# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_BSK4-03
_database_code_depnum_ccdc_archive 'CCDC 1062539'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-06 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C34 H30 N6 O2'
_chemical_formula_moiety         'C34 H30 N6 O2'
_chemical_formula_weight         554.65
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
#------------------------------------------------------------------------------
_cell_length_a                   17.6278(7)
_cell_length_b                   8.6461(4)
_cell_length_c                   21.0723(8)
_cell_angle_alpha                90.0000
_cell_angle_beta                 105.8290(19)
_cell_angle_gamma                90.0000
_cell_volume                     3089.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4469
_cell_measurement_theta_min      4.36
_cell_measurement_theta_max      67.89
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168.00
_exptl_absorpt_coefficient_mu    0.612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.752
_exptl_absorpt_correction_T_max  0.976

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            13570
_diffrn_reflns_av_R_equivalents  0.1150
_diffrn_reflns_theta_max         64.996
_diffrn_reflns_theta_min         4.362
_diffrn_reflns_theta_full        64.996
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             2553
_reflns_number_gt                769
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.2845
_refine_ls_R_factor_gt           0.1116
_refine_ls_wR_factor_ref         0.2090
_refine_ls_wR_factor_gt          0.1468
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2553
_refine_ls_number_parameters     192
_refine_ls_goodness_of_fit_ref   1.212
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0287P)²+3.1811P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.003
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.21
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
O1 O 0.2911(3) 0.3105(6) 0.3857(2) 0.1207(19) Uani 1 1 d . . . . .
N1 N 0.4020(4) -0.1887(8) 0.4688(3) 0.139(3) Uani 1 1 d . . . . .
N2 N 0.2153(3) -0.0608(8) 0.4687(3) 0.0833(18) Uani 1 1 d . . . . .
N3 N 0.0472(4) 0.5810(8) 0.3634(3) 0.112(2) Uani 1 1 d . . . . .
C1 C 0.3414(5) -0.1924(9) 0.4771(4) 0.095(2) Uani 1 1 d . . . . .
C2 C 0.2641(5) -0.1867(8) 0.4869(3) 0.086(2) Uani 1 1 d . . . . .
C3 C 0.2407(4) 0.0617(10) 0.4444(3) 0.085(2) Uani 1 1 d . . . . .
H3 H 0.2921 0.0629 0.4407 0.102 Uiso 1 1 calc R U . . .
C4 C 0.1914(4) 0.1937(9) 0.4234(3) 0.0709(19) Uani 1 1 d . . . . .
C5 C 0.1173(4) 0.2063(9) 0.4357(3) 0.087(2) Uani 1 1 d . . . . .
H5 H 0.1003 0.1265 0.4580 0.105 Uiso 1 1 calc R U . . .
C6 C 0.0694(4) 0.3308(10) 0.4162(3) 0.103(3) Uani 1 1 d . . . . .
H6 H 0.0202 0.3336 0.4244 0.124 Uiso 1 1 calc R U . . .
C7 C 0.0940(5) 0.4545(10) 0.3838(3) 0.085(2) Uani 1 1 d . . . . .
C8 C 0.1689(5) 0.4481(9) 0.3727(3) 0.089(2) Uani 1 1 d . . . . .
H8 H 0.1862 0.5291 0.3512 0.107 Uiso 1 1 calc R U . . .
C9 C 0.2159(5) 0.3238(10) 0.3932(3) 0.091(2) Uani 1 1 d . . . . .
C10 C 0.3135(5) 0.3978(9) 0.3392(5) 0.084(2) Uani 1 1 d . . . . .
C11 C 0.2789(4) 0.3851(8) 0.2734(5) 0.104(3) Uani 1 1 d . . . . .
H11 H 0.2353 0.3212 0.2579 0.125 Uiso 1 1 calc R U . . .
C12 C 0.3084(6) 0.4665(12) 0.2301(4) 0.119(3) Uani 1 1 d . . . . .
H12 H 0.2836 0.4588 0.1852 0.143 Uiso 1 1 calc R U . . .
C13 C 0.3724(7) 0.5576(13) 0.2503(6) 0.142(4) Uani 1 1 d . . . . .
H13 H 0.3926 0.6115 0.2203 0.170 Uiso 1 1 calc R U . . .
C14 C 0.4058(5) 0.5674(11) 0.3159(6) 0.133(4) Uani 1 1 d . . . . .
H14 H 0.4506 0.6283 0.3309 0.160 Uiso 1 1 calc R U . . .
C15 C 0.3768(6) 0.4913(11) 0.3617(4) 0.127(3) Uani 1 1 d . . . . .
H15 H 0.3998 0.5038 0.4067 0.152 Uiso 1 1 calc R U . . .
C16 C -0.0310(4) 0.5914(9) 0.3736(4) 0.155(3) Uani 1 1 d . . . . .
H16A H -0.0263 0.5967 0.4200 0.186 Uiso 1 1 calc R U . . .
H16B H -0.0612 0.5018 0.3552 0.186 Uiso 1 1 calc R U . . .
H16C H -0.0570 0.6827 0.3524 0.186 Uiso 1 1 calc R U . . .
C17 C 0.0743(4) 0.7146(8) 0.3353(3) 0.123(3) Uani 1 1 d . . . . .
H17A H 0.0832 0.6873 0.2937 0.148 Uiso 1 1 calc R U . . .
H17B H 0.1226 0.7511 0.3647 0.148 Uiso 1 1 calc R U . . .
H17C H 0.0351 0.7946 0.3286 0.148 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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
O1 C10 1.376(7) . ?
O1 C9 1.382(7) . ?
N1 C1 1.129(7) . ?
N2 C3 1.307(7) . ?
N2 C2 1.376(8) . ?
N3 C7 1.366(7) . ?
N3 C17 1.438(7) . ?
N3 C16 1.456(7) . ?
C1 C2 1.435(9) . ?
C2 C2 1.377(12) 7_546 ?
C3 C4 1.429(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.404(7) . ?
C4 C9 1.416(8) . ?
C5 C6 1.360(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.400(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.404(8) . ?
C8 C9 1.354(8) . ?
