# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_y
_database_code_depnum_ccdc_archive 'CCDC 1969976'
loop_
_audit_author_name
_audit_author_address
'Hany Ibrahim'
;Department of Chemistry, College of Science, Huazhong Agricultural University, Wuhan, China
China
;
_audit_update_record             
;
2019-12-04 deposited with the CCDC.	2022-04-14 downloaded from the CCDC.
;
_audit_creation_date             2019-10-29
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        4
_chemical_formula_moiety         'C27H21N3O6, H2O'
_chemical_formula_sum            C27H23N3O7
_chemical_formula_weight         501.48
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.752(4)
_cell_length_b                   11.226(5)
_cell_length_c                   12.651(6)
_cell_angle_alpha                83.397(8)
_cell_angle_beta                 68.133(5)
_cell_angle_gamma                75.000(6)
_cell_volume                     1241.2(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5019
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31.38
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6268
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0410
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8306
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.735
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3213
_reflns_number_total             4311
_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _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       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4311
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0730
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1003P)²+0.5254P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1815
_refine_special_details          ?
_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, All O(H,H) groups 
2. Restrained distances 
 C1-O1 \\sim C1A-O1A 
 with sigma of 0.02 
 C3-O1 \\sim C3-O1A 
 with sigma of 0.02 
 C1-C3 \\sim C1A-C3 
 with sigma of 0.04 
 C4-O2 \\sim C4-O2A 
 with sigma of 0.02 
 O2-C2 \\sim O2A-C2A 
 with sigma of 0.02 
 C4-C2 \\sim C4-C2A 
 with sigma of 0.04 
3. Uiso/Uaniso restraints and constraints 
Uanis(C2) \\sim Ueq, Uanis(C2A) \\sim Ueq: with sigma of 0.01 and sigma for 
terminal atoms of 0.02 
Uanis(C1) = Uanis(C1A) 
Uanis(O1) = Uanis(O1A) 
Uanis(O2) = Uanis(O2A) 
4. Others 
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(O1A)=1-FVAR(1) 
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(O1)=FVAR(1) 
 Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=Sof(O2A)=1-FVAR(2) 
 Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(O2)=FVAR(2) 
5.a Free rotating group: 
 O7(H7A,H7B) 
5.b Secondary CH2 refined with riding coordinates: 
 C9(H9A,H9B), C10(H10A,H10B), C27(H27A,H27B) 
5.c Aromatic/amide H refined with riding coordinates: 
 C5(H5), C7(H7), C8(H8), C12(H12), C15(H15), C19(H19), C22(H22), C23(H23), 
 C26(H26) 
5.d Idealised Me refined as rotating group: 
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C1A(H1AA,H1AB,H1AC), C2A(H2AA,H2AB,H2AC) 
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
; 
The structure was solved using Direct Methods (ShelXS). RE = 0.3, Nqual =  -1, Ralpha = 0.043 
;
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
C3 C -0.1609(3) 1.0281(2) 0.2035(2) 0.0499(6) Uani 1 1 d D . . . .
C4 C -0.2080(3) 0.9244(3) 0.1954(3) 0.0621(8) Uani 1 1 d D . . . .
C5 C -0.1019(3) 0.8227(2) 0.1375(3) 0.0587(7) Uani 1 1 d . . . . .
H5 H -0.1337 0.7535 0.1311 0.070 Uiso 1 1 calc R . . . .
C6 C 0.0518(2) 0.8235(2) 0.08876(19) 0.0406(5) Uani 1 1 d . . . . .
C7 C 0.0971(3) 0.9255(2) 0.1010(2) 0.0491(6) Uani 1 1 d . . . . .
H7 H 0.1996 0.9263 0.0707 0.059 Uiso 1 1 calc R . . . .
C8 C -0.0095(3) 1.0278(2) 0.1587(2) 0.0536(6) Uani 1 1 d . . . . .
H8 H 0.0224 1.0963 0.1668 0.064 Uiso 1 1 calc R . . . .
C9 C 0.1584(2) 0.7137(2) 0.0179(2) 0.0437(5) Uani 1 1 d . . . . .
H9A H 0.1148 0.6424 0.0436 0.052 Uiso 1 1 calc R . . . .
