# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

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

data_ipropBimcaKWT
_database_code_depnum_ccdc_archive 'CCDC 1472369'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'3,6-Di-tert-butyl-1,8-bis(3-isopropylimidazolium)carbazole dibromide'
_chemical_name_common            HbimcaIPr2HBr
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C35 H51 Br2 N5 O'
_chemical_formula_weight         717.62

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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'

_cell_length_a                   13.0886(3)
_cell_length_b                   18.8973(5)
_cell_length_c                   15.2742(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3777.91(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.714
_cell_measurement_theta_max      30.066

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             1496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.066
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    2.177
_shelx_estimated_absorpt_T_min   0.765
_shelx_estimated_absorpt_T_max   0.926
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
'SADABS. Ver. 2014/5. (Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). J. Appl. Crystallogr. 48.'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40072
_diffrn_reflns_av_unetI/netI     0.0493
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.714
_diffrn_reflns_theta_max         30.066
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10984
_reflns_number_gt                9134
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.933
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    1.000

_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0335P)²+0.3519P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.528(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10984
_refine_ls_number_parameters     409
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.0699
_refine_ls_wR_factor_gt          0.0655
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
Br1 Br 0.38421(2) 0.76924(2) 0.48768(2) 0.01778(7) Uani 1 1 d . . . . .
C1X C -0.4215(5) 0.4414(4) 0.2286(5) 0.089(3) Uani 1 1 d . . . . .
H1XA H -0.4879 0.4459 0.2578 0.133 Uiso 1 1 calc R U . . .
H1XB H -0.4320 0.4282 0.1672 0.133 Uiso 1 1 calc R U . . .
H1XC H -0.3852 0.4867 0.2316 0.133 Uiso 1 1 calc R U . . .
C1S C 0.6173(5) 0.2923(3) 0.7345(4) 0.0603(16) Uani 1 1 d . . . . .
H1SA H 0.6578 0.2487 0.7316 0.090 Uiso 1 1 calc R U . . .
H1SB H 0.5452 0.2812 0.7239 0.090 Uiso 1 1 calc R U . . .
H1SC H 0.6247 0.3137 0.7926 0.090 Uiso 1 1 calc R U . . .
Br2 Br 0.84849(3) 0.45445(2) 0.52227(2) 0.01912(7) Uani 1 1 d . . . . .
C2S C 0.5937(7) 0.4097(4) 0.6675(8) 0.144(5) Uani 1 1 d . . . . .
H2SA H 0.6191 0.4412 0.6214 0.216 Uiso 1 1 calc R U . . .
H2SB H 0.6011 0.4328 0.7246 0.216 Uiso 1 1 calc R U . . .
H2SC H 0.5215 0.3990 0.6569 0.216 Uiso 1 1 calc R U . . .
N1 N -0.0561(2) 0.41533(14) -0.10665(17) 0.0155(6) Uani 1 1 d . . . . .
N2 N -0.1198(2) 0.38459(13) 0.01849(19) 0.0152(5) Uani 1 1 d . . . . .
N3 N 0.0505(2) 0.36998(15) 0.14880(19) 0.0143(6) Uani 1 1 d . . . . .
H3N H 0.069(3) 0.351(2) 0.106(3) 0.031(13) Uiso 1 1 d . . . . .
N4 N 0.2755(2) 0.35148(15) 0.17029(18) 0.0157(6) Uani 1 1 d . . . . .
N5 N 0.3521(2) 0.36782(15) 0.04610(18) 0.0161(6) Uani 1 1 d . . . . .
O6 O 0.7582(3) 0.3551(2) 0.6837(2) 0.0534(10) Uani 1 1 d . . . . .
H6O H 0.783(5) 0.379(4) 0.649(4) 0.10(3) Uiso 1 1 d . . . . .
C1 C -0.0385(3) 0.4541(2) -0.2600(2) 0.0258(8) Uani 1 1 d . . . . .
H17 H -0.0483 0.4062 -0.2832 0.039 Uiso 1 1 calc R U . . .
H1 H 0.0042 0.4814 -0.3004 0.039 Uiso 1 1 calc R U . . .
H18 H -0.1051 0.4773 -0.2537 0.039 Uiso 1 1 calc R U . . .
C2 C 0.0134(3) 0.44994(18) -0.1714(2) 0.0184(7) Uani 1 1 d . . . . .
H19 H 0.0261 0.4994 -0.1510 0.022 Uiso 1 1 calc R U . . .
C3 C -0.0474(2) 0.42308(16) -0.0209(2) 0.0157(6) Uani 1 1 d . . . . .
H22 H 0.0022 0.4514 0.0080 0.019 Uiso 1 1 calc R U . . .
C4 C -0.1362(3) 0.38103(18) 0.1119(2) 0.0142(7) Uani 1 1 d . . . . .
C5 C -0.0529(3) 0.37444(17) 0.1679(2) 0.0142(7) Uani 1 1 d . . . . .
C6 C 0.1022(3) 0.36597(17) 0.2268(2) 0.0147(7) Uani 1 1 d . . . . .
C7 C 0.2067(3) 0.35988(17) 0.2421(2) 0.0161(7) Uani 1 1 d . . . . .
C8 C 0.2820(3) 0.39440(18) 0.1000(2) 0.0171(7) Uani 1 1 d . . . . .
H35 H 0.2434 0.4363 0.0907 0.021 Uiso 1 1 calc R U . . .
C9 C 0.3818(3) 0.3997(2) -0.0391(2) 0.0220(8) Uani 1 1 d . . . . .
H36 H 0.3336 0.4394 -0.0521 0.026 Uiso 1 1 calc R U . . .
C10 C 0.4894(3) 0.4301(2) -0.0323(2) 0.0300(9) Uani 1 1 d . . . . .
H38 H 0.5381 0.3918 -0.0214 0.045 Uiso 1 1 calc R U . . .
H37 H 0.4921 0.4641 0.0162 0.045 Uiso 1 1 calc R U . . .
H2 H 0.5070 0.4542 -0.0871 0.045 Uiso 1 1 calc R U . . .
C11 C 0.3714(3) 0.3447(2) -0.1113(3) 0.0237(8) Uani 1 1 d . . . . .
H40 H 0.3026 0.3242 -0.1097 0.036 Uiso 1 1 calc R U . . .
H39 H 0.4220 0.3072 -0.1025 0.036 Uiso 1 1 calc R U . . .
H3 H 0.3828 0.3672 -0.1683 0.036 Uiso 1 1 calc R U . . .
C12 C 0.3426(3) 0.29584(18) 0.1590(2) 0.0175(7) Uani 1 1 d . . . . .
H5 H 0.3530 0.2575 0.1982 0.021 Uiso 1 1 calc R U . . .
C13 C 0.3907(3) 0.30617(19) 0.0816(2) 0.0187(7) Uani 1 1 d . . . . .
H4 H 0.4416 0.2766 0.0565 0.022 Uiso 1 1 calc R U . . .
C14 C 0.2422(3) 0.35979(19) 0.3274(2) 0.0198(7) Uani 1 1 d . . . . .
H34 H 0.3136 0.3561 0.3376 0.024 Uiso 1 1 calc R U . . .
C15 C 0.1758(3) 0.3650(2) 0.3996(2) 0.0199(8) Uani 1 1 d . . . . .
C16 C 0.0706(3) 0.37008(18) 0.3837(2) 0.0182(7) Uani 1 1 d . . . . .
H24 H 0.0243 0.3735 0.4315 0.022 Uiso 1 1 calc R U . . .
C17 C 0.0337(3) 0.37014(17) 0.2984(2) 0.0143(6) Uani 1 1 d . . . . .
C18 C -0.0675(3) 0.37488(16) 0.2595(2) 0.0136(6) Uani 1 1 d . . . . .
C19 C -0.1661(3) 0.37968(17) 0.2943(2) 0.0156(7) Uani 1 1 d . . . . .
H6 H -0.1758 0.3805 0.3559 0.019 Uiso 1 1 calc R U . . .
C20 C -0.2500(3) 0.38322(17) 0.2385(2) 0.0157(7) Uani 1 1 d . . . . .
C21 C -0.3598(3) 0.3855(2) 0.2733(2) 0.0214(8) Uani 1 1 d . . . . .
C22 C -0.3645(3) 0.3964(3) 0.3723(3) 0.0467(14) Uani 1 1 d . . . . .
H7 H -0.3317 0.4414 0.3874 0.070 Uiso 1 1 calc R U . . .
H9 H -0.3287 0.3575 0.4016 0.070 Uiso 1 1 calc R U . . .
H8 H -0.4360 0.3973 0.3912 0.070 Uiso 1 1 calc R U . . .
C23 C -0.4085(4) 0.3127(3) 0.2555(4) 0.0577(16) Uani 1 1 d . . . . .
H10 H -0.4779 0.3117 0.2796 0.087 Uiso 1 1 calc R U . . .
H12 H -0.3673 0.2757 0.2834 0.087 Uiso 1 1 calc R U . . .
H11 H -0.4112 0.3043 0.1922 0.087 Uiso 1 1 calc R U . . .
C24 C -0.2327(3) 0.38429(17) 0.1464(2) 0.0174(7) Uani 1 1 d . . . . .
H23 H -0.2896 0.3873 0.1079 0.021 Uiso 1 1 calc R U . . .
C25 C 0.1149(3) 0.4124(2) -0.1746(3) 0.0270(8) Uani 1 1 d . . . . .
H16 H 0.1048 0.3638 -0.1954 0.040 Uiso 1 1 calc R U . . .
H14 H 0.1450 0.4114 -0.1159 0.040 Uiso 1 1 calc R U . . .
H15 H 0.1608 0.4374 -0.2147 0.040 Uiso 1 1 calc R U . . .
C26 C -0.1365(3) 0.36967(19) -0.1231(3) 0.0204(8) Uani 1 1 d . . . . .
H21 H -0.1595 0.3548 -0.1792 0.025 Uiso 1 1 calc R U . . .
C27 C -0.1764(3) 0.35006(19) -0.0455(2) 0.0212(8) Uani 1 1 d . . . . .
H20 H -0.2322 0.3188 -0.0363 0.025 Uiso 1 1 calc R U . . .
C28 C 0.2218(3) 0.3670(2) 0.4926(3) 0.0274(8) Uani 1 1 d . . . . .
C29 C 0.2862(4) 0.4354(2) 0.5012(3) 0.0463(12) Uani 1 1 d . . . . .
H25 H 0.3371 0.4370 0.4541 0.069 Uiso 1 1 calc R U . . .
H26 H 0.3210 0.4357 0.5580 0.069 Uiso 1 1 calc R U . . .
H27 H 0.2414 0.4768 0.4968 0.069 Uiso 1 1 calc R U . . .
C30 C 0.1394(4) 0.3685(3) 0.5628(3) 0.0456(13) Uani 1 1 d . . . . .
H29 H 0.1714 0.3718 0.6207 0.068 Uiso 1 1 calc R U . . .
H30 H 0.0987 0.3250 0.5595 0.068 Uiso 1 1 calc R U . . .
H28 H 0.0949 0.4095 0.5536 0.068 Uiso 1 1 calc R U . . .
C31 C 0.2893(3) 0.3026(2) 0.5070(3) 0.0406(11) Uani 1 1 d . . . . .
H33 H 0.3452 0.3028 0.4643 0.061 Uiso 1 1 calc R U . . .
H32 H 0.2486 0.2595 0.4997 0.061 Uiso 1 1 calc R U . . .
H31 H 0.3177 0.3039 0.5664 0.061 Uiso 1 1 calc R U . . .
C32 C 0.6538(3) 0.3427(2) 0.6668(3) 0.0348(10) Uani 1 1 d . . . . .
H32A H 0.6470 0.3201 0.6079 0.042 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
C1X C21 1.494(6) . ?
C1X H1XA 0.9800 . ?
C1X H1XB 0.9800 . ?
C1X H1XC 0.9800 . ?
C1S C32 1.485(7) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?
C2S C32 1.489(8) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
N1 C3 1.323(4) . ?
N1 C26 1.384(4) . ?
N1 C2 1.495(4) . ?
N2 C3 1.338(4) . ?
N2 C27 1.389(4) . ?
N2 C4 1.444(5) . ?
N3 C6 1.373(4) . ?
N3 C5 1.387(4) . ?
N3 H3N 0.78(4) . ?
N4 C8 1.348(4) . ?
N4 C12 1.380(4) . ?
N4 C7 1.428(4) . ?
N5 C8 1.332(4) . ?
N5 C13 1.381(4) . ?
N5 C9 1.486(4) . ?
O6 C32 1.410(6) . ?
O6 H6O 0.77(7) . ?
C1 C2 1.517(5) . ?
C1 H17 0.9800 . ?
C1 H1 0.9800 . ?
C1 H18 0.9800 . ?
C2 C25 1.507(5) . ?
C2 H19 1.0000 . ?
C3 H22 0.9500 . ?
C4 C24 1.371(5) . ?
C4 C5 1.392(5) . ?
C5 C18 1.412(4) . ?
C6 C7 1.392(5) . ?
C6 C17 1.417(5) . ?
C7 C14 1.384(5) . ?
C8 H35 0.9500 . ?
C9 C11 1.521(5) . ?
C9 C10 1.525(5) . ?
C9 H36 1.0000 . ?
C10 H38 0.9800 . ?
C10 H37 0.9800 . ?
C10 H2 0.9800 . ?
C11 H40 0.9800 . ?
C11 H39 0.9800 . ?
C11 H3 0.9800 . ?
C12 C13 1.354(5) . ?
C12 H5 0.9500 . ?
C13 H4 0.9500 . ?
C14 C15 1.407(5) . ?
C14 H34 0.9500 . ?
C15 C16 1.402(5) . ?
C15 C28 1.543(5) . ?
C16 C17 1.390(5) . ?
C16 H24 0.9500 . ?
C17 C18 1.454(5) . ?
C18 C19 1.399(5) . ?
C19 C20 1.392(5) . ?
C19 H6 0.9500 . ?
C20 C24 1.425(5) . ?
C20 C21 1.533(5) . ?
C21 C22 1.527(6) . ?
C21 C23 1.541(6) . ?
C22 H7 0.9800 . ?
C22 H9 0.9800 . ?
C22 H8 0.9800 . ?
C23 H10 0.9800 . ?
C23 H12 0.9800 . ?
C23 H11 0.9800 . ?
C24 H23 0.9500 . ?
C25 H16 0.9800 . ?
C25 H14 0.9800 . ?
C25 H15 0.9800 . ?
C26 C27 1.348(5) . ?
C26 H21 0.9500 . ?
C27 H20 0.9500 . ?
C28 C31 1.521(5) . ?
C28 C30 1.522(6) . ?
C28 C29 1.548(6) . ?
C29 H25 0.9800 . ?
C29 H26 0.9800 . ?
C29 H27 0.9800 . ?
C30 H29 0.9800 . ?
C30 H30 0.9800 . ?
C30 H28 0.9800 . ?
C31 H33 0.9800 . ?
C31 H32 0.9800 . ?
C31 H31 0.9800 . ?
C32 H32A 1.0000 . ?

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
C21 C1X H1XA 109.5 . . ?
C21 C1X H1XB 109.5 . . ?
H1XA C1X H1XB 109.5 . . ?
C21 C1X H1XC 109.5 . . ?
H1XA C1X H1XC 109.5 . . ?
H1XB C1X H1XC 109.5 . . ?
C32 C1S H1SA 109.5 . . ?
C32 C1S H1SB 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
C32 C1S H1SC 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
C32 C2S H2SA 109.5 . . ?
C32 C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
C32 C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C3 N1 C26 108.3(3) . . ?
C3 N1 C2 123.6(3) . . ?
C26 N1 C2 128.0(3) . . ?
C3 N2 C27 108.5(3) . . ?
C3 N2 C4 125.1(3) . . ?
C27 N2 C4 126.4(3) . . ?
C6 N3 C5 107.6(3) . . ?
C6 N3 H3N 123(3) . . ?
C5 N3 H3N 120(3) . . ?
C8 N4 C12 108.6(3) . . ?
C8 N4 C7 125.7(3) . . ?
C12 N4 C7 125.6(3) . . ?
C8 N5 C13 109.1(3) . . ?
C8 N5 C9 124.7(3) . . ?
C13 N5 C9 126.2(3) . . ?
C32 O6 H6O 112(5) . . ?
C2 C1 H17 109.5 . . ?
C2 C1 H1 109.5 . . ?
H17 C1 H1 109.5 . . ?
C2 C1 H18 109.5 . . ?
H17 C1 H18 109.5 . . ?
H1 C1 H18 109.5 . . ?
N1 C2 C25 110.6(3) . . ?
N1 C2 C1 109.9(3) . . ?
C25 C2 C1 113.0(3) . . ?
N1 C2 H19 107.7 . . ?
C25 C2 H19 107.7 . . ?
C1 C2 H19 107.7 . . ?
N1 C3 N2 108.9(3) . . ?
N1 C3 H22 125.6 . . ?
N2 C3 H22 125.6 . . ?
C24 C4 C5 119.3(3) . . ?
C24 C4 N2 121.0(3) . . ?
C5 C4 N2 119.7(3) . . ?
N3 C5 C4 129.8(3) . . ?
N3 C5 C18 109.9(3) . . ?
C4 C5 C18 120.2(3) . . ?
N3 C6 C7 129.4(3) . . ?
N3 C6 C17 110.8(3) . . ?
C7 C6 C17 119.9(3) . . ?
C14 C7 C6 119.1(3) . . ?
C14 C7 N4 120.8(3) . . ?
C6 C7 N4 120.0(3) . . ?
N5 C8 N4 108.0(3) . . ?
N5 C8 H35 126.0 . . ?
N4 C8 H35 126.0 . . ?
N5 C9 C11 109.6(3) . . ?
N5 C9 C10 109.5(3) . . ?
C11 C9 C10 113.0(3) . . ?
N5 C9 H36 108.2 . . ?
C11 C9 H36 108.2 . . ?
C10 C9 H36 108.2 . . ?
C9 C10 H38 109.5 . . ?
C9 C10 H37 109.5 . . ?
H38 C10 H37 109.5 . . ?
C9 C10 H2 109.5 . . ?
H38 C10 H2 109.5 . . ?
H37 C10 H2 109.5 . . ?
C9 C11 H40 109.5 . . ?
C9 C11 H39 109.5 . . ?
H40 C11 H39 109.5 . . ?
C9 C11 H3 109.5 . . ?
H40 C11 H3 109.5 . . ?
H39 C11 H3 109.5 . . ?
C13 C12 N4 107.2(3) . . ?
C13 C12 H5 126.4 . . ?
N4 C12 H5 126.4 . . ?
C12 C13 N5 107.1(3) . . ?
C12 C13 H4 126.4 . . ?
N5 C13 H4 126.4 . . ?
C7 C14 C15 122.1(3) . . ?
C7 C14 H34 118.9 . . ?
C15 C14 H34 118.9 . . ?
C16 C15 C14 118.4(3) . . ?
C16 C15 C28 122.8(3) . . ?
C14 C15 C28 118.8(3) . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H24 119.9 . . ?
C15 C16 H24 119.9 . . ?
C16 C17 C6 120.2(3) . . ?
C16 C17 C18 134.4(3) . . ?
C6 C17 C18 105.3(3) . . ?
C19 C18 C5 120.1(3) . . ?
C19 C18 C17 133.6(3) . . ?
C5 C18 C17 106.4(3) . . ?
C20 C19 C18 119.9(3) . . ?
C20 C19 H6 120.0 . . ?
C18 C19 H6 120.0 . . ?
C19 C20 C24 118.7(3) . . ?
C19 C20 C21 121.9(3) . . ?
C24 C20 C21 119.4(3) . . ?
C1X C21 C22 109.6(4) . . ?
C1X C21 C20 111.6(3) . . ?
C22 C21 C20 112.6(3) . . ?
C1X C21 C23 109.1(5) . . ?
C22 C21 C23 106.1(4) . . ?
C20 C21 C23 107.5(3) . . ?
C21 C22 H7 109.5 . . ?
C21 C22 H9 109.5 . . ?
H7 C22 H9 109.5 . . ?
C21 C22 H8 109.5 . . ?
H7 C22 H8 109.5 . . ?
H9 C22 H8 109.5 . . ?
C21 C23 H10 109.5 . . ?
C21 C23 H12 109.5 . . ?
H10 C23 H12 109.5 . . ?
C21 C23 H11 109.5 . . ?
H10 C23 H11 109.5 . . ?
H12 C23 H11 109.5 . . ?
C4 C24 C20 121.7(3) . . ?
C4 C24 H23 119.2 . . ?
C20 C24 H23 119.2 . . ?
C2 C25 H16 109.5 . . ?
C2 C25 H14 109.5 . . ?
H16 C25 H14 109.5 . . ?
C2 C25 H15 109.5 . . ?
H16 C25 H15 109.5 . . ?
H14 C25 H15 109.5 . . ?
C27 C26 N1 107.8(3) . . ?
C27 C26 H21 126.1 . . ?
N1 C26 H21 126.1 . . ?
C26 C27 N2 106.4(3) . . ?
C26 C27 H20 126.8 . . ?
N2 C27 H20 126.8 . . ?
C31 C28 C30 108.9(4) . . ?
C31 C28 C15 109.9(3) . . ?
C30 C28 C15 111.9(3) . . ?
C31 C28 C29 109.9(3) . . ?
C30 C28 C29 108.2(4) . . ?
C15 C28 C29 108.2(3) . . ?
C28 C29 H25 109.5 . . ?
C28 C29 H26 109.5 . . ?
H25 C29 H26 109.5 . . ?
C28 C29 H27 109.5 . . ?
H25 C29 H27 109.5 . . ?
H26 C29 H27 109.5 . . ?
C28 C30 H29 109.5 . . ?
C28 C30 H30 109.5 . . ?
H29 C30 H30 109.5 . . ?
C28 C30 H28 109.5 . . ?
H29 C30 H28 109.5 . . ?
H30 C30 H28 109.5 . . ?
C28 C31 H33 109.5 . . ?
C28 C31 H32 109.5 . . ?
H33 C31 H32 109.5 . . ?
C28 C31 H31 109.5 . . ?
H33 C31 H31 109.5 . . ?
H32 C31 H31 109.5 . . ?
O6 C32 C1S 106.9(4) . . ?
O6 C32 C2S 111.7(5) . . ?
C1S C32 C2S 111.7(5) . . ?
O6 C32 H32A 108.8 . . ?
C1S C32 H32A 108.8 . . ?
C2S C32 H32A 108.8 . . ?

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
C3 N1 C2 C25 76.2(4) . . . . ?
C26 N1 C2 C25 -102.0(4) . . . . ?
C3 N1 C2 C1 -158.4(3) . . . . ?
C26 N1 C2 C1 23.4(5) . . . . ?
C26 N1 C3 N2 -0.5(4) . . . . ?
C2 N1 C3 N2 -179.0(3) . . . . ?
C27 N2 C3 N1 0.7(4) . . . . ?
C4 N2 C3 N1 -178.4(3) . . . . ?
C3 N2 C4 C24 136.2(3) . . . . ?
C27 N2 C4 C24 -42.8(5) . . . . ?
C3 N2 C4 C5 -43.6(5) . . . . ?
C27 N2 C4 C5 137.4(3) . . . . ?
C6 N3 C5 C4 178.4(3) . . . . ?
C6 N3 C5 C18 1.3(4) . . . . ?
C24 C4 C5 N3 179.8(3) . . . . ?
N2 C4 C5 N3 -0.4(5) . . . . ?
C24 C4 C5 C18 -3.3(5) . . . . ?
N2 C4 C5 C18 176.5(3) . . . . ?
C5 N3 C6 C7 179.1(3) . . . . ?
C5 N3 C6 C17 -2.0(4) . . . . ?
N3 C6 C7 C14 177.2(3) . . . . ?
C17 C6 C7 C14 -1.6(5) . . . . ?
N3 C6 C7 N4 -4.9(5) . . . . ?
C17 C6 C7 N4 176.3(3) . . . . ?
C8 N4 C7 C14 -128.1(4) . . . . ?
C12 N4 C7 C14 55.7(5) . . . . ?
C8 N4 C7 C6 54.0(5) . . . . ?
C12 N4 C7 C6 -122.2(4) . . . . ?
C13 N5 C8 N4 0.7(4) . . . . ?
C9 N5 C8 N4 179.8(3) . . . . ?
C12 N4 C8 N5 -1.0(4) . . . . ?
C7 N4 C8 N5 -177.7(3) . . . . ?
C8 N5 C9 C11 -125.9(4) . . . . ?
C13 N5 C9 C11 53.1(5) . . . . ?
C8 N5 C9 C10 109.7(4) . . . . ?
C13 N5 C9 C10 -71.3(4) . . . . ?
C8 N4 C12 C13 0.8(4) . . . . ?
C7 N4 C12 C13 177.6(3) . . . . ?
N4 C12 C13 N5 -0.4(4) . . . . ?
C8 N5 C13 C12 -0.2(4) . . . . ?
C9 N5 C13 C12 -179.3(3) . . . . ?
C6 C7 C14 C15 0.6(5) . . . . ?
N4 C7 C14 C15 -177.3(3) . . . . ?
C7 C14 C15 C16 0.3(5) . . . . ?
C7 C14 C15 C28 -178.0(3) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
C28 C15 C16 C17 178.0(3) . . . . ?
C15 C16 C17 C6 -0.8(5) . . . . ?
C15 C16 C17 C18 -179.6(4) . . . . ?
N3 C6 C17 C16 -177.3(3) . . . . ?
C7 C6 C17 C16 1.7(5) . . . . ?
N3 C6 C17 C18 1.8(4) . . . . ?
C7 C6 C17 C18 -179.2(3) . . . . ?
N3 C5 C18 C19 179.5(3) . . . . ?
C4 C5 C18 C19 2.0(5) . . . . ?
N3 C5 C18 C17 -0.2(4) . . . . ?
C4 C5 C18 C17 -177.6(3) . . . . ?
C16 C17 C18 C19 -1.6(6) . . . . ?
C6 C17 C18 C19 179.4(3) . . . . ?
C16 C17 C18 C5 178.0(4) . . . . ?
C6 C17 C18 C5 -1.0(3) . . . . ?
C5 C18 C19 C20 0.7(5) . . . . ?
C17 C18 C19 C20 -179.7(3) . . . . ?
C18 C19 C20 C24 -2.1(5) . . . . ?
C18 C19 C20 C21 177.5(3) . . . . ?
C19 C20 C21 C1X 133.7(5) . . . . ?
C24 C20 C21 C1X -46.6(6) . . . . ?
C19 C20 C21 C22 9.9(5) . . . . ?
C24 C20 C21 C22 -170.5(4) . . . . ?
C19 C20 C21 C23 -106.6(4) . . . . ?
C24 C20 C21 C23 73.0(4) . . . . ?
C5 C4 C24 C20 1.9(5) . . . . ?
N2 C4 C24 C20 -177.9(3) . . . . ?
C19 C20 C24 C4 0.8(5) . . . . ?
C21 C20 C24 C4 -178.8(3) . . . . ?
C3 N1 C26 C27 0.1(4) . . . . ?
C2 N1 C26 C27 178.5(3) . . . . ?
N1 C26 C27 N2 0.3(4) . . . . ?
C3 N2 C27 C26 -0.7(4) . . . . ?
C4 N2 C27 C26 178.5(3) . . . . ?
C16 C15 C28 C31 126.2(4) . . . . ?
C14 C15 C28 C31 -55.7(5) . . . . ?
C16 C15 C28 C30 5.1(5) . . . . ?
C14 C15 C28 C30 -176.7(4) . . . . ?
C16 C15 C28 C29 -113.9(4) . . . . ?
C14 C15 C28 C29 64.2(4) . . . . ?

