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_7701377
_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         'C15 H3 Ag3 F18 N6, C14 H12 S'
_chemical_formula_sum            'C29 H15 Ag3 F18 N6 S'
_chemical_formula_weight         1145.14
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_symmetry_space_group_name_Hall  'P 1'
_symmetry_space_group_name_H-M   'P 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                83.7474(7)
_cell_angle_beta                 65.3474(7)
_cell_angle_gamma                65.8734(6)
_cell_formula_units_Z            3
_cell_length_a                   13.1618(8)
_cell_length_b                   15.6344(9)
_cell_length_c                   15.6527(9)
_cell_measurement_reflns_used    9955
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      27.5097
_cell_measurement_theta_min      2.6855
_cell_volume                     2664.3(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SHELXS
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.923
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.923
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            21246
_diffrn_reflns_point_group_measured_fraction_full 0.807
_diffrn_reflns_point_group_measured_fraction_max 0.730
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.527
_diffrn_reflns_theta_min         2.101
_exptl_absorpt_coefficient_mu    1.824
_exptl_absorpt_correction_T_max  0.759
_exptl_absorpt_correction_T_min  0.712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_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    2.141
_exptl_crystal_description       block
_exptl_crystal_F_000             1650
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.340
_refine_diff_density_min         -1.160
_refine_diff_density_rms         0.140
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.11(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1751
_refine_ls_number_reflns         17932
_refine_ls_number_restraints     6796
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0443
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0344P)^2^+16.2203P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1088
_reflns_Friedel_coverage         0.581
_reflns_Friedel_fraction_full    0.623
_reflns_Friedel_fraction_max     0.536
_reflns_number_gt                16882
_reflns_number_total             17932
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt03344k5.cif
_cod_data_source_block           Ag3L3DMDBT
_cod_database_code               7701377
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.759
_shelx_estimated_absorpt_t_min   0.712
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.89(2)
 0.11(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. 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 = C16-F19 = C16-F20 = C16-F21 = C20-F22 = C20-F23 = C20-F24 = C21-F25 =
