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

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

data_1ca
_database_code_depnum_ccdc_archive 'CCDC 2502747'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 F3'
_chemical_formula_sum            'C30 H27 F3'
_chemical_formula_weight         444.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   7.4286(3)
_cell_length_b                   11.6426(5)
_cell_length_c                   13.5759(6)
_cell_angle_alpha                75.889(4)
_cell_angle_beta                 85.711(4)
_cell_angle_gamma                77.911(4)
_cell_volume                     1113.12(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4046
_cell_measurement_theta_min      3.3580
_cell_measurement_theta_max      51.8170

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.756
_shelx_estimated_absorpt_T_min   0.921
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_T_max  0.942
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5989
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.358
_diffrn_reflns_theta_max         51.914
_diffrn_reflns_theta_full        51.914
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             2434
_reflns_number_gt                2117
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0489P)²+0.1467P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0034(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2434
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0819
_refine_ls_wR_factor_gt          0.0788
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.007
_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 0.6873(2) 0.77090(17) 0.36175(14) 0.0276(5) Uani 1 1 d . . . . .
C2 C 0.7179(2) 0.71669(16) 0.27851(12) 0.0225(4) Uani 1 1 d . . . . .
C3 C 0.7569(2) 0.59025(15) 0.29460(13) 0.0214(4) Uani 1 1 d . . . . .
C4 C 0.7614(2) 0.51842(16) 0.39369(13) 0.0269(5) Uani 1 1 d . . . . .
C5 C 0.7358(2) 0.57177(19) 0.47687(14) 0.0321(5) Uani 1 1 d . . . . .
C6 C 0.6964(2) 0.69816(19) 0.46132(14) 0.0335(5) Uani 1 1 d . . . . .
C7 C 0.6442(2) 0.90768(17) 0.34290(16) 0.0368(5) Uani 1 1 d . . . . .
H7A H 0.690275 0.930893 0.400353 0.044 Uiso 1 1 calc R U . . .
H7B H 0.712409 0.941284 0.280753 0.044 Uiso 1 1 calc R U . . .
C8 C 0.4415(2) 0.96519(17) 0.33062(14) 0.0290(5) Uani 1 1 d . . . . .
C9 C 0.3047(2) 0.91204(17) 0.38807(14) 0.0299(5) Uani 1 1 d . . . . .
H9 H 0.338367 0.835878 0.434343 0.036 Uiso 1 1 calc R U . . .
C10 C 0.1207(2) 0.96741(17) 0.37948(14) 0.0291(5) Uani 1 1 d . . . . .
H10 H 0.028434 0.930708 0.419620 0.035 Uiso 1 1 calc R U . . .
C11 C 0.0753(3) 1.07654(17) 0.31153(14) 0.0302(5) Uani 1 1 d . . . . .
C12 C 0.2038(3) 1.13228(17) 0.25258(14) 0.0341(5) Uani 1 1 d . . . . .
H12 H 0.168243 1.207767 0.205691 0.041 Uiso 1 1 calc R U . . .
C13 C 0.3875(3) 1.07578(18) 0.26297(14) 0.0345(5) Uani 1 1 d . . . . .
H13 H 0.478532 1.113706 0.222792 0.041 Uiso 1 1 calc R U . . .
C14 C 0.7100(2) 0.79337(16) 0.17089(13) 0.0251(4) Uani 1 1 d . . . . .
H14A H 0.627299 0.872101 0.170476 0.030 Uiso 1 1 calc R U . . .
H14B H 0.654727 0.753136 0.127832 0.030 Uiso 1 1 calc R U . . .
C15 C 0.8946(2) 0.81669(15) 0.12345(13) 0.0215(4) Uani 1 1 d . . . . .
C16 C 1.0339(2) 0.82923(15) 0.18070(13) 0.0232(4) Uani 1 1 d . . . . .
H16 H 1.017103 0.817041 0.252296 0.028 Uiso 1 1 calc R U . . .
C17 C 1.1967(2) 0.85914(15) 0.13550(13) 0.0235(4) Uani 1 1 d . . . . .
H17 H 1.290002 0.869470 0.174920 0.028 Uiso 1 1 calc R U . . .
C18 C 1.2195(2) 0.87337(15) 0.03259(13) 0.0234(4) Uani 1 1 d . . . . .
C19 C 1.0885(2) 0.85972(15) -0.02728(13) 0.0240(4) Uani 1 1 d . . . . .
H19 H 1.108976 0.869098 -0.098471 0.029 Uiso 1 1 calc R U . . .
C20 C 0.9258(2) 0.83189(15) 0.01896(13) 0.0237(4) Uani 1 1 d . . . . .
H20 H 0.832973 0.822904 -0.021469 0.028 Uiso 1 1 calc R U . . .
C21 C 0.7933(2) 0.53114(16) 0.20525(13) 0.0234(4) Uani 1 1 d . . . . .
H21A H 0.892139 0.458509 0.223181 0.028 Uiso 1 1 calc R U . . .
H21B H 0.838982 0.587919 0.146791 0.028 Uiso 1 1 calc R U . . .
C22 C 0.6266(2) 0.49406(15) 0.17244(12) 0.0213(4) Uani 1 1 d . . . . .
C23 C 0.6480(2) 0.39431(15) 0.13078(13) 0.0256(5) Uani 1 1 d . . . . .
H23 H 0.767528 0.346857 0.125807 0.031 Uiso 1 1 calc R U . . .
C24 C 0.4990(2) 0.36220(16) 0.09625(13) 0.0270(5) Uani 1 1 d . . . . .
H24 H 0.514923 0.293491 0.068105 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3284(2) 0.43228(16) 0.10385(12) 0.0244(5) Uani 1 1 d . . . . .
C26 C 0.2985(2) 0.53187(16) 0.14430(13) 0.0239(4) Uani 1 1 d . . . . .
H26 H 0.178289 0.578868 0.148450 0.029 Uiso 1 1 calc R U . . .
C27 C 0.4496(2) 0.56171(15) 0.17896(12) 0.0226(4) Uani 1 1 d . . . . .
H27 H 0.431892 0.629942 0.207838 0.027 Uiso 1 1 calc R U . . .
C28 C 0.7910(3) 0.38248(17) 0.41298(15) 0.0394(5) Uani 1 1 d . . . . .
H28A H 0.777789 0.359637 0.349419 0.059 Uiso 1 1 calc R U . . .
H28B H 0.699461 0.353065 0.463300 0.059 Uiso 1 1 calc R U . . .
H28C H 0.914947 0.346551 0.438728 0.059 Uiso 1 1 calc R U . . .
C29 C 0.7505(3) 0.4914(2) 0.58307(14) 0.0497(6) Uani 1 1 d . . . . .
H29A H 0.638994 0.457515 0.600556 0.074 Uiso 1 1 calc R U . . .
H29B H 0.763929 0.539068 0.631489 0.074 Uiso 1 1 calc R U . . .
H29C H 0.858111 0.425673 0.585951 0.074 Uiso 1 1 calc R U . . .
C30 C 0.6625(3) 0.7542(2) 0.55280(15) 0.0502(6) Uani 1 1 d . . . . .
H30A H 0.779714 0.745636 0.585129 0.075 Uiso 1 1 calc R U . . .
H30B H 0.579071 0.713056 0.601582 0.075 Uiso 1 1 calc R U . . .
H30C H 0.606759 0.840120 0.530665 0.075 Uiso 1 1 calc R U . . .
F1 F -0.10644(14) 1.13139(9) 0.30183(8) 0.0417(3) Uani 1 1 d . . . . .
F2 F 1.37941(12) 0.90349(9) -0.01299(7) 0.0317(3) Uani 1 1 d . . . . .
F3 F 0.18033(13) 0.40179(9) 0.06887(7) 0.0342(3) 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 1.406(2) . ?
C1 C6 1.407(3) . ?
C1 C7 1.518(3) . ?
C2 C3 1.405(2) . ?
C2 C14 1.513(2) . ?
C3 C4 1.399(2) . ?
C3 C21 1.516(2) . ?
C4 C5 1.399(3) . ?
C4 C28 1.511(3) . ?
C5 C6 1.405(3) . ?
C5 C29 1.513(3) . ?
C6 C30 1.520(3) . ?
C7 C8 1.518(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C13 1.387(3) . ?
C8 C9 1.390(2) . ?
C9 C10 1.384(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.369(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.365(3) . ?
C11 F1 1.369(2) . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.519(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.391(2) . ?
C15 C20 1.394(2) . ?
C16 C17 1.386(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.368(2) . ?
C17 H17 0.9500 . ?
C18 F2 1.3697(18) . ?
C18 C19 1.370(2) . ?
C19 C20 1.383(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.522(2) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.387(2) . ?
C22 C27 1.393(2) . ?
C23 C24 1.386(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.368(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.371(2) . ?
C25 F3 1.3730(18) . ?
C26 C27 1.387(2) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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 C6 119.84(17) . . ?
C2 C1 C7 119.39(17) . . ?
C6 C1 C7 120.77(16) . . ?
C3 C2 C1 120.12(16) . . ?
C3 C2 C14 119.26(15) . . ?
C1 C2 C14 120.62(16) . . ?
C4 C3 C2 119.79(15) . . ?
C4 C3 C21 119.79(15) . . ?
C2 C3 C21 120.42(15) . . ?
C3 C4 C5 120.32(17) . . ?
C3 C4 C28 120.86(16) . . ?
C5 C4 C28 118.81(17) . . ?
C4 C5 C6 120.11(17) . . ?
C4 C5 C29 119.04(19) . . ?
C6 C5 C29 120.85(18) . . ?
C5 C6 C1 119.75(16) . . ?
C5 C6 C30 119.24(18) . . ?
C1 C6 C30 121.01(19) . . ?
C8 C7 C1 114.93(14) . . ?
C8 C7 H7A 108.5 . . ?
C1 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
C1 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C13 C8 C9 117.73(17) . . ?
C13 C8 C7 120.33(16) . . ?
C9 C8 C7 121.91(17) . . ?
C10 C9 C8 121.60(18) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C11 C10 C9 118.15(17) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
C12 C11 F1 118.74(17) . . ?
C12 C11 C10 122.70(18) . . ?
F1 C11 C10 118.56(16) . . ?
C11 C12 C13 118.23(18) . . ?
C11 C12 H12 120.9 . . ?
C13 C12 H12 120.9 . . ?
C12 C13 C8 121.58(17) . . ?
C12 C13 H13 119.2 . . ?
C8 C13 H13 119.2 . . ?
C2 C14 C15 115.04(14) . . ?
C2 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
C2 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C16 C15 C20 117.82(15) . . ?
C16 C15 C14 121.92(15) . . ?
C20 C15 C14 120.19(14) . . ?
C17 C16 C15 121.41(16) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C18 C17 C16 118.19(15) . . ?
C18 C17 H17 120.9 . . ?
C16 C17 H17 120.9 . . ?
C17 C18 F2 118.72(15) . . ?
C17 C18 C19 122.90(15) . . ?
F2 C18 C19 118.37(15) . . ?
C18 C19 C20 118.05(16) . . ?
C18 C19 H19 121.0 . . ?
C20 C19 H19 121.0 . . ?
C19 C20 C15 121.61(15) . . ?
C19 C20 H20 119.2 . . ?
C15 C20 H20 119.2 . . ?
C3 C21 C22 114.67(13) . . ?
C3 C21 H21A 108.6 . . ?
C22 C21 H21A 108.6 . . ?
C3 C21 H21B 108.6 . . ?
C22 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C23 C22 C27 117.89(15) . . ?
C23 C22 C21 120.67(15) . . ?
C27 C22 C21 121.38(15) . . ?
C24 C23 C22 121.58(16) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C25 C24 C23 118.08(16) . . ?
C25 C24 H24 121.0 . . ?
C23 C24 H24 121.0 . . ?
C24 C25 C26 123.07(16) . . ?
C24 C25 F3 118.45(15) . . ?
C26 C25 F3 118.48(16) . . ?
C25 C26 C27 117.77(16) . . ?
C25 C26 H26 121.1 . . ?
C27 C26 H26 121.1 . . ?
C26 C27 C22 121.61(16) . . ?
C26 C27 H27 119.2 . . ?
C22 C27 H27 119.2 . . ?
C4 C28 H28A 109.5 . . ?
C4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C5 C29 H29A 109.5 . . ?
C5 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C5 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C6 C30 H30A 109.5 . . ?
C6 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C6 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

_refine_diff_density_max         0.167
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.030

####################################################################### 
# 
# 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_3aa
_database_code_depnum_ccdc_archive 'CCDC 2502749'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 F3'
_chemical_formula_sum            'C30 H27 F3'
_chemical_formula_weight         444.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   14.2539(7)
_cell_length_b                   12.1767(11)
_cell_length_c                   14.9909(9)
_cell_angle_alpha                90
_cell_angle_beta                 117.205(7)
_cell_angle_gamma                90
_cell_volume                     2314.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5276
_cell_measurement_theta_min      3.4580
_cell_measurement_theta_max      51.8540

