# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_140802b
_database_code_depnum_ccdc_archive 'CCDC 1046836'
_audit_update_record             
;
2019-11-30 deposited with the CCDC.	2020-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H4 K N3 O5'
_chemical_formula_weight         213.20

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   6.5930(5)
_cell_length_b                   17.3910(13)
_cell_length_c                   6.6670(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.506(2)
_cell_angle_gamma                90.00
_cell_volume                     759.51(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1185
_cell_measurement_theta_min      3.283
_cell_measurement_theta_max      24.232

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.37
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             432
_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7450
_exptl_absorpt_correction_T_max  0.7830
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3799
_diffrn_reflns_av_R_equivalents  0.0535
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.34
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1333
_reflns_number_gt                1018
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0640P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.012(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1333
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0585
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1168
_refine_ls_wR_factor_gt          0.1086
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.68688(11) 0.42814(4) 0.18622(11) 0.0398(3) Uani 1 1 d . . .
N1 N 0.1889(3) 0.32431(13) 0.1788(4) 0.0260(6) Uani 1 1 d . . .
N2 N -0.0005(4) 0.32144(13) 0.0926(4) 0.0277(6) Uani 1 1 d . . .
N3 N -0.0512(3) 0.24715(12) 0.0695(4) 0.0241(6) Uani 1 1 d . . .
H3 H -0.1687 0.2309 0.0173 0.029 Uiso 1 1 calc R . .
O1 O 0.5836(3) 0.28875(11) 0.3571(3) 0.0343(5) Uani 1 1 d . . .
O2 O 0.5156(3) 0.16466(11) 0.3404(3) 0.0363(6) Uani 1 1 d . . .
H2 H 0.4214 0.1370 0.2932 0.054 Uiso 1 1 d R . .
O3 O 0.2412(3) 0.07848(11) 0.2035(4) 0.0438(6) Uani 1 1 d . . .
O4 O -0.0780(3) 0.08816(11) 0.0563(4) 0.0407(6) Uani 1 1 d . . .
O5 O 0.7047(4) 0.51045(13) -0.1795(4) 0.0533(7) Uani 1 1 d . . .
H5A H 0.7178 0.4813 -0.2795 0.064 Uiso 1 1 d R . .
H5B H 0.7972 0.5448 -0.1692 0.064 Uiso 1 1 d R . .
C1 C 0.4674(4) 0.23477(16) 0.3076(4) 0.0251(6) Uani 1 1 d . . .
C2 C 0.2587(4) 0.25122(15) 0.2091(4) 0.0222(6) Uani 1 1 d . . .
C3 C 0.1044(4) 0.20149(14) 0.1381(4) 0.0214(6) Uani 1 1 d . . .
C4 C 0.0831(5) 0.11617(16) 0.1297(5) 0.0308(7) 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 O3 2.743(2) 2_655 ?
K1 O4 2.775(2) 4_666 ?
K1 O5 2.790(3) 3_665 ?
K1 O1 2.795(2) . ?
K1 O5 2.841(3) . ?
K1 N2 2.894(2) 1_655 ?
K1 O2 2.933(2) 4_565 ?
K1 K1 4.1351(14) 3_665 ?
N1 N2 1.315(3) . ?
N1 C2 1.359(3) . ?
N2 N3 1.339(3) . ?
N2 K1 2.894(2) 1_455 ?
N3 C3 1.336(3) . ?
N3 H3 0.8600 . ?
O1 C1 1.233(3) . ?
O2 C1 1.273(3) . ?
O2 K1 2.933(2) 4_566 ?
O2 H2 0.8200 . ?
O3 C4 1.282(4) . ?
O3 K1 2.743(2) 2_645 ?
O4 C4 1.219(4) . ?
O4 K1 2.775(2) 4_465 ?
O5 K1 2.790(3) 3_665 ?
O5 H5A 0.8500 . ?
O5 H5B 0.8501 . ?
C1 C2 1.484(4) . ?
C2 C3 1.377(4) . ?
C3 C4 1.491(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 K1 O4 78.28(7) 2_655 4_666 ?
O3 K1 O5 76.75(7) 2_655 3_665 ?
O4 K1 O5 118.43(7) 4_666 3_665 ?
O3 K1 O1 139.48(7) 2_655 . ?
O4 K1 O1 71.73(6) 4_666 . ?
O5 K1 O1 94.06(7) 3_665 . ?
O3 K1 O5 74.16(7) 2_655 . ?
O4 K1 O5 137.81(7) 4_666 . ?
O5 K1 O5 85.50(8) 3_665 . ?
O1 K1 O5 145.32(7) . . ?
O3 K1 N2 124.30(7) 2_655 1_655 ?
O4 K1 N2 77.67(7) 4_666 1_655 ?
O5 K1 N2 157.31(7) 3_665 1_655 ?
O1 K1 N2 75.17(6) . 1_655 ?
O5 K1 N2 92.19(7) . 1_655 ?
O3 K1 O2 140.77(7) 2_655 4_565 ?
O4 K1 O2 140.26(6) 4_666 4_565 ?
O5 K1 O2 85.69(7) 3_665 4_565 ?
O1 K1 O2 75.71(6) . 4_565 ?
O5 K1 O2 69.66(6) . 4_565 ?
N2 K1 O2 72.42(6) 1_655 4_565 ?
O3 K1 K1 70.00(5) 2_655 3_665 ?
O4 K1 K1 146.13(5) 4_666 3_665 ?
O5 K1 K1 43.23(5) 3_665 3_665 ?
O1 K1 K1 127.79(5) . 3_665 ?
O5 K1 K1 42.27(5) . 3_665 ?
N2 K1 K1 130.44(6) 1_655 3_665 ?
O2 K1 K1 73.17(4) 4_565 3_665 ?
N2 N1 C2 108.5(2) . . ?
N1 N2 N3 107.4(2) . . ?
N1 N2 K1 123.08(16) . 1_455 ?
N3 N2 K1 117.95(16) . 1_455 ?
C3 N3 N2 111.2(2) . . ?
C3 N3 H3 124.4 . . ?
N2 N3 H3 124.4 . . ?
C1 O1 K1 136.40(19) . . ?
C1 O2 K1 136.76(18) . 4_566 ?
C1 O2 H2 109.5 . . ?
K1 O2 H2 100.7 4_566 . ?
C4 O3 K1 134.33(19) . 2_645 ?
C4 O4 K1 140.4(2) . 4_465 ?
K1 O5 K1 94.50(8) 3_665 . ?
K1 O5 H5A 113.1 3_665 . ?
K1 O5 H5A 113.0 . . ?
K1 O5 H5B 112.7 3_665 . ?
K1 O5 H5B 112.5 . . ?
H5A O5 H5B 110.3 . . ?
O1 C1 O2 123.2(3) . . ?
O1 C1 C2 119.3(2) . . ?
O2 C1 C2 117.5(2) . . ?
N1 C2 C3 108.2(2) . . ?
N1 C2 C1 121.8(2) . . ?
C3 C2 C1 130.0(2) . . ?
N3 C3 C2 104.6(2) . . ?
N3 C3 C4 120.9(3) . . ?
C2 C3 C4 134.5(3) . . ?
O4 C4 O3 125.7(3) . . ?
O4 C4 C3 119.1(3) . . ?
O3 C4 C3 115.2(3) . . ?

