# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_mo_HR151119_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2063643'
_audit_update_record             
;
2021-02-18 deposited with the CCDC.	2022-02-24 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         'C60 H41 Cl6 F10 N5'
_chemical_formula_sum            'C60 H41 Cl6 F10 N5'
_chemical_formula_weight         1234.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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                   11.498(3)
_cell_length_b                   12.936(2)
_cell_length_c                   20.787(4)
_cell_angle_alpha                76.103(6)
_cell_angle_beta                 77.831(7)
_cell_angle_gamma                66.872(6)
_cell_volume                     2736.5(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9228
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      28.31

_exptl_crystal_description       block
_exptl_crystal_colour            'Dark Green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.394
_shelx_estimated_absorpt_T_min   0.891
_shelx_estimated_absorpt_T_max   0.943
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5616
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1482 before and 0.0823 after correction.
The Ratio of minimum to maximum transmission is 0.7531.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Photon II '
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25138
_diffrn_reflns_av_unetI/netI     0.0869
_diffrn_reflns_av_R_equivalents  0.0697
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.018
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             10089
_reflns_number_gt                7315
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1828P)²+6.3433P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.013(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         10089
_refine_ls_number_parameters     733
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0972
_refine_ls_wR_factor_ref         0.3067
_refine_ls_wR_factor_gt          0.2853
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1_1 Cl 0.3019(2) 0.61444(15) 0.36953(9) 0.0718(6) Uani 1 1 d . . . . .
Cl3_1 Cl 0.4029(2) 0.56740(15) 0.23523(9) 0.0651(5) Uani 1 1 d . . . . .
C1_1 C 0.4365(7) 0.5848(6) 0.3097(4) 0.0622(19) Uani 1 1 d . . . . .
H1A_1 H 0.504055 0.514128 0.327847 0.075 Uiso 1 1 calc R U . . .
H1AB_1 H 0.469216 0.647942 0.300014 0.075 Uiso 1 1 calc R U . . .
Cl2_2 Cl 0.9008(2) 0.81812(17) 0.29641(12) 0.0869(8) Uani 1 1 d . . . . .
Cl3_2 Cl 1.05541(17) 0.60832(14) 0.24651(8) 0.0571(5) Uani 1 1 d . . . . .
C1_2 C 0.9793(7) 0.6717(6) 0.3162(3) 0.0555(16) Uani 1 1 d . . . . .
H1A_2 H 1.043242 0.656320 0.345977 0.067 Uiso 1 1 calc R U . . .
H1AB_2 H 0.916835 0.636371 0.341133 0.067 Uiso 1 1 calc R U . . .
F1_3 F 0.2459(3) 1.1911(2) 0.25267(16) 0.0379(7) Uani 1 1 d . . . . .
F2_3 F 0.6918(3) 1.0453(3) 0.21141(17) 0.0430(8) Uani 1 1 d . . . . .
F3_3 F 1.0203(3) 0.3654(2) 0.20532(15) 0.0348(7) Uani 1 1 d . . . . .
F4_3 F 0.6461(3) 0.3136(3) 0.32286(17) 0.0434(8) Uani 1 1 d . . . . .
F5_3 F 0.5727(3) 0.5152(2) 0.04871(14) 0.0304(6) Uani 1 1 d . . . . .
F6_3 F 0.9344(3) 0.6018(2) -0.05598(14) 0.0311(7) Uani 1 1 d . . . . .
F7_3 F 0.2405(3) 1.0998(2) 0.06432(14) 0.0303(6) Uani 1 1 d . . . . .
F8_3 F 0.0193(3) 0.8457(2) 0.13474(14) 0.0305(6) Uani 1 1 d . . . . .
F10_3 F 0.9288(3) 0.6139(3) 0.47023(15) 0.0543(10) Uani 1 1 d . . . . .
F11_3 F 0.4967(3) 0.7524(3) 0.55605(15) 0.0510(9) Uani 1 1 d . . . . .
N1_3 N 0.3141(4) 0.9017(3) 0.28640(19) 0.0300(9) Uani 1 1 d . . . . .
N2_3 N 0.7325(4) 0.7133(3) 0.13731(18) 0.0216(8) Uani 1 1 d . . . . .
N3_3 N 0.4809(3) 0.7568(3) 0.08465(18) 0.0205(8) Uani 1 1 d . . . . .
H3N_3 H 0.496903 0.718634 0.124953 0.025 Uiso 1 1 calc R U . . .
N5_3 N 0.5695(4) 0.8309(3) 0.34989(18) 0.0247(8) Uani 1 1 d . . . . .
H5_3 H 0.562586 0.779938 0.330981 0.030 Uiso 1 1 calc R U . . .
N6_3 N 0.7003(4) 0.6062(3) 0.34816(18) 0.0252(8) Uani 1 1 d . . . . .
C1_3 C 0.8720(6) 0.6201(5) 0.5850(3) 0.0417(13) Uani 1 1 d . . . . .
H1_3 H 0.959469 0.590085 0.591115 0.050 Uiso 1 1 calc R U . . .
C2_3 C 0.7771(6) 0.6462(4) 0.6386(2) 0.0367(12) Uani 1 1 d . . . . .
H2_3 H 0.799377 0.634336 0.682008 0.044 Uiso 1 1 calc R U . . .
C3_3 C 0.6501(5) 0.6894(4) 0.6291(2) 0.0361(12) Uani 1 1 d . . . . .
H3_3 H 0.584631 0.706907 0.665601 0.043 Uiso 1 1 calc R U . . .
C4_3 C 0.6204(5) 0.7066(4) 0.5656(2) 0.0318(11) Uani 1 1 d . . . . .
C5_3 C 0.6760(5) 0.6971(4) 0.4426(2) 0.0263(10) Uani 1 1 d . . . . .
C6_3 C 0.6188(5) 0.8068(4) 0.4090(2) 0.0270(10) Uani 1 1 d . . . . .
C7_3 C 0.5326(4) 0.9463(4) 0.3245(2) 0.0251(10) Uani 1 1 d . . . . .
C8_3 C 0.5616(5) 0.9973(4) 0.3709(2) 0.0286(10) Uani 1 1 d . . . . .
H8_3 H 0.551927 1.075125 0.365649 0.034 Uiso 1 1 calc R U . . .
C9_3 C 0.6049(5) 0.9146(4) 0.4230(2) 0.0298(11) Uani 1 1 d . . . . .
H9_3 H 0.623222 0.926004 0.462644 0.036 Uiso 1 1 calc R U . . .
C10_3 C 0.7088(5) 0.5981(4) 0.4128(2) 0.0273(10) Uani 1 1 d . . . . .
C11_3 C 0.7537(4) 0.4949(4) 0.3352(2) 0.0256(10) Uani 1 1 d . . . . .
C12_3 C 0.7893(5) 0.4165(4) 0.3969(2) 0.0321(11) Uani 1 1 d . . . . .
H12_3 H 0.824372 0.335489 0.402591 0.038 Uiso 1 1 calc R U . . .
C13_3 C 0.7636(5) 0.4793(4) 0.4440(2) 0.0335(12) Uani 1 1 d . . . . .
H13_3 H 0.778414 0.451733 0.489319 0.040 Uiso 1 1 calc R U . . .
C14_3 C 0.4684(4) 0.9991(4) 0.2695(2) 0.0234(9) Uani 1 1 d . . . . .
C15_3 C 0.3970(4) 0.9496(4) 0.2445(2) 0.0235(9) Uani 1 1 d . . . . .
C16_3 C 0.2543(5) 0.8707(4) 0.2483(2) 0.0273(10) Uani 1 1 d . . . . .
H16_3 H 0.192069 0.836244 0.265013 0.033 Uiso 1 1 calc R U . . .
C17_3 C 0.2979(4) 0.8969(3) 0.1819(2) 0.0208(9) Uani 1 1 d . . . . .
C18_3 C 0.3854(4) 0.9487(4) 0.1795(2) 0.0243(10) Uani 1 1 d . . . . .
H18_3 H 0.429529 0.978279 0.140031 0.029 Uiso 1 1 calc R U . . .
C19_3 C 0.7778(4) 0.4682(4) 0.2724(2) 0.0226(9) Uani 1 1 d . . . . .
C20_3 C 0.7579(4) 0.5524(4) 0.2116(2) 0.0220(9) Uani 1 1 d . . . . .
C21_3 C 0.7468(4) 0.6652(4) 0.2029(2) 0.0228(9) Uani 1 1 d . . . . .
H21_3 H 0.748634 0.702770 0.236468 0.027 Uiso 1 1 calc R U . . .
C22_3 C 0.7341(4) 0.6328(4) 0.1033(2) 0.0201(9) Uani 1 1 d . . . . .
C23_3 C 0.7504(4) 0.5327(4) 0.1476(2) 0.0219(9) Uani 1 1 d . . . . .
H23_3 H 0.755717 0.462766 0.137937 0.026 Uiso 1 1 calc R U . . .
C24_3 C 0.4684(4) 1.1131(4) 0.2344(2) 0.0244(10) Uani 1 1 d . . . . .
C25_3 C 0.3563(5) 1.2061(4) 0.2239(2) 0.0271(10) Uani 1 1 d . . . . .
C26_3 C 0.3502(6) 1.3120(4) 0.1890(2) 0.0346(12) Uani 1 1 d . . . . .
H26_3 H 0.270831 1.372656 0.183045 0.042 Uiso 1 1 calc R U . . .
C27_3 C 0.4674(6) 1.3269(5) 0.1622(3) 0.0430(14) Uani 1 1 d . . . . .
H27_3 H 0.467316 1.399376 0.138256 0.052 Uiso 1 1 calc R U . . .
C28_3 C 0.5808(6) 1.2383(5) 0.1703(3) 0.0403(13) Uani 1 1 d . . . . .
