# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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. 
# 
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data_DI-CF3-Acph
_database_code_depnum_ccdc_archive 'CCDC 2299335'
loop_
_audit_author_name
_audit_author_address
'Amey Wadawale'
;Bhabha Atomic Research Centre
India
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2024-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H21 F6 N O'
_chemical_formula_weight         573.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

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

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

_cell_length_a                   27.071(9)
_cell_length_b                   13.5223(6)
_cell_length_c                   7.5005(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2745.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    16742
_cell_measurement_theta_min      3.2450
_cell_measurement_theta_max      76.7700

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_F_000             1176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.952
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_T_min  0.92690
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.562
_oxdiff_exptl_absorpt_empirical_full_max 2.037
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      298(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            26690
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_av_R_equivalents  0.0784
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.265
_diffrn_reflns_theta_max         77.848
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.807
_diffrn_reflns_point_group_measured_fraction_full 0.830
_reflns_number_total             4748
_reflns_number_gt                4183
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.513
_reflns_Friedel_fraction_max     0.595
_reflns_Friedel_fraction_full    0.629

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP-3 for windws'
_computing_publication_material  'WinGX 2021.3'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1222 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.13(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4748
_refine_ls_number_parameters     399
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0874
_refine_ls_R_factor_gt           0.0651
_refine_ls_wR_factor_ref         0.2847
_refine_ls_wR_factor_gt          0.2021
_refine_ls_goodness_of_fit_ref   1.301
_refine_ls_restrained_S_all      1.300
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5700(2) 0.1852(4) 0.4769(11) 0.0783(15) Uani 1 1 d . . . . .
C2 C 0.53294(17) 0.2689(3) 0.4663(8) 0.0630(11) Uani 1 1 d . . . . .
C3 C 0.54219(15) 0.3559(4) 0.5571(8) 0.0616(11) Uani 1 1 d . . . . .
H3 H 0.571523 0.363688 0.620025 0.074 Uiso 1 1 calc R U . . .
C4 C 0.50769(15) 0.4314(3) 0.5540(7) 0.0584(10) Uani 1 1 d . . . . .
H4 H 0.514416 0.490431 0.612983 0.070 Uiso 1 1 calc R U . . .
C5 C 0.46341(14) 0.4205(3) 0.4646(6) 0.0519(8) Uani 1 1 d . . . . .
C6 C 0.45556(17) 0.3339(3) 0.3691(8) 0.0618(11) Uani 1 1 d . . . . .
H6 H 0.426708 0.327009 0.302992 0.074 Uiso 1 1 calc R U . . .
C7 C 0.48983(19) 0.2575(3) 0.3701(10) 0.0699(13) Uani 1 1 d . . . . .
H7 H 0.483833 0.199561 0.306963 0.084 Uiso 1 1 calc R U . . .
C8 C 0.42479(15) 0.4991(3) 0.4729(6) 0.0519(8) Uani 1 1 d . . . . .
C9 C 0.43745(16) 0.5993(3) 0.5057(8) 0.0592(10) Uani 1 1 d . . . . .
H9 H 0.470660 0.615881 0.516322 0.071 Uiso 1 1 calc R U . . .
C10 C 0.40270(16) 0.6731(3) 0.5225(8) 0.0616(11) Uani 1 1 d . . . . .
H10 H 0.411882 0.738331 0.543816 0.074 Uiso 1 1 calc R U . . .
C11 C 0.35354(15) 0.6463(3) 0.5064(6) 0.0535(9) Uani 1 1 d . . . . .
C12 C 0.33959(14) 0.5471(3) 0.4764(7) 0.0516(9) Uani 1 1 d . . . . .
C13 C 0.37583(14) 0.4743(3) 0.4550(6) 0.0512(8) Uani 1 1 d . . . . .
H13 H 0.366832 0.409516 0.428868 0.061 Uiso 1 1 calc R U . . .
C14 C 0.27015(15) 0.6399(3) 0.5151(7) 0.0557(10) Uani 1 1 d . . . . .
C15 C 0.28676(14) 0.5423(3) 0.4843(6) 0.0526(9) Uani 1 1 d . . . . .
C16 C 0.25330(16) 0.4652(3) 0.4658(7) 0.0544(9) Uani 1 1 d . . . . .
H16 H 0.264446 0.401439 0.442456 0.065 Uiso 1 1 calc R U . . .
C17 C 0.20330(15) 0.4839(3) 0.4822(6) 0.0538(9) Uani 1 1 d . . . . .
C18 C 0.18766(15) 0.5826(3) 0.5087(8) 0.0605(11) Uani 1 1 d . . . . .
H18 H 0.153971 0.595503 0.515940 0.073 Uiso 1 1 calc R U . . .
C19 C 0.22011(16) 0.6604(3) 0.5243(8) 0.0614(11) Uani 1 1 d . . . . .
H19 H 0.208796 0.724677 0.540441 0.074 Uiso 1 1 calc R U . . .
C20 C 0.16721(15) 0.4013(3) 0.4722(7) 0.0535(9) Uani 1 1 d . . . . .
C21 C 0.12072(17) 0.4152(3) 0.3978(8) 0.0622(10) Uani 1 1 d . . . . .
H21 H 0.111847 0.477456 0.356079 0.075 Uiso 1 1 calc R U . . .
C22 C 0.08766(18) 0.3385(4) 0.3850(8) 0.0673(11) Uani 1 1 d . . . . .
