# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_P21c
_database_code_depnum_ccdc_archive 'CCDC 2512539'
loop_
_audit_author_name
_audit_author_address
'Ji-Xing Gao' 'Fuyang Normal University'
_audit_update_record             
;
2025-12-02 deposited with the CCDC.	2026-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H10 N5, Cl O4'
_chemical_formula_sum            'C9 H10 Cl N5 O4'
_chemical_formula_weight         287.67

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'
Cl Cl 0.1484 0.1585 '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                   13.7607(5)
_cell_length_b                   5.0354(2)
_cell_length_c                   16.5198(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.229(3)
_cell_angle_gamma                90
_cell_volume                     1143.80(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    7853
_cell_measurement_theta_min      2.4480
_cell_measurement_theta_max      30.9160

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.355
_shelx_estimated_absorpt_T_min   0.929
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.928
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.92a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'four-circle diffractometer'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            11880
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.468
_diffrn_reflns_theta_max         25.523
_diffrn_reflns_theta_full        25.242
_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             2134
_reflns_number_gt                1905
_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 1.171.42.92a (Rigaku OD, 2023)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0408P)²+0.8176P] 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         2134
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl 0.68193(3) 0.95931(8) 0.56266(2) 0.02011(13) Uani 1 1 d . . . . .
O1 O 0.73063(11) 1.0326(3) 0.48968(8) 0.0379(3) Uani 1 1 d . . . . .
O2 O 0.73796(10) 1.0456(3) 0.63217(8) 0.0373(3) Uani 1 1 d . . . . .
O3 O 0.67101(9) 0.6759(2) 0.56413(7) 0.0285(3) Uani 1 1 d . . . . .
O4 O 0.58799(9) 1.0849(3) 0.56164(8) 0.0318(3) Uani 1 1 d . . . . .
N1 N 0.74909(10) 0.8336(3) 0.29724(8) 0.0210(3) Uani 1 1 d . . . . .
N2 N 0.70761(10) 0.4958(3) 0.38542(8) 0.0195(3) Uani 1 1 d . . . . .
H2A H 0.7264 0.3693 0.4193 0.023 Uiso 1 1 calc R U . . .
N3 N 0.58077(9) 0.7319(3) 0.31903(8) 0.0207(3) Uani 1 1 d . . . . .
N4 N 0.62578(10) 1.0756(3) 0.23765(8) 0.0225(3) Uani 1 1 d . . . . .
H4A H 0.5638 1.1122 0.2283 0.027 Uiso 1 1 calc R U . . .
H4B H 0.6706 1.1722 0.2151 0.027 Uiso 1 1 calc R U . . .
N5 N 0.54719(10) 0.4032(3) 0.41012(9) 0.0254(3) Uani 1 1 d . . . . .
H5A H 0.4845 0.4297 0.4012 0.030 Uiso 1 1 calc R U . . .
H5B H 0.5675 0.2807 0.4448 0.030 Uiso 1 1 calc R U . . .
C1 C 0.94653(13) 0.7459(4) 0.32597(11) 0.0294(4) Uani 1 1 d . . . . .
H1 H 0.9247 0.8927 0.2940 0.035 Uiso 1 1 calc R U . . .
C2 C 1.04513(13) 0.6993(4) 0.33755(11) 0.0329(4) Uani 1 1 d . . . . .
H2 H 1.0906 0.8149 0.3138 0.040 Uiso 1 1 calc R U . . .
C3 C 1.07779(13) 0.4867(4) 0.38326(12) 0.0316(4) Uani 1 1 d . . . . .
H3 H 1.1456 0.4559 0.3914 0.038 Uiso 1 1 calc R U . . .
C4 C 1.01163(14) 0.3187(4) 0.41715(14) 0.0399(5) Uani 1 1 d . . . . .
H4 H 1.0342 0.1704 0.4481 0.048 Uiso 1 1 calc R U . . .
C5 C 0.91242(13) 0.3634(4) 0.40662(13) 0.0346(4) Uani 1 1 d . . . . .
H5 H 0.8675 0.2470 0.4306 0.042 Uiso 1 1 calc R U . . .
C6 C 0.87895(12) 0.5793(3) 0.36082(10) 0.0212(3) Uani 1 1 d . . . . .
C7 C 0.77487(11) 0.6414(3) 0.34664(9) 0.0190(3) Uani 1 1 d . . . . .
C8 C 0.61065(12) 0.5467(3) 0.37148(10) 0.0195(3) Uani 1 1 d . . . . .
C9 C 0.65148(11) 0.8754(3) 0.28559(9) 0.0190(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 O2 1.4257(13) . ?
Cl1 O3 1.4353(12) . ?
Cl1 O4 1.4385(13) . ?
Cl1 O1 1.4496(13) . ?
N1 C7 1.306(2) . ?
N1 C9 1.366(2) . ?
N2 C7 1.361(2) . ?
N2 C8 1.369(2) . ?
N3 C8 1.328(2) . ?
N3 C9 1.347(2) . ?
N4 C9 1.322(2) . ?
N5 C8 1.317(2) . ?
C1 C2 1.383(3) . ?
C1 C6 1.393(2) . ?
C2 C3 1.376(3) . ?
C3 C4 1.378(3) . ?
C4 C5 1.388(3) . ?
C5 C6 1.393(3) . ?
C6 C7 1.476(2) . ?

