# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_compound4
_database_code_depnum_ccdc_archive 'CCDC 1522703'
_audit_update_record             
;
2016-12-14 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C73 H49 B2 Cl3 F4 N10 O4'
_chemical_formula_weight         1334.19

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   16.8878(11)
_cell_length_b                   13.8408(13)
_cell_length_c                   14.4153(13)
_cell_angle_alpha                90
_cell_angle_beta                 109.557(2)
_cell_angle_gamma                90
_cell_volume                     3175.1(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3429
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      24.34

_exptl_crystal_description       prism
_exptl_crystal_colour            purple-blue
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_F_000             1372
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.217
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9850
_exptl_absorpt_correction_T_max  0.9935
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35368
_diffrn_reflns_av_unetI/netI     0.0733
_diffrn_reflns_av_R_equivalents  0.0767
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.950
_diffrn_reflns_theta_max         30.164
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             9068
_reflns_number_gt                5156
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0848P)²+1.7847P] 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         9068
_refine_ls_number_parameters     444
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1405
_refine_ls_R_factor_gt           0.0761
_refine_ls_wR_factor_ref         0.2059
_refine_ls_wR_factor_gt          0.1762
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Cl2 Cl 0.4721(7) 0.0034(12) 0.5604(8) 0.638(8) Uani 1 1 d D . . . .
Cl1 Cl 0.3990(9) 0.0230(11) 0.3973(9) 0.461(10) Uani 0.5 1 d D . P . .
C37 C 0.4521(9) -0.0797(6) 0.4620(12) 0.39(3) Uani 0.5 1 d D . P . .
H37 H 0.4413 -0.1494 0.4556 0.467 Uiso 0.5 1 calc R U P . .
C1 C 0.16137(15) 0.17415(17) 0.00601(17) 0.0241(5) Uani 1 1 d . . . . .
C2 C 0.11373(15) 0.18440(17) -0.09482(18) 0.0259(5) Uani 1 1 d . . . . .
H2 H 0.1354 0.1999 -0.1443 0.031 Uiso 1 1 calc R U . . .
C3 C 0.03043(15) 0.16792(17) -0.10830(17) 0.0231(5) Uani 1 1 d . . . . .
C4 C 0.02752(15) 0.14592(16) -0.01237(17) 0.0222(5) Uani 1 1 d . . . . .
C5 C -0.03402(15) 0.09707(16) 0.09862(17) 0.0217(5) Uani 1 1 d . . . . .
C6 C -0.10257(15) 0.07568(16) 0.13242(17) 0.0224(5) Uani 1 1 d . . . . .
C7 C -0.06751(15) 0.06586(17) 0.23287(17) 0.0246(5) Uani 1 1 d . . . . .
H7 H -0.0968 0.0517 0.2755 0.029 Uiso 1 1 calc R U . . .
C8 C 0.01982(15) 0.08073(16) 0.26091(17) 0.0220(5) Uani 1 1 d . . . . .
C9 C -0.04022(16) 0.17350(17) -0.20108(17) 0.0257(5) Uani 1 1 d . . . . .
C10 C -0.02360(17) 0.17209(18) -0.28972(18) 0.0295(6) Uani 1 1 d . . . . .
H10 H 0.0317 0.1672 -0.2885 0.035 Uiso 1 1 calc R U . . .
C11 C -0.08757(19) 0.1778(2) -0.37872(19) 0.0366(6) Uani 1 1 d . . . . .
H11 H -0.0754 0.1775 -0.4370 0.044 Uiso 1 1 calc R U . . .
C12 C -0.17032(19) 0.18392(19) -0.3815(2) 0.0377(7) Uani 1 1 d . . . . .
C13 C -0.18791(18) 0.1854(2) -0.2947(2) 0.0427(7) Uani 1 1 d . . . . .
H13 H -0.2434 0.1894 -0.2966 0.051 Uiso 1 1 calc R U . . .
C14 C -0.12393(17) 0.1811(2) -0.2052(2) 0.0359(6) Uani 1 1 d . . . . .
H14 H -0.1365 0.1832 -0.1472 0.043 Uiso 1 1 calc R U . . .
C15 C -0.2365(2) 0.1873(2) -0.4758(2) 0.0523(9) Uani 1 1 d . . . . .
C16 C 0.25235(15) 0.18546(18) 0.04568(18) 0.0269(5) Uani 1 1 d . . . . .
C17 C 0.29957(17) 0.1975(2) 0.1445(2) 0.0375(6) Uani 1 1 d . . . . .
H17 H 0.2721 0.2007 0.1905 0.045 Uiso 1 1 calc R U . . .
C18 C 0.38616(17) 0.2049(2) 0.1763(2) 0.0402(7) Uani 1 1 d . . . . .
H18 H 0.4161 0.2122 0.2430 0.048 Uiso 1 1 calc R U . . .
C19 C 0.42785(17) 0.2015(2) 0.1098(2) 0.0397(7) Uani 1 1 d . . . . .
C20 C 0.38280(18) 0.1902(3) 0.0109(2) 0.0473(8) Uani 1 1 d . . . . .
H20 H 0.4110 0.1877 -0.0346 0.057 Uiso 1 1 calc R U . . .
C21 C 0.29710(18) 0.1828(2) -0.0207(2) 0.0392(7) Uani 1 1 d . . . . .
H21 H 0.2678 0.1759 -0.0876 0.047 Uiso 1 1 calc R U . . .
C22 C 0.5626(2) 0.2132(3) 0.2343(3) 0.0667(11) Uani 1 1 d . . . . .
H22A H 0.5481 0.2706 0.2625 0.100 Uiso 1 1 calc R U . . .
H22B H 0.6210 0.2155 0.2405 0.100 Uiso 1 1 calc R U . . .
H22C H 0.5524 0.1575 0.2684 0.100 Uiso 1 1 calc R U . . .
C23 C -0.19154(15) 0.07015(17) 0.07214(18) 0.0238(5) Uani 1 1 d . . . . .
C24 C -0.21754(16) 0.05618(18) -0.02910(18) 0.0268(5) Uani 1 1 d . . . . .
H24 H -0.1775 0.0488 -0.0598 0.032 Uiso 1 1 calc R U . . .
C25 C -0.30113(17) 0.05301(19) -0.0845(2) 0.0325(6) Uani 1 1 d . . . . .
H25 H -0.3175 0.0435 -0.1522 0.039 Uiso 1 1 calc R U . . .
C26 C -0.36122(17) 0.0641(2) -0.0393(2) 0.0355(6) Uani 1 1 d . . . . .
C27 C -0.33693(18) 0.0770(2) 0.0621(2) 0.0397(7) Uani 1 1 d . . . . .
H27 H -0.3772 0.0836 0.0926 0.048 Uiso 1 1 calc R U . . .
C28 C -0.25301(16) 0.0800(2) 0.11682(19) 0.0319(6) Uani 1 1 d . . . . .
H28 H -0.2367 0.0887 0.1846 0.038 Uiso 1 1 calc R U . . .
C29 C -0.4492(2) 0.0603(3) -0.0976(2) 0.0527(9) Uani 1 1 d . . . . .
C30 C 0.07643(15) 0.07831(17) 0.36232(17) 0.0230(5) Uani 1 1 d . . . . .
C31 C 0.04129(16) 0.09166(19) 0.43721(18) 0.0277(5) Uani 1 1 d . . . . .
H31 H -0.0160 0.1034 0.4200 0.033 Uiso 1 1 calc R U . . .
C32 C 0.08927(17) 0.0878(2) 0.53444(18) 0.0336(6) Uani 1 1 d . . . . .
H32 H 0.0644 0.0976 0.5823 0.040 Uiso 1 1 calc R U . . .
C33 C 0.17443(17) 0.06951(19) 0.56221(18) 0.0309(6) Uani 1 1 d . . . . .
C34 C 0.21146(17) 0.05707(19) 0.49057(19) 0.0315(6) Uani 1 1 d . . . . .
H34 H 0.2689 0.0458 0.5085 0.038 Uiso 1 1 calc R U . . .
C35 C 0.16238(16) 0.06150(18) 0.39195(19) 0.0293(6) Uani 1 1 d . . . . .
H35 H 0.1877 0.0530 0.3443 0.035 Uiso 1 1 calc R U . . .
C36 C 0.30376(19) 0.0469(3) 0.6936(2) 0.0490(8) Uani 1 1 d . . . . .
H36A H 0.3144 -0.0150 0.6700 0.073 Uiso 1 1 calc R U . . .
H36B H 0.3253 0.0475 0.7642 0.073 Uiso 1 1 calc R U . . .
H36C H 0.3311 0.0963 0.6686 0.073 Uiso 1 1 calc R U . . .
