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

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

data_210711h
_database_code_depnum_ccdc_archive 'CCDC 2130131'
loop_
_audit_author_name
_audit_author_address
'Longjia Yan'
;Guizhou University
China
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H5 F N2 O3'
_chemical_formula_weight         208.15

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   11.1333(12)
_cell_length_b                   6.7427(8)
_cell_length_c                   12.2131(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.961(4)
_cell_angle_gamma                90.00
_cell_volume                     861.74(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    796
_cell_measurement_theta_min      3.396
_cell_measurement_theta_max      22.723

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9473
_exptl_absorpt_correction_T_max  0.9891
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4190
_diffrn_reflns_av_R_equivalents  0.1198
_diffrn_reflns_av_sigmaI/netI    0.1007
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1519
_reflns_number_gt                867
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0796P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1519
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1364
_refine_ls_R_factor_gt           0.0758
_refine_ls_wR_factor_ref         0.1877
_refine_ls_wR_factor_gt          0.1636
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.3792(2) 0.1058(3) 0.39781(18) 0.0868(8) Uani 1 1 d . . .
N1 N 0.2246(3) 0.5351(5) 0.2081(3) 0.0703(10) Uani 1 1 d . . .
N2 N 0.0969(3) 0.0594(5) 0.2353(3) 0.0571(8) Uani 1 1 d . . .
O1 O 0.1545(3) 0.4806(5) 0.0922(2) 0.0785(9) Uani 1 1 d . . .
O2 O 0.0428(3) -0.0570(4) 0.1597(3) 0.0838(9) Uani 1 1 d . . .
O3 O 0.1155(3) 0.0315(4) 0.3380(2) 0.0761(9) Uani 1 1 d . . .
C1 C 0.1063(4) 0.3027(7) 0.0928(3) 0.0648(11) Uani 1 1 d . . .
H1 H 0.0568 0.2329 0.0272 0.078 Uiso 1 1 calc R . .
C2 C 0.1397(3) 0.2384(5) 0.2022(3) 0.0479(9) Uani 1 1 d . . .
C3 C 0.2148(3) 0.3896(5) 0.2720(3) 0.0476(9) Uani 1 1 d . . .
C4 C 0.2793(3) 0.4045(5) 0.3980(3) 0.0455(9) Uani 1 1 d . . .
C5 C 0.3620(3) 0.2647(5) 0.4575(3) 0.0540(10) Uani 1 1 d . . .
C6 C 0.4290(3) 0.2776(6) 0.5722(3) 0.0687(11) Uani 1 1 d . . .
H6 H 0.4848 0.1768 0.6101 0.082 Uiso 1 1 calc R . .
C7 C 0.4139(4) 0.4391(7) 0.6314(3) 0.0725(12) Uani 1 1 d . . .
H7 H 0.4604 0.4509 0.7104 0.087 Uiso 1 1 calc R . .
C8 C 0.3322(4) 0.5829(6) 0.5767(4) 0.0716(12) Uani 1 1 d . . .
H8 H 0.3205 0.6925 0.6182 0.086 Uiso 1 1 calc R . .
C9 C 0.2655(3) 0.5680(6) 0.4588(4) 0.0610(10) Uani 1 1 d . . .
H9 H 0.2110 0.6698 0.4205 0.073 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.1137(19) 0.0806(18) 0.0584(15) -0.0057(12) 0.0192(13) 0.0458(14)
N1 0.090(2) 0.070(2) 0.0476(19) 0.0133(18) 0.0195(18) -0.0078(18)
N2 0.067(2) 0.055(2) 0.050(2) 0.0011(18) 0.0220(17) 0.0017(15)
O1 0.102(2) 0.085(2) 0.0430(16) 0.0195(16) 0.0185(15) 0.0004(18)
O2 0.099(2) 0.080(2) 0.0649(19) -0.0228(16) 0.0193(16) -0.0259(16)
O3 0.110(2) 0.069(2) 0.0509(18) 0.0095(15) 0.0297(16) -0.0124(15)
C1 0.081(3) 0.064(3) 0.052(2) 0.003(2) 0.025(2) 0.001(2)
C2 0.056(2) 0.053(2) 0.0366(19) 0.0090(18) 0.0178(16) 0.0087(17)
C3 0.054(2) 0.048(2) 0.0417(19) 0.0104(18) 0.0176(17) 0.0051(16)
C4 0.052(2) 0.049(2) 0.0379(19) -0.0010(17) 0.0191(16) 0.0044(17)
C5 0.065(2) 0.060(3) 0.040(2) -0.0061(18) 0.0221(18) 0.0143(19)
C6 0.080(3) 0.080(3) 0.043(2) 0.005(2) 0.017(2) 0.020(2)
C7 0.071(3) 0.101(4) 0.044(2) -0.011(2) 0.018(2) 0.000(3)
C8 0.073(3) 0.075(3) 0.069(3) -0.035(2) 0.027(2) -0.007(2)
C9 0.063(2) 0.057(3) 0.066(3) -0.002(2) 0.024(2) 0.0034(19)