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.727
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.924
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7861
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.486
_diffrn_reflns_theta_max         51.920
_diffrn_reflns_theta_full        51.920
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             2533
_reflns_number_gt                2231
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0838P)²+0.9935P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0005(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2533
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1340
_refine_ls_wR_factor_gt          0.1288
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.002
_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 0.72011(17) 0.85654(18) 0.02667(16) 0.0217(6) Uani 1 1 d . . . . .
C2 C 0.76800(18) 0.95791(19) 0.06454(17) 0.0229(6) Uani 1 1 d . . . . .
C3 C 0.71218(17) 1.05538(18) 0.02626(17) 0.0208(6) Uani 1 1 d . . . . .
C4 C 0.60821(18) 1.05167(18) -0.05120(17) 0.0204(6) Uani 1 1 d . . . . .
C5 C 0.55804(17) 0.95058(18) -0.08260(16) 0.0190(6) Uani 1 1 d . . . . .
C6 C 0.61339(17) 0.85210(18) -0.04540(16) 0.0208(6) Uani 1 1 d . . . . .
C7 C 0.78422(18) 0.75195(19) 0.06414(18) 0.0260(6) Uani 1 1 d . . . . .
H7A H 0.857190 0.766838 0.075674 0.031 Uiso 1 1 calc R U . . .
H7B H 0.754118 0.695577 0.010843 0.031 Uiso 1 1 calc R U . . .
C8 C 0.78859(16) 0.70516(18) 0.15981(16) 0.0199(6) Uani 1 1 d . . . . .
C9 C 0.84319(17) 0.60832(19) 0.20046(17) 0.0211(6) Uani 1 1 d . . . . .
C10 C 0.84857(18) 0.5586(2) 0.28454(18) 0.0268(7) Uani 1 1 d . . . . .
H10 H 0.885479 0.491267 0.307951 0.032 Uiso 1 1 calc R U . . .
C11 C 0.79926(18) 0.6082(2) 0.33460(18) 0.0293(7) Uani 1 1 d . . . . .
H11 H 0.802100 0.575509 0.393328 0.035 Uiso 1 1 calc R U . . .
C12 C 0.74554(18) 0.7061(2) 0.29853(18) 0.0286(7) Uani 1 1 d . . . . .
H12 H 0.712175 0.741228 0.333083 0.034 Uiso 1 1 calc R U . . .
C13 C 0.74044(17) 0.75287(19) 0.21215(17) 0.0237(6) Uani 1 1 d . . . . .
H13 H 0.702771 0.819653 0.188130 0.028 Uiso 1 1 calc R U . . .
C14 C 0.88086(19) 0.9640(2) 0.14616(19) 0.0345(7) Uani 1 1 d . . . . .
H14A H 0.922713 1.008191 0.122735 0.052 Uiso 1 1 calc R U . . .
H14B H 0.910411 0.889760 0.162488 0.052 Uiso 1 1 calc R U . . .
H14C H 0.882518 0.998007 0.206121 0.052 Uiso 1 1 calc R U . . .
C15 C 0.76220(18) 1.16426(19) 0.07331(18) 0.0252(6) Uani 1 1 d . . . . .
H15A H 0.705159 1.218257 0.059029 0.030 Uiso 1 1 calc R U . . .
H15B H 0.800361 1.154447 0.146964 0.030 Uiso 1 1 calc R U . . .
C16 C 0.83784(17) 1.21202(18) 0.03876(17) 0.0229(6) Uani 1 1 d . . . . .
C17 C 0.91917(18) 1.28064(19) 0.10114(18) 0.0260(6) Uani 1 1 d . . . . .
C18 C 0.98674(19) 1.3321(2) 0.0734(2) 0.0327(7) Uani 1 1 d . . . . .
H18 H 1.041266 1.378206 0.119268 0.039 Uiso 1 1 calc R U . . .
C19 C 0.9745(2) 1.3161(2) -0.0222(2) 0.0353(7) Uani 1 1 d . . . . .
H19 H 1.019679 1.352570 -0.043568 0.042 Uiso 1 1 calc R U . . .
C20 C 0.8957(2) 1.2465(2) -0.0875(2) 0.0336(7) Uani 1 1 d . . . . .
H20 H 0.887665 1.234056 -0.153211 0.040 Uiso 1 1 calc R U . . .
C21 C 0.82910(19) 1.1955(2) -0.05628(19) 0.0291(7) Uani 1 1 d . . . . .
H21 H 0.775769 1.147716 -0.101269 0.035 Uiso 1 1 calc R U . . .
C22 C 0.55103(18) 1.15654(19) -0.09983(18) 0.0266(6) Uani 1 1 d . . . . .
H22A H 0.510176 1.181856 -0.066045 0.040 Uiso 1 1 calc R U . . .
H22B H 0.503333 1.142833 -0.170795 0.040 Uiso 1 1 calc R U . . .
H22C H 0.602495 1.212945 -0.094206 0.040 Uiso 1 1 calc R U . . .
C23 C 0.44179(18) 0.94910(19) -0.15640(18) 0.0231(6) Uani 1 1 d . . . . .
H23A H 0.410064 0.881993 -0.144303 0.028 Uiso 1 1 calc R U . . .
H23B H 0.407676 1.012992 -0.142314 0.028 Uiso 1 1 calc R U . . .
C24 C 0.41619(18) 0.95204(17) -0.26577(17) 0.0222(6) Uani 1 1 d . . . . .
C25 C 0.48992(19) 0.94250(18) -0.30154(18) 0.0249(6) Uani 1 1 d . . . . .
H25 H 0.562340 0.934888 -0.254992 0.030 Uiso 1 1 calc R U . . .
C26 C 0.4611(2) 0.94374(18) -0.40327(19) 0.0304(7) Uani 1 1 d . . . . .
H26 H 0.513418 0.937311 -0.425558 0.036 Uiso 1 1 calc R U . . .
C27 C 0.3553(2) 0.95443(19) -0.47278(19) 0.0334(7) Uani 1 1 d . . . . .
H27 H 0.335078 0.954553 -0.542591 0.040 Uiso 1 1 calc R U . . .
C28 C 0.2802(2) 0.96481(19) -0.43959(19) 0.0342(7) Uani 1 1 d . . . . .
H28 H 0.207789 0.972561 -0.486037 0.041 Uiso 1 1 calc R U . . .
C29 C 0.31162(18) 0.96380(19) -0.33868(19) 0.0263(6) Uani 1 1 d . . . . .
C30 C 0.55905(19) 0.74284(19) -0.08312(19) 0.0288(7) Uani 1 1 d . . . . .
H30A H 0.505438 0.732178 -0.060128 0.043 Uiso 1 1 calc R U . . .
H30B H 0.611180 0.683566 -0.057069 0.043 Uiso 1 1 calc R U . . .
H30C H 0.525321 0.742021 -0.156602 0.043 Uiso 1 1 calc R U . . .
F1 F 0.89419(10) 0.56032(10) 0.15242(10) 0.0309(4) Uani 1 1 d . . . . .
F2 F 0.93039(11) 1.29812(12) 0.19548(10) 0.0407(5) Uani 1 1 d . . . . .
F3 F 0.23761(10) 0.97448(12) -0.30555(11) 0.0393(5) 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 1.399(3) . ?
C1 C6 1.408(3) . ?
C1 C7 1.518(3) . ?
C2 C3 1.398(3) . ?
C2 C14 1.514(3) . ?
C3 C4 1.405(3) . ?
C3 C15 1.518(3) . ?
C4 C5 1.393(3) . ?
C4 C22 1.511(3) . ?
C5 C6 1.403(3) . ?
C5 C23 1.515(3) . ?
C6 C30 1.513(3) . ?
C7 C8 1.518(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C13 1.385(3) . ?
C8 C9 1.391(3) . ?
C9 F1 1.366(3) . ?
C9 C10 1.369(3) . ?
C10 C11 1.380(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.510(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C21 1.387(3) . ?
C16 C17 1.388(3) . ?
C17 C18 1.364(3) . ?
C17 F2 1.365(3) . ?
C18 C19 1.377(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.390(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.383(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.508(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.386(3) . ?
C24 C29 1.395(3) . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.393(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.377(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.367(4) . ?
C28 H28 0.9500 . ?
C29 F3 1.362(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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 C6 120.05(19) . . ?
C2 C1 C7 119.39(19) . . ?
C6 C1 C7 120.6(2) . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 C14 119.0(2) . . ?
C1 C2 C14 120.8(2) . . ?
C2 C3 C4 120.0(2) . . ?
C2 C3 C15 119.5(2) . . ?
C4 C3 C15 120.41(19) . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 C22 120.2(2) . . ?
C3 C4 C22 120.28(19) . . ?
C4 C5 C6 120.8(2) . . ?
C4 C5 C23 118.59(19) . . ?
C6 C5 C23 120.57(19) . . ?
C5 C6 C1 119.09(19) . . ?
C5 C6 C30 120.3(2) . . ?
C1 C6 C30 120.6(2) . . ?
C1 C7 C8 114.98(19) . . ?
C1 C7 H7A 108.5 . . ?
C8 C7 H7A 108.5 . . ?
C1 C7 H7B 108.5 . . ?
C8 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
C13 C8 C9 115.5(2) . . ?
C13 C8 C7 124.1(2) . . ?
C9 C8 C7 120.4(2) . . ?
F1 C9 C10 118.5(2) . . ?
F1 C9 C8 117.2(2) . . ?
C10 C9 C8 124.3(2) . . ?
C9 C10 C11 118.6(2) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C10 C11 C12 119.5(2) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C8 C13 C12 122.0(2) . . ?
C8 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C2 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C3 115.75(19) . . ?
C16 C15 H15A 108.3 . . ?
C3 C15 H15A 108.3 . . ?
C16 C15 H15B 108.3 . . ?
C3 C15 H15B 108.3 . . ?
H15A C15 H15B 107.4 . . ?
C21 C16 C17 115.8(2) . . ?
C21 C16 C15 123.6(2) . . ?
C17 C16 C15 120.6(2) . . ?
C18 C17 F2 118.6(2) . . ?
C18 C17 C16 124.1(2) . . ?
F2 C17 C16 117.3(2) . . ?
C17 C18 C19 118.8(2) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C20 119.8(2) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21 C20 C19 119.6(2) . . ?
C21 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?
C20 C21 C16 122.0(2) . . ?
C20 C21 H21 119.0 . . ?
C16 C21 H21 119.0 . . ?
C4 C22 H22A 109.5 . . ?
C4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C5 115.71(19) . . ?
C24 C23 H23A 108.4 . . ?
C5 C23 H23A 108.4 . . ?
C24 C23 H23B 108.4 . . ?
C5 C23 H23B 108.4 . . ?
H23A C23 H23B 107.4 . . ?
C25 C24 C29 115.6(2) . . ?
C25 C24 C23 124.7(2) . . ?
C29 C24 C23 119.7(2) . . ?
C24 C25 C26 121.9(2) . . ?
C24 C25 H25 119.0 . . ?
C26 C25 H25 119.0 . . ?
C25 C26 C27 120.0(2) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C28 C27 C26 119.5(2) . . ?
C28 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C29 C28 C27 118.9(2) . . ?
C29 C28 H28 120.5 . . ?
C27 C28 H28 120.5 . . ?
F3 C29 C28 119.1(2) . . ?
F3 C29 C24 116.9(2) . . ?
C28 C29 C24 124.0(2) . . ?
C6 C30 H30A 109.5 . . ?
C6 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C6 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C6 C1 C2 C3 -4.2(3) . . . . ?
C7 C1 C2 C3 175.9(2) . . . . ?
C6 C1 C2 C14 176.6(2) . . . . ?
C7 C1 C2 C14 -3.3(3) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C14 C2 C3 C4 178.5(2) . . . . ?
C1 C2 C3 C15 175.4(2) . . . . ?
C14 C2 C3 C15 -5.3(3) . . . . ?
C2 C3 C4 C5 6.2(3) . . . . ?
C15 C3 C4 C5 -170.0(2) . . . . ?
C2 C3 C4 C22 -174.1(2) . . . . ?
C15 C3 C4 C22 9.8(3) . . . . ?
C3 C4 C5 C6 -6.7(3) . . . . ?
C22 C4 C5 C6 173.5(2) . . . . ?
C3 C4 C5 C23 172.1(2) . . . . ?
C22 C4 C5 C23 -7.6(3) . . . . ?
C4 C5 C6 C1 1.8(3) . . . . ?
C23 C5 C6 C1 -177.0(2) . . . . ?
C4 C5 C6 C30 -177.6(2) . . . . ?
C23 C5 C6 C30 3.5(3) . . . . ?
C2 C1 C6 C5 3.7(3) . . . . ?
C7 C1 C6 C5 -176.4(2) . . . . ?
C2 C1 C6 C30 -176.9(2) . . . . ?
C7 C1 C6 C30 3.0(3) . . . . ?
C2 C1 C7 C8 85.6(3) . . . . ?
C6 C1 C7 C8 -94.4(3) . . . . ?
C1 C7 C8 C13 -1.1(3) . . . . ?
C1 C7 C8 C9 178.7(2) . . . . ?
C13 C8 C9 F1 -178.28(18) . . . . ?
C7 C8 C9 F1 1.9(3) . . . . ?
C13 C8 C9 C10 1.9(3) . . . . ?
C7 C8 C9 C10 -177.9(2) . . . . ?
F1 C9 C10 C11 178.48(19) . . . . ?
C8 C9 C10 C11 -1.7(4) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C9 C8 C13 C12 -0.8(3) . . . . ?
C7 C8 C13 C12 179.1(2) . . . . ?
C11 C12 C13 C8 -0.6(4) . . . . ?
C2 C3 C15 C16 82.1(3) . . . . ?
C4 C3 C15 C16 -101.7(3) . . . . ?
C3 C15 C16 C21 30.4(3) . . . . ?
C3 C15 C16 C17 -152.6(2) . . . . ?
C21 C16 C17 C18 1.3(4) . . . . ?
C15 C16 C17 C18 -175.9(2) . . . . ?
C21 C16 C17 F2 -179.62(19) . . . . ?
C15 C16 C17 F2 3.1(3) . . . . ?
F2 C17 C18 C19 -178.9(2) . . . . ?
C16 C17 C18 C19 0.2(4) . . . . ?
C17 C18 C19 C20 -1.4(4) . . . . ?
C18 C19 C20 C21 1.2(4) . . . . ?
C19 C20 C21 C16 0.4(4) . . . . ?
C17 C16 C21 C20 -1.6(3) . . . . ?
C15 C16 C21 C20 175.6(2) . . . . ?
C4 C5 C23 C24 87.9(3) . . . . ?
C6 C5 C23 C24 -93.3(3) . . . . ?
C5 C23 C24 C25 8.2(3) . . . . ?
C5 C23 C24 C29 -172.6(2) . . . . ?
C29 C24 C25 C26 -0.5(3) . . . . ?
C23 C24 C25 C26 178.7(2) . . . . ?
C24 C25 C26 C27 -0.2(3) . . . . ?
C25 C26 C27 C28 0.7(3) . . . . ?
C26 C27 C28 C29 -0.3(3) . . . . ?
C27 C28 C29 F3 179.7(2) . . . . ?
C27 C28 C29 C24 -0.4(4) . . . . ?
C25 C24 C29 F3 -179.34(19) . . . . ?
C23 C24 C29 F3 1.4(3) . . . . ?
C25 C24 C29 C28 0.8(3) . . . . ?
C23 C24 C29 C28 -178.4(2) . . . . ?

_refine_diff_density_max         0.371
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_3da
_database_code_depnum_ccdc_archive 'CCDC 2502751'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H24 F2'
_chemical_formula_sum            'C24 H24 F2'
_chemical_formula_weight         350.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.8779(3)
_cell_length_b                   12.2668(4)
_cell_length_c                   8.1970(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.550(3)
_cell_angle_gamma                90
_cell_volume                     892.64(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2074
_cell_measurement_theta_min      4.9450
_cell_measurement_theta_max      51.5720

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             372
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.710
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_T_max  0.907
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2657
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0163
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         4.982
_diffrn_reflns_theta_max         51.626
_diffrn_reflns_theta_full        51.626
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             968
_reflns_number_gt                919
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0436P)²+0.3207P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0060(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         968
_refine_ls_number_parameters     121
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0784
_refine_ls_wR_factor_gt          0.0774
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_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 0.78295(18) 0.42614(13) 0.86014(19) 0.0211(5) Uani 1 1 d . . . . .
H1A H 0.865931 0.469819 0.908308 0.025 Uiso 1 1 calc R U . . .
H1B H 0.798892 0.349377 0.893329 0.025 Uiso 1 1 calc R U . . .
C2 C 0.63518(17) 0.46538(13) 0.93110(18) 0.0180(4) Uani 1 1 d . . . . .
C3 C 0.51455(18) 0.39231(13) 0.94422(19) 0.0188(5) Uani 1 1 d . . . . .
C4 C 0.62059(17) 0.57357(12) 0.98358(19) 0.0183(5) Uani 1 1 d . . . . .
C5 C 0.5283(2) 0.27715(13) 0.8789(2) 0.0254(5) Uani 1 1 d . . . . .
H5A H 0.560338 0.228236 0.967109 0.038 Uiso 1 1 calc R U . . .
H5B H 0.602897 0.275591 0.791569 0.038 Uiso 1 1 calc R U . . .
H5C H 0.430432 0.253181 0.835646 0.038 Uiso 1 1 calc R U . . .
C6 C 0.74920(19) 0.65331(14) 0.9632(2) 0.0266(5) Uani 1 1 d . . . . .
H6A H 0.815094 0.650494 1.059746 0.040 Uiso 1 1 calc R U . . .
H6B H 0.708767 0.727192 0.950559 0.040 Uiso 1 1 calc R U . . .
H6C H 0.806991 0.633847 0.866222 0.040 Uiso 1 1 calc R U . . .
C7 C 0.79259(17) 0.43308(12) 0.67610(19) 0.0177(4) Uani 1 1 d . . . . .
C8 C 0.90225(17) 0.37580(13) 0.5929(2) 0.0200(5) Uani 1 1 d . . . . .
C9 C 0.91958(18) 0.37738(13) 0.4271(2) 0.0228(5) Uani 1 1 d . . . . .
H9 H 0.996035 0.335571 0.376262 0.027 Uiso 1 1 calc R U . . .
C10 C 0.8224(2) 0.44166(14) 0.3357(2) 0.0259(5) Uani 1 1 d . . . . .
H10 H 0.831415 0.444342 0.220372 0.031 Uiso 1 1 calc R U . . .
C11 C 0.71236(19) 0.50196(14) 0.4123(2) 0.0253(5) Uani 1 1 d . . . . .
H11 H 0.646621 0.546883 0.349652 0.030 Uiso 1 1 calc R U . . .
C12 C 0.69750(18) 0.49717(13) 0.5801(2) 0.0215(5) Uani 1 1 d . . . . .
H12 H 0.620636 0.538569 0.630905 0.026 Uiso 1 1 calc R U . . .
F1 F 1.00025(10) 0.31365(7) 0.68265(11) 0.0295(4) 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 C7 1.514(2) . ?
C1 C2 1.518(2) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.402(2) . ?
C2 C4 1.402(2) . ?
C3 C4 1.407(2) 3_667 ?
C3 C5 1.516(2) . ?
C4 C3 1.407(2) 3_667 ?
C4 C6 1.514(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.385(2) . ?
C7 C12 1.392(2) . ?
C8 F1 1.3663(18) . ?
C8 C9 1.370(2) . ?
C9 C10 1.383(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.381(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.384(2) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?

