# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_exp_3722_auto
_database_code_depnum_ccdc_archive 'CCDC 2233130'
loop_
_audit_author_name
_audit_author_address
'Ming Lang'
;Wuyi University
China
;
_audit_update_record             
;
2022-12-28 deposited with the CCDC.	2023-01-25 downloaded from the CCDC.
;
_audit_creation_date             2022-07-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.994(C14.086 H15.092 N3.018 O3.012)'
_chemical_formula_sum            'C14 H15 N3 O3'
_chemical_formula_weight         273.29
_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'
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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.2441(3)
_cell_length_b                   25.3839(8)
_cell_length_c                   8.4223(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.995(4)
_cell_angle_gamma                90
_cell_volume                     1305.78(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4973
_cell_measurement_temperature    298.37(10)
_cell_measurement_theta_max      76.4910
_cell_measurement_theta_min      5.6220
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79452
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_av_unetI/netI     0.0475
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8613
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.262
_diffrn_reflns_theta_min         3.482
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.37(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     55.00  80.00   0.50    0.12    --   48.55  13.00 -12.00   50
  2  ω     99.00 133.00   0.50    0.50    --  108.86  13.00 -12.00   68
  3  ω     -2.00  23.00   0.50    0.12    --   48.55 -13.00 175.00   50
  4  ω     37.00  67.00   0.50    0.50    --  108.86 -77.00  90.00   60
  5  ω     69.00  96.00   0.50    0.50    --  108.86 -77.00  90.00   54
  6  ω     38.00  65.00   0.50    0.50    --  108.86 -57.00 -30.00   54
  7  ω     37.00  62.00   0.50    0.50    --  108.86 -57.00 -60.00   50
  8  ω     38.00  63.00   0.50    0.50    --  108.86 -57.00 -90.00   50
  9  ω     40.00  65.00   0.50    0.50    --  108.86 -57.00-150.00   50
 10  ω     37.00  62.00   0.50    0.50    --  108.86 -57.00-180.00   50
 11  ω     37.00  63.00   0.50    0.50    --  108.86 -57.00-120.00   52
 12  ω     38.00  64.00   0.50    0.50    --  108.86 -57.00 120.00   52
 13  ω     39.00  64.00   0.50    0.50    --  108.86 -57.00  90.00   50
 14  ω     81.00 106.00   0.50    0.50    --  108.86 -99.00 -60.00   50
 15  ω     37.00  67.00   0.50    0.50    --  108.86 -99.00 -60.00   60
 16  ω     39.00 106.00   0.50    0.50    --  108.86 -99.00  30.00  134
 17  ω     36.00  75.00   0.50    0.50    --  108.86 -99.00  60.00   78
 18  ω     52.00 106.00   0.50    0.50    --  108.86 -99.00  90.00  108
 19  ω    -16.00  10.00   0.50    0.12    --  -48.55  13.00 -12.00   52
 20  ω    -85.00 -15.00   0.50    0.12    --  -48.55 125.00 120.00  140
 21  ω    -63.00 -37.00   0.50    0.50    --  -91.75 125.00  30.00   52
 22  ω    -66.00 -32.00   0.50    0.50    --  -91.75  57.00 -90.00   68
 23  ω   -113.00 -75.00   0.50    0.12    --  -48.55-125.00  90.00   76
 24  ω   -120.00 -85.00   0.50    0.12    --  -48.55 -13.00 175.00   70
 25  ω    -72.00 -41.00   0.50    0.12    --  -48.55 -13.00 175.00   62
 26  ω   -160.00 -78.00   0.50    0.50    --  -91.75 -13.00 175.00  164
 27  ω   -163.00 -94.00   0.50    0.50    --  -91.75 -19.00  90.00  138
 28  ω   -121.00 -81.00   0.50    0.12    --  -48.55-125.00-120.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0356750000
_diffrn_orient_matrix_UB_12      -0.0017017000
_diffrn_orient_matrix_UB_13      0.1755057000
_diffrn_orient_matrix_UB_21      -0.2461122000
_diffrn_orient_matrix_UB_22      -0.0101503000
_diffrn_orient_matrix_UB_23      -0.0643651000
_diffrn_orient_matrix_UB_31      0.0426814000
_diffrn_orient_matrix_UB_32      -0.0597861000
_diffrn_orient_matrix_UB_33      0.0060742000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2163
_reflns_number_total             2622
_reflns_odcompleteness_completeness 99.46
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2622
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0610
_refine_ls_restrained_S_all      1.099
_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)+(0.1017P)²+0.2867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1816
_refine_ls_wR_factor_ref         0.1895
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C009(H009)
2.b Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00C), C00E(H00D,H00E), C00F(H00F,H00G), C00G(H00H,H00I)
2.c Aromatic/amide H refined with riding coordinates:
 C00B(H00B), C00H(H00J), C00I(H00K), C00J(H00L), C00K(H00M)
;
_atom_sites_solution_hydrogens   mixed
_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
O001 O 0.8155(2) 0.50333(6) 0.37480(17) 0.0584(6) Uani 0.994(7) 1 d . . . A 1
N002 N 0.6719(3) 0.53394(6) 0.2929(2) 0.0508(4) Uani 1 1 d . . . . .