H28_3 H 0.659380 1.248404 0.151862 0.048 Uiso 1 1 calc R U . . .
C29_3 C 0.5792(5) 1.1342(4) 0.2056(2) 0.0332(11) Uani 1 1 d . . . . .
C30_3 C 0.2729(6) 0.9072(6) 0.3574(3) 0.0447(14) Uani 1 1 d . . . . .
H30A_3 H 0.200641 0.881272 0.372846 0.067 Uiso 1 1 calc R U . . .
H30B_3 H 0.246794 0.986144 0.364068 0.067 Uiso 1 1 calc R U . . .
H30C_3 H 0.343522 0.858038 0.382964 0.067 Uiso 1 1 calc R U . . .
C31_3 C 0.2565(4) 0.8698(3) 0.1254(2) 0.0205(9) Uani 1 1 d . . . . .
H31_3 H 0.232179 0.801224 0.144094 0.025 Uiso 1 1 calc R U . . .
C32_3 C 0.3648(4) 0.8377(3) 0.0697(2) 0.0200(9) Uani 1 1 d . . . . .
C33_3 C 0.5676(4) 0.7437(3) 0.0285(2) 0.0199(9) Uani 1 1 d . . . . .
C34_3 C 0.5070(4) 0.8161(4) -0.0243(2) 0.0255(10) Uani 1 1 d . . . . .
H34_3 H 0.543612 0.825392 -0.069785 0.031 Uiso 1 1 calc R U . . .
C35_3 C 0.3793(4) 0.8744(4) 0.0020(2) 0.0240(10) Uani 1 1 d . . . . .
H35_3 H 0.314711 0.929556 -0.023176 0.029 Uiso 1 1 calc R U . . .
C36_3 C 0.8307(4) 0.3460(4) 0.2648(2) 0.0243(10) Uani 1 1 d . . . . .
C37_3 C 0.9516(4) 0.2977(4) 0.2306(2) 0.0243(10) Uani 1 1 d . . . . .
C38_3 C 1.0053(5) 0.1845(4) 0.2228(2) 0.0311(11) Uani 1 1 d . . . . .
H38_3 H 1.088440 0.155261 0.199391 0.037 Uiso 1 1 calc R U . . .
C39_3 C 0.9352(5) 0.1149(4) 0.2499(3) 0.0334(11) Uani 1 1 d . . . . .
H39_3 H 0.970009 0.037061 0.244730 0.040 Uiso 1 1 calc R U . . .
C40_3 C 0.8157(5) 0.1577(4) 0.2841(3) 0.0344(11) Uani 1 1 d . . . . .
H40_3 H 0.767585 0.109926 0.303227 0.041 Uiso 1 1 calc R U . . .
C41_3 C 0.7664(5) 0.2715(4) 0.2902(2) 0.0295(10) Uani 1 1 d . . . . .
C42_3 C 0.7263(5) 0.8299(4) 0.1081(2) 0.0284(10) Uani 1 1 d . . . . .
H42A_3 H 0.659262 0.866021 0.078854 0.043 Uiso 1 1 calc R U . . .
H42B_3 H 0.808532 0.827946 0.082045 0.043 Uiso 1 1 calc R U . . .
H42C_3 H 0.706875 0.873903 0.143910 0.043 Uiso 1 1 calc R U . . .
C43_3 C 0.7064(4) 0.6679(3) 0.0318(2) 0.0192(9) Uani 1 1 d . . . . .
H43_3 H 0.758261 0.715515 0.007763 0.023 Uiso 1 1 calc R U . . .
C44_3 C 0.7494(4) 0.5655(3) -0.0032(2) 0.0194(9) Uani 1 1 d . . . . .
C45_3 C 0.6797(4) 0.4962(4) 0.0042(2) 0.0235(9) Uani 1 1 d . . . . .
C46_3 C 0.7139(5) 0.4088(4) -0.0314(2) 0.0274(10) Uani 1 1 d . . . . .
H46_3 H 0.662503 0.364072 -0.025595 0.033 Uiso 1 1 calc R U . . .
C47_3 C 0.8258(5) 0.3882(4) -0.0761(2) 0.0300(11) Uani 1 1 d . . . . .
H47_3 H 0.850749 0.329183 -0.101531 0.036 Uiso 1 1 calc R U . . .
C48_3 C 0.9002(5) 0.4513(4) -0.0838(2) 0.0278(10) Uani 1 1 d . . . . .
H48_3 H 0.977788 0.435516 -0.113427 0.033 Uiso 1 1 calc R U . . .
C49_3 C 0.8605(4) 0.5390(4) -0.0478(2) 0.0239(9) Uani 1 1 d . . . . .
C50_3 C 0.1388(4) 0.9656(4) 0.0997(2) 0.0219(9) Uani 1 1 d . . . . .
C51_3 C 0.1335(4) 1.0757(4) 0.0708(2) 0.0229(9) Uani 1 1 d . . . . .
C52_3 C 0.0260(5) 1.1631(4) 0.0482(2) 0.0272(10) Uani 1 1 d . . . . .
H52_3 H 0.027820 1.236686 0.028055 0.033 Uiso 1 1 calc R U . . .
C53_3 C -0.0848(5) 1.1396(4) 0.0561(2) 0.0286(10) Uani 1 1 d . . . . .
H53_3 H -0.160055 1.197669 0.041013 0.034 Uiso 1 1 calc R U . . .
C54_3 C -0.0860(4) 1.0328(4) 0.0855(2) 0.0288(10) Uani 1 1 d . . . . .
H54_3 H -0.161678 1.016481 0.091421 0.035 Uiso 1 1 calc R U . . .
C55_3 C 0.0244(4) 0.9502(4) 0.1061(2) 0.0224(9) Uani 1 1 d . . . . .
C57_3 C 0.7112(5) 0.6815(4) 0.5098(2) 0.0270(10) Uani 1 1 d . . . . .
C58_3 C 0.8361(5) 0.6387(5) 0.5226(2) 0.0356(12) Uani 1 1 d . . . . .
Cl1_4 Cl 0.2170(13) 0.9231(10) 0.5333(4) 0.333(5) Uani 1 1 d . . . . .
Cl2_4 Cl 0.0459(19) 1.1342(10) 0.5031(8) 0.502(12) Uani 1 1 d . . . . .
C2_4 C 0.086(2) 1.038(2) 0.5590(13) 0.228(10) Uani 1 1 d . U . . .
H2A_4 H 0.013980 1.011564 0.578862 0.274 Uiso 1 1 calc R U . . .
H2AB_4 H 0.108026 1.064285 0.594071 0.274 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
Cl1_1 C1_1 1.744(8) . ?
Cl3_1 C1_1 1.756(8) . ?
Cl2_2 C1_2 1.735(7) . ?
Cl3_2 C1_2 1.735(7) . ?
F1_3 C25_3 1.351(6) . ?
F2_3 C29_3 1.358(6) . ?
F3_3 C37_3 1.347(5) . ?
F4_3 C41_3 1.364(6) . ?
F5_3 C45_3 1.350(5) . ?
F6_3 C49_3 1.351(5) . ?
F7_3 C51_3 1.357(5) . ?
F8_3 C55_3 1.360(5) . ?
F10_3 C58_3 1.354(6) . ?
F11_3 C4_3 1.347(6) . ?
N1_3 C16_3 1.364(6) . ?
N1_3 C15_3 1.381(6) . ?
N1_3 C30_3 1.462(6) . ?
N2_3 C21_3 1.370(6) . ?
N2_3 C22_3 1.384(6) . ?
N2_3 C42_3 1.464(5) . ?
N3_3 C33_3 1.362(6) . ?
N3_3 C32_3 1.376(5) . ?
N5_3 C6_3 1.378(6) . ?
N5_3 C7_3 1.381(6) . ?
N6_3 C10_3 1.343(6) . ?
N6_3 C11_3 1.395(6) . ?
C1_3 C58_3 1.382(7) . ?
C1_3 C2_3 1.387(8) . ?
C2_3 C3_3 1.382(8) . ?
C3_3 C4_3 1.378(7) . ?
C4_3 C57_3 1.394(7) . ?
C5_3 C6_3 1.385(6) . ?
C5_3 C10_3 1.439(6) . ?
C5_3 C57_3 1.482(6) . ?
C6_3 C9_3 1.434(7) . ?
C7_3 C14_3 1.379(6) . ?
C7_3 C8_3 1.446(6) . ?
C8_3 C9_3 1.347(7) . ?
C10_3 C13_3 1.453(6) . ?
C11_3 C19_3 1.375(6) . ?
C11_3 C12_3 1.452(6) . ?
C12_3 C13_3 1.334(7) . ?
C14_3 C15_3 1.453(6) . ?
C14_3 C24_3 1.479(6) . ?
C15_3 C18_3 1.388(6) . ?
C16_3 C17_3 1.373(6) . ?
C17_3 C18_3 1.399(7) . ?
C17_3 C31_3 1.515(6) . ?
C19_3 C20_3 1.449(6) . ?
C19_3 C36_3 1.489(6) . ?
C20_3 C21_3 1.383(6) . ?
C20_3 C23_3 1.438(6) . ?
C22_3 C23_3 1.367(6) . ?
C22_3 C43_3 1.509(6) . ?
C24_3 C25_3 1.389(7) . ?
C24_3 C29_3 1.390(7) . ?
C25_3 C26_3 1.370(7) . ?
C26_3 C27_3 1.414(9) . ?
C27_3 C28_3 1.367(9) . ?
C28_3 C29_3 1.374(8) . ?
C31_3 C32_3 1.511(6) . ?
C31_3 C50_3 1.524(6) . ?
C32_3 C35_3 1.370(6) . ?
C33_3 C34_3 1.372(6) . ?
