# 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 2237711'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajat Saha'
;Department of Chemistry, Kazi Nazrul University
India
;
_audit_update_record             
;
2023-01-24 deposited with the CCDC.	2023-05-19 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_THETM01_shelx               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: THIS IS DUE TO VERY SMALL SIZE OF THE CRYSTAL.
;

# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H38 Cl2 F12 N4'
_chemical_formula_sum            'C43 H38 Cl2 F12 N4'
_chemical_formula_weight         909.67

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

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

_cell_length_a                   19.6810(7)
_cell_length_b                   10.2423(4)
_cell_length_c                   10.6706(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2150.97(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    22893
_cell_measurement_theta_min      2.171
_cell_measurement_theta_max      20.830

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             932
_exptl_transmission_factor_min   0.972
_exptl_transmission_factor_max   0.981
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.239
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22893
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0910
_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       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.171
_diffrn_reflns_theta_max         20.830
_diffrn_reflns_theta_full        20.830
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2260
_reflns_number_gt                1859
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.703
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_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          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1049P)²+3.7793P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.2(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2260
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0732
_refine_ls_wR_factor_ref         0.1993
_refine_ls_wR_factor_gt          0.1876
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6475(4) 0.5307(9) 0.5898(8) 0.031(2) Uani 1 1 d . . . . .
C2 C 0.6662(5) 0.4659(10) 0.4841(9) 0.046(3) Uani 1 1 d . . . . .
H2 H 0.688642 0.502360 0.415816 0.055 Uiso 1 1 calc R U . . .
C3 C 0.6461(5) 0.3353(10) 0.4951(10) 0.047(3) Uani 1 1 d . . . . .
H3 H 0.652543 0.270367 0.435362 0.057 Uiso 1 1 calc R U . . .
C4 C 0.6154(4) 0.3202(9) 0.6087(10) 0.037(2) Uani 1 1 d . . . . .
C5 C 0.5863(4) 0.1997(9) 0.6751(11) 0.049(3) Uani 1 1 d . . . . .
C6 C 0.5152(4) 0.2296(8) 0.7214(10) 0.039(2) Uani 1 1 d . . . . .
C7 C 0.4875(5) 0.2271(12) 0.8362(11) 0.063(3) Uani 1 1 d . . . . .
H7 H 0.509941 0.205964 0.910162 0.076 Uiso 1 1 calc R U . . .
C8 C 0.4172(5) 0.2628(11) 0.8254(10) 0.055(3) Uani 1 1 d . . . . .
H8 H 0.386251 0.270124 0.890950 0.065 Uiso 1 1 calc R U . . .
C9 C 0.4042(4) 0.2835(8) 0.7035(8) 0.032(2) Uani 1 1 d . . . . .
C10 C 0.3417(4) 0.3303(8) 0.6332(8) 0.033(2) Uani 1 1 d . . . . .
C11 C 0.2781(4) 0.3209(9) 0.7185(9) 0.036(2) Uani 1 1 d . . . . .
C12 C 0.2626(4) 0.2003(9) 0.7763(8) 0.037(2) Uani 1 1 d . . . . .
H12 H 0.292186 0.130099 0.768056 0.044 Uiso 1 1 calc R U . . .
C13 C 0.2034(5) 0.1865(10) 0.8450(9) 0.045(3) Uani 1 1 d . . . . .
C14 C 0.1595(5) 0.2902(11) 0.8596(9) 0.049(3) Uani 1 1 d . . . . .
H14 H 0.119979 0.280705 0.906623 0.059 Uiso 1 1 calc R U . . .
C15 C 0.1745(5) 0.4082(10) 0.8039(9) 0.045(3) Uani 1 1 d . . . . .
C16 C 0.2329(5) 0.4242(9) 0.7338(8) 0.039(2) Uani 1 1 d . . . . .
H16 H 0.242062 0.504436 0.696692 0.047 Uiso 1 1 calc R U . . .
C17 C 0.5834(6) 0.0864(10) 0.5811(13) 0.073(4) Uani 1 1 d . . . . .
H17A H 0.628392 0.067307 0.551647 0.110 Uiso 1 1 calc R U . . .
H17B H 0.564795 0.010563 0.621350 0.110 Uiso 1 1 calc R U . . .
H17C H 0.555138 0.110444 0.511462 0.110 Uiso 1 1 calc R U . . .
C18 C 0.6319(5) 0.1640(11) 0.7861(12) 0.071(4) Uani 1 1 d . . . . .
H18A H 0.676899 0.145087 0.756313 0.107 Uiso 1 1 calc R U . . .
H18B H 0.633678 0.235834 0.843731 0.107 Uiso 1 1 calc R U . . .
H18C H 0.613829 0.088540 0.827769 0.107 Uiso 1 1 calc R U . . .
C19 C 0.3280(5) 0.2437(10) 0.5187(9) 0.043(3) Uani 1 1 d . . . . .
H19A H 0.321047 0.155255 0.545484 0.065 Uiso 1 1 calc R U . . .
H19B H 0.288089 0.274327 0.476013 0.065 Uiso 1 1 calc R U . . .
H19C H 0.366182 0.247449 0.462882 0.065 Uiso 1 1 calc R U . . .
C20 C 0.1287(6) 0.5216(15) 0.8179(15) 0.074(4) Uani 1 1 d . . . . .
C21 C 0.1892(6) 0.0648(12) 0.9056(13) 0.064(3) Uani 1 1 d . . . . .
C22 C 0.500000 0.500000 0.378(3) 0.122(9) Uani 1 2 d S T P . .
H22A H 0.539251 0.487817 0.431316 0.146 Uiso 0.5 1 d R U P . .
H22B H 0.460750 0.512183 0.431318 0.146 Uiso 0.5 1 d R U P . .
N1 N 0.6169(3) 0.4391(7) 0.6670(7) 0.035(2) Uani 1 1 d . . . . .
H1 H 0.601190 0.454669 0.740706 0.042 Uiso 1 1 calc R U . . .
N2 N 0.4646(3) 0.2654(7) 0.6409(7) 0.037(2) Uani 1 1 d . . . . .
H2A H 0.469776 0.275401 0.561404 0.044 Uiso 1 1 calc R U . . .
F1 F 0.0873(6) 0.5381(12) 0.7212(11) 0.168(5) Uani 1 1 d . . . . .
F2 F 0.0887(7) 0.5169(12) 0.9108(11) 0.184(6) Uani 1 1 d . . . . .
F3 F 0.1560(5) 0.6355(10) 0.8158(15) 0.179(6) Uani 1 1 d . . . . .
F4 F 0.1359(8) 0.0535(10) 0.9673(17) 0.236(9) Uani 1 1 d . . . . .
F5 F 0.1892(10) -0.0335(10) 0.8384(11) 0.206(8) Uani 1 1 d . . . . .
F6 F 0.2310(9) 0.0234(16) 0.9828(18) 0.276(12) Uani 1 1 d . . . . .
Cl1 Cl 0.4880(3) 0.3569(6) 0.2887(7) 0.177(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.359(13) . ?
C1 N1 1.386(11) . ?
C1 C10 1.512(13) 4_665 ?
C2 C3 1.400(14) . ?
C3 C4 1.363(13) . ?
C4 N1 1.368(12) . ?
C4 C5 1.534(13) . ?
C5 C6 1.514(13) . ?
C5 C18 1.531(15) . ?
C5 C17 1.535(15) . ?
C6 C7 1.342(14) . ?
C6 N2 1.366(11) . ?
C7 C8 1.435(14) . ?
C8 C9 1.343(13) . ?
C9 N2 1.376(10) . ?
C9 C10 1.519(12) . ?
C10 C19 1.533(13) . ?
C10 C11 1.551(12) . ?
C11 C16 1.392(12) . ?
C11 C12 1.414(13) . ?
C12 C13 1.384(13) . ?
C13 C14 1.378(14) . ?
C13 C21 1.431(15) . ?
C14 C15 1.379(14) . ?
C15 C16 1.380(13) . ?
C15 C20 1.478(16) . ?
C20 F2 1.266(14) . ?
C20 F3 1.285(15) . ?
C20 F1 1.324(16) . ?
C21 F5 1.237(14) . ?
C21 F6 1.239(15) . ?
C21 F4 1.245(15) . ?
C22 Cl1 1.762(17) . ?
C22 Cl1 1.762(17) 4_665 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 106.3(8) . . ?
C2 C1 C10 132.5(9) . 4_665 ?
N1 C1 C10 121.1(8) . 4_665 ?
C1 C2 C3 108.7(9) . . ?
C4 C3 C2 108.0(8) . . ?
C3 C4 N1 107.1(8) . . ?
C3 C4 C5 131.9(9) . . ?
N1 C4 C5 120.9(9) . . ?
C6 C5 C18 109.8(9) . . ?
C6 C5 C4 109.5(7) . . ?
C18 C5 C4 109.3(8) . . ?
C6 C5 C17 109.4(8) . . ?
C18 C5 C17 110.3(9) . . ?
C4 C5 C17 108.6(9) . . ?
C7 C6 N2 106.4(8) . . ?
C7 C6 C5 132.1(9) . . ?
N2 C6 C5 121.5(9) . . ?
C6 C7 C8 108.3(9) . . ?
C9 C8 C7 107.5(9) . . ?
C8 C9 N2 106.6(8) . . ?
C8 C9 C10 133.0(8) . . ?
N2 C9 C10 120.2(8) . . ?
C1 C10 C9 109.5(7) 4_665 . ?
C1 C10 C19 109.0(8) 4_665 . ?
C9 C10 C19 110.7(7) . . ?
C1 C10 C11 110.6(7) 4_665 . ?
C9 C10 C11 110.2(7) . . ?
C19 C10 C11 106.8(7) . . ?
C16 C11 C12 118.3(8) . . ?
C16 C11 C10 122.5(8) . . ?
C12 C11 C10 119.0(8) . . ?
C13 C12 C11 120.2(9) . . ?
C14 C13 C12 120.6(9) . . ?
C14 C13 C21 119.9(10) . . ?
C12 C13 C21 119.5(10) . . ?
C13 C14 C15 119.4(9) . . ?
C14 C15 C16 121.1(9) . . ?
C14 C15 C20 120.9(10) . . ?
C16 C15 C20 118.0(10) . . ?
C15 C16 C11 120.4(9) . . ?
F2 C20 F3 107.9(15) . . ?
F2 C20 F1 103.5(11) . . ?
F3 C20 F1 97.3(13) . . ?
F2 C20 C15 115.4(12) . . ?
F3 C20 C15 117.1(10) . . ?
F1 C20 C15 113.4(13) . . ?
F5 C21 F6 96.1(15) . . ?
F5 C21 F4 103.3(14) . . ?
F6 C21 F4 100.2(14) . . ?
F5 C21 C13 116.6(12) . . ?
F6 C21 C13 118.0(11) . . ?
F4 C21 C13 118.9(12) . . ?
Cl1 C22 Cl1 114.8(17) . 4_665 ?
C4 N1 C1 110.0(7) . . ?
C6 N2 C9 111.1(8) . . ?

_refine_diff_density_max         0.469
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.063



####################################################################### 
# 
# 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 2237713'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajat Saha'
;Department of Chemistry, Kazi Nazrul University
India
;
_audit_update_record             
;
2023-01-24 deposited with the CCDC.	2023-05-19 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT234_shelx               
;
PROBLEM: Large Hirshfeld Difference F21-C42
RESPONSE: THIS IS DUE TO DISORDERNESS OF THE CF3 GROUP.
;
_vrf_PLAT241_shelx               
;
PROBLEM: High MainMol Ueq as Compared to Neighbors of C57 Check
RESPONSE: THIS IS DUE TO DISORDERNESS OF THE BUTYL GROUP.
;
_vrf_PLAT242_shelx               
;
PROBLEM: High MainMol Ueq as Compared to Neighbors of C53 Check
RESPONSE: THIS IS DUE TO DISORDERNESS OF THE BUTYL GROUP.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H74 F12 N5 O'
_chemical_formula_sum            'C58 H74 F12 N5 O'
_chemical_formula_weight         1085.22

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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   21.8214(16)
_cell_length_b                   13.2329(10)
_cell_length_c                   20.7744(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5998.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    28242
_cell_measurement_theta_min      1.800
_cell_measurement_theta_max      26.376

_exptl_crystal_description       Whisker
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_F_000             2292
_exptl_transmission_factor_min   0.986
_exptl_transmission_factor_max   0.992
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  '(SADABS; Bruker, 2008)'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28242
_diffrn_reflns_av_unetI/netI     0.0715
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.800
_diffrn_reflns_theta_max         26.376
_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 0.828
_diffrn_reflns_point_group_measured_fraction_full 0.830
_reflns_number_total             10159
_reflns_number_gt                4904
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.609
_reflns_Friedel_fraction_max     0.645
_reflns_Friedel_fraction_full    0.650

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1406P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   2.0(15)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10159
_refine_ls_number_parameters     767
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.1566
_refine_ls_R_factor_gt           0.0730
_refine_ls_wR_factor_ref         0.2574
_refine_ls_wR_factor_gt          0.1920
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.111
_refine_ls_shift/su_mean         0.021

