#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2010272.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_2010272 loop_ _publ_author_name 'Lai, L.-L.' 'Liu, L.-K.' 'Shiao, M.-J.' 'Wen, Y.-S.' _publ_section_title ; 2,6-Bis(dimethylamino)-3,5-pyridine-dicarbaldehyde ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1931 _journal_page_last 1933 _journal_volume 50 _journal_year 1994 _chemical_formula_moiety 'C11 H15 N3 O2' _chemical_formula_sum 'C11 H15 N3 O2' _chemical_formula_weight 221.26 _chemical_melting_point 413.1(10) _chemical_name_systematic ; 2,6-bis(dimethylamino)-3,5-diformylpyridine ; _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _cell_angle_alpha 90.0 _cell_angle_beta 92.358(3) _cell_angle_gamma 90.0 _cell_formula_units_Z 4 _cell_length_a 18.3160(10) _cell_length_b 8.2700(10) _cell_length_c 7.4380(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 298 _cell_measurement_theta_max 37.04 _cell_measurement_theta_min 16.08 _cell_volume 1125.7(2) _computing_data_collection 'CAD-4 Software (Enraf-Nonius, 1989)' _diffrn_ambient_temperature 298 _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method \q/2\q _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.7093 _diffrn_reflns_av_R_equivalents 0.003 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 839 _diffrn_reflns_theta_max 22.5 _diffrn_reflns_theta_min 2.2 _diffrn_standards_decay_% 6 _diffrn_standards_interval_time 60 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.09 _exptl_absorpt_correction_T_max 0.999 _exptl_absorpt_correction_T_min 0.908 _exptl_absorpt_correction_type empirical _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.306 _exptl_crystal_description rod _exptl_crystal_F_000 471.89 _exptl_crystal_size_max 0.63 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.38 _refine_diff_density_max 0.100 _refine_diff_density_min -0.12 _refine_ls_extinction_coef 0.151(17) _refine_ls_extinction_method secondary _refine_ls_goodness_of_fit_obs 2.28 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 105 _refine_ls_number_reflns 616 _refine_ls_restrained_S_obs XX _refine_ls_R_factor_all 0.042 _refine_ls_R_factor_obs 0.033 _refine_ls_shift/esd_max 0.003 _refine_ls_structure_factor_coef F _refine_ls_weighting_scheme '1/[\s^2^(F) + 0.0004F^2^]' _refine_ls_wR_factor_all 0.042 _refine_ls_wR_factor_obs 0.041 _reflns_number_observed 616 _reflns_number_total 733 _reflns_observed_criterion F>2\s(F) _[local]_cod_data_source_file cr1129.cif _[local]_cod_data_source_block cr1129a _[local]_cod_cif_authors_sg_H-M 'C 2/c' _cod_depositor_comments ; The following automatic conversions were performed: '_chemical_melting_point' value '139-141\%' was changed to '413.1(10)' - it was converted from degrees Celsius(C) to Kelvins(K), the average value was taken and precision was estimated. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2010272 loop_ _symmetry_equiv_pos_as_xyz -x,-y,-z -x,y,1/2-z x,-y,1/2+z 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 _atom_site_aniso_type_symbol N1 4.12(13) 3.72(13) 4.32(13) 0.00 0.59(10) 0.00 N N2 4.15(10) 5.50(12) 5.36(11) 1.25(8) 0.58(8) 0.49(8) N O1 5.07(10) 7.68(12) 6.68(11) -0.69(8) 1.85(8) 0.14(8) O C1 3.77(11) 4.60(13) 3.28(11) 0.36(9) 0.32(8) -0.17(8) C C2 3.41(10) 4.26(12) 4.28(11) -0.29(8) 0.08(8) -0.20(9) C C3 4.63(17) 3.54(17) 4.79(17) 0.00 0.32(13) 0.00 C C4 4.39(12) 5.21(14) 5.87(14) -0.71(10) 0.44(11) -0.20(10) C C5 3.87(14) 9.9(2) 6.28(17) 1.55(13) 0.17(12) 0.80(15) C C6 8.2(2) 5.46(16) 8.0(2) 2.83(14) 2.01(17) 1.10(14) C loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_type_symbol N1 0 0.1135(3) 0.2500 0.0410(10) Uij N N2 0.12390(10) 0.1030(2) 0.2384(2) 0.0500(10) Uij N O1 0.16560(10) 0.4129(2) 0.0199(2) 0.0650(10) Uij O C1 0.06260(10) 0.1932(2) 0.2303(2) 0.0390(10) Uij C C2 0.06310(10) 0.3653(2) 0.2025(3) 0.0400(10) Uij C C3 0 0.4436(4) 0.2500 0.043(2) Uij C C4 0.11700(10) 0.4606(3) 0.1118(3) 0.050(2) Uij C C5 0.19620(10) 0.1701(4) 0.2817(4) 0.0670(10) Uij C C6 0.1176(2) -0.0729(3) 0.2419(5) 0.072(2) Uij C H3 0.000 0.556(4) 0.250 0.043(7) Uiso H H4 0.1080(10) 0.583(3) 0.122(3) 0.065(7) Uiso H H51 0.2200(10) 0.092(3) 0.368(4) 0.095(9) Uiso H H52 0.2250(10) 0.174(3) 0.177(4) 0.088(8) Uiso H H53 0.1920(10) 0.291(4) 0.340(4) 0.090(9) Uiso H H61 0.162(2) -0.119(4) 0.203(5) 0.128(12) Uiso H H62 0.1090(10) -0.115(4) 0.354(4) 0.106(11) Uiso H H63 0.078(2) -0.115(4) 0.155(4) 0.114(12) Uiso H loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C .002 .002 'International Tables for X-ray Crystallography, Vol IV, Table 2.3.1' H 0 0 'International Tables for X-ray Crystallography, Vol IV, Table 2.3.1' O .008 .006 'International Tables for X-ray Crystallography, Vol IV, Table 2.3.1' N .004 .003 'International Tables for X-ray Crystallography, Vol IV, Table 2.3.1' loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -5 -1 2 6 0 2 -8 6 2 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 C1 N1 C1 . 2 120.81(19) yes C1 N2 C5 . . 123.13(19) yes C1 N2 C6 . . 119.06(19) yes C5 N2 C6 . . 116.5(2) yes N1 C1 N2 . . 116.06(17) yes N1 C1 C2 . . 121.00(16) yes N2 C1 C2 . . 122.94(16) yes C1 C2 C3 . . 114.60(17) yes C1 C2 C4 . . 127.80(17) yes C3 C2 C4 . . 117.11(19) yes C2 C3 C2 . 2 124.2(2) yes C2 C3 H3 . . 117.93(13) ? C2 C3 H3 2 . 117.93(13) ? O1 C4 C2 . . 128.0(2) ? O1 C4 H4 . . 119.5(11) ? C2 C4 H4 . . 112.3(11) ? N2 C5 H51 . . 104.9(14) ? N2 C5 H52 . . 111.1(15) ? N2 C5 H53 . . 110.5(13) ? H51 C5 H52 . . 108.(2) ? H51 C5 H53 . . 112.(2) ? H52 C5 H53 . . 110.(2) ? N2 C6 H61 . . 108.6(19) ? N2 C6 H62 . . 114.1(18) ? N2 C6 H63 . . 112.6(18) ? H61 C6 H62 . . 107(3) ? H61 C6 H63 . . 105(3) ? H62 C6 H63 . . 108.(3) ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C1 1.336(2) yes N2 C1 1.348(2) yes N2 C5 1.459(3) yes N2 C6 1.460(3) yes O1 C4 1.211(3) yes C1 C2 1.438(3) yes C2 C3 1.383(4) yes C2 C4 1.451(3) yes C3 H3 0.93(3) ? C4 H4 1.03(2) ? C5 H51 0.99(3) ? C5 H52 0.96(3) ? C5 H53 1.10(3) ? C6 H61 0.96(3) ? C6 H62 0.92(3) ? C6 H63 1.01(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 C5 N2 C1 N1 -158.2(2) C6 N2 C1 N1 8.5(3) N1 C1 C2 C3 18.1(3) N2 C1 C2 C3 -161.8(4) C1 C2 C4 O1 11.8(4) C5 N2 C1 C2 21.8(3) C6 N2 C1 C2 -171.6(5) N1 C1 C2 C4 -153.6(6) N2 C1 C2 C4 26.4(3) C3 C2 C4 O1 -159.7(5)