C8 H8 0.9300 . ?
C10 C15 1.355(9) . ?
C10 C11 1.359(8) . ?
C11 C12 1.363(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.346(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.350(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(9) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C10 O1 C9 120.4(6) . . ?
C3 N2 C2 119.7(7) . . ?
C7 N3 C17 122.3(7) . . ?
C7 N3 C16 121.1(7) . . ?
C17 N3 C16 116.5(7) . . ?
N1 C1 C2 176.4(9) . . ?
N2 C2 C2 118.4(10) . 7_546 ?
N2 C2 C1 122.2(6) . . ?
C2 C2 C1 119.4(10) 7_546 . ?
N2 C3 C4 121.6(7) . . ?
N2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C9 115.7(7) . . ?
C5 C4 C3 121.5(7) . . ?
C9 C4 C3 122.6(8) . . ?
C6 C5 C4 122.6(7) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C7 120.2(8) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
N3 C7 C6 121.7(8) . . ?
N3 C7 C8 119.5(9) . . ?
C6 C7 C8 118.8(8) . . ?
C9 C8 C7 120.0(8) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 O1 123.5(8) . . ?
C8 C9 C4 122.6(8) . . ?
O1 C9 C4 113.9(8) . . ?
C15 C10 C11 120.2(8) . . ?
C15 C10 O1 116.5(10) . . ?
C11 C10 O1 123.1(9) . . ?
C10 C11 C12 119.6(8) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 122.1(10) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C14 117.0(11) . . ?
C12 C13 H13 121.5 . . ?
C14 C13 H13 121.5 . . ?
C13 C14 C15 123.1(11) . . ?
C13 C14 H14 118.4 . . ?
C15 C14 H14 118.4 . . ?
C10 C15 C14 117.9(9) . . ?
C10 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C2 C2 179.3(8) . . . 7_546 ?
C3 N2 C2 C1 -3.4(10) . . . . ?
C2 N2 C3 C4 178.6(6) . . . . ?
N2 C3 C4 C5 8.4(9) . . . . ?
N2 C3 C4 C9 -176.0(6) . . . . ?
C9 C4 C5 C6 4.1(10) . . . . ?
C3 C4 C5 C6 180.0(6) . . . . ?
C4 C5 C6 C7 -1.5(11) . . . . ?
C17 N3 C7 C6 174.5(7) . . . . ?
C16 N3 C7 C6 -0.8(10) . . . . ?
C17 N3 C7 C8 -5.1(10) . . . . ?
C16 N3 C7 C8 179.6(6) . . . . ?
C5 C6 C7 N3 179.7(7) . . . . ?
C5 C6 C7 C8 -0.6(10) . . . . ?
N3 C7 C8 C9 179.5(6) . . . . ?
C6 C7 C8 C9 -0.1(10) . . . . ?
C7 C8 C9 O1 -178.2(6) . . . . ?
C7 C8 C9 C4 3.1(10) . . . . ?
C10 O1 C9 C8 -20.7(11) . . . . ?
C10 O1 C9 C4 158.1(7) . . . . ?
C5 C4 C9 C8 -4.9(10) . . . . ?
C3 C4 C9 C8 179.3(6) . . . . ?
C5 C4 C9 O1 176.2(5) . . . . ?
C3 C4 C9 O1 0.4(9) . . . . ?
C9 O1 C10 C15 121.9(8) . . . . ?
C9 O1 C10 C11 -62.9(9) . . . . ?
C15 C10 C11 C12 0.3(11) . . . . ?
O1 C10 C11 C12 -174.8(6) . . . . ?
C10 C11 C12 C13 1.4(13) . . . . ?
C11 C12 C13 C14 -1.0(15) . . . . ?
C12 C13 C14 C15 -1.1(16) . . . . ?
C11 C10 C15 C14 -2.3(12) . . . . ?
O1 C10 C15 C14 173.1(7) . . . . ?
C13 C14 C15 C10 2.7(14) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_BSK8-01
_database_code_depnum_ccdc_archive 'CCDC 1062540'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-06 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C24 H26 N6 O2'
_chemical_formula_moiety         'C24 H26 N6 O2'
_chemical_formula_weight         430.51
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.47796(15)
_cell_length_b                   8.79150(16)
_cell_length_c                   10.00729(18)
_cell_angle_alpha                67.6476(10)
_cell_angle_beta                 72.0277(10)
_cell_angle_gamma                80.1605(10)
_cell_volume                     577.71(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2779
_cell_measurement_theta_min      4.96
_cell_measurement_theta_max      68.13
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       unknown
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             228.00
_exptl_absorpt_coefficient_mu    0.662
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_T_max  0.948

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            5395
_diffrn_reflns_av_R_equivalents  0.0414
_diffrn_reflns_theta_max         68.25
_diffrn_reflns_theta_full        68.25
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 0.936
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             1973
_reflns_number_gt                1145
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0565
_refine_ls_wR_factor_ref         0.1959
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         1973
_refine_ls_number_parameters     145
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1008P)²+0.0886P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.190
_refine_diff_density_min         -0.240
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3178(3) -0.12900(19) 0.54836(19) 0.0674(6) Uani 1.0 2 d . . .
N1 N 0.1328(4) 0.2967(3) 0.7694(3) 0.0818(8) Uani 1.0 2 d . . .
N2 N 0.0869(3) 0.3351(3) 0.4226(3) 0.0542(6) Uani 1.0 2 d . . .
N3 N 0.3396(4) -0.1862(3) 0.0833(3) 0.0645(7) Uani 1.0 2 d . . .
C1 C 0.0888(4) 0.3548(3) 0.6611(4) 0.0577(7) Uani 1.0 2 d . . .
C2 C 0.0424(4) 0.4218(3) 0.5189(3) 0.0506(7) Uani 1.0 2 d . . .
C3 C 0.1594(4) 0.1855(3) 0.4626(3) 0.0537(7) Uani 1.0 2 d . . .
C4 C 0.2060(4) 0.0919(3) 0.3663(3) 0.0524(7) Uani 1.0 2 d . . .