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
O2 Cl1 O3 110.06(8) . . ?
O2 Cl1 O4 109.45(8) . . ?
O3 Cl1 O4 110.03(8) . . ?
O2 Cl1 O1 109.84(9) . . ?
O3 Cl1 O1 108.61(8) . . ?
O4 Cl1 O1 108.83(8) . . ?
C7 N1 C9 116.36(14) . . ?
C7 N2 C8 119.75(14) . . ?
C8 N3 C9 115.73(13) . . ?
C2 C1 C6 120.50(17) . . ?
C3 C2 C1 120.39(17) . . ?
C2 C3 C4 119.62(17) . . ?
C3 C4 C5 120.78(18) . . ?
C4 C5 C6 119.86(17) . . ?
C5 C6 C1 118.85(16) . . ?
C5 C6 C7 123.38(15) . . ?
C1 C6 C7 117.77(15) . . ?
N1 C7 N2 121.36(14) . . ?
N1 C7 C6 119.64(14) . . ?
N2 C7 C6 119.00(14) . . ?
N5 C8 N3 120.50(15) . . ?
N5 C8 N2 118.41(15) . . ?
N3 C8 N2 121.08(14) . . ?
N4 C9 N3 118.30(14) . . ?
N4 C9 N1 116.14(14) . . ?
N3 C9 N1 125.56(15) . . ?

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
C6 C1 C2 C3 0.4(3) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C4 C5 C6 C7 -179.96(18) . . . . ?
C2 C1 C6 C5 -0.8(3) . . . . ?
C2 C1 C6 C7 179.51(16) . . . . ?
C9 N1 C7 N2 -1.4(2) . . . . ?
C9 N1 C7 C6 178.46(14) . . . . ?
C8 N2 C7 N1 1.4(2) . . . . ?
C8 N2 C7 C6 -178.47(14) . . . . ?
C5 C6 C7 N1 -174.04(17) . . . . ?
C1 C6 C7 N1 5.7(2) . . . . ?
C5 C6 C7 N2 5.8(2) . . . . ?
C1 C6 C7 N2 -174.52(15) . . . . ?
C9 N3 C8 N5 177.11(15) . . . . ?
C9 N3 C8 N2 -4.4(2) . . . . ?
C7 N2 C8 N5 -179.74(14) . . . . ?
C7 N2 C8 N3 1.7(2) . . . . ?
C8 N3 C9 N4 -174.99(14) . . . . ?
C8 N3 C9 N1 4.6(2) . . . . ?
C7 N1 C9 N4 177.86(14) . . . . ?
C7 N1 C9 N3 -1.7(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O1 0.88 2.06 2.9094(19) 163.4 1_545
N4 H4A N3 0.88 2.19 3.0608(19) 168.3 2_655
N4 H4B O2 0.88 2.20 3.044(2) 159.9 4_585
N5 H5A O3 0.88 2.30 3.0747(18) 147.1 3_666
N5 H5B Cl1 0.88 2.94 3.7973(15) 164.8 1_545
N5 H5B O1 0.88 2.65 3.365(2) 139.2 1_545
N5 H5B O4 0.88 2.18 3.007(2) 157.2 1_545