C33_3 C43_3 1.517(6) . ?
C34_3 C35_3 1.419(6) . ?
C36_3 C41_3 1.380(7) . ?
C36_3 C37_3 1.394(6) . ?
C37_3 C38_3 1.382(6) . ?
C38_3 C39_3 1.383(8) . ?
C39_3 C40_3 1.371(8) . ?
C40_3 C41_3 1.382(7) . ?
C43_3 C44_3 1.526(6) . ?
C44_3 C45_3 1.384(6) . ?
C44_3 C49_3 1.384(6) . ?
C45_3 C46_3 1.383(7) . ?
C46_3 C47_3 1.391(7) . ?
C47_3 C48_3 1.360(7) . ?
C48_3 C49_3 1.383(7) . ?
C50_3 C55_3 1.381(7) . ?
C50_3 C51_3 1.389(6) . ?
C51_3 C52_3 1.385(6) . ?
C52_3 C53_3 1.391(7) . ?
C53_3 C54_3 1.374(7) . ?
C54_3 C55_3 1.371(6) . ?
C57_3 C58_3 1.380(7) . ?
Cl1_4 C2_4 1.74(3) . ?
Cl2_4 C2_4 1.48(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1_1 C1_1 Cl3_1 111.9(4) . . ?
Cl3_2 C1_2 Cl2_2 113.1(4) . . ?
C16_3 N1_3 C15_3 108.5(4) . . ?
C16_3 N1_3 C30_3 123.8(4) . . ?
C15_3 N1_3 C30_3 126.3(4) . . ?
C21_3 N2_3 C22_3 109.6(4) . . ?
C21_3 N2_3 C42_3 124.0(4) . . ?
C22_3 N2_3 C42_3 126.3(4) . . ?
C33_3 N3_3 C32_3 110.7(4) . . ?
C6_3 N5_3 C7_3 110.4(4) . . ?
C10_3 N6_3 C11_3 106.1(4) . . ?
C58_3 C1_3 C2_3 118.4(5) . . ?
C3_3 C2_3 C1_3 120.2(5) . . ?
C4_3 C3_3 C2_3 118.7(5) . . ?
F11_3 C4_3 C3_3 118.6(4) . . ?
F11_3 C4_3 C57_3 117.5(4) . . ?
C3_3 C4_3 C57_3 123.9(5) . . ?
C6_3 C5_3 C10_3 122.1(4) . . ?
C6_3 C5_3 C57_3 118.9(4) . . ?
C10_3 C5_3 C57_3 118.9(4) . . ?
N5_3 C6_3 C5_3 123.7(4) . . ?
N5_3 C6_3 C9_3 106.0(4) . . ?
C5_3 C6_3 C9_3 130.2(4) . . ?
C14_3 C7_3 N5_3 124.5(4) . . ?
C14_3 C7_3 C8_3 128.9(4) . . ?
N5_3 C7_3 C8_3 106.2(4) . . ?
C9_3 C8_3 C7_3 107.8(4) . . ?
C8_3 C9_3 C6_3 109.2(4) . . ?
N6_3 C10_3 C5_3 122.2(4) . . ?
N6_3 C10_3 C13_3 110.7(4) . . ?
C5_3 C10_3 C13_3 126.9(4) . . ?
C19_3 C11_3 N6_3 123.8(4) . . ?
C19_3 C11_3 C12_3 127.0(4) . . ?
N6_3 C11_3 C12_3 108.9(4) . . ?
C13_3 C12_3 C11_3 107.2(4) . . ?
C12_3 C13_3 C10_3 106.9(4) . . ?
C7_3 C14_3 C15_3 123.3(4) . . ?
C7_3 C14_3 C24_3 119.5(4) . . ?
C15_3 C14_3 C24_3 117.3(4) . . ?
N1_3 C15_3 C18_3 107.0(4) . . ?
N1_3 C15_3 C14_3 122.0(4) . . ?
C18_3 C15_3 C14_3 130.7(4) . . ?
N1_3 C16_3 C17_3 109.5(4) . . ?
C16_3 C17_3 C18_3 106.5(4) . . ?
C16_3 C17_3 C31_3 124.0(4) . . ?
C18_3 C17_3 C31_3 129.5(4) . . ?
C15_3 C18_3 C17_3 108.5(4) . . ?
C11_3 C19_3 C20_3 123.9(4) . . ?
C11_3 C19_3 C36_3 119.1(4) . . ?
C20_3 C19_3 C36_3 117.0(4) . . ?
C21_3 C20_3 C23_3 106.7(4) . . ?
C21_3 C20_3 C19_3 127.3(4) . . ?
C23_3 C20_3 C19_3 125.9(4) . . ?
N2_3 C21_3 C20_3 108.2(4) . . ?
C23_3 C22_3 N2_3 107.9(4) . . ?
C23_3 C22_3 C43_3 131.9(4) . . ?
N2_3 C22_3 C43_3 119.9(4) . . ?
C22_3 C23_3 C20_3 107.7(4) . . ?
C25_3 C24_3 C29_3 114.5(4) . . ?
C25_3 C24_3 C14_3 122.3(4) . . ?
C29_3 C24_3 C14_3 123.1(4) . . ?
F1_3 C25_3 C26_3 118.1(4) . . ?
F1_3 C25_3 C24_3 116.9(4) . . ?
C26_3 C25_3 C24_3 124.9(5) . . ?
C25_3 C26_3 C27_3 117.0(5) . . ?
C28_3 C27_3 C26_3 120.8(5) . . ?
C27_3 C28_3 C29_3 118.8(5) . . ?
F2_3 C29_3 C28_3 118.7(5) . . ?
F2_3 C29_3 C24_3 117.4(4) . . ?
C28_3 C29_3 C24_3 123.9(5) . . ?
C32_3 C31_3 C17_3 111.6(4) . . ?
C32_3 C31_3 C50_3 111.8(3) . . ?
C17_3 C31_3 C50_3 112.3(3) . . ?
C35_3 C32_3 N3_3 106.2(4) . . ?
C35_3 C32_3 C31_3 134.2(4) . . ?
N3_3 C32_3 C31_3 119.5(4) . . ?
N3_3 C33_3 C34_3 107.6(4) . . ?
N3_3 C33_3 C43_3 121.5(4) . . ?
C34_3 C33_3 C43_3 130.7(4) . . ?
C33_3 C34_3 C35_3 106.9(4) . . ?
C32_3 C35_3 C34_3 108.5(4) . . ?
C41_3 C36_3 C37_3 114.4(4) . . ?
C41_3 C36_3 C19_3 124.0(4) . . ?
C37_3 C36_3 C19_3 121.6(4) . . ?
F3_3 C37_3 C38_3 118.8(4) . . ?
F3_3 C37_3 C36_3 117.4(4) . . ?
C38_3 C37_3 C36_3 123.8(4) . . ?
C37_3 C38_3 C39_3 118.5(5) . . ?
C40_3 C39_3 C38_3 120.3(5) . . ?
C39_3 C40_3 C41_3 118.8(5) . . ?
F4_3 C41_3 C36_3 117.7(4) . . ?
F4_3 C41_3 C40_3 118.1(5) . . ?
C36_3 C41_3 C40_3 124.2(5) . . ?
C22_3 C43_3 C33_3 110.3(3) . . ?
C22_3 C43_3 C44_3 112.1(3) . . ?
C33_3 C43_3 C44_3 113.7(4) . . ?
C45_3 C44_3 C49_3 115.2(4) . . ?
C45_3 C44_3 C43_3 123.6(4) . . ?
C49_3 C44_3 C43_3 121.1(4) . . ?
F5_3 C45_3 C46_3 118.4(4) . . ?
F5_3 C45_3 C44_3 118.1(4) . . ?
C46_3 C45_3 C44_3 123.5(4) . . ?
C45_3 C46_3 C47_3 118.0(5) . . ?
C48_3 C47_3 C46_3 120.9(4) . . ?
C47_3 C48_3 C49_3 118.7(4) . . ?
F6_3 C49_3 C48_3 118.4(4) . . ?
F6_3 C49_3 C44_3 118.0(4) . . ?
C48_3 C49_3 C44_3 123.6(4) . . ?
C55_3 C50_3 C51_3 113.8(4) . . ?
C55_3 C50_3 C31_3 121.6(4) . . ?
C51_3 C50_3 C31_3 124.5(4) . . ?
F7_3 C51_3 C52_3 117.5(4) . . ?
F7_3 C51_3 C50_3 118.0(4) . . ?
C52_3 C51_3 C50_3 124.4(4) . . ?
C51_3 C52_3 C53_3 117.8(4) . . ?
C54_3 C53_3 C52_3 120.4(4) . . ?
C55_3 C54_3 C53_3 118.5(5) . . ?
F8_3 C55_3 C54_3 116.7(4) . . ?
F8_3 C55_3 C50_3 118.3(4) . . ?
C54_3 C55_3 C50_3 125.0(4) . . ?
C58_3 C57_3 C4_3 114.6(4) . . ?
C58_3 C57_3 C5_3 122.9(4) . . ?
C4_3 C57_3 C5_3 122.5(4) . . ?
F10_3 C58_3 C57_3 117.4(4) . . ?
F10_3 C58_3 C1_3 118.3(5) . . ?
C57_3 C58_3 C1_3 124.2(5) . . ?
Cl2_4 C2_4 Cl1_4 112.3(18) . . ?

_refine_diff_density_max         1.431
_refine_diff_density_min         -1.225
_refine_diff_density_rms         0.131

####################################################################### 
# 
# 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_mo_hr170720_0m
_database_code_depnum_ccdc_archive 'CCDC 2063644'
_audit_update_record             
;
2021-12-15 deposited with the CCDC.	2022-02-24 downloaded from the CCDC.
