# 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_sad_a
_database_code_depnum_ccdc_archive 'CCDC 2027411'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2020-09-04 deposited with the CCDC.	2020-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H46 Br In N4'
_chemical_formula_sum            'C30 H46 Br In N4'
_chemical_formula_weight         657.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0015 0.0009 '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 0.0030 0.0019 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br 0.1811 1.6452 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -1.2843 0.8542 '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                   10.025(2)
_cell_length_b                   11.767(2)
_cell_length_c                   26.548(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.56(2)
_cell_angle_gamma                90
_cell_volume                     3088.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9989
_cell_measurement_theta_min      2.194
_cell_measurement_theta_max      19.3835

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.173
_exptl_crystal_size_mid          0.149
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    1.116
_shelx_estimated_absorpt_T_min   0.830
_shelx_estimated_absorpt_T_max   0.902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7074
_exptl_absorpt_correction_T_max  0.7445
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.56086
_diffrn_radiation_type           AgK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58248
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.867
_diffrn_reflns_theta_max         20.545
_diffrn_reflns_theta_full        19.665
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6337
_reflns_number_gt                5173
_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       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.38A'
_computing_data_reduction        'SAINT V8.38A'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_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)+(0.0183P)²+0.9468P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00069(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6337
_refine_ls_number_parameters     338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0517
_refine_ls_wR_factor_gt          0.0485
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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
In1 In 0.82066(2) 0.32372(2) 0.39223(2) 0.01280(5) Uani 1 1 d . . . . .
Br1 Br 1.03087(2) 0.22861(2) 0.44092(2) 0.02177(7) Uani 1 1 d . . . . .
N1 N 0.67386(18) 0.21362(15) 0.42532(7) 0.0139(4) Uani 1 1 d . . . . .
C1 C 0.6174(2) 0.17786(18) 0.37958(9) 0.0140(5) Uani 1 1 d . . . . .
N2 N 0.67792(18) 0.21890(15) 0.34188(7) 0.0141(4) Uani 1 1 d . . . . .
C2 C 0.4963(2) 0.10158(18) 0.37033(8) 0.0143(5) Uani 1 1 d . . . . .
N3 N 0.75480(18) 0.49939(15) 0.39899(7) 0.0132(4) Uani 1 1 d . . . . .
C3 C 0.3677(2) 0.1482(2) 0.36567(9) 0.0195(5) Uani 1 1 d . . . . .
H3 H 0.357468 0.228174 0.368138 0.023 Uiso 1 1 calc R U . . .
N4 N 0.91872(18) 0.46467(15) 0.35423(7) 0.0161(4) Uani 1 1 d . . . . .
C4 C 0.2544(2) 0.0796(2) 0.35748(9) 0.0213(6) Uani 1 1 d . . . . .
H4 H 0.166760 0.112444 0.353948 0.026 Uiso 1 1 calc R U . . .
C5 C 0.2686(2) -0.0371(2) 0.35443(9) 0.0217(6) Uani 1 1 d . . . . .
H5 H 0.190865 -0.084611 0.349009 0.026 Uiso 1 1 calc R U . . .
C6 C 0.3967(2) -0.0844(2) 0.35931(9) 0.0188(5) Uani 1 1 d . . . . .
H6 H 0.406692 -0.164503 0.357330 0.023 Uiso 1 1 calc R U . . .
C7 C 0.5103(2) -0.01540(19) 0.36707(8) 0.0156(5) Uani 1 1 d . . . . .
H7 H 0.597853 -0.048223 0.370160 0.019 Uiso 1 1 calc R U . . .
C8 C 0.6613(2) 0.16460(18) 0.47590(8) 0.0157(5) Uani 1 1 d . . . . .
C9 C 0.7393(2) 0.05238(19) 0.48347(9) 0.0194(5) Uani 1 1 d . . . . .
H9A H 0.741824 0.025724 0.518593 0.029 Uiso 1 1 calc R U . . .
H9B H 0.831790 0.064070 0.477091 0.029 Uiso 1 1 calc R U . . .
H9C H 0.694047 -0.004521 0.459583 0.029 Uiso 1 1 calc R U . . .
C10 C 0.5150(2) 0.14812(19) 0.48426(9) 0.0190(5) Uani 1 1 d . . . . .
H10A H 0.513783 0.133013 0.520479 0.028 Uiso 1 1 calc R U . . .
H10B H 0.474748 0.083705 0.463765 0.028 Uiso 1 1 calc R U . . .
H10C H 0.462848 0.217110 0.473873 0.028 Uiso 1 1 calc R U . . .
C11 C 0.7272(2) 0.25054(19) 0.51550(9) 0.0210(6) Uani 1 1 d . . . . .
H11A H 0.731526 0.218573 0.549824 0.031 Uiso 1 1 calc R U . . .
H11B H 0.673371 0.320481 0.512643 0.031 Uiso 1 1 calc R U . . .
H11C H 0.818850 0.267696 0.509449 0.031 Uiso 1 1 calc R U . . .
C12 C 0.6253(2) 0.22381(19) 0.28639(9) 0.0173(5) Uani 1 1 d . . . . .
C13 C 0.5137(2) 0.3137(2) 0.27486(10) 0.0253(6) Uani 1 1 d . . . . .
H13A H 0.546714 0.386235 0.290252 0.038 Uiso 1 1 calc R U . . .
H13B H 0.434318 0.289281 0.289148 0.038 Uiso 1 1 calc R U . . .
H13C H 0.488820 0.322982 0.237805 0.038 Uiso 1 1 calc R U . . .
C14 C 0.5743(3) 0.1095(2) 0.26355(9) 0.0264(6) Uani 1 1 d . . . . .
H14A H 0.488254 0.090769 0.274467 0.040 Uiso 1 1 calc R U . . .
H14B H 0.641029 0.050321 0.275335 0.040 Uiso 1 1 calc R U . . .
H14C H 0.561033 0.114093 0.226188 0.040 Uiso 1 1 calc R U . . .
C15 C 0.7460(2) 0.2608(2) 0.26214(9) 0.0247(6) Uani 1 1 d . . . . .
H15A H 0.821143 0.207722 0.272026 0.037 Uiso 1 1 calc R U . . .
H15B H 0.774112 0.337392 0.273950 0.037 Uiso 1 1 calc R U . . .
H15C H 0.720391 0.261062 0.224876 0.037 Uiso 1 1 calc R U . . .
C16 C 0.8454(2) 0.54315(18) 0.37304(8) 0.0132(5) Uani 1 1 d . . . . .
C17 C 0.8622(2) 0.66900(19) 0.36745(9) 0.0149(5) Uani 1 1 d . . . . .
C18 C 0.8100(2) 0.7249(2) 0.32235(9) 0.0169(5) Uani 1 1 d . . . . .
H18 H 0.766169 0.682909 0.293762 0.020 Uiso 1 1 calc R U . . .
C19 C 0.8220(2) 0.8422(2) 0.31907(10) 0.0218(6) Uani 1 1 d . . . . .
H19 H 0.786362 0.880236 0.288215 0.026 Uiso 1 1 calc R U . . .
C20 C 0.8857(2) 0.9036(2) 0.36053(10) 0.0252(6) Uani 1 1 d . . . . .
H20 H 0.893746 0.983791 0.358138 0.030 Uiso 1 1 calc R U . . .
C21 C 0.9376(2) 0.8486(2) 0.40539(10) 0.0233(6) Uani 1 1 d . . . . .
H21 H 0.981425 0.890888 0.433894 0.028 Uiso 1 1 calc R U . . .
C22 C 0.9257(2) 0.73148(19) 0.40887(9) 0.0186(5) Uani 1 1 d . . . . .
H22 H 0.961402 0.693839 0.439848 0.022 Uiso 1 1 calc R U . . .
C23 C 0.6475(2) 0.55595(18) 0.42232(9) 0.0156(5) Uani 1 1 d . . . . .
C24 C 0.5297(2) 0.4721(2) 0.41695(10) 0.0228(6) Uani 1 1 d . . . . .
H24A H 0.456490 0.504186 0.432806 0.034 Uiso 1 1 calc R U . . .
H24B H 0.560303 0.400541 0.433933 0.034 Uiso 1 1 calc R U . . .
H24C H 0.496561 0.457736 0.380663 0.034 Uiso 1 1 calc R U . . .
C25 C 0.7012(3) 0.5781(2) 0.47862(9) 0.0241(6) Uani 1 1 d . . . . .
H25A H 0.736874 0.507309 0.495027 0.036 Uiso 1 1 calc R U . . .
H25B H 0.627668 0.606381 0.495374 0.036 Uiso 1 1 calc R U . . .
H25C H 0.773540 0.634975 0.481662 0.036 Uiso 1 1 calc R U . . .
C26 C 0.5913(2) 0.66677(19) 0.39676(10) 0.0219(6) Uani 1 1 d . . . . .
H26A H 0.659838 0.726636 0.403685 0.033 Uiso 1 1 calc R U . . .
H26B H 0.510293 0.689406 0.410446 0.033 Uiso 1 1 calc R U . . .
H26C H 0.567794 0.655074 0.359796 0.033 Uiso 1 1 calc R U . . .
C27 C 1.0395(2) 0.4833(2) 0.32935(9) 0.0206(6) Uani 1 1 d . . . . .
C28 C 1.0983(3) 0.3658(2) 0.32302(11) 0.0332(7) Uani 1 1 d . . . . .
H28A H 1.123351 0.330150 0.356618 0.050 Uiso 1 1 calc R U . . .
H28B H 1.178805 0.372904 0.306727 0.050 Uiso 1 1 calc R U . . .
H28C H 1.030723 0.318776 0.301630 0.050 Uiso 1 1 calc R U . . .
C29 C 1.0019(3) 0.5358(2) 0.27642(10) 0.0301(6) Uani 1 1 d . . . . .
H29A H 0.974113 0.614930 0.279714 0.045 Uiso 1 1 calc R U . . .
H29B H 0.926992 0.492898 0.256752 0.045 Uiso 1 1 calc R U . . .
H29C H 1.080223 0.533267 0.258758 0.045 Uiso 1 1 calc R U . . .
C30 C 1.1473(3) 0.5549(3) 0.36211(12) 0.0455(8) Uani 1 1 d . . . . .
H30A H 1.166677 0.522966 0.396636 0.068 Uiso 1 1 calc R U . . .
H30B H 1.114439 0.633066 0.363797 0.068 Uiso 1 1 calc R U . . .
H30C H 1.230012 0.554856 0.346963 0.068 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 N2 2.1727(18) . ?
In1 N3 2.1864(18) . ?
In1 N1 2.2462(18) . ?
In1 N4 2.2503(19) . ?
In1 Br1 2.5415(6) . ?
In1 C1 2.643(2) . ?
In1 C16 2.651(2) . ?
N1 C1 1.321(3) . ?
N1 C8 1.486(3) . ?
C1 N2 1.343(3) . ?
C1 C2 1.497(3) . ?
N2 C12 1.481(3) . ?
C2 C7 1.388(3) . ?
C2 C3 1.388(3) . ?
N3 C16 1.331(3) . ?
N3 C23 1.485(3) . ?
C3 C4 1.381(3) . ?
N4 C16 1.328(3) . ?
N4 C27 1.489(3) . ?
C4 C5 1.385(3) . ?
C5 C6 1.386(3) . ?
C6 C7 1.386(3) . ?
C8 C11 1.528(3) . ?
C8 C9 1.530(3) . ?
C8 C10 1.532(3) . ?
C12 C15 1.526(3) . ?
C12 C14 1.528(3) . ?
C12 C13 1.533(3) . ?
C16 C17 1.501(3) . ?
C17 C22 1.387(3) . ?
C17 C18 1.390(3) . ?
C18 C19 1.389(3) . ?
C19 C20 1.381(3) . ?
C20 C21 1.379(3) . ?
C21 C22 1.388(3) . ?
C23 C25 1.525(3) . ?
C23 C24 1.528(3) . ?
C23 C26 1.534(3) . ?
C27 C28 1.523(3) . ?
C27 C30 1.524(4) . ?
C27 C29 1.524(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 In1 N3 114.22(7) . . ?
N2 In1 N1 60.38(7) . . ?
N3 In1 N1 106.67(7) . . ?
N2 In1 N4 115.77(7) . . ?
N3 In1 N4 60.02(7) . . ?
N1 In1 N4 164.53(6) . . ?
N2 In1 Br1 117.94(5) . . ?
N3 In1 Br1 127.65(5) . . ?
N1 In1 Br1 95.10(5) . . ?
N4 In1 Br1 99.53(5) . . ?
N2 In1 C1 30.45(7) . . ?
N3 In1 C1 112.80(7) . . ?
N1 In1 C1 29.96(7) . . ?
N4 In1 C1 143.77(7) . . ?
Br1 In1 C1 109.59(5) . . ?
N2 In1 C16 120.52(7) . . ?
N3 In1 C16 30.03(7) . . ?
N1 In1 C16 136.48(7) . . ?
N4 In1 C16 30.04(6) . . ?
Br1 In1 C16 115.49(5) . . ?
C1 In1 C16 134.66(6) . . ?
C1 N1 C8 128.30(18) . . ?
C1 N1 In1 91.87(14) . . ?
C8 N1 In1 137.44(14) . . ?
N1 C1 N2 113.14(19) . . ?
N1 C1 C2 123.6(2) . . ?
N2 C1 C2 123.2(2) . . ?
N1 C1 In1 58.16(11) . . ?
N2 C1 In1 55.05(11) . . ?
C2 C1 In1 175.97(15) . . ?
C1 N2 C12 128.66(19) . . ?
C1 N2 In1 94.50(14) . . ?
C12 N2 In1 132.78(14) . . ?
C7 C2 C3 119.2(2) . . ?
C7 C2 C1 121.16(19) . . ?
C3 C2 C1 119.59(19) . . ?
C16 N3 C23 130.26(18) . . ?
C16 N3 In1 94.69(13) . . ?
C23 N3 In1 135.04(14) . . ?
C4 C3 C2 120.7(2) . . ?
C16 N4 C27 127.29(19) . . ?
C16 N4 In1 91.93(13) . . ?
C27 N4 In1 139.07(14) . . ?
C3 C4 C5 119.9(2) . . ?
C4 C5 C6 119.7(2) . . ?
C5 C6 C7 120.3(2) . . ?
C6 C7 C2 120.1(2) . . ?
N1 C8 C11 105.86(17) . . ?
N1 C8 C9 109.62(18) . . ?
C11 C8 C9 109.15(19) . . ?
N1 C8 C10 114.00(18) . . ?
C11 C8 C10 107.38(19) . . ?
C9 C8 C10 110.61(18) . . ?
N2 C12 C15 104.73(18) . . ?
N2 C12 C14 113.62(18) . . ?
C15 C12 C14 108.7(2) . . ?
N2 C12 C13 110.68(19) . . ?
C15 C12 C13 108.82(19) . . ?
C14 C12 C13 110.1(2) . . ?
N4 C16 N3 113.16(19) . . ?
N4 C16 C17 124.8(2) . . ?
N3 C16 C17 122.01(19) . . ?
N4 C16 In1 58.02(11) . . ?
N3 C16 In1 55.27(11) . . ?
C17 C16 In1 174.68(16) . . ?
C22 C17 C18 119.3(2) . . ?
C22 C17 C16 119.3(2) . . ?
C18 C17 C16 121.3(2) . . ?
C19 C18 C17 120.0(2) . . ?
C20 C19 C18 120.2(2) . . ?
C21 C20 C19 120.0(2) . . ?
C20 C21 C22 119.9(2) . . ?
C17 C22 C21 120.5(2) . . ?
N3 C23 C25 108.88(18) . . ?
N3 C23 C24 105.91(18) . . ?
C25 C23 C24 110.10(19) . . ?
N3 C23 C26 115.79(18) . . ?
C25 C23 C26 109.41(19) . . ?
C24 C23 C26 106.62(19) . . ?
N4 C27 C28 105.87(19) . . ?
N4 C27 C30 112.3(2) . . ?
C28 C27 C30 108.3(2) . . ?
N4 C27 C29 111.93(19) . . ?
C28 C27 C29 107.9(2) . . ?
C30 C27 C29 110.2(2) . . ?