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
C7 C1 C2 114.90(13) . . ?
C7 C1 H1A 108.5 . . ?
C2 C1 H1A 108.5 . . ?
C7 C1 H1B 108.5 . . ?
C2 C1 H1B 108.5 . . ?
H1A C1 H1B 107.5 . . ?
C3 C2 C4 120.61(14) . . ?
C3 C2 C1 119.36(14) . . ?
C4 C2 C1 120.03(14) . . ?
C2 C3 C4 119.84(14) . 3_667 ?
C2 C3 C5 120.32(14) . . ?
C4 C3 C5 119.84(14) 3_667 . ?
C2 C4 C3 119.52(14) . 3_667 ?
C2 C4 C6 120.39(14) . . ?
C3 C4 C6 120.09(14) 3_667 . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C7 C12 115.69(15) . . ?
C8 C7 C1 120.56(14) . . ?
C12 C7 C1 123.73(14) . . ?
F1 C8 C9 117.72(14) . . ?
F1 C8 C7 117.71(14) . . ?
C9 C8 C7 124.57(15) . . ?
C8 C9 C10 118.03(15) . . ?
C8 C9 H9 121.0 . . ?
C10 C9 H9 121.0 . . ?
C11 C10 C9 119.94(15) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 120.24(16) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C12 C7 121.52(16) . . ?
C11 C12 H12 119.2 . . ?
C7 C12 H12 119.2 . . ?

_refine_diff_density_max         0.127
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_1aa
_database_code_depnum_ccdc_archive 'CCDC 2502746'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_THETM01_1aa                 
;
RESPONSE: This alert arises due to the poor quality and small crystals, which 
prevented us from obtaining diffraction data for the higher angles. We were able 
to obtain crystals only in hexane solvent; however, the quality did not improve, 
even with multiple attempts at different batches from repeated crystallization. 
;
_vrf_THETM01_1ca                 
;
RESPONSE: This alert arises due to the poor quality and small crystals, which 
prevented us from obtaining diffraction data for the higher angles. We were able 
to obtain crystals only in hexane solvent; however, the quality did not improve, 
even with multiple attempts at different batches from repeated crystallization. 
;
_vrf_PLAT029_2da                 
;
RESPONSE: This alert arises due to the poor quality and small crystals, which 
prevented us from obtaining diffraction data for the higher angles. We were able 
to obtain crystals only in hexane solvent; however, the quality did not improve, 
even with multiple attempts at different batches from repeated crystallization. 
;
_vrf_THETM01_3aa                 
;
RESPONSE: This alert arises due to the poor quality and small crystals, which 
prevented us from obtaining diffraction data for the higher angles. We were able 
to obtain crystals only in hexane solvent; however, the quality did not improve, 
even with multiple attempts at different batches from repeated crystallization. 
;
_vrf_THETM01_3da                 
;
RESPONSE: This alert arises due to the poor quality and small crystals, which 
prevented us from obtaining diffraction data for the higher angles. We were able 
to obtain crystals only in hexane solvent; however, the quality did not improve, 
even with multiple attempts at different batches from repeated crystallization.
;
_vrf_PLAT701_4ea                 
;
RESPONSE: This alert arises due to the solvent hexane molecule having C53, C54, 
and C55 being disordered over two positions, which were fixed. 
;
_vrf_PLAT702_4ea                 
;
RESPONSE: This alert arises due to the solvent hexane molecule having C53, C54, 
and C55 being disordered over two positions, which were fixed. 
;
_vrf_THETM01_3                   
;
RESPONSE: This alert arises due to the poor quality and small crystals, which 
prevented us from obtaining diffraction data for the higher angles. We were able 
to obtain crystals only in hexane solvent; however, the quality did not improve, 
even with multiple attempts at different batches from repeated crystallization. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 F3'
_chemical_formula_sum            'C30 H27 F3'
_chemical_formula_weight         444.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.7127(5)
_cell_length_b                   7.6232(2)
_cell_length_c                   24.2235(11)
_cell_angle_alpha                90
_cell_angle_beta                 104.984(5)
_cell_angle_gamma                90
_cell_volume                     2267.71(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4893
_cell_measurement_theta_min      3.6070
_cell_measurement_theta_max      51.5730

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.742
_shelx_estimated_absorpt_T_min   0.916
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.916
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7316
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.606
_diffrn_reflns_theta_max         51.611
_diffrn_reflns_theta_full        51.611
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             2453
_reflns_number_gt                2185
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0609P)²+0.9551P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2453
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.1024
_refine_ls_wR_factor_gt          0.0974
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_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 0.41576(16) 0.4708(3) 0.33009(9) 0.0212(5) Uani 1 1 d . . . . .
C2 C 0.52550(16) 0.5169(3) 0.35291(9) 0.0221(5) Uani 1 1 d . . . . .
C3 C 0.59282(16) 0.5446(3) 0.31585(9) 0.0228(5) Uani 1 1 d . . . . .
C4 C 0.55105(17) 0.5256(3) 0.25659(9) 0.0236(5) Uani 1 1 d . . . . .
C5 C 0.44171(17) 0.4752(3) 0.23412(9) 0.0233(5) Uani 1 1 d . . . . .
C6 C 0.37526(16) 0.4433(3) 0.27124(9) 0.0224(5) Uani 1 1 d . . . . .
C7 C 0.34348(17) 0.4427(3) 0.37044(9) 0.0242(5) Uani 1 1 d . . . . .
H7A H 0.266535 0.457128 0.348684 0.029 Uiso 1 1 calc R U . . .
H7B H 0.359917 0.534743 0.400262 0.029 Uiso 1 1 calc R U . . .
C8 C 0.35656(16) 0.2642(3) 0.39940(8) 0.0207(5) Uani 1 1 d . . . . .
C9 C 0.39994(16) 0.1210(3) 0.37754(9) 0.0232(5) Uani 1 1 d . . . . .
H9 H 0.423000 0.134708 0.343478 0.028 Uiso 1 1 calc R U . . .
C10 C 0.41049(16) -0.0416(3) 0.40419(9) 0.0245(5) Uani 1 1 d . . . . .
H10 H 0.439265 -0.139168 0.388526 0.029 Uiso 1 1 calc R U . . .
C11 C 0.37821(17) -0.0574(3) 0.45370(9) 0.0246(6) Uani 1 1 d . . . . .
C12 C 0.33549(16) 0.0804(3) 0.47728(9) 0.0263(6) Uani 1 1 d . . . . .
H12 H 0.313942 0.065779 0.511738 0.032 Uiso 1 1 calc R U . . .
C13 C 0.32451(16) 0.2408(3) 0.44981(9) 0.0249(6) Uani 1 1 d . . . . .
H13 H 0.294567 0.336941 0.465549 0.030 Uiso 1 1 calc R U . . .
C14 C 0.57201(17) 0.5311(3) 0.41683(9) 0.0269(6) Uani 1 1 d . . . . .
H14A H 0.577327 0.654986 0.428032 0.040 Uiso 1 1 calc R U . . .
H14B H 0.644619 0.477837 0.427528 0.040 Uiso 1 1 calc R U . . .
H14C H 0.524241 0.469733 0.436369 0.040 Uiso 1 1 calc R U . . .
C15 C 0.71191(16) 0.5903(3) 0.34100(9) 0.0276(6) Uani 1 1 d . . . . .
H15A H 0.743463 0.503737 0.371205 0.033 Uiso 1 1 calc R U . . .
H15B H 0.750615 0.577551 0.310627 0.033 Uiso 1 1 calc R U . . .
C16 C 0.73413(16) 0.7727(3) 0.36634(9) 0.0235(5) Uani 1 1 d . . . . .
C17 C 0.83105(17) 0.8043(3) 0.40770(9) 0.0273(6) Uani 1 1 d . . . . .
H17 H 0.880379 0.710248 0.420376 0.033 Uiso 1 1 calc R U . . .
C18 C 0.85699(18) 0.9691(3) 0.43066(9) 0.0288(6) Uani 1 1 d . . . . .
H18 H 0.923468 0.989180 0.458712 0.035 Uiso 1 1 calc R U . . .
C19 C 0.78490(17) 1.1030(3) 0.41216(9) 0.0249(5) Uani 1 1 d . . . . .
C20 C 0.68837(17) 1.0802(3) 0.37166(9) 0.0259(6) Uani 1 1 d . . . . .
H20 H 0.639798 1.175590 0.359460 0.031 Uiso 1 1 calc R U . . .
C21 C 0.66373(17) 0.9133(3) 0.34898(9) 0.0250(5) Uani 1 1 d . . . . .
H21 H 0.597081 0.894820 0.320891 0.030 Uiso 1 1 calc R U . . .
C22 C 0.62626(19) 0.5507(3) 0.21771(10) 0.0345(6) Uani 1 1 d . . . . .
H22A H 0.662814 0.664586 0.225622 0.052 Uiso 1 1 calc R U . . .
H22B H 0.583649 0.546781 0.177739 0.052 Uiso 1 1 calc R U . . .
H22C H 0.680861 0.456964 0.224647 0.052 Uiso 1 1 calc R U . . .
C23 C 0.39604(18) 0.4508(3) 0.17007(9) 0.0263(6) Uani 1 1 d . . . . .
H23A H 0.316606 0.472653 0.160408 0.032 Uiso 1 1 calc R U . . .
H23B H 0.428826 0.540389 0.150039 0.032 Uiso 1 1 calc R U . . .
C24 C 0.41549(16) 0.2709(3) 0.14748(9) 0.0224(5) Uani 1 1 d . . . . .
C25 C 0.38502(16) 0.2400(3) 0.08867(9) 0.0240(6) Uani 1 1 d . . . . .
H25 H 0.353677 0.332585 0.063539 0.029 Uiso 1 1 calc R U . . .
C26 C 0.39940(17) 0.0773(3) 0.06607(9) 0.0267(6) Uani 1 1 d . . . . .
H26 H 0.377802 0.057416 0.026007 0.032 Uiso 1 1 calc R U . . .
C27 C 0.44567(17) -0.0541(3) 0.10314(9) 0.0258(6) Uani 1 1 d . . . . .
C28 C 0.47716(17) -0.0309(3) 0.16109(9) 0.0294(6) Uani 1 1 d . . . . .
H28 H 0.508507 -0.124399 0.185825 0.035 Uiso 1 1 calc R U . . .
C29 C 0.46200(17) 0.1334(3) 0.18280(9) 0.0280(6) Uani 1 1 d . . . . .
H29 H 0.484148 0.151854 0.222936 0.034 Uiso 1 1 calc R U . . .
C30 C 0.26046(17) 0.3725(3) 0.24835(10) 0.0287(6) Uani 1 1 d . . . . .
H30A H 0.242229 0.295988 0.277046 0.043 Uiso 1 1 calc R U . . .
H30B H 0.256267 0.305360 0.213336 0.043 Uiso 1 1 calc R U . . .
H30C H 0.208869 0.470442 0.239894 0.043 Uiso 1 1 calc R U . . .
F1 F 0.38846(10) -0.21648(15) 0.48082(5) 0.0343(4) Uani 1 1 d . . . . .
F2 F 0.80959(10) 1.26550(15) 0.43595(5) 0.0356(4) Uani 1 1 d . . . . .
F3 F 0.45997(10) -0.21497(15) 0.08111(5) 0.0364(4) 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 C6 1.401(3) . ?
C1 C2 1.406(3) . ?
C1 C7 1.520(3) . ?
C2 C3 1.407(3) . ?
C2 C14 1.512(3) . ?
C3 C4 1.403(3) . ?
C3 C15 1.519(3) . ?
C4 C5 1.409(3) . ?
C4 C22 1.518(3) . ?
C5 C6 1.405(3) . ?
C5 C23 1.521(3) . ?
C6 C30 1.520(3) . ?
C7 C8 1.520(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.388(3) . ?
C8 C13 1.395(3) . ?
C9 C10 1.388(3) . ?
C9 H9 0.9500 . ?
C10 C11 1.370(3) . ?
C10 H10 0.9500 . ?
C11 F1 1.369(2) . ?
C11 C12 1.373(3) . ?
C12 C13 1.382(3) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.516(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C21 1.390(3) . ?
C16 C17 1.394(3) . ?
C17 C18 1.379(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.368(3) . ?
C18 H18 0.9500 . ?
C19 F2 1.368(2) . ?
C19 C20 1.370(3) . ?
C20 C21 1.389(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.520(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C29 1.385(3) . ?
C24 C25 1.396(3) . ?
C25 C26 1.386(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.372(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.368(3) . ?
C27 F3 1.369(2) . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C6 C1 C2 120.25(18) . . ?
C6 C1 C7 120.60(18) . . ?
C2 C1 C7 119.08(18) . . ?
C1 C2 C3 119.48(18) . . ?
C1 C2 C14 120.40(18) . . ?
C3 C2 C14 120.09(18) . . ?
C4 C3 C2 120.36(18) . . ?
C4 C3 C15 120.54(18) . . ?
C2 C3 C15 119.07(18) . . ?
C3 C4 C5 119.86(18) . . ?
C3 C4 C22 119.30(19) . . ?
C5 C4 C22 120.76(19) . . ?
C6 C5 C4 119.77(19) . . ?
C6 C5 C23 119.83(18) . . ?
C4 C5 C23 120.38(18) . . ?
C1 C6 C5 120.11(18) . . ?
C1 C6 C30 119.35(18) . . ?
C5 C6 C30 120.50(19) . . ?
C1 C7 C8 114.27(16) . . ?
C1 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
C1 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C13 117.91(19) . . ?
C9 C8 C7 122.31(18) . . ?
C13 C8 C7 119.78(18) . . ?
C8 C9 C10 121.67(19) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C11 C10 C9 118.1(2) . . ?
C11 C10 H10 120.9 . . ?
C9 C10 H10 120.9 . . ?
F1 C11 C10 119.03(19) . . ?
F1 C11 C12 118.49(18) . . ?
C10 C11 C12 122.49(19) . . ?
C11 C12 C13 118.59(19) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C12 C13 C8 121.2(2) . . ?
C12 C13 H13 119.4 . . ?
C8 C13 H13 119.4 . . ?
C2 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C3 115.78(17) . . ?
C16 C15 H15A 108.3 . . ?
C3 C15 H15A 108.3 . . ?
C16 C15 H15B 108.3 . . ?
C3 C15 H15B 108.3 . . ?
H15A C15 H15B 107.4 . . ?
C21 C16 C17 117.7(2) . . ?
C21 C16 C15 123.13(19) . . ?
C17 C16 C15 119.18(18) . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C19 C18 C17 118.5(2) . . ?
C19 C18 H18 120.7 . . ?
C17 C18 H18 120.7 . . ?
C18 C19 F2 118.46(18) . . ?
C18 C19 C20 122.7(2) . . ?
F2 C19 C20 118.82(18) . . ?
C19 C20 C21 117.90(19) . . ?
C19 C20 H20 121.0 . . ?
C21 C20 H20 121.0 . . ?
C20 C21 C16 121.7(2) . . ?
C20 C21 H21 119.2 . . ?
C16 C21 H21 119.2 . . ?
C4 C22 H22A 109.5 . . ?
C4 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C4 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C5 115.02(17) . . ?
C24 C23 H23A 108.5 . . ?
C5 C23 H23A 108.5 . . ?
C24 C23 H23B 108.5 . . ?
C5 C23 H23B 108.5 . . ?
H23A C23 H23B 107.5 . . ?
C29 C24 C25 117.63(19) . . ?
C29 C24 C23 122.91(18) . . ?
C25 C24 C23 119.46(18) . . ?
C26 C25 C24 121.6(2) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C27 C26 C25 118.2(2) . . ?
C27 C26 H26 120.9 . . ?
C25 C26 H26 120.9 . . ?
C28 C27 F3 118.87(19) . . ?
C28 C27 C26 122.7(2) . . ?
F3 C27 C26 118.47(19) . . ?
C27 C28 C29 118.2(2) . . ?
C27 C28 H28 120.9 . . ?
C29 C28 H28 120.9 . . ?
C24 C29 C28 121.8(2) . . ?
C24 C29 H29 119.1 . . ?
C28 C29 H29 119.1 . . ?
C6 C30 H30A 109.5 . . ?
C6 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C6 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C6 C1 C2 C3 3.5(3) . . . . ?
C7 C1 C2 C3 -179.51(17) . . . . ?
C6 C1 C2 C14 -174.58(18) . . . . ?
C7 C1 C2 C14 2.4(3) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C14 C2 C3 C4 177.77(18) . . . . ?
C1 C2 C3 C15 -178.65(18) . . . . ?
C14 C2 C3 C15 -0.6(3) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C15 C3 C4 C5 177.09(19) . . . . ?
C2 C3 C4 C22 -178.15(18) . . . . ?
C15 C3 C4 C22 0.2(3) . . . . ?
C3 C4 C5 C6 -0.4(3) . . . . ?
C22 C4 C5 C6 176.48(18) . . . . ?
C3 C4 C5 C23 -178.84(17) . . . . ?
C22 C4 C5 C23 -2.0(3) . . . . ?
C2 C1 C6 C5 -5.1(3) . . . . ?
C7 C1 C6 C5 177.91(17) . . . . ?
C2 C1 C6 C30 172.71(19) . . . . ?
C7 C1 C6 C30 -4.3(3) . . . . ?
C4 C5 C6 C1 3.6(3) . . . . ?
C23 C5 C6 C1 -177.98(17) . . . . ?
C4 C5 C6 C30 -174.25(19) . . . . ?
C23 C5 C6 C30 4.2(3) . . . . ?
C6 C1 C7 C8 96.9(2) . . . . ?
C2 C1 C7 C8 -80.1(2) . . . . ?
C1 C7 C8 C9 -20.9(3) . . . . ?
C1 C7 C8 C13 159.01(19) . . . . ?
C13 C8 C9 C10 0.7(3) . . . . ?
C7 C8 C9 C10 -179.40(18) . . . . ?
C8 C9 C10 C11 -1.0(3) . . . . ?
C9 C10 C11 F1 -179.66(17) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
F1 C11 C12 C13 -179.65(17) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C8 -0.5(3) . . . . ?
C9 C8 C13 C12 0.0(3) . . . . ?
C7 C8 C13 C12 -179.87(18) . . . . ?
C4 C3 C15 C16 110.3(2) . . . . ?
C2 C3 C15 C16 -71.3(2) . . . . ?
C3 C15 C16 C21 -25.8(3) . . . . ?
C3 C15 C16 C17 156.36(19) . . . . ?
C21 C16 C17 C18 -0.2(3) . . . . ?
C15 C16 C17 C18 177.70(19) . . . . ?
C16 C17 C18 C19 0.3(3) . . . . ?
C17 C18 C19 F2 178.49(17) . . . . ?
C17 C18 C19 C20 -0.3(3) . . . . ?
C18 C19 C20 C21 0.2(3) . . . . ?
F2 C19 C20 C21 -178.56(18) . . . . ?
C19 C20 C21 C16 -0.1(3) . . . . ?
C17 C16 C21 C20 0.2(3) . . . . ?
C15 C16 C21 C20 -177.69(19) . . . . ?
C6 C5 C23 C24 -93.2(2) . . . . ?
C4 C5 C23 C24 85.2(2) . . . . ?
C5 C23 C24 C29 5.9(3) . . . . ?
C5 C23 C24 C25 -174.57(18) . . . . ?
C29 C24 C25 C26 0.7(3) . . . . ?
C23 C24 C25 C26 -178.90(19) . . . . ?
C24 C25 C26 C27 -0.5(3) . . . . ?
C25 C26 C27 C28 0.4(3) . . . . ?
C25 C26 C27 F3 179.93(17) . . . . ?
F3 C27 C28 C29 -179.97(18) . . . . ?
C26 C27 C28 C29 -0.5(3) . . . . ?
C25 C24 C29 C28 -0.7(3) . . . . ?
C23 C24 C29 C28 178.85(19) . . . . ?
C27 C28 C29 C24 0.6(3) . . . . ?