C5 C 0.1709(4) 0.1544(3) 0.2248(3) 0.0567(7) Uani 1.0 2 d . . .
C6 C 0.2114(4) 0.0658(3) 0.1315(3) 0.0592(7) Uani 1.0 2 d . . .
C7 C 0.2942(4) -0.0965(3) 0.1758(3) 0.0546(7) Uani 1.0 2 d . . .
C8 C 0.3303(4) -0.1624(3) 0.3176(3) 0.0560(7) Uani 1.0 2 d . . .
C9 C 0.2873(4) -0.0705(3) 0.4097(3) 0.0528(7) Uani 1.0 2 d . . .
C10 C 0.3765(5) -0.2972(3) 0.6087(4) 0.0730(9) Uani 1.0 2 d . . .
C11 C 0.2880(5) -0.1287(4) -0.0565(4) 0.0786(9) Uani 1.0 2 d . . .
C12 C 0.4273(5) -0.3514(4) 0.1276(4) 0.0794(10) Uani 1.0 2 d . . .
H1 H 0.1817 0.1378 0.5568 0.0644 Uiso 1.0 2 calc R . .
H2 H 0.1176 0.2611 0.1928 0.0680 Uiso 1.0 2 calc R . .
H3 H 0.1845 0.1122 0.0389 0.0710 Uiso 1.0 2 calc R . .
H4 H 0.3838 -0.2691 0.3495 0.0672 Uiso 1.0 2 calc R . .
H5A H 0.3963 -0.3192 0.7049 0.0876 Uiso 1.0 2 calc R . .
H6C H 0.4919 -0.3214 0.5424 0.0876 Uiso 1.0 2 calc R . .
H7B H 0.2812 -0.3649 0.6198 0.0876 Uiso 1.0 2 calc R . .
H8A H 0.2793 -0.0104 -0.0949 0.0944 Uiso 1.0 2 calc R . .
H9C H 0.1685 -0.1689 -0.0397 0.0944 Uiso 1.0 2 calc R . .
H10B H 0.3821 -0.1686 -0.1276 0.0944 Uiso 1.0 2 calc R . .
H11C H 0.5340 -0.3510 0.1617 0.0953 Uiso 1.0 2 calc R . .
H12B H 0.4681 -0.3880 0.0434 0.0953 Uiso 1.0 2 calc R . .
H13A H 0.3381 -0.4245 0.2072 0.0953 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C9 1.362(4) yes . .
O1 C10 1.416(3) yes . .
N1 C1 1.133(5) yes . .
N2 C2 1.376(4) yes . .
N2 C3 1.294(3) yes . .
N3 C7 1.365(4) yes . .
N3 C11 1.445(5) yes . .
N3 C12 1.449(4) yes . .
C1 C2 1.446(5) yes . .
C2 C2 1.375(3) yes . 2_566
C3 C4 1.423(5) yes . .
C4 C5 1.402(4) yes . .
C4 C9 1.412(3) yes . .
C5 C6 1.366(5) yes . .
C6 C7 1.415(4) yes . .
C7 C8 1.406(4) yes . .
C8 C9 1.379(5) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C9 O1 C10 119.0(3) yes . . .
C2 N2 C3 120.3(3) yes . . .
C7 N3 C11 122.2(3) yes . . .
C7 N3 C12 121.1(3) yes . . .
C11 N3 C12 116.5(3) yes . . .
N1 C1 C2 176.1(3) yes . . .
N2 C2 C1 121.5(2) yes . . .
N2 C2 C2 121.2(3) yes . . 2_566
C1 C2 C2 117.3(3) yes . . 2_566
N2 C3 C4 121.8(3) yes . . .
C3 C4 C5 122.1(2) yes . . .
C3 C4 C9 121.5(3) yes . . .
C5 C4 C9 116.4(3) yes . . .
C4 C5 C6 123.1(3) yes . . .
C5 C6 C7 120.0(3) yes . . .
N3 C7 C6 121.1(3) yes . . .
N3 C7 C8 120.9(3) yes . . .
C6 C7 C8 118.0(3) yes . . .
C7 C8 C9 120.8(3) yes . . .
O1 C9 C4 115.2(3) yes . . .
O1 C9 C8 123.1(2) yes . . .
C4 C9 C8 121.7(3) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_BSK10-02
_database_code_depnum_ccdc_archive 'CCDC 1062541'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-06 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C28 H34 N6 O2'
_chemical_formula_moiety         'C28 H34 N6 O2'
_chemical_formula_weight         486.62
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.7038(4)
_cell_length_b                   9.2191(4)
_cell_length_c                   10.0892(5)
_cell_angle_alpha                110.554(3)
_cell_angle_beta                 110.343(2)
_cell_angle_gamma                97.368(3)
_cell_volume                     681.26(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1645
_cell_measurement_theta_min      5.17
_cell_measurement_theta_max      68.05
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             260.00
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.547
_exptl_absorpt_correction_T_max  0.976

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            6311
_diffrn_reflns_av_R_equivalents  0.1457
_diffrn_reflns_theta_max         68.231
_diffrn_reflns_theta_min         5.167
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 0.939
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_Laue_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_point_group_measured_fraction_full 0.939
_reflns_number_total             2333
_reflns_number_gt                481
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.3279
_refine_ls_R_factor_gt           0.0987
_refine_ls_wR_factor_ref         0.3459
_refine_ls_wR_factor_gt          0.2117
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2333
_refine_ls_number_parameters     166
_refine_ls_goodness_of_fit_ref   0.879
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1262P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.22
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
O1 O 0.5731(7) 0.2602(7) 0.4533(6) 0.0982(19) Uani 1 1 d . . . . .
N1 N 0.2056(9) 0.3434(9) 0.7124(10) 0.115(3) Uani 1 1 d . . . . .
N2 N 0.1466(8) -0.0167(7) 0.4080(7) 0.083(2) Uani 1 1 d . . . . .
N3 N 0.6239(9) -0.1630(9) 0.0425(8) 0.093(2) Uani 1 1 d . . . . .
C1 C 0.1404(10) 0.2117(14) 0.6229(12) 0.091(3) Uani 1 1 d . . . . .
