# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

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

data_RS_4CL_P_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2305839'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar, IIT Delhi
India
;
_audit_update_record             
;
2023-11-05 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-10-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C16 H15 Cl F3 N O3'
_chemical_formula_sum            'C16 H15 Cl F3 N O3'
_chemical_formula_weight         361.750
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
Cl 0.14908 0.15974 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55740 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   17.315(3)
_cell_length_b                   7.8480(15)
_cell_length_c                   12.8208(19)
_cell_angle_alpha                90
_cell_angle_beta                 103.384(5)
_cell_angle_gamma                90
_cell_volume                     1694.9(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    508
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      18.59
_cell_measurement_theta_min      2.42
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7080
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0767 before and 0.0524 after correction.
The Ratio of minimum to maximum transmission is 0.9498.
The λ/2 correction factor is Not present.
;
_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_F_000             744.0
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.18
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.9997
_diffrn_reflns_Laue_measured_fraction_max 0.9997
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31293
_diffrn_reflns_point_group_measured_fraction_full 0.9997
_diffrn_reflns_point_group_measured_fraction_max 0.9997
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_min         2.42
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 0.9997
_diffrn_measured_fraction_theta_max 0.9997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              21
_reflns_limit_h_min              -21
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2687
_reflns_number_total             3469
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3765
_refine_diff_density_min         -0.2582
_refine_diff_density_rms         0.0390
_refine_ls_d_res_high            0.7999
_refine_ls_d_res_low             8.4226
_refine_ls_goodness_of_fit_ref   1.0596
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0398
_refine_ls_restrained_S_all      1.0596
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0564P)²+0.4035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1100
_refine_ls_wR_factor_ref         0.1226
_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:
 C9(H9a,H9b), C13(H13a,H13b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C10(H10), C11(H11)
2.c Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C15(H15a,H15b,H15c)
;
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_refinement_flags_posn
Cl2 Cl -0.00068(3) 0.43975(7) 0.24913(4) 0.07296(19) Uani 1.000000 .
F1 F 0.24713(9) 0.98206(17) 0.62207(13) 0.0957(4) Uani 1.000000 .
F2 F 0.13519(8) 0.87666(17) 0.62841(11) 0.0877(4) Uani 1.000000 .
F4 F 0.16050(9) 0.93589(15) 0.47705(11) 0.0886(4) Uani 1.000000 .
O1 O 0.39662(14) 0.1935(3) 0.50787(16) 0.1199(8) Uani 1.000000 .
O2 O 0.29651(10) 0.6730(2) 0.75676(11) 0.0840(5) Uani 1.000000 .
O4 O 0.42837(12) 0.2695(2) 0.35817(13) 0.0938(6) Uani 1.000000 .
N2 N 0.20227(10) 0.4744(2) 0.68257(12) 0.0616(4) Uani 1.000000 .
C1 C 0.15018(11) 0.4468(2) 0.58280(14) 0.0532(4) Uani 1.000000 .
C2 C 0.09606(12) 0.3174(2) 0.55389(16) 0.0618(5) Uani 1.000000 .
H2 H 0.09036(12) 0.2332(2) 0.60261(16) 0.0741(6) Uiso 1.000000 R
C3 C 0.05008(12) 0.3162(2) 0.44946(16) 0.0609(5) Uani 1.000000 .
H3 H 0.01289(12) 0.2303(2) 0.42741(16) 0.0731(6) Uiso 1.000000 R
C4 C 0.05957(11) 0.4423(2) 0.37850(14) 0.0555(4) Uani 1.000000 .
C5 C 0.11473(11) 0.5721(2) 0.40717(14) 0.0536(4) Uani 1.000000 .
H5 H 0.12119(11) 0.6550(2) 0.35805(14) 0.0643(5) Uiso 1.000000 R
C6 C 0.22375(11) 0.6937(2) 0.56766(14) 0.0545(4) Uani 1.000000 .
C7 C 0.24670(12) 0.6168(3) 0.68190(15) 0.0620(5) Uani 1.000000 .
C8 C 0.19226(13) 0.8727(3) 0.57413(17) 0.0662(5) Uani 1.000000 .
C9 C 0.29746(12) 0.6991(3) 0.51861(16) 0.0635(5) Uani 1.000000 .
H9a H 0.28233(12) 0.7464(3) 0.44688(16) 0.0762(6) Uiso 1.000000 R
H9b H 0.33714(12) 0.7735(3) 0.56150(16) 0.0762(6) Uiso 1.000000 R
C10 C 0.33260(12) 0.5268(3) 0.51342(16) 0.0695(5) Uani 1.000000 .
H10 H 0.33557(12) 0.4558(3) 0.57228(16) 0.0835(6) Uiso 1.000000 R
C11 C 0.35927(13) 0.4672(3) 0.43487(17) 0.0719(6) Uani 1.000000 .
H11 H 0.35489(13) 0.5328(3) 0.37336(17) 0.0863(7) Uiso 1.000000 R
C12 C 0.39671(14) 0.2969(3) 0.44019(18) 0.0739(6) Uani 1.000000 .
C13 C 0.47163(19) 0.1106(3) 0.3567(2) 0.1015(9) Uani 1.000000 .
H13a H 0.50983(19) 0.0948(3) 0.4244(2) 0.1218(11) Uiso 1.000000 R
H13b H 0.43512(19) 0.0150(3) 0.3458(2) 0.1218(11) Uiso 1.000000 R
C14 C 0.51238(17) 0.1198(4) 0.2692(2) 0.1021(8) Uani 1.000000 .
H14a H 0.5430(11) 0.0180(14) 0.2684(12) 0.1532(13) Uiso 1.000000 GR
H14b H 0.47397(18) 0.131(3) 0.2023(3) 0.1532(13) Uiso 1.000000 GR
H14c H 0.5470(11) 0.2169(18) 0.2794(10) 0.1532(13) Uiso 1.000000 GR
C15 C 0.21059(16) 0.3605(3) 0.77428(16) 0.0797(6) Uani 1.000000 .
H15a H 0.2491(8) 0.4063(12) 0.8339(5) 0.1195(10) Uiso 1.000000 GR
H15b H 0.1604(3) 0.3497(18) 0.7934(9) 0.1195(10) Uiso 1.000000 GR
H15c H 0.2278(10) 0.2505(7) 0.7560(5) 0.1195(10) Uiso 1.000000 GR
C17 C 0.15969(10) 0.5739(2) 0.51116(13) 0.0503(4) Uani 1.000000 .


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
Cl2 C4 1.7433(19) . ?
F1 C8 1.322(2) . ?
F2 C8 1.334(2) . ?
F4 C8 1.334(2) . ?
O1 C12 1.188(3) . ?
O2 C7 1.215(2) . ?
O4 C12 1.311(3) . ?
O4 C13 1.457(3) . ?
N2 C1 1.401(2) . ?
N2 C7 1.358(3) . ?
N2 C15 1.458(2) . ?
C1 C2 1.374(3) . ?
C1 C17 1.391(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.390(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(3) . ?
C4 C5 1.386(3) . ?
C5 H5 0.9300 . ?
C5 C17 1.380(2) . ?
C6 C7 1.548(3) . ?
C6 C8 1.516(3) . ?
C6 C9 1.548(3) . ?
C6 C17 1.506(2) . ?
C9 H9a 0.9700 . ?
C9 H9b 0.9700 . ?
C9 C10 1.490(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.289(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.480(3) . ?
C13 H13a 0.9700 . ?
C13 H13b 0.9700 . ?
C13 C14 1.458(4) . ?
C14 H14a 0.9600 . ?
C14 H14b 0.9600 . ?
C14 H14c 0.9600 . ?
C15 H15a 0.9600 . ?
C15 H15b 0.9600 . ?
C15 H15c 0.9600 . ?

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
C13 O4 C12 117.54(19) . . ?
C7 N2 C1 111.56(15) . . ?
C15 N2 C1 124.36(18) . . ?
C15 N2 C7 124.03(17) . . ?
C2 C1 N2 127.99(17) . . ?
C17 C1 N2 110.03(16) . . ?
C17 C1 C2 121.99(17) . . ?
H2 C2 C1 121.07(11) . . ?
C3 C2 C1 117.87(17) . . ?
