#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:43:10 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301803 $ #$URL: svn://www.crystallography.net/cod/cif/2/20/69/2206937.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_2206937 loop_ _publ_author_name 'Sundar, T. V.' 'Parthasarathi, V.' 'Michael Bolte' 'Hunnur, Raveendra K.' 'Bharati Badami' _publ_section_title ;Dimethyl 1-{4-[4,5-bis(methoxycarbonyl)-1,2,3-triazol-1-ylmethylcarbonyl]phenyl}-1H-pyrazole-3,4-dicarboxylate ; _journal_coeditor_code CV6582 _journal_issue 10 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o3482 _journal_page_last o3484 _journal_paper_doi 10.1107/S1600536805030448 _journal_volume 61 _journal_year 2005 _chemical_formula_iupac 'C21 H19 N5 O9' _chemical_formula_moiety 'C21 H19 N5 O9' _chemical_formula_sum 'C21 H19 N5 O9' _chemical_formula_weight 485.41 _chemical_melting_point 415 _chemical_name_systematic ; Dimethyl 1-{4-[4,5-bis(methoxycarbonyl)-1,2,3-triazol-1- ylmethylcarbonyl]phenyl}-1H-pyrazole-3,4-dicarboxylate ; _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 90.070(9) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 12.0798(12) _cell_length_b 8.5500(6) _cell_length_c 21.424(2) _cell_measurement_reflns_used 10027 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.8 _cell_measurement_theta_min 3.7 _cell_volume 2212.7(3) _computing_cell_refinement 'X-AREA ' _computing_data_collection 'X-AREA (Stoe & Cie, 2002)' _computing_data_reduction 'X-RED32 (Stoe & Cie, 2002)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997) and PLATON (Spek, 2003)' _computing_publication_material 'SHELXL97 and PARST (Nardelli, 1995)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.896 _diffrn_measured_fraction_theta_max 0.896 _diffrn_measurement_device_type 'Stoe IPDS-II' _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 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 10027 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 25.56 _diffrn_reflns_theta_min 3.72 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_type none _exptl_absorpt_process_details none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.457 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Block _exptl_crystal_F_000 1008 _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _refine_diff_density_max 0.143 _refine_diff_density_min -0.203 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 321 _refine_ls_number_reflns 3706 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.063 _refine_ls_R_factor_all 0.0320 _refine_ls_R_factor_gt 0.0298 _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^)+(0.0482P)^2^+0.1748P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0714 _refine_ls_wR_factor_ref 0.0722 _reflns_number_gt 3534 _reflns_number_total 3706 _reflns_threshold_expression I>2\s(I) _cod_data_source_file cv6582.cif _cod_data_source_block I _cod_original_cell_volume 2212.7(4) _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2206937 _cod_database_fobs_code 2206937 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 N1 0.46999(11) 0.72996(16) 0.49269(6) 0.0198(3) Uani d . 1 N N2 0.54067(11) 0.79221(16) 0.44890(6) 0.0220(3) Uani d . 1 N C3 0.61878(13) 0.86164(18) 0.48238(8) 0.0196(3) Uani d . 1 C C4 0.60023(12) 0.84420(19) 0.54751(7) 0.0201(3) Uani d . 1 C C5 0.50350(12) 0.75874(19) 0.55206(7) 0.0206(3) Uani d . 1 C H5 0.4676 0.7265 0.5893 0.025 Uiso calc R 1 H C6 0.37712(13) 0.64068(18) 0.47204(8) 0.0193(3) Uani d . 1 C C7 0.37412(14) 0.5938(2) 0.40975(8) 0.0244(3) Uani d . 1 C H7 0.4331 0.6197 0.3824 0.029 Uiso calc R 1 H C8 0.28422(14) 0.5092(2) 0.38829(7) 0.0234(3) Uani d . 1 C H8 0.2813 0.4780 0.3458 0.028 Uiso calc R 1 H C9 0.19732(13) 0.46891(17) 0.42851(7) 0.0191(3) Uani d . 1 C C10 0.20222(14) 0.5148(2) 0.49125(8) 0.0260(4) Uani d . 1 C H10 0.1442 0.4865 0.5190 0.031 Uiso calc R 1 H C11 0.29127(15) 0.6012(2) 0.51307(8) 0.0275(4) Uani d . 1 C H11 0.2941 0.6335 0.5555 0.033 Uiso calc R 1 H C12 0.09988(12) 0.37863(18) 0.40549(7) 0.0197(3) Uani d . 1 C O12 0.02937(10) 0.32344(15) 0.43959(6) 0.0284(3) Uani d . 1 O C13 0.71423(13) 0.93490(18) 0.44834(8) 0.0211(3) Uani d . 1 C O13 0.70515(11) 1.02966(16) 0.40713(6) 0.0336(3) Uani d . 1 O O14 0.80897(10) 0.87519(15) 0.46867(6) 0.0284(3) Uani d . 1 O C15 0.90910(14) 0.9326(3) 0.43840(9) 0.0342(4) Uani d . 1 C H15A 0.9065 0.9073 0.3938 0.051 Uiso calc R 1 H H15B 0.9740 0.8829 0.4574 0.051 Uiso calc R 1 H H15C 0.9141 1.0463 0.4437 0.051 Uiso calc R 1 H C16 0.66536(13) 0.90504(19) 0.60044(8) 0.0220(3) Uani d . 1 C O16 0.66421(11) 0.85034(17) 0.65262(6) 0.0333(3) Uani d . 1 O O17 0.72686(11) 1.02877(14) 0.58326(6) 0.0304(3) Uani d . 1 O C18 0.79753(18) 1.0934(2) 0.63138(11) 0.0416(5) Uani d . 1 C H18A 0.7524 1.1232 0.6675 0.062 Uiso calc R 1 H H18B 0.8359 1.1858 0.6151 0.062 Uiso calc R 1 H H18C 0.8521 1.0148 0.6441 0.062 Uiso calc R 1 H C19 0.09411(13) 0.3567(2) 0.33415(7) 0.0229(3) Uani d . 1 C H19A 0.1016 0.4597 0.3135 0.028 Uiso calc R 1 H H19B 0.1565 0.2900 0.3204 0.028 Uiso calc R 1 H N21 -0.01013(10) 0.28467(16) 0.31543(6) 0.0199(3) Uani d . 1 N N22 -0.01109(11) 0.13186(16) 0.29979(7) 0.0228(3) Uani d . 1 N N23 -0.11404(11) 0.09241(16) 0.28825(6) 0.0220(3) Uani d . 1 N C24 -0.17963(12) 0.21995(17) 0.29617(7) 0.0178(3) Uani d . 1 C C25 -0.11377(13) 0.34573(19) 0.31326(7) 0.0188(3) Uani d . 1 C C26 -0.13518(14) 0.51480(19) 0.32502(7) 0.0214(3) Uani d . 1 C O26 -0.07727(12) 0.59593(16) 0.35712(7) 0.0374(3) Uani d . 