Halogen bonded supramolecular assemblies constructed from azulene derivatives and perfluorinated di-/triiodobenzenes
Dogaru, Andreea; Apostol, Adrian A.; Maxim, Catalin; Raduca, Mihai; Novikov, Alexander S.; Nicolescu, Alina; Deleanu, Calin; Nica, Simona; Andruh, Marius; CrystEngComm 25 (2023) 5243–5261; doi:10.1039/D3CE00752A

data_7247211
_publ_section_title
;
 Halogen bonded supramolecular assemblies constructed from azulene
 derivatives and perfluorinated di-/triiodobenzenes
;
_journal_issue                   37
_journal_name_full               CrystEngComm
_journal_page_first              5243
_journal_page_last               5261
_journal_paper_doi               10.1039/D3CE00752A
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C6 F3 I3, C12 H8 O2'
_chemical_formula_sum            'C18 H8 F3 I3 O2'
_chemical_formula_weight         693.94
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-08-10
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2023-08-11 deposited with the CCDC.	2023-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.227(3)
_cell_angle_gamma                90
_cell_formula_units_Z            32
_cell_length_a                   18.2877(5)
_cell_length_b                   30.6219(7)
_cell_length_c                   28.2054(10)
_cell_measurement_reflns_used    79423
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.1
_cell_measurement_theta_min      2.1
_cell_volume                     15632.6(8)
_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)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            82472
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.835
_exptl_absorpt_coefficient_mu    4.835
_exptl_absorpt_correction_T_max  0.6234
_exptl_absorpt_correction_T_min  0.5314
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.73a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.359
_exptl_crystal_description       prism
_exptl_crystal_F_000             10176
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.890
_refine_diff_density_min         -1.526
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1873
_refine_ls_number_reflns         26802
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.118
_refine_ls_R_factor_all          0.1232
_refine_ls_R_factor_gt           0.0665
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+281.2046P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1390
_refine_ls_wR_factor_ref         0.1725
_reflns_Friedel_coverage         0.000
_reflns_number_gt                14795
_reflns_number_total             26802
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce00752a2.cif
_cod_data_source_block           crystal5
_cod_depositor_comments
;
Adding full bibliography for 7247205--7247211.cif.

2024-10-18
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C144 H64 F24 I24 O16'
_cod_original_formula_weight         5551.55
_cod_original_formula_moiety         '8(C6 F3 I3), 8(C12 H8 O2)'
_cod_original_formula_units_Z            4
_cod_database_code               7247211
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C129-C130
 1.35 with sigma of 0.003
3. Uiso/Uaniso restraints and constraints
C129 \\sim C97: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
4.a Aromatic/amide H refined with riding coordinates:
 C129(H129), C105(H105), C61(H61), C57(H57), C30(H30), C77(H77), C14(H14),
 C72(H72), C58(H58), C9(H9), C120(H120), C126(H126), C103(H103), C33(H33),
 C18(H18), C100(H100), C34(H34), C25(H25), C48(H48), C136(H136), C35(H35),
 C98(H98), C79(H79), C97(H97), C68(H68), C127(H127), C62(H62), C119(H119),
 C67(H67), C52(H52), C112(H112), C7(H7), C17(H17), C125(H125), C27(H27),
 C51(H51), C71(H71), C124(H124), C99(H99), C65(H65), C102(H102), C26(H26),
 C36(H36), C104(H104), C15(H15), C11(H11), C139(H139), C95(H95), C16(H16),
 C116(H116), C122(H122), C66(H66), C134(H134), C69(H69), C94(H94), C76(H76),
 C114(H114), C113(H113), C45(H45), C70(H70), C54(H54), C55(H55), C53(H53),
 C115(H115)
;
_shelx_res_checksum              70604
_olex2_submission_special_instructions 'No special instructions were received'