C3 C2 H2 121.07(11) . . ?
H3 C3 C2 119.96(11) . . ?
C4 C3 C2 120.08(18) . . ?
C4 C3 H3 119.96(11) . . ?
C3 C4 Cl2 118.85(15) . . ?
C5 C4 Cl2 119.00(14) . . ?
C5 C4 C3 122.14(17) . . ?
H5 C5 C4 121.18(11) . . ?
C17 C5 C4 117.64(17) . . ?
C17 C5 H5 121.18(10) . . ?
C8 C6 C7 109.02(15) . . ?
C9 C6 C7 109.86(15) . . ?
C9 C6 C8 109.73(15) . . ?
C17 C6 C7 102.19(15) . . ?
C17 C6 C8 111.74(15) . . ?
C17 C6 C9 113.98(14) . . ?
N2 C7 O2 126.39(19) . . ?
C6 C7 O2 125.85(19) . . ?
C6 C7 N2 107.74(15) . . ?
F2 C8 F1 106.36(16) . . ?
F4 C8 F1 106.79(17) . . ?
F4 C8 F2 106.42(17) . . ?
C6 C8 F1 113.47(17) . . ?
C6 C8 F2 111.69(17) . . ?
C6 C8 F4 111.67(16) . . ?
H9a C9 C6 109.18(10) . . ?
H9b C9 C6 109.18(10) . . ?
H9b C9 H9a 107.9 . . ?
C10 C9 C6 112.14(17) . . ?
C10 C9 H9a 109.18(11) . . ?
C10 C9 H9b 109.18(11) . . ?
H10 C10 C9 117.00(11) . . ?
C11 C10 C9 126.0(2) . . ?
C11 C10 H10 117.00(14) . . ?
H11 C11 C10 119.20(14) . . ?
C12 C11 C10 121.6(2) . . ?
C12 C11 H11 119.20(12) . . ?
O4 C12 O1 123.1(2) . . ?
C11 C12 O1 125.1(2) . . ?
C11 C12 O4 111.76(19) . . ?
H13a C13 O4 110.10(15) . . ?
H13b C13 O4 110.10(15) . . ?
H13b C13 H13a 108.4 . . ?
C14 C13 O4 108.0(2) . . ?
C14 C13 H13a 110.10(18) . . ?
C14 C13 H13b 110.10(18) . . ?
H14a C14 C13 109.5 . . ?
H14b C14 C13 109.5 . . ?
H14b C14 H14a 109.5 . . ?
H14c C14 C13 109.5 . . ?
H14c C14 H14a 109.5 . . ?
H14c C14 H14b 109.5 . . ?
H15a C15 N2 109.5 . . ?
H15b C15 N2 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 N2 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?
C5 C17 C1 120.27(16) . . ?
C6 C17 C1 108.45(15) . . ?
C6 C17 C5 131.27(16) . . ?

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
Cl2 C4 C3 C2 -178.51(14) . . . . ?
Cl2 C4 C5 C17 177.87(13) . . . . ?
F1 C8 C6 C7 68.62(19) . . . . ?
F1 C8 C6 C9 -51.74(19) . . . . ?
F1 C8 C6 C17 -179.18(16) . . . . ?
F2 C8 C6 C7 -51.59(19) . . . . ?
F2 C8 C6 C9 -171.94(16) . . . . ?
F2 C8 C6 C17 60.61(18) . . . . ?
F4 C8 C6 C7 -170.63(16) . . . . ?
F4 C8 C6 C9 69.02(18) . . . . ?
F4 C8 C6 C17 -58.42(18) . . . . ?
O1 C12 O4 C13 -5.9(3) . . . . ?
O1 C12 C11 C10 10.1(3) . . . . ?
O2 C7 N2 C1 179.7(2) . . . . ?
O2 C7 N2 C15 -3.0(3) . . . . ?
O2 C7 C6 C8 -61.0(2) . . . . ?
O2 C7 C6 C9 59.3(2) . . . . ?
O2 C7 C6 C17 -179.4(2) . . . . ?
O4 C12 C11 C10 -172.1(2) . . . . ?
N2 C1 C2 C3 179.78(19) . . . . ?
N2 C1 C17 C5 179.52(14) . . . . ?
N2 C1 C17 C6 0.71(16) . . . . ?
N2 C7 C6 C8 120.08(16) . . . . ?
N2 C7 C6 C9 -119.64(15) . . . . ?
N2 C7 C6 C17 1.70(16) . . . . ?
C1 C2 C3 C4 0.0(2) . . . . ?
C1 C17 C5 C4 1.27(19) . . . . ?
C1 C17 C6 C7 -1.43(15) . . . . ?
C1 C17 C6 C8 -117.86(15) . . . . ?
C1 C17 C6 C9 117.02(15) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C3 C4 C5 C17 -1.3(2) . . . . ?
C4 C5 C17 C6 179.76(14) . . . . ?
C5 C17 C6 C7 179.9(2) . . . . ?
C5 C17 C6 C8 63.5(2) . . . . ?
C5 C17 C6 C9 -61.6(2) . . . . ?
C6 C9 C10 C11 138.81(19) . . . . ?
C9 C10 C11 C12 177.0(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_RS_4F_PBA_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2305844'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar, IIT Delhi
India
;
_audit_update_record             
;
2023-11-05 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-10-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C17 H13 F4 N O'
_chemical_formula_sum            'C17 H13 F4 N O'
_chemical_formula_weight         323.292
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y+1/2,z+1/2
4 x+1/2,-y+1/2,z

_symmetry_Int_Tables_number      33
_cell_length_a                   12.9186(8)
_cell_length_b                   7.4826(6)
_cell_length_c                   15.3993(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1488.57(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6739
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      24.72
_cell_measurement_theta_min      2.65
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0863 before and 0.0482 after correction.
The Ratio of minimum to maximum transmission is 0.9331.
The λ/2 correction factor is Not present.
;
_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    1.443
_exptl_crystal_description       block
_exptl_crystal_F_000             664.594
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0269
_diffrn_reflns_Laue_measured_fraction_full 0.9993
_diffrn_reflns_Laue_measured_fraction_max 0.9994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15643
_diffrn_reflns_point_group_measured_fraction_full 0.9993
_diffrn_reflns_point_group_measured_fraction_max 0.9993
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.34
_diffrn_reflns_theta_min         2.65
_diffrn_ambient_temperature      297.00
_diffrn_measured_fraction_theta_full 0.9993
_diffrn_measured_fraction_theta_max 0.9994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.999
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              19
_reflns_limit_l_min              -19
_reflns_number_gt                2634
_reflns_number_total             3033
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.1212
_refine_diff_density_min         -0.1511
_refine_diff_density_rms         0.0300
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.2(3)
_refine_ls_d_res_high            0.8008
_refine_ls_d_res_low             7.6996
_refine_ls_goodness_of_fit_ref   1.0629
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3033
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0340
_refine_ls_restrained_S_all      1.0629
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+0.1326P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0878
_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:
 C7(H7a,H7b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C14(H14), C15(H15), C16(H16), C17(H17)
2.c Idealised Me refined as rotating group:
 C13(H13a,H13b,H13c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
F1 F 0.79961(10) 0.90877(17) 0.60709(9) 0.0791(4) Uani 1.000000 .
F2 F 0.65571(10) 0.98356(18) 0.54950(11) 0.0866(5) Uani 1.000000 .
F3 F 0.79359(11) 0.99264(18) 0.47449(10) 0.0867(4) Uani 1.000000 .
F4 F 0.58128(16) 0.0171(2) 0.28974(10) 0.1158(6) Uani 1.000000 .
O1 O 0.90208(10) 0.6474(2) 0.45445(11) 0.0699(4) Uani 1.000000 .
N1 N 0.83116(11) 0.4780(2) 0.56310(11) 0.0512(4) Uani 1.000000 .
C1 C 0.64708(14) 0.5172(2) 0.38567(11) 0.0509(4) Uani 1.000000 .
C2 C 0.55182(16) 0.4387(3) 0.40056(13) 0.0637(5) Uani 1.000000 .
H2 H 0.50187(16) 0.5001(3) 0.43223(13) 0.0765(6) Uiso 1.000000 R
C3 C 0.5299(2) 0.2690(3) 0.36866(14) 0.0785(7) Uani 1.000000 .