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 0.61910(17) 0.4332(2) 0.3299(3) 0.0623(8) Uani 1 1 d . . . . .
N1 N 0.5869(2) 0.5499(4) 0.2238(3) 0.0620(14) Uani 1 1 d . . . . .
H1 H 0.595551 0.511409 0.255936 0.074 Uiso 1 1 calc R U . . .
N2 N 0.7185(3) 0.5513(4) 0.2962(4) 0.0664(15) Uani 1 1 d . U . . .
H2 H 0.690785 0.508044 0.306605 0.080 Uiso 1 1 calc R U . . .
N3 N 0.6499(3) 0.5523(4) 0.4347(3) 0.0628(14) Uani 1 1 d . . . . .
H3 H 0.640438 0.516332 0.401635 0.075 Uiso 1 1 calc R U . . .
N4 N 0.5179(2) 0.5493(4) 0.3636(3) 0.0631(14) Uani 1 1 d . . . . .
H4 H 0.544402 0.503622 0.354047 0.076 Uiso 1 1 calc R U . . .
N5 N 0.8770(4) 0.3964(5) 0.8249(6) 0.112(2) Uani 1 1 d . . . . .
O1W O 0.6255(9) 0.2302(5) 0.3319(10) 0.274(7) Uani 1 1 d . . . . .
H1W1 H 0.596599 0.263579 0.349235 0.329 Uiso 1 1 d R U . . .
H2W1 H 0.620919 0.233730 0.291335 0.329 Uiso 1 1 d R U . . .
C1 C 0.5302(3) 0.5886(5) 0.2113(4) 0.0637(18) Uani 1 1 d . . . . .
C2 C 0.5363(4) 0.6449(6) 0.1563(4) 0.080(2) Uani 1 1 d . . . . .
H2A H 0.505187 0.681182 0.136245 0.096 Uiso 1 1 calc R U . . .
C3 C 0.5966(4) 0.6389(5) 0.1356(4) 0.075(2) Uani 1 1 d . . . . .
H3A H 0.612398 0.669498 0.098852 0.089 Uiso 1 1 calc R U . . .
C4 C 0.6287(3) 0.5809(5) 0.1778(4) 0.0592(16) Uani 1 1 d . . . . .
C5 C 0.6937(3) 0.5451(5) 0.1791(4) 0.0643(18) Uani 1 1 d . . . . .
C6 C 0.7281(3) 0.5863(5) 0.2339(4) 0.0649(18) Uani 1 1 d . . . . .
C7 C 0.7768(3) 0.6520(6) 0.2398(6) 0.088(3) Uani 1 1 d . . . . .
H7 H 0.795138 0.686821 0.206069 0.105 Uiso 1 1 calc R U . . .
C8 C 0.7940(4) 0.6581(7) 0.3038(6) 0.095(3) Uani 1 1 d . . . . .
H8 H 0.824814 0.699215 0.320218 0.114 Uiso 1 1 calc R U . . .
C9 C 0.7582(3) 0.5938(6) 0.3386(4) 0.071(2) Uani 1 1 d . . . . .
C10 C 0.7631(3) 0.5592(7) 0.4080(5) 0.084(2) Uani 1 1 d . . . . .
C11 C 0.7082(3) 0.5901(6) 0.4477(5) 0.074(2) Uani 1 1 d . . . . .
C12 C 0.7034(5) 0.6441(7) 0.5021(5) 0.098(3) Uani 1 1 d . . . . .
H12 H 0.735293 0.678045 0.522376 0.118 Uiso 1 1 calc R U . . .
C13 C 0.6419(5) 0.6410(6) 0.5235(5) 0.090(3) Uani 1 1 d . . . . .
H13 H 0.626090 0.673984 0.559326 0.108 Uiso 1 1 calc R U . . .
C14 C 0.6099(3) 0.5804(5) 0.4818(4) 0.0637(18) Uani 1 1 d . . . . .
C15 C 0.5442(3) 0.5464(5) 0.4824(4) 0.0643(18) Uani 1 1 d . . . . .
C16 C 0.5089(3) 0.5868(5) 0.4234(4) 0.0614(17) Uani 1 1 d . . . . .
C17 C 0.4640(4) 0.6571(6) 0.4194(5) 0.080(2) Uani 1 1 d . . . . .
H17 H 0.448141 0.694956 0.453233 0.096 Uiso 1 1 calc R U . . .
C18 C 0.4456(3) 0.6621(6) 0.3543(5) 0.081(2) Uani 1 1 d . . . . .
H18 H 0.415741 0.704902 0.337644 0.098 Uiso 1 1 calc R U . . .
C19 C 0.4790(3) 0.5940(5) 0.3200(4) 0.0649(18) Uani 1 1 d . . . . .
C20 C 0.4736(3) 0.5593(6) 0.2517(4) 0.073(2) Uani 1 1 d . . . . .
C21 C 0.7249(4) 0.5796(6) 0.1153(5) 0.095(3) Uani 1 1 d . . . . .
H21A H 0.702564 0.552885 0.079317 0.143 Uiso 1 1 calc R U . . .
H21B H 0.725012 0.652071 0.113183 0.143 Uiso 1 1 calc R U . . .
H21C H 0.766282 0.555113 0.114143 0.143 Uiso 1 1 calc R U . . .
C22 C 0.7694(4) 0.4450(7) 0.4088(5) 0.101(3) Uani 1 1 d . . . . .
H22A H 0.804284 0.425488 0.383599 0.151 Uiso 1 1 calc R U . . .
H22B H 0.774735 0.422285 0.452352 0.151 Uiso 1 1 calc R U . . .
H22C H 0.733078 0.414982 0.391047 0.151 Uiso 1 1 calc R U . . .
C23 C 0.8208(4) 0.6061(9) 0.4378(6) 0.128(4) Uani 1 1 d . . . . .
H23A H 0.856042 0.586941 0.412904 0.192 Uiso 1 1 calc R U . . .
H23B H 0.817060 0.678373 0.437924 0.192 Uiso 1 1 calc R U . . .
H23C H 0.825529 0.582285 0.481157 0.192 Uiso 1 1 calc R U . . .
C24 C 0.5130(4) 0.5834(6) 0.5438(4) 0.079(2) Uani 1 1 d . . . . .
H24A H 0.471010 0.561596 0.544026 0.119 Uiso 1 1 calc R U . . .
H24B H 0.533773 0.556161 0.580581 0.119 Uiso 1 1 calc R U . . .
H24C H 0.514464 0.655914 0.545287 0.119 Uiso 1 1 calc R U . . .
C25 C 0.4178(4) 0.6068(8) 0.2202(5) 0.109(3) Uani 1 1 d . . . . .
H25A H 0.414822 0.584052 0.176396 0.163 Uiso 1 1 calc R U . . .
H25B H 0.381591 0.587283 0.243268 0.163 Uiso 1 1 calc R U . . .
H25C H 0.421748 0.679029 0.220910 0.163 Uiso 1 1 calc R U . . .
C26 C 0.4680(4) 0.4419(6) 0.2502(5) 0.087(2) Uani 1 1 d . . . . .
H26A H 0.464559 0.419343 0.206463 0.131 Uiso 1 1 calc R U . . .
H26B H 0.503803 0.412425 0.269517 0.131 Uiso 1 1 calc R U . . .
H26C H 0.432292 0.421470 0.273871 0.131 Uiso 1 1 calc R U . . .
C27 C 0.6982(3) 0.4276(5) 0.1792(4) 0.0637(17) Uani 1 1 d . . . . .
C28 C 0.6510(3) 0.3699(5) 0.1553(4) 0.0646(19) Uani 1 1 d . . . . .
H28 H 0.615351 0.400925 0.140621 0.078 Uiso 1 1 calc R U . . .
C29 C 0.6564(3) 0.2663(6) 0.1529(5) 0.075(2) Uani 1 1 d . . . . .
C30 C 0.7090(4) 0.2180(6) 0.1748(5) 0.084(2) Uani 1 1 d . . . . .
H30 H 0.712545 0.147993 0.173265 0.100 Uiso 1 1 calc R U . . .
C31 C 0.7549(4) 0.2763(6) 0.1983(5) 0.085(2) Uani 1 1 d . . . . .
C32 C 0.7504(3) 0.3810(6) 0.1994(5) 0.079(2) Uani 1 1 d . . . . .
H32 H 0.783280 0.419541 0.213888 0.095 Uiso 1 1 calc R U . . .
C33 C 0.6058(5) 0.2068(8) 0.1267(7) 0.100(3) Uani 1 1 d . . . . .
C34 C 0.8145(7) 0.2286(11) 0.2206(11) 0.146(6) Uani 1 1 d . . . . .
C35 C 0.5406(3) 0.4299(5) 0.4828(4) 0.0586(16) Uani 1 1 d . . . . .
C36 C 0.5876(3) 0.3727(5) 0.5079(4) 0.0636(18) Uani 1 1 d . . . . .
H36 H 0.622352 0.405159 0.523670 0.076 Uiso 1 1 calc R U . . .
C37 C 0.5846(4) 0.2693(6) 0.5104(5) 0.075(2) Uani 1 1 d . . . . .
C38 C 0.5331(4) 0.2217(6) 0.4895(5) 0.090(3) Uani 1 1 d . . . . .
H38 H 0.530939 0.151551 0.491573 0.108 Uiso 1 1 calc R U . . .
C39 C 0.4848(4) 0.2745(6) 0.4655(5) 0.082(2) Uani 1 1 d . . . . .
C40 C 0.4884(3) 0.3785(6) 0.4616(4) 0.071(2) Uani 1 1 d . . . . .
H40 H 0.455730 0.414793 0.444649 0.085 Uiso 1 1 calc R U . . .
C41 C 0.6375(6) 0.2088(7) 0.5372(8) 0.115(4) Uani 1 1 d . . . . .
C42 C 0.4259(6) 0.2208(11) 0.4430(9) 0.122(4) Uani 1 1 d . . . . .
C43 C 0.8271(5) 0.4661(7) 0.8523(5) 0.111(3) Uani 1 1 d D . . . .
H43A H 0.845824 0.509873 0.884174 0.133 Uiso 1 1 calc R U . . .
H43B H 0.812165 0.508784 0.817758 0.133 Uiso 1 1 calc R U . . .
C44 C 0.7731(6) 0.4149(9) 0.8828(7) 0.158(5) Uani 1 1 d D . . . .
H44A H 0.786379 0.366519 0.915060 0.189 Uiso 1 1 calc R U . . .
H44B H 0.748755 0.379889 0.850751 0.189 Uiso 1 1 calc R U . . .
C45 C 0.7370(7) 0.4988(10) 0.9132(8) 0.269(14) Uani 1 1 d D . . . .
H45A H 0.763684 0.538446 0.940780 0.323 Uiso 1 1 calc R U . . .
H45B H 0.721107 0.542977 0.879904 0.323 Uiso 1 1 calc R U . . .
C46 C 0.6850(8) 0.457(2) 0.9521(10) 0.39(3) Uani 1 1 d D . . . .
H46A H 0.662436 0.511774 0.971171 0.590 Uiso 1 1 calc R U . . .
H46B H 0.658339 0.418717 0.924669 0.590 Uiso 1 1 calc R U . . .
H46C H 0.700842 0.414194 0.985440 0.590 Uiso 1 1 calc R U . . .
C47 C 0.8492(8) 0.3346(10) 0.7694(10) 0.160(6) Uani 1 1 d D . . . .
H47A H 0.872912 0.272770 0.767176 0.192 Uiso 1 1 calc R U . . .
H47B H 0.808507 0.315211 0.783620 0.192 Uiso 1 1 calc R U . . .
C48 C 0.8418(10) 0.3701(19) 0.7003(12) 0.259(13) Uani 1 1 d D . . . .
H48A H 0.873896 0.416604 0.687375 0.310 Uiso 1 1 calc R U . . .
H48B H 0.839495 0.314337 0.670109 0.310 Uiso 1 1 calc R U . . .
C49 C 0.7834(12) 0.4201(11) 0.7087(9) 0.205(9) Uani 1 1 d D . . . .
H49A H 0.786449 0.488430 0.725253 0.246 Uiso 1 1 calc R U . . .
H49B H 0.753627 0.380854 0.732802 0.246 Uiso 1 1 calc R U . . .
C50 C 0.7754(11) 0.4140(14) 0.6356(10) 0.309(17) Uani 1 1 d D . . . .
H50A H 0.736967 0.443856 0.623660 0.464 Uiso 1 1 calc R U . . .
H50B H 0.808232 0.449847 0.614914 0.464 Uiso 1 1 calc R U . . .
H50C H 0.776098 0.344528 0.622305 0.464 Uiso 1 1 calc R U . . .
C51 C 0.9251(6) 0.4616(8) 0.7986(7) 0.136(5) Uani 1 1 d D . . . .
H51A H 0.938556 0.506857 0.832542 0.163 Uiso 1 1 calc R U . . .
H51B H 0.907065 0.503022 0.765042 0.163 Uiso 1 1 calc R U . . .
C55 C 0.8994(6) 0.3242(9) 0.8763(7) 0.126(4) Uani 1 1 d D . . . .
H55A H 0.865724 0.279530 0.887339 0.151 Uiso 1 1 calc R U . . .
H55B H 0.931390 0.282677 0.857582 0.151 Uiso 1 1 calc R U . . .
C56 C 0.9238(10) 0.3685(13) 0.9378(8) 0.242(12) Uani 1 1 d D . . . .
H56A H 0.889381 0.410922 0.949650 0.290 Uiso 1 1 calc R U . . .
H56B H 0.920080 0.310114 0.965698 0.290 Uiso 1 1 calc R U . . .
C57 C 0.9741(14) 0.424(2) 0.9720(14) 0.79(9) Uani 1 1 d D . . . .
H57A H 0.976362 0.493131 0.957389 0.943 Uiso 1 1 calc R U . . .
H57B H 1.013297 0.391280 0.963997 0.943 Uiso 1 1 calc R U . . .
C58 C 0.9584(16) 0.4193(18) 1.0422(12) 0.35(2) Uani 1 1 d D . . . .
H58A H 0.989436 0.453807 1.066510 0.530 Uiso 1 1 calc R U . . .
H58B H 0.919525 0.451379 1.049204 0.530 Uiso 1 1 calc R U . . .
H58C H 0.956257 0.350091 1.055776 0.530 Uiso 1 1 calc R U . . .
F111 F 0.577(3) 0.165(6) 0.183(4) 0.15(3) Uani 0.1356 1 d . . P . .
F2 F 0.6196(19) 0.114(3) 0.115(2) 0.19(2) Uani 0.3394 1 d . . P . .
F3 F 0.5976(4) 0.2190(7) 0.0630(5) 0.132(3) Uani 0.8493 1 d . . P . .
F4 F 0.5508(3) 0.2367(5) 0.1466(5) 0.133(2) Uani 1 1 d . . . . .
F5 F 0.6055(11) 0.1108(9) 0.1449(13) 0.148(10) Uani 0.5947 1 d . . P . .
F6 F 0.8015(13) 0.189(4) 0.2840(19) 0.41(2) Uani 0.736 1 d . . P . .
F7 F 0.8127(10) 0.1299(10) 0.2194(17) 0.188(13) Uani 0.5571 1 d . . P . .
F8 F 0.835(2) 0.171(4) 0.1853(12) 0.27(3) Uani 0.4807 1 d . . P . .
F9 F 0.8630(6) 0.2632(14) 0.1897(13) 0.160(9) Uani 0.5308 1 d . . P . .
F11 F 0.8385(7) 0.2698(11) 0.2679(10) 0.195(7) Uani 0.8038 1 d . . P . .
F13 F 0.666(3) 0.166(5) 0.4985(18) 0.34(3) Uani 0.4904 1 d . . P . .
F14 F 0.6909(5) 0.2462(13) 0.5189(14) 0.115(6) Uani 0.4926 1 d . . P . .
F15 F 0.6617(13) 0.2536(13) 0.5864(17) 0.196(12) Uani 0.6037 1 d . . P . .
F16 F 0.6252(12) 0.178(3) 0.5942(12) 0.190(10) Uani 0.5084 1 d . . P . .
F17 F 0.6357(8) 0.1176(9) 0.5269(14) 0.177(13) Uani 0.6319 1 d . . P . .
F20 F 0.4229(16) 0.1324(19) 0.462(3) 0.20(2) Uani 0.388 1 d . . P . .
F21 F 0.3893(13) 0.207(4) 0.4910(13) 0.172(14) Uani 0.3989 1 d . . P . .
F22 F 0.3806(9) 0.2732(14) 0.444(3) 0.245(15) Uani 0.6389 1 d . . P . .
F24 F 0.4138(13) 0.245(2) 0.3849(11) 0.172(9) Uani 0.5293 1 d . . P . .
F26 F 0.4388(10) 0.146(2) 0.4112(16) 0.188(12) Uani 0.5642 1 d . . P . .
C53 C 1.0267(10) 0.4845(17) 0.7452(14) 0.273(12) Uani 1 1 d D U . . .
H53A H 1.002258 0.537682 0.725853 0.327 Uiso 1 1 calc R U . . .
H53B H 1.045279 0.514420 0.783138 0.327 Uiso 1 1 calc R U . . .
C52 C 0.9805(7) 0.4102(11) 0.7713(10) 0.189(7) Uani 1 1 d D . . . .
H52A H 0.967786 0.365100 0.736999 0.227 Uiso 1 1 calc R U . . .
H52B H 0.999602 0.369727 0.804621 0.227 Uiso 1 1 calc R U . . .
C54 C 1.0788(12) 0.469(4) 0.6994(19) 0.99(8) Uani 1 1 d D U . . .
H54A H 1.099638 0.531777 0.692573 1.483 Uiso 1 1 calc R U . . .
H54B H 1.106916 0.420463 0.717241 1.483 Uiso 1 1 calc R U . . .
H54C H 1.063312 0.444040 0.659179 1.483 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
N1 C1 1.365(8) . ?
N1 C4 1.384(9) . ?
N1 H1 0.8600 . ?
N2 C9 1.357(9) . ?
N2 C6 1.391(9) . ?
N2 H2 0.8600 . ?
N3 C14 1.362(9) . ?
N3 C11 1.394(9) . ?
N3 H3 0.8600 . ?
N4 C16 1.352(9) . ?
N4 C19 1.375(9) . ?
N4 H4 0.8600 . ?
N5 C51 1.464(14) . ?
N5 C55 1.515(15) . ?
N5 C43 1.536(13) . ?
N5 C47 1.538(19) . ?
O1W H1W1 0.8501 . ?
O1W H2W1 0.8500 . ?
C1 C2 1.371(10) . ?
C1 C20 1.543(10) . ?
C2 C3 1.386(11) . ?
C2 H2A 0.9300 . ?
C3 C4 1.361(10) . ?
C3 H3A 0.9300 . ?
C4 C5 1.495(10) . ?
C5 C6 1.468(11) . ?
C5 C27 1.558(9) . ?
C5 C21 1.558(11) . ?
C6 C7 1.377(10) . ?
C7 C8 1.383(13) . ?
