#------------------------------------------------------------------------------ #$Date: 2016-02-19 14:29:56 +0000 (Fri, 19 Feb 2016) $ #$Revision: 176759 $ #$URL: svn://www.crystallography.net/cod/cif/2/00/72/2007229.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_2007229 loop_ _publ_author_name 'Anagnostis, Jason' 'Turnbull, Mark M. ' _publ_section_title ; 2-Amino-3,5-dichloropyridinium Chloride Monohydrate ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 681 _journal_page_last 683 _journal_paper_doi 10.1107/S0108270197017344 _journal_volume 54 _journal_year 1998 _chemical_formula_iupac 'C5 H5 Cl2 N2 + , Cl - , H2 O' _chemical_formula_structural C~5~H~5~Cl~2~N~2~^+^Cl^-^^.^H~2~O _chemical_formula_sum 'C5 H7 Cl3 N2 O' _chemical_formula_weight 217.48 _chemical_name_systematic ; 2-amino-3,5-dichloropyridinium chloride ; _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' _audit_creation_method SHELXL _cell_angle_alpha 90.00 _cell_angle_beta 92.44(2) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 6.7611(11) _cell_length_b 16.889(3) _cell_length_c 7.7713(13) _cell_measurement_reflns_used 270 _cell_measurement_temperature 153(2) _cell_measurement_theta_max 12.5 _cell_measurement_theta_min 3 _cell_volume 886.6(3) _computing_cell_refinement XSCANS _computing_data_collection 'XSCANS (Siemens, 1992)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1985)' _computing_publication_material SHELXTL _computing_structure_refinement 'SHELXL93 (Sheldrick, 1993)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1990)' _diffrn_ambient_temperature 153(2) _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '\w scans' _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 0.0245 _diffrn_reflns_av_sigmaI/netI 0.0333 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 4048 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 2.41 _diffrn_standards_decay_% 4.5 _diffrn_standards_interval_count 97 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.978 _exptl_absorpt_correction_T_max 0.775 _exptl_absorpt_correction_T_min 0.687 _exptl_absorpt_correction_type psi-scans _exptl_absorpt_process_details '(SHELXTL; Sheldrick, 1985)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_meas ? _exptl_crystal_description block _exptl_crystal_F_000 440 _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.26 _refine_diff_density_max 0.24 _refine_diff_density_min -0.30 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_all 0.958 _refine_ls_goodness_of_fit_obs 1.028 _refine_ls_hydrogen_treatment H_atoms_not_refined _refine_ls_matrix_type full _refine_ls_number_parameters 100 _refine_ls_number_reflns 2029 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.958 _refine_ls_restrained_S_obs 1.028 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_obs .0281 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0411P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0714 _refine_ls_wR_factor_obs .0692 _reflns_number_observed 1675 _reflns_number_total 2029 _reflns_observed_criterion >2sigma(I) _cod_data_source_file fr1087.cif _cod_data_source_block 74co1 _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic' dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius The following automatic conversions were performed: '_chemical_melting_point' value 'not measured' was changed to '?' - the value is undefined or not