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

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

data_Cocrystal-I
_database_code_depnum_ccdc_archive 'CCDC 2490012'
loop_
_audit_author_name
_audit_author_address
'Dr Rajesh Gonnade'
;CSIR National Chemical Laboratory Pune
India
;
_audit_update_record             
;
2025-09-20 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H20 N2 O3, C10 F8'
_chemical_formula_sum            'C33 H20 F8 N2 O3'
_chemical_formula_weight         644.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5076(6)
_cell_length_b                   11.7226(10)
_cell_length_c                   15.5802(13)
_cell_angle_alpha                86.106(4)
_cell_angle_beta                 85.031(3)
_cell_angle_gamma                86.792(3)
_cell_volume                     1361.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      2.73
_cell_measurement_theta_max      27.50

_exptl_crystal_description       Block
_exptl_crystal_colour            'Pale Yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_F_000             656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.138
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1172
_exptl_absorpt_correction_T_max  0.1512
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            96813
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0686
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.116
_diffrn_reflns_theta_max         27.606
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6294
_reflns_number_gt                5484
_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       'SAINT (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    'Bruker SHELXTL, Mercury 2020.20'
_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)+(0.0413P)²+1.2594P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6294
_refine_ls_number_parameters     417
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1243
_refine_ls_wR_factor_gt          0.1204
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.122
_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
F1B F 0.24790(16) 0.23220(10) 0.67378(9) 0.0344(3) Uani 1 1 d . . . . .
F2B F 0.33556(17) 0.29607(10) 0.82593(10) 0.0395(3) Uani 1 1 d . . . . .
F3B F 0.29209(19) 0.15541(12) 0.97012(9) 0.0421(3) Uani 1 1 d . . . . .
F4B F 0.16245(18) -0.05148(11) 0.96476(8) 0.0352(3) Uani 1 1 d . . . . .
F5B F 0.02769(17) -0.20061(10) 0.87756(8) 0.0322(3) Uani 1 1 d . . . . .
F6B F -0.04519(17) -0.26787(10) 0.72445(9) 0.0364(3) Uani 1 1 d . . . . .
F7B F 0.02130(17) -0.13547(12) 0.57864(8) 0.0372(3) Uani 1 1 d . . . . .
F8B F 0.14318(17) 0.07447(12) 0.58360(8) 0.0352(3) Uani 1 1 d . . . . .
O1A O 0.12432(17) 0.53451(11) 0.57793(9) 0.0224(3) Uani 1 1 d . . . . .
O2A O 0.34255(18) 0.68161(11) 0.74196(9) 0.0244(3) Uani 1 1 d . . . . .
O3A O 0.44111(19) 0.52478(11) 0.81894(8) 0.0243(3) Uani 1 1 d . . . . .
N1A N 0.41978(19) 0.57594(13) 0.58901(10) 0.0179(3) Uani 1 1 d . . . . .
N2A N 0.47381(19) 0.69736(13) 0.47209(10) 0.0187(3) Uani 1 1 d . . . . .
C1A C 0.2154(2) 0.74971(15) 0.32775(12) 0.0176(3) Uani 1 1 d . . . . .
C1B C 0.2240(2) 0.16044(16) 0.74366(13) 0.0243(4) Uani 1 1 d . . . . .
C2A C 0.1699(2) 0.70038(15) 0.25218(12) 0.0186(3) Uani 1 1 d . . . . .
C2B C 0.2675(3) 0.19407(17) 0.82056(15) 0.0279(4) Uani 1 1 d . . . . .
C3A C 0.0923(2) 0.59113(16) 0.25461(12) 0.0208(4) Uani 1 1 d . . . . .
H3A H 0.070632 0.548986 0.308414 0.025 Uiso 1 1 calc R U . . .
C3B C 0.2448(3) 0.12122(18) 0.89511(14) 0.0289(4) Uani 1 1 d . . . . .
C4A C 0.0491(3) 0.54679(17) 0.18100(13) 0.0251(4) Uani 1 1 d . . . . .
H4A H -0.003533 0.474611 0.184292 0.030 Uiso 1 1 calc R U . . .
C4B C 0.1781(3) 0.01607(17) 0.89189(13) 0.0246(4) Uani 1 1 d . . . . .
C5A C 0.0815(3) 0.60689(18) 0.09946(13) 0.0273(4) Uani 1 1 d . . . . .
H5A H 0.049764 0.575046 0.048774 0.033 Uiso 1 1 calc R U . . .
C5B C 0.1297(2) -0.02190(16) 0.81348(12) 0.0203(4) Uani 1 1 d . . . . .
C6A C 0.1577(3) 0.70951(17) 0.09362(12) 0.0242(4) Uani 1 1 d . . . . .
H6A H 0.180422 0.748472 0.038618 0.029 Uiso 1 1 calc R U . . .
C6B C 0.0595(2) -0.13036(16) 0.80679(13) 0.0233(4) Uani 1 1 d . . . . .
C7A C 0.2043(2) 0.76013(16) 0.16931(12) 0.0203(4) Uani 1 1 d . . . . .
C7B C 0.0221(2) -0.16546(17) 0.72957(14) 0.0258(4) Uani 1 1 d . . . . .
C8A C 0.2793(2) 0.86670(16) 0.16405(12) 0.0205(4) Uani 1 1 d . . . . .
H8A H 0.303350 0.905379 0.109036 0.025 Uiso 1 1 calc R U . . .
C8B C 0.0540(3) -0.09585(18) 0.65414(13) 0.0268(4) Uani 1 1 d . . . . .
C9A C 0.3197(2) 0.91791(15) 0.23778(12) 0.0191(4) Uani 1 1 d . . . . .
C9B C 0.1169(2) 0.01019(18) 0.65751(12) 0.0244(4) Uani 1 1 d . . . . .
C10A C 0.3934(2) 1.02855(16) 0.23134(13) 0.0228(4) Uani 1 1 d . . . . .
H10A H 0.416917 1.066686 0.176076 0.027 Uiso 1 1 calc R U . . .
C10B C 0.1561(2) 0.05145(16) 0.73681(12) 0.0215(4) Uani 1 1 d . . . . .
C11A C 0.4303(2) 1.07987(16) 0.30285(14) 0.0245(4) Uani 1 1 d . . . . .
H11A H 0.482523 1.152229 0.297311 0.029 Uiso 1 1 calc R U . . .
C12A C 0.3905(2) 1.02519(16) 0.38605(13) 0.0242(4) Uani 1 1 d . . . . .
H12A H 0.412459 1.062845 0.435914 0.029 Uiso 1 1 calc R U . . .
C13A C 0.3213(2) 0.91936(16) 0.39535(12) 0.0212(4) Uani 1 1 d . . . . .
H13A H 0.295562 0.884577 0.451597 0.025 Uiso 1 1 calc R U . . .
C14A C 0.2868(2) 0.85996(15) 0.32154(12) 0.0186(3) Uani 1 1 d . . . . .
C15A C 0.1822(2) 0.68340(15) 0.41107(11) 0.0180(3) Uani 1 1 d . . . . .
H15A H 0.067307 0.653000 0.422650 0.022 Uiso 1 1 calc R U . . .
C16A C 0.2978(2) 0.66140(15) 0.47252(11) 0.0171(3) Uani 1 1 d . . . . .
C17A C 0.2585(2) 0.58352(15) 0.55112(11) 0.0172(3) Uani 1 1 d . . . . .
C18A C 0.5376(2) 0.64783(14) 0.54050(11) 0.0172(3) Uani 1 1 d . . . . .
C19A C 0.7199(2) 0.66305(16) 0.56698(13) 0.0224(4) Uani 1 1 d . . . . .
H19A H 0.778100 0.721887 0.528349 0.034 Uiso 1 1 calc R U . . .
H19B H 0.790983 0.590524 0.563677 0.034 Uiso 1 1 calc R U . . .
H19C H 0.710920 0.686781 0.626383 0.034 Uiso 1 1 calc R U . . .
C20A C 0.4460(2) 0.51135(15) 0.66992(12) 0.0199(4) Uani 1 1 d . . . . .
H20A H 0.571930 0.481333 0.669491 0.024 Uiso 1 1 calc R U . . .
H20B H 0.368405 0.445215 0.675920 0.024 Uiso 1 1 calc R U . . .
C21A C 0.4027(2) 0.58423(15) 0.74640(12) 0.0190(3) Uani 1 1 d . . . . .
C22A C 0.4022(3) 0.58273(19) 0.89852(13) 0.0297(4) Uani 1 1 d . . . . .
H22A H 0.384703 0.525131 0.947594 0.036 Uiso 1 1 calc R U . . .
H22B H 0.289838 0.630619 0.895238 0.036 Uiso 1 1 calc R U . . .
C23A C 0.5522(3) 0.6569(2) 0.91384(15) 0.0372(5) Uani 1 1 d . . . . .
H23A H 0.529085 0.688255 0.970707 0.056 Uiso 1 1 calc R U . . .
H23B H 0.559615 0.719851 0.869136 0.056 Uiso 1 1 calc R U . . .
H23C H 0.665421 0.610989 0.911645 0.056 Uiso 1 1 calc R U . . .


