# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_bs_d1
_database_code_depnum_ccdc_archive 'CCDC 1512989'
_audit_update_record             
;
2016-10-28 deposited with the CCDC.
2016-12-13 downloaded from the CCDC.
;
_audit_creation_date             2015-08-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H18 N6 O2, C6 F4 I2'
_chemical_formula_sum            'C22 H18 F4 I2 N6 O2'
_chemical_formula_weight         728.22
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   4.5613(5)
_cell_length_b                   10.2296(11)
_cell_length_c                   13.7303(15)
_cell_angle_alpha                80.280(3)
_cell_angle_beta                 83.693(3)
_cell_angle_gamma                87.814(3)
_cell_volume                     627.52(12)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5463
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.90
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.950
_shelx_estimated_absorpt_T_min   0.684
_exptl_absorpt_coefficient_mu    2.568
_exptl_absorpt_correction_T_max  0.6936
_exptl_absorpt_correction_T_min  0.6461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1050 before and 0.0523 after correction.
The Ratio of minimum to maximum transmission is 0.9315.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.927
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             350
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            2215
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.315
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker PHOTON-100 area detector'
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω and φ 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_special_details          ?
_diffrn_standards_number         ?
_reflns_number_gt                2008
_reflns_number_total             2215
_reflns_special_details          
;
 _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 v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEXII v2014.9-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.539
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       0.0032(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2215
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0242
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0097P)²+0.7114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0416
_refine_ls_wR_factor_ref         0.0428
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8454(9) 0.1546(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C8(H8A,H8B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.82415(6) -0.16861(2) 0.20488(2) 0.01509(9) Uani 1 1 d . . . . .
F1 F 0.8064(5) 0.13758(18) 0.10574(14) 0.0188(5) Uani 1 1 d . . . . .
F2 F 0.5407(5) 0.26686(18) -0.04559(14) 0.0213(5) Uani 1 1 d . . . . .
C11 C 0.6374(8) -0.0684(3) 0.0807(2) 0.0135(8) Uani 1 1 d . . . . .
C12 C 0.6534(8) 0.0673(3) 0.0546(2) 0.0155(8) Uani 1 1 d . . . . .
C13 C 0.5177(8) 0.1344(3) -0.0243(2) 0.0154(8) Uani 1 1 d . . . . .
O1 O 0.0727(5) 0.7004(2) 0.37552(16) 0.0148(5) Uani 1 1 d . . . . .
N1 N 0.4237(7) 0.5429(3) 0.3482(2) 0.0137(7) Uani 1 1 d . . . . .
H1 H 0.576(10) 0.508(4) 0.365(3) 0.034(14) Uiso 1 1 d . . . . .
N2 N 0.4761(7) 0.6805(3) 0.4598(2) 0.0137(7) Uani 1 1 d . . . . .
H2 H 0.639(9) 0.661(4) 0.452(3) 0.019(12) Uiso 1 1 d . . . . .
N3 N 0.0492(6) 0.6580(3) 0.61980(19) 0.0120(6) Uani 1 1 d . . . . .
C1 C 0.3126(8) 0.6435(3) 0.3927(2) 0.0130(7) Uani 1 1 d . . . . .
C2 C 0.3944(8) 0.7975(3) 0.5021(2) 0.0154(8) Uani 1 1 d . . . . .
H2A H 0.3323 0.8675 0.4488 0.018 Uiso 1 1 calc R . . . .
H2B H 0.5711 0.8293 0.5262 0.018 Uiso 1 1 calc R . . . .
C3 C 0.1517(8) 0.7802(3) 0.5861(2) 0.0118(7) Uani 1 1 d . . . . .
C4 C 0.0408(8) 0.8901(3) 0.6266(3) 0.0165(8) Uani 1 1 d . . . . .
H4 H 0.1173 0.9756 0.6012 0.020 Uiso 1 1 calc R . . . .
C5 C -0.1804(8) 0.8736(3) 0.7037(3) 0.0190(8) Uani 1 1 d . . . . .
H5 H -0.2566 0.9474 0.7330 0.023 Uiso 1 1 calc R . . . .
C6 C -0.2901(8) 0.7490(3) 0.7380(3) 0.0166(8) Uani 1 1 d . . . . .
H6 H -0.4453 0.7356 0.7906 0.020 Uiso 1 1 calc R . . . .
C7 C -0.1711(8) 0.6440(3) 0.6948(2) 0.0139(8) Uani 1 1 d . . . . .
C8 C -0.2851(8) 0.5056(3) 0.7283(2) 0.0171(8) Uani 1 1 d . . . . .
H8A H -0.1192 0.4451 0.7477 0.021 Uiso 1 1 calc R . . . .
H8B H -0.4300 0.5049 0.7876 0.021 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
I1 C11 2.084(3) . ?
F1 C12 1.347(4) . ?
F2 C13 1.343(4) . ?
C11 C12 1.376(5) . ?
C11 C13 1.374(5) 2_655 ?
C12 C13 1.375(5) . ?
C13 C11 1.374(5) 2_655 ?
O1 C1 1.247(4) . ?
N1 H1 0.81(4) . ?
N1 C1 1.339(4) . ?
N1 C8 1.447(4) 2_566 ?
N2 H2 0.76(4) . ?
N2 C1 1.356(4) . ?
N2 C2 1.436(4) . ?
N3 C3 1.341(4) . ?
N3 C7 1.351(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.501(5) . ?
C3 C4 1.391(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.373(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.375(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.379(5) . ?
C7 C8 1.506(5) . ?
C8 N1 1.447(4) 2_566 ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 C11 I1 121.3(2) . . ?
C13 C11 I1 121.3(2) 2_655 . ?
C13 C11 C12 117.3(3) 2_655 . ?
F1 C12 C11 120.3(3) . . ?