_refine_diff_density_max         0.218
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_P21c_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2512540'
loop_
_audit_author_name
_audit_author_address
'Ji-Xing Gao' 'Fuyang Normal University'
_audit_update_record             
;
2025-12-02 deposited with the CCDC.	2026-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H10 N5, Cl O4'
_chemical_formula_sum            'C9 H10 Cl N5 O4'
_chemical_formula_weight         287.67

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'
Cl Cl 0.1484 0.1585 '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                   13.8094(5)
_cell_length_b                   5.07600(10)
_cell_length_c                   16.642(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.929(6)
_cell_angle_gamma                90
_cell_volume                     1165.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3302
_cell_measurement_theta_min      2.4430
_cell_measurement_theta_max      28.8390

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.348
_shelx_estimated_absorpt_T_min   0.930
_shelx_estimated_absorpt_T_max   0.934
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_T_max  0.933
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       'four-circle diffractometer'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            5734
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.449
_diffrn_reflns_theta_max         25.019
_diffrn_reflns_theta_full        25.019
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             1987
_reflns_number_gt                1683
_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 1.171.40.84a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0838P)²+0.3670P] 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-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1987
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1282
_refine_ls_wR_factor_gt          0.1196
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.001
_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
Cl1 Cl 0.68247(4) 0.96226(10) 0.56238(3) 0.0346(3) Uani 1 1 d . . . . .
O1 O 0.72907(19) 1.0365(4) 0.48989(14) 0.0717(7) Uani 1 1 d . . . . .
O2 O 0.73734(16) 1.0499(4) 0.63054(14) 0.0705(7) Uani 1 1 d . . . . .
O3 O 0.67280(13) 0.6823(3) 0.56399(11) 0.0507(5) Uani 1 1 d . . . . .
O4 O 0.58934(14) 1.0853(4) 0.56284(14) 0.0598(6) Uani 1 1 d . . . . .
N1 N 0.74860(14) 0.8285(3) 0.29706(12) 0.0337(5) Uani 1 1 d . . . . .
N2 N 0.70655(13) 0.4948(3) 0.38482(12) 0.0324(5) Uani 1 1 d . . . . .
H2A H 0.7245 0.3716 0.4175 0.039 Uiso 1 1 calc R U . . .
N3 N 0.58100(13) 0.7278(4) 0.31932(11) 0.0338(5) Uani 1 1 d . . . . .
N4 N 0.62632(15) 1.0676(4) 0.23820(12) 0.0382(5) Uani 1 1 d . . . . .
H4A H 0.5660 1.1036 0.2294 0.046 Uiso 1 1 calc R U . . .
H4B H 0.6700 1.1608 0.2160 0.046 Uiso 1 1 calc R U . . .
N5 N 0.54733(15) 0.4030(4) 0.40989(13) 0.0435(5) Uani 1 1 d . . . . .
H5A H 0.4863 0.4282 0.4010 0.052 Uiso 1 1 calc R U . . .
H5B H 0.5668 0.2849 0.4438 0.052 Uiso 1 1 calc R U . . .
C1 C 0.94560(19) 0.7398(5) 0.32645(17) 0.0483(7) Uani 1 1 d . . . . .