_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
F1B C1B 1.336(2) . ?
F2B C2B 1.337(2) . ?
F3B C3B 1.343(2) . ?
F4B C4B 1.340(2) . ?
F5B C6B 1.343(2) . ?
F6B C7B 1.338(2) . ?
F7B C8B 1.340(2) . ?
F8B C9B 1.339(2) . ?
O1A C17A 1.216(2) . ?
O2A C21A 1.204(2) . ?
O3A C21A 1.332(2) . ?
O3A C22A 1.454(2) . ?
N1A C17A 1.388(2) . ?
N1A C18A 1.395(2) . ?
N1A C20A 1.448(2) . ?
N2A C18A 1.295(2) . ?
N2A C16A 1.408(2) . ?
C1A C14A 1.421(2) . ?
C1A C2A 1.422(3) . ?
C1A C15A 1.476(2) . ?
C1B C2B 1.358(3) . ?
C1B C10B 1.416(3) . ?
C2A C3A 1.433(3) . ?
C2A C7A 1.437(3) . ?
C2B C3B 1.398(3) . ?
C3A C4A 1.362(3) . ?
C3A H3A 0.9500 . ?
C3B C4B 1.362(3) . ?
C4A C5A 1.419(3) . ?
C4A H4A 0.9500 . ?
C4B C5B 1.411(3) . ?
C5A C6A 1.355(3) . ?
C5A H5A 0.9500 . ?
C5B C6B 1.417(3) . ?
C5B C10B 1.430(3) . ?
C6A C7A 1.434(3) . ?
C6A H6A 0.9500 . ?
C6B C7B 1.354(3) . ?
C7A C8A 1.393(3) . ?
C7B C8B 1.395(3) . ?
C8A C9A 1.395(3) . ?
C8A H8A 0.9500 . ?
C8B C9B 1.360(3) . ?
C9A C10A 1.432(3) . ?
C9A C14A 1.438(2) . ?
C9B C10B 1.417(3) . ?
C10A C11A 1.357(3) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.422(3) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.366(3) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.433(3) . ?
C13A H13A 0.9500 . ?
C15A C16A 1.350(2) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.495(2) . ?
C18A C19A 1.487(2) . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C20A C21A 1.515(2) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C22A C23A 1.505(3) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21A O3A C22A 116.43(15) . . ?
C17A N1A C18A 108.27(14) . . ?
C17A N1A C20A 123.22(15) . . ?
C18A N1A C20A 128.25(15) . . ?
C18A N2A C16A 105.98(15) . . ?
C14A C1A C2A 120.00(16) . . ?
C14A C1A C15A 122.39(16) . . ?
C2A C1A C15A 117.60(16) . . ?
F1B C1B C2B 118.59(18) . . ?
F1B C1B C10B 120.23(18) . . ?
C2B C1B C10B 121.18(18) . . ?
C1A C2A C3A 122.60(16) . . ?
C1A C2A C7A 119.69(16) . . ?
C3A C2A C7A 117.71(16) . . ?
F2B C2B C1B 120.7(2) . . ?
F2B C2B C3B 119.05(19) . . ?
C1B C2B C3B 120.26(18) . . ?
C4A C3A C2A 121.06(17) . . ?
C4A C3A H3A 119.5 . . ?
C2A C3A H3A 119.5 . . ?
F3B C3B C4B 120.1(2) . . ?
F3B C3B C2B 119.20(19) . . ?
C4B C3B C2B 120.68(19) . . ?
C3A C4A C5A 120.92(18) . . ?
C3A C4A H4A 119.5 . . ?
C5A C4A H4A 119.5 . . ?
F4B C4B C3B 118.37(18) . . ?
F4B C4B C5B 120.69(18) . . ?
C3B C4B C5B 120.93(19) . . ?
C6A C5A C4A 120.25(18) . . ?
C6A C5A H5A 119.9 . . ?
C4A C5A H5A 119.9 . . ?
C4B C5B C6B 123.08(18) . . ?
C4B C5B C10B 118.53(17) . . ?
C6B C5B C10B 118.37(17) . . ?
C5A C6A C7A 120.92(18) . . ?
C5A C6A H6A 119.5 . . ?
C7A C6A H6A 119.5 . . ?
F5B C6B C7B 118.50(18) . . ?
F5B C6B C5B 120.34(17) . . ?
C7B C6B C5B 121.16(18) . . ?
C8A C7A C6A 121.27(17) . . ?
C8A C7A C2A 119.59(17) . . ?
C6A C7A C2A 119.13(17) . . ?
F6B C7B C6B 120.40(19) . . ?
F6B C7B C8B 118.98(18) . . ?
C6B C7B C8B 120.62(18) . . ?
C7A C8A C9A 121.47(17) . . ?
C7A C8A H8A 119.3 . . ?
C9A C8A H8A 119.3 . . ?
F7B C8B C9B 120.84(19) . . ?
F7B C8B C7B 118.75(19) . . ?
C9B C8B C7B 120.40(18) . . ?
C8A C9A C10A 120.74(17) . . ?
C8A C9A C14A 120.10(16) . . ?
C10A C9A C14A 119.15(17) . . ?
F8B C9B C8B 118.26(18) . . ?
F8B C9B C10B 120.59(18) . . ?
C8B C9B C10B 121.14(18) . . ?
C11A C10A C9A 121.13(18) . . ?
C11A C10A H10A 119.4 . . ?
C9A C10A H10A 119.4 . . ?
C1B C10B C9B 123.35(18) . . ?
C1B C10B C5B 118.39(17) . . ?
C9B C10B C5B 118.24(17) . . ?
C10A C11A C12A 119.93(18) . . ?
C10A C11A H11A 120.0 . . ?
C12A C11A H11A 120.0 . . ?
C13A C12A C11A 120.99(18) . . ?
C13A C12A H12A 119.5 . . ?
C11A C12A H12A 119.5 . . ?
C12A C13A C14A 121.01(18) . . ?
C12A C13A H13A 119.5 . . ?
C14A C13A H13A 119.5 . . ?
C1A C14A C13A 123.18(17) . . ?
C1A C14A C9A 119.09(16) . . ?
C13A C14A C9A 117.68(16) . . ?
C16A C15A C1A 126.90(16) . . ?
C16A C15A H15A 116.6 . . ?
C1A C15A H15A 116.6 . . ?
C15A C16A N2A 127.96(16) . . ?
C15A C16A C17A 122.98(16) . . ?
N2A C16A C17A 108.88(14) . . ?
O1A C17A N1A 125.88(17) . . ?
O1A C17A C16A 131.42(16) . . ?
N1A C17A C16A 102.68(14) . . ?
N2A C18A N1A 114.06(15) . . ?
N2A C18A C19A 124.58(16) . . ?
N1A C18A C19A 121.36(16) . . ?
C18A C19A H19A 109.5 . . ?
C18A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C18A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
N1A C20A C21A 111.69(15) . . ?
N1A C20A H20A 109.3 . . ?
C21A C20A H20A 109.3 . . ?
N1A C20A H20B 109.3 . . ?
C21A C20A H20B 109.3 . . ?
H20A C20A H20B 107.9 . . ?
O2A C21A O3A 125.17(17) . . ?
O2A C21A C20A 124.80(17) . . ?
O3A C21A C20A 110.04(15) . . ?
O3A C22A C23A 111.04(18) . . ?
O3A C22A H22A 109.4 . . ?
C23A C22A H22A 109.4 . . ?
O3A C22A H22B 109.4 . . ?
C23A C22A H22B 109.4 . . ?
H22A C22A H22B 108.0 . . ?
C22A C23A H23A 109.5 . . ?
C22A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
C22A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14A C1A C2A C3A -178.01(16) . . . . ?
C15A C1A C2A C3A 0.8(2) . . . . ?
C14A C1A C2A C7A 2.9(2) . . . . ?
C15A C1A C2A C7A -178.26(15) . . . . ?
F1B C1B C2B F2B -1.1(3) . . . . ?
C10B C1B C2B F2B 178.39(16) . . . . ?
F1B C1B C2B C3B -179.86(17) . . . . ?
C10B C1B C2B C3B -0.4(3) . . . . ?
C1A C2A C3A C4A 179.49(17) . . . . ?
C7A C2A C3A C4A -1.4(3) . . . . ?
F2B C2B C3B F3B -0.1(3) . . . . ?
C1B C2B C3B F3B 178.70(17) . . . . ?
F2B C2B C3B C4B -179.15(18) . . . . ?
C1B C2B C3B C4B -0.4(3) . . . . ?
C2A C3A C4A C5A 0.7(3) . . . . ?
F3B C3B C4B F4B -0.4(3) . . . . ?
C2B C3B C4B F4B 178.60(17) . . . . ?
F3B C3B C4B C5B -179.23(17) . . . . ?
C2B C3B C4B C5B -0.2(3) . . . . ?
C3A C4A C5A C6A 0.5(3) . . . . ?
F4B C4B C5B C6B 1.4(3) . . . . ?
C3B C4B C5B C6B -179.88(18) . . . . ?
F4B C4B C5B C10B -177.35(16) . . . . ?
C3B C4B C5B C10B 1.4(3) . . . . ?
C4A C5A C6A C7A -0.9(3) . . . . ?
C4B C5B C6B F5B 3.2(3) . . . . ?
C10B C5B C6B F5B -178.07(16) . . . . ?
C4B C5B C6B C7B -177.09(18) . . . . ?
C10B C5B C6B C7B 1.6(3) . . . . ?
C5A C6A C7A C8A -178.66(18) . . . . ?
C5A C6A C7A C2A 0.2(3) . . . . ?
C1A C2A C7A C8A -1.0(2) . . . . ?
C3A C2A C7A C8A 179.83(16) . . . . ?
C1A C2A C7A C6A -179.92(16) . . . . ?
C3A C2A C7A C6A 0.9(2) . . . . ?
F5B C6B C7B F6B 0.1(3) . . . . ?
C5B C6B C7B F6B -179.62(16) . . . . ?
F5B C6B C7B C8B -179.54(17) . . . . ?
C5B C6B C7B C8B 0.8(3) . . . . ?
C6A C7A C8A C9A 177.97(16) . . . . ?
C2A C7A C8A C9A -0.9(3) . . . . ?
F6B C7B C8B F7B -2.0(3) . . . . ?
C6B C7B C8B F7B 177.57(17) . . . . ?
F6B C7B C8B C9B 177.91(17) . . . . ?
C6B C7B C8B C9B -2.5(3) . . . . ?
C7A C8A C9A C10A -178.74(16) . . . . ?
C7A C8A C9A C14A 0.9(3) . . . . ?
F7B C8B C9B F8B 0.8(3) . . . . ?
C7B C8B C9B F8B -179.12(16) . . . . ?
F7B C8B C9B C10B -178.33(16) . . . . ?
C7B C8B C9B C10B 1.7(3) . . . . ?
C8A C9A C10A C11A 178.83(17) . . . . ?
C14A C9A C10A C11A -0.9(3) . . . . ?
F1B C1B C10B C9B 2.6(3) . . . . ?
C2B C1B C10B C9B -176.86(18) . . . . ?
F1B C1B C10B C5B -178.93(15) . . . . ?
C2B C1B C10B C5B 1.6(3) . . . . ?
F8B C9B C10B C1B 0.0(3) . . . . ?
C8B C9B C10B C1B 179.15(18) . . . . ?
F8B C9B C10B C5B -178.47(16) . . . . ?
C8B C9B C10B C5B 0.7(3) . . . . ?
C4B C5B C10B C1B -2.1(2) . . . . ?
C6B C5B C10B C1B 179.15(16) . . . . ?
C4B C5B C10B C9B 176.47(16) . . . . ?
C6B C5B C10B C9B -2.3(2) . . . . ?
C9A C10A C11A C12A -1.9(3) . . . . ?
C10A C11A C12A C13A 2.3(3) . . . . ?
C11A C12A C13A C14A 0.1(3) . . . . ?
C2A C1A C14A C13A 174.43(16) . . . . ?
C15A C1A C14A C13A -4.3(3) . . . . ?
C2A C1A C14A C9A -2.8(2) . . . . ?
C15A C1A C14A C9A 178.39(15) . . . . ?
C12A C13A C14A C1A 179.83(17) . . . . ?
C12A C13A C14A C9A -2.9(3) . . . . ?
C8A C9A C14A C1A 0.9(2) . . . . ?
C10A C9A C14A C1A -179.37(16) . . . . ?
C8A C9A C14A C13A -176.49(16) . . . . ?
C10A C9A C14A C13A 3.2(2) . . . . ?
C14A C1A C15A C16A -49.9(3) . . . . ?
C2A C1A C15A C16A 131.30(19) . . . . ?
C1A C15A C16A N2A 1.0(3) . . . . ?
C1A C15A C16A C17A -173.71(16) . . . . ?
C18A N2A C16A C15A -174.59(18) . . . . ?
C18A N2A C16A C17A 0.68(19) . . . . ?
C18A N1A C17A O1A -177.91(17) . . . . ?
C20A N1A C17A O1A -3.3(3) . . . . ?
C18A N1A C17A C16A 3.40(18) . . . . ?
C20A N1A C17A C16A 177.98(15) . . . . ?
C15A C16A C17A O1A -5.6(3) . . . . ?
N2A C16A C17A O1A 178.83(18) . . . . ?
C15A C16A C17A N1A 172.97(17) . . . . ?
N2A C16A C17A N1A -2.58(18) . . . . ?
C16A N2A C18A N1A 1.6(2) . . . . ?
C16A N2A C18A C19A -178.88(16) . . . . ?
C17A N1A C18A N2A -3.4(2) . . . . ?
C20A N1A C18A N2A -177.64(16) . . . . ?
C17A N1A C18A C19A 177.05(16) . . . . ?
C20A N1A C18A C19A 2.8(3) . . . . ?
C17A N1A C20A C21A -90.1(2) . . . . ?
C18A N1A C20A C21A 83.3(2) . . . . ?
C22A O3A C21A O2A 1.6(3) . . . . ?
C22A O3A C21A C20A -178.47(15) . . . . ?
N1A C20A C21A O2A 4.6(3) . . . . ?
N1A C20A C21A O3A -175.30(14) . . . . ?
C21A O3A C22A C23A -83.5(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C19A H19B O1A 0.98 2.58 3.326(2) 133.3 1_655 yes
C19A H19C F6B 0.98 2.58 3.311(2) 131.1 1_665 yes
C23A H23A F3B 0.98 2.59 3.266(2) 125.9 2_667 yes