O003 O 0.6457(3) 0.53464(7) 0.14204(19) 0.0751(5) Uani 1 1 d . . . . .
N004 N 0.4513(3) 0.60337(7) 0.6049(2) 0.0554(5) Uani 1 1 d . . . . .
N005 N 0.7521(3) 0.54743(7) 0.6367(2) 0.0543(4) Uani 1 1 d . . . . .
O006 O 0.1228(3) 0.64208(9) 0.5900(3) 0.0883(6) Uani 1 1 d . . . . .
C007 C 0.5459(3) 0.56544(7) 0.3673(2) 0.0482(5) Uani 1 1 d . . . . .
C008 C 0.5870(3) 0.57066(7) 0.5387(2) 0.0479(5) Uani 1 1 d . . . . .
C009 C 0.3726(3) 0.59773(8) 0.2615(3) 0.0556(5) Uani 1 1 d . . . . .
H009 H 0.322122 0.578116 0.160456 0.067 Uiso 1 1 calc R U . . .
C00A C 0.4503(4) 0.65150(8) 0.2167(2) 0.0561(5) Uani 1 1 d . . . . .
C00B C 0.6519(4) 0.67192(9) 0.2875(3) 0.0632(6) Uani 1 1 d . . . . .
H00B H 0.744422 0.652681 0.367526 0.076 Uiso 1 1 calc R U . . .
C00C C 0.2447(4) 0.61817(9) 0.5203(3) 0.0645(6) Uani 1 1 d . . . . .
C00D C 0.5025(5) 0.61521(11) 0.7807(3) 0.0707(7) Uani 1 1 d . . . . .
H00A H 0.423191 0.591068 0.836778 0.085 Uiso 1 1 calc R U . . .
H00C H 0.455048 0.650725 0.798352 0.085 Uiso 1 1 calc R U . . .
C00E C 0.8188(4) 0.55657(11) 0.8118(3) 0.0688(6) Uani 1 1 d . . . . .
H00D H 0.976833 0.554225 0.845124 0.083 Uiso 1 1 calc R U . . .
H00E H 0.754338 0.530077 0.870400 0.083 Uiso 1 1 calc R U . . .
C00F C 0.1800(4) 0.60194(10) 0.3470(3) 0.0668(6) Uani 1 1 d . . . . .
H00F H 0.075874 0.627305 0.289467 0.080 Uiso 1 1 calc R U . . .
H00G H 0.106891 0.568065 0.341241 0.080 Uiso 1 1 calc R U . . .
C00G C 0.7431(5) 0.61028(11) 0.8492(3) 0.0711(7) Uani 1 1 d . . . . .
H00H H 0.822155 0.636937 0.801993 0.085 Uiso 1 1 calc R U . . .
H00I H 0.772108 0.615608 0.965721 0.085 Uiso 1 1 calc R U . . .
C00H C 0.3180(6) 0.68150(11) 0.0970(3) 0.0824(8) Uani 1 1 d . . . . .
H00J H 0.181847 0.668569 0.045616 0.099 Uiso 1 1 calc R U . . .
C00I C 0.7196(6) 0.72061(11) 0.2418(4) 0.0838(8) Uani 1 1 d . . . . .
