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

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

data_rs297_4_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2226735'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar
India
;
_audit_update_record             
;
2022-12-15 deposited with the CCDC.	2023-06-13 downloaded from the CCDC.
;
_audit_creation_date             2022-12-14
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_formula_moiety         'C15 H15 F2 N O3'
_chemical_formula_sum            'C15 H15 F2 N O3'
_chemical_formula_weight         295.288
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 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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                   8.5433(8)
_cell_length_b                   9.0498(8)
_cell_length_c                   10.3568(10)
_cell_angle_alpha                69.658(3)
_cell_angle_beta                 71.553(3)
_cell_angle_gamma                84.163(3)
_cell_volume                     712.19(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8576
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      24.68
_cell_measurement_theta_min      2.20
_exptl_absorpt_coefficient_mu    0.113
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6773
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1135 before and 0.0724 after correction.
The Ratio of minimum to maximum transmission is 0.9089.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_colour_primary    colorless
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_description       block
_exptl_crystal_F_000             308.258
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.17
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 0.9942
_diffrn_reflns_Laue_measured_fraction_max 0.9913
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            20812
_diffrn_reflns_point_group_measured_fraction_full 0.9942
_diffrn_reflns_point_group_measured_fraction_max 0.9913
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.48
_diffrn_reflns_theta_min         2.20
_diffrn_ambient_temperature      301.00
_diffrn_measured_fraction_theta_full 0.9942
_diffrn_measured_fraction_theta_max 0.9913
_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           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -9
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                2203
_reflns_number_total             2631
_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         0.3784
_refine_diff_density_min         -0.3271
_refine_diff_density_rms         0.0873
_refine_ls_d_res_high            0.8260
_refine_ls_d_res_low             9.2595
_refine_ls_goodness_of_fit_ref   1.0464
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2631
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0798
_refine_ls_restrained_S_all      1.0464
_refine_ls_shift/su_max          0.0009
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1218P)²+1.2544P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2622
_refine_ls_wR_factor_ref         0.2684
_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:
 C2(H2), C4(H4), C5(H5), C12(H12)
2.c Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C10(H10a,H10b,H10c), C15(H15a,H15b,H15c)
;
_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 1.0216(3) 0.3524(3) 0.2783(4) 0.0886(10) Uani 1.000000 .
F3 F 0.8301(4) 1.1824(3) 0.0624(3) 0.0769(9) Uani 1.000000 .
O1 O 0.4236(4) 0.4484(4) 0.2637(5) 0.0831(12) Uani 1.000000 .
O2 O 0.7334(4) 0.0455(3) 0.4457(4) 0.0634(8) Uani 1.000000 .
O3 O 1.0051(4) 0.0428(4) 0.3360(4) 0.0805(11) Uani 1.000000 .
N1 N 0.3793(4) 0.7075(4) 0.2457(4) 0.0550(9) Uani 1.000000 .
C1 C 0.6425(5) 0.8029(4) 0.1641(4) 0.0497(9) Uani 1.000000 .
C2 C 0.7631(5) 0.9173(5) 0.1153(5) 0.0551(10) Uani 1.000000 .
H2 H 0.8746(5) 0.8933(5) 0.0882(5) 0.0661(12) Uiso 1.000000 R
C3 C 0.7118(5) 1.0673(5) 0.1086(5) 0.0549(10) Uani 1.000000 .
C4 C 0.5499(6) 1.1093(5) 0.1481(5) 0.0593(11) Uani 1.000000 .
H4 H 0.5217(6) 1.2125(5) 0.1437(5) 0.0711(13) Uiso 1.000000 R
C5 C 0.4274(5) 0.9948(5) 0.1952(5) 0.0569(10) Uani 1.000000 .
H5 H 0.3161(5) 1.0202(5) 0.2204(5) 0.0683(12) Uiso 1.000000 R
C6 C 0.4770(5) 0.8431(4) 0.2030(4) 0.0479(9) Uani 1.000000 .
C7 C 0.4750(5) 0.5803(5) 0.2358(5) 0.0579(10) Uani 1.000000 .
C8 C 0.6574(5) 0.6281(5) 0.1874(5) 0.0542(10) Uani 1.000000 .
C9 C 0.2006(5) 0.7039(6) 0.2861(6) 0.0683(13) Uani 1.000000 .
H9a H 0.1620(6) 0.5967(7) 0.333(4) 0.1025(19) Uiso 1.000000 GR
H9b H 0.1555(5) 0.763(4) 0.350(3) 0.1025(19) Uiso 1.000000 GR
H9c H 0.1659(5) 0.750(4) 0.2010(7) 0.1025(19) Uiso 1.000000 GR
C10 C 0.7542(6) 0.5913(6) 0.0492(5) 0.0684(13) Uani 1.000000 .
H10a H 0.746(4) 0.4806(9) 0.0666(13) 0.1027(19) Uiso 1.000000 GR
H10b H 0.709(3) 0.650(3) -0.0274(12) 0.1027(19) Uiso 1.000000 GR
H10c H 0.8680(11) 0.621(4) 0.022(2) 0.1027(19) Uiso 1.000000 GR
C11 C 0.7346(6) 0.5458(5) 0.3112(5) 0.0612(11) Uani 1.000000 .
H11a H 0.8463(6) 0.5851(5) 0.2817(5) 0.0734(14) Uiso 1.000000 R
H11b H 0.6719(6) 0.5738(5) 0.3953(5) 0.0734(14) Uiso 1.000000 R
C12 C 0.7387(5) 0.3696(5) 0.3527(5) 0.0569(10) Uani 1.000000 .
