# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_biphen_TP
_database_code_depnum_ccdc_archive 'CCDC 2335839'
loop_
_audit_author_name
_audit_author_address
'Nicholas White'
;Australian National University
Australia
;
_audit_update_record             
;
2024-06-22 deposited with the CCDC.	2024-06-26 downloaded from the CCDC.
;
#==============================================================================
# start Validation Reply Form
_vrf_PLAT097_1_biphen_TP         
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       0.87 eA-3  
RESPONSE: This peak is located close to the disordered biphenyldicarboxylate
anion, and may arise from an additional position of this anion.
;
# end Validation Reply Form

_refine_special_details          
;10 Diffraction data were of high quality with reflection intensity and low 
Rint (3.2%). Refinement statistics are slightly worse than might be expected 
based on this (e.g. R1 [I > 2sigma(I)] = 7.9%), which we attribute to a 
combination of a disordered anion and amidinium group, and numerous water 
molecules (that required inclusion using the OLEX2 mask feature, see later). 
Having said that, we believe this is a surprisigly high quality structure for a 
porous hydrogen-bonded framework. R-factors and bond length esds are relatively 
good, and restraints were only needed for disordered parts of the molecule.

Disorder was apparent for the biphen2- ion and one of the 
amidinium groups of 14+. In both cases, this was modelled over two positions 
occupancies of 0.5 each). It was necessary to restrain C-C and C-O bond lengths 
of the disordered biphen2- anion using DFIX commands. The C-N geometries of 
the disordered amidinium group were restrained using DFIX and FLAT commands. 
ISOR restraints were used on both disordered parts of the molecule. N-H 
hydrogen atoms were inserted at calculated positions and ride on the attached 
nitrogen atom.

While some water solvent molecules were visible in the Fourier difference map, 
we were not able to refine these satisfactorily. Many of these water molecules 
had large ellipsoids, and appear to be disordered (presumably linked to the 
disorder in the anion and amidinium parts of the molecule). Additionally, it 
seems that many of these water molecules are partial occupancy, presumably due 
to partial evaporation from the crystal. Even for water molecules that were 
relatively well-behaved, it was not possible to resolve hydrogen atom 
positions. Taken together, attempting to model even some of these gave a poorer 
quality refinement, without adding any useful information (for example about 
hydrogen bonding positions).  For this reason, the OLEX2 solvent mask feature 
was instead used to incorporate electron density from solvent in the 
refinement. This indicated the removal of 125 electrons per molecule of 14+, 
consistent with 12.5 water molecules per formula unit. TGA indicated eight 
water molecules per formula unit; this was recorded on dried material, so 
presumably some water molecules are lost on drying. Given the uncertainty of 
the number of water molecules in the asymmetric unit, and the possibility that 
these pores may also contain some ethanol instead, we have not estimated the 
solvent content as part of the formula given in the CIF. As a result the 
estimated crystal density given in the CIF only accounts for the framework 
structure and not the whole crystal (which would be substantially higher).,SQUEEZE
;

_audit_creation_date             2024-05-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H32 N8, C14 H8 O4, C8 H4 O4 [+ solvent]'
_chemical_formula_sum            'C51 H44 N8 O8 [+ solvent]'
_chemical_formula_weight         896.94
_chemical_melting_point          ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   12.402(3)
_cell_length_b                   38.337(8)
_cell_length_c                   12.608(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.33(3)
_cell_angle_gamma                90
_cell_volume                     5584(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    612