B1 B 0.12563(18) 0.1286(2) 0.1674(2) 0.0263(6) Uani 1 1 d . . . . .
N1 N 0.10782(12) 0.15130(14) 0.05590(14) 0.0231(4) Uani 1 1 d . . . . .
N2 N 0.04032(12) 0.09848(14) 0.17841(14) 0.0219(4) Uani 1 1 d . . . . .
N3 N -0.03985(12) 0.11992(14) 0.00808(14) 0.0228(4) Uani 1 1 d . . . . .
N4 N -0.2880(2) 0.1894(2) -0.5506(3) 0.0814(12) Uani 1 1 d . . . . .
N5 N -0.51791(19) 0.0573(3) -0.1454(3) 0.0823(12) Uani 1 1 d . . . . .
O1 O 0.51300(12) 0.20739(19) 0.13343(17) 0.0561(6) Uani 1 1 d . . . . .
O2 O 0.21575(12) 0.06454(16) 0.66081(14) 0.0435(5) Uani 1 1 d . . . . .
F1 F 0.15535(9) 0.21020(11) 0.22477(11) 0.0339(4) Uani 1 1 d . . . . .
F2 F 0.18396(9) 0.05458(11) 0.19563(11) 0.0334(4) 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
Cl2 C37 1.7697(10) . ?
Cl2 C37 1.7699(10) 3_656 ?
Cl2 Cl1 2.088(15) 3_656 ?
Cl2 Cl2 2.243(16) 3_656 ?
Cl2 Cl1 2.276(15) . ?
Cl1 C37 1.7701(10) . ?
Cl1 Cl2 2.088(15) 3_656 ?
C37 Cl2 1.7699(10) 3_656 ?
C37 H37 0.9800 . ?
C1 N1 1.368(3) . ?
C1 C2 1.413(3) . ?
C1 C16 1.457(3) . ?
C2 C3 1.373(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.433(3) . ?
C3 C9 1.466(3) . ?
C4 N3 1.317(3) . ?
C4 N1 1.385(3) . ?
C5 N3 1.314(3) . ?
C5 N2 1.390(3) . ?
C5 C6 1.429(3) . ?
C6 C7 1.375(3) . ?
C6 C23 1.464(3) . ?
C7 C8 1.408(3) . ?
C7 H7 0.9300 . ?
C8 N2 1.367(3) . ?
C8 C30 1.455(3) . ?
C9 C10 1.397(3) . ?
C9 C14 1.399(4) . ?
C10 C11 1.375(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.387(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(4) . ?
C12 C15 1.443(4) . ?
C13 C14 1.379(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 N4 1.136(4) . ?
C16 C17 1.390(4) . ?
C16 C21 1.405(4) . ?
C17 C18 1.382(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.367(4) . ?
C18 H18 0.9300 . ?
C19 O1 1.365(3) . ?
C19 C20 1.382(4) . ?
C20 C21 1.368(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O1 1.417(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.390(3) . ?
C23 C28 1.399(3) . ?
C24 C25 1.370(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.386(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.392(4) . ?
C26 C29 1.442(4) . ?
C27 C28 1.373(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 N5 1.135(4) . ?
C30 C35 1.389(4) . ?
C30 C31 1.407(3) . ?
C31 C32 1.365(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.381(4) . ?
C32 H32 0.9300 . ?
C33 O2 1.359(3) . ?
C33 C34 1.385(4) . ?
C34 C35 1.387(4) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 O2 1.422(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
B1 F2 1.384(3) . ?
B1 F1 1.390(3) . ?
B1 N2 1.558(3) . ?
B1 N1 1.565(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C37 Cl2 C37 101.3(7) . 3_656 ?
C37 Cl2 Cl1 91.1(7) . 3_656 ?
C37 Cl2 Cl1 53.9(3) 3_656 3_656 ?
C37 Cl2 Cl2 50.7(3) . 3_656 ?
C37 Cl2 Cl2 50.7(3) 3_656 3_656 ?
Cl1 Cl2 Cl2 63.3(5) 3_656 3_656 ?
C37 Cl2 Cl1 50.0(3) . . ?
C37 Cl2 Cl1 85.2(7) 3_656 . ?
Cl1 Cl2 Cl1 118.3(5) 3_656 . ?
Cl2 Cl2 Cl1 55.0(5) 3_656 . ?
C37 Cl1 Cl2 53.9(3) . 3_656 ?
C37 Cl1 Cl2 50.0(3) . . ?
Cl2 Cl1 Cl2 61.7(5) 3_656 . ?
Cl2 C37 Cl2 78.7(7) . 3_656 ?
Cl2 C37 Cl1 80.0(6) . . ?
Cl2 C37 Cl1 72.3(6) 3_656 . ?
Cl2 C37 H37 134.0 . . ?
Cl2 C37 H37 134.0 3_656 . ?
Cl1 C37 H37 134.0 . . ?
N1 C1 C2 108.4(2) . . ?
N1 C1 C16 127.9(2) . . ?
C2 C1 C16 123.7(2) . . ?
C3 C2 C1 109.4(2) . . ?
C3 C2 H2 125.3 . . ?
C1 C2 H2 125.3 . . ?
C2 C3 C4 105.3(2) . . ?
C2 C3 C9 127.0(2) . . ?
C4 C3 C9 127.7(2) . . ?
N3 C4 N1 124.7(2) . . ?
N3 C4 C3 125.8(2) . . ?
N1 C4 C3 109.4(2) . . ?
N3 C5 N2 124.4(2) . . ?
N3 C5 C6 126.0(2) . . ?
N2 C5 C6 109.33(19) . . ?
C7 C6 C5 105.5(2) . . ?
C7 C6 C23 127.9(2) . . ?
C5 C6 C23 126.6(2) . . ?
C6 C7 C8 109.2(2) . . ?
C6 C7 H7 125.4 . . ?
C8 C7 H7 125.4 . . ?
N2 C8 C7 108.8(2) . . ?
N2 C8 C30 127.3(2) . . ?
C7 C8 C30 123.9(2) . . ?
C10 C9 C14 118.1(2) . . ?
C10 C9 C3 118.8(2) . . ?
C14 C9 C3 123.0(2) . . ?
C11 C10 C9 121.1(3) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 C15 121.4(3) . . ?
C11 C12 C15 118.9(3) . . ?
C12 C13 C14 120.6(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C9 120.5(3) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
N4 C15 C12 179.2(5) . . ?
C17 C16 C21 116.5(2) . . ?
C17 C16 C1 125.7(2) . . ?
C21 C16 C1 117.8(2) . . ?
C18 C17 C16 122.0(2) . . ?
C18 C17 H17 119.0 . . ?
C16 C17 H17 119.0 . . ?
C19 C18 C17 120.0(3) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
O1 C19 C18 124.7(3) . . ?
O1 C19 C20 115.8(3) . . ?
C18 C19 C20 119.5(3) . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C16 121.5(3) . . ?
C20 C21 H21 119.3 . . ?
C16 C21 H21 119.3 . . ?
O1 C22 H22A 109.5 . . ?
O1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 118.3(2) . . ?
C24 C23 C6 122.1(2) . . ?
C28 C23 C6 119.6(2) . . ?
C25 C24 C23 121.2(2) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 119.7(2) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 C29 119.7(3) . . ?
C27 C26 C29 120.0(3) . . ?
C28 C27 C26 119.5(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C23 121.0(2) . . ?
C27 C28 H28 119.5 . . ?
C23 C28 H28 119.5 . . ?
N5 C29 C26 178.4(4) . . ?
C35 C30 C31 116.9(2) . . ?
C35 C30 C8 125.5(2) . . ?
C31 C30 C8 117.6(2) . . ?
C32 C31 C30 121.7(2) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C31 C32 C33 120.5(2) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
O2 C33 C32 115.6(2) . . ?
O2 C33 C34 124.8(2) . . ?
C32 C33 C34 119.5(2) . . ?
C33 C34 C35 119.6(2) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C34 C35 C30 121.8(2) . . ?
C34 C35 H35 119.1 . . ?
C30 C35 H35 119.1 . . ?
O2 C36 H36A 109.5 . . ?
O2 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O2 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
F2 B1 F1 110.3(2) . . ?
F2 B1 N2 111.3(2) . . ?
F1 B1 N2 108.6(2) . . ?
F2 B1 N1 108.9(2) . . ?
F1 B1 N1 110.8(2) . . ?
N2 B1 N1 107.0(2) . . ?
C1 N1 C4 107.53(19) . . ?
C1 N1 B1 130.8(2) . . ?
C4 N1 B1 121.65(19) . . ?
C8 N2 C5 107.20(19) . . ?
C8 N2 B1 130.4(2) . . ?
C5 N2 B1 121.96(19) . . ?
C5 N3 C4 120.3(2) . . ?
C19 O1 C22 118.1(3) . . ?
C33 O2 C36 118.0(2) . . ?

