# Supplementary Information (SI) for RSC Advances.
# 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_AL_OBz_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2401916'
loop_
_audit_author_name
_audit_author_address
'Muhammad Usman Anwar'
;University of Nizwa
Oman
;
_audit_update_record             
;
2024-11-17 deposited with the CCDC.	2025-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H23 N3 O5, 0.286(H2 O)'
_chemical_formula_sum            'C26 H23.57 N3 O5.29'
_chemical_formula_weight         462.63

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.1137(5)
_cell_length_b                   24.053(2)
_cell_length_c                   15.7613(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.357(3)
_cell_angle_gamma                90
_cell_volume                     2315.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6288
_cell_measurement_theta_min      3.09
_cell_measurement_theta_max      26.22

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             971
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.337
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6556
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19171
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.441
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4067
_reflns_number_gt                3013
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0500P)²+0.7192P] 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_number_reflns         4067
_refine_ls_number_parameters     363
_refine_ls_number_restraints     109
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1165
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.065
_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
O1 O 1.0950(2) 0.43096(5) 0.96624(9) 0.0484(4) Uani 1 1 d . . . . .
O2 O 1.1628(3) 0.35228(6) 0.73977(9) 0.0621(5) Uani 1 1 d . . . . .
O5 O -0.2125(2) 0.57878(6) 0.65536(10) 0.0541(4) Uani 1 1 d . . . . .
O6 O 0.5457(10) 0.6387(3) 0.9793(5) 0.086(3) Uani 0.286(6) 1 d D . P . .
H6A H 0.667(8) 0.625(3) 0.978(4) 0.129 Uiso 0.286(6) 1 d D U P . .
H6B H 0.556(16) 0.6724(12) 0.988(8) 0.129 Uiso 0.286(6) 1 d D U P . .
N1 N 0.6091(3) 0.47917(6) 0.86932(10) 0.0409(4) Uani 1 1 d . . . . .
N2 N 0.7906(3) 0.47629(6) 0.92346(11) 0.0430(4) Uani 1 1 d D . . . .
H1 H 0.831(4) 0.5036(8) 0.9554(13) 0.064 Uiso 1 1 d D U . . .
N3 N 1.0076(3) 0.33983(6) 0.86787(9) 0.0367(4) Uani 1 1 d . . . . .
C1 C 0.9255(3) 0.43261(7) 0.92184(12) 0.0367(4) Uani 1 1 d . . . . .
C2 C 0.8549(3) 0.38575(7) 0.86299(13) 0.0415(5) Uani 1 1 d . . . . .
H2A H 0.711261 0.372773 0.877864 0.050 Uiso 1 1 calc R U . . .
H2B H 0.843874 0.399487 0.805110 0.050 Uiso 1 1 calc R U . . .
C3 C 1.0400(3) 0.30402(7) 0.93824(12) 0.0391(4) Uani 1 1 d . . . . .
C4 C 0.9349(4) 0.30422(9) 1.01320(14) 0.0628(7) Uani 1 1 d . . . . .
H4 H 0.821030 0.328828 1.022529 0.075 Uiso 1 1 calc R U . . .
C5 C 1.0049(5) 0.26623(11) 1.07476(16) 0.0757(8) Uani 1 1 d . . . . .
H5 H 0.937288 0.265632 1.126533 0.091 Uiso 1 1 calc R U . . .
C6 C 1.1718(5) 0.22950(10) 1.06107(16) 0.0722(7) Uani 1 1 d . . . . .
H6 H 1.216497 0.204802 1.103741 0.087 Uiso 1 1 calc R U . . .
C7 C 1.2732(4) 0.22890(9) 0.98481(14) 0.0572(6) Uani 1 1 d . . . . .
