# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_tt2
_database_code_depnum_ccdc_archive 'CCDC 2494209'
loop_
_audit_author_name
_audit_author_address
SX
;Zhejiang Pharmaceutical University
China
;
_audit_update_record             
;
2025-10-09 deposited with the CCDC.	2026-06-08 downloaded from the CCDC.
;
_audit_creation_date             2025-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'ethyl 3-oxo-2,4,4-triphenyl-1,2-diazetidine-1-carboxylate'
_chemical_formula_moiety         'C23 H20 N2 O3'
_chemical_formula_sum            'C23 H20 N2 O3'
_chemical_formula_weight         372.41
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3482(6)
_cell_length_b                   9.8084(7)
_cell_length_c                   13.6240(10)
_cell_angle_alpha                98.448(4)
_cell_angle_beta                 107.812(4)
_cell_angle_gamma                107.751(4)
_cell_volume                     975.40(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4101
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      68.14
_cell_measurement_theta_min      3.53
_shelx_estimated_absorpt_T_max   0.995
_shelx_estimated_absorpt_T_min   0.990
_exptl_absorpt_coefficient_mu    0.685
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6393
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1030 before and 0.0602 after correction.
The Ratio of minimum to maximum transmission is 0.8489.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.014
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.008
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11454
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.381
_diffrn_reflns_theta_min         3.534
_diffrn_ambient_temperature      150.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2805
_reflns_number_total             3519
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.223
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3519
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0391
_refine_ls_restrained_S_all      1.066
_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)+(0.0325P)²+0.2267P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0928
_refine_ls_wR_factor_ref         0.0995
_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 Secondary CH2 refined with riding coordinates:
 C00R(H00B,H00F)
2.b Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00C(H00C), C00D(H00D), C00E(H00E), C00G(H00G), C00H(H00H),
 C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N),
 C00O(H00O), C00P(H00P), C00Q(H00Q)
2.c Idealised Me refined as rotating group:
 C00S(H00R,H00S,H00T)
;
_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
O001 O 0.75777(14) 0.84344(12) 0.44669(8) 0.0291(3) Uani 1 1 d . . . . .
O002 O 0.15360(14) 0.66564(13) 0.11910(10) 0.0387(3) Uani 1 1 d . . . . .
O003 O 0.32045(15) 0.90938(13) 0.15096(10) 0.0373(3) Uani 1 1 d . . . . .
N004 N 0.61688(16) 0.86751(14) 0.27465(10) 0.0263(3) Uani 1 1 d . . . . .
N005 N 0.45137(16) 0.74362(14) 0.20559(10) 0.0259(3) Uani 1 1 d . . . . .
C006 C 0.48850(18) 0.53068(16) 0.28164(12) 0.0250(3) Uani 1 1 d . . . . .
C007 C 0.63794(19) 0.80679(16) 0.36034(12) 0.0235(3) Uani 1 1 d . . . . .
C008 C 0.7462(2) 0.95088(17) 0.23734(12) 0.0265(3) Uani 1 1 d . . . . .
C009 C 0.30891(19) 0.67118(17) 0.34270(12) 0.0253(3) Uani 1 1 d . . . . .
C00A C 0.2998(2) 0.80364(18) 0.38847(13) 0.0299(3) Uani 1 1 d . . . . .
H00A H 0.387739 0.895525 0.393611 0.036 Uiso 1 1 calc R . . . .
C00B C 0.45710(19) 0.67451(17) 0.29956(11) 0.0242(3) Uani 1 1 d . . . . .
C00C C 0.9210(2) 1.03521(18) 0.31097(13) 0.0317(4) Uani 1 1 d . . . . .
H00C H 0.951076 1.039451 0.384759 0.038 Uiso 1 1 calc R . . . .
C00D C 0.5519(2) 0.47922(18) 0.37044(14) 0.0313(4) Uani 1 1 d . . . . .
H00D H 0.577089 0.535944 0.439944 0.038 Uiso 1 1 calc R . . . .
C00E C 0.1791(2) 0.53743(18) 0.33535(13) 0.0308(4) Uani 1 1 d . . . . .
H00E H 0.183062 0.446215 0.303467 0.037 Uiso 1 1 calc R . . . .
C00F C 0.3049(2) 0.78629(18) 0.15901(12) 0.0288(3) Uani 1 1 d . . . . .
C00G C 0.4556(2) 0.44886(19) 0.18067(14) 0.0348(4) Uani 1 1 d . . . . .
H00G H 0.414264 0.483439 0.119714 0.042 Uiso 1 1 calc R . . . .
