#------------------------------------------------------------------------------
#$Date: 2023-04-04 12:46:11 +0300 (Tue, 04 Apr 2023) $
#$Revision: 282266 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/14/7131432.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_7131432
loop_
_publ_author_name
'Muang-Non, Phonlakrit'
'Markwell-Heys, Adrian W'
'Doonan, Christian J.'
'White, Nicholas G.'
_publ_section_title
;
 Charge "mis-matched" hydrogen bonded frameworks for cation exchange and
 dye sorption.
;
_journal_issue                   27
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4059
_journal_page_last               4062
_journal_paper_doi               10.1039/d3cc00553d
_journal_volume                  59
_journal_year                    2023
_chemical_compound_source        synthesized
_chemical_formula_moiety         'C28 H16 B O8, 2(C14 H16 N4), 12(H2 O), Li'
_chemical_formula_sum            'C56 H72 B Li N8 O20'
_chemical_formula_weight         1194.98
_space_group_IT_number           85
_space_group_name_Hall           '-P 4a'
_space_group_name_H-M_alt        'P 4/n :2'
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-P 4a'
_symmetry_space_group_name_H-M   'P 4/n :2'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_update_record
;
2023-03-06 deposited with the CCDC.	2023-03-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   19.427(3)
_cell_length_b                   19.427(3)
_cell_length_c                   7.4870(15)
_cell_measurement_reflns_used    593
_cell_measurement_temperature    100
_cell_measurement_theta_max      13.83
_cell_measurement_theta_min      1.46
_cell_volume                     2825.7(8)
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_collection       'AS QEGUI'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.020
_diffrn_reflns_av_unetI/netI     0.020
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            51440
_diffrn_reflns_theta_full        22.868
_diffrn_reflns_theta_max         21.444
_diffrn_reflns_theta_min         1.482
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.105
_exptl_absorpt_correction_T_max  0.4345
_exptl_absorpt_correction_T_min  0.268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'sadabs (Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1215.996
_exptl_crystal_recrystallization_method
'Crystallised using diphenylbisamidinium.2Cl with TBA5.tetraboratecarboxylate in 50% EtOH. Final concentration = 2 mM. The crystal obtained was incubated in 1 M LiCl at 1 mg/mL.'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.48
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.3458
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         1614
_refine_ls_number_restraints     205
_refine_ls_R_factor_all          0.2602
_refine_ls_R_factor_gt           0.2227
_refine_ls_shift/su_max          0.0000608
_refine_ls_shift/su_mean         0.0000083
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Quasi-Unit weights 
 W = 1.0 or 1./4Fsq 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2758
_refine_ls_wR_factor_gt          0.2638
_refine_ls_wR_factor_ref         0.2739
_reflns_limit_h_max              15
_reflns_limit_h_min              -14
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              8
_reflns_limit_l_min              0
_reflns_number_gt                1042
_reflns_number_total             1622
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   8.40
_oxford_diffrn_Wilson_scale      5.32
_oxford_refine_ls_scale          0.587(4)
_cod_data_source_file            d3cc00553d2.cif
_cod_data_source_block           Li
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' 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.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7131429--7131437.cif.
;
_cod_original_cell_volume        2825.8(10)
_cod_original_sg_symbol_H-M      'P 4/n '
_cod_database_code               7131432
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_r_factor_ref          0.2592
_reflns_number_all               1622
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-y+1/2,x,z
y+1/2,-x,-z
-x+1/2,-y+1/2,z
x+1/2,y+1/2,-z
y,-x+1/2,z
-y,x+1/2,-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 0.4341(5) 0.3621(5) 1.1689(16) 0.1602 1.0000 Uani D U . . . .
N2 N 0.5484(5) 0.3485(7) 1.1609(16) 0.1937 1.0000 Uani D U . . . .
C3 C 0.4928(5) 0.3748(7) 1.0893(16) 0.1600 1.0000 Uani D U . . . .
C4 C 0.4947(5) 0.4105(7) 0.9141(14) 0.1554 1.0000 Uani D U . . . .
C5 C 0.4345(5) 0.4223(9) 0.8190(18) 0.1820 1.0000 Uani D U . . . .
