#------------------------------------------------------------------------------
#$Date: 2020-03-25 04:49:18 +0200 (Wed, 25 Mar 2020) $
#$Revision: 249689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/01/7240169.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7240169
loop_
_publ_author_name
'Foyle, Émer M.'
'White, Nicholas G.'
_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_compound_source        synthesized
_chemical_formula_moiety         'C42 H57 I3 N3 O3, C2 H3 N, 3I'
_chemical_formula_sum            'C44 H60 I6 N4 O3'
_chemical_formula_weight         1454.41
_space_group_IT_number           147
_space_group_name_Hall           '-P 3'
_space_group_name_H-M_alt        'P -3'
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-P 3'
_symmetry_space_group_name_H-M   'P -3'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2020-02-18 deposited with the CCDC.	2020-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   16.89990(10)
_cell_length_b                   16.89990(10)
_cell_length_c                   10.92530(10)
_cell_measurement_reflns_used    19713
_cell_measurement_temperature    150
_cell_measurement_theta_max      73.6
_cell_measurement_theta_min      4.99
_cell_volume                     2702.29(3)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'CrysAlisPro, (Agilent, 2011'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction Supernova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.090
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            34563
_diffrn_reflns_theta_full        73.903
_diffrn_reflns_theta_max         73.903
_diffrn_reflns_theta_min         4.046
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    27.369
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.08
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1388
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.06
_refine_diff_density_max         3.14
_refine_diff_density_min         -3.30
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1564
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3627
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max          0.0035852
_refine_ls_shift/su_mean         0.0001991
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.406E+04 0.692E+04 0.451E+04 0.206E+04 504. 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1516
_refine_ls_wR_factor_gt          0.1507
_refine_ls_wR_factor_ref         0.1516
_reflns_limit_h_max              10
_reflns_limit_h_min              -20
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                3507
_reflns_number_total             3641
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   1.98
_oxford_diffrn_Wilson_scale      0.42
_oxford_refine_ls_r_factor_ref   0.0565
_oxford_refine_ls_scale          2.00(2)
_oxford_reflns_number_all        3627
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_cod_data_source_file            d0ce00241k2.cif
_cod_data_source_block           COMPOUNDNAME
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_atom_sites_solution_primary' value 'Other' was changed to
'other' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        2702.29(2)
_cod_original_sg_symbol_H-M      'P -3 '
_cod_database_code               7240169
_iucr_refine_instructions_details_constraints
;
#
# Punched on 31/05/18 at 11:57:47
#
#LIST     12                                                                    
BLOCK SCALE X'S  U'S 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   5,X'S) H   (  51,X'S) 
RIDE C   (   1,X'S) H   (  11,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) H   (  62,X'S) 
RIDE C   (  9,X'S)  H   ( 91,X'S)  H   ( 92,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) H   ( 102,X'S) 
RIDE C   (  11,X'S) H   ( 112,X'S) H   ( 111,X'S) 
RIDE C   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 132,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 142,X'S) H   ( 141,X'S) H   ( 143,X'S) 
RIDE C   ( 16,X'S)  H   (161,X'S) 
END  
;
_iucr_refine_instructions_details_restraints
;
#
# Punched on 31/05/18 at 11:57:47
#
#LIST     16                                                                    
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x-y,x,-z
-x+y,-x,z
y,-x+y,-z
-y,x-y,z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
N1 N 0.61104(19) 0.51074(18) 0.7526(2) 0.0210 1.0000 Uani . . . . . .
C5 C 0.6074(2) 0.5885(2) 0.7607(3) 0.0240 1.0000 Uani . . . . . .
C4 C 0.6156(2) 0.6392(2) 0.6558(4) 0.0266 1.0000 Uani . . . . . .
C3 C 0.6278(3) 0.6091(3) 0.5436(3) 0.0339 1.0000 Uani . . . . . .
C2 C 0.6308(3) 0.5289(3) 0.5382(3) 0.0330 1.0000 Uani . . . . . .
C1 C 0.6213(3) 0.4803(3) 0.6429(3) 0.0284 1.0000 Uani . . . . . .
C6 C 0.5933(2) 0.4565(2) 0.8669(3) 0.0215 1.0000 Uani . . . . . .
C7 C 0.6313(2) 0.39344(19) 0.8646(3) 0.0172 1.0000 Uani . . . . . .
C8 C 0.7253(2) 0.4278(2) 0.8662(3) 0.0194 1.0000 Uani . . . . . .
O1 O 0.78137(14) 0.51928(14) 0.8552(2) 0.0235 1.0000 Uani . . . . . .
