# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1994746'
loop_
_audit_author_name
_audit_author_address
'Chris Hawes'
;Keele University
United Kingdom
;
_audit_update_record             
;
2020-04-03 deposited with the CCDC.	2020-05-20 downloaded from the CCDC.
;
_audit_creation_date             2017-08-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H20 N2 O Si'
_chemical_formula_sum            'C18 H20 N2 O Si'
_chemical_formula_weight         308.45
_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'
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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.8838(2)
_cell_length_b                   11.1708(4)
_cell_length_c                   13.3912(5)
_cell_angle_alpha                84.6200(10)
_cell_angle_beta                 80.2820(10)
_cell_angle_gamma                77.1310(10)
_cell_volume                     844.29(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6277
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.595
_cell_measurement_theta_min      2.358
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0351 before and 0.0312 after correction. The Ratio of minimum to maximum transmission is 0.9217. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10456
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.651
_diffrn_reflns_theta_min         1.873
_diffrn_ambient_temperature      99.99
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3397
_reflns_number_total             3925
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3925
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0392
_refine_ls_R_factor_gt           0.0317
_refine_ls_restrained_S_all      1.038
_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)+(0.0340P)²+0.3320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0776
_refine_ls_wR_factor_ref         0.0817
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C4(H4), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_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
Si1 Si 0.32335(6) 0.26271(3) -0.06306(2) 0.01792(9) Uani 1 1 d . . . . .
O1 O 0.57709(16) 0.12640(9) 0.57438(6) 0.0259(2) Uani 1 1 d . . . . .
N1 N 0.51480(17) 0.16406(8) 0.31330(7) 0.01610(19) Uani 1 1 d . . . . .
N2 N 0.26245(17) 0.21839(9) 0.49645(7) 0.0194(2) Uani 1 1 d . . . . .
H2 H 0.2134 0.2412 0.4377 0.023 Uiso 1 1 calc R . . . .
C1 C 0.6298(2) 0.13432(10) 0.39347(8) 0.0163(2) Uani 1 1 d . . . . .
C2 C 0.8693(2) 0.08339(10) 0.38598(9) 0.0183(2) Uani 1 1 d . . . . .
H2A H 0.9438 0.0669 0.4449 0.022 Uiso 1 1 calc R . . . .
C3 C 0.9980(2) 0.05694(10) 0.29102(9) 0.0196(2) Uani 1 1 d . . . . .
H3 H 1.1617 0.0207 0.2837 0.024 Uiso 1 1 calc R . . . .
C4 C 0.8825(2) 0.08457(10) 0.20716(9) 0.0192(2) Uani 1 1 d . . . . .
H4 H 0.9652 0.0664 0.1412 0.023 Uiso 1 1 calc R . . . .
C5 C 0.6416(2) 0.13986(10) 0.22111(8) 0.0165(2) Uani 1 1 d . . . . .
C6 C 0.5204(2) 0.17553(10) 0.13433(8) 0.0183(2) Uani 1 1 d . . . . .
C7 C 0.4323(2) 0.20696(11) 0.05836(9) 0.0196(2) Uani 1 1 d . . . . .
C8 C 0.5138(2) 0.16644(12) -0.16373(9) 0.0262(3) Uani 1 1 d . . . . .
H8A H 0.6763 0.1774 -0.1696 0.039 Uiso 1 1 calc GR . . . .
H8B H 0.4561 0.1915 -0.2286 0.039 Uiso 1 1 calc GR . . . .
H8C H 0.5093 0.0798 -0.1461 0.039 Uiso 1 1 calc GR . . . .
C9 C 0.0129(2) 0.24635(14) -0.05321(11) 0.0314(3) Uani 1 1 d . . . . .
H9A H 0.0073 0.1589 -0.0464 0.047 Uiso 1 1 calc GR . . . .
H9B H -0.0509 0.2843 -0.1144 0.047 Uiso 1 1 calc GR . . . .
H9C H -0.0816 0.2872 0.0064 0.047 Uiso 1 1 calc GR . . . .
C10 C 0.3399(2) 0.42742(12) -0.08541(10) 0.0273(3) Uani 1 1 d . . . . .
H10A H 0.2433 0.4738 -0.0290 0.041 Uiso 1 1 calc GR . . . .
H10B H 0.2811 0.4602 -0.1489 0.041 Uiso 1 1 calc GR . . . .
H10C H 0.5041 0.4352 -0.0902 0.041 Uiso 1 1 calc GR . . . .
C11 C 0.4872(2) 0.15922(10) 0.49708(8) 0.0184(2) Uani 1 1 d . . . . .
C12 C 0.0965(2) 0.24631(11) 0.58900(9) 0.0212(2) Uani 1 1 d . . . . .
H12A H 0.1480 0.1858 0.6439 0.025 Uiso 1 1 calc R . . . .
H12B H -0.0601 0.2358 0.5782 0.025 Uiso 1 1 calc R . . . .
C13 C 0.0705(2) 0.37466(10) 0.62376(8) 0.0178(2) Uani 1 1 d . . . . .
C14 C 0.2524(2) 0.43868(11) 0.60177(9) 0.0227(3) Uani 1 1 d . . . . .
H14 H 0.3957 0.4035 0.5608 0.027 Uiso 1 1 calc R . . . .
C15 C 0.2258(2) 0.55389(11) 0.63934(10) 0.0248(3) Uani 1 1 d . . . . .
H15 H 0.3508 0.5969 0.6238 0.030 Uiso 1 1 calc R . . . .
C16 C 0.0175(2) 0.60616(11) 0.69940(9) 0.0249(3) Uani 1 1 d . . . . .
H16 H 0.0000 0.6845 0.7254 0.030 Uiso 1 1 calc R . . . .
C17 C -0.1647(2) 0.54325(12) 0.72113(10) 0.0256(3) Uani 1 1 d . . . . .
H17 H -0.3079 0.5787 0.7620 0.031 Uiso 1 1 calc R . . . .
C18 C -0.1388(2) 0.42843(11) 0.68327(9) 0.0217(2) Uani 1 1 d . . . . .
H18 H -0.2651 0.3862 0.6981 0.026 Uiso 1 1 calc R . . . .


_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
Si1 C7 1.8511(12) . ?
Si1 C8 1.8586(13) . ?
Si1 C9 1.8577(13) . ?
Si1 C10 1.8577(13) . ?
O1 C11 1.2299(14) . ?
N1 C1 1.3414(14) . ?
N1 C5 1.3475(14) . ?
N2 H2 0.8800 . ?
N2 C11 1.3415(15) . ?
N2 C12 1.4543(15) . ?
C1 C2 1.3873(16) . ?
C1 C11 1.5106(15) . ?
C2 H2A 0.9500 . ?
C2 C3 1.3870(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.3848(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.4027(16) . ?
C5 C6 1.4437(16) . ?