_refine_diff_density_max         0.281
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_2da
_database_code_depnum_ccdc_archive 'CCDC 2502748'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H24 F2'
_chemical_formula_sum            'C24 H24 F2'
_chemical_formula_weight         350.43

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.0253(3)
_cell_length_b                   12.1677(5)
_cell_length_c                   8.1921(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.502(4)
_cell_angle_gamma                90
_cell_volume                     899.60(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4239
_cell_measurement_theta_min      4.8810
_cell_measurement_theta_max      77.2720

_exptl_crystal_description       platelets
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             372
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.705
_shelx_estimated_absorpt_T_min   0.927
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.927
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4483
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.900
_diffrn_reflns_theta_max         76.858
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.799
_diffrn_measured_fraction_theta_full 0.879
_diffrn_reflns_Laue_measured_fraction_max 0.799
_diffrn_reflns_Laue_measured_fraction_full 0.879
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_point_group_measured_fraction_full 0.879
_reflns_number_total             1527
_reflns_number_gt                1447
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0661P)²+2.2800P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1527
_refine_ls_number_parameters     120
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0672
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1779
_refine_ls_wR_factor_gt          0.1747
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_restrained_S_all      1.119
_refine_ls_shift/su_max          0.001
_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 0.6354(3) 0.5290(2) 0.0717(3) 0.0155(6) Uani 1 1 d . . . . .
C2 C 0.6146(3) 0.4226(2) 0.0138(3) 0.0151(6) Uani 1 1 d . . . . .
C3 C 0.4792(3) 0.3931(2) -0.0604(3) 0.0152(6) Uani 1 1 d . . . . .
C4 C 0.7371(3) 0.3375(2) 0.0300(4) 0.0235(7) Uani 1 1 d . . . . .
H4A H 0.804908 0.344337 -0.062263 0.035 Uiso 1 1 calc R U . . .
H4B H 0.693571 0.263676 0.030278 0.035 Uiso 1 1 calc R U . . .
H4C H 0.791773 0.349493 0.132274 0.035 Uiso 1 1 calc R U . . .
C5 C 0.4589(3) 0.2783(2) -0.1298(3) 0.0201(6) Uani 1 1 d . . . . .
H5A H 0.427746 0.228304 -0.042838 0.030 Uiso 1 1 calc R U . . .
H5B H 0.552753 0.252682 -0.175367 0.030 Uiso 1 1 calc R U . . .
H5C H 0.382932 0.279935 -0.216023 0.030 Uiso 1 1 calc R U . . .
C6 C 0.7837(3) 0.5639(2) 0.1466(3) 0.0172(6) Uani 1 1 d . . . . .
H6A H 0.862087 0.515048 0.104003 0.021 Uiso 1 1 calc R U . . .
H6B H 0.806223 0.639521 0.110007 0.021 Uiso 1 1 calc R U . . .
C7 C 0.7900(3) 0.5610(2) 0.3324(3) 0.0144(6) Uani 1 1 d . . . . .
C8 C 0.6962(3) 0.4949(2) 0.4237(3) 0.0178(6) Uani 1 1 d . . . . .
H8 H 0.623619 0.451297 0.369542 0.021 Uiso 1 1 calc R U . . .
C9 C 0.7070(3) 0.4917(2) 0.5925(4) 0.0199(6) Uani 1 1 d . . . . .
H9 H 0.641817 0.446110 0.652677 0.024 Uiso 1 1 calc R U . . .
C10 C 0.8121(3) 0.5546(2) 0.6743(3) 0.0198(7) Uani 1 1 d . . . . .
H10 H 0.820375 0.553104 0.790004 0.024 Uiso 1 1 calc R U . . .
C11 C 0.9037(3) 0.6188(2) 0.5820(3) 0.0167(6) Uani 1 1 d . . . . .
C12 C 0.8963(3) 0.6243(2) 0.4149(3) 0.0155(6) Uani 1 1 d . . . . .
H12 H 0.962161 0.670199 0.356205 0.019 Uiso 1 1 calc R U . . .
F1 F 1.00794(19) 0.68076(14) 0.6606(2) 0.0257(5) 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 1.391(4) . ?
C1 C3 1.406(4) 3_665 ?
C1 C6 1.527(4) . ?
C2 C3 1.406(4) . ?
C2 C4 1.520(4) . ?
C3 C1 1.406(4) 3_665 ?
C3 C5 1.518(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.523(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.390(4) . ?
C7 C12 1.400(4) . ?
C8 C9 1.386(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.387(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.370(4) . ?
C10 H10 0.9500 . ?
C11 F1 1.363(3) . ?
C11 C12 1.372(4) . ?
C12 H12 0.9500 . ?

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 C3 120.5(3) . 3_665 ?
C2 C1 C6 120.7(3) . . ?
C3 C1 C6 118.7(2) 3_665 . ?
C1 C2 C3 119.9(3) . . ?
C1 C2 C4 120.6(2) . . ?
C3 C2 C4 119.5(2) . . ?
C1 C3 C2 119.5(2) 3_665 . ?
C1 C3 C5 120.6(2) 3_665 . ?
C2 C3 C5 119.9(2) . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 C1 114.9(2) . . ?
C7 C6 H6A 108.6 . . ?
C1 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
C1 C6 H6B 108.6 . . ?
H6A C6 H6B 107.5 . . ?
C8 C7 C12 118.4(3) . . ?
C8 C7 C6 122.2(2) . . ?
C12 C7 C6 119.3(2) . . ?
C9 C8 C7 121.0(3) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 120.6(3) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C11 C10 C9 117.5(3) . . ?
C11 C10 H10 121.3 . . ?
C9 C10 H10 121.3 . . ?
F1 C11 C10 118.2(2) . . ?
F1 C11 C12 118.2(3) . . ?
C10 C11 C12 123.7(3) . . ?
C11 C12 C7 118.9(3) . . ?
C11 C12 H12 120.6 . . ?
C7 C12 H12 120.6 . . ?

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
C3 C1 C2 C3 1.6(4) 3_665 . . . ?
C6 C1 C2 C3 -177.6(2) . . . . ?
C3 C1 C2 C4 -178.4(2) 3_665 . . . ?
C6 C1 C2 C4 2.4(4) . . . . ?
C1 C2 C3 C1 -1.5(4) . . . 3_665 ?
C4 C2 C3 C1 178.4(2) . . . 3_665 ?
C1 C2 C3 C5 177.5(2) . . . . ?
C4 C2 C3 C5 -2.6(4) . . . . ?
C2 C1 C6 C7 -98.0(3) . . . . ?
C3 C1 C6 C7 82.8(3) 3_665 . . . ?
C1 C6 C7 C8 23.5(4) . . . . ?
C1 C6 C7 C12 -158.4(2) . . . . ?
C12 C7 C8 C9 0.2(4) . . . . ?
C6 C7 C8 C9 178.3(3) . . . . ?
C7 C8 C9 C10 -0.1(4) . . . . ?
C8 C9 C10 C11 -0.1(4) . . . . ?
C9 C10 C11 F1 -179.8(2) . . . . ?
C9 C10 C11 C12 0.2(4) . . . . ?
F1 C11 C12 C7 179.9(2) . . . . ?
C10 C11 C12 C7 -0.1(4) . . . . ?
C8 C7 C12 C11 -0.1(4) . . . . ?
C6 C7 C12 C11 -178.2(2) . . . . ?