C00H C 0.0354(2) 0.6688(2) 0.42003(14) 0.0368(4) Uani 1 1 d . . . . .
H00H H -0.057536 0.667917 0.446643 0.044 Uiso 1 1 calc R . . . .
C00I C 0.1632(2) 0.8027(2) 0.42677(13) 0.0346(4) Uani 1 1 d . . . . .
H00I H 0.157410 0.893708 0.457495 0.041 Uiso 1 1 calc R . . . .
C00J C 0.6999(2) 0.94766(19) 0.13020(13) 0.0337(4) Uani 1 1 d . . . . .
H00J H 0.579792 0.891666 0.080771 0.040 Uiso 1 1 calc R . . . .
C00K C 0.0433(2) 0.5370(2) 0.37468(14) 0.0361(4) Uani 1 1 d . . . . .
H00K H -0.044280 0.445327 0.370214 0.043 Uiso 1 1 calc R . . . .
C00L C 0.5782(2) 0.3463(2) 0.35786(16) 0.0394(4) Uani 1 1 d . . . . .
H00L H 0.620232 0.311471 0.418574 0.047 Uiso 1 1 calc R . . . .
C00M C 1.0502(2) 1.1127(2) 0.27479(15) 0.0399(4) Uani 1 1 d . . . . .
H00M H 1.170228 1.169243 0.324026 0.048 Uiso 1 1 calc R . . . .
C00N C 0.4838(2) 0.3153(2) 0.16940(16) 0.0462(5) Uani 1 1 d . . . . .
H00N H 0.461413 0.259088 0.100283 0.055 Uiso 1 1 calc R . . . .
C00O C 0.8314(2) 1.0275(2) 0.09575(15) 0.0415(4) Uani 1 1 d . . . . .
H00O H 0.800773 1.026264 0.022390 0.050 Uiso 1 1 calc R . . . .
C00P C 1.0058(2) 1.1084(2) 0.16744(16) 0.0440(5) Uani 1 1 d . . . . .
H00P H 1.095537 1.161206 0.143222 0.053 Uiso 1 1 calc R . . . .
C00Q C 0.5434(2) 0.2637(2) 0.25680(18) 0.0458(5) Uani 1 1 d . . . . .
H00Q H 0.560662 0.172009 0.247982 0.055 Uiso 1 1 calc R . . . .
C00R C -0.0151(2) 0.6888(3) 0.07035(19) 0.0562(6) Uani 1 1 d . . . . .
H00B H -0.058415 0.654180 -0.008487 0.067 Uiso 1 1 calc R . . . .
H00F H 0.006554 0.795959 0.089972 0.067 Uiso 1 1 calc R . . . .
C00S C -0.1526(3) 0.6059(3) 0.10822(18) 0.0652(7) Uani 1 1 d . . . . .
H00R H -0.175508 0.499766 0.087176 0.098 Uiso 1 1 calc GR . . . .
H00S H -0.265213 0.622330 0.076421 0.098 Uiso 1 1 calc GR . . . .
H00T H -0.108869 0.640415 0.186287 0.098 Uiso 1 1 calc GR . . . .


_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 C007 1.2044(18) . ?
O002 C00F 1.3307(19) . ?
O002 C00R 1.464(2) . ?
O003 C00F 1.199(2) . ?
N004 N005 1.4546(17) . ?
N004 C007 1.3752(19) . ?
N004 C008 1.4185(19) . ?
N005 C00B 1.5291(19) . ?
N005 C00F 1.410(2) . ?
C006 C00B 1.511(2) . ?
C006 C00D 1.396(2) . ?
C006 C00G 1.386(2) . ?
C007 C00B 1.541(2) . ?
C008 C00C 1.395(2) . ?
C008 C00J 1.384(2) . ?
C009 C00A 1.390(2) . ?
C009 C00B 1.518(2) . ?
C009 C00E 1.390(2) . ?
C00A C00I 1.390(2) . ?
C00C C00M 1.385(2) . ?
C00D C00L 1.382(2) . ?
C00E C00K 1.394(2) . ?
C00G C00N 1.395(3) . ?
C00H C00I 1.386(2) . ?
C00H C00K 1.379(3) . ?
C00J C00O 1.392(2) . ?
C00L C00Q 1.386(3) . ?
C00M C00P 1.385(3) . ?
C00N C00Q 1.374(3) . ?
C00O C00P 1.379(3) . ?
C00R C00S 1.471(3) . ?

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 O002 C00R 116.26(14) . . ?