1 O O27 -0.22462(10) 0.56020(13) 0.29418(6) 0.0258(3) Uani d . 1 O C28 -0.26107(16) 0.7200(2) 0.30470(10) 0.0324(4) Uani d . 1 C H28A -0.2959 0.7277 0.3459 0.049 Uiso calc R 1 H H28B -0.3147 0.7495 0.2724 0.049 Uiso calc R 1 H H28C -0.1972 0.7905 0.3029 0.049 Uiso calc R 1 H C29 -0.30246(13) 0.20803(18) 0.29351(7) 0.0188(3) Uani d . 1 C O29 -0.36549(9) 0.29934(14) 0.31797(6) 0.0258(3) Uani d . 1 O O30 -0.33306(9) 0.08029(15) 0.26162(6) 0.0267(3) Uani d . 1 O C31 -0.45088(14) 0.0455(3) 0.26312(12) 0.0406(5) Uani d . 1 C H31A -0.4722 0.0151 0.3055 0.061 Uiso calc R 1 H H31B -0.4670 -0.0405 0.2343 0.061 Uiso calc R 1 H H31C -0.4928 0.1385 0.2506 0.061 Uiso calc 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 N1 0.0197(6) 0.0196(6) 0.0203(7) -0.0016(5) -0.0005(5) 0.0008(5) N2 0.0230(6) 0.0224(7) 0.0206(6) -0.0032(5) -0.0004(5) 0.0020(5) C3 0.0195(7) 0.0191(7) 0.0201(7) 0.0007(6) -0.0017(6) 0.0007(6) C4 0.0206(7) 0.0211(8) 0.0186(8) 0.0029(6) -0.0035(6) -0.0007(6) C5 0.0210(7) 0.0229(8) 0.0178(7) 0.0015(6) 0.0010(6) 0.0002(6) C6 0.0186(7) 0.0179(7) 0.0215(7) 0.0005(6) -0.0036(6) 0.0006(6) C7 0.0232(8) 0.0289(8) 0.0210(8) -0.0035(7) 0.0020(6) -0.0007(7) C8 0.0248(8) 0.0282(9) 0.0172(8) -0.0044(7) 0.0010(6) -0.0010(6) C9 0.0188(7) 0.0167(7) 0.0217(7) 0.0003(6) -0.0035(6) 0.0025(6) C10 0.0236(8) 0.0330(9) 0.0214(8) -0.0078(7) 0.0025(7) -0.0001(7) C11 0.0283(8) 0.0357(9) 0.0185(8) -0.0081(7) 0.0032(7) -0.0045(7) C12 0.0196(7) 0.0173(8) 0.0221(8) 0.0001(6) -0.0026(6) 0.0037(6) O12 0.0257(6) 0.0362(7) 0.0233(6) -0.0112(5) 0.0000(5) 0.0050(5) C13 0.0257(8) 0.0194(7) 0.0184(7) -0.0031(6) -0.0011(6) -0.0008(6) O13 0.0333(7) 0.0365(7) 0.0310(7) -0.0008(6) 0.0011(6) 0.0144(6) O14 0.0194(5) 0.0362(7) 0.0295(6) -0.0040(5) -0.0013(5) 0.0098(5) C15 0.0228(8) 0.0472(12) 0.0326(10) -0.0105(8) 0.0005(7) 0.0031(8) C16 0.0190(7) 0.0247(8) 0.0224(7) 0.0035(6) -0.0027(6) -0.0049(6) O16 0.0326(6) 0.0466(8) 0.0206(6) -0.0029(6) -0.0059(5) 0.0006(5) O17 0.0334(6) 0.0240(6) 0.0337(7) -0.0059(5) -0.0096(6) -0.0035(5) C18 0.0404(11) 0.0314(9) 0.0531(12) -0.0052(9) -0.0231(10) -0.0061(9) C19 0.0195(7) 0.0286(9) 0.0207(8) -0.0063(6) -0.0028(6) 0.0018(6) N21 0.0191(6) 0.0228(7) 0.0179(6) -0.0019(5) -0.0022(5) -0.0006(5) N22 0.0228(6) 0.0218(7) 0.0239(6) 0.0003(5) 0.0000(6) -0.0036(5) N23 0.0225(6) 0.0206(7) 0.0228(7) 0.0008(5) -0.0013(6) -0.0049(5) C24 0.0204(7) 0.0179(7) 0.0149(7) -0.0013(6) -0.0007(6) -0.0004(6) C25 0.0220(7) 0.0203(8) 0.0142(7) 0.0004(6) -0.0027(6) -0.0002(6) C26 0.0272(7) 0.0191(8) 0.0179(7) -0.0027(6) -0.0014(6) -0.0003(6) O26 0.0473(8) 0.0244(6) 0.0405(8) -0.0002(6) -0.0198(7) -0.0081(6) O27 0.0286(6) 0.0154(5) 0.0333(7) 0.0025(5) -0.0077(5) -0.0027(5) C28 