# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

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

data_KB435_0m
_database_code_depnum_ccdc_archive 'CCDC 2350853'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-06-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H16 F4 N4 O2 S, 0.5(C4 H8 O2)'
_chemical_formula_sum            'C23 H20 F4 N4 O3 S'
_chemical_formula_weight         508.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.3391(10)
_cell_length_b                   9.0572(10)
_cell_length_c                   15.2669(17)
_cell_angle_alpha                91.249(3)
_cell_angle_beta                 100.527(3)
_cell_angle_gamma                93.264(3)
_cell_volume                     1131.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9890
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      30.48

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_F_000             524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.211
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6675
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25460
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.253
_diffrn_reflns_theta_max         30.567
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6856
_reflns_number_gt                5678
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0381P)²+0.5521P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6856
_refine_ls_number_parameters     341
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0946
_refine_ls_wR_factor_gt          0.0874
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.39703(13) 0.00248(12) 0.12794(7) 0.0124(2) Uani 1 1 d . . . . .
C2 C 0.53232(14) -0.04531(13) 0.18534(7) 0.0141(2) Uani 1 1 d . . . . .
H2 H 0.568648 0.002757 0.242010 0.017 Uiso 1 1 calc R U . . .
C3 C 0.61378(13) -0.16327(13) 0.15949(7) 0.0138(2) Uani 1 1 d . . . . .
C4 C 0.55850(14) -0.23556(12) 0.07649(7) 0.0141(2) Uani 1 1 d . . . . .
C5 C 0.41880(14) -0.18982(13) 0.02122(7) 0.0145(2) Uani 1 1 d . . . . .
H5 H 0.378765 -0.240666 -0.034230 0.017 Uiso 1 1 calc R U . . .
C6 C 0.33804(14) -0.07094(13) 0.04652(7) 0.0138(2) Uani 1 1 d . . . . .
H6 H 0.243345 -0.039967 0.008616 0.017 Uiso 1 1 calc R U . . .
C7 C 0.38666(13) 0.25936(12) 0.19315(7) 0.0125(2) Uani 1 1 d . . . . .
C8 C 0.10105(13) 0.26262(12) 0.18690(8) 0.0141(2) Uani 1 1 d . . . . .
C9 C 0.14450(14) 0.11698(13) 0.14921(7) 0.0138(2) Uani 1 1 d . . . . .
C10 C 0.75153(15) -0.21604(14) 0.22645(9) 0.0196(2) Uani 1 1 d D U . . .
C11 C 0.64240(15) -0.35288(13) 0.04216(8) 0.0165(2) Uani 1 1 d . . . . .
C12 C 0.02816(16) 0.23620(14) 0.27057(9) 0.0209(2) Uani 1 1 d . . . . .
H12A H -0.072646 0.172631 0.255058 0.031 Uiso 1 1 calc R U . . .
H12B H 0.003644 0.331152 0.295496 0.031 Uiso 1 1 calc R U . . .
H12C H 0.106766 0.187886 0.314765 0.031 Uiso 1 1 calc R U . . .
C13 C -0.01677(15) 0.33744(14) 0.11551(9) 0.0209(2) Uani 1 1 d . . . . .
H13A H 0.038322 0.363098 0.065935 0.031 Uiso 1 1 calc R U . . .
H13B H -0.052014 0.427564 0.141076 0.031 Uiso 1 1 calc R U . . .
H13C H -0.112286 0.269698 0.093663 0.031 Uiso 1 1 calc R U . . .
C14 C 0.28903(13) 0.48402(12) 0.25272(7) 0.0123(2) Uani 1 1 d . . . . .
C15 C 0.36592(14) 0.49772(13) 0.34163(7) 0.0136(2) Uani 1 1 d . . . . .
H15 H 0.409947 0.414979 0.372539 0.016 Uiso 1 1 calc R U . . .
C16 C 0.37617(14) 0.63548(13) 0.38350(7) 0.0137(2) Uani 1 1 d . . . . .
C17 C 0.31007(14) 0.75924(12) 0.34200(7) 0.0136(2) Uani 1 1 d . . . . .
C18 C 0.23882(14) 0.74192(13) 0.25214(7) 0.0146(2) Uani 1 1 d . . . . .
H18 H 0.195860 0.825024 0.221186 0.018 Uiso 1 1 calc R U . . .
C19 C 0.22902(14) 0.60650(13) 0.20676(7) 0.0144(2) Uani 1 1 d . . . . .
H19 H 0.182060 0.597321 0.145176 0.017 Uiso 1 1 calc R U . . .
C20 C 0.30984(14) 0.90861(13) 0.38682(8) 0.0157(2) Uani 1 1 d . . . . .
C21 C 0.26066(19) 1.04353(15) 0.51862(9) 0.0264(3) Uani 1 1 d . . . . .
H21A H 0.335536 1.120966 0.502136 0.040 Uiso 1 1 calc R U . . .
H21B H 0.290178 1.026514 0.582560 0.040 Uiso 1 1 calc R U . . .
H21C H 0.148476 1.074817 0.504965 0.040 Uiso 1 1 calc R U . . .
N1 N 0.31332(11) 0.12426(10) 0.15385(6) 0.01248(18) Uani 1 1 d . . . . .
N2 N 0.26469(11) 0.34124(10) 0.20916(6) 0.01266(18) Uani 1 1 d . . . . .
N3 N 0.27217(14) 0.90772(12) 0.46855(7) 0.0196(2) Uani 1 1 d . . . . .
H3N H 0.248(2) 0.824(2) 0.4892(12) 0.029 Uiso 1 1 d . U . . .
N4 N 0.70642(14) -0.44261(13) 0.00979(7) 0.0225(2) Uani 1 1 d . . . . .
O1 O 0.05065(10) 0.01332(10) 0.12040(6) 0.01861(18) Uani 1 1 d . . . . .
O2 O 0.33749(12) 1.02229(10) 0.34804(6) 0.02242(19) Uani 1 1 d . . . . .
F1 F 0.84036(10) -0.10628(9) 0.27439(5) 0.02552(18) Uani 1 1 d . . . . .
F4 F 0.45455(9) 0.64906(8) 0.46961(5) 0.01911(15) Uani 1 1 d . . . . .
S1 S 0.58361(3) 0.30994(3) 0.21175(2) 0.01638(7) Uani 1 1 d . . . . .
F2 F 0.8418(8) -0.3134(7) 0.1988(3) 0.0348(10) Uani 0.555(18) 1 d D U P A 1
F3 F 0.6874(5) -0.2849(7) 0.2947(3) 0.0293(8) Uani 0.555(18) 1 d D U P A 1
F2D F 0.8697(6) -0.2667(11) 0.1815(5) 0.0368(13) Uani 0.445(18) 1 d D U P A 2
F3D F 0.7064(10) -0.3236(9) 0.2712(7) 0.0456(16) Uani 0.445(18) 1 d D U P A 2
C22 C -0.01745(15) 0.60289(14) 0.43291(8) 0.0195(2) Uani 1 1 d . . . . .
H22A H 0.031415 0.553218 0.386623 0.023 Uiso 1 1 calc R U . . .
H22B H -0.056846 0.698014 0.409553 0.023 Uiso 1 1 calc R U . . .
C23 C -0.15947(15) 0.50667(15) 0.45258(9) 0.0211(2) Uani 1 1 d . . . . .
H23A H -0.212823 0.558933 0.496027 0.025 Uiso 1 1 calc R U . . .
H23B H -0.241025 0.486895 0.397140 0.025 Uiso 1 1 calc R U . . .
O3 O 0.10421(11) 0.63064(10) 0.51181(6) 0.01982(18) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.3902(15) . ?
C1 C2 1.3925(15) . ?
C1 N1 1.4248(14) . ?
C2 C3 1.3860(16) . ?
C2 H2 0.9500 . ?
C3 C4 1.4011(16) . ?
C3 C10 1.4993(16) . ?
C4 C5 1.3971(16) . ?
C4 C11 1.4449(16) . ?
C5 C6 1.3862(16) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N2 1.3465(14) . ?
C7 N1 1.4071(14) . ?
C7 S1 1.6511(12) . ?
C8 N2 1.4812(14) . ?
C8 C9 1.5166(16) . ?
C8 C13 1.5263(16) . ?
C8 C12 1.5293(17) . ?
C9 O1 1.2082(14) . ?
C9 N1 1.3943(14) . ?
C10 F3D 1.280(5) . ?
C10 F2 1.303(4) . ?
C10 F1 1.3263(14) . ?
C10 F2D 1.392(5) . ?
C10 F3 1.399(4) . ?
C11 N4 1.1480(16) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.3909(15) . ?
C14 C19 1.3937(15) . ?
C14 N2 1.4279(14) . ?
C15 C16 1.3805(16) . ?
C15 H15 0.9500 . ?
C16 F4 1.3566(12) . ?
C16 C17 1.3912(16) . ?
C17 C18 1.3936(15) . ?
C17 C20 1.5030(16) . ?
C18 C19 1.3863(16) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 O2 1.2301(14) . ?
C20 N3 1.3414(15) . ?
C21 N3 1.4511(16) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
N3 H3N 0.857(18) . ?
C22 O3 1.4334(15) . ?
C22 C23 1.5087(18) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 O3 1.4345(15) 2_566 ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.76(10) . . ?
C6 C1 N1 119.14(10) . . ?
C2 C1 N1 120.05(10) . . ?
C3 C2 C1 119.74(10) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 120.06(10) . . ?
C2 C3 C10 117.25(10) . . ?
C4 C3 C10 122.49(10) . . ?
C5 C4 C3 119.40(10) . . ?
C5 C4 C11 117.07(10) . . ?
C3 C4 C11 123.47(10) . . ?
C6 C5 C4 120.63(10) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 119.32(10) . . ?
C5 C6 H6 120.3 . . ?
C1 C6 H6 120.3 . . ?
N2 C7 N1 106.72(9) . . ?
N2 C7 S1 126.80(9) . . ?
N1 C7 S1 126.43(8) . . ?
N2 C8 C9 100.59(9) . . ?
N2 C8 C13 113.37(10) . . ?
C9 C8 C13 109.28(10) . . ?
N2 C8 C12 111.26(9) . . ?
C9 C8 C12 110.05(10) . . ?
C13 C8 C12 111.71(10) . . ?
O1 C9 N1 126.04(11) . . ?
O1 C9 C8 126.54(10) . . ?
N1 C9 C8 107.41(9) . . ?
F3D C10 F1 115.4(4) . . ?
F2 C10 F1 112.2(3) . . ?
F3D C10 F2D 107.2(3) . . ?
F1 C10 F2D 98.8(3) . . ?
F2 C10 F3 104.7(2) . . ?
F1 C10 F3 98.7(3) . . ?
F3D C10 C3 112.7(3) . . ?
F2 C10 C3 117.3(2) . . ?
F1 C10 C3 112.87(10) . . ?
F2D C10 C3 108.7(3) . . ?
F3 C10 C3 108.97(19) . . ?
N4 C11 C4 175.80(13) . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 120.96(10) . . ?
C15 C14 N2 119.44(10) . . ?
C19 C14 N2 119.53(10) . . ?
C16 C15 C14 117.83(10) . . ?
C16 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
F4 C16 C15 117.62(10) . . ?
F4 C16 C17 119.02(10) . . ?
C15 C16 C17 123.36(10) . . ?
C16 C17 C18 116.94(10) . . ?
C16 C17 C20 124.93(10) . . ?
C18 C17 C20 118.13(10) . . ?
C19 C18 C17 121.68(10) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C14 119.09(10) . . ?
C18 C19 H19 120.5 . . ?
C14 C19 H19 120.5 . . ?
O2 C20 N3 123.71(11) . . ?
O2 C20 C17 120.67(10) . . ?
N3 C20 C17 115.59(10) . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 N1 C7 111.49(9) . . ?
C9 N1 C1 122.34(9) . . ?
C7 N1 C1 125.97(9) . . ?
C7 N2 C14 124.12(9) . . ?
C7 N2 C8 113.66(9) . . ?
C14 N2 C8 121.87(9) . . ?
C20 N3 C21 121.89(11) . . ?
C20 N3 H3N 117.5(12) . . ?
C21 N3 H3N 120.4(12) . . ?
O3 C22 C23 110.73(10) . . ?
O3 C22 H22A 109.5 . . ?
C23 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
O3 C23 C22 110.31(10) 2_566 . ?
O3 C23 H23A 109.6 2_566 . ?
C22 C23 H23A 109.6 . . ?
O3 C23 H23B 109.6 2_566 . ?
C22 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C22 O3 C23 109.98(9) . 2_566 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 2.92(17) . . . . ?
N1 C1 C2 C3 -179.61(10) . . . . ?
C1 C2 C3 C4 -1.02(17) . . . . ?
C1 C2 C3 C10 -176.04(11) . . . . ?
C2 C3 C4 C5 -1.46(17) . . . . ?
C10 C3 C4 C5 173.28(11) . . . . ?
C2 C3 C4 C11 175.84(11) . . . . ?
C10 C3 C4 C11 -9.41(18) . . . . ?
C3 C4 C5 C6 2.12(17) . . . . ?
C11 C4 C5 C6 -175.36(11) . . . . ?
C4 C5 C6 C1 -0.26(17) . . . . ?
C2 C1 C6 C5 -2.27(17) . . . . ?
N1 C1 C6 C5 -179.77(10) . . . . ?
N2 C8 C9 O1 -179.42(11) . . . . ?
C13 C8 C9 O1 -59.88(15) . . . . ?
C12 C8 C9 O1 63.14(15) . . . . ?
N2 C8 C9 N1 0.60(11) . . . . ?
