# Supplementary Information (SI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

####################################################################### 
# 
# 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. 
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data_DZ220521_a
_database_code_depnum_ccdc_archive 'CCDC 2210019'
loop_
_audit_author_name
_audit_author_address
'Zhen Dong'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2022-09-28 deposited with the CCDC.	2024-08-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H K2 N9 O6'
_chemical_formula_sum            'C5 H K2 N9 O6'
_chemical_formula_weight         361.35

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'
K K 0.2009 0.2494 '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                   11.4704(6)
_cell_length_b                   14.0220(6)
_cell_length_c                   7.6750(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.5380(10)
_cell_angle_gamma                90
_cell_volume                     1163.35(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7205
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.063
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.870
_shelx_estimated_absorpt_T_min   0.859
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6234
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_source.type              microfocus
_diffrn_radiation_type           MoK\a
_diffrn_source.source            'Ius 2.0'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            11250
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.905
_diffrn_reflns_theta_max         27.515
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2654
_reflns_number_gt                2307
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (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)+(0.0382P)²+0.5733P] 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         2654
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0298
_refine_ls_wR_factor_ref         0.0770
_refine_ls_wR_factor_gt          0.0734
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.002
_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
K1 K 0.25912(3) 1.31236(3) 0.28109(5) 0.02529(11) Uani 1 1 d . . . . .
K2 K 0.08743(4) 0.90180(3) -0.23779(7) 0.04294(14) Uani 1 1 d . . . . .
C1 C 0.43465(18) 0.63299(13) 0.3429(3) 0.0398(5) Uani 1 1 d . . . . .
H1 H 0.446132 0.567261 0.348952 0.048 Uiso 1 1 calc R U . . .
C2 C 0.47093(15) 0.77787(13) 0.3257(2) 0.0262(4) Uani 1 1 d . . . . .
C3 C 0.32921(14) 0.92929(11) 0.3028(2) 0.0196(3) Uani 1 1 d . . . . .
C4 C 0.27315(14) 0.84080(11) 0.3152(2) 0.0194(3) Uani 1 1 d . . . . .
C5 C 0.26761(14) 1.02246(11) 0.2849(2) 0.0199(3) Uani 1 1 d . . . . .
N1 N 0.35311(12) 0.76636(9) 0.32876(19) 0.0222(3) Uani 1 1 d . . . . .
N2 N 0.32878(14) 0.67174(10) 0.3408(2) 0.0328(4) Uani 1 1 d . . . . .
N3 N 0.52489(15) 0.69276(11) 0.3359(3) 0.0379(4) Uani 1 1 d . . . . .
N4 N 0.51880(13) 0.86345(11) 0.3122(2) 0.0310(3) Uani 1 1 d . . . . .
N5 N 0.44622(13) 0.93751(10) 0.3019(2) 0.0264(3) Uani 1 1 d . . . . .
N6 N 0.23861(12) 1.06933(9) 0.11736(18) 0.0202(3) Uani 1 1 d . . . . .
N7 N 0.22685(12) 1.05592(10) 0.42117(18) 0.0217(3) Uani 1 1 d . . . . .
N8 N 0.16590(13) 0.81287(10) 0.3354(2) 0.0276(3) Uani 1 1 d . . . . .
N9 N 0.07090(12) 0.87478(11) 0.2804(2) 0.0279(3) Uani 1 1 d . . . . .
O1 O 0.26284(12) 1.02618(8) -0.00960(16) 0.0291(3) Uani 1 1 d . . . . .
O2 O 0.18898(12) 1.14916(8) 0.08823(16) 0.0287(3) Uani 1 1 d . . . . .
O3 O 0.17844(12) 1.13706(9) 0.41472(17) 0.0314(3) Uani 1 1 d . . . . .
O4 O 0.23782(12) 1.00158(9) 0.55581(16) 0.0327(3) Uani 1 1 d . . . . .
O5 O 0.05732(12) 0.93094(9) 0.1516(2) 0.0372(3) Uani 1 1 d . . . . .
O6 O -0.00633(12) 0.86876(13) 0.3605(2) 0.0497(4) 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
K1 O2 2.6979(12) . ?
K1 O3 2.7432(13) 4_585 ?
K1 O1 2.7680(12) 4_586 ?
K1 O2 2.7864(13) 4_586 ?
K1 O6 2.8472(15) 2 ?
K1 O3 2.9301(13) . ?
K1 N4 2.9553(15) 2_655 ?
K1 O4 3.0940(13) 4_585 ?
K1 N6 3.1424(13) 4_586 ?
K1 N3 3.1486(18) 3_676 ?
K1 N7 3.2396(14) 4_585 ?
K1 N3 3.3533(18) 2_655 ?
K2 O1 2.7930(13) . ?
K2 N2 2.8239(16) 4_575 ?
K2 O6 2.9423(16) 1_554 ?
K2 O3 2.9446(14) 3_575 ?
K2 O4 3.0448(13) 1_554 ?
K2 O5 3.0707(14) 3_575 ?
K2 N8 3.1382(15) 4_575 ?
K2 O5 3.1477(16) . ?
K2 O6 3.3937(19) 3_575 ?
K2 N7 3.4546(14) 3_575 ?
K2 K2 4.7336(10) 3_574 ?
C1 N2 1.326(2) . ?
C1 N3 1.347(3) . ?
C1 H1 0.9300 . ?
C2 N3 1.335(2) . ?
C2 N4 1.338(2) . ?
C2 N1 1.369(2) . ?
C3 N5 1.350(2) . ?
C3 C4 1.415(2) . ?
C3 C5 1.470(2) . ?
C4 N8 1.348(2) . ?
C4 N1 1.370(2) . ?
C5 N7 1.364(2) . ?
C5 N6 1.382(2) . ?
N1 N2 1.3653(19) . ?
N4 N5 1.317(2) . ?
N6 O2 1.2417(18) . ?
N6 O1 1.2546(17) . ?
N7 O4 1.2558(18) . ?
N7 O3 1.2598(18) . ?
N8 N9 1.346(2) . ?
N9 O5 1.232(2) . ?
N9 O6 1.2388(19) . ?