  C21-F26 = C21-F27 = C25-F28 = C25-F29 = C25-F30 = C26-F31 = C26-F32 = C26-F33
 = C30-F34 = C30-F35 = C30-F36 = C31-F37 = C31-F38 = C31-F39 = C35-F40 = C35-
 F41 = C35-F42 = C36-F43 = C36-F44 = C36-F45 = C40-F46 = C40-F47 = C40-F48 =
 C41-F49 = C41-F50 = C41-F51 = C45-F52 = C45-F53 = C45-F54 = 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' = C16-F19' = C16-F20' = C16-F21' = C20-F22' = C20-F23' = C20-F24' = C21-
 F25' = C21-F26' = C21-F27' = C25-F28' = C25-F29' = C25-F30' = C26-F31' = C26-
 F32' = C26-F33' = C30-F34' = C30-F35' = C30-F36' = C31-F37' = C31-F38' = C31-
 F39' = C35-F40' = C35-F41' = C35-F42' = C36-F43' = C36-F44' = C36-F45' = C40-
 F46' = C40-F47' = C40-F48' = C41-F49' = C41-F50' = C41-F51' = C45-F52' = C45-
 F53' = C45-F54
 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 = F19-F20 = F19-F20 = F20-F21 = F22-F23 = F22-F24 = F23-F24 = F25-F26 =
  F25-F27 = F26-F27 = F28-F29 = F28-F30 = F29-F30 = F31-F32 = F31-F33 = F32-F33
 = F34-F35 = F34-F36 = F35-F36 = F37-F38 = F37-F39 = F38-F39 = F40-F41 = F40-
 F42 = F41-F42 = F43-F44 = F43-F45 = F44-F45 = F46-F47 = F46-F48 = F47-F48 =
 F49-F50 = F49-F51 = F50-F51 = F52-F53 = F52-F54 = F53-F54 = 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' = F19'-F20' = F19'-F20' = F20'-F21' = F22'-F23' = F22'-
 F24' = F23'-F24' = F25'-F26' = F25'-F27' = F26'-F27' = F28'-F29' = F28'-F30' =
 F29'-F30' = F31'-F32' = F31'-F33' = F32'-F33' = F34'-F35' = F34'-F36' = F35'-
 F36' = F37'-F38' = F37'-F39' = F38'-F39' = F40'-F41' = F40'-F42' = F41'-F42' =
 F43'-F44' = F43'-F45' = F44'-F45' = F46'-F47' = F46'-F48' = F47'-F48' = F49'-
 F50' = F49'-F51' = F50'-F51' = F52'-F53' = F52'-F54' = F53'-F54'
 2.13 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 \\sim C17-F19 \\sim C17-F20 \\sim C17-F21 \\sim C19-F22 \\sim C19-F23
\\sim C19-F24 \\sim C22-F25 ~
 C22-F26 \\sim C22-F27 \\sim C24-F28 \\sim C24-F29 \\sim C24-F30 \\sim C27-F31
\\sim C27-F32 \\sim C27-F33
 \\sim C29-F34 \\sim C29-F35 \\sim C29-F36 \\sim C32-F37 \\sim C32-F38 \\sim
C32-F39 \\sim C34-F40 \\sim C34-
 F41 \\sim C34-F42 \\sim C37-F43 \\sim C37-F44 \\sim C37-F45 \\sim C39-F46
\\sim C39-F47 \\sim C39-F48 ~
 C42-F49 \\sim C42-F50 \\sim C42-F51 \\sim C44-F52 \\sim C44-F53 \\sim C44-F54
\\sim C2-F1' \\sim C2-F2' ~
 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' \\sim C17-F19' \\sim C17-F20' \\sim C17-F21' \\sim C19-F22' \\sim
C19-F23' \\sim C19-F24' \\sim C22-
 F25' \\sim C22-F26' \\sim C22-F27' \\sim C24-F28' \\sim C24-F29' \\sim
C24-F30' \\sim C27-F31' \\sim C27-
 F32' \\sim C27-F33' \\sim C29-F34' \\sim C29-F35' \\sim C29-F36' \\sim
C32-F37' \\sim C32-F38' \\sim C32-
 F39' \\sim C34-F40' \\sim C34-F41' \\sim C34-F42' \\sim C37-F43' \\sim
C37-F44' \\sim C37-F45' \\sim C39-
 F46' \\sim C39-F47' \\sim C39-F48' \\sim C42-F49' \\sim C42-F50' \\sim