_refine_diff_density_max         0.531
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.061

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

data_compound8
_database_code_depnum_ccdc_archive 'CCDC 1522705'
_audit_update_record             
;
2016-12-14 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C148 H104 Ag2 B6 F16 N20 O9'
_chemical_formula_weight         2891.11

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

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

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

_cell_length_a                   14.4266(5)
_cell_length_b                   16.3190(6)
_cell_length_c                   27.6414(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6507.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    7159
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      24.40

_exptl_crystal_description       platelet
_exptl_crystal_colour            dark-purple
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             2944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.394
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            71454
_diffrn_reflns_av_unetI/netI     0.0624
_diffrn_reflns_av_R_equivalents  0.0878
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.449
_diffrn_reflns_theta_max         30.105
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9549
_reflns_number_gt                5290
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_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)+(0.1108P)²+3.0353P] 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         9549
_refine_ls_number_parameters     463
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1281
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.2147
_refine_ls_wR_factor_gt          0.1782
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4276(3) 0.7631(2) 0.00179(13) 0.0316(7) Uani 1 1 d . . . . .
C2 C 0.4281(3) 0.7537(2) 0.05244(13) 0.0331(8) Uani 1 1 d . . . . .
H2 H 0.4334 0.7960 0.0748 0.040 Uiso 1 1 calc R U . . .
C3 C 0.4194(3) 0.6709(2) 0.06357(12) 0.0309(7) Uani 1 1 d . . . . .
C4 C 0.4126(2) 0.63066(19) 0.01811(12) 0.0290(7) Uani 1 1 d . . . . .
C5 C 0.3785(3) 0.52405(19) -0.03264(12) 0.0279(7) Uani 1 1 d . . . . .
C6 C 0.3584(2) 0.43978(19) -0.04535(12) 0.0277(7) Uani 1 1 d . . . . .
C7 C 0.3530(3) 0.43892(19) -0.09486(12) 0.0311(8) Uani 1 1 d . . . . .
H7 H 0.3422 0.3928 -0.1138 0.037 Uiso 1 1 calc R U . . .
C8 C 0.3668(3) 0.51999(19) -0.11267(12) 0.0304(8) Uani 1 1 d . . . . .
C9 C 0.4077(3) 0.6357(2) 0.11189(12) 0.0339(8) Uani 1 1 d . . . . .
C10 C 0.3905(4) 0.6874(3) 0.15009(13) 0.0492(11) Uani 1 1 d . . . . .
H10 H 0.3879 0.7436 0.1447 0.059 Uiso 1 1 calc R U . . .
C11 C 0.3770(4) 0.6578(3) 0.19625(14) 0.0549(12) Uani 1 1 d . . . . .
H11 H 0.3652 0.6938 0.2216 0.066 Uiso 1 1 calc R U . . .
C12 C 0.3812(3) 0.5743(3) 0.20483(13) 0.0447(10) Uani 1 1 d . . . . .
C13 C 0.3996(3) 0.5217(3) 0.16718(15) 0.0471(10) Uani 1 1 d . . . . .
H13 H 0.4030 0.4656 0.1729 0.057 Uiso 1 1 calc R U . . .
C14 C 0.4131(3) 0.5515(2) 0.12060(13) 0.0398(9) Uani 1 1 d . . . . .
H14 H 0.4256 0.5155 0.0953 0.048 Uiso 1 1 calc R U . . .
C15 C 0.3696(3) 0.5448(3) 0.25352(15) 0.0515(11) Uani 1 1 d . . . . .
C16 C 0.4291(3) 0.8419(2) -0.02252(13) 0.0320(8) Uani 1 1 d . . . . .
C17 C 0.4670(3) 0.8563(2) -0.06830(13) 0.0366(8) Uani 1 1 d . . . . .
H17 H 0.4933 0.8131 -0.0854 0.044 Uiso 1 1 calc R U . . .
C18 C 0.4659(3) 0.9340(2) -0.08861(14) 0.0417(9) Uani 1 1 d . . . . .
H18 H 0.4923 0.9426 -0.1189 0.050 Uiso 1 1 calc R U . . .
C19 C 0.4258(3) 0.9984(2) -0.06409(15) 0.0439(10) Uani 1 1 d . . . . .
C20 C 0.3884(4) 0.9847(2) -0.01843(18) 0.0549(13) Uani 1 1 d . . . . .
H20 H 0.3617 1.0280 -0.0016 0.066 Uiso 1 1 calc R U . . .
C21 C 0.3904(3) 0.9090(2) 0.00197(17) 0.0481(11) Uani 1 1 d . . . . .
H21 H 0.3656 0.9016 0.0327 0.058 Uiso 1 1 calc R U . . .
C22 C 0.4513(5) 1.0920(3) -0.12837(17) 0.0729(17) Uani 1 1 d . . . . .
H22A H 0.5166 1.0815 -0.1305 0.109 Uiso 1 1 calc R U . . .
H22B H 0.4392 1.1481 -0.1367 0.109 Uiso 1 1 calc R U . . .
H22C H 0.4188 1.0566 -0.1503 0.109 Uiso 1 1 calc R U . . .
C23 C 0.3439(2) 0.37062(19) -0.01248(12) 0.0281(7) Uani 1 1 d . . . . .
C24 C 0.3252(3) 0.3817(2) 0.03651(12) 0.0342(8) Uani 1 1 d . . . . .
H24 H 0.3226 0.4345 0.0492 0.041 Uiso 1 1 calc R U . . .
C25 C 0.3103(3) 0.3155(2) 0.06653(13) 0.0361(8) Uani 1 1 d . . . . .
H25 H 0.2977 0.3234 0.0992 0.043 Uiso 1 1 calc R U . . .
C26 C 0.3142(3) 0.2366(2) 0.04736(13) 0.0355(8) Uani 1 1 d . . . . .
C27 C 0.3313(3) 0.2243(2) -0.00126(14) 0.0364(8) Uani 1 1 d . . . . .
H27 H 0.3327 0.1716 -0.0140 0.044 Uiso 1 1 calc R U . . .
C28 C 0.3463(3) 0.29112(19) -0.03072(13) 0.0323(8) Uani 1 1 d . . . . .
H28 H 0.3583 0.2830 -0.0634 0.039 Uiso 1 1 calc R U . . .
C29 C 0.2960(3) 0.1677(2) 0.07836(14) 0.0402(9) Uani 1 1 d . . . . .
C30 C 0.3650(3) 0.5404(2) -0.16338(12) 0.0318(8) Uani 1 1 d . . . . .
C31 C 0.3812(3) 0.4768(2) -0.19700(13) 0.0373(9) Uani 1 1 d . . . . .
H31 H 0.3962 0.4247 -0.1858 0.045 Uiso 1 1 calc R U . . .
C32 C 0.3754(3) 0.4903(2) -0.24538(13) 0.0410(10) Uani 1 1 d . . . . .
H32 H 0.3890 0.4481 -0.2669 0.049 Uiso 1 1 calc R U . . .
C33 C 0.3490(3) 0.5669(2) -0.26313(13) 0.0417(9) Uani 1 1 d . . . . .
C34 C 0.3333(4) 0.6299(2) -0.23114(13) 0.0498(12) Uani 1 1 d . . . . .
H34 H 0.3176 0.6816 -0.2427 0.060 Uiso 1 1 calc R U . . .
C35 C 0.3407(3) 0.6172(2) -0.18208(13) 0.0446(10) Uani 1 1 d . . . . .
H35 H 0.3293 0.6604 -0.1610 0.053 Uiso 1 1 calc R U . . .
C36 C 0.3055(5) 0.6479(3) -0.33134(16) 0.0669(15) Uani 1 1 d . . . . .
H36A H 0.2456 0.6595 -0.3179 0.100 Uiso 1 1 calc R U . . .
H36B H 0.3005 0.6432 -0.3659 0.100 Uiso 1 1 calc R U . . .
H36C H 0.3475 0.6915 -0.3234 0.100 Uiso 1 1 calc R U . . .
B1 B 0.4040(3) 0.6650(2) -0.07375(14) 0.0318(9) Uani 1 1 d . . . . .
N1 N 0.4203(2) 0.68771(16) -0.01925(10) 0.0274(6) Uani 1 1 d . . . . .
N2 N 0.3819(2) 0.57089(16) -0.07446(10) 0.0269(6) Uani 1 1 d . . . . .
N3 N 0.3936(2) 0.55163(16) 0.01118(10) 0.0279(6) Uani 1 1 d . . . . .
N4 N 0.3581(3) 0.5232(3) 0.29204(13) 0.0626(11) Uani 1 1 d . . . . .
N5 N 0.2194(3) 0.6125(2) 0.39747(13) 0.0468(9) Uani 1 1 d . . . . .
O1 O 0.4210(3) 1.07701(17) -0.08085(11) 0.0592(9) Uani 1 1 d . . . . .
O2 O 0.3395(2) 0.57286(16) -0.31180(9) 0.0526(8) Uani 1 1 d . . . . .
F1 F 0.48208(16) 0.67794(13) -0.10132(8) 0.0410(5) Uani 1 1 d . . . . .
F2 F 0.33039(16) 0.71076(12) -0.09030(7) 0.0374(5) Uani 1 1 d . . . . .
Ag1 Ag 0.2500 0.5000 0.35332(2) 0.04189(16) Uani 1 2 d S T P . .
