# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_cpr-019_auto
_database_code_depnum_ccdc_archive 'CCDC 2268965'
loop_
_audit_author_name
_audit_author_address
'Upendra Kumar Patel'
;Banaras Hindu University
India
;
_audit_update_record             
;
2023-06-10 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2023-03-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H25 Cl F2 N6 O4'
_chemical_formula_sum            'C28 H25 Cl F2 N6 O4'
_chemical_formula_weight         582.99
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'

_cell_length_a                   22.1700(4)
_cell_length_b                   7.54141(12)
_cell_length_c                   34.4865(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5765.92(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.668
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            34455
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.166
_diffrn_reflns_theta_min         2.562
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4259
_reflns_number_total             5236
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       0.00019(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         5236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0853P)²+1.8346P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1532
_refine_ls_wR_factor_ref         0.1619
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 C15(H15A)
2.b Ternary CH refined with riding coordinates:
 C1A(H1A)
2.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C2(H2A,H2B), C7(H7A,H7B), C1G(H1GA,H1GB), C8(H8A,H8B), C12(H12A,
 H12B)
2.d Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C17(H17), C1C(H1C), C1I(H1I), C1J(H1J), C1K(H1K)
2.e Idealised Me refined as rotating group:
 C(HA,HB,HC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.38729(5) 0.58072(13) 0.14995(2) 0.1085(4) Uani 1 1 d . . . . .
F1 F 0.69133(6) 0.5538(2) 0.25027(4) 0.0705(4) Uani 1 1 d . . . . .
C4 C 0.73048(9) 0.3966(3) 0.15451(6) 0.0459(5) Uani 1 1 d . . . . .
N4 N 0.82749(8) 0.3599(2) 0.12398(5) 0.0502(4) Uani 1 1 d . . . . .
C5 C 0.73784(10) 0.2920(3) 0.08772(6) 0.0507(5) Uani 1 1 d . . . . .
C6 C 0.78912(10) 0.4996(3) 0.22409(6) 0.0502(5) Uani 1 1 d . . . . .
O O 0.64265(7) 0.3421(3) 0.11802(5) 0.0694(5) Uani 1 1 d . . . . .
N N 0.81527(9) 0.5524(3) 0.25914(5) 0.0551(5) Uani 1 1 d . . . . .
C9 C 0.72579(10) 0.4969(3) 0.22014(6) 0.0523(5) Uani 1 1 d . . . . .
C10 C 0.82205(10) 0.4555(3) 0.19131(6) 0.0503(5) Uani 1 1 d . . . . .
H10 H 0.863948 0.459407 0.192259 0.060 Uiso 1 1 calc R U . . .
C11 C 0.69748(10) 0.4460(3) 0.18731(6) 0.0509(5) Uani 1 1 d . . . . .
H11 H 0.655558 0.443861 0.186510 0.061 Uiso 1 1 calc R U . . .
N12 N 0.87762(9) 0.5856(3) 0.33088(6) 0.0646(5) Uani 1 1 d . . . . .
C13 C 0.69843(10) 0.3417(3) 0.11935(6) 0.0499(5) Uani 1 1 d . . . . .
N14 N 0.48242(10) 0.3056(3) 0.02896(5) 0.0637(5) Uani 1 1 d . . . . .
O15 O 0.65924(8) 0.1917(3) 0.04831(5) 0.0762(5) Uani 1 1 d . . . . .
C16 C 0.79355(9) 0.4053(3) 0.15683(6) 0.0456(5) Uani 1 1 d . . . . .
O1 O 0.96651(9) 0.5989(3) 0.36182(6) 0.0898(6) Uani 1 1 d . . . . .
F F 0.28189(10) 0.5906(4) 0.09948(7) 0.1258(8) Uani 1 1 d . . . . .
C17 C 0.79884(10) 0.3074(3) 0.09191(6) 0.0522(5) Uani 1 1 d . . . . .
H17 H 0.822537 0.278937 0.070545 0.063 Uiso 1 1 calc R U . . .
N18 N 0.47951(12) 0.2566(4) -0.00840(6) 0.0815(7) Uani 1 1 d . . . . .
C19 C 0.91276(13) 0.5638(3) 0.36278(7) 0.0645(6) Uani 1 1 d . . . . .
C1A C 0.89276(10) 0.3891(3) 0.12337(6) 0.0569(6) Uani 1 1 d . . . . .
H1A H 0.905452 0.513618 0.123231 0.068 Uiso 1 1 calc R U . . .
O2 O 0.74976(10) 0.2057(4) 0.02212(6) 0.1067(9) Uani 1 1 d . . . . .
C1B C 0.56881(12) 0.1985(3) 0.01369(7) 0.0641(6) Uani 1 1 d . . . . .
C1C C 0.53799(13) 0.2721(4) 0.04358(7) 0.0681(7) Uani 1 1 d . . . . .
H1C H 0.551873 0.294484 0.068548 0.082 Uiso 1 1 calc R U . . .
C1D C 0.71743(11) 0.2274(3) 0.04947(6) 0.0587(6) Uani 1 1 d . . . . .
C3 C 0.88049(11) 0.5728(4) 0.25962(7) 0.0674(7) Uani 1 1 d . . . . .
H3A H 0.893208 0.638539 0.236875 0.081 Uiso 1 1 calc R U . . .
H3B H 0.899393 0.456827 0.258748 0.081 Uiso 1 1 calc R U . . .
C C 0.88461(14) 0.4996(4) 0.39950(7) 0.0767(8) Uani 1 1 d . . . . .
HA H 0.855450 0.584615 0.408304 0.115 Uiso 1 1 calc R U . . .
HB H 0.915245 0.484801 0.418903 0.115 Uiso 1 1 calc R U . . .
HC H 0.865034 0.387995 0.394896 0.115 Uiso 1 1 calc R U . . .
C1E C 0.43086(12) 0.3818(3) 0.04714(7) 0.0636(6) Uani 1 1 d . . . . .
C2 C 0.81307(12) 0.5564(4) 0.33005(7) 0.0663(6) Uani 1 1 d . . . . .
H2A H 0.792282 0.669511 0.330639 0.080 Uiso 1 1 calc R U . . .
H2B H 0.801026 0.489283 0.352764 0.080 Uiso 1 1 calc R U . . .
N1F N 0.53245(12) 0.1911(4) -0.01755(6) 0.0823(7) Uani 1 1 d . . . . .
C7 C 0.79561(12) 0.4567(4) 0.29407(6) 0.0630(6) Uani 1 1 d . . . . .
H7A H 0.813959 0.339942 0.294502 0.076 Uiso 1 1 calc R U . . .
H7B H 0.752168 0.441557 0.293434 0.076 Uiso 1 1 calc R U . . .
C1G C 0.90047(14) 0.6692(4) 0.29559(7) 0.0761(8) Uani 1 1 d . . . . .
H1GA H 0.944196 0.671579 0.296462 0.091 Uiso 1 1 calc R U . . .
H1GB H 0.886304 0.790771 0.294474 0.091 Uiso 1 1 calc R U . . .
C1H C 0.38425(15) 0.5090(4) 0.10277(8) 0.0753(8) Uani 1 1 d . . . . .
C15 C 0.63241(14) 0.1369(5) 0.01230(8) 0.0761(8) Uani 1 1 d . . . . .
H15A H 0.651760 0.170096 -0.008051 0.091 Uiso 1 1 d R U . . .
C8 C 0.93344(12) 0.2659(4) 0.14421(8) 0.0752(7) Uani 1 1 d . . . . .
H8A H 0.915347 0.165998 0.157553 0.090 Uiso 1 1 calc R U . . .
H8B H 0.968698 0.315680 0.156823 0.090 Uiso 1 1 calc R U . . .
C1I C 0.43500(14) 0.4419(3) 0.08484(7) 0.0676(7) Uani 1 1 d . . . . .
H1I H 0.471563 0.437231 0.098018 0.081 Uiso 1 1 calc R U . . .
C1J C 0.37720(14) 0.3916(4) 0.02731(9) 0.0809(8) Uani 1 1 d . . . . .
H1J H 0.374972 0.350952 0.001898 0.097 Uiso 1 1 calc R U . . .
C1K C 0.32664(15) 0.4616(5) 0.04489(10) 0.0913(9) Uani 1 1 d . . . . .
H1K H 0.290282 0.469620 0.031559 0.110 Uiso 1 1 calc R U . . .
C12 C 0.93197(12) 0.2661(4) 0.10121(8) 0.0791(8) Uani 1 1 d . . . . .
H12A H 0.912954 0.166288 0.088349 0.095 Uiso 1 1 calc R U . . .
H12B H 0.966312 0.315988 0.087618 0.095 Uiso 1 1 calc R U . . .
C1L C 0.33126(15) 0.5187(5) 0.08236(10) 0.0864(9) Uani 1 1 d . . . . .
H15B H 0.6356(15) 0.011(5) 0.0106(9) 0.096(10) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1H 1.716(3) . ?
F1 C9 1.359(2) . ?
C4 C11 1.398(3) . ?
C4 C13 1.465(3) . ?
C4 C16 1.402(3) . ?
N4 C16 1.402(3) . ?
N4 C17 1.335(3) . ?
N4 C1A 1.464(3) . ?
C5 C13 1.447(3) . ?
C5 C17 1.365(3) . ?
C5 C1D 1.477(3) . ?
C6 N 1.399(3) . ?
C6 C9 1.411(3) . ?
C6 C10 1.386(3) . ?