_refine_diff_density_max         0.765
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.070


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method isopropanol
####################################################################### 
# 
# 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_bimcaAllyl_KWT
_database_code_depnum_ccdc_archive 'CCDC 1472370'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'3,6-Di-tert-butyl-1,8-bis(3-(1-allyl)imidazolium)carbazole dibromide'
_chemical_name_common            H(bimcaAllyl)2HBr
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H39 N5, C3 H8 O, 2(Br), H2 O'
_chemical_formula_sum            'C35 H49 Br2 N5 O2'
_chemical_formula_weight         731.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

_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+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.3028(15)
_cell_length_b                   17.311(2)
_cell_length_c                   16.0809(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3703.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7296
_cell_measurement_theta_min      1.931
_cell_measurement_theta_max      29.020

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.169
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.071
_exptl_absorpt_coefficient_mu    2.225
_shelx_estimated_absorpt_T_min   0.705
_shelx_estimated_absorpt_T_max   0.858
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
SADABS. Ver. 2014/5. (Krause, L., Herbst-Irmer, R., Sheldrick, G. M. 
& Stalke, D. (2015). J. Appl. Crystallogr. 48.)
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker APEX-II DUO CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            129596
_diffrn_reflns_av_unetI/netI     0.0625
_diffrn_reflns_av_R_equivalents  0.1136
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.931
_diffrn_reflns_theta_max         29.020
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9684
_reflns_number_gt                7296
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.934
_reflns_Friedel_fraction_max     0.986
_reflns_Friedel_fraction_full    1.000

_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-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0535P)²+2.9320P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.000(13)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9684
_refine_ls_number_parameters     447
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1155
_refine_ls_wR_factor_gt          0.1023
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.034
_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
Br1 Br 0.62493(4) 0.77477(3) 0.97725(9) 0.02919(14) Uani 1 1 d . . . . .
Br2 Br 0.66169(5) 1.06445(3) 1.02152(9) 0.03442(16) Uani 1 1 d . . . . .
N1 N 0.5559(4) 0.8729(3) 1.1423(3) 0.0217(10) Uani 1 1 d . . . . .
H1N H 0.579(5) 0.858(4) 1.100(4) 0.026 Uiso 1 1 d . U . . .
N2 N 0.4606(4) 0.9139(3) 0.8978(2) 0.0255(11) Uani 1 1 d D . . . .
N5 N 0.3921(3) 0.8949(3) 1.0173(3) 0.0219(9) Uani 1 1 d . . . . .
N7 N 0.8525(3) 0.8689(3) 1.0503(3) 0.0283(11) Uani 1 1 d D . . . .
N10 N 0.7757(4) 0.8435(3) 1.1650(3) 0.0225(10) Uani 1 1 d . . . . .
C1 C 0.4670(4) 0.9305(3) 0.9781(4) 0.0230(10) Uani 1 1 d . . . . .
H1 H 0.5165 0.9624 1.0033 0.05(2) Uiso 1 1 calc R . . . .
C3 C 0.3795(5) 0.8658(4) 0.8852(4) 0.0320(14) Uani 1 1 d . . . . .
H3 H 0.3582 0.8451 0.8335 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3358(5) 0.8536(4) 0.9597(3) 0.0296(13) Uani 1 1 d . . . . .
H4 H 0.2781 0.8229 0.9706 0.036 Uiso 1 1 calc R U . . .
C6 C 0.7792(4) 0.8928(4) 1.0999(4) 0.0263(12) Uani 1 1 d . . . . .
H6 H 0.7372 0.9364 1.0914 0.032 Uiso 1 1 calc R U . . .
C8 C 0.8964(5) 0.8049(4) 1.0819(4) 0.0290(13) Uani 1 1 d . . . . .
H8 H 0.9502 0.7767 1.0577 0.035 Uiso 1 1 calc R U . . .
C9 C 0.8492(4) 0.7884(4) 1.1546(4) 0.0269(13) Uani 1 1 d . . . . .
H9 H 0.8640 0.7469 1.1912 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3745(4) 0.8957(3) 1.1058(4) 0.0224(11) Uani 1 1 d . . . . .
C12 C 0.4548(4) 0.8837(3) 1.1593(3) 0.0198(11) Uani 1 1 d . . . . .
C13 C 0.4387(4) 0.8811(3) 1.2458(3) 0.0216(11) Uani 1 1 d . . . . .
C14 C 0.3413(4) 0.8907(3) 1.2777(4) 0.0228(11) Uani 1 1 d . . . . .
H14 H 0.3305 0.8894 1.3361 0.027 Uiso 1 1 calc R U . . .
C15 C 0.2611(4) 0.9022(3) 1.2246(3) 0.0214(11) Uani 1 1 d . . . . .
C16 C 0.2798(4) 0.9050(3) 1.1379(3) 0.0235(12) Uani 1 1 d . . . . .
H16 H 0.2252 0.9135 1.1010 0.028 Uiso 1 1 calc R U . . .
C17 C 0.5379(5) 0.9352(4) 0.8361(3) 0.0328(14) Uani 1 1 d D . . . .
H17A H 0.5949 0.8987 0.8401 0.039 Uiso 1 1 calc R U . . .
H17B H 0.5634 0.9876 0.8486 0.039 Uiso 1 1 calc R U . . .
C18 C 0.4972(5) 0.9337(4) 0.7505(3) 0.0379(15) Uani 1 1 d D . . . .
H18 H 0.4407 0.9653 0.7385 0.045 Uiso 1 1 calc R U . . .
C19 C 0.5336(7) 0.8925(5) 0.6918(4) 0.059(2) Uani 1 1 d D . . . .
H19A H 0.5901 0.8603 0.7019 0.070 Uiso 1 1 calc R U . . .
H19B H 0.5040 0.8940 0.6380 0.070 Uiso 1 1 calc R U . . .
C21 C 0.7058(4) 0.8479(3) 1.2324(3) 0.0222(12) Uani 1 1 d . . . . .
C22 C 0.6055(4) 0.8619(3) 1.2172(4) 0.0220(12) Uani 1 1 d . . . . .
C23 C 0.5365(4) 0.8668(3) 1.2839(3) 0.0216(12) Uani 1 1 d . . . . .
C24 C 0.5693(4) 0.8575(3) 1.3648(3) 0.0237(12) Uani 1 1 d . . . . .
H24 H 0.5228 0.8615 1.4094 0.028 Uiso 1 1 calc R U . . .
C25 C 0.6709(5) 0.8420(4) 1.3815(4) 0.0265(13) Uani 1 1 d . . . . .
C26 C 0.7377(4) 0.8380(3) 1.3134(3) 0.0238(12) Uani 1 1 d . . . . .
H26 H 0.8069 0.8281 1.3237 0.029 Uiso 1 1 calc R U . . .
C27 C 0.8817(4) 0.9076(4) 0.9707(4) 0.0368(14) Uani 1 1 d D . . . .
H27A H 0.8996 0.8680 0.9288 0.044 Uiso 1 1 calc R U . . .
H27B H 0.8241 0.9377 0.9491 0.044 Uiso 1 1 calc R U . . .
C31 C 0.1544(5) 0.9171(4) 1.2566(4) 0.0278(13) Uani 1 1 d . . . . .
C33 C 0.0777(7) 0.8721(8) 1.2053(6) 0.043(3) Uani 0.737(19) 1 d . U P A 1
H33A H 0.0941 0.8169 1.2071 0.065 Uiso 0.737(19) 1 calc R U P A 1
H33B H 0.0795 0.8901 1.1475 0.065 Uiso 0.737(19) 1 calc R U P A 1
H33C H 0.0103 0.8803 1.2282 0.065 Uiso 0.737(19) 1 calc R U P A 1
C34 C 0.1347(9) 1.0021(6) 1.2561(9) 0.042(3) Uani 0.737(19) 1 d . U P A 1
H34A H 0.1380 1.0214 1.1989 0.063 Uiso 0.737(19) 1 calc R U P A 1
H34B H 0.1855 1.0284 1.2900 0.063 Uiso 0.737(19) 1 calc R U P A 1
H34C H 0.0678 1.0122 1.2790 0.063 Uiso 0.737(19) 1 calc R U P A 1
C32 C 0.1405(7) 0.8858(7) 1.3470(7) 0.038(3) Uani 0.737(19) 1 d . U P A 1
H32A H 0.1870 0.9125 1.3845 0.056 Uiso 0.737(19) 1 calc R U P A 1
H32B H 0.1545 0.8302 1.3480 0.056 Uiso 0.737(19) 1 calc R U P A 1
H32C H 0.0712 0.8949 1.3652 0.056 Uiso 0.737(19) 1 calc R U P A 1
C322 C 0.160(2) 0.998(2) 1.295(2) 0.041(8) Uani 0.263(19) 1 d . U P A 2
H32D H 0.1833 1.0350 1.2533 0.061 Uiso 0.263(19) 1 calc R U P A 2
H32E H 0.2061 0.9976 1.3423 0.061 Uiso 0.263(19) 1 calc R U P A 2
H32F H 0.0925 1.0134 1.3144 0.061 Uiso 0.263(19) 1 calc R U P A 2
C321 C 0.0764(19) 0.9293(19) 1.1784(16) 0.035(7) Uani 0.263(19) 1 d . U P A 2
H32G H 0.0646 0.8795 1.1509 0.052 Uiso 0.263(19) 1 calc R U P A 2
H32H H 0.1055 0.9657 1.1385 0.052 Uiso 0.263(19) 1 calc R U P A 2
H32I H 0.0124 0.9498 1.1992 0.052 Uiso 0.263(19) 1 calc R U P A 2
C320 C 0.119(3) 0.859(2) 1.309(3) 0.059(10) Uani 0.263(19) 1 d . U P A 2
H32J H 0.1316 0.8089 1.2831 0.089 Uiso 0.263(19) 1 calc R U P A 2
H32K H 0.0464 0.8661 1.3170 0.089 Uiso 0.263(19) 1 calc R U P A 2
H32L H 0.1535 0.8624 1.3622 0.089 Uiso 0.263(19) 1 calc R U P A 2
C35 C 0.7080(4) 0.8333(3) 1.4711(4) 0.0289(12) Uani 1 1 d . . . . .
C36 C 0.8183(5) 0.8067(5) 1.4759(5) 0.0497(18) Uani 1 1 d . . . . .
H36A H 0.8376 0.8001 1.5343 0.075 Uiso 1 1 calc R U . . .
H36B H 0.8616 0.8457 1.4500 0.075 Uiso 1 1 calc R U . . .
H36C H 0.8258 0.7574 1.4466 0.075 Uiso 1 1 calc R U . . .
C37 C 0.6445(6) 0.7719(4) 1.5171(4) 0.0424(16) Uani 1 1 d . . . . .
H37A H 0.6699 0.7657 1.5739 0.064 Uiso 1 1 calc R U . . .
H37B H 0.6492 0.7225 1.4876 0.064 Uiso 1 1 calc R U . . .
H37C H 0.5742 0.7887 1.5190 0.064 Uiso 1 1 calc R U . . .
C38 C 0.6984(5) 0.9113(4) 1.5151(5) 0.0400(15) Uani 1 1 d . . . . .
H38A H 0.7249 0.9071 1.5718 0.060 Uiso 1 1 calc R U . . .
H38B H 0.6274 0.9264 1.5172 0.060 Uiso 1 1 calc R U . . .
H38C H 0.7366 0.9504 1.4844 0.060 Uiso 1 1 calc R U . . .
O100 O 0.7489(5) 1.1640(4) 1.1951(4) 0.0658(17) Uani 1 1 d . . . . .
H100 H 0.7068 1.1425 1.1638 0.099 Uiso 1 1 calc R U . . .
C101 C 0.8391(7) 1.1164(5) 1.2003(6) 0.063(3) Uani 1 1 d D . . . .
H101 H 0.8592 1.1006 1.1428 0.076 Uiso 1 1 calc R U . . .
C103 C 0.9225(8) 1.1684(7) 1.2373(9) 0.098(4) Uani 1 1 d D . . . .
H10A H 0.9619 1.1912 1.1920 0.146 Uiso 1 1 calc R U . . .
H10B H 0.9666 1.1373 1.2728 0.146 Uiso 1 1 calc R U . . .
H10C H 0.8918 1.2096 1.2704 0.146 Uiso 1 1 calc R U . . .
C102 C 0.8185(6) 1.0429(5) 1.2524(7) 0.070(3) Uani 1 1 d D . . . .
H10D H 0.7546 1.0199 1.2349 0.104 Uiso 1 1 calc R U . . .
H10E H 0.8148 1.0567 1.3114 0.104 Uiso 1 1 calc R U . . .
H10F H 0.8729 1.0057 1.2437 0.104 Uiso 1 1 calc R U . . .
C28 C 0.9683(6) 0.9595(5) 0.9845(5) 0.067(2) Uani 1 1 d D . . . .
H28 H 0.9580 1.0046 1.0170 0.081 Uiso 1 1 calc R U . . .
C29 C 1.0563(6) 0.9475(8) 0.9553(8) 0.118(5) Uani 1 1 d D . . . .
H29A H 1.0691 0.9029 0.9225 0.142 Uiso 1 1 calc R U . . .
H29B H 1.1089 0.9832 0.9663 0.142 Uiso 1 1 calc R U . . .
O1W O 0.7297(8) 1.3024(5) 1.2964(6) 0.111(3) Uani 1 1 d D . . . .
H1W H 0.726(6) 1.279(3) 1.2466(16) 0.134 Uiso 1 1 d D U . . .
H2W H 0.762(4) 1.2683(18) 1.329(2) 0.134 Uiso 1 1 d D 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
N1 C12 1.385(7) . ?
N1 C22 1.388(7) . ?
N1 H1N 0.79(7) . ?
N2 C1 1.325(7) . ?
N2 C3 1.378(8) . ?
N2 C17 1.476(7) . ?
N5 C1 1.331(7) . ?
N5 C4 1.389(7) . ?
N5 C11 1.443(7) . ?
N7 C6 1.325(8) . ?
N7 C8 1.351(8) . ?
N7 C27 1.497(8) . ?
N10 C6 1.352(7) . ?
N10 C9 1.376(7) . ?
N10 C21 1.429(7) . ?
C1 H1 0.9500 . ?
C3 C4 1.347(8) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.358(9) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C11 C16 1.371(8) . ?
C11 C12 1.387(8) . ?
C12 C13 1.408(7) . ?
C13 C14 1.404(8) . ?
C13 C23 1.459(8) . ?
C14 C15 1.380(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.417(7) . ?
C15 C31 1.532(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.478(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.279(8) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9500 . ?
C19 H19B 0.9500 . ?
C21 C22 1.378(8) . ?
C21 C26 1.381(8) . ?
C22 C23 1.415(8) . ?
C23 C24 1.381(8) . ?
C24 C25 1.404(8) . ?
C24 H24 0.9500 . ?
C25 C26 1.412(8) . ?
C25 C35 1.531(8) . ?
C26 H26 0.9500 . ?
C27 C28 1.478(7) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C31 C320 1.39(4) . ?
C31 C34 1.494(13) . ?
C31 C33 1.526(11) . ?
C31 C322 1.53(3) . ?
C31 C32 1.563(11) . ?
C31 C321 1.64(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C322 H32D 0.9800 . ?
C322 H32E 0.9800 . ?
C322 H32F 0.9800 . ?
C321 H32G 0.9800 . ?
C321 H32H 0.9800 . ?
C321 H32I 0.9800 . ?
C320 H32J 0.9800 . ?
C320 H32K 0.9800 . ?
C320 H32L 0.9800 . ?
C35 C38 1.530(9) . ?
C35 C36 1.539(9) . ?
C35 C37 1.545(9) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O100 C101 1.457(11) . ?
O100 H100 0.8400 . ?
C101 C103 1.548(10) . ?
C101 C102 1.548(10) . ?
C101 H101 1.0000 . ?
C103 H10A 0.9800 . ?
C103 H10B 0.9800 . ?
C103 H10C 0.9800 . ?
C102 H10D 0.9800 . ?
C102 H10E 0.9800 . ?
C102 H10F 0.9800 . ?
C28 C29 1.278(8) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9500 . ?
C29 H29B 0.9500 . ?
O1W H1W 0.9001(15) . ?
O1W H2W 0.9001(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 N1 C22 108.0(4) . . ?
C12 N1 H1N 126(5) . . ?
C22 N1 H1N 121(5) . . ?
C1 N2 C3 108.9(5) . . ?
C1 N2 C17 123.9(5) . . ?
C3 N2 C17 126.6(5) . . ?
C1 N5 C4 109.0(5) . . ?
C1 N5 C11 125.8(5) . . ?
C4 N5 C11 125.2(5) . . ?
C6 N7 C8 110.4(5) . . ?
C6 N7 C27 124.5(5) . . ?
C8 N7 C27 125.1(5) . . ?
C6 N10 C9 108.6(5) . . ?
C6 N10 C21 125.2(5) . . ?
C9 N10 C21 126.2(5) . . ?
N2 C1 N5 108.3(5) . . ?
N2 C1 H1 125.9 . . ?
N5 C1 H1 125.9 . . ?
C4 C3 N2 107.6(5) . . ?
C4 C3 H3 126.2 . . ?
N2 C3 H3 126.2 . . ?
C3 C4 N5 106.3(5) . . ?
C3 C4 H4 126.9 . . ?
N5 C4 H4 126.9 . . ?
N7 C6 N10 107.1(5) . . ?
N7 C6 H6 126.5 . . ?
N10 C6 H6 126.5 . . ?
N7 C8 C9 107.2(5) . . ?
N7 C8 H8 126.4 . . ?
C9 C8 H8 126.4 . . ?
C8 C9 N10 106.8(6) . . ?
C8 C9 H9 126.6 . . ?
N10 C9 H9 126.6 . . ?
C16 C11 C12 119.4(5) . . ?
C16 C11 N5 121.5(5) . . ?
C12 C11 N5 119.0(5) . . ?
N1 C12 C11 130.2(5) . . ?
N1 C12 C13 109.8(5) . . ?
C11 C12 C13 120.1(5) . . ?
C14 C13 C12 119.8(5) . . ?
C14 C13 C23 133.6(5) . . ?
C12 C13 C23 106.6(5) . . ?
C15 C14 C13 120.3(5) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 118.5(5) . . ?
C14 C15 C31 122.2(5) . . ?
C16 C15 C31 119.2(5) . . ?
C11 C16 C15 121.9(5) . . ?
C11 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
N2 C17 C18 111.5(5) . . ?
N2 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
N2 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
C19 C18 C17 124.0(6) . . ?
C19 C18 H18 118.0 . . ?
C17 C18 H18 118.0 . . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19B 120.0 . . ?
H19A C19 H19B 120.0 . . ?
C22 C21 C26 119.1(5) . . ?
C22 C21 N10 120.3(5) . . ?
C26 C21 N10 120.6(5) . . ?
C21 C22 N1 129.7(5) . . ?
C21 C22 C23 120.4(5) . . ?
N1 C22 C23 109.9(5) . . ?
C24 C23 C22 120.1(5) . . ?
C24 C23 C13 134.2(5) . . ?
C22 C23 C13 105.7(5) . . ?
C23 C24 C25 120.5(5) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C26 117.9(5) . . ?
C24 C25 C35 120.6(5) . . ?
C26 C25 C35 121.5(5) . . ?
C21 C26 C25 122.1(5) . . ?
C21 C26 H26 118.9 . . ?
C25 C26 H26 118.9 . . ?
C28 C27 N7 110.3(5) . . ?
C28 C27 H27A 109.6 . . ?
N7 C27 H27A 109.6 . . ?
C28 C27 H27B 109.6 . . ?
N7 C27 H27B 109.6 . . ?
H27A C27 H27B 108.1 . . ?
C34 C31 C33 112.5(8) . . ?
C320 C31 C15 113.3(17) . . ?
C34 C31 C15 109.1(6) . . ?
C33 C31 C15 110.6(5) . . ?
C320 C31 C322 116(2) . . ?
C15 C31 C322 104.4(13) . . ?
C34 C31 C32 109.1(7) . . ?
C33 C31 C32 104.3(7) . . ?
C15 C31 C32 111.3(6) . . ?
C320 C31 C321 110(2) . . ?
C15 C31 C321 110.5(9) . . ?
C322 C31 C321 102.8(16) . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C322 H32D 109.5 . . ?
C31 C322 H32E 109.5 . . ?
H32D C322 H32E 109.5 . . ?
C31 C322 H32F 109.5 . . ?
H32D C322 H32F 109.5 . . ?
H32E C322 H32F 109.5 . . ?
C31 C321 H32G 109.5 . . ?
C31 C321 H32H 109.5 . . ?
H32G C321 H32H 109.5 . . ?
C31 C321 H32I 109.5 . . ?
H32G C321 H32I 109.5 . . ?
H32H C321 H32I 109.5 . . ?
C31 C320 H32J 109.5 . . ?
C31 C320 H32K 109.5 . . ?
H32J C320 H32K 109.5 . . ?
C31 C320 H32L 109.5 . . ?
H32J C320 H32L 109.5 . . ?
H32K C320 H32L 109.5 . . ?
C38 C35 C25 108.7(5) . . ?
C38 C35 C36 108.7(6) . . ?
C25 C35 C36 112.6(5) . . ?
C38 C35 C37 109.9(5) . . ?
C25 C35 C37 110.0(5) . . ?
C36 C35 C37 107.0(5) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C101 O100 H100 109.5 . . ?
O100 C101 C103 106.5(8) . . ?
O100 C101 C102 110.5(7) . . ?
C103 C101 C102 113.4(8) . . ?
O100 C101 H101 108.8 . . ?
C103 C101 H101 108.8 . . ?
C102 C101 H101 108.8 . . ?
C101 C103 H10A 109.5 . . ?
C101 C103 H10B 109.5 . . ?
H10A C103 H10B 109.5 . . ?
C101 C103 H10C 109.5 . . ?
H10A C103 H10C 109.5 . . ?
H10B C103 H10C 109.5 . . ?
C101 C102 H10D 109.5 . . ?
C101 C102 H10E 109.5 . . ?
H10D C102 H10E 109.5 . . ?
C101 C102 H10F 109.5 . . ?
H10D C102 H10F 109.5 . . ?
H10E C102 H10F 109.5 . . ?
C29 C28 C27 124.1(7) . . ?
C29 C28 H28 118.0 . . ?
C27 C28 H28 118.0 . . ?
C28 C29 H29A 120.0 . . ?
C28 C29 H29B 120.0 . . ?
H29A C29 H29B 120.0 . . ?
H1W O1W H2W 104.7(2) . . ?

_refine_diff_density_max         0.808
_refine_diff_density_min         -0.711
_refine_diff_density_rms         0.088


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method Isopropanol
####################################################################### 
# 
# 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_eva124_sq_d_sq_s
_database_code_depnum_ccdc_archive 'CCDC 1472371'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            H(bimcaC5)2HBr
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H42 Br2 N6'
_chemical_formula_weight         682.54

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'
Br Br -0.2901 2.4595 '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           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                   20.2134(17)
_cell_length_b                   14.5713(12)
_cell_length_c                   25.883(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.234(2)
_cell_angle_gamma                90
_cell_volume                     7105.9(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6326
_cell_measurement_theta_min      1.767
_cell_measurement_theta_max      28.325