F3 F 0.5273(3) 0.68872(17) 0.26906(14) 0.0908(12) Uani 1 1 d . . . . .
F4 F 0.6321(5) 0.7815(3) 0.2881(4) 0.332(7) Uani 1 1 d . . . . .
B2 B 0.5812(8) 0.7500 0.2500 0.153(8) Uani 1 2 d S T P . .
C37 C 0.4167(13) 0.3074(9) 0.2704(5) 0.129(5) Uani 0.5 1 d D . P . .
C38 C 0.363(3) 0.2477(18) 0.2985(8) 0.129(5) Uani 0.25 1 d D . P . .
C39 C 0.344(2) 0.1717(15) 0.2659(10) 0.129(5) Uani 0.25 1 d D . P . .
O3 O 0.4011(19) 0.2796(11) 0.2133(6) 0.129(5) Uani 0.25 1 d D . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.365(4) . ?
C1 C2 1.409(5) . ?
C1 C16 1.451(5) . ?
C2 C3 1.392(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.421(5) . ?
C3 C9 1.463(5) . ?
C4 N3 1.332(4) . ?
C4 N1 1.395(4) . ?
C5 N3 1.311(4) . ?
C5 N2 1.387(4) . ?
C5 C6 1.449(4) . ?
C6 C7 1.371(5) . ?
C6 C23 1.464(4) . ?
C7 C8 1.425(4) . ?
C7 H7 0.9300 . ?
C8 N2 1.361(4) . ?
C8 C30 1.441(5) . ?
C9 C10 1.375(5) . ?
C9 C14 1.397(5) . ?
C10 C11 1.378(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.384(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.375(6) . ?
C12 C15 1.439(5) . ?
C13 C14 1.390(5) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 N4 1.134(5) . ?
C16 C17 1.398(5) . ?
C16 C21 1.404(5) . ?
C17 C18 1.386(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(6) . ?
C18 H18 0.9300 . ?
C19 O1 1.365(4) . ?
C19 C20 1.391(6) . ?
C20 C21 1.358(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 O1 1.406(6) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C28 1.392(4) . ?
C23 C24 1.393(5) . ?
C24 C25 1.380(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.394(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.381(5) . ?
C26 C29 1.437(5) . ?
C27 C28 1.378(5) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 N5 1.144(5) 3_545 ?
C30 C35 1.401(5) . ?
C30 C31 1.412(5) . ?
C31 C32 1.358(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.396(5) . ?
C32 H32 0.9300 . ?
C33 O2 1.356(4) . ?
C33 C34 1.375(5) . ?
C34 C35 1.376(5) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 O2 1.426(5) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
B1 F1 1.376(5) . ?
B1 F2 1.377(5) . ?
B1 N1 1.569(5) . ?
B1 N2 1.569(5) . ?
N4 Ag1 2.334(4) . ?
N5 C29 1.144(5) 3 ?
N5 Ag1 2.248(3) . ?
Ag1 N5 2.248(3) 2_565 ?
Ag1 N4 2.334(4) 2_565 ?
F3 B2 1.372(7) . ?
F4 B2 1.383(9) . ?
B2 F3 1.372(7) 4_565 ?
B2 F4 1.383(9) 4_565 ?
C37 C38 1.469(16) . ?
C37 C39 1.489(18) 4 ?
C37 O3 1.505(17) 4 ?
C37 O3 1.659(15) . ?
C38 O3 0.78(4) 4 ?
C38 C39 1.556(18) . ?
C39 O3 1.28(3) 4 ?
C39 C37 1.489(18) 4 ?
O3 C38 0.78(4) 4 ?
O3 C39 1.28(3) 4 ?
O3 C37 1.506(17) 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
N1 C1 C2 109.0(3) . . ?
N1 C1 C16 127.1(3) . . ?
C2 C1 C16 123.8(3) . . ?
C3 C2 C1 109.0(3) . . ?
C3 C2 H2 125.5 . . ?
C1 C2 H2 125.5 . . ?
C2 C3 C4 105.0(3) . . ?
C2 C3 C9 126.4(3) . . ?
C4 C3 C9 128.1(3) . . ?
N3 C4 N1 123.8(3) . . ?
N3 C4 C3 126.0(3) . . ?
N1 C4 C3 109.9(3) . . ?
N3 C5 N2 125.1(3) . . ?
N3 C5 C6 125.7(3) . . ?
N2 C5 C6 109.2(3) . . ?
C7 C6 C5 105.3(3) . . ?
C7 C6 C23 127.1(3) . . ?
C5 C6 C23 127.6(3) . . ?
C6 C7 C8 109.1(3) . . ?
C6 C7 H7 125.4 . . ?
C8 C7 H7 125.4 . . ?
N2 C8 C7 108.7(3) . . ?
N2 C8 C30 128.1(3) . . ?
C7 C8 C30 123.2(3) . . ?
C10 C9 C14 118.8(3) . . ?
C10 C9 C3 118.7(3) . . ?
C14 C9 C3 122.5(3) . . ?
C9 C10 C11 121.4(4) . . ?
C9 C10 H10 119.3 . . ?
C11 C10 H10 119.3 . . ?
C10 C11 C12 119.9(4) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 119.5(4) . . ?
C13 C12 C15 121.4(4) . . ?
C11 C12 C15 119.0(4) . . ?
C12 C13 C14 120.6(4) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C13 C14 C9 119.7(4) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
N4 C15 C12 177.7(6) . . ?
C17 C16 C21 117.5(3) . . ?
C17 C16 C1 125.0(3) . . ?
C21 C16 C1 117.5(3) . . ?
C18 C17 C16 121.0(4) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.2(4) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
O1 C19 C18 124.8(4) . . ?
O1 C19 C20 116.1(4) . . ?
C18 C19 C20 119.1(3) . . ?
C21 C20 C19 121.0(4) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C16 121.2(4) . . ?
C20 C21 H21 119.4 . . ?
C16 C21 H21 119.4 . . ?
O1 C22 H22A 109.5 . . ?
O1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 118.6(3) . . ?
C28 C23 C6 119.3(3) . . ?
C24 C23 C6 122.1(3) . . ?
C25 C24 C23 120.8(3) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C24 C25 C26 119.3(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C27 C26 C25 120.7(3) . . ?
C27 C26 C29 120.0(3) . . ?
C25 C26 C29 119.2(3) . . ?
C28 C27 C26 119.3(3) . . ?
C28 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C27 C28 C23 121.3(3) . . ?
C27 C28 H28 119.4 . . ?
C23 C28 H28 119.4 . . ?
N5 C29 C26 179.0(5) 3_545 . ?
C35 C30 C31 117.1(3) . . ?
C35 C30 C8 124.7(3) . . ?
C31 C30 C8 117.9(3) . . ?
C32 C31 C30 121.3(3) . . ?
C32 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C31 C32 C33 120.5(3) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 H32 119.7 . . ?
O2 C33 C34 124.6(3) . . ?
O2 C33 C32 116.1(3) . . ?
C34 C33 C32 119.3(3) . . ?
C33 C34 C35 120.5(3) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C34 C35 C30 121.2(3) . . ?
C34 C35 H35 119.4 . . ?
C30 C35 H35 119.4 . . ?
O2 C36 H36A 109.5 . . ?
O2 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O2 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
F1 B1 F2 111.4(3) . . ?
F1 B1 N1 111.9(3) . . ?
F2 B1 N1 107.9(3) . . ?
F1 B1 N2 108.0(3) . . ?
F2 B1 N2 111.7(3) . . ?
N1 B1 N2 105.9(3) . . ?
C1 N1 C4 107.0(3) . . ?
C1 N1 B1 129.3(3) . . ?
C4 N1 B1 122.8(3) . . ?
C8 N2 C5 107.7(3) . . ?
C8 N2 B1 129.8(3) . . ?
C5 N2 B1 122.4(3) . . ?
C5 N3 C4 120.0(3) . . ?
C15 N4 Ag1 146.1(4) . . ?
C29 N5 Ag1 177.1(3) 3 . ?
C19 O1 C22 117.7(4) . . ?
C33 O2 C36 118.2(3) . . ?
N5 Ag1 N5 114.25(18) . 2_565 ?
N5 Ag1 N4 113.12(15) . . ?
N5 Ag1 N4 113.28(15) 2_565 . ?
N5 Ag1 N4 113.28(15) . 2_565 ?
N5 Ag1 N4 113.12(15) 2_565 2_565 ?
N4 Ag1 N4 86.9(2) . 2_565 ?
F3 B2 F3 110.9(8) . 4_565 ?
F3 B2 F4 108.8(2) . 4_565 ?
F3 B2 F4 106.2(5) 4_565 4_565 ?
F3 B2 F4 106.2(5) . . ?
F3 B2 F4 108.8(2) 4_565 . ?
F4 B2 F4 115.9(12) 4_565 . ?
C38 C37 C39 98(3) . 4 ?
C38 C37 O3 30.4(17) . 4 ?
C39 C37 O3 108.2(19) 4 4 ?
C38 C37 O3 104.5(11) . . ?
C39 C37 O3 47.6(13) 4 . ?
O3 C37 O3 90.4(13) 4 . ?
O3 C38 C37 77(2) 4 . ?
O3 C38 C39 55(3) 4 . ?
C37 C38 C39 108.2(13) . . ?
O3 C39 C37 73.2(13) 4 4 ?
O3 C39 C38 30(2) 4 . ?
C37 C39 C38 95.1(15) 4 . ?
C38 O3 C39 95(4) 4 4 ?
C38 O3 C37 72.2(18) 4 4 ?
C39 O3 C37 123(2) 4 4 ?
C38 O3 C37 130(4) 4 . ?
C39 O3 C37 59.2(11) 4 . ?
C37 O3 C37 87.3(15) 4 . ?