O C13 1.238(3) . ?
N C3 1.454(3) . ?
N C7 1.470(3) . ?
C9 C11 1.350(3) . ?
C10 H10 0.9300 . ?
C10 C16 1.399(3) . ?
C11 H11 0.9300 . ?
N12 C19 1.358(3) . ?
N12 C2 1.448(3) . ?
N12 C1G 1.461(3) . ?
N14 N18 1.342(3) . ?
N14 C1C 1.355(3) . ?
N14 C1E 1.425(3) . ?
O15 C1D 1.318(3) . ?
O15 C15 1.438(3) . ?
O1 C19 1.221(3) . ?
F C1L 1.357(4) . ?
C17 H17 0.9300 . ?
N18 N1F 1.312(3) . ?
C19 C 1.492(4) . ?
C1A H1A 0.9800 . ?
C1A C8 1.481(4) . ?
C1A C12 1.484(4) . ?
O2 C1D 1.196(3) . ?
C1B C1C 1.355(4) . ?
C1B N1F 1.347(3) . ?
C1B C15 1.485(4) . ?
C1C H1C 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C1G 1.505(3) . ?
C HA 0.9600 . ?
C HB 0.9600 . ?
C HC 0.9600 . ?
C1E C1I 1.380(4) . ?
C1E C1J 1.374(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C7 1.501(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C1G H1GA 0.9700 . ?
C1G H1GB 0.9700 . ?
C1H C1I 1.380(4) . ?
C1H C1L 1.371(4) . ?
C15 H15A 0.8598 . ?
C15 H15B 0.95(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C12 1.483(4) . ?
C1I H1I 0.9300 . ?
C1J H1J 0.9300 . ?
C1J C1K 1.379(5) . ?
C1K H1K 0.9300 . ?
C1K C1L 1.366(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 C4 C13 119.43(19) . . ?
C11 C4 C16 117.61(19) . . ?
C16 C4 C13 122.96(18) . . ?
C16 N4 C1A 120.35(17) . . ?
C17 N4 C16 119.08(18) . . ?
C17 N4 C1A 120.18(18) . . ?
C13 C5 C1D 125.0(2) . . ?
C17 C5 C13 119.76(19) . . ?
C17 C5 C1D 115.2(2) . . ?
N C6 C9 120.01(19) . . ?
C10 C6 N 123.7(2) . . ?
C10 C6 C9 116.23(19) . . ?
C6 N C3 116.87(18) . . ?
C6 N C7 116.45(18) . . ?
C3 N C7 109.73(19) . . ?
F1 C9 C6 118.76(19) . . ?
C11 C9 F1 118.0(2) . . ?
C11 C9 C6 123.20(19) . . ?
C6 C10 H10 119.3 . . ?
C6 C10 C16 121.4(2) . . ?
C16 C10 H10 119.3 . . ?
C4 C11 H11 119.6 . . ?
C9 C11 C4 120.7(2) . . ?
C9 C11 H11 119.6 . . ?
C19 N12 C2 124.4(2) . . ?
C19 N12 C1G 121.9(2) . . ?
C2 N12 C1G 113.1(2) . . ?
C5 C13 C4 113.85(19) . . ?
O C13 C4 120.95(19) . . ?
O C13 C5 125.2(2) . . ?
N18 N14 C1C 110.5(2) . . ?
N18 N14 C1E 119.7(2) . . ?
C1C N14 C1E 129.9(2) . . ?
C1D O15 C15 119.3(2) . . ?
C4 C16 N4 118.54(18) . . ?
C10 C16 C4 120.77(19) . . ?
C10 C16 N4 120.68(19) . . ?
N4 C17 C5 125.7(2) . . ?
N4 C17 H17 117.1 . . ?
C5 C17 H17 117.1 . . ?
N1F N18 N14 106.9(2) . . ?
N12 C19 C 119.1(2) . . ?
O1 C19 N12 120.8(3) . . ?
O1 C19 C 120.1(2) . . ?
N4 C1A H1A 115.4 . . ?
N4 C1A C8 120.0(2) . . ?
N4 C1A C12 119.5(2) . . ?
C8 C1A H1A 115.4 . . ?
C8 C1A C12 60.04(19) . . ?
C12 C1A H1A 115.4 . . ?
C1C C1B C15 129.1(2) . . ?
N1F C1B C1C 108.9(2) . . ?
N1F C1B C15 122.0(2) . . ?
N14 C1C C1B 104.6(2) . . ?
N14 C1C H1C 127.7 . . ?
C1B C1C H1C 127.7 . . ?
O15 C1D C5 113.2(2) . . ?
O2 C1D C5 124.5(2) . . ?
O2 C1D O15 122.3(2) . . ?
N C3 H3A 109.5 . . ?
N C3 H3B 109.5 . . ?
N C3 C1G 110.7(2) . . ?
H3A C3 H3B 108.1 . . ?
C1G C3 H3A 109.5 . . ?
C1G C3 H3B 109.5 . . ?
C19 C HA 109.5 . . ?
C19 C HB 109.5 . . ?
C19 C HC 109.5 . . ?
HA C HB 109.5 . . ?
HA C HC 109.5 . . ?
HB C HC 109.5 . . ?
C1I C1E N14 119.6(2) . . ?
C1J C1E N14 119.8(2) . . ?
C1J C1E C1I 120.6(3) . . ?
N12 C2 H2A 109.6 . . ?
N12 C2 H2B 109.6 . . ?
N12 C2 C7 110.3(2) . . ?
H2A C2 H2B 108.1 . . ?
C7 C2 H2A 109.6 . . ?
C7 C2 H2B 109.6 . . ?
N18 N1F C1B 109.1(2) . . ?
N C7 C2 110.8(2) . . ?
N C7 H7A 109.5 . . ?
N C7 H7B 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
N12 C1G C3 112.1(2) . . ?
N12 C1G H1GA 109.2 . . ?
N12 C1G H1GB 109.2 . . ?
C3 C1G H1GA 109.2 . . ?
C3 C1G H1GB 109.2 . . ?
H1GA C1G H1GB 107.9 . . ?
C1I C1H Cl1 120.5(2) . . ?
C1L C1H Cl1 120.2(3) . . ?
C1L C1H C1I 119.2(3) . . ?
O15 C15 C1B 105.9(2) . . ?
O15 C15 H15A 114.5 . . ?
O15 C15 H15B 108(2) . . ?
C1B C15 H15A 114.1 . . ?
C1B C15 H15B 113(2) . . ?
H15A C15 H15B 101.6 . . ?
C1A C8 H8A 117.8 . . ?
C1A C8 H8B 117.8 . . ?
C1A C8 C12 60.07(18) . . ?
H8A C8 H8B 114.9 . . ?
C12 C8 H8A 117.8 . . ?
C12 C8 H8B 117.8 . . ?
C1E C1I C1H 119.2(3) . . ?
C1E C1I H1I 120.4 . . ?
C1H C1I H1I 120.4 . . ?
C1E C1J H1J 119.8 . . ?
C1E C1J C1K 120.4(3) . . ?
C1K C1J H1J 119.8 . . ?
C1J C1K H1K 120.8 . . ?
C1L C1K C1J 118.4(3) . . ?
C1L C1K H1K 120.8 . . ?
C1A C12 H12A 117.8 . . ?
C1A C12 H12B 117.8 . . ?
C8 C12 C1A 59.89(18) . . ?
C8 C12 H12A 117.8 . . ?
C8 C12 H12B 117.8 . . ?
H12A C12 H12B 114.9 . . ?
F C1L C1H 119.3(3) . . ?
F C1L C1K 118.5(3) . . ?
C1K C1L C1H 122.2(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C1H C1I C1E 178.6(2) . . . . ?
Cl1 C1H C1L F 2.1(4) . . . . ?
Cl1 C1H C1L C1K -179.4(3) . . . . ?
F1 C9 C11 C4 176.04(19) . . . . ?
N4 C1A C8 C12 108.9(3) . . . . ?
N4 C1A C12 C8 -109.7(3) . . . . ?
C6 N C3 C1G 166.8(2) . . . . ?
C6 N C7 C2 -164.3(2) . . . . ?
C6 C9 C11 C4 -1.7(4) . . . . ?
C6 C10 C16 C4 -0.5(3) . . . . ?
C6 C10 C16 N4 -179.55(19) . . . . ?
N C6 C9 F1 2.9(3) . . . . ?
N C6 C9 C11 -179.4(2) . . . . ?
N C6 C10 C16 -179.3(2) . . . . ?
N C3 C1G N12 53.7(3) . . . . ?
C9 C6 N C3 -172.7(2) . . . . ?
C9 C6 N C7 54.9(3) . . . . ?
C9 C6 C10 C16 -2.2(3) . . . . ?
C10 C6 N C3 4.3(3) . . . . ?
C10 C6 N C7 -128.1(2) . . . . ?
C10 C6 C9 F1 -174.33(19) . . . . ?
C10 C6 C9 C11 3.3(3) . . . . ?
C11 C4 C13 C5 -179.31(19) . . . . ?
C11 C4 C13 O 1.6(3) . . . . ?
C11 C4 C16 N4 -178.67(19) . . . . ?
C11 C4 C16 C10 2.3(3) . . . . ?
N12 C2 C7 N -57.2(3) . . . . ?
C13 C4 C11 C9 179.9(2) . . . . ?
C13 C4 C16 N4 0.2(3) . . . . ?
C13 C4 C16 C10 -178.8(2) . . . . ?
