# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_3a_auto
_database_code_depnum_ccdc_archive 'CCDC 2441948'
loop_
_audit_author_name
_audit_author_address
'Prashant Kumar'
;SRM University Delhi NCR Sonepat
India
;
_audit_update_record             
;
2025-04-08 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H17 N3 O3'
_chemical_formula_weight         347.36

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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   13.3576(15)
_cell_length_b                   9.1052(6)
_cell_length_c                   27.6587(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3364.0(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    256(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             1456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.094
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.991
_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      256(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18468
_diffrn_reflns_av_unetI/netI     0.0893
_diffrn_reflns_av_R_equivalents  0.1300
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.472
_diffrn_reflns_theta_max         31.106
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.799
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.799
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4324
_reflns_number_gt                2543
_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-2016/4 (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)+(0.2000P)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         4324
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1496
_refine_ls_R_factor_gt           0.0874
_refine_ls_wR_factor_ref         0.3501
_refine_ls_wR_factor_gt          0.2527
_refine_ls_goodness_of_fit_ref   1.208
_refine_ls_restrained_S_all      1.208
_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
O001 O 0.5931(2) 0.1156(2) 0.56769(8) 0.0506(7) Uani 1 1 d . . . . .
O002 O 0.2783(2) 0.2326(2) 0.68164(9) 0.0549(7) Uani 1 1 d . . . . .
O003 O 0.2194(2) -0.1258(3) 0.57092(8) 0.0558(8) Uani 1 1 d . . . . .
N004 N 0.2275(2) 0.0560(2) 0.62821(10) 0.0418(7) Uani 1 1 d . . . . .
N005 N 0.6182(2) 0.3601(2) 0.55510(9) 0.0396(7) Uani 1 1 d . . . . .
N006 N 0.6061(2) 0.4010(3) 0.65529(9) 0.0383(6) Uani 1 1 d . . . . .
C007 C 0.4776(2) 0.0727(3) 0.66678(10) 0.0382(7) Uani 1 1 d . . . . .
C008 C 0.6008(3) 0.2399(3) 0.58408(11) 0.0397(7) Uani 1 1 d . . . . .
C009 C 0.5687(3) 0.1480(3) 0.66976(10) 0.0389(7) Uani 1 1 d . . . . .
C00A C 0.5925(2) 0.2721(3) 0.63634(10) 0.0358(7) Uani 1 1 d . . . . .
C00B C 0.6232(2) 0.5186(3) 0.62426(11) 0.0371(7) Uani 1 1 d . . . . .
C00C C 0.2978(3) 0.1434(3) 0.65082(12) 0.0404(7) Uani 1 1 d . . . . .
C00D C 0.4598(3) -0.0402(3) 0.69986(12) 0.0492(9) Uani 1 1 d . . . . .
H00D H 0.398783 -0.089487 0.699131 0.059 Uiso 1 1 calc R U . . .
C00E C 0.6279(2) 0.5016(3) 0.57397(11) 0.0379(7) Uani 1 1 d . . . . .
C00F C 0.2678(3) -0.0386(3) 0.59468(10) 0.0430(8) Uani 1 1 d . . . . .
C00G C 0.6301(3) 0.6590(3) 0.64462(13) 0.0461(8) Uani 1 1 d . . . . .
H00G H 0.628832 0.669923 0.678049 0.055 Uiso 1 1 calc R U . . .
C00H C 0.6390(3) 0.1099(4) 0.70494(11) 0.0475(8) Uani 1 1 d . . . . .
H00H H 0.698410 0.162708 0.707524 0.057 Uiso 1 1 calc R U . . .
C00I C 0.4014(3) 0.1101(3) 0.62940(11) 0.0396(7) Uani 1 1 d . . . . .
H00I H 0.424485 0.197101 0.611735 0.047 Uiso 1 1 calc R U . . .
C00J C 0.1203(3) 0.0633(4) 0.63783(13) 0.0512(9) Uani 1 1 d . . . . .
H00A H 0.099374 -0.024708 0.654068 0.077 Uiso 1 1 calc R U . . .
H00B H 0.084674 0.072571 0.607845 0.077 Uiso 1 1 calc R U . . .
H00C H 0.106292 0.146769 0.657914 0.077 Uiso 1 1 calc R U . . .
C00K C 0.6431(3) 0.7631(3) 0.56593(15) 0.0544(9) Uani 1 1 d . . . . .
H00K H 0.649436 0.845744 0.546406 0.065 Uiso 1 1 calc R U . . .
C00L C 0.6389(3) 0.7804(3) 0.61565(15) 0.0535(9) Uani 1 1 d . . . . .
H00L H 0.641920 0.873707 0.629257 0.064 Uiso 1 1 calc R U . . .
C00M C 0.6272(4) 0.3337(4) 0.50304(12) 0.0557(10) Uani 1 1 d . . . . .
H00E H 0.623610 0.230134 0.496805 0.084 Uiso 1 1 calc R U . . .
H00F H 0.690235 0.371043 0.491759 0.084 Uiso 1 1 calc R U . . .
H00J H 0.573664 0.382716 0.486429 0.084 Uiso 1 1 calc R U . . .
C00N C 0.5311(3) -0.0803(4) 0.73372(12) 0.0558(10) Uani 1 1 d . . . . .
H00N H 0.518407 -0.157391 0.754911 0.067 Uiso 1 1 calc R U . . .
C00O C 0.6380(3) 0.6256(3) 0.54461(13) 0.0477(9) Uani 1 1 d . . . . .
H00O H 0.641312 0.616013 0.511176 0.057 Uiso 1 1 calc R U . . .
C00P C 0.3787(3) -0.0130(3) 0.59235(12) 0.0491(9) Uani 1 1 d . . . . .
H00M H 0.398334 0.017261 0.560084 0.059 Uiso 1 1 calc R U . . .
H00P H 0.414777 -0.101923 0.600647 0.059 Uiso 1 1 calc R U . . .
C00Q C 0.6206(3) -0.0064(4) 0.73604(12) 0.0574(10) Uani 1 1 d . . . . .
H00Q H 0.668835 -0.034354 0.758467 0.069 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
O001 C008 1.224(3) . ?