C2 C 0.0719(9) 0.0437(11) 0.5061(11) 0.080(2) Uani 1 1 d . . . . .
C3 C 0.2875(10) 0.0674(9) 0.4223(9) 0.086(3) Uani 1 1 d . . . . .
H3 H 0.3372 0.1722 0.5009 0.103 Uiso 1 1 calc R U . . .
C4 C 0.3704(9) 0.0068(10) 0.3228(10) 0.075(2) Uani 1 1 d . . . . .
C5 C 0.3117(11) -0.1523(10) 0.2078(10) 0.089(3) Uani 1 1 d . . . . .
H5 H 0.2140 -0.2216 0.1938 0.107 Uiso 1 1 calc R U . . .
C6 C 0.3931(10) -0.2085(9) 0.1164(9) 0.089(3) Uani 1 1 d . . . . .
H6 H 0.3485 -0.3145 0.0401 0.106 Uiso 1 1 calc R U . . .
C7 C 0.5438(10) -0.1106(11) 0.1335(11) 0.081(3) Uani 1 1 d . . . . .
C8 C 0.6038(10) 0.0514(10) 0.2488(10) 0.082(2) Uani 1 1 d . . . . .
H8 H 0.6998 0.1217 0.2613 0.099 Uiso 1 1 calc R U . . .
C9 C 0.5213(10) 0.1046(10) 0.3417(10) 0.076(2) Uani 1 1 d . . . . .
C10 C 0.7393(10) 0.3624(9) 0.5027(9) 0.100(3) Uani 1 1 d . . . . .
H10A H 0.7462 0.3877 0.4190 0.120 Uiso 1 1 calc R U . . .
H10B H 0.8264 0.3099 0.5335 0.120 Uiso 1 1 calc R U . . .
C11 C 0.7638(10) 0.5154(10) 0.6411(10) 0.118(3) Uani 1 1 d . . . . .
H11A H 0.6767 0.5670 0.6079 0.141 Uiso 1 1 calc R U . . .
H11B H 0.7507 0.4874 0.7215 0.141 Uiso 1 1 calc R U . . .
C12 C 0.9378(11) 0.6313(10) 0.7073(10) 0.143(4) Uani 1 1 d . . . . .
H12A H 0.9528 0.6553 0.6266 0.172 Uiso 1 1 calc R U . . .
H12B H 1.0239 0.5834 0.7474 0.172 Uiso 1 1 calc R U . . .
H12C H 0.9476 0.7293 0.7901 0.172 Uiso 1 1 calc R U . . .
C13 C 0.5654(11) -0.3298(10) -0.0776(10) 0.125(3) Uani 1 1 d . . . . .
H13A H 0.4427 -0.3647 -0.1275 0.150 Uiso 1 1 calc R U . . .
H13B H 0.6062 -0.3991 -0.0298 0.150 Uiso 1 1 calc R U . . .
H13C H 0.6089 -0.3348 -0.1539 0.150 Uiso 1 1 calc R U . . .
C14 C 0.7798(10) -0.0648(9) 0.0612(8) 0.104(3) Uani 1 1 d . . . . .
H14A H 0.8719 -0.0495 0.1561 0.125 Uiso 1 1 calc R U . . .
H14B H 0.7659 0.0383 0.0659 0.125 Uiso 1 1 calc R U . . .
H14C H 0.8052 -0.1179 -0.0259 0.125 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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
O1 C9 1.370(8) . ?
O1 C10 1.431(7) . ?
N1 C1 1.144(10) . ?
N2 C3 1.296(8) . ?
N2 C2 1.366(9) . ?
N3 C7 1.336(9) . ?
N3 C14 1.443(8) . ?
N3 C13 1.468(8) . ?
C1 C2 1.462(12) . ?
C2 C2 1.340(13) 2_556 ?
C3 C4 1.433(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(9) . ?
C4 C9 1.406(9) . ?
C5 C6 1.354(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.412(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.419(9) . ?
C8 C9 1.367(9) . ?
C8 H8 0.9300 . ?
C10 C11 1.522(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.504(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
C9 O1 C10 119.9(7) . . ?
C3 N2 C2 121.8(7) . . ?
C7 N3 C14 123.0(7) . . ?
C7 N3 C13 121.9(7) . . ?
C14 N3 C13 115.0(8) . . ?
N1 C1 C2 174.5(9) . . ?
C2 C2 N2 122.1(12) 2_556 . ?
C2 C2 C1 117.0(12) 2_556 . ?
N2 C2 C1 120.7(6) . . ?
N2 C3 C4 123.1(8) . . ?
N2 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
C5 C4 C9 116.5(9) . . ?
C5 C4 C3 122.7(7) . . ?
C9 C4 C3 120.7(9) . . ?
C6 C5 C4 122.0(8) . . ?
C6 C5 H5 119.0 . . ?
C4 C5 H5 119.0 . . ?
C5 C6 C7 121.9(9) . . ?
C5 C6 H6 119.1 . . ?
C7 C6 H6 119.1 . . ?
N3 C7 C6 122.7(9) . . ?
N3 C7 C8 120.5(7) . . ?
C6 C7 C8 116.7(9) . . ?
C9 C8 C7 120.3(8) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 O1 122.5(7) . . ?
C8 C9 C4 122.5(8) . . ?
O1 C9 C4 114.9(9) . . ?
O1 C10 C11 105.9(7) . . ?
O1 C10 H10A 110.5 . . ?
C11 C10 H10A 110.5 . . ?
O1 C10 H10B 110.5 . . ?
C11 C10 H10B 110.5 . . ?
H10A C10 H10B 108.7 . . ?
C12 C11 C10 111.0(7) . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 H13A 109.5 . . ?
N3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N3 C14 H14A 109.5 . . ?
N3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C2 C2 -178.6(9) . . . 2_556 ?
C3 N2 C2 C1 5.6(12) . . . . ?
C2 N2 C3 C4 179.1(7) . . . . ?
N2 C3 C4 C5 -4.2(12) . . . . ?
N2 C3 C4 C9 178.7(7) . . . . ?