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
O2 K1 O3 73.77(4) . 4_585 ?
O2 K1 O1 162.95(4) . 4_586 ?
O3 K1 O1 108.53(4) 4_585 4_586 ?
O2 K1 O2 120.73(4) . 4_586 ?
O3 K1 O2 136.32(4) 4_585 4_586 ?
O1 K1 O2 45.84(3) 4_586 4_586 ?
O2 K1 O6 86.98(5) . 2 ?
O3 K1 O6 65.51(4) 4_585 2 ?
O1 K1 O6 79.07(5) 4_586 2 ?
O2 K1 O6 73.97(4) 4_586 2 ?
O2 K1 O3 53.79(3) . . ?
O3 K1 O3 122.54(4) 4_585 . ?
O1 K1 O3 115.36(3) 4_586 . ?
O2 K1 O3 69.63(3) 4_586 . ?
O6 K1 O3 88.06(4) 2 . ?
O2 K1 N4 101.29(4) . 2_655 ?
O3 K1 N4 73.24(4) 4_585 2_655 ?
O1 K1 N4 95.46(4) 4_586 2_655 ?
O2 K1 N4 132.39(4) 4_586 2_655 ?
O6 K1 N4 133.66(5) 2 2_655 ?
O3 K1 N4 133.38(4) . 2_655 ?
O2 K1 O4 117.08(4) . 4_585 ?
O3 K1 O4 43.34(3) 4_585 4_585 ?
O1 K1 O4 67.52(3) 4_586 4_585 ?
O2 K1 O4 108.56(3) 4_586 4_585 ?
O6 K1 O4 70.88(4) 2 4_585 ?
O3 K1 O4 158.10(4) . 4_585 ?
N4 K1 O4 64.76(4) 2_655 4_585 ?
O2 K1 N6 143.89(4) . 4_586 ?
O3 K1 N6 127.81(4) 4_585 4_586 ?
O1 K1 N6 23.43(3) 4_586 4_586 ?
O2 K1 N6 23.19(3) 4_586 4_586 ?
O6 K1 N6 79.66(4) 2 4_586 ?
O3 K1 N6 92.08(3) . 4_586 ?
N4 K1 N6 112.23(4) 2_655 4_586 ?
O4 K1 N6 90.01(3) 4_585 4_586 ?
O2 K1 N3 119.34(4) . 3_676 ?
O3 K1 N3 148.57(4) 4_585 3_676 ?
O1 K1 N3 67.80(4) 4_586 3_676 ?
O2 K1 N3 64.80(4) 4_586 3_676 ?
O6 K1 N3 138.22(4) 2 3_676 ?
O3 K1 N3 84.04(4) . 3_676 ?
N4 K1 N3 76.05(5) 2_655 3_676 ?
O4 K1 N3 115.56(4) 4_585 3_676 ?
N6 K1 N3 59.79(4) 4_586 3_676 ?
O2 K1 N7 95.03(4) . 4_585 ?
O3 K1 N7 22.40(3) 4_585 4_585 ?
O1 K1 N7 90.21(3) 4_586 4_585 ?
O2 K1 N7 128.90(4) 4_586 4_585 ?
O6 K1 N7 72.83(4) 2 4_585 ?
O3 K1 N7 144.82(4) . 4_585 ?
N4 K1 N7 61.13(4) 2_655 4_585 ?
O4 K1 N7 22.72(3) 4_585 4_585 ?
N6 K1 N7 112.38(4) 4_586 4_585 ?
N3 K1 N7 129.71(4) 3_676 4_585 ?
O2 K1 N3 62.64(4) . 2_655 ?
O3 K1 N3 83.17(4) 4_585 2_655 ?
O1 K1 N3 134.03(4) 4_586 2_655 ?
O2 K1 N3 140.50(4) 4_586 2_655 ?
O6 K1 N3 141.81(5) 2 2_655 ?
O3 K1 N3 91.28(4) . 2_655 ?
N4 K1 N3 44.15(4) 2_655 2_655 ?
O4 K1 N3 101.50(4) 4_585 2_655 ?
N6 K1 N3 138.50(4) 4_586 2_655 ?
N3 K1 N3 79.48(4) 3_676 2_655 ?
N7 K1 N3 86.61(4) 4_585 2_655 ?
O1 K2 N2 69.20(4) . 4_575 ?
O1 K2 O6 133.60(4) . 1_554 ?
N2 K2 O6 98.92(5) 4_575 1_554 ?
O1 K2 O3 145.34(4) . 3_575 ?
N2 K2 O3 145.19(4) 4_575 3_575 ?
O6 K2 O3 61.86(4) 1_554 3_575 ?
O1 K2 O4 67.95(4) . 1_554 ?
N2 K2 O4 66.01(4) 4_575 1_554 ?
O6 K2 O4 66.39(4) 1_554 1_554 ?
O3 K2 O4 121.65(4) 3_575 1_554 ?
O1 K2 O5 73.50(4) . 3_575 ?
N2 K2 O5 142.65(4) 4_575 3_575 ?
O6 K2 O5 108.15(4) 1_554 3_575 ?
O3 K2 O5 71.91(3) 3_575 3_575 ?
O4 K2 O5 101.67(4) 1_554 3_575 ?
O1 K2 N8 112.54(4) . 4_575 ?
N2 K2 N8 53.80(4) 4_575 4_575 ?
O6 K2 N8 91.09(5) 1_554 4_575 ?
O3 K2 N8 95.50(4) 3_575 4_575 ?
O4 K2 N8 110.82(4) 1_554 4_575 ?
O5 K2 N8 146.87(4) 3_575 4_575 ?
O1 K2 O5 66.94(3) . . ?
N2 K2 O5 104.81(4) 4_575 . ?
O6 K2 O5 153.83(4) 1_554 . ?
O3 K2 O5 92.08(3) 3_575 . ?
O4 K2 O5 134.06(4) 1_554 . ?
O5 K2 O5 57.14(4) 3_575 . ?
N8 K2 O5 94.05(4) 4_575 . ?
O1 K2 O6 69.83(4) . 3_575 ?
N2 K2 O6 124.31(4) 4_575 3_575 ?
O6 K2 O6 83.58(5) 1_554 3_575 ?
O3 K2 O6 84.37(4) 3_575 3_575 ?
O4 K2 O6 64.55(3) 1_554 3_575 ?
O5 K2 O6 38.56(3) 3_575 3_575 ?
N8 K2 O6 174.03(4) 4_575 3_575 ?
O5 K2 O6 91.92(4) . 3_575 ?
O1 K2 N7 125.67(4) . 3_575 ?
N2 K2 N7 164.71(4) 4_575 3_575 ?
O6 K2 N7 68.54(3) 1_554 3_575 ?
O3 K2 N7 20.81(3) 3_575 3_575 ?
O4 K2 N7 113.88(4) 1_554 3_575 ?
O5 K2 N7 52.48(3) 3_575 3_575 ?
N8 K2 N7 115.81(4) 4_575 3_575 ?
O5 K2 N7 86.20(3) . 3_575 ?
O6 K2 N7 64.68(3) 3_575 3_575 ?
O1 K2 K1 36.71(3) . 4_585 ?
N2 K2 K1 86.01(3) 4_575 4_585 ?
O6 K2 K1 100.30(4) 1_554 4_585 ?
O3 K2 K1 124.12(3) 3_575 4_585 ?
O4 K2 K1 44.02(3) 1_554 4_585 ?
O5 K2 K1 64.54(3) 3_575 4_585 ?
N8 K2 K1 139.58(3) 4_575 4_585 ?
O5 K2 K1 92.30(3) . 4_585 ?
O6 K2 K1 39.81(3) 3_575 4_585 ?
N7 K2 K1 104.42(3) 3_575 4_585 ?
O1 K2 K2 100.45(3) . 3_574 ?
N2 K2 K2 120.03(4) 4_575 3_574 ?
O6 K2 K2 45.43(4) 1_554 3_574 ?
O3 K2 K2 68.69(3) 3_575 3_574 ?
O4 K2 K2 56.15(3) 1_554 3_574 ?
O5 K2 K2 68.47(3) 3_575 3_574 ?
N8 K2 K2 136.45(3) 4_575 3_574 ?
O5 K2 K2 125.59(3) . 3_574 ?
O6 K2 K2 38.15(3) 3_575 3_574 ?
N7 K2 K2 57.73(2) 3_575 3_574 ?
K1 K2 K2 63.923(12) 4_585 3_574 ?
N2 C1 N3 117.23(16) . . ?
N2 C1 H1 121.4 . . ?
N3 C1 H1 121.4 . . ?
N3 C2 N4 127.76(15) . . ?
N3 C2 N1 109.55(15) . . ?
N4 C2 N1 122.68(15) . . ?
N3 C2 K1 72.99(10) . 2_645 ?
N4 C2 K1 55.84(8) . 2_645 ?
N1 C2 K1 168.08(12) . 2_645 ?
N5 C3 C4 123.39(14) . . ?
N5 C3 C5 111.80(13) . . ?
C4 C3 C5 124.80(13) . . ?
N8 C4 N1 112.54(14) . . ?
N8 C4 C3 135.63(14) . . ?
N1 C4 C3 111.42(13) . . ?
N7 C5 N6 120.82(14) . . ?
N7 C5 C3 120.75(13) . . ?
N6 C5 C3 117.94(13) . . ?
N2 N1 C2 109.94(13) . . ?
N2 N1 C4 126.76(14) . . ?
C2 N1 C4 123.27(14) . . ?
C1 N2 N1 101.07(14) . . ?
C1 N2 K2 132.97(12) . 4_576 ?
N1 N2 K2 123.26(10) . 4_576 ?
C2 N3 C1 102.20(15) . . ?
C2 N3 K1 106.26(12) . 3_676 ?
C1 N3 K1 108.89(13) . 3_676 ?
C2 N3 K1 84.64(11) . 2_645 ?
C1 N3 K1 165.56(14) . 2_645 ?
K1 N3 K1 80.81(4) 3_676 2_645 ?
N5 N4 C2 116.39(14) . . ?
N5 N4 K1 139.06(11) . 2_645 ?
C2 N4 K1 102.15(10) . 2_645 ?
N4 N5 C3 122.84(14) . . ?
O2 N6 O1 120.14(13) . . ?
O2 N6 C5 123.33(13) . . ?
O1 N6 C5 116.51(13) . . ?
O2 N6 K1 62.09(8) . 4_585 ?
O1 N6 K1 61.30(7) . 4_585 ?
C5 N6 K1 162.63(10) . 4_585 ?
O4 N7 O3 120.12(13) . . ?
O4 N7 C5 117.18(13) . . ?
O3 N7 C5 122.70(13) . . ?
O4 N7 K1 72.11(8) . 4_586 ?
O3 N7 K1 56.06(8) . 4_586 ?
C5 N7 K1 151.57(10) . 4_586 ?
O4 N7 K2 104.07(9) . 3_575 ?
O3 N7 K2 56.13(8) . 3_575 ?
C5 N7 K2 108.98(9) . 3_575 ?
K1 N7 K2 93.19(3) 4_586 3_575 ?
N9 N8 C4 116.79(14) . . ?
N9 N8 K2 114.13(10) . 4_576 ?
C4 N8 K2 118.43(10) . 4_576 ?
O5 N9 O6 121.48(16) . . ?
O5 N9 N8 122.38(14) . . ?
O6 N9 N8 116.03(16) . . ?
N6 O1 K1 95.28(8) . 4_585 ?
N6 O1 K2 119.20(9) . . ?
K1 O1 K2 106.19(4) 4_585 . ?
N6 O2 K1 129.14(10) . . ?
N6 O2 K1 94.71(9) . 4_585 ?
K1 O2 K1 100.51(4) . 4_585 ?
N7 O3 K1 101.54(9) . 4_586 ?
N7 O3 K1 125.78(10) . . ?
K1 O3 K1 95.98(4) 4_586 . ?
N7 O3 K2 103.06(9) . 3_575 ?
K1 O3 K2 117.57(4) 4_586 3_575 ?
K1 O3 K2 113.17(4) . 3_575 ?
N7 O4 K2 142.06(10) . 1_556 ?
N7 O4 K1 85.17(9) . 4_586 ?
K2 O4 K1 92.83(3) 1_556 4_586 ?
N9 O5 K2 104.34(11) . 3_575 ?
N9 O5 K2 130.85(11) . . ?
K2 O5 K2 122.86(4) 3_575 . ?
N9 O6 K1 129.45(12) . 2_545 ?
N9 O6 K2 115.97(11) . 1_556 ?
K1 O6 K2 114.36(5) 2_545 1_556 ?
N9 O6 K2 88.44(11) . 3_575 ?
K1 O6 K2 90.44(4) 2_545 3_575 ?
K2 O6 K2 96.42(5) 1_556 3_575 ?