;
_audit_creation_date             2021-02-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C46 H26 F8 N4 O'
_chemical_formula_sum            'C46 H26 F8 N4 O'
_chemical_formula_weight         802.71
_chemical_absolute_configuration .
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.811(4)
_cell_length_b                   12.587(4)
_cell_length_c                   12.433(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.953(12)
_cell_angle_gamma                90
_cell_volume                     1768.0(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2551
_cell_measurement_temperature    100.84
_cell_measurement_theta_max      24.87
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  0.7045
_exptl_absorpt_correction_T_min  0.5730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1492 before and 0.1161 after correction.
The Ratio of minimum to maximum transmission is 0.8133.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1371
_diffrn_reflns_av_unetI/netI     0.1690
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20937
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.500
_diffrn_reflns_theta_min         2.356
_diffrn_ambient_temperature      100.84
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.986
_reflns_number_gt                3927
_reflns_number_total             7260
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details 
;
 Flack x determined using 1118 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.8(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         7260
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1530
_refine_ls_R_factor_gt           0.0777
_refine_ls_restrained_S_all      0.948
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1782
_refine_ls_wR_factor_ref         0.2253
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C45(H45), C3(H3), C7(H7), C8(H8), C12(H12), C14(H14), C17(H17),
 C18(H18), C25(H25), C26(H26), C27(H27), C31(H31), C32(H32), C33(H33), C37(H37),
  C38(H38), C39(H39), C43(H43), C44(H44)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_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
F1 F -0.1947(5) -0.1218(6) 0.0077(6) 0.0450(19) Uani 1 1 d . . . . .
F2 F -0.5819(5) -0.2510(6) -0.1206(6) 0.0447(19) Uani 1 1 d . . . . .
F3 F -0.3409(6) -0.1949(6) -0.5940(6) 0.046(2) Uani 1 1 d . . . . .
F4 F -0.6151(5) -0.4710(5) -0.6522(5) 0.0397(17) Uani 1 1 d . . . . .
F5 F -0.3189(5) -0.8576(6) -0.5148(5) 0.0411(17) Uani 1 1 d . . . . .
F6 F 0.0794(6) -0.7570(6) -0.3876(6) 0.0447(18) Uani 1 1 d . . . . .
F7 F -0.1607(6) -0.7942(5) 0.0838(6) 0.0410(17) Uani 1 1 d . . . . .
F8 F 0.1149(5) -0.5155(5) 0.1520(5) 0.0414(17) Uani 1 1 d . . . . .
O1 O -0.1400(5) -0.4921(5) 0.1960(5) 0.0361(15) Uani 1 1 d . . . . .
N1 N -0.1310(7) -0.6318(7) -0.2023(7) 0.024(2) Uani 1 1 d . . . . .
H1 H -0.169554 -0.572091 -0.224155 0.029 Uiso 1 1 calc R U . . .
N2 N -0.3626(7) -0.3620(7) -0.3010(7) 0.026(2) Uani 1 1 d . . . . .
N3 N -0.2441(7) -0.3744(7) 0.0660(7) 0.026(2) Uani 1 1 d . . . . .
N4 N -0.2525(7) -0.6097(7) -0.5688(7) 0.024(2) Uani 1 1 d . . . . .
C45 C 0.0007(9) -0.7973(10) 0.2456(8) 0.033(3) Uani 1 1 d . . . . .
H45 H -0.026898 -0.863750 0.264064 0.040 Uiso 1 1 calc R U . . .
C1 C -0.1737(9) -0.4632(9) 0.0971(8) 0.023(2) Uani 1 1 d . . . . .
C2 C -0.1511(8) -0.5095(9) -0.0012(8) 0.023(2) Uani 1 1 d . . . . .
C3 C -0.2109(8) -0.4450(8) -0.0897(9) 0.027(3) Uani 1 1 d . . . . .
H3 H -0.212615 -0.455020 -0.165860 0.032 Uiso 1 1 calc R U . . .
C4 C -0.2701(8) -0.3605(9) -0.0495(9) 0.026(3) Uani 1 1 d . . . . .
C5 C -0.3441(9) -0.2833(9) -0.1126(8) 0.022(2) Uani 1 1 d . . . . .
C6 C -0.3832(10) -0.2858(9) -0.2354(9) 0.027(3) Uani 1 1 d . . . . .
C7 C -0.4481(10) -0.1983(9) -0.3007(9) 0.031(3) Uani 1 1 d . . . . .
H7 H -0.470362 -0.134367 -0.271615 0.038 Uiso 1 1 calc R U . . .
C8 C -0.4708(9) -0.2236(8) -0.4083(9) 0.026(3) Uani 1 1 d . . . . .
H8 H -0.515230 -0.183163 -0.470908 0.031 Uiso 1 1 calc R U . . .
C9 C -0.4140(8) -0.3261(8) -0.4117(8) 0.024(2) Uani 1 1 d . . . . .
C10 C -0.4093(8) -0.3815(8) -0.5056(8) 0.021(2) Uani 1 1 d . . . . .
C11 C -0.3459(8) -0.4813(9) -0.5041(8) 0.023(2) Uani 1 1 d . . . . .
C12 C -0.2909(8) -0.5466(8) -0.4141(8) 0.024(2) Uani 1 1 d . . . . .
H12 H -0.294373 -0.538620 -0.339195 0.029 Uiso 1 1 calc R U . . .
C13 C -0.2297(8) -0.6259(8) -0.4521(8) 0.021(2) Uani 1 1 d . . . . .
C14 C -0.3209(9) -0.5218(8) -0.6030(9) 0.023(2) Uani 1 1 d . . . . .
H14 H -0.346738 -0.493247 -0.676877 0.028 Uiso 1 1 calc R U . . .
C15 C -0.1578(9) -0.7084(9) -0.3902(9) 0.026(3) Uani 1 1 d . . . . .
C16 C -0.1156(9) -0.7102(9) -0.2759(9) 0.025(2) Uani 1 1 d . . . . .
C17 C -0.0491(9) -0.7913(9) -0.2034(9) 0.026(3) Uani 1 1 d . . . . .
H17 H -0.023099 -0.855816 -0.228130 0.031 Uiso 1 1 calc R U . . .
C18 C -0.0289(10) -0.7626(9) -0.0950(9) 0.029(3) Uani 1 1 d . . . . .
H18 H 0.011483 -0.803536 -0.031138 0.035 Uiso 1 1 calc R U . . .
C19 C -0.0798(8) -0.6581(9) -0.0933(9) 0.023(2) Uani 1 1 d . . . . .
C20 C -0.0876(8) -0.6047(9) 0.0000(9) 0.024(2) Uani 1 1 d . . . . .
C21 C -0.2910(9) -0.3155(9) 0.1458(8) 0.030(3) Uani 1 1 d . . . . .
H21A H -0.252457 -0.245907 0.160809 0.045 Uiso 1 1 calc R U . . .
H21B H -0.275276 -0.355567 0.216240 0.045 Uiso 1 1 calc R U . . .
H21C H -0.376575 -0.305856 0.113599 0.045 Uiso 1 1 calc R U . . .
C22 C -0.2041(10) -0.6634(10) -0.6480(9) 0.037(3) Uani 1 1 d . . . . .
H22A H -0.235017 -0.736043 -0.659664 0.055 Uiso 1 1 calc R U . . .
H22B H -0.117581 -0.665481 -0.618318 0.055 Uiso 1 1 calc R U . . .
H22C H -0.226707 -0.625041 -0.719673 0.055 Uiso 1 1 calc R U . . .
C23 C -0.3873(9) -0.1918(10) -0.0610(9) 0.031(3) Uani 1 1 d . . . . .
C24 C -0.5042(9) -0.1721(10) -0.0708(9) 0.028(3) Uani 1 1 d . . . . .
C25 C -0.5494(12) -0.0862(10) -0.0336(11) 0.048(4) Uani 1 1 d . . . . .
H25 H -0.631867 -0.078833 -0.043548 0.057 Uiso 1 1 calc R U . . .
C26 C -0.4699(12) -0.0102(12) 0.0193(11) 0.052(4) Uani 1 1 d . . . . .
H26 H -0.498549 0.051443 0.046902 0.062 Uiso 1 1 calc R U . . .
C27 C -0.3495(13) -0.0193(10) 0.0343(10) 0.053(4) Uani 1 1 d . . . . .
H27 H -0.294944 0.033889 0.071444 0.064 Uiso 1 1 calc R U . . .
C28 C -0.3132(10) -0.1118(10) -0.0086(10) 0.035(3) Uani 1 1 d . . . . .
C29 C -0.4751(9) -0.3348(8) -0.6182(8) 0.020(2) Uani 1 1 d . . . . .
C30 C -0.5777(9) -0.3782(9) -0.6864(9) 0.029(3) Uani 1 1 d . . . . .
C31 C -0.6445(10) -0.3357(10) -0.7853(9) 0.035(3) Uani 1 1 d . . . . .
H31 H -0.714216 -0.369967 -0.829609 0.042 Uiso 1 1 calc R U . . .
C32 C -0.6077(10) -0.2438(10) -0.8174(9) 0.036(3) Uani 1 1 d . . . . .
H32 H -0.654556 -0.212008 -0.885110 0.044 Uiso 1 1 calc R U . . .
C33 C -0.5052(10) -0.1924(10) -0.7574(10) 0.042(3) Uani 1 1 d . . . . .
H33 H -0.480180 -0.128045 -0.783359 0.050 Uiso 1 1 calc R U . . .
C34 C -0.4398(9) -0.2403(8) -0.6562(9) 0.029(3) Uani 1 1 d . . . . .
C35 C -0.1218(9) -0.8039(8) -0.4455(7) 0.021(2) Uani 1 1 d . . . . .
C36 C -0.0068(11) -0.8270(10) -0.4406(10) 0.037(3) Uani 1 1 d . . . . .
