#------------------------------------------------------------------------------
#$Date: 2024-01-06 09:55:54 +0200 (Sat, 06 Jan 2024) $
#$Revision: 288781 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247636.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_7247636
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
_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                 93.544(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.4275(6)
_cell_length_b                   6.3040(4)
_cell_length_c                   11.7480(7)
_cell_measurement_reflns_used    2871
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      29.4610
_cell_measurement_theta_min      3.6340
_cell_volume                     622.94(7)
_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)'
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean 10.5861
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.900
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5958
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.058
_diffrn_reflns_theta_min         3.475
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.420
_exptl_absorpt_correction_T_max  0.9552
_exptl_absorpt_correction_T_min  0.8601
_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            orange
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_description       needle
_exptl_crystal_F_000             304
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1645
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.309
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0418
_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/[σ²(Fo²)+(0.0516P)²+0.1932P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1004
_refine_ls_wR_factor_ref         0.1072
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1376
_reflns_number_total             1645
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ce00541k2.cif
_cod_data_source_block           p21c_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7247635--7247639.cif.'
_cod_database_code               7247636
_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   0.955
_shelx_estimated_absorpt_t_min   0.860
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 N1-C4 \\sim C4-C2 \\sim C2-C3 \\sim C3-C5 \\sim C5-C1 \\sim C1-N1
 with sigma of 0.1
3. Restrained planarity
 N1, C4, C2, C3, C5, C1
 with sigma of 0.1
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C2(H2), C5(H5), C1(H1)
;
_shelx_res_file
;
TITL p21c in P2(1)/c
    p21c.res
    created by SHELXL-2019/3 at 09:57:42 on 02-May-2023
CELL 0.71073 8.4275 6.304 11.748 90 93.544 90
ZERR 2 0.0006 0.0004 0.0007 0 0.006 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N S
UNIT 28 16 8 4
FLAT N1 C4 C2 C3 C5 C1
SADI 0.1 N1 C4 C4 C2 C2 C3 C3 C5 C5 C1 C1 N1

L.S. 4
PLAN  5
SIZE 0.11 0.13 0.37
TEMP -123
CONF
BOND $H
fmap 2
MORE -1
ACTA
MERG 2
REM <olex2.extras>
REM <HklSrc "%.\\p21c.hkl">
REM </olex2.extras>

WGHT    0.051600    0.193200
FVAR       0.82974
N2    3    0.113399    0.218964    0.558076    11.00000    0.02591    0.02208 =
         0.02186   -0.00168    0.00099   -0.00479
N1    3    0.439040    0.802206    0.381501    11.00000    0.03258    0.02515 =
         0.02462    0.00326   -0.00193   -0.00677
C7    1   -0.020120   -0.043074    0.447080    11.00000    0.02377    0.02163 =
         0.01943   -0.00041    0.00123   -0.00269
C6    1    0.147042    0.269348    0.453868    11.00000    0.02203    0.02072 =
         0.02057   -0.00110   -0.00002   -0.00092
S1    4    0.065203    0.105653    0.344134    11.00000    0.03120    0.02531 =
         0.01779   -0.00071    0.00171   -0.00910
C4    1    0.284085    0.603782    0.511119    11.00000    0.02715    0.02364 =
         0.02039   -0.00137    0.00206   -0.00285
AFIX  43
H4    2    0.246424    0.590169    0.585335    11.00000   -1.20000
AFIX   0
C2    1    0.307236    0.479356    0.320760    11.00000    0.02704    0.02475 =
         0.01886   -0.00135   -0.00100   -0.00131
AFIX  43
H2    2    0.283961    0.380128    0.261193    11.00000   -1.20000
AFIX   0
C3    1    0.246448    0.452419    0.427375    11.00000    0.01840    0.01926 =
         0.02295    0.00007   -0.00165    0.00053
C5    1    0.377561    0.774307    0.483651    11.00000    0.03058    0.02317 =
         0.02394   -0.00271    0.00049   -0.00481
AFIX  43
H5    2    0.399963    0.878861    0.540628    11.00000   -1.20000
AFIX   0
C1    1    0.402237    0.653839    0.303605    11.00000    0.03252    0.02993 =
         0.01814    0.00204    0.00325   -0.00513
AFIX  43
H1    2    0.444368    0.669006    0.230888    11.00000   -1.20000
AFIX   0
HKLF 4




REM  p21c in P2(1)/c
REM wR2 = 0.1072, GooF = S = 1.077, Restrained GooF = 1.309 for all data
REM R1 = 0.0418 for 1376 Fo > 4sig(Fo) and 0.0531 for all 1645 data
REM 91 parameters refined using 18 restraints

