# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_PP2
_database_code_depnum_ccdc_archive 'CCDC 1973751'
_audit_update_record             
;
2019-12-23 deposited with the CCDC.	2022-12-27 downloaded from the CCDC.
;
_audit_creation_date             2019-12-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '2(C6 H2 N3 O7), H2 O, 2(C3 H5 N2)'
_chemical_formula_sum            'C18 H16 N10 O15'
_chemical_formula_weight         612.39
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
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'
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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.6872(6)
_cell_length_b                   11.8217(8)
_cell_length_c                   13.5376(10)
_cell_angle_alpha                98.528(2)
_cell_angle_beta                 101.825(2)
_cell_angle_gamma                91.802(2)
_cell_volume                     1188.39(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8701
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.10
_cell_measurement_theta_min      3.19
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1566 before and 0.0613 after correction.
The Ratio of minimum to maximum transmission is 0.8774.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.7112
_exptl_crystal_description       block
_exptl_crystal_F_000             628.4466
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16890
_diffrn_reflns_theta_full        25.0487
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         2.83
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.9848
_diffrn_measured_fraction_theta_max 0.9848
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -9
_reflns_limit_k_max              13
_reflns_limit_k_min              -14
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                3509
_reflns_number_total             4139
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.3876
_refine_diff_density_min         -0.3426
_refine_diff_density_rms         0.0923
_refine_ls_d_res_high            0.8393
_refine_ls_d_res_low             7.2053
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0992
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    22
_refine_ls_number_parameters     412
_refine_ls_number_reflns         4139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0496
_refine_ls_restrained_S_all      1.0992
_refine_ls_shift/su_max          0.0039
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0148P)²+2.2413P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1065
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Free rotating group:
 O15(H15a)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C13(H13), C15(H15), C16(H16),
 C17(H17), C18(H18)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
O1 O 0.8525(3) 0.56925(16) 0.73945(14) 0.0203(5) Uani 1.000000 .
O2 O 0.5947(3) 0.48165(17) 0.72381(14) 0.0212(5) Uani 1.000000 .
O3 O 0.5265(3) 0.29101(17) 0.99933(15) 0.0257(5) Uani 1.000000 .
O4 O 0.6691(3) 0.35377(17) 1.15438(15) 0.0239(5) Uani 1.000000 .
O5 O 1.0406(3) 0.69003(17) 1.22646(14) 0.0230(5) Uani 1.000000 .
O6 O 1.1239(3) 0.76952(16) 1.10966(14) 0.0236(5) Uani 1.000000 .
O7 O 0.9447(2) 0.71505(15) 0.91806(13) 0.0148(4) Uani 1.000000 .
O15 O 0.9821(3) 0.79832(16) 0.74616(15) 0.0163(4) Uani 1.000000 .
H15a H 0.948(4) 0.761(2) 0.7886(18) 0.0245(7) Uiso 1.000000 G
N1 N 0.7332(3) 0.53203(18) 0.77617(17) 0.0146(5) Uani 1.000000 .
N2 N 0.6294(3) 0.36046(19) 1.06283(17) 0.0172(5) Uani 1.000000 .
N3 N 1.0268(3) 0.70073(18) 1.13693(16) 0.0136(5) Uani 1.000000 .
N9 N 1.1696(3) 0.96416(19) 0.89476(17) 0.0150(5) Uani 1.000000 .
N10 N 1.1603(3) 0.9160(2) 0.97741(17) 0.0147(5) Uani 1.000000 .
C1 C 0.7589(3) 0.5422(2) 0.88672(19) 0.0126(6) Uani 1.000000 .
C2 C 0.8762(3) 0.6355(2) 0.9524(2) 0.0120(5) Uani 1.000000 .
C3 C 0.8996(3) 0.6241(2) 1.05915(19) 0.0115(5) Uani 1.000000 .
C4 C 0.8171(3) 0.5381(2) 1.0949(2) 0.0132(6) Uani 1.000000 .
H4 H 0.8359(3) 0.5362(2) 1.1662(2) 0.0158(7) Uiso 1.000000 R
C5 C 0.7075(3) 0.4552(2) 1.0266(2) 0.0137(6) Uani 1.000000 .
C6 C 0.6756(3) 0.4569(2) 0.9219(2) 0.0135(6) Uani 1.000000 .
H6 H 0.5974(3) 0.3999(2) 0.8756(2) 0.0162(7) Uiso 1.000000 R
C16 C 1.2665(4) 1.0632(2) 0.9248(2) 0.0173(6) Uani 1.000000 .
H16 H 1.2942(4) 1.1143(2) 0.8814(2) 0.0208(7) Uiso 1.000000 R
C17 C 1.3200(4) 1.0790(2) 1.0298(2) 0.0157(6) Uani 1.000000 .
H17 H 1.3904(4) 1.1422(2) 1.0725(2) 0.0188(7) Uiso 1.000000 R
C18 C 1.2502(4) 0.9844(2) 1.0601(2) 0.0164(6) Uani 1.000000 .