C6 C 0.4355(5) 0.4621(8) 0.6628(18) 0.1732 1.0000 Uani D U . . . .
C7 C 0.4976(6) 0.4805(7) 0.5854(12) 0.1513 1.0000 Uani D U . . . .
C8 C 0.5580(5) 0.4629(10) 0.6721(18) 0.1935 1.0000 Uani D U . . . .
C9 C 0.5563(5) 0.4333(9) 0.8429(19) 0.1888 1.0000 Uani D U . . . .
O11 O 0.4910(5) 0.2719(8) 0.4190(16) 0.1989 1.0000 Uani D U . . . .
O12 O 0.4337(4) 0.2369(5) 0.6530(17) 0.1919 1.0000 Uani D U . . . .
C13 C 0.4896(5) 0.2518(8) 0.5779(15) 0.1464 1.0000 Uani D U . . . .
C14 C 0.5545(4) 0.2522(6) 0.6837(14) 0.1260 1.0000 Uani D U . . . .
C15 C 0.6144(5) 0.2785(8) 0.6107(13) 0.1510 1.0000 Uani D U . . . .
C16 C 0.6753(5) 0.2812(8) 0.7126(15) 0.1560 1.0000 Uani D U . . . .
C17 C 0.6785(4) 0.2478(6) 0.8794(14) 0.1149 1.0000 Uani D U . . . .
C18 C 0.6173(5) 0.2226(5) 0.9521(13) 0.1185 1.0000 Uani D U . . . .
C19 C 0.5562(5) 0.2224(6) 0.8523(15) 0.1356 1.0000 Uani D U . . . .
B20 B 0.7500 0.2500 1.0000 0.1222 1.0000 Uani DS TU . . . .
O101 O 0.3293(7) 0.3144(9) 0.470(3) 0.3384 1.0000 Uani . . . . . .
O111 O 0.3556(7) 0.2313(7) 0.919(2) 0.2761 1.0000 Uani . . . . . .
O121 O 0.3042(6) 0.4260(7) 0.164(2) 0.2734 1.0000 Uani . . . . . .
Li1 Li 0.2500 0.2500 0.207(10) 0.1579 1.0000 Uani S T . . . .
H51 H 0.3923 0.4041 0.8622 0.2346 1.0000 Uiso R . . . . .
H61 H 0.3935 0.4749 0.6069 0.2100 1.0000 Uiso R . . . . .
H81 H 0.6010 0.4724 0.6168 0.2330 1.0000 Uiso R . . . . .
H91 H 0.5978 0.4268 0.9079 0.2304 1.0000 Uiso R . . . . .
H151 H 0.6141 0.2962 0.4925 0.1836 1.0000 Uiso R . . . . .
H161 H 0.7150 0.3037 0.6672 0.1955 1.0000 Uiso R . . . . .
H181 H 0.6174 0.2042 1.0696 0.1532 1.0000 Uiso R . . . . .
H191 H 0.5158 0.2016 0.8989 0.1745 1.0000 Uiso R . . . . .
H11 H 0.4328 0.3362 1.2685 0.1896 1.0000 Uiso R . . . . .
H12 H 0.3950 0.3795 1.1233 0.1896 1.0000 Uiso R . . . . .
H21 H 0.5891 0.3568 1.1074 0.2266 1.0000 Uiso R . . . . .
