# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 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_l-1
_database_code_depnum_ccdc_archive 'CCDC 2031627'
loop_
_audit_author_name
_audit_author_address
'Lieqiang Liao'
;Gannan Normal University
China
;
_audit_update_record             
;
2020-09-15 deposited with the CCDC.	2022-07-05 downloaded from the CCDC.
;
_audit_creation_date             2020-09-15
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '4(C24 H18 N6 O4), 6(H2 O), 3(C2 H6 O)'
_chemical_formula_sum            'C102 H102 N24 O25'
_chemical_formula_weight         2064.07
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0569(2)
_cell_length_b                   36.1507(7)
_cell_length_c                   8.9337(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.440(2)
_cell_angle_gamma                90
_cell_volume                     2601.98(10)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5202
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      78.4380
_cell_measurement_theta_min      4.8600
_shelx_estimated_absorpt_T_max   0.833
_shelx_estimated_absorpt_T_min   0.682
_exptl_absorpt_coefficient_mu    0.807
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.23217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1082
_exptl_crystal_size_max          0.513
_exptl_crystal_size_mid          0.346
_exptl_crystal_size_min          0.235
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0782
_diffrn_reflns_av_unetI/netI     0.0797
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11781
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        66.496
_diffrn_reflns_theta_max         66.496
_diffrn_reflns_theta_min         4.893
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  24.00   0.50    0.80    --    0.00  20.00  73.00   50
  2  ω     58.00  83.00   0.50    3.19    --  105.20 -20.00 -93.00   50
  3  ω    110.00 146.00   0.50    3.19    --  105.20  20.00  73.00   72
  4  ω    -23.00   3.00   0.50    0.80    --    0.00 -57.00-180.00   52
  5  ω    -32.00  84.00   0.50    0.80    --    0.00  77.00 -60.00  232
  6  ω     90.00 123.00   0.50    3.19    --  105.20 -30.00  60.00   66
  7  ω     16.00  78.00   0.50    3.19    --  105.20 -30.00  60.00  124
  8  ω     77.00 126.00   0.50    3.19    --  105.20 -82.00  90.00   98
  9  ω     67.00 124.00   0.50    3.19    --  105.20 -45.00  60.00  114
 10  ω     16.00 132.00   0.50    3.19    --  105.20 -30.00 -60.00  232
 11  ω    134.00 159.00   0.50    3.19    --  105.20  45.00-120.00   50
 12  ω     82.00 107.00   0.50    3.19    --  105.20 -82.00 120.00   50
 13  ω     22.00 115.00   0.50    3.19    --  105.20 -61.00 150.00  186
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0499705000
_diffrn_orient_matrix_UB_12      0.0410711000
_diffrn_orient_matrix_UB_13      0.0088163000
_diffrn_orient_matrix_UB_21      0.0081518000
_diffrn_orient_matrix_UB_22      -0.0017076000
_diffrn_orient_matrix_UB_23      0.1720624000
_diffrn_orient_matrix_UB_31      0.1844885000
_diffrn_orient_matrix_UB_32      0.0112238000
_diffrn_orient_matrix_UB_33      -0.0036375000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3708
_reflns_number_total             4415
_reflns_odcompleteness_completeness 93.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.946
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         4415
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.1023
_refine_ls_restrained_S_all      1.057
_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)+(0.1784P)²+4.1912P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2832
_refine_ls_wR_factor_ref         0.2949
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 H1-H22
 2 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C21 \\sim C22 \\sim N5 \\sim C26 \\sim C24 \\sim C25: within 1.7A with sigma of
0.02 and sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: O5(0.75) H5A(0.75) H5B(0.75) O8(0.75) H8(0.75) O6(0.75) H6A(0.75)
 H6B(0.75) C27(0.75) H27A(0.75) H27B(0.75) C28(0.75) H28A(0.75) H28B(0.75)
 H28C(0.75)
5.a Free rotating group:
 O5(H5A,H5B), O6(H6A,H6B)
5.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B)
5.c Aromatic/amide H refined with riding coordinates:
 N3(H3), N4(H4), C3(H3A), C5(H5), C6(H6), C9(H9), C12(H12), C13(H13), C14(H14),
  N2(H2), C16(H16), C17(H17), C18(H18), N1(H1), C22(H22), C24(H24), C25(H25),
 C26(H26)
5.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C)
5.e Idealised tetrahedral OH refined as rotating group:
 O8(H8)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
O4 O 0.2468(3) 0.17582(6) 0.8194(3) 0.0275(6) Uani 1 1 d . . . . .
