# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2015

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1040890'
_audit_update_record             
;
2014-12-23 deposited with the CCDC.
2015-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H27 N5, C3 H6 O'
_chemical_formula_sum            'C33 H33 N5 O'
_chemical_formula_weight         515.64

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

_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                   11.9187(17)
_cell_length_b                   9.8408(15)
_cell_length_c                   24.353(4)
_cell_angle_alpha                90
_cell_angle_beta                 102.942(6)
_cell_angle_gamma                90
_cell_volume                     2783.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1155
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      21.34

_exptl_crystal_description       plate
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_F_000             1096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20479
_diffrn_reflns_av_unetI/netI     0.1516
_diffrn_reflns_av_R_equivalents  0.1204
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.118
_diffrn_reflns_theta_max         25.680
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5259
_reflns_number_gt                2529
_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    SIR97
_computing_structure_refinement  'SHELXS-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0532P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0115(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5259
_refine_ls_number_parameters     363
_refine_ls_number_restraints     112
_refine_ls_R_factor_all          0.1543
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.1455
_refine_ls_wR_factor_gt          0.1185
_refine_ls_goodness_of_fit_ref   0.889
_refine_ls_restrained_S_all      0.880
_refine_ls_shift/su_max          0.040
_refine_ls_shift/su_mean         0.003

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
N3 N 0.6201(2) 0.2243(3) 0.74800(10) 0.0245(6) Uani 1 1 d . U . . .
N5 N 0.7217(2) -0.1347(2) 0.92562(9) 0.0237(6) Uani 1 1 d . U . . .
N4 N 0.7930(2) -0.1827(3) 0.84579(9) 0.0245(6) Uani 1 1 d . U . . .
N1 N 0.3950(2) 0.6366(3) 0.74952(10) 0.0309(7) Uani 1 1 d . U . . .
N2 N 0.3709(2) 0.5906(2) 0.83955(9) 0.0294(7) Uani 1 1 d . U . . .
C8 C 0.6512(2) 0.1275(3) 0.78989(11) 0.0227(7) Uani 1 1 d . U . . .
C12 C 0.6873(2) -0.0320(3) 0.88636(11) 0.0206(7) Uani 1 1 d . U . . .
C13 C 0.7348(2) -0.0697(3) 0.83812(11) 0.0214(7) Uani 1 1 d . U . . .
C6 C 0.5572(2) 0.3252(3) 0.76705(11) 0.0217(7) Uani 1 1 d . U . . .
C4 C 0.4831(2) 0.3753(3) 0.85274(11) 0.0236(7) Uani 1 1 d . U . . .
H4 H 0.4744 0.3549 0.8888 0.028 Uiso 1 1 calc R U . . .
C5 C 0.5459(2) 0.2883(3) 0.82368(11) 0.0217(7) Uani 1 1 d . U . . .
C14 C 0.7152(2) 0.0145(3) 0.78869(11) 0.0224(7) Uani 1 1 d . U . . .
H14 H 0.7448 -0.0076 0.7576 0.027 Uiso 1 1 calc R U . . .
C2 C 0.4474(2) 0.5250(3) 0.76797(11) 0.0248(7) Uani 1 1 d . U . . .
C9 C 0.6025(2) 0.1656(3) 0.83730(11) 0.0201(7) Uani 1 1 d . U . . .
C11 C 0.6217(2) 0.0812(3) 0.88642(11) 0.0231(7) Uani 1 1 d . U . . .
H11 H 0.5906 0.1028 0.9171 0.028 Uiso 1 1 calc R U . . .
C51 C 0.7342(3) -0.1160(3) 0.98476(11) 0.0246(7) Uani 1 1 d . U . . .
O100 O -0.0150(3) 0.4117(3) 0.92270(12) 0.0845(10) Uani 1 1 d . U . . .
C3 C 0.4362(2) 0.4897(3) 0.82515(11) 0.0233(7) Uani 1 1 d . U . . .
C7 C 0.5111(2) 0.4379(3) 0.73913(11) 0.0251(7) Uani 1 1 d . U . . .