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      21.73
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.8623
_exptl_absorpt_correction_T_min  0.7574
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   'sadabs (Bruker, 2001)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1880
_exptl_crystal_recrystallization_method 
'Crystallised using tetraamidinium.4Cl, TBA2.biphenyldicarboxylate, and TBA2.benzenedicarboxylate in 1:1 EtOH:H2O at 1:2:2 ratio. Final concentration of tetraamidinium = 2 mM'
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            38173
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.378
_diffrn_reflns_theta_min         1.062
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 13.3
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'MX2 Beamline Australian Synchrotron'
_diffrn_measurement_method       'Omega Scan'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'MX2 Beamline Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5209
_reflns_number_total             5735
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_collection       'AS QEGUI'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_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)'
_refine_diff_density_max         0.873
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.0060(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         5735
_refine_ls_number_restraints     150
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0790
_refine_ls_restrained_S_all      1.068
_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/[σ²(Fo²)+(0.1467P)²+5.4401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2347
_refine_ls_wR_factor_ref         0.2391
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Restrained distances
 O31-C33
 1.25 with sigma of 0.01
 O32-C33
 1.25 with sigma of 0.01
 O131-C133
 1.25 with sigma of 0.01
 O132-C133
 1.25 with sigma of 0.01
 N11-C13
 1.31 with sigma of 0.005
 N12-C13
 1.31 with sigma of 0.005
 N111-C13
 1.31 with sigma of 0.005
 N112-C13
 1.31 with sigma of 0.005
 C33-C34
 1.5 with sigma of 0.01
 C133-C134
 1.5 with sigma of 0.01
 C34-C35 = C36-C37 = C38-C39
 1.39 with sigma of 0.01
 C134-C135 = C136-C137 = C138-C139
 1.39 with sigma of 0.01
3. Restrained planarity
 N11, N12, C13, C14
 with sigma of 0.1
 C13, C14, N111, N112
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(O31) \\sim Ueq, Uanis(O32) \\sim Ueq, Uanis(C33) \\sim Ueq, Uanis(C34)
\\sim Ueq, Uanis(C35) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C37) \\sim Ueq,
Uanis(C38) \\sim Ueq, Uanis(C39) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O131) \\sim Ueq, Uanis(O132) \\sim Ueq, Uanis(C133) \\sim Ueq,
Uanis(C134) \\sim Ueq, Uanis(C135) \\sim Ueq, Uanis(C136) \\sim Ueq,
Uanis(C137) \\sim Ueq, Uanis(C138) \\sim Ueq, Uanis(C139) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(N11) \\sim Ueq, Uanis(N12) \\sim Ueq, Uanis(N111) \\sim Ueq, Uanis(N112)
\\sim Ueq: with sigma of 0.04 and sigma for terminal atoms of 0.08
5. Others
 Fixed Sof: N11(0.5) H11A(0.5) H11B(0.5) N12(0.5) H12A(0.5) H12B(0.5)
 N111(0.5) H11C(0.5) H11D(0.5) N112(0.5) H11E(0.5) H11F(0.5) O31(0.5) O32(0.5)
 C33(0.5) C34(0.5) C35(0.5) H35(0.5) C36(0.5) H36(0.5) C37(0.5) C38(0.5)
 H38(0.5) C39(0.5) H39(0.5) O131(0.5) O132(0.5) C133(0.5) C134(0.5) C135(0.5)
 H135(0.5) C136(0.5) H136(0.5) C137(0.5) C138(0.5) H138(0.5) C139(0.5) H139(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C15(H15), C16(H16), C18(H18), C19(H19),
 C25(H25), C26(H26), C35(H35), C36(H36), C38(H38), C39(H39), C135(H135),
 C136(H136), C138(H138), C139(H139)
6.b X=CH2 refined with riding coordinates:
 N1(H1A,H1B), N2(H2A,H2B), N11(H11A,H11B), N12(H12A,H12B), N111(H11C,H11D),
 N112(H11E,H11F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.32163(17) 0.34304(7) 1.1499(2) 0.0721(7) Uani 1 1 d . . . . .
H1A H 0.268253 0.334197 1.172724 0.087 Uiso 1 1 calc R U . . .
H1B H 0.332934 0.365728 1.152157 0.087 Uiso 1 1 calc R U . . .
N2 N 0.3685(2) 0.28854(7) 1.1086(2) 0.0764(7) Uani 1 1 d . . . . .
H2A H 0.315421 0.279346 1.131199 0.092 Uiso 1 1 calc R U . . .
