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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cu_PKP_28092022_TVK_DNAP_AM_OXD_cu2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2287540'
loop_
_audit_author_name
_audit_author_address
'Dheeraj Kumar'
;Indian Institute of Technology Roorkee
India
;
_audit_update_record             
;
2023-08-08 deposited with the CCDC.	2023-11-01 downloaded from the CCDC.
;
_audit_creation_date             2023-06-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H4 N10 O5'
_chemical_formula_sum            'C6 H4 N10 O5'
_chemical_formula_weight         296.19
_chemical_absolute_configuration ?
_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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   14.708(3)
_cell_length_b                   5.921(2)
_cell_length_c                   25.458(5)
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 90.00(3)
_cell_angle_gamma                90.00(3)
_cell_volume                     2216.9(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9155
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      60.15
_cell_measurement_theta_min      3.48
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.956
_exptl_absorpt_coefficient_mu    1.368
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.775
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       CUBIC
_exptl_crystal_F_000             1200.0
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.108
_exptl_crystal_size_min          0.102
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26328
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        60.029
_diffrn_reflns_theta_max         60.029
_diffrn_reflns_theta_min         3.472
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.928
_reflns_Friedel_fraction_full    0.968
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                3200
_reflns_number_total             3239
_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       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 
;
 Flack x determined using 1496 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.23(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         3239
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0423
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.048
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1167
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H3A(0.045) H3AB(0.045) H4A(0.047) H4AB(0.047)
 Fixed X: H3A(1.007542) H3AB(1.032773) H4A(0.135102) H4AB(0.161134)
 Fixed Y: H3A(1.241053) H3AB(1.082975) H4A(0.397407) H4AB(0.247457)
 Fixed Z: H3A(0.664644) H3AB(0.617212) H4A(0.386398) H4AB(0.337832)
;
_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
O1 O 0.7128(3) 1.6070(7) 0.66126(18) 0.0791(13) Uani 1 1 d . . . . .
O2 O 0.6339(3) 1.4717(7) 0.5984(2) 0.0795(13) Uani 1 1 d . . . . .
O3 O 0.8311(3) 0.6908(5) 0.54290(14) 0.0588(9) Uani 1 1 d . . . . .
O4 O 0.9678(3) 0.7878(7) 0.56600(19) 0.0798(13) Uani 1 1 d . . . . .
O5 O 0.93702(17) 0.6276(5) 0.72638(12) 0.0402(7) Uani 1 1 d . . . . .
N1 N 0.6996(2) 1.4721(6) 0.62600(16) 0.0452(8) Uani 1 1 d . . . . .
N2 N 0.8838(3) 0.8199(6) 0.56395(15) 0.0437(9) Uani 1 1 d . . . . .
N3 N 0.6840(2) 1.0595(7) 0.55465(14) 0.0502(10) Uani 1 1 d . . . . .
N4 N 0.6879(2) 0.9218(6) 0.51775(14) 0.0430(8) Uani 1 1 d . . . . .
N5 N 0.6766(3) 0.8095(7) 0.48258(19) 0.0619(11) Uani 1 1 d . . . . .
N6 N 0.8970(2) 1.1453(6) 0.62207(13) 0.0353(7) Uani 1 1 d . . . . .
N7 N 0.8485(2) 1.3190(6) 0.64038(13) 0.0379(8) Uani 1 1 d . . . . .
N8 N 1.0616(2) 0.8228(6) 0.70574(15) 0.0414(8) Uani 1 1 d . . . . .
N9 N 0.9103(2) 0.8021(6) 0.69082(13) 0.0391(8) Uani 1 1 d . . . . .
N10 N 1.0685(3) 0.5039(7) 0.76312(16) 0.0463(10) Uani 1 1 d . . . . .
H1 H 1.112(4) 0.531(8) 0.767(2) 0.040(15) Uiso 1 1 d . . . . .
H10 H 1.039(4) 0.424(11) 0.785(2) 0.062(17) Uiso 1 1 d . . . . .
C1 C 0.7683(3) 1.3006(6) 0.61652(16) 0.0357(9) Uani 1 1 d . . . . .
C2 C 0.7619(3) 1.1143(6) 0.58237(15) 0.0353(8) Uani 1 1 d . . . . .
C3 C 0.8482(2) 1.0177(7) 0.58799(14) 0.0336(8) Uani 1 1 d . . . . .
C4 C 0.9889(3) 1.1084(8) 0.64505(15) 0.0374(9) Uani 1 1 d . . . . .
H3A H 1.007542 1.241053 0.664644 0.045 Uiso 1 1 calc R U . . .
H3AB H 1.032773 1.082975 0.617212 0.045 Uiso 1 1 calc R U . . .