_exptl_crystal_description       block
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             2816
_exptl_transmission_factor_min   0.84395
_exptl_transmission_factor_max   0.91343
_exptl_crystal_size_max          0.275
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.117
_exptl_absorpt_coefficient_mu    2.311
_shelx_estimated_absorpt_T_min   0.569
_shelx_estimated_absorpt_T_max   0.774
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   
'SADABS. Ver. 2014/5. (Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). J. Appl. Crystallogr. 48.'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51295
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_av_R_equivalents  0.0530
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.767
_diffrn_reflns_theta_max         28.325
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8852
_reflns_number_gt                6326
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0618P)²+7.0005P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8852
_refine_ls_number_parameters     448
_refine_ls_number_restraints     139
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1224
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.062
_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
Br1 Br 0.30332(2) 0.62264(2) 0.20493(2) 0.03986(10) Uani 1 1 d . . . . .
Br2 Br 0.50160(2) 0.04206(2) 0.38517(2) 0.04250(10) Uani 1 1 d . . . . .
N1 N 0.38158(12) 0.19793(15) 0.32071(9) 0.0276(5) Uani 1 1 d . . . . .
N2 N 0.37030(13) 0.08710(18) 0.46808(10) 0.0420(6) Uani 1 1 d . . . . .
N5 N 0.38809(13) 0.21897(16) 0.43676(9) 0.0348(5) Uani 1 1 d . . . . .
N7 N 0.34803(14) -0.06728(16) 0.25744(11) 0.0408(6) Uani 1 1 d . . . . .
N10 N 0.37663(12) 0.06395(15) 0.23237(9) 0.0308(5) Uani 1 1 d . . . . .
C1 C 0.34579(16) 0.1453(2) 0.42562(12) 0.0401(7) Uani 1 1 d . . . . .
H1 H 0.3052 0.1361 0.3930 0.048 Uiso 1 1 calc R U . . .
C3 C 0.43002(17) 0.1250(2) 0.50753(12) 0.0443(8) Uani 1 1 d . . . . .
H3 H 0.4581 0.0982 0.5420 0.053 Uiso 1 1 calc R U . . .
C4 C 0.44087(17) 0.2070(2) 0.48796(11) 0.0412(7) Uani 1 1 d . . . . .
H4 H 0.4781 0.2489 0.5061 0.049 Uiso 1 1 calc R U . . .
C6 C 0.33668(16) 0.02278(18) 0.25729(12) 0.0346(6) Uani 1 1 d . . . . .
H6 H 0.3058 0.0526 0.2722 0.042 Uiso 1 1 calc R U . . .
C8 C 0.39594(18) -0.0836(2) 0.23184(15) 0.0469(8) Uani 1 1 d . . . . .
H8 H 0.4135 -0.1419 0.2266 0.056 Uiso 1 1 calc R U . . .
C9 C 0.41361(16) -0.0024(2) 0.21548(13) 0.0399(7) Uani 1 1 d . . . . .
H9 H 0.4451 0.0075 0.1962 0.048 Uiso 1 1 calc R U . . .
C11 C 0.38020(16) 0.29524(18) 0.39982(10) 0.0343(6) Uani 1 1 d . . . . .
C12 C 0.37703(14) 0.27944(17) 0.34633(10) 0.0278(6) Uani 1 1 d . . . . .
C13 C 0.36986(15) 0.35382(18) 0.31004(10) 0.0308(6) Uani 1 1 d . . . . .
C21 C 0.37866(14) 0.16200(18) 0.22491(11) 0.0295(6) Uani 1 1 d . . . . .
C22 C 0.37844(14) 0.21838(16) 0.26756(10) 0.0267(5) Uani 1 1 d D . . . .
C23 C 0.37163(14) 0.31615(16) 0.25887(10) 0.0283(6) Uani 1 1 d D U . . .
C24 C 0.36923(15) 0.35231(18) 0.20835(11) 0.0312(6) Uani 1 1 d . U . . .
H24 H 0.3640 0.4166 0.2021 0.037 Uiso 1 1 calc R U . . .
C25 C 0.37439(15) 0.2952(2) 0.16701(11) 0.0329(6) Uani 1 1 d . U . . .
C26 C 0.37826(15) 0.1996(2) 0.17595(11) 0.0329(6) Uani 1 1 d . . . . .
H26 H 0.3806 0.1600 0.1475 0.039 Uiso 1 1 calc R U . . .
C35 C 0.37597(16) 0.3326(2) 0.11183(11) 0.0380(7) Uani 1 1 d . . . . .
C36 C 0.3138(2) 0.2944(3) 0.06398(14) 0.0734(13) Uani 1 1 d . . . . .
H36A H 0.3130 0.3221 0.0292 0.110 Uiso 1 1 calc R U . . .
H36B H 0.2695 0.3087 0.0695 0.110 Uiso 1 1 calc R U . . .
H36C H 0.3188 0.2277 0.0622 0.110 Uiso 1 1 calc R U . . .
C37 C 0.4461(2) 0.3084(3) 0.10691(15) 0.0604(10) Uani 1 1 d . . . . .
H37A H 0.4478 0.3337 0.0723 0.091 Uiso 1 1 calc R U . . .
H37B H 0.4510 0.2415 0.1067 0.091 Uiso 1 1 calc R U . . .
H37C H 0.4849 0.3342 0.1384 0.091 Uiso 1 1 calc R U . . .
C38 C 0.3697(2) 0.4384(3) 0.10923(15) 0.0607(10) Uani 1 1 d . . . . .
H38A H 0.3681 0.4598 0.0729 0.091 Uiso 1 1 calc R U . . .
H38B H 0.4109 0.4654 0.1383 0.091 Uiso 1 1 calc R U . . .
H38C H 0.3262 0.4570 0.1148 0.091 Uiso 1 1 calc R U . . .
C40 C 0.34119(18) -0.0035(2) 0.47171(14) 0.0513(9) Uani 1 1 d . . . . .
H40A H 0.2887 0.0000 0.4569 0.062 Uiso 1 1 calc R U . . .
H40B H 0.3567 -0.0221 0.5111 0.062 Uiso 1 1 calc R U . . .
C41 C 0.36487(19) -0.0757(2) 0.43959(15) 0.0538(10) Uani 1 1 d . . . . .
H41A H 0.3520 -0.1370 0.4495 0.065 Uiso 1 1 calc R U . . .
H41B H 0.4172 -0.0734 0.4516 0.065 Uiso 1 1 calc R U . . .
C42 C 0.33323(18) -0.0651(2) 0.37678(14) 0.0480(8) Uani 1 1 d . . . . .
H42A H 0.3500 -0.0065 0.3665 0.058 Uiso 1 1 calc R U . . .
H42B H 0.2809 -0.0615 0.3651 0.058 Uiso 1 1 calc R U . . .
C43 C 0.3521(2) -0.1429(2) 0.34517(18) 0.0603(11) Uani 1 1 d . . . . .
H43A H 0.4041 -0.1432 0.3547 0.072 Uiso 1 1 calc R U . . .
H43B H 0.3389 -0.2019 0.3578 0.072 Uiso 1 1 calc R U . . .
C44 C 0.3162(2) -0.1372(2) 0.28254(17) 0.0570(10) Uani 1 1 d . . . . .
H44A H 0.3193 -0.1979 0.2663 0.068 Uiso 1 1 calc R U . . .
H44B H 0.2653 -0.1228 0.2731 0.068 Uiso 1 1 calc R U . . .
N102 N 0.3108(4) 0.3494(4) 0.5286(3) 0.135(2) Uani 1 1 d . U . . .
C101 C 0.3194(4) 0.2900(5) 0.5591(3) 0.1100(18) Uani 1 1 d . U . . .
C100 C 0.3259(4) 0.2145(5) 0.5960(3) 0.135(2) Uani 1 1 d . U . . .
H10A H 0.3756 0.1950 0.6117 0.203 Uiso 1 1 calc R U . . .
H10B H 0.2964 0.1634 0.5755 0.203 Uiso 1 1 calc R U . . .
H10C H 0.3100 0.2336 0.6259 0.203 Uiso 1 1 calc R U . . .
H100 H 0.4101(18) 0.150(2) 0.3385(14) 0.043(9) Uiso 1 1 d . . . . .
C14 C 0.3713(4) 0.4447(8) 0.3284(4) 0.0320(19) Uani 0.731(7) 1 d . U P A 1
H14 H 0.3688 0.4944 0.3040 0.038 Uiso 0.731(7) 1 calc R U P A 1
C15 C 0.3763(3) 0.4609(4) 0.3820(3) 0.0342(14) Uani 0.731(7) 1 d . U P A 1
C16 C 0.3813(5) 0.3868(7) 0.4179(4) 0.036(2) Uani 0.731(7) 1 d . U P A 1
H16 H 0.3856 0.3986 0.4550 0.043 Uiso 0.731(7) 1 calc R U P A 1
C31 C 0.3754(4) 0.5603(3) 0.4011(2) 0.0461(14) Uani 0.731(7) 1 d . U P A 1
C32 C 0.3878(5) 0.5679(7) 0.4619(3) 0.068(2) Uani 0.731(7) 1 d . U P A 1
H32A H 0.3919 0.6327 0.4727 0.102 Uiso 0.731(7) 1 calc R U P A 1
H32B H 0.4317 0.5357 0.4835 0.102 Uiso 0.731(7) 1 calc R U P A 1
H32C H 0.3478 0.5402 0.4692 0.102 Uiso 0.731(7) 1 calc R U P A 1
C33 C 0.3002(5) 0.6003(7) 0.3695(4) 0.057(2) Uani 0.731(7) 1 d . U P A 1
H33A H 0.2959 0.6604 0.3850 0.085 Uiso 0.731(7) 1 calc R U P A 1
H33B H 0.2643 0.5585 0.3733 0.085 Uiso 0.731(7) 1 calc R U P A 1
H33C H 0.2931 0.6071 0.3302 0.085 Uiso 0.731(7) 1 calc R U P A 1
C34 C 0.4299(3) 0.6174(3) 0.3886(2) 0.0590(16) Uani 0.731(7) 1 d . U P A 1
H34A H 0.4309 0.6794 0.4036 0.089 Uiso 0.731(7) 1 calc R U P A 1
H34B H 0.4176 0.6210 0.3483 0.089 Uiso 0.731(7) 1 calc R U P A 1
H34C H 0.4768 0.5891 0.4056 0.089 Uiso 0.731(7) 1 calc R U P A 1
C31A C 0.3346(9) 0.5480(9) 0.4027(5) 0.041(3) Uani 0.269(7) 1 d . U P A 2
C16A C 0.3606(14) 0.375(2) 0.4170(13) 0.035(5) Uani 0.269(7) 1 d . U P A 2
H16A H 0.3550 0.3794 0.4519 0.042 Uiso 0.269(7) 1 calc R U P A 2
C15A C 0.3490(8) 0.4517(12) 0.3818(7) 0.028(3) Uani 0.269(7) 1 d . U P A 2
C14A C 0.3505(11) 0.437(2) 0.3267(11) 0.025(4) Uani 0.269(7) 1 d . U P A 2
H14A H 0.3378 0.4863 0.3010 0.030 Uiso 0.269(7) 1 calc R U P A 2
C32A C 0.2692(7) 0.5350(7) 0.4222(5) 0.045(3) Uani 0.269(7) 1 d . U P A 2
H32D H 0.2582 0.5937 0.4356 0.068 Uiso 0.269(7) 1 calc R U P A 2
H32E H 0.2813 0.4895 0.4520 0.068 Uiso 0.269(7) 1 calc R U P A 2
H32F H 0.2279 0.5138 0.3908 0.068 Uiso 0.269(7) 1 calc R U P A 2
C33A C 0.3153(16) 0.6164(18) 0.3594(11) 0.057(6) Uani 0.269(7) 1 d . U P A 2
H33D H 0.2756 0.5937 0.3273 0.085 Uiso 0.269(7) 1 calc R U P A 2
H33E H 0.3560 0.6289 0.3484 0.085 Uiso 0.269(7) 1 calc R U P A 2
H33F H 0.3011 0.6730 0.3730 0.085 Uiso 0.269(7) 1 calc R U P A 2
C34A C 0.4128(12) 0.570(2) 0.4574(11) 0.063(5) Uani 0.269(7) 1 d . U P A 2
H34D H 0.4523 0.5710 0.4439 0.094 Uiso 0.269(7) 1 calc R U P A 2
H34E H 0.4211 0.5217 0.4854 0.094 Uiso 0.269(7) 1 calc R U P A 2
H34F H 0.4095 0.6295 0.4738 0.094 Uiso 0.269(7) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C12 1.379(3) . ?
N1 C22 1.386(3) . ?
N1 H100 0.91(3) . ?
N2 C1 1.334(4) . ?
N2 C3 1.383(4) . ?
N2 C40 1.462(4) . ?
N5 C1 1.337(4) . ?
N5 C4 1.379(3) . ?
N5 C11 1.437(3) . ?
N7 C6 1.332(3) . ?
N7 C8 1.378(4) . ?
N7 C44 1.475(4) . ?
N10 C6 1.344(4) . ?
N10 C9 1.386(4) . ?
N10 C21 1.444(3) . ?
C1 H1 0.9500 . ?
C3 C4 1.347(4) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C6 H6 0.9500 . ?
C8 C9 1.348(5) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C11 C16A 1.36(4) . ?
C11 C12 1.382(4) . ?
C11 C16 1.412(11) . ?
C12 C13 1.407(3) . ?
C13 C14A 1.39(3) . ?
C13 C14 1.403(12) . ?
C13 C23 1.446(4) . ?
C21 C22 1.377(4) . ?
C21 C26 1.378(4) . ?
C22 C23 1.441(3) . ?
C23 C24 1.394(4) . ?
C24 C25 1.389(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.410(4) . ?
C25 C35 1.539(4) . ?
C26 H26 0.9500 . ?
C35 C37 1.510(5) . ?
C35 C36 1.515(5) . ?
C35 C38 1.547(5) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C40 C41 1.521(6) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.524(5) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.525(5) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.520(6) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
N102 C101 1.143(7) . ?
C101 C100 1.430(9) . ?
C100 H10A 0.9800 . ?
C100 H10B 0.9800 . ?
C100 H10C 0.9800 . ?
C14 C15 1.374(12) . ?
C14 H14 0.9500 . ?
C15 C16 1.404(11) . ?
C15 C31 1.534(8) . ?
C16 H16 0.9500 . ?
C31 C32 1.505(10) . ?
C31 C34 1.508(9) . ?
C31 C33 1.554(12) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C31A C33A 1.44(3) . ?
C31A C15A 1.57(2) . ?
C31A C32A 1.59(2) . ?
C31A C34A 1.73(3) . ?
C16A C15A 1.40(3) . ?
C16A H16A 0.9500 . ?
C15A C14A 1.45(3) . ?
C14A H14A 0.9500 . ?
C32A H32D 0.9800 . ?
C32A H32E 0.9800 . ?
C32A H32F 0.9800 . ?
C33A H33D 0.9800 . ?
C33A H33E 0.9800 . ?
C33A H33F 0.9800 . ?
C34A H34D 0.9800 . ?
C34A H34E 0.9800 . ?
C34A H34F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 N1 C22 107.8(2) . . ?
C12 N1 H100 124(2) . . ?
C22 N1 H100 117(2) . . ?
C1 N2 C3 108.6(3) . . ?
C1 N2 C40 126.1(3) . . ?
C3 N2 C40 125.2(2) . . ?
C1 N5 C4 108.5(2) . . ?
C1 N5 C11 124.7(2) . . ?
C4 N5 C11 126.7(2) . . ?
C6 N7 C8 108.6(3) . . ?
C6 N7 C44 125.4(3) . . ?
C8 N7 C44 126.0(3) . . ?
C6 N10 C9 109.1(2) . . ?
C6 N10 C21 123.8(2) . . ?
C9 N10 C21 127.1(3) . . ?
N2 C1 N5 108.4(3) . . ?
N2 C1 H1 125.8 . . ?
N5 C1 H1 125.8 . . ?
C4 C3 N2 107.1(2) . . ?
C4 C3 H3 126.4 . . ?
N2 C3 H3 126.4 . . ?
C3 C4 N5 107.4(3) . . ?
C3 C4 H4 126.3 . . ?
N5 C4 H4 126.3 . . ?
N7 C6 N10 108.0(3) . . ?
N7 C6 H6 126.0 . . ?
N10 C6 H6 126.0 . . ?
C9 C8 N7 108.2(3) . . ?
C9 C8 H8 125.9 . . ?
N7 C8 H8 125.9 . . ?
C8 C9 N10 106.2(3) . . ?
C8 C9 H9 126.9 . . ?
N10 C9 H9 126.9 . . ?
C16A C11 C12 124.0(13) . . ?
C12 C11 C16 118.6(5) . . ?
C16A C11 N5 114.9(12) . . ?
C12 C11 N5 119.4(2) . . ?
C16 C11 N5 121.8(5) . . ?
N1 C12 C11 129.7(2) . . ?
N1 C12 C13 110.5(2) . . ?
C11 C12 C13 119.8(2) . . ?
C14A C13 C12 115.9(12) . . ?
C14 C13 C12 121.1(5) . . ?
C14A C13 C23 136.0(12) . . ?
C14 C13 C23 131.6(5) . . ?
C12 C13 C23 106.8(2) . . ?
C22 C21 C26 120.0(2) . . ?
C22 C21 N10 118.3(2) . . ?
C26 C21 N10 121.7(2) . . ?
C21 C22 N1 130.9(2) . . ?
C21 C22 C23 119.5(2) . . ?
N1 C22 C23 109.6(2) . . ?
C24 C23 C22 119.3(2) . . ?
C24 C23 C13 135.4(2) . . ?
C22 C23 C13 105.4(2) . . ?
C25 C24 C23 120.6(2) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 118.7(2) . . ?
C24 C25 C35 122.4(3) . . ?
C26 C25 C35 118.9(3) . . ?
C21 C26 C25 121.7(3) . . ?
C21 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C37 C35 C36 111.8(3) . . ?
C37 C35 C25 109.3(2) . . ?
C36 C35 C25 109.8(3) . . ?
C37 C35 C38 107.1(3) . . ?
C36 C35 C38 107.5(3) . . ?
C25 C35 C38 111.3(3) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N2 C40 C41 112.0(3) . . ?
N2 C40 H40A 109.2 . . ?
C41 C40 H40A 109.2 . . ?
N2 C40 H40B 109.2 . . ?
C41 C40 H40B 109.2 . . ?
H40A C40 H40B 107.9 . . ?
C40 C41 C42 114.8(3) . . ?
C40 C41 H41A 108.6 . . ?
C42 C41 H41A 108.6 . . ?
C40 C41 H41B 108.6 . . ?
C42 C41 H41B 108.6 . . ?
H41A C41 H41B 107.5 . . ?
C41 C42 C43 114.0(3) . . ?
C41 C42 H42A 108.7 . . ?
C43 C42 H42A 108.7 . . ?
C41 C42 H42B 108.7 . . ?
C43 C42 H42B 108.7 . . ?
H42A C42 H42B 107.6 . . ?
C44 C43 C42 114.6(3) . . ?
C44 C43 H43A 108.6 . . ?
C42 C43 H43A 108.6 . . ?
C44 C43 H43B 108.6 . . ?
C42 C43 H43B 108.6 . . ?
H43A C43 H43B 107.6 . . ?
N7 C44 C43 113.1(3) . . ?
N7 C44 H44A 109.0 . . ?
C43 C44 H44A 109.0 . . ?
N7 C44 H44B 109.0 . . ?
C43 C44 H44B 109.0 . . ?
H44A C44 H44B 107.8 . . ?
N102 C101 C100 176.8(9) . . ?
C101 C100 H10A 109.5 . . ?
C101 C100 H10B 109.5 . . ?
H10A C100 H10B 109.5 . . ?
C101 C100 H10C 109.5 . . ?
H10A C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?
C15 C14 C13 119.2(9) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 119.8(8) . . ?
C14 C15 C31 119.0(7) . . ?
C16 C15 C31 121.2(6) . . ?
C15 C16 C11 121.3(8) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C32 C31 C34 109.1(6) . . ?
C32 C31 C15 113.0(6) . . ?
C34 C31 C15 110.8(5) . . ?
C32 C31 C33 106.5(7) . . ?
C34 C31 C33 109.3(5) . . ?
C15 C31 C33 107.9(6) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33A C31A C15A 112.5(16) . . ?
C33A C31A C32A 107.9(17) . . ?
C15A C31A C32A 106.4(10) . . ?
C33A C31A C34A 114.7(18) . . ?
C15A C31A C34A 102.7(14) . . ?
C32A C31A C34A 112.4(12) . . ?
C11 C16A C15A 118(2) . . ?
C11 C16A H16A 121.0 . . ?
C15A C16A H16A 121.0 . . ?
C16A C15A C14A 118(2) . . ?
C16A C15A C31A 119.6(19) . . ?
C14A C15A C31A 122.9(18) . . ?
C13 C14A C15A 123(2) . . ?
C13 C14A H14A 118.6 . . ?
C15A C14A H14A 118.6 . . ?
C31A C32A H32D 109.5 . . ?
C31A C32A H32E 109.5 . . ?
H32D C32A H32E 109.5 . . ?
C31A C32A H32F 109.5 . . ?
H32D C32A H32F 109.5 . . ?
H32E C32A H32F 109.5 . . ?
C31A C33A H33D 109.5 . . ?
C31A C33A H33E 109.5 . . ?
H33D C33A H33E 109.5 . . ?
C31A C33A H33F 109.5 . . ?
H33D C33A H33F 109.5 . . ?
H33E C33A H33F 109.5 . . ?
C31A C34A H34D 109.5 . . ?
C31A C34A H34E 109.5 . . ?
H34D C34A H34E 109.5 . . ?
C31A C34A H34F 109.5 . . ?
H34D C34A H34F 109.5 . . ?
H34E C34A H34F 109.5 . . ?

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
C3 N2 C1 N5 0.1(4) . . . . ?
C40 N2 C1 N5 -177.4(3) . . . . ?
C4 N5 C1 N2 -0.2(4) . . . . ?
C11 N5 C1 N2 177.6(3) . . . . ?
C1 N2 C3 C4 0.0(4) . . . . ?
C40 N2 C3 C4 177.6(3) . . . . ?
N2 C3 C4 N5 -0.1(4) . . . . ?
C1 N5 C4 C3 0.2(4) . . . . ?
C11 N5 C4 C3 -177.6(3) . . . . ?
C8 N7 C6 N10 -0.3(3) . . . . ?
C44 N7 C6 N10 177.9(3) . . . . ?
C9 N10 C6 N7 0.9(3) . . . . ?
C21 N10 C6 N7 -179.5(2) . . . . ?
C6 N7 C8 C9 -0.5(4) . . . . ?
C44 N7 C8 C9 -178.6(3) . . . . ?
N7 C8 C9 N10 1.0(3) . . . . ?
C6 N10 C9 C8 -1.2(3) . . . . ?
C21 N10 C9 C8 179.2(3) . . . . ?
C1 N5 C11 C16A 112.1(12) . . . . ?
C4 N5 C11 C16A -70.5(12) . . . . ?
C1 N5 C11 C12 -53.7(4) . . . . ?
C4 N5 C11 C12 123.7(3) . . . . ?
C1 N5 C11 C16 131.5(6) . . . . ?
C4 N5 C11 C16 -51.1(6) . . . . ?
C22 N1 C12 C11 -177.5(3) . . . . ?
C22 N1 C12 C13 0.8(3) . . . . ?
C16A C11 C12 N1 -165.8(12) . . . . ?
C16 C11 C12 N1 173.7(5) . . . . ?
N5 C11 C12 N1 -1.3(5) . . . . ?
C16A C11 C12 C13 16.0(13) . . . . ?
C16 C11 C12 C13 -4.6(6) . . . . ?
N5 C11 C12 C13 -179.5(3) . . . . ?
N1 C12 C13 C14A 167.5(9) . . . . ?
C11 C12 C13 C14A -13.9(9) . . . . ?
N1 C12 C13 C14 -173.6(4) . . . . ?
C11 C12 C13 C14 4.9(6) . . . . ?
N1 C12 C13 C23 -1.3(3) . . . . ?
C11 C12 C13 C23 177.3(3) . . . . ?
C6 N10 C21 C22 40.1(4) . . . . ?
C9 N10 C21 C22 -140.4(3) . . . . ?
C6 N10 C21 C26 -137.6(3) . . . . ?
C9 N10 C21 C26 41.9(4) . . . . ?
C26 C21 C22 N1 -177.1(3) . . . . ?
N10 C21 C22 N1 5.2(4) . . . . ?
C26 C21 C22 C23 5.3(4) . . . . ?
N10 C21 C22 C23 -172.4(2) . . . . ?
C12 N1 C22 C21 -177.8(3) . . . . ?
C12 N1 C22 C23 0.0(3) . . . . ?
C21 C22 C23 C24 -3.4(4) . . . . ?
N1 C22 C23 C24 178.5(2) . . . . ?
C21 C22 C23 C13 177.3(2) . . . . ?
N1 C22 C23 C13 -0.8(3) . . . . ?
C14A C13 C23 C24 16.7(13) . . . . ?
C14 C13 C23 C24 -6.6(7) . . . . ?
C12 C13 C23 C24 -177.8(3) . . . . ?
C14A C13 C23 C22 -164.2(12) . . . . ?
C14 C13 C23 C22 172.4(5) . . . . ?
C12 C13 C23 C22 1.2(3) . . . . ?
C22 C23 C24 C25 -1.0(4) . . . . ?
C13 C23 C24 C25 178.0(3) . . . . ?
C23 C24 C25 C26 3.4(4) . . . . ?
C23 C24 C25 C35 -176.7(3) . . . . ?
C22 C21 C26 C25 -2.9(4) . . . . ?
N10 C21 C26 C25 174.7(2) . . . . ?
C24 C25 C26 C21 -1.5(4) . . . . ?
C35 C25 C26 C21 178.6(3) . . . . ?
C24 C25 C35 C37 117.0(3) . . . . ?
C26 C25 C35 C37 -63.0(4) . . . . ?
C24 C25 C35 C36 -120.0(3) . . . . ?
C26 C25 C35 C36 60.0(4) . . . . ?
C24 C25 C35 C38 -1.1(4) . . . . ?
C26 C25 C35 C38 178.8(3) . . . . ?
C1 N2 C40 C41 79.6(4) . . . . ?
C3 N2 C40 C41 -97.6(4) . . . . ?
N2 C40 C41 C42 -69.5(4) . . . . ?
C40 C41 C42 C43 -174.6(3) . . . . ?
C41 C42 C43 C44 175.4(3) . . . . ?
C6 N7 C44 C43 -78.0(4) . . . . ?
C8 N7 C44 C43 99.8(4) . . . . ?
C42 C43 C44 N7 75.6(4) . . . . ?
C14A C13 C14 C15 74(5) . . . . ?
C12 C13 C14 C15 -3.2(9) . . . . ?
C23 C13 C14 C15 -173.4(5) . . . . ?
C13 C14 C15 C16 1.3(10) . . . . ?
C13 C14 C15 C31 -178.1(5) . . . . ?
C14 C15 C16 C11 -1.1(12) . . . . ?
C31 C15 C16 C11 178.2(6) . . . . ?
C16A C11 C16 C15 -110(5) . . . . ?
C12 C11 C16 C15 2.7(10) . . . . ?
N5 C11 C16 C15 177.5(6) . . . . ?
C14 C15 C31 C32 -174.9(7) . . . . ?
C16 C15 C31 C32 5.8(10) . . . . ?
C14 C15 C31 C34 -52.0(7) . . . . ?
C16 C15 C31 C34 128.7(7) . . . . ?
C14 C15 C31 C33 67.6(8) . . . . ?
C16 C15 C31 C33 -111.7(8) . . . . ?
C12 C11 C16A C15A -12(2) . . . . ?
C16 C11 C16A C15A 66(5) . . . . ?
N5 C11 C16A C15A -177.3(13) . . . . ?
C11 C16A C15A C14A 7(3) . . . . ?
C11 C16A C15A C31A -173.2(14) . . . . ?
C33A C31A C15A C16A -173(2) . . . . ?
C32A C31A C15A C16A -55.1(18) . . . . ?
C34A C31A C15A C16A 63(2) . . . . ?
C33A C31A C15A C14A 7(2) . . . . ?
C32A C31A C15A C14A 124.6(14) . . . . ?
C34A C31A C15A C14A -117.1(17) . . . . ?
C14 C13 C14A C15A -102(6) . . . . ?
C12 C13 C14A C15A 9.8(18) . . . . ?
C23 C13 C14A C15A 174.3(9) . . . . ?
C16A C15A C14A C13 -7(2) . . . . ?
C31A C15A C14A C13 173.7(13) . . . . ?

_refine_diff_density_max         0.766
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.076

_shelxl_version_number           2013-3



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method acetonitrile
####################################################################### 
# 
# 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_eva121
_database_code_depnum_ccdc_archive 'CCDC 1472372'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'3,6-Di-tert-butyl-1,8-bis(3-benzylimidazolium)carbazole dibromide'
_chemical_name_common            H(bimcaBn)2HBr
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C41 H45 Br2 Cl2 N5'
_chemical_formula_weight         838.54

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   14.5894(7)
_cell_length_b                   25.3500(11)
_cell_length_c                   10.6923(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.7590(10)
_cell_angle_gamma                90
_cell_volume                     3940.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8148
_cell_measurement_theta_min      1.401
_cell_measurement_theta_max      28.301

