# Supplementary Information (SI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 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. 
# 
#######################################################################

data_Theo_hydrat115
_database_code_depnum_ccdc_archive 'CCDC 2264675'
loop_
_audit_author_name
_audit_author_address
'Guido Reiss'
;University Duesseldorf
Germany
;
_audit_update_record             
;
2023-05-22 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT111_Theo_hydrat115      
;
PROBLEM: ADDSYM Detects New (Pseudo) Centre of Symmetry .        100 %Fit
RESPONSE: Ordered Model in P21; Inversion symmetry not plausible
;
_vrf_PLAT112_Theo_hydrat115      
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem         n        100 %Fit
RESPONSE: Ordered Model in P21; Inversion symmetry not plausible
;
_vrf_PLAT113_Theo_hydrat115      
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/n Check
RESPONSE: Ordered Model in P21; Inversion symmetry not plausible
;
# Added during the CSD deposition process: Monday 22 May 2023 09:14 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H20 N8 O6'
_chemical_formula_weight         396.38

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   4.46150(10)
_cell_length_b                   15.3156(3)
_cell_length_c                   13.0669(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.558(2)
_cell_angle_gamma                90
_cell_volume                     885.11(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    115(2)
_cell_measurement_reflns_used    9283
_cell_measurement_theta_min      4.1010
_cell_measurement_theta_max      33.9050

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?

_exptl_crystal_size_max          0.491
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.119


_exptl_absorpt_correction_T_min  0.90751
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      115(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.2678
_diffrn_reflns_number            32288
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.415
_diffrn_reflns_theta_max         32.493
_diffrn_reflns_theta_full        32.493
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6403
_reflns_number_gt                5154
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.938
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'