C6 C7 1.2071(16) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5163(16) . ?
C13 C14 1.3923(16) . ?
C13 C18 1.3934(16) . ?
C14 H14 0.9500 . ?
C14 C15 1.3925(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.3879(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.3856(19) . ?
C17 H17 0.9500 . ?
C17 C18 1.3907(17) . ?
C18 H18 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
C7 Si1 C8 107.53(6) . . ?
C7 Si1 C9 109.33(6) . . ?
C7 Si1 C10 107.40(6) . . ?
C9 Si1 C8 110.09(6) . . ?
C10 Si1 C8 112.32(6) . . ?
C10 Si1 C9 110.06(6) . . ?
C1 N1 C5 117.01(10) . . ?
C11 N2 H2 118.7 . . ?
C11 N2 C12 122.65(10) . . ?
C12 N2 H2 118.7 . . ?
N1 C1 C2 123.78(10) . . ?
N1 C1 C11 117.14(10) . . ?
C2 C1 C11 119.07(10) . . ?
C1 C2 H2A 120.6 . . ?
C3 C2 C1 118.88(10) . . ?
C3 C2 H2A 120.6 . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.47(11) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 118.97(11) . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 122.83(10) . . ?
N1 C5 C6 117.20(10) . . ?
C4 C5 C6 119.95(10) . . ?
C7 C6 C5 175.82(12) . . ?
C6 C7 Si1 174.09(11) . . ?
Si1 C8 H8A 109.5 . . ?
Si1 C8 H8B 109.5 . . ?
Si1 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
Si1 C9 H9A 109.5 . . ?
Si1 C9 H9B 109.5 . . ?
Si1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Si1 C10 H10A 109.5 . . ?
Si1 C10 H10B 109.5 . . ?
Si1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C11 N2 124.39(11) . . ?
O1 C11 C1 120.69(11) . . ?
N2 C11 C1 114.91(10) . . ?
N2 C12 H12A 108.6 . . ?
N2 C12 H12B 108.6 . . ?
N2 C12 C13 114.73(10) . . ?
H12A C12 H12B 107.6 . . ?
C13 C12 H12A 108.6 . . ?
C13 C12 H12B 108.6 . . ?
C14 C13 C12 122.21(10) . . ?
C14 C13 C18 118.78(11) . . ?
C18 C13 C12 118.95(10) . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.48(11) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.32(11) . . ?
C16 C15 H15 119.8 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.51(11) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.23(12) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.7 . . ?
C17 C18 C13 120.67(11) . . ?
C17 C18 H18 119.7 . . ?

_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_AgL1CF3SO3
_database_code_depnum_ccdc_archive 'CCDC 1994748'
loop_
_audit_author_name
_audit_author_address
'Chris Hawes'
;Keele University
United Kingdom
;
_audit_update_record             
;
2020-04-03 deposited with the CCDC.	2020-05-20 downloaded from the CCDC.
;
_audit_creation_date             2019-12-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.25(C84 H72 Ag4 N24 O4), C F3 O3 S'
_chemical_formula_sum            'C22 H18 Ag F3 N6 O4 S'
_chemical_formula_weight         627.35
_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'
Ag Ag -0.8971 1.1015 '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'
S S 0.1246 0.1234 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.0839(18)
_cell_length_b                   9.8330(11)
_cell_length_c                   27.626(3)
_cell_angle_alpha                90
_cell_angle_beta                 92.821(2)
_cell_angle_gamma                90
_cell_volume                     4635.1(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6846
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.38
_cell_measurement_theta_min      2.390
_shelx_estimated_absorpt_T_max   0.941
_shelx_estimated_absorpt_T_min   0.684
_exptl_absorpt_coefficient_mu    1.028
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6457
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0613 before and 0.0519 after correction. The Ratio of minimum to maximum transmission is 0.8664. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.798
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             2512
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0647
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            39534
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.093
_diffrn_reflns_theta_min         1.372
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6339
_reflns_number_total             9198
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.010
_refine_diff_density_min         -0.883
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     673
_refine_ls_number_reflns         9198
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0545
_refine_ls_restrained_S_all      1.009
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0470P)²+23.6360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1191
_refine_ls_wR_factor_ref         0.1355
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 N6-H6 = N12-H12
 0.88 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C15(H15A,H15B), C27(H27A,H27B), C36(H36A,H36B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C5(H5), C7(H7), C10(H10), C11(H11), C12(H12A),
 C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24),
  C26(H26), C28(H28), C31(H31), C32(H32), C33(H33), C38(H38), C39(H39),
 C40(H40), C41(H41), C42(H42)
;
_atom_sites_solution_hydrogens   mixed
_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
Ag1 Ag 0.99455(3) 0.62873(5) 0.54508(2) 0.03380(14) Uani 1 1 d . . . . .
Ag2 Ag 0.48637(3) 0.85831(5) 0.47944(2) 0.02980(13) Uani 1 1 d . . . . .
O1 O 0.3583(2) 1.0115(4) 0.45238(14) 0.0327(10) Uani 1 1 d . . . . .
O2 O -0.1049(2) 0.4347(5) 0.56732(16) 0.0373(10) Uani 1 1 d . . . . .
N1 N 0.9273(3) 0.6524(5) 0.47591(18) 0.0314(12) Uani 1 1 d . . . . .
N2 N 0.6704(3) 0.6095(5) 0.41509(18) 0.0295(11) Uani 1 1 d . . . . .
N3 N 0.6473(3) 0.6750(5) 0.45547(17) 0.0292(11) Uani 1 1 d . . . . .
N4 N 0.5874(3) 0.7485(5) 0.44086(16) 0.0261(11) Uani 1 1 d . . . . .
N5 N 0.4627(3) 0.8820(5) 0.39481(17) 0.0253(10) Uani 1 1 d . . . . .
N6 N 0.3219(3) 1.1463(5) 0.38892(18) 0.0292(11) Uani 1 1 d D . . . .
H6 H 0.325(4) 1.158(6) 0.3574(8) 0.035 Uiso 1 1 d DR . . . .
N7 N 0.4420(3) 0.8551(5) 0.55281(16) 0.0256(10) Uani 1 1 d . . . . .
N8 N 0.1965(3) 0.8637(5) 0.61053(16) 0.0257(10) Uani 1 1 d . . . . .
N9 N 0.1585(3) 0.8239(5) 0.56869(17) 0.0298(11) Uani 1 1 d . . . . .
N10 N 0.1093(3) 0.7279(5) 0.58056(17) 0.0287(11) Uani 1 1 d . . . . .
N11 N 0.0073(3) 0.5545(5) 0.62570(17) 0.0258(11) Uani 1 1 d . . . . .
N12 N -0.1541(3) 0.3188(5) 0.62865(19) 0.0342(12) Uani 1 1 d D . . . .
H12 H -0.150(4) 0.313(7) 0.6606(8) 0.041 Uiso 1 1 d DR . . . .