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_F_000             1720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.212
_exptl_crystal_size_mid          0.184
_exptl_crystal_size_min          0.092
_exptl_absorpt_coefficient_mu    2.228
_shelx_estimated_absorpt_T_min   0.649
_shelx_estimated_absorpt_T_max   0.821
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsourece
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            148502
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.401
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9794
_reflns_number_gt                8148
_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-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+6.3179P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9794
_refine_ls_number_parameters     489
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1047
_refine_ls_wR_factor_gt          0.0992
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.061
_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
Br1 Br 0.19855(2) 0.36142(2) 0.21753(3) 0.02587(7) Uani 1 1 d . . . . .
Br2 Br 0.38842(2) 0.37151(2) 0.87602(3) 0.02987(8) Uani 1 1 d . . . . .
N1 N 0.52203(13) 0.63538(7) 0.83014(18) 0.0157(4) Uani 1 1 d . . . . .
H1A H 0.5707 0.6339 0.8844 0.064(13) Uiso 1 1 calc R . . . .
C1 C 0.65349(16) 0.54277(9) 0.8821(2) 0.0180(4) Uani 1 1 d . . . . .
H1 H 0.6716 0.5757 0.8494 0.022 Uiso 1 1 calc R U . . .
N2 N 0.70408(13) 0.51261(8) 0.96176(19) 0.0202(4) Uani 1 1 d . . . . .
C3 C 0.65416(18) 0.46820(10) 0.9878(3) 0.0250(5) Uani 1 1 d . . . . .
H3 H 0.6743 0.4403 1.0427 0.030 Uiso 1 1 calc R U . . .
C4 C 0.57184(17) 0.47166(9) 0.9215(2) 0.0217(5) Uani 1 1 d . . . . .
H4 H 0.5231 0.4467 0.9201 0.026 Uiso 1 1 calc R U . . .
N5 N 0.57208(13) 0.51890(7) 0.85542(18) 0.0168(4) Uani 1 1 d . . . . .
C6 C 0.64906(16) 0.72836(9) 0.9210(2) 0.0182(4) Uani 1 1 d . . . . .
H6 H 0.6707 0.7008 0.8710 0.022 Uiso 1 1 calc R U . . .
C8 C 0.64316(18) 0.79084(10) 1.0636(2) 0.0247(5) Uani 1 1 d . . . . .
H8 H 0.6610 0.8144 1.1304 0.030 Uiso 1 1 calc R U . . .
N7 N 0.69796(14) 0.75355(8) 1.01287(19) 0.0191(4) Uani 1 1 d . . . . .
C9 C 0.55949(18) 0.78764(10) 1.0004(2) 0.0242(5) Uani 1 1 d . . . . .
H9 H 0.5071 0.8084 1.0146 0.029 Uiso 1 1 calc R U . . .
N10 N 0.56428(13) 0.74848(7) 0.91104(19) 0.0171(4) Uani 1 1 d . . . . .
C11 C 0.49732(15) 0.53892(9) 0.7736(2) 0.0165(4) Uani 1 1 d . . . . .
C12 C 0.47794(15) 0.59294(8) 0.7682(2) 0.0147(4) Uani 1 1 d . . . . .
C13 C 0.40384(15) 0.61084(9) 0.6865(2) 0.0164(4) Uani 1 1 d . . . . .
C14 C 0.35033(16) 0.57538(9) 0.6107(2) 0.0177(4) Uani 1 1 d . . . . .
H14 H 0.3008 0.5881 0.5555 0.021 Uiso 1 1 calc R U . . .
C15 C 0.36970(16) 0.52166(9) 0.6162(2) 0.0187(5) Uani 1 1 d . . . . .
C16 C 0.44323(16) 0.50417(9) 0.6997(2) 0.0183(4) Uani 1 1 d . . . . .
H16 H 0.4561 0.4675 0.7055 0.022 Uiso 1 1 calc R U . . .
C21 C 0.48966(15) 0.73323(9) 0.8225(2) 0.0165(4) Uani 1 1 d . . . . .
C22 C 0.47427(15) 0.68059(9) 0.7898(2) 0.0158(4) Uani 1 1 d . . . . .
C23 C 0.40089(15) 0.66775(9) 0.7014(2) 0.0159(4) Uani 1 1 d . . . . .
C24 C 0.34112(16) 0.70704(9) 0.6504(2) 0.0192(5) Uani 1 1 d . . . . .
H24 H 0.2914 0.6978 0.5914 0.023 Uiso 1 1 calc R U . . .
C25 C 0.35449(16) 0.75945(9) 0.6862(2) 0.0192(5) Uani 1 1 d . . . . .
C26 C 0.43109(16) 0.77178(9) 0.7697(2) 0.0201(5) Uani 1 1 d . . . . .
H26 H 0.4431 0.8077 0.7906 0.024 Uiso 1 1 calc R U . . .
C31 C 0.31128(17) 0.48151(9) 0.5369(2) 0.0223(5) Uani 1 1 d . . . . .
C32 C 0.3684(2) 0.43351(10) 0.5045(3) 0.0308(6) Uani 1 1 d . . . . .
H32A H 0.4243 0.4454 0.4678 0.046 Uiso 1 1 calc R U . . .
H32B H 0.3322 0.4112 0.4439 0.046 Uiso 1 1 calc R U . . .
H32C H 0.3854 0.4132 0.5809 0.046 Uiso 1 1 calc R U . . .
C33 C 0.2330(2) 0.46248(12) 0.6136(3) 0.0351(7) Uani 1 1 d . . . . .
H33A H 0.1945 0.4371 0.5638 0.053 Uiso 1 1 calc R U . . .
H33B H 0.1954 0.4927 0.6349 0.053 Uiso 1 1 calc R U . . .
H33C H 0.2590 0.4455 0.6908 0.053 Uiso 1 1 calc R U . . .
C34 C 0.2706(2) 0.50626(12) 0.4139(3) 0.0403(8) Uani 1 1 d . . . . .
H34A H 0.3202 0.5210 0.3683 0.061 Uiso 1 1 calc R U . . .
H34B H 0.2277 0.5344 0.4323 0.061 Uiso 1 1 calc R U . . .
H34C H 0.2378 0.4792 0.3622 0.061 Uiso 1 1 calc R U . . .
C35 C 0.28928(17) 0.80333(9) 0.6336(2) 0.0231(5) Uani 1 1 d . . . . .
C36 C 0.1907(4) 0.7839(3) 0.6223(9) 0.0541(18) Uani 0.815(14) 1 d . U P A 1
H36A H 0.1852 0.7536 0.5655 0.081 Uiso 0.815(14) 1 calc R U P A 1
H36B H 0.1501 0.8123 0.5889 0.081 Uiso 0.815(14) 1 calc R U P A 1
H36C H 0.1732 0.7734 0.7052 0.081 Uiso 0.815(14) 1 calc R U P A 1
C37 C 0.2932(5) 0.8528(2) 0.7192(5) 0.0481(16) Uani 0.815(14) 1 d . U P A 1
H37A H 0.2481 0.8788 0.6851 0.072 Uiso 0.815(14) 1 calc R U P A 1
H37B H 0.3550 0.8682 0.7227 0.072 Uiso 0.815(14) 1 calc R U P A 1
H37C H 0.2790 0.8427 0.8040 0.072 Uiso 0.815(14) 1 calc R U P A 1
C38 C 0.3177(4) 0.8203(2) 0.5043(5) 0.0379(12) Uani 0.815(14) 1 d . U P A 1
H38A H 0.3147 0.7898 0.4478 0.057 Uiso 0.815(14) 1 calc R U P A 1
H38B H 0.3807 0.8340 0.5132 0.057 Uiso 0.815(14) 1 calc R U P A 1
H38C H 0.2759 0.8478 0.4696 0.057 Uiso 0.815(14) 1 calc R U P A 1
C38A C 0.3346(19) 0.8323(12) 0.547(3) 0.046(6) Uani 0.185(14) 1 d . U P A 2
H38D H 0.3761 0.8578 0.5908 0.069 Uiso 0.185(14) 1 calc R U P A 2
H38E H 0.2894 0.8511 0.4903 0.069 Uiso 0.185(14) 1 calc R U P A 2
H38F H 0.3703 0.8083 0.4976 0.069 Uiso 0.185(14) 1 calc R U P A 2
C37A C 0.256(2) 0.8307(14) 0.743(3) 0.063(5) Uani 0.185(14) 1 d . U P A 2
H37D H 0.3079 0.8446 0.7963 0.094 Uiso 0.185(14) 1 calc R U P A 2
H37E H 0.2211 0.8058 0.7914 0.094 Uiso 0.185(14) 1 calc R U P A 2
H37F H 0.2151 0.8599 0.7139 0.094 Uiso 0.185(14) 1 calc R U P A 2
C36A C 0.1997(19) 0.7801(10) 0.565(3) 0.037(5) Uani 0.185(14) 1 d . U P A 2
H36D H 0.1540 0.8082 0.5504 0.055 Uiso 0.185(14) 1 calc R U P A 2
H36E H 0.1752 0.7525 0.6172 0.055 Uiso 0.185(14) 1 calc R U P A 2
H36F H 0.2138 0.7649 0.4845 0.055 Uiso 0.185(14) 1 calc R U P A 2
C40 C 0.79819(17) 0.52544(10) 1.0146(3) 0.0239(5) Uani 1 1 d . . . . .
H40A H 0.7987 0.5291 1.1069 0.029 Uiso 1 1 calc R U . . .
H40B H 0.8174 0.5596 0.9801 0.029 Uiso 1 1 calc R U . . .
C41 C 0.86539(16) 0.48294(9) 0.9839(2) 0.0222(5) Uani 1 1 d . . . . .
C42 C 0.90381(19) 0.48350(11) 0.8700(3) 0.0302(6) Uani 1 1 d . . . . .
H42 H 0.8867 0.5101 0.8101 0.036 Uiso 1 1 calc R U . . .
C43 C 0.9677(2) 0.44508(12) 0.8427(3) 0.0359(7) Uani 1 1 d . . . . .
H43 H 0.9937 0.4453 0.7642 0.043 Uiso 1 1 calc R U . . .
C44 C 0.99289(19) 0.40671(11) 0.9307(3) 0.0322(6) Uani 1 1 d . . . . .
H44 H 1.0376 0.3811 0.9131 0.039 Uiso 1 1 calc R U . . .
C45 C 0.9539(2) 0.40530(11) 1.0431(3) 0.0346(6) Uani 1 1 d . . . . .
H45 H 0.9707 0.3783 1.1024 0.042 Uiso 1 1 calc R U . . .
C46 C 0.88984(19) 0.44335(11) 1.0703(3) 0.0299(6) Uani 1 1 d . . . . .
H46 H 0.8627 0.4423 1.1481 0.036 Uiso 1 1 calc R U . . .
C50 C 0.79527(16) 0.74322(10) 1.0513(2) 0.0239(5) Uani 1 1 d . . . . .
H50A H 0.8056 0.7046 1.0553 0.029 Uiso 1 1 calc R U . . .
H50B H 0.8106 0.7578 1.1363 0.029 Uiso 1 1 calc R U . . .
C51 C 0.85804(17) 0.76729(9) 0.9619(2) 0.0214(5) Uani 1 1 d . . . . .
C52 C 0.94303(19) 0.74441(12) 0.9513(3) 0.0336(6) Uani 1 1 d . . . . .
H52 H 0.9598 0.7136 0.9985 0.040 Uiso 1 1 calc R U . . .
C53 C 1.0040(2) 0.76579(13) 0.8727(3) 0.0377(7) Uani 1 1 d . . . . .
H53 H 1.0623 0.7497 0.8664 0.045 Uiso 1 1 calc R U . . .
C54 C 0.9804(2) 0.81035(12) 0.8035(3) 0.0346(6) Uani 1 1 d . . . . .
H54 H 1.0224 0.8252 0.7499 0.042 Uiso 1 1 calc R U . . .
C55 C 0.8949(2) 0.83336(12) 0.8127(3) 0.0339(6) Uani 1 1 d . . . . .
H55 H 0.8779 0.8639 0.7649 0.041 Uiso 1 1 calc R U . . .
C56 C 0.83418(18) 0.81183(11) 0.8915(3) 0.0280(6) Uani 1 1 d . . . . .
H56 H 0.7757 0.8277 0.8974 0.034 Uiso 1 1 calc R U . . .
C90 C 0.0086(2) 0.62546(15) 0.6107(3) 0.0468(8) Uani 1 1 d . . . . .
H90A H -0.0342 0.6312 0.6765 0.056 Uiso 1 1 calc R U . . .
H90B H -0.0138 0.6463 0.5361 0.056 Uiso 1 1 calc R U . . .
Cl1 Cl 0.00948(9) 0.55860(5) 0.57103(13) 0.0786(4) Uani 1 1 d . . . . .
Cl2 Cl 0.11928(7) 0.64746(4) 0.66552(11) 0.0609(3) 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
N1 C22 1.391(3) . ?
N1 C12 1.392(3) . ?
C1 N2 1.323(3) . ?
C1 N5 1.342(3) . ?
N2 C3 1.382(3) . ?
N2 C40 1.477(3) . ?
C3 C4 1.346(4) . ?
C4 N5 1.391(3) . ?
N5 C11 1.433(3) . ?
C6 N7 1.329(3) . ?
C6 N10 1.334(3) . ?
C8 C9 1.348(4) . ?
C8 N7 1.378(3) . ?
N7 C50 1.468(3) . ?
C9 N10 1.384(3) . ?
N10 C21 1.435(3) . ?
C11 C16 1.385(3) . ?
C11 C12 1.399(3) . ?
C12 C13 1.407(3) . ?
C13 C14 1.404(3) . ?
C13 C23 1.452(3) . ?
C14 C15 1.391(3) . ?
C15 C16 1.409(3) . ?
C15 C31 1.537(3) . ?
C21 C26 1.387(3) . ?
C21 C22 1.393(3) . ?
C22 C23 1.406(3) . ?
C23 C24 1.404(3) . ?
C24 C25 1.392(3) . ?
C25 C26 1.406(3) . ?
C25 C35 1.540(3) . ?
C31 C32 1.531(4) . ?
C31 C34 1.532(4) . ?
C31 C33 1.538(4) . ?
C35 C38A 1.39(3) . ?
C35 C37A 1.48(3) . ?
C35 C36 1.515(6) . ?
C35 C38 1.537(6) . ?
C35 C37 1.551(5) . ?
C35 C36A 1.56(2) . ?
C40 C41 1.511(3) . ?
C41 C42 1.382(4) . ?
C41 C46 1.391(4) . ?
C42 C43 1.396(4) . ?
C43 C44 1.381(4) . ?
C44 C45 1.372(4) . ?
C45 C46 1.391(4) . ?
C50 C51 1.507(3) . ?
C51 C52 1.382(4) . ?
C51 C56 1.385(4) . ?
C52 C53 1.384(4) . ?
C53 C54 1.378(4) . ?
C54 C55 1.389(4) . ?
C55 C56 1.384(4) . ?
C90 Cl1 1.747(4) . ?
C90 Cl2 1.762(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 N1 C12 106.82(18) . . ?
N2 C1 N5 108.2(2) . . ?
C1 N2 C3 109.0(2) . . ?
C1 N2 C40 124.8(2) . . ?
C3 N2 C40 126.2(2) . . ?
C4 C3 N2 107.6(2) . . ?
C3 C4 N5 106.5(2) . . ?
C1 N5 C4 108.65(19) . . ?
C1 N5 C11 125.81(19) . . ?
C4 N5 C11 125.54(19) . . ?
N7 C6 N10 108.2(2) . . ?
C9 C8 N7 107.0(2) . . ?
C6 N7 C8 109.1(2) . . ?
C6 N7 C50 124.6(2) . . ?
C8 N7 C50 126.3(2) . . ?
C8 C9 N10 107.1(2) . . ?
C6 N10 C9 108.6(2) . . ?
C6 N10 C21 126.67(19) . . ?
C9 N10 C21 124.7(2) . . ?
C16 C11 C12 119.7(2) . . ?
C16 C11 N5 119.4(2) . . ?
C12 C11 N5 120.8(2) . . ?
N1 C12 C11 130.8(2) . . ?
N1 C12 C13 110.28(19) . . ?
C11 C12 C13 118.9(2) . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 C23 132.8(2) . . ?
C12 C13 C23 106.31(19) . . ?
C15 C14 C13 120.1(2) . . ?
C14 C15 C16 118.4(2) . . ?
C14 C15 C31 121.6(2) . . ?
C16 C15 C31 119.9(2) . . ?
C11 C16 C15 121.9(2) . . ?
C26 C21 C22 119.4(2) . . ?
C26 C21 N10 119.1(2) . . ?
C22 C21 N10 121.4(2) . . ?
N1 C22 C21 130.2(2) . . ?
N1 C22 C23 110.58(19) . . ?
C21 C22 C23 119.3(2) . . ?
C24 C23 C22 120.7(2) . . ?
C24 C23 C13 133.3(2) . . ?
C22 C23 C13 105.99(19) . . ?
C25 C24 C23 120.2(2) . . ?
C24 C25 C26 118.2(2) . . ?
C24 C25 C35 121.4(2) . . ?
C26 C25 C35 120.4(2) . . ?
C21 C26 C25 122.2(2) . . ?
C32 C31 C34 108.1(2) . . ?
C32 C31 C15 111.3(2) . . ?
C34 C31 C15 111.1(2) . . ?
C32 C31 C33 108.3(2) . . ?
C34 C31 C33 109.5(2) . . ?
C15 C31 C33 108.4(2) . . ?
C38A C35 C37A 119.2(17) . . ?
C36 C35 C38 110.1(4) . . ?
C38A C35 C25 108.1(11) . . ?
C37A C35 C25 106.6(10) . . ?
C36 C35 C25 110.4(3) . . ?
C38 C35 C25 109.0(3) . . ?
C36 C35 C37 107.4(4) . . ?
C38 C35 C37 107.8(3) . . ?
C25 C35 C37 112.2(2) . . ?
C38A C35 C36A 108.1(14) . . ?
C37A C35 C36A 103.2(15) . . ?
C25 C35 C36A 111.5(9) . . ?
N2 C40 C41 111.03(19) . . ?
C42 C41 C46 119.5(2) . . ?
C42 C41 C40 120.2(2) . . ?
C46 C41 C40 120.3(2) . . ?
C41 C42 C43 120.2(3) . . ?
C44 C43 C42 119.6(3) . . ?
C45 C44 C43 120.6(3) . . ?
C44 C45 C46 120.0(3) . . ?
C45 C46 C41 120.1(3) . . ?
N7 C50 C51 112.0(2) . . ?
C52 C51 C56 119.0(2) . . ?
C52 C51 C50 118.6(2) . . ?
C56 C51 C50 122.4(2) . . ?
C51 C52 C53 120.8(3) . . ?
C54 C53 C52 120.2(3) . . ?
C53 C54 C55 119.4(3) . . ?
C56 C55 C54 120.1(3) . . ?
C55 C56 C51 120.5(2) . . ?
Cl1 C90 Cl2 111.28(19) . . ?

_refine_diff_density_max         1.067
_refine_diff_density_min         -0.838
_refine_diff_density_rms         0.079

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method dichloromethane
####################################################################### 
# 
# 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_phbimca_kwt_sq
_database_code_depnum_ccdc_archive 'CCDC 1472373'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'3,6-Di-tert-butyl-1,8-bis(3-phenylimidazolium)carbazole bis(tetrafluoroborate)'
_chemical_name_common            HbimcaPh2HBF4
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H39 N5, 2(B F4)'
_chemical_formula_sum            'C38 H39 B2 F8 N5'
_chemical_formula_weight         739.36

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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           57
_space_group_name_H-M_alt        'P b c m'
_space_group_name_Hall           '-P 2c 2b'

_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'
'-x, y+1/2, -z+1/2'
'-x, -y, z+1/2'
'-x, -y, -z'
'-x, y-1/2, z'
'x, -y-1/2, z-1/2'
'x, y, -z-1/2'

_cell_length_a                   15.331(2)
_cell_length_b                   10.6223(14)
_cell_length_c                   25.494(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4151.7(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3797
_cell_measurement_theta_min      2.078
_cell_measurement_theta_max      29.011

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_F_000             1536
_exptl_transmission_factor_min   0.8878
_exptl_transmission_factor_max   1.0000
_exptl_crystal_size_max          0.025
_exptl_crystal_size_mid          0.015
_exptl_crystal_size_min          0.011
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.998
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.887
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
SADABS. Ver. 2014/5. (Krause, L., Herbst-Irmer, R., Sheldrick, G. M. 
& Stalke, D. (2015). J. Appl. Crystallogr. 48.)
;

_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microsource
_diffrn_measurement_device_type  'Bruker APEX-II DUO CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            89380
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_av_R_equivalents  0.1030
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.078
_diffrn_reflns_theta_max         29.011
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5633
_reflns_number_gt                3797
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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


_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0264P)²+5.3279P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5633
_refine_ls_number_parameters     255
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0636
_refine_ls_wR_factor_ref         0.1379
_refine_ls_wR_factor_gt          0.1224
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.55849(11) 0.27271(13) 0.54317(5) 0.0466(4) Uani 1 1 d . . . . .
C100 C 0.46955(15) -0.0233(2) 0.40409(8) 0.0270(5) Uani 1 1 d . . . . .
C311 C 0.9016(3) 0.2412(3) 0.42558(13) 0.0870(14) Uani 1 1 d . . . . .
H31A H 0.9477 0.2552 0.4515 0.131 Uiso 1 1 calc R U . . .
H31B H 0.8454 0.2674 0.4403 0.131 Uiso 1 1 calc R U . . .
H31C H 0.9140 0.2906 0.3940 0.131 Uiso 1 1 calc R U . . .
F2 F 0.66241(10) 0.35504(14) 0.49009(6) 0.0514(4) Uani 1 1 d . . . . .
N2 N 0.44698(11) 0.08441(15) 0.37643(6) 0.0223(4) Uani 1 1 d . . . . .
F3 F 0.38832(9) -0.13662(13) 0.20532(5) 0.0382(3) Uani 1 1 d . . . . .
N3 N 0.64125(16) 0.0642(2) 0.2500 0.0195(5) Uani 1 2 d S T P . .
H3N H 0.587(2) 0.053(3) 0.2500 0.023 Uiso 1 2 d S U P . .
F4 F 0.45731(11) 0.02018(16) 0.2500 0.0274(4) Uani 1 2 d S T P . .
F5 F 0.51231(13) -0.17924(18) 0.2500 0.0399(5) Uani 1 2 d S T P . .
N1 N 0.58465(11) 0.05354(15) 0.36398(6) 0.0212(3) Uani 1 1 d . . . . .
C1 C 0.19731(15) 0.2447(2) 0.37252(11) 0.0410(6) Uani 1 1 d . . . . .
H1 H 0.1405 0.2804 0.3717 0.049 Uiso 1 1 calc R U . . .
C2 C 0.25165(15) 0.2562(2) 0.32962(10) 0.0359(5) Uani 1 1 d . . . . .
H2 H 0.2324 0.3012 0.2996 0.043 Uiso 1 1 calc R U . . .
C3 C 0.33441(14) 0.2024(2) 0.33016(8) 0.0290(5) Uani 1 1 d . . . . .
H3 H 0.3717 0.2090 0.3005 0.035 Uiso 1 1 calc R U . . .
C60 C 0.51805(12) 0.12955(18) 0.35287(7) 0.0206(4) Uani 1 1 d . . . . .
H60 H 0.5207 0.2032 0.3318 0.025 Uiso 1 1 calc R U . . .
C7 C 0.67342(13) 0.06939(19) 0.34697(7) 0.0208(4) Uani 1 1 d . . . . .
C70 C 0.36129(13) 0.13915(19) 0.37470(8) 0.0241(4) Uani 1 1 d . . . . .
C8 C 0.69408(13) 0.07104(18) 0.29379(7) 0.0204(4) Uani 1 1 d . . . . .
C9 C 0.30800(16) 0.1281(2) 0.41834(9) 0.0382(6) Uani 1 1 d . . . . .
H9 H 0.3276 0.0851 0.4488 0.046 Uiso 1 1 calc R U . . .
C10 C 0.22543(17) 0.1812(3) 0.41661(11) 0.0476(7) Uani 1 1 d . . . . .
H10 H 0.1878 0.1737 0.4461 0.057 Uiso 1 1 calc R U . . .
C11 C 0.55480(15) -0.04207(19) 0.39653(7) 0.0259(4) Uani 1 1 d . . . . .
H11 H 0.5888 -0.1086 0.4108 0.031 Uiso 1 1 calc R U . . .
C12 C 0.73916(14) 0.07778(19) 0.38393(7) 0.0255(4) Uani 1 1 d . . . . .
H12 H 0.7243 0.0780 0.4201 0.031 Uiso 1 1 calc R U . . .
C13 C 0.82746(14) 0.0860(2) 0.36929(8) 0.0259(4) Uani 1 1 d . . . . .
C14 C 0.84818(13) 0.08693(19) 0.31600(8) 0.0244(4) Uani 1 1 d . . . . .
H14 H 0.9074 0.0915 0.3053 0.029 Uiso 1 1 calc R U . . .
C15 C 0.78231(13) 0.08110(19) 0.27850(7) 0.0224(4) Uani 1 1 d . . . . .
C16 C 0.89789(16) 0.1018(2) 0.41149(8) 0.0362(5) Uani 1 1 d . . . . .
C17 C 0.98666(17) 0.0576(4) 0.39130(10) 0.0737(12) Uani 1 1 d . . . . .
H17A H 0.9817 -0.0289 0.3783 0.111 Uiso 1 1 calc R U . . .
H17B H 1.0293 0.0604 0.4199 0.111 Uiso 1 1 calc R U . . .
H17C H 1.0059 0.1129 0.3628 0.111 Uiso 1 1 calc R U . . .
H101 H 0.4263(15) -0.070(2) 0.4240(9) 0.034(6) Uiso 1 1 d . . . . .
C19 C 0.87649(16) 0.0254(3) 0.46087(9) 0.0421(6) Uani 1 1 d . . . . .
H19A H 0.8717 -0.0639 0.4517 0.063 Uiso 1 1 calc R U . . .
H19B H 0.8211 0.0547 0.4756 0.063 Uiso 1 1 calc R U . . .
H19C H 0.9230 0.0367 0.4868 0.063 Uiso 1 1 calc R U . . .
B1 B 0.6105(2) 0.2500 0.5000 0.0278(7) Uani 1 2 d S T P . .
B2 B 0.4352(2) -0.1085(3) 0.2500 0.0211(6) Uani 1 2 d S T P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.380(2) . ?
C100 C11 1.336(3) . ?
C100 N2 1.388(3) . ?
C100 H101 0.97(2) . ?
C311 C16 1.525(4) . ?
C311 H31A 0.9800 . ?
C311 H31B 0.9800 . ?
C311 H31C 0.9800 . ?
F2 B1 1.394(3) . ?
N2 C60 1.333(2) . ?
N2 C70 1.437(3) . ?
F3 B2 1.379(2) . ?
N3 C8 1.381(2) . ?
N3 C8 1.381(2) 8_556 ?
N3 H3N 0.85(3) . ?
F4 B2 1.409(4) . ?
F5 B2 1.401(4) . ?
N1 C60 1.332(2) . ?
N1 C11 1.389(2) . ?
N1 C7 1.438(3) . ?
C1 C10 1.380(4) . ?
C1 C2 1.380(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.392(3) . ?
C2 H2 0.9500 . ?
C3 C70 1.382(3) . ?
C3 H3 0.9500 . ?
C60 H60 0.9500 . ?
C7 C12 1.382(3) . ?
C7 C8 1.392(3) . ?
C70 C9 1.385(3) . ?
C8 C15 1.412(3) . ?
C9 C10 1.386(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.407(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(3) . ?
C13 C16 1.533(3) . ?
C14 C15 1.392(3) . ?
C14 H14 0.9500 . ?
C15 C15 1.453(4) 8_556 ?
C16 C17 1.529(4) . ?
C16 C19 1.533(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
B1 F1 1.380(2) 2_556 ?
B1 F2 1.394(3) 2_556 ?
B2 F3 1.379(2) 8_556 ?

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
C11 C100 N2 107.06(18) . . ?
C11 C100 H101 132.0(14) . . ?
N2 C100 H101 120.9(14) . . ?
C16 C311 H31A 109.5 . . ?
C16 C311 H31B 109.5 . . ?
H31A C311 H31B 109.5 . . ?
C16 C311 H31C 109.5 . . ?
H31A C311 H31C 109.5 . . ?
H31B C311 H31C 109.5 . . ?
C60 N2 C100 108.76(17) . . ?
C60 N2 C70 125.99(16) . . ?
C100 N2 C70 125.24(17) . . ?
C8 N3 C8 107.9(2) . 8_556 ?
C8 N3 H3N 126.00(15) . . ?
C8 N3 H3N 126.00(15) 8_556 . ?
C60 N1 C11 108.52(17) . . ?
C60 N1 C7 126.17(16) . . ?
C11 N1 C7 125.28(17) . . ?
C10 C1 C2 120.0(2) . . ?
C10 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C1 C2 C3 120.4(2) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C70 C3 C2 118.7(2) . . ?
C70 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
N1 C60 N2 108.22(17) . . ?
N1 C60 H60 125.9 . . ?
N2 C60 H60 125.9 . . ?
C12 C7 C8 119.80(18) . . ?
C12 C7 N1 119.46(17) . . ?
C8 C7 N1 120.68(17) . . ?
C3 C70 C9 121.7(2) . . ?
C3 C70 N2 119.62(18) . . ?
C9 C70 N2 118.69(19) . . ?
N3 C8 C7 130.77(19) . . ?
N3 C8 C15 110.04(17) . . ?
C7 C8 C15 119.19(17) . . ?
C10 C9 C70 118.6(2) . . ?
C10 C9 H9 120.7 . . ?
C70 C9 H9 120.7 . . ?
C1 C10 C9 120.7(2) . . ?
C1 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C100 C11 N1 107.44(18) . . ?
C100 C11 H11 126.3 . . ?
N1 C11 H11 126.3 . . ?
C7 C12 C13 121.64(18) . . ?
C7 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 118.54(18) . . ?
C14 C13 C16 121.47(19) . . ?
C12 C13 C16 119.88(18) . . ?
C15 C14 C13 120.22(19) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C8 120.58(17) . . ?
C14 C15 C15 133.38(12) . 8_556 ?
C8 C15 C15 106.03(10) . 8_556 ?
C311 C16 C17 110.1(3) . . ?
C311 C16 C19 109.2(2) . . ?
C17 C16 C19 107.7(2) . . ?
C311 C16 C13 107.3(2) . . ?
C17 C16 C13 110.92(19) . . ?
C19 C16 C13 111.58(19) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
F1 B1 F1 109.5(3) 2_556 . ?
F1 B1 F2 109.54(9) 2_556 2_556 ?
F1 B1 F2 108.98(8) . 2_556 ?
F1 B1 F2 108.98(8) 2_556 . ?
F1 B1 F2 109.55(9) . . ?
F2 B1 F2 110.3(3) 2_556 . ?
F3 B2 F3 111.4(3) . 8_556 ?
F3 B2 F5 108.86(17) . . ?
F3 B2 F5 108.86(17) 8_556 . ?
F3 B2 F4 109.61(16) . . ?
F3 B2 F4 109.61(16) 8_556 . ?
F5 B2 F4 108.5(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
C11 C100 N2 C60 -0.3(2) . . . . ?
C11 C100 N2 C70 -178.97(18) . . . . ?
C10 C1 C2 C3 1.0(4) . . . . ?
C1 C2 C3 C70 -1.0(3) . . . . ?
C11 N1 C60 N2 -1.0(2) . . . . ?
C7 N1 C60 N2 -178.93(17) . . . . ?
C100 N2 C60 N1 0.8(2) . . . . ?
C70 N2 C60 N1 179.50(17) . . . . ?
C60 N1 C7 C12 122.2(2) . . . . ?
C11 N1 C7 C12 -55.4(3) . . . . ?
C60 N1 C7 C8 -60.5(3) . . . . ?
C11 N1 C7 C8 121.9(2) . . . . ?
C2 C3 C70 C9 0.1(3) . . . . ?
C2 C3 C70 N2 -179.10(19) . . . . ?
C60 N2 C70 C3 32.7(3) . . . . ?
C100 N2 C70 C3 -148.8(2) . . . . ?
C60 N2 C70 C9 -146.5(2) . . . . ?
C100 N2 C70 C9 31.9(3) . . . . ?
C8 N3 C8 C7 179.41(14) 8_556 . . . ?
C8 N3 C8 C15 -0.6(3) 8_556 . . . ?
C12 C7 C8 N3 -179.9(2) . . . . ?
N1 C7 C8 N3 2.8(3) . . . . ?
C12 C7 C8 C15 0.1(3) . . . . ?
N1 C7 C8 C15 -177.18(18) . . . . ?
C3 C70 C9 C10 0.7(4) . . . . ?
N2 C70 C9 C10 179.9(2) . . . . ?
C2 C1 C10 C9 -0.2(4) . . . . ?
C70 C9 C10 C1 -0.6(4) . . . . ?
N2 C100 C11 N1 -0.4(2) . . . . ?
C60 N1 C11 C100 0.9(2) . . . . ?
C7 N1 C11 C100 178.78(18) . . . . ?
C8 C7 C12 C13 -1.0(3) . . . . ?
N1 C7 C12 C13 176.27(18) . . . . ?
C7 C12 C13 C14 0.7(3) . . . . ?
C7 C12 C13 C16 177.0(2) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C16 C13 C14 C15 -175.6(2) . . . . ?
C13 C14 C15 C8 -1.6(3) . . . . ?
C13 C14 C15 C15 179.54(13) . . . 8_556 ?
N3 C8 C15 C14 -178.8(2) . . . . ?
C7 C8 C15 C14 1.2(3) . . . . ?
N3 C8 C15 C15 0.37(18) . . . 8_556 ?
C7 C8 C15 C15 -179.64(15) . . . 8_556 ?
C14 C13 C16 C311 94.1(3) . . . . ?
C12 C13 C16 C311 -82.0(3) . . . . ?
C14 C13 C16 C17 -26.2(3) . . . . ?
C12 C13 C16 C17 157.6(2) . . . . ?
C14 C13 C16 C19 -146.3(2) . . . . ?
C12 C13 C16 C19 37.5(3) . . . . ?