H18 H 1.2641(4) 0.9704(2) 1.1286(2) 0.0196(7) Uiso 1.000000 R
H10 H 1.098(4) 0.853(3) 0.971(2) 0.023(9) Uiso 1.000000 .
H15b H 0.892(5) 0.807(3) 0.702(3) 0.038(11) Uiso 1.000000 .
H9a H 1.118(5) 0.929(3) 0.833(3) 0.036(10) Uiso 1.000000 .
O8 O 0.7529(3) 0.67603(16) 0.36264(14) 0.0201(5) Uani 1.000000 .
O9 O 0.6178(3) 0.76173(17) 0.24141(14) 0.0217(5) Uani 1.000000 .
O10 O 0.0913(3) 0.95655(17) 0.27874(15) 0.0235(5) Uani 1.000000 .
O11 O -0.0252(3) 0.92128(18) 0.40527(15) 0.0244(5) Uani 1.000000 .
O12 O 0.4313(3) 0.94233(19) 0.72184(15) 0.0304(5) Uani 1.000000 .
O13 O 0.5966(3) 0.79808(18) 0.71608(15) 0.0256(5) Uani 1.000000 .
O14 O 0.7565(2) 0.79047(16) 0.55380(13) 0.0170(4) Uani 1.000000 .
N6 N 0.6465(3) 0.74416(19) 0.33077(16) 0.0151(5) Uani 1.000000 .
N7 N 0.1007(3) 0.92452(19) 0.36213(17) 0.0166(5) Uani 1.000000 .
N8 N 0.5029(3) 0.8671(2) 0.67466(17) 0.0171(5) Uani 1.000000 .
C10 C 0.4701(4) 0.8576(2) 0.56322(19) 0.0140(6) Uani 1.000000 .
C11 C 0.6037(4) 0.8122(2) 0.5093(2) 0.0140(6) Uani 1.000000 .
C12 C 0.5422(4) 0.8021(2) 0.39945(19) 0.0135(6) Uani 1.000000 .
C13 C 0.3852(4) 0.8422(2) 0.3528(2) 0.0145(6) Uani 1.000000 .
H13 H 0.3563(4) 0.8388(2) 0.2807(2) 0.0174(7) Uiso 1.000000 R
C14 C 0.2700(4) 0.8875(2) 0.4122(2) 0.0143(6) Uani 1.000000 .
C15 C 0.3099(4) 0.8948(2) 0.5175(2) 0.0149(6) Uani 1.000000 .
H15 H 0.2285(4) 0.9249(2) 0.5573(2) 0.0179(7) Uiso 1.000000 R
N4 N 1.1362(3) 0.6652(2) 0.61453(17) 0.0160(5) Uani 1.000000 .
N5 N 1.0392(3) 0.6726(2) 0.52147(17) 0.0154(5) Uani 1.000000 .
C7 C 1.2691(4) 0.5980(2) 0.6042(2) 0.0199(6) Uani 1.000000 .
H7 H 1.3566(4) 0.5782(2) 0.6583(2) 0.0238(8) Uiso 1.000000 R
C8 C 1.2577(4) 0.5620(2) 0.5014(2) 0.0203(6) Uani 1.000000 .
H8 H 1.3352(4) 0.5137(2) 0.4710(2) 0.0243(8) Uiso 1.000000 R
C9 C 1.1109(4) 0.6105(2) 0.4518(2) 0.0168(6) Uani 1.000000 .
H9 H 1.0682(4) 0.6012(2) 0.3799(2) 0.0202(7) Uiso 1.000000 R
H5 H 0.942(4) 0.710(3) 0.516(2) 0.025(9) Uiso 1.000000 .
H4a H 1.104(4) 0.703(3) 0.669(2) 0.017(8) Uiso 1.000000 .


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
O1 N1 1.228(3) . ?
O2 N1 1.231(3) . ?
O3 N2 1.229(3) . ?
O4 N2 1.229(3) . ?
O5 N3 1.221(3) . ?
O6 N3 1.233(3) . ?
O7 C2 1.256(3) . ?
O15 H15a 0.8500 . ?
O15 H15b 0.84(4) . ?
N1 C1 1.455(3) . ?
N2 C5 1.449(3) . ?
N3 C3 1.458(3) . ?
N9 N10 1.342(3) . ?
N9 C16 1.331(3) . ?
N9 H9a 0.89(3) . ?
N10 C18 1.329(3) . ?
N10 H10 0.86(3) . ?
C1 C2 1.462(3) . ?
C1 C6 1.372(4) . ?
C2 C3 1.446(4) . ?
C3 C4 1.379(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.372(4) . ?
C5 C6 1.391(4) . ?
C6 H6 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.379(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.377(4) . ?
C18 H18 0.9500 . ?
O8 N6 1.227(3) . ?
