An Efficient, Redox-Enhanced Pair of Hydrogen-Bond Tweezers for Chloride Anion Recognition, a Key Synthon in the Construction of a Novel Type of Organic Metal based on the Secondary Amide-Functionalized Ethylenedithiotetrathiafulvalene, β''-(EDT-TTF-CONHMe)~2~[Cl·H~2~O]
Heuzé, Karine; Mézière, Cécile; Fourmigué, Marc; Batail, Patrick; Coulon, Claude; Canadell, Enric; Auban-Senzier, Pascale; Jérome, Denis; Chemistry of Materials 12 (2000) 1898–1904; doi:10.1021/cm000143k

data_4000006
_publ_section_title
;
 An Efficient, Redox-Enhanced Pair of Hydrogen-Bond Tweezers for
 Chloride Anion Recognition, a Key Synthon in the Construction of
 a Novel Type of Organic Metal based on the Secondary Amide-Functionalized
 Ethylenedithiotetrathiafulvalene, \b''-(EDT-TTF-CONHMe)~2~[Cl&#x00B7;H~2~O]
;
_journal_coden_ASTM              CMATEX
_journal_issue                   7
_journal_name_full               'Chemistry of Materials'
_journal_page_first              1898
_journal_page_last               1904
_journal_paper_doi               10.1021/cm000143k
_journal_volume                  12
_journal_year                    2000
_chemical_formula_moiety         '[C10H9NOS6]2, Cl, H2O'
_chemical_formula_sum            'C10 H9 Cl0.5 N O1.5 S6'
_chemical_formula_weight         377.27
_chemical_melting_point          ?
_chemical_name_common            '[EDT-TTF-CONHMe]2Cl.H2O'
_chemical_name_systematic
;
Bis[3-methylamido-3',4'-ethylenedithiotetrathiafulvalene]
chloride, water solvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                75.604(10)
_cell_angle_beta                 83.876(10)
_cell_angle_gamma                83.047(10)
_cell_formula_units_Z            2
_cell_length_a                   4.5376(10)
_cell_length_b                   11.4249(10)
_cell_length_c                   14.7464(10)
_cell_measurement_reflns_used    2627
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.07
_cell_measurement_theta_min      1.85
_cell_volume                     732.69(18)
_computing_cell_refinement       'SELECT (Stoe IPDS)'
_computing_data_collection       'EXPOSE (Stoe IPDS)'
_computing_data_reduction        'INTEGRATE (Stoe IPDS)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.66
_diffrn_measured_fraction_theta_full 0.931
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       'Oscillation, phi incr. 1.6'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1022
_diffrn_reflns_av_sigmaI/netI    0.1526
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7142
_diffrn_reflns_theta_full        25.83
_diffrn_reflns_theta_max         25.83
_diffrn_reflns_theta_min         1.85
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_exptl_absorpt_coefficient_mu    1.015
_exptl_absorpt_correction_T_max  0.9710
_exptl_absorpt_correction_T_min  0.8728
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'FACEIT, Stoe-IPDS'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       plate
_exptl_crystal_F_000             385
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.772
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.772
_refine_ls_R_factor_all          0.1265
_refine_ls_R_factor_gt           0.0446
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0554
_refine_ls_wR_factor_ref         0.0668
_reflns_number_gt                1249
_reflns_number_total             2641
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm000143k.cif
_cod_data_source_block           hkc37
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C10 H9 Cl0.50 N O1.50 S6'
_cod_database_code               4000006