# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_pag22_s2551_fr259
_database_code_depnum_ccdc_archive 'CCDC 2279691'
loop_
_audit_author_name
_audit_author_address
'Mohamed Fares Metwaly'
;School of Pharmacy, the University of Sydney
Australia
;
_audit_update_record             
;
2023-07-06 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-06-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        'Furazan bisurea with DMSO'
_chemical_formula_moiety         'C2 H6 O S, C16 H14 N6 O3'
_chemical_formula_sum            'C18 H20 N6 O4 S'
_chemical_formula_weight         416.46
_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'
S S 0.1246 0.1234 '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                   10.0029(9)
_cell_length_b                   13.1480(11)
_cell_length_c                   16.1305(15)
_cell_angle_alpha                104.952(2)
_cell_angle_beta                 106.869(2)
_cell_angle_gamma                96.165(2)
_cell_volume                     1922.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9767
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.55
_cell_measurement_theta_min      2.44
_shelx_estimated_absorpt_T_max   0.953
_shelx_estimated_absorpt_T_min   0.923
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.235
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            43991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.840
_diffrn_reflns_theta_min         1.385
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8979
_reflns_number_total             9951
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         9951
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0326
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0438P)²+0.8898P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0863
_refine_ls_wR_factor_ref         0.0893
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N00B(H00B), N00C(H00C), N00E(H00E), N00F(H00F), N00G(H00G), N00H(H00H),
 N00I(H00I), N00J(H00J), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010),
 C012(H012), C014(H014), C015(H015), C016(H016), C017(H017), C018(H018),
 C019(H019), C01A(H01A), C01B(H01B), C01C(H01C), C01D(H01D), C01E(H01E),
 C01F(H01F), C01G(H01G), C01I(H01I), C01J(H01J)
2.b Idealised Me refined as rotating group:
 C01H(H01H,H01K,H01L), C01K(H01M,H01N,H01O), C01L(H01P,H01Q,H01R), C01M(H01S,
 H01T,H01U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.99762(3) 0.57126(2) 0.10266(2) 0.01532(6) Uani 1 1 d . . . . .
S002 S 0.84045(3) 0.46927(2) 0.39992(2) 0.01942(7) Uani 1 1 d . . . . .
O003 O 0.45337(9) 0.10044(6) 0.36492(6) 0.01938(17) Uani 1 1 d . . . . .
O004 O 0.26626(9) 0.43510(7) 0.39719(6) 0.02090(17) Uani 1 1 d . . . . .
O005 O 0.41133(9) 0.48901(7) 0.13707(6) 0.02103(17) Uani 1 1 d . . . . .
O006 O 0.07238(9) 0.23877(7) -0.03704(6) 0.02165(17) Uani 1 1 d . . . . .
O007 O 0.10533(10) 0.28162(7) 0.54603(6) 0.02334(18) Uani 1 1 d . . . . .
O008 O 0.60460(9) 0.17461(7) 0.13549(6) 0.02370(18) Uani 1 1 d . . . . .
O009 O 0.68770(9) 0.46497(7) 0.34465(7) 0.0272(2) Uani 1 1 d . . . . .
O00A O 0.84396(9) 0.53912(7) 0.09479(7) 0.0287(2) Uani 1 1 d . . . . .
N00B N 0.18716(10) 0.09843(8) -0.02715(7) 0.01737(19) Uani 1 1 d . . . . .
H00B H 0.271040 0.084476 -0.002276 0.021 Uiso 1 1 calc R U . . .
N00C N 0.25076(10) 0.26336(7) 0.46161(7) 0.01721(19) Uani 1 1 d . . . . .
H00C H 0.235543 0.325362 0.453560 0.021 Uiso 1 1 calc R U . . .
N00D N 0.49476(10) 0.19208(8) 0.34423(7) 0.01774(19) Uani 1 1 d . . . . .
N00E N 0.21215(10) 0.13557(8) 0.53246(7) 0.01683(18) Uani 1 1 d . . . . .
H00E H 0.267654 0.103910 0.505040 0.020 Uiso 1 1 calc R U . . .
N00F N 0.44467(10) 0.53598(7) 0.37255(7) 0.01736(19) Uani 1 1 d . . . . .
H00F H 0.524354 0.532188 0.360100 0.021 Uiso 1 1 calc R U . . .
N00G N 0.58555(10) 0.60240(8) 0.12010(7) 0.01881(19) Uani 1 1 d . . . . .
H00G H 0.672339 0.608471 0.117044 0.023 Uiso 1 1 calc R U . . .
N00H N 0.60779(10) 0.43009(8) 0.11404(7) 0.01727(18) Uani 1 1 d . . . . .
H00H H 0.687572 0.447156 0.103614 0.021 Uiso 1 1 calc R U . . .
N00I N 0.30485(10) 0.27579(8) 0.04726(7) 0.01829(19) Uani 1 1 d . . . . .
