Spin pairing, electrostatic and dipolar interactions influence stacking of radical anions in alkali salts of 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile (DDQ)
Molčanov, Krešimir; Kojić-Prodić, Biserka; CrystEngComm 19 (2017) 1801–; doi:10.1039/C7CE00261K

data_7227819
_publ_section_title
;
 Spin pairing, electrostatic and dipolar interactions influence stacking
 of radical anions in alkali salts of
 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile (DDQ)
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              1801
_journal_paper_doi               10.1039/C7CE00261K
_journal_volume                  19
_journal_year                    2017
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C8 H4 Cl2 N2 Na O4, C4 H8 O'
_chemical_formula_sum            'C12 H12 Cl2 N2 Na O5'
_chemical_formula_weight         358.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
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_audit_update_record
;
2017-02-03 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.488(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.5284(6)
_cell_length_b                   6.3807(2)
_cell_length_c                   20.8145(8)
_cell_measurement_reflns_used    4539
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      77.9181
_cell_measurement_theta_min      3.6579
_cell_measurement_wavelength     1.54179
_cell_volume                     1603.49(11)
_computing_cell_refinement
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
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        CrysAlisPro, Agilent Technologies,
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        (compiled Jan 23 2012,18:06:46)
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        CrysAlisPro, Agilent Technologies,
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        (compiled Jan 23 2012,18:06:46)
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_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0576016
_diffrn_orient_matrix_UB_12      0.0772302
_diffrn_orient_matrix_UB_13      -0.0708921
_diffrn_orient_matrix_UB_21      0.1117007
_diffrn_orient_matrix_UB_22      -0.005541
_diffrn_orient_matrix_UB_23      -0.0178048
_diffrn_orient_matrix_UB_31      -0.0220469
_diffrn_orient_matrix_UB_32      -0.2287208
_diffrn_orient_matrix_UB_33      -0.0235297
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_av_unetI/netI     0.0699
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_limit_h_max       15
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_diffrn_reflns_limit_k_min       -7
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_diffrn_reflns_number            7358
_diffrn_reflns_point_group_measured_fraction_full 0.997
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_diffrn_reflns_theta_full        67.684
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_exptl_absorpt_coefficient_mu    4.134
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_exptl_absorpt_correction_T_min  0.23314
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_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
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        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         3287
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0676
_refine_ls_shift/su_max          0.01
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0804P)^2^+3.0045P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1792
_refine_ls_wR_factor_ref         0.1884
_reflns_number_gt                2935
_reflns_number_total             3287
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ce00261k2.cif
_cod_data_source_block           nacN1Cl1q-mecoet
_cod_depositor_comments
'Adding full bibliography for 7227819--7227824.cif.'
_cod_original_formula_sum        'C12 H12 Cl2 N2 Na1 O5'
_cod_database_code               7227819