# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_120K
_database_code_depnum_ccdc_archive 'CCDC 1555122'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7650(3)
_cell_length_b                   25.1863(9)
_cell_length_c                   18.9850(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.2540(10)
_cell_angle_gamma                90
_cell_volume                     4525.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9692
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      28.23

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.107
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            154099
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0903
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.371
_diffrn_reflns_theta_max         28.379
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             11236
_reflns_number_gt                6894
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1287P)²+5.0825P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11236
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1383
_refine_ls_R_factor_gt           0.0876
_refine_ls_wR_factor_ref         0.2858
_refine_ls_wR_factor_gt          0.2192
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.7422(2) 0.95318(10) 0.51143(12) 0.0402(5) Uani 1 1 d . . . . .
N2 N 0.0777(3) 0.87284(10) 0.50243(13) 0.0453(6) Uani 1 1 d . . . . .
N3 N -0.0290(2) 0.74734(10) 0.51029(13) 0.0423(6) Uani 1 1 d . . . . .
H3D H 0.012781 0.716910 0.506343 0.051 Uiso 1 1 calc R U . . .
H3E H 0.018779 0.777214 0.513138 0.051 Uiso 1 1 calc R U . . .
N4 N -0.7185(3) 0.75077(11) 0.51344(16) 0.0515(7) Uani 1 1 d . . . . .
N5 N 0.7418(2) 0.54934(9) 0.49734(11) 0.0369(5) Uani 1 1 d . . . . .
N6 N 0.0792(3) 0.62520(10) 0.50026(15) 0.0495(6) Uani 1 1 d . . . . .
N7 N 0.0080(2) 0.70428(9) 0.76027(11) 0.0396(5) Uani 1 1 d . . . . .
N8 N 0.6693(3) 0.62761(11) 0.75657(15) 0.0526(6) Uani 1 1 d . . . . .
N9 N 0.7793(2) 0.50614(10) 0.74580(13) 0.0429(6) Uani 1 1 d . . . . .
H9E H 0.736966 0.536708 0.748181 0.051 Uiso 1 1 calc R U . . .
H9D H 0.731492 0.476300 0.743514 0.051 Uiso 1 1 calc R U . . .
N10 N 1.4716(3) 0.50094(11) 0.74794(15) 0.0507(7) Uani 1 1 d . . . . .
N11 N 0.0102(2) 0.30107(9) 0.73798(12) 0.0373(5) Uani 1 1 d . . . . .
N12 N 0.6791(3) 0.37987(10) 0.75308(13) 0.0450(6) Uani 1 1 d . . . . .
C1 C 0.6067(3) 0.93908(9) 0.50891(13) 0.0310(5) Uani 1 1 d . . . . .
C2 C 0.5579(3) 0.93450(10) 0.57330(13) 0.0339(5) Uani 1 1 d . . . . .
H2 H 0.619767 0.942863 0.618953 0.041 Uiso 1 1 calc R U . . .
C3 C 0.4226(3) 0.91814(10) 0.57025(13) 0.0338(5) Uani 1 1 d . . . . .
H3 H 0.392009 0.915642 0.613905 0.041 Uiso 1 1 calc R U . . .
C4 C 0.3287(3) 0.90505(10) 0.50399(13) 0.0337(5) Uani 1 1 d . . . . .
C5 C 0.3744(3) 0.91047(10) 0.43979(13) 0.0356(6) Uani 1 1 d . . . . .
H5 H 0.311508 0.902486 0.394300 0.043 Uiso 1 1 calc R U . . .
C6 C 0.5093(3) 0.92721(10) 0.44216(14) 0.0357(6) Uani 1 1 d . . . . .
H6 H 0.537872 0.930920 0.398069 0.043 Uiso 1 1 calc R U . . .
C7 C 0.1886(3) 0.88701(11) 0.50236(13) 0.0372(6) Uani 1 1 d . . . . .
C8 C 0.7891(3) 0.95931(12) 0.44486(15) 0.0439(7) Uani 1 1 d . . . . .
H8A H 0.773310 0.926082 0.417179 0.066 Uiso 1 1 calc R U . . .
H8B H 0.890070 0.967996 0.456979 0.066 Uiso 1 1 calc R U . . .
H8C H 0.735664 0.987981 0.415571 0.066 Uiso 1 1 calc R U . . .
C9 C 0.8427(3) 0.96452(12) 0.57993(15) 0.0446(7) Uani 1 1 d . . . . .
H9A H 0.816673 0.997806 0.599983 0.067 Uiso 1 1 calc R U . . .
H9B H 0.937672 0.967880 0.571823 0.067 Uiso 1 1 calc R U . . .
H9C H 0.841732 0.935524 0.614222 0.067 Uiso 1 1 calc R U . . .
C10 C -0.1671(3) 0.74819(10) 0.51199(13) 0.0309(5) Uani 1 1 d . . . . .
C11 C -0.2359(3) 0.79629(10) 0.51922(13) 0.0319(5) Uani 1 1 d . . . . .
H11 H -0.184911 0.828727 0.523078 0.038 Uiso 1 1 calc R U . . .
C12 C -0.3763(3) 0.79689(9) 0.52077(13) 0.0305(5) Uani 1 1 d . . . . .
H12 H -0.421352 0.829647 0.525633 0.037 Uiso 1 1 calc R U . . .
C13 C -0.4528(3) 0.74946(9) 0.51520(13) 0.0296(5) Uani 1 1 d . . . . .
C14 C -0.3853(3) 0.70160(9) 0.50907(12) 0.0301(5) Uani 1 1 d . . . . .
H14 H -0.436251 0.669212 0.505946 0.036 Uiso 1 1 calc R U . . .
C15 C -0.2452(3) 0.70091(10) 0.50752(13) 0.0320(5) Uani 1 1 d . . . . .
H15 H -0.200523 0.667955 0.503352 0.038 Uiso 1 1 calc R U . . .
C16 C -0.6008(3) 0.75033(10) 0.51431(14) 0.0348(6) Uani 1 1 d . . . . .
C17 C 0.6054(3) 0.56043(9) 0.49762(13) 0.0303(5) Uani 1 1 d . . . . .
C18 C 0.5008(3) 0.56921(10) 0.43177(13) 0.0324(5) Uani 1 1 d . . . . .
H18 H 0.524002 0.564207 0.386481 0.039 Uiso 1 1 calc R U . . .
C19 C 0.3669(3) 0.58480(10) 0.43298(14) 0.0351(5) Uani 1 1 d . . . . .
H19 H 0.299175 0.591121 0.388422 0.042 Uiso 1 1 calc R U . . .
C20 C 0.3277(3) 0.59162(10) 0.49893(14) 0.0349(5) Uani 1 1 d . . . . .
C21 C 0.4287(3) 0.58018(10) 0.56385(14) 0.0354(6) Uani 1 1 d . . . . .
H21 H 0.403175 0.582822 0.608873 0.042 Uiso 1 1 calc R U . . .
C22 C 0.5625(3) 0.56537(10) 0.56329(13) 0.0354(6) Uani 1 1 d . . . . .
H22 H 0.628718 0.558182 0.608066 0.043 Uiso 1 1 calc R U . . .
C23 C 0.1891(3) 0.60997(11) 0.49978(15) 0.0403(6) Uani 1 1 d . . . . .
C24 C 0.8474(3) 0.54158(12) 0.56561(15) 0.0432(6) Uani 1 1 d . . . . .
H24A H 0.844495 0.571549 0.598132 0.065 Uiso 1 1 calc R U . . .
H24B H 0.941385 0.539378 0.556079 0.065 Uiso 1 1 calc R U . . .
H24C H 0.827257 0.508588 0.588530 0.065 Uiso 1 1 calc R U . . .
C25 C 0.7846(3) 0.53919(11) 0.43061(14) 0.0391(6) Uani 1 1 d . . . . .
H25A H 0.739819 0.506453 0.408209 0.059 Uiso 1 1 calc R U . . .
H25B H 0.887548 0.535328 0.441564 0.059 Uiso 1 1 calc R U . . .
H25C H 0.755348 0.568940 0.397004 0.059 Uiso 1 1 calc R U . . .
C26 C 0.1432(3) 0.69221(9) 0.75948(12) 0.0314(5) Uani 1 1 d . . . . .
C27 C 0.2468(3) 0.68146(10) 0.82462(14) 0.0367(6) Uani 1 1 d . . . . .
H27 H 0.223013 0.685159 0.869977 0.044 Uiso 1 1 calc R U . . .
C28 C 0.3806(3) 0.66585(10) 0.82339(14) 0.0390(6) Uani 1 1 d . . . . .
H28 H 0.447707 0.658567 0.867810 0.047 Uiso 1 1 calc R U . . .
C29 C 0.4198(3) 0.66048(10) 0.75754(14) 0.0371(6) Uani 1 1 d . . . . .
C30 C 0.3205(3) 0.67337(10) 0.69271(14) 0.0374(6) Uani 1 1 d . . . . .
H30 H 0.347006 0.671543 0.647873 0.045 Uiso 1 1 calc R U . . .
C31 C 0.1859(3) 0.68855(10) 0.69313(13) 0.0355(6) Uani 1 1 d . . . . .
H31 H 0.120206 0.696731 0.648566 0.043 Uiso 1 1 calc R U . . .
C32 C 0.5583(3) 0.64242(12) 0.75644(16) 0.0440(6) Uani 1 1 d . . . . .
C33 C -0.0982(3) 0.71264(12) 0.69304(15) 0.0434(6) Uani 1 1 d . . . . .
H33A H -0.079404 0.746173 0.670970 0.065 Uiso 1 1 calc R U . . .
H33B H -0.191824 0.714076 0.703117 0.065 Uiso 1 1 calc R U . . .
H33C H -0.095159 0.683312 0.659523 0.065 Uiso 1 1 calc R U . . .
C34 C -0.0315(3) 0.71233(12) 0.82846(15) 0.0456(7) Uani 1 1 d . . . . .
H34A H -0.010941 0.680075 0.858057 0.068 Uiso 1 1 calc R U . . .
H34B H -0.132696 0.720249 0.818535 0.068 Uiso 1 1 calc R U . . .
H34C H 0.022556 0.742098 0.854789 0.068 Uiso 1 1 calc R U . . .
C35 C 0.9185(2) 0.50503(10) 0.74565(12) 0.0303(5) Uani 1 1 d . . . . .
C36 C 0.9880(3) 0.45676(10) 0.74118(13) 0.0326(5) Uani 1 1 d . . . . .
H36 H 0.936898 0.424370 0.737703 0.039 Uiso 1 1 calc R U . . .
C37 C 1.1293(3) 0.45584(10) 0.74178(13) 0.0311(5) Uani 1 1 d . . . . .
H37 H 1.175134 0.422826 0.739521 0.037 Uiso 1 1 calc R U . . .
C38 C 1.2057(2) 0.50299(9) 0.74567(12) 0.0284(5) Uani 1 1 d . . . . .
C39 C 1.1371(3) 0.55147(10) 0.74927(13) 0.0317(5) Uani 1 1 d . . . . .
H39 H 1.188049 0.583828 0.751710 0.038 Uiso 1 1 calc R U . . .
C40 C 0.9963(3) 0.55229(10) 0.74927(13) 0.0330(5) Uani 1 1 d . . . . .
H40 H 0.950910 0.585353 0.751752 0.040 Uiso 1 1 calc R U . . .
C41 C 1.3538(3) 0.50192(10) 0.74755(14) 0.0335(5) Uani 1 1 d . . . . .
C42 C 0.1475(3) 0.31375(9) 0.74207(13) 0.0304(5) Uani 1 1 d . . . . .
C43 C 0.1976(3) 0.32018(10) 0.67843(13) 0.0341(5) Uani 1 1 d . . . . .
H43 H 0.135706 0.313540 0.632184 0.041 Uiso 1 1 calc R U . . .
C44 C 0.3337(3) 0.33582(10) 0.68272(14) 0.0347(5) Uani 1 1 d . . . . .
H44 H 0.364844 0.339406 0.639342 0.042 Uiso 1 1 calc R U . . .
C45 C 0.4275(3) 0.34660(10) 0.74942(13) 0.0329(5) Uani 1 1 d . . . . .
C46 C 0.3810(3) 0.33900(10) 0.81336(13) 0.0340(5) Uani 1 1 d . . . . .
H46 H 0.444199 0.345225 0.859353 0.041 Uiso 1 1 calc R U . . .
C47 C 0.2454(3) 0.32269(10) 0.80981(13) 0.0340(5) Uani 1 1 d . . . . .
H47 H 0.216558 0.317285 0.853532 0.041 Uiso 1 1 calc R U . . .
C48 C 0.5678(3) 0.36491(11) 0.75238(14) 0.0364(6) Uani 1 1 d . . . . .
C49 C -0.0388(3) 0.29239(11) 0.80336(15) 0.0401(6) Uani 1 1 d . . . . .
H49A H 0.009757 0.261545 0.829587 0.060 Uiso 1 1 calc R U . . .
H49B H -0.140925 0.285914 0.790066 0.060 Uiso 1 1 calc R U . . .
H49C H -0.018378 0.323870 0.834533 0.060 Uiso 1 1 calc R U . . .
C50 C -0.0897(3) 0.29268(12) 0.66815(15) 0.0445(7) Uani 1 1 d . . . . .
H50A H -0.085276 0.322707 0.635965 0.067 Uiso 1 1 calc R U . . .
H50B H -0.185477 0.289803 0.675283 0.067 Uiso 1 1 calc R U . . .
H50C H -0.065672 0.259865 0.646173 0.067 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
N1 C1 1.359(3) . ?
N1 C9 1.452(3) . ?
N1 C8 1.455(3) . ?
N2 C7 1.141(3) . ?
N3 C10 1.357(3) . ?
N3 H3D 0.8800 . ?
N3 H3E 0.8800 . ?
N4 C16 1.145(3) . ?
N5 C17 1.361(3) . ?
N5 C25 1.451(3) . ?
N5 C24 1.457(3) . ?
N6 C23 1.142(4) . ?
N7 C26 1.358(3) . ?
N7 C33 1.448(3) . ?
N7 C34 1.453(3) . ?
N8 C32 1.146(4) . ?
N9 C35 1.360(3) . ?
N9 H9E 0.8800 . ?
N9 H9D 0.8800 . ?
N10 C41 1.148(3) . ?
N11 C42 1.362(3) . ?
N11 C49 1.453(3) . ?
N11 C50 1.455(3) . ?
N12 C48 1.147(3) . ?
C1 C6 1.417(4) . ?
C1 C2 1.422(3) . ?
C2 C3 1.371(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.402(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(3) . ?
C4 C7 1.434(4) . ?
C5 C6 1.373(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.405(4) . ?
C10 C11 1.408(3) . ?
C11 C12 1.379(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.399(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 C16 1.441(3) . ?
C14 C15 1.376(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C22 1.415(3) . ?
C17 C18 1.424(3) . ?
C18 C19 1.371(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.407(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.406(4) . ?
C20 C23 1.435(4) . ?
C21 C22 1.361(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.418(3) . ?
C26 C31 1.424(3) . ?
C27 C28 1.370(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.401(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.404(4) . ?
C29 C32 1.432(4) . ?
C30 C31 1.371(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
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 C40 1.405(4) . ?
C35 C36 1.405(3) . ?
C36 C37 1.378(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.394(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.402(3) . ?
C38 C41 1.439(3) . ?
C39 C40 1.375(3) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C47 1.419(3) . ?
C42 C43 1.420(3) . ?
C43 C44 1.369(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.395(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.410(3) . ?
C45 C48 1.434(4) . ?
C46 C47 1.372(4) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 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
C1 N1 C9 121.4(2) . . ?
C1 N1 C8 120.6(2) . . ?
C9 N1 C8 118.0(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 122.1(2) . . ?
C17 N5 C24 120.2(2) . . ?
C25 N5 C24 117.4(2) . . ?
C26 N7 C33 120.6(2) . . ?
C26 N7 C34 120.9(2) . . ?
C33 N7 C34 118.4(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 120.9(2) . . ?
C42 N11 C50 121.1(2) . . ?
C49 N11 C50 117.9(2) . . ?
N1 C1 C6 121.4(2) . . ?
N1 C1 C2 121.4(2) . . ?
C6 C1 C2 117.3(2) . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.3(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.6(2) . . ?
C3 C4 C7 120.3(2) . . ?
C5 C4 C7 121.2(2) . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 121.5(2) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
N2 C7 C4 178.7(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 120.9(2) . . ?
N3 C10 C11 121.1(2) . . ?
C15 C10 C11 118.1(2) . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 119.3(2) . . ?
C14 C13 C16 120.4(2) . . ?
C12 C13 C16 120.2(2) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C10 121.0(2) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
N4 C16 C13 179.7(3) . . ?
N5 C17 C22 121.6(2) . . ?
N5 C17 C18 121.3(2) . . ?
C22 C17 C18 117.1(2) . . ?
C19 C18 C17 120.7(2) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 121.3(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 118.0(2) . . ?
C21 C20 C23 121.1(2) . . ?
C19 C20 C23 120.9(2) . . ?
C22 C21 C20 121.1(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C17 121.6(2) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N6 C23 C20 179.2(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.3(2) . . ?
N7 C26 C31 121.4(2) . . ?
C27 C26 C31 117.2(2) . . ?
C28 C27 C26 121.2(2) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 120.9(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 118.6(2) . . ?
C28 C29 C32 120.7(2) . . ?
C30 C29 C32 120.8(2) . . ?
C31 C30 C29 121.0(2) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C26 120.9(2) . . ?
C30 C31 H31 119.6 . . ?
C26 C31 H31 119.6 . . ?
N8 C32 C29 178.9(3) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.8(2) . . ?
N9 C35 C36 121.1(2) . . ?
C40 C35 C36 118.2(2) . . ?
C37 C36 C35 120.8(2) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C36 C37 C38 120.5(2) . . ?
C36 C37 H37 119.8 . . ?
C38 C37 H37 119.8 . . ?
C37 C38 C39 119.3(2) . . ?
C37 C38 C41 120.4(2) . . ?
C39 C38 C41 120.3(2) . . ?
C40 C39 C38 120.2(2) . . ?
C40 C39 H39 119.9 . . ?
C38 C39 H39 119.9 . . ?
C39 C40 C35 121.1(2) . . ?
C39 C40 H40 119.5 . . ?
C35 C40 H40 119.5 . . ?
N10 C41 C38 179.0(3) . . ?
N11 C42 C47 121.5(2) . . ?
N11 C42 C43 121.2(2) . . ?
C47 C42 C43 117.2(2) . . ?
C44 C43 C42 121.0(2) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 121.4(2) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C46 118.5(2) . . ?
C44 C45 C48 120.4(2) . . ?
C46 C45 C48 121.1(2) . . ?
C47 C46 C45 120.6(2) . . ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C46 C47 C42 121.3(2) . . ?
C46 C47 H47 119.4 . . ?
C42 C47 H47 119.4 . . ?
N12 C48 C45 178.4(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.079

####################################################################### 
# 
# 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_240K
_database_code_depnum_ccdc_archive 'CCDC 1555129'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7912(2)
_cell_length_b                   25.4967(8)
_cell_length_c                   19.1789(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.2910(10)
_cell_angle_gamma                90
_cell_volume                     4639.7(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    240(2)
_cell_measurement_reflns_used    9847
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      24.55

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.332
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.113
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9763
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      240(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            163738
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_av_R_equivalents  0.0810
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.356
_diffrn_reflns_theta_max         28.385
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11588
_reflns_number_gt                5699
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0741P)²+2.5127P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11588
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1472
_refine_ls_R_factor_gt           0.0647
_refine_ls_wR_factor_ref         0.2279
_refine_ls_wR_factor_gt          0.1651
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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 0.7409(2) 0.95410(9) 0.51089(11) 0.0644(6) Uani 1 1 d . . . . .
N2 N 0.0816(3) 0.87232(11) 0.50279(14) 0.0791(7) Uani 1 1 d . . . . .
N3 N -0.0246(2) 0.74777(11) 0.51111(13) 0.0760(7) Uani 1 1 d . . . . .
H3D H 0.017109 0.718156 0.507271 0.091 Uiso 1 1 calc R U . . .
H3E H 0.022144 0.777048 0.514025 0.091 Uiso 1 1 calc R U . . .
N4 N -0.7103(3) 0.74984(12) 0.51405(17) 0.0922(9) Uani 1 1 d . . . . .
N5 N 0.7378(2) 0.54756(9) 0.49733(11) 0.0622(6) Uani 1 1 d . . . . .
N6 N 0.0806(3) 0.62583(11) 0.49996(17) 0.0914(9) Uani 1 1 d . . . . .
N7 N 0.0120(2) 0.70541(9) 0.76093(11) 0.0643(6) Uani 1 1 d . . . . .
N8 N 0.6678(3) 0.62687(12) 0.75704(17) 0.0947(9) Uani 1 1 d . . . . .
N9 N 0.7760(2) 0.50541(10) 0.74594(13) 0.0760(7) Uani 1 1 d . . . . .
H9E H 0.733681 0.535132 0.748146 0.091 Uiso 1 1 calc R U . . .
H9D H 0.729597 0.476120 0.743827 0.091 Uiso 1 1 calc R U . . .
N10 N 1.4646(3) 0.50206(12) 0.74844(16) 0.0896(9) Uani 1 1 d . . . . .
N11 N 0.0113(2) 0.29983(9) 0.73791(12) 0.0621(6) Uani 1 1 d . . . . .
N12 N 0.6753(3) 0.38032(11) 0.75342(14) 0.0782(7) Uani 1 1 d . . . . .
C1 C 0.6070(3) 0.93891(9) 0.50886(12) 0.0488(6) Uani 1 1 d . . . . .
C2 C 0.5589(3) 0.93384(9) 0.57191(13) 0.0530(6) Uani 1 1 d . . . . .
H2 H 0.620104 0.942026 0.616613 0.064 Uiso 1 1 calc R U . . .
C3 C 0.4248(3) 0.91722(9) 0.56939(13) 0.0539(6) Uani 1 1 d . . . . .
H3 H 0.395238 0.914348 0.612290 0.065 Uiso 1 1 calc R U . . .
C4 C 0.3313(3) 0.90447(9) 0.50397(13) 0.0529(6) Uani 1 1 d . . . . .
C5 C 0.3761(3) 0.91013(10) 0.44103(13) 0.0576(6) Uani 1 1 d . . . . .
H5 H 0.313829 0.902309 0.396509 0.069 Uiso 1 1 calc R U . . .
C6 C 0.5101(3) 0.92697(10) 0.44305(13) 0.0565(6) Uani 1 1 d . . . . .
H6 H 0.537961 0.930630 0.399786 0.068 Uiso 1 1 calc R U . . .
C7 C 0.1923(3) 0.88664(11) 0.50285(14) 0.0611(7) Uani 1 1 d . . . . .
C8 C 0.7885(3) 0.96037(13) 0.44558(16) 0.0760(8) Uani 1 1 d . . . . .
H8A H 0.781075 0.927097 0.420399 0.114 Uiso 1 1 calc R U . . .
H8B H 0.885907 0.971922 0.457702 0.114 Uiso 1 1 calc R U . . .
H8C H 0.730384 0.986285 0.414934 0.114 Uiso 1 1 calc R U . . .
C9 C 0.8419(3) 0.96529(13) 0.57835(16) 0.0773(8) Uani 1 1 d . . . . .
H9A H 0.810154 0.995345 0.601092 0.116 Uiso 1 1 calc R U . . .
H9B H 0.932972 0.972934 0.569223 0.116 Uiso 1 1 calc R U . . .
H9C H 0.850115 0.935091 0.609870 0.116 Uiso 1 1 calc R U . . .
C10 C -0.1630(2) 0.74830(10) 0.51255(12) 0.0490(6) Uani 1 1 d . . . . .
C11 C -0.2317(2) 0.79557(10) 0.51941(12) 0.0511(6) Uani 1 1 d . . . . .
H11 H -0.181724 0.827339 0.522942 0.061 Uiso 1 1 calc R U . . .
C12 C -0.3711(2) 0.79595(9) 0.52104(12) 0.0494(5) Uani 1 1 d . . . . .
H12 H -0.415679 0.827899 0.526023 0.059 Uiso 1 1 calc R U . . .
C13 C -0.4468(2) 0.74928(9) 0.51535(12) 0.0455(5) Uani 1 1 d . . . . .
C14 C -0.3790(2) 0.70229(9) 0.50934(12) 0.0491(5) Uani 1 1 d . . . . .
H14 H -0.429056 0.670551 0.506204 0.059 Uiso 1 1 calc R U . . .
C15 C -0.2397(2) 0.70180(10) 0.50794(12) 0.0525(6) Uani 1 1 d . . . . .
H15 H -0.195285 0.669671 0.503810 0.063 Uiso 1 1 calc R U . . .
C16 C -0.5932(3) 0.74975(10) 0.51466(15) 0.0592(7) Uani 1 1 d . . . . .
C17 C 0.6029(3) 0.56045(9) 0.49767(12) 0.0488(6) Uani 1 1 d . . . . .
C18 C 0.5000(3) 0.56979(9) 0.43290(13) 0.0524(6) Uani 1 1 d . . . . .
H18 H 0.523202 0.565140 0.388581 0.063 Uiso 1 1 calc R U . . .
C19 C 0.3667(3) 0.58557(10) 0.43398(14) 0.0568(6) Uani 1 1 d . . . . .
H19 H 0.300115 0.591920 0.390304 0.068 Uiso 1 1 calc R U . . .
C20 C 0.3282(3) 0.59236(10) 0.49867(14) 0.0569(6) Uani 1 1 d . . . . .
C21 C 0.4273(3) 0.58101(10) 0.56256(14) 0.0597(7) Uani 1 1 d . . . . .
H21 H 0.401982 0.583883 0.606608 0.072 Uiso 1 1 calc R U . . .
C22 C 0.5608(3) 0.56577(9) 0.56204(13) 0.0575(6) Uani 1 1 d . . . . .
H22 H 0.625965 0.558677 0.605931 0.069 Uiso 1 1 calc R U . . .
C23 C 0.1901(3) 0.61072(12) 0.49947(16) 0.0691(7) Uani 1 1 d . . . . .
C24 C 0.8440(3) 0.54031(13) 0.56440(15) 0.0779(9) Uani 1 1 d . . . . .
H24A H 0.849260 0.571571 0.593767 0.117 Uiso 1 1 calc R U . . .
H24B H 0.934801 0.534031 0.554151 0.117 Uiso 1 1 calc R U . . .
H24C H 0.818895 0.510482 0.590073 0.117 Uiso 1 1 calc R U . . .
C25 C 0.7816(3) 0.53853(12) 0.43174(14) 0.0689(7) Uani 1 1 d . . . . .
H25A H 0.729101 0.509249 0.405928 0.103 Uiso 1 1 calc R U . . .
H25B H 0.881530 0.530565 0.443349 0.103 Uiso 1 1 calc R U . . .
H25C H 0.763552 0.569711 0.401903 0.103 Uiso 1 1 calc R U . . .
C26 C 0.1459(3) 0.69201(9) 0.76021(12) 0.0499(6) Uani 1 1 d . . . . .
C27 C 0.2477(3) 0.68068(10) 0.82424(13) 0.0583(6) Uani 1 1 d . . . . .
H27 H 0.224006 0.684116 0.868626 0.070 Uiso 1 1 calc R U . . .
C28 C 0.3806(3) 0.66474(10) 0.82302(14) 0.0627(7) Uani 1 1 d . . . . .
H28 H 0.446378 0.657043 0.866516 0.075 Uiso 1 1 calc R U . . .
C29 C 0.4198(3) 0.65979(10) 0.75856(15) 0.0599(7) Uani 1 1 d . . . . .
C30 C 0.3220(3) 0.67257(10) 0.69490(14) 0.0593(6) Uani 1 1 d . . . . .
H30 H 0.347968 0.670410 0.650975 0.071 Uiso 1 1 calc R U . . .
C31 C 0.1883(3) 0.68826(9) 0.69530(13) 0.0569(6) Uani 1 1 d . . . . .
H31 H 0.123930 0.696643 0.651638 0.068 Uiso 1 1 calc R U . . .
C32 C 0.5577(3) 0.64153(12) 0.75743(17) 0.0729(8) Uani 1 1 d . . . . .
C33 C -0.0952(3) 0.71398(13) 0.69470(16) 0.0781(9) Uani 1 1 d . . . . .
H33A H -0.072788 0.745369 0.671196 0.117 Uiso 1 1 calc R U . . .
H33B H -0.186241 0.718208 0.705551 0.117 Uiso 1 1 calc R U . . .
H33C H -0.098274 0.684082 0.663072 0.117 Uiso 1 1 calc R U . . .
C34 C -0.0288(3) 0.71310(13) 0.82808(16) 0.0790(9) Uani 1 1 d . . . . .
H34A H -0.013684 0.680873 0.855795 0.119 Uiso 1 1 calc R U . . .
H34B H -0.127640 0.722666 0.817855 0.119 Uiso 1 1 calc R U . . .
H34C H 0.027737 0.740910 0.855444 0.119 Uiso 1 1 calc R U . . .
C35 C 0.9150(2) 0.50472(10) 0.74578(12) 0.0492(6) Uani 1 1 d . . . . .
C36 C 0.9849(3) 0.45732(10) 0.74147(12) 0.0525(6) Uani 1 1 d . . . . .
H36 H 0.935047 0.425520 0.738041 0.063 Uiso 1 1 calc R U . . .
C37 C 1.1255(2) 0.45691(9) 0.74222(12) 0.0491(6) Uani 1 1 d . . . . .
H37 H 1.171284 0.424771 0.740064 0.059 Uiso 1 1 calc R U . . .
C38 C 1.2006(2) 0.50334(9) 0.74612(12) 0.0445(5) Uani 1 1 d . . . . .
C39 C 1.1313(2) 0.55058(9) 0.74941(12) 0.0509(6) Uani 1 1 d . . . . .
H39 H 1.181194 0.582312 0.751849 0.061 Uiso 1 1 calc R U . . .
C40 C 0.9908(3) 0.55141(10) 0.74914(12) 0.0528(6) Uani 1 1 d . . . . .
H40 H 0.945377 0.583647 0.751237 0.063 Uiso 1 1 calc R U . . .
C41 C 1.3472(3) 0.50272(11) 0.74803(14) 0.0586(7) Uani 1 1 d . . . . .
C42 C 0.1476(2) 0.31390(9) 0.74206(13) 0.0479(5) Uani 1 1 d . . . . .
C43 C 0.1967(3) 0.32068(9) 0.67932(13) 0.0541(6) Uani 1 1 d . . . . .
H43 H 0.135727 0.314116 0.634016 0.065 Uiso 1 1 calc R U . . .
C44 C 0.3320(3) 0.33670(9) 0.68362(13) 0.0536(6) Uani 1 1 d . . . . .
H44 H 0.362460 0.340659 0.641126 0.064 Uiso 1 1 calc R U . . .
C45 C 0.4249(3) 0.34721(9) 0.74930(13) 0.0516(6) Uani 1 1 d . . . . .
C46 C 0.3787(3) 0.33961(10) 0.81200(13) 0.0542(6) Uani 1 1 d . . . . .
H46 H 0.440760 0.345934 0.857084 0.065 Uiso 1 1 calc R U . . .
C47 C 0.2441(3) 0.32307(9) 0.80851(13) 0.0541(6) Uani 1 1 d . . . . .
H47 H 0.215673 0.317743 0.851348 0.065 Uiso 1 1 calc R U . . .
C48 C 0.5644(3) 0.36556(11) 0.75221(14) 0.0605(7) Uani 1 1 d . . . . .
C49 C -0.0386(3) 0.29157(12) 0.80201(16) 0.0729(8) Uani 1 1 d . . . . .
H49A H 0.011461 0.262259 0.828983 0.109 Uiso 1 1 calc R U . . .
H49B H -0.138752 0.283983 0.788496 0.109 Uiso 1 1 calc R U . . .
H49C H -0.021944 0.322914 0.831556 0.109 Uiso 1 1 calc R U . . .
C50 C -0.0883(3) 0.29131(13) 0.66908(16) 0.0791(9) Uani 1 1 d . . . . .
H50A H -0.086236 0.321043 0.637810 0.119 Uiso 1 1 calc R U . . .
H50B H -0.182408 0.287477 0.676350 0.119 Uiso 1 1 calc R U . . .
H50C H -0.062956 0.259708 0.647063 0.119 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
N1 C1 1.359(3) . ?
N1 C8 1.449(3) . ?
N1 C9 1.450(3) . ?
N2 C7 1.143(3) . ?
N3 C10 1.363(3) . ?
N3 H3D 0.8700 . ?
N3 H3E 0.8700 . ?
N4 C16 1.144(3) . ?
N5 C17 1.363(3) . ?
N5 C25 1.444(3) . ?
N5 C24 1.453(3) . ?
N6 C23 1.141(3) . ?
N7 C26 1.359(3) . ?
N7 C33 1.451(3) . ?
N7 C34 1.453(3) . ?
N8 C32 1.143(4) . ?
N9 C35 1.362(3) . ?
N9 H9E 0.8700 . ?
N9 H9D 0.8700 . ?
N10 C41 1.147(3) . ?
N11 C42 1.365(3) . ?
N11 C49 1.446(3) . ?
N11 C50 1.451(3) . ?
N12 C48 1.145(3) . ?
C1 C2 1.408(3) . ?
C1 C6 1.412(3) . ?
C2 C3 1.370(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.397(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.390(3) . ?
C4 C7 1.431(4) . ?
C5 C6 1.372(4) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 C15 1.394(3) . ?
C10 C11 1.402(3) . ?
C11 C12 1.374(3) . ?
C11 H11 0.9400 . ?
C12 C13 1.392(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.388(3) . ?
C13 C16 1.429(3) . ?
C14 C15 1.371(3) . ?
C14 H14 0.9400 . ?
C15 H15 0.9400 . ?
C17 C22 1.401(3) . ?
C17 C18 1.413(3) . ?
C18 C19 1.370(3) . ?
C18 H18 0.9400 . ?
C19 C20 1.394(3) . ?
C19 H19 0.9400 . ?
C20 C21 1.393(4) . ?
C20 C23 1.435(4) . ?
C21 C22 1.366(4) . ?
C21 H21 0.9400 . ?
C22 H22 0.9400 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C26 C27 1.407(3) . ?
C26 C31 1.409(3) . ?
C27 C28 1.369(4) . ?
C27 H27 0.9400 . ?
C28 C29 1.388(4) . ?
C28 H28 0.9400 . ?
C29 C30 1.392(4) . ?
C29 C32 1.434(4) . ?
C30 C31 1.370(4) . ?
C30 H30 0.9400 . ?
C31 H31 0.9400 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 C40 1.396(3) . ?
C35 C36 1.401(3) . ?
C36 C37 1.373(3) . ?
C36 H36 0.9400 . ?
C37 C38 1.386(3) . ?
C37 H37 0.9400 . ?
C38 C39 1.392(3) . ?
C38 C41 1.427(3) . ?
C39 C40 1.375(3) . ?
C39 H39 0.9400 . ?
C40 H40 0.9400 . ?
C42 C47 1.406(3) . ?
C42 C43 1.412(3) . ?
C43 C44 1.369(3) . ?
C43 H43 0.9400 . ?
C44 C45 1.386(3) . ?
C44 H44 0.9400 . ?
C45 C46 1.399(3) . ?
C45 C48 1.431(4) . ?
C46 C47 1.369(3) . ?
C46 H46 0.9400 . ?
C47 H47 0.9400 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 H49C 0.9700 . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C50 H50C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 121.4(2) . . ?
C1 N1 C9 121.5(2) . . ?
C8 N1 C9 117.1(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 122.6(2) . . ?
C17 N5 C24 120.6(2) . . ?
C25 N5 C24 116.7(2) . . ?
C26 N7 C33 121.4(2) . . ?
C26 N7 C34 121.3(2) . . ?
C33 N7 C34 117.3(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 121.3(2) . . ?
C42 N11 C50 121.4(2) . . ?
C49 N11 C50 117.3(2) . . ?
N1 C1 C2 121.8(2) . . ?
N1 C1 C6 121.2(2) . . ?
C2 C1 C6 117.0(2) . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 120.9(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.6(2) . . ?
C5 C4 C7 121.5(2) . . ?
C3 C4 C7 119.8(2) . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 121.3(2) . . ?
C5 C6 H6 119.3 . . ?
C1 C6 H6 119.3 . . ?
N2 C7 C4 179.2(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 120.9(2) . . ?
N3 C10 C11 120.8(2) . . ?
C15 C10 C11 118.3(2) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 C16 120.3(2) . . ?
C12 C13 C16 120.4(2) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C10 120.9(2) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
N4 C16 C13 179.6(3) . . ?
N5 C17 C22 121.6(2) . . ?
N5 C17 C18 121.2(2) . . ?
C22 C17 C18 117.2(2) . . ?
C19 C18 C17 120.7(2) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 121.2(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 118.3(2) . . ?
C21 C20 C23 120.8(2) . . ?
C19 C20 C23 120.9(3) . . ?
C22 C21 C20 120.8(2) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C17 121.6(2) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N6 C23 C20 179.3(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.4(2) . . ?
N7 C26 C31 121.4(2) . . ?
C27 C26 C31 117.2(2) . . ?
C28 C27 C26 121.2(2) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 121.0(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 118.6(3) . . ?
C28 C29 C32 120.8(3) . . ?
C30 C29 C32 120.6(3) . . ?
C31 C30 C29 121.0(3) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C26 121.0(2) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
N8 C32 C29 179.5(4) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.6(2) . . ?
N9 C35 C36 120.9(2) . . ?
C40 C35 C36 118.5(2) . . ?
C37 C36 C35 120.6(2) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C36 C37 C38 120.8(2) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C39 118.9(2) . . ?
C37 C38 C41 120.6(2) . . ?
C39 C38 C41 120.5(2) . . ?
C40 C39 C38 120.8(2) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C39 C40 C35 120.5(2) . . ?
C39 C40 H40 119.8 . . ?
C35 C40 H40 119.8 . . ?
N10 C41 C38 178.9(3) . . ?
N11 C42 C47 121.7(2) . . ?
N11 C42 C43 121.1(2) . . ?
C47 C42 C43 117.3(2) . . ?
C44 C43 C42 120.9(2) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C43 C44 C45 121.4(2) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C46 118.4(2) . . ?
C44 C45 C48 120.3(2) . . ?
C46 C45 C48 121.3(2) . . ?
C47 C46 C45 120.8(2) . . ?
C47 C46 H46 119.6 . . ?
C45 C46 H46 119.6 . . ?
C46 C47 C42 121.2(2) . . ?
C46 C47 H47 119.4 . . ?
C42 C47 H47 119.4 . . ?
N12 C48 C45 178.9(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