H00K H 0.856563 0.733651 0.290734 0.101 Uiso 1 1 calc R U . . .
C00J C 0.5854(8) 0.74937(11) 0.1251(4) 0.0990(11) Uani 1 1 d . . . . .
H00L H 0.630421 0.782106 0.094718 0.119 Uiso 1 1 calc R U . . .
C00K C 0.3854(8) 0.73004(13) 0.0533(4) 0.1050(12) Uani 1 1 d . . . . .
H00M H 0.293622 0.749757 -0.025927 0.126 Uiso 1 1 calc R U . . .
H005 H 0.839(5) 0.5281(11) 0.582(4) 0.076(8) Uiso 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
O001 N002 1.276(2) . ?
N002 O003 1.247(2) . ?
N002 C007 1.362(3) . ?
N004 C008 1.384(3) . ?
N004 C00C 1.390(3) . ?
N004 C00D 1.479(3) . ?
N005 C008 1.318(3) . ?
N005 C00E 1.465(3) . ?
N005 H005 0.92(3) . ?
O006 C00C 1.216(3) . ?
C007 C008 1.418(3) . ?
C007 C009 1.495(3) . ?
C009 H009 0.9800 . ?
C009 C00A 1.522(3) . ?
C009 C00F 1.528(3) . ?
C00A C00B 1.377(3) . ?
C00A C00H 1.390(3) . ?
C00B H00B 0.9300 . ?
C00B C00I 1.386(4) . ?
C00C C00F 1.490(4) . ?
C00D H00A 0.9700 . ?
C00D H00C 0.9700 . ?
C00D C00G 1.498(4) . ?
C00E H00D 0.9700 . ?
C00E H00E 0.9700 . ?
C00E C00G 1.498(4) . ?
C00F H00F 0.9700 . ?
C00F H00G 0.9700 . ?
C00G H00H 0.9700 . ?
C00G H00I 0.9700 . ?
C00H H00J 0.9300 . ?
C00H C00K 1.377(5) . ?
C00I H00K 0.9300 . ?
C00I C00J 1.363(5) . ?
C00J H00L 0.9300 . ?
C00J C00K 1.361(6) . ?
C00K H00M 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
O001 N002 C007 121.15(16) . . ?
O003 N002 O001 119.21(16) . . ?
O003 N002 C007 119.64(17) . . ?
C008 N004 C00C 122.44(19) . . ?
C008 N004 C00D 120.15(19) . . ?
C00C N004 C00D 116.30(19) . . ?
C008 N005 C00E 125.57(19) . . ?
C008 N005 H005 113.0(18) . . ?
C00E N005 H005 120.7(18) . . ?
N002 C007 C008 121.54(17) . . ?
N002 C007 C009 117.58(17) . . ?
C008 C007 C009 120.72(17) . . ?
N004 C008 C007 118.00(18) . . ?
N005 C008 N004 118.69(18) . . ?
N005 C008 C007 123.26(18) . . ?
C007 C009 H009 107.6 . . ?
C007 C009 C00A 114.27(17) . . ?
C007 C009 C00F 107.49(18) . . ?
C00A C009 H009 107.6 . . ?
C00A C009 C00F 112.12(18) . . ?
C00F C009 H009 107.6 . . ?
C00B C00A C009 122.68(19) . . ?
C00B C00A C00H 117.4(2) . . ?
C00H C00A C009 119.9(2) . . ?
C00A C00B H00B 119.4 . . ?
C00A C00B C00I 121.3(2) . . ?
C00I C00B H00B 119.4 . . ?
N004 C00C C00F 117.50(19) . . ?
O006 C00C N004 119.7(2) . . ?
O006 C00C C00F 122.8(2) . . ?
N004 C00D H00A 109.4 . . ?
N004 C00D H00C 109.4 . . ?
N004 C00D C00G 111.04(19) . . ?
H00A C00D H00C 108.0 . . ?
C00G C00D H00A 109.4 . . ?
C00G C00D H00C 109.4 . . ?
N005 C00E H00D 110.0 . . ?
N005 C00E H00E 110.0 . . ?
N005 C00E C00G 108.64(19) . . ?
H00D C00E H00E 108.3 . . ?