H12 H 0.6379(5) 0.3163(5) 0.3940(5) 0.0683(12) Uiso 1.000000 R
C13 C 0.8717(5) 0.2845(5) 0.3357(4) 0.0525(10) Uani 1.000000 .
C14 C 0.8806(5) 0.1116(5) 0.3703(5) 0.0539(10) Uani 1.000000 .
C15 C 0.7231(7) -0.1235(5) 0.4904(6) 0.0767(14) Uani 1.000000 .
H15a H 0.6098(9) -0.1551(6) 0.519(4) 0.115(2) Uiso 1.000000 GR
H15b H 0.786(4) -0.1583(7) 0.4116(15) 0.115(2) Uiso 1.000000 GR
H15c H 0.766(5) -0.1698(5) 0.571(3) 0.115(2) 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 C13 1.340(5) . ?
F3 C3 1.377(5) . ?
O1 C7 1.220(5) . ?
O2 C14 1.325(5) . ?
O2 C15 1.439(5) . ?
O3 C14 1.194(5) . ?
N1 C6 1.413(5) . ?
N1 C7 1.357(5) . ?
N1 C9 1.451(5) . ?
C1 C2 1.383(5) . ?
C1 C6 1.389(5) . ?
C1 C8 1.513(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.368(6) . ?
C3 C4 1.367(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.397(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(5) . ?
C7 C8 1.535(6) . ?
C8 C10 1.539(6) . ?
C8 C11 1.551(6) . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C10 H10a 0.9600 . ?
C10 H10b 0.9600 . ?
C10 H10c 0.9600 . ?
C11 H11a 0.9700 . ?
C11 H11b 0.9700 . ?
C11 C12 1.500(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.305(6) . ?
C13 C14 1.478(6) . ?
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
C15 O2 C14 117.2(4) . . ?
C7 N1 C6 111.1(3) . . ?
C9 N1 C6 125.3(4) . . ?
C9 N1 C7 123.5(4) . . ?
C6 C1 C2 119.8(4) . . ?
C8 C1 C2 130.5(4) . . ?
C8 C1 C6 109.7(3) . . ?
H2 C2 C1 121.3(2) . . ?
C3 C2 C1 117.4(4) . . ?
C3 C2 H2 121.3(3) . . ?
C2 C3 F3 118.2(4) . . ?
C4 C3 F3 117.9(4) . . ?
C4 C3 C2 123.9(4) . . ?
H4 C4 C3 120.5(2) . . ?
C5 C4 C3 119.0(4) . . ?
C5 C4 H4 120.5(2) . . ?
H5 C5 C4 121.1(2) . . ?
C6 C5 C4 117.7(4) . . ?
C6 C5 H5 121.1(2) . . ?
C1 C6 N1 108.9(3) . . ?
C5 C6 N1 128.9(4) . . ?
C5 C6 C1 122.2(4) . . ?
N1 C7 O1 125.2(4) . . ?
C8 C7 O1 125.6(4) . . ?
C8 C7 N1 109.2(3) . . ?
C7 C8 C1 100.9(3) . . ?
C10 C8 C1 113.1(4) . . ?
C10 C8 C7 111.1(4) . . ?
C11 C8 C1 109.7(3) . . ?
C11 C8 C7 110.2(4) . . ?
C11 C8 C10 111.3(4) . . ?
H9a C9 N1 109.5 . . ?
H9b C9 N1 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 N1 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10a C10 C8 109.5 . . ?
H10b C10 C8 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 C8 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 C8 108.8(2) . . ?
H11b C11 C8 108.8(2) . . ?
H11b C11 H11a 107.7 . . ?
C12 C11 C8 113.7(4) . . ?
C12 C11 H11a 108.8(2) . . ?
C12 C11 H11b 108.8(3) . . ?
H12 C12 C11 117.2(2) . . ?
C13 C12 C11 125.6(4) . . ?
C13 C12 H12 117.2(3) . . ?
C12 C13 F1 120.8(4) . . ?
C14 C13 F1 112.1(3) . . ?
C14 C13 C12 127.2(4) . . ?
O3 C14 O2 125.5(4) . . ?
C13 C14 O2 110.7(3) . . ?
C13 C14 O3 123.8(4) . . ?
H15a C15 O2 109.5 . . ?
H15b C15 O2 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 O2 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 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 C13 C12 C11 0.7(5) . . . . ?
F1 C13 C14 O2 170.8(4) . . . . ?
F1 C13 C14 O3 -8.1(5) . . . . ?
F3 C3 C2 C1 179.0(4) . . . . ?
F3 C3 C4 C5 179.9(4) . . . . ?
O1 C7 N1 C6 -178.8(5) . . . . ?
O1 C7 N1 C9 -2.6(6) . . . . ?
O1 C7 C8 C1 177.7(5) . . . . ?
O1 C7 C8 C10 57.6(6) . . . . ?
O1 C7 C8 C11 -66.3(5) . . . . ?
O2 C14 C13 C12 -10.7(5) . . . . ?
O3 C14 C13 C12 170.4(5) . . . . ?
N1 C6 C1 C2 178.8(3) . . . . ?
N1 C6 C1 C8 -2.3(4) . . . . ?
N1 C6 C5 C4 -179.5(5) . . . . ?
N1 C7 C8 C1 -3.6(4) . . . . ?
