Interplay of Halogen and π-π Charge-Transfer Bondings in Intermolecular Associates of Bromo- or Iododinitrobenzene with Tetramethyl-p-phenylenediamine.
Rosokha, Sergiy V.; Loboda, Eric A.; The journal of physical chemistry. A 119 (2015) 3833–3842; doi:10.1021/acs.jpca.5b01600

data_1553992
_publ_section_title
;
 Interplay of Halogen and \p-\p Charge-Transfer Bondings in Intermolecular
 Associates of Bromo- or Iododinitrobenzene with
 Tetramethyl-p-phenylenediamine.
;
_journal_issue                   16
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              3833
_journal_page_last               3842
_journal_paper_doi               10.1021/acs.jpca.5b01600
_journal_volume                  119
_journal_year                    2015
_chemical_formula_moiety         'C6 H3 I N2 O4, C10 H16 N2'
_chemical_formula_sum            'C16 H19 I N4 O4'
_chemical_formula_weight         458.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2014-03-11
_audit_creation_method
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_cell_angle_alpha                86.6510(17)
_cell_angle_beta                 85.3060(19)
_cell_angle_gamma                89.4850(19)
_cell_formula_units_Z            2
_cell_length_a                   7.0211(2)
_cell_length_b                   8.3237(2)
_cell_length_c                   15.1967(4)
_cell_measurement_reflns_used    9953
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.006
_cell_measurement_theta_min      2.451
_cell_volume                     883.62(4)
_computing_cell_refinement       'SAINT V7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.92
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.979
_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       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33578
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.086
_diffrn_reflns_theta_min         2.694
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.841
_exptl_absorpt_correction_T_max  0.7302
_exptl_absorpt_correction_T_min  0.6510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1124 before and 0.0871 after correction.
The Ratio of minimum to maximum transmission is 0.8915.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.722
_exptl_crystal_description       needle
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.417
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.926
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     302
_refine_ls_number_reflns         5085
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0318
_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^)+(0.0253P)^2^+0.3577P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0628
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4628
_reflns_number_total             5085
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jp5b01600_si_002.cif
_cod_data_source_block           n3384
_cod_database_code               1553992
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.898
_shelx_estimated_absorpt_t_min   0.514
_olex2_refinement_description
;
;
_shelx_res_checksum              39076
_shelx_hkl_checksum              39282
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'