H7 H 1.384804 0.203698 0.975067 0.069 Uiso 1 1 calc R U . . .
C8 C 1.2059(3) 0.26647(7) 0.92322(12) 0.0398(5) Uani 1 1 d . . . . .
C9 C 1.2822(3) 0.27610(7) 0.83578(12) 0.0378(4) Uani 1 1 d D . . . .
C10 C 1.1478(3) 0.32776(7) 0.80634(12) 0.0386(4) Uani 1 1 d . . . . .
O3A O 1.2264(13) 0.2333(4) 0.7781(8) 0.0452(13) Uani 0.709(12) 1 d D U P A 1
O4A O 1.5085(10) 0.2844(4) 0.8356(10) 0.0561(19) Uani 0.709(12) 1 d D U P A 1
C11A C 1.5902(8) 0.2532(2) 0.7663(5) 0.0620(13) Uani 0.709(12) 1 d D U P A 1
H11A H 1.737954 0.240021 0.778644 0.074 Uiso 0.709(12) 1 calc R U P A 1
H11B H 1.586862 0.274828 0.714223 0.074 Uiso 0.709(12) 1 calc R U P A 1
C12A C 1.4251(12) 0.2053(3) 0.7613(5) 0.0587(16) Uani 0.709(12) 1 d D U P A 1
H12A H 1.418771 0.188204 0.705536 0.070 Uiso 0.709(12) 1 calc R U P A 1
H12B H 1.459644 0.177136 0.803881 0.070 Uiso 0.709(12) 1 calc R U P A 1
O3B O 1.245(3) 0.2296(11) 0.781(2) 0.047(3) Uani 0.291(12) 1 d D U P A 2
O4B O 1.504(2) 0.2899(10) 0.827(2) 0.054(3) Uani 0.291(12) 1 d D U P A 2
C11B C 1.6159(17) 0.2395(5) 0.8057(11) 0.060(2) Uani 0.291(12) 1 d D U P A 2
H11C H 1.648212 0.216657 0.855393 0.072 Uiso 0.291(12) 1 calc R U P A 2
H11D H 1.750429 0.247137 0.777298 0.072 Uiso 0.291(12) 1 calc R U P A 2
C12B C 1.447(3) 0.2125(8) 0.7464(13) 0.058(2) Uani 0.291(12) 1 d D U P A 2
H12C H 1.458637 0.225788 0.688656 0.070 Uiso 0.291(12) 1 calc R U P A 2
H12D H 1.461020 0.172311 0.746996 0.070 Uiso 0.291(12) 1 calc R U P A 2
C13 C 0.5023(3) 0.52453(8) 0.87238(13) 0.0431(5) Uani 1 1 d . . . . .
H13 H 0.549847 0.551819 0.910654 0.052 Uiso 1 1 calc R U . . .
C14 C 0.3089(3) 0.53516(7) 0.81824(12) 0.0383(4) Uani 1 1 d . . . . .
C15 C 0.2154(3) 0.58782(8) 0.81747(14) 0.0490(5) Uani 1 1 d . . . . .
H15 H 0.273207 0.614878 0.854093 0.059 Uiso 1 1 calc R U . . .
C16 C 0.0401(4) 0.60094(8) 0.76408(14) 0.0515(6) Uani 1 1 d . . . . .
H16 H -0.019390 0.636529 0.764461 0.062 Uiso 1 1 calc R U . . .
C17 C -0.0475(3) 0.56099(8) 0.70984(13) 0.0408(5) Uani 1 1 d . . . . .
C18 C 0.0375(3) 0.50752(8) 0.71167(13) 0.0445(5) Uani 1 1 d . . . . .
H18 H -0.025352 0.480032 0.677054 0.053 Uiso 1 1 calc R U . . .
C19 C 0.2149(3) 0.49528(8) 0.76488(13) 0.0441(5) Uani 1 1 d . . . . .
H19 H 0.272896 0.459537 0.765025 0.053 Uiso 1 1 calc R U . . .
C20 C -0.2888(4) 0.54147(9) 0.59089(16) 0.0646(7) Uani 1 1 d . . . . .
H20A H -0.360941 0.509946 0.616044 0.078 Uiso 1 1 calc R U . . .
H20B H -0.166796 0.527795 0.559455 0.078 Uiso 1 1 calc R U . . .
C21 C -0.4464(3) 0.57203(8) 0.53266(14) 0.0480(5) Uani 1 1 d . . . . .
C22 C -0.6405(4) 0.59118(10) 0.56166(15) 0.0585(6) Uani 1 1 d . . . . .
H22 H -0.672866 0.585918 0.618235 0.070 Uiso 1 1 calc R U . . .
C23 C -0.7880(4) 0.61817(11) 0.50777(18) 0.0691(7) Uani 1 1 d . . . . .
H23 H -0.918491 0.631465 0.528281 0.083 Uiso 1 1 calc R U . . .
C24 C -0.7435(4) 0.62552(10) 0.42427(17) 0.0659(7) Uani 1 1 d . . . . .
H24 H -0.845203 0.642921 0.387672 0.079 Uiso 1 1 calc R U . . .
C25 C -0.5500(4) 0.60729(10) 0.39479(16) 0.0627(6) Uani 1 1 d . . . . .
H25 H -0.518445 0.612658 0.338157 0.075 Uiso 1 1 calc R U . . .
C26 C -0.4009(4) 0.58088(9) 0.44893(16) 0.0581(6) Uani 1 1 d . . . . .
H26 H -0.268079 0.568915 0.428694 0.070 Uiso 1 1 calc R U . . .