0.0367(9) 0.0201(8) 0.0405(10) 0.0052(7) -0.0029(8) -0.0037(7) C29 0.0215(7) 0.0199(7) 0.0149(7) -0.0007(6) -0.0004(6) 0.0017(6) O29 0.0244(5) 0.0228(6) 0.0302(6) 0.0036(5) 0.0035(5) 0.0020(5) O30 0.0207(6) 0.0302(6) 0.0292(6) -0.0058(5) -0.0018(5) -0.0086(5) C31 0.0212(8) 0.0423(11) 0.0583(13) -0.0090(8) -0.0041(9) -0.0120(10) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C5 N1 N2 112.60(12) C5 N1 C6 128.41(14) N2 N1 C6 118.92(13) C3 N2 N1 104.25(13) N2 C3 C4 111.80(14) N2 C3 C13 118.08(14) C4 C3 C13 129.98(14) C5 C4 C3 105.02(14) C5 C4 C16 125.65(15) C3 C4 C16 129.31(15) N1 C5 C4 106.32(14) N1 C5 H5 126.8 C4 C5 H5 126.8 C7 C6 C11 120.86(15) C7 C6 N1 118.05(15) C11 C6 N1 121.09(15) C8 C7 C6 119.22(16) C8 C7 H7 120.4 C6 C7 H7 120.4 C7 C8 C9 120.82(15) C7 C8 H8 119.6 C9 C8 H8 119.6 C10 C9 C8 119.34(14) C10 C9 C12 119.64(15) C8 C9 C12 121.02(14) C11 C10 C9 120.31(15) C11 C10 H10 119.8 C9 C10 H10 119.8 C10 C11 C6 119.44(15) C10 C11 H11 120.3 C6 C11 H11 120.3 O12 C12 C9 123.68(14) O12 C12 C19 121.12(14) C9 C12 C19 115.19(13) O13 C13 O14 125.32(15) O13 C13 C3 124.60(15) O14 C13 C3 110.04(13) C13 O14 C15 116.11(13) O14 C15 H15A 109.5 O14 C15 H15B 109.5 H15A C15 H15B 109.5 O14 C15 H15C 109.5 H15A C15 H15C 109.5 H15B C15 H15C 109.5 O16 C16 O17 124.27(15) O16 C16 C4 124.52(15) O17 C16 C4 111.21(14) C16 O17 C18 115.53(15) O17 C18 H18A 109.5 O17 C18 H18B 109.5 H18A C18 H18B 109.5 O17 C18 H18C 109.5 H18A C18 H18C 109.5 H18B C18 H18C 109.5 N21 C19 C12 111.24(13) N21 C19 H19A 109.4 C12 C19 H19A 109.4 N21 C19 H19B 109.4 C12 C19 H19B 109.4 H19A C19 H19B 108.0 N22 N21 C25 110.87(13) N22 N21 C19 119.00(13) C25 N21 C19 130.06(14) N23 N22 N21 107.68(13) N22 N23 C24 108.85(13) N23 C24 C25 108.72(13) N23 C24 C29 121.46(13) C25 C24 C29 129.41(14) N21 C25 C24 103.87(13) N21 C25 C26 121.84(14) C24 C25 C26 134.23(14) O26 C26 O27 126.22(16) O26 C26 C25 123.79(15) O27 C26 C25 109.98(13) C26 O27 C28 116.46(13) O27 C28 H28A 109.5 O27 C28 H28B 109.5 H28A C28 H28B 109.5 O27 C28 H28C 109.5 H28A C28 H28C 109.5 H28B C28 H28C 109.5 O29 C29 O30 124.97(14) O29 C29 C24 124.54(14) O30 C29 C24 110.47(13) C29 O30 C31 115.14(14) O30 C31 H31A 109.5 O30 C31 H31B 109.5 H31A C31 H31B 109.5 O30 C31 H31C 109.5 H31A C31 H31C 109.5 H31B C31 H31C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N1 C5 1.357(2) N1 N2 1.3764(19) N1 C6 1.427(2) N2 C3 1.325(2) C3 C4 1.421(2) C3 C13 1.502(2) C4 C5 1.382(2) C4 C16 1.474(2) C5 H5 0.9500 C6 C7 1.394(2) C6 C11 1.402(2) C7 C8 1.383(2) C7 H7 0.9500 C8 C9 1.402(2) C8 H8 0.9500 C9 C10 1.401(2) C9 C12 1.491(2) C10 C11 1.386(2) C10 H10 0.9500 C11 H11 0.9500 C12 O12 1.218(2) C12 C19 1.541(2) C13 O13 1.203(2) C13 O14 1.326(2) O14 C15 1.458(2) C15 H15A 0.9800 C15 H15B 