C1 C 0.9520(4) 0.7335(6) 0.4414(2) 0.0344(14) Uani 1 1 d . . . . .
H1 H 1.000194 0.780577 0.446896 0.041 Uiso 1 1 calc R . . . .
C2 C 0.9100(4) 0.7521(7) 0.3975(2) 0.0375(15) Uani 1 1 d . . . . .
H2 H 0.929037 0.811022 0.373482 0.045 Uiso 1 1 calc R . . . .
C3 C 0.8391(4) 0.6824(6) 0.3894(2) 0.0348(15) Uani 1 1 d . . . . .
H3 H 0.809059 0.692630 0.359779 0.042 Uiso 1 1 calc R . . . .
C4 C 0.8139(3) 0.5986(6) 0.4254(2) 0.0274(13) Uani 1 1 d . . . . .
C5 C 0.8590(3) 0.5870(6) 0.4682(2) 0.0280(13) Uani 1 1 d . . . . .
H5 H 0.840734 0.530502 0.493173 0.034 Uiso 1 1 calc R . . . .
C6 C 0.7385(3) 0.5183(6) 0.4191(2) 0.0330(14) Uani 1 1 d . . . . .
H6A H 0.739874 0.461539 0.389600 0.040 Uiso 1 1 calc R . . . .
H6B H 0.733480 0.457061 0.447249 0.040 Uiso 1 1 calc R . . . .
C7 C 0.6252(3) 0.6424(6) 0.3759(2) 0.0314(13) Uani 1 1 d . . . . .
H7 H 0.629553 0.610008 0.343780 0.038 Uiso 1 1 calc R . . . .
C8 C 0.5715(3) 0.7326(6) 0.3920(2) 0.0250(12) Uani 1 1 d . . . . .
C9 C 0.5046(3) 0.8012(6) 0.3671(2) 0.0252(12) Uani 1 1 d . . . . .
C10 C 0.4857(3) 0.7811(6) 0.3182(2) 0.0301(13) Uani 1 1 d . . . . .
H10 H 0.517202 0.724373 0.299210 0.036 Uiso 1 1 calc R . . . .
C11 C 0.4201(4) 0.8455(6) 0.2976(2) 0.0329(14) Uani 1 1 d . . . . .
H11 H 0.404588 0.831595 0.264501 0.039 Uiso 1 1 calc R . . . .
C12 C 0.3780(3) 0.9300(6) 0.3263(2) 0.0310(14) Uani 1 1 d . . . . .
H12A H 0.333308 0.976278 0.312726 0.037 Uiso 1 1 calc R . . . .
C13 C 0.4003(3) 0.9479(6) 0.3746(2) 0.0247(12) Uani 1 1 d . . . . .
C14 C 0.3578(3) 1.0370(6) 0.4090(2) 0.0278(13) Uani 1 1 d . . . . .
C15 C 0.2728(4) 1.2346(6) 0.4176(2) 0.0323(14) Uani 1 1 d . . . . .
H15A H 0.268468 1.325307 0.402145 0.039 Uiso 1 1 calc R . . . .
H15B H 0.297806 1.246451 0.450438 0.039 Uiso 1 1 calc R . . . .
C16 C 0.1924(3) 1.1755(6) 0.4217(2) 0.0284(13) Uani 1 1 d . . . . .
C17 C 0.1381(4) 1.1881(6) 0.3833(2) 0.0358(15) Uani 1 1 d . . . . .
H17 H 0.150760 1.238326 0.355376 0.043 Uiso 1 1 calc R . . . .
C18 C 0.0647(4) 1.1271(7) 0.3855(3) 0.0443(17) Uani 1 1 d . . . . .
H18 H 0.027130 1.135049 0.359167 0.053 Uiso 1 1 calc R . . . .
C19 C 0.0475(4) 1.0550(6) 0.4266(3) 0.0475(19) Uani 1 1 d . . . . .
H19 H -0.002814 1.014646 0.428412 0.057 Uiso 1 1 calc R . . . .
C20 C 0.1007(4) 1.0402(7) 0.4645(3) 0.0462(18) Uani 1 1 d . . . . .
H20 H 0.088316 0.988550 0.492193 0.055 Uiso 1 1 calc R . . . .
C21 C 0.1731(4) 1.1015(6) 0.4621(2) 0.0402(16) Uani 1 1 d . . . . .
H21 H 0.210331 1.092896 0.488617 0.048 Uiso 1 1 calc R . . . .
C22 C 0.4808(3) 0.7953(6) 0.5909(2) 0.0268(13) Uani 1 1 d . . . . .
H22 H 0.530457 0.755224 0.586236 0.032 Uiso 1 1 calc R . . . .
C23 C 0.4510(3) 0.7900(6) 0.6365(2) 0.0309(14) Uani 1 1 d . . . . .
H23 H 0.480041 0.747879 0.662600 0.037 Uiso 1 1 calc R . . . .
C24 C 0.3786(3) 0.8467(6) 0.6437(2) 0.0301(13) Uani 1 1 d . . . . .
H24 H 0.357169 0.843976 0.674742 0.036 Uiso 1 1 calc R . . . .
C25 C 0.3373(3) 0.9082(5) 0.6046(2) 0.0229(12) Uani 1 1 d . . . . .
C26 C 0.3716(3) 0.9105(5) 0.5605(2) 0.0226(12) Uani 1 1 d . . . . .
H26 H 0.343985 0.953673 0.534042 0.027 Uiso 1 1 calc R . . . .
C27 C 0.2563(3) 0.9699(6) 0.6090(2) 0.0271(13) Uani 1 1 d . . . . .
H27A H 0.255679 1.025505 0.638829 0.033 Uiso 1 1 calc R . . . .
H27B H 0.244238 1.030446 0.580938 0.033 Uiso 1 1 calc R . . . .
C28 C 0.1726(3) 0.7929(6) 0.6480(2) 0.0263(12) Uani 1 1 d . . . . .
H28 H 0.190893 0.801037 0.680921 0.032 Uiso 1 1 calc R . . . .
C29 C 0.1161(3) 0.7056(6) 0.6295(2) 0.0237(12) Uani 1 1 d . . . . .
C30 C 0.0663(3) 0.6087(6) 0.6533(2) 0.0268(13) Uani 1 1 d . . . . .
C31 C 0.0796(3) 0.5743(6) 0.7022(2) 0.0280(13) Uani 1 1 d . . . . .
H31 H 0.122251 0.611875 0.721007 0.034 Uiso 1 1 calc R . . . .
C32 C 0.0283(4) 0.4835(6) 0.7220(2) 0.0343(14) Uani 1 1 d . . . . .
H32 H 0.035707 0.458462 0.755139 0.041 Uiso 1 1 calc R . . . .
C33 C -0.0333(4) 0.4288(6) 0.6944(2) 0.0348(14) Uani 1 1 d . . . . .