C13 C8 C9 N1 120.14(10) . . . . ?
C12 C8 C9 N1 -116.84(10) . . . . ?
C2 C3 C10 F3D 94.4(7) . . . . ?
C4 C3 C10 F3D -80.4(7) . . . . ?
C2 C3 C10 F2 -171.2(5) . . . . ?
C4 C3 C10 F2 13.9(5) . . . . ?
C2 C3 C10 F1 -38.40(15) . . . . ?
C4 C3 C10 F1 146.71(11) . . . . ?
C2 C3 C10 F2D -146.9(4) . . . . ?
C4 C3 C10 F2D 38.2(5) . . . . ?
C2 C3 C10 F3 70.1(3) . . . . ?
C4 C3 C10 F3 -104.8(3) . . . . ?
C19 C14 C15 C16 2.00(17) . . . . ?
N2 C14 C15 C16 -175.13(10) . . . . ?
C14 C15 C16 F4 -178.53(10) . . . . ?
C14 C15 C16 C17 1.71(17) . . . . ?
F4 C16 C17 C18 176.50(10) . . . . ?
C15 C16 C17 C18 -3.75(17) . . . . ?
F4 C16 C17 C20 -3.61(17) . . . . ?
C15 C16 C17 C20 176.14(11) . . . . ?
C16 C17 C18 C19 2.15(17) . . . . ?
C20 C17 C18 C19 -177.74(11) . . . . ?
C17 C18 C19 C14 1.33(17) . . . . ?
C15 C14 C19 C18 -3.48(17) . . . . ?
N2 C14 C19 C18 173.65(10) . . . . ?
C16 C17 C20 O2 139.36(13) . . . . ?
C18 C17 C20 O2 -40.76(16) . . . . ?
C16 C17 C20 N3 -42.98(16) . . . . ?
C18 C17 C20 N3 136.91(12) . . . . ?
O1 C9 N1 C7 -178.45(11) . . . . ?
C8 C9 N1 C7 1.53(12) . . . . ?
O1 C9 N1 C1 -3.21(18) . . . . ?
C8 C9 N1 C1 176.78(9) . . . . ?
N2 C7 N1 C9 -3.23(12) . . . . ?
S1 C7 N1 C9 179.23(8) . . . . ?
N2 C7 N1 C1 -178.26(10) . . . . ?
S1 C7 N1 C1 4.19(16) . . . . ?
C6 C1 N1 C9 48.62(15) . . . . ?
C2 C1 N1 C9 -128.89(12) . . . . ?
C6 C1 N1 C7 -136.85(11) . . . . ?
C2 C1 N1 C7 45.64(16) . . . . ?
N1 C7 N2 C14 176.93(9) . . . . ?
S1 C7 N2 C14 -5.54(16) . . . . ?
N1 C7 N2 C8 3.72(12) . . . . ?
S1 C7 N2 C8 -178.74(8) . . . . ?
C15 C14 N2 C7 -65.33(15) . . . . ?
C19 C14 N2 C7 117.49(12) . . . . ?
C15 C14 N2 C8 107.34(12) . . . . ?
C19 C14 N2 C8 -69.84(14) . . . . ?
C9 C8 N2 C7 -2.71(12) . . . . ?
C13 C8 N2 C7 -119.25(11) . . . . ?
C12 C8 N2 C7 113.84(11) . . . . ?
C9 C8 N2 C14 -176.09(9) . . . . ?
C13 C8 N2 C14 67.37(13) . . . . ?
C12 C8 N2 C14 -59.54(13) . . . . ?
O2 C20 N3 C21 0.1(2) . . . . ?
C17 C20 N3 C21 -177.51(11) . . . . ?
O3 C22 C23 O3 -58.02(15) . . . 2_566 ?
C23 C22 O3 C23 57.83(15) . . . 2_566 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3N O3 0.857(18) 2.135(19) 2.9505(14) 158.7(17) . yes
C5 H5 S1 0.95 2.85 3.6930(12) 149.1 2_655 yes
C12 H12C O2 0.98 2.49 3.3706(17) 149.0 1_545 yes
C18 H18 O1 0.95 2.53 3.4715(15) 170.0 1_565 yes

_refine_diff_density_max         0.446
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.054



####################################################################### 
# 
# 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_KB982_0m
_database_code_depnum_ccdc_archive 'CCDC 2350855'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-06-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H16 F4 N4 O2 S, 0.5(C4 H4 N2)'
_chemical_formula_sum            'C23 H18 F4 N5 O2 S'
_chemical_formula_weight         504.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.2956(7)
_cell_length_b                   9.1182(8)
_cell_length_c                   15.2824(14)
_cell_angle_alpha                91.758(3)
_cell_angle_beta                 100.425(3)
_cell_angle_gamma                92.840(3)
_cell_volume                     1134.57(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7503
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      30.51

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_F_000             518
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.207
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6909
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26276
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.500
_diffrn_reflns_theta_max         30.547
_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 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6915
_reflns_number_gt                4965
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+0.5357P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6915
_refine_ls_number_parameters     342
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1007
_refine_ls_wR_factor_gt          0.0880
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.59955(17) 0.99593(15) 0.87189(9) 0.0135(3) Uani 1 1 d . . . . .
C2 C 0.46261(17) 1.04311(15) 0.81544(10) 0.0153(3) Uani 1 1 d . . . . .
H2 H 0.424930 0.994690 0.758982 0.018 Uiso 1 1 calc R U . . .
C3 C 0.38140(17) 1.16131(15) 0.84211(9) 0.0149(3) Uani 1 1 d . . . . .
C4 C 0.43999(17) 1.23460(15) 0.92471(10) 0.0150(3) Uani 1 1 d . . . . .
C5 C 0.58106(18) 1.18950(16) 0.97879(10) 0.0158(3) Uani 1 1 d . . . . .
H5 H 0.622833 1.241015 1.033836 0.019 Uiso 1 1 calc R U . . .
C6 C 0.66104(17) 1.06998(15) 0.95293(9) 0.0146(3) Uani 1 1 d . . . . .
H6 H 0.756773 1.039022 0.990150 0.017 Uiso 1 1 calc R U . . .
C7 C 0.60940(17) 0.74014(15) 0.80588(9) 0.0136(3) Uani 1 1 d . . . . .
C8 C 0.89620(17) 0.73517(15) 0.81053(10) 0.0152(3) Uani 1 1 d . . . . .
C9 C 0.85301(17) 0.88074(16) 0.84870(9) 0.0148(3) Uani 1 1 d . . . . .
C10 C 0.2411(2) 1.21410(17) 0.77711(11) 0.0226(3) Uani 1 1 d D . . . .
C11 C 0.35694(18) 1.35344(16) 0.95912(10) 0.0173(3) Uani 1 1 d . . . . .
C12 C 0.9668(2) 0.75972(17) 0.72612(11) 0.0221(3) Uani 1 1 d . . . . .
H12A H 0.988743 0.664746 0.700225 0.033 Uiso 1 1 calc R U . . .
H12B H 1.069271 0.820860 0.740965 0.033 Uiso 1 1 calc R U . . .
H12C H 0.887637 0.809307 0.683031 0.033 Uiso 1 1 calc R U . . .
C13 C 1.01537(18) 0.66068(17) 0.88117(11) 0.0207(3) Uani 1 1 d . . . . .
H13A H 1.048302 0.569479 0.855583 0.031 Uiso 1 1 calc R U . . .
H13B H 0.961633 0.638104 0.931619 0.031 Uiso 1 1 calc R U . . .
H13C H 1.112690 0.726633 0.901683 0.031 Uiso 1 1 calc R U . . .
C14 C 0.70728(17) 0.51552(15) 0.74571(9) 0.0139(3) Uani 1 1 d . . . . .
C15 C 0.63671(18) 0.50149(16) 0.65617(10) 0.0162(3) Uani 1 1 d . . . . .
H15 H 0.596960 0.584120 0.624318 0.019 Uiso 1 1 calc R U . . .
C16 C 0.62600(18) 0.36360(16) 0.61473(9) 0.0160(3) Uani 1 1 d . . . . .
C17 C 0.68705(17) 0.24036(15) 0.65759(10) 0.0148(3) Uani 1 1 d . . . . .
C18 C 0.75335(18) 0.25832(15) 0.74808(10) 0.0158(3) Uani 1 1 d . . . . .
H18 H 0.793544 0.175671 0.779778 0.019 Uiso 1 1 calc R U . . .
C19 C 0.76214(18) 0.39426(15) 0.79315(10) 0.0157(3) Uani 1 1 d . . . . .
H19 H 0.804836 0.404064 0.855191 0.019 Uiso 1 1 calc R U . . .
C20 C 0.68746(18) 0.09029(16) 0.61378(10) 0.0168(3) Uani 1 1 d . . . . .
C21 C 0.7395(2) -0.04921(18) 0.48374(11) 0.0270(4) Uani 1 1 d . . . . .
H21A H 0.705104 -0.035819 0.419821 0.040 Uiso 1 1 calc R U . . .
H21B H 0.668249 -0.126147 0.502841 0.040 Uiso 1 1 calc R U . . .
H21C H 0.853384 -0.078053 0.495593 0.040 Uiso 1 1 calc R U . . .
N1 N 0.68349(14) 0.87431(13) 0.84522(8) 0.0135(2) Uani 1 1 d . . . . .
N2 N 0.73195(14) 0.65832(13) 0.78913(8) 0.0140(2) Uani 1 1 d . . . . .
N3 N 0.72718(17) 0.08783(14) 0.53264(9) 0.0208(3) Uani 1 1 d . . . . .
H3N H 0.757(2) 0.172(2) 0.5099(13) 0.032(5) Uiso 1 1 d . . . . .
N4 N 0.29314(17) 1.44453(15) 0.99090(9) 0.0230(3) Uani 1 1 d . . . . .
O1 O 0.94762(13) 0.98342(11) 0.87724(7) 0.0199(2) Uani 1 1 d . . . . .
O2 O 0.65809(15) -0.02071(11) 0.65333(7) 0.0235(2) Uani 1 1 d . . . . .
F2 F 0.15837(12) 1.10736(10) 0.72375(6) 0.0257(2) Uani 1 1 d . . . . .
F4 F 0.55234(12) 0.35009(10) 0.52782(6) 0.0240(2) Uani 1 1 d . . . . .
S1 S 0.41178(4) 0.69048(4) 0.78788(3) 0.01745(9) Uani 1 1 d . . . . .
C22 C 0.9656(2) 0.61092(18) 0.44753(11) 0.0237(3) Uani 1 1 d . . . . .
H22 H 0.937055 0.688533 0.408586 0.028 Uiso 1 1 calc R U . . .
C23 C 0.8667(2) 0.48268(18) 0.43650(11) 0.0229(3) Uani 1 1 d . . . . .
H23 H 0.772713 0.474624 0.390353 0.027 Uiso 1 1 calc R U . . .
N5 N 0.90022(17) 0.37003(15) 0.48921(9) 0.0231(3) Uani 1 1 d . . . . .
F1 F 0.2809(14) 1.3276(10) 0.7376(11) 0.044(2) Uani 0.50(3) 1 d D U P A 1
F3 F 0.1200(8) 1.2580(14) 0.8246(8) 0.0366(16) Uani 0.50(3) 1 d D U P A 1
F1D F 0.3057(8) 1.2928(14) 0.7107(7) 0.0354(16) Uani 0.50(3) 1 d D U P A 2
F3D F 0.1450(16) 1.3012(16) 0.8054(7) 0.042(2) Uani 0.50(3) 1 d D U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.3914(19) . ?
C1 C2 1.391(2) . ?
C1 N1 1.4256(17) . ?
C2 C3 1.3877(19) . ?
C2 H2 0.9500 . ?
C3 C4 1.404(2) . ?
C3 C10 1.496(2) . ?
C4 C5 1.393(2) . ?
C4 C11 1.4476(19) . ?
C5 C6 1.3872(19) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 N2 1.3466(17) . ?
C7 N1 1.4080(18) . ?
C7 S1 1.6504(15) . ?
C8 N2 1.4780(18) . ?
C8 C9 1.5185(19) . ?
C8 C13 1.526(2) . ?
C8 C12 1.528(2) . ?
C9 O1 1.2087(17) . ?
C9 N1 1.3959(18) . ?
C10 F3D 1.273(7) . ?
C10 F1 1.273(8) . ?
C10 F2 1.3289(18) . ?
C10 F3 1.408(7) . ?
C10 F1D 1.427(6) . ?
C11 N4 1.1480(19) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.387(2) . ?
C14 C19 1.391(2) . ?
C14 N2 1.4314(17) . ?
C15 C16 1.3818(19) . ?
C15 H15 0.9500 . ?
C16 F4 1.3569(16) . ?
C16 C17 1.389(2) . ?
C17 C18 1.394(2) . ?
C17 C20 1.5052(19) . ?
C18 C19 1.3916(19) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 O2 1.2310(18) . ?
C20 N3 1.3392(19) . ?
C21 N3 1.4537(19) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
N3 H3N 0.89(2) . ?
C22 N5 1.336(2) 2_766 ?
C22 C23 1.383(2) . ?
C22 H22 0.9500 . ?
C23 N5 1.334(2) . ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.91(13) . . ?
C6 C1 N1 118.99(12) . . ?
C2 C1 N1 120.03(12) . . ?
C3 C2 C1 119.61(13) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 119.92(13) . . ?
C2 C3 C10 117.77(13) . . ?
C4 C3 C10 122.10(13) . . ?
C5 C4 C3 119.66(13) . . ?
C5 C4 C11 117.25(13) . . ?
C3 C4 C11 123.05(13) . . ?