_refine_diff_density_max         0.184
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_280K
_database_code_depnum_ccdc_archive 'CCDC 1555131'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.8071(2)
_cell_length_b                   25.6011(7)
_cell_length_c                   19.2577(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.3470(10)
_cell_angle_gamma                90
_cell_volume                     4684.3(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    280(2)
_cell_measurement_reflns_used    9992
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      23.81

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.334
_exptl_crystal_size_mid          0.241
_exptl_crystal_size_min          0.115
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9764
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_process_details   SADABS

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      280(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            165295
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_av_R_equivalents  0.0854
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.350
_diffrn_reflns_theta_max         28.336
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11659
_reflns_number_gt                5257
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0881P)²+1.9912P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11659
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1653
_refine_ls_R_factor_gt           0.0703
_refine_ls_wR_factor_ref         0.2595
_refine_ls_wR_factor_gt          0.1864
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_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 0.7412(3) 0.95412(10) 0.51076(13) 0.0770(7) Uani 1 1 d . . . . .
N2 N 0.0840(3) 0.87221(12) 0.50295(15) 0.0959(9) Uani 1 1 d . . . . .
N3 N -0.0219(3) 0.74789(12) 0.51131(15) 0.0919(9) Uani 1 1 d . . . . .
H3D H 0.019202 0.718765 0.507405 0.110 Uiso 1 1 calc R U . . .
H3E H 0.024129 0.776729 0.514285 0.110 Uiso 1 1 calc R U . . .
N4 N -0.7059(3) 0.74966(13) 0.51440(19) 0.1114(11) Uani 1 1 d . . . . .
N5 N 0.7375(3) 0.54729(10) 0.49714(12) 0.0755(7) Uani 1 1 d . . . . .
N6 N 0.0826(3) 0.62591(13) 0.50016(19) 0.1118(11) Uani 1 1 d . . . . .
N7 N 0.0122(3) 0.70539(10) 0.76129(12) 0.0767(7) Uani 1 1 d . . . . .
N8 N 0.6660(3) 0.62640(14) 0.7576(2) 0.1164(11) Uani 1 1 d . . . . .
N9 N 0.7736(3) 0.50501(11) 0.74592(14) 0.0923(9) Uani 1 1 d . . . . .
H9E H 0.731665 0.534263 0.747993 0.111 Uiso 1 1 calc R U . . .
H9D H 0.727809 0.476162 0.743852 0.111 Uiso 1 1 calc R U . . .
N10 N 1.4606(3) 0.50206(13) 0.74854(18) 0.1092(11) Uani 1 1 d . . . . .
N11 N 0.0113(2) 0.29926(10) 0.73795(13) 0.0746(7) Uani 1 1 d . . . . .
N12 N 0.6730(3) 0.37999(12) 0.75352(16) 0.0953(9) Uani 1 1 d . . . . .
C1 C 0.6081(3) 0.93874(9) 0.50895(14) 0.0588(6) Uani 1 1 d . . . . .
C2 C 0.5603(3) 0.93373(10) 0.57147(14) 0.0633(7) Uani 1 1 d . . . . .
H2 H 0.620575 0.942038 0.615497 0.076 Uiso 1 1 calc R U . . .
C3 C 0.4267(3) 0.91686(10) 0.56903(14) 0.0654(7) Uani 1 1 d . . . . .
H3 H 0.398117 0.913597 0.611410 0.078 Uiso 1 1 calc R U . . .
C4 C 0.3331(3) 0.90452(10) 0.50417(14) 0.0634(7) Uani 1 1 d . . . . .
C5 C 0.3777(3) 0.91030(11) 0.44176(14) 0.0692(7) Uani 1 1 d . . . . .
H5 H 0.315942 0.902716 0.397881 0.083 Uiso 1 1 calc R U . . .
C6 C 0.5114(3) 0.92703(10) 0.44358(14) 0.0675(7) Uani 1 1 d . . . . .
H6 H 0.538593 0.930692 0.400886 0.081 Uiso 1 1 calc R U . . .
C7 C 0.1942(3) 0.88665(13) 0.50293(15) 0.0742(8) Uani 1 1 d . . . . .
C8 C 0.7890(4) 0.96061(14) 0.44597(18) 0.0924(10) Uani 1 1 d . . . . .
H8A H 0.781248 0.927946 0.420800 0.139 Uiso 1 1 calc R U . . .
H8B H 0.885472 0.971781 0.458174 0.139 Uiso 1 1 calc R U . . .
H8C H 0.732077 0.986389 0.415969 0.139 Uiso 1 1 calc R U . . .
C9 C 0.8424(3) 0.96520(15) 0.57805(18) 0.0940(10) Uani 1 1 d . . . . .
H9A H 0.811299 0.994844 0.600509 0.141 Uiso 1 1 calc R U . . .
H9B H 0.932409 0.972661 0.569029 0.141 Uiso 1 1 calc R U . . .
H9C H 0.850455 0.935422 0.609097 0.141 Uiso 1 1 calc R U . . .
C10 C -0.1600(3) 0.74836(11) 0.51278(13) 0.0598(7) Uani 1 1 d . . . . .
C11 C -0.2289(3) 0.79522(11) 0.51950(14) 0.0627(7) Uani 1 1 d . . . . .
H11 H -0.179844 0.826574 0.522827 0.075 Uiso 1 1 calc R U . . .
C12 C -0.3678(3) 0.79559(10) 0.52126(14) 0.0600(6) Uani 1 1 d . . . . .
H12 H -0.411684 0.827054 0.526373 0.072 Uiso 1 1 calc R U . . .
C13 C -0.4433(3) 0.74913(10) 0.51544(13) 0.0552(6) Uani 1 1 d . . . . .
C14 C -0.3754(3) 0.70260(10) 0.50941(13) 0.0603(6) Uani 1 1 d . . . . .
H14 H -0.424712 0.671298 0.506252 0.072 Uiso 1 1 calc R U . . .
C15 C -0.2365(3) 0.70210(11) 0.50803(14) 0.0640(7) Uani 1 1 d . . . . .
H15 H -0.192640 0.670455 0.503871 0.077 Uiso 1 1 calc R U . . .
C16 C -0.5889(3) 0.74963(12) 0.51501(17) 0.0732(8) Uani 1 1 d . . . . .
C17 C 0.6033(3) 0.56051(9) 0.49757(14) 0.0594(6) Uani 1 1 d . . . . .
C18 C 0.5007(3) 0.56981(10) 0.43312(14) 0.0638(7) Uani 1 1 d . . . . .
H18 H 0.523305 0.565113 0.389409 0.077 Uiso 1 1 calc R U . . .
C19 C 0.3684(3) 0.58566(11) 0.43439(15) 0.0691(7) Uani 1 1 d . . . . .
H19 H 0.302656 0.592009 0.391321 0.083 Uiso 1 1 calc R U . . .
C20 C 0.3295(3) 0.59251(11) 0.49828(16) 0.0689(7) Uani 1 1 d . . . . .
C21 C 0.4288(3) 0.58140(11) 0.56214(16) 0.0719(8) Uani 1 1 d . . . . .
H21 H 0.404059 0.584562 0.605553 0.086 Uiso 1 1 calc R U . . .
C22 C 0.5616(3) 0.56596(11) 0.56169(15) 0.0696(7) Uani 1 1 d . . . . .
H22 H 0.626037 0.558887 0.604943 0.083 Uiso 1 1 calc R U . . .
C23 C 0.1919(4) 0.61095(13) 0.49938(19) 0.0850(9) Uani 1 1 d . . . . .
C24 C 0.8440(3) 0.53989(15) 0.56390(17) 0.0960(11) Uani 1 1 d . . . . .
H24A H 0.851450 0.571018 0.592404 0.144 Uiso 1 1 calc R U . . .
H24B H 0.933068 0.532708 0.553597 0.144 Uiso 1 1 calc R U . . .
H24C H 0.817921 0.511073 0.589783 0.144 Uiso 1 1 calc R U . . .
C25 C 0.7816(3) 0.53861(13) 0.43212(17) 0.0848(9) Uani 1 1 d . . . . .
H25A H 0.725889 0.511229 0.404968 0.127 Uiso 1 1 calc R U . . .
H25B H 0.879019 0.528684 0.443798 0.127 Uiso 1 1 calc R U . . .
H25C H 0.769287 0.570123 0.404242 0.127 Uiso 1 1 calc R U . . .
C26 C 0.1458(3) 0.69160(10) 0.76081(13) 0.0601(7) Uani 1 1 d . . . . .
C27 C 0.2470(3) 0.68039(11) 0.82426(15) 0.0696(7) Uani 1 1 d . . . . .
H27 H 0.223566 0.683858 0.867970 0.084 Uiso 1 1 calc R U . . .
C28 C 0.3795(3) 0.66442(11) 0.82322(16) 0.0757(8) Uani 1 1 d . . . . .
H28 H 0.444537 0.656961 0.866140 0.091 Uiso 1 1 calc R U . . .
C29 C 0.4184(3) 0.65919(11) 0.75889(17) 0.0728(8) Uani 1 1 d . . . . .
C30 C 0.3209(3) 0.67212(11) 0.69584(16) 0.0716(8) Uani 1 1 d . . . . .
H30 H 0.346425 0.670089 0.652532 0.086 Uiso 1 1 calc R U . . .
C31 C 0.1885(3) 0.68771(10) 0.69621(14) 0.0689(7) Uani 1 1 d . . . . .
H31 H 0.124967 0.695952 0.653129 0.083 Uiso 1 1 calc R U . . .
C32 C 0.5565(4) 0.64095(14) 0.75804(19) 0.0886(9) Uani 1 1 d . . . . .
C33 C -0.0946(3) 0.71374(15) 0.69522(17) 0.0944(10) Uani 1 1 d . . . . .
H33A H -0.069351 0.743332 0.670446 0.142 Uiso 1 1 calc R U . . .
H33B H -0.183617 0.720124 0.705993 0.142 Uiso 1 1 calc R U . . .
H33C H -0.101576 0.683281 0.665459 0.142 Uiso 1 1 calc R U . . .
C34 C -0.0291(4) 0.71302(15) 0.82760(17) 0.0945(10) Uani 1 1 d . . . . .
H34A H -0.019674 0.680710 0.853662 0.142 Uiso 1 1 calc R U . . .
H34B H -0.125335 0.724413 0.817227 0.142 Uiso 1 1 calc R U . . .
H34C H 0.030153 0.739009 0.855961 0.142 Uiso 1 1 calc R U . . .
C35 C 0.9127(3) 0.50436(11) 0.74591(13) 0.0591(7) Uani 1 1 d . . . . .
C36 C 0.9823(3) 0.45730(11) 0.74151(14) 0.0643(7) Uani 1 1 d . . . . .
H36 H 0.933252 0.425919 0.738089 0.077 Uiso 1 1 calc R U . . .
C37 C 1.1226(3) 0.45715(10) 0.74223(13) 0.0603(6) Uani 1 1 d . . . . .
H37 H 1.167961 0.425531 0.740010 0.072 Uiso 1 1 calc R U . . .
C38 C 1.1973(3) 0.50318(10) 0.74618(13) 0.0542(6) Uani 1 1 d . . . . .
C39 C 1.1285(3) 0.55005(10) 0.74967(14) 0.0620(7) Uani 1 1 d . . . . .
H39 H 1.177812 0.581317 0.752322 0.074 Uiso 1 1 calc R U . . .
C40 C 0.9879(3) 0.55077(11) 0.74923(14) 0.0639(7) Uani 1 1 d . . . . .
H40 H 0.942852 0.582513 0.751180 0.077 Uiso 1 1 calc R U . . .
C41 C 1.3436(3) 0.50263(12) 0.74815(16) 0.0715(8) Uani 1 1 d . . . . .
C42 C 0.1468(3) 0.31375(10) 0.74201(14) 0.0588(6) Uani 1 1 d . . . . .
C43 C 0.1959(3) 0.32065(10) 0.67968(14) 0.0657(7) Uani 1 1 d . . . . .
H43 H 0.135629 0.314224 0.634998 0.079 Uiso 1 1 calc R U . . .
C44 C 0.3302(3) 0.33657(10) 0.68393(15) 0.0655(7) Uani 1 1 d . . . . .
H44 H 0.360178 0.340465 0.642032 0.079 Uiso 1 1 calc R U . . .
C45 C 0.4228(3) 0.34707(10) 0.74905(14) 0.0622(7) Uani 1 1 d . . . . .
C46 C 0.3772(3) 0.33946(11) 0.81160(14) 0.0663(7) Uani 1 1 d . . . . .
H46 H 0.438601 0.345680 0.856036 0.080 Uiso 1 1 calc R U . . .
C47 C 0.2430(3) 0.32293(10) 0.80789(14) 0.0651(7) Uani 1 1 d . . . . .
H47 H 0.214936 0.317665 0.850080 0.078 Uiso 1 1 calc R U . . .
C48 C 0.5626(3) 0.36556(12) 0.75228(16) 0.0737(8) Uani 1 1 d . . . . .
C49 C -0.0390(3) 0.29103(14) 0.80144(18) 0.0888(10) Uani 1 1 d . . . . .
H49A H 0.014261 0.263522 0.829560 0.133 Uiso 1 1 calc R U . . .
H49B H -0.136632 0.281490 0.787848 0.133 Uiso 1 1 calc R U . . .
H49C H -0.027907 0.322607 0.829163 0.133 Uiso 1 1 calc R U . . .
C50 C -0.0888(3) 0.29083(15) 0.66943(19) 0.0963(10) Uani 1 1 d . . . . .
H50A H -0.089444 0.320707 0.639234 0.144 Uiso 1 1 calc R U . . .
H50B H -0.181132 0.285813 0.676943 0.144 Uiso 1 1 calc R U . . .
H50C H -0.062097 0.260400 0.646838 0.144 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
N1 C1 1.355(3) . ?
N1 C8 1.447(4) . ?
N1 C9 1.452(4) . ?
N2 C7 1.142(4) . ?
N3 C10 1.361(3) . ?
N3 H3D 0.8600 . ?
N3 H3E 0.8600 . ?
N4 C16 1.145(4) . ?
N5 C17 1.360(3) . ?
N5 C25 1.440(4) . ?
N5 C24 1.454(4) . ?
N6 C23 1.142(4) . ?
N7 C26 1.360(3) . ?
N7 C34 1.446(4) . ?
N7 C33 1.449(4) . ?
N8 C32 1.139(4) . ?
N9 C35 1.364(3) . ?
N9 H9E 0.8600 . ?
N9 H9D 0.8600 . ?
N10 C41 1.145(4) . ?
N11 C42 1.363(3) . ?
N11 C49 1.442(4) . ?
N11 C50 1.452(4) . ?
N12 C48 1.139(3) . ?
C1 C2 1.402(3) . ?
C1 C6 1.408(4) . ?
C2 C3 1.369(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(4) . ?
C4 C7 1.431(4) . ?
C5 C6 1.371(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C15 1.393(4) . ?
C10 C11 1.399(4) . ?
C11 C12 1.370(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.391(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(3) . ?
C13 C16 1.425(4) . ?
C14 C15 1.369(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 C22 1.400(4) . ?
C17 C18 1.411(4) . ?
C18 C19 1.365(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.386(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.396(4) . ?
C20 C23 1.435(4) . ?
C21 C22 1.363(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.399(4) . ?
C26 C31 1.411(4) . ?
C27 C28 1.368(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.390(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.387(4) . ?
C29 C32 1.436(5) . ?
C30 C31 1.360(4) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C40 1.392(4) . ?
C35 C36 1.398(4) . ?
C36 C37 1.373(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.380(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.386(3) . ?
C38 C41 1.426(4) . ?
C39 C40 1.377(4) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C42 C47 1.401(4) . ?
C42 C43 1.411(4) . ?
C43 C44 1.362(4) . ?
C43 H43 0.9300 . ?
C44 C45 1.380(4) . ?
C44 H44 0.9300 . ?
C45 C46 1.399(4) . ?
C45 C48 1.437(4) . ?
C46 C47 1.368(4) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 121.8(2) . . ?
C1 N1 C9 121.4(2) . . ?
C8 N1 C9 116.8(3) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 122.9(2) . . ?
C17 N5 C24 120.7(2) . . ?
C25 N5 C24 116.3(3) . . ?
C26 N7 C34 121.5(2) . . ?
C26 N7 C33 121.4(2) . . ?
C34 N7 C33 117.1(3) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 121.6(2) . . ?
C42 N11 C50 121.5(2) . . ?
C49 N11 C50 116.9(3) . . ?
N1 C1 C2 122.0(2) . . ?
N1 C1 C6 121.1(2) . . ?
C2 C1 C6 117.0(3) . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.3(3) . . ?
C5 C4 C7 121.6(3) . . ?
C3 C4 C7 120.1(3) . . ?
C6 C5 C4 121.1(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C1 121.2(3) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
N2 C7 C4 179.0(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 120.9(3) . . ?
N3 C10 C11 121.0(3) . . ?
C15 C10 C11 118.1(2) . . ?
C12 C11 C10 120.9(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.0(2) . . ?
C14 C13 C16 120.6(2) . . ?
C12 C13 C16 120.3(2) . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 120.9(2) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
N4 C16 C13 179.5(4) . . ?
N5 C17 C22 121.6(2) . . ?
N5 C17 C18 121.1(2) . . ?
C22 C17 C18 117.3(3) . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.7(3) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C21 118.1(3) . . ?
C19 C20 C23 121.4(3) . . ?
C21 C20 C23 120.5(3) . . ?
C22 C21 C20 120.8(3) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C17 121.5(3) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N6 C23 C20 179.6(4) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.5(3) . . ?
N7 C26 C31 121.4(2) . . ?
C27 C26 C31 117.0(3) . . ?
C28 C27 C26 121.3(3) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 120.9(3) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C30 C29 C28 118.4(3) . . ?
C30 C29 C32 121.0(3) . . ?
C28 C29 C32 120.6(3) . . ?
C31 C30 C29 121.2(3) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C26 121.2(3) . . ?
C30 C31 H31 119.4 . . ?
C26 C31 H31 119.4 . . ?
N8 C32 C29 179.7(5) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.5(3) . . ?
N9 C35 C36 120.9(3) . . ?
C40 C35 C36 118.5(2) . . ?
C37 C36 C35 120.3(2) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 121.0(2) . . ?
C36 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C37 C38 C39 118.9(2) . . ?
C37 C38 C41 120.7(2) . . ?
C39 C38 C41 120.4(2) . . ?
C40 C39 C38 120.7(2) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C35 120.5(2) . . ?
C39 C40 H40 119.8 . . ?
C35 C40 H40 119.8 . . ?
N10 C41 C38 178.9(3) . . ?
N11 C42 C47 121.7(2) . . ?
N11 C42 C43 121.3(3) . . ?
C47 C42 C43 117.0(3) . . ?
C44 C43 C42 121.0(3) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 121.5(3) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C46 118.4(3) . . ?
C44 C45 C48 120.6(2) . . ?
C46 C45 C48 120.9(3) . . ?
C47 C46 C45 120.5(3) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C46 C47 C42 121.5(3) . . ?
C46 C47 H47 119.2 . . ?
C42 C47 H47 119.2 . . ?
N12 C48 C45 178.7(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

_refine_diff_density_max         0.188
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_260K
_database_code_depnum_ccdc_archive 'CCDC 1555130'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7994(2)
_cell_length_b                   25.5488(7)
_cell_length_c                   19.2173(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.3130(10)
_cell_angle_gamma                90
_cell_volume                     4662.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    260(2)
_cell_measurement_reflns_used    9929
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      24.51