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
N5 C3 C4 N8 172.78(18) . . . . ?
C5 C3 C4 N8 -8.8(3) . . . . ?
N5 C3 C4 N1 0.9(2) . . . . ?
C5 C3 C4 N1 179.33(14) . . . . ?
N5 C3 C5 N7 -118.56(16) . . . . ?
C4 C3 C5 N7 62.9(2) . . . . ?
N5 C3 C5 N6 69.36(18) . . . . ?
C4 C3 C5 N6 -109.22(18) . . . . ?
N3 C2 N1 N2 -0.2(2) . . . . ?
N4 C2 N1 N2 179.20(17) . . . . ?
K1 C2 N1 N2 100.2(6) 2_645 . . . ?
N3 C2 N1 C4 -178.19(15) . . . . ?
N4 C2 N1 C4 1.2(3) . . . . ?
K1 C2 N1 C4 -77.9(6) 2_645 . . . ?
N8 C4 N1 N2 6.9(2) . . . . ?
C3 C4 N1 N2 -179.20(16) . . . . ?
N8 C4 N1 C2 -175.36(15) . . . . ?
C3 C4 N1 C2 -1.5(2) . . . . ?
N3 C1 N2 N1 0.8(2) . . . . ?
N3 C1 N2 K2 161.90(14) . . . 4_576 ?
C2 N1 N2 C1 -0.4(2) . . . . ?
C4 N1 N2 C1 177.57(17) . . . . ?
C2 N1 N2 K2 -163.88(11) . . . 4_576 ?
C4 N1 N2 K2 14.1(2) . . . 4_576 ?
N4 C2 N3 C1 -178.70(19) . . . . ?
N1 C2 N3 C1 0.6(2) . . . . ?
K1 C2 N3 C1 -167.13(16) 2_645 . . . ?
N4 C2 N3 K1 67.2(2) . . . 3_676 ?
N1 C2 N3 K1 -113.48(12) . . . 3_676 ?
K1 C2 N3 K1 78.79(6) 2_645 . . 3_676 ?
N4 C2 N3 K1 -11.58(19) . . . 2_645 ?
N1 C2 N3 K1 167.73(13) . . . 2_645 ?
N2 C1 N3 C2 -0.9(3) . . . . ?
N2 C1 N3 K1 111.19(18) . . . 3_676 ?
N2 C1 N3 K1 -118.1(4) . . . 2_645 ?
N3 C2 N4 N5 179.23(18) . . . . ?
N1 C2 N4 N5 0.0(3) . . . . ?
K1 C2 N4 N5 165.82(18) 2_645 . . . ?
N3 C2 N4 K1 13.4(2) . . . 2_645 ?
N1 C2 N4 K1 -165.82(14) . . . 2_645 ?
C2 N4 N5 C3 -0.6(2) . . . . ?
K1 N4 N5 C3 157.96(13) 2_645 . . . ?
C4 C3 N5 N4 0.1(3) . . . . ?
C5 C3 N5 N4 -178.49(15) . . . . ?
N7 C5 N6 O2 9.5(2) . . . . ?
C3 C5 N6 O2 -178.43(14) . . . . ?
N7 C5 N6 O1 -169.15(13) . . . . ?
C3 C5 N6 O1 2.9(2) . . . . ?
N7 C5 N6 K1 112.6(3) . . . 4_585 ?
C3 C5 N6 K1 -75.4(4) . . . 4_585 ?
N6 C5 N7 O4 167.83(14) . . . . ?
C3 C5 N7 O4 -4.0(2) . . . . ?
N6 C5 N7 O3 -11.3(2) . . . . ?
C3 C5 N7 O3 176.88(14) . . . . ?
N6 C5 N7 K1 -89.3(2) . . . 4_586 ?
C3 C5 N7 K1 98.9(2) . . . 4_586 ?
N6 C5 N7 K2 50.08(16) . . . 3_575 ?
C3 C5 N7 K2 -121.77(12) . . . 3_575 ?
N1 C4 N8 N9 -164.23(14) . . . . ?
C3 C4 N8 N9 24.0(3) . . . . ?
N1 C4 N8 K2 -21.65(17) . . . 4_576 ?
C3 C4 N8 K2 166.55(15) . . . 4_576 ?
C4 N8 N9 O5 31.4(2) . . . . ?
K2 N8 N9 O5 -112.80(14) 4_576 . . . ?
C4 N8 N9 O6 -152.33(16) . . . . ?
K2 N8 N9 O6 63.51(17) 4_576 . . . ?
O2 N6 O1 K1 20.78(14) . . . 4_585 ?
C5 N6 O1 K1 -160.53(11) . . . 4_585 ?
O2 N6 O1 K2 -91.08(14) . . . . ?
C5 N6 O1 K2 87.61(14) . . . . ?
K1 N6 O1 K2 -111.86(9) 4_585 . . . ?
O1 N6 O2 K1 -128.26(12) . . . . ?
C5 N6 O2 K1 53.14(19) . . . . ?
K1 N6 O2 K1 -107.64(11) 4_585 . . . ?
O1 N6 O2 K1 -20.61(14) . . . 4_585 ?
C5 N6 O2 K1 160.78(13) . . . 4_585 ?
O4 N7 O3 K1 35.08(15) . . . 4_586 ?
C5 N7 O3 K1 -145.85(12) . . . 4_586 ?
K2 N7 O3 K1 122.16(7) 3_575 . . 4_586 ?
O4 N7 O3 K1 141.23(11) . . . . ?
C5 N7 O3 K1 -39.70(19) . . . . ?
K1 N7 O3 K1 106.15(11) 4_586 . . . ?
K2 N7 O3 K1 -131.69(11) 3_575 . . . ?
O4 N7 O3 K2 -87.08(14) . . . 3_575 ?
C5 N7 O3 K2 91.98(14) . . . 3_575 ?
K1 N7 O3 K2 -122.16(7) 4_586 . . 3_575 ?
O3 N7 O4 K2 58.3(2) . . . 1_556 ?
C5 N7 O4 K2 -120.79(15) . . . 1_556 ?
K1 N7 O4 K2 88.40(14) 4_586 . . 1_556 ?
K2 N7 O4 K2 -0.42(17) 3_575 . . 1_556 ?
O3 N7 O4 K1 -30.07(13) . . . 4_586 ?
C5 N7 O4 K1 150.81(12) . . . 4_586 ?
K2 N7 O4 K1 -88.82(5) 3_575 . . 4_586 ?
O6 N9 O5 K2 30.46(18) . . . 3_575 ?
N8 N9 O5 K2 -153.43(13) . . . 3_575 ?
O6 N9 O5 K2 -133.58(15) . . . . ?
N8 N9 O5 K2 42.5(2) . . . . ?
O5 N9 O6 K1 62.9(2) . . . 2_545 ?
N8 N9 O6 K1 -113.45(16) . . . 2_545 ?
O5 N9 O6 K2 -122.77(15) . . . 1_556 ?
N8 N9 O6 K2 60.88(18) . . . 1_556 ?
O5 N9 O6 K2 -26.39(16) . . . 3_575 ?
N8 N9 O6 K2 157.26(13) . . . 3_575 ?