_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
O1 C1 1.227(2) . ?
O2 C10 1.210(2) . ?
O5 C17 1.367(2) . ?
O5 C20 1.420(2) . ?
O6 H6A 0.81(2) . ?
O6 H6B 0.82(2) . ?
N1 C13 1.273(2) . ?
N1 N2 1.374(2) . ?
N2 C1 1.337(2) . ?
N2 H1 0.858(16) . ?
N3 C10 1.352(2) . ?
N3 C3 1.412(2) . ?
N3 C2 1.446(2) . ?
C1 C2 1.511(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.368(3) . ?
C3 C8 1.386(3) . ?
C4 C5 1.388(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.375(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.377(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.491(3) . ?
C9 O4A 1.398(6) . ?
C9 O3A 1.406(6) . ?
C9 O4B 1.410(13) . ?
C9 O3B 1.425(13) . ?
C9 C10 1.550(3) . ?
O3A C12A 1.424(7) . ?
O4A C11A 1.433(9) . ?
C11A C12A 1.533(7) . ?
C11A H11A 0.9700 . ?
C11A H11B 0.9700 . ?
C12A H12A 0.9700 . ?
C12A H12B 0.9700 . ?
O3B C12B 1.430(15) . ?
O4B C11B 1.438(16) . ?
C11B C12B 1.512(15) . ?
C11B H11C 0.9700 . ?
C11B H11D 0.9700 . ?
C12B H12C 0.9700 . ?
C12B H12D 0.9700 . ?
C13 C14 1.452(3) . ?
C13 H13 0.9300 . ?
C14 C19 1.385(3) . ?
C14 C15 1.389(3) . ?
C15 C16 1.372(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(3) . ?
C18 C19 1.376(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.496(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.369(3) . ?
C21 C26 1.376(3) . ?
C22 C23 1.376(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.366(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.361(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.378(3) . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?

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
C17 O5 C20 117.66(15) . . ?
H6A O6 H6B 110(4) . . ?
C13 N1 N2 114.97(16) . . ?
C1 N2 N1 120.75(15) . . ?
C1 N2 H1 116.8(16) . . ?
N1 N2 H1 122.1(16) . . ?
C10 N3 C3 111.08(15) . . ?
C10 N3 C2 123.55(16) . . ?
C3 N3 C2 125.27(16) . . ?
O1 C1 N2 121.46(16) . . ?
O1 C1 C2 122.62(16) . . ?
N2 C1 C2 115.92(16) . . ?
N3 C2 C1 111.70(15) . . ?
N3 C2 H2A 109.3 . . ?
C1 C2 H2A 109.3 . . ?
N3 C2 H2B 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
C4 C3 C8 121.53(18) . . ?
C4 C3 N3 128.35(18) . . ?
C8 C3 N3 110.11(16) . . ?
C3 C4 C5 117.3(2) . . ?
C3 C4 H4 121.3 . . ?
C5 C4 H4 121.3 . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 C8 118.5(2) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
C7 C8 C3 120.48(19) . . ?
C7 C8 C9 131.13(19) . . ?
C3 C8 C9 108.39(16) . . ?
O4A C9 O3A 108.5(5) . . ?
O4B C9 O3B 104.9(11) . . ?
O4A C9 C8 111.8(7) . . ?
O3A C9 C8 114.1(6) . . ?
O4B C9 C8 117.6(16) . . ?
O3B C9 C8 112.9(16) . . ?
O4A C9 C10 113.4(6) . . ?
O3A C9 C10 106.3(5) . . ?
O4B C9 C10 106.5(13) . . ?
O3B C9 C10 112.2(14) . . ?
C8 C9 C10 102.65(14) . . ?
O2 C10 N3 126.15(18) . . ?
O2 C10 C9 126.30(18) . . ?
N3 C10 C9 107.54(15) . . ?
C9 O3A C12A 106.3(5) . . ?
C9 O4A C11A 107.6(6) . . ?
O4A C11A C12A 100.5(6) . . ?
O4A C11A H11A 111.7 . . ?
C12A C11A H11A 111.7 . . ?
O4A C11A H11B 111.7 . . ?
C12A C11A H11B 111.7 . . ?
H11A C11A H11B 109.4 . . ?
O3A C12A C11A 101.5(7) . . ?
O3A C12A H12A 111.5 . . ?
C11A C12A H12A 111.5 . . ?
O3A C12A H12B 111.5 . . ?
C11A C12A H12B 111.5 . . ?
H12A C12A H12B 109.3 . . ?
C9 O3B C12B 109.8(13) . . ?
C9 O4B C11B 107.0(12) . . ?
O4B C11B C12B 100.9(14) . . ?
O4B C11B H11C 111.6 . . ?
C12B C11B H11C 111.6 . . ?
O4B C11B H11D 111.6 . . ?
C12B C11B H11D 111.6 . . ?
H11C C11B H11D 109.4 . . ?
O3B C12B C11B 102.6(13) . . ?
O3B C12B H12C 111.2 . . ?
C11B C12B H12C 111.2 . . ?
O3B C12B H12D 111.2 . . ?
C11B C12B H12D 111.2 . . ?
H12C C12B H12D 109.2 . . ?
N1 C13 C14 122.35(18) . . ?
N1 C13 H13 118.8 . . ?
C14 C13 H13 118.8 . . ?
C19 C14 C15 117.76(18) . . ?
C19 C14 C13 122.84(17) . . ?
C15 C14 C13 119.37(17) . . ?
C16 C15 C14 121.73(18) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
C15 C16 C17 119.54(18) . . ?
C15 C16 H16 120.2 . . ?
C17 C16 H16 120.2 . . ?
O5 C17 C16 115.39(16) . . ?
O5 C17 C18 124.72(18) . . ?
C16 C17 C18 119.86(18) . . ?
C19 C18 C17 119.75(18) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C14 121.28(17) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
O5 C20 C21 108.24(17) . . ?
O5 C20 H20A 110.1 . . ?
C21 C20 H20A 110.1 . . ?
O5 C20 H20B 110.1 . . ?
C21 C20 H20B 110.1 . . ?
H20A C20 H20B 108.4 . . ?
C22 C21 C26 118.7(2) . . ?
C22 C21 C20 120.4(2) . . ?
C26 C21 C20 120.9(2) . . ?
C21 C22 C23 120.5(2) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 119.8(2) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C24 C25 C26 120.0(2) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C21 C26 C25 120.7(2) . . ?
C21 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?