_refine_diff_density_max         1.119
_refine_diff_density_min         -0.851
_refine_diff_density_rms         0.108

####################################################################### 
# 
# 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_compound1
_database_code_depnum_ccdc_archive 'CCDC 1522701'
_audit_update_record             
;
2016-12-14 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H25 N5 O2'
_chemical_formula_weight         559.61

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

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

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

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

_cell_length_a                   9.1444(8)
_cell_length_b                   12.2700(8)
_cell_length_c                   13.4648(10)
_cell_angle_alpha                110.287(2)
_cell_angle_beta                 95.118(3)
_cell_angle_gamma                90.687(3)
_cell_volume                     1409.92(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4682
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      29.94

_exptl_crystal_description       platelet
_exptl_crystal_colour            dark-purple
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.991
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22455
_diffrn_reflns_av_unetI/netI     0.0987
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.620
_diffrn_reflns_theta_max         30.116
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measured_fraction_theta_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_point_group_measured_fraction_full 0.957
_reflns_number_total             7512
_reflns_number_gt                4058
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_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)+(0.0543P)²+0.7002P] 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         7512
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1637
_refine_ls_R_factor_gt           0.0770
_refine_ls_wR_factor_ref         0.1643
_refine_ls_wR_factor_gt          0.1371
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2866(3) 0.77577(19) 0.45609(16) 0.0302(5) Uani 1 1 d . . . . .
C2 C 0.3752(3) 0.8139(2) 0.55272(16) 0.0319(5) Uani 1 1 d . . . . .
H2 H 0.4203 0.8877 0.5850 0.038 Uiso 1 1 calc R U . . .
C3 C 0.3852(2) 0.72384(19) 0.59277(15) 0.0281(5) Uani 1 1 d . . . . .
C4 C 0.2972(3) 0.62913(19) 0.52077(15) 0.0280(5) Uani 1 1 d . . . . .
C5 C 0.1769(3) 0.44562(19) 0.46280(16) 0.0292(5) Uani 1 1 d . . . . .
C6 C 0.1430(3) 0.33242(19) 0.47183(16) 0.0304(5) Uani 1 1 d . . . . .
C7 C 0.0404(3) 0.2786(2) 0.38934(17) 0.0356(6) Uani 1 1 d . . . . .
H7 H -0.0038 0.2050 0.3728 0.043 Uiso 1 1 calc R U . . .
C8 C 0.0129(3) 0.3584(2) 0.33154(16) 0.0316(5) Uani 1 1 d . . . . .
C9 C 0.4800(2) 0.72426(19) 0.68744(15) 0.0274(5) Uani 1 1 d . . . . .
C10 C 0.5399(3) 0.6238(2) 0.69411(17) 0.0360(6) Uani 1 1 d . . . . .
H10 H 0.5152 0.5534 0.6394 0.043 Uiso 1 1 calc R U . . .
C11 C 0.6354(3) 0.6255(2) 0.77993(17) 0.0377(6) Uani 1 1 d . . . . .
H11 H 0.6747 0.5570 0.7829 0.045 Uiso 1 1 calc R U . . .
C12 C 0.6724(3) 0.7305(2) 0.86193(17) 0.0350(6) Uani 1 1 d . . . . .
C13 C 0.6126(3) 0.8316(2) 0.85737(17) 0.0392(6) Uani 1 1 d . . . . .
H13 H 0.6365 0.9016 0.9127 0.047 Uiso 1 1 calc R U . . .
C14 C 0.5174(3) 0.8291(2) 0.77095(17) 0.0358(6) Uani 1 1 d . . . . .
H14 H 0.4779 0.8977 0.7683 0.043 Uiso 1 1 calc R U . . .
C15 C 0.7751(3) 0.7325(2) 0.95031(19) 0.0476(7) Uani 1 1 d . . . . .
C16 C 0.2071(3) 0.28966(19) 0.55520(16) 0.0308(5) Uani 1 1 d . . . . .
C17 C 0.1264(3) 0.2143(2) 0.58848(19) 0.0399(6) Uani 1 1 d . . . . .
H17 H 0.0309 0.1908 0.5575 0.048 Uiso 1 1 calc R U . . .
C18 C 0.1848(3) 0.1736(2) 0.6666(2) 0.0451(7) Uani 1 1 d . . . . .
H18 H 0.1287 0.1239 0.6884 0.054 Uiso 1 1 calc R U . . .
C19 C 0.3287(3) 0.2076(2) 0.71263(17) 0.0360(6) Uani 1 1 d . . . . .
C20 C 0.4102(3) 0.2823(2) 0.68003(19) 0.0397(6) Uani 1 1 d . . . . .
H20 H 0.5057 0.3059 0.7110 0.048 Uiso 1 1 calc R U . . .
C21 C 0.3509(3) 0.3220(2) 0.60197(18) 0.0369(6) Uani 1 1 d . . . . .
H21 H 0.4076 0.3713 0.5800 0.044 Uiso 1 1 calc R U . . .
C22 C 0.3945(3) 0.1644(2) 0.7926(2) 0.0428(6) Uani 1 1 d . . . . .
C23 C 0.2527(3) 0.8360(2) 0.38101(16) 0.0300(5) Uani 1 1 d . . . . .
C24 C 0.2846(3) 0.9554(2) 0.41342(18) 0.0371(6) Uani 1 1 d . . . . .
H24 H 0.3246 0.9948 0.4830 0.045 Uiso 1 1 calc R U . . .
C25 C 0.2589(3) 1.0166(2) 0.34575(19) 0.0415(6) Uani 1 1 d . . . . .
H25 H 0.2819 1.0961 0.3691 0.050 Uiso 1 1 calc R U . . .
C26 C 0.1982(3) 0.9584(2) 0.2425(2) 0.0426(7) Uani 1 1 d . . . . .
H26 H 0.1799 0.9994 0.1964 0.051 Uiso 1 1 calc R U . . .
C27 C 0.1644(3) 0.8403(2) 0.20680(18) 0.0379(6) Uani 1 1 d . . . . .
H27 H 0.1234 0.8023 0.1373 0.045 Uiso 1 1 calc R U . . .
C28 C 0.1917(3) 0.7786(2) 0.27462(17) 0.0328(6) Uani 1 1 d . . . . .
C29 C 0.1031(3) 0.5993(2) 0.13783(18) 0.0526(8) Uani 1 1 d . . . . .
H29A H 0.0110 0.6308 0.1243 0.079 Uiso 1 1 calc R U . . .
H29B H 0.0877 0.5186 0.1284 0.079 Uiso 1 1 calc R U . . .
H29C H 0.1699 0.6067 0.0891 0.079 Uiso 1 1 calc R U . . .
C30 C -0.0953(3) 0.3434(2) 0.23896(16) 0.0334(6) Uani 1 1 d . . . . .
C31 C -0.1492(3) 0.4420(2) 0.22330(18) 0.0415(7) Uani 1 1 d . . . . .
H31 H -0.1139 0.5148 0.2700 0.050 Uiso 1 1 calc R U . . .
C32 C -0.2542(3) 0.4353(3) 0.1402(2) 0.0513(7) Uani 1 1 d . . . . .
H32 H -0.2900 0.5025 0.1317 0.062 Uiso 1 1 calc R U . . .
C33 C -0.3047(3) 0.3265(3) 0.07022(19) 0.0503(8) Uani 1 1 d . . . . .
H33 H -0.3755 0.3207 0.0144 0.060 Uiso 1 1 calc R U . . .
C34 C -0.2515(3) 0.2273(2) 0.08210(18) 0.0462(7) Uani 1 1 d . . . . .
H34 H -0.2855 0.1550 0.0337 0.055 Uiso 1 1 calc R U . . .
C35 C -0.1473(3) 0.2341(2) 0.16589(18) 0.0413(7) Uani 1 1 d . . . . .
C36 C -0.1449(4) 0.0274(2) 0.1123(2) 0.0689(10) Uani 1 1 d . . . . .
H36A H -0.2491 0.0213 0.1150 0.103 Uiso 1 1 calc R U . . .
H36B H -0.0984 -0.0315 0.1341 0.103 Uiso 1 1 calc R U . . .
H36C H -0.1248 0.0170 0.0409 0.103 Uiso 1 1 calc R U . . .
N1 N 0.2407(2) 0.66459(16) 0.43898(13) 0.0302(5) Uani 1 1 d . . . . .
H1 H 0.1840 0.6220 0.3845 0.036 Uiso 1 1 calc R U . . .
N2 N 0.0925(2) 0.45620(16) 0.37479(13) 0.0318(5) Uani 1 1 d . . . . .
N3 N 0.2693(2) 0.52522(16) 0.52994(13) 0.0280(4) Uani 1 1 d . . . . .
N4 N 0.8563(3) 0.7332(2) 1.0197(2) 0.0738(9) Uani 1 1 d . . . . .
N5 N 0.4489(3) 0.1298(2) 0.85504(18) 0.0546(7) Uani 1 1 d . . . . .
O1 O 0.1640(2) 0.66157(14) 0.24471(11) 0.0405(5) Uani 1 1 d . . . . .
O2 O -0.0887(2) 0.13963(16) 0.18202(14) 0.0577(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.357(3) . ?
C1 C2 1.396(3) . ?
C1 C23 1.460(3) . ?
C2 C3 1.388(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.413(3) . ?
C3 C9 1.475(3) . ?
C4 N3 1.346(3) . ?
C4 N1 1.380(3) . ?
C5 N3 1.310(3) . ?
C5 N2 1.401(3) . ?
C5 C6 1.467(3) . ?
C6 C7 1.357(3) . ?
C6 C16 1.475(3) . ?
C7 C8 1.459(3) . ?
C7 H7 0.9300 . ?
C8 N2 1.314(3) . ?
C8 C30 1.478(3) . ?
C9 C10 1.383(3) . ?
C9 C14 1.398(3) . ?
C10 C11 1.379(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(3) . ?
C12 C15 1.442(3) . ?
C13 C14 1.381(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 N4 1.138(3) . ?
C16 C17 1.389(3) . ?
C16 C21 1.396(3) . ?
C17 C18 1.383(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.396(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.382(3) . ?
C19 C22 1.445(3) . ?
C20 C21 1.377(3) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 N5 1.146(3) . ?
C23 C24 1.395(3) . ?
C23 C28 1.417(3) . ?
C24 C25 1.375(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.380(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.383(3) . ?
C27 H27 0.9300 . ?
C28 O1 1.364(3) . ?
C29 O1 1.431(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.387(4) . ?
C30 C35 1.407(3) . ?
C31 C32 1.387(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.385(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.371(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.389(3) . ?
C34 H34 0.9300 . ?
C35 O2 1.359(3) . ?
C36 O2 1.429(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 106.69(18) . . ?
N1 C1 C23 124.06(18) . . ?
C2 C1 C23 129.1(2) . . ?
C3 C2 C1 109.00(19) . . ?
C3 C2 H2 125.5 . . ?
C1 C2 H2 125.5 . . ?
C2 C3 C4 106.92(18) . . ?
C2 C3 C9 126.2(2) . . ?
C4 C3 C9 126.7(2) . . ?
N3 C4 N1 125.92(19) . . ?
N3 C4 C3 127.57(19) . . ?
N1 C4 C3 106.49(19) . . ?
N3 C5 N2 125.9(2) . . ?
N3 C5 C6 124.2(2) . . ?
N2 C5 C6 109.87(18) . . ?
C7 C6 C5 105.36(19) . . ?
C7 C6 C16 128.4(2) . . ?
C5 C6 C16 126.21(19) . . ?
C6 C7 C8 106.8(2) . . ?
C6 C7 H7 126.6 . . ?
C8 C7 H7 126.6 . . ?
N2 C8 C7 112.17(19) . . ?
N2 C8 C30 119.8(2) . . ?
C7 C8 C30 128.0(2) . . ?
C10 C9 C14 118.4(2) . . ?
C10 C9 C3 121.69(19) . . ?
C14 C9 C3 119.9(2) . . ?
C11 C10 C9 121.6(2) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 119.4(2) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 119.9(2) . . ?
C13 C12 C15 120.8(2) . . ?
C11 C12 C15 119.3(2) . . ?
C12 C13 C14 120.3(2) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 H13 119.9 . . ?
C13 C14 C9 120.4(2) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
N4 C15 C12 179.5(3) . . ?
C17 C16 C21 117.9(2) . . ?
C17 C16 C6 120.8(2) . . ?
C21 C16 C6 121.3(2) . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C17 C18 C19 119.6(2) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C20 C19 C18 119.5(2) . . ?
C20 C19 C22 119.4(2) . . ?
C18 C19 C22 121.1(2) . . ?
C21 C20 C19 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C20 C21 C16 121.2(2) . . ?
C20 C21 H21 119.4 . . ?
C16 C21 H21 119.4 . . ?
N5 C22 C19 178.8(3) . . ?
C24 C23 C28 117.51(19) . . ?
C24 C23 C1 119.21(19) . . ?
C28 C23 C1 123.3(2) . . ?
C25 C24 C23 122.1(2) . . ?
C25 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C24 C25 C26 119.1(2) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C27 C26 C25 120.9(2) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C28 119.9(2) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
O1 C28 C27 123.33(19) . . ?
O1 C28 C23 116.18(18) . . ?
C27 C28 C23 120.5(2) . . ?
O1 C29 H29A 109.5 . . ?
O1 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
O1 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 C35 118.1(2) . . ?
C31 C30 C8 118.5(2) . . ?
C35 C30 C8 123.4(2) . . ?
C32 C31 C30 122.0(2) . . ?
C32 C31 H31 119.0 . . ?
C30 C31 H31 119.0 . . ?
C33 C32 C31 118.6(3) . . ?
C33 C32 H32 120.7 . . ?
C31 C32 H32 120.7 . . ?
C34 C33 C32 120.9(2) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
C33 C34 C35 120.4(2) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
O2 C35 C34 123.7(2) . . ?
O2 C35 C30 116.4(2) . . ?
C34 C35 C30 119.9(3) . . ?
O2 C36 H36A 109.5 . . ?
O2 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O2 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C1 N1 C4 110.87(17) . . ?
C1 N1 H1 124.6 . . ?
C4 N1 H1 124.6 . . ?
C8 N2 C5 105.84(19) . . ?
C5 N3 C4 123.13(18) . . ?
C28 O1 C29 118.45(17) . . ?
C35 O2 C36 117.6(2) . . ?

_refine_diff_density_max         0.341
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_compound7
_database_code_depnum_ccdc_archive 'CCDC 1522704'
_audit_update_record             
;
2016-12-14 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H24 Ag B2 F6 N5 O2'
_chemical_formula_weight         802.09

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   29.3110(13)
_cell_length_b                   15.3218(5)
_cell_length_c                   18.7508(7)
_cell_angle_alpha                90
_cell_angle_beta                 110.666(3)
_cell_angle_gamma                90
_cell_volume                     7879.1(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9834
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      29.50

_exptl_crystal_description       block
_exptl_crystal_colour            dark-purple
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_F_000             3216
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.576
_shelx_estimated_absorpt_T_min   0.924
_shelx_estimated_absorpt_T_max   0.945
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.923
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            96561
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.485
_diffrn_reflns_theta_max         30.309
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11741
_reflns_number_gt                7630
_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.
 