C13 C5 C17 N4 2.6(4) . . . . ?
C13 C5 C1D O15 -10.1(3) . . . . ?
C13 C5 C1D O2 171.2(3) . . . . ?
N14 N18 N1F C1B -0.1(3) . . . . ?
N14 C1E C1I C1H -177.4(2) . . . . ?
N14 C1E C1J C1K 178.6(3) . . . . ?
C16 C4 C11 C9 -1.2(3) . . . . ?
C16 C4 C13 C5 1.8(3) . . . . ?
C16 C4 C13 O -177.3(2) . . . . ?
C16 N4 C17 C5 -0.4(3) . . . . ?
C16 N4 C1A C8 77.3(3) . . . . ?
C16 N4 C1A C12 147.6(2) . . . . ?
C17 N4 C16 C4 -1.0(3) . . . . ?
C17 N4 C16 C10 178.0(2) . . . . ?
C17 N4 C1A C8 -109.9(3) . . . . ?
C17 N4 C1A C12 -39.5(3) . . . . ?
C17 C5 C13 C4 -3.1(3) . . . . ?
C17 C5 C13 O 175.9(2) . . . . ?
C17 C5 C1D O15 171.4(2) . . . . ?
C17 C5 C1D O2 -7.4(4) . . . . ?
N18 N14 C1C C1B -0.7(3) . . . . ?
N18 N14 C1E C1I -176.1(2) . . . . ?
N18 N14 C1E C1J 5.2(4) . . . . ?
C19 N12 C2 C7 -136.4(3) . . . . ?
C19 N12 C1G C3 137.5(3) . . . . ?
C1A N4 C16 C4 171.93(19) . . . . ?
C1A N4 C16 C10 -9.0(3) . . . . ?
C1A N4 C17 C5 -173.4(2) . . . . ?
C1C N14 N18 N1F 0.5(3) . . . . ?
C1C N14 C1E C1I 3.5(4) . . . . ?
C1C N14 C1E C1J -175.2(3) . . . . ?
C1C C1B N1F N18 -0.3(3) . . . . ?
C1C C1B C15 O15 -7.5(4) . . . . ?
C1D C5 C13 C4 178.4(2) . . . . ?
C1D C5 C13 O -2.6(4) . . . . ?
C1D C5 C17 N4 -178.7(2) . . . . ?
C1D O15 C15 C1B -150.5(2) . . . . ?
C3 N C7 C2 60.1(3) . . . . ?
C1E N14 N18 N1F -179.8(2) . . . . ?
C1E N14 C1C C1B 179.7(2) . . . . ?
C1E C1J C1K C1L -0.6(5) . . . . ?
C2 N12 C19 O1 -176.5(3) . . . . ?
C2 N12 C19 C 2.2(4) . . . . ?
C2 N12 C1G C3 -51.7(3) . . . . ?
N1F C1B C1C N14 0.6(3) . . . . ?
N1F C1B C15 O15 170.8(3) . . . . ?
C7 N C3 C1G -57.7(3) . . . . ?
C1G N12 C19 O1 -6.8(4) . . . . ?
C1G N12 C19 C 172.0(3) . . . . ?
C1G N12 C2 C7 53.0(3) . . . . ?
C15 O15 C1D C5 176.6(2) . . . . ?
C15 O15 C1D O2 -4.6(4) . . . . ?
C15 C1B C1C N14 179.0(3) . . . . ?
C15 C1B N1F N18 -178.9(3) . . . . ?
C1I C1E C1J C1K -0.1(5) . . . . ?
C1I C1H C1L F -177.6(3) . . . . ?
C1I C1H C1L C1K 1.0(5) . . . . ?
C1J C1E C1I C1H 1.3(4) . . . . ?
C1J C1K C1L F 178.7(3) . . . . ?
C1J C1K C1L C1H 0.2(5) . . . . ?
C1L C1H C1I C1E -1.7(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.045 0.250 147.2 45.4 ?
2 0.000 -0.045 0.750 147.2 45.0 ?
3 0.500 0.455 0.750 147.2 45.3 ?
4 0.500 0.545 0.250 147.2 45.1 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cpr-030_auto
_database_code_depnum_ccdc_archive 'CCDC 2268988'
loop_
_audit_author_name
_audit_author_address
'Upendra Kumar Patel'
;Banaras Hindu University
India
;
_audit_update_record             
;
2023-06-10 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;
_audit_creation_date             2023-05-22
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'(1-(3-chlorophenyl)-1H-1,2,3-triazol-4-yl)methyl 7-(4-benzoylpiperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate'
_chemical_formula_moiety         'C33 H28 Cl F N6 O4'
_chemical_formula_sum            'C33 H28 Cl F N6 O4'
_chemical_formula_weight         627.06
_chemical_melting_point          462-464
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.7334(2)
_cell_length_b                   12.3293(2)
_cell_length_c                   22.1027(4)
_cell_angle_alpha                97.2620(10)
_cell_angle_beta                 98.652(2)
_cell_angle_gamma                102.2660(10)
_cell_volume                     3047.14(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.572
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_unetI/netI     0.0348
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            58235
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.141
_diffrn_reflns_theta_min         3.719
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8348
_reflns_number_total             11919
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.702
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.0007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     812
_refine_ls_number_reflns         11919
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0866
_refine_ls_R_factor_gt           0.0655
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1237P)²+0.6558P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1963
_refine_ls_wR_factor_ref         0.2152
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C016(H016), C01H(H01U)
2.b Secondary CH2 refined with riding coordinates:
 C01D(H01A,H01B), C01E(H01S,H01T), C01J(H01C,H01D), C01L(H01E,H01G), C01M(H01H,
 H01J), C01O(H01K,H01L), C01P(H01M,H01O), C01Q(H01P,H01Q), C01R(H01X,H01Y),
 C01T(H01,H), C01U(H1,HA), C01X(H2,HB), C01Y(H3,HC), C023(H02B,H02C)
2.c Aromatic/amide H refined with riding coordinates:
 C00R(H00R), C00T(H00T), C00U(H00U), C00W(H00W), C015(H015), C01B(H01R),
 C01F(H01F), C01I(H01I), C01K(H01V), C01N(H01N), C01W(H01W), C01Z(H01Z),
 C025(H025), C026(H026), C027(H027), C028(H028), C02A(H02A), C02B(H02D),
 C02D(H02E), C02E(H02F), C02F(H02G), C02G(H02K), C02H(H02H), C02I(H02I),
 C02J(H02J), C2(H2A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl01 Cl 1.39359(9) 0.49919(8) 0.83993(6) 0.1124(4) Uani 1 1 d . . . . .
F002 F 0.18998(18) 0.46475(14) 0.64493(9) 0.0812(5) Uani 1 1 d . . . . .
F003 F 0.65264(16) 0.12109(15) 0.30904(8) 0.0746(5) Uani 1 1 d . . . . .
O004 O 0.75044(16) -0.00227(15) 0.51020(9) 0.0614(5) Uani 1 1 d . . . . .
O005 O 0.65659(17) 0.06795(16) 0.68467(9) 0.0633(5) Uani 1 1 d . . . . .
O006 O 0.79269(16) 0.01763(18) 0.63312(9) 0.0638(5) Uani 1 1 d . . . . .
Cl00 Cl -0.3822(2) 0.32807(17) -0.06619(10) 0.2451(14) Uani 1 1 d . . . . .
N008 N 0.51826(16) 0.19794(15) 0.53534(9) 0.0438(4) Uani 1 1 d . . . . .
O009 O 0.24327(18) 0.48540(16) 0.42844(10) 0.0710(5) Uani 1 1 d . . . . .
O00A O 0.12748(18) 0.6819(2) 0.29882(10) 0.0733(6) Uani 1 1 d . . . . .
N00B N 0.07253(19) 0.62595(16) 0.68166(10) 0.0539(5) Uani 1 1 d . . . . .
N00C N 0.05861(17) 0.72260(16) 0.47315(10) 0.0497(5) Uani 1 1 d . . . . .
O00D O 0.2757(2) 0.43253(18) 0.16900(11) 0.0777(6) Uani 1 1 d . . . . .
N00E N 1.16525(18) 0.12242(17) 0.71090(10) 0.0531(5) Uani 1 1 d . . . . .
N00F N 0.4817(2) 0.24196(18) 0.31701(10) 0.0620(6) Uani 1 1 d . . . . .
N00G N 0.3773(2) 0.31676(19) 0.21149(11) 0.0613(6) Uani 1 1 d . . . . .
N00H N -0.0335(2) 0.52187(18) 0.10563(11) 0.0616(6) Uani 1 1 d . . . . .
N00I N 1.0474(2) -0.02893(18) 0.65927(12) 0.0648(6) Uani 1 1 d . . . . .
C00J C 0.54869(19) 0.17689(17) 0.47651(11) 0.0435(5) Uani 1 1 d . . . . .
C00K C 0.64921(18) 0.09006(17) 0.57911(11) 0.0429(5) Uani 1 1 d . . . . .
C00L C 0.63142(18) 0.11123(17) 0.46972(11) 0.0429(5) Uani 1 1 d . . . . .
N00M N 1.1578(2) 0.02651(18) 0.67151(12) 0.0638(6) Uani 1 1 d . . . . .
C00N C 0.68389(18) 0.06114(17) 0.52008(12) 0.0444(5) Uani 1 1 d . . . . .
C00O C 0.09431(19) 0.66084(18) 0.51816(12) 0.0458(5) Uani 1 1 d . . . . .