H33 H -0.068785 0.367064 0.708180 0.042 Uiso 1 1 calc R . . . .
C34 C -0.0422(3) 0.4665(6) 0.6459(2) 0.0282(13) Uani 1 1 d . . . . .
C35 C -0.1036(3) 0.4076(6) 0.6106(2) 0.0320(14) Uani 1 1 d . . . . .
C36 C -0.2115(4) 0.2458(6) 0.5973(2) 0.0357(15) Uani 1 1 d . . . . .
H36A H -0.227268 0.161799 0.613953 0.043 Uiso 1 1 calc R . . . .
H36B H -0.186304 0.218601 0.567233 0.043 Uiso 1 1 calc R . . . .
C37 C -0.2842(4) 0.3285(6) 0.5838(2) 0.0312(14) Uani 1 1 d . . . . .
C38 C -0.3133(4) 0.3296(6) 0.5361(2) 0.0343(14) Uani 1 1 d . . . . .
H38 H -0.286444 0.281194 0.512242 0.041 Uiso 1 1 calc R . . . .
C39 C -0.3810(4) 0.4003(6) 0.5228(2) 0.0382(16) Uani 1 1 d . . . . .
H39 H -0.400409 0.401164 0.489994 0.046 Uiso 1 1 calc R . . . .
C40 C -0.4202(4) 0.4698(6) 0.5579(2) 0.0365(15) Uani 1 1 d . . . . .
H40 H -0.466902 0.517919 0.549036 0.044 Uiso 1 1 calc R . . . .
C41 C -0.3923(4) 0.4699(6) 0.6053(2) 0.0370(15) Uani 1 1 d . . . . .
H41 H -0.419093 0.518599 0.629082 0.044 Uiso 1 1 calc R . . . .
C42 C -0.3242(4) 0.3978(6) 0.6182(2) 0.0341(14) Uani 1 1 d . . . . .
H42 H -0.305078 0.396501 0.651054 0.041 Uiso 1 1 calc R . . . .
S1 S 0.20299(9) -0.00285(17) 0.76045(5) 0.0342(4) Uani 1 1 d . . . . .
F1 F 0.1419(4) 0.2246(5) 0.73083(19) 0.099(2) Uani 1 1 d . . . . .
F2 F 0.0904(3) 0.0456(5) 0.69635(14) 0.0700(14) Uani 1 1 d . . . . .
F3 F 0.0646(3) 0.0959(7) 0.76963(18) 0.092(2) Uani 1 1 d . . . . .
O3 O 0.2580(3) 0.0081(5) 0.72317(16) 0.0498(13) Uani 1 1 d . . . . .
O4 O 0.2247(3) 0.0627(5) 0.80563(15) 0.0432(12) Uani 1 1 d . . . . .
O5 O 0.1688(3) -0.1366(5) 0.76509(16) 0.0524(13) Uani 1 1 d . . . . .
C43 C 0.1223(5) 0.0935(8) 0.7391(3) 0.056(2) Uani 1 1 d . . . . .
S2 S -0.19444(10) 0.18688(17) 0.76355(6) 0.0378(4) Uani 1 1 d . . . . .
F4 F -0.0858(2) 0.0858(4) 0.71135(14) 0.0497(10) Uani 1 1 d . . . . .
F5 F -0.1113(3) -0.0353(4) 0.77309(16) 0.0622(12) Uani 1 1 d . . . . .
F6 F -0.1914(2) -0.0332(4) 0.71069(16) 0.0600(12) Uani 1 1 d . . . . .
O6 O -0.1350(3) 0.2506(5) 0.79415(18) 0.0550(14) Uani 1 1 d . . . . .
O7 O -0.2170(3) 0.2613(5) 0.72048(17) 0.0498(12) Uani 1 1 d . . . . .
O8 O -0.2591(3) 0.1279(5) 0.78847(18) 0.0535(13) Uani 1 1 d . . . . .
C44 C -0.1427(4) 0.0457(7) 0.7397(2) 0.0410(16) 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
Ag1 N1 2.193(5) . ?
Ag1 N10 2.359(5) 1_655 ?
Ag1 N11 2.344(5) 1_655 ?
Ag2 Ag2 3.0365(10) 3_676 ?
Ag2 N4 2.337(5) . ?
Ag2 N5 2.364(5) . ?
Ag2 N7 2.199(5) . ?
O1 C14 1.223(7) . ?
O2 C35 1.225(7) . ?
N1 C1 1.327(8) . ?
N1 C5 1.341(7) . ?
N2 N3 1.363(7) . ?
N2 C6 1.468(7) . ?
N2 C7 1.337(7) . ?
N3 N4 1.301(6) . ?
N4 C8 1.372(7) . ?
N5 C9 1.335(7) . ?
N5 C13 1.345(7) . ?
N6 H6 0.88(2) . ?
N6 C14 1.345(7) . ?
N6 C15 1.466(8) . ?
N7 C22 1.351(7) . ?
N7 C26 1.348(7) . ?
N8 N9 1.355(6) . ?
N8 C27 1.463(7) . ?
N8 C28 1.329(7) . ?
N9 N10 1.317(7) . ?
N10 C29 1.368(7) . ?
N11 C30 1.345(7) . ?
N11 C34 1.350(7) . ?
N12 H12 0.88(2) . ?
N12 C35 1.340(8) . ?
N12 C36 1.464(8) . ?
C1 H1 0.9500 . ?
C1 C2 1.390(9) . ?
C2 H2 0.9500 . ?
C2 C3 1.401(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.376(9) . ?
C4 C5 1.384(8) . ?
C4 C6 1.515(8) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.366(8) . ?
C8 C9 1.469(8) . ?
C9 C10 1.389(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(8) . ?
C11 H11 0.9500 . ?
C11 C12 1.374(9) . ?
C12 H12A 0.9500 . ?
C12 C13 1.382(8) . ?
C13 C14 1.506(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.500(8) . ?
C16 C17 1.380(9) . ?
C16 C21 1.386(9) . ?
C17 H17 0.9500 . ?
C17 C18 1.394(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(10) . ?
C19 H19 0.9500 . ?
C19 C20 1.361(10) . ?
C20 H20 0.9500 . ?
C20 C21 1.380(9) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C22 C23 1.382(8) . ?
C23 H23 0.9500 . ?
C23 C24 1.379(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.398(8) . ?
C25 C26 1.378(7) . ?
C25 C27 1.521(8) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 H28 0.9500 . ?
C28 C29 1.371(8) . ?
C29 C30 1.456(8) . ?
C30 C31 1.398(8) . ?
C31 H31 0.9500 . ?
C31 C32 1.382(8) . ?
C32 H32 0.9500 . ?
C32 C33 1.378(8) . ?
C33 H33 0.9500 . ?
C33 C34 1.392(9) . ?
