#------------------------------------------------------------------------------ #$Date: 2024-01-06 09:55:54 +0200 (Sat, 06 Jan 2024) $ #$Revision: 288781 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247635.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_7247635 loop_ _publ_author_name 'Rizzuto, Felix J.' 'Pal, Shyam C.' 'Kearns, Eleanor R.' 'Hua, Carol' 'Solomon, Marcello B.' 'Doheny, Patrick W.' 'Faust, Thomas B.' 'Kepert, Cameron J.' 'Das, Madhab C.' 'D'Alessandro, Deanna M.' _publ_section_title ; The physical and electronic properties of Metal--Organic Frameworks containing dipyridylthiazolo[5,4-d]thiazole ; _journal_issue 46 _journal_name_full CrystEngComm _journal_page_first 6434 _journal_page_last 6440 _journal_paper_doi 10.1039/D3CE00541K _journal_volume 25 _journal_year 2023 _chemical_formula_moiety 'C14 H8 N4 S2' _chemical_formula_sum 'C14 H8 N4 S2' _chemical_formula_weight 296.36 _chemical_name_systematic ; 2,5-di(pyridin-4-yl)thiazolo[5,4-d]thiazole ; _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _audit_creation_date 2023-05-02 _audit_creation_method ; Olex2 1.5 (compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748) ; _audit_update_record ; 2023-05-03 deposited with the CCDC. 2023-10-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 108.658(5) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_length_a 15.6685(7) _cell_length_b 3.78420(10) _cell_length_c 10.8705(5) _cell_measurement_reflns_used 2545 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 75.9470 _cell_measurement_theta_min 5.9390 _cell_volume 610.67(5) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) ; _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'SHELXL 2019/3 (Sheldrick, 2015)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 150.15 _diffrn_detector_area_resol_mean 10.5861 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_unetI/netI 0.0146 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.992 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_k_max 3 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 4197 _diffrn_reflns_point_group_measured_fraction_full 0.998 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 67.679 _diffrn_reflns_theta_max 76.174 _diffrn_reflns_theta_min 5.961 _diffrn_source 'fine-focus sealed tube' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 3.896 _exptl_absorpt_correction_T_max 0.7721 _exptl_absorpt_correction_T_min 0.3425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'light orange' _exptl_crystal_density_diffrn 1.612 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 304 _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.425 _refine_diff_density_min -0.306 _refine_diff_density_rms 0.064 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 91 _refine_ls_number_reflns 1267 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.093 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_gt 0.0345 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0429P)^2^+0.8616P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0947 _refine_ls_wR_factor_ref 0.0952 _reflns_Friedel_coverage 0.000 _reflns_number_gt 1225 _reflns_number_total 1267 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ce00541k2.cif _cod_data_source_block p21c _cod_depositor_comments 'Adding full bibliography for 7247635--7247639.cif.' _cod_database_code 7247635 _shelx_shelxl_version_number 2019/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.772 _shelx_estimated_absorpt_t_min 0.343 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups 2.a Aromatic/amide H refined with riding coordinates: C4(H4), C1(H1), C2(H2), C5(H5) ; _shelx_res_file ; TITL p21c in P2(1)/c p21c.res created by SHELXL-2019/3 at 14:22:31 on 02-May-2023 CELL 1.54178 15.6685 3.7842 10.8705 90 108.658 90 ZERR 2 0.0007 0.0001 0.0005 0 0.005 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N S UNIT 28 16 8 4 L.S. 4 PLAN 5 SIZE 0.07 0.11 0.35 TEMP -123 CONF BOND $H fmap 2 acta MORE -1 MERG 2 REM REM REM WGHT 0.042900 0.861600 FVAR 0.22975 N2 3 0.108509 0.392670 0.613796 11.00000 0.01353 0.01904 = 0.02130 -0.00431 0.00288 0.00092 C7 1 -0.017036 0.570172 0.438591 11.00000 0.01985 0.01483 = 0.01552 -0.00110 0.00486 0.00008 S1 4 0.069636 0.665780 0.379268 11.00000 0.01628 0.02090 = 0.01719 0.00250 0.00430 0.00031 N1 3 0.428897 0.482524 0.595130 11.00000 0.01739 0.03334 = 0.02519 -0.00360 0.00539 -0.00079 C3 1 0.242206 0.504349 0.547977 11.00000 0.01655 0.01584 = 0.01909 -0.00273 0.00403 -0.00019 C4 1 0.300138 0.369851 0.663847 11.00000 0.02085 0.02269 = 0.01792 0.00014 0.00515 0.00047 AFIX 43 H4 2 0.277129 0.283125 0.728991 11.00000 -1.20000 AFIX 0 C6 1 0.144788 0.508918 0.526271 11.00000 0.01672 0.01348 = 0.01534 -0.00008 0.00350 0.00122 C1 1 0.372671 0.612449 0.484559 11.00000 0.02141 0.02812 = 0.02298 -0.00224 0.00904 -0.00315 AFIX 43 H1 2 0.397671 0.698010 0.421356 11.00000 -1.20000 AFIX 0 C2 1 0.279726 0.629884 0.456487 11.00000 0.02031 0.02181 = 0.01847 -0.00027 0.00456 -0.00030 AFIX 43 H2 2 0.242617 0.725587 0.376452 11.00000 -1.20000 AFIX 0 C5 1 0.391798 0.364413 0.682693 11.00000 0.01943 0.02743 = 0.02129 -0.00039 0.00290 0.00205 AFIX 43 H5 2 0.430596 0.271771 0.762148 11.00000 -1.20000 AFIX 0 HKLF 4 REM p21c in P2(1)/c REM wR2 = 0.0952, GooF = S = 1.093, Restrained GooF = 1.093 for all data REM R1 = 0.0345 for 1225 Fo > 4sig(Fo) and 0.0353 for all 1267 data REM 91 parameters refined using 0 restraints END WGHT 0.0429 0.8615 REM Highest difference peak 0.425, deepest hole -0.306, 1-sigma level 0.064 Q1 1 0.1938 0.5111 0.5381 11.00000 0.05 0.42 Q2 1 0.1116 0.2984 0.6771 11.00000 0.05 0.41 Q3 1 -0.0023 0.4144 0.4834 11.00000 0.05 0.40 Q4 1 0.0711 0.4295 0.5913 11.00000 0.05 0.35 Q5 1 0.0181 0.6427 0.4210 11.00000 0.05 0.34 ; _shelx_res_checksum 97634 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_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_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N2 N 0.10851(11) 0.3927(5) 0.61380(16) 0.0186(4) Uani 1 1 d . . . . . C7 C -0.01704(13) 0.5702(5) 0.43859(17) 0.0169(4) Uani 1 1 d . . . . . S1 S 0.06964(3) 0.66578(13) 0.37927(4) 0.01838(17) Uani 1 1 d . . . . . N1 N 0.42890(11) 0.4825(5) 0.59513(18) 