C37 C 0.0289(11) -0.9178(10) -0.4831(11) 0.041(3) Uani 1 1 d . . . . .
H37 H 0.110260 -0.930123 -0.475548 0.049 Uiso 1 1 calc R U . . .
C38 C -0.0554(11) -0.9901(10) -0.5367(9) 0.040(3) Uani 1 1 d . . . . .
H38 H -0.032921 -1.053730 -0.566156 0.048 Uiso 1 1 calc R U . . .
C39 C -0.1729(11) -0.9703(10) -0.5476(10) 0.042(3) Uani 1 1 d . . . . .
H39 H -0.231843 -1.019603 -0.585854 0.050 Uiso 1 1 calc R U . . .
C40 C -0.2044(9) -0.8792(9) -0.5032(9) 0.029(3) Uani 1 1 d . . . . .
C41 C -0.0249(8) -0.6538(10) 0.1094(9) 0.028(3) Uani 1 1 d . . . . .
C42 C 0.0779(9) -0.6092(10) 0.1847(9) 0.030(3) Uani 1 1 d . . . . .
C43 C 0.1391(10) -0.6538(11) 0.2844(9) 0.039(3) Uani 1 1 d . . . . .
H43 H 0.207178 -0.619075 0.331161 0.047 Uiso 1 1 calc R U . . .
C44 C 0.1026(11) -0.7497(11) 0.3183(11) 0.043(4) Uani 1 1 d . . . . .
H44 H 0.144443 -0.781960 0.387540 0.051 Uiso 1 1 calc R U . . .
C46 C -0.0577(9) -0.7462(10) 0.1482(9) 0.033(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
F1 C28 1.361(12) . ?
F2 C24 1.372(13) . ?
F3 C34 1.327(12) . ?
F4 C30 1.360(14) . ?
F5 C40 1.346(12) . ?
F6 C36 1.362(14) . ?
F7 C46 1.385(12) . ?
F8 C42 1.360(14) . ?
O1 C1 1.232(10) . ?
N1 H1 0.8800 . ?
N1 C16 1.393(14) . ?
N1 C19 1.354(12) . ?
N2 C6 1.326(14) . ?
N2 C9 1.407(13) . ?
N3 C1 1.380(13) . ?
N3 C4 1.389(13) . ?
N3 C21 1.470(13) . ?
N4 C13 1.411(12) . ?
N4 C14 1.363(12) . ?
N4 C22 1.442(13) . ?
C45 H45 0.9500 . ?
C45 C44 1.410(17) . ?
C45 C46 1.368(14) . ?
C1 C2 1.447(14) . ?
C2 C3 1.384(14) . ?
C2 C20 1.412(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.440(15) . ?
C4 C5 1.387(14) . ?
C5 C6 1.461(14) . ?
C5 C23 1.480(16) . ?
C6 C7 1.448(14) . ?
C7 H7 0.9500 . ?
C7 C8 1.325(15) . ?
C8 H8 0.9500 . ?
C8 C9 1.460(15) . ?
C9 C10 1.374(14) . ?
C10 C11 1.460(14) . ?
C10 C29 1.509(13) . ?
C11 C12 1.388(13) . ?
C11 C14 1.439(14) . ?
C12 H12 0.9500 . ?
C12 C13 1.392(14) . ?
C13 C15 1.418(14) . ?
C14 H14 0.9500 . ?
C15 C16 1.363(15) . ?
C15 C35 1.506(15) . ?
C16 C17 1.435(14) . ?
C17 H17 0.9500 . ?
C17 C18 1.347(16) . ?
C18 H18 0.9500 . ?
C18 C19 1.449(15) . ?
C19 C20 1.367(14) . ?
C20 C41 1.481(15) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.373(14) . ?
C23 C28 1.367(16) . ?
C24 C25 1.346(17) . ?
C25 H25 0.9500 . ?
C25 C26 1.367(18) . ?
C26 H26 0.9500 . ?
C26 C27 1.384(17) . ?
C27 H27 0.9500 . ?
C27 C28 1.400(18) . ?
C29 C30 1.374(14) . ?
C29 C34 1.388(14) . ?
C30 C31 1.362(14) . ?
C31 H31 0.9500 . ?
C31 C32 1.338(17) . ?
C32 H32 0.9500 . ?
C32 C33 1.384(16) . ?
C33 H33 0.9500 . ?
C33 C34 1.406(14) . ?
C35 C36 1.373(15) . ?
C35 C40 1.399(14) . ?
C36 C37 1.377(18) . ?
C37 H37 0.9500 . ?
C37 C38 1.370(16) . ?
C38 H38 0.9500 . ?
C38 C39 1.376(15) . ?
C39 H39 0.9500 . ?
C39 C40 1.371(16) . ?
C41 C42 1.415(14) . ?
C41 C46 1.357(18) . ?
C42 C43 1.361(16) . ?
C43 H43 0.9500 . ?
C43 C44 1.388(18) . ?
C44 H44 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
C16 N1 H1 123.9 . . ?
C19 N1 H1 123.9 . . ?
C19 N1 C16 112.2(9) . . ?
C6 N2 C9 105.4(9) . . ?
C1 N3 C4 109.0(8) . . ?
C1 N3 C21 122.3(8) . . ?
C4 N3 C21 128.4(9) . . ?
C13 N4 C22 129.8(9) . . ?
C14 N4 C13 110.8(8) . . ?
C14 N4 C22 118.9(9) . . ?
C44 C45 H45 120.5 . . ?
C46 C45 H45 120.5 . . ?
C46 C45 C44 118.9(11) . . ?
O1 C1 N3 120.8(9) . . ?
O1 C1 C2 129.6(10) . . ?
N3 C1 C2 109.5(8) . . ?
C3 C2 C1 105.0(9) . . ?
C3 C2 C20 130.7(10) . . ?
C20 C2 C1 124.2(9) . . ?
C2 C3 H3 124.9 . . ?
C2 C3 C4 110.1(9) . . ?
C4 C3 H3 124.9 . . ?
N3 C4 C3 106.4(9) . . ?
C5 C4 N3 125.9(10) . . ?
C5 C4 C3 127.6(10) . . ?
C4 C5 C6 122.1(10) . . ?
C4 C5 C23 122.7(9) . . ?
C6 C5 C23 115.2(9) . . ?
N2 C6 C5 126.8(10) . . ?
N2 C6 C7 111.6(9) . . ?
C7 C6 C5 121.5(10) . . ?
C6 C7 H7 126.3 . . ?
C8 C7 C6 107.5(10) . . ?
C8 C7 H7 126.3 . . ?
C7 C8 H8 126.8 . . ?
C7 C8 C9 106.4(10) . . ?
C9 C8 H8 126.8 . . ?
N2 C9 C8 109.0(9) . . ?
C10 C9 N2 123.7(9) . . ?
C10 C9 C8 127.2(10) . . ?
C9 C10 C11 125.0(9) . . ?
C9 C10 C29 117.0(9) . . ?
C11 C10 C29 118.0(9) . . ?
C12 C11 C10 129.6(10) . . ?
C12 C11 C14 108.3(9) . . ?
C14 C11 C10 121.8(9) . . ?
C11 C12 H12 125.7 . . ?
C11 C12 C13 108.6(9) . . ?
C13 C12 H12 125.7 . . ?
N4 C13 C15 124.6(10) . . ?
C12 C13 N4 106.5(8) . . ?
C12 C13 C15 129.0(9) . . ?
N4 C14 C11 105.8(9) . . ?
N4 C14 H14 127.1 . . ?
C11 C14 H14 127.1 . . ?
C13 C15 C35 122.8(9) . . ?
C16 C15 C13 123.8(11) . . ?
C16 C15 C35 113.3(10) . . ?
N1 C16 C17 104.1(9) . . ?
C15 C16 N1 126.5(10) . . ?
C15 C16 C17 129.3(11) . . ?
C16 C17 H17 125.0 . . ?
C18 C17 C16 110.0(10) . . ?
C18 C17 H17 125.0 . . ?
C17 C18 H18 126.1 . . ?
C17 C18 C19 107.7(10) . . ?
C19 C18 H18 126.1 . . ?
N1 C19 C18 105.9(9) . . ?
N1 C19 C20 127.5(10) . . ?
C20 C19 C18 126.1(10) . . ?
C2 C20 C41 119.0(10) . . ?
C19 C20 C2 125.1(9) . . ?
C19 C20 C41 115.8(10) . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 C22 H22A 109.5 . . ?
N4 C22 H22B 109.5 . . ?
N4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C5 124.6(11) . . ?
C28 C23 C5 121.7(9) . . ?
C28 C23 C24 113.4(11) . . ?
F2 C24 C23 115.6(10) . . ?
C25 C24 F2 117.1(10) . . ?
C25 C24 C23 127.2(12) . . ?
C24 C25 H25 121.9 . . ?
C24 C25 C26 116.2(12) . . ?
C26 C25 H25 121.9 . . ?
C25 C26 H26 118.6 . . ?
C25 C26 C27 122.8(13) . . ?
C27 C26 H26 118.6 . . ?
C26 C27 H27 122.2 . . ?
C26 C27 C28 115.7(13) . . ?
C28 C27 H27 122.2 . . ?
F1 C28 C23 119.4(10) . . ?
F1 C28 C27 115.9(11) . . ?
C23 C28 C27 124.7(11) . . ?
C30 C29 C10 122.7(9) . . ?
C30 C29 C34 115.5(10) . . ?
C34 C29 C10 121.7(9) . . ?
F4 C30 C29 117.2(9) . . ?
F4 C30 C31 117.7(9) . . ?
C31 C30 C29 125.1(11) . . ?
C30 C31 H31 121.4 . . ?
C32 C31 C30 117.2(11) . . ?