C00G C00E H00D 110.0 . . ?
C00G C00E H00E 110.0 . . ?
C009 C00F H00F 108.8 . . ?
C009 C00F H00G 108.8 . . ?
C00C C00F C009 113.64(19) . . ?
C00C C00F H00F 108.8 . . ?
C00C C00F H00G 108.8 . . ?
H00F C00F H00G 107.7 . . ?
C00D C00G H00H 109.8 . . ?
C00D C00G H00I 109.8 . . ?
C00E C00G C00D 109.3(2) . . ?
C00E C00G H00H 109.8 . . ?
C00E C00G H00I 109.8 . . ?
H00H C00G H00I 108.3 . . ?
C00A C00H H00J 119.5 . . ?
C00K C00H C00A 121.0(3) . . ?
C00K C00H H00J 119.5 . . ?
C00B C00I H00K 120.0 . . ?
C00J C00I C00B 120.0(3) . . ?
C00J C00I H00K 120.0 . . ?
C00I C00J H00L 120.1 . . ?
C00K C00J C00I 119.8(3) . . ?
C00K C00J H00L 120.1 . . ?
C00H C00K H00M 119.8 . . ?
C00J C00K C00H 120.5(3) . . ?
C00J C00K H00M 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
O001 N002 C007 C008 8.1(3) . . . . ?
O001 N002 C007 C009 -176.49(17) . . . . ?
N002 C007 C008 N004 -179.88(17) . . . . ?
N002 C007 C008 N005 2.6(3) . . . . ?
N002 C007 C009 C00A -88.4(2) . . . . ?
N002 C007 C009 C00F 146.47(19) . . . . ?
O003 N002 C007 C008 -172.39(18) . . . . ?
O003 N002 C007 C009 3.0(3) . . . . ?
N004 C00C C00F C009 -30.5(3) . . . . ?
N004 C00D C00G C00E -55.3(3) . . . . ?
N005 C00E C00G C00D 53.5(3) . . . . ?
O006 C00C C00F C009 151.7(2) . . . . ?
C007 C009 C00A C00B -9.6(3) . . . . ?
C007 C009 C00A C00H 168.7(2) . . . . ?
C007 C009 C00F C00C 49.4(2) . . . . ?
C008 N004 C00C O006 171.9(2) . . . . ?
C008 N004 C00C C00F -6.0(3) . . . . ?
C008 N004 C00D C00G 26.1(3) . . . . ?
C008 N005 C00E C00G -24.6(3) . . . . ?
C008 C007 C009 C00A 87.0(2) . . . . ?
C008 C007 C009 C00F -38.1(2) . . . . ?
C009 C007 C008 N004 4.9(3) . . . . ?
C009 C007 C008 N005 -172.65(18) . . . . ?
C009 C00A C00B C00I 178.7(2) . . . . ?
C009 C00A C00H C00K -179.4(3) . . . . ?
C00A C009 C00F C00C -77.0(2) . . . . ?
C00A C00B C00I C00J 0.3(4) . . . . ?
C00A C00H C00K C00J 1.0(6) . . . . ?
C00B C00A C00H C00K -1.0(4) . . . . ?
C00B C00I C00J C00K -0.3(5) . . . . ?
C00C N004 C008 N005 -162.53(19) . . . . ?
C00C N004 C008 C007 19.8(3) . . . . ?
C00C N004 C00D C00G -165.6(2) . . . . ?
C00D N004 C008 N005 5.0(3) . . . . ?
C00D N004 C008 C007 -172.69(18) . . . . ?
C00D N004 C00C O006 3.9(3) . . . . ?
C00D N004 C00C C00F -173.9(2) . . . . ?
C00E N005 C008 N004 -5.7(3) . . . . ?
C00E N005 C008 C007 171.8(2) . . . . ?
C00F C009 C00A C00B 113.0(2) . . . . ?
C00F C009 C00A C00H -68.7(3) . . . . ?
C00H C00A C00B C00I 0.4(4) . . . . ?
C00I C00J C00K C00H -0.3(6) . . . . ?