H9B H 0.1672 0.7309 -0.0609 0.052 Uiso 1 1 calc R . . . .
C10 C 0.2169(3) 0.4532(3) 0.4805(2) 0.0622(7) Uani 1 1 d . . . . .
H10A H 0.2075 0.3693 0.5027 0.075 Uiso 1 1 calc R . . . .
H10B H 0.1767 0.5017 0.5487 0.075 Uiso 1 1 calc R . . . .
C11 C 0.2372(3) 0.5389(2) 0.3078(2) 0.0444(5) Uani 1 1 d . . . . .
C12 C 0.2095(2) 0.5935(2) 0.2145(2) 0.0424(5) Uani 1 1 d . . . . .
H12 H 0.1130 0.6103 0.2105 0.051 Uiso 1 1 calc R . . . .
C13 C 0.3336(2) 0.62404(19) 0.12325(19) 0.0372(5) Uani 1 1 d . . . . .
C14 C 0.4810(2) 0.5954(2) 0.13020(19) 0.0375(5) Uani 1 1 d . . . . .
C15 C 0.5042(3) 0.5364(2) 0.2293(2) 0.0444(5) Uani 1 1 d . . . . .
H15 H 0.5999 0.5165 0.2351 0.053 Uiso 1 1 calc R . . . .
C16 C 0.3820(3) 0.5101(2) 0.3155(2) 0.0441(5) Uani 1 1 d . . . . .
C17 C 0.6008(2) 0.6289(2) 0.03419(19) 0.0380(5) Uani 1 1 d . . . . .
C18 C 0.5712(2) 0.6925(2) -0.06175(19) 0.0383(5) Uani 1 1 d . . . . .
C19 C 0.4256(2) 0.7160(2) -0.06388(19) 0.0398(5) Uani 1 1 d . . . . .
H19 H 0.4062 0.7549 -0.1275 0.048 Uiso 1 1 calc R . . . .
C20 C 0.7173(2) 0.7091(2) -0.13763(19) 0.0405(5) Uani 1 1 d . . . . .
C21 C 0.7634(2) 0.7653(2) -0.2530(2) 0.0428(5) Uani 1 1 d . . . . .
C22 C 0.6586(3) 0.8464(3) -0.2916(2) 0.0623(8) Uani 1 1 d . . . . .
H22 H 0.5570 0.8647 -0.2440 0.075 Uiso 1 1 calc R . . . .
C23 C 0.7000(3) 0.9017(3) -0.3998(3) 0.0751(9) Uani 1 1 d . . . . .
H23 H 0.6282 0.9562 -0.4249 0.090 Uiso 1 1 calc R . . . .
C24 C 0.8500(3) 0.8729(3) -0.4674(2) 0.0592(7) Uani 1 1 d . . . . .
C25 C 0.9560(3) 0.7923(2) -0.4308(2) 0.0476(6) Uani 1 1 d . . . . .
C26 C 0.9183(3) 0.7369(2) -0.32497(19) 0.0449(6) Uani 1 1 d . . . . .
H26 H 0.9916 0.6827 -0.3012 0.054 Uiso 1 1 calc R . . . .
C27 C 1.0742(4) 0.8564(3) -0.6082(2) 0.0692(8) Uani 1 1 d . . . . .
H27A H 1.1354 0.9169 -0.6282 0.083 Uiso 1 1 calc R . . . .
H27B H 1.1035 0.8065 -0.6743 0.083 Uiso 1 1 calc R . . . .
N1 N 0.31249(19) 0.68347(17) 0.02439(16) 0.0397(4) Uani 1 1 d . . . . .
N2 N 0.7484(2) 0.60911(19) 0.01827(17) 0.0466(5) Uani 1 1 d . . . . .
N3 N 0.8185(2) 0.65917(19) -0.08823(17) 0.0473(5) Uani 1 1 d . . . . .
O3 O 0.1348(2) 0.50410(18) 0.40646(15) 0.0581(5) Uani 1 1 d . . . . .
O4 O 0.3738(2) 0.45520(19) 0.41967(15) 0.0632(5) Uani 1 1 d . . . . .
O5 O 0.9187(3) 0.9164(3) -0.57505(18) 0.0920(8) Uani 1 1 d . . . . .