END

WGHT      0.0516      0.1934

REM Highest difference peak  0.430,  deepest hole -0.226,  1-sigma level  0.074
Q1    1   0.2502  0.4709  0.3682  11.00000  0.05    0.43
Q2    1   0.0000  0.0000  0.5000  10.50000  0.05    0.41
Q3    1   0.1268  0.1926  0.4077  11.00000  0.05    0.40
Q4    1   0.3804  0.7679  0.3437  11.00000  0.05    0.40
Q5    1   0.2031  0.3699  0.4335  11.00000  0.05    0.39
;
_shelx_res_checksum              73800
_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 0.11340(19) 0.2190(2) 0.55808(12) 0.0233(3) Uani 1 1 d . . . . .
N1 N 0.4390(2) 0.8022(3) 0.38150(13) 0.0276(4) Uani 1 1 d D . . . .
C7 C -0.0201(2) -0.0431(3) 0.44708(14) 0.0216(4) Uani 1 1 d . . . . .
C6 C 0.1470(2) 0.2693(3) 0.45387(14) 0.0212(4) Uani 1 1 d . . . . .
S1 S 0.06520(6) 0.10565(7) 0.34413(4) 0.02476(17) Uani 1 1 d . . . . .
C4 C 0.2841(2) 0.6038(3) 0.51112(15) 0.0237(4) Uani 1 1 d D . . . .
H4 H 0.246424 0.590169 0.585335 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3072(2) 0.4794(3) 0.32076(14) 0.0237(4) Uani 1 1 d D . . . .
H2 H 0.283961 0.380128 0.261193 0.028 Uiso 1 1 calc R U . . .
C3 C 0.2464(2) 0.4524(3) 0.42737(14) 0.0203(4) Uani 1 1 d D . . . .
C5 C 0.3776(2) 0.7743(3) 0.48365(16) 0.0259(4) Uani 1 1 d D . . . .
H5 H 0.399963 0.878861 0.540628 0.031 Uiso 1 1 calc R U . . .
C1 C 0.4022(2) 0.6538(3) 0.30361(15) 0.0268(4) Uani 1 1 d D . . . .
H1 H 0.444368 0.669006 0.230888 0.032 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 0.0259(9) 0.0221(8) 0.0219(7) -0.0017(6) 0.0010(6) -0.0048(6)
N1 0.0326(9) 0.0251(8) 0.0246(8) 0.0033(6) -0.0019(7) -0.0068(7)
C7 0.0238(10) 0.0216(8) 0.0194(8) -0.0004(7) 0.0012(7) -0.0027(7)
C6 0.0220(9) 0.0207(8) 0.0206(8) -0.0011(7) 0.0000(7) -0.0009(7)
S1 0.0312(3) 0.0253(3) 0.0178(2) -0.00071(17) 0.00171(18) -0.00910(19)
C4 0.0271(10) 0.0236(9) 0.0204(8) -0.0014(7) 0.0021(7) -0.0029(7)
C2 0.0270(10) 0.0248(9) 0.0189(8) -0.0014(7) -0.0010(7) -0.0013(8)
C3 0.0184(9) 0.0193(8) 0.0230(8) 0.0001(7) -0.0017(7) 0.0005(7)
C5 0.0306(11) 0.0232(9) 0.0239(9) -0.0027(7) 0.0005(8) -0.0048(8)
C1 0.0325(11) 0.0299(10) 0.0181(8) 0.0020(7) 0.0032(7) -0.0051(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
S S 0.1246 0.1234 '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 108.28(15) . 3_556 ?
C1 N1 C5 115.74(16) . . ?
N2 C7 C7 118.1(2) 3_556 3_556 ?
N2 C7 S1 132.73(13) 3_556 . ?
C7 C7 S1 109.18(18) 3_556 . ?
N2 C6 S1 116.37(14) . . ?
N2 C6 C3 123.09(16) . . ?
C3 C6 S1 120.54(12) . . ?
C7 S1 C6 88.08(8) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C5 C4 C3 118.42(16) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.47(16) . . ?
C4 C3 C6 119.73(15) . . ?
C2 C3 C6 122.14(16) . . ?
C2 C3 C4 118.12(17) . . ?
N1 C5 C4 124.42(17) . . ?
N1 C5 H5 117.8 . . ?
C4 C5 H5 117.8 . . ?
N1 C1 C2 124.82(16) . . ?
N1 C1 H1 117.6 . . ?
C2 C1 H1 117.6 . . ?
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 1.358(2) 3_556 ?
N2 C6 1.313(2) . ?
N1 C5 1.348(2) . ?
N1 C1 1.332(2) . ?
C7 C7 1.380(3) 3_556 ?
C7 S1 1.7223(18) . ?
C6 S1 1.7586(18) . ?
C6 C3 1.471(2) . ?
C4 H4 0.9500 . ?
C4 C3 1.393(2) . ?
C4 C5 1.383(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(2) . ?
C2 C1 1.383(3) . ?
C5 H5 0.9500 . ?
C1 H1 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 -179.7(2) 3_556 . . . ?
N2 C6 S1 C7 -0.33(16) . . . . ?
N2 C6 C3 C4 -12.3(3) . . . . ?
N2 C6 C3 C2 166.77(18) . . . . ?
C7 N2 C6 S1 0.5(2) 3_556 . . . ?
C7 N2 C6 C3 -179.93(16) 3_556 . . . ?
C7 C7 S1 C6 0.07(19) 3_556 . . . ?
S1 C6 C3 C4 167.29(14) . . . . ?
S1 C6 C3 C2 -13.6(2) . . . . ?
C3 C6 S1 C7 -179.94(16) . . . . ?
C3 C4 C5 N1 -1.8(3) . . . . ?
C3 C2 C1 N1 -1.0(3) . . . . ?
C5 N1 C1 C2 0.3(3) . . . . ?
C5 C4 C3 C6 -179.91(17) . . . . ?
C5 C4 C3 C2 1.0(3) . . . . ?
C1 N1 C5 C4 1.2(3) . . . . ?
C1 C2 C3 C6 -178.76(17) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
