#------------------------------------------------------------------------------ #$Date: 2025-08-19 07:12:48 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301798 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/02/2010246.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_2010246 loop_ _publ_author_name 'Kakehi, A.' 'Kitajima, K.' 'Ito, S.' 'Takusagawa, N.' _publ_section_title ; Structures of pyrazolo[1,5-a]pyridine derivatives ; _journal_issue 12 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1998 _journal_page_last 2000 _journal_paper_doi 10.1107/S0108270194004749 _journal_volume 50 _journal_year 1994 _chemical_formula_sum 'C15 H11 Cl N2 O S2' _chemical_formula_weight 334.84 _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' _atom_type_scat_source IntTabIV _cell_angle_alpha 90 _cell_angle_beta 115.880(6) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 16.940(2) _cell_length_b 5.6800(10) _cell_length_c 17.3880(10) _cell_measurement_reflns_used 25 _cell_measurement_temperature 293 _cell_measurement_theta_max 17.92 _cell_measurement_theta_min 15.02 _cell_volume 1505.3(3) _diffrn_measurement_device 'Rigaku AFC5S' _diffrn_measurement_method \w-2\q _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71069 _diffrn_reflns_av_R_equivalents 0.033 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_number 3935 _diffrn_reflns_theta_max 27.5 _diffrn_standards_decay_% 0.0 _diffrn_standards_interval_count 150 _diffrn_standards_number 3 _exptl_absorpt_coefficient_mu 0.517 _exptl_absorpt_correction_type none _exptl_crystal_colour Colourless _exptl_crystal_density_diffrn 1.477 _exptl_crystal_description Needle _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _refine_diff_density_max 0.23 _refine_diff_density_min -0.28 _refine_ls_extinction_coef 0.65716E-6 _refine_ls_extinction_method analytical _refine_ls_goodness_of_fit_obs 1.29 _refine_ls_number_parameters 235 _refine_ls_number_reflns 1522 _refine_ls_R_factor_obs 0.043 _refine_ls_shift/esd_max 0.05 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w= 4F~o~^2^/\s^2^(F~o~^2^)' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_obs 0.046 _reflns_number_observed 1522 _reflns_number_total 3810 _reflns_observed_criterion I>3.00\s(I) _cod_data_source_file as1112.cif _cod_data_source_block 2b _cod_depositor_comments ; The following automatic conversions were performed: '_refine_ls_weighting_scheme' value 'w= 4F~o~^2^/\s^2^(F~o~^2^)' was changed to 'calc'. New tag '_refine_ls_weighting_details' was created. The value of the new tag was set to 'w= 4F~o~^2^/\s^2^(F~o~^2^)'. Automatic conversion script Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas ; _cod_original_cell_volume 1505.4(4) _cod_original_sg_symbol_H-M 'P 21/c' _cod_original_formula_sum 'C15 H11 Cl1 N2 O1 S2' _cod_database_code 2010246 loop_ _symmetry_equiv_pos_as_xyz x,y,z x,1/2-y,1/2+z -x,-y,-z -x,1/2+y,1/2-z loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z