C5 C 0.9859(2) 0.9054(7) 0.68111(14) 0.0305(8) Uani 1 1 d . . . . .
C6 C 1.0276(3) 0.6512(7) 0.73276(15) 0.0341(8) Uani 1 1 d . . . . .
O1_1 O 0.4534(3) -0.1202(7) 0.34618(19) 0.0774(12) Uani 1 1 d . . . . .
O2_1 O 0.5256(2) 0.0008(5) 0.41361(15) 0.0592(9) Uani 1 1 d . . . . .
O3_1 O 0.3348(2) 0.8033(5) 0.46129(13) 0.0528(8) Uani 1 1 d . . . . .
O4_1 O 0.2030(2) 0.7201(7) 0.43133(17) 0.0752(12) Uani 1 1 d . . . . .
O5_1 O 0.12490(19) 0.8717(5) 0.28188(11) 0.0417(7) Uani 1 1 d . . . . .
N1_1 N 0.4639(2) 0.0108(6) 0.38217(15) 0.0442(8) Uani 1 1 d . . . . .
N2_1 N 0.2822(2) 0.6779(6) 0.43694(14) 0.0396(8) Uani 1 1 d . . . . .
N3_1 N 0.4831(2) 0.4391(7) 0.44811(15) 0.0487(9) Uani 1 1 d . . . . .
N4_1 N 0.4808(2) 0.5768(6) 0.48546(15) 0.0429(8) Uani 1 1 d . . . . .
N5_1 N 0.4937(3) 0.6901(7) 0.51933(18) 0.0568(11) Uani 1 1 d . . . . .
N6_1 N 0.2695(2) 0.3485(5) 0.37949(12) 0.0339(7) Uani 1 1 d . . . . .
N7_1 N 0.3191(2) 0.1730(5) 0.36351(13) 0.0367(8) Uani 1 1 d . . . . .
N8_1 N 0.2453(2) 0.6554(6) 0.29385(14) 0.0385(8) Uani 1 1 d . . . . .
N9_1 N 0.1003(2) 0.7011(6) 0.31926(13) 0.0395(8) Uani 1 1 d . . . . .
N10_1 N 0.2529(3) 0.9757(7) 0.23708(15) 0.0459(8) Uani 1 1 d . . . . .
C1_1 C 0.3984(3) 0.1915(6) 0.38856(16) 0.0368(9) Uani 1 1 d . . . . .
C2_1 C 0.4046(3) 0.3813(6) 0.42073(14) 0.0329(8) Uani 1 1 d . . . . .
C3_1 C 0.3194(2) 0.4808(6) 0.41358(14) 0.0315(8) Uani 1 1 d . . . . .
C4_1 C 0.1782(3) 0.3802(7) 0.35786(17) 0.0390(9) Uani 1 1 d . . . . .
C5_1 C 0.1743(2) 0.5826(7) 0.32335(14) 0.0314(8) Uani 1 1 d . . . . .
C6_1 C 0.2121(3) 0.8335(7) 0.26959(16) 0.0372(9) Uani 1 1 d . . . . .
H1_1 H 0.319(6) 1.002(13) 0.236(3) 0.10(2) Uiso 1 1 d . . . . .
H4A_1 H 0.135102 0.397407 0.386398 0.047 Uiso 1 1 calc R U . . .
H4AB_1 H 0.161134 0.247457 0.337832 0.047 Uiso 1 1 calc R U . . .
H5_1 H 0.229(4) 1.116(12) 0.222(3) 0.078(18) Uiso 1 1 d . . . . .


_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 N1 1.217(5) . ?
O2 N1 1.196(5) . ?
O3 N2 1.214(5) . ?
O4 N2 1.251(5) . ?
O5 N9 1.429(4) . ?
O5 C6 1.349(5) . ?
N3 N4 1.245(5) . ?
N4 N5 1.127(6) . ?
N6 N7 1.336(5) . ?
N6 C3 1.357(5) . ?
N8 C5 1.368(5) . ?
N10 H1 0.67(6) . ?
N10 H10 0.85(7) . ?
C1 N1 1.452(5) . ?
C1 N7 1.332(5) . ?
C1 C2 1.408(6) . ?
C2 N3 1.383(5) . ?
C2 C3 1.399(6) . ?
C3 N2 1.422(5) . ?
C4 N6 1.489(5) . ?
C4 H3A 0.9700 . ?
C4 H3AB 0.9700 . ?
C5 N9 1.294(5) . ?
C5 C4 1.513(5) . ?
C6 N8 1.325(5) . ?
C6 N10 1.312(6) . ?
O1_1 N1_1 1.211(5) . ?
O2_1 N1_1 1.211(5) . ?
