# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 2142722'
loop_
_audit_author_name
_audit_author_address
'Carla Bazzicalupi'
;University of Firenze
Italy
;
_audit_update_record             
;
2022-01-17 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H44 I16 N8'
_chemical_formula_weight         2378.99

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'
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'

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

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

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

_cell_length_a                   16.587(1)
_cell_length_b                   17.269(2)
_cell_length_c                   17.219(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.564(3)
_cell_angle_gamma                90
_cell_volume                     4916.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    1489
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      24.92

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    3.214
_exptl_crystal_F_000             4176
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.040
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    10.093
_shelx_estimated_absorpt_T_min   0.688
_shelx_estimated_absorpt_T_max   0.824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5816
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            55521
_diffrn_reflns_av_unetI/netI     0.0621
_diffrn_reflns_av_R_equivalents  0.0965
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.133
_diffrn_reflns_theta_max         26.412
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10080
_reflns_number_gt                7207
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Mercury 3.10.1'
_computing_publication_material  'SHELXL-2014 (Sheldrick 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0085P)²+110.1280P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10080
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0784
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.0924
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.41626(5) 0.51598(5) 1.13338(5) 0.02573(18) Uani 1 1 d . . . . .
C1 C 0.1099(7) 0.3067(7) 0.7314(6) 0.023(3) Uani 1 1 d . . . . .
H1A H 0.1562 0.3310 0.7079 0.027 Uiso 1 1 calc R U . . .
H1B H 0.0632 0.3067 0.6918 0.027 Uiso 1 1 calc R U . . .
N1 N 0.0897(6) 0.3519(6) 0.7989(5) 0.024(2) Uani 1 1 d . . . . .
I2 I 0.24510(5) 0.49524(4) 1.13218(4) 0.01985(16) Uani 1 1 d . . . . .
C2 C 0.1314(8) 0.2236(7) 0.7542(7) 0.029(3) Uani 1 1 d . . . . .
H20A H 0.1432 0.1935 0.7075 0.035 Uiso 1 1 calc R U . . .
H20B H 0.1801 0.2228 0.7915 0.035 Uiso 1 1 calc R U . . .
N2 N 0.0605(7) 0.1883(7) 0.7913(6) 0.032(3) Uani 1 1 d . . . . .