H3 H 0.4660(2) 0.2160(3) 0.37894(14) 0.0942(8) Uiso 1.000000 R
C4 C 0.6040(2) 0.1818(3) 0.32211(15) 0.0794(7) Uani 1.000000 .
C5 C 0.6993(2) 0.2544(3) 0.30631(15) 0.0814(7) Uani 1.000000 .
H5 H 0.7490(2) 0.1917(3) 0.27501(15) 0.0977(8) Uiso 1.000000 R
C6 C 0.71966(17) 0.4216(3) 0.33773(14) 0.0669(6) Uani 1.000000 .
H6 H 0.78389(17) 0.4730(3) 0.32673(14) 0.0803(7) Uiso 1.000000 R
C7 C 0.67034(15) 0.7020(3) 0.41817(12) 0.0544(4) Uani 1.000000 .
H7a H 0.71383(15) 0.7625(3) 0.37606(12) 0.0652(5) Uiso 1.000000 R
H7b H 0.60603(15) 0.7683(3) 0.42255(12) 0.0652(5) Uiso 1.000000 R
C8 C 0.72508(13) 0.7049(2) 0.50740(13) 0.0485(4) Uani 1.000000 .
C9 C 0.83103(13) 0.6106(3) 0.50323(13) 0.0515(4) Uani 1.000000 .
C10 C 0.73684(13) 0.4699(2) 0.60863(12) 0.0464(4) Uani 1.000000 .
C11 C 0.67066(13) 0.6024(2) 0.57868(11) 0.0452(4) Uani 1.000000 .
C12 C 0.74313(15) 0.8977(3) 0.53470(15) 0.0617(5) Uani 1.000000 .
C13 C 0.91903(15) 0.3617(3) 0.58034(16) 0.0644(5) Uani 1.000000 .
H13a H 0.8993(4) 0.2397(3) 0.5707(11) 0.0967(8) Uiso 1.000000 GR
H13b H 0.9750(5) 0.3924(15) 0.5422(8) 0.0967(8) Uiso 1.000000 GR
H13c H 0.9408(8) 0.3764(17) 0.6395(4) 0.0967(8) Uiso 1.000000 GR
C14 C 0.70863(16) 0.3531(3) 0.67336(12) 0.0580(5) Uani 1.000000 .
H14 H 0.75328(16) 0.2636(3) 0.69219(12) 0.0697(6) Uiso 1.000000 R
C15 C 0.61092(16) 0.3738(3) 0.70951(14) 0.0648(5) Uani 1.000000 .
H15 H 0.59031(16) 0.2986(3) 0.75438(14) 0.0778(6) Uiso 1.000000 R
C16 C 0.54403(16) 0.5035(3) 0.68022(14) 0.0617(5) Uani 1.000000 .
H16 H 0.47855(16) 0.5135(3) 0.70483(14) 0.0740(6) Uiso 1.000000 R
C17 C 0.57331(14) 0.6198(3) 0.61416(13) 0.0552(4) Uani 1.000000 .
H17 H 0.52808(14) 0.7075(3) 0.59435(13) 0.0662(5) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C12 1.335(2) . ?
F2 C12 1.319(2) . ?
F3 C12 1.337(3) . ?
F4 C4 1.361(3) . ?
O1 C9 1.218(2) . ?
N1 C9 1.355(3) . ?
N1 C10 1.407(2) . ?
N1 C13 1.454(2) . ?
C1 C2 1.383(3) . ?
C1 C6 1.391(3) . ?
C1 C7 1.501(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.362(4) . ?
C4 C5 1.368(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.367(4) . ?
C6 H6 0.9300 . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 C8 1.546(3) . ?
C8 C9 1.541(2) . ?
C8 C11 1.512(3) . ?
C8 C12 1.521(3) . ?
C10 C11 1.388(2) . ?
C10 C14 1.375(3) . ?
C11 C17 1.377(2) . ?
C13 H13a 0.9600 . ?
C13 H13b 0.9600 . ?
C13 H13c 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.388(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.391(3) . ?
C17 H17 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
C10 N1 C9 111.67(14) . . ?
C13 N1 C9 124.29(16) . . ?
C13 N1 C10 124.01(16) . . ?
C6 C1 C2 117.99(19) . . ?
C7 C1 C2 120.95(17) . . ?
C7 C1 C6 121.04(18) . . ?
H2 C2 C1 119.66(12) . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.66(14) . . ?
H3 C3 C2 120.64(14) . . ?
C4 C3 C2 118.7(2) . . ?
C4 C3 H3 120.64(15) . . ?
C3 C4 F4 118.4(3) . . ?
C5 C4 F4 119.2(3) . . ?
C5 C4 C3 122.4(2) . . ?
H5 C5 C4 120.86(15) . . ?
C6 C5 C4 118.3(2) . . ?
C6 C5 H5 120.86(15) . . ?
C5 C6 C1 121.9(2) . . ?
H6 C6 C1 119.04(13) . . ?
H6 C6 C5 119.04(15) . . ?
H7a C7 C1 108.84(10) . . ?
H7b C7 C1 108.84(10) . . ?
H7b C7 H7a 107.7 . . ?
C8 C7 C1 113.63(15) . . ?
C8 C7 H7a 108.84(10) . . ?
C8 C7 H7b 108.84(10) . . ?
C9 C8 C7 111.28(16) . . ?
C11 C8 C7 115.19(14) . . ?
C11 C8 C9 102.18(14) . . ?
C12 C8 C7 109.22(15) . . ?
C12 C8 C9 108.04(14) . . ?
C12 C8 C11 110.60(16) . . ?
N1 C9 O1 125.77(17) . . ?
C8 C9 O1 126.28(18) . . ?
C8 C9 N1 107.95(15) . . ?
C11 C10 N1 109.72(15) . . ?
C14 C10 N1 128.16(17) . . ?
C14 C10 C11 122.12(17) . . ?
C10 C11 C8 108.48(14) . . ?
C17 C11 C8 131.63(16) . . ?
C17 C11 C10 119.88(17) . . ?
F2 C12 F1 107.08(19) . . ?
F3 C12 F1 106.24(16) . . ?
F3 C12 F2 106.18(18) . . ?
C8 C12 F1 111.92(16) . . ?
C8 C12 F2 112.23(16) . . ?
C8 C12 F3 112.76(18) . . ?
H13a C13 N1 109.5 . . ?
H13b C13 N1 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 N1 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?
H14 C14 C10 121.29(12) . . ?
C15 C14 C10 117.42(19) . . ?
C15 C14 H14 121.29(12) . . ?
H15 C15 C14 119.38(12) . . ?
C16 C15 C14 121.2(2) . . ?
C16 C15 H15 119.38(12) . . ?
H16 C16 C15 119.66(12) . . ?
C17 C16 C15 120.68(19) . . ?
C17 C16 H16 119.66(12) . . ?
C16 C17 C11 118.63(19) . . ?
H17 C17 C11 120.68(11) . . ?
H17 C17 C16 120.68(12) . . ?

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
F1 C12 C8 C7 -173.59(17) . . . . ?
F1 C12 C8 C9 -52.42(19) . . . . ?
F1 C12 C8 C11 58.64(18) . . . . ?
F2 C12 C8 C7 66.0(2) . . . . ?
F2 C12 C8 C9 -172.85(18) . . . . ?
F2 C12 C8 C11 -61.79(19) . . . . ?
F3 C12 C8 C7 -53.88(18) . . . . ?
F3 C12 C8 C9 67.29(19) . . . . ?
F3 C12 C8 C11 178.35(16) . . . . ?
F4 C4 C3 C2 -178.8(2) . . . . ?
F4 C4 C5 C6 178.5(2) . . . . ?
O1 C9 N1 C10 -179.6(2) . . . . ?
O1 C9 N1 C13 2.3(3) . . . . ?
O1 C9 C8 C7 56.4(2) . . . . ?
O1 C9 C8 C11 179.9(2) . . . . ?
O1 C9 C8 C12 -63.4(2) . . . . ?
N1 C9 C8 C7 -123.06(16) . . . . ?
N1 C9 C8 C11 0.39(16) . . . . ?
N1 C9 C8 C12 117.06(16) . . . . ?