O3_1 N2_1 1.239(5) . ?
O4_1 N2_1 1.200(5) . ?
O5_1 N9_1 1.434(4) . ?
O5_1 C6_1 1.340(5) . ?
N3_1 N4_1 1.253(6) . ?
N4_1 N5_1 1.109(5) . ?
N6_1 N7_1 1.333(5) . ?
N6_1 C3_1 1.380(5) . ?
N6_1 C4_1 1.463(5) . ?
N7_1 C1_1 1.333(6) . ?
N8_1 C5_1 1.357(5) . ?
N8_1 C6_1 1.316(6) . ?
N9_1 C5_1 1.299(5) . ?
N10_1 C6_1 1.324(6) . ?
N10_1 H1_1 0.98(9) . ?
N10_1 H5_1 0.98(7) . ?
C1_1 N1_1 1.449(6) . ?
C2_1 N3_1 1.390(6) . ?
C2_1 C1_1 1.393(6) . ?
C3_1 N2_1 1.420(5) . ?
C3_1 C2_1 1.397(5) . ?
C4_1 C5_1 1.487(6) . ?
C4_1 H4A_1 0.9700 . ?
C4_1 H4AB_1 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
C6 O5 N9 105.9(3) . . ?
O1 N1 C1 118.1(4) . . ?
O2 N1 O1 124.3(4) . . ?
O2 N1 C1 117.6(4) . . ?
O3 N2 O4 123.6(4) . . ?
O3 N2 C3 118.2(4) . . ?
O4 N2 C3 118.2(4) . . ?
N4 N3 C2 120.0(4) . . ?
N5 N4 N3 168.1(4) . . ?
N7 N6 C3 111.6(3) . . ?
N7 N6 C4 117.5(3) . . ?
C3 N6 C4 130.6(3) . . ?
C1 N7 N6 104.6(3) . . ?
C6 N8 C5 101.8(3) . . ?
C5 N9 O5 103.0(3) . . ?
H1 N10 H10 122(6) . . ?
C6 N10 H1 112(4) . . ?
C6 N10 H10 121(4) . . ?
N7 C1 N1 118.9(4) . . ?
N7 C1 C2 113.9(3) . . ?
C2 C1 N1 127.2(4) . . ?
N3 C2 C1 123.6(4) . . ?
N3 C2 C3 135.0(4) . . ?
C3 C2 C1 101.3(3) . . ?
N6 C3 N2 122.6(3) . . ?
N6 C3 C2 108.6(3) . . ?
C2 C3 N2 128.8(4) . . ?
N6 C4 H3A 109.8 . . ?
N6 C4 H3AB 109.8 . . ?
N6 C4 C5 109.2(3) . . ?
H3A C4 H3AB 108.3 . . ?
C5 C4 H3A 109.8 . . ?
C5 C4 H3AB 109.8 . . ?
N8 C5 C4 122.6(3) . . ?
N9 C5 N8 116.3(4) . . ?
N9 C5 C4 121.1(3) . . ?
N8 C6 O5 113.0(3) . . ?
N10 C6 O5 117.1(4) . . ?
N10 C6 N8 130.0(4) . . ?
C6_1 O5_1 N9_1 106.1(3) . . ?
O1_1 N1_1 O2_1 124.4(4) . . ?
O1_1 N1_1 C1_1 118.2(4) . . ?
O2_1 N1_1 C1_1 117.4(4) . . ?
O3_1 N2_1 C3_1 117.4(3) . . ?
O4_1 N2_1 O3_1 122.8(3) . . ?
O4_1 N2_1 C3_1 119.7(3) . . ?
N4_1 N3_1 C2_1 121.2(3) . . ?
N5_1 N4_1 N3_1 168.3(4) . . ?
N7_1 N6_1 C3_1 110.1(3) . . ?
N7_1 N6_1 C4_1 119.2(3) . . ?
C3_1 N6_1 C4_1 130.7(3) . . ?
N6_1 N7_1 C1_1 105.6(3) . . ?
C6_1 N8_1 C5_1 103.2(3) . . ?
C5_1 N9_1 O5_1 102.8(3) . . ?
C6_1 N10_1 H1_1 125(5) . . ?
C6_1 N10_1 H5_1 128(4) . . ?
H1_1 N10_1 H5_1 102(6) . . ?
N7_1 C1_1 N1_1 117.8(4) . . ?
N7_1 C1_1 C2_1 113.9(3) . . ?
C2_1 C1_1 N1_1 128.1(4) . . ?
N3_1 C2_1 C1_1 123.2(4) . . ?
N3_1 C2_1 C3_1 134.9(4) . . ?
C1_1 C2_1 C3_1 101.8(3) . . ?
N6_1 C3_1 N2_1 121.6(3) . . ?