C9 C 0.8184(3) 0.5666(2) 0.9721(3) 0.0309 1.0000 Uani . . . . . .
C10 C 0.8775(3) 0.6659(3) 0.9449(4) 0.0391 1.0000 Uani . . . . . .
C11 C 0.8268(3) 0.7092(3) 0.8863(6) 0.0499 1.0000 Uani . . . . . .
C12 C 0.8888(5) 0.8099(4) 0.8587(7) 0.0674 1.0000 Uani . . . . . .
C13 C 0.9656(4) 0.8322(4) 0.7737(7) 0.0699 1.0000 Uani . . . . . .
C14 C 0.9380(7) 0.7869(7) 0.6496(9) 0.1033 1.0000 Uani . . . . . .
N2 N 0.3333 0.6667 0.5082(6) 0.0408 1.0000 Uani S T . . . .
C15 C 0.3333 0.6667 0.6099(7) 0.0314 1.0000 Uani S T . . . .
C16 C 0.333333(10) 0.666667(10) 0.7473(6) 0.0358 1.0000 Uani S T . . . .
I2 I 0.372036(13) 0.448407(16) 0.799142(18) 0.0263 1.0000 Uani . . . . . .
I1 I 0.605695(17) 0.757101(15) 0.68343(2) 0.0297 1.0000 Uani . . . . . .
H51 H 0.5990 0.6078 0.8374 0.0267 1.0000 Uiso R . . . . .
H31 H 0.6333 0.6422 0.4735 0.0395 1.0000 Uiso R . . . . .
H21 H 0.6388 0.5077 0.4632 0.0417 1.0000 Uiso R . . . . .
H11 H 0.6214 0.4246 0.6390 0.0356 1.0000 Uiso R . . . . .
H61 H 0.6218 0.4989 0.9311 0.0259 1.0000 Uiso R . . . . .
H62 H 0.5273 0.4215 0.8781 0.0261 1.0000 Uiso R . . . . .
H91 H 0.8529 0.5421 1.0137 0.0372 1.0000 Uiso R . . . . .
H92 H 0.7676 0.5573 1.0254 0.0375 1.0000 Uiso R . . . . .
H101 H 0.9052 0.6975 1.0226 0.0469 1.0000 Uiso R . . . . .
H102 H 0.9255 0.6731 0.8892 0.0475 1.0000 Uiso R . . . . .
H112 H 0.7775 0.7006 0.9405 0.0570 1.0000 Uiso R . . . . .
H111 H 0.8015 0.6775 0.8112 0.0575 1.0000 Uiso R . . . . .
H122 H 0.9143 0.8412 0.9357 0.0762 1.0000 Uiso R . . . . .
H121 H 0.8502 0.8317 0.8251 0.0762 1.0000 Uiso R . . . . .
H132 H 0.9967 0.8977 0.7618 0.0923 1.0000 Uiso R . . . . .
H131 H 1.0082 0.8158 0.8110 0.0923 1.0000 Uiso R . . . . .
H142 H 0.9900 0.8108 0.5965 0.1809 1.0000 Uiso R . . . . .
H141 H 0.8928 0.8008 0.6179 0.1809 1.0000 Uiso R . . . . .
H143 H 0.9118 0.7219 0.6594 0.1811 1.0000 Uiso R . . . . .