N1 C10 C11 C8 0.48(15) . . . . ?
N1 C10 C11 C17 180.00(14) . . . . ?
N1 C10 C14 C15 179.04(19) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C1 C6 C5 C4 0.8(2) . . . . ?
C1 C7 C8 C9 61.81(17) . . . . ?
C1 C7 C8 C11 -53.86(18) . . . . ?
C1 C7 C8 C12 -179.00(17) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C7 C8 C11 C10 120.26(16) . . . . ?
C7 C8 C11 C17 -59.2(2) . . . . ?
C8 C11 C10 C14 -179.42(14) . . . . ?
C8 C11 C17 C16 179.8(2) . . . . ?
C10 C11 C17 C16 0.46(19) . . . . ?
C10 C14 C15 C16 1.5(2) . . . . ?
C11 C17 C16 C15 0.0(2) . . . . ?
C14 C15 C16 C17 -1.0(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_RS_4CF3_STYRENE_3_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2305841'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar, IIT Delhi
India
;
_audit_update_record             
;
2023-11-05 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-10-31
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C20 H15 F6 N O'
_chemical_formula_sum            'C20 H15 F6 N O'
_chemical_formula_weight         399.338
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.2546(3)
_cell_length_b                   7.7811(3)
_cell_length_c                   17.2128(7)
_cell_angle_alpha                99.301(1)
_cell_angle_beta                 94.304(1)
_cell_angle_gamma                105.274(2)
_cell_volume                     917.91(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9987
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.94
_cell_measurement_theta_min      2.42
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1400 before and 0.0548 after correction.
The Ratio of minimum to maximum transmission is 0.8992.
The λ/2 correction factor is Not present.
;
_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    1.445
_exptl_crystal_description       block
_exptl_crystal_F_000             408.389
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.18
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.9997
_diffrn_reflns_Laue_measured_fraction_max 0.9968
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29651
_diffrn_reflns_point_group_measured_fraction_full 0.9997
_diffrn_reflns_point_group_measured_fraction_max 0.9968
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         2.42
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 0.9997
_diffrn_measured_fraction_theta_max 0.9968
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                3034
_reflns_number_total             3745
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.8691
_refine_diff_density_min         -0.6199
_refine_diff_density_rms         0.0619
_refine_ls_d_res_high            0.7995
_refine_ls_d_res_low             8.4282
_refine_ls_goodness_of_fit_ref   1.0459
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    27
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3745
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0836
_refine_ls_restrained_S_all      1.0459
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1578P)²+0.7197P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2710
_refine_ls_wR_factor_ref         0.2859
_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:
 C11(H11a,H11b)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C13(H13), C12(H12), C19(H19), C10(H10), C7(H7), C18(H18),
 C8(H8), C9(H9)
2.c Idealised Me refined as rotating group:
 C4(H4a,H4b,H4c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
F1 F 1.0359(4) 0.0592(3) 0.76709(16) 0.0955(8) Uani 1.000000 .
F2 F 1.1719(3) 0.2277(3) 0.87881(12) 0.0793(7) Uani 1.000000 .
F3 F 1.2941(3) 0.2740(4) 0.77195(15) 0.0922(8) Uani 1.000000 .
F4 F 0.2129(13) 0.9095(10) 0.4957(2) 0.262(4) Uani 1.000000 .
F5 F 0.0270(6) 0.8219(7) 0.5639(6) 0.261(5) Uani 1.000000 .
F6 F 0.2327(7) 1.0431(5) 0.6049(3) 0.1669(19) Uani 1.000000 .
O1 O 0.6999(4) 0.1708(4) 0.81527(17) 0.0787(8) Uani 1.000000 .
N1 N 0.8308(4) 0.4550(4) 0.89013(15) 0.0565(7) Uani 1.000000 .
C1 C 1.1276(5) 0.2289(5) 0.8020(2) 0.0657(9) Uani 1.000000 .
C2 C 1.0116(4) 0.3621(4) 0.79218(17) 0.0536(7) Uani 1.000000 .
C3 C 0.8270(4) 0.3115(5) 0.83256(18) 0.0555(7) Uani 1.000000 .
C4 C 0.6745(5) 0.4613(6) 0.9367(2) 0.0751(10) Uani 1.000000 .
H4a H 0.628(3) 0.563(3) 0.9292(15) 0.1126(16) Uiso 1.000000 GR
H4b H 0.572(2) 0.3514(19) 0.9201(13) 0.1126(16) Uiso 1.000000 GR
H4c H 0.7193(13) 0.474(4) 0.9918(3) 0.1126(16) Uiso 1.000000 GR
C5 C 1.0013(4) 0.5969(4) 0.89475(18) 0.0538(7) Uani 1.000000 .
C6 C 1.1136(4) 0.5490(4) 0.83896(19) 0.0558(7) Uani 1.000000 .
C7 C 1.2862(5) 0.6678(6) 0.8317(3) 0.0755(10) Uani 1.000000 .
H7 H 1.3615(5) 0.6375(6) 0.7931(3) 0.0906(13) Uiso 1.000000 R
C8 C 1.3454(7) 0.8349(6) 0.8836(4) 0.0955(15) Uani 1.000000 .
H8 H 1.4621(7) 0.9172(6) 0.8802(4) 0.1146(18) Uiso 1.000000 R
C9 C 1.2317(7) 0.8783(6) 0.9399(3) 0.0894(14) Uani 1.000000 .
H9 H 1.2744(7) 0.9898(6) 0.9744(3) 0.1073(16) Uiso 1.000000 R
C10 C 1.0563(6) 0.7616(5) 0.9467(2) 0.0724(10) Uani 1.000000 .
H10 H 0.9792(6) 0.7922(5) 0.9844(2) 0.0869(12) Uiso 1.000000 R
C11 C 0.9567(5) 0.3558(6) 0.70268(19) 0.0704(10) Uani 1.000000 .
H11a H 1.0731(5) 0.3830(6) 0.67725(19) 0.0845(12) Uiso 1.000000 R
H11b H 0.8799(5) 0.2343(6) 0.67822(19) 0.0845(12) Uiso 1.000000 R
C12 C 0.8453(5) 0.4884(6) 0.6893(2) 0.0707(10) Uani 1.000000 .
H12 H 0.9053(5) 0.6115(6) 0.7069(2) 0.0849(12) Uiso 1.000000 R
C13 C 0.6681(5) 0.4397(5) 0.6540(2) 0.0673(9) Uani 1.000000 .
H13 H 0.6100(5) 0.3156(5) 0.6391(2) 0.0807(11) Uiso 1.000000 R
C14 C 0.5504(5) 0.5596(5) 0.63532(19) 0.0588(8) Uani 1.000000 .
C15 C 0.3890(5) 0.4872(5) 0.5794(2) 0.0643(8) Uani 1.000000 .
H15 H 0.3555(5) 0.3645(5) 0.5568(2) 0.0771(10) Uiso 1.000000 R
C16 C 0.2776(5) 0.5925(5) 0.5568(2) 0.0627(8) Uani 1.000000 .
H16 H 0.1712(5) 0.5412(5) 0.5185(2) 0.0753(10) Uiso 1.000000 R
C17 C 0.3230(5) 0.7746(4) 0.59055(19) 0.0597(8) Uani 1.000000 .
C18 C 0.4807(6) 0.8486(5) 0.6477(2) 0.0732(10) Uani 1.000000 .
H18 H 0.5115(6) 0.9703(5) 0.6716(2) 0.0879(12) Uiso 1.000000 R
C19 C 0.5923(6) 0.7412(5) 0.6693(2) 0.0735(10) Uani 1.000000 .
H19 H 0.6985(6) 0.7923(5) 0.7077(2) 0.0882(12) Uiso 1.000000 R
C20 C 0.2044(7) 0.8870(5) 0.5642(2) 0.0757(10) Uani 1.000000 .


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C1 1.330(4) . ?
F2 C1 1.338(4) . ?
F3 C1 1.334(4) . ?
F4 C20 1.223(5) . ?
F5 C20 1.252(6) . ?
F6 C20 1.257(5) . ?
O1 C3 1.208(4) . ?
N1 C3 1.361(4) . ?
N1 C4 1.444(4) . ?
N1 C5 1.412(4) . ?
C1 C2 1.519(5) . ?