H2B H 0.411180 0.274989 1.083359 0.092 Uiso 1 1 calc R U . . .
C3 C 0.3840(2) 0.32250(8) 1.1127(2) 0.0620(7) Uani 1 1 d . . . . .
C4 C 0.47519(18) 0.33762(6) 1.07599(18) 0.0485(5) Uani 1 1 d . . . . .
C5 C 0.45849(18) 0.37054(6) 1.02537(19) 0.0514(5) Uani 1 1 d . . . . .
H5 H 0.387784 0.382680 1.010957 0.062 Uiso 1 1 calc R U . . .
C6 C 0.54546(16) 0.38535(6) 0.99640(17) 0.0441(5) Uani 1 1 d . . . . .
H6 H 0.533393 0.407657 0.961200 0.053 Uiso 1 1 calc R U . . .
C7 C 0.65153(15) 0.36818(5) 1.01776(15) 0.0361(4) Uani 1 1 d . . . . .
C8 C 0.66631(19) 0.33574(5) 1.06824(18) 0.0457(5) Uani 1 1 d . . . . .
H8 H 0.737437 0.323685 1.084408 0.055 Uiso 1 1 calc R U . . .
C9 C 0.5779(2) 0.32046(6) 1.09581(19) 0.0511(5) Uani 1 1 d . . . . .
H9 H 0.588847 0.297840 1.128796 0.061 Uiso 1 1 calc R U . . .
C10 C 0.750000 0.38916(6) 1.000000 0.0323(5) Uani 1 2 d S T P . .
N11 N 0.5482(6) 0.43969(11) 0.4698(3) 0.0645(12) Uani 0.5 1 d D U P A 1
H11A H 0.536863 0.448703 0.402428 0.077 Uiso 0.5 1 calc R U P A 1
H11B H 0.526775 0.418110 0.475476 0.077 Uiso 0.5 1 calc R U P A 1
N12 N 0.6282(4) 0.49033(11) 0.5513(4) 0.0486(12) Uani 0.5 1 d D U P A 1
H12A H 0.616971 0.499416 0.484048 0.058 Uiso 0.5 1 calc R U P A 1
H12B H 0.661058 0.502830 0.613290 0.058 Uiso 0.5 1 calc R U P A 1
C13 C 0.59583(17) 0.45791(5) 0.55933(16) 0.0472(5) Uani 1 1 d D . . . .
C14 C 0.63103(16) 0.44199(6) 0.67429(15) 0.0409(4) Uani 1 1 d . . . . .
C15 C 0.58668(18) 0.41010(6) 0.68748(17) 0.0505(5) Uani 1 1 d . . . . .
H15 H 0.531905 0.398721 0.623585 0.061 Uiso 1 1 calc R U . . .
C16 C 0.62175(19) 0.39457(6) 0.79369(17) 0.0486(5) Uani 1 1 d . . . . .
H16 H 0.590076 0.372621 0.801878 0.058 Uiso 1 1 calc R U . . .
C17 C 0.70239(14) 0.41041(5) 0.88872(14) 0.0333(4) Uani 1 1 d . . . . .
C18 C 0.74628(16) 0.44253(5) 0.87481(15) 0.0384(4) Uani 1 1 d . . . . .
H18 H 0.801633 0.453822 0.938494 0.046 Uiso 1 1 calc R U . . .
C19 C 0.71015(18) 0.45845(5) 0.76844(16) 0.0431(4) Uani 1 1 d . . . . .
H19 H 0.739819 0.480716 0.760255 0.052 Uiso 1 1 calc R U . . .
O21 O 0.59856(18) 0.50789(4) 0.31277(13) 0.0602(5) Uani 1 1 d . . . . .
O22 O 0.45385(16) 0.46971(5) 0.25664(14) 0.0624(5) Uani 1 1 d . . . . .
C23 C 0.5207(2) 0.49111(6) 0.23641(18) 0.0509(5) Uani 1 1 d . . . . .