N6_1 C3_1 C2_1 108.6(3) . . ?
C2_1 C3_1 N2_1 129.7(3) . . ?
N6_1 C4_1 C5_1 111.2(3) . . ?
N6_1 C4_1 H4A_1 109.4 . . ?
N6_1 C4_1 H4AB_1 109.4 . . ?
C5_1 C4_1 H4A_1 109.4 . . ?
C5_1 C4_1 H4AB_1 109.4 . . ?
H4A_1 C4_1 H4AB_1 108.0 . . ?
N8_1 C5_1 C4_1 123.5(3) . . ?
N9_1 C5_1 N8_1 115.4(4) . . ?
N9_1 C5_1 C4_1 121.0(3) . . ?
N8_1 C6_1 O5_1 112.4(3) . . ?
N8_1 C6_1 N10_1 129.4(4) . . ?
N10_1 C6_1 O5_1 118.2(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_az_ams_rt_cu
_database_code_depnum_ccdc_archive 'CCDC 2287541'
loop_
_audit_author_name
_audit_author_address
'Dheeraj Kumar'
;Indian Institute of Technology Roorkee
India
;
_audit_update_record             
;
2023-08-08 deposited with the CCDC.	2023-11-01 downloaded from the CCDC.
;
_audit_creation_date             2023-06-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H2 N11 O7, H4 N'
_chemical_formula_sum            'C6 H6 N12 O7'
_chemical_formula_weight         358.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c h n o'
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                   13.3320(8)
_cell_length_b                   7.5876(3)
_cell_length_c                   14.6125(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.909(7)
_cell_angle_gamma                90
_cell_volume                     1318.12(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3421
_cell_measurement_temperature    298
_cell_measurement_theta_max      68.8900
_cell_measurement_theta_min      3.7210
_shelx_estimated_absorpt_T_max   0.875
_shelx_estimated_absorpt_T_min   0.843
_exptl_absorpt_coefficient_mu    1.441
_exptl_absorpt_correction_T_max  0.875
_exptl_absorpt_correction_T_min  0.843
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull light yellow'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.123
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.095
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7678
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.964
_diffrn_reflns_theta_min         3.730
_diffrn_ambient_temperature      298.00
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9974
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00  14.00   1.00    1.00    --  -24.78 -57.00-150.00  116
  2  ω     61.00 121.00   1.00    1.00    --   24.78 178.00-180.00   60
  3  ω   -157.00 -82.00   1.00    1.00    --  -69.25 -77.00  60.00   75
  4  ω   -157.00 -82.00   1.00    1.00    --  -69.25 -77.00 -30.00   75
  5  ω    103.00 157.00   1.00    1.00    --   69.25  77.00 150.00   54
  6  ω    103.00 157.00   1.00    1.00    --   69.25  77.00  30.00   54
  7  ω    -10.00 113.00   1.00    1.00    --   69.25 -50.00  30.00  123
  8  ω     -3.00 106.00   1.00    1.00    --   69.25 -91.00-120.00  109
  9  ω     33.00 152.00   1.00    1.50    --  113.72 -65.00  30.00  119
 10  ω    104.00 178.00   1.00    1.50    --  113.72 104.00 120.00   74
 11  ω    104.00 178.00   1.00    1.50    --  113.72 104.00  30.00   74
 12  ω     25.00 108.00   1.00    1.50    --  113.72-104.00 -90.00   83
 13  ω    104.00 178.00   1.00    1.50    --  113.72 104.00   0.00   74
 14  ω    103.00 178.00   1.00    1.50    --  113.72  77.00 150.00   75
 15  ω     29.00 178.00   1.00    1.50    --  113.72 -32.00   0.00  149
 16  ω   -102.00  14.00   1.00    1.00    --  -24.78 -57.00  60.00  116
 17  ω    -20.00  42.00   1.00    1.00    --   24.78  77.00   0.00   62
 18  ω     61.00 146.00   1.00    1.00    --   69.25 178.00 -90.00   85
 19  ω     30.00 149.00   1.00    1.00    --   69.25  63.00 -30.00  119
 20  ω      7.00 153.00   1.00    1.00    --   69.25  37.00-120.00  146
 21  ω     25.00 148.00   1.00    1.00    --   69.25  50.00 120.00  123
 22  ω     74.00 178.00   1.00    1.50    --  113.72  54.00  90.00  104
 23  ω     38.00  68.00   1.00    1.50    --  113.72  32.00  60.00   30
 24  ω    104.00 178.00   1.00    1.50    --  113.72 104.00 -30.00   74
 25  ω     38.00 178.00   1.00    1.50    --  113.72  32.00-120.00  140
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0260766000
_diffrn_orient_matrix_UB_12      -0.0295962000
_diffrn_orient_matrix_UB_13      0.1128992000
_diffrn_orient_matrix_UB_21      -0.0724791000
_diffrn_orient_matrix_UB_22      0.1613191000
_diffrn_orient_matrix_UB_23      -0.0049351000
_diffrn_orient_matrix_UB_31      -0.1041844000
_diffrn_orient_matrix_UB_32      -0.1196110000
_diffrn_orient_matrix_UB_33      -0.0348328000
_diffrn_oxdiff_digest_frames     
;
01ef445766cb3703e57ecb7024374d7477023137c21
;
_diffrn_oxdiff_digest_hkl        
;
012cdfa3eb6c58206ee07e3fab5f05d918a565
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2021
_reflns_number_total             2424
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         2424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0448
_refine_ls_R_factor_gt           0.0351
_refine_ls_restrained_S_all      1.065
_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)+(0.0425P)²+0.3406P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0935
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b)
1.b Aromatic/amide H refined with riding coordinates:
 N9(H9)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O1 O 0.88290(14) -0.3323(2) 0.68575(11) 0.0596(4) Uani 1 1 d . . . . .