_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 1.445
_oxdiff_exptl_absorpt_empirical_full_min 0.789
####################################################################### 
# 
# 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_exp_3718_auto
_database_code_depnum_ccdc_archive 'CCDC 2233131'
loop_
_audit_author_name
_audit_author_address
'Ming Lang'
;Wuyi University
China
;
_audit_update_record             
;
2022-12-28 deposited with the CCDC.	2023-01-25 downloaded from the CCDC.
;
_audit_creation_date             2022-07-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H15 F N2 O3 S'
_chemical_formula_sum            'C18 H15 F N2 O3 S'
_chemical_formula_weight         358.38
_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'
S S 0.3331 0.5567 '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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
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                   8.17910(10)
_cell_length_b                   19.9839(3)
_cell_length_c                   20.2957(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3317.34(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8521
_cell_measurement_temperature    298.98(10)
_cell_measurement_theta_max      77.0520
_cell_measurement_theta_min      4.3720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.015
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12990
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.372
_diffrn_reflns_theta_min         4.357
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      298.98(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00  62.00   0.50    0.46    --  108.86 -57.00 150.00   50
  2  ω     40.00  65.00   0.50    0.46    --  108.86 -57.00 120.00   50
  3  ω     39.00  64.00   0.50    0.46    --  108.86 -57.00  60.00   50
  4  ω     37.00  62.00   0.50    0.46    --  108.86 -57.00 -60.00   50
  5  ω     38.00  63.00   0.50    0.46    --  108.86 -57.00 -90.00   50
  6  ω     41.00  66.00   0.50    0.46    --  108.86 -57.00-120.00   50
  7  ω    109.00 178.00   0.50    0.46    --  108.86  88.00  -9.00  138
  8  ω    -71.00  -3.00   0.50    0.12    --  -48.55  82.00-112.00  136
  9  ω    -66.00 -32.00   0.50    0.46    --  -91.75  57.00 -60.00   68
 10  ω    -61.00 -19.00   0.50    0.46    --  -91.75  57.00  60.00   84
 11  ω   -157.00 -79.00   0.50    0.46    --  -91.75 -55.00 -15.00  156
 12  ω   -138.00 -90.00   0.50    0.46    --  -91.75 -82.00 126.00   96
 13  ω   -114.00 -87.00   0.50    0.12    --  -48.55-125.00  30.00   54
 14  ω   -119.00 -74.00   0.50    0.12    --  -48.55-125.00 -90.00   90
 15  ω   -121.00 -81.00   0.50    0.12    --  -48.55-125.00-120.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0686793000
_diffrn_orient_matrix_UB_12      -0.0666478000
_diffrn_orient_matrix_UB_13      0.0262076000
_diffrn_orient_matrix_UB_21      -0.1033737000
_diffrn_orient_matrix_UB_22      -0.0077380000
_diffrn_orient_matrix_UB_23      -0.0630323000
_diffrn_orient_matrix_UB_31      0.1416964000
_diffrn_orient_matrix_UB_32      -0.0379510000
_diffrn_orient_matrix_UB_33      -0.0331964000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2917
_reflns_number_total             3297
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.00106(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3297
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0349
_refine_ls_restrained_S_all      1.056
_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)+(0.0467P)²+0.7843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0986
_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:
 C00B(H00B)
2.b Secondary CH2 refined with riding coordinates:
 C00H(H00A,H00D)
2.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00F(H00F), C00G(H00G), C00J(H00J), C00K(H00K), C00M(H00M),
 C00N(H00N), C00O(H00O), C00P(H00P)
2.d Idealised Me refined as rotating group:
 C00L(H00E,H00H,H00I)
;
_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
S01 S 0.07242(5) 0.69103(2) 0.44211(2) 0.05026(15) Uani 1 1 d . . . . .
F002 F 0.47584(14) 0.46893(5) 0.29583(6) 0.0708(3) Uani 1 1 d . . . . .
O003 O 0.38152(17) 0.75436(6) 0.23851(5) 0.0585(3) Uani 1 1 d . . . . .
N004 N 0.24788(14) 0.72640(6) 0.33300(5) 0.0375(3) Uani 1 1 d . . . . .
O005 O 0.13932(18) 0.79120(7) 0.52076(6) 0.0650(4) Uani 1 1 d . . . . .
