Multiple non-covalent-interaction-directed supramolecular double helices: the orthogonality of hydrogen, halogen and chalcogen bonding.
Liu, Chuan-Zhi; Zhang, Chi; Li, Zhong-Yi; Chen, Jiale; Wang, Tonglu; Zhang, Xiang-Kun; Yan, Meng; Zhai, Bin; Chemical communications (Cambridge, England) 60 (2024) 6063–6066; doi:10.1039/d4cc01472c

data_7133056
_publ_section_title
;
 Multiple non-covalent-interaction-directed supramolecular double helices:
 the orthogonality of hydrogen, halogen and chalcogen bonding.
;
_journal_issue                   47
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6063
_journal_page_last               6066
_journal_paper_doi               10.1039/d4cc01472c
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C32 H34 F3 I N4 O5 Se'
_chemical_formula_sum            'C32 H34 F3 I N4 O5 Se'
_chemical_formula_weight         817.49
_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
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2jpr66
_audit_creation_date             2023-11-07
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-03-31 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_cell_angle_alpha                96.600(3)
_cell_angle_beta                 101.321(3)
_cell_angle_gamma                98.752(3)
_cell_formula_units_Z            2
_cell_length_a                   9.5768(5)
_cell_length_b                   10.0412(3)
_cell_length_c                   18.3416(5)
_cell_measurement_reflns_used    10252
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      73.3130
_cell_measurement_theta_min      4.4920
_cell_volume                     1690.13(12)
_computing_cell_refinement       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.100a (Rigaku OD, 2023)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     42.00  89.00   1.00    1.00    --    0.00  57.00  30.00   47
  2  \w     19.00  47.00   1.00    1.00    --    0.00  57.00 -60.00   28
  3  \w     15.00  88.00   1.00    1.00    --    0.00  82.00-150.00   73
  4  \w    -26.00  33.00   1.00    1.00    --    0.00  57.00  30.00   59
  5  \w    -27.00   6.00   1.00    1.00    --    0.00  57.00 -60.00   33
  6  \w    -33.00   9.00   1.00    1.00    --    0.00 -57.00 150.00   42
  7  \w     35.00 117.00   1.00    1.00    --   92.10 -45.00 120.00   82
  8  \w     12.00  68.00   1.00    1.00    --   92.10 -82.00 120.00   56
  9  \w      8.00 120.00   1.00    1.00    --   92.10 -61.00 120.00  112
 10  \w     83.00 115.00   1.00    1.00    --   92.10 -61.00 -30.00   32
 11  \w     16.00 128.00   1.00    1.00    --   92.10 -82.00 -90.00  112
 12  \w     56.00 124.00   1.00    1.00    --   92.10 -82.00   0.00   68
 13  \w      3.00 120.00   1.00    1.00    --   92.10 -61.00 -90.00  117
 14  \w     62.00 112.00   1.00    1.00    --   92.10 -30.00 -30.00   50
 15  \w     64.00 175.00   1.00    1.00    --   92.10  30.00   0.00  111
 16  \w      7.00  33.00   1.00    1.00    --   92.10 -30.00 -30.00   26
 17  \w     71.00 126.00   1.00    1.00    --   92.10 -82.00 120.00   55
 18  \w      3.00  36.00   1.00    1.00    --   92.10 -61.00 -30.00   33
 19  \w     82.00 179.00   1.00    1.00    --   92.10 -15.00 -90.00   97
 20  \w     73.00  99.00   1.00    1.00    --   92.10 -82.00-120.00   26
 21  \w     19.00  44.00   1.00    1.00    --   92.10 -15.00 -90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0902934000
_diffrn_orient_matrix_UB_12      -0.0151529000
_diffrn_orient_matrix_UB_13      0.0604067000
_diffrn_orient_matrix_UB_21      -0.1390236000
_diffrn_orient_matrix_UB_22      -0.0035567000
_diffrn_orient_matrix_UB_23      -0.0595776000
_diffrn_orient_matrix_UB_31      -0.0181383000
_diffrn_orient_matrix_UB_32      -0.1562200000
_diffrn_orient_matrix_UB_33      -0.0175122000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16871
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.066
_diffrn_reflns_theta_max         67.066
_diffrn_reflns_theta_min         4.506
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    9.207
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.100a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light gray'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    gray
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.831
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6014
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0339
_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^)+(0.0446P)^2^+0.3895P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0918
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5418
_reflns_number_total             6014
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc01472c2.cif
_cod_data_source_block           exp_3698_auto
_cod_depositor_comments
'Adding full bibliography for 7133055--7133056.cif.'
_cod_original_cell_volume        1690.13(11)
_cod_database_code               7133056
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.359
_shelx_estimated_absorpt_t_min   0.198
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Se1-N3_$1
 3.2 with sigma of 0.02
3.a Riding coordinates:
 N2(H2), N1(H1)
3.b Ternary CH refined with riding coordinates:
 C15(H15), C19(H19), C23(H23)
3.c Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C18(H18A,H18B), C22(H22A,H22B)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C13(H13), C32(H32), C10(H10), C29(H29)
3.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C16(H16A,H16B,H16C), C20(H20A,H20B,H20C), C17(H17A,H17B,
 H17C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C)
;
_shelx_res_checksum              27767
_shelx_hkl_checksum              96895
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.930
_oxdiff_exptl_absorpt_empirical_full_min 0.609