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

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2224597'
loop_
_audit_author_name
_audit_author_address
'Lopamudra LOPAMUDRA GIRI'
;ICT Bhubaneswar
India
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H28 F N3 O6'
_chemical_formula_weight         533.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   6.404(1)
_cell_length_b                   30.891(1)
_cell_length_c                   13.379(1)
_cell_angle_alpha                90
_cell_angle_beta                 96.90(1)
_cell_angle_gamma                90
_cell_volume                     2627.6(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    27929
_cell_measurement_theta_min      2.503
_cell_measurement_theta_max      25.690

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   'SADABS, (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'PHOTON II CPAD'
_diffrn_reflns_number            27929
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.503
_diffrn_reflns_theta_max         25.690
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4958
_reflns_number_gt                3913
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0426P)²+1.0022P] 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         4958
_refine_ls_number_parameters     360
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1182
_refine_ls_wR_factor_gt          0.1093
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
F1 F 0.2475(3) 0.48527(4) 0.56861(12) 0.0925(5) Uani 1 1 d . . . . .
O1 O 0.8953(3) 0.34006(6) 0.71440(15) 0.0887(6) Uani 1 1 d . . . . .
O3 O 1.0412(2) 0.18824(5) 0.93576(13) 0.0626(4) Uani 1 1 d . . . . .
O2 O 0.4806(2) 0.09950(5) 0.95007(12) 0.0633(4) Uani 1 1 d . . . . .
O4 O 0.6754(2) 0.19551(5) 0.73841(10) 0.0523(3) Uani 1 1 d . . . . .
O5 O 0.3627(2) 0.16765(5) 0.75380(11) 0.0635(4) Uani 1 1 d . . . . .
O6 O 0.8915(2) 0.16728(6) 0.60580(12) 0.0705(5) Uani 1 1 d . . . . .
N1 N 0.5946(2) 0.23559(5) 0.91620(11) 0.0376(3) Uani 1 1 d . . . . .
N2 N 0.7645(2) 0.14309(5) 0.94641(11) 0.0413(4) Uani 1 1 d . . . . .
N3 N 1.0219(2) 0.12734(5) 0.84228(13) 0.0512(4) Uani 1 1 d . . . . .
H3A H 1.138962 0.133547 0.820216 0.061 Uiso 1 1 calc R U . . .
C1 C 0.5957(3) 0.38475(6) 0.70073(14) 0.0453(4) Uani 1 1 d . . . . .
C2 C 0.4079(3) 0.39710(6) 0.73454(15) 0.0517(5) Uani 1 1 d . . . . .
H2 H 0.360769 0.382371 0.788145 0.062 Uiso 1 1 calc R U . . .
C3 C 0.2899(4) 0.43090(7) 0.68994(16) 0.0580(5) Uani 1 1 d . . . . .
H3 H 0.163702 0.438943 0.712490 0.070 Uiso 1 1 calc R U . . .
C4 C 0.3635(4) 0.45213(6) 0.61198(17) 0.0609(6) Uani 1 1 d . . . . .
C5 C 0.5459(4) 0.44106(7) 0.57516(17) 0.0633(6) Uani 1 1 d . . . . .
H5 H 0.590888 0.456059 0.521386 0.076 Uiso 1 1 calc R U . . .
C6 C 0.6617(4) 0.40718(7) 0.61958(15) 0.0546(5) Uani 1 1 d . . . . .
H6 H 0.785900 0.399084 0.595133 0.065 Uiso 1 1 calc R U . . .
C7 C 0.7285(3) 0.34825(7) 0.74521(15) 0.0520(5) Uani 1 1 d . . . . .
C8 C 0.6538(3) 0.32100(6) 0.82861(14) 0.0435(4) Uani 1 1 d . . . . .
H8 H 0.602866 0.340607 0.877931 0.052 Uiso 1 1 calc R U . . .
C9 C 0.4723(3) 0.29092(6) 0.78826(14) 0.0463(4) Uani 1 1 d . . . . .
H9A H 0.352170 0.308258 0.761419 0.056 Uiso 1 1 calc R U . . .
H9B H 0.514774 0.273607 0.733699 0.056 Uiso 1 1 calc R U . . .
C10 C 0.4083(3) 0.26120(6) 0.86934(14) 0.0445(4) Uani 1 1 d . . . . .
H10A H 0.351706 0.278226 0.920737 0.053 Uiso 1 1 calc R U . . .
H10B H 0.299294 0.241572 0.840266 0.053 Uiso 1 1 calc R U . . .
C11 C 0.7606(3) 0.26603(6) 0.96275(14) 0.0435(4) Uani 1 1 d . . . . .
H11A H 0.878263 0.249695 0.996121 0.052 Uiso 1 1 calc R U . . .
H11B H 0.703951 0.283878 1.012725 0.052 Uiso 1 1 calc R U . . .
C12 C 0.8345(3) 0.29438(6) 0.88219(14) 0.0449(4) Uani 1 1 d . . . . .
H12A H 0.894440 0.276416 0.833451 0.054 Uiso 1 1 calc R U . . .
H12B H 0.943606 0.313717 0.912420 0.054 Uiso 1 1 calc R U . . .
C13 C 0.5271(3) 0.20301(6) 0.98865(14) 0.0439(4) Uani 1 1 d . . . . .
H13A H 0.405409 0.187591 0.956223 0.053 Uiso 1 1 calc R U . . .
H13B H 0.483810 0.218241 1.046133 0.053 Uiso 1 1 calc R U . . .
C14 C 0.6946(3) 0.17031(6) 1.02612(14) 0.0454(4) Uani 1 1 d . . . . .
H14A H 0.815306 0.185640 1.059811 0.055 Uiso 1 1 calc R U . . .
H14B H 0.640276 0.151759 1.075477 0.055 Uiso 1 1 calc R U . . .
C22 C 0.9502(3) 0.15478(6) 0.90894(15) 0.0463(5) Uani 1 1 d . . . . .
C21 C 0.9199(3) 0.09004(6) 0.80722(14) 0.0465(4) Uani 1 1 d . . . . .
C20 C 1.0040(4) 0.06324(7) 0.73848(17) 0.0625(6) Uani 1 1 d . . . . .
H20 H 1.132596 0.069932 0.716538 0.075 Uiso 1 1 calc R U . . .
C19 C 0.8961(5) 0.02696(8) 0.7034(2) 0.0768(7) Uani 1 1 d . . . . .
H19 H 0.951491 0.009235 0.656990 0.092 Uiso 1 1 calc R U . . .
C18 C 0.7060(5) 0.01634(8) 0.7361(2) 0.0819(8) Uani 1 1 d . . . . .
H18 H 0.634000 -0.008318 0.711523 0.098 Uiso 1 1 calc R U . . .
C17 C 0.6237(4) 0.04215(7) 0.80480(18) 0.0654(6) Uani 1 1 d . . . . .
H17 H 0.496531 0.034758 0.827312 0.078 Uiso 1 1 calc R U . . .
C16 C 0.7291(3) 0.07934(6) 0.84108(14) 0.0467(5) Uani 1 1 d . . . . .
C15 C 0.6440(3) 0.10685(6) 0.91543(15) 0.0458(4) Uani 1 1 d . . . . .
C23 C 0.5379(3) 0.14368(6) 0.61787(13) 0.0420(4) Uani 1 1 d . . . . .
C24 C 0.7248(3) 0.14226(7) 0.57349(14) 0.0501(5) Uani 1 1 d . . . . .
C25 C 0.7426(4) 0.11382(9) 0.49422(16) 0.0697(7) Uani 1 1 d . . . . .
H25 H 0.868348 0.112082 0.466152 0.084 Uiso 1 1 calc R U . . .
C26 C 0.5761(5) 0.08847(9) 0.45755(19) 0.0779(7) Uani 1 1 d . . . . .
H26 H 0.590288 0.069260 0.405268 0.093 Uiso 1 1 calc R U . . .
C27 C 0.3876(4) 0.09098(8) 0.49698(18) 0.0724(7) Uani 1 1 d . . . . .
H27 H 0.273176 0.074440 0.469932 0.087 Uiso 1 1 calc R U . . .
C28 C 0.3703(3) 0.11830(7) 0.57700(15) 0.0552(5) Uani 1 1 d . . . . .
H28 H 0.243533 0.119755 0.604208 0.066 Uiso 1 1 calc R U . . .
C29 C 0.5200(3) 0.17069(6) 0.70911(13) 0.0428(4) Uani 1 1 d . . . . .
H1 H 0.644(3) 0.2214(6) 0.8602(15) 0.049(5) Uiso 1 1 d . . . . .
H6A H 0.841(5) 0.1838(9) 0.662(2) 0.106(10) 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
F1 C4 1.354(2) . ?
O1 C7 1.217(2) . ?
O3 C22 1.219(2) . ?
O2 C15 1.216(2) . ?
O4 C29 1.280(2) . ?
O5 C29 1.235(2) . ?
O6 C24 1.346(3) . ?
O6 H6A 1.00(3) . ?
N1 C13 1.497(2) . ?
N1 C11 1.498(2) . ?
N1 C10 1.504(2) . ?
N1 H1 0.95(2) . ?
N2 C22 1.392(2) . ?
N2 C15 1.394(2) . ?
N2 C14 1.470(2) . ?
N3 C22 1.350(3) . ?
N3 C21 1.379(2) . ?
N3 H3A 0.8600 . ?
C1 C2 1.388(3) . ?
C1 C6 1.396(3) . ?
C1 C7 1.492(3) . ?
C2 C3 1.382(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.363(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(3) . ?
C5 C6 1.376(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.520(3) . ?
C8 C12 1.526(3) . ?
C8 C9 1.535(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.515(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.508(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.514(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C21 C20 1.393(3) . ?
C21 C16 1.393(3) . ?
C20 C19 1.369(3) . ?
C20 H20 0.9300 . ?
C19 C18 1.382(4) . ?
C19 H19 0.9300 . ?
C18 C17 1.369(4) . ?
C18 H18 0.9300 . ?
C17 C16 1.390(3) . ?
C17 H17 0.9300 . ?
C16 C15 1.462(3) . ?
C23 C28 1.387(3) . ?
C23 C24 1.400(3) . ?
C23 C29 1.494(3) . ?
C24 C25 1.392(3) . ?
C25 C26 1.366(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.377(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C24 O6 H6A 102.6(17) . . ?
C13 N1 C11 113.50(14) . . ?
C13 N1 C10 110.30(13) . . ?
C11 N1 C10 109.32(14) . . ?
C13 N1 H1 110.3(12) . . ?
C11 N1 H1 109.4(12) . . ?
C10 N1 H1 103.5(11) . . ?
C22 N2 C15 124.57(16) . . ?
C22 N2 C14 117.42(15) . . ?
C15 N2 C14 117.99(15) . . ?
C22 N3 C21 124.39(16) . . ?
C22 N3 H3A 117.8 . . ?
C21 N3 H3A 117.8 . . ?
C2 C1 C6 118.17(19) . . ?
C2 C1 C7 123.52(17) . . ?
C6 C1 C7 118.30(18) . . ?
C3 C2 C1 121.16(19) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C3 C2 118.2(2) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
F1 C4 C3 118.0(2) . . ?
F1 C4 C5 119.0(2) . . ?
C3 C4 C5 123.0(2) . . ?
C4 C5 C6 118.3(2) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C5 C6 C1 121.1(2) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
O1 C7 C1 120.22(19) . . ?
O1 C7 C8 119.99(19) . . ?
C1 C7 C8 119.78(17) . . ?
C7 C8 C12 110.83(16) . . ?
C7 C8 C9 111.66(16) . . ?
C12 C8 C9 109.78(15) . . ?
C7 C8 H8 108.2 . . ?
C12 C8 H8 108.2 . . ?
C9 C8 H8 108.2 . . ?
C10 C9 C8 111.95(15) . . ?
C10 C9 H9A 109.2 . . ?
C8 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
C8 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
N1 C10 C9 110.37(15) . . ?
N1 C10 H10A 109.6 . . ?
C9 C10 H10A 109.6 . . ?
N1 C10 H10B 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
N1 C11 C12 109.59(14) . . ?
N1 C11 H11A 109.8 . . ?
C12 C11 H11A 109.8 . . ?
N1 C11 H11B 109.8 . . ?
C12 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
C11 C12 C8 111.30(15) . . ?
C11 C12 H12A 109.4 . . ?
C8 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C8 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
N1 C13 C14 114.48(14) . . ?
N1 C13 H13A 108.6 . . ?
C14 C13 H13A 108.6 . . ?
N1 C13 H13B 108.6 . . ?
C14 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
N2 C14 C13 114.01(15) . . ?
N2 C14 H14A 108.7 . . ?
C13 C14 H14A 108.7 . . ?
N2 C14 H14B 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
O3 C22 N3 122.55(17) . . ?
O3 C22 N2 120.86(18) . . ?
N3 C22 N2 116.59(17) . . ?
N3 C21 C20 121.09(18) . . ?
N3 C21 C16 119.06(18) . . ?
C20 C21 C16 119.85(19) . . ?
C19 C20 C21 119.5(2) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C20 C19 C18 120.9(2) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C17 C18 C19 120.0(2) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C16 C21 119.4(2) . . ?
C17 C16 C15 120.85(19) . . ?
C21 C16 C15 119.76(17) . . ?
O2 C15 N2 120.51(19) . . ?
O2 C15 C16 123.98(18) . . ?
N2 C15 C16 115.51(16) . . ?
C28 C23 C24 118.40(18) . . ?
C28 C23 C29 120.39(17) . . ?
C24 C23 C29 121.18(17) . . ?
O6 C24 C25 118.20(19) . . ?
O6 C24 C23 122.09(18) . . ?
C25 C24 C23 119.7(2) . . ?
C26 C25 C24 120.2(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 120.9(2) . . ?
C25 C26 H26 119.6 . . ?
C27 C26 H26 119.6 . . ?
C26 C27 C28 119.2(2) . . ?
C26 C27 H27 120.4 . . ?
C28 C27 H27 120.4 . . ?
C27 C28 C23 121.5(2) . . ?
C27 C28 H28 119.3 . . ?
C23 C28 H28 119.3 . . ?
O5 C29 O4 123.14(17) . . ?
O5 C29 C23 120.00(17) . . ?
O4 C29 C23 116.84(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.6(3) . . . . ?
C7 C1 C2 C3 -179.34(19) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C2 C3 C4 F1 -179.90(19) . . . . ?
C2 C3 C4 C5 1.1(3) . . . . ?
F1 C4 C5 C6 -179.64(19) . . . . ?
C3 C4 C5 C6 -0.7(4) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C2 C1 C6 C5 1.0(3) . . . . ?
C7 C1 C6 C5 179.87(19) . . . . ?
C2 C1 C7 O1 -177.4(2) . . . . ?
C6 C1 C7 O1 3.9(3) . . . . ?
C2 C1 C7 C8 3.2(3) . . . . ?
C6 C1 C7 C8 -175.57(17) . . . . ?
O1 C7 C8 C12 16.2(3) . . . . ?
C1 C7 C8 C12 -164.39(17) . . . . ?
O1 C7 C8 C9 -106.5(2) . . . . ?
C1 C7 C8 C9 72.9(2) . . . . ?
C7 C8 C9 C10 175.56(16) . . . . ?
C12 C8 C9 C10 52.2(2) . . . . ?
C13 N1 C10 C9 -174.16(15) . . . . ?
C11 N1 C10 C9 60.36(19) . . . . ?
C8 C9 C10 N1 -55.9(2) . . . . ?
C13 N1 C11 C12 174.07(15) . . . . ?
C10 N1 C11 C12 -62.33(19) . . . . ?
N1 C11 C12 C8 60.0(2) . . . . ?
C7 C8 C12 C11 -178.03(15) . . . . ?
C9 C8 C12 C11 -54.2(2) . . . . ?
C11 N1 C13 C14 -67.2(2) . . . . ?
C10 N1 C13 C14 169.73(15) . . . . ?
C22 N2 C14 C13 98.66(19) . . . . ?
C15 N2 C14 C13 -82.97(19) . . . . ?
N1 C13 C14 N2 -62.0(2) . . . . ?
C21 N3 C22 O3 -177.52(19) . . . . ?
C21 N3 C22 N2 2.4(3) . . . . ?
C15 N2 C22 O3 176.01(17) . . . . ?
C14 N2 C22 O3 -5.7(3) . . . . ?
C15 N2 C22 N3 -3.9(3) . . . . ?
C14 N2 C22 N3 174.31(15) . . . . ?
C22 N3 C21 C20 -179.87(19) . . . . ?
C22 N3 C21 C16 0.5(3) . . . . ?
N3 C21 C20 C19 -178.5(2) . . . . ?
C16 C21 C20 C19 1.2(3) . . . . ?
C21 C20 C19 C18 -0.7(4) . . . . ?
C20 C19 C18 C17 -0.3(4) . . . . ?
C19 C18 C17 C16 0.8(4) . . . . ?
C18 C17 C16 C21 -0.3(3) . . . . ?
C18 C17 C16 C15 -179.2(2) . . . . ?
N3 C21 C16 C17 178.96(18) . . . . ?
C20 C21 C16 C17 -0.7(3) . . . . ?
N3 C21 C16 C15 -2.1(3) . . . . ?
C20 C21 C16 C15 178.24(18) . . . . ?
C22 N2 C15 O2 -178.07(17) . . . . ?
C14 N2 C15 O2 3.7(3) . . . . ?
C22 N2 C15 C16 2.4(2) . . . . ?
C14 N2 C15 C16 -175.86(15) . . . . ?
C17 C16 C15 O2 0.1(3) . . . . ?
C21 C16 C15 O2 -178.80(19) . . . . ?
C17 C16 C15 N2 179.66(18) . . . . ?
C21 C16 C15 N2 0.7(2) . . . . ?
C28 C23 C24 O6 177.04(18) . . . . ?
C29 C23 C24 O6 -4.9(3) . . . . ?
C28 C23 C24 C25 -3.9(3) . . . . ?
C29 C23 C24 C25 174.20(18) . . . . ?
O6 C24 C25 C26 -178.6(2) . . . . ?
C23 C24 C25 C26 2.3(3) . . . . ?
C24 C25 C26 C27 1.0(4) . . . . ?
C25 C26 C27 C28 -2.5(4) . . . . ?
C26 C27 C28 C23 0.8(4) . . . . ?
C24 C23 C28 C27 2.4(3) . . . . ?
C29 C23 C28 C27 -175.7(2) . . . . ?
C28 C23 C29 O5 6.4(3) . . . . ?
C24 C23 C29 O5 -171.66(18) . . . . ?
C28 C23 C29 O4 -175.32(17) . . . . ?
C24 C23 C29 O4 6.7(3) . . . . ?