_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0300P)²+0.3600P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2147 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.6(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6403
_refine_ls_number_parameters     275
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.0926
_refine_ls_wR_factor_gt          0.0859
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.9234(5) 0.18242(19) 1.04720(19) 0.0215(6) Uani 1 1 d . . . . .
O2 O 0.5868(5) 0.42981(17) 0.8716(2) 0.0188(5) Uani 1 1 d . . . . .
O3 O -0.4228(5) 0.69977(18) 0.4521(2) 0.0220(6) Uani 1 1 d . . . . .
O4 O -0.0909(5) 0.45355(18) 0.6317(2) 0.0210(6) Uani 1 1 d . . . . .
O1W O 0.0152(5) -0.0122(2) 0.71941(19) 0.0242(5) Uani 1 1 d D . . . .
H1W H 0.056(7) 0.0374(17) 0.749(3) 0.029 Uiso 1 1 d D U . . .
H2W H -0.148(6) -0.034(2) 0.743(2) 0.029 Uiso 1 1 d D U . . .
O2W O 0.5343(5) 0.8957(2) 0.7743(2) 0.0248(5) Uani 1 1 d D . . . .
H3W H 0.532(7) 0.8410(16) 0.759(3) 0.030 Uiso 1 1 d D U . . .
H4W H 0.363(5) 0.923(2) 0.752(2) 0.030 Uiso 1 1 d D U . . .
N1 N 0.1033(6) 0.16722(19) 0.7828(2) 0.0156(6) Uani 1 1 d . . . . .
N2 N 0.1207(6) 0.3105(2) 0.7452(2) 0.0148(6) Uani 1 1 d D . . . .
H2 H 0.046(6) 0.3629(13) 0.723(2) 0.018 Uiso 1 1 d D U . . .
N3 N 0.7502(5) 0.3055(2) 0.9595(2) 0.0146(5) Uani 1 1 d . . . . .
N4 N 0.5244(5) 0.1669(2) 0.9218(2) 0.0146(6) Uani 1 1 d . . . . .
N5 N 0.3781(6) 0.5735(2) 0.7565(2) 0.0152(6) Uani 1 1 d D . . . .
H5 H 0.404(7) 0.5236(14) 0.793(2) 0.018 Uiso 1 1 d D U . . .
N6 N 0.3967(6) 0.7156(2) 0.7188(2) 0.0163(6) Uani 1 1 d . . . . .
N7 N -0.0223(5) 0.7162(2) 0.5783(2) 0.0153(6) Uani 1 1 d . . . . .
N8 N -0.2511(5) 0.5777(2) 0.5429(2) 0.0141(5) Uani 1 1 d . . . . .
C1 C -0.0177(6) 0.2329(3) 0.7223(2) 0.0161(7) Uani 1 1 d . . . . .
H1 H -0.179266 0.225747 0.670270 0.019 Uiso 1 1 calc R U . . .
C2 C 0.3288(6) 0.2059(2) 0.8446(2) 0.0136(6) Uani 1 1 d . . . . .
C3 C 0.7419(7) 0.2151(3) 0.9796(3) 0.0169(7) Uani 1 1 d . . . . .
C4 C 0.5603(7) 0.3499(2) 0.8824(3) 0.0147(7) Uani 1 1 d . . . . .
C5 C 0.3487(6) 0.2944(2) 0.8250(3) 0.0136(6) Uani 1 1 d . . . . .
C6 C 0.5038(8) 0.0727(2) 0.9420(3) 0.0216(7) Uani 1 1 d . . . . .
H6A H 0.673572 0.054972 0.990438 0.032 Uiso 1 1 calc R U . . .
H6B H 0.504397 0.041026 0.878688 0.032 Uiso 1 1 calc R U . . .
H6C H 0.319905 0.060713 0.970211 0.032 Uiso 1 1 calc R U . . .
C7 C 0.9700(7) 0.3569(3) 1.0273(3) 0.0206(7) Uani 1 1 d . . . . .
H7A H 0.901122 0.363458 1.093480 0.031 Uiso 1 1 calc R U . . .
H7B H 0.991203 0.413447 0.997371 0.031 Uiso 1 1 calc R U . . .
H7C H 1.161839 0.327608 1.035613 0.031 Uiso 1 1 calc R U . . .
C8 C 0.5156(6) 0.6501(3) 0.7784(3) 0.0171(8) Uani 1 1 d . . . . .
H8 H 0.678115 0.657153 0.830080 0.020 Uiso 1 1 calc R U . . .