H22 H 0.056438 0.349242 0.337097 0.081 Uiso 1 1 calc R U . . .
C23 C 0.1010(2) 0.2450(4) 0.4438(8) 0.0684(12) Uani 1 1 d . . . . .
C24 C 0.1468(2) 0.2287(3) 0.5170(9) 0.0716(13) Uani 1 1 d . . . . .
H24 H 0.155700 0.165856 0.555946 0.086 Uiso 1 1 calc R U . . .
C25 C 0.17961(18) 0.3065(3) 0.5323(9) 0.0653(11) Uani 1 1 d . . . . .
H25 H 0.210447 0.295685 0.583360 0.078 Uiso 1 1 calc R U . . .
C26 C 0.0656(3) 0.1594(5) 0.4205(15) 0.098(2) Uani 1 1 d . . . . .
C27 C 0.30941(15) 0.8076(3) 0.5551(7) 0.0532(9) Uani 1 1 d . . . . .
C28 C 0.33842(16) 0.8704(3) 0.4513(7) 0.0597(10) Uani 1 1 d . . . . .
H28 H 0.359205 0.844603 0.364267 0.072 Uiso 1 1 calc R U . . .
C29 C 0.33608(16) 0.9714(3) 0.4787(8) 0.0609(10) Uani 1 1 d . . . . .
H29 H 0.356605 1.012895 0.413099 0.073 Uiso 1 1 calc R U . . .
C30 C 0.30341(16) 1.0127(3) 0.6032(6) 0.0552(9) Uani 1 1 d . . . . .
C31 C 0.27513(18) 0.9483(3) 0.7037(8) 0.0623(11) Uani 1 1 d . . . . .
H31 H 0.253591 0.974121 0.788322 0.075 Uiso 1 1 calc R U . . .
C32 C 0.27776(19) 0.8471(3) 0.6826(8) 0.0635(11) Uani 1 1 d . . . . .
H32 H 0.258519 0.805585 0.753013 0.076 Uiso 1 1 calc R U . . .
C33 C 0.29635(19) 1.1226(3) 0.6259(8) 0.0639(11) Uani 1 1 d . . . . .
C34 C 0.3284(3) 1.1935(4) 0.5331(11) 0.0821(16) Uani 1 1 d . . . . .
H34A H 0.316822 1.202604 0.413315 0.123 Uiso 1 1 calc R U . . .
H34B H 0.361630 1.168566 0.530636 0.123 Uiso 1 1 calc R U . . .
H34C H 0.327825 1.255702 0.594820 0.123 Uiso 1 1 calc R U . . .
N1 N 0.31099(13) 0.7031(2) 0.5269(7) 0.0585(9) Uani 1 1 d . . . . .
O1 O 0.26364(17) 1.1526(3) 0.7251(8) 0.0860(13) Uani 1 1 d . . . . .
F1 F 0.5635(3) 0.1293(5) 0.6180(12) 0.148(3) Uani 1 1 d . . . . .
F3 F 0.5675(3) 0.1251(4) 0.3361(11) 0.132(2) Uani 1 1 d . . . . .
F4 F 0.01965(19) 0.1861(5) 0.4228(15) 0.149(3) Uani 1 1 d . . . . .
F6 F 0.0675(3) 0.0973(4) 0.5593(12) 0.139(3) Uani 1 1 d . . . . .
F2A F 0.6156(12) 0.211(2) 0.543(9) 0.174(19) Uani 0.32(5) 1 d . U P A 1
F5A F 0.091(2) 0.087(3) 0.334(9) 0.172(19) Uani 0.32(5) 1 d . U P A 1
F2B F 0.6147(3) 0.2182(10) 0.463(4) 0.129(7) Uani 0.68(5) 1 d . U P A 2
F5B F 0.0687(10) 0.1137(17) 0.270(2) 0.149(8) Uani 0.68(5) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 F2B 1.295(12) . ?
C1 F1 1.313(10) . ?
C1 F3 1.334(10) . ?
C1 F2A 1.38(3) . ?
C1 C2 1.513(6) . ?
C2 C7 1.381(8) . ?
C2 C3 1.382(7) . ?
C3 C4 1.384(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(6) . ?
C5 C8 1.493(5) . ?
C6 C7 1.389(6) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.374(6) . ?
C8 C9 1.419(5) . ?
C9 C10 1.377(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.385(6) . ?
C10 H10 0.9300 . ?
C11 N1 1.393(5) . ?
C11 C12 1.411(5) . ?
C12 C13 1.399(5) . ?
C12 C15 1.433(5) . ?
C13 H13 0.9300 . ?
C14 C19 1.384(5) . ?
C14 N1 1.401(5) . ?
C14 C15 1.413(5) . ?
C15 C16 1.388(6) . ?
C16 C17 1.382(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.415(6) . ?
C17 C20 1.486(5) . ?
C18 C19 1.375(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.389(6) . ?
C20 C25 1.400(6) . ?
C21 C22 1.373(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.387(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.376(9) . ?
C23 C26 1.511(8) . ?
C24 C25 1.380(7) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 F5B 1.287(16) . ?
C26 F4 1.296(10) . ?
C26 F6 1.338(13) . ?
C26 F5A 1.36(4) . ?
C27 C32 1.391(7) . ?
C27 C28 1.395(6) . ?
C27 N1 1.429(5) . ?
C28 C29 1.382(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.402(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.382(7) . ?
C30 C33 1.508(5) . ?