_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
F1 C5 1.346(4) . ?
N1 C3 1.282(4) . ?
N1 O1 1.412(4) . ?
N2 O2 1.205(4) . ?
N2 O3 1.214(3) . ?
N2 C2 1.406(4) . ?
O1 C1 1.315(5) . ?
C1 C2 1.332(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.406(4) . ?
C3 C4 1.462(5) . ?
C4 C5 1.345(4) . ?
C4 C9 1.367(5) . ?
C5 C6 1.347(4) . ?
C6 C7 1.349(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.341(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.381(6) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

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
C3 N1 O1 106.2(3) . . ?
O2 N2 O3 123.7(3) . . ?
O2 N2 C2 117.9(3) . . ?
O3 N2 C2 118.3(3) . . ?
C1 O1 N1 108.6(3) . . ?
O1 C1 C2 109.2(4) . . ?
O1 C1 H1 125.4 . . ?
C2 C1 H1 125.4 . . ?
C1 C2 C3 106.0(3) . . ?
C1 C2 N2 124.2(4) . . ?
C3 C2 N2 129.6(3) . . ?
N1 C3 C2 110.1(3) . . ?
N1 C3 C4 118.4(3) . . ?
C2 C3 C4 131.6(3) . . ?
C5 C4 C9 117.0(3) . . ?
C5 C4 C3 121.3(3) . . ?
C9 C4 C3 121.4(3) . . ?
C4 C5 F1 117.6(3) . . ?
C4 C5 C6 123.4(3) . . ?
F1 C5 C6 118.9(3) . . ?
C5 C6 C7 118.9(4) . . ?
C5 C6 H6 120.6 . . ?
C7 C6 H6 120.6 . . ?
C8 C7 C6 120.3(4) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 119.9(4) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
C4 C9 C8 120.4(3) . . ?
C4 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?

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 O1 C1 -0.3(4) . . . . ?
N1 O1 C1 C2 0.6(4) . . . . ?
O1 C1 C2 C3 -0.6(4) . . . . ?
O1 C1 C2 N2 175.3(3) . . . . ?
O2 N2 C2 C1 11.7(5) . . . . ?
O3 N2 C2 C1 -167.6(3) . . . . ?
O2 N2 C2 C3 -173.4(3) . . . . ?
O3 N2 C2 C3 7.3(5) . . . . ?
O1 N1 C3 C2 -0.1(4) . . . . ?
O1 N1 C3 C4 179.8(3) . . . . ?
C1 C2 C3 N1 0.5(4) . . . . ?
N2 C2 C3 N1 -175.2(3) . . . . ?
C1 C2 C3 C4 -179.4(3) . . . . ?
N2 C2 C3 C4 5.0(6) . . . . ?
N1 C3 C4 C5 -125.3(4) . . . . ?
C2 C3 C4 C5 54.6(5) . . . . ?
N1 C3 C4 C9 49.6(5) . . . . ?
C2 C3 C4 C9 -130.5(4) . . . . ?
C9 C4 C5 F1 -178.0(3) . . . . ?
C3 C4 C5 F1 -2.9(5) . . . . ?
C9 C4 C5 C6 0.9(5) . . . . ?
C3 C4 C5 C6 176.1(3) . . . . ?
C4 C5 C6 C7 -0.5(6) . . . . ?
F1 C5 C6 C7 178.4(3) . . . . ?
C5 C6 C7 C8 0.8(6) . . . . ?
C6 C7 C8 C9 -1.6(6) . . . . ?
C5 C4 C9 C8 -1.7(5) . . . . ?
C3 C4 C9 C8 -176.8(3) . . . . ?
C7 C8 C9 C4 2.0(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.066
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_210805h
_database_code_depnum_ccdc_archive 'CCDC 2153382'
loop_
_audit_author_name
_audit_author_address
'Longjia Yan'
;Guizhou University
China
;
_audit_update_record             
;
2022-02-20 deposited with the CCDC.	2022-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H5 F N2 O3'
_chemical_formula_weight         208.15