N1 C7 C8 C10 -123.7(4) . . . . ?
N1 C7 C8 C11 112.3(4) . . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C1 C6 C5 C4 -0.9(5) . . . . ?
C1 C8 C11 C12 174.2(3) . . . . ?
C2 C3 C4 C5 -1.6(5) . . . . ?
C3 C4 C5 C6 1.7(5) . . . . ?
C7 C8 C11 C12 63.8(4) . . . . ?
C8 C11 C12 C13 114.0(4) . . . . ?
C11 C12 C13 C14 -177.6(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_MRY_RS_4esterCF3_0m_4_a
_database_code_depnum_ccdc_archive 'CCDC 2243622'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar, IIT Delhi
India
;
_audit_update_record             
;
2023-02-21 deposited with the CCDC.	2023-06-13 downloaded from the CCDC.
;
_audit_creation_date             2023-02-21
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_formula_moiety         'C18 H18 F3 N O5'
_chemical_formula_sum            'C18 H18 F3 N O5'
_chemical_formula_weight         385.342
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 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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                   8.6797(10)
_cell_length_b                   9.5445(13)
_cell_length_c                   12.4267(16)
_cell_angle_alpha                72.122(4)
_cell_angle_beta                 71.882(4)
_cell_angle_gamma                89.575(4)
_cell_volume                     926.8(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5883
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      23.838
_cell_measurement_theta_min      2.253
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_correction_T_min  0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1166 before and 0.0800 after correction.
 
For component 2:
 wR2(int) was 0.1247 before and 0.0763 after correction.
 The Ratio of minimum to maximum transmission is 0.87.

Final HKLF 4 output contains 68850 reflections, Rint = 0.1098
 (24854 with I > 3sig(I), Rint = 0.0792)
;
_exptl_crystal_colour            colorless
_exptl_crystal_colour_primary    colorless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_description       block
_exptl_crystal_F_000             400.360
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.9961
_diffrn_reflns_Laue_measured_fraction_max 0.9890
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3501
_diffrn_reflns_point_group_measured_fraction_full 0.9961
_diffrn_reflns_point_group_measured_fraction_max 0.9890
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.69
_diffrn_reflns_theta_min         2.25
_diffrn_ambient_temperature      299.00
_diffrn_measured_fraction_theta_full 0.9961
_diffrn_measured_fraction_theta_max 0.9890
_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
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -9
_reflns_limit_k_max              11
_reflns_limit_k_min              -11
_reflns_limit_l_max              15
_reflns_limit_l_min              0
_reflns_number_gt                2755
_reflns_number_total             3497
_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         0.5221
_refine_diff_density_min         -0.3488
_refine_diff_density_rms         0.1053
_refine_ls_d_res_high            0.8197
_refine_ls_d_res_low             9.0405
_refine_ls_goodness_of_fit_ref   1.0453
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    27
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3497
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1212
_refine_ls_R_factor_gt           0.1037
_refine_ls_restrained_S_all      1.0453
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1727P)²+1.0319P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2923
_refine_ls_wR_factor_ref         0.3057
_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:
 C13(H13a,H13b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C14(H14)
2.c Idealised Me refined as rotating group:
 C10(H10a,H10b,H10c), C11(H11a,H11b,H11c), C12(H12a,H12b,H12c), C18(H18a,H18b,
 H18c)
;
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 0.4046(5) 0.3325(4) 0.3063(4) 0.1179(14) Uani 1.000000 .
F2 F 0.4248(5) 0.4004(4) 0.4466(3) 0.1002(11) Uani 1.000000 .
F3 F 0.6340(6) 0.3420(5) 0.3297(5) 0.159(2) Uani 1.000000 .
O1 O 0.2572(4) 0.8252(4) 0.0939(3) 0.0775(10) Uani 1.000000 .
O2 O 0.7594(4) 0.6957(5) 0.0767(3) 0.0896(11) Uani 1.000000 .
O3 O 0.0711(4) 0.8691(4) 0.7710(3) 0.0740(10) Uani 1.000000 .
O4 O 0.2958(4) 1.0112(4) 0.6462(3) 0.0792(10) Uani 1.000000 .
O5 O 0.6385(5) 0.4870(5) 0.0863(4) 0.1030(14) Uani 1.000000 .
N1 N 0.0919(4) 0.7642(4) 0.2893(3) 0.0606(9) Uani 1.000000 .
C1 C 0.2371(4) 0.8807(4) 0.3672(3) 0.0476(8) Uani 1.000000 .
C2 C 0.2658(4) 0.9253(4) 0.4553(3) 0.0467(8) Uani 1.000000 .
H2 H 0.3604(4) 0.9840(4) 0.4393(3) 0.0561(10) Uiso 1.000000 R
C3 C 0.1492(4) 0.8802(4) 0.5698(3) 0.0475(8) Uani 1.000000 .
C4 C 0.0092(5) 0.7933(5) 0.5925(4) 0.0580(10) Uani 1.000000 .
H4 H -0.0668(5) 0.7642(5) 0.6689(4) 0.0696(12) Uiso 1.000000 R
C5 C -0.0212(5) 0.7481(5) 0.5044(4) 0.0619(11) Uani 1.000000 .
H5 H -0.1156(5) 0.6893(5) 0.5201(4) 0.0743(13) Uiso 1.000000 R
C6 C 0.0948(5) 0.7943(4) 0.3926(3) 0.0522(9) Uani 1.000000 .
C7 C 0.2286(5) 0.8308(5) 0.1948(4) 0.0583(10) Uani 1.000000 .