C2 C3 1.544(4) . ?
C2 C6 1.509(4) . ?
C2 C11 1.552(4) . ?
C4 H4a 0.9600 . ?
C4 H4b 0.9600 . ?
C4 H4c 0.9600 . ?
C5 C6 1.373(5) . ?
C5 C10 1.381(5) . ?
C6 C7 1.374(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.395(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.376(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.381(6) . ?
C10 H10 0.9300 . ?
C11 H11a 0.9700 . ?
C11 H11b 0.9700 . ?
C11 C12 1.503(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.310(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.477(5) . ?
C14 C15 1.386(5) . ?
C14 C19 1.382(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.371(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.384(5) . ?
C17 C18 1.382(5) . ?
C17 C20 1.475(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.380(6) . ?
C19 H19 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
C4 N1 C3 123.4(3) . . ?
C5 N1 C3 111.1(3) . . ?
C5 N1 C4 125.5(3) . . ?
F2 C1 F1 107.2(3) . . ?
F3 C1 F1 107.1(3) . . ?
F3 C1 F2 106.6(3) . . ?
C2 C1 F1 113.3(3) . . ?
C2 C1 F2 111.0(3) . . ?
C2 C1 F3 111.4(3) . . ?
C3 C2 C1 109.4(3) . . ?
C6 C2 C1 111.4(3) . . ?
C6 C2 C3 102.0(2) . . ?
C11 C2 C1 109.8(3) . . ?
C11 C2 C3 109.6(2) . . ?
C11 C2 C6 114.4(3) . . ?
N1 C3 O1 126.0(3) . . ?
C2 C3 O1 126.1(3) . . ?
C2 C3 N1 107.9(3) . . ?
H4a C4 N1 109.5 . . ?
H4b C4 N1 109.5 . . ?
H4b C4 H4a 109.5 . . ?
H4c C4 N1 109.5 . . ?
H4c C4 H4a 109.5 . . ?
H4c C4 H4b 109.5 . . ?
C6 C5 N1 110.1(3) . . ?
C10 C5 N1 127.4(3) . . ?
C10 C5 C6 122.6(3) . . ?
C5 C6 C2 109.0(3) . . ?
C7 C6 C2 130.6(3) . . ?
C7 C6 C5 120.4(3) . . ?
H7 C7 C6 120.9(3) . . ?
C8 C7 C6 118.2(4) . . ?
C8 C7 H7 120.9(3) . . ?
H8 C8 C7 119.9(3) . . ?
C9 C8 C7 120.3(4) . . ?
C9 C8 H8 119.9(3) . . ?
H9 C9 C8 119.0(3) . . ?
C10 C9 C8 122.0(4) . . ?
C10 C9 H9 119.0(3) . . ?
C9 C10 C5 116.5(4) . . ?
H10 C10 C5 121.7(2) . . ?
H10 C10 C9 121.7(3) . . ?
H11a C11 C2 109.17(17) . . ?
H11b C11 C2 109.2(2) . . ?
H11b C11 H11a 107.9 . . ?
C12 C11 C2 112.2(3) . . ?
C12 C11 H11a 109.17(19) . . ?
C12 C11 H11b 109.2(2) . . ?
H12 C12 C11 118.3(2) . . ?
C13 C12 C11 123.4(4) . . ?
C13 C12 H12 118.3(3) . . ?
H13 C13 C12 116.4(3) . . ?
C14 C13 C12 127.3(4) . . ?
C14 C13 H13 116.36(19) . . ?
C15 C14 C13 118.3(3) . . ?
C19 C14 C13 124.1(3) . . ?
C19 C14 C15 117.6(3) . . ?
H15 C15 C14 119.3(2) . . ?
C16 C15 C14 121.4(3) . . ?
C16 C15 H15 119.29(19) . . ?
H16 C16 C15 119.9(2) . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.9(2) . . ?
C18 C17 C16 119.2(3) . . ?
C20 C17 C16 119.6(3) . . ?
C20 C17 C18 121.2(3) . . ?
H18 C18 C17 120.1(2) . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 H18 120.1(2) . . ?
C18 C19 C14 121.7(3) . . ?
H19 C19 C14 119.2(2) . . ?
H19 C19 C18 119.2(2) . . ?
F5 C20 F4 101.5(6) . . ?
F6 C20 F4 105.2(5) . . ?
F6 C20 F5 101.6(5) . . ?
C17 C20 F4 115.1(4) . . ?
C17 C20 F5 114.6(4) . . ?
C17 C20 F6 116.9(4) . . ?

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
F1 C1 C2 C3 62.8(3) . . . . ?
F1 C1 C2 C6 174.8(3) . . . . ?
F1 C1 C2 C11 -57.5(3) . . . . ?
F2 C1 C2 C3 -57.8(3) . . . . ?
F2 C1 C2 C6 54.1(3) . . . . ?
F2 C1 C2 C11 -178.1(3) . . . . ?
F3 C1 C2 C3 -176.4(3) . . . . ?
F3 C1 C2 C6 -64.4(3) . . . . ?
F3 C1 C2 C11 63.3(3) . . . . ?
F4 C20 C17 C16 -66.6(7) . . . . ?
F4 C20 C17 C18 112.5(6) . . . . ?
F5 C20 C17 C16 50.5(7) . . . . ?
F5 C20 C17 C18 -130.4(6) . . . . ?
F6 C20 C17 C16 169.3(4) . . . . ?
F6 C20 C17 C18 -11.6(6) . . . . ?
O1 C3 N1 C4 -3.2(4) . . . . ?
O1 C3 N1 C5 179.7(3) . . . . ?
O1 C3 C2 C1 -61.4(4) . . . . ?
O1 C3 C2 C6 -179.4(4) . . . . ?
O1 C3 C2 C11 59.1(4) . . . . ?
N1 C3 C2 C1 119.9(3) . . . . ?
N1 C3 C2 C6 1.9(3) . . . . ?
N1 C3 C2 C11 -119.7(3) . . . . ?
N1 C5 C6 C2 0.7(3) . . . . ?
N1 C5 C6 C7 179.0(3) . . . . ?
N1 C5 C10 C9 179.6(4) . . . . ?
C1 C2 C6 C5 -118.1(3) . . . . ?
C1 C2 C6 C7 63.8(3) . . . . ?
C1 C2 C11 C12 -178.7(3) . . . . ?
C2 C6 C5 C10 -179.8(3) . . . . ?
C2 C6 C7 C8 179.5(4) . . . . ?
C2 C11 C12 C13 -117.3(3) . . . . ?
C5 C6 C7 C8 1.6(4) . . . . ?
C5 C10 C9 C8 0.9(4) . . . . ?
C6 C7 C8 C9 -0.5(4) . . . . ?
C7 C8 C9 C10 -0.8(5) . . . . ?
C11 C12 C13 C14 -177.3(3) . . . . ?
C12 C13 C14 C15 162.4(4) . . . . ?
C12 C13 C14 C19 -16.6(5) . . . . ?
C13 C14 C15 C16 -177.3(3) . . . . ?
C13 C14 C19 C18 177.9(4) . . . . ?
C14 C15 C16 C17 -1.0(4) . . . . ?
C14 C19 C18 C17 -0.3(4) . . . . ?
C15 C16 C17 C18 -0.5(4) . . . . ?
C15 C16 C17 C20 178.6(4) . . . . ?
C16 C17 C18 C19 1.1(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_RS_AK_NS45_1_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2305843'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar, IIT Delhi
India
;
_audit_update_record             
;
2023-11-05 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-10-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C17 H13 F4 N O'
_chemical_formula_sum            'C17 H13 F4 N O'
_chemical_formula_weight         323.292
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   15.167(1)
_cell_length_b                   7.6889(5)
_cell_length_c                   13.1968(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.510(3)
_cell_angle_gamma                90
_cell_volume                     1517.83(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9952
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.28
_cell_measurement_theta_min      2.72
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0766 before and 0.0588 after correction.
The Ratio of minimum to maximum transmission is 0.8803.
The λ/2 correction factor is Not present.