C6 C5 C4 120.54(13) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 119.29(13) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
N2 C7 N1 106.53(12) . . ?
N2 C7 S1 126.80(11) . . ?
N1 C7 S1 126.62(10) . . ?
N2 C8 C9 100.45(11) . . ?
N2 C8 C13 113.36(12) . . ?
C9 C8 C13 109.38(12) . . ?
N2 C8 C12 110.91(12) . . ?
C9 C8 C12 110.08(12) . . ?
C13 C8 C12 112.04(12) . . ?
O1 C9 N1 126.07(13) . . ?
O1 C9 C8 126.50(13) . . ?
N1 C9 C8 107.42(12) . . ?
F3D C10 F2 111.5(6) . . ?
F1 C10 F2 114.7(6) . . ?
F1 C10 F3 105.5(4) . . ?
F2 C10 F3 100.9(4) . . ?
F3D C10 F1D 104.8(4) . . ?
F2 C10 F1D 97.5(6) . . ?
F3D C10 C3 118.6(4) . . ?
F1 C10 C3 112.8(4) . . ?
F2 C10 C3 113.35(12) . . ?
F3 C10 C3 108.3(5) . . ?
F1D C10 C3 108.5(3) . . ?
N4 C11 C4 176.27(16) . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C19 121.23(13) . . ?
C15 C14 N2 119.49(12) . . ?
C19 C14 N2 119.20(13) . . ?
C16 C15 C14 117.95(13) . . ?
C16 C15 H15 121.0 . . ?
C14 C15 H15 121.0 . . ?
F4 C16 C15 117.54(12) . . ?
F4 C16 C17 119.25(12) . . ?
C15 C16 C17 123.22(13) . . ?
C16 C17 C18 117.00(13) . . ?
C16 C17 C20 125.05(13) . . ?
C18 C17 C20 117.95(13) . . ?
C19 C18 C17 121.66(13) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C14 C19 C18 118.80(13) . . ?
C14 C19 H19 120.6 . . ?
C18 C19 H19 120.6 . . ?
O2 C20 N3 123.90(14) . . ?
O2 C20 C17 120.41(13) . . ?
N3 C20 C17 115.64(13) . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 N1 C7 111.46(11) . . ?
C9 N1 C1 122.43(12) . . ?
C7 N1 C1 125.90(12) . . ?
C7 N2 C14 124.02(12) . . ?
C7 N2 C8 114.00(11) . . ?
C14 N2 C8 121.66(11) . . ?
C20 N3 C21 121.88(14) . . ?
C20 N3 H3N 119.5(13) . . ?
C21 N3 H3N 118.3(13) . . ?
N5 C22 C23 122.58(15) 2_766 . ?
N5 C22 H22 118.7 2_766 . ?
C23 C22 H22 118.7 . . ?
N5 C23 C22 121.47(15) . . ?
N5 C23 H23 119.3 . . ?
C22 C23 H23 119.3 . . ?
C23 N5 C22 115.95(14) . 2_766 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -3.1(2) . . . . ?
N1 C1 C2 C3 179.79(13) . . . . ?
C1 C2 C3 C4 1.5(2) . . . . ?
C1 C2 C3 C10 176.33(14) . . . . ?
C2 C3 C4 C5 1.0(2) . . . . ?
C10 C3 C4 C5 -173.56(14) . . . . ?
C2 C3 C4 C11 -176.54(14) . . . . ?
C10 C3 C4 C11 8.9(2) . . . . ?
C3 C4 C5 C6 -2.0(2) . . . . ?
C11 C4 C5 C6 175.68(13) . . . . ?
C4 C5 C6 C1 0.5(2) . . . . ?
C2 C1 C6 C5 2.1(2) . . . . ?
N1 C1 C6 C5 179.25(13) . . . . ?
N2 C8 C9 O1 179.36(14) . . . . ?
C13 C8 C9 O1 59.86(19) . . . . ?
C12 C8 C9 O1 -63.65(19) . . . . ?
N2 C8 C9 N1 -0.39(14) . . . . ?
C13 C8 C9 N1 -119.88(13) . . . . ?
C12 C8 C9 N1 116.61(13) . . . . ?
C2 C3 C10 F3D 166.0(11) . . . . ?
C4 C3 C10 F3D -19.3(11) . . . . ?
C2 C3 C10 F1 -100.1(10) . . . . ?
C4 C3 C10 F1 74.6(10) . . . . ?
C2 C3 C10 F2 32.4(2) . . . . ?
C4 C3 C10 F2 -152.90(14) . . . . ?
C2 C3 C10 F3 143.4(5) . . . . ?
C4 C3 C10 F3 -41.9(6) . . . . ?
C2 C3 C10 F1D -74.7(7) . . . . ?
C4 C3 C10 F1D 100.0(7) . . . . ?
C19 C14 C15 C16 -1.5(2) . . . . ?
N2 C14 C15 C16 175.21(13) . . . . ?
C14 C15 C16 F4 178.06(13) . . . . ?
C14 C15 C16 C17 -2.2(2) . . . . ?
F4 C16 C17 C18 -176.53(13) . . . . ?
C15 C16 C17 C18 3.7(2) . . . . ?
F4 C16 C17 C20 3.7(2) . . . . ?
C15 C16 C17 C20 -176.05(14) . . . . ?
C16 C17 C18 C19 -1.6(2) . . . . ?
C20 C17 C18 C19 178.12(13) . . . . ?
C15 C14 C19 C18 3.4(2) . . . . ?
N2 C14 C19 C18 -173.31(13) . . . . ?
C17 C18 C19 C14 -1.8(2) . . . . ?
C16 C17 C20 O2 -141.07(16) . . . . ?
C18 C17 C20 O2 39.2(2) . . . . ?
C16 C17 C20 N3 41.3(2) . . . . ?
C18 C17 C20 N3 -138.44(14) . . . . ?
O1 C9 N1 C7 178.43(14) . . . . ?
C8 C9 N1 C7 -1.82(16) . . . . ?
O1 C9 N1 C1 3.4(2) . . . . ?
C8 C9 N1 C1 -176.85(12) . . . . ?
N2 C7 N1 C9 3.46(16) . . . . ?
S1 C7 N1 C9 -178.93(11) . . . . ?
N2 C7 N1 C1 178.27(12) . . . . ?
S1 C7 N1 C1 -4.1(2) . . . . ?
C6 C1 N1 C9 -48.20(19) . . . . ?
C2 C1 N1 C9 128.95(15) . . . . ?
C6 C1 N1 C7 137.53(14) . . . . ?
C2 C1 N1 C7 -45.3(2) . . . . ?
N1 C7 N2 C14 -177.37(12) . . . . ?
S1 C7 N2 C14 5.0(2) . . . . ?
N1 C7 N2 C8 -3.82(16) . . . . ?
S1 C7 N2 C8 178.58(11) . . . . ?
C15 C14 N2 C7 68.83(19) . . . . ?
C19 C14 N2 C7 -114.36(16) . . . . ?
C15 C14 N2 C8 -104.24(16) . . . . ?
C19 C14 N2 C8 72.57(18) . . . . ?
C9 C8 N2 C7 2.64(15) . . . . ?
C13 C8 N2 C7 119.21(14) . . . . ?
C12 C8 N2 C7 -113.73(14) . . . . ?
C9 C8 N2 C14 176.36(12) . . . . ?
C13 C8 N2 C14 -67.07(17) . . . . ?
C12 C8 N2 C14 59.99(17) . . . . ?
O2 C20 N3 C21 -0.2(2) . . . . ?
C17 C20 N3 C21 177.36(14) . . . . ?
N5 C22 C23 N5 0.1(3) 2_766 . . . ?
C22 C23 N5 C22 -0.1(3) . . . 2_766 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3 H3N N5 0.89(2) 2.18(2) 3.0342(19) 161(2) . yes
C5 H5 S1 0.95 2.84 3.6869(15) 148 2_677 yes
C12 H12C O2 0.98 2.50 3.379(2) 149 1_565 yes
C15 H15 F4 0.95 2.53 3.3235(17) 141 2_666 yes
C18 H18 O1 0.95 2.57 3.5112(18) 170 1_545 yes

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.061



####################################################################### 
# 
# 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_KB963_0m
_database_code_depnum_ccdc_archive 'CCDC 2350856'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-06-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C21 H16 F4 N4 O2 S), 0.5(C4 H4 N2)'
_chemical_formula_sum            'C44 H34 F8 N9 O4 S2'
_chemical_formula_weight         968.92

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.6684(9)
_cell_length_b                   12.5374(10)
_cell_length_c                   17.0985(13)
_cell_angle_alpha                99.742(2)
_cell_angle_beta                 94.952(2)
_cell_angle_gamma                117.376(2)
_cell_volume                     2150.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9958
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      30.45

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_F_000             994
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.215
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6599
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32888
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.991
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9833
_reflns_number_gt                8038
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0417P)²+1.3697P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9833
_refine_ls_number_parameters     666
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.0992
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.35518(15) -0.26851(14) 0.81278(9) 0.0160(3) Uani 1 1 d . . . . .
C2A C 0.30146(16) -0.38391(15) 0.76039(10) 0.0206(3) Uani 1 1 d . . . . .
H2A H 0.252386 -0.399887 0.708477 0.025 Uiso 1 1 calc R U . . .
C3A C 0.32008(16) -0.47575(14) 0.78452(10) 0.0205(3) Uani 1 1 d . . . . .
C4A C 0.39422(15) -0.45042(14) 0.86068(10) 0.0179(3) Uani 1 1 d . . . . .
C5A C 0.44706(16) -0.33418(15) 0.91260(9) 0.0199(3) Uani 1 1 d . . . . .
H5A H 0.497000 -0.317340 0.964384 0.024 Uiso 1 1 calc R U . . .
C6A C 0.42672(15) -0.24240(15) 0.88863(9) 0.0184(3) Uani 1 1 d . . . . .
H6A H 0.461600 -0.163040 0.923982 0.022 Uiso 1 1 calc R U . . .
C7A C 0.41041(15) -0.10303(14) 0.73747(9) 0.0172(3) Uani 1 1 d . . . . .
C8A C 0.23555(15) -0.05952(14) 0.75154(9) 0.0177(3) Uani 1 1 d . . . . .
C9A C 0.22658(15) -0.15717(14) 0.79668(9) 0.0173(3) Uani 1 1 d . . . . .
C11A C 0.41873(16) -0.54332(15) 0.88674(10) 0.0218(3) Uani 1 1 d . . . . .
C12A C 0.11465(16) -0.11213(16) 0.68509(10) 0.0234(3) Uani 1 1 d . . . . .
H12A H 0.121755 -0.048218 0.656780 0.035 Uiso 1 1 calc R U . . .
H12B H 0.035561 -0.139267 0.709127 0.035 Uiso 1 1 calc R U . . .
H12C H 0.109017 -0.182694 0.646694 0.035 Uiso 1 1 calc R U . . .
C13A C 0.25251(17) 0.05479(15) 0.81044(10) 0.0237(3) Uani 1 1 d . . . . .
H13A H 0.266665 0.119858 0.781686 0.035 Uiso 1 1 calc R U . . .
H13B H 0.328459 0.084200 0.853597 0.035 Uiso 1 1 calc R U . . .
H13C H 0.173300 0.033792 0.833899 0.035 Uiso 1 1 calc R U . . .
C14A C 0.39673(15) 0.04163(15) 0.66133(10) 0.0191(3) Uani 1 1 d . . . . .
C15A C 0.46736(16) 0.16877(15) 0.68899(10) 0.0232(3) Uani 1 1 d . . . . .
H15A H 0.494395 0.205918 0.745240 0.028 Uiso 1 1 calc R U . . .
C16A C 0.49772(17) 0.24059(16) 0.63298(11) 0.0263(4) Uani 1 1 d . . . . .
H16D H 0.548969 0.327784 0.651681 0.032 Uiso 0.426(3) 1 calc R U P A 2
C17A C 0.45624(16) 0.19018(16) 0.55075(10) 0.0237(3) Uani 1 1 d . . . . .
C18A C 0.38805(17) 0.06264(16) 0.52517(11) 0.0254(4) Uani 1 1 d . . . . .
H18A H 0.360341 0.025804 0.468884 0.030 Uiso 0.574(3) 1 calc R U P A 1
C19A C 0.35887(17) -0.01317(15) 0.57926(10) 0.0224(3) Uani 1 1 d . . . . .
H19A H 0.314004 -0.100585 0.560477 0.027 Uiso 1 1 calc R U . . .
C20A C 0.48297(17) 0.27593(16) 0.49461(11) 0.0271(4) Uani 1 1 d . . . . .
C21A C 0.38623(19) 0.33638(18) 0.39075(11) 0.0299(4) Uani 1 1 d . . . . .
H21A H 0.449723 0.337927 0.356377 0.045 Uiso 1 1 calc R U . . .
H21B H 0.414990 0.420407 0.421918 0.045 Uiso 1 1 calc R U . . .
H21C H 0.299804 0.304039 0.356887 0.045 Uiso 1 1 calc R U . . .
N1A N 0.33352(12) -0.17551(12) 0.78608(8) 0.0162(3) Uani 1 1 d . . . . .
N2A N 0.35582(13) -0.03479(12) 0.71807(8) 0.0175(3) Uani 1 1 d . . . . .
N3A N 0.37759(15) 0.25723(14) 0.44587(8) 0.0234(3) Uani 1 1 d . . . . .
H3NA H 0.302(2) 0.200(2) 0.4489(13) 0.033(6) Uiso 1 1 d . . . . .
N4A N 0.44017(16) -0.61552(14) 0.90766(9) 0.0303(3) Uani 1 1 d . . . . .