F1 C12 C13 118.3(3) . . ?
C13 C12 C11 121.4(3) . . ?
F2 C13 C11 120.3(3) . 2_655 ?
F2 C13 C12 118.4(3) . . ?
C11 C13 C12 121.3(3) 2_655 . ?
C1 N1 H1 118(3) . . ?
C1 N1 C8 123.3(3) . 2_566 ?
C8 N1 H1 119(3) 2_566 . ?
C1 N2 H2 114(3) . . ?
C1 N2 C2 119.9(3) . . ?
C2 N2 H2 119(3) . . ?
C3 N3 C7 117.7(3) . . ?
O1 C1 N1 123.2(3) . . ?
O1 C1 N2 120.9(3) . . ?
N1 C1 N2 115.9(3) . . ?
N2 C2 H2A 108.5 . . ?
N2 C2 H2B 108.5 . . ?
N2 C2 C3 115.3(3) . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
N3 C3 C2 118.4(3) . . ?
N3 C3 C4 122.1(3) . . ?
C4 C3 C2 119.5(3) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 120.4 . . ?
C4 C5 C6 119.1(3) . . ?
C6 C5 H5 120.4 . . ?
C5 C6 H6 120.6 . . ?
C5 C6 C7 118.9(3) . . ?
C7 C6 H6 120.6 . . ?
N3 C7 C6 122.8(3) . . ?
N3 C7 C8 115.9(3) . . ?
C6 C7 C8 121.3(3) . . ?
N1 C8 C7 112.5(3) 2_566 . ?
N1 C8 H8A 109.1 2_566 . ?
N1 C8 H8B 109.1 2_566 . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?

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
N1 H1 N3 0.81(4) 2.37(4) 3.121(4) 157(4) 2_666
N2 H2 O1 0.76(4) 2.16(4) 2.839(4) 149(4) 1_655

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C11 C12 F1 4.0(5) . . . . ?
I1 C11 C12 C13 -176.7(3) . . . . ?
F1 C12 C13 F2 -0.9(5) . . . . ?
F1 C12 C13 C11 178.8(3) . . . 2_655 ?
C11 C12 C13 F2 179.7(3) . . . . ?
C11 C12 C13 C11 -0.5(6) . . . 2_655 ?
C13 C11 C12 F1 -178.8(3) 2_655 . . . ?
C13 C11 C12 C13 0.5(6) 2_655 . . . ?
N2 C2 C3 N3 5.3(4) . . . . ?
N2 C2 C3 C4 -174.9(3) . . . . ?
N3 C3 C4 C5 0.1(5) . . . . ?
N3 C7 C8 N1 -64.7(4) . . . 2_566 ?
C1 N2 C2 C3 80.8(4) . . . . ?
C2 N2 C1 O1 -8.5(5) . . . . ?
C2 N2 C1 N1 172.2(3) . . . . ?
C2 C3 C4 C5 -179.8(3) . . . . ?
C3 N3 C7 C6 -0.8(5) . . . . ?
C3 N3 C7 C8 178.3(3) . . . . ?
C3 C4 C5 C6 -1.0(5) . . . . ?
C4 C5 C6 C7 1.0(5) . . . . ?
C5 C6 C7 N3 -0.1(5) . . . . ?
C5 C6 C7 C8 -179.1(3) . . . . ?
C6 C7 C8 N1 114.4(4) . . . 2_566 ?
C7 N3 C3 C2 -179.4(3) . . . . ?
C7 N3 C3 C4 0.8(5) . . . . ?
C8 N1 C1 O1 3.5(5) 2_566 . . . ?
C8 N1 C1 N2 -177.3(3) 2_566 . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8454(9)
2 0.1546(9)

####################################################################### 
# 
# 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_bs185a
_database_code_depnum_ccdc_archive 'CCDC 1512988'
_audit_update_record             
;
2016-10-28 deposited with the CCDC.
2016-12-13 downloaded from the CCDC.
;
_audit_creation_date             2015-10-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C6 F4 I2), C16 H18 N6 O2'
_chemical_formula_sum            'C28 H18 F8 I4 N6 O2'
_chemical_formula_weight         1130.08
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      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                   4.6564(3)
_cell_length_b                   12.7812(9)
_cell_length_c                   14.2764(9)
_cell_angle_alpha                104.509(2)
_cell_angle_beta                 96.086(2)
_cell_angle_gamma                97.186(2)
_cell_volume                     807.70(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9892
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.12
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   0.925
_shelx_estimated_absorpt_T_min   0.477
_exptl_absorpt_coefficient_mu    3.943
_exptl_absorpt_correction_T_max  0.2612
_exptl_absorpt_correction_T_min  0.2072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0946 before and 0.0610 after correction.
The Ratio of minimum to maximum transmission is 0.7933.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3550
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        27.220
_diffrn_reflns_theta_max         27.222
_diffrn_reflns_theta_min         2.514
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker PHOTON-100 area detector'
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω and φ 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_special_details          ?
_diffrn_standards_number         ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3025
_reflns_number_total             3550
_reflns_special_details          
;
 _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 v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEXII v2014.9-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.790
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3550
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0350
_refine_ls_R_factor_gt           0.0247
_refine_ls_restrained_S_all      1.062
_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)+(0.0145P)²+1.4492P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0476
_refine_ls_wR_factor_ref         0.0506
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7549(9) 0.2451(9)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
3. Restrained distances
 N2-H2 \\sim N1-H1
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uiso(H2) = Uiso(H1)
5.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C8(H8A,H8B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
I1 I 0.67930(5) 0.40325(2) 0.56658(2) 0.01908(7) Uani 1 1 d . . . . .
I2 I 0.64668(5) 0.33708(2) 0.29552(2) 0.01745(7) Uani 1 1 d . . . . .