C31 C32 1.380(6) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 O1 1.226(8) . ?
C33 C34 1.469(8) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 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
F2B C1 F1 112.8(14) . . ?
F2B C1 F3 101.1(12) . . ?
F1 C1 F3 106.3(6) . . ?
F1 C1 F2A 89(3) . . ?
F3 C1 F2A 119(2) . . ?
F2B C1 C2 111.0(7) . . ?
F1 C1 C2 112.7(6) . . ?
F3 C1 C2 112.4(6) . . ?
F2A C1 C2 114.9(14) . . ?
C7 C2 C3 120.3(4) . . ?
C7 C2 C1 120.3(5) . . ?
C3 C2 C1 119.4(5) . . ?
C2 C3 C4 119.9(4) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.9(4) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C4 C5 C6 118.3(4) . . ?
C4 C5 C8 120.7(4) . . ?
C6 C5 C8 121.0(4) . . ?
C5 C6 C7 121.5(4) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C2 C7 C6 119.0(5) . . ?
C2 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C13 C8 C9 118.9(3) . . ?
C13 C8 C5 119.8(3) . . ?
C9 C8 C5 121.2(4) . . ?
C10 C9 C8 122.9(4) . . ?
C10 C9 H9 118.6 . . ?
C8 C9 H9 118.6 . . ?
C9 C10 C11 117.3(4) . . ?
C9 C10 H10 121.4 . . ?
C11 C10 H10 121.4 . . ?
C10 C11 N1 129.8(4) . . ?
C10 C11 C12 121.3(4) . . ?
N1 C11 C12 108.7(3) . . ?
C13 C12 C11 120.0(4) . . ?
C13 C12 C15 132.3(4) . . ?
C11 C12 C15 107.7(3) . . ?
C8 C13 C12 119.6(4) . . ?
C8 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C19 C14 N1 130.3(4) . . ?
C19 C14 C15 120.4(4) . . ?
N1 C14 C15 109.2(4) . . ?
C16 C15 C14 120.7(4) . . ?
C16 C15 C12 132.9(4) . . ?
C14 C15 C12 106.4(3) . . ?
C17 C16 C15 119.5(4) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 118.5(4) . . ?
C16 C17 C20 120.1(4) . . ?
C18 C17 C20 121.3(4) . . ?
C19 C18 C17 122.8(4) . . ?
C19 C18 H18 118.6 . . ?
C17 C18 H18 118.6 . . ?
C18 C19 C14 117.9(4) . . ?
C18 C19 H19 121.0 . . ?
C14 C19 H19 121.0 . . ?
C21 C20 C25 118.1(4) . . ?
C21 C20 C17 120.9(4) . . ?
C25 C20 C17 121.0(4) . . ?
C22 C21 C20 121.1(4) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C23 119.8(5) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C24 C23 C22 120.5(5) . . ?
C24 C23 C26 119.7(6) . . ?
C22 C23 C26 119.8(6) . . ?
C23 C24 C25 119.4(5) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C24 C25 C20 121.1(5) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
F5B C26 F4 101.9(17) . . ?
F5B C26 F6 112.1(14) . . ?
F4 C26 F6 101.6(8) . . ?
F4 C26 F5A 134(3) . . ?
F6 C26 F5A 84(3) . . ?
F5B C26 C23 115.4(9) . . ?
F4 C26 C23 113.2(6) . . ?
F6 C26 C23 111.5(8) . . ?
F5A C26 C23 106.8(14) . . ?
C32 C27 C28 119.8(4) . . ?
C32 C27 N1 120.0(4) . . ?
C28 C27 N1 120.2(4) . . ?
C29 C28 C27 119.6(4) . . ?
C29 C28 H28 120.2 . . ?
C27 C28 H28 120.2 . . ?
C28 C29 C30 121.4(4) . . ?
C28 C29 H29 119.3 . . ?
C30 C29 H29 119.3 . . ?
C31 C30 C29 117.5(4) . . ?
C31 C30 C33 119.3(4) . . ?
C29 C30 C33 123.1(4) . . ?
C32 C31 C30 122.2(4) . . ?
C32 C31 H31 118.9 . . ?
C30 C31 H31 118.9 . . ?
C31 C32 C27 119.4(4) . . ?
C31 C32 H32 120.3 . . ?
C27 C32 H32 120.3 . . ?
O1 C33 C34 119.9(5) . . ?
O1 C33 C30 119.0(5) . . ?
C34 C33 C30 121.0(5) . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C11 N1 C14 108.0(3) . . ?
C11 N1 C27 125.9(3) . . ?
C14 N1 C27 126.1(3) . . ?