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.114
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9763
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      260(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            165100
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0836
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.353
_diffrn_reflns_theta_max         28.510
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11736
_reflns_number_gt                5522
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0904P)²+1.9341P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11736
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1578
_refine_ls_R_factor_gt           0.0683
_refine_ls_wR_factor_ref         0.2543
_refine_ls_wR_factor_gt          0.1839
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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 0.7410(2) 0.95410(10) 0.51079(12) 0.0711(6) Uani 1 1 d . . . . .
N2 N 0.0828(3) 0.87229(12) 0.50277(14) 0.0882(8) Uani 1 1 d . . . . .
N3 N -0.0233(2) 0.74788(12) 0.51124(14) 0.0845(8) Uani 1 1 d . . . . .
H3D H 0.017816 0.718651 0.507494 0.101 Uiso 1 1 calc R U . . .
H3E H 0.022848 0.776750 0.514100 0.101 Uiso 1 1 calc R U . . .
N4 N -0.7083(3) 0.74967(12) 0.51424(18) 0.1013(10) Uani 1 1 d . . . . .
N5 N 0.7374(2) 0.54741(10) 0.49715(12) 0.0692(6) Uani 1 1 d . . . . .
N6 N 0.0817(3) 0.62583(12) 0.50003(18) 0.1012(9) Uani 1 1 d . . . . .
N7 N 0.0120(3) 0.70543(10) 0.76113(12) 0.0710(6) Uani 1 1 d . . . . .
N8 N 0.6670(3) 0.62665(13) 0.75739(18) 0.1063(10) Uani 1 1 d . . . . .
N9 N 0.7748(2) 0.50516(11) 0.74588(13) 0.0846(8) Uani 1 1 d . . . . .
H9E H 0.732776 0.534470 0.747860 0.102 Uiso 1 1 calc R U . . .
H9D H 0.729084 0.476243 0.743894 0.102 Uiso 1 1 calc R U . . .
N10 N 1.4627(3) 0.50212(12) 0.74845(17) 0.0995(10) Uani 1 1 d . . . . .
N11 N 0.0113(2) 0.29960(9) 0.73799(12) 0.0687(6) Uani 1 1 d . . . . .
N12 N 0.6741(3) 0.38007(11) 0.75342(15) 0.0865(8) Uani 1 1 d . . . . .
C1 C 0.6075(3) 0.93882(9) 0.50897(13) 0.0542(6) Uani 1 1 d . . . . .
C2 C 0.5596(3) 0.93382(10) 0.57170(13) 0.0581(6) Uani 1 1 d . . . . .
H2 H 0.620020 0.941993 0.615817 0.070 Uiso 1 1 calc R U . . .
C3 C 0.4259(3) 0.91718(10) 0.56928(13) 0.0598(6) Uani 1 1 d . . . . .
H3 H 0.396945 0.914256 0.611694 0.072 Uiso 1 1 calc R U . . .
C4 C 0.3323(3) 0.90452(10) 0.50417(14) 0.0583(6) Uani 1 1 d . . . . .
C5 C 0.3770(3) 0.91013(10) 0.44149(14) 0.0637(7) Uani 1 1 d . . . . .
H5 H 0.315370 0.902309 0.397590 0.076 Uiso 1 1 calc R U . . .
C6 C 0.5108(3) 0.92705(10) 0.44318(14) 0.0623(7) Uani 1 1 d . . . . .
H6 H 0.538117 0.930799 0.400412 0.075 Uiso 1 1 calc R U . . .
C7 C 0.1933(3) 0.88661(12) 0.50282(14) 0.0675(7) Uani 1 1 d . . . . .
C8 C 0.7889(3) 0.96048(13) 0.44584(17) 0.0838(9) Uani 1 1 d . . . . .
H8A H 0.780621 0.927759 0.420587 0.126 Uiso 1 1 calc R U . . .
H8B H 0.885524 0.971504 0.458014 0.126 Uiso 1 1 calc R U . . .
H8C H 0.732193 0.986411 0.415831 0.126 Uiso 1 1 calc R U . . .
C9 C 0.8424(3) 0.96516(14) 0.57810(17) 0.0852(9) Uani 1 1 d . . . . .
H9A H 0.810319 0.994352 0.601213 0.128 Uiso 1 1 calc R U . . .
H9B H 0.931885 0.973418 0.568871 0.128 Uiso 1 1 calc R U . . .
H9C H 0.852127 0.935017 0.608768 0.128 Uiso 1 1 calc R U . . .
C10 C -0.1618(2) 0.74844(10) 0.51265(12) 0.0544(6) Uani 1 1 d . . . . .
C11 C -0.2303(3) 0.79542(10) 0.51943(13) 0.0569(6) Uani 1 1 d . . . . .
H11 H -0.181012 0.826801 0.522851 0.068 Uiso 1 1 calc R U . . .
C12 C -0.3694(3) 0.79583(9) 0.52112(13) 0.0550(6) Uani 1 1 d . . . . .
H12 H -0.413292 0.827390 0.526086 0.066 Uiso 1 1 calc R U . . .
C13 C -0.4452(2) 0.74927(9) 0.51543(13) 0.0505(6) Uani 1 1 d . . . . .
C14 C -0.3772(3) 0.70243(10) 0.50948(13) 0.0554(6) Uani 1 1 d . . . . .
H14 H -0.426555 0.671076 0.506425 0.066 Uiso 1 1 calc R U . . .
C15 C -0.2379(3) 0.70191(11) 0.50805(13) 0.0586(6) Uani 1 1 d . . . . .
H15 H -0.193807 0.670222 0.503987 0.070 Uiso 1 1 calc R U . . .
C16 C -0.5913(3) 0.74966(11) 0.51477(16) 0.0660(7) Uani 1 1 d . . . . .
C17 C 0.6029(3) 0.56046(9) 0.49774(13) 0.0543(6) Uani 1 1 d . . . . .
C18 C 0.5002(3) 0.56969(10) 0.43301(13) 0.0583(6) Uani 1 1 d . . . . .
H18 H 0.522872 0.564890 0.389228 0.070 Uiso 1 1 calc R U . . .
C19 C 0.3677(3) 0.58563(10) 0.43433(14) 0.0633(7) Uani 1 1 d . . . . .
H19 H 0.302029 0.592094 0.391194 0.076 Uiso 1 1 calc R U . . .
C20 C 0.3287(3) 0.59240(10) 0.49848(15) 0.0632(7) Uani 1 1 d . . . . .
C21 C 0.4280(3) 0.58124(10) 0.56238(15) 0.0657(7) Uani 1 1 d . . . . .
H21 H 0.403216 0.584337 0.605893 0.079 Uiso 1 1 calc R U . . .
C22 C 0.5610(3) 0.56585(10) 0.56185(14) 0.0636(7) Uani 1 1 d . . . . .
H22 H 0.625415 0.558768 0.605190 0.076 Uiso 1 1 calc R U . . .
C23 C 0.1914(3) 0.61081(12) 0.49970(17) 0.0771(8) Uani 1 1 d . . . . .
C24 C 0.8440(3) 0.54018(14) 0.56420(16) 0.0873(9) Uani 1 1 d . . . . .
H24A H 0.850242 0.571265 0.592886 0.131 Uiso 1 1 calc R U . . .
H24B H 0.933462 0.533462 0.553999 0.131 Uiso 1 1 calc R U . . .
H24C H 0.818529 0.511052 0.589931 0.131 Uiso 1 1 calc R U . . .
C25 C 0.7815(3) 0.53863(13) 0.43192(16) 0.0773(8) Uani 1 1 d . . . . .
H25A H 0.726110 0.511046 0.404909 0.116 Uiso 1 1 calc R U . . .
H25B H 0.879155 0.528865 0.443573 0.116 Uiso 1 1 calc R U . . .
H25C H 0.768717 0.570127 0.403810 0.116 Uiso 1 1 calc R U . . .
C26 C 0.1458(3) 0.69185(9) 0.76054(13) 0.0554(6) Uani 1 1 d . . . . .
C27 C 0.2474(3) 0.68058(10) 0.82433(14) 0.0642(7) Uani 1 1 d . . . . .
H27 H 0.224115 0.684002 0.868176 0.077 Uiso 1 1 calc R U . . .
C28 C 0.3798(3) 0.66470(11) 0.82303(15) 0.0691(7) Uani 1 1 d . . . . .
H28 H 0.444856 0.657188 0.866001 0.083 Uiso 1 1 calc R U . . .
C29 C 0.4191(3) 0.65957(11) 0.75879(15) 0.0664(7) Uani 1 1 d . . . . .
C30 C 0.3214(3) 0.67237(10) 0.69535(15) 0.0652(7) Uani 1 1 d . . . . .
H30 H 0.347194 0.670329 0.652002 0.078 Uiso 1 1 calc R U . . .
C31 C 0.1882(3) 0.68789(10) 0.69563(14) 0.0629(7) Uani 1 1 d . . . . .
H31 H 0.124455 0.695962 0.652449 0.076 Uiso 1 1 calc R U . . .
C32 C 0.5571(4) 0.64125(13) 0.75756(18) 0.0808(9) Uani 1 1 d . . . . .
C33 C -0.0948(3) 0.71392(14) 0.69493(16) 0.0864(9) Uani 1 1 d . . . . .
H33A H -0.070957 0.744286 0.670968 0.130 Uiso 1 1 calc R U . . .
H33B H -0.184421 0.719191 0.705640 0.130 Uiso 1 1 calc R U . . .
H33C H -0.099660 0.683902 0.664366 0.130 Uiso 1 1 calc R U . . .
C34 C -0.0291(3) 0.71310(14) 0.82767(16) 0.0864(9) Uani 1 1 d . . . . .
H34A H -0.015087 0.681192 0.854897 0.130 Uiso 1 1 calc R U . . .
H34B H -0.126695 0.722813 0.817336 0.130 Uiso 1 1 calc R U . . .
H34C H 0.027135 0.740379 0.854954 0.130 Uiso 1 1 calc R U . . .
C35 C 0.9139(2) 0.50454(10) 0.74589(12) 0.0545(6) Uani 1 1 d . . . . .
C36 C 0.9836(3) 0.45717(10) 0.74146(13) 0.0589(6) Uani 1 1 d . . . . .
H36 H 0.934483 0.425739 0.738042 0.071 Uiso 1 1 calc R U . . .
C37 C 1.1238(3) 0.45702(10) 0.74214(13) 0.0553(6) Uani 1 1 d . . . . .
H37 H 1.169178 0.425335 0.739902 0.066 Uiso 1 1 calc R U . . .
C38 C 1.1988(2) 0.50329(9) 0.74610(12) 0.0489(5) Uani 1 1 d . . . . .
C39 C 1.1299(3) 0.55032(10) 0.74951(13) 0.0562(6) Uani 1 1 d . . . . .
H39 H 1.179372 0.581627 0.752100 0.067 Uiso 1 1 calc R U . . .
C40 C 0.9896(3) 0.55116(10) 0.74910(13) 0.0589(6) Uani 1 1 d . . . . .
H40 H 0.944696 0.583009 0.750965 0.071 Uiso 1 1 calc R U . . .
C41 C 1.3455(3) 0.50278(11) 0.74821(15) 0.0653(7) Uani 1 1 d . . . . .
C42 C 0.1472(3) 0.31379(9) 0.74192(13) 0.0537(6) Uani 1 1 d . . . . .
C43 C 0.1962(3) 0.32073(10) 0.67948(13) 0.0598(6) Uani 1 1 d . . . . .
H43 H 0.135776 0.314360 0.634732 0.072 Uiso 1 1 calc R U . . .
C44 C 0.3309(3) 0.33662(10) 0.68361(14) 0.0597(6) Uani 1 1 d . . . . .
H44 H 0.360995 0.340455 0.641631 0.072 Uiso 1 1 calc R U . . .
C45 C 0.4238(3) 0.34718(10) 0.74921(13) 0.0571(6) Uani 1 1 d . . . . .
C46 C 0.3779(3) 0.33950(10) 0.81184(14) 0.0605(6) Uani 1 1 d . . . . .
H46 H 0.439426 0.345645 0.856363 0.073 Uiso 1 1 calc R U . . .
C47 C 0.2436(3) 0.32303(10) 0.80823(14) 0.0591(6) Uani 1 1 d . . . . .
H47 H 0.215347 0.317849 0.850507 0.071 Uiso 1 1 calc R U . . .
C48 C 0.5634(3) 0.36550(11) 0.75223(15) 0.0667(7) Uani 1 1 d . . . . .
C49 C -0.0390(3) 0.29124(13) 0.80169(17) 0.0816(9) Uani 1 1 d . . . . .
H49A H 0.011822 0.262758 0.828865 0.122 Uiso 1 1 calc R U . . .
H49B H -0.137587 0.282992 0.788092 0.122 Uiso 1 1 calc R U . . .
H49C H -0.024620 0.322423 0.830457 0.122 Uiso 1 1 calc R U . . .
C50 C -0.0886(3) 0.29114(14) 0.66933(17) 0.0876(9) Uani 1 1 d . . . . .
H50A H -0.087399 0.320686 0.638632 0.131 Uiso 1 1 calc R U . . .
H50B H -0.181407 0.286990 0.676685 0.131 Uiso 1 1 calc R U . . .
H50C H -0.063121 0.260138 0.647274 0.131 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
N1 C1 1.358(3) . ?
N1 C8 1.447(3) . ?
N1 C9 1.451(4) . ?
N2 C7 1.142(3) . ?
N3 C10 1.364(3) . ?
N3 H3D 0.8600 . ?
N3 H3E 0.8600 . ?
N4 C16 1.144(3) . ?
N5 C17 1.362(3) . ?
N5 C25 1.441(3) . ?
N5 C24 1.456(3) . ?
N6 C23 1.143(4) . ?
N7 C26 1.358(3) . ?
N7 C34 1.446(3) . ?
N7 C33 1.450(4) . ?
N8 C32 1.140(4) . ?
N9 C35 1.363(3) . ?
N9 H9E 0.8600 . ?
N9 H9D 0.8600 . ?
N10 C41 1.148(3) . ?
N11 C42 1.364(3) . ?
N11 C49 1.444(3) . ?
N11 C50 1.452(4) . ?
N12 C48 1.142(3) . ?
C1 C2 1.404(3) . ?
C1 C6 1.412(4) . ?
C2 C3 1.367(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 C7 1.432(4) . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C15 1.394(4) . ?
C10 C11 1.397(3) . ?
C11 C12 1.371(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.393(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(3) . ?
C13 C16 1.428(3) . ?
C14 C15 1.372(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 C22 1.399(3) . ?
C17 C18 1.413(3) . ?
C18 C19 1.367(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.389(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.395(4) . ?
C20 C23 1.432(4) . ?
C21 C22 1.364(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.405(3) . ?
C26 C31 1.413(3) . ?
C27 C28 1.366(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.387(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.390(4) . ?
C29 C32 1.436(4) . ?
C30 C31 1.365(4) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C40 1.397(4) . ?
C35 C36 1.403(3) . ?
C36 C37 1.370(3) . ?
C36 H36 0.9300 . ?
C37 C38 1.384(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.388(3) . ?
C38 C41 1.428(3) . ?
C39 C40 1.373(3) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C42 C47 1.406(3) . ?
C42 C43 1.410(3) . ?
C43 C44 1.364(3) . ?
C43 H43 0.9300 . ?
C44 C45 1.387(3) . ?
C44 H44 0.9300 . ?
C45 C46 1.399(3) . ?
C45 C48 1.433(4) . ?
C46 C47 1.368(3) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 121.7(2) . . ?
C1 N1 C9 121.5(2) . . ?
C8 N1 C9 116.8(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 123.0(2) . . ?
C17 N5 C24 120.5(2) . . ?
C25 N5 C24 116.5(2) . . ?
C26 N7 C34 121.5(2) . . ?
C26 N7 C33 121.3(2) . . ?
C34 N7 C33 117.2(3) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 121.7(2) . . ?
C42 N11 C50 121.3(2) . . ?
C49 N11 C50 117.0(2) . . ?
N1 C1 C2 121.9(2) . . ?
N1 C1 C6 120.9(2) . . ?
C2 C1 C6 117.2(2) . . ?
C3 C2 C1 121.4(2) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.5(2) . . ?
C5 C4 C7 121.4(2) . . ?
C3 C4 C7 120.1(2) . . ?
C6 C5 C4 121.1(2) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C1 120.9(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
N2 C7 C4 179.0(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 120.6(2) . . ?
N3 C10 C11 120.9(3) . . ?
C15 C10 C11 118.5(2) . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.0(2) . . ?
C14 C13 C16 120.4(2) . . ?
C12 C13 C16 120.6(2) . . ?
C15 C14 C13 120.7(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C10 120.6(2) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
N4 C16 C13 179.6(3) . . ?
N5 C17 C22 121.8(2) . . ?
N5 C17 C18 120.9(2) . . ?
C22 C17 C18 117.3(2) . . ?
C19 C18 C17 120.4(2) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 121.6(3) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C21 118.1(3) . . ?
C19 C20 C23 121.4(3) . . ?
C21 C20 C23 120.4(3) . . ?
C22 C21 C20 120.8(3) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C17 121.6(2) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N6 C23 C20 179.2(4) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.5(2) . . ?
N7 C26 C31 121.4(2) . . ?
C27 C26 C31 117.1(3) . . ?
C28 C27 C26 121.1(3) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 121.2(3) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C28 C29 C30 118.4(3) . . ?
C28 C29 C32 121.0(3) . . ?
C30 C29 C32 120.6(3) . . ?
C31 C30 C29 121.1(3) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C26 121.0(2) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
N8 C32 C29 179.3(4) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.7(2) . . ?
N9 C35 C36 120.8(2) . . ?
C40 C35 C36 118.5(2) . . ?
C37 C36 C35 120.2(2) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C36 C37 C38 121.1(2) . . ?
C36 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C37 C38 C39 118.9(2) . . ?
C37 C38 C41 120.8(2) . . ?
C39 C38 C41 120.3(2) . . ?
C40 C39 C38 120.8(2) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C39 C40 C35 120.5(2) . . ?
C39 C40 H40 119.8 . . ?
C35 C40 H40 119.8 . . ?
N10 C41 C38 178.6(3) . . ?
N11 C42 C47 121.5(2) . . ?
N11 C42 C43 121.3(2) . . ?
C47 C42 C43 117.2(2) . . ?
C44 C43 C42 121.1(2) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 121.3(2) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?
C44 C45 C46 118.5(2) . . ?
C44 C45 C48 120.4(2) . . ?
C46 C45 C48 121.2(2) . . ?
C47 C46 C45 120.6(2) . . ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C46 C47 C42 121.3(2) . . ?
C46 C47 H47 119.3 . . ?
C42 C47 H47 119.3 . . ?
N12 C48 C45 178.9(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

_refine_diff_density_max         0.167
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_200K
_database_code_depnum_ccdc_archive 'CCDC 1555127'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7770(3)
_cell_length_b                   25.3964(10)
_cell_length_c                   19.1058(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.2720(10)
_cell_angle_gamma                90
_cell_volume                     4597.6(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    9890
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      28.07

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.237
_exptl_crystal_size_min          0.111
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9762
_exptl_absorpt_correction_T_max  0.9919
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            147347
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_av_R_equivalents  0.0768
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.361
_diffrn_reflns_theta_max         28.320
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11422
_reflns_number_gt                6058
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0633P)²+2.9296P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11422
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1337
_refine_ls_R_factor_gt           0.0613
_refine_ls_wR_factor_ref         0.2041
_refine_ls_wR_factor_gt          0.1490
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
N1 N 0.7408(2) 0.95401(9) 0.51082(11) 0.0539(5) Uani 1 1 d . . . . .
N2 N 0.0795(2) 0.87236(10) 0.50249(12) 0.0649(6) Uani 1 1 d . . . . .
N3 N -0.0271(2) 0.74765(10) 0.51085(12) 0.0620(6) Uani 1 1 d . . . . .
H3D H 0.015051 0.717562 0.506948 0.074 Uiso 1 1 calc R U . . .
H3E H 0.020294 0.777367 0.513770 0.074 Uiso 1 1 calc R U . . .
N4 N -0.7143(2) 0.75013(10) 0.51374(15) 0.0755(7) Uani 1 1 d . . . . .
N5 N 0.7380(2) 0.54789(8) 0.49736(10) 0.0512(5) Uani 1 1 d . . . . .
N6 N 0.0788(3) 0.62572(10) 0.49992(15) 0.0745(7) Uani 1 1 d . . . . .
N7 N 0.0116(2) 0.70545(9) 0.76063(10) 0.0537(5) Uani 1 1 d . . . . .
N8 N 0.6691(3) 0.62706(11) 0.75652(15) 0.0783(7) Uani 1 1 d . . . . .
N9 N 0.7781(2) 0.50582(10) 0.74587(12) 0.0630(6) Uani 1 1 d . . . . .
H9E H 0.735415 0.536089 0.747878 0.076 Uiso 1 1 calc R U . . .
H9D H 0.730807 0.476152 0.743872 0.076 Uiso 1 1 calc R U . . .
N10 N 1.4682(2) 0.50198(10) 0.74834(14) 0.0726(7) Uani 1 1 d . . . . .
N11 N 0.0117(2) 0.30028(8) 0.73796(11) 0.0509(5) Uani 1 1 d . . . . .
N12 N 0.6772(2) 0.38039(9) 0.75336(13) 0.0639(6) Uani 1 1 d . . . . .
C1 C 0.6064(2) 0.93897(8) 0.50869(12) 0.0413(5) Uani 1 1 d . . . . .
C2 C 0.5584(2) 0.93409(9) 0.57229(12) 0.0435(5) Uani 1 1 d . . . . .
H2 H 0.620293 0.942440 0.617609 0.052 Uiso 1 1 calc R U . . .
C3 C 0.4233(2) 0.91740(9) 0.56955(12) 0.0442(5) Uani 1 1 d . . . . .
H3 H 0.393149 0.914494 0.613018 0.053 Uiso 1 1 calc R U . . .
C4 C 0.3298(2) 0.90469(9) 0.50387(12) 0.0442(5) Uani 1 1 d . . . . .
C5 C 0.3749(3) 0.91010(9) 0.44057(12) 0.0473(5) Uani 1 1 d . . . . .
H5 H 0.311916 0.902068 0.395434 0.057 Uiso 1 1 calc R U . . .
C6 C 0.5095(3) 0.92694(9) 0.44261(12) 0.0473(6) Uani 1 1 d . . . . .
H6 H 0.537924 0.930541 0.398746 0.057 Uiso 1 1 calc R U . . .
C7 C 0.1905(3) 0.88676(10) 0.50269(12) 0.0499(6) Uani 1 1 d . . . . .
C8 C 0.7880(3) 0.96007(11) 0.44505(14) 0.0625(7) Uani 1 1 d . . . . .
H8A H 0.778783 0.926387 0.419281 0.094 Uiso 1 1 calc R U . . .
H8B H 0.887015 0.971202 0.457146 0.094 Uiso 1 1 calc R U . . .
H8C H 0.730076 0.986718 0.414262 0.094 Uiso 1 1 calc R U . . .
C9 C 0.8417(3) 0.96511(12) 0.57869(14) 0.0632(7) Uani 1 1 d . . . . .
H9A H 0.811430 0.996370 0.600930 0.095 Uiso 1 1 calc R U . . .
H9B H 0.934810 0.971537 0.569781 0.095 Uiso 1 1 calc R U . . .
H9C H 0.847117 0.934933 0.611227 0.095 Uiso 1 1 calc R U . . .
C10 C -0.1655(2) 0.74824(9) 0.51237(11) 0.0404(5) Uani 1 1 d . . . . .
C11 C -0.2341(2) 0.79580(9) 0.51926(11) 0.0421(5) Uani 1 1 d . . . . .
H11 H -0.183467 0.828008 0.522793 0.050 Uiso 1 1 calc R U . . .
C12 C -0.3739(2) 0.79629(8) 0.52095(11) 0.0405(5) Uani 1 1 d . . . . .
H12 H -0.418781 0.828755 0.525968 0.049 Uiso 1 1 calc R U . . .
C13 C -0.4501(2) 0.74937(8) 0.51533(11) 0.0372(5) Uani 1 1 d . . . . .
C14 C -0.3821(2) 0.70203(8) 0.50921(11) 0.0400(5) Uani 1 1 d . . . . .
H14 H -0.432831 0.669857 0.505988 0.048 Uiso 1 1 calc R U . . .
C15 C -0.2424(2) 0.70145(9) 0.50780(11) 0.0428(5) Uani 1 1 d . . . . .
H15 H -0.197435 0.668841 0.503662 0.051 Uiso 1 1 calc R U . . .
C16 C -0.5967(2) 0.75005(9) 0.51448(13) 0.0482(6) Uani 1 1 d . . . . .
C17 C 0.6027(2) 0.56043(8) 0.49769(11) 0.0402(5) Uani 1 1 d . . . . .
C18 C 0.4994(2) 0.56955(8) 0.43254(12) 0.0432(5) Uani 1 1 d . . . . .
H18 H 0.522837 0.564624 0.387585 0.052 Uiso 1 1 calc R U . . .
C19 C 0.3657(2) 0.58546(9) 0.43366(12) 0.0464(5) Uani 1 1 d . . . . .
H19 H 0.298371 0.592036 0.389378 0.056 Uiso 1 1 calc R U . . .
C20 C 0.3271(3) 0.59214(9) 0.49866(13) 0.0472(6) Uani 1 1 d . . . . .
C21 C 0.4263(3) 0.58082(9) 0.56304(13) 0.0480(6) Uani 1 1 d . . . . .
H21 H 0.400541 0.583702 0.607677 0.058 Uiso 1 1 calc R U . . .
C22 C 0.5605(3) 0.56559(9) 0.56257(12) 0.0471(6) Uani 1 1 d . . . . .
H22 H 0.626547 0.558373 0.607072 0.057 Uiso 1 1 calc R U . . .
C23 C 0.1891(3) 0.61056(11) 0.49969(14) 0.0565(6) Uani 1 1 d . . . . .
C24 C 0.8445(3) 0.54078(12) 0.56487(14) 0.0639(7) Uani 1 1 d . . . . .
H24A H 0.847733 0.572153 0.595100 0.096 Uiso 1 1 calc R U . . .
H24B H 0.936923 0.535433 0.554611 0.096 Uiso 1 1 calc R U . . .
H24C H 0.820622 0.509964 0.590368 0.096 Uiso 1 1 calc R U . . .
C25 C 0.7819(3) 0.53878(11) 0.43133(13) 0.0553(6) Uani 1 1 d . . . . .
H25A H 0.725594 0.510171 0.404078 0.083 Uiso 1 1 calc R U . . .
H25B H 0.881944 0.529059 0.443123 0.083 Uiso 1 1 calc R U . . .
H25C H 0.767752 0.570942 0.402085 0.083 Uiso 1 1 calc R U . . .
C26 C 0.1457(2) 0.69222(8) 0.75986(11) 0.0418(5) Uani 1 1 d . . . . .
C27 C 0.2483(3) 0.68109(9) 0.82412(12) 0.0488(6) Uani 1 1 d . . . . .
H27 H 0.224521 0.684655 0.869189 0.059 Uiso 1 1 calc R U . . .
C28 C 0.3816(3) 0.66522(9) 0.82291(13) 0.0505(6) Uani 1 1 d . . . . .
H28 H 0.448382 0.657642 0.867035 0.061 Uiso 1 1 calc R U . . .
C29 C 0.4206(3) 0.66006(9) 0.75800(13) 0.0496(6) Uani 1 1 d . . . . .
C30 C 0.3223(3) 0.67305(9) 0.69401(13) 0.0484(6) Uani 1 1 d . . . . .
H30 H 0.348787 0.671125 0.649449 0.058 Uiso 1 1 calc R U . . .
C31 C 0.1881(3) 0.68857(9) 0.69443(12) 0.0475(6) Uani 1 1 d . . . . .
H31 H 0.122769 0.696969 0.650157 0.057 Uiso 1 1 calc R U . . .
C32 C 0.5587(3) 0.64197(11) 0.75675(15) 0.0598(7) Uani 1 1 d . . . . .
C33 C -0.0956(3) 0.71377(12) 0.69398(14) 0.0641(7) Uani 1 1 d . . . . .
H33A H -0.074968 0.746269 0.670882 0.096 Uiso 1 1 calc R U . . .
H33B H -0.188351 0.716720 0.704655 0.096 Uiso 1 1 calc R U . . .
H33C H -0.095914 0.683954 0.661384 0.096 Uiso 1 1 calc R U . . .
C34 C -0.0292(3) 0.71306(12) 0.82808(14) 0.0648(7) Uani 1 1 d . . . . .
H34A H -0.129329 0.722602 0.817758 0.097 Uiso 1 1 calc R U . . .
H34B H 0.027689 0.741329 0.855802 0.097 Uiso 1 1 calc R U . . .
H34C H -0.013552 0.680367 0.856184 0.097 Uiso 1 1 calc R U . . .
C35 C 0.9174(2) 0.50490(9) 0.74584(11) 0.0408(5) Uani 1 1 d . . . . .
C36 C 0.9871(2) 0.45727(9) 0.74140(12) 0.0430(5) Uani 1 1 d . . . . .
H36 H 0.936453 0.425053 0.737910 0.052 Uiso 1 1 calc R U . . .
C37 C 1.1277(2) 0.45671(8) 0.74203(11) 0.0401(5) Uani 1 1 d . . . . .
H37 H 1.173844 0.424069 0.739724 0.048 Uiso 1 1 calc R U . . .
C38 C 1.2034(2) 0.50341(8) 0.74602(11) 0.0365(5) Uani 1 1 d . . . . .
C39 C 1.1342(2) 0.55105(9) 0.74933(12) 0.0418(5) Uani 1 1 d . . . . .
H39 H 1.184778 0.583216 0.751837 0.050 Uiso 1 1 calc R U . . .
C40 C 0.9936(2) 0.55185(9) 0.74900(12) 0.0434(5) Uani 1 1 d . . . . .
H40 H 0.947572 0.584577 0.750930 0.052 Uiso 1 1 calc R U . . .
C41 C 1.3506(2) 0.50276(10) 0.74795(13) 0.0481(6) Uani 1 1 d . . . . .
C42 C 0.1482(2) 0.31397(8) 0.74206(12) 0.0399(5) Uani 1 1 d . . . . .
C43 C 0.1976(2) 0.32067(9) 0.67908(12) 0.0444(5) Uani 1 1 d . . . . .
H43 H 0.135786 0.313965 0.633150 0.053 Uiso 1 1 calc R U . . .
C44 C 0.3331(2) 0.33669(9) 0.68321(12) 0.0444(5) Uani 1 1 d . . . . .
H44 H 0.363898 0.340668 0.640065 0.053 Uiso 1 1 calc R U . . .
C45 C 0.4267(2) 0.34727(9) 0.74944(12) 0.0421(5) Uani 1 1 d . . . . .
C46 C 0.3804(2) 0.33968(9) 0.81256(12) 0.0445(5) Uani 1 1 d . . . . .
H46 H 0.443373 0.345998 0.858274 0.053 Uiso 1 1 calc R U . . .
C47 C 0.2452(2) 0.32324(9) 0.80906(12) 0.0439(5) Uani 1 1 d . . . . .
H47 H 0.216311 0.317994 0.852515 0.053 Uiso 1 1 calc R U . . .
C48 C 0.5660(3) 0.36558(10) 0.75222(13) 0.0487(6) Uani 1 1 d . . . . .
C49 C -0.0383(3) 0.29188(11) 0.80253(14) 0.0585(7) Uani 1 1 d . . . . .
H49A H 0.013229 0.262432 0.830131 0.088 Uiso 1 1 calc R U . . .
H49B H -0.139395 0.283728 0.788844 0.088 Uiso 1 1 calc R U . . .
H49C H -0.022592 0.323809 0.832249 0.088 Uiso 1 1 calc R U . . .
C50 C -0.0883(3) 0.29186(12) 0.66880(15) 0.0643(7) Uani 1 1 d . . . . .
H50A H -0.085925 0.322021 0.637129 0.096 Uiso 1 1 calc R U . . .
H50B H -0.183491 0.288080 0.676194 0.096 Uiso 1 1 calc R U . . .
H50C H -0.062904 0.259780 0.646413 0.096 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
N1 C1 1.359(3) . ?
N1 C8 1.450(3) . ?
N1 C9 1.451(3) . ?
N2 C7 1.144(3) . ?
N3 C10 1.361(3) . ?
N3 H3D 0.8800 . ?
N3 H3E 0.8800 . ?
N4 C16 1.146(3) . ?
N5 C17 1.362(3) . ?
N5 C25 1.448(3) . ?
N5 C24 1.456(3) . ?
N6 C23 1.146(3) . ?
N7 C26 1.358(3) . ?
N7 C33 1.452(3) . ?
N7 C34 1.453(3) . ?
N8 C32 1.145(3) . ?
N9 C35 1.363(3) . ?
N9 H9E 0.8800 . ?
N9 H9D 0.8800 . ?
N10 C41 1.149(3) . ?
N11 C42 1.363(3) . ?
N11 C49 1.451(3) . ?
N11 C50 1.453(3) . ?
N12 C48 1.146(3) . ?
C1 C2 1.412(3) . ?
C1 C6 1.412(3) . ?
C2 C3 1.376(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.396(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.392(3) . ?
C4 C7 1.431(3) . ?
C5 C6 1.376(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.397(3) . ?
C10 C11 1.404(3) . ?
C11 C12 1.374(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.396(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(3) . ?
C13 C16 1.429(3) . ?
C14 C15 1.373(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C22 1.406(3) . ?
C17 C18 1.415(3) . ?
C18 C19 1.374(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.395(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(3) . ?
C20 C23 1.433(4) . ?
C21 C22 1.370(3) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.409(3) . ?
C26 C31 1.414(3) . ?
C27 C28 1.370(3) . ?
C27 H27 0.9500 . ?
C28 C29 1.391(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.396(3) . ?
C29 C32 1.431(4) . ?
C30 C31 1.372(3) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
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 C40 1.399(3) . ?
C35 C36 1.401(3) . ?
C36 C37 1.372(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.390(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.395(3) . ?
C38 C41 1.430(3) . ?
C39 C40 1.374(3) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C47 1.412(3) . ?
C42 C43 1.413(3) . ?
C43 C44 1.370(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.393(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.402(3) . ?
C45 C48 1.428(3) . ?
C46 C47 1.372(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 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
C1 N1 C8 121.1(2) . . ?
C1 N1 C9 121.4(2) . . ?
C8 N1 C9 117.5(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 122.54(19) . . ?
C17 N5 C24 120.6(2) . . ?
C25 N5 C24 116.8(2) . . ?
C26 N7 C33 121.1(2) . . ?
C26 N7 C34 121.3(2) . . ?
C33 N7 C34 117.5(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 121.3(2) . . ?
C42 N11 C50 121.3(2) . . ?
C49 N11 C50 117.4(2) . . ?
N1 C1 C2 121.5(2) . . ?
N1 C1 C6 121.2(2) . . ?
C2 C1 C6 117.3(2) . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 C7 121.4(2) . . ?
C3 C4 C7 119.8(2) . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 121.2(2) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
N2 C7 C4 179.3(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 120.8(2) . . ?
N3 C10 C11 120.8(2) . . ?
C15 C10 C11 118.4(2) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.1(2) . . ?
C14 C13 C16 120.5(2) . . ?
C12 C13 C16 120.4(2) . . ?
C15 C14 C13 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C10 120.8(2) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
N4 C16 C13 179.4(3) . . ?
N5 C17 C22 121.5(2) . . ?
N5 C17 C18 121.2(2) . . ?
C22 C17 C18 117.4(2) . . ?
C19 C18 C17 120.7(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.2(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C19 C20 C21 118.5(2) . . ?
C19 C20 C23 121.0(2) . . ?
C21 C20 C23 120.5(2) . . ?
C22 C21 C20 120.7(2) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C17 121.4(2) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
N6 C23 C20 179.2(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.5(2) . . ?
N7 C26 C31 121.4(2) . . ?
C27 C26 C31 117.2(2) . . ?
C28 C27 C26 121.3(2) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 120.9(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 118.5(2) . . ?
C28 C29 C32 120.8(2) . . ?
C30 C29 C32 120.6(2) . . ?
C31 C30 C29 121.0(2) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C26 120.9(2) . . ?
C30 C31 H31 119.6 . . ?
C26 C31 H31 119.6 . . ?
N8 C32 C29 179.1(3) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.4(2) . . ?
N9 C35 C36 121.0(2) . . ?
C40 C35 C36 118.51(19) . . ?
C37 C36 C35 120.6(2) . . ?
C37 C36 H36 119.7 . . ?
C35 C36 H36 119.7 . . ?
C36 C37 C38 120.7(2) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C39 118.99(19) . . ?
C37 C38 C41 120.7(2) . . ?
C39 C38 C41 120.3(2) . . ?
C40 C39 C38 120.6(2) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C35 120.6(2) . . ?
C39 C40 H40 119.7 . . ?
C35 C40 H40 119.7 . . ?
N10 C41 C38 178.9(3) . . ?
N11 C42 C47 121.6(2) . . ?
N11 C42 C43 121.1(2) . . ?
C47 C42 C43 117.3(2) . . ?
C44 C43 C42 121.0(2) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 121.3(2) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?
C44 C45 C46 118.4(2) . . ?
C44 C45 C48 120.2(2) . . ?
C46 C45 C48 121.3(2) . . ?
C47 C46 C45 120.8(2) . . ?
C47 C46 H46 119.6 . . ?
C45 C46 H46 119.6 . . ?
C46 C47 C42 121.2(2) . . ?
C46 C47 H47 119.4 . . ?
C42 C47 H47 119.4 . . ?
N12 C48 C45 179.0(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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
C8 N1 C1 C2 -178.6(2) . . . . ?
C9 N1 C1 C2 0.8(4) . . . . ?
C8 N1 C1 C6 2.2(3) . . . . ?
C9 N1 C1 C6 -178.4(2) . . . . ?
N1 C1 C2 C3 -178.2(2) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
C2 C3 C4 C7 179.1(2) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C7 C4 C5 C6 -179.4(2) . . . . ?
C4 C5 C6 C1 0.4(4) . . . . ?
N1 C1 C6 C5 177.9(2) . . . . ?
C2 C1 C6 C5 -1.3(3) . . . . ?
N3 C10 C11 C12 -179.9(2) . . . . ?
C15 C10 C11 C12 -0.4(3) . . . . ?
C10 C11 C12 C13 -0.4(3) . . . . ?
C11 C12 C13 C14 1.1(3) . . . . ?
C11 C12 C13 C16 -177.7(2) . . . . ?
C12 C13 C14 C15 -0.8(3) . . . . ?
C16 C13 C14 C15 178.0(2) . . . . ?
C13 C14 C15 C10 -0.1(3) . . . . ?
N3 C10 C15 C14 -179.9(2) . . . . ?
C11 C10 C15 C14 0.7(3) . . . . ?
C25 N5 C17 C22 175.6(2) . . . . ?
C24 N5 C17 C22 -1.6(3) . . . . ?
C25 N5 C17 C18 -5.3(3) . . . . ?
C24 N5 C17 C18 177.4(2) . . . . ?
N5 C17 C18 C19 -175.8(2) . . . . ?
C22 C17 C18 C19 3.3(3) . . . . ?
C17 C18 C19 C20 -1.2(3) . . . . ?
C18 C19 C20 C21 -1.8(3) . . . . ?
C18 C19 C20 C23 177.7(2) . . . . ?
C19 C20 C21 C22 2.7(3) . . . . ?
C23 C20 C21 C22 -176.9(2) . . . . ?
C20 C21 C22 C17 -0.5(4) . . . . ?
N5 C17 C22 C21 176.6(2) . . . . ?
C18 C17 C22 C21 -2.4(3) . . . . ?
C33 N7 C26 C27 -176.3(2) . . . . ?
C34 N7 C26 C27 5.3(4) . . . . ?
C33 N7 C26 C31 3.2(4) . . . . ?
C34 N7 C26 C31 -175.3(2) . . . . ?
N7 C26 C27 C28 176.7(2) . . . . ?
C31 C26 C27 C28 -2.7(3) . . . . ?
C26 C27 C28 C29 0.6(4) . . . . ?
C27 C28 C29 C30 2.1(4) . . . . ?
C27 C28 C29 C32 -178.1(2) . . . . ?
C28 C29 C30 C31 -2.6(4) . . . . ?
C32 C29 C30 C31 177.6(2) . . . . ?
C29 C30 C31 C26 0.5(4) . . . . ?
N7 C26 C31 C30 -177.3(2) . . . . ?
C27 C26 C31 C30 2.2(3) . . . . ?
N9 C35 C36 C37 -179.4(2) . . . . ?
C40 C35 C36 C37 1.7(3) . . . . ?
C35 C36 C37 C38 -1.0(3) . . . . ?
C36 C37 C38 C39 0.0(3) . . . . ?
C36 C37 C38 C41 178.9(2) . . . . ?
C37 C38 C39 C40 0.3(3) . . . . ?
C41 C38 C39 C40 -178.6(2) . . . . ?
C38 C39 C40 C35 0.4(3) . . . . ?
N9 C35 C40 C39 179.7(2) . . . . ?
C36 C35 C40 C39 -1.4(3) . . . . ?
C49 N11 C42 C47 -3.3(3) . . . . ?
C50 N11 C42 C47 178.7(2) . . . . ?
C49 N11 C42 C43 178.2(2) . . . . ?
C50 N11 C42 C43 0.2(3) . . . . ?
N11 C42 C43 C44 177.1(2) . . . . ?
C47 C42 C43 C44 -1.5(3) . . . . ?
C42 C43 C44 C45 -0.4(3) . . . . ?
C43 C44 C45 C46 1.8(3) . . . . ?
C43 C44 C45 C48 -177.9(2) . . . . ?
C44 C45 C46 C47 -1.3(3) . . . . ?
C48 C45 C46 C47 178.5(2) . . . . ?
C45 C46 C47 C42 -0.6(3) . . . . ?
N11 C42 C47 C46 -176.5(2) . . . . ?
C43 C42 C47 C46 2.0(3) . . . . ?