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
C1 H1 N5 0.93 2.67 3.410(2) 137.0 2_645 yes

_refine_diff_density_max         0.456
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_DZ221217_Rb_a
_database_code_depnum_ccdc_archive 'CCDC 2335914'
loop_
_audit_author_name
_audit_author_address
'liu shichang'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-02-28 deposited with the CCDC.	2024-08-19 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         'C5 H N9 O6 Rb2'
_chemical_formula_sum            'C5 H N9 O6 Rb2'
_chemical_formula_weight         454.09

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'
Rb Rb -0.9393 2.9676 '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                   7.7439(10)
_cell_length_b                   12.895(2)
_cell_length_c                   12.8216(19)
_cell_angle_alpha                90
_cell_angle_beta                 101.938(5)
_cell_angle_gamma                90
_cell_volume                     1252.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5024
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      27.99

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.408
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    7.865
_shelx_estimated_absorpt_T_min   0.572
_shelx_estimated_absorpt_T_max   0.694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5328
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_source.type              microfocus
_diffrn_radiation_type           MoK\a
_diffrn_source.source            'Ius 2.0'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            12790
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.265
_diffrn_reflns_theta_max         28.273
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3072
_reflns_number_gt                2284
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0302P)²+0.0964P] 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         3072
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0648
_refine_ls_wR_factor_gt          0.0590
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_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
Rb1 Rb 0.83702(4) 0.33548(2) 0.64683(2) 0.03596(10) Uani 1 1 d . . . . .
Rb2 Rb 0.36893(4) 0.54399(2) 0.71229(2) 0.03230(10) Uani 1 1 d . . . . .
C1 C 0.6953(4) 1.1079(2) 0.4601(2) 0.0378(8) Uani 1 1 d . . . . .
H2 H 0.658299 1.172481 0.431763 0.045 Uiso 1 1 calc R U . . .
C2 C 0.8244(4) 0.9969(2) 0.5658(2) 0.0282(6) Uani 1 1 d . . . . .
C3 C 0.7174(3) 0.84325(19) 0.4641(2) 0.0219(6) Uani 1 1 d . . . . .
C4 C 0.8117(3) 0.7901(2) 0.5549(2) 0.0250(6) Uani 1 1 d . . . . .
C5 C 0.8134(4) 0.6772(2) 0.5706(2) 0.0260(6) Uani 1 1 d . . . . .
N1 N 0.6407(3) 1.02104(17) 0.40795(19) 0.0324(6) Uani 1 1 d . . . . .
N2 N 0.8061(3) 1.09892(18) 0.55560(19) 0.0359(6) Uani 1 1 d . . . . .
N3 N 0.7258(3) 0.94801(16) 0.47763(17) 0.0241(5) Uani 1 1 d . . . . .
N5 N 0.6068(3) 0.81397(17) 0.37391(18) 0.0303(6) Uani 1 1 d . . . . .
N6 N 0.6277(3) 0.71892(18) 0.33707(18) 0.0280(5) Uani 1 1 d . . . . .
N7 N 0.9185(3) 0.94237(19) 0.6477(2) 0.0376(6) Uani 1 1 d . . . . .
N8 N 0.9066(3) 0.84043(19) 0.64060(19) 0.0346(6) Uani 1 1 d . . . . .
N9 N 0.9726(3) 0.62544(19) 0.58681(19) 0.0321(6) Uani 1 1 d . . . . .
N10 N 0.6604(3) 0.62518(19) 0.5728(2) 0.0333(6) Uani 1 1 d . . . . .
O1 O 0.7691(3) 0.67099(15) 0.36005(16) 0.0376(5) Uani 1 1 d . . . . .
O2 O 0.4985(3) 0.68277(16) 0.27337(17) 0.0451(6) Uani 1 1 d . . . . .
O3 O 1.1044(3) 0.67717(16) 0.57398(18) 0.0416(5) Uani 1 1 d . . . . .
O4 O 0.9893(3) 0.53326(17) 0.6133(2) 0.0551(7) Uani 1 1 d . . . . .
O5 O 0.6548(3) 0.53137(17) 0.5938(2) 0.0525(7) Uani 1 1 d . . . . .
O6 O 0.5197(3) 0.67720(17) 0.5509(2) 0.0498(6) 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
Rb1 O4 2.879(2) . ?
Rb1 O5 2.905(2) . ?
Rb1 O3 2.963(2) 3_766 ?
Rb1 O2 2.992(2) 3_666 ?
Rb1 N8 3.023(2) 2_746 ?
Rb1 O1 3.071(2) 3_766 ?
Rb1 N7 3.219(3) 2_746 ?
Rb1 N2 3.258(2) 1_545 ?
Rb1 O6 3.345(2) 3_666 ?
Rb1 N9 3.637(3) 3_766 ?
Rb1 Rb2 4.5964(7) 2_646 ?
Rb1 Rb2 4.7255(6) . ?
Rb2 O5 2.937(2) . ?
Rb2 O4 2.954(2) 1_455 ?
Rb2 O3 2.964(2) 1_455 ?
Rb2 N1 3.040(2) 4_576 ?
Rb2 O1 3.046(2) 3_666 ?
Rb2 N5 3.076(2) 4_576 ?
Rb2 O2 3.092(2) 3_666 ?
Rb2 O6 3.098(2) . ?
Rb2 N10 3.326(3) . ?
Rb2 N9 3.327(2) 1_455 ?
Rb2 N7 3.398(3) 2_646 ?
Rb2 N6 3.450(2) 3_666 ?
C1 N1 1.328(4) . ?
C1 N2 1.347(4) . ?
C1 H2 0.9300 . ?
C2 N2 1.327(4) . ?
C2 N7 1.346(4) . ?
C2 N3 1.379(3) . ?
C3 N5 1.343(3) . ?
C3 N3 1.362(3) . ?
C3 C4 1.418(4) . ?
C4 N8 1.354(3) . ?
C4 C5 1.469(4) . ?
C5 N10 1.367(3) . ?
C5 N9 1.380(3) . ?
N1 N3 1.370(3) . ?
N5 N6 1.335(3) . ?
N6 O1 1.239(3) . ?
N6 O2 1.244(3) . ?
N7 N8 1.320(3) . ?
N9 O4 1.235(3) . ?
N9 O3 1.258(3) . ?
N10 O5 1.242(3) . ?
N10 O6 1.260(3) . ?