F1 F 0.9698(6) 0.13504(17) 0.23976(15) 0.0284(5) Uani 1 1 d . . . . .
F2 F 1.2636(6) 0.02405(19) 0.34346(17) 0.0357(6) Uani 1 1 d . . . . .
F3 F 1.2891(5) 0.07356(18) 0.54096(17) 0.0307(5) Uani 1 1 d . . . . .
F4 F 1.0122(5) 0.23120(18) 0.63358(14) 0.0246(5) Uani 1 1 d . . . . .
C11 C 0.8537(8) 0.2731(3) 0.4854(2) 0.0151(7) Uani 1 1 d . . . . .
C12 C 0.8424(8) 0.2486(3) 0.3835(3) 0.0166(7) Uani 1 1 d . . . . .
C13 C 0.9777(9) 0.1632(3) 0.3376(3) 0.0202(8) Uani 1 1 d . . . . .
C14 C 1.1278(9) 0.1049(3) 0.3897(3) 0.0230(8) Uani 1 1 d . . . . .
C15 C 1.1411(8) 0.1294(3) 0.4890(3) 0.0209(8) Uani 1 1 d . . . . .
C16 C 0.9988(8) 0.2114(3) 0.5357(2) 0.0183(8) Uani 1 1 d . . . . .
O1 O 0.4749(6) 0.45674(19) 0.16133(17) 0.0175(5) Uani 1 1 d . . . . .
N1 N 0.0062(7) 0.4140(3) 0.0831(2) 0.0172(7) Uani 1 1 d D . . . .
H1 H -0.146(8) 0.436(3) 0.088(3) 0.023(8) Uiso 1 1 d D . . . .
N2 N 0.2164(7) 0.5935(2) 0.1474(2) 0.0168(6) Uani 1 1 d D . . . .
H2 H 0.065(8) 0.606(3) 0.124(3) 0.023(8) Uiso 1 1 d D . . . .
N3 N 0.7200(7) 0.6994(2) 0.0666(2) 0.0159(6) Uani 1 1 d . . . . .
C1 C 0.2464(8) 0.4870(3) 0.1329(2) 0.0152(7) Uani 1 1 d . . . . .
C2 C 0.4502(9) 0.6813(3) 0.1996(2) 0.0199(8) Uani 1 1 d . . . . .
H2A H 0.6118 0.6496 0.2273 0.024 Uiso 1 1 calc R . . . .
H2B H 0.3769 0.7294 0.2547 0.024 Uiso 1 1 calc R . . . .
C3 C 0.5673(8) 0.7493(3) 0.1352(2) 0.0167(7) Uani 1 1 d . . . . .
C4 C 0.5169(9) 0.8557(3) 0.1466(3) 0.0217(8) Uani 1 1 d . . . . .
H4 H 0.4121 0.8888 0.1967 0.026 Uiso 1 1 calc R . . . .
C5 C 0.6223(9) 0.9135(3) 0.0836(3) 0.0240(9) Uani 1 1 d . . . . .
H5 H 0.5922 0.9870 0.0900 0.029 Uiso 1 1 calc R . . . .
C6 C 0.7710(9) 0.8621(3) 0.0116(3) 0.0205(8) Uani 1 1 d . . . . .
H6 H 0.8409 0.8991 -0.0335 0.025 Uiso 1 1 calc R . . . .
C7 C 0.8183(8) 0.7548(3) 0.0053(2) 0.0154(7) Uani 1 1 d . . . . .
C8 C 0.9927(8) 0.7015(3) -0.0715(2) 0.0182(8) Uani 1 1 d . . . . .
H8A H 0.9132 0.7120 -0.1350 0.022 Uiso 1 1 calc R . . . .
H8B H 1.1973 0.7397 -0.0547 0.022 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
I1 C11 2.084(3) . ?
I2 C12 2.101(3) . ?
F1 C13 1.347(4) . ?
F2 C14 1.347(4) . ?
F3 C15 1.347(4) . ?
F4 C16 1.350(4) . ?
C11 C12 1.402(5) . ?
C11 C16 1.381(5) . ?
C12 C13 1.385(5) . ?
C13 C14 1.378(5) . ?
C14 C15 1.366(5) . ?
C15 C16 1.378(5) . ?
O1 C1 1.239(4) . ?
N1 H1 0.80(3) . ?
N1 C1 1.366(5) . ?
N1 C8 1.444(5) 2_665 ?
N2 H2 0.80(3) . ?
N2 C1 1.352(5) . ?
N2 C2 1.450(5) . ?
N3 C3 1.349(5) . ?
N3 C7 1.337(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.512(5) . ?
C3 C4 1.382(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.390(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.377(5) . ?
C6 H6 0.9500 . ?
C6 C7 1.397(5) . ?
C7 C8 1.510(5) . ?
C8 N1 1.444(5) 2_665 ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 C11 I1 123.3(3) . . ?
C16 C11 I1 117.8(3) . . ?
C16 C11 C12 118.8(3) . . ?
C11 C12 I2 124.3(3) . . ?
C13 C12 I2 117.3(2) . . ?
C13 C12 C11 118.4(3) . . ?
F1 C13 C12 121.0(3) . . ?
F1 C13 C14 117.5(3) . . ?
C14 C13 C12 121.6(3) . . ?
F2 C14 C13 120.4(3) . . ?
F2 C14 C15 119.7(3) . . ?
C15 C14 C13 120.0(4) . . ?
F3 C15 C14 120.5(3) . . ?
F3 C15 C16 120.2(3) . . ?
C14 C15 C16 119.3(3) . . ?
F4 C16 C11 120.9(3) . . ?
F4 C16 C15 117.2(3) . . ?
C15 C16 C11 121.9(3) . . ?
C1 N1 H1 115(3) . . ?