_refine_diff_density_max         0.149
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_AL_4NO2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2401918'
loop_
_audit_author_name
_audit_author_address
'Muhammad Usman Anwar'
;University of Nizwa
Oman
;
_audit_update_record             
;
2024-11-17 deposited with the CCDC.	2025-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/1
_shelx_SHELXL_version_number     2019/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H16 N4 O6'
_chemical_formula_sum            'C19 H16 N4 O6'
_chemical_formula_weight         396.36

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   11.3766(9)
_cell_length_b                   15.4494(10)
_cell_length_c                   20.4864(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3600.7(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    47053
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      26.49

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_F_000             1648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.112
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6594
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            47053
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.983
_diffrn_reflns_theta_max         26.489
_diffrn_reflns_theta_full        25.243
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3711
_reflns_number_gt                2686
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0506P)²+2.6867P] 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_number_reflns         3711
_refine_ls_number_parameters     265
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1358
_refine_ls_wR_factor_gt          0.1154
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_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
O1 O 0.23394(15) 0.74844(11) 0.47408(8) 0.0469(4) Uani 1 1 d . . . . .
O2 O 0.9111(2) 0.32210(16) 0.36215(13) 0.0826(7) Uani 1 1 d . . . . .
O3 O 1.01582(18) 0.36216(15) 0.44365(13) 0.0817(7) Uani 1 1 d . . . . .
O4 O 0.07654(17) 0.58886(11) 0.36082(10) 0.0567(5) Uani 1 1 d . . . . .
O5 O -0.08081(13) 0.74440(10) 0.38292(7) 0.0376(4) Uani 1 1 d . . . . .
O6 O -0.08014(14) 0.69782(11) 0.27812(7) 0.0414(4) Uani 1 1 d . . . . .
N1 N 0.40389(16) 0.67638(12) 0.48200(9) 0.0341(4) Uani 1 1 d D . . . .
H1 H 0.416(2) 0.6970(16) 0.5199(9) 0.051 Uiso 1 1 d D U . . .
N2 N 0.48447(15) 0.62183(11) 0.45448(9) 0.0313(4) Uani 1 1 d . . . . .
N3 N 0.19434(17) 0.70882(12) 0.34828(9) 0.0367(5) Uani 1 1 d . . . . .
N4 N 0.92687(19) 0.36608(14) 0.41067(13) 0.0525(6) Uani 1 1 d . . . . .
C1 C 0.30899(19) 0.70408(13) 0.44870(11) 0.0326(5) Uani 1 1 d . . . . .
C2 C 0.57055(18) 0.60051(13) 0.49094(11) 0.0310(5) Uani 1 1 d . . . . .
H2 H 0.575853 0.624019 0.532625 0.037 Uiso 1 1 calc R U . . .
C3 C 0.66087(18) 0.54027(13) 0.46899(10) 0.0290(5) Uani 1 1 d . . . . .
C4 C 0.6539(2) 0.49817(15) 0.40882(11) 0.0379(5) Uani 1 1 d . . . . .
H4 H 0.590532 0.508880 0.381279 0.046 Uiso 1 1 calc R U . . .
C5 C 0.7404(2) 0.44072(15) 0.38997(12) 0.0420(6) Uani 1 1 d . . . . .
H5 H 0.735400 0.412046 0.350155 0.050 Uiso 1 1 calc R U . . .
C6 C 0.83400(19) 0.42660(14) 0.43101(12) 0.0375(5) Uani 1 1 d . . . . .
C7 C 0.8436(2) 0.46674(15) 0.49047(12) 0.0395(6) Uani 1 1 d . . . . .
H7 H 0.907669 0.456065 0.517519 0.047 Uiso 1 1 calc R U . . .
C8 C 0.75591(19) 0.52344(15) 0.50928(11) 0.0360(5) Uani 1 1 d . . . . .
H8 H 0.760815 0.550729 0.549649 0.043 Uiso 1 1 calc R U . . .
C9 C 0.3012(2) 0.67549(16) 0.37757(11) 0.0393(6) Uani 1 1 d . . . . .
H9A H 0.368949 0.696851 0.353730 0.047 Uiso 1 1 calc R U . . .
H9B H 0.301526 0.612787 0.375210 0.047 Uiso 1 1 calc R U . . .
C10 C 0.17842(19) 0.79582(14) 0.32819(10) 0.0323(5) Uani 1 1 d . . . . .
C11 C 0.2612(2) 0.85993(16) 0.32257(11) 0.0428(6) Uani 1 1 d . . . . .
H11 H 0.339409 0.850238 0.333628 0.051 Uiso 1 1 calc R U . . .
C12 C 0.2238(2) 0.93961(17) 0.29978(12) 0.0485(7) Uani 1 1 d . . . . .
H12 H 0.278003 0.984342 0.295779 0.058 Uiso 1 1 calc R U . . .
C13 C 0.1076(2) 0.95458(16) 0.28275(13) 0.0487(6) Uani 1 1 d . . . . .
H13 H 0.085031 1.008537 0.267019 0.058 Uiso 1 1 calc R U . . .
C14 C 0.0254(2) 0.88929(15) 0.28915(11) 0.0401(6) Uani 1 1 d . . . . .
H14 H -0.052770 0.898830 0.278036 0.048 Uiso 1 1 calc R U . . .
C15 C 0.06127(19) 0.80983(14) 0.31227(10) 0.0314(5) Uani 1 1 d . . . . .
C16 C -0.00734(19) 0.73022(14) 0.32798(10) 0.0311(5) Uani 1 1 d . . . . .
C17 C 0.0904(2) 0.66459(15) 0.34764(11) 0.0382(5) Uani 1 1 d . . . . .
C18 C -0.1715(2) 0.68017(17) 0.37856(12) 0.0455(6) Uani 1 1 d . . . . .
H18A H -0.242721 0.699216 0.400226 0.055 Uiso 1 1 calc R U . . .
H18B H -0.146195 0.625682 0.397442 0.055 Uiso 1 1 calc R U . . .
C19 C -0.1893(2) 0.6723(2) 0.30677(13) 0.0534(7) Uani 1 1 d . . . . .
H19A H -0.208390 0.613082 0.295014 0.064 Uiso 1 1 calc R U . . .
H19B H -0.252469 0.709813 0.292323 0.064 Uiso 1 1 calc R U . . .