O00P O 0.2613(3) 0.5845(3) 0.32148(13) 0.1105(10) Uani 1 1 d . . . . .
N00Q N 0.0629(3) 0.7279(2) 0.80230(12) 0.0739(7) Uani 1 1 d . . . . .
C00R C 0.56711(19) 0.15469(18) 0.58234(12) 0.0449(5) Uani 1 1 d . . . . .
H00R H 0.543849 0.169367 0.620357 0.054 Uiso 1 1 calc R U . . .
C00S C 0.6965(2) 0.05755(18) 0.63743(12) 0.0476(5) Uani 1 1 d . . . . .
C00T C 0.6634(2) 0.09272(19) 0.41136(12) 0.0500(6) Uani 1 1 d . . . . .
H00T H 0.718766 0.050370 0.405361 0.060 Uiso 1 1 calc R U . . .
C00U C 0.0687(2) 0.67824(19) 0.57789(12) 0.0512(6) Uani 1 1 d . . . . .
H00U H 0.029666 0.734270 0.588248 0.061 Uiso 1 1 calc R U . . .
N00V N -0.0280(2) 0.6682(2) 0.16945(13) 0.0762(7) Uani 1 1 d . . . . .
C00W C 0.0885(2) 0.70702(19) 0.41678(12) 0.0499(5) Uani 1 1 d . . . . .
H00W H 0.064391 0.750682 0.388235 0.060 Uiso 1 1 calc R U . . .
C00X C 0.1898(2) 0.56014(19) 0.44095(13) 0.0524(6) Uani 1 1 d . . . . .
C00Y C 0.1521(2) 0.63119(19) 0.39843(12) 0.0493(5) Uani 1 1 d . . . . .
C00Z C 0.15843(19) 0.58074(18) 0.50208(12) 0.0487(5) Uani 1 1 d . . . . .
C010 C 0.0997(2) 0.61439(19) 0.62195(12) 0.0504(6) Uani 1 1 d . . . . .
C011 C 0.5265(2) 0.1985(2) 0.36828(12) 0.0524(6) Uani 1 1 d . . . . .
C012 C 1.2764(2) 0.1986(2) 0.73510(13) 0.0543(6) Uani 1 1 d . . . . .
N013 N -0.0933(2) 0.6005(2) 0.12083(13) 0.0763(7) Uani 1 1 d . . . . .
C014 C 0.6140(2) 0.1362(2) 0.36404(12) 0.0530(6) Uani 1 1 d . . . . .
C015 C 0.4952(2) 0.21748(19) 0.42609(12) 0.0506(6) Uani 1 1 d . . . . .
H015 H 0.437843 0.257784 0.431339 0.061 Uiso 1 1 calc R U . . .
C016 C 0.4287(2) 0.2610(2) 0.54358(12) 0.0506(6) Uani 1 1 d . . . . .
H016 H 0.346862 0.220417 0.525675 0.061 Uiso 1 1 calc R U . . .
C017 C 0.1614(2) 0.5332(2) 0.60402(13) 0.0559(6) Uani 1 1 d . . . . .
C018 C 0.1858(2) 0.6272(2) 0.33696(13) 0.0577(6) Uani 1 1 d . . . . .
C019 C 0.9832(2) 0.0293(2) 0.69112(12) 0.0527(6) Uani 1 1 d . . . . .
O01A O 0.0302(3) 0.9003(2) 0.81885(16) 0.1250(11) Uani 1 1 d . . . . .
C01B C 0.1914(2) 0.5181(2) 0.54735(13) 0.0571(6) Uani 1 1 d . . . . .
H01R H 0.234786 0.465029 0.538348 0.069 Uiso 1 1 calc R U . . .
C01C C 0.3107(2) 0.3457(2) 0.16364(14) 0.0624(7) Uani 1 1 d . . . . .
C01D C 0.4445(3) 0.2307(2) 0.20512(13) 0.0620(7) Uani 1 1 d . . . . .
H01A H 0.527054 0.265650 0.205680 0.074 Uiso 1 1 calc R U . . .
H01B H 0.413403 0.180557 0.165893 0.074 Uiso 1 1 calc R U . . .
C01E C -0.0151(3) 0.6921(2) 0.69170(14) 0.0606(6) Uani 1 1 d . . . . .
H01S H -0.086452 0.662383 0.660560 0.073 Uiso 1 1 calc R U . . .
H01T H 0.016517 0.769571 0.687489 0.073 Uiso 1 1 calc R U . . .
C01F C 1.3801(2) 0.1689(2) 0.72452(15) 0.0639(7) Uani 1 1 d . . . . .
H01F H 1.377194 0.100154 0.700789 0.077 Uiso 1 1 calc R U . . .
C01G C 0.0726(2) 0.6326(2) 0.18688(14) 0.0605(7) Uani 1 1 d . . . . .
C01H C 0.0000(3) 0.8138(2) 0.48868(14) 0.0628(7) Uani 1 1 d . . . . .
H01U H 0.053553 0.886125 0.508216 0.075 Uiso 1 1 calc R U . . .
C01I C 1.0568(2) 0.1251(2) 0.72336(13) 0.0589(6) Uani 1 1 d . . . . .
H01I H 1.036870 0.181343 0.748928 0.071 Uiso 1 1 calc R U . . .
C01J C 0.4114(3) 0.3248(2) 0.32491(13) 0.0651(7) Uani 1 1 d . . . . .
H01C H 0.443645 0.375408 0.363911 0.078 Uiso 1 1 calc R U . . .
H01D H 0.330417 0.287255 0.326023 0.078 Uiso 1 1 calc R U . . .
C01K C 0.0690(3) 0.5400(2) 0.14554(14) 0.0620(7) Uani 1 1 d . . . . .
H01V H 0.126004 0.497896 0.145060 0.074 Uiso 1 1 calc R U . . .
C01L C 0.8543(2) -0.0126(2) 0.68792(14) 0.0616(7) Uani 1 1 d . . . . .
H01E H 0.834885 -0.093685 0.685688 0.074 Uiso 1 1 calc R U . . .
H01G H 0.830521 0.020838 0.724697 0.074 Uiso 1 1 calc R U . . .
C01M C 0.4352(3) 0.1652(2) 0.25775(13) 0.0643(7) Uani 1 1 d . . . . .
H01H H 0.352987 0.128120 0.256262 0.077 Uiso 1 1 calc R U . . .
H01J H 0.480259 0.107987 0.254040 0.077 Uiso 1 1 calc R U . . .
C01N C 1.2803(3) 0.3005(2) 0.77020(16) 0.0690(8) Uani 1 1 d . . . . .
H01N H 1.210796 0.320725 0.777103 0.083 Uiso 1 1 calc R U . . .
C01O C 0.4572(3) 0.3825(2) 0.54032(16) 0.0673(8) Uani 1 1 d . . . . .
H01K H 0.395061 0.413456 0.520101 0.081 Uiso 1 1 calc R U . . .
H01L H 0.536681 0.416685 0.534903 0.081 Uiso 1 1 calc R U . . .
C01P C 0.4127(3) 0.3916(2) 0.27151(13) 0.0641(7) Uani 1 1 d . . . . .
H01M H 0.358886 0.440956 0.274608 0.077 Uiso 1 1 calc R U . . .
H01O H 0.491881 0.437951 0.274358 0.077 Uiso 1 1 calc R U . . .
C01Q C 0.4431(3) 0.3436(2) 0.60054(15) 0.0689(8) Uani 1 1 d . . . . .
H01P H 0.513965 0.354161 0.631655 0.083 Uiso 1 1 calc R U . . .
H01Q H 0.372331 0.350931 0.616852 0.083 Uiso 1 1 calc R U . . .
C01R C -0.0451(3) 0.6880(3) 0.75511(15) 0.0719(8) Uani 1 1 d . . . . .
H01X H -0.100257 0.734838 0.761963 0.086 Uiso 1 1 calc R U . . .
H01Y H -0.082970 0.611392 0.758211 0.086 Uiso 1 1 calc R U . . .
C01S C 0.2786(3) 0.2680(3) 0.10262(15) 0.0753(8) Uani 1 1 d . . . . .
C01T C 0.1460(3) 0.6565(3) 0.79338(15) 0.0717(8) Uani 1 1 d . . . . .
H01 H 0.109520 0.579732 0.796939 0.086 Uiso 1 1 calc R U . . .
H H 0.216586 0.682785 0.825269 0.086 Uiso 1 1 calc R U . . .
C01U C 0.1792(3) 0.6594(3) 0.73087(14) 0.0672(7) Uani 1 1 d . . . . .
H1 H 0.222445 0.734852 0.728840 0.081 Uiso 1 1 calc R U . . .
HA H 0.230770 0.608741 0.724390 0.081 Uiso 1 1 calc R U . . .
C01W C 1.4935(3) 0.3450(3) 0.78519(16) 0.0711(8) Uani 1 1 d . . . . .
H01W H 1.566253 0.394406 0.802099 0.085 Uiso 1 1 calc R U . . .
C01X C -0.1140(3) 0.7903(3) 0.50871(16) 0.0699(8) Uani 1 1 d . . . . .
H2 H -0.128755 0.845870 0.539870 0.084 Uiso 1 1 calc R U . . .
HB H -0.150148 0.712773 0.510804 0.084 Uiso 1 1 calc R U . . .
C01Y C 0.1657(3) 0.6930(3) 0.23985(15) 0.0755(8) Uani 1 1 d . . . . .
