# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_js321dmo
_database_code_depnum_ccdc_archive 'CCDC 2194109'
loop_
_audit_author_name
_audit_author_address
'Ajay Kumar Chinnam'
;University of Idaho
United States of America
;
_audit_update_record             
;
2022-08-01 deposited with the CCDC.	2022-11-10 downloaded from the CCDC.
;
_audit_creation_date             2021-04-13
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2021.04.04 svn.r0348f7ac for OlexSys, GUI svn.r6303)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
staples@chemistry.msu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H3 N7 O3'
_chemical_formula_sum            'C4 H3 N7 O3'
_chemical_formula_weight         197.13
_chemical_melting_point          ?
_chemical_oxdiff_formula         C4H87N9O6
_chemical_oxdiff_usercomment     A-33
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'

_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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   13.2552(15)
_cell_length_b                   6.7087(8)
_cell_length_c                   7.6337(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     678.83(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1857
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.1000
_cell_measurement_theta_min      4.0380
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.829
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.100a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.929
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             400
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -6 -9 0.0294
18 0 -2 0.0503
2 6 9 0.0221
-18 -1 2 0.0622
4 -5 -9 0.0303
-1 5 -9 0.0398
-5 9 1 0.0337
-3 2 10 0.0264
4 -9 4 0.0390

_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.055
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.3473 -5.5808 -8.6962 0.1198 -0.2183 0.9685
18.3674 0.4821 -1.7934 -0.4499 0.8298 0.3303
1.9717 5.6436 8.5691 -0.1600 0.2924 -0.9428
-18.3759 -0.5079 1.7541 0.4506 -0.8311 -0.3259
4.0442 -4.6236 -9.1053 0.0633 0.0330 0.9974
-0.5965 4.7099 -9.3357 0.7979 0.4325 0.4199
-4.6963 9.1579 0.5285 0.6858 0.3731 -0.6249
-2.9829 2.0294 10.3766 -0.3235 -0.1743 -0.9301
3.6019 -8.6433 3.8883 -0.8505 -0.4620 0.2513

_exptl_special_details           
;
Data was collected using a Rigaku Synergy S Diffractometer diffractometer equipped 
with an Oxford 800 low-temperature apparatus.  A suitable 
crystal was chosen and mounted on a nylon loop using Paratone oil.  Data  were 
measured based on the Pre-Experiment plugin of CrysAlisPro software.  Cell 
parameters were retrieved using CrysAlisPro software and data reduction was 
performed using the intergration software inside the CrysAlisPro which 
corrects for Lp.  The structure was solved by the direct method using the 
SHELXT program and refined by least squares method on F2, SHELXL,
 incorporated in OLEX2. 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.793
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3343
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.793
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.021
_diffrn_reflns_theta_min         4.044
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.793
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -49.00   7.00   0.50   27.48    --    4.99 -48.00 123.00  112
  2  ω    -16.00  10.00   0.50   27.48    --   -5.53 -77.00 -17.00   52
  3  ω      0.00  25.00   0.50   27.48    --    4.99 -77.00-180.00   50
  4  ω      0.00  25.00   0.50   27.48    --    4.99 -77.00-150.00   50
  5  ω      2.00  28.00   0.50   27.48    --    4.99 -77.00 -30.00   52
  6  ω    -28.00  -3.00   0.50   27.48    --   -5.53  77.00 -60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0312221000
_diffrn_orient_matrix_UB_12      0.0618860000
_diffrn_orient_matrix_UB_13      -0.0522499000
_diffrn_orient_matrix_UB_21      0.0418447000
_diffrn_orient_matrix_UB_22      0.0631879000
_diffrn_orient_matrix_UB_23      -0.0171248000
_diffrn_orient_matrix_UB_31      0.0121866000
_diffrn_orient_matrix_UB_32      -0.0576687000
_diffrn_orient_matrix_UB_33      -0.0748487000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                727
_reflns_number_total             931
_reflns_odcompleteness_completeness 98.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.100a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.246
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.151
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     82
_refine_ls_number_reflns         931
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0639
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1298P)²+0.3532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1683
_refine_ls_wR_factor_ref         0.1845
_refine_special_details          
;
The structure was refined by Least Squares using version 2018/2 
of XL (Sheldrick, 2008) incorporated in Olex2 (Dolomanov et al., 2009). 
All non-hydrogen atoms were refined anisotropically. 
Hydrogen atom positions were calculated geometrically and refined using the 
riding model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All N(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4)
2.b X=CH2 refined with riding coordinates:
 N7(H7A,H7B)
;
_atom_sites_solution_hydrogens   geom
_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
O1 O 0.56557(16) 0.750000 1.1001(3) 0.0183(6) Uani 1 2 d S T P . .
O2 O 0.73556(13) 0.5894(3) 0.3449(2) 0.0197(5) Uani 1 1 d . . . . .
N1 N 0.53760(17) 0.750000 0.5167(3) 0.0127(6) Uani 1 2 d S T P . .
N2 N 0.6352(2) 0.750000 0.9676(3) 0.0164(6) Uani 1 2 d S T P . .
N3 N 0.46574(19) 0.750000 1.0345(4) 0.0153(6) Uani 1 2 d S T P . .
N4 N 0.40687(18) 0.750000 0.7369(3) 0.0143(6) Uani 1 2 d S T P . .
H4 H 0.342062 0.750000 0.761901 0.017 Uiso 1 2 calc R U P . .
N5 N 0.70808(18) 0.750000 0.6014(3) 0.0130(6) Uani 1 2 d S T P . .
N6 N 0.7247(2) 0.750000 0.4157(3) 0.0150(6) Uani 1 2 d S T P . .
N7 N 0.3714(2) 0.750000 0.4419(3) 0.0159(6) Uani 1 2 d S T P . .
H7A H 0.389917 0.750000 0.331220 0.019 Uiso 1 2 calc R U P . .
H7B H 0.306973 0.750000 0.469511 0.019 Uiso 1 2 calc R U P . .
C1 C 0.6116(2) 0.750000 0.6384(4) 0.0125(6) Uani 1 2 d S T P . .
C2 C 0.5825(2) 0.750000 0.8212(4) 0.0127(6) Uani 1 2 d S T P . .
C3 C 0.4779(2) 0.750000 0.8656(4) 0.0132(6) Uani 1 2 d S T P . .
C4 C 0.4402(2) 0.750000 0.5663(4) 0.0130(6) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N2 1.369(3) . ?
O1 N3 1.415(3) . ?
O2 N6 1.214(2) . ?
N1 C1 1.351(4) . ?
N1 C4 1.345(4) . ?
