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_4002976
_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         'C14 H12 Se, C8 Cl2 N2 O2'
_chemical_formula_sum            'C22 H12 Cl2 N2 O2 Se'
_chemical_formula_weight         486.20
_chemical_name_systematic
'4,6-dimethyldibenzoselenophene 2,3-dichloro-5,6-dicyanobenzoquinone'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_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                77.051(5)
_cell_angle_beta                 88.795(4)
_cell_angle_gamma                72.485(6)
_cell_formula_units_Z            2
_cell_length_a                   6.6291(5)
_cell_length_b                   9.7060(7)
_cell_length_c                   16.5873(7)
_cell_measurement_reflns_used    3052
_cell_measurement_temperature    298.7(5)
_cell_measurement_theta_max      67.3290
_cell_measurement_theta_min      4.8930
_cell_volume                     990.66(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.5a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.5a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.5a (Rigaku OD, 2018)'
_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      298.7(5)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_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    -23.00  45.00   0.50   15.99    --   -0.31  88.00 -11.00  136
  2  \w     76.00 134.00   0.50   44.68    --   85.92  88.00 -11.00  116
  3  \w     80.00 105.00   0.50   44.68    --   85.92  19.00 -30.00   50
  4  \w    119.00 159.00   0.50   44.68    --   85.92  19.00 -30.00   80
  5  \w    130.00 158.00   0.50   44.68    --   85.92 125.00-120.00   56
  6  \w     73.00 125.00   0.50   44.68    --   85.92 125.00-120.00  104
  7  \w     14.00  99.00   0.50   44.68    --   85.92 -57.00-120.00  170
  8  \w     18.00  67.00   0.50   44.68    --   85.92 -88.00-128.00   98
  9  \w     -3.00  31.00   0.50   15.99    --   -0.31 -99.00  60.00   68
 10  \w    -44.00  23.00   0.50   15.99    --   -0.31 -88.00-128.00  134
 11  \w    -72.00 -13.00   0.50   44.68    --  -86.55  19.00-150.00  118
 12  \w    -70.00 -22.00   0.50   44.68    --  -86.55  88.00 -11.00   96
 13  \w   -100.00 -71.00   0.50   44.68    --  -86.55  88.00 -11.00   58
 14  \w   -107.00 -15.00   0.50   44.68    --  -86.55  77.00-120.00  184
 15  \w   -134.00 -84.00   0.50   44.68    --  -86.55 -88.00-128.00  100
 16  \w    -75.00 -14.00   0.50   44.68    --  -86.55  19.00 150.00  122
 17  \w     81.00 114.00   0.50   44.68    --   85.92-125.00  90.00   66
 18  \w     17.00  79.00   0.50   44.68    --   85.92-125.00  90.00  124
 19  \w     18.00 109.00   0.50   44.68    --   85.92 -99.00  90.00  182
;
_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      0.1712752000
_diffrn_orient_matrix_UB_12      -0.1224338000
_diffrn_orient_matrix_UB_13      -0.0298073000
_diffrn_orient_matrix_UB_21      0.1341936000
_diffrn_orient_matrix_UB_22      -0.0326619000
_diffrn_orient_matrix_UB_23      0.0806874000
_diffrn_orient_matrix_UB_31      -0.1104113000
_diffrn_orient_matrix_UB_32      -0.1147581000
_diffrn_orient_matrix_UB_33      0.0413006000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0366
_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7207
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        66.581
_diffrn_reflns_theta_max         66.581
_diffrn_reflns_theta_min         4.908
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.233
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.5a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark violet'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_description       needle
_exptl_crystal_F_000             484
_exptl_crystal_recrystallization_method
'undergoes a single-crystal to single-crystal transition from the acetonitrile solvate'
_exptl_crystal_size_max          0.177
_exptl_crystal_size_mid          0.035
_exptl_crystal_size_min          0.017
_refine_diff_density_max         1.936
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         3319
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0755
_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^)+(0.1324P)^2^+1.5061P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2017
_refine_ls_wR_factor_ref         0.2098
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2902
_reflns_number_total             3319
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cm9b00502_si_007.cif
_cod_data_source_block           exp_731
_cod_original_cell_volume        990.67(12)
_cod_database_code               4002976
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C44 H24 Cl4 N4 O4 Se2 '
_diffrn_oxdiff_ac3_digest_frames
;
0131e38192e20b96957e86a481bb45743602062e164
;
_diffrn_oxdiff_ac3_digest_hkl
;
017786e6b058f28ea661f204bfc83a353fd5d8
;
_reflns_odcompleteness_completeness 98.06
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(Cl1A)=Sof(Cl2A)=Sof(N2A)=Sof(C21A)=Sof(C22A)=Sof(N1A)=1-FVAR(1)
 Sof(Cl1B)=Sof(C21B)=Sof(N1B)=Sof(N2B)=Sof(C22B)=Sof(Cl2B)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C10(H10), C1(H1), C8(H8), C9(H9), C3(H3)
3.b Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C13(H13A,H13B,H13C)
;
_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 2.067
_oxdiff_exptl_absorpt_empirical_full_min 0.604