# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_2021839_0m
_database_code_depnum_ccdc_archive 'CCDC 2106116'
loop_
_audit_author_name
_audit_author_address
'Qi Zhang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2021-08-28 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_audit_creation_date             2021-06-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H8 Br2 N2 O2'
_chemical_formula_sum            'C14 H8 Br2 N2 O2'
_chemical_formula_weight         396.04
_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'
Br Br -0.2901 2.4595 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9284(18)
_cell_length_b                   8.2719(15)
_cell_length_c                   12.334(2)
_cell_angle_alpha                85.421(7)
_cell_angle_beta                 71.683(7)
_cell_angle_gamma                63.651(9)
_cell_volume                     686.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2276
_cell_measurement_temperature    170
_cell_measurement_theta_max      25.829
_cell_measurement_theta_min      2.977
_shelx_estimated_absorpt_T_max   0.798
_shelx_estimated_absorpt_T_min   0.683
_exptl_absorpt_coefficient_mu    5.906
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0764 before and 0.0452 after correction. The Ratio of minimum to maximum transmission is 0.7698. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.916
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7147
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.542
_diffrn_reflns_theta_min         2.755
_diffrn_ambient_temperature      170
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'D8 VENTURE'
_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                1906
_reflns_number_total             2782
_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 V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.208
_refine_diff_density_min         -0.869
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2782
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0876
_refine_ls_R_factor_gt           0.0533
_refine_ls_restrained_S_all      1.091
_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)+(0.0327P)²+3.5937P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1174
_refine_ls_wR_factor_ref         0.1309
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 O1, N2
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
3. Uiso/Uaniso restraints and constraints
N2 \\sim O1: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01
4.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C14(H14), C13(H13), C2(H2), C11(H11), C3(H3), C6(H6), C5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br2 Br 0.60643(12) 0.71362(10) -0.17138(6) 0.0497(3) Uani 1 1 d . . . . .
Br1 Br 0.09298(12) 0.78614(10) 0.67164(7) 0.0584(3) Uani 1 1 d . . . . .
O2 O 1.2157(9) 0.7628(7) 0.0995(5) 0.0591(15) Uani 1 1 d . . . . .
O1 O 1.1547(8) 0.7364(7) 0.2875(5) 0.0561(13) Uani 1 1 d . U . . .
N1 N 1.1000(9) 0.7525(8) 0.1870(6) 0.0459(15) Uani 1 1 d . . . . .
C9 C 0.6828(10) 0.7429(8) 0.4088(6) 0.0367(15) Uani 1 1 d . . . . .
C10 C 0.5038(10) 0.8548(9) 0.3917(6) 0.0353(15) Uani 1 1 d . . . . .
H10 H 0.501735 0.923282 0.326097 0.042 Uiso 1 1 calc R . . . .
C14 C 0.6840(11) 0.6400(9) 0.5051(6) 0.0434(17) Uani 1 1 d . . . . .
H14 H 0.806644 0.561169 0.516870 0.052 Uiso 1 1 calc R . . . .
C12 C 0.3322(10) 0.7668(8) 0.5635(6) 0.0372(16) Uani 1 1 d . . . . .
C8 C 0.8672(10) 0.7385(9) 0.3321(6) 0.0408(17) Uani 1 1 d . . . . .
C13 C 0.5114(11) 0.6519(9) 0.5819(6) 0.0433(17) Uani 1 1 d . . . . .
H13 H 0.513318 0.582831 0.647255 0.052 Uiso 1 1 calc R . . . .
N2 N 1.0063(10) 0.7289(8) 0.3777(6) 0.0565(16) Uani 1 1 d . U . . .
C2 C 0.8252(10) 0.8725(9) 0.0415(6) 0.0392(16) Uani 1 1 d . . . . .
H2 H 0.868058 0.962436 0.043586 0.047 Uiso 1 1 calc R . . . .
C11 C 0.3271(10) 0.8684(9) 0.4689(5) 0.0366(15) Uani 1 1 d . . . . .
H11 H 0.204246 0.946361 0.457059 0.044 Uiso 1 1 calc R . . . .
C3 C 0.7520(10) 0.8650(9) -0.0449(6) 0.0428(18) Uani 1 1 d . . . . .
H3 H 0.741805 0.950646 -0.101541 0.051 Uiso 1 1 calc R . . . .
C1 C 0.8363(9) 0.7503(8) 0.1243(6) 0.0341(15) Uani 1 1 d . . . . .
C6 C 0.7694(9) 0.6208(8) 0.1230(5) 0.0330(14) Uani 1 1 d . . . . .
H6 H 0.773484 0.539041 0.181927 0.040 Uiso 1 1 calc R . . . .
C7 C 0.9250(9) 0.7513(9) 0.2137(7) 0.0395(17) Uani 1 1 d . . . . .
C4 C 0.6938(10) 0.7311(9) -0.0479(5) 0.0366(15) Uani 1 1 d . . . . .
C5 C 0.6966(9) 0.6103(9) 0.0362(6) 0.0338(15) Uani 1 1 d . . . . .
H5 H 0.650396 0.522604 0.034778 0.041 Uiso 1 1 calc R . . . .