_refine_diff_density_max         0.472
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.120



####################################################################### 
# 
# 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_DI-F-Acphb
_database_code_depnum_ccdc_archive 'CCDC 2299336'
loop_
_audit_author_name
_audit_author_address
'Amey Wadawale'
;Bhabha Atomic Research Centre
India
;
_audit_update_record             
;
2023-10-05 deposited with the CCDC.	2024-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H21 F2 N O'
_chemical_formula_weight         473.50

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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'

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

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

_cell_length_a                   14.54460(10)
_cell_length_b                   21.9876(5)
_cell_length_c                   7.50510(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.3830(10)
_cell_angle_gamma                90
_cell_volume                     2352.93(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    42240
_cell_measurement_theta_min      3.1090
_cell_measurement_theta_max      77.2410

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.742
_shelx_estimated_absorpt_T_min   0.930
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_T_min  0.80561
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.610
_oxdiff_exptl_absorpt_empirical_full_max 2.174
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      298(2)
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            91708
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_av_R_equivalents  0.1481
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.099
_diffrn_reflns_theta_max         87.053
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1890123000
_diffrn_orient_matrix_UB_12      0.0564802000
_diffrn_orient_matrix_UB_13      -0.0176720000
_diffrn_orient_matrix_UB_21      0.0719590000
_diffrn_orient_matrix_UB_22      0.0918308000
_diffrn_orient_matrix_UB_23      0.0044137000
_diffrn_orient_matrix_UB_31      0.0542146000
_diffrn_orient_matrix_UB_32      -0.0073465000
_diffrn_orient_matrix_UB_33      -0.0676593000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  27.20   0.40    0.35    --  -48.16  19.00-108.00  133
  2  ω    -13.00  34.20   0.40    0.35    --   18.00  94.00 -36.04  118
  3  ω     12.00  40.80   0.40    0.35    --   42.00  92.00  -5.90   72
  4  ω     36.00  71.20   0.40    0.35    --   58.00  76.00 -25.32   88
  5  ω     41.00  71.00   0.40    0.35    --   62.00  73.00 -46.36   75
  6  ω     77.00 121.00   0.40    0.35    --   54.00  77.00 -97.00  110
  7  ω     95.00 177.80   0.40    1.50    --  107.75  19.00-108.00  207
  8  ω    145.00 177.00   0.40    1.50    --  107.75  61.00 -60.00   80
  9  ω    134.00 160.00   0.40    1.50    --  107.75  61.00  30.00   65
 10  ω    142.00 178.00   0.40    1.50    --  107.75  77.00  90.00   90
 11  ω    140.00 167.20   0.40    1.50    --  107.75  77.00 120.00   68
 12  ω    142.00 168.00   0.40    1.50    --  107.75  61.00 150.00   65
 13  ω    102.00 128.00   0.40    0.35    --   70.00  75.00  78.89   65
 14  ω     91.00 125.00   0.40    0.35    --   54.00  79.00 154.75   85
 15  ω     76.00 101.20   0.40    1.50    --   98.00  76.00  66.65   63
 16  ω     91.00 124.20   0.40    1.50    --  107.75  61.00  30.00   83
 17  ω    120.00 146.00   0.40    1.50    --  107.75  77.00   0.00   65
 18  ω    125.00 151.00   0.40    1.50    --  107.75  77.00 -30.00   65
 19  ω    122.00 151.20   0.40    1.50    --  107.75  77.00 -90.00   73
 20  ω    137.00 169.00   0.40    1.50    --  107.75  61.00-150.00   80
 21  ω    144.00 170.00   0.40    1.50    --  107.75  77.00-180.00   65
 22  ω    130.00 156.00   0.40    1.50    --  107.75  61.00-120.00   65
 23  ω    122.00 166.00   0.40    1.50    --  107.75  77.00-120.00  110
 24  ω     86.00 112.00   0.40    1.50    --  107.75  77.00   0.00   65
 25  ω     95.00 130.20   0.40    1.50    --  107.75  61.00 -60.00   88
 26  ω     86.00 112.00   0.40    1.50    --  107.75  77.00 -90.00   65
 27  ω     95.00 132.20   0.40    1.50    --  107.75  61.00-150.00   93
 28  ω     91.00 176.20   0.40    1.50    --  107.75  61.00-180.00  213
 29  ω     85.00 115.00   0.40    1.50    --  107.75  77.00-120.00   75
 30  ω     85.00 120.20   0.40    1.50    --  107.75  77.00-150.00   88
 31  ω     91.00 125.00   0.40    1.50    --  107.75  61.00-120.00   85
 32  ω     85.00 139.00   0.40    1.50    --  107.75  77.00 -60.00  135