C1 N1 C8 119.2(3) . 2_665 ?
C8 N1 H1 118(3) 2_665 . ?
C1 N2 H2 117(3) . . ?
C1 N2 C2 122.0(3) . . ?
C2 N2 H2 121(3) . . ?
C7 N3 C3 118.2(3) . . ?
O1 C1 N1 121.8(3) . . ?
O1 C1 N2 123.1(3) . . ?
N2 C1 N1 115.1(3) . . ?
N2 C2 H2A 109.0 . . ?
N2 C2 H2B 109.0 . . ?
N2 C2 C3 112.7(3) . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
N3 C3 C2 116.0(3) . . ?
N3 C3 C4 122.8(3) . . ?
C4 C3 C2 121.2(3) . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.8(3) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(3) . . ?
C6 C5 H5 120.7 . . ?
C5 C6 H6 120.3 . . ?
C5 C6 C7 119.4(3) . . ?
C7 C6 H6 120.3 . . ?
N3 C7 C6 122.1(3) . . ?
N3 C7 C8 119.3(3) . . ?
C6 C7 C8 118.6(3) . . ?
N1 C8 C7 115.0(3) 2_665 . ?
N1 C8 H8A 108.5 2_665 . ?
N1 C8 H8B 108.5 2_665 . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?

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
N1 H1 O1 0.80(3) 2.16(4) 2.878(4) 151(4) 1_455
N2 H2 N3 0.80(3) 2.32(3) 3.083(4) 161(4) 1_455

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C11 C12 I2 -0.5(4) . . . . ?
I1 C11 C12 C13 177.0(3) . . . . ?
I1 C11 C16 F4 3.7(5) . . . . ?
I1 C11 C16 C15 -174.8(3) . . . . ?
I2 C12 C13 F1 -3.4(5) . . . . ?
I2 C12 C13 C14 175.9(3) . . . . ?
F1 C13 C14 F2 0.9(5) . . . . ?
F1 C13 C14 C15 -179.5(3) . . . . ?
F2 C14 C15 F3 0.1(6) . . . . ?
F2 C14 C15 C16 -179.3(3) . . . . ?
F3 C15 C16 F4 -0.9(5) . . . . ?
F3 C15 C16 C11 177.6(3) . . . . ?
C11 C12 C13 F1 178.9(3) . . . . ?
C11 C12 C13 C14 -1.8(6) . . . . ?
C12 C11 C16 F4 -179.2(3) . . . . ?
C12 C11 C16 C15 2.3(5) . . . . ?
C12 C13 C14 F2 -178.3(3) . . . . ?
C12 C13 C14 C15 1.3(6) . . . . ?
C13 C14 C15 F3 -179.5(3) . . . . ?
C13 C14 C15 C16 1.1(6) . . . . ?
C14 C15 C16 F4 178.5(3) . . . . ?
C14 C15 C16 C11 -2.9(6) . . . . ?
C16 C11 C12 I2 -177.5(3) . . . . ?
C16 C11 C12 C13 0.1(5) . . . . ?
N2 C2 C3 N3 -69.7(4) . . . . ?
N2 C2 C3 C4 109.9(4) . . . . ?
N3 C3 C4 C5 1.4(6) . . . . ?
N3 C7 C8 N1 10.6(5) . . . 2_665 ?
C1 N2 C2 C3 114.5(4) . . . . ?
C2 N2 C1 O1 -1.3(5) . . . . ?
C2 N2 C1 N1 179.6(3) . . . . ?
C2 C3 C4 C5 -178.1(3) . . . . ?
C3 N3 C7 C6 1.0(5) . . . . ?
C3 N3 C7 C8 179.3(3) . . . . ?
C3 C4 C5 C6 0.5(6) . . . . ?
C4 C5 C6 C7 -1.6(6) . . . . ?
C5 C6 C7 N3 0.9(6) . . . . ?
C5 C6 C7 C8 -177.5(3) . . . . ?
C6 C7 C8 N1 -170.9(3) . . . 2_665 ?
C7 N3 C3 C2 177.5(3) . . . . ?
C7 N3 C3 C4 -2.1(5) . . . . ?
C8 N1 C1 O1 6.3(5) 2_665 . . . ?
C8 N1 C1 N2 -174.6(3) 2_665 . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7549(9)
2 0.2451(9)

####################################################################### 
# 
# 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_bs186_1m
_database_code_depnum_ccdc_archive 'CCDC 1512987'
_audit_update_record             
;
2016-10-28 deposited with the CCDC.
2016-12-13 downloaded from the CCDC.
;
_audit_creation_date             2015-10-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.21 svn.r3230 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C6 F4 I2), 2(C8 H9 N3 O), C2 H6 O S'
_chemical_formula_sum            'C30 H24 F8 I4 N6 O3 S'
_chemical_formula_weight         1208.21
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   4.5773(3)
_cell_length_b                   36.882(3)
_cell_length_c                   21.7673(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.029(2)
_cell_angle_gamma                90
_cell_volume                     3674.1(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9942
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.21
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   0.933
_shelx_estimated_absorpt_T_min   0.226
_exptl_absorpt_coefficient_mu    3.532
_exptl_absorpt_correction_T_max  0.2602
_exptl_absorpt_correction_T_min  0.2257
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.1551 before and 0.0743 after correction.
The Ratio of minimum to maximum transmission is 0.8674.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.184
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2280
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1435
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            104296
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.025
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.173
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker PHOTON-100 area detector'
_diffrn_detector_area_resol_mean 10.4
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'ω and φ 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         ?
