A novel potent non-nucleoside reverse transcriptase inhibitor acylthiocarbamate derivative with extensive intramolecular π–π interactions
Angelo Mugnoli; Alberto Borassi; Andrea Spallarossa; Sara Cesarini; Acta Crystallographica Section C 62 (2006) o315–o317; doi:10.1107/S0108270106013175

data_2015398
_publ_section_title
;
 A novel potent non-nucleoside reverse transcriptase inhibitor
 acylthiocarbamate derivative with extensive intramolecular \p--\p
 interactions
;
_journal_coeditor_code           TR1130
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o315
_journal_page_last               o317
_journal_paper_doi               10.1107/S0108270106013175
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C25 H19 N3 O6 S'
_chemical_formula_moiety         'C25 H19 N3 O6 S'
_chemical_formula_sum            'C25 H19 N3 O6 S'
_chemical_formula_weight         489.49
_chemical_melting_point          452
_chemical_name_systematic
;
O-[2-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)ethyl]
N-(4-methylphenyl)-N-(3-nitrobenzoyl)thiocarbamate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 95.72(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.918(2)
_cell_length_b                   10.8900(10)
_cell_length_c                   27.087(7)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    293
_cell_measurement_theta_max      18.3
_cell_measurement_theta_min      15.1
_cell_volume                     2324.0(9)
_computing_cell_refinement       MACH3
_computing_data_collection       'MACH3 (Nonius, 2000)'
_computing_data_reduction
'NRCVAX (Gabe <i>et al.</i>,  1989) and CADABS (local software)'
_computing_molecular_graphics
;
ORTEP-3 for Windows (Version 1.05; Farrugia, 1997) and MERCURY (Version
1.3;
Bruno <i>et al.</i>,  2002)
;
_computing_publication_material  'Please provide missing details'
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 1997), PARST95 (Nardelli, 1995) and
HyperChem
(Hypercube, 2005)
;
_computing_structure_solution    NRCVAX
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Nonius MACH3'
_diffrn_measurement_method       \w/\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         X-Ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0592
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            5311
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.59
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  90
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.211
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5311
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0550
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0565P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1270
_reflns_number_gt                2977
_reflns_number_total             5311
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            tr1130.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2015398
_cod_database_fobs_code          2015398