# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_mo_2021536_0m
_database_code_depnum_ccdc_archive 'CCDC 2081188'
loop_
_audit_author_name
_audit_author_address
'Ben Yue Guo'
;Nanjing university  of science and technology 
China
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-10-11 downloaded from the CCDC.
;
_audit_creation_date             2021-04-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 K2 N8 O10'
_chemical_formula_sum            'C4 K2 N8 O10'
_chemical_formula_weight         398.32
_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 0.0033 0.0016 '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'
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'

_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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   10.7902(3)
_cell_length_b                   12.9624(4)
_cell_length_c                   17.9460(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2510.05(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6978
_cell_measurement_temperature    170
_cell_measurement_theta_max      26.324
_cell_measurement_theta_min      2.269
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.906
_exptl_absorpt_coefficient_mu    0.838
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6343
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1086 before and 0.0616 after correction. The Ratio of minimum to maximum transmission is 0.8510. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            19689
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_min         2.270
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2119
_reflns_number_total             2551
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         2551
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0285
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0264P)²+1.4495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0686
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     dual
_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
K1 K 0.95112(4) 0.19801(3) 0.85244(2) 0.02186(12) Uani 1 1 d . . . . .
K2 K 0.45919(4) 0.70762(3) 0.62653(2) 0.02414(12) Uani 1 1 d . . . . .
O2 O 0.87170(12) 0.27572(10) 0.72093(8) 0.0245(3) Uani 1 1 d . . . . .
O8 O 0.74420(12) 0.73003(10) 0.44086(8) 0.0261(3) Uani 1 1 d . . . . .
O4 O 0.98155(12) 0.53937(10) 0.75877(8) 0.0264(3) Uani 1 1 d . . . . .
O1 O 0.71203(13) 0.19622(10) 0.76738(8) 0.0253(3) Uani 1 1 d . . . . .
O7 O 0.67048(12) 0.70555(11) 0.55284(8) 0.0279(3) Uani 1 1 d . . . . .
O10 O 0.56672(13) 0.32965(11) 0.54756(8) 0.0300(3) Uani 1 1 d . . . . .
O9 O 0.61797(13) 0.45353(11) 0.47239(8) 0.0297(3) Uani 1 1 d . . . . .
O5 O 0.89448(13) 0.44765(10) 0.46102(8) 0.0288(3) Uani 1 1 d . . . . .
O6 O 0.90493(13) 0.58901(11) 0.39559(8) 0.0305(3) Uani 1 1 d . . . . .
N1 N 0.75539(14) 0.26714(12) 0.72736(9) 0.0173(3) Uani 1 1 d . . . . .
N6 N 0.73699(13) 0.67788(11) 0.49946(9) 0.0178(3) Uani 1 1 d . . . . .
O3 O 0.83427(16) 0.44743(13) 0.80717(8) 0.0394(4) Uani 1 1 d . . . . .
N4 N 0.85544(14) 0.55128(11) 0.63235(9) 0.0187(3) Uani 1 1 d . . . . .
N2 N 0.67694(14) 0.32716(12) 0.69257(9) 0.0200(4) Uani 1 1 d . . . . .
N5 N 0.78328(14) 0.53118(11) 0.57315(9) 0.0187(3) Uani 1 1 d . . . . .
N7 N 0.87017(15) 0.54066(12) 0.45127(9) 0.0220(4) Uani 1 1 d . . . . .
N8 N 0.62597(14) 0.40797(12) 0.53241(9) 0.0220(4) Uani 1 1 d . . . . .
N3 N 0.88517(15) 0.48902(12) 0.75437(9) 0.0221(4) Uani 1 1 d . . . . .
C1 C 0.82577(17) 0.48118(14) 0.68228(10) 0.0176(4) Uani 1 1 d . . . . .
C3 C 0.73429(16) 0.40976(14) 0.65768(11) 0.0185(4) Uani 1 1 d . . . . .
C00N C 0.80204(17) 0.58829(14) 0.50783(11) 0.0194(4) Uani 1 1 d . . . . .
C2 C 0.70904(17) 0.44680(13) 0.58724(11) 0.0184(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 K2 4.4451(6) 3_646 ?
K1 K2 4.1700(6) 8_755 ?
K1 O2 2.7055(14) . ?
K1 O8 2.7981(14) 2_665 ?