_refine_diff_density_max         0.379
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.081

####################################################################### 
# 
# 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_4ea
_database_code_depnum_ccdc_archive 'CCDC 2502753'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C26 H28 F2 O2), 0.5(C6 H14)'
_chemical_formula_sum            'C55 H63 F4 O4'
_chemical_formula_weight         864.05

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.9527(2)
_cell_length_b                   12.9658(3)
_cell_length_c                   39.4592(6)
_cell_angle_alpha                90
_cell_angle_beta                 94.496(2)
_cell_angle_gamma                90
_cell_volume                     4566.29(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6213
_cell_measurement_theta_min      3.5700
_cell_measurement_theta_max      77.1660

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_F_000             1844
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.718
_shelx_estimated_absorpt_T_min   0.912
_shelx_estimated_absorpt_T_max   0.925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.912
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31857
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         2.246
_diffrn_reflns_theta_max         78.277
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9299
_reflns_number_gt                7043
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1086P)²+6.1100P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9299
_refine_ls_number_parameters     578
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0752
_refine_ls_wR_factor_ref         0.2327
_refine_ls_wR_factor_gt          0.2103
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.064
_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 0.1974(3) 0.2938(2) 0.31928(7) 0.0259(6) Uani 1 1 d . . . . .
C2 C 0.2329(3) 0.1906(2) 0.32678(7) 0.0271(6) Uani 1 1 d . . . . .
C3 C 0.3333(3) 0.1660(2) 0.35446(8) 0.0294(6) Uani 1 1 d . . . . .
C4 C 0.4005(3) 0.2457(2) 0.37485(7) 0.0290(6) Uani 1 1 d . . . . .
C5 C 0.3731(3) 0.3488(2) 0.36599(7) 0.0273(6) Uani 1 1 d . . . . .
C6 C 0.2700(3) 0.3733(2) 0.33832(7) 0.0255(6) Uani 1 1 d . . . . .
C7 C 0.2347(4) 0.4844(2) 0.32944(8) 0.0318(6) Uani 1 1 d . . . . .
H7A H 0.294385 0.529828 0.345062 0.048 Uiso 1 1 calc R U . . .
H7B H 0.258886 0.498099 0.306068 0.048 Uiso 1 1 calc R U . . .
H7C H 0.127910 0.497442 0.331437 0.048 Uiso 1 1 calc R U . . .
C8 C 0.1609(4) 0.1056(2) 0.30474(8) 0.0325(6) Uani 1 1 d . . . . .
H8A H 0.094028 0.136107 0.286593 0.049 Uiso 1 1 calc R U . . .
H8B H 0.238960 0.065409 0.294697 0.049 Uiso 1 1 calc R U . . .
H8C H 0.103072 0.060274 0.318687 0.049 Uiso 1 1 calc R U . . .
C9 C 0.3711(4) 0.0549(3) 0.36338(9) 0.0391(7) Uani 1 1 d . . . . .
H9A H 0.442889 0.052815 0.383427 0.059 Uiso 1 1 calc R U . . .
H9B H 0.279551 0.018107 0.368281 0.059 Uiso 1 1 calc R U . . .
H9C H 0.415163 0.021746 0.344188 0.059 Uiso 1 1 calc R U . . .
C10 C 0.5005(4) 0.2178(3) 0.40632(9) 0.0409(8) Uani 1 1 d . . . . .
C11 C 0.4546(3) 0.4345(3) 0.38579(8) 0.0324(6) Uani 1 1 d . . . . .
H11A H 0.478832 0.489122 0.369579 0.039 Uiso 1 1 calc R U . . .
H11B H 0.550677 0.406697 0.396105 0.039 Uiso 1 1 calc R U . . .
C12 C 0.3713(3) 0.4838(2) 0.41382(7) 0.0280(6) Uani 1 1 d . . . . .
C13 C 0.2176(3) 0.4687(2) 0.41621(7) 0.0297(6) Uani 1 1 d . . . . .
H13 H 0.161792 0.426434 0.400151 0.036 Uiso 1 1 calc R U . . .
C14 C 0.1479(3) 0.5159(2) 0.44211(7) 0.0311(6) Uani 1 1 d . . . . .
C15 C 0.2238(4) 0.5765(2) 0.46670(7) 0.0309(6) Uani 1 1 d . . . . .
C16 C 0.3751(4) 0.5937(2) 0.46376(8) 0.0345(7) Uani 1 1 d . . . . .
H16 H 0.430076 0.636957 0.479677 0.041 Uiso 1 1 calc R U . . .
C17 C 0.4465(4) 0.5478(3) 0.43754(8) 0.0348(7) Uani 1 1 d . . . . .
H17 H 0.550131 0.560779 0.435857 0.042 Uiso 1 1 calc R U . . .
C18 C 0.2271(5) 0.6618(3) 0.52011(9) 0.0504(9) Uani 1 1 d . . . . .
H18A H 0.158481 0.684898 0.536734 0.076 Uiso 1 1 calc R U . . .
H18B H 0.298864 0.612421 0.530897 0.076 Uiso 1 1 calc R U . . .
H18C H 0.281219 0.721250 0.511872 0.076 Uiso 1 1 calc R U . . .
C19 C 0.0795(3) 0.3185(2) 0.29072(7) 0.0292(6) Uani 1 1 d . . . . .
H19A H -0.006376 0.271131 0.292402 0.035 Uiso 1 1 calc R U . . .
H19B H 0.042831 0.389540 0.293996 0.035 Uiso 1 1 calc R U . . .
C20 C 0.1324(3) 0.3101(2) 0.25525(7) 0.0255(6) Uani 1 1 d . . . . .
C21 C 0.2746(3) 0.3443(2) 0.24799(7) 0.0260(6) Uani 1 1 d . . . . .
H21 H 0.340706 0.373589 0.265386 0.031 Uiso 1 1 calc R U . . .
C22 C 0.3177(3) 0.3352(2) 0.21552(7) 0.0262(6) Uani 1 1 d . . . . .
C23 C 0.2271(3) 0.2924(2) 0.18906(7) 0.0274(6) Uani 1 1 d . . . . .
C24 C 0.0857(3) 0.2582(2) 0.19606(8) 0.0306(6) Uani 1 1 d . . . . .
H24 H 0.020516 0.228307 0.178616 0.037 Uiso 1 1 calc R U . . .
C25 C 0.0402(3) 0.2683(2) 0.22899(7) 0.0283(6) Uani 1 1 d . . . . .
H25 H -0.057181 0.245617 0.233491 0.034 Uiso 1 1 calc R U . . .
C26 C 0.1844(4) 0.2576(3) 0.12981(8) 0.0411(8) Uani 1 1 d . . . . .
H26A H 0.238197 0.254909 0.109143 0.062 Uiso 1 1 calc R U . . .
H26B H 0.140926 0.189811 0.133932 0.062 Uiso 1 1 calc R U . . .
H26C H 0.104217 0.309100 0.126994 0.062 Uiso 1 1 calc R U . . .
C27 C -0.3014(3) 1.0927(2) 0.31587(7) 0.0256(6) Uani 1 1 d . . . . .
C28 C -0.2762(3) 1.1969(2) 0.32404(7) 0.0270(6) Uani 1 1 d . . . . .
C29 C -0.1790(3) 1.2241(2) 0.35219(7) 0.0276(6) Uani 1 1 d . . . . .
C30 C -0.1040(3) 1.1469(2) 0.37180(7) 0.0285(6) Uani 1 1 d . . . . .
C31 C -0.1212(3) 1.0425(2) 0.36221(7) 0.0276(6) Uani 1 1 d . . . . .
C32 C -0.2224(3) 1.0154(2) 0.33463(7) 0.0268(6) Uani 1 1 d . . . . .
C33 C -0.2493(4) 0.9030(2) 0.32529(8) 0.0315(6) Uani 1 1 d . . . . .
H33A H -0.186021 0.859135 0.340694 0.047 Uiso 1 1 calc R U . . .
H33B H -0.354916 0.885910 0.327295 0.047 Uiso 1 1 calc R U . . .
H33C H -0.224494 0.891375 0.301841 0.047 Uiso 1 1 calc R U . . .
C34 C -0.3539(4) 1.2803(2) 0.30216(8) 0.0325(6) Uani 1 1 d . . . . .
H34A H -0.417276 1.248236 0.283709 0.049 Uiso 1 1 calc R U . . .
H34B H -0.416009 1.322529 0.316117 0.049 Uiso 1 1 calc R U . . .
H34C H -0.278521 1.323981 0.292533 0.049 Uiso 1 1 calc R U . . .
C35 C -0.1550(4) 1.3360(2) 0.36189(9) 0.0367(7) Uani 1 1 d . . . . .
H35A H -0.084024 1.340566 0.382050 0.055 Uiso 1 1 calc R U . . .
H35B H -0.114605 1.373211 0.343010 0.055 Uiso 1 1 calc R U . . .
H35C H -0.250730 1.366865 0.366904 0.055 Uiso 1 1 calc R U . . .
C36 C -0.0032(4) 1.1766(3) 0.40315(8) 0.0383(7) Uani 1 1 d . . . . .
H36A H 0.040429 1.114152 0.413880 0.058 Uiso 1 1 calc R U . . .
H36B H 0.077271 1.221689 0.396458 0.058 Uiso 1 1 calc R U . . .
H36C H -0.062269 1.212909 0.419281 0.058 Uiso 1 1 calc R U . . .
C37 C -0.4152(3) 1.0645(2) 0.28692(7) 0.0288(6) Uani 1 1 d . . . . .
H37A H -0.504409 1.109002 0.288197 0.035 Uiso 1 1 calc R U . . .
H37B H -0.447275 0.992288 0.290056 0.035 Uiso 1 1 calc R U . . .
C38 C -0.3596(3) 1.0750(2) 0.25171(7) 0.0260(6) Uani 1 1 d . . . . .
C39 C -0.2158(3) 1.0412(2) 0.24499(7) 0.0262(6) Uani 1 1 d . . . . .
H39 H -0.150550 1.012279 0.262636 0.031 Uiso 1 1 calc R U . . .
C40 C -0.1704(3) 1.0503(2) 0.21277(7) 0.0266(6) Uani 1 1 d . . . . .
C41 C -0.2599(3) 1.0931(2) 0.18588(7) 0.0279(6) Uani 1 1 d . . . . .
C42 C -0.4006(3) 1.1277(2) 0.19266(7) 0.0287(6) Uani 1 1 d . . . . .
H42 H -0.464473 1.157961 0.175031 0.034 Uiso 1 1 calc R U . . .
C43 C -0.4491(3) 1.1183(2) 0.22513(8) 0.0289(6) Uani 1 1 d . . . . .
H43 H -0.546342 1.142172 0.229250 0.035 Uiso 1 1 calc R U . . .
C44 C -0.2964(4) 1.1272(3) 0.12650(8) 0.0395(7) Uani 1 1 d . . . . .
H44A H -0.240687 1.128005 0.106088 0.059 Uiso 1 1 calc R U . . .
H44B H -0.378873 1.077506 0.123443 0.059 Uiso 1 1 calc R U . . .
H44C H -0.336912 1.196066 0.130280 0.059 Uiso 1 1 calc R U . . .
C45 C -0.0300(3) 0.9599(2) 0.38120(8) 0.0320(6) Uani 1 1 d . . . . .
H45A H 0.058829 0.993044 0.393156 0.038 Uiso 1 1 calc R U . . .
H45B H 0.006841 0.911477 0.364341 0.038 Uiso 1 1 calc R U . . .
C46 C -0.1098(3) 0.8978(2) 0.40701(7) 0.0298(6) Uani 1 1 d . . . . .
C47 C -0.2647(4) 0.9040(3) 0.40941(8) 0.0331(7) Uani 1 1 d . . . . .
H47 H -0.323922 0.949063 0.394899 0.040 Uiso 1 1 calc R U . . .
C48 C -0.3305(3) 0.8443(3) 0.43302(8) 0.0332(7) Uani 1 1 d . . . . .
C49 C -0.2503(4) 0.7784(2) 0.45510(8) 0.0340(7) Uani 1 1 d . . . . .
C50 C -0.0975(4) 0.7712(2) 0.45244(8) 0.0359(7) Uani 1 1 d . . . . .
H50 H -0.038879 0.725846 0.466961 0.043 Uiso 1 1 calc R U . . .
C51 C -0.0298(4) 0.8299(2) 0.42864(8) 0.0337(7) Uani 1 1 d . . . . .
H51 H 0.075093 0.823408 0.427084 0.040 Uiso 1 1 calc R U . . .
C52 C -0.2441(5) 0.6666(3) 0.50297(10) 0.0516(10) Uani 1 1 d . . . . .
H52A H -0.311999 0.632900 0.517829 0.077 Uiso 1 1 calc R U . . .
H52B H -0.186707 0.614087 0.491712 0.077 Uiso 1 1 calc R U . . .
H52C H -0.175106 0.711811 0.516552 0.077 Uiso 1 1 calc R U . . .
C53 C 0.8325(15) 1.0406(14) 0.4933(4) 0.136(6) Uiso 0.55 1 d D . P A 1
C54 C 0.6866(11) 1.0191(14) 0.5062(4) 0.131(5) Uiso 0.55 1 d D . P A 1
C55 C 0.5308(12) 1.0304(11) 0.4923(3) 0.104(4) Uiso 0.55 1 d D . P A 1
C55A C 0.6165(14) 0.9875(13) 0.5104(4) 0.100(4) Uiso 0.45 1 d D . P B 2
C53A C 0.9156(17) 0.9964(19) 0.5052(6) 0.149(8) Uiso 0.45 1 d D . P B 2
C54A C 0.7760(12) 0.9870(17) 0.5220(4) 0.138(7) Uiso 0.45 1 d D . P B 2
F1 F -0.0010(2) 0.49921(17) 0.44424(5) 0.0444(5) Uani 1 1 d . . . . .
F2 F 0.45626(19) 0.36799(14) 0.20879(4) 0.0334(4) Uani 1 1 d . . . . .
F3 F -0.03128(19) 1.01725(13) 0.20657(4) 0.0331(4) Uani 1 1 d . . . . .
F4 F -0.4811(2) 0.85053(17) 0.43482(5) 0.0431(5) Uani 1 1 d . . . . .
O1 O 0.1437(3) 0.61332(19) 0.49223(6) 0.0395(5) Uani 1 1 d . . . . .
O2 O 0.2862(3) 0.28539(17) 0.15810(5) 0.0346(5) Uani 1 1 d . . . . .
O3 O -0.1985(2) 1.09795(17) 0.15514(5) 0.0328(5) Uani 1 1 d . . . . .
O4 O -0.3291(3) 0.72625(19) 0.47795(6) 0.0412(6) Uani 1 1 d . . . . .
H10A H 0.594(6) 0.200(4) 0.4015(12) 0.070(15) Uiso 1 1 d . . . . .
H10B H 0.456(6) 0.165(4) 0.4196(13) 0.073(15) Uiso 1 1 d . . . . .
H10C H 0.513(5) 0.275(4) 0.4198(13) 0.066(14) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.401(4) . ?
C1 C6 1.405(4) . ?
C1 C19 1.517(4) . ?
C2 C3 1.396(4) . ?
C2 C8 1.517(4) . ?
C3 C4 1.414(4) . ?
C3 C9 1.515(4) . ?
C4 C5 1.398(4) . ?
C4 C10 1.517(4) . ?
C5 C6 1.410(4) . ?
C5 C11 1.513(4) . ?
C6 C7 1.510(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.90(5) . ?
C10 H10B 0.96(5) . ?
C10 H10C 0.91(5) . ?
C11 C12 1.523(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C17 1.386(4) . ?
C12 C13 1.400(4) . ?
C13 C14 1.382(4) . ?
C13 H13 0.9500 . ?
C14 F1 1.359(4) . ?
C14 C15 1.385(4) . ?
C15 O1 1.367(4) . ?
C15 C16 1.387(5) . ?
C16 C17 1.392(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 O1 1.426(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.516(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C25 1.383(4) . ?
C20 C21 1.399(4) . ?
C21 C22 1.372(4) . ?
C21 H21 0.9500 . ?
C22 F2 1.357(3) . ?
C22 C23 1.387(4) . ?
C23 O2 1.372(3) . ?
C23 C24 1.389(4) . ?
C24 C25 1.398(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 O2 1.431(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C32 1.404(4) . ?
C27 C28 1.404(4) . ?
C27 C37 1.514(4) . ?
C28 C29 1.401(4) . ?
C28 C34 1.518(4) . ?
C29 C30 1.403(4) . ?
C29 C35 1.513(4) . ?
C30 C31 1.411(4) . ?
C30 C36 1.522(4) . ?
C31 C32 1.405(4) . ?
C31 C45 1.509(4) . ?
C32 C33 1.518(4) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.518(4) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C43 1.388(4) . ?
C38 C39 1.405(4) . ?
C39 C40 1.370(4) . ?
C39 H39 0.9500 . ?
C40 F3 1.357(3) . ?
C40 C41 1.394(4) . ?
C41 O3 1.372(3) . ?
C41 C42 1.383(4) . ?
C42 C43 1.390(4) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 O3 1.426(4) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 C46 1.520(4) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 C51 1.386(4) . ?
C46 C47 1.399(4) . ?
C47 C48 1.379(4) . ?
C47 H47 0.9500 . ?
C48 F4 1.358(4) . ?
C48 C49 1.381(4) . ?
C49 O4 1.367(4) . ?
C49 C50 1.383(5) . ?
C50 C51 1.385(5) . ?
C50 H50 0.9500 . ?
C51 H51 0.9500 . ?
C52 O4 1.426(4) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53a C54 1.465(10) . ?
C54a C55 1.465(10) . ?
C55a C55 1.16(2) 3_676 ?
C55Ab C54A 1.465(10) . ?
C53Ab C54A 1.465(10) . ?
C53Ab C53A 1.60(3) 3_776 ?