_refine_diff_density_max         0.382
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.053

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method Isoproanol
####################################################################### 
# 
# 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_new2
_database_code_depnum_ccdc_archive 'CCDC 1472374'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;
_audit_creation_date             2015-10-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            Li(bimcaiPr)LiI(DME)
_chemical_formula_moiety         'C36 H47 I Li2 N5 O2'
_chemical_formula_sum            'C36 H47 I Li2 N5 O2'
_chemical_formula_weight         722.59
_chemical_absolute_configuration ?
_chemical_compound_source        'deprotonation of parent carbazole'
_chemical_melting_point          '484 (dec.)'
_chemical_properties_physical    'moisture-sensitive, air-sensitive'
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
I -0.41187 1.83264 20.14720 18.99490 7.51380 2.27350 4.34700 0.38140 27.76600
66.87760 4.07119989395
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Li -0.00003 0.00005 1.12820 0.75080 0.61750 0.46530 3.95460 1.05240 85.39050
168.26100 0.0377000011504
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z-1/2

_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_h-m   'C 2/c'
_cell_length_a                   29.213(9)
_cell_length_b                   13.853(4)
_cell_length_c                   22.665(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.529(14)
_cell_angle_gamma                90
_cell_volume                     8918(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5273
_cell_measurement_temperature    150
_cell_measurement_theta_max      18.41
_cell_measurement_theta_min      2.59
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.0763
_exptl_crystal_density_meas      .
_exptl_crystal_description       plate
_exptl_crystal_F_000             2981.7122
_exptl_crystal_preparation       'deprotonation of parent carbazole'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_diffrn_reflns_av_R_equivalents  0.1047
_diffrn_reflns_av_unetI/netI     0.1577
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            55868
_diffrn_reflns_theta_full        26.0000
_diffrn_reflns_theta_max         30.53
_diffrn_reflns_theta_min         1.43
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.9963
_diffrn_measured_fraction_theta_max 0.8264
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              37
_reflns_limit_h_min              -39
_reflns_limit_k_max              17
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                4478
_reflns_number_total             11284
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_refine_diff_density_max         1.3822
_refine_diff_density_min         -1.5783
_refine_diff_density_rms         0.2227
_refine_ls_d_res_high            0.6996
_refine_ls_d_res_low             14.2011
_refine_ls_goodness_of_fit_ref   0.9636
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    70
_refine_ls_number_parameters     425
_refine_ls_number_reflns         11284
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0662
_refine_ls_restrained_S_all      0.9609
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1336P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1943
_refine_ls_wR_factor_ref         0.2578
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
O1 \\sim O2 \\sim C33 \\sim C34 \\sim C35 \\sim C36: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
O1 \\sim O2 \\sim C33 \\sim C34 \\sim C35 \\sim C36: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08
3.a Ternary CH refined with riding coordinates:
 C10(H10), C4(H4)
3.b Secondary CH2 refined with riding coordinates:
 C35(H35a,H35b), C34(H34a,H34b)
3.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C2(H2), C3(H3), C24(H24), C30(H30), C20(H20), C14(H14)
3.d Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C6(H6a,H6b,H6c), C12(H12a,H12b,H12c), C5(H5a,H5b,H5c),
 C28(H28a,H28b,H28c), C27(H27a,H27b,H27c), C29(H29a,H29b,H29c), C17(H17a,H17b,
 H17c), C18(H18a,H18b,H18c), C33(H33a,H33b,H33c), C36(H36a,H36b,H36c)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_group
I1 I 0.334638(15) 0.69708(3) 0.402826(19) 0.0641(2) Uani 1.000000 . . .
O1 O 0.1443(2) 0.3633(5) 0.3283(3) 0.109(2) Uani 1.000000 . U .
O2 O 0.2256(3) 0.3083(4) 0.3148(3) 0.105(2) Uani 1.000000 . U .
N5 N 0.20737(15) 0.5547(3) 0.30756(18) 0.0372(10) Uani 1.000000 . . .
N1 N 0.25038(15) 0.4668(3) 0.21181(19) 0.0386(10) Uani 1.000000 . . .
N2 N 0.32453(17) 0.4409(4) 0.2477(2) 0.0629(15) Uani 1.000000 . . .
N3 N 0.21318(15) 0.5835(3) 0.43955(19) 0.0406(11) Uani 1.000000 . . .
N4 N 0.26597(16) 0.4880(3) 0.4886(2) 0.0477(12) Uani 1.000000 . . .
C1 C 0.2889(2) 0.4969(4) 0.2563(3) 0.0508(15) Uani 1.000000 . . .
C2 C 0.2624(2) 0.3927(4) 0.1784(3) 0.0486(14) Uani 1.000000 . . .
H2 H 0.2418(2) 0.3594(4) 0.1461(3) 0.0583(17) Uiso 1.000000 R . .
C3 C 0.3084(2) 0.3758(5) 0.1994(3) 0.0646(18) Uani 1.000000 . . .
H3 H 0.3267(2) 0.3290(5) 0.1846(3) 0.078(2) Uiso 1.000000 R . .
C4 C 0.3728(3) 0.4495(9) 0.2835(5) 0.113(3) Uani 1.000000 . . .
H4 H 0.3840(3) 0.3964(9) 0.2606(5) 0.136(4) Uiso 1.000000 R . .
C5 C 0.3844(4) 0.3994(9) 0.3369(6) 0.174(6) Uani 1.000000 . . 1
H5a H 0.371(3) 0.432(5) 0.3674(16) 0.262(9) Uiso 1.000000 GR . 1
H5b H 0.372(4) 0.334(3) 0.3305(13) 0.262(9) Uiso 1.000000 GR . 1
H5c H 0.4188(4) 0.396(7) 0.351(3) 0.262(9) Uiso 1.000000 GR . 1
C6 C 0.3965(4) 0.5206(9) 0.2575(7) 0.169(6) Uani 1.000000 . . 1
H6a H 0.392(3) 0.507(5) 0.2141(13) 0.253(8) Uiso 1.000000 GR . 1
H6b H 0.384(3) 0.5843(12) 0.263(4) 0.253(8) Uiso 1.000000 GR . 1
H6c H 0.4301(7) 0.519(5) 0.277(4) 0.253(8) Uiso 1.000000 GR . 1
C7 C 0.2341(2) 0.4967(4) 0.4345(2) 0.0441(14) Uani 1.000000 . . .
C8 C 0.2314(2) 0.6266(4) 0.4954(2) 0.0465(14) Uani 1.000000 . . .
H8 H 0.2223(2) 0.6866(4) 0.5094(2) 0.0559(17) Uiso 1.000000 R . .
C9 C 0.2646(2) 0.5657(5) 0.5255(3) 0.0546(16) Uani 1.000000 . . .
H9 H 0.2837(2) 0.5749(5) 0.5653(3) 0.0655(19) Uiso 1.000000 R . .
C10 C 0.2981(2) 0.4043(5) 0.5039(3) 0.0669(19) Uani 1.000000 . . .
H10 H 0.2887(2) 0.3578(5) 0.4695(3) 0.080(2) Uiso 1.000000 R . .
C11 C 0.2902(5) 0.3537(8) 0.5585(5) 0.159(5) Uani 1.000000 . . .
H11a H 0.300(3) 0.396(3) 0.5940(9) 0.238(8) Uiso 1.000000 GR . .
H11b H 0.2567(8) 0.338(7) 0.5524(19) 0.238(8) Uiso 1.000000 GR . .
H11c H 0.309(3) 0.294(4) 0.565(3) 0.238(8) Uiso 1.000000 GR . .
C12 C 0.3480(3) 0.4302(7) 0.5072(5) 0.122(4) Uani 1.000000 . . .
H12a H 0.3498(4) 0.469(5) 0.4717(17) 0.183(6) Uiso 1.000000 GR . .
H12b H 0.3605(8) 0.467(5) 0.5442(17) 0.183(6) Uiso 1.000000 GR . .
H12c H 0.3666(6) 0.3712(7) 0.508(4) 0.183(6) Uiso 1.000000 GR . .
C13 C 0.20592(18) 0.5143(4) 0.1991(2) 0.0387(12) Uani 1.000000 . . .
C14 C 0.18051(19) 0.5220(4) 0.1402(2) 0.0448(14) Uani 1.000000 . . .
H14 H 0.19257(19) 0.4927(4) 0.1091(2) 0.0538(16) Uiso 1.000000 R . .
C15 C 0.1366(2) 0.5723(4) 0.1236(2) 0.0478(14) Uani 1.000000 . . .
C16 C 0.1114(2) 0.5810(6) 0.0560(3) 0.073(2) Uani 1.000000 . . .
C17 C 0.1106(6) 0.4934(8) 0.0231(5) 0.205(8) Uani 1.000000 . . .
H17a H 0.138(3) 0.491(5) 0.005(5) 0.307(12) Uiso 1.000000 GR . .
H17b H 0.112(5) 0.4385(8) 0.0507(15) 0.307(12) Uiso 1.000000 GR . .
H17c H 0.082(2) 0.490(5) -0.009(4) 0.307(12) Uiso 1.000000 GR . .
C18 C 0.1460(6) 0.6402(12) 0.0228(5) 0.209(8) Uani 1.000000 . . .
H18a H 0.151(4) 0.705(4) 0.040(5) 0.314(11) Uiso 1.000000 GR . .
H18b H 0.1763(19) 0.607(6) 0.029(6) 0.314(11) Uiso 1.000000 GR . .
H18c H 0.132(2) 0.644(9) -0.0208(11) 0.314(11) Uiso 1.000000 GR . .
C19 C 0.0745(5) 0.6511(12) 0.0439(4) 0.187(7) Uani 1.000000 . . .
C20 C 0.11913(19) 0.6119(4) 0.1698(2) 0.0481(15) Uani 1.000000 . . .
H20 H 0.08963(19) 0.6442(4) 0.1605(2) 0.0577(17) Uiso 1.000000 R . .
C21 C 0.14412(18) 0.6050(4) 0.2297(2) 0.0392(13) Uani 1.000000 . . .
C22 C 0.18779(17) 0.5559(3) 0.2456(2) 0.0367(12) Uani 1.000000 . . .
C23 C 0.17579(17) 0.6221(4) 0.3927(2) 0.0375(12) Uani 1.000000 . . .
C24 C 0.14046(19) 0.6759(4) 0.4079(2) 0.0406(13) Uani 1.000000 . . .
H24 H 0.14235(19) 0.6904(4) 0.4494(2) 0.0488(16) Uiso 1.000000 R . .
C25 C 0.10145(19) 0.7102(4) 0.3632(3) 0.0405(13) Uani 1.000000 . . .
C26 C 0.0635(2) 0.7695(5) 0.3833(3) 0.0563(16) Uani 1.000000 . . .
C27 C 0.0493(3) 0.7209(7) 0.4361(4) 0.106(3) Uani 1.000000 . . .
H27a H 0.0309(19) 0.663(3) 0.4218(6) 0.159(5) Uiso 1.000000 GR . .
H27b H 0.0776(3) 0.703(4) 0.4669(13) 0.159(5) Uiso 1.000000 GR . .
H27c H 0.0302(19) 0.7655(17) 0.4539(18) 0.159(5) Uiso 1.000000 GR . .
C28 C 0.0880(3) 0.8677(6) 0.4103(4) 0.094(3) Uani 1.000000 . . .
H28a H 0.1120(15) 0.8541(8) 0.4474(15) 0.141(4) Uiso 1.000000 GR . .
H28b H 0.1028(18) 0.898(2) 0.3804(11) 0.141(4) Uiso 1.000000 GR . .
H28c H 0.0642(5) 0.9113(18) 0.420(3) 0.141(4) Uiso 1.000000 GR . .
C29 C 0.0221(3) 0.7925(8) 0.3322(4) 0.139(5) Uani 1.000000 . . .
H29a H 0.0329(6) 0.828(6) 0.300(2) 0.209(7) Uiso 1.000000 GR . .
H29b H 0.007(2) 0.7324(9) 0.315(3) 0.209(7) Uiso 1.000000 GR . .
H29c H -0.0003(17) 0.833(6) 0.3473(11) 0.209(7) Uiso 1.000000 GR . .
C30 C 0.09906(19) 0.6897(4) 0.3027(3) 0.0409(13) Uani 1.000000 . . .
H30 H 0.07287(19) 0.7111(4) 0.2722(3) 0.0491(16) Uiso 1.000000 R . .
C31 C 0.13539(18) 0.6373(4) 0.2864(2) 0.0383(12) Uani 1.000000 . . .
C32 C 0.17462(17) 0.6037(4) 0.3317(2) 0.0351(12) Uani 1.000000 . . .
C33 C 0.0991(4) 0.4071(8) 0.3354(6) 0.140(4) Uani 1.000000 . U .
H33a H 0.1059(4) 0.463(4) 0.363(3) 0.210(6) Uiso 1.000000 GR . .
H33b H 0.0806(14) 0.428(6) 0.2957(8) 0.210(6) Uiso 1.000000 GR . .
H33c H 0.0812(15) 0.359(2) 0.353(4) 0.210(6) Uiso 1.000000 GR . .
C34 C 0.1440(6) 0.3072(9) 0.2807(6) 0.159(5) Uani 1.000000 . U .
H34a H 0.1187(6) 0.2587(9) 0.2778(6) 0.191(6) Uiso 1.000000 R . .
H34b H 0.1359(6) 0.3476(9) 0.2437(6) 0.191(6) Uiso 1.000000 R . .
C35 C 0.1868(5) 0.2575(8) 0.2811(5) 0.133(4) Uani 1.000000 . U .
H35a H 0.1902(5) 0.2495(8) 0.2389(5) 0.159(5) Uiso 1.000000 R . .
H35b H 0.1858(5) 0.1925(8) 0.2988(5) 0.159(5) Uiso 1.000000 R . .
C36 C 0.2691(5) 0.2622(7) 0.3210(6) 0.140(4) Uani 1.000000 . U .
H36a H 0.2926(10) 0.294(4) 0.353(3) 0.210(6) Uiso 1.000000 GR . .
H36b H 0.2661(10) 0.1942(18) 0.331(4) 0.210(6) Uiso 1.000000 GR . .
H36c H 0.2791(16) 0.267(6) 0.2827(13) 0.210(6) Uiso 1.000000 GR . .
Li1 Li 0.2757(3) 0.5789(7) 0.3307(5) 0.054(2) Uani 1.000000 . . .
Li2 Li 0.2080(4) 0.4225(7) 0.3511(4) 0.056(3) Uani 1.000000 . . .


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 Li1 2.647(10) . ?
O1 C33 1.495(12) . ?
O1 C34 1.328(13) . ?
O1 Li2 1.987(12) . ?
O2 C35 1.399(13) . ?
O2 C36 1.400(12) . ?
O2 Li2 1.908(11) . ?
N5 C22 1.386(6) . ?
N5 C32 1.385(6) . ?
N5 Li1 1.970(11) . ?
N5 Li2 2.079(11) . ?
N1 C1 1.389(7) . ?
N1 C2 1.370(6) . ?
N1 C13 1.424(6) . ?
N2 C1 1.349(7) . ?
N2 C3 1.411(8) . ?
N2 C4 1.458(9) . ?
N3 C7 1.367(7) . ?
N3 C8 1.388(6) . ?
N3 C23 1.437(6) . ?
N4 C7 1.359(7) . ?
N4 C9 1.371(7) . ?
N4 C10 1.480(7) . ?
C1 Li1 2.140(11) . ?
C2 C3 1.338(8) . ?
C4 C5 1.367(13) . ?
C4 C6 1.410(14) . ?
C7 Li2 2.131(11) . ?
C8 C9 1.345(8) . ?
C10 C11 1.487(11) . ?
C10 C12 1.486(11) . ?
C13 C14 1.371(7) . ?
C13 C22 1.410(7) . ?
C14 C15 1.432(8) . ?
C15 C16 1.541(8) . ?
C15 C20 1.381(8) . ?
C16 C17 1.421(11) . ?
C16 C18 1.617(15) . ?
C16 C19 1.430(11) . ?
C20 C21 1.386(7) . ?
C21 C22 1.416(7) . ?
C21 C31 1.437(7) . ?
C23 C24 1.380(7) . ?
C23 C32 1.399(7) . ?
C24 C25 1.417(8) . ?
C25 C26 1.533(8) . ?
C25 C30 1.388(8) . ?
C26 C27 1.513(10) . ?
C26 C28 1.590(10) . ?
C26 C29 1.500(10) . ?
C30 C31 1.405(7) . ?
C31 C32 1.426(7) . ?
C34 C35 1.426(17) . ?
Li1 Li2 3.041(15) . ?

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
C34 O1 C33 119.1(10) . . ?
Li2 O1 C33 127.0(6) . . ?
Li2 O1 C34 106.2(8) . . ?
C36 O2 C35 115.2(9) . . ?
Li2 O2 C35 112.8(8) . . ?
Li2 O2 C36 131.7(8) . . ?
C32 N5 C22 103.5(4) . . ?
Li1 N5 C22 114.8(4) . . ?
Li1 N5 C32 124.2(4) . . ?
Li2 N5 C22 116.5(4) . . ?
Li2 N5 C32 100.0(4) . . ?
Li2 N5 Li1 97.3(5) . . ?
C2 N1 C1 111.0(5) . . ?
C13 N1 C1 123.7(4) . . ?
C13 N1 C2 125.0(4) . . ?
C3 N2 C1 110.6(5) . . ?
C4 N2 C1 123.4(7) . . ?
C4 N2 C3 126.0(6) . . ?
C8 N3 C7 111.8(4) . . ?
C23 N3 C7 122.9(4) . . ?
C23 N3 C8 125.3(5) . . ?
C9 N4 C7 111.7(5) . . ?
C10 N4 C7 122.9(5) . . ?
C10 N4 C9 125.3(5) . . ?
N2 C1 N1 104.1(5) . . ?
Li1 C1 N1 117.8(5) . . ?
Li1 C1 N2 135.0(5) . . ?
C3 C2 N1 107.5(5) . . ?
C2 C3 N2 106.9(5) . . ?
C6 C4 C5 132.8(10) . . ?
N4 C7 N3 103.2(4) . . ?
Li2 C7 N3 115.1(4) . . ?
Li2 C7 N4 141.7(5) . . ?
C9 C8 N3 105.7(5) . . ?
C8 C9 N4 107.6(5) . . ?
C11 C10 N4 110.6(6) . . ?
C12 C10 N4 112.5(6) . . ?
C12 C10 C11 114.5(8) . . ?
C14 C13 N1 119.6(5) . . ?
C22 C13 N1 121.4(5) . . ?
C22 C13 C14 119.0(5) . . ?
C15 C14 C13 122.8(5) . . ?
C16 C15 C14 119.3(5) . . ?
C20 C15 C14 117.5(5) . . ?
C20 C15 C16 123.3(5) . . ?
C17 C16 C15 113.6(6) . . ?
C18 C16 C15 107.2(6) . . ?
C18 C16 C17 97.2(11) . . ?
C19 C16 C15 114.0(6) . . ?
C19 C16 C17 124.1(9) . . ?
C19 C16 C18 95.3(11) . . ?
C21 C20 C15 120.9(5) . . ?
C22 C21 C20 121.2(5) . . ?
C31 C21 C20 133.7(5) . . ?
C31 C21 C22 105.0(4) . . ?
C13 C22 N5 128.0(5) . . ?
C21 C22 N5 113.4(4) . . ?
C21 C22 C13 118.7(5) . . ?
C24 C23 N3 120.0(5) . . ?
C32 C23 N3 120.1(4) . . ?
C32 C23 C24 119.9(5) . . ?
C25 C24 C23 121.7(5) . . ?
C26 C25 C24 119.0(5) . . ?
C30 C25 C24 118.9(5) . . ?
C30 C25 C26 122.1(5) . . ?
C27 C26 C25 110.4(5) . . ?
C28 C26 C25 106.3(5) . . ?
C28 C26 C27 105.0(6) . . ?
C29 C26 C25 113.1(5) . . ?
C29 C26 C27 112.7(7) . . ?
C29 C26 C28 108.9(7) . . ?
C31 C30 C25 120.0(5) . . ?
C30 C31 C21 134.3(5) . . ?
C32 C31 C21 105.1(4) . . ?
C32 C31 C30 120.6(5) . . ?
C23 C32 N5 128.3(4) . . ?
C31 C32 N5 112.9(4) . . ?
C31 C32 C23 118.8(5) . . ?
C35 C34 O1 116.0(12) . . ?
C34 C35 O2 110.9(9) . . ?
N5 Li1 I1 137.9(5) . . ?
C1 Li1 I1 127.1(5) . . ?
C1 Li1 N5 93.4(4) . . ?
Li2 Li1 I1 134.4(4) . . ?
Li2 Li1 N5 42.7(3) . . ?
Li2 Li1 C1 89.2(4) . . ?
O2 Li2 O1 82.9(5) . . ?
N5 Li2 O1 109.7(5) . . ?
N5 Li2 O2 120.0(6) . . ?
C7 Li2 O1 123.3(6) . . ?
C7 Li2 O2 134.9(6) . . ?
C7 Li2 N5 87.6(4) . . ?
Li1 Li2 O1 149.0(5) . . ?
Li1 Li2 O2 105.9(5) . . ?
Li1 Li2 N5 40.0(3) . . ?
Li1 Li2 C7 71.4(4) . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.927 -0.034 1149.7 267.3 ?
2 0.500 0.291 -0.560 1149.7 267.3 ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_U_similar_atom_site_label_1
_restr_U_similar_atom_site_label_2
_restr_U_similar_weight_param
O1 C33 0.0400
O1 C33 0.0400
O1 C34 0.0400
O1 C34 0.0400
O2 C35 0.0400
O2 C35 0.0400
O2 C36 0.0400
O2 C36 0.0400
C34 C35 0.0400
C34 C35 0.0400

_solvent_exptl_crystal_recrystallization_method 'hexane, dimethoxyethane'
####################################################################### 
# 
# 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_mmo18
_database_code_depnum_ccdc_archive 'CCDC 1472375'
_audit_update_record             
;
2016-04-05 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'3,6-Di-tert-butyl-1,8-bis(3-ethylimidazolium)carbazole bis(tetrafluoroborate)'
_chemical_name_common            HbimcaEt2HBF4
_chemical_melting_point          '572 (dec.)'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H43 B2 F8 N5 O0.74'
_chemical_formula_weight         683.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

_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+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.948(2)
_cell_length_b                   11.4011(19)
_cell_length_c                   43.494(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6917(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3387
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      24.88