O002 C00C 1.206(4) . ?
O003 C00F 1.216(4) . ?
N004 C00F 1.375(4) . ?
N004 C00C 1.381(4) . ?
N004 C00J 1.458(4) . ?
N005 C008 1.376(4) . ?
N005 C00E 1.397(4) . ?
N005 C00M 1.465(4) . ?
N006 C00A 1.298(4) . ?
N006 C00B 1.391(4) . ?
C007 C00D 1.397(4) . ?
C007 C009 1.399(5) . ?
C007 C00I 1.490(4) . ?
C008 C00A 1.479(4) . ?
C009 C00H 1.396(5) . ?
C009 C00A 1.494(4) . ?
C00B C00G 1.400(4) . ?
C00B C00E 1.401(4) . ?
C00C C00I 1.536(5) . ?
C00D C00N 1.385(5) . ?
C00D H00D 0.9300 . ?
C00E C00O 1.397(4) . ?
C00F C00P 1.502(5) . ?
C00G C00L 1.371(5) . ?
C00G H00G 0.9300 . ?
C00H C00Q 1.386(5) . ?
C00H H00H 0.9300 . ?
C00I C00P 1.549(4) . ?
C00I H00I 0.9800 . ?
C00J H00A 0.9600 . ?
C00J H00B 0.9600 . ?
C00J H00C 0.9600 . ?
C00K C00L 1.385(5) . ?
C00K C00O 1.385(5) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00M H00E 0.9600 . ?
C00M H00F 0.9600 . ?
C00M H00J 0.9600 . ?
C00N C00Q 1.373(6) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00P H00M 0.9700 . ?
C00P H00P 0.9700 . ?
C00Q H00Q 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
C00F N004 C00C 113.6(3) . . ?
C00F N004 C00J 122.4(3) . . ?
C00C N004 C00J 124.0(3) . . ?
C008 N005 C00E 122.1(2) . . ?
C008 N005 C00M 117.2(2) . . ?
C00E N005 C00M 120.7(2) . . ?
C00A N006 C00B 118.0(2) . . ?
C00D C007 C009 118.1(3) . . ?
C00D C007 C00I 120.4(3) . . ?
C009 C007 C00I 121.5(3) . . ?
O001 C008 N005 122.3(3) . . ?
O001 C008 C00A 122.6(3) . . ?
N005 C008 C00A 115.1(2) . . ?
C00H C009 C007 120.3(3) . . ?
C00H C009 C00A 118.4(3) . . ?
C007 C009 C00A 121.3(3) . . ?
N006 C00A C008 124.3(3) . . ?
N006 C00A C009 117.6(2) . . ?
C008 C00A C009 118.1(2) . . ?
N006 C00B C00G 117.7(3) . . ?
N006 C00B C00E 122.4(2) . . ?
C00G C00B C00E 119.8(3) . . ?
O002 C00C N004 124.1(3) . . ?
O002 C00C C00I 126.9(3) . . ?
N004 C00C C00I 109.0(3) . . ?
C00N C00D C007 121.3(3) . . ?
C00N C00D H00D 119.4 . . ?
C007 C00D H00D 119.3 . . ?
N005 C00E C00O 122.5(3) . . ?
N005 C00E C00B 117.9(2) . . ?
C00O C00E C00B 119.5(3) . . ?
O003 C00F N004 124.4(4) . . ?
O003 C00F C00P 127.0(3) . . ?
N004 C00F C00P 108.5(3) . . ?
C00L C00G C00B 120.5(3) . . ?
C00L C00G H00G 119.8 . . ?
C00B C00G H00G 119.8 . . ?
C00Q C00H C009 120.2(3) . . ?
C00Q C00H H00H 119.9 . . ?
C009 C00H H00H 119.9 . . ?
C007 C00I C00C 113.1(3) . . ?
C007 C00I C00P 115.3(3) . . ?
C00C C00I C00P 102.8(3) . . ?
C007 C00I H00I 108.4 . . ?
C00C C00I H00I 108.4 . . ?
C00P C00I H00I 108.4 . . ?
N004 C00J H00A 109.5 . . ?
N004 C00J H00B 109.5 . . ?
H00A C00J H00B 109.5 . . ?
N004 C00J H00C 109.5 . . ?
H00A C00J H00C 109.5 . . ?
H00B C00J H00C 109.5 . . ?
C00L C00K C00O 121.6(3) . . ?
C00L C00K H00K 119.2 . . ?
C00O C00K H00K 119.2 . . ?
C00G C00L C00K 119.5(3) . . ?
C00G C00L H00L 120.3 . . ?
C00K C00L H00L 120.3 . . ?
N005 C00M H00E 109.5 . . ?
N005 C00M H00F 109.5 . . ?
H00E C00M H00F 109.5 . . ?
N005 C00M H00J 109.5 . . ?
H00E C00M H00J 109.5 . . ?
H00F C00M H00J 109.5 . . ?
C00Q C00N C00D 120.1(3) . . ?
C00Q C00N H00N 120.0 . . ?
C00D C00N H00N 120.0 . . ?
C00K C00O C00E 119.2(3) . . ?
C00K C00O H00O 120.4 . . ?
C00E C00O H00O 120.4 . . ?
C00F C00P C00I 106.1(3) . . ?
C00F C00P H00M 110.5 . . ?
C00I C00P H00M 110.5 . . ?
C00F C00P H00P 110.5 . . ?
C00I C00P H00P 110.5 . . ?
H00M C00P H00P 108.7 . . ?
C00N C00Q C00H 120.0(3) . . ?
C00N C00Q H00Q 120.0 . . ?
C00H C00Q H00Q 120.0 . . ?

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
C00E N005 C008 O001 -179.4(3) . . . . ?
C00M N005 C008 O001 0.1(5) . . . . ?
C00E N005 C008 C00A 0.4(5) . . . . ?
C00M N005 C008 C00A 179.9(3) . . . . ?
C00D C007 C009 C00H 0.1(4) . . . . ?
C00I C007 C009 C00H -179.5(3) . . . . ?
C00D C007 C009 C00A -178.7(3) . . . . ?
C00I C007 C009 C00A 1.6(4) . . . . ?
C00B N006 C00A C008 4.3(5) . . . . ?