O006 O 0.17185(17) 0.89398(6) 0.49062(6) 0.0636(3) Uani 1 1 d . . . . .
N007 N 0.17143(15) 0.83327(7) 0.47841(7) 0.0469(3) Uani 1 1 d . . . . .
C008 C 0.30192(17) 0.65805(7) 0.32456(7) 0.0369(3) Uani 1 1 d . . . . .
C009 C 0.18588(16) 0.74767(7) 0.39456(7) 0.0375(3) Uani 1 1 d . . . . .
C00A C 0.21596(17) 0.81172(7) 0.41392(7) 0.0398(3) Uani 1 1 d . . . . .
C00B C 0.28684(18) 0.86452(7) 0.36946(7) 0.0416(3) Uani 1 1 d . . . . .
H00B H 0.223542 0.905435 0.377053 0.050 Uiso 1 1 calc R U . . .
C00C C 0.25272(18) 0.62218(7) 0.26979(7) 0.0425(3) Uani 1 1 d . . . . .
H00C H 0.180546 0.641101 0.239679 0.051 Uiso 1 1 calc R U . . .
C00D C 0.46388(18) 0.88103(7) 0.38589(7) 0.0427(3) Uani 1 1 d . . . . .
C00E C 0.30199(19) 0.77251(7) 0.28553(7) 0.0420(3) Uani 1 1 d . . . . .
C00F C 0.40782(19) 0.63038(8) 0.37010(8) 0.0448(3) Uani 1 1 d . . . . .
H00F H 0.440995 0.655078 0.406564 0.054 Uiso 1 1 calc R U . . .
C00G C 0.3115(2) 0.55791(8) 0.25998(8) 0.0488(4) Uani 1 1 d . . . . .
H00G H 0.281003 0.533295 0.223073 0.059 Uiso 1 1 calc R U . . .
C00H C 0.2547(2) 0.84350(7) 0.29823(7) 0.0466(4) Uani 1 1 d . . . . .
H00A H 0.139452 0.849187 0.288479 0.056 Uiso 1 1 calc R U . . .
H00D H 0.315956 0.872487 0.268888 0.056 Uiso 1 1 calc R U . . .
C00I C 0.41551(19) 0.53158(7) 0.30605(9) 0.0489(4) Uani 1 1 d . . . . .
C00J C 0.4643(2) 0.56567(8) 0.36113(9) 0.0521(4) Uani 1 1 d . . . . .
H00J H 0.533618 0.545876 0.391774 0.062 Uiso 1 1 calc R U . . .
C00K C 0.5890(2) 0.83491(9) 0.37808(9) 0.0518(4) Uani 1 1 d . . . . .
H00K H 0.565847 0.792783 0.360990 0.062 Uiso 1 1 calc R U . . .
C00L C -0.0332(2) 0.64194(9) 0.38095(9) 0.0587(4) Uani 1 1 d . . . . .
H00E H -0.050411 0.668538 0.342169 0.088 Uiso 1 1 calc R U . . .
H00H H -0.136892 0.627733 0.398182 0.088 Uiso 1 1 calc R U . . .
H00I H 0.031294 0.603411 0.369918 0.088 Uiso 1 1 calc R U . . .
C00M C 0.5026(2) 0.94322(9) 0.41177(11) 0.0642(5) Uani 1 1 d . . . . .
H00M H 0.420825 0.975109 0.416996 0.077 Uiso 1 1 calc R U . . .
C00N C 0.7477(2) 0.85086(10) 0.39542(10) 0.0612(5) Uani 1 1 d . . . . .
H00N H 0.830607 0.819606 0.389336 0.073 Uiso 1 1 calc R U . . .
C00O C 0.7839(2) 0.91232(10) 0.42149(11) 0.0677(5) Uani 1 1 d . . . . .
H00O H 0.890742 0.922637 0.433372 0.081 Uiso 1 1 calc R U . . .
C00P C 0.6619(3) 0.95853(10) 0.43000(13) 0.0780(6) Uani 1 1 d . . . . .
H00P H 0.685888 1.000194 0.447992 0.094 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
S01 C009 1.7533(15) . ?
S01 C00L 1.8028(18) . ?
F002 C00I 1.3615(17) . ?
O003 C00E 1.2105(18) . ?