H00I H 0.299480 0.344103 0.058491 0.022 Uiso 1 1 calc R U . . .
N00J N 0.45760(10) 0.36570(8) 0.37218(7) 0.01795(19) Uani 1 1 d . . . . .
H00J H 0.537174 0.382294 0.361372 0.022 Uiso 1 1 calc R U . . .
N00K N 0.35473(11) 0.11632(8) 0.40998(7) 0.01832(19) Uani 1 1 d . . . . .
N00L N 0.67240(11) 0.27767(8) 0.14814(7) 0.0217(2) Uani 1 1 d . . . . .
N00M N 0.45809(11) 0.16335(8) 0.09881(7) 0.0219(2) Uani 1 1 d . . . . .
C00N C 0.39996(11) 0.63508(8) 0.38006(7) 0.0148(2) Uani 1 1 d . . . . .
C00O C 0.16443(12) 0.08374(8) 0.58811(7) 0.0153(2) Uani 1 1 d . . . . .
C00P C 0.52010(12) 0.69287(9) 0.11952(7) 0.0164(2) Uani 1 1 d . . . . .
C00Q C 0.57224(12) 0.32788(9) 0.11848(7) 0.0168(2) Uani 1 1 d . . . . .
C00R C 0.07809(12) 0.00861(9) -0.08175(7) 0.0154(2) Uani 1 1 d . . . . .
C00S C 0.33777(11) 0.21525(9) 0.41872(7) 0.0152(2) Uani 1 1 d . . . . .
C00T C 0.43637(12) 0.25533(9) 0.08690(8) 0.0172(2) Uani 1 1 d . . . . .
C00U C 0.52587(12) 0.50718(9) 0.12496(7) 0.0162(2) Uani 1 1 d . . . . .
C00V C 0.37974(11) 0.44563(8) 0.38218(7) 0.0148(2) Uani 1 1 d . . . . .
C00W C 0.18288(12) 0.22780(9) 0.51627(7) 0.0161(2) Uani 1 1 d . . . . .
C00X C 0.30917(12) 0.66825(9) 0.42846(7) 0.0164(2) Uani 1 1 d . . . . .
H00X H 0.269101 0.621630 0.455032 0.020 Uiso 1 1 calc R U . . .
C00Y C -0.06262(12) 0.01427(9) -0.12400(8) 0.0179(2) Uani 1 1 d . . . . .
H00Y H -0.090757 0.081816 -0.117994 0.022 Uiso 1 1 calc R U . . .
C00Z C 0.60910(13) 0.79335(9) 0.14859(8) 0.0205(2) Uani 1 1 d . . . . .
H00Z H 0.709500 0.800058 0.171901 0.025 Uiso 1 1 calc R U . . .
C010 C 0.05358(12) 0.10779(9) 0.62087(8) 0.0188(2) Uani 1 1 d . . . . .
H010 H 0.007134 0.164224 0.608527 0.023 Uiso 1 1 calc R U . . .
C011 C 0.42675(11) 0.26301(9) 0.37693(7) 0.0148(2) Uani 1 1 d . . . . .
C012 C 0.37257(12) 0.68350(9) 0.08637(8) 0.0183(2) Uani 1 1 d . . . . .
H012 H 0.311395 0.615238 0.066525 0.022 Uiso 1 1 calc R U . . .
C013 C 0.17849(12) 0.20342(9) -0.00836(7) 0.0161(2) Uani 1 1 d . . . . .
C014 C 0.27792(13) 0.77024(9) 0.43744(8) 0.0202(2) Uani 1 1 d . . . . .
H014 H 0.216040 0.793111 0.470293 0.024 Uiso 1 1 calc R U . . .
C015 C 0.42536(13) 0.80540(9) 0.35030(8) 0.0211(2) Uani 1 1 d . . . . .
H015 H 0.464810 0.852084 0.323529 0.025 Uiso 1 1 calc R U . . .
C016 C 0.07891(14) -0.03432(9) 0.69123(8) 0.0219(2) Uani 1 1 d . . . . .
H016 H 0.048419 -0.075215 0.725448 0.026 Uiso 1 1 calc R U . . .
C017 C -0.16132(13) -0.08036(10) -0.17508(8) 0.0210(2) Uani 1 1 d . . . . .
H017 H -0.257423 -0.076850 -0.203740 0.025 Uiso 1 1 calc R U . . .
C018 C 0.19132(14) -0.05608(9) 0.65978(8) 0.0211(2) Uani 1 1 d . . . . .
H018 H 0.239359 -0.111230 0.673597 0.025 Uiso 1 1 calc R U . . .
C019 C 0.45738(12) 0.70366(9) 0.34053(8) 0.0179(2) Uani 1 1 d . . . . .
H019 H 0.518330 0.680769 0.306954 0.021 Uiso 1 1 calc R U . . .
C01A C 0.01854(13) -0.18462(9) -0.14329(8) 0.0213(2) Uani 1 1 d . . . . .