C00B N006 C00A C009 -176.8(3) . . . . ?
O001 C008 C00A N006 175.8(3) . . . . ?
N005 C008 C00A N006 -4.0(5) . . . . ?
O001 C008 C00A C009 -3.1(5) . . . . ?
N005 C008 C00A C009 177.1(3) . . . . ?
C00H C009 C00A N006 -61.5(4) . . . . ?
C007 C009 C00A N006 117.3(3) . . . . ?
C00H C009 C00A C008 117.4(3) . . . . ?
C007 C009 C00A C008 -63.7(4) . . . . ?
C00A N006 C00B C00G 175.2(3) . . . . ?
C00A N006 C00B C00E -1.1(4) . . . . ?
C00F N004 C00C O002 -179.3(3) . . . . ?
C00J N004 C00C O002 1.7(5) . . . . ?
C00F N004 C00C C00I 2.1(3) . . . . ?
C00J N004 C00C C00I -176.9(3) . . . . ?
C009 C007 C00D C00N -2.0(5) . . . . ?
C00I C007 C00D C00N 177.6(3) . . . . ?
C008 N005 C00E C00O -175.0(3) . . . . ?
C00M N005 C00E C00O 5.5(5) . . . . ?
C008 N005 C00E C00B 2.4(5) . . . . ?
C00M N005 C00E C00B -177.1(3) . . . . ?
N006 C00B C00E N005 -2.2(5) . . . . ?
C00G C00B C00E N005 -178.4(3) . . . . ?
N006 C00B C00E C00O 175.3(3) . . . . ?
C00G C00B C00E C00O -1.0(5) . . . . ?
C00C N004 C00F O003 179.4(3) . . . . ?
C00J N004 C00F O003 -1.6(4) . . . . ?
C00C N004 C00F C00P -1.5(3) . . . . ?
C00J N004 C00F C00P 177.5(3) . . . . ?
N006 C00B C00G C00L -174.7(3) . . . . ?
C00E C00B C00G C00L 1.7(5) . . . . ?
C007 C009 C00H C00Q 2.4(5) . . . . ?
C00A C009 C00H C00Q -178.8(3) . . . . ?
C00D C007 C00I C00C 54.5(3) . . . . ?
C009 C007 C00I C00C -125.9(3) . . . . ?
C00D C007 C00I C00P -63.4(4) . . . . ?
C009 C007 C00I C00P 116.2(3) . . . . ?
O002 C00C C00I C007 54.8(4) . . . . ?
N004 C00C C00I C007 -126.6(3) . . . . ?
O002 C00C C00I C00P 179.7(3) . . . . ?
N004 C00C C00I C00P -1.7(3) . . . . ?
C00B C00G C00L C00K -1.5(6) . . . . ?
C00O C00K C00L C00G 0.4(6) . . . . ?
C007 C00D C00N C00Q 1.6(5) . . . . ?
C00L C00K C00O C00E 0.3(6) . . . . ?
N005 C00E C00O C00K 177.3(3) . . . . ?
C00B C00E C00O C00K -0.1(5) . . . . ?
O003 C00F C00P C00I 179.4(3) . . . . ?
N004 C00F C00P C00I 0.3(3) . . . . ?
C007 C00I C00P C00F 124.3(3) . . . . ?
C00C C00I C00P C00F 0.8(3) . . . . ?
C00D C00N C00Q C00H 1.0(5) . . . . ?
C009 C00H C00Q C00N -2.9(5) . . . . ?

_refine_diff_density_max         0.623
_refine_diff_density_min         -0.653
_refine_diff_density_rms         0.188

####################################################################### 
# 
# 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_3d_auto
_database_code_depnum_ccdc_archive 'CCDC 2441949'
loop_
_audit_author_name
_audit_author_address
'Prashant Kumar'
;SRM University Delhi NCR Sonepat
India
;
_audit_update_record             
;
2025-04-08 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;
_audit_creation_date             2025-04-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        
3-(5-fluoro-2-(4-methyl-3-oxo-3,4-dihydroquinoxalin-2-yl)phenyl)-1-methylpyrrolidine-2,5-dione
_chemical_formula_moiety         'C20 H16 F N3 O3'
_chemical_formula_sum            'C20 H16 F N3 O3'
_chemical_formula_weight         365.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O F'
_chemical_oxdiff_usercomment     11-01-2025
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'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   14.9270(8)
_cell_length_b                   11.3024(5)
_cell_length_c                   20.4930(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3457.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    224(100)
_cell_measurement_theta_max      31.0240
_cell_measurement_theta_min      1.9740
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.106a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             1520
_exptl_crystal_preparation       'SLOW EVAPORATION IN ETHANOL AND CHLOROFORM'
_exptl_crystal_recrystallization_method 
'SLOW EVAPORATION IN ETHANOL AND CHLOROFORM'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1005
_diffrn_reflns_av_unetI/netI     0.0822
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.793
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            20086
_diffrn_reflns_point_group_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.705
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.197
_diffrn_reflns_theta_min         1.988
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      224(100)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.793
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  40.00   0.50    7.00    --    6.31  82.00   8.00   50
  2  ω     11.00  79.00   0.50    7.00    --    6.31  77.00-101.00  136
  3  ω    -23.00  27.00   0.50    7.00    --   -5.22 -99.00  90.00  100
  4  ω     -7.00  34.00   0.50    7.00    --    6.31 -99.00  90.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0133124000
_diffrn_orient_matrix_UB_12      -0.0180812000
_diffrn_orient_matrix_UB_13      0.0505623000
_diffrn_orient_matrix_UB_21      0.0328148000
_diffrn_orient_matrix_UB_22      0.0239173000
_diffrn_orient_matrix_UB_23      0.0131158000
_diffrn_orient_matrix_UB_31      -0.0317419000
_diffrn_orient_matrix_UB_32      0.0172317000
_diffrn_orient_matrix_UB_33      0.0347984000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.735
_reflns_Friedel_fraction_full    0.866
_reflns_Friedel_fraction_max     0.613
_reflns_number_gt                5351
_reflns_number_total             7915
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.106a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/4 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.389
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Flack x determined using 1779 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.9(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         7915
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0657
_refine_ls_restrained_S_all      1.072
_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)+(0.0980P)²+0.1602P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1701
_refine_ls_wR_factor_ref         0.1935
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00J(H00J), C00W(H00W)
2.b Secondary CH2 refined with riding coordinates:
 C00Z(H00A,H00B), C019(H01K,H01L)
2.c Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00V(H00V), C00Y(H00Y), C012(H012), C014(H014), C015(H015),
 C016(H016), C017(H017), C018(H018), C01A(H01D), C01C(H01M), C01F(H01F),
 C01G(H01G), C01H(H01H)
2.d Idealised Me refined as rotating group:
 C011(H01A,H01B,H01C), C01D(H01N,H01O,H01P), C01E(H01Q,H01R,H01S), C01I(H01E,
 H01I,H01J)
;
_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
F001 F 0.5675(3) 1.0611(2) 0.4550(2) 0.0551(9) Uani 1 1 d . . . . .