Cl(1) -.04162(9) -.3077(3) .62410(10) S(1) .23187(8) .5973(3) .39629(9) S(2) .29709(8) .1626(2) .54622(8) O(1) .2612(2) .4724(6) .6397(2) N(1) .4683(2) .6488(6) .5680(2) N(2) .4006(2) .7302(6) .4943(2) C(1) .3360(3) .5759(8) .4817(3) C(2) .3601(3) .4000(8) .5431(3) C(3) .4475(3) .4481(8) .6002(3) C(4) .5119(3) .3497(9) .6751(3) C(5) .5920(3) .4529(10) .7136(3) C(6) .6108(3) .6585(10) .6790(3) C(7) .5494(3) .7520(9) .6063(3) C(8) .2426(5) .8474(13) .3387(4) C(9) .2423(3) .2828(8) .6046(3) C(10) .1730(3) .1306(8) .6093(3) C(11) .1333(3) .1967(11) .6602(3) C(12) .0676(3) .0614(11) .6652(3) C(13) .0421(3) -.1398(10) .6187(3) C(14) .0808(3) -.2140(10) .5681(4) C(15) .1457(3) -.0780(9) .5634(3) H(1) .498(2) .215(7) .696(2) H(2) .636(3) .386(8) .761(3) H(3) .669(3) .730(8) .708(3) H(4) .555(2) .897(7) .580(2) H(5) .258(4) .980(10) .371(4) H(6) .191(4) .850(10) .291(4) H(7) .288(4) .830(10) .324(4) H(8) .144(3) .343(8) .683(3) H(9) .037(3) .129(9) .694(3) H(10) .064(3) -.340(8) .537(3) H(11) .171(2) -.125(7) .529(2) 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 N(2) N(1) C(3) 113.5(3) yes N(2) N(1) C(7) 124.2(4) yes C(3) N(1) C(7) 122.3(4) yes N(1) N(2) C(1) 102.8(3) yes N(2) C(1) C(2) 113.5(4) yes C(1) C(2) C(3) 105.6(4) yes N(1) C(3) C(2) 104.5(4) yes N(1) C(3) C(4) 118.2(4) yes C(2) C(3) C(4) 137.2(4) yes C(3) C(4) C(5) 119.5(5) yes C(4) C(5) C(6) 120.7(5) yes C(5) C(6) C(7) 120.0(5) yes N(1) C(7) C(6) 119.2(5) yes S(1) C(1) N(2) 122.9(3) yes S(1) C(1) C(2) 123.6(3) yes S(2) C(2) C(1) 127.3(3) yes S(2) C(2) C(3) 127.0(3) yes C(1) S(1) C(8) 102.7(3) no C(2) S(2) C(9) 101.5(2) no C(3) C(4) H(1) 118(2) no C(5) C(4) H(1) 123(2) no C(4) C(5) H(2) 120(3) no C(6) C(5) H(2) 119(3) no C(5) C(6) H(3) 119(3) no C(7) C(6) H(3) 121(3) no N(1) C(7) H(4) 115(2) no C(6) C(7) H(4) 126(2) no S(1) C(8) H(5) 113(4) no S(1) C(8) H(6) 104(4) no S(1) C(8) H(7) 112(4) no S(2) C(9) O(1) 122.7(3) no S(2) C(9) C(10) 115.3(3) no O(1) C(9) C(10) 122.0(4) no C(9) C(10) C(11) 119.7(4) no C(9) C(10) C(15) 122.4(4) no C(11) C(10) C(15) 117.9(4) no C(10) C(11) C(12) 121.3(5) no C(10) C(11) H(8) 118(3) no C(12) C(11) H(8) 120(3) no C(11) C(12) C(13) 119.0(5) no C(11) C(12) H(9) 117(3) no C(13) C(12) H(9) 123(3) no Cl(1) C(13) C(12) 118.9(4) no Cl(1) C(13) C(14) 119.6(4) no C(12) C(13) C(14) 121.5(5) no C(13) C(14) C(15) 118.9(5) no C(13) C(14) H(10) 122(3) no C(15) C(14) H(10) 119(3) no C(10) C(15) C(14) 121.2(5) 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) N(2) . . 1.375(5) yes N(1) C(3) . . 1.382(5) yes N(1) C(7) . . 1.369(5) yes C(1) C(2) . . 1.388(6) yes C(2) C(3) . . 1.403(6) yes C(3) C(4) . . 1.400(6) yes C(4) C(5) . . 1.357(6) yes C(5) C(6) . . 1.412(7) yes C(6) C(7) . . 1.347(7) yes S(1) C(1) . . 1.745(4) yes S(2) C(2) . . 1.735(4) yes Cl(1) C(13) . . 1.745(5) no S(1) C(8) . . 1.792(6) no S(2) C(9) . . 1.782(5) no O(1) C(9) . . 1.210(5) no N(2) C(1) . . 1.343(5) no C(4) H(1) . . 0.92(4) no C(5) H(2) . . 0.92(4) no C(6) H(3) . . 0.98(4) no C(7) H(4) . . 0.97(4) no C(8) H(5) . . 0.92(6) no C(8) H(6) . . 0.90(6) no C(8) H(7) . . 0.91(6) no C(9) C(10) . . 1.490(6) no C(10) C(11) . . 1.376(6) no C(10) C(15) . . 1.390(6) no C(11) C(12) . . 1.386(7) no C(11) H(8) . . 0.90(4) no C(12) C(13) . . 1.357(7) no C(12) H(9) . . 0.95(5) no C(13) C(14) . . 1.372(7) no C(14) C(15) . . 1.376(7) no C(14) H(10) . . 0.86(4) no C(15) H(11) . . 0.91(4) no loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 13320847