_refine_diff_density_max         0.172
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.033

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2224599'
loop_
_audit_author_name
_audit_author_address
'Lopamudra LOPAMUDRA GIRI'
;ICT Bhubaneswar
India
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H30 F N3 O6'
_chemical_formula_weight         535.56

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   6.370(1)
_cell_length_b                   30.874(1)
_cell_length_c                   13.252(1)
_cell_angle_alpha                90
_cell_angle_beta                 97.03(1)
_cell_angle_gamma                90
_cell_volume                     2586.7(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    41027
_cell_measurement_theta_min      2.513
_cell_measurement_theta_max      25.692

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.102
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_process_details   'SADABS, (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'PHOTON II CPAD'
_diffrn_reflns_number            41027
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.513
_diffrn_reflns_theta_max         25.692
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4904
_reflns_number_gt                4511
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0368P)²+1.2505P] 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         4904
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0891
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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
F1 F -0.26729(14) 0.48322(3) 0.56375(6) 0.0292(2) Uani 1 1 d . . . . .
O2 O 0.55899(15) 0.18494(3) 0.92778(8) 0.0254(2) Uani 1 1 d . . . . .
O3 O -0.01276(14) 0.09777(3) 0.94394(7) 0.0216(2) Uani 1 1 d . . . . .
O4 O 0.18076(14) 0.19024(3) 0.73175(7) 0.0199(2) Uani 1 1 d . . . . .
O5 O -0.14003(15) 0.16278(3) 0.73948(7) 0.0229(2) Uani 1 1 d . . . . .
O1 O 0.42654(16) 0.34655(3) 0.71967(8) 0.0290(2) Uani 1 1 d . . . . .
N1 N 0.11675(16) 0.23417(3) 0.90868(8) 0.0146(2) Uani 1 1 d . . . . .
N2 N 0.27750(16) 0.14032(3) 0.94043(8) 0.0163(2) Uani 1 1 d . . . . .
N3 N 0.53890(17) 0.12273(4) 0.83753(9) 0.0198(2) Uani 1 1 d . . . . .
C12 C -0.0047(2) 0.29091(4) 0.78167(10) 0.0178(3) Uani 1 1 d . . . . .
H12A H -0.125721 0.308108 0.754046 0.021 Uiso 1 1 calc R U . . .
H12B H 0.040920 0.273936 0.726736 0.021 Uiso 1 1 calc R U . . .
C13 C 0.0450(2) 0.20178(4) 0.98216(10) 0.0166(3) Uani 1 1 d . . . . .
H13A H -0.078822 0.186832 0.949244 0.020 Uiso 1 1 calc R U . . .
H13B H 0.002922 0.217268 1.040110 0.020 Uiso 1 1 calc R U . . .
C10 C 0.28834(19) 0.26383(4) 0.95655(9) 0.0164(3) Uani 1 1 d . . . . .
H10A H 0.407548 0.246787 0.986930 0.020 Uiso 1 1 calc R U . . .
H10B H 0.235753 0.280699 1.009882 0.020 Uiso 1 1 calc R U . . .
C9 C 0.3597(2) 0.29404(4) 0.87693(10) 0.0168(3) Uani 1 1 d . . . . .
H9A H 0.419474 0.277106 0.825805 0.020 Uiso 1 1 calc R U . . .
H9B H 0.469310 0.313115 0.908843 0.020 Uiso 1 1 calc R U . . .
C7 C 0.2507(2) 0.35087(4) 0.74531(10) 0.0187(3) Uani 1 1 d . . . . .
C11 C -0.06899(19) 0.26068(4) 0.86328(10) 0.0168(3) Uani 1 1 d . . . . .
H11A H -0.122922 0.277558 0.916219 0.020 Uiso 1 1 calc R U . . .
H11B H -0.180911 0.241580 0.833735 0.020 Uiso 1 1 calc R U . . .
C6 C -0.0865(2) 0.39588(4) 0.73296(10) 0.0184(3) Uani 1 1 d . . . . .
H6 H -0.130160 0.380542 0.787079 0.022 Uiso 1 1 calc R U . . .
C16 C 0.4357(2) 0.08498(4) 0.80442(10) 0.0180(3) Uani 1 1 d . . . . .
C14 C 0.2102(2) 0.16840(4) 1.02023(10) 0.0176(3) Uani 1 1 d . . . . .
H14A H 0.333290 0.183324 1.053912 0.021 Uiso 1 1 calc R U . . .
H14B H 0.153965 0.150360 1.070517 0.021 Uiso 1 1 calc R U . . .
C1 C 0.1066(2) 0.38576(4) 0.69869(10) 0.0171(3) Uani 1 1 d . . . . .
C22 C 0.1539(2) 0.10417(4) 0.90996(10) 0.0169(3) Uani 1 1 d . . . . .
C8 C 0.1763(2) 0.32122(4) 0.82579(10) 0.0163(3) Uani 1 1 d . . . . .
H8 H 0.123755 0.339418 0.877875 0.020 Uiso 1 1 calc R U . . .
C3 C 0.0454(2) 0.44196(4) 0.57111(10) 0.0220(3) Uani 1 1 d . . . . .
H3 H 0.087859 0.457576 0.517125 0.026 Uiso 1 1 calc R U . . .
C4 C -0.1436(2) 0.45106(4) 0.60768(10) 0.0207(3) Uani 1 1 d . . . . .
C23 C 0.0543(2) 0.13640(4) 0.61057(9) 0.0168(3) Uani 1 1 d . . . . .
C21 C 0.2414(2) 0.07532(4) 0.83753(10) 0.0175(3) Uani 1 1 d . . . . .
C5 C -0.2136(2) 0.42858(4) 0.68704(10) 0.0203(3) Uani 1 1 d . . . . .
H5 H -0.342870 0.435169 0.709229 0.024 Uiso 1 1 calc R U . . .
C26 C 0.1004(2) 0.08003(5) 0.45014(11) 0.0293(3) Uani 1 1 d . . . . .
H26 H 0.116343 0.060957 0.397297 0.035 Uiso 1 1 calc R U . . .
C24 C 0.2497(2) 0.13176(5) 0.57440(10) 0.0202(3) Uani 1 1 d . . . . .
H24 H 0.365489 0.147657 0.603630 0.024 Uiso 1 1 calc R U . . .
C18 C 0.4132(2) 0.02031(5) 0.70392(11) 0.0262(3) Uani 1 1 d . . . . .
H18 H 0.469858 0.001839 0.658864 0.031 Uiso 1 1 calc R U . . .
C25 C 0.2719(2) 0.10354(5) 0.49500(11) 0.0258(3) Uani 1 1 d . . . . .
H25 H 0.402995 0.100380 0.471743 0.031 Uiso 1 1 calc R U . . .
C29 C 0.02912(19) 0.16536(4) 0.70040(9) 0.0163(3) Uani 1 1 d . . . . .
C2 C 0.1700(2) 0.40903(4) 0.61680(10) 0.0190(3) Uani 1 1 d . . . . .
H2 H 0.297307 0.402242 0.592912 0.023 Uiso 1 1 calc R U . . .
C15 C 0.4665(2) 0.15133(4) 0.90243(10) 0.0185(3) Uani 1 1 d . . . . .
C17 C 0.5229(2) 0.05702(5) 0.73794(10) 0.0227(3) Uani 1 1 d . . . . .
H17 H 0.653715 0.063101 0.716842 0.027 Uiso 1 1 calc R U . . .
C20 C 0.1334(2) 0.03764(4) 0.80323(10) 0.0220(3) Uani 1 1 d . . . . .
H20 H 0.004495 0.030916 0.825641 0.026 Uiso 1 1 calc R U . . .
C27 C -0.0958(2) 0.08505(5) 0.48438(11) 0.0287(3) Uani 1 1 d . . . . .
H27 H -0.212145 0.069714 0.453702 0.034 Uiso 1 1 calc R U . . .
C28 C -0.1178(2) 0.11293(5) 0.56426(10) 0.0223(3) Uani 1 1 d . . . . .
H28 H -0.249143 0.116022 0.587269 0.027 Uiso 1 1 calc R U . . .
C19 C 0.2180(2) 0.01048(5) 0.73618(11) 0.0266(3) Uani 1 1 d . . . . .
H19 H 0.145274 -0.014345 0.712474 0.032 Uiso 1 1 calc R U . . .
O6W O 0.54608(18) 0.22397(4) 0.66618(8) 0.0276(2) Uani 1 1 d . . . . .
H1 H 0.159(2) 0.2189(5) 0.8523(12) 0.024(4) Uiso 1 1 d . . . . .
H6A H 0.428(4) 0.2137(7) 0.6842(16) 0.051(6) Uiso 1 1 d . . . . .
H3A H 0.656(3) 0.1306(5) 0.8137(13) 0.030(4) Uiso 1 1 d . . . . .
H6B H 0.645(3) 0.2053(7) 0.6918(15) 0.047(6) 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
F1 C4 1.3536(16) . ?
O2 C15 1.2200(17) . ?
O3 C22 1.2191(16) . ?
O4 C29 1.2638(16) . ?
O5 C29 1.2539(16) . ?
O1 C7 1.2172(16) . ?
N1 C11 1.5025(16) . ?
N1 C10 1.5054(16) . ?
N1 C13 1.5054(16) . ?
N1 H1 0.950(17) . ?
N2 C22 1.3967(17) . ?
N2 C15 1.4023(16) . ?
N2 C14 1.4714(17) . ?
N3 C15 1.3527(18) . ?
N3 C16 1.3829(18) . ?
N3 H3A 0.879(18) . ?
C12 C11 1.5221(18) . ?
C12 C8 1.5433(17) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.5143(18) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C10 C9 1.5188(18) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C9 C8 1.5279(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C7 C1 1.4986(18) . ?
C7 C8 1.5244(18) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C6 C5 1.3873(19) . ?
C6 C1 1.3975(19) . ?
C6 H6 0.9300 . ?
C16 C21 1.3955(18) . ?
C16 C17 1.3963(19) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C1 C2 1.4015(18) . ?
C22 C21 1.4684(19) . ?
C8 H8 0.9800 . ?
C3 C4 1.381(2) . ?
C3 C2 1.383(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.3790(19) . ?
C23 C28 1.3922(19) . ?
C23 C24 1.3951(18) . ?
C23 C29 1.5129(18) . ?
C21 C20 1.3988(19) . ?
C5 H5 0.9300 . ?
C26 C25 1.384(2) . ?
C26 C27 1.389(2) . ?
C26 H26 0.9300 . ?
C24 C25 1.387(2) . ?
C24 H24 0.9300 . ?
C18 C17 1.378(2) . ?
C18 C19 1.397(2) . ?
C18 H18 0.9300 . ?
C25 H25 0.9300 . ?
C2 H2 0.9300 . ?
C17 H17 0.9300 . ?
C20 C19 1.379(2) . ?
C20 H20 0.9300 . ?
C27 C28 1.385(2) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C19 H19 0.9300 . ?
O6W H6A 0.87(2) . ?
O6W H6B 0.89(2) . ?