C32 C31 H31 121.4 . . ?
C31 C32 H32 118.2 . . ?
C31 C32 C33 123.6(11) . . ?
C33 C32 H32 118.2 . . ?
C32 C33 H33 121.7 . . ?
C32 C33 C34 116.6(11) . . ?
C34 C33 H33 121.7 . . ?
F3 C34 C29 118.1(9) . . ?
F3 C34 C33 119.9(10) . . ?
C29 C34 C33 122.1(10) . . ?
C36 C35 C15 123.8(10) . . ?
C36 C35 C40 114.3(10) . . ?
C40 C35 C15 121.9(9) . . ?
F6 C36 C35 118.4(11) . . ?
F6 C36 C37 116.9(10) . . ?
C35 C36 C37 124.7(12) . . ?
C36 C37 H37 120.7 . . ?
C38 C37 C36 118.5(11) . . ?
C38 C37 H37 120.7 . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.8(11) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 120.1 . . ?
C40 C39 C38 119.7(11) . . ?
C40 C39 H39 120.1 . . ?
F5 C40 C35 116.5(10) . . ?
F5 C40 C39 120.6(10) . . ?
C39 C40 C35 122.9(11) . . ?
C42 C41 C20 123.0(11) . . ?
C46 C41 C20 124.5(10) . . ?
C46 C41 C42 112.6(10) . . ?
F8 C42 C41 115.8(10) . . ?
F8 C42 C43 119.9(10) . . ?
C43 C42 C41 124.3(12) . . ?
C42 C43 H43 119.8 . . ?
C42 C43 C44 120.4(12) . . ?
C44 C43 H43 119.8 . . ?
C45 C44 H44 121.4 . . ?
C43 C44 C45 117.2(11) . . ?
C43 C44 H44 121.4 . . ?
C45 C46 F7 115.9(11) . . ?
C41 C46 F7 117.5(10) . . ?
C41 C46 C45 126.5(11) . . ?

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
F2 C24 C25 C26 177.7(9) . . . . ?
F4 C30 C31 C32 179.1(10) . . . . ?
F6 C36 C37 C38 179.8(10) . . . . ?
F8 C42 C43 C44 -179.6(10) . . . . ?
O1 C1 C2 C3 179.7(10) . . . . ?
O1 C1 C2 C20 3.7(17) . . . . ?
N1 C16 C17 C18 0.9(12) . . . . ?
N1 C19 C20 C2 -0.9(18) . . . . ?
N1 C19 C20 C41 178.2(10) . . . . ?
N2 C6 C7 C8 2.1(14) . . . . ?
N2 C9 C10 C11 -3.4(16) . . . . ?
N2 C9 C10 C29 176.6(9) . . . . ?
N3 C1 C2 C3 -0.2(11) . . . . ?
N3 C1 C2 C20 -176.2(9) . . . . ?
N3 C4 C5 C6 -168.8(10) . . . . ?
N3 C4 C5 C23 12.2(17) . . . . ?
N4 C13 C15 C16 165.2(10) . . . . ?
N4 C13 C15 C35 -15.5(16) . . . . ?
C1 N3 C4 C3 -0.7(11) . . . . ?
C1 N3 C4 C5 176.2(10) . . . . ?
C1 C2 C3 C4 -0.2(11) . . . . ?
C1 C2 C20 C19 169.9(10) . . . . ?
C1 C2 C20 C41 -9.1(15) . . . . ?
C2 C3 C4 N3 0.5(11) . . . . ?
C2 C3 C4 C5 -176.3(10) . . . . ?
C2 C20 C41 C42 -70.6(14) . . . . ?
C2 C20 C41 C46 110.3(13) . . . . ?
C3 C2 C20 C19 -5.0(18) . . . . ?
C3 C2 C20 C41 176.0(10) . . . . ?
C3 C4 C5 C6 7.4(17) . . . . ?
C3 C4 C5 C23 -171.6(10) . . . . ?
C4 N3 C1 O1 -179.3(9) . . . . ?
C4 N3 C1 C2 0.6(11) . . . . ?
C4 C5 C6 N2 5.2(18) . . . . ?
C4 C5 C6 C7 -172.3(10) . . . . ?
C4 C5 C23 C24 -117.6(13) . . . . ?
C4 C5 C23 C28 69.8(15) . . . . ?
C5 C6 C7 C8 179.9(11) . . . . ?
C5 C23 C24 F2 8.3(16) . . . . ?
C5 C23 C24 C25 -174.2(11) . . . . ?
C5 C23 C28 F1 -7.4(17) . . . . ?
C5 C23 C28 C27 174.9(11) . . . . ?
C6 N2 C9 C8 -1.8(12) . . . . ?
C6 N2 C9 C10 178.3(10) . . . . ?
C6 C5 C23 C24 63.4(15) . . . . ?
C6 C5 C23 C28 -109.2(13) . . . . ?
C6 C7 C8 C9 -3.1(13) . . . . ?
C7 C8 C9 N2 3.1(13) . . . . ?
C7 C8 C9 C10 -176.9(11) . . . . ?
C8 C9 C10 C11 176.6(10) . . . . ?
C8 C9 C10 C29 -3.4(15) . . . . ?
C9 N2 C6 C5 -177.8(10) . . . . ?
C9 N2 C6 C7 -0.1(12) . . . . ?
C9 C10 C11 C12 8.3(17) . . . . ?
C9 C10 C11 C14 -164.9(10) . . . . ?
C9 C10 C29 C30 -108.2(12) . . . . ?
C9 C10 C29 C34 67.2(13) . . . . ?
C10 C11 C12 C13 -172.7(9) . . . . ?
C10 C11 C14 N4 174.7(8) . . . . ?
C10 C29 C30 F4 -4.4(15) . . . . ?
C10 C29 C30 C31 175.6(10) . . . . ?
C10 C29 C34 F3 4.6(15) . . . . ?
C10 C29 C34 C33 -175.5(10) . . . . ?
C11 C10 C29 C30 71.8(13) . . . . ?
C11 C10 C29 C34 -112.8(11) . . . . ?
C11 C12 C13 N4 -2.2(11) . . . . ?
C11 C12 C13 C15 177.9(10) . . . . ?
C12 C11 C14 N4 0.2(11) . . . . ?
C12 C13 C15 C16 -15.0(17) . . . . ?
C12 C13 C15 C35 164.3(10) . . . . ?
C13 N4 C14 C11 -1.6(11) . . . . ?
C13 C15 C16 N1 -2.8(18) . . . . ?
C13 C15 C16 C17 175.6(11) . . . . ?
C13 C15 C35 C36 116.0(12) . . . . ?
C13 C15 C35 C40 -66.5(14) . . . . ?
C14 N4 C13 C12 2.4(11) . . . . ?
C14 N4 C13 C15 -177.7(9) . . . . ?
C14 C11 C12 C13 1.3(12) . . . . ?
C15 C16 C17 C18 -177.7(12) . . . . ?
C15 C35 C36 F6 -3.4(16) . . . . ?
C15 C35 C36 C37 174.9(11) . . . . ?
C15 C35 C40 F5 5.2(14) . . . . ?
C15 C35 C40 C39 -175.5(10) . . . . ?
C16 N1 C19 C18 -1.2(12) . . . . ?
C16 N1 C19 C20 -173.1(11) . . . . ?
C16 C15 C35 C36 -64.7(14) . . . . ?
C16 C15 C35 C40 112.9(11) . . . . ?
C16 C17 C18 C19 -1.6(13) . . . . ?
C17 C18 C19 N1 1.8(12) . . . . ?
C17 C18 C19 C20 173.8(10) . . . . ?
C18 C19 C20 C2 -171.2(10) . . . . ?
C18 C19 C20 C41 7.9(16) . . . . ?
C19 N1 C16 C15 178.9(11) . . . . ?
C19 N1 C16 C17 0.3(12) . . . . ?
C19 C20 C41 C42 110.3(12) . . . . ?
C19 C20 C41 C46 -68.8(14) . . . . ?
C20 C2 C3 C4 175.4(10) . . . . ?
C20 C41 C42 F8 1.9(16) . . . . ?
C20 C41 C42 C43 -178.3(11) . . . . ?
C20 C41 C46 F7 -3.9(17) . . . . ?
C20 C41 C46 C45 176.4(11) . . . . ?
C21 N3 C1 O1 -5.5(14) . . . . ?
C21 N3 C1 C2 174.4(9) . . . . ?
C21 N3 C4 C3 -174.1(9) . . . . ?
C21 N3 C4 C5 2.8(17) . . . . ?
C22 N4 C13 C12 174.5(10) . . . . ?
C22 N4 C13 C15 -5.6(17) . . . . ?
C22 N4 C14 C11 -174.7(9) . . . . ?
C23 C5 C6 N2 -175.7(11) . . . . ?
C23 C5 C6 C7 6.8(16) . . . . ?
C23 C24 C25 C26 0.3(19) . . . . ?
C24 C23 C28 F1 179.2(10) . . . . ?
C24 C23 C28 C27 1.6(18) . . . . ?
C24 C25 C26 C27 0.2(18) . . . . ?
C25 C26 C27 C28 0.2(18) . . . . ?
C26 C27 C28 F1 -178.9(10) . . . . ?
C26 C27 C28 C23 -1.2(19) . . . . ?
C28 C23 C24 F2 -178.6(10) . . . . ?
C28 C23 C24 C25 -1.1(18) . . . . ?
C29 C10 C11 C12 -171.7(10) . . . . ?
C29 C10 C11 C14 15.1(14) . . . . ?
C29 C30 C31 C32 -1.0(17) . . . . ?
C30 C29 C34 F3 -179.7(10) . . . . ?
C30 C29 C34 C33 0.2(15) . . . . ?
C30 C31 C32 C33 1.8(18) . . . . ?