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
C2 N1 N2 N3 0.4(3) . . . . ?
C2 N1 N2 K1 142.66(18) . . . 1_455 ?
N1 N2 N3 C3 -0.7(3) . . . . ?
K1 N2 N3 C3 -145.15(17) 1_455 . . . ?
O3 K1 O1 C1 137.5(3) 2_655 . . . ?
O4 K1 O1 C1 -178.2(3) 4_666 . . . ?
O5 K1 O1 C1 63.2(3) 3_665 . . . ?
O5 K1 O1 C1 -24.8(3) . . . . ?
N2 K1 O1 C1 -96.5(3) 1_655 . . . ?
O2 K1 O1 C1 -21.3(3) 4_565 . . . ?
K1 K1 O1 C1 33.5(3) 3_665 . . . ?
O3 K1 O5 K1 -77.49(7) 2_655 . . 3_665 ?
O4 K1 O5 K1 -128.63(9) 4_666 . . 3_665 ?
O5 K1 O5 K1 0.0 3_665 . . 3_665 ?
O1 K1 O5 K1 90.64(12) . . . 3_665 ?
N2 K1 O5 K1 157.39(7) 1_655 . . 3_665 ?
O2 K1 O5 K1 87.06(7) 4_565 . . 3_665 ?
K1 O1 C1 O2 139.2(2) . . . . ?
K1 O1 C1 C2 -42.3(4) . . . . ?
K1 O2 C1 O1 50.8(4) 4_566 . . . ?
K1 O2 C1 C2 -127.8(2) 4_566 . . . ?
N2 N1 C2 C3 0.0(3) . . . . ?
N2 N1 C2 C1 -178.9(2) . . . . ?
O1 C1 C2 N1 -2.7(4) . . . . ?
O2 C1 C2 N1 176.0(3) . . . . ?
O1 C1 C2 C3 178.8(3) . . . . ?
O2 C1 C2 C3 -2.6(4) . . . . ?
N2 N3 C3 C2 0.6(3) . . . . ?
N2 N3 C3 C4 179.5(2) . . . . ?
N1 C2 C3 N3 -0.3(3) . . . . ?
C1 C2 C3 N3 178.3(3) . . . . ?
N1 C2 C3 C4 -179.0(3) . . . . ?
C1 C2 C3 C4 -0.3(5) . . . . ?
K1 O4 C4 O3 -111.2(3) 4_465 . . . ?
K1 O4 C4 C3 69.0(4) 4_465 . . . ?
K1 O3 C4 O4 -13.6(5) 2_645 . . . ?
K1 O3 C4 C3 166.21(18) 2_645 . . . ?
N3 C3 C4 O4 1.1(4) . . . . ?
C2 C3 C4 O4 179.6(3) . . . . ?
N3 C3 C4 O3 -178.7(3) . . . . ?
C2 C3 C4 O3 -0.2(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.305
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.076
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1969392'
_audit_update_record             
;
2019-11-30 deposited with the CCDC.	2020-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H6 N3 Na O6'
_chemical_formula_weight         215.11

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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

loop_
_symmetry_equiv_pos_as_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                   6.885(2)
_cell_length_b                   10.649(4)
_cell_length_c                   11.580(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 95.617(6)
_cell_angle_gamma                90.00
_cell_volume                     844.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1850
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      24.95

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.691
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             440
_exptl_absorpt_coefficient_mu    0.199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9576
_exptl_absorpt_correction_T_max  0.9651
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5285
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0214
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.60
_diffrn_reflns_theta_max         24.89
_reflns_number_total             1465
_reflns_number_gt                1263
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0627P)²+0.2742P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1465
_refine_ls_number_parameters     145
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.1024
_refine_ls_wR_factor_gt          0.0968
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.026
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1758(3) 0.36055(16) -0.08907(15) 0.0247(4) Uani 1 1 d . . .
C2 C 0.2934(3) 0.62409(16) 0.07000(17) 0.0276(4) Uani 1 1 d . . .
C3 C 0.3285(3) 0.48801(15) 0.09415(15) 0.0222(4) Uani 1 1 d . . .
C4 C 0.2808(2) 0.37974(16) 0.02873(14) 0.0220(4) Uani 1 1 d . . .
N1 N 0.3490(2) 0.27996(13) 0.09112(12) 0.0262(4) Uani 1 1 d . . .
N2 N 0.4326(2) 0.32983(14) 0.18800(13) 0.0287(4) Uani 1 1 d . . .
H1N H 0.503(3) 0.2851(19) 0.2479(19) 0.034 Uiso 1 1 d . . .
N3 N 0.4246(2) 0.45362(14) 0.19465(13) 0.0278(4) Uani 1 1 d . . .
O1 O 0.1504(2) 0.25210(12) -0.12514(11) 0.0346(4) Uani 1 1 d . . .
O2 O 0.1173(2) 0.45899(12) -0.14446(11) 0.0334(4) Uani 1 1 d D . .
H1O H 0.160(3) 0.5289(17) -0.1050(19) 0.040 Uiso 1 1 d D . .
O3 O 0.2044(2) 0.65160(12) -0.03208(12) 0.0354(4) Uani 1 1 d . . .
O4 O 0.3473(2) 0.70246(13) 0.14253(13) 0.0429(4) Uani 1 1 d . . .
O5 O 0.4712(2) -0.04571(13) 0.12553(12) 0.0374(4) Uani 1 1 d D . .
H1W H 0.438(4) -0.1148(18) 0.134(2) 0.056 Uiso 1 1 d D . .
H2W H 0.504(4) -0.019(2) 0.1912(16) 0.056 Uiso 1 1 d D . .
O6 O 0.0578(2) -0.09584(13) -0.09278(13) 0.0390(4) Uani 1 1 d D . .
H3W H 0.031(4) -0.091(3) -0.1639(15) 0.058 Uiso 1 1 d D . .
H4W H 0.102(4) -0.1705(17) -0.088(2) 0.058 Uiso 1 1 d D . .
Na1 Na 0.25094(11) 0.07046(7) -0.00529(7) 0.0353(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
C1 O1 1.235(2) . ?
C1 O2 1.274(2) . ?
C1 C4 1.494(2) . ?
C2 O4 1.216(2) . ?
C2 O3 1.311(2) . ?
C2 C3 1.491(2) . ?
C3 N3 1.333(2) . ?
C3 C4 1.401(2) . ?
C4 N1 1.343(2) . ?
N1 N2 1.321(2) . ?
N1 Na1 2.5557(17) . ?
N2 N3 1.322(2) . ?
O1 Na1 2.4410(16) . ?
O5 Na1 2.3822(17) . ?
O5 Na1 2.4880(18) 3_655 ?
O6 Na1 2.3805(17) . ?
O6 Na1 2.5209(19) 3 ?
Na1 O5 2.4880(18) 3_655 ?
Na1 O6 2.5208(19) 3 ?
Na1 Na1 3.7344(18) 3_655 ?
Na1 Na1 3.7803(18) 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
O1 C1 O2 124.89(16) . . ?
O1 C1 C4 118.47(15) . . ?
O2 C1 C4 116.63(15) . . ?
O4 C2 O3 123.63(17) . . ?
O4 C2 C3 120.31(17) . . ?
O3 C2 C3 116.05(15) . . ?
N3 C3 C4 108.43(15) . . ?
N3 C3 C2 119.22(15) . . ?
C4 C3 C2 132.34(16) . . ?
N1 C4 C3 108.01(15) . . ?
N1 C4 C1 119.68(15) . . ?
C3 C4 C1 132.31(16) . . ?
N2 N1 C4 103.82(14) . . ?
N2 N1 Na1 142.78(11) . . ?
C4 N1 Na1 113.08(11) . . ?
N3 N2 N1 115.67(14) . . ?
N2 N3 C3 104.07(14) . . ?
C1 O1 Na1 121.73(11) . . ?
Na1 O5 Na1 100.11(6) . 3_655 ?
Na1 O6 Na1 100.90(6) . 3 ?
O5 Na1 O6 100.29(6) . . ?
O5 Na1 O1 154.22(6) . . ?
O6 Na1 O1 103.42(6) . . ?
O5 Na1 O5 79.89(6) . 3_655 ?
O6 Na1 O5 96.38(6) . 3_655 ?
O1 Na1 O5 87.51(5) . 3_655 ?
O5 Na1 O6 106.35(6) . 3 ?
O6 Na1 O6 79.10(6) . 3 ?
O1 Na1 O6 88.08(5) . 3 ?
O5 Na1 O6 172.78(6) 3_655 3 ?
O5 Na1 N1 92.92(6) . . ?
O6 Na1 N1 161.43(6) . . ?
O1 Na1 N1 66.72(5) . . ?
O5 Na1 N1 98.76(6) 3_655 . ?
O6 Na1 N1 84.72(5) 3 . ?
O5 Na1 Na1 40.99(4) . 3_655 ?
O6 Na1 Na1 100.83(5) . 3_655 ?
O1 Na1 Na1 123.06(5) . 3_655 ?
O5 Na1 Na1 38.90(4) 3_655 3_655 ?
O6 Na1 Na1 147.20(5) 3 3_655 ?
N1 Na1 Na1 97.70(5) . 3_655 ?
O5 Na1 Na1 107.47(5) . 3 ?
O6 Na1 Na1 40.91(4) . 3 ?
O1 Na1 Na1 97.11(5) . 3 ?
O5 Na1 Na1 137.01(5) 3_655 3 ?
O6 Na1 Na1 38.20(4) 3 3 ?
N1 Na1 Na1 122.38(5) . 3 ?
Na1 Na1 Na1 132.75(5) 3_655 3 ?

