Double anomeric effects and a hydrogen-bonded supramolecular motif in <i>N</i>,<i>N</i>'-bis(3-nitrophenyl)methanediamine
Zhang, Zhenfeng; Wang, Siqian; Zhang, Guisheng; Acta Crystallographica Section C 65 (2009) o615–o617; doi:10.1107/S0108270109045788

data_2017447
_publ_section_title
;
 Double anomeric effects and a hydrogen-bonded supramolecular motif in
 <i>N</i>,<i>N</i>'-bis(3-nitrophenyl)methanediamine
;
_journal_coeditor_code           LN3134
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o615
_journal_page_last               o617
_journal_paper_doi               10.1107/S0108270109045788
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C13 H12 N4 O4'
_chemical_formula_moiety         'C13 H12 N4 O4'
_chemical_formula_sum            'C13 H12 N4 O4'
_chemical_formula_weight         288.36
_chemical_name_common
;
N-((3-nitrophenylamino)methyl)-3-nitrobenzenamine
;
_chemical_name_systematic
;
<i>N</i>,<i>N</i>'-bis(3-nitrophenyl)methanediamine
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 127.924(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   24.517(6)
_cell_length_b                   4.0505(11)
_cell_length_c                   16.222(4)
_cell_measurement_reflns_used    1149
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      26.38
_cell_measurement_theta_min      2.52
_cell_volume                     1270.8(6)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SAINT (Bruker, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0221
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3715
_diffrn_reflns_theta_full        25.47
_diffrn_reflns_theta_max         25.47
_diffrn_reflns_theta_min         2.52
_exptl_absorpt_coefficient_mu    0.115
_exptl_absorpt_correction_T_max  0.9825
_exptl_absorpt_correction_T_min  0.8902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.213
_refine_diff_density_min         -0.190
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1167
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0509
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0765P)^2^+1.0190P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1481
_reflns_number_gt                913
_reflns_number_total             1167
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ln3134.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1270.7(6)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2017447
_cod_database_fobs_code          2017447