C7 H7 0.9300 . ?
C8 C9 1.364(11) . ?
C8 H8 0.9300 . ?
C9 C10 1.517(12) . ?
C10 C11 1.510(12) . ?
C10 C22 1.518(12) . ?
C10 C23 1.534(11) . ?
C11 C12 1.341(12) . ?
C12 C13 1.414(13) . ?
C12 H12 0.9300 . ?
C13 C14 1.371(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.505(10) . ?
C15 C24 1.526(10) . ?
C15 C35 1.543(9) . ?
C15 C16 1.544(10) . ?
C16 C17 1.354(9) . ?
C17 C18 1.412(12) . ?
C17 H17 0.9300 . ?
C18 C19 1.360(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.497(11) . ?
C20 C25 1.517(10) . ?
C20 C26 1.560(11) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C32 1.362(10) . ?
C27 C28 1.375(9) . ?
C28 C29 1.377(10) . ?
C28 H28 0.9300 . ?
C29 C30 1.389(11) . ?
C29 C33 1.464(13) . ?
C30 C31 1.357(11) . ?
C30 H30 0.9300 . ?
C31 C32 1.389(10) . ?
C31 C34 1.518(13) . ?
C32 H32 0.9300 . ?
C33 F2 1.28(3) . ?
C33 F5 1.325(18) . ?
C33 F4 1.329(11) . ?
C33 F3 1.344(14) . ?
C33 F111 1.45(7) . ?
C34 F8 1.15(3) . ?
C34 F11 1.239(18) . ?
C34 F7 1.308(19) . ?
C34 F9 1.32(3) . ?
C34 F6 1.45(3) . ?
C35 C36 1.379(9) . ?
C35 C40 1.396(10) . ?
C36 C37 1.371(10) . ?
C36 H36 0.9300 . ?
C37 C38 1.359(11) . ?
C37 C41 1.511(13) . ?
C38 C39 1.361(11) . ?
C38 H38 0.9300 . ?
C39 C40 1.380(10) . ?
C39 C42 1.541(14) . ?
C40 H40 0.9300 . ?
C41 F13 1.16(3) . ?
C41 F17 1.225(18) . ?
C41 F16 1.28(2) . ?
C41 F15 1.30(2) . ?
C41 F14 1.323(18) . ?
C42 F22 1.21(2) . ?
C42 F26 1.22(2) . ?
C42 F20 1.24(2) . ?
C42 F24 1.28(2) . ?
C42 F21 1.29(2) . ?
C43 C44 1.4998(14) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.5004(14) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.4997(14) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C48 1.519(12) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 C49 1.446(12) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C50 1.531(12) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 C52 1.499(6) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C55 C56 1.503(7) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C56 C57 1.496(7) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C57 C58 1.499(7) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
F111 F5 1.24(9) . ?
F111 F4 1.35(6) . ?
F2 F5 0.70(6) . ?
F6 F11 1.38(4) . ?
F6 F7 1.57(5) . ?
F7 F8 1.01(4) . ?
F8 F9 1.38(6) . ?
F9 F11 1.71(3) . ?
F13 F17 1.09(7) . ?
F13 F14 1.27(6) . ?
F14 F15 1.54(3) . ?
F15 F16 1.29(3) . ?
F16 F17 1.63(3) . ?
F20 F26 1.13(4) . ?
F20 F21 1.37(4) . ?
F21 F22 1.32(4) . ?
F22 F24 1.48(4) . ?
F24 F26 1.52(3) . ?
C53 C54 1.498(7) . ?
C53 C52 1.509(7) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 110.8(6) . . ?
C1 N1 H1 124.6 . . ?
C4 N1 H1 124.6 . . ?
C9 N2 C6 111.7(6) . . ?
C9 N2 H2 124.2 . . ?
C6 N2 H2 124.2 . . ?
C14 N3 C11 110.3(6) . . ?
C14 N3 H3 124.8 . . ?
C11 N3 H3 124.8 . . ?
C16 N4 C19 110.9(6) . . ?
C16 N4 H4 124.5 . . ?
C19 N4 H4 124.5 . . ?
C51 N5 C55 113.8(10) . . ?
C51 N5 C43 107.0(7) . . ?
C55 N5 C43 110.2(10) . . ?
C51 N5 C47 108.5(11) . . ?
C55 N5 C47 108.7(9) . . ?
C43 N5 C47 108.5(10) . . ?
H1W1 O1W H2W1 107.7 . . ?
N1 C1 C2 106.0(6) . . ?
N1 C1 C20 122.0(6) . . ?
C2 C1 C20 131.8(7) . . ?
C1 C2 C3 108.6(6) . . ?
C1 C2 H2A 125.7 . . ?
C3 C2 H2A 125.7 . . ?
C4 C3 C2 108.8(7) . . ?
C4 C3 H3A 125.6 . . ?
C2 C3 H3A 125.6 . . ?
C3 C4 N1 105.8(6) . . ?
C3 C4 C5 132.9(7) . . ?
N1 C4 C5 121.2(6) . . ?
C6 C5 C4 112.5(6) . . ?
C6 C5 C27 109.7(6) . . ?
C4 C5 C27 112.0(5) . . ?
C6 C5 C21 109.1(6) . . ?
C4 C5 C21 107.8(7) . . ?
C27 C5 C21 105.5(6) . . ?
C7 C6 N2 104.1(7) . . ?
C7 C6 C5 134.3(8) . . ?
N2 C6 C5 121.3(6) . . ?
C6 C7 C8 109.4(8) . . ?
C6 C7 H7 125.3 . . ?
C8 C7 H7 125.3 . . ?
C9 C8 C7 108.5(7) . . ?
C9 C8 H8 125.8 . . ?
C7 C8 H8 125.7 . . ?
N2 C9 C8 106.3(7) . . ?
N2 C9 C10 122.5(7) . . ?
C8 C9 C10 130.7(7) . . ?
C11 C10 C9 112.4(7) . . ?
C11 C10 C22 109.5(7) . . ?
C9 C10 C22 108.5(7) . . ?
C11 C10 C23 108.8(8) . . ?
C9 C10 C23 108.6(8) . . ?
C22 C10 C23 108.9(8) . . ?
C12 C11 N3 106.4(8) . . ?
C12 C11 C10 131.8(8) . . ?
N3 C11 C10 121.5(7) . . ?
C11 C12 C13 108.9(8) . . ?
C11 C12 H12 125.5 . . ?
C13 C12 H12 125.5 . . ?
C14 C13 C12 107.5(8) . . ?
C14 C13 H13 126.2 . . ?
C12 C13 H13 126.2 . . ?
N3 C14 C13 106.7(7) . . ?
N3 C14 C15 122.4(6) . . ?
C13 C14 C15 130.9(8) . . ?
C14 C15 C24 109.7(7) . . ?
C14 C15 C35 110.3(5) . . ?
C24 C15 C35 107.1(6) . . ?
C14 C15 C16 111.3(6) . . ?
C24 C15 C16 109.3(6) . . ?
C35 C15 C16 108.9(6) . . ?
N4 C16 C17 107.5(6) . . ?
N4 C16 C15 122.1(6) . . ?
C17 C16 C15 130.3(7) . . ?
C16 C17 C18 107.2(7) . . ?
C16 C17 H17 126.4 . . ?
C18 C17 H17 126.4 . . ?
C19 C18 C17 108.5(7) . . ?
C19 C18 H18 125.7 . . ?
C17 C18 H18 125.7 . . ?
C18 C19 N4 105.8(7) . . ?
C18 C19 C20 131.1(7) . . ?
N4 C19 C20 122.8(6) . . ?
C19 C20 C25 110.2(7) . . ?
C19 C20 C1 112.0(6) . . ?
C25 C20 C1 107.7(6) . . ?
C19 C20 C26 109.2(6) . . ?
C25 C20 C26 110.0(7) . . ?
C1 C20 C26 107.6(6) . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C22 H22A 109.5 . . ?
C10 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C10 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.4 . . ?
H23A C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C20 C25 H25A 109.4 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C32 C27 C28 119.2(6) . . ?
C32 C27 C5 120.3(7) . . ?
C28 C27 C5 120.4(6) . . ?
C27 C28 C29 120.0(7) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
C28 C29 C30 121.2(7) . . ?
C28 C29 C33 119.0(8) . . ?
C30 C29 C33 119.8(8) . . ?
C31 C30 C29 117.8(7) . . ?
C31 C30 H30 121.1 . . ?
C29 C30 H30 121.1 . . ?
C30 C31 C32 121.4(7) . . ?
C30 C31 C34 120.5(9) . . ?
C32 C31 C34 118.1(9) . . ?
C27 C32 C31 120.4(7) . . ?
C27 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
F2 C33 F5 31(3) . . ?
F2 C33 F4 124(2) . . ?
F5 C33 F4 101.1(16) . . ?
F2 C33 F3 87(2) . . ?
F5 C33 F3 113.3(15) . . ?
F4 C33 F3 98.8(8) . . ?
F2 C33 F111 84(4) . . ?
F5 C33 F111 53(3) . . ?
F4 C33 F111 58(3) . . ?
F3 C33 F111 142(3) . . ?
F2 C33 C29 114.0(18) . . ?
F5 C33 C29 114.4(12) . . ?
F4 C33 C29 113.9(9) . . ?
F3 C33 C29 113.7(10) . . ?
F111 C33 C29 103(3) . . ?
F8 C34 F11 130(2) . . ?
F8 C34 F7 48(2) . . ?
F11 C34 F7 117.8(19) . . ?
F8 C34 F9 67(3) . . ?
F11 C34 F9 84.0(16) . . ?
F7 C34 F9 111(2) . . ?
F8 C34 F6 115(3) . . ?
F11 C34 F6 61(2) . . ?
F7 C34 F6 69(2) . . ?
F9 C34 F6 136.6(19) . . ?
F8 C34 C31 114(2) . . ?
F11 C34 C31 114.9(11) . . ?
F7 C34 C31 112.5(13) . . ?
F9 C34 C31 113.3(18) . . ?
F6 C34 C31 105.0(18) . . ?
C36 C35 C40 117.3(6) . . ?
C36 C35 C15 120.8(6) . . ?
C40 C35 C15 121.8(6) . . ?
C37 C36 C35 121.7(7) . . ?
C37 C36 H36 119.2 . . ?
C35 C36 H36 119.1 . . ?
C38 C37 C36 119.4(7) . . ?
C38 C37 C41 120.2(8) . . ?
C36 C37 C41 120.4(8) . . ?
C37 C38 C39 121.3(8) . . ?
C37 C38 H38 119.4 . . ?
C39 C38 H38 119.4 . . ?
C38 C39 C40 119.2(8) . . ?
C38 C39 C42 121.4(9) . . ?
C40 C39 C42 119.4(9) . . ?
C39 C40 C35 121.0(7) . . ?
C39 C40 H40 119.5 . . ?
C35 C40 H40 119.5 . . ?
F13 C41 F17 54(3) . . ?
F13 C41 F16 126(3) . . ?
F17 C41 F16 81.0(18) . . ?
F13 C41 F15 123(3) . . ?
F17 C41 F15 126.9(15) . . ?
F16 C41 F15 60.0(17) . . ?
F13 C41 F14 61(3) . . ?
F17 C41 F14 110.2(17) . . ?
F16 C41 F14 124.6(18) . . ?
F15 C41 F14 72.2(15) . . ?
F13 C41 C37 114(2) . . ?
F17 C41 C37 115.8(12) . . ?
F16 C41 C37 110.4(14) . . ?
F15 C41 C37 111.1(11) . . ?
F14 C41 C37 111.7(10) . . ?
F22 C42 F26 132(2) . . ?
F22 C42 F20 120(3) . . ?
F26 C42 F20 55(2) . . ?
F22 C42 F24 73(2) . . ?
F26 C42 F24 75(2) . . ?
F20 C42 F24 122(3) . . ?
F22 C42 F21 64(2) . . ?
F26 C42 F21 116(2) . . ?
F20 C42 F21 65(2) . . ?
F24 C42 F21 130(2) . . ?
F22 C42 C39 114.2(14) . . ?
F26 C42 C39 110.1(15) . . ?
F20 C42 C39 112.5(16) . . ?
F24 C42 C39 109.9(14) . . ?
F21 C42 C39 110.4(15) . . ?
C44 C43 N5 116.3(8) . . ?
C44 C43 H43A 108.2 . . ?
N5 C43 H43A 108.2 . . ?
C44 C43 H43B 108.2 . . ?
N5 C43 H43B 108.2 . . ?
H43A C43 H43B 107.4 . . ?
C43 C44 C45 104.8(10) . . ?
C43 C44 H44A 110.8 . . ?
C45 C44 H44A 110.8 . . ?
C43 C44 H44B 110.8 . . ?
C45 C44 H44B 110.8 . . ?
H44A C44 H44B 108.9 . . ?
C46 C45 C44 110.6(5) . . ?
C46 C45 H45A 109.5 . . ?
C44 C45 H45A 109.5 . . ?
C46 C45 H45B 109.6 . . ?
C44 C45 H45B 109.5 . . ?
H45A C45 H45B 108.1 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C48 C47 N5 125.9(14) . . ?
C48 C47 H47A 105.8 . . ?
N5 C47 H47A 105.8 . . ?
C48 C47 H47B 105.9 . . ?
N5 C47 H47B 105.9 . . ?
H47A C47 H47B 106.2 . . ?
C49 C48 C47 96.9(18) . . ?
C49 C48 H48A 112.3 . . ?
C47 C48 H48A 112.4 . . ?
C49 C48 H48B 112.4 . . ?
C47 C48 H48B 112.4 . . ?
H48A C48 H48B 109.9 . . ?
C48 C49 C50 87.5(17) . . ?
C48 C49 H49A 114.1 . . ?
C50 C49 H49A 114.1 . . ?
C48 C49 H49B 114.1 . . ?
C50 C49 H49B 114.1 . . ?
H49A C49 H49B 111.3 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.4 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
N5 C51 C52 116.8(9) . . ?
N5 C51 H51A 108.1 . . ?
C52 C51 H51A 108.1 . . ?
N5 C51 H51B 108.1 . . ?
C52 C51 H51B 108.1 . . ?
H51A C51 H51B 107.3 . . ?
C56 C55 N5 117.9(10) . . ?
C56 C55 H55A 107.8 . . ?
N5 C55 H55A 107.9 . . ?
C56 C55 H55B 107.9 . . ?
N5 C55 H55B 107.9 . . ?
H55A C55 H55B 107.2 . . ?
C57 C56 C55 149(2) . . ?
C57 C56 H56A 99.6 . . ?
C55 C56 H56A 99.6 . . ?
C57 C56 H56B 99.6 . . ?
C55 C56 H56B 99.6 . . ?
H56A C56 H56B 104.1 . . ?
C56 C57 C58 106.0(19) . . ?
C56 C57 H57A 110.6 . . ?
C58 C57 H57A 110.5 . . ?
C56 C57 H57B 110.5 . . ?
C58 C57 H57B 110.5 . . ?
H57A C57 H57B 108.7 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.4 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
F5 F111 F4 105(6) . . ?
F5 F111 C33 58(4) . . ?
F4 F111 C33 57(3) . . ?
F5 F2 C33 78(3) . . ?
C33 F4 F111 66(3) . . ?
F2 F5 F111 139(5) . . ?
F2 F5 C33 71(3) . . ?
F111 F5 C33 69(3) . . ?
F11 F6 C34 52.0(15) . . ?
F11 F6 F7 95(2) . . ?
C34 F6 F7 51.1(16) . . ?
F8 F7 C34 58(2) . . ?
F8 F7 F6 114(3) . . ?
C34 F7 F6 59.4(16) . . ?
F7 F8 C34 74(2) . . ?
F7 F8 F9 130(3) . . ?
C34 F8 F9 62(3) . . ?
C34 F9 F8 50.4(13) . . ?
C34 F9 F11 46.0(11) . . ?
F8 F9 F11 88.2(17) . . ?
C34 F11 F6 67(2) . . ?
C34 F11 F9 50.0(13) . . ?
F6 F11 F9 112(2) . . ?
F17 F13 C41 66(3) . . ?
F17 F13 F14 125(4) . . ?
C41 F13 F14 66(2) . . ?
F13 F14 C41 53(2) . . ?
F13 F14 F15 100(3) . . ?
C41 F14 F15 53.1(10) . . ?
F16 F15 C41 59.4(13) . . ?
F16 F15 F14 109(2) . . ?
C41 F15 F14 54.7(14) . . ?
C41 F16 F15 60.6(15) . . ?
C41 F16 F17 48.0(11) . . ?
F15 F16 F17 101(2) . . ?
F13 F17 C41 60.1(18) . . ?
F13 F17 F16 105(3) . . ?
C41 F17 F16 51.0(13) . . ?
F26 F20 C42 62.1(18) . . ?
F26 F20 F21 118(3) . . ?
C42 F20 F21 59.1(18) . . ?
C42 F21 F22 55.1(16) . . ?
C42 F21 F20 55.4(15) . . ?
F22 F21 F20 104(3) . . ?
C42 F22 F21 61.1(16) . . ?
C42 F22 F24 55.7(16) . . ?
F21 F22 F24 112(2) . . ?
C42 F24 F22 51.3(12) . . ?
C42 F24 F26 50.8(13) . . ?
F22 F24 F26 95.2(18) . . ?
F20 F26 C42 63(2) . . ?
F20 F26 F24 111(3) . . ?
C42 F26 F24 54.1(14) . . ?
C54 C53 C52 130(3) . . ?
C54 C53 H53A 104.7 . . ?
C52 C53 H53A 104.7 . . ?
C54 C53 H53B 104.7 . . ?
C52 C53 H53B 104.8 . . ?
H53A C53 H53B 105.7 . . ?
C51 C52 C53 112.3(15) . . ?
C51 C52 H52A 109.1 . . ?
C53 C52 H52A 109.2 . . ?
C51 C52 H52B 109.1 . . ?
C53 C52 H52B 109.1 . . ?
H52A C52 H52B 107.9 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.4 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?