O2 O 1.02270(13) -0.3613(2) 0.65056(13) 0.0632(5) Uani 1 1 d . . . . .
O3 O 0.87919(13) 0.0067(2) 0.28252(12) 0.0581(4) Uani 1 1 d . . . . .
O4 O 0.72051(12) 0.1202(2) 0.25937(11) 0.0551(4) Uani 1 1 d . . . . .
O5 O 0.70507(10) 0.51334(17) 0.46214(11) 0.0459(4) Uani 1 1 d . . . . .
O6 O 0.37386(11) 0.56198(19) 0.34845(12) 0.0526(4) Uani 1 1 d . . . . .
O7 O 0.40309(13) 0.83339(18) 0.39504(12) 0.0533(4) Uani 1 1 d . . . . .
N1 N 0.93071(13) -0.3029(2) 0.63311(12) 0.0398(4) Uani 1 1 d . . . . .
N2 N 0.80305(13) 0.0281(2) 0.30643(12) 0.0373(4) Uani 1 1 d . . . . .
N3 N 1.00016(13) -0.2345(2) 0.46629(12) 0.0440(4) Uani 1 1 d . . . . .
N4 N 1.01787(12) -0.2388(2) 0.39005(12) 0.0398(4) Uani 1 1 d . . . . .
N5 N 1.05298(16) -0.2576(3) 0.33428(14) 0.0625(6) Uani 1 1 d . . . . .
N6 N 0.74433(12) -0.03041(18) 0.43968(11) 0.0307(3) Uani 1 1 d . . . . .
N7 N 0.78030(12) -0.11391(18) 0.52979(11) 0.0325(3) Uani 1 1 d . . . . .
N8 N 0.55061(11) 0.35173(17) 0.39469(10) 0.0285(3) Uani 1 1 d . . . . .
N9 N 0.73967(13) 0.3374(2) 0.45865(14) 0.0434(4) Uani 1 1 d . . . . .
N10 N 0.55040(13) 0.67181(19) 0.42631(12) 0.0386(4) Uani 1 1 d . . . . .
N11 N 0.44016(14) 0.6849(2) 0.38831(12) 0.0383(4) Uani 1 1 d . . . . .
C1 C 0.87448(14) -0.1934(2) 0.54338(13) 0.0314(4) Uani 1 1 d . . . . .
C2 C 0.90283(14) -0.1660(2) 0.46312(13) 0.0315(4) Uani 1 1 d . . . . .
C3 C 0.81602(14) -0.0580(2) 0.39780(13) 0.0311(4) Uani 1 1 d . . . . .
C4 C 0.63548(14) 0.0590(2) 0.40059(14) 0.0322(4) Uani 1 1 d . . . . .
H00A H 0.592783 0.008761 0.433152 0.039 Uiso 1 1 calc R . . . .
H00B H 0.593825 0.037657 0.327394 0.039 Uiso 1 1 calc R . . . .
C5 C 0.64586(13) 0.2531(2) 0.41918(13) 0.0298(4) Uani 1 1 d . . . . .
C6 C 0.59191(14) 0.5101(2) 0.42308(13) 0.0313(4) Uani 1 1 d . . . . .
N12 N 0.33428(15) 1.1843(2) 0.32343(16) 0.0404(4) Uani 1 1 d . . . . .
H1A H 0.393(2) 1.262(4) 0.3374(19) 0.069(8) Uiso 1 1 d . . . . .
H1B H 0.283(3) 1.203(4) 0.262(2) 0.086(10) Uiso 1 1 d . . . . .