H3 H 0.235876 0.663480 0.238782 0.091 Uiso 1 1 calc R U . . .
HC H 0.186908 0.772041 0.236250 0.091 Uiso 1 1 calc R U . . .
C01Z C 1.4868(3) 0.2421(3) 0.74943(16) 0.0728(8) Uani 1 1 d . . . . .
H01Z H 1.556450 0.222475 0.742232 0.087 Uiso 1 1 calc R U . . .
C020 C -0.0826(4) 0.4344(3) 0.05402(15) 0.0774(9) Uani 1 1 d . . . . .
C021 C 0.0988(4) 0.8379(3) 0.82608(17) 0.0881(11) Uani 1 1 d . . . . .
C022 C 1.3889(3) 0.3712(2) 0.79471(16) 0.0720(8) Uani 1 1 d . . . . .
C023 C -0.1036(3) 0.8211(3) 0.44617(16) 0.0849(10) Uani 1 1 d . . . . .
H02B H -0.133704 0.762328 0.410291 0.102 Uiso 1 1 calc R U . . .
H02C H -0.112317 0.895387 0.439350 0.102 Uiso 1 1 calc R U . . .
C024 C 0.2252(4) 0.8830(3) 0.85866(16) 0.0931(12) Uani 1 1 d . . . . .
C025 C -0.1946(4) 0.4260(3) 0.02282(18) 0.1027(13) Uani 1 1 d . . . . .
H025 H -0.238430 0.476596 0.035209 0.123 Uiso 1 1 calc R U . . .
C026 C 0.2096(4) 0.1604(3) 0.0962(2) 0.1054(13) Uani 1 1 d . . . . .
H026 H 0.185695 0.133228 0.130788 0.127 Uiso 1 1 calc R U . . .
C027 C -0.0162(5) 0.3596(3) 0.0361(2) 0.1076(14) Uani 1 1 d . . . . .
H027 H 0.060160 0.366171 0.057494 0.129 Uiso 1 1 calc R U . . .
C028 C 0.2945(5) 0.9667(3) 0.8364(2) 0.1080(14) Uani 1 1 d . . . . .
H028 H 0.261282 0.995760 0.802979 0.130 Uiso 1 1 calc R U . . .
C02A C 0.3131(5) 0.3089(4) 0.05114(19) 0.1151(15) Uani 1 1 d . . . . .
H02A H 0.358511 0.381944 0.055051 0.138 Uiso 1 1 calc R U . . .
C02B C 0.2777(5) 0.8424(4) 0.90929(19) 0.1192(17) Uani 1 1 d . . . . .
H02D H 0.232406 0.785564 0.925519 0.143 Uiso 1 1 calc R U . . .
C02D C 0.3963(6) 0.8854(5) 0.9358(2) 0.136(2) Uani 1 1 d . . . . .
H02E H 0.430268 0.857498 0.969453 0.163 Uiso 1 1 calc R U . . .
C02E C 0.4124(6) 1.0092(4) 0.8623(3) 0.1287(19) Uani 1 1 d . . . . .
H02F H 0.457753 1.065536 0.845705 0.154 Uiso 1 1 calc R U . . .
C02F C 0.4635(6) 0.9698(5) 0.9118(3) 0.139(2) Uani 1 1 d . . . . .
H02G H 0.543004 0.999525 0.929281 0.167 Uiso 1 1 calc R U . . .
C02G C -0.0646(8) 0.2757(4) -0.0137(3) 0.149(3) Uani 1 1 d . . . . .
H02K H -0.021157 0.224394 -0.025667 0.179 Uiso 1 1 calc R U . . .
C02H C 0.1755(6) 0.0925(5) 0.0388(3) 0.150(2) Uani 1 1 d . . . . .
H02H H 0.127595 0.020544 0.034806 0.179 Uiso 1 1 calc R U . . .
C02I C 0.2793(7) 0.2398(7) -0.0068(2) 0.159(2) Uani 1 1 d . . . . .
H02I H 0.301985 0.266942 -0.041606 0.190 Uiso 1 1 calc R U . . .
C02J C 0.2119(7) 0.1306(7) -0.0124(3) 0.159(3) Uani 1 1 d . . . . .
H02J H 0.191648 0.083673 -0.050670 0.191 Uiso 1 1 calc R U . . .
C1 C -0.2419(7) 0.3412(5) -0.0274(2) 0.144(3) Uani 1 1 d . . . . .
C2 C -0.1757(9) 0.2667(5) -0.0459(2) 0.162(4) Uani 1 1 d . . . . .
H2A H -0.207017 0.210651 -0.080270 0.195 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C022 1.743(3) . ?
F002 C017 1.366(3) . ?
F003 C014 1.365(3) . ?
O004 C00N 1.239(3) . ?
O005 C00S 1.210(3) . ?
O006 C00S 1.335(3) . ?
O006 C01L 1.447(3) . ?
Cl00 C1 1.703(7) . ?
N008 C00J 1.407(3) . ?
N008 C00R 1.335(3) . ?
N008 C016 1.452(3) . ?
O009 C00X 1.246(3) . ?
O00A C018 1.342(3) . ?
O00A C01Y 1.454(4) . ?
N00B C010 1.401(3) . ?
N00B C01E 1.467(3) . ?
N00B C01U 1.476(4) . ?
N00C C00O 1.395(3) . ?
N00C C00W 1.346(3) . ?
N00C C01H 1.469(3) . ?
O00D C01C 1.224(3) . ?
N00E N00M 1.355(3) . ?
N00E C012 1.418(3) . ?
N00E C01I 1.348(3) . ?
N00F C011 1.393(3) . ?
N00F C01J 1.453(3) . ?
N00F C01M 1.470(4) . ?
N00G C01C 1.350(4) . ?
N00G C01D 1.455(3) . ?
N00G C01P 1.465(4) . ?
N00H N013 1.350(3) . ?
N00H C01K 1.338(4) . ?
N00H C020 1.422(4) . ?
N00I N00M 1.300(3) . ?
N00I C019 1.356(3) . ?
C00J C00L 1.403(3) . ?
C00J C015 1.396(3) . ?
C00K C00N 1.449(3) . ?
C00K C00R 1.379(3) . ?
C00K C00S 1.463(3) . ?
C00L C00N 1.459(3) . ?
C00L C00T 1.401(3) . ?
C00O C00U 1.398(4) . ?
C00O C00Z 1.406(3) . ?
O00P C018 1.192(3) . ?
N00Q C01R 1.465(4) . ?
N00Q C01T 1.464(4) . ?
N00Q C021 1.343(4) . ?
C00R H00R 0.9300 . ?
C00T H00T 0.9300 . ?
C00T C014 1.345(4) . ?
C00U H00U 0.9300 . ?
C00U C010 1.382(3) . ?
N00V N013 1.301(4) . ?
N00V C01G 1.363(4) . ?
C00W H00W 0.9300 . ?
C00W C00Y 1.374(3) . ?
C00X C00Y 1.447(4) . ?
C00X C00Z 1.459(4) . ?
C00Y C018 1.469(4) . ?
C00Z C01B 1.398(4) . ?
C010 C017 1.405(3) . ?
C011 C014 1.414(3) . ?
C011 C015 1.387(4) . ?
C012 C01F 1.387(4) . ?
C012 C01N 1.379(4) . ?
C015 H015 0.9300 . ?
C016 H016 0.9800 . ?
C016 C01O 1.478(4) . ?
C016 C01Q 1.480(4) . ?
C017 C01B 1.353(4) . ?
C019 C01I 1.348(4) . ?
C019 C01L 1.478(4) . ?
O01A C021 1.233(5) . ?
C01B H01R 0.9300 . ?
C01C C01S 1.499(4) . ?
C01D H01A 0.9700 . ?
C01D H01B 0.9700 . ?
C01D C01M 1.502(4) . ?
C01E H01S 0.9700 . ?
C01E H01T 0.9700 . ?
C01E C01R 1.500(4) . ?
C01F H01F 0.9300 . ?
C01F C01Z 1.368(4) . ?
C01G C01K 1.358(4) . ?
C01G C01Y 1.473(4) . ?
C01H H01U 0.9800 . ?
C01H C01X 1.454(4) . ?
C01H C023 1.447(4) . ?
C01I H01I 0.9300 . ?
C01J H01C 0.9700 . ?
C01J H01D 0.9700 . ?
C01J C01P 1.522(4) . ?
C01K H01V 0.9300 . ?
C01L H01E 0.9700 . ?
C01L H01G 0.9700 . ?
C01M H01H 0.9700 . ?
C01M H01J 0.9700 . ?
C01N H01N 0.9300 . ?
C01N C022 1.371(4) . ?
C01O H01K 0.9700 . ?
C01O H01L 0.9700 . ?
C01O C01Q 1.491(4) . ?
C01P H01M 0.9700 . ?
C01P H01O 0.9700 . ?
C01Q H01P 0.9700 . ?
C01Q H01Q 0.9700 . ?
C01R H01X 0.9700 . ?
C01R H01Y 0.9700 . ?
C01S C026 1.377(5) . ?
C01S C02A 1.382(5) . ?
C01T H01 0.9700 . ?
C01T H 0.9700 . ?
C01T C01U 1.494(4) . ?
C01U H1 0.9700 . ?
C01U HA 0.9700 . ?
C01W H01W 0.9300 . ?
C01W C01Z 1.388(4) . ?
C01W C022 1.373(4) . ?