N6 N 0.2288(4) 0.25950(8) 1.1394(3) 0.0267(7) Uani 1 1 d . . . . .
C2 C 0.1232(4) 0.19602(9) 0.8230(3) 0.0222(7) Uani 1 1 d . . . . .
N3 N 0.0213(4) 0.17488(8) 0.5880(3) 0.0281(7) Uani 1 1 d . . . . .
H3 H 0.015870 0.150574 0.590229 0.034 Uiso 1 1 calc R . . . .
N4 N 0.0039(4) 0.19586(8) 0.7180(3) 0.0260(7) Uani 1 1 d . . . . .
H4 H -0.086472 0.209117 0.731067 0.031 Uiso 1 1 calc R . . . .
O3 O 0.0668(3) 0.22671(7) 0.4507(3) 0.0303(6) Uani 1 1 d . . . . .
C3 C -0.0548(4) 0.23950(10) 0.9779(4) 0.0266(8) Uani 1 1 d . . . . .
H3A H -0.151736 0.232910 0.922833 0.032 Uiso 1 1 calc R . . . .
C4 C 0.0970(4) 0.22334(9) 0.9463(3) 0.0218(7) Uani 1 1 d . . . . .
C5 C 0.2349(4) 0.23404(9) 1.0287(4) 0.0247(7) Uani 1 1 d . . . . .
H5 H 0.338829 0.222983 1.006428 0.030 Uiso 1 1 calc R . . . .
C6 C -0.0619(5) 0.26552(11) 1.0919(4) 0.0309(8) Uani 1 1 d . . . . .
H6 H -0.164089 0.277034 1.116575 0.037 Uiso 1 1 calc R . . . .
C7 C 0.0470(4) 0.19332(10) 0.4582(4) 0.0261(8) Uani 1 1 d . . . . .
C8 C -0.1052(5) 0.16703(10) 0.2333(4) 0.0312(8) Uani 1 1 d . . . . .
C9 C 0.0816(5) 0.27440(10) 1.1688(4) 0.0288(8) Uani 1 1 d . . . . .
H9 H 0.075042 0.292119 1.247114 0.035 Uiso 1 1 calc R . . . .
C10 C -0.1078(5) 0.14323(10) 0.1048(4) 0.0352(9) Uani 1 1 d . . . . .
C11 C 0.0427(5) 0.16860(10) 0.3222(4) 0.0288(8) Uani 1 1 d . . . . .
O2 O -0.0649(6) 0.06819(9) -0.0504(4) 0.0702(12) Uani 1 1 d . . . . .
O1 O -0.0026(5) 0.09810(8) -0.4250(4) 0.0603(10) Uani 1 1 d . . . . .
C12 C -0.2471(5) 0.18799(11) 0.2672(4) 0.0353(9) Uani 1 1 d . . . . .
H12 H -0.246175 0.203441 0.353267 0.042 Uiso 1 1 calc R . . . .
C13 C 0.1797(5) 0.14911(11) 0.2853(4) 0.0384(9) Uani 1 1 d . . . . .
H13 H 0.276858 0.150829 0.345842 0.046 Uiso 1 1 calc R . . . .
C14 C -0.2574(6) 0.14279(11) 0.0162(4) 0.0446(11) Uani 1 1 d . . . . .