C9 C 0.1667(6) 0.6760(2) 0.6545(2) 0.0132(6) Uani 1 1 d . . . . .
C10 C -0.2434(6) 0.6670(2) 0.5202(2) 0.0134(6) Uani 1 1 d . . . . .
C11 C -0.0641(7) 0.5329(2) 0.6192(3) 0.0138(6) Uani 1 1 d . . . . .
C12 C 0.1491(6) 0.5893(2) 0.6767(2) 0.0135(6) Uani 1 1 d . . . . .
C13 C -0.0001(8) 0.8095(3) 0.5594(3) 0.0236(8) Uani 1 1 d . . . . .
H13A H -0.120091 0.840792 0.603033 0.035 Uiso 1 1 calc R U . . .
H13B H -0.072558 0.821702 0.488403 0.035 Uiso 1 1 calc R U . . .
H13C H 0.207164 0.827540 0.574333 0.035 Uiso 1 1 calc R U . . .
C14 C -0.4754(7) 0.5254(3) 0.4749(3) 0.0195(7) Uani 1 1 d . . . . .
H14A H -0.376763 0.496817 0.423107 0.029 Uiso 1 1 calc R U . . .
H14B H -0.631057 0.563222 0.442139 0.029 Uiso 1 1 calc R U . . .
H14C H -0.563608 0.482472 0.515271 0.029 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
O1 C3 1.224(4) . ?
O2 C4 1.239(4) . ?
O3 C10 1.223(4) . ?
O4 C11 1.234(4) . ?
O1W H1W 0.86(2) . ?
O1W H2W 0.89(2) . ?
O2W H3W 0.86(2) . ?
O2W H4W 0.89(2) . ?
N1 C2 1.342(4) . ?
N1 C1 1.348(5) . ?
N2 C1 1.354(5) . ?
N2 C5 1.380(4) . ?
N2 H2 0.901(13) . ?
N3 C4 1.404(5) . ?
N3 C3 1.410(5) . ?
N3 C7 1.462(5) . ?
N4 C3 1.365(5) . ?
N4 C2 1.380(4) . ?
N4 C6 1.472(5) . ?
N5 C8 1.337(5) . ?
N5 C12 1.382(4) . ?
N5 H5 0.904(13) . ?
N6 C8 1.335(5) . ?
N6 C9 1.378(4) . ?
N7 C9 1.364(4) . ?
N7 C10 1.386(4) . ?
N7 C13 1.455(6) . ?
N8 C11 1.393(5) . ?
N8 C10 1.401(5) . ?
N8 C14 1.483(4) . ?
C1 H1 0.9300 . ?
C2 C5 1.384(5) . ?
C4 C5 1.412(5) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8 0.9300 . ?
C9 C12 1.363(5) . ?
C11 C12 1.424(5) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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
H1W O1W H2W 108(3) . . ?
H3W O2W H4W 114(3) . . ?
C2 N1 C1 103.5(3) . . ?
C1 N2 C5 106.3(3) . . ?
C1 N2 H2 125(2) . . ?
C5 N2 H2 127(2) . . ?
C4 N3 C3 125.5(3) . . ?
C4 N3 C7 117.8(3) . . ?
C3 N3 C7 116.6(3) . . ?
C3 N4 C2 120.4(3) . . ?
C3 N4 C6 119.2(3) . . ?
C2 N4 C6 120.4(3) . . ?
C8 N5 C12 106.3(3) . . ?
C8 N5 H5 127(2) . . ?
C12 N5 H5 125(2) . . ?
C8 N6 C9 103.4(3) . . ?
C9 N7 C10 118.7(3) . . ?
C9 N7 C13 121.2(3) . . ?
C10 N7 C13 120.0(3) . . ?
C11 N8 C10 127.1(3) . . ?
C11 N8 C14 117.1(3) . . ?
C10 N8 C14 115.7(3) . . ?
N1 C1 N2 112.9(3) . . ?
N1 C1 H1 123.5 . . ?
N2 C1 H1 123.5 . . ?
N1 C2 N4 126.9(3) . . ?
N1 C2 C5 112.5(3) . . ?
N4 C2 C5 120.6(3) . . ?
O1 C3 N4 122.2(4) . . ?
O1 C3 N3 120.3(4) . . ?
N4 C3 N3 117.5(3) . . ?
O2 C4 N3 120.2(3) . . ?
O2 C4 C5 127.0(4) . . ?
N3 C4 C5 112.8(3) . . ?
N2 C5 C2 104.8(3) . . ?
N2 C5 C4 132.0(3) . . ?
C2 C5 C4 123.2(3) . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N6 C8 N5 113.4(3) . . ?
N6 C8 H8 123.3 . . ?
N5 C8 H8 123.3 . . ?
C12 C9 N7 123.2(3) . . ?
C12 C9 N6 111.0(3) . . ?
