# Supplementary Information (SI) for CrystEngComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2402298'
loop_
_audit_author_name
_audit_author_address
'Yi Wang'
;Northwestern Polytechnical University
China
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2024-11-14 downloaded from the CCDC.
;
_audit_creation_date             2022-10-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H6 F3 N5 O4'
_chemical_formula_sum            'C6 H6 F3 N5 O4'
_chemical_formula_weight         269.16
_chemical_absolute_configuration ?
_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 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   11.6467(3)
_cell_length_b                   5.65600(10)
_cell_length_c                   31.9545(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2104.96(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2495
_cell_measurement_temperature    293
_cell_measurement_theta_max      74.8320
_cell_measurement_theta_min      7.7140
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    1.565
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.699
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_unetI/netI     0.0680
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            8708
_diffrn_reflns_point_group_measured_fraction_full 0.837
_diffrn_reflns_point_group_measured_fraction_max 0.794
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.503
_diffrn_reflns_theta_min         5.538
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_reflns_Friedel_coverage         0.590
_reflns_Friedel_fraction_full    0.671
_reflns_Friedel_fraction_max     0.601
_reflns_number_gt                2881
_reflns_number_total             3559
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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         0.346
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 
;
 Flack x determined using 865 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.5(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         3559
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0664
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1020P)²+0.7985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1828
_refine_ls_wR_factor_ref         0.1933
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00U(H00C,H00D), C00V(H00E,H00F), C00X(H00I,H00J), C00Y(H00K,H00L)
2.b X=CH2 refined with riding coordinates:
 N00L(H00A,H00B), N00M(H00G,H00H)
;
_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
N001 N 0.3465(4) 0.2821(8) 0.62746(18) 0.0462(11) Uani 1 1 d . . . . .
O002 O 0.5934(5) -0.0588(12) 0.7102(3) 0.0782(18) Uani 1 1 d . . . . .
N003 N 0.6032(4) 0.7826(8) 0.37246(18) 0.0479(12) Uani 1 1 d . . . . .
N005 N 0.5514(5) 1.1166(10) 0.3271(2) 0.0584(15) Uani 1 1 d . . . . .
O006 O 0.2265(5) 0.6953(9) 0.6471(2) 0.0727(14) Uani 1 1 d . . . . .
O007 O 0.3156(6) 0.7113(10) 0.7060(2) 0.0800(17) Uani 1 1 d . . . . .
O008 O 0.4807(5) 1.1952(9) 0.3525(2) 0.0736(15) Uani 1 1 d . . . . .
N009 N 0.6734(4) 0.6009(8) 0.37181(18) 0.0483(12) Uani 1 1 d . . . . .
N00A N 0.5509(5) -0.0711(11) 0.6754(2) 0.0625(16) Uani 1 1 d . . . . .
O00B O 0.8252(5) 0.2695(10) 0.3495(2) 0.0849(17) Uani 1 1 d . . . . .
N00C N 0.8064(5) 0.4298(11) 0.3245(2) 0.0588(14) Uani 1 1 d . . . . .
N00D N 0.4146(4) 0.0954(8) 0.62783(19) 0.0515(12) Uani 1 1 d . . . . .
O00F O 0.5683(6) -0.2336(9) 0.6511(2) 0.0818(17) Uani 1 1 d . . . . .
O00G O 0.5726(6) 1.2150(11) 0.2933(2) 0.0853(18) Uani 1 1 d . . . . .
F00H F 0.5267(4) 0.4291(16) 0.5660(3) 0.115(2) Uani 1 1 d . . . . .
N00I N 0.2956(5) 0.6194(10) 0.6725(2) 0.0598(15) Uani 1 1 d . . . . .
O00J O 0.8495(6) 0.4442(13) 0.2895(3) 0.0824(19) Uani 1 1 d . . . . .
C00K C 0.6141(5) 0.9128(9) 0.3365(2) 0.0464(14) Uani 1 1 d . . . . .
N00L N 0.4808(6) 0.3735(12) 0.7261(2) 0.0673(16) Uani 1 1 d . . . . .
H00A H 0.454935 0.499913 0.737751 0.081 Uiso 1 1 calc R . . . .
H00B H 0.532301 0.290249 0.738539 0.081 Uiso 1 1 calc R . . . .
N00M N 0.7359(6) 0.8737(12) 0.2739(2) 0.0691(17) Uani 1 1 d . . . . .
H00G H 0.710874 1.001269 0.262483 0.083 Uiso 1 1 calc R . . . .