C31 C32 C33 C34 -1.7(18) . . . . ?
C32 C33 C34 F3 -179.6(10) . . . . ?
C32 C33 C34 C29 0.6(17) . . . . ?
C34 C29 C30 F4 179.9(9) . . . . ?
C34 C29 C30 C31 0.0(16) . . . . ?
C35 C15 C16 N1 177.9(10) . . . . ?
C35 C15 C16 C17 -3.8(17) . . . . ?
C35 C36 C37 C38 1.5(18) . . . . ?
C36 C35 C40 F5 -177.0(9) . . . . ?
C36 C35 C40 C39 2.3(16) . . . . ?
C36 C37 C38 C39 0.6(18) . . . . ?
C37 C38 C39 C40 -1.1(18) . . . . ?
C38 C39 C40 F5 178.8(10) . . . . ?
C38 C39 C40 C35 -0.4(18) . . . . ?
C40 C35 C36 F6 178.9(9) . . . . ?
C40 C35 C36 C37 -2.9(16) . . . . ?
C41 C42 C43 C44 0.5(18) . . . . ?
C42 C41 C46 F7 176.9(10) . . . . ?
C42 C41 C46 C45 -2.8(17) . . . . ?
C42 C43 C44 C45 -0.2(17) . . . . ?
C44 C45 C46 F7 -176.5(10) . . . . ?
C44 C45 C46 C41 3.2(19) . . . . ?
C46 C45 C44 C43 -1.5(17) . . . . ?
C46 C41 C42 F8 -179.0(10) . . . . ?
C46 C41 C42 C43 0.8(16) . . . . ?

_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_mo_HR101220_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2063645'
_audit_update_record             
;
2021-02-18 deposited with the CCDC.	2022-02-24 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         'C46 H24 F8 N4 O4'
_chemical_formula_sum            'C46 H24 F8 N4 O4'
_chemical_formula_weight         848.69

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

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

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

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

_cell_length_a                   7.0383(11)
_cell_length_b                   10.8268(16)
_cell_length_c                   12.680(2)
_cell_angle_alpha                96.192(6)
_cell_angle_beta                 98.435(6)
_cell_angle_gamma                103.370(5)
_cell_volume                     919.7(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2882
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.27

_exptl_crystal_description       block
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.127
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5761
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1182 before and 0.0579 after correction.
The Ratio of minimum to maximum transmission is 0.7726.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Photon II '
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10661
_diffrn_reflns_av_unetI/netI     0.0826
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.732
_diffrn_reflns_theta_max         28.355
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             4525
_reflns_number_gt                3006
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0774P)²+0.7338P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4525
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0636
_refine_ls_wR_factor_ref         0.1800
_refine_ls_wR_factor_gt          0.1536
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1_1 F 0.4767(2) 0.10941(16) 0.13979(13) 0.0250(4) Uani 1 1 d . . . . .
F2_1 F 0.0306(3) 0.37072(18) 0.11703(14) 0.0311(4) Uani 1 1 d . . . . .
F3_1 F 1.0165(2) 0.93247(15) 0.39018(14) 0.0253(4) Uani 1 1 d . . . . .
F4_1 F 1.1959(2) 0.54298(15) 0.33210(13) 0.0230(4) Uani 1 1 d . . . . .
O1_1 O 0.4535(3) 0.37174(18) 0.49806(14) 0.0172(4) Uani 1 1 d . . . . .
O2_1 O 1.0732(3) 0.86826(19) 0.77115(15) 0.0229(4) Uani 1 1 d . . . . .
N1_1 N 0.6375(3) 0.4730(2) 0.34889(17) 0.0161(5) Uani 1 1 d . . . . .
H1_1 H 0.617218 0.459621 0.414017 0.019 Uiso 1 1 calc R U . . .
N2_1 N 1.0438(3) 0.7822(2) 0.59369(17) 0.0166(5) Uani 1 1 d . . . . .
C1_1 C 0.2570(4) 0.2423(3) 0.1331(2) 0.0168(5) Uani 1 1 d . . . . .
C2_1 C 0.3275(4) 0.1458(3) 0.0820(2) 0.0180(5) Uani 1 1 d . . . . .
C3_1 C 0.2536(4) 0.0878(3) -0.0229(2) 0.0214(6) Uani 1 1 d . . . . .
H3_1 H 0.307301 0.023378 -0.055205 0.026 Uiso 1 1 calc R U . . .
C4_1 C 0.1002(4) 0.1257(3) -0.0798(2) 0.0233(6) Uani 1 1 d . . . . .
H4_1 H 0.046134 0.085907 -0.151858 0.028 Uiso 1 1 calc R U . . .
C5_1 C 0.0232(4) 0.2211(3) -0.0336(2) 0.0239(6) Uani 1 1 d . . . . .
H5_1 H -0.082274 0.247273 -0.073216 0.029 Uiso 1 1 calc R U . . .
C6_1 C 0.1033(4) 0.2769(3) 0.0711(2) 0.0208(6) Uani 1 1 d . . . . .
C7_1 C 0.3441(4) 0.3051(3) 0.2467(2) 0.0160(5) Uani 1 1 d . . . . .
C8_1 C 0.2368(4) 0.2762(3) 0.3286(2) 0.0159(5) Uani 1 1 d . . . . .
C9_1 C 0.2865(4) 0.3244(2) 0.4428(2) 0.0151(5) Uani 1 1 d . . . . .
C10_1 C 0.9007(4) 0.7047(2) 0.5106(2) 0.0150(5) Uani 1 1 d . . . . .
C11_1 C 0.9221(4) 0.6685(2) 0.4068(2) 0.0153(5) Uani 1 1 d . . . . .
C12_1 C 0.7811(4) 0.5692(2) 0.3277(2) 0.0154(5) Uani 1 1 d . . . . .
C13_1 C 0.5275(4) 0.3989(3) 0.2551(2) 0.0164(5) Uani 1 1 d . . . . .
C14_1 C 0.6150(4) 0.4483(3) 0.1701(2) 0.0192(6) Uani 1 1 d . . . . .
H14_1 H 0.574117 0.415226 0.095583 0.023 Uiso 1 1 calc R U . . .
C15_1 C 0.7704(4) 0.5532(3) 0.2141(2) 0.0189(6) Uani 1 1 d . . . . .
H15_1 H 0.854956 0.605331 0.175474 0.023 Uiso 1 1 calc R U . . .
C16_1 C 0.9709(4) 0.8008(3) 0.6899(2) 0.0174(5) Uani 1 1 d . . . . .
C17_1 C 1.2552(4) 0.8306(3) 0.5951(2) 0.0214(6) Uani 1 1 d . . . . .
H17A_1 H 1.325835 0.851312 0.669900 0.032 Uiso 1 1 calc R U . . .
H17B_1 H 1.277386 0.908136 0.560509 0.032 Uiso 1 1 calc R U . . .
H17C_1 H 1.304599 0.765055 0.556012 0.032 Uiso 1 1 calc R U . . .
C18_1 C 1.0984(4) 0.7340(3) 0.3630(2) 0.0149(5) Uani 1 1 d . . . . .
C19_1 C 1.1388(4) 0.8642(3) 0.3539(2) 0.0183(5) Uani 1 1 d . . . . .
C20_1 C 1.2957(4) 0.9265(3) 0.3100(2) 0.0209(6) Uani 1 1 d . . . . .
H20_1 H 1.318291 1.015723 0.306057 0.025 Uiso 1 1 calc R U . . .
C21_1 C 1.4195(4) 0.8568(3) 0.2718(2) 0.0235(6) Uani 1 1 d . . . . .
H21_1 H 1.527721 0.898358 0.240911 0.028 Uiso 1 1 calc R U . . .
C22_1 C 1.3867(4) 0.7257(3) 0.2783(2) 0.0223(6) Uani 1 1 d . . . . .
H22_1 H 1.471396 0.677190 0.252594 0.027 Uiso 1 1 calc R U . . .
C23_1 C 1.2277(4) 0.6692(3) 0.3232(2) 0.0170(5) 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
F1_1 C2_1 1.350(3) . ?
F2_1 C6_1 1.354(3) . ?
F3_1 C19_1 1.355(3) . ?
F4_1 C23_1 1.353(3) . ?
O1_1 C9_1 1.240(3) . ?
O2_1 C16_1 1.220(3) . ?
N1_1 C12_1 1.353(3) . ?
N1_1 C13_1 1.376(3) . ?
N2_1 C10_1 1.391(3) . ?
N2_1 C16_1 1.404(3) . ?
N2_1 C17_1 1.455(3) . ?
C1_1 C6_1 1.390(4) . ?
C1_1 C2_1 1.395(4) . ?
C1_1 C7_1 1.500(3) . ?
C2_1 C3_1 1.379(4) . ?
C3_1 C4_1 1.377(4) . ?
C4_1 C5_1 1.388(4) . ?
C5_1 C6_1 1.377(4) . ?
C7_1 C8_1 1.392(4) . ?
C7_1 C13_1 1.428(4) . ?
C8_1 C9_1 1.447(3) . ?
C8_1 C16_1 1.477(3) 2_666 ?
C9_1 C10_1 1.504(3) 2_666 ?
C10_1 C11_1 1.372(3) . ?
C11_1 C12_1 1.459(4) . ?
C11_1 C18_1 1.494(3) . ?
C12_1 C15_1 1.421(4) . ?
C13_1 C14_1 1.413(4) . ?
C14_1 C15_1 1.381(4) . ?
C18_1 C23_1 1.389(4) . ?
C18_1 C19_1 1.393(4) . ?
C19_1 C20_1 1.378(4) . ?
C20_1 C21_1 1.383(4) . ?
C21_1 C22_1 1.398(4) . ?