N7 C9 N6 125.8(3) . . ?
O3 C10 N7 121.7(3) . . ?
O3 C10 N8 121.5(3) . . ?
N7 C10 N8 116.8(3) . . ?
O4 C11 N8 121.4(3) . . ?
O4 C11 C12 126.7(4) . . ?
N8 C11 C12 112.0(3) . . ?
C9 C12 N5 105.8(3) . . ?
C9 C12 C11 122.1(3) . . ?
N5 C12 C11 131.9(3) . . ?
N7 C13 H13A 109.5 . . ?
N7 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N7 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N8 C14 H14A 109.5 . . ?
N8 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N8 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
C2 N1 C1 N2 -1.0(3) . . . . ?
C5 N2 C1 N1 0.7(3) . . . . ?
C1 N1 C2 N4 179.6(3) . . . . ?
C1 N1 C2 C5 0.9(3) . . . . ?
C3 N4 C2 N1 -179.1(3) . . . . ?
C6 N4 C2 N1 1.7(4) . . . . ?
C3 N4 C2 C5 -0.5(4) . . . . ?
C6 N4 C2 C5 -179.7(3) . . . . ?
C2 N4 C3 O1 -178.4(3) . . . . ?
C6 N4 C3 O1 0.8(4) . . . . ?
C2 N4 C3 N3 2.2(4) . . . . ?
C6 N4 C3 N3 -178.6(3) . . . . ?
C4 N3 C3 O1 178.1(3) . . . . ?
C7 N3 C3 O1 -3.9(4) . . . . ?
C4 N3 C3 N4 -2.4(4) . . . . ?
C7 N3 C3 N4 175.6(2) . . . . ?
C3 N3 C4 O2 179.9(3) . . . . ?
C7 N3 C4 O2 1.9(4) . . . . ?
C3 N3 C4 C5 0.7(4) . . . . ?
C7 N3 C4 C5 -177.2(2) . . . . ?
C1 N2 C5 C2 -0.1(3) . . . . ?
C1 N2 C5 C4 -177.9(3) . . . . ?
N1 C2 C5 N2 -0.5(3) . . . . ?
N4 C2 C5 N2 -179.3(2) . . . . ?
N1 C2 C5 C4 177.5(3) . . . . ?
N4 C2 C5 C4 -1.3(4) . . . . ?
O2 C4 C5 N2 -0.5(6) . . . . ?
N3 C4 C5 N2 178.6(3) . . . . ?
O2 C4 C5 C2 -177.9(3) . . . . ?
N3 C4 C5 C2 1.1(4) . . . . ?
C9 N6 C8 N5 -0.1(3) . . . . ?
C12 N5 C8 N6 -0.4(3) . . . . ?
C10 N7 C9 C12 -0.1(4) . . . . ?
C13 N7 C9 C12 178.3(3) . . . . ?
C10 N7 C9 N6 -180.0(2) . . . . ?
C13 N7 C9 N6 -1.6(4) . . . . ?
C8 N6 C9 C12 0.6(3) . . . . ?
C8 N6 C9 N7 -179.5(3) . . . . ?
C9 N7 C10 O3 178.7(3) . . . . ?
C13 N7 C10 O3 0.3(4) . . . . ?
C9 N7 C10 N8 -1.6(4) . . . . ?
C13 N7 C10 N8 -179.9(3) . . . . ?
C11 N8 C10 O3 -178.8(3) . . . . ?
C14 N8 C10 O3 3.9(4) . . . . ?
C11 N8 C10 N7 1.4(4) . . . . ?
C14 N8 C10 N7 -175.9(2) . . . . ?
C10 N8 C11 O4 -179.5(3) . . . . ?
C14 N8 C11 O4 -2.3(4) . . . . ?
C10 N8 C11 C12 0.5(4) . . . . ?
C14 N8 C11 C12 177.6(2) . . . . ?
N7 C9 C12 N5 179.2(2) . . . . ?
N6 C9 C12 N5 -0.9(3) . . . . ?
N7 C9 C12 C11 2.1(4) . . . . ?
N6 C9 C12 C11 -178.0(3) . . . . ?
C8 N5 C12 C9 0.8(3) . . . . ?
C8 N5 C12 C11 177.5(3) . . . . ?
O4 C11 C12 C9 177.8(3) . . . . ?
N8 C11 C12 C9 -2.1(4) . . . . ?
O4 C11 C12 N5 1.6(6) . . . . ?
N8 C11 C12 N5 -178.4(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
O1W H1W N1 0.86(2) 2.04(2) 2.882(5) 165(3) . yes
O1W H2W O2W 0.89(2) 1.87(2) 2.741(3) 165(3) 1_445 yes
O2W H3W N6 0.86(2) 2.06(2) 2.898(5) 164(3) . yes
O2W H4W O1W 0.89(2) 1.84(2) 2.726(2) 173(3) 1_565 yes
N2 H2 O4 0.901(13) 1.882(16) 2.743(4) 159(3) . yes
N5 H5 O2 0.904(13) 1.885(16) 2.758(4) 162(3) . yes