_reflns_number_gt                4936
_reflns_number_total             6502
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEXII v2014.9-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.878
_refine_diff_density_min         -0.759
_refine_diff_density_rms         0.168
_refine_ls_extinction_coef       0.00028(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         6502
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0454
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0200P)²+13.2866P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0698
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-H1 \\sim N2-H2 \\sim N5-H5 \\sim N4-H4
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C3) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C8(H8A,H8B), C10(H10A,H10B), C16(H16A,H16B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4A), C5(H5A), C6(H6), C12(H12), C13(H13), C14(H14)
4.c Idealised Me refined as rotating group:
 C41(H41A,H41B,H41C), C42(H42A,H42B,H42C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
I1 I 0.11982(10) 0.34146(2) 0.60793(2) 0.02059(13) Uani 1 1 d . . . . .
I2 I 0.31192(10) 0.39140(2) 0.86908(2) 0.01478(12) Uani 1 1 d . . . . .
F1 F 0.3727(8) 0.38136(9) 0.72559(15) 0.0167(8) Uani 1 1 d . . . . .
F2 F -0.1345(8) 0.32421(10) 0.88534(16) 0.0234(9) Uani 1 1 d . . . . .
F3 F -0.4128(8) 0.28205(9) 0.80237(17) 0.0243(9) Uani 1 1 d . . . . .
F4 F -0.2985(9) 0.28765(10) 0.68232(17) 0.0264(10) Uani 1 1 d . . . . .
C21 C 0.0390(14) 0.33508(16) 0.7010(3) 0.0144(15) Uani 1 1 d . . . . .
C22 C 0.1747(14) 0.35656(16) 0.7453(3) 0.0129(15) Uani 1 1 d . . . . .
C23 C 0.1216(13) 0.35440(15) 0.8074(3) 0.0098(14) Uani 1 1 d . . . . .
C24 C -0.0770(15) 0.32833(17) 0.8253(3) 0.0172(16) Uani 1 1 d . . . . .
C25 C -0.2182(14) 0.30632(17) 0.7837(3) 0.0175(16) Uani 1 1 d . . . . .
C26 C -0.1556(14) 0.30994(17) 0.7219(3) 0.0179(16) Uani 1 1 d . . . . .
I3 I 0.88524(10) 0.31293(2) 0.22602(2) 0.01790(12) Uani 1 1 d . . . . .
I4 I 0.25279(9) 0.37240(2) 0.44576(2) 0.01316(12) Uani 1 1 d . . . . .
F5 F 0.4880(8) 0.36150(9) 0.31142(15) 0.0201(9) Uani 1 1 d . . . . .
F6 F 0.5558(8) 0.30036(9) 0.50048(15) 0.0216(9) Uani 1 1 d . . . . .
F7 F 0.9332(9) 0.25281(10) 0.45233(17) 0.0278(10) Uani 1 1 d . . . . .
F8 F 1.0922(8) 0.25891(9) 0.33469(16) 0.0212(9) Uani 1 1 d . . . . .
C27 C 0.7844(14) 0.30975(17) 0.3191(3) 0.0141(15) Uani 1 1 d . . . . .
C28 C 0.5938(14) 0.33391(16) 0.3461(3) 0.0134(15) Uani 1 1 d . . . . .
C29 C 0.5121(14) 0.33204(16) 0.4068(3) 0.0143(15) Uani 1 1 d . . . . .
C30 C 0.6276(14) 0.30412(16) 0.4408(3) 0.0126(15) Uani 1 1 d . . . . .
C31 C 0.8183(14) 0.27933(16) 0.4169(3) 0.0131(15) Uani 1 1 d . . . . .
C32 C 0.9003(14) 0.28270(16) 0.3570(3) 0.0158(16) Uani 1 1 d . . . . .
O1 O 0.4534(9) 0.55669(11) 0.05317(18) 0.0146(10) Uani 1 1 d . . . . .
N1 N 0.0146(13) 0.54871(14) 0.0058(2) 0.0142(13) Uani 1 1 d D . . . .
H1 H -0.158(9) 0.5434(18) 0.012(3) 0.02(2) Uiso 1 1 d D . . . .
N2 N 0.1258(13) 0.51687(15) 0.0928(2) 0.0151(13) Uani 1 1 d D . . . .
H2 H -0.023(11) 0.5044(15) 0.087(3) 0.02(2) Uiso 1 1 d D . . . .
N3 N 0.6227(11) 0.46198(13) 0.0937(2) 0.0117(12) Uani 1 1 d . . . . .
C1 C 0.2116(15) 0.54136(17) 0.0514(3) 0.0153(15) Uani 1 1 d . . . . .
C2 C 0.3145(15) 0.50605(17) 0.1442(3) 0.0171(16) Uani 1 1 d . . . . .
H2A H 0.2037 0.5082 0.1827 0.021 Uiso 1 1 calc R . . . .
H2B H 0.4818 0.5230 0.1471 0.021 Uiso 1 1 calc R . . . .
C3 C 0.4307(14) 0.46781(17) 0.1393(3) 0.0133(15) Uani 1 1 d . U . . .
C4 C 0.3443(15) 0.44026(18) 0.1784(3) 0.0180(16) Uani 1 1 d . . . . .
H4A H 0.2105 0.4452 0.2102 0.022 Uiso 1 1 calc R . . . .
C5 C 0.4539(15) 0.40574(18) 0.1709(3) 0.0195(17) Uani 1 1 d . . . . .
H5A H 0.3963 0.3866 0.1973 0.023 Uiso 1 1 calc R . . . .
C6 C 0.6467(15) 0.39949(17) 0.1248(3) 0.0198(17) Uani 1 1 d . . . . .
H6 H 0.7261 0.3760 0.1189 0.024 Uiso 1 1 calc R . . . .
C7 C 0.7262(14) 0.42839(17) 0.0862(3) 0.0117(15) Uani 1 1 d . . . . .
C8 C 0.9367(15) 0.42086(17) 0.0347(3) 0.0188(16) Uani 1 1 d . . . . .