_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
O1 C1 1.212(3) . ?
O2 N4 1.217(3) . ?
O3 N4 1.218(3) . ?
O4 C17 1.211(3) . ?
O5 C16 1.419(3) . ?
O5 C18 1.434(3) . ?
O6 C16 1.407(3) . ?
O6 C19 1.429(3) . ?
N1 C1 1.347(3) . ?
N1 N2 1.367(2) . ?
N2 C2 1.275(3) . ?
N3 C17 1.366(3) . ?
N3 C10 1.417(3) . ?
N3 C9 1.451(3) . ?
N4 C6 1.471(3) . ?
C1 C9 1.525(3) . ?
C2 C3 1.457(3) . ?
C3 C8 1.385(3) . ?
C3 C4 1.396(3) . ?
C4 C5 1.380(3) . ?
C5 C6 1.374(3) . ?
C6 C7 1.371(3) . ?
C7 C8 1.383(3) . ?
C10 C11 1.372(3) . ?
C10 C15 1.389(3) . ?
C11 C12 1.384(4) . ?
C12 C13 1.386(4) . ?
C13 C14 1.382(4) . ?
C14 C15 1.378(3) . ?
C15 C16 1.492(3) . ?
C16 C17 1.558(3) . ?
C18 C19 1.490(4) . ?

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
C16 O5 C18 105.51(16) . . ?
C16 O6 C19 108.16(17) . . ?
C1 N1 N2 121.64(18) . . ?
C2 N2 N1 115.64(18) . . ?
C17 N3 C10 111.17(18) . . ?
C17 N3 C9 123.51(19) . . ?
C10 N3 C9 124.3(2) . . ?
O2 N4 O3 123.2(2) . . ?
O2 N4 C6 118.7(2) . . ?
O3 N4 C6 118.1(2) . . ?
O1 C1 N1 121.8(2) . . ?
O1 C1 C9 122.2(2) . . ?
N1 C1 C9 115.99(19) . . ?
N2 C2 C3 121.73(19) . . ?
C8 C3 C4 118.9(2) . . ?
C8 C3 C2 119.11(19) . . ?
C4 C3 C2 121.98(19) . . ?
C5 C4 C3 120.4(2) . . ?
C6 C5 C4 118.9(2) . . ?
C7 C6 C5 122.2(2) . . ?
C7 C6 N4 118.8(2) . . ?
C5 C6 N4 119.0(2) . . ?
C6 C7 C8 118.4(2) . . ?
C7 C8 C3 121.1(2) . . ?
N3 C9 C1 109.94(18) . . ?
C11 C10 C15 121.8(2) . . ?
C11 C10 N3 128.4(2) . . ?
C15 C10 N3 109.79(19) . . ?
C10 C11 C12 117.3(2) . . ?
C11 C12 C13 121.8(2) . . ?
C14 C13 C12 120.0(2) . . ?
C15 C14 C13 118.9(2) . . ?
C14 C15 C10 120.2(2) . . ?
C14 C15 C16 130.8(2) . . ?
C10 C15 C16 108.84(19) . . ?
O6 C16 O5 106.50(16) . . ?
O6 C16 C15 116.40(17) . . ?
O5 C16 C15 110.61(17) . . ?
O6 C16 C17 112.11(17) . . ?
O5 C16 C17 108.41(17) . . ?
C15 C16 C17 102.65(17) . . ?
O4 C17 N3 126.4(2) . . ?
O4 C17 C16 126.4(2) . . ?
N3 C17 C16 107.14(19) . . ?
O5 C18 C19 102.49(19) . . ?
O6 C19 C18 105.33(19) . . ?