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
N2 H1N O1 0.94(2) 1.75(2) 2.6566(19) 162.6(19) 4_666
O2 H1O O3 0.908(16) 1.569(16) 2.4713(19) 172(2) .
O5 H1W O4 0.780(17) 2.049(17) 2.827(2) 176(3) 1_545
O5 H2W O2 0.824(17) 2.083(17) 2.904(2) 174(3) 4_666
O6 H3W N3 0.828(17) 2.26(2) 2.958(2) 142(2) 4_565
O6 H4W O3 0.851(16) 2.102(17) 2.934(2) 166(3) 1_545

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        24.89
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.060
####################################################################### 
# 
# 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_140802d
_database_code_depnum_ccdc_archive 'CCDC 1046838'
_audit_update_record             
;
2019-11-30 deposited with the CCDC.	2020-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H2 N3 O4 Rb'
_chemical_formula_weight         241.56

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   8.5165(7)
_cell_length_b                   10.3490(9)
_cell_length_c                   7.6790(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.841(2)
_cell_angle_gamma                90.00
_cell_volume                     668.76(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1575
_cell_measurement_theta_min      2.577
_cell_measurement_theta_max      27.668

_exptl_crystal_description       block
_exptl_crystal_colour            white
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.399
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             464
_exptl_absorpt_coefficient_mu    7.378
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1476
_exptl_absorpt_correction_T_max  0.3064
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3257
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_sigmaI/netI    0.0606
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1176
_reflns_number_gt                962
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0267P)²+0.3173P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1176
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0785
_refine_ls_wR_factor_gt          0.0754
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Rb1 Rb 0.34705(4) 0.34685(4) 0.09580(6) 0.03342(19) Uani 1 1 d . . .
N1 N 0.6386(4) 0.2424(3) -0.0946(5) 0.0256(8) Uani 1 1 d . . .
N2 N 0.7067(4) 0.3497(3) -0.0302(5) 0.0252(8) Uani 1 1 d . . .
N3 N 0.8358(3) 0.3153(3) 0.0827(4) 0.0222(8) Uani 1 1 d . . .
H3 H 0.9001 0.3694 0.1411 0.027 Uiso 1 1 calc R . .
O1 O 0.5719(4) -0.0171(3) -0.1942(5) 0.0457(9) Uani 1 1 d . . .
O2 O 0.7483(3) -0.0869(3) 0.0251(4) 0.0327(8) Uani 1 1 d . . .
H2 H 0.8237 -0.0569 0.0922 0.049 Uiso 1 1 d R . .
O3 O 0.9765(3) 0.0022(3) 0.2308(4) 0.0323(7) Uani 1 1 d . . .
O4 O 1.0912(3) 0.1940(3) 0.2958(4) 0.0368(8) Uani 1 1 d . . .
C1 C 0.6765(4) 0.0052(4) -0.0707(5) 0.0214(9) Uani 1 1 d . . .
C2 C 0.7245(4) 0.1399(4) -0.0216(5) 0.0185(9) Uani 1 1 d . . .
C3 C 0.8533(4) 0.1861(4) 0.0941(5) 0.0189(9) Uani 1 1 d . . .
C4 C 0.9869(4) 0.1248(4) 0.2181(6) 0.0220(9) 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 O1 2.902(3) 4_566 ?
Rb1 O2 2.920(3) 3_655 ?
Rb1 O4 2.948(3) 4_465 ?
Rb1 N2 3.203(3) 3_665 ?
Rb1 O2 3.214(3) 2_655 ?
Rb1 N1 3.254(3) . ?
Rb1 O4 3.262(3) 1_455 ?
Rb1 N1 3.294(3) 4_566 ?
Rb1 N2 3.351(3) . ?
Rb1 O1 3.540(3) 3_655 ?
Rb1 O1 3.553(4) 2_654 ?
Rb1 O3 3.616(3) 2_655 ?
N1 N2 1.314(5) . ?
N1 C2 1.360(5) . ?
N1 Rb1 3.294(3) 4_565 ?
N2 N3 1.340(4) . ?
N2 Rb1 3.203(3) 3_665 ?
N3 C3 1.346(5) . ?
N3 H3 0.8600 . ?
O1 C1 1.219(4) . ?
O1 Rb1 2.902(3) 4_565 ?
O1 Rb1 3.540(3) 3_655 ?
O1 Rb1 3.553(4) 2_644 ?
O2 C1 1.299(5) . ?
O2 Rb1 2.920(3) 3_655 ?
O2 Rb1 3.214(3) 2_645 ?
O2 H2 0.8200 . ?
O3 C4 1.277(5) . ?
O3 Rb1 3.616(3) 2_645 ?
O4 C4 1.222(5) . ?
O4 Rb1 2.948(3) 4_666 ?
O4 Rb1 3.262(3) 1_655 ?
C1 C2 1.484(6) . ?
C1 Rb1 3.653(4) 3_655 ?
C2 C3 1.386(5) . ?
C3 C4 1.507(5) . ?

