Polarization-induced nanohelixes of organic cocrystals from asymmetric components with dopant-induced chirality inversion.
Chen, Jinqiu; Yang, Canglei; Ma, Shuang; Liu, Zhiqi; Xiang, Wenxin; Zhang, Jing; Chemical science 14 (2023) 2091–2096; doi:10.1039/d2sc05942h

data_1568278
_publ_section_title
;
 Polarization-induced nanohelixes of organic cocrystals from asymmetric
 components with dopant-induced chirality inversion.
;
_journal_issue                   8
_journal_name_full               'Chemical science'
_journal_page_first              2091
_journal_page_last               2096
_journal_paper_doi               10.1039/d2sc05942h
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C12 H4 N4, C20 H13 N'
_chemical_formula_sum            'C32 H17 N5'
_chemical_formula_weight         471.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-20
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-04-27 deposited with the CCDC.	2023-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.750(5)
_cell_angle_gamma                90
_cell_formula_units_Z            6
_cell_length_a                   11.1150(6)
_cell_length_b                   7.4032(5)
_cell_length_c                   41.998(3)
_cell_measurement_reflns_used    932
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      69.40
_cell_measurement_theta_min      3.99
_cell_volume                     3448.5(4)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0865
_diffrn_reflns_av_unetI/netI     0.1273
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            22382
_diffrn_reflns_point_group_measured_fraction_full 0.866
_diffrn_reflns_point_group_measured_fraction_max 0.859
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.046
_diffrn_reflns_theta_min         3.986
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.653
_exptl_absorpt_correction_T_max  0.0836
_exptl_absorpt_correction_T_min  0.0111
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1354 before and 0.0750 after correction.
The Ratio of minimum to maximum transmission is 0.1328.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            dark
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_description       block
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 1931 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.2(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1008
_refine_ls_number_reflns         11241
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0980
_refine_ls_R_factor_gt           0.0684
_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^)+(0.0496P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1663
_refine_ls_wR_factor_ref         0.1892
_reflns_Friedel_coverage         0.729
_reflns_Friedel_fraction_full    0.738
_reflns_Friedel_fraction_max     0.725
_reflns_number_gt                7593
_reflns_number_total             11241
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc05942h2.cif
_cod_data_source_block           cu_1213_7_0m
_cod_depositor_comments
'Adding full bibliography for 1568278--1568279.cif.'
_cod_database_code               1568278
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.938
_shelx_estimated_absorpt_t_min   0.920
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2. Restrained distances
 H31-H13
 2.002 with sigma of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C5(H5C), C6(H6), C8(H8), C9(H9), C5A(H5AA), C6A(H6A), C8A(H8A), C9A(H9A),
 C5B(H5BA), C6B(H6B), C8B(H8B), C9B(H9B), N5(H5), C14(H14), C15(H15), C16(H16),
 C21(H21), C22(H22), C25(H25), C26(H26), C28(H28), C29(H29), C30(H30), N5A(H5A),
  C13A(H13A), C14A(H14A), C15A(H15A), C16A(H16A), C21A(H21A), C22A(H22A),
 C25A(H25A), C26A(H26A), C28A(H28A), C29A(H29A), C30A(H30A), C31A(H31A),
 N5B(H5B), C13B(H13B), C14B(H14B), C15B(H15B), C16B(H16B), C21B(H21B),
 C22B(H22B), C25B(H25B), C26B(H26B), C28B(H28B), C29B(H29B), C30B(H30B),
 C31B(H31B)
;
_shelx_res_checksum              49273
_shelx_hkl_checksum              54672
_olex2_submission_special_instructions 'No special instructions were received'