H14 H -0.262548 0.127389 -0.069910 0.054 Uiso 1 1 calc R . . . .
N2 N 0.1522(6) 0.09978(10) -0.1567(4) 0.0526(11) Uani 1 1 d . . . . .
H2 H 0.212494 0.120074 -0.155033 0.063 Uiso 1 1 calc R . . . .
C15 C 0.0370(6) 0.12293(11) 0.0716(4) 0.0399(10) Uani 1 1 d . . . . .
C16 C -0.3870(6) 0.18660(12) 0.1786(5) 0.0433(10) Uani 1 1 d . . . . .
H16 H -0.481053 0.201169 0.203080 0.052 Uiso 1 1 calc R . . . .
C17 C -0.3911(6) 0.16354(12) 0.0512(5) 0.0452(11) Uani 1 1 d . . . . .
H17 H -0.487883 0.162616 -0.010072 0.054 Uiso 1 1 calc R . . . .
C18 C 0.1792(6) 0.12606(12) 0.1563(5) 0.0434(10) Uani 1 1 d . . . . .
H18 H 0.276546 0.112931 0.128922 0.052 Uiso 1 1 calc R . . . .
C19 C 0.0981(6) 0.07422(10) -0.3949(4) 0.0402(10) Uani 1 1 d . . . . .
C20 C 0.0309(7) 0.09437(12) -0.0512(4) 0.0484(12) Uani 1 1 d . . . . .
N1 N 0.1787(6) 0.07332(10) -0.2648(4) 0.0556(12) Uani 1 1 d . . . . .
H1 H 0.250532 0.055470 -0.247307 0.067 Uiso 1 1 calc DR . . . .
C21 C 0.1392(7) 0.04420(12) -0.5042(5) 0.0481(11) Uani 1 1 d . U . . .
C22 C 0.2495(8) 0.01515(12) -0.4730(6) 0.0593(13) Uani 1 1 d . U . . .
H22 H 0.299657 0.014847 -0.376457 0.071 Uiso 1 1 calc DR . . . .
N5 N 0.2902(7) -0.01194(13) -0.5659(6) 0.0726(14) Uani 1 1 d . U . . .
C24 C 0.1118(11) 0.01598(17) -0.7455(6) 0.0789(19) Uani 1 1 d . U . . .
H24 H 0.067307 0.015550 -0.844257 0.095 Uiso 1 1 calc R . . . .
C25 C 0.0671(9) 0.04451(14) -0.6438(5) 0.0648(15) Uani 1 1 d . U . . .
H25 H -0.010253 0.063164 -0.671623 0.078 Uiso 1 1 calc R . . . .
C26 C 0.2191(9) -0.01055(16) -0.6990(7) 0.0721(17) Uani 1 1 d . U . . .
H26 H 0.245079 -0.029686 -0.767822 0.087 Uiso 1 1 calc R . . . .
O5 O -0.3764(8) 0.04838(13) 0.0998(6) 0.0647(14) Uani 0.75 1 d . . P . .
H5A H -0.386499 0.055183 0.192709 0.097 Uiso 0.75 1 d G . P . .
H5B H -0.284493 0.058701 0.070748 0.097 Uiso 0.75 1 d G . P . .
O8 O -0.4452(8) 0.06906(13) 0.3876(6) 0.0698(15) Uani 0.75 1 d . . P . .
H8 H -0.413661 0.053464 0.451450 0.105 Uiso 0.75 1 calc GR . P . .
O6 O 0.3753(10) 0.02791(15) -0.1021(7) 0.086(2) Uani 0.75 1 d . . P . .
H6A H 0.438987 0.035582 -0.029309 0.129 Uiso 0.75 1 d G . P . .
H6B H 0.385422 0.003956 -0.100593 0.129 Uiso 0.75 1 d G . P . .
C27 C -0.3941(11) 0.10317(18) 0.4297(9) 0.0638(19) Uani 0.75 1 d . . P . .