C8 C 0.3382(5) 0.9101(4) 0.2375(3) 0.0519(9) Uani 1.000000 .
C9 C 0.1824(5) 0.9300(5) 0.6631(3) 0.0527(9) Uani 1.000000 .
C10 C 0.0971(7) 0.9055(7) 0.8682(4) 0.0869(17) Uani 1.000000 .
H10a H 0.012(3) 0.855(4) 0.9410(7) 0.130(3) Uiso 1.000000 GR
H10b H 0.200(3) 0.875(4) 0.876(3) 0.130(3) Uiso 1.000000 GR
H10c H 0.097(5) 1.0104(9) 0.8530(19) 0.130(3) Uiso 1.000000 GR
C11 C -0.0387(7) 0.6778(7) 0.2830(5) 0.0852(16) Uani 1.000000 .
H11a H -0.016(3) 0.676(4) 0.2027(10) 0.128(2) Uiso 1.000000 GR
H11b H -0.048(4) 0.5785(15) 0.336(3) 0.128(2) Uiso 1.000000 GR
H11c H -0.1389(12) 0.721(3) 0.306(4) 0.128(2) Uiso 1.000000 GR
C12 C 0.3724(6) 1.0742(5) 0.1649(4) 0.0671(12) Uani 1.000000 .
H12a H 0.437(4) 1.0857(5) 0.0839(8) 0.1007(17) Uiso 1.000000 GR
H12b H 0.2713(6) 1.1162(10) 0.166(3) 0.1007(17) Uiso 1.000000 GR
H12c H 0.431(4) 1.1239(8) 0.1990(18) 0.1007(17) Uiso 1.000000 GR
C13 C 0.4998(5) 0.8385(5) 0.2225(4) 0.0546(9) Uani 1.000000 .
H13a H 0.5537(5) 0.8528(5) 0.1383(4) 0.0656(11) Uiso 1.000000 R
H13b H 0.5702(5) 0.8884(5) 0.2494(4) 0.0656(11) Uiso 1.000000 R
C14 C 0.4784(5) 0.6773(5) 0.2900(3) 0.0530(9) Uani 1.000000 .
H14 H 0.4106(5) 0.6497(5) 0.3691(3) 0.0636(11) Uiso 1.000000 R
C15 C 0.5436(5) 0.5682(5) 0.2520(4) 0.0537(9) Uani 1.000000 .
C16 C 0.5030(7) 0.4114(6) 0.3330(5) 0.0760(13) Uani 1.000000 .
C17 C 0.6593(5) 0.5925(5) 0.1297(4) 0.0637(11) Uani 1.000000 .
C18 C 0.7486(11) 0.5016(9) -0.0332(6) 0.135(3) Uani 1.000000 .
H18a H 0.734(6) 0.414(3) -0.052(3) 0.202(5) Uiso 1.000000 GR
H18b H 0.725(6) 0.585(5) -0.0904(10) 0.202(5) Uiso 1.000000 GR
H18c H 0.8592(12) 0.516(8) -0.0355(18) 0.202(5) 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 C16 1.322(6) . ?
F2 C16 1.333(6) . ?
F3 C16 1.308(6) . ?
O1 C7 1.218(5) . ?
O2 C17 1.190(6) . ?
O3 C9 1.339(5) . ?
O3 C10 1.436(5) . ?
O4 C9 1.182(5) . ?
O5 C17 1.317(5) . ?
O5 C18 1.460(7) . ?
N1 C6 1.406(5) . ?
N1 C7 1.370(6) . ?
N1 C11 1.441(6) . ?
C1 C2 1.378(5) . ?
C1 C6 1.385(5) . ?
C1 C8 1.515(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.402(5) . ?
C3 C4 1.379(5) . ?
C3 C9 1.484(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.388(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.378(6) . ?
C7 C8 1.526(5) . ?
C8 C12 1.525(6) . ?
C8 C13 1.540(5) . ?
C10 H10a 0.9600 . ?
C10 H10b 0.9600 . ?
C10 H10c 0.9600 . ?
C11 H11a 0.9600 . ?
C11 H11b 0.9600 . ?
C11 H11c 0.9600 . ?
C12 H12a 0.9600 . ?
C12 H12b 0.9600 . ?
C12 H12c 0.9600 . ?
C13 H13a 0.9700 . ?
C13 H13b 0.9700 . ?
C13 C14 1.490(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.324(6) . ?
C15 C16 1.497(7) . ?
C15 C17 1.486(6) . ?
C18 H18a 0.9600 . ?
C18 H18b 0.9600 . ?
C18 H18c 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
C10 O3 C9 116.4(3) . . ?
C18 O5 C17 115.9(5) . . ?
C7 N1 C6 110.7(3) . . ?
C11 N1 C6 124.6(4) . . ?
C11 N1 C7 124.7(4) . . ?
C6 C1 C2 119.9(3) . . ?
C8 C1 C2 130.9(3) . . ?
C8 C1 C6 109.2(3) . . ?
H2 C2 C1 120.7(2) . . ?
C3 C2 C1 118.6(3) . . ?
C3 C2 H2 120.7(2) . . ?
C4 C3 C2 120.2(3) . . ?
C9 C3 C2 117.6(3) . . ?
C9 C3 C4 122.2(3) . . ?
H4 C4 C3 119.1(2) . . ?
C5 C4 C3 121.7(4) . . ?
C5 C4 H4 119.1(2) . . ?