O9 N6 1.234(3) . ?
O10 N7 1.232(3) . ?
O11 N7 1.231(3) . ?
O12 N8 1.227(3) . ?
O13 N8 1.228(3) . ?
O14 C11 1.258(3) . ?
N6 C12 1.458(3) . ?
N7 C14 1.451(3) . ?
N8 C10 1.464(3) . ?
C10 C11 1.450(4) . ?
C10 C15 1.377(4) . ?
C11 C12 1.450(4) . ?
C12 C13 1.376(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(4) . ?
C14 C15 1.384(4) . ?
C15 H15 0.9500 . ?
N4 N5 1.343(3) . ?
N4 C7 1.331(4) . ?
N4 H4a 0.88(3) . ?
N5 C9 1.328(3) . ?
N5 H5 0.88(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.377(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.378(4) . ?
C9 H9 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
H15b O15 H15a 107.3 . . ?
O2 N1 O1 123.2(2) . . ?
C1 N1 O1 119.0(2) . . ?
C1 N1 O2 117.8(2) . . ?
O4 N2 O3 123.8(2) . . ?
C5 N2 O3 117.5(2) . . ?
C5 N2 O4 118.7(2) . . ?
O6 N3 O5 122.2(2) . . ?
C3 N3 O5 118.8(2) . . ?
C3 N3 O6 118.9(2) . . ?
C16 N9 N10 108.7(2) . . ?
H9a N9 N10 121(2) . . ?
H9a N9 C16 131(2) . . ?
C18 N10 N9 108.8(2) . . ?
H10 N10 N9 121(2) . . ?
H10 N10 C18 131(2) . . ?
C2 C1 N1 119.8(2) . . ?
C6 C1 N1 115.7(2) . . ?
C6 C1 C2 124.3(2) . . ?
C1 C2 O7 122.8(2) . . ?
C3 C2 O7 125.5(2) . . ?
C3 C2 C1 111.6(2) . . ?
C2 C3 N3 120.6(2) . . ?
C4 C3 N3 115.0(2) . . ?
C4 C3 C2 124.2(2) . . ?
H4 C4 C3 120.28(15) . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.28(16) . . ?
C4 C5 N2 119.9(2) . . ?
C6 C5 N2 118.6(2) . . ?
C6 C5 C4 121.5(2) . . ?
C5 C6 C1 118.8(2) . . ?
H6 C6 C1 120.59(15) . . ?
H6 C6 C5 120.59(15) . . ?
H16 C16 N9 125.89(15) . . ?
C17 C16 N9 108.2(2) . . ?
C17 C16 H16 125.89(16) . . ?
H17 C17 C16 127.09(16) . . ?
C18 C17 C16 105.8(2) . . ?
C18 C17 H17 127.09(16) . . ?
C17 C18 N10 108.4(2) . . ?
H18 C18 N10 125.81(16) . . ?
H18 C18 C17 125.81(16) . . ?
O9 N6 O8 122.6(2) . . ?
C12 N6 O8 118.8(2) . . ?
C12 N6 O9 118.5(2) . . ?
O11 N7 O10 123.9(2) . . ?
C14 N7 O10 118.1(2) . . ?
C14 N7 O11 118.0(2) . . ?
O13 N8 O12 123.2(2) . . ?
C10 N8 O12 118.1(2) . . ?
C10 N8 O13 118.6(2) . . ?
C11 C10 N8 119.6(2) . . ?
C15 C10 N8 115.5(2) . . ?
C15 C10 C11 124.8(2) . . ?
C10 C11 O14 123.3(2) . . ?
C12 C11 O14 125.1(2) . . ?
C12 C11 C10 111.5(2) . . ?
C11 C12 N6 120.2(2) . . ?
C13 C12 N6 115.6(2) . . ?
C13 C12 C11 124.2(2) . . ?
H13 C13 C12 120.45(16) . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 H13 120.45(15) . . ?
C13 C14 N7 118.8(2) . . ?
C15 C14 N7 119.5(2) . . ?
C15 C14 C13 121.6(2) . . ?
C14 C15 C10 118.5(3) . . ?
H15 C15 C10 120.76(16) . . ?
H15 C15 C14 120.76(16) . . ?
C7 N4 N5 108.9(2) . . ?
H4a N4 N5 118.7(19) . . ?
H4a N4 C7 132.3(19) . . ?
C9 N5 N4 108.6(2) . . ?
H5 N5 N4 120(2) . . ?
H5 N5 C9 131(2) . . ?
H7 C7 N4 125.92(16) . . ?
C8 C7 N4 108.2(2) . . ?
C8 C7 H7 125.92(17) . . ?
H8 C8 C7 127.08(17) . . ?
C9 C8 C7 105.8(2) . . ?
C9 C8 H8 127.08(16) . . ?
C8 C9 N5 108.5(2) . . ?
H9 C9 N5 125.75(15) . . ?
H9 C9 C8 125.75(16) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