_refine_diff_density_max         0.493
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.050



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Water'
####################################################################### 
# 
# 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_exp_276_2
_database_code_depnum_ccdc_archive 'CCDC 2264834'
loop_
_audit_author_name
_audit_author_address
'Guido Reiss'
;University Duesseldorf
Germany
;
_audit_update_record             
;
2023-05-22 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_EXPT005_exp_276_2           
;
PROBLEM: _exptl_crystal_description is missing
RESPONSE: Re-Refinement: Original data with original deposit
;
_vrf_DIFF003_exp_276_2           
;
PROBLEM: _diffrn_measurement_device_type is missing
RESPONSE: Re-Refinement: Original data with original deposit
;
_vrf_PLAT183_exp_276_2           
;
PROBLEM: Missing _cell_measurement_reflns_used Value ....     Please Do !
RESPONSE: Re-Refinement: Original data with original deposit
;
_vrf_PLAT184_exp_276_2           
;
PROBLEM: Missing _cell_measurement_theta_min Value ......     Please Do !
RESPONSE: Re-Refinement: Original data with original deposit
;
_vrf_PLAT185_exp_276_2           
;
PROBLEM: Missing _cell_measurement_theta_max Value ......     Please Do !
RESPONSE: Re-Refinement: Original data with original deposit
;
_vrf_PLAT699_exp_276_2           
;
PROBLEM: Missing _exptl_crystal_description Value .......     Please Do !
RESPONSE: Re-Refinement: Original data with original deposit
;
# Added during the CSD deposition process: Monday 22 May 2023 08:54 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H8 N4 O2'
_chemical_formula_sum            'C7 H8 N4 O2'
_chemical_formula_weight         180.17