O002 O 0.5064(3) 0.5047(3) 0.47728(18) 0.0367(8) Uani 1 1 d . . . . .
O003 O 0.3177(3) 0.6411(3) 0.3949(2) 0.0452(10) Uani 1 1 d . . . . .
O004 O 0.7689(3) 0.5130(3) 0.52536(18) 0.0389(8) Uani 1 1 d . . . . .
O005 O 0.5829(2) 0.6400(3) 0.61154(19) 0.0412(9) Uani 1 1 d . . . . .
N006 N 0.6337(3) 0.4366(3) 0.42942(19) 0.0290(9) Uani 1 1 d . . . . .
O007 O 1.0295(3) 0.4174(4) 0.6234(2) 0.0539(12) Uani 1 1 d . . . . .
F008 F 0.8203(3) 1.0637(3) 0.5503(2) 0.0710(13) Uani 1 1 d . . . . .
O009 O 0.7649(3) 0.4179(4) 0.3728(2) 0.0506(11) Uani 1 1 d . . . . .
N00A N 0.7919(3) 0.5573(3) 0.68118(19) 0.0318(9) Uani 1 1 d . . . . .
N00B N 0.5243(3) 0.5628(3) 0.32016(19) 0.0303(9) Uani 1 1 d . . . . .
N00C N 0.6223(3) 0.4626(4) 0.6561(2) 0.0328(9) Uani 1 1 d . . . . .
N00D N 0.3561(3) 0.4660(4) 0.3480(2) 0.0348(10) Uani 1 1 d . . . . .
N00E N 0.9011(3) 0.4411(3) 0.5645(2) 0.0359(10) Uani 1 1 d . . . . .
C00F C 0.4652(3) 0.6223(4) 0.3528(2) 0.0292(10) Uani 1 1 d . . . . .
C00G C 0.5783(3) 0.5245(4) 0.4526(2) 0.0283(10) Uani 1 1 d . . . . .
C00H C 0.3735(3) 0.5798(4) 0.3672(2) 0.0335(11) Uani 1 1 d . . . . .
C00I C 0.5926(3) 0.8570(4) 0.4462(3) 0.0324(11) Uani 1 1 d . . . . .
H00I H 0.643186 0.865081 0.473127 0.039 Uiso 1 1 calc R U . . .
C00J C 0.6249(3) 0.6424(4) 0.4434(2) 0.0262(10) Uani 1 1 d . . . . .
H00J H 0.650027 0.663935 0.486544 0.031 Uiso 1 1 calc R U . . .
C00K C 0.8304(3) 0.7478(4) 0.5816(3) 0.0300(11) Uani 1 1 d . . . . .
C00L C 0.6392(3) 0.5775(4) 0.6381(2) 0.0302(10) Uani 1 1 d . . . . .
C00M C 0.5422(4) 0.9548(4) 0.4296(3) 0.0374(12) Uani 1 1 d . . . . .
C00N C 0.7578(3) 0.7364(4) 0.6243(2) 0.0276(10) Uani 1 1 d . . . . .
C00O C 0.7318(3) 0.6196(4) 0.6510(2) 0.0289(10) Uani 1 1 d . . . . .
C00P C 0.6871(4) 0.3922(4) 0.6854(2) 0.0315(11) Uani 1 1 d . . . . .
C00Q C 0.7082(3) 0.4806(4) 0.3981(2) 0.0317(10) Uani 1 1 d . . . . .
C00R C 0.4930(3) 0.7390(4) 0.3811(2) 0.0294(11) Uani 1 1 d . . . . .
C00S C 0.5033(4) 0.4482(4) 0.3013(2) 0.0320(11) Uani 1 1 d . . . . .
C00T C 0.5675(3) 0.7457(4) 0.4224(3) 0.0282(10) Uani 1 1 d . . . . .
C00U C 0.8430(3) 0.5295(4) 0.5469(2) 0.0295(10) Uani 1 1 d . . . . .
C00V C 0.7067(4) 0.8352(5) 0.6400(3) 0.0349(11) Uani 1 1 d . . . . .
H00V H 0.656440 0.826158 0.667150 0.042 Uiso 1 1 calc R U . . .
C00W C 0.8890(3) 0.6477(4) 0.5579(2) 0.0309(10) Uani 1 1 d . . . . .
H00W H 0.912582 0.672598 0.514858 0.037 Uiso 1 1 calc R U . . .
C00X C 0.7711(4) 0.4425(4) 0.6994(2) 0.0328(11) Uani 1 1 d . . . . .
C00Y C 0.4433(4) 0.8401(4) 0.3661(3) 0.0368(11) Uani 1 1 d . . . . .
H00Y H 0.392355 0.833735 0.339336 0.044 Uiso 1 1 calc R U . . .
C00Z C 0.7053(3) 0.6135(4) 0.3995(2) 0.0303(10) Uani 1 1 d . . . . .
H00A H 0.696566 0.645561 0.355529 0.036 Uiso 1 1 calc R U . . .
H00B H 0.760755 0.645927 0.417748 0.036 Uiso 1 1 calc R U . . .
C010 C 0.9749(4) 0.4822(4) 0.5989(2) 0.0345(11) Uani 1 1 d . . . . .
C011 C 0.6149(4) 0.3114(4) 0.4376(3) 0.0423(13) Uani 1 1 d . . . . .