C3 C 0.0815(9) 0.1197(8) 0.8410(8) 0.038(4) Uani 1 1 d . . . . .
H3A H 0.1183 0.0854 0.8143 0.046 Uiso 1 1 calc R U . . .
H3B H 0.0318 0.0902 0.8495 0.046 Uiso 1 1 calc R U . . .
N30 N 0.0700(7) 0.1976(7) 0.9572(6) 0.035(3) Uani 1 1 d . . . . .
I3 I 0.06853(5) 0.46967(5) 1.13002(5) 0.02501(18) Uani 1 1 d . . . . .
C4 C 0.1229(9) 0.1455(7) 0.9201(7) 0.032(3) Uani 1 1 d . . . . .
H40A H 0.1348 0.0998 0.9537 0.039 Uiso 1 1 calc R U . . .
H40B H 0.1746 0.1719 0.9121 0.039 Uiso 1 1 calc R U . . .
N4 N 0.0984(6) 0.3604(6) 0.9637(6) 0.025(2) Uani 1 1 d . . . . .
I4 I 0.44960(5) 0.54239(5) 0.64921(5) 0.0311(2) Uani 1 1 d . . . . .
C5 C 0.1097(8) 0.2344(8) 1.0271(7) 0.032(3) Uani 1 1 d . . . . .
H5A H 0.1468 0.1969 1.0550 0.038 Uiso 1 1 calc R U . . .
H5B H 0.0684 0.2498 1.0626 0.038 Uiso 1 1 calc R U . . .
C11 C 0.3482(9) 0.7037(8) 0.5111(8) 0.038(3) Uani 1 1 d . . . . .
H50A H 0.3288 0.6761 0.5564 0.045 Uiso 1 1 calc R U . . .
H50B H 0.3014 0.7116 0.4724 0.045 Uiso 1 1 calc R U . . .
I5 I 0.27415(5) 0.51272(5) 0.63384(4) 0.02580(18) Uani 1 1 d . . . . .
I6 I 0.10160(5) 0.48801(5) 0.61338(5) 0.02783(19) Uani 1 1 d . . . . .
C6 C 0.1569(8) 0.3052(7) 1.0051(7) 0.027(3) Uani 1 1 d . . . . .
H61A H 0.1834 0.3299 1.0524 0.033 Uiso 1 1 calc R U . . .
H61B H 0.1993 0.2902 0.9706 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3480(9) 0.6217(8) 0.3479(7) 0.031(3) Uani 1 1 d . . . . .
H60A H 0.3297 0.5781 0.3136 0.037 Uiso 1 1 calc R U . . .
H60B H 0.3015 0.6568 0.3530 0.037 Uiso 1 1 calc R U . . .
I7 I 0.11871(5) 0.58509(5) 0.43815(5) 0.0303(2) Uani 1 1 d . . . . .
C7 C 0.1386(7) 0.4192(7) 0.9176(6) 0.023(3) Uani 1 1 d . . . . .
H7A H 0.1880 0.4380 0.9478 0.028 Uiso 1 1 calc R U . . .
H7B H 0.1019 0.4639 0.9075 0.028 Uiso 1 1 calc R U . . .
C15 C 0.3492(7) 0.7828(7) 0.2645(7) 0.027(3) Uani 1 1 d . . . . .
H70A H 0.3289 0.8104 0.2165 0.033 Uiso 1 1 calc R U . . .
H70B H 0.3033 0.7752 0.2972 0.033 Uiso 1 1 calc R U . . .
C8 C 0.1609(8) 0.3866(7) 0.8415(6) 0.026(3) Uani 1 1 d . . . . .
H81A H 0.1827 0.4283 0.8097 0.031 Uiso 1 1 calc R U . . .
H81B H 0.2035 0.3468 0.8512 0.031 Uiso 1 1 calc R U . . .
C13 C 0.3511(7) 0.8680(8) 0.4279(7) 0.029(3) Uani 1 1 d . . . . .
H80A H 0.3351 0.9124 0.4596 0.035 Uiso 1 1 calc R U . . .
H80B H 0.3030 0.8349 0.4159 0.035 Uiso 1 1 calc R U . . .
I8 I 0.12331(5) 0.64784(5) 0.29147(5) 0.02910(19) Uani 1 1 d . . . . .
N6 N 0.4091(7) 0.6570(7) 0.4766(6) 0.036(3) Uani 1 1 d . . . . .
I9 I 0.13734(5) 0.74177(5) 0.12584(4) 0.02887(19) Uani 1 1 d . . . . .
C10 C 0.3786(9) 0.5909(8) 0.4280(8) 0.036(3) Uani 1 1 d . . . . .
H10C H 0.3340 0.5647 0.4527 0.043 Uiso 1 1 calc R U . . .
H10D H 0.4224 0.5529 0.4227 0.043 Uiso 1 1 calc R U . . .
I10 I 0.12804(5) 0.67207(5) -0.03295(4) 0.02062(17) Uani 1 1 d . . . . .