H5 C5 C4 121.5(2) . . ?
C6 C5 C4 117.0(4) . . ?
C6 C5 H5 121.5(2) . . ?
C1 C6 N1 109.6(3) . . ?
C5 C6 N1 127.8(4) . . ?
C5 C6 C1 122.6(3) . . ?
N1 C7 O1 124.9(4) . . ?
C8 C7 O1 126.2(4) . . ?
C8 C7 N1 108.9(3) . . ?
C7 C8 C1 101.5(3) . . ?
C12 C8 C1 113.4(3) . . ?
C12 C8 C7 110.9(3) . . ?
C13 C8 C1 112.8(3) . . ?
C13 C8 C7 108.4(3) . . ?
C13 C8 C12 109.5(3) . . ?
O4 C9 O3 123.0(3) . . ?
C3 C9 O3 112.4(3) . . ?
C3 C9 O4 124.6(3) . . ?
H10a C10 O3 109.5 . . ?
H10b C10 O3 109.5 . . ?
H10b C10 H10a 109.5 . . ?
H10c C10 O3 109.5 . . ?
H10c C10 H10a 109.5 . . ?
H10c C10 H10b 109.5 . . ?
H11a C11 N1 109.5 . . ?
H11b C11 N1 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 N1 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H12a C12 C8 109.5 . . ?
H12b C12 C8 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 C8 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
H13a C13 C8 108.91(19) . . ?
H13b C13 C8 108.9(2) . . ?
H13b C13 H13a 107.7 . . ?
C14 C13 C8 113.3(3) . . ?
C14 C13 H13a 108.9(2) . . ?
C14 C13 H13b 108.9(2) . . ?
H14 C14 C13 115.8(2) . . ?
C15 C14 C13 128.4(4) . . ?
C15 C14 H14 115.8(3) . . ?
C16 C15 C14 120.4(4) . . ?
C17 C15 C14 123.1(4) . . ?
C17 C15 C16 116.5(4) . . ?
F2 C16 F1 104.0(4) . . ?
F3 C16 F1 106.5(5) . . ?
F3 C16 F2 107.9(5) . . ?
C15 C16 F1 113.6(4) . . ?
C15 C16 F2 112.9(4) . . ?
C15 C16 F3 111.4(4) . . ?
O5 C17 O2 123.7(5) . . ?
C15 C17 O2 124.0(4) . . ?
C15 C17 O5 112.4(4) . . ?
H18a C18 O5 109.5 . . ?
H18b C18 O5 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 O5 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 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 C16 C15 C14 106.3(5) . . . . ?
F1 C16 C15 C17 -74.0(5) . . . . ?
F2 C16 C15 C14 -11.8(5) . . . . ?
F2 C16 C15 C17 167.9(4) . . . . ?
F3 C16 C15 C14 -133.4(5) . . . . ?
F3 C16 C15 C17 46.3(6) . . . . ?
O1 C7 N1 C6 -178.9(5) . . . . ?
O1 C7 N1 C11 -0.1(6) . . . . ?
O1 C7 C8 C1 178.8(5) . . . . ?
O1 C7 C8 C12 58.0(5) . . . . ?
O1 C7 C8 C13 -62.2(5) . . . . ?
O2 C17 O5 C18 0.7(7) . . . . ?
O2 C17 C15 C14 36.4(6) . . . . ?
O2 C17 C15 C16 -143.3(5) . . . . ?
O3 C9 C3 C2 -174.0(3) . . . . ?
O3 C9 C3 C4 6.3(4) . . . . ?
O4 C9 C3 C2 4.2(5) . . . . ?
O4 C9 C3 C4 -175.5(5) . . . . ?
O5 C17 C15 C14 -143.5(4) . . . . ?
O5 C17 C15 C16 36.8(5) . . . . ?
N1 C6 C1 C2 179.4(3) . . . . ?
N1 C6 C1 C8 -0.4(4) . . . . ?
N1 C6 C5 C4 -179.7(5) . . . . ?
N1 C7 C8 C1 -2.0(4) . . . . ?
N1 C7 C8 C12 -122.7(4) . . . . ?
N1 C7 C8 C13 117.1(3) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C1 C2 C3 C9 -179.8(3) . . . . ?
C1 C6 C5 C4 0.7(5) . . . . ?
C1 C8 C13 C14 53.0(3) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C3 C4 C5 C6 -0.2(5) . . . . ?
C7 C8 C13 C14 -58.6(3) . . . . ?
C8 C13 C14 C15 132.8(3) . . . . ?
C13 C14 C15 C16 -178.2(4) . . . . ?
C13 C14 C15 C17 2.2(5) . . . . ?


_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_VS_297SPOT1_0m_a_a
_database_code_depnum_ccdc_archive 'CCDC 2233366'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research scholar
India
;
_audit_update_record             
;
2022-12-29 deposited with the CCDC.	2023-06-13 downloaded from the CCDC.
;
_audit_creation_date             2022-12-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_chemical_formula_moiety         'C8 H8 F2 O4'
_chemical_formula_sum            'C8 H8 F2 O4'
_chemical_formula_weight         206.14
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 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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                   5.6570(4)
_cell_length_b                   6.5148(4)
_cell_length_c                   6.5836(5)
_cell_angle_alpha                102.961(2)
_cell_angle_beta                 109.449(2)
_cell_angle_gamma                96.622(2)
_cell_volume                     218.14(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3817
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      26.38
_cell_measurement_theta_min      3.28
_exptl_absorpt_coefficient_mu    0.151
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1562 before and 0.0546 after correction.