_exptl_crystal_description       polyhedron
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_F_000             2863
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.109
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8402
_exptl_absorpt_correction_T_max  0.9593
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39711
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_av_R_equivalents  0.1033
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         0.936
_diffrn_reflns_theta_max         21.965
_diffrn_reflns_theta_full        21.965
_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             4217
_reflns_number_gt                3026
_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-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0862P)²+6.5189P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4217
_refine_ls_number_parameters     516
_refine_ls_number_restraints     466
_refine_ls_R_factor_all          0.1001
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1797
_refine_ls_wR_factor_gt          0.1577
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.4217(2) 0.6964(3) 0.11306(8) 0.0332(9) Uani 1 1 d . U . . .
H1N H 0.418(3) 0.732(4) 0.0978(10) 0.040 Uiso 1 1 d . U . . .
C1 C 0.6032(3) 0.7791(4) 0.07372(10) 0.0360(11) Uani 1 1 d . U . . .
H1 H 0.574(3) 0.833(4) 0.0843(10) 0.043 Uiso 1 1 d . U . . .
N2 N 0.6419(3) 0.7971(3) 0.04672(9) 0.0469(10) Uani 1 1 d . U . . .
C3 C 0.6844(4) 0.6938(5) 0.03753(13) 0.0746(18) Uani 1 1 d . U . . .
H3 H 0.7175 0.6809 0.0188 0.090 Uiso 1 1 calc R U . . .
C4 C 0.6706(4) 0.6152(5) 0.05983(12) 0.0670(16) Uani 1 1 d . U . . .
H4 H 0.6927 0.5364 0.0600 0.080 Uiso 1 1 calc R U . . .
N5 N 0.6185(2) 0.6691(3) 0.08246(7) 0.0328(8) Uani 1 1 d . U . . .
C6 C 0.1476(3) 0.8202(4) 0.09762(11) 0.0409(11) Uani 1 1 d . U . . .
H6 H 0.099(3) 0.766(4) 0.0996(10) 0.049 Uiso 1 1 d . U . . .
N7 N 0.1469(3) 0.9112(3) 0.07901(9) 0.0460(10) Uani 1 1 d . U . . .
C8 C 0.2319(3) 0.9715(4) 0.08255(11) 0.0510(12) Uani 1 1 d . U . . .
H8 H 0.2507 1.0406 0.0720 0.061 Uiso 1 1 calc R U . . .
C9 C 0.2824(3) 0.9142(4) 0.10366(11) 0.0447(12) Uani 1 1 d . U . . .
H9 H 0.3443 0.9352 0.1109 0.054 Uiso 1 1 calc R U . . .
N10 N 0.2295(2) 0.8189(3) 0.11311(8) 0.0370(9) Uani 1 1 d . U . . .
C11 C 0.5893(3) 0.6129(3) 0.11019(9) 0.0305(10) Uani 1 1 d . U . . .
C12 C 0.4974(3) 0.6270(3) 0.12231(9) 0.0309(10) Uani 1 1 d . U . . .
C13 C 0.4717(3) 0.5647(4) 0.14881(9) 0.0330(10) Uani 1 1 d . U . . .
C14 C 0.5364(3) 0.4885(4) 0.16280(10) 0.0351(10) Uani 1 1 d . U . . .
H14 H 0.5171 0.4448 0.1803 0.053 Uiso 1 1 calc R U . . .
C15 C 0.6281(3) 0.4757(4) 0.15156(9) 0.0326(10) Uani 1 1 d . U . . .
C16 C 0.6525(3) 0.5388(3) 0.12510(9) 0.0334(10) Uani 1 1 d . U . . .
H16 H 0.7154 0.5303 0.1170 0.050 Uiso 1 1 calc R U . . .
C17 C 0.6352(4) 0.9054(4) 0.02802(11) 0.0562(14) Uani 1 1 d . U . . .
H17A H 0.7004 0.9371 0.0246 0.067 Uiso 1 1 calc R U . . .
H17B H 0.5980 0.9651 0.0394 0.067 Uiso 1 1 calc R U . . .
C18 C 0.5882(4) 0.8830(5) -0.00237(11) 0.0575(14) Uani 1 1 d . U . . .
H18A H 0.5850 0.9563 -0.0141 0.086 Uiso 1 1 calc R U . . .
H18B H 0.6256 0.8250 -0.0139 0.086 Uiso 1 1 calc R U . . .
H18C H 0.5232 0.8530 0.0010 0.086 Uiso 1 1 calc R U . . .
C21 C 0.2568(3) 0.7323(4) 0.13503(9) 0.0365(10) Uani 1 1 d . U . . .
C22 C 0.3475(3) 0.6807(4) 0.13357(9) 0.0330(10) Uani 1 1 d . U . . .
C23 C 0.3741(3) 0.5985(4) 0.15584(10) 0.0385(11) Uani 1 1 d . U . . .
C24 C 0.3104(3) 0.5662(5) 0.17878(10) 0.0505(13) Uani 1 1 d . U . . .
H24 H 0.3290 0.5093 0.1936 0.076 Uiso 1 1 calc R U . . .
C25 C 0.2194(3) 0.6161(5) 0.18036(11) 0.0554(14) Uani 1 1 d . U . . .
C26 C 0.1948(3) 0.6995(4) 0.15812(10) 0.0463(12) Uani 1 1 d . U . . .
H26 H 0.1332 0.7348 0.1590 0.070 Uiso 1 1 calc R U . . .
C27 C 0.0714(4) 0.9387(5) 0.05624(13) 0.0697(16) Uani 1 1 d . U . . .
H27A H 0.0986 0.9308 0.0353 0.084 Uiso 0.757(8) 1 calc R U P A 1
H27B H 0.0511 1.0212 0.0590 0.084 Uiso 0.757(8) 1 calc R U P A 1
H27C H 0.0129 0.8952 0.0622 0.084 Uiso 0.243(8) 1 calc R U P A 2
H27D H 0.0565 1.0233 0.0579 0.084 Uiso 0.243(8) 1 calc R U P A 2
C28 C -0.0186(5) 0.8572(6) 0.05907(17) 0.070(2) Uani 0.757(8) 1 d . U P A 1
H28A H -0.0660 0.8793 0.0435 0.104 Uiso 0.757(8) 1 calc R U P A 1
H28B H 0.0007 0.7754 0.0559 0.104 Uiso 0.757(8) 1 calc R U P A 1
H28C H -0.0467 0.8658 0.0796 0.104 Uiso 0.757(8) 1 calc R U P A 1
C31 C 0.7044(3) 0.4000(4) 0.16712(10) 0.0383(11) Uani 1 1 d . U . . .
C32 C 0.7489(4) 0.3154(4) 0.14389(11) 0.0540(13) Uani 1 1 d . U . . .
H32A H 0.7756 0.3600 0.1266 0.081 Uiso 1 1 calc R U . . .
H32B H 0.8001 0.2705 0.1539 0.081 Uiso 1 1 calc R U . . .
H32C H 0.6996 0.2616 0.1363 0.081 Uiso 1 1 calc R U . . .
C33 C 0.6634(4) 0.3286(5) 0.19369(12) 0.0607(15) Uani 1 1 d . U . . .
H33A H 0.7145 0.2815 0.2030 0.091 Uiso 1 1 calc R U . . .
H33B H 0.6365 0.3818 0.2092 0.091 Uiso 1 1 calc R U . . .
H33C H 0.6129 0.2767 0.1860 0.091 Uiso 1 1 calc R U . . .
C34 C 0.7835(3) 0.4803(4) 0.17971(11) 0.0524(13) Uani 1 1 d . U . . .
H34A H 0.8105 0.5269 0.1629 0.079 Uiso 1 1 calc R U . . .
H34B H 0.7563 0.5329 0.1953 0.079 Uiso 1 1 calc R U . . .
H34C H 0.8341 0.4324 0.1890 0.079 Uiso 1 1 calc R U . . .
C35 C 0.1506(6) 0.5977(9) 0.2072(2) 0.059(3) Uani 0.665(9) 1 d D U P B 1
C36 C 0.1902(11) 0.5061(12) 0.2300(3) 0.086(4) Uani 0.665(9) 1 d D U P B 1
H36A H 0.2495 0.5356 0.2392 0.129 Uiso 0.665(9) 1 calc R U P B 1
H36B H 0.1428 0.4916 0.2462 0.129 Uiso 0.665(9) 1 calc R U P B 1
H36C H 0.2034 0.4328 0.2190 0.129 Uiso 0.665(9) 1 calc R U P B 1
C37 C 0.0588(6) 0.5463(10) 0.1938(2) 0.074(3) Uani 0.665(9) 1 d D U P B 1
H37A H 0.0124 0.5330 0.2103 0.111 Uiso 0.665(9) 1 calc R U P B 1
H37B H 0.0318 0.6011 0.1788 0.111 Uiso 0.665(9) 1 calc R U P B 1
H37C H 0.0733 0.4716 0.1836 0.111 Uiso 0.665(9) 1 calc R U P B 1
C38 C 0.1263(7) 0.7120(9) 0.2239(2) 0.092(3) Uani 0.665(9) 1 d D U P B 1
H38A H 0.1849 0.7458 0.2326 0.138 Uiso 0.665(9) 1 calc R U P B 1
H38B H 0.0979 0.7676 0.2093 0.138 Uiso 0.665(9) 1 calc R U P B 1
H38C H 0.0805 0.6959 0.2405 0.138 Uiso 0.665(9) 1 calc R U P B 1
C35B C 0.1414(13) 0.5523(15) 0.2013(4) 0.060(5) Uani 0.335(9) 1 d D U P B 2
C36B C 0.187(2) 0.558(2) 0.2335(5) 0.066(6) Uani 0.335(9) 1 d D U P B 2
H36D H 0.2458 0.5110 0.2337 0.099 Uiso 0.335(9) 1 calc R U P B 2
H36E H 0.2021 0.6394 0.2385 0.099 Uiso 0.335(9) 1 calc R U P B 2
H36F H 0.1418 0.5264 0.2486 0.099 Uiso 0.335(9) 1 calc R U P B 2
C37B C 0.0496(12) 0.6252(19) 0.2010(5) 0.082(6) Uani 0.335(9) 1 d D U P B 2
H37D H 0.0205 0.6218 0.1805 0.122 Uiso 0.335(9) 1 calc R U P B 2
H37E H 0.0045 0.5938 0.2162 0.122 Uiso 0.335(9) 1 calc R U P B 2
H37F H 0.0648 0.7068 0.2061 0.122 Uiso 0.335(9) 1 calc R U P B 2
C38B C 0.1143(12) 0.4258(14) 0.1927(4) 0.080(5) Uani 0.335(9) 1 d D U P B 2
H38D H 0.1720 0.3767 0.1927 0.120 Uiso 0.335(9) 1 calc R U P B 2
H38E H 0.0684 0.3950 0.2077 0.120 Uiso 0.335(9) 1 calc R U P B 2
H38F H 0.0853 0.4249 0.1721 0.120 Uiso 0.335(9) 1 calc R U P B 2
B1 B 0.5338(4) 0.0675(5) 0.10512(14) 0.0493(14) Uani 1 1 d . U . . .
F1 F 0.4689(2) 0.0779(3) 0.08191(7) 0.0796(10) Uani 1 1 d . U . . .
F2 F 0.62560(19) 0.0582(3) 0.09379(7) 0.0749(9) Uani 1 1 d . U . . .
F3 F 0.5133(2) -0.0363(2) 0.12100(7) 0.0744(9) Uani 1 1 d . U . . .
F4 F 0.5265(2) 0.1616(2) 0.12460(7) 0.0641(8) Uani 1 1 d . U . . .
B2 B 0.3437(4) 0.7500(6) 0.03085(14) 0.0574(15) Uani 1 1 d . U . . .
F5 F 0.3578(3) 0.6655(4) 0.00927(8) 0.1163(14) Uani 1 1 d . U . . .
F6 F 0.3228(3) 0.8533(3) 0.01671(8) 0.1105(14) Uani 1 1 d . U . . .
F7 F 0.4219(2) 0.7624(4) 0.04936(7) 0.1017(13) Uani 1 1 d . U . . .
F8 F 0.2690(2) 0.7161(3) 0.04882(7) 0.0712(9) Uani 1 1 d . U . . .
O40 O 0.0205(16) 0.0673(11) 0.2560(5) 0.174(7) Uani 0.5 1 d D U P C -1
C41 C -0.0599(18) 0.112(2) 0.2371(7) 0.166(11) Uani 0.5 1 d D U P C -1
H41A H -0.0708 0.0628 0.2186 0.199 Uiso 0.5 1 calc R U P C -1
H41B H -0.1201 0.1178 0.2490 0.199 Uiso 0.5 1 calc R U P C -1
C42 C -0.0219(18) 0.2280(19) 0.2290(5) 0.151(8) Uani 0.5 1 d D U P C -1
H42A H -0.0088 0.2314 0.2066 0.181 Uiso 0.5 1 calc R U P C -1
H42B H -0.0699 0.2891 0.2340 0.181 Uiso 0.5 1 calc R U P C -1
C43 C 0.0557(16) 0.2470(16) 0.2441(6) 0.165(8) Uani 0.5 1 d D U P C -1
H43A H 0.0548 0.3290 0.2516 0.198 Uiso 0.5 1 calc R U P C -1
H43B H 0.1106 0.2393 0.2298 0.198 Uiso 0.5 1 calc R U P C -1
C44 C 0.0710(15) 0.1731(18) 0.2690(5) 0.119(6) Uani 0.5 1 d D U P C -1
H44A H 0.0402 0.2024 0.2880 0.143 Uiso 0.5 1 calc R U P C -1
H44B H 0.1399 0.1584 0.2727 0.143 Uiso 0.5 1 calc R U P C -1
C28B C 0.0884(16) 0.917(2) 0.0286(5) 0.064(6) Uani 0.243(8) 1 d . U P A 2
H28D H 0.0330 0.9388 0.0161 0.096 Uiso 0.243(8) 1 calc R U P A 2
H28E H 0.1448 0.9611 0.0219 0.096 Uiso 0.243(8) 1 calc R U P A 2
H28F H 0.1009 0.8325 0.0262 0.096 Uiso 0.243(8) 1 calc R U P A 2
O1 O -0.1401(11) 0.8153(13) 0.0599(4) 0.077(6) Uani 0.243(8) 1 d . . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C22 1.379(5) . ?
N1 C12 1.379(5) . ?
N1 H1N 0.78(4) . ?
C1 N2 1.308(5) . ?
C1 N5 1.328(5) . ?
C1 H1 0.87(4) . ?
N2 C3 1.378(6) . ?
N2 C17 1.482(6) . ?
C3 C4 1.334(7) . ?
C3 H3 0.9500 . ?
C4 N5 1.369(6) . ?
C4 H4 0.9500 . ?
N5 C11 1.425(5) . ?
C6 N7 1.316(6) . ?
C6 N10 1.326(6) . ?
C6 H6 0.92(5) . ?
N7 C8 1.379(6) . ?
N7 C27 1.479(6) . ?
C8 C9 1.329(6) . ?
C8 H8 0.9500 . ?
C9 N10 1.376(5) . ?
C9 H9 0.9500 . ?
N10 C21 1.425(5) . ?
C11 C16 1.382(6) . ?
C11 C12 1.396(5) . ?
C12 C13 1.401(5) . ?
C13 C14 1.392(6) . ?
C13 C23 1.448(6) . ?
C14 C15 1.377(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.399(6) . ?
C15 C31 1.527(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.498(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 C26 1.377(6) . ?
C21 C22 1.396(6) . ?
C22 C23 1.398(6) . ?
C23 C24 1.386(6) . ?
C24 C25 1.392(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.399(6) . ?
C25 C35 1.527(11) . ?
C25 C35B 1.59(2) . ?
C26 H26 0.9500 . ?
C27 C28B 1.25(2) . ?
C27 C28 1.567(9) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 H27C 0.9900 . ?
C27 H27D 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C31 C33 1.525(6) . ?
C31 C32 1.529(6) . ?
C31 C34 1.535(6) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 C37 1.524(10) . ?
C35 C38 1.530(11) . ?
C35 C36 1.542(11) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C35B C37B 1.527(14) . ?
C35B C36B 1.537(14) . ?
C35B C38B 1.538(14) . ?
C36B H36D 0.9800 . ?
C36B H36E 0.9800 . ?
C36B H36F 0.9800 . ?
C37B H37D 0.9800 . ?
C37B H37E 0.9800 . ?
C37B H37F 0.9800 . ?
C38B H38D 0.9800 . ?
C38B H38E 0.9800 . ?
C38B H38F 0.9800 . ?
B1 F1 1.361(6) . ?
B1 F4 1.372(6) . ?
B1 F2 1.376(6) . ?
B1 F3 1.399(7) . ?
B2 F8 1.359(6) . ?
B2 F5 1.360(8) . ?
B2 F6 1.361(7) . ?
B2 F7 1.363(6) . ?
O40 C41 1.48(2) . ?
O40 C44 1.506(19) . ?
C41 C42 1.47(2) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.28(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.39(2) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C22 N1 C12 108.2(3) . . ?
C22 N1 H1N 124(3) . . ?
C12 N1 H1N 127(3) . . ?
N2 C1 N5 109.8(4) . . ?
N2 C1 H1 124(3) . . ?
N5 C1 H1 126(3) . . ?
C1 N2 C3 107.7(4) . . ?
C1 N2 C17 126.7(4) . . ?
C3 N2 C17 125.4(4) . . ?
C4 C3 N2 107.5(4) . . ?
C4 C3 H3 126.2 . . ?
N2 C3 H3 126.2 . . ?
C3 C4 N5 107.3(4) . . ?
C3 C4 H4 126.3 . . ?
N5 C4 H4 126.3 . . ?
C1 N5 C4 107.7(4) . . ?
C1 N5 C11 128.4(4) . . ?
C4 N5 C11 123.9(4) . . ?
N7 C6 N10 109.1(4) . . ?
N7 C6 H6 125(3) . . ?
N10 C6 H6 126(3) . . ?
C6 N7 C8 108.6(4) . . ?
C6 N7 C27 125.7(4) . . ?
C8 N7 C27 125.5(4) . . ?
C9 C8 N7 106.7(4) . . ?
C9 C8 H8 126.6 . . ?
N7 C8 H8 126.6 . . ?
C8 C9 N10 108.0(4) . . ?
C8 C9 H9 126.0 . . ?
N10 C9 H9 126.0 . . ?
C6 N10 C9 107.6(4) . . ?
C6 N10 C21 125.3(4) . . ?
C9 N10 C21 127.1(4) . . ?
C16 C11 C12 118.6(4) . . ?
C16 C11 N5 119.3(4) . . ?
C12 C11 N5 122.0(4) . . ?
N1 C12 C11 131.2(4) . . ?
N1 C12 C13 109.6(3) . . ?
C11 C12 C13 119.1(4) . . ?
C14 C13 C12 120.7(4) . . ?
C14 C13 C23 133.1(4) . . ?
C12 C13 C23 106.2(3) . . ?
C15 C14 C13 120.9(4) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C16 117.6(4) . . ?
C14 C15 C31 123.3(4) . . ?
C16 C15 C31 119.1(4) . . ?
C11 C16 C15 123.1(4) . . ?
C11 C16 H16 118.5 . . ?
C15 C16 H16 118.5 . . ?
N2 C17 C18 111.7(4) . . ?
N2 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
N2 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C26 C21 C22 119.2(4) . . ?
C26 C21 N10 120.6(4) . . ?
C22 C21 N10 120.3(4) . . ?
N1 C22 C21 130.9(4) . . ?
N1 C22 C23 109.6(4) . . ?
C21 C22 C23 119.4(4) . . ?
C24 C23 C22 120.4(4) . . ?
C24 C23 C13 133.2(4) . . ?
C22 C23 C13 106.4(4) . . ?
C23 C24 C25 120.7(4) . . ?
C23 C24 H24 119.6 . . ?
C25 C24 H24 119.6 . . ?
C24 C25 C26 117.9(4) . . ?
C24 C25 C35 123.7(5) . . ?
C26 C25 C35 117.9(5) . . ?
C24 C25 C35B 117.6(7) . . ?
C26 C25 C35B 122.5(7) . . ?
C21 C26 C25 122.4(4) . . ?
C21 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
C28B C27 N7 117.8(11) . . ?
N7 C27 C28 113.1(5) . . ?
N7 C27 H27A 109.0 . . ?
C28 C27 H27A 109.0 . . ?
N7 C27 H27B 109.0 . . ?
C28 C27 H27B 109.0 . . ?
H27A C27 H27B 107.8 . . ?
C28B C27 H27C 107.9 . . ?
N7 C27 H27C 107.9 . . ?
C28B C27 H27D 107.9 . . ?
N7 C27 H27D 107.9 . . ?
H27C C27 H27D 107.2 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C33 C31 C15 112.1(4) . . ?
C33 C31 C32 108.4(4) . . ?
C15 C31 C32 110.3(4) . . ?
C33 C31 C34 108.5(4) . . ?
C15 C31 C34 108.8(3) . . ?
C32 C31 C34 108.7(4) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 H33A 109.5 . . ?
C31 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C31 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C31 C34 H34A 109.5 . . ?
C31 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C31 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C37 C35 C25 106.7(7) . . ?
C37 C35 C38 108.9(8) . . ?
C25 C35 C38 112.7(7) . . ?
C37 C35 C36 106.6(9) . . ?
C25 C35 C36 111.0(9) . . ?
C38 C35 C36 110.6(9) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37B C35B C36B 109.4(14) . . ?
C37B C35B C38B 107.6(15) . . ?
C36B C35B C38B 111.2(15) . . ?
C37B C35B C25 108.6(13) . . ?
C36B C35B C25 102.7(17) . . ?
C38B C35B C25 117.2(12) . . ?
C35B C36B H36D 109.5 . . ?
C35B C36B H36E 109.5 . . ?
H36D C36B H36E 109.5 . . ?
C35B C36B H36F 109.5 . . ?
H36D C36B H36F 109.5 . . ?
H36E C36B H36F 109.5 . . ?
C35B C37B H37D 109.5 . . ?
C35B C37B H37E 109.5 . . ?
H37D C37B H37E 109.5 . . ?
C35B C37B H37F 109.5 . . ?
H37D C37B H37F 109.5 . . ?
H37E C37B H37F 109.5 . . ?
C35B C38B H38D 109.5 . . ?
C35B C38B H38E 109.5 . . ?
H38D C38B H38E 109.5 . . ?
C35B C38B H38F 109.5 . . ?
H38D C38B H38F 109.5 . . ?
H38E C38B H38F 109.5 . . ?
F1 B1 F4 109.9(4) . . ?
F1 B1 F2 111.1(5) . . ?
F4 B1 F2 110.5(4) . . ?
F1 B1 F3 107.7(4) . . ?
F4 B1 F3 110.0(5) . . ?
F2 B1 F3 107.6(4) . . ?
F8 B2 F5 107.9(5) . . ?
F8 B2 F6 110.0(5) . . ?
F5 B2 F6 109.4(5) . . ?
F8 B2 F7 107.7(4) . . ?
F5 B2 F7 111.4(5) . . ?
F6 B2 F7 110.4(5) . . ?
C41 O40 C44 106.6(18) . . ?
C42 C41 O40 99.8(17) . . ?
C42 C41 H41A 111.8 . . ?
O40 C41 H41A 111.8 . . ?
C42 C41 H41B 111.8 . . ?
O40 C41 H41B 111.8 . . ?
H41A C41 H41B 109.5 . . ?
C43 C42 C41 109.6(15) . . ?
C43 C42 H42A 109.8 . . ?
C41 C42 H42A 109.8 . . ?
C43 C42 H42B 109.8 . . ?
C41 C42 H42B 109.8 . . ?
H42A C42 H42B 108.2 . . ?
C42 C43 C44 115.1(16) . . ?
C42 C43 H43A 108.5 . . ?
C44 C43 H43A 108.5 . . ?
C42 C43 H43B 108.5 . . ?
C44 C43 H43B 108.5 . . ?
H43A C43 H43B 107.5 . . ?
C43 C44 O40 97.0(17) . . ?
C43 C44 H44A 112.3 . . ?
O40 C44 H44A 112.3 . . ?
C43 C44 H44B 112.3 . . ?
O40 C44 H44B 112.3 . . ?
H44A C44 H44B 109.9 . . ?
C27 C28B H28D 109.5 . . ?
C27 C28B H28E 109.5 . . ?
H28D C28B H28E 109.5 . . ?
C27 C28B H28F 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?

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
N5 C1 N2 C3 -0.1(5) . . . . ?
N5 C1 N2 C17 175.5(4) . . . . ?
C1 N2 C3 C4 -0.5(6) . . . . ?
C17 N2 C3 C4 -176.2(5) . . . . ?
N2 C3 C4 N5 0.9(7) . . . . ?
N2 C1 N5 C4 0.6(5) . . . . ?
N2 C1 N5 C11 179.8(4) . . . . ?
C3 C4 N5 C1 -0.9(6) . . . . ?
C3 C4 N5 C11 179.9(4) . . . . ?
N10 C6 N7 C8 0.1(5) . . . . ?
N10 C6 N7 C27 175.3(4) . . . . ?
C6 N7 C8 C9 -0.1(5) . . . . ?
C27 N7 C8 C9 -175.4(4) . . . . ?
N7 C8 C9 N10 0.2(5) . . . . ?
N7 C6 N10 C9 0.0(5) . . . . ?
N7 C6 N10 C21 -178.8(4) . . . . ?
C8 C9 N10 C6 -0.1(5) . . . . ?
C8 C9 N10 C21 178.7(4) . . . . ?
C1 N5 C11 C16 -138.3(4) . . . . ?
C4 N5 C11 C16 40.7(6) . . . . ?
C1 N5 C11 C12 43.9(6) . . . . ?
C4 N5 C11 C12 -137.0(5) . . . . ?
C22 N1 C12 C11 -178.2(4) . . . . ?
C22 N1 C12 C13 0.7(5) . . . . ?
C16 C11 C12 N1 177.8(4) . . . . ?
N5 C11 C12 N1 -4.4(7) . . . . ?
C16 C11 C12 C13 -1.0(6) . . . . ?
N5 C11 C12 C13 176.8(4) . . . . ?
N1 C12 C13 C14 -179.7(4) . . . . ?
C11 C12 C13 C14 -0.6(6) . . . . ?
N1 C12 C13 C23 0.3(5) . . . . ?
C11 C12 C13 C23 179.3(4) . . . . ?
C12 C13 C14 C15 2.2(6) . . . . ?
C23 C13 C14 C15 -177.7(4) . . . . ?
C13 C14 C15 C16 -2.1(6) . . . . ?
C13 C14 C15 C31 175.7(4) . . . . ?
C12 C11 C16 C15 1.1(6) . . . . ?
N5 C11 C16 C15 -176.8(4) . . . . ?
C14 C15 C16 C11 0.4(6) . . . . ?
C31 C15 C16 C11 -177.4(4) . . . . ?
C1 N2 C17 C18 -119.2(5) . . . . ?
C3 N2 C17 C18 55.6(7) . . . . ?
C6 N10 C21 C26 -49.0(6) . . . . ?
C9 N10 C21 C26 132.3(5) . . . . ?
C6 N10 C21 C22 131.8(5) . . . . ?
C9 N10 C21 C22 -46.8(6) . . . . ?
C12 N1 C22 C21 178.1(4) . . . . ?
C12 N1 C22 C23 -1.4(5) . . . . ?
C26 C21 C22 N1 179.3(4) . . . . ?
N10 C21 C22 N1 -1.5(7) . . . . ?
C26 C21 C22 C23 -1.1(6) . . . . ?
N10 C21 C22 C23 178.1(4) . . . . ?
N1 C22 C23 C24 -178.8(4) . . . . ?
C21 C22 C23 C24 1.6(7) . . . . ?
N1 C22 C23 C13 1.6(5) . . . . ?
C21 C22 C23 C13 -178.1(4) . . . . ?
C14 C13 C23 C24 -0.7(9) . . . . ?
C12 C13 C23 C24 179.3(5) . . . . ?
C14 C13 C23 C22 178.8(5) . . . . ?
C12 C13 C23 C22 -1.1(5) . . . . ?
C22 C23 C24 C25 -1.0(7) . . . . ?
C13 C23 C24 C25 178.5(5) . . . . ?
C23 C24 C25 C26 0.0(8) . . . . ?
C23 C24 C25 C35 -171.4(6) . . . . ?
C23 C24 C25 C35B 164.3(8) . . . . ?
C22 C21 C26 C25 0.1(7) . . . . ?
N10 C21 C26 C25 -179.0(4) . . . . ?
C24 C25 C26 C21 0.5(8) . . . . ?
C35 C25 C26 C21 172.3(6) . . . . ?
C35B C25 C26 C21 -163.0(8) . . . . ?
C6 N7 C27 C28B -102.8(14) . . . . ?
C8 N7 C27 C28B 71.7(15) . . . . ?
C6 N7 C27 C28 8.2(7) . . . . ?
C8 N7 C27 C28 -177.4(5) . . . . ?
C14 C15 C31 C33 7.7(6) . . . . ?
C16 C15 C31 C33 -174.6(4) . . . . ?
C14 C15 C31 C32 128.6(4) . . . . ?
C16 C15 C31 C32 -53.7(5) . . . . ?
C14 C15 C31 C34 -112.3(5) . . . . ?
C16 C15 C31 C34 65.4(5) . . . . ?
C24 C25 C35 C37 -122.6(8) . . . . ?
C26 C25 C35 C37 66.0(9) . . . . ?
C24 C25 C35 C38 117.9(8) . . . . ?
C26 C25 C35 C38 -53.5(9) . . . . ?
C24 C25 C35 C36 -6.8(12) . . . . ?
C26 C25 C35 C36 -178.1(8) . . . . ?
C24 C25 C35B C37B 177.0(11) . . . . ?
C26 C25 C35B C37B -19.5(16) . . . . ?
C24 C25 C35B C36B 61.2(13) . . . . ?
C26 C25 C35B C36B -135.3(11) . . . . ?
C24 C25 C35B C38B -60.9(14) . . . . ?
C26 C25 C35B C38B 102.6(12) . . . . ?
C44 O40 C41 C42 26(3) . . . . ?
O40 C41 C42 C43 -8(3) . . . . ?
C41 C42 C43 C44 -16(4) . . . . ?
C42 C43 C44 O40 31(4) . . . . ?
C41 O40 C44 C43 -33(3) . . . . ?

_refine_diff_density_max         0.323
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.067


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_solvent_exptl_crystal_recrystallization_method Ethanol
####################################################################### 
# 
# 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 
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data_new
_database_code_depnum_ccdc_archive 'CCDC 1501070'
_audit_update_record             
;
2016-08-26 deposited with the CCDC.
2016-09-06 downloaded from the CCDC.
;
loop_
_audit_creation_method
;
Olex2 1.2
(compiled 2016.08.23 svn.r3337 for OlexSys, GUI svn.r5217)
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C32 H43 N5, 2(I)'
_chemical_formula_sum            'C32 H43 I2 N5'
_chemical_formula_weight         751.51
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane, hexane'
_chemical_melting_point          '535 dec.'
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
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'