;
_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    1.415
_exptl_crystal_description       block
_exptl_crystal_F_000             664.594
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.9989
_diffrn_reflns_Laue_measured_fraction_max 0.9984
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            43483
_diffrn_reflns_point_group_measured_fraction_full 0.9989
_diffrn_reflns_point_group_measured_fraction_max 0.9984
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.46
_diffrn_reflns_theta_min         2.72
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 0.9989
_diffrn_measured_fraction_theta_max 0.9984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              18
_reflns_limit_h_min              -18
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2127
_reflns_number_total             3127
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.1431
_refine_diff_density_min         -0.2123
_refine_diff_density_rms         0.0426
_refine_ls_d_res_high            0.7974
_refine_ls_d_res_low             7.4793
_refine_ls_goodness_of_fit_ref   1.0922
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3127
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0441
_refine_ls_restrained_S_all      1.0922
_refine_ls_shift/su_max          -0.0003
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0604P)²+0.2818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1197
_refine_ls_wR_factor_ref         0.1409
_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:
 C7(H7a,H7b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C14(H14), C15(H15), C17(H17)
2.c Idealised Me refined as rotating group:
 C13(H13a,H13b,H13c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
F1 F 0.69069(12) 0.03943(17) 0.63174(11) 0.1122(5) Uani 1.000000 .
F2 F 0.63056(11) 0.10076(17) 0.47863(11) 0.1109(5) Uani 1.000000 .
F3 F 0.76457(13) 0.00708(19) 0.50960(13) 0.1219(6) Uani 1.000000 .
F4 F 0.53509(9) 0.53395(19) 0.78547(10) 0.0938(4) Uani 1.000000 .
O1 O 0.79201(12) 0.3252(2) 0.39420(12) 0.0984(5) Uani 1.000000 .
N1 N 0.68988(11) 0.51592(19) 0.44119(11) 0.0634(4) Uani 1.000000 .
C1 C 0.86672(13) 0.4802(3) 0.65603(17) 0.0723(5) Uani 1.000000 .
C2 C 0.85853(16) 0.5559(4) 0.7487(2) 0.0959(8) Uani 1.000000 .
H2 H 0.83068(16) 0.4955(4) 0.7957(2) 0.1151(9) Uiso 1.000000 R
C3 C 0.8916(2) 0.7214(5) 0.7722(3) 0.1266(12) Uani 1.000000 .
H3 H 0.8859(2) 0.7715(5) 0.8349(3) 0.1520(15) Uiso 1.000000 R
C4 C 0.9324(2) 0.8115(5) 0.7041(4) 0.1368(14) Uani 1.000000 .
H4 H 0.9536(2) 0.9234(5) 0.7199(4) 0.1641(17) Uiso 1.000000 R
C5 C 0.9421(2) 0.7379(6) 0.6138(4) 0.1363(13) Uani 1.000000 .
H5 H 0.9705(2) 0.7989(6) 0.5676(4) 0.1636(15) Uiso 1.000000 R
C6 C 0.90981(18) 0.5719(4) 0.5895(2) 0.1025(8) Uani 1.000000 .
H6 H 0.91743(18) 0.5220(4) 0.5273(2) 0.1230(10) Uiso 1.000000 R
C7 C 0.83225(14) 0.2998(3) 0.63116(16) 0.0753(6) Uani 1.000000 .
H7a H 0.87481(14) 0.2373(3) 0.59742(16) 0.0903(7) Uiso 1.000000 R
H7b H 0.82790(14) 0.2394(3) 0.69468(16) 0.0903(7) Uiso 1.000000 R
C8 C 0.73959(14) 0.2968(2) 0.56099(14) 0.0650(5) Uani 1.000000 .
C9 C 0.74557(15) 0.3765(3) 0.45456(15) 0.0704(5) Uani 1.000000 .
C10 C 0.64469(12) 0.5383(2) 0.52438(13) 0.0552(4) Uani 1.000000 .
C11 C 0.67030(12) 0.4104(2) 0.59771(13) 0.0562(4) Uani 1.000000 .
C12 C 0.70669(18) 0.1109(3) 0.54523(18) 0.0858(7) Uani 1.000000 .
C13 C 0.67996(17) 0.6295(3) 0.35190(15) 0.0822(6) Uani 1.000000 .
H13a H 0.6909(11) 0.7477(4) 0.37394(16) 0.1233(10) Uiso 1.000000 GR
H13b H 0.7221(8) 0.5964(14) 0.3086(7) 0.1233(10) Uiso 1.000000 GR
H13c H 0.6204(4) 0.6195(16) 0.3143(7) 0.1233(10) Uiso 1.000000 GR
C14 C 0.58293(13) 0.6638(2) 0.53712(15) 0.0640(5) Uani 1.000000 .
H14 H 0.56636(13) 0.7490(2) 0.48757(15) 0.0768(6) Uiso 1.000000 R
C15 C 0.54628(13) 0.6588(3) 0.62654(16) 0.0691(5) Uani 1.000000 .
H15 H 0.50393(13) 0.7410(3) 0.63776(16) 0.0829(6) Uiso 1.000000 R
C16 C 0.57243(14) 0.5333(3) 0.69793(15) 0.0671(5) Uani 1.000000 .
C17 C 0.63412(13) 0.4069(2) 0.68663(14) 0.0655(5) Uani 1.000000 .
H17 H 0.65066(13) 0.3228(2) 0.73684(14) 0.0786(6) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C12 1.325(3) . ?
F2 C12 1.333(3) . ?
F3 C12 1.328(3) . ?
F4 C16 1.368(2) . ?
O1 C9 1.213(2) . ?
N1 C9 1.358(3) . ?
N1 C10 1.398(2) . ?
N1 C13 1.455(2) . ?
C1 C2 1.378(3) . ?
C1 C6 1.373(3) . ?
C1 C7 1.500(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.361(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.350(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(5) . ?
C6 H6 0.9300 . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 C8 1.550(3) . ?
C8 C9 1.549(3) . ?
C8 C11 1.507(3) . ?
C8 C12 1.517(3) . ?
C10 C11 1.390(2) . ?
C10 C14 1.375(3) . ?
C11 C17 1.375(3) . ?
C13 H13a 0.9600 . ?
C13 H13b 0.9600 . ?
C13 H13c 0.9600 . ?
C14 H14 0.9300 . ?
C14 C15 1.386(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.361(3) . ?
C16 C17 1.374(3) . ?
C17 H17 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
C10 N1 C9 111.74(15) . . ?
C13 N1 C9 123.93(17) . . ?
C13 N1 C10 124.33(16) . . ?
C6 C1 C2 118.2(2) . . ?
C7 C1 C2 120.4(2) . . ?
C7 C1 C6 121.4(2) . . ?
H2 C2 C1 119.86(16) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.9(2) . . ?
H3 C3 C2 119.7(2) . . ?
C4 C3 C2 120.5(3) . . ?
C4 C3 H3 119.7(2) . . ?
H4 C4 C3 120.1(2) . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1(2) . . ?
H5 C5 C4 119.8(2) . . ?
C6 C5 C4 120.4(4) . . ?
C6 C5 H5 119.8(2) . . ?
C5 C6 C1 120.8(3) . . ?
H6 C6 C1 119.59(16) . . ?
H6 C6 C5 119.6(2) . . ?
H7a C7 C1 108.94(12) . . ?
H7b C7 C1 108.94(12) . . ?
H7b C7 H7a 107.8 . . ?
C8 C7 C1 113.17(16) . . ?
C8 C7 H7a 108.94(10) . . ?
C8 C7 H7b 108.94(11) . . ?
C9 C8 C7 110.65(17) . . ?
C11 C8 C7 114.25(15) . . ?
C11 C8 C9 102.16(15) . . ?
C12 C8 C7 109.96(16) . . ?
C12 C8 C9 108.41(16) . . ?
C12 C8 C11 111.04(18) . . ?
N1 C9 O1 125.98(19) . . ?
C8 C9 O1 126.45(19) . . ?
C8 C9 N1 107.57(16) . . ?
C11 C10 N1 110.06(15) . . ?
C14 C10 N1 127.96(16) . . ?
C14 C10 C11 121.98(17) . . ?
C10 C11 C8 108.41(15) . . ?
C17 C11 C8 131.38(16) . . ?
C17 C11 C10 120.19(17) . . ?
F2 C12 F1 106.4(2) . . ?
F3 C12 F1 106.36(18) . . ?