H01A H 0.046725 -0.252201 -0.150033 0.026 Uiso 1 1 calc R U . . .
C01B C 0.11791(12) -0.09118(9) -0.09187(8) 0.0187(2) Uani 1 1 d . . . . .
H01B H 0.213879 -0.095070 -0.063297 0.022 Uiso 1 1 calc R U . . .
C01C C 0.23374(13) 0.00229(9) 0.60835(8) 0.0179(2) Uani 1 1 d . . . . .
H01C H 0.310403 -0.013272 0.586793 0.022 Uiso 1 1 calc R U . . .
C01D C 0.33603(13) 0.83913(9) 0.39896(8) 0.0223(2) Uani 1 1 d . . . . .
H01D H 0.314724 0.908907 0.405942 0.027 Uiso 1 1 calc R U . . .
C01E C -0.12204(13) -0.17983(10) -0.18498(8) 0.0216(2) Uani 1 1 d . . . . .
H01E H -0.190595 -0.243815 -0.219874 0.026 Uiso 1 1 calc R U . . .
C01F C 0.01175(13) 0.04788(10) 0.67202(8) 0.0217(2) Uani 1 1 d . . . . .
H01F H -0.064277 0.063648 0.694178 0.026 Uiso 1 1 calc R U . . .
C01G C 0.55072(14) 0.88365(10) 0.14343(8) 0.0240(2) Uani 1 1 d . . . . .
H01G H 0.611597 0.951876 0.162268 0.029 Uiso 1 1 calc R U . . .
C01H C 1.08876(13) 0.47505(10) 0.14323(9) 0.0231(2) Uani 1 1 d . . . . .
H01H H 1.069097 0.469184 0.198077 0.035 Uiso 1 1 calc R U . . .
H01K H 1.191509 0.498132 0.157644 0.035 Uiso 1 1 calc R U . . .
H01L H 1.055696 0.405045 0.096230 0.035 Uiso 1 1 calc R U . . .
C01I C 0.31586(13) 0.77488(10) 0.08263(8) 0.0217(2) Uani 1 1 d . . . . .
H01I H 0.215455 0.768752 0.060410 0.026 Uiso 1 1 calc R U . . .
C01J C 0.40412(14) 0.87489(10) 0.11095(8) 0.0240(2) Uani 1 1 d . . . . .
H01J H 0.364498 0.936922 0.108123 0.029 Uiso 1 1 calc R U . . .
C01K C 1.07274(13) 0.68347(10) 0.20220(8) 0.0230(2) Uani 1 1 d . . . . .
H01M H 1.029570 0.744788 0.192657 0.034 Uiso 1 1 calc R U . . .
H01N H 1.175788 0.702019 0.215163 0.034 Uiso 1 1 calc R U . . .
H01O H 1.054267 0.665469 0.253669 0.034 Uiso 1 1 calc R U . . .
C01L C 0.94215(13) 0.50641(10) 0.33500(9) 0.0231(2) Uani 1 1 d . . . . .
H01P H 0.898915 0.462002 0.271371 0.035 Uiso 1 1 calc R U . . .
H01Q H 1.039660 0.495550 0.358879 0.035 Uiso 1 1 calc R U . . .
H01R H 0.944072 0.582210 0.338890 0.035 Uiso 1 1 calc R U . . .
C01M C 0.85849(15) 0.33221(10) 0.37932(9) 0.0263(3) Uani 1 1 d . . . . .
H01S H 0.792450 0.294274 0.400984 0.039 Uiso 1 1 calc R U . . .
H01T H 0.956447 0.328698 0.411724 0.039 Uiso 1 1 calc R U . . .
H01U H 0.836474 0.298408 0.313946 0.039 Uiso 1 1 calc R U . . .


_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
S001 O00A 1.5089(9) . ?
S001 C01H 1.7854(12) . ?
S001 C01K 1.7773(12) . ?
S002 O009 1.5156(10) . ?
S002 C01L 1.7735(12) . ?
S002 C01M 1.7850(13) . ?
O003 N00D 1.3838(12) . ?
O003 N00K 1.3884(13) . ?
O004 C00V 1.2285(14) . ?
O005 C00U 1.2260(14) . ?
O006 C013 1.2201(14) . ?
O007 C00W 1.2213(14) . ?
O008 N00L 1.3847(13) . ?
O008 N00M 1.3873(13) . ?
N00B H00B 0.8800 . ?
N00B C00R 1.4105(14) . ?
N00B C013 1.3526(14) . ?
N00C H00C 0.8800 . ?
N00C C00S 1.3704(14) . ?
N00C C00W 1.3961(14) . ?
N00D C011 1.3044(14) . ?
N00E H00E 0.8800 . ?
N00E C00O 1.4115(14) . ?
N00E C00W 1.3490(14) . ?
N00F H00F 0.8800 . ?
N00F C00N 1.4098(13) . ?
N00F C00V 1.3583(14) . ?
N00G H00G 0.8800 . ?