H27A H -0.440755 0.121035 0.356634 0.077 Uiso 0.75 1 calc R . P . .
H27B H -0.271947 0.103923 0.418945 0.077 Uiso 0.75 1 calc R . P . .
C28 C -0.4343(13) 0.1174(3) 0.5850(9) 0.080(2) Uani 0.75 1 d . . P . .
H28A H -0.551557 0.124565 0.588807 0.119 Uiso 0.75 1 calc GR . P . .
H28B H -0.364791 0.138999 0.607670 0.119 Uiso 0.75 1 calc GR . P . .
H28C H -0.412527 0.097961 0.658902 0.119 Uiso 0.75 1 calc GR . P . .


_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
O4 C2 1.236(4) . ?
N6 C5 1.352(4) . ?
N6 C9 1.331(5) . ?
C2 N4 1.338(4) . ?
C2 C4 1.496(4) . ?
N3 H3 0.8800 . ?
N3 N4 1.395(4) . ?
N3 C7 1.354(4) . ?
N4 H4 0.8800 . ?
O3 C7 1.220(4) . ?
C3 H3A 0.9500 . ?
C3 C4 1.386(5) . ?
C3 C6 1.388(5) . ?
C4 C5 1.384(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C6 C9 1.378(5) . ?
C7 C11 1.509(4) . ?
C8 C10 1.435(5) . ?
C8 C11 1.428(5) . ?
C8 C12 1.406(6) . ?
C9 H9 0.9500 . ?
C10 C14 1.438(6) . ?
C10 C15 1.411(6) . ?
C11 C13 1.353(6) . ?
O2 C20 1.221(6) . ?
O1 C19 1.213(5) . ?
C12 H12 0.9500 . ?
C12 C16 1.373(6) . ?
C13 H13 0.9500 . ?
C13 C18 1.422(5) . ?
C14 H14 0.9500 . ?
C14 C17 1.351(7) . ?
N2 H2 0.8800 . ?
N2 C20 1.376(7) . ?
N2 N1 1.377(5) . ?
C15 C18 1.373(6) . ?
C15 C20 1.507(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.411(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 N1 1.327(6) . ?
C19 C21 1.499(6) . ?
N1 H1 0.8800 . ?
C21 C22 1.402(7) . ?
C21 C25 1.371(7) . ?
C22 H22 0.9500 . ?
C22 N5 1.327(6) . ?
N5 C26 1.316(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.423(8) . ?
C24 C26 1.354(10) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
O5 H5A 0.8698 . ?
O5 H5B 0.8707 . ?
O8 H8 0.8400 . ?
O8 C27 1.353(9) . ?
O6 H6A 0.8707 . ?
O6 H6B 0.8698 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.518(11) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?

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 N6 C5 117.2(3) . . ?
O4 C2 N4 123.7(3) . . ?
O4 C2 C4 121.8(3) . . ?
N4 C2 C4 114.5(3) . . ?
N4 N3 H3 121.2 . . ?
C7 N3 H3 121.2 . . ?
C7 N3 N4 117.5(3) . . ?
C2 N4 N3 120.6(3) . . ?
C2 N4 H4 119.7 . . ?
N3 N4 H4 119.7 . . ?
C4 C3 H3A 120.8 . . ?
C4 C3 C6 118.4(3) . . ?
C6 C3 H3A 120.8 . . ?
C3 C4 C2 123.9(3) . . ?
C5 C4 C2 117.3(3) . . ?
C5 C4 C3 118.7(3) . . ?
N6 C5 C4 123.1(3) . . ?
N6 C5 H5 118.5 . . ?
C4 C5 H5 118.5 . . ?
C3 C6 H6 120.5 . . ?
C9 C6 C3 119.0(3) . . ?
C9 C6 H6 120.5 . . ?
N3 C7 C11 113.3(3) . . ?
O3 C7 N3 123.7(3) . . ?