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
O1 Rb1 O2 149.72(8) 4_566 3_655 ?
O1 Rb1 O4 150.06(8) 4_566 4_465 ?
O2 Rb1 O4 58.89(8) 3_655 4_465 ?
O1 Rb1 N2 63.78(8) 4_566 3_665 ?
O2 Rb1 N2 145.82(8) 3_655 3_665 ?
O4 Rb1 N2 86.96(9) 4_465 3_665 ?
O1 Rb1 O2 66.69(9) 4_566 2_655 ?
O2 Rb1 O2 112.82(8) 3_655 2_655 ?
O4 Rb1 O2 118.62(8) 4_465 2_655 ?
N2 Rb1 O2 83.31(8) 3_665 2_655 ?
O1 Rb1 N1 88.14(9) 4_566 . ?
O2 Rb1 N1 75.24(8) 3_655 . ?
O4 Rb1 N1 97.16(9) 4_465 . ?
N2 Rb1 N1 110.83(9) 3_665 . ?
O2 Rb1 N1 142.60(7) 2_655 . ?
O1 Rb1 O4 117.67(9) 4_566 1_455 ?
O2 Rb1 O4 61.94(8) 3_655 1_455 ?
O4 Rb1 O4 80.30(6) 4_465 1_455 ?
N2 Rb1 O4 117.40(8) 3_665 1_455 ?
O2 Rb1 O4 52.90(7) 2_655 1_455 ?
N1 Rb1 O4 131.41(8) . 1_455 ?
O1 Rb1 N1 53.80(8) 4_566 4_566 ?
O2 Rb1 N1 96.51(8) 3_655 4_566 ?
O4 Rb1 N1 155.27(9) 4_465 4_566 ?
N2 Rb1 N1 117.52(9) 3_665 4_566 ?
O2 Rb1 N1 70.95(8) 2_655 4_566 ?
N1 Rb1 N1 71.86(6) . 4_566 ?
O4 Rb1 N1 90.47(8) 1_455 4_566 ?
O1 Rb1 N2 66.47(9) 4_566 . ?
O2 Rb1 N2 97.94(8) 3_655 . ?
O4 Rb1 N2 111.98(9) 4_465 . ?
N2 Rb1 N2 93.48(8) 3_665 . ?
O2 Rb1 N2 128.98(8) 2_655 . ?
N1 Rb1 N2 22.89(8) . . ?
O4 Rb1 N2 147.84(8) 1_455 . ?
N1 Rb1 N2 65.79(9) 4_566 . ?
O1 Rb1 O1 112.10(4) 4_566 3_655 ?
O2 Rb1 O1 38.32(7) 3_655 3_655 ?
O4 Rb1 O1 97.18(8) 4_465 3_655 ?
N2 Rb1 O1 175.86(8) 3_665 3_655 ?
O2 Rb1 O1 94.62(8) 2_655 3_655 ?
N1 Rb1 O1 68.80(8) . 3_655 ?
O4 Rb1 O1 63.54(8) 1_455 3_655 ?
N1 Rb1 O1 58.35(7) 4_566 3_655 ?
N2 Rb1 O1 85.02(8) . 3_655 ?
O1 Rb1 O1 92.42(9) 4_566 2_654 ?
O2 Rb1 O1 99.82(8) 3_655 2_654 ?
O4 Rb1 O1 66.25(8) 4_465 2_654 ?
N2 Rb1 O1 61.11(8) 3_665 2_654 ?
O2 Rb1 O1 144.24(7) 2_655 2_654 ?
N1 Rb1 O1 58.55(8) . 2_654 ?
O4 Rb1 O1 146.50(7) 1_455 2_654 ?
N1 Rb1 O1 120.80(8) 4_566 2_654 ?
N2 Rb1 O1 55.80(8) . 2_654 ?
O1 Rb1 O1 120.64(9) 3_655 2_654 ?
O1 Rb1 O3 90.03(8) 4_566 2_655 ?
O2 Rb1 O3 109.64(7) 3_655 2_655 ?
O4 Rb1 O3 80.67(7) 4_465 2_655 ?
N2 Rb1 O3 61.54(8) 3_665 2_655 ?
O2 Rb1 O3 42.16(6) 2_655 2_655 ?
N1 Rb1 O3 172.05(8) . 2_655 ?
O4 Rb1 O3 55.97(7) 1_455 2_655 ?
N1 Rb1 O3 113.03(8) 4_566 2_655 ?
N2 Rb1 O3 152.18(7) . 2_655 ?
O1 Rb1 O3 118.99(7) 3_655 2_655 ?
O1 Rb1 O3 113.83(7) 2_654 2_655 ?
N2 N1 C2 109.0(3) . . ?
N2 N1 Rb1 82.7(2) . . ?
C2 N1 Rb1 118.3(3) . . ?
N2 N1 Rb1 138.5(2) . 4_565 ?
C2 N1 Rb1 112.2(2) . 4_565 ?
Rb1 N1 Rb1 82.82(7) . 4_565 ?
N1 N2 N3 106.9(3) . . ?
N1 N2 Rb1 136.5(2) . 3_665 ?
N3 N2 Rb1 116.5(2) . 3_665 ?
N1 N2 Rb1 74.4(2) . . ?
N3 N2 Rb1 120.5(2) . . ?
Rb1 N2 Rb1 86.52(8) 3_665 . ?
N2 N3 C3 112.2(3) . . ?
N2 N3 H3 123.9 . . ?
C3 N3 H3 123.9 . . ?
C1 O1 Rb1 131.1(3) . 4_565 ?
C1 O1 Rb1 85.5(2) . 3_655 ?
Rb1 O1 Rb1 142.57(10) 4_565 3_655 ?
C1 O1 Rb1 122.3(3) . 2_644 ?
Rb1 O1 Rb1 87.58(9) 4_565 2_644 ?
Rb1 O1 Rb1 75.27(6) 3_655 2_644 ?
C1 O2 Rb1 114.4(2) . 3_655 ?
C1 O2 Rb1 120.4(2) . 2_645 ?
Rb1 O2 Rb1 89.71(7) 3_655 2_645 ?
C1 O2 H2 109.4 . . ?
Rb1 O2 H2 134.6 3_655 . ?
Rb1 O2 H2 78.2 2_645 . ?
C4 O3 Rb1 122.4(2) . 2_645 ?
C4 O4 Rb1 133.8(3) . 4_666 ?
C4 O4 Rb1 122.8(3) . 1_655 ?
Rb1 O4 Rb1 88.31(7) 4_666 1_655 ?
O1 C1 O2 121.7(4) . . ?
O1 C1 C2 121.0(4) . . ?
O2 C1 C2 117.3(3) . . ?
O1 C1 Rb1 75.1(2) . 3_655 ?
O2 C1 Rb1 46.74(19) . 3_655 ?
C2 C1 Rb1 163.8(2) . 3_655 ?
N1 C2 C3 108.5(3) . . ?
N1 C2 C1 121.2(3) . . ?
C3 C2 C1 130.3(3) . . ?
N3 C3 C2 103.4(3) . . ?
N3 C3 C4 121.6(3) . . ?
C2 C3 C4 134.9(4) . . ?
O4 C4 O3 126.8(4) . . ?
O4 C4 C3 118.9(3) . . ?
O3 C4 C3 114.3(3) . . ?