_refine_diff_density_max         0.367
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.056

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_Cocrystal-II
_database_code_depnum_ccdc_archive 'CCDC 2490013'
loop_
_audit_author_name
_audit_author_address
'Dr Rajesh Gonnade'
;CSIR National Chemical Laboratory Pune
India
;
_audit_update_record             
;
2025-09-20 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H20 N2 O3, C10 H2 N4'
_chemical_formula_sum            'C33 H22 N6 O3'
_chemical_formula_weight         550.56

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'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8420(3)
_cell_length_b                   8.0067(3)
_cell_length_c                   44.0828(19)
_cell_angle_alpha                87.523(2)
_cell_angle_beta                 88.221(2)
_cell_angle_gamma                78.9690(10)
_cell_volume                     2713.48(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      26.23

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.090
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7034
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            76978
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0571
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_theta_min         2.313
_diffrn_reflns_theta_max         26.359
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11065
_reflns_number_gt                9307
_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       'SAINT (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    'Bruker SHELXTL, Mercury 2020.20'
_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)+(0.0386P)²+2.3589P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11065
_refine_ls_number_parameters     761
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0656
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1240
_refine_ls_wR_factor_gt          0.1187
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.105
_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
O1A O 0.44544(18) 0.30745(16) 0.69741(3) 0.0218(3) Uani 1 1 d . . . . .
O1C O 0.67151(18) 1.08377(19) 0.80564(3) 0.0274(3) Uani 1 1 d . . . . .
O2A O 0.4173(2) 0.6170(2) 0.78068(3) 0.0325(4) Uani 1 1 d . . . . .
O2C O 0.2616(3) 1.0107(2) 0.74941(4) 0.0445(5) Uani 1 1 d . . . . .
O3A O 0.62082(18) 0.66140(17) 0.74561(3) 0.0215(3) Uani 1 1 d . . . . .
O3C O 0.1233(2) 1.2816(2) 0.74272(3) 0.0301(4) Uani 1 1 d . . . . .
N1A N 0.5802(2) 0.6509(2) 0.65572(4) 0.0180(3) Uani 1 1 d . . . . .
N1B N 0.4496(2) 0.7815(2) 0.55558(4) 0.0302(4) Uani 1 1 d . . . . .
N1C N 0.3243(2) 0.9416(2) 0.84630(4) 0.0179(3) Uani 1 1 d . . . . .
N1D N 0.2118(2) 1.0463(2) 0.94237(4) 0.0296(4) Uani 1 1 d . . . . .
N2A N 0.4350(2) 0.59904(19) 0.69906(3) 0.0158(3) Uani 1 1 d . . . . .
N2B N 0.8260(2) 0.8729(2) 0.49716(4) 0.0288(4) Uani 1 1 d . . . . .
N2C N 0.3723(2) 1.1055(2) 0.80520(4) 0.0179(3) Uani 1 1 d . . . . .
N2D N 0.1378(2) 0.6762(2) 1.00256(4) 0.0277(4) Uani 1 1 d . . . . .
N3B N 1.2904(3) 1.0598(3) 0.61766(4) 0.0338(4) Uani 1 1 d . . . . .
N3D N -0.0830(3) 0.2166(2) 0.88578(4) 0.0315(4) Uani 1 1 d . . . . .
N4B N 0.9377(3) 0.9381(3) 0.67427(4) 0.0382(5) Uani 1 1 d . . . . .
N4D N 0.0097(3) 0.5632(3) 0.82718(4) 0.0337(4) Uani 1 1 d . . . . .
C1A C 0.7423(2) 0.3894(2) 0.60985(4) 0.0181(4) Uani 1 1 d . . . . .
C1B C 0.7444(3) 0.8810(2) 0.60608(4) 0.0200(4) Uani 1 1 d . . . . .
H1B H 0.659450 0.850289 0.619959 0.024 Uiso 1 1 calc R U . . .
C1C C 0.5965(2) 0.7664(2) 0.89095(4) 0.0174(4) Uani 1 1 d . . . . .
C1D C 0.0972(2) 0.7554(3) 0.89360(4) 0.0197(4) Uani 1 1 d . . . . .
H1D H 0.123954 0.838644 0.879144 0.024 Uiso 1 1 calc R U . . .
C2A C 0.8988(2) 0.4511(2) 0.61194(4) 0.0194(4) Uani 1 1 d . . . . .
C2B C 0.7248(3) 0.8738(2) 0.57500(4) 0.0185(4) Uani 1 1 d . . . . .
C2C C 0.5360(2) 0.6125(2) 0.88772(4) 0.0178(4) Uani 1 1 d . . . . .
C2D C 0.1142(2) 0.7754(2) 0.92442(4) 0.0184(4) Uani 1 1 d . . . . .
C3A C 0.9684(3) 0.4829(3) 0.64016(5) 0.0236(4) Uani 1 1 d . . . . .
H3A H 0.909465 0.460638 0.658607 0.028 Uiso 1 1 calc R U . . .
C3B C 0.8514(2) 0.9163(2) 0.55446(4) 0.0185(4) Uani 1 1 d . . . . .
C3C C 0.5004(3) 0.5527(3) 0.85902(5) 0.0221(4) Uani 1 1 d . . . . .
H3C H 0.520321 0.616004 0.840963 0.027 Uiso 1 1 calc R U . . .
C3D C 0.0788(2) 0.6504(2) 0.94579(4) 0.0183(4) Uani 1 1 d . . . . .
C4A C 1.1186(3) 0.5450(3) 0.64105(5) 0.0289(5) Uani 1 1 d . . . . .
H4A H 1.162822 0.565034 0.660104 0.035 Uiso 1 1 calc R U . . .
C4B C 0.9964(2) 0.9707(2) 0.56509(4) 0.0200(4) Uani 1 1 d . . . . .
H4B H 1.081515 1.001057 0.551221 0.024 Uiso 1 1 calc R U . . .
C4C C 0.4383(3) 0.4060(3) 0.85719(5) 0.0281(5) Uani 1 1 d . . . . .
H4C H 0.415064 0.368636 0.837852 0.034 Uiso 1 1 calc R U . . .
C4D C 0.0218(2) 0.5074(2) 0.93628(4) 0.0188(4) Uani 1 1 d . . . . .
H4D H -0.003974 0.423754 0.950731 0.023 Uiso 1 1 calc R U . . .
C5A C 1.2091(3) 0.5797(3) 0.61406(6) 0.0304(5) Uani 1 1 d . . . . .
H5A H 1.312064 0.625144 0.615082 0.036 Uiso 1 1 calc R U . . .
C5B C 1.0150(2) 0.9801(2) 0.59607(4) 0.0193(4) Uani 1 1 d . . . . .
C5C C 0.4078(3) 0.3082(3) 0.88363(6) 0.0288(5) Uani 1 1 d . . . . .
H5C H 0.361789 0.207595 0.881922 0.035 Uiso 1 1 calc R U . . .
C5D C 0.0029(2) 0.4880(2) 0.90550(4) 0.0191(4) Uani 1 1 d . . . . .