O1A O 0.14485(11) -0.20744(11) 0.83562(7) 0.0227(2) Uani 1 1 d . . . . .
O2A O 0.59368(14) 0.35920(15) 0.49694(11) 0.0572(5) Uani 1 1 d . . . . .
S1A S 0.54417(4) -0.10230(4) 0.71295(3) 0.02241(10) Uani 1 1 d . . . . .
C10A C 0.2563(3) -0.6037(2) 0.72873(19) 0.0279(7) Uani 0.843(4) 1 d D U P B 1
F1A F 0.18414(18) -0.69007(13) 0.76747(11) 0.0479(5) Uani 0.843(4) 1 d D U P B
1
F2A F 0.1664(2) -0.6189(2) 0.66913(14) 0.0405(5) Uani 0.843(4) 1 d D U P B 1
F3A F 0.34427(15) -0.63354(15) 0.70605(12) 0.0500(7) Uani 0.843(4) 1 d D U P B
1
C10D C 0.284(2) -0.5807(18) 0.7278(11) 0.056(5) Uani 0.157(4) 1 d D U P B 2
F1D F 0.2632(14) -0.6902(8) 0.7412(6) 0.061(4) Uani 0.157(4) 1 d D U P B 2
F2D F 0.2207(17) -0.5990(13) 0.6547(8) 0.056(3) Uani 0.157(4) 1 d D U P B 2
F3D F 0.3363(9) -0.5807(8) 0.6541(5) 0.050(3) Uani 0.157(4) 1 d D U P B 2
F4A F 0.57385(18) 0.36051(15) 0.65514(10) 0.0277(5) Uani 0.574(3) 1 d . . P A 3
F4D F 0.3496(3) 0.0163(2) 0.45152(13) 0.0303(7) Uani 0.426(3) 1 d . . P A 4
C1B C 0.79620(15) -0.08351(14) 0.91621(9) 0.0178(3) Uani 1 1 d . . . . .
C2B C 0.76093(15) -0.18732(15) 0.85543(10) 0.0189(3) Uani 1 1 d . . . . .
H2B H 0.734699 -0.188697 0.800944 0.023 Uiso 1 1 calc R U . . .
C3B C 0.76410(16) -0.28940(15) 0.87458(10) 0.0190(3) Uani 1 1 d . . . . .
C4B C 0.79764(15) -0.28844(15) 0.95548(10) 0.0191(3) Uani 1 1 d . . . . .
C5B C 0.83237(16) -0.18342(15) 1.01575(10) 0.0216(3) Uani 1 1 d . . . . .
H5B H 0.855238 -0.182638 1.070612 0.026 Uiso 1 1 calc R U . . .
C6B C 0.83378(16) -0.08037(15) 0.99628(10) 0.0203(3) Uani 1 1 d . . . . .
H6B H 0.860258 -0.007881 1.037327 0.024 Uiso 1 1 calc R U . . .
C7B C 0.85030(15) 0.08606(14) 0.84129(9) 0.0177(3) Uani 1 1 d . . . . .
C8B C 0.76407(15) 0.19717(14) 0.91836(9) 0.0176(3) Uani 1 1 d . . . . .
C9B C 0.72854(15) 0.07672(14) 0.94265(9) 0.0174(3) Uani 1 1 d . . . . .
C10B C 0.73023(17) -0.39656(15) 0.80524(10) 0.0219(3) Uani 1 1 d . . . . .
C11B C 0.79670(16) -0.39208(15) 0.98197(10) 0.0208(3) Uani 1 1 d . . . . .
C12B C 0.64201(16) 0.20595(16) 0.89033(10) 0.0219(3) Uani 1 1 d . . . . .
H12D H 0.668195 0.286684 0.878065 0.033 Uiso 1 1 calc R U . . .
H12E H 0.589850 0.196438 0.933150 0.033 Uiso 1 1 calc R U . . .
H12F H 0.589347 0.140372 0.841715 0.033 Uiso 1 1 calc R U . . .
C13B C 0.85605(16) 0.30088(15) 0.99159(9) 0.0205(3) Uani 1 1 d . . . . .
H13D H 0.932685 0.290743 1.006989 0.031 Uiso 1 1 calc R U . . .
H13E H 0.809321 0.297297 1.036856 0.031 Uiso 1 1 calc R U . . .
H13F H 0.885009 0.380997 0.977799 0.031 Uiso 1 1 calc R U . . .
C14B C 0.86410(15) 0.26735(14) 0.79668(9) 0.0175(3) Uani 1 1 d . . . . .
C15B C 0.79896(16) 0.21927(15) 0.71689(9) 0.0194(3) Uani 1 1 d . . . . .
H15B H 0.736901 0.134020 0.697829 0.023 Uiso 1 1 calc R U . . .
C16B C 0.82706(16) 0.29913(15) 0.66592(9) 0.0197(3) Uani 1 1 d . . . . .
C17B C 0.91467(15) 0.42491(14) 0.69086(9) 0.0180(3) Uani 1 1 d . . . . .
C18B C 0.97741(16) 0.46940(15) 0.77150(10) 0.0192(3) Uani 1 1 d . . . . .
H18B H 1.037861 0.555013 0.790870 0.023 Uiso 1 1 calc R U . . .
C19B C 0.95413(16) 0.39221(15) 0.82433(10) 0.0197(3) Uani 1 1 d . . . . .
H19B H 0.999284 0.424403 0.878877 0.024 Uiso 1 1 calc R U . . .
C20B C 0.95094(16) 0.51496(15) 0.63720(9) 0.0195(3) Uani 1 1 d . . . . .
C21B C 0.88651(18) 0.57802(17) 0.52174(11) 0.0293(4) Uani 1 1 d . . . . .
H21D H 0.972372 0.599423 0.506862 0.044 Uiso 1 1 calc R U . . .
H21E H 0.886928 0.653313 0.549533 0.044 Uiso 1 1 calc R U . . .
H21F H 0.818203 0.538054 0.472877 0.044 Uiso 1 1 calc R U . . .
N1B N 0.79187(13) 0.02215(12) 0.89949(8) 0.0176(3) Uani 1 1 d . . . . .
N2B N 0.83354(13) 0.18640(12) 0.85118(8) 0.0178(3) Uani 1 1 d . . . . .
N3B N 0.85979(15) 0.49377(14) 0.57514(9) 0.0240(3) Uani 1 1 d . . . . .
H3NB H 0.779(2) 0.433(2) 0.5666(12) 0.030(5) Uiso 1 1 d . . . . .
N4B N 0.79891(15) -0.46815(14) 1.00981(9) 0.0276(3) Uani 1 1 d . . . . .
O1B O 0.66227(11) 0.03668(10) 0.99183(7) 0.0209(2) Uani 1 1 d . . . . .
O2B O 1.06211(11) 0.60502(11) 0.65265(7) 0.0252(3) Uani 1 1 d . . . . .
F1B F 0.61183(10) -0.43563(9) 0.76084(6) 0.0296(2) Uani 1 1 d . . . . .
F2B F 0.81582(10) -0.36431(10) 0.75517(6) 0.0319(2) Uani 1 1 d . . . . .
F3B F 0.72787(13) -0.49405(10) 0.82790(6) 0.0409(3) Uani 1 1 d . . . . .
F4B F 0.76501(10) 0.24929(9) 0.58763(6) 0.0281(2) Uani 1 1 d . . . . .
S1B S 0.92650(4) 0.04354(4) 0.77620(2) 0.02262(10) Uani 1 1 d . . . . .
C22 C 0.07711(19) 0.11903(17) 0.53099(11) 0.0319(4) Uani 1 1 d . . . . .
H22 H 0.130761 0.204627 0.555273 0.038 Uiso 1 1 calc R U . . .
C23 C -0.03212(19) 0.05180(18) 0.56208(11) 0.0313(4) Uani 1 1 d . . . . .
H23 H -0.052152 0.092671 0.606476 0.038 Uiso 1 1 calc R U . . .
N5 N 0.11021(15) 0.06846(15) 0.46824(9) 0.0292(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
C1A C6A 1.380(2) . ?
C1A C2A 1.385(2) . ?
C1A N1A 1.4362(19) . ?
C2A C3A 1.385(2) . ?
C2A H2A 0.9500 . ?
C3A C10D 1.36(2) . ?
C3A C4A 1.399(2) . ?
C3A C10A 1.516(3) . ?
C4A C5A 1.391(2) . ?
C4A C11A 1.448(2) . ?
C5A C6A 1.394(2) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A N2A 1.3448(19) . ?
C7A N1A 1.3986(19) . ?
C7A S1A 1.6470(16) . ?
C8A N2A 1.4804(19) . ?
C8A C9A 1.524(2) . ?
C8A C13A 1.524(2) . ?
C8A C12A 1.527(2) . ?
C9A O1A 1.2037(18) . ?
C9A N1A 1.3898(19) . ?
C11A N4A 1.146(2) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A C15A 1.383(2) . ?
C14A C19A 1.387(2) . ?
C14A N2A 1.4357(19) . ?
C15A C16A 1.382(2) . ?
C15A H15A 0.9500 . ?
C16A F4A 1.309(2) . ?
C16A C17A 1.382(3) . ?
C16A H16D 0.9500 . ?
C17A C18A 1.384(2) . ?
C17A C20A 1.506(2) . ?
C18A F4D 1.241(3) . ?
C18A C19A 1.389(2) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?
C20A O2A 1.224(2) . ?
C20A N3A 1.324(2) . ?
C21A N3A 1.457(2) . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
N3A H3NA 0.85(2) . ?
C10A F3A 1.310(3) . ?
C10A F2A 1.320(3) . ?
C10A F1A 1.349(3) . ?
C10D F2D 1.325(17) . ?
C10D F1D 1.343(18) . ?
C10D F3D 1.446(18) . ?
C1B C2B 1.385(2) . ?
C1B C6B 1.390(2) . ?
C1B N1B 1.4235(19) . ?
C2B C3B 1.389(2) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.401(2) . ?
C3B C10B 1.503(2) . ?
C4B C5B 1.392(2) . ?
C4B C11B 1.442(2) . ?
C5B C6B 1.381(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B N2B 1.345(2) . ?
C7B N1B 1.4076(19) . ?
C7B S1B 1.6491(15) . ?
C8B N2B 1.4845(18) . ?
C8B C9B 1.514(2) . ?
C8B C12B 1.521(2) . ?
C8B C13B 1.531(2) . ?
C9B O1B 1.2064(18) . ?
C9B N1B 1.3953(19) . ?
C10B F3B 1.3327(18) . ?
C10B F2B 1.3368(19) . ?
C10B F1B 1.3399(19) . ?
C11B N4B 1.145(2) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B C15B 1.387(2) . ?
C14B C19B 1.389(2) . ?
C14B N2B 1.4389(19) . ?
C15B C16B 1.383(2) . ?
C15B H15B 0.9500 . ?
C16B F4B 1.3566(18) . ?
C16B C17B 1.389(2) . ?
C17B C18B 1.392(2) . ?
C17B C20B 1.508(2) . ?
C18B C19B 1.387(2) . ?
C18B H18B 0.9500 . ?
C19B H19B 0.9500 . ?
C20B O2B 1.233(2) . ?
C20B N3B 1.333(2) . ?
C21B N3B 1.456(2) . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
N3B H3NB 0.88(2) . ?
C22 N5 1.330(2) . ?
C22 C23 1.378(3) . ?
C22 H22 0.9500 . ?
C23 N5 1.328(2) 2_556 ?
C23 H23 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6A C1A C2A 121.79(14) . . ?
C6A C1A N1A 120.31(14) . . ?
C2A C1A N1A 117.90(14) . . ?
C3A C2A C1A 119.28(15) . . ?
C3A C2A H2A 120.4 . . ?
C1A C2A H2A 120.4 . . ?
C10D C3A C2A 117.7(8) . . ?
C10D C3A C4A 121.6(9) . . ?
C2A C3A C4A 119.76(15) . . ?
C2A C3A C10A 119.34(18) . . ?
C4A C3A C10A 120.87(17) . . ?
C5A C4A C3A 120.18(14) . . ?
C5A C4A C11A 118.71(15) . . ?
C3A C4A C11A 121.10(15) . . ?
C4A C5A C6A 119.96(15) . . ?
C4A C5A H5A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C1A C6A C5A 119.01(15) . . ?
C1A C6A H6A 120.5 . . ?
C5A C6A H6A 120.5 . . ?
N2A C7A N1A 106.88(13) . . ?
N2A C7A S1A 128.40(12) . . ?
N1A C7A S1A 124.70(11) . . ?
N2A C8A C9A 100.76(11) . . ?
N2A C8A C13A 111.68(13) . . ?
C9A C8A C13A 110.16(13) . . ?
N2A C8A C12A 111.92(13) . . ?
C9A C8A C12A 110.46(13) . . ?
C13A C8A C12A 111.40(13) . . ?
O1A C9A N1A 126.08(14) . . ?
O1A C9A C8A 127.16(14) . . ?
N1A C9A C8A 106.75(12) . . ?
N4A C11A C4A 178.93(19) . . ?
C8A C12A H12A 109.5 . . ?
C8A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C8A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C8A C13A H13A 109.5 . . ?
C8A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C8A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C15A C14A C19A 120.97(15) . . ?
C15A C14A N2A 119.68(14) . . ?
C19A C14A N2A 119.26(14) . . ?
C16A C15A C14A 118.54(16) . . ?
C16A C15A H15A 120.7 . . ?
C14A C15A H15A 120.7 . . ?
F4A C16A C15A 121.32(17) . . ?
F4A C16A C17A 116.17(16) . . ?