C24 C 0.50822(18) 0.49609(5) 0.11333(16) 0.0427(4) Uani 1 1 d . . . . .
C25 C 0.5780(2) 0.52000(6) 0.08435(18) 0.0479(5) Uani 1 1 d . . . . .
H25 H 0.631598 0.533911 0.141945 0.057 Uiso 1 1 calc R U . . .
C26 C 0.43032(19) 0.47645(6) 0.02762(18) 0.0466(5) Uani 1 1 d . . . . .
H26 H 0.381711 0.460241 0.045815 0.056 Uiso 1 1 calc R U . . .
N111 N 0.4937(3) 0.44794(14) 0.4801(3) 0.0553(11) Uani 0.5 1 d D U P A 2
H11C H 0.470513 0.456947 0.411263 0.066 Uiso 0.5 1 calc R U P A 2
H11D H 0.450363 0.432458 0.497484 0.066 Uiso 0.5 1 calc R U P A 2
N112 N 0.6580(4) 0.48062(13) 0.5322(4) 0.0498(11) Uani 0.5 1 d D U P A 2
H11E H 0.633735 0.489402 0.463023 0.060 Uiso 0.5 1 calc R U P A 2
H11F H 0.724656 0.487339 0.582929 0.060 Uiso 0.5 1 calc R U P A 2
O31 O 0.3554(5) 0.26194(14) 0.9004(5) 0.0692(12) Uani 0.5 1 d D U P B -1
O32 O 0.3398(6) 0.30719(19) 0.7844(6) 0.0788(18) Uani 0.5 1 d D U P B -1
C33 C 0.3896(6) 0.2805(2) 0.8367(7) 0.069(2) Uani 0.5 1 d D U P B -1
C34 C 0.4982(5) 0.26954(17) 0.8197(5) 0.0554(14) Uani 0.5 1 d D U P B -1
C35 C 0.5636(6) 0.2424(2) 0.8792(6) 0.0717(15) Uani 0.5 1 d D U P B -1
H35 H 0.542584 0.231032 0.935841 0.086 Uiso 0.5 1 calc R U P B -1
C36 C 0.6602(6) 0.2310(2) 0.8584(6) 0.0729(15) Uani 0.5 1 d D U P B -1
H36 H 0.700937 0.211045 0.897526 0.087 Uiso 0.5 1 calc R U P B -1
C37 C 0.6988(5) 0.24805(16) 0.7821(6) 0.0531(13) Uani 0.5 1 d D U P B -1
C38 C 0.6333(6) 0.2763(2) 0.7235(7) 0.0698(16) Uani 0.5 1 d D U P B -1
H38 H 0.657221 0.288578 0.670323 0.084 Uiso 0.5 1 calc R U P B -1
C39 C 0.5335(6) 0.2870(2) 0.7408(7) 0.0671(17) Uani 0.5 1 d D U P B -1
H39 H 0.489692 0.306158 0.699079 0.081 Uiso 0.5 1 calc R U P B -1
O131 O 1.1415(8) 0.2209(2) 0.6401(9) 0.108(3) Uani 0.5 1 d D U P B -1
O132 O 1.1651(6) 0.1753(2) 0.7594(8) 0.120(3) Uani 0.5 1 d D U P B -1
C133 C 1.1120(7) 0.2021(2) 0.7078(8) 0.089(3) Uani 0.5 1 d D U P B -1
C134 C 1.0000(6) 0.2133(2) 0.7211(8) 0.077(2) Uani 0.5 1 d D U P B -1
C135 C 0.9208(6) 0.2351(2) 0.6445(6) 0.0799(19) Uani 0.5 1 d D U P B -1
H135 H 0.933031 0.242308 0.577741 0.096 Uiso 0.5 1 calc R U P B -1
C136 C 0.8228(5) 0.2465(2) 0.6640(6) 0.0708(17) Uani 0.5 1 d D U P B -1
H136 H 0.769301 0.261749 0.611184 0.085 Uiso 0.5 1 calc R U P B -1
C137 C 0.8036(6) 0.2357(2) 0.7613(6) 0.0578(14) Uani 0.5 1 d D U P B -1
C138 C 0.8841(6) 0.21352(19) 0.8408(8) 0.0757(17) Uani 0.5 1 d D U P B -1
H138 H 0.872601 0.206767 0.908435 0.091 Uiso 0.5 1 calc R U P B -1
C139 C 0.9799(6) 0.2017(2) 0.8198(9) 0.083(2) Uani 0.5 1 d D U P B -1
H139 H 1.032152 0.185856 0.871120 0.099 Uiso 0.5 1 calc R U P B -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N1 C3 1.305(4) . ?