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
C8 N1 C1 N2 -161.9(2) . . . . ?
In1 N1 C1 N2 2.92(18) . . . . ?
C8 N1 C1 C2 19.5(3) . . . . ?
In1 N1 C1 C2 -175.70(18) . . . . ?
C8 N1 C1 In1 -164.8(2) . . . . ?
N1 C1 N2 C12 -162.3(2) . . . . ?
C2 C1 N2 C12 16.3(3) . . . . ?
In1 C1 N2 C12 -159.3(2) . . . . ?
N1 C1 N2 In1 -3.03(19) . . . . ?
C2 C1 N2 In1 175.60(17) . . . . ?
N1 C1 C2 C7 -94.4(3) . . . . ?
N2 C1 C2 C7 87.1(3) . . . . ?
N1 C1 C2 C3 84.6(3) . . . . ?
N2 C1 C2 C3 -93.8(3) . . . . ?
C7 C2 C3 C4 -0.5(4) . . . . ?
C1 C2 C3 C4 -179.6(2) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5 C6 C7 C2 0.4(3) . . . . ?
C3 C2 C7 C6 -0.1(3) . . . . ?
C1 C2 C7 C6 179.0(2) . . . . ?
C1 N1 C8 C11 -170.6(2) . . . . ?
In1 N1 C8 C11 32.2(3) . . . . ?
C1 N1 C8 C9 71.8(3) . . . . ?
In1 N1 C8 C9 -85.4(2) . . . . ?
C1 N1 C8 C10 -52.8(3) . . . . ?
In1 N1 C8 C10 150.05(16) . . . . ?
C1 N2 C12 C15 -171.1(2) . . . . ?
In1 N2 C12 C15 37.6(3) . . . . ?
C1 N2 C12 C14 -52.7(3) . . . . ?
In1 N2 C12 C14 156.00(17) . . . . ?
C1 N2 C12 C13 71.8(3) . . . . ?
In1 N2 C12 C13 -79.6(2) . . . . ?
C27 N4 C16 N3 -171.5(2) . . . . ?
In1 N4 C16 N3 -4.07(19) . . . . ?
C27 N4 C16 C17 7.2(4) . . . . ?
In1 N4 C16 C17 174.61(19) . . . . ?
C27 N4 C16 In1 -167.4(2) . . . . ?
C23 N3 C16 N4 -174.7(2) . . . . ?
In1 N3 C16 N4 4.20(19) . . . . ?
C23 N3 C16 C17 6.6(3) . . . . ?
In1 N3 C16 C17 -174.52(18) . . . . ?
C23 N3 C16 In1 -178.9(3) . . . . ?
N4 C16 C17 C22 -104.4(3) . . . . ?
N3 C16 C17 C22 74.2(3) . . . . ?
N4 C16 C17 C18 78.5(3) . . . . ?
N3 C16 C17 C18 -102.9(3) . . . . ?
C22 C17 C18 C19 0.1(3) . . . . ?
C16 C17 C18 C19 177.2(2) . . . . ?
C17 C18 C19 C20 0.0(3) . . . . ?
C18 C19 C20 C21 0.0(4) . . . . ?
C19 C20 C21 C22 0.0(4) . . . . ?
C18 C17 C22 C21 -0.2(3) . . . . ?
C16 C17 C22 C21 -177.3(2) . . . . ?
C20 C21 C22 C17 0.1(4) . . . . ?
C16 N3 C23 C25 -95.7(3) . . . . ?
In1 N3 C23 C25 85.8(2) . . . . ?
C16 N3 C23 C24 145.9(2) . . . . ?
In1 N3 C23 C24 -32.6(3) . . . . ?
C16 N3 C23 C26 28.0(3) . . . . ?
In1 N3 C23 C26 -150.47(17) . . . . ?
C16 N4 C27 C28 170.8(2) . . . . ?
In1 N4 C27 C28 10.2(3) . . . . ?
C16 N4 C27 C30 52.7(3) . . . . ?
In1 N4 C27 C30 -107.8(2) . . . . ?
C16 N4 C27 C29 -71.9(3) . . . . ?
In1 N4 C27 C29 127.5(2) . . . . ?