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
C11 N1 C10 109.44(10) . . ?
C11 N1 C13 109.53(9) . . ?
C10 N1 C13 113.20(10) . . ?
C11 N1 H1 104.0(10) . . ?
C10 N1 H1 111.7(10) . . ?
C13 N1 H1 108.5(10) . . ?
C22 N2 C15 124.62(11) . . ?
C22 N2 C14 118.36(10) . . ?
C15 N2 C14 117.00(11) . . ?
C15 N3 C16 124.48(11) . . ?
C15 N3 H3A 114.8(11) . . ?
C16 N3 H3A 120.6(11) . . ?
C11 C12 C8 110.86(10) . . ?
C11 C12 H12A 109.5 . . ?
C8 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
N1 C13 C14 114.45(10) . . ?
N1 C13 H13A 108.6 . . ?
C14 C13 H13A 108.6 . . ?
N1 C13 H13B 108.6 . . ?
C14 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
N1 C10 C9 110.15(10) . . ?
N1 C10 H10A 109.6 . . ?
C9 C10 H10A 109.6 . . ?
N1 C10 H10B 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C10 C9 C8 111.58(10) . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
O1 C7 C1 120.13(12) . . ?
O1 C7 C8 120.34(12) . . ?
C1 C7 C8 119.52(11) . . ?
N1 C11 C12 110.57(10) . . ?
N1 C11 H11A 109.5 . . ?
C12 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C5 C6 C1 120.66(12) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N3 C16 C21 119.07(12) . . ?
N3 C16 C17 120.73(12) . . ?
C21 C16 C17 120.20(13) . . ?
N2 C14 C13 114.41(10) . . ?
N2 C14 H14A 108.7 . . ?
C13 C14 H14A 108.7 . . ?
N2 C14 H14B 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C6 C1 C2 119.05(12) . . ?
C6 C1 C7 123.08(12) . . ?
C2 C1 C7 117.87(12) . . ?
O3 C22 N2 120.56(12) . . ?
O3 C22 C21 124.08(12) . . ?
N2 C22 C21 115.36(11) . . ?
C7 C8 C9 110.72(10) . . ?
C7 C8 C12 112.39(10) . . ?
C9 C8 C12 109.28(10) . . ?
C7 C8 H8 108.1 . . ?
C9 C8 H8 108.1 . . ?
C12 C8 H8 108.1 . . ?
C4 C3 C2 118.32(13) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?
F1 C4 C5 118.14(12) . . ?
F1 C4 C3 119.01(12) . . ?
C5 C4 C3 122.85(13) . . ?
C28 C23 C24 118.85(12) . . ?
C28 C23 C29 120.06(12) . . ?
C24 C23 C29 121.07(12) . . ?
C16 C21 C20 119.71(12) . . ?
C16 C21 C22 119.87(12) . . ?
C20 C21 C22 120.40(12) . . ?
C4 C5 C6 118.35(13) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C25 C26 C27 119.71(13) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C25 C24 C23 120.23(13) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C17 C18 C19 120.90(13) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C26 C25 C24 120.47(13) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
O5 C29 O4 124.31(12) . . ?
O5 C29 C23 117.81(12) . . ?
O4 C29 C23 117.87(11) . . ?
C3 C2 C1 120.76(13) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
O2 C15 N3 122.64(12) . . ?
O2 C15 N2 120.95(12) . . ?
N3 C15 N2 116.41(12) . . ?
C18 C17 C16 119.33(13) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C19 C20 C21 119.98(13) . . ?
C19 C20 H20 120.0 . . ?
C21 C20 H20 120.0 . . ?
C28 C27 C26 119.88(13) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C27 C28 C23 120.85(13) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
C20 C19 C18 119.87(13) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
H6A O6W H6B 104.6(18) . . ?

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
C11 N1 C13 C14 170.69(10) . . . . ?
C10 N1 C13 C14 -66.88(14) . . . . ?
C11 N1 C10 C9 -60.24(13) . . . . ?
C13 N1 C10 C9 177.28(10) . . . . ?
N1 C10 C9 C8 58.53(13) . . . . ?
C10 N1 C11 C12 60.46(13) . . . . ?
C13 N1 C11 C12 -174.89(10) . . . . ?
C8 C12 C11 N1 -58.15(13) . . . . ?
C15 N3 C16 C21 1.25(19) . . . . ?
C15 N3 C16 C17 -179.41(12) . . . . ?
C22 N2 C14 C13 -83.34(14) . . . . ?
C15 N2 C14 C13 98.48(13) . . . . ?
N1 C13 C14 N2 -62.49(14) . . . . ?
C5 C6 C1 C2 -0.24(19) . . . . ?
C5 C6 C1 C7 179.89(12) . . . . ?
O1 C7 C1 C6 -172.13(13) . . . . ?
C8 C7 C1 C6 7.19(19) . . . . ?
O1 C7 C1 C2 8.00(19) . . . . ?
C8 C7 C1 C2 -172.67(11) . . . . ?
C15 N2 C22 O3 -177.19(12) . . . . ?
C14 N2 C22 O3 4.78(17) . . . . ?
C15 N2 C22 C21 3.82(17) . . . . ?
C14 N2 C22 C21 -174.21(10) . . . . ?
O1 C7 C8 C9 9.99(17) . . . . ?
C1 C7 C8 C9 -169.34(11) . . . . ?
O1 C7 C8 C12 -112.53(14) . . . . ?
C1 C7 C8 C12 68.14(15) . . . . ?
C10 C9 C8 C7 -179.28(10) . . . . ?
C10 C9 C8 C12 -54.97(13) . . . . ?
C11 C12 C8 C7 177.85(10) . . . . ?
C11 C12 C8 C9 54.52(14) . . . . ?
C2 C3 C4 F1 179.99(11) . . . . ?
C2 C3 C4 C5 -0.5(2) . . . . ?
N3 C16 C21 C20 178.85(12) . . . . ?
C17 C16 C21 C20 -0.49(19) . . . . ?
N3 C16 C21 C22 -2.59(18) . . . . ?
C17 C16 C21 C22 178.07(12) . . . . ?
O3 C22 C21 C16 -178.76(12) . . . . ?
N2 C22 C21 C16 0.19(17) . . . . ?
O3 C22 C21 C20 -0.21(19) . . . . ?
N2 C22 C21 C20 178.74(11) . . . . ?
F1 C4 C5 C6 -179.38(11) . . . . ?
C3 C4 C5 C6 1.1(2) . . . . ?
C1 C6 C5 C4 -0.69(19) . . . . ?
C28 C23 C24 C25 -1.3(2) . . . . ?
C29 C23 C24 C25 177.00(12) . . . . ?
C27 C26 C25 C24 0.5(2) . . . . ?
C23 C24 C25 C26 0.7(2) . . . . ?
C28 C23 C29 O5 9.65(18) . . . . ?
C24 C23 C29 O5 -168.62(12) . . . . ?
C28 C23 C29 O4 -171.05(12) . . . . ?
C24 C23 C29 O4 10.68(18) . . . . ?
C4 C3 C2 C1 -0.52(19) . . . . ?
C6 C1 C2 C3 0.87(19) . . . . ?
C7 C1 C2 C3 -179.26(12) . . . . ?
C16 N3 C15 O2 -177.90(13) . . . . ?
C16 N3 C15 N2 2.47(19) . . . . ?
C22 N2 C15 O2 175.20(12) . . . . ?
C14 N2 C15 O2 -6.75(18) . . . . ?
C22 N2 C15 N3 -5.16(18) . . . . ?
C14 N2 C15 N3 172.89(11) . . . . ?
C19 C18 C17 C16 -0.9(2) . . . . ?
N3 C16 C17 C18 -178.05(12) . . . . ?
C21 C16 C17 C18 1.28(19) . . . . ?
C16 C21 C20 C19 -0.66(19) . . . . ?
C22 C21 C20 C19 -179.22(12) . . . . ?
C25 C26 C27 C28 -1.1(2) . . . . ?
C26 C27 C28 C23 0.5(2) . . . . ?
C24 C23 C28 C27 0.7(2) . . . . ?
C29 C23 C28 C27 -177.60(13) . . . . ?
C21 C20 C19 C18 1.0(2) . . . . ?
C17 C18 C19 C20 -0.2(2) . . . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.038