_refine_diff_density_max         0.206
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_180K
_database_code_depnum_ccdc_archive 'CCDC 1555126'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7754(3)
_cell_length_b                   25.3489(8)
_cell_length_c                   19.0721(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.2840(10)
_cell_angle_gamma                90
_cell_volume                     4579.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    9039
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      26.53

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.329
_exptl_crystal_size_mid          0.236
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9762
_exptl_absorpt_correction_T_max  0.9920
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            211399
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0948
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.607
_diffrn_reflns_theta_max         28.366
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             11269
_reflns_number_gt                6242
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1488P)²+2.4073P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11269
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1472
_refine_ls_R_factor_gt           0.0898
_refine_ls_wR_factor_ref         0.3061
_refine_ls_wR_factor_gt          0.2265
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_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 0.7409(2) 0.95366(10) 0.51084(12) 0.0576(6) Uani 1 1 d . . . . .
N2 N 0.0786(3) 0.87257(11) 0.50257(13) 0.0669(7) Uani 1 1 d . . . . .
N3 N -0.0280(2) 0.74756(11) 0.51056(14) 0.0634(7) Uani 1 1 d . . . . .
H3D H 0.013989 0.717371 0.506741 0.076 Uiso 1 1 calc R U . . .
H3E H 0.019425 0.777300 0.513352 0.076 Uiso 1 1 calc R U . . .
N4 N -0.7160(3) 0.75040(11) 0.51351(17) 0.0769(8) Uani 1 1 d . . . . .
N5 N 0.7384(2) 0.54839(9) 0.49739(11) 0.0548(6) Uani 1 1 d . . . . .
N6 N 0.0785(3) 0.62550(11) 0.49998(16) 0.0740(7) Uani 1 1 d . . . . .
N7 N 0.0110(3) 0.70514(9) 0.76051(12) 0.0585(6) Uani 1 1 d . . . . .
N8 N 0.6692(3) 0.62722(12) 0.75617(17) 0.0780(8) Uani 1 1 d . . . . .
N9 N 0.7786(2) 0.50590(10) 0.74582(13) 0.0637(6) Uani 1 1 d . . . . .
H9E H 0.735646 0.536185 0.747652 0.076 Uiso 1 1 calc R U . . .
H9D H 0.731608 0.476124 0.743918 0.076 Uiso 1 1 calc R U . . .
N10 N 1.4697(3) 0.50184(11) 0.74835(16) 0.0748(8) Uani 1 1 d . . . . .
N11 N 0.0117(2) 0.30056(9) 0.73804(12) 0.0546(5) Uani 1 1 d . . . . .
N12 N 0.6780(3) 0.38035(10) 0.75303(14) 0.0658(6) Uani 1 1 d . . . . .
C1 C 0.6061(3) 0.93895(9) 0.50848(13) 0.0448(5) Uani 1 1 d . . . . .
C2 C 0.5577(3) 0.93425(10) 0.57270(13) 0.0486(6) Uani 1 1 d . . . . .
H2 H 0.619448 0.942753 0.618099 0.058 Uiso 1 1 calc R U . . .
C3 C 0.4230(3) 0.91757(10) 0.56979(13) 0.0492(6) Uani 1 1 d . . . . .
H3 H 0.392763 0.914748 0.613304 0.059 Uiso 1 1 calc R U . . .
C4 C 0.3295(3) 0.90467(10) 0.50405(13) 0.0492(6) Uani 1 1 d . . . . .
C5 C 0.3746(3) 0.91010(10) 0.44020(13) 0.0517(6) Uani 1 1 d . . . . .
H5 H 0.311619 0.902032 0.394976 0.062 Uiso 1 1 calc R U . . .
C6 C 0.5085(3) 0.92695(10) 0.44240(13) 0.0515(6) Uani 1 1 d . . . . .
H6 H 0.536709 0.930660 0.398409 0.062 Uiso 1 1 calc R U . . .
C7 C 0.1894(3) 0.88652(11) 0.50241(14) 0.0538(6) Uani 1 1 d . . . . .
C8 C 0.7873(3) 0.96008(13) 0.44463(16) 0.0642(7) Uani 1 1 d . . . . .
H8A H 0.774837 0.926764 0.417743 0.096 Uiso 1 1 calc R U . . .
H8B H 0.887187 0.970103 0.456619 0.096 Uiso 1 1 calc R U . . .
H8C H 0.731134 0.987714 0.414868 0.096 Uiso 1 1 calc R U . . .
C9 C 0.8416(3) 0.96500(13) 0.57881(16) 0.0650(8) Uani 1 1 d . . . . .
H9A H 0.812685 0.997026 0.600113 0.097 Uiso 1 1 calc R U . . .
H9B H 0.935342 0.970307 0.570150 0.097 Uiso 1 1 calc R U . . .
H9C H 0.844744 0.935331 0.612122 0.097 Uiso 1 1 calc R U . . .
C10 C -0.1656(3) 0.74824(10) 0.51212(12) 0.0452(6) Uani 1 1 d . . . . .
C11 C -0.2351(3) 0.79590(10) 0.51913(13) 0.0464(5) Uani 1 1 d . . . . .
H11 H -0.184465 0.828194 0.522986 0.056 Uiso 1 1 calc R U . . .
C12 C -0.3748(3) 0.79640(9) 0.52049(13) 0.0446(5) Uani 1 1 d . . . . .
H12 H -0.419849 0.828965 0.525079 0.053 Uiso 1 1 calc R U . . .
C13 C -0.4513(2) 0.74934(9) 0.51517(13) 0.0427(5) Uani 1 1 d . . . . .
C14 C -0.3830(3) 0.70200(9) 0.50912(13) 0.0447(5) Uani 1 1 d . . . . .
H14 H -0.433619 0.669752 0.505913 0.054 Uiso 1 1 calc R U . . .
C15 C -0.2435(3) 0.70136(10) 0.50775(13) 0.0465(6) Uani 1 1 d . . . . .
H15 H -0.198802 0.668610 0.503757 0.056 Uiso 1 1 calc R U . . .
C16 C -0.5990(3) 0.75000(10) 0.51443(15) 0.0512(6) Uani 1 1 d . . . . .
C17 C 0.6030(3) 0.56033(9) 0.49773(13) 0.0447(5) Uani 1 1 d . . . . .
C18 C 0.4990(3) 0.56948(9) 0.43225(13) 0.0473(6) Uani 1 1 d . . . . .
H18 H 0.522292 0.564495 0.387195 0.057 Uiso 1 1 calc R U . . .
C19 C 0.3659(3) 0.58538(10) 0.43332(14) 0.0505(6) Uani 1 1 d . . . . .
H19 H 0.298582 0.591980 0.388949 0.061 Uiso 1 1 calc R U . . .
C20 C 0.3269(3) 0.59213(10) 0.49897(14) 0.0509(6) Uani 1 1 d . . . . .
C21 C 0.4267(3) 0.58068(10) 0.56327(14) 0.0529(6) Uani 1 1 d . . . . .
H21 H 0.401133 0.583491 0.608062 0.064 Uiso 1 1 calc R U . . .
C22 C 0.5599(3) 0.56557(10) 0.56276(13) 0.0513(6) Uani 1 1 d . . . . .
H22 H 0.625753 0.558346 0.607403 0.062 Uiso 1 1 calc R U . . .
C23 C 0.1880(3) 0.61047(12) 0.49976(16) 0.0594(7) Uani 1 1 d . . . . .
C24 C 0.8443(3) 0.54081(13) 0.56490(16) 0.0655(8) Uani 1 1 d . . . . .
H24A H 0.844707 0.571390 0.596395 0.098 Uiso 1 1 calc R U . . .
H24B H 0.937408 0.537003 0.554903 0.098 Uiso 1 1 calc R U . . .
H24C H 0.822116 0.508918 0.588986 0.098 Uiso 1 1 calc R U . . .
C25 C 0.7819(3) 0.53887(11) 0.43104(15) 0.0577(7) Uani 1 1 d . . . . .
H25A H 0.730250 0.508464 0.405803 0.086 Uiso 1 1 calc R U . . .
H25B H 0.883438 0.531627 0.442597 0.086 Uiso 1 1 calc R U . . .
H25C H 0.761202 0.570087 0.399909 0.086 Uiso 1 1 calc R U . . .
C26 C 0.1451(3) 0.69235(9) 0.75982(12) 0.0461(6) Uani 1 1 d . . . . .
C27 C 0.2487(3) 0.68110(10) 0.82423(14) 0.0528(6) Uani 1 1 d . . . . .
H27 H 0.225235 0.684647 0.869457 0.063 Uiso 1 1 calc R U . . .
C28 C 0.3815(3) 0.66529(10) 0.82299(14) 0.0558(6) Uani 1 1 d . . . . .
H28 H 0.448413 0.657805 0.867190 0.067 Uiso 1 1 calc R U . . .
C29 C 0.4204(3) 0.65996(10) 0.75769(15) 0.0530(6) Uani 1 1 d . . . . .
C30 C 0.3214(3) 0.67320(10) 0.69325(14) 0.0537(6) Uani 1 1 d . . . . .
H30 H 0.347845 0.671392 0.648603 0.064 Uiso 1 1 calc R U . . .
C31 C 0.1877(3) 0.68863(10) 0.69377(13) 0.0519(6) Uani 1 1 d . . . . .
H31 H 0.122301 0.697010 0.649431 0.062 Uiso 1 1 calc R U . . .
C32 C 0.5590(3) 0.64201(12) 0.75619(16) 0.0626(7) Uani 1 1 d . . . . .
C33 C -0.0959(3) 0.71366(13) 0.69381(16) 0.0653(8) Uani 1 1 d . . . . .
H33A H -0.075622 0.746483 0.671144 0.098 Uiso 1 1 calc R U . . .
H33B H -0.188804 0.716207 0.704382 0.098 Uiso 1 1 calc R U . . .
H33C H -0.095476 0.684065 0.660804 0.098 Uiso 1 1 calc R U . . .
C34 C -0.0287(3) 0.71308(13) 0.82830(16) 0.0663(8) Uani 1 1 d . . . . .
H34A H -0.008622 0.680965 0.857646 0.099 Uiso 1 1 calc R U . . .
H34B H -0.129731 0.721095 0.818304 0.099 Uiso 1 1 calc R U . . .
H34C H 0.025527 0.742551 0.854688 0.099 Uiso 1 1 calc R U . . .
C35 C 0.9175(2) 0.50513(10) 0.74593(12) 0.0452(6) Uani 1 1 d . . . . .
C36 C 0.9879(3) 0.45728(10) 0.74160(13) 0.0475(6) Uani 1 1 d . . . . .
H36 H 0.937502 0.424958 0.738291 0.057 Uiso 1 1 calc R U . . .
C37 C 1.1281(3) 0.45679(9) 0.74211(13) 0.0454(5) Uani 1 1 d . . . . .
H37 H 1.174090 0.424043 0.739892 0.055 Uiso 1 1 calc R U . . .
C38 C 1.2044(2) 0.50348(9) 0.74582(12) 0.0418(5) Uani 1 1 d . . . . .
C39 C 1.1349(3) 0.55121(10) 0.74903(13) 0.0460(5) Uani 1 1 d . . . . .
H39 H 1.185175 0.583485 0.751320 0.055 Uiso 1 1 calc R U . . .
C40 C 0.9948(3) 0.55184(10) 0.74891(13) 0.0481(6) Uani 1 1 d . . . . .
H40 H 0.949089 0.584691 0.750897 0.058 Uiso 1 1 calc R U . . .
C41 C 1.3524(3) 0.50253(10) 0.74789(14) 0.0504(6) Uani 1 1 d . . . . .
C42 C 0.1483(3) 0.31407(9) 0.74218(13) 0.0432(5) Uani 1 1 d . . . . .
C43 C 0.1984(3) 0.32075(10) 0.67889(13) 0.0491(6) Uani 1 1 d . . . . .
H43 H 0.136738 0.314059 0.632838 0.059 Uiso 1 1 calc R U . . .
C44 C 0.3334(3) 0.33655(10) 0.68304(13) 0.0491(6) Uani 1 1 d . . . . .
H44 H 0.364235 0.340279 0.639812 0.059 Uiso 1 1 calc R U . . .
C45 C 0.4270(3) 0.34737(10) 0.74925(13) 0.0469(6) Uani 1 1 d . . . . .
C46 C 0.3808(3) 0.33969(10) 0.81286(13) 0.0496(6) Uani 1 1 d . . . . .
H46 H 0.443796 0.346056 0.858647 0.060 Uiso 1 1 calc R U . . .
C47 C 0.2461(3) 0.32316(10) 0.80932(13) 0.0492(6) Uani 1 1 d . . . . .
H47 H 0.217522 0.317656 0.852901 0.059 Uiso 1 1 calc R U . . .
C48 C 0.5672(3) 0.36564(11) 0.75231(14) 0.0528(6) Uani 1 1 d . . . . .
C49 C -0.0379(3) 0.29195(12) 0.80266(16) 0.0606(7) Uani 1 1 d . . . . .
H49A H 0.013162 0.262164 0.829865 0.091 Uiso 1 1 calc R U . . .
H49B H -0.139160 0.284112 0.789026 0.091 Uiso 1 1 calc R U . . .
H49C H -0.021178 0.323734 0.832814 0.091 Uiso 1 1 calc R U . . .
C50 C -0.0882(3) 0.29186(13) 0.66875(16) 0.0660(8) Uani 1 1 d . . . . .
H50A H -0.085184 0.321808 0.636663 0.099 Uiso 1 1 calc R U . . .
H50B H -0.183564 0.288450 0.676060 0.099 Uiso 1 1 calc R U . . .
H50C H -0.063175 0.259458 0.646785 0.099 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
N1 C1 1.360(3) . ?
N1 C9 1.450(4) . ?
N1 C8 1.452(3) . ?
N2 C7 1.140(3) . ?
N3 C10 1.353(3) . ?
N3 H3D 0.8800 . ?
N3 H3E 0.8800 . ?
N4 C16 1.140(3) . ?
N5 C17 1.360(3) . ?
N5 C25 1.451(3) . ?
N5 C24 1.452(3) . ?
N6 C23 1.137(3) . ?
N7 C26 1.354(3) . ?
N7 C33 1.449(4) . ?
N7 C34 1.453(3) . ?
N8 C32 1.141(4) . ?
N9 C35 1.357(3) . ?
N9 H9E 0.8800 . ?
N9 H9D 0.8800 . ?
N10 C41 1.145(3) . ?
N11 C42 1.361(3) . ?
N11 C49 1.448(3) . ?
N11 C50 1.453(4) . ?
N12 C48 1.142(3) . ?
C1 C6 1.413(4) . ?
C1 C2 1.422(3) . ?
C2 C3 1.371(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.396(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.401(3) . ?
C4 C7 1.438(4) . ?
C5 C6 1.368(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.403(3) . ?
C10 C11 1.408(3) . ?
C11 C12 1.372(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.398(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.392(3) . ?
C13 C16 1.440(3) . ?
C14 C15 1.370(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C22 1.411(3) . ?
C17 C18 1.421(3) . ?
C18 C19 1.367(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.406(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(4) . ?
C20 C23 1.439(4) . ?
C21 C22 1.360(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.415(3) . ?
C26 C31 1.424(3) . ?
C27 C28 1.364(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.395(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.404(4) . ?
C29 C32 1.436(4) . ?
C30 C31 1.366(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
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 C40 1.398(3) . ?
C35 C36 1.407(3) . ?
C36 C37 1.368(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.391(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.396(3) . ?
C38 C41 1.438(3) . ?
C39 C40 1.369(3) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C47 1.415(3) . ?
C42 C43 1.421(3) . ?
C43 C44 1.362(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.392(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.408(3) . ?
C45 C48 1.434(4) . ?
C46 C47 1.368(4) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 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
C1 N1 C9 121.5(2) . . ?
C1 N1 C8 120.7(2) . . ?
C9 N1 C8 117.8(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 122.4(2) . . ?
C17 N5 C24 120.4(2) . . ?
C25 N5 C24 117.0(2) . . ?
C26 N7 C33 121.2(2) . . ?
C26 N7 C34 120.9(2) . . ?
C33 N7 C34 117.9(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 121.2(2) . . ?
C42 N11 C50 121.3(2) . . ?
C49 N11 C50 117.4(2) . . ?
N1 C1 C6 121.6(2) . . ?
N1 C1 C2 121.3(2) . . ?
C6 C1 C2 117.1(2) . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.7(2) . . ?
C3 C4 C7 120.3(2) . . ?
C5 C4 C7 121.0(2) . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
N2 C7 C4 178.5(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 121.1(2) . . ?
N3 C10 C11 121.2(2) . . ?
C15 C10 C11 117.7(2) . . ?
C12 C11 C10 121.0(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 120.5(2) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 118.8(2) . . ?
C14 C13 C16 120.6(2) . . ?
C12 C13 C16 120.5(2) . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 121.1(2) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
N4 C16 C13 179.7(3) . . ?
N5 C17 C22 121.8(2) . . ?
N5 C17 C18 121.2(2) . . ?
C22 C17 C18 116.9(2) . . ?
C19 C18 C17 120.8(2) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 121.1(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 118.2(2) . . ?
C21 C20 C23 121.0(2) . . ?
C19 C20 C23 120.8(2) . . ?
C22 C21 C20 121.0(2) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C17 121.8(2) . . ?
C21 C22 H22 119.1 . . ?
C17 C22 H22 119.1 . . ?
N6 C23 C20 179.2(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.8(2) . . ?
N7 C26 C31 121.3(2) . . ?
C27 C26 C31 116.8(2) . . ?
C28 C27 C26 121.6(2) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C29 120.9(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 118.5(3) . . ?
C28 C29 C32 121.0(2) . . ?
C30 C29 C32 120.5(3) . . ?
C31 C30 C29 121.0(2) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C26 121.0(2) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
N8 C32 C29 178.7(4) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 121.2(2) . . ?
N9 C35 C36 121.0(2) . . ?
C40 C35 C36 117.8(2) . . ?
C37 C36 C35 120.7(2) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C36 C37 C38 121.1(2) . . ?
C36 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C37 C38 C39 118.6(2) . . ?
C37 C38 C41 120.7(2) . . ?
C39 C38 C41 120.7(2) . . ?
C40 C39 C38 120.5(2) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C39 C40 C35 121.3(2) . . ?
C39 C40 H40 119.3 . . ?
C35 C40 H40 119.3 . . ?
N10 C41 C38 178.9(3) . . ?
N11 C42 C47 121.8(2) . . ?
N11 C42 C43 121.3(2) . . ?
C47 C42 C43 116.8(2) . . ?
C44 C43 C42 121.2(2) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C43 C44 C45 121.4(2) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C46 118.4(2) . . ?
C44 C45 C48 120.5(2) . . ?
C46 C45 C48 121.0(2) . . ?
C47 C46 C45 120.6(2) . . ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C46 C47 C42 121.5(2) . . ?
C46 C47 H47 119.3 . . ?
C42 C47 H47 119.3 . . ?
N12 C48 C45 178.4(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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
C9 N1 C1 C6 -178.8(3) . . . . ?
C8 N1 C1 C6 3.1(4) . . . . ?
C9 N1 C1 C2 0.3(4) . . . . ?
C8 N1 C1 C2 -177.8(2) . . . . ?
N1 C1 C2 C3 -177.7(2) . . . . ?
C6 C1 C2 C3 1.4(4) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C5 -1.4(4) . . . . ?
C2 C3 C4 C7 179.1(2) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C7 C4 C5 C6 -179.4(2) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
N1 C1 C6 C5 177.3(2) . . . . ?
C2 C1 C6 C5 -1.8(4) . . . . ?
N3 C10 C11 C12 179.8(2) . . . . ?
C15 C10 C11 C12 -1.0(3) . . . . ?
C10 C11 C12 C13 0.2(4) . . . . ?
C11 C12 C13 C14 0.6(4) . . . . ?
C11 C12 C13 C16 -178.1(2) . . . . ?
C12 C13 C14 C15 -0.6(4) . . . . ?
C16 C13 C14 C15 178.1(2) . . . . ?
C13 C14 C15 C10 -0.2(4) . . . . ?
N3 C10 C15 C14 -179.8(2) . . . . ?
C11 C10 C15 C14 1.0(4) . . . . ?
C25 N5 C17 C22 175.1(2) . . . . ?
C24 N5 C17 C22 -0.3(4) . . . . ?
C25 N5 C17 C18 -6.6(4) . . . . ?
C24 N5 C17 C18 178.0(2) . . . . ?
N5 C17 C18 C19 -175.0(2) . . . . ?
C22 C17 C18 C19 3.4(4) . . . . ?
C17 C18 C19 C20 -1.3(4) . . . . ?
C18 C19 C20 C21 -1.8(4) . . . . ?
C18 C19 C20 C23 178.0(2) . . . . ?
C19 C20 C21 C22 2.8(4) . . . . ?
C23 C20 C21 C22 -177.1(2) . . . . ?
C20 C21 C22 C17 -0.6(4) . . . . ?
N5 C17 C22 C21 175.9(2) . . . . ?
C18 C17 C22 C21 -2.5(4) . . . . ?
C33 N7 C26 C27 -176.5(3) . . . . ?
C34 N7 C26 C27 6.3(4) . . . . ?
C33 N7 C26 C31 2.3(4) . . . . ?
C34 N7 C26 C31 -174.9(2) . . . . ?
N7 C26 C27 C28 176.2(2) . . . . ?
C31 C26 C27 C28 -2.7(4) . . . . ?
C26 C27 C28 C29 0.4(4) . . . . ?
C27 C28 C29 C30 2.4(4) . . . . ?
C27 C28 C29 C32 -178.4(3) . . . . ?
C28 C29 C30 C31 -3.0(4) . . . . ?
C32 C29 C30 C31 177.8(2) . . . . ?
C29 C30 C31 C26 0.7(4) . . . . ?
N7 C26 C31 C30 -176.8(2) . . . . ?
C27 C26 C31 C30 2.1(4) . . . . ?
N9 C35 C36 C37 -179.7(2) . . . . ?
C40 C35 C36 C37 1.6(3) . . . . ?
C35 C36 C37 C38 -1.0(4) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
C36 C37 C38 C41 178.7(2) . . . . ?
C37 C38 C39 C40 0.3(4) . . . . ?
C41 C38 C39 C40 -178.3(2) . . . . ?
C38 C39 C40 C35 0.3(4) . . . . ?
N9 C35 C40 C39 180.0(2) . . . . ?
C36 C35 C40 C39 -1.2(4) . . . . ?
C49 N11 C42 C47 -3.5(4) . . . . ?
C50 N11 C42 C47 179.4(2) . . . . ?
C49 N11 C42 C43 177.8(2) . . . . ?
C50 N11 C42 C43 0.6(4) . . . . ?
N11 C42 C43 C44 177.0(2) . . . . ?
C47 C42 C43 C44 -1.7(4) . . . . ?
C42 C43 C44 C45 -0.7(4) . . . . ?
C43 C44 C45 C46 2.4(4) . . . . ?
C43 C44 C45 C48 -177.9(2) . . . . ?
C44 C45 C46 C47 -1.5(4) . . . . ?
C48 C45 C46 C47 178.8(2) . . . . ?
C45 C46 C47 C42 -1.0(4) . . . . ?
N11 C42 C47 C46 -176.2(2) . . . . ?
C43 C42 C47 C46 2.6(4) . . . . ?