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
O1 Rb1 N1 N2 -18.2(2) 4_566 . . . ?
O2 Rb1 N1 N2 -172.6(2) 3_655 . . . ?
O4 Rb1 N1 N2 132.3(2) 4_465 . . . ?
N2 Rb1 N1 N2 42.8(3) 3_665 . . . ?
O2 Rb1 N1 N2 -64.2(3) 2_655 . . . ?
O4 Rb1 N1 N2 -144.4(2) 1_455 . . . ?
N1 Rb1 N1 N2 -70.5(2) 4_566 . . . ?
O1 Rb1 N1 N2 -132.8(2) 3_655 . . . ?
O1 Rb1 N1 N2 75.8(2) 2_654 . . . ?
O3 Rb1 N1 N2 58.6(6) 2_655 . . . ?
O1 Rb1 N1 C2 89.5(3) 4_566 . . . ?
O2 Rb1 N1 C2 -64.9(3) 3_655 . . . ?
O4 Rb1 N1 C2 -120.1(3) 4_465 . . . ?
N2 Rb1 N1 C2 150.5(3) 3_665 . . . ?
O2 Rb1 N1 C2 43.5(3) 2_655 . . . ?
O4 Rb1 N1 C2 -36.7(3) 1_455 . . . ?
N1 Rb1 N1 C2 37.2(2) 4_566 . . . ?
N2 Rb1 N1 C2 107.7(4) . . . . ?
O1 Rb1 N1 C2 -25.1(2) 3_655 . . . ?
O1 Rb1 N1 C2 -176.5(3) 2_654 . . . ?
O3 Rb1 N1 C2 166.3(4) 2_655 . . . ?
O1 Rb1 N1 Rb1 -159.16(9) 4_566 . . 4_565 ?
O2 Rb1 N1 Rb1 46.41(7) 3_655 . . 4_565 ?
O4 Rb1 N1 Rb1 -8.73(8) 4_465 . . 4_565 ?
N2 Rb1 N1 Rb1 -98.19(9) 3_665 . . 4_565 ?
O2 Rb1 N1 Rb1 154.81(10) 2_655 . . 4_565 ?
O4 Rb1 N1 Rb1 74.62(11) 1_455 . . 4_565 ?
N1 Rb1 N1 Rb1 148.51(13) 4_566 . . 4_565 ?
N2 Rb1 N1 Rb1 -141.0(2) . . . 4_565 ?
O1 Rb1 N1 Rb1 86.23(8) 3_655 . . 4_565 ?
O1 Rb1 N1 Rb1 -65.19(8) 2_654 . . 4_565 ?
O3 Rb1 N1 Rb1 -82.4(5) 2_655 . . 4_565 ?
C2 N1 N2 N3 0.3(4) . . . . ?
Rb1 N1 N2 N3 117.7(3) . . . . ?
Rb1 N1 N2 N3 -171.8(2) 4_565 . . . ?
C2 N1 N2 Rb1 175.3(3) . . . 3_665 ?
Rb1 N1 N2 Rb1 -67.3(3) . . . 3_665 ?
Rb1 N1 N2 Rb1 3.1(6) 4_565 . . 3_665 ?
C2 N1 N2 Rb1 -117.4(3) . . . . ?
Rb1 N1 N2 Rb1 70.4(3) 4_565 . . . ?
O1 Rb1 N2 N1 160.1(2) 4_566 . . . ?
O2 Rb1 N2 N1 7.2(2) 3_655 . . . ?
O4 Rb1 N2 N1 -52.4(2) 4_465 . . . ?
N2 Rb1 N2 N1 -140.5(3) 3_665 . . . ?
O2 Rb1 N2 N1 135.3(2) 2_655 . . . ?
O4 Rb1 N2 N1 55.1(3) 1_455 . . . ?
N1 Rb1 N2 N1 100.81(19) 4_566 . . . ?
O1 Rb1 N2 N1 43.4(2) 3_655 . . . ?
O1 Rb1 N2 N1 -89.3(2) 2_654 . . . ?
O3 Rb1 N2 N1 -165.34(19) 2_655 . . . ?
O1 Rb1 N2 N3 59.5(3) 4_566 . . . ?
O2 Rb1 N2 N3 -93.4(3) 3_655 . . . ?
O4 Rb1 N2 N3 -153.0(2) 4_465 . . . ?
N2 Rb1 N2 N3 118.8(3) 3_665 . . . ?
O2 Rb1 N2 N3 34.6(3) 2_655 . . . ?
N1 Rb1 N2 N3 -100.7(3) . . . . ?
O4 Rb1 N2 N3 -45.6(3) 1_455 . . . ?
N1 Rb1 N2 N3 0.1(2) 4_566 . . . ?
O1 Rb1 N2 N3 -57.3(3) 3_655 . . . ?
O1 Rb1 N2 N3 170.0(3) 2_654 . . . ?
O3 Rb1 N2 N3 94.0(3) 2_655 . . . ?
O1 Rb1 N2 Rb1 -59.39(8) 4_566 . . 3_665 ?
O2 Rb1 N2 Rb1 147.71(8) 3_655 . . 3_665 ?
O4 Rb1 N2 Rb1 88.12(9) 4_465 . . 3_665 ?
N2 Rb1 N2 Rb1 0.0 3_665 . . 3_665 ?
O2 Rb1 N2 Rb1 -84.21(10) 2_655 . . 3_665 ?
N1 Rb1 N2 Rb1 140.5(3) . . . 3_665 ?
O4 Rb1 N2 Rb1 -164.39(11) 1_455 . . 3_665 ?
N1 Rb1 N2 Rb1 -118.69(10) 4_566 . . 3_665 ?
O1 Rb1 N2 Rb1 -176.13(9) 3_655 . . 3_665 ?
O1 Rb1 N2 Rb1 51.20(8) 2_654 . . 3_665 ?
O3 Rb1 N2 Rb1 -24.8(2) 2_655 . . 3_665 ?
N1 N2 N3 C3 -0.3(5) . . . . ?
Rb1 N2 N3 C3 -176.4(2) 3_665 . . . ?
Rb1 N2 N3 C3 81.2(4) . . . . ?
Rb1 O1 C1 O2 168.6(3) 4_565 . . . ?
Rb1 O1 C1 O2 -2.9(4) 3_655 . . . ?
Rb1 O1 C1 O2 -72.4(5) 2_644 . . . ?
Rb1 O1 C1 C2 -10.2(6) 4_565 . . . ?
Rb1 O1 C1 C2 178.3(4) 3_655 . . . ?
Rb1 O1 C1 C2 108.9(4) 2_644 . . . ?
Rb1 O1 C1 Rb1 171.5(3) 4_565 . . 3_655 ?
Rb1 O1 C1 Rb1 -69.42(19) 2_644 . . 3_655 ?
Rb1 O2 C1 O1 3.9(5) 3_655 . . . ?
Rb1 O2 C1 O1 -101.1(4) 2_645 . . . ?
Rb1 O2 C1 C2 -177.3(3) 3_655 . . . ?
Rb1 O2 C1 C2 77.7(4) 2_645 . . . ?
Rb1 O2 C1 Rb1 -105.0(2) 2_645 . . 3_655 ?
N2 N1 C2 C3 -0.2(5) . . . . ?
Rb1 N1 C2 C3 -92.1(3) . . . . ?
Rb1 N1 C2 C3 174.2(2) 4_565 . . . ?
N2 N1 C2 C1 -179.5(4) . . . . ?
Rb1 N1 C2 C1 88.6(4) . . . . ?
Rb1 N1 C2 C1 -5.2(5) 4_565 . . . ?
O1 C1 C2 N1 10.0(6) . . . . ?
O2 C1 C2 N1 -168.8(3) . . . . ?
Rb1 C1 C2 N1 -176.0(7) 3_655 . . . ?
O1 C1 C2 C3 -169.2(4) . . . . ?
O2 C1 C2 C3 12.0(6) . . . . ?
Rb1 C1 C2 C3 4.9(13) 3_655 . . . ?
N2 N3 C3 C2 0.2(4) . . . . ?
N2 N3 C3 C4 -177.7(3) . . . . ?
N1 C2 C3 N3 0.0(4) . . . . ?
C1 C2 C3 N3 179.3(4) . . . . ?
N1 C2 C3 C4 177.4(4) . . . . ?
C1 C2 C3 C4 -3.3(8) . . . . ?
Rb1 O4 C4 O3 -12.6(7) 4_666 . . . ?
Rb1 O4 C4 O3 112.1(4) 1_655 . . . ?
Rb1 O4 C4 C3 166.8(3) 4_666 . . . ?
Rb1 O4 C4 C3 -68.5(4) 1_655 . . . ?
Rb1 O3 C4 O4 116.1(4) 2_645 . . . ?
Rb1 O3 C4 C3 -63.3(4) 2_645 . . . ?
N3 C3 C4 O4 -8.0(6) . . . . ?
C2 C3 C4 O4 175.0(4) . . . . ?
N3 C3 C4 O3 171.5(4) . . . . ?
C2 C3 C4 O3 -5.6(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.124
####################################################################### 
# 
# 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_140802c
_database_code_depnum_ccdc_archive 'CCDC 1046837'
_audit_update_record             
;
2019-11-30 deposited with the CCDC.	2020-05-05 downloaded from the CCDC.
;
_audit_creation_date             2016-07-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C8 H12 Li2 N6 O12'
_chemical_formula_sum            'C8 H12 Li2 N6 O12'
_chemical_formula_weight         398.12
_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'
O O 0.0106 0.0060 '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'
Li Li -0.0003 0.0001 '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'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   5.1580(4)
_cell_length_b                   8.0740(6)
_cell_length_c                   10.0880(8)
_cell_angle_alpha                68.6530(10)
_cell_angle_beta                 77.8890(10)
_cell_angle_gamma                85.133(2)
_cell_volume                     382.57(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    982
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      27.999
_cell_measurement_theta_min      2.709
_exptl_absorpt_coefficient_mu    0.160
_exptl_absorpt_correction_T_max  0.9795
_exptl_absorpt_correction_T_min  0.9476
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             204
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            1910
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.71
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1062
_reflns_number_total             1304
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0493
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0842P)²+0.2324P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1422
_refine_ls_wR_factor_ref         0.1504
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All O(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Riding coordinates:
 O5(H5A,H5B), O6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1)
2.c Tetrahedral OH refined with riding coordinates:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Li1 Li 0.5078(10) 0.1671(7) 0.5173(5) 0.0356(12) Uani 1 d . . .
N1 N 0.1814(5) 0.4294(3) 0.8250(2) 0.0293(6) Uani 1 d . . .
H1 H 0.0721 0.4896 0.8673 0.035 Uiso 1 calc . . R
N2 N 0.1793(5) 0.4301(3) 0.6920(3) 0.0341(6) Uani 1 d . . .
N3 N 0.3729(5) 0.3236(3) 0.6635(3) 0.0299(6) Uani 1 d . . .
O1 O 0.2504(4) 0.3636(3) 1.1081(2) 0.0350(6) Uani 1 d . . .
O2 O 0.6138(4) 0.2026(3) 1.0721(2) 0.0324(5) Uani 1 d . . .
O3 O 0.8492(4) 0.0736(3) 0.8785(2) 0.0330(5) Uani 1 d . . .
H3 H 0.7816 0.1152 0.9409 0.049 Uiso 1 calc . . R
O4 O 0.7871(4) 0.0932(3) 0.6620(2) 0.0331(5) Uani 1 d . . .
O5 O 0.7099(4) 0.0676(3) 0.3659(2) 0.0336(5) Uani 1 d . . .
H5A H 0.8755 0.0548 0.3647 0.040 Uiso 1 d . . R
H5B H 0.6785 0.1218 0.2811 0.040 Uiso 1 d . . R
O6 O 0.2729(5) 0.3052(3) 0.3917(2) 0.0470(7) Uani 1 d . . .
H6A H 0.3065 0.3004 0.3070 0.056 Uiso 1 d . . R
H6B H 0.1430 0.3766 0.3956 0.056 Uiso 1 d . . R
C1 C 0.4145(5) 0.2946(3) 1.0336(3) 0.0243(6) Uani 1 d . . .
C2 C 0.3727(5) 0.3245(3) 0.8843(3) 0.0235(6) Uani 1 d . . .
C3 C 0.4968(5) 0.2572(4) 0.7790(3) 0.0241(6) Uani 1 d . . .
C4 C 0.7232(5) 0.1342(4) 0.7701(3) 0.0253(6) Uani 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
Li1 Li1 2.854(10) 2_656 ?
Li1 N3 2.243(5) . ?
Li1 O4 2.160(5) . ?
Li1 O5 2.037(5) . ?
Li1 O5 2.102(6) 2_656 ?
Li1 O6 1.924(5) . ?
N1 H1 0.8600 . ?
N1 N2 1.342(3) . ?
N1 C2 1.336(3) . ?
N2 N3 1.316(3) . ?
N3 C3 1.361(4) . ?
O1 C1 1.245(3) . ?
O2 C1 1.260(3) . ?
O3 H3 0.8200 . ?
O3 C4 1.309(3) . ?
O4 C4 1.225(3) . ?
O5 Li1 2.102(6) 2_656 ?
O5 H5A 0.8500 . ?
O5 H5B 0.8499 . ?
O6 H6A 0.8499 . ?
O6 H6B 0.8500 . ?
C1 C2 1.496(4) . ?
C2 C3 1.381(4) . ?
C3 C4 1.478(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Li1 Li1 145.9(3) . 2_656 ?
O4 Li1 Li1 97.7(3) . 2_656 ?
O4 Li1 N3 76.02(17) . . ?
O5 Li1 Li1 47.37(15) . 2_656 ?
O5 Li1 Li1 45.47(16) 2_656 2_656 ?
O5 Li1 N3 165.4(3) . . ?
O5 Li1 N3 100.8(2) 2_656 . ?
O5 Li1 O4 98.3(2) . . ?
O5 Li1 O4 92.4(2) 2_656 . ?
O5 Li1 O5 92.8(2) . 2_656 ?
O6 Li1 Li1 100.4(3) . 2_656 ?
O6 Li1 N3 89.8(2) . . ?
O6 Li1 O4 161.8(3) . . ?
O6 Li1 O5 92.6(2) . . ?
O6 Li1 O5 101.5(2) . 2_656 ?
N2 N1 H1 123.9 . . ?
C2 N1 H1 123.9 . . ?
C2 N1 N2 112.3(2) . . ?
N3 N2 N1 106.8(2) . . ?
N2 N3 Li1 140.9(2) . . ?
N2 N3 C3 108.5(2) . . ?
C3 N3 Li1 108.6(2) . . ?
C4 O3 H3 109.5 . . ?
C4 O4 Li1 115.6(2) . . ?
Li1 O5 Li1 87.2(2) . 2_656 ?
Li1 O5 H5A 114.0 2_656 . ?
Li1 O5 H5A 114.2 . . ?
Li1 O5 H5B 114.2 2_656 . ?
Li1 O5 H5B 114.1 . . ?
H5A O5 H5B 111.3 . . ?
Li1 O6 H6A 115.0 . . ?
Li1 O6 H6B 137.2 . . ?
H6A O6 H6B 107.7 . . ?
O1 C1 O2 126.0(3) . . ?
O1 C1 C2 117.1(2) . . ?
O2 C1 C2 116.9(2) . . ?
N1 C2 C1 123.5(2) . . ?
N1 C2 C3 103.6(2) . . ?
C3 C2 C1 132.8(2) . . ?
N3 C3 C2 108.8(2) . . ?
N3 C3 C4 117.7(2) . . ?
C2 C3 C4 133.5(2) . . ?
O3 C4 C3 118.4(2) . . ?
O4 C4 O3 122.4(3) . . ?
O4 C4 C3 119.2(2) . . ?