 33  ω     95.00 152.20   0.40    1.50    --  107.75  45.00  30.00  143
 34  ω     96.00 160.00   0.40    1.50    --  107.75 125.00 120.00  160
 35  ω     91.00 141.00   0.40    1.50    --  107.75  61.00  60.00  125
 36  ω     85.00 132.20   0.40    1.50    --  107.75  77.00  90.00  118
 37  ω     93.00 173.00   0.40    1.50    --  107.75  61.00  90.00  200
 38  ω     91.00 176.20   0.40    1.50    --  107.75  61.00 -30.00  213
 39  ω     94.00 155.20   0.40    1.50    --  107.75  61.00 120.00  153
 40  ω     85.00 155.00   0.40    1.50    --  107.75  77.00  30.00  175
 41  ω     85.00 115.00   0.40    1.50    --  107.75  77.00 -30.00   75
 42  ω     92.00 166.00   0.40    1.50    --  107.75  61.00   0.00  185
 43  ω     85.00 136.20   0.40    1.50    --  107.75  77.00 120.00  128
 44  ω     85.00 161.00   0.40    1.50    --  107.75  77.00  60.00  190
 45  ω     91.00 134.20   0.40    1.50    --  107.75  61.00 150.00  108
 46  ω     86.00 121.20   0.40    1.50    --  107.75  77.00 150.00   88
 47  ω     51.00  76.20   0.40    0.35    --   74.00  78.00 126.33   63
 48  ω     45.00  70.20   0.40    0.35    --   66.00  72.00 143.61   63
 49  ω     43.00  69.00   0.40    0.35    --   66.00  77.00 105.76   65
 50  ω     44.00  70.00   0.40    0.35    --   66.00  77.00 157.83   65
 51  ω     26.00  50.80   0.40    0.35    --   48.16  77.00 120.00   62
 52  ω     27.00  95.00   0.40    0.35    --   50.00  77.00  77.28  170
 53  ω     68.00  95.20   0.40    1.50    --   90.00  79.00  10.97   68
 54  ω     39.00  75.00   0.40    0.35    --   62.00  77.00   0.90   90
 55  ω     48.00  78.00   0.40    0.35    --   70.00  76.00  56.58   75
 56  ω     48.00  79.20   0.40    0.35    --   70.00  75.00  78.89   78
 57  ω     30.00  56.00   0.40    0.35    --   54.00  79.00 154.75   65
 58  ω    -13.00  14.20   0.40    0.35    --   22.00 102.00  34.79   68
 59  ω     -6.00  29.20   0.40    0.35    --   26.00  96.00 -29.30   88
 60  ω     27.00  59.00   0.40    0.35    --   48.16  77.00 -60.00   80
 61  ω     42.00  67.20   0.40    0.35    --   66.00  79.00 -38.50   63
 62  ω     36.00 124.00   0.40    0.35    --   48.16  19.00-108.00  220
 63  ω     92.00 153.20   0.40    1.50    --  107.75  61.00 -90.00  153
 64  ω     85.00 132.20   0.40    1.50    --  107.75  77.00-180.00  118
 65  ω     40.00  66.00   0.40    0.35    --   62.00  75.00-133.02   65
 66  ω     31.00  59.00   0.40    0.35    --   54.00  77.00 -97.00   70
 67  ω     17.00  43.00   0.40    0.35    --   42.00  83.00-175.74   65
 68  ω     34.00  60.00   0.40    0.35    --   58.00  79.00-161.42   65
 69  ω     15.00  43.00   0.40    0.35    --   42.00  87.00-136.59   70
 70  ω     36.00  71.20   0.40    1.50    --  107.75 -61.00-150.00   88
 71  ω     41.00 105.00   0.40    1.50    --  107.75 -94.00-180.00  160
 72  ω     84.00 111.20   0.40    1.50    --  107.75-125.00-120.00   68
 73  ω     80.00 110.00   0.40    1.50    --  107.75-125.00 -90.00   75
 74  ω     86.00 112.00   0.40    1.50    --  107.75-125.00 -30.00   65
 75  ω     84.00 111.20   0.40    1.50    --  107.75-125.00  30.00   68
 76  ω     81.00 106.20   0.40    1.50    --  107.75 -77.00  60.00   63
 77  ω     68.00 112.00   0.40    1.50    --  107.75-125.00 120.00  110
 78  ω     42.00  73.20   0.40    1.50    --  107.75-125.00  30.00   78
 79  ω     35.00  74.20   0.40    1.50    --  107.75-125.00 -30.00   98
 80  ω     80.00 112.00   0.40    1.50    --  107.75-125.00 -60.00   80
 81  ω     44.00  70.00   0.40    1.50    --  107.75-125.00-120.00   65
 82  ω     35.00  94.20   0.40    1.50    --  107.75 -77.00 -60.00  148
 83  ω     38.00 116.00   0.40    1.50    --  107.75-132.00-153.86  195
 84  ω     34.00  96.00   0.40    0.35    --   48.16-125.00 -30.00  155
 85  ω     36.00  95.20   0.40    0.35    --   48.16-125.00  90.00  148
 86  ω     35.00  64.20   0.40    1.50    --  107.75-125.00 120.00   73
 87  ω     39.00 111.00   0.40    1.50    --  107.75-125.00  90.00  180
 88  ω     39.00  92.20   0.40    1.50    --  107.75 -77.00  90.00  133
 89  ω     36.00  60.80   0.40    1.50    --  107.75 -77.00  60.00   62
 90  ω     36.00  62.00   0.40    1.50    --  107.75 -77.00 120.00   65
 91  ω     36.00 112.00   0.40    1.50    --  107.75-125.00  60.00  190
 92  ω     35.00  74.20   0.40    1.50    --  107.75-125.00 -90.00   98
 93  ω     38.00 114.00   0.40    1.50    --  107.75-131.00-174.84  190
 94  ω     35.00 106.20   0.40    1.50    --  107.75 -77.00-180.00  178
 95  ω     37.00  99.00   0.40    1.50    --  107.75 -77.00 -90.00  155
 96  ω     35.00  59.80   0.40    1.50    --  107.75-125.00 -60.00   62