####################################################################### 
# 
# 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_Ket_MR_2HBA_0m_a_a
_database_code_depnum_ccdc_archive 'CCDC 2224598'
loop_
_audit_author_name
_audit_author_address
'Lopamudra LOPAMUDRA GIRI'
;ICT Bhubaneswar
India
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H23 F N3 O3,C12 H9 N3 O,C7 H5 O3'
_chemical_formula_sum            'C41 H37 F N6 O7'
_chemical_formula_weight         744.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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                   6.905(2)
_cell_length_b                   12.968(5)
_cell_length_c                   39.979(1)
_cell_angle_alpha                90
_cell_angle_beta                 90.23(1)
_cell_angle_gamma                90
_cell_volume                     3580.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    284(2)
_cell_measurement_reflns_used    5617
_cell_measurement_theta_min      0.974
_cell_measurement_theta_max      0.978

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_F_000             1560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.974
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      284(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27670
_diffrn_reflns_av_unetI/netI     0.0374
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_theta_min         2.573
_diffrn_reflns_theta_max         26.386
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7350
_reflns_number_gt                5617
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²+0.6563P] 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         7319
_refine_ls_number_parameters     510
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0706
_refine_ls_R_factor_gt           0.0512
_refine_ls_wR_factor_ref         0.1712
_refine_ls_wR_factor_gt          0.1543
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
O4 O 1.0551(2) 0.57493(11) 0.77853(4) 0.0491(4) Uani 1 1 d . . . . .
O7 O 0.6563(2) 0.45307(11) 0.53198(4) 0.0511(4) Uani 1 1 d . . . . .
O6 O 1.2672(2) 0.68466(12) 0.81605(4) 0.0534(4) Uani 1 1 d . . . . .
H6 H 1.239959 0.644037 0.801033 0.080 Uiso 1 1 calc R U . . .
N6 N 0.6913(2) 0.59567(12) 0.49958(4) 0.0399(4) Uani 1 1 d . . . . .
O1 O -0.1028(2) 0.31853(15) 0.82334(4) 0.0652(5) Uani 1 1 d . . . . .
O5 O 0.7415(2) 0.56004(15) 0.78886(4) 0.0693(5) Uani 1 1 d . . . . .
N2 N 0.1636(2) 0.34088(12) 0.79149(4) 0.0389(4) Uani 1 1 d . . . . .
O2 O 0.4369(2) 0.36188(17) 0.76042(4) 0.0724(5) Uani 1 1 d . . . . .
N3 N -0.0439(2) 0.43096(13) 0.73028(4) 0.0390(4) Uani 1 1 d . . . . .
F1 F -0.5316(3) 0.76143(15) 0.54799(5) 0.0970(6) Uani 1 1 d . . . . .
N1 N 0.4316(3) 0.43216(16) 0.81178(4) 0.0504(5) Uani 1 1 d . . . . .
N4 N 1.3095(3) 0.95458(16) 0.46494(5) 0.0612(5) Uani 1 1 d . . . . .
C39 C 1.0386(3) 0.64065(15) 0.52692(5) 0.0380(4) Uani 1 1 d . . . . .
H39 H 1.157617 0.656802 0.536536 0.046 Uiso 1 1 calc R U . . .
C36 C 0.7873(3) 0.67957(14) 0.48789(5) 0.0385(4) Uani 1 1 d . . . . .
C38 C 0.9384(3) 0.55656(14) 0.53858(5) 0.0368(4) Uani 1 1 d . . . . .
C35 C 0.9669(3) 0.70296(15) 0.50096(5) 0.0382(4) Uani 1 1 d . . . . .
C25 C 0.9220(3) 0.67663(14) 0.82213(5) 0.0376(4) Uani 1 1 d . . . . .
C37 C 0.7548(3) 0.52899(14) 0.52406(5) 0.0380(4) Uani 1 1 d . . . . .
N5 N 1.0778(3) 0.44523(17) 0.58597(5) 0.0656(6) Uani 1 1 d . . . . .
C1 C 0.3415(3) 0.45148(15) 0.84195(5) 0.0408(4) Uani 1 1 d . . . . .
O3 O 0.1468(3) 0.69797(17) 0.65036(6) 0.0931(7) Uani 1 1 d . . . . .
C41 C 1.0140(3) 0.49414(16) 0.56494(5) 0.0427(5) Uani 1 1 d . . . . .
C33 C 1.0835(3) 0.79099(15) 0.48846(5) 0.0395(4) Uani 1 1 d . . . . .
C29 C 0.7580(3) 0.71226(17) 0.83864(5) 0.0468(5) Uani 1 1 d . . . . .
H29 H 0.636470 0.688291 0.832246 0.056 Uiso 1 1 calc R U . . .
C10 C -0.0931(3) 0.33144(17) 0.74729(5) 0.0458(5) Uani 1 1 d . . . . .
H10A H -0.145570 0.284317 0.730727 0.055 Uiso 1 1 calc R U . . .
H10B H -0.194024 0.344576 0.763553 0.055 Uiso 1 1 calc R U . . .
C6 C 0.1539(3) 0.41648(15) 0.84680(5) 0.0409(4) Uani 1 1 d . . . . .
C23 C 0.9017(3) 0.59867(16) 0.79480(5) 0.0426(5) Uani 1 1 d . . . . .
C7 C 0.0583(3) 0.35557(16) 0.82065(5) 0.0437(5) Uani 1 1 d . . . . .
C8 C 0.3518(3) 0.37790(18) 0.78638(5) 0.0466(5) Uani 1 1 d . . . . .
C24 C 1.1039(3) 0.71411(15) 0.83176(5) 0.0426(5) Uani 1 1 d . . . . .
C9 C 0.0748(3) 0.27910(16) 0.76489(5) 0.0450(5) Uani 1 1 d . . . . .
H9A H 0.029522 0.214710 0.774416 0.054 Uiso 1 1 calc R U . . .
H9B H 0.173039 0.262555 0.748470 0.054 Uiso 1 1 calc R U . . .
C32 C 1.1381(3) 0.79763(18) 0.45514(5) 0.0494(5) Uani 1 1 d . . . . .
H32 H 1.099642 0.747271 0.439942 0.059 Uiso 1 1 calc R U . . .
C40 C 0.6814(3) 0.74035(18) 0.46201(6) 0.0539(6) Uani 1 1 d . . . . .
H40A H 0.720581 0.718121 0.440163 0.081 Uiso 1 1 calc R U . . .
H40B H 0.710663 0.812238 0.464703 0.081 Uiso 1 1 calc R U . . .
H40C H 0.544556 0.729838 0.464509 0.081 Uiso 1 1 calc R U . . .
C15 C 0.1124(3) 0.41788(17) 0.70477(5) 0.0463(5) Uani 1 1 d . . . . .
H15A H 0.075255 0.364062 0.689165 0.056 Uiso 1 1 calc R U . . .
H15B H 0.230924 0.396416 0.715862 0.056 Uiso 1 1 calc R U . . .
C2 C 0.4358(3) 0.50512(18) 0.86733(6) 0.0543(5) Uani 1 1 d . . . . .
H2 H 0.562036 0.528278 0.864392 0.065 Uiso 1 1 calc R U . . .
C31 C 1.2498(3) 0.87971(19) 0.44483(6) 0.0555(6) Uani 1 1 d . . . . .
H31 H 1.285484 0.882693 0.422447 0.067 Uiso 1 1 calc R U . . .
C11 C -0.2247(3) 0.47410(18) 0.71464(5) 0.0476(5) Uani 1 1 d . . . . .
H11A H -0.319795 0.486694 0.731967 0.057 Uiso 1 1 calc R U . . .
H11B H -0.278575 0.423777 0.699251 0.057 Uiso 1 1 calc R U . . .
C34 C 1.1478(3) 0.86803(17) 0.50965(6) 0.0492(5) Uani 1 1 d . . . . .
H34 H 1.116782 0.866328 0.532260 0.059 Uiso 1 1 calc R U . . .
C17 C -0.1471(3) 0.67603(17) 0.62118(5) 0.0472(5) Uani 1 1 d . . . . .
C13 C -0.0348(3) 0.55391(17) 0.66876(5) 0.0473(5) Uani 1 1 d . . . . .
H13 H -0.082699 0.498355 0.654317 0.057 Uiso 1 1 calc R U . . .
C14 C 0.1492(3) 0.51645(18) 0.68575(6) 0.0527(5) Uani 1 1 d . . . . .
H14A H 0.248246 0.504653 0.669053 0.063 Uiso 1 1 calc R U . . .
H14B H 0.196038 0.568976 0.701044 0.063 Uiso 1 1 calc R U . . .
C22 C -0.1114(4) 0.76186(17) 0.60148(6) 0.0527(5) Uani 1 1 d . . . . .
H22 H 0.001217 0.799908 0.604837 0.063 Uiso 1 1 calc R U . . .
C28 C 0.7737(4) 0.78277(19) 0.86440(6) 0.0582(6) Uani 1 1 d . . . . .
H28 H 0.663201 0.806495 0.875174 0.070 Uiso 1 1 calc R U . . .
C12 C -0.1863(3) 0.57288(18) 0.69614(5) 0.0523(5) Uani 1 1 d . . . . .
H12A H -0.139171 0.624850 0.711610 0.063 Uiso 1 1 calc R U . . .
H12B H -0.305446 0.597950 0.686108 0.063 Uiso 1 1 calc R U . . .
C16 C 0.0006(3) 0.64725(18) 0.64717(6) 0.0537(5) Uani 1 1 d . . . . .
C26 C 1.1183(4) 0.78396(18) 0.85802(6) 0.0565(6) Uani 1 1 d . . . . .
H26 H 1.239140 0.807934 0.864788 0.068 Uiso 1 1 calc R U . . .
C27 C 0.9538(4) 0.81776(19) 0.87405(6) 0.0640(7) Uani 1 1 d . . . . .
H27 H 0.964481 0.864672 0.891554 0.077 Uiso 1 1 calc R U . . .
C30 C 1.2585(3) 0.94745(19) 0.49703(7) 0.0598(6) Uani 1 1 d . . . . .
H30 H 1.299788 0.998777 0.511653 0.072 Uiso 1 1 calc R U . . .
C5 C 0.0600(3) 0.4370(2) 0.87670(6) 0.0575(6) Uani 1 1 d . . . . .
H5 H -0.066798 0.414800 0.879727 0.069 Uiso 1 1 calc R U . . .
C21 C -0.2421(4) 0.79170(19) 0.57676(6) 0.0602(6) Uani 1 1 d . . . . .
H21 H -0.219282 0.849388 0.563528 0.072 Uiso 1 1 calc R U . . .
C18 C -0.3162(3) 0.6201(2) 0.61590(6) 0.0577(6) Uani 1 1 d . . . . .
H18 H -0.341691 0.562312 0.628934 0.069 Uiso 1 1 calc R U . . .
C4 C 0.3402(4) 0.5235(2) 0.89678(6) 0.0634(6) Uani 1 1 d . . . . .
H4 H 0.402996 0.559563 0.913769 0.076 Uiso 1 1 calc R U . . .
C19 C -0.4462(4) 0.6495(2) 0.59155(6) 0.0662(7) Uani 1 1 d . . . . .
H19 H -0.560113 0.612614 0.588158 0.079 Uiso 1 1 calc R U . . .
C20 C -0.4050(4) 0.7334(2) 0.57256(7) 0.0647(7) Uani 1 1 d . . . . .
C3 C 0.1523(4) 0.4895(2) 0.90173(6) 0.0680(7) Uani 1 1 d . . . . .
H3 H 0.089635 0.502353 0.921859 0.082 Uiso 1 1 calc R U . . .
H100 H -0.005(3) 0.4773(19) 0.7481(6) 0.056(7) Uiso 1 1 d . . . . .
H101 H 0.548(4) 0.465(2) 0.8079(6) 0.065(7) Uiso 1 1 d . . . . .
H102 H 0.571(3) 0.5802(18) 0.4912(5) 0.050(6) 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
O4 C23 1.283(2) . ?
O7 C37 1.239(2) . ?
O6 C24 1.348(2) . ?
N6 C36 1.358(2) . ?
N6 C37 1.377(3) . ?
O1 C7 1.217(2) . ?
O5 C23 1.237(2) . ?
N2 C7 1.389(2) . ?
N2 C8 1.401(2) . ?
N2 C9 1.464(3) . ?
O2 C8 1.213(2) . ?
N3 C15 1.498(2) . ?
N3 C10 1.498(3) . ?
N3 C11 1.503(3) . ?
F1 C20 1.362(3) . ?
N1 C8 1.351(3) . ?
N1 C1 1.382(3) . ?
N4 C31 1.325(3) . ?
N4 C30 1.335(3) . ?
C39 C38 1.374(3) . ?
C39 C35 1.404(3) . ?
C36 C35 1.378(3) . ?
C36 C40 1.490(3) . ?
C38 C41 1.426(3) . ?
C38 C37 1.437(3) . ?
C35 C33 1.485(3) . ?
C25 C29 1.392(3) . ?
C25 C24 1.399(3) . ?
C25 C23 1.495(3) . ?
N5 C41 1.140(3) . ?
C1 C6 1.387(3) . ?
C1 C2 1.390(3) . ?
O3 C16 1.211(3) . ?
C33 C34 1.382(3) . ?
C33 C32 1.388(3) . ?
C29 C28 1.381(3) . ?
C10 C9 1.515(3) . ?
C6 C5 1.388(3) . ?
C6 C7 1.465(3) . ?
C24 C26 1.390(3) . ?
C32 C31 1.379(3) . ?
C15 C14 1.509(3) . ?
C2 C4 1.373(3) . ?
C11 C12 1.503(3) . ?
C34 C30 1.379(3) . ?
C17 C22 1.386(3) . ?
C17 C18 1.390(3) . ?
C17 C16 1.500(3) . ?
C13 C16 1.507(3) . ?
C13 C14 1.518(3) . ?
C13 C12 1.537(3) . ?
C22 C21 1.391(4) . ?
C28 C27 1.378(4) . ?
C26 C27 1.378(4) . ?
C5 C3 1.366(4) . ?
C21 C20 1.365(4) . ?
C18 C19 1.375(4) . ?
C4 C3 1.386(4) . ?
C19 C20 1.358(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C36 N6 C37 126.39(17) . . ?
C7 N2 C8 124.36(17) . . ?
C7 N2 C9 117.73(16) . . ?
C8 N2 C9 117.87(16) . . ?
C15 N3 C10 112.15(16) . . ?
C15 N3 C11 111.02(15) . . ?
C10 N3 C11 108.65(15) . . ?
C8 N1 C1 124.55(17) . . ?
C31 N4 C30 116.72(19) . . ?
C38 C39 C35 122.09(17) . . ?
N6 C36 C35 119.07(17) . . ?
N6 C36 C40 115.06(17) . . ?
C35 C36 C40 125.84(18) . . ?
C39 C38 C41 121.18(17) . . ?
C39 C38 C37 120.33(17) . . ?
C41 C38 C37 118.49(16) . . ?
C36 C35 C39 117.89(17) . . ?
C36 C35 C33 122.00(17) . . ?
C39 C35 C33 120.11(16) . . ?
C29 C25 C24 119.03(19) . . ?
C29 C25 C23 119.79(18) . . ?
C24 C25 C23 121.18(17) . . ?
O7 C37 N6 120.47(17) . . ?
O7 C37 C38 125.39(18) . . ?
N6 C37 C38 114.14(16) . . ?
N1 C1 C6 119.09(19) . . ?
N1 C1 C2 121.12(19) . . ?
C6 C1 C2 119.79(19) . . ?
N5 C41 C38 178.7(2) . . ?
C34 C33 C32 117.09(18) . . ?
C34 C33 C35 121.51(18) . . ?
C32 C33 C35 121.36(18) . . ?
C28 C29 C25 120.8(2) . . ?
N3 C10 C9 114.96(16) . . ?
C1 C6 C5 119.8(2) . . ?
C1 C6 C7 119.67(17) . . ?
C5 C6 C7 120.50(18) . . ?
O5 C23 O4 123.07(19) . . ?
O5 C23 C25 119.72(18) . . ?
O4 C23 C25 117.22(17) . . ?
O1 C7 N2 120.1(2) . . ?
O1 C7 C6 123.98(18) . . ?
N2 C7 C6 115.90(16) . . ?
O2 C8 N1 122.37(19) . . ?
O2 C8 N2 121.3(2) . . ?
N1 C8 N2 116.36(17) . . ?
O6 C24 C26 118.6(2) . . ?
O6 C24 C25 121.66(18) . . ?
C26 C24 C25 119.7(2) . . ?
N2 C9 C10 114.19(17) . . ?
C31 C32 C33 119.3(2) . . ?
N3 C15 C14 111.74(17) . . ?
C4 C2 C1 119.2(2) . . ?
N4 C31 C32 123.9(2) . . ?
N3 C11 C12 111.96(17) . . ?
C30 C34 C33 119.5(2) . . ?
C22 C17 C18 118.9(2) . . ?
C22 C17 C16 118.1(2) . . ?
C18 C17 C16 122.9(2) . . ?
C16 C13 C14 112.07(18) . . ?
C16 C13 C12 113.06(18) . . ?
C14 C13 C12 107.65(17) . . ?
C15 C14 C13 110.75(18) . . ?
C17 C22 C21 120.7(2) . . ?
C27 C28 C29 119.6(2) . . ?
C11 C12 C13 109.64(17) . . ?
O3 C16 C17 120.1(2) . . ?
O3 C16 C13 120.9(2) . . ?
C17 C16 C13 119.01(19) . . ?
C27 C26 C24 120.2(2) . . ?
C28 C27 C26 120.7(2) . . ?
N4 C30 C34 123.5(2) . . ?
C3 C5 C6 120.6(2) . . ?
C20 C21 C22 117.7(2) . . ?
C19 C18 C17 120.6(2) . . ?
C2 C4 C3 121.4(2) . . ?
C20 C19 C18 118.7(3) . . ?
C19 C20 F1 118.8(3) . . ?
C19 C20 C21 123.3(2) . . ?
F1 C20 C21 117.9(3) . . ?
C5 C3 C4 119.2(2) . . ?