H01A H 0.642054 0.283576 0.477723 0.063 Uiso 1 1 calc R U . . .
H01B H 0.639533 0.267829 0.400940 0.063 Uiso 1 1 calc R U . . .
H01C H 0.550645 0.299283 0.439431 0.063 Uiso 1 1 calc R U . . .
C012 C 0.8235(4) 0.2579(5) 0.7428(3) 0.0481(15) Uani 1 1 d . . . . .
H012 H 0.868842 0.211986 0.762015 0.058 Uiso 1 1 calc R U . . .
C013 C 0.4202(3) 0.3955(4) 0.3171(2) 0.0335(11) Uani 1 1 d . . . . .
C014 C 0.8518(4) 0.8607(4) 0.5574(3) 0.0380(13) Uani 1 1 d . . . . .
H014 H 0.901109 0.871214 0.529500 0.046 Uiso 1 1 calc R U . . .
C015 C 0.6726(4) 0.2727(5) 0.7006(3) 0.0400(13) Uani 1 1 d . . . . .
H015 H 0.616881 0.237312 0.691769 0.048 Uiso 1 1 calc R U . . .
C016 C 0.7279(4) 0.9469(4) 0.6164(3) 0.0435(13) Uani 1 1 d . . . . .
H016 H 0.694497 1.014097 0.628302 0.052 Uiso 1 1 calc R U . . .
C017 C 0.7403(4) 0.2078(5) 0.7286(3) 0.0464(14) Uani 1 1 d . . . . .
H017 H 0.730382 0.127602 0.738322 0.056 Uiso 1 1 calc R U . . .
C018 C 0.4685(4) 0.9503(4) 0.3904(3) 0.0403(12) Uani 1 1 d . . . . .
H018 H 0.435864 1.019031 0.380145 0.048 Uiso 1 1 calc R U . . .
C019 C 0.9714(3) 0.6151(4) 0.5998(2) 0.0335(10) Uani 1 1 d . . . . .
H01K H 1.026151 0.648784 0.581122 0.040 Uiso 1 1 calc R U . . .
H01L H 0.964347 0.644512 0.644508 0.040 Uiso 1 1 calc R U . . .
C01A C 0.4061(4) 0.2770(5) 0.3029(3) 0.0413(12) Uani 1 1 d . . . . .
H01D H 0.351068 0.241132 0.313278 0.050 Uiso 1 1 calc R U . . .
C01B C 0.8000(4) 0.9546(4) 0.5750(3) 0.0425(14) Uani 1 1 d . . . . .
C01C C 0.8384(4) 0.3751(5) 0.7284(3) 0.0436(13) Uani 1 1 d . . . . .
H01M H 0.894035 0.409815 0.738133 0.052 Uiso 1 1 calc R U . . .
C01D C 0.5341(4) 0.4135(5) 0.6398(3) 0.0441(14) Uani 1 1 d . . . . .
H01N H 0.500044 0.401329 0.679568 0.066 Uiso 1 1 calc R U . . .
H01O H 0.541654 0.338548 0.617464 0.066 Uiso 1 1 calc R U . . .
H01P H 0.502260 0.468257 0.611676 0.066 Uiso 1 1 calc R U . . .
C01E C 0.8801(4) 0.3155(4) 0.5561(3) 0.0490(14) Uani 1 1 d . . . . .
H01Q H 0.860614 0.282515 0.597410 0.074 Uiso 1 1 calc R U . . .
H01R H 0.933037 0.273806 0.541120 0.074 Uiso 1 1 calc R U . . .
H01S H 0.832607 0.306876 0.524076 0.074 Uiso 1 1 calc R U . . .
C01F C 0.5692(4) 0.3810(5) 0.2704(2) 0.0390(12) Uani 1 1 d . . . . .
H01F H 0.623835 0.416352 0.258633 0.047 Uiso 1 1 calc R U . . .
C01G C 0.4735(5) 0.2119(5) 0.2734(2) 0.0460(14) Uani 1 1 d . . . . .
H01G H 0.463926 0.131375 0.264238 0.055 Uiso 1 1 calc R U . . .
C01H C 0.5547(5) 0.2635(5) 0.2571(3) 0.0458(14) Uani 1 1 d . . . . .
H01H H 0.599760 0.218122 0.237105 0.055 Uiso 1 1 calc R U . . .
C01I C 0.2680(4) 0.4168(6) 0.3649(4) 0.0531(16) Uani 1 1 d . . . . .
H01E H 0.275127 0.357099 0.398523 0.080 Uiso 1 1 calc R U . . .
H01I H 0.241283 0.381243 0.326485 0.080 Uiso 1 1 calc R U . . .
H01J H 0.229537 0.479555 0.380904 0.080 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
F001 C00M 1.364(6) . ?
O002 C00G 1.207(6) . ?
O003 C00H 1.223(6) . ?
O004 C00U 1.205(6) . ?
O005 C00L 1.226(6) . ?
N006 C00G 1.377(6) . ?
N006 C00Q 1.377(7) . ?
N006 C011 1.452(6) . ?
O007 C010 1.205(6) . ?
F008 C01B 1.367(6) . ?
O009 C00Q 1.220(6) . ?
N00A C00O 1.297(6) . ?
N00A C00X 1.386(6) . ?
N00B C00F 1.295(6) . ?
N00B C00S 1.388(6) . ?
N00C C00L 1.373(6) . ?
N00C C00P 1.389(7) . ?
N00C C01D 1.467(7) . ?
N00D C00H 1.371(6) . ?
N00D C013 1.397(7) . ?
N00D C01I 1.468(7) . ?
N00E C00U 1.371(6) . ?
N00E C010 1.388(7) . ?
N00E C01E 1.464(6) . ?
C00F C00H 1.480(7) . ?
C00F C00R 1.500(6) . ?
C00G C00J 1.515(6) . ?
C00I H00I 0.9400 . ?
C00I C00M 1.379(7) . ?
C00I C00T 1.400(6) . ?
C00J H00J 0.9900 . ?
C00J C00T 1.510(6) . ?
C00J C00Z 1.536(7) . ?
C00K C00N 1.398(7) . ?
C00K C00W 1.510(6) . ?