 97  ω     35.00  68.20   0.40    1.50    --  107.75 -94.00 -90.00   83
 98  ω     35.00  89.00   0.40    1.50    --  107.75 -77.00  30.00  135
 99  ω    -26.00  26.00   0.40    0.35    --   48.16 -19.00  84.00  130
100  ω    -44.00 -16.00   0.40    0.35    --    6.00 130.00  92.52   70
101  ω    -86.00 -12.80   0.40    0.35    --  -48.16 125.00 -60.00  183
102  ω   -123.00 -35.00   0.40    0.35    --  -48.16 -19.00  84.00  220
103  ω    -57.00 -31.00   0.40    0.35    --  -54.00 -78.00-119.27   65
104  ω    -69.00 -43.00   0.40    0.35    --  -66.00 -76.00-146.12   65
105  ω    -77.00 -51.00   0.40    1.50    --  -74.00 -76.00-101.34   65
106  ω    -78.00 -52.00   0.40    1.50    --  -74.00 -75.00-116.93   65
107  ω    -76.00 -50.00   0.40    1.50    --  -74.00 -80.00 -76.74   65
108  ω    -83.00 -57.00   0.40    1.50    --  -78.00 -73.00-155.03   65
109  ω    -87.00 -61.00   0.40    1.50    --  -82.00 -76.00 -92.99   65
110  ω    -88.00 -63.20   0.40    1.50    --  -86.25 -79.00-116.89   62
111  ω    -93.00 -63.00   0.40    1.50    --  -86.00 -76.00-101.70   75
112  ω    -91.00 -65.00   0.40    1.50    --  -86.25 -75.00-111.49   65
113  ω    -97.00 -63.80   0.40    1.50    --  -86.25 -77.00-150.00   83
114  ω   -106.00 -62.00   0.40    1.50    --  -86.25 -80.00-159.21  110
115  ω    -97.00 -63.80   0.40    1.50    --  -86.25 -77.00-180.00   83
116  ω   -119.00 -63.00   0.40    1.50    --  -86.25 -78.00 -66.76  140
117  ω    -94.00 -62.00   0.40    1.50    --  -86.25 -80.00  -6.21   80
118  ω    -79.00 -37.80   0.40    0.35    --  -62.00 -80.00  43.53  103
119  ω    -89.00 -43.00   0.40    0.35    --  -66.00 -78.00  16.02  115
120  ω    -83.00 -57.00   0.40    1.50    --  -78.00 -75.00  89.38   65
121  ω    -78.00 -53.20   0.40    1.50    --  -74.00 -73.00 134.77   62
122  ω    -77.00 -52.20   0.40    1.50    --  -74.00 -76.00 174.07   62
123  ω    -91.00 -57.00   0.40    1.50    --  -78.00 -72.00 126.01   85
124  ω    -84.00 -54.00   0.40    1.50    --  -78.00 -80.00  59.22   75
125  ω    -88.00 -57.20   0.40    1.50    --  -78.00 -73.00  31.06   77
126  ω    -90.00 -64.00   0.40    1.50    --  -86.25 -75.00  82.17   65
127  ω    -92.00 -64.80   0.40    1.50    --  -86.25 -75.00 109.72   68
128  ω    -90.00 -64.00   0.40    1.50    --  -86.00 -74.00 149.05   65
129  ω    -95.00 -69.00   0.40    1.50    --  -86.25 -71.00 162.00   65
130  ω    -91.00 -63.80   0.40    1.50    --  -86.25 -77.00 120.00   68
131  ω    -90.00 -64.00   0.40    1.50    --  -86.25 -75.00  91.57   65
132  ω    -93.00 -64.20   0.40    1.50    --  -86.25 -77.00  30.00   72
133  ω   -107.00 -59.80   0.40    1.50    --  -82.00 -76.00  -7.41  118
134  ω    -97.00 -65.80   0.40    1.50    --  -86.25 -71.00   5.66   78
135  ω    -96.00 -63.20   0.40    1.50    --  -86.25 -79.00 -39.24   82
136  ω   -111.00 -65.80   0.40    1.50    --  -86.25 -70.00  38.63  113
137  ω   -107.00 -65.00   0.40    1.50    --  -86.25 -77.00 -30.00  105
138  ω   -121.00 -65.80   0.40    1.50    --  -86.25 -72.00  64.52  138
139  ω   -133.00 -85.00   0.40    0.35    --  -62.00 -80.00  43.53  120
140  ω   -139.00-113.00   0.40    1.50    --  -78.00 -80.00  59.22   65
141  ω   -162.00 -73.20   0.40    1.50    --  -86.25 -19.00  84.00  222
142  ω   -159.00-101.80   0.40    1.50    --  -86.25 -71.00   5.66  143
143  ω   -121.00 -35.80   0.40    0.35    --  -48.16 -37.00-180.00  213
;
_diffrn_measurement_method       'ω scans'
_diffrn_oxdiff_digest_frames     
;
01e6ccd4f63144fa3e4892ad7d954410f7144805084
;
_diffrn_oxdiff_digest_hkl        
;
0153c45d377c1eaae85a04d5b237672fc2f4b2
;
_reflns_number_total             5049
_reflns_number_gt                4092
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'ORTEP-3 for windws'
_computing_publication_material  'WinGX 2021.3'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1591P)²+0.6340P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5049
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0791
_refine_ls_wR_factor_ref         0.2643
_refine_ls_wR_factor_gt          0.2417
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9889(3) 0.6362(2) 0.5996(7) 0.1254(15) Uani 1 1 d . . . . .
H1A H 1.055202 0.634819 0.646518 0.188 Uiso 1 1 calc R U . . .
H1B H 0.977630 0.645981 0.472478 0.188 Uiso 1 1 calc R U . . .
H1C H 0.961814 0.597231 0.615861 0.188 Uiso 1 1 calc R U . . .
C2 C 0.9481(2) 0.68051(18) 0.6925(5) 0.0954(10) Uani 1 1 d . . . . .
C3 C 0.84375(19) 0.68035(13) 0.6778(3) 0.0701(6) Uani 1 1 d . . . . .
C4 C 0.78492(18) 0.63884(12) 0.5720(3) 0.0689(6) Uani 1 1 d . . . . .
H4 H 0.810817 0.609316 0.508019 0.083 Uiso 1 1 calc R U . . .