K1 O4 2.9564(15) 3_746 ?
K1 O1 2.9977(15) . ?
K1 O10 2.7727(15) 6_657 ?
K1 O5 2.7812(14) 7_566 ?
K1 N1 3.2097(16) . ?
K1 N4 2.8371(16) 3_746 ?
K1 N2 3.0648(16) 6_657 ?
K2 O2 2.6417(14) 8_765 ?
K2 O8 2.7380(14) 4_466 ?
K2 O4 3.0086(15) 6_557 ?
K2 O1 2.6570(14) 3_656 ?
K2 O7 2.6359(14) . ?
K2 O10 3.1737(16) 5_666 ?
K2 O9 2.8650(15) 5_666 ?
K2 O6 2.7294(16) 4_466 ?
K2 N8 3.3504(17) 5_666 ?
O2 N1 1.2652(19) . ?
O8 N6 1.253(2) . ?
O4 N3 1.230(2) . ?
O1 N1 1.257(2) . ?
O7 N6 1.249(2) . ?
O10 N8 1.230(2) . ?
O9 N8 1.231(2) . ?
O5 N7 1.246(2) . ?
O6 N7 1.238(2) . ?
N1 N2 1.308(2) . ?
N6 C00N 1.365(2) . ?
O3 N3 1.221(2) . ?
N4 N5 1.343(2) . ?
N4 C1 1.316(2) . ?
N2 C3 1.386(2) . ?
N5 C00N 1.401(2) . ?
N5 C2 1.379(2) . ?
N7 C00N 1.397(2) . ?
N8 C2 1.423(2) . ?
N3 C1 1.447(2) . ?
C1 C3 1.423(3) . ?
C3 C2 1.379(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
K2 K1 K2 108.230(12) 8_755 3_646 ?
O2 K1 K2 38.21(3) . 8_755 ?
O2 K1 K2 75.41(3) . 3_646 ?
O2 K1 O8 97.58(4) . 2_665 ?
O2 K1 O4 75.40(4) . 3_746 ?
O2 K1 O1 44.44(4) . . ?
O2 K1 O10 118.55(4) . 6_657 ?
O2 K1 O5 142.60(4) . 7_566 ?
O2 K1 N1 22.71(4) . . ?
O2 K1 N4 124.51(5) . 3_746 ?
O2 K1 N2 79.54(4) . 6_657 ?
O8 K1 K2 36.13(3) 2_665 3_646 ?
O8 K1 K2 135.74(3) 2_665 8_755 ?
O8 K1 O4 143.11(4) 2_665 3_746 ?
O8 K1 O1 69.09(4) 2_665 . ?
O8 K1 N1 78.93(4) 2_665 . ?
O8 K1 N4 136.31(5) 2_665 3_746 ?
O8 K1 N2 124.49(4) 2_665 6_657 ?
O4 K1 K2 108.76(3) 3_746 3_646 ?
O4 K1 K2 46.16(3) 3_746 8_755 ?
O4 K1 O1 82.09(4) 3_746 . ?
O4 K1 N1 83.32(4) 3_746 . ?
O4 K1 N2 90.38(4) 3_746 6_657 ?
O1 K1 K2 72.84(3) . 8_755 ?
O1 K1 K2 35.54(3) . 3_646 ?
O1 K1 N1 23.04(4) . . ?
O1 K1 N2 123.66(4) . 6_657 ?
O10 K1 K2 112.08(3) 6_657 3_646 ?
O10 K1 K2 120.43(3) 6_657 8_755 ?
O10 K1 O8 76.51(4) 6_657 2_665 ?
O10 K1 O4 138.98(4) 6_657 3_746 ?
O10 K1 O1 136.18(4) 6_657 . ?
O10 K1 O5 93.62(4) 6_657 7_566 ?
O10 K1 N1 125.23(4) 6_657 . ?
O10 K1 N4 91.11(5) 6_657 3_746 ?
O10 K1 N2 58.45(4) 6_657 6_657 ?
O5 K1 K2 138.80(3) 7_566 8_755 ?
O5 K1 K2 74.97(3) 7_566 3_646 ?
O5 K1 O8 70.34(4) 7_566 2_665 ?
O5 K1 O4 93.14(4) 7_566 3_746 ?
O5 K1 O1 99.35(4) 7_566 . ?
O5 K1 N1 122.34(4) 7_566 . ?