H7 H 0.5203 0.4576 0.7031 0.030 Uiso 1 1 calc R U . . .
C15 C 0.7922(3) -0.2353(3) 0.90160(11) 0.0253(7) Uani 1 1 d . U . . .
C56 C 0.7587(3) 0.0107(3) 1.00904(12) 0.0323(8) Uani 1 1 d . U . . .
H56 H 0.7672 0.0847 0.9866 0.039 Uiso 1 1 calc R U . . .
C52 C 0.7227(3) -0.2253(3) 1.01904(12) 0.0279(8) Uani 1 1 d . U . . .
H52 H 0.7049 -0.3108 1.0032 0.033 Uiso 1 1 calc R U . . .
C21 C 0.3502(3) 0.6081(3) 0.89477(11) 0.0277(8) Uani 1 1 d . U . . .
C53 C 0.7375(3) -0.2079(3) 1.07656(12) 0.0327(8) Uani 1 1 d . U . . .
H53 H 0.7324 -0.2825 1.0993 0.039 Uiso 1 1 calc R U . . .
C1 C 0.3444(3) 0.6938(3) 0.79392(12) 0.0336(8) Uani 1 1 d . U . . .
C55 C 0.7708(3) 0.0286(3) 1.06670(12) 0.0408(9) Uani 1 1 d . U . . .
H55 H 0.7863 0.1145 1.0825 0.049 Uiso 1 1 calc R U . . .
C24 C 0.3145(3) 0.6447(3) 1.00234(13) 0.0342(9) Uani 1 1 d . U . . .
H24 H 0.3032 0.6560 1.0386 0.041 Uiso 1 1 calc R U . . .
C26 C 0.2464(3) 0.5756(3) 0.90635(13) 0.0329(8) Uani 1 1 d . U . . .
H26 H 0.1877 0.5416 0.8779 0.039 Uiso 1 1 calc R U . . .
C151 C 0.9150(3) -0.2452(3) 0.93616(12) 0.0370(9) Uani 1 1 d . U . . .
H15A H 0.9595 -0.3009 0.9167 0.055 Uiso 1 1 calc R U . . .
H15B H 0.9148 -0.2849 0.9721 0.055 Uiso 1 1 calc R U . . .
H15C H 0.9482 -0.1560 0.9415 0.055 Uiso 1 1 calc R U . . .
C25 C 0.2274(3) 0.5930(3) 0.96050(13) 0.0346(8) Uani 1 1 d . U . . .
H25 H 0.1568 0.5699 0.9682 0.042 Uiso 1 1 calc R U . . .
C54 C 0.7598(3) -0.0810(3) 1.10056(12) 0.0382(9) Uani 1 1 d . U . . .
H54 H 0.7674 -0.0694 1.1391 0.046 Uiso 1 1 calc R U . . .
C152 C 0.7345(3) -0.3755(3) 0.89283(12) 0.0347(8) Uani 1 1 d . U . . .
H15D H 0.6575 -0.3660 0.8705 0.052 Uiso 1 1 calc R U . . .
H15E H 0.7320 -0.4141 0.9287 0.052 Uiso 1 1 calc R U . . .
H15F H 0.7777 -0.4340 0.8737 0.052 Uiso 1 1 calc R U . . .
C23 C 0.4172(3) 0.6792(4) 0.99043(13) 0.0419(9) Uani 1 1 d . U . . .
H23 H 0.4752 0.7154 1.0187 0.050 Uiso 1 1 calc R U . . .
C22 C 0.4364(3) 0.6611(3) 0.93689(12) 0.0369(9) Uani 1 1 d . U . . .
H22 H 0.5070 0.6846 0.9293 0.044 Uiso 1 1 calc R U . . .
C101 C -0.0375(3) 0.3197(4) 0.88961(15) 0.0464(10) Uani 1 1 d . U . . .
C112 C 0.2165(3) 0.7104(4) 0.77301(13) 0.0479(10) Uani 1 1 d . U . . .
H11A H 0.2014 0.7718 0.7416 0.072 Uiso 1 1 calc R U . . .
H11B H 0.1841 0.7463 0.8027 0.072 Uiso 1 1 calc R U . . .