_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
Br2 C4 1.899(7) . ?
Br1 C12 1.891(7) . ?
O2 N1 1.203(8) . ?
O1 N1 1.415(8) . ?
O1 N2 1.363(9) . ?
N1 C7 1.326(9) . ?
C9 C10 1.381(9) . ?
C9 C14 1.405(10) . ?
C9 C8 1.457(10) . ?
C10 C11 1.386(9) . ?
C14 C13 1.364(10) . ?
C12 C13 1.394(10) . ?
C12 C11 1.382(9) . ?
C8 N2 1.358(9) . ?
C8 C7 1.397(10) . ?
C2 C3 1.381(10) . ?
C2 C1 1.373(9) . ?
C3 C4 1.383(9) . ?
C1 C6 1.394(8) . ?
C1 C7 1.485(10) . ?
C6 C5 1.391(9) . ?
C4 C5 1.379(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 O1 N1 108.4(5) . . ?
O2 N1 O1 116.5(6) . . ?
O2 N1 C7 134.5(7) . . ?
C7 N1 O1 109.1(6) . . ?
C10 C9 C14 119.0(6) . . ?
C10 C9 C8 120.8(6) . . ?
C14 C9 C8 120.1(6) . . ?
C9 C10 C11 120.9(6) . . ?
C13 C14 C9 120.9(7) . . ?
C13 C12 Br1 119.1(5) . . ?
C11 C12 Br1 119.9(5) . . ?
C11 C12 C13 121.1(7) . . ?
N2 C8 C9 118.7(7) . . ?
N2 C8 C7 111.7(7) . . ?
C7 C8 C9 129.6(6) . . ?
C14 C13 C12 119.2(7) . . ?
C8 N2 O1 105.3(7) . . ?
C1 C2 C3 120.2(6) . . ?
C12 C11 C10 119.0(6) . . ?
C2 C3 C4 119.1(7) . . ?
C2 C1 C6 120.1(6) . . ?
C2 C1 C7 120.4(6) . . ?
C6 C1 C7 119.4(6) . . ?
C5 C6 C1 120.5(6) . . ?
N1 C7 C8 105.6(6) . . ?
N1 C7 C1 121.5(7) . . ?
C8 C7 C1 132.8(6) . . ?
C3 C4 Br2 118.9(5) . . ?
C5 C4 Br2 119.0(5) . . ?
C5 C4 C3 122.0(7) . . ?
C4 C5 C6 117.9(6) . . ?

_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_P38_0m
_database_code_depnum_ccdc_archive 'CCDC 2106118'
loop_
_audit_author_name
_audit_author_address
'Qi Zhang'
;Beijing Institute of Technology
China
;
_audit_update_record             
;
2021-08-28 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H7 N3 O4'
_chemical_formula_weight         173.14

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   4.8238(6)
_cell_length_b                   7.3029(9)
_cell_length_c                   11.0533(14)
_cell_angle_alpha                76.643(4)
_cell_angle_beta                 78.988(4)
_cell_angle_gamma                87.455(4)
_cell_volume                     371.87(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    1341
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      26.28

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_F_000             180
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    0.135
_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      170(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4446
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.867
_diffrn_reflns_theta_max         27.570
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             1688
_reflns_number_gt                1083
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.2100P)²] 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         1688
_refine_ls_number_parameters     110
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1234
_refine_ls_R_factor_gt           0.0816
_refine_ls_wR_factor_ref         0.3011
_refine_ls_wR_factor_gt          0.2498
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.005