N2 C2 1.318(4) . ?
N3 C3 1.299(4) . ?
N4 H4 0.8800 . ?
N4 C3 1.361(4) . ?
N4 C4 1.375(4) . ?
N5 N6 1.434(3) . ?
N5 C1 1.310(4) . ?
N7 H7A 0.8800 . ?
N7 H7B 0.8800 . ?
N7 C4 1.316(4) . ?
C1 C2 1.447(4) . ?
C2 C3 1.427(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
N2 O1 N3 111.7(2) . . ?
C4 N1 C1 120.2(3) . . ?
C2 N2 O1 105.6(2) . . ?
C3 N3 O1 103.6(2) . . ?
C3 N4 H4 121.3 . . ?
C3 N4 C4 117.5(2) . . ?
C4 N4 H4 121.3 . . ?
C1 N5 N6 111.3(2) . . ?
O2 N6 O2 125.2(3) 7_575 . ?
O2 N6 N5 117.26(13) . . ?
O2 N6 N5 117.26(13) 7_575 . ?
H7A N7 H7B 120.0 . . ?
C4 N7 H7A 120.0 . . ?
C4 N7 H7B 120.0 . . ?
N1 C1 C2 118.0(3) . . ?
N5 C1 N1 124.1(3) . . ?
N5 C1 C2 117.9(3) . . ?
N2 C2 C1 132.5(3) . . ?
N2 C2 C3 108.3(3) . . ?
C3 C2 C1 119.2(3) . . ?
N3 C3 N4 129.1(3) . . ?
N3 C3 C2 110.9(3) . . ?
N4 C3 C2 120.0(3) . . ?
N1 C4 N4 125.1(3) . . ?
N7 C4 N1 117.5(3) . . ?
N7 C4 N4 117.4(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
_geom_hbond_publ_flag
N4 H4 N5 0.88 2.06 2.910(3) 162.1 4_466 yes

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 N2 C2 C1 180.000(1) . . . . ?
O1 N2 C2 C3 0.000(1) . . . . ?
O1 N3 C3 N4 180.000(1) . . . . ?
O1 N3 C3 C2 0.000(1) . . . . ?
N1 C1 C2 N2 180.000(1) . . . . ?
N1 C1 C2 C3 0.000(1) . . . . ?
N2 O1 N3 C3 0.000(1) . . . . ?
N2 C2 C3 N3 0.000(1) . . . . ?
N2 C2 C3 N4 180.000(1) . . . . ?
N3 O1 N2 C2 0.000(1) . . . . ?
N5 C1 C2 N2 0.000(1) . . . . ?
N5 C1 C2 C3 180.000(1) . . . . ?
N6 N5 C1 N1 0.000(1) . . . . ?
N6 N5 C1 C2 180.000(0) . . . . ?
C1 N1 C4 N4 0.000(1) . . . . ?
C1 N1 C4 N7 180.000(0) . . . . ?
C1 N5 N6 O2 93.1(2) . . . 7_575 ?
C1 N5 N6 O2 -93.1(2) . . . . ?
C1 C2 C3 N3 180.000(1) . . . . ?
C1 C2 C3 N4 0.000(1) . . . . ?
C3 N4 C4 N1 0.000(1) . . . . ?
C3 N4 C4 N7 180.000(0) . . . . ?
C4 N1 C1 N5 180.000(0) . . . . ?
C4 N1 C1 C2 0.000(1) . . . . ?
C4 N4 C3 N3 180.000(1) . . . . ?
C4 N4 C3 C2 0.000(1) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id A-33
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.714
_oxdiff_exptl_absorpt_empirical_full_min 0.804
####################################################################### 
# 
# 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_js722d
_database_code_depnum_ccdc_archive 'CCDC 2194111'
loop_
_audit_author_name
_audit_author_address
'Ajay Kumar Chinnam'
;University of Idaho
United States of America
;
_audit_update_record             
;
2022-08-01 deposited with the CCDC.	2022-11-10 downloaded from the CCDC.
;
_audit_creation_date             2022-07-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
staples@chemistry.msu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H2 Cs N7 O3'
_chemical_formula_sum            'C4 H2 Cs N7 O3'
_chemical_formula_weight         329.04
_chemical_melting_point          ?
_chemical_oxdiff_formula         C4H2CsN7O3
_chemical_oxdiff_usercomment     A33-Cs
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cs Cs -0.7457 7.9052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.72210(14)
_cell_length_b                   8.01862(17)
_cell_length_c                   8.13576(19)
_cell_angle_alpha                111.928(2)
_cell_angle_beta                 103.0549(18)
_cell_angle_gamma                106.0137(17)
_cell_volume                     417.516(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6703
_cell_measurement_temperature    100.00(18)
_cell_measurement_theta_max      79.7580
_cell_measurement_theta_min      6.3190
_shelx_estimated_absorpt_T_max   0.558
_shelx_estimated_absorpt_T_min   0.051
_exptl_absorpt_coefficient_mu    34.722
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.086
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.62a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.617
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             308
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 0 2 0.0400
5 0 -1 0.0381
1 -3 -3 0.0862
0 1 -1 0.0097
0 -1 1 0.0097
-1 5 -3 0.0324

_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.213
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.019
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4.8703 0.2125 1.6928 -0.0162 0.0351 -0.9993
4.7839 0.0537 -1.4100 -0.0211 0.0550 0.9983
1.4088 -2.7222 -3.0523 0.3800 -0.9173 0.1193
0.0001 0.9995 -0.9997 0.2077 0.0881 0.0462
-0.0001 -0.9995 0.9997 -0.2077 -0.0881 -0.0462
-1.1964 5.1565 -2.6171 0.6884 0.7252 0.0089

_exptl_special_details           
;
Data was collected using a Rigaku Synergy S Diffractometer diffractometer equipped 
with an Oxford 800 low-temperature apparatus.  A suitable 
crystal was chosen and mounted on a nylon loop using Paratone oil.  Data  were 
measured based on the Pre-Experiment plugin of CrysAlisPro software.  Cell 
parameters were retrieved using CrysAlisPro software and data reduction was 
performed using the intergration software inside the CrysAlisPro which 
corrects for Lp.  The structure was solved by the direct method using the 
SHELXT program and refined by least squares method on F2, SHELXL,
 incorporated in OLEX2. 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8527