_refine_diff_density_max         0.294
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.066

####################################################################### 
# 
# 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_220K
_database_code_depnum_ccdc_archive 'CCDC 1555128'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7836(2)
_cell_length_b                   25.4438(8)
_cell_length_c                   19.1399(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.2780(10)
_cell_angle_gamma                90
_cell_volume                     4617.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    220(2)
_cell_measurement_reflns_used    9849
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.19

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.112
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9762
_exptl_absorpt_correction_T_max  0.9919
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      220(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            162781
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_av_R_equivalents  0.0788
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.359
_diffrn_reflns_theta_max         28.293
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11444
_reflns_number_gt                6046
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0700P)²+2.8786P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11444
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1359
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.2171
_refine_ls_wR_factor_gt          0.1606
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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
N1 N 0.7408(2) 0.95411(9) 0.51085(11) 0.0585(6) Uani 1 1 d . . . . .
N2 N 0.0806(3) 0.87235(11) 0.50270(13) 0.0713(7) Uani 1 1 d . . . . .
N3 N -0.0259(2) 0.74776(10) 0.51091(13) 0.0679(7) Uani 1 1 d . . . . .
H3D H 0.015968 0.718124 0.506989 0.081 Uiso 1 1 calc R U . . .
H3E H 0.020742 0.777136 0.513813 0.081 Uiso 1 1 calc R U . . .
N4 N -0.7125(3) 0.75006(11) 0.51385(16) 0.0828(8) Uani 1 1 d . . . . .
N5 N 0.7379(2) 0.54772(9) 0.49728(11) 0.0558(5) Uani 1 1 d . . . . .
N6 N 0.0797(3) 0.62576(11) 0.49996(16) 0.0813(8) Uani 1 1 d . . . . .
N7 N 0.0120(2) 0.70546(9) 0.76080(11) 0.0588(6) Uani 1 1 d . . . . .
N8 N 0.6687(3) 0.62695(12) 0.75685(16) 0.0861(8) Uani 1 1 d . . . . .
N9 N 0.7771(2) 0.50567(10) 0.74585(12) 0.0683(7) Uani 1 1 d . . . . .
H9E H 0.734767 0.535496 0.747803 0.082 Uiso 1 1 calc R U . . .
H9D H 0.730572 0.476349 0.743858 0.082 Uiso 1 1 calc R U . . .
N10 N 1.4665(2) 0.50204(11) 0.74838(15) 0.0798(8) Uani 1 1 d . . . . .
N11 N 0.0116(2) 0.30002(9) 0.73795(11) 0.0561(5) Uani 1 1 d . . . . .
N12 N 0.6764(2) 0.38036(10) 0.75345(13) 0.0698(6) Uani 1 1 d . . . . .
C1 C 0.6067(3) 0.93889(8) 0.50879(12) 0.0447(5) Uani 1 1 d . . . . .
C2 C 0.5588(3) 0.93398(9) 0.57217(12) 0.0477(5) Uani 1 1 d . . . . .
H2 H 0.619966 0.942210 0.616949 0.057 Uiso 1 1 calc R U . . .
C3 C 0.4239(3) 0.91731(9) 0.56938(12) 0.0481(6) Uani 1 1 d . . . . .
H3 H 0.394179 0.914449 0.612323 0.058 Uiso 1 1 calc R U . . .
C4 C 0.3305(2) 0.90457(9) 0.50397(12) 0.0475(5) Uani 1 1 d . . . . .
C5 C 0.3757(3) 0.91008(10) 0.44089(13) 0.0520(6) Uani 1 1 d . . . . .
H5 H 0.313507 0.902125 0.396294 0.062 Uiso 1 1 calc R U . . .
C6 C 0.5099(3) 0.92696(9) 0.44288(12) 0.0503(6) Uani 1 1 d . . . . .
H6 H 0.537770 0.930637 0.399524 0.060 Uiso 1 1 calc R U . . .
C7 C 0.1915(3) 0.88668(11) 0.50273(13) 0.0544(6) Uani 1 1 d . . . . .
C8 C 0.7883(3) 0.96030(12) 0.44526(15) 0.0683(8) Uani 1 1 d . . . . .
H8A H 0.780510 0.926948 0.420038 0.102 Uiso 1 1 calc R U . . .
H8B H 0.885822 0.971777 0.457315 0.102 Uiso 1 1 calc R U . . .
H8C H 0.730221 0.986312 0.414582 0.102 Uiso 1 1 calc R U . . .
C9 C 0.8418(3) 0.96516(13) 0.57852(15) 0.0686(8) Uani 1 1 d . . . . .
H9A H 0.811936 0.996053 0.600523 0.103 Uiso 1 1 calc R U . . .
H9B H 0.933795 0.971490 0.569637 0.103 Uiso 1 1 calc R U . . .
H9C H 0.847154 0.935348 0.610663 0.103 Uiso 1 1 calc R U . . .
C10 C -0.1644(2) 0.74818(10) 0.51249(12) 0.0447(5) Uani 1 1 d . . . . .
C11 C -0.2330(2) 0.79566(9) 0.51940(12) 0.0464(5) Uani 1 1 d . . . . .
H11 H -0.182842 0.827463 0.522985 0.056 Uiso 1 1 calc R U . . .
C12 C -0.3726(2) 0.79615(9) 0.52098(12) 0.0438(5) Uani 1 1 d . . . . .
H12 H -0.417183 0.828198 0.525856 0.053 Uiso 1 1 calc R U . . .
C13 C -0.4485(2) 0.74937(9) 0.51539(11) 0.0404(5) Uani 1 1 d . . . . .
C14 C -0.3807(2) 0.70219(9) 0.50930(12) 0.0438(5) Uani 1 1 d . . . . .
H14 H -0.430938 0.670424 0.506101 0.053 Uiso 1 1 calc R U . . .
C15 C -0.2410(2) 0.70155(10) 0.50790(12) 0.0463(5) Uani 1 1 d . . . . .
H15 H -0.196581 0.669336 0.503813 0.056 Uiso 1 1 calc R U . . .
C16 C -0.5951(3) 0.74988(10) 0.51458(14) 0.0530(6) Uani 1 1 d . . . . .
C17 C 0.6026(2) 0.56044(8) 0.49768(12) 0.0440(5) Uani 1 1 d . . . . .
C18 C 0.4995(2) 0.56965(9) 0.43279(12) 0.0466(5) Uani 1 1 d . . . . .
H18 H 0.522780 0.564903 0.388395 0.056 Uiso 1 1 calc R U . . .
C19 C 0.3661(3) 0.58543(9) 0.43379(13) 0.0507(6) Uani 1 1 d . . . . .
H19 H 0.299497 0.591749 0.390007 0.061 Uiso 1 1 calc R U . . .
C20 C 0.3275(3) 0.59227(9) 0.49863(14) 0.0515(6) Uani 1 1 d . . . . .
C21 C 0.4268(3) 0.58092(9) 0.56275(13) 0.0530(6) Uani 1 1 d . . . . .
H21 H 0.401297 0.583776 0.606848 0.064 Uiso 1 1 calc R U . . .
C22 C 0.5607(3) 0.56570(9) 0.56239(13) 0.0515(6) Uani 1 1 d . . . . .
H22 H 0.626001 0.558617 0.606359 0.062 Uiso 1 1 calc R U . . .
C23 C 0.1896(3) 0.61059(11) 0.49957(15) 0.0616(7) Uani 1 1 d . . . . .
C24 C 0.8442(3) 0.54053(13) 0.56459(15) 0.0706(8) Uani 1 1 d . . . . .
H24A H 0.846284 0.571246 0.594863 0.106 Uiso 1 1 calc R U . . .
H24B H 0.935802 0.535847 0.554494 0.106 Uiso 1 1 calc R U . . .
H24C H 0.821307 0.509717 0.589311 0.106 Uiso 1 1 calc R U . . .
C25 C 0.7818(3) 0.53865(11) 0.43153(14) 0.0614(7) Uani 1 1 d . . . . .
H25A H 0.727503 0.509903 0.405059 0.092 Uiso 1 1 calc R U . . .
H25B H 0.881241 0.529754 0.443221 0.092 Uiso 1 1 calc R U . . .
H25C H 0.766056 0.570198 0.402191 0.092 Uiso 1 1 calc R U . . .
C26 C 0.1458(3) 0.69205(9) 0.76006(12) 0.0458(5) Uani 1 1 d . . . . .
C27 C 0.2480(3) 0.68088(9) 0.82417(13) 0.0527(6) Uani 1 1 d . . . . .
H27 H 0.224384 0.684392 0.868660 0.063 Uiso 1 1 calc R U . . .
C28 C 0.3813(3) 0.66498(10) 0.82298(13) 0.0558(6) Uani 1 1 d . . . . .
H28 H 0.447249 0.657365 0.866543 0.067 Uiso 1 1 calc R U . . .
C29 C 0.4201(3) 0.65999(10) 0.75829(14) 0.0540(6) Uani 1 1 d . . . . .
C30 C 0.3221(3) 0.67288(9) 0.69432(13) 0.0531(6) Uani 1 1 d . . . . .
H30 H 0.348199 0.670822 0.650308 0.064 Uiso 1 1 calc R U . . .
C31 C 0.1884(3) 0.68849(9) 0.69482(12) 0.0514(6) Uani 1 1 d . . . . .
H31 H 0.124032 0.696978 0.651116 0.062 Uiso 1 1 calc R U . . .
C32 C 0.5583(3) 0.64171(11) 0.75709(16) 0.0649(7) Uani 1 1 d . . . . .
C33 C -0.0951(3) 0.71394(13) 0.69440(15) 0.0704(8) Uani 1 1 d . . . . .
H33A H -0.074183 0.745954 0.671529 0.106 Uiso 1 1 calc R U . . .
H33B H -0.186642 0.717109 0.705051 0.106 Uiso 1 1 calc R U . . .
H33C H -0.096016 0.684432 0.662193 0.106 Uiso 1 1 calc R U . . .
C34 C -0.0290(3) 0.71300(13) 0.82799(15) 0.0707(8) Uani 1 1 d . . . . .
H34A H -0.015990 0.680406 0.855127 0.106 Uiso 1 1 calc R U . . .
H34B H -0.127311 0.723365 0.817710 0.106 Uiso 1 1 calc R U . . .
H34C H 0.029032 0.740251 0.856048 0.106 Uiso 1 1 calc R U . . .
C35 C 0.9165(2) 0.50487(10) 0.74590(11) 0.0441(5) Uani 1 1 d . . . . .
C36 C 0.9860(2) 0.45732(10) 0.74150(12) 0.0477(5) Uani 1 1 d . . . . .
H36 H 0.935974 0.425492 0.738075 0.057 Uiso 1 1 calc R U . . .
C37 C 1.1265(2) 0.45686(9) 0.74214(12) 0.0439(5) Uani 1 1 d . . . . .
H37 H 1.172264 0.424631 0.739977 0.053 Uiso 1 1 calc R U . . .
C38 C 1.2020(2) 0.50348(8) 0.74596(11) 0.0397(5) Uani 1 1 d . . . . .
C39 C 1.1329(2) 0.55087(9) 0.74936(12) 0.0448(5) Uani 1 1 d . . . . .
H39 H 1.182806 0.582659 0.751871 0.054 Uiso 1 1 calc R U . . .
C40 C 0.9925(2) 0.55161(10) 0.74907(12) 0.0473(5) Uani 1 1 d . . . . .
H40 H 0.947012 0.583929 0.751036 0.057 Uiso 1 1 calc R U . . .
C41 C 1.3489(3) 0.50275(10) 0.74799(14) 0.0526(6) Uani 1 1 d . . . . .
C42 C 0.1480(2) 0.31398(8) 0.74212(12) 0.0438(5) Uani 1 1 d . . . . .
C43 C 0.1972(3) 0.32072(9) 0.67919(12) 0.0481(6) Uani 1 1 d . . . . .
H43 H 0.136004 0.314172 0.633817 0.058 Uiso 1 1 calc R U . . .
C44 C 0.3326(3) 0.33666(9) 0.68338(12) 0.0483(6) Uani 1 1 d . . . . .
H44 H 0.363128 0.340541 0.640792 0.058 Uiso 1 1 calc R U . . .
C45 C 0.4257(2) 0.34718(9) 0.74928(12) 0.0464(5) Uani 1 1 d . . . . .
C46 C 0.3796(3) 0.33962(9) 0.81236(12) 0.0491(6) Uani 1 1 d . . . . .
H46 H 0.441830 0.345900 0.857516 0.059 Uiso 1 1 calc R U . . .
C47 C 0.2446(3) 0.32315(9) 0.80879(13) 0.0485(6) Uani 1 1 d . . . . .
H47 H 0.215991 0.317890 0.851686 0.058 Uiso 1 1 calc R U . . .
C48 C 0.5652(3) 0.36567(10) 0.75222(13) 0.0531(6) Uani 1 1 d . . . . .
C49 C -0.0387(3) 0.29168(12) 0.80219(15) 0.0646(7) Uani 1 1 d . . . . .
H49A H 0.013437 0.263025 0.829994 0.097 Uiso 1 1 calc R U . . .
H49B H -0.138242 0.282987 0.788529 0.097 Uiso 1 1 calc R U . . .
H49C H -0.024847 0.323459 0.831091 0.097 Uiso 1 1 calc R U . . .
C50 C -0.0884(3) 0.29154(13) 0.66888(15) 0.0708(8) Uani 1 1 d . . . . .
H50A H -0.086253 0.321361 0.637584 0.106 Uiso 1 1 calc R U . . .
H50B H -0.182519 0.287730 0.676205 0.106 Uiso 1 1 calc R U . . .
H50C H -0.063117 0.259885 0.646756 0.106 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
N1 C1 1.359(3) . ?
N1 C9 1.450(3) . ?
N1 C8 1.451(3) . ?
N2 C7 1.145(3) . ?
N3 C10 1.364(3) . ?
N3 H3D 0.8700 . ?
N3 H3E 0.8700 . ?
N4 C16 1.145(3) . ?
N5 C17 1.364(3) . ?
N5 C25 1.445(3) . ?
N5 C24 1.454(3) . ?
N6 C23 1.145(3) . ?
N7 C26 1.356(3) . ?
N7 C33 1.450(3) . ?
N7 C34 1.451(3) . ?
N8 C32 1.144(3) . ?
N9 C35 1.363(3) . ?
N9 H9E 0.8700 . ?
N9 H9D 0.8700 . ?
N10 C41 1.148(3) . ?
N11 C42 1.364(3) . ?
N11 C49 1.448(3) . ?
N11 C50 1.454(3) . ?
N12 C48 1.145(3) . ?
C1 C2 1.409(3) . ?
C1 C6 1.411(3) . ?
C2 C3 1.375(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.394(3) . ?
C3 H3 0.9400 . ?
C4 C5 1.392(3) . ?
C4 C7 1.428(4) . ?
C5 C6 1.373(3) . ?
C5 H5 0.9400 . ?
C6 H6 0.9400 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 H8C 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 C15 1.395(3) . ?
C10 C11 1.404(3) . ?
C11 C12 1.374(3) . ?
C11 H11 0.9400 . ?
C12 C13 1.393(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.390(3) . ?
C13 C16 1.431(3) . ?
C14 C15 1.374(3) . ?
C14 H14 0.9400 . ?
C15 H15 0.9400 . ?
C17 C22 1.404(3) . ?
C17 C18 1.413(3) . ?
C18 C19 1.370(3) . ?
C18 H18 0.9400 . ?
C19 C20 1.395(3) . ?
C19 H19 0.9400 . ?
C20 C21 1.395(3) . ?
C20 C23 1.431(4) . ?
C21 C22 1.368(3) . ?
C21 H21 0.9400 . ?
C22 H22 0.9400 . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 H24C 0.9700 . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 H25C 0.9700 . ?
C26 C27 1.407(3) . ?
C26 C31 1.414(3) . ?
C27 C28 1.371(4) . ?
C27 H27 0.9400 . ?
C28 C29 1.388(4) . ?
C28 H28 0.9400 . ?
C29 C30 1.395(3) . ?
C29 C32 1.435(4) . ?
C30 C31 1.369(3) . ?
C30 H30 0.9400 . ?
C31 H31 0.9400 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 C40 1.396(3) . ?
C35 C36 1.400(3) . ?
C36 C37 1.372(3) . ?
C36 H36 0.9400 . ?
C37 C38 1.390(3) . ?
C37 H37 0.9400 . ?
C38 C39 1.392(3) . ?
C38 C41 1.429(3) . ?
C39 C40 1.372(3) . ?
C39 H39 0.9400 . ?
C40 H40 0.9400 . ?
C42 C47 1.407(3) . ?
C42 C43 1.413(3) . ?
C43 C44 1.369(3) . ?
C43 H43 0.9400 . ?
C44 C45 1.388(3) . ?
C44 H44 0.9400 . ?
C45 C46 1.402(3) . ?
C45 C48 1.432(3) . ?
C46 C47 1.371(3) . ?
C46 H46 0.9400 . ?
C47 H47 0.9400 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 H49C 0.9700 . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C50 H50C 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C9 121.4(2) . . ?
C1 N1 C8 121.2(2) . . ?
C9 N1 C8 117.3(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 122.7(2) . . ?
C17 N5 C24 120.5(2) . . ?
C25 N5 C24 116.8(2) . . ?
C26 N7 C33 121.3(2) . . ?
C26 N7 C34 121.4(2) . . ?
C33 N7 C34 117.3(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 121.4(2) . . ?
C42 N11 C50 121.4(2) . . ?
C49 N11 C50 117.2(2) . . ?
N1 C1 C2 121.6(2) . . ?
N1 C1 C6 121.2(2) . . ?
C2 C1 C6 117.3(2) . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 118.5(2) . . ?
C5 C4 C7 121.5(2) . . ?
C3 C4 C7 120.0(2) . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 121.2(2) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
N2 C7 C4 179.1(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 120.9(2) . . ?
N3 C10 C11 120.6(2) . . ?
C15 C10 C11 118.5(2) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 C16 120.3(2) . . ?
C12 C13 C16 120.4(2) . . ?
C15 C14 C13 120.6(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C10 120.7(2) . . ?
C14 C15 H15 119.7 . . ?
C10 C15 H15 119.7 . . ?
N4 C16 C13 179.7(3) . . ?
N5 C17 C22 121.5(2) . . ?
N5 C17 C18 121.2(2) . . ?
C22 C17 C18 117.4(2) . . ?
C19 C18 C17 120.8(2) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 121.2(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 118.3(2) . . ?
C21 C20 C23 120.7(2) . . ?
C19 C20 C23 121.0(2) . . ?
C22 C21 C20 121.0(2) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C17 121.3(2) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
N6 C23 C20 179.2(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.4(2) . . ?
N7 C26 C31 121.4(2) . . ?
C27 C26 C31 117.1(2) . . ?
C28 C27 C26 121.3(2) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 120.8(2) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C28 C29 C30 118.8(2) . . ?
C28 C29 C32 120.7(2) . . ?
C30 C29 C32 120.6(2) . . ?
C31 C30 C29 120.9(2) . . ?
C31 C30 H30 119.6 . . ?
C29 C30 H30 119.6 . . ?
C30 C31 C26 121.0(2) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
N8 C32 C29 179.3(4) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.6(2) . . ?
N9 C35 C36 120.9(2) . . ?
C40 C35 C36 118.5(2) . . ?
C37 C36 C35 120.5(2) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 120.8(2) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C39 118.9(2) . . ?
C37 C38 C41 120.6(2) . . ?
C39 C38 C41 120.5(2) . . ?
C40 C39 C38 120.6(2) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C35 120.7(2) . . ?
C39 C40 H40 119.7 . . ?
C35 C40 H40 119.7 . . ?
N10 C41 C38 178.8(3) . . ?
N11 C42 C47 121.6(2) . . ?
N11 C42 C43 121.0(2) . . ?
C47 C42 C43 117.3(2) . . ?
C44 C43 C42 120.9(2) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 121.3(2) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?
C44 C45 C46 118.6(2) . . ?
C44 C45 C48 120.3(2) . . ?
C46 C45 C48 121.1(2) . . ?
C47 C46 C45 120.6(2) . . ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C46 C47 C42 121.3(2) . . ?
C46 C47 H47 119.4 . . ?
C42 C47 H47 119.4 . . ?
N12 C48 C45 179.0(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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
C9 N1 C1 C2 1.1(4) . . . . ?
C8 N1 C1 C2 -178.5(2) . . . . ?
C9 N1 C1 C6 -178.4(2) . . . . ?
C8 N1 C1 C6 2.0(4) . . . . ?
N1 C1 C2 C3 -178.4(2) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
C1 C2 C3 C4 0.2(4) . . . . ?
C2 C3 C4 C5 -1.3(4) . . . . ?
C2 C3 C4 C7 179.2(2) . . . . ?
C3 C4 C5 C6 0.9(4) . . . . ?
C7 C4 C5 C6 -179.5(2) . . . . ?
C4 C5 C6 C1 0.5(4) . . . . ?
N1 C1 C6 C5 178.0(2) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
N3 C10 C11 C12 180.0(2) . . . . ?
C15 C10 C11 C12 -0.5(3) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C11 C12 C13 C14 1.0(3) . . . . ?
C11 C12 C13 C16 -177.9(2) . . . . ?
C12 C13 C14 C15 -0.8(3) . . . . ?
C16 C13 C14 C15 178.1(2) . . . . ?
C13 C14 C15 C10 -0.1(3) . . . . ?
N3 C10 C15 C14 -179.8(2) . . . . ?
C11 C10 C15 C14 0.7(3) . . . . ?
C25 N5 C17 C22 175.8(2) . . . . ?
C24 N5 C17 C22 -1.6(4) . . . . ?
C25 N5 C17 C18 -5.2(4) . . . . ?
C24 N5 C17 C18 177.4(2) . . . . ?
N5 C17 C18 C19 -176.1(2) . . . . ?
C22 C17 C18 C19 2.9(3) . . . . ?
C17 C18 C19 C20 -0.8(4) . . . . ?
C18 C19 C20 C21 -2.1(4) . . . . ?
C18 C19 C20 C23 177.7(2) . . . . ?
C19 C20 C21 C22 2.9(4) . . . . ?
C23 C20 C21 C22 -177.0(2) . . . . ?
C20 C21 C22 C17 -0.6(4) . . . . ?
N5 C17 C22 C21 176.8(2) . . . . ?
C18 C17 C22 C21 -2.2(3) . . . . ?
C33 N7 C26 C27 -176.4(2) . . . . ?
C34 N7 C26 C27 5.0(4) . . . . ?
C33 N7 C26 C31 3.4(4) . . . . ?
C34 N7 C26 C31 -175.3(2) . . . . ?
N7 C26 C27 C28 176.9(2) . . . . ?
C31 C26 C27 C28 -2.8(4) . . . . ?
C26 C27 C28 C29 0.8(4) . . . . ?
C27 C28 C29 C30 1.8(4) . . . . ?
C27 C28 C29 C32 -178.0(2) . . . . ?
C28 C29 C30 C31 -2.2(4) . . . . ?
C32 C29 C30 C31 177.6(2) . . . . ?
C29 C30 C31 C26 0.0(4) . . . . ?
N7 C26 C31 C30 -177.3(2) . . . . ?
C27 C26 C31 C30 2.4(3) . . . . ?
N9 C35 C36 C37 -179.5(2) . . . . ?
C40 C35 C36 C37 1.6(3) . . . . ?
C35 C36 C37 C38 -1.1(3) . . . . ?
C36 C37 C38 C39 0.2(3) . . . . ?
C36 C37 C38 C41 178.8(2) . . . . ?
C37 C38 C39 C40 0.1(3) . . . . ?
C41 C38 C39 C40 -178.5(2) . . . . ?
C38 C39 C40 C35 0.5(3) . . . . ?
N9 C35 C40 C39 179.8(2) . . . . ?
C36 C35 C40 C39 -1.3(3) . . . . ?
C49 N11 C42 C47 -2.8(4) . . . . ?
C50 N11 C42 C47 178.8(2) . . . . ?
C49 N11 C42 C43 178.4(2) . . . . ?
C50 N11 C42 C43 0.0(4) . . . . ?
N11 C42 C43 C44 177.5(2) . . . . ?
C47 C42 C43 C44 -1.4(3) . . . . ?
C42 C43 C44 C45 -0.6(4) . . . . ?
C43 C44 C45 C46 1.9(4) . . . . ?
C43 C44 C45 C48 -177.7(2) . . . . ?
C44 C45 C46 C47 -1.2(4) . . . . ?
C48 C45 C46 C47 178.4(2) . . . . ?
C45 C46 C47 C42 -0.8(4) . . . . ?
N11 C42 C47 C46 -176.8(2) . . . . ?
C43 C42 C47 C46 2.1(3) . . . . ?