H11C H 0.1824 0.6237 0.7614 0.072 Uiso 1 1 calc R U . . .
C111 C 0.4036(3) 0.8285(3) 0.81303(14) 0.0491(10) Uani 1 1 d . U . . .
H11D H 0.4854 0.8152 0.8230 0.074 Uiso 1 1 calc R U . . .
H11E H 0.3778 0.8616 0.8452 0.074 Uiso 1 1 calc R U . . .
H11F H 0.3848 0.8935 0.7830 0.074 Uiso 1 1 calc R U . . .
C02 C -0.0571(3) 0.1797(4) 0.90794(15) 0.0590(12) Uani 1 1 d . U . . .
H02A H -0.0010 0.1196 0.8983 0.089 Uiso 1 1 calc R U . . .
H02B H -0.1329 0.1503 0.8894 0.089 Uiso 1 1 calc R U . . .
H02C H -0.0501 0.1785 0.9480 0.089 Uiso 1 1 calc R U . . .
C100 C -0.0439(4) 0.3406(4) 0.82879(15) 0.0706(13) Uani 1 1 d . U . . .
H10A H -0.0349 0.4355 0.8217 0.106 Uiso 1 1 calc R U . . .
H10B H -0.1173 0.3100 0.8075 0.106 Uiso 1 1 calc R U . . .
H10C H 0.0162 0.2900 0.8177 0.106 Uiso 1 1 calc R U . . .
H3N H 0.647(3) 0.231(3) 0.7166(13) 0.040(10) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N3 C8 1.384(3) . ?
N3 C6 1.385(4) . ?
N3 H3N 0.90(3) . ?
N5 C12 1.388(3) . ?
N5 C51 1.426(3) . ?
N5 C15 1.499(4) . ?
N4 C13 1.302(3) . ?
N4 C15 1.456(3) . ?
N1 C2 1.293(4) . ?
N1 C1 1.464(4) . ?
N2 C3 1.356(4) . ?
N2 C21 1.431(4) . ?
N2 C1 1.486(4) . ?
C8 C14 1.352(4) . ?
C8 C9 1.453(4) . ?
C12 C11 1.361(4) . ?
C12 C13 1.462(4) . ?
C13 C14 1.436(4) . ?
C6 C7 1.351(4) . ?
C6 C5 1.461(4) . ?
C4 C3 1.365(4) . ?
C4 C5 1.425(4) . ?
C4 H4 0.9300 . ?
C5 C9 1.387(4) . ?
C14 H14 0.9300 . ?
C2 C7 1.430(4) . ?
C2 C3 1.470(4) . ?
C9 C11 1.432(4) . ?
C11 H11 0.9300 . ?
C51 C56 1.383(4) . ?
C51 C52 1.387(4) . ?
O100 C101 1.202(4) . ?
C7 H7 0.9300 . ?
C15 C151 1.519(4) . ?
C15 C152 1.535(4) . ?
C56 C55 1.390(4) . ?
C56 H56 0.9300 . ?
C52 C53 1.383(4) . ?
C52 H52 0.9300 . ?
C21 C26 1.367(4) . ?
C21 C22 1.381(4) . ?
C53 C54 1.379(4) . ?
C53 H53 0.9300 . ?
C1 C112 1.504(4) . ?
C1 C111 1.524(4) . ?
C55 C54 1.382(4) . ?
C55 H55 0.9300 . ?
C24 C23 1.363(4) . ?
C24 C25 1.379(4) . ?
C24 H24 0.9300 . ?
C26 C25 1.397(4) . ?
C26 H26 0.9300 . ?
C151 H15A 0.9600 . ?
C151 H15B 0.9600 . ?
C151 H15C 0.9600 . ?
C25 H25 0.9300 . ?
C54 H54 0.9300 . ?
C152 H15D 0.9600 . ?
C152 H15E 0.9600 . ?
C152 H15F 0.9600 . ?
C23 C22 1.385(4) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C101 C100 1.480(5) . ?
C101 C02 1.483(5) . ?
C112 H11A 0.9600 . ?
C112 H11B 0.9600 . ?