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 C6 120.0(3) . . ?
C2 C1 C19 119.5(3) . . ?
C6 C1 C19 120.5(3) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 C8 120.1(3) . . ?
C1 C2 C8 119.6(3) . . ?
C2 C3 C4 119.8(3) . . ?
C2 C3 C9 121.1(3) . . ?
C4 C3 C9 119.0(3) . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 C10 120.9(3) . . ?
C3 C4 C10 119.3(3) . . ?
C4 C5 C6 120.0(3) . . ?
C4 C5 C11 120.4(3) . . ?
C6 C5 C11 119.6(3) . . ?
C1 C6 C5 119.7(3) . . ?
C1 C6 C7 119.8(3) . . ?
C5 C6 C7 120.5(3) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C10 H10A 113(3) . . ?
C4 C10 H10B 112(3) . . ?
H10A C10 H10B 111(4) . . ?
C4 C10 H10C 109(3) . . ?
H10A C10 H10C 105(4) . . ?
H10B C10 H10C 107(4) . . ?
C5 C11 C12 116.1(2) . . ?
C5 C11 H11A 108.3 . . ?
C12 C11 H11A 108.3 . . ?
C5 C11 H11B 108.3 . . ?
C12 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C17 C12 C13 117.8(3) . . ?
C17 C12 C11 120.1(3) . . ?
C13 C12 C11 122.0(3) . . ?
C14 C13 C12 119.4(3) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
F1 C14 C13 118.5(3) . . ?
F1 C14 C15 118.5(3) . . ?
C13 C14 C15 123.0(3) . . ?
O1 C15 C14 117.2(3) . . ?
O1 C15 C16 125.3(3) . . ?
C14 C15 C16 117.5(3) . . ?
C15 C16 C17 120.2(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C12 C17 C16 122.0(3) . . ?
C12 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
O1 C18 H18A 109.5 . . ?
O1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C1 114.9(2) . . ?
C20 C19 H19A 108.5 . . ?
C1 C19 H19A 108.5 . . ?
C20 C19 H19B 108.5 . . ?
C1 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C25 C20 C21 118.0(3) . . ?
C25 C20 C19 120.5(3) . . ?
C21 C20 C19 121.4(3) . . ?
C22 C21 C20 119.4(3) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
F2 C22 C21 119.0(3) . . ?
F2 C22 C23 117.9(2) . . ?
C21 C22 C23 123.1(3) . . ?
O2 C23 C22 116.9(3) . . ?
O2 C23 C24 125.3(3) . . ?
C22 C23 C24 117.8(3) . . ?
C23 C24 C25 119.5(3) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C20 C25 C24 122.2(3) . . ?
C20 C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
O2 C26 H26A 109.5 . . ?
O2 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O2 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C27 C28 120.1(3) . . ?
C32 C27 C37 120.4(3) . . ?
C28 C27 C37 119.5(3) . . ?
C29 C28 C27 120.2(3) . . ?
C29 C28 C34 120.0(3) . . ?
C27 C28 C34 119.8(3) . . ?
C28 C29 C30 119.9(3) . . ?
C28 C29 C35 120.6(3) . . ?
C30 C29 C35 119.5(3) . . ?
C29 C30 C31 119.9(3) . . ?
C29 C30 C36 119.7(3) . . ?
C31 C30 C36 120.4(3) . . ?
C32 C31 C30 119.9(3) . . ?
C32 C31 C45 119.9(3) . . ?
C30 C31 C45 120.2(3) . . ?
C27 C32 C31 119.8(3) . . ?
C27 C32 C33 119.6(3) . . ?
C31 C32 C33 120.6(3) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C28 C34 H34A 109.5 . . ?
C28 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C28 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C29 C35 H35A 109.5 . . ?
C29 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C29 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C30 C36 H36A 109.5 . . ?
C30 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C30 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C27 C37 C38 114.8(2) . . ?
C27 C37 H37A 108.6 . . ?
C38 C37 H37A 108.6 . . ?
C27 C37 H37B 108.6 . . ?
C38 C37 H37B 108.6 . . ?
H37A C37 H37B 107.5 . . ?
C43 C38 C39 117.8(3) . . ?
C43 C38 C37 121.1(3) . . ?
C39 C38 C37 121.1(3) . . ?
C40 C39 C38 119.4(3) . . ?
C40 C39 H39 120.3 . . ?
C38 C39 H39 120.3 . . ?
F3 C40 C39 118.9(3) . . ?
F3 C40 C41 118.0(2) . . ?
C39 C40 C41 123.1(3) . . ?
O3 C41 C42 126.2(3) . . ?
O3 C41 C40 116.4(3) . . ?
C42 C41 C40 117.4(3) . . ?
C41 C42 C43 120.3(3) . . ?
C41 C42 H42 119.8 . . ?
C43 C42 H42 119.8 . . ?
C38 C43 C42 121.9(3) . . ?
C38 C43 H43 119.0 . . ?
C42 C43 H43 119.0 . . ?
O3 C44 H44A 109.5 . . ?
O3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
O3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C31 C45 C46 116.3(2) . . ?
C31 C45 H45A 108.2 . . ?
C46 C45 H45A 108.2 . . ?
C31 C45 H45B 108.2 . . ?
C46 C45 H45B 108.2 . . ?
H45A C45 H45B 107.4 . . ?
C51 C46 C47 117.5(3) . . ?
C51 C46 C45 120.1(3) . . ?
C47 C46 C45 122.3(3) . . ?
C48 C47 C46 119.4(3) . . ?
C48 C47 H47 120.3 . . ?
C46 C47 H47 120.3 . . ?
F4 C48 C47 118.7(3) . . ?
F4 C48 C49 118.3(3) . . ?
C47 C48 C49 123.0(3) . . ?
O4 C49 C48 116.9(3) . . ?
O4 C49 C50 125.5(3) . . ?
C48 C49 C50 117.6(3) . . ?
C49 C50 C51 120.1(3) . . ?
C49 C50 H50 119.9 . . ?
C51 C50 H50 119.9 . . ?
C50 C51 C46 122.3(3) . . ?
C50 C51 H51 118.8 . . ?
C46 C51 H51 118.8 . . ?
O4 C52 H52A 109.5 . . ?
O4 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
O4 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C55a C54a C53 134.4(14) . . ?
C55a C55a C54 102.3(17) 3_676 . ?
C54Ab C53Ab C53A 168(2) . 3_776 ?
C55Ab C54Ab C53A 134.7(14) . . ?
C15 O1 C18 116.7(3) . . ?
C23 O2 C26 116.4(2) . . ?
C41 O3 C44 116.7(2) . . ?
C49 O4 C52 116.7(3) . . ?

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
C6 C1 C2 C3 4.0(4) . . . . ?
C19 C1 C2 C3 -175.5(2) . . . . ?
C6 C1 C2 C8 -176.3(2) . . . . ?
C19 C1 C2 C8 4.2(4) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C8 C2 C3 C4 179.8(2) . . . . ?
C1 C2 C3 C9 178.9(3) . . . . ?
C8 C2 C3 C9 -0.7(4) . . . . ?
C2 C3 C4 C5 -3.9(4) . . . . ?
C9 C3 C4 C5 176.6(3) . . . . ?
C2 C3 C4 C10 175.6(3) . . . . ?
C9 C3 C4 C10 -3.9(4) . . . . ?
C3 C4 C5 C6 4.8(4) . . . . ?
C10 C4 C5 C6 -174.6(3) . . . . ?
C3 C4 C5 C11 -174.7(2) . . . . ?
C10 C4 C5 C11 5.8(4) . . . . ?
C2 C1 C6 C5 -3.0(4) . . . . ?
C19 C1 C6 C5 176.4(2) . . . . ?
C2 C1 C6 C7 178.1(2) . . . . ?
C19 C1 C6 C7 -2.4(4) . . . . ?
C4 C5 C6 C1 -1.4(4) . . . . ?
C11 C5 C6 C1 178.1(2) . . . . ?
C4 C5 C6 C7 177.4(3) . . . . ?
C11 C5 C6 C7 -3.1(4) . . . . ?
C4 C5 C11 C12 -96.2(3) . . . . ?
C6 C5 C11 C12 84.3(3) . . . . ?
C5 C11 C12 C17 167.2(3) . . . . ?
C5 C11 C12 C13 -14.4(4) . . . . ?
C17 C12 C13 C14 -1.2(4) . . . . ?
C11 C12 C13 C14 -179.7(3) . . . . ?
C12 C13 C14 F1 -179.1(3) . . . . ?
C12 C13 C14 C15 -1.5(5) . . . . ?
F1 C14 C15 O1 1.8(4) . . . . ?
C13 C14 C15 O1 -175.8(3) . . . . ?
F1 C14 C15 C16 -179.1(3) . . . . ?
C13 C14 C15 C16 3.2(5) . . . . ?
O1 C15 C16 C17 176.7(3) . . . . ?
C14 C15 C16 C17 -2.3(5) . . . . ?
C13 C12 C17 C16 2.1(5) . . . . ?
C11 C12 C17 C16 -179.4(3) . . . . ?
C15 C16 C17 C12 -0.3(5) . . . . ?
C2 C1 C19 C20 -78.1(3) . . . . ?
C6 C1 C19 C20 102.4(3) . . . . ?
C1 C19 C20 C25 140.1(3) . . . . ?
C1 C19 C20 C21 -40.1(4) . . . . ?
C25 C20 C21 C22 -0.1(4) . . . . ?
C19 C20 C21 C22 180.0(3) . . . . ?
C20 C21 C22 F2 -179.6(2) . . . . ?
C20 C21 C22 C23 -0.6(4) . . . . ?
F2 C22 C23 O2 0.9(4) . . . . ?
C21 C22 C23 O2 -178.2(3) . . . . ?
F2 C22 C23 C24 179.6(2) . . . . ?
C21 C22 C23 C24 0.5(4) . . . . ?
O2 C23 C24 C25 178.8(3) . . . . ?
C22 C23 C24 C25 0.2(4) . . . . ?
C21 C20 C25 C24 0.9(4) . . . . ?
C19 C20 C25 C24 -179.3(3) . . . . ?
C23 C24 C25 C20 -0.9(4) . . . . ?
C32 C27 C28 C29 -3.9(4) . . . . ?
C37 C27 C28 C29 175.6(2) . . . . ?
C32 C27 C28 C34 175.8(2) . . . . ?
C37 C27 C28 C34 -4.7(4) . . . . ?
C27 C28 C29 C30 1.5(4) . . . . ?
C34 C28 C29 C30 -178.2(3) . . . . ?
C27 C28 C29 C35 -178.0(3) . . . . ?
C34 C28 C29 C35 2.3(4) . . . . ?
C28 C29 C30 C31 2.9(4) . . . . ?
C35 C29 C30 C31 -177.6(3) . . . . ?
C28 C29 C30 C36 -177.7(3) . . . . ?
C35 C29 C30 C36 1.8(4) . . . . ?
C29 C30 C31 C32 -5.0(4) . . . . ?
C36 C30 C31 C32 175.6(3) . . . . ?
C29 C30 C31 C45 174.3(2) . . . . ?
C36 C30 C31 C45 -5.1(4) . . . . ?
C28 C27 C32 C31 1.9(4) . . . . ?
C37 C27 C32 C31 -177.7(2) . . . . ?
C28 C27 C32 C33 -179.3(2) . . . . ?
C37 C27 C32 C33 1.2(4) . . . . ?
C30 C31 C32 C27 2.6(4) . . . . ?
C45 C31 C32 C27 -176.7(2) . . . . ?
C30 C31 C32 C33 -176.3(2) . . . . ?
C45 C31 C32 C33 4.5(4) . . . . ?
C32 C27 C37 C38 -100.7(3) . . . . ?
C28 C27 C37 C38 79.7(3) . . . . ?
C27 C37 C38 C43 -137.2(3) . . . . ?
C27 C37 C38 C39 42.8(4) . . . . ?
C43 C38 C39 C40 -1.1(4) . . . . ?
C37 C38 C39 C40 178.9(3) . . . . ?
C38 C39 C40 F3 -179.9(2) . . . . ?
C38 C39 C40 C41 0.8(4) . . . . ?
F3 C40 C41 O3 0.1(4) . . . . ?
C39 C40 C41 O3 179.3(3) . . . . ?
F3 C40 C41 C42 -179.2(2) . . . . ?
C39 C40 C41 C42 0.1(4) . . . . ?
O3 C41 C42 C43 -179.8(3) . . . . ?
C40 C41 C42 C43 -0.6(4) . . . . ?
C39 C38 C43 C42 0.6(4) . . . . ?
C37 C38 C43 C42 -179.4(3) . . . . ?
C41 C42 C43 C38 0.3(4) . . . . ?
C32 C31 C45 C46 -79.4(3) . . . . ?
C30 C31 C45 C46 101.4(3) . . . . ?
C31 C45 C46 C51 -171.7(3) . . . . ?
C31 C45 C46 C47 10.1(4) . . . . ?
C51 C46 C47 C48 0.7(5) . . . . ?
C45 C46 C47 C48 178.9(3) . . . . ?
C46 C47 C48 F4 -179.4(3) . . . . ?
C46 C47 C48 C49 0.9(5) . . . . ?
F4 C48 C49 O4 -1.8(4) . . . . ?
C47 C48 C49 O4 177.9(3) . . . . ?
F4 C48 C49 C50 178.6(3) . . . . ?
C47 C48 C49 C50 -1.7(5) . . . . ?
O4 C49 C50 C51 -178.6(3) . . . . ?
C48 C49 C50 C51 1.0(5) . . . . ?
C49 C50 C51 C46 0.5(5) . . . . ?
C47 C46 C51 C50 -1.3(5) . . . . ?
C45 C46 C51 C50 -179.6(3) . . . . ?
C53a C54a C55a C55a 155(2) . . . 3_676 ?
C53Ab C53Ab C54Ab C55Ab -179(12) 3_776 . . . ?
C14 C15 O1 C18 170.5(3) . . . . ?
C16 C15 O1 C18 -8.4(5) . . . . ?
C22 C23 O2 C26 -169.8(3) . . . . ?
C24 C23 O2 C26 11.6(4) . . . . ?
C42 C41 O3 C44 -9.9(4) . . . . ?
C40 C41 O3 C44 170.9(3) . . . . ?
C48 C49 O4 C52 -173.7(3) . . . . ?
C50 C49 O4 C52 5.9(5) . . . . ?