_refine_diff_density_max         0.393
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.077

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2027413'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2020-09-04 deposited with the CCDC.	2020-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H46 I In N4'
_chemical_formula_sum            'C30 H46 I In N4'
_chemical_formula_weight         704.43

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'
In In -0.7276 1.3100 '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'

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

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

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

_cell_length_a                   20.114(3)
_cell_length_b                   9.710(2)
_cell_length_c                   16.382(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.76(2)
_cell_angle_gamma                90
_cell_volume                     3188.5(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9024
_cell_measurement_theta_min      2.6035
_cell_measurement_theta_max      27.4895

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_F_000             1424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.347
_exptl_crystal_size_mid          0.228
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    1.733
_shelx_estimated_absorpt_T_min   0.585
_shelx_estimated_absorpt_T_max   0.757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3831
_exptl_absorpt_correction_T_max  0.4311
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            54423
_diffrn_reflns_av_unetI/netI     0.0097
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.032
_diffrn_reflns_theta_max         28.334
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3971
_reflns_number_gt                3817
_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       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.38A'
_computing_data_reduction        'SAINT V8.38A'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_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)+(0.0162P)²+3.5485P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3971
_refine_ls_number_parameters     219
_refine_ls_number_restraints     318
_refine_ls_R_factor_all          0.0153
_refine_ls_R_factor_gt           0.0146
_refine_ls_wR_factor_ref         0.0369
_refine_ls_wR_factor_gt          0.0364
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.086
_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 0.500000 0.39907(2) 0.250000 0.03050(4) Uani 1 2 d DS T P A .
In1 In 0.500000 0.68228(2) 0.250000 0.01670(3) Uani 1 2 d DS T P A .
C1 C 0.61618(6) 0.80342(12) 0.28910(8) 0.0187(2) Uani 1 1 d D . . . .
N1 N 0.5847(2) 0.8069(4) 0.2124(2) 0.0177(7) Uani 0.732(3) 1 d D U P A 1
C8 C 0.5923(2) 0.9104(4) 0.1468(3) 0.0191(7) Uani 0.732(3) 1 d D U P A 1
C9 C 0.66448(9) 0.9399(2) 0.12935(11) 0.0246(4) Uani 0.732(3) 1 d D U P A 1
H9A H 0.688609 0.852792 0.125438 0.037 Uiso 0.732(3) 1 calc R U P A 1
H9B H 0.686091 0.995579 0.173872 0.037 Uiso 0.732(3) 1 calc R U P A 1
H9C H 0.664973 0.990264 0.077564 0.037 Uiso 0.732(3) 1 calc R U P A 1
C10 C 0.55624(9) 0.8501(2) 0.06881(11) 0.0260(4) Uani 0.732(3) 1 d D U P A 1
H10A H 0.559121 0.915001 0.023423 0.039 Uiso 0.732(3) 1 calc R U P A 1
H10B H 0.509280 0.833948 0.077640 0.039 Uiso 0.732(3) 1 calc R U P A 1
H10C H 0.577255 0.762796 0.055468 0.039 Uiso 0.732(3) 1 calc R U P A 1
C11 C 0.55749(10) 1.04530(18) 0.16702(12) 0.0273(4) Uani 0.732(3) 1 d D U P A 1
H11A H 0.559235 1.109688 0.121182 0.041 Uiso 0.732(3) 1 calc R U P A 1
H11B H 0.580149 1.085979 0.216537 0.041 Uiso 0.732(3) 1 calc R U P A 1
H11C H 0.510840 1.026401 0.176247 0.041 Uiso 0.732(3) 1 calc R U P A 1
N1' N 0.5771(5) 0.8304(10) 0.2234(6) 0.0173(18) Uani 0.268(3) 1 d D U P A 2
C8' C 0.5878(5) 0.9330(10) 0.1571(6) 0.0162(16) Uani 0.268(3) 1 d D U P A 2
C9' C 0.6247(3) 1.0659(5) 0.1852(3) 0.0246(10) Uani 0.268(3) 1 d D U P A 2
H9'A H 0.623434 1.131329 0.139595 0.037 Uiso 0.268(3) 1 calc R U P A 2
H9'B H 0.671229 1.044086 0.203193 0.037 Uiso 0.268(3) 1 calc R U P A 2
H9'C H 0.603019 1.106788 0.230829 0.037 Uiso 0.268(3) 1 calc R U P A 2
C10' C 0.6269(3) 0.8606(5) 0.0936(3) 0.0308(12) Uani 0.268(3) 1 d D U P A 2
H10D H 0.603632 0.775909 0.075441 0.046 Uiso 0.268(3) 1 calc R U P A 2
H10E H 0.671652 0.837649 0.118109 0.046 Uiso 0.268(3) 1 calc R U P A 2
H10F H 0.630542 0.921627 0.046576 0.046 Uiso 0.268(3) 1 calc R U P A 2
C11' C 0.5188(2) 0.9735(6) 0.1208(3) 0.0279(11) Uani 0.268(3) 1 d D U P A 2
H11D H 0.522806 1.037988 0.075429 0.042 Uiso 0.268(3) 1 calc R U P A 2
H11E H 0.494326 1.017542 0.162980 0.042 Uiso 0.268(3) 1 calc R U P A 2
H11F H 0.494679 0.891058 0.100388 0.042 Uiso 0.268(3) 1 calc R U P A 2
N2 N 0.58755(5) 0.72057(11) 0.34056(6) 0.01797(19) Uani 1 1 d D . . . .
C2 C 0.67898(6) 0.88245(13) 0.31257(8) 0.0206(2) Uani 1 1 d . . . . .
C3 C 0.74064(6) 0.83324(15) 0.29310(8) 0.0244(3) Uani 1 1 d . . . . .
H3 H 0.743498 0.747940 0.265212 0.029 Uiso 1 1 calc R U . . .
C4 C 0.79827(7) 0.90930(18) 0.31458(9) 0.0340(3) Uani 1 1 d . . . . .
H4 H 0.840380 0.875725 0.301194 0.041 Uiso 1 1 calc R U . . .
C5 C 0.79434(8) 1.03310(17) 0.35520(10) 0.0398(4) Uani 1 1 d . . . . .
H5 H 0.833693 1.084759 0.369527 0.048 Uiso 1 1 calc R U . . .
C6 C 0.73310(9) 1.08219(18) 0.37512(11) 0.0413(4) Uani 1 1 d . . . . .
H6 H 0.730538 1.167173 0.403422 0.050 Uiso 1 1 calc R U . . .
C7 C 0.67520(8) 1.00710(16) 0.35371(10) 0.0328(3) Uani 1 1 d . . . . .
H7 H 0.633197 1.041059 0.367208 0.039 Uiso 1 1 calc R U . . .
C12 C 0.61922(6) 0.65735(13) 0.41686(7) 0.0195(2) Uani 1 1 d D . . . .
C13 C 0.67169(8) 0.55221(15) 0.39618(9) 0.0312(3) Uani 1 1 d D . . . .
H13A H 0.651414 0.484875 0.357099 0.047 Uiso 1 1 calc R U . . .
H13B H 0.689031 0.504740 0.446289 0.047 Uiso 1 1 calc R U . . .
H13C H 0.708303 0.599511 0.371888 0.047 Uiso 1 1 calc R U . . .
C14 C 0.64991(7) 0.76213(15) 0.47890(8) 0.0300(3) Uani 1 1 d D . . . .
H14A H 0.691015 0.799379 0.459396 0.045 Uiso 1 1 calc R U . . .
H14B H 0.660166 0.716802 0.531900 0.045 Uiso 1 1 calc R U . . .
H14C H 0.618184 0.837250 0.485108 0.045 Uiso 1 1 calc R U . . .
C15 C 0.56417(8) 0.5808(2) 0.45747(9) 0.0375(4) Uani 1 1 d D . . . .
H15A H 0.530783 0.646899 0.473369 0.056 Uiso 1 1 calc R U . . .
H15B H 0.583604 0.532346 0.506244 0.056 Uiso 1 1 calc R U . . .
H15C H 0.542882 0.513975 0.418777 0.056 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 In1 2.7500(6) . ?
In1 N1' 2.186(10) . ?
In1 N1' 2.186(10) 2_655 ?
In1 N1 2.217(4) . ?
In1 N1 2.217(4) 2_655 ?
In1 N2 2.2375(11) . ?
In1 N2 2.2375(11) 2_655 ?
In1 C1 2.6469(12) 2_655 ?
In1 C1 2.6470(12) . ?
C1 N1' 1.305(11) . ?
C1 N2 1.3304(15) . ?
C1 N1 1.359(4) . ?
C1 C2 1.5006(16) . ?
N1 C8 1.489(4) . ?
C8 C9 1.530(4) . ?
C8 C10 1.532(4) . ?
C8 C11 1.534(4) . ?
N1' C8' 1.502(11) . ?
C8' C11' 1.516(10) . ?
C8' C10' 1.526(10) . ?
C8' C9' 1.540(10) . ?
N2 C12 1.4876(15) . ?
C2 C7 1.390(2) . ?
C2 C3 1.3905(18) . ?
C3 C4 1.3948(19) . ?
C4 C5 1.379(3) . ?
C5 C6 1.385(3) . ?
C6 C7 1.394(2) . ?
C12 C13 1.5264(18) . ?
C12 C15 1.5311(18) . ?
C12 C14 1.5313(18) . ?