_refine_diff_density_max         0.197
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_K_HL_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2242832'
loop_
_audit_author_name
_audit_author_address
'Lopamudra LOPAMUDRA GIRI'
;ICT Bhubaneswar
India
;
_audit_update_record             
;
2023-02-18 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H23 F N3 O3,Cl'
_chemical_formula_sum            'C22 H23 Cl F N3 O3'
_chemical_formula_weight         431.88

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   33.14(2)
_cell_length_b                   7.242(4)
_cell_length_c                   17.419(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.27(1)
_cell_angle_gamma                90
_cell_volume                     4163(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    3250
_cell_measurement_theta_min      0.948
_cell_measurement_theta_max      0.957

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_F_000             1808.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.222
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.948
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 quest photon detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32048
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.348
_diffrn_reflns_theta_max         26.512
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4312
_reflns_number_gt                3250
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.1000P)²+0.2454P] 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         4283
_refine_ls_number_parameters     279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1691
_refine_ls_wR_factor_gt          0.1480
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_restrained_S_all      1.173
_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
Cl1 Cl 0.37807(2) 0.94191(6) 0.24730(3) 0.0572(2) Uani 1 1 d . . . . .
O2 O 0.24512(5) 0.3566(3) 0.25455(9) 0.0699(5) Uani 1 1 d . . . . .
F1 F 0.56506(5) -0.2092(2) 0.08599(10) 0.0963(5) Uani 1 1 d . . . . .
O1 O 0.31203(5) 0.4621(2) 0.49080(10) 0.0685(5) Uani 1 1 d . . . . .
N3 N 0.36640(5) 0.5302(2) 0.26143(10) 0.0438(4) Uani 1 1 d . . . . .
N2 N 0.20863(5) 0.4338(2) 0.35261(10) 0.0514(4) Uani 1 1 d . . . . .
N1 N 0.27877(5) 0.4067(2) 0.37334(10) 0.0471(4) Uani 1 1 d . . . . .
C17 C 0.48484(6) 0.2112(3) 0.10935(11) 0.0486(5) Uani 1 1 d . . . . .
C11 C 0.40169(6) 0.4205(3) 0.29643(11) 0.0460(5) Uani 1 1 d . . . . .
H11A H 0.393391 0.293826 0.304014 0.055 Uiso 1 1 calc R U . . .
H11B H 0.411121 0.471770 0.346311 0.055 Uiso 1 1 calc R U . . .
C8 C 0.24371(6) 0.3972(3) 0.32213(11) 0.0488(5) Uani 1 1 d . . . . .
C1 C 0.20564(6) 0.4770(3) 0.42931(11) 0.0442(4) Uani 1 1 d . . . . .
C6 C 0.24050(6) 0.4873(3) 0.47971(11) 0.0434(4) Uani 1 1 d . . . . .
C12 C 0.43556(6) 0.4246(3) 0.24409(11) 0.0492(5) Uani 1 1 d . . . . .
H12A H 0.457714 0.347729 0.265769 0.059 Uiso 1 1 calc R U . . .
H12B H 0.445589 0.549985 0.240852 0.059 Uiso 1 1 calc R U . . .
O3 O 0.46088(7) 0.5093(3) 0.07801(14) 0.1013(8) Uani 1 1 d . . . . .
C18 C 0.51769(6) 0.2343(3) 0.06609(12) 0.0586(5) Uani 1 1 d . . . . .
H18 H 0.521253 0.346525 0.041642 0.070 Uiso 1 1 calc R U . . .
C7 C 0.27977(6) 0.4529(2) 0.45131(12) 0.0470(5) Uani 1 1 d . . . . .
C2 C 0.16780(6) 0.5096(3) 0.45607(13) 0.0552(5) Uani 1 1 d . . . . .
H2 H 0.144311 0.504881 0.422533 0.066 Uiso 1 1 calc R U . . .
C22 C 0.48021(7) 0.0430(3) 0.14584(13) 0.0562(5) Uani 1 1 d . . . . .
H22 H 0.458490 0.025473 0.175271 0.067 Uiso 1 1 calc R U . . .
C5 C 0.23745(7) 0.5296(3) 0.55742(12) 0.0536(5) Uani 1 1 d . . . . .
H5 H 0.260777 0.538435 0.591244 0.064 Uiso 1 1 calc R U . . .
C13 C 0.42116(6) 0.3555(3) 0.16302(11) 0.0468(5) Uani 1 1 d . . . . .
H13 H 0.412890 0.225999 0.166262 0.056 Uiso 1 1 calc R U . . .
C10 C 0.33346(6) 0.5503(3) 0.31368(14) 0.0545(5) Uani 1 1 d . . . . .
H10A H 0.311333 0.619209 0.286950 0.065 Uiso 1 1 calc R U . . .
H10B H 0.343674 0.621889 0.358359 0.065 Uiso 1 1 calc R U . . .
C19 C 0.54480(7) 0.0948(4) 0.05893(14) 0.0670(6) Uani 1 1 d . . . . .
H19 H 0.566714 0.110950 0.029867 0.080 Uiso 1 1 calc R U . . .
C9 C 0.31699(6) 0.3677(3) 0.34115(14) 0.0544(5) Uani 1 1 d . . . . .
H9A H 0.312625 0.282165 0.298356 0.065 Uiso 1 1 calc R U . . .
H9B H 0.336121 0.312826 0.380081 0.065 Uiso 1 1 calc R U . . .
C16 C 0.45605(7) 0.3683(3) 0.11317(12) 0.0561(5) Uani 1 1 d . . . . .
C15 C 0.35134(6) 0.4618(3) 0.18274(13) 0.0550(5) Uani 1 1 d . . . . .
H15A H 0.328866 0.537735 0.161738 0.066 Uiso 1 1 calc R U . . .
H15B H 0.341741 0.335805 0.186237 0.066 Uiso 1 1 calc R U . . .
C3 C 0.16595(8) 0.5488(3) 0.53267(14) 0.0627(6) Uani 1 1 d . . . . .
H3 H 0.140843 0.569743 0.550897 0.075 Uiso 1 1 calc R U . . .
C20 C 0.53908(7) -0.0692(3) 0.09533(14) 0.0648(6) Uani 1 1 d . . . . .
C14 C 0.38500(7) 0.4692(3) 0.13030(12) 0.0566(5) Uani 1 1 d . . . . .
H14A H 0.393301 0.596383 0.124203 0.068 Uiso 1 1 calc R U . . .
H14B H 0.375262 0.421913 0.079871 0.068 Uiso 1 1 calc R U . . .
C4 C 0.20056(8) 0.5579(3) 0.58360(13) 0.0600(6) Uani 1 1 d . . . . .
H4 H 0.198550 0.583176 0.635457 0.072 Uiso 1 1 calc R U . . .
C21 C 0.50759(8) -0.0984(3) 0.13880(15) 0.0679(6) Uani 1 1 d . . . . .
H21 H 0.504581 -0.211056 0.163229 0.081 Uiso 1 1 calc R U . . .
H111 H 0.1864(8) 0.433(3) 0.3208(15) 0.061(7) Uiso 1 1 d . . . . .
H112 H 0.3752(7) 0.659(4) 0.2548(13) 0.073(7) 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
O2 C8 1.218(2) . ?
F1 C20 1.350(3) . ?
O1 C7 1.219(2) . ?
N3 C10 1.491(3) . ?
N3 C11 1.497(3) . ?
N3 C15 1.499(3) . ?
N2 C8 1.348(3) . ?
N2 C1 1.385(3) . ?
N1 C7 1.396(3) . ?
N1 C8 1.400(3) . ?
N1 C9 1.459(3) . ?
C17 C22 1.389(3) . ?
C17 C18 1.390(3) . ?
C17 C16 1.490(3) . ?
C11 C12 1.510(3) . ?
C1 C6 1.387(3) . ?
C1 C2 1.397(3) . ?
C6 C5 1.401(3) . ?
C6 C7 1.456(3) . ?
C12 C13 1.533(3) . ?
O3 C16 1.209(3) . ?
C18 C19 1.365(3) . ?
C2 C3 1.371(3) . ?
C22 C21 1.381(3) . ?
C5 C4 1.359(3) . ?
C13 C16 1.511(3) . ?
C13 C14 1.521(3) . ?
C10 C9 1.524(3) . ?
C19 C20 1.367(4) . ?
C15 C14 1.506(3) . ?
C3 C4 1.386(4) . ?
C20 C21 1.361(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 N3 C11 113.05(16) . . ?
C10 N3 C15 112.91(17) . . ?
C11 N3 C15 112.27(15) . . ?
C8 N2 C1 124.43(18) . . ?
C7 N1 C8 125.16(17) . . ?
C7 N1 C9 118.44(17) . . ?
C8 N1 C9 116.40(18) . . ?
C22 C17 C18 118.6(2) . . ?
C22 C17 C16 123.44(18) . . ?
C18 C17 C16 117.96(18) . . ?
N3 C11 C12 109.86(16) . . ?
O2 C8 N2 122.6(2) . . ?
O2 C8 N1 121.63(19) . . ?
N2 C8 N1 115.75(18) . . ?
N2 C1 C6 119.57(18) . . ?
N2 C1 C2 120.40(18) . . ?
C6 C1 C2 120.03(19) . . ?
C1 C6 C5 119.58(19) . . ?
C1 C6 C7 119.63(18) . . ?
C5 C6 C7 120.79(18) . . ?
C11 C12 C13 111.34(17) . . ?
C19 C18 C17 121.0(2) . . ?
O1 C7 N1 120.23(19) . . ?
O1 C7 C6 124.34(19) . . ?
N1 C7 C6 115.44(17) . . ?
C3 C2 C1 118.8(2) . . ?
C21 C22 C17 120.6(2) . . ?
C4 C5 C6 120.3(2) . . ?
C16 C13 C14 111.67(17) . . ?
C16 C13 C12 108.63(17) . . ?
C14 C13 C12 109.65(17) . . ?
N3 C10 C9 114.24(16) . . ?
C18 C19 C20 118.7(2) . . ?
N1 C9 C10 107.55(16) . . ?
O3 C16 C17 120.47(19) . . ?
O3 C16 C13 119.2(2) . . ?
C17 C16 C13 120.35(17) . . ?
N3 C15 C14 109.87(17) . . ?
C2 C3 C4 121.7(2) . . ?
F1 C20 C21 118.7(2) . . ?
F1 C20 C19 118.6(2) . . ?
C21 C20 C19 122.6(2) . . ?
C15 C14 C13 110.82(17) . . ?
C5 C4 C3 119.7(2) . . ?
C20 C21 C22 118.5(2) . . ?