H1C H 0.304(3) 1.208(4) 0.363(2) 0.097(11) Uiso 1 1 d . . . . .
H1D H 0.362(2) 1.064(5) 0.334(2) 0.096(10) Uiso 1 1 d . . . . .


_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 N1 1.221(2) . ?
O3 N2 1.225(2) . ?
O4 N2 1.220(2) . ?
O5 N9 1.4206(19) . ?
O5 C6 1.350(2) . ?
O6 N11 1.235(2) . ?
O7 N11 1.2517(19) . ?
N1 O2 1.218(2) . ?
N1 C1 1.443(2) . ?
N2 C3 1.425(2) . ?
N3 C2 1.379(2) . ?
N4 N3 1.239(2) . ?
N4 N5 1.117(2) . ?
N6 N7 1.339(2) . ?
N6 C3 1.364(2) . ?
N6 C4 1.463(2) . ?
N7 C1 1.324(2) . ?
N8 C5 1.375(2) . ?
N8 C6 1.308(2) . ?
N9 C5 1.286(2) . ?
N10 C6 1.356(2) . ?
N11 N10 1.319(2) . ?
C2 C1 1.401(2) . ?
C2 C3 1.387(2) . ?
C5 C4 1.493(2) . ?

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
C6 O5 N9 106.63(13) . . ?
O1 N1 C1 118.23(15) . . ?
O2 N1 O1 124.38(17) . . ?
O2 N1 C1 117.38(16) . . ?
O3 N2 C3 116.24(15) . . ?
O4 N2 O3 124.59(16) . . ?
O4 N2 C3 119.14(16) . . ?
N4 N3 C2 122.62(16) . . ?
N5 N4 N3 166.41(19) . . ?
N7 N6 C3 110.90(13) . . ?
N7 N6 C4 116.97(14) . . ?
C3 N6 C4 131.93(14) . . ?
C1 N7 N6 104.84(14) . . ?
C6 N8 C5 102.17(14) . . ?
C5 N9 O5 102.60(13) . . ?
N11 N10 C6 116.63(15) . . ?
O6 N11 O7 119.55(16) . . ?
O6 N11 N10 124.40(15) . . ?
O7 N11 N10 116.05(17) . . ?
N7 C1 N1 117.77(16) . . ?
N7 C1 C2 113.80(15) . . ?
C2 C1 N1 128.33(16) . . ?
N3 C2 C1 121.49(16) . . ?
N3 C2 C3 136.51(17) . . ?
C3 C2 C1 101.92(15) . . ?
N6 C3 N2 122.52(15) . . ?
N6 C3 C2 108.53(15) . . ?
C2 C3 N2 128.71(16) . . ?
N6 C4 C5 113.10(14) . . ?
N8 C5 C4 119.43(14) . . ?
N9 C5 N8 116.24(15) . . ?
N9 C5 C4 124.33(15) . . ?
O5 C6 N10 111.36(15) . . ?
N8 C6 O5 112.36(15) . . ?
N8 C6 N10 136.25(16) . . ?

_olex2_date_sample_data_collection 2022-12-27
_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 1.388
_oxdiff_exptl_absorpt_empirical_full_min 0.742
####################################################################### 
# 
# 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_tatotdk_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2287542'
loop_
_audit_author_name
_audit_author_address
'Dheeraj Kumar'
;Indian Institute of Technology Roorkee
India
;
_audit_update_record             
;
2023-08-08 deposited with the CCDC.	2023-11-01 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         'C6 H2 N11 O7, C3 H7 N8'
_chemical_formula_sum            'C9 H9 N19 O7'

_chemical_formula_weight         495.35

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   5.9663(7)
_cell_length_b                   12.5080(15)
_cell_length_c                   13.4585(17)
_cell_angle_alpha                75.226(4)
_cell_angle_beta                 80.633(4)
_cell_angle_gamma                77.189(4)
_cell_volume                     941.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    310(2)
_cell_measurement_reflns_used    4955
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      21.79

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_F_000             504.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.151
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9761
_exptl_absorpt_correction_T_max  0.9820
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      310(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            27517
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.715
_diffrn_reflns_theta_max         25.692
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3580
_reflns_number_gt                2207
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_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)+(0.1000P)²+0.6541P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3580
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0954
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1784
_refine_ls_wR_factor_gt          0.1429
_refine_ls_goodness_of_fit_ref   0.877
_refine_ls_restrained_S_all      0.877
_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
O5 O 0.1121(4) 0.74543(18) 0.25087(17) 0.0684(6) Uani 1 1 d . . . . .
N15 N 0.6526(4) 0.22661(19) 0.09849(19) 0.0555(6) Uani 1 1 d . . . . .