N2 H2A 0.8800 . ?
N2 H2B 0.8800 . ?
N2 C3 1.314(4) . ?
C3 C4 1.487(3) . ?
C4 C5 1.395(3) . ?
C4 C9 1.373(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.407(3) . ?
C7 C8 1.379(3) . ?
C7 C10 1.545(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.394(3) . ?
C9 H9 0.9500 . ?
C10 C17 1.542(2) . ?
C10 C17 1.542(2) 2_657 ?
N11 H11A 0.8800 . ?
N11 H11B 0.8800 . ?
N11 C13 1.275(4) . ?
N12 H12A 0.8800 . ?
N12 H12B 0.8800 . ?
N12 C13 1.321(4) . ?
C13 C14 1.485(3) . ?
C13 N111 1.352(4) . ?
C13 N112 1.288(4) . ?
C14 C15 1.375(3) . ?
C14 C19 1.387(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.390(3) . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.391(3) . ?
C19 H19 0.9500 . ?
O21 C23 1.264(3) . ?
O22 C23 1.257(3) . ?
C23 C24 1.514(3) . ?
C24 C25 1.397(3) . ?
C24 C26 1.382(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.384(3) 5_665 ?
C26 H26 0.9500 . ?
N111 H11C 0.8800 . ?
N111 H11D 0.8800 . ?
N112 H11E 0.8800 . ?
N112 H11F 0.8800 . ?
O31 C33 1.257(8) . ?
O32 C33 1.251(8) . ?
C33 C34 1.499(7) . ?
C34 C35 1.365(7) . ?
C34 C39 1.395(10) . ?
C35 H35 0.9500 . ?
C35 C36 1.386(8) . ?
C36 H36 0.9500 . ?
C36 C37 1.384(8) . ?
C37 C38 1.394(10) . ?
C37 C137 1.495(7) . ?
C38 H38 0.9500 . ?
C38 C39 1.395(7) . ?
C39 H39 0.9500 . ?
O131 C133 1.269(8) . ?
O132 C133 1.265(8) . ?
C133 C134 1.520(8) . ?
C134 C135 1.380(8) . ?
C134 C139 1.427(13) . ?
C135 H135 0.9500 . ?
C135 C136 1.395(9) . ?
C136 H136 0.9500 . ?
C136 C137 1.395(7) . ?
C137 C138 1.412(11) . ?
C138 H138 0.9500 . ?
C138 C139 1.383(7) . ?
C139 H139 0.9500 . ?

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
H1A N1 H1B 120.0 . . ?
C3 N1 H1A 120.0 . . ?
C3 N1 H1B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C3 N2 H2A 120.0 . . ?
C3 N2 H2B 120.0 . . ?
N1 C3 N2 121.0(2) . . ?
N1 C3 C4 119.6(2) . . ?
N2 C3 C4 119.4(3) . . ?
C5 C4 C3 119.5(2) . . ?
C9 C4 C3 121.1(2) . . ?
C9 C4 C5 119.35(18) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.5(2) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 H6 119.2 . . ?
C5 C6 C7 121.56(19) . . ?
C7 C6 H6 119.2 . . ?
C6 C7 C10 117.52(16) . . ?
C8 C7 C6 117.94(17) . . ?
C8 C7 C10 123.86(17) . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.6(2) . . ?
C9 C8 H8 119.7 . . ?