F3 C12 F2 106.42(18) . . ?
C8 C12 F1 112.05(18) . . ?
C8 C12 F2 112.02(17) . . ?
C8 C12 F3 113.1(2) . . ?
H13a C13 N1 109.5 . . ?
H13b C13 N1 109.5 . . ?
H13b C13 H13a 109.5 . . ?
H13c C13 N1 109.5 . . ?
H13c C13 H13a 109.5 . . ?
H13c C13 H13b 109.5 . . ?
H14 C14 C10 121.24(11) . . ?
C15 C14 C10 117.52(17) . . ?
C15 C14 H14 121.24(11) . . ?
H15 C15 C14 120.10(11) . . ?
C16 C15 C14 119.80(18) . . ?
C16 C15 H15 120.10(12) . . ?
C15 C16 F4 117.89(19) . . ?
C17 C16 F4 118.60(18) . . ?
C17 C16 C15 123.51(18) . . ?
C16 C17 C11 116.98(17) . . ?
H17 C17 C11 121.51(11) . . ?
H17 C17 C16 121.51(11) . . ?

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
F1 C12 C8 C7 65.6(2) . . . . ?
F1 C12 C8 C9 -173.3(2) . . . . ?
F1 C12 C8 C11 -61.8(2) . . . . ?
F2 C12 C8 C7 -174.9(2) . . . . ?
F2 C12 C8 C9 -53.8(2) . . . . ?
F2 C12 C8 C11 57.6(2) . . . . ?
F3 C12 C8 C7 -54.6(2) . . . . ?
F3 C12 C8 C9 66.5(2) . . . . ?
F3 C12 C8 C11 177.94(17) . . . . ?
F4 C16 C15 C14 179.49(16) . . . . ?
F4 C16 C17 C11 -179.95(16) . . . . ?
O1 C9 N1 C10 178.9(2) . . . . ?
O1 C9 N1 C13 -2.1(3) . . . . ?
O1 C9 C8 C7 59.7(2) . . . . ?
O1 C9 C8 C11 -178.3(2) . . . . ?
O1 C9 C8 C12 -61.0(2) . . . . ?
N1 C9 C8 C7 -119.72(16) . . . . ?
N1 C9 C8 C11 2.31(17) . . . . ?
N1 C9 C8 C12 119.62(18) . . . . ?
N1 C10 C11 C8 1.39(15) . . . . ?
N1 C10 C11 C17 -180.00(14) . . . . ?
N1 C10 C14 C15 179.46(18) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C1 C6 C5 C4 0.7(3) . . . . ?
C1 C7 C8 C9 64.0(2) . . . . ?
C1 C7 C8 C11 -50.6(2) . . . . ?
C1 C7 C8 C12 -176.3(2) . . . . ?
C2 C3 C4 C5 -1.1(4) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C7 C8 C11 C10 117.33(16) . . . . ?
C7 C8 C11 C17 -61.1(2) . . . . ?
C8 C11 C10 C14 -178.97(14) . . . . ?
C8 C11 C17 C16 178.7(2) . . . . ?
C10 C11 C17 C16 0.42(19) . . . . ?
C10 C14 C15 C16 0.5(2) . . . . ?
C11 C17 C16 C15 -0.0(2) . . . . ?
C14 C15 C16 C17 -0.4(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_RS_622_4CN_P_2_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2305840'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar, IIT Delhi
India
;
_audit_update_record             
;
2023-11-05 deposited with the CCDC.	2024-01-23 downloaded from the CCDC.
;
_audit_creation_date             2023-11-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C17 H15 F3 N2 O3'
_chemical_formula_sum            'C17 H15 F3 N2 O3'
_chemical_formula_weight         352.315
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
F 0.01756 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.27760 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   17.1833(6)
_cell_length_b                   7.8190(3)
_cell_length_c                   12.9026(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.059(1)
_cell_angle_gamma                90
_cell_volume                     1706.9(1)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9308
_cell_measurement_temperature    302(2)
_cell_measurement_theta_max      24.762
_cell_measurement_theta_min      2.408
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1603 before and 0.0628 after correction.
The Ratio of minimum to maximum transmission is 0.9308.
The λ/2 correction factor is Not present.
;
_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    1.371
_exptl_crystal_description       block
_exptl_crystal_F_000             728.0
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 0.9994
_diffrn_reflns_Laue_measured_fraction_max 0.9991
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            55495
_diffrn_reflns_point_group_measured_fraction_full 0.9994
_diffrn_reflns_point_group_measured_fraction_max 0.9991
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         2.41
_diffrn_ambient_temperature      302.00
_diffrn_measured_fraction_theta_full 0.9994
_diffrn_measured_fraction_theta_max 0.9991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              21
_reflns_limit_h_min              -21
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2184
_reflns_number_total             3500
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3621
_refine_diff_density_min         -0.2906
_refine_diff_density_rms         0.0540
_refine_ls_d_res_high            0.7994
_refine_ls_d_res_low             8.4596
_refine_ls_goodness_of_fit_ref   1.1303
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    24
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3500
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0893
_refine_ls_R_factor_gt           0.0511
_refine_ls_restrained_S_all      1.1303
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0643P)²+0.5709P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1290
_refine_ls_wR_factor_ref         0.1679
_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:
 C11(H11a,H11b), C15(H15a,H15b)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C12(H12), C13(H13)
2.c Idealised Me refined as rotating group:
 C16(H16a,H16b,H16c), C17(H17a,H17b,H17c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
F1 F 0.33596(11) 0.9395(2) 0.50190(13) 0.0910(6) Uani 1.000000 .
F2 F 0.36688(10) 0.8728(2) 0.35394(14) 0.0914(6) Uani 1.000000 .
F3 F 0.25438(11) 0.9820(2) 0.35972(16) 0.0972(6) Uani 1.000000 .
O1 O 0.20657(13) 0.6717(3) 0.23365(14) 0.0851(6) Uani 1.000000 .
O2 O 0.07402(16) 0.2651(3) 0.64020(18) 0.1050(8) Uani 1.000000 .
O3 O 0.1006(2) 0.1965(4) 0.4861(2) 0.1426(12) Uani 1.000000 .
N1 N 0.29719(13) 0.4696(3) 0.30573(15) 0.0618(6) Uani 1.000000 .
N2 N 0.52120(16) 0.4366(4) 0.7854(2) 0.0895(8) Uani 1.000000 .
C1 C 0.33746(13) 0.5738(3) 0.47210(17) 0.0519(5) Uani 1.000000 .
C2 C 0.34696(14) 0.4423(3) 0.40166(18) 0.0549(6) Uani 1.000000 .
C3 C 0.39925(16) 0.3096(3) 0.4298(2) 0.0653(7) Uani 1.000000 .
H3 H 0.40507(16) 0.2228(3) 0.3825(2) 0.0784(8) Uiso 1.000000 R
C4 C 0.44275(15) 0.3099(3) 0.5307(2) 0.0645(7) Uani 1.000000 .
H4 H 0.47825(15) 0.2216(3) 0.5516(2) 0.0774(8) Uiso 1.000000 R
C5 C 0.43429(14) 0.4401(3) 0.60123(19) 0.0590(6) Uani 1.000000 .
C6 C 0.38079(14) 0.5740(3) 0.57227(18) 0.0565(6) Uani 1.000000 .
H6 H 0.37475(14) 0.6608(3) 0.61954(18) 0.0678(7) Uiso 1.000000 R
C7 C 0.27483(14) 0.6949(3) 0.41797(17) 0.0556(6) Uani 1.000000 .
C8 C 0.25398(16) 0.6157(3) 0.30654(19) 0.0627(6) Uani 1.000000 .
C9 C 0.48228(17) 0.4386(4) 0.7039(2) 0.0686(7) Uani 1.000000 .
C10 C 0.30759(17) 0.8723(3) 0.4086(2) 0.0681(7) Uani 1.000000 .
C11 C 0.20057(15) 0.7031(4) 0.4696(2) 0.0672(7) Uani 1.000000 .
H11a H 0.21468(15) 0.7510(4) 0.5397(2) 0.0807(8) Uiso 1.000000 R
H11b H 0.16206(15) 0.7785(4) 0.4288(2) 0.0807(8) Uiso 1.000000 R
C12 C 0.16436(16) 0.5316(4) 0.4769(2) 0.0756(8) Uani 1.000000 .