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
O4 Rb1 O5 52.34(6) . . ?
O4 Rb1 O3 75.97(7) . 3_766 ?
O5 Rb1 O3 89.27(7) . 3_766 ?
O4 Rb1 O2 122.16(6) . 3_666 ?
O5 Rb1 O2 74.59(6) . 3_666 ?
O3 Rb1 O2 129.63(6) 3_766 3_666 ?
O4 Rb1 N8 84.44(7) . 2_746 ?
O5 Rb1 N8 112.92(7) . 2_746 ?
O3 Rb1 N8 131.37(6) 3_766 2_746 ?
O2 Rb1 N8 98.53(6) 3_666 2_746 ?
O4 Rb1 O1 65.15(6) . 3_766 ?
O5 Rb1 O1 117.02(6) . 3_766 ?
O3 Rb1 O1 67.77(5) 3_766 3_766 ?
O2 Rb1 O1 161.02(6) 3_666 3_766 ?
N8 Rb1 O1 63.60(6) 2_746 3_766 ?
O4 Rb1 N7 63.47(7) . 2_746 ?
O5 Rb1 N7 89.67(7) . 2_746 ?
O3 Rb1 N7 128.70(6) 3_766 2_746 ?
O2 Rb1 N7 99.16(6) 3_666 2_746 ?
N8 Rb1 N7 24.15(6) 2_746 2_746 ?
O1 Rb1 N7 67.40(6) 3_766 2_746 ?
O4 Rb1 N2 141.04(7) . 1_545 ?
O5 Rb1 N2 137.23(7) . 1_545 ?
O3 Rb1 N2 67.65(6) 3_766 1_545 ?
O2 Rb1 N2 92.56(6) 3_666 1_545 ?
N8 Rb1 N2 109.22(6) 2_746 1_545 ?
O1 Rb1 N2 87.93(6) 3_766 1_545 ?
N7 Rb1 N2 132.99(6) 2_746 1_545 ?
O4 Rb1 O6 103.28(6) . 3_666 ?
O5 Rb1 O6 65.17(6) . 3_666 ?
O3 Rb1 O6 62.54(6) 3_766 3_666 ?
O2 Rb1 O6 67.41(6) 3_666 3_666 ?
N8 Rb1 O6 165.92(7) 2_746 3_666 ?
O1 Rb1 O6 130.28(6) 3_766 3_666 ?
N7 Rb1 O6 153.50(6) 2_746 3_666 ?
N2 Rb1 O6 72.20(6) 1_545 3_666 ?
O4 Rb1 N9 60.38(7) . 3_766 ?
O5 Rb1 N9 86.95(6) . 3_766 ?
O3 Rb1 N9 18.62(5) 3_766 3_766 ?
O2 Rb1 N9 145.20(5) 3_666 3_766 ?
N8 Rb1 N9 115.93(6) 2_746 3_766 ?
O1 Rb1 N9 53.55(5) 3_766 3_766 ?
N7 Rb1 N9 110.17(6) 2_746 3_766 ?
N2 Rb1 N9 81.15(6) 1_545 3_766 ?
O6 Rb1 N9 78.14(6) 3_666 3_766 ?
O4 Rb1 Rb2 165.75(6) . 2_646 ?
O5 Rb1 Rb2 127.72(5) . 2_646 ?
O3 Rb1 Rb2 117.69(4) 3_766 2_646 ?
O2 Rb1 Rb2 53.48(4) 3_666 2_646 ?
N8 Rb1 Rb2 83.08(5) 2_746 2_646 ?
O1 Rb1 Rb2 114.61(4) 3_766 2_646 ?
N7 Rb1 Rb2 102.81(5) 2_746 2_646 ?
N2 Rb1 Rb2 50.93(5) 1_545 2_646 ?
O6 Rb1 Rb2 87.62(4) 3_666 2_646 ?
N9 Rb1 Rb2 132.04(4) 3_766 2_646 ?
O4 Rb1 Rb2 82.85(5) . . ?
O5 Rb1 Rb2 36.24(5) . . ?
O3 Rb1 Rb2 118.41(4) 3_766 . ?
O2 Rb1 Rb2 39.81(4) 3_666 . ?
N8 Rb1 Rb2 102.29(5) 2_746 . ?
O1 Rb1 Rb2 145.44(4) 3_766 . ?
N7 Rb1 Rb2 87.36(5) 2_746 . ?
N2 Rb1 Rb2 126.47(5) 1_545 . ?
O6 Rb1 Rb2 67.59(4) 3_666 . ?
N9 Rb1 Rb2 121.59(4) 3_766 . ?
Rb2 Rb1 Rb2 93.108(11) 2_646 . ?
O5 Rb2 O4 124.37(8) . 1_455 ?
O5 Rb2 O3 102.96(6) . 1_455 ?
O4 Rb2 O3 42.86(6) 1_455 1_455 ?
O5 Rb2 N1 86.81(7) . 4_576 ?
O4 Rb2 N1 143.05(7) 1_455 4_576 ?
O3 Rb2 N1 158.16(7) 1_455 4_576 ?
O5 Rb2 O1 92.68(6) . 3_666 ?
O4 Rb2 O1 64.61(6) 1_455 3_666 ?
O3 Rb2 O1 100.92(6) 1_455 3_666 ?
N1 Rb2 O1 98.03(6) 4_576 3_666 ?
O5 Rb2 N5 88.35(7) . 4_576 ?
O4 Rb2 N5 136.16(7) 1_455 4_576 ?
O3 Rb2 N5 107.54(6) 1_455 4_576 ?
N1 Rb2 N5 52.59(6) 4_576 4_576 ?
O1 Rb2 N5 150.52(6) 3_666 4_576 ?
O5 Rb2 O2 72.65(6) . 3_666 ?
O4 Rb2 O2 105.66(6) 1_455 3_666 ?
O3 Rb2 O2 139.76(6) 1_455 3_666 ?
N1 Rb2 O2 61.66(6) 4_576 3_666 ?
O1 Rb2 O2 41.30(5) 3_666 3_666 ?
N5 Rb2 O2 112.20(6) 4_576 3_666 ?
O5 Rb2 O6 41.97(6) . . ?
O4 Rb2 O6 102.59(6) 1_455 . ?
O3 Rb2 O6 65.70(6) 1_455 . ?
N1 Rb2 O6 114.32(6) 4_576 . ?
O1 Rb2 O6 117.28(6) 3_666 . ?
N5 Rb2 O6 82.18(7) 4_576 . ?
O2 Rb2 O6 113.43(6) 3_666 . ?
O5 Rb2 N10 21.76(6) . . ?
O4 Rb2 N10 120.61(7) 1_455 . ?
O3 Rb2 N10 87.58(6) 1_455 . ?
N1 Rb2 N10 95.72(6) 4_576 . ?
O1 Rb2 N10 110.93(6) 3_666 . ?
N5 Rb2 N10 78.26(6) 4_576 . ?
O2 Rb2 N10 94.34(6) 3_666 . ?
O6 Rb2 N10 22.27(5) . . ?
O5 Rb2 N9 119.07(7) . 1_455 ?
O4 Rb2 N9 21.66(5) 1_455 1_455 ?
O3 Rb2 N9 22.12(5) 1_455 1_455 ?
N1 Rb2 N9 153.91(7) 4_576 1_455 ?
O1 Rb2 N9 84.81(6) 3_666 1_455 ?
N5 Rb2 N9 120.11(6) 4_576 1_455 ?
O2 Rb2 N9 126.09(6) 3_666 1_455 ?
O6 Rb2 N9 86.53(6) . 1_455 ?
N10 Rb2 N9 107.54(6) . 1_455 ?
O5 Rb2 N7 153.91(6) . 2_646 ?
O4 Rb2 N7 60.44(6) 1_455 2_646 ?
O3 Rb2 N7 95.29(6) 1_455 2_646 ?
N1 Rb2 N7 82.82(6) 4_576 2_646 ?
O1 Rb2 N7 65.35(6) 3_666 2_646 ?
N5 Rb2 N7 103.89(6) 4_576 2_646 ?
O2 Rb2 N7 81.36(6) 3_666 2_646 ?
O6 Rb2 N7 160.97(6) . 2_646 ?
N10 Rb2 N7 175.65(6) . 2_646 ?
N9 Rb2 N7 74.79(6) 1_455 2_646 ?
O5 Rb2 N6 79.37(6) . 3_666 ?
O4 Rb2 N6 85.40(6) 1_455 3_666 ?
O3 Rb2 N6 119.35(6) 1_455 3_666 ?
N1 Rb2 N6 81.38(6) 4_576 3_666 ?
O1 Rb2 N6 20.81(5) 3_666 3_666 ?
N5 Rb2 N6 133.04(6) 4_576 3_666 ?
O2 Rb2 N6 21.02(5) 3_666 3_666 ?
O6 Rb2 N6 113.84(6) . 3_666 ?
N10 Rb2 N6 100.31(6) . 3_666 ?
N9 Rb2 N6 105.23(6) 1_455 3_666 ?
N7 Rb2 N6 75.44(6) 2_646 3_666 ?
N1 C1 N2 117.5(3) . . ?
N1 C1 H2 121.2 . . ?
N2 C1 H2 121.2 . . ?
N2 C2 N7 128.6(2) . . ?
N2 C2 N3 110.1(2) . . ?
N7 C2 N3 121.3(3) . . ?
N2 C2 Rb2 81.63(16) . 2_656 ?
N7 C2 Rb2 73.29(17) . 2_656 ?
N3 C2 Rb2 118.94(18) . 2_656 ?
N5 C3 N3 113.2(2) . . ?
N5 C3 C4 134.4(2) . . ?
N3 C3 C4 111.8(2) . . ?
N8 C4 C3 122.4(2) . . ?
N8 C4 C5 112.1(2) . . ?
C3 C4 C5 125.5(2) . . ?
N10 C5 N9 120.7(2) . . ?
N10 C5 C4 120.4(2) . . ?
N9 C5 C4 118.8(2) . . ?
C1 N1 N3 101.0(2) . . ?
C1 N1 Rb2 137.91(18) . 4_575 ?
N3 N1 Rb2 120.41(15) . 4_575 ?
C2 N2 C1 102.1(2) . . ?
C2 N2 Rb1 153.47(18) . 1_565 ?
C1 N2 Rb1 103.40(18) . 1_565 ?
C2 N2 Rb2 76.91(16) . 2_656 ?
C1 N2 Rb2 119.5(2) . 2_656 ?
Rb1 N2 Rb2 84.22(6) 1_565 2_656 ?
C3 N3 N1 126.5(2) . . ?
C3 N3 C2 124.2(2) . . ?
N1 N3 C2 109.3(2) . . ?
N6 N5 C3 117.4(2) . . ?
N6 N5 Rb2 114.06(15) . 4_575 ?
C3 N5 Rb2 126.80(17) . 4_575 ?
