#------------------------------------------------------------------------------
#$Date: 2020-03-25 04:49:18 +0200 (Wed, 25 Mar 2020) $
#$Revision: 249689 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/01/7240171.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_7240171
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_formula_moiety         'C42 H57 I3 N3 O3, 3(Br), 0.33(C6 H9 N3)'
_chemical_formula_sum            'C44 H60 Br3 I3 N4 O3'
_chemical_formula_weight         1313.42
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_Hall           '-P 3'
_space_group_name_H-M_alt        'P -3'
_symmetry_Int_Tables_number      147
_atom_sites_solution_primary     dual
_audit_creation_date             2020-01-24
_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                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   16.639(2)
_cell_length_b                   16.639(2)
_cell_length_c                   10.570(2)
_cell_measurement_reflns_used    33692
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.21
_cell_measurement_theta_min      1.41
_cell_volume                     2534.3(6)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.8500
_diffrn_measured_fraction_theta_max 0.8500
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_av_unetI/netI     0.0257
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            33692
_diffrn_reflns_theta_full        29.2114
_diffrn_reflns_theta_max         29.21
_diffrn_reflns_theta_min         1.41
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.254
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.7210
_exptl_crystal_description       needle
_exptl_crystal_F_000             1276.3711
_exptl_crystal_recrystallization_method
'receptor dissolved in DMF:MeCN with 3 equiv of TBA.I. Then acetone was diffused into the solution'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.3287
_refine_diff_density_min         -1.3881
_refine_diff_density_rms         0.1508
_refine_ls_d_res_high            0.7282
_refine_ls_d_res_low             14.4101
_refine_ls_goodness_of_fit_ref   1.0414
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    34
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0414
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0389P)²+14.3235P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1059
_refine_ls_wR_factor_ref         0.1070
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              19
_reflns_limit_h_min              0
_reflns_limit_k_max              19
_reflns_limit_k_min              0
_reflns_limit_l_max              13
_reflns_limit_l_min              -13
_reflns_number_gt                3710
_reflns_number_total             3893
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d0ce00241k2.cif
_cod_data_source_block           EMF4_86e
_cod_original_cell_volume        2534.4(7)
_cod_database_code               7240171
_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. Others
 Fixed Sof: H16a(0.33333) H16b(0.33333) H16c(0.33333) H16a(0.33333)
 H16b(0.33333) H16c(0.33333)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b), C9(H9a,H9b), C10(H10a,H10b), C11(H11a,H11b), C12(H12a,H12b),
 C13(H13a,H13b)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C1(H1), C2(H2), C3(H3)
3.c Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C14(H14a,H14b,H14c)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -y,x-y,z
3 -x+y,-x,z
4 -x,-y,-z
5 y,-x+y,-z
6 x-y,x,-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_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
I1 I 0.76195(2) 0.60306(2) 0.68066(3) 0.03509(11) Uani 1.000000 1 . . . .
Br1 Br 0.44919(4) 0.37209(3) 0.80664(4) 0.03122(13) Uani 1.000000 1 . . . .
O1 O 0.2556(2) 0.4769(2) 0.8502(3) 0.0289(6) Uani 1.000000 1 . . . .
N1 N 0.5094(2) 0.6043(2) 0.7469(3) 0.0236(7) Uani 1.000000 1 . . . .
N2 N 0.333333333333 0.666666666667 0.4824(7) 0.0370(16) Uani 1.000000 3 S T P .
C8 C 0.2948(3) 0.5713(3) 0.8610(4) 0.0234(8) Uani 1.000000 1 . . . .
C7 C 0.3911(3) 0.6274(3) 0.8616(4) 0.0234(8) Uani 1.000000 1 . . . .
C6 C 0.4528(3) 0.5854(3) 0.8638(4) 0.0245(8) Uani 1.000000 1 . . . .
C4 C 0.6418(3) 0.6118(3) 0.6511(4) 0.0276(9) Uani 1.000000 1 . . . .
C1 C 0.4784(3) 0.6138(3) 0.6334(4) 0.0277(9) Uani 1.000000 1 . . . .
C3 C 0.6111(3) 0.6221(3) 0.5336(4) 0.0316(9) Uani 1.000000 1 . . . .
C5 C 0.5888(3) 0.6022(3) 0.7566(4) 0.0258(8) Uani 1.000000 1 . . . .
C2 C 0.5282(4) 0.6225(3) 0.5256(4) 0.0314(9) Uani 1.000000 1 . . . .
C15 C 0.333333333333 0.666666666667 0.3747(8) 0.0325(17) Uani 1.000000 3 S T P
.
C9 C 0.2455(4) 0.4304(4) 0.9726(5) 0.0382(11) Uani 1.000000 1 . . . .
C10 C 0.2096(4) 0.3309(4) 0.9487(6) 0.0474(13) Uani 1.000000 1 . . . .
C16 C 0.333333333333 0.666666666667 0.2350(9) 0.0384(19) Uani 1.000000 3 S T P
.
C11 C 0.1166(5) 0.2867(5) 0.8900(8) 0.0608(17) Uani 1.000000 1 . . . .