 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.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0918P)²+10.9045P] 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         11741
_refine_ls_number_parameters     476
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1822
_refine_ls_wR_factor_gt          0.1600
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.08867(8) -0.24454(16) 0.09214(13) 0.0327(5) Uani 1 1 d . . . . .
C2 C -0.03943(8) -0.25843(17) 0.13915(13) 0.0352(5) Uani 1 1 d . . . . .
H2 H -0.0261 -0.3108 0.1623 0.042 Uiso 1 1 calc R U . . .
C3 C -0.01478(8) -0.18090(16) 0.14454(13) 0.0329(5) Uani 1 1 d . . . . .
C4 C -0.04956(8) -0.11997(16) 0.09795(12) 0.0318(5) Uani 1 1 d . . . . .
C5 C -0.07362(8) 0.00339(16) 0.02559(13) 0.0329(5) Uani 1 1 d . . . . .
C6 C -0.06915(8) 0.08945(16) -0.00056(13) 0.0346(5) Uani 1 1 d . . . . .
C7 C -0.11381(9) 0.10725(19) -0.05689(15) 0.0429(6) Uani 1 1 d . . . . .
H7 H -0.1222 0.1590 -0.0843 0.052 Uiso 1 1 calc R U . . .
C8 C -0.14412(9) 0.03416(19) -0.06553(15) 0.0420(6) Uani 1 1 d . . . . .
C9 C 0.03690(8) -0.16335(17) 0.18526(13) 0.0346(5) Uani 1 1 d . . . . .
C10 C 0.07039(9) -0.23226(19) 0.19784(14) 0.0408(5) Uani 1 1 d . . . . .
H10 H 0.0594 -0.2881 0.1808 0.049 Uiso 1 1 calc R U . . .
C11 C 0.11980(9) -0.2176(2) 0.23557(15) 0.0444(6) Uani 1 1 d . . . . .
H11 H 0.1419 -0.2634 0.2438 0.053 Uiso 1 1 calc R U . . .
C12 C 0.36418(8) 0.3658(2) 0.23922(14) 0.0427(6) Uani 1 1 d . . . . .
C13 C 0.10322(9) -0.0655(2) 0.24987(15) 0.0458(6) Uani 1 1 d . . . . .
H13 H 0.1143 -0.0099 0.2675 0.055 Uiso 1 1 calc R U . . .
C14 C 0.05392(9) -0.08066(18) 0.21233(14) 0.0402(5) Uani 1 1 d . . . . .
H14 H 0.0319 -0.0349 0.2051 0.048 Uiso 1 1 calc R U . . .
C15 C 0.31306(9) 0.3815(2) 0.20162(15) 0.0481(7) Uani 1 1 d . . . . .
C16 C -0.12794(8) -0.30957(16) 0.07313(13) 0.0348(5) Uani 1 1 d . . . . .
C17 C -0.17506(8) -0.28639(18) 0.06912(14) 0.0388(5) Uani 1 1 d . . . . .
H17 H -0.1813 -0.2292 0.0797 0.047 Uiso 1 1 calc R U . . .
C18 C -0.21240(9) -0.3469(2) 0.04977(16) 0.0469(6) Uani 1 1 d . . . . .
H18 H -0.2435 -0.3304 0.0473 0.056 Uiso 1 1 calc R U . . .
C19 C -0.20351(11) -0.4312(2) 0.03420(17) 0.0512(7) Uani 1 1 d . . . . .
H19 H -0.2288 -0.4717 0.0206 0.061 Uiso 1 1 calc R U . . .
C20 C -0.15708(11) -0.4572(2) 0.03849(16) 0.0486(6) Uani 1 1 d . . . . .
H20 H -0.1513 -0.5146 0.0280 0.058 Uiso 1 1 calc R U . . .
C21 C -0.11925(9) -0.39620(18) 0.05864(15) 0.0420(6) Uani 1 1 d . . . . .
C22 C -0.06375(14) -0.5015(2) 0.0392(3) 0.0716(10) Uani 1 1 d . . . . .
H22A H -0.0714 -0.5445 0.0705 0.107 Uiso 1 1 calc R U . . .
H22B H -0.0300 -0.5062 0.0449 0.107 Uiso 1 1 calc R U . . .
H22C H -0.0836 -0.5110 -0.0132 0.107 Uiso 1 1 calc R U . . .
C23 C -0.02633(8) 0.14665(17) 0.02610(13) 0.0349(5) Uani 1 1 d . . . . .
C24 C 0.01977(8) 0.11525(17) 0.06997(14) 0.0377(5) Uani 1 1 d . . . . .
H24 H 0.0237 0.0566 0.0835 0.045 Uiso 1 1 calc R U . . .
C25 C 0.05970(9) 0.17046(18) 0.09350(14) 0.0399(5) Uani 1 1 d . . . . .
H25 H 0.0903 0.1490 0.1226 0.048 Uiso 1 1 calc R U . . .
C26 C 0.05391(9) 0.25763(18) 0.07360(15) 0.0397(5) Uani 1 1 d . . . . .
C27 C 0.00828(10) 0.29038(19) 0.03030(18) 0.0483(6) Uani 1 1 d . . . . .
H27 H 0.0046 0.3492 0.0173 0.058 Uiso 1 1 calc R U . . .
C28 C -0.03167(9) 0.23522(19) 0.00656(16) 0.0451(6) Uani 1 1 d . . . . .
H28 H -0.0622 0.2571 -0.0225 0.054 Uiso 1 1 calc R U . . .
C29 C 0.09523(10) 0.31484(19) 0.09704(16) 0.0451(6) Uani 1 1 d . . . . .
C30 C -0.19487(9) 0.0270(2) -0.11791(16) 0.0495(7) Uani 1 1 d . . . . .
C31 C -0.22718(12) 0.0921(3) -0.1140(2) 0.0707(10) Uani 1 1 d . . . . .
H31 H -0.2163 0.1386 -0.0803 0.085 Uiso 1 1 calc R U . . .
C32 C -0.27614(13) 0.0866(3) -0.1613(3) 0.0859(14) Uani 1 1 d . . . . .
H32 H -0.2978 0.1304 -0.1600 0.103 Uiso 1 1 calc R U . . .
C33 C -0.29213(12) 0.0175(3) -0.2090(2) 0.0814(13) Uani 1 1 d . . . . .
H33 H -0.3251 0.0134 -0.2384 0.098 Uiso 1 1 calc R U . . .
C34 C -0.26082(13) -0.0461(3) -0.2149(2) 0.0746(12) Uani 1 1 d . . . . .
H34 H -0.2723 -0.0929 -0.2479 0.089 Uiso 1 1 calc R U . . .
C35 C -0.21160(13) -0.0398(3) -0.1707(2) 0.0719(6) Uani 1 1 d . . . . .
C36 C -0.1962(2) -0.1741(4) -0.2264(3) 0.1162(19) Uani 1 1 d . . . . .
H36A H -0.2110 -0.2100 -0.1986 0.174 Uiso 1 1 calc R U . . .
H36B H -0.1696 -0.2050 -0.2334 0.174 Uiso 1 1 calc R U . . .
H36C H -0.2200 -0.1599 -0.2752 0.174 Uiso 1 1 calc R U . . .
B1 B -0.14042(9) -0.1123(2) 0.01106(16) 0.0374(6) Uani 1 1 d . . . . .
B2 B 0.16635(16) 0.6438(3) 0.0991(3) 0.0666(11) Uani 1 1 d . . . . .
N1 N -0.09473(6) -0.16100(14) 0.06728(10) 0.0317(4) Uani 1 1 d . . . . .
N2 N -0.11976(7) -0.02923(14) -0.01558(11) 0.0352(4) Uani 1 1 d . . . . .
N3 N -0.04018(7) -0.04077(14) 0.07993(11) 0.0324(4) Uani 1 1 d . . . . .
N4 N 0.12844(9) 0.35999(18) 0.11610(15) 0.0544(6) Uani 1 1 d . . . . .
N5 N 0.27260(9) 0.3941(2) 0.17134(14) 0.0566(7) Uani 1 1 d . . . . .
O1 O -0.07314(8) -0.41557(13) 0.06225(13) 0.0521(5) Uani 1 1 d . . . . .
O2 O -0.17798(9) -0.0937(2) -0.18375(14) 0.0719(6) Uani 1 1 d . . . . .
F1 F -0.17050(6) -0.08431(11) 0.04912(10) 0.0499(4) Uani 1 1 d . . . . .
F2 F -0.16472(6) -0.16624(12) -0.04807(9) 0.0515(4) Uani 1 1 d . . . . .
F3 F 0.20201(11) 0.58730(16) 0.09819(15) 0.1029(10) Uani 1 1 d . . . . .
F4 F 0.18600(9) 0.71205(14) 0.14646(14) 0.0787(6) Uani 1 1 d . . . . .
F5 F 0.13965(10) 0.67058(17) 0.02571(14) 0.0936(8) Uani 1 1 d . . . . .
F6 F 0.13657(15) 0.5964(3) 0.1277(2) 0.1440(15) Uani 1 1 d . . . . .
Ag1 Ag 0.19562(7) 0.42173(14) 0.11260(13) 0.0555(6) Uani 0.58(2) 1 d . . P A 1