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
Li1 Li1 N3 N2 -91.2(6) 2_656 . . . ?
Li1 Li1 N3 C3 69.3(6) 2_656 . . . ?
Li1 Li1 O4 C4 -131.7(3) 2_656 . . . ?
Li1 N3 C3 C2 -166.7(2) . . . . ?
Li1 N3 C3 C4 13.1(3) . . . . ?
Li1 O4 C4 O3 168.6(3) . . . . ?
Li1 O4 C4 C3 -11.8(4) . . . . ?
N1 N2 N3 Li1 160.2(3) . . . . ?
N1 N2 N3 C3 -0.3(3) . . . . ?
N1 C2 C3 N3 -0.5(3) . . . . ?
N1 C2 C3 C4 179.8(3) . . . . ?
N2 N1 C2 C1 -178.0(2) . . . . ?
N2 N1 C2 C3 0.3(3) . . . . ?
N2 N3 C3 C2 0.5(3) . . . . ?
N2 N3 C3 C4 -179.7(2) . . . . ?
N3 Li1 O4 C4 14.1(3) . . . . ?
N3 Li1 O5 Li1 158.8(12) . . . 2_656 ?
N3 C3 C4 O3 178.0(2) . . . . ?
N3 C3 C4 O4 -1.7(4) . . . . ?
O1 C1 C2 N1 4.6(4) . . . . ?
O1 C1 C2 C3 -173.2(3) . . . . ?
O2 C1 C2 N1 -175.1(3) . . . . ?
O2 C1 C2 C3 7.1(4) . . . . ?
O4 Li1 N3 N2 -174.3(3) . . . . ?
O4 Li1 N3 C3 -13.7(2) . . . . ?
O4 Li1 O5 Li1 92.9(2) . . . 2_656 ?
O5 Li1 N3 N2 -84.5(4) 2_656 . . . ?
O5 Li1 N3 N2 117.1(10) . . . . ?
O5 Li1 N3 C3 76.1(3) 2_656 . . . ?
O5 Li1 N3 C3 -82.4(11) . . . . ?
O5 Li1 O4 C4 -86.3(3) 2_656 . . . ?
O5 Li1 O4 C4 -179.6(2) . . . . ?
O5 Li1 O5 Li1 0.0 2_656 . . 2_656 ?
O6 Li1 N3 N2 17.2(5) . . . . ?
O6 Li1 N3 C3 177.8(2) . . . . ?
O6 Li1 O4 C4 53.9(10) . . . . ?
O6 Li1 O5 Li1 -101.7(3) . . . 2_656 ?
C1 C2 C3 N3 177.6(3) . . . . ?
C1 C2 C3 C4 -2.1(5) . . . . ?
C2 N1 N2 N3 0.0(3) . . . . ?
C2 C3 C4 O3 -2.3(5) . . . . ?
C2 C3 C4 O4 178.0(3) . . . . ?

_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_140904a
_database_code_depnum_ccdc_archive 'CCDC 1046839'
_audit_update_record             
;
2019-11-30 deposited with the CCDC.	2020-05-05 downloaded from the CCDC.
;
_audit_creation_date             2019-11-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C4 H2 Cs N3 O4'
_chemical_formula_sum            'C4 H2 Cs N3 O4'
_chemical_formula_weight         289.00
_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'
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 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -y-1/2, z-1/2'