C112 H11C 0.9600 . ?
C111 H11D 0.9600 . ?
C111 H11E 0.9600 . ?
C111 H11F 0.9600 . ?
C02 H02A 0.9600 . ?
C02 H02B 0.9600 . ?
C02 H02C 0.9600 . ?
C100 H10A 0.9600 . ?
C100 H10B 0.9600 . ?
C100 H10C 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
C8 N3 C6 108.8(2) . . ?
C8 N3 H3N 126.0(19) . . ?
C6 N3 H3N 124(2) . . ?
C12 N5 C51 123.4(2) . . ?
C12 N5 C15 108.5(2) . . ?
C51 N5 C15 122.6(2) . . ?
C13 N4 C15 108.8(2) . . ?
C2 N1 C1 108.5(2) . . ?
C3 N2 C21 124.1(2) . . ?
C3 N2 C1 110.2(2) . . ?
C21 N2 C1 124.6(2) . . ?
C14 C8 N3 127.5(3) . . ?
C14 C8 C9 123.8(3) . . ?
N3 C8 C9 108.6(3) . . ?
C11 C12 N5 132.5(3) . . ?
C11 C12 C13 122.3(2) . . ?
N5 C12 C13 105.1(2) . . ?
N4 C13 C14 126.5(3) . . ?
N4 C13 C12 113.0(2) . . ?
C14 C13 C12 120.5(3) . . ?
C7 C6 N3 127.5(3) . . ?
C7 C6 C5 124.4(3) . . ?
N3 C6 C5 108.0(2) . . ?
C3 C4 C5 117.0(3) . . ?
C3 C4 H4 121.5 . . ?
C5 C4 H4 121.5 . . ?
C9 C5 C4 133.3(3) . . ?
C9 C5 C6 107.4(2) . . ?
C4 C5 C6 119.3(3) . . ?
C8 C14 C13 116.3(3) . . ?
C8 C14 H14 121.9 . . ?
C13 C14 H14 121.9 . . ?
N1 C2 C7 127.4(3) . . ?
N1 C2 C3 113.0(3) . . ?
C7 C2 C3 119.6(3) . . ?
C5 C9 C11 133.1(3) . . ?
C5 C9 C8 107.1(2) . . ?
C11 C9 C8 119.8(3) . . ?
C12 C11 C9 117.3(3) . . ?
C12 C11 H11 121.4 . . ?
C9 C11 H11 121.4 . . ?
C56 C51 C52 118.8(3) . . ?
C56 C51 N5 120.8(3) . . ?
C52 C51 N5 120.4(3) . . ?
N2 C3 C4 132.3(3) . . ?
N2 C3 C2 104.5(2) . . ?
C4 C3 C2 123.2(3) . . ?
C6 C7 C2 116.5(3) . . ?
C6 C7 H7 121.8 . . ?
C2 C7 H7 121.8 . . ?
N4 C15 N5 104.5(2) . . ?
N4 C15 C151 109.4(3) . . ?
N5 C15 C151 112.4(2) . . ?
N4 C15 C152 106.6(2) . . ?
N5 C15 C152 112.0(3) . . ?
C151 C15 C152 111.5(3) . . ?
C51 C56 C55 120.7(3) . . ?
C51 C56 H56 119.7 . . ?
C55 C56 H56 119.7 . . ?
C53 C52 C51 120.4(3) . . ?
C53 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
C26 C21 C22 119.5(3) . . ?
C26 C21 N2 121.4(3) . . ?
C22 C21 N2 119.2(3) . . ?
C54 C53 C52 120.7(3) . . ?
C54 C53 H53 119.6 . . ?
C52 C53 H53 119.6 . . ?
N1 C1 N2 103.6(2) . . ?
N1 C1 C112 110.2(2) . . ?
N2 C1 C112 110.9(3) . . ?
N1 C1 C111 108.7(3) . . ?
N2 C1 C111 111.1(2) . . ?
C112 C1 C111 112.0(3) . . ?
C54 C55 C56 120.1(3) . . ?
C54 C55 H55 120.0 . . ?
C56 C55 H55 120.0 . . ?
