#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200058.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_2200058 loop_ _publ_author_name 'Chen, Wei-Qiang' 'Weng, Lin-Hong' 'Jin, Gui-Yu' _publ_section_title ; 2-(2-Chlorophenylamino)-4-methylsulfanyl-1,3,5-triazine ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o91 _journal_page_last o93 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C10 H9 Cl N4 S' _chemical_formula_moiety 'C10 H9 Cl N4 S' _chemical_formula_sum 'C10 H9 Cl N4 S' _chemical_formula_weight 252.72 _chemical_name_systematic ; 4-methylthio-N-(2-chlorophenyl)triazine-2-amine ; _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' _cell_angle_alpha 90 _cell_angle_beta 94.962(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 7.492(2) _cell_length_b 7.797(2) _cell_length_c 19.877(5) _cell_measurement_reflns_used 4658 _cell_measurement_temperature 298(2) _cell_measurement_theta_max 25.02 _cell_measurement_theta_min 2.06 _cell_volume 1156.8(5) _computing_cell_refinement 'SMART1000 Software' _computing_data_collection 'SMART1000 Software (Bruker, 1998)' _computing_data_reduction 'SAINT in SMART1000 Software' _computing_molecular_graphics 'XP in SHELXL97' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_measurement_device 'Bruker SMART 1000' _diffrn_measurement_method \w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .018 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 4658 _diffrn_reflns_theta_max 25.02 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count none _diffrn_standards_number none _exptl_absorpt_coefficient_mu .487 _exptl_absorpt_correction_T_max .909 _exptl_absorpt_correction_T_min .868 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Blessing, 1995)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 520 _exptl_crystal_size_max .30 _exptl_crystal_size_mid .25 _exptl_crystal_size_min .20 _refine_diff_density_max .20 _refine_diff_density_min -.22 _refine_ls_extinction_coef none _refine_ls_extinction_method SHELXL97 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 145 _refine_ls_number_reflns 2037 _refine_ls_R_factor_gt .031 _refine_ls_shift/su_max .007 _refine_ls_shift/su_mean .002 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0547P)^2^+0.2627P] P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .096 _reflns_number_gt 1730 _reflns_number_total 2037 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file na6016.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c' _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_values 1715 2011-07-08 13:25:40Z adriana ; _cod_database_code 2200058 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_type_symbol S1 .34824(7) -.15592(6) .09071(2) .05693(19) Uani S C1 .3898(3) -.2988(3) .02298(11) .0635(5) Uani C C2 .2507(2) .0204(2) .04756(8) .0418(4) Uani C C3 .1417(2) .1572(2) -.04489(8) .0466(4) Uani C C4 .1329(2) .2832(2) .05641(7) .0380(3) Uani C C5 .1306(2) .4513(2) .16120(8) .0433(4) Uani C C6 .0012(3) .5099(2) .20206(10) .0539(5) Uani C C7 .0492(4) .5548(3) .26927(11) .0761(7) Uani C C8 .2250(5) .5400(3) .29508(11) .0826(8) Uani C C9 .3523(4) .4809(3) .25546(11) .0748(7) Uani C C10 .3057(3) .4358(3) .18929(9) .0566(5) Uani C Cl1 -.22025(8) .52618(9) .16925(3) .0813(2) Uani Cl N1 .21284(18) .14894(17) .08828(7) .0416(3) Uani N N2 .2191(2) .01494(18) -.01963(7) .0469(4) Uani N N3 .09564(18) .29457(18) -.01172(6) .0434(3) Uani N N4 .08359(19) .41910(18) .09176(6) .0439(3) Uani N H1A .4445 -.4021 .0412 .095 Uiso H H1B .4686 -.2444 -.0061 .095 Uiso H H1C .2786 -.3263 -.0024 .095 Uiso H H3A .1171 .1602 -.0915 .056 Uiso H H4A .0168 .4941 .0702 .053 Uiso H H7A -.0371 .5944 .2964 .091 Uiso H H8A .2575 .5705 .3397 .099 Uiso H H9A .4707 .4710 .2733 .090 Uiso H H10A .3932 .3944 .1630 .068 Uiso 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 _atom_site_aniso_type_symbol S1 .0653(3) .0443(3) .0590(3) .0078(2) -.0076(2) -.0001(2) S C1 .0589(11) .0478(11) .0836(15) .0051(9) .0056(10) -.0100(10) C C2 .0403(8) .0402(9) .0449(9) -.0046(7) .0034(7) -.0007(7) C C3 .0570(10) .0485(10) .0342(8) -.0057(8) .0041(7) -.0017(7) C C4 .0382(8) .0409(8) .0347(8) -.0041(7) .0025(6) .0007(7) C C5 .0588(10) .0364(8) .0352(8) -.0006(7) .0067(7) .0017(7) C C6 .0760(13) .0401(9) .0483(10) .0035(9) .0208(9) .0044(8) C C7 .133(2) .0481(11) .0527(13) .0023(13) .0399(14) -.0029(9) C C8 .142(3) .0666(15) .0374(11) -.0171(15) -.0019(14) -.0017(10) C C9 .0989(17) .0779(15) .0442(11) -.0145(13) -.0127(11) .0031(10) C C10 .0655(12) .0606(12) .0431(10) -.0022(9) .0007(8) .0033(9) C Cl1 .0679(4) .0861(4) .0944(5) .0178(3) .0335(3) .0153(3) C N1 .0468(8) .0405(8) .0372(7) -.0001(6) .0015(6) .0009(6) N N2 .0553(9) .0437(8) .0419(8) -.0031(7) .0064(6) -.0040(6) N N3 .0504(8) .0447(8) .0345(7) -.0007(6) .0007(6) -.0007(6) N N4 .0521(8) .0445(8) .0346(7) .0098(6) .0012(6) -.0003(6) N loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S .1246 .1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl .1484 .1585 '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 S1 C1 102.28(10) yes C2 N1 C4 114.23(14) yes C3 N2 C2 112.60(14) yes C3 N3 C4 113.85(14) yes C4 N4 C5 126.43(14) yes N1 C2 N2 126.99(15) yes N1 C2 S1 113.28(12) yes N2 C2 S1 119.72(13) yes N3 C3 N2 127.80(15) yes N1 C4 N4 120.16(14) yes N1 C4 N3 124.50(15) yes N4 C4 N3 115.34(14) yes C10 C5 C6 118.38(17) no C10 C5 N4 121.60(15) yes C6 C5 N4 119.90(16) yes C5 C6 C7 120.3(2) no C5 C6 Cl1 119.71(15) no C7 C6 Cl1 119.99(17) no C8 C7 C6 119.6(2) no C9 C8 C7 120.4(2) no C8 C9 C10 120.3(2) no C9 C10 C5 121.0(2) no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag S1 C2 1.7469(17) yes S1 C1 1.795(2) yes Cl1 C6 1.734(2) no N1 C2 1.334(2) yes N1 C4 1.338(2) yes N2 C3 1.330(2) yes N2 C2 1.337(2) yes N3 C3 1.319(2) yes N3 C4 1.362(2) yes N4 C4 1.341(2) yes N4 C5 1.417(2) yes C5 C10 1.386(3) no C5 C6 1.394(2) no C6 C7 1.398(3) no C7 C8 1.376(4) no C8 C9 1.368(4) no C9 C10 1.377(3) 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 N4 H4a N3 3_565 .86 2.15 2.991(2) 168 yes