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

_cell_length_a                   11.373(6)
_cell_length_b                   18.404(10)
_cell_length_c                   23.130(12)
_cell_angle_alpha                69.64(2)
_cell_angle_beta                 80.26(2)
_cell_angle_gamma                76.44(2)
_cell_volume                     4392(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8906
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.506
_cell_measurement_theta_min      1.751
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.453
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1808 before and 0.0690 after correction.
The Ratio of minimum to maximum transmission is 0.7817.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.137
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1504
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0774
_diffrn_reflns_av_unetI/netI     0.1113
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            71205
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.506
_diffrn_reflns_theta_min         1.751
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11097
_reflns_number_total             22907
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.32B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.32B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         2.920
_refine_diff_density_min         -1.016
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     785
_refine_ls_number_reflns         22907
_refine_ls_number_restraints     303
_refine_ls_R_factor_all          0.1517
_refine_ls_R_factor_gt           0.0692
_refine_ls_restrained_S_all      0.949
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1490P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2023
_refine_ls_wR_factor_ref         0.2583
_refine_special_details          ', SQUEEZE'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C26B-C27B \\sim C26B-C28B \\sim C27B-C28B \\sim C26C-C27C \\sim C26C-C28C
\\sim C27C-C28C
 with sigma of 0.04
 C30B-C31B \\sim C30B-C32B \\sim C31B-C32B \\sim C30C-C31C
 with sigma of 0.04
 C25B-C26B \\sim C25B-C27B \\sim C25B-C28B \\sim C25B-C26C \\sim C25B-C27C
\\sim C25B-C28C
 with sigma of 0.02
 C29B-C30B \\sim C29B-C31B \\sim C29B-C32B \\sim C29B-C30C \\sim C29B-C31C
\\sim C29B-C32C
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C25B \\sim C26B \\sim C27B \\sim C28B \\sim C26C \\sim C27C \\sim C28C: within
1.7A with sigma of 0.03 and sigma for terminal atoms of 0.06
C26B \\sim C27B \\sim C28B \\sim C26C \\sim C27C \\sim C28C: within 3A with
sigma of 0.03 and sigma for terminal atoms of 0.06
C29B \\sim C30B \\sim C31B \\sim C32B \\sim C30C \\sim C31C \\sim C32C: within
1.7A with sigma of 0.03 and sigma for terminal atoms of 0.06
C30B \\sim C31B \\sim C32B \\sim C30C \\sim C31C \\sim C32C: within 3A with
sigma of 0.03 and sigma for terminal atoms of 0.06
4. Others
 Sof(C28C)=Sof(H28D)=Sof(H28E)=Sof(H28F)=Sof(C27C)=Sof(H27D)=Sof(H27E)=
 Sof(H27F)=Sof(C26C)=Sof(H26D)=Sof(H26E)=Sof(H26F)=1-FVAR(1)
 Sof(C26B)=Sof(H26A)=Sof(H26B)=Sof(H26C)=Sof(C27B)=Sof(H27A)=Sof(H27B)=
 Sof(H27C)=Sof(C28B)=Sof(H28A)=Sof(H28B)=Sof(H28C)=FVAR(1)
 Sof(C31C)=Sof(H31D)=Sof(H31E)=Sof(H31F)=Sof(C30C)=Sof(H30D)=Sof(H30E)=
 Sof(H30F)=Sof(C32C)=Sof(H32D)=Sof(H32E)=Sof(H32F)=1-FVAR(2)
 Sof(C30B)=Sof(H30A)=Sof(H30B)=Sof(H30C)=Sof(C31B)=Sof(H31A)=Sof(H31B)=
 Sof(H31C)=Sof(C32B)=Sof(H32B)=Sof(H32A)=Sof(H32C)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C4B(H4B), C10B(H10B), C4A(H4A), C10A(H10A)
5.b Aromatic/amide H refined with riding coordinates:
 N1B(H1B), C1B(H1BA), C2B(H2B), C3B(H3B), C7B(H7B), C8B(H8B), C9B(H9B),
 C15B(H15B), C17B(H17B), C20B(H20B), C22B(H22B), N1A(H1A), C1A(H1AA), C2A(H2A),
 C3A(H3A), C7A(H7A), C8A(H8A), C9A(H9A), C15A(H15A), C17A(H17A), C20A(H20A),
 C22A(H22A)
5.c Idealised Me refined as rotating group:
 C5B(H5BA,H5BB,H5BC), C6B(H6BA,H6BB,H6BC), C11B(H11A,H11B,H11C), C12B(H12A,
 H12B,H12C), C26B(H26A,H26B,H26C), C27B(H27A,H27B,H27C), C28B(H28A,H28B,H28C),
 C30B(H30A,H30B,H30C), C31B(H31A,H31B,H31C), C32B(H32B,H32A,H32C), C5A(H5AA,
 H5AB,H5AC), C6A(H6AA,H6AB,H6AC), C11A(H11D,H11E,H11F), C12A(H12D,H12E,H12F),
 C26A(H26G,H26H,H26I), C27A(H27G,H27H,H27I), C28A(H28G,H28H,H28I), C30A(H30G,
 H30H,H30I), C31A(H31G,H31H,H31I), C32A(H32G,H32H,H32I), C28C(H28D,H28E,H28F),
 C27C(H27D,H27E,H27F), C26C(H26D,H26E,H26F), C31C(H31D,H31E,H31F), C30C(H30D,
 H30E,H30F), C32C(H32D,H32E,H32F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1B N 0.2952(5) -0.0057(3) 0.6767(2) 0.0380(13) Uani 1 1 d . . . . .
H1B H 0.2707 -0.0386 0.6634 0.046 Uiso 1 1 calc R . . . .
N2B N 0.2927(5) -0.1567(3) 0.7846(2) 0.0385(13) Uani 1 1 d . . . . .
N3B N 0.2985(6) -0.2599(4) 0.7587(3) 0.0535(16) Uani 1 1 d . . . . .
N4B N 0.2466(5) 0.0808(3) 0.5423(2) 0.0404(13) Uani 1 1 d . . . . .
N5B N 0.2470(6) 0.0028(4) 0.4912(2) 0.0448(14) Uani 1 1 d . . . . .
C1B C 0.3455(7) -0.1947(4) 0.7454(3) 0.0436(17) Uani 1 1 d . . . . .
H1BA H 0.4069 -0.1788 0.7129 0.052 Uiso 1 1 calc R . . . .
C2B C 0.2075(7) -0.1984(4) 0.8250(3) 0.0492(18) Uani 1 1 d . . . . .
H2B H 0.1564 -0.1841 0.8578 0.059 Uiso 1 1 calc R . . . .
C3B C 0.2105(8) -0.2632(5) 0.8090(4) 0.056(2) Uani 1 1 d . . . . .
H3B H 0.1626 -0.3028 0.8282 0.067 Uiso 1 1 calc R . . . .
C4B C 0.3359(10) -0.3187(5) 0.7225(4) 0.070(3) Uani 1 1 d . . . . .
H4B H 0.4040 -0.3014 0.6908 0.084 Uiso 1 1 calc R . . . .
C5B C 0.2375(11) -0.3160(7) 0.6896(6) 0.104(4) Uani 1 1 d . . . . .
H5BA H 0.1620 -0.3165 0.7173 0.156 Uiso 1 1 calc GR . . . .
H5BB H 0.2548 -0.3621 0.6754 0.156 Uiso 1 1 calc GR . . . .
H5BC H 0.2288 -0.2677 0.6538 0.156 Uiso 1 1 calc GR . . . .
C6B C 0.3847(11) -0.3980(5) 0.7656(5) 0.095(4) Uani 1 1 d . . . . .
H6BA H 0.4446 -0.3929 0.7892 0.143 Uiso 1 1 calc GR . . . .
H6BB H 0.4236 -0.4334 0.7417 0.143 Uiso 1 1 calc GR . . . .
H6BC H 0.3180 -0.4196 0.7942 0.143 Uiso 1 1 calc GR . . . .
C7B C 0.3016(7) 0.0145(4) 0.5329(3) 0.0433(17) Uani 1 1 d . . . . .
H7B H 0.3700 -0.0199 0.5527 0.052 Uiso 1 1 calc R . . . .
C8B C 0.1525(7) 0.1148(5) 0.5058(3) 0.0514(19) Uani 1 1 d . . . . .
H8B H 0.0970 0.1628 0.5038 0.062 Uiso 1 1 calc R . . . .
C9B C 0.1546(7) 0.0649(5) 0.4723(3) 0.057(2) Uani 1 1 d . . . . .
H9B H 0.1018 0.0727 0.4421 0.068 Uiso 1 1 calc R . . . .
C10B C 0.2886(9) -0.0645(5) 0.4669(4) 0.062(2) Uani 1 1 d . . . . .
H10B H 0.3612 -0.0977 0.4888 0.074 Uiso 1 1 calc R . . . .
C11B C 0.3310(9) -0.0366(6) 0.4008(4) 0.083(3) Uani 1 1 d . . . . .
H11A H 0.2639 -0.0006 0.3777 0.124 Uiso 1 1 calc GR . . . .
H11B H 0.3594 -0.0818 0.3856 0.124 Uiso 1 1 calc GR . . . .
H11C H 0.3978 -0.0087 0.3950 0.124 Uiso 1 1 calc GR . . . .
C12B C 0.1891(10) -0.1156(6) 0.4873(6) 0.104(4) Uani 1 1 d . . . . .
H12A H 0.1904 -0.1454 0.5316 0.155 Uiso 1 1 calc GR . . . .
H12B H 0.2045 -0.1523 0.4636 0.155 Uiso 1 1 calc GR . . . .
H12C H 0.1093 -0.0813 0.4798 0.155 Uiso 1 1 calc GR . . . .
C13B C 0.3281(6) -0.0207(4) 0.7347(3) 0.0340(14) Uani 1 1 d . . . . .
C14B C 0.3288(6) -0.0871(4) 0.7863(3) 0.0353(14) Uani 1 1 d . . . . .
C15B C 0.3629(6) -0.0871(4) 0.8408(3) 0.0386(15) Uani 1 1 d . . . . .
H15B H 0.3634 -0.1330 0.8762 0.046 Uiso 1 1 calc R . . . .
C16B C 0.3969(6) -0.0209(4) 0.8449(3) 0.0411(16) Uani 1 1 d . . . . .
C17B C 0.3990(6) 0.0457(4) 0.7925(3) 0.0458(17) Uani 1 1 d . . . . .
H17B H 0.4234 0.0906 0.7945 0.055 Uiso 1 1 calc R . . . .
C18B C 0.3660(6) 0.0464(4) 0.7381(3) 0.0371(15) Uani 1 1 d . . . . .
C19B C 0.3530(6) 0.1057(4) 0.6782(3) 0.0396(15) Uani 1 1 d . . . . .
C20B C 0.3784(7) 0.1840(4) 0.6525(3) 0.0495(19) Uani 1 1 d . . . . .
H20B H 0.4100 0.2055 0.6771 0.059 Uiso 1 1 calc R . . . .
C21B C 0.3567(9) 0.2286(4) 0.5914(4) 0.059(2) Uani 1 1 d . . . . .
C22B C 0.3096(8) 0.1923(4) 0.5571(3) 0.055(2) Uani 1 1 d . . . . .
H22B H 0.2927 0.2221 0.5157 0.066 Uiso 1 1 calc R . . . .
C23B C 0.2874(7) 0.1160(4) 0.5811(3) 0.0415(16) Uani 1 1 d . . . . .
C24B C 0.3080(6) 0.0719(4) 0.6424(3) 0.0371(15) Uani 1 1 d . . . . .
C25B C 0.4281(6) -0.0206(5) 0.9077(3) 0.057(2) Uani 1 1 d D U . . .
C26B C 0.5354(12) -0.0845(9) 0.9263(6) 0.085(5) Uani 0.686(12) 1 d D U P A 1
H26A H 0.5160 -0.1352 0.9300 0.127 Uiso 0.686(12) 1 calc GR . P A 1
H26B H 0.5567 -0.0866 0.9663 0.127 Uiso 0.686(12) 1 calc GR . P A 1
H26C H 0.6043 -0.0738 0.8949 0.127 Uiso 0.686(12) 1 calc GR . P A 1
C27B C 0.3170(11) -0.0303(11) 0.9548(5) 0.080(5) Uani 0.686(12) 1 d D U P A 1
H27A H 0.2489 0.0124 0.9391 0.120 Uiso 0.686(12) 1 calc GR . P A 1
H27B H 0.3355 -0.0282 0.9940 0.120 Uiso 0.686(12) 1 calc GR . P A 1
H27C H 0.2950 -0.0812 0.9617 0.120 Uiso 0.686(12) 1 calc GR . P A 1
C28B C 0.4620(16) 0.0598(8) 0.9019(6) 0.092(5) Uani 0.686(12) 1 d D U P A 1
H28A H 0.5265 0.0720 0.8681 0.138 Uiso 0.686(12) 1 calc GR . P A 1
H28B H 0.4904 0.0556 0.9409 0.138 Uiso 0.686(12) 1 calc GR . P A 1
H28C H 0.3901 0.1020 0.8931 0.138 Uiso 0.686(12) 1 calc GR . P A 1
C29B C 0.3830(10) 0.3109(5) 0.5612(4) 0.075(3) Uani 1 1 d D U . . .
C30B C 0.277(2) 0.3683(15) 0.5332(17) 0.126(10) Uani 0.49(2) 1 d D U P B 1
H30A H 0.2720 0.3652 0.4922 0.188 Uiso 0.49(2) 1 calc GR . P B 1
H30B H 0.2849 0.4218 0.5290 0.188 Uiso 0.49(2) 1 calc GR . P B 1
H30C H 0.2023 0.3560 0.5598 0.188 Uiso 0.49(2) 1 calc GR . P B 1
C31B C 0.480(3) 0.3166(18) 0.5098(12) 0.141(11) Uani 0.49(2) 1 d D U P B 1
H31A H 0.5594 0.2948 0.5266 0.212 Uiso 0.49(2) 1 calc GR . P B 1
H31B H 0.4775 0.3720 0.4845 0.212 Uiso 0.49(2) 1 calc GR . P B 1
H31C H 0.4692 0.2866 0.4841 0.212 Uiso 0.49(2) 1 calc GR . P B 1
C32B C 0.414(3) 0.3449(11) 0.6051(8) 0.089(7) Uani 0.49(2) 1 d D U P B 1
H32B H 0.3628 0.3293 0.6444 0.133 Uiso 0.49(2) 1 calc GR . P B 1
H32A H 0.3986 0.4026 0.5874 0.133 Uiso 0.49(2) 1 calc GR . P B 1
H32C H 0.4994 0.3252 0.6124 0.133 Uiso 0.49(2) 1 calc GR . P B 1
N1A N 0.2082(5) 0.2638(3) 1.0623(2) 0.0355(12) Uani 1 1 d . . . . .
H1A H 0.2315 0.2916 1.0810 0.043 Uiso 1 1 calc R . . . .
N2A N 0.2597(5) 0.4160(3) 0.9627(2) 0.0337(12) Uani 1 1 d . . . . .
N3A N 0.2528(6) 0.5133(3) 0.9957(3) 0.0414(14) Uani 1 1 d . . . . .
N4A N 0.2044(5) 0.1681(3) 1.1981(2) 0.0353(12) Uani 1 1 d . . . . .
N5A N 0.2002(6) 0.2384(3) 1.2574(3) 0.0483(15) Uani 1 1 d . . . . .
C1A C 0.2013(6) 0.4523(4) 1.0017(3) 0.0381(15) Uani 1 1 d . . . . .
H1AA H 0.1332 0.4377 1.0299 0.046 Uiso 1 1 calc R . . . .
C2A C 0.3527(7) 0.4550(4) 0.9292(3) 0.0479(18) Uani 1 1 d . . . . .
H2A H 0.4088 0.4418 0.8973 0.057 Uiso 1 1 calc R . . . .
C3A C 0.3483(7) 0.5165(4) 0.9508(4) 0.0503(19) Uani 1 1 d . . . . .
H3A H 0.4009 0.5536 0.9372 0.060 Uiso 1 1 calc R . . . .
C4A C 0.2058(9) 0.5690(4) 1.0310(4) 0.059(2) Uani 1 1 d . . . . .
H4A H 0.1344 0.5508 1.0595 0.071 Uiso 1 1 calc R . . . .
C5A C 0.1626(9) 0.6512(5) 0.9893(5) 0.081(3) Uani 1 1 d . . . . .
H5AA H 0.2320 0.6721 0.9629 0.122 Uiso 1 1 calc GR . . . .
H5AB H 0.1240 0.6850 1.0146 0.122 Uiso 1 1 calc GR . . . .
H5AC H 0.1038 0.6501 0.9634 0.122 Uiso 1 1 calc GR . . . .
C6A C 0.3033(10) 0.5651(7) 1.0711(5) 0.095(4) Uani 1 1 d . . . . .
H6AA H 0.3235 0.5113 1.0997 0.142 Uiso 1 1 calc GR . . . .
H6AB H 0.2722 0.6017 1.0948 0.142 Uiso 1 1 calc GR . . . .
H6AC H 0.3763 0.5798 1.0444 0.142 Uiso 1 1 calc GR . . . .
C7A C 0.1512(7) 0.2348(4) 1.2105(3) 0.0461(17) Uani 1 1 d . . . . .
H7A H 0.0881 0.2735 1.1891 0.055 Uiso 1 1 calc R . . . .
C8A C 0.2922(7) 0.1273(4) 1.2380(3) 0.0469(18) Uani 1 1 d . . . . .
H8A H 0.3450 0.0784 1.2396 0.056 Uiso 1 1 calc R . . . .
C9A C 0.2870(7) 0.1734(5) 1.2757(4) 0.055(2) Uani 1 1 d . . . . .
H9A H 0.3361 0.1610 1.3085 0.065 Uiso 1 1 calc R . . . .
C10A C 0.1611(10) 0.3045(5) 1.2840(4) 0.070(3) Uani 1 1 d . . . . .
H10A H 0.0905 0.3408 1.2620 0.084 Uiso 1 1 calc R . . . .
C11A C 0.2598(11) 0.3509(6) 1.2716(5) 0.095(4) Uani 1 1 d . . . . .
H11D H 0.3358 0.3150 1.2849 0.143 Uiso 1 1 calc GR . . . .
H11E H 0.2373 0.3887 1.2946 0.143 Uiso 1 1 calc GR . . . .
H11F H 0.2708 0.3795 1.2271 0.143 Uiso 1 1 calc GR . . . .
C12A C 0.1172(10) 0.2741(6) 1.3509(4) 0.087(3) Uani 1 1 d . . . . .
H12D H 0.0703 0.2331 1.3573 0.130 Uiso 1 1 calc GR . . . .
H12E H 0.0655 0.3175 1.3638 0.130 Uiso 1 1 calc GR . . . .
H12F H 0.1869 0.2517 1.3755 0.130 Uiso 1 1 calc GR . . . .
C13A C 0.1741(6) 0.1907(3) 1.0906(3) 0.0339(14) Uani 1 1 d . . . . .
C14A C 0.1700(6) 0.1428(4) 1.1526(3) 0.0369(15) Uani 1 1 d . . . . .
C15A C 0.1358(6) 0.0700(3) 1.1698(3) 0.0346(14) Uani 1 1 d . . . . .
H15A H 0.1338 0.0381 1.2122 0.042 Uiso 1 1 calc R . . . .
C16A C 0.1042(6) 0.0428(4) 1.1265(3) 0.0406(16) Uani 1 1 d . . . . .
C17A C 0.1068(6) 0.0913(4) 1.0639(3) 0.0411(16) Uani 1 1 d . . . . .
H17A H 0.0854 0.0740 1.0336 0.049 Uiso 1 1 calc R . . . .
C18A C 0.1407(6) 0.1647(3) 1.0464(3) 0.0326(13) Uani 1 1 d . . . . .
C19A C 0.1561(6) 0.2261(4) 0.9881(3) 0.0372(15) Uani 1 1 d . . . . .
C20A C 0.1355(7) 0.2340(4) 0.9281(3) 0.0451(17) Uani 1 1 d . . . . .
H20A H 0.1047 0.1946 0.9208 0.054 Uiso 1 1 calc R . . . .
C21A C 0.1610(7) 0.3013(4) 0.8784(3) 0.0427(17) Uani 1 1 d . . . . .
C22A C 0.2030(6) 0.3600(4) 0.8927(3) 0.0386(15) Uani 1 1 d . . . . .
H22A H 0.2184 0.4062 0.8600 0.046 Uiso 1 1 calc R . . . .
C23A C 0.2218(6) 0.3522(4) 0.9516(3) 0.0344(14) Uani 1 1 d . . . . .
C24A C 0.1989(6) 0.2849(3) 1.0000(3) 0.0330(14) Uani 1 1 d . . . . .
C25A C 0.0697(7) -0.0431(4) 1.1475(4) 0.0497(18) Uani 1 1 d . . . . .
C26A C -0.0441(8) -0.0449(5) 1.1949(5) 0.082(3) Uani 1 1 d . . . . .
H26G H -0.0250 -0.0373 1.2319 0.123 Uiso 1 1 calc GR . . . .
H26H H -0.0691 -0.0960 1.2064 0.123 Uiso 1 1 calc GR . . . .
H26I H -0.1103 -0.0025 1.1764 0.123 Uiso 1 1 calc GR . . . .
C27A C 0.1753(9) -0.1017(5) 1.1767(6) 0.093(4) Uani 1 1 d . . . . .
H27G H 0.2478 -0.0975 1.1469 0.139 Uiso 1 1 calc GR . . . .
H27H H 0.1581 -0.1550 1.1889 0.139 Uiso 1 1 calc GR . . . .
H27I H 0.1894 -0.0911 1.2133 0.139 Uiso 1 1 calc GR . . . .
C28A C 0.0440(11) -0.0629(5) 1.0918(5) 0.093(4) Uani 1 1 d . . . . .
H28G H -0.0180 -0.0207 1.0691 0.139 Uiso 1 1 calc GR . . . .
H28H H 0.0147 -0.1129 1.1067 0.139 Uiso 1 1 calc GR . . . .
H28I H 0.1189 -0.0677 1.0642 0.139 Uiso 1 1 calc GR . . . .
C29A C 0.1322(8) 0.3127(4) 0.8134(3) 0.0515(19) Uani 1 1 d . . . . .
C30A C 0.1714(11) 0.3872(6) 0.7658(4) 0.088(3) Uani 1 1 d . . . . .
H30G H 0.1193 0.4342 0.7735 0.132 Uiso 1 1 calc GR . . . .
H30H H 0.1639 0.3883 0.7239 0.132 Uiso 1 1 calc GR . . . .
H30I H 0.2561 0.3868 0.7697 0.132 Uiso 1 1 calc GR . . . .
C31A C -0.0037(10) 0.3169(7) 0.8146(5) 0.103(4) Uani 1 1 d . . . . .
H31G H -0.0276 0.2701 0.8464 0.155 Uiso 1 1 calc GR . . . .
H31H H -0.0219 0.3190 0.7740 0.155 Uiso 1 1 calc GR . . . .
H31I H -0.0490 0.3644 0.8240 0.155 Uiso 1 1 calc GR . . . .
C32A C 0.1909(11) 0.2419(6) 0.7953(5) 0.095(4) Uani 1 1 d . . . . .
H32G H 0.2787 0.2320 0.7978 0.142 Uiso 1 1 calc GR . . . .
H32H H 0.1753 0.2508 0.7527 0.142 Uiso 1 1 calc GR . . . .
H32I H 0.1574 0.1962 0.8234 0.142 Uiso 1 1 calc GR . . . .
I3 I 0.46347(5) 0.16693(3) 1.40726(2) 0.05396(17) Uani 1 1 d . . . . .
I1 I -0.03340(4) 0.43510(3) 1.13972(2) 0.04967(16) Uani 1 1 d . . . . .
I2 I 0.45702(5) 0.31224(3) 1.10831(3) 0.05709(17) Uani 1 1 d . . . . .
I4 I -0.03998(5) 0.07875(4) 0.33888(2) 0.06031(18) Uani 1 1 d . . . . .
C28C C 0.5532(18) 0.000(2) 0.8999(13) 0.089(8) Uani 0.314(12) 1 d D U P A 2
H28D H 0.6110 -0.0308 0.8768 0.133 Uiso 0.314(12) 1 calc GR . P A 2
H28E H 0.5805 -0.0119 0.9408 0.133 Uiso 0.314(12) 1 calc GR . P A 2
H28F H 0.5485 0.0566 0.8771 0.133 Uiso 0.314(12) 1 calc GR . P A 2
C27C C 0.330(2) 0.0426(18) 0.9260(15) 0.099(9) Uani 0.314(12) 1 d D U P A 2
H27D H 0.3572 0.0932 0.9104 0.148 Uiso 0.314(12) 1 calc GR . P A 2
H27E H 0.3142 0.0268 0.9712 0.148 Uiso 0.314(12) 1 calc GR . P A 2
H27F H 0.2546 0.0480 0.9081 0.148 Uiso 0.314(12) 1 calc GR . P A 2
C26C C 0.416(3) -0.0991(13) 0.9586(11) 0.104(10) Uani 0.314(12) 1 d D U P A 2
H26D H 0.3685 -0.1273 0.9452 0.156 Uiso 0.314(12) 1 calc GR . P A 2
H26E H 0.3751 -0.0888 0.9966 0.156 Uiso 0.314(12) 1 calc GR . P A 2
H26F H 0.4972 -0.1313 0.9667 0.156 Uiso 0.314(12) 1 calc GR . P A 2
C31C C 0.5153(17) 0.2978(18) 0.5399(17) 0.146(11) Uani 0.51(2) 1 d D U P B 2
H31D H 0.5601 0.2589 0.5738 0.219 Uiso 0.51(2) 1 calc GR . P B 2
H31E H 0.5442 0.3477 0.5275 0.219 Uiso 0.51(2) 1 calc GR . P B 2
H31F H 0.5284 0.2782 0.5046 0.219 Uiso 0.51(2) 1 calc GR . P B 2
C30C C 0.330(3) 0.3548(14) 0.5012(10) 0.105(8) Uani 0.51(2) 1 d D U P B 2
H30D H 0.3712 0.3302 0.4699 0.158 Uiso 0.51(2) 1 calc GR . P B 2
H30E H 0.3405 0.4098 0.4876 0.158 Uiso 0.51(2) 1 calc GR . P B 2
H30F H 0.2431 0.3532 0.5065 0.158 Uiso 0.51(2) 1 calc GR . P B 2
C32C C 0.310(4) 0.3596(15) 0.5986(14) 0.138(10) Uani 0.51(2) 1 d D U P B 2
H32D H 0.2341 0.3401 0.6166 0.207 Uiso 0.51(2) 1 calc GR . P B 2
H32E H 0.2906 0.4146 0.5721 0.207 Uiso 0.51(2) 1 calc GR . P B 2
H32F H 0.3559 0.3561 0.6319 0.207 Uiso 0.51(2) 1 calc GR . P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1B H1B 0.8800 . ?
N1B C13B 1.371(7) . ?
N1B C24B 1.400(8) . ?
N2B C1B 1.317(8) . ?
N2B C2B 1.395(9) . ?
N2B C14B 1.448(8) . ?
N3B C1B 1.344(9) . ?
N3B C3B 1.394(10) . ?
N3B C4B 1.533(10) . ?
N4B C7B 1.308(9) . ?
N4B C8B 1.368(9) . ?
N4B C23B 1.459(8) . ?
N5B C7B 1.330(8) . ?
N5B C9B 1.359(9) . ?
N5B C10B 1.481(9) . ?
C1B H1BA 0.9500 . ?
C2B H2B 0.9500 . ?
C2B C3B 1.358(10) . ?
C3B H3B 0.9500 . ?
C4B H4B 1.0000 . ?
C4B C5B 1.437(14) . ?
C4B C6B 1.492(13) . ?
C5B H5BA 0.9800 . ?
C5B H5BB 0.9800 . ?
C5B H5BC 0.9800 . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B H6BC 0.9800 . ?
C7B H7B 0.9500 . ?
C8B H8B 0.9500 . ?
C8B C9B 1.386(10) . ?
C9B H9B 0.9500 . ?
C10B H10B 1.0000 . ?
C10B C11B 1.469(12) . ?
C10B C12B 1.548(13) . ?
C11B H11A 0.9800 . ?
C11B H11B 0.9800 . ?
C11B H11C 0.9800 . ?
C12B H12A 0.9800 . ?
C12B H12B 0.9800 . ?
C12B H12C 0.9800 . ?
C13B C14B 1.379(9) . ?
C13B C18B 1.432(9) . ?
C14B C15B 1.380(8) . ?
C15B H15B 0.9500 . ?
C15B C16B 1.398(9) . ?
C16B C17B 1.394(10) . ?
C16B C25B 1.555(9) . ?
C17B H17B 0.9500 . ?
C17B C18B 1.366(8) . ?
C18B C19B 1.441(9) . ?
C19B C20B 1.433(9) . ?
C19B C24B 1.407(9) . ?
C20B H20B 0.9500 . ?
C20B C21B 1.396(10) . ?
C21B C22B 1.429(11) . ?
C21B C29B 1.508(11) . ?
C22B H22B 0.9500 . ?
C22B C23B 1.386(10) . ?
C23B C24B 1.395(9) . ?
C25B C26B 1.486(10) . ?
C25B C27B 1.524(11) . ?
C25B C28B 1.572(11) . ?
C25B C28C 1.524(14) . ?
C25B C27C 1.536(14) . ?
C25B C26C 1.531(14) . ?
C26B H26A 0.9800 . ?
C26B H26B 0.9800 . ?
C26B H26C 0.9800 . ?
C27B H27A 0.9800 . ?
C27B H27B 0.9800 . ?
C27B H27C 0.9800 . ?
C28B H28A 0.9800 . ?
C28B H28B 0.9800 . ?
C28B H28C 0.9800 . ?
C29B C30B 1.480(14) . ?
C29B C31B 1.474(14) . ?
C29B C32B 1.485(13) . ?
C29B C31C 1.491(15) . ?
C29B C30C 1.489(14) . ?
C29B C32C 1.480(15) . ?
C30B H30A 0.9800 . ?
C30B H30B 0.9800 . ?
C30B H30C 0.9800 . ?
C31B H31A 0.9800 . ?
C31B H31B 0.9800 . ?
C31B H31C 0.9800 . ?
C32B H32B 0.9800 . ?
C32B H32A 0.9800 . ?
C32B H32C 0.9800 . ?
N1A H1A 0.8800 . ?
N1A C13A 1.391(8) . ?
N1A C24A 1.371(7) . ?
N2A C1A 1.307(8) . ?
N2A C2A 1.388(9) . ?
N2A C23A 1.455(8) . ?
N3A C1A 1.340(8) . ?
N3A C3A 1.367(10) . ?
N3A C4A 1.475(9) . ?
N4A C7A 1.340(8) . ?
N4A C8A 1.375(8) . ?
N4A C14A 1.430(8) . ?
N5A C7A 1.327(8) . ?
N5A C9A 1.349(9) . ?
N5A C10A 1.494(10) . ?
C1A H1AA 0.9500 . ?
C2A H2A 0.9500 . ?
C2A C3A 1.375(10) . ?
C3A H3A 0.9500 . ?
C4A H4A 1.0000 . ?
C4A C5A 1.502(11) . ?
C4A C6A 1.536(12) . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C7A H7A 0.9500 . ?
C8A H8A 0.9500 . ?
C8A C9A 1.399(10) . ?
C9A H9A 0.9500 . ?
C10A H10A 1.0000 . ?
C10A C11A 1.498(14) . ?
C10A C12A 1.490(13) . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
C11A H11F 0.9800 . ?
C12A H12D 0.9800 . ?
C12A H12E 0.9800 . ?
C12A H12F 0.9800 . ?
C13A C14A 1.396(9) . ?
C13A C18A 1.405(8) . ?
C14A C15A 1.388(9) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.394(9) . ?
C16A C17A 1.411(9) . ?
C16A C25A 1.608(9) . ?
C17A H17A 0.9500 . ?
C17A C18A 1.396(8) . ?
C18A C19A 1.442(9) . ?
C19A C20A 1.398(9) . ?
C19A C24A 1.408(8) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.415(10) . ?
C21A C22A 1.431(9) . ?
C21A C29A 1.526(9) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.369(9) . ?
C23A C24A 1.393(9) . ?
C25A C26A 1.547(11) . ?
C25A C27A 1.489(12) . ?
C25A C28A 1.545(11) . ?
C26A H26G 0.9800 . ?
C26A H26H 0.9800 . ?
C26A H26I 0.9800 . ?
C27A H27G 0.9800 . ?
C27A H27H 0.9800 . ?
C27A H27I 0.9800 . ?
C28A H28G 0.9800 . ?
C28A H28H 0.9800 . ?
C28A H28I 0.9800 . ?
C29A C30A 1.537(12) . ?
C29A C31A 1.525(13) . ?
C29A C32A 1.481(11) . ?
C30A H30G 0.9800 . ?
C30A H30H 0.9800 . ?
C30A H30I 0.9800 . ?
C31A H31G 0.9800 . ?
C31A H31H 0.9800 . ?
C31A H31I 0.9800 . ?
C32A H32G 0.9800 . ?
C32A H32H 0.9800 . ?
C32A H32I 0.9800 . ?
C28C H28D 0.9800 . ?
C28C H28E 0.9800 . ?
C28C H28F 0.9800 . ?
C27C H27D 0.9800 . ?
C27C H27E 0.9800 . ?
C27C H27F 0.9800 . ?
C26C H26D 0.9800 . ?
C26C H26E 0.9800 . ?
C26C H26F 0.9800 . ?
C31C H31D 0.9800 . ?
C31C H31E 0.9800 . ?
C31C H31F 0.9800 . ?
C30C H30D 0.9800 . ?
C30C H30E 0.9800 . ?
C30C H30F 0.9800 . ?
C32C H32D 0.9800 . ?
C32C H32E 0.9800 . ?
C32C H32F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13B N1B H1B 126.5 . . ?
C13B N1B C24B 107.0(5) . . ?
C24B N1B H1B 126.5 . . ?
C1B N2B C2B 108.5(6) . . ?
C1B N2B C14B 123.3(6) . . ?
C2B N2B C14B 128.0(6) . . ?
C1B N3B C3B 108.9(6) . . ?
C1B N3B C4B 124.2(7) . . ?
C3B N3B C4B 126.8(7) . . ?
C7B N4B C8B 109.2(6) . . ?
C7B N4B C23B 124.7(6) . . ?
C8B N4B C23B 125.8(6) . . ?
C7B N5B C9B 108.8(6) . . ?
C7B N5B C10B 124.3(6) . . ?
C9B N5B C10B 126.8(6) . . ?
N2B C1B N3B 108.9(6) . . ?
N2B C1B H1BA 125.5 . . ?
N3B C1B H1BA 125.5 . . ?
N2B C2B H2B 126.1 . . ?
C3B C2B N2B 107.8(7) . . ?
C3B C2B H2B 126.1 . . ?
N3B C3B H3B 127.1 . . ?
C2B C3B N3B 105.8(7) . . ?
C2B C3B H3B 127.1 . . ?
N3B C4B H4B 107.3 . . ?
C5B C4B N3B 110.5(9) . . ?
C5B C4B H4B 107.3 . . ?
C5B C4B C6B 115.4(9) . . ?
C6B C4B N3B 108.8(7) . . ?
C6B C4B H4B 107.3 . . ?
C4B C5B H5BA 109.5 . . ?
C4B C5B H5BB 109.5 . . ?
C4B C5B H5BC 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
C4B C6B H6BA 109.5 . . ?
C4B C6B H6BB 109.5 . . ?
C4B C6B H6BC 109.5 . . ?
H6BA C6B H6BB 109.5 . . ?
H6BA C6B H6BC 109.5 . . ?
H6BB C6B H6BC 109.5 . . ?
N4B C7B N5B 109.4(6) . . ?
N4B C7B H7B 125.3 . . ?
N5B C7B H7B 125.3 . . ?
N4B C8B H8B 126.9 . . ?
N4B C8B C9B 106.1(7) . . ?
C9B C8B H8B 126.9 . . ?
N5B C9B C8B 106.5(6) . . ?
N5B C9B H9B 126.8 . . ?
C8B C9B H9B 126.8 . . ?
N5B C10B H10B 106.4 . . ?
N5B C10B C12B 108.1(8) . . ?
C11B C10B N5B 110.4(7) . . ?
C11B C10B H10B 106.4 . . ?
C11B C10B C12B 118.3(8) . . ?
C12B C10B H10B 106.4 . . ?
C10B C11B H11A 109.5 . . ?
C10B C11B H11B 109.5 . . ?
C10B C11B H11C 109.5 . . ?
H11A C11B H11B 109.5 . . ?
H11A C11B H11C 109.5 . . ?
H11B C11B H11C 109.5 . . ?
C10B C12B H12A 109.5 . . ?
C10B C12B H12B 109.5 . . ?
C10B C12B H12C 109.5 . . ?
H12A C12B H12B 109.5 . . ?
H12A C12B H12C 109.5 . . ?
H12B C12B H12C 109.5 . . ?
N1B C13B C14B 130.5(6) . . ?
N1B C13B C18B 110.3(5) . . ?
C14B C13B C18B 119.3(5) . . ?
C13B C14B N2B 121.0(5) . . ?
C15B C14B N2B 119.3(6) . . ?
C15B C14B C13B 119.7(6) . . ?
C14B C15B H15B 119.4 . . ?
C14B C15B C16B 121.3(6) . . ?
C16B C15B H15B 119.4 . . ?
C15B C16B C25B 120.4(6) . . ?
C17B C16B C15B 119.3(6) . . ?
C17B C16B C25B 120.3(6) . . ?
C16B C17B H17B 120.0 . . ?
C18B C17B C16B 120.0(6) . . ?
C18B C17B H17B 120.0 . . ?
C13B C18B C19B 106.1(5) . . ?
C17B C18B C13B 120.4(6) . . ?
C17B C18B C19B 133.5(6) . . ?
C20B C19B C18B 132.8(6) . . ?
C24B C19B C18B 106.1(6) . . ?
C24B C19B C20B 121.1(6) . . ?
C19B C20B H20B 120.0 . . ?
C21B C20B C19B 120.1(6) . . ?
C21B C20B H20B 120.0 . . ?
C20B C21B C22B 116.9(7) . . ?
C20B C21B C29B 122.8(7) . . ?
C22B C21B C29B 120.3(7) . . ?
C21B C22B H22B 118.3 . . ?
C23B C22B C21B 123.4(7) . . ?
C23B C22B H22B 118.3 . . ?
C22B C23B N4B 120.5(6) . . ?
C22B C23B C24B 119.5(6) . . ?
C24B C23B N4B 119.9(6) . . ?
N1B C24B C19B 110.6(5) . . ?
C23B C24B N1B 130.4(6) . . ?
C23B C24B C19B 119.0(6) . . ?
C16B C25B C28B 111.8(7) . . ?
C26B C25B C16B 107.3(6) . . ?
C26B C25B C27B 113.6(9) . . ?
C26B C25B C28B 108.3(9) . . ?
C27B C25B C16B 109.3(7) . . ?
C27B C25B C28B 106.5(9) . . ?
C28C C25B C16B 110.0(11) . . ?
C28C C25B C27C 110.5(14) . . ?
C28C C25B C26C 113.1(14) . . ?
C27C C25B C16B 106.0(12) . . ?
C26C C25B C16B 110.8(12) . . ?
C26C C25B C27C 106.2(14) . . ?
C25B C26B H26A 109.5 . . ?
C25B C26B H26B 109.5 . . ?
C25B C26B H26C 109.5 . . ?
H26A C26B H26B 109.5 . . ?
H26A C26B H26C 109.5 . . ?
H26B C26B H26C 109.5 . . ?
C25B C27B H27A 109.5 . . ?
C25B C27B H27B 109.5 . . ?
C25B C27B H27C 109.5 . . ?
H27A C27B H27B 109.5 . . ?
H27A C27B H27C 109.5 . . ?
H27B C27B H27C 109.5 . . ?
C25B C28B H28A 109.5 . . ?
C25B C28B H28B 109.5 . . ?
C25B C28B H28C 109.5 . . ?
H28A C28B H28B 109.5 . . ?
H28A C28B H28C 109.5 . . ?
H28B C28B H28C 109.5 . . ?
C30B C29B C21B 112.3(15) . . ?
C31B C29B C21B 113.2(14) . . ?
C31B C29B C30B 104.7(14) . . ?
C32B C29B C21B 113.8(10) . . ?
C32B C29B C30B 103.7(13) . . ?
C32B C29B C31B 108.3(16) . . ?
C31C C29B C21B 103.9(14) . . ?
C31C C29B C30C 101.1(14) . . ?
C30C C29B C21B 114.4(12) . . ?
C32C C29B C21B 106.9(13) . . ?
C32C C29B C31C 132(2) . . ?
C32C C29B C30C 98.9(16) . . ?
C29B C30B H30A 109.5 . . ?
C29B C30B H30B 109.5 . . ?
C29B C30B H30C 109.5 . . ?
H30A C30B H30B 109.5 . . ?
H30A C30B H30C 109.5 . . ?
H30B C30B H30C 109.5 . . ?
C29B C31B H31A 109.5 . . ?
C29B C31B H31B 109.5 . . ?
C29B C31B H31C 109.5 . . ?
H31A C31B H31B 109.5 . . ?
H31A C31B H31C 109.5 . . ?
H31B C31B H31C 109.5 . . ?
C29B C32B H32B 109.5 . . ?
C29B C32B H32A 109.5 . . ?
C29B C32B H32C 109.5 . . ?
H32B C32B H32A 109.5 . . ?
H32B C32B H32C 109.5 . . ?
H32A C32B H32C 109.5 . . ?
C13A N1A H1A 126.1 . . ?
C24A N1A H1A 126.1 . . ?
C24A N1A C13A 107.7(5) . . ?
C1A N2A C2A 108.5(5) . . ?
C1A N2A C23A 124.6(6) . . ?
C2A N2A C23A 126.5(6) . . ?
C1A N3A C3A 109.2(6) . . ?
C1A N3A C4A 123.4(6) . . ?
C3A N3A C4A 127.4(6) . . ?
C7A N4A C8A 108.8(5) . . ?
C7A N4A C14A 124.7(5) . . ?
C8A N4A C14A 126.4(6) . . ?
C7A N5A C9A 108.5(6) . . ?
C7A N5A C10A 123.8(6) . . ?
C9A N5A C10A 127.7(7) . . ?
N2A C1A N3A 109.3(6) . . ?
N2A C1A H1AA 125.4 . . ?
N3A C1A H1AA 125.4 . . ?
N2A C2A H2A 126.5 . . ?
C3A C2A N2A 107.0(7) . . ?
C3A C2A H2A 126.5 . . ?
N3A C3A H3A 127.0 . . ?
C2A C3A N3A 106.1(6) . . ?
C2A C3A H3A 127.0 . . ?
N3A C4A H4A 107.6 . . ?
N3A C4A C5A 111.8(7) . . ?
N3A C4A C6A 109.2(7) . . ?
C5A C4A H4A 107.6 . . ?
C5A C4A C6A 112.7(8) . . ?
C6A C4A H4A 107.6 . . ?
C4A C5A H5AA 109.5 . . ?
C4A C5A H5AB 109.5 . . ?
C4A C5A H5AC 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
C4A C6A H6AA 109.5 . . ?
C4A C6A H6AB 109.5 . . ?
C4A C6A H6AC 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
N4A C7A H7A 125.3 . . ?
N5A C7A N4A 109.5(6) . . ?
N5A C7A H7A 125.3 . . ?
N4A C8A H8A 127.5 . . ?
N4A C8A C9A 105.1(6) . . ?
C9A C8A H8A 127.5 . . ?
N5A C9A C8A 108.2(6) . . ?
N5A C9A H9A 125.9 . . ?
C8A C9A H9A 125.9 . . ?
N5A C10A H10A 107.2 . . ?
C11A C10A N5A 110.8(9) . . ?
C11A C10A H10A 107.2 . . ?
C11A C10A C12A 113.7(8) . . ?
C12A C10A N5A 110.5(8) . . ?
C12A C10A H10A 107.2 . . ?
C10A C11A H11D 109.5 . . ?
C10A C11A H11E 109.5 . . ?
C10A C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
C10A C12A H12D 109.5 . . ?
C10A C12A H12E 109.5 . . ?
C10A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?
N1A C13A C14A 130.7(6) . . ?
N1A C13A C18A 110.3(5) . . ?
C14A C13A C18A 119.0(6) . . ?
C13A C14A N4A 119.8(6) . . ?
C15A C14A N4A 119.9(6) . . ?
C15A C14A C13A 120.3(6) . . ?
C14A C15A H15A 119.3 . . ?
C14A C15A C16A 121.4(6) . . ?
C16A C15A H15A 119.3 . . ?
C15A C16A C17A 118.5(6) . . ?
C15A C16A C25A 120.2(6) . . ?
C17A C16A C25A 121.2(6) . . ?
C16A C17A H17A 119.9 . . ?
C18A C17A C16A 120.2(6) . . ?
C18A C17A H17A 119.9 . . ?
C13A C18A C19A 105.2(5) . . ?
C17A C18A C13A 120.5(6) . . ?
C17A C18A C19A 134.2(6) . . ?
C20A C19A C18A 131.6(6) . . ?
C20A C19A C24A 121.1(6) . . ?
C24A C19A C18A 107.4(5) . . ?
C19A C20A H20A 120.3 . . ?
C19A C20A C21A 119.4(6) . . ?
C21A C20A H20A 120.3 . . ?
C20A C21A C22A 117.8(6) . . ?
C20A C21A C29A 119.7(6) . . ?
C22A C21A C29A 122.3(6) . . ?
C21A C22A H22A 118.8 . . ?
C23A C22A C21A 122.5(6) . . ?
C23A C22A H22A 118.8 . . ?
C22A C23A N2A 119.1(6) . . ?
C22A C23A C24A 119.2(6) . . ?
C24A C23A N2A 121.6(5) . . ?
N1A C24A C19A 109.4(5) . . ?
N1A C24A C23A 130.5(6) . . ?
C23A C24A C19A 120.1(6) . . ?
C26A C25A C16A 108.5(6) . . ?
C27A C25A C16A 107.4(6) . . ?
C27A C25A C26A 110.5(8) . . ?
C27A C25A C28A 109.1(8) . . ?
C28A C25A C16A 111.6(6) . . ?
C28A C25A C26A 109.7(7) . . ?
C25A C26A H26G 109.5 . . ?
C25A C26A H26H 109.5 . . ?
C25A C26A H26I 109.5 . . ?
H26G C26A H26H 109.5 . . ?
H26G C26A H26I 109.5 . . ?
H26H C26A H26I 109.5 . . ?
C25A C27A H27G 109.5 . . ?
C25A C27A H27H 109.5 . . ?
C25A C27A H27I 109.5 . . ?
H27G C27A H27H 109.5 . . ?
H27G C27A H27I 109.5 . . ?
H27H C27A H27I 109.5 . . ?
C25A C28A H28G 109.5 . . ?
C25A C28A H28H 109.5 . . ?
C25A C28A H28I 109.5 . . ?
H28G C28A H28H 109.5 . . ?
H28G C28A H28I 109.5 . . ?
H28H C28A H28I 109.5 . . ?
C21A C29A C30A 111.6(7) . . ?
C21A C29A C31A 108.9(7) . . ?
C31A C29A C30A 110.7(8) . . ?
C32A C29A C21A 110.0(7) . . ?
C32A C29A C30A 110.7(8) . . ?
C32A C29A C31A 104.7(8) . . ?
C29A C30A H30G 109.5 . . ?
C29A C30A H30H 109.5 . . ?
C29A C30A H30I 109.5 . . ?
H30G C30A H30H 109.5 . . ?
H30G C30A H30I 109.5 . . ?
H30H C30A H30I 109.5 . . ?
C29A C31A H31G 109.5 . . ?
C29A C31A H31H 109.5 . . ?
C29A C31A H31I 109.5 . . ?
H31G C31A H31H 109.5 . . ?
H31G C31A H31I 109.5 . . ?
H31H C31A H31I 109.5 . . ?
C29A C32A H32G 109.5 . . ?
C29A C32A H32H 109.5 . . ?
C29A C32A H32I 109.5 . . ?
H32G C32A H32H 109.5 . . ?
H32G C32A H32I 109.5 . . ?
H32H C32A H32I 109.5 . . ?
C25B C28C H28D 109.5 . . ?
C25B C28C H28E 109.5 . . ?
C25B C28C H28F 109.5 . . ?
H28D C28C H28E 109.5 . . ?
H28D C28C H28F 109.5 . . ?
H28E C28C H28F 109.5 . . ?
C25B C27C H27D 109.5 . . ?
C25B C27C H27E 109.5 . . ?
C25B C27C H27F 109.5 . . ?
H27D C27C H27E 109.5 . . ?
H27D C27C H27F 109.5 . . ?
H27E C27C H27F 109.5 . . ?
C25B C26C H26D 109.5 . . ?
C25B C26C H26E 109.5 . . ?
C25B C26C H26F 109.5 . . ?
H26D C26C H26E 109.5 . . ?
H26D C26C H26F 109.5 . . ?
H26E C26C H26F 109.5 . . ?
C29B C31C H31D 109.5 . . ?
C29B C31C H31E 109.5 . . ?
C29B C31C H31F 109.5 . . ?
H31D C31C H31E 109.5 . . ?
H31D C31C H31F 109.5 . . ?
H31E C31C H31F 109.5 . . ?
C29B C30C H30D 109.5 . . ?
C29B C30C H30E 109.5 . . ?
C29B C30C H30F 109.5 . . ?
H30D C30C H30E 109.5 . . ?
H30D C30C H30F 109.5 . . ?
H30E C30C H30F 109.5 . . ?
C29B C32C H32D 109.5 . . ?
C29B C32C H32E 109.5 . . ?
C29B C32C H32F 109.5 . . ?
H32D C32C H32E 109.5 . . ?
H32D C32C H32F 109.5 . . ?
H32E C32C H32F 109.5 . . ?