_refine_diff_density_max         0.189
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.047



####################################################################### 
# 
# 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_AL_3OH_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2401917'
loop_
_audit_author_name
_audit_author_address
'Muhammad Usman Anwar'
;University of Nizwa
Oman
;
_audit_update_record             
;
2024-11-17 deposited with the CCDC.	2025-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H17 N3 O5'
_chemical_formula_sum            'C19 H17 N3 O5'
_chemical_formula_weight         367.35

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.995(3)
_cell_length_b                   14.110(3)
_cell_length_c                   9.660(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.684(17)
_cell_angle_gamma                90
_cell_volume                     1734.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6709
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      24.04

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6771
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30719
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.202
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_full        25.010
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             3026
_reflns_number_gt                2094
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0410P)²+1.4874P] 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_number_reflns         3026
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0958
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1363
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_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
O1 O 0.26051(16) 0.26291(14) 0.30008(19) 0.0503(5) Uani 1 1 d . . . . .
O2 O 0.1005(2) 0.05127(15) 0.1810(2) 0.0609(6) Uani 1 1 d D . . . .
H1B H 0.134(3) 0.090(2) 0.238(4) 0.091 Uiso 1 1 d D U . . .
O3 O 0.51644(18) 0.31256(16) 0.3887(2) 0.0619(6) Uani 1 1 d . . . . .
O4 O 0.43768(17) 0.42703(15) 0.1289(2) 0.0565(6) Uani 1 1 d . . . . .
O5 O 0.56708(15) 0.50352(14) 0.2757(2) 0.0537(6) Uani 1 1 d . . . . .
N1 N 0.23853(16) 0.19122(14) 0.5001(2) 0.0344(5) Uani 1 1 d . . . . .
H1 H 0.247476 0.192379 0.590796 0.041 Uiso 1 1 d R U . . .
N2 N 0.18527(16) 0.11850(15) 0.4231(2) 0.0335(5) Uani 1 1 d . . . . .
N3 N 0.38146(18) 0.40339(16) 0.4375(2) 0.0416(6) Uani 1 1 d . . . . .
C1 C 0.2765(2) 0.26047(18) 0.4286(3) 0.0330(6) Uani 1 1 d . . . . .
C2 C 0.15947(19) 0.04466(18) 0.4849(3) 0.0350(6) Uani 1 1 d . . . . .
H2 H 0.176176 0.039721 0.582900 0.042 Uiso 1 1 calc R U . . .
C3 C 0.10375(19) -0.03135(18) 0.3999(3) 0.0344(6) Uani 1 1 d . . . . .
C4 C 0.0763(2) -0.02592(19) 0.2529(3) 0.0410(7) Uani 1 1 d . . . . .
C5 C 0.0231(3) -0.0999(2) 0.1756(4) 0.0574(8) Uani 1 1 d . . . . .
H5 H 0.004947 -0.095547 0.077651 0.069 Uiso 1 1 calc R U . . .
C6 C -0.0030(3) -0.1797(2) 0.2425(4) 0.0575(9) Uani 1 1 d . . . . .
H6 H -0.038039 -0.229330 0.189436 0.069 Uiso 1 1 calc R U . . .
C7 C 0.0220(2) -0.1866(2) 0.3857(4) 0.0549(8) Uani 1 1 d . . . . .
H7 H 0.003202 -0.240337 0.430586 0.066 Uiso 1 1 calc R U . . .
C8 C 0.0755(2) -0.1133(2) 0.4648(3) 0.0475(7) Uani 1 1 d . . . . .
H8 H 0.092884 -0.118751 0.562732 0.057 Uiso 1 1 calc R U . . .
C9 C 0.3416(2) 0.3339(2) 0.5222(3) 0.0442(7) Uani 1 1 d . . . . .
H9A H 0.298741 0.364897 0.580077 0.053 Uiso 1 1 calc R U . . .
H9B H 0.399838 0.303006 0.584669 0.053 Uiso 1 1 calc R U . . .
C10 C 0.4625(2) 0.3833(2) 0.3715(3) 0.0424(7) Uani 1 1 d . . . . .
C11 C 0.4668(2) 0.46550(19) 0.2662(3) 0.0405(7) Uani 1 1 d . . . . .
C12 C 0.3858(2) 0.53327(19) 0.2965(3) 0.0423(7) Uani 1 1 d . . . . .
C13 C 0.3569(3) 0.6230(2) 0.2451(4) 0.0586(9) Uani 1 1 d . . . . .
H13 H 0.392364 0.652458 0.182426 0.070 Uiso 1 1 calc R U . . .
C14 C 0.2748(3) 0.6677(3) 0.2882(4) 0.0758(11) Uani 1 1 d . . . . .
H14 H 0.254999 0.728392 0.255531 0.091 Uiso 1 1 calc R U . . .
C15 C 0.2219(3) 0.6232(3) 0.3793(4) 0.0772(11) Uani 1 1 d . . . . .
H15 H 0.165339 0.653877 0.405235 0.093 Uiso 1 1 calc R U . . .
C16 C 0.2503(3) 0.5341(3) 0.4335(4) 0.0614(9) Uani 1 1 d . . . . .
H16 H 0.214364 0.504745 0.495672 0.074 Uiso 1 1 calc R U . . .
C17 C 0.3339(2) 0.4906(2) 0.3919(3) 0.0406(7) Uani 1 1 d . . . . .
C18 C 0.6188(3) 0.4468(3) 0.1876(4) 0.0747(11) Uani 1 1 d . . . . .
H18A H 0.669439 0.404724 0.244349 0.090 Uiso 1 1 calc R U . . .
H18B H 0.654912 0.486535 0.130748 0.090 Uiso 1 1 calc R U . . .
C19 C 0.5331(3) 0.3915(3) 0.0959(4) 0.0725(11) Uani 1 1 d . . . . .
H19A H 0.534040 0.401348 -0.003197 0.087 Uiso 1 1 calc R U . . .
H19B H 0.540875 0.324342 0.116732 0.087 Uiso 1 1 calc R U . . .