_refine_diff_density_max         0.347
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.068



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

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2237715'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajat Saha'
;Department of Chemistry, Kazi Nazrul University
India
;
_audit_update_record             
;
2023-01-24 deposited with the CCDC.	2023-05-19 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_THETM01_shelx               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: THIS IS DUE TO VERY SMALL SIZE OF THE CRYSTALS. 
;


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C47 H52 Br F12 N5 O'
_chemical_formula_sum            'C47 H52 Br F12 N5 O'
_chemical_formula_weight         1010.84

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'
Br Br -0.2901 2.4595 '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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.1101(15)
_cell_length_b                   20.791(3)
_cell_length_c                   21.126(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.012(2)
_cell_angle_gamma                90
_cell_volume                     4790.0(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    26732
_cell_measurement_theta_min      2.438
_cell_measurement_theta_max      19.028

_exptl_crystal_description       Whisker
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_F_000             2080
_exptl_transmission_factor_min   0.873
_exptl_transmission_factor_max   0.927
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.945
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26732
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.438
_diffrn_reflns_theta_max         19.028
_diffrn_reflns_theta_full        19.028
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             3837
_reflns_number_gt                3458
_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       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_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)+(0.0910P)²+51.4040P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3837
_refine_ls_number_parameters     596
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0899
_refine_ls_wR_factor_ref         0.2365
_refine_ls_wR_factor_gt          0.2291
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_restrained_S_all      1.163
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4522(10) 0.3225(6) 0.7046(6) 0.034(3) Uani 1 1 d . . . . .
C2 C 0.5130(11) 0.3117(6) 0.6553(6) 0.047(3) Uani 1 1 d . . . . .
H2 H 0.530480 0.342481 0.626413 0.056 Uiso 1 1 calc R U . . .
C3 C 0.5442(11) 0.2470(7) 0.6555(6) 0.048(4) Uani 1 1 d . . . . .
H3 H 0.584158 0.227209 0.625782 0.058 Uiso 1 1 calc R U . . .
C4 C 0.5077(10) 0.2172(6) 0.7052(6) 0.037(3) Uani 1 1 d . . . . .
C5 C 0.5217(10) 0.1482(6) 0.7291(6) 0.046(4) Uani 1 1 d . . . . .
C6 C 0.4046(11) 0.1109(5) 0.7080(6) 0.032(3) Uani 1 1 d . . . . .
C7 C 0.3744(13) 0.0621(7) 0.6656(6) 0.052(4) Uani 1 1 d . . . . .
H7 H 0.425406 0.043714 0.640495 0.062 Uiso 1 1 calc R U . . .
C8 C 0.2514(13) 0.0439(6) 0.6661(6) 0.049(4) Uani 1 1 d . . . . .
H8 H 0.208812 0.011071 0.641561 0.059 Uiso 1 1 calc R U . . .
C9 C 0.2065(11) 0.0816(6) 0.7075(6) 0.037(3) Uani 1 1 d . . . . .
C10 C 0.0816(10) 0.0823(5) 0.7266(5) 0.035(3) Uani 1 1 d . . . . .
C11 C 0.0147(10) 0.1440(6) 0.7025(6) 0.030(3) Uani 1 1 d . . . . .
C12 C -0.0787(10) 0.1525(6) 0.6507(6) 0.038(3) Uani 1 1 d . . . . .
H12 H -0.113501 0.121047 0.621544 0.045 Uiso 1 1 calc R U . . .
C13 C -0.1118(11) 0.2177(7) 0.6500(6) 0.049(4) Uani 1 1 d . . . . .
H13 H -0.172959 0.236799 0.619635 0.058 Uiso 1 1 calc R U . . .
C14 C -0.0410(11) 0.2487(5) 0.7003(6) 0.035(3) Uani 1 1 d . . . . .
C15 C -0.0398(10) 0.3175(6) 0.7229(6) 0.042(3) Uani 1 1 d . . . . .
C16 C 0.0673(11) 0.3545(5) 0.7030(6) 0.036(3) Uani 1 1 d . . . . .
C17 C 0.0670(13) 0.4025(6) 0.6595(6) 0.050(4) Uani 1 1 d . . . . .
H17 H -0.002187 0.419929 0.633328 0.060 Uiso 1 1 calc R U . . .
C18 C 0.1877(13) 0.4214(6) 0.6605(6) 0.048(4) Uani 1 1 d . . . . .
H18 H 0.212845 0.453389 0.635109 0.058 Uiso 1 1 calc R U . . .
C19 C 0.2630(11) 0.3846(6) 0.7056(5) 0.034(3) Uani 1 1 d . . . . .
C20 C 0.4023(10) 0.3836(5) 0.7265(5) 0.035(3) Uani 1 1 d . . . . .
C21 C 0.6234(12) 0.1159(7) 0.6998(7) 0.068(4) Uani 1 1 d . . . . .
H21A H 0.698867 0.139031 0.712786 0.103 Uiso 1 1 calc R U . . .
H21B H 0.634139 0.072273 0.714863 0.103 Uiso 1 1 calc R U . . .
H21C H 0.600632 0.116119 0.653657 0.103 Uiso 1 1 calc R U . . .
C22 C 0.5607(12) 0.1467(6) 0.8026(6) 0.053(4) Uani 1 1 d . . . . .
H22A H 0.635338 0.170615 0.815238 0.079 Uiso 1 1 calc R U . . .
H22B H 0.497508 0.165547 0.821871 0.079 Uiso 1 1 calc R U . . .
H22C H 0.573739 0.102944 0.816797 0.079 Uiso 1 1 calc R U . . .
C23 C 0.0086(12) 0.0236(6) 0.6964(6) 0.058(4) Uani 1 1 d . . . . .
H23A H -0.070752 0.023535 0.708114 0.087 Uiso 1 1 calc R U . . .
H23B H -0.000852 0.025672 0.650327 0.087 Uiso 1 1 calc R U . . .
H23C H 0.051728 -0.014979 0.711907 0.087 Uiso 1 1 calc R U . . .
C24 C 0.0965(12) 0.0761(5) 0.8009(6) 0.036(3) Uani 1 1 d . . . . .
C25 C 0.0002(11) 0.0938(5) 0.8316(7) 0.043(3) Uani 1 1 d . . . . .
H25 H -0.070833 0.111010 0.806886 0.052 Uiso 1 1 calc R U . . .
C26 C 0.0073(12) 0.0865(6) 0.8982(7) 0.042(3) Uani 1 1 d . . . . .
C27 C 0.1116(12) 0.0602(6) 0.9344(6) 0.040(3) Uani 1 1 d . . . . .
H27 H 0.117984 0.054566 0.978571 0.049 Uiso 1 1 calc R U . . .
C28 C 0.2074(12) 0.0421(6) 0.9045(7) 0.045(3) Uani 1 1 d . . . . .
C29 C 0.1986(11) 0.0488(5) 0.8393(7) 0.041(3) Uani 1 1 d . . . . .
H29 H 0.262794 0.034620 0.820284 0.049 Uiso 1 1 calc R U . . .
C30 C 0.3193(16) 0.0143(10) 0.9444(9) 0.081(5) Uani 1 1 d . . . . .
C31 C -0.0956(13) 0.1066(7) 0.9281(7) 0.054(4) Uani 1 1 d . . . . .
C32 C -0.1624(11) 0.3508(7) 0.6923(8) 0.074(5) Uani 1 1 d . . . . .
H32A H -0.161239 0.394620 0.706818 0.111 Uiso 1 1 calc R U . . .
H32B H -0.172176 0.349954 0.646201 0.111 Uiso 1 1 calc R U . . .
H32C H -0.229473 0.328463 0.705133 0.111 Uiso 1 1 calc R U . . .
C33 C -0.0311(12) 0.3207(6) 0.7973(7) 0.059(4) Uani 1 1 d . . . . .
H33A H -0.030440 0.364811 0.810699 0.088 Uiso 1 1 calc R U . . .
H33B H -0.100412 0.299138 0.808625 0.088 Uiso 1 1 calc R U . . .
H33C H 0.043052 0.300010 0.818437 0.088 Uiso 1 1 calc R U . . .
C34 C 0.4539(12) 0.4410(6) 0.6969(6) 0.052(4) Uani 1 1 d . . . . .
H34A H 0.420870 0.479751 0.711430 0.078 Uiso 1 1 calc R U . . .
H34B H 0.541552 0.441262 0.709744 0.078 Uiso 1 1 calc R U . . .
H34C H 0.432003 0.438382 0.650775 0.078 Uiso 1 1 calc R U . . .
C35 C 0.4386(11) 0.3906(5) 0.8008(6) 0.036(3) Uani 1 1 d . . . . .
C36 C 0.5524(11) 0.3693(6) 0.8337(7) 0.044(3) Uani 1 1 d . . . . .
H36 H 0.605851 0.349243 0.811025 0.052 Uiso 1 1 calc R U . . .
C37 C 0.5863(12) 0.3776(6) 0.8986(7) 0.049(4) Uani 1 1 d . . . . .
C38 C 0.5089(13) 0.4077(6) 0.9334(6) 0.050(4) Uani 1 1 d . . . . .
H38 H 0.533266 0.412804 0.977747 0.060 Uiso 1 1 calc R U . . .
C39 C 0.3974(13) 0.4300(6) 0.9032(6) 0.043(3) Uani 1 1 d . . . . .
C40 C 0.3635(11) 0.4209(5) 0.8362(6) 0.040(3) Uani 1 1 d . . . . .
H40 H 0.287507 0.435936 0.815119 0.047 Uiso 1 1 calc R U . . .
C41 C 0.3126(14) 0.4629(7) 0.9374(7) 0.051(4) Uani 1 1 d . . . . .
C42 C 0.711(2) 0.3549(10) 0.9314(10) 0.094(6) Uani 1 1 d . . . . .
C43 C 0.1980(14) 0.2720(8) 1.1111(6) 0.075(5) Uani 1 1 d . . . . .
H43A H 0.276632 0.256485 1.132634 0.113 Uiso 1 1 calc R U . . .
H43B H 0.188746 0.316141 1.122636 0.113 Uiso 1 1 calc R U . . .
H43C H 0.134510 0.246642 1.123850 0.113 Uiso 1 1 calc R U . . .
C44 C 0.075(2) 0.2890(13) 1.0041(10) 0.151(10) Uani 1 1 d . . . . .
H44A H 0.076240 0.284320 0.959031 0.227 Uiso 1 1 calc R U . . .
H44B H 0.009415 0.263959 1.014889 0.227 Uiso 1 1 calc R U . . .
H44C H 0.063651 0.333458 1.013674 0.227 Uiso 1 1 calc R U . . .
C45 C 0.215(2) 0.2006(8) 1.0243(8) 0.109(7) Uani 1 1 d . . . . .
H45A H 0.291577 0.187048 1.049726 0.164 Uiso 1 1 calc R U . . .
H45B H 0.150449 0.172986 1.032806 0.164 Uiso 1 1 calc R U . . .
H45C H 0.218868 0.198355 0.979382 0.164 Uiso 1 1 calc R U . . .
C46 C 0.2948(18) 0.3061(9) 1.0227(8) 0.103(6) Uani 1 1 d . . . . .
H46A H 0.371349 0.291420 1.047525 0.154 Uiso 1 1 calc R U . . .
H46B H 0.294940 0.300527 0.977636 0.154 Uiso 1 1 calc R U . . .
H46C H 0.283936 0.350827 1.031519 0.154 Uiso 1 1 calc R U . . .
N1 N 0.4487(8) 0.2640(5) 0.7352(4) 0.038(3) Uani 1 1 d . . . . .
H1 H 0.415061 0.257510 0.768099 0.046 Uiso 1 1 calc R U . . .
N2 N 0.3015(9) 0.1230(4) 0.7331(4) 0.035(2) Uani 1 1 d . . . . .
H2A H 0.296341 0.152449 0.761052 0.042 Uiso 1 1 calc R U . . .
N3 N 0.0351(8) 0.2018(5) 0.7321(4) 0.032(2) Uani 1 1 d . . . . .
H3A H 0.088937 0.208451 0.766560 0.039 Uiso 1 1 calc R U . . .
N4 N 0.1872(9) 0.3436(4) 0.7297(4) 0.038(3) Uani 1 1 d . . . . .
H4 H 0.212006 0.314537 0.758229 0.045 Uiso 1 1 calc R U . . .
N5 N 0.1893(11) 0.2671(5) 1.0411(5) 0.054(3) Uani 1 1 d . . . . .
Br1 Br 0.28186(11) 0.23427(6) 0.85443(5) 0.0435(5) Uani 1 1 d . . . . .
F1 F 0.7465(10) 0.3016(6) 0.9106(5) 0.128(4) Uani 1 1 d . . . . .
F2 F 0.7233(11) 0.3490(7) 0.9932(6) 0.155(6) Uani 1 1 d . . . . .
F3 F 0.7995(11) 0.3973(7) 0.9252(9) 0.202(9) Uani 1 1 d . . . . .
F4 F -0.1266(10) 0.1674(5) 0.9155(6) 0.119(4) Uani 1 1 d . . . . .
F5 F -0.0727(9) 0.1016(7) 0.9910(5) 0.134(5) Uani 1 1 d . . . . .
F6 F -0.1970(9) 0.0762(5) 0.9060(5) 0.112(4) Uani 1 1 d . . . . .
F7 F 0.4195(10) 0.0308(8) 0.9257(6) 0.162(6) Uani 1 1 d . . . . .
F8 F 0.3260(14) -0.0478(7) 0.9394(9) 0.206(9) Uani 1 1 d . . . . .
F9 F 0.3366(11) 0.0215(8) 1.0037(6) 0.178(7) Uani 1 1 d . . . . .
F10 F 0.1985(8) 0.4401(5) 0.9247(4) 0.088(3) Uani 1 1 d . . . . .
F11 F 0.2987(10) 0.5251(4) 0.9212(4) 0.096(3) Uani 1 1 d . . . . .
F12 F 0.3466(8) 0.4619(4) 1.0014(4) 0.081(3) Uani 1 1 d . . . . .
C47 C 0.596(3) 0.1827(12) 0.9855(14) 0.201(15) Uani 1 1 d . . . . .
H47A H 0.647768 0.185425 0.953957 0.302 Uiso 1 1 calc R U . . .
H47B H 0.546841 0.144561 0.978093 0.302 Uiso 1 1 calc R U . . .
H47C H 0.646441 0.180905 1.027894 0.302 Uiso 1 1 calc R U . . .
O1 O 0.521(3) 0.2366(16) 0.9808(12) 0.302(16) Uani 1 1 d . . . . .
H1O1 H 0.460950 0.242546 0.949529 0.362 Uiso 1 1 d 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
C1 C2 1.364(16) . ?
C1 N1 1.380(14) . ?
C1 C20 1.495(16) . ?
C2 C3 1.390(17) . ?
C3 C4 1.346(16) . ?
C4 N1 1.392(14) . ?
C4 C5 1.519(17) . ?
C5 C6 1.507(17) . ?
C5 C22 1.531(17) . ?
C5 C21 1.543(17) . ?
C6 C7 1.353(16) . ?
C6 N2 1.374(14) . ?
C7 C8 1.420(17) . ?
C8 C9 1.340(16) . ?
C9 N2 1.388(14) . ?
C9 C10 1.518(16) . ?
C10 C11 1.521(16) . ?
C10 C23 1.534(16) . ?
C10 C24 1.553(16) . ?
C11 N3 1.354(13) . ?
C11 C12 1.368(15) . ?
C12 C13 1.405(16) . ?
C13 C14 1.357(16) . ?
C14 N3 1.378(14) . ?
C14 C15 1.508(16) . ?
C15 C16 1.540(17) . ?
C15 C32 1.553(16) . ?
C15 C33 1.558(17) . ?
C16 C17 1.358(16) . ?
C16 N4 1.363(14) . ?
C17 C18 1.393(17) . ?
C18 C19 1.374(16) . ?
C19 N4 1.365(14) . ?
C19 C20 1.525(16) . ?
C20 C34 1.510(16) . ?
C20 C35 1.551(16) . ?
C24 C29 1.383(16) . ?
C24 C25 1.402(16) . ?
C25 C26 1.403(17) . ?
C26 C27 1.374(16) . ?
C26 C31 1.470(18) . ?
C27 C28 1.390(17) . ?
C28 C29 1.370(17) . ?
C28 C30 1.48(2) . ?
C30 F9 1.240(19) . ?
C30 F7 1.296(19) . ?
C30 F8 1.30(2) . ?
C31 F6 1.297(15) . ?
C31 F5 1.308(15) . ?
C31 F4 1.324(16) . ?
C35 C40 1.376(16) . ?
C35 C36 1.393(16) . ?
C36 C37 1.362(17) . ?
C37 C38 1.383(17) . ?
C37 C42 1.50(2) . ?
C38 C39 1.362(17) . ?
C39 C40 1.406(16) . ?
C39 C41 1.461(18) . ?
C41 F10 1.332(15) . ?
C41 F12 1.333(15) . ?
C41 F11 1.339(14) . ?
C42 F1 1.282(18) . ?
C42 F2 1.29(2) . ?
C42 F3 1.35(2) . ?
C43 N5 1.467(16) . ?
C44 N5 1.43(2) . ?
C45 N5 1.467(19) . ?
C46 N5 1.536(19) . ?
C47 O1 1.39(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 106.0(10) . . ?
C2 C1 C20 130.0(12) . . ?
N1 C1 C20 123.9(10) . . ?
C1 C2 C3 108.5(11) . . ?
C4 C3 C2 109.5(11) . . ?
C3 C4 N1 105.8(10) . . ?
C3 C4 C5 131.8(12) . . ?
N1 C4 C5 122.4(11) . . ?
C6 C5 C4 111.1(10) . . ?
C6 C5 C22 110.5(10) . . ?
C4 C5 C22 110.4(10) . . ?
C6 C5 C21 108.3(10) . . ?
C4 C5 C21 108.4(10) . . ?
C22 C5 C21 108.1(11) . . ?
C7 C6 N2 105.8(10) . . ?
C7 C6 C5 132.2(12) . . ?
N2 C6 C5 121.9(11) . . ?
C6 C7 C8 108.2(11) . . ?
C9 C8 C7 109.1(11) . . ?
C8 C9 N2 105.5(11) . . ?
C8 C9 C10 130.7(12) . . ?
N2 C9 C10 123.8(11) . . ?
C9 C10 C11 109.5(9) . . ?
C9 C10 C23 108.6(10) . . ?
C11 C10 C23 110.2(10) . . ?
C9 C10 C24 109.9(9) . . ?
C11 C10 C24 111.1(9) . . ?
C23 C10 C24 107.5(9) . . ?
N3 C11 C12 106.9(10) . . ?
N3 C11 C10 124.5(10) . . ?
C12 C11 C10 128.6(11) . . ?
C11 C12 C13 106.8(10) . . ?
C14 C13 C12 109.8(10) . . ?
C13 C14 N3 104.9(10) . . ?
C13 C14 C15 131.8(11) . . ?
N3 C14 C15 123.3(11) . . ?
C14 C15 C16 110.4(10) . . ?
C14 C15 C32 109.8(10) . . ?
C16 C15 C32 109.0(10) . . ?
C14 C15 C33 110.7(10) . . ?
C16 C15 C33 110.5(10) . . ?
C32 C15 C33 106.3(11) . . ?
C17 C16 N4 106.1(11) . . ?
C17 C16 C15 130.5(12) . . ?
N4 C16 C15 123.4(11) . . ?
C16 C17 C18 108.6(11) . . ?
C19 C18 C17 108.1(11) . . ?
N4 C19 C18 105.6(10) . . ?
N4 C19 C20 123.1(11) . . ?
C18 C19 C20 131.2(11) . . ?
C1 C20 C34 110.6(10) . . ?
C1 C20 C19 109.8(9) . . ?
C34 C20 C19 108.2(10) . . ?
C1 C20 C35 110.6(9) . . ?
C34 C20 C35 107.3(9) . . ?
C19 C20 C35 110.2(9) . . ?
C29 C24 C25 116.8(11) . . ?
C29 C24 C10 122.9(11) . . ?
C25 C24 C10 120.1(11) . . ?
C24 C25 C26 122.2(11) . . ?
C27 C26 C25 118.8(11) . . ?
C27 C26 C31 121.1(12) . . ?
C25 C26 C31 120.1(12) . . ?
C26 C27 C28 119.5(11) . . ?
C29 C28 C27 121.0(11) . . ?
C29 C28 C30 120.2(15) . . ?
C27 C28 C30 118.7(14) . . ?
C28 C29 C24 121.6(12) . . ?
F9 C30 F7 107.4(17) . . ?
F9 C30 F8 101.7(16) . . ?
F7 C30 F8 100.0(18) . . ?
F9 C30 C28 118.6(17) . . ?
F7 C30 C28 113.6(14) . . ?
F8 C30 C28 113.4(16) . . ?
F6 C31 F5 108.3(13) . . ?
F6 C31 F4 102.5(13) . . ?
F5 C31 F4 105.9(13) . . ?
F6 C31 C26 113.6(12) . . ?
F5 C31 C26 113.4(12) . . ?
F4 C31 C26 112.2(12) . . ?
C40 C35 C36 117.4(11) . . ?
C40 C35 C20 121.8(11) . . ?
C36 C35 C20 120.7(11) . . ?
C37 C36 C35 120.8(12) . . ?
C36 C37 C38 120.8(12) . . ?
C36 C37 C42 118.6(14) . . ?
C38 C37 C42 120.6(14) . . ?
C39 C38 C37 120.5(12) . . ?
C38 C39 C40 118.1(12) . . ?
C38 C39 C41 122.8(12) . . ?
C40 C39 C41 119.1(13) . . ?
C35 C40 C39 122.4(11) . . ?
F10 C41 F12 105.9(11) . . ?
F10 C41 F11 103.4(12) . . ?
F12 C41 F11 105.6(11) . . ?
F10 C41 C39 114.4(12) . . ?
F12 C41 C39 114.2(12) . . ?
F11 C41 C39 112.3(11) . . ?
F1 C42 F2 106.5(16) . . ?
F1 C42 F3 104.7(19) . . ?
F2 C42 F3 102.7(17) . . ?
F1 C42 C37 115.6(15) . . ?
F2 C42 C37 114.0(17) . . ?
F3 C42 C37 112.1(15) . . ?
C1 N1 C4 110.1(9) . . ?
C6 N2 C9 111.4(9) . . ?
C11 N3 C14 111.6(9) . . ?
C16 N4 C19 111.5(9) . . ?
C44 N5 C43 114.2(13) . . ?
C44 N5 C45 111.1(15) . . ?
C43 N5 C45 109.4(12) . . ?
C44 N5 C46 109.4(14) . . ?
C43 N5 C46 108.1(11) . . ?
C45 N5 C46 104.2(12) . . ?

_refine_diff_density_max         1.502
_refine_diff_density_min         -0.752
_refine_diff_density_rms         0.098



####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2237712'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajat Saha'
;Department of Chemistry, Kazi Nazrul University
India
;
_audit_update_record             
;
2023-01-24 deposited with the CCDC.	2023-05-19 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_THETM01_shelx               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: THIS IS DUE TO VERY SMALL SIZE OF THE CRYSTAL.
;

# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H44 F12 N4 O2'
_chemical_formula_sum            'C44 H44 F12 N4 O2'
_chemical_formula_weight         888.83

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'
F F 0.0171 0.0103 '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                   25.1735(8)
_cell_length_b                   9.9028(3)
_cell_length_c                   18.7477(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.647(2)
_cell_angle_gamma                90
_cell_volume                     4521.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    26435
_cell_measurement_theta_min      2.220
_cell_measurement_theta_max      21.241