C34 C35 1.511(8) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.517(9) . ?
C37 C38 1.384(8) . ?
C37 C42 1.377(9) . ?
C38 H38 0.9500 . ?
C38 C39 1.383(9) . ?
C39 H39 0.9500 . ?
C39 C40 1.385(9) . ?
C40 H40 0.9500 . ?
C40 C41 1.370(9) . ?
C41 H41 0.9500 . ?
C41 C42 1.393(9) . ?
C42 H42 0.9500 . ?
S1 O3 1.432(4) . ?
S1 O4 1.437(4) . ?
S1 O5 1.447(5) . ?
S1 C43 1.751(8) . ?
F1 C43 1.353(10) . ?
F2 C43 1.360(8) . ?
F3 C43 1.330(9) . ?
S2 O6 1.433(5) . ?
S2 O7 1.433(5) . ?
S2 O8 1.450(5) . ?
S2 C44 1.788(7) . ?
F4 C44 1.339(7) . ?
F5 C44 1.312(8) . ?
F6 C44 1.369(8) . ?

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 Ag1 N10 134.99(18) . 1_655 ?
N1 Ag1 N11 151.80(17) . 1_655 ?
N11 Ag1 N10 72.40(16) 1_655 1_655 ?
N4 Ag2 Ag2 119.44(12) . 3_676 ?
N4 Ag2 N5 71.85(16) . . ?
N5 Ag2 Ag2 107.17(11) . 3_676 ?
N7 Ag2 Ag2 73.84(12) . 3_676 ?
N7 Ag2 N4 135.20(17) . . ?
N7 Ag2 N5 149.66(16) . . ?
C1 N1 Ag1 121.2(4) . . ?
C1 N1 C5 118.6(5) . . ?
C5 N1 Ag1 120.1(4) . . ?
N3 N2 C6 119.1(5) . . ?
C7 N2 N3 111.6(5) . . ?
C7 N2 C6 129.3(5) . . ?
N4 N3 N2 105.3(4) . . ?
N3 N4 Ag2 134.6(4) . . ?
N3 N4 C8 110.8(5) . . ?
C8 N4 Ag2 112.8(3) . . ?
C9 N5 Ag2 116.0(4) . . ?
C9 N5 C13 119.0(5) . . ?
C13 N5 Ag2 123.5(4) . . ?
C14 N6 H6 118(4) . . ?
C14 N6 C15 120.8(5) . . ?
C15 N6 H6 121(4) . . ?
C22 N7 Ag2 123.1(4) . . ?
C26 N7 Ag2 119.4(4) . . ?
C26 N7 C22 117.4(5) . . ?
N9 N8 C27 119.1(5) . . ?
C28 N8 N9 111.2(5) . . ?
C28 N8 C27 129.7(5) . . ?
N10 N9 N8 106.2(4) . . ?
N9 N10 Ag1 136.1(4) . 1_455 ?
N9 N10 C29 109.6(5) . . ?
C29 N10 Ag1 111.9(4) . 1_455 ?
C30 N11 Ag1 116.6(4) . 1_455 ?
C30 N11 C34 119.1(5) . . ?
C34 N11 Ag1 124.2(4) . 1_455 ?
C35 N12 H12 113(5) . . ?
C35 N12 C36 121.6(5) . . ?
C36 N12 H12 126(5) . . ?
N1 C1 H1 118.8 . . ?
N1 C1 C2 122.5(6) . . ?
C2 C1 H1 118.8 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.7(6) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.5(6) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C5 119.1(6) . . ?
C3 C4 C6 121.6(5) . . ?
C5 C4 C6 119.3(5) . . ?
N1 C5 C4 122.6(6) . . ?
N1 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
N2 C6 C4 110.9(5) . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 H7 127.3 . . ?
N2 C7 C8 105.3(5) . . ?
C8 C7 H7 127.3 . . ?
N4 C8 C9 121.3(5) . . ?
C7 C8 N4 106.9(5) . . ?
C7 C8 C9 131.7(5) . . ?
N5 C9 C8 115.6(5) . . ?
N5 C9 C10 122.5(5) . . ?
C10 C9 C8 121.9(5) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 C9 118.6(6) . . ?
C11 C10 H10 120.7 . . ?
C10 C11 H11 120.8 . . ?
C12 C11 C10 118.4(6) . . ?
C12 C11 H11 120.8 . . ?
C11 C12 H12A 119.8 . . ?
C11 C12 C13 120.4(5) . . ?
C13 C12 H12A 119.8 . . ?
N5 C13 C12 121.0(5) . . ?
N5 C13 C14 114.5(5) . . ?
C12 C13 C14 124.5(5) . . ?
O1 C14 N6 123.3(6) . . ?
O1 C14 C13 121.3(5) . . ?
N6 C14 C13 115.4(5) . . ?
N6 C15 H15A 109.4 . . ?
N6 C15 H15B 109.4 . . ?
N6 C15 C16 111.1(5) . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C17 C16 C15 119.4(6) . . ?
C17 C16 C21 119.2(6) . . ?
C21 C16 C15 121.3(6) . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(6) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.5 . . ?
C19 C18 C17 119.0(7) . . ?
C19 C18 H18 120.5 . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.7(6) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 H20 120.6 . . ?
C19 C20 C21 118.8(7) . . ?
C21 C20 H20 120.6 . . ?
C16 C21 H21 119.4 . . ?
C20 C21 C16 121.2(7) . . ?
C20 C21 H21 119.4 . . ?
N7 C22 H22 118.7 . . ?
N7 C22 C23 122.5(5) . . ?
C23 C22 H22 118.7 . . ?
C22 C23 H23 120.4 . . ?
C24 C23 C22 119.3(5) . . ?
C24 C23 H23 120.4 . . ?
C23 C24 H24 120.5 . . ?
C23 C24 C25 119.1(5) . . ?
C25 C24 H24 120.5 . . ?
C24 C25 C27 122.6(5) . . ?
C26 C25 C24 118.0(5) . . ?
C26 C25 C27 119.4(5) . . ?
N7 C26 C25 123.7(5) . . ?
N7 C26 H26 118.2 . . ?
C25 C26 H26 118.2 . . ?
N8 C27 C25 110.9(4) . . ?
N8 C27 H27A 109.5 . . ?
N8 C27 H27B 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 108.0 . . ?
N8 C28 H28 127.0 . . ?
N8 C28 C29 105.9(5) . . ?
C29 C28 H28 127.0 . . ?
N10 C29 C28 107.0(5) . . ?
N10 C29 C30 121.9(5) . . ?
C28 C29 C30 131.0(5) . . ?
N11 C30 C29 116.2(5) . . ?
N11 C30 C31 122.2(5) . . ?
C31 C30 C29 121.6(5) . . ?
C30 C31 H31 121.2 . . ?
C32 C31 C30 117.6(5) . . ?
