#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010234.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_2010234 loop_ _publ_author_name 'Klinga, M.' 'Polamo, M.' 'Leskel\"a, M.' _publ_section_title ; 2,6-Bis(phenylamino)pyridine ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 2051 _journal_page_last 2054 _journal_paper_doi 10.1107/S0108270194005111 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C17 H15 N3' _chemical_formula_sum 'C17 H15 N3' _chemical_formula_weight 261.3 _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' _atom_type_scat_source 'SHELXTL/PC (Sheldrick, 1990)' _cell_angle_alpha 90. _cell_angle_beta 97.56(3) _cell_angle_gamma 90. _cell_formula_units_Z 8 _cell_length_a 16.283(3) _cell_length_b 8.150(2) _cell_length_c 20.697(4) _cell_measurement_reflns_used 25 _cell_measurement_temperature 296 _cell_measurement_theta_max 15 _cell_measurement_theta_min 5 _cell_volume 2722.8(10) _diffrn_measurement_device 'Rigaku AFC-7S' _diffrn_measurement_method 2\q/\w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.014 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 2809 _diffrn_reflns_theta_max 26.5 _diffrn_standards_decay_% <2 _diffrn_standards_interval_count 200 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type none _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.275 _exptl_crystal_description plate _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _refine_diff_density_max 0.17 _refine_diff_density_min -0.25 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_obs 2.16 _refine_ls_number_parameters 325 _refine_ls_number_reflns 1277 _refine_ls_R_factor_obs 0.0542 _refine_ls_shift/esd_max 0.354 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/\s^2^(F)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.0449 _reflns_number_observed 1277 _reflns_number_total 2624 _reflns_observed_criterion F>4\s(F) _cod_data_source_file ab1155.cif _cod_data_source_block ab1155_structure_1_of_1 _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w = 1/\s^2^(F)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 2723.0(10) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 2010234 loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,1/2+z -x,-y,-z 1/2-x,1/2+y,1/2-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv N(1) .9985(4) .2804(8) .3440(3) .040(3) C(2) 1.0613(5) .2916(10) .3076(4) .040(4) C(3) 1.0550(5) .2481(11) .2421(3) .049(4) C(4) .9815(5) .1796(11) .2142(4) .049(4) C(5) .9161(5) .1629(10) .2487(4) .046(4) C(6) .9272(5) .2198(10) .3137(4) .041(4) N(7) .8647(4) .2088(9) .3525(3) .049(3) C(9) .7376(4) .0680(7) .3638(2) .049(4) C(10) .6540 .0357 .3433 .064(5) C(11) .6130 .1163 .2889 .065(5) C(12) .6555 .2290 .2550 .061(4) C(13) .7390 .2613 .2754 .050(4) C(8) .7801 .1808 .3298 .043(4) N(14) 1.1327(4) .3582(9) .3420(3) .051(3) C(16) 1.2726(4) .4507(6) .3632(2) .047(4) C(17) 1.3564 .4372 .3561 .051(4) C(18) 1.3830 .3124 .3176 .058(4) C(19) 1.3260 .2013 .2863 .059(4) C(20) 1.2422 .2149 .2934 .049(4) C(15) 1.2156 .3396 .3319 .044(4) N(21) 1.1057(4) .7639(8) .4922(3) .043(3) C(22) 1.0286(6) .7866(11) .4630(4) .052(4) C(23) 1.0100(5) .8394(10) .3978(4) .052(4) C(24) 1.0731(6) .8564(11) .3620(4) .054(4) C(25) 1.1534(6) .8262(10) .3887(4) .049(4) C(26) 1.1681(5) .7850(10) .4555(4) .044(4) N(27) 1.2454(5) .7549(10) .4903(3) .056(3) C(29) 