H8A H 1.1267 0.4133 0.0529 0.023 Uiso 1 1 calc R . . . .
H8B H 0.8602 0.4003 0.0099 0.023 Uiso 1 1 calc R . . . .
O2 O 0.0443(9) 0.56616(11) 0.50594(19) 0.0135(10) Uani 1 1 d . . . . .
N4 N 0.3823(13) 0.53863(14) 0.5696(2) 0.0153(13) Uani 1 1 d D . . . .
H4 H 0.545(10) 0.5284(17) 0.572(3) 0.03(2) Uiso 1 1 d D . . . .
N5 N 0.4717(13) 0.54540(15) 0.4668(3) 0.0166(13) Uani 1 1 d D . . . .
H5 H 0.640(11) 0.544(2) 0.481(4) 0.06(3) Uiso 1 1 d D . . . .
N6 N 0.0935(11) 0.50918(14) 0.3861(2) 0.0138(12) Uani 1 1 d . . . . .
C9 C 0.2864(15) 0.55096(16) 0.5140(3) 0.0138(15) Uani 1 1 d . . . . .
C10 C 0.4035(14) 0.56215(17) 0.4079(3) 0.0164(16) Uani 1 1 d . . . . .
H10A H 0.5874 0.5652 0.3852 0.020 Uiso 1 1 calc R . . . .
H10B H 0.3229 0.5866 0.4154 0.020 Uiso 1 1 calc R . . . .
C11 C 0.1908(14) 0.54158(17) 0.3678(3) 0.0120(15) Uani 1 1 d . . . . .
C12 C 0.0979(15) 0.55692(18) 0.3117(3) 0.0186(16) Uani 1 1 d . . . . .
H12 H 0.1730 0.5797 0.2990 0.022 Uiso 1 1 calc R . . . .
C13 C -0.0989(15) 0.53907(18) 0.2759(3) 0.0212(17) Uani 1 1 d . . . . .
H13 H -0.1642 0.5492 0.2380 0.025 Uiso 1 1 calc R . . . .
C14 C -0.2049(15) 0.50563(17) 0.2952(3) 0.0178(16) Uani 1 1 d . . . . .
H14 H -0.3424 0.4928 0.2704 0.021 Uiso 1 1 calc R . . . .
C15 C -0.1095(14) 0.49118(17) 0.3508(3) 0.0124(15) Uani 1 1 d . . . . .
C16 C -0.2182(16) 0.45649(18) 0.3751(3) 0.0217(17) Uani 1 1 d . . . . .
H16A H -0.3441 0.4447 0.3436 0.026 Uiso 1 1 calc R . . . .
H16B H -0.0504 0.4403 0.3839 0.026 Uiso 1 1 calc R . . . .
S1 S 0.3151(4) 0.18637(4) 0.58967(7) 0.0165(4) Uani 1 1 d . . . . .
O3 O -0.0104(9) 0.18269(12) 0.59561(19) 0.0204(11) Uani 1 1 d . . . . .
C41 C 0.3857(16) 0.23358(17) 0.5899(3) 0.0228(17) Uani 1 1 d . . . . .
H41A H 0.2569 0.2456 0.5598 0.034 Uiso 1 1 calc GR . . . .
H41B H 0.5899 0.2379 0.5793 0.034 Uiso 1 1 calc GR . . . .
H41C H 0.3493 0.2434 0.6309 0.034 Uiso 1 1 calc GR . . . .
C42 C 0.3904(16) 0.17780(19) 0.5107(3) 0.0241(18) Uani 1 1 d . . . . .
H42A H 0.3328 0.1529 0.5003 0.036 Uiso 1 1 calc GR . . . .
H42B H 0.5999 0.1809 0.5038 0.036 Uiso 1 1 calc GR . . . .
H42C H 0.2799 0.1949 0.4848 0.036 Uiso 1 1 calc GR . . . .


_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
I1 C21 2.079(6) . ?
I2 C23 2.094(6) . ?
F1 C22 1.362(7) . ?
F2 C24 1.346(7) . ?
F3 C25 1.332(7) . ?
F4 C26 1.351(7) . ?
C21 C22 1.386(9) . ?
C21 C26 1.369(9) . ?
C22 C23 1.380(8) . ?
C23 C24 1.384(9) . ?
C24 C25 1.370(9) . ?
C25 C26 1.386(9) . ?
I3 C27 2.090(6) . ?
I4 C29 2.092(6) . ?
F5 C28 1.351(7) . ?
F6 C30 1.354(7) . ?
F7 C31 1.346(7) . ?
F8 C32 1.339(7) . ?
C27 C28 1.385(9) . ?
C27 C32 1.394(9) . ?
C28 C29 1.382(8) . ?
C29 C30 1.368(9) . ?
C30 C31 1.372(9) . ?
C31 C32 1.369(8) . ?
O1 C1 1.243(7) . ?
N1 H1 0.83(4) . ?
N1 C1 1.356(8) . ?
N1 C8 1.446(8) 3_665 ?
N2 H2 0.83(4) . ?
N2 C1 1.340(8) . ?
N2 C2 1.457(8) . ?
N3 C3 1.354(8) . ?
N3 C7 1.338(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.512(8) . ?
C3 C4 1.388(9) . ?
C4 H4A 0.9500 . ?
C4 C5 1.379(9) . ?
C5 H5A 0.9500 . ?
C5 C6 1.367(9) . ?
C6 H6 0.9500 . ?
C6 C7 1.409(9) . ?
C7 C8 1.517(9) . ?
C8 N1 1.447(8) 3_665 ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
O2 C9 1.251(7) . ?
N4 H4 0.84(4) . ?
N4 C9 1.359(8) . ?
N4 C16 1.440(8) 3_566 ?