C5 C 0.68891(17) 0.64029(11) 0.5593(3) 0.0627(6) Uani 1 1 d . . . . .
H5 H 0.650731 0.613029 0.483729 0.075 Uiso 1 1 calc R U . . .
C6 C 0.64951(17) 0.68258(10) 0.6596(3) 0.0578(5) Uani 1 1 d . . . . .
C7 C 0.70764(18) 0.72447(12) 0.7666(3) 0.0649(6) Uani 1 1 d . . . . .
H7 H 0.681880 0.753086 0.833789 0.078 Uiso 1 1 calc R U . . .
C8 C 0.80300(19) 0.72381(13) 0.7737(4) 0.0713(6) Uani 1 1 d . . . . .
H8 H 0.840768 0.752695 0.843360 0.086 Uiso 1 1 calc R U . . .
C9 C 0.49670(16) 0.63159(11) 0.6755(3) 0.0586(5) Uani 1 1 d . . . . .
C10 C 0.40661(16) 0.65130(11) 0.6893(3) 0.0583(5) Uani 1 1 d . . . . .
C11 C 0.40582(16) 0.71694(11) 0.6771(3) 0.0586(5) Uani 1 1 d . . . . .
C12 C 0.49583(16) 0.73466(11) 0.6571(3) 0.0589(5) Uani 1 1 d . . . . .
C13 C 0.51725(17) 0.79621(12) 0.6379(3) 0.0638(6) Uani 1 1 d . . . . .
H13 H 0.576264 0.808246 0.621175 0.077 Uiso 1 1 calc R U . . .
C14 C 0.44778(17) 0.83812(11) 0.6445(3) 0.0633(6) Uani 1 1 d . . . . .
H14 H 0.460924 0.879112 0.632006 0.076 Uiso 1 1 calc R U . . .
C15 C 0.35789(17) 0.82167(11) 0.6694(3) 0.0617(6) Uani 1 1 d . . . . .
C16 C 0.33705(17) 0.76029(11) 0.6840(3) 0.0621(6) Uani 1 1 d . . . . .
H16 H 0.277575 0.748391 0.698291 0.075 Uiso 1 1 calc R U . . .
C17 C 0.28627(17) 0.86931(12) 0.6763(3) 0.0635(6) Uani 1 1 d . . . . .
C18 C 0.31086(18) 0.92532(12) 0.7558(4) 0.0690(6) Uani 1 1 d . . . . .
H18 H 0.373420 0.933262 0.806008 0.083 Uiso 1 1 calc R U . . .
C19 C 0.2440(2) 0.96978(13) 0.7621(4) 0.0753(7) Uani 1 1 d . . . . .
H19 H 0.261506 1.007298 0.815358 0.090 Uiso 1 1 calc R U . . .
C20 C 0.1535(2) 0.95804(15) 0.6903(5) 0.0852(8) Uani 1 1 d . . . . .
C21 C 0.1251(2) 0.90434(18) 0.6054(6) 0.1021(11) Uani 1 1 d . . . . .
H21 H 0.062460 0.897750 0.552914 0.122 Uiso 1 1 calc R U . . .
C22 C 0.1919(2) 0.86003(15) 0.5993(5) 0.0877(8) Uani 1 1 d . . . . .
H22 H 0.173504 0.823167 0.542653 0.105 Uiso 1 1 calc R U . . .
C23 C 0.52019(17) 0.57044(11) 0.6915(3) 0.0637(6) Uani 1 1 d . . . . .
H23 H 0.579713 0.557195 0.681740 0.076 Uiso 1 1 calc R U . . .
C24 C 0.45240(17) 0.52959(11) 0.7225(3) 0.0642(6) Uani 1 1 d . . . . .
H24 H 0.467367 0.488452 0.732890 0.077 Uiso 1 1 calc R U . . .
C25 C 0.36229(17) 0.54799(11) 0.7388(3) 0.0595(5) Uani 1 1 d . . . . .
C26 C 0.33975(16) 0.60949(11) 0.7213(3) 0.0600(5) Uani 1 1 d . . . . .
H26 H 0.280158 0.622658 0.730921 0.072 Uiso 1 1 calc R U . . .
C27 C 0.29287(17) 0.50267(11) 0.7776(3) 0.0622(6) Uani 1 1 d . . . . .
C28 C 0.19677(18) 0.51134(13) 0.7162(4) 0.0718(6) Uani 1 1 d . . . . .
H28 H 0.175936 0.545543 0.647046 0.086 Uiso 1 1 calc R U . . .
C29 C 0.1317(2) 0.47005(15) 0.7563(4) 0.0820(8) Uani 1 1 d . . . . .
H29 H 0.067818 0.476479 0.715694 0.098 Uiso 1 1 calc R U . . .
C30 C 0.1633(2) 0.41983(14) 0.8563(4) 0.0792(7) Uani 1 1 d . . . . .
C31 C 0.2568(2) 0.40851(14) 0.9170(4) 0.0777(7) Uani 1 1 d . . . . .
H31 H 0.276574 0.373528 0.983128 0.093 Uiso 1 1 calc R U . . .
C32 C 0.32115(19) 0.45028(13) 0.8777(3) 0.0689(6) Uani 1 1 d . . . . .
H32 H 0.384810 0.443164 0.919078 0.083 Uiso 1 1 calc R U . . .
N1 N 0.55142(14) 0.68286(9) 0.6543(3) 0.0604(5) Uani 1 1 d . . . . .
