Decimeter-length elastic organic crystals capable of mechanical post-processing and optical waveguide modulation at 77 K
Ji, Tingting; Yang, Xuesong; Chen, Quanliang; Zhang, Hongyu; Chemical Science 16 (2025) 8099–8107; doi:10.1039/D4SC07313D

data_1574259
_publ_section_title
;
 Decimeter-length elastic organic crystals capable of mechanical
 post-processing and optical waveguide modulation at 77 K
;
_journal_issue                   18
_journal_name_full               'Chemical Science'
_journal_page_first              8099
_journal_page_last               8107
_journal_paper_doi               10.1039/D4SC07313D
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C12 H10 F3 N3 O2'
_chemical_formula_sum            'C12 H10 F3 N3 O2'
_chemical_formula_weight         285.23
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-07-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-08-30 deposited with the CCDC.	2025-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.3841(8)
_cell_length_b                   17.8129(10)
_cell_length_c                   5.0896(2)
_cell_measurement_reflns_used    9838
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.559
_cell_measurement_theta_min      2.747
_cell_volume                     1213.41(11)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            31168
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.608
_diffrn_reflns_theta_min         2.747
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details
;
 Flack x determined using 1175 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.10(16)
_refine_ls_extinction_coef       0.014(3)
_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   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3193
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0310
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0397P)^2^+0.3917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0823
_reflns_Friedel_coverage         0.699
_reflns_Friedel_fraction_full    0.937
_reflns_Friedel_fraction_max     0.863
_reflns_number_gt                2981
_reflns_number_total             3193
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc07313d6.cif
_cod_data_source_block           1_CCDC1
_cod_depositor_comments
'Adding full bibliography for 1574257--1574260.cif.'
_cod_database_code               1574259
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.986
_shelx_estimated_absorpt_t_min   0.986
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O1-C10 \\sim O4A-C10
 with sigma of 0.02
 O1-C11 \\sim O4A-C6A
 with sigma of 0.02
 C11-C12 \\sim C6A-C12
 with sigma of 0.02
 O1-C12 \\sim O4A-C12
 with sigma of 0.04
 C10-C11 \\sim C10-C6A
 with sigma of 0.04
 C9-C10 \\sim C9-CA
 with sigma of 0.02
 O1-C10 \\sim O1-CA
 with sigma of 0.02
 C10-O4A \\sim CA-O4A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C10) = Uanis(CA) = Uanis(O1) = Uanis(O4A) = Uanis(C11) = Uanis(C6A)
4. Others
 Sof(H12c)=Sof(H12d)=Sof(O4A)=Sof(C6A)=Sof(H6Aa)=Sof(H6Ab)=1-FVAR(1)
 Sof(H12a)=Sof(H12b)=Sof(O1)=Sof(C11)=Sof(H11a)=Sof(H11b)=FVAR(1)
 Sof(H9bc)=Sof(H9bd)=Sof(CA)=Sof(HAa)=Sof(HAb)=1-FVAR(2)
 Sof(H9aa)=Sof(H9ab)=Sof(C10)=Sof(H10a)=Sof(H10b)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C9(H9aa,H9ab), C9(H9bc,H9bd), C12(H12a,H12b), C12(H12c,H12d), C10(H10a,H10b),
 C11(H11a,H11b), CA(HAa,HAb), C6A(H6Aa,H6Ab)
5.b Aromatic/amide H refined with riding coordinates:
 N3(H3)
5.c Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_shelx_res_checksum              38702
_olex2_submission_special_instructions 'No special instructions were received'