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   3.8744(4)
_cell_length_b                   12.8898(9)
_cell_length_c                   8.1167(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.965(8)
_cell_angle_gamma                90
_cell_volume                     400.40(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_F_000             188
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.114
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2386
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.992
_diffrn_reflns_theta_max         29.318
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.680
_diffrn_reflns_point_group_measured_fraction_full 0.820
_reflns_number_total             1499
_reflns_number_gt                1168
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.550
_reflns_Friedel_fraction_max     0.487
_reflns_Friedel_fraction_full    0.638

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0120P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 360 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.0(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1499
_refine_ls_number_parameters     121
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0908
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 -0.7858(11) -0.4213(3) -0.0816(5) 0.0661(12) Uani 1 1 d . . . . .
N1 N -0.6736(10) -0.0624(3) 0.0068(5) 0.0386(9) Uani 1 1 d . . . . .
C1 C -0.7129(12) -0.3352(4) -0.1222(6) 0.0467(13) Uani 1 1 d . . . . .
O2 O -0.3884(10) -0.2132(3) -0.4688(4) 0.0555(10) Uani 1 1 d . . . . .
N2 N -0.7449(10) -0.2498(3) -0.0228(5) 0.0390(10) Uani 1 1 d . . . . .
C2 C -0.4920(13) -0.2208(4) -0.3336(6) 0.0408(12) Uani 1 1 d . . . . .
C3 C -0.5351(11) -0.1393(3) -0.2205(5) 0.0334(10) Uani 1 1 d . . . . .
N4 N -0.5936(10) -0.3167(3) -0.2735(5) 0.0421(10) Uani 1 1 d . . . . .
C4 C -0.5571(14) 0.0077(4) -0.0928(6) 0.0440(11) Uani 1 1 d . . . . .
H4 H -0.537850 0.078132 -0.068042 0.053 Uiso 1 1 calc R U . . .
N5 N -0.4717(9) -0.0338(3) -0.2311(4) 0.0377(9) Uani 1 1 d . . . . .
H5 H -0.393278 -0.001844 -0.310622 0.045 Uiso 1 1 calc R U . . .
C5 C -0.6577(10) -0.1530(3) -0.0756(5) 0.0336(10) Uani 1 1 d . . . . .
C6 C -0.8532(15) -0.2641(4) 0.1408(6) 0.0561(15) Uani 1 1 d . . . . .
H6A H -0.947777 -0.332563 0.147634 0.084 Uiso 1 1 calc R U . . .
H6B H -1.028067 -0.213615 0.155399 0.084 Uiso 1 1 calc R U . . .
H6C H -0.654836 -0.255576 0.226679 0.084 Uiso 1 1 calc R U . . .
C7 C -0.5640(16) -0.4100(4) -0.3799(8) 0.0620(16) Uani 1 1 d . . . . .
H7A H -0.459181 -0.390483 -0.474975 0.093 Uiso 1 1 calc R U . . .
H7B H -0.792435 -0.438117 -0.416751 0.093 Uiso 1 1 calc R U . . .
H7C H -0.421291 -0.461369 -0.316232 0.093 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
O1 C1 1.204(6) . ?
N1 C4 1.337(6) . ?
N1 C5 1.352(5) . ?
C1 N2 1.381(6) . ?
C1 N4 1.398(6) . ?
O2 C2 1.230(5) . ?
N2 C5 1.379(5) . ?
N2 C6 1.466(6) . ?
C2 N4 1.408(6) . ?
C2 C3 1.421(6) . ?
C3 C5 1.346(6) . ?
C3 N5 1.387(6) . ?
N4 C7 1.495(6) . ?
C4 N5 1.332(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
C4 N1 C5 103.8(4) . . ?
O1 C1 N2 121.9(5) . . ?
O1 C1 N4 121.4(5) . . ?
N2 C1 N4 116.7(4) . . ?
C5 N2 C1 119.4(4) . . ?
C5 N2 C6 120.9(4) . . ?
C1 N2 C6 119.6(4) . . ?
O2 C2 N4 121.7(4) . . ?
O2 C2 C3 127.3(5) . . ?
N4 C2 C3 111.0(4) . . ?
C5 C3 N5 105.8(4) . . ?
C5 C3 C2 124.1(4) . . ?
N5 C3 C2 130.1(4) . . ?
C1 N4 C2 127.0(4) . . ?
C1 N4 C7 115.9(4) . . ?
C2 N4 C7 117.1(4) . . ?
N5 C4 N1 112.9(4) . . ?
C4 N5 C3 105.8(4) . . ?
C3 C5 N1 111.7(4) . . ?
C3 C5 N2 121.8(4) . . ?
N1 C5 N2 126.6(4) . . ?

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 C1 N2 C5 -180.0(5) . . . . ?
N4 C1 N2 C5 -0.4(6) . . . . ?
O1 C1 N2 C6 3.2(7) . . . . ?
N4 C1 N2 C6 -177.2(4) . . . . ?
O2 C2 C3 C5 178.4(5) . . . . ?
N4 C2 C3 C5 -0.1(6) . . . . ?
O2 C2 C3 N5 -0.6(8) . . . . ?
N4 C2 C3 N5 -179.2(4) . . . . ?
O1 C1 N4 C2 -178.3(5) . . . . ?
N2 C1 N4 C2 2.1(6) . . . . ?
O1 C1 N4 C7 0.1(7) . . . . ?
N2 C1 N4 C7 -179.5(4) . . . . ?
O2 C2 N4 C1 179.5(5) . . . . ?
C3 C2 N4 C1 -1.8(6) . . . . ?
O2 C2 N4 C7 1.1(7) . . . . ?
C3 C2 N4 C7 179.8(4) . . . . ?
C5 N1 C4 N5 0.2(5) . . . . ?
N1 C4 N5 C3 -0.4(6) . . . . ?
C5 C3 N5 C4 0.5(5) . . . . ?
C2 C3 N5 C4 179.7(4) . . . . ?
N5 C3 C5 N1 -0.4(5) . . . . ?
C2 C3 C5 N1 -179.7(4) . . . . ?
N5 C3 C5 N2 -179.1(4) . . . . ?
C2 C3 C5 N2 1.6(6) . . . . ?
C4 N1 C5 C3 0.2(5) . . . . ?
C4 N1 C5 N2 178.8(4) . . . . ?
C1 N2 C5 C3 -1.3(6) . . . . ?
C6 N2 C5 C3 175.4(4) . . . . ?
C1 N2 C5 N1 -179.8(4) . . . . ?
C6 N2 C5 N1 -3.1(7) . . . . ?