O6 O 1.0986(2) 0.7796(2) -0.51505(15) 0.0684(6) Uani 1 1 d . . . . .
C1 C -0.2557(7) 1.2030(5) 0.3250(5) 0.0746(16) Uani 0.700(7) 1 d D . P A 1
H1A H -0.1968 1.2571 0.2748 0.112 Uiso 0.700(7) 1 calc GR . P A 1
H1B H -0.2004 1.1544 0.3702 0.112 Uiso 0.700(7) 1 calc GR . P A 1
H1C H -0.3504 1.2511 0.3741 0.112 Uiso 0.700(7) 1 calc GR . P A 1
C2 C -0.4083(6) 0.8147(8) 0.2606(11) 0.135(4) Uani 0.750(12) 1 d D U P B 1
H2A H -0.3920 0.7943 0.1846 0.203 Uiso 0.750(12) 1 calc GR . P B 1
H2B H -0.5142 0.8262 0.3062 0.203 Uiso 0.750(12) 1 calc GR . P B 1
H2C H -0.3502 0.7489 0.2930 0.203 Uiso 0.750(12) 1 calc GR . P B 1
O1 O -0.2847(5) 1.1234(5) 0.2594(5) 0.0638(13) Uani 0.700(7) 1 d D . P A 1
O2 O -0.3612(3) 0.9258(5) 0.2577(7) 0.0854(18) Uani 0.750(12) 1 d D . P B 1
C1A C -0.3154(15) 1.1509(13) 0.3592(10) 0.0746(16) Uani 0.300(7) 1 d D . P A 2
H1AA H -0.3655 1.0842 0.3858 0.112 Uiso 0.300(7) 1 calc GR . P A 2
H1AB H -0.3891 1.2280 0.3789 0.112 Uiso 0.300(7) 1 calc GR . P A 2
H1AC H -0.2416 1.1442 0.3941 0.112 Uiso 0.300(7) 1 calc GR . P A 2
C2A C -0.4165(17) 0.8626(17) 0.174(2) 0.094(6) Uani 0.250(12) 1 d D U P B 2
H2AA H -0.4004 0.8647 0.0940 0.142 Uiso 0.250(12) 1 calc GR . P B 2
H2AB H -0.5235 0.8780 0.2172 0.142 Uiso 0.250(12) 1 calc GR . P B 2
H2AC H -0.3668 0.7829 0.1946 0.142 Uiso 0.250(12) 1 calc GR . P B 2
O1A O -0.2421(12) 1.1457(11) 0.2395(12) 0.0638(13) Uani 0.300(7) 1 d D . P A 2
O2A O -0.3552(12) 0.9551(14) 0.1970(17) 0.0854(18) Uani 0.250(12) 1 d D . P B 2
O7 O 0.1130(2) 0.4962(2) 0.81751(17) 0.0714(6) Uani 1 1 d . . . . .
H7A H 0.0348 0.5536 0.8463 0.107 Uiso 1 1 d G . . . .
H7B H 0.1447 0.4699 0.8721 0.107 Uiso 1 1 d G . . . .


_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
C3 C4 1.384(4) . ?
C3 C8 1.369(4) . ?
C3 O1 1.404(5) . ?
C3 O1A 1.380(11) . ?
C4 C5 1.388(4) . ?
C4 O2 1.402(4) . ?
C4 O2A 1.380(11) . ?
C5 H5 0.9300 . ?
C5 C6 1.394(3) . ?
C6 C7 1.373(3) . ?
C6 C9 1.516(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.393(4) . ?
C8 H8 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 N1 1.483(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 O3 1.430(3) . ?
C10 O4 1.438(3) . ?
C11 C12 1.353(3) . ?
C11 C16 1.403(3) . ?
C11 O3 1.367(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.413(3) . ?
C13 C14 1.424(3) . ?
C13 N1 1.407(3) . ?
C14 C15 1.416(3) . ?
C14 C17 1.431(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.355(3) . ?
C16 O4 1.373(3) . ?
C17 C18 1.422(3) . ?
C17 N2 1.338(3) . ?
C18 C19 1.385(3) . ?
C18 C20 1.436(3) . ?
C19 H19 0.9300 . ?
C19 N1 1.340(3) . ?