C00K C014 1.406(7) . ?
C00L C00O 1.485(7) . ?
C00M C018 1.364(8) . ?
C00N C00O 1.480(6) . ?
C00N C00V 1.391(7) . ?
C00P C00X 1.408(7) . ?
C00P C015 1.403(7) . ?
C00Q C00Z 1.502(7) . ?
C00R C00T 1.400(7) . ?
C00R C00Y 1.397(7) . ?
C00S C013 1.413(7) . ?
C00S C01F 1.394(7) . ?
C00U C00W 1.518(7) . ?
C00V H00V 0.9400 . ?
C00V C016 1.388(7) . ?
C00W H00W 0.9900 . ?
C00W C019 1.545(7) . ?
C00X C01C 1.393(7) . ?
C00Y H00Y 0.9400 . ?
C00Y C018 1.393(7) . ?
C00Z H00A 0.9800 . ?
C00Z H00B 0.9800 . ?
C010 C019 1.503(7) . ?
C011 H01A 0.9700 . ?
C011 H01B 0.9700 . ?
C011 H01C 0.9700 . ?
C012 H012 0.9400 . ?
C012 C017 1.395(9) . ?
C012 C01C 1.376(8) . ?
C013 C01A 1.386(7) . ?
C014 H014 0.9400 . ?
C014 C01B 1.361(8) . ?
C015 H015 0.9400 . ?
C015 C017 1.375(8) . ?
C016 H016 0.9400 . ?
C016 C01B 1.375(8) . ?
C017 H017 0.9400 . ?
C018 H018 0.9400 . ?
C019 H01K 0.9800 . ?
C019 H01L 0.9800 . ?
C01A H01D 0.9400 . ?
C01A C01G 1.386(9) . ?
C01C H01M 0.9400 . ?
C01D H01N 0.9700 . ?
C01D H01O 0.9700 . ?
C01D H01P 0.9700 . ?
C01E H01Q 0.9700 . ?
C01E H01R 0.9700 . ?
C01E H01S 0.9700 . ?
C01F H01F 0.9400 . ?
C01F C01H 1.373(8) . ?
C01G H01G 0.9400 . ?
C01G C01H 1.386(10) . ?
C01H H01H 0.9400 . ?
C01I H01E 0.9700 . ?
C01I H01I 0.9700 . ?
C01I H01J 0.9700 . ?

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
C00G N006 C00Q 112.7(4) . . ?
C00G N006 C011 123.2(4) . . ?
C00Q N006 C011 124.1(4) . . ?
C00O N00A C00X 118.8(4) . . ?
C00F N00B C00S 118.3(4) . . ?
C00L N00C C00P 122.0(4) . . ?
C00L N00C C01D 117.5(4) . . ?
C00P N00C C01D 120.4(4) . . ?
C00H N00D C013 122.4(4) . . ?
C00H N00D C01I 117.2(4) . . ?
C013 N00D C01I 120.3(4) . . ?
C00U N00E C010 113.0(4) . . ?
C00U N00E C01E 122.7(5) . . ?
C010 N00E C01E 123.7(4) . . ?
N00B C00F C00H 124.4(4) . . ?
N00B C00F C00R 117.8(4) . . ?
C00H C00F C00R 117.7(4) . . ?
O002 C00G N006 123.1(4) . . ?
O002 C00G C00J 128.5(4) . . ?
N006 C00G C00J 108.4(4) . . ?
O003 C00H N00D 122.4(5) . . ?
O003 C00H C00F 122.6(5) . . ?
N00D C00H C00F 115.0(4) . . ?
C00M C00I H00I 120.4 . . ?
C00M C00I C00T 119.2(5) . . ?
C00T C00I H00I 120.4 . . ?
C00G C00J H00J 106.2 . . ?
C00G C00J C00Z 104.1(4) . . ?
C00T C00J C00G 117.1(4) . . ?
C00T C00J H00J 106.2 . . ?
C00T C00J C00Z 116.1(4) . . ?
C00Z C00J H00J 106.2 . . ?
C00N C00K C00W 125.5(4) . . ?
C00N C00K C014 118.7(4) . . ?
C014 C00K C00W 115.8(5) . . ?
O005 C00L N00C 122.5(5) . . ?
O005 C00L C00O 122.2(4) . . ?
N00C C00L C00O 115.3(4) . . ?
F001 C00M C00I 117.5(5) . . ?
F001 C00M C018 118.7(5) . . ?
C018 C00M C00I 123.8(5) . . ?
C00K C00N C00O 121.1(4) . . ?
C00V C00N C00K 119.7(4) . . ?
C00V C00N C00O 119.2(4) . . ?
N00A C00O C00L 123.7(4) . . ?
N00A C00O C00N 118.6(4) . . ?
C00N C00O C00L 117.6(4) . . ?
N00C C00P C00X 118.5(4) . . ?
N00C C00P C015 122.7(5) . . ?
C015 C00P C00X 118.7(5) . . ?
N006 C00Q C00Z 109.2(4) . . ?
O009 C00Q N006 123.3(5) . . ?
O009 C00Q C00Z 127.5(5) . . ?
C00T C00R C00F 120.1(4) . . ?
C00Y C00R C00F 119.2(5) . . ?
C00Y C00R C00T 120.7(4) . . ?
N00B C00S C013 121.8(4) . . ?
N00B C00S C01F 118.4(5) . . ?
C01F C00S C013 119.6(5) . . ?
C00I C00T C00J 116.4(5) . . ?
C00I C00T C00R 118.1(4) . . ?
C00R C00T C00J 125.5(4) . . ?
O004 C00U N00E 124.3(4) . . ?
O004 C00U C00W 127.2(4) . . ?
N00E C00U C00W 108.4(4) . . ?
C00N C00V H00V 119.1 . . ?
C016 C00V C00N 121.7(5) . . ?
C016 C00V H00V 119.1 . . ?
C00K C00W C00U 116.4(4) . . ?
C00K C00W H00W 106.2 . . ?
C00K C00W C019 117.4(4) . . ?
C00U C00W H00W 106.2 . . ?
C00U C00W C019 103.4(4) . . ?
C019 C00W H00W 106.2 . . ?