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.935
_diffrn_reflns_theta_min         6.309
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(18)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      5.00  30.00   0.50    0.05    --   14.00  44.00 -48.82   50
  2  ω      5.00  31.00   0.50    0.05    --   18.00  43.00   6.98   52
  3  ω      2.00  30.00   0.50    0.05    --   14.00  42.00 130.51   56
  4  ω     42.00  68.00   0.50    0.05    --   47.62  30.00 170.71   52
  5  ω     35.00  60.00   0.50    0.05    --   47.62  31.00  86.49   50
  6  ω     52.00 101.00   0.50    0.05    --  113.25 -77.00 -60.00   98
  7  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00 -30.00   50
  8  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00  30.00   50
  9  ω     42.00  68.00   0.50    0.05    --  113.25 -61.00  60.00   52
 10  ω     43.00  68.00   0.50    0.05    --  113.25 -61.00 150.00   50
 11  ω     -7.00  19.00   0.50    0.05    --    2.00 -61.00 166.75   52
 12  ω     42.00  67.00   0.50    0.05    --  113.25 -61.00 -60.00   50
 13  ω     43.00  69.00   0.50    0.05    --  113.25 -61.00-120.00   52
 14  ω     79.00 104.00   0.50    0.05    --  113.25 -94.00 -60.00   50
 15  ω     51.00 110.00   0.50    0.05    --  113.25-129.00 -72.00  118
 16  ω     43.00  85.00   0.50    0.05    --   47.62-129.00 -72.00   84
 17  ω     74.00 100.00   0.50    0.05    --  113.25-125.00 -90.00   52
 18  ω     55.00  95.00   0.50    0.05    --  113.25-125.00  60.00   80
 19  ω     73.00  99.00   0.50    0.05    --  113.25-140.00 114.00   52
 20  ω     46.00 105.00   0.50    0.05    --  113.25-125.00 150.00  118
 21  ω     42.00 102.00   0.50    0.05    --  113.25 -94.00 150.00  120
 22  ω     50.00 102.00   0.50    0.05    --   47.62-140.00 114.00  104
 23  ω     69.00  98.00   0.50    0.05    --  113.25 -94.00 120.00   58
 24  ω     46.00  71.00   0.50    0.05    --  113.25-125.00 -30.00   50
 25  ω     77.00 108.00   0.50    0.05    --  113.25-125.00 -30.00   62
 26  ω     67.00 108.00   0.50    0.05    --  113.25-125.00-120.00   82
 27  ω     48.00  74.00   0.50    0.05    --  113.25 -94.00 -60.00   52
 28  ω     76.00 101.00   0.50    0.05    --  113.25 -94.00  30.00   50
 29  ω     42.00  90.00   0.50    0.05    --  113.25 -94.00  60.00   96
 30  ω    105.00 136.00   0.50    0.05    --  113.25  30.00 150.00   62
 31  ω    142.00 169.00   0.50    0.05    --  113.25  61.00 120.00   54
 32  ω    147.00 178.00   0.50    0.05    --  113.25  61.00  90.00   62
 33  ω    142.00 172.00   0.50    0.05    --  113.25  61.00  60.00   60
 34  ω    123.00 165.00   0.50    0.05    --  113.25  45.00  30.00   84
 35  ω    122.00 178.00   0.50    0.05    --  113.25  45.00 150.00  112
 36  ω    152.00 177.00   0.50    0.05    --  113.25  77.00 -30.00   50
 37  ω    103.00 166.00   0.50    0.05    --  113.25  30.00   0.00  126
 38  ω    101.00 136.00   0.50    0.05    --  113.25  30.00 -30.00   70
 39  ω    127.00 169.00   0.50    0.05    --  113.25  61.00-150.00   84
 40  ω    134.00 178.00   0.50    0.05    --  113.25  45.00-180.00   88
 41  ω    122.00 148.00   0.50    0.05    --  113.25  45.00-150.00   52
 42  ω    153.00 178.00   0.50    0.05    --  113.25  30.00 -30.00   50
 43  ω    101.00 155.00   0.50    0.05    --  113.25  30.00 -90.00  108
 44  ω    101.00 155.00   0.50    0.05    --  113.25  30.00 -60.00  108
 45  ω    105.00 142.00   0.50    0.05    --  113.25  30.00-150.00   74
 46  ω    116.00 144.00   0.50    0.05    --  113.25  30.00  30.00   56
 47  ω    101.00 142.00   0.50    0.05    --  113.25  30.00  90.00   82
 48  ω    104.00 129.00   0.50    0.05    --  113.25  30.00 120.00   50
 49  ω    153.00 178.00   0.50    0.05    --  113.25  30.00 150.00   50
 50  ω    104.00 129.00   0.50    0.05    --  113.25 140.00 173.00   50
 51  ω    134.00 160.00   0.50    0.05    --  113.25 129.00   0.00   52
 52  ω    112.00 138.00   0.50    0.05    --  113.25 125.00 -30.00   52
 53  ω    107.00 145.00   0.50    0.05    --  113.25 125.00 -90.00   76
 54  ω    -61.00 -35.00   0.50    0.05    --  -47.62 140.00 173.00   52
 55  ω    -66.00 -17.00   0.50    0.05    --  -47.62 129.00   0.00   98
 56  ω    -63.00 -38.00   0.50    0.05    --  -91.75 129.00   0.00   50
 57  ω    -57.00 -29.00   0.50    0.05    --  -42.00 -32.00 129.76   56
 58  ω    -64.00 -39.00   0.50    0.05    --  -47.62 -31.00  85.25   50
 59  ω    -36.00 -11.00   0.50    0.05    --  -22.00 -39.00 -14.07   50
 60  ω    -60.00 -35.00   0.50    0.05    --  -47.62 -19.00 -90.00   50
 61  ω   -116.00 -90.00   0.50    0.05    --  -47.62 -19.00 -90.00   52
 62  ω    -76.00 -45.00   0.50    0.05    --  -58.00 -30.00  28.29   62
 63  ω    -83.00 -46.00   0.50    0.05    --  -58.00 -30.00  -5.00   74
 64  ω   -123.00 -97.00   0.50    0.05    --  -58.00 -30.00  -5.00   52
 65  ω   -116.00 -90.00   0.50    0.05    --  -91.75 -30.00  90.00   52
 66  ω   -154.00-129.00   0.50    0.05    --  -82.00 -30.00 -34.93   50
 67  ω   -143.00 -88.00   0.50    0.05    --  -91.75 -30.00  67.02  110