0.9800 C15 H15C 0.9800 C16 O16 1.212(2) C16 O17 1.344(2) O17 C18 1.447(2) C18 H18A 0.9800 C18 H18B 0.9800 C18 H18C 0.9800 C19 N21 1.4575(19) C19 H19A 0.9900 C19 H19B 0.9900 N21 N22 1.349(2) N21 C25 1.357(2) N22 N23 1.3117(19) N23 C24 1.359(2) C24 C25 1.387(2) C24 C29 1.488(2) C25 C26 1.490(2) C26 O26 1.201(2) C26 O27 1.324(2) O27 C28 1.453(2) C28 H28A 0.9800 C28 H28B 0.9800 C28 H28C 0.9800 C29 O29 1.210(2) C29 O30 1.340(2) O30 C31 1.454(2) C31 H31A 0.9800 C31 H31B 0.9800 C31 H31C 0.9800 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 C19 H19A N23 2 0.99 2.46 3.316(2) 144 yes C8 H8 O30 2 0.95 2.54 3.322(2) 140 yes C18 H18C N22 3_666 0.98 2.59 3.540(3) 164 yes C19 H19B O16 3_666 0.99 2.54 3.426(2) 149 yes C5 H5 O29 3_566 0.95 2.35 3.285(2) 168 yes C11 H11 O29 3_566 0.95 2.90 3.824(2) 164 no C10 H10 O26 3_566 0.95 2.86 3.707(2) 148 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 C5 N1 N2 C3 -0.45(17) C6 N1 N2 C3 -177.71(13) N1 N2 C3 C4 0.48(17) N1 N2 C3 C13 176.55(13) N2 C3 C4 C5 -0.35(18) C13 C3 C4 C5 -175.83(15) N2 C3 C4 C16 -178.81(15) C13 C3 C4 C16 5.7(3) N2 N1 C5 C4 0.24(18) C6 N1 C5 C4 177.19(14) C3 C4 C5 N1 0.05(17) C16 C4 C5 N1 178.59(15) C5 N1 C6 C7 -164.06(16) N2 N1 C6 C7 12.7(2) C5 N1 C6 C11 16.0(3) N2 N1 C6 C11 -167.21(14) C11 C6 C7 C8 0.9(2) N1 C6 C7 C8 -179.03(15) C6 C7 C8 C9 -0.7(2) C7 C8 C9 C10 -0.2(2) C7 C8 C9 C12 179.58(15) C8 C9 C10 C11 1.0(3) C12 C9 C10 C11 -178.80(16) C9 C10 C11 C6 -0.8(3) C7 C6 C11 C10 -0.1(3) N1 C6 C11 C10 179.80(16) C10 C9 C12 O12 -9.9(2) C8 C9 C12 O12 170.26(16) C10 C9 C12 C19 170.84(15) C8 C9 C12 C19 -9.0(2) N2 C3 C13 O13 54.0(2) C4 C3 C13 O13 -130.77(19) N2 C3 C13 O14 -123.52(15) C4 C3 C13 O14 51.7(2) O13 C13 O14 C15 0.9(2) C3 C13 O14 C15 178.36(15) C5 C4 C16 O16 24.3(3) C3 C4 C16 O16 -157.52(17) C5 C4 C16 O17 -156.06(15) C3 C4 C16 O17 22.1(2) O16 C16 O17 C18 2.1(2) C4 C16 O17 C18 -177.56(15) O12 C12 C19 N21 7.9(2) C9 C12 C19 N21 -172.90(13) C12 C19 N21 N22 -103.40(16) C12 C19 N21 C25 73.3(2) C25 N21 N22 N23 -0.76(18) C19 N21 N22 N23 176.51(14) N21 N22 N23 C24 0.26(18) N22 N23 C24 C25 0.32(18) N22 N23 C24 C29 -172.92(14) N22 N21 C25 C24 0.92(17) C19 N21 C25 C24 -175.97(14) N22 N21 C25 C26 -176.54(14) C19 N21 C25 C26 6.6(3) N23 C24 C25 N21 -0.74(17) C29 C24 C25 N21 171.78(15) N23 C24 C25 C26 176.24(17) C29 C24 C25 C26 -11.2(3) N21 C25 C26 O26 -27.3(3) C24 C25 C26 O26 156.19(18) N21 C25 C26 O27 151.53(14) C24 C25 C26 O27 -25.0(2) O26 C26 O27 C28 -5.7(2) C25 C26 O27 C28 175.54(15) N23 C24 C29 O29 156.25(15) C25 C24 C29 O29 -15.4(3) N23 C24 C29 O30 -22.2(2) C25 C24 C29 O30 166.06(15) O29 C29 O30 C31 -6.3(2) C24 C29 O30 C31 172.15(15) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 ChemSpider 21128816 2 PubChem 139068416