N00A C00X C00P 121.5(4) . . ?
N00A C00X C01C 117.7(5) . . ?
C01C C00X C00P 120.6(5) . . ?
C00R C00Y H00Y 119.7 . . ?
C018 C00Y C00R 120.6(5) . . ?
C018 C00Y H00Y 119.7 . . ?
C00J C00Z H00A 110.9 . . ?
C00J C00Z H00B 110.9 . . ?
C00Q C00Z C00J 104.3(4) . . ?
C00Q C00Z H00A 110.9 . . ?
C00Q C00Z H00B 110.9 . . ?
H00A C00Z H00B 108.9 . . ?
O007 C010 N00E 123.0(5) . . ?
O007 C010 C019 128.8(5) . . ?
N00E C010 C019 108.3(4) . . ?
N006 C011 H01A 109.5 . . ?
N006 C011 H01B 109.5 . . ?
N006 C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
C017 C012 H012 120.3 . . ?
C01C C012 H012 120.3 . . ?
C01C C012 C017 119.4(5) . . ?
N00D C013 C00S 117.7(4) . . ?
C01A C013 N00D 122.7(5) . . ?
C01A C013 C00S 119.5(5) . . ?
C00K C014 H014 120.5 . . ?
C01B C014 C00K 119.0(5) . . ?
C01B C014 H014 120.5 . . ?
C00P C015 H015 120.2 . . ?
C017 C015 C00P 119.5(6) . . ?
C017 C015 H015 120.2 . . ?
C00V C016 H016 121.6 . . ?
C01B C016 C00V 116.8(5) . . ?
C01B C016 H016 121.6 . . ?
C012 C017 H017 119.2 . . ?
C015 C017 C012 121.7(5) . . ?
C015 C017 H017 119.2 . . ?
C00M C018 C00Y 117.5(5) . . ?
C00M C018 H018 121.3 . . ?
C00Y C018 H018 121.3 . . ?
C00W C019 H01K 110.7 . . ?
C00W C019 H01L 110.7 . . ?
C010 C019 C00W 105.0(4) . . ?
C010 C019 H01K 110.7 . . ?
C010 C019 H01L 110.7 . . ?
H01K C019 H01L 108.8 . . ?
C013 C01A H01D 120.2 . . ?
C01G C01A C013 119.6(5) . . ?
C01G C01A H01D 120.2 . . ?
F008 C01B C016 117.3(5) . . ?
C014 C01B F008 118.7(5) . . ?
C014 C01B C016 124.0(5) . . ?
C00X C01C H01M 120.0 . . ?
C012 C01C C00X 120.1(6) . . ?
C012 C01C H01M 120.0 . . ?
N00C C01D H01N 109.5 . . ?
N00C C01D H01O 109.5 . . ?
N00C C01D H01P 109.5 . . ?
H01N C01D H01O 109.5 . . ?
H01N C01D H01P 109.5 . . ?
H01O C01D H01P 109.5 . . ?
N00E C01E H01Q 109.5 . . ?
N00E C01E H01R 109.5 . . ?
N00E C01E H01S 109.5 . . ?
H01Q C01E H01R 109.5 . . ?
H01Q C01E H01S 109.5 . . ?
H01R C01E H01S 109.5 . . ?
C00S C01F H01F 119.8 . . ?
C01H C01F C00S 120.4(6) . . ?
C01H C01F H01F 119.8 . . ?
C01A C01G H01G 119.4 . . ?
C01A C01G C01H 121.1(5) . . ?
C01H C01G H01G 119.4 . . ?
C01F C01H C01G 119.8(6) . . ?
C01F C01H H01H 120.1 . . ?
C01G C01H H01H 120.1 . . ?
N00D C01I H01E 109.5 . . ?
N00D C01I H01I 109.5 . . ?
N00D C01I H01J 109.5 . . ?
H01E C01I H01I 109.5 . . ?
H01E C01I H01J 109.5 . . ?
H01I C01I H01J 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
F001 C00M C018 C00Y -178.8(5) . . . . ?
O002 C00G C00J C00T -41.0(7) . . . . ?
O002 C00G C00J C00Z -170.7(5) . . . . ?
O004 C00U C00W C00K 37.4(7) . . . . ?
O004 C00U C00W C019 167.7(5) . . . . ?
O005 C00L C00O N00A 177.3(5) . . . . ?
O005 C00L C00O C00N -6.4(7) . . . . ?
N006 C00G C00J C00T 140.9(4) . . . . ?
N006 C00G C00J C00Z 11.2(5) . . . . ?
N006 C00Q C00Z C00J 6.9(5) . . . . ?
O007 C010 C019 C00W 177.5(6) . . . . ?
O009 C00Q C00Z C00J -174.6(5) . . . . ?
N00A C00X C01C C012 -174.9(5) . . . . ?
N00B C00F C00H O003 -175.6(5) . . . . ?
N00B C00F C00H N00D 5.2(7) . . . . ?
N00B C00F C00R C00T -55.4(6) . . . . ?
N00B C00F C00R C00Y 125.2(5) . . . . ?
N00B C00S C013 N00D 5.1(7) . . . . ?
N00B C00S C013 C01A -173.5(5) . . . . ?
N00B C00S C01F C01H 173.1(5) . . . . ?
N00C C00L C00O N00A -4.8(7) . . . . ?
N00C C00L C00O C00N 171.6(4) . . . . ?
N00C C00P C00X N00A -4.0(7) . . . . ?
N00C C00P C00X C01C -179.6(5) . . . . ?
N00C C00P C015 C017 178.9(5) . . . . ?
N00D C013 C01A C01G -178.6(5) . . . . ?
N00E C00U C00W C00K -143.9(4) . . . . ?
N00E C00U C00W C019 -13.6(5) . . . . ?
N00E C010 C019 C00W -3.4(5) . . . . ?
C00F N00B C00S C013 -0.4(7) . . . . ?
C00F N00B C00S C01F -175.3(5) . . . . ?
C00F C00R C00T C00I 178.2(4) . . . . ?
C00F C00R C00T C00J -1.0(8) . . . . ?
C00F C00R C00Y C018 -178.6(5) . . . . ?
C00G N006 C00Q O009 -178.4(5) . . . . ?