O3 C7 C11 122.9(3) . . ?
C11 C8 C10 118.4(4) . . ?
C12 C8 C10 119.3(3) . . ?
C12 C8 C11 122.3(3) . . ?
N6 C9 C6 123.5(3) . . ?
N6 C9 H9 118.2 . . ?
C6 C9 H9 118.2 . . ?
C8 C10 C14 117.0(4) . . ?
C15 C10 C8 118.3(4) . . ?
C15 C10 C14 124.7(4) . . ?
C8 C11 C7 119.0(3) . . ?
C13 C11 C7 119.5(3) . . ?
C13 C11 C8 121.5(3) . . ?
C8 C12 H12 119.3 . . ?
C16 C12 C8 121.4(4) . . ?
C16 C12 H12 119.3 . . ?
C11 C13 H13 119.8 . . ?
C11 C13 C18 120.4(4) . . ?
C18 C13 H13 119.8 . . ?
C10 C14 H14 118.9 . . ?
C17 C14 C10 122.2(4) . . ?
C17 C14 H14 118.9 . . ?
C20 N2 H2 120.1 . . ?
C20 N2 N1 119.7(4) . . ?
N1 N2 H2 120.1 . . ?
C10 C15 C20 119.2(4) . . ?
C18 C15 C10 121.9(3) . . ?
C18 C15 C20 118.7(4) . . ?
C12 C16 H16 120.0 . . ?
C12 C16 C17 120.1(4) . . ?
C17 C16 H16 120.0 . . ?
C14 C17 C16 120.1(4) . . ?
C14 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C13 C18 H18 120.3 . . ?
C15 C18 C13 119.5(4) . . ?
C15 C18 H18 120.3 . . ?
O1 C19 N1 122.2(4) . . ?
O1 C19 C21 121.4(4) . . ?
N1 C19 C21 116.3(4) . . ?
O2 C20 N2 124.5(4) . . ?
O2 C20 C15 122.9(4) . . ?
N2 C20 C15 112.5(4) . . ?
N2 N1 H1 119.4 . . ?
C19 N1 N2 121.3(4) . . ?
C19 N1 H1 119.4 . . ?
C22 C21 C19 123.7(4) . . ?
C25 C21 C19 119.5(5) . . ?
C25 C21 C22 116.8(4) . . ?
C21 C22 H22 117.0 . . ?
N5 C22 C21 126.0(5) . . ?
N5 C22 H22 117.0 . . ?
C26 N5 C22 115.4(5) . . ?
C25 C24 H24 120.6 . . ?
C26 C24 H24 120.6 . . ?
C26 C24 C25 118.8(5) . . ?
C21 C25 C24 117.8(6) . . ?
C21 C25 H25 121.1 . . ?
C24 C25 H25 121.1 . . ?
N5 C26 C24 125.2(5) . . ?
N5 C26 H26 117.4 . . ?
C24 C26 H26 117.4 . . ?
H5A O5 H5B 104.4 . . ?
C27 O8 H8 109.5 . . ?
H6A O6 H6B 104.5 . . ?
O8 C27 H27A 107.4 . . ?
O8 C27 H27B 107.4 . . ?
O8 C27 C28 119.8(7) . . ?
H27A C27 H27B 106.9 . . ?
C28 C27 H27A 107.4 . . ?
C28 C27 H27B 107.4 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

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
O4 C2 N4 N3 -6.5(5) . . . . ?
O4 C2 C4 C3 -162.5(3) . . . . ?
O4 C2 C4 C5 20.3(5) . . . . ?
C2 C4 C5 N6 177.6(3) . . . . ?
N3 C7 C11 C8 99.5(4) . . . . ?
N3 C7 C11 C13 -82.0(4) . . . . ?
N4 C2 C4 C3 18.4(5) . . . . ?
N4 C2 C4 C5 -158.8(3) . . . . ?