H12 H 0.15856(16) 0.4634(4) 0.4169(2) 0.0907(10) Uiso 1.000000 R
C13 C 0.14025(18) 0.4681(4) 0.5577(2) 0.0775(8) Uani 1.000000 .
H13 H 0.14696(18) 0.5310(4) 0.6198(2) 0.0929(10) Uiso 1.000000 R
C14 C 0.10226(19) 0.2984(4) 0.5548(3) 0.0835(9) Uani 1.000000 .
C15 C 0.0308(3) 0.1056(5) 0.6450(3) 0.1140(13) Uani 1.000000 .
H15a H -0.0052(3) 0.0872(5) 0.5792(3) 0.1369(16) Uiso 1.000000 R
H15b H 0.0674(3) 0.0103(5) 0.6562(3) 0.1369(16) Uiso 1.000000 R
C16 C -0.0128(2) 0.1164(5) 0.7304(3) 0.1162(13) Uani 1.000000 .
H16a H -0.0426(15) 0.0132(18) 0.7333(16) 0.1743(19) Uiso 1.000000 GR
H16b H 0.0233(3) 0.131(4) 0.7955(4) 0.1743(19) Uiso 1.000000 GR
H16c H -0.0483(14) 0.212(3) 0.7193(13) 0.1743(19) Uiso 1.000000 GR
C17 C 0.2919(2) 0.3574(4) 0.2140(2) 0.0826(9) Uani 1.000000 .
H17a H 0.2516(9) 0.3988(16) 0.1588(6) 0.1239(13) Uiso 1.000000 GR
H17b H 0.3417(4) 0.356(2) 0.1901(11) 0.1239(13) Uiso 1.000000 GR
H17c H 0.2789(13) 0.2436(7) 0.2331(5) 0.1239(13) Uiso 1.000000 GR


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C10 1.326(3) . ?
F2 C10 1.336(3) . ?
F3 C10 1.329(3) . ?
O1 C8 1.213(3) . ?
O2 C14 1.305(3) . ?
O2 C15 1.459(4) . ?
O3 C14 1.189(4) . ?
N1 C2 1.392(3) . ?
N1 C8 1.363(3) . ?
N1 C17 1.463(3) . ?
N2 C9 1.144(3) . ?
C1 C2 1.400(3) . ?
C1 C6 1.374(3) . ?
C1 C7 1.510(3) . ?
C2 C3 1.379(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.390(4) . ?
C5 C6 1.401(3) . ?
C5 C9 1.433(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.549(3) . ?
C7 C10 1.510(4) . ?
C7 C11 1.541(3) . ?
C11 H11a 0.9700 . ?
C11 H11b 0.9700 . ?
C11 C12 1.488(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.287(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.477(4) . ?
C15 H15a 0.9700 . ?
C15 H15b 0.9700 . ?
C15 C16 1.439(5) . ?
C16 H16a 0.9600 . ?
C16 H16b 0.9600 . ?
C16 H16c 0.9600 . ?
C17 H17a 0.9600 . ?
C17 H17b 0.9600 . ?
C17 H17c 0.9600 . ?

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
C15 O2 C14 118.3(3) . . ?
C8 N1 C2 111.8(2) . . ?
C17 N1 C2 124.7(2) . . ?
C17 N1 C8 123.5(2) . . ?
C6 C1 C2 120.4(2) . . ?
C7 C1 C2 108.33(19) . . ?
C7 C1 C6 131.3(2) . . ?
C1 C2 N1 110.0(2) . . ?
C3 C2 N1 128.3(2) . . ?
C3 C2 C1 121.7(2) . . ?
H3 C3 C2 121.09(15) . . ?
C4 C3 C2 117.8(2) . . ?
C4 C3 H3 121.09(16) . . ?
H4 C4 C3 119.45(16) . . ?
C5 C4 C3 121.1(2) . . ?
C5 C4 H4 119.45(15) . . ?
C6 C5 C4 120.8(2) . . ?
C9 C5 C4 119.4(2) . . ?
C9 C5 C6 119.8(2) . . ?
C5 C6 C1 118.2(2) . . ?
H6 C6 C1 120.90(14) . . ?
H6 C6 C5 120.90(14) . . ?
C8 C7 C1 102.08(19) . . ?
C10 C7 C1 111.6(2) . . ?
C10 C7 C8 108.8(2) . . ?
C11 C7 C1 113.79(19) . . ?
C11 C7 C8 110.1(2) . . ?
C11 C7 C10 110.2(2) . . ?
N1 C8 O1 126.1(2) . . ?
C7 C8 O1 126.2(3) . . ?
C7 C8 N1 107.7(2) . . ?
C5 C9 N2 179.3(3) . . ?
F2 C10 F1 106.5(2) . . ?
F3 C10 F1 106.7(2) . . ?
F3 C10 F2 105.8(2) . . ?
C7 C10 F1 112.0(2) . . ?
C7 C10 F2 112.0(2) . . ?
C7 C10 F3 113.3(2) . . ?
H11a C11 C7 109.19(13) . . ?
H11b C11 C7 109.19(13) . . ?
H11b C11 H11a 107.9 . . ?
C12 C11 C7 112.1(2) . . ?
C12 C11 H11a 109.19(15) . . ?
C12 C11 H11b 109.19(15) . . ?
H12 C12 C11 116.72(15) . . ?
C13 C12 C11 126.6(3) . . ?
C13 C12 H12 116.72(19) . . ?
H13 C13 C12 119.01(19) . . ?
C14 C13 C12 122.0(3) . . ?
C14 C13 H13 119.01(17) . . ?
O3 C14 O2 122.1(3) . . ?
C13 C14 O2 112.7(3) . . ?
C13 C14 O3 125.0(3) . . ?
H15a C15 O2 110.0(2) . . ?
H15b C15 O2 110.0(2) . . ?
H15b C15 H15a 108.3 . . ?
C16 C15 O2 108.6(3) . . ?
C16 C15 H15a 110.0(3) . . ?
C16 C15 H15b 110.0(2) . . ?
H16a C16 C15 109.5 . . ?
H16b C16 C15 109.5 . . ?
H16b C16 H16a 109.5 . . ?
H16c C16 C15 109.5 . . ?
H16c C16 H16a 109.5 . . ?
H16c C16 H16b 109.5 . . ?
H17a C17 N1 109.5 . . ?
H17b C17 N1 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 N1 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 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
F1 C10 C7 C1 -60.2(2) . . . . ?
F1 C10 C7 C8 -172.1(2) . . . . ?
F1 C10 C7 C11 67.2(2) . . . . ?
F2 C10 C7 C1 59.4(2) . . . . ?
F2 C10 C7 C8 -52.5(2) . . . . ?
F2 C10 C7 C11 -173.2(2) . . . . ?
F3 C10 C7 C1 179.0(2) . . . . ?
F3 C10 C7 C8 67.1(3) . . . . ?
F3 C10 C7 C11 -53.6(3) . . . . ?
O1 C8 N1 C2 179.2(3) . . . . ?
O1 C8 N1 C17 -0.1(3) . . . . ?
O1 C8 C7 C1 -178.7(3) . . . . ?
O1 C8 C7 C10 -60.6(3) . . . . ?
O1 C8 C7 C11 60.2(3) . . . . ?
O2 C14 C13 C12 -172.7(3) . . . . ?
O3 C14 C13 C12 11.4(5) . . . . ?
N1 C2 C1 C6 -179.94(18) . . . . ?
N1 C2 C1 C7 1.3(2) . . . . ?
N1 C2 C3 C4 -179.9(3) . . . . ?
N1 C8 C7 C1 2.6(2) . . . . ?
N1 C8 C7 C10 120.7(2) . . . . ?
N1 C8 C7 C11 -118.5(2) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C1 C6 C5 C4 -0.5(3) . . . . ?
C1 C6 C5 C9 178.1(2) . . . . ?
C1 C7 C11 C12 -56.0(2) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C3 C4 C5 C6 0.6(3) . . . . ?
C3 C4 C5 C9 -178.0(2) . . . . ?
C7 C11 C12 C13 134.1(3) . . . . ?
C11 C12 C13 C14 177.6(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