C007 N004 N005 93.82(11) . . ?
C007 N004 C008 131.06(12) . . ?
C008 N004 N005 123.69(12) . . ?
N004 N005 C00B 89.36(10) . . ?
C00F N005 N004 113.74(12) . . ?
C00F N005 C00B 119.67(11) . . ?
C00D C006 C00B 118.26(14) . . ?
C00G C006 C00B 122.26(14) . . ?
C00G C006 C00D 119.48(15) . . ?
O001 C007 N004 132.48(14) . . ?
O001 C007 C00B 135.57(14) . . ?
N004 C007 C00B 91.89(11) . . ?
C00C C008 N004 118.47(14) . . ?
C00J C008 N004 120.63(14) . . ?
C00J C008 C00C 120.90(14) . . ?
C00A C009 C00B 119.77(13) . . ?
C00E C009 C00A 119.17(14) . . ?
C00E C009 C00B 121.05(14) . . ?
C00I C00A C009 120.56(15) . . ?
N005 C00B C007 84.67(10) . . ?
C006 C00B N005 112.21(12) . . ?
C006 C00B C007 110.81(12) . . ?
C006 C00B C009 115.03(12) . . ?
C009 C00B N005 115.55(12) . . ?
C009 C00B C007 114.92(12) . . ?
C00M C00C C008 118.94(15) . . ?
C00L C00D C006 120.41(16) . . ?
C009 C00E C00K 120.09(15) . . ?
O002 C00F N005 108.29(13) . . ?
O003 C00F O002 127.19(15) . . ?
O003 C00F N005 124.31(14) . . ?
C006 C00G C00N 119.38(17) . . ?
C00K C00H C00I 119.95(15) . . ?
C00H C00I C00A 119.86(15) . . ?
C008 C00J C00O 119.17(15) . . ?
C00H C00K C00E 120.35(16) . . ?
C00D C00L C00Q 120.08(18) . . ?
C00C C00M C00P 120.59(16) . . ?
C00Q C00N C00G 120.99(17) . . ?
C00P C00O C00J 120.42(16) . . ?
C00O C00P C00M 119.95(16) . . ?
C00N C00Q C00L 119.64(17) . . ?
O002 C00R C00S 109.31(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Dichloromethane and n-hexane'
####################################################################### 
# 
# 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_t1
_database_code_depnum_ccdc_archive 'CCDC 2528549'
loop_
_audit_author_name
_audit_author_address
Swh
;Zhejiang Pharmaceutical University
China
;
_audit_update_record             
;
2026-02-04 deposited with the CCDC.	2026-06-08 downloaded from the CCDC.
;
_audit_creation_date             2025-12-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H19 F N2 O3'
_chemical_formula_sum            'C23 H19 F N2 O3'
_chemical_formula_weight         390.40
_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      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                   15.864(5)
_cell_length_b                   11.530(3)
_cell_length_c                   10.602(3)
_cell_angle_alpha                90
_cell_angle_beta                 95.905(10)
_cell_angle_gamma                90
_cell_volume                     1928.9(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3024
_cell_measurement_temperature    149(2)
_cell_measurement_theta_max      68.19
_cell_measurement_theta_min      2.79
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.795
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6559
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1139 before and 0.0681 after correction.
The Ratio of minimum to maximum transmission is 0.8709.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             816
_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  0.0729
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16717
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        66.492
_diffrn_reflns_theta_max         66.492
_diffrn_reflns_theta_min         2.800
_diffrn_ambient_temperature      149.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2605
_reflns_number_total             3371
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.874
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0475
_refine_ls_restrained_S_all      1.062
_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)+(0.0631P)²+0.6099P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1355
_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 Secondary CH2 refined with riding coordinates:
 C00L(H00A,H00B)
2.b Aromatic/amide H refined with riding coordinates:
 C009(H009), C00C(H00C), C00D(H00D), C00G(H00G), C00H(H00H), C00I(H00I),
 C00J(H00J), C00K(H00K), C00M(H00M), C00N(H00N), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S)
2.c Idealised Me refined as rotating group:
 C00T(H00E,H00F,H00L)
;
_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
O001 O 0.31908(9) 0.39680(14) 0.49486(14) 0.0337(4) Uani 1 1 d . . . . .
O002 O 0.23214(10) 0.49652(14) 0.94481(14) 0.0364(4) Uani 1 1 d . . . . .
O003 O 0.42157(10) 0.48880(14) 0.62213(14) 0.0370(4) Uani 1 1 d . . . . .
