# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_202508zt
_database_code_depnum_ccdc_archive 'CCDC 2495580'
loop_
_audit_author_name
_audit_author_address
'yakun wang'
;School of Pharmacy, Xinxiang Medical University
China
;
_audit_update_record             
;
2025-10-15 deposited with the CCDC.	2026-03-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H19 Br N4 O5'
_chemical_formula_weight         427.26

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'
Br Br -0.6763 1.2805 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.11553(9)
_cell_length_b                   12.3395(2)
_cell_length_c                   25.2572(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1905.97(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.245
_shelx_estimated_absorpt_T_min   0.625
_shelx_estimated_absorpt_T_max   0.737
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7547
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.500
_diffrn_reflns_theta_max         70.795
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3592
_reflns_number_gt                3150
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.700
_reflns_Friedel_fraction_max     0.965
_reflns_Friedel_fraction_full    0.998

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0763P)²+0.0049P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1071 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.021(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3592
_refine_ls_number_parameters     274
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0510
_refine_ls_wR_factor_ref         0.1387
_refine_ls_wR_factor_gt          0.1317
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Br1 Br 0.09372(14) 0.07245(8) 0.53737(3) 0.0807(3) Uani 1 1 d . . . . .
O1 O 0.6488(7) 0.3985(4) 0.71108(17) 0.0626(11) Uani 1 1 d . . . . .
O2 O 1.1035(14) 0.3742(7) 0.7639(2) 0.112(2) Uani 1 1 d . . . . .
O3 O 1.1607(10) 0.5399(6) 0.7412(3) 0.104(2) Uani 1 1 d . . . . .
O4 O 0.5682(8) 0.5423(4) 0.6065(2) 0.0729(13) Uani 1 1 d . . . . .
O5 O 0.7243(9) 0.7053(4) 0.6239(3) 0.0815(16) Uani 1 1 d . . . . .
N1 N 0.7029(8) 0.2944(4) 0.63593(18) 0.0488(10) Uani 1 1 d . . . . .
N2 N 0.8173(8) 0.3061(4) 0.58780(19) 0.0537(11) Uani 1 1 d . . . . .
N3 N 1.1375(8) 0.4428(7) 0.7314(2) 0.0756(17) Uani 1 1 d . . . . .
N4 N 0.9017(8) 0.5568(4) 0.6443(2) 0.0621(12) Uani 1 1 d D . . . .
H4 H 0.986(10) 0.602(5) 0.659(3) 0.06(2) Uiso 1 1 d D . . . .
C1 C 0.4170(10) 0.1888(4) 0.5943(2) 0.0500(11) Uani 1 1 d . . . . .
H1 H 0.455531 0.216387 0.561304 0.060 Uiso 1 1 calc R U . . .
C2 C 0.2453(10) 0.1181(5) 0.5995(2) 0.0551(13) Uani 1 1 d . . . . .
C3 C 0.1803(11) 0.0780(6) 0.6478(3) 0.0686(16) Uani 1 1 d . . . . .
H3 H 0.058311 0.033356 0.650512 0.082 Uiso 1 1 calc R U . . .
C4 C 0.2990(13) 0.1051(6) 0.6917(3) 0.0708(18) Uani 1 1 d . . . . .
H4A H 0.260101 0.076752 0.724483 0.085 Uiso 1 1 calc R U . . .
C5 C 0.4766(11) 0.1745(5) 0.6879(2) 0.0601(15) Uani 1 1 d . . . . .
H5 H 0.558340 0.191544 0.717809 0.072 Uiso 1 1 calc R U . . .
C6 C 0.5312(9) 0.2179(4) 0.6393(2) 0.0486(11) Uani 1 1 d . . . . .
C7 C 0.7399(9) 0.3789(5) 0.6704(2) 0.0492(12) Uani 1 1 d . . . . .
C8 C 0.9319(8) 0.4413(5) 0.6456(2) 0.0504(11) Uani 1 1 d . . . . .