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 In1 N1 113.8(2) . 2_655 ?
N1' In1 N2 59.3(3) . . ?
N1' In1 N2 106.9(3) 2_655 . ?
N1 In1 N2 60.86(10) . . ?
N1 In1 N2 107.79(10) 2_655 . ?
N1' In1 N2 106.9(3) . 2_655 ?
N1' In1 N2 59.3(3) 2_655 2_655 ?
N1 In1 N2 107.79(10) . 2_655 ?
N1 In1 N2 60.86(10) 2_655 2_655 ?
N2 In1 N2 160.87(5) . 2_655 ?
N1 In1 C1 111.91(11) . 2_655 ?
N1 In1 C1 30.87(10) 2_655 2_655 ?
N2 In1 C1 135.81(4) . 2_655 ?
N2 In1 C1 30.15(4) 2_655 2_655 ?
N1' In1 C1 29.4(3) . . ?
N1' In1 C1 106.6(3) 2_655 . ?
N1 In1 C1 30.87(10) . . ?
N1 In1 C1 111.91(11) 2_655 . ?
N2 In1 C1 30.15(4) . . ?
N2 In1 C1 135.81(4) 2_655 . ?
C1 In1 C1 127.23(5) 2_655 . ?
N1' In1 I1 131.2(3) . . ?
N1' In1 I1 131.2(3) 2_655 . ?
N1 In1 I1 123.08(10) . . ?
N1 In1 I1 123.08(10) 2_655 . ?
N2 In1 I1 99.57(3) . . ?
N2 In1 I1 99.57(3) 2_655 . ?
C1 In1 I1 116.38(3) 2_655 . ?
C1 In1 I1 116.38(3) . . ?
N1' C1 N2 112.4(4) . . ?
N2 C1 N1 114.02(18) . . ?
N1' C1 C2 123.0(4) . . ?
N2 C1 C2 123.12(11) . . ?
N1 C1 C2 122.83(18) . . ?
N1' C1 In1 55.3(4) . . ?
N2 C1 In1 57.64(6) . . ?
N1 C1 In1 56.82(16) . . ?
C2 C1 In1 175.39(9) . . ?
C1 N1 C8 128.0(3) . . ?
C1 N1 In1 92.30(19) . . ?
C8 N1 In1 134.1(3) . . ?
N1 C8 C9 114.7(3) . . ?
N1 C8 C10 105.9(3) . . ?
C9 C8 C10 107.8(3) . . ?
N1 C8 C11 110.1(3) . . ?
C9 C8 C11 109.7(3) . . ?
C10 C8 C11 108.2(3) . . ?
C1 N1' C8' 128.1(8) . . ?
C1 N1' In1 95.3(5) . . ?
C8' N1' In1 136.6(7) . . ?
N1' C8' C11' 105.9(7) . . ?
N1' C8' C10' 107.5(7) . . ?
C11' C8' C10' 111.0(7) . . ?
N1' C8' C9' 115.7(8) . . ?
C11' C8' C9' 107.7(7) . . ?
C10' C8' C9' 109.1(7) . . ?
C1 N2 C12 127.17(10) . . ?
C1 N2 In1 92.22(7) . . ?
C12 N2 In1 138.35(8) . . ?
C7 C2 C3 119.74(12) . . ?
C7 C2 C1 119.38(12) . . ?
C3 C2 C1 120.88(12) . . ?
C2 C3 C4 119.91(14) . . ?
C5 C4 C3 120.22(15) . . ?
C4 C5 C6 120.09(14) . . ?
C5 C6 C7 120.10(16) . . ?
C2 C7 C6 119.94(15) . . ?
N2 C12 C13 110.20(10) . . ?
N2 C12 C15 106.90(10) . . ?
C13 C12 C15 108.04(12) . . ?
N2 C12 C14 113.86(11) . . ?
C13 C12 C14 110.10(11) . . ?
C15 C12 C14 107.49(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 N1 C8 163.8(3) . . . . ?
C2 C1 N1 C8 -18.2(5) . . . . ?
In1 C1 N1 C8 156.4(4) . . . . ?
N2 C1 N1 In1 7.4(2) . . . . ?
C2 C1 N1 In1 -174.51(10) . . . . ?
C1 N1 C8 C9 50.3(5) . . . . ?
In1 N1 C8 C9 -163.6(3) . . . . ?
C1 N1 C8 C10 169.1(3) . . . . ?
In1 N1 C8 C10 -44.8(4) . . . . ?
C1 N1 C8 C11 -74.0(5) . . . . ?
In1 N1 C8 C11 72.0(4) . . . . ?
N2 C1 N1' C8' 171.3(8) . . . . ?
C2 C1 N1' C8' 4.8(13) . . . . ?
In1 C1 N1' C8' 179.6(13) . . . . ?
N2 C1 N1' In1 -8.3(5) . . . . ?
C2 C1 N1' In1 -174.83(11) . . . . ?
C1 N1' C8' C11' -153.2(9) . . . . ?
In1 N1' C8' C11' 26.2(12) . . . . ?
C1 N1' C8' C10' 88.1(11) . . . . ?
In1 N1' C8' C10' -92.5(11) . . . . ?
C1 N1' C8' C9' -34.0(14) . . . . ?
In1 N1' C8' C9' 145.4(8) . . . . ?
N1' C1 N2 C12 173.4(5) . . . . ?
N1 C1 N2 C12 158.0(2) . . . . ?
C2 C1 N2 C12 -20.03(19) . . . . ?
In1 C1 N2 C12 165.39(13) . . . . ?
N1' C1 N2 In1 8.0(5) . . . . ?
N1 C1 N2 In1 -7.4(2) . . . . ?
C2 C1 N2 In1 174.59(11) . . . . ?
N1' C1 C2 C7 82.4(6) . . . . ?
N2 C1 C2 C7 -82.70(16) . . . . ?
N1 C1 C2 C7 99.4(2) . . . . ?
N1' C1 C2 C3 -97.0(6) . . . . ?
N2 C1 C2 C3 97.86(15) . . . . ?
N1 C1 C2 C3 -80.0(3) . . . . ?
C7 C2 C3 C4 -0.3(2) . . . . ?
C1 C2 C3 C4 179.16(12) . . . . ?
C2 C3 C4 C5 0.1(2) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
C4 C5 C6 C7 -0.4(2) . . . . ?
C3 C2 C7 C6 0.1(2) . . . . ?
C1 C2 C7 C6 -179.35(14) . . . . ?
C5 C6 C7 C2 0.3(2) . . . . ?
C1 N2 C12 C13 -67.32(16) . . . . ?
In1 N2 C12 C13 90.39(14) . . . . ?
C1 N2 C12 C15 175.51(13) . . . . ?
In1 N2 C12 C15 -26.79(17) . . . . ?
C1 N2 C12 C14 56.96(16) . . . . ?
In1 N2 C12 C14 -145.34(10) . . . . ?

