Quaternary Charge-Transfer Solid Solutions: Electronic Tunability through Stoichiometry
Wiscons, Ren A.; Coropceanu, Veaceslav; Matzger, Adam J.; Chemistry of Materials 31 (2019) 6598–; doi:10.1021/acs.chemmater.9b00502

data_4002918
_publ_section_title
;
 Quaternary Charge-Transfer Solid Solutions: Electronic Tunability through
 Stoichiometry
;
_journal_issue                   17
_journal_name_full               'Chemistry of Materials'
_journal_page_first              6598
_journal_paper_doi               10.1021/acs.chemmater.9b00502
_journal_volume                  31
_journal_year                    2019
_chemical_formula_moiety         '0.5(C28 H24 S2), C8 Cl2 N2 O2'
_chemical_formula_sum            'C22 H12 Cl2 N2 O2 S'
_chemical_formula_weight         439.30
_chemical_name_systematic
'2,3,-dichloro-5,6-dicyanobenzoquinone 4,6-dimethyldibenzothiophene'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'
_symmetry_space_group_name_H-M   'C m c 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-02-01
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.01.05 svn.r3372 for Rigaku Oxford Diffraction, GUI svn.r5289)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.57483(12)
_cell_length_b                   18.3640(3)
_cell_length_c                   16.5153(2)
_cell_measurement_reflns_used    3395
_cell_measurement_temperature    298.62(10)
_cell_measurement_theta_max      76.4660
_cell_measurement_theta_min      4.8200
_cell_volume                     1994.06(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.32e (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32e (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32e (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.62(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -123.00 -60.00   0.50    1.80    --  -84.50-141.00 -26.00  126
  2  \w   -113.00 -70.00   0.50    0.68    --  -47.95-125.00   0.00   86
  3  \w     70.00 120.00   0.50    0.68    --   47.95 141.00  31.00  100
  4  \w     69.00  95.00   0.50    1.80    --  107.75 -99.00  60.00   52
  5  \w     49.00  74.00   0.50    1.80    --  107.75 -51.00-157.00   50
  6  \w     35.00  60.00   0.50    1.80    --  107.75 -37.00 150.00   50
  7  \w     36.00  67.00   0.50    1.80    --  107.75 -37.00  60.00   62
  8  \w     36.00  69.00   0.50    1.80    --  107.75 -37.00-120.00   66
  9  \w     36.00  64.00   0.50    1.80    --  107.75 -37.00 -90.00   56
 10  \w     37.00  63.00   0.50    1.80    --  107.75 -37.00  90.00   52
 11  \w     39.00  76.00   0.50    1.80    --  107.75 -19.00  60.00   74
 12  \w   -137.00 -95.00   0.50    1.80    --  -84.50 -51.00-157.00   84
 13  \w     88.00 134.00   0.50    1.80    --  107.75  69.00 156.00   92
 14  \w    -10.00  26.00   0.50    0.68    --  -47.95  19.00 -60.00   72
 15  \w    -59.00 -14.00   0.50    0.68    --  -47.95  19.00 -60.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0006598000
_diffrn_orient_matrix_UB_12      -0.0052573000
_diffrn_orient_matrix_UB_13      -0.0931232000
_diffrn_orient_matrix_UB_21      -0.1846264000
_diffrn_orient_matrix_UB_22      0.0515514000
_diffrn_orient_matrix_UB_23      -0.0039332000
_diffrn_orient_matrix_UB_31      0.1442046000
_diffrn_orient_matrix_UB_32      0.0659570000
_diffrn_orient_matrix_UB_33      -0.0044211000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3764
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.577
_diffrn_reflns_theta_max         66.577
_diffrn_reflns_theta_min         4.816
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61493
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32e (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic dark brown'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_preparation       'solvent evaporation'
_exptl_crystal_size_max          0.225
_exptl_crystal_size_mid          0.086
_exptl_crystal_size_min          0.031
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.128
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.015(19)
_refine_ls_extinction_coef       0.00063(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         1606
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0395P)^2^+0.1992P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0619
_refine_ls_wR_factor_ref         0.0622
_reflns_Friedel_coverage         0.927
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                1580
_reflns_number_total             1606
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cm9b00502_si_004.cif
_cod_data_source_block           exp_153
_cod_depositor_comments
'Adding full bibliography for 4002917--4002919.cif.'
_cod_original_cell_volume        1994.07(6)
_cod_database_code               4002918
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C11 H10 N O'
_diffrn_oxdiff_ac3_digest_frames
;
0134ae543cb0a1042a2cfc2638c436849501112169e
;
_diffrn_oxdiff_ac3_digest_hkl
;
0122459b779ff5be7a41e8d18509d267798cf4
;
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.985(19) 0.015(19)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H22A,H22B,H22C} of C22
 At 1.5 times of:
  {H21A,H21B,H21C} of C21
3. Others
 Fixed Sof: H22A(0.5) H22B(0.5) H22C(0.5) H21A(0.5) H21B(0.5) H21C(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C18(H18), C10(H10), C9(H9), C17(H17), C11(H11)
4.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C21(H21A,H21B,H21C)
;
_olex2_exptl_crystal_mounting_method MiTGen
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.582
_oxdiff_exptl_absorpt_empirical_full_min 0.673