C4 C9 C8 121.0(2) . . ?
C4 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C7 C10 C7 117.3(2) 2_657 . ?
C17 C10 C7 101.79(9) . 2_657 ?
C17 C10 C7 101.79(9) 2_657 . ?
C17 C10 C7 110.22(9) 2_657 2_657 ?
C17 C10 C7 110.22(9) . . ?
C17 C10 C17 116.2(2) . 2_657 ?
H11A N11 H11B 120.0 . . ?
C13 N11 H11A 120.0 . . ?
C13 N11 H11B 120.0 . . ?
H12A N12 H12B 120.0 . . ?
C13 N12 H12A 120.0 . . ?
C13 N12 H12B 120.0 . . ?
N11 C13 N12 120.2(3) . . ?
N11 C13 C14 121.1(3) . . ?
N12 C13 C14 118.1(3) . . ?
N111 C13 C14 118.0(3) . . ?
N112 C13 C14 123.0(3) . . ?
N112 C13 N111 119.0(3) . . ?
C15 C14 C13 119.67(18) . . ?
C15 C14 C19 119.39(18) . . ?
C19 C14 C13 120.93(19) . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.05(19) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 119.3 . . ?
C15 C16 C17 121.38(19) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 C10 118.08(17) . . ?
C18 C17 C10 123.20(16) . . ?
C18 C17 C16 118.20(17) . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.62(17) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 C18 120.34(19) . . ?
C14 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
O21 C23 C24 118.8(2) . . ?
O22 C23 O21 123.73(19) . . ?
O22 C23 C24 117.5(2) . . ?
C25 C24 C23 120.5(2) . . ?
C26 C24 C23 121.0(2) . . ?
C26 C24 C25 118.46(18) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.5(2) 5_665 . ?
C26 C25 H25 119.7 5_665 . ?
C24 C26 C25 121.0(2) . 5_665 ?
C24 C26 H26 119.5 . . ?
C25 C26 H26 119.5 5_665 . ?
C13 N111 H11C 120.0 . . ?
C13 N111 H11D 120.0 . . ?
H11C N111 H11D 120.0 . . ?
C13 N112 H11E 120.0 . . ?
C13 N112 H11F 120.0 . . ?
H11E N112 H11F 120.0 . . ?
O31 C33 C34 117.5(6) . . ?
O32 C33 O31 125.7(7) . . ?
O32 C33 C34 116.8(7) . . ?
C35 C34 C33 121.4(6) . . ?
C35 C34 C39 118.7(5) . . ?
C39 C34 C33 119.9(6) . . ?
C34 C35 H35 119.4 . . ?
C34 C35 C36 121.2(6) . . ?
C36 C35 H35 119.4 . . ?
C35 C36 H36 119.2 . . ?
C37 C36 C35 121.6(6) . . ?
C37 C36 H36 119.2 . . ?
C36 C37 C38 117.0(6) . . ?
C36 C37 C137 121.0(7) . . ?
C38 C37 C137 122.0(9) . . ?
C137 C37 C36 151.8(9) 7_656 . ?
C137 C37 C137 87.0(10) 7_656 . ?
C37 C38 H38 119.2 . . ?
C39 C38 C37 121.6(7) . . ?
C39 C38 H38 119.2 . . ?
C34 C39 C38 119.8(7) . . ?
C34 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
O131 C133 C134 114.3(9) . . ?
O132 C133 O131 125.8(9) . . ?
O132 C133 C134 119.9(8) . . ?
C135 C134 C133 122.7(9) . . ?
C135 C134 C139 119.5(6) . . ?
C139 C134 C133 117.7(7) . . ?
C134 C135 H135 119.6 . . ?
C134 C135 C136 120.8(7) . . ?
C136 C135 H135 119.6 . . ?
C135 C136 H136 120.1 . . ?
C135 C136 C137 119.9(7) . . ?
C137 C136 H136 120.1 . . ?
C37 C137 C37 93.0(10) 7_656 . ?