_refine_diff_density_max         0.751
_refine_diff_density_min         -0.766
_refine_diff_density_rms         0.049

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

data_sad
_database_code_depnum_ccdc_archive 'CCDC 2027412'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2020-09-04 deposited with the CCDC.	2020-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H46 Br In N4, 0.5 (C7 H8)'
_chemical_formula_sum            'C33.50 H50 Br In N4'
_chemical_formula_weight         703.50

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.763(2)
_cell_length_b                   21.991(3)
_cell_length_c                   15.761(2)
_cell_angle_alpha                90
_cell_angle_beta                 94.32(2)
_cell_angle_gamma                90
_cell_volume                     3374.2(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9855
_cell_measurement_theta_min      2.2605
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_F_000             1452
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.374
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.128
_exptl_absorpt_coefficient_mu    1.912
_shelx_estimated_absorpt_T_min   0.535
_shelx_estimated_absorpt_T_max   0.792
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3177
_exptl_absorpt_correction_T_max  0.4305
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74445
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.593
_diffrn_reflns_theta_max         27.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7762
_reflns_number_gt                7057
_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       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.38A'
_computing_data_reduction        'SAINT V8.38A'
_computing_structure_solution    
'SHELXT(G.M.Sheldrick,Acta Cryst.(2015)A71,3-8)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_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)+(0.0195P)²+1.3231P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7762
_refine_ls_number_parameters     401
_refine_ls_number_restraints     118
_refine_ls_R_factor_all          0.0209
_refine_ls_R_factor_gt           0.0172
_refine_ls_wR_factor_ref         0.0415
_refine_ls_wR_factor_gt          0.0402
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.002
_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
In1 In 0.27527(2) 0.73895(2) 0.68317(2) 0.01276(3) Uani 1 1 d . . . . .
Br1 Br 0.05179(2) 0.68750(2) 0.62752(2) 0.02026(4) Uani 1 1 d . . . . .
N1 N 0.40995(11) 0.69993(5) 0.78582(7) 0.0147(2) Uani 1 1 d . . . . .
N2 N 0.41597(11) 0.66293(5) 0.65436(7) 0.0156(2) Uani 1 1 d . . . . .
N3 N 0.18657(11) 0.82866(5) 0.71553(7) 0.0147(2) Uani 1 1 d . . . . .
N4 N 0.35973(11) 0.82274(5) 0.63129(7) 0.0159(2) Uani 1 1 d . . . . .
C1 C 0.47099(13) 0.66138(6) 0.73387(8) 0.0150(3) Uani 1 1 d . . . . .
C2 C 0.59011(13) 0.62199(6) 0.76320(8) 0.0154(3) Uani 1 1 d . . . . .
C3 C 0.72366(14) 0.64206(6) 0.75384(9) 0.0181(3) Uani 1 1 d . . . . .
H3 H 0.738413 0.680308 0.728021 0.022 Uiso 1 1 calc R U . . .
C4 C 0.83487(15) 0.60638(7) 0.78208(10) 0.0228(3) Uani 1 1 d . . . . .
H4 H 0.925722 0.620388 0.776220 0.027 Uiso 1 1 calc R U . . .
C5 C 0.81353(15) 0.55022(7) 0.81890(10) 0.0252(3) Uani 1 1 d . . . . .
H5 H 0.889846 0.525940 0.838685 0.030 Uiso 1 1 calc R U . . .
C6 C 0.68096(15) 0.52943(7) 0.82689(9) 0.0225(3) Uani 1 1 d . . . . .
H6 H 0.666587 0.490623 0.851170 0.027 Uiso 1 1 calc R U . . .
C7 C 0.56925(14) 0.56531(6) 0.79941(8) 0.0175(3) Uani 1 1 d . . . . .
H7 H 0.478520 0.551172 0.805337 0.021 Uiso 1 1 calc R U . . .
C8 C 0.46547(14) 0.72463(6) 0.86931(8) 0.0171(3) Uani 1 1 d . . . . .
C9 C 0.52157(16) 0.67634(7) 0.93300(9) 0.0233(3) Uani 1 1 d . . . . .
H9A H 0.453974 0.643642 0.936235 0.035 Uiso 1 1 calc R U . . .
H9B H 0.539346 0.694946 0.989258 0.035 Uiso 1 1 calc R U . . .
H9C H 0.607252 0.659591 0.914215 0.035 Uiso 1 1 calc R U . . .
C10 C 0.34402(16) 0.75628(7) 0.90647(9) 0.0237(3) Uani 1 1 d . . . . .
H10A H 0.310706 0.789218 0.868433 0.036 Uiso 1 1 calc R U . . .
H10B H 0.373497 0.773108 0.962469 0.036 Uiso 1 1 calc R U . . .
H10C H 0.270036 0.726812 0.912327 0.036 Uiso 1 1 calc R U . . .
C11 C 0.57690(16) 0.77213(7) 0.85594(10) 0.0250(3) Uani 1 1 d . . . . .
H11A H 0.655850 0.752268 0.832795 0.037 Uiso 1 1 calc R U . . .
H11B H 0.606041 0.791234 0.910518 0.037 Uiso 1 1 calc R U . . .
H11C H 0.539988 0.803240 0.815977 0.037 Uiso 1 1 calc R U . . .
C12 C 0.42935(15) 0.61781(7) 0.58518(9) 0.0193(3) Uani 1 1 d . . . . .
C13 C 0.35028(18) 0.55979(7) 0.60374(10) 0.0272(3) Uani 1 1 d . . . . .
H13A H 0.354917 0.531317 0.556210 0.041 Uiso 1 1 calc R U . . .
H13B H 0.254089 0.569946 0.610887 0.041 Uiso 1 1 calc R U . . .
H13C H 0.391206 0.540954 0.656019 0.041 Uiso 1 1 calc R U . . .
C14 C 0.57846(16) 0.60240(8) 0.56877(10) 0.0300(4) Uani 1 1 d . . . . .
H14A H 0.579813 0.578603 0.516272 0.045 Uiso 1 1 calc R U . . .
H14B H 0.620263 0.578658 0.616575 0.045 Uiso 1 1 calc R U . . .
H14C H 0.630462 0.640099 0.563006 0.045 Uiso 1 1 calc R U . . .
C15 C 0.36091(16) 0.64743(7) 0.50486(9) 0.0234(3) Uani 1 1 d . . . . .
H15A H 0.362784 0.619065 0.456995 0.035 Uiso 1 1 calc R U . . .
H15B H 0.410710 0.684595 0.491998 0.035 Uiso 1 1 calc R U . . .
H15C H 0.265463 0.657567 0.514182 0.035 Uiso 1 1 calc R U . . .
C16 C 0.27004(13) 0.85889(6) 0.66699(8) 0.0144(3) Uani 1 1 d . . . . .
C17 C 0.26748(13) 0.92656(6) 0.65491(9) 0.0163(3) Uani 1 1 d . . . . .
C18 C 0.32621(14) 0.96395(7) 0.71938(9) 0.0200(3) Uani 1 1 d . . . . .
H18 H 0.362552 0.946642 0.771533 0.024 Uiso 1 1 calc R U . . .
C19 C 0.33154(15) 1.02660(7) 0.70726(10) 0.0247(3) Uani 1 1 d . . . . .
H19 H 0.371519 1.051999 0.751163 0.030 Uiso 1 1 calc R U . . .
C20 C 0.27875(16) 1.05186(7) 0.63146(11) 0.0283(4) Uani 1 1 d . . . . .
H20 H 0.283833 1.094550 0.623020 0.034 Uiso 1 1 calc R U . . .
C21 C 0.21831(16) 1.01506(7) 0.56758(10) 0.0258(3) Uani 1 1 d . . . . .
H21 H 0.180713 1.032685 0.515938 0.031 Uiso 1 1 calc R U . . .
C22 C 0.21270(14) 0.95228(6) 0.57908(9) 0.0199(3) Uani 1 1 d . . . . .
H22 H 0.171588 0.927109 0.535269 0.024 Uiso 1 1 calc R U . . .
C23 C 0.05275(13) 0.84970(6) 0.74458(9) 0.0167(3) Uani 1 1 d . . . . .
C24 C 0.00161(15) 0.79879(7) 0.80086(9) 0.0213(3) Uani 1 1 d . . . . .
H24A H -0.089936 0.809146 0.818033 0.032 Uiso 1 1 calc R U . . .
H24B H 0.065190 0.794194 0.851604 0.032 Uiso 1 1 calc R U . . .
H24C H -0.003066 0.760543 0.768872 0.032 Uiso 1 1 calc R U . . .
C25 C 0.06414(15) 0.90795(7) 0.79840(10) 0.0233(3) Uani 1 1 d . . . . .
H25A H 0.083115 0.942580 0.761941 0.035 Uiso 1 1 calc R U . . .
H25B H 0.139002 0.903575 0.843011 0.035 Uiso 1 1 calc R U . . .
H25C H -0.022428 0.914879 0.824588 0.035 Uiso 1 1 calc R U . . .
C26 C -0.05163(14) 0.85856(7) 0.66812(9) 0.0228(3) Uani 1 1 d . . . . .
H26A H -0.019170 0.890477 0.631156 0.034 Uiso 1 1 calc R U . . .
H26B H -0.140418 0.870458 0.688114 0.034 Uiso 1 1 calc R U . . .
H26C H -0.062103 0.820410 0.636148 0.034 Uiso 1 1 calc R U . . .
C27 C 0.47889(14) 0.83885(6) 0.58198(9) 0.0174(3) Uani 1 1 d . . . . .
C28 C 0.54866(15) 0.89984(7) 0.60527(10) 0.0236(3) Uani 1 1 d . . . . .
H28A H 0.634992 0.902848 0.577599 0.035 Uiso 1 1 calc R U . . .
H28B H 0.567757 0.902289 0.667114 0.035 Uiso 1 1 calc R U . . .
H28C H 0.487730 0.933291 0.585950 0.035 Uiso 1 1 calc R U . . .
C29 C 0.43135(16) 0.83823(8) 0.48702(9) 0.0255(3) Uani 1 1 d . . . . .
H29A H 0.510954 0.843352 0.453357 0.038 Uiso 1 1 calc R U . . .
H29B H 0.366337 0.871575 0.474533 0.038 Uiso 1 1 calc R U . . .
H29C H 0.386357 0.799377 0.472482 0.038 Uiso 1 1 calc R U . . .
C30 C 0.58614(14) 0.78875(7) 0.60056(9) 0.0224(3) Uani 1 1 d . . . . .
H30A H 0.544743 0.749048 0.586671 0.034 Uiso 1 1 calc R U . . .
H30B H 0.618237 0.789752 0.660978 0.034 Uiso 1 1 calc R U . . .
H30C H 0.664024 0.795434 0.565918 0.034 Uiso 1 1 calc R U . . .
C31 C 0.8555(4) 0.46470(18) 0.6305(2) 0.0368(8) Uani 0.5 1 d D U P A -1
H31A H 0.888306 0.488160 0.680860 0.055 Uiso 0.5 1 calc R U P A -1
H31B H 0.870255 0.421264 0.641634 0.055 Uiso 0.5 1 calc R U P A -1
H31C H 0.757230 0.472360 0.617570 0.055 Uiso 0.5 1 calc R U P A -1
C32 C 0.9338(8) 0.4838(3) 0.5554(3) 0.0253(11) Uani 0.5 1 d D U P A -1
C33 C 1.0129(10) 0.4425(3) 0.5135(4) 0.0284(14) Uani 0.5 1 d D U P A -1
H33 H 1.020593 0.401727 0.533365 0.034 Uiso 0.5 1 calc R U P A -1
C34 C 1.0800(10) 0.4597(4) 0.4438(4) 0.0336(16) Uani 0.5 1 d D U P A -1
H34 H 1.130893 0.430485 0.414879 0.040 Uiso 0.5 1 calc R U P A -1
C35 C 1.0740(9) 0.5189(4) 0.4157(4) 0.0343(14) Uani 0.5 1 d D U P A -1
H35 H 1.121459 0.530904 0.367941 0.041 Uiso 0.5 1 calc R U P A -1
C36 C 0.9983(10) 0.5605(4) 0.4575(4) 0.0364(17) Uani 0.5 1 d D U P A -1
H36 H 0.994211 0.601550 0.438497 0.044 Uiso 0.5 1 calc R U P A -1
C37 C 0.9286(9) 0.5438(3) 0.5264(4) 0.0287(14) Uani 0.5 1 d D U P A -1
H37 H 0.876642 0.573108 0.554444 0.034 Uiso 0.5 1 calc R U P A -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
In1 N1 2.1822(12) . ?
In1 N4 2.2013(11) . ?
In1 N3 2.2291(11) . ?
In1 N2 2.2320(11) . ?
In1 Br1 2.5537(5) . ?
In1 C1 2.6399(14) . ?
In1 C16 2.6502(14) . ?
N1 C1 1.3482(17) . ?
N1 C8 1.4876(17) . ?
N2 C1 1.3262(17) . ?
N2 C12 1.4872(17) . ?
N3 C16 1.3362(17) . ?
N3 C23 1.4903(16) . ?
N4 C16 1.3377(17) . ?
N4 C27 1.4897(16) . ?
C1 C2 1.4951(18) . ?
C2 C7 1.3923(19) . ?
C2 C3 1.3948(19) . ?
C3 C4 1.385(2) . ?
C4 C5 1.387(2) . ?
C5 C6 1.387(2) . ?
C6 C7 1.389(2) . ?
C8 C10 1.5291(19) . ?
C8 C9 1.5338(19) . ?
C8 C11 1.534(2) . ?
C12 C13 1.531(2) . ?
C12 C15 1.5317(19) . ?
C12 C14 1.535(2) . ?
C16 C17 1.5001(19) . ?
C17 C22 1.392(2) . ?
C17 C18 1.396(2) . ?
C18 C19 1.392(2) . ?
C19 C20 1.382(2) . ?
C20 C21 1.388(2) . ?
C21 C22 1.394(2) . ?
C23 C26 1.531(2) . ?
C23 C24 1.5348(19) . ?
C23 C25 1.5359(19) . ?
C27 C30 1.533(2) . ?
C27 C29 1.533(2) . ?
C27 C28 1.536(2) . ?
C31 C32 1.516(6) . ?
C32 C33 1.391(7) . ?
C32 C37 1.395(7) . ?
C33 C34 1.373(6) . ?
C34 C35 1.376(8) . ?
C35 C36 1.375(8) . ?
C36 C37 1.375(6) . ?