1.3452(4) .8935(7) .4275(3) .051(4) C(30) 1.4274 .9154 .4171 .063(4) C(31) 1.4905 .8303 .4553 .065(4) C(32) 1.4713 .7235 .5038 .067(5) C(33) 1.3891 .7016 .5141 .059(4) C(28) 1.3260 .7866 .4760 .047(4) N(34) .9681(4) .7545(10) .5024(3) .060(3) C(36) .8237(5) .7902(6) .5122(2) .050(4) C(37) .7402 .7592 .4910 .058(4) C(38) .7177 .6608 .4364 .063(4) C(39) .7786 .5934 .4029 .055(4) C(40) .8621 .6244 .4241 .054(4) C(35) .8846 .7228 .4787 .045(4) H(3) 1.1001 .2652 .2173 .080 H(4) .9761 .1430 .1698 .080 H(5) .8648 .1145 .2296 .080 H(7) .875(5) .224(10) .3960(7) .080 H(9) .7658 .0126 .4012 .080 H(10) .6248 -.0419 .3667 .080 H(11) .5555 .0941 .2749 .080 H(12) .6273 .2845 .2176 .080 H(13) .7683 .3389 .2521 .080 H(14) 1.122(5) .415(9) .377(2) .080 H(16) 1.2543 .5366 .3897 .080 H(17) 1.3956 .5137 .3776 .080 H(18) 1.4407 .3031 .3127 .080 H(19) 1.3443 .1155 .2598 .080 H(20) 1.2029 .1384 .2719 .080 H(23) .9540 .8625 .3793 .080 H(24) 1.0616 .8900 .3173 .080 H(25) 1.1980 .8328 .3628 .080 H(27) 1.247(5) .706(9) .5294(18) .080 H(29) 1.3018 .9520 .4012 .080 H(30) 1.4406 .9889 .3838 .080 H(31) 1.5471 .8454 .4482 .080 H(32) 1.5148 .6650 .5301 .080 H(33) 1.3759 .6280 .5475 .080 H(34) .984(5) .744(10) .5455(7) .080 H(36) .8392 .8579 .5498 .080 H(37) .6983 .8056 .5140 .080 H(38) .6602 .6395 .4218 .080 H(39) .7631 .5257 .3654 .080 H(40) .9040 .5780 .4011 .080 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 C(2) N(1) C(6) 115.9(6) yes N(1) C(2) C(3) 124.1(7) yes N(1) C(2) N(14) 112.6(7) yes C(3) C(2) N(14) 123.2(8) yes C(2) C(3) C(4) 117.5(8) yes C(3) C(4) C(5) 121.1(7) yes C(4) C(5) C(6) 117.1(7) yes N(1) C(6) C(5) 124.1(8) yes N(1) C(6) N(7) 114.3(7) yes C(5) C(6) N(7) 121.4(7) yes C(6) N(7) C(8) 125.3(6) yes N(7) C(8) C(9) 117.7(3) yes N(7) C(8) C(13) 122.3(3) yes C(2) N(14) C(15) 129.6(6) yes N(14) C(15) C(16) 117.1(3) yes N(14) C(15) C(20) 122.9(3) yes C(22) N(21) C(26) 117.2(7) yes N(21) C(22) C(23) 123.2(8) yes N(21) C(22) N(34) 114.0(7) yes C(23) C(22) N(34) 122.8(8) yes C(22) C(23) C(24) 118.2(8) yes C(23) C(24) C(25) 120.9(7) yes C(24) C(25) C(26) 117.8(8) yes N(21) C(26) C(25) 122.4(8) yes N(21) C(26) N(27) 112.4(7) yes C(25) C(26) N(27) 125.1(8) yes C(26) N(27) C(28) 131.7(7) yes N(27) C(28) C(29) 124.7(4) yes N(27) C(28) C(33) 115.3(4) yes C(22) N(34) C(35) 124.0(6) yes N(34) C(35) C(36) 118.2(4) yes N(34) C(35) C(40) 121.8(4) yes C(2) C(3) H(3) 121.3(5) no C(3) C(4) H(4) 119.5(5) no H(4) C(4) C(5) 119.4(4) no C(4) C(5) H(5) 121.5(4) no H(5) C(5) C(6) 121.5(5) no C(6) N(7) H(7) 121.(5) no H(7) N(7) C(8) 113.(5) no C(10) C(9) C(8) 120.0 no C(10) C(9) H(9) 120.0 no C(8) C(9) H(9) 120.0 no C(9) C(10) C(11) 120.0 no C(9) C(10) H(10) 120.0 no C(11) C(10) H(10) 120.0 no C(10) C(11) C(12) 120.0 no C(10) C(11) H(11) 120.0 no C(12) C(11) H(11) 120.0 no C(11) C(12) C(13) 120.0 no C(11) C(12) H(12) 120.0 no C(13) C(12) H(12) 120.0 no C(12) C(13) C(8) 120.0 no C(12) C(13) H(13) 120.0 no C(8) C(13) H(13) 120.0 no C(9) C(8) C(13) 120.0 no C(2) N(14) H(14) 112.(5) no H(14) N(14) C(15) 118.