The Ratio of minimum to maximum transmission is 0.9049.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_colour_primary    colorless
_exptl_crystal_description       block
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_F_000             106.0
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.9962
_diffrn_reflns_Laue_measured_fraction_max 0.9967
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5448
_diffrn_reflns_point_group_measured_fraction_full 0.9962
_diffrn_reflns_point_group_measured_fraction_max 0.9967
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_min         3.28
_diffrn_ambient_temperature      301.00
_diffrn_measured_fraction_theta_full 0.9962
_diffrn_measured_fraction_theta_max 0.9967
_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           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              6
_reflns_limit_h_min              -7
_reflns_limit_k_max              7
_reflns_limit_k_min              -8
_reflns_limit_l_max              8
_reflns_limit_l_min              0
_reflns_number_gt                824
_reflns_number_total             901
_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         0.1849
_refine_diff_density_min         -0.1439
_refine_diff_density_rms         0.0341
_refine_ls_d_res_high            0.7981
_refine_ls_d_res_low             6.2116
_refine_ls_goodness_of_fit_ref   1.1251
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    6
_refine_ls_number_parameters     65
_refine_ls_number_reflns         898
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0324
_refine_ls_restrained_S_all      1.1251
_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)+(0.0347P)²+0.0503P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0897
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4)
2.b Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c)
;
_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 0.46333(15) 0.63635(12) 0.72375(15) 0.0513(3) Uani 1.000000 .
O1 O 0.68246(17) 0.33845(15) 0.83798(16) 0.0440(3) Uani 1.000000 .
O2 O 0.3181(2) 0.08784(16) 0.6800(2) 0.0584(3) Uani 1.000000 .
C1 C 0.8213(3) 0.1778(2) 0.9099(3) 0.0513(4) Uani 1.000000 .
H1a H 0.9968(6) 0.2452(4) 1.0006(16) 0.0769(6) Uiso 1.000000 GR
H1b H 0.7450(13) 0.1119(13) 0.9960(16) 0.0769(6) Uiso 1.000000 GR
H1c H 0.8142(18) 0.0699(10) 0.7807(3) 0.0769(6) Uiso 1.000000 GR
C2 C 0.4325(2) 0.2682(2) 0.7237(2) 0.0376(3) Uani 1.000000 .
C3 C 0.3064(2) 0.4421(2) 0.6547(2) 0.0363(3) Uani 1.000000 .
C4 C 0.0596(2) 0.4147(2) 0.5334(2) 0.0371(3) Uani 1.000000 .
H4 H -0.0424(2) 0.2779(2) 0.4889(2) 0.0445(4) 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 C3 1.3454(14) . ?
O1 C1 1.4495(16) . ?
O1 C2 1.3278(15) . ?
O2 C2 1.1967(16) . ?
C1 H1a 0.9600 . ?
C1 H1b 0.9600 . ?
C1 H1c 0.9600 . ?
C2 C3 1.4830(18) . ?
C3 C4 1.3249(19) . ?
C4 C4 1.441(2) 2_566 ?
C4 H4 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
C2 O1 C1 115.42(10) . . ?
H1a C1 O1 109.5 . . ?
H1b C1 O1 109.5 . . ?
H1b C1 H1a 109.5 . . ?
H1c C1 O1 109.5 . . ?
H1c C1 H1a 109.5 . . ?
H1c C1 H1b 109.5 . . ?
O2 C2 O1 125.28(12) . . ?
C3 C2 O1 111.80(11) . . ?
C3 C2 O2 122.91(12) . . ?
C2 C3 F1 114.82(11) . . ?
C4 C3 F1 120.84(11) . . ?
C4 C3 C2 124.33(12) . . ?
C4 C4 C3 123.62(15) 2_566 . ?
H4 C4 C3 118.19(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C3 C2 O1 -1.60(12) . . . . ?
F1 C3 C2 O2 178.17(12) . . . . ?
F1 C3 C4 C4 -0.04(14) . . . 2_566 ?
O1 C2 C3 C4 177.99(11) . . . . ?
O2 C2 C3 C4 -2.24(17) . . . . ?
C2 C3 C4 C4 -179.62(15) . . . 2_566 ?
C3 C4 C4 C3 180.00(19) . . 2_566 2_566 ?


_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_HK25223_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2249830'
loop_
_audit_author_name
_audit_author_address
'Vivek Kumar Singh'
;Research Scholar, IIT Delhi
India
;
_audit_update_record             
;
2023-03-19 deposited with the CCDC.	2023-06-13 downloaded from the CCDC.
;
_audit_creation_date             2023-03-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_chemical_formula_moiety         'C15 H15 Br F N O3'
_chemical_formula_sum            'C15 H15 Br F N O3'
_chemical_formula_weight         356.18
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
Br -0.28346 2.55990 17.17890 5.23580 5.63770 3.98510 2.17230 16.57960 0.26090
41.43280 2.95570 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 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)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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                   16.012(5)
_cell_length_b                   11.607(4)
_cell_length_c                   8.318(2)
_cell_angle_alpha                90
_cell_angle_beta                 93.053(10)
_cell_angle_gamma                90
_cell_volume                     1543.7(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8983
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.194
_cell_measurement_theta_min      2.168
_exptl_absorpt_coefficient_mu    2.682
_exptl_absorpt_correction_T_max  0.554
_exptl_absorpt_correction_T_min  0.326
_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 0.0620 after correction.