O5 K1 N4 68.85(4) 7_566 3_746 ?
O5 K1 N2 136.90(5) 7_566 6_657 ?
N1 K1 K2 52.86(3) . 3_646 ?
N1 K1 K2 57.62(3) . 8_755 ?
N4 K1 K2 138.02(3) 3_746 3_646 ?
N4 K1 K2 86.72(3) 3_746 8_755 ?
N4 K1 O4 54.40(4) 3_746 3_746 ?
N4 K1 O1 132.60(4) 3_746 . ?
N4 K1 N1 137.60(4) 3_746 . ?
N4 K1 N2 78.85(4) 3_746 6_657 ?
N2 K1 K2 62.80(3) 6_657 8_755 ?
N2 K1 K2 143.03(3) 6_657 3_646 ?
N2 K1 N1 100.74(4) 6_657 . ?
K1 K2 K1 98.499(11) 8_765 3_656 ?
O2 K2 K1 39.30(3) 8_765 8_765 ?
O2 K2 K1 130.01(3) 8_765 3_656 ?
O2 K2 O8 140.34(5) 8_765 4_466 ?
O2 K2 O4 75.41(4) 8_765 6_557 ?
O2 K2 O1 92.26(4) 8_765 3_656 ?
O2 K2 O10 137.99(4) 8_765 5_666 ?
O2 K2 O9 147.32(4) 8_765 5_666 ?
O2 K2 O6 85.34(4) 8_765 4_466 ?
O2 K2 N8 152.23(4) 8_765 5_666 ?
O8 K2 K1 37.06(3) 4_466 3_656 ?
O8 K2 K1 129.41(3) 4_466 8_765 ?
O8 K2 O4 125.74(4) 4_466 6_557 ?
O8 K2 O10 62.32(4) 4_466 5_666 ?
O8 K2 O9 72.26(4) 4_466 5_666 ?
O8 K2 N8 61.55(4) 4_466 5_666 ?
O4 K2 K1 90.09(3) 6_557 3_656 ?
O4 K2 K1 45.14(3) 6_557 8_765 ?
O4 K2 O10 124.76(4) 6_557 5_666 ?
O4 K2 N8 106.28(4) 6_557 5_666 ?
O1 K2 K1 57.53(3) 3_656 8_765 ?
O1 K2 K1 40.98(3) 3_656 3_656 ?
O1 K2 O8 75.16(4) 3_656 4_466 ?
O1 K2 O4 61.65(4) 3_656 6_557 ?
O1 K2 O10 129.47(4) 3_656 5_666 ?
O1 K2 O9 101.62(4) 3_656 5_666 ?
O1 K2 O6 90.51(4) 3_656 4_466 ?
O1 K2 N8 113.23(4) 3_656 5_666 ?
O7 K2 K1 106.66(3) . 8_765 ?
O7 K2 K1 154.66(4) . 3_656 ?
O7 K2 O2 74.20(4) . 8_765 ?
O7 K2 O8 120.94(5) . 4_466 ?
O7 K2 O4 105.46(4) . 6_557 ?
O7 K2 O1 163.82(5) . 3_656 ?
O7 K2 O10 65.21(4) . 5_666 ?
O7 K2 O9 86.16(5) . 5_666 ?
O7 K2 O6 97.03(5) . 4_466 ?
O7 K2 N8 78.79(4) . 5_666 ?
O10 K2 K1 166.65(3) 5_666 8_765 ?
O10 K2 K1 89.52(3) 5_666 3_656 ?
O10 K2 N8 21.52(4) 5_666 5_666 ?
O9 K2 K1 130.40(3) 5_666 8_765 ?
O9 K2 K1 75.09(3) 5_666 3_656 ?
O9 K2 O4 85.34(4) 5_666 6_557 ?
O9 K2 O10 41.71(4) 5_666 5_666 ?
O9 K2 N8 21.05(4) 5_666 5_666 ?
O6 K2 K1 102.71(3) 4_466 8_765 ?
O6 K2 K1 79.97(3) 4_466 3_656 ?
O6 K2 O8 57.92(4) 4_466 4_466 ?
O6 K2 O4 144.77(4) 4_466 6_557 ?
O6 K2 O10 89.14(4) 4_466 5_666 ?
O6 K2 O9 123.48(4) 4_466 5_666 ?