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_F_000             1840
_exptl_transmission_factor_min   0.986
_exptl_transmission_factor_max   0.991
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.115
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26435
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.220
_diffrn_reflns_theta_max         21.241
_diffrn_reflns_theta_full        21.241
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2502
_reflns_number_gt                2090
_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       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_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)+(0.0672P)²+2.6894P] 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         2502
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1213
_refine_ls_wR_factor_gt          0.1163
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.79617(9) 1.0174(2) 0.45232(12) 0.0452(6) Uani 1 1 d . . . . .
C2 C 0.76513(11) 1.1262(2) 0.42377(15) 0.0620(7) Uani 1 1 d . . . . .
H2 H 0.772463 1.215473 0.438280 0.074 Uiso 1 1 calc R U . . .
C3 C 0.72001(11) 1.0803(3) 0.36853(15) 0.0651(7) Uani 1 1 d . . . . .
H3 H 0.692187 1.134175 0.340522 0.078 Uiso 1 1 calc R U . . .
C4 C 0.72381(9) 0.9448(3) 0.36289(12) 0.0480(6) Uani 1 1 d . . . . .
C5 C 0.68957(11) 0.8473(3) 0.30851(13) 0.0602(7) Uani 1 1 d . . . . .
C6 C 0.68813(9) 0.7079(2) 0.33946(12) 0.0490(6) Uani 1 1 d . . . . .
C7 C 0.69050(12) 0.5853(3) 0.30895(15) 0.0694(8) Uani 1 1 d . . . . .
H7 H 0.698678 0.568857 0.264053 0.083 Uiso 1 1 calc R U . . .
C8 C 0.67854(12) 0.4865(3) 0.35650(15) 0.0696(8) Uani 1 1 d . . . . .
H8 H 0.677347 0.393830 0.348309 0.084 Uiso 1 1 calc R U . . .
C9 C 0.66900(9) 0.5497(2) 0.41657(12) 0.0454(6) Uani 1 1 d . . . . .
C10 C 0.65332(9) 0.4937(2) 0.48348(13) 0.0474(6) Uani 1 1 d . . . . .
C11 C 0.60804(9) 0.5800(2) 0.50291(14) 0.0502(6) Uani 1 1 d . . . . .
C12 C 0.60297(10) 0.5915(3) 0.57396(15) 0.0583(7) Uani 1 1 d . . . . .
H12 H 0.628219 0.548182 0.611899 0.070 Uiso 1 1 calc R U . . .
C13 C 0.56077(11) 0.6666(3) 0.59025(16) 0.0672(8) Uani 1 1 d . . . . .
C14 C 0.52306(11) 0.7313(3) 0.53520(17) 0.0742(8) Uani 1 1 d . . . . .
H14 H 0.495210 0.782674 0.546149 0.089 Uiso 1 1 calc R U . . .
C15 C 0.52693(10) 0.7194(3) 0.46377(17) 0.0693(8) Uani 1 1 d . . . . .
C16 C 0.56863(10) 0.6438(3) 0.44748(15) 0.0610(7) Uani 1 1 d . . . . .
H16 H 0.570372 0.635471 0.398713 0.073 Uiso 1 1 calc R U . . .
C17 C 0.5569(2) 0.6790(6) 0.6679(2) 0.1020(13) Uani 1 1 d . . . . .
C18 C 0.48567(18) 0.7861(6) 0.4023(3) 0.1026(14) Uani 1 1 d . . . . .
C19 C 0.63004(13) 0.9014(3) 0.2850(2) 0.1090(13) Uani 1 1 d . . . . .
H19A H 0.630102 0.990629 0.264981 0.163 Uiso 1 1 calc R U . . .
H19B H 0.608191 0.842823 0.248238 0.163 Uiso 1 1 calc R U . . .
H19C H 0.614899 0.904313 0.327075 0.163 Uiso 1 1 calc R U . . .
C20 C 0.71340(19) 0.8391(4) 0.24064(17) 0.1197(15) Uani 1 1 d . . . . .
H20A H 0.714469 0.927911 0.220467 0.180 Uiso 1 1 calc R U . . .
H20B H 0.749908 0.802809 0.254992 0.180 Uiso 1 1 calc R U . . .
H20C H 0.690667 0.781656 0.204146 0.180 Uiso 1 1 calc R U . . .
C21 C 0.62925(11) 0.3503(3) 0.46476(16) 0.0696(8) Uani 1 1 d . . . . .
H21A H 0.619083 0.313427 0.506777 0.104 Uiso 1 1 calc R U . . .
H21B H 0.597427 0.355337 0.423855 0.104 Uiso 1 1 calc R U . . .
H21C H 0.656324 0.293386 0.452046 0.104 Uiso 1 1 calc R U . . .
C22 C 0.65425(15) 0.9683(4) 0.5453(2) 0.1157(13) Uani 1 1 d . . . . .
H22A H 0.642489 0.941643 0.588075 0.173 Uiso 1 1 calc R U . . .
H22B H 0.623165 0.970713 0.503244 0.173 Uiso 1 1 calc R U . . .
H22C H 0.670704 1.056240 0.553107 0.173 Uiso 1 1 calc R U . . .
N1 N 0.77059(7) 0.90647(18) 0.41462(10) 0.0464(5) Uani 1 1 d . . . . .
H1 H 0.782189 0.824744 0.422292 0.056 Uiso 1 1 calc R U . . .
N2 N 0.67580(7) 0.68537(18) 0.40605(10) 0.0449(5) Uani 1 1 d . . . . .
H2A H 0.672784 0.747597 0.436778 0.054 Uiso 1 1 calc R U . . .
F1 F 0.583(3) 0.784(5) 0.700(2) 0.24(2) Uani 0.36(4) 1 d . . . . .
F2 F 0.5272(11) 0.781(2) 0.6800(5) 0.167(9) Uani 0.60(4) 1 d . . . . .
F3 F 0.5062(3) 0.668(5) 0.6733(5) 0.181(15) Uani 0.43(3) 1 d . . . . .
F4 F 0.5482(9) 0.5686(10) 0.6980(6) 0.195(9) Uani 0.67(3) 1 d . . . . .
F5 F 0.5886(17) 0.611(7) 0.7118(9) 0.26(2) Uani 0.45(4) 1 d . . . . .
F6 F 0.6037(7) 0.720(2) 0.7100(9) 0.128(7) Uani 0.46(4) 1 d . . . . .
F7 F 0.4808(15) 0.737(4) 0.3390(8) 0.191(17) Uani 0.42(3) 1 d . . . . .
F8 F 0.4412(8) 0.7099(17) 0.3798(11) 0.123(10) Uani 0.40(3) 1 d . . . . .
F9 F 0.4395(6) 0.805(5) 0.4101(12) 0.208(16) Uani 0.55(4) 1 d . . . . .
F10 F 0.4659(12) 0.898(2) 0.4282(13) 0.176(12) Uani 0.47(4) 1 d . . . . .
F11 F 0.5036(13) 0.9127(16) 0.3997(14) 0.202(8) Uani 0.56(3) 1 d . . . . .
F12 F 0.5009(6) 0.813(3) 0.3463(11) 0.207(13) Uani 0.62(4) 1 d . . . . .
O1 O 0.69191(8) 0.87715(18) 0.53291(13) 0.0788(6) Uani 1 1 d . . . . .
H1A H 0.722131 0.913318 0.540633 0.118 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
C1 C2 1.358(3) . ?
C1 N1 1.375(3) . ?
C1 C10 1.518(3) 7_666 ?
C2 C3 1.405(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.351(3) . ?
C3 H3 0.9300 . ?
C4 N1 1.376(3) . ?
C4 C5 1.507(3) . ?
C5 C6 1.501(3) . ?
C5 C20 1.540(4) . ?
C5 C19 1.547(4) . ?
C6 C7 1.350(3) . ?
C6 N2 1.379(3) . ?
C7 C8 1.406(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.361(3) . ?
C8 H8 0.9300 . ?
C9 N2 1.375(3) . ?
C9 C10 1.512(3) . ?
C10 C11 1.540(3) . ?
C10 C21 1.549(3) . ?
C11 C12 1.374(3) . ?
C11 C16 1.393(3) . ?
C12 C13 1.393(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(4) . ?
C13 C17 1.488(5) . ?
C14 C15 1.372(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.385(4) . ?
C15 C18 1.497(5) . ?
C16 H16 0.9300 . ?
C17 F5 1.197(16) . ?
C17 F4 1.274(9) . ?
C17 F1 1.29(2) . ?
C17 F6 1.305(17) . ?
C17 F2 1.307(8) . ?
C17 F3 1.309(10) . ?
C18 F9 1.222(8) . ?
C18 F12 1.233(11) . ?
C18 F7 1.259(13) . ?
C18 F8 1.328(11) . ?
C18 F11 1.337(12) . ?
C18 F10 1.358(14) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 O1 1.370(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
F1 F6 0.82(6) . ?
F1 F2 1.35(6) . ?
F1 F5 1.73(8) . ?
F2 F3 1.22(3) . ?
F3 F4 1.44(3) . ?
F4 F5 1.07(5) . ?
F5 F6 1.15(6) . ?
F7 F12 0.90(3) . ?
F7 F8 1.43(4) . ?
F8 F9 1.11(3) . ?
F9 F10 1.14(4) . ?
F10 F11 1.21(3) . ?
F11 F12 1.40(3) . ?
O1 H1A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 106.4(2) . . ?
C2 C1 C10 130.8(2) . 7_666 ?
N1 C1 C10 122.59(19) . 7_666 ?
C1 C2 C3 108.1(2) . . ?
C1 C2 H2 125.9 . . ?
C3 C2 H2 125.9 . . ?
C4 C3 C2 108.6(2) . . ?
C4 C3 H3 125.7 . . ?
C2 C3 H3 125.7 . . ?
C3 C4 N1 106.5(2) . . ?
C3 C4 C5 130.5(2) . . ?
N1 C4 C5 122.8(2) . . ?
C6 C5 C4 113.16(19) . . ?
C6 C5 C20 108.9(2) . . ?
C4 C5 C20 108.5(2) . . ?
C6 C5 C19 108.2(2) . . ?
C4 C5 C19 108.5(2) . . ?
C20 C5 C19 109.5(3) . . ?
C7 C6 N2 106.4(2) . . ?
C7 C6 C5 130.9(2) . . ?
N2 C6 C5 122.1(2) . . ?
C6 C7 C8 108.5(2) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
C9 C8 C7 108.4(2) . . ?
C9 C8 H8 125.8 . . ?
C7 C8 H8 125.8 . . ?
C8 C9 N2 106.0(2) . . ?
C8 C9 C10 131.0(2) . . ?
N2 C9 C10 123.02(19) . . ?
C9 C10 C1 110.02(18) . 7_666 ?
C9 C10 C11 110.92(19) . . ?
C1 C10 C11 112.00(19) 7_666 . ?
C9 C10 C21 108.5(2) . . ?
C1 C10 C21 108.30(19) 7_666 . ?
C11 C10 C21 106.96(18) . . ?
C12 C11 C16 117.5(2) . . ?
C12 C11 C10 122.1(2) . . ?
C16 C11 C10 120.3(2) . . ?
C11 C12 C13 121.3(2) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 C17 119.6(3) . . ?
C12 C13 C17 120.0(3) . . ?
C13 C14 C15 119.2(3) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C14 C15 C16 120.5(2) . . ?
C14 C15 C18 120.5(3) . . ?
C16 C15 C18 119.1(3) . . ?
C15 C16 C11 121.1(3) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
F5 C17 F4 51(3) . . ?
F5 C17 F1 88(5) . . ?
F4 C17 F1 127(2) . . ?
F5 C17 F6 54(3) . . ?
F4 C17 F6 103.2(13) . . ?
F1 C17 F6 37(3) . . ?
F5 C17 F2 128.6(16) . . ?
F4 C17 F2 114.3(13) . . ?
F1 C17 F2 63(3) . . ?
F6 C17 F2 97.2(15) . . ?
F5 C17 F3 113(3) . . ?
F4 C17 F3 67.5(19) . . ?
F1 C17 F3 114(3) . . ?
F6 C17 F3 136.5(12) . . ?
F2 C17 F3 55.7(13) . . ?
F5 C17 C13 115.4(9) . . ?
F4 C17 C13 115.1(5) . . ?
F1 C17 C13 111.9(12) . . ?
F6 C17 C13 110.2(8) . . ?
F2 C17 C13 114.5(5) . . ?
F3 C17 C13 112.0(6) . . ?
F9 C18 F12 125.2(6) . . ?
F9 C18 F7 108(2) . . ?
F12 C18 F7 42.3(17) . . ?
F9 C18 F8 51.3(17) . . ?
F12 C18 F8 105.8(16) . . ?
F7 C18 F8 67(2) . . ?
F9 C18 F11 101(3) . . ?
F12 C18 F11 65.6(15) . . ?
F7 C18 F11 106(2) . . ?
F8 C18 F11 141.9(12) . . ?
F9 C18 F10 52(2) . . ?
F12 C18 F10 110.4(18) . . ?
F7 C18 F10 134.2(13) . . ?
F8 C18 F10 102.8(18) . . ?
F11 C18 F10 53.3(14) . . ?
F9 C18 C15 118.2(5) . . ?
F12 C18 C15 116.5(5) . . ?
F7 C18 C15 115.9(8) . . ?
F8 C18 C15 111.0(6) . . ?
F11 C18 C15 105.4(7) . . ?
F10 C18 C15 109.4(8) . . ?
C5 C19 H19A 109.5 . . ?
C5 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C5 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C5 C20 H20A 109.5 . . ?
C5 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C5 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C10 C21 H21A 109.5 . . ?
C10 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C10 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O1 C22 H22A 109.5 . . ?
O1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C1 N1 C4 110.35(18) . . ?
C1 N1 H1 124.8 . . ?
C4 N1 H1 124.8 . . ?
C9 N2 C6 110.66(18) . . ?
C9 N2 H2A 124.7 . . ?
C6 N2 H2A 124.7 . . ?
F6 F1 C17 72(2) . . ?
F6 F1 F2 127(4) . . ?
C17 F1 F2 59.2(17) . . ?
F6 F1 F5 34(3) . . ?
C17 F1 F5 44(2) . . ?
F2 F1 F5 93(2) . . ?
F3 F2 C17 62.2(9) . . ?
F3 F2 F1 116(2) . . ?
C17 F2 F1 58.2(17) . . ?
F2 F3 C17 62.1(9) . . ?
F2 F3 F4 109.2(10) . . ?
C17 F3 F4 55.1(9) . . ?
F5 F4 C17 60.7(19) . . ?
F5 F4 F3 113(3) . . ?
C17 F4 F3 57.4(11) . . ?
F4 F5 F6 132(2) . . ?
F4 F5 C17 68.2(14) . . ?
F6 F5 C17 68(2) . . ?
F4 F5 F1 108(2) . . ?
F6 F5 F1 23(2) . . ?
C17 F5 F1 48(3) . . ?
F1 F6 F5 123(4) . . ?
F1 F6 C17 71(3) . . ?
F5 F6 C17 58.0(14) . . ?
F12 F7 C18 67.3(15) . . ?
F12 F7 F8 121(2) . . ?
C18 F7 F8 58.8(12) . . ?
F9 F8 C18 59.4(10) . . ?
F9 F8 F7 103.7(19) . . ?
C18 F8 F7 54.2(12) . . ?
F8 F9 F10 139(2) . . ?
F8 F9 C18 69.2(12) . . ?
F10 F9 C18 70.2(16) . . ?
F9 F10 F11 115.3(19) . . ?
F9 F10 C18 57.9(10) . . ?
F11 F10 C18 62.5(10) . . ?
F10 F11 C18 64.2(13) . . ?
F10 F11 F12 109.4(18) . . ?
C18 F11 F12 53.6(9) . . ?
F7 F12 C18 70.4(13) . . ?
F7 F12 F11 129(2) . . ?
C18 F12 F11 60.8(10) . . ?
C22 O1 H1A 109.5 . . ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2237716'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajat Saha'
;Department of Chemistry, Kazi Nazrul University
India
;
_audit_update_record             
;
2023-01-24 deposited with the CCDC.	2023-05-19 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_RINTA01_shelx               
;
PROBLEM: The value of Rint is greater than 0.25 Rint given 0.551
RESPONSE: THIS IS DUE TO VERY QUALITY OF THE CRYSTALS. CRYSTALS ARE NOT STABLE.
;
_vrf_PLAT020_shelx               
;
PROBLEM: The Value of Rint is Greater Than 0.12 AND IS 0.551 Report
RESPONSE: THIS IS DUE TO VERY QUALITY OF THE CRYSTALS. CRYSTALS ARE NOT STABLE.
;

# end Validation Reply Form


_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C91 H100 F24 I2 N10 O2'
_chemical_formula_sum            'C91 H100 F24 I2 N10 O2'
_chemical_formula_weight         2075.60

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'
I I -0.4742 1.8119 '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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.118(7)
_cell_length_b                   20.761(14)
_cell_length_c                   21.874(14)
_cell_angle_alpha                90
_cell_angle_beta                 102.455(8)
_cell_angle_gamma                90
_cell_volume                     4930(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    164(2)
_cell_measurement_reflns_used    59123
_cell_measurement_theta_min      2.369
_cell_measurement_theta_max      26.545