N00G C00P 1.4188(14) . ?
N00G C00U 1.3592(15) . ?
N00H H00H 0.8800 . ?
N00H C00Q 1.3780(15) . ?
N00H C00U 1.3784(14) . ?
N00I H00I 0.8800 . ?
N00I C00T 1.3743(14) . ?
N00I C013 1.3967(14) . ?
N00J H00J 0.8800 . ?
N00J C00V 1.3779(14) . ?
N00J C011 1.3790(14) . ?
N00K C00S 1.3066(14) . ?
N00L C00Q 1.3021(15) . ?
N00M C00T 1.3034(15) . ?
C00N C00X 1.3948(15) . ?
C00N C019 1.3955(15) . ?
C00O C010 1.3920(16) . ?
C00O C01C 1.3938(15) . ?
C00P C00Z 1.3940(16) . ?
C00P C012 1.3957(15) . ?
C00Q C00T 1.4442(15) . ?
C00R C00Y 1.3938(15) . ?
C00R C01B 1.3951(15) . ?
C00S C011 1.4449(15) . ?
C00X H00X 0.9500 . ?
C00X C014 1.3904(15) . ?
C00Y H00Y 0.9500 . ?
C00Y C017 1.3917(16) . ?
C00Z H00Z 0.9500 . ?
C00Z C01G 1.3889(17) . ?
C010 H010 0.9500 . ?
C010 C01F 1.3934(16) . ?
C012 H012 0.9500 . ?
C012 C01I 1.3903(16) . ?
C014 H014 0.9500 . ?
C014 C01D 1.3891(18) . ?
C015 H015 0.9500 . ?
C015 C019 1.3890(16) . ?
C015 C01D 1.3871(18) . ?
C016 H016 0.9500 . ?
C016 C018 1.3887(18) . ?
C016 C01F 1.3868(17) . ?
C017 H017 0.9500 . ?
C017 C01E 1.3891(17) . ?
C018 H018 0.9500 . ?
C018 C01C 1.3857(16) . ?
C019 H019 0.9500 . ?
C01A H01A 0.9500 . ?
C01A C01B 1.3852(16) . ?
C01A C01E 1.3878(17) . ?
C01B H01B 0.9500 . ?
C01C H01C 0.9500 . ?
C01D H01D 0.9500 . ?
C01E H01E 0.9500 . ?
C01F H01F 0.9500 . ?
C01G H01G 0.9500 . ?
C01G C01J 1.3874(18) . ?
C01H H01H 0.9800 . ?
C01H H01K 0.9800 . ?
C01H H01L 0.9800 . ?
C01I H01I 0.9500 . ?
C01I C01J 1.3870(18) . ?
C01J H01J 0.9500 . ?
C01K H01M 0.9800 . ?
C01K H01N 0.9800 . ?
C01K H01O 0.9800 . ?
C01L H01P 0.9800 . ?
C01L H01Q 0.9800 . ?
C01L H01R 0.9800 . ?
C01M H01S 0.9800 . ?
C01M H01T 0.9800 . ?
C01M H01U 0.9800 . ?

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
O00A S001 C01H 106.43(6) . . ?
O00A S001 C01K 105.95(6) . . ?
C01K S001 C01H 98.43(6) . . ?
O009 S002 C01L 104.35(6) . . ?
O009 S002 C01M 104.82(6) . . ?
C01L S002 C01M 98.23(6) . . ?
N00D O003 N00K 110.47(8) . . ?
N00L O008 N00M 110.51(8) . . ?
C00R N00B H00B 116.1 . . ?
C013 N00B H00B 116.1 . . ?
C013 N00B C00R 127.90(10) . . ?
C00S N00C H00C 115.5 . . ?
C00S N00C C00W 129.08(9) . . ?
C00W N00C H00C 115.5 . . ?
C011 N00D O003 106.07(9) . . ?
C00O N00E H00E 116.1 . . ?
C00W N00E H00E 116.1 . . ?
C00W N00E C00O 127.80(10) . . ?
C00N N00F H00F 116.0 . . ?
C00V N00F H00F 116.0 . . ?
C00V N00F C00N 127.91(9) . . ?
C00P N00G H00G 117.2 . . ?
C00U N00G H00G 117.2 . . ?
C00U N00G C00P 125.68(10) . . ?
C00Q N00H H00H 118.0 . . ?
C00Q N00H C00U 123.92(10) . . ?
C00U N00H H00H 118.0 . . ?
C00T N00I H00I 115.4 . . ?
C00T N00I C013 129.11(10) . . ?
C013 N00I H00I 115.4 . . ?
C00V N00J H00J 115.9 . . ?
C00V N00J C011 128.29(10) . . ?
C011 N00J H00J 115.9 . . ?
C00S N00K O003 106.25(9) . . ?
C00Q N00L O008 106.14(9) . . ?
C00T N00M O008 106.00(9) . . ?
C00X C00N N00F 123.11(10) . . ?