O6 K2 N8 104.43(4) 4_466 5_666 ?
N8 K2 K1 151.40(3) 5_666 8_765 ?
N8 K2 K1 77.68(3) 5_666 3_656 ?
K2 O2 K1 102.49(4) 8_755 . ?
N1 O2 K1 101.65(10) . . ?
N1 O2 K2 135.58(11) . 8_755 ?
K2 O8 K1 106.81(5) 4_566 2_664 ?
N6 O8 K1 127.53(10) . 2_664 ?
N6 O8 K2 125.65(10) . 4_566 ?
K1 O4 K2 88.70(4) 3_756 6_657 ?
N3 O4 K1 122.24(11) . 3_756 ?
N3 O4 K2 111.14(11) . 6_657 ?
K2 O1 K1 103.48(5) 3_646 . ?
N1 O1 K1 87.99(10) . . ?
N1 O1 K2 128.87(11) . 3_646 ?
N6 O7 K2 152.17(12) . . ?
K1 O10 K2 120.25(5) 6_557 5_666 ?
N8 O10 K1 152.22(13) . 6_557 ?
N8 O10 K2 87.36(11) . 5_666 ?
N8 O9 K2 102.28(11) . 5_666 ?
N7 O5 K1 127.20(12) . 7_565 ?
N7 O6 K2 132.19(12) . 4_566 ?
O2 N1 K1 55.64(9) . . ?
O2 N1 N2 123.09(15) . . ?
O1 N1 K1 68.97(9) . . ?
O1 N1 O2 119.05(15) . . ?
O1 N1 N2 117.83(15) . . ?
N2 N1 K1 157.74(12) . . ?
O8 N6 C00N 121.29(16) . . ?
O7 N6 O8 121.63(15) . . ?
O7 N6 C00N 117.08(16) . . ?
N5 N4 K1 129.26(11) . 3_756 ?
C1 N4 K1 125.21(12) . 3_756 ?
C1 N4 N5 105.29(15) . . ?
N1 N2 K1 108.38(10) . 6_557 ?
N1 N2 C3 112.71(14) . . ?
C3 N2 K1 131.13(12) . 6_557 ?
N4 N5 C00N 118.41(15) . . ?
N4 N5 C2 110.21(15) . . ?
C2 N5 C00N 131.03(16) . . ?
O5 N7 C00N 115.86(16) . . ?
O6 N7 O5 122.65(16) . . ?
O6 N7 C00N 121.48(16) . . ?
O10 N8 K2 71.13(10) . 5_666 ?
O10 N8 O9 123.55(16) . . ?
O10 N8 C2 117.80(16) . . ?
O9 N8 K2 56.67(9) . 5_666 ?
O9 N8 C2 118.65(15) . . ?
C2 N8 K2 156.87(12) . 5_666 ?
O4 N3 C1 117.97(16) . . ?
O3 N3 O4 124.38(17) . . ?
O3 N3 C1 117.62(16) . . ?
N4 C1 N3 116.90(16) . . ?
N4 C1 C3 114.00(17) . . ?
C3 C1 N3 129.05(17) . . ?
N2 C3 C1 132.21(18) . . ?
C2 C3 N2 126.48(17) . . ?
C2 C3 C1 101.23(16) . . ?
N6 C00N N5 117.85(16) . . ?
N6 C00N N7 124.51(17) . . ?
N7 C00N N5 116.77(16) . . ?
N5 C2 N8 121.30(17) . . ?
N5 C2 C3 109.23(16) . . ?
C3 C2 N8 129.42(17) . . ?

_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_mo_20211084_0m_4
_database_code_depnum_ccdc_archive 'CCDC 2098704'
loop_
_audit_author_name
_audit_author_address
'Ben Yue Guo'
;Nanjing university of science and technology
China
;
_audit_update_record             
;
2021-07-23 deposited with the CCDC.	2021-10-11 downloaded from the CCDC.