C6A C 1.1502(3) 0.5487(3) 0.58673(5) 0.0277(5) Uani 1 1 d . . . . .
H6A H 1.212605 0.572421 0.568737 0.033 Uiso 1 1 calc R U . . .
C6B C 0.8895(3) 0.9336(2) 0.61657(4) 0.0194(4) Uani 1 1 d . . . . .
C6C C 0.4439(3) 0.3573(3) 0.91126(5) 0.0247(4) Uani 1 1 d . . . . .
H6C H 0.424534 0.289696 0.928815 0.030 Uiso 1 1 calc R U . . .
C6D C 0.0407(2) 0.6121(2) 0.88414(4) 0.0189(4) Uani 1 1 d . . . . .
C7A C 0.9956(3) 0.4808(2) 0.58456(5) 0.0221(4) Uani 1 1 d . . . . .
C7B C 0.5724(3) 0.8207(3) 0.56400(4) 0.0219(4) Uani 1 1 d . . . . .
C7C C 0.5110(2) 0.5098(2) 0.91449(5) 0.0193(4) Uani 1 1 d . . . . .
C7D C 0.1703(2) 0.9250(3) 0.93447(4) 0.0208(4) Uani 1 1 d . . . . .
C8A C 0.9368(3) 0.4453(3) 0.55658(5) 0.0247(4) Uani 1 1 d . . . . .
H8A H 1.002137 0.464457 0.538691 0.030 Uiso 1 1 calc R U . . .
C8B C 0.8360(2) 0.8954(3) 0.52245(5) 0.0207(4) Uani 1 1 d . . . . .
C8C C 0.5484(2) 0.5605(3) 0.94293(5) 0.0218(4) Uani 1 1 d . . . . .
H8C H 0.532449 0.490975 0.960394 0.026 Uiso 1 1 calc R U . . .
C8D C 0.1088(3) 0.6663(2) 0.97754(5) 0.0207(4) Uani 1 1 d . . . . .
C9A C 0.7839(3) 0.3820(2) 0.55416(4) 0.0229(4) Uani 1 1 d . . . . .
C9B C 1.1680(3) 1.0277(3) 0.60775(5) 0.0242(4) Uani 1 1 d . . . . .
C9C C 0.6089(2) 0.7113(2) 0.94634(4) 0.0206(4) Uani 1 1 d . . . . .
C9D C -0.0478(3) 0.3371(3) 0.89498(4) 0.0226(4) Uani 1 1 d . . . . .
C10A C 0.7214(3) 0.3480(3) 0.52543(5) 0.0304(5) Uani 1 1 d . . . . .
H10A H 0.785563 0.367910 0.507432 0.036 Uiso 1 1 calc R U . . .
C10B C 0.9154(3) 0.9365(3) 0.64886(5) 0.0251(4) Uani 1 1 d . . . . .
C10C C 0.6445(3) 0.7656(3) 0.97559(5) 0.0274(5) Uani 1 1 d . . . . .
H10C H 0.628132 0.697002 0.993170 0.033 Uiso 1 1 calc R U . . .
C10D C 0.0246(3) 0.5870(3) 0.85228(5) 0.0231(4) Uani 1 1 d . . . . .
C11A C 0.5715(3) 0.2877(3) 0.52339(5) 0.0329(5) Uani 1 1 d . . . . .
H11A H 0.531419 0.265914 0.504098 0.040 Uiso 1 1 calc R U . . .
C11C C 0.7015(3) 0.9140(3) 0.97858(5) 0.0312(5) Uani 1 1 d . . . . .
H11C H 0.724423 0.948437 0.998167 0.037 Uiso 1 1 calc R U . . .
C12A C 0.4756(3) 0.2576(3) 0.55002(5) 0.0293(5) Uani 1 1 d . . . . .
H12A H 0.371591 0.214457 0.548469 0.035 Uiso 1 1 calc R U . . .
C12C C 0.7268(3) 1.0171(3) 0.95265(5) 0.0298(5) Uani 1 1 d . . . . .
H12C H 0.767220 1.120250 0.954952 0.036 Uiso 1 1 calc R U . . .
C13A C 0.5294(3) 0.2891(2) 0.57783(5) 0.0228(4) Uani 1 1 d . . . . .
H13A H 0.461788 0.268850 0.595374 0.027 Uiso 1 1 calc R U . . .
C13C C 0.6939(3) 0.9706(3) 0.92435(5) 0.0230(4) Uani 1 1 d . . . . .
H13C H 0.710759 1.042414 0.907236 0.028 Uiso 1 1 calc R U . . .
C14A C 0.6858(3) 0.3522(2) 0.58115(4) 0.0194(4) Uani 1 1 d . . . . .
C14C C 0.6347(2) 0.8156(2) 0.92000(4) 0.0182(4) Uani 1 1 d . . . . .
C15A C 0.6395(2) 0.3595(2) 0.63749(4) 0.0179(4) Uani 1 1 d . . . . .
H15A H 0.617455 0.247664 0.641202 0.022 Uiso 1 1 calc R U . . .
C15C C 0.6252(2) 0.8739(2) 0.86392(4) 0.0190(4) Uani 1 1 d . . . . .
H15C H 0.739248 0.895461 0.860368 0.023 Uiso 1 1 calc R U . . .
C16A C 0.5746(2) 0.4759(2) 0.65777(4) 0.0159(4) Uani 1 1 d . . . . .
C16C C 0.5038(2) 0.9438(2) 0.84395(4) 0.0175(4) Uani 1 1 d . . . . .
C17A C 0.4791(2) 0.4399(2) 0.68648(4) 0.0160(4) Uani 1 1 d . . . . .
C17C C 0.5376(3) 1.0497(2) 0.81653(4) 0.0199(4) Uani 1 1 d . . . . .
C18A C 0.4984(2) 0.7166(2) 0.67970(4) 0.0169(4) Uani 1 1 d . . . . .
C18C C 0.2540(2) 1.0372(2) 0.82381(4) 0.0174(4) Uani 1 1 d . . . . .
C19A C 0.4688(3) 0.8998(2) 0.68655(5) 0.0234(4) Uani 1 1 d . . . . .
H19A H 0.343942 0.943115 0.689332 0.035 Uiso 1 1 calc R U . . .
H19B H 0.514284 0.963370 0.669668 0.035 Uiso 1 1 calc R U . . .
H19C H 0.528677 0.914004 0.705187 0.035 Uiso 1 1 calc R U . . .
C19C C 0.0660(3) 1.0725(3) 0.81742(5) 0.0232(4) Uani 1 1 d . . . . .
H19D H 0.027660 1.194434 0.812716 0.035 Uiso 1 1 calc R U . . .
H19E H 0.000971 1.038991 0.835270 0.035 Uiso 1 1 calc R U . . .
H19F H 0.044886 1.007487 0.800043 0.035 Uiso 1 1 calc R U . . .
C20A C 0.3470(2) 0.6278(2) 0.72825(4) 0.0186(4) Uani 1 1 d . . . . .
H20A H 0.279880 0.536345 0.732654 0.022 Uiso 1 1 calc R U . . .
H20B H 0.262909 0.736989 0.726817 0.022 Uiso 1 1 calc R U . . .
C20C C 0.3322(3) 1.2273(2) 0.77996(4) 0.0195(4) Uani 1 1 d . . . . .
H20C H 0.441356 1.255880 0.771225 0.023 Uiso 1 1 calc R U . . .
H20D H 0.259245 1.333226 0.787364 0.023 Uiso 1 1 calc R U . . .
C21A C 0.4645(3) 0.6334(2) 0.75472(4) 0.0197(4) Uani 1 1 d . . . . .
C21C C 0.2378(3) 1.1575(3) 0.75567(4) 0.0227(4) Uani 1 1 d . . . . .
C22A C 0.7424(3) 0.6729(3) 0.76953(5) 0.0294(5) Uani 1 1 d . . . . .
H22A H 0.775511 0.561469 0.780514 0.035 Uiso 1 1 calc R U . . .
H22B H 0.688527 0.758470 0.784258 0.035 Uiso 1 1 calc R U . . .
C22C C 0.0204(4) 1.2333(5) 0.71874(6) 0.0617(9) Uani 1 1 d . . . . .
H22C H 0.021578 1.312705 0.700921 0.074 Uiso 1 1 calc R U . . .
H22D H 0.072494 1.117220 0.712352 0.074 Uiso 1 1 calc R U . . .
C23A C 0.8976(3) 0.7242(4) 0.75452(6) 0.0413(6) Uani 1 1 d . . . . .
H23A H 0.985381 0.727007 0.769744 0.062 Uiso 1 1 calc R U . . .
H23B H 0.864188 0.837514 0.744729 0.062 Uiso 1 1 calc R U . . .
H23C H 0.945703 0.641915 0.739194 0.062 Uiso 1 1 calc R U . . .
C23C C -0.1564(4) 1.2372(4) 0.72918(10) 0.0799(13) Uani 1 1 d . . . . .
H23D H -0.226306 1.216462 0.712187 0.120 Uiso 1 1 calc R U . . .
H23E H -0.204372 1.349095 0.737249 0.120 Uiso 1 1 calc R U . . .
H23F H -0.158698 1.148847 0.745192 0.120 Uiso 1 1 calc R U . . .