 68  ω   -100.00 -70.00   0.50    0.05    --  -82.00 -30.00 -34.93   60
 69  ω   -105.00 -71.00   0.50    0.05    --  -82.00 -30.00 -64.52   68
 70  ω    -92.00 -45.00   0.50    0.05    --  -58.00 -30.00-166.65   94
 71  ω   -117.00 -88.00   0.50    0.05    --  -91.75 -30.00-150.00   58
 72  ω   -127.00 -93.00   0.50    0.05    --  -70.00 -28.00-129.94   68
 73  ω    -87.00 -58.00   0.50    0.05    --  -70.00 -28.00-129.94   58
 74  ω    -86.00 -54.00   0.50    0.05    --  -66.00 -29.00 -82.22   64
 75  ω    -97.00 -66.00   0.50    0.05    --  -78.00 -28.00  -3.94   62
 76  ω    -83.00 -56.00   0.50    0.05    --  -66.00 -29.00  77.55   54
 77  ω    -80.00 -48.00   0.50    0.05    --  -62.00 -28.00 115.56   64
 78  ω   -104.00 -78.00   0.50    0.05    --  -91.75 -28.00 104.83   52
 79  ω   -107.00 -82.00   0.50    0.05    --  -91.75 -27.00 135.06   50
 80  ω   -123.00 -98.00   0.50    0.05    --  -91.75 -30.00 171.65   50
 81  ω   -134.00-104.00   0.50    0.05    --  -62.00 -28.00 115.56   60
 82  ω   -165.00-136.00   0.50    0.05    --  -91.75 -28.00 104.83   58
 83  ω   -109.00 -67.00   0.50    0.05    --  -78.00 -24.00 159.18   84
 84  ω   -122.00 -96.00   0.50    0.05    --  -66.00 -27.00 -33.54   52
 85  ω    -82.00 -53.00   0.50    0.05    --  -66.00 -27.00 -33.54   58
 86  ω    -91.00 -66.00   0.50    0.05    --  -78.00 -27.00-113.11   50
 87  ω   -104.00 -79.00   0.50    0.05    --  -91.75 -26.00-108.19   50
 88  ω   -141.00-116.00   0.50    0.05    --  -91.75-129.00 -72.00   50
 89  ω   -106.00 -78.00   0.50    0.05    --  -47.62-140.00 114.00   56
 90  ω   -120.00 -94.00   0.50    0.05    --  -91.75-140.00 114.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0571177000
_diffrn_orient_matrix_UB_12      0.0300811000
_diffrn_orient_matrix_UB_13      -0.1776751000
_diffrn_orient_matrix_UB_21      0.0470146000
_diffrn_orient_matrix_UB_22      0.2169068000
_diffrn_orient_matrix_UB_23      0.1287634000
_diffrn_orient_matrix_UB_31      0.2106906000
_diffrn_orient_matrix_UB_32      0.0551571000
_diffrn_orient_matrix_UB_33      0.0089549000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1760
_reflns_number_total             1778
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.62a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.62a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.62a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.757
_refine_diff_density_min         -1.999
_refine_diff_density_rms         0.172
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     144
_refine_ls_number_reflns         1778
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0256
_refine_ls_restrained_S_all      1.112
_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)+(0.0414P)²+0.6788P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0677
_refine_ls_wR_factor_ref         0.0678
_refine_special_details          
;
The structure was refined by Least Squares SHELXL incorporated 
in Olex2 software program. All non-hydrogen atoms were refined anisotropically. 
Hydrogen atom positions were calculated geometrically and refined using the 
riding model, except for the hydrogen atom on the non-carbon atom(s) which were found 
by difference Fourier methods and refined isotropically when data permits.
;
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
Cs1 Cs -0.23599(3) 0.24510(3) 0.06655(3) 0.01454(10) Uani 1 1 d . . . . .
O1 O 0.1152(4) 0.2439(4) 0.3468(4) 0.0157(5) Uani 1 1 d . . . . .
O2 O 0.8643(4) 0.6550(4) 1.0734(4) 0.0164(5) Uani 1 1 d . . . . .
O3 O 0.7113(4) 0.8444(4) 1.1532(4) 0.0190(6) Uani 1 1 d . . . . .
N1 N 0.2087(5) 0.1344(5) 0.2546(5) 0.0149(6) Uani 1 1 d . . . . .
N2 N 0.2301(5) 0.3743(5) 0.5355(5) 0.0151(6) Uani 1 1 d . . . . .
N3 N 0.5214(5) 0.1335(5) 0.3690(5) 0.0143(6) Uani 1 1 d . . . . .
N4 N 0.7029(5) 0.3694(5) 0.7111(4) 0.0121(6) Uani 1 1 d . . . . .
N5 N 0.8200(5) 0.1644(5) 0.5378(5) 0.0146(6) Uani 1 1 d . . . . .
H5A H 0.813(8) 0.078(8) 0.456(8) 0.019(13) Uiso 1 1 d . . . . .
H5B H 0.932(8) 0.224(8) 0.642(8) 0.020(12) Uiso 1 1 d . . . . .
N6 N 0.5636(5) 0.5873(4) 0.8751(4) 0.0127(6) Uani 1 1 d . . . . .
N7 N 0.7208(5) 0.6965(5) 1.0373(4) 0.0122(6) Uani 1 1 d . . . . .
C1 C 0.3781(5) 0.1970(5) 0.3890(5) 0.0122(7) Uani 1 1 d . . . . .
C2 C 0.6727(5) 0.2207(5) 0.5342(5) 0.0117(7) Uani 1 1 d . . . . .
C3 C 0.5675(5) 0.4369(5) 0.7272(5) 0.0107(7) Uani 1 1 d . . . . .
C4 C 0.3890(5) 0.3449(5) 0.5615(5) 0.0123(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
Cs1 O1 3.129(3) . ?
Cs1 O2 3.138(3) 1_454 ?
Cs1 O2 3.327(3) 2_666 ?
Cs1 O3 3.436(3) 2_566 ?
Cs1 O3 3.477(3) 1_444 ?
Cs1 N1 3.286(3) 2 ?
Cs1 N2 3.504(3) 2_566 ?
Cs1 N3 3.629(3) 1_455 ?
Cs1 N3 3.373(3) 2 ?
Cs1 N4 3.373(3) 1_454 ?
Cs1 N6 3.221(3) 2_566 ?
Cs1 C1 3.703(4) 2 ?
O1 N1 1.399(4) . ?
O1 N2 1.382(4) . ?
O2 N7 1.246(4) . ?
O3 N7 1.243(4) . ?
N1 C1 1.319(5) . ?
N2 C4 1.298(5) . ?
N3 C1 1.357(5) . ?
N3 C2 1.341(5) . ?
N4 C2 1.400(5) . ?
N4 C3 1.313(5) . ?
N5 H5A 0.74(6) . ?
N5 H5B 0.91(6) . ?
N5 C2 1.333(5) . ?
N6 N7 1.345(5) . ?