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 0.9083(5) 0.8802(4) 0.2627(2) 0.0450(8) Uani 1 1 d . . . . .
O2 O 0.9495(8) 0.6885(6) 0.1328(3) 0.0799(12) Uani 1 1 d . U . . .
O3 O 0.4951(5) 0.4276(3) 0.2074(2) 0.0396(7) Uani 1 1 d . . . . .
O4 O 0.1815(5) 0.4723(4) 0.3770(2) 0.0427(7) Uani 1 1 d . . . . .
N1 N 0.7240(6) 0.9112(5) 0.3703(3) 0.0408(8) Uani 1 1 d . . . . .
N2 N 0.8078(6) 0.7275(4) 0.2241(3) 0.0400(8) Uani 1 1 d . U . . .
N3 N 0.3103(6) 0.7640(5) 0.4949(3) 0.0434(8) Uani 1 1 d . . . . .
H3A H 0.299468 0.840241 0.546718 0.052 Uiso 1 1 calc R U . . .
H3B H 0.181445 0.676329 0.508404 0.052 Uiso 1 1 calc R U . . .
C1 C 0.5223(7) 0.7813(5) 0.3958(3) 0.0337(8) Uani 1 1 d . . . . .
C2 C 0.5751(6) 0.6688(5) 0.3039(3) 0.0336(8) Uani 1 1 d . . . . .
C3 C 0.3981(7) 0.5121(5) 0.2995(3) 0.0355(8) Uani 1 1 d . . . . .
C4 C 0.3162(8) 0.2747(6) 0.1980(4) 0.0459(10) Uani 1 1 d . . . . .
H4A H 0.128497 0.324223 0.182795 0.055 Uiso 1 1 calc R U . . .
H4B H 0.289710 0.176023 0.277481 0.055 Uiso 1 1 calc R U . . .
C5 C 0.4635(10) 0.1962(7) 0.0906(4) 0.0542(11) Uani 1 1 d . . . . .
H5A H 0.495914 0.296487 0.013312 0.081 Uiso 1 1 calc R U . . .
H5B H 0.346690 0.097525 0.078774 0.081 Uiso 1 1 calc R U . . .
H5C H 0.645044 0.142531 0.108582 0.081 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 N1 1.400(4) . ?
O1 N2 1.417(4) . ?
O2 N2 1.191(4) . ?
O3 C3 1.311(4) . ?
O3 C4 1.475(4) . ?
O4 C3 1.217(4) . ?
N1 C1 1.334(4) . ?
N2 C2 1.308(4) . ?
N3 C1 1.335(4) . ?
N3 H3A 0.8800 . ?
N3 H3B 0.8800 . ?
C1 C2 1.428(5) . ?
C2 C3 1.473(5) . ?
C4 C5 1.484(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 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
N1 O1 N2 109.3(2) . . ?
C3 O3 C4 115.3(3) . . ?
C1 N1 O1 105.4(3) . . ?
O2 N2 C2 138.2(4) . . ?
O2 N2 O1 115.1(3) . . ?
C2 N2 O1 106.8(3) . . ?
C1 N3 H3A 120.0 . . ?
C1 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
N3 C1 N1 122.8(3) . . ?
N3 C1 C2 127.5(3) . . ?
N1 C1 C2 109.7(3) . . ?
N2 C2 C1 108.7(3) . . ?
N2 C2 C3 125.5(3) . . ?
C1 C2 C3 125.8(3) . . ?
O4 C3 O3 125.8(3) . . ?
O4 C3 C2 119.9(3) . . ?
O3 C3 C2 114.3(3) . . ?
O3 C4 C5 107.0(3) . . ?
O3 C4 H4A 110.3 . . ?
C5 C4 H4A 110.3 . . ?
O3 C4 H4B 110.3 . . ?
C5 C4 H4B 110.3 . . ?
H4A C4 H4B 108.6 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 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
N2 O1 N1 C1 0.5(3) . . . . ?
N1 O1 N2 O2 -180.0(3) . . . . ?
N1 O1 N2 C2 0.0(3) . . . . ?
O1 N1 C1 N3 178.3(3) . . . . ?
O1 N1 C1 C2 -0.8(4) . . . . ?
O2 N2 C2 C1 179.5(4) . . . . ?
O1 N2 C2 C1 -0.4(3) . . . . ?
O2 N2 C2 C3 -0.3(7) . . . . ?
O1 N2 C2 C3 179.8(3) . . . . ?
N3 C1 C2 N2 -178.3(3) . . . . ?
N1 C1 C2 N2 0.8(4) . . . . ?
N3 C1 C2 C3 1.5(5) . . . . ?
N1 C1 C2 C3 -179.4(3) . . . . ?
C4 O3 C3 O4 1.6(5) . . . . ?
C4 O3 C3 C2 -177.8(3) . . . . ?
N2 C2 C3 O4 -178.2(3) . . . . ?
C1 C2 C3 O4 2.1(5) . . . . ?
N2 C2 C3 O3 1.3(5) . . . . ?
C1 C2 C3 O3 -178.5(3) . . . . ?
C3 O3 C4 C5 -179.1(3) . . . . ?

_refine_diff_density_max         0.349
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.088