;
_audit_creation_date             2021-07-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H5 K N8 O12'
_chemical_formula_sum            'C4 H5 K N8 O12'
_chemical_formula_weight         396.26
_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 0.0033 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'
K K 0.2009 0.2494 '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'

_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                   11.266(6)
_cell_length_b                   6.3213(19)
_cell_length_c                   19.213(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.155(17)
_cell_angle_gamma                90
_cell_volume                     1332.4(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1220
_cell_measurement_temperature    140
_cell_measurement_theta_max      25.688
_cell_measurement_theta_min      3.366
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.948
_exptl_absorpt_coefficient_mu    0.494
_exptl_absorpt_correction_T_max  0.7562
_exptl_absorpt_correction_T_min  0.5623
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 17241 reflections, Rint = 0.1042
 (7045 with I > 3sig(I), Rint = 0.0686)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.975
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0
_diffrn_reflns_av_unetI/netI     0.0826
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            2711
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.401
_diffrn_reflns_theta_min         1.926
_diffrn_ambient_temperature      140
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1821
_reflns_number_total             2711
_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       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         2711
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1183
_refine_ls_R_factor_gt           0.0686
_refine_ls_restrained_S_all      1.075
_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)+(0.0293P)²+3.0977P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1311
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O7(H7A,H7B), O10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 N6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
K1 K 0.29049(9) 0.94341(15) 0.49882(5) 0.0264(3) Uani 1 1 d . . . . .
O4 O 0.3219(3) 0.2475(5) 0.40087(17) 0.0303(8) Uani 1 1 d . . . . .
O2 O 0.6016(3) 0.7216(5) 0.37443(17) 0.0297(8) Uani 1 1 d . . . . .
O3 O 0.3221(3) 0.5389(5) 0.46114(17) 0.0303(8) Uani 1 1 d . . . . .
O1 O 0.4928(3) 0.8087(5) 0.44981(17) 0.0314(8) Uani 1 1 d . . . . .
O6 O 0.2966(3) 0.3718(5) 0.16620(17) 0.0329(8) Uani 1 1 d . . . . .
O5 O 0.2592(3) 0.4893(5) 0.26538(17) 0.0333(8) Uani 1 1 d . . . . .
N2 N 0.3616(3) 0.4284(6) 0.41773(18) 0.0224(8) Uani 1 1 d . . . . .
O9 O 0.4902(3) -0.2377(5) 0.22199(17) 0.0355(8) Uani 1 1 d . . . . .
O11 O 0.7291(3) -0.0605(5) 0.25358(19) 0.0359(8) Uani 1 1 d . . . . .
O12 O 0.7962(3) 0.0358(5) 0.36393(17) 0.0317(8) Uani 1 1 d . . . . .
N3 N 0.4895(3) 0.3656(5) 0.33785(18) 0.0198(8) Uani 1 1 d . . . . .
N4 N 0.5963(3) 0.2590(6) 0.35966(19) 0.0220(8) Uani 1 1 d . . . . .
O7 O 0.0487(3) 0.8489(6) 0.43945(17) 0.0357(8) Uani 1 1 d . . . . .
H7A H 0.007177 0.966455 0.422612 0.054 Uiso 1 1 d GR . . . .
H7B H 0.011514 0.804228 0.473436 0.054 Uiso 1 1 d GR . . . .
O8 O 0.4648(3) -0.1941(5) 0.10704(17) 0.0381(9) Uani 1 1 d . . . . .
N5 N 0.3225(3) 0.4019(6) 0.2313(2) 0.0234(8) Uani 1 1 d . . . . .
N8 N 0.7189(3) 0.0310(6) 0.3079(2) 0.0256(9) Uani 1 1 d . . . . .
N1 N 0.5158(3) 0.6853(6) 0.40408(19) 0.0238(9) Uani 1 1 d . . . . .
N7 N 0.4815(3) -0.1289(6) 0.1689(2) 0.0279(9) Uani 1 1 d . . . . .
O10 O 0.1592(3) 1.3177(7) 0.5352(2) 0.0520(11) Uani 1 1 d . . . . .
H10A H 0.197540 1.370168 0.578042 0.078 Uiso 1 1 d GR . . . .
H10B H 0.162611 1.425340 0.504822 0.078 Uiso 1 1 d GR . . . .
N6 N 0.4902(3) 0.0852(6) 0.17665(19) 0.0292(9) Uani 1 1 d . . . . .
H6 H 0.483047 0.166510 0.138747 0.035 Uiso 1 1 calc R . . . .
C1 C 0.4510(4) 0.5024(6) 0.3849(2) 0.0196(9) Uani 1 1 d . . . . .
C4 C 0.6074(4) 0.1487(7) 0.3031(2) 0.0194(9) Uani 1 1 d . . . . .