_refine_diff_density_max         0.922
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_3ab
_database_code_depnum_ccdc_archive 'CCDC 2502750'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H22 F2'
_chemical_formula_sum            'C23 H22 F2'
_chemical_formula_weight         336.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.3603(2)
_cell_length_b                   9.5284(3)
_cell_length_c                   11.2873(4)
_cell_angle_alpha                90.299(3)
_cell_angle_beta                 100.790(3)
_cell_angle_gamma                94.031(3)
_cell_volume                     880.91(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7741
_cell_measurement_theta_min      3.9690
_cell_measurement_theta_max      77.6380

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_F_000             356
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.699
_shelx_estimated_absorpt_T_min   0.915
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.915
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9015
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.988
_diffrn_reflns_theta_max         77.960
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3447
_reflns_number_gt                3264
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0420P)²+0.5826P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.0066(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3447
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0395
_refine_ls_wR_factor_ref         0.1086
_refine_ls_wR_factor_gt          0.1041
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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 0.66757(15) 0.48339(14) 0.14468(12) 0.0180(3) Uani 1 1 d . . . . .
C2 C 0.60944(16) 0.43010(14) 0.24593(12) 0.0190(3) Uani 1 1 d . . . . .
C3 C 0.58202(16) 0.28348(14) 0.25809(12) 0.0181(3) Uani 1 1 d . . . . .
C4 C 0.60768(16) 0.19124(14) 0.16742(12) 0.0186(3) Uani 1 1 d . . . . .
C5 C 0.66643(16) 0.24645(14) 0.06886(12) 0.0191(3) Uani 1 1 d . . . . .
H5 H 0.685061 0.183900 0.007851 0.023 Uiso 1 1 calc R U . . .
C6 C 0.69891(15) 0.39039(14) 0.05654(12) 0.0180(3) Uani 1 1 d . . . . .
C7 C 0.70131(17) 0.64035(14) 0.12925(13) 0.0218(3) Uani 1 1 d . . . . .
H7A H 0.683356 0.660554 0.042000 0.026 Uiso 1 1 calc R U . . .
H7B H 0.621995 0.691337 0.164839 0.026 Uiso 1 1 calc R U . . .
C8 C 0.87266(17) 0.69625(14) 0.18695(13) 0.0213(3) Uani 1 1 d . . . . .
C9 C 0.94068(18) 0.82207(15) 0.14909(15) 0.0272(3) Uani 1 1 d . . . . .
C10 C 1.0922(2) 0.88266(16) 0.20057(18) 0.0357(4) Uani 1 1 d . . . . .
H10 H 1.132626 0.969112 0.171868 0.043 Uiso 1 1 calc R U . . .
C11 C 1.1846(2) 0.81497(18) 0.29515(16) 0.0350(4) Uani 1 1 d . . . . .
H11 H 1.288759 0.855515 0.333024 0.042 Uiso 1 1 calc R U . . .
C12 C 1.12407(19) 0.68779(18) 0.33418(14) 0.0302(4) Uani 1 1 d . . . . .
H12 H 1.187979 0.640123 0.397886 0.036 Uiso 1 1 calc R U . . .
C13 C 0.97017(17) 0.62969(16) 0.28041(13) 0.0239(3) Uani 1 1 d . . . . .
H13 H 0.930597 0.542389 0.308178 0.029 Uiso 1 1 calc R U . . .
C14 C 0.52793(17) 0.22439(15) 0.36993(12) 0.0206(3) Uani 1 1 d . . . . .
H14A H 0.566108 0.128598 0.382332 0.025 Uiso 1 1 calc R U . . .
H14B H 0.582889 0.283291 0.440339 0.025 Uiso 1 1 calc R U . . .
C15 C 0.34588(16) 0.21612(13) 0.36769(12) 0.0179(3) Uani 1 1 d . . . . .
C16 C 0.28574(17) 0.16859(14) 0.46799(12) 0.0199(3) Uani 1 1 d . . . . .
C17 C 0.12389(18) 0.15974(15) 0.47697(14) 0.0258(3) Uani 1 1 d . . . . .
H17 H 0.089728 0.127043 0.548271 0.031 Uiso 1 1 calc R U . . .
C18 C 0.01174(18) 0.20010(17) 0.37855(16) 0.0302(4) Uani 1 1 d . . . . .
H18 H -0.101273 0.195150 0.381692 0.036 Uiso 1 1 calc R U . . .
C19 C 0.06477(18) 0.24755(16) 0.27582(15) 0.0288(3) Uani 1 1 d . . . . .
H19 H -0.012221 0.275094 0.208553 0.035 Uiso 1 1 calc R U . . .
C20 C 0.22973(17) 0.25520(15) 0.27036(13) 0.0228(3) Uani 1 1 d . . . . .
H20 H 0.264042 0.287646 0.199041 0.027 Uiso 1 1 calc R U . . .
C21 C 0.76574(17) 0.44235(16) -0.05184(13) 0.0236(3) Uani 1 1 d . . . . .
H21A H 0.679266 0.483820 -0.108750 0.035 Uiso 1 1 calc R U . . .
H21B H 0.805293 0.363358 -0.091250 0.035 Uiso 1 1 calc R U . . .
H21C H 0.856077 0.513633 -0.025887 0.035 Uiso 1 1 calc R U . . .
C22 C 0.57644(19) 0.52835(15) 0.34271(13) 0.0255(3) Uani 1 1 d . . . . .
H22A H 0.668436 0.532340 0.410975 0.038 Uiso 1 1 calc R U . . .
H22B H 0.476520 0.493703 0.370012 0.038 Uiso 1 1 calc R U . . .
H22C H 0.562955 0.622716 0.309903 0.038 Uiso 1 1 calc R U . . .
C23 C 0.57500(19) 0.03366(15) 0.17531(14) 0.0258(3) Uani 1 1 d . . . . .
H23A H 0.655177 -0.002355 0.240619 0.039 Uiso 1 1 calc R U . . .
H23B H 0.583822 -0.011344 0.098752 0.039 Uiso 1 1 calc R U . . .
H23C H 0.464851 0.012612 0.191659 0.039 Uiso 1 1 calc R U . . .
F1 F 0.85181(12) 0.88805(10) 0.05469(10) 0.0389(3) Uani 1 1 d . . . . .
F2 F 0.39734(10) 0.12984(9) 0.56491(7) 0.0260(2) 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 C6 1.4017(19) . ?
C1 C2 1.4068(19) . ?
C1 C7 1.5194(18) . ?
C2 C3 1.4113(19) . ?
C2 C22 1.5114(19) . ?
C3 C4 1.402(2) . ?
C3 C14 1.5167(18) . ?
C4 C5 1.3893(19) . ?
C4 C23 1.5133(19) . ?
C5 C6 1.3921(19) . ?
C5 H5 0.9500 . ?
C6 C21 1.5090(18) . ?
C7 C8 1.5165(19) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C13 1.392(2) . ?
C8 C9 1.394(2) . ?
C9 F1 1.3634(19) . ?
C9 C10 1.376(2) . ?
C10 C11 1.386(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.391(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.5139(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.3878(19) . ?
C15 C20 1.3943(19) . ?
C16 F2 1.3689(16) . ?
C16 C17 1.372(2) . ?
C17 C18 1.388(2) . ?
C17 H17 0.9500 . ?
C18 C19 1.384(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

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
C6 C1 C2 119.77(12) . . ?
C6 C1 C7 118.61(12) . . ?
C2 C1 C7 121.60(12) . . ?
C1 C2 C3 119.97(12) . . ?
C1 C2 C22 120.68(12) . . ?
C3 C2 C22 119.34(12) . . ?
C4 C3 C2 119.99(12) . . ?
C4 C3 C14 119.53(12) . . ?
C2 C3 C14 120.47(12) . . ?
C5 C4 C3 118.88(12) . . ?
C5 C4 C23 119.49(13) . . ?
C3 C4 C23 121.62(12) . . ?
C4 C5 C6 122.17(13) . . ?
C4 C5 H5 118.9 . . ?
C6 C5 H5 118.9 . . ?
C5 C6 C1 119.15(12) . . ?
C5 C6 C21 119.15(12) . . ?
C1 C6 C21 121.70(12) . . ?
C8 C7 C1 113.91(11) . . ?
C8 C7 H7A 108.8 . . ?
C1 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C1 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C13 C8 C9 115.85(13) . . ?
C13 C8 C7 123.58(12) . . ?
C9 C8 C7 120.57(13) . . ?
F1 C9 C10 118.26(14) . . ?
F1 C9 C8 117.79(13) . . ?
C10 C9 C8 123.95(15) . . ?
C9 C10 C11 118.64(15) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C10 C11 C12 119.64(15) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C11 C12 C13 120.24(16) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 121.66(14) . . ?
C12 C13 H13 119.2 . . ?
C8 C13 H13 119.2 . . ?
C15 C14 C3 115.70(11) . . ?
C15 C14 H14A 108.4 . . ?
C3 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
C3 C14 H14B 108.4 . . ?
H14A C14 H14B 107.4 . . ?
C16 C15 C20 115.87(13) . . ?
C16 C15 C14 119.72(12) . . ?
C20 C15 C14 124.41(12) . . ?
F2 C16 C17 118.27(12) . . ?
F2 C16 C15 117.02(12) . . ?
C17 C16 C15 124.70(13) . . ?
C16 C17 C18 117.86(14) . . ?
C16 C17 H17 121.1 . . ?
C18 C17 H17 121.1 . . ?
C19 C18 C17 119.91(14) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.48(14) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C15 121.18(14) . . ?
C19 C20 H20 119.4 . . ?
C15 C20 H20 119.4 . . ?
C6 C21 H21A 109.5 . . ?
C6 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C6 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C2 C22 H22A 109.5 . . ?
C2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C4 C23 H23A 109.5 . . ?
C4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_refine_diff_density_max         0.233
_refine_diff_density_min         -0.253
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_4aa
_database_code_depnum_ccdc_archive 'CCDC 2502752'
loop_
_audit_author_name
_audit_author_address
'Ramalingam Thirumoorthi'
;University of Delhi
India
;
_audit_update_record             
;
2025-11-13 deposited with the CCDC.	2026-06-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H33 F3 O3'
_chemical_formula_sum            'C33 H33 F3 O3'
_chemical_formula_weight         534.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   9.74030(10)
_cell_length_b                   11.51830(10)
_cell_length_c                   24.4970(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.2490(10)
_cell_angle_gamma                90
_cell_volume                     2704.51(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    17586
_cell_measurement_theta_min      3.6520
_cell_measurement_theta_max      79.0420