_refine_diff_density_max         0.262
_refine_diff_density_min         -0.403
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2224600'
loop_
_audit_author_name
_audit_author_address
'Lopamudra LOPAMUDRA GIRI'
;ICT Bhubaneswar
India
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H34 F N3 O11'
_chemical_formula_weight         703.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'I a'
_space_group_name_Hall           'I -2ya'

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

_cell_length_a                   13.655(4)
_cell_length_b                   7.143(2)
_cell_length_c                   65.616(1)
_cell_angle_alpha                90
_cell_angle_beta                 90.38(1)
_cell_angle_gamma                90
_cell_volume                     6400(1)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    168050
_cell_measurement_theta_min      2.483
_cell_measurement_theta_max      30.306

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.461
_exptl_crystal_F_000             2944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.113
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.981
_exptl_absorpt_correction_T_max  0.988
_exptl_absorpt_process_details   'SADABS, (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'PHOTON II CPAD'
_diffrn_reflns_number            168050
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -93
_diffrn_reflns_limit_l_max       93
_diffrn_reflns_theta_min         2.483
_diffrn_reflns_theta_max         30.306
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             19140
_reflns_number_gt                16777
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    0.999

_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0624P)²+4.1153P] 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_abs_structure_details 
;
 Flack x determined using 7208 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         19140
_refine_ls_number_parameters     941
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1183
_refine_ls_wR_factor_gt          0.1133
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_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
O19 O 0.87344(14) 0.8517(3) 0.89858(3) 0.0211(4) Uani 1 1 d . . . . .
H19A H 0.866991 0.882954 0.886617 0.032 Uiso 1 1 calc R U . . .
C53 C 0.93144(19) 0.4728(4) 0.50425(4) 0.0156(5) Uani 1 1 d . . . . .
O11 O 1.02457(15) 0.5229(3) 0.51043(3) 0.0226(4) Uani 1 1 d . . . . .
H11 H 1.024647 0.544903 0.522693 0.034 Uiso 1 1 calc R U . . .
O21 O 0.92591(15) 0.9599(3) 0.86328(3) 0.0156(4) Uani 1 1 d . . . . .
O22 O 1.08326(15) 1.0338(3) 0.85750(3) 0.0144(4) Uani 1 1 d . . . . .
H22 H 1.065104 1.030972 0.845563 0.022 Uiso 1 1 calc R U . . .
C66 C 1.04102(19) 0.9365(4) 0.89061(4) 0.0123(4) Uani 1 1 d . . . . .
C71 C 1.13814(19) 0.9580(4) 0.89742(4) 0.0131(5) Uani 1 1 d . . . . .
H71 H 1.185966 0.997732 0.888365 0.016 Uiso 1 1 calc R U . . .
C72 C 1.0119(2) 0.9779(4) 0.86925(4) 0.0115(5) Uani 1 1 d . . . . .
O20 O 1.25727(15) 0.9391(4) 0.92487(3) 0.0267(5) Uani 1 1 d . . . . .
H20A H 1.289199 1.003972 0.917028 0.040 Uiso 1 1 calc R U . . .
C70 C 1.1633(2) 0.9205(4) 0.91751(4) 0.0172(5) Uani 1 1 d . . . . .
C67 C 0.96958(19) 0.8752(4) 0.90450(4) 0.0146(5) Uani 1 1 d . . . . .
C69 C 1.0915(2) 0.8616(4) 0.93117(4) 0.0190(5) Uani 1 1 d . . . . .
H69 H 1.108119 0.837464 0.944686 0.023 Uiso 1 1 calc R U . . .
C68 C 0.9954(2) 0.8391(4) 0.92459(4) 0.0181(5) Uani 1 1 d . . . . .
H68 H 0.947945 0.799431 0.933735 0.022 Uiso 1 1 calc R U . . .
O14 O 0.79825(15) 0.4748(3) 0.55217(3) 0.0152(4) Uani 1 1 d . . . . .
H14 H 0.816859 0.476175 0.564075 0.023 Uiso 1 1 calc R U . . .
O13 O 0.95567(16) 0.5449(3) 0.54639(3) 0.0167(4) Uani 1 1 d . . . . .
C58 C 0.8730(2) 0.4979(4) 0.54022(4) 0.0121(5) Uani 1 1 d . . . . .
O12 O 0.65381(15) 0.3255(3) 0.48299(3) 0.0233(4) Uani 1 1 d . . . . .
H12 H 0.612741 0.340017 0.491917 0.035 Uiso 1 1 calc R U . . .
C56 C 0.7445(2) 0.3730(4) 0.49048(4) 0.0166(5) Uani 1 1 d . . . . .
C55 C 0.8226(2) 0.3846(4) 0.47689(4) 0.0199(5) Uani 1 1 d . . . . .
H55 H 0.812243 0.358188 0.463168 0.024 Uiso 1 1 calc R U . . .
C57 C 0.76064(19) 0.4082(4) 0.51103(4) 0.0144(5) Uani 1 1 d . . . . .
H57 H 0.709066 0.397596 0.520145 0.017 Uiso 1 1 calc R U . . .
C54 C 0.9149(2) 0.4347(4) 0.48358(4) 0.0191(5) Uani 1 1 d . . . . .
H54 H 0.966150 0.443296 0.474366 0.023 Uiso 1 1 calc R U . . .
C52 C 0.85430(19) 0.4597(4) 0.51825(4) 0.0127(4) Uani 1 1 d . . . . .
N2 N 0.84873(17) 0.9717(3) 0.62837(4) 0.0106(4) Uani 1 1 d . . . . .
O2 O 0.70972(15) 0.9498(3) 0.60869(3) 0.0150(4) Uani 1 1 d . . . . .
N3 N 0.69404(18) 1.0392(3) 0.64177(4) 0.0130(4) Uani 1 1 d . . . . .
N1 N 1.03003(17) 1.0498(3) 0.58617(3) 0.0099(4) Uani 1 1 d . . . . .
C15 C 0.7471(2) 0.9845(4) 0.62549(4) 0.0121(5) Uani 1 1 d . . . . .
C21 C 0.8343(2) 1.0581(4) 0.66392(4) 0.0121(5) Uani 1 1 d . . . . .
C14 C 0.9091(2) 0.9110(4) 0.61104(4) 0.0118(5) Uani 1 1 d . . . . .
H14A H 0.872593 0.822559 0.602742 0.014 Uiso 1 1 calc R U . . .
H14B H 0.967639 0.848827 0.616064 0.014 Uiso 1 1 calc R U . . .
C11 C 1.03416(19) 0.8675(4) 0.57471(4) 0.0120(5) Uani 1 1 d . . . . .
H11A H 0.982225 0.863591 0.564556 0.014 Uiso 1 1 calc R U . . .
H11B H 1.024738 0.763889 0.584051 0.014 Uiso 1 1 calc R U . . .
C16 C 0.7334(2) 1.0753(4) 0.66101(4) 0.0119(5) Uani 1 1 d . . . . .
O3 O 0.98693(16) 1.0004(3) 0.64774(4) 0.0197(5) Uani 1 1 d . . . . .
C12 C 1.1331(2) 0.8491(4) 0.56435(4) 0.0131(5) Uani 1 1 d . . . . .
H12A H 1.134997 0.732107 0.556851 0.016 Uiso 1 1 calc R U . . .
H12B H 1.184216 0.844789 0.574684 0.016 Uiso 1 1 calc R U . . .
C8 C 1.1540(2) 1.0115(4) 0.54967(4) 0.0128(5) Uani 1 1 d . . . . .
H8 H 1.108551 1.005030 0.538062 0.015 Uiso 1 1 calc R U . . .
C9 C 1.1402(2) 1.2000(4) 0.56089(4) 0.0143(5) Uani 1 1 d . . . . .
H9A H 1.192160 1.215211 0.570896 0.017 Uiso 1 1 calc R U . . .
H9B H 1.145112 1.301661 0.551157 0.017 Uiso 1 1 calc R U . . .
C22 C 0.8973(2) 1.0086(4) 0.64673(4) 0.0121(5) Uani 1 1 d . . . . .
C10 C 1.0420(2) 1.2110(4) 0.57150(4) 0.0133(5) Uani 1 1 d . . . . .
H10A H 1.037342 1.328413 0.578854 0.016 Uiso 1 1 calc R U . . .
H10B H 0.989732 1.207668 0.561415 0.016 Uiso 1 1 calc R U . . .
C13 C 0.9378(2) 1.0800(4) 0.59815(4) 0.0121(5) Uani 1 1 d . . . . .
H13A H 0.884625 1.108628 0.588776 0.015 Uiso 1 1 calc R U . . .
H13B H 0.946716 1.187404 0.607023 0.015 Uiso 1 1 calc R U . . .
C7 C 1.2590(2) 1.0041(4) 0.54198(4) 0.0132(5) Uani 1 1 d . . . . .
C17 C 0.6726(2) 1.1289(4) 0.67712(4) 0.0159(5) Uani 1 1 d . . . . .
H17 H 0.605639 1.144901 0.675036 0.019 Uiso 1 1 calc R U . . .