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   12.2689(11)
_cell_length_b                   5.6700(5)
_cell_length_c                   12.1751(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.582(3)
_cell_angle_gamma                90.00
_cell_volume                     826.62(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1400
_cell_measurement_theta_min      2.665
_cell_measurement_theta_max      24.813

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.673
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9518
_exptl_absorpt_correction_T_max  0.9789
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            1432
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0732
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         25.02
_reflns_number_total             1432
_reflns_number_gt                1087
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0001P)²+1.6095P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1432
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0728
_refine_ls_wR_factor_ref         0.1478
_refine_ls_wR_factor_gt          0.1405
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.4704(2) 0.7422(6) 0.0164(3) 0.0509(9) Uani 1 1 d . . .
O1 O 0.1683(3) 0.4790(7) 0.4823(3) 0.0460(11) Uani 1 1 d . . .
O2 O 0.1103(3) 1.0447(7) 0.2297(3) 0.0465(11) Uani 1 1 d . . .
O3 O 0.0171(3) 1.0785(8) 0.3585(4) 0.0615(13) Uani 1 1 d . . .
N1 N 0.2393(4) 0.4523(9) 0.4059(3) 0.0389(11) Uani 1 1 d . . .
N2 N 0.0860(3) 0.9813(8) 0.3159(4) 0.0371(11) Uani 1 1 d . . .
C1 C 0.1114(4) 0.6722(10) 0.4575(4) 0.0377(13) Uani 1 1 d . . .
H1 H 0.0588 0.7288 0.4956 0.045 Uiso 1 1 calc R . .
C2 C 0.1391(4) 0.7773(9) 0.3701(3) 0.0248(11) Uani 1 1 d . . .
C3 C 0.2199(4) 0.6338(9) 0.3402(4) 0.0263(11) Uani 1 1 d . . .
C4 C 0.2839(4) 0.6644(8) 0.2520(4) 0.0234(10) Uani 1 1 d . . .
C5 C 0.3474(4) 0.8629(9) 0.2504(4) 0.0318(12) Uani 1 1 d . . .
H5 H 0.3469 0.9816 0.3030 0.038 Uiso 1 1 calc R . .
C6 C 0.4115(4) 0.8880(9) 0.1720(4) 0.0314(12) Uani 1 1 d . . .
H6 H 0.4565 1.0202 0.1722 0.038 Uiso 1 1 calc R . .
C7 C 0.4079(4) 0.7156(9) 0.0942(4) 0.0308(12) Uani 1 1 d . . .
C8 C 0.3469(4) 0.5186(9) 0.0927(4) 0.0358(13) Uani 1 1 d . . .
H8 H 0.3471 0.4024 0.0388 0.043 Uiso 1 1 calc R . .
C9 C 0.2842(4) 0.4926(9) 0.1725(4) 0.0311(12) Uani 1 1 d . . .
H9 H 0.2415 0.3572 0.1727 0.037 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.053(2) 0.054(2) 0.058(2) 0.0017(18) 0.0373(17) 0.0019(17)
O1 0.060(3) 0.047(3) 0.036(2) 0.0115(19) 0.0206(19) -0.004(2)
O2 0.038(2) 0.044(3) 0.059(3) 0.020(2) 0.0148(19) 0.0093(19)
O3 0.058(3) 0.061(3) 0.072(3) -0.011(3) 0.028(2) 0.023(2)
N1 0.046(3) 0.044(3) 0.029(2) 0.006(2) 0.012(2) 0.005(2)
N2 0.031(2) 0.038(3) 0.040(3) -0.001(2) 0.001(2) 0.001(2)
C1 0.038(3) 0.041(4) 0.036(3) -0.010(3) 0.013(2) -0.004(3)
C2 0.026(2) 0.031(3) 0.018(2) -0.002(2) 0.0058(19) -0.003(2)
C3 0.028(3) 0.034(3) 0.017(2) -0.001(2) 0.005(2) -0.004(2)
C4 0.024(2) 0.023(3) 0.023(2) -0.001(2) 0.0043(19) 0.003(2)
C5 0.035(3) 0.031(3) 0.029(3) -0.006(2) 0.006(2) 0.000(2)
C6 0.025(3) 0.029(3) 0.041(3) 0.001(3) 0.007(2) -0.004(2)
C7 0.032(3) 0.032(3) 0.031(3) 0.006(2) 0.012(2) 0.008(2)
C8 0.042(3) 0.030(3) 0.037(3) -0.003(2) 0.013(2) 0.005(3)
C9 0.031(3) 0.025(3) 0.039(3) -0.002(2) 0.010(2) -0.004(2)