F004 F -0.00152(11) 0.05239(15) 0.71245(19) 0.0690(5) Uani 1 1 d . . . . .
N005 N 0.31436(10) 0.38504(15) 0.70200(16) 0.0274(4) Uani 1 1 d . . . . .
N006 N 0.34060(11) 0.43050(15) 0.82777(16) 0.0283(4) Uani 1 1 d . . . . .
C007 C 0.41032(13) 0.38726(17) 0.90802(19) 0.0267(4) Uani 1 1 d . . . . .
C008 C 0.35810(13) 0.43274(18) 0.60493(19) 0.0284(5) Uani 1 1 d . . . . .
C009 C 0.47134(14) 0.32096(18) 0.8580(2) 0.0320(5) Uani 1 1 d . . . . .
H009 H 0.466893 0.303549 0.770003 0.038 Uiso 1 1 calc R . . . .
C00A C 0.16457(13) 0.32241(18) 0.7163(2) 0.0297(5) Uani 1 1 d . . . . .
C00B C 0.26038(14) 0.46043(18) 0.8516(2) 0.0294(5) Uani 1 1 d . . . . .
C00C C 0.41632(14) 0.41508(19) 1.0356(2) 0.0310(5) Uani 1 1 d . . . . .
H00C H 0.373524 0.459992 1.068886 0.037 Uiso 1 1 calc R . . . .
C00D C 0.09802(14) 0.3259(2) 0.7910(2) 0.0330(5) Uani 1 1 d . . . . .
H00D H 0.090924 0.391716 0.842764 0.040 Uiso 1 1 calc R . . . .
C00E C 0.19226(13) 0.52668(18) 0.6329(2) 0.0291(5) Uani 1 1 d . . . . .
C00F C 0.22372(13) 0.42517(18) 0.71609(19) 0.0280(5) Uani 1 1 d . . . . .
C00G C 0.48565(15) 0.37636(19) 1.1138(2) 0.0334(5) Uani 1 1 d . . . . .
H00G H 0.491458 0.396713 1.201105 0.040 Uiso 1 1 calc R . . . .
C00H C 0.12922(14) 0.5128(2) 0.5340(2) 0.0348(5) Uani 1 1 d . . . . .
H00H H 0.103862 0.438881 0.518216 0.042 Uiso 1 1 calc R . . . .
C00I C 0.54643(15) 0.30846(19) 1.0662(2) 0.0383(5) Uani 1 1 d . . . . .
H00I H 0.593372 0.280949 1.120868 0.046 Uiso 1 1 calc R . . . .
C00J C 0.22808(15) 0.6359(2) 0.6546(2) 0.0371(5) Uani 1 1 d . . . . .
H00J H 0.271137 0.646630 0.722741 0.045 Uiso 1 1 calc R . . . .
C00K C 0.17566(15) 0.2257(2) 0.6421(2) 0.0376(5) Uani 1 1 d . . . . .
H00K H 0.221752 0.222578 0.591613 0.045 Uiso 1 1 calc R . . . .
C00L C 0.35536(15) 0.4364(2) 0.3816(2) 0.0380(5) Uani 1 1 d . . . . .
H00A H 0.348565 0.375392 0.315691 0.046 Uiso 1 1 calc R . . . .
H00B H 0.416700 0.451237 0.402198 0.046 Uiso 1 1 calc R . . . .
C00M C 0.53909(15) 0.28036(19) 0.9387(2) 0.0383(5) Uani 1 1 d . . . . .
H00M H 0.580814 0.232902 0.906254 0.046 Uiso 1 1 calc R . . . .
C00N C 0.11960(16) 0.1335(2) 0.6414(2) 0.0426(6) Uani 1 1 d . . . . .
H00N H 0.126474 0.066759 0.590981 0.051 Uiso 1 1 calc R . . . .
C00O C 0.05395(15) 0.1413(2) 0.7155(2) 0.0411(6) Uani 1 1 d . . . . .
C00P C 0.20185(16) 0.7294(2) 0.5781(2) 0.0413(6) Uani 1 1 d . . . . .
H00P H 0.227002 0.803471 0.593652 0.050 Uiso 1 1 calc R . . . .
C00Q C 0.04189(14) 0.2345(2) 0.7907(2) 0.0398(5) Uani 1 1 d . . . . .
H00Q H -0.003984 0.236486 0.841671 0.048 Uiso 1 1 calc R . . . .
C00R C 0.13910(15) 0.7144(2) 0.4793(2) 0.0404(6) Uani 1 1 d . . . . .