_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
O1A C17A 1.217(2) . ?
O1C C17C 1.215(2) . ?
O2A C21A 1.202(2) . ?
O2C C21C 1.197(3) . ?
O3A C21A 1.334(2) . ?
O3A C22A 1.461(2) . ?
O3C C21C 1.327(3) . ?
O3C C22C 1.458(3) . ?
N1A C18A 1.298(2) . ?
N1A C16A 1.409(2) . ?
N1B C7B 1.145(3) . ?
N1C C18C 1.296(2) . ?
N1C C16C 1.412(2) . ?
N1D C7D 1.152(3) . ?
N2A C17A 1.390(2) . ?
N2A C18A 1.395(2) . ?
N2A C20A 1.447(2) . ?
N2B C8B 1.144(3) . ?
N2C C17C 1.389(2) . ?
N2C C18C 1.393(2) . ?
N2C C20C 1.449(2) . ?
N2D C8D 1.142(3) . ?
N3B C9B 1.144(3) . ?
N3D C9D 1.146(3) . ?
N4B C10B 1.140(3) . ?
N4D C10D 1.144(3) . ?
C1A C2A 1.415(3) . ?
C1A C14A 1.415(3) . ?
C1A C15A 1.476(3) . ?
C1B C6B 1.385(3) . ?
C1B C2B 1.388(3) . ?
C1C C14C 1.413(3) . ?
C1C C2C 1.417(3) . ?
C1C C15C 1.477(3) . ?
C1D C2D 1.388(3) . ?
C1D C6D 1.391(3) . ?
C2A C3A 1.426(3) . ?
C2A C7A 1.441(3) . ?
C2B C3B 1.402(3) . ?
C2B C7B 1.447(3) . ?
C2C C3C 1.426(3) . ?
C2C C7C 1.439(3) . ?
C2D C3D 1.405(3) . ?
C2D C7D 1.444(3) . ?
C3A C4A 1.365(3) . ?
C3B C4B 1.394(3) . ?
C3B C8B 1.440(3) . ?
C3C C4C 1.361(3) . ?
C3D C4D 1.391(3) . ?
C3D C8D 1.441(3) . ?
C4A C5A 1.411(3) . ?
C4B C5B 1.385(3) . ?
C4C C5C 1.416(3) . ?
C4D C5D 1.388(3) . ?
C5A C6A 1.353(3) . ?
C5B C6B 1.407(3) . ?
C5B C9B 1.442(3) . ?
C5C C6C 1.350(3) . ?
C5D C6D 1.406(3) . ?
C5D C9D 1.441(3) . ?
C6A C7A 1.428(3) . ?
C6B C10B 1.446(3) . ?
C6C C7C 1.433(3) . ?
C6D C10D 1.440(3) . ?
C7A C8A 1.389(3) . ?
C7C C8C 1.391(3) . ?
C8A C9A 1.397(3) . ?
C8C C9C 1.394(3) . ?
C9A C10A 1.427(3) . ?
C9A C14A 1.433(3) . ?
C9C C10C 1.431(3) . ?
C9C C14C 1.433(3) . ?
C10A C11A 1.361(3) . ?
C10C C11C 1.360(3) . ?
C11A C12A 1.411(3) . ?
C11C C12C 1.412(3) . ?
C12A C13A 1.358(3) . ?
C12C C13C 1.363(3) . ?
C13A C14A 1.427(3) . ?
C13C C14C 1.427(3) . ?
C15A C16A 1.338(3) . ?
C15C C16C 1.342(3) . ?
C16A C17A 1.496(3) . ?
C16C C17C 1.492(3) . ?
C18A C19A 1.483(3) . ?
C18C C19C 1.481(3) . ?
C20A C21A 1.517(3) . ?
C20C C21C 1.505(3) . ?
C22A C23A 1.485(3) . ?
C22C C23C 1.443(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
C21A O3A C22A 116.35(15) . . ?
C21C O3C C22C 116.6(2) . . ?
C18A N1A C16A 106.25(15) . . ?
C18C N1C C16C 105.88(16) . . ?
C17A N2A C18A 108.26(15) . . ?
C17A N2A C20A 123.60(15) . . ?
C18A N2A C20A 128.06(15) . . ?
C17C N2C C18C 108.48(15) . . ?
C17C N2C C20C 124.42(16) . . ?
C18C N2C C20C 126.85(16) . . ?
C2A C1A C14A 119.84(18) . . ?
C2A C1A C15A 120.47(17) . . ?
C14A C1A C15A 119.67(18) . . ?
C6B C1B C2B 119.03(18) . . ?
C14C C1C C2C 120.20(17) . . ?
C14C C1C C15C 119.52(17) . . ?
C2C C1C C15C 120.25(17) . . ?
C2D C1D C6D 119.22(18) . . ?
C1A C2A C3A 122.97(18) . . ?
C1A C2A C7A 119.27(18) . . ?
C3A C2A C7A 117.74(18) . . ?
C1B C2B C3B 120.65(18) . . ?
C1B C2B C7B 119.11(17) . . ?
C3B C2B C7B 120.24(17) . . ?
C1C C2C C3C 123.06(18) . . ?
C1C C2C C7C 118.89(17) . . ?
C3C C2C C7C 118.05(18) . . ?
C1D C2D C3D 120.44(18) . . ?
C1D C2D C7D 119.58(17) . . ?
C3D C2D C7D 119.97(17) . . ?
C4A C3A C2A 120.9(2) . . ?
C4B C3B C2B 120.13(18) . . ?
C4B C3B C8B 119.89(17) . . ?
C2B C3B C8B 119.91(18) . . ?
C4C C3C C2C 120.8(2) . . ?
C4D C3D C2D 120.21(18) . . ?
C4D C3D C8D 119.71(17) . . ?
C2D C3D C8D 120.03(18) . . ?
C3A C4A C5A 120.9(2) . . ?
C5B C4B C3B 119.31(18) . . ?
C3C C4C C5C 121.1(2) . . ?
C5D C4D C3D 119.46(18) . . ?
C6A C5A C4A 120.5(2) . . ?
C4B C5B C6B 120.22(18) . . ?
C4B C5B C9B 120.45(18) . . ?
C6B C5B C9B 119.22(18) . . ?
C6C C5C C4C 120.2(2) . . ?
C4D C5D C6D 120.21(18) . . ?
C4D C5D C9D 120.49(18) . . ?
C6D C5D C9D 119.24(18) . . ?
C5A C6A C7A 120.9(2) . . ?
C1B C6B C5B 120.62(18) . . ?
C1B C6B C10B 119.95(18) . . ?
C5B C6B C10B 119.40(18) . . ?
C5C C6C C7C 121.0(2) . . ?
C1D C6D C5D 120.44(18) . . ?
C1D C6D C10D 120.31(18) . . ?
C5D C6D C10D 119.23(18) . . ?
C8A C7A C6A 121.03(19) . . ?
C8A C7A C2A 119.94(19) . . ?
C6A C7A C2A 119.02(19) . . ?
N1B C7B C2B 178.6(2) . . ?
C8C C7C C6C 121.07(19) . . ?
C8C C7C C2C 120.15(18) . . ?
C6C C7C C2C 118.76(18) . . ?
N1D C7D C2D 178.6(2) . . ?
C7A C8A C9A 121.50(19) . . ?
N2B C8B C3B 177.6(2) . . ?
C7C C8C C9C 121.40(18) . . ?
N2D C8D C3D 177.9(2) . . ?
C8A C9A C10A 121.7(2) . . ?
C8A C9A C14A 119.27(18) . . ?
C10A C9A C14A 119.0(2) . . ?
N3B C9B C5B 177.4(2) . . ?
C8C C9C C10C 121.59(19) . . ?
C8C C9C C14C 119.42(18) . . ?
C10C C9C C14C 118.99(19) . . ?
N3D C9D C5D 177.3(2) . . ?
C11A C10A C9A 121.1(2) . . ?
N4B C10B C6B 179.2(3) . . ?
C11C C10C C9C 120.9(2) . . ?
N4D C10D C6D 178.1(2) . . ?
C10A C11A C12A 119.8(2) . . ?
C10C C11C C12C 120.2(2) . . ?
C13A C12A C11A 121.2(2) . . ?
C13C C12C C11C 120.9(2) . . ?
C12A C13A C14A 121.1(2) . . ?
C12C C13C C14C 121.1(2) . . ?
C1A C14A C13A 122.03(18) . . ?
C1A C14A C9A 120.14(19) . . ?
C13A C14A C9A 117.81(18) . . ?
C1C C14C C13C 122.07(18) . . ?
C1C C14C C9C 119.92(18) . . ?
C13C C14C C9C 117.97(18) . . ?
C16A C15A C1A 125.73(18) . . ?
C16C C15C C1C 125.56(18) . . ?
C15A C16A N1A 126.75(17) . . ?
C15A C16A C17A 124.61(17) . . ?
N1A C16A C17A 108.63(15) . . ?
C15C C16C N1C 126.61(18) . . ?
C15C C16C C17C 124.27(18) . . ?
N1C C16C C17C 108.95(16) . . ?
O1A C17A N2A 126.06(17) . . ?
O1A C17A C16A 130.99(17) . . ?
N2A C17A C16A 102.95(15) . . ?
O1C C17C N2C 125.93(18) . . ?
O1C C17C C16C 131.40(18) . . ?
N2C C17C C16C 102.67(16) . . ?
N1A C18A N2A 113.92(16) . . ?
N1A C18A C19A 124.76(17) . . ?
N2A C18A C19A 121.31(16) . . ?
N1C C18C N2C 114.00(17) . . ?
N1C C18C C19C 124.65(17) . . ?
N2C C18C C19C 121.35(17) . . ?
N2A C20A C21A 115.25(16) . . ?
N2C C20C C21C 111.31(16) . . ?
O2A C21A O3A 125.37(19) . . ?
O2A C21A C20A 122.41(18) . . ?
O3A C21A C20A 112.21(16) . . ?
O2C C21C O3C 125.3(2) . . ?
O2C C21C C20C 124.5(2) . . ?
O3C C21C C20C 110.14(17) . . ?
O3A C22A C23A 106.99(18) . . ?
C23C C22C O3C 110.7(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C14A C1A C2A C3A -176.64(17) . . . . ?
C15A C1A C2A C3A 1.8(3) . . . . ?
C14A C1A C2A C7A 2.1(3) . . . . ?
C15A C1A C2A C7A -179.37(16) . . . . ?