C00G N006 C00Q C00Z 0.1(6) . . . . ?
C00G C00J C00T C00I 146.9(4) . . . . ?
C00G C00J C00T C00R -33.9(7) . . . . ?
C00G C00J C00Z C00Q -10.6(5) . . . . ?
C00H N00D C013 C00S -4.7(7) . . . . ?
C00H N00D C013 C01A 173.8(5) . . . . ?
C00H C00F C00R C00T 121.3(5) . . . . ?
C00H C00F C00R C00Y -58.1(6) . . . . ?
C00I C00M C018 C00Y 0.1(8) . . . . ?
C00K C00N C00O N00A 54.8(6) . . . . ?
C00K C00N C00O C00L -121.7(5) . . . . ?
C00K C00N C00V C016 -2.8(8) . . . . ?
C00K C00W C019 C010 139.6(4) . . . . ?
C00K C014 C01B F008 -178.8(5) . . . . ?
C00K C014 C01B C016 1.2(10) . . . . ?
C00L N00C C00P C00X 2.9(7) . . . . ?
C00L N00C C00P C015 -176.2(5) . . . . ?
C00M C00I C00T C00J -179.1(5) . . . . ?
C00M C00I C00T C00R 1.7(7) . . . . ?
C00N C00K C00W C00U 35.0(7) . . . . ?
C00N C00K C00W C019 -88.3(6) . . . . ?
C00N C00K C014 C01B -1.6(8) . . . . ?
C00N C00V C016 C01B 2.3(8) . . . . ?
C00O N00A C00X C00P 0.7(7) . . . . ?
C00O N00A C00X C01C 176.4(5) . . . . ?
C00O C00N C00V C016 179.9(5) . . . . ?
C00P N00C C00L O005 179.1(5) . . . . ?
C00P N00C C00L C00O 1.2(6) . . . . ?
C00P C00X C01C C012 0.8(8) . . . . ?
C00P C015 C017 C012 0.5(9) . . . . ?
C00Q N006 C00G O002 174.4(5) . . . . ?
C00Q N006 C00G C00J -7.4(6) . . . . ?
C00R C00F C00H O003 8.0(7) . . . . ?
C00R C00F C00H N00D -171.2(4) . . . . ?
C00R C00Y C018 C00M -0.8(8) . . . . ?
C00S N00B C00F C00H -4.9(7) . . . . ?
C00S N00B C00F C00R 171.5(4) . . . . ?
C00S C013 C01A C01G -0.1(8) . . . . ?
C00S C01F C01H C01G 1.2(8) . . . . ?
C00T C00I C00M F001 178.4(4) . . . . ?
C00T C00I C00M C018 -0.5(8) . . . . ?
C00T C00J C00Z C00Q -140.9(4) . . . . ?
C00T C00R C00Y C018 2.0(8) . . . . ?
C00U N00E C010 O007 173.5(5) . . . . ?
C00U N00E C010 C019 -5.7(6) . . . . ?
C00U C00W C019 C010 9.9(5) . . . . ?
C00V C00N C00O N00A -128.0(5) . . . . ?
C00V C00N C00O C00L 55.5(6) . . . . ?
C00V C016 C01B F008 178.5(5) . . . . ?
C00V C016 C01B C014 -1.5(9) . . . . ?
C00W C00K C00N C00O 0.2(8) . . . . ?
C00W C00K C00N C00V -177.0(5) . . . . ?
C00W C00K C014 C01B 177.9(5) . . . . ?
C00X N00A C00O C00L 3.8(7) . . . . ?
C00X N00A C00O C00N -172.5(4) . . . . ?
C00X C00P C015 C017 -0.2(8) . . . . ?
C00Y C00R C00T C00I -2.4(7) . . . . ?
C00Y C00R C00T C00J 178.4(5) . . . . ?
C00Z C00J C00T C00I -89.4(6) . . . . ?
C00Z C00J C00T C00R 89.9(6) . . . . ?
C010 N00E C00U O004 -168.8(5) . . . . ?
C010 N00E C00U C00W 12.5(6) . . . . ?
C011 N006 C00G O002 -5.8(8) . . . . ?
C011 N006 C00G C00J 172.4(4) . . . . ?
C011 N006 C00Q O009 1.8(8) . . . . ?
C011 N006 C00Q C00Z -179.7(4) . . . . ?
C013 N00D C00H O003 -179.2(5) . . . . ?
C013 N00D C00H C00F 0.0(7) . . . . ?
C013 C00S C01F C01H -2.0(8) . . . . ?
C013 C01A C01G C01H -0.6(8) . . . . ?
C014 C00K C00N C00O 179.6(5) . . . . ?
C014 C00K C00N C00V 2.4(8) . . . . ?
C014 C00K C00W C00U -144.4(5) . . . . ?
C014 C00K C00W C019 92.3(6) . . . . ?
C015 C00P C00X N00A 175.1(5) . . . . ?
C015 C00P C00X C01C -0.5(7) . . . . ?
C017 C012 C01C C00X -0.5(9) . . . . ?
C01A C01G C01H C01F 0.1(9) . . . . ?
C01C C012 C017 C015 -0.2(9) . . . . ?
C01D N00C C00L O005 2.6(7) . . . . ?
C01D N00C C00L C00O -175.3(4) . . . . ?
C01D N00C C00P C00X 179.3(5) . . . . ?
C01D N00C C00P C015 0.2(7) . . . . ?
C01E N00E C00U O004 2.8(8) . . . . ?
C01E N00E C00U C00W -175.9(5) . . . . ?
C01E N00E C010 O007 2.1(9) . . . . ?
C01E N00E C010 C019 -177.1(5) . . . . ?
C01F C00S C013 N00D 180.0(5) . . . . ?
C01F C00S C013 C01A 1.4(7) . . . . ?
C01I N00D C00H O003 -3.1(8) . . . . ?
C01I N00D C00H C00F 176.1(5) . . . . ?
C01I N00D C013 C00S 179.2(5) . . . . ?
C01I N00D C013 C01A -2.2(8) . . . . ?

_olex2_submission_original_sample_id RMS-28
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.676
_oxdiff_exptl_absorpt_empirical_full_min 0.677