_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
O1 C1 1.217(3) . ?
O2 C4 1.362(3) . ?
O2 H1B 0.830(19) . ?
O3 C10 1.212(3) . ?
O4 C11 1.411(3) . ?
O4 C19 1.432(4) . ?
O5 C11 1.395(3) . ?
O5 C18 1.430(4) . ?
N1 C1 1.347(3) . ?
N1 N2 1.370(3) . ?
N1 H1 0.8600 . ?
N2 C2 1.279(3) . ?
N3 C10 1.366(4) . ?
N3 C17 1.408(4) . ?
N3 C9 1.439(3) . ?
C1 C9 1.516(4) . ?
C2 C3 1.452(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(4) . ?
C3 C8 1.400(4) . ?
C4 C5 1.384(4) . ?
C5 C6 1.376(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.359(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.386(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.551(4) . ?
C11 C12 1.494(4) . ?
C12 C13 1.383(4) . ?
C12 C17 1.386(4) . ?
C13 C14 1.375(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.376(4) . ?
C16 H16 0.9300 . ?
C18 C19 1.494(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?

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 O2 H1B 109(3) . . ?
C11 O4 C19 105.3(2) . . ?
C11 O5 C18 106.9(2) . . ?
C1 N1 N2 117.5(2) . . ?
C1 N1 H1 121.4 . . ?
N2 N1 H1 121.1 . . ?
C2 N2 N1 120.6(2) . . ?
C10 N3 C17 111.5(2) . . ?
C10 N3 C9 121.6(2) . . ?
C17 N3 C9 126.0(2) . . ?
O1 C1 N1 122.7(2) . . ?
O1 C1 C9 123.2(2) . . ?
N1 C1 C9 114.1(2) . . ?
N2 C2 C3 119.1(2) . . ?
N2 C2 H2 120.5 . . ?
C3 C2 H2 120.5 . . ?
C4 C3 C8 117.7(2) . . ?
C4 C3 C2 122.0(2) . . ?
C8 C3 C2 120.2(3) . . ?
O2 C4 C5 118.0(3) . . ?
O2 C4 C3 121.7(2) . . ?
C5 C4 C3 120.3(3) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 120.4(3) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 119.9(3) . . ?
C6 C7 H7 120.1 . . ?
C8 C7 H7 120.1 . . ?
C7 C8 C3 121.2(3) . . ?
C7 C8 H8 119.4 . . ?
C3 C8 H8 119.4 . . ?
N3 C9 C1 110.4(2) . . ?
N3 C9 H9A 109.6 . . ?
C1 C9 H9A 109.6 . . ?
N3 C9 H9B 109.6 . . ?
C1 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
O3 C10 N3 125.9(3) . . ?
O3 C10 C11 127.5(3) . . ?
N3 C10 C11 106.5(2) . . ?
O5 C11 O4 106.2(2) . . ?
O5 C11 C12 115.3(2) . . ?
O4 C11 C12 111.4(2) . . ?
O5 C11 C10 113.7(2) . . ?
O4 C11 C10 106.9(2) . . ?
C12 C11 C10 103.3(2) . . ?
C13 C12 C17 120.1(3) . . ?
C13 C12 C11 131.8(3) . . ?
C17 C12 C11 108.1(2) . . ?
C14 C13 C12 118.9(3) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C15 C14 C13 120.2(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 121.9(3) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C17 C16 C15 117.4(3) . . ?
C17 C16 H16 121.3 . . ?
C15 C16 H16 121.3 . . ?
C16 C17 C12 121.4(3) . . ?
C16 C17 N3 128.4(3) . . ?
C12 C17 N3 110.2(2) . . ?
O5 C18 C19 105.2(3) . . ?
O5 C18 H18A 110.7 . . ?
C19 C18 H18A 110.7 . . ?
O5 C18 H18B 110.7 . . ?
C19 C18 H18B 110.7 . . ?
H18A C18 H18B 108.8 . . ?
O4 C19 C18 105.1(3) . . ?
O4 C19 H19A 110.7 . . ?
C18 C19 H19A 110.7 . . ?
O4 C19 H19B 110.7 . . ?
C18 C19 H19B 110.7 . . ?
H19A C19 H19B 108.8 . . ?