The Ratio of minimum to maximum transmission is 0.8395.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.533
_exptl_crystal_description       block
_exptl_crystal_F_000             720.0
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.22
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.9996
_diffrn_reflns_Laue_measured_fraction_max 0.9961
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            43441
_diffrn_reflns_point_group_measured_fraction_full 0.9996
_diffrn_reflns_point_group_measured_fraction_max 0.9961
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         25.43
_diffrn_reflns_theta_min         2.17
_diffrn_ambient_temperature      298.00
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.9961
_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
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              19
_reflns_limit_h_min              -19
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              10
_reflns_limit_l_min              0
_reflns_number_gt                2320
_reflns_number_total             2848
_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         0.7450
_refine_diff_density_min         -0.8509
_refine_diff_density_rms         0.0713
_refine_ls_d_res_high            0.8277
_refine_ls_d_res_low             9.3928
_refine_ls_goodness_of_fit_ref   1.0660
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2836
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.0660
_refine_ls_shift/su_max          -0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0477P)²+1.0438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.1056
_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:
 C10(H10a,H10b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C11(H11)
2.c Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c), C14(H14a,H14b,H14c), C15(H15a,H15b,H15c)
;
_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
Br1 Br 0.11048(2) 0.78846(3) 1.00026(5) 0.07357(17) Uani 1.000000 .
F1 F 0.11041(15) 0.3580(3) 0.6675(3) 0.1054(9) Uani 1.000000 .
O1 O 0.46254(16) 0.39614(19) 0.7356(3) 0.0705(7) Uani 1.000000 .
O2 O 0.19406(16) 0.4204(2) 0.2980(3) 0.0698(6) Uani 1.000000 .
O3 O 0.06347(16) 0.4074(2) 0.3784(3) 0.0801(7) Uani 1.000000 .
N1 N 0.41800(15) 0.58362(19) 0.7335(3) 0.0461(5) Uani 1.000000 .
C1 C 0.29842(17) 0.5707(2) 0.8712(3) 0.0428(6) Uani 1.000000 .
C2 C 0.22709(18) 0.6117(2) 0.9356(3) 0.0474(6) Uani 1.000000 .
H2 H 0.19160(18) 0.5631(2) 0.9888(3) 0.0568(8) Uiso 1.000000 R
C3 C 0.2097(2) 0.7285(3) 0.9186(4) 0.0516(7) Uani 1.000000 .
C4 C 0.2623(2) 0.8021(2) 0.8421(4) 0.0554(8) Uani 1.000000 .
H4 H 0.2495(2) 0.8801(2) 0.8349(4) 0.0665(9) Uiso 1.000000 R
C5 C 0.3339(2) 0.7609(2) 0.7761(4) 0.0520(7) Uani 1.000000 .
H5 H 0.3695(2) 0.8096(2) 0.7235(4) 0.0623(8) Uiso 1.000000 R
C6 C 0.35037(17) 0.6447(2) 0.7913(3) 0.0426(6) Uani 1.000000 .
C7 C 0.41314(19) 0.4702(2) 0.7724(3) 0.0492(7) Uani 1.000000 .
C8 C 0.33688(18) 0.4521(2) 0.8730(3) 0.0475(6) Uani 1.000000 .
C9 C 0.4814(2) 0.6330(3) 0.6353(4) 0.0583(8) Uani 1.000000 .
H9a H 0.5249(8) 0.5775(8) 0.622(3) 0.0875(12) Uiso 1.000000 GR
H9b H 0.4564(4) 0.654(2) 0.5318(11) 0.0875(12) Uiso 1.000000 GR
H9c H 0.5046(11) 0.7004(13) 0.6874(15) 0.0875(12) Uiso 1.000000 GR
C10 C 0.2797(2) 0.3579(2) 0.7967(4) 0.0583(8) Uani 1.000000 .
H10a H 0.3098(2) 0.2853(2) 0.8002(4) 0.0700(9) Uiso 1.000000 R
H10b H 0.2314(2) 0.3491(2) 0.8613(4) 0.0700(9) Uiso 1.000000 R
C11 C 0.2502(2) 0.3814(2) 0.6275(4) 0.0563(8) Uani 1.000000 .
H11 H 0.2909(2) 0.3985(2) 0.5555(4) 0.0676(9) Uiso 1.000000 R
C12 C 0.1733(2) 0.3806(3) 0.5701(4) 0.0591(8) Uani 1.000000 .
C13 C 0.1460(2) 0.4042(3) 0.4007(4) 0.0601(8) Uani 1.000000 .
C14 C 0.0320(3) 0.4384(5) 0.2183(6) 0.1011(14) Uani 1.000000 .
H14a H -0.0279(3) 0.443(3) 0.2157(13) 0.152(2) Uiso 1.000000 GR
H14b H 0.054(2) 0.5118(16) 0.1896(19) 0.152(2) Uiso 1.000000 GR
H14c H 0.049(2) 0.3811(18) 0.1431(9) 0.152(2) Uiso 1.000000 GR
C15 C 0.3673(2) 0.4156(3) 1.0427(4) 0.0610(8) Uani 1.000000 .
H15a H 0.3970(14) 0.3440(11) 1.0376(5) 0.0915(12) Uiso 1.000000 GR
H15b H 0.4038(13) 0.4737(11) 1.0891(12) 0.0915(12) Uiso 1.000000 GR
H15c H 0.3201(2) 0.406(2) 1.1081(9) 0.0915(12) 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
Br1 C3 1.893(3) . ?