C12 C 0.0764(6) 0.1823(5) 0.8540(10) 0.082(3) Uani 1.000000 1 . . . .
C13 C 0.1358(8) 0.1680(6) 0.7586(10) 0.093(3) Uani 1.000000 1 . . . .
C14 C 0.1554(10) 0.2178(10) 0.6371(10) 0.121(4) Uani 1.000000 1 . . . .
H5 H 0.6083(3) 0.5940(3) 0.8356(4) 0.0310(10) Uiso 1.000000 1 R . . .
H1 H 0.4229(3) 0.6144(3) 0.6280(4) 0.0333(10) Uiso 1.000000 1 R . . .
H2 H 0.5063(4) 0.6287(3) 0.4473(4) 0.0377(11) Uiso 1.000000 1 R . . .
H3 H 0.6457(3) 0.6285(3) 0.4612(4) 0.0379(11) Uiso 1.000000 1 R . . .
H6a H 0.4146(3) 0.5188(3) 0.8748(4) 0.0294(10) Uiso 1.000000 1 R . . .
H6b H 0.4940(3) 0.6097(3) 0.9361(4) 0.0294(10) Uiso 1.000000 1 R . . .
H9a H 0.3050(4) 0.4571(4) 1.0150(5) 0.0458(14) Uiso 1.000000 1 R . . .
H9b H 0.2028(4) 0.4384(4) 1.0265(5) 0.0458(14) Uiso 1.000000 1 R . . .
H10a H 0.2520(4) 0.3237(4) 0.8932(6) 0.0569(16) Uiso 1.000000 1 R . . .
H10b H 0.2063(4) 0.3000(4) 1.0279(6) 0.0569(16) Uiso 1.000000 1 R . . .
H16a H 0.2732(14) 0.621(3) 0.2047(9) 0.058(3) Uiso 0.333330 1 GR . . -1
H16b H 0.348(5) 0.7268(14) 0.2047(9) 0.058(3) Uiso 0.333330 1 GR . . -1
H16c H 0.379(3) 0.652(5) 0.2047(9) 0.058(3) Uiso 0.333330 1 GR . . -1
H11a H 0.0741(5) 0.2914(5) 0.9482(8) 0.073(2) Uiso 1.000000 1 R . . .
H11b H 0.1197(5) 0.3210(5) 0.8142(8) 0.073(2) Uiso 1.000000 1 R . . .
H12a H 0.0711(6) 0.1472(5) 0.9299(10) 0.099(3) Uiso 1.000000 1 R . . .
H12b H 0.0145(6) 0.1582(5) 0.8195(10) 0.099(3) Uiso 1.000000 1 R . . .
H13a H 0.1948(8) 0.1855(6) 0.7986(10) 0.112(4) Uiso 1.000000 1 R . . .
H13b H 0.1060(8) 0.1022(6) 0.7403(10) 0.112(4) Uiso 1.000000 1 R . . .
H14a H 0.192(6) 0.201(5) 0.585(4) 0.182(7) Uiso 1.000000 1 GR . . .
H14b H 0.0980(10) 0.201(5) 0.595(5) 0.182(7) Uiso 1.000000 1 GR . . .
H14c H 0.189(6) 0.2835(10) 0.6524(12) 0.182(7) Uiso 1.000000 1 GR . . .
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_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95569992065
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O1 C8 113.1(4) . . ?
C1 N1 C6 121.6(4) . . ?
C5 N1 C6 117.3(3) . . ?
C5 N1 C1 120.7(4) . . ?
C7 C8 O1 118.4(4) 3_565 . ?
C7 C8 O1 119.8(4) . . ?
C6 C7 C8 120.9(4) . 2_665 ?
C6 C7 C8 120.8(4) . . ?
C7 C6 N1 113.3(3) . . ?
C3 C4 I1 124.3(3) . . ?
C5 C4 I1 116.5(3) . . ?
C5 C4 C3 119.0(4) . . ?
C2 C1 N1 120.4(4) . . ?
C2 C3 C4 119.0(4) . . ?
C4 C5 N1 121.0(4) . . ?
C3 C2 C1 119.9(4) . . ?
C16 C15 N2 180.0 . . ?
C10 C9 O1 108.4(5) . . ?
C11 C10 C9 111.5(5) . . ?
C12 C11 C10 114.5(6) . . ?
C13 C12 C11 112.7(7) . . ?
C14 C13 C12 118.1(10) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C4 2.099(4) . ?
O1 C8 1.370(5) . ?
O1 C9 1.474(6) . ?
N1 C6 1.489(5) . ?
N1 C1 1.347(5) . ?
N1 C5 1.343(5) . ?
N2 C15 1.139(12) . ?
C8 C7 1.393(6) . ?
C8 C7 1.397(6) 3_565 ?
C7 C6 1.503(6) . ?
C4 C3 1.385(6) . ?
C4 C5 1.380(6) . ?
C1 C2 1.374(6) . ?
C3 C2 1.386(7) . ?
C15 C16 1.477(12) . ?
C9 C10 1.473(8) . ?
C10 C11 1.477(10) . ?
C11 C12 1.565(10) . ?
C12 C13 1.512(14) . ?
C13 C14 1.474(14) . ?