N004 C008 1.4459(17) . ?
N004 C009 1.4137(17) . ?
N004 C00E 1.4048(18) . ?
O005 N007 1.2306(18) . ?
O006 N007 1.2384(17) . ?
N007 C00A 1.4253(19) . ?
C008 C00C 1.383(2) . ?
C008 C00F 1.382(2) . ?
C009 C00A 1.361(2) . ?
C00A C00B 1.504(2) . ?
C00B H00B 0.9800 . ?
C00B C00D 1.522(2) . ?
C00B C00H 1.528(2) . ?
C00C H00C 0.9300 . ?
C00C C00G 1.386(2) . ?
C00D C00K 1.386(2) . ?
C00D C00M 1.386(2) . ?
C00E C00H 1.493(2) . ?
C00F H00F 0.9300 . ?
C00F C00J 1.385(2) . ?
C00G H00G 0.9300 . ?
C00G C00I 1.370(2) . ?
C00H H00A 0.9700 . ?
C00H H00D 0.9700 . ?
C00I C00J 1.369(2) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00K C00N 1.383(3) . ?
C00L H00E 0.9600 . ?
C00L H00H 0.9600 . ?
C00L H00I 0.9600 . ?
C00M H00M 0.9300 . ?
C00M C00P 1.389(3) . ?
C00N H00N 0.9300 . ?
C00N C00O 1.370(3) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.370(3) . ?
C00P H00P 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
C009 S01 C00L 103.06(7) . . ?
C009 N004 C008 119.90(11) . . ?
C00E N004 C008 116.24(11) . . ?
C00E N004 C009 121.46(12) . . ?
O005 N007 O006 122.02(13) . . ?
O005 N007 C00A 119.31(13) . . ?
O006 N007 C00A 118.62(14) . . ?
C00C C008 N004 119.74(12) . . ?
C00F C008 N004 119.36(12) . . ?
C00F C008 C00C 120.84(13) . . ?
N004 C009 S01 118.82(10) . . ?
C00A C009 S01 122.95(11) . . ?
C00A C009 N004 118.23(13) . . ?
N007 C00A C00B 115.94(12) . . ?
C009 C00A N007 120.19(13) . . ?
C009 C00A C00B 123.77(13) . . ?
C00A C00B H00B 106.7 . . ?
C00A C00B C00D 112.78(12) . . ?
C00A C00B C00H 107.96(12) . . ?
C00D C00B H00B 106.7 . . ?
C00D C00B C00H 115.49(13) . . ?
C00H C00B H00B 106.7 . . ?
C008 C00C H00C 120.2 . . ?
C008 C00C C00G 119.68(14) . . ?
C00G C00C H00C 120.2 . . ?
C00K C00D C00B 122.21(14) . . ?
C00M C00D C00B 119.66(14) . . ?
C00M C00D C00K 118.09(15) . . ?
O003 C00E N004 120.89(13) . . ?
O003 C00E C00H 124.06(14) . . ?
N004 C00E C00H 115.05(13) . . ?
C008 C00F H00F 120.2 . . ?
C008 C00F C00J 119.64(14) . . ?
C00J C00F H00F 120.2 . . ?
C00C C00G H00G 120.9 . . ?
C00I C00G C00C 118.26(14) . . ?
C00I C00G H00G 120.9 . . ?
C00B C00H H00A 109.1 . . ?
C00B C00H H00D 109.1 . . ?
C00E C00H C00B 112.33(12) . . ?
C00E C00H H00A 109.1 . . ?
C00E C00H H00D 109.1 . . ?
H00A C00H H00D 107.9 . . ?
F002 C00I C00G 118.33(15) . . ?
F002 C00I C00J 118.46(15) . . ?
C00J C00I C00G 123.20(14) . . ?
C00F C00J H00J 120.8 . . ?
C00I C00J C00F 118.36(15) . . ?
C00I C00J H00J 120.8 . . ?
C00D C00K H00K 119.6 . . ?
C00N C00K C00D 120.72(17) . . ?
C00N C00K H00K 119.6 . . ?
S01 C00L H00E 109.5 . . ?
S01 C00L H00H 109.5 . . ?
S01 C00L H00I 109.5 . . ?
