#------------------------------------------------------------------------------ #$Date: 2008-01-13 23:15:36 +0100 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2003241.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_2003241 _journal_name_full 'Acta Crystallographica' _journal_year 1995 _journal_volume C51 _journal_page_first 517 _journal_page_last 519 _publ_section_title ; 2-Chloro-6-dimethylamino-3,5-pyridine-dicarbaldehyde ; _chemical_formula_moiety 'C9 H9 Cl1 N2 O2' _chemical_formula_sum ' C9 H9 Cl1 N2 O2' _chemical_formula_weight 212.63 loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '-x,-y,-z' _symmetry_space_group_name_H-M 'P -1' _cell_length_a 7.162(1) _cell_length_b 7.417(1) _cell_length_c 9.469(2) _cell_angle_alpha 69.27(2) _cell_angle_beta 93.79(2) _cell_angle_gamma 92.41(2) _cell_volume 469.3(2) _cell_formula_units_Z 2 _exptl_crystal_density_diffrn 1.505 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _cell_measurement_reflns_used 24 _cell_measurement_theta_min 8.48 _cell_measurement_theta_max 17.115 _exptl_absorpt_coefficient_mu 0.38 _cell_measurement_temperature 298 _exptl_crystal_description rod _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.25 _exptl_crystal_size_rad ? _exptl_crystal_colour colorless _chemical_compound_source ; The title compound was obtained by reaction of 2,6-dimethoxypyridine with Vilsmeier's reagent following a literature procedure (Shiao, Shyu & Tarng, 1990). Suitable crystals for this study were obtained from dichloromethane--hexane (1:2), m.p. 415--416 K. ; _diffrn_measurement_device 'Enraf-Nonius CAD-4' _diffrn_measurement_method '\q/2\q' _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.961 _exptl_absorpt_correction_T_max 0.998 _diffrn_reflns_number 1789 _reflns_number_total 1646 _reflns_number_observed 1375 _reflns_observed_criterion 'I>2.5\s(I)' _diffrn_reflns_av_R_equivalents 0.010 _diffrn_reflns_theta_max 25.0 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 11 _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 1 _refine_ls_structure_factor_coef F _refine_ls_R_factor_obs 0.028 _refine_ls_wR_factor_obs 0.037 _refine_ls_wR_factor_all 0.038 _refine_ls_goodness_of_fit_obs 1.95 _refine_ls_goodness_of_fit_all ? _refine_ls_number_reflns 1646 _refine_ls_number_parameters 163 _refine_ls_hydrogen_treatment 'refall' _refine_ls_weighting_scheme ' 1/[\s^2^(F) + 0.0004F^2^]' _refine_ls_shift/esd_max 0.001 _refine_diff_density_max 0.200 _refine_diff_density_min -0.160 _refine_ls_extinction_method secondary _refine_ls_extinction_coef 0.48(16) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_source _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag C ? International_Tables_Vol_IV_Tables_2.3.1 .002 .002 H ? International_Tables_Vol_IV_Tables_2.3.1 0 0 O ? International_Tables_Vol_IV_Tables_2.3.1 .008 .006 N ? International_Tables_Vol_IV_Tables_2.3.1 .004 .003 Cl ? International_Tables_Vol_IV_Tables_2.3.1 .132 .159 _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv Cl 0.2225(1) 0.7384(1) 0.3173(1) 0.046(1) N1 0.2787(2) 0.4585(2) 0.5698(2) 0.033(1) N2 0.3085(2) 0.2418(2) 0.8111(2) 0.035(1) O1 0.0411(2) 0.2826(2) 0.1539(2) 0.061(1) O2 0.4528(2) -0.1270(2) 0.7790(2) 0.054(1) C1 0.2245(2) 0.4940(2) 0.4285(2) 0.032(1) C2 0.1689(3) 0.3583(3) 0.3624(2) 0.035(1) C3 0.1962(3) 0.1677(3) 0.4561(2) 0.037(1) C4 0.2619(3) 0.1182(2) 0.6034(2) 0.034(1) C5 0.2845(2) 0.2717(2) 0.6639(2) 0.031(1) C6 0.0992(3) 0.4035(3) 0.2056(2) 0.046(1) C7 0.3377(3) -0.0762(3) 0.6751(2) 0.046(1) C8 0.3720(4) 0.3990(3) 0.8632(3) 0.044(1) C9 0.2442(4) 0.0669(3) 0.9278(2) 0.044(1) H3 0.177(3) 0.072(3) 0.412(2) 0.043(5) H6 0.102(3) 0.537(3) 0.147(3) 0.066(7) H7 0.293(3) -0.164(3) 0.624(2) 0.051(6) H81 0.450(3) 0.491(3) 0.792(3) 0.064(7) H82 0.441(3) 0.345(3) 0.958(3) 0.063(7) H83 0.266(4) 0.470(4) 0.876(3) 0.078(8) H91 0.158(3) -0.005(3) 0.886(2) 0.056(6) H92 0.173(3) 0.111(3) 0.998(3) 0.061(7) H93 0.344(3) -0.022(4) 0.982(3) 0.071(7) loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_22 _atom_site_aniso_U_23 _atom_site_aniso_U_33 Cl 0.0696(4) 0.0022(2) -0.0009(2) 0.0287(3) -0.0071(2) 0.0399(3) N1 0.0391(9) -0.0001(6) 0.0015(7) 0.0274(7) -0.0121(6) 0.0330(8) N2 0.0448(9) -0.0019(7) -0.0007(7) 0.0302(8) -0.0117(6) 0.0298(8) O1 0.0789(11) -0.0051(8) -0.0099(8) 0.0589(10) -0.0294(8) 0.0459(9) O2 0.0703(11) 0.0142(7) -0.0142(8) 0.0384(8) -0.0134(7) 0.0550(9) C1 0.0333(10) 0.0008(7) 0.0037(8) 0.0282(9) -0.0099(7) 0.0350(10) C2 0.0365(10) 0.0002(8) 0.0020(8) 0.0343(9) -0.0136(8) 0.0357(10) C3 0.0392(11) -0.0024(8) 0.0012(8) 0.0330(10) -0.0198(8) 0.0405(10) C4 0.0399(10) -0.0022(8) 0.0021(8) 0.0269(9) -0.0128(7) 0.0366(10) C5 0.0306(9) -0.0017(7) 0.0010(7) 0.0288(9) -0.0022(7) 0.0346(10) C6 0.0534(13) 0.0007(10) -0.0030(9) 0.0468(12) -0.0150(10) 0.0374(11) C7 0.0634(14) 0.0003(10) 0.0004(10) 0.0304(10) -0.0158(9) 0.0443(12) C8 0.0585(14) -0.0001(10) -0.0039(10) 0.0346(11) -0.0174(9) 0.0386(11) C9 0.0572(14) -0.0071(10) 0.0037(10) 0.0390(11) -0.0101(9) 0.0378(11)