_cell_length_a                   8.4707(6)
_cell_length_b                   10.5631(9)
_cell_length_c                   8.1634(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.8220(10)
_cell_angle_gamma                90.00
_cell_volume                     723.64(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1714
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.068
_cell_measurement_theta_min      3.099
_exptl_absorpt_coefficient_mu    5.094
_exptl_absorpt_correction_T_max  0.3102
_exptl_absorpt_correction_T_min  0.2180
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    2.653
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.1287
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -2
_diffrn_reflns_number            1246
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.43
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                943
_reflns_number_total             1246
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         5.017
_refine_diff_density_min         -4.506
_refine_diff_density_rms         0.621
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1618
_refine_ls_R_factor_gt           0.0944
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1763P)²+7.6022P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2263
_refine_ls_wR_factor_ref         0.2655
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.790(19)
 0.210(19)
2. Fixed Uiso
 At 1.2 times of:
  All N(H) groups
 At 1.5 times of:
  All O(H) groups
3.a Riding coordinates:
 O2(H2)
3.b Aromatic/amide H refined with riding coordinates:
 N1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Cs1 Cs 0.84640(10) 0.65229(12) 0.60392(11) 0.0317(6) Uani 1 d . . .
N1 N 0.6573(12) 0.3103(17) 0.4115(14) 0.025(3) Uani 1 d . . .
H1 H 0.5949 0.3636 0.3556 0.030 Uiso 1 calc . . R
N2 N 0.7821(15) 0.3416(12) 0.5247(16) 0.028(3) Uani 1 d . . .
N3 N 0.8452(13) 0.2430(16) 0.5951(14) 0.027(3) Uani 1 d . . .
O1 O 0.4166(13) 0.1984(13) 0.1976(13) 0.033(3) Uani 1 d . . .
O2 O 0.5216(12) 0.0027(11) 0.2664(13) 0.028(2) Uani 1 d . . .
H2 H 0.5916 -0.0238 0.3374 0.043 Uiso 1 d . . R
O3 O 0.7355(11) -0.0836(11) 0.4752(12) 0.030(2) Uani 1 d . . .
O4 O 0.9111(14) -0.0177(12) 0.6839(14) 0.036(3) Uani 1 d . . .
C1 C 0.5192(19) 0.1266(19) 0.278(2) 0.026(3) Uani 1 d . . .
C2 C 0.6449(15) 0.188(2) 0.3989(16) 0.025(4) Uani 1 d . . .
C3 C 0.7669(19) 0.1351(18) 0.515(2) 0.027(3) Uani 1 d . . .
C4 C 0.807(2) 0.0013(18) 0.568(2) 0.029(4) Uani 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 N2 3.451(12) 3_766 ?
Cs1 N2 3.374(13) . ?
Cs1 N3 3.441(12) 3_766 ?
Cs1 N3 3.469(11) 2_756 ?
Cs1 O1 3.125(10) 2_655 ?
Cs1 O1 3.326(12) 3_666 ?
Cs1 O2 3.606(11) 4_566 ?
Cs1 O3 3.082(12) 1_565 ?
Cs1 O3 3.372(10) 4_566 ?
Cs1 O4 3.078(12) 2_756 ?
Cs1 O4 3.575(13) 1_565 ?
Cs1 C4 3.710(19) 1_565 ?
N1 H1 0.8600 . ?
N1 N2 1.347(17) . ?
N1 C2 1.30(3) . ?
N2 Cs1 3.451(12) 3_766 ?
N2 N3 1.27(2) . ?
N3 Cs1 3.441(12) 3_766 ?
N3 Cs1 3.469(11) 2_746 ?
N3 C3 1.43(2) . ?
O1 Cs1 3.125(10) 2_645 ?
O1 Cs1 3.326(12) 3_666 ?
O1 C1 1.27(2) . ?
O2 Cs1 3.606(11) 4_565 ?
O2 H2 0.8200 . ?
O2 C1 1.31(2) . ?
O3 Cs1 3.372(10) 4_565 ?
O3 Cs1 3.082(12) 1_545 ?
O3 C4 1.27(2) . ?
O4 Cs1 3.078(12) 2_746 ?
O4 Cs1 3.575(13) 1_545 ?
O4 C4 1.22(2) . ?
C1 C2 1.50(2) . ?
C2 C3 1.42(2) . ?
C3 C4 1.50(3) . ?
C4 Cs1 3.710(19) 1_545 ?

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
N2 Cs1 N2 95.2(3) . 3_766 ?
N2 Cs1 N3 119.4(4) . 2_756 ?
N2 Cs1 N3 109.6(3) . 3_766 ?
N2 Cs1 N3 65.2(3) 3_766 2_756 ?
N2 Cs1 O2 153.3(3) 3_766 4_566 ?
N2 Cs1 O2 61.2(3) . 4_566 ?
N2 Cs1 O4 85.1(3) 3_766 1_565 ?
N2 Cs1 O4 179.3(3) . 1_565 ?
N2 Cs1 C4 160.2(3) . 1_565 ?
N2 Cs1 C4 91.8(3) 3_766 1_565 ?
N3 Cs1 N2 21.3(3) 3_766 3_766 ?
N3 Cs1 N3 72.47(19) 3_766 2_756 ?
N3 Cs1 O2 170.3(3) 3_766 4_566 ?
N3 Cs1 O2 113.8(3) 2_756 4_566 ?
N3 Cs1 O4 61.3(3) 2_756 1_565 ?
N3 Cs1 O4 70.5(3) 3_766 1_565 ?
N3 Cs1 C4 73.0(4) 3_766 1_565 ?
N3 Cs1 C4 80.4(4) 2_756 1_565 ?
O1 Cs1 N2 147.0(3) 3_666 3_766 ?
O1 Cs1 N2 117.0(3) 3_666 . ?
O1 Cs1 N2 109.8(3) 2_655 3_766 ?
O1 Cs1 N2 85.5(3) 2_655 . ?
O1 Cs1 N3 94.8(3) 2_655 3_766 ?
O1 Cs1 N3 154.5(4) 2_655 2_756 ?
O1 Cs1 N3 132.8(3) 3_666 3_766 ?
O1 Cs1 N3 90.8(3) 3_666 2_756 ?
O1 Cs1 O1 81.8(2) 2_655 3_666 ?
O1 Cs1 O2 56.0(3) 3_666 4_566 ?
O1 Cs1 O2 82.1(3) 2_655 4_566 ?
O1 Cs1 O3 51.5(3) 3_666 4_566 ?
O1 Cs1 O3 119.0(3) 2_655 4_566 ?
O1 Cs1 O4 62.9(3) 3_666 1_565 ?
O1 Cs1 O4 93.9(3) 2_655 1_565 ?
O1 Cs1 C4 74.7(4) 2_655 1_565 ?
O1 Cs1 C4 60.6(4) 3_666 1_565 ?
O2 Cs1 C4 114.6(3) 4_566 1_565 ?
O3 Cs1 N2 84.6(3) 4_566 . ?
O3 Cs1 N2 130.9(3) 4_566 3_766 ?
O3 Cs1 N2 97.3(3) 1_565 3_766 ?
O3 Cs1 N2 141.3(3) 1_565 . ?
O3 Cs1 N3 72.4(3) 4_566 2_756 ?
O3 Cs1 N3 99.0(3) 1_565 2_756 ?
O3 Cs1 N3 144.7(2) 4_566 3_766 ?
O3 Cs1 N3 76.3(3) 1_565 3_766 ?
O3 Cs1 O1 62.8(3) 1_565 3_666 ?
O3 Cs1 O1 55.9(3) 1_565 2_655 ?
O3 Cs1 O2 41.6(2) 4_566 4_566 ?
O3 Cs1 O2 108.9(3) 1_565 4_566 ?
O3 Cs1 O3 113.1(3) 1_565 4_566 ?
O3 Cs1 O4 38.0(2) 1_565 1_565 ?
O3 Cs1 O4 95.7(3) 4_566 1_565 ?
O3 Cs1 C4 104.6(3) 4_566 1_565 ?
O3 Cs1 C4 18.9(3) 1_565 1_565 ?
O4 Cs1 N2 67.6(3) 2_756 . ?
O4 Cs1 N2 67.4(3) 2_756 3_766 ?
O4 Cs1 N3 51.8(4) 2_756 2_756 ?
O4 Cs1 N3 87.8(3) 2_756 3_766 ?
O4 Cs1 O1 116.3(3) 2_756 3_666 ?
O4 Cs1 O1 152.1(3) 2_756 2_655 ?
O4 Cs1 O2 90.7(3) 2_756 4_566 ?
O4 Cs1 O2 118.8(3) 1_565 4_566 ?
O4 Cs1 O3 67.4(3) 2_756 4_566 ?
O4 Cs1 O3 150.3(3) 2_756 1_565 ?
O4 Cs1 O4 113.08(16) 2_756 1_565 ?
O4 Cs1 C4 19.2(3) 1_565 1_565 ?
O4 Cs1 C4 132.1(3) 2_756 1_565 ?
N2 N1 H1 124.9 . . ?
C2 N1 H1 124.9 . . ?
C2 N1 N2 110.3(12) . . ?
Cs1 N2 Cs1 84.8(3) . 3_766 ?
N1 N2 Cs1 117.5(10) . . ?
N1 N2 Cs1 117.3(8) . 3_766 ?
N3 N2 Cs1 131.5(9) . . ?
N3 N2 Cs1 78.9(8) . 3_766 ?
N3 N2 N1 110.5(13) . . ?
Cs1 N3 Cs1 82.9(2) 3_766 2_746 ?
N2 N3 Cs1 140.9(10) . 2_746 ?
N2 N3 Cs1 79.8(8) . 3_766 ?
N2 N3 C3 107.8(11) . . ?
C3 N3 Cs1 111.2(10) . 2_746 ?
C3 N3 Cs1 112.1(9) . 3_766 ?
Cs1 O1 Cs1 90.3(3) 2_645 3_666 ?
C1 O1 Cs1 119.1(10) . 3_666 ?
C1 O1 Cs1 133.0(11) . 2_645 ?
Cs1 O2 H2 65.8 4_565 . ?
C1 O2 Cs1 120.1(9) . 4_565 ?
C1 O2 H2 107.8 . . ?
Cs1 O3 Cs1 90.1(3) 1_545 4_565 ?
C4 O3 Cs1 109.7(9) . 1_545 ?
C4 O3 Cs1 121.0(10) . 4_565 ?
Cs1 O4 Cs1 138.2(4) 2_746 1_545 ?
C4 O4 Cs1 134.2(11) . 2_746 ?
C4 O4 Cs1 86.7(10) . 1_545 ?
O1 C1 O2 125.0(16) . . ?
O1 C1 C2 117.3(17) . . ?
O2 C1 C2 117.7(14) . . ?
N1 C2 C1 121.8(14) . . ?
N1 C2 C3 107.2(13) . . ?
C3 C2 C1 131.0(19) . . ?
N3 C3 C4 123.1(13) . . ?
C2 C3 N3 103.9(15) . . ?
C2 C3 C4 132.8(16) . . ?
O3 C4 Cs1 51.5(8) . 1_545 ?
O3 C4 C3 115.0(14) . . ?
O4 C4 Cs1 74.2(10) . 1_545 ?
O4 C4 O3 125.6(16) . . ?
O4 C4 C3 119.3(16) . . ?
C3 C4 Cs1 166.4(11) . 1_545 ?