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.798
_shelx_estimated_absorpt_T_min   0.870
_shelx_estimated_absorpt_T_max   0.917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.870
_exptl_absorpt_correction_T_max  0.917
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.108a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21291
_diffrn_reflns_av_unetI/netI     0.0135
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.667
_diffrn_reflns_theta_max         79.442
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5745
_reflns_number_gt                5521
_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 1.171.43.108a (Rigaku OD, 2024)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.108a (Rigaku OD, 2024)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0535P)²+1.2583P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.00092(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5745
_refine_ls_number_parameters     359
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1101
_refine_ls_wR_factor_gt          0.1093
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 -0.04981(12) 0.16653(10) 0.42753(5) 0.0209(2) Uani 1 1 d . . . . .
C2 C -0.01992(12) 0.07621(11) 0.39290(5) 0.0228(2) Uani 1 1 d . . . . .
C3 C 0.09235(12) 0.00088(10) 0.41137(5) 0.0226(2) Uani 1 1 d . . . . .
C4 C 0.17623(12) 0.01738(10) 0.46362(5) 0.0216(2) Uani 1 1 d . . . . .
C5 C 0.14741(12) 0.10923(10) 0.49739(5) 0.0199(2) Uani 1 1 d . . . . .
C6 C 0.03650(12) 0.18510(10) 0.47904(5) 0.0199(2) Uani 1 1 d . . . . .
C7 C -0.10567(15) 0.06127(13) 0.33534(5) 0.0323(3) Uani 1 1 d . . . . .
H7A H -0.044578 0.037490 0.309593 0.048 Uiso 1 1 calc R U . . .
H7B H -0.150905 0.135006 0.322917 0.048 Uiso 1 1 calc R U . . .
H7C H -0.176981 0.001637 0.336278 0.048 Uiso 1 1 calc R U . . .
C8 C 0.30110(13) -0.06012(11) 0.48290(6) 0.0289(3) Uani 1 1 d . . . . .
H8A H 0.375914 -0.014506 0.505027 0.043 Uiso 1 1 calc R U . . .
H8B H 0.334059 -0.092600 0.450576 0.043 Uiso 1 1 calc R U . . .
H8C H 0.274100 -0.123387 0.505560 0.043 Uiso 1 1 calc R U . . .
C9 C 0.01315(14) 0.28855(11) 0.51447(5) 0.0261(3) Uani 1 1 d . . . . .
H9A H -0.031256 0.262684 0.545245 0.039 Uiso 1 1 calc R U . . .
H9B H -0.047391 0.344912 0.491826 0.039 Uiso 1 1 calc R U . . .
H9C H 0.103002 0.324991 0.529249 0.039 Uiso 1 1 calc R U . . .
C10 C -0.17370(12) 0.24630(11) 0.40973(5) 0.0245(3) Uani 1 1 d . . . . .
H10A H -0.213826 0.266589 0.442892 0.029 Uiso 1 1 calc R U . . .
H10B H -0.245882 0.203146 0.384041 0.029 Uiso 1 1 calc R U . . .
C11 C -0.14142(12) 0.35798(11) 0.38154(5) 0.0222(2) Uani 1 1 d . . . . .
C12 C -0.21948(13) 0.45752(11) 0.38585(5) 0.0249(3) Uani 1 1 d . . . . .
H12 H -0.287702 0.456674 0.409151 0.030 Uiso 1 1 calc R U . . .
C13 C -0.20013(14) 0.55839(11) 0.35686(5) 0.0271(3) Uani 1 1 d . . . . .
H13 H -0.256434 0.624629 0.359858 0.033 Uiso 1 1 calc R U . . .
C14 C -0.09870(14) 0.56248(11) 0.32355(5) 0.0258(3) Uani 1 1 d . . . . .
C15 C -0.01767(13) 0.46438(11) 0.32164(5) 0.0248(3) Uani 1 1 d . . . . .
C16 C -0.03681(13) 0.36312(11) 0.34919(5) 0.0237(2) Uani 1 1 d . . . . .
H16 H 0.020417 0.297430 0.346255 0.028 Uiso 1 1 calc R U . . .
C17 C -0.17909(18) 0.73961(13) 0.28077(7) 0.0437(4) Uani 1 1 d . . . . .
H17A H -0.153939 0.797142 0.254771 0.066 Uiso 1 1 calc R U . . .
H17B H -0.192634 0.778570 0.314980 0.066 Uiso 1 1 calc R U . . .
H17C H -0.265694 0.700519 0.263944 0.066 Uiso 1 1 calc R U . . .
C18 C 0.12532(14) -0.09781(11) 0.37467(6) 0.0284(3) Uani 1 1 d . . . . .
H18A H 0.037743 -0.121574 0.350196 0.034 Uiso 1 1 calc R U . . .
H18B H 0.158707 -0.164932 0.398631 0.034 Uiso 1 1 calc R U . . .
C19 C 0.23343(13) -0.07081(11) 0.33861(5) 0.0244(3) Uani 1 1 d . . . . .
C20 C 0.25020(13) -0.14522(12) 0.29554(5) 0.0274(3) Uani 1 1 d . . . . .
H20 H 0.189729 -0.210087 0.287565 0.033 Uiso 1 1 calc R U . . .
C21 C 0.35373(14) -0.12678(14) 0.26382(5) 0.0329(3) Uani 1 1 d . . . . .
H21 H 0.362813 -0.178919 0.234620 0.039 Uiso 1 1 calc R U . . .
C22 C 0.44336(15) -0.03298(15) 0.27459(6) 0.0358(3) Uani 1 1 d . . . . .
C23 C 0.42495(16) 0.04036(14) 0.31752(6) 0.0376(3) Uani 1 1 d . . . . .
C24 C 0.32311(15) 0.02403(12) 0.34897(6) 0.0328(3) Uani 1 1 d . . . . .
H24 H 0.313789 0.077249 0.377710 0.039 Uiso 1 1 calc R U . . .
C25 C 0.56454(17) -0.0734(2) 0.20089(7) 0.0518(5) Uani 1 1 d . . . . .
H25A H 0.480871 -0.066807 0.172190 0.078 Uiso 1 1 calc R U . . .
H25B H 0.577869 -0.154645 0.212542 0.078 Uiso 1 1 calc R U . . .
H25C H 0.646006 -0.046790 0.185975 0.078 Uiso 1 1 calc R U . . .
C26 C 0.24359(12) 0.13276(11) 0.55213(5) 0.0235(2) Uani 1 1 d . . . . .
H26A H 0.281748 0.058165 0.568248 0.028 Uiso 1 1 calc R U . . .
H26B H 0.188952 0.168118 0.578257 0.028 Uiso 1 1 calc R U . . .
C27 C 0.36425(12) 0.21333(10) 0.54591(5) 0.0209(2) Uani 1 1 d . . . . .
C28 C 0.38059(12) 0.25529(10) 0.49393(5) 0.0217(2) Uani 1 1 d . . . . .
H28 H 0.315856 0.233878 0.461758 0.026 Uiso 1 1 calc R U . . .
C29 C 0.48985(12) 0.32724(10) 0.48933(5) 0.0211(2) Uani 1 1 d . . . . .
C30 C 0.58800(12) 0.36294(10) 0.53462(5) 0.0210(2) Uani 1 1 d . . . . .
C31 C 0.57192(12) 0.32177(10) 0.58658(5) 0.0228(2) Uani 1 1 d . . . . .
H31 H 0.636088 0.344585 0.618663 0.027 Uiso 1 1 calc R U . . .
C32 C 0.46210(12) 0.24723(10) 0.59177(5) 0.0223(2) Uani 1 1 d . . . . .
H32 H 0.453813 0.218872 0.627455 0.027 Uiso 1 1 calc R U . . .
C33 C 0.78673(13) 0.47750(12) 0.56979(6) 0.0287(3) Uani 1 1 d . . . . .
H33A H 0.856059 0.527051 0.556751 0.043 Uiso 1 1 calc R U . . .
H33B H 0.834006 0.412565 0.591185 0.043 Uiso 1 1 calc R U . . .
H33C H 0.735463 0.523023 0.593360 0.043 Uiso 1 1 calc R U . . .
F1 F 0.08567(9) 0.46935(7) 0.29124(3) 0.0356(2) Uani 1 1 d . . . . .
F2 F 0.51126(12) 0.13350(10) 0.32822(5) 0.0616(3) Uani 1 1 d . . . . .
F3 F 0.50370(7) 0.36614(7) 0.43814(3) 0.02802(18) Uani 1 1 d . . . . .
O1 O -0.07031(11) 0.65632(8) 0.29327(4) 0.0360(2) Uani 1 1 d . . . . .
O2 O 0.54854(12) -0.00438(14) 0.24689(5) 0.0544(3) Uani 1 1 d . . . . .
O3 O 0.69152(9) 0.43360(8) 0.52324(4) 0.0257(2) 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 C6 1.4026(16) . ?
C1 C2 1.4051(17) . ?
C1 C10 1.5177(16) . ?
C2 C3 1.4063(17) . ?
C2 C7 1.5154(17) . ?
C3 C4 1.4034(17) . ?
C3 C18 1.5186(17) . ?
C4 C5 1.4019(17) . ?
C4 C8 1.5148(17) . ?
C5 C6 1.4000(16) . ?
C5 C26 1.5172(16) . ?
C6 C9 1.5149(16) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.5192(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.3901(17) . ?
C11 C16 1.3990(17) . ?
C12 C13 1.3919(18) . ?
C12 H12 0.9500 . ?
C13 C14 1.3896(18) . ?
C13 H13 0.9500 . ?
C14 O1 1.3668(15) . ?
C14 C15 1.3838(18) . ?
C15 F1 1.3557(14) . ?
C15 C16 1.3767(17) . ?
C16 H16 0.9500 . ?
C17 O1 1.4217(19) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.5222(17) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.3911(17) . ?
C19 C24 1.3936(19) . ?
C20 C21 1.3946(18) . ?
C20 H20 0.9500 . ?
C21 C22 1.385(2) . ?
C21 H21 0.9500 . ?
C22 O2 1.3660(17) . ?
C22 C23 1.385(2) . ?
C23 F2 1.3593(17) . ?
C23 C24 1.3729(19) . ?
C24 H24 0.9500 . ?
C25 O2 1.410(2) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.5262(16) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C32 1.3935(16) . ?
C27 C28 1.3975(16) . ?
C28 C29 1.3692(17) . ?
C28 H28 0.9500 . ?
C29 F3 1.3606(13) . ?
C29 C30 1.3916(16) . ?
C30 O3 1.3627(14) . ?
C30 C31 1.3930(17) . ?
C31 C32 1.3949(17) . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 O3 1.4281(15) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

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
C6 C1 C2 120.05(11) . . ?
C6 C1 C10 118.99(11) . . ?
C2 C1 C10 120.95(11) . . ?
C1 C2 C3 119.69(11) . . ?
C1 C2 C7 120.45(11) . . ?
C3 C2 C7 119.84(11) . . ?
C4 C3 C2 120.21(11) . . ?
C4 C3 C18 119.42(11) . . ?
C2 C3 C18 120.37(11) . . ?
C5 C4 C3 119.68(11) . . ?
C5 C4 C8 119.65(11) . . ?
C3 C4 C8 120.62(11) . . ?
C6 C5 C4 120.37(11) . . ?
C6 C5 C26 119.48(10) . . ?
C4 C5 C26 119.96(10) . . ?
C5 C6 C1 119.89(11) . . ?
C5 C6 C9 119.53(10) . . ?
C1 C6 C9 120.55(11) . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C1 C10 C11 115.15(10) . . ?
C1 C10 H10A 108.5 . . ?
C11 C10 H10A 108.5 . . ?
C1 C10 H10B 108.5 . . ?
C11 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
C12 C11 C16 118.13(11) . . ?
C12 C11 C10 120.24(11) . . ?
C16 C11 C10 121.59(11) . . ?
C11 C12 C13 121.61(11) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 120.19(12) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
O1 C14 C15 117.11(11) . . ?
O1 C14 C13 125.39(12) . . ?
C15 C14 C13 117.49(11) . . ?
F1 C15 C16 118.91(11) . . ?
F1 C15 C14 117.89(11) . . ?
C16 C15 C14 123.20(11) . . ?
C15 C16 C11 119.29(11) . . ?
C15 C16 H16 120.4 . . ?
C11 C16 H16 120.4 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C3 C18 C19 115.58(10) . . ?
C3 C18 H18A 108.4 . . ?
C19 C18 H18A 108.4 . . ?
C3 C18 H18B 108.4 . . ?
C19 C18 H18B 108.4 . . ?
H18A C18 H18B 107.4 . . ?
C20 C19 C24 117.82(12) . . ?
C20 C19 C18 120.07(11) . . ?
C24 C19 C18 122.03(11) . . ?
C19 C20 C21 121.53(13) . . ?
C19 C20 H20 119.2 . . ?
C21 C20 H20 119.2 . . ?
C22 C21 C20 120.43(13) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
O2 C22 C21 126.63(14) . . ?
O2 C22 C23 116.09(14) . . ?
C21 C22 C23 117.27(13) . . ?
F2 C23 C24 118.93(14) . . ?
F2 C23 C22 117.94(13) . . ?
C24 C23 C22 123.13(14) . . ?
C23 C24 C19 119.82(13) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?
O2 C25 H25A 109.5 . . ?
O2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C5 C26 C27 112.70(9) . . ?
C5 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
C5 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C32 C27 C28 117.73(11) . . ?
C32 C27 C26 121.22(10) . . ?
C28 C27 C26 121.05(10) . . ?
C29 C28 C27 120.03(11) . . ?
C29 C28 H28 120.0 . . ?
C27 C28 H28 120.0 . . ?
F3 C29 C28 118.75(10) . . ?
F3 C29 C30 118.09(10) . . ?
C28 C29 C30 123.16(11) . . ?
O3 C30 C29 116.21(10) . . ?
O3 C30 C31 126.72(11) . . ?
C29 C30 C31 117.06(11) . . ?
C30 C31 C32 120.36(11) . . ?
C30 C31 H31 119.8 . . ?
C32 C31 H31 119.8 . . ?
C27 C32 C31 121.64(11) . . ?
C27 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
O3 C33 H33A 109.5 . . ?
O3 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O3 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C14 O1 C17 115.82(11) . . ?
C22 O2 C25 117.40(14) . . ?
C30 O3 C33 116.57(10) . . ?

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
C6 C1 C2 C3 3.36(17) . . . . ?
C10 C1 C2 C3 -177.55(10) . . . . ?
C6 C1 C2 C7 -175.19(11) . . . . ?
C10 C1 C2 C7 3.90(17) . . . . ?
C1 C2 C3 C4 -1.48(17) . . . . ?
C7 C2 C3 C4 177.08(11) . . . . ?
C1 C2 C3 C18 179.47(10) . . . . ?
C7 C2 C3 C18 -1.97(17) . . . . ?
C2 C3 C4 C5 0.13(17) . . . . ?
C18 C3 C4 C5 179.19(10) . . . . ?
C2 C3 C4 C8 -177.39(11) . . . . ?
C18 C3 C4 C8 1.67(16) . . . . ?
C3 C4 C5 C6 -0.66(16) . . . . ?
C8 C4 C5 C6 176.88(10) . . . . ?
C3 C4 C5 C26 -175.70(10) . . . . ?
C8 C4 C5 C26 1.84(16) . . . . ?
C4 C5 C6 C1 2.55(16) . . . . ?
C26 C5 C6 C1 177.61(10) . . . . ?
C4 C5 C6 C9 -175.86(10) . . . . ?
C26 C5 C6 C9 -0.80(15) . . . . ?
C2 C1 C6 C5 -3.90(16) . . . . ?
C10 C1 C6 C5 177.00(10) . . . . ?
C2 C1 C6 C9 174.49(10) . . . . ?
C10 C1 C6 C9 -4.62(16) . . . . ?
C6 C1 C10 C11 85.26(13) . . . . ?
C2 C1 C10 C11 -93.83(13) . . . . ?
C1 C10 C11 C12 -150.58(11) . . . . ?
C1 C10 C11 C16 31.65(16) . . . . ?
C16 C11 C12 C13 3.17(18) . . . . ?
C10 C11 C12 C13 -174.68(11) . . . . ?
C11 C12 C13 C14 -1.51(19) . . . . ?
C12 C13 C14 O1 180.00(12) . . . . ?
C12 C13 C14 C15 -1.36(18) . . . . ?
O1 C14 C15 F1 1.66(17) . . . . ?
C13 C14 C15 F1 -177.10(11) . . . . ?
O1 C14 C15 C16 -178.63(11) . . . . ?
C13 C14 C15 C16 2.61(19) . . . . ?
F1 C15 C16 C11 178.75(10) . . . . ?
C14 C15 C16 C11 -0.95(19) . . . . ?
C12 C11 C16 C15 -1.94(17) . . . . ?
C10 C11 C16 C15 175.87(11) . . . . ?
C4 C3 C18 C19 -85.55(14) . . . . ?
C2 C3 C18 C19 93.51(14) . . . . ?
C3 C18 C19 C20 -166.63(12) . . . . ?
C3 C18 C19 C24 16.86(18) . . . . ?
C24 C19 C20 C21 0.49(19) . . . . ?
C18 C19 C20 C21 -176.16(12) . . . . ?
C19 C20 C21 C22 0.1(2) . . . . ?
C20 C21 C22 O2 -179.78(14) . . . . ?
C20 C21 C22 C23 -0.2(2) . . . . ?
O2 C22 C23 F2 0.3(2) . . . . ?
C21 C22 C23 F2 -179.34(14) . . . . ?
O2 C22 C23 C24 179.41(15) . . . . ?
C21 C22 C23 C24 -0.2(2) . . . . ?
F2 C23 C24 C19 179.90(14) . . . . ?
C22 C23 C24 C19 0.8(2) . . . . ?
C20 C19 C24 C23 -0.9(2) . . . . ?
C18 C19 C24 C23 175.69(13) . . . . ?
C6 C5 C26 C27 -87.32(13) . . . . ?
C4 C5 C26 C27 87.76(13) . . . . ?
C5 C26 C27 C32 178.57(11) . . . . ?
C5 C26 C27 C28 -1.67(16) . . . . ?
C32 C27 C28 C29 -0.06(17) . . . . ?
C26 C27 C28 C29 -179.83(11) . . . . ?
C27 C28 C29 F3 179.56(10) . . . . ?
C27 C28 C29 C30 -0.50(18) . . . . ?
F3 C29 C30 O3 -0.76(16) . . . . ?
C28 C29 C30 O3 179.30(11) . . . . ?
F3 C29 C30 C31 -179.83(10) . . . . ?
C28 C29 C30 C31 0.23(18) . . . . ?
O3 C30 C31 C32 -178.36(11) . . . . ?
C29 C30 C31 C32 0.60(17) . . . . ?
C28 C27 C32 C31 0.89(17) . . . . ?
C26 C27 C32 C31 -179.34(11) . . . . ?
C30 C31 C32 C27 -1.18(18) . . . . ?
C15 C14 O1 C17 159.98(12) . . . . ?
C13 C14 O1 C17 -21.37(19) . . . . ?
C21 C22 O2 C25 3.2(2) . . . . ?
C23 C22 O2 C25 -176.33(15) . . . . ?
C29 C30 O3 C33 175.55(10) . . . . ?
C31 C30 O3 C33 -5.48(17) . . . . ?

_refine_diff_density_max         0.274
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.043