H161 H 0.2718 0.6482 0.7763 0.0441 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
I -0.3257 6.8362 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776
4.0712 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 . N1 . C1 . 120.4(3) yes
C5 . N1 . C6 . 116.9(3) yes
C6 . N1 . C6 . 122.4(3) yes
N1 . C5 . C4 . 120.4(3) yes
N1 . C5 . H51 . 119.1 no
C4 . C5 . H51 . 120.5 no
C5 . C4 . C3 . 119.3(3) yes
C5 . C4 . I1 . 115.7(3) yes
C3 . C4 . I1 . 124.9(3) yes
C4 . C3 . C2 . 118.9(3) yes
C4 . C3 . H31 . 120.1 no
C2 . C3 . H31 . 121.0 no
C3 . C2 . C1 . 120.2(3) yes
C3 . C2 . H21 . 119.9 no
C1 . C2 . H21 . 119.9 no
C2 . C1 . N1 . 120.7(3) yes
C2 . C1 . H11 . 120.2 no
N1 . C1 . H11 . 119.0 no
N1 . C6 . C7 . 113.5(2) yes
N1 . C6 . H61 . 106.7 no
C7 . C6 . H61 . 108.3 no
N1 . C6 . H62 . 107.3 no
C7 . C6 . H62 . 109.8 no
H61 . C6 . H62 . 111.3 no
C6 . C7 . C8 6_655 120.5(3) yes
C6 . C7 . C8 . 120.6(3) yes
C8 6_655 C7 . C8 . 118.8(3) yes
C7 4_665 C8 . C7 . 121.1(3) yes
C7 4_665 C8 . O1 . 120.0(3) yes
C7 . C8 . O1 . 118.5(3) yes
C8 . O1 . C9 . 114.1(3) yes
O1 . C9 . C10 . 107.6(3) yes
O1 . C9 . H91 . 110.7 no
C10 . C9 . H91 . 111.4 no
O1 . C9 . H92 . 109.1 no
C10 . C9 . H92 . 109.8 no
H91 . C9 . H92 . 108.2 no
C9 . C10 . C11 . 113.8(3) yes
C9 . C10 . H101 . 107.8 no
C11 . C10 . H101 . 109.4 no
C9 . C10 . H102 . 108.2 no
C11 . C10 . H102 . 108.2 no
H101 . C10 . H102 . 109.3 no
C10 . C11 . C12 . 112.6(4) yes
C10 . C11 . H112 . 108.6 no
C12 . C11 . H112 . 110.3 no
C10 . C11 . H111 . 107.0 no
C12 . C11 . H111 . 108.9 no
H112 . C11 . H111 . 109.3 no
C11 . C12 . C13 . 115.8(5) yes
C11 . C12 . H122 . 108.0 no
C13 . C12 . H122 . 108.1 no
C11 . C12 . H121 . 106.4 no
C13 . C12 . H121 . 109.7 no
H122 . C12 . H121 . 108.8 no
C12 . C13 . C14 . 115.1(6) yes
C12 . C13 . H132 . 106.3 no
C14 . C13 . H132 . 108.2 no
C12 . C13 . H131 . 109.9 no
C14 . C13 . H131 . 108.2 no
H132 . C13 . H131 . 109.0 no
C13 . C14 . H142 . 110.1 no
C13 . C14 . H141 . 106.2 no
H142 . C14 . H141 . 110.5 no
C13 . C14 . H143 . 109.2 no
H142 . C14 . H143 . 110.4 no
H141 . C14 . H143 . 110.3 no
N2 . C15 . C16 . 179.992 yes
C15 . C15 . H161 6_665 108.9 no
C15 . C15 . H161 4_565 108.9 no
H161 6_665 C16 . H161 4_565 110.0 no
C15 . C16 . H161 . 108.9 no
H161 6_665 C16 . H161 . 110.0 no
H161 4_565 C16 . H161 . 110.0 no
C4 . I1 . I2 6_665 164.56(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C5 . 1.349(4) yes
N1 . C1 . 1.350(4) yes
N1 . C6 . 1.487(4) yes
C5 . C4 . 1.395(5) yes
C5 . H51 . 0.936 no
C3 . C4 . 1.382(5) yes
C4 . I1 . 2.103(3) yes
C3 . C4 . 1.383(5) yes
C3 . H31 . 0.925 no
C2 . C1 . 1.370(5) yes
C2 . H21 . 0.931 no
C1 . H11 . 0.942 no
C6 . C7 . 1.495(4) yes
C6 . H61 . 0.944 no
C6 . H62 . 0.974 no
C7 . C8 6_655 1.418(4) yes
C7 . C8 . 1.392(4) yes
C8 . O1 . 1.355(4) yes
O1 . C9 . 1.471(4) yes
C9 . C10 . 1.492(6) yes
C9 . H91 . 0.979 no
C9 . H92 . 0.983 no
C10 . C11 . 1.519(6) yes
C10 . H101 . 0.987 no
C10 . H102 . 0.971 no
C11 . C12 . 1.518(7) yes
C11 . H112 . 0.973 no
C11 . H111 . 0.956 no
C12 . C13 . 1.483(9) yes
C12 . H122 . 0.972 no
C12 . H121 . 0.967 no
C13 . C14 . 1.512(12) yes
C13 . H132 . 0.968 no
C13 . H131 . 0.981 no
C14 . H142 . 0.959 no
C14 . H141 . 0.968 no
C14 . H143 . 0.963 no
N2 . C15 . 1.111(10) yes
C15 . C16 . 1.501(9) yes
C16 . H161 6_665 0.978 no
C16 . H161 4_565 0.978 no
C16 . H161 . 0.978 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C1 . H11 . N2 2_666 140.28(13) 0.942 2.595 3.374(7) yes