C42-F51' \\sim C44-F52' \\sim C44-
 F53' \\sim C44-F54'
 with sigma of 0.01
4. Rigid bond restraints
 N17, N18
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
N17 \\sim N18: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
Uanis(N12) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
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,
Uanis(F19) \\sim Ueq, Uanis(F20) \\sim Ueq, Uanis(F21) \\sim Ueq, Uanis(F22)
\\sim Ueq, Uanis(F23) \\sim Ueq, Uanis(F24) \\sim Ueq, Uanis(F25) \\sim Ueq,
Uanis(F26) \\sim Ueq, Uanis(F27) \\sim Ueq, Uanis(F28) \\sim Ueq, Uanis(F29)
\\sim Ueq, Uanis(F30) \\sim Ueq, Uanis(F31) \\sim Ueq, Uanis(F32) \\sim Ueq,
Uanis(F33) \\sim Ueq, Uanis(F34) \\sim Ueq, Uanis(F35) \\sim Ueq, Uanis(F36)
\\sim Ueq, Uanis(F37) \\sim Ueq, Uanis(F38) \\sim Ueq, Uanis(F39) \\sim Ueq,
Uanis(F40) \\sim Ueq, Uanis(F41) \\sim Ueq, Uanis(F42) \\sim Ueq, Uanis(F43)
\\sim Ueq, Uanis(F44) \\sim Ueq, Uanis(F45) \\sim Ueq, Uanis(F46) \\sim Ueq,
Uanis(F47) \\sim Ueq, Uanis(F48) \\sim Ueq, Uanis(F49) \\sim Ueq, Uanis(F50)
\\sim Ueq, Uanis(F51) \\sim Ueq, Uanis(F52) \\sim Ueq, Uanis(F53) \\sim Ueq,
Uanis(F54) \\sim Ueq, 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, Uanis(F19') \\sim Ueq,
Uanis(F20') \\sim Ueq, Uanis(F21') \\sim Ueq, Uanis(F22') \\sim Ueq,
Uanis(F23') \\sim Ueq, Uanis(F24') \\sim Ueq, Uanis(F25') \\sim Ueq,
Uanis(F26') \\sim Ueq, Uanis(F27') \\sim Ueq, Uanis(F28') \\sim Ueq,
Uanis(F29') \\sim Ueq, Uanis(F30') \\sim Ueq, Uanis(F31') \\sim Ueq,
Uanis(F32') \\sim Ueq, Uanis(F33') \\sim Ueq, Uanis(F34') \\sim Ueq,
Uanis(F35') \\sim Ueq, Uanis(F36') \\sim Ueq, Uanis(F37') \\sim Ueq,
Uanis(F38') \\sim Ueq, Uanis(F39') \\sim Ueq, Uanis(F40') \\sim Ueq,
Uanis(F41') \\sim Ueq, Uanis(F42') \\sim Ueq, Uanis(F43') \\sim Ueq,
Uanis(F44') \\sim Ueq, Uanis(F45') \\sim Ueq, Uanis(F46') \\sim Ueq,
Uanis(F47') \\sim Ueq, Uanis(F48') \\sim Ueq, Uanis(F49') \\sim Ueq,
Uanis(F50') \\sim Ueq, Uanis(F51') \\sim Ueq, Uanis(F52') \\sim Ueq,
Uanis(F53') \\sim Ueq, Uanis(F54') \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(F47) \\sim Ueq, Uanis(F48) \\sim Ueq, Uanis(F46') \\sim Ueq, Uanis(F47')
\\sim Ueq, Uanis(F50') \\sim Ueq, Uanis(F49) \\sim Ueq, Uanis(F51') \\sim Ueq,
Uanis(F13) \\sim Ueq, Uanis(F14') \\sim Ueq, Uanis(F15) \\sim Ueq, Uanis(F14)
\\sim Ueq, Uanis(F13') \\sim Ueq, Uanis(F31) \\sim Ueq, Uanis(F32) \\sim Ueq,
Uanis(F36) \\sim Ueq, Uanis(F19') \\sim Ueq, Uanis(F9') \\sim Ueq, Uanis(F16')
\\sim Ueq, Uanis(F18) \\sim Ueq: with sigma of 0.005 and sigma for terminal
atoms of 0.01
Uanis(C68) \\sim Ueq, Uanis(C64) \\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C65)
\\sim Ueq, Uanis(C66) \\sim Ueq, Uanis(C67) \\sim Ueq, Uanis(C48) \\sim Ueq,
Uanis(C53) \\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C72) \\sim Ueq, Uanis(C8)