_refine_diff_density_max         0.174
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_theo
_database_code_depnum_ccdc_archive 'CCDC 2323508'
loop_
_audit_author_name
_audit_author_address
'Guido Reiss'
;University Duesseldorf
Germany
;
_audit_update_record             
;
2024-01-04 deposited with the CCDC.	2024-09-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H8 I N4 O2'
_chemical_formula_weight         307.07

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'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.07940(10)
_cell_length_b                   16.9054(3)
_cell_length_c                   9.2013(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.973(2)
_cell_angle_gamma                90
_cell_volume                     931.37(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    27789
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      41.15

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.190
_exptl_crystal_F_000             588
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?


_exptl_crystal_size_max          0.087
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.048

_exptl_absorpt_coefficient_mu    3.418

_exptl_absorpt_correction_T_min  0.83766
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_measurement_temperature         100(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0

_diffrn_reflns_number            21666
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_full        27.492
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2131
_reflns_number_gt                2012
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;


_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'

_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2019/2 (Sheldrick, 2019)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2131
_refine_ls_number_parameters     129
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0182
_refine_ls_wR_factor_ref         0.0489
_refine_ls_wR_factor_gt          0.0482
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000


_vrf_PLAT094_theo                
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       4.07 Report
RESPONSE: Q1 (1.2 e/A^3^) is 0.87 A from I1
;


_vrf_PLAT196_theo                
;
PROBLEM: No TEMP record and _measurement_temperature .NE.        293 Degree
RESPONSE: 100 K
;


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
I1 I 0.96465(2) 0.07891(2) 0.50693(2) 0.01693(6) Uani 1 1 d . . . . .
O1 O 0.7462(3) 0.51014(8) 0.60502(18) 0.0174(3) Uani 1 1 d . . . . .
O2 O 0.3310(3) 0.31930(9) 0.78577(17) 0.0189(3) Uani 1 1 d . . . . .
N1 N 0.8781(3) 0.24689(10) 0.5057(2) 0.0164(3) Uani 1 1 d . . . . .
N2 N 0.9802(3) 0.37207(10) 0.4737(2) 0.0150(3) Uani 1 1 d . . . . .
H2 H 1.050868 0.411707 0.445541 0.018 Uiso 1 1 calc R U . . .
N3 N 0.5836(3) 0.27674(9) 0.6468(2) 0.0144(3) Uani 1 1 d . . . . .
N4 N 0.5325(3) 0.41367(9) 0.6877(2) 0.0135(3) Uani 1 1 d . . . . .
C1 C 1.0152(4) 0.29531(12) 0.4481(2) 0.0166(4) Uani 1 1 d . . . . .
H1 H 1.123495 0.277536 0.395772 0.020 Uiso 1 1 calc R U . . .
C2 C 0.8084(3) 0.37501(11) 0.5541(2) 0.0132(4) Uani 1 1 d . . . . .
C3 C 0.7511(3) 0.29710(11) 0.5713(2) 0.0135(4) Uani 1 1 d . . . . .
C4 C 0.4745(3) 0.33486(11) 0.7117(2) 0.0143(4) Uani 1 1 d . . . . .
C5 C 0.7024(3) 0.43900(12) 0.6139(2) 0.0135(4) Uani 1 1 d . . . . .
C6 C 0.4104(4) 0.47358(12) 0.7574(3) 0.0182(4) Uani 1 1 d . . . . .
H6A H 0.447927 0.468780 0.862708 0.027 Uiso 1 1 calc R U . . .
H6B H 0.252741 0.465810 0.726947 0.027 Uiso 1 1 calc R U . . .
H6C H 0.450726 0.525344 0.728032 0.027 Uiso 1 1 calc R U . . .
C7 C 0.5233(4) 0.19376(12) 0.6644(3) 0.0192(4) Uani 1 1 d . . . . .
H7A H 0.510945 0.167055 0.571303 0.029 Uiso 1 1 calc R U . . .
H7B H 0.382786 0.191184 0.698439 0.029 Uiso 1 1 calc R U . . .
H7C H 0.636534 0.168716 0.735138 0.029 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
I1 I1 2.7088(3) 3_756 ?
O1 C5 1.238(2) . ?
O2 C4 1.225(3) . ?
N1 C1 1.341(3) . ?
N1 C3 1.357(3) . ?
N2 C1 1.343(3) . ?
N2 C2 1.381(2) . ?
N2 H2 0.8600 . ?
N3 C3 1.372(3) . ?
N3 C4 1.378(3) . ?
N3 C7 1.466(2) . ?
N4 C5 1.398(3) . ?
N4 C4 1.406(2) . ?
N4 C6 1.467(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.378(3) . ?
C2 C5 1.418(3) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

