Studying the Role of C═O···C═O, C═O···N–O, and N–O···N–O Dipole–Dipole Interactions in the Crystal Packing of 4-Nitrobenzoic Acid and 3,3′-Dinitrobenzophenone Polymorphs: An Experimental Charge Density Study
Thakur, Tejender S.; Singh, Shiv Shankar; Crystal Growth & Design 15 (2015) 3280–; doi:10.1021/acs.cgd.5b00408

data_4513190
_publ_section_title
;
 Studying the Role of C&#x2550;O&#x00B7;&#x00B7;&#x00B7;C&#x2550;O,
 C&#x2550;O&#x00B7;&#x00B7;&#x00B7;N--O, and
 N--O&#x00B7;&#x00B7;&#x00B7;N--O Dipole--Dipole Interactions in the
 Crystal Packing of 4-Nitrobenzoic Acid and
 3,3&#x2032;-Dinitrobenzophenone Polymorphs: An Experimental Charge
 Density Study
;
_journal_issue                   7
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              3280
_journal_paper_doi               10.1021/acs.cgd.5b00408
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C13 H8 N2 O5'
_chemical_formula_sum            'C13 H8 N2 O5'
_chemical_formula_weight         272.22
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      18
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             '24-Apr-04 T10:57:04-00:00'
_audit_creation_method           'XD routine XDCIF'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   18.94(2)
_cell_length_b                   5.029(6)
_cell_length_c                   6.071(8)
_cell_measurement_reflns_used    500
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      52.20
_cell_measurement_theta_min      3.50
_cell_volume                     578.3(12)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_molecular_graphics    'Volkov et al, (2006)'
_computing_publication_material  'Volkov et al, (2006)'
_computing_structure_refinement  'Volkov et al, (2006)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
scan:
    Number of images: 240
               Slice: -45.0000 - 75.0000
         Image width: 0.5000
            Exp time: 20.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 0.0000
                 XTD: 39.9194
              2theta: -14.7350
scan:
    Number of images: 240
               Slice: -45.0000 - 75.0000
         Image width: 0.5000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 90.0000
                 XTD: 39.9194
              2theta: -14.7350
scan:
    Number of images: 240
               Slice: -45.0000 - 75.0000
         Image width: 0.5000
            Exp time: 20.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 180.0000
                 XTD: 39.9194
              2theta: -14.7350
scan:
    Number of images: 240
               Slice: -45.0000 - 75.0000
         Image width: 0.5000
            Exp time: 15.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 270.0000
                 XTD: 39.9194
              2theta: -14.7350
scan:
    Number of images: 240
               Slice: -65.0000 - 55.0000
         Image width: 0.5000
            Exp time: 35.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 0.0000
                 XTD: 39.9194
              2theta: -34.7350
scan:
    Number of images: 240
               Slice: -65.0000 - 55.0000
         Image width: 0.5000
            Exp time: 30.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 90.0000
                 XTD: 39.9194
              2theta: -34.7350
scan:
    Number of images: 240
               Slice: -65.0000 - 55.0000
         Image width: 0.5000
            Exp time: 35.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 180.0000
                 XTD: 39.9194
              2theta: -34.7350
scan:
    Number of images: 240
               Slice: -65.0000 - 55.0000
         Image width: 0.5000
            Exp time: 30.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 270.0000
                 XTD: 39.9194
              2theta: -34.7350
scan:
    Number of images: 240
               Slice: -105.0000 - 15.0000
         Image width: 0.5000
            Exp time: 50.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 0.0000
                 XTD: 39.9194
              2theta: -74.7350
scan:
    Number of images: 240
               Slice: -105.0000 - 15.0000
         Image width: 0.5000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 90.0000
                 XTD: 39.9194
              2theta: -74.7350
scan:
    Number of images: 240
               Slice: -105.0000 - 15.0000
         Image width: 0.5000
            Exp time: 50.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 180.0000
                 XTD: 39.9194
              2theta: -74.7350
scan:
    Number of images: 240
               Slice: -105.0000 - 15.0000
         Image width: 0.5000
            Exp time: 45.0000
       Rotation axis: Omega
               Omega: 0.0000
               Kappa: 50.0000
                 Phi: 270.0000
                 XTD: 39.9194
              2theta: -74.7350

;
_diffrn_measurement_device
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Saturn724+ (4x4 bin mode)
;
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support Loop
_diffrn_orient_matrix_type       XPlain
_diffrn_orient_matrix_UB_11      -0.000055
_diffrn_orient_matrix_UB_12      -0.052382
_diffrn_orient_matrix_UB_13      0.006512
_diffrn_orient_matrix_UB_21      0.093427
_diffrn_orient_matrix_UB_22      -0.021754
_diffrn_orient_matrix_UB_23      -0.174197
_diffrn_orient_matrix_UB_31      0.145415
_diffrn_orient_matrix_UB_32      0.009398
_diffrn_orient_matrix_UB_33      0.076817
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            34157
_diffrn_reflns_theta_full        52.20
_diffrn_reflns_theta_max         52.20
_diffrn_reflns_theta_min         3.52
_diffrn_reflns_transf_matrix_11  -0.000055
_diffrn_reflns_transf_matrix_12  -0.052382
_diffrn_reflns_transf_matrix_13  0.006512
_diffrn_reflns_transf_matrix_21  0.093427
_diffrn_reflns_transf_matrix_22  -0.021754
_diffrn_reflns_transf_matrix_23  -0.174197
_diffrn_reflns_transf_matrix_31  0.145415
_diffrn_reflns_transf_matrix_32  0.009398
_diffrn_reflns_transf_matrix_33  0.076817
_diffrn_source                   MicroMax003_Mo
_diffrn_source_current           0.6
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  0.9818
_exptl_absorpt_correction_T_min  0.9640
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             280.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         5950
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.025
_refine_ls_R_factor_gt           0.023
_refine_ls_shift/su_max          0.01602
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
        calc w2 = 1/[s^2^(Fo^2^)]
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.046
_reflns_number_gt                6081
_reflns_number_total             6601
_reflns_shell_number_unique_all  6620
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00408_si_003.cif
_cod_data_source_block           FORMI
_cod_depositor_comments
'Adding full bibliography for 4513189--4513191.cif.'
_cod_database_code               4513190