Adducts of Triangular Silver(I) 3,5-Bis(trifluoromethyl)pyrazolate with Thiophene-Derivatives: A Weak Interaction Model of Desulfurization
Liu, Rongrong; Zhang, Wen-Hua; Wei, Donghui; Chen, Jing-Huo; Yang, Guang; Dalton Transactions  (2019) –; doi:10.1039/C9DT03344K

data_7701376
_publ_section_title
;
 Adducts of Triangular Silver(I) 3,5-Bis(trifluoromethyl)pyrazolate with
 Thiophene-Derivatives: A Weak Interaction Model of Desulfurization
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/C9DT03344K
_journal_year                    2019
_chemical_formula_moiety         '0.5(C30 H6 Ag6 F36 N12), 1(C12 H8 S)'
_chemical_formula_sum            'C27 H11 Ag3 F18 N6 S'
_chemical_formula_weight         1117.09
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-09-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-02 deposited with the CCDC.    2019-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.630(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.4726(12)
_cell_length_b                   6.3315(3)
_cell_length_c                   22.0593(10)
_cell_measurement_reflns_used    1872
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      24.5020
_cell_measurement_theta_min      3.4440
_cell_volume                     3417.8(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SHELXS
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2116
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     46.00  75.00   1.00   25.00    --   18.55-124.00 104.00   29
  2  \w    -92.00  -1.00   1.00   25.00    --  -19.56 -37.00  90.00   91
  3  \w    -92.00   4.00   1.00   25.00    --  -19.56 -37.00   0.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0187663000
_diffrn_orient_matrix_UB_12      0.0038575000
_diffrn_orient_matrix_UB_13      -0.0233272000
_diffrn_orient_matrix_UB_21      0.0260740000
_diffrn_orient_matrix_UB_22      -0.0086457000
_diffrn_orient_matrix_UB_23      0.0170731000
_diffrn_orient_matrix_UB_31      -0.0013123000
_diffrn_orient_matrix_UB_32      -0.1116167000
_diffrn_orient_matrix_UB_33      -0.0021625000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            6284
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         3.217
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.893
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.171
_exptl_crystal_description       needle
_exptl_crystal_F_000             2136
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.570
_refine_diff_density_min         -2.248
_refine_diff_density_rms         0.183
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         3312
_refine_ls_number_restraints     909
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0743
_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^)+(0.0576P)^2^+106.8651P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1655
_refine_ls_wR_factor_ref         0.1843
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2543
_reflns_number_total             3312
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03344k5.cif
_cod_data_source_block           Ag3pz3DBT
_cod_database_code               7701376
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H O N Ag S'
_shelx_estimated_absorpt_t_max   0.911
_shelx_estimated_absorpt_t_min   0.703
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C1-F1 = C1-F2 = C1-F3 = C5-F4 = C5-F5 = C5-F6 = C6-F7 = C6-F8 = C6-F9 = C10-
 F10 = C10-F11 = C10-F12 = C11-F13 = C11-F14 = C11-F15 = C15-F16 = C15-F17 =
 C15-F18
 1.33 with sigma of 0.01
 F1-F2 = F1-F3 = F2-F3 = F4-F5 = F4-F6 = F5-F6 = F7-F8 = F7-F9 = F8-F9 = F10-
 F11 = F10-F12 = F11-F12 = F13-F14 = F13-F15 = F14-F15 = F16-F17 = F16-F18 =
 F17-F18
 2.13 with sigma of 0.01
 S1A-C16A = S1A-C27A = S1B-C16B = S1B-C27B = S1C-C16C = S1C-C27C
 1.74 with sigma of 0.01
 C21A-C22A = C21B-C22B = C21C-C22C
 1.43 with sigma of 0.01
 C16A-C27A = C16B-C27B = C16C-C27C
 2.49 with sigma of 0.01
 C2-F1 \\sim C2-F2 \\sim C2-F3 \\sim C4-F4 \\sim C4-F5 \\sim C4-F6 \\sim C7-F7
\\sim C7-F8 \\sim C7-F9 \\sim C9-
 F10 \\sim C9-F11 \\sim C9-F12 \\sim C12-F13 \\sim C12-F14 \\sim C12-F15 \\sim
C14-F16 \\sim C14-F17 \\sim C14-
 F18
 with sigma of 0.01
3. Restrained planarity
 S1B, C16B, C17B, C18B, C19B, C20B, C21B, C22B, C23B, C24B, C25B, C26B, C27B
 with sigma of 0.01