C3 C 0.5103(4) 0.1752(7) 0.2441(2) 0.0203(9) Uani 1 1 d . . . . .
C2 C 0.4382(4) 0.3163(7) 0.2682(2) 0.0204(10) 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 K1 4.765(3) 3_676 ?
K1 O4 2.768(3) 1_565 ?
K1 O2 3.247(3) 3_676 ?
K1 O3 2.703(3) . ?
K1 O1 2.790(4) . ?
K1 O1 2.880(3) 3_676 ?
K1 O6 3.131(3) 2 ?
K1 O12 3.016(4) 3_666 ?
K1 N4 3.013(4) 3_666 ?
K1 O7 2.768(3) . ?
K1 N1 3.449(4) 3_676 ?
K1 O10 2.957(4) . ?
O4 N2 1.244(4) . ?
O2 N1 1.250(4) . ?
O3 N2 1.245(4) . ?
O1 N1 1.245(5) . ?
O6 N5 1.234(4) . ?
O5 N5 1.206(5) . ?
N2 C1 1.385(5) . ?
O9 N7 1.216(5) . ?
O11 N8 1.221(5) . ?
O12 N8 1.222(4) . ?
N3 N4 1.359(5) . ?
N3 C1 1.390(5) . ?
N3 C2 1.367(5) . ?
N4 C4 1.322(5) . ?
O7 H7A 0.8982 . ?
O7 H7B 0.8983 . ?
O8 N7 1.231(5) . ?
N5 C2 1.440(5) . ?
N8 C4 1.445(5) . ?
N1 C1 1.372(5) . ?
N7 N6 1.363(5) . ?
O10 H10A 0.9020 . ?
O10 H10B 0.9023 . ?
N6 H6 0.8800 . ?
N6 C3 1.385(5) . ?
C4 C3 1.395(6) . ?
C3 C2 1.357(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
O4 K1 K1 67.83(7) 1_565 3_676 ?
O4 K1 O2 88.46(9) 1_565 3_676 ?
O4 K1 O1 75.04(10) 1_565 . ?
O4 K1 O1 68.02(10) 1_565 3_676 ?
O4 K1 O6 58.07(9) 1_565 2 ?
O4 K1 O12 132.92(10) 1_565 3_666 ?
O4 K1 N4 144.58(10) 1_565 3_666 ?
O4 K1 N1 74.47(9) 1_565 3_676 ?
O4 K1 O10 75.71(10) 1_565 . ?
O2 K1 K1 72.17(6) 3_676 3_676 ?
O2 K1 N1 21.24(8) 3_676 3_676 ?
O3 K1 K1 87.36(7) . 3_676 ?
O3 K1 O4 115.44(10) . 1_565 ?
O3 K1 O2 140.17(9) . 3_676 ?
O3 K1 O1 116.96(10) . 3_676 ?
O3 K1 O1 56.86(9) . . ?
O3 K1 O6 67.79(9) . 2 ?
O3 K1 O12 111.35(10) . 3_666 ?
O3 K1 N4 77.61(10) . 3_666 ?
O3 K1 O7 82.12(10) . . ?
O3 K1 N1 133.05(10) . 3_676 ?
O3 K1 O10 157.47(11) . . ?
O1 K1 K1 33.41(6) . 3_676 ?
O1 K1 K1 32.24(7) 3_676 3_676 ?
O1 K1 O2 40.94(9) 3_676 3_676 ?
O1 K1 O2 104.88(9) . 3_676 ?
O1 K1 O1 65.65(11) . 3_676 ?
O1 K1 O6 72.89(9) . 2 ?
O1 K1 O6 118.13(10) 3_676 2 ?
O1 K1 O12 95.43(10) 3_676 3_666 ?
O1 K1 O12 139.50(9) . 3_666 ?
O1 K1 N4 76.70(10) 3_676 3_666 ?
O1 K1 N4 87.95(10) . 3_666 ?
O1 K1 N1 20.23(9) 3_676 3_676 ?
O1 K1 N1 85.70(10) . 3_676 ?
O1 K1 O10 144.57(10) . . ?
O1 K1 O10 85.08(10) 3_676 . ?
O6 K1 K1 96.47(7) 2 3_676 ?
O6 K1 O2 146.22(9) 2 3_676 ?
O6 K1 N1 131.29(9) 2 3_676 ?