_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
F1 C7 1.351(5) . ?
O1 C1 1.299(6) . ?
O1 N1 1.414(5) . ?
O2 N2 1.207(5) . ?
O3 N2 1.216(5) . ?
N1 C3 1.293(6) . ?
N2 C2 1.418(6) . ?
C1 C2 1.327(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.391(6) . ?
C3 C4 1.471(6) . ?
C4 C5 1.371(6) . ?
C4 C9 1.374(6) . ?
C5 C6 1.370(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.355(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.343(7) . ?
C8 C9 1.372(7) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

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 O1 N1 108.3(4) . . ?
C3 N1 O1 105.4(4) . . ?
O2 N2 O3 124.3(4) . . ?
O2 N2 C2 118.2(4) . . ?
O3 N2 C2 117.6(4) . . ?
O1 C1 C2 110.3(4) . . ?
O1 C1 H1 124.9 . . ?
C2 C1 H1 124.9 . . ?
C1 C2 C3 105.6(5) . . ?
C1 C2 N2 124.6(4) . . ?
C3 C2 N2 129.6(4) . . ?
N1 C3 C2 110.4(4) . . ?
N1 C3 C4 119.3(4) . . ?
C2 C3 C4 130.2(4) . . ?
C5 C4 C9 118.9(4) . . ?
C5 C4 C3 120.1(4) . . ?
C9 C4 C3 120.9(4) . . ?
C6 C5 C4 120.6(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 118.4(5) . . ?
C7 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C8 C7 F1 118.9(5) . . ?
C8 C7 C6 122.9(4) . . ?
F1 C7 C6 118.2(5) . . ?
C7 C8 C9 118.4(5) . . ?
C7 C8 H8 120.8 . . ?
C9 C8 H8 120.8 . . ?
C8 C9 C4 120.7(5) . . ?
C8 C9 H9 119.6 . . ?
C4 C9 H9 119.6 . . ?

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
C1 O1 N1 C3 0.2(5) . . . . ?
N1 O1 C1 C2 -0.1(6) . . . . ?
O1 C1 C2 C3 -0.1(6) . . . . ?
O1 C1 C2 N2 174.5(4) . . . . ?
O2 N2 C2 C1 -171.8(5) . . . . ?
O3 N2 C2 C1 6.9(7) . . . . ?
O2 N2 C2 C3 1.4(7) . . . . ?
O3 N2 C2 C3 -180.0(5) . . . . ?
O1 N1 C3 C2 -0.2(5) . . . . ?
O1 N1 C3 C4 177.9(4) . . . . ?
C1 C2 C3 N1 0.2(6) . . . . ?
N2 C2 C3 N1 -174.0(4) . . . . ?
C1 C2 C3 C4 -177.7(5) . . . . ?
N2 C2 C3 C4 8.1(8) . . . . ?
N1 C3 C4 C5 -120.9(5) . . . . ?
C2 C3 C4 C5 56.8(7) . . . . ?
N1 C3 C4 C9 56.9(6) . . . . ?
C2 C3 C4 C9 -125.3(6) . . . . ?
C9 C4 C5 C6 -1.1(7) . . . . ?
C3 C4 C5 C6 176.8(5) . . . . ?
C4 C5 C6 C7 2.0(7) . . . . ?
C5 C6 C7 C8 -2.1(7) . . . . ?
C5 C6 C7 F1 179.4(4) . . . . ?
F1 C7 C8 C9 179.6(4) . . . . ?
C6 C7 C8 C9 1.0(7) . . . . ?
C7 C8 C9 C4 0.0(7) . . . . ?
C5 C4 C9 C8 0.0(7) . . . . ?
C3 C4 C9 C8 -177.9(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.980
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.980
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.301
_refine_diff_density_rms         0.074
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_210806b
_database_code_depnum_ccdc_archive 'CCDC 2130134'
loop_
_audit_author_name
_audit_author_address
'Longjia Yan'
;Guizhou University
China
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-08-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H5 F N2 O3'
_chemical_formula_weight         208.15