H00H H 0.787069 0.789836 0.261401 0.083 Uiso 1 1 calc R . . . .
C00N C 0.6961(5) 0.8068(10) 0.3106(2) 0.0487(14) Uani 1 1 d . . . . .
C00O C 0.4406(5) 0.3061(10) 0.6885(2) 0.0499(14) Uani 1 1 d . . . . .
C00P C 0.7270(5) 0.6106(9) 0.3353(2) 0.0467(13) Uani 1 1 d . . . . .
C00Q C 0.4713(5) 0.1060(9) 0.6645(2) 0.0475(13) Uani 1 1 d . . . . .
C00U C 0.2808(5) 0.3313(12) 0.5895(3) 0.0573(16) Uani 1 1 d . . . . .
H00C H 0.203410 0.375562 0.597509 0.069 Uiso 1 1 calc R . . . .
H00D H 0.275730 0.187061 0.573219 0.069 Uiso 1 1 calc R . . . .
C00V C 0.3289(8) 0.5204(17) 0.5626(4) 0.073(3) Uani 1 1 d . . . . .
H00E H 0.340617 0.660151 0.579647 0.088 Uiso 1 1 calc R . . . .
H00F H 0.272361 0.559897 0.541428 0.088 Uiso 1 1 calc R . . . .
C00W C 0.3583(5) 0.4144(12) 0.6635(2) 0.0493(14) Uani 1 1 d . . . . .
C00X C 0.5371(6) 0.8288(16) 0.4108(3) 0.0669(19) Uani 1 1 d . . . . .
H00I H 0.534052 0.685904 0.427526 0.080 Uiso 1 1 calc R . . . .
H00J H 0.459068 0.871490 0.403327 0.080 Uiso 1 1 calc R . . . .
C00Y C 0.5913(9) 1.0302(19) 0.4368(4) 0.080(3) Uani 1 1 d . . . . .
H00K H 0.607431 1.161823 0.418296 0.096 Uiso 1 1 calc R . . . .
H00L H 0.535134 1.083742 0.457152 0.096 Uiso 1 1 calc R . . . .
C4 C 0.4400(9) 0.463(3) 0.5410(3) 0.097(4) Uani 1 1 d . . . . .
F0AA F 0.4327(7) 0.265(3) 0.5202(4) 0.189(6) Uani 1 1 d . . . . .
F2 F 0.4663(10) 0.615(4) 0.5140(5) 0.222(9) Uani 1 1 d . . . . .
C0AA C 0.6957(9) 0.970(2) 0.4589(6) 0.102(4) Uani 1 1 d . . . . .
F1 F 0.7831(4) 0.9267(15) 0.4331(3) 0.114(2) Uani 1 1 d . . . . .
F1AA F 0.6897(7) 0.763(2) 0.4805(4) 0.174(5) Uani 1 1 d . . . . .
F4 F 0.7338(11) 1.135(3) 0.4839(4) 0.200(6) 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
N001 N00D 1.321(7) . ?
N001 C00U 1.460(10) . ?
N001 C00W 1.380(9) . ?
O002 N00A 1.218(10) . ?
N003 N009 1.313(7) . ?
N003 C00K 1.372(9) . ?
N003 C00X 1.469(10) . ?
N005 O008 1.239(9) . ?
N005 O00G 1.240(9) . ?
N005 C00K 1.397(8) . ?
O006 N00I 1.222(9) . ?
O007 N00I 1.212(9) . ?
N009 C00P 1.323(9) . ?
N00A O00F 1.222(10) . ?
N00A C00Q 1.409(9) . ?
O00B N00C 1.227(10) . ?
N00C O00J 1.228(11) . ?
N00C C00P 1.422(8) . ?
N00D C00Q 1.346(9) . ?
F00H C4 1.303(14) . ?
N00I C00W 1.401(9) . ?
C00K C00N 1.397(9) . ?
N00L H00A 0.8600 . ?
N00L H00B 0.8600 . ?
N00L C00O 1.345(10) . ?
N00M H00G 0.8600 . ?
N00M H00H 0.8600 . ?
N00M C00N 1.317(10) . ?
C00N C00P 1.409(9) . ?
C00O C00Q 1.414(9) . ?
C00O C00W 1.390(9) . ?
C00U H00C 0.9700 . ?
C00U H00D 0.9700 . ?
C00U C00V 1.483(13) . ?
C00V H00E 0.9700 . ?
C00V H00F 0.9700 . ?
C00V C4 1.502(14) . ?
C00X H00I 0.9700 . ?
C00X H00J 0.9700 . ?