C6B C1B C2B C3B 1.1(3) . . . . ?
C6B C1B C2B C7B -179.33(18) . . . . ?
C14C C1C C2C C3C -177.93(17) . . . . ?
C15C C1C C2C C3C 0.2(3) . . . . ?
C14C C1C C2C C7C 1.2(3) . . . . ?
C15C C1C C2C C7C 179.40(16) . . . . ?
C6D C1D C2D C3D 1.6(3) . . . . ?
C6D C1D C2D C7D -179.08(17) . . . . ?
C1A C2A C3A C4A -179.00(19) . . . . ?
C7A C2A C3A C4A 2.2(3) . . . . ?
C1B C2B C3B C4B -1.7(3) . . . . ?
C7B C2B C3B C4B 178.70(18) . . . . ?
C1B C2B C3B C8B 175.11(18) . . . . ?
C7B C2B C3B C8B -4.5(3) . . . . ?
C1C C2C C3C C4C -178.36(18) . . . . ?
C7C C2C C3C C4C 2.5(3) . . . . ?
C1D C2D C3D C4D -1.8(3) . . . . ?
C7D C2D C3D C4D 178.89(18) . . . . ?
C1D C2D C3D C8D 175.51(18) . . . . ?
C7D C2D C3D C8D -3.8(3) . . . . ?
C2A C3A C4A C5A 0.1(3) . . . . ?
C2B C3B C4B C5B 0.9(3) . . . . ?
C8B C3B C4B C5B -175.98(18) . . . . ?
C2C C3C C4C C5C -0.2(3) . . . . ?
C2D C3D C4D C5D 1.1(3) . . . . ?
C8D C3D C4D C5D -176.24(17) . . . . ?
C3A C4A C5A C6A -1.4(3) . . . . ?
C3B C4B C5B C6B 0.6(3) . . . . ?
C3B C4B C5B C9B 176.84(18) . . . . ?
C3C C4C C5C C6C -1.5(3) . . . . ?
C3D C4D C5D C6D -0.2(3) . . . . ?
C3D C4D C5D C9D 176.97(18) . . . . ?
C4A C5A C6A C7A 0.2(3) . . . . ?
C2B C1B C6B C5B 0.4(3) . . . . ?
C2B C1B C6B C10B -177.91(18) . . . . ?
C4B C5B C6B C1B -1.2(3) . . . . ?
C9B C5B C6B C1B -177.52(18) . . . . ?
C4B C5B C6B C10B 177.06(18) . . . . ?
C9B C5B C6B C10B 0.8(3) . . . . ?
C4C C5C C6C C7C 0.9(3) . . . . ?
C2D C1D C6D C5D -0.7(3) . . . . ?
C2D C1D C6D C10D -179.02(18) . . . . ?
C4D C5D C6D C1D 0.0(3) . . . . ?
C9D C5D C6D C1D -177.18(18) . . . . ?
C4D C5D C6D C10D 178.34(18) . . . . ?
C9D C5D C6D C10D 1.1(3) . . . . ?
C5A C6A C7A C8A -178.55(19) . . . . ?
C5A C6A C7A C2A 2.2(3) . . . . ?
C1A C2A C7A C8A -1.4(3) . . . . ?
C3A C2A C7A C8A 177.43(17) . . . . ?
C1A C2A C7A C6A 177.85(17) . . . . ?
C3A C2A C7A C6A -3.3(3) . . . . ?
C5C C6C C7C C8C -179.95(19) . . . . ?
C5C C6C C7C C2C 1.3(3) . . . . ?
C1C C2C C7C C8C -0.9(3) . . . . ?
C3C C2C C7C C8C 178.29(17) . . . . ?
C1C C2C C7C C6C 177.81(17) . . . . ?
C3C C2C C7C C6C -3.0(3) . . . . ?
C6A C7A C8A C9A -178.74(18) . . . . ?
C2A C7A C8A C9A 0.5(3) . . . . ?
C6C C7C C8C C9C -178.07(18) . . . . ?
C2C C7C C8C C9C 0.6(3) . . . . ?
C7A C8A C9A C10A 178.90(19) . . . . ?
C7A C8A C9A C14A -0.3(3) . . . . ?
C7C C8C C9C C10C 178.85(18) . . . . ?
C7C C8C C9C C14C -0.6(3) . . . . ?
C8A C9A C10A C11A -179.5(2) . . . . ?
C14A C9A C10A C11A -0.2(3) . . . . ?
C8C C9C C10C C11C -179.24(19) . . . . ?
C14C C9C C10C C11C 0.2(3) . . . . ?
C9A C10A C11A C12A -0.1(3) . . . . ?
C9C C10C C11C C12C -0.1(3) . . . . ?
C10A C11A C12A C13A 0.6(3) . . . . ?
C10C C11C C12C C13C 0.3(3) . . . . ?
C11A C12A C13A C14A -0.7(3) . . . . ?
C11C C12C C13C C14C -0.6(3) . . . . ?
C2A C1A C14A C13A 179.76(17) . . . . ?
C15A C1A C14A C13A 1.3(3) . . . . ?
C2A C1A C14A C9A -2.0(3) . . . . ?
C15A C1A C14A C9A 179.52(16) . . . . ?
C12A C13A C14A C1A 178.60(18) . . . . ?
C12A C13A C14A C9A 0.3(3) . . . . ?
C8A C9A C14A C1A 1.1(3) . . . . ?
C10A C9A C14A C1A -178.19(17) . . . . ?
C8A C9A C14A C13A 179.39(17) . . . . ?
C10A C9A C14A C13A 0.1(3) . . . . ?
C2C C1C C14C C13C -179.22(17) . . . . ?
C15C C1C C14C C13C 2.6(3) . . . . ?
C2C C1C C14C C9C -1.2(3) . . . . ?
C15C C1C C14C C9C -179.42(16) . . . . ?
C12C C13C C14C C1C 178.72(18) . . . . ?
C12C C13C C14C C9C 0.7(3) . . . . ?
C8C C9C C14C C1C 0.9(3) . . . . ?
C10C C9C C14C C1C -178.56(17) . . . . ?
C8C C9C C14C C13C 178.98(17) . . . . ?
C10C C9C C14C C13C -0.5(3) . . . . ?
C2A C1A C15A C16A 57.8(3) . . . . ?
C14A C1A C15A C16A -123.7(2) . . . . ?
C14C C1C C15C C16C -122.4(2) . . . . ?
C2C C1C C15C C16C 59.4(3) . . . . ?
C1A C15A C16A N1A 5.0(3) . . . . ?
C1A C15A C16A C17A -176.50(17) . . . . ?
C18A N1A C16A C15A 178.28(19) . . . . ?
C18A N1A C16A C17A -0.4(2) . . . . ?
C1C C15C C16C N1C 6.2(3) . . . . ?
C1C C15C C16C C17C -178.96(18) . . . . ?
C18C N1C C16C C15C 173.97(19) . . . . ?
C18C N1C C16C C17C -1.5(2) . . . . ?
C18A N2A C17A O1A 179.46(18) . . . . ?
C20A N2A C17A O1A 2.7(3) . . . . ?
C18A N2A C17A C16A -0.03(19) . . . . ?
C20A N2A C17A C16A -176.81(16) . . . . ?
C15A C16A C17A O1A 2.1(3) . . . . ?
N1A C16A C17A O1A -179.18(19) . . . . ?
C15A C16A C17A N2A -178.47(18) . . . . ?
N1A C16A C17A N2A 0.27(19) . . . . ?
C18C N2C C17C O1C 179.2(2) . . . . ?
C20C N2C C17C O1C -6.2(3) . . . . ?
C18C N2C C17C C16C -0.8(2) . . . . ?
C20C N2C C17C C16C 173.80(17) . . . . ?
C15C C16C C17C O1C 5.8(3) . . . . ?
N1C C16C C17C O1C -178.6(2) . . . . ?
C15C C16C C17C N2C -174.19(18) . . . . ?
N1C C16C C17C N2C 1.4(2) . . . . ?
C16A N1A C18A N2A 0.4(2) . . . . ?
C16A N1A C18A C19A -178.44(18) . . . . ?
C17A N2A C18A N1A -0.3(2) . . . . ?
C20A N2A C18A N1A 176.34(17) . . . . ?
C17A N2A C18A C19A 178.66(17) . . . . ?
C20A N2A C18A C19A -4.7(3) . . . . ?
C16C N1C C18C N2C 1.0(2) . . . . ?
C16C N1C C18C C19C -179.63(18) . . . . ?
C17C N2C C18C N1C -0.1(2) . . . . ?
C20C N2C C18C N1C -174.53(18) . . . . ?
C17C N2C C18C C19C -179.48(17) . . . . ?
C20C N2C C18C C19C 6.1(3) . . . . ?
C17A N2A C20A C21A 96.5(2) . . . . ?
C18A N2A C20A C21A -79.6(2) . . . . ?
C17C N2C C20C C21C 125.7(2) . . . . ?
C18C N2C C20C C21C -60.7(2) . . . . ?
C22A O3A C21A O2A -0.1(3) . . . . ?
C22A O3A C21A C20A 178.64(16) . . . . ?
N2A C20A C21A O2A -162.48(18) . . . . ?
N2A C20A C21A O3A 18.7(2) . . . . ?
C22C O3C C21C O2C -0.6(3) . . . . ?
C22C O3C C21C C20C -179.62(19) . . . . ?
N2C C20C C21C O2C -33.6(3) . . . . ?
N2C C20C C21C O3C 145.38(16) . . . . ?
C21A O3A C22A C23A -173.44(19) . . . . ?
C21C O3C C22C C23C 107.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C19A H19C O3A 0.98 2.65 3.276(2) 122.4 . yes
C19C H19E N3D 0.98 2.69 3.368(3) 126.6 1_565 yes
C20A H20A O3C 0.99 2.59 3.579(2) 175.9 1_545 yes
C20A H20B O2C 0.99 2.44 3.184(2) 131.2 . yes
C22C H22D N4B 0.99 2.62 3.304(4) 125.9 1_455 yes
C23C H23D O1A 0.98 2.63 3.400(3) 135.4 1_465 yes
C23C H23E O3A 0.98 2.65 3.602(3) 164.9 1_465 yes

