Anion templated crystal engineering of halogen bonding tripodal tris(halopyridinium) compounds
Foyle, Émer M.; White, Nicholas G.; CrystEngComm  (2020) –; doi:10.1039/D0CE00241K

data_7240172
_publ_section_title
;
 Anion templated crystal engineering of halogen bonding tripodal
 tris(halopyridinium) compounds
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00241K
_journal_year                    2020
_chemical_formula_moiety         'C42 H57 I3 N3 O3, Cl, 2(F6 P), C H4 O'
_chemical_formula_sum            'C43 H61 Cl F12 I3 N3 O4 P2'
_chemical_formula_weight         1390.03
_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             2018-09-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.0540(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.54400(10)
_cell_length_b                   23.4300(2)
_cell_length_c                   27.3585(3)
_cell_measurement_reflns_used    18380
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.6210
_cell_measurement_theta_min      4.0990
_cell_volume                     5435.33(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1297
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_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   -103.00 -19.00   1.00    1.50    --  -36.03 -57.00-180.00   84
  2  \w     19.00 103.00   1.00    1.50    --   36.03  57.00 120.00   84
  3  \w    -32.00  63.00   1.00    1.50    --   36.03 -77.00   0.00   95
  4  \w     41.00 136.00   1.00    7.00    --  108.91 -77.00 -30.00   95
  5  \w     82.00 176.00   1.00    7.00    --  108.91  77.00  90.00   94
  6  \w     92.00 177.00   1.00    7.00    --  108.91  45.00   0.00   85
  7  \w     41.00 136.00   1.00    7.00    --  108.91 -77.00 150.00   95
  8  \w     88.00 178.00   1.00    7.00    --  108.91  30.00  60.00   90
  9  \w      7.00 107.00   1.00    1.50    --   36.03  19.00   0.00  100
 10  \w    -33.00  55.00   1.00    1.50    --   36.03 -38.00-180.00   88
 11  \w     71.00 178.00   1.00    7.00    --  108.91  15.00-150.00  107
 12  \w     82.00 176.00   1.00    7.00    --  108.91  77.00 -60.00   94
 13  \w     39.00 113.00   1.00    7.00    --  108.91-111.00 150.00   74
 14  \w     91.00 176.00   1.00    7.00    --  108.91  61.00 -90.00   85
 15  \w     23.00  89.00   1.00    1.50    --   36.03-125.00-180.00   66
 16  \w     19.00 103.00   1.00    1.50    --   36.03  57.00  30.00   84
 17  \w     92.00 177.00   1.00    7.00    --  108.91  45.00-120.00   85
 18  \w     39.00  89.00   1.00    7.00    --  108.91-111.00 -60.00   50
 19  \w     92.00 177.00   1.00    7.00    --  108.91  45.00 150.00   85
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0439442000
_diffrn_orient_matrix_UB_12      0.0477820000
_diffrn_orient_matrix_UB_13      -0.0345261000
_diffrn_orient_matrix_UB_21      0.0230496000
_diffrn_orient_matrix_UB_22      0.0416331000
_diffrn_orient_matrix_UB_23      0.0439158000
_diffrn_orient_matrix_UB_31      0.1746949000
_diffrn_orient_matrix_UB_32      -0.0174786000
_diffrn_orient_matrix_UB_33      0.0101026000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            41629
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.857
_diffrn_reflns_theta_min         3.763
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    15.286
_exptl_absorpt_correction_T_max  0.360
_exptl_absorpt_correction_T_min  0.049
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_description       needle
_exptl_crystal_F_000             2744
_exptl_crystal_size_max          0.521
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.092
_refine_diff_density_max         1.543
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     618
_refine_ls_number_reflns         10691
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0640
_refine_ls_R_factor_gt           0.0598
_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^)+(0.1025P)^2^+14.6450P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1599
_refine_ls_wR_factor_ref         0.1649
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9687
_reflns_number_total             10691
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00241k2.cif
_cod_data_source_block           emf2-37c
_cod_database_code               7240172
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C20 H20 N5 I3 Cl3 O3'
_chemical_oxdiff_usercomment     'Colourless needle'
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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, All O(H) groups
2. Restrained distances
 C41-C42 = C41-C40
 1.5 with sigma of 0.001
3. Rigid bond restraints
 C37, C38, C39, C40, C41, C42
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C21(H21A,H21B), C22(H22A,H22B), C20(H20A,H20B), C44(H44A,
 H44B), C23(H23A,H23B), C27(H27A,H27B), C6(H6A,H6B), C37(H37A,H37B), C4(H4A,
 H4B), C24(H24A,H24B), C5(H5A,H5B), C3(H3A,H3B), C38(H38A,H38B), C2(H2A,H2B),
 C39(H39A,H39B), C40(H40A,H40B), C41(H41A,H41B)
4.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C12(H12), C17(H17), C51(H51), C15(H15), C16(H16), C34(H34),
 C46(H46), C48(H48), C32(H32), C33(H33), C47(H47)
4.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C60(H60A,H60B,H60C), C1(H1A,H1B,H1C), C42(H42A,H42B,H42C)
4.d Idealised tetrahedral OH refined as rotating group:
 O61(H61)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.912
_oxdiff_exptl_absorpt_empirical_full_min 0.596