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
C1 N1 C3 103.56(17) . . ?
C1 N2 C2 106.66(17) . . ?
C1 N2 H2 126.7 . . ?
C2 N2 H2 126.7 . . ?
C3 N3 C4 119.71(16) . . ?
C3 N3 C7 121.20(17) . . ?
C4 N3 C7 119.05(17) . . ?
C5 N4 C4 126.42(17) . . ?
C5 N4 C6 118.22(16) . . ?
C4 N4 C6 115.20(17) . . ?
N1 C1 N2 113.07(18) . . ?
N1 C1 H1 123.5 . . ?
N2 C1 H1 123.5 . . ?
C3 C2 N2 104.86(17) . . ?
C3 C2 C5 122.93(19) . . ?
N2 C2 C5 132.21(18) . . ?
N1 C3 N3 126.67(18) . . ?
N1 C3 C2 111.85(18) . . ?
N3 C3 C2 121.48(18) . . ?
O2 C4 N3 122.05(18) . . ?
O2 C4 N4 120.89(18) . . ?
N3 C4 N4 117.05(17) . . ?
O1 C5 N4 121.05(18) . . ?
O1 C5 C2 126.72(19) . . ?
N4 C5 C2 112.23(17) . . ?
N4 C6 H6A 109.5 . . ?
N4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C7 H7A 109.5 . . ?
N3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 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
C3 N1 C1 N2 -0.2(3) . . . . ?
C2 N2 C1 N1 0.2(3) . . . . ?
C1 N2 C2 C3 -0.1(2) . . . . ?
C1 N2 C2 C5 179.0(2) . . . . ?
C1 N1 C3 N3 -179.9(2) . . . . ?
C1 N1 C3 C2 0.1(2) . . . . ?
C4 N3 C3 N1 177.8(2) . . . . ?
C7 N3 C3 N1 0.0(3) . . . . ?
C4 N3 C3 C2 -2.3(3) . . . . ?
C7 N3 C3 C2 179.9(2) . . . . ?
N2 C2 C3 N1 -0.1(2) . . . . ?
C5 C2 C3 N1 -179.24(19) . . . . ?
N2 C2 C3 N3 -179.98(19) . . . . ?
C5 C2 C3 N3 0.8(3) . . . . ?
C3 N3 C4 O2 -176.7(2) . . . . ?
C7 N3 C4 O2 1.2(3) . . . . ?
C3 N3 C4 N4 4.3(3) . . . . ?
C7 N3 C4 N4 -177.90(19) . . . . ?
C5 N4 C4 O2 175.5(2) . . . . ?
C6 N4 C4 O2 0.2(3) . . . . ?
C5 N4 C4 N3 -5.4(3) . . . . ?
C6 N4 C4 N3 179.30(18) . . . . ?
C4 N4 C5 O1 -176.5(2) . . . . ?
C6 N4 C5 O1 -1.4(3) . . . . ?
C4 N4 C5 C2 3.8(3) . . . . ?
C6 N4 C5 C2 179.01(19) . . . . ?
C3 C2 C5 O1 179.0(2) . . . . ?
N2 C2 C5 O1 0.0(4) . . . . ?
C3 C2 C5 N4 -1.4(3) . . . . ?
N2 C2 C5 N4 179.6(2) . . . . ?

_refine_diff_density_max         1.220
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.100



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