C00X C00N C019 120.00(10) . . ?
C019 C00N N00F 116.79(10) . . ?
C010 C00O N00E 124.21(10) . . ?
C010 C00O C01C 119.93(10) . . ?
C01C C00O N00E 115.85(10) . . ?
C00Z C00P N00G 117.53(10) . . ?
C00Z C00P C012 119.90(10) . . ?
C012 C00P N00G 122.46(10) . . ?
N00H C00Q C00T 131.27(10) . . ?
N00L C00Q N00H 119.78(10) . . ?
N00L C00Q C00T 108.66(10) . . ?
C00Y C00R N00B 124.44(10) . . ?
C00Y C00R C01B 119.72(10) . . ?
C01B C00R N00B 115.84(10) . . ?
N00C C00S C011 127.18(10) . . ?
N00K C00S N00C 124.56(10) . . ?
N00K C00S C011 108.26(10) . . ?
N00I C00T C00Q 126.95(10) . . ?
N00M C00T N00I 124.34(10) . . ?
N00M C00T C00Q 108.67(10) . . ?
O005 C00U N00G 125.05(10) . . ?
O005 C00U N00H 122.16(10) . . ?
N00G C00U N00H 112.79(10) . . ?
O004 C00V N00F 125.18(10) . . ?
O004 C00V N00J 123.82(10) . . ?
N00F C00V N00J 111.00(9) . . ?
O007 C00W N00C 118.81(10) . . ?
O007 C00W N00E 125.75(11) . . ?
N00E C00W N00C 115.43(10) . . ?
C00N C00X H00X 120.3 . . ?
C014 C00X C00N 119.32(10) . . ?
C014 C00X H00X 120.3 . . ?
C00R C00Y H00Y 120.4 . . ?
C017 C00Y C00R 119.11(11) . . ?
C017 C00Y H00Y 120.4 . . ?
C00P C00Z H00Z 120.1 . . ?
C01G C00Z C00P 119.88(11) . . ?
C01G C00Z H00Z 120.1 . . ?
C00O C010 H010 120.5 . . ?
C00O C010 C01F 119.02(11) . . ?
C01F C010 H010 120.5 . . ?
N00D C011 N00J 118.16(10) . . ?
N00D C011 C00S 108.93(9) . . ?
N00J C011 C00S 132.72(10) . . ?
C00P C012 H012 120.3 . . ?
C01I C012 C00P 119.46(11) . . ?
C01I C012 H012 120.3 . . ?
O006 C013 N00B 125.79(10) . . ?
O006 C013 N00I 118.64(10) . . ?
N00B C013 N00I 115.55(10) . . ?
C00X C014 H014 119.6 . . ?
C01D C014 C00X 120.83(11) . . ?
C01D C014 H014 119.6 . . ?
C019 C015 H015 119.9 . . ?
C01D C015 H015 119.9 . . ?
C01D C015 C019 120.28(11) . . ?
C018 C016 H016 120.4 . . ?
C01F C016 H016 120.4 . . ?
C01F C016 C018 119.14(11) . . ?
C00Y C017 H017 119.4 . . ?
C01E C017 C00Y 121.27(11) . . ?
C01E C017 H017 119.4 . . ?
C016 C018 H018 119.8 . . ?
C01C C018 C016 120.31(11) . . ?
C01C C018 H018 119.8 . . ?
C00N C019 H019 120.0 . . ?
C015 C019 C00N 119.96(11) . . ?
C015 C019 H019 120.0 . . ?
C01B C01A H01A 119.9 . . ?
C01B C01A C01E 120.21(11) . . ?
C01E C01A H01A 119.9 . . ?
C00R C01B H01B 119.8 . . ?
C01A C01B C00R 120.48(11) . . ?
C01A C01B H01B 119.8 . . ?
C00O C01C H01C 119.9 . . ?
C018 C01C C00O 120.28(11) . . ?
C018 C01C H01C 119.9 . . ?
C014 C01D H01D 120.2 . . ?
C015 C01D C014 119.60(11) . . ?
C015 C01D H01D 120.2 . . ?
C017 C01E H01E 120.4 . . ?
C01A C01E C017 119.20(11) . . ?
C01A C01E H01E 120.4 . . ?
C010 C01F H01F 119.3 . . ?
C016 C01F C010 121.31(11) . . ?
C016 C01F H01F 119.3 . . ?
C00Z C01G H01G 119.8 . . ?
C01J C01G C00Z 120.46(11) . . ?
C01J C01G H01G 119.8 . . ?
S001 C01H H01H 109.5 . . ?
S001 C01H H01K 109.5 . . ?
S001 C01H H01L 109.5 . . ?
H01H C01H H01K 109.5 . . ?
H01H C01H H01L 109.5 . . ?
H01K C01H H01L 109.5 . . ?
C012 C01I H01I 119.6 . . ?
C01J C01I C012 120.79(11) . . ?
C01J C01I H01I 119.6 . . ?
