Two Related Potent Antiviral Compounds: 3-Bromo-<i>N</i>-butyl-4-butylamino-1,8-naphthalenedicarboximide (1) and 4-Amino-3-bromo-<i>N</i>-butyl-1,8-naphthalenedicarboximide (2)
Baughman, R. G.; Chang, S.-C.; Utecht, R. E.; Lewis, D. E.; Acta Crystallographica Section C 51 (1995) 1189–1193; doi:10.1107/S0108270194011005

data_2003532
_publ_section_title
;
 Two Related Potent Antiviral Compounds:
 3-Bromo-<i>N</i>-butyl-4-butylamino-1,8-naphthalenedicarboximide (1)
 and 4-Amino-3-bromo-<i>N</i>-butyl-1,8-naphthalenedicarboximide (2)
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1189
_journal_page_last               1193
_journal_paper_doi               10.1107/S0108270194011005
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'synthesized, recrystallized from EtOAc'
_chemical_formula_sum            'C20 H23 Br N2 O2'
_chemical_formula_weight         403.31
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                87.84(2)
_cell_angle_beta                 88.13(2)
_cell_angle_gamma                80.61(2)
_cell_formula_units_Z            2
_cell_length_a                   8.374(2)
_cell_length_b                   9.935(2)
_cell_length_c                   11.139(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      13.1
_cell_measurement_theta_min      5.1
_cell_volume                     913.3(3)
_diffrn_measurement_device       'Siemens P3'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6359
_diffrn_reflns_theta_max         25.04
_diffrn_standards_decay_%        +-2.8
_diffrn_standards_interval_count 50
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.266
_exptl_absorpt_correction_T_max  0.775
_exptl_absorpt_correction_T_min  0.428
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.375
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.249
_refine_ls_goodness_of_fit_obs   1.050
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3227
_refine_ls_R_factor_obs          0.0379
_refine_ls_structure_factor_coef Fsqd
_refine_ls_wR_factor_obs         0.0912
_reflns_number_total             3228
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            cr1107.cif
_cod_data_source_block           1
_cod_original_cell_volume        913.3(4)
_cod_database_code               2003532