C16 C 0.3835(9) 0.7061(7) 0.2441(7) 0.030(3) Uani 1 1 d . . . . .
H12A H 0.3415 0.6755 0.2138 0.036 Uiso 1 1 calc R U . . .
H12B H 0.4290 0.7141 0.2111 0.036 Uiso 1 1 calc R U . . .
I12 I 0.38185(5) 1.09709(5) 0.44221(5) 0.02530(18) Uani 1 1 d . . . . .
N8 N 0.4136(6) 0.8298(6) 0.3080(6) 0.030(3) Uani 1 1 d . . . . .
I13 I 0.38133(5) 1.16539(5) 0.29376(5) 0.02547(18) Uani 1 1 d . . . . .
C14 C 0.3825(8) 0.8974(7) 0.3522(8) 0.031(3) Uani 1 1 d . . . . .
H14A H 0.3384 0.9236 0.3202 0.037 Uiso 1 1 calc R U . . .
H14B H 0.4265 0.9353 0.3641 0.037 Uiso 1 1 calc R U . . .
I14 I 0.37606(5) 1.25175(5) 0.13583(5) 0.0305(2) Uani 1 1 d . . . . .
N7 N 0.4146(7) 0.8233(7) 0.4716(6) 0.034(3) Uani 1 1 d . . . . .
I15 I 0.35742(5) 1.16329(5) -0.02344(5) 0.02870(19) Uani 1 1 d . . . . .
C12 C 0.3835(8) 0.7832(7) 0.5376(7) 0.029(3) Uani 1 1 d . . . . .
H16A H 0.3408 0.8149 0.5592 0.035 Uiso 1 1 calc R U . . .
H16B H 0.4277 0.7756 0.5790 0.035 Uiso 1 1 calc R U . . .
I16 I 0.32537(6) 1.10064(5) -0.17224(5) 0.0383(2) Uani 1 1 d . . . . .
N5 N 0.4122(7) 0.6630(7) 0.3144(6) 0.034(3) Uani 1 1 d . . . . .
I11 I 0.13441(5) 0.61433(5) -0.18970(4) 0.02119(17) 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
I1 I2 2.8600(11) . ?
C1 N1 1.461(14) . ?
C1 C2 1.523(17) . ?
N1 C8 1.467(15) . ?
I2 I3 2.9591(11) . ?
C2 N2 1.511(15) . ?
N2 C3 1.486(17) . ?
C3 C4 1.542(18) . ?
N30 C4 1.440(18) . ?
N30 C5 1.470(16) . ?
N4 C7 1.479(15) . ?
N4 C6 1.500(15) . ?
I4 I5 2.9459(13) . ?
C5 C6 1.516(18) . ?
C11 N6 1.456(18) . ?
C11 C12 1.546(18) . ?
I5 I6 2.8874(12) . ?
C9 N5 1.440(17) . ?
C9 C10 1.526(17) . ?
I7 I8 2.7550(13) . ?
C7 C8 1.499(15) . ?
C15 N8 1.493(16) . ?
C15 C16 1.495(17) . ?
C13 N7 1.463(17) . ?
C13 C14 1.528(17) . ?
N6 C10 1.480(17) . ?
I9 I10 2.9802(11) . ?
I10 I11 2.8872(11) . ?
C16 N5 1.468(16) . ?
I12 I13 2.8146(12) . ?
N8 C14 1.508(16) . ?
I13 I14 3.0966(12) . ?
I14 I15 3.1329(12) . ?
N7 C12 1.460(16) . ?
I15 I16 2.7930(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 111.3(9) . . ?
C1 N1 C8 112.9(10) . . ?
I1 I2 I3 178.58(4) . . ?
N2 C2 C1 108.3(11) . . ?
C3 N2 C2 114.2(11) . . ?
N2 C3 C4 110.3(10) . . ?
C4 N30 C5 112.6(11) . . ?
N30 C4 C3 109.1(12) . . ?
C7 N4 C6 112.9(10) . . ?
N30 C5 C6 110.5(10) . . ?
N6 C11 C12 110.7(12) . . ?
I6 I5 I4 177.62(4) . . ?
N4 C6 C5 107.7(11) . . ?
N5 C9 C10 109.4(11) . . ?
N4 C7 C8 111.4(10) . . ?
N8 C15 C16 109.2(11) . . ?
N1 C8 C7 110.2(10) . . ?
N7 C13 C14 109.5(10) . . ?
C11 N6 C10 116.2(11) . . ?
N6 C10 C9 108.4(10) . . ?
I11 I10 I9 173.78(4) . . ?
N5 C16 C15 111.0(10) . . ?
C15 N8 C14 114.5(10) . . ?
I12 I13 I14 175.72(4) . . ?
N8 C14 C13 109.1(10) . . ?
I13 I14 I15 121.86(4) . . ?
C12 N7 C13 111.5(10) . . ?
I16 I15 I14 171.97(4) . . ?
N7 C12 C11 109.9(10) . . ?
C9 N5 C16 112.4(11) . . ?