_refine_diff_density_max         0.350
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.051

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_Cocrystal-III
_database_code_depnum_ccdc_archive 'CCDC 2490014'
loop_
_audit_author_name
_audit_author_address
'Dr Rajesh Gonnade'
;CSIR National Chemical Laboratory Pune
India
;
_audit_update_record             
;
2025-09-20 deposited with the CCDC.	2026-02-19 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         'C23 H20 N2 O3, C6 H F5 O'
_chemical_formula_sum            'C29 H21 F5 N2 O4'
_chemical_formula_weight         556.48

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                   7.7363(3)
_cell_length_b                   21.8852(8)
_cell_length_c                   14.6478(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.0860(10)
_cell_angle_gamma                90
_cell_volume                     2476.43(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9898
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.99

_exptl_crystal_description       Plate
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.125
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6854
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   SADABS,(BRUKER,2006)
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_source_type              'Incoatech I\mS HB'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            68822
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_av_R_equivalents  0.0900
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.324
_diffrn_reflns_theta_max         28.722
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6425
_reflns_number_gt                4996
_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       'SAINT (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    'Bruker SHELXTL, Mercury 2020.20'
_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)+(0.0346P)²+3.2641P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0014(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6425
_refine_ls_number_parameters     365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0997
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.1416
_refine_ls_wR_factor_gt          0.1318
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_restrained_S_all      1.148
_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
O1B O 1.1140(2) 0.20675(8) 0.31637(11) 0.0227(4) Uani 1 1 d . . . . .
H1B H 1.188150 0.232274 0.335995 0.034 Uiso 1 1 calc R U . . .
F3B F 0.8219(2) 0.07985(9) 0.59235(12) 0.0423(5) Uani 1 1 d . . . . .
F5B F 1.0585(2) 0.26271(7) 0.48447(10) 0.0276(3) Uani 1 1 d . . . . .
F4B F 0.9154(2) 0.19887(9) 0.61924(10) 0.0402(4) Uani 1 1 d . . . . .
F1B F 1.0342(2) 0.08733(6) 0.29816(10) 0.0266(3) Uani 1 1 d . . . . .
F2B F 0.8855(2) 0.02461(7) 0.42992(12) 0.0341(4) Uani 1 1 d . . . . .
O3A O 0.3367(2) 0.55015(7) 0.36877(11) 0.0216(4) Uani 1 1 d . . . . .
O1A O 0.7225(2) 0.38429(7) 0.30881(12) 0.0203(4) Uani 1 1 d . . . . .
O2A O 0.3335(3) 0.46556(8) 0.45530(12) 0.0310(5) Uani 1 1 d . . . . .
N2A N 0.4245(2) 0.39391(8) 0.31115(13) 0.0149(4) Uani 1 1 d . . . . .
N1A N 0.3444(2) 0.29714(8) 0.33771(13) 0.0158(4) Uani 1 1 d . . . . .
C5A C 0.3615(3) 0.12650(13) 0.59194(18) 0.0271(6) Uani 1 1 d . . . . .
H5A H 0.311678 0.113475 0.646519 0.033 Uiso 1 1 calc R U . . .
C4A C 0.4192(3) 0.18784(13) 0.58354(17) 0.0258(6) Uani 1 1 d . . . . .
H4A H 0.410900 0.215237 0.633413 0.031 Uiso 1 1 calc R U . . .
C3A C 0.4862(3) 0.20769(11) 0.50479(16) 0.0196(5) Uani 1 1 d . . . . .
H3A H 0.521293 0.249113 0.500052 0.023 Uiso 1 1 calc R U . . .
C2A C 0.5047(3) 0.16747(10) 0.42909(15) 0.0148(4) Uani 1 1 d . . . . .
C1A C 0.5788(3) 0.18570(10) 0.34725(15) 0.0135(4) Uani 1 1 d . . . . .
C15A C 0.6317(3) 0.24979(10) 0.33323(15) 0.0138(4) Uani 1 1 d . . . . .
H15A H 0.750747 0.257288 0.324811 0.017 Uiso 1 1 calc R U . . .
C16A C 0.5261(3) 0.29782(10) 0.33146(15) 0.0139(4) Uani 1 1 d . . . . .
C17A C 0.5804(3) 0.36230(10) 0.31600(15) 0.0139(4) Uani 1 1 d . . . . .
C20A C 0.4105(3) 0.45946(10) 0.29868(16) 0.0168(5) Uani 1 1 d . . . . .
H20A H 0.324584 0.468249 0.247833 0.020 Uiso 1 1 calc R U . . .
H20B H 0.523639 0.475865 0.281727 0.020 Uiso 1 1 calc R U . . .
C21A C 0.3562(3) 0.49126(11) 0.38437(16) 0.0175(5) Uani 1 1 d . . . . .
C22A C 0.2823(4) 0.58783(12) 0.44400(18) 0.0291(6) Uani 1 1 d . . . . .
H22A H 0.367475 0.584936 0.496750 0.035 Uiso 1 1 calc R U . . .
H22B H 0.168292 0.574080 0.463759 0.035 Uiso 1 1 calc R U . . .
C23A C 0.2710(4) 0.65200(12) 0.4097(2) 0.0327(6) Uani 1 1 d . . . . .
H23A H 0.384597 0.664994 0.390320 0.049 Uiso 1 1 calc R U . . .
H23B H 0.234818 0.678914 0.458616 0.049 Uiso 1 1 calc R U . . .
H23C H 0.186212 0.654224 0.357642 0.049 Uiso 1 1 calc R U . . .
C18A C 0.2919(3) 0.35291(10) 0.32467(16) 0.0164(5) Uani 1 1 d . . . . .
C6A C 0.3776(3) 0.08680(12) 0.52244(17) 0.0221(5) Uani 1 1 d . . . . .
H6A H 0.337958 0.045993 0.528611 0.026 Uiso 1 1 calc R U . . .
C7A C 0.4530(3) 0.10494(10) 0.43970(16) 0.0168(5) Uani 1 1 d . . . . .
C8A C 0.4803(3) 0.06321(10) 0.37025(17) 0.0186(5) Uani 1 1 d . . . . .
H8A H 0.443498 0.022129 0.377078 0.022 Uiso 1 1 calc R U . . .
C9A C 0.5602(3) 0.07998(10) 0.29101(16) 0.0163(5) Uani 1 1 d . . . . .
C10A C 0.5967(3) 0.03621(11) 0.22247(18) 0.0239(5) Uani 1 1 d . . . . .
H10A H 0.567703 -0.005479 0.231244 0.029 Uiso 1 1 calc R U . . .
C11A C 0.6723(3) 0.05323(12) 0.14489(18) 0.0273(6) Uani 1 1 d . . . . .
H11A H 0.696704 0.023405 0.100248 0.033 Uiso 1 1 calc R U . . .
C12A C 0.7150(3) 0.11523(12) 0.13023(17) 0.0247(5) Uani 1 1 d . . . . .
H12A H 0.765812 0.126886 0.075234 0.030 Uiso 1 1 calc R U . . .
C13A C 0.6838(3) 0.15836(11) 0.19455(16) 0.0195(5) Uani 1 1 d . . . . .
H13A H 0.712411 0.199807 0.183346 0.023 Uiso 1 1 calc R U . . .
C14A C 0.6090(3) 0.14252(10) 0.27822(15) 0.0145(4) Uani 1 1 d . . . . .
C19A C 0.1080(3) 0.37221(12) 0.3205(2) 0.0272(6) Uani 1 1 d . . . . .
H19A H 0.033998 0.336435 0.328145 0.041 Uiso 1 1 calc R U . . .
H19B H 0.078775 0.391337 0.261227 0.041 Uiso 1 1 calc R U . . .
H19C H 0.089785 0.401619 0.369553 0.041 Uiso 1 1 calc R U . . .
C1B C 1.0500(3) 0.17691(10) 0.38706(16) 0.0159(5) Uani 1 1 d . . . . .
C2B C 1.0041(3) 0.11589(11) 0.37663(16) 0.0180(5) Uani 1 1 d . . . . .
C3B C 0.9279(3) 0.08349(11) 0.44388(18) 0.0220(5) Uani 1 1 d . . . . .
C4B C 0.8960(3) 0.11138(13) 0.52567(18) 0.0266(6) Uani 1 1 d . . . . .
C6B C 1.0174(3) 0.20356(11) 0.47065(16) 0.0190(5) Uani 1 1 d . . . . .
C5B C 0.9427(3) 0.17140(13) 0.53892(17) 0.0252(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1B C1B 1.342(3) . ?
O1B H1B 0.8400 . ?
F3B C4B 1.349(3) . ?
F5B C6B 1.346(3) . ?
F4B C5B 1.348(3) . ?
F1B C2B 1.340(3) . ?
F2B C3B 1.343(3) . ?
O3A C21A 1.316(3) . ?
O3A C22A 1.456(3) . ?
O1A C17A 1.210(3) . ?
O2A C21A 1.203(3) . ?
N2A C18A 1.385(3) . ?
N2A C17A 1.389(3) . ?
N2A C20A 1.449(3) . ?
N1A C18A 1.297(3) . ?
N1A C16A 1.413(3) . ?
C5A C6A 1.349(4) . ?
C5A C4A 1.422(4) . ?
C5A H5A 0.9500 . ?
C4A C3A 1.361(3) . ?
C4A H4A 0.9500 . ?
C3A C2A 1.429(3) . ?
C3A H3A 0.9500 . ?
C2A C1A 1.414(3) . ?
C2A C7A 1.437(3) . ?
C1A C14A 1.413(3) . ?
C1A C15A 1.479(3) . ?
C15A C16A 1.331(3) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.493(3) . ?
C20A C21A 1.514(3) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C22A C23A 1.493(4) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C23A H23A 0.9800 . ?
C23A H23B 0.9800 . ?
C23A H23C 0.9800 . ?
C18A C19A 1.482(3) . ?
C6A C7A 1.429(3) . ?
C6A H6A 0.9500 . ?
C7A C8A 1.392(3) . ?
C8A C9A 1.393(3) . ?
C8A H8A 0.9500 . ?
C9A C10A 1.427(3) . ?
C9A C14A 1.435(3) . ?
C10A C11A 1.358(4) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.415(4) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.364(3) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.426(3) . ?
C13A H13A 0.9500 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C1B C2B 1.388(3) . ?
C1B C6B 1.391(3) . ?
C2B C3B 1.372(3) . ?
C3B C4B 1.379(4) . ?
C4B C5B 1.374(4) . ?
C6B C5B 1.375(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
C1B O1B H1B 109.5 . . ?
C21A O3A C22A 117.3(2) . . ?
C18A N2A C17A 108.52(18) . . ?
C18A N2A C20A 127.48(19) . . ?
C17A N2A C20A 123.93(18) . . ?
C18A N1A C16A 106.58(18) . . ?
C6A C5A C4A 120.0(2) . . ?
C6A C5A H5A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C3A C4A C5A 120.7(2) . . ?
C3A C4A H4A 119.7 . . ?
C5A C4A H4A 119.7 . . ?
C4A C3A C2A 121.3(2) . . ?
C4A C3A H3A 119.3 . . ?
C2A C3A H3A 119.3 . . ?
C1A C2A C3A 123.1(2) . . ?
C1A C2A C7A 119.3(2) . . ?
C3A C2A C7A 117.6(2) . . ?
C14A C1A C2A 120.6(2) . . ?
C14A C1A C15A 118.5(2) . . ?
C2A C1A C15A 120.9(2) . . ?
C16A C15A C1A 125.3(2) . . ?
C16A C15A H15A 117.4 . . ?
C1A C15A H15A 117.4 . . ?
C15A C16A N1A 127.0(2) . . ?
C15A C16A C17A 124.9(2) . . ?
N1A C16A C17A 107.98(18) . . ?
O1A C17A N2A 126.0(2) . . ?
O1A C17A C16A 130.8(2) . . ?
N2A C17A C16A 103.18(18) . . ?
N2A C20A C21A 111.87(19) . . ?
N2A C20A H20A 109.2 . . ?
C21A C20A H20A 109.2 . . ?
N2A C20A H20B 109.2 . . ?
C21A C20A H20B 109.2 . . ?
H20A C20A H20B 107.9 . . ?
O2A C21A O3A 125.9(2) . . ?
O2A C21A C20A 124.1(2) . . ?
O3A C21A C20A 109.91(19) . . ?
O3A C22A C23A 107.0(2) . . ?
O3A C22A H22A 110.3 . . ?
C23A C22A H22A 110.3 . . ?
O3A C22A H22B 110.3 . . ?
C23A C22A H22B 110.3 . . ?
H22A C22A H22B 108.6 . . ?
C22A C23A H23A 109.5 . . ?
C22A C23A H23B 109.5 . . ?
H23A C23A H23B 109.5 . . ?
C22A C23A H23C 109.5 . . ?
H23A C23A H23C 109.5 . . ?
H23B C23A H23C 109.5 . . ?
N1A C18A N2A 113.71(19) . . ?
N1A C18A C19A 124.5(2) . . ?
N2A C18A C19A 121.7(2) . . ?
C5A C6A C7A 121.3(2) . . ?
C5A C6A H6A 119.4 . . ?
C7A C6A H6A 119.4 . . ?
C8A C7A C6A 121.5(2) . . ?
C8A C7A C2A 119.5(2) . . ?
C6A C7A C2A 119.0(2) . . ?
C7A C8A C9A 121.9(2) . . ?
C7A C8A H8A 119.1 . . ?
C9A C8A H8A 119.1 . . ?
C8A C9A C10A 121.5(2) . . ?
C8A C9A C14A 119.5(2) . . ?
C10A C9A C14A 119.0(2) . . ?
C11A C10A C9A 121.0(2) . . ?
C11A C10A H10A 119.5 . . ?
C9A C10A H10A 119.5 . . ?
C10A C11A C12A 120.3(2) . . ?
C10A C11A H11A 119.9 . . ?
C12A C11A H11A 119.9 . . ?
C13A C12A C11A 120.5(2) . . ?
C13A C12A H12A 119.8 . . ?
C11A C12A H12A 119.8 . . ?
C12A C13A C14A 121.4(2) . . ?
C12A C13A H13A 119.3 . . ?
C14A C13A H13A 119.3 . . ?
C1A C14A C13A 122.9(2) . . ?
C1A C14A C9A 119.3(2) . . ?
C13A C14A C9A 117.8(2) . . ?
C18A C19A H19A 109.5 . . ?
C18A C19A H19B 109.5 . . ?
H19A C19A H19B 109.5 . . ?
C18A C19A H19C 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
O1B C1B C2B 119.1(2) . . ?
O1B C1B C6B 124.5(2) . . ?
C2B C1B C6B 116.3(2) . . ?
F1B C2B C3B 118.4(2) . . ?
F1B C2B C1B 119.2(2) . . ?
C3B C2B C1B 122.4(2) . . ?
F2B C3B C2B 119.8(2) . . ?
F2B C3B C4B 120.2(2) . . ?
C2B C3B C4B 119.9(2) . . ?
F3B C4B C5B 120.4(3) . . ?
F3B C4B C3B 120.4(2) . . ?
C5B C4B C3B 119.2(2) . . ?
F5B C6B C5B 119.2(2) . . ?
F5B C6B C1B 118.9(2) . . ?
C5B C6B C1B 121.9(2) . . ?
F4B C5B C4B 119.8(2) . . ?
F4B C5B C6B 119.9(2) . . ?
C4B C5B C6B 120.3(2) . . ?

