.0004(5) -0.0049(5) C5 0.0216(7) 0.0209(7) 0.0216(7) -0.0021(5) 0.0021(5) -0.0097(5) C6 0.0232(7) 0.0267(7) 0.0175(6) -0.0034(6) 0.0002(5) -0.0079(5) C7 0.0203(7) 0.0186(7) 0.0196(7) -0.0014(5) -0.0012(5) -0.0023(5) C8 0.0213(7) 0.0188(7) 0.0209(7) -0.0001(5) 0.0010(5) -0.0069(5) C9 0.0171(6) 0.0194(7) 0.0180(6) -0.0029(5) 0.0006(5) -0.0043(5) C10 0.0252(7) 0.0214(7) 0.0254(7) -0.0026(6) -0.0005(6) -0.0024(6) C11 0.0195(7) 0.0261(7) 0.0183(7) 0.0016(5) -0.0025(5) -0.0032(5) C12 0.0229(7) 0.0301(8) 0.0244(7) 0.0013(6) -0.0019(6) -0.0071(6) C13 0.0330(9) 0.0462(10) 0.0281(8) -0.0018(7) -0.0035(7) -0.0164(7) C14 0.0440(10) 0.0676(12) 0.0175(7) -0.0103(9) -0.0008(7) -0.0124(8) C15 0.0427(10) 0.0492(10) 0.0215(8) -0.0109(8) -0.0003(7) 0.0026(7) C16 0.0314(8) 0.0330(8) 0.0233(7) -0.0061(6) -0.0013(6) -0.0020(6) N1 0.0210(6) 0.0207(6) 0.0177(6) -0.0009(4) -0.0003(4) -0.0041(4) O1 0.0343(6) 0.0196(5) 0.0181(5) 0.0035(4) -0.0033(4) -0.0026(4) O2 0.0433(7) 0.0198(5) 0.0365(6) 0.0040(5) -0.0032(5) -0.0055(5) 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 0 '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 0.006 '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 O1 C17 H17A 109.5 O1 C17 H17B 109.5 H17A C17 H17B 109.5 O1 C17 H17C 109.5 H17A C17 H17C 109.5 H17B C17 H17C 109.5 N1 C1 C2 122.65(12) N1 C1 C11 114.92(12) C2 C1 C11 122.43(12) C3 C2 C1 118.67(12) C3 C2 C10 118.41(12) C1 C2 C10 122.68(12) C2 C3 C4 120.13(12) C2 C3 H3 119.9 C4 C3 H3 119.9 C3 C4 C5 123.80(12) C3 C4 C9 117.36(12) C5 C4 C9 118.81(12) C6 C5 C4 120.86(12) C6 C5 H5 119.6 C4 C5 H5 119.6 C5 C6 C7 119.88(12) C5 C6 H6 120.1 C7 C6 H6 120.1 O1 C7 C8 124.44(12) O1 C7 C6 114.26(12) C8 C7 C6 121.30(12) C7 C8 C9 119.60(12) C7 C8 H8 120.2 C9 C8 H8 120.2 N1 C9 C8 117.78(12) N1 C9 C4 122.68(12) C8 C9 C4 119.54(12) O2 C10 C2 123.68(14) O2 C10 H10 118.2 C2 C10 H10 118.2 C12 C11 C16 118.77(13) C12 C11 C1 119.50(12) C16 C11 C1 121.69(12) C13 C12 C11 120.42(14) C13 C12 H12 119.8 C11 C12 H12 119.8 C12 C13 C14 120.48(15) C12 C13 H13 119.8 C14 C13 H13 119.8 C13 C14 C15 119.81(14) C13 C14 H14 120.1 C15 C14 H14 120.1 C14 C15 C16 120.15(15) C14 C15 H15 119.9 C16 C15 H15 119.9 C15 C16 C11 120.36(14) C15 C16 H16 119.8 C11 C16 H16 119.8 C1 N1 C9 118.45(11) C7 O1 C17 117.17(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance C17 O1 1.4312(16) C17 H17A 0.98 C17 H17B 0.98 C17 H17C 0.98 C1 N1 1.3270(17) C1 C2 1.4275(19) C1 C11 1.4932(19) C2 C3 1.3821(19) C2 C10 1.4787(19) C3 C4 1.3998(19) C3 H3 0.95 C4 C5 1.4241(18) C4 C9 1.4243(19) C5 C6 1.3574(19) C5 H5 0.95 C6 C7 1.4206(19) C6 H6 0.95 C7 O1 1.3654(16) C7 C8 1.3706(19) C8 C9 1.4161(19) C8 H8 0.95 C9 N1 1.3683(17) C10 O2 1.2109(17) C10 H10 0.95 C11 C12 1.3945(19) C11 C16 1.399(2) C12 C13 1.383(2) C12 H12 0.95 C13 C14 1.383(2) C13 H13 0.95 C14 C15 1.384(2) C14 H14 0.95 C15 C16 1.388(2) C15 H15 0.95 C16 H16 0.95 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 C5 H5 O2 2_576 0.9500 2.4800 3.349(2) 153.00 yes C15 H15 O1 1_564 0.9500 2.5400 3.377(2) 148.00 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 N1 C1 C2 C3 2.3(2) C11 C1 C2 C3 -176.79(12) N1 C1 C2 C10 -171.97(12) C11 C1 C2 C10 9.0(2) C1 C2 C3 C4 -0.5(2) C10 C2 C3 C4 173.94(12) C2 C3 C4 C5 -179.58(12) C2 C3 C4 C9 -1.5(2) C3 C4 C5 C6 178.42(12) C9 C4 C5 C6 0.4(2) C4 C5 C6 C7 -0.9(2) C5 C6 C7 O1 -178.60(12) C5 C6 C7 C8 1.0(2) O1 C7 C8 C9 178.96(12) C6 C7 C8 C9 -0.6(2) C7 C8 C9 N1 179.76(11) C7 C8 C9 C4 0.1(2) C3 C4 C9 N1 2.2(2) C5 C4 C9 N1 -179.64(11) C3 C4 C9 C8 -178.14(11) C5 C4 C9 C8 0.0(2) C3 C2 C10 O2 19.2(2) C1 C2 C10 O2 -166.56(13) N1 C1 C11 C12 42.75(18) C2 C1 C11 C12 -138.12(14) N1 C1 C11 C16 -135.09(14) C2 C1 C11 C16 44.04(19) C16 C11 C12 C13 0.1(2) C1 C11 C12 C13 -177.80(13) C11 C12 C13 C14 -0.7(2) C12 C13 C14 C15 1.1(3) C13 C14 C15 C16 -0.9(3) C14 C15 C16 C11 0.3(2) C12 C11 C16 C15 0.1(2) C1 C11 C16 C15 177.95(14) C2 C1 N1 C9 -1.7(2) C11 C1 N1 C9 177.47(11) C8 C9 N1 C1 179.72(12) C4 C9 N1 C1 -0.62(19) C8 C7 O1 C17 -0.8(2) C6 C7 O1 C17 178.80(11) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139086314