N5 H5 0.83(4) . ?
N5 C9 1.359(8) . ?
N5 C10 1.452(8) . ?
N6 C11 1.338(8) . ?
N6 C15 1.367(8) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.501(9) . ?
C11 C12 1.405(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.351(9) . ?
C13 H13 0.9500 . ?
C13 C14 1.393(9) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(8) . ?
C15 C16 1.475(9) . ?
C16 N4 1.440(8) 3_566 ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
S1 O3 1.504(5) . ?
S1 C41 1.771(6) . ?
S1 C42 1.787(6) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?

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
C22 C21 I1 121.8(5) . . ?
C26 C21 I1 121.9(5) . . ?
C26 C21 C22 116.2(6) . . ?
F1 C22 C21 117.2(5) . . ?
F1 C22 C23 118.5(5) . . ?
C23 C22 C21 124.3(6) . . ?
C22 C23 I2 120.8(5) . . ?
C22 C23 C24 116.4(6) . . ?
C24 C23 I2 122.7(5) . . ?
F2 C24 C23 119.5(6) . . ?
F2 C24 C25 118.5(6) . . ?
C25 C24 C23 122.0(6) . . ?
F3 C25 C24 120.4(6) . . ?
F3 C25 C26 120.8(6) . . ?
C24 C25 C26 118.8(6) . . ?
F4 C26 C21 120.7(6) . . ?
F4 C26 C25 117.0(6) . . ?
C21 C26 C25 122.3(6) . . ?
C28 C27 I3 121.8(5) . . ?
C28 C27 C32 116.5(6) . . ?
C32 C27 I3 121.7(5) . . ?
F5 C28 C27 118.1(5) . . ?
F5 C28 C29 118.1(5) . . ?
C29 C28 C27 123.8(6) . . ?
C28 C29 I4 121.1(5) . . ?
C30 C29 I4 122.2(5) . . ?
C30 C29 C28 116.4(6) . . ?
F6 C30 C29 119.8(5) . . ?
F6 C30 C31 117.5(5) . . ?
C29 C30 C31 122.7(6) . . ?
F7 C31 C30 120.8(5) . . ?
F7 C31 C32 120.0(6) . . ?
C32 C31 C30 119.1(6) . . ?
F8 C32 C27 119.9(6) . . ?
F8 C32 C31 118.6(6) . . ?
C31 C32 C27 121.4(6) . . ?
C1 N1 H1 117(5) . . ?
C1 N1 C8 119.5(6) . 3_665 ?
C8 N1 H1 116(5) 3_665 . ?
C1 N2 H2 121(5) . . ?
C1 N2 C2 121.7(6) . . ?
C2 N2 H2 117(5) . . ?
C7 N3 C3 118.2(5) . . ?
O1 C1 N1 120.8(6) . . ?
O1 C1 N2 123.8(6) . . ?
N2 C1 N1 115.4(6) . . ?
N2 C2 H2A 108.8 . . ?
N2 C2 H2B 108.8 . . ?
N2 C2 C3 113.9(5) . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
N3 C3 C2 115.7(5) . . ?
N3 C3 C4 121.9(6) . . ?
C4 C3 C2 122.3(6) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 C3 119.7(6) . . ?
C5 C4 H4A 120.2 . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 C4 118.9(6) . . ?
C6 C5 H5A 120.5 . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.1(6) . . ?
C7 C6 H6 120.4 . . ?
N3 C7 C6 122.2(6) . . ?
N3 C7 C8 119.4(5) . . ?
C6 C7 C8 118.5(5) . . ?
N1 C8 C7 114.5(5) 3_665 . ?
N1 C8 H8A 108.6 3_665 . ?
N1 C8 H8B 108.6 3_665 . ?
C7 C8 H8A 108.6 . . ?
C7 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C9 N4 H4 119(5) . . ?
C9 N4 C16 122.5(6) . 3_566 ?
C16 N4 H4 118(5) 3_566 . ?
C9 N5 H5 108(6) . . ?
C9 N5 C10 118.4(6) . . ?
C10 N5 H5 124(6) . . ?
C11 N6 C15 119.5(5) . . ?
O2 C9 N4 123.0(6) . . ?
O2 C9 N5 121.7(6) . . ?
N5 C9 N4 115.3(6) . . ?
N5 C10 H10A 108.5 . . ?
N5 C10 H10B 108.5 . . ?
N5 C10 C11 115.2(5) . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 H10A 108.5 . . ?
C11 C10 H10B 108.5 . . ?
N6 C11 C10 119.6(5) . . ?
N6 C11 C12 121.4(6) . . ?
C12 C11 C10 119.0(6) . . ?
C11 C12 H12 120.2 . . ?
C13 C12 C11 119.5(6) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.3(6) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 120.1 . . ?
C15 C14 C13 119.9(6) . . ?
C15 C14 H14 120.1 . . ?
N6 C15 C14 120.3(6) . . ?
N6 C15 C16 116.7(5) . . ?
C14 C15 C16 123.0(6) . . ?
N4 C16 C15 112.1(5) 3_566 . ?
N4 C16 H16A 109.2 3_566 . ?
N4 C16 H16B 109.2 3_566 . ?
C15 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
O3 S1 C41 105.6(3) . . ?
O3 S1 C42 106.0(3) . . ?
C41 S1 C42 98.0(3) . . ?
S1 C41 H41A 109.5 . . ?
S1 C41 H41B 109.5 . . ?
S1 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
S1 C42 H42A 109.5 . . ?
S1 C42 H42B 109.5 . . ?
S1 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?