C9 C 0.9442(9) 0.3875(5) 0.5915(2) 0.0499(12) Uani 1 1 d . . . . .
C10 C 1.0913(11) 0.4239(7) 0.5485(2) 0.0688(17) Uani 1 1 d . . . . .
H10A H 1.090061 0.371545 0.520393 0.103 Uiso 1 1 calc R U . . .
H10B H 1.237368 0.431272 0.561973 0.103 Uiso 1 1 calc R U . . .
H10C H 1.041996 0.492602 0.535198 0.103 Uiso 1 1 calc R U . . .
C11 C 1.1451(8) 0.4115(5) 0.6746(2) 0.0534(13) Uani 1 1 d . . . . .
H11A H 1.169324 0.334024 0.671859 0.064 Uiso 1 1 calc R U . . .
H11B H 1.267017 0.447922 0.657634 0.064 Uiso 1 1 calc R U . . .
C12 C 0.7125(10) 0.5984(5) 0.6236(3) 0.0582(14) Uani 1 1 d . . . . .
C13 C 0.5436(12) 0.7749(6) 0.6079(3) 0.0701(18) Uani 1 1 d D . . . .
C14 C 0.554(11) 0.753(4) 0.5491(10) 0.119(14) Uani 0.35(5) 1 d D U P A 1
H14A H 0.691072 0.778607 0.535396 0.178 Uiso 0.35(5) 1 calc R U P A 1
H14B H 0.436322 0.790587 0.531726 0.178 Uiso 0.35(5) 1 calc R U P A 1
H14C H 0.540791 0.676801 0.542787 0.178 Uiso 0.35(5) 1 calc R U P A 1
C14A C 0.437(5) 0.7442(18) 0.5564(8) 0.104(7) Uani 0.65(5) 1 d D U P A 2
H14D H 0.540892 0.750351 0.528169 0.156 Uiso 0.65(5) 1 calc R U P A 2
H14E H 0.315535 0.791769 0.549747 0.156 Uiso 0.65(5) 1 calc R U P A 2
H14F H 0.385095 0.670806 0.558488 0.156 Uiso 0.65(5) 1 calc R U P A 2
C15 C 0.620(6) 0.8887(18) 0.623(2) 0.082(10) Uani 0.35(5) 1 d D U P A 1
H15A H 0.643330 0.892025 0.660660 0.122 Uiso 0.35(5) 1 calc R U P A 1
H15B H 0.510545 0.940593 0.613165 0.122 Uiso 0.35(5) 1 calc R U P A 1
H15C H 0.754288 0.904919 0.605063 0.122 Uiso 0.35(5) 1 calc R U P A 1
C15A C 0.655(4) 0.8844(14) 0.6020(10) 0.084(6) Uani 0.65(5) 1 d D U P A 2
H15D H 0.730010 0.902110 0.634200 0.126 Uiso 0.65(5) 1 calc R U P A 2
H15E H 0.547152 0.938859 0.594579 0.126 Uiso 0.65(5) 1 calc R U P A 2
H15F H 0.758212 0.881321 0.573350 0.126 Uiso 0.65(5) 1 calc R U P A 2
C16 C 0.325(4) 0.752(3) 0.628(2) 0.101(11) Uani 0.35(5) 1 d D U P A 1
H16A H 0.334714 0.697852 0.655464 0.152 Uiso 0.35(5) 1 calc R U P A 1
H16B H 0.234961 0.725073 0.599856 0.152 Uiso 0.35(5) 1 calc R U P A 1
H16C H 0.262455 0.816737 0.642314 0.152 Uiso 0.35(5) 1 calc R U P A 1
C16A C 0.386(4) 0.7702(13) 0.6530(9) 0.086(6) Uani 0.65(5) 1 d D U P A 2
H16D H 0.357607 0.695880 0.661957 0.128 Uiso 0.65(5) 1 calc R U P A 2
H16E H 0.251573 0.804795 0.642932 0.128 Uiso 0.65(5) 1 calc R U P A 2
H16F H 0.447135 0.806822 0.683048 0.128 Uiso 0.65(5) 1 calc R U P A 2


_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
Br1 C2 1.908(6) . ?