N6 C3 1.362(5) . ?
C1 C4 1.425(5) . ?
C3 C4 1.456(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 Cs1 O2 110.85(7) . 1_454 ?
O1 Cs1 O2 72.55(7) . 2_666 ?
O1 Cs1 O3 59.91(7) . 1_444 ?
O1 Cs1 O3 157.12(7) . 2_566 ?
O1 Cs1 N1 84.45(8) . 2 ?
O1 Cs1 N2 86.87(7) . 2_566 ?
O1 Cs1 N3 82.74(7) . 1_455 ?
O1 Cs1 N3 123.89(8) . 2 ?
O1 Cs1 N4 135.09(7) . 1_454 ?
O1 Cs1 N6 133.47(7) . 2_566 ?
O1 Cs1 C1 104.51(8) . 2 ?
O2 Cs1 O2 70.05(8) 1_454 2_666 ?
O2 Cs1 O3 110.50(7) 2_666 1_444 ?
O2 Cs1 O3 86.01(7) 1_454 2_566 ?
O2 Cs1 O3 168.73(7) 1_454 1_444 ?
O2 Cs1 O3 129.37(7) 2_666 2_566 ?
O2 Cs1 N1 124.25(8) 1_454 2 ?
O2 Cs1 N2 117.02(7) 2_666 2_566 ?
O2 Cs1 N2 63.24(7) 1_454 2_566 ?
O2 Cs1 N3 155.29(7) 2_666 1_455 ?
O2 Cs1 N3 120.47(7) 1_454 1_455 ?
O2 Cs1 N3 113.23(7) 1_454 2 ?
O2 Cs1 N3 91.70(7) 2_666 2 ?
O2 Cs1 N4 62.99(7) 2_666 1_454 ?
O2 Cs1 N4 48.55(7) 1_454 1_454 ?
O2 Cs1 N6 67.72(7) 1_454 2_566 ?
O2 Cs1 C1 119.22(7) 1_454 2 ?
O2 Cs1 C1 75.90(7) 2_666 2 ?
O3 Cs1 O3 101.25(6) 2_566 1_444 ?
O3 Cs1 N2 108.12(7) 1_444 2_566 ?
O3 Cs1 N2 87.32(7) 2_566 2_566 ?
O3 Cs1 N3 54.50(7) 1_444 1_455 ?
O3 Cs1 N3 75.20(7) 2_566 1_455 ?
O3 Cs1 C1 78.60(7) 2_566 2 ?
O3 Cs1 C1 71.08(7) 1_444 2 ?
N1 Cs1 O2 64.30(7) 2 2_666 ?
N1 Cs1 O3 99.03(7) 2 2_566 ?
N1 Cs1 O3 63.55(7) 2 1_444 ?
N1 Cs1 N2 170.28(8) 2 2_566 ?
N1 Cs1 N3 41.99(8) 2 2 ?
N1 Cs1 N3 114.37(8) 2 1_455 ?
N1 Cs1 N4 82.15(8) 2 1_454 ?
N1 Cs1 C1 20.67(8) 2 2 ?
N2 Cs1 N3 59.98(7) 2_566 1_455 ?
N2 Cs1 C1 165.31(8) 2_566 2 ?
N3 Cs1 O3 78.04(7) 2 1_444 ?
N3 Cs1 O3 57.13(7) 2 2_566 ?
N3 Cs1 N2 144.21(8) 2 2_566 ?
N3 Cs1 N3 102.54(7) 2 1_455 ?
N3 Cs1 N4 65.62(8) 2 1_454 ?
N3 Cs1 C1 111.54(8) 1_455 2 ?
N3 Cs1 C1 21.47(8) 2 2 ?
N4 Cs1 O3 142.31(7) 1_454 1_444 ?
N4 Cs1 O3 67.66(7) 1_454 2_566 ?
N4 Cs1 N2 107.19(8) 1_454 2_566 ?
N4 Cs1 N3 141.45(7) 1_454 1_455 ?
N4 Cs1 C1 71.41(8) 1_454 2 ?
N6 Cs1 O2 136.41(7) 2_566 2_666 ?
N6 Cs1 O3 37.94(7) 2_566 2_566 ?
N6 Cs1 O3 113.04(7) 2_566 1_444 ?
N6 Cs1 N1 136.93(8) 2_566 2 ?
N6 Cs1 N2 49.58(8) 2_566 2_566 ?
N6 Cs1 N3 95.07(8) 2_566 2 ?
N6 Cs1 N3 63.01(7) 2_566 1_455 ?
N6 Cs1 N4 80.98(8) 2_566 1_454 ?
N6 Cs1 C1 116.53(8) 2_566 2 ?
N1 O1 Cs1 113.52(19) . . ?
N2 O1 Cs1 130.9(2) . . ?
N2 O1 N1 112.1(3) . . ?
Cs1 O2 Cs1 109.95(8) 1_656 2_666 ?
N7 O2 Cs1 126.4(2) . 2_666 ?
N7 O2 Cs1 113.7(2) . 1_656 ?
Cs1 O3 Cs1 78.75(6) 2_566 1_666 ?
N7 O3 Cs1 119.5(2) . 1_666 ?
N7 O3 Cs1 99.7(2) . 2_566 ?
O1 N1 Cs1 155.8(2) . 2 ?
C1 N1 Cs1 97.8(2) . 2 ?
C1 N1 O1 103.9(3) . . ?
O1 N2 Cs1 141.0(2) . 2_566 ?
C4 N2 Cs1 114.2(2) . 2_566 ?
C4 N2 O1 104.7(3) . . ?
Cs1 N3 Cs1 77.46(7) 2 1_655 ?
C1 N3 Cs1 93.1(2) . 2 ?
C1 N3 Cs1 117.5(2) . 1_655 ?
C2 N3 Cs1 152.3(2) . 2 ?
C2 N3 Cs1 100.3(2) . 1_655 ?
C2 N3 C1 111.7(3) . . ?
C2 N4 Cs1 114.2(2) . 1_656 ?
C3 N4 Cs1 101.4(2) . 1_656 ?
C3 N4 C2 118.7(3) . . ?
H5A N5 H5B 115(5) . . ?
C2 N5 H5A 121(4) . . ?
C2 N5 H5B 123(3) . . ?
N7 N6 Cs1 107.5(2) . 2_566 ?
N7 N6 C3 119.5(3) . . ?
C3 N6 Cs1 133.1(2) . 2_566 ?
Cs1 N7 Cs1 122.34(9) 1_656 2_566 ?
O2 N7 Cs1 171.1(2) . 2_566 ?
O2 N7 Cs1 48.88(18) . 1_656 ?