C01X H2 0.9700 . ?
C01X HB 0.9700 . ?
C01X C023 1.495(5) . ?
C01Y H3 0.9700 . ?
C01Y HC 0.9700 . ?
C01Z H01Z 0.9300 . ?
C020 C025 1.366(6) . ?
C020 C027 1.387(6) . ?
C021 C024 1.502(6) . ?
C023 H02B 0.9700 . ?
C023 H02C 0.9700 . ?
C024 C028 1.364(6) . ?
C024 C02B 1.396(6) . ?
C025 H025 0.9300 . ?
C025 C1 1.381(6) . ?
C026 H026 0.9300 . ?
C026 C02H 1.381(7) . ?
C027 H027 0.9300 . ?
C027 C02G 1.370(7) . ?
C028 H028 0.9300 . ?
C028 C02E 1.376(7) . ?
C02A H02A 0.9300 . ?
C02A C02I 1.396(7) . ?
C02B H02D 0.9300 . ?
C02B C02D 1.387(8) . ?
C02D H02E 0.9300 . ?
C02D C02F 1.379(8) . ?
C02E H02F 0.9300 . ?
C02E C02F 1.362(8) . ?
C02F H02G 0.9300 . ?
C02G H02K 0.9300 . ?
C02G C2 1.363(10) . ?
C02H H02H 0.9300 . ?
C02H C02J 1.370(9) . ?
C02I H02I 0.9300 . ?
C02I C02J 1.389(9) . ?
C02J H02J 0.9300 . ?
C1 C2 1.385(10) . ?
C2 H2A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00S O006 C01L 118.6(2) . . ?
C00J N008 C016 119.70(19) . . ?
C00R N008 C00J 119.78(18) . . ?
C00R N008 C016 120.4(2) . . ?
C018 O00A C01Y 117.1(2) . . ?
C010 N00B C01E 115.9(2) . . ?
C010 N00B C01U 112.8(2) . . ?
C01E N00B C01U 112.6(2) . . ?
C00O N00C C01H 120.5(2) . . ?
C00W N00C C00O 120.11(19) . . ?
C00W N00C C01H 119.0(2) . . ?
N00M N00E C012 120.8(2) . . ?
C01I N00E N00M 109.3(2) . . ?
C01I N00E C012 129.8(2) . . ?
C011 N00F C01J 119.6(2) . . ?
C011 N00F C01M 118.5(2) . . ?
C01J N00F C01M 110.6(2) . . ?
C01C N00G C01D 124.4(2) . . ?
C01C N00G C01P 120.1(2) . . ?
C01D N00G C01P 113.6(2) . . ?
N013 N00H C020 120.4(3) . . ?
C01K N00H N013 110.4(2) . . ?
C01K N00H C020 129.1(3) . . ?
N00M N00I C019 109.0(2) . . ?
C00L C00J N008 118.0(2) . . ?
C015 C00J N008 120.79(19) . . ?
C015 C00J C00L 121.2(2) . . ?
C00N C00K C00S 124.97(19) . . ?
C00R C00K C00N 119.0(2) . . ?
C00R C00K C00S 116.0(2) . . ?
C00J C00L C00N 123.1(2) . . ?
C00T C00L C00J 117.7(2) . . ?
C00T C00L C00N 119.2(2) . . ?
N00I N00M N00E 107.5(2) . . ?
O004 C00N C00K 125.2(2) . . ?
O004 C00N C00L 120.1(2) . . ?
C00K C00N C00L 114.62(18) . . ?
N00C C00O C00U 121.5(2) . . ?
N00C C00O C00Z 118.1(2) . . ?
C00U C00O C00Z 120.5(2) . . ?
C01T N00Q C01R 110.3(2) . . ?
C021 N00Q C01R 119.3(3) . . ?
C021 N00Q C01T 122.7(3) . . ?
N008 C00R C00K 125.3(2) . . ?
N008 C00R H00R 117.3 . . ?
C00K C00R H00R 117.3 . . ?
O005 C00S O006 123.4(2) . . ?
O005 C00S C00K 125.0(2) . . ?
O006 C00S C00K 111.6(2) . . ?
C00L C00T H00T 120.0 . . ?
C014 C00T C00L 120.0(2) . . ?
C014 C00T H00T 120.0 . . ?
C00O C00U H00U 119.1 . . ?
C010 C00U C00O 121.7(2) . . ?
C010 C00U H00U 119.1 . . ?
N013 N00V C01G 109.7(2) . . ?
N00C C00W H00W 117.7 . . ?
N00C C00W C00Y 124.6(2) . . ?
C00Y C00W H00W 117.7 . . ?
O009 C00X C00Y 125.1(3) . . ?
O009 C00X C00Z 120.4(2) . . ?
C00Y C00X C00Z 114.4(2) . . ?
C00W C00Y C00X 119.6(2) . . ?
C00W C00Y C018 119.5(2) . . ?
C00X C00Y C018 120.9(2) . . ?
C00O C00Z C00X 123.1(2) . . ?
C01B C00Z C00O 117.3(2) . . ?
C01B C00Z C00X 119.6(2) . . ?
N00B C010 C017 119.7(2) . . ?
C00U C010 N00B 123.9(2) . . ?
C00U C010 C017 116.4(2) . . ?
N00F C011 C014 120.0(2) . . ?
C015 C011 N00F 123.8(2) . . ?
C015 C011 C014 116.1(2) . . ?
C01F C012 N00E 119.8(2) . . ?
C01N C012 N00E 119.5(2) . . ?
C01N C012 C01F 120.6(3) . . ?
N00V N013 N00H 106.8(2) . . ?
F003 C014 C011 118.2(2) . . ?
C00T C014 F003 117.8(2) . . ?
C00T C014 C011 124.0(2) . . ?
C00J C015 H015 119.5 . . ?
C011 C015 C00J 120.9(2) . . ?
C011 C015 H015 119.5 . . ?
N008 C016 H016 115.4 . . ?
N008 C016 C01O 118.7(2) . . ?
N008 C016 C01Q 120.5(2) . . ?
C01O C016 H016 115.4 . . ?
C01O C016 C01Q 60.5(2) . . ?
C01Q C016 H016 115.4 . . ?
F002 C017 C010 118.8(2) . . ?
C01B C017 F002 118.3(2) . . ?
C01B C017 C010 122.9(2) . . ?
O00A C018 C00Y 113.9(2) . . ?
O00P C018 O00A 121.1(3) . . ?
O00P C018 C00Y 124.9(3) . . ?
N00I C019 C01L 122.3(2) . . ?
C01I C019 N00I 108.3(2) . . ?
C01I C019 C01L 129.4(2) . . ?
C00Z C01B H01R 119.4 . . ?
C017 C01B C00Z 121.1(2) . . ?
C017 C01B H01R 119.4 . . ?
O00D C01C N00G 121.9(3) . . ?
O00D C01C C01S 119.7(3) . . ?
N00G C01C C01S 118.4(3) . . ?
N00G C01D H01A 109.8 . . ?
N00G C01D H01B 109.8 . . ?
N00G C01D C01M 109.2(2) . . ?
H01A C01D H01B 108.3 . . ?
C01M C01D H01A 109.8 . . ?
C01M C01D H01B 109.8 . . ?
N00B C01E H01S 109.6 . . ?
N00B C01E H01T 109.6 . . ?
N00B C01E C01R 110.4(2) . . ?
H01S C01E H01T 108.1 . . ?
C01R C01E H01S 109.6 . . ?
C01R C01E H01T 109.6 . . ?
C012 C01F H01F 120.4 . . ?
C01Z C01F C012 119.2(3) . . ?
C01Z C01F H01F 120.4 . . ?
N00V C01G C01Y 122.8(3) . . ?
C01K C01G N00V 107.3(3) . . ?
C01K C01G C01Y 129.8(3) . . ?
N00C C01H H01U 115.1 . . ?
C01X C01H N00C 120.7(2) . . ?
C01X C01H H01U 115.1 . . ?
C023 C01H N00C 118.5(3) . . ?
C023 C01H H01U 115.1 . . ?
C023 C01H C01X 62.0(2) . . ?
N00E C01I C019 105.8(2) . . ?
N00E C01I H01I 127.1 . . ?
C019 C01I H01I 127.1 . . ?
N00F C01J H01C 109.7 . . ?
N00F C01J H01D 109.7 . . ?
N00F C01J C01P 109.8(2) . . ?
H01C C01J H01D 108.2 . . ?
C01P C01J H01C 109.7 . . ?
C01P C01J H01D 109.7 . . ?
N00H C01K C01G 105.7(2) . . ?
N00H C01K H01V 127.1 . . ?
C01G C01K H01V 127.1 . . ?
O006 C01L C019 108.2(2) . . ?
O006 C01L H01E 110.1 . . ?
O006 C01L H01G 110.1 . . ?
C019 C01L H01E 110.1 . . ?
C019 C01L H01G 110.1 . . ?
H01E C01L H01G 108.4 . . ?
N00F C01M C01D 109.5(2) . . ?
N00F C01M H01H 109.8 . . ?
N00F C01M H01J 109.8 . . ?
C01D C01M H01H 109.8 . . ?
C01D C01M H01J 109.8 . . ?
H01H C01M H01J 108.2 . . ?
C012 C01N H01N 120.7 . . ?
C022 C01N C012 118.5(3) . . ?
C022 C01N H01N 120.7 . . ?
C016 C01O H01K 117.8 . . ?