H00E C00L H00H 109.5 . . ?
H00E C00L H00I 109.5 . . ?
H00H C00L H00I 109.5 . . ?
C00D C00M H00M 119.6 . . ?
C00D C00M C00P 120.87(18) . . ?
C00P C00M H00M 119.6 . . ?
C00K C00N H00N 119.7 . . ?
C00O C00N C00K 120.51(18) . . ?
C00O C00N H00N 119.7 . . ?
C00N C00O H00O 120.1 . . ?
C00N C00O C00P 119.74(18) . . ?
C00P C00O H00O 120.1 . . ?
C00M C00P H00P 120.0 . . ?
C00O C00P C00M 120.05(19) . . ?
C00O C00P H00P 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
S01 C009 C00A N007 7.43(19) . . . . ?
S01 C009 C00A C00B -168.91(11) . . . . ?
F002 C00I C00J C00F 177.50(14) . . . . ?
O003 C00E C00H C00B -133.03(16) . . . . ?
N004 C008 C00C C00G 176.61(13) . . . . ?
N004 C008 C00F C00J -177.88(14) . . . . ?
N004 C009 C00A N007 -173.21(12) . . . . ?
N004 C009 C00A C00B 10.4(2) . . . . ?
N004 C00E C00H C00B 46.64(19) . . . . ?
O005 N007 C00A C009 15.7(2) . . . . ?
O005 N007 C00A C00B -167.67(14) . . . . ?
O006 N007 C00A C009 -166.76(14) . . . . ?
O006 N007 C00A C00B 9.86(19) . . . . ?
N007 C00A C00B C00D 76.54(16) . . . . ?
N007 C00A C00B C00H -154.64(12) . . . . ?
C008 N004 C009 S01 -34.85(16) . . . . ?
C008 N004 C009 C00A 145.76(13) . . . . ?
C008 N004 C00E O003 4.0(2) . . . . ?
C008 N004 C00E C00H -175.64(12) . . . . ?
C008 C00C C00G C00I 1.0(2) . . . . ?
C008 C00F C00J C00I 1.5(2) . . . . ?
C009 N004 C008 C00C 133.14(14) . . . . ?
C009 N004 C008 C00F -49.55(18) . . . . ?
C009 N004 C00E O003 166.42(14) . . . . ?
C009 N004 C00E C00H -13.27(19) . . . . ?
C009 C00A C00B C00D -106.97(16) . . . . ?
C009 C00A C00B C00H 21.84(19) . . . . ?
C00A C00B C00D C00K 65.81(19) . . . . ?
C00A C00B C00D C00M -111.84(17) . . . . ?
C00A C00B C00H C00E -48.74(17) . . . . ?
C00B C00D C00K C00N -177.96(16) . . . . ?
C00B C00D C00M C00P 177.05(19) . . . . ?
C00C C008 C00F C00J -0.6(2) . . . . ?
C00C C00G C00I F002 -178.74(14) . . . . ?
C00C C00G C00I C00J -0.1(2) . . . . ?
C00D C00B C00H C00E 78.53(17) . . . . ?
C00D C00K C00N C00O 0.9(3) . . . . ?
C00D C00M C00P C00O 1.1(4) . . . . ?
C00E N004 C008 C00C -64.19(18) . . . . ?
C00E N004 C008 C00F 113.11(15) . . . . ?
C00E N004 C009 S01 163.41(11) . . . . ?
C00E N004 C009 C00A -15.98(19) . . . . ?
C00F C008 C00C C00G -0.7(2) . . . . ?
C00G C00I C00J C00F -1.2(3) . . . . ?
C00H C00B C00D C00K -59.0(2) . . . . ?
C00H C00B C00D C00M 123.36(17) . . . . ?
C00K C00D C00M C00P -0.7(3) . . . . ?
C00K C00N C00O C00P -0.5(3) . . . . ?
C00L S01 C009 N004 -33.81(13) . . . . ?
C00L S01 C009 C00A 145.54(13) . . . . ?
C00M C00D C00K C00N -0.3(3) . . . . ?
C00N C00O C00P C00M -0.5(4) . . . . ?

_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 1.420
_oxdiff_exptl_absorpt_empirical_full_min 0.781