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
N1 H1 O1 0.83(4) 2.06(5) 2.801(7) 148(6) 1_455
N2 H2 N3 0.83(4) 2.26(4) 3.067(8) 164(6) 1_455
N4 H4 N6 0.84(4) 2.33(4) 3.117(8) 157(6) 3_666
N5 H5 O2 0.83(4) 2.09(5) 2.846(7) 151(8) 1_655

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
I1 C21 C22 F1 -2.3(8) . . . . ?
I1 C21 C22 C23 177.6(5) . . . . ?
I1 C21 C26 F4 1.5(9) . . . . ?
I1 C21 C26 C25 -177.8(5) . . . . ?
I2 C23 C24 F2 -5.7(8) . . . . ?
I2 C23 C24 C25 174.4(5) . . . . ?
F1 C22 C23 I2 5.4(8) . . . . ?
F1 C22 C23 C24 -178.8(5) . . . . ?
F2 C24 C25 F3 1.6(9) . . . . ?
F2 C24 C25 C26 -178.7(6) . . . . ?
F3 C25 C26 F4 -0.6(9) . . . . ?
F3 C25 C26 C21 178.7(6) . . . . ?
C21 C22 C23 I2 -174.5(5) . . . . ?
C21 C22 C23 C24 1.3(9) . . . . ?
C22 C21 C26 F4 -179.8(5) . . . . ?
C22 C21 C26 C25 0.9(10) . . . . ?
C22 C23 C24 F2 178.6(5) . . . . ?
C22 C23 C24 C25 -1.3(9) . . . . ?
C23 C24 C25 F3 -178.5(6) . . . . ?
C23 C24 C25 C26 1.2(10) . . . . ?
C24 C25 C26 F4 179.8(6) . . . . ?
C24 C25 C26 C21 -1.0(10) . . . . ?
C26 C21 C22 F1 179.0(5) . . . . ?
C26 C21 C22 C23 -1.1(10) . . . . ?
I3 C27 C28 F5 -4.5(8) . . . . ?
I3 C27 C28 C29 177.5(5) . . . . ?
I3 C27 C32 F8 3.2(8) . . . . ?
I3 C27 C32 C31 -175.6(5) . . . . ?
I4 C29 C30 F6 5.3(8) . . . . ?
I4 C29 C30 C31 -174.2(5) . . . . ?
F5 C28 C29 I4 -3.6(8) . . . . ?
F5 C28 C29 C30 -178.9(6) . . . . ?
F6 C30 C31 F7 -1.3(9) . . . . ?
F6 C30 C31 C32 -178.7(6) . . . . ?
F7 C31 C32 F8 0.9(9) . . . . ?
F7 C31 C32 C27 179.7(6) . . . . ?
C27 C28 C29 I4 174.4(5) . . . . ?
C27 C28 C29 C30 -0.8(10) . . . . ?
C28 C27 C32 F8 -178.2(6) . . . . ?
C28 C27 C32 C31 3.0(9) . . . . ?
C28 C29 C30 F6 -179.5(5) . . . . ?
C28 C29 C30 C31 1.0(10) . . . . ?
C29 C30 C31 F7 178.2(6) . . . . ?
C29 C30 C31 C32 0.8(10) . . . . ?
C30 C31 C32 F8 178.3(6) . . . . ?
C30 C31 C32 C27 -2.9(10) . . . . ?
C32 C27 C28 F5 176.9(5) . . . . ?
C32 C27 C28 C29 -1.1(10) . . . . ?
N2 C2 C3 N3 67.8(8) . . . . ?
N2 C2 C3 C4 -111.6(7) . . . . ?
N3 C3 C4 C5 -0.5(10) . . . . ?
N3 C7 C8 N1 -5.3(9) . . . 3_665 ?
C1 N2 C2 C3 -109.5(7) . . . . ?
C2 N2 C1 O1 -0.2(9) . . . . ?
C2 N2 C1 N1 179.6(5) . . . . ?
C2 C3 C4 C5 178.8(6) . . . . ?
C3 N3 C7 C6 -1.4(9) . . . . ?
C3 N3 C7 C8 178.7(5) . . . . ?
C3 C4 C5 C6 0.2(10) . . . . ?
C4 C5 C6 C7 -0.4(10) . . . . ?
C5 C6 C7 N3 1.1(10) . . . . ?
C5 C6 C7 C8 -179.0(6) . . . . ?
C6 C7 C8 N1 174.8(6) . . . 3_665 ?
C7 N3 C3 C2 -178.2(5) . . . . ?
C7 N3 C3 C4 1.1(9) . . . . ?
C8 N1 C1 O1 -11.2(9) 3_665 . . . ?
C8 N1 C1 N2 169.0(5) 3_665 . . . ?
N5 C10 C11 N6 -4.0(9) . . . . ?
N5 C10 C11 C12 176.0(6) . . . . ?
N6 C11 C12 C13 1.6(10) . . . . ?
N6 C15 C16 N4 65.8(8) . . . 3_566 ?
C9 N5 C10 C11 -83.2(7) . . . . ?
C10 N5 C9 O2 8.9(9) . . . . ?
C10 N5 C9 N4 -171.6(5) . . . . ?
C10 C11 C12 C13 -178.4(6) . . . . ?
C11 N6 C15 C14 2.7(9) . . . . ?
C11 N6 C15 C16 -177.0(5) . . . . ?
C11 C12 C13 C14 -0.4(10) . . . . ?
C12 C13 C14 C15 0.4(10) . . . . ?
C13 C14 C15 N6 -1.5(9) . . . . ?
C13 C14 C15 C16 178.1(6) . . . . ?
C14 C15 C16 N4 -113.9(7) . . . 3_566 ?
C15 N6 C11 C10 177.3(5) . . . . ?
C15 N6 C11 C12 -2.7(9) . . . . ?
C16 N4 C9 O2 -2.9(9) 3_566 . . . ?
C16 N4 C9 N5 177.6(6) 3_566 . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