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
C1 N1 N2 C2 170.7(2) . . . . ?
N2 N1 C1 O1 3.9(4) . . . . ?
N2 N1 C1 C9 -175.4(2) . . . . ?
N1 N2 C2 C3 -179.6(2) . . . . ?
N2 C2 C3 C4 -0.8(4) . . . . ?
N2 C2 C3 C8 179.4(2) . . . . ?
C8 C3 C4 O2 179.9(3) . . . . ?
C2 C3 C4 O2 0.0(4) . . . . ?
C8 C3 C4 C5 -0.1(4) . . . . ?
C2 C3 C4 C5 -180.0(3) . . . . ?
O2 C4 C5 C6 179.8(3) . . . . ?
C3 C4 C5 C6 -0.2(5) . . . . ?
C4 C5 C6 C7 0.8(5) . . . . ?
C5 C6 C7 C8 -0.9(5) . . . . ?
C6 C7 C8 C3 0.6(4) . . . . ?
C4 C3 C8 C7 -0.1(4) . . . . ?
C2 C3 C8 C7 179.8(3) . . . . ?
C10 N3 C9 C1 -74.6(3) . . . . ?
C17 N3 C9 C1 93.7(3) . . . . ?
O1 C1 C9 N3 -0.9(4) . . . . ?
N1 C1 C9 N3 178.3(2) . . . . ?
C17 N3 C10 O3 -178.9(3) . . . . ?
C9 N3 C10 O3 -9.1(4) . . . . ?
C17 N3 C10 C11 -2.0(3) . . . . ?
C9 N3 C10 C11 167.9(2) . . . . ?
C18 O5 C11 O4 -31.2(3) . . . . ?
C18 O5 C11 C12 -155.0(3) . . . . ?
C18 O5 C11 C10 86.0(3) . . . . ?
C19 O4 C11 O5 34.4(3) . . . . ?
C19 O4 C11 C12 160.6(2) . . . . ?
C19 O4 C11 C10 -87.3(3) . . . . ?
O3 C10 C11 O5 -52.4(4) . . . . ?
N3 C10 C11 O5 130.8(2) . . . . ?
O3 C10 C11 O4 64.4(4) . . . . ?
N3 C10 C11 O4 -112.4(2) . . . . ?
O3 C10 C11 C12 -178.0(3) . . . . ?
N3 C10 C11 C12 5.2(3) . . . . ?
O5 C11 C12 C13 50.4(4) . . . . ?
O4 C11 C12 C13 -70.7(4) . . . . ?
C10 C11 C12 C13 175.0(3) . . . . ?
O5 C11 C12 C17 -131.1(2) . . . . ?
O4 C11 C12 C17 107.8(3) . . . . ?
C10 C11 C12 C17 -6.6(3) . . . . ?
C17 C12 C13 C14 -1.3(5) . . . . ?
C11 C12 C13 C14 177.1(3) . . . . ?
C12 C13 C14 C15 -0.8(6) . . . . ?
C13 C14 C15 C16 1.8(6) . . . . ?
C14 C15 C16 C17 -0.5(6) . . . . ?
C15 C16 C17 C12 -1.7(5) . . . . ?
C15 C16 C17 N3 176.1(3) . . . . ?
C13 C12 C17 C16 2.6(4) . . . . ?
C11 C12 C17 C16 -176.1(3) . . . . ?
C13 C12 C17 N3 -175.6(3) . . . . ?
C11 C12 C17 N3 5.8(3) . . . . ?
C10 N3 C17 C16 179.7(3) . . . . ?
C9 N3 C17 C16 10.4(5) . . . . ?
C10 N3 C17 C12 -2.3(3) . . . . ?
C9 N3 C17 C12 -171.6(2) . . . . ?
C11 O5 C18 C19 15.6(4) . . . . ?
C11 O4 C19 C18 -23.8(3) . . . . ?
O5 C18 C19 O4 5.2(4) . . . . ?

_refine_diff_density_max         0.166
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.047