\\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C61) \\sim Ueq, Uanis(C69) \\sim Ueq,
Uanis(C28) \\sim Ueq, Uanis(C84) \\sim Ueq, Uanis(C85) \\sim Ueq, Uanis(C42)
\\sim Ueq, Uanis(C43) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C45) \\sim Ueq,
Uanis(C34) \\sim Ueq, Uanis(C33) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(F1) = Uanis(F1')
Uanis(F2) = Uanis(F2')
Uanis(F3) = Uanis(F3')
Uanis(F4) = Uanis(F4')
Uanis(F5) = Uanis(F5')
Uanis(F6) = Uanis(F6')
Uanis(F7) = Uanis(F7')
Uanis(F8) = Uanis(F8')
Uanis(F9) = Uanis(F9')
Uanis(F10) = Uanis(F10')
Uanis(F11) = Uanis(F11')
Uanis(F12) = Uanis(F12')
Uanis(F13) = Uanis(F13')
Uanis(F14) = Uanis(F14')
Uanis(F15) = Uanis(F15')
Uanis(F16) = Uanis(F16')
Uanis(F17) = Uanis(F17')
Uanis(F18) = Uanis(F18')
Uanis(F19) = Uanis(F19')
Uanis(F20) = Uanis(F20')
Uanis(F21) = Uanis(F21')
Uanis(F22) = Uanis(F22')
Uanis(F23) = Uanis(F23')
Uanis(F24) = Uanis(F24')
Uanis(F25) = Uanis(F25')
Uanis(F26) = Uanis(F26')
Uanis(F27) = Uanis(F27')
Uanis(F28) = Uanis(F28')
Uanis(F29) = Uanis(F29')
Uanis(F30) = Uanis(F30')
Uanis(F31) = Uanis(F31')
Uanis(F32) = Uanis(F32')
Uanis(F33) = Uanis(F33')
Uanis(F34) = Uanis(F34')
Uanis(F35) = Uanis(F35')
Uanis(F36) = Uanis(F36')
Uanis(F37) = Uanis(F37')
Uanis(F38) = Uanis(F38')
Uanis(F39) = Uanis(F39')
Uanis(F40) = Uanis(F40')
Uanis(F41) = Uanis(F41')
Uanis(F42) = Uanis(F42')
Uanis(F43) = Uanis(F43')
Uanis(F44) = Uanis(F44')
Uanis(F45) = Uanis(F45')
Uanis(F51) = Uanis(F51')
Uanis(F48) = Uanis(F48')
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) F19(0.5) F20(0.5) F21(0.5) F22(0.5) F23(0.5) F24(0.5)
 F25(0.5) F26(0.5) F27(0.5) F28(0.5) F29(0.5) F30(0.5) F31(0.5) F32(0.5)
 F33(0.5) F34(0.5) F35(0.5) F36(0.5) F37(0.5) F38(0.5) F39(0.5) F40(0.5)
 F41(0.5) F42(0.5) F43(0.5) F44(0.5) F45(0.5) F46(0.5) F47(0.5) F48(0.5)
 F49(0.5) F50(0.5) F51(0.5) F52(0.5) F53(0.5) F54(0.5) 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) F19'(0.5) F20'(0.5) F21'(0.5) F22'(0.5) F23'(0.5) F24'(0.5)
 F25'(0.5) F26'(0.5) F27'(0.5) F28'(0.5) F29'(0.5) F30'(0.5) F31'(0.5)
 F32'(0.5) F33'(0.5) F34'(0.5) F35'(0.5) F36'(0.5) F37'(0.5) F38'(0.5)
 F39'(0.5) F40'(0.5) F41'(0.5) F42'(0.5) F43'(0.5) F44'(0.5) F45'(0.5)
 F46'(0.5) F47'(0.5) F48'(0.5) F49'(0.5) F50'(0.5) F51'(0.5) F52'(0.5)
 F53'(0.5) F54'(0.5)
7.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C13(H13), C18(H18), C23(H23), C28(H28), C33(H33), C38(H38),
 C43(H43), C51(H51), C52(H52), C53(H53), C55(H55), C56(H56), C57(H57), C65(H65),
  C66(H66), C67(H67), C69(H69), C70(H70), C71(H71), C85(H85), C84(H84),
 C83(H83), C81(H81), C80(H80), C79(H79)
7.b Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C59(H59A,H59B,H59C), C68(H68A,H68B,H68C), C73(H73A,H73B,
 H73C), C87(H87A,H87B,H87C), C82(H82A,H82B,H82C)
;
_olex2_submission_special_instructions 'No special instructions were received'