C15A C16A C17A 122.41(16) . . ?
C15A C16A H16D 118.8 . . ?
C17A C16A H16D 118.8 . . ?
C16A C17A C18A 117.45(15) . . ?
C16A C17A C20A 118.72(15) . . ?
C18A C17A C20A 123.80(16) . . ?
F4D C18A C17A 118.05(18) . . ?
F4D C18A C19A 119.92(19) . . ?
C17A C18A C19A 122.01(16) . . ?
C17A C18A H18A 119.0 . . ?
C19A C18A H18A 119.0 . . ?
C14A C19A C18A 118.50(15) . . ?
C14A C19A H19A 120.8 . . ?
C18A C19A H19A 120.8 . . ?
O2A C20A N3A 123.36(16) . . ?
O2A C20A C17A 121.66(16) . . ?
N3A C20A C17A 114.91(15) . . ?
N3A C21A H21A 109.5 . . ?
N3A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
N3A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C9A N1A C7A 112.18(12) . . ?
C9A N1A C1A 124.59(12) . . ?
C7A N1A C1A 122.80(12) . . ?
C7A N2A C14A 124.18(13) . . ?
C7A N2A C8A 113.41(12) . . ?
C14A N2A C8A 121.83(12) . . ?
C20A N3A C21A 121.57(15) . . ?
C20A N3A H3NA 119.0(14) . . ?
C21A N3A H3NA 119.4(14) . . ?
F3A C10A F2A 114.7(3) . . ?
F3A C10A F1A 105.3(2) . . ?
F2A C10A F1A 101.7(2) . . ?
F3A C10A C3A 111.6(2) . . ?
F2A C10A C3A 112.3(2) . . ?
F1A C10A C3A 110.5(2) . . ?
F2D C10D F1D 108.9(16) . . ?
F2D C10D C3A 120.3(16) . . ?
F1D C10D C3A 126.7(13) . . ?
F2D C10D F3D 54.0(11) . . ?
F1D C10D F3D 101.5(16) . . ?
C3A C10D F3D 122.8(14) . . ?
C2B C1B C6B 120.88(14) . . ?
C2B C1B N1B 121.51(14) . . ?
C6B C1B N1B 117.58(14) . . ?
C1B C2B C3B 119.66(15) . . ?
C1B C2B H2B 120.2 . . ?
C3B C2B H2B 120.2 . . ?
C2B C3B C4B 119.73(15) . . ?
C2B C3B C10B 116.75(14) . . ?
C4B C3B C10B 123.52(14) . . ?
C5B C4B C3B 119.73(14) . . ?
C5B C4B C11B 116.28(14) . . ?
C3B C4B C11B 123.98(15) . . ?
C6B C5B C4B 120.41(15) . . ?
C6B C5B H5B 119.8 . . ?
C4B C5B H5B 119.8 . . ?
C5B C6B C1B 119.50(15) . . ?
C5B C6B H6B 120.2 . . ?
C1B C6B H6B 120.2 . . ?
N2B C7B N1B 106.76(12) . . ?
N2B C7B S1B 128.29(12) . . ?
N1B C7B S1B 124.93(11) . . ?
N2B C8B C9B 100.93(11) . . ?
N2B C8B C12B 111.99(13) . . ?
C9B C8B C12B 111.37(13) . . ?
N2B C8B C13B 112.28(13) . . ?
C9B C8B C13B 106.56(13) . . ?
C12B C8B C13B 112.94(13) . . ?
O1B C9B N1B 126.00(14) . . ?
O1B C9B C8B 127.17(14) . . ?
N1B C9B C8B 106.78(12) . . ?
F3B C10B F2B 107.17(13) . . ?
F3B C10B F1B 106.95(14) . . ?
F2B C10B F1B 106.27(13) . . ?
F3B C10B C3B 113.78(13) . . ?
F2B C10B C3B 111.21(14) . . ?
F1B C10B C3B 111.06(13) . . ?
N4B C11B C4B 173.96(18) . . ?
C8B C12B H12D 109.5 . . ?
C8B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C8B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C8B C13B H13D 109.5 . . ?
C8B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C8B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C15B C14B C19B 120.74(14) . . ?
C15B C14B N2B 118.82(14) . . ?
C19B C14B N2B 120.41(14) . . ?
C16B C15B C14B 118.01(15) . . ?
C16B C15B H15B 121.0 . . ?
C14B C15B H15B 121.0 . . ?
F4B C16B C15B 116.92(14) . . ?
F4B C16B C17B 119.61(13) . . ?
C15B C16B C17B 123.47(15) . . ?
C16B C17B C18B 116.62(14) . . ?
C16B C17B C20B 125.40(14) . . ?
C18B C17B C20B 117.93(14) . . ?
C19B C18B C17B 121.83(15) . . ?
C19B C18B H18B 119.1 . . ?
C17B C18B H18B 119.1 . . ?
C18B C19B C14B 119.31(15) . . ?
C18B C19B H19B 120.3 . . ?
C14B C19B H19B 120.3 . . ?
O2B C20B N3B 122.84(15) . . ?
O2B C20B C17B 119.17(14) . . ?
N3B C20B C17B 117.98(14) . . ?
N3B C21B H21D 109.5 . . ?
N3B C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
N3B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C9B N1B C7B 111.63(12) . . ?
C9B N1B C1B 121.96(12) . . ?
C7B N1B C1B 126.40(12) . . ?
C7B N2B C14B 124.02(13) . . ?
C7B N2B C8B 113.20(12) . . ?
C14B N2B C8B 122.34(12) . . ?
C20B N3B C21B 121.17(15) . . ?
C20B N3B H3NB 122.6(13) . . ?
C21B N3B H3NB 116.0(13) . . ?
N5 C22 C23 122.40(17) . . ?
N5 C22 H22 118.8 . . ?
C23 C22 H22 118.8 . . ?
N5 C23 C22 121.89(17) 2_556 . ?
N5 C23 H23 119.1 2_556 . ?
C22 C23 H23 119.1 . . ?
C23 N5 C22 115.71(15) 2_556 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A C3A -0.1(2) . . . . ?
N1A C1A C2A C3A -179.70(14) . . . . ?
C1A C2A C3A C10D -169.9(11) . . . . ?
C1A C2A C3A C4A -0.9(2) . . . . ?
C1A C2A C3A C10A 177.32(17) . . . . ?
C10D C3A C4A C5A 169.7(11) . . . . ?
C2A C3A C4A C5A 1.2(2) . . . . ?
C10A C3A C4A C5A -177.08(18) . . . . ?
C10D C3A C4A C11A -9.6(11) . . . . ?
C2A C3A C4A C11A -178.16(15) . . . . ?
C10A C3A C4A C11A 3.6(3) . . . . ?
C3A C4A C5A C6A -0.3(2) . . . . ?
C11A C4A C5A C6A 179.04(14) . . . . ?
C2A C1A C6A C5A 1.0(2) . . . . ?
N1A C1A C6A C5A -179.46(13) . . . . ?
C4A C5A C6A C1A -0.8(2) . . . . ?
N2A C8A C9A O1A 179.13(16) . . . . ?
C13A C8A C9A O1A 61.1(2) . . . . ?
C12A C8A C9A O1A -62.4(2) . . . . ?
N2A C8A C9A N1A 0.58(15) . . . . ?
C13A C8A C9A N1A -117.47(14) . . . . ?
C12A C8A C9A N1A 119.04(14) . . . . ?
C19A C14A C15A C16A 1.1(2) . . . . ?
N2A C14A C15A C16A -175.59(15) . . . . ?
C14A C15A C16A F4A -173.99(17) . . . . ?
C14A C15A C16A C17A 2.3(3) . . . . ?
F4A C16A C17A C18A 172.94(17) . . . . ?
C15A C16A C17A C18A -3.5(3) . . . . ?
F4A C16A C17A C20A -9.3(3) . . . . ?
C15A C16A C17A C20A 174.29(16) . . . . ?
C16A C17A C18A F4D 179.6(2) . . . . ?
C20A C17A C18A F4D 1.9(3) . . . . ?
C16A C17A C18A C19A 1.5(3) . . . . ?
C20A C17A C18A C19A -176.21(16) . . . . ?
C15A C14A C19A C18A -3.0(2) . . . . ?
N2A C14A C19A C18A 173.68(14) . . . . ?
F4D C18A C19A C14A -176.4(2) . . . . ?
C17A C18A C19A C14A 1.7(3) . . . . ?
C16A C17A C20A O2A 53.6(3) . . . . ?
C18A C17A C20A O2A -128.7(2) . . . . ?
C16A C17A C20A N3A -123.61(18) . . . . ?
C18A C17A C20A N3A 54.0(2) . . . . ?
O1A C9A N1A C7A -179.95(15) . . . . ?
C8A C9A N1A C7A -1.38(17) . . . . ?
O1A C9A N1A C1A 7.4(3) . . . . ?
C8A C9A N1A C1A -174.01(13) . . . . ?
N2A C7A N1A C9A 1.64(17) . . . . ?
S1A C7A N1A C9A 179.97(12) . . . . ?
N2A C7A N1A C1A 174.42(13) . . . . ?
S1A C7A N1A C1A -7.3(2) . . . . ?
C6A C1A N1A C9A -90.68(19) . . . . ?
C2A C1A N1A C9A 88.90(18) . . . . ?
C6A C1A N1A C7A 97.45(18) . . . . ?
C2A C1A N1A C7A -82.97(18) . . . . ?
N1A C7A N2A C14A -172.64(14) . . . . ?
S1A C7A N2A C14A 9.1(2) . . . . ?
N1A C7A N2A C8A -1.23(18) . . . . ?
S1A C7A N2A C8A -179.47(12) . . . . ?
C15A C14A N2A C7A -106.42(18) . . . . ?
C19A C14A N2A C7A 76.9(2) . . . . ?
C15A C14A N2A C8A 82.86(19) . . . . ?
C19A C14A N2A C8A -93.86(18) . . . . ?
C9A C8A N2A C7A 0.41(17) . . . . ?
C13A C8A N2A C7A 117.34(15) . . . . ?
C12A C8A N2A C7A -116.98(15) . . . . ?
C9A C8A N2A C14A 172.05(13) . . . . ?
C13A C8A N2A C14A -71.02(18) . . . . ?
C12A C8A N2A C14A 54.66(19) . . . . ?
O2A C20A N3A C21A -0.2(3) . . . . ?
C17A C20A N3A C21A 176.94(15) . . . . ?
C2A C3A C10A F3A 117.0(2) . . . . ?
C4A C3A C10A F3A -64.7(3) . . . . ?
C2A C3A C10A F2A -13.4(3) . . . . ?
C4A C3A C10A F2A 164.9(2) . . . . ?
C2A C3A C10A F1A -126.1(2) . . . . ?
C4A C3A C10A F1A 52.1(3) . . . . ?
C2A C3A C10D F2D -7(2) . . . . ?
C4A C3A C10D F2D -176.1(14) . . . . ?
C2A C3A C10D F1D -162.2(18) . . . . ?
C4A C3A C10D F1D 29(3) . . . . ?
C2A C3A C10D F3D 57(2) . . . . ?
C4A C3A C10D F3D -111.8(15) . . . . ?
C6B C1B C2B C3B -0.5(2) . . . . ?
N1B C1B C2B C3B -178.74(14) . . . . ?
C1B C2B C3B C4B 2.6(2) . . . . ?
C1B C2B C3B C10B -177.43(14) . . . . ?
C2B C3B C4B C5B -2.4(2) . . . . ?
C10B C3B C4B C5B 177.64(15) . . . . ?
C2B C3B C4B C11B 176.43(15) . . . . ?
C10B C3B C4B C11B -3.5(2) . . . . ?
C3B C4B C5B C6B 0.1(2) . . . . ?
C11B C4B C5B C6B -178.87(15) . . . . ?
C4B C5B C6B C1B 2.0(2) . . . . ?
C2B C1B C6B C5B -1.8(2) . . . . ?
N1B C1B C6B C5B 176.45(14) . . . . ?
N2B C8B C9B O1B -174.46(16) . . . . ?
C12B C8B C9B O1B -55.4(2) . . . . ?
C13B C8B C9B O1B 68.1(2) . . . . ?
N2B C8B C9B N1B 7.95(16) . . . . ?
C12B C8B C9B N1B 126.96(13) . . . . ?
C13B C8B C9B N1B -109.46(14) . . . . ?
C2B C3B C10B F3B -176.43(14) . . . . ?
C4B C3B C10B F3B 3.5(2) . . . . ?
C2B C3B C10B F2B 62.43(19) . . . . ?
C4B C3B C10B F2B -117.65(17) . . . . ?
C2B C3B C10B F1B -55.70(19) . . . . ?
C4B C3B C10B F1B 124.22(16) . . . . ?
C19B C14B C15B C16B 0.4(2) . . . . ?
N2B C14B C15B C16B 178.31(14) . . . . ?
C14B C15B C16B F4B 178.12(13) . . . . ?
C14B C15B C16B C17B -1.4(2) . . . . ?
F4B C16B C17B C18B -178.41(14) . . . . ?
C15B C16B C17B C18B 1.1(2) . . . . ?
F4B C16B C17B C20B -1.1(2) . . . . ?
C15B C16B C17B C20B 178.41(15) . . . . ?
C16B C17B C18B C19B 0.2(2) . . . . ?
C20B C17B C18B C19B -177.31(14) . . . . ?
C17B C18B C19B C14B -1.1(2) . . . . ?
C15B C14B C19B C18B 0.8(2) . . . . ?
N2B C14B C19B C18B -177.05(14) . . . . ?
C16B C17B C20B O2B -148.72(16) . . . . ?