O1 O 1.32564(16) 0.9680(3) 0.55404(4) 0.0227(5) Uani 1 1 d . . . . .
C18 C 0.7140(2) 1.1578(5) 0.69626(4) 0.0195(6) Uani 1 1 d . . . . .
H18 H 0.674300 1.193304 0.707045 0.023 Uiso 1 1 calc R U . . .
C19 C 0.8150(2) 1.1342(5) 0.69957(4) 0.0201(6) Uani 1 1 d . . . . .
H19 H 0.841522 1.150578 0.712544 0.024 Uiso 1 1 calc R U . . .
C20 C 0.8747(2) 1.0867(4) 0.68347(4) 0.0168(5) Uani 1 1 d . . . . .
H20 H 0.941822 1.073502 0.685551 0.020 Uiso 1 1 calc R U . . .
C1 C 1.2824(2) 1.0491(4) 0.52044(4) 0.0155(5) Uani 1 1 d . . . . .
C6 C 1.3791(2) 1.0210(4) 0.51381(5) 0.0191(5) Uani 1 1 d . . . . .
H6 H 1.426335 0.980293 0.523072 0.023 Uiso 1 1 calc R U . . .
C2 C 1.2122(2) 1.1147(4) 0.50656(4) 0.0195(5) Uani 1 1 d . . . . .
H2 H 1.148292 1.135539 0.510824 0.023 Uiso 1 1 calc R U . . .
F1 F 1.35713(17) 1.1430(4) 0.46066(3) 0.0425(6) Uani 1 1 d . . . . .
C5 C 1.4052(2) 1.0527(5) 0.49383(5) 0.0259(6) Uani 1 1 d . . . . .
H5 H 1.468922 1.033349 0.489402 0.031 Uiso 1 1 calc R U . . .
C4 C 1.3328(3) 1.1144(5) 0.48067(4) 0.0271(7) Uani 1 1 d . . . . .
C3 C 1.2376(2) 1.1491(5) 0.48636(5) 0.0257(6) Uani 1 1 d . . . . .
H3 H 1.191685 1.193895 0.477021 0.031 Uiso 1 1 calc R U . . .
O17 O 0.70722(16) 0.9759(3) 0.81355(3) 0.0179(4) Uani 1 1 d . . . . .
O15 O 0.76714(16) 1.0668(4) 0.77951(3) 0.0245(5) Uani 1 1 d . . . . .
H15 H 0.767937 1.050867 0.791887 0.037 Uiso 1 1 calc R U . . .
C59 C 0.5969(2) 1.0029(4) 0.78566(4) 0.0123(5) Uani 1 1 d . . . . .
O16 O 0.39100(17) 1.0018(4) 0.74877(3) 0.0232(5) Uani 1 1 d . . . . .
H16 H 0.351630 0.975864 0.757719 0.035 Uiso 1 1 calc R U . . .
O18 O 0.54604(16) 0.9594(3) 0.81988(3) 0.0160(4) Uani 1 1 d . . . . .
C64 C 0.5016(2) 0.9863(4) 0.77776(4) 0.0130(5) Uani 1 1 d . . . . .
H64 H 0.450406 0.955071 0.786411 0.016 Uiso 1 1 calc R U . . .
C60 C 0.6733(2) 1.0495(4) 0.77236(4) 0.0151(5) Uani 1 1 d . . . . .
C65 C 0.6184(2) 0.9775(4) 0.80791(4) 0.0125(5) Uani 1 1 d . . . . .
C63 C 0.4826(2) 1.0161(4) 0.75710(4) 0.0146(5) Uani 1 1 d . . . . .
C61 C 0.6539(2) 1.0811(5) 0.75177(4) 0.0181(6) Uani 1 1 d . . . . .
H61 H 0.704656 1.113601 0.743078 0.022 Uiso 1 1 calc R U . . .
C62 C 0.5592(2) 1.0645(4) 0.74416(4) 0.0164(6) Uani 1 1 d . . . . .
H62 H 0.546852 1.085543 0.730398 0.020 Uiso 1 1 calc R U . . .
N4 N 0.84716(18) 0.4613(3) 0.82489(4) 0.0110(4) Uani 1 1 d . . . . .
N5 N 1.02798(18) 0.5382(3) 0.78265(4) 0.0122(4) Uani 1 1 d . . . . .
O6 O 1.16668(15) 0.5481(3) 0.80244(3) 0.0163(4) Uani 1 1 d . . . . .
N6 N 1.18138(18) 0.4612(3) 0.76924(4) 0.0136(5) Uani 1 1 d . . . . .
H6A H 1.243369 0.444826 0.770818 0.016 Uiso 1 1 calc R U . . .
C32 C 0.8442(2) 0.6406(4) 0.83699(4) 0.0126(5) Uani 1 1 d . . . . .
H32A H 0.853196 0.746550 0.827956 0.015 Uiso 1 1 calc R U . . .
H32B H 0.897001 0.641189 0.846959 0.015 Uiso 1 1 calc R U . . .
O5 O 0.88945(16) 0.5160(3) 0.76325(4) 0.0208(5) Uani 1 1 d . . . . .
C44 C 1.1289(2) 0.5179(4) 0.78575(4) 0.0126(5) Uani 1 1 d . . . . .
C38 C 1.0408(2) 0.4508(4) 0.74697(4) 0.0137(5) Uani 1 1 d . . . . .
C43 C 1.1411(2) 0.4278(4) 0.74994(4) 0.0133(5) Uani 1 1 d . . . . .
C33 C 0.8336(2) 0.2956(4) 0.83901(4) 0.0146(5) Uani 1 1 d . . . . .
H33A H 0.886096 0.293418 0.849038 0.018 Uiso 1 1 calc R U . . .
H33B H 0.836626 0.180332 0.831212 0.018 Uiso 1 1 calc R U . . .
C31 C 0.7459(2) 0.6578(4) 0.84784(4) 0.0140(5) Uani 1 1 d . . . . .
H31A H 0.693799 0.666364 0.837759 0.017 Uiso 1 1 calc R U . . .
H31B H 0.745332 0.771956 0.855845 0.017 Uiso 1 1 calc R U . . .
C36 C 0.9683(2) 0.6007(4) 0.80011(4) 0.0129(5) Uani 1 1 d . . . . .
H36A H 0.909685 0.662806 0.795142 0.015 Uiso 1 1 calc R U . . .
H36B H 1.005388 0.689700 0.808234 0.015 Uiso 1 1 calc R U . . .
C37 C 0.9789(2) 0.5026(4) 0.76424(4) 0.0139(5) Uani 1 1 d . . . . .
C34 C 0.7355(2) 0.3078(4) 0.84978(4) 0.0152(5) Uani 1 1 d . . . . .
H34A H 0.728654 0.201998 0.858925 0.018 Uiso 1 1 calc R U . . .
H34B H 0.683024 0.301451 0.839767 0.018 Uiso 1 1 calc R U . . .
C35 C 0.9399(2) 0.4329(4) 0.81330(4) 0.0151(5) Uani 1 1 d . . . . .
H35A H 0.932530 0.323785 0.804620 0.018 Uiso 1 1 calc R U . . .
H35B H 0.992598 0.407528 0.822885 0.018 Uiso 1 1 calc R U . . .
C30 C 0.7265(2) 0.4894(4) 0.86191(4) 0.0132(5) Uani 1 1 d . . . . .
H30 H 0.773992 0.489338 0.873171 0.016 Uiso 1 1 calc R U . . .
C42 C 1.2018(2) 0.3726(4) 0.73380(4) 0.0174(6) Uani 1 1 d . . . . .
H42 H 1.268574 0.353863 0.735862 0.021 Uiso 1 1 calc R U . . .
C39 C 1.0004(2) 0.4248(4) 0.72749(4) 0.0183(6) Uani 1 1 d . . . . .
H39 H 0.933479 0.440357 0.725448 0.022 Uiso 1 1 calc R U . . .
C29 C 0.6222(2) 0.5068(4) 0.87039(5) 0.0156(6) Uani 1 1 d . . . . .
C41 C 1.1595(2) 0.3467(5) 0.71470(4) 0.0205(6) Uani 1 1 d . . . . .
H41 H 1.198638 0.308823 0.703909 0.025 Uiso 1 1 calc R U . . .
C40 C 1.0592(2) 0.3764(5) 0.71132(5) 0.0226(6) Uani 1 1 d . . . . .
H40 H 1.032552 0.363499 0.698315 0.027 Uiso 1 1 calc R U . . .
O4 O 0.55288(17) 0.4866(4) 0.85877(4) 0.0242(5) Uani 1 1 d . . . . .
C23 C 0.6052(2) 0.5564(4) 0.89235(4) 0.0161(5) Uani 1 1 d . . . . .
C24 C 0.5088(2) 0.5979(4) 0.89825(5) 0.0199(5) Uani 1 1 d . . . . .
H24 H 0.458619 0.592701 0.888612 0.024 Uiso 1 1 calc R U . . .
F2 F 0.54278(17) 0.6936(3) 0.95179(3) 0.0417(5) Uani 1 1 d . . . . .
C25 C 0.4871(2) 0.6463(4) 0.91817(5) 0.0250(6) Uani 1 1 d . . . . .
H25 H 0.423571 0.676208 0.922009 0.030 Uiso 1 1 calc R U . . .
C26 C 0.5634(3) 0.6487(4) 0.93211(5) 0.0265(6) Uani 1 1 d . . . . .
C27 C 0.6586(3) 0.6084(5) 0.92719(5) 0.0276(7) Uani 1 1 d . . . . .
H27 H 0.707794 0.611696 0.937061 0.033 Uiso 1 1 calc R U . . .
C28 C 0.6800(2) 0.5625(4) 0.90700(4) 0.0199(5) Uani 1 1 d . . . . .
H28 H 0.744173 0.535876 0.903294 0.024 Uiso 1 1 calc R U . . .
O10 O 0.67208(16) 0.4826(3) 0.59653(3) 0.0177(4) Uani 1 1 d . . . . .
O7 O 0.61035(15) 0.5589(4) 0.63075(3) 0.0237(5) Uani 1 1 d . . . . .
H7 H 0.608550 0.523009 0.618880 0.036 Uiso 1 1 calc R U . . .
O8 O 0.98781(17) 0.5180(4) 0.66151(3) 0.0240(5) Uani 1 1 d . . . . .
H8A H 1.026916 0.488401 0.652646 0.036 Uiso 1 1 calc R U . . .
O9 O 0.83363(16) 0.4874(3) 0.59004(3) 0.0152(4) Uani 1 1 d . . . . .
C45 C 0.7819(2) 0.5117(4) 0.62466(4) 0.0115(5) Uani 1 1 d . . . . .
C46 C 0.7044(2) 0.5493(4) 0.63791(4) 0.0146(5) Uani 1 1 d . . . . .
C50 C 0.8776(2) 0.5010(4) 0.63250(4) 0.0122(5) Uani 1 1 d . . . . .
H50 H 0.929345 0.475666 0.623782 0.015 Uiso 1 1 calc R U . . .
C51 C 0.7617(2) 0.4910(4) 0.60210(4) 0.0125(5) Uani 1 1 d . . . . .
C48 C 0.8178(2) 0.5687(4) 0.66627(4) 0.0168(6) Uani 1 1 d . . . . .
H48 H 0.829754 0.588112 0.680082 0.020 Uiso 1 1 calc R U . . .
C47 C 0.7232(2) 0.5802(4) 0.65875(4) 0.0173(6) Uani 1 1 d . . . . .
H47 H 0.671923 0.608466 0.667484 0.021 Uiso 1 1 calc R U . . .