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   18.3580(17)
_cell_length_b                   5.6716(8)
_cell_length_c                   8.2983(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.850(2)
_cell_angle_gamma                90.00
_cell_volume                     862.06(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    897
_cell_measurement_theta_min      3.312
_cell_measurement_theta_max      26.727

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      0
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    0.137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9627
_exptl_absorpt_correction_T_max  0.9932
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4040
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_av_sigmaI/netI    0.0624
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1488
_reflns_number_gt                948
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1360P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1488
_refine_ls_number_parameters     136
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1303
_refine_ls_R_factor_gt           0.0869
_refine_ls_wR_factor_ref         0.2481
_refine_ls_wR_factor_gt          0.2208
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.43354(19) -0.2879(8) 0.5405(5) 0.1258(16) Uani 1 1 d . . .
N1 N 0.1827(2) -0.3048(7) 0.8019(5) 0.0583(11) Uani 1 1 d . . .
N2 N 0.11970(19) 0.2060(6) 0.5749(4) 0.0492(10) Uani 1 1 d . . .
O1 O 0.10483(17) -0.3153(6) 0.7999(4) 0.0668(11) Uani 1 1 d . . .
O2 O 0.17296(17) 0.3053(6) 0.5280(4) 0.0655(10) Uani 1 1 d . . .
O3 O 0.05728(17) 0.2734(6) 0.5441(4) 0.0719(11) Uani 1 1 d . . .
C1 C 0.0768(2) -0.1322(9) 0.7209(5) 0.0572(12) Uani 1 1 d . . .
H1 H 0.0272 -0.0997 0.7034 0.069 Uiso 1 1 calc R . .
C2 C 0.13085(19) -0.0008(7) 0.6702(4) 0.0409(10) Uani 1 1 d . . .
C3 C 0.1972(2) -0.1140(8) 0.7226(5) 0.0469(11) Uani 1 1 d . . .
C4 C 0.2744(2) -0.0502(7) 0.7028(5) 0.0470(11) Uani 1 1 d . . .
C5 C 0.3184(2) -0.2054(8) 0.6256(5) 0.0572(12) Uani 1 1 d . . .
H5 H 0.2998 -0.3461 0.5827 0.069 Uiso 1 1 calc R . .
C6 C 0.3902(3) -0.1465(10) 0.6140(6) 0.0670(14) Uani 1 1 d . . .
C7 C 0.4197(2) 0.0541(11) 0.6739(6) 0.0733(16) Uani 1 1 d . . .
H7 H 0.4686 0.0895 0.6627 0.088 Uiso 1 1 calc R . .
C8 C 0.3754(3) 0.2067(10) 0.7528(6) 0.0704(15) Uani 1 1 d . . .
H8 H 0.3949 0.3450 0.7978 0.085 Uiso 1 1 calc R . .
C9 C 0.3026(2) 0.1557(8) 0.7654(5) 0.0581(13) Uani 1 1 d . . .
H9 H 0.2729 0.2610 0.8162 0.070 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.090(2) 0.156(4) 0.134(4) -0.029(3) 0.030(2) 0.031(2)
N1 0.060(2) 0.059(3) 0.055(2) 0.0115(19) -0.0003(17) -0.0038(18)
N2 0.050(2) 0.055(2) 0.042(2) 0.0005(17) 0.0038(16) 0.0021(17)
O1 0.066(2) 0.066(2) 0.068(2) 0.0149(17) 0.0055(16) -0.0153(16)
O2 0.064(2) 0.073(2) 0.060(2) 0.0202(16) 0.0074(15) -0.0033(16)
O3 0.0481(18) 0.088(3) 0.079(3) 0.0122(19) -0.0054(15) 0.0188(16)
C1 0.051(3) 0.071(3) 0.050(3) 0.002(2) 0.006(2) -0.007(2)
C2 0.045(2) 0.046(2) 0.0326(19) 0.0004(18) 0.0039(15) -0.0025(17)
C3 0.052(2) 0.053(3) 0.035(2) -0.0046(19) 0.0038(17) -0.0038(19)
C4 0.050(2) 0.053(3) 0.037(2) 0.0051(19) -0.0014(17) -0.0017(19)
C5 0.057(3) 0.064(3) 0.051(3) -0.007(2) 0.003(2) 0.013(2)
C6 0.051(3) 0.097(4) 0.054(3) 0.001(3) 0.008(2) 0.023(3)
C7 0.045(3) 0.108(5) 0.066(3) 0.014(3) 0.001(2) -0.003(3)
C8 0.061(3) 0.084(4) 0.066(3) 0.004(3) 0.001(2) -0.003(3)
C9 0.055(3) 0.060(3) 0.059(3) -0.004(2) 0.004(2) 0.001(2)