O2 N7 N6 124.2(3) . . ?
O3 N7 Cs1 61.75(19) . 2_566 ?
O3 N7 Cs1 132.0(2) . 1_656 ?
O3 N7 O2 121.6(3) . . ?
O3 N7 N6 114.2(3) . . ?
N6 N7 Cs1 53.02(18) . 2_566 ?
N6 N7 Cs1 92.5(2) . 1_656 ?
N1 C1 Cs1 61.5(2) . 2 ?
N1 C1 N3 126.2(3) . . ?
N1 C1 C4 109.2(3) . . ?
N3 C1 Cs1 65.4(2) . 2 ?
N3 C1 C4 124.6(3) . . ?
C4 C1 Cs1 166.8(3) . 2 ?
N3 C2 N4 129.2(4) . . ?
N5 C2 N3 118.2(3) . . ?
N5 C2 N4 112.6(3) . . ?
N4 C3 Cs1 59.07(19) . 1_656 ?
N4 C3 N6 131.2(3) . . ?
N4 C3 C4 117.7(3) . . ?
N6 C3 Cs1 90.5(2) . 1_656 ?
N6 C3 C4 111.1(3) . . ?
C4 C3 Cs1 130.6(2) . 1_656 ?
N2 C4 C1 110.2(3) . . ?
N2 C4 C3 132.0(4) . . ?
C1 C4 C3 117.8(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
_geom_hbond_publ_flag
N5 H5A O3 0.74(6) 2.25(6) 2.951(4) 159(6) 1_544 yes
N5 H5B O2 0.91(6) 2.15(6) 3.032(4) 163(5) 2_767 yes

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 O1 N1 Cs1 -44.6(6) . . . 2 ?
Cs1 O1 N1 C1 162.3(2) . . . . ?
Cs1 O1 N2 Cs1 17.2(5) . . . 2_566 ?
Cs1 O1 N2 C4 -158.2(2) . . . . ?
Cs1 O2 N7 Cs1 141.9(3) 2_666 . . 1_656 ?
Cs1 O2 N7 O3 -97.7(3) 2_666 . . . ?
Cs1 O2 N7 O3 120.4(3) 1_656 . . . ?
Cs1 O2 N7 N6 83.5(4) 2_666 . . . ?
Cs1 O2 N7 N6 -58.4(4) 1_656 . . . ?
Cs1 O3 N7 Cs1 -109.5(2) 2_566 . . 1_656 ?
Cs1 O3 N7 Cs1 -82.47(17) 1_666 . . 2_566 ?
Cs1 O3 N7 Cs1 168.05(13) 1_666 . . 1_656 ?
Cs1 O3 N7 O2 -170.5(3) 2_566 . . . ?
Cs1 O3 N7 O2 107.0(3) 1_666 . . . ?
Cs1 O3 N7 N6 -74.0(3) 1_666 . . . ?
Cs1 O3 N7 N6 8.4(3) 2_566 . . . ?
Cs1 N1 C1 N3 10.5(4) 2 . . . ?
Cs1 N1 C1 C4 -169.8(2) 2 . . . ?
Cs1 N2 C4 C1 -176.1(2) 2_566 . . . ?
Cs1 N2 C4 C3 2.2(5) 2_566 . . . ?
Cs1 N3 C1 Cs1 77.46(15) 1_655 . . 2 ?
Cs1 N3 C1 N1 -10.2(4) 2 . . . ?
Cs1 N3 C1 N1 67.3(4) 1_655 . . . ?
Cs1 N3 C1 C4 170.2(3) 2 . . . ?
Cs1 N3 C1 C4 -112.4(3) 1_655 . . . ?
Cs1 N3 C2 N4 -156.3(4) 2 . . . ?
Cs1 N3 C2 N4 121.1(4) 1_655 . . . ?
Cs1 N3 C2 N5 24.3(7) 2 . . . ?
Cs1 N3 C2 N5 -58.2(3) 1_655 . . . ?
Cs1 N4 C2 N3 120.8(4) 1_656 . . . ?
Cs1 N4 C2 N5 -59.8(3) 1_656 . . . ?
Cs1 N4 C3 N6 59.2(4) 1_656 . . . ?
Cs1 N4 C3 C4 -122.8(3) 1_656 . . . ?
Cs1 N6 N7 Cs1 129.61(10) 2_566 . . 1_656 ?
Cs1 N6 N7 O2 169.6(3) 2_566 . . . ?
Cs1 N6 N7 O3 -9.3(3) 2_566 . . . ?
Cs1 N6 C3 Cs1 -130.2(2) 2_566 . . 1_656 ?
Cs1 N6 C3 N4 -177.7(3) 2_566 . . . ?
Cs1 N6 C3 C4 4.2(4) 2_566 . . . ?
Cs1 C1 C4 N2 -43.2(12) 2 . . . ?
Cs1 C1 C4 C3 138.2(9) 2 . . . ?
Cs1 C3 C4 N2 105.9(4) 1_656 . . . ?
Cs1 C3 C4 C1 -75.9(4) 1_656 . . . ?
O1 N1 C1 Cs1 169.2(3) . . . 2 ?
O1 N1 C1 N3 179.7(3) . . . . ?
O1 N1 C1 C4 -0.6(4) . . . . ?
O1 N2 C4 C1 0.7(4) . . . . ?
O1 N2 C4 C3 178.9(4) . . . . ?
N1 O1 N2 Cs1 174.3(2) . . . 2_566 ?
N1 O1 N2 C4 -1.1(4) . . . . ?
N1 C1 C4 N2 0.0(4) . . . . ?
N1 C1 C4 C3 -178.6(3) . . . . ?
N2 O1 N1 Cs1 154.1(4) . . . 2 ?
N2 O1 N1 C1 1.0(4) . . . . ?
N3 C1 C4 N2 179.7(3) . . . . ?
N3 C1 C4 C3 1.1(5) . . . . ?
N4 C3 C4 N2 177.6(4) . . . . ?
N4 C3 C4 C1 -4.2(5) . . . . ?
N6 C3 C4 N2 -4.0(5) . . . . ?
N6 C3 C4 C1 174.2(3) . . . . ?
N7 N6 C3 Cs1 49.1(3) . . . 1_656 ?
N7 N6 C3 N4 1.6(6) . . . . ?
N7 N6 C3 C4 -176.4(3) . . . . ?
C1 N3 C2 N4 -4.2(5) . . . . ?
C1 N3 C2 N5 176.5(3) . . . . ?
C2 N3 C1 Cs1 -167.4(3) . . . 2 ?
C2 N3 C1 N1 -177.6(3) . . . . ?
