Supramolecular Networks by Imine Halogen Bonding
Nieland, Esther; Komisarek, Daniel; Hohloch, Stephan; Wurst, Klaus; Vasylyeva, Vera; Weingart, Oliver; Schmidt, Bernd M.; Chemical Communications  (2022) –; doi:10.1039/D2CC00799A

data_7129909
_publ_section_title
;
 Supramolecular Networks by Imine Halogen Bonding
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00799A
_journal_year                    2022
_chemical_formula_moiety         '2(C6 F4 I2), C96 H95 N12'
_chemical_formula_sum            'C108 H95 F8 I4 N12'
_chemical_formula_weight         2220.55
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-10-12 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.325(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.8820(10)
_cell_length_b                   55.671(4)
_cell_length_c                   17.1632(12)
_cell_measurement_reflns_used    9625
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      22.951
_cell_measurement_theta_min      2.180
_cell_volume                     13260.6(16)
_computing_cell_refinement       'SAINT V8.40A (2016)'
_computing_data_collection       'Bruker Apex3 suite, 2021'
_computing_data_reduction        'SAINT V8.40A (2016)'
_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_temperature      153.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'omega phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_av_unetI/netI     0.0654
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       66
_diffrn_reflns_limit_k_min       -66
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            178104
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.901
_exptl_absorpt_coefficient_mu    0.991
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1421 before and 0.0608 after correction.
The Ratio of minimum to maximum transmission is 0.8245.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.112
_exptl_crystal_description       plate
_exptl_crystal_F_000             4444
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.927
_refine_diff_density_min         -1.108
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1201
_refine_ls_number_reflns         23276
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.1267
_refine_ls_R_factor_gt           0.0973
_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^)+(0.1336P)^2^+104.7917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2526
_refine_ls_wR_factor_ref         0.2724
_reflns_Friedel_coverage         0.000
_reflns_number_gt                15995
_reflns_number_total             23276
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc00799a2.cif
_cod_data_source_block           sh_bms_028_0m
_cod_original_cell_volume        13260.5(17)
_cod_database_code               7129909
_shelx_shelxl_version_number     2014/7
_exptl_absorpt_special_details   'Blessing, 1995'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C72) \\sim Ueq, Uanis(C84) \\sim Ueq, Uanis(C74) \\sim Ueq, Uanis(C25)
\\sim Ueq, Uanis(C24) \\sim Ueq: with sigma of 0.001 and sigma for terminal
atoms of 0.2
3.a Secondary CH2 refined with riding coordinates:
 C49(H49A,H49B), C60(H60A,H60B), C50(H50A,H50B), C10(H10A,H10B), C19(H19A,
 H19B), C69(H69A,H69B), C20(H20A,H20B), C29(H29A,H29B), C40(H40A,H40B),
 C30(H30A,H30B), C39(H39A,H39B)
3.b Aromatic/amide H refined with riding coordinates:
 C56(H56), C51(H51), C58(H58), C57(H57), C23(H23), C53(H53), C18(H18),
 C59(H59), C47(H47), C54(H54), C46(H46), C24(H24), C48(H48), C21(H21), C41(H41),
  C61(H61), C16(H16), C28(H28), C27(H27), C14(H14), C13(H13), C44(H44),
 C11(H11), C17(H17), C68(H68), C43(H43), C38(H38), C64(H64), C26(H26), C63(H63),
  C33(H33), C66(H66), C31(H31), C34(H34), C67(H67), C36(H36), C37(H37)
3.c Idealised Me refined as rotating group:
 C86(H86A,H86B,H86C), C77(H77A,H77B,H77C), C88(H88A,H88B,H88C), C96(H96A,H96B,
 H96C), C87(H87A,H87B,H87C), C107(H10C,H10D,H10E), C76(H76A,H76B,H76C),
 C98(H98A,H98B,H98C), C78(H78A,H78B,H78C), C108(H10F,H10G,H10H), C97(H97A,H97B,
 H97C), C106(H10I,H10J,H10K)
;
_shelx_res_checksum              36908
_shelx_hkl_checksum              5448
_shelx_fab_checksum              56836
_olex2_submission_special_instructions 'No special instructions were received'