O1 O 0.9985(2) 0.71998(18) 0.7958(6) 0.1558(15) Uani 1 1 d . . . . .
F1 F 0.08821(14) 1.00223(11) 0.6984(4) 0.1211(8) Uani 1 1 d . . . . .
F2 F 0.10063(14) 0.37832(11) 0.8929(3) 0.1121(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.398(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 O1 1.291(5) . ?
C2 C3 1.499(4) . ?
C3 C4 1.389(4) . ?
C3 C8 1.397(4) . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.393(3) . ?
C6 N1 1.419(3) . ?
C7 C8 1.378(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C23 1.387(3) . ?
C9 C10 1.403(3) . ?
C9 N1 1.407(3) . ?
C10 C26 1.393(3) . ?
C10 C11 1.446(3) . ?
C11 C16 1.390(3) . ?
C11 C12 1.402(3) . ?
C12 N1 1.399(3) . ?
C12 C13 1.403(4) . ?
C13 C14 1.376(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.404(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(3) . ?
C15 C17 1.485(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.384(4) . ?
C17 C22 1.395(4) . ?
C18 C19 1.386(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.346(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.366(5) . ?
C20 F1 1.368(3) . ?
C21 C22 1.383(5) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.387(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.400(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.391(3) . ?
C25 C27 1.488(3) . ?
C26 H26 0.9300 . ?
C27 C32 1.392(4) . ?
C27 C28 1.396(3) . ?
C28 C29 1.386(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.363(4) . ?
C29 H29 0.9300 . ?
C30 F2 1.356(3) . ?
C30 C31 1.368(4) . ?
C31 C32 1.384(4) . ?
C31 H31 0.9300 . ?
C32 H32 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 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C1 121.4(4) . . ?
O1 C2 C3 119.5(3) . . ?
C1 C2 C3 119.0(4) . . ?
C4 C3 C8 117.9(2) . . ?
C4 C3 C2 123.0(3) . . ?
C8 C3 C2 119.1(3) . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 119.8(2) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C7 119.1(2) . . ?
C5 C6 N1 120.5(2) . . ?
C7 C6 N1 120.4(2) . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C3 120.9(2) . . ?
C7 C8 H8 119.5 . . ?
C3 C8 H8 119.5 . . ?
C23 C9 C10 120.7(2) . . ?
C23 C9 N1 130.7(2) . . ?
C10 C9 N1 108.5(2) . . ?
C26 C10 C9 120.2(2) . . ?
C26 C10 C11 132.2(2) . . ?
C9 C10 C11 107.4(2) . . ?
C16 C11 C12 120.5(2) . . ?
C16 C11 C10 132.8(2) . . ?
C12 C11 C10 106.7(2) . . ?
N1 C12 C11 109.3(2) . . ?
N1 C12 C13 130.0(2) . . ?
C11 C12 C13 120.7(2) . . ?
C14 C13 C12 117.6(2) . . ?
C14 C13 H13 121.2 . . ?
C12 C13 H13 121.2 . . ?
C13 C14 C15 122.8(2) . . ?
C13 C14 H14 118.6 . . ?
C15 C14 H14 118.6 . . ?
C16 C15 C14 118.9(2) . . ?
C16 C15 C17 121.0(2) . . ?
C14 C15 C17 120.1(2) . . ?
C11 C16 C15 119.5(2) . . ?
C11 C16 H16 120.3 . . ?
C15 C16 H16 120.3 . . ?
C18 C17 C22 117.3(2) . . ?
C18 C17 C15 121.3(2) . . ?
C22 C17 C15 121.5(2) . . ?
C17 C18 C19 121.2(2) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
C20 C19 C18 119.3(3) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C19 C20 C21 122.3(3) . . ?
C19 C20 F1 118.6(3) . . ?
C21 C20 F1 119.1(3) . . ?
C20 C21 C22 118.3(3) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
C21 C22 C17 121.6(3) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
C9 C23 C24 118.1(2) . . ?
C9 C23 H23 120.9 . . ?
C24 C23 H23 120.9 . . ?
C23 C24 C25 122.4(2) . . ?
C23 C24 H24 118.8 . . ?
C25 C24 H24 118.8 . . ?
C26 C25 C24 118.7(2) . . ?
C26 C25 C27 120.9(2) . . ?
C24 C25 C27 120.4(2) . . ?
C25 C26 C10 119.9(2) . . ?
C25 C26 H26 120.1 . . ?
C10 C26 H26 120.1 . . ?
C32 C27 C28 117.5(2) . . ?
C32 C27 C25 121.3(2) . . ?
C28 C27 C25 121.2(2) . . ?
C29 C28 C27 121.4(3) . . ?
C29 C28 H28 119.3 . . ?
C27 C28 H28 119.3 . . ?
C30 C29 C28 118.7(3) . . ?
C30 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
F2 C30 C29 119.3(3) . . ?
F2 C30 C31 118.3(3) . . ?
C29 C30 C31 122.4(3) . . ?
C30 C31 C32 118.5(3) . . ?
C30 C31 H31 120.7 . . ?
C32 C31 H31 120.7 . . ?
C31 C32 C27 121.6(2) . . ?
C31 C32 H32 119.2 . . ?
C27 C32 H32 119.2 . . ?
C12 N1 C9 108.01(19) . . ?
C12 N1 C6 125.71(19) . . ?
C9 N1 C6 125.54(19) . . ?

_refine_diff_density_max         0.348
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.066