C2 N3 C1 C4 2.8(5) . . . . ?
C2 N4 C3 Cs1 125.9(3) . . . 1_656 ?
C2 N4 C3 N6 -174.8(3) . . . . ?
C2 N4 C3 C4 3.2(5) . . . . ?
C3 N4 C2 N3 1.3(6) . . . . ?
C3 N4 C2 N5 -179.4(3) . . . . ?
C3 N6 N7 Cs1 -179.5(4) . . . 2_566 ?
C3 N6 N7 Cs1 -49.9(3) . . . 1_656 ?
C3 N6 N7 O2 -9.9(5) . . . . ?
C3 N6 N7 O3 171.2(3) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id A33-Cs
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.464
_oxdiff_exptl_absorpt_empirical_full_min 0.789
####################################################################### 
# 
# 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_js11221d
_database_code_depnum_ccdc_archive 'CCDC 2194110'
loop_
_audit_author_name
_audit_author_address
'Ajay Kumar Chinnam'
;University of Idaho
United States of America
;
_audit_update_record             
;
2022-08-01 deposited with the CCDC.	2022-11-10 downloaded from the CCDC.
;
_audit_creation_date             2021-11-16
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
staples@chemistry.msu.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C4 H6 N5 O3, N O3'
_chemical_formula_sum            'C4 H6 N6 O6'
_chemical_formula_weight         234.15
_chemical_melting_point          ?
_chemical_oxdiff_formula         C4H5N6O5.5
_chemical_oxdiff_usercomment     A33C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           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                   12.7205(2)
_cell_length_b                   8.76982(17)
_cell_length_c                   15.3669(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1714.27(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4718
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      78.6220
_cell_measurement_theta_min      5.7050
_shelx_estimated_absorpt_T_max   0.949
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_coefficient_mu    1.505
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.120a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.814
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             960
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0704
1 0 0 0.0514
0 -1 0 0.0473
0 1 0 0.0138
0 0 1 0.0138
0 0 -1 0.0216

_exptl_crystal_recrystallization_method 'used as received'
_exptl_crystal_size_max          0.122
_exptl_crystal_size_mid          0.061
_exptl_crystal_size_min          0.035
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0000 -0.0001 0.0007 -0.0767 -0.0923 0.0165
1.0000 0.0001 -0.0007 0.0767 0.0923 -0.0165
0.0005 -0.9996 0.0002 0.1270 -0.1131 -0.0438
-0.0005 0.9996 -0.0002 -0.1270 0.1131 0.0438
0.0004 0.0004 0.9998 0.0278 -0.0059 0.0961
-0.0004 -0.0004 -0.9998 -0.0278 0.0059 -0.0961

_exptl_special_details           
;
Data was collected using a Rigaku Synergy S Diffractometer diffractometer equipped 
with an Oxford 800 low-temperature apparatus.  A suitable 
crystal was chosen and mounted on a nylon loop using Paratone oil.  Data  were 
measured based on the Pre-Experiment plugin of CrysAlisPro software.  Cell 
parameters were retrieved using CrysAlisPro software and data reduction was 
performed using the intergration software inside the CrysAlisPro which 
corrects for Lp.  The structure was solved by the direct method using the 
SHELXT program and refined by least squares method on F2, SHELXL,
 incorporated in OLEX2. 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            7126
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.760
_diffrn_reflns_theta_min         5.758
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    127.00 167.00   0.50    0.96    --  113.25  61.00 -30.00   80
  2  ω    139.00 178.00   0.50    0.96    --  113.25  61.00  90.00   78
  3  ω    108.00 159.00   0.50    0.96    --  113.25 106.00   7.00  102
  4  ω    132.00 158.00   0.50    0.96    --  113.25  22.00-109.00   52
  5  ω     46.00  71.00   0.50    0.96    --  113.25 -94.00  30.00   50
  6  ω     68.00  96.00   0.50    0.96    --  113.25 -94.00   0.00   56
  7  ω     49.00 107.00   0.50    0.96    --  113.25-118.00   7.00  116
  8  ω     42.00  67.00   0.50    0.96    --  113.25 -61.00 150.00   50
  9  ω     42.00  67.00   0.50    0.96    --  113.25 -61.00  60.00   50
 10  ω     42.00  67.00   0.50    0.96    --  113.25 -61.00  30.00   50
 11  ω     45.00  70.00   0.50    0.96    --  113.25 -61.00   0.00   50
 12  ω     43.00  68.00   0.50    0.96    --  113.25 -61.00 -90.00   50
 13  ω     43.00  70.00   0.50    0.96    --  113.25 -61.00-120.00   54
 14  ω     44.00  69.00   0.50    0.96    --  113.25 -61.00-180.00   50
 15  ω    -18.00  25.00   0.50    0.24    --  -48.10  19.00  30.00   86
 16  ω    -27.00   7.00   0.50    0.24    --  -48.10  19.00 -60.00   68
 17  ω    -23.00  21.00   0.50    0.24    --  -48.10  22.00-109.00   88
 18  ω    -83.00 -45.00   0.50    0.24    --  -48.10 125.00   0.00   76
 19  ω    -47.00 -21.00   0.50    0.96    --  -91.75 118.00  93.00   52
 20  ω   -157.00-131.00   0.50    0.96    --  -91.75 -77.00  30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0767030000
_diffrn_orient_matrix_UB_12      -0.1269934000
_diffrn_orient_matrix_UB_13      0.0278677000
_diffrn_orient_matrix_UB_21      0.0922946000
_diffrn_orient_matrix_UB_22      0.1131520000
_diffrn_orient_matrix_UB_23      -0.0059420000
_diffrn_orient_matrix_UB_31      -0.0164633000
_diffrn_orient_matrix_UB_32      0.0438382000
_diffrn_orient_matrix_UB_33      0.0961090000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_current           1
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1641
_reflns_number_total             1815
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.120a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.00064(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     170
_refine_ls_number_reflns         1815
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0307
_refine_ls_restrained_S_all      1.033
_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)+(0.0362P)²+0.9211P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0805
_refine_special_details          
;
The structure was refined by Least Squares SHELXL incorporated 
in Olex2 software program. All non-hydrogen atoms were refined anisotropically. 
Hydrogen atom positions were calculated geometrically and refined using the 
riding model, except for the hydrogen atom on the non-carbon atom(s) which were found 
by difference Fourier methods and refined isotropically when data permits.
;
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_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
O1 O 0.83266(7) 0.73511(11) 0.24709(6) 0.0159(2) Uani 1 1 d . . . . .