C32 C31 H31 121.2 . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 120.9(6) . . ?
C33 C32 H32 119.5 . . ?
C32 C33 H33 120.9 . . ?
C32 C33 C34 118.2(6) . . ?
C34 C33 H33 120.9 . . ?
N11 C34 C33 121.9(5) . . ?
N11 C34 C35 114.1(5) . . ?
C33 C34 C35 123.9(5) . . ?
O2 C35 N12 121.6(6) . . ?
O2 C35 C34 121.6(5) . . ?
N12 C35 C34 116.7(6) . . ?
N12 C36 H36A 108.9 . . ?
N12 C36 H36B 108.9 . . ?
N12 C36 C37 113.5(5) . . ?
H36A C36 H36B 107.7 . . ?
C37 C36 H36A 108.9 . . ?
C37 C36 H36B 108.9 . . ?
C38 C37 C36 119.3(6) . . ?
C42 C37 C36 121.5(6) . . ?
C42 C37 C38 119.1(6) . . ?
C37 C38 H38 119.6 . . ?
C39 C38 C37 120.9(6) . . ?
C39 C38 H38 119.6 . . ?
C38 C39 H39 120.4 . . ?
C38 C39 C40 119.2(6) . . ?
C40 C39 H39 120.4 . . ?
C39 C40 H40 119.6 . . ?
C41 C40 C39 120.8(6) . . ?
C41 C40 H40 119.6 . . ?
C40 C41 H41 120.3 . . ?
C40 C41 C42 119.4(6) . . ?
C42 C41 H41 120.3 . . ?
C37 C42 C41 120.7(6) . . ?
C37 C42 H42 119.7 . . ?
C41 C42 H42 119.7 . . ?
O3 S1 O4 116.2(3) . . ?
O3 S1 O5 114.5(3) . . ?
O3 S1 C43 104.5(4) . . ?
O4 S1 O5 114.7(3) . . ?
O4 S1 C43 102.4(3) . . ?
O5 S1 C43 102.0(4) . . ?
F1 C43 S1 112.1(6) . . ?
F1 C43 F2 106.0(6) . . ?
F2 C43 S1 112.4(5) . . ?
F3 C43 S1 113.0(6) . . ?
F3 C43 F1 106.7(6) . . ?
F3 C43 F2 106.2(7) . . ?
O6 S2 O7 114.9(3) . . ?
O6 S2 O8 115.4(3) . . ?
O6 S2 C44 102.0(3) . . ?
O7 S2 O8 114.7(3) . . ?
O7 S2 C44 102.0(3) . . ?
O8 S2 C44 105.4(3) . . ?
F4 C44 S2 111.9(5) . . ?
F4 C44 F6 105.2(5) . . ?
F5 C44 S2 113.9(5) . . ?
F5 C44 F4 107.9(5) . . ?
F5 C44 F6 106.5(6) . . ?
F6 C44 S2 111.0(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N6 H6 O6 0.88(2) 2.11(3) 2.935(7) 156(6) 4_675 yes
N12 H12 O7 0.88(2) 2.12(5) 2.860(7) 140(6) . yes

_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_1
_database_code_depnum_ccdc_archive 'CCDC 1994747'
loop_
_audit_author_name
_audit_author_address
'Chris Hawes'
;Keele University
United Kingdom
;
_audit_update_record             
;
2020-04-03 deposited with the CCDC.	2020-05-20 downloaded from the CCDC.
;
_audit_creation_date             2017-09-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H18 N6 O'
_chemical_formula_sum            'C21 H18 N6 O'
_chemical_formula_weight         370.41
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   14.781(2)
_cell_length_b                   19.903(2)
_cell_length_c                   6.1151(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1798.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1980
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.096
_cell_measurement_theta_min      5.36
_shelx_estimated_absorpt_T_max   0.965
_shelx_estimated_absorpt_T_min   0.858
_exptl_absorpt_coefficient_mu    0.721
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5005
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1292 before and 0.0900 after correction. The Ratio of minimum to maximum transmission is 0.6646. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1015
_diffrn_reflns_av_unetI/netI     0.0898
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            10412
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.309
_diffrn_reflns_theta_min         5.359
_diffrn_ambient_temperature      99.99
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.720
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                2502
_reflns_number_total             3248
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.1(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         3248
_refine_ls_number_restraints     65
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0823
_refine_ls_restrained_S_all      1.058
_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)+(0.1050P)²+1.2050P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2140
_refine_ls_wR_factor_ref         0.2264
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9(12)
 0.1(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
3. Restrained distances
 C25-C19 = C20-C19 = C24-C19 = C28-C19 = C24-C23 = C28-C27 = C23-C22 = C27-C22
 = C26-C22 = C22-C21 = C21-C20 = C26-C25
 1.395 with sigma of 0.01
 C9-C16 \\sim C9-C13
 with sigma of 0.02
 C9-C10 \\sim C9-C14
 with sigma of 0.02
 C15-C11 \\sim C12-C11
 with sigma of 0.02
 C16-C15 \\sim C13-C12
 with sigma of 0.02
 N6-C14 \\sim N5-C10
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(N5) \\sim Ueq, Uanis(N6) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C27) \\sim Ueq, Uanis(C23) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(C28) \\sim Ueq, Uanis(C24) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
Uanis(N5) = Uanis(N6)
5. Rigid body (RIGU) restrains
 C15, C16
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C12, C13
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
6. Others
 Fixed Sof: N5(0.5) N6(0.5) C10(0.5) H10(0.5) H11A(0.5) H11(0.5) C12(0.5)
 H12(0.5) C13(0.5) H13(0.5) C14(0.5) H14(0.5) C15(0.5) H15(0.5) C16(0.5)
 H16(0.5) C20(0.5) H20(0.5) C21(0.5) H21(0.5) H22(0.5) H22A(0.5) C23(0.5)
 H23(0.5) C24(0.5) H24(0.5) C25(0.5) H25(0.5) C26(0.5) H26(0.5) C27(0.5)
 H27(0.5) C28(0.5) H28(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C18(H18A,H18B)
7.b Aromatic/amide H refined with riding coordinates:
 N7(H7), C2(H2), C3(H3), C4(H4), C7(H7A), C10(H10), C11(H11A), C11(H11),
 C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C20(H20), C21(H21), C22(H22),
  C22(H22A), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28)
;
_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
O1 O 0.1333(4) 0.3213(3) 0.2121(8) 0.0592(14) Uani 1 1 d . . . . .
N1 N 0.3683(5) 0.3106(3) 0.3182(8) 0.0472(14) Uani 1 1 d . . . . .
N2 N 0.6129(4) 0.2821(3) 0.3020(9) 0.0473(14) Uani 1 1 d . . . . .
N3 N 0.6707(5) 0.3023(3) 0.4507(9) 0.0505(15) Uani 1 1 d . . . . .