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
Cs1 N2 N3 Cs1 -72.8(9) . . . 3_766 ?
Cs1 N2 N3 Cs1 -8(2) . . . 2_746 ?
Cs1 N2 N3 Cs1 65.1(12) 3_766 . . 2_746 ?
Cs1 N2 N3 C3 -110.1(10) 3_766 . . . ?
Cs1 N2 N3 C3 177.1(9) . . . . ?
Cs1 N3 C3 C2 179.4(9) 2_746 . . . ?
Cs1 N3 C3 C2 -89.8(11) 3_766 . . . ?
Cs1 N3 C3 C4 95.4(15) 3_766 . . . ?
Cs1 N3 C3 C4 4.6(17) 2_746 . . . ?
Cs1 O1 C1 O2 -11(2) 2_645 . . . ?
Cs1 O1 C1 O2 110.4(15) 3_666 . . . ?
Cs1 O1 C1 C2 -68.5(16) 3_666 . . . ?
Cs1 O1 C1 C2 169.8(9) 2_645 . . . ?
Cs1 O2 C1 O1 114.6(15) 4_565 . . . ?
Cs1 O2 C1 C2 -66.6(15) 4_565 . . . ?
Cs1 O3 C4 Cs1 -102.6(9) 4_565 . . 1_545 ?
Cs1 O3 C4 O4 4(2) 1_545 . . . ?
Cs1 O3 C4 O4 -98.7(19) 4_565 . . . ?
Cs1 O3 C4 C3 75.8(15) 4_565 . . . ?
Cs1 O3 C4 C3 178.4(11) 1_545 . . . ?
Cs1 O4 C4 Cs1 170.1(14) 2_746 . . 1_545 ?
Cs1 O4 C4 O3 -3.2(17) 1_545 . . . ?
Cs1 O4 C4 O3 166.9(10) 2_746 . . . ?
Cs1 O4 C4 C3 -7(3) 2_746 . . . ?
Cs1 O4 C4 C3 -177.5(14) 1_545 . . . ?
N1 N2 N3 Cs1 -179.7(9) . . . 2_746 ?
N1 N2 N3 Cs1 115.2(10) . . . 3_766 ?
N1 N2 N3 C3 5.1(16) . . . . ?
N1 C2 C3 N3 1.1(16) . . . . ?
N1 C2 C3 C4 175.2(16) . . . . ?
N2 Cs1 N2 Cs1 0.0 3_766 . . 3_766 ?
N2 Cs1 N2 N1 -118.2(10) 3_766 . . . ?
N2 Cs1 N2 N3 70.3(11) 3_766 . . . ?
N2 N1 C2 C1 -178.2(13) . . . . ?
N2 N1 C2 C3 1.8(16) . . . . ?
N2 N3 C3 C2 -3.8(15) . . . . ?
N2 N3 C3 C4 -178.6(14) . . . . ?
N3 Cs1 N2 Cs1 -64.4(4) 2_756 . . 3_766 ?
N3 Cs1 N2 Cs1 16.1(3) 3_766 . . 3_766 ?
N3 Cs1 N2 N1 177.5(9) 2_756 . . . ?
N3 Cs1 N2 N1 -102.1(9) 3_766 . . . ?
N3 Cs1 N2 N3 86.3(12) 3_766 . . . ?
N3 Cs1 N2 N3 5.9(14) 2_756 . . . ?
N3 C3 C4 Cs1 -169(4) . . . 1_545 ?
N3 C3 C4 O3 -174.6(14) . . . . ?
N3 C3 C4 O4 0(2) . . . . ?
O1 Cs1 N2 Cs1 -172.1(2) 3_666 . . 3_766 ?
O1 Cs1 N2 Cs1 109.6(3) 2_655 . . 3_766 ?
O1 Cs1 N2 N1 69.8(10) 3_666 . . . ?
O1 Cs1 N2 N1 -8.6(9) 2_655 . . . ?
O1 Cs1 N2 N3 179.8(12) 2_655 . . . ?
O1 Cs1 N2 N3 -101.8(12) 3_666 . . . ?
O1 C1 C2 N1 -5(2) . . . . ?
O1 C1 C2 C3 174.5(17) . . . . ?
O2 Cs1 N2 Cs1 -167.0(4) 4_566 . . 3_766 ?
O2 Cs1 N2 N1 74.8(9) 4_566 . . . ?
O2 Cs1 N2 N3 -96.7(12) 4_566 . . . ?
O2 C1 C2 N1 175.7(13) . . . . ?
O2 C1 C2 C3 -4(2) . . . . ?
O3 Cs1 N2 Cs1 108.6(4) 1_565 . . 3_766 ?
O3 Cs1 N2 Cs1 -130.7(3) 4_566 . . 3_766 ?
O3 Cs1 N2 N1 111.2(10) 4_566 . . . ?
O3 Cs1 N2 N1 -9.6(12) 1_565 . . . ?
O3 Cs1 N2 N3 178.8(10) 1_565 . . . ?
O3 Cs1 N2 N3 -60.4(12) 4_566 . . . ?
O4 Cs1 N2 Cs1 110(25) 1_565 . . 3_766 ?
O4 Cs1 N2 Cs1 -63.0(3) 2_756 . . 3_766 ?
O4 Cs1 N2 N1 -8(26) 1_565 . . . ?
O4 Cs1 N2 N1 178.9(10) 2_756 . . . ?
O4 Cs1 N2 N3 -180(100) 1_565 . . . ?
O4 Cs1 N2 N3 7.3(12) 2_756 . . . ?
C1 C2 C3 N3 -178.8(15) . . . . ?
C1 C2 C3 C4 -5(3) . . . . ?
C2 N1 N2 Cs1 83.3(12) . . . 3_766 ?
C2 N1 N2 Cs1 -177.8(8) . . . . ?
C2 N1 N2 N3 -4.5(16) . . . . ?
C2 C3 C4 Cs1 18(6) . . . 1_545 ?
C2 C3 C4 O3 12(3) . . . . ?
C2 C3 C4 O4 -172.7(17) . . . . ?
C4 Cs1 N2 Cs1 110.2(10) 1_565 . . 3_766 ?
C4 Cs1 N2 N1 -7.9(17) 1_565 . . . ?
C4 Cs1 N2 N3 -179.5(11) 1_565 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.790(19)
2 0.210(19)