C22_1 C23_1 1.377(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12_1 N1_1 C13_1 111.1(2) . . ?
C10_1 N2_1 C16_1 112.7(2) . . ?
C10_1 N2_1 C17_1 128.3(2) . . ?
C16_1 N2_1 C17_1 118.6(2) . . ?
C6_1 C1_1 C2_1 115.4(2) . . ?
C6_1 C1_1 C7_1 122.6(2) . . ?
C2_1 C1_1 C7_1 122.0(2) . . ?
F1_1 C2_1 C3_1 119.4(2) . . ?
F1_1 C2_1 C1_1 117.1(2) . . ?
C3_1 C2_1 C1_1 123.4(3) . . ?
C4_1 C3_1 C2_1 118.3(3) . . ?
C3_1 C4_1 C5_1 121.1(3) . . ?
C6_1 C5_1 C4_1 118.4(3) . . ?
F2_1 C6_1 C5_1 119.0(3) . . ?
F2_1 C6_1 C1_1 117.6(2) . . ?
C5_1 C6_1 C1_1 123.4(3) . . ?
C8_1 C7_1 C13_1 127.4(2) . . ?
C8_1 C7_1 C1_1 119.3(2) . . ?
C13_1 C7_1 C1_1 113.1(2) . . ?
C7_1 C8_1 C9_1 129.8(2) . . ?
C7_1 C8_1 C16_1 124.1(2) . 2_666 ?
C9_1 C8_1 C16_1 105.7(2) . 2_666 ?
O1_1 C9_1 C8_1 128.0(2) . . ?
O1_1 C9_1 C10_1 123.5(2) . 2_666 ?
C8_1 C9_1 C10_1 108.2(2) . 2_666 ?
C11_1 C10_1 N2_1 127.7(2) . . ?
C11_1 C10_1 C9_1 127.2(2) . 2_666 ?
N2_1 C10_1 C9_1 105.0(2) . 2_666 ?
C10_1 C11_1 C12_1 125.9(2) . . ?
C10_1 C11_1 C18_1 121.1(2) . . ?
C12_1 C11_1 C18_1 113.0(2) . . ?
N1_1 C12_1 C15_1 106.8(2) . . ?
N1_1 C12_1 C11_1 126.4(2) . . ?
C15_1 C12_1 C11_1 126.7(2) . . ?
N1_1 C13_1 C14_1 106.3(2) . . ?
N1_1 C13_1 C7_1 125.6(2) . . ?
C14_1 C13_1 C7_1 127.4(2) . . ?
C15_1 C14_1 C13_1 108.0(2) . . ?
C14_1 C15_1 C12_1 107.7(2) . . ?
O2_1 C16_1 N2_1 122.4(2) . . ?
O2_1 C16_1 C8_1 130.1(2) . 2_666 ?
N2_1 C16_1 C8_1 107.5(2) . 2_666 ?
C23_1 C18_1 C19_1 115.0(2) . . ?
C23_1 C18_1 C11_1 122.9(2) . . ?
C19_1 C18_1 C11_1 122.0(2) . . ?
F3_1 C19_1 C20_1 118.7(2) . . ?
F3_1 C19_1 C18_1 117.8(2) . . ?
C20_1 C19_1 C18_1 123.5(2) . . ?
C19_1 C20_1 C21_1 118.8(3) . . ?
C20_1 C21_1 C22_1 120.5(3) . . ?
C23_1 C22_1 C21_1 117.8(3) . . ?
F4_1 C23_1 C22_1 118.7(2) . . ?
F4_1 C23_1 C18_1 117.0(2) . . ?
C22_1 C23_1 C18_1 124.3(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
C6_1 C1_1 C2_1 F1_1 -179.9(2) . . . . ?
C7_1 C1_1 C2_1 F1_1 1.0(4) . . . . ?
C6_1 C1_1 C2_1 C3_1 0.5(4) . . . . ?
C7_1 C1_1 C2_1 C3_1 -178.6(2) . . . . ?
F1_1 C2_1 C3_1 C4_1 179.4(2) . . . . ?
C1_1 C2_1 C3_1 C4_1 -1.0(4) . . . . ?
C2_1 C3_1 C4_1 C5_1 0.9(4) . . . . ?
C3_1 C4_1 C5_1 C6_1 -0.3(4) . . . . ?
C4_1 C5_1 C6_1 F2_1 179.5(3) . . . . ?
C4_1 C5_1 C6_1 C1_1 -0.2(4) . . . . ?
C2_1 C1_1 C6_1 F2_1 -179.6(2) . . . . ?
C7_1 C1_1 C6_1 F2_1 -0.5(4) . . . . ?
C2_1 C1_1 C6_1 C5_1 0.1(4) . . . . ?
C7_1 C1_1 C6_1 C5_1 179.3(3) . . . . ?
C6_1 C1_1 C7_1 C8_1 74.1(4) . . . . ?
C2_1 C1_1 C7_1 C8_1 -106.9(3) . . . . ?
C6_1 C1_1 C7_1 C13_1 -100.9(3) . . . . ?
C2_1 C1_1 C7_1 C13_1 78.2(3) . . . . ?
C13_1 C7_1 C8_1 C9_1 -5.1(5) . . . . ?
C1_1 C7_1 C8_1 C9_1 -179.3(3) . . . . ?
C13_1 C7_1 C8_1 C16_1 166.0(3) . . . 2_666 ?
C1_1 C7_1 C8_1 C16_1 -8.1(4) . . . 2_666 ?
C7_1 C8_1 C9_1 O1_1 -23.0(5) . . . . ?
C16_1 C8_1 C9_1 O1_1 164.6(3) 2_666 . . . ?
C7_1 C8_1 C9_1 C10_1 162.9(3) . . . 2_666 ?
C16_1 C8_1 C9_1 C10_1 -9.5(3) 2_666 . . 2_666 ?
C16_1 N2_1 C10_1 C11_1 179.5(3) . . . . ?
C17_1 N2_1 C10_1 C11_1 -8.3(5) . . . . ?
C16_1 N2_1 C10_1 C9_1 2.9(3) . . . 2_666 ?
C17_1 N2_1 C10_1 C9_1 175.1(2) . . . 2_666 ?
N2_1 C10_1 C11_1 C12_1 168.1(2) . . . . ?
C9_1 C10_1 C11_1 C12_1 -16.0(4) 2_666 . . . ?
N2_1 C10_1 C11_1 C18_1 -13.8(4) . . . . ?
C9_1 C10_1 C11_1 C18_1 162.1(2) 2_666 . . . ?
C13_1 N1_1 C12_1 C15_1 -3.0(3) . . . . ?
C13_1 N1_1 C12_1 C11_1 178.2(2) . . . . ?
C10_1 C11_1 C12_1 N1_1 -20.0(4) . . . . ?
C18_1 C11_1 C12_1 N1_1 161.8(2) . . . . ?
C10_1 C11_1 C12_1 C15_1 161.4(3) . . . . ?
C18_1 C11_1 C12_1 C15_1 -16.8(4) . . . . ?
C12_1 N1_1 C13_1 C14_1 3.2(3) . . . . ?
C12_1 N1_1 C13_1 C7_1 -167.9(3) . . . . ?
C8_1 C7_1 C13_1 N1_1 4.1(5) . . . . ?
C1_1 C7_1 C13_1 N1_1 178.6(2) . . . . ?
C8_1 C7_1 C13_1 C14_1 -165.0(3) . . . . ?
C1_1 C7_1 C13_1 C14_1 9.4(4) . . . . ?
N1_1 C13_1 C14_1 C15_1 -2.1(3) . . . . ?
C7_1 C13_1 C14_1 C15_1 168.7(3) . . . . ?
C13_1 C14_1 C15_1 C12_1 0.3(3) . . . . ?
N1_1 C12_1 C15_1 C14_1 1.6(3) . . . . ?
C11_1 C12_1 C15_1 C14_1 -179.6(3) . . . . ?
C10_1 N2_1 C16_1 O2_1 -178.4(3) . . . . ?
C17_1 N2_1 C16_1 O2_1 8.6(4) . . . . ?
C10_1 N2_1 C16_1 C8_1 3.0(3) . . . 2_666 ?
C17_1 N2_1 C16_1 C8_1 -170.1(2) . . . 2_666 ?
C10_1 C11_1 C18_1 C23_1 121.4(3) . . . . ?
C12_1 C11_1 C18_1 C23_1 -60.2(3) . . . . ?
C10_1 C11_1 C18_1 C19_1 -62.0(4) . . . . ?
C12_1 C11_1 C18_1 C19_1 116.3(3) . . . . ?
C23_1 C18_1 C19_1 F3_1 179.3(2) . . . . ?
C11_1 C18_1 C19_1 F3_1 2.5(4) . . . . ?
C23_1 C18_1 C19_1 C20_1 -0.6(4) . . . . ?
C11_1 C18_1 C19_1 C20_1 -177.4(2) . . . . ?
F3_1 C19_1 C20_1 C21_1 -179.3(2) . . . . ?
C18_1 C19_1 C20_1 C21_1 0.6(4) . . . . ?
C19_1 C20_1 C21_1 C22_1 -0.4(4) . . . . ?
C20_1 C21_1 C22_1 C23_1 0.3(4) . . . . ?
C21_1 C22_1 C23_1 F4_1 -178.7(2) . . . . ?
C21_1 C22_1 C23_1 C18_1 -0.4(4) . . . . ?
C19_1 C18_1 C23_1 F4_1 178.9(2) . . . . ?
C11_1 C18_1 C23_1 F4_1 -4.3(4) . . . . ?
C19_1 C18_1 C23_1 C22_1 0.5(4) . . . . ?
C11_1 C18_1 C23_1 C22_1 177.3(3) . . . . ?

_refine_diff_density_max         0.423
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.088