C18B C17B C20B O2B 28.5(2) . . . . ?
C16B C17B C20B N3B 32.0(2) . . . . ?
C18B C17B C20B N3B -150.79(15) . . . . ?
O1B C9B N1B C7B 174.18(16) . . . . ?
C8B C9B N1B C7B -8.19(17) . . . . ?
O1B C9B N1B C1B -7.1(2) . . . . ?
C8B C9B N1B C1B 170.48(14) . . . . ?
N2B C7B N1B C9B 4.66(18) . . . . ?
S1B C7B N1B C9B -176.59(12) . . . . ?
N2B C7B N1B C1B -173.94(14) . . . . ?
S1B C7B N1B C1B 4.8(2) . . . . ?
C2B C1B N1B C9B 129.45(16) . . . . ?
C6B C1B N1B C9B -48.8(2) . . . . ?
C2B C1B N1B C7B -52.1(2) . . . . ?
C6B C1B N1B C7B 129.64(16) . . . . ?
N1B C7B N2B C14B -171.54(14) . . . . ?
S1B C7B N2B C14B 9.8(2) . . . . ?
N1B C7B N2B C8B 1.02(18) . . . . ?
S1B C7B N2B C8B -177.67(12) . . . . ?
C15B C14B N2B C7B 60.7(2) . . . . ?
C19B C14B N2B C7B -121.37(17) . . . . ?
C15B C14B N2B C8B -111.18(17) . . . . ?
C19B C14B N2B C8B 66.7(2) . . . . ?
C9B C8B N2B C7B -5.59(17) . . . . ?
C12B C8B N2B C7B -124.16(15) . . . . ?
C13B C8B N2B C7B 107.54(15) . . . . ?
C9B C8B N2B C14B 167.11(14) . . . . ?
C12B C8B N2B C14B 48.54(19) . . . . ?
C13B C8B N2B C14B -79.76(18) . . . . ?
O2B C20B N3B C21B -0.7(3) . . . . ?
C17B C20B N3B C21B 178.61(15) . . . . ?
N5 C22 C23 N5 1.0(3) . . . 2_556 ?
C23 C22 N5 C23 -0.9(3) . . . 2_556 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3A H3NA N5 0.85(2) 2.18(2) 3.034(2) 173(2) . yes
N3B H3NB O2A 0.88(2) 2.07(2) 2.825(2) 143.3(18) . yes
C2A H2A O2B 0.95 2.37 3.144(2) 138.1 1_445 yes
C12A H12C O2B 0.98 2.48 3.246(2) 134.7 1_445 yes
C13B H13F N4B 0.98 2.53 3.230(2) 128.7 1_565 yes
C22 H22 F2A^a 0.95 2.53 3.355(3) 145.0 1_565 yes
C18B H18B O1A 0.95 2.58 3.505(2) 164.4 1_665 yes
C6A H6A O1B 0.95 2.50 3.338(2) 146.9 . yes
C15B H15B S1A 0.95 2.85 3.7346(16) 155.0 . yes

_refine_diff_density_max         0.855
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_KB425_0m
_database_code_depnum_ccdc_archive 'CCDC 2350854'
loop_
_audit_author_name
_audit_author_address
'Sridhar Balasubramanian'
;CSIR Indian Institute of Chemical Technology
India
;
_audit_update_record             
;
2024-05-22 deposited with the CCDC.	2024-06-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C21 H16 F4 N4 O2 S), 0.5(C4 H8 O2)'
_chemical_formula_sum            'C44 H36 F8 N8 O5 S2'
_chemical_formula_weight         972.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.669(2)
_cell_length_b                   12.500(3)
_cell_length_c                   17.234(4)
_cell_angle_alpha                75.064(6)
_cell_angle_beta                 84.535(6)
_cell_angle_gamma                62.435(5)
_cell_volume                     2152.3(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9789
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      30.44

_exptl_crystal_description       block
_exptl_crystal_colour            colorles
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.216
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6522
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON-100'
_diffrn_measurement_method       'ω and φ'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43963
_diffrn_reflns_av_unetI/netI     0.0634
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.991
_diffrn_reflns_theta_max         30.596
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             12967
_reflns_number_gt                8616
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0463P)²+1.1946P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12967
_refine_ls_number_parameters     664
_refine_ls_number_restraints     170
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1291
_refine_ls_wR_factor_gt          0.1057
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C -0.12344(15) 1.27003(15) 0.81342(10) 0.0181(3) Uani 1 1 d . . . . .
C2A C -0.18677(17) 1.38372(17) 0.75947(11) 0.0241(4) Uani 1 1 d . . . . .
H2A H -0.154824 1.398119 0.707014 0.029 Uiso 1 1 calc R U . . .
C3A C -0.29711(17) 1.47652(16) 0.78237(11) 0.0242(4) Uani 1 1 d D U . . .
C4A C -0.34383(16) 1.45305(16) 0.85938(11) 0.0218(4) Uani 1 1 d . . . . .
C5A C -0.27871(17) 1.33854(17) 0.91277(11) 0.0243(4) Uani 1 1 d . . . . .
H5A H -0.310378 1.323177 0.965199 0.029 Uiso 1 1 calc R U . . .
C6A C -0.16721(17) 1.24615(17) 0.88979(10) 0.0219(4) Uani 1 1 d . . . . .
H6A H -0.121882 1.167669 0.926258 0.026 Uiso 1 1 calc R U . . .
C7A C -0.01063(16) 1.10542(15) 0.73826(10) 0.0186(3) Uani 1 1 d . U . . .
C8A C 0.20606(16) 1.06207(16) 0.75565(10) 0.0200(3) Uani 1 1 d . . . . .
C9A C 0.11555(16) 1.15878(16) 0.80041(10) 0.0196(3) Uani 1 1 d . . . . .
C11A C -0.46042(18) 1.54604(18) 0.88535(12) 0.0271(4) Uani 1 1 d . . . . .
C12A C 0.27517(18) 1.11755(19) 0.69109(12) 0.0275(4) Uani 1 1 d . . . . .
H12A H 0.334331 1.054146 0.663300 0.041 Uiso 1 1 calc R U . . .
H12B H 0.324364 1.146253 0.716050 0.041 Uiso 1 1 calc R U . . .
H12C H 0.211310 1.187970 0.652359 0.041 Uiso 1 1 calc R U . . .
C13A C 0.30191(17) 0.94760(17) 0.81434(11) 0.0272(4) Uani 1 1 d . . . . .
H13A H 0.354096 0.882824 0.785799 0.041 Uiso 1 1 calc R U . . .
H13B H 0.254819 0.916698 0.856788 0.041 Uiso 1 1 calc R U . . .
H13C H 0.358616 0.969464 0.838291 0.041 Uiso 1 1 calc R U . . .
C14A C 0.14946(16) 0.96063(16) 0.66409(11) 0.0212(3) Uani 1 1 d . . . . .
C15A C 0.12865(17) 1.01633(17) 0.58268(11) 0.0235(4) Uani 1 1 d . . . . .
H15A H 0.083889 1.104242 0.564016 0.028 Uiso 1 1 calc R U . . .
C16A C 0.17463(18) 0.94086(18) 0.52916(11) 0.0271(4) Uani 1 1 d . . . . .
H16D H 0.162139 0.978610 0.473198 0.032 Uiso 0.428(3) 1 calc R U P A 2
C17A C 0.23800(18) 0.81270(18) 0.55406(12) 0.0261(4) Uani 1 1 d . . . . .
C18A C 0.25071(19) 0.76118(18) 0.63590(12) 0.0293(4) Uani 1 1 d . . . . .
H18A H 0.289198 0.673220 0.654665 0.035 Uiso 0.572(3) 1 calc R U P A 1
C19A C 0.20949(18) 0.83293(17) 0.69130(11) 0.0261(4) Uani 1 1 d . . . . .
H19A H 0.222242 0.795015 0.747235 0.031 Uiso 1 1 calc R U . . .
C20A C 0.2961(2) 0.72714(19) 0.49835(12) 0.0315(4) Uani 1 1 d . . . . .
C21A C 0.4468(2) 0.6727(2) 0.39118(12) 0.0335(5) Uani 1 1 d . . . . .
H21A H 0.385745 0.666065 0.359689 0.050 Uiso 1 1 calc R U . . .
H21B H 0.505868 0.589831 0.422366 0.050 Uiso 1 1 calc R U . . .
H21C H 0.496517 0.708884 0.354876 0.050 Uiso 1 1 calc R U . . .
F1A F -0.4767(3) 1.6324(3) 0.7071(2) 0.0582(9) Uani 0.572(3) 1 d D U P A 1
F2A F -0.3727(3) 1.6917(2) 0.76416(18) 0.0560(8) Uani 0.572(3) 1 d D U P A 1
F3A F -0.2873(6) 1.6143(6) 0.6648(3) 0.0618(17) Uani 0.572(3) 1 d D U P A 1
F4A F 0.1600(2) 0.98816(18) 0.45451(11) 0.0362(6) Uani 0.572(3) 1 d . . P A 1
C10A C -0.3587(5) 1.6047(5) 0.7279(3) 0.0357(12) Uani 0.572(3) 1 d D U P A 1
F1D F -0.4599(5) 1.6856(4) 0.7382(3) 0.0839(18) Uani 0.428(3) 1 d D U P A 2
F2D F -0.4148(4) 1.5766(3) 0.6543(2) 0.0593(10) Uani 0.428(3) 1 d D U P A 2
F3D F -0.2892(7) 1.6363(8) 0.6791(5) 0.0561(16) Uani 0.428(3) 1 d D U P A 2
F4D F 0.2939(3) 0.6424(2) 0.65544(14) 0.0292(7) Uani 0.428(3) 1 d . . P A 2
C10D C -0.3670(8) 1.5914(6) 0.7162(4) 0.0353(15) Uani 0.428(3) 1 d D U P A 2
N1A N -0.00832(13) 1.17690(13) 0.78774(8) 0.0185(3) Uani 1 1 d . U . . .
N2A N 0.11245(13) 1.03727(13) 0.72038(9) 0.0198(3) Uani 1 1 d . U . . .
N3A N 0.37596(15) 0.75185(16) 0.44539(10) 0.0259(3) Uani 1 1 d . . . . .
H3NA H 0.390(2) 0.810(2) 0.4446(13) 0.033(6) Uiso 1 1 d . . . . .
N4A N -0.55303(17) 1.61718(17) 0.90729(11) 0.0385(4) Uani 1 1 d . . . . .
O1A O 0.14553(12) 1.20862(12) 0.84031(8) 0.0266(3) Uani 1 1 d . . . . .
O2A O 0.2755(2) 0.63825(18) 0.50477(13) 0.0672(6) Uani 1 1 d . . . . .
S1A S -0.14193(4) 1.10487(5) 0.71133(3) 0.02676(11) Uani 1 1 d . U . . .
C1B C -0.37649(16) 1.08231(16) 0.91379(10) 0.0210(3) Uani 1 1 d . . . . .
C2B C -0.44481(16) 1.18631(17) 0.85342(11) 0.0224(4) Uani 1 1 d . . . . .
H2B H -0.419829 1.188220 0.799177 0.027 Uiso 1 1 calc R U . . .
C3B C -0.55019(16) 1.28802(17) 0.87252(10) 0.0215(3) Uani 1 1 d . . . . .
C4B C -0.58242(16) 1.28616(17) 0.95306(11) 0.0222(4) Uani 1 1 d . . . . .
C5B C -0.51176(18) 1.18058(17) 1.01301(11) 0.0259(4) Uani 1 1 d . . . . .
H5B H -0.533691 1.179208 1.067659 0.031 Uiso 1 1 calc R U . . .
C6B C -0.41031(17) 1.07824(17) 0.99348(11) 0.0246(4) Uani 1 1 d . . . . .
H6B H -0.363846 1.005420 1.034266 0.029 Uiso 1 1 calc R U . . .
C7B C -0.26176(16) 0.91235(16) 0.83968(10) 0.0209(3) Uani 1 1 d . . . . .
C8B C -0.06511(16) 0.80223(16) 0.91538(10) 0.0198(3) Uani 1 1 d . . . . .
C9B C -0.14956(16) 0.92246(16) 0.93947(10) 0.0205(3) Uani 1 1 d . . . . .
C10B C -0.62401(18) 1.39509(18) 0.80397(11) 0.0272(4) Uani 1 1 d . . . . .
C11B C -0.68490(17) 1.38918(17) 0.97959(11) 0.0248(4) Uani 1 1 d . . . . .
C12B C 0.06517(17) 0.79463(19) 0.88719(11) 0.0263(4) Uani 1 1 d . . . . .
H12D H 0.119858 0.713423 0.875441 0.039 Uiso 1 1 calc R U . . .
H12E H 0.107107 0.804950 0.929416 0.039 Uiso 1 1 calc R U . . .
H12F H 0.052634 0.860602 0.838508 0.039 Uiso 1 1 calc R U . . .
C13B C -0.05265(18) 0.69726(17) 0.98811(11) 0.0242(4) Uani 1 1 d . . . . .
H13D H -0.138809 0.705410 1.003574 0.036 Uiso 1 1 calc R U . . .
H13E H -0.010807 0.701874 1.032974 0.036 Uiso 1 1 calc R U . . .
H13F H -0.000319 0.617033 0.974534 0.036 Uiso 1 1 calc R U . . .
C14B C -0.09430(16) 0.73149(16) 0.79511(10) 0.0198(3) Uani 1 1 d . . . . .
C15B C -0.07644(17) 0.78015(17) 0.71574(11) 0.0229(4) Uani 1 1 d . . . . .