0.0256(4) Uani 1 1 d . . . . . C3 C 0.24221(12) 0.5043(5) 0.54798(18) 0.0176(4) Uani 1 1 d . . . . . C4 C 0.30014(13) 0.3699(5) 0.66385(19) 0.0207(4) Uani 1 1 d . . . . . H4 H 0.277129 0.283125 0.728991 0.025 Uiso 1 1 calc R U . . . C6 C 0.14479(12) 0.5089(5) 0.52627(17) 0.0156(4) Uani 1 1 d . . . . . C1 C 0.37267(14) 0.6124(6) 0.4846(2) 0.0237(4) Uani 1 1 d . . . . . H1 H 0.397671 0.698010 0.421356 0.028 Uiso 1 1 calc R U . . . C2 C 0.27973(14) 0.6299(5) 0.45649(19) 0.0206(4) Uani 1 1 d . . . . . H2 H 0.242617 0.725587 0.376452 0.025 Uiso 1 1 calc R U . . . C5 C 0.39180(14) 0.3644(6) 0.6827(2) 0.0236(4) Uani 1 1 d . . . . . H5 H 0.430596 0.271771 0.762148 0.028 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N2 0.0135(7) 0.0190(8) 0.0213(8) -0.0043(7) 0.0029(6) 0.0009(6) C7 0.0198(9) 0.0148(9) 0.0155(9) -0.0011(7) 0.0049(7) 0.0001(7) S1 0.0163(3) 0.0209(3) 0.0172(3) 0.00250(17) 0.00430(18) 0.00031(17) N1 0.0174(8) 0.0333(10) 0.0252(9) -0.0036(8) 0.0054(7) -0.0008(7) C3 0.0166(9) 0.0158(9) 0.0191(9) -0.0027(7) 0.0040(7) -0.0002(7) C4 0.0208(10) 0.0227(10) 0.0179(9) 0.0001(7) 0.0051(8) 0.0005(8) C6 0.0167(9) 0.0135(9) 0.0153(8) -0.0001(7) 0.0035(7) 0.0012(7) C1 0.0214(10) 0.0281(11) 0.0230(10) -0.0022(8) 0.0090(8) -0.0032(8) C2 0.0203(10) 0.0218(10) 0.0185(9) -0.0003(7) 0.0046(8) -0.0003(8) C5 0.0194(10) 0.0274(11) 0.0213(10) -0.0004(8) 0.0029(8) 0.0020(8) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 '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_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 N2 C7 107.37(16) . 3_566 ? N2 C7 C7 118.2(2) 3_566 3_566 ? N2 C7 S1 132.07(15) 3_566 . ? C7 C7 S1 109.73(19) 3_566 . ? C7 S1 C6 88.15(9) . . ? C1 N1 C5 116.78(18) . . ? C4 C3 C6 119.55(18) . . ? C2 C3 C4 118.00(18) . . ? C2 C3 C6 122.45(18) . . ? C3 C4 H4 120.5 . . ? C5 C4 C3 118.98(19) . . ? C5 C4 H4 120.5 . . ? N2 C6 S1 116.55(14) . . ? N2 C6 C3 122.79(17) . . ? C3 C6 S1 120.65(14) . . ? N1 C1 H1 118.1 . . ? N1 C1 C2 123.90(19) . . ? C2 C1 H1 118.1 . . ? C3 C2 H2 120.7 . . ? C1 C2 C3 118.65(19) . . ? C1 C2 H2 120.7 . . ? N1 C5 C4 123.70(19) . . ? N1 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N2 C7 1.370(2) 3_566 ? N2 C6 1.330(3) . ? C7 C7 1.376(4) 3_566 ? C7 S1 1.718(2) . ? S1 C6 1.7574(18) . ? N1 C1 1.336(3) . ? N1 C5 1.341(3) . ? C3 C4 1.392(3) . ? C3 C6 1.468(3) . ? C3 C2 1.391(3) . ? C4 H4 0.9500 . ? C4 C5 1.384(3) . ? C1 H1 0.9500 . ? C1 C2 1.391(3) . ? C2 H2 0.9500 . ? C5 H5 0.9500 . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C7 S1 C6 -179.8(2) 3_566 . . . ? C7 N2 C6 S1 0.1(2) 3_566 . . . ? C7 N2 C6 C3 -178.99(17) 3_566 . . . ? C7 C7 S1 C6 -0.2(2) 3_566 . . . ? C7 S1 C6 N2 0.08(16) . . . . ? C7 S1 C6 C3 179.17(16) . . . . ? N1 C1 C2 C3 -0.2(3) . . . . ? C3 C4 C5 N1 0.1(3) . . . . ? C4 C3 C6 N2 0.8(3) . . . . ? C4 C3 C6 S1 -178.25(15) . . . . ? C4 C3 C2 C1 0.5(3) . . . . ? C6 C3 C4 C5 179.49(18) . . . . ? C6 C3 C2 C1 -179.40(18) . . . . ? C1 N1 C5 C4 0.2(3) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C2 C3 C6 N2 -179.30(18) . . . . ? C2 C3 C6 S1 1.7(3) . . . . ? C5 N1 C1 C2 -0.2(3) . . . . ?