C23 C24 C25 119.9(3) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C21 C26 C25 120.8(3) . . ?
C21 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C15 C151 H15A 109.5 . . ?
C15 C151 H15B 109.5 . . ?
H15A C151 H15B 109.5 . . ?
C15 C151 H15C 109.5 . . ?
H15A C151 H15C 109.5 . . ?
H15B C151 H15C 109.5 . . ?
C24 C25 C26 119.2(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
C53 C54 C55 119.3(3) . . ?
C53 C54 H54 120.4 . . ?
C55 C54 H54 120.4 . . ?
C15 C152 H15D 109.5 . . ?
C15 C152 H15E 109.5 . . ?
H15D C152 H15E 109.5 . . ?
C15 C152 H15F 109.5 . . ?
H15D C152 H15F 109.5 . . ?
H15E C152 H15F 109.5 . . ?
C24 C23 C22 120.9(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C21 C22 C23 119.7(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
O100 C101 C100 121.3(4) . . ?
O100 C101 C02 121.6(4) . . ?
C100 C101 C02 117.0(3) . . ?
C1 C112 H11A 109.5 . . ?
C1 C112 H11B 109.5 . . ?
H11A C112 H11B 109.5 . . ?
C1 C112 H11C 109.5 . . ?
H11A C112 H11C 109.5 . . ?
H11B C112 H11C 109.5 . . ?
C1 C111 H11D 109.5 . . ?
C1 C111 H11E 109.5 . . ?
H11D C111 H11E 109.5 . . ?
C1 C111 H11F 109.5 . . ?
H11D C111 H11F 109.5 . . ?
H11E C111 H11F 109.5 . . ?
C101 C02 H02A 109.5 . . ?
C101 C02 H02B 109.5 . . ?
H02A C02 H02B 109.5 . . ?
C101 C02 H02C 109.5 . . ?
H02A C02 H02C 109.5 . . ?
H02B C02 H02C 109.5 . . ?
C101 C100 H10A 109.5 . . ?
C101 C100 H10B 109.5 . . ?
H10A C100 H10B 109.5 . . ?
C101 C100 H10C 109.5 . . ?
H10A C100 H10C 109.5 . . ?
H10B C100 H10C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N3 C8 C14 -178.3(3) . . . . ?
C6 N3 C8 C9 2.2(3) . . . . ?
C51 N5 C12 C11 -27.1(5) . . . . ?
C15 N5 C12 C11 178.9(3) . . . . ?
C51 N5 C12 C13 154.8(3) . . . . ?
C15 N5 C12 C13 0.7(3) . . . . ?
C15 N4 C13 C14 179.8(3) . . . . ?
C15 N4 C13 C12 -0.4(3) . . . . ?
C11 C12 C13 N4 -178.6(3) . . . . ?
N5 C12 C13 N4 -0.2(3) . . . . ?
C11 C12 C13 C14 1.2(4) . . . . ?
N5 C12 C13 C14 179.6(2) . . . . ?
C8 N3 C6 C7 179.9(3) . . . . ?
C8 N3 C6 C5 -1.4(3) . . . . ?
C3 C4 C5 C9 -178.7(3) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C7 C6 C5 C9 178.8(3) . . . . ?
N3 C6 C5 C9 0.0(3) . . . . ?
C7 C6 C5 C4 -0.4(4) . . . . ?
N3 C6 C5 C4 -179.2(2) . . . . ?
N3 C8 C14 C13 -179.9(3) . . . . ?
C9 C8 C14 C13 -0.5(4) . . . . ?
N4 C13 C14 C8 179.6(3) . . . . ?
C12 C13 C14 C8 -0.2(4) . . . . ?
C1 N1 C2 C7 -178.3(3) . . . . ?
C1 N1 C2 C3 2.0(3) . . . . ?
C4 C5 C9 C11 -1.9(6) . . . . ?
C6 C5 C9 C11 179.1(3) . . . . ?
C4 C5 C9 C8 -179.7(3) . . . . ?
C6 C5 C9 C8 1.3(3) . . . . ?
C14 C8 C9 C5 178.3(3) . . . . ?