H1 H 0.9248 0.8828 0.2955 0.058 Uiso 1 1 calc R U . . .
C2 C 1.04331(19) 0.6930(6) 0.33769(19) 0.0562(8) Uani 1 1 d . . . . .
H2 H 1.0878 0.8046 0.3144 0.067 Uiso 1 1 calc R U . . .
C3 C 1.0754(2) 0.4840(5) 0.38283(19) 0.0530(7) Uani 1 1 d . . . . .
H3 H 1.1415 0.4533 0.3908 0.064 Uiso 1 1 calc R U . . .
C4 C 1.0090(2) 0.3199(6) 0.4163(2) 0.0656(9) Uani 1 1 d . . . . .
H4 H 1.0305 0.1758 0.4464 0.079 Uiso 1 1 calc R U . . .
C5 C 0.9109(2) 0.3649(5) 0.4060(2) 0.0573(8) Uani 1 1 d . . . . .
H5 H 0.8669 0.2525 0.4296 0.069 Uiso 1 1 calc R U . . .
C6 C 0.87778(16) 0.5771(4) 0.36058(15) 0.0336(5) Uani 1 1 d . . . . .
C7 C 0.77418(16) 0.6392(4) 0.34629(14) 0.0312(5) Uani 1 1 d . . . . .
C8 C 0.61104(17) 0.5456(4) 0.37158(15) 0.0324(5) Uani 1 1 d . . . . .
C9 C 0.65168(16) 0.8696(4) 0.28559(14) 0.0320(5) 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
Cl1 O2 1.415(2) . ?
Cl1 O3 1.4279(16) . ?
Cl1 O4 1.4301(19) . ?
Cl1 O1 1.436(2) . ?
N1 C7 1.304(3) . ?
N1 C9 1.362(3) . ?
N2 C8 1.355(3) . ?
N2 C7 1.364(3) . ?
N3 C8 1.327(3) . ?
N3 C9 1.350(3) . ?
N4 C9 1.318(3) . ?
N5 C8 1.320(3) . ?
C1 C2 1.377(4) . ?
C1 C6 1.385(3) . ?
C2 C3 1.366(4) . ?
C3 C4 1.370(4) . ?
C4 C5 1.380(4) . ?
C5 C6 1.384(4) . ?
C6 C7 1.476(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cl1 O3 110.23(13) . . ?
O2 Cl1 O4 108.42(13) . . ?
O3 Cl1 O4 110.48(12) . . ?
O2 Cl1 O1 110.36(16) . . ?
O3 Cl1 O1 108.78(11) . . ?
O4 Cl1 O1 108.56(14) . . ?
C7 N1 C9 116.45(19) . . ?
C8 N2 C7 119.97(19) . . ?
C8 N3 C9 115.46(19) . . ?
C2 C1 C6 121.0(2) . . ?
C3 C2 C1 120.5(2) . . ?
C2 C3 C4 119.1(3) . . ?
C3 C4 C5 121.1(3) . . ?
C4 C5 C6 120.1(2) . . ?
C1 C6 C5 118.2(2) . . ?
C1 C6 C7 118.1(2) . . ?
C5 C6 C7 123.6(2) . . ?
N1 C7 N2 121.1(2) . . ?
N1 C7 C6 119.9(2) . . ?
N2 C7 C6 119.0(2) . . ?
N5 C8 N3 120.0(2) . . ?
N5 C8 N2 118.6(2) . . ?
N3 C8 N2 121.4(2) . . ?
N4 C9 N3 118.3(2) . . ?
N4 C9 N1 116.2(2) . . ?
N3 C9 N1 125.5(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.1(5) . . . . ?
C1 C2 C3 C4 0.5(5) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C3 C4 C5 C6 0.7(5) . . . . ?
C2 C1 C6 C5 -0.4(4) . . . . ?
C2 C1 C6 C7 179.8(2) . . . . ?
C4 C5 C6 C1 0.0(5) . . . . ?
C4 C5 C6 C7 179.8(3) . . . . ?
C9 N1 C7 N2 -1.1(3) . . . . ?
C9 N1 C7 C6 178.48(19) . . . . ?
C8 N2 C7 N1 0.6(3) . . . . ?
C8 N2 C7 C6 -178.92(19) . . . . ?
C1 C6 C7 N1 5.9(3) . . . . ?
C5 C6 C7 N1 -173.9(3) . . . . ?
C1 C6 C7 N2 -174.6(2) . . . . ?
C5 C6 C7 N2 5.6(4) . . . . ?
C9 N3 C8 N5 177.6(2) . . . . ?
C9 N3 C8 N2 -4.8(3) . . . . ?
C7 N2 C8 N5 -179.8(2) . . . . ?
C7 N2 C8 N3 2.5(3) . . . . ?
C8 N3 C9 N4 -174.6(2) . . . . ?
C8 N3 C9 N1 4.5(3) . . . . ?
C7 N1 C9 N4 177.5(2) . . . . ?
C7 N1 C9 N3 -1.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O1 0.86 2.08 2.921(3) 164.1 1_545
N4 H4A N3 0.86 2.25 3.097(3) 167.7 2_655
N4 H4B O2 0.86 2.27 3.085(3) 159.2 4_585
N5 H5A O3 0.86 2.36 3.115(3) 146.8 3_666
N5 H5B Cl1 0.86 2.99 3.822(2) 164.6 1_545
N5 H5B O1 0.86 2.66 3.363(3) 139.6 1_545
N5 H5B O4 0.86 2.24 3.052(3) 158.0 1_545

_refine_diff_density_max         0.396
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.054