_exptl_crystal_description       Whisker
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_F_000             2108
_exptl_transmission_factor_min   0.916
_exptl_transmission_factor_max   0.943
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.733
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   '(SADABS; Bruker, 2008)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      164(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            59123
_diffrn_reflns_av_unetI/netI     0.4249
_diffrn_reflns_av_R_equivalents  0.5509
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.369
_diffrn_reflns_theta_max         26.545
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             10097
_reflns_number_gt                3095
_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       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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)+(0.1599P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10097
_refine_ls_number_parameters     588
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.3536
_refine_ls_R_factor_gt           0.1420
_refine_ls_wR_factor_ref         0.3819
_refine_ls_wR_factor_gt          0.2870
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F -0.1240(13) 0.3362(7) 0.4141(7) 0.127(5) Uani 1 1 d . . . A 3
F2 F -0.1968(11) 0.4284(7) 0.4049(7) 0.122(5) Uani 1 1 d . . . A 3
F3 F -0.0687(11) 0.3987(8) 0.4868(6) 0.125(5) Uani 1 1 d . . . A 3
F4 F 0.3599(10) 0.0427(5) 0.4975(5) 0.082(3) Uani 1 1 d . . . A 3
F5 F 0.2036(11) 0.0648(6) 0.4231(6) 0.094(4) Uani 1 1 d . . . A 3
F6 F 0.3068(12) -0.0235(5) 0.4221(6) 0.101(4) Uani 1 1 d . . . A 3
F16 F 0.7390(13) 0.1472(9) 0.4866(7) 0.149(7) Uani 1 1 d . . . A 3
F18 F 0.7508(12) 0.1993(8) 0.4066(7) 0.138(6) Uani 1 1 d . . . A 3
F22 F 0.8075(13) 0.1090(8) 0.4101(9) 0.179(9) Uani 1 1 d . . . A 3
N1 N 0.1781(11) 0.1581(5) 0.2330(6) 0.039(3) Uani 1 1 d . . . A 3
H1 H 0.205618 0.186563 0.262530 0.047 Uiso 1 1 d R U . A 3
N2 N 0.4457(11) 0.2385(6) 0.2350(6) 0.043(3) Uani 1 1 d . . . A 3
H2 H 0.414559 0.245139 0.268250 0.051 Uiso 1 1 d R U . A 3
N3 N 0.2941(12) 0.3803(5) 0.2358(5) 0.039(3) Uani 1 1 d . . . A 3
H3 H 0.291466 0.350355 0.263968 0.047 Uiso 1 1 d R U . A 3
N4 N 0.0269(10) 0.2991(5) 0.2348(6) 0.034(3) Uani 1 1 d . . . A 3
H4 H 0.083051 0.291594 0.269124 0.040 Uiso 1 1 calc R U . A 3
C1 C 0.2540(14) 0.1170(7) 0.2072(6) 0.036(4) Uani 1 1 d . . . A 3
C2 C 0.1780(15) 0.0816(8) 0.1631(7) 0.046(4) Uani 1 1 d . . . A 3
H2A H 0.202628 0.049430 0.137431 0.055 Uiso 1 1 calc R U . A 3
C3 C 0.0573(15) 0.1006(8) 0.1619(8) 0.058(5) Uani 1 1 d . . . A 3
H3A H -0.013935 0.083513 0.134737 0.069 Uiso 1 1 calc R U . A 3
C4 C 0.0567(14) 0.1475(7) 0.2055(8) 0.041(4) Uani 1 1 d . . . A 3
C5 C -0.0488(13) 0.1842(8) 0.2231(8) 0.047(4) Uani 1 1 d . . . A 3
C6 C -0.1680(15) 0.1515(8) 0.1939(10) 0.078(6) Uani 1 1 d . . . A 3
H6A H -0.236392 0.173590 0.206826 0.117 Uiso 1 1 calc R U . A 3
H6B H -0.165187 0.106505 0.207589 0.117 Uiso 1 1 calc R U . A 3
H6C H -0.180229 0.153157 0.148179 0.117 Uiso 1 1 calc R U . A 3
C7 C -0.0319(15) 0.1817(8) 0.2959(9) 0.066(6) Uani 1 1 d . . . A 3
H7A H 0.051632 0.195818 0.315636 0.099 Uiso 1 1 calc R U . A 3
H7B H -0.044523 0.137530 0.308914 0.099 Uiso 1 1 calc R U . A 3
H7C H -0.092030 0.210302 0.308818 0.099 Uiso 1 1 calc R U . A 3
C8 C -0.0492(15) 0.2535(7) 0.2020(8) 0.042(4) Uani 1 1 d . . . A 3
C9 C -0.1234(16) 0.2828(7) 0.1530(8) 0.052(5) Uani 1 1 d . . . A 3
H9 H -0.186017 0.262825 0.122408 0.062 Uiso 1 1 calc R U . A 3
C10 C -0.0899(15) 0.3504(7) 0.1555(6) 0.045(4) Uani 1 1 d . . . A 3
H10 H -0.126647 0.382587 0.126641 0.054 Uiso 1 1 calc R U . A 3
C11 C 0.0030(14) 0.3596(7) 0.2061(7) 0.034(4) Uani 1 1 d . . . A 3
C12 C 0.0761(15) 0.4207(6) 0.2304(7) 0.043(4) Uani 1 1 d . . . A 3
C13 C -0.0036(14) 0.4803(7) 0.2020(8) 0.048(5) Uani 1 1 d . . . A 3
H13A H 0.036760 0.520051 0.220008 0.073 Uiso 1 1 calc R U . A 3
H13B H -0.085399 0.477237 0.211661 0.073 Uiso 1 1 calc R U . A 3
H13C H -0.011762 0.480899 0.156450 0.073 Uiso 1 1 calc R U . A 3
C14 C 0.1992(14) 0.4214(7) 0.2097(7) 0.040(4) Uani 1 1 d . . . A 3
C15 C 0.2378(17) 0.4592(8) 0.1681(7) 0.052(5) Uani 1 1 d . . . A 3
H15 H 0.191312 0.492058 0.143550 0.062 Uiso 1 1 calc R U . A 3
C16 C 0.3597(17) 0.4413(8) 0.1675(7) 0.054(5) Uani 1 1 d . . . A 3
H16 H 0.410028 0.459709 0.142083 0.065 Uiso 1 1 calc R U . A 3
C17 C 0.3921(13) 0.3933(7) 0.2096(6) 0.030(3) Uani 1 1 d . U . A 3
C18 C 0.5120(14) 0.3567(7) 0.2297(7) 0.039(4) Uani 1 1 d . . . A 3
C19 C 0.5599(15) 0.3569(8) 0.2991(8) 0.061(5) Uani 1 1 d . . . A 3
H19A H 0.508500 0.328808 0.318939 0.092 Uiso 1 1 calc R U . A 3
H19B H 0.557472 0.400866 0.315117 0.092 Uiso 1 1 calc R U . A 3
H19C H 0.644946 0.341128 0.308798 0.092 Uiso 1 1 calc R U . A 3
C20 C 0.6101(16) 0.3878(8) 0.1980(9) 0.076(6) Uani 1 1 d . . . A 3
H20A H 0.689723 0.366544 0.213162 0.114 Uiso 1 1 calc R U . A 3
H20B H 0.617625 0.433694 0.208453 0.114 Uiso 1 1 calc R U . A 3
H20C H 0.584951 0.382622 0.152527 0.114 Uiso 1 1 calc R U . A 3
C21 C 0.4992(13) 0.2855(7) 0.2062(6) 0.031(4) Uani 1 1 d . U . A 3
C22 C 0.5304(14) 0.2553(7) 0.1576(8) 0.046(4) Uani 1 1 d . . . A 3
H22 H 0.568153 0.275779 0.127705 0.056 Uiso 1 1 calc R U . A 3
C23 C 0.4998(14) 0.1894(8) 0.1567(8) 0.051(5) Uani 1 1 d . . . A 3
H23 H 0.514394 0.157948 0.127637 0.061 Uiso 1 1 calc R U . A 3
C24 C 0.4444(13) 0.1800(7) 0.2066(7) 0.037(4) Uani 1 1 d . . . A 3
C25 C 0.3969(14) 0.1192(7) 0.2296(7) 0.041(4) Uani 1 1 d . U . A 3
C26 C 0.4497(14) 0.0604(7) 0.1982(8) 0.048(4) Uani 1 1 d . . . A 3
H26A H 0.539827 0.060651 0.210359 0.071 Uiso 1 1 calc R U . A 3
H26B H 0.424006 0.063920 0.152511 0.071 Uiso 1 1 calc R U . A 3
H26C H 0.418069 0.020184 0.212034 0.071 Uiso 1 1 calc R U . A 3
C27 C 0.0912(15) 0.4267(7) 0.3018(7) 0.040(4) Uani 1 1 d . U . A 3
C28 C 0.1944(14) 0.4541(7) 0.3394(8) 0.046(4) Uani 1 1 d . . . A 3
H28 H 0.257991 0.469177 0.320192 0.055 Uiso 1 1 calc R U . A 3
C29 C 0.2098(16) 0.4605(8) 0.4035(8) 0.051(5) Uani 1 1 d . . . A 3
C30 C 0.1096(17) 0.4440(8) 0.4297(8) 0.051(5) Uani 1 1 d . . . A 3
H30 H 0.113668 0.452999 0.472709 0.061 Uiso 1 1 calc R U . A 3
C31 C 0.0081(16) 0.4160(7) 0.3960(8) 0.044(4) Uani 1 1 d . . . A 3
C32 C -0.0009(14) 0.4083(6) 0.3328(7) 0.037(4) Uani 1 1 d . . . A 3
H32 H -0.073769 0.389395 0.308796 0.045 Uiso 1 1 calc R U . A 3
C33 C 0.4350(15) 0.1122(7) 0.3012(7) 0.040(4) Uani 1 1 d . . . A 3
C34 C 0.3624(15) 0.0797(6) 0.3357(7) 0.039(4) Uani 1 1 d . . . A 3
H34 H 0.284618 0.062923 0.315201 0.047 Uiso 1 1 calc R U . A 3
C35 C 0.4020(16) 0.0716(7) 0.3986(7) 0.041(4) Uani 1 1 d . . . A 3
C36 C 0.5176(16) 0.0951(8) 0.4295(8) 0.054(5) Uani 1 1 d . . . A 3
H36 H 0.543394 0.091070 0.473632 0.065 Uiso 1 1 calc R U . A 3
C37 C 0.5932(15) 0.1239(8) 0.3954(8) 0.051(5) Uani 1 1 d . . . A 3
C38 C 0.5527(18) 0.1312(7) 0.3308(8) 0.051(5) Uani 1 1 d . . . A 3
H38 H 0.606114 0.149422 0.306916 0.062 Uiso 1 1 calc R U . A 3
C39 C -0.093(2) 0.4003(11) 0.4226(9) 0.068(6) Uani 1 1 d . . . A 3
C40 C 0.3221(19) 0.0396(8) 0.4363(8) 0.056(5) Uani 1 1 d . . . A 3
C41 C 0.715(2) 0.1463(11) 0.4271(12) 0.080(7) Uani 1 1 d . . . A 3
N00 N 0.1748(15) 0.2299(8) 0.5482(6) 0.064(4) Uani 1 1 d . . . B 3
C83 C 0.204(3) 0.2961(11) 0.5327(10) 0.119(10) Uani 1 1 d . . . B 3
H83A H 0.138641 0.325188 0.539565 0.178 Uiso 1 1 calc R U . B 3
H83B H 0.210175 0.298247 0.488770 0.178 Uiso 1 1 calc R U . B 3
H83C H 0.282581 0.309174 0.559585 0.178 Uiso 1 1 calc R U . B 3
C84 C 0.273(2) 0.1858(12) 0.5313(9) 0.113(9) Uani 1 1 d . . . B 3
H84A H 0.354459 0.199730 0.553800 0.169 Uiso 1 1 calc R U . B 3
H84B H 0.268190 0.187911 0.486089 0.169 Uiso 1 1 calc R U . B 3
H84C H 0.258163 0.141367 0.543097 0.169 Uiso 1 1 calc R U . B 3
C85 C 0.059(3) 0.2137(14) 0.5124(10) 0.160(14) Uani 1 1 d . . . B 3
H85A H 0.025502 0.176901 0.531580 0.239 Uiso 1 1 calc R U . B 3
H85B H 0.065761 0.202332 0.469881 0.239 Uiso 1 1 calc R U . B 3
H85C H 0.002843 0.250574 0.510744 0.239 Uiso 1 1 calc R U . B 3
C86 C 0.1815(16) 0.2280(10) 0.6160(8) 0.073(6) Uani 1 1 d . . . B 3
H86A H 0.150648 0.186407 0.627269 0.109 Uiso 1 1 calc R U . B 3
H86B H 0.131185 0.262774 0.627544 0.109 Uiso 1 1 calc R U . B 3
H86C H 0.267298 0.233501 0.638344 0.109 Uiso 1 1 calc R U . B 3
I1 I 0.28666(11) 0.26742(6) 0.36600(5) 0.0546(5) Uani 1 1 d . . . C 3
C42 C 0.3246(13) 0.4896(9) 0.4355(7) 0.020(6) Uani 0.5 1 d DG U P . .
F7 F 0.418(2) 0.4533(11) 0.4352(13) 0.112(5) Uani 0.512(14) 1 d DG . P A 1
F8 F 0.326(2) 0.4930(15) 0.4976(8) 0.112(5) Uani 0.512(14) 1 d DG . P A 1
F9 F 0.340(2) 0.5483(9) 0.4234(11) 0.112(5) Uani 0.512(14) 1 d DG . P A 1
F7A F 0.418(2) 0.4950(19) 0.4142(13) 0.112(5) Uani 0.488(14) 1 d . . P A 2
F9A F 0.302(2) 0.5428(15) 0.4660(15) 0.112(5) Uani 0.488(14) 1 d . . P A 2
F8A F 0.365(3) 0.4568(15) 0.4879(14) 0.112(5) Uani 0.488(14) 1 d . . P A 2
O1W O 0.557(4) 0.283(2) 0.4971(12) 0.41(3) Uani 1 1 d . . . . .
H1W1 H 0.617981 0.265403 0.485942 0.489 Uiso 1 1 d R U . . .
H2W1 H 0.517481 0.304484 0.466282 0.489 Uiso 1 1 d 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
F1 C39 1.38(2) . ?
F2 C39 1.28(2) . ?
F3 C39 1.372(19) . ?
F4 C40 1.316(18) . ?
F5 C40 1.39(2) . ?
F6 C40 1.349(18) . ?
F16 C41 1.27(2) . ?
F18 C41 1.29(2) . ?
F22 C41 1.40(3) . ?
N1 C4 1.373(18) . ?
N1 C1 1.401(17) . ?
N1 H1 0.8796 . ?
N2 C24 1.364(17) . ?
N2 C21 1.366(17) . ?
N2 H2 0.8803 . ?
N3 C17 1.364(17) . ?
N3 C14 1.380(18) . ?
N3 H3 0.8801 . ?
N4 C8 1.365(17) . ?
N4 C11 1.405(17) . ?
N4 H4 0.8800 . ?
C1 C2 1.355(19) . ?
C1 C25 1.56(2) . ?
C2 C3 1.39(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.36(2) . ?
C3 H3A 0.9500 . ?
C4 C5 1.52(2) . ?
C5 C6 1.50(2) . ?
C5 C8 1.51(2) . ?
C5 C7 1.56(2) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.35(2) . ?
C9 C10 1.45(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.355(19) . ?
C10 H10 0.9500 . ?
C11 C12 1.54(2) . ?
C12 C14 1.53(2) . ?
C12 C27 1.54(2) . ?
C12 C13 1.570(18) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.339(19) . ?
C15 C16 1.41(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.352(19) . ?
C16 H16 0.9500 . ?
C17 C18 1.51(2) . ?
C18 C19 1.50(2) . ?
C18 C20 1.55(2) . ?
C18 C21 1.561(19) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C22 1.342(19) . ?
C22 C23 1.41(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.38(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.50(2) . ?
C25 C33 1.54(2) . ?
C25 C26 1.575(19) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.38(2) . ?
C27 C32 1.40(2) . ?
C28 C29 1.38(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.40(2) . ?
C29 C42 1.45(2) . ?
C30 C31 1.34(2) . ?
C30 H30 0.9500 . ?
C31 C32 1.374(19) . ?
C31 C39 1.41(2) . ?
C32 H32 0.9500 . ?
C33 C38 1.39(2) . ?
C33 C34 1.39(2) . ?
C34 C35 1.362(19) . ?
C34 H34 0.9500 . ?
C35 C36 1.40(2) . ?
C35 C40 1.49(2) . ?
C36 C37 1.38(2) . ?
C36 H36 0.9500 . ?
C37 C38 1.39(2) . ?
C37 C41 1.45(2) . ?
C38 H38 0.9500 . ?
N00 C85 1.40(3) . ?
N00 C86 1.469(19) . ?
N00 C83 1.47(2) . ?
N00 C84 1.53(2) . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
C85 H85A 0.9800 . ?
C85 H85B 0.9800 . ?
C85 H85C 0.9800 . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
C42 F7A 1.23(3) . ?
C42 F9 1.2678 . ?
C42 F7 1.2867 . ?
C42 F8A 1.33(4) . ?
C42 F9A 1.34(4) . ?
C42 F8 1.3580 . ?
O1W H1W1 0.8501 . ?
O1W H2W1 0.8500 . ?

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
C4 N1 C1 110.2(12) . . ?
C4 N1 H1 125.7 . . ?
C1 N1 H1 124.0 . . ?
C24 N2 C21 112.8(12) . . ?
C24 N2 H2 123.3 . . ?
C21 N2 H2 123.9 . . ?
C17 N3 C14 108.2(12) . . ?
C17 N3 H3 125.7 . . ?
C14 N3 H3 126.1 . . ?
C8 N4 C11 110.4(12) . . ?
C8 N4 H4 124.8 . . ?
C11 N4 H4 124.8 . . ?
C2 C1 N1 106.3(14) . . ?
C2 C1 C25 132.5(14) . . ?
N1 C1 C25 121.2(12) . . ?
C1 C2 C3 108.0(15) . . ?
C1 C2 H2A 126.0 . . ?
C3 C2 H2A 126.0 . . ?
C4 C3 C2 109.8(14) . . ?
C4 C3 H3A 125.1 . . ?
C2 C3 H3A 125.1 . . ?
C3 C4 N1 105.7(13) . . ?
C3 C4 C5 131.1(15) . . ?
N1 C4 C5 123.2(14) . . ?
C6 C5 C8 110.9(14) . . ?
C6 C5 C4 108.9(14) . . ?
C8 C5 C4 110.7(12) . . ?
C6 C5 C7 108.6(14) . . ?
C8 C5 C7 109.5(14) . . ?
C4 C5 C7 108.2(13) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 N4 108.0(13) . . ?
C9 C8 C5 129.2(14) . . ?
N4 C8 C5 122.6(13) . . ?
C8 C9 C10 107.3(14) . . ?
C8 C9 H9 126.4 . . ?
C10 C9 H9 126.4 . . ?
C11 C10 C9 108.3(13) . . ?
C11 C10 H10 125.9 . . ?
C9 C10 H10 125.9 . . ?
C10 C11 N4 106.0(13) . . ?
C10 C11 C12 130.8(13) . . ?
N4 C11 C12 123.2(13) . . ?
C14 C12 C11 110.1(12) . . ?
C14 C12 C27 113.0(13) . . ?
C11 C12 C27 110.5(12) . . ?
C14 C12 C13 109.8(12) . . ?
C11 C12 C13 107.5(12) . . ?
C27 C12 C13 105.5(12) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 N3 108.4(14) . . ?
C15 C14 C12 130.0(15) . . ?
N3 C14 C12 121.6(13) . . ?
C14 C15 C16 107.6(15) . . ?
C14 C15 H15 126.2 . . ?
C16 C15 H15 126.2 . . ?
C17 C16 C15 107.7(14) . . ?
C17 C16 H16 126.2 . . ?
C15 C16 H16 126.2 . . ?
C16 C17 N3 108.2(13) . . ?
C16 C17 C18 131.0(14) . . ?
N3 C17 C18 120.8(12) . . ?
C19 C18 C17 113.0(12) . . ?
C19 C18 C20 108.7(13) . . ?
C17 C18 C20 108.8(13) . . ?
C19 C18 C21 108.9(12) . . ?
C17 C18 C21 111.5(12) . . ?
C20 C18 C21 105.6(12) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 N2 104.2(13) . . ?
C22 C21 C18 133.0(14) . . ?
N2 C21 C18 122.8(12) . . ?
C21 C22 C23 111.2(14) . . ?
C21 C22 H22 124.4 . . ?
C23 C22 H22 124.4 . . ?
C24 C23 C22 105.9(14) . . ?
C24 C23 H23 127.0 . . ?
C22 C23 H23 127.0 . . ?
N2 C24 C23 105.8(13) . . ?
N2 C24 C25 124.6(14) . . ?
C23 C24 C25 129.5(14) . . ?
C24 C25 C33 112.5(12) . . ?
C24 C25 C1 109.2(12) . . ?
C33 C25 C1 110.7(12) . . ?
C24 C25 C26 108.4(12) . . ?
C33 C25 C26 108.9(12) . . ?
C1 C25 C26 107.0(12) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C32 115.1(14) . . ?
C28 C27 C12 122.1(15) . . ?
C32 C27 C12 122.6(14) . . ?
C27 C28 C29 123.3(16) . . ?
C27 C28 H28 118.3 . . ?
C29 C28 H28 118.3 . . ?
C28 C29 C30 117.1(16) . . ?
C28 C29 C42 115.8(16) . . ?
C30 C29 C42 126.8(15) . . ?
C31 C30 C29 122.0(16) . . ?
C31 C30 H30 119.0 . . ?
C29 C30 H30 119.0 . . ?
C30 C31 C32 118.3(16) . . ?
C30 C31 C39 121.6(17) . . ?
C32 C31 C39 119.8(16) . . ?
C31 C32 C27 123.7(15) . . ?
C31 C32 H32 118.2 . . ?
C27 C32 H32 118.2 . . ?
C38 C33 C34 119.0(15) . . ?
C38 C33 C25 118.2(14) . . ?
C34 C33 C25 122.2(14) . . ?
C35 C34 C33 120.5(16) . . ?
C35 C34 H34 119.7 . . ?
C33 C34 H34 119.7 . . ?
C34 C35 C36 120.4(15) . . ?
C34 C35 C40 120.7(16) . . ?
C36 C35 C40 118.8(15) . . ?
C37 C36 C35 119.6(16) . . ?
C37 C36 H36 120.2 . . ?
C35 C36 H36 120.2 . . ?
C36 C37 C38 119.6(16) . . ?
C36 C37 C41 119.5(18) . . ?
C38 C37 C41 120.9(19) . . ?
C33 C38 C37 120.5(17) . . ?
C33 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
F2 C39 F3 106.6(18) . . ?
F2 C39 F1 102.6(18) . . ?
F3 C39 F1 95.9(16) . . ?
F2 C39 C31 121.1(18) . . ?
F3 C39 C31 115.5(18) . . ?
F1 C39 C31 111.6(17) . . ?
F4 C40 F6 106.1(14) . . ?
F4 C40 F5 105.9(15) . . ?
F6 C40 F5 104.6(16) . . ?
F4 C40 C35 116.2(16) . . ?
F6 C40 C35 111.5(15) . . ?
F5 C40 C35 111.6(14) . . ?
F16 C41 F18 109(2) . . ?
F16 C41 F22 105.8(19) . . ?
F18 C41 F22 94(2) . . ?
F16 C41 C37 118(2) . . ?
F18 C41 C37 115.8(19) . . ?
F22 C41 C37 110.8(19) . . ?
C85 N00 C86 113.5(17) . . ?
C85 N00 C83 108.6(18) . . ?
C86 N00 C83 106.9(15) . . ?
C85 N00 C84 110(2) . . ?
C86 N00 C84 110.2(13) . . ?
C83 N00 C84 107.5(18) . . ?
N00 C83 H83A 109.5 . . ?
N00 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
N00 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
N00 C84 H84A 109.5 . . ?
N00 C84 H84B 109.5 . . ?
H84A C84 H84B 109.5 . . ?
N00 C84 H84C 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
N00 C85 H85A 109.5 . . ?
N00 C85 H85B 109.5 . . ?
H85A C85 H85B 109.5 . . ?
N00 C85 H85C 109.5 . . ?
H85A C85 H85C 109.5 . . ?
H85B C85 H85C 109.5 . . ?
N00 C86 H86A 109.5 . . ?
N00 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
N00 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
F9 C42 F7 114.5 . . ?
F7A C42 F8A 102(2) . . ?
F7A C42 F9A 112(2) . . ?
F8A C42 F9A 93.4(19) . . ?
F9 C42 F8 100.6 . . ?
F7 C42 F8 101.7 . . ?
H1W1 O1W H2W1 107.7 . . ?