C01G C01J H01J 120.3 . . ?
C01I C01J C01G 119.49(11) . . ?
C01I C01J H01J 120.3 . . ?
S001 C01K H01M 109.5 . . ?
S001 C01K H01N 109.5 . . ?
S001 C01K H01O 109.5 . . ?
H01M C01K H01N 109.5 . . ?
H01M C01K H01O 109.5 . . ?
H01N C01K H01O 109.5 . . ?
S002 C01L H01P 109.5 . . ?
S002 C01L H01Q 109.5 . . ?
S002 C01L H01R 109.5 . . ?
H01P C01L H01Q 109.5 . . ?
H01P C01L H01R 109.5 . . ?
H01Q C01L H01R 109.5 . . ?
S002 C01M H01S 109.5 . . ?
S002 C01M H01T 109.5 . . ?
S002 C01M H01U 109.5 . . ?
H01S C01M H01T 109.5 . . ?
H01S C01M H01U 109.5 . . ?
H01T C01M H01U 109.5 . . ?

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
O003 N00D C011 N00J 174.79(9) . . . . ?
O003 N00D C011 C00S -0.77(12) . . . . ?
O003 N00K C00S N00C -178.52(10) . . . . ?
O003 N00K C00S C011 0.78(12) . . . . ?
O008 N00L C00Q N00H -173.81(10) . . . . ?
O008 N00L C00Q C00T 0.67(12) . . . . ?
O008 N00M C00T N00I 176.47(10) . . . . ?
O008 N00M C00T C00Q -1.18(13) . . . . ?
N00B C00R C00Y C017 -178.95(11) . . . . ?
N00B C00R C01B C01A 179.27(10) . . . . ?
N00C C00S C011 N00D 179.27(10) . . . . ?
N00C C00S C011 N00J 4.6(2) . . . . ?
N00D O003 N00K C00S -1.29(12) . . . . ?
N00E C00O C010 C01F 177.20(11) . . . . ?
N00E C00O C01C C018 -177.68(10) . . . . ?
N00F C00N C00X C014 175.78(10) . . . . ?
N00F C00N C019 C015 -175.85(10) . . . . ?
N00G C00P C00Z C01G 175.52(11) . . . . ?
N00G C00P C012 C01I -176.06(10) . . . . ?
N00H C00Q C00T N00I -3.6(2) . . . . ?
N00H C00Q C00T N00M 173.96(12) . . . . ?
N00K O003 N00D C011 1.29(12) . . . . ?
N00K C00S C011 N00D 0.00(13) . . . . ?
N00K C00S C011 N00J -174.68(11) . . . . ?
N00L O008 N00M C00T 1.64(13) . . . . ?
N00L C00Q C00T N00I -177.23(11) . . . . ?
N00L C00Q C00T N00M 0.34(14) . . . . ?
N00M O008 N00L C00Q -1.43(13) . . . . ?
C00N N00F C00V O004 2.00(19) . . . . ?
C00N N00F C00V N00J -178.47(10) . . . . ?
C00N C00X C014 C01D -0.07(17) . . . . ?
C00O N00E C00W O007 -2.04(19) . . . . ?
C00O N00E C00W N00C 176.90(10) . . . . ?
C00O C010 C01F C016 0.43(18) . . . . ?
C00P N00G C00U O005 -6.35(18) . . . . ?
C00P N00G C00U N00H 173.19(10) . . . . ?
C00P C00Z C01G C01J 1.11(18) . . . . ?
C00P C012 C01I C01J 0.35(18) . . . . ?
C00Q N00H C00U O005 -2.15(17) . . . . ?
C00Q N00H C00U N00G 178.29(10) . . . . ?
C00R N00B C013 O006 -0.78(19) . . . . ?
C00R N00B C013 N00I -179.21(10) . . . . ?
C00R C00Y C017 C01E -0.30(17) . . . . ?
C00S N00C C00W O007 -177.66(11) . . . . ?
C00S N00C C00W N00E 3.31(17) . . . . ?
C00T N00I C013 O006 -179.76(11) . . . . ?
C00T N00I C013 N00B -1.21(17) . . . . ?
C00U N00G C00P C00Z 156.11(11) . . . . ?
C00U N00G C00P C012 -27.68(17) . . . . ?
C00U N00H C00Q N00L -149.01(11) . . . . ?
C00U N00H C00Q C00T 37.95(18) . . . . ?
C00V N00F C00N C00X 22.88(17) . . . . ?
C00V N00F C00N C019 -160.66(11) . . . . ?
C00V N00J C011 N00D 163.67(11) . . . . ?
C00V N00J C011 C00S -22.0(2) . . . . ?
C00W N00C C00S N00K 11.64(19) . . . . ?
C00W N00C C00S C011 -167.52(11) . . . . ?
C00W N00E C00O C010 14.42(18) . . . . ?
C00W N00E C00O C01C -166.94(11) . . . . ?
C00X C00N C019 C015 0.73(16) . . . . ?
