Probing Atomistic Behavior To Unravel Dielectric Phenomena in Charge Transfer Cocrystals
Bhowal, Rohit; Balaraman, Anina Anju; Ghosh, Manasi; Dutta, Soma; Dey, Krishna Kishor; Chopra, Deepak; Journal of the American Chemical Society  (2020) –; doi:10.1021/jacs.0c11459

data_4135450
_publ_section_title
;
 Probing Atomistic Behavior To Unravel Dielectric Phenomena in Charge
 Transfer Cocrystals
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c11459
_journal_year                    2020
_chemical_formula_moiety
'2(C8 H10 N), 0.634(C7 H2 O3), 0.366(C5 H3 N O2)'
_chemical_formula_sum            'C22.27 H22.36 N2.37 O2.63'
_chemical_formula_weight         365.30
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2020-10-21
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_cell_angle_alpha                88.841(19)
_cell_angle_beta                 78.90(2)
_cell_angle_gamma                72.015(18)
_cell_formula_units_Z            2
_cell_length_a                   7.1207(19)
_cell_length_b                   11.372(3)
_cell_length_c                   12.809(4)
_cell_measurement_reflns_used    533
_cell_measurement_temperature    298.0
_cell_measurement_theta_max      12.47
_cell_measurement_theta_min      2.43
_cell_volume                     967.2(5)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298.0
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1703
_diffrn_reflns_av_unetI/netI     0.3871
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15192
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.064
_diffrn_reflns_theta_min         1.622
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6085
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0972 before and 0.0673 after correction.
The Ratio of minimum to maximum transmission is 0.8157.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear dark green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       plate
_exptl_crystal_F_000             387
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.046(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.918
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         5440
_refine_ls_number_restraints     606
_refine_ls_restrained_S_all      0.907
_refine_ls_R_factor_all          0.4451
_refine_ls_R_factor_gt           0.1299
_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^)+(0.1691P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3044
_refine_ls_wR_factor_ref         0.4723
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1020
_reflns_number_total             5440
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            CC4_300K.cif
_cod_data_source_block           cc4_300k
_cod_database_code               4135450
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.991
_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. Restrained distances
 N2-H2A
 0.87 with sigma of 0.01
 N2-H2B
 0.87 with sigma of 0.01
 N3-H3B
 0.87 with sigma of 0.01
 N3-H3A
 0.87 with sigma of 0.01
 C6-C7
 1.48 with sigma of 0.01
 C10-C11
 1.4 with sigma of 0.01
 C11-C12
 1.4 with sigma of 0.01
 C12-C7
 1.4 with sigma of 0.01
 C7-C8
 1.4 with sigma of 0.01
 C6-O5
 1.205 with sigma of 0.01
 C6-O4
 1.4 with sigma of 0.01
 O4-C5
 1.4 with sigma of 0.01
 C5-O3
 1.205 with sigma of 0.01
 C9-C4
 1.4 with sigma of 0.01
 C4-C3
 1.4 with sigma of 0.01
 C3-C2
 1.4 with sigma of 0.01
 C2-C1
 1.4 with sigma of 0.01
 C1-N1
 1.48 with sigma of 0.01
 N1-O1
 1.225 with sigma of 0.01
 N1-O2
 1.239 with sigma of 0.01
 C10_$1-C5
 1.5 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Sof(C3)=Sof(H3)=Sof(C1)=Sof(C9)=Sof(C4)=Sof(H4)=Sof(O1)=Sof(O2)=Sof(C2)=
 Sof(H2)=Sof(N1)=1-FVAR(1)
 Sof(C10)=Sof(C11)=Sof(H11)=Sof(C12)=Sof(H12)=Sof(C7)=Sof(C8)=Sof(O4)=Sof(O5)=
 Sof(O3)=Sof(C6)=Sof(C5)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C19(H19), C27(H27), C25(H25), C11(H11), C12(H12), C3(H3), C4(H4),
 C2(H2)
6.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C22(H22A,H22B,H22C), C21(H21A,H21B,
 H21C)
;
_shelx_res_checksum              73647
_shelx_hkl_checksum              4024
_olex2_submission_special_instructions 'No special instructions were received'