C9 C4 C5 C6 -1.7(12) . . . . ?
C3 C4 C5 C6 -179.0(7) . . . . ?
C4 C5 C6 C7 1.2(13) . . . . ?
C14 N3 C7 C6 -178.7(7) . . . . ?
C13 N3 C7 C6 -3.2(12) . . . . ?
C14 N3 C7 C8 4.3(12) . . . . ?
C13 N3 C7 C8 179.8(6) . . . . ?
C5 C6 C7 N3 -178.7(8) . . . . ?
C5 C6 C7 C8 -1.6(12) . . . . ?
N3 C7 C8 C9 179.9(7) . . . . ?
C6 C7 C8 C9 2.8(11) . . . . ?
C7 C8 C9 O1 -179.2(6) . . . . ?
C7 C8 C9 C4 -3.6(12) . . . . ?
C10 O1 C9 C8 -15.2(11) . . . . ?
C10 O1 C9 C4 168.9(6) . . . . ?
C5 C4 C9 C8 2.9(11) . . . . ?
C3 C4 C9 C8 -179.8(7) . . . . ?
C5 C4 C9 O1 178.9(6) . . . . ?
C3 C4 C9 O1 -3.8(11) . . . . ?
C9 O1 C10 C11 -172.3(7) . . . . ?
O1 C10 C11 C12 178.2(7) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_BSK11-04
_database_code_depnum_ccdc_archive 'CCDC 1062542'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-06 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C30 H38 N6 O2'
_chemical_formula_moiety         'C30 H38 N6 O2'
_chemical_formula_weight         514.67
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.5720(3)
_cell_length_b                   9.4914(3)
_cell_length_c                   10.6283(3)
_cell_angle_alpha                115.2669(12)
_cell_angle_beta                 98.1638(14)
_cell_angle_gamma                102.7069(14)
_cell_volume                     735.06(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1957
_cell_measurement_theta_min      4.78
_cell_measurement_theta_max      67.86
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             276.00
_exptl_absorpt_coefficient_mu    0.595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_correction_T_min  0.840
_exptl_absorpt_correction_T_max  0.965

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            7020
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_theta_max         68.16
_diffrn_reflns_theta_full        68.16
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measured_fraction_theta_full 0.935
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2516
_reflns_number_gt                1221
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0619
_refine_ls_wR_factor_ref         0.2556
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2516
_refine_ls_number_parameters     172
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1273P)²+0.1146P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.210
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.3618(3) 0.1789(3) 0.9619(3) 0.0773(8) Uani 1.0 2 d . . .
N1 N 0.9424(4) 0.3497(4) 1.1908(4) 0.0912(10) Uani 1.0 2 d . . .
N2 N 0.7764(3) 0.4284(3) 0.9195(3) 0.0591(7) Uani 1.0 2 d . . .
N3 N 0.0098(4) 0.2206(4) 0.5907(3) 0.0747(9) Uani 1.0 2 d . . .
C1 C 0.9422(4) 0.4013(4) 1.1125(4) 0.0674(9) Uani 1.0 2 d . . .
C2 C 0.9278(4) 0.4583(4) 1.0071(3) 0.0576(8) Uani 1.0 2 d . . .
C3 C 0.6410(4) 0.3533(4) 0.9350(4) 0.0589(8) Uani 1.0 2 d . . .
C4 C 0.4817(4) 0.3183(4) 0.8464(3) 0.0554(8) Uani 1.0 2 d . . .
C5 C 0.4608(4) 0.3716(4) 0.7429(4) 0.0651(9) Uani 1.0 2 d . . .
C6 C 0.3078(4) 0.3429(4) 0.6613(4) 0.0733(10) Uani 1.0 2 d . . .
C7 C 0.1623(4) 0.2539(4) 0.6747(4) 0.0617(9) Uani 1.0 2 d . . .
C8 C 0.1811(4) 0.1980(4) 0.7788(3) 0.0608(8) Uani 1.0 2 d . . .
C9 C 0.3370(4) 0.2301(4) 0.8614(3) 0.0572(8) Uani 1.0 2 d . . .
C10 C 0.2248(5) 0.1021(5) 0.9975(4) 0.0821(11) Uani 1.0 2 d . . .
C11 C 0.2971(5) 0.0584(6) 1.1084(5) 0.0961(13) Uani 1.0 2 d . . .
C12 C 0.4089(7) 0.2028(7) 1.2454(5) 0.1163(16) Uani 1.0 2 d . . .
C13 C 0.4980(6) 0.1580(7) 1.3454(5) 0.1282(18) Uani 1.0 2 d . . .
C14 C -0.0074(5) 0.2792(5) 0.4843(5) 0.0974(13) Uani 1.0 2 d . . .
C15 C -0.1394(5) 0.1369(5) 0.6084(4) 0.0803(11) Uani 1.0 2 d . . .
H1 H 0.6479 0.3211 1.0064 0.0707 Uiso 1.0 2 calc R . .
H2 H 0.5544 0.4285 0.7292 0.0781 Uiso 1.0 2 calc R . .
H3 H 0.2996 0.3831 0.5955 0.0880 Uiso 1.0 2 calc R . .
H4 H 0.0878 0.1394 0.7914 0.0730 Uiso 1.0 2 calc R . .
H5A H 0.1514 0.0043 0.9123 0.0985 Uiso 1.0 2 calc R . .
H6B H 0.1621 0.1766 1.0366 0.0985 Uiso 1.0 2 calc R . .
H7B H 0.2069 0.0004 1.1313 0.1153 Uiso 1.0 2 calc R . .
H8A H 0.3591 -0.0159 1.0667 0.1153 Uiso 1.0 2 calc R . .
H9A H 0.4897 0.2696 1.2215 0.1395 Uiso 1.0 2 calc R . .
H10B H 0.3433 0.2689 1.2944 0.1395 Uiso 1.0 2 calc R . .
H11A H 0.5684 0.0979 1.2998 0.1538 Uiso 1.0 2 calc R . .
H12C H 0.4191 0.0912 1.3692 0.1538 Uiso 1.0 2 calc R . .