(5) no C(17) C(16) C(15) 120.0 no C(17) C(16) H(16) 120.0 no C(15) C(16) H(16) 120.0 no C(16) C(17) C(18) 120.0 no C(16) C(17) H(17) 120.0 no C(18) C(17) H(17) 120.0 no C(17) C(18) C(19) 120.0 no C(17) C(18) H(18) 120.0 no C(19) C(18) H(18) 120.0 no C(18) C(19) C(20) 120.0 no C(18) C(19) H(19) 120.0 no C(20) C(19) H(19) 120.0 no C(19) C(20) C(15) 120.0 no C(19) C(20) H(20) 120.0 no C(15) C(20) H(20) 120.0 no C(16) C(15) C(20) 120.0 no C(22) C(23) H(23) 121.0(5) no H(23) C(23) C(24) 120.9(5) no C(23) C(24) H(24) 119.5(5) no H(24) C(24) C(25) 119.5(5) no C(24) C(25) H(25) 121.1(5) no H(25) C(25) C(26) 121.1(5) no C(26) N(27) H(27) 117.(5) no H(27) N(27) C(28) 111.(5) no C(30) C(29) C(28) 120.0 no C(30) C(29) H(29) 120.0 no C(28) C(29) H(29) 120.0 no C(29) C(30) C(31) 120.0 no C(29) C(30) H(30) 120.0 no C(31) C(30) H(30) 120.0 no C(30) C(31) C(32) 120.0 no C(30) C(31) H(31) 120.0 no C(32) C(31) H(31) 120.0 no C(31) C(32) C(33) 120.0 no C(31) C(32) H(32) 120.0 no C(33) C(32) H(32) 120.0 no C(32) C(33) C(28) 120.0 no C(32) C(33) H(33) 120.0 no C(28) C(33) H(33) 120.0 no C(29) C(28) C(33) 120.0 no C(22) N(34) H(34) 118.(5) no H(34) N(34) C(35) 118.(5) no C(37) C(36) C(35) 120.0 no C(37) C(36) H(36) 120.0 no C(35) C(36) H(36) 120.0 no C(36) C(37) C(38) 120.0 no C(36) C(37) H(37) 120.0 no C(38) C(37) H(37) 120.0 no C(37) C(38) C(39) 120.0 no C(37) C(38) H(38) 120.0 no C(39) C(38) H(38) 120.0 no C(38) C(39) C(40) 120.0 no C(38) C(39) H(39) 120.0 no C(40) C(39) H(39) 120.0 no C(39) C(40) C(35) 120.0 no C(39) C(40) H(40) 120.0 no C(35) C(40) H(40) 120.0 no C(36) C(35) C(40) 120.0 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag N(1) C(2) . . 1.352(11) yes N(1) C(6) . . 1.339(10) yes C(2) C(3) . . 1.393(11) yes C(2) N(14) . . 1.391(11) yes C(3) C(4) . . 1.376(12) yes C(4) C(5) . . 1.365(12) yes C(5) C(6) . . 1.413(11) yes C(6) N(7) . . 1.379(11) yes N(7) C(8) . . 1.415(10) yes N(14) C(15) . . 1.400(10) yes N(21) C(22) . . 1.333(11) yes N(21) C(26) . . 1.357(11) yes C(22) C(23) . . 1.411(11) yes C(22) N(34) . . 1.385(12) yes C(23) C(24) . . 1.350(13) yes C(24) C(25) . . 1.373(12) yes C(25) C(26) . . 1.412(11) yes C(26) N(27) . . 1.388(11) yes N(27) C(28) . . 1.407(10) yes N(34) C(35) . . 1.406(10) yes C(3) H(3) . . 0.960 no C(4) H(4) . . 0.960 no C(5) H(5) . . 0.960 no N(7) H(7) . . 0.900(17) no C(9) C(10) . . 1.395 no C(9) C(8) . . 1.395 no C(9) H(9) . . 0.960 no C(10) C(11) . . 1.395 no C(10) H(10) . . 0.960 no C(11) C(12) . . 1.395 no C(11) H(11) . . 0.960 no C(12) C(13) . . 1.395 no C(12) H(12) . . 0.960 no C(13) C(8) . . 1.395 no C(13) H(13) . . 0.960 no N(14) H(14) . . 0.90(6) no C(16) C(17) . . 1.395 no C(16) C(15) . . 1.395 no C(16) H(16) . . 0.960 no C(17) C(18) . . 1.395 no C(17) H(17) . . 0.960 no C(18) C(19) . . 1.395 no C(18) H(18) . . 0.960 no C(19) C(20) . . 1.395 no C(19) H(19) . . 0.960 no C(20) C(15) . . 1.395 no C(20) H(20) . . 0.960 no C(23) H(23) . . 0.960 no C(24) H(24) . . 0.960 no C(25) H(25) . . 0.960 no N(27) H(27) . . 0.90(5) no C(29) C(30) . . 1.395 no C(29) C(28) . . 1.395 no C(29) H(29) . . 0.960 no C(30) C(31) . . 1.395 no C(30) H(30) . . 0.960 no C(31) C(32) . . 1.395 no C(31) H(31) . . 0.960 no C(32) C(33) . . 1.395 no C(32) H(32) . . 0.960 no C(33) C(28) . . 1.395 no C(33) H(33) . . 0.960 no N(34) H(34) . . 0.90(2) no C(36) C(37) . . 1.395 no C(36) C(35) . . 1.395 no C(36) H(36) . . 0.960 no C(37) C(38) . . 1.395 no C(37) H(37) . . 0.960 no C(38) C(39) . . 1.395 no C(38) H(38) . . 0.960 no C(39) C(40) . . 1.395 no C(39) H(39) . . 0.960 no C(40) C(35) . . 1.395 no C(40) H(40) . . 0.960 no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139057407