Ag1B Ag 0.19733(12) 0.4239(2) 0.1365(11) 0.0886(18) Uani 0.42(2) 1 d . . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.352(3) . ?
C1 C2 1.417(3) . ?
C1 C16 1.468(3) . ?
C2 C3 1.376(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.430(3) . ?
C3 C9 1.461(3) . ?
C4 N3 1.315(3) . ?
C4 N1 1.393(3) . ?
C5 N3 1.324(3) . ?
C5 N2 1.392(3) . ?
C5 C6 1.429(3) . ?
C6 C7 1.388(3) . ?
C6 C23 1.466(3) . ?
C7 C8 1.403(4) . ?
C7 H7 0.9300 . ?
C8 N2 1.363(3) . ?
C8 C30 1.469(3) . ?
C9 C14 1.390(4) . ?
C9 C10 1.404(4) . ?
C10 C11 1.387(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(4) 4_545 ?
C11 H11 0.9300 . ?
C12 C11 1.386(4) 4 ?
C12 C13 1.388(4) 4 ?
C12 C15 1.433(3) . ?
C13 C14 1.385(3) . ?
C13 C12 1.388(4) 4_545 ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 N5 1.136(3) . ?
C16 C21 1.396(4) . ?
C16 C17 1.402(3) . ?
C17 C18 1.382(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.370(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.392(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.396(4) . ?
C20 Ag1 2.709(4) 5 ?
C20 H20 0.9300 . ?
C21 O1 1.362(3) . ?
C22 O1 1.442(4) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.396(3) . ?
C23 C28 1.400(4) . ?
C24 C25 1.384(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.381(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.390(4) . ?
C26 C29 1.433(3) . ?
C27 C28 1.384(4) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 N4 1.144(3) . ?
C30 C35 1.387(5) . ?
C30 C31 1.396(5) . ?
C31 C32 1.398(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.358(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.370(7) . ?
C33 H33 0.9300 . ?
C34 C35 1.391(5) . ?
C34 H34 0.9300 . ?
C35 O2 1.373(5) . ?
C36 O2 1.462(6) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
B1 F2 1.365(3) . ?
B1 F1 1.384(3) . ?
B1 N2 1.565(4) . ?
B1 N1 1.570(3) . ?
B2 F4 1.361(5) . ?
B2 F3 1.362(5) . ?
B2 F6 1.382(6) . ?
B2 F5 1.383(5) . ?
N4 Ag1B 2.154(4) . ?
N4 Ag1 2.206(3) . ?
N5 Ag1B 2.118(4) . ?
N5 Ag1 2.175(3) . ?
F3 Ag1 2.565(3) . ?
Ag1 C20 2.709(4) 5 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 109.7(2) . . ?
N1 C1 C16 124.2(2) . . ?
C2 C1 C16 126.0(2) . . ?
C3 C2 C1 108.0(2) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
C2 C3 C4 106.02(19) . . ?
C2 C3 C9 128.2(2) . . ?
C4 C3 C9 125.7(2) . . ?
N3 C4 N1 124.4(2) . . ?
N3 C4 C3 126.21(19) . . ?
N1 C4 C3 109.0(2) . . ?
N3 C5 N2 123.7(2) . . ?
N3 C5 C6 127.1(2) . . ?
N2 C5 C6 109.25(19) . . ?
C7 C6 C5 105.4(2) . . ?
C7 C6 C23 127.3(2) . . ?
C5 C6 C23 127.3(2) . . ?
C6 C7 C8 108.6(2) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
N2 C8 C7 109.4(2) . . ?
N2 C8 C30 124.6(2) . . ?
C7 C8 C30 126.0(2) . . ?
C14 C9 C10 119.0(2) . . ?
C14 C9 C3 122.1(2) . . ?
C10 C9 C3 119.0(2) . . ?
C11 C10 C9 120.4(3) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C12 C11 C10 119.3(3) 4_545 . ?
C12 C11 H11 120.3 4_545 . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 121.1(2) 4 4 ?
C11 C12 C15 119.5(3) 4 . ?
C13 C12 C15 119.4(3) 4 . ?
C14 C13 C12 119.2(3) . 4_545 ?
C14 C13 H13 120.4 . . ?
C12 C13 H13 120.4 4_545 . ?
C13 C14 C9 120.9(3) . . ?
C13 C14 H14 119.5 . . ?
C9 C14 H14 119.5 . . ?
N5 C15 C12 179.5(3) . . ?
C21 C16 C17 118.3(2) . . ?
C21 C16 C1 120.8(2) . . ?
C17 C16 C1 120.9(2) . . ?
C18 C17 C16 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C18 C19 C20 120.8(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
C19 C20 C21 119.4(3) . . ?
C19 C20 Ag1 81.03(18) . 5 ?
C21 C20 Ag1 98.46(18) . 5 ?
C19 C20 H20 120.3 . . ?
C21 C20 H20 120.3 . . ?
Ag1 C20 H20 90.5 5 . ?
O1 C21 C20 123.2(3) . . ?
O1 C21 C16 116.3(2) . . ?
C20 C21 C16 120.5(3) . . ?
O1 C22 H22A 109.5 . . ?
O1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 118.9(2) . . ?
C24 C23 C6 121.9(2) . . ?
C28 C23 C6 119.1(2) . . ?
C25 C24 C23 120.7(2) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C26 C25 C24 119.7(2) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C27 120.5(2) . . ?
C25 C26 C29 119.9(2) . . ?
C27 C26 C29 119.5(3) . . ?
C28 C27 C26 119.8(3) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C27 C28 C23 120.3(2) . . ?
C27 C28 H28 119.9 . . ?
C23 C28 H28 119.9 . . ?
N4 C29 C26 179.4(4) . . ?
C35 C30 C31 119.3(3) . . ?
C35 C30 C8 123.5(3) . . ?
C31 C30 C8 117.2(3) . . ?
C30 C31 C32 119.1(4) . . ?
C30 C31 H31 120.4 . . ?
C32 C31 H31 120.4 . . ?
C33 C32 C31 120.2(4) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 121.5(3) . . ?
C32 C33 H33 119.3 . . ?
C34 C33 H33 119.3 . . ?
C33 C34 C35 119.1(4) . . ?
C33 C34 H34 120.4 . . ?
C35 C34 H34 120.4 . . ?
O2 C35 C30 118.4(3) . . ?
O2 C35 C34 120.8(4) . . ?
C30 C35 C34 120.5(4) . . ?
O2 C36 H36A 109.5 . . ?
O2 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O2 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
F2 B1 F1 111.2(2) . . ?
F2 B1 N2 112.5(2) . . ?
F1 B1 N2 107.5(2) . . ?
F2 B1 N1 109.5(2) . . ?
F1 B1 N1 110.4(2) . . ?
N2 B1 N1 105.46(18) . . ?
F4 B2 F3 110.3(3) . . ?
F4 B2 F6 109.3(4) . . ?
F3 B2 F6 105.3(4) . . ?
F4 B2 F5 112.4(3) . . ?
F3 B2 F5 110.1(4) . . ?
F6 B2 F5 109.2(4) . . ?
C1 N1 C4 107.14(18) . . ?
C1 N1 B1 131.19(19) . . ?
C4 N1 B1 121.6(2) . . ?
C8 N2 C5 107.2(2) . . ?
C8 N2 B1 129.11(19) . . ?
C5 N2 B1 121.63(19) . . ?
C4 N3 C5 120.29(19) . . ?
C29 N4 Ag1B 166.4(5) . . ?
C29 N4 Ag1 156.9(3) . . ?
C15 N5 Ag1B 168.8(6) . . ?
C15 N5 Ag1 178.4(3) . . ?
C21 O1 C22 118.4(2) . . ?
C35 O2 C36 117.2(3) . . ?
B2 F3 Ag1 122.9(3) . . ?
N5 Ag1 N4 132.75(14) . . ?
N5 Ag1 F3 98.31(13) . . ?
N4 Ag1 F3 121.76(14) . . ?
N5 Ag1 C20 122.95(14) . 5 ?
N4 Ag1 C20 94.01(11) . 5 ?
F3 Ag1 C20 73.18(10) . 5 ?
N5 Ag1B N4 140.0(2) . . ?