H13B H 0.5644 0.2559 1.4319 0.1538 Uiso 1.0 2 calc R . .
H14A H 0.0733 0.3850 0.5215 0.1169 Uiso 1.0 2 calc R . .
H15C H -0.1169 0.2877 0.4649 0.1169 Uiso 1.0 2 calc R . .
H16B H 0.0099 0.2034 0.3967 0.1169 Uiso 1.0 2 calc R . .
H17C H -0.2334 0.1470 0.5560 0.0964 Uiso 1.0 2 calc R . .
H18B H -0.1361 0.1845 0.7090 0.0964 Uiso 1.0 2 calc R . .
H19A H -0.1487 0.0229 0.5721 0.0964 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C9 1.359(5) yes . .
O1 C10 1.427(5) yes . .
N1 C1 1.131(7) yes . .
N2 C2 1.378(4) yes . .
N2 C3 1.294(5) yes . .
N3 C7 1.361(5) yes . .
N3 C14 1.460(7) yes . .
N3 C15 1.433(5) yes . .
C1 C2 1.440(6) yes . .
C2 C2 1.380(5) yes . 2_767
C3 C4 1.425(5) yes . .
C4 C5 1.399(6) yes . .
C4 C9 1.406(5) yes . .
C5 C6 1.366(5) yes . .
C6 C7 1.407(5) yes . .
C7 C8 1.422(6) yes . .
C8 C9 1.382(5) yes . .
C10 C11 1.507(8) yes . .
C11 C12 1.496(5) yes . .
C12 C13 1.480(10) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C9 O1 C10 120.8(3) yes . . .
C2 N2 C3 120.0(4) yes . . .
C7 N3 C14 120.4(4) yes . . .
C7 N3 C15 122.0(4) yes . . .
C14 N3 C15 117.5(4) yes . . .
N1 C1 C2 175.3(3) yes . . .
N2 C2 C1 122.0(3) yes . . .
N2 C2 C2 120.2(4) yes . . 2_767
C1 C2 C2 117.8(3) yes . . 2_767
N2 C3 C4 122.1(4) yes . . .
C3 C4 C5 122.1(3) yes . . .
C3 C4 C9 121.0(4) yes . . .
C5 C4 C9 116.9(3) yes . . .
C4 C5 C6 122.2(4) yes . . .
C5 C6 C7 121.4(4) yes . . .
N3 C7 C6 121.7(4) yes . . .
N3 C7 C8 121.1(4) yes . . .
C6 C7 C8 117.2(3) yes . . .
C7 C8 C9 120.4(4) yes . . .
O1 C9 C4 115.4(3) yes . . .
O1 C9 C8 122.8(3) yes . . .
C4 C9 C8 121.9(4) yes . . .
O1 C10 C11 106.5(3) yes . . .
C10 C11 C12 114.1(5) yes . . .
C11 C12 C13 113.8(5) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_BSK13-01
_database_code_depnum_ccdc_archive 'CCDC 1062543'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-06 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C32 H42 N6 O2'
_chemical_formula_moiety         'C32 H42 N6 O2'
_chemical_formula_weight         542.72
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.4017(2)
_cell_length_b                   10.0488(3)
_cell_length_c                   10.0892(3)
_cell_angle_alpha                95.1228(12)
_cell_angle_beta                 102.0454(13)
_cell_angle_gamma                108.3491(12)
_cell_volume                     779.60(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    5387
_cell_measurement_theta_min      4.54
_cell_measurement_theta_max      68.19
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             292.00
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_absorpt_correction_T_min  0.674
_exptl_absorpt_correction_T_max  0.954

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            7416
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_theta_max         68.21
_diffrn_reflns_theta_full        68.21
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measured_fraction_theta_full 0.940
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             2671
_reflns_number_gt                1838
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1945
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2671
_refine_ls_number_parameters     181
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1053P)²+0.0360P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.230
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.90589(17) 0.05264(16) 0.19660(13) 0.0698(5) Uani 1.0 2 d . . .
N1 N 1.3395(3) -0.1537(2) 0.21233(18) 0.0812(6) Uani 1.0 2 d . . .
N2 N 1.3280(2) 0.07654(16) 0.48435(15) 0.0546(5) Uani 1.0 2 d . . .
N3 N 0.7482(3) 0.36702(18) 0.49175(17) 0.0679(5) Uani 1.0 2 d . . .
C1 C 1.3821(3) -0.0896(2) 0.3197(2) 0.0590(5) Uani 1.0 2 d . . .
C2 C 1.4271(3) -0.00206(18) 0.45312(17) 0.0525(5) Uani 1.0 2 d . . .
C3 C 1.1891(3) 0.06830(19) 0.39436(18) 0.0527(5) Uani 1.0 2 d . . .
C4 C 1.0798(3) 0.14667(18) 0.41933(17) 0.0503(5) Uani 1.0 2 d . . .
C5 C 1.1077(3) 0.2303(2) 0.54686(18) 0.0568(5) Uani 1.0 2 d . . .
C6 C 1.0006(3) 0.3015(2) 0.57223(18) 0.0593(6) Uani 1.0 2 d . . .
C7 C 0.8546(3) 0.29494(19) 0.46857(19) 0.0542(5) Uani 1.0 2 d . . .
C8 C 0.8238(3) 0.21115(19) 0.34056(18) 0.0560(5) Uani 1.0 2 d . . .
C9 C 0.9318(3) 0.13750(19) 0.31722(17) 0.0519(5) Uani 1.0 2 d . . .
C10 C 0.7421(3) 0.0100(3) 0.0978(2) 0.0727(6) Uani 1.0 2 d . . .
C11 C 0.7378(3) -0.1084(3) -0.0070(2) 0.0796(7) Uani 1.0 2 d . . .
C12 C 0.7553(4) -0.2372(3) 0.0530(3) 0.0928(8) Uani 1.0 2 d . . .
C13 C 0.7530(5) -0.3570(3) -0.0487(3) 0.1081(10) Uani 1.0 2 d . . .
C14 C 0.7748(6) -0.4812(4) 0.0139(4) 0.1478(15) Uani 1.0 2 d . . .