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 In1 N4 112.51(4) . . ?
N1 In1 N3 113.65(4) . . ?
N4 In1 N3 60.46(4) . . ?
N1 In1 N2 60.70(4) . . ?
N4 In1 N2 107.33(4) . . ?
N3 In1 N2 164.82(4) . . ?
N1 In1 Br1 122.14(3) . . ?
N4 In1 Br1 125.28(3) . . ?
N3 In1 Br1 97.70(3) . . ?
N2 In1 Br1 96.97(3) . . ?
N1 In1 C1 30.63(4) . . ?
N4 In1 C1 111.75(4) . . ?
N3 In1 C1 141.94(4) . . ?
N2 In1 C1 30.13(4) . . ?
Br1 In1 C1 113.45(3) . . ?
N1 In1 C16 117.96(4) . . ?
N4 In1 C16 30.24(4) . . ?
N3 In1 C16 30.24(4) . . ?
N2 In1 C16 137.19(4) . . ?
Br1 In1 C16 113.46(3) . . ?
C1 In1 C16 132.88(4) . . ?
C1 N1 C8 128.21(11) . . ?
C1 N1 In1 93.80(8) . . ?
C8 N1 In1 132.17(9) . . ?
C1 N2 C12 128.60(11) . . ?
C1 N2 In1 92.21(8) . . ?
C12 N2 In1 137.58(9) . . ?
C16 N3 C23 127.45(11) . . ?
C16 N3 In1 92.59(8) . . ?
C23 N3 In1 135.22(8) . . ?
C16 N4 C27 129.78(12) . . ?
C16 N4 In1 93.78(8) . . ?
C27 N4 In1 136.21(9) . . ?
N2 C1 N1 113.06(12) . . ?
N2 C1 C2 123.87(12) . . ?
N1 C1 C2 123.07(12) . . ?
N2 C1 In1 57.65(7) . . ?
N1 C1 In1 55.57(7) . . ?
C2 C1 In1 175.08(9) . . ?
C7 C2 C3 119.56(12) . . ?
C7 C2 C1 120.73(12) . . ?
C3 C2 C1 119.70(12) . . ?
C4 C3 C2 120.20(13) . . ?
C3 C4 C5 119.99(13) . . ?
C4 C5 C6 120.13(13) . . ?
C5 C6 C7 120.04(13) . . ?
C6 C7 C2 120.06(13) . . ?
N1 C8 C10 105.29(11) . . ?
N1 C8 C9 114.49(11) . . ?
C10 C8 C9 108.27(11) . . ?
N1 C8 C11 110.00(11) . . ?
C10 C8 C11 108.72(12) . . ?
C9 C8 C11 109.83(12) . . ?
N2 C12 C13 110.04(11) . . ?
N2 C12 C15 105.38(11) . . ?
C13 C12 C15 108.51(12) . . ?
N2 C12 C14 114.04(12) . . ?
C13 C12 C14 110.27(13) . . ?
C15 C12 C14 108.34(12) . . ?
N3 C16 N4 113.07(12) . . ?
N3 C16 C17 124.14(12) . . ?
N4 C16 C17 122.77(11) . . ?
N3 C16 In1 57.17(7) . . ?
N4 C16 In1 55.98(7) . . ?
C17 C16 In1 178.21(9) . . ?
C22 C17 C18 119.71(13) . . ?
C22 C17 C16 120.91(12) . . ?
C18 C17 C16 119.33(13) . . ?
C19 C18 C17 120.03(14) . . ?
C20 C19 C18 120.08(14) . . ?
C19 C20 C21 120.21(14) . . ?
C20 C21 C22 120.12(15) . . ?
C17 C22 C21 119.85(14) . . ?
N3 C23 C26 110.16(11) . . ?
N3 C23 C24 106.38(11) . . ?
C26 C23 C24 108.76(12) . . ?
N3 C23 C25 113.58(11) . . ?
C26 C23 C25 110.17(12) . . ?
C24 C23 C25 107.60(11) . . ?
N4 C27 C30 106.17(11) . . ?
N4 C27 C29 108.43(11) . . ?
C30 C27 C29 109.41(12) . . ?
N4 C27 C28 115.63(11) . . ?
C30 C27 C28 107.32(12) . . ?
C29 C27 C28 109.70(12) . . ?
C33 C32 C37 118.1(5) . . ?
C33 C32 C31 121.4(5) . . ?
C37 C32 C31 120.6(5) . . ?
C34 C33 C32 120.9(6) . . ?
C33 C34 C35 120.5(6) . . ?
C36 C35 C34 119.1(6) . . ?
C35 C36 C37 121.0(6) . . ?
C36 C37 C32 120.3(6) . . ?