_refine_diff_density_max         0.182
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_300K
_database_code_depnum_ccdc_archive 'CCDC 1555132'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.8177(10)
_cell_length_b                   25.660(3)
_cell_length_c                   19.305(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.384(4)
_cell_angle_gamma                90
_cell_volume                     4710.8(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    9789
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      23.90

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.335
_exptl_crystal_size_mid          0.242
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9764
_exptl_absorpt_correction_T_max  0.9917
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            166146
_diffrn_reflns_av_unetI/netI     0.0350
_diffrn_reflns_av_R_equivalents  0.0759
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.347
_diffrn_reflns_theta_max         28.435
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11782
_reflns_number_gt                5390
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0899P)²+2.4729P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11782
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1592
_refine_ls_R_factor_gt           0.0727
_refine_ls_wR_factor_ref         0.2735
_refine_ls_wR_factor_gt          0.2049
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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 0.7415(3) 0.95407(11) 0.51083(14) 0.0834(7) Uani 1 1 d . . . . .
N2 N 0.0853(3) 0.87221(13) 0.50304(17) 0.1051(10) Uani 1 1 d . . . . .
N3 N -0.0205(3) 0.74804(13) 0.51158(16) 0.0997(10) Uani 1 1 d . . . . .
H3E H 0.020535 0.718990 0.507619 0.120 Uiso 1 1 calc R U . . .
H3D H 0.025500 0.776813 0.514619 0.120 Uiso 1 1 calc R U . . .
N4 N -0.7035(3) 0.74946(14) 0.5146(2) 0.1206(12) Uani 1 1 d . . . . .
N5 N 0.7378(3) 0.54719(11) 0.49706(13) 0.0818(7) Uani 1 1 d . . . . .
N6 N 0.0839(4) 0.62592(14) 0.5003(2) 0.1222(12) Uani 1 1 d . . . . .
N7 N 0.0119(3) 0.70534(11) 0.76136(13) 0.0820(7) Uani 1 1 d . . . . .
N8 N 0.6648(4) 0.62628(15) 0.7582(2) 0.1269(12) Uani 1 1 d . . . . .
N9 N 0.7721(3) 0.50469(12) 0.74593(15) 0.0992(10) Uani 1 1 d . . . . .
H9E H 0.729775 0.533809 0.747859 0.119 Uiso 1 1 calc R U . . .
H9D H 0.726705 0.475830 0.743939 0.119 Uiso 1 1 calc R U . . .
N10 N 1.4585(3) 0.50193(14) 0.74865(19) 0.1185(12) Uani 1 1 d . . . . .
N11 N 0.0107(3) 0.29913(10) 0.73789(14) 0.0808(7) Uani 1 1 d . . . . .
N12 N 0.6715(3) 0.37987(13) 0.75365(17) 0.1034(9) Uani 1 1 d . . . . .
C1 C 0.6084(3) 0.93876(10) 0.50891(14) 0.0632(7) Uani 1 1 d . . . . .
C2 C 0.5612(3) 0.93358(11) 0.57130(15) 0.0693(7) Uani 1 1 d . . . . .
H2 H 0.621857 0.941672 0.615201 0.083 Uiso 1 1 calc R U . . .
C3 C 0.4277(3) 0.91686(11) 0.56908(15) 0.0705(7) Uani 1 1 d . . . . .
H3 H 0.399235 0.913782 0.611403 0.085 Uiso 1 1 calc R U . . .
C4 C 0.3337(3) 0.90438(11) 0.50424(15) 0.0690(7) Uani 1 1 d . . . . .
C5 C 0.3782(3) 0.91026(12) 0.44207(16) 0.0751(8) Uani 1 1 d . . . . .
H5 H 0.316483 0.902720 0.398282 0.090 Uiso 1 1 calc R U . . .
C6 C 0.5117(3) 0.92700(11) 0.44383(15) 0.0736(8) Uani 1 1 d . . . . .
H6 H 0.538736 0.930652 0.401207 0.088 Uiso 1 1 calc R U . . .
C7 C 0.1952(4) 0.88669(13) 0.50311(17) 0.0805(8) Uani 1 1 d . . . . .
C8 C 0.7894(4) 0.96074(15) 0.44623(19) 0.1005(11) Uani 1 1 d . . . . .
H8A H 0.782897 0.928108 0.421296 0.151 Uiso 1 1 calc R U . . .
H8B H 0.885327 0.972368 0.458474 0.151 Uiso 1 1 calc R U . . .
H8C H 0.731665 0.986169 0.416085 0.151 Uiso 1 1 calc R U . . .
C9 C 0.8427(4) 0.96515(16) 0.57787(19) 0.1014(11) Uani 1 1 d . . . . .
H9A H 0.809283 0.993561 0.601496 0.152 Uiso 1 1 calc R U . . .
H9B H 0.931265 0.974400 0.568586 0.152 Uiso 1 1 calc R U . . .
H9C H 0.854603 0.934822 0.607900 0.152 Uiso 1 1 calc R U . . .
C10 C -0.1586(3) 0.74849(12) 0.51303(14) 0.0645(7) Uani 1 1 d . . . . .
C11 C -0.2274(3) 0.79501(12) 0.51964(15) 0.0683(7) Uani 1 1 d . . . . .
H11 H -0.178302 0.826289 0.522898 0.082 Uiso 1 1 calc R U . . .
C12 C -0.3661(3) 0.79553(10) 0.52142(14) 0.0645(7) Uani 1 1 d . . . . .
H12 H -0.410012 0.826902 0.526566 0.077 Uiso 1 1 calc R U . . .
C13 C -0.4413(3) 0.74901(10) 0.51553(14) 0.0606(6) Uani 1 1 d . . . . .
C14 C -0.3736(3) 0.70277(11) 0.50965(14) 0.0655(7) Uani 1 1 d . . . . .
H14 H -0.422688 0.671514 0.506662 0.079 Uiso 1 1 calc R U . . .
C15 C -0.2348(3) 0.70231(12) 0.50817(15) 0.0705(7) Uani 1 1 d . . . . .
H15 H -0.190952 0.670766 0.503862 0.085 Uiso 1 1 calc R U . . .
C16 C -0.5869(3) 0.74949(13) 0.51519(18) 0.0800(9) Uani 1 1 d . . . . .
C17 C 0.6036(3) 0.56049(10) 0.49785(14) 0.0650(7) Uani 1 1 d . . . . .
C18 C 0.5011(3) 0.56984(11) 0.43318(15) 0.0698(7) Uani 1 1 d . . . . .
H18 H 0.523685 0.565135 0.389579 0.084 Uiso 1 1 calc R U . . .
C19 C 0.3691(3) 0.58574(12) 0.43468(16) 0.0757(8) Uani 1 1 d . . . . .
H19 H 0.303593 0.592196 0.391692 0.091 Uiso 1 1 calc R U . . .
C20 C 0.3299(3) 0.59257(11) 0.49814(18) 0.0757(8) Uani 1 1 d . . . . .
C21 C 0.4298(4) 0.58155(11) 0.56188(17) 0.0792(8) Uani 1 1 d . . . . .
H21 H 0.405449 0.584860 0.605257 0.095 Uiso 1 1 calc R U . . .
C22 C 0.5624(4) 0.56603(11) 0.56133(16) 0.0762(8) Uani 1 1 d . . . . .
H22 H 0.626809 0.558979 0.604489 0.091 Uiso 1 1 calc R U . . .
C23 C 0.1931(4) 0.61110(14) 0.4997(2) 0.0935(10) Uani 1 1 d . . . . .
C24 C 0.8440(4) 0.53969(16) 0.56363(19) 0.1056(12) Uani 1 1 d . . . . .
H24A H 0.850509 0.570517 0.592438 0.158 Uiso 1 1 calc R U . . .
H24B H 0.933221 0.532984 0.553436 0.158 Uiso 1 1 calc R U . . .
H24C H 0.818370 0.510597 0.589005 0.158 Uiso 1 1 calc R U . . .
C25 C 0.7819(4) 0.53842(15) 0.43217(18) 0.0933(10) Uani 1 1 d . . . . .
H25A H 0.722684 0.512504 0.403832 0.140 Uiso 1 1 calc R U . . .
H25B H 0.877651 0.526550 0.443858 0.140 Uiso 1 1 calc R U . . .
H25C H 0.774807 0.570351 0.405605 0.140 Uiso 1 1 calc R U . . .
C26 C 0.1453(3) 0.69146(10) 0.76111(14) 0.0650(7) Uani 1 1 d . . . . .
C27 C 0.2464(3) 0.68030(11) 0.82417(15) 0.0752(8) Uani 1 1 d . . . . .
H27 H 0.223164 0.683841 0.867798 0.090 Uiso 1 1 calc R U . . .
C28 C 0.3790(4) 0.66424(12) 0.82324(17) 0.0827(9) Uani 1 1 d . . . . .
H28 H 0.443734 0.656743 0.866117 0.099 Uiso 1 1 calc R U . . .
C29 C 0.4181(3) 0.65900(12) 0.75928(18) 0.0780(8) Uani 1 1 d . . . . .
C30 C 0.3207(4) 0.67183(11) 0.69645(17) 0.0770(8) Uani 1 1 d . . . . .
H30 H 0.346360 0.669773 0.653292 0.092 Uiso 1 1 calc R U . . .
C31 C 0.1884(3) 0.68737(11) 0.69652(15) 0.0747(8) Uani 1 1 d . . . . .
H31 H 0.125077 0.695461 0.653423 0.090 Uiso 1 1 calc R U . . .
C32 C 0.5556(4) 0.64074(15) 0.7584(2) 0.0953(10) Uani 1 1 d . . . . .
C33 C -0.0945(4) 0.71379(16) 0.69568(18) 0.1026(11) Uani 1 1 d . . . . .
H33A H -0.067132 0.742359 0.670012 0.154 Uiso 1 1 calc R U . . .
H33B H -0.182498 0.721734 0.706555 0.154 Uiso 1 1 calc R U . . .
H33C H -0.104661 0.682880 0.666820 0.154 Uiso 1 1 calc R U . . .
C34 C -0.0287(4) 0.71304(16) 0.82753(19) 0.1021(11) Uani 1 1 d . . . . .
H34A H -0.023347 0.680469 0.852542 0.153 Uiso 1 1 calc R U . . .
H34B H -0.123342 0.725996 0.817413 0.153 Uiso 1 1 calc R U . . .
H34C H 0.033541 0.737764 0.856653 0.153 Uiso 1 1 calc R U . . .
C35 C 0.9115(3) 0.50428(12) 0.74602(13) 0.0643(7) Uani 1 1 d . . . . .
C36 C 0.9806(3) 0.45718(12) 0.74159(15) 0.0697(7) Uani 1 1 d . . . . .
H36 H 0.931491 0.425908 0.738085 0.084 Uiso 1 1 calc R U . . .
C37 C 1.1206(3) 0.45709(11) 0.74240(14) 0.0655(7) Uani 1 1 d . . . . .
H37 H 1.165990 0.425530 0.740354 0.079 Uiso 1 1 calc R U . . .
C38 C 1.1955(3) 0.50313(10) 0.74623(13) 0.0590(6) Uani 1 1 d . . . . .
C39 C 1.1263(3) 0.54981(11) 0.74988(15) 0.0671(7) Uani 1 1 d . . . . .
H39 H 1.175463 0.581056 0.752834 0.081 Uiso 1 1 calc R U . . .
C40 C 0.9866(3) 0.55038(12) 0.74919(15) 0.0694(7) Uani 1 1 d . . . . .
H40 H 0.941514 0.582049 0.750877 0.083 Uiso 1 1 calc R U . . .
C41 C 1.3418(3) 0.50265(13) 0.74848(17) 0.0784(8) Uani 1 1 d . . . . .
C42 C 0.1463(3) 0.31367(10) 0.74217(15) 0.0632(7) Uani 1 1 d . . . . .
C43 C 0.1950(3) 0.32065(11) 0.67988(15) 0.0706(7) Uani 1 1 d . . . . .
H43 H 0.134681 0.314305 0.635300 0.085 Uiso 1 1 calc R U . . .
C44 C 0.3293(3) 0.33656(11) 0.68416(15) 0.0704(7) Uani 1 1 d . . . . .
H44 H 0.359207 0.340381 0.642347 0.084 Uiso 1 1 calc R U . . .
C45 C 0.4219(3) 0.34712(11) 0.74893(15) 0.0674(7) Uani 1 1 d . . . . .
C46 C 0.3764(3) 0.33947(11) 0.81135(15) 0.0710(7) Uani 1 1 d . . . . .
H46 H 0.437738 0.345794 0.855671 0.085 Uiso 1 1 calc R U . . .
C47 C 0.2424(3) 0.32275(11) 0.80778(15) 0.0704(7) Uani 1 1 d . . . . .
H47 H 0.214630 0.317314 0.849905 0.084 Uiso 1 1 calc R U . . .
C48 C 0.5613(3) 0.36534(13) 0.75214(17) 0.0790(8) Uani 1 1 d . . . . .
C49 C -0.0393(4) 0.29089(15) 0.8012(2) 0.0974(11) Uani 1 1 d . . . . .
H49A H 0.014803 0.263788 0.829603 0.146 Uiso 1 1 calc R U . . .
H49B H -0.136553 0.280872 0.787689 0.146 Uiso 1 1 calc R U . . .
H49C H -0.029516 0.322533 0.828557 0.146 Uiso 1 1 calc R U . . .
C50 C -0.0889(4) 0.29079(16) 0.6699(2) 0.1043(12) Uani 1 1 d . . . . .
H50A H -0.087603 0.320182 0.639282 0.156 Uiso 1 1 calc R U . . .
H50B H -0.181500 0.286756 0.677229 0.156 Uiso 1 1 calc R U . . .
H50C H -0.063726 0.259880 0.647925 0.156 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
N1 C1 1.356(4) . ?
N1 C8 1.448(4) . ?
N1 C9 1.451(4) . ?
N2 C7 1.140(4) . ?
N3 C10 1.362(3) . ?
N3 H3E 0.8600 . ?
N3 H3D 0.8600 . ?
N4 C16 1.142(4) . ?
N5 C17 1.365(4) . ?
N5 C25 1.441(4) . ?
N5 C24 1.452(4) . ?
N6 C23 1.141(4) . ?
N7 C26 1.359(4) . ?
N7 C34 1.443(4) . ?
N7 C33 1.445(4) . ?
N8 C32 1.135(4) . ?
N9 C35 1.369(3) . ?
N9 H9E 0.8600 . ?
N9 H9D 0.8600 . ?
N10 C41 1.144(4) . ?
N11 C42 1.366(4) . ?
N11 C49 1.442(4) . ?
N11 C50 1.445(4) . ?
N12 C48 1.138(4) . ?
C1 C2 1.400(4) . ?
C1 C6 1.406(4) . ?
C2 C3 1.370(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(4) . ?
C4 C7 1.429(4) . ?
C5 C6 1.371(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C15 1.392(4) . ?
C10 C11 1.393(4) . ?
C11 C12 1.372(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.393(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(4) . ?
C13 C16 1.428(4) . ?
C14 C15 1.370(4) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 C22 1.390(4) . ?
C17 C18 1.416(4) . ?
C18 C19 1.365(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.384(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.399(4) . ?
C20 C23 1.431(5) . ?
C21 C22 1.364(4) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.396(4) . ?
C26 C31 1.416(4) . ?
C27 C28 1.370(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.388(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.385(4) . ?
C29 C32 1.434(5) . ?
C30 C31 1.359(4) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C40 1.387(4) . ?
C35 C36 1.399(4) . ?
C36 C37 1.370(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.384(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.387(4) . ?
C38 C41 1.426(4) . ?
C39 C40 1.368(4) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C42 C47 1.398(4) . ?
C42 C43 1.412(4) . ?
C43 C44 1.363(4) . ?
C43 H43 0.9300 . ?
C44 C45 1.378(4) . ?
C44 H44 0.9300 . ?
C45 C46 1.399(4) . ?
C45 C48 1.433(4) . ?
C46 C47 1.370(4) . ?
C46 H46 0.9300 . ?
C47 H47 0.9300 . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C8 121.8(3) . . ?
C1 N1 C9 121.5(3) . . ?
C8 N1 C9 116.6(3) . . ?
C10 N3 H3E 120.0 . . ?
C10 N3 H3D 120.0 . . ?
H3E N3 H3D 120.0 . . ?
C17 N5 C25 123.2(3) . . ?
C17 N5 C24 120.4(3) . . ?
C25 N5 C24 116.4(3) . . ?
C26 N7 C34 121.2(3) . . ?
C26 N7 C33 121.6(3) . . ?
C34 N7 C33 117.3(3) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 121.4(3) . . ?
C42 N11 C50 121.7(3) . . ?
C49 N11 C50 116.9(3) . . ?
N1 C1 C2 121.7(3) . . ?
N1 C1 C6 121.2(3) . . ?
C2 C1 C6 117.0(3) . . ?
C3 C2 C1 121.4(3) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C4 120.9(3) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 118.2(3) . . ?
C5 C4 C7 121.7(3) . . ?
C3 C4 C7 120.1(3) . . ?
C6 C5 C4 121.2(3) . . ?
C6 C5 H5 119.4 . . ?
C4 C5 H5 119.4 . . ?
C5 C6 C1 121.2(3) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
N2 C7 C4 179.1(4) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 120.8(3) . . ?
N3 C10 C11 121.1(3) . . ?
C15 C10 C11 118.1(3) . . ?
C12 C11 C10 121.2(3) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 119.9(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 C16 120.7(3) . . ?
C12 C13 C16 120.2(3) . . ?
C15 C14 C13 120.8(3) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
N4 C16 C13 179.4(4) . . ?
N5 C17 C22 121.9(3) . . ?
N5 C17 C18 120.6(3) . . ?
C22 C17 C18 117.5(3) . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18 119.9 . . ?
C17 C18 H18 119.9 . . ?
C18 C19 C20 122.1(3) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C19 C20 C21 117.7(3) . . ?
C19 C20 C23 122.0(3) . . ?
C21 C20 C23 120.3(3) . . ?
C22 C21 C20 121.0(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C17 121.6(3) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N6 C23 C20 179.4(5) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.8(3) . . ?
N7 C26 C31 121.4(3) . . ?
C27 C26 C31 116.7(3) . . ?
C28 C27 C26 121.5(3) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 121.0(3) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C30 C29 C28 118.2(3) . . ?
C30 C29 C32 121.0(3) . . ?
C28 C29 C32 120.8(3) . . ?
C31 C30 C29 121.4(3) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C30 C31 C26 121.1(3) . . ?
C30 C31 H31 119.4 . . ?
C26 C31 H31 119.4 . . ?
N8 C32 C29 179.4(5) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.9(3) . . ?
N9 C35 C36 120.4(3) . . ?
C40 C35 C36 118.6(3) . . ?
C37 C36 C35 120.1(3) . . ?
C37 C36 H36 120.0 . . ?
C35 C36 H36 120.0 . . ?
C36 C37 C38 121.1(3) . . ?
C36 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C37 C38 C39 118.7(2) . . ?
C37 C38 C41 120.8(3) . . ?
C39 C38 C41 120.5(3) . . ?
C40 C39 C38 120.7(3) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C39 C40 C35 120.8(3) . . ?
C39 C40 H40 119.6 . . ?
C35 C40 H40 119.6 . . ?
N10 C41 C38 178.4(4) . . ?
N11 C42 C47 121.9(3) . . ?
N11 C42 C43 121.0(3) . . ?
C47 C42 C43 117.1(3) . . ?
C44 C43 C42 120.9(3) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 121.6(3) . . ?
C43 C44 H44 119.2 . . ?
C45 C44 H44 119.2 . . ?
C44 C45 C46 118.3(3) . . ?
C44 C45 C48 120.7(3) . . ?
C46 C45 C48 120.9(3) . . ?
C47 C46 C45 120.6(3) . . ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C46 C47 C42 121.4(3) . . ?
C46 C47 H47 119.3 . . ?
C42 C47 H47 119.3 . . ?
N12 C48 C45 179.0(4) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

_refine_diff_density_max         0.140
_refine_diff_density_min         -0.162
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_140K
_database_code_depnum_ccdc_archive 'CCDC 1555124'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7661(3)
_cell_length_b                   25.2392(8)
_cell_length_c                   19.0103(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.2740(10)
_cell_angle_gamma                90
_cell_volume                     4541.2(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    140(2)
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      28.19