_refine_diff_density_max         1.440
_refine_diff_density_min         -1.590
_refine_diff_density_rms         0.300



#===END
####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2142723'
loop_
_audit_author_name
_audit_author_address
'Carla Bazzicalupi'
;University of Firenze
Italy
;
_audit_update_record             
;
2022-01-17 deposited with the CCDC.	2022-02-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H22 I4 N4'
_chemical_formula_weight         681.89

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'
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'

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

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

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

_cell_length_a                   9.5774(3)
_cell_length_b                   14.6567(5)
_cell_length_c                   13.1889(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.860(1)
_cell_angle_gamma                90
_cell_volume                     1844.7(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9983
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      36.35

_exptl_crystal_description       prismatic
_exptl_crystal_colour            reddish-brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.455
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    6.745
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1793
_exptl_absorpt_correction_T_max  0.7471
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54776
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_av_R_equivalents  0.0832
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.081
_diffrn_reflns_theta_max         36.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             8943
_reflns_number_gt                7642
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Mercury 3.10.1'
_computing_publication_material  'SHELXL-2014 (Sheldrick 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0206P)²+9.1876P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8943
_refine_ls_number_parameters     161
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.0986
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.072
_refine_ls_shift/su_mean         0.007

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
I2 I 0.47837(3) 0.15112(2) 0.49156(2) 0.01444(5) Uani 1 1 d . . . . .
I3 I 0.77461(3) 0.10563(2) 0.52010(2) 0.01949(6) Uani 1 1 d . . . . .
I4 I 0.75879(2) 0.43133(2) 0.42374(2) 0.01671(5) Uani 1 1 d . . . . .
I1 I 0.17943(3) 0.19862(2) 0.46397(2) 0.02078(6) Uani 1 1 d . . . . .
N1 N 0.4623(3) 0.5469(2) 0.3307(2) 0.0137(5) Uani 1 1 d . . . . .
C1 C 0.5049(4) 0.6429(3) 0.3134(3) 0.0168(6) Uani 1 1 d . . . . .
H1A H 0.5790 0.6440 0.2654 0.020 Uiso 1 1 calc R U . . .
H1B H 0.5439 0.6700 0.3785 0.020 Uiso 1 1 calc R U . . .
C2 C 0.3805(4) 0.6991(3) 0.2702(3) 0.0151(6) Uani 1 1 d . . . . .
H2A H 0.4025 0.7650 0.2771 0.018 Uiso 1 1 calc R U . . .
H2B H 0.3598 0.6852 0.1971 0.018 Uiso 1 1 calc R U . . .
N2 N 0.2586(3) 0.6773(2) 0.3257(2) 0.0128(5) Uani 1 1 d . . . . .
C3 C 0.1262(4) 0.7088(3) 0.2753(3) 0.0185(7) Uani 1 1 d . . . . .
H3A H 0.1226 0.6952 0.2016 0.022 Uiso 1 1 calc R U . . .
H3B H 0.1175 0.7756 0.2838 0.022 Uiso 1 1 calc R U . . .
C4 C 0.0064(4) 0.6605(3) 0.3221(3) 0.0197(7) Uani 1 1 d . . . . .
H4A H -0.0047 0.6863 0.3904 0.024 Uiso 1 1 calc R U . . .
H4B H -0.0820 0.6708 0.2791 0.024 Uiso 1 1 calc R U . . .
N3 N 0.0345(3) 0.5600(2) 0.3313(3) 0.0160(6) Uani 1 1 d . . . . .
C5 C 0.0465(4) 0.5104(3) 0.2344(3) 0.0199(7) Uani 1 1 d . . . . .
H5A H 0.1106 0.5435 0.1922 0.024 Uiso 1 1 calc R U . . .
H5B H -0.0465 0.5062 0.1958 0.024 Uiso 1 1 calc R U . . .
C6 C 0.1033(4) 0.4150(3) 0.2590(3) 0.0210(7) Uani 1 1 d . . . . .
H6A H 0.0343 0.3805 0.2956 0.025 Uiso 1 1 calc R U . . .
H6B H 0.1164 0.3823 0.1948 0.025 Uiso 1 1 calc R U . . .
N4 N 0.2366(4) 0.4185(2) 0.3214(3) 0.0166(6) Uani 1 1 d . . . . .
C8 C 0.4295(4) 0.4896(3) 0.2376(3) 0.0154(6) Uani 1 1 d . . . . .
H8A H 0.5165 0.4764 0.2048 0.018 Uiso 1 1 calc R U . . .
H8B H 0.3644 0.5227 0.1881 0.018 Uiso 1 1 calc R U . . .
C7 C 0.3628(4) 0.4014(3) 0.2689(3) 0.0166(6) Uani 1 1 d . . . . .
H7A H 0.3380 0.3637 0.2077 0.020 Uiso 1 1 calc R U . . .
H7B H 0.4311 0.3667 0.3145 0.020 Uiso 1 1 calc R U . . .
H3 H 0.238(6) 0.392(4) 0.382(5) 0.018(6) Uiso 1 1 d . . . . .
H1 H 0.375(6) 0.549(4) 0.374(5) 0.018(6) Uiso 1 1 d . . . . .
H4 H -0.029(6) 0.533(4) 0.363(5) 0.018(6) Uiso 1 1 d . . . . .
H5 H 0.268(6) 0.698(4) 0.385(5) 0.018(6) Uiso 1 1 d . . . . .
H2 H 0.541(6) 0.509(4) 0.371(4) 0.018(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 I3 2.9078(4) . ?
I2 I1 2.9390(4) . ?
N1 C1 1.488(5) . ?
N1 C8 1.499(5) . ?
C1 C2 1.519(5) . ?
C2 N2 1.464(5) . ?
N2 C3 1.456(5) . ?
C3 C4 1.523(6) . ?
C4 N3 1.501(6) . ?
N3 C5 1.483(5) . ?
C5 C6 1.525(7) . ?
C6 N4 1.460(6) . ?
N4 C7 1.464(5) . ?
C8 C7 1.516(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
I3 I2 I1 179.458(12) . . ?
C1 N1 C8 116.5(3) . . ?
N1 C1 C2 110.7(3) . . ?
N2 C2 C1 109.1(3) . . ?
C3 N2 C2 113.8(3) . . ?
N2 C3 C4 108.9(3) . . ?
N3 C4 C3 110.6(3) . . ?
C5 N3 C4 116.0(3) . . ?
N3 C5 C6 108.6(3) . . ?
N4 C6 C5 111.5(3) . . ?
C6 N4 C7 116.4(3) . . ?
N1 C8 C7 108.6(3) . . ?
N4 C7 C8 111.5(3) . . ?

_refine_diff_density_max         2.652
_refine_diff_density_min         -2.294
_refine_diff_density_rms         0.277



#===END