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
C6A C5A C4A C3A 2.0(4) . . . . ?
C5A C4A C3A C2A -1.6(4) . . . . ?
C4A C3A C2A C1A -177.9(2) . . . . ?
C4A C3A C2A C7A -1.1(3) . . . . ?
C3A C2A C1A C14A 173.9(2) . . . . ?
C7A C2A C1A C14A -2.9(3) . . . . ?
C3A C2A C1A C15A -4.0(3) . . . . ?
C7A C2A C1A C15A 179.23(19) . . . . ?
C14A C1A C15A C16A 120.5(2) . . . . ?
C2A C1A C15A C16A -61.6(3) . . . . ?
C1A C15A C16A N1A -3.5(4) . . . . ?
C1A C15A C16A C17A -179.1(2) . . . . ?
C18A N1A C16A C15A -174.2(2) . . . . ?
C18A N1A C16A C17A 2.0(2) . . . . ?
C18A N2A C17A O1A -178.7(2) . . . . ?
C20A N2A C17A O1A -1.6(4) . . . . ?
C18A N2A C17A C16A 1.4(2) . . . . ?
C20A N2A C17A C16A 178.5(2) . . . . ?
C15A C16A C17A O1A -5.7(4) . . . . ?
N1A C16A C17A O1A 178.0(2) . . . . ?
C15A C16A C17A N2A 174.3(2) . . . . ?
N1A C16A C17A N2A -2.1(2) . . . . ?
C18A N2A C20A C21A 67.0(3) . . . . ?
C17A N2A C20A C21A -109.5(2) . . . . ?
C22A O3A C21A O2A -0.1(4) . . . . ?
C22A O3A C21A C20A 179.3(2) . . . . ?
N2A C20A C21A O2A 2.5(3) . . . . ?
N2A C20A C21A O3A -176.86(18) . . . . ?
C21A O3A C22A C23A 179.6(2) . . . . ?
C16A N1A C18A N2A -1.2(3) . . . . ?
C16A N1A C18A C19A 176.5(2) . . . . ?
C17A N2A C18A N1A -0.2(3) . . . . ?
C20A N2A C18A N1A -177.2(2) . . . . ?
C17A N2A C18A C19A -178.0(2) . . . . ?
C20A N2A C18A C19A 5.1(4) . . . . ?
C4A C5A C6A C7A 0.4(4) . . . . ?
C5A C6A C7A C8A 175.7(2) . . . . ?
C5A C6A C7A C2A -3.0(3) . . . . ?
C1A C2A C7A C8A 1.5(3) . . . . ?
C3A C2A C7A C8A -175.4(2) . . . . ?
C1A C2A C7A C6A -179.8(2) . . . . ?
C3A C2A C7A C6A 3.3(3) . . . . ?
C6A C7A C8A C9A -177.3(2) . . . . ?
C2A C7A C8A C9A 1.4(3) . . . . ?
C7A C8A C9A C10A 176.4(2) . . . . ?
C7A C8A C9A C14A -2.9(3) . . . . ?
C8A C9A C10A C11A 179.0(2) . . . . ?
C14A C9A C10A C11A -1.8(3) . . . . ?
C9A C10A C11A C12A -0.6(4) . . . . ?
C10A C11A C12A C13A 1.2(4) . . . . ?
C11A C12A C13A C14A 0.5(4) . . . . ?
C2A C1A C14A C13A -179.8(2) . . . . ?
C15A C1A C14A C13A -1.9(3) . . . . ?
C2A C1A C14A C9A 1.4(3) . . . . ?
C15A C1A C14A C9A 179.36(19) . . . . ?
C12A C13A C14A C1A 178.4(2) . . . . ?
C12A C13A C14A C9A -2.8(3) . . . . ?
C8A C9A C14A C1A 1.4(3) . . . . ?
C10A C9A C14A C1A -177.8(2) . . . . ?
C8A C9A C14A C13A -177.4(2) . . . . ?
C10A C9A C14A C13A 3.4(3) . . . . ?
O1B C1B C2B F1B 3.9(3) . . . . ?
C6B C1B C2B F1B -179.1(2) . . . . ?
O1B C1B C2B C3B -175.9(2) . . . . ?
C6B C1B C2B C3B 1.1(3) . . . . ?
F1B C2B C3B F2B -0.1(3) . . . . ?
C1B C2B C3B F2B 179.7(2) . . . . ?
F1B C2B C3B C4B 179.6(2) . . . . ?
C1B C2B C3B C4B -0.6(3) . . . . ?
F2B C3B C4B F3B 0.0(3) . . . . ?
C2B C3B C4B F3B -179.7(2) . . . . ?
F2B C3B C4B C5B 179.1(2) . . . . ?
C2B C3B C4B C5B -0.6(3) . . . . ?
O1B C1B C6B F5B -2.9(3) . . . . ?
C2B C1B C6B F5B -179.7(2) . . . . ?
O1B C1B C6B C5B 176.4(2) . . . . ?
C2B C1B C6B C5B -0.4(3) . . . . ?
F3B C4B C5B F4B 0.4(4) . . . . ?
C3B C4B C5B F4B -178.7(2) . . . . ?
F3B C4B C5B C6B -179.6(2) . . . . ?
C3B C4B C5B C6B 1.3(4) . . . . ?
F5B C6B C5B F4B -1.5(3) . . . . ?
C1B C6B C5B F4B 179.2(2) . . . . ?
F5B C6B C5B C4B 178.5(2) . . . . ?
C1B C6B C5B C4B -0.7(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1B H1B N1A 0.84 1.86 2.670(2) 160.3 1_655 yes
C20A H20A F3B 0.99 2.51 3.181(3) 125.0 4_565 yes
C22A H22A O2A 0.99 2.63 3.450(3) 140.8 3_666 yes
C19A H19C O2A 0.98 2.61 3.278(3) 125.1 . yes

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.065



#===END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
