8-Propyldithieno[3,2-b:2',3'-e]pyridine-3,5-diamine (DITIPIRAM) Derivatives as Neutral Receptors Tailored for Binding of Carboxylates.
Cholewiak, Agnieszka; Tycz, Agnieszka; Jurczak, Janusz; Organic letters 19 (2017) 3001–3004; doi:10.1021/acs.orglett.7b01235

data_1556052
_publ_section_title
;
 8-Propyldithieno[3,2-b:2',3'-e]pyridine-3,5-diamine (DITIPIRAM)
 Derivatives as Neutral Receptors Tailored for Binding of Carboxylates.
;
_journal_issue                   11
_journal_name_full               'Organic letters'
_journal_page_first              3001
_journal_page_last               3004
_journal_paper_doi               10.1021/acs.orglett.7b01235
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C204 H280 N24 O20 S12'
_chemical_formula_weight         3773.22
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_update_record
;
2017-04-21 deposited with the CCDC.
2017-04-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.8825(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.6919(17)
_cell_length_b                   27.504(2)
_cell_length_c                   32.801(2)
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      25.4482
_cell_measurement_theta_min      2.1687
_cell_volume                     20425(2)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 V2014 (Bruker AXS Inc., 2014)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_publication_material  'APEX2 V2014 (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  TRIUMPH
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            350493
_diffrn_reflns_theta_full        25.05
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.10
_diffrn_source                   'fine focus sealed tube'
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.93
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             8096
_exptl_crystal_recrystallization_method
'Slow diffusion of water into DMSO solution of the compound'
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.196
_exptl_crystal_size_min          0.167
_refine_diff_density_max         0.585
_refine_diff_density_min         -0.427
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2528
_refine_ls_number_reflns         36136
_refine_ls_number_restraints     42
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0518
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0623P)^2^+12.7016P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1365
_reflns_number_gt                26823
_reflns_number_total             36136
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b01235_si_001.cif
_cod_data_source_block           12_BzOTBA
_cod_original_cell_volume        20425.(3)
_cod_database_code               1556052
_shelx_res_checksum              88500
_shelx_hkl_checksum              56141