_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.234
_exptl_crystal_size_min          0.108
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9761
_exptl_absorpt_correction_T_max  0.9920
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      140(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            209426
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.368
_diffrn_reflns_theta_max         28.363
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             11237
_reflns_number_gt                6781
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1361P)²+3.4630P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11237
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1366
_refine_ls_R_factor_gt           0.0888
_refine_ls_wR_factor_ref         0.2896
_refine_ls_wR_factor_gt          0.2262
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 0.7413(2) 0.95348(9) 0.51117(11) 0.0469(5) Uani 1 1 d . . . . .
N2 N 0.0772(3) 0.87264(10) 0.50240(13) 0.0530(6) Uani 1 1 d . . . . .
N3 N -0.0289(2) 0.74743(10) 0.51037(13) 0.0502(6) Uani 1 1 d . . . . .
H3D H 0.012968 0.717102 0.506399 0.060 Uiso 1 1 calc R U . . .
H3E H 0.018740 0.777277 0.513247 0.060 Uiso 1 1 calc R U . . .
N4 N -0.7183(3) 0.75064(11) 0.51347(16) 0.0605(7) Uani 1 1 d . . . . .
N5 N 0.7405(2) 0.54892(9) 0.49744(11) 0.0438(5) Uani 1 1 d . . . . .
N6 N 0.0783(3) 0.62537(10) 0.50015(15) 0.0577(6) Uani 1 1 d . . . . .
N7 N 0.0093(2) 0.70488(9) 0.76023(11) 0.0465(5) Uani 1 1 d . . . . .
N8 N 0.6697(3) 0.62753(11) 0.75627(15) 0.0615(7) Uani 1 1 d . . . . .
N9 N 0.7796(2) 0.50616(10) 0.74577(13) 0.0507(6) Uani 1 1 d . . . . .
H9E H 0.736909 0.536633 0.747805 0.061 Uiso 1 1 calc R U . . .
H9D H 0.732117 0.476326 0.743723 0.061 Uiso 1 1 calc R U . . .
N10 N 1.4716(3) 0.50136(11) 0.74810(15) 0.0594(7) Uani 1 1 d . . . . .
N11 N 0.0110(2) 0.30087(9) 0.73801(11) 0.0440(5) Uani 1 1 d . . . . .
N12 N 0.6792(2) 0.38005(10) 0.75311(13) 0.0522(6) Uani 1 1 d . . . . .
C1 C 0.6061(3) 0.93898(9) 0.50884(12) 0.0370(5) Uani 1 1 d . . . . .
C2 C 0.5577(3) 0.93439(9) 0.57314(13) 0.0390(5) Uani 1 1 d . . . . .
H2 H 0.619565 0.942798 0.618723 0.047 Uiso 1 1 calc R U . . .
C3 C 0.4222(3) 0.91789(10) 0.57002(13) 0.0393(5) Uani 1 1 d . . . . .
H3 H 0.391601 0.915269 0.613602 0.047 Uiso 1 1 calc R U . . .
C4 C 0.3286(3) 0.90490(10) 0.50392(13) 0.0393(5) Uani 1 1 d . . . . .
C5 C 0.3739(3) 0.91022(10) 0.43988(13) 0.0412(5) Uani 1 1 d . . . . .
H5 H 0.310922 0.902078 0.394520 0.049 Uiso 1 1 calc R U . . .
C6 C 0.5090(3) 0.92717(10) 0.44209(13) 0.0415(6) Uani 1 1 d . . . . .
H6 H 0.537512 0.930994 0.398059 0.050 Uiso 1 1 calc R U . . .
C7 C 0.1884(3) 0.88668(11) 0.50237(13) 0.0434(6) Uani 1 1 d . . . . .
C8 C 0.7880(3) 0.95951(12) 0.44473(15) 0.0505(7) Uani 1 1 d . . . . .
H8A H 0.774451 0.926033 0.417788 0.076 Uiso 1 1 calc R U . . .
H8B H 0.888307 0.969116 0.456741 0.076 Uiso 1 1 calc R U . . .
H8C H 0.732698 0.987451 0.414847 0.076 Uiso 1 1 calc R U . . .
C9 C 0.8422(3) 0.96462(12) 0.57951(15) 0.0525(7) Uani 1 1 d . . . . .
H9A H 0.814377 0.997090 0.600629 0.079 Uiso 1 1 calc R U . . .
H9B H 0.936413 0.969292 0.570998 0.079 Uiso 1 1 calc R U . . .
H9C H 0.843865 0.934998 0.613040 0.079 Uiso 1 1 calc R U . . .
C10 C -0.1671(2) 0.74819(9) 0.51205(12) 0.0360(5) Uani 1 1 d . . . . .
C11 C -0.2360(3) 0.79615(10) 0.51924(12) 0.0380(5) Uani 1 1 d . . . . .
H11 H -0.185061 0.828534 0.523161 0.046 Uiso 1 1 calc R U . . .
C12 C -0.3764(2) 0.79671(9) 0.52065(12) 0.0361(5) Uani 1 1 d . . . . .
H12 H -0.421459 0.829396 0.525400 0.043 Uiso 1 1 calc R U . . .
C13 C -0.4527(2) 0.74940(9) 0.51514(12) 0.0345(5) Uani 1 1 d . . . . .
C14 C -0.3849(2) 0.70180(9) 0.50903(12) 0.0356(5) Uani 1 1 d . . . . .
H14 H -0.435775 0.669459 0.505872 0.043 Uiso 1 1 calc R U . . .
C15 C -0.2451(2) 0.70107(10) 0.50753(12) 0.0379(5) Uani 1 1 d . . . . .
H15 H -0.200504 0.668172 0.503371 0.045 Uiso 1 1 calc R U . . .
C16 C -0.6008(3) 0.75024(10) 0.51435(14) 0.0411(6) Uani 1 1 d . . . . .
C17 C 0.6041(3) 0.56044(9) 0.49772(12) 0.0361(5) Uani 1 1 d . . . . .
C18 C 0.4999(3) 0.56932(9) 0.43187(12) 0.0379(5) Uani 1 1 d . . . . .
H18 H 0.523229 0.564315 0.386671 0.045 Uiso 1 1 calc R U . . .
C19 C 0.3660(3) 0.58506(10) 0.43311(13) 0.0409(5) Uani 1 1 d . . . . .
H19 H 0.298437 0.591471 0.388606 0.049 Uiso 1 1 calc R U . . .
C20 C 0.3270(3) 0.59187(10) 0.49877(14) 0.0411(5) Uani 1 1 d . . . . .
C21 C 0.4272(3) 0.58042(10) 0.56368(13) 0.0421(6) Uani 1 1 d . . . . .
H21 H 0.401392 0.583164 0.608570 0.050 Uiso 1 1 calc R U . . .
C22 C 0.5612(3) 0.56540(10) 0.56321(13) 0.0413(5) Uani 1 1 d . . . . .
H22 H 0.627226 0.558102 0.607947 0.050 Uiso 1 1 calc R U . . .
C23 C 0.1882(3) 0.61017(11) 0.49968(14) 0.0462(6) Uani 1 1 d . . . . .
C24 C 0.8459(3) 0.54135(12) 0.56546(15) 0.0511(7) Uani 1 1 d . . . . .
H24A H 0.844327 0.571676 0.597445 0.077 Uiso 1 1 calc R U . . .
H24B H 0.939676 0.538426 0.555816 0.077 Uiso 1 1 calc R U . . .
H24C H 0.824830 0.508855 0.588976 0.077 Uiso 1 1 calc R U . . .
C25 C 0.7837(3) 0.53914(11) 0.43093(14) 0.0458(6) Uani 1 1 d . . . . .
H25A H 0.737250 0.507004 0.407642 0.069 Uiso 1 1 calc R U . . .
H25B H 0.886382 0.534477 0.442140 0.069 Uiso 1 1 calc R U . . .
H25C H 0.756533 0.569340 0.398035 0.069 Uiso 1 1 calc R U . . .
C26 C 0.1440(3) 0.69225(9) 0.75954(12) 0.0369(5) Uani 1 1 d . . . . .
C27 C 0.2479(3) 0.68144(10) 0.82435(13) 0.0434(6) Uani 1 1 d . . . . .
H27 H 0.224302 0.685224 0.869684 0.052 Uiso 1 1 calc R U . . .
C28 C 0.3814(3) 0.66566(10) 0.82322(14) 0.0450(6) Uani 1 1 d . . . . .
H28 H 0.448399 0.658199 0.867567 0.054 Uiso 1 1 calc R U . . .
C29 C 0.4203(3) 0.66039(10) 0.75750(14) 0.0429(6) Uani 1 1 d . . . . .
C30 C 0.3209(3) 0.67342(10) 0.69288(14) 0.0429(6) Uani 1 1 d . . . . .
H30 H 0.347298 0.671644 0.648081 0.051 Uiso 1 1 calc R U . . .
C31 C 0.1868(3) 0.68861(9) 0.69328(13) 0.0413(6) Uani 1 1 d . . . . .
H31 H 0.121223 0.696850 0.648765 0.050 Uiso 1 1 calc R U . . .
C32 C 0.5588(3) 0.64230(12) 0.75615(16) 0.0511(7) Uani 1 1 d . . . . .
C33 C -0.0973(3) 0.71309(12) 0.69323(15) 0.0517(7) Uani 1 1 d . . . . .
H33A H -0.078703 0.746492 0.670984 0.078 Uiso 1 1 calc R U . . .
H33B H -0.190747 0.714588 0.703491 0.078 Uiso 1 1 calc R U . . .
H33C H -0.094579 0.683741 0.659842 0.078 Uiso 1 1 calc R U . . .
C34 C -0.0301(3) 0.71258(12) 0.82847(15) 0.0526(7) Uani 1 1 d . . . . .
H34A H -0.010371 0.680144 0.857554 0.079 Uiso 1 1 calc R U . . .
H34B H -0.131090 0.720818 0.818634 0.079 Uiso 1 1 calc R U . . .
H34C H 0.024685 0.741962 0.855211 0.079 Uiso 1 1 calc R U . . .
C35 C 0.9189(2) 0.50518(10) 0.74578(12) 0.0360(5) Uani 1 1 d . . . . .
C36 C 0.9884(3) 0.45705(10) 0.74147(13) 0.0387(5) Uani 1 1 d . . . . .
H36 H 0.937563 0.424696 0.738202 0.046 Uiso 1 1 calc R U . . .
C37 C 1.1296(2) 0.45625(9) 0.74191(12) 0.0361(5) Uani 1 1 d . . . . .
H37 H 1.175449 0.423337 0.739642 0.043 Uiso 1 1 calc R U . . .
C38 C 1.2056(2) 0.50322(9) 0.74566(12) 0.0333(5) Uani 1 1 d . . . . .
C39 C 1.1369(2) 0.55139(9) 0.74905(12) 0.0372(5) Uani 1 1 d . . . . .
H39 H 1.187750 0.583689 0.751406 0.045 Uiso 1 1 calc R U . . .
C40 C 0.9961(3) 0.55228(10) 0.74901(12) 0.0392(5) Uani 1 1 d . . . . .
H40 H 0.950541 0.585288 0.751202 0.047 Uiso 1 1 calc R U . . .
C41 C 1.3539(3) 0.50234(10) 0.74771(13) 0.0401(5) Uani 1 1 d . . . . .
C42 C 0.1481(2) 0.31396(9) 0.74227(13) 0.0357(5) Uani 1 1 d . . . . .
C43 C 0.1980(3) 0.32036(10) 0.67858(13) 0.0398(5) Uani 1 1 d . . . . .
H43 H 0.136195 0.313524 0.632422 0.048 Uiso 1 1 calc R U . . .
C44 C 0.3338(3) 0.33626(9) 0.68285(13) 0.0398(5) Uani 1 1 d . . . . .
H44 H 0.364629 0.340109 0.639483 0.048 Uiso 1 1 calc R U . . .
C45 C 0.4279(3) 0.34694(9) 0.74948(13) 0.0376(5) Uani 1 1 d . . . . .
C46 C 0.3815(3) 0.33941(10) 0.81334(13) 0.0395(5) Uani 1 1 d . . . . .
H46 H 0.444484 0.345789 0.859288 0.047 Uiso 1 1 calc R U . . .
C47 C 0.2458(3) 0.32291(10) 0.80963(13) 0.0397(5) Uani 1 1 d . . . . .
H47 H 0.217062 0.317403 0.853292 0.048 Uiso 1 1 calc R U . . .
C48 C 0.5680(3) 0.36532(10) 0.75245(13) 0.0421(6) Uani 1 1 d . . . . .
C49 C -0.0383(3) 0.29230(11) 0.80314(15) 0.0471(6) Uani 1 1 d . . . . .
H49A H 0.012462 0.262260 0.830276 0.071 Uiso 1 1 calc R U . . .
H49B H -0.139797 0.284675 0.789667 0.071 Uiso 1 1 calc R U . . .
H49C H -0.020790 0.324177 0.833476 0.071 Uiso 1 1 calc R U . . .
C50 C -0.0890(3) 0.29238(12) 0.66831(15) 0.0521(7) Uani 1 1 d . . . . .
H50A H -0.084986 0.322371 0.636139 0.078 Uiso 1 1 calc R U . . .
H50B H -0.184669 0.289366 0.675509 0.078 Uiso 1 1 calc R U . . .
H50C H -0.064721 0.259685 0.646346 0.078 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
N1 C1 1.361(3) . ?
N1 C9 1.451(3) . ?
N1 C8 1.453(3) . ?
N2 C7 1.142(3) . ?
N3 C10 1.357(3) . ?
N3 H3D 0.8800 . ?
N3 H3E 0.8800 . ?
N4 C16 1.144(3) . ?
N5 C17 1.364(3) . ?
N5 C25 1.449(3) . ?
N5 C24 1.453(3) . ?
N6 C23 1.142(3) . ?
N7 C26 1.357(3) . ?
N7 C33 1.447(3) . ?
N7 C34 1.454(3) . ?
N8 C32 1.145(4) . ?
N9 C35 1.361(3) . ?
N9 H9E 0.8800 . ?
N9 H9D 0.8800 . ?
N10 C41 1.147(3) . ?
N11 C42 1.362(3) . ?
N11 C49 1.451(3) . ?
N11 C50 1.455(3) . ?
N12 C48 1.145(3) . ?
C1 C6 1.416(3) . ?
C1 C2 1.420(3) . ?
C2 C3 1.374(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.399(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.400(3) . ?
C4 C7 1.438(4) . ?
C5 C6 1.378(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.404(3) . ?
C10 C11 1.408(3) . ?
C11 C12 1.378(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.398(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(3) . ?
C13 C16 1.442(3) . ?
C14 C15 1.372(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C22 1.414(3) . ?
C17 C18 1.423(3) . ?
C18 C19 1.372(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.403(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.403(4) . ?
C20 C23 1.437(4) . ?
C21 C22 1.365(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.416(3) . ?
C26 C31 1.424(3) . ?
C27 C28 1.369(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.399(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.404(4) . ?
C29 C32 1.433(4) . ?
C30 C31 1.366(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
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 C40 1.401(3) . ?
C35 C36 1.404(3) . ?
C36 C37 1.376(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.392(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.398(3) . ?
C38 C41 1.439(3) . ?
C39 C40 1.375(3) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C47 1.414(3) . ?
C42 C43 1.421(3) . ?
C43 C44 1.369(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.396(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.409(3) . ?
C45 C48 1.432(3) . ?
C46 C47 1.374(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 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
C1 N1 C9 121.4(2) . . ?
C1 N1 C8 120.7(2) . . ?
C9 N1 C8 118.0(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 122.3(2) . . ?
C17 N5 C24 120.2(2) . . ?
C25 N5 C24 117.3(2) . . ?
C26 N7 C33 120.9(2) . . ?
C26 N7 C34 120.7(2) . . ?
C33 N7 C34 118.4(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C49 120.9(2) . . ?
C42 N11 C50 121.3(2) . . ?
C49 N11 C50 117.7(2) . . ?
N1 C1 C6 121.1(2) . . ?
N1 C1 C2 121.3(2) . . ?
C6 C1 C2 117.6(2) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C2 C3 C4 121.3(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.8(2) . . ?
C3 C4 C7 120.1(2) . . ?
C5 C4 C7 121.1(2) . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 121.2(2) . . ?
C5 C6 H6 119.4 . . ?
C1 C6 H6 119.4 . . ?
N2 C7 C4 178.7(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 121.0(2) . . ?
N3 C10 C11 121.1(2) . . ?
C15 C10 C11 118.0(2) . . ?
C12 C11 C10 120.8(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.3(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 C16 120.6(2) . . ?
C12 C13 C16 120.2(2) . . ?
C15 C14 C13 120.7(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C10 121.0(2) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
N4 C16 C13 179.6(3) . . ?
N5 C17 C22 121.6(2) . . ?
N5 C17 C18 121.1(2) . . ?
C22 C17 C18 117.3(2) . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.3(2) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C21 118.3(2) . . ?
C19 C20 C23 121.0(2) . . ?
C21 C20 C23 120.7(2) . . ?
C22 C21 C20 120.9(2) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C17 121.6(2) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N6 C23 C20 179.1(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.7(2) . . ?
N7 C26 C31 121.4(2) . . ?
C27 C26 C31 117.0(2) . . ?
C28 C27 C26 121.5(2) . . ?
C28 C27 H27 119.2 . . ?
C26 C27 H27 119.2 . . ?
C27 C28 C29 120.8(2) . . ?
C27 C28 H28 119.6 . . ?
C29 C28 H28 119.6 . . ?
C28 C29 C30 118.5(2) . . ?
C28 C29 C32 120.8(2) . . ?
C30 C29 C32 120.7(2) . . ?
C31 C30 C29 121.2(2) . . ?
C31 C30 H30 119.4 . . ?
C29 C30 H30 119.4 . . ?
C30 C31 C26 120.9(2) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
N8 C32 C29 178.8(3) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.8(2) . . ?
N9 C35 C36 120.9(2) . . ?
C40 C35 C36 118.3(2) . . ?
C37 C36 C35 120.7(2) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C36 C37 C38 120.6(2) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C37 C38 C39 119.1(2) . . ?
C37 C38 C41 120.6(2) . . ?
C39 C38 C41 120.3(2) . . ?
C40 C39 C38 120.4(2) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C39 C40 C35 120.9(2) . . ?
C39 C40 H40 119.6 . . ?
C35 C40 H40 119.6 . . ?
N10 C41 C38 178.8(3) . . ?
N11 C42 C47 121.8(2) . . ?
N11 C42 C43 121.0(2) . . ?
C47 C42 C43 117.2(2) . . ?
C44 C43 C42 120.9(2) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C43 C44 C45 121.5(2) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C46 118.4(2) . . ?
C44 C45 C48 120.5(2) . . ?
C46 C45 C48 121.1(2) . . ?
C47 C46 C45 120.5(2) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C46 C47 C42 121.5(2) . . ?
C46 C47 H47 119.3 . . ?
C42 C47 H47 119.3 . . ?
N12 C48 C45 178.4(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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
C9 N1 C1 C6 -178.8(2) . . . . ?
C8 N1 C1 C6 2.7(4) . . . . ?
C9 N1 C1 C2 0.3(4) . . . . ?
C8 N1 C1 C2 -178.2(2) . . . . ?
N1 C1 C2 C3 -177.7(2) . . . . ?
C6 C1 C2 C3 1.4(3) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
C2 C3 C4 C5 -1.6(4) . . . . ?
C2 C3 C4 C7 178.7(2) . . . . ?
C3 C4 C5 C6 1.0(4) . . . . ?
C7 C4 C5 C6 -179.3(2) . . . . ?
C4 C5 C6 C1 0.8(4) . . . . ?
N1 C1 C6 C5 177.1(2) . . . . ?
C2 C1 C6 C5 -2.0(4) . . . . ?
N3 C10 C11 C12 179.8(2) . . . . ?
C15 C10 C11 C12 -1.0(3) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C11 C12 C13 C16 -178.1(2) . . . . ?
C12 C13 C14 C15 -0.8(3) . . . . ?
C16 C13 C14 C15 178.0(2) . . . . ?
C13 C14 C15 C10 0.0(4) . . . . ?
N3 C10 C15 C14 -179.8(2) . . . . ?
C11 C10 C15 C14 0.9(3) . . . . ?
C25 N5 C17 C22 174.5(2) . . . . ?
C24 N5 C17 C22 0.0(4) . . . . ?
C25 N5 C17 C18 -7.2(4) . . . . ?
C24 N5 C17 C18 178.4(2) . . . . ?
N5 C17 C18 C19 -174.7(2) . . . . ?
C22 C17 C18 C19 3.7(3) . . . . ?
C17 C18 C19 C20 -1.2(4) . . . . ?
C18 C19 C20 C21 -2.1(4) . . . . ?
C18 C19 C20 C23 177.8(2) . . . . ?
C19 C20 C21 C22 3.0(4) . . . . ?
C23 C20 C21 C22 -176.9(2) . . . . ?
C20 C21 C22 C17 -0.4(4) . . . . ?
N5 C17 C22 C21 175.5(2) . . . . ?
C18 C17 C22 C21 -2.9(4) . . . . ?
C33 N7 C26 C27 -176.7(2) . . . . ?
C34 N7 C26 C27 5.8(4) . . . . ?
C33 N7 C26 C31 2.4(4) . . . . ?
C34 N7 C26 C31 -175.1(2) . . . . ?
N7 C26 C27 C28 176.1(2) . . . . ?
C31 C26 C27 C28 -3.1(4) . . . . ?
C26 C27 C28 C29 0.9(4) . . . . ?
C27 C28 C29 C30 2.2(4) . . . . ?
C27 C28 C29 C32 -178.1(2) . . . . ?
C28 C29 C30 C31 -3.0(4) . . . . ?
C32 C29 C30 C31 177.3(2) . . . . ?
C29 C30 C31 C26 0.7(4) . . . . ?
N7 C26 C31 C30 -176.9(2) . . . . ?
C27 C26 C31 C30 2.3(4) . . . . ?
N9 C35 C36 C37 -179.6(2) . . . . ?
C40 C35 C36 C37 1.3(3) . . . . ?
C35 C36 C37 C38 -0.9(4) . . . . ?
C36 C37 C38 C39 0.1(3) . . . . ?
C36 C37 C38 C41 178.7(2) . . . . ?
C37 C38 C39 C40 0.3(3) . . . . ?
C41 C38 C39 C40 -178.3(2) . . . . ?
C38 C39 C40 C35 0.2(4) . . . . ?
N9 C35 C40 C39 180.0(2) . . . . ?
C36 C35 C40 C39 -1.0(3) . . . . ?
C49 N11 C42 C47 -3.9(4) . . . . ?
C50 N11 C42 C47 179.2(2) . . . . ?
C49 N11 C42 C43 177.5(2) . . . . ?
C50 N11 C42 C43 0.7(4) . . . . ?
N11 C42 C43 C44 176.5(2) . . . . ?
C47 C42 C43 C44 -2.1(3) . . . . ?
C42 C43 C44 C45 -0.3(4) . . . . ?
C43 C44 C45 C46 1.9(4) . . . . ?
C43 C44 C45 C48 -177.8(2) . . . . ?
C44 C45 C46 C47 -1.2(4) . . . . ?
C48 C45 C46 C47 178.5(2) . . . . ?
C45 C46 C47 C42 -1.2(4) . . . . ?
N11 C42 C47 C46 -175.8(2) . . . . ?
C43 C42 C47 C46 2.8(4) . . . . ?

_refine_diff_density_max         0.390
_refine_diff_density_min         -0.421
_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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_100K
_database_code_depnum_ccdc_archive 'CCDC 1555123'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7654(4)
_cell_length_b                   25.1269(11)
_cell_length_c                   18.9626(8)
_cell_angle_alpha                90
_cell_angle_beta                 104.1990(10)
_cell_angle_gamma                90
_cell_volume                     4510.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9758
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      28.25

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.325
_exptl_crystal_size_mid          0.232
_exptl_crystal_size_min          0.106
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9761
_exptl_absorpt_correction_T_max  0.9921
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            178039
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_av_R_equivalents  0.0952
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.372
_diffrn_reflns_theta_max         28.339
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             11176
_reflns_number_gt                7136
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1344P)²+4.7167P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11176
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1321
_refine_ls_R_factor_gt           0.0886
_refine_ls_wR_factor_ref         0.2833
_refine_ls_wR_factor_gt          0.2249
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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 0.7441(2) 0.95281(9) 0.51179(11) 0.0366(5) Uani 1 1 d . . . . .
N2 N 0.0781(2) 0.87297(10) 0.50237(12) 0.0411(5) Uani 1 1 d . . . . .
N3 N -0.0279(2) 0.74745(9) 0.51030(12) 0.0386(5) Uani 1 1 d . . . . .
H3D H 0.013909 0.716981 0.506225 0.046 Uiso 1 1 calc R U . . .
H3E H 0.019796 0.777417 0.513211 0.046 Uiso 1 1 calc R U . . .
N4 N -0.7177(3) 0.75090(10) 0.51351(15) 0.0473(6) Uani 1 1 d . . . . .
N5 N 0.7438(2) 0.54970(9) 0.49728(11) 0.0342(5) Uani 1 1 d . . . . .
N6 N 0.0802(2) 0.62491(10) 0.50057(14) 0.0449(6) Uani 1 1 d . . . . .
N7 N 0.0061(2) 0.70374(9) 0.76029(11) 0.0367(5) Uani 1 1 d . . . . .
N8 N 0.6682(3) 0.62754(10) 0.75691(14) 0.0470(6) Uani 1 1 d . . . . .
N9 N 0.7784(2) 0.50612(9) 0.74559(12) 0.0395(5) Uani 1 1 d . . . . .
H9E H 0.736136 0.536761 0.748047 0.047 Uiso 1 1 calc R U . . .
H9D H 0.730525 0.476221 0.743136 0.047 Uiso 1 1 calc R U . . .
N10 N 1.4708(2) 0.50030(10) 0.74775(13) 0.0451(6) Uani 1 1 d . . . . .
N11 N 0.0086(2) 0.30126(9) 0.73791(11) 0.0340(5) Uani 1 1 d . . . . .
N12 N 0.6785(2) 0.37941(9) 0.75299(12) 0.0405(5) Uani 1 1 d . . . . .
C1 C 0.6083(3) 0.93901(9) 0.50920(12) 0.0293(5) Uani 1 1 d . . . . .
C2 C 0.5587(3) 0.93470(9) 0.57363(12) 0.0312(5) Uani 1 1 d . . . . .
H2 H 0.620215 0.943265 0.619329 0.037 Uiso 1 1 calc R U . . .
C3 C 0.4232(3) 0.91833(10) 0.57054(13) 0.0318(5) Uani 1 1 d . . . . .
H3 H 0.392276 0.915815 0.614185 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3296(3) 0.90528(10) 0.50409(13) 0.0318(5) Uani 1 1 d . . . . .
C5 C 0.3755(3) 0.91076(10) 0.43976(13) 0.0331(5) Uani 1 1 d . . . . .
H5 H 0.312577 0.902898 0.394191 0.040 Uiso 1 1 calc R U . . .
C6 C 0.5104(3) 0.92740(10) 0.44234(13) 0.0333(5) Uani 1 1 d . . . . .
H6 H 0.539057 0.931235 0.398208 0.040 Uiso 1 1 calc R U . . .
C7 C 0.1894(3) 0.88709(10) 0.50241(13) 0.0348(5) Uani 1 1 d . . . . .
C8 C 0.7904(3) 0.95902(11) 0.44504(14) 0.0392(6) Uani 1 1 d . . . . .
H8A H 0.774651 0.925703 0.417363 0.059 Uiso 1 1 calc R U . . .
H8B H 0.891203 0.967844 0.456952 0.059 Uiso 1 1 calc R U . . .
H8C H 0.736537 0.987704 0.415796 0.059 Uiso 1 1 calc R U . . .
C9 C 0.8444(3) 0.96410(12) 0.58055(14) 0.0400(6) Uani 1 1 d . . . . .
H9A H 0.819610 0.997898 0.600058 0.060 Uiso 1 1 calc R U . . .
H9B H 0.939720 0.966581 0.572749 0.060 Uiso 1 1 calc R U . . .
H9C H 0.841384 0.935432 0.615177 0.060 Uiso 1 1 calc R U . . .
C10 C -0.1660(2) 0.74823(9) 0.51208(12) 0.0289(5) Uani 1 1 d . . . . .
C11 C -0.2347(2) 0.79651(9) 0.51928(12) 0.0299(5) Uani 1 1 d . . . . .
H11 H -0.183758 0.829020 0.523028 0.036 Uiso 1 1 calc R U . . .
C12 C -0.3753(2) 0.79710(9) 0.52095(12) 0.0286(5) Uani 1 1 d . . . . .
H12 H -0.420137 0.829946 0.525993 0.034 Uiso 1 1 calc R U . . .
C13 C -0.4523(2) 0.74953(9) 0.51526(12) 0.0275(5) Uani 1 1 d . . . . .
C14 C -0.3845(2) 0.70152(9) 0.50907(12) 0.0287(5) Uani 1 1 d . . . . .
H14 H -0.435488 0.669048 0.505921 0.034 Uiso 1 1 calc R U . . .
C15 C -0.2446(2) 0.70080(9) 0.50750(12) 0.0295(5) Uani 1 1 d . . . . .
H15 H -0.200085 0.667742 0.503249 0.035 Uiso 1 1 calc R U . . .
C16 C -0.6001(3) 0.75049(9) 0.51446(13) 0.0318(5) Uani 1 1 d . . . . .
C17 C 0.6070(2) 0.56048(9) 0.49762(12) 0.0282(5) Uani 1 1 d . . . . .
C18 C 0.5026(3) 0.56911(9) 0.43160(12) 0.0298(5) Uani 1 1 d . . . . .
H18 H 0.526002 0.564081 0.386295 0.036 Uiso 1 1 calc R U . . .
C19 C 0.3681(3) 0.58466(10) 0.43286(13) 0.0322(5) Uani 1 1 d . . . . .
H19 H 0.300218 0.590887 0.388311 0.039 Uiso 1 1 calc R U . . .
C20 C 0.3294(3) 0.59148(10) 0.49897(13) 0.0323(5) Uani 1 1 d . . . . .
C21 C 0.4299(3) 0.57986(9) 0.56413(13) 0.0322(5) Uani 1 1 d . . . . .
H21 H 0.403993 0.582306 0.609139 0.039 Uiso 1 1 calc R U . . .
C22 C 0.5641(3) 0.56513(9) 0.56352(13) 0.0329(5) Uani 1 1 d . . . . .
H22 H 0.630274 0.557827 0.608284 0.039 Uiso 1 1 calc R U . . .
C23 C 0.1905(3) 0.60983(11) 0.50004(14) 0.0371(6) Uani 1 1 d . . . . .
C24 C 0.8488(3) 0.54161(11) 0.56559(14) 0.0380(6) Uani 1 1 d . . . . .
H24A H 0.844447 0.571119 0.598757 0.057 Uiso 1 1 calc R U . . .
H24B H 0.943145 0.540205 0.556304 0.057 Uiso 1 1 calc R U . . .
H24C H 0.829548 0.508057 0.587686 0.057 Uiso 1 1 calc R U . . .
C25 C 0.7861(3) 0.53953(10) 0.43031(13) 0.0352(5) Uani 1 1 d . . . . .
H25A H 0.744012 0.506036 0.408890 0.053 Uiso 1 1 calc R U . . .
H25B H 0.889279 0.536957 0.440799 0.053 Uiso 1 1 calc R U . . .
H25C H 0.753633 0.568729 0.396029 0.053 Uiso 1 1 calc R U . . .
C26 C 0.1417(3) 0.69190(9) 0.75954(12) 0.0293(5) Uani 1 1 d . . . . .
C27 C 0.2453(3) 0.68156(9) 0.82487(13) 0.0336(5) Uani 1 1 d . . . . .
H27 H 0.221477 0.685575 0.870233 0.040 Uiso 1 1 calc R U . . .
C28 C 0.3794(3) 0.66586(10) 0.82373(13) 0.0356(5) Uani 1 1 d . . . . .
H28 H 0.446371 0.658597 0.868227 0.043 Uiso 1 1 calc R U . . .
C29 C 0.4188(3) 0.66039(10) 0.75774(13) 0.0340(5) Uani 1 1 d . . . . .
C30 C 0.3191(3) 0.67325(10) 0.69267(14) 0.0346(5) Uani 1 1 d . . . . .
H30 H 0.345632 0.671429 0.647766 0.042 Uiso 1 1 calc R U . . .
C31 C 0.1843(3) 0.68836(9) 0.69314(13) 0.0330(5) Uani 1 1 d . . . . .
H31 H 0.118573 0.696555 0.648570 0.040 Uiso 1 1 calc R U . . .
C32 C 0.5573(3) 0.64232(11) 0.75666(15) 0.0396(6) Uani 1 1 d . . . . .
C33 C -0.0997(3) 0.71210(11) 0.69270(14) 0.0394(6) Uani 1 1 d . . . . .
H33A H -0.081555 0.745951 0.670998 0.059 Uiso 1 1 calc R U . . .
H33B H -0.193702 0.713024 0.702482 0.059 Uiso 1 1 calc R U . . .
H33C H -0.095449 0.682953 0.658961 0.059 Uiso 1 1 calc R U . . .
C34 C -0.0336(3) 0.71186(11) 0.82869(14) 0.0407(6) Uani 1 1 d . . . . .
H34A H -0.010405 0.679937 0.858958 0.061 Uiso 1 1 calc R U . . .
H34B H -0.135282 0.718733 0.818838 0.061 Uiso 1 1 calc R U . . .
H34C H 0.018327 0.742389 0.854323 0.061 Uiso 1 1 calc R U . . .
C35 C 0.9177(2) 0.50499(9) 0.74559(12) 0.0284(5) Uani 1 1 d . . . . .
C36 C 0.9868(2) 0.45626(9) 0.74092(12) 0.0300(5) Uani 1 1 d . . . . .
H36 H 0.935531 0.423828 0.737360 0.036 Uiso 1 1 calc R U . . .
C37 C 1.1284(2) 0.45543(9) 0.74149(12) 0.0291(5) Uani 1 1 d . . . . .
H37 H 1.174188 0.422365 0.739004 0.035 Uiso 1 1 calc R U . . .
C38 C 1.2047(2) 0.50262(9) 0.74567(12) 0.0263(5) Uani 1 1 d . . . . .
C39 C 1.1369(2) 0.55124(9) 0.74954(12) 0.0294(5) Uani 1 1 d . . . . .
H39 H 1.188254 0.583598 0.752221 0.035 Uiso 1 1 calc R U . . .
C40 C 0.9959(2) 0.55222(10) 0.74946(12) 0.0304(5) Uani 1 1 d . . . . .
H40 H 0.950878 0.585408 0.752079 0.037 Uiso 1 1 calc R U . . .
C41 C 1.3530(3) 0.50145(9) 0.74757(13) 0.0314(5) Uani 1 1 d . . . . .
C42 C 0.1464(2) 0.31355(9) 0.74209(12) 0.0283(5) Uani 1 1 d . . . . .
C43 C 0.1967(3) 0.31961(9) 0.67813(12) 0.0313(5) Uani 1 1 d . . . . .
H43 H 0.135075 0.312666 0.631881 0.038 Uiso 1 1 calc R U . . .
C44 C 0.3326(3) 0.33531(9) 0.68248(13) 0.0318(5) Uani 1 1 d . . . . .
H44 H 0.363776 0.338972 0.639049 0.038 Uiso 1 1 calc R U . . .
C45 C 0.4266(2) 0.34609(9) 0.74933(13) 0.0299(5) Uani 1 1 d . . . . .
C46 C 0.3803(3) 0.33852(9) 0.81364(13) 0.0314(5) Uani 1 1 d . . . . .
H46 H 0.443555 0.344715 0.859661 0.038 Uiso 1 1 calc R U . . .
C47 C 0.2446(3) 0.32229(9) 0.80997(13) 0.0313(5) Uani 1 1 d . . . . .
H47 H 0.215634 0.316771 0.853726 0.038 Uiso 1 1 calc R U . . .
C48 C 0.5670(3) 0.36434(10) 0.75223(13) 0.0333(5) Uani 1 1 d . . . . .
C49 C -0.0400(3) 0.29223(11) 0.80359(14) 0.0363(5) Uani 1 1 d . . . . .
H49A H 0.007607 0.260871 0.829095 0.054 Uiso 1 1 calc R U . . .
H49B H -0.142285 0.286319 0.790533 0.054 Uiso 1 1 calc R U . . .
H49C H -0.017900 0.323422 0.835382 0.054 Uiso 1 1 calc R U . . .
C50 C -0.0907(3) 0.29281(11) 0.66800(14) 0.0400(6) Uani 1 1 d . . . . .
H50A H -0.083870 0.322325 0.635263 0.060 Uiso 1 1 calc R U . . .
H50B H -0.186950 0.291091 0.674788 0.060 Uiso 1 1 calc R U . . .
H50C H -0.068360 0.259318 0.646820 0.060 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
N1 C1 1.359(3) . ?
N1 C8 1.453(3) . ?
N1 C9 1.454(3) . ?
N2 C7 1.143(3) . ?
N3 C10 1.358(3) . ?
N3 H3D 0.8800 . ?
N3 H3E 0.8800 . ?
N4 C16 1.144(3) . ?
N5 C17 1.365(3) . ?
N5 C25 1.451(3) . ?
N5 C24 1.456(3) . ?
N6 C23 1.144(3) . ?
N7 C26 1.361(3) . ?
N7 C33 1.451(3) . ?
N7 C34 1.456(3) . ?
N8 C32 1.144(3) . ?
N9 C35 1.361(3) . ?
N9 H9E 0.8800 . ?
N9 H9D 0.8800 . ?
N10 C41 1.151(3) . ?
N11 C42 1.364(3) . ?
N11 C50 1.453(3) . ?
N11 C49 1.455(3) . ?
N12 C48 1.150(3) . ?
C1 C6 1.418(3) . ?
C1 C2 1.424(3) . ?
C2 C3 1.374(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.402(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.405(3) . ?
C4 C7 1.437(4) . ?
C5 C6 1.372(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.408(3) . ?
C10 C11 1.409(3) . ?
C11 C12 1.381(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.402(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.395(3) . ?
C13 C16 1.440(3) . ?
C14 C15 1.374(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C22 1.417(3) . ?
C17 C18 1.424(3) . ?
C18 C19 1.376(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.405(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.407(3) . ?
C20 C23 1.438(4) . ?
C21 C22 1.365(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.418(3) . ?
C26 C31 1.422(3) . ?
C27 C28 1.373(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.403(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.409(3) . ?
C29 C32 1.431(4) . ?
C30 C31 1.372(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
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 C40 1.404(3) . ?
C35 C36 1.411(3) . ?
C36 C37 1.381(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.393(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.400(3) . ?
C38 C41 1.439(3) . ?
C39 C40 1.376(3) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C47 1.421(3) . ?
C42 C43 1.424(3) . ?
C43 C44 1.368(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.397(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.414(3) . ?
C45 C48 1.434(3) . ?
C46 C47 1.373(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 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
C1 N1 C8 120.3(2) . . ?
C1 N1 C9 121.3(2) . . ?
C8 N1 C9 118.4(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C25 121.9(2) . . ?
C17 N5 C24 120.0(2) . . ?
C25 N5 C24 117.7(2) . . ?
C26 N7 C33 120.4(2) . . ?
C26 N7 C34 120.8(2) . . ?
C33 N7 C34 118.6(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C50 120.9(2) . . ?
C42 N11 C49 120.6(2) . . ?
C50 N11 C49 118.3(2) . . ?
N1 C1 C6 121.5(2) . . ?
N1 C1 C2 121.5(2) . . ?
C6 C1 C2 117.0(2) . . ?
C3 C2 C1 120.9(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.1(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.8(2) . . ?
C3 C4 C7 120.1(2) . . ?
C5 C4 C7 121.1(2) . . ?
C6 C5 C4 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 121.7(2) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
N2 C7 C4 178.7(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 121.0(2) . . ?
N3 C10 C11 120.9(2) . . ?
C15 C10 C11 118.0(2) . . ?
C12 C11 C10 120.7(2) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 119.2(2) . . ?
C14 C13 C16 120.6(2) . . ?
C12 C13 C16 120.2(2) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C10 121.1(2) . . ?
C14 C15 H15 119.4 . . ?
C10 C15 H15 119.4 . . ?
N4 C16 C13 179.5(3) . . ?
N5 C17 C22 121.5(2) . . ?
N5 C17 C18 121.1(2) . . ?
C22 C17 C18 117.4(2) . . ?
C19 C18 C17 120.6(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 121.1(2) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C19 C20 C21 118.4(2) . . ?
C19 C20 C23 120.8(2) . . ?
C21 C20 C23 120.8(2) . . ?
C22 C21 C20 120.9(2) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C21 C22 C17 121.5(2) . . ?
C21 C22 H22 119.3 . . ?
C17 C22 H22 119.3 . . ?
N6 C23 C20 179.3(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.2(2) . . ?
N7 C26 C31 121.3(2) . . ?
C27 C26 C31 117.5(2) . . ?
C28 C27 C26 121.2(2) . . ?
C28 C27 H27 119.4 . . ?
C26 C27 H27 119.4 . . ?
C27 C28 C29 120.9(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 118.4(2) . . ?
C28 C29 C32 120.7(2) . . ?
C30 C29 C32 120.8(2) . . ?
C31 C30 C29 121.0(2) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C26 120.8(2) . . ?
C30 C31 H31 119.6 . . ?
C26 C31 H31 119.6 . . ?
N8 C32 C29 178.9(3) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 120.9(2) . . ?
N9 C35 C36 120.8(2) . . ?
C40 C35 C36 118.3(2) . . ?
C37 C36 C35 120.4(2) . . ?
C37 C36 H36 119.8 . . ?
C35 C36 H36 119.8 . . ?
C36 C37 C38 120.6(2) . . ?
C36 C37 H37 119.7 . . ?
C38 C37 H37 119.7 . . ?
C37 C38 C39 119.5(2) . . ?
C37 C38 C41 120.3(2) . . ?
C39 C38 C41 120.2(2) . . ?
C40 C39 C38 120.1(2) . . ?
C40 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
C39 C40 C35 121.1(2) . . ?
C39 C40 H40 119.4 . . ?
C35 C40 H40 119.4 . . ?
N10 C41 C38 178.7(3) . . ?
N11 C42 C47 121.6(2) . . ?
N11 C42 C43 121.1(2) . . ?
C47 C42 C43 117.3(2) . . ?
C44 C43 C42 120.8(2) . . ?
C44 C43 H43 119.6 . . ?
C42 C43 H43 119.6 . . ?
C43 C44 C45 121.5(2) . . ?
C43 C44 H44 119.2 . . ?
C45 C44 H44 119.2 . . ?
C44 C45 C46 118.6(2) . . ?
C44 C45 C48 120.4(2) . . ?
C46 C45 C48 121.0(2) . . ?
C47 C46 C45 120.4(2) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C46 C47 C42 121.4(2) . . ?
C46 C47 H47 119.3 . . ?
C42 C47 H47 119.3 . . ?
N12 C48 C45 178.5(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 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
C8 N1 C1 C6 3.6(4) . . . . ?
C9 N1 C1 C6 -179.3(2) . . . . ?
C8 N1 C1 C2 -177.5(2) . . . . ?
C9 N1 C1 C2 -0.4(4) . . . . ?
N1 C1 C2 C3 -177.0(2) . . . . ?
C6 C1 C2 C3 2.0(3) . . . . ?
C1 C2 C3 C4 0.1(4) . . . . ?
C2 C3 C4 C5 -1.9(4) . . . . ?
C2 C3 C4 C7 178.6(2) . . . . ?
C3 C4 C5 C6 1.5(4) . . . . ?
C7 C4 C5 C6 -179.0(2) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
N1 C1 C6 C5 176.5(2) . . . . ?
C2 C1 C6 C5 -2.4(4) . . . . ?
N3 C10 C11 C12 179.9(2) . . . . ?
C15 C10 C11 C12 -0.7(3) . . . . ?
C10 C11 C12 C13 -0.2(3) . . . . ?
C11 C12 C13 C14 1.0(3) . . . . ?
C11 C12 C13 C16 -177.8(2) . . . . ?
C12 C13 C14 C15 -0.9(3) . . . . ?
C16 C13 C14 C15 177.9(2) . . . . ?
C13 C14 C15 C10 0.0(3) . . . . ?
N3 C10 C15 C14 -179.8(2) . . . . ?
C11 C10 C15 C14 0.8(3) . . . . ?
C25 N5 C17 C22 173.6(2) . . . . ?
C24 N5 C17 C22 1.3(3) . . . . ?
C25 N5 C17 C18 -8.3(3) . . . . ?
C24 N5 C17 C18 179.3(2) . . . . ?
N5 C17 C18 C19 -174.1(2) . . . . ?
C22 C17 C18 C19 4.0(3) . . . . ?
C17 C18 C19 C20 -1.2(4) . . . . ?
C18 C19 C20 C21 -2.6(4) . . . . ?
C18 C19 C20 C23 177.4(2) . . . . ?
C19 C20 C21 C22 3.5(4) . . . . ?
C23 C20 C21 C22 -176.5(2) . . . . ?
C20 C21 C22 C17 -0.6(4) . . . . ?
N5 C17 C22 C21 175.0(2) . . . . ?
C18 C17 C22 C21 -3.2(3) . . . . ?
C33 N7 C26 C27 -177.5(2) . . . . ?
C34 N7 C26 C27 6.7(4) . . . . ?
C33 N7 C26 C31 1.2(4) . . . . ?
C34 N7 C26 C31 -174.6(2) . . . . ?
N7 C26 C27 C28 175.2(2) . . . . ?
C31 C26 C27 C28 -3.5(4) . . . . ?
C26 C27 C28 C29 1.1(4) . . . . ?
C27 C28 C29 C30 2.3(4) . . . . ?
C27 C28 C29 C32 -177.9(2) . . . . ?
C28 C29 C30 C31 -3.1(4) . . . . ?
C32 C29 C30 C31 177.1(2) . . . . ?
C29 C30 C31 C26 0.5(4) . . . . ?
N7 C26 C31 C30 -176.0(2) . . . . ?
C27 C26 C31 C30 2.7(3) . . . . ?
N9 C35 C36 C37 -179.5(2) . . . . ?
C40 C35 C36 C37 1.1(3) . . . . ?
C35 C36 C37 C38 -0.9(3) . . . . ?
C36 C37 C38 C39 0.2(3) . . . . ?
C36 C37 C38 C41 178.9(2) . . . . ?
C37 C38 C39 C40 0.2(3) . . . . ?
C41 C38 C39 C40 -178.5(2) . . . . ?
C38 C39 C40 C35 0.0(3) . . . . ?
N9 C35 C40 C39 179.9(2) . . . . ?
C36 C35 C40 C39 -0.7(3) . . . . ?
C50 N11 C42 C47 179.6(2) . . . . ?
C49 N11 C42 C47 -5.2(3) . . . . ?
C50 N11 C42 C43 1.3(4) . . . . ?
C49 N11 C42 C43 176.5(2) . . . . ?
N11 C42 C43 C44 175.7(2) . . . . ?
C47 C42 C43 C44 -2.6(3) . . . . ?
C42 C43 C44 C45 -0.2(4) . . . . ?
C43 C44 C45 C46 2.4(4) . . . . ?
C43 C44 C45 C48 -177.7(2) . . . . ?
C44 C45 C46 C47 -1.7(4) . . . . ?
C48 C45 C46 C47 178.4(2) . . . . ?
C45 C46 C47 C42 -1.1(4) . . . . ?
N11 C42 C47 C46 -175.1(2) . . . . ?
C43 C42 C47 C46 3.2(3) . . . . ?