given. '_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'calc w = 1/[\s^2^(Fo^2^)+(0.0411P)^2^] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0411P)^2^] where P=(Fo^2^+2Fc^2^)/3'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_sg_symbol_H-M 'P 21/c' _cod_database_code 2007229 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_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 Cl1 .0317(2) .0198(2) .0405(3) -.0013(2) .0066(2) -.0009(2) Cl3 .0334(2) .0331(3) .0434(3) .0027(2) .0142(2) -.0048(2) Cl5 .0438(3) .0247(2) .0360(3) -.0076(2) .0057(2) -.0001(2) N1 .0292(8) .0200(7) .0323(8) .0022(6) .0057(6) -.0024(6) N2 .0308(8) .0214(7) .0437(9) .0003(6) .0097(7) -.0024(7) C2 .0260(8) .0237(8) .0261(8) .0012(7) .0003(7) -.0011(7) C3 .0267(8) .0255(9) .0241(8) .0040(7) .0018(7) -.0005(7) C4 .0325(9) .0216(8) .0265(9) .0034(7) .0007(7) -.0020(7) C5 .0318(9) .0212(8) .0272(9) -.0030(7) .0009(7) .0017(7) C6 .0293(9) .0264(9) .0301(10) -.0014(7) .0040(8) .0011(7) O1 .0347(7) .0300(7) .0428(8) .0000(6) .0071(6) -.0059(6) 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_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Cl1 1.23014(7) .16229(2) -.39535(6) .03052(12) Uani d . 1 . Cl Cl3 .66146(7) .40939(3) -.09547(6) .03624(13) Uani d . 1 . Cl Cl5 1.27696(7) .56325(3) -.36312(6) .03473(13) Uani d . 1 . Cl N1 1.1195(2) .33936(8) -.3479(2) .0270(3) Uani d . 1 . N H1 1.1618(2) .29487(8) -.3824(2) .050 Uiso d R 1 . H N2 .8676(2) .26669(8) -.2360(2) .0317(4) Uani d . 1 . N H2A .7566(2) .26224(8) -.1867(2) .050 Uiso d R 1 . H H2B .9221(2) .22804(8) -.2771(2) .050 Uiso d R 1 . H C2 .9514(3) .33650(10) -.2620(2) .0253(4) Uani d . 1 . C C3 .8778(3) .41013(10) -.2043(2) .0254(4) Uani d . 1 . C C4 .9758(3) .47865(10) -.2333(2) .0269(4) Uani d . 1 . C H4 .9235(3) .52867(10) -.1982(2) .050 Uiso d R 1 . H C5 1.1513(3) .47627(10) -.3228(2) .0267(4) Uani d . 1 . C C6 1.2217(3) .40660(10) -.3792(2) .0285(4) Uani d . 1 . C H6 1.3369(3) .40125(10) -.4398(2) .050 Uiso d R 1 . H O1 .5100(2) .21762(8) -.0848(2) .0357(3) Uani d . 1 . O H1O .4471(2) .25324(8) -.0412(2) .050 Uiso d R 1 . H H2O .4398(2) .20341(8) -.1578(2) .050 Uiso d R 1 . H 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' Cl Cl 0.1484 0.1585 '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 _geom_angle_publ_flag C2 N1 C6 124.58(15) yes N2 C2 N1 118.9(2) yes N2 C2 C3 124.9(2) yes N1 C2 C3 116.17(15) yes C4 C3 C2 121.0(2) yes C4 C3 Cl3 121.26(13) yes C2 C3 Cl3 117.77(13) yes C3 C4 C5 119.2(2) yes C6 C5 C4 120.3(2) yes C6 C5 Cl5 119.88(14) yes C4 C5 Cl5 119.84(13) yes C5 C6 N1 118.8(2) yes C2 N1 H1 115.3 no C6 N1 H1 120.1 no C2 N2 H2A 122.1 no C2 N2 H2B 116.4 no H2A N2 H2B 121.2 no C3 C4 H4 121.0 no C5 C4 H4 119.7 no C5 C6 H6 124.3 no N1 C6 H6 116.9 no H1O O1 H2O 102.8 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Cl3 C3 . 1.721(2) yes Cl5 C5 . 1.732(2) yes N1 C2 . 1.342(2) yes N1 C6 . 1.357(2) yes N2 C2 . 1.328(2) yes C2 C3 . 1.419(2) yes C3 C4 . 1.357(2) yes C4 C5 . 1.401(2) yes C5 C6 . 1.349(2) yes N1 H1 . .852 no N2 H2A . .860 no N2 H2B . .821 no C4 H4 . .960 no C6 H6 . .932 no O1 H1O . .819 no O1 H2O . .763 no 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 N1 H1 Cl1 . 0.85 2.29 3.109(2) 161 yes N2 H2B Cl1 . 0.82 2.57 3.303(2) 150 yes N2 H2A O1 . 0.86 2.02 2.856(2) 163 yes O1 H1O Cl1 4_466 0.82 2.37 3.1780(10) 170 yes O1 H2O Cl1 1_455 0.76 2.38 3.144(2) 172 yes