H22 H 0.5468 0.3226 1.2605 0.2266 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 0.0033 0.0016 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'
B 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Li -0.0003 0.0001 1.1282 3.9546 0.7508 1.0524 0.6175 85.3905 0.4653 168.2610
0.0377 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 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 0.0106 0.0060 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'
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
C3 . N1 . H11 . 120.6 no
C3 . N1 . H12 . 119.4 no
H11 . N1 . H12 . 120.0 no
C3 . N2 . H21 . 118.2 no
C3 . N2 . H22 . 121.8 no
H21 . N2 . H22 . 120.0 no
N2 . C3 . N1 . 117.3(9) yes
N2 . C3 . C4 . 121.5(7) yes
N1 . C3 . C4 . 120.9(7) yes
C3 . C4 . C5 . 120.6(6) yes
C3 . C4 . C9 . 120.9(6) yes
C5 . C4 . C9 . 118.6(6) yes
C4 . C5 . C6 . 120.4(6) yes
C4 . C5 . H51 . 119.5 no
C6 . C5 . H51 . 120.1 no
C5 . C6 . C7 . 120.2(6) yes
C5 . C6 . H61 . 119.9 no
C7 . C6 . H61 . 119.8 no
C7 2_666 C7 . C6 . 123.1(13) yes
C7 2_666 C7 . C8 . 118.4(13) yes
C6 . C7 . C8 . 118.6(6) yes
C7 . C8 . C9 . 120.6(7) yes
C7 . C8 . H81 . 119.5 no
C9 . C8 . H81 . 119.9 no
C8 . C9 . C4 . 120.2(6) yes
C8 . C9 . H91 . 120.1 no
C4 . C9 . H91 . 119.6 no
O12 . C13 . O11 . 121.0(9) yes
O12 . C13 . C14 . 119.6(7) yes
O11 . C13 . C14 . 119.1(7) yes
C13 . C14 . C15 . 120.2(6) yes
C13 . C14 . C19 . 120.2(6) yes
C15 . C14 . C19 . 119.5(6) yes
C14 . C15 . C16 . 120.4(6) yes
C14 . C15 . H151 . 119.8 no
C16 . C15 . H151 . 119.8 no
C15 . C16 . C17 . 120.0(6) yes
C15 . C16 . H161 . 120.4 no
C17 . C16 . H161 . 119.6 no
C16 . C17 . C18 . 118.1(6) yes
C16 . C17 . B20 . 120.5(8) yes
C18 . C17 . B20 . 120.7(8) yes
C17 . C18 . C19 . 120.9(6) yes
C17 . C18 . H181 . 119.5 no
C19 . C18 . H181 . 119.5 no
C18 . C19 . C14 . 120.2(6) yes
C18 . C19 . H191 . 120.4 no
C14 . C19 . H191 . 119.4 no
C17 8_647 B20 . C17 5_655 107.3(4) yes
C17 8_647 B20 . C17 4_567 114.0(8) yes
C17 5_655 B20 . C17 4_567 107.3(4) yes
C17 8_647 B20 . C17 . 107.3(4) yes
C17 5_655 B20 . C17 . 114.0(8) yes
C17 4_567 B20 . C17 . 107.3(4) 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 . C3 . 1.309(8) yes
N1 . H11 . 0.900 no
N1 . H12 . 0.900 no
N2 . C3 . 1.311(8) yes
N2 . H21 . 0.900 no
N2 . H22 . 0.900 no
C3 . C4 . 1.484(8) yes
C4 . C5 . 1.389(8) yes
C4 . C9 . 1.383(8) yes
C5 . C6 . 1.403(8) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.385(8) yes
C6 . H61 . 0.950 no
C7 . C7 2_666 1.488(9) yes
C7 . C8 . 1.385(8) yes
C8 . C9 . 1.402(9) yes
C8 . H81 . 0.950 no
C9 . H91 . 0.950 no
O11 . C13 . 1.252(8) yes
O12 . C13 . 1.257(8) yes
C13 . C14 . 1.488(8) yes
C14 . C15 . 1.385(8) yes
C14 . C19 . 1.389(8) yes
C15 . C16 . 1.408(8) yes
C15 . H151 . 0.950 no
C16 . C17 . 1.408(8) yes
C16 . H161 . 0.950 no
C17 . C18 . 1.395(8) yes
C17 . B20 . 1.658(6) yes
C18 . C19 . 1.402(8) yes
C18 . H181 . 0.950 no
C19 . H191 . 0.950 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
N1 . H11 . O11 1_556 142 0.90 2.03 2.792(17) yes
N1 . H11 . O101 1_556 127 0.90 2.55 3.174(17) yes
N1 . H12 . O121 1_556 149 0.90 2.01 2.814(17) yes
N2 . H22 . O11 1_556 146 0.90 1.89 2.682(17) yes