N6 N 0.0637(4) 0.3867(2) 0.38582(19) 0.0573(7) Uani 1 1 d . . . . .
N11 N 0.6345(5) 0.6818(2) 0.10689(19) 0.0582(7) Uani 1 1 d . . . . .
O7 O 0.7864(5) 0.7351(2) 0.0578(2) 0.0864(8) Uani 1 1 d . . . . .
O6 O 0.6637(4) 0.57987(18) 0.1117(2) 0.0848(8) Uani 1 1 d . . . . .
N7 N 0.2202(4) 0.4036(2) 0.4376(2) 0.0593(7) Uani 1 1 d . . . . .
N13 N 0.4597(4) 0.3751(2) 0.14065(19) 0.0585(7) Uani 1 1 d . . . . .
H13 H 0.421299 0.443345 0.148048 0.070 Uiso 1 1 calc R U . . .
N8 N 0.2550(5) 0.5759(2) 0.22194(19) 0.0583(7) Uani 1 1 d . . . . .
O1 O 0.5493(5) 0.3730(2) 0.5611(2) 0.0897(8) Uani 1 1 d . . . . .
N19 N 0.7947(5) 0.1310(2) 0.0686(2) 0.0628(7) Uani 1 1 d . . . . .
O4 O -0.2627(6) 0.2953(3) 0.3246(2) 0.0936(9) Uani 1 1 d . . . . .
N10 N 0.4531(5) 0.7387(2) 0.1518(2) 0.0648(7) Uani 1 1 d . . . . .
N1 N 0.5005(5) 0.2895(3) 0.5466(2) 0.0667(7) Uani 1 1 d . . . . .
N16 N 0.4402(5) 0.1007(2) 0.1442(2) 0.0706(8) Uani 1 1 d . . . . .
N14 N 0.3133(5) 0.2956(2) 0.1767(2) 0.0646(7) Uani 1 1 d . . . . .
N12 N 0.8379(5) 0.3841(2) 0.0510(2) 0.0716(8) Uani 1 1 d . . . . .
H12A H 0.829047 0.453717 0.050646 0.086 Uiso 1 1 calc R U . . .
H12B H 0.961099 0.347354 0.023160 0.086 Uiso 1 1 calc R U . . .
N2 N -0.0919(6) 0.2319(3) 0.3576(2) 0.0753(8) Uani 1 1 d . . . . .
N9 N -0.0469(5) 0.6768(2) 0.3037(2) 0.0715(8) Uani 1 1 d . . . . .
O2 O 0.6058(5) 0.1938(2) 0.5755(2) 0.0974(9) Uani 1 1 d . . . . .
N3 N 0.2575(7) 0.0961(3) 0.5058(3) 0.0862(10) Uani 1 1 d . . . . .
C1 C 0.3118(5) 0.3016(3) 0.4879(2) 0.0552(7) Uani 1 1 d . . . . .
C6 C 0.2875(6) 0.6798(2) 0.2051(2) 0.0563(8) Uani 1 1 d . . . . .
O3 O -0.0377(6) 0.1322(3) 0.3557(3) 0.1129(11) Uani 1 1 d . . . . .
C7 C 0.6639(5) 0.3339(2) 0.0938(2) 0.0532(7) Uani 1 1 d . . . . .
C2 C 0.2173(6) 0.2161(3) 0.4700(2) 0.0605(8) Uani 1 1 d . . . . .
C3 C 0.0581(6) 0.2757(3) 0.4033(2) 0.0584(8) Uani 1 1 d . . . . .
N18 N 0.7037(6) -0.0476(2) 0.0895(3) 0.0947(11) Uani 1 1 d . . . . .
H18A H 0.837733 -0.074513 0.061809 0.114 Uiso 1 1 calc R U . . .
H18B H 0.601255 -0.089545 0.111423 0.114 Uiso 1 1 calc R U . . .
C8 C 0.4432(6) 0.2088(3) 0.1465(3) 0.0600(8) Uani 1 1 d . . . . .
C5 C 0.0480(6) 0.5796(3) 0.2836(2) 0.0610(8) Uani 1 1 d . . . . .
N17 N 0.2640(6) 0.0384(3) 0.1812(3) 0.1001(12) Uani 1 1 d . . . . .
H17A H 0.134636 0.068364 0.210502 0.120 Uiso 1 1 calc R U . . .
H17B H 0.285056 -0.029876 0.174749 0.120 Uiso 1 1 calc R U . . .
C9 C 0.6551(6) 0.0581(3) 0.0985(3) 0.0661(9) Uani 1 1 d . . . . .
C4 C -0.0729(6) 0.4828(3) 0.3202(3) 0.0714(9) Uani 1 1 d . . . . .