C016 C01O H01L 117.8 . . ?
C016 C01O C01Q 59.81(18) . . ?
H01K C01O H01L 114.9 . . ?
C01Q C01O H01K 117.8 . . ?
C01Q C01O H01L 117.8 . . ?
N00G C01P C01J 111.2(2) . . ?
N00G C01P H01M 109.4 . . ?
N00G C01P H01O 109.4 . . ?
C01J C01P H01M 109.4 . . ?
C01J C01P H01O 109.4 . . ?
H01M C01P H01O 108.0 . . ?
C016 C01Q C01O 59.65(19) . . ?
C016 C01Q H01P 117.8 . . ?
C016 C01Q H01Q 117.8 . . ?
C01O C01Q H01P 117.8 . . ?
C01O C01Q H01Q 117.8 . . ?
H01P C01Q H01Q 114.9 . . ?
N00Q C01R C01E 109.9(3) . . ?
N00Q C01R H01X 109.7 . . ?
N00Q C01R H01Y 109.7 . . ?
C01E C01R H01X 109.7 . . ?
C01E C01R H01Y 109.7 . . ?
H01X C01R H01Y 108.2 . . ?
C026 C01S C01C 121.6(3) . . ?
C026 C01S C02A 119.8(4) . . ?
C02A C01S C01C 118.4(3) . . ?
N00Q C01T H01 109.7 . . ?
N00Q C01T H 109.7 . . ?
N00Q C01T C01U 110.0(3) . . ?
H01 C01T H 108.2 . . ?
C01U C01T H01 109.7 . . ?
C01U C01T H 109.7 . . ?
N00B C01U C01T 110.7(2) . . ?
N00B C01U H1 109.5 . . ?
N00B C01U HA 109.5 . . ?
C01T C01U H1 109.5 . . ?
C01T C01U HA 109.5 . . ?
H1 C01U HA 108.1 . . ?
C01Z C01W H01W 121.2 . . ?
C022 C01W H01W 121.2 . . ?
C022 C01W C01Z 117.6(3) . . ?
C01H C01X H2 117.9 . . ?
C01H C01X HB 117.9 . . ?
C01H C01X C023 58.8(2) . . ?
H2 C01X HB 115.0 . . ?
C023 C01X H2 117.9 . . ?
C023 C01X HB 117.9 . . ?
O00A C01Y C01G 111.9(2) . . ?
O00A C01Y H3 109.2 . . ?
O00A C01Y HC 109.2 . . ?
C01G C01Y H3 109.2 . . ?
C01G C01Y HC 109.2 . . ?
H3 C01Y HC 107.9 . . ?
C01F C01Z C01W 121.5(3) . . ?
C01F C01Z H01Z 119.3 . . ?
C01W C01Z H01Z 119.3 . . ?
C025 C020 N00H 119.2(4) . . ?
C025 C020 C027 121.1(4) . . ?
C027 C020 N00H 119.7(4) . . ?
N00Q C021 C024 118.4(4) . . ?
O01A C021 N00Q 120.2(4) . . ?
O01A C021 C024 121.4(3) . . ?
C01N C022 Cl01 118.4(2) . . ?
C01N C022 C01W 122.6(3) . . ?
C01W C022 Cl01 119.0(2) . . ?
C01H C023 C01X 59.2(2) . . ?
C01H C023 H02B 117.9 . . ?
C01H C023 H02C 117.9 . . ?
C01X C023 H02B 117.9 . . ?
C01X C023 H02C 117.9 . . ?
H02B C023 H02C 115.0 . . ?
C028 C024 C021 118.2(4) . . ?
C028 C024 C02B 117.7(5) . . ?
C02B C024 C021 124.1(4) . . ?
C020 C025 H025 120.5 . . ?
C020 C025 C1 119.1(5) . . ?
C1 C025 H025 120.5 . . ?
C01S C026 H026 119.7 . . ?
C01S C026 C02H 120.5(5) . . ?
C02H C026 H026 119.7 . . ?
C020 C027 H027 120.5 . . ?
C02G C027 C020 119.1(6) . . ?
C02G C027 H027 120.5 . . ?
C024 C028 H028 119.3 . . ?
C024 C028 C02E 121.5(5) . . ?
C02E C028 H028 119.3 . . ?
C01S C02A H02A 120.2 . . ?
C01S C02A C02I 119.5(5) . . ?
C02I C02A H02A 120.2 . . ?
C024 C02B H02D 119.5 . . ?
C02D C02B C024 121.1(5) . . ?
C02D C02B H02D 119.5 . . ?
C02B C02D H02E 120.3 . . ?
C02F C02D C02B 119.5(5) . . ?
C02F C02D H02E 120.3 . . ?
C028 C02E H02F 119.6 . . ?
C02F C02E C028 120.8(5) . . ?
C02F C02E H02F 119.6 . . ?
C02D C02F H02G 120.3 . . ?
C02E C02F C02D 119.5(6) . . ?
C02E C02F H02G 120.3 . . ?
C027 C02G H02K 119.6 . . ?
C2 C02G C027 120.7(7) . . ?
C2 C02G H02K 119.6 . . ?
C026 C02H H02H 119.8 . . ?
C02J C02H C026 120.4(5) . . ?
C02J C02H H02H 119.8 . . ?
C02A C02I H02I 120.0 . . ?
C02J C02I C02A 120.1(6) . . ?
C02J C02I H02I 120.0 . . ?
C02H C02J C02I 119.6(5) . . ?
C02H C02J H02J 120.2 . . ?
C02I C02J H02J 120.2 . . ?
C025 C1 Cl00 119.8(6) . . ?
C025 C1 C2 120.1(6) . . ?
C2 C1 Cl00 120.1(5) . . ?
C02G C2 C1 119.9(5) . . ?
C02G C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?

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
F002 C017 C01B C00Z 176.1(2) . . . . ?
Cl00 C1 C2 C02G -178.3(4) . . . . ?
N008 C00J C00L C00N 2.1(3) . . . . ?
N008 C00J C00L C00T -178.58(19) . . . . ?
N008 C00J C015 C011 178.9(2) . . . . ?
N008 C016 C01O C01Q -110.8(3) . . . . ?
N008 C016 C01Q C01O 107.9(3) . . . . ?
O009 C00X C00Y C00W 176.8(2) . . . . ?
O009 C00X C00Y C018 -6.2(4) . . . . ?
O009 C00X C00Z C00O -177.5(2) . . . . ?
O009 C00X C00Z C01B 1.7(4) . . . . ?
N00B C010 C017 F002 2.1(4) . . . . ?
N00B C010 C017 C01B -179.5(2) . . . . ?
N00B C01E C01R N00Q 56.6(3) . . . . ?
N00C C00O C00U C010 177.5(2) . . . . ?
N00C C00O C00Z C00X 0.5(3) . . . . ?
N00C C00O C00Z C01B -178.8(2) . . . . ?
N00C C00W C00Y C00X 1.0(4) . . . . ?
N00C C00W C00Y C018 -176.1(2) . . . . ?
N00C C01H C01X C023 -108.3(3) . . . . ?
N00C C01H C023 C01X 111.6(3) . . . . ?
O00D C01C C01S C026 -116.4(4) . . . . ?
O00D C01C C01S C02A 59.3(5) . . . . ?
N00E C012 C01F C01Z -178.4(3) . . . . ?
N00E C012 C01N C022 178.0(3) . . . . ?
N00F C011 C014 F003 0.4(4) . . . . ?
N00F C011 C014 C00T 179.0(2) . . . . ?
N00F C011 C015 C00J -176.2(2) . . . . ?
N00F C01J C01P N00G 52.9(3) . . . . ?
N00G C01C C01S C026 63.2(5) . . . . ?
N00G C01C C01S C02A -121.1(4) . . . . ?
N00G C01D C01M N00F -59.0(3) . . . . ?
N00H C020 C025 C1 179.8(3) . . . . ?
N00H C020 C027 C02G 180.0(4) . . . . ?
N00I C019 C01I N00E -0.7(3) . . . . ?
N00I C019 C01L O006 -83.4(3) . . . . ?
C00J N008 C00R C00K 1.0(3) . . . . ?
C00J N008 C016 C01O -70.2(3) . . . . ?
C00J N008 C016 C01Q -141.0(2) . . . . ?
C00J C00L C00N O004 175.1(2) . . . . ?
C00J C00L C00N C00K -3.5(3) . . . . ?
C00J C00L C00T C014 -0.8(3) . . . . ?
C00L C00J C015 C011 -3.1(3) . . . . ?
C00L C00T C014 F003 176.5(2) . . . . ?
C00L C00T C014 C011 -2.1(4) . . . . ?
N00M N00E C012 C01F -7.8(4) . . . . ?
N00M N00E C012 C01N 173.8(3) . . . . ?
N00M N00E C01I C019 0.1(3) . . . . ?
N00M N00I C019 C01I 1.0(3) . . . . ?
N00M N00I C019 C01L -179.0(2) . . . . ?
C00N C00K C00R N008 -2.7(3) . . . . ?
C00N C00K C00S O005 -169.3(2) . . . . ?
C00N C00K C00S O006 12.7(3) . . . . ?
C00N C00L C00T C014 178.6(2) . . . . ?
C00O N00C C00W C00Y 1.2(4) . . . . ?
C00O N00C C01H C01X -62.8(4) . . . . ?
C00O N00C C01H C023 -135.5(3) . . . . ?
C00O C00U C010 N00B -177.7(2) . . . . ?