C00X C014 C01D C015 0.58(17) . . . . ?
C00Y C00R C01B C01A -0.25(17) . . . . ?
C00Y C017 C01E C01A -0.23(18) . . . . ?
C00Z C00P C012 C01I 0.07(17) . . . . ?
C00Z C01G C01J C01I -0.69(19) . . . . ?
C010 C00O C01C C018 1.03(17) . . . . ?
C011 N00J C00V O004 -0.24(19) . . . . ?
C011 N00J C00V N00F -179.78(11) . . . . ?
C012 C00P C00Z C01G -0.80(17) . . . . ?
C012 C01I C01J C01G -0.04(19) . . . . ?
C013 N00B C00R C00Y -2.44(18) . . . . ?
C013 N00B C00R C01B 178.06(11) . . . . ?
C013 N00I C00T N00M -18.84(19) . . . . ?
C013 N00I C00T C00Q 158.37(11) . . . . ?
C016 C018 C01C C00O 0.33(18) . . . . ?
C018 C016 C01F C010 0.91(18) . . . . ?
C019 C00N C00X C014 -0.58(16) . . . . ?
C019 C015 C01D C014 -0.42(17) . . . . ?
C01B C00R C00Y C017 0.53(16) . . . . ?
C01B C01A C01E C017 0.52(18) . . . . ?
C01C C00O C010 C01F -1.39(17) . . . . ?
C01D C015 C019 C00N -0.23(17) . . . . ?
C01E C01A C01B C00R -0.28(18) . . . . ?
C01F C016 C018 C01C -1.28(18) . . . . ?

_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_pag22_s2547_fr255
_database_code_depnum_ccdc_archive 'CCDC 2279693'
loop_
_audit_author_name
_audit_author_address
'Mohamed Fares Metwaly'
;School of Pharmacy, the University of Sydney
Australia
;
_audit_update_record             
;
2023-07-06 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-07-06
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2019/2
loop_
_audit_author_email
?
?
_chemical_name_common            'Furazan bisurea CH3CN'
_chemical_name_systematic        pag22_s2547
_chemical_formula_moiety         'C16 H14 N6 O3'
_chemical_formula_sum            'C16 H14 N6 O3'
_chemical_formula_weight         338.33
_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   16.93(3)
_cell_length_b                   11.502(16)
_cell_length_c                   8.484(13)
_cell_angle_alpha                90
_cell_angle_beta                 118.36(4)
_cell_angle_gamma                90
_cell_volume                     1453(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    600
_cell_measurement_temperature    99.93
_cell_measurement_theta_max      22.25
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_preparation       'From saturated solution of acetonitrile'
_exptl_crystal_recrystallization_method 'crystallised from acetonirile'
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1546
_diffrn_reflns_av_unetI/netI     0.1819
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4744
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.024
_diffrn_reflns_theta_max         25.024
_diffrn_reflns_theta_min         2.237
_diffrn_ambient_temperature      99.93
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                659
_reflns_number_total             1275
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     116
_refine_ls_number_reflns         1275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1965
_refine_ls_R_factor_gt           0.1148
_refine_ls_restrained_S_all      1.143
_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)+(0.1097P)²+5.6854P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2935
_refine_ls_wR_factor_ref         0.3371
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N002(H002), N004(H004), C007(H007), C008(H008), C009(H009), C00A(H00A),
 C00C(H00C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.5775(4) 0.4544(4) 0.2047(7) 0.044(4) Uani 1 1 d . . . . .
N002 N 0.5412(4) 0.3557(5) -0.0476(8) 0.037(4) Uani 1 1 d . . . . .
H002 H 0.534308 0.423056 -0.101727 0.044 Uiso 1 1 calc R U . . .
O003 O 0.500000 0.0833(6) -0.250000 0.046(4) Uani 1 2 d S T P . .
N004 N 0.5957(4) 0.2579(5) 0.2235(8) 0.036(4) Uani 1 1 d . . . . .
H004 H 0.588859 0.195460 0.158293 0.043 Uiso 1 1 calc R U . . .
N005 N 0.5328(5) 0.1516(5) -0.0993(8) 0.041(4) Uani 1 1 d . . . . .
C006 C 0.5718(6) 0.3597(7) 0.1350(11) 0.037(4) Uani 1 1 d . . . . .
C007 C 0.7012(6) 0.1813(7) 0.7664(11) 0.044(4) Uani 1 1 d . . . . .
H007 H 0.726107 0.162090 0.889758 0.053 Uiso 1 1 calc R U . . .
C008 C 0.6834(6) 0.2976(7) 0.7095(10) 0.040(4) Uani 1 1 d . . . . .
H008 H 0.694971 0.357574 0.794824 0.048 Uiso 1 1 calc R U . . .
C009 C 0.6818(5) 0.0965(7) 0.6405(10) 0.039(4) Uani 1 1 d . . . . .