_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
F1 C6 1.309(6) . ?
N1 C3 1.303(5) . ?
N1 O1 1.429(5) . ?
N2 O2 1.215(4) . ?
N2 O3 1.219(4) . ?
N2 C2 1.422(5) . ?
O1 C1 1.314(6) . ?
C1 C2 1.332(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.419(5) . ?
C3 C4 1.482(5) . ?
C4 C9 1.366(6) . ?
C4 C5 1.381(6) . ?
C5 C6 1.369(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.342(8) . ?
C7 C8 1.383(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.377(6) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?

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
C3 N1 O1 105.5(3) . . ?
O2 N2 O3 123.6(4) . . ?
O2 N2 C2 118.2(3) . . ?
O3 N2 C2 118.3(4) . . ?
C1 O1 N1 109.3(3) . . ?
O1 C1 C2 108.9(4) . . ?
O1 C1 H1 125.6 . . ?
C2 C1 H1 125.6 . . ?
C1 C2 C3 107.0(4) . . ?
C1 C2 N2 123.7(4) . . ?
C3 C2 N2 129.2(3) . . ?
N1 C3 C2 109.3(3) . . ?
N1 C3 C4 119.2(4) . . ?
C2 C3 C4 131.5(4) . . ?
C9 C4 C5 120.1(4) . . ?
C9 C4 C3 120.6(4) . . ?
C5 C4 C3 119.3(4) . . ?
C6 C5 C4 118.3(4) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
F1 C6 C7 116.7(5) . . ?
F1 C6 C5 120.1(5) . . ?
C7 C6 C5 123.2(4) . . ?
C6 C7 C8 118.0(5) . . ?
C6 C7 H7 121.0 . . ?
C8 C7 H7 121.0 . . ?
C9 C8 C7 120.6(5) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C4 C9 C8 119.8(4) . . ?
C4 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?

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 O1 C1 -0.2(5) . . . . ?
N1 O1 C1 C2 0.0(5) . . . . ?
O1 C1 C2 C3 0.1(5) . . . . ?
O1 C1 C2 N2 177.3(4) . . . . ?
O2 N2 C2 C1 -176.1(4) . . . . ?
O3 N2 C2 C1 3.6(6) . . . . ?
O2 N2 C2 C3 0.5(6) . . . . ?
O3 N2 C2 C3 -179.9(4) . . . . ?
O1 N1 C3 C2 0.3(4) . . . . ?
O1 N1 C3 C4 179.7(3) . . . . ?
C1 C2 C3 N1 -0.3(5) . . . . ?
N2 C2 C3 N1 -177.2(4) . . . . ?
C1 C2 C3 C4 -179.6(4) . . . . ?
N2 C2 C3 C4 3.4(7) . . . . ?
N1 C3 C4 C9 -118.2(5) . . . . ?
C2 C3 C4 C9 61.2(6) . . . . ?
N1 C3 C4 C5 59.3(5) . . . . ?
C2 C3 C4 C5 -121.3(5) . . . . ?
C9 C4 C5 C6 -0.1(6) . . . . ?
C3 C4 C5 C6 -177.6(4) . . . . ?
C4 C5 C6 F1 -179.4(5) . . . . ?
C4 C5 C6 C7 0.0(7) . . . . ?
F1 C6 C7 C8 -179.8(5) . . . . ?
C5 C6 C7 C8 0.8(8) . . . . ?
C6 C7 C8 C9 -1.6(8) . . . . ?
C5 C4 C9 C8 -0.7(7) . . . . ?
C3 C4 C9 C8 176.8(4) . . . . ?
C7 C8 C9 C4 1.6(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         1.045
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.077
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