_refine_diff_density_max         1.760
_refine_diff_density_min         -1.225
_refine_diff_density_rms         0.074


####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 1522702'
_audit_update_record             
;
2016-12-14 deposited with the CCDC.
2017-01-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H24 B F2 N5 O2'
_chemical_formula_weight         607.41

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   16.9698(8)
_cell_length_b                   12.9677(7)
_cell_length_c                   13.8541(8)
_cell_angle_alpha                90
_cell_angle_beta                 108.953(2)
_cell_angle_gamma                90
_cell_volume                     2883.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5785
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      28.48

_exptl_crystal_description       block
_exptl_crystal_colour            purple-blue
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.097
_shelx_estimated_absorpt_T_min   0.987
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9875
_exptl_absorpt_correction_T_max  0.9903
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33370
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.269
_diffrn_reflns_theta_max         30.114
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8394
_reflns_number_gt                4706
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_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)+(0.0451P)²+2.2086P] 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         8394
_refine_ls_number_parameters     417
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1289
_refine_ls_R_factor_gt           0.0642
_refine_ls_wR_factor_ref         0.1576
_refine_ls_wR_factor_gt          0.1339
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.13776(13) -0.22393(17) 0.95552(15) 0.0297(5) Uani 1 1 d . . . . .
C2 C 0.05281(13) -0.24007(17) 0.93567(16) 0.0303(5) Uani 1 1 d . . . . .
H2 H 0.0280 -0.3027 0.9416 0.036 Uiso 1 1 calc R U . . .
C3 C 0.01126(13) -0.14747(17) 0.90567(15) 0.0274(4) Uani 1 1 d . . . . .
C4 C 0.07424(12) -0.07419(17) 0.90703(15) 0.0269(4) Uani 1 1 d . . . . .
C5 C 0.12904(12) 0.08258(17) 0.88942(15) 0.0264(4) Uani 1 1 d . . . . .
C6 C 0.13199(13) 0.19384(17) 0.88485(15) 0.0287(5) Uani 1 1 d . . . . .
C7 C 0.21347(13) 0.21844(18) 0.90266(17) 0.0341(5) Uani 1 1 d . . . . .
H7 H 0.2350 0.2849 0.9070 0.041 Uiso 1 1 calc R U . . .
C8 C 0.25998(13) 0.12606(18) 0.91343(16) 0.0330(5) Uani 1 1 d . . . . .
C9 C -0.07889(13) -0.12963(17) 0.87640(15) 0.0280(5) Uani 1 1 d . . . . .
C10 C -0.13295(13) -0.21382(18) 0.85680(17) 0.0334(5) Uani 1 1 d . . . . .
H10 H -0.1110 -0.2801 0.8628 0.040 Uiso 1 1 calc R U . . .
C11 C -0.21795(14) -0.2012(2) 0.82881(18) 0.0377(5) Uani 1 1 d . . . . .
H11 H -0.2530 -0.2583 0.8163 0.045 Uiso 1 1 calc R U . . .
C12 C -0.25086(13) -0.1022(2) 0.81944(17) 0.0357(5) Uani 1 1 d . . . . .
C13 C -0.19807(14) -0.01722(19) 0.84092(17) 0.0360(5) Uani 1 1 d . . . . .
H13 H -0.2201 0.0490 0.8364 0.043 Uiso 1 1 calc R U . . .
C14 C -0.11323(13) -0.03107(18) 0.86887(16) 0.0316(5) Uani 1 1 d . . . . .
H14 H -0.0783 0.0261 0.8830 0.038 Uiso 1 1 calc R U . . .
C15 C -0.34016(16) -0.0870(2) 0.7836(2) 0.0481(6) Uani 1 1 d . . . . .
C16 C 0.20466(13) -0.30205(18) 0.98272(17) 0.0336(5) Uani 1 1 d . . . . .
C17 C 0.20316(16) -0.3789(2) 0.91261(19) 0.0436(6) Uani 1 1 d . . . . .
H17 H 0.1584 -0.3823 0.8522 0.052 Uiso 1 1 calc R U . . .
C18 C 0.26653(19) -0.4505(2) 0.9303(2) 0.0565(8) Uani 1 1 d . . . . .
H18 H 0.2643 -0.5023 0.8831 0.068 Uiso 1 1 calc R U . . .
C19 C 0.33303(19) -0.4437(2) 1.0191(2) 0.0639(9) Uani 1 1 d . . . . .
H19 H 0.3774 -0.4893 1.0301 0.077 Uiso 1 1 calc R U . . .
C20 C 0.33496(16) -0.3709(2) 1.0917(2) 0.0534(7) Uani 1 1 d . . . . .
H20 H 0.3799 -0.3686 1.1519 0.064 Uiso 1 1 calc R U . . .
C21 C 0.27024(14) -0.30067(19) 1.07576(18) 0.0372(5) Uani 1 1 d . . . . .
C22 C 0.33509(16) -0.2190(2) 1.2357(2) 0.0539(7) Uani 1 1 d . . . . .
H22A H 0.3472 -0.2832 1.2721 0.081 Uiso 1 1 calc R U . . .
H22B H 0.3236 -0.1671 1.2787 0.081 Uiso 1 1 calc R U . . .
H22C H 0.3822 -0.1984 1.2163 0.081 Uiso 1 1 calc R U . . .
C23 C 0.06270(13) 0.26587(17) 0.86976(15) 0.0283(5) Uani 1 1 d . . . . .
C24 C -0.02016(13) 0.23703(17) 0.82406(15) 0.0299(5) Uani 1 1 d . . . . .
H24 H -0.0325 0.1701 0.7999 0.036 Uiso 1 1 calc R U . . .
C25 C -0.08417(13) 0.30599(17) 0.81408(16) 0.0316(5) Uani 1 1 d . . . . .
H25 H -0.1392 0.2853 0.7842 0.038 Uiso 1 1 calc R U . . .
C26 C -0.06607(14) 0.40640(17) 0.84874(16) 0.0320(5) Uani 1 1 d . . . . .
C27 C 0.01653(14) 0.43697(18) 0.89267(18) 0.0381(5) Uani 1 1 d . . . . .
H27 H 0.0289 0.5046 0.9149 0.046 Uiso 1 1 calc R U . . .
C28 C 0.07961(14) 0.36756(18) 0.90318(18) 0.0365(5) Uani 1 1 d . . . . .
H28 H 0.1346 0.3885 0.9331 0.044 Uiso 1 1 calc R U . . .
C29 C -0.13163(15) 0.47881(19) 0.84470(17) 0.0371(5) Uani 1 1 d . . . . .
C30 C 0.34770(14) 0.1193(2) 0.9210(2) 0.0436(6) Uani 1 1 d . . . . .
C31 C 0.40539(16) 0.1864(3) 0.9860(2) 0.0581(8) Uani 1 1 d . . . . .
C32 C 0.48792(19) 0.1839(3) 0.9886(3) 0.0821(12) Uani 1 1 d . . . . .
H32 H 0.5270 0.2277 1.0321 0.098 Uiso 1 1 calc R U . . .
C33 C 0.5114(2) 0.1164(4) 0.9265(4) 0.0912(15) Uani 1 1 d . . . . .
H33 H 0.5666 0.1153 0.9281 0.109 Uiso 1 1 calc R U . . .
C34 C 0.4552(2) 0.0505(3) 0.8621(3) 0.0769(11) Uani 1 1 d . . . . .
H34 H 0.4723 0.0053 0.8207 0.092 Uiso 1 1 calc R U . . .
C35 C 0.37338(16) 0.0517(2) 0.8593(2) 0.0534(7) Uani 1 1 d . . . . .
H35 H 0.3351 0.0071 0.8159 0.064 Uiso 1 1 calc R U . . .
C36 C 0.4341(2) 0.3048(3) 1.1270(3) 0.0993(15) Uani 1 1 d . . . . .
H36A H 0.4706 0.2564 1.1725 0.149 Uiso 1 1 calc R U . . .
H36B H 0.4046 0.3436 1.1633 0.149 Uiso 1 1 calc R U . . .
H36C H 0.4662 0.3508 1.1003 0.149 Uiso 1 1 calc R U . . .
B1 B 0.23177(16) -0.0725(2) 0.9312(2) 0.0352(6) Uani 1 1 d . . . . .
N1 N 0.15103(10) -0.12303(14) 0.93815(13) 0.0283(4) Uani 1 1 d . . . . .
N2 N 0.20935(10) 0.04419(14) 0.90717(13) 0.0300(4) Uani 1 1 d . . . . .
N3 N 0.06430(10) 0.02609(14) 0.88502(12) 0.0265(4) Uani 1 1 d . . . . .
N4 N -0.41014(14) -0.0742(2) 0.7517(2) 0.0717(8) Uani 1 1 d . . . . .
N5 N -0.18171(14) 0.53787(17) 0.84442(17) 0.0493(6) Uani 1 1 d . . . . .
O1 O 0.26396(10) -0.23152(14) 1.14610(12) 0.0429(4) Uani 1 1 d . . . . .
O2 O 0.37575(12) 0.25034(18) 1.04478(17) 0.0706(6) Uani 1 1 d . . . . .
F1 F 0.29625(7) -0.07876(11) 1.02173(11) 0.0457(4) Uani 1 1 d . . . . .
F2 F 0.25273(9) -0.12015(11) 0.85396(11) 0.0476(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.362(3) . ?
C1 C2 1.393(3) . ?
C1 C16 1.476(3) . ?
C2 C3 1.386(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.426(3) . ?
C3 C9 1.468(3) . ?
C4 N3 1.334(3) . ?
C4 N1 1.386(3) . ?
C5 N3 1.305(3) . ?
C5 N2 1.396(3) . ?
C5 C6 1.446(3) . ?
C6 C7 1.361(3) . ?
C6 C23 1.462(3) . ?
C7 C8 1.416(3) . ?
C7 H7 0.9300 . ?
C8 N2 1.351(3) . ?
C8 C30 1.461(3) . ?
C9 C14 1.394(3) . ?
C9 C10 1.395(3) . ?
C10 C11 1.376(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.390(3) . ?
C12 C15 1.447(3) . ?
C13 C14 1.376(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 N4 1.137(3) . ?
C16 C17 1.386(3) . ?
C16 C21 1.403(3) . ?
C17 C18 1.381(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.376(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.371(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.389(3) . ?
C20 H20 0.9300 . ?
C21 O1 1.354(3) . ?
C22 O1 1.432(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.393(3) . ?
C23 C28 1.396(3) . ?
C24 C25 1.379(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.387(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.392(3) . ?
C26 C29 1.443(3) . ?
C27 C28 1.370(3) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 N5 1.143(3) . ?
C30 C35 1.389(4) . ?
C30 C31 1.397(4) . ?
C31 O2 1.368(4) . ?
C31 C32 1.389(4) . ?
C32 C33 1.375(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.372(6) . ?
C33 H33 0.9300 . ?
C34 C35 1.377(4) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 O2 1.429(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
B1 F1 1.373(3) . ?
B1 F2 1.379(3) . ?
B1 N1 1.550(3) . ?
B1 N2 1.569(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 109.22(18) . . ?
N1 C1 C16 123.15(19) . . ?
C2 C1 C16 127.5(2) . . ?
C3 C2 C1 108.79(19) . . ?
C3 C2 H2 125.6 . . ?
C1 C2 H2 125.6 . . ?
C2 C3 C4 105.50(18) . . ?
C2 C3 C9 127.0(2) . . ?
C4 C3 C9 127.45(19) . . ?
N3 C4 N1 123.57(19) . . ?
N3 C4 C3 127.46(19) . . ?
N1 C4 C3 108.95(18) . . ?
N3 C5 N2 124.5(2) . . ?
N3 C5 C6 126.77(19) . . ?
N2 C5 C6 108.54(18) . . ?
C7 C6 C5 105.86(19) . . ?
C7 C6 C23 126.8(2) . . ?
C5 C6 C23 127.30(19) . . ?
C6 C7 C8 108.6(2) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 H7 125.7 . . ?
N2 C8 C7 109.70(18) . . ?
N2 C8 C30 124.7(2) . . ?
C7 C8 C30 125.3(2) . . ?
C14 C9 C10 118.06(19) . . ?
C14 C9 C3 122.5(2) . . ?
C10 C9 C3 119.4(2) . . ?
C11 C10 C9 121.6(2) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 119.3(2) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C11 C12 C13 120.1(2) . . ?
C11 C12 C15 120.1(2) . . ?
C13 C12 C15 119.7(2) . . ?
C14 C13 C12 120.0(2) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C9 121.0(2) . . ?
C13 C14 H14 119.5 . . ?
C9 C14 H14 119.5 . . ?
N4 C15 C12 177.2(3) . . ?
C17 C16 C21 118.8(2) . . ?
C17 C16 C1 118.5(2) . . ?
C21 C16 C1 122.7(2) . . ?
C18 C17 C16 121.5(2) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C19 C18 C17 118.7(3) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C20 C19 C18 121.1(3) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C21 120.4(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
O1 C21 C20 124.3(2) . . ?
O1 C21 C16 116.4(2) . . ?
C20 C21 C16 119.2(2) . . ?
O1 C22 H22A 109.5 . . ?
O1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C28 118.2(2) . . ?
C24 C23 C6 122.7(2) . . ?
C28 C23 C6 119.12(19) . . ?
C25 C24 C23 121.2(2) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C26 119.7(2) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C27 119.8(2) . . ?
C25 C26 C29 121.1(2) . . ?
C27 C26 C29 119.1(2) . . ?
C28 C27 C26 120.0(2) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C23 121.1(2) . . ?
C27 C28 H28 119.5 . . ?
C23 C28 H28 119.5 . . ?
N5 C29 C26 177.6(3) . . ?
C35 C30 C31 119.6(3) . . ?
C35 C30 C8 120.6(2) . . ?
C31 C30 C8 119.6(3) . . ?
O2 C31 C32 124.1(3) . . ?
O2 C31 C30 116.4(2) . . ?
C32 C31 C30 119.5(4) . . ?
C33 C32 C31 119.5(4) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C34 C33 C32 121.5(3) . . ?
C34 C33 H33 119.2 . . ?
C32 C33 H33 119.2 . . ?
C33 C34 C35 119.5(4) . . ?
C33 C34 H34 120.3 . . ?
C35 C34 H34 120.3 . . ?
C34 C35 C30 120.3(3) . . ?
C34 C35 H35 119.8 . . ?
C30 C35 H35 119.8 . . ?
O2 C36 H36A 109.5 . . ?
O2 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
O2 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
F1 B1 F2 110.6(2) . . ?
F1 B1 N1 112.1(2) . . ?
F2 B1 N1 108.3(2) . . ?
F1 B1 N2 108.5(2) . . ?
F2 B1 N2 111.9(2) . . ?
N1 B1 N2 105.23(17) . . ?
C1 N1 C4 107.54(17) . . ?
C1 N1 B1 128.12(18) . . ?
C4 N1 B1 123.26(18) . . ?
C8 N2 C5 107.17(18) . . ?
C8 N2 B1 129.72(18) . . ?
C5 N2 B1 122.46(18) . . ?
C5 N3 C4 119.64(18) . . ?
C21 O1 C22 117.23(19) . . ?
C31 O2 C36 118.7(3) . . ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.050