C00O C00U C010 C017 1.7(4) . . . . ?
C00O C00Z C01B C017 0.8(4) . . . . ?
N00Q C01T C01U N00B -56.1(3) . . . . ?
N00Q C021 C024 C028 120.8(4) . . . . ?
N00Q C021 C024 C02B -57.1(5) . . . . ?
C00R N008 C00J C00L -0.7(3) . . . . ?
C00R N008 C00J C015 177.4(2) . . . . ?
C00R N008 C016 C01O 113.5(3) . . . . ?
C00R N008 C016 C01Q 42.6(3) . . . . ?
C00R C00K C00N O004 -174.9(2) . . . . ?
C00R C00K C00N C00L 3.7(3) . . . . ?
C00R C00K C00S O005 11.9(3) . . . . ?
C00R C00K C00S O006 -166.12(19) . . . . ?
C00S O006 C01L C019 -137.1(2) . . . . ?
C00S C00K C00N O004 6.3(3) . . . . ?
C00S C00K C00N C00L -175.14(19) . . . . ?
C00S C00K C00R N008 176.2(2) . . . . ?
C00T C00L C00N O004 -4.2(3) . . . . ?
C00T C00L C00N C00K 177.14(19) . . . . ?
C00U C00O C00Z C00X -178.9(2) . . . . ?
C00U C00O C00Z C01B 1.9(3) . . . . ?
C00U C010 C017 F002 -177.4(2) . . . . ?
C00U C010 C017 C01B 1.1(4) . . . . ?
N00V C01G C01K N00H -1.1(3) . . . . ?
N00V C01G C01Y O00A 71.1(4) . . . . ?
C00W N00C C00O C00U 177.5(2) . . . . ?
C00W N00C C00O C00Z -1.9(3) . . . . ?
C00W N00C C01H C01X 124.0(3) . . . . ?
C00W N00C C01H C023 51.3(4) . . . . ?
C00W C00Y C018 O00A -14.4(3) . . . . ?
C00W C00Y C018 O00P 162.5(3) . . . . ?
C00X C00Y C018 O00A 168.6(2) . . . . ?
C00X C00Y C018 O00P -14.6(4) . . . . ?
C00X C00Z C01B C017 -178.5(2) . . . . ?
C00Y C00X C00Z C00O 1.5(3) . . . . ?
C00Y C00X C00Z C01B -179.2(2) . . . . ?
C00Z C00O C00U C010 -3.2(4) . . . . ?
C00Z C00X C00Y C00W -2.2(3) . . . . ?
C00Z C00X C00Y C018 174.8(2) . . . . ?
C010 N00B C01E C01R 174.2(2) . . . . ?
C010 N00B C01U C01T -172.8(2) . . . . ?
C010 C017 C01B C00Z -2.3(4) . . . . ?
C011 N00F C01J C01P 158.3(2) . . . . ?
C011 N00F C01M C01D -154.1(2) . . . . ?
C012 N00E N00M N00I 177.1(2) . . . . ?
C012 N00E C01I C019 -176.0(2) . . . . ?
C012 C01F C01Z C01W 0.3(5) . . . . ?
C012 C01N C022 Cl01 -179.2(2) . . . . ?
C012 C01N C022 C01W 0.6(5) . . . . ?
N013 N00H C01K C01G 0.2(3) . . . . ?
N013 N00H C020 C025 -4.8(4) . . . . ?
N013 N00H C020 C027 175.0(3) . . . . ?
N013 N00V C01G C01K 1.6(4) . . . . ?
N013 N00V C01G C01Y 178.8(3) . . . . ?
C014 C011 C015 C00J 0.3(3) . . . . ?
C015 C00J C00L C00N -176.0(2) . . . . ?
C015 C00J C00L C00T 3.3(3) . . . . ?
C015 C011 C014 F003 -176.2(2) . . . . ?
C015 C011 C014 C00T 2.3(4) . . . . ?
C016 N008 C00J C00L -177.04(19) . . . . ?
C016 N008 C00J C015 1.1(3) . . . . ?
C016 N008 C00R C00K 177.4(2) . . . . ?
C018 O00A C01Y C01G 115.7(3) . . . . ?
C019 N00I N00M N00E -0.9(3) . . . . ?
O01A C021 C024 C028 -56.2(5) . . . . ?
O01A C021 C024 C02B 125.8(5) . . . . ?
C01C N00G C01D C01M -140.7(3) . . . . ?
C01C N00G C01P C01J 142.8(3) . . . . ?
C01C C01S C026 C02H 176.3(5) . . . . ?
C01C C01S C02A C02I -176.9(5) . . . . ?
C01D N00G C01C O00D -164.8(3) . . . . ?
C01D N00G C01C C01S 15.7(4) . . . . ?
C01D N00G C01P C01J -52.5(3) . . . . ?
C01E N00B C010 C00U 13.6(3) . . . . ?
C01E N00B C010 C017 -165.9(2) . . . . ?
C01E N00B C01U C01T 53.6(3) . . . . ?
C01F C012 C01N C022 -0.5(5) . . . . ?
C01G N00V N013 N00H -1.4(4) . . . . ?
C01H N00C C00O C00U 4.3(3) . . . . ?
C01H N00C C00O C00Z -175.0(2) . . . . ?
C01H N00C C00W C00Y 174.4(2) . . . . ?
C01I N00E N00M N00I 0.5(3) . . . . ?
C01I N00E C012 C01F 168.0(3) . . . . ?
C01I N00E C012 C01N -10.5(4) . . . . ?
C01I C019 C01L O006 96.7(3) . . . . ?
C01J N00F C011 C014 -167.1(3) . . . . ?
C01J N00F C011 C015 9.2(4) . . . . ?
C01J N00F C01M C01D 62.4(3) . . . . ?
C01K N00H N013 N00V 0.8(3) . . . . ?
C01K N00H C020 C025 173.8(3) . . . . ?
C01K N00H C020 C027 -6.4(5) . . . . ?
C01K C01G C01Y O00A -112.4(3) . . . . ?
C01L O006 C00S O005 -1.4(4) . . . . ?
C01L O006 C00S C00K 176.7(2) . . . . ?
C01L C019 C01I N00E 179.3(3) . . . . ?
C01M N00F C011 C014 52.7(4) . . . . ?
C01M N00F C011 C015 -131.0(3) . . . . ?
C01M N00F C01J C01P -58.6(3) . . . . ?
C01N C012 C01F C01Z 0.1(5) . . . . ?
C01P N00G C01C O00D -1.7(4) . . . . ?
C01P N00G C01C C01S 178.7(3) . . . . ?
C01P N00G C01D C01M 55.3(3) . . . . ?
C01R N00Q C01T C01U 60.3(3) . . . . ?
C01R N00Q C021 O01A 15.5(5) . . . . ?
C01R N00Q C021 C024 -161.6(3) . . . . ?
C01S C026 C02H C02J 1.3(10) . . . . ?
C01S C02A C02I C02J -0.3(10) . . . . ?
C01T N00Q C01R C01E -60.6(3) . . . . ?
C01T N00Q C021 O01A 162.0(3) . . . . ?
C01T N00Q C021 C024 -15.1(5) . . . . ?
C01U N00B C010 C00U -118.4(3) . . . . ?
C01U N00B C010 C017 62.1(3) . . . . ?
C01U N00B C01E C01R -53.8(3) . . . . ?
C01Y O00A C018 O00P -4.0(4) . . . . ?
C01Y O00A C018 C00Y 173.0(2) . . . . ?
C01Y C01G C01K N00H -178.0(3) . . . . ?
C01Z C01W C022 Cl01 179.5(3) . . . . ?
C01Z C01W C022 C01N -0.3(5) . . . . ?
C020 N00H N013 N00V 179.6(3) . . . . ?
C020 N00H C01K C01G -178.5(3) . . . . ?
C020 C025 C1 Cl00 179.1(3) . . . . ?
C020 C025 C1 C2 -0.6(7) . . . . ?
C020 C027 C02G C2 1.0(8) . . . . ?
C021 N00Q C01R C01E 89.7(3) . . . . ?
C021 N00Q C01T C01U -88.8(4) . . . . ?
C021 C024 C028 C02E -177.4(4) . . . . ?
C021 C024 C02B C02D 177.6(4) . . . . ?
C022 C01W C01Z C01F -0.1(5) . . . . ?
C024 C028 C02E C02F -0.9(8) . . . . ?
C024 C02B C02D C02F 0.1(8) . . . . ?
C025 C020 C027 C02G -0.2(6) . . . . ?
C025 C1 C2 C02G 1.4(8) . . . . ?
C026 C01S C02A C02I -1.1(7) . . . . ?
C026 C02H C02J C02I -2.7(11) . . . . ?
C027 C020 C025 C1 0.0(5) . . . . ?
C027 C02G C2 C1 -1.6(9) . . . . ?
C028 C024 C02B C02D -0.3(7) . . . . ?
C028 C02E C02F C02D 0.7(9) . . . . ?
C02A C01S C026 C02H 0.7(7) . . . . ?
C02A C02I C02J C02H 2.2(11) . . . . ?
C02B C024 C028 C02E 0.7(7) . . . . ?
C02B C02D C02F C02E -0.3(9) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.141 -0.093 0.153 61.7 12.8 ?
2 -0.141 0.093 0.847 61.7 12.7 ?
3 0.500 0.500 1.000 21.0 0.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
_chemical_properties_physical    Moisture-sensitive