C20 C21 1.476(3) . ?
C20 N3 1.331(3) . ?
C21 C22 1.378(3) . ?
C21 C26 1.416(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.394(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.365(4) . ?
C24 C25 1.371(4) . ?
C24 O5 1.370(3) . ?
C25 C26 1.368(3) . ?
C25 O6 1.386(3) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 O5 1.411(4) . ?
C27 O6 1.435(3) . ?
N2 N3 1.392(3) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 O1 1.430(6) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C2 O2 1.429(6) . ?
C1A H1AA 0.9600 . ?
C1A H1AB 0.9600 . ?
C1A H1AC 0.9600 . ?
C1A O1A 1.414(14) . ?
C2A H2AA 0.9600 . ?
C2A H2AB 0.9600 . ?
C2A H2AC 0.9600 . ?
C2A O2A 1.430(14) . ?
O7 H7A 0.8502 . ?
O7 H7B 0.8509 . ?

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
C4 C3 O1 111.4(3) . . ?
C8 C3 C4 119.8(2) . . ?
C8 C3 O1 128.8(3) . . ?
C8 C3 O1A 108.4(5) . . ?
O1A C3 C4 131.4(5) . . ?
C3 C4 C5 119.6(2) . . ?
C3 C4 O2 116.0(3) . . ?
C5 C4 O2 124.0(3) . . ?
O2A C4 C3 111.2(6) . . ?
O2A C4 C5 121.8(6) . . ?
C4 C5 H5 119.7 . . ?
C4 C5 C6 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C9 117.4(2) . . ?
C7 C6 C5 118.9(2) . . ?
C7 C6 C9 123.5(2) . . ?
C6 C7 H7 119.8 . . ?
C6 C7 C8 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C3 C8 C7 120.5(2) . . ?
C3 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C6 C9 H9A 108.9 . . ?
C6 C9 H9B 108.9 . . ?
H9A C9 H9B 107.7 . . ?
N1 C9 C6 113.36(18) . . ?
N1 C9 H9A 108.9 . . ?
N1 C9 H9B 108.9 . . ?
H10A C10 H10B 108.5 . . ?
O3 C10 H10A 110.1 . . ?
O3 C10 H10B 110.1 . . ?
O3 C10 O4 107.8(2) . . ?
O4 C10 H10A 110.1 . . ?
O4 C10 H10B 110.1 . . ?
C12 C11 C16 122.8(2) . . ?
C12 C11 O3 127.3(2) . . ?
O3 C11 C16 109.9(2) . . ?
C11 C12 H12 121.5 . . ?
C11 C12 C13 117.1(2) . . ?
C13 C12 H12 121.5 . . ?
C12 C13 C14 120.6(2) . . ?
N1 C13 C12 120.19(19) . . ?
N1 C13 C14 119.23(19) . . ?
C13 C14 C17 117.2(2) . . ?
C15 C14 C13 120.0(2) . . ?
C15 C14 C17 122.76(19) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 C14 117.6(2) . . ?
C16 C15 H15 121.2 . . ?
C15 C16 C11 121.9(2) . . ?
C15 C16 O4 129.0(2) . . ?
O4 C16 C11 109.1(2) . . ?
C18 C17 C14 120.85(19) . . ?
N2 C17 C14 128.8(2) . . ?
N2 C17 C18 110.36(19) . . ?
C17 C18 C20 103.89(18) . . ?
C19 C18 C17 119.0(2) . . ?
C19 C18 C20 137.0(2) . . ?
C18 C19 H19 119.5 . . ?
N1 C19 C18 121.0(2) . . ?
N1 C19 H19 119.5 . . ?
C18 C20 C21 130.5(2) . . ?
N3 C20 C18 108.21(19) . . ?
N3 C20 C21 121.2(2) . . ?
C22 C21 C20 121.1(2) . . ?
C22 C21 C26 119.3(2) . . ?
C26 C21 C20 119.6(2) . . ?
C21 C22 H22 119.0 . . ?
C21 C22 C23 122.1(2) . . ?
C23 C22 H22 119.0 . . ?
C22 C23 H23 121.3 . . ?
C24 C23 C22 117.5(2) . . ?
C24 C23 H23 121.3 . . ?