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
C12 N2 C1 N1 -163.00(12) . . . . ?
In1 N2 C1 N1 4.50(11) . . . . ?
C12 N2 C1 C2 18.1(2) . . . . ?
In1 N2 C1 C2 -174.41(11) . . . . ?
C12 N2 C1 In1 -167.49(15) . . . . ?
C8 N1 C1 N2 -159.89(12) . . . . ?
In1 N1 C1 N2 -4.61(12) . . . . ?
C8 N1 C1 C2 19.0(2) . . . . ?
In1 N1 C1 C2 174.31(11) . . . . ?
C8 N1 C1 In1 -155.28(15) . . . . ?
N2 C1 C2 C7 -95.17(16) . . . . ?
N1 C1 C2 C7 86.03(17) . . . . ?
N2 C1 C2 C3 84.52(17) . . . . ?
N1 C1 C2 C3 -94.28(16) . . . . ?
C7 C2 C3 C4 -1.4(2) . . . . ?
C1 C2 C3 C4 178.92(13) . . . . ?
C2 C3 C4 C5 0.7(2) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
C4 C5 C6 C7 -1.2(2) . . . . ?
C5 C6 C7 C2 0.5(2) . . . . ?
C3 C2 C7 C6 0.8(2) . . . . ?
C1 C2 C7 C6 -179.55(13) . . . . ?
C1 N1 C8 C10 -170.14(13) . . . . ?
In1 N1 C8 C10 44.12(15) . . . . ?
C1 N1 C8 C9 -51.35(18) . . . . ?
In1 N1 C8 C9 162.90(10) . . . . ?
C1 N1 C8 C11 72.89(17) . . . . ?
In1 N1 C8 C11 -72.86(14) . . . . ?
C1 N2 C12 C13 70.79(18) . . . . ?
In1 N2 C12 C13 -90.50(15) . . . . ?
C1 N2 C12 C15 -172.41(13) . . . . ?
In1 N2 C12 C15 26.30(18) . . . . ?
C1 N2 C12 C14 -53.71(19) . . . . ?
In1 N2 C12 C14 145.00(12) . . . . ?
C23 N3 C16 N4 -161.40(12) . . . . ?
In1 N3 C16 N4 -3.02(11) . . . . ?
C23 N3 C16 C17 20.2(2) . . . . ?
In1 N3 C16 C17 178.54(11) . . . . ?
C23 N3 C16 In1 -158.37(14) . . . . ?
C27 N4 C16 N3 -172.03(13) . . . . ?
In1 N4 C16 N3 3.07(11) . . . . ?
C27 N4 C16 C17 6.4(2) . . . . ?
In1 N4 C16 C17 -178.47(11) . . . . ?
C27 N4 C16 In1 -175.10(16) . . . . ?
N3 C16 C17 C22 -105.86(16) . . . . ?
N4 C16 C17 C22 75.85(17) . . . . ?
N3 C16 C17 C18 76.89(17) . . . . ?
N4 C16 C17 C18 -101.41(15) . . . . ?
C22 C17 C18 C19 -0.9(2) . . . . ?
C16 C17 C18 C19 176.41(12) . . . . ?
C17 C18 C19 C20 0.0(2) . . . . ?
C18 C19 C20 C21 1.0(2) . . . . ?
C19 C20 C21 C22 -1.1(2) . . . . ?
C18 C17 C22 C21 0.8(2) . . . . ?
C16 C17 C22 C21 -176.46(12) . . . . ?
C20 C21 C22 C17 0.2(2) . . . . ?
C16 N3 C23 C26 64.14(17) . . . . ?
In1 N3 C23 C26 -84.35(14) . . . . ?
C16 N3 C23 C24 -178.16(13) . . . . ?
In1 N3 C23 C24 33.35(16) . . . . ?
C16 N3 C23 C25 -59.98(18) . . . . ?
In1 N3 C23 C25 151.53(10) . . . . ?
C16 N4 C27 C30 148.28(14) . . . . ?
In1 N4 C27 C30 -24.64(17) . . . . ?
C16 N4 C27 C29 -94.24(16) . . . . ?
In1 N4 C27 C29 92.84(14) . . . . ?
C16 N4 C27 C28 29.4(2) . . . . ?
In1 N4 C27 C28 -143.51(11) . . . . ?
C37 C32 C33 C34 -2.2(11) . . . . ?
C31 C32 C33 C34 177.9(7) . . . . ?
C32 C33 C34 C35 2.2(13) . . . . ?
C33 C34 C35 C36 -0.9(12) . . . . ?
C34 C35 C36 C37 -0.3(13) . . . . ?
C35 C36 C37 C32 0.2(13) . . . . ?
C33 C32 C37 C36 1.1(11) . . . . ?
C31 C32 C37 C36 -179.1(7) . . . . ?

_refine_diff_density_max         0.372
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.049

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

data_sad_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2027414'
loop_
_audit_author_name
_audit_author_address
'Regine Herbst-Irmer'
;University of Goettingen
Germany
;
_audit_update_record             
;
2020-09-04 deposited with the CCDC.	2020-10-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H58 Br2 In2 N4'
_chemical_formula_sum            'C46 H58 Br2 In2 N4'
_chemical_formula_weight         1056.42

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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                   12.090(2)
_cell_length_b                   10.862(2)
_cell_length_c                   17.663(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.50(2)
_cell_angle_gamma                90
_cell_volume                     2245.7(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9910
_cell_measurement_theta_min      2.221
_cell_measurement_theta_max      27.488