C15 C 0.7742(4) 0.4509(3) 0.6245(3) 0.0804(7) Uani 1.0 2 d . . .
C16 C 0.6071(3) 0.3698(3) 0.3827(3) 0.0800(7) Uani 1.0 2 d . . .
H1 H 1.1593 0.0091 0.3102 0.0632 Uiso 1.0 2 calc R . .
H2 H 1.2031 0.2374 0.6168 0.0681 Uiso 1.0 2 calc R . .
H3 H 1.0237 0.3550 0.6585 0.0712 Uiso 1.0 2 calc R . .
H4 H 0.7291 0.2052 0.2704 0.0672 Uiso 1.0 2 calc R . .
H5A H 0.7295 0.0894 0.0539 0.0873 Uiso 1.0 2 calc R . .
H6B H 0.6484 -0.0228 0.1423 0.0873 Uiso 1.0 2 calc R . .
H7B H 0.8310 -0.0727 -0.0513 0.0955 Uiso 1.0 2 calc R . .
H8A H 0.6293 -0.1372 -0.0769 0.0955 Uiso 1.0 2 calc R . .
H9A H 0.8630 -0.2076 0.1237 0.1114 Uiso 1.0 2 calc R . .
H10B H 0.6615 -0.2727 0.0969 0.1114 Uiso 1.0 2 calc R . .
H11A H 0.6440 -0.3888 -0.1182 0.1297 Uiso 1.0 2 calc R . .
H12B H 0.8451 -0.3215 -0.0942 0.1297 Uiso 1.0 2 calc R . .
H13C H 0.8900 -0.4547 0.0715 0.1773 Uiso 1.0 2 calc R . .
H14A H 0.7558 -0.5584 -0.0575 0.1773 Uiso 1.0 2 calc R . .
H15B H 0.6924 -0.5103 0.0681 0.1773 Uiso 1.0 2 calc R . .
H16A H 0.7797 0.3928 0.6946 0.0965 Uiso 1.0 2 calc R . .
H17C H 0.6794 0.4853 0.6228 0.0965 Uiso 1.0 2 calc R . .
H18B H 0.8805 0.5300 0.6437 0.0965 Uiso 1.0 2 calc R . .
H19B H 0.6501 0.3972 0.3046 0.0960 Uiso 1.0 2 calc R . .
H20A H 0.5579 0.4371 0.4143 0.0960 Uiso 1.0 2 calc R . .
H21C H 0.5199 0.2770 0.3569 0.0960 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
O1 C9 1.357(3) yes . .
O1 C10 1.432(3) yes . .
N1 C1 1.133(3) yes . .
N2 C2 1.377(3) yes . .
N2 C3 1.295(3) yes . .
N3 C7 1.358(4) yes . .
N3 C15 1.453(3) yes . .
N3 C16 1.448(3) yes . .
C1 C2 1.448(3) yes . .
C2 C2 1.369(3) yes . 2_856
C3 C4 1.429(4) yes . .
C4 C5 1.405(3) yes . .
C4 C9 1.411(3) yes . .
C5 C6 1.362(4) yes . .
C6 C7 1.416(3) yes . .
C7 C8 1.405(3) yes . .
C8 C9 1.381(4) yes . .
C10 C11 1.505(4) yes . .
C11 C12 1.512(4) yes . .
C12 C13 1.502(5) yes . .
C13 C14 1.492(6) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C9 O1 C10 119.68(18) yes . . .
C2 N2 C3 119.36(16) yes . . .
C7 N3 C15 122.17(18) yes . . .
C7 N3 C16 121.38(18) yes . . .
C15 N3 C16 116.4(3) yes . . .
N1 C1 C2 175.5(3) yes . . .
N2 C2 C1 121.11(16) yes . . .
N2 C2 C2 120.87(16) yes . . 2_856
C1 C2 C2 118.02(19) yes . . 2_856
N2 C3 C4 122.55(17) yes . . .
C3 C4 C5 122.57(17) yes . . .
C3 C4 C9 120.82(16) yes . . .
C5 C4 C9 116.5(2) yes . . .
C4 C5 C6 122.68(17) yes . . .
C5 C6 C7 120.67(17) yes . . .
N3 C7 C6 121.32(18) yes . . .
N3 C7 C8 121.14(18) yes . . .
C6 C7 C8 117.5(2) yes . . .
C7 C8 C9 121.09(17) yes . . .
O1 C9 C4 115.08(19) yes . . .
O1 C9 C8 123.47(16) yes . . .
C4 C9 C8 121.44(16) yes . . .
O1 C10 C11 107.2(2) yes . . .
C10 C11 C12 113.71(19) yes . . .
C11 C12 C13 115.1(2) yes . . .
C12 C13 C14 113.9(3) yes . . .



#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
####################################################################### 
# 
# 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_SX333_18
_database_code_depnum_ccdc_archive 'CCDC 1062544'
_audit_update_record             
;
2015-07-13 deposited with the CCDC.
2015-08-06 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C42 H62 N6 O2'
_chemical_formula_moiety         'C42 H62 N6 O2'
_chemical_formula_weight         682.99
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.6252(3)
_cell_length_b                   10.9509(5)
_cell_length_c                   11.5620(7)
_cell_angle_alpha                94.067(4)
_cell_angle_beta                 93.088(4)
_cell_angle_gamma                112.605(4)
_cell_volume                     1001.74(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    706
_cell_measurement_theta_min      22.10
_cell_measurement_theta_max      66.60
_cell_measurement_temperature    93
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            reddishpurple
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.020
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             372.00
_exptl_absorpt_coefficient_mu    0.546
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.32a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.420
_exptl_absorpt_correction_T_max  0.995

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      93
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            14895
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_theta_max         75.452
_diffrn_reflns_theta_min         3.848
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4000
_reflns_number_gt                3199
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.1656
_refine_ls_wR_factor_gt          0.1508
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4000
_refine_ls_number_parameters     229
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0974P)²+0.2301P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.26
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
O1 O 0.55772(12) 0.93250(10) 0.19661(10) 0.0264(3) Uani 1 1 d . . . . .