N4 N 0.6212(5) 0.3337(3) 0.6107(8) 0.0485(14) Uani 1 1 d . . . . .
N5 N 0.6057(15) 0.5413(12) 0.738(6) 0.049(4) Uani 0.5 1 d D U P A 1
N6 N 0.6339(15) 0.5449(12) 0.741(6) 0.049(4) Uani 0.5 1 d D U P A 2
N7 N 0.2192(4) 0.3640(3) 0.4899(8) 0.0468(14) Uani 1 1 d . . . . .
H7 H 0.2747 0.3705 0.5376 0.056 Uiso 1 1 calc R . . . .
C1 C 0.2934(5) 0.3029(3) 0.2026(11) 0.0446(15) Uani 1 1 d . . . . .
C2 C 0.2900(6) 0.2722(4) -0.0007(11) 0.0520(18) Uani 1 1 d . . . . .
H2 H 0.2348 0.2683 -0.0792 0.062 Uiso 1 1 calc R . . . .
C3 C 0.3723(6) 0.2471(3) -0.0869(10) 0.0512(18) Uani 1 1 d . . . . .
H3 H 0.3736 0.2260 -0.2261 0.061 Uiso 1 1 calc R . . . .
C4 C 0.4489(5) 0.2536(3) 0.0317(10) 0.0463(16) Uani 1 1 d . . . . .
H4 H 0.5041 0.2358 -0.0229 0.056 Uiso 1 1 calc R . . . .
C5 C 0.4479(5) 0.2865(3) 0.2350(10) 0.0452(16) Uani 1 1 d . . . . .
C6 C 0.5271(5) 0.2997(3) 0.3651(10) 0.0450(16) Uani 1 1 d . . . . .
C7 C 0.5333(5) 0.3330(3) 0.5621(10) 0.0423(15) Uani 1 1 d . . . . .
H7A H 0.4852 0.3516 0.6455 0.051 Uiso 1 1 calc R . . . .
C8 C 0.6665(6) 0.3581(4) 0.8056(10) 0.0517(18) Uani 1 1 d . . . . .
H8A H 0.7326 0.3533 0.7854 0.062 Uiso 1 1 calc R . . . .
H8B H 0.6487 0.3294 0.9308 0.062 Uiso 1 1 calc R . . . .
C9 C 0.6459(5) 0.4296(4) 0.8606(11) 0.0474(17) Uani 1 1 d D . . . .
C10 C 0.6190(14) 0.4769(10) 0.703(3) 0.040(5) Uani 0.5 1 d D U P A 1
H10 H 0.6096 0.4609 0.5589 0.048 Uiso 0.5 1 calc R . P A 1
C11 C 0.6122(6) 0.5608(4) 0.9457(11) 0.0524(18) Uani 1 1 d D . . . .
H11A H 0.6035 0.6072 0.9757 0.063 Uiso 0.5 1 calc R . P A 2
H11 H 0.5974 0.6057 0.9837 0.063 Uiso 0.5 1 calc R . P A 1
C12 C 0.640(2) 0.5169(12) 1.107(4) 0.059(8) Uani 0.5 1 d D U P A 1
H12 H 0.6498 0.5345 1.2492 0.071 Uiso 0.5 1 calc R . P A 1
C13 C 0.654(3) 0.4493(15) 1.074(3) 0.061(10) Uani 0.5 1 d D U P A 1
H13 H 0.6689 0.4191 1.1894 0.073 Uiso 0.5 1 calc R . P A 1
C14 C 0.6552(15) 0.4813(11) 0.709(4) 0.049(6) Uani 0.5 1 d D . P A 2
H14 H 0.6789 0.4697 0.5694 0.059 Uiso 0.5 1 calc R . P A 2
C15 C 0.6008(19) 0.5173(13) 1.119(4) 0.057(8) Uani 0.5 1 d D U P A 2
H15 H 0.5814 0.5312 1.2597 0.069 Uiso 0.5 1 calc R . P A 2
C16 C 0.621(3) 0.4510(16) 1.066(3) 0.061(10) Uani 0.5 1 d D U P A 2
H16 H 0.6166 0.4184 1.1788 0.073 Uiso 0.5 1 calc R . P A 2
C17 C 0.2072(6) 0.3304(3) 0.3025(10) 0.0492(17) Uani 1 1 d . . . . .
C18 C 0.1431(5) 0.3904(4) 0.6190(12) 0.0523(18) Uani 1 1 d . . . . .
H18A H 0.1525 0.3786 0.7746 0.063 Uiso 1 1 calc R . . . .
H18B H 0.0866 0.3684 0.5699 0.063 Uiso 1 1 calc R . . . .
C19 C 0.1318(5) 0.4655(4) 0.6008(11) 0.0545(18) Uani 1 1 d D . . . .
C20 C 0.0982(16) 0.4913(8) 0.403(2) 0.068(5) Uani 0.5 1 d D . P B 2
H20 H 0.0836 0.4629 0.2839 0.082 Uiso 0.5 1 calc R . P B 2
C21 C 0.0872(19) 0.5615(7) 0.391(3) 0.091(8) Uani 0.5 1 d D . P B 2
H21 H 0.0678 0.5807 0.2567 0.109 Uiso 0.5 1 calc R . P B 2
C22 C 0.1037(7) 0.6046(4) 0.5707(15) 0.079(3) Uani 1 1 d D . . . .
H22 H 0.0847 0.6499 0.5531 0.095 Uiso 0.5 1 calc R . P B 1
H22A H 0.1050 0.6521 0.5542 0.095 Uiso 0.5 1 calc R . P B 2
C23 C 0.1177(17) 0.5749(10) 0.768(3) 0.062(7) Uani 0.5 1 d D U P B 2
H23 H 0.1151 0.6009 0.8984 0.074 Uiso 0.5 1 calc R . P B 2
C24 C 0.1357(14) 0.5068(9) 0.779(3) 0.051(5) Uani 0.5 1 d D U P B 2
H24 H 0.1514 0.4879 0.9170 0.061 Uiso 0.5 1 calc R . P B 2
C25 C 0.1540(13) 0.5029(7) 0.416(2) 0.052(4) Uani 0.5 1 d D . P B 1
H25 H 0.1751 0.4789 0.2918 0.063 Uiso 0.5 1 calc R . P B 1
C26 C 0.1479(12) 0.5724(7) 0.399(3) 0.063(5) Uani 0.5 1 d D . P B 1
H26 H 0.1722 0.5963 0.2779 0.075 Uiso 0.5 1 calc R . P B 1
C27 C 0.0871(18) 0.5724(10) 0.765(3) 0.067(7) Uani 0.5 1 d D U P B 1
H27 H 0.0679 0.5969 0.8895 0.080 Uiso 0.5 1 calc R . P B 1
C28 C 0.0990(14) 0.5029(10) 0.775(3) 0.059(6) Uani 0.5 1 d D U P B 1
H28 H 0.0840 0.4803 0.9071 0.071 Uiso 0.5 1 calc R . P B 1


_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
O1 C17 1.238(10) . ?