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_F_000             1060
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.576
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.246
_exptl_absorpt_coefficient_mu    2.841
_shelx_estimated_absorpt_T_min   0.291
_shelx_estimated_absorpt_T_max   0.542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2848
_exptl_absorpt_correction_T_max  0.4305
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'INCOATEC Microsource'
_diffrn_measurement_device_type  'Bruker Smart APEX II Quazar'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24146
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.221
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5144
_reflns_number_gt                4820
_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       'APEX2 v2012.2'
_computing_cell_refinement       'SAINT V8.38A'
_computing_data_reduction        'SAINT V8.38A'
_computing_structure_solution    
'SHELXT(G.M.Sheldrick,Acta Cryst.(2015)A71,3-8)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'XP Version 5.1'
_computing_publication_material  'XP Version 5.1'
_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)+(0.0222P)²+1.0974P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5144
_refine_ls_number_parameters     252
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0192
_refine_ls_R_factor_gt           0.0173
_refine_ls_wR_factor_ref         0.0454
_refine_ls_wR_factor_gt          0.0446
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.002
_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
In1 In 0.51922(2) 0.37701(2) 0.50471(2) 0.01426(4) Uani 1 1 d . . . . .
Br1 Br 0.61671(2) 0.29383(2) 0.40248(2) 0.02379(5) Uani 1 1 d . . . . .
N1 N 0.37877(11) 0.25374(12) 0.49705(7) 0.0166(3) Uani 1 1 d . . . . .
N2 N 0.61235(11) 0.28419(12) 0.60844(7) 0.0163(3) Uani 1 1 d . . . . .
C1 C 0.39555(14) 0.13939(14) 0.52575(9) 0.0170(3) Uani 1 1 d . . . . .
C2 C 0.49656(14) 0.09863(15) 0.57775(9) 0.0180(3) Uani 1 1 d . . . . .
H2 H 0.503166 0.011905 0.584290 0.022 Uiso 1 1 calc R U . . .
C3 C 0.58963(13) 0.16711(15) 0.62169(8) 0.0167(3) Uani 1 1 d . . . . .
C4 C 0.29913(14) 0.04733(16) 0.50323(9) 0.0218(3) Uani 1 1 d . . . . .
H4A H 0.270635 0.045496 0.446189 0.033 Uiso 1 1 calc R U . . .
H4B H 0.237132 0.071376 0.526835 0.033 Uiso 1 1 calc R U . . .
H4C H 0.327115 -0.034584 0.522073 0.033 Uiso 1 1 calc R U . . .
C5 C 0.66674(14) 0.10180(15) 0.69079(9) 0.0212(3) Uani 1 1 d . . . . .
H5A H 0.644667 0.014935 0.690360 0.032 Uiso 1 1 calc R U . . .
H5B H 0.659277 0.140331 0.739435 0.032 Uiso 1 1 calc R U . . .
H5C H 0.746188 0.107844 0.687302 0.032 Uiso 1 1 calc R U . . .
C6 C 0.26258(13) 0.29086(14) 0.46162(9) 0.0171(3) Uani 1 1 d . . . . .
C7 C 0.19378(14) 0.32617(16) 0.51084(9) 0.0215(3) Uani 1 1 d . . . . .
C8 C 0.08022(15) 0.35624(17) 0.47721(11) 0.0255(4) Uani 1 1 d . . . . .
H8 H 0.032843 0.380508 0.510134 0.031 Uiso 1 1 calc R U . . .
C9 C 0.03399(15) 0.35179(17) 0.39668(11) 0.0256(4) Uani 1 1 d . . . . .
C10 C 0.10543(15) 0.31926(16) 0.34952(10) 0.0241(3) Uani 1 1 d . . . . .
H10 H 0.075223 0.317367 0.294432 0.029 Uiso 1 1 calc R U . . .
C12 C 0.24059(16) 0.33060(19) 0.59859(10) 0.0286(4) Uani 1 1 d . . . . .
H12A H 0.275732 0.251254 0.617069 0.043 Uiso 1 1 calc R U . . .
H12B H 0.178280 0.347521 0.623474 0.043 Uiso 1 1 calc R U . . .
H12C H 0.298108 0.395893 0.612093 0.043 Uiso 1 1 calc R U . . .
C11 C 0.22006(14) 0.28926(15) 0.38021(9) 0.0205(3) Uani 1 1 d . . . . .
C14 C 0.29440(16) 0.25464(18) 0.32657(10) 0.0267(4) Uani 1 1 d . . . . .
H14A H 0.246587 0.221811 0.277546 0.040 Uiso 1 1 calc R U . . .
H14B H 0.349683 0.191920 0.351815 0.040 Uiso 1 1 calc R U . . .
H14C H 0.335265 0.327685 0.315474 0.040 Uiso 1 1 calc R U . . .
C13 C -0.09101(16) 0.37949(19) 0.36149(13) 0.0350(4) Uani 1 1 d . . . . .
H13A H -0.097853 0.445868 0.323016 0.052 Uiso 1 1 calc R U . . .
H13B H -0.126932 0.405035 0.402928 0.052 Uiso 1 1 calc R U . . .
H13C H -0.129178 0.305509 0.335753 0.052 Uiso 1 1 calc R U . . .
C15 C 0.70000(14) 0.34571(15) 0.66690(9) 0.0189(3) Uani 1 1 d . . . . .
C18 C 0.86865(18) 0.45011(18) 0.78736(12) 0.0368(5) Uani 1 1 d . . . . .
C17 C 0.89604(16) 0.39615(18) 0.72340(12) 0.0330(4) Uani 1 1 d . . . . .
H17 H 0.973732 0.394809 0.721173 0.040 Uiso 1 1 calc R U . . .
C16 C 0.81381(15) 0.34367(16) 0.66209(10) 0.0248(3) Uani 1 1 d . . . . .
C23 C 0.54540(16) 0.41131(19) 0.73207(10) 0.0305(4) Uani 1 1 d . . . . .
H23A H 0.502349 0.460785 0.688110 0.046 Uiso 1 1 calc R U . . .
H23B H 0.540569 0.449610 0.781380 0.046 Uiso 1 1 calc R U . . .
H23C H 0.513110 0.328139 0.728737 0.046 Uiso 1 1 calc R U . . .
C22 C 0.9614(2) 0.5009(2) 0.85451(16) 0.0566(7) Uani 1 1 d . . . . .
H22A H 0.983555 0.437894 0.895234 0.085 Uiso 1 1 calc R U . . .
H22B H 0.932466 0.573544 0.876275 0.085 Uiso 1 1 calc R U . . .
H22C H 1.027925 0.523898 0.835405 0.085 Uiso 1 1 calc R U . . .
C21 C 0.75458(18) 0.45571(18) 0.78858(11) 0.0332(4) Uani 1 1 d . . . . .
H21 H 0.734347 0.495627 0.831052 0.040 Uiso 1 1 calc R U . . .
C20 C 0.66846(16) 0.40422(16) 0.72900(10) 0.0242(3) Uani 1 1 d . . . . .
C19 C 0.84704(16) 0.2871(2) 0.59331(11) 0.0333(4) Uani 1 1 d . . . . .
H19A H 0.812720 0.205093 0.583127 0.050 Uiso 1 1 calc R U . . .
H19B H 0.930405 0.280048 0.604820 0.050 Uiso 1 1 calc R U . . .
H19C H 0.819659 0.339242 0.547137 0.050 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
In1 N1 2.1399(13) . ?
In1 N2 2.1465(13) . ?
In1 Br1 2.5559(4) . ?
In1 In1 2.7100(5) 3_666 ?
N1 C1 1.338(2) . ?
N1 C6 1.4447(19) . ?
N2 C3 1.334(2) . ?
N2 C15 1.445(2) . ?
C1 C2 1.403(2) . ?
C1 C4 1.512(2) . ?
C2 C3 1.409(2) . ?
C3 C5 1.514(2) . ?
C6 C7 1.399(2) . ?
C6 C11 1.401(2) . ?
C7 C8 1.391(2) . ?
C7 C12 1.512(2) . ?
C8 C9 1.393(3) . ?
C9 C10 1.388(3) . ?
C9 C13 1.513(2) . ?
C10 C11 1.394(2) . ?
C11 C14 1.508(2) . ?
C15 C16 1.400(2) . ?
C15 C20 1.401(2) . ?
C18 C17 1.385(3) . ?
C18 C21 1.386(3) . ?
C18 C22 1.517(3) . ?
C17 C16 1.395(3) . ?
C16 C19 1.503(3) . ?
C23 C20 1.504(3) . ?
C21 C20 1.399(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 In1 N2 89.91(5) . . ?
N1 In1 Br1 103.48(4) . . ?
N2 In1 Br1 101.59(4) . . ?
N1 In1 In1 119.46(4) . 3_666 ?
N2 In1 In1 124.11(4) . 3_666 ?
Br1 In1 In1 114.044(8) . 3_666 ?
C1 N1 C6 117.52(13) . . ?
C1 N1 In1 120.95(10) . . ?
C6 N1 In1 121.53(10) . . ?
C3 N2 C15 117.50(13) . . ?
C3 N2 In1 120.69(10) . . ?
C15 N2 In1 121.79(10) . . ?
N1 C1 C2 124.44(15) . . ?
N1 C1 C4 118.74(14) . . ?
C2 C1 C4 116.80(14) . . ?
C1 C2 C3 129.66(15) . . ?
N2 C3 C2 125.29(14) . . ?
N2 C3 C5 118.42(14) . . ?
C2 C3 C5 116.26(14) . . ?
C7 C6 C11 121.26(15) . . ?
C7 C6 N1 118.18(13) . . ?
C11 C6 N1 120.54(14) . . ?
C8 C7 C6 118.41(15) . . ?
C8 C7 C12 120.42(15) . . ?
C6 C7 C12 121.17(15) . . ?
C7 C8 C9 121.91(17) . . ?
C10 C9 C8 118.10(16) . . ?
C10 C9 C13 120.78(17) . . ?
C8 C9 C13 121.10(17) . . ?
C9 C10 C11 122.25(16) . . ?
C10 C11 C6 118.01(15) . . ?
C10 C11 C14 120.32(15) . . ?
C6 C11 C14 121.66(15) . . ?
C16 C15 C20 121.28(16) . . ?
C16 C15 N2 120.36(15) . . ?
C20 C15 N2 118.34(15) . . ?
C17 C18 C21 118.26(17) . . ?
C17 C18 C22 120.7(2) . . ?
C21 C18 C22 121.0(2) . . ?
C18 C17 C16 122.46(19) . . ?
C17 C16 C15 117.81(17) . . ?
C17 C16 C19 120.77(17) . . ?
C15 C16 C19 121.41(16) . . ?
C18 C21 C20 121.81(18) . . ?
C21 C20 C15 118.25(17) . . ?
C21 C20 C23 120.61(16) . . ?
C15 C20 C23 121.14(15) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C1 C2 -163.88(15) . . . . ?
In1 N1 C1 C2 15.5(2) . . . . ?
C6 N1 C1 C4 14.3(2) . . . . ?
In1 N1 C1 C4 -166.35(11) . . . . ?
N1 C1 C2 C3 13.3(3) . . . . ?
C4 C1 C2 C3 -164.91(15) . . . . ?
C15 N2 C3 C2 169.95(15) . . . . ?
In1 N2 C3 C2 -9.0(2) . . . . ?
C15 N2 C3 C5 -8.0(2) . . . . ?
In1 N2 C3 C5 173.04(10) . . . . ?
C1 C2 C3 N2 -17.1(3) . . . . ?
C1 C2 C3 C5 160.89(16) . . . . ?
C1 N1 C6 C7 79.55(18) . . . . ?
In1 N1 C6 C7 -99.82(15) . . . . ?
C1 N1 C6 C11 -99.38(17) . . . . ?
In1 N1 C6 C11 81.25(16) . . . . ?
C11 C6 C7 C8 2.0(2) . . . . ?
N1 C6 C7 C8 -176.92(15) . . . . ?
C11 C6 C7 C12 -178.60(16) . . . . ?
N1 C6 C7 C12 2.5(2) . . . . ?
C6 C7 C8 C9 0.1(3) . . . . ?
C12 C7 C8 C9 -179.26(17) . . . . ?
C7 C8 C9 C10 -1.7(3) . . . . ?
C7 C8 C9 C13 177.31(17) . . . . ?
C8 C9 C10 C11 1.1(3) . . . . ?
C13 C9 C10 C11 -177.86(17) . . . . ?
C9 C10 C11 C6 0.9(3) . . . . ?
C9 C10 C11 C14 -179.92(17) . . . . ?
C7 C6 C11 C10 -2.5(2) . . . . ?
N1 C6 C11 C10 176.39(14) . . . . ?
C7 C6 C11 C14 178.33(16) . . . . ?
N1 C6 C11 C14 -2.8(2) . . . . ?
C3 N2 C15 C16 90.81(18) . . . . ?
In1 N2 C15 C16 -90.22(16) . . . . ?
C3 N2 C15 C20 -87.61(18) . . . . ?
In1 N2 C15 C20 91.36(16) . . . . ?
C21 C18 C17 C16 -2.4(3) . . . . ?
C22 C18 C17 C16 177.16(19) . . . . ?
C18 C17 C16 C15 -0.5(3) . . . . ?
C18 C17 C16 C19 179.40(18) . . . . ?
C20 C15 C16 C17 3.4(2) . . . . ?
N2 C15 C16 C17 -175.01(15) . . . . ?
C20 C15 C16 C19 -176.58(16) . . . . ?
N2 C15 C16 C19 5.1(2) . . . . ?
C17 C18 C21 C20 2.7(3) . . . . ?
C22 C18 C21 C20 -176.90(19) . . . . ?
C18 C21 C20 C15 0.0(3) . . . . ?
C18 C21 C20 C23 179.76(18) . . . . ?
C16 C15 C20 C21 -3.1(3) . . . . ?
N2 C15 C20 C21 175.29(15) . . . . ?
C16 C15 C20 C23 177.15(16) . . . . ?
N2 C15 C20 C23 -4.4(2) . . . . ?

_refine_diff_density_max         0.448
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.062