C23 C24 C25 121.3(2) . . ?
C23 C24 O5 128.5(3) . . ?
O5 C24 C25 110.2(2) . . ?
C24 C25 O6 109.7(2) . . ?
C26 C25 C24 122.3(2) . . ?
C26 C25 O6 128.0(2) . . ?
C21 C26 H26 121.2 . . ?
C25 C26 C21 117.5(2) . . ?
C25 C26 H26 121.2 . . ?
H27A C27 H27B 108.3 . . ?
O5 C27 H27A 110.0 . . ?
O5 C27 H27B 110.0 . . ?
O5 C27 O6 108.6(2) . . ?
O6 C27 H27A 110.0 . . ?
O6 C27 H27B 110.0 . . ?
C13 N1 C9 118.97(18) . . ?
C19 N1 C9 118.35(19) . . ?
C19 N1 C13 122.67(18) . . ?
C17 N2 N3 107.15(17) . . ?
C20 N3 N2 110.40(18) . . ?
C11 O3 C10 106.58(19) . . ?
C16 O4 C10 106.56(19) . . ?
C24 O5 C27 106.2(2) . . ?
C25 O6 C27 105.1(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O2 C2 H2A 109.5 . . ?
O2 C2 H2B 109.5 . . ?
O2 C2 H2C 109.5 . . ?
C3 O1 C1 115.9(4) . . ?
C4 O2 C2 116.9(3) . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
O1A C1A H1AA 109.5 . . ?
O1A C1A H1AB 109.5 . . ?
O1A C1A H1AC 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
O2A C2A H2AA 109.5 . . ?
O2A C2A H2AB 109.5 . . ?
O2A C2A H2AC 109.5 . . ?
C3 O1A C1A 112.4(11) . . ?
C4 O2A C2A 119.3(11) . . ?
H7A O7 H7B 104.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O7 H7A N3 0.85 2.04 2.872(3) 165.2 1_456
O7 H7B N2 0.85 2.03 2.870(3) 170.3 2_666

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
C3 C4 C5 C6 1.0(5) . . . . ?
C3 C4 O2 C2 -173.4(5) . . . . ?
C3 C4 O2A C2A 171.4(13) . . . . ?
C4 C3 C8 C7 2.6(4) . . . . ?
C4 C3 O1 C1 148.0(6) . . . . ?
C4 C3 O1A C1A 74.1(14) . . . . ?
C4 C5 C6 C7 1.3(4) . . . . ?
C4 C5 C6 C9 -174.6(3) . . . . ?
C5 C4 O2 C2 0.2(7) . . . . ?
C5 C4 O2A C2A 21.6(19) . . . . ?
C5 C6 C7 C8 -1.7(4) . . . . ?
C5 C6 C9 N1 -147.3(2) . . . . ?
C6 C7 C8 C3 -0.2(4) . . . . ?
C6 C9 N1 C13 75.4(3) . . . . ?
C6 C9 N1 C19 -103.5(2) . . . . ?
C7 C6 C9 N1 37.0(3) . . . . ?
C8 C3 C4 C5 -2.9(4) . . . . ?
C8 C3 C4 O2 171.0(4) . . . . ?
C8 C3 C4 O2A -153.5(9) . . . . ?
C8 C3 O1 C1 -32.4(8) . . . . ?
C8 C3 O1A C1A -113.6(10) . . . . ?
C9 C6 C7 C8 174.0(2) . . . . ?
C11 C12 C13 C14 1.2(3) . . . . ?
C11 C12 C13 N1 -178.6(2) . . . . ?
C11 C16 O4 C10 -1.8(3) . . . . ?
C12 C11 C16 C15 0.6(4) . . . . ?
C12 C11 C16 O4 -179.7(2) . . . . ?
C12 C11 O3 C10 -178.7(3) . . . . ?
C12 C13 C14 C15 -0.3(3) . . . . ?
C12 C13 C14 C17 179.8(2) . . . . ?
C12 C13 N1 C9 0.2(3) . . . . ?
C12 C13 N1 C19 179.1(2) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C13 C14 C17 C18 2.5(3) . . . . ?
C13 C14 C17 N2 -177.8(2) . . . . ?
C14 C13 N1 C9 -179.63(19) . . . . ?