_refine_diff_density_max         0.469
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.082

####################################################################### 
# 
# 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_160K
_database_code_depnum_ccdc_archive 'CCDC 1555125'
_audit_update_record             
;
2017-06-09 deposited with the CCDC.
2018-01-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ABN.2DMABN
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N6'
_chemical_formula_weight         410.52

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   9.7703(3)
_cell_length_b                   25.2982(8)
_cell_length_c                   19.0409(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.2790(10)
_cell_angle_gamma                90
_cell_volume                     4561.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    160(2)
_cell_measurement_reflns_used    9489
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      28.15

_exptl_crystal_description       Flat
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.196
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.328
_exptl_crystal_size_mid          0.235
_exptl_crystal_size_min          0.109
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9762
_exptl_absorpt_correction_T_max  0.9762
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      160(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            210216
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_av_R_equivalents  0.0952
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.610
_diffrn_reflns_theta_max         28.353
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             11218
_reflns_number_gt                6464
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1423P)²+2.8929P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11218
_refine_ls_number_parameters     567
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1425
_refine_ls_R_factor_gt           0.0896
_refine_ls_wR_factor_ref         0.2952
_refine_ls_wR_factor_gt          0.2229
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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 0.7407(2) 0.95365(9) 0.51085(12) 0.0526(5) Uani 1 1 d . . . . .
N2 N 0.0779(3) 0.87258(10) 0.50256(13) 0.0605(6) Uani 1 1 d . . . . .
N3 N -0.0286(2) 0.74745(10) 0.51047(13) 0.0574(6) Uani 1 1 d . . . . .
H3D H 0.013415 0.717177 0.506740 0.069 Uiso 1 1 calc R U . . .
H3E H 0.018960 0.777233 0.513217 0.069 Uiso 1 1 calc R U . . .
N4 N -0.7173(3) 0.75045(11) 0.51340(16) 0.0694(8) Uani 1 1 d . . . . .
N5 N 0.7392(2) 0.54858(9) 0.49749(11) 0.0492(5) Uani 1 1 d . . . . .
N6 N 0.0781(3) 0.62548(10) 0.50005(15) 0.0666(7) Uani 1 1 d . . . . .
N7 N 0.0102(2) 0.70510(9) 0.76039(11) 0.0530(6) Uani 1 1 d . . . . .
N8 N 0.6697(3) 0.62738(11) 0.75625(16) 0.0699(7) Uani 1 1 d . . . . .
N9 N 0.7793(2) 0.50611(10) 0.74591(13) 0.0571(6) Uani 1 1 d . . . . .
H9E H 0.736742 0.536508 0.747992 0.068 Uiso 1 1 calc R U . . .
H9D H 0.731935 0.476343 0.743889 0.068 Uiso 1 1 calc R U . . .
N10 N 1.4707(3) 0.50163(11) 0.74809(15) 0.0677(7) Uani 1 1 d . . . . .
N11 N 0.0114(2) 0.30072(9) 0.73797(12) 0.0500(5) Uani 1 1 d . . . . .
N12 N 0.6787(3) 0.38031(10) 0.75295(14) 0.0597(6) Uani 1 1 d . . . . .
C1 C 0.6058(3) 0.93898(9) 0.50858(13) 0.0417(5) Uani 1 1 d . . . . .
C2 C 0.5574(3) 0.93430(9) 0.57287(13) 0.0441(5) Uani 1 1 d . . . . .
H2 H 0.619243 0.942725 0.618363 0.053 Uiso 1 1 calc R U . . .
C3 C 0.4227(3) 0.91777(10) 0.56993(13) 0.0449(6) Uani 1 1 d . . . . .
H3 H 0.392356 0.915095 0.613515 0.054 Uiso 1 1 calc R U . . .
C4 C 0.3287(3) 0.90473(10) 0.50390(13) 0.0444(5) Uani 1 1 d . . . . .
C5 C 0.3741(3) 0.91015(10) 0.43994(13) 0.0463(6) Uani 1 1 d . . . . .
H5 H 0.311177 0.902126 0.394611 0.056 Uiso 1 1 calc R U . . .
C6 C 0.5086(3) 0.92694(10) 0.44228(13) 0.0476(6) Uani 1 1 d . . . . .
H6 H 0.537098 0.930555 0.398295 0.057 Uiso 1 1 calc R U . . .
C7 C 0.1887(3) 0.88667(11) 0.50239(13) 0.0492(6) Uani 1 1 d . . . . .
C8 C 0.7875(3) 0.95980(12) 0.44454(15) 0.0581(7) Uani 1 1 d . . . . .
H8A H 0.773947 0.926448 0.417532 0.087 Uiso 1 1 calc R U . . .
H8B H 0.887744 0.969380 0.456596 0.087 Uiso 1 1 calc R U . . .
H8C H 0.732227 0.987720 0.414785 0.087 Uiso 1 1 calc R U . . .
C9 C 0.8417(3) 0.96484(13) 0.57910(15) 0.0593(7) Uani 1 1 d . . . . .
H9A H 0.813155 0.996980 0.600466 0.089 Uiso 1 1 calc R U . . .
H9B H 0.935607 0.969973 0.570482 0.089 Uiso 1 1 calc R U . . .
H9C H 0.844360 0.935100 0.612397 0.089 Uiso 1 1 calc R U . . .
C10 C -0.1664(2) 0.74820(9) 0.51199(12) 0.0407(5) Uani 1 1 d . . . . .
C11 C -0.2356(3) 0.79604(9) 0.51917(12) 0.0422(5) Uani 1 1 d . . . . .
H11 H -0.184729 0.828354 0.523129 0.051 Uiso 1 1 calc R U . . .
C12 C -0.3757(2) 0.79660(9) 0.52052(12) 0.0407(5) Uani 1 1 d . . . . .
H12 H -0.420697 0.829242 0.525156 0.049 Uiso 1 1 calc R U . . .
C13 C -0.4523(2) 0.74939(9) 0.51512(12) 0.0386(5) Uani 1 1 d . . . . .
C14 C -0.3840(3) 0.70185(9) 0.50902(12) 0.0405(5) Uani 1 1 d . . . . .
H14 H -0.434822 0.669563 0.505753 0.049 Uiso 1 1 calc R U . . .
C15 C -0.2447(2) 0.70110(10) 0.50768(12) 0.0421(5) Uani 1 1 d . . . . .
H15 H -0.200025 0.668253 0.503768 0.051 Uiso 1 1 calc R U . . .
C16 C -0.6000(3) 0.75004(9) 0.51436(14) 0.0460(6) Uani 1 1 d . . . . .
C17 C 0.6037(3) 0.56040(9) 0.49778(12) 0.0400(5) Uani 1 1 d . . . . .
C18 C 0.4990(3) 0.56946(9) 0.43210(12) 0.0427(5) Uani 1 1 d . . . . .
H18 H 0.522239 0.564472 0.386943 0.051 Uiso 1 1 calc R U . . .
C19 C 0.3657(3) 0.58523(10) 0.43318(13) 0.0462(6) Uani 1 1 d . . . . .
H19 H 0.298233 0.591695 0.388742 0.055 Uiso 1 1 calc R U . . .
C20 C 0.3268(3) 0.59203(10) 0.49894(14) 0.0460(6) Uani 1 1 d . . . . .
C21 C 0.4268(3) 0.58055(10) 0.56331(14) 0.0476(6) Uani 1 1 d . . . . .
H21 H 0.401107 0.583259 0.608136 0.057 Uiso 1 1 calc R U . . .
C22 C 0.5604(3) 0.56555(10) 0.56302(13) 0.0462(6) Uani 1 1 d . . . . .
H22 H 0.626239 0.558350 0.607774 0.055 Uiso 1 1 calc R U . . .
C23 C 0.1878(3) 0.61033(11) 0.49967(15) 0.0529(6) Uani 1 1 d . . . . .
C24 C 0.8450(3) 0.54115(12) 0.56514(15) 0.0587(7) Uani 1 1 d . . . . .
H24A H 0.843741 0.571469 0.597014 0.088 Uiso 1 1 calc R U . . .
H24B H 0.938531 0.538194 0.555275 0.088 Uiso 1 1 calc R U . . .
H24C H 0.824196 0.508783 0.588810 0.088 Uiso 1 1 calc R U . . .
C25 C 0.7825(3) 0.53893(11) 0.43092(14) 0.0513(6) Uani 1 1 d . . . . .
H25A H 0.733088 0.507754 0.406527 0.077 Uiso 1 1 calc R U . . .
H25B H 0.884671 0.532792 0.442311 0.077 Uiso 1 1 calc R U . . .
H25C H 0.759021 0.569733 0.399003 0.077 Uiso 1 1 calc R U . . .
C26 C 0.1446(3) 0.69240(9) 0.75958(12) 0.0420(5) Uani 1 1 d . . . . .
C27 C 0.2487(3) 0.68136(10) 0.82434(13) 0.0480(6) Uani 1 1 d . . . . .
H27 H 0.225351 0.685082 0.869666 0.058 Uiso 1 1 calc R U . . .
C28 C 0.3813(3) 0.66552(10) 0.82295(14) 0.0506(6) Uani 1 1 d . . . . .
H28 H 0.448254 0.657961 0.867202 0.061 Uiso 1 1 calc R U . . .
C29 C 0.4204(3) 0.66024(10) 0.75744(14) 0.0477(6) Uani 1 1 d . . . . .
C30 C 0.3214(3) 0.67331(10) 0.69299(14) 0.0489(6) Uani 1 1 d . . . . .
H30 H 0.347782 0.671506 0.648245 0.059 Uiso 1 1 calc R U . . .
C31 C 0.1875(3) 0.68861(9) 0.69357(13) 0.0467(6) Uani 1 1 d . . . . .
H31 H 0.121998 0.696864 0.649117 0.056 Uiso 1 1 calc R U . . .
C32 C 0.5592(3) 0.64221(12) 0.75609(16) 0.0569(7) Uani 1 1 d . . . . .
C33 C -0.0962(3) 0.71363(12) 0.69347(15) 0.0579(7) Uani 1 1 d . . . . .
H33A H -0.076702 0.746854 0.671294 0.087 Uiso 1 1 calc R U . . .
H33B H -0.189545 0.715514 0.703719 0.087 Uiso 1 1 calc R U . . .
H33C H -0.094279 0.684301 0.660098 0.087 Uiso 1 1 calc R U . . .
C34 C -0.0293(3) 0.71293(12) 0.82824(15) 0.0596(7) Uani 1 1 d . . . . .
H34A H -0.010703 0.680505 0.857189 0.089 Uiso 1 1 calc R U . . .
H34B H -0.130079 0.721545 0.818270 0.089 Uiso 1 1 calc R U . . .
H34C H 0.026094 0.742038 0.855109 0.089 Uiso 1 1 calc R U . . .
C35 C 0.9181(2) 0.50514(10) 0.74581(12) 0.0407(5) Uani 1 1 d . . . . .
C36 C 0.9887(3) 0.45711(10) 0.74161(13) 0.0429(5) Uani 1 1 d . . . . .
H36 H 0.938233 0.424747 0.738442 0.052 Uiso 1 1 calc R U . . .
C37 C 1.1291(3) 0.45645(9) 0.74204(12) 0.0409(5) Uani 1 1 d . . . . .
H37 H 1.175049 0.423620 0.739845 0.049 Uiso 1 1 calc R U . . .
C38 C 1.2054(2) 0.50344(9) 0.74566(12) 0.0376(5) Uani 1 1 d . . . . .
C39 C 1.1359(2) 0.55137(9) 0.74902(12) 0.0413(5) Uani 1 1 d . . . . .
H39 H 1.186467 0.583667 0.751354 0.050 Uiso 1 1 calc R U . . .
C40 C 0.9959(3) 0.55214(10) 0.74899(13) 0.0435(5) Uani 1 1 d . . . . .
H40 H 0.950401 0.585081 0.751164 0.052 Uiso 1 1 calc R U . . .
C41 C 1.3535(3) 0.50253(10) 0.74787(14) 0.0450(6) Uani 1 1 d . . . . .
C42 C 0.1483(2) 0.31404(9) 0.74219(13) 0.0402(5) Uani 1 1 d . . . . .
C43 C 0.1982(3) 0.32061(10) 0.67869(13) 0.0444(5) Uani 1 1 d . . . . .
H43 H 0.136554 0.313849 0.632571 0.053 Uiso 1 1 calc R U . . .
C44 C 0.3337(3) 0.33652(10) 0.68297(13) 0.0446(5) Uani 1 1 d . . . . .
H44 H 0.364570 0.340386 0.639688 0.054 Uiso 1 1 calc R U . . .
C45 C 0.4275(3) 0.34719(10) 0.74937(13) 0.0429(5) Uani 1 1 d . . . . .
C46 C 0.3812(3) 0.33955(10) 0.81319(13) 0.0446(5) Uani 1 1 d . . . . .
H46 H 0.444257 0.345885 0.859060 0.054 Uiso 1 1 calc R U . . .
C47 C 0.2462(3) 0.32307(10) 0.80954(13) 0.0444(5) Uani 1 1 d . . . . .
H47 H 0.217536 0.317575 0.853160 0.053 Uiso 1 1 calc R U . . .
C48 C 0.5677(3) 0.36561(10) 0.75241(14) 0.0476(6) Uani 1 1 d . . . . .
C49 C -0.0379(3) 0.29225(11) 0.80298(15) 0.0536(6) Uani 1 1 d . . . . .
H49A H 0.013767 0.262610 0.830463 0.080 Uiso 1 1 calc R U . . .
H49B H -0.139081 0.284165 0.789515 0.080 Uiso 1 1 calc R U . . .
H49C H -0.021565 0.324253 0.832887 0.080 Uiso 1 1 calc R U . . .
C50 C -0.0882(3) 0.29212(13) 0.66872(16) 0.0598(7) Uani 1 1 d . . . . .
H50A H -0.086613 0.322533 0.637050 0.090 Uiso 1 1 calc R U . . .
H50B H -0.183331 0.287887 0.676110 0.090 Uiso 1 1 calc R U . . .
H50C H -0.061869 0.260118 0.646155 0.090 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
N1 C1 1.360(3) . ?
N1 C9 1.452(3) . ?
N1 C8 1.453(3) . ?
N2 C7 1.140(3) . ?
N3 C10 1.354(3) . ?
N3 H3D 0.8800 . ?
N3 H3E 0.8800 . ?
N4 C16 1.141(3) . ?
N5 C17 1.359(3) . ?
N5 C24 1.451(3) . ?
N5 C25 1.452(3) . ?
N6 C23 1.140(3) . ?
N7 C26 1.355(3) . ?
N7 C33 1.448(3) . ?
N7 C34 1.450(3) . ?
N8 C32 1.142(4) . ?
N9 C35 1.357(3) . ?
N9 H9E 0.8800 . ?
N9 H9D 0.8800 . ?
N10 C41 1.144(3) . ?
N11 C42 1.362(3) . ?
N11 C50 1.449(3) . ?
N11 C49 1.450(3) . ?
N12 C48 1.144(3) . ?
C1 C6 1.413(3) . ?
C1 C2 1.422(3) . ?
C2 C3 1.369(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.401(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(3) . ?
C4 C7 1.436(4) . ?
C5 C6 1.371(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C15 1.407(3) . ?
C10 C11 1.409(3) . ?
C11 C12 1.375(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.400(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(3) . ?
C13 C16 1.440(3) . ?
C14 C15 1.368(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C17 C22 1.413(3) . ?
C17 C18 1.425(3) . ?
C18 C19 1.367(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.406(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.396(4) . ?
C20 C23 1.439(4) . ?
C21 C22 1.360(4) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 C27 1.419(3) . ?
C26 C31 1.423(3) . ?
C27 C28 1.363(4) . ?
C27 H27 0.9500 . ?
C28 C29 1.398(4) . ?
C28 H28 0.9500 . ?
C29 C30 1.402(4) . ?
C29 C32 1.436(4) . ?
C30 C31 1.367(4) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
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 C40 1.404(3) . ?
C35 C36 1.409(3) . ?
C36 C37 1.369(3) . ?
C36 H36 0.9500 . ?
C37 C38 1.396(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.398(3) . ?
C38 C41 1.438(3) . ?
C39 C40 1.369(3) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C42 C47 1.417(3) . ?
C42 C43 1.421(3) . ?
C43 C44 1.366(3) . ?
C43 H43 0.9500 . ?
C44 C45 1.393(3) . ?
C44 H44 0.9500 . ?
C45 C46 1.410(3) . ?
C45 C48 1.435(3) . ?
C46 C47 1.369(3) . ?
C46 H46 0.9500 . ?
C47 H47 0.9500 . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 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
C1 N1 C9 121.4(2) . . ?
C1 N1 C8 120.8(2) . . ?
C9 N1 C8 117.8(2) . . ?
C10 N3 H3D 120.0 . . ?
C10 N3 H3E 120.0 . . ?
H3D N3 H3E 120.0 . . ?
C17 N5 C24 120.4(2) . . ?
C17 N5 C25 122.3(2) . . ?
C24 N5 C25 117.1(2) . . ?
C26 N7 C33 120.8(2) . . ?
C26 N7 C34 120.9(2) . . ?
C33 N7 C34 118.2(2) . . ?
C35 N9 H9E 120.0 . . ?
C35 N9 H9D 120.0 . . ?
H9E N9 H9D 120.0 . . ?
C42 N11 C50 121.3(2) . . ?
C42 N11 C49 120.9(2) . . ?
C50 N11 C49 117.7(2) . . ?
N1 C1 C6 121.3(2) . . ?
N1 C1 C2 121.4(2) . . ?
C6 C1 C2 117.3(2) . . ?
C3 C2 C1 120.7(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 121.3(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.6(2) . . ?
C3 C4 C7 120.2(2) . . ?
C5 C4 C7 121.2(2) . . ?
C6 C5 C4 120.5(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 121.6(2) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
N2 C7 C4 178.7(3) . . ?
N1 C8 H8A 109.5 . . ?
N1 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N1 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C15 121.1(2) . . ?
N3 C10 C11 121.2(2) . . ?
C15 C10 C11 117.8(2) . . ?
C12 C11 C10 120.9(2) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C11 C12 C13 120.4(2) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C14 C13 C12 118.9(2) . . ?
C14 C13 C16 120.6(2) . . ?
C12 C13 C16 120.5(2) . . ?
C15 C14 C13 120.8(2) . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C14 C15 C10 121.1(2) . . ?
C14 C15 H15 119.5 . . ?
C10 C15 H15 119.5 . . ?
N4 C16 C13 179.6(3) . . ?
N5 C17 C22 121.8(2) . . ?
N5 C17 C18 121.4(2) . . ?
C22 C17 C18 116.8(2) . . ?
C19 C18 C17 120.9(2) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 H18 119.5 . . ?
C18 C19 C20 121.1(2) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 118.2(2) . . ?
C21 C20 C23 121.1(2) . . ?
C19 C20 C23 120.7(2) . . ?
C22 C21 C20 121.2(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C17 121.6(2) . . ?
C21 C22 H22 119.2 . . ?
C17 C22 H22 119.2 . . ?
N6 C23 C20 179.1(3) . . ?
N5 C24 H24A 109.5 . . ?
N5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C26 C27 121.7(2) . . ?
N7 C26 C31 121.6(2) . . ?
C27 C26 C31 116.7(2) . . ?
C28 C27 C26 121.5(2) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C27 C28 C29 121.1(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C28 C29 C30 118.5(2) . . ?
C28 C29 C32 120.9(2) . . ?
C30 C29 C32 120.6(2) . . ?
C31 C30 C29 121.0(2) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C26 121.2(2) . . ?
C30 C31 H31 119.4 . . ?
C26 C31 H31 119.4 . . ?
N8 C32 C29 178.7(3) . . ?
N7 C33 H33A 109.5 . . ?
N7 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N7 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N7 C34 H34A 109.5 . . ?
N7 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N7 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N9 C35 C40 121.0(2) . . ?
N9 C35 C36 121.3(2) . . ?
C40 C35 C36 117.8(2) . . ?
C37 C36 C35 120.9(2) . . ?
C37 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C36 C37 C38 120.8(2) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C39 118.8(2) . . ?
C37 C38 C41 120.6(2) . . ?
C39 C38 C41 120.6(2) . . ?
C40 C39 C38 120.6(2) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C35 121.2(2) . . ?
C39 C40 H40 119.4 . . ?
C35 C40 H40 119.4 . . ?
N10 C41 C38 178.5(3) . . ?
N11 C42 C47 121.8(2) . . ?
N11 C42 C43 121.1(2) . . ?
C47 C42 C43 117.0(2) . . ?
C44 C43 C42 121.0(2) . . ?
C44 C43 H43 119.5 . . ?
C42 C43 H43 119.5 . . ?
C43 C44 C45 121.5(2) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.3 . . ?
C44 C45 C46 118.5(2) . . ?
C44 C45 C48 120.5(2) . . ?
C46 C45 C48 121.0(2) . . ?
C47 C46 C45 120.5(2) . . ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C46 C47 C42 121.5(2) . . ?
C46 C47 H47 119.3 . . ?
C42 C47 H47 119.3 . . ?
N12 C48 C45 178.3(3) . . ?
N11 C49 H49A 109.5 . . ?
N11 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N11 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N11 C50 H50A 109.5 . . ?
N11 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N11 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?

_refine_diff_density_max         0.288
_refine_diff_density_min         -0.397
_refine_diff_density_rms         0.071