O1 C7 1.194(7) . ?
O2 N3 1.198(10) . ?
O3 N3 1.232(10) . ?
O4 C12 1.201(8) . ?
O5 C12 1.321(8) . ?
O5 C13 1.457(9) . ?
N1 C7 1.377(7) . ?
N1 N2 1.410(7) . ?
N1 C6 1.414(8) . ?
N2 C9 1.273(8) . ?
N3 C11 1.486(8) . ?
N4 C12 1.371(8) . ?
N4 C8 1.438(7) . ?
N4 H4 0.84(3) . ?
C1 C2 1.371(9) . ?
C1 C6 1.382(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(10) . ?
C3 C4 1.367(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(10) . ?
C4 H4A 0.9300 . ?
C5 C6 1.380(8) . ?
C5 H5 0.9300 . ?
C7 C8 1.537(8) . ?
C8 C9 1.519(8) . ?
C8 C11 1.541(7) . ?
C9 C10 1.481(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C13 C16 1.46(2) . ?
C13 C16A 1.494(15) . ?
C13 C14A 1.503(15) . ?
C13 C14 1.51(2) . ?
C13 C15A 1.521(14) . ?
C13 C15 1.53(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14A H14D 0.9600 . ?
C14A H14E 0.9600 . ?
C14A H14F 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?

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
C12 O5 C13 123.1(6) . . ?
C7 N1 N2 112.7(5) . . ?
C7 N1 C6 126.1(5) . . ?
N2 N1 C6 119.3(4) . . ?
C9 N2 N1 108.6(5) . . ?
O2 N3 O3 124.6(7) . . ?
O2 N3 C11 118.9(7) . . ?
O3 N3 C11 116.4(8) . . ?
C12 N4 C8 119.2(5) . . ?
C12 N4 H4 116(5) . . ?
C8 N4 H4 124(5) . . ?
C2 C1 C6 118.2(5) . . ?
C2 C1 H1 120.9 . . ?
C6 C1 H1 120.9 . . ?
C1 C2 C3 122.4(6) . . ?
C1 C2 Br1 118.7(5) . . ?
C3 C2 Br1 118.9(5) . . ?
C4 C3 C2 118.6(6) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 120.7(6) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
C6 C5 C4 119.4(6) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 120.6(6) . . ?
C5 C6 N1 119.5(5) . . ?
C1 C6 N1 119.9(5) . . ?
O1 C7 N1 128.4(6) . . ?
O1 C7 C8 127.3(5) . . ?
N1 C7 C8 104.3(5) . . ?
N4 C8 C9 114.8(5) . . ?
N4 C8 C7 114.1(5) . . ?
C9 C8 C7 100.7(4) . . ?
N4 C8 C11 110.8(5) . . ?
C9 C8 C11 106.4(4) . . ?
C7 C8 C11 109.4(5) . . ?
N2 C9 C10 123.7(5) . . ?
N2 C9 C8 112.4(5) . . ?
C10 C9 C8 123.9(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 C8 111.8(5) . . ?
N3 C11 H11A 109.3 . . ?
C8 C11 H11A 109.3 . . ?
N3 C11 H11B 109.3 . . ?
C8 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
O4 C12 O5 128.2(6) . . ?
O4 C12 N4 122.8(6) . . ?
O5 C12 N4 109.0(5) . . ?
O5 C13 C16 118.8(17) . . ?
O5 C13 C16A 104.8(11) . . ?
O5 C13 C14A 114.9(11) . . ?
C16A C13 C14A 111.6(12) . . ?
O5 C13 C14 98(2) . . ?
C16 C13 C14 110(2) . . ?
O5 C13 C15A 102.2(11) . . ?
C16A C13 C15A 113.5(11) . . ?
C14A C13 C15A 109.5(13) . . ?