O12 K1 K1 120.16(7) 3_666 3_676 ?
O12 K1 O2 57.08(9) 3_666 3_676 ?
O12 K1 O6 143.36(9) 3_666 2 ?
O12 K1 N1 77.79(9) 3_666 3_676 ?
N4 K1 K1 80.80(7) 3_666 3_676 ?
N4 K1 O2 65.85(9) 3_666 3_676 ?
N4 K1 O6 145.39(10) 3_666 2 ?
N4 K1 O12 52.01(9) 3_666 3_666 ?
N4 K1 N1 73.45(9) 3_666 3_676 ?
O7 K1 K1 156.37(8) . 3_676 ?
O7 K1 O4 97.80(10) . 1_565 ?
O7 K1 O2 127.97(9) . 3_676 ?
O7 K1 O1 126.72(10) . . ?
O7 K1 O1 159.48(10) . 3_676 ?
O7 K1 O6 59.96(9) . 2 ?
O7 K1 O12 83.43(10) . 3_666 ?
O7 K1 N4 117.07(10) . 3_666 ?
O7 K1 N1 144.28(10) . 3_676 ?
O7 K1 O10 76.81(10) . . ?
N1 K1 K1 52.34(7) 3_676 3_676 ?
O10 K1 K1 115.17(8) . 3_676 ?
O10 K1 O2 54.78(9) . 3_676 ?
O10 K1 O6 107.25(10) . 2 ?
O10 K1 O12 58.66(9) . 3_666 ?
O10 K1 N4 104.99(10) . 3_666 ?
O10 K1 N1 67.47(10) . 3_676 ?
N2 O4 K1 123.7(3) . 1_545 ?
N1 O2 K1 88.5(2) . 3_676 ?
N2 O3 K1 143.1(3) . . ?
K1 O1 K1 114.35(11) . 3_676 ?
N1 O1 K1 106.7(2) . 3_676 ?
N1 O1 K1 138.2(3) . . ?
N5 O6 K1 162.2(3) . 2_545 ?
O4 N2 O3 121.9(4) . . ?
O4 N2 C1 116.6(4) . . ?
O3 N2 C1 121.5(4) . . ?
N8 O12 K1 117.7(3) . 3_666 ?
N4 N3 C1 119.5(3) . . ?
N4 N3 C2 109.6(3) . . ?
C2 N3 C1 130.8(4) . . ?
N3 N4 K1 130.7(2) . 3_666 ?
C4 N4 K1 114.7(3) . 3_666 ?
C4 N4 N3 104.5(3) . . ?
K1 O7 H7A 110.7 . . ?
K1 O7 H7B 110.3 . . ?
H7A O7 H7B 103.3 . . ?
O6 N5 C2 114.8(4) . . ?
O5 N5 O6 126.0(4) . . ?
O5 N5 C2 119.1(4) . . ?
O11 N8 O12 125.3(4) . . ?
O11 N8 C4 116.0(4) . . ?
O12 N8 C4 118.6(4) . . ?
O2 N1 K1 70.2(2) . 3_676 ?
O2 N1 C1 116.8(4) . . ?
O1 N1 K1 53.1(2) . 3_676 ?
O1 N1 O2 120.9(4) . . ?
O1 N1 C1 122.3(4) . . ?
C1 N1 K1 162.0(3) . 3_676 ?
O9 N7 O8 125.9(4) . . ?
O9 N7 N6 118.6(4) . . ?
O8 N7 N6 115.5(4) . . ?
K1 O10 H10A 110.4 . . ?
K1 O10 H10B 110.7 . . ?
H10A O10 H10B 103.3 . . ?
N7 N6 H6 119.9 . . ?
N7 N6 C3 120.2(4) . . ?
C3 N6 H6 119.9 . . ?
N2 C1 N3 116.9(4) . . ?
N1 C1 N2 124.0(4) . . ?
N1 C1 N3 118.2(4) . . ?
N4 C4 N8 117.6(4) . . ?
N4 C4 C3 113.7(4) . . ?
C3 C4 N8 128.6(4) . . ?
N6 C3 C4 129.9(4) . . ?
C2 C3 N6 127.3(4) . . ?
C2 C3 C4 102.7(4) . . ?
N3 C2 N5 121.9(4) . . ?
C3 C2 N3 109.4(4) . . ?
C3 C2 N5 128.6(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