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
N1B C13B C14B N2B 1.1(11) . . . . ?
N1B C13B C14B C15B -178.1(6) . . . . ?
N1B C13B C18B C17B 177.8(6) . . . . ?
N1B C13B C18B C19B 0.8(7) . . . . ?
N2B C2B C3B N3B 0.1(8) . . . . ?
N2B C14B C15B C16B -179.2(6) . . . . ?
N4B C8B C9B N5B 1.5(9) . . . . ?
N4B C23B C24B N1B -0.4(12) . . . . ?
N4B C23B C24B C19B 176.9(6) . . . . ?
C1B N2B C2B C3B 0.1(8) . . . . ?
C1B N2B C14B C13B 57.7(9) . . . . ?
C1B N2B C14B C15B -123.1(7) . . . . ?
C1B N3B C3B C2B -0.2(9) . . . . ?
C1B N3B C4B C5B -112.2(10) . . . . ?
C1B N3B C4B C6B 120.2(9) . . . . ?
C2B N2B C1B N3B -0.2(8) . . . . ?
C2B N2B C14B C13B -128.1(7) . . . . ?
C2B N2B C14B C15B 51.1(9) . . . . ?
C3B N3B C1B N2B 0.2(8) . . . . ?
C3B N3B C4B C5B 66.4(11) . . . . ?
C3B N3B C4B C6B -61.2(12) . . . . ?
C4B N3B C1B N2B 179.0(7) . . . . ?
C4B N3B C3B C2B -178.9(7) . . . . ?
C7B N4B C8B C9B -0.8(8) . . . . ?
C7B N4B C23B C22B 123.8(8) . . . . ?
C7B N4B C23B C24B -54.2(10) . . . . ?
C7B N5B C9B C8B -1.7(9) . . . . ?
C7B N5B C10B C11B -113.6(9) . . . . ?
C7B N5B C10B C12B 115.6(9) . . . . ?
C8B N4B C7B N5B -0.2(8) . . . . ?
C8B N4B C23B C22B -49.7(10) . . . . ?
C8B N4B C23B C24B 132.3(8) . . . . ?
C9B N5B C7B N4B 1.2(8) . . . . ?
C9B N5B C10B C11B 61.3(11) . . . . ?
C9B N5B C10B C12B -69.5(10) . . . . ?
C10B N5B C7B N4B 176.9(7) . . . . ?
C10B N5B C9B C8B -177.2(7) . . . . ?
C13B N1B C24B C19B 1.9(7) . . . . ?
C13B N1B C24B C23B 179.5(7) . . . . ?
C13B C14B C15B C16B 0.1(10) . . . . ?
C13B C18B C19B C20B -178.4(7) . . . . ?
C13B C18B C19B C24B 0.4(7) . . . . ?
C14B N2B C1B N3B 175.0(6) . . . . ?
C14B N2B C2B C3B -174.8(6) . . . . ?
C14B C13B C18B C17B -2.0(10) . . . . ?
C14B C13B C18B C19B -178.9(6) . . . . ?
C14B C15B C16B C17B -1.5(10) . . . . ?
C14B C15B C16B C25B 176.6(6) . . . . ?
C15B C16B C17B C18B 1.1(10) . . . . ?
C15B C16B C25B C26B 62.2(11) . . . . ?
C15B C16B C25B C27B -61.4(11) . . . . ?
C15B C16B C25B C28B -179.2(9) . . . . ?
C15B C16B C25B C28C 126.1(16) . . . . ?
C15B C16B C25B C27C -114.4(17) . . . . ?
C15B C16B C25B C26C 0.3(17) . . . . ?
C16B C17B C18B C13B 0.6(10) . . . . ?
C16B C17B C18B C19B 176.5(7) . . . . ?
C17B C16B C25B C26B -119.8(10) . . . . ?
C17B C16B C25B C27B 116.6(10) . . . . ?
C17B C16B C25B C28B -1.1(11) . . . . ?
C17B C16B C25B C28C -55.8(16) . . . . ?
C17B C16B C25B C27C 63.6(17) . . . . ?
C17B C16B C25B C26C 178.3(16) . . . . ?
C17B C18B C19B C20B 5.2(14) . . . . ?
C17B C18B C19B C24B -176.0(7) . . . . ?
C18B C13B C14B N2B -179.1(6) . . . . ?
C18B C13B C14B C15B 1.6(10) . . . . ?
C18B C19B C20B C21B 179.7(8) . . . . ?
C18B C19B C24B N1B -1.4(8) . . . . ?
C18B C19B C24B C23B -179.3(6) . . . . ?
C19B C20B C21B C22B -0.2(12) . . . . ?
C19B C20B C21B C29B -179.1(8) . . . . ?
C20B C19B C24B N1B 177.6(6) . . . . ?
C20B C19B C24B C23B -0.3(10) . . . . ?
C20B C21B C22B C23B -1.3(13) . . . . ?
C20B C21B C29B C30B -127.3(18) . . . . ?
C20B C21B C29B C31B 114.3(18) . . . . ?
C20B C21B C29B C32B -9.9(18) . . . . ?
C20B C21B C29B C31C 83.2(19) . . . . ?
C20B C21B C29B C30C -167.6(16) . . . . ?
C20B C21B C29B C32C -59(2) . . . . ?
C21B C22B C23B N4B -176.1(7) . . . . ?
C21B C22B C23B C24B 2.0(12) . . . . ?
C22B C21B C29B C30B 53.8(19) . . . . ?
C22B C21B C29B C31B -65(2) . . . . ?
C22B C21B C29B C32B 171.3(15) . . . . ?
C22B C21B C29B C31C -95.7(19) . . . . ?
C22B C21B C29B C30C 13.5(19) . . . . ?
C22B C21B C29B C32C 122(2) . . . . ?
C22B C23B C24B N1B -178.5(7) . . . . ?
C22B C23B C24B C19B -1.1(11) . . . . ?
C23B N4B C7B N5B -174.6(6) . . . . ?
C23B N4B C8B C9B 173.5(7) . . . . ?
C24B N1B C13B C14B 178.0(7) . . . . ?
C24B N1B C13B C18B -1.7(7) . . . . ?
C24B C19B C20B C21B 1.0(11) . . . . ?
C25B C16B C17B C18B -176.9(6) . . . . ?
C29B C21B C22B C23B 177.7(8) . . . . ?
N1A C13A C14A N4A 0.2(11) . . . . ?
N1A C13A C14A C15A -178.1(6) . . . . ?
N1A C13A C18A C17A 177.9(6) . . . . ?
N1A C13A C18A C19A 0.2(7) . . . . ?
N2A C2A C3A N3A -0.7(8) . . . . ?
N2A C23A C24A N1A -1.6(11) . . . . ?
N2A C23A C24A C19A 176.6(6) . . . . ?
N4A C8A C9A N5A -0.6(9) . . . . ?
N4A C14A C15A C16A -178.6(6) . . . . ?
C1A N2A C2A C3A 0.8(8) . . . . ?
C1A N2A C23A C22A 123.2(7) . . . . ?
C1A N2A C23A C24A -53.9(9) . . . . ?
C1A N3A C3A C2A 0.4(8) . . . . ?
C1A N3A C4A C5A -115.8(8) . . . . ?
C1A N3A C4A C6A 118.8(8) . . . . ?
C2A N2A C1A N3A -0.6(7) . . . . ?
C2A N2A C23A C22A -48.1(9) . . . . ?
C2A N2A C23A C24A 134.8(7) . . . . ?
C3A N3A C1A N2A 0.1(8) . . . . ?
C3A N3A C4A C5A 60.7(11) . . . . ?
C3A N3A C4A C6A -64.7(10) . . . . ?
C4A N3A C1A N2A 177.2(6) . . . . ?
C4A N3A C3A C2A -176.5(7) . . . . ?
C7A N4A C8A C9A 0.8(8) . . . . ?
C7A N4A C14A C13A 59.2(9) . . . . ?
C7A N4A C14A C15A -122.5(7) . . . . ?
C7A N5A C9A C8A 0.2(9) . . . . ?
C7A N5A C10A C11A -113.0(9) . . . . ?
C7A N5A C10A C12A 120.2(9) . . . . ?
C8A N4A C7A N5A -0.7(8) . . . . ?
C8A N4A C14A C13A -124.0(7) . . . . ?
C8A N4A C14A C15A 54.3(10) . . . . ?
C9A N5A C7A N4A 0.3(9) . . . . ?
C9A N5A C10A C11A 67.9(11) . . . . ?
C9A N5A C10A C12A -59.0(12) . . . . ?
C10A N5A C7A N4A -179.1(7) . . . . ?
C10A N5A C9A C8A 179.5(8) . . . . ?
C13A N1A C24A C19A 1.3(7) . . . . ?
C13A N1A C24A C23A 179.7(7) . . . . ?
C13A C14A C15A C16A -0.3(10) . . . . ?
C13A C18A C19A C20A -178.9(7) . . . . ?
C13A C18A C19A C24A 0.6(7) . . . . ?
C14A N4A C7A N5A 176.6(6) . . . . ?
C14A N4A C8A C9A -176.4(6) . . . . ?
C14A C13A C18A C17A -1.6(10) . . . . ?
C14A C13A C18A C19A -179.3(6) . . . . ?
C14A C15A C16A C17A -0.5(10) . . . . ?
C14A C15A C16A C25A 177.7(6) . . . . ?
C15A C16A C17A C18A 0.2(10) . . . . ?
C15A C16A C25A C26A 61.8(9) . . . . ?
C15A C16A C25A C27A -57.6(10) . . . . ?
C15A C16A C25A C28A -177.2(7) . . . . ?
C16A C17A C18A C13A 0.8(10) . . . . ?
C16A C17A C18A C19A 177.8(7) . . . . ?
C17A C16A C25A C26A -120.0(8) . . . . ?
C17A C16A C25A C27A 120.5(8) . . . . ?
C17A C16A C25A C28A 1.0(10) . . . . ?
C17A C18A C19A C20A 3.8(13) . . . . ?
C17A C18A C19A C24A -176.7(7) . . . . ?
C18A C13A C14A N4A 179.6(6) . . . . ?
C18A C13A C14A C15A 1.3(10) . . . . ?
C18A C19A C20A C21A -178.9(7) . . . . ?
C18A C19A C24A N1A -1.2(7) . . . . ?
C18A C19A C24A C23A -179.8(6) . . . . ?
C19A C20A C21A C22A -2.3(10) . . . . ?
C19A C20A C21A C29A -176.6(6) . . . . ?
C20A C19A C24A N1A 178.4(6) . . . . ?
C20A C19A C24A C23A -0.2(10) . . . . ?
C20A C21A C22A C23A 1.7(10) . . . . ?
C20A C21A C29A C30A -177.6(7) . . . . ?
C20A C21A C29A C31A 59.9(10) . . . . ?
C20A C21A C29A C32A -54.3(10) . . . . ?
C21A C22A C23A N2A -177.5(6) . . . . ?
C21A C22A C23A C24A -0.3(10) . . . . ?
C22A C21A C29A C30A 8.3(11) . . . . ?
C22A C21A C29A C31A -114.2(9) . . . . ?
C22A C21A C29A C32A 131.7(8) . . . . ?
C22A C23A C24A N1A -178.7(7) . . . . ?
C22A C23A C24A C19A -0.5(10) . . . . ?
C23A N2A C1A N3A -173.3(5) . . . . ?
C23A N2A C2A C3A 173.3(6) . . . . ?
C24A N1A C13A C14A 178.5(7) . . . . ?
C24A N1A C13A C18A -0.9(7) . . . . ?
C24A C19A C20A C21A 1.6(10) . . . . ?
C25A C16A C17A C18A -178.0(6) . . . . ?
C29A C21A C22A C23A 175.9(7) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.744 0.500 0.500 1339.5 717.4 ?

_shelx_SHELXL_version_number     2014/7

_olex2_exptl_crystal_mounting_method 'MiTeGen liquid wick'
_olex2_submission_special_instructions 'No special instructions were received'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?

# start Validation Reply Form
_vrf_PLAT412_new                 
;
PROBLEM: Short Intra XH3 .. XHn H15B .. H26D .. 1.65 Ang.
RESPONSE: This is an artefact of disorder modelling at C26B/C and placement of hydrogen atoms in calculated positions.
;
# end Validation Reply Form

_chemical_properties_physical    ', Hygroscopic'