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
C4 N1 C1 C2 0.6(16) . . . . ?
C4 N1 C1 C25 179.4(13) . . . . ?
N1 C1 C2 C3 0.0(17) . . . . ?
C25 C1 C2 C3 -178.7(15) . . . . ?
C1 C2 C3 C4 -1(2) . . . . ?
C2 C3 C4 N1 0.9(19) . . . . ?
C2 C3 C4 C5 179.9(16) . . . . ?
C1 N1 C4 C3 -1.0(17) . . . . ?
C1 N1 C4 C5 179.9(14) . . . . ?
C3 C4 C5 C6 13(2) . . . . ?
N1 C4 C5 C6 -168.4(14) . . . . ?
C3 C4 C5 C8 -109.4(19) . . . . ?
N1 C4 C5 C8 69.4(19) . . . . ?
C3 C4 C5 C7 130.6(18) . . . . ?
N1 C4 C5 C7 -50.5(18) . . . . ?
C11 N4 C8 C9 -0.7(18) . . . . ?
C11 N4 C8 C5 -177.3(14) . . . . ?
C6 C5 C8 C9 -17(3) . . . . ?
C4 C5 C8 C9 104(2) . . . . ?
C7 C5 C8 C9 -136.9(17) . . . . ?
C6 C5 C8 N4 158.8(15) . . . . ?
C4 C5 C8 N4 -80.3(19) . . . . ?
C7 C5 C8 N4 38.9(19) . . . . ?
N4 C8 C9 C10 0.6(18) . . . . ?
C5 C8 C9 C10 176.9(15) . . . . ?
C8 C9 C10 C11 -0.3(18) . . . . ?
C9 C10 C11 N4 -0.1(16) . . . . ?
C9 C10 C11 C12 178.1(14) . . . . ?
C8 N4 C11 C10 0.5(16) . . . . ?
C8 N4 C11 C12 -177.9(13) . . . . ?
C10 C11 C12 C14 -98.6(18) . . . . ?
N4 C11 C12 C14 79.4(16) . . . . ?
C10 C11 C12 C27 135.8(16) . . . . ?
N4 C11 C12 C27 -46.2(18) . . . . ?
C10 C11 C12 C13 21(2) . . . . ?
N4 C11 C12 C13 -160.9(13) . . . . ?
C17 N3 C14 C15 -0.1(17) . . . . ?
C17 N3 C14 C12 -178.1(13) . . . . ?
C11 C12 C14 C15 110.4(18) . . . . ?
C27 C12 C14 C15 -125.5(18) . . . . ?
C13 C12 C14 C15 -8(2) . . . . ?
C11 C12 C14 N3 -72.1(18) . . . . ?
C27 C12 C14 N3 52.1(18) . . . . ?
C13 C12 C14 N3 169.7(13) . . . . ?
N3 C14 C15 C16 0.5(19) . . . . ?
C12 C14 C15 C16 178.3(15) . . . . ?
C14 C15 C16 C17 -0.7(19) . . . . ?
C15 C16 C17 N3 0.6(18) . . . . ?
C15 C16 C17 C18 -178.4(15) . . . . ?
C14 N3 C17 C16 -0.3(16) . . . . ?
C14 N3 C17 C18 178.8(13) . . . . ?
C16 C17 C18 C19 126.8(17) . . . . ?
N3 C17 C18 C19 -52.2(17) . . . . ?
C16 C17 C18 C20 6(2) . . . . ?
N3 C17 C18 C20 -173.0(13) . . . . ?
C16 C17 C18 C21 -110.1(18) . . . . ?
N3 C17 C18 C21 70.9(16) . . . . ?
C24 N2 C21 C22 1.0(17) . . . . ?
C24 N2 C21 C18 180.0(13) . . . . ?
C19 C18 C21 C22 -134.8(17) . . . . ?
C17 C18 C21 C22 99.8(19) . . . . ?
C20 C18 C21 C22 -18(2) . . . . ?
C19 C18 C21 N2 46.5(18) . . . . ?
C17 C18 C21 N2 -78.9(17) . . . . ?
C20 C18 C21 N2 163.1(14) . . . . ?
N2 C21 C22 C23 -1.5(17) . . . . ?
C18 C21 C22 C23 179.6(15) . . . . ?
C21 C22 C23 C24 1.6(18) . . . . ?
C21 N2 C24 C23 0.0(17) . . . . ?
C21 N2 C24 C25 177.1(13) . . . . ?
C22 C23 C24 N2 -0.9(17) . . . . ?
C22 C23 C24 C25 -177.9(15) . . . . ?
N2 C24 C25 C33 -41.4(19) . . . . ?
C23 C24 C25 C33 135.1(16) . . . . ?
N2 C24 C25 C1 82.0(17) . . . . ?
C23 C24 C25 C1 -101.6(18) . . . . ?
N2 C24 C25 C26 -161.9(13) . . . . ?
C23 C24 C25 C26 15(2) . . . . ?
C2 C1 C25 C24 107.3(19) . . . . ?
N1 C1 C25 C24 -71.1(16) . . . . ?
C2 C1 C25 C33 -128.3(17) . . . . ?
N1 C1 C25 C33 53.3(17) . . . . ?
C2 C1 C25 C26 -10(2) . . . . ?
N1 C1 C25 C26 171.8(13) . . . . ?
C14 C12 C27 C28 23.4(19) . . . . ?
C11 C12 C27 C28 147.3(14) . . . . ?
C13 C12 C27 C28 -96.7(16) . . . . ?
C14 C12 C27 C32 -160.3(13) . . . . ?
C11 C12 C27 C32 -36.4(19) . . . . ?
C13 C12 C27 C32 79.6(17) . . . . ?
C32 C27 C28 C29 3(2) . . . . ?
C12 C27 C28 C29 179.4(13) . . . . ?
C27 C28 C29 C30 -6(2) . . . . ?
C27 C28 C29 C42 179.2(15) . . . . ?
C28 C29 C30 C31 8(2) . . . . ?
C42 C29 C30 C31 -178.6(17) . . . . ?
C29 C30 C31 C32 -5(2) . . . . ?
C29 C30 C31 C39 -179.3(17) . . . . ?
C30 C31 C32 C27 2(2) . . . . ?
C39 C31 C32 C27 175.5(16) . . . . ?
C28 C27 C32 C31 0(2) . . . . ?
C12 C27 C32 C31 -176.8(13) . . . . ?
C24 C25 C33 C38 -39.2(18) . . . . ?
C1 C25 C33 C38 -161.7(13) . . . . ?
C26 C25 C33 C38 80.9(16) . . . . ?
C24 C25 C33 C34 149.7(14) . . . . ?
C1 C25 C33 C34 27.2(18) . . . . ?
C26 C25 C33 C34 -90.2(16) . . . . ?
C38 C33 C34 C35 6(2) . . . . ?
C25 C33 C34 C35 176.7(13) . . . . ?
C33 C34 C35 C36 -1(2) . . . . ?
C33 C34 C35 C40 177.1(14) . . . . ?
C34 C35 C36 C37 -3(2) . . . . ?
C40 C35 C36 C37 179.0(15) . . . . ?
C35 C36 C37 C38 2(2) . . . . ?
C35 C36 C37 C41 -178.1(17) . . . . ?
C34 C33 C38 C37 -6(2) . . . . ?
C25 C33 C38 C37 -177.9(13) . . . . ?
C36 C37 C38 C33 3(2) . . . . ?
C41 C37 C38 C33 -177.3(17) . . . . ?
C30 C31 C39 F2 114(2) . . . . ?
C32 C31 C39 F2 -60(3) . . . . ?
C30 C31 C39 F3 -17(3) . . . . ?
C32 C31 C39 F3 169.0(16) . . . . ?
C30 C31 C39 F1 -125.3(19) . . . . ?
C32 C31 C39 F1 61(2) . . . . ?
C34 C35 C40 F4 -170.1(14) . . . . ?
C36 C35 C40 F4 8(2) . . . . ?
C34 C35 C40 F6 68(2) . . . . ?
C36 C35 C40 F6 -113.7(18) . . . . ?
C34 C35 C40 F5 -49(2) . . . . ?
C36 C35 C40 F5 129.7(16) . . . . ?
C36 C37 C41 F16 -10(3) . . . . ?
C38 C37 C41 F16 169.6(19) . . . . ?
C36 C37 C41 F18 -143(2) . . . . ?
C38 C37 C41 F18 37(3) . . . . ?
C36 C37 C41 F22 112(2) . . . . ?
C38 C37 C41 F22 -68(2) . . . . ?

_refine_diff_density_max         1.262
_refine_diff_density_min         -1.596
_refine_diff_density_rms         0.141



####################################################################### 
# 
# 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_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 2237714'
loop_
_audit_author_name
_audit_author_address
'Dr. Rajat Saha'
;Department of Chemistry, Kazi Nazrul University
India
;
_audit_update_record             
;
2023-01-24 deposited with the CCDC.	2023-05-19 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT234_shelx               
;
PROBLEM: Large Hirshfeld Difference F11 --F12 . 0.32 Ang.
RESPONSE: THIS IS DUE TO DISORDERNESS OF THE -CF3 GROUP.
;
_vrf_PLAT242_shelx               
;
PROBLEM: Low         Ueq as Compared to Neighbors of C53 Check 
RESPONSE: THE N-BUTYL GROUP MAY INCLUDE POSITIONAL DISORDERNESS 
FOR C53 ATOM.
;


# end Validation Reply Form 

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C58 H74 Cl F12 N5 O'
_chemical_formula_sum            'C58 H74 Cl F12 N5 O'
_chemical_formula_weight         1120.67

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'
N N 0.0061 0.0033 '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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   21.6302(8)
_cell_length_b                   13.5934(5)
_cell_length_c                   20.6884(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6083.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    114431
_cell_measurement_theta_min      2.025
_cell_measurement_theta_max      27.471

_exptl_crystal_description       Needle
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_F_000             2360
_exptl_transmission_factor_min   0.980
_exptl_transmission_factor_max   0.989
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.141
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            114431
_diffrn_reflns_av_unetI/netI     0.1174
_diffrn_reflns_av_R_equivalents  0.1766
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.025
_diffrn_reflns_theta_max         27.471
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13874
_reflns_number_gt                5923
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.943
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.998

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT (Bruker, 2008)'
_computing_data_reduction        'SAINT (Bruker, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1433P)²] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.25(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         13874
_refine_ls_number_parameters     699
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.2095
_refine_ls_R_factor_gt           0.0957
_refine_ls_wR_factor_ref         0.2847
_refine_ls_wR_factor_gt          0.2255
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3908(4) 0.5786(6) 0.4733(4) 0.054(2) Uani 1 1 d . . . . .
C2 C 0.3562(7) 0.6412(8) 0.5140(5) 0.092(4) Uani 1 1 d . . . . .
H2 H 0.371204 0.673939 0.550194 0.110 Uiso 1 1 calc R U . . .
C3 C 0.2938(5) 0.6457(9) 0.4903(6) 0.087(3) Uani 1 1 d . . . . .
H3 H 0.261561 0.681371 0.508570 0.104 Uiso 1 1 calc R U . . .
C4 C 0.2905(4) 0.5902(7) 0.4379(4) 0.059(2) Uani 1 1 d . . . . .
C5 C 0.2341(5) 0.5634(9) 0.3974(6) 0.079(3) Uani 1 1 d . . . . .
C6 C 0.2393(4) 0.5944(7) 0.3266(5) 0.064(2) Uani 1 1 d . . . . .
C7 C 0.2077(5) 0.6600(8) 0.2902(6) 0.081(3) Uani 1 1 d . . . . .
H7 H 0.177563 0.702992 0.305337 0.097 Uiso 1 1 calc R U . . .
C8 C 0.2273(5) 0.6528(7) 0.2282(6) 0.076(3) Uani 1 1 d . . . . .
H8 H 0.212571 0.690737 0.194090 0.091 Uiso 1 1 calc R U . . .
C9 C 0.2699(4) 0.5847(7) 0.2229(4) 0.055(2) Uani 1 1 d . . . . .
C10 C 0.3071(4) 0.5407(6) 0.1655(4) 0.059(2) Uani 1 1 d . . . . .
C11 C 0.3735(3) 0.5765(6) 0.1662(4) 0.048(2) Uani 1 1 d . . . . .
C12 C 0.4045(5) 0.6384(6) 0.1270(4) 0.061(2) Uani 1 1 d . . . . .
H12 H 0.387978 0.671137 0.091512 0.073 Uiso 1 1 calc R U . . .
C13 C 0.4650(5) 0.6452(7) 0.1481(4) 0.064(3) Uani 1 1 d . . . . .
H13 H 0.495821 0.682868 0.128924 0.077 Uiso 1 1 calc R U . . .
C14 C 0.4721(4) 0.5872(7) 0.2022(4) 0.058(2) Uani 1 1 d . . . . .
C15 C 0.5285(4) 0.5598(8) 0.2422(4) 0.061(2) Uani 1 1 d . . . . .
C16 C 0.5218(4) 0.5930(6) 0.3119(4) 0.056(2) Uani 1 1 d . . . . .
C17 C 0.5536(4) 0.6654(7) 0.3456(4) 0.070(3) Uani 1 1 d . . . . .
H17 H 0.581888 0.709786 0.328428 0.084 Uiso 1 1 calc R U . . .
C18 C 0.5343(4) 0.6588(7) 0.4132(5) 0.066(2) Uani 1 1 d . . . . .
H18 H 0.548397 0.696854 0.447546 0.080 Uiso 1 1 calc R U . . .
C19 C 0.4900(4) 0.5831(6) 0.4159(4) 0.055(2) Uani 1 1 d . . . . .
C20 C 0.4564(4) 0.5449(6) 0.4734(4) 0.050(2) Uani 1 1 d . . . . .
C21 C 0.2250(5) 0.4522(9) 0.4015(6) 0.090(3) Uani 1 1 d . . . . .
H21A H 0.260618 0.419621 0.383804 0.135 Uiso 1 1 calc R U . . .
H21B H 0.219862 0.433259 0.445820 0.135 Uiso 1 1 calc R U . . .
H21C H 0.188966 0.433844 0.377276 0.135 Uiso 1 1 calc R U . . .
C22 C 0.1760(5) 0.6089(11) 0.4262(6) 0.112(4) Uani 1 1 d . . . . .
H22A H 0.140939 0.591444 0.400208 0.167 Uiso 1 1 calc R U . . .
H22B H 0.170253 0.584843 0.469373 0.167 Uiso 1 1 calc R U . . .
H22C H 0.180308 0.679201 0.427094 0.167 Uiso 1 1 calc R U . . .
C23 C 0.2765(5) 0.5791(8) 0.1027(5) 0.086(3) Uani 1 1 d . . . . .
H23A H 0.234291 0.557501 0.100969 0.129 Uiso 1 1 calc R U . . .
H23B H 0.277816 0.649698 0.102147 0.129 Uiso 1 1 calc R U . . .
H23C H 0.298500 0.553917 0.065902 0.129 Uiso 1 1 calc R U . . .
C24 C 0.5368(5) 0.4475(8) 0.2417(5) 0.080(3) Uani 1 1 d . . . . .
H24A H 0.541090 0.424986 0.198001 0.121 Uiso 1 1 calc R U . . .
H24B H 0.573096 0.430386 0.265895 0.121 Uiso 1 1 calc R U . . .
H24C H 0.501255 0.417013 0.261088 0.121 Uiso 1 1 calc R U . . .
C25 C 0.5852(5) 0.6146(10) 0.2125(5) 0.103(4) Uani 1 1 d . . . . .
H25A H 0.590481 0.594786 0.168286 0.154 Uiso 1 1 calc R U . . .
H25B H 0.578368 0.684309 0.214346 0.154 Uiso 1 1 calc R U . . .
H25C H 0.621772 0.598383 0.236595 0.154 Uiso 1 1 calc R U . . .
C26 C 0.4862(5) 0.5795(8) 0.5370(4) 0.072(3) Uani 1 1 d . . . . .
H26A H 0.463415 0.553576 0.572994 0.108 Uiso 1 1 calc R U . . .
H26B H 0.528173 0.556569 0.539023 0.108 Uiso 1 1 calc R U . . .
H26C H 0.485790 0.650119 0.538777 0.108 Uiso 1 1 calc R U . . .
C27 C 0.3027(4) 0.4270(6) 0.1668(4) 0.051(2) Uani 1 1 d . . . . .
C28 C 0.3491(4) 0.3708(6) 0.1444(4) 0.055(2) Uani 1 1 d . . . . .
H28 H 0.384828 0.400528 0.128717 0.066 Uiso 1 1 calc R U . . .
C29 C 0.3445(4) 0.2694(7) 0.1442(5) 0.062(2) Uani 1 1 d . . . . .
C30 C 0.2899(5) 0.2246(9) 0.1648(5) 0.087(3) Uani 1 1 d . . . . .
H30 H 0.285339 0.156649 0.163098 0.104 Uiso 1 1 calc R U . . .
C31 C 0.2431(5) 0.2830(8) 0.1876(6) 0.081(3) Uani 1 1 d . . . . .
C32 C 0.2489(4) 0.3811(8) 0.1874(5) 0.070(3) Uani 1 1 d . . . . .
H32 H 0.216002 0.419470 0.201519 0.084 Uiso 1 1 calc R U . . .
C33 C 0.1888(8) 0.2248(18) 0.2248(19) 0.238(16) Uani 1 1 d . . . . .
C34 C 0.3967(6) 0.2102(8) 0.1188(7) 0.092(4) Uani 1 1 d . . . . .
C35 C 0.4594(4) 0.4324(6) 0.4745(4) 0.050(2) Uani 1 1 d . . . . .
C36 C 0.5123(4) 0.3823(7) 0.4551(4) 0.062(2) Uani 1 1 d . . . . .
H36 H 0.545900 0.417894 0.439600 0.074 Uiso 1 1 calc R U . . .
C37 C 0.5162(4) 0.2798(7) 0.4582(4) 0.065(2) Uani 1 1 d . . . . .
C38 C 0.4679(5) 0.2262(8) 0.4813(5) 0.073(3) Uani 1 1 d . . . . .
H38 H 0.470731 0.158015 0.483500 0.088 Uiso 1 1 calc R U . . .
C39 C 0.4143(5) 0.2737(7) 0.5016(5) 0.065(2) Uani 1 1 d . . . . .
C40 C 0.4109(4) 0.3770(6) 0.4989(4) 0.053(2) Uani 1 1 d . . . . .
H40 H 0.375591 0.408678 0.513856 0.064 Uiso 1 1 calc R U . . .
C41 C 0.3613(7) 0.2133(11) 0.5246(8) 0.107(5) Uani 1 1 d . . . . .
C42 C 0.5715(6) 0.2311(11) 0.4360(6) 0.092(3) Uani 1 1 d . . . . .
C43 C 0.1452(7) 0.3197(10) 0.7596(9) 0.121(5) Uani 1 1 d . . . . .
H43A H 0.181673 0.285833 0.775329 0.146 Uiso 1 1 calc R U . . .
H43B H 0.113807 0.269953 0.752208 0.146 Uiso 1 1 calc R U . . .
C44 C 0.1609(9) 0.3628(17) 0.6964(12) 0.168(8) Uani 1 1 d . . . . .
H44A H 0.148903 0.313481 0.664953 0.201 Uiso 1 1 calc R U . . .
H44B H 0.132104 0.416897 0.690875 0.201 Uiso 1 1 calc R U . . .
C45 C 0.2128(14) 0.396(2) 0.676(2) 0.33(3) Uani 1 1 d . . . . .
H45A H 0.242907 0.345863 0.687618 0.399 Uiso 1 1 calc R U . . .
H45B H 0.221859 0.452104 0.703549 0.399 Uiso 1 1 calc R U . . .
C46 C 0.2289(12) 0.4270(13) 0.6097(11) 0.206(10) Uani 1 1 d . . . . .
H46A H 0.271112 0.448623 0.608602 0.309 Uiso 1 1 calc R U . . .
H46B H 0.223600 0.372614 0.580672 0.309 Uiso 1 1 calc R U . . .
H46C H 0.202307 0.480087 0.596787 0.309 Uiso 1 1 calc R U . . .
C47 C 0.1713(7) 0.4542(10) 0.8428(8) 0.119(5) Uani 1 1 d . . . . .
H47A H 0.185158 0.499625 0.809685 0.143 Uiso 1 1 calc R U . . .
H47B H 0.151899 0.492518 0.876730 0.143 Uiso 1 1 calc R U . . .
C48 C 0.2278(10) 0.4014(16) 0.8710(11) 0.187(9) Uani 1 1 d . . . . .
H48A H 0.251329 0.369005 0.837254 0.224 Uiso 1 1 calc R U . . .
H48B H 0.215401 0.352814 0.902811 0.224 Uiso 1 1 calc R U . . .
C49 C 0.2662(13) 0.485(3) 0.9029(16) 0.32(2) Uani 1 1 d . . . . .
H49A H 0.275816 0.532388 0.869536 0.381 Uiso 1 1 calc R U . . .
H49B H 0.239700 0.517387 0.934000 0.381 Uiso 1 1 calc R U . . .
C50 C 0.3166(12) 0.464(4) 0.932(2) 0.42(4) Uani 1 1 d . . . . .
H50A H 0.334759 0.522712 0.948707 0.636 Uiso 1 1 calc R U . . .
H50B H 0.308417 0.418709 0.966416 0.636 Uiso 1 1 calc R U . . .
H50C H 0.344734 0.433793 0.901593 0.636 Uiso 1 1 calc R U . . .
C51 C 0.0681(8) 0.4483(11) 0.7881(9) 0.139(7) Uani 1 1 d . . . . .
H51A H 0.053461 0.488990 0.823468 0.167 Uiso 1 1 calc R U . . .
H51B H 0.083696 0.491968 0.754860 0.167 Uiso 1 1 calc R U . . .
C52 C 0.0139(7) 0.3929(14) 0.7610(11) 0.157(7) Uani 1 1 d . . . . .
H52A H -0.008116 0.359124 0.795282 0.188 Uiso 1 1 calc R U . . .
H52B H 0.027804 0.344512 0.729757 0.188 Uiso 1 1 calc R U . . .
C53 C -0.0311(13) 0.474(2) 0.7263(16) 0.231(12) Uani 1 1 d D U . . .
H53A H -0.019938 0.535860 0.746046 0.277 Uiso 1 1 calc R U . . .
H53B H -0.016283 0.477286 0.682082 0.277 Uiso 1 1 calc R U . . .
C54 C -0.0949(15) 0.477(3) 0.721(3) 0.76(9) Uani 1 1 d D . . . .
H54A H -0.106882 0.534541 0.697462 1.145 Uiso 1 1 calc R U . . .
H54B H -0.109216 0.419287 0.698605 1.145 Uiso 1 1 calc R U . . .
H54C H -0.112921 0.478667 0.763449 1.145 Uiso 1 1 calc R U . . .
C55 C 0.1010(7) 0.3154(12) 0.8648(8) 0.128(5) Uani 1 1 d . . . . .
H55A H 0.067770 0.275968 0.846872 0.154 Uiso 1 1 calc R U . . .
H55B H 0.134879 0.270925 0.874394 0.154 Uiso 1 1 calc R U . . .
C56 C 0.0800(12) 0.3554(17) 0.9239(12) 0.217(13) Uani 1 1 d D . . . .
H56A H 0.064131 0.298648 0.946881 0.260 Uiso 1 1 calc R U . . .
H56B H 0.117992 0.372896 0.946038 0.260 Uiso 1 1 calc R U . . .
C57 C 0.0401(17) 0.4292(17) 0.9410(16) 0.38(3) Uani 1 1 d D . . . .
H57A H 0.000067 0.419021 0.921032 0.458 Uiso 1 1 calc R U . . .
H57B H 0.056102 0.492464 0.927212 0.458 Uiso 1 1 calc R U . . .
C58 C 0.0339(15) 0.4256(19) 1.0207(14) 0.294(19) Uani 1 1 d . . . . .
H58A H 0.006238 0.476352 1.034916 0.442 Uiso 1 1 calc R U . . .
H58B H 0.018136 0.362606 1.033703 0.442 Uiso 1 1 calc R U . . .
H58C H 0.073894 0.435686 1.039853 0.442 Uiso 1 1 calc R U . . .
Cl1 Cl 0.38097(10) 0.38005(12) 0.32074(12) 0.0539(5) Uani 1 1 d . . . . .
N1 N 0.3480(3) 0.5515(5) 0.4265(3) 0.0613(19) Uani 1 1 d . . . . .
H1 H 0.356597 0.514565 0.393981 0.074 Uiso 1 1 calc R U . . .
N2 N 0.2790(3) 0.5491(5) 0.2854(3) 0.0569(18) Uani 1 1 d . . . . .
H2A H 0.305691 0.505192 0.296151 0.068 Uiso 1 1 calc R U . . .
N3 N 0.4150(3) 0.5469(5) 0.2133(3) 0.0464(16) Uani 1 1 d . . . . .
H3A H 0.406168 0.508590 0.245124 0.056 Uiso 1 1 calc R U . . .
N4 N 0.4839(3) 0.5466(5) 0.3556(3) 0.0504(17) Uani 1 1 d . . . . .
H4 H 0.459082 0.499508 0.345652 0.060 Uiso 1 1 calc R U . . .
N5 N 0.1225(5) 0.3850(6) 0.8131(7) 0.104(3) Uani 1 1 d . . . . .
F1 F 0.1636(7) 0.2668(11) 0.2615(7) 0.243(8) Uani 1 1 d . . . . .
F2 F 0.1828(7) 0.1406(9) 0.2000(11) 0.281(10) Uani 1 1 d . . . . .
F3 F 0.1376(5) 0.2534(11) 0.1750(7) 0.209(7) Uani 1 1 d . . . . .
F4 F 0.4069(4) 0.2227(7) 0.0558(4) 0.149(3) Uani 1 1 d . . . . .
F5 F 0.4511(4) 0.2387(5) 0.1382(4) 0.122(3) Uani 1 1 d . . . . .
F6 F 0.3906(5) 0.1159(6) 0.1272(7) 0.190(6) Uani 1 1 d . . . . .
F7 F 0.3099(4) 0.2460(9) 0.5134(9) 0.238(9) Uani 1 1 d . . . . .
F8 F 0.3631(9) 0.2099(17) 0.5853(7) 0.329(13) Uani 1 1 d . . . . .
F9 F 0.3579(6) 0.1292(7) 0.5094(9) 0.231(9) Uani 1 1 d . . . . .
F11 F 0.5650(7) 0.1409(11) 0.4155(13) 0.176(7) Uani 0.75 1 d . . P . .
F12 F 0.5943(13) 0.177(3) 0.4795(12) 0.253(14) Uani 0.75 1 d . . P . .
F13 F 0.5882(9) 0.2476(17) 0.3795(8) 0.231(9) Uani 0.85 1 d . . P . .
F14 F 0.6227(6) 0.2739(19) 0.4520(17) 0.206(12) Uani 0.65 1 d . . P . .
O1W O 0.0829(18) 0.666(3) 0.818(2) 0.49(2) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.389(11) . ?
C1 C2 1.412(13) . ?
C1 C20 1.490(12) . ?
C2 C3 1.435(16) . ?
C2 H2 0.9300 . ?
C3 C4 1.323(14) . ?
C3 H3 0.9300 . ?
C4 N1 1.370(11) . ?
C4 C5 1.525(14) . ?
C5 C22 1.521(14) . ?
C5 C21 1.526(15) . ?
C5 C6 1.529(15) . ?
C6 C7 1.351(13) . ?
C6 N2 1.357(11) . ?
C7 C8 1.356(15) . ?
C7 H7 0.9300 . ?
C8 C9 1.310(12) . ?
C8 H8 0.9300 . ?
C9 N2 1.393(11) . ?
C9 C10 1.554(12) . ?
C10 C11 1.517(12) . ?
C10 C23 1.548(13) . ?
C10 C27 1.550(12) . ?
C11 C12 1.348(12) . ?
C11 N3 1.385(10) . ?
C12 C13 1.381(13) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(12) . ?
C13 H13 0.9300 . ?
C14 N3 1.371(10) . ?
C14 C15 1.520(12) . ?
C15 C16 1.519(12) . ?
C15 C24 1.537(13) . ?
C15 C25 1.562(12) . ?
C16 N4 1.374(10) . ?
C16 C17 1.389(12) . ?
C17 C18 1.463(14) . ?
C17 H17 0.9300 . ?
C18 C19 1.407(12) . ?
C18 H18 0.9300 . ?
C19 N4 1.348(11) . ?
C19 C20 1.489(12) . ?
C20 C35 1.530(11) . ?
C20 C26 1.540(12) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.344(11) . ?
C27 C32 1.387(12) . ?
C28 C29 1.382(12) . ?
C28 H28 0.9300 . ?
C29 C30 1.396(12) . ?
C29 C34 1.482(15) . ?
C30 C31 1.370(14) . ?
C30 H30 0.9300 . ?
C31 C32 1.338(14) . ?
C31 C33 1.61(2) . ?
C32 H32 0.9300 . ?
C33 F1 1.094(19) . ?
C33 F2 1.261(19) . ?
C33 F3 1.56(4) . ?
C34 F6 1.300(12) . ?
C34 F5 1.302(13) . ?
C34 F4 1.332(15) . ?
C35 C40 1.386(11) . ?
C35 C36 1.392(12) . ?
C36 C37 1.397(13) . ?
C36 H36 0.9300 . ?
C37 C38 1.360(13) . ?
C37 C42 1.443(15) . ?
C38 C39 1.393(13) . ?
C38 H38 0.9300 . ?
C39 C40 1.408(12) . ?
C39 C41 1.489(16) . ?
C40 H40 0.9300 . ?
C41 F9 1.189(16) . ?
C41 F7 1.219(16) . ?
C41 F8 1.256(18) . ?
C42 F13 1.242(17) . ?
C42 F12 1.27(2) . ?
C42 F14 1.294(19) . ?
C42 F11 1.304(17) . ?
C43 C44 1.47(3) . ?
C43 N5 1.502(19) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.28(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.48(4) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C48 1.53(3) . ?
C47 N5 1.541(18) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 C49 1.55(3) . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C49 C50 1.27(4) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 C52 1.50(2) . ?
C51 N5 1.546(18) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 C53 1.63(3) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 C54 1.387(14) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 C56 1.41(3) . ?
C55 N5 1.501(18) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C56 C57 1.370(14) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C57 C58 1.66(4) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?
N4 H4 0.8600 . ?
F11 F12 1.54(3) . ?
F11 F13 1.71(2) . ?
F12 F14 1.57(3) . ?
F13 F14 1.71(3) . ?