N1 C1 1.323(9) . ?
N1 C5 1.368(10) . ?
N2 N3 1.311(9) . ?
N2 C6 1.371(10) . ?
N3 N4 1.371(8) . ?
N4 C7 1.333(10) . ?
N4 C8 1.450(9) . ?
N5 C10 1.314(18) . ?
N5 C11 1.33(4) . ?
N6 C11 1.33(4) . ?
N6 C14 1.319(18) . ?
N7 H7 0.8800 . ?
N7 C17 1.339(9) . ?
N7 C18 1.471(9) . ?
C1 C2 1.385(9) . ?
C1 C17 1.516(11) . ?
C2 H2 0.9500 . ?
C2 C3 1.417(11) . ?
C3 H3 0.9500 . ?
C3 C4 1.351(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.405(9) . ?
C5 C6 1.440(10) . ?
C6 C7 1.379(9) . ?
C7 H7A 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.494(11) . ?
C9 C10 1.403(15) . ?
C9 C13 1.370(19) . ?
C9 C14 1.393(18) . ?
C9 C16 1.377(19) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.378(18) . ?
C11 C15 1.377(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.38(2) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C15 C16 1.390(19) . ?
C16 H16 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.507(11) . ?
C19 C20 1.403(12) . ?
C19 C24 1.369(12) . ?
C19 C25 1.391(11) . ?
C19 C28 1.389(12) . ?
C20 H20 0.9500 . ?
C20 C21 1.408(13) . ?
C21 H21 0.9500 . ?
C21 C22 1.416(13) . ?
C22 H22 0.9500 . ?
C22 H22A 0.9500 . ?
C22 C23 1.361(13) . ?
C22 C26 1.394(12) . ?
C22 C27 1.370(13) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(13) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.390(12) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C27 C28 1.395(13) . ?
C28 H28 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
C1 N1 C5 118.7(6) . . ?
N3 N2 C6 109.2(5) . . ?
N2 N3 N4 106.7(6) . . ?
N3 N4 C8 119.5(6) . . ?
C7 N4 N3 110.9(6) . . ?
C7 N4 C8 129.5(6) . . ?
C10 N5 C11 115(3) . . ?
C14 N6 C11 115(3) . . ?
C17 N7 H7 118.8 . . ?
C17 N7 C18 122.5(7) . . ?
C18 N7 H7 118.8 . . ?
N1 C1 C2 124.1(7) . . ?
N1 C1 C17 116.5(6) . . ?
C2 C1 C17 119.4(7) . . ?
C1 C2 H2 121.4 . . ?
C1 C2 C3 117.3(7) . . ?
C3 C2 H2 121.4 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.1(6) . . ?
C4 C3 H3 120.5 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.7(7) . . ?
C5 C4 H4 119.6 . . ?
N1 C5 C4 120.1(7) . . ?
N1 C5 C6 115.4(6) . . ?
C4 C5 C6 124.4(7) . . ?
N2 C6 C5 123.4(6) . . ?
N2 C6 C7 107.9(7) . . ?
C7 C6 C5 128.7(7) . . ?
N4 C7 C6 105.3(6) . . ?
N4 C7 H7A 127.4 . . ?
C6 C7 H7A 127.4 . . ?
N4 C8 H8A 108.7 . . ?
N4 C8 H8B 108.7 . . ?
N4 C8 C9 114.2(6) . . ?
H8A C8 H8B 107.6 . . ?
C9 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
C10 C9 C8 122.9(11) . . ?
C13 C9 C8 118.0(14) . . ?
C13 C9 C10 119.2(16) . . ?
C14 C9 C8 122.3(12) . . ?
C16 C9 C8 123.7(14) . . ?
C16 C9 C14 113.9(18) . . ?
N5 C10 C9 126(2) . . ?
N5 C10 H10 117.0 . . ?
C9 C10 H10 117.0 . . ?
N5 C11 H11 119.4 . . ?
N5 C11 C12 121.3(17) . . ?
N6 C11 H11A 116.5 . . ?
N6 C11 C15 127.1(17) . . ?
C12 C11 H11 119.4 . . ?
C15 C11 H11A 116.5 . . ?
C11 C12 H12 117.9 . . ?
C13 C12 C11 124(2) . . ?
C13 C12 H12 117.9 . . ?
C9 C13 C12 114(2) . . ?
C9 C13 H13 123.1 . . ?
C12 C13 H13 123.1 . . ?
N6 C14 C9 126(2) . . ?
N6 C14 H14 117.1 . . ?
C9 C14 H14 117.1 . . ?
C11 C15 H15 123.5 . . ?
C11 C15 C16 113(2) . . ?
C16 C15 H15 123.5 . . ?
C9 C16 C15 124(3) . . ?
C9 C16 H16 117.9 . . ?
C15 C16 H16 117.9 . . ?
O1 C17 N7 124.9(7) . . ?
O1 C17 C1 120.6(6) . . ?
N7 C17 C1 114.5(7) . . ?
N7 C18 H18A 108.9 . . ?
N7 C18 H18B 108.9 . . ?
N7 C18 C19 113.5(6) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C20 C19 C18 117.8(9) . . ?
C24 C19 C18 122.1(11) . . ?
C24 C19 C20 118.8(13) . . ?
C25 C19 C18 124.3(8) . . ?
C28 C19 C18 120.9(11) . . ?
C28 C19 C25 114.7(12) . . ?
C19 C20 H20 121.6 . . ?
C19 C20 C21 116.8(14) . . ?
C21 C20 H20 121.6 . . ?
C20 C21 H21 118.7 . . ?
C20 C21 C22 122.7(14) . . ?
C22 C21 H21 118.7 . . ?
C21 C22 H22A 121.6 . . ?
C23 C22 C21 116.8(14) . . ?
C23 C22 H22A 121.6 . . ?
C26 C22 H22 119.3 . . ?
C27 C22 H22 119.3 . . ?
C27 C22 C26 121.4(14) . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120(2) . . ?
C24 C23 H23 120.0 . . ?
C19 C24 C23 122.8(19) . . ?
C19 C24 H24 118.6 . . ?
C23 C24 H24 118.6 . . ?
C19 C25 H25 117.3 . . ?
C26 C25 C19 125.3(13) . . ?
C26 C25 H25 117.3 . . ?
C22 C26 H26 122.2 . . ?
C25 C26 C22 115.6(14) . . ?
C25 C26 H26 122.2 . . ?
C22 C27 H27 120.6 . . ?
C22 C27 C28 119(2) . . ?
C28 C27 H27 120.6 . . ?
C19 C28 C27 122.7(19) . . ?
C19 C28 H28 118.7 . . ?
C27 C28 H28 118.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9(12)
2 0.1(12)