O1 N6 O2 121.4(2) . . ?
O1 N6 N5 122.7(2) . . ?
O2 N6 N5 115.9(2) . . ?
O1 N6 Rb2 60.89(13) . 3_666 ?
O2 N6 Rb2 63.06(14) . 3_666 ?
N5 N6 Rb2 166.63(18) . 3_666 ?
N8 N7 C2 116.6(2) . . ?
N8 N7 Rb1 69.57(14) . 2_756 ?
C2 N7 Rb1 173.78(19) . 2_756 ?
N8 N7 Rb2 112.11(18) . 2_656 ?
C2 N7 Rb2 84.41(17) . 2_656 ?
Rb1 N7 Rb2 94.10(7) 2_756 2_656 ?
N7 N8 C4 123.5(2) . . ?
N7 N8 Rb1 86.28(15) . 2_756 ?
C4 N8 Rb1 150.01(18) . 2_756 ?
O4 N9 O3 120.3(2) . . ?
O4 N9 C5 123.1(2) . . ?
O3 N9 C5 116.6(2) . . ?
O4 N9 Rb2 61.96(14) . 1_655 ?
O3 N9 Rb2 62.53(13) . 1_655 ?
C5 N9 Rb2 158.73(19) . 1_655 ?
O4 N9 Rb1 108.80(19) . 3_766 ?
O3 N9 Rb1 48.77(14) . 3_766 ?
C5 N9 Rb1 108.13(17) . 3_766 ?
Rb2 N9 Rb1 87.23(6) 1_655 3_766 ?
O5 N10 O6 119.9(2) . . ?
O5 N10 C5 123.5(2) . . ?
O6 N10 C5 116.5(2) . . ?
O5 N10 Rb2 61.21(15) . . ?
O6 N10 Rb2 68.65(15) . . ?
C5 N10 Rb2 148.53(18) . . ?
N6 O1 Rb2 98.30(15) . 3_666 ?
N6 O1 Rb1 147.26(18) . 3_766 ?
Rb2 O1 Rb1 104.75(6) 3_666 3_766 ?
N6 O2 Rb1 116.27(17) . 3_666 ?
N6 O2 Rb2 95.92(16) . 3_666 ?
Rb1 O2 Rb2 101.91(7) 3_666 3_666 ?
N9 O3 Rb1 112.61(17) . 3_766 ?
N9 O3 Rb2 95.36(14) . 1_655 ?
Rb1 O3 Rb2 108.44(7) 3_766 1_655 ?
N9 O4 Rb1 150.50(17) . . ?
N9 O4 Rb2 96.38(16) . 1_655 ?
Rb1 O4 Rb2 112.28(7) . 1_655 ?
N10 O5 Rb1 149.38(17) . . ?
N10 O5 Rb2 97.03(16) . . ?
Rb1 O5 Rb2 107.99(7) . . ?
N10 O6 Rb2 89.08(16) . . ?
N10 O6 Rb1 133.08(19) . 3_666 ?
Rb2 O6 Rb1 96.47(6) . 3_666 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N5 C3 C4 N8 -174.8(3) . . . . ?
N3 C3 C4 N8 -4.0(4) . . . . ?
N5 C3 C4 C5 2.3(5) . . . . ?
N3 C3 C4 C5 173.2(3) . . . . ?
N8 C4 C5 N10 116.4(3) . . . . ?
C3 C4 C5 N10 -61.0(4) . . . . ?
N8 C4 C5 N9 -61.3(4) . . . . ?
C3 C4 C5 N9 121.2(3) . . . . ?
N2 C1 N1 N3 0.0(4) . . . . ?
N2 C1 N1 Rb2 170.2(2) . . . 4_575 ?
N7 C2 N2 C1 -178.5(3) . . . . ?
N3 C2 N2 C1 0.0(3) . . . . ?
Rb2 C2 N2 C1 -117.8(2) 2_656 . . . ?
N7 C2 N2 Rb1 -14.9(7) . . . 1_565 ?
N3 C2 N2 Rb1 163.6(3) . . . 1_565 ?
Rb2 C2 N2 Rb1 45.8(4) 2_656 . . 1_565 ?
N7 C2 N2 Rb2 -60.7(3) . . . 2_656 ?
N3 C2 N2 Rb2 117.8(2) . . . 2_656 ?
N1 C1 N2 C2 0.0(4) . . . . ?
N1 C1 N2 Rb1 -172.6(2) . . . 1_565 ?
N1 C1 N2 Rb2 -81.7(3) . . . 2_656 ?
N5 C3 N3 N1 -2.9(4) . . . . ?
C4 C3 N3 N1 -175.8(2) . . . . ?
N5 C3 N3 C2 177.3(2) . . . . ?
C4 C3 N3 C2 4.4(4) . . . . ?
C1 N1 N3 C3 -179.8(3) . . . . ?
Rb2 N1 N3 C3 7.8(4) 4_575 . . . ?
C1 N1 N3 C2 0.0(3) . . . . ?
Rb2 N1 N3 C2 -172.40(17) 4_575 . . . ?
N2 C2 N3 C3 179.8(3) . . . . ?
N7 C2 N3 C3 -1.6(4) . . . . ?
Rb2 C2 N3 C3 -88.8(3) 2_656 . . . ?
N2 C2 N3 N1 0.0(3) . . . . ?
N7 C2 N3 N1 178.6(3) . . . . ?
Rb2 C2 N3 N1 91.4(2) 2_656 . . . ?
N3 C3 N5 N6 160.3(2) . . . . ?
C4 C3 N5 N6 -29.0(5) . . . . ?
N3 C3 N5 Rb2 -3.7(3) . . . 4_575 ?
C4 C3 N5 Rb2 167.1(2) . . . 4_575 ?
C3 N5 N6 O1 -23.0(4) . . . . ?
Rb2 N5 N6 O1 143.0(2) 4_575 . . . ?
C3 N5 N6 O2 160.5(2) . . . . ?
Rb2 N5 N6 O2 -33.5(3) 4_575 . . . ?
C3 N5 N6 Rb2 78.5(8) . . . 3_666 ?
Rb2 N5 N6 Rb2 -115.5(7) 4_575 . . 3_666 ?
N2 C2 N7 N8 176.2(3) . . . . ?
N3 C2 N7 N8 -2.2(4) . . . . ?
Rb2 C2 N7 N8 112.0(3) 2_656 . . . ?
N2 C2 N7 Rb2 64.2(3) . . . 2_656 ?
N3 C2 N7 Rb2 -114.1(3) . . . 2_656 ?
C2 N7 N8 C4 2.6(4) . . . . ?
Rb1 N7 N8 C4 -176.5(3) 2_756 . . . ?
Rb2 N7 N8 C4 97.5(3) 2_656 . . . ?
C2 N7 N8 Rb1 179.0(2) . . . 2_756 ?
Rb2 N7 N8 Rb1 -86.04(11) 2_656 . . 2_756 ?
C3 C4 N8 N7 0.7(4) . . . . ?
C5 C4 N8 N7 -176.9(3) . . . . ?
C3 C4 N8 Rb1 -172.3(3) . . . 2_756 ?
C5 C4 N8 Rb1 10.2(5) . . . 2_756 ?
N10 C5 N9 O4 -6.7(4) . . . . ?
C4 C5 N9 O4 171.0(3) . . . . ?
N10 C5 N9 O3 173.7(2) . . . . ?
C4 C5 N9 O3 -8.5(4) . . . . ?
N10 C5 N9 Rb2 -104.1(5) . . . 1_655 ?
C4 C5 N9 Rb2 73.7(6) . . . 1_655 ?
N10 C5 N9 Rb1 121.5(2) . . . 3_766 ?
C4 C5 N9 Rb1 -60.8(3) . . . 3_766 ?
N9 C5 N10 O5 3.5(4) . . . . ?
C4 C5 N10 O5 -174.3(3) . . . . ?
N9 C5 N10 O6 -175.8(3) . . . . ?
C4 C5 N10 O6 6.4(4) . . . . ?
N9 C5 N10 Rb2 92.1(4) . . . . ?
C4 C5 N10 Rb2 -85.7(4) . . . . ?
O2 N6 O1 Rb2 -18.7(3) . . . 3_666 ?
N5 N6 O1 Rb2 165.0(2) . . . 3_666 ?
O2 N6 O1 Rb1 115.9(3) . . . 3_766 ?
N5 N6 O1 Rb1 -60.4(4) . . . 3_766 ?
Rb2 N6 O1 Rb1 134.7(3) 3_666 . . 3_766 ?
O1 N6 O2 Rb1 124.7(2) . . . 3_666 ?
N5 N6 O2 Rb1 -58.7(3) . . . 3_666 ?
Rb2 N6 O2 Rb1 106.42(14) 3_666 . . 3_666 ?
O1 N6 O2 Rb2 18.3(3) . . . 3_666 ?
N5 N6 O2 Rb2 -165.1(2) . . . 3_666 ?
O4 N9 O3 Rb1 89.1(3) . . . 3_766 ?
C5 N9 O3 Rb1 -91.4(2) . . . 3_766 ?
Rb2 N9 O3 Rb1 112.53(13) 1_655 . . 3_766 ?
O4 N9 O3 Rb2 -23.4(3) . . . 1_655 ?
C5 N9 O3 Rb2 156.1(2) . . . 1_655 ?
Rb1 N9 O3 Rb2 -112.53(13) 3_766 . . 1_655 ?
O3 N9 O4 Rb1 -169.9(3) . . . . ?
C5 N9 O4 Rb1 10.6(6) . . . . ?
Rb2 N9 O4 Rb1 166.5(5) 1_655 . . . ?
Rb1 N9 O4 Rb1 -117.3(4) 3_766 . . . ?
O3 N9 O4 Rb2 23.6(3) . . . 1_655 ?
C5 N9 O4 Rb2 -155.9(2) . . . 1_655 ?
Rb1 N9 O4 Rb2 76.16(12) 3_766 . . 1_655 ?
O6 N10 O5 Rb1 177.7(3) . . . . ?
C5 N10 O5 Rb1 -1.6(6) . . . . ?
Rb2 N10 O5 Rb1 -145.0(4) . . . . ?
O6 N10 O5 Rb2 -37.3(3) . . . . ?
C5 N10 O5 Rb2 143.4(2) . . . . ?
O5 N10 O6 Rb2 34.7(3) . . . . ?
C5 N10 O6 Rb2 -145.9(2) . . . . ?
O5 N10 O6 Rb1 -63.3(4) . . . 3_666 ?
C5 N10 O6 Rb1 116.1(2) . . . 3_666 ?
Rb2 N10 O6 Rb1 -98.01(19) . . . 3_666 ?