C37 C137 C138 140.6(9) 7_656 . ?
C136 C137 C37 119.8(9) . . ?
C136 C137 C138 120.1(6) . . ?
C138 C137 C37 120.1(7) . . ?
C137 C138 H138 120.2 . . ?
C139 C138 C137 119.7(9) . . ?
C139 C138 H138 120.2 . . ?
C134 C139 H139 120.0 . . ?
C138 C139 C134 120.0(8) . . ?
C138 C139 H139 120.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C3 C4 C5 -33.2(3) . . . . ?
N1 C3 C4 C9 143.8(2) . . . . ?
N2 C3 C4 C5 147.7(2) . . . . ?
N2 C3 C4 C9 -35.3(3) . . . . ?
C3 C4 C5 C6 176.8(2) . . . . ?
C3 C4 C9 C8 -175.6(2) . . . . ?
C4 C5 C6 C7 -0.7(3) . . . . ?
C5 C4 C9 C8 1.3(3) . . . . ?
C5 C6 C7 C8 0.4(3) . . . . ?
C5 C6 C7 C10 -170.52(18) . . . . ?
C6 C7 C8 C9 0.7(3) . . . . ?
C6 C7 C10 C7 -159.33(18) . . . 2_657 ?
C6 C7 C10 C17 -43.6(2) . . . . ?
C6 C7 C10 C17 80.36(18) . . . 2_657 ?
C7 C8 C9 C4 -1.6(3) . . . . ?
C7 C10 C17 C16 84.04(19) 2_657 . . . ?
C7 C10 C17 C16 -41.1(2) . . . . ?
C7 C10 C17 C18 147.32(17) . . . . ?
C7 C10 C17 C18 -87.5(2) 2_657 . . . ?
C8 C7 C10 C7 30.32(15) . . . 2_657 ?
C8 C7 C10 C17 146.08(18) . . . . ?
C8 C7 C10 C17 -90.0(2) . . . 2_657 ?
C9 C4 C5 C6 -0.2(3) . . . . ?
C10 C7 C8 C9 171.02(18) . . . . ?
C10 C17 C18 C19 171.73(16) . . . . ?
N11 C13 C14 C15 -16.8(5) . . . . ?
N11 C13 C14 C19 161.7(4) . . . . ?
N12 C13 C14 C15 171.6(3) . . . . ?
N12 C13 C14 C19 -9.8(4) . . . . ?
C13 C14 C15 C16 178.0(2) . . . . ?
C13 C14 C19 C18 -177.13(18) . . . . ?
C14 C15 C16 C17 -0.5(4) . . . . ?
C15 C14 C19 C18 1.4(3) . . . . ?
C15 C16 C17 C10 -171.32(19) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C16 C17 C18 C19 0.2(3) . . . . ?
C17 C10 C17 C16 -156.20(18) 2_657 . . . ?
C17 C10 C17 C18 32.22(13) 2_657 . . . ?
C17 C18 C19 C14 -1.2(3) . . . . ?
C19 C14 C15 C16 -0.6(3) . . . . ?
O21 C23 C24 C25 -2.9(3) . . . . ?
O21 C23 C24 C26 175.1(2) . . . . ?
O22 C23 C24 C25 178.6(2) . . . . ?
O22 C23 C24 C26 -3.3(3) . . . . ?
C23 C24 C25 C26 177.5(2) . . . 5_665 ?
C23 C24 C26 C25 -177.5(2) . . . 5_665 ?
C25 C24 C26 C25 0.6(3) . . . 5_665 ?
C26 C24 C25 C26 -0.6(3) . . . 5_665 ?
N111 C13 C14 C15 23.8(4) . . . . ?
N111 C13 C14 C19 -157.7(3) . . . . ?
N112 C13 C14 C15 -156.3(3) . . . . ?
N112 C13 C14 C19 22.2(4) . . . . ?
O31 C33 C34 C35 -6.1(11) . . . . ?
O31 C33 C34 C39 173.3(7) . . . . ?