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
N1 C1 C2 102.8(9) . . ?
N1 C1 C20 123.7(7) . . ?
C2 C1 C20 133.5(9) . . ?
C1 C2 C3 108.7(9) . . ?
C1 C2 H2 125.6 . . ?
C3 C2 H2 125.6 . . ?
C4 C3 C2 107.8(9) . . ?
C4 C3 H3 126.1 . . ?
C2 C3 H3 126.1 . . ?
C3 C4 N1 108.1(9) . . ?
C3 C4 C5 129.1(9) . . ?
N1 C4 C5 122.7(8) . . ?
C22 C5 C4 110.4(9) . . ?
C22 C5 C21 106.0(10) . . ?
C4 C5 C21 108.0(9) . . ?
C22 C5 C6 108.9(9) . . ?
C4 C5 C6 113.7(8) . . ?
C21 C5 C6 109.6(9) . . ?
C7 C6 N2 105.6(9) . . ?
C7 C6 C5 132.7(9) . . ?
N2 C6 C5 121.6(8) . . ?
C6 C7 C8 108.7(9) . . ?
C6 C7 H7 125.6 . . ?
C8 C7 H7 125.6 . . ?
C9 C8 C7 110.4(9) . . ?
C9 C8 H8 124.8 . . ?
C7 C8 H8 124.8 . . ?
C8 C9 N2 105.5(8) . . ?
C8 C9 C10 134.3(9) . . ?
N2 C9 C10 120.2(7) . . ?
C11 C10 C23 107.7(8) . . ?
C11 C10 C27 112.1(7) . . ?
C23 C10 C27 108.9(7) . . ?
C11 C10 C9 111.1(7) . . ?
C23 C10 C9 107.0(7) . . ?
C27 C10 C9 109.8(7) . . ?
C12 C11 N3 106.4(7) . . ?
C12 C11 C10 131.7(8) . . ?
N3 C11 C10 121.8(7) . . ?
C11 C12 C13 108.8(8) . . ?
C11 C12 H12 125.6 . . ?
C13 C12 H12 125.6 . . ?
C14 C13 C12 108.9(8) . . ?
C14 C13 H13 125.5 . . ?
C12 C13 H13 125.5 . . ?
N3 C14 C13 105.4(8) . . ?
N3 C14 C15 122.2(7) . . ?
C13 C14 C15 132.2(8) . . ?
C16 C15 C14 111.5(7) . . ?
C16 C15 C24 108.2(7) . . ?
C14 C15 C24 109.5(8) . . ?
C16 C15 C25 107.9(8) . . ?
C14 C15 C25 107.4(7) . . ?
C24 C15 C25 112.3(9) . . ?
N4 C16 C17 106.9(8) . . ?
N4 C16 C15 123.1(7) . . ?
C17 C16 C15 129.8(8) . . ?
C16 C17 C18 107.2(7) . . ?
C16 C17 H17 126.4 . . ?
C18 C17 H17 126.4 . . ?
C19 C18 C17 106.0(8) . . ?
C19 C18 H18 127.0 . . ?
C17 C18 H18 127.0 . . ?
N4 C19 C18 107.5(8) . . ?
N4 C19 C20 124.3(7) . . ?
C18 C19 C20 128.2(8) . . ?
C19 C20 C1 110.8(7) . . ?
C19 C20 C35 109.8(7) . . ?
C1 C20 C35 110.4(7) . . ?
C19 C20 C26 111.8(7) . . ?
C1 C20 C26 107.9(7) . . ?
C35 C20 C26 106.0(7) . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C5 C22 H22A 109.5 . . ?
C5 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C5 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C15 C25 H25A 109.5 . . ?
C15 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C15 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C20 C26 H26A 109.5 . . ?
C20 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C20 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C32 118.5(8) . . ?
C28 C27 C10 121.0(8) . . ?
C32 C27 C10 120.3(8) . . ?
C27 C28 C29 120.9(9) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 119.7(9) . . ?
C28 C29 C34 119.1(9) . . ?
C30 C29 C34 121.1(9) . . ?
C31 C30 C29 118.5(10) . . ?
C31 C30 H30 120.7 . . ?
C29 C30 H30 120.7 . . ?
C32 C31 C30 120.4(10) . . ?
C32 C31 C33 123.9(11) . . ?
C30 C31 C33 114.7(12) . . ?
C31 C32 C27 121.8(10) . . ?
C31 C32 H32 119.1 . . ?
C27 C32 H32 119.1 . . ?
F1 C33 F2 134.8(19) . . ?
F1 C33 F3 89(2) . . ?
F2 C33 F3 83(2) . . ?
F1 C33 C31 116.0(16) . . ?
F2 C33 C31 108.9(17) . . ?
F3 C33 C31 95(2) . . ?
F6 C34 F5 110.0(12) . . ?
F6 C34 F4 105.8(11) . . ?
F5 C34 F4 96.6(11) . . ?
F6 C34 C29 114.2(10) . . ?
F5 C34 C29 114.7(9) . . ?
F4 C34 C29 113.8(11) . . ?
C40 C35 C36 117.5(8) . . ?
C40 C35 C20 121.1(8) . . ?
C36 C35 C20 121.3(7) . . ?
C35 C36 C37 121.6(8) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 H36 119.2 . . ?
C38 C37 C36 120.3(9) . . ?
C38 C37 C42 120.2(10) . . ?
C36 C37 C42 119.5(10) . . ?
C37 C38 C39 119.8(9) . . ?
C37 C38 H38 120.1 . . ?
C39 C38 H38 120.1 . . ?
C38 C39 C40 119.6(9) . . ?
C38 C39 C41 118.9(10) . . ?
C40 C39 C41 121.5(10) . . ?
C35 C40 C39 121.2(8) . . ?
C35 C40 H40 119.4 . . ?
C39 C40 H40 119.4 . . ?
F9 C41 F7 104.1(18) . . ?
F9 C41 F8 103.4(16) . . ?
F7 C41 F8 103.4(16) . . ?
F9 C41 C39 119.5(12) . . ?
F7 C41 C39 116.1(12) . . ?
F8 C41 C39 108.4(15) . . ?
F13 C42 F12 131.4(16) . . ?
F13 C42 F14 85.0(18) . . ?
F12 C42 F14 75.4(18) . . ?
F13 C42 F11 84.1(15) . . ?
F12 C42 F11 73.8(18) . . ?
F14 C42 F11 126.7(15) . . ?
F13 C42 C37 117.2(13) . . ?
F12 C42 C37 111.4(13) . . ?
F14 C42 C37 114.9(13) . . ?
F11 C42 C37 116.4(13) . . ?
C44 C43 N5 119.6(13) . . ?
C44 C43 H43A 107.4 . . ?
N5 C43 H43A 107.4 . . ?
C44 C43 H43B 107.4 . . ?
N5 C43 H43B 107.4 . . ?
H43A C43 H43B 106.9 . . ?
C45 C44 C43 129(3) . . ?
C45 C44 H44A 105.0 . . ?
C43 C44 H44A 105.0 . . ?
C45 C44 H44B 105.0 . . ?
C43 C44 H44B 105.0 . . ?
H44A C44 H44B 105.9 . . ?
C44 C45 C46 127(4) . . ?
C44 C45 H45A 105.4 . . ?
C46 C45 H45A 105.4 . . ?
C44 C45 H45B 105.4 . . ?
C46 C45 H45B 105.4 . . ?
H45A C45 H45B 106.0 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C48 C47 N5 114.4(12) . . ?
C48 C47 H47A 108.7 . . ?
N5 C47 H47A 108.7 . . ?
C48 C47 H47B 108.7 . . ?
N5 C47 H47B 108.7 . . ?
H47A C47 H47B 107.6 . . ?
C47 C48 C49 104(2) . . ?
C47 C48 H48A 110.9 . . ?
C49 C48 H48A 110.9 . . ?
C47 C48 H48B 110.9 . . ?
C49 C48 H48B 110.9 . . ?
H48A C48 H48B 108.9 . . ?
C50 C49 C48 120(4) . . ?
C50 C49 H49A 107.4 . . ?
C48 C49 H49A 107.4 . . ?
C50 C49 H49B 107.4 . . ?
C48 C49 H49B 107.4 . . ?
H49A C49 H49B 107.0 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C52 C51 N5 116.1(12) . . ?
C52 C51 H51A 108.3 . . ?
N5 C51 H51A 108.3 . . ?
C52 C51 H51B 108.3 . . ?
N5 C51 H51B 108.3 . . ?
H51A C51 H51B 107.4 . . ?
C51 C52 C53 107.0(16) . . ?
C51 C52 H52A 110.3 . . ?
C53 C52 H52A 110.3 . . ?
C51 C52 H52B 110.3 . . ?
C53 C52 H52B 110.3 . . ?
H52A C52 H52B 108.6 . . ?
C54 C53 C52 130(3) . . ?
C54 C53 H53A 104.7 . . ?
C52 C53 H53A 104.7 . . ?
C54 C53 H53B 104.7 . . ?
C52 C53 H53B 104.7 . . ?
H53A C53 H53B 105.7 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C56 C55 N5 118.1(15) . . ?
C56 C55 H55A 107.8 . . ?
N5 C55 H55A 107.8 . . ?
C56 C55 H55B 107.8 . . ?
N5 C55 H55B 107.8 . . ?
H55A C55 H55B 107.1 . . ?
C57 C56 C55 135(2) . . ?
C57 C56 H56A 103.4 . . ?
C55 C56 H56A 103.4 . . ?
C57 C56 H56B 103.4 . . ?
C55 C56 H56B 103.4 . . ?
H56A C56 H56B 105.2 . . ?
C56 C57 C58 107(3) . . ?
C56 C57 H57A 110.4 . . ?
C58 C57 H57A 110.4 . . ?
C56 C57 H57B 110.4 . . ?
C58 C57 H57B 110.4 . . ?
H57A C57 H57B 108.6 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C4 N1 C1 112.5(8) . . ?
C4 N1 H1 123.7 . . ?
C1 N1 H1 123.7 . . ?
C6 N2 C9 109.6(7) . . ?
C6 N2 H2A 125.2 . . ?
C9 N2 H2A 125.2 . . ?
C14 N3 C11 110.4(7) . . ?
C14 N3 H3A 124.8 . . ?
C11 N3 H3A 124.8 . . ?
C19 N4 C16 112.4(7) . . ?
C19 N4 H4 123.8 . . ?
C16 N4 H4 123.8 . . ?
C55 N5 C43 104.7(11) . . ?
C55 N5 C47 108.3(13) . . ?
C43 N5 C47 115.4(11) . . ?
C55 N5 C51 110.7(11) . . ?
C43 N5 C51 109.3(14) . . ?
C47 N5 C51 108.4(10) . . ?
C42 F11 F12 51.9(11) . . ?
C42 F11 F13 46.4(9) . . ?
F12 F11 F13 89.3(15) . . ?
C42 F12 F11 54.2(13) . . ?
C42 F12 F14 53.1(13) . . ?
F11 F12 F14 96.6(17) . . ?
C42 F13 F11 49.5(10) . . ?
C42 F13 F14 48.8(11) . . ?
F11 F13 F14 85.6(13) . . ?
C42 F14 F12 51.5(12) . . ?
C42 F14 F13 46.3(11) . . ?
F12 F14 F13 88.3(15) . . ?

_refine_diff_density_max         0.465
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.063