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
C1 H2 O6 0.93 2.42 3.221(4) 144.9 3_676 yes

_refine_diff_density_max         0.503
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.097

####################################################################### 
# 
# 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_DZ221217_Cs_a
_database_code_depnum_ccdc_archive 'CCDC 2335915'
loop_
_audit_author_name
_audit_author_address
'liu shichang'
;Nanjing University of Science and Technology
China
;
_audit_update_record             
;
2024-02-28 deposited with the CCDC.	2024-08-19 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         'C5 H2 Cs N7 O5'
_chemical_formula_sum            'C5 H2 Cs N7 O5'
_chemical_formula_weight         373.05

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'
Cs Cs -0.3680 2.1192 '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                   8.9427(6)
_cell_length_b                   11.6294(7)
_cell_length_c                   10.5630(7)
_cell_angle_alpha                90
_cell_angle_beta                 114.417(2)
_cell_angle_gamma                90
_cell_volume                     1000.28(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6406
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.477
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    3.734
_shelx_estimated_absorpt_T_min   0.835
_shelx_estimated_absorpt_T_max   0.865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6613
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_source.type              microfocus
_diffrn_radiation_type           MoK\a
_diffrn_source.source            'Ius 2.0'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.42
_diffrn_reflns_number            10112
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.501
_diffrn_reflns_theta_max         28.336
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2474
_reflns_number_gt                2133
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0152P)²+1.0864P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0128(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2474
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0222
_refine_ls_wR_factor_ref         0.0468
_refine_ls_wR_factor_gt          0.0445
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_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
Cs1 Cs 0.17571(2) 0.67236(2) 1.14352(2) 0.03301(8) Uani 1 1 d . . . . .
C1 C 0.1353(3) 0.4180(2) 0.3483(2) 0.0261(5) Uani 1 1 d . . . . .
H1 H 0.084748 0.411869 0.251980 0.031 Uiso 1 1 calc R U . . .
C2 C 0.3102(3) 0.45804(19) 0.5462(2) 0.0208(5) Uani 1 1 d . . . . .
C3 C 0.1767(3) 0.3719(2) 0.6833(2) 0.0204(5) Uani 1 1 d . . . . .
C4 C 0.3321(3) 0.40508(19) 0.8008(2) 0.0200(5) Uani 1 1 d . . . . .
C5 C 0.3520(3) 0.3706(2) 0.9409(2) 0.0217(5) Uani 1 1 d . . . . .
N1 N 0.0646(2) 0.37982(18) 0.4268(2) 0.0257(4) Uani 1 1 d . . . . .
N2 N 0.2867(2) 0.46713(18) 0.41462(19) 0.0251(4) Uani 1 1 d . . . . .
N3 N 0.1810(2) 0.40592(16) 0.55788(19) 0.0189(4) Uani 1 1 d . . . . .
N4 N 0.4394(2) 0.48944(18) 0.66236(19) 0.0274(5) Uani 1 1 d . . . . .
H4 H 0.516720 0.529080 0.655247 0.033 Uiso 1 1 calc R U . . .
N5 N 0.4514(2) 0.46068(18) 0.78985(19) 0.0250(4) Uani 1 1 d . . . . .
N6 N 0.2459(2) 0.41737(18) 0.9898(2) 0.0254(4) Uani 1 1 d . . . . .
N7 N 0.4733(3) 0.29421(18) 1.0185(2) 0.0275(5) Uani 1 1 d . . . . .
O1 O 0.1545(2) 0.49661(17) 0.91596(19) 0.0383(5) Uani 1 1 d . . . . .
O2 O 0.2339(2) 0.38600(19) 1.0975(2) 0.0411(5) Uani 1 1 d . . . . .
O3 O 0.4952(3) 0.26816(19) 1.1389(2) 0.0449(5) Uani 1 1 d . . . . .
O4 O 0.5600(3) 0.25186(19) 0.9633(2) 0.0470(6) Uani 1 1 d . . . . .
O5 O 0.0608(2) 0.32218(15) 0.68783(18) 0.0296(4) 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
Cs1 O3 3.097(2) 2_657 ?
Cs1 O1 3.1007(18) . ?
Cs1 N1 3.110(2) 2_556 ?
Cs1 O4 3.138(2) 3_667 ?
Cs1 O5 3.2810(17) 3_567 ?
Cs1 O1 3.382(2) 3_567 ?
Cs1 O2 3.436(2) . ?
Cs1 N5 3.474(2) 3_667 ?
Cs1 N2 3.540(2) 1_556 ?
Cs1 O2 3.556(2) 3_567 ?
Cs1 N6 3.559(2) . ?
Cs1 N6 3.591(2) 3_567 ?
C1 N1 1.311(3) . ?
C1 N2 1.366(3) . ?
C1 H1 0.9300 . ?
C2 N2 1.321(3) . ?
C2 N4 1.342(3) . ?
C2 N3 1.355(3) . ?
C3 O5 1.206(3) . ?
C3 N3 1.398(3) . ?
C3 C4 1.481(3) . ?
C4 N5 1.293(3) . ?
C4 C5 1.471(3) . ?
C5 N6 1.367(3) . ?
C5 N7 1.380(3) . ?
N1 N3 1.378(3) . ?
N4 N5 1.348(3) . ?
N4 H4 0.8600 . ?
N6 O2 1.241(3) . ?
N6 O1 1.264(3) . ?
N7 O3 1.242(3) . ?
N7 O4 1.247(3) . ?

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
O3 Cs1 O1 123.18(5) 2_657 . ?
O3 Cs1 N1 104.43(6) 2_657 2_556 ?
O1 Cs1 N1 120.75(5) . 2_556 ?
O3 Cs1 O4 62.60(6) 2_657 3_667 ?
O1 Cs1 O4 73.75(6) . 3_667 ?
N1 Cs1 O4 104.19(5) 2_556 3_667 ?
O3 Cs1 O5 102.61(5) 2_657 3_567 ?
O1 Cs1 O5 125.94(5) . 3_567 ?
N1 Cs1 O5 65.03(5) 2_556 3_567 ?
O4 Cs1 O5 160.13(5) 3_667 3_567 ?
O3 Cs1 O1 146.68(5) 2_657 3_567 ?
O1 Cs1 O1 72.78(5) . 3_567 ?
N1 Cs1 O1 86.69(5) 2_556 3_567 ?
O4 Cs1 O1 145.69(5) 3_667 3_567 ?
O5 Cs1 O1 53.34(4) 3_567 3_567 ?
O3 Cs1 O2 107.49(5) 2_657 . ?
O1 Cs1 O2 38.35(5) . . ?
N1 Cs1 O2 148.01(5) 2_556 . ?
O4 Cs1 O2 92.33(5) 3_667 . ?
O5 Cs1 O2 105.35(4) 3_567 . ?
O1 Cs1 O2 65.30(4) 3_567 . ?
O3 Cs1 N5 58.11(5) 2_657 3_667 ?
O1 Cs1 N5 67.02(5) . 3_667 ?
N1 Cs1 N5 154.77(5) 2_556 3_667 ?
O4 Cs1 N5 52.78(5) 3_667 3_667 ?
O5 Cs1 N5 132.75(4) 3_567 3_667 ?
O1 Cs1 N5 118.03(5) 3_567 3_667 ?
O2 Cs1 N5 53.72(5) . 3_667 ?
O3 Cs1 N2 77.27(5) 2_657 1_556 ?
O1 Cs1 N2 95.14(5) . 1_556 ?
N1 Cs1 N2 130.64(5) 2_556 1_556 ?
O4 Cs1 N2 118.65(5) 3_667 1_556 ?
O5 Cs1 N2 66.54(5) 3_567 1_556 ?
O1 Cs1 N2 71.93(4) 3_567 1_556 ?
O2 Cs1 N2 56.82(5) . 1_556 ?
N5 Cs1 N2 67.12(5) 3_667 1_556 ?
O3 Cs1 O2 168.93(5) 2_657 3_567 ?
O1 Cs1 O2 66.69(5) . 3_567 ?
N1 Cs1 O2 64.63(5) 2_556 3_567 ?
O4 Cs1 O2 120.15(5) 3_667 3_567 ?
O5 Cs1 O2 71.83(4) 3_567 3_567 ?
O1 Cs1 O2 36.34(4) 3_567 3_567 ?
O2 Cs1 O2 83.40(5) . 3_567 ?
N5 Cs1 O2 132.71(5) 3_667 3_567 ?
N2 Cs1 O2 108.16(5) 1_556 3_567 ?
O3 Cs1 N6 110.21(5) 2_657 . ?
O1 Cs1 N6 20.43(4) . . ?
N1 Cs1 N6 140.54(5) 2_556 . ?
O4 Cs1 N6 76.62(5) 3_667 . ?
O5 Cs1 N6 122.60(5) 3_567 . ?
O1 Cs1 N6 74.71(4) 3_567 . ?
O2 Cs1 N6 20.34(4) . . ?
N5 Cs1 N6 52.11(5) 3_667 . ?
N2 Cs1 N6 76.35(5) 1_556 . ?
O2 Cs1 N6 80.68(5) 3_567 . ?
O3 Cs1 N6 156.50(5) 2_657 3_567 ?
O1 Cs1 N6 77.67(5) . 3_567 ?
N1 Cs1 N6 67.79(5) 2_556 3_567 ?
O4 Cs1 N6 139.95(5) 3_667 3_567 ?
O5 Cs1 N6 53.89(4) 3_567 3_567 ?
O1 Cs1 N6 20.61(4) 3_567 3_567 ?
O2 Cs1 N6 81.87(5) . 3_567 ?
N5 Cs1 N6 135.58(5) 3_667 3_567 ?
N2 Cs1 N6 91.09(5) 1_556 3_567 ?
O2 Cs1 N6 19.99(4) 3_567 3_567 ?
N6 Cs1 N6 86.19(5) . 3_567 ?
N1 C1 N2 116.9(2) . . ?
N1 C1 Cs1 144.55(17) . 1_554 ?
N2 C1 Cs1 69.88(13) . 1_554 ?
N1 C1 H1 121.6 . . ?
N2 C1 H1 121.6 . . ?
Cs1 C1 H1 63.3 1_554 . ?
N2 C2 N4 130.0(2) . . ?
N2 C2 N3 111.2(2) . . ?
N4 C2 N3 118.83(19) . . ?
O5 C3 N3 122.3(2) . . ?
O5 C3 C4 128.0(2) . . ?
N3 C3 C4 109.69(19) . . ?
N5 C4 C5 117.7(2) . . ?
N5 C4 C3 125.3(2) . . ?
C5 C4 C3 116.9(2) . . ?
N6 C5 N7 122.0(2) . . ?
N6 C5 C4 117.3(2) . . ?
N7 C5 C4 120.7(2) . . ?
C1 N1 N3 101.50(18) . . ?
C1 N1 Cs1 125.30(16) . 2_546 ?
N3 N1 Cs1 124.83(14) . 2_546 ?
C2 N2 C1 101.47(19) . . ?
C2 N2 Cs1 140.75(16) . 1_554 ?
C1 N2 Cs1 88.88(13) . 1_554 ?
C2 N3 N1 108.98(18) . . ?
C2 N3 C3 124.84(19) . . ?
N1 N3 C3 125.75(19) . . ?
C2 N4 N5 121.94(19) . . ?
C2 N4 Cs1 128.22(16) . 3_667 ?
N5 N4 Cs1 69.46(12) . 3_667 ?
C2 N4 H4 119.0 . . ?
N5 N4 H4 119.0 . . ?
Cs1 N4 H4 74.0 3_667 . ?
C4 N5 N4 119.03(19) . . ?
C4 N5 Cs1 121.17(15) . 3_667 ?
N4 N5 Cs1 89.23(13) . 3_667 ?
O2 N6 O1 120.0(2) . . ?
O2 N6 C5 124.5(2) . . ?
O1 N6 C5 115.5(2) . . ?
O2 N6 Cs1 74.22(14) . . ?
O1 N6 Cs1 58.88(12) . . ?
C5 N6 Cs1 141.71(15) . . ?
O2 N6 Cs1 78.42(13) . 3_567 ?
O1 N6 Cs1 70.34(13) . 3_567 ?
C5 N6 Cs1 121.10(14) . 3_567 ?
Cs1 N6 Cs1 93.81(5) . 3_567 ?
O3 N7 O4 121.1(2) . . ?
O3 N7 C5 121.2(2) . . ?
O4 N7 C5 117.7(2) . . ?
N6 O1 Cs1 100.69(13) . . ?
N6 O1 Cs1 89.05(14) . 3_567 ?
Cs1 O1 Cs1 107.22(5) . 3_567 ?
N6 O2 Cs1 85.43(15) . . ?
N6 O2 Cs1 81.59(13) . 3_567 ?
Cs1 O2 Cs1 96.60(5) . 3_567 ?
N7 O3 Cs1 123.13(16) . 2_647 ?
N7 O4 Cs1 139.73(17) . 3_667 ?
C3 O5 Cs1 140.40(15) . 3_567 ?
C3 O5 Cs1 110.71(14) . 2_546 ?
Cs1 O5 Cs1 106.18(4) 3_567 2_546 ?