C00X C00Y 1.546(13) . ?
C00Y H00K 0.9700 . ?
C00Y H00L 0.9700 . ?
C00Y C0AA 1.445(19) . ?
C4 F0AA 1.306(18) . ?
C4 F2 1.257(18) . ?
C0AA F1 1.332(16) . ?
C0AA F1AA 1.364(18) . ?
C0AA F4 1.304(17) . ?

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
N00D N001 C00U 118.3(5) . . ?
N00D N001 C00W 111.5(5) . . ?
C00W N001 C00U 129.9(5) . . ?
N009 N003 C00K 110.4(5) . . ?
N009 N003 C00X 118.6(6) . . ?
C00K N003 C00X 130.7(5) . . ?
O008 N005 O00G 122.8(6) . . ?
O008 N005 C00K 120.2(6) . . ?
O00G N005 C00K 116.9(7) . . ?
N003 N009 C00P 106.0(5) . . ?
O002 N00A O00F 123.8(8) . . ?
O002 N00A C00Q 117.0(7) . . ?
O00F N00A C00Q 119.0(7) . . ?
O00B N00C O00J 124.6(7) . . ?
O00B N00C C00P 119.3(7) . . ?
O00J N00C C00P 116.1(7) . . ?
N001 N00D C00Q 105.5(5) . . ?
O006 N00I C00W 119.8(6) . . ?
O007 N00I O006 124.3(6) . . ?
O007 N00I C00W 115.9(7) . . ?
N003 C00K N005 125.0(6) . . ?
N003 C00K C00N 109.2(5) . . ?
C00N C00K N005 125.8(6) . . ?
H00A N00L H00B 120.0 . . ?
C00O N00L H00A 120.0 . . ?
C00O N00L H00B 120.0 . . ?
H00G N00M H00H 120.0 . . ?
C00N N00M H00G 120.0 . . ?
C00N N00M H00H 120.0 . . ?
C00K C00N C00P 100.5(6) . . ?
N00M C00N C00K 130.1(6) . . ?
N00M C00N C00P 129.5(6) . . ?
N00L C00O C00Q 128.6(6) . . ?
N00L C00O C00W 129.0(6) . . ?
C00W C00O C00Q 102.4(6) . . ?
N009 C00P N00C 119.5(6) . . ?
N009 C00P C00N 113.9(5) . . ?
C00N C00P N00C 126.6(6) . . ?
N00A C00Q C00O 126.9(6) . . ?
N00D C00Q N00A 120.5(6) . . ?
N00D C00Q C00O 112.6(5) . . ?
N001 C00U H00C 108.5 . . ?
N001 C00U H00D 108.5 . . ?
N001 C00U C00V 114.9(6) . . ?
H00C C00U H00D 107.5 . . ?
C00V C00U H00C 108.5 . . ?
C00V C00U H00D 108.5 . . ?
C00U C00V H00E 108.3 . . ?
C00U C00V H00F 108.3 . . ?
C00U C00V C4 115.8(9) . . ?
H00E C00V H00F 107.4 . . ?
C4 C00V H00E 108.3 . . ?
C4 C00V H00F 108.3 . . ?
N001 C00W N00I 124.7(6) . . ?
N001 C00W C00O 108.0(6) . . ?
C00O C00W N00I 127.3(7) . . ?
N003 C00X H00I 109.3 . . ?
N003 C00X H00J 109.3 . . ?
N003 C00X C00Y 111.5(7) . . ?
H00I C00X H00J 108.0 . . ?
C00Y C00X H00I 109.3 . . ?
C00Y C00X H00J 109.3 . . ?
C00X C00Y H00K 108.4 . . ?
C00X C00Y H00L 108.4 . . ?
H00K C00Y H00L 107.4 . . ?
C0AA C00Y C00X 115.7(9) . . ?
C0AA C00Y H00K 108.4 . . ?
C0AA C00Y H00L 108.4 . . ?
F00H C4 C00V 114.6(9) . . ?
F00H C4 F0AA 103.7(13) . . ?
F0AA C4 C00V 111.3(10) . . ?
F2 C4 F00H 109.4(11) . . ?
F2 C4 C00V 112.1(13) . . ?
F2 C4 F0AA 104.8(14) . . ?
F1 C0AA C00Y 112.7(15) . . ?
F1 C0AA F1AA 101.2(11) . . ?
F1AA C0AA C00Y 113.9(10) . . ?
F4 C0AA C00Y 114.7(12) . . ?
F4 C0AA F1 104.5(10) . . ?
F4 C0AA F1AA 108.7(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