H4A H -0.219965 0.505877 0.358935 0.086 Uiso 1 1 calc R U . . .
H4B H -0.104189 0.459955 0.260943 0.086 Uiso 1 1 calc R U . . .
N4 N 0.2948(8) 0.0643(3) 0.5880(4) 0.1067(13) Uani 1 1 d . . . . .
N5 N 0.3368(14) 0.0131(5) 0.6710(4) 0.187(3) Uani 1 1 d . . . . .


_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
O5 C6 1.347(3) . ?
O5 N9 1.404(4) . ?
N15 C7 1.344(4) . ?
N15 C8 1.347(4) . ?
N15 N19 1.413(3) . ?
N6 N7 1.333(4) . ?
N6 C3 1.354(4) . ?
N6 C4 1.465(4) . ?
N11 O6 1.233(3) . ?
N11 O7 1.245(3) . ?
N11 N10 1.307(3) . ?
N7 C1 1.325(4) . ?
N13 C7 1.336(4) . ?
N13 N14 1.410(4) . ?
N8 C6 1.313(4) . ?
N8 C5 1.370(4) . ?
O1 N1 1.212(4) . ?
N19 C9 1.314(4) . ?
O4 N2 1.214(4) . ?
N10 C6 1.362(4) . ?
N1 O2 1.220(4) . ?
N1 C1 1.438(4) . ?
N16 C8 1.365(4) . ?
N16 C9 1.383(4) . ?
N16 N17 1.398(4) . ?
N14 C8 1.302(4) . ?
N12 C7 1.309(4) . ?
N2 O3 1.223(4) . ?
N2 C3 1.430(4) . ?
N9 C5 1.298(4) . ?
N3 N4 1.118(5) . ?
N3 C2 1.433(4) . ?
C1 C2 1.401(4) . ?
C2 C3 1.373(5) . ?
N18 C9 1.322(4) . ?
C5 C4 1.482(5) . ?
N4 N5 1.173(6) . ?

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
C6 O5 N9 106.9(2) . . ?
C7 N15 C8 107.8(2) . . ?
C7 N15 N19 138.4(3) . . ?
C8 N15 N19 113.7(2) . . ?
N7 N6 C3 111.2(3) . . ?
N7 N6 C4 119.8(3) . . ?
C3 N6 C4 129.0(3) . . ?
O6 N11 O7 119.2(3) . . ?
O6 N11 N10 124.0(3) . . ?
O7 N11 N10 116.8(2) . . ?
C1 N7 N6 104.7(2) . . ?
C7 N13 N14 113.3(2) . . ?
C6 N8 C5 102.1(2) . . ?
C9 N19 N15 100.9(2) . . ?
N11 N10 C6 116.4(2) . . ?
O1 N1 O2 124.6(3) . . ?
O1 N1 C1 119.2(3) . . ?
O2 N1 C1 116.1(3) . . ?
C8 N16 C9 106.8(3) . . ?
C8 N16 N17 129.5(3) . . ?
C9 N16 N17 123.7(3) . . ?
C8 N14 N13 100.4(2) . . ?
O4 N2 O3 125.0(3) . . ?
O4 N2 C3 118.2(3) . . ?
O3 N2 C3 116.8(4) . . ?
C5 N9 O5 103.0(2) . . ?
N4 N3 C2 115.0(3) . . ?
N7 C1 C2 113.2(3) . . ?
N7 C1 N1 118.8(3) . . ?
C2 C1 N1 127.8(3) . . ?
N8 C6 O5 112.4(3) . . ?
N8 C6 N10 136.1(3) . . ?
O5 C6 N10 111.6(3) . . ?
N12 C7 N13 129.4(3) . . ?
N12 C7 N15 126.3(3) . . ?
N13 C7 N15 104.3(3) . . ?
C3 C2 C1 102.2(3) . . ?
C3 C2 N3 123.9(3) . . ?
C1 C2 N3 133.9(3) . . ?
N6 C3 C2 108.7(3) . . ?
N6 C3 N2 123.9(3) . . ?
C2 C3 N2 127.5(3) . . ?
N14 C8 N15 114.2(3) . . ?
N14 C8 N16 141.2(3) . . ?
N15 C8 N16 104.6(3) . . ?
N9 C5 N8 115.7(3) . . ?
N9 C5 C4 120.7(3) . . ?
N8 C5 C4 123.5(3) . . ?
N19 C9 N18 126.3(3) . . ?
N19 C9 N16 113.9(3) . . ?
N18 C9 N16 119.8(3) . . ?
N6 C4 C5 112.0(3) . . ?
N3 N4 N5 168.5(5) . . ?

_refine_diff_density_max         0.261
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.049



