Rationally Designed Calix[4]arene-Pyrrolotetrathiafulvalene Receptors for Electron-Deficient Neutral Guests
Matthias H. Düker; Hannes Schäfer; Matthias Zeller; Vladimir A. Azov; Journal of Organic Chemistry 78 (2013) 4905–4912; doi:10.1021/jo400502t

data_4028255
_publ_section_title
;
 Rationally Designed Calix[4]arene-Pyrrolotetrathiafulvalene Receptors for
 Electron-Deficient Neutral Guests
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              4905
_journal_page_last               4912
_journal_paper_doi               10.1021/jo400502t
_journal_volume                  78
_journal_year                    2013
_chemical_formula_sum            'C21 H23 N O S6'
_chemical_formula_weight         497.76
_chemical_melting_point          432
_chemical_name_systematic
;
2-[4,5-Bis(propylthio)-1,3-dithiol-2-ylidene]-
5-(4-methoxyphenyl)-5H-1,3-dithiolo[4,5-c]pyrrole
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2012
_cell_angle_alpha                72.5090(10)
_cell_angle_beta                 89.4700(10)
_cell_angle_gamma                70.3820(10)
_cell_formula_units_Z            4
_cell_length_a                   10.8196(9)
_cell_length_b                   12.0793(10)
_cell_length_c                   19.0960(16)
_cell_measurement_reflns_used    9930
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.96
_cell_measurement_theta_min      2.20
_cell_volume                     2230.5(3)
_computing_cell_refinement       'SAINT V8.18C (Bruker, 2012)'
_computing_data_collection       'Apex2  v2012.4-3 (Bruker, 2012)'
_computing_data_reduction        'SAINT V8.18C (Bruker, 2012)'
_computing_molecular_graphics    'Shelxtl (Bruker, 2003)'
_computing_publication_material  'Shelxtl (Bruker, 2003)'
_computing_structure_refinement
;  
SHELXL-2012 (Sheldrick, 2012), 
SHELXLE Rev576, (H\"ubschle et al., 2011)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'Bruker AXS SMART APEX CCD diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_sigmaI/netI    0.0175
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            51562
_diffrn_reflns_theta_full        28.000
_diffrn_reflns_theta_max         32.101
_diffrn_reflns_theta_min         1.866
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.6750
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2  v2012.4-3 (Bruker, 2012)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_description       plate
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.295
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     540
_refine_ls_number_reflns         14172
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0342
_refine_ls_R_factor_gt           0.0266
_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^)+(0.0303P)^2^+1.1527P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0703
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12316
_reflns_number_total             14172
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo400502t_si_002.cif
_cod_data_source_block           12mz371_0m
_cod_database_code               4028255