C49 C 0.8959(2) 0.5279(4) 0.65326(4) 0.0147(5) Uani 1 1 d . . . . .
H1A H 1.077(3) 1.055(5) 0.5954(6) 0.017(9) Uiso 1 1 d . . . . .
H3A H 0.628(3) 1.032(6) 0.6417(6) 0.032(11) Uiso 1 1 d . . . . .
H4A H 0.794(3) 0.457(6) 0.8157(7) 0.034(12) 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
O19 C67 1.377(3) . ?
C53 O11 1.379(3) . ?
C53 C54 1.400(4) . ?
C53 C52 1.405(4) . ?
O21 C72 1.242(4) . ?
O22 C72 1.309(3) . ?
C66 C71 1.405(4) . ?
C66 C67 1.409(4) . ?
C66 C72 1.484(4) . ?
C71 C70 1.386(3) . ?
O20 C70 1.375(3) . ?
C70 C69 1.398(4) . ?
C67 C68 1.387(4) . ?
C69 C68 1.388(4) . ?
O14 C58 1.302(4) . ?
O13 C58 1.243(4) . ?
C58 C52 1.487(4) . ?
O12 C56 1.372(3) . ?
C56 C57 1.388(4) . ?
C56 C55 1.397(4) . ?
C55 C54 1.379(4) . ?
C57 C52 1.410(4) . ?
N2 C22 1.397(4) . ?
N2 C15 1.402(4) . ?
N2 C14 1.474(3) . ?
O2 C15 1.237(3) . ?
N3 C15 1.353(4) . ?
N3 C16 1.393(4) . ?
N1 C13 1.505(3) . ?
N1 C11 1.505(3) . ?
N1 C10 1.511(3) . ?
C21 C16 1.395(4) . ?
C21 C20 1.408(4) . ?
C21 C22 1.467(4) . ?
C14 C13 1.527(4) . ?
C11 C12 1.523(4) . ?
C16 C17 1.402(4) . ?
O3 C22 1.227(4) . ?
C12 C8 1.536(4) . ?
C8 C7 1.525(4) . ?
C8 C9 1.546(4) . ?
C9 C10 1.517(4) . ?
C7 O1 1.229(4) . ?
C7 C1 1.486(4) . ?
C17 C18 1.390(4) . ?
C18 C19 1.405(4) . ?
C19 C20 1.381(4) . ?
C1 C2 1.398(4) . ?
C1 C6 1.408(4) . ?
C6 C5 1.380(4) . ?
C2 C3 1.394(4) . ?
F1 C4 1.371(3) . ?
C5 C4 1.380(5) . ?
C4 C3 1.378(5) . ?
O17 C65 1.266(4) . ?
O15 C60 1.367(4) . ?
C59 C64 1.403(4) . ?
C59 C60 1.404(4) . ?
C59 C65 1.498(4) . ?
O16 C63 1.365(4) . ?
O18 C65 1.272(4) . ?
C64 C63 1.395(4) . ?
C60 C61 1.394(4) . ?
C63 C62 1.396(4) . ?
C61 C62 1.387(4) . ?
N4 C35 1.495(4) . ?
N4 C32 1.508(3) . ?
N4 C33 1.515(3) . ?
N5 C44 1.400(4) . ?
N5 C37 1.401(4) . ?
N5 C36 1.479(3) . ?
O6 C44 1.227(3) . ?
N6 C44 1.364(4) . ?
N6 C43 1.398(4) . ?
C32 C31 1.529(4) . ?
O5 C37 1.226(4) . ?
C38 C43 1.393(4) . ?
C38 C39 1.401(4) . ?
C38 C37 1.466(4) . ?
C43 C42 1.406(4) . ?
C33 C34 1.522(4) . ?
C31 C30 1.540(4) . ?
C36 C35 1.530(4) . ?
C34 C30 1.527(4) . ?
C30 C29 1.538(4) . ?
C42 C41 1.389(4) . ?
C39 C40 1.378(4) . ?
C29 O4 1.220(4) . ?
C29 C23 1.503(4) . ?
C41 C40 1.403(5) . ?
C23 C28 1.399(4) . ?
C23 C24 1.407(4) . ?
C24 C25 1.386(4) . ?
F2 C26 1.362(3) . ?
C25 C26 1.381(5) . ?
C26 C27 1.373(5) . ?
C27 C28 1.398(4) . ?
O10 C51 1.276(4) . ?
O7 C46 1.366(4) . ?
O8 C49 1.365(4) . ?
O9 C51 1.266(4) . ?
C45 C46 1.401(4) . ?
C45 C50 1.403(4) . ?
C45 C51 1.511(4) . ?
C46 C47 1.407(4) . ?
C50 C49 1.397(4) . ?
C48 C47 1.382(4) . ?
C48 C49 1.401(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O11 C53 C54 118.5(2) . . ?
O11 C53 C52 121.3(2) . . ?
C54 C53 C52 120.2(2) . . ?
C71 C66 C67 119.0(2) . . ?
C71 C66 C72 121.7(2) . . ?
C67 C66 C72 119.4(2) . . ?
C70 C71 C66 120.5(2) . . ?
O21 C72 O22 123.5(3) . . ?
O21 C72 C66 121.6(2) . . ?
O22 C72 C66 114.9(2) . . ?
O20 C70 C71 122.7(2) . . ?
O20 C70 C69 117.5(2) . . ?
C71 C70 C69 119.9(2) . . ?
O19 C67 C68 118.8(2) . . ?
O19 C67 C66 121.2(2) . . ?
C68 C67 C66 120.0(2) . . ?
C68 C69 C70 120.1(2) . . ?
C67 C68 C69 120.5(2) . . ?
O13 C58 O14 123.5(3) . . ?
O13 C58 C52 121.0(3) . . ?
O14 C58 C52 115.5(2) . . ?
O12 C56 C57 122.0(2) . . ?
O12 C56 C55 118.5(2) . . ?
C57 C56 C55 119.5(2) . . ?
C54 C55 C56 120.8(2) . . ?
C56 C57 C52 120.7(2) . . ?
C55 C54 C53 120.0(3) . . ?
C53 C52 C57 118.7(2) . . ?
C53 C52 C58 119.8(2) . . ?
C57 C52 C58 121.5(2) . . ?
C22 N2 C15 124.6(2) . . ?
C22 N2 C14 117.1(2) . . ?
C15 N2 C14 118.2(2) . . ?
C15 N3 C16 124.3(3) . . ?
C13 N1 C11 114.8(2) . . ?
C13 N1 C10 108.5(2) . . ?
C11 N1 C10 109.6(2) . . ?
O2 C15 N3 122.8(3) . . ?
O2 C15 N2 120.6(3) . . ?
N3 C15 N2 116.6(3) . . ?
C16 C21 C20 119.6(2) . . ?
C16 C21 C22 120.0(2) . . ?
C20 C21 C22 120.5(2) . . ?
N2 C14 C13 110.0(2) . . ?
N1 C11 C12 109.5(2) . . ?
N3 C16 C21 118.9(2) . . ?
N3 C16 C17 120.5(2) . . ?
C21 C16 C17 120.7(2) . . ?
C11 C12 C8 112.5(2) . . ?
C7 C8 C12 111.1(2) . . ?
C7 C8 C9 107.8(2) . . ?
C12 C8 C9 109.6(2) . . ?
C10 C9 C8 112.0(2) . . ?
O3 C22 N2 120.4(3) . . ?
O3 C22 C21 124.1(3) . . ?
N2 C22 C21 115.6(2) . . ?
N1 C10 C9 110.6(2) . . ?
N1 C13 C14 113.2(2) . . ?
O1 C7 C1 119.7(3) . . ?
O1 C7 C8 119.2(3) . . ?
C1 C7 C8 121.0(2) . . ?
C18 C17 C16 118.8(3) . . ?
C17 C18 C19 121.1(3) . . ?
C20 C19 C18 119.7(3) . . ?
C19 C20 C21 120.2(3) . . ?
C2 C1 C6 119.1(3) . . ?
C2 C1 C7 122.8(3) . . ?
C6 C1 C7 118.1(3) . . ?
C5 C6 C1 121.2(3) . . ?
C3 C2 C1 120.3(3) . . ?
C6 C5 C4 117.3(3) . . ?
F1 C4 C3 117.9(3) . . ?
F1 C4 C5 118.0(3) . . ?
C3 C4 C5 124.1(3) . . ?
C4 C3 C2 117.8(3) . . ?
C64 C59 C60 118.8(3) . . ?
C64 C59 C65 121.6(3) . . ?
C60 C59 C65 119.5(3) . . ?
C63 C64 C59 120.8(3) . . ?
O15 C60 C61 119.3(3) . . ?
O15 C60 C59 120.5(3) . . ?
C61 C60 C59 120.2(3) . . ?
O17 C65 O18 124.4(3) . . ?
O17 C65 C59 117.8(3) . . ?
O18 C65 C59 117.8(3) . . ?
O16 C63 C64 122.8(3) . . ?
O16 C63 C62 117.6(3) . . ?
C64 C63 C62 119.6(3) . . ?
C62 C61 C60 120.4(3) . . ?
C61 C62 C63 120.2(3) . . ?
C35 N4 C32 114.1(2) . . ?
C35 N4 C33 108.2(2) . . ?
C32 N4 C33 109.7(2) . . ?
C44 N5 C37 124.9(2) . . ?
C44 N5 C36 117.8(2) . . ?
C37 N5 C36 117.4(2) . . ?
C44 N6 C43 124.4(2) . . ?
N4 C32 C31 109.9(2) . . ?
O6 C44 N6 122.8(3) . . ?
O6 C44 N5 121.3(3) . . ?
N6 C44 N5 115.9(3) . . ?
C43 C38 C39 119.5(3) . . ?
C43 C38 C37 119.6(3) . . ?
C39 C38 C37 120.9(3) . . ?
C38 C43 N6 119.2(2) . . ?
C38 C43 C42 120.8(3) . . ?
N6 C43 C42 120.0(3) . . ?
N4 C33 C34 110.5(2) . . ?
C32 C31 C30 111.8(2) . . ?
N5 C36 C35 110.2(2) . . ?
O5 C37 N5 120.1(3) . . ?
O5 C37 C38 123.9(3) . . ?
N5 C37 C38 115.9(2) . . ?
C33 C34 C30 111.4(2) . . ?
N4 C35 C36 113.6(2) . . ?
C34 C30 C29 109.6(2) . . ?
C34 C30 C31 109.6(2) . . ?
C29 C30 C31 108.5(2) . . ?
C41 C42 C43 118.3(3) . . ?
C40 C39 C38 120.6(3) . . ?
O4 C29 C23 120.2(3) . . ?
O4 C29 C30 118.7(3) . . ?
C23 C29 C30 121.0(3) . . ?
C42 C41 C40 121.5(3) . . ?
C39 C40 C41 119.3(3) . . ?
C28 C23 C24 119.0(3) . . ?
C28 C23 C29 123.3(3) . . ?
C24 C23 C29 117.7(3) . . ?
C25 C24 C23 121.2(3) . . ?
C26 C25 C24 117.6(3) . . ?
F2 C26 C27 118.3(3) . . ?
F2 C26 C25 118.1(3) . . ?
C27 C26 C25 123.6(3) . . ?
C26 C27 C28 118.5(3) . . ?
C27 C28 C23 120.1(3) . . ?
C46 C45 C50 119.3(3) . . ?
C46 C45 C51 119.5(3) . . ?
C50 C45 C51 121.2(3) . . ?
O7 C46 C45 120.6(3) . . ?
O7 C46 C47 119.5(3) . . ?
C45 C46 C47 120.0(3) . . ?
C49 C50 C45 120.7(3) . . ?
O9 C51 O10 124.5(3) . . ?
O9 C51 C45 118.5(3) . . ?
O10 C51 C45 117.0(3) . . ?
C47 C48 C49 120.5(3) . . ?
C48 C47 C46 120.1(3) . . ?
O8 C49 C50 122.5(3) . . ?
O8 C49 C48 118.1(3) . . ?
C50 C49 C48 119.4(3) . . ?

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.059