H15B H -0.099154 0.866036 0.696555 0.027 Uiso 1 1 calc R U . . .
C16B C -0.02477(17) 0.70044(17) 0.66539(10) 0.0222(4) Uani 1 1 d . . . . .
C17B C 0.01252(16) 0.57417(16) 0.69018(10) 0.0197(3) Uani 1 1 d . . . . .
C18B C -0.00711(16) 0.52887(17) 0.77046(10) 0.0220(4) Uani 1 1 d . . . . .
H18B H 0.016984 0.442737 0.789919 0.026 Uiso 1 1 calc R U . . .
C19B C -0.06090(17) 0.60646(17) 0.82250(11) 0.0225(4) Uani 1 1 d . . . . .
H19B H -0.074760 0.573891 0.876774 0.027 Uiso 1 1 calc R U . . .
C20B C 0.06465(16) 0.48439(17) 0.63702(10) 0.0219(4) Uani 1 1 d . . . . .
C21B C 0.1915(2) 0.4228(2) 0.52183(13) 0.0361(5) Uani 1 1 d . . . . .
H21D H 0.219412 0.464254 0.473056 0.054 Uiso 1 1 calc R U . . .
H21E H 0.126303 0.401956 0.507495 0.054 Uiso 1 1 calc R U . . .
H21F H 0.266061 0.346514 0.548537 0.054 Uiso 1 1 calc R U . . .
N1B N -0.26692(13) 0.97660(14) 0.89717(9) 0.0211(3) Uani 1 1 d . . . . .
N2B N -0.14470(13) 0.81256(13) 0.84910(8) 0.0204(3) Uani 1 1 d . . . . .
N3B N 0.13635(16) 0.50528(16) 0.57570(10) 0.0276(3) Uani 1 1 d . . . . .
H3NB H 0.158(2) 0.565(2) 0.5687(14) 0.041(7) Uiso 1 1 d . . . . .
N4B N -0.76343(16) 1.46487(16) 1.00697(11) 0.0333(4) Uani 1 1 d . . . . .
O1B O -0.12339(12) 0.96313(12) 0.98767(8) 0.0258(3) Uani 1 1 d . . . . .
O2B O 0.04073(13) 0.39510(13) 0.65153(8) 0.0302(3) Uani 1 1 d . . . . .
F1B F -0.71646(14) 1.49270(12) 0.82618(8) 0.0563(4) Uani 1 1 d . . . . .
F2B F -0.54556(12) 1.43444(11) 0.75772(7) 0.0387(3) Uani 1 1 d . . . . .
F3B F -0.67798(12) 1.36237(12) 0.75549(8) 0.0420(3) Uani 1 1 d . . . . .
F4B F -0.01130(12) 0.75054(10) 0.58750(6) 0.0340(3) Uani 1 1 d . . . . .
S1B S -0.37980(4) 0.95347(5) 0.77599(3) 0.02858(12) Uani 1 1 d . . . . .
C22 C 0.3935(2) 1.06904(18) 0.44689(12) 0.0311(4) Uani 1 1 d . . . . .
H22A H 0.321017 1.095069 0.483989 0.037 Uiso 1 1 calc R U . . .
H22B H 0.357371 1.105106 0.391212 0.037 Uiso 1 1 calc R U . . .
C23 C 0.4855(2) 1.11695(19) 0.45830(11) 0.0299(4) Uani 1 1 d . . . . .
H23A H 0.554755 1.095959 0.418613 0.036 Uiso 1 1 calc R U . . .
H23B H 0.438874 1.208638 0.448959 0.036 Uiso 1 1 calc R U . . .
O3 O 0.45798(14) 0.93633(13) 0.46202(8) 0.0299(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
C1A C6A 1.376(2) . ?
C1A C2A 1.381(2) . ?
C1A N1A 1.436(2) . ?
C2A C3A 1.384(2) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.398(3) . ?
C3A C10A 1.501(6) . ?
C3A C10D 1.508(7) . ?
C4A C5A 1.386(3) . ?
C4A C11A 1.446(2) . ?
C5A C6A 1.389(2) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A N2A 1.342(2) . ?
C7A N1A 1.395(2) . ?
C7A S1A 1.6461(18) . ?
C8A N2A 1.482(2) . ?
C8A C13A 1.520(3) . ?
C8A C9A 1.522(2) . ?
C8A C12A 1.523(3) . ?
C9A O1A 1.205(2) . ?
C9A N1A 1.386(2) . ?
C11A N4A 1.144(2) . ?
C12A H12A 0.9800 . ?
C12A H12B 0.9800 . ?
C12A H12C 0.9800 . ?
C13A H13A 0.9800 . ?
C13A H13B 0.9800 . ?
C13A H13C 0.9800 . ?
C14A C19A 1.379(3) . ?
C14A C15A 1.385(3) . ?
C14A N2A 1.436(2) . ?
C15A C16A 1.384(2) . ?
C15A H15A 0.9500 . ?
C16A F4A 1.261(3) . ?
C16A C17A 1.381(3) . ?
C16A H16D 0.9500 . ?
C17A C18A 1.382(3) . ?
C17A C20A 1.503(2) . ?
C18A F4D 1.286(3) . ?
C18A C19A 1.379(2) . ?
C18A H18A 0.9500 . ?
C19A H19A 0.9500 . ?
C20A O2A 1.218(2) . ?
C20A N3A 1.325(2) . ?
C21A N3A 1.451(2) . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
F1A C10A 1.316(6) . ?
F2A C10A 1.328(6) . ?
F3A C10A 1.321(6) . ?
F1D C10D 1.295(7) . ?
F2D C10D 1.341(7) . ?
F3D C10D 1.314(8) . ?
N3A H3NA 0.82(2) . ?
C1B C2B 1.382(3) . ?
C1B C6B 1.387(2) . ?
C1B N1B 1.423(2) . ?
C2B C3B 1.389(2) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.400(2) . ?
C3B C10B 1.497(3) . ?
C4B C5B 1.393(3) . ?
C4B C11B 1.439(2) . ?
C5B C6B 1.377(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B N2B 1.345(2) . ?
C7B N1B 1.409(2) . ?
C7B S1B 1.6457(18) . ?
C8B N2B 1.483(2) . ?
C8B C9B 1.508(2) . ?
C8B C12B 1.518(2) . ?
C8B C13B 1.525(3) . ?
C9B O1B 1.205(2) . ?
C9B N1B 1.394(2) . ?
C10B F1B 1.320(2) . ?
C10B F3B 1.333(2) . ?
C10B F2B 1.338(2) . ?
C11B N4B 1.141(2) . ?
C12B H12D 0.9800 . ?
C12B H12E 0.9800 . ?
C12B H12F 0.9800 . ?
C13B H13D 0.9800 . ?
C13B H13E 0.9800 . ?
C13B H13F 0.9800 . ?
C14B C19B 1.381(3) . ?
C14B C15B 1.385(2) . ?
C14B N2B 1.438(2) . ?
C15B C16B 1.378(2) . ?
C15B H15B 0.9500 . ?
C16B F4B 1.355(2) . ?
C16B C17B 1.384(3) . ?
C17B C18B 1.394(2) . ?
C17B C20B 1.504(2) . ?
C18B C19B 1.385(2) . ?
C18B H18B 0.9500 . ?
C19B H19B 0.9500 . ?
C20B O2B 1.232(2) . ?
C20B N3B 1.333(2) . ?
C21B N3B 1.451(2) . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 0.9800 . ?
N3B H3NB 0.86(2) . ?
C22 O3 1.430(2) . ?
C22 C23 1.499(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 O3 1.435(2) 2_676 ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?

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
C6A C1A C2A 121.69(15) . . ?
C6A C1A N1A 120.50(15) . . ?
C2A C1A N1A 117.80(15) . . ?
C1A C2A C3A 119.52(16) . . ?
C1A C2A H2A 120.2 . . ?
C3A C2A H2A 120.2 . . ?
C2A C3A C4A 119.45(16) . . ?
C2A C3A C10A 120.2(3) . . ?
C4A C3A C10A 120.1(3) . . ?
C2A C3A C10D 115.1(3) . . ?
C4A C3A C10D 124.9(3) . . ?
C5A C4A C3A 120.18(15) . . ?
C5A C4A C11A 118.36(16) . . ?
C3A C4A C11A 121.45(17) . . ?
C4A C5A C6A 120.14(16) . . ?
C4A C5A H5A 119.9 . . ?
C6A C5A H5A 119.9 . . ?
C1A C6A C5A 119.00(16) . . ?
C1A C6A H6A 120.5 . . ?
C5A C6A H6A 120.5 . . ?
N2A C7A N1A 106.90(14) . . ?
N2A C7A S1A 128.26(13) . . ?
N1A C7A S1A 124.81(12) . . ?
N2A C8A C13A 112.36(15) . . ?
N2A C8A C9A 100.73(13) . . ?
C13A C8A C9A 110.10(14) . . ?
N2A C8A C12A 111.76(14) . . ?
C13A C8A C12A 111.30(15) . . ?
C9A C8A C12A 110.12(15) . . ?
O1A C9A N1A 126.44(16) . . ?
O1A C9A C8A 126.87(16) . . ?
N1A C9A C8A 106.68(14) . . ?
N4A C11A C4A 178.2(2) . . ?
C8A C12A H12A 109.5 . . ?
C8A C12A H12B 109.5 . . ?
H12A C12A H12B 109.5 . . ?
C8A C12A H12C 109.5 . . ?
H12A C12A H12C 109.5 . . ?
H12B C12A H12C 109.5 . . ?
C8A C13A H13A 109.5 . . ?
C8A C13A H13B 109.5 . . ?
H13A C13A H13B 109.5 . . ?
C8A C13A H13C 109.5 . . ?
H13A C13A H13C 109.5 . . ?
H13B C13A H13C 109.5 . . ?
C19A C14A C15A 120.80(16) . . ?
C19A C14A N2A 119.85(16) . . ?
C15A C14A N2A 119.30(16) . . ?
C16A C15A C14A 118.40(17) . . ?
C16A C15A H15A 120.8 . . ?
C14A C15A H15A 120.8 . . ?
F4A C16A C17A 117.27(18) . . ?
F4A C16A C15A 120.29(19) . . ?
C17A C16A C15A 122.44(18) . . ?
C17A C16A H16D 118.8 . . ?
C15A C16A H16D 118.8 . . ?
C16A C17A C18A 117.07(16) . . ?
C16A C17A C20A 124.38(18) . . ?
C18A C17A C20A 118.53(17) . . ?
F4D C18A C19A 123.2(2) . . ?
F4D C18A C17A 114.28(19) . . ?
C19A C18A C17A 122.32(18) . . ?
C19A C18A H18A 118.8 . . ?
C17A C18A H18A 118.8 . . ?
C14A C19A C18A 118.84(18) . . ?
C14A C19A H19A 120.6 . . ?
C18A C19A H19A 120.6 . . ?
O2A C20A N3A 123.07(18) . . ?
O2A C20A C17A 121.73(17) . . ?
N3A C20A C17A 115.10(17) . . ?
N3A C21A H21A 109.5 . . ?
N3A C21A H21B 109.5 . . ?
H21A C21A H21B 109.5 . . ?
N3A C21A H21C 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
F1A C10A F3A 111.9(6) . . ?
F1A C10A F2A 105.3(4) . . ?
F3A C10A F2A 106.4(5) . . ?
F1A C10A C3A 109.6(4) . . ?
F3A C10A C3A 111.1(5) . . ?
F2A C10A C3A 112.4(4) . . ?
F1D C10D F3D 103.3(7) . . ?
F1D C10D F2D 106.1(6) . . ?
F3D C10D F2D 100.9(6) . . ?
F1D C10D C3A 116.2(6) . . ?
F3D C10D C3A 111.8(7) . . ?
F2D C10D C3A 116.7(5) . . ?
C9A N1A C7A 112.39(13) . . ?
C9A N1A C1A 124.14(14) . . ?
C7A N1A C1A 123.00(14) . . ?
C7A N2A C14A 123.79(14) . . ?
C7A N2A C8A 113.27(13) . . ?
C14A N2A C8A 122.42(13) . . ?
C20A N3A C21A 121.77(18) . . ?
C20A N3A H3NA 120.0(16) . . ?
C21A N3A H3NA 118.1(16) . . ?
C2B C1B C6B 121.11(16) . . ?
C2B C1B N1B 121.55(15) . . ?
C6B C1B N1B 117.31(16) . . ?
C1B C2B C3B 119.61(16) . . ?
C1B C2B H2B 120.2 . . ?
C3B C2B H2B 120.2 . . ?
C2B C3B C4B 119.59(17) . . ?
C2B C3B C10B 116.93(15) . . ?
C4B C3B C10B 123.48(16) . . ?
C5B C4B C3B 119.79(16) . . ?
C5B C4B C11B 116.21(16) . . ?
C3B C4B C11B 123.99(17) . . ?
C6B C5B C4B 120.36(17) . . ?
C6B C5B H5B 119.8 . . ?
C4B C5B H5B 119.8 . . ?
C5B C6B C1B 119.47(17) . . ?
C5B C6B H6B 120.3 . . ?
C1B C6B H6B 120.3 . . ?
N2B C7B N1B 106.49(14) . . ?
N2B C7B S1B 128.26(13) . . ?
N1B C7B S1B 125.24(13) . . ?
N2B C8B C9B 101.03(13) . . ?
N2B C8B C12B 112.13(14) . . ?
C9B C8B C12B 111.38(15) . . ?
N2B C8B C13B 112.42(14) . . ?
C9B C8B C13B 106.73(14) . . ?
C12B C8B C13B 112.46(15) . . ?
O1B C9B N1B 125.97(16) . . ?