O2 O 0.56946(7) 0.54824(11) 0.34997(6) 0.0166(2) Uani 1 1 d . . . . .
H2 H 0.519(2) 0.494(3) 0.3808(15) 0.048(6) Uiso 1 1 d . . . . .
O3 O 0.68167(7) 0.39321(11) 0.42199(6) 0.0155(2) Uani 1 1 d . . . . .
N1 N 0.73466(8) 0.68780(12) 0.27155(7) 0.0149(2) Uani 1 1 d . . . . .
N2 N 0.91032(9) 0.65068(13) 0.28860(7) 0.0153(2) Uani 1 1 d . . . . .
N3 N 0.90662(9) 0.44385(13) 0.38938(7) 0.0138(2) Uani 1 1 d . . . . .
H3 H 0.8684(17) 0.386(2) 0.4168(13) 0.030(5) Uiso 1 1 d . . . . .
N4 N 1.07954(9) 0.51469(14) 0.35857(7) 0.0157(2) Uani 1 1 d . . . . .
H4A H 1.1493(17) 0.501(2) 0.3657(12) 0.025(4) Uiso 1 1 d . . . . .
H4B H 1.0576(16) 0.580(2) 0.3232(13) 0.028(5) Uiso 1 1 d . . . . .
N5 N 1.04614(9) 0.31747(13) 0.45233(7) 0.0158(2) Uani 1 1 d . . . . .
H5A H 1.0020(17) 0.260(2) 0.4806(12) 0.031(5) Uiso 1 1 d . . . . .
H5B H 1.1148(17) 0.305(2) 0.4579(12) 0.027(5) Uiso 1 1 d . . . . .
C1 C 0.74911(10) 0.57721(14) 0.32687(8) 0.0130(3) Uani 1 1 d . . . . .
C2 C 0.85988(10) 0.55298(14) 0.33720(8) 0.0130(3) Uani 1 1 d . . . . .
C3 C 0.66232(10) 0.49583(14) 0.37151(8) 0.0125(3) Uani 1 1 d . . . . .
C4 C 1.01290(10) 0.42504(15) 0.39933(8) 0.0131(3) Uani 1 1 d . . . . .
O4 O 0.43876(7) 0.38245(12) 0.43630(7) 0.0219(2) Uani 1 1 d . . . . .
O5 O 0.30201(7) 0.47371(12) 0.37075(6) 0.0203(2) Uani 1 1 d . . . . .
O6 O 0.28372(7) 0.30501(11) 0.47359(6) 0.0195(2) Uani 1 1 d . . . . .
N6 N 0.33947(8) 0.38748(13) 0.42630(7) 0.0143(2) 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
O1 N1 1.3666(13) . ?
O1 N2 1.3896(14) . ?
O2 H2 0.93(2) . ?
O2 C3 1.3100(15) . ?
O3 C3 1.2134(16) . ?
N1 C1 1.3027(17) . ?
N2 C2 1.3052(17) . ?
N3 H3 0.82(2) . ?
N3 C2 1.3829(17) . ?
N3 C4 1.3705(16) . ?
N4 H4A 0.90(2) . ?
N4 H4B 0.84(2) . ?
N4 C4 1.3150(17) . ?
N5 H5A 0.87(2) . ?
N5 H5B 0.88(2) . ?
N5 C4 1.3161(17) . ?
C1 C2 1.4338(17) . ?
C1 C3 1.4828(17) . ?
O4 N6 1.2731(14) . ?
O5 N6 1.2360(15) . ?
O6 N6 1.2466(15) . ?

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
N1 O1 N2 111.13(9) . . ?
C3 O2 H2 108.5(15) . . ?
C1 N1 O1 106.07(10) . . ?
C2 N2 O1 105.25(10) . . ?
C2 N3 H3 118.0(15) . . ?
C4 N3 H3 117.1(15) . . ?
C4 N3 C2 124.90(11) . . ?
H4A N4 H4B 120.0(18) . . ?
C4 N4 H4A 119.7(12) . . ?
C4 N4 H4B 120.2(14) . . ?
H5A N5 H5B 120.9(19) . . ?
C4 N5 H5A 121.2(14) . . ?
C4 N5 H5B 117.9(13) . . ?
N1 C1 C2 108.74(11) . . ?
N1 C1 C3 123.72(11) . . ?
C2 C1 C3 127.53(11) . . ?
N2 C2 N3 125.08(12) . . ?
N2 C2 C1 108.82(11) . . ?
N3 C2 C1 126.10(11) . . ?
O2 C3 C1 112.68(11) . . ?
O3 C3 O2 127.21(12) . . ?
O3 C3 C1 120.11(11) . . ?
N4 C4 N3 120.72(12) . . ?
N4 C4 N5 121.08(12) . . ?
N5 C4 N3 118.18(12) . . ?
O5 N6 O4 119.15(11) . . ?
O5 N6 O6 122.57(11) . . ?
O6 N6 O4 118.29(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O2 H2 O4 0.93(2) 1.65(3) 2.5764(13) 174(2) . yes
N4 H4A O5 0.90(2) 1.96(2) 2.8587(15) 175.2(18) 1_655 yes
N4 H4B N2 0.84(2) 2.04(2) 2.6855(16) 133.0(18) . yes
N5 H5A O4 0.87(2) 1.96(2) 2.8051(15) 163.6(19) 4_556 yes

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 N1 C1 C2 -0.47(13) . . . . ?
O1 N1 C1 C3 178.29(11) . . . . ?
O1 N2 C2 N3 179.01(11) . . . . ?
O1 N2 C2 C1 -0.60(13) . . . . ?
N1 O1 N2 C2 0.33(13) . . . . ?
N1 C1 C2 N2 0.71(14) . . . . ?
N1 C1 C2 N3 -178.90(11) . . . . ?
N1 C1 C3 O2 -0.66(17) . . . . ?
N1 C1 C3 O3 179.62(12) . . . . ?
N2 O1 N1 C1 0.11(13) . . . . ?
C2 N3 C4 N4 0.65(19) . . . . ?
C2 N3 C4 N5 179.02(11) . . . . ?
C2 C1 C3 O2 177.87(11) . . . . ?
C2 C1 C3 O3 -1.9(2) . . . . ?
C3 C1 C2 N2 -177.99(12) . . . . ?
C3 C1 C2 N3 2.4(2) . . . . ?
C4 N3 C2 N2 1.8(2) . . . . ?
C4 N3 C2 C1 -178.69(12) . . . . ?

_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a nylon loop with paratone oil'
_olex2_submission_original_sample_id A33C
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.099
_oxdiff_exptl_absorpt_empirical_full_min 0.905