N3 C8 C9 C5 -2.2(3) . . . . ?
C14 C8 C9 C11 0.1(4) . . . . ?
N3 C8 C9 C11 179.7(2) . . . . ?
N5 C12 C11 C9 -179.4(3) . . . . ?
C13 C12 C11 C9 -1.4(4) . . . . ?
C5 C9 C11 C12 -176.8(3) . . . . ?
C8 C9 C11 C12 0.8(4) . . . . ?
C12 N5 C51 C56 -26.6(4) . . . . ?
C15 N5 C51 C56 123.9(3) . . . . ?
C12 N5 C51 C52 153.8(3) . . . . ?
C15 N5 C51 C52 -55.7(4) . . . . ?
C21 N2 C3 C4 10.2(5) . . . . ?
C1 N2 C3 C4 178.9(3) . . . . ?
C21 N2 C3 C2 -171.4(3) . . . . ?
C1 N2 C3 C2 -2.7(3) . . . . ?
C5 C4 C3 N2 178.5(3) . . . . ?
C5 C4 C3 C2 0.4(4) . . . . ?
N1 C2 C3 N2 0.4(3) . . . . ?
C7 C2 C3 N2 -179.3(2) . . . . ?
N1 C2 C3 C4 179.0(3) . . . . ?
C7 C2 C3 C4 -0.7(4) . . . . ?
N3 C6 C7 C2 178.6(3) . . . . ?
C5 C6 C7 C2 0.0(4) . . . . ?
N1 C2 C7 C6 -179.2(3) . . . . ?
C3 C2 C7 C6 0.5(4) . . . . ?
C13 N4 C15 N5 0.8(3) . . . . ?
C13 N4 C15 C151 -119.8(3) . . . . ?
C13 N4 C15 C152 119.5(3) . . . . ?
C12 N5 C15 N4 -0.9(3) . . . . ?
C51 N5 C15 N4 -155.2(2) . . . . ?
C12 N5 C15 C151 117.7(3) . . . . ?
C51 N5 C15 C151 -36.6(4) . . . . ?
C12 N5 C15 C152 -116.0(3) . . . . ?
C51 N5 C15 C152 89.7(3) . . . . ?
C52 C51 C56 C55 -0.5(5) . . . . ?
N5 C51 C56 C55 180.0(3) . . . . ?
C56 C51 C52 C53 -1.1(5) . . . . ?
N5 C51 C52 C53 178.4(3) . . . . ?
C3 N2 C21 C26 -105.5(3) . . . . ?
C1 N2 C21 C26 87.4(4) . . . . ?
C3 N2 C21 C22 75.6(4) . . . . ?
C1 N2 C21 C22 -91.5(4) . . . . ?
C51 C52 C53 C54 2.4(5) . . . . ?
C2 N1 C1 N2 -3.5(3) . . . . ?
C2 N1 C1 C112 -122.2(3) . . . . ?
C2 N1 C1 C111 114.7(3) . . . . ?
C3 N2 C1 N1 3.8(3) . . . . ?
C21 N2 C1 N1 172.5(3) . . . . ?
C3 N2 C1 C112 122.1(3) . . . . ?
C21 N2 C1 C112 -69.3(4) . . . . ?
C3 N2 C1 C111 -112.7(3) . . . . ?
C21 N2 C1 C111 55.9(4) . . . . ?
C51 C56 C55 C54 0.8(5) . . . . ?
C22 C21 C26 C25 -1.3(5) . . . . ?
N2 C21 C26 C25 179.9(3) . . . . ?
C23 C24 C25 C26 0.6(5) . . . . ?
C21 C26 C25 C24 0.6(5) . . . . ?
C52 C53 C54 C55 -2.0(5) . . . . ?
C56 C55 C54 C53 0.4(5) . . . . ?
C25 C24 C23 C22 -1.0(5) . . . . ?
C26 C21 C22 C23 0.8(5) . . . . ?
N2 C21 C22 C23 179.7(3) . . . . ?
C24 C23 C22 C21 0.4(5) . . . . ?

_refine_diff_density_max         0.246
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.056