O5 C13 C15 103.9(14) . . ?
C16 C13 C15 112(2) . . ?
C14 C13 C15 113(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14A H14D 109.5 . . ?
C13 C14A H14E 109.5 . . ?
H14D C14A H14E 109.5 . . ?
C13 C14A H14F 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C15A H15D 109.5 . . ?
C13 C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
C13 C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C16A H16D 109.5 . . ?
C13 C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C13 C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 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
C7 N1 N2 C9 6.8(6) . . . . ?
C6 N1 N2 C9 171.9(5) . . . . ?
C6 C1 C2 C3 1.7(10) . . . . ?
C6 C1 C2 Br1 -177.4(4) . . . . ?
C1 C2 C3 C4 -3.6(11) . . . . ?
Br1 C2 C3 C4 175.5(6) . . . . ?
C2 C3 C4 C5 2.1(12) . . . . ?
C3 C4 C5 C6 1.2(12) . . . . ?
C4 C5 C6 C1 -3.1(10) . . . . ?
C4 C5 C6 N1 175.7(6) . . . . ?
C2 C1 C6 C5 1.7(9) . . . . ?
C2 C1 C6 N1 -177.1(5) . . . . ?
C7 N1 C6 C5 -42.6(8) . . . . ?
N2 N1 C6 C5 154.5(5) . . . . ?
C7 N1 C6 C1 136.3(6) . . . . ?
N2 N1 C6 C1 -26.6(7) . . . . ?
N2 N1 C7 O1 170.6(6) . . . . ?
C6 N1 C7 O1 6.7(10) . . . . ?
N2 N1 C7 C8 -11.2(6) . . . . ?
C6 N1 C7 C8 -175.0(5) . . . . ?
C12 N4 C8 C9 64.3(8) . . . . ?
C12 N4 C8 C7 -51.2(8) . . . . ?
C12 N4 C8 C11 -175.2(6) . . . . ?
O1 C7 C8 N4 -47.7(8) . . . . ?
N1 C7 C8 N4 134.1(5) . . . . ?
O1 C7 C8 C9 -171.2(6) . . . . ?
N1 C7 C8 C9 10.5(5) . . . . ?
O1 C7 C8 C11 77.1(7) . . . . ?
N1 C7 C8 C11 -101.2(5) . . . . ?
N1 N2 C9 C10 179.6(6) . . . . ?
N1 N2 C9 C8 1.1(6) . . . . ?
N4 C8 C9 N2 -130.3(5) . . . . ?
C7 C8 C9 N2 -7.4(6) . . . . ?
C11 C8 C9 N2 106.8(6) . . . . ?
N4 C8 C9 C10 51.2(8) . . . . ?
C7 C8 C9 C10 174.2(6) . . . . ?
C11 C8 C9 C10 -71.7(7) . . . . ?
O2 N3 C11 C8 101.9(8) . . . . ?
O3 N3 C11 C8 -75.9(7) . . . . ?
N4 C8 C11 N3 64.6(7) . . . . ?
C9 C8 C11 N3 -170.0(6) . . . . ?
C7 C8 C11 N3 -62.0(7) . . . . ?
C13 O5 C12 O4 7.2(13) . . . . ?
C13 O5 C12 N4 -175.6(7) . . . . ?
C8 N4 C12 O4 0.6(11) . . . . ?
C8 N4 C12 O5 -176.8(6) . . . . ?
C12 O5 C13 C16 46(3) . . . . ?
C12 O5 C13 C16A 75.1(13) . . . . ?
C12 O5 C13 C14A -47.8(18) . . . . ?
C12 O5 C13 C14 -72(2) . . . . ?
C12 O5 C13 C15A -166.3(12) . . . . ?
C12 O5 C13 C15 171(2) . . . . ?

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
_geom_hbond_publ_flag
N4 H4 O3 0.84(3) 2.45(7) 2.923(8) 116(6) . yes

_refine_diff_density_max         0.521
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.066