N4 N3 C7 O3 5.2(5) . . . . ?
N4 N3 C7 C11 -172.8(3) . . . . ?
O3 C7 C11 C8 -78.5(5) . . . . ?
O3 C7 C11 C13 100.0(4) . . . . ?
C3 C4 C5 N6 0.2(5) . . . . ?
C3 C6 C9 N6 0.4(6) . . . . ?
C4 C2 N4 N3 172.6(3) . . . . ?
C4 C3 C6 C9 0.2(5) . . . . ?
C5 N6 C9 C6 -0.7(5) . . . . ?
C6 C3 C4 C2 -177.7(3) . . . . ?
C6 C3 C4 C5 -0.5(5) . . . . ?
C7 N3 N4 C2 -109.1(4) . . . . ?
C7 C11 C13 C18 -179.1(4) . . . . ?
C8 C10 C14 C17 -0.3(6) . . . . ?
C8 C10 C15 C18 -1.5(6) . . . . ?
C8 C10 C15 C20 172.7(3) . . . . ?
C8 C11 C13 C18 -0.6(6) . . . . ?
C8 C12 C16 C17 0.6(6) . . . . ?
C9 N6 C5 C4 0.4(5) . . . . ?
C10 C8 C11 C7 -179.6(3) . . . . ?
C10 C8 C11 C13 1.9(5) . . . . ?
C10 C8 C12 C16 -1.1(6) . . . . ?
C10 C14 C17 C16 -0.1(6) . . . . ?
C10 C15 C18 C13 2.8(6) . . . . ?
C10 C15 C20 O2 -58.2(6) . . . . ?
C10 C15 C20 N2 126.1(4) . . . . ?
C11 C8 C10 C14 -178.9(3) . . . . ?
C11 C8 C10 C15 -0.8(5) . . . . ?
C11 C8 C12 C16 178.7(4) . . . . ?
C11 C13 C18 C15 -1.8(6) . . . . ?
O1 C19 N1 N2 -0.2(8) . . . . ?
O1 C19 C21 C22 -177.3(5) . . . . ?
O1 C19 C21 C25 2.9(8) . . . . ?
C12 C8 C10 C14 0.9(5) . . . . ?
C12 C8 C10 C15 179.0(3) . . . . ?
C12 C8 C11 C7 0.6(5) . . . . ?
C12 C8 C11 C13 -177.9(4) . . . . ?
C12 C16 C17 C14 0.0(6) . . . . ?
C14 C10 C15 C18 176.4(4) . . . . ?
C14 C10 C15 C20 -9.4(6) . . . . ?
C15 C10 C14 C17 -178.3(4) . . . . ?
C18 C15 C20 O2 116.2(6) . . . . ?
C18 C15 C20 N2 -59.5(5) . . . . ?
C19 C21 C22 N5 -179.8(5) . . . . ?
C19 C21 C25 C24 178.7(5) . . . . ?
C20 N2 N1 C19 90.0(6) . . . . ?
C20 C15 C18 C13 -171.4(4) . . . . ?
N1 N2 C20 O2 -4.6(8) . . . . ?
N1 N2 C20 C15 171.0(4) . . . . ?
N1 C19 C21 C22 3.2(7) . . . . ?
N1 C19 C21 C25 -176.6(5) . . . . ?
C21 C19 N1 N2 179.2(4) . . . . ?
C21 C22 N5 C26 0.3(9) . . . . ?
C22 C21 C25 C24 -1.1(8) . . . . ?
C22 N5 C26 C24 0.5(10) . . . . ?
C25 C21 C22 N5 0.0(9) . . . . ?
C25 C24 C26 N5 -1.6(11) . . . . ?
C26 C24 C25 C21 1.8(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.468
_oxdiff_exptl_absorpt_empirical_full_min 0.449
_exptl_crystal_recrystallization_method 
'gel formed from compounds in ethanol gradually transformed into granular crystals upon extension of the aging time'