F1 C12 1.351(4) . ?
O1 C7 1.218(4) . ?
O2 C13 1.195(4) . ?
O3 C13 1.325(4) . ?
O3 C14 1.444(5) . ?
N1 C6 1.401(4) . ?
N1 C7 1.359(4) . ?
N1 C9 1.454(4) . ?
C1 C2 1.373(4) . ?
C1 C6 1.389(4) . ?
C1 C8 1.507(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(4) . ?
C3 C4 1.378(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(4) . ?
C7 C8 1.531(4) . ?
C8 C10 1.541(4) . ?
C8 C15 1.529(4) . ?
C9 H9a 0.9600 . ?
C9 H9b 0.9600 . ?
C9 H9c 0.9600 . ?
C10 H10a 0.9700 . ?
C10 H10b 0.9700 . ?
C10 C11 1.486(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.297(5) . ?
C12 C13 1.479(5) . ?
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
C14 O3 C13 115.6(3) . . ?
C7 N1 C6 110.7(2) . . ?
C9 N1 C6 124.7(2) . . ?
C9 N1 C7 124.5(2) . . ?
C6 C1 C2 120.3(2) . . ?
C8 C1 C2 131.4(3) . . ?
C8 C1 C6 108.3(2) . . ?
H2 C2 C1 121.13(16) . . ?
C3 C2 C1 117.7(3) . . ?
C3 C2 H2 121.13(19) . . ?
C2 C3 Br1 119.3(2) . . ?
C4 C3 Br1 118.9(2) . . ?
C4 C3 C2 121.8(3) . . ?
H4 C4 C3 119.71(17) . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.71(18) . . ?
H5 C5 C4 121.28(18) . . ?
C6 C5 C4 117.4(3) . . ?
C6 C5 H5 121.28(18) . . ?
C1 C6 N1 110.2(2) . . ?
C5 C6 N1 127.7(3) . . ?
C5 C6 C1 122.1(3) . . ?
N1 C7 O1 125.3(3) . . ?
C8 C7 O1 126.0(3) . . ?
C8 C7 N1 108.7(2) . . ?
C7 C8 C1 101.9(2) . . ?
C10 C8 C1 114.2(2) . . ?
C10 C8 C7 110.2(2) . . ?
C15 C8 C1 111.9(2) . . ?
C15 C8 C7 108.6(2) . . ?
C15 C8 C10 109.7(2) . . ?
H9a C9 N1 109.5 . . ?
H9b C9 N1 109.5 . . ?
H9b C9 H9a 109.5 . . ?
H9c C9 N1 109.5 . . ?
H9c C9 H9a 109.5 . . ?
H9c C9 H9b 109.5 . . ?
H10a C10 C8 108.68(16) . . ?
H10b C10 C8 108.68(16) . . ?
H10b C10 H10a 107.6 . . ?
C11 C10 C8 114.3(2) . . ?
C11 C10 H10a 108.68(16) . . ?
C11 C10 H10b 108.68(18) . . ?
H11 C11 C10 116.74(18) . . ?
C12 C11 C10 126.5(3) . . ?
C12 C11 H11 116.7(2) . . ?
C11 C12 F1 120.3(3) . . ?
C13 C12 F1 114.6(3) . . ?
C13 C12 C11 125.1(3) . . ?
O3 C13 O2 124.8(4) . . ?
C12 C13 O2 122.8(3) . . ?
C12 C13 O3 112.3(3) . . ?
H14a C14 O3 109.5 . . ?
H14b C14 O3 109.5 . . ?
H14b C14 H14a 109.5 . . ?
H14c C14 O3 109.5 . . ?
H14c C14 H14a 109.5 . . ?
H14c C14 H14b 109.5 . . ?
H15a C15 C8 109.5 . . ?
H15b C15 C8 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 C8 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 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
Br1 C3 C2 C1 178.3(2) . . . . ?
Br1 C3 C4 C5 -177.8(2) . . . . ?
F1 C12 C11 C10 0.8(4) . . . . ?
F1 C12 C13 O2 -176.4(3) . . . . ?
F1 C12 C13 O3 4.8(3) . . . . ?
O1 C7 N1 C6 178.7(3) . . . . ?
O1 C7 N1 C9 2.9(4) . . . . ?
O1 C7 C8 C1 -177.3(4) . . . . ?
O1 C7 C8 C10 -55.7(4) . . . . ?
O1 C7 C8 C15 64.5(4) . . . . ?
O2 C13 O3 C14 -3.1(4) . . . . ?
O2 C13 C12 C11 4.2(4) . . . . ?
O3 C13 C12 C11 -174.5(3) . . . . ?
N1 C6 C1 C2 -178.9(2) . . . . ?
N1 C6 C1 C8 2.8(3) . . . . ?
N1 C6 C5 C4 179.4(3) . . . . ?
N1 C7 C8 C1 4.1(3) . . . . ?
N1 C7 C8 C10 125.7(2) . . . . ?
N1 C7 C8 C15 -114.1(3) . . . . ?
C1 C2 C3 C4 -0.9(3) . . . . ?
C1 C6 C5 C4 -0.8(3) . . . . ?
C1 C8 C10 C11 56.8(3) . . . . ?
C2 C3 C4 C5 1.4(3) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C7 C8 C10 C11 -57.3(3) . . . . ?
C8 C10 C11 C12 -127.3(3) . . . . ?
C10 C11 C12 C13 -179.9(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