 S1C, C16C, C17C, C18C, C19C, C20C, C21C, C22C, C23C, C24C, C25C, C26C, C27C
 with sigma of 0.01
 S1A, C16A, C17A, C18A, C19A, C20A, C21A, C22A, C23A, C24A, C25A, C26A, C27A
 with sigma of 0.01
4. Rigid bond restraints
 F15, C11, F13, F14
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
F15 \\sim C11 \\sim F14 \\sim F13: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02
F7 \\sim F9 \\sim C6 \\sim F8: within 2A with sigma of 0.004 and sigma for
terminal atoms of 0.008
C20A \\sim C19A \\sim C18A \\sim C17A \\sim C16A \\sim C21A \\sim C22A \\sim
C27A \\sim C26A \\sim C25A \\sim C24A \\sim C23A: within 2A with sigma of 0.005
and sigma for terminal atoms of 0.01
C16C \\sim C21C \\sim C20C \\sim C19C \\sim C18C \\sim C17C \\sim C27C \\sim
C22C \\sim C23C \\sim C24C \\sim C25C \\sim C26C: within 2A with sigma of 0.005
and sigma for terminal atoms of 0.01
C27B \\sim C26B \\sim C25B \\sim C24B \\sim C23B \\sim C22B \\sim C21B \\sim
C20B \\sim C19B \\sim C18B \\sim C17B \\sim C16B: within 2A with sigma of 0.005
and sigma for terminal atoms of 0.01
Uanis(S1A) \\sim Ueq, Uanis(S1B) \\sim Ueq, Uanis(S1C) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C4) \\sim
Ueq, Uanis(C5) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C1)
\\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F4) \\sim
Ueq, Uanis(F5) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F7) \\sim Ueq, Uanis(F8)
\\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(F11) \\sim Ueq,
Uanis(F12) \\sim Ueq, Uanis(F13) \\sim Ueq, Uanis(F14) \\sim Ueq, Uanis(F15)
\\sim Ueq, Uanis(F16) \\sim Ueq, Uanis(F17) \\sim Ueq, Uanis(F18) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C16A) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C18A) \\sim Ueq,
Uanis(C19A) \\sim Ueq, Uanis(C20A) \\sim Ueq, Uanis(C21A) \\sim Ueq,
Uanis(C22A) \\sim Ueq, Uanis(C23A) \\sim Ueq, Uanis(C24A) \\sim Ueq,
Uanis(C25A) \\sim Ueq, Uanis(C26A) \\sim Ueq, Uanis(C27A) \\sim Ueq,
Uanis(C16B) \\sim Ueq, Uanis(C17B) \\sim Ueq, Uanis(C18B) \\sim Ueq,
Uanis(C19B) \\sim Ueq, Uanis(C20B) \\sim Ueq, Uanis(C21B) \\sim Ueq,
Uanis(C22B) \\sim Ueq, Uanis(C23B) \\sim Ueq, Uanis(C24B) \\sim Ueq,
Uanis(C25B) \\sim Ueq, Uanis(C26B) \\sim Ueq, Uanis(C27B) \\sim Ueq,
Uanis(C16C) \\sim Ueq, Uanis(C17C) \\sim Ueq, Uanis(C18C) \\sim Ueq,
Uanis(C19C) \\sim Ueq, Uanis(C20C) \\sim Ueq, Uanis(C21C) \\sim Ueq,
Uanis(C22C) \\sim Ueq, Uanis(C23C) \\sim Ueq, Uanis(C24C) \\sim Ueq,
Uanis(C25C) \\sim Ueq, Uanis(C26C) \\sim Ueq, Uanis(C27C) \\sim Ueq: with sigma
of 0.005 and sigma for terminal atoms of 0.01
6. Others
 Fixed Sof: F1(0.5) F2(0.5) F3(0.5) F4(0.5) F5(0.5) F6(0.5) F7(0.5) F8(0.5)
 F9(0.5) F10(0.5) F11(0.5) F12(0.5) F13(0.5) F14(0.5) F15(0.5) F16(0.5)
 F17(0.5) F18(0.5) S1A(0.16667) C16A(0.16667) C17A(0.16667) H17A(0.16667)
 C18A(0.16667) H18A(0.16667) C19A(0.16667) H19A(0.16667) C20A(0.16667)
 H20A(0.16667) C21A(0.16667) C22A(0.16667) C23A(0.16667) H23A(0.16667)
 C24A(0.16667) H24A(0.16667) C25A(0.16667) H25A(0.16667) C26A(0.16667)
 H26A(0.16667) C27A(0.16667) S1B(0.16667) C16B(0.16667) C17B(0.16667)
 H17B(0.16667) C18B(0.16667) H18B(0.16667) C19B(0.16667) H19B(0.16667)
 C20B(0.16667) H20B(0.16667) C21B(0.16667) C22B(0.16667) C23B(0.16667)
 H23B(0.16667) C24B(0.16667) H24B(0.16667) C25B(0.16667) H25B(0.16667)
 C26B(0.16667) H26B(0.16667) C27B(0.16667) S1C(0.16667) C16C(0.16667)
 C17C(0.16667) H17C(0.16667) C18C(0.16667) H18C(0.16667) C19C(0.16667)
 H19C(0.16667) C20C(0.16667) H20C(0.16667) C21C(0.16667) C22C(0.16667)
 C23C(0.16667) H23C(0.16667) C24C(0.16667) H24C(0.16667) C25C(0.16667)
 H25C(0.16667) C26C(0.16667) H26C(0.16667) C27C(0.16667)
7.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C17A(H17A), C18A(H18A), C19A(H19A), C20A(H20A),
 C23A(H23A), C24A(H24A), C25A(H25A), C26A(H26A), C17B(H17B), C18B(H18B),
 C19B(H19B), C20B(H20B), C23B(H23B), C24B(H24B), C25B(H25B), C26B(H26B),
 C17C(H17C), C18C(H18C), C19C(H19C), C20C(H20C), C23C(H23C), C24C(H24C),
 C25C(H25C), C26C(H26C)
7.b Fitted hexagon refined as free rotating group:
 C16A(C17A,C18A,C19A,C20A,C21A), C22A(C23A,C24A,C25A,C26A,C27A), C16B(C17B,
 C18B,C19B,C20B,C21B), C22B(C23B,C24B,C25B,C26B,C27B), C16C(C17C,C18C,C19C,C20C,
 C21C), C22C(C23C,C24C,C25C,C26C,C27C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.141
_oxdiff_exptl_absorpt_empirical_full_min 0.879