C14 C13 N1 C19 -0.8(3) . . . . ?
C14 C15 C16 C11 0.4(4) . . . . ?
C14 C15 C16 O4 -179.2(2) . . . . ?
C14 C17 C18 C19 -3.5(3) . . . . ?
C14 C17 C18 C20 179.79(19) . . . . ?
C14 C17 N2 N3 -179.8(2) . . . . ?
C15 C14 C17 C18 -177.4(2) . . . . ?
C15 C14 C17 N2 2.3(4) . . . . ?
C15 C16 O4 C10 177.8(3) . . . . ?
C16 C11 C12 C13 -1.4(4) . . . . ?
C16 C11 O3 C10 1.1(3) . . . . ?
C17 C14 C15 C16 179.4(2) . . . . ?
C17 C18 C19 N1 2.3(3) . . . . ?
C17 C18 C20 C21 177.9(2) . . . . ?
C17 C18 C20 N3 0.0(2) . . . . ?
C17 N2 N3 C20 0.0(3) . . . . ?
C18 C17 N2 N3 0.0(3) . . . . ?
C18 C19 N1 C9 178.6(2) . . . . ?
C18 C19 N1 C13 -0.2(3) . . . . ?
C18 C20 C21 C22 21.0(4) . . . . ?
C18 C20 C21 C26 -159.8(2) . . . . ?
C18 C20 N3 N2 0.0(3) . . . . ?
C19 C18 C20 C21 2.1(4) . . . . ?
C19 C18 C20 N3 -175.8(3) . . . . ?
C20 C18 C19 N1 177.7(2) . . . . ?
C20 C21 C22 C23 179.2(3) . . . . ?
C20 C21 C26 C25 -179.3(2) . . . . ?
C21 C20 N3 N2 -178.2(2) . . . . ?
C21 C22 C23 C24 -0.1(5) . . . . ?
C22 C21 C26 C25 -0.1(4) . . . . ?
C22 C23 C24 C25 0.2(5) . . . . ?
C22 C23 C24 O5 -178.7(3) . . . . ?
C23 C24 C25 C26 -0.4(5) . . . . ?
C23 C24 C25 O6 -179.8(3) . . . . ?
C23 C24 O5 C27 -178.9(3) . . . . ?
C24 C25 C26 C21 0.3(4) . . . . ?
C24 C25 O6 C27 -1.0(3) . . . . ?
C25 C24 O5 C27 2.1(4) . . . . ?
C26 C21 C22 C23 0.0(4) . . . . ?
C26 C25 O6 C27 179.6(3) . . . . ?
N1 C13 C14 C15 179.56(19) . . . . ?
N1 C13 C14 C17 -0.3(3) . . . . ?
N2 C17 C18 C19 176.7(2) . . . . ?
N2 C17 C18 C20 0.0(3) . . . . ?
N3 C20 C21 C22 -161.4(3) . . . . ?
N3 C20 C21 C26 17.8(3) . . . . ?
O3 C10 O4 C16 2.4(3) . . . . ?
O3 C11 C12 C13 178.4(2) . . . . ?
O3 C11 C16 C15 -179.2(2) . . . . ?
O3 C11 C16 O4 0.5(3) . . . . ?
O4 C10 O3 C11 -2.1(3) . . . . ?
O5 C24 C25 C26 178.7(2) . . . . ?
O5 C24 C25 O6 -0.7(3) . . . . ?
O5 C27 O6 C25 2.3(3) . . . . ?
O6 C25 C26 C21 179.6(2) . . . . ?
O6 C27 O5 C24 -2.8(3) . . . . ?
O1 C3 C4 C5 176.7(4) . . . . ?
O1 C3 C4 O2 -9.4(6) . . . . ?
O1 C3 C8 C7 -177.0(4) . . . . ?
O2 C4 C5 C6 -172.4(5) . . . . ?
O1A C3 C4 C5 168.7(9) . . . . ?
O1A C3 C4 O2A 18.2(13) . . . . ?
O1A C3 C8 C7 -170.8(7) . . . . ?
O2A C4 C5 C6 148.3(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_chemical_properties_physical    Hygroscopic,Heat-sensitive
_exptl_crystal_preparation       Luminescent