H00R H 0.120915 0.778070 0.426548 0.049 Uiso 1 1 calc R . . . .
C00S C 0.10279(15) 0.6064(2) 0.4574(2) 0.0409(6) Uani 1 1 d . . . . .
H00S H 0.059450 0.596071 0.389600 0.049 Uiso 1 1 calc R . . . .
C00T C 0.31217(18) 0.5454(2) 0.3321(2) 0.0471(6) Uani 1 1 d . . . . .
H00E H 0.338108 0.572297 0.257346 0.071 Uiso 1 1 calc GR . . . .
H00F H 0.318322 0.605394 0.397910 0.071 Uiso 1 1 calc GR . . . .
H00L H 0.251867 0.529800 0.308667 0.071 Uiso 1 1 calc GR . . . .


_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 1.330(3) . ?
O001 C00L 1.457(3) . ?
O002 C00B 1.201(3) . ?
O003 C008 1.195(3) . ?
F004 C00O 1.349(3) . ?
N005 N006 1.453(2) . ?
N005 C008 1.411(3) . ?
N005 C00F 1.532(3) . ?
N006 C007 1.415(3) . ?
N006 C00B 1.367(3) . ?
C007 C009 1.381(3) . ?
C007 C00C 1.384(3) . ?
C009 C00M 1.384(3) . ?
C00A C00D 1.384(3) . ?
C00A C00F 1.512(3) . ?
C00A C00K 1.387(3) . ?
C00B C00F 1.548(3) . ?
C00C C00G 1.381(3) . ?
C00D C00Q 1.379(3) . ?
C00E C00F 1.518(3) . ?
C00E C00H 1.382(3) . ?
C00E C00J 1.391(3) . ?
C00G C00I 1.378(3) . ?
C00H C00S 1.389(3) . ?
C00I C00M 1.383(3) . ?
C00J C00P 1.387(3) . ?
C00K C00N 1.385(3) . ?
C00L C00T 1.500(4) . ?
C00N C00O 1.370(4) . ?
C00O C00Q 1.364(4) . ?
C00P C00R 1.379(3) . ?
C00R C00S 1.382(4) . ?

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
C008 O001 C00L 115.95(17) . . ?
N006 N005 C00F 89.12(14) . . ?
C008 N005 N006 114.38(16) . . ?
C008 N005 C00F 119.36(16) . . ?
C007 N006 N005 123.85(16) . . ?
C00B N006 N005 94.38(15) . . ?
C00B N006 C007 131.52(18) . . ?
C009 C007 N006 119.97(19) . . ?
C009 C007 C00C 121.5(2) . . ?
C00C C007 N006 118.49(19) . . ?
O001 C008 N005 107.41(17) . . ?
O003 C008 O001 127.7(2) . . ?
O003 C008 N005 124.74(19) . . ?
C007 C009 C00M 118.7(2) . . ?
C00D C00A C00F 119.2(2) . . ?
C00D C00A C00K 119.8(2) . . ?
C00K C00A C00F 121.0(2) . . ?
O002 C00B N006 132.3(2) . . ?
O002 C00B C00F 135.9(2) . . ?
N006 C00B C00F 91.73(16) . . ?
C00G C00C C007 118.8(2) . . ?
C00Q C00D C00A 120.5(2) . . ?
C00H C00E C00F 121.36(19) . . ?
C00H C00E C00J 118.8(2) . . ?
C00J C00E C00F 119.86(19) . . ?
N005 C00F C00B 84.44(15) . . ?
C00A C00F N005 110.63(16) . . ?
C00A C00F C00B 112.23(17) . . ?
C00A C00F C00E 115.99(17) . . ?
C00E C00F N005 115.58(17) . . ?
C00E C00F C00B 113.96(17) . . ?
C00I C00G C00C 120.5(2) . . ?
C00E C00H C00S 120.3(2) . . ?
C00G C00I C00M 120.0(2) . . ?
C00P C00J C00E 121.0(2) . . ?
C00N C00K C00A 120.1(2) . . ?
O001 C00L C00T 110.26(19) . . ?
C00I C00M C009 120.4(2) . . ?
C00O C00N C00K 118.2(2) . . ?
F004 C00O C00N 118.0(2) . . ?
F004 C00O C00Q 118.9(2) . . ?
C00Q C00O C00N 123.2(2) . . ?
C00R C00P C00J 119.7(2) . . ?
C00O C00Q C00D 118.3(2) . . ?
C00P C00R C00S 119.8(2) . . ?
C00R C00S C00H 120.4(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