O32 C33 C34 C35 175.2(7) . . . . ?
O32 C33 C34 C39 -5.5(11) . . . . ?
C33 C34 C35 C36 176.2(7) . . . . ?
C33 C34 C39 C38 -178.7(7) . . . . ?
C34 C35 C36 C37 4.3(12) . . . . ?
C35 C34 C39 C38 0.7(10) . . . . ?
C35 C36 C37 C38 -2.6(10) . . . . ?
C35 C36 C37 C137 7(2) . . . 7_656 ?
C35 C36 C37 C137 179.5(6) . . . . ?
C36 C37 C38 C39 0.1(10) . . . . ?
C36 C37 C137 C37 -176.6(9) . . . 7_656 ?
C36 C37 C137 C136 162.3(7) . . . . ?
C36 C37 C137 C138 -18.9(8) . . . . ?
C37 C38 C39 C34 0.8(11) . . . . ?
C37 C137 C138 C139 178.9(6) . . . . ?
C37 C137 C138 C139 -37.8(16) 7_656 . . . ?
C38 C37 C137 C37 5.7(6) . . . 7_656 ?
C38 C37 C137 C136 -15.5(7) . . . . ?
C38 C37 C137 C138 163.4(7) . . . . ?
C39 C34 C35 C36 -3.2(11) . . . . ?
O131 C133 C134 C135 17.7(11) . . . . ?
O131 C133 C134 C139 -159.9(8) . . . . ?
O132 C133 C134 C135 -160.2(8) . . . . ?
O132 C133 C134 C139 22.3(11) . . . . ?
C133 C134 C135 C136 -175.8(7) . . . . ?
C133 C134 C139 C138 174.6(7) . . . . ?
C134 C135 C136 C137 -0.8(10) . . . . ?
C135 C134 C139 C138 -2.9(11) . . . . ?
C135 C136 C137 C37 139.1(12) . . . 7_656 ?
C135 C136 C137 C37 179.9(5) . . . . ?
C135 C136 C137 C138 1.0(9) . . . . ?
C136 C137 C138 C139 -2.3(10) . . . . ?
C137 C37 C38 C39 177.9(6) . . . . ?
C137 C37 C38 C39 -172.2(12) 7_656 . . . ?
C137 C37 C137 C37 0.000(3) 7_656 . . 7_656 ?
C137 C37 C137 C136 -21.1(6) 7_656 . . . ?
C137 C37 C137 C138 157.7(9) 7_656 . . . ?
C137 C138 C139 C134 3.2(11) . . . . ?
C139 C134 C135 C136 1.7(11) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.713 0.122 0.069 365.7 124.7
;
The number of electrons removed is consistent with 50 water molecules in the
unit cell, or 12.5 water molecules per tetra-amidinium molecule. TGA on 
suction-dried framework indicated the presence of 8 water molecules per
tetra-amidinium molecule, consistent with some but not all water molecules
being removed upon drying.
;
2 -0.168 0.378 -0.903 365.7 124.7
;
The number of electrons removed is consistent with 50 water molecules in the
unit cell, or 12.5 water molecules per tetra-amidinium molecule. TGA on 
suction-dried framework indicated the presence of 8 water molecules per
tetra-amidinium molecule, consistent with some but not all water molecules
being removed upon drying.
;
3 -0.759 0.622 -0.148 365.7 124.7
;
The number of electrons removed is consistent with 50 water molecules in the
unit cell, or 12.5 water molecules per tetra-amidinium molecule. TGA on 
suction-dried framework indicated the presence of 8 water molecules per
tetra-amidinium molecule, consistent with some but not all water molecules
being removed upon drying.
;
4 -0.409 0.878 -0.808 365.7 124.7
;
The number of electrons removed is consistent with 50 water molecules in the
unit cell, or 12.5 water molecules per tetra-amidinium molecule. TGA on 
suction-dried framework indicated the presence of 8 water molecules per
tetra-amidinium molecule, consistent with some but not all water molecules
being removed upon drying.
;


_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'