O1B C9B C8B 127.21(16) . . ?
N1B C9B C8B 106.79(14) . . ?
F1B C10B F3B 107.57(16) . . ?
F1B C10B F2B 106.71(17) . . ?
F3B C10B F2B 105.46(15) . . ?
F1B C10B C3B 114.07(15) . . ?
F3B C10B C3B 111.49(16) . . ?
F2B C10B C3B 111.06(15) . . ?
N4B C11B C4B 174.3(2) . . ?
C8B C12B H12D 109.5 . . ?
C8B C12B H12E 109.5 . . ?
H12D C12B H12E 109.5 . . ?
C8B C12B H12F 109.5 . . ?
H12D C12B H12F 109.5 . . ?
H12E C12B H12F 109.5 . . ?
C8B C13B H13D 109.5 . . ?
C8B C13B H13E 109.5 . . ?
H13D C13B H13E 109.5 . . ?
C8B C13B H13F 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C19B C14B C15B 120.55(15) . . ?
C19B C14B N2B 120.52(15) . . ?
C15B C14B N2B 118.91(16) . . ?
C16B C15B C14B 118.12(17) . . ?
C16B C15B H15B 120.9 . . ?
C14B C15B H15B 120.9 . . ?
F4B C16B C15B 117.15(16) . . ?
F4B C16B C17B 119.26(15) . . ?
C15B C16B C17B 123.58(16) . . ?
C16B C17B C18B 116.52(15) . . ?
C16B C17B C20B 125.56(16) . . ?
C18B C17B C20B 117.82(16) . . ?
C19B C18B C17B 121.55(17) . . ?
C19B C18B H18B 119.2 . . ?
C17B C18B H18B 119.2 . . ?
C14B C19B C18B 119.66(16) . . ?
C14B C19B H19B 120.2 . . ?
C18B C19B H19B 120.2 . . ?
O2B C20B N3B 122.68(16) . . ?
O2B C20B C17B 119.59(15) . . ?
N3B C20B C17B 117.74(16) . . ?
N3B C21B H21D 109.5 . . ?
N3B C21B H21E 109.5 . . ?
H21D C21B H21E 109.5 . . ?
N3B C21B H21F 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 109.5 . . ?
C9B N1B C7B 111.73(13) . . ?
C9B N1B C1B 122.02(14) . . ?
C7B N1B C1B 126.23(14) . . ?
C7B N2B C14B 123.98(14) . . ?
C7B N2B C8B 113.26(13) . . ?
C14B N2B C8B 122.38(13) . . ?
C20B N3B C21B 121.44(17) . . ?
C20B N3B H3NB 121.6(16) . . ?
C21B N3B H3NB 116.7(16) . . ?
O3 C22 C23 110.59(16) . . ?
O3 C22 H22A 109.5 . . ?
C23 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
O3 C23 C22 110.74(16) 2_676 . ?
O3 C23 H23A 109.5 2_676 . ?
C22 C23 H23A 109.5 . . ?
O3 C23 H23B 109.5 2_676 . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 108.1 . . ?
C22 O3 C23 110.05(14) . 2_676 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6A C1A C2A C3A 0.1(3) . . . . ?
N1A C1A C2A C3A -179.10(16) . . . . ?
C1A C2A C3A C4A -1.0(3) . . . . ?
C1A C2A C3A C10A 173.3(3) . . . . ?
C1A C2A C3A C10D -173.3(4) . . . . ?
C2A C3A C4A C5A 1.2(3) . . . . ?
C10A C3A C4A C5A -173.0(3) . . . . ?
C10D C3A C4A C5A 172.8(4) . . . . ?
C2A C3A C4A C11A -178.49(17) . . . . ?
C10A C3A C4A C11A 7.3(4) . . . . ?
C10D C3A C4A C11A -6.9(5) . . . . ?
C3A C4A C5A C6A -0.5(3) . . . . ?
C11A C4A C5A C6A 179.19(17) . . . . ?
C2A C1A C6A C5A 0.6(3) . . . . ?
N1A C1A C6A C5A 179.77(15) . . . . ?
C4A C5A C6A C1A -0.4(3) . . . . ?
N2A C8A C9A O1A 179.20(17) . . . . ?
C13A C8A C9A O1A 60.4(2) . . . . ?
C12A C8A C9A O1A -62.7(2) . . . . ?
N2A C8A C9A N1A 0.34(17) . . . . ?
C13A C8A C9A N1A -118.45(16) . . . . ?
C12A C8A C9A N1A 118.46(16) . . . . ?
C19A C14A C15A C16A -2.8(3) . . . . ?
N2A C14A C15A C16A 174.72(16) . . . . ?
C14A C15A C16A F4A -178.5(2) . . . . ?
C14A C15A C16A C17A 1.2(3) . . . . ?
F4A C16A C17A C18A -178.3(2) . . . . ?
C15A C16A C17A C18A 2.0(3) . . . . ?
F4A C16A C17A C20A 3.3(3) . . . . ?
C15A C16A C17A C20A -176.42(18) . . . . ?
C16A C17A C18A F4D 170.7(2) . . . . ?
C20A C17A C18A F4D -10.8(3) . . . . ?
C16A C17A C18A C19A -3.8(3) . . . . ?
C20A C17A C18A C19A 174.72(18) . . . . ?
C15A C14A C19A C18A 1.1(3) . . . . ?
N2A C14A C19A C18A -176.40(16) . . . . ?
F4D C18A C19A C14A -171.7(2) . . . . ?
C17A C18A C19A C14A 2.3(3) . . . . ?
C16A C17A C20A O2A -131.2(3) . . . . ?
C18A C17A C20A O2A 50.4(3) . . . . ?
C16A C17A C20A N3A 52.3(3) . . . . ?
C18A C17A C20A N3A -126.1(2) . . . . ?
C2A C3A C10A F1A 118.2(4) . . . . ?
C4A C3A C10A F1A -67.6(5) . . . . ?
C2A C3A C10A F3A -6.0(6) . . . . ?
C4A C3A C10A F3A 168.2(4) . . . . ?
C2A C3A C10A F2A -125.1(4) . . . . ?
C4A C3A C10A F2A 49.1(5) . . . . ?
C2A C3A C10D F1D -171.0(6) . . . . ?
C4A C3A C10D F1D 17.1(9) . . . . ?
C2A C3A C10D F3D -52.7(7) . . . . ?
C4A C3A C10D F3D 135.4(6) . . . . ?
C2A C3A C10D F2D 62.6(7) . . . . ?
C4A C3A C10D F2D -109.3(6) . . . . ?
O1A C9A N1A C7A 179.78(17) . . . . ?
C8A C9A N1A C7A -1.35(19) . . . . ?
O1A C9A N1A C1A 7.5(3) . . . . ?
C8A C9A N1A C1A -173.66(15) . . . . ?
N2A C7A N1A C9A 1.87(19) . . . . ?
S1A C7A N1A C9A 179.98(13) . . . . ?
N2A C7A N1A C1A 174.28(15) . . . . ?
S1A C7A N1A C1A -7.6(2) . . . . ?
C6A C1A N1A C9A -86.2(2) . . . . ?
C2A C1A N1A C9A 93.0(2) . . . . ?
C6A C1A N1A C7A 102.3(2) . . . . ?
C2A C1A N1A C7A -78.5(2) . . . . ?
N1A C7A N2A C14A -173.54(15) . . . . ?
S1A C7A N2A C14A 8.4(3) . . . . ?
N1A C7A N2A C8A -1.63(19) . . . . ?
S1A C7A N2A C8A -179.65(14) . . . . ?
C19A C14A N2A C7A -109.2(2) . . . . ?
C15A C14A N2A C7A 73.2(2) . . . . ?
C19A C14A N2A C8A 79.6(2) . . . . ?
C15A C14A N2A C8A -98.0(2) . . . . ?
C13A C8A N2A C7A 117.95(16) . . . . ?
C9A C8A N2A C7A 0.81(18) . . . . ?
C12A C8A N2A C7A -116.10(16) . . . . ?
C13A C8A N2A C14A -70.0(2) . . . . ?
C9A C8A N2A C14A 172.85(15) . . . . ?
C12A C8A N2A C14A 55.9(2) . . . . ?
O2A C20A N3A C21A -0.8(4) . . . . ?
C17A C20A N3A C21A 175.65(18) . . . . ?
C6B C1B C2B C3B -0.9(3) . . . . ?
N1B C1B C2B C3B -179.18(16) . . . . ?
C1B C2B C3B C4B 2.8(3) . . . . ?
C1B C2B C3B C10B -177.00(17) . . . . ?
C2B C3B C4B C5B -2.5(3) . . . . ?
C10B C3B C4B C5B 177.34(17) . . . . ?
C2B C3B C4B C11B 176.33(17) . . . . ?
C10B C3B C4B C11B -3.8(3) . . . . ?
C3B C4B C5B C6B 0.1(3) . . . . ?
C11B C4B C5B C6B -178.79(17) . . . . ?
C4B C5B C6B C1B 1.9(3) . . . . ?
C2B C1B C6B C5B -1.5(3) . . . . ?
N1B C1B C6B C5B 176.88(16) . . . . ?
N2B C8B C9B O1B -174.04(18) . . . . ?
C12B C8B C9B O1B -54.8(2) . . . . ?
C13B C8B C9B O1B 68.3(2) . . . . ?
N2B C8B C9B N1B 8.01(17) . . . . ?
C12B C8B C9B N1B 127.24(15) . . . . ?
C13B C8B C9B N1B -109.66(16) . . . . ?
C2B C3B C10B F1B -174.86(17) . . . . ?
C4B C3B C10B F1B 5.3(3) . . . . ?
C2B C3B C10B F3B 63.1(2) . . . . ?
C4B C3B C10B F3B -116.78(19) . . . . ?
C2B C3B C10B F2B -54.2(2) . . . . ?
C4B C3B C10B F2B 125.93(18) . . . . ?
C19B C14B C15B C16B 0.0(3) . . . . ?
N2B C14B C15B C16B 178.27(15) . . . . ?
C14B C15B C16B F4B 178.30(15) . . . . ?
C14B C15B C16B C17B -1.3(3) . . . . ?
F4B C16B C17B C18B -178.26(15) . . . . ?
C15B C16B C17B C18B 1.3(3) . . . . ?
F4B C16B C17B C20B -2.0(3) . . . . ?
C15B C16B C17B C20B 177.59(17) . . . . ?
C16B C17B C18B C19B -0.1(3) . . . . ?
C20B C17B C18B C19B -176.68(16) . . . . ?
C15B C14B C19B C18B 1.1(3) . . . . ?
N2B C14B C19B C18B -177.10(15) . . . . ?
C17B C18B C19B C14B -1.1(3) . . . . ?
C16B C17B C20B O2B -146.97(18) . . . . ?
C18B C17B C20B O2B 29.2(2) . . . . ?
C16B C17B C20B N3B 33.4(3) . . . . ?
C18B C17B C20B N3B -150.37(17) . . . . ?
O1B C9B N1B C7B 174.03(18) . . . . ?
C8B C9B N1B C7B -7.99(19) . . . . ?
O1B C9B N1B C1B -7.3(3) . . . . ?
C8B C9B N1B C1B 170.71(15) . . . . ?
N2B C7B N1B C9B 4.2(2) . . . . ?
S1B C7B N1B C9B -176.95(14) . . . . ?
N2B C7B N1B C1B -174.38(16) . . . . ?
S1B C7B N1B C1B 4.4(3) . . . . ?
C2B C1B N1B C9B 129.61(19) . . . . ?
C6B C1B N1B C9B -48.8(2) . . . . ?
C2B C1B N1B C7B -51.9(3) . . . . ?
C6B C1B N1B C7B 129.71(19) . . . . ?
N1B C7B N2B C14B -171.52(15) . . . . ?
S1B C7B N2B C14B 9.7(3) . . . . ?
N1B C7B N2B C8B 1.5(2) . . . . ?
S1B C7B N2B C8B -177.28(14) . . . . ?
C19B C14B N2B C7B -120.2(2) . . . . ?
C15B C14B N2B C7B 61.5(2) . . . . ?
C19B C14B N2B C8B 67.4(2) . . . . ?
C15B C14B N2B C8B -110.85(19) . . . . ?
C9B C8B N2B C7B -5.92(19) . . . . ?
C12B C8B N2B C7B -124.62(17) . . . . ?
C13B C8B N2B C7B 107.52(17) . . . . ?
C9B C8B N2B C14B 167.20(15) . . . . ?
C12B C8B N2B C14B 48.5(2) . . . . ?
C13B C8B N2B C14B -79.36(19) . . . . ?
O2B C20B N3B C21B -0.2(3) . . . . ?
C17B C20B N3B C21B 179.43(17) . . . . ?
O3 C22 C23 O3 -57.7(2) . . . 2_676 ?
C23 C22 O3 C23 57.3(2) . . . 2_676 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N3A H3NA O3 0.82(2) 2.16(2) 2.958(2) 168(2) . yes
N3B H3NB O2A 0.86(2) 2.08(2) 2.823(2) 144(2) . yes
C2A H2A O2B 0.95 2.38 3.131(2) 136.1 1_565 yes
C12A H12C O2B 0.98 2.43 3.215(3) 137.3 1_565 yes
C13B H13F N4B 0.98 2.54 3.253(3) 129.6 1_645 yes
C18B H18B O1A 0.95 2.54 3.460(2) 163.6 1_545 yes
C6A H6A O1B 0.95 2.51 3.322(2) 143.5 . yes
C15B H15B S1A 0.95 2.87 3.748(2) 154.8 . yes

_refine_diff_density_max         0.616
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.068