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
O5 C3 C4 N5 -178.5(2) . . . . ?
N3 C3 C4 N5 2.3(3) . . . . ?
O5 C3 C4 C5 2.1(4) . . . . ?
N3 C3 C4 C5 -177.08(19) . . . . ?
N5 C4 C5 N6 116.3(3) . . . . ?
C3 C4 C5 N6 -64.2(3) . . . . ?
N5 C4 C5 N7 -63.6(3) . . . . ?
C3 C4 C5 N7 115.8(3) . . . . ?
N2 C1 N1 N3 -0.3(3) . . . . ?
Cs1 C1 N1 N3 -93.0(3) 1_554 . . . ?
N2 C1 N1 Cs1 -149.37(17) . . . 2_546 ?
Cs1 C1 N1 Cs1 117.9(2) 1_554 . . 2_546 ?
N4 C2 N2 C1 178.7(3) . . . . ?
N3 C2 N2 C1 0.4(3) . . . . ?
N4 C2 N2 Cs1 -78.8(3) . . . 1_554 ?
N3 C2 N2 Cs1 102.9(2) . . . 1_554 ?
N1 C1 N2 C2 -0.1(3) . . . . ?
Cs1 C1 N2 C2 141.85(17) 1_554 . . . ?
N1 C1 N2 Cs1 -141.9(2) . . . 1_554 ?
N2 C2 N3 N1 -0.5(3) . . . . ?
N4 C2 N3 N1 -179.1(2) . . . . ?
N2 C2 N3 C3 172.3(2) . . . . ?
N4 C2 N3 C3 -6.2(3) . . . . ?
C1 N1 N3 C2 0.5(2) . . . . ?
Cs1 N1 N3 C2 149.77(15) 2_546 . . . ?
C1 N1 N3 C3 -172.3(2) . . . . ?
Cs1 N1 N3 C3 -23.0(3) 2_546 . . . ?
O5 C3 N3 C2 -177.4(2) . . . . ?
C4 C3 N3 C2 1.9(3) . . . . ?
O5 C3 N3 N1 -5.8(4) . . . . ?
C4 C3 N3 N1 173.5(2) . . . . ?
N2 C2 N4 N5 -171.5(2) . . . . ?
N3 C2 N4 N5 6.7(3) . . . . ?
N2 C2 N4 Cs1 -83.5(3) . . . 3_667 ?
N3 C2 N4 Cs1 94.6(2) . . . 3_667 ?
C5 C4 N5 N4 177.4(2) . . . . ?
C3 C4 N5 N4 -1.9(4) . . . . ?
C5 C4 N5 Cs1 68.9(2) . . . 3_667 ?
C3 C4 N5 Cs1 -110.5(2) . . . 3_667 ?
C2 N4 N5 C4 -2.7(4) . . . . ?
Cs1 N4 N5 C4 -125.8(2) 3_667 . . . ?
C2 N4 N5 Cs1 123.0(2) . . . 3_667 ?
N7 C5 N6 O2 -9.5(4) . . . . ?
C4 C5 N6 O2 170.5(2) . . . . ?
N7 C5 N6 O1 171.5(2) . . . . ?
C4 C5 N6 O1 -8.5(3) . . . . ?
N7 C5 N6 Cs1 100.2(3) . . . . ?
C4 C5 N6 Cs1 -79.7(3) . . . . ?
N7 C5 N6 Cs1 -107.0(2) . . . 3_567 ?
C4 C5 N6 Cs1 73.0(2) . . . 3_567 ?
N6 C5 N7 O3 -2.9(4) . . . . ?
C4 C5 N7 O3 177.1(2) . . . . ?
N6 C5 N7 O4 176.9(2) . . . . ?
C4 C5 N7 O4 -3.2(3) . . . . ?
O2 N6 O1 Cs1 44.3(2) . . . . ?
C5 N6 O1 Cs1 -136.72(17) . . . . ?
Cs1 N6 O1 Cs1 107.35(7) 3_567 . . . ?
O2 N6 O1 Cs1 -63.1(2) . . . 3_567 ?
C5 N6 O1 Cs1 115.93(18) . . . 3_567 ?
Cs1 N6 O1 Cs1 -107.35(7) . . . 3_567 ?
O1 N6 O2 Cs1 -38.4(2) . . . . ?
C5 N6 O2 Cs1 142.7(2) . . . . ?
Cs1 N6 O2 Cs1 -97.38(4) 3_567 . . . ?
O1 N6 O2 Cs1 59.0(2) . . . 3_567 ?
C5 N6 O2 Cs1 -119.9(2) . . . 3_567 ?
Cs1 N6 O2 Cs1 97.38(4) . . . 3_567 ?
O4 N7 O3 Cs1 22.7(3) . . . 2_647 ?
C5 N7 O3 Cs1 -157.57(17) . . . 2_647 ?
O3 N7 O4 Cs1 -113.4(3) . . . 3_667 ?
C5 N7 O4 Cs1 66.9(3) . . . 3_667 ?
N3 C3 O5 Cs1 -133.9(2) . . . 3_567 ?
C4 C3 O5 Cs1 47.0(4) . . . 3_567 ?
N3 C3 O5 Cs1 23.6(3) . . . 2_546 ?
C4 C3 O5 Cs1 -155.5(2) . . . 2_546 ?

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
C1 H1 O2 0.93 2.52 3.141(3) 124.8 1_554 yes
C1 H1 O1 0.93 2.39 3.085(3) 131.2 3_566 yes

_refine_diff_density_max         0.891
_refine_diff_density_min         -0.806
_refine_diff_density_rms         0.082