H009 H 0.692968 0.017522 0.677439 0.047 Uiso 1 1 calc R U . . .
C00A C 0.6502(6) 0.3248(7) 0.5349(10) 0.039(4) Uani 1 1 d . . . . .
H00A H 0.640389 0.404159 0.499563 0.047 Uiso 1 1 calc R U . . .
C00B C 0.6301(5) 0.2405(6) 0.4070(10) 0.036(4) Uani 1 1 d . . . . .
C00C C 0.6470(6) 0.1224(6) 0.4642(10) 0.040(4) Uani 1 1 d . . . . .
H00C H 0.633980 0.061986 0.379001 0.048 Uiso 1 1 calc R U . . .
C00D C 0.5202(6) 0.2590(6) -0.1542(10) 0.037(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C006 1.222(9) . ?
N002 H002 0.8800 . ?
N002 C006 1.381(10) . ?
N002 C00D 1.370(9) . ?
O003 N005 1.373(7) . ?
O003 N005 1.373(7) 2_654 ?
N004 H004 0.8800 . ?
N004 C006 1.344(10) . ?
N004 C00B 1.394(10) . ?
N005 C00D 1.301(10) . ?
C007 H007 0.9500 . ?
C007 C008 1.405(11) . ?
C007 C009 1.367(11) . ?
C008 H008 0.9500 . ?
C008 C00A 1.348(11) . ?
C009 H009 0.9500 . ?
C009 C00C 1.355(11) . ?
C00A H00A 0.9500 . ?
C00A C00B 1.372(10) . ?
C00B C00C 1.426(10) . ?
C00C H00C 0.9500 . ?
C00D C00D 1.433(15) 2_654 ?

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
C006 N002 H002 116.2 . . ?
C00D N002 H002 116.2 . . ?
C00D N002 C006 127.5(6) . . ?
N005 O003 N005 110.2(7) . 2_654 ?
C006 N004 H004 116.4 . . ?
C006 N004 C00B 127.1(6) . . ?
C00B N004 H004 116.4 . . ?
C00D N005 O003 106.6(6) . . ?
O001 C006 N002 118.3(7) . . ?
O001 C006 N004 124.9(7) . . ?
N004 C006 N002 116.8(7) . . ?
C008 C007 H007 120.7 . . ?
C009 C007 H007 120.7 . . ?
C009 C007 C008 118.6(7) . . ?
C007 C008 H008 119.7 . . ?
C00A C008 C007 120.5(7) . . ?
C00A C008 H008 119.7 . . ?
C007 C009 H009 119.2 . . ?
C00C C009 C007 121.5(8) . . ?
C00C C009 H009 119.2 . . ?
C008 C00A H00A 119.3 . . ?
C008 C00A C00B 121.5(7) . . ?
C00B C00A H00A 119.3 . . ?
N004 C00B C00C 115.3(6) . . ?
C00A C00B N004 126.7(7) . . ?
C00A C00B C00C 118.1(7) . . ?
C009 C00C C00B 119.8(7) . . ?
C009 C00C H00C 120.1 . . ?
C00B C00C H00C 120.1 . . ?
N002 C00D C00D 125.7(4) . 2_654 ?
N005 C00D N002 126.0(7) . . ?
N005 C00D C00D 108.3(4) . 2_654 ?

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
N002 H002 O001 0.88 2.18 2.836(9) 130.7 5_665 yes
N004 H004 N005 0.88 1.99 2.713(9) 138.5 . yes
C00A H00A O001 0.95 2.28 2.882(10) 120.7 . 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
O003 N005 C00D N002 178.3(7) . . . . ?
O003 N005 C00D C00D -1.2(10) . . . 2_654 ?
N004 C00B C00C C009 179.0(7) . . . . ?
N005 O003 N005 C00D 0.5(4) 2_654 . . . ?
C006 N002 C00D N005 -6.3(13) . . . . ?
C006 N002 C00D C00D 173.1(9) . . . 2_654 ?
C006 N004 C00B C00A -3.1(13) . . . . ?
C006 N004 C00B C00C 178.1(8) . . . . ?
C007 C008 C00A C00B 2.0(13) . . . . ?
C007 C009 C00C C00B 0.1(13) . . . . ?
C008 C007 C009 C00C 0.6(13) . . . . ?
C008 C00A C00B N004 -179.9(8) . . . . ?
C008 C00A C00B C00C -1.1(12) . . . . ?
C009 C007 C008 C00A -1.7(13) . . . . ?
C00A C00B C00C C009 0.1(12) . . . . ?
C00B N004 C006 O001 0.5(13) . . . . ?
C00B N004 C006 N002 178.5(7) . . . . ?
C00D N002 C006 O001 -171.9(8) . . . . ?
C00D N002 C006 N004 9.9(12) . . . . ?

_olex2_exptl_crystal_mounting_method 'in paratone on a micromount'
_olex2_submission_original_sample_id S2547
_olex2_submission_special_instructions 'No special instructions were received'