N1 N -0.04026(17) 0.73483(14) 0.07548(13) 0.0332(3) Uani 1 1 d . . . . .
N2 N 0.22449(15) 1.06506(12) 0.04909(11) 0.0243(3) Uani 1 1 d . . . . .
N3 N 1.01550(15) 1.36168(12) 0.20846(12) 0.0275(3) Uani 1 1 d . . . . .
C1 C -0.00058(18) 0.84185(15) 0.05127(13) 0.0251(3) Uani 1 1 d . . . . .
C2 C 0.05827(18) 0.97873(14) 0.02434(13) 0.0235(3) Uani 1 1 d . . . . .
C3 C 0.33347(18) 1.02241(15) 0.09291(13) 0.0243(3) Uani 1 1 d . . . . .
H3 H 0.2974 0.9317 0.1072 0.029 Uiso 1 1 calc R U . . .
C4 C 0.50761(18) 1.10894(15) 0.12041(13) 0.0231(3) Uani 1 1 d . . . . .
C5 C 0.57115(19) 1.24202(15) 0.09488(13) 0.0250(3) Uani 1 1 d . . . . .
H5 H 0.4963 1.2753 0.0582 0.030 Uiso 1 1 calc R U . . .
C6 C 0.73708(19) 1.32574(15) 0.12079(13) 0.0255(3) Uani 1 1 d . . . . .
H6 H 0.7754 1.4146 0.1009 0.031 Uiso 1 1 calc R U . . .
C7 C 0.85145(18) 1.27962(15) 0.17733(13) 0.0243(3) Uani 1 1 d . . . . .
C8 C 0.79036(18) 1.14566(15) 0.20216(13) 0.0238(3) Uani 1 1 d . . . . .
H8 H 0.8652 1.1122 0.2386 0.029 Uiso 1 1 calc R U . . .
C9 C 0.62286(18) 1.06244(14) 0.17416(13) 0.0230(3) Uani 1 1 d . . . . .
C10 C 0.67199(18) 0.87843(15) 0.24409(14) 0.0263(3) Uani 1 1 d . . . . .
H10A H 0.7246 0.9264 0.3210 0.032 Uiso 1 1 calc R U . . .
H10B H 0.7625 0.8888 0.1918 0.032 Uiso 1 1 calc R U . . .
C11 C 0.57498(19) 0.73299(15) 0.25659(14) 0.0268(3) Uani 1 1 d . . . . .
H11A H 0.5323 0.6838 0.1787 0.032 Uiso 1 1 calc R U . . .
H11B H 0.4770 0.7223 0.3017 0.032 Uiso 1 1 calc R U . . .
C12 C 0.68928(19) 0.67620(15) 0.31878(15) 0.0275(4) Uani 1 1 d . . . . .
H12A H 0.7856 0.6866 0.2720 0.033 Uiso 1 1 calc R U . . .
H12B H 0.7352 0.7294 0.3947 0.033 Uiso 1 1 calc R U . . .
C13 C 0.60399(19) 0.53051(15) 0.33991(14) 0.0263(3) Uani 1 1 d . . . . .
H13A H 0.5626 0.4758 0.2642 0.032 Uiso 1 1 calc R U . . .
H13B H 0.5055 0.5184 0.3849 0.032 Uiso 1 1 calc R U . . .
C14 C 0.72443(19) 0.48312(15) 0.40626(14) 0.0275(4) Uani 1 1 d . . . . .
H14A H 0.8228 0.4965 0.3608 0.033 Uiso 1 1 calc R U . . .
H14B H 0.7663 0.5395 0.4812 0.033 Uiso 1 1 calc R U . . .
C15 C 0.64872(19) 0.33820(15) 0.43138(14) 0.0264(3) Uani 1 1 d . . . . .
H15A H 0.6078 0.2807 0.3570 0.032 Uiso 1 1 calc R U . . .
H15B H 0.5508 0.3238 0.4775 0.032 Uiso 1 1 calc R U . . .
C16 C 0.77685(19) 0.29882(15) 0.49804(14) 0.0290(4) Uani 1 1 d . . . . .
H16A H 0.8757 0.3165 0.4523 0.035 Uiso 1 1 calc R U . . .
H16B H 0.8159 0.3563 0.5725 0.035 Uiso 1 1 calc R U . . .
C17 C 0.7117(2) 0.15421(15) 0.52435(14) 0.0286(4) Uani 1 1 d . . . . .
H17A H 0.6147 0.1363 0.5719 0.034 Uiso 1 1 calc R U . . .
H17B H 0.6712 0.0960 0.4503 0.034 Uiso 1 1 calc R U . . .
C18 C 0.8454(2) 0.12008(18) 0.58879(18) 0.0398(4) Uani 1 1 d . . . . .
H18A H 0.8851 0.1782 0.6629 0.048 Uiso 1 1 calc R U . . .
H18B H 0.9428 0.1394 0.5414 0.048 Uiso 1 1 calc R U . . .
C19 C 0.7851(3) -0.02398(18) 0.61544(17) 0.0408(4) Uani 1 1 d . . . . .
H19A H 0.7531 -0.0823 0.5424 0.049 Uiso 1 1 calc R U . . .
H19B H 0.6873 -0.0447 0.6612 0.049 Uiso 1 1 calc R U . . .
H19C H 0.8759 -0.0378 0.6599 0.049 Uiso 1 1 calc R U . . .
C20 C 1.0854(2) 1.49401(16) 0.16913(16) 0.0334(4) Uani 1 1 d . . . . .
H20A H 1.0153 1.5428 0.1911 0.040 Uiso 1 1 calc R U . . .
H20B H 1.0874 1.4864 0.0843 0.040 Uiso 1 1 calc R U . . .
H20C H 1.2004 1.5418 0.2055 0.040 Uiso 1 1 calc R U . . .
C21 C 1.13380(19) 1.30840(16) 0.25462(15) 0.0313(4) Uani 1 1 d . . . . .
H21A H 1.1418 1.2418 0.1966 0.038 Uiso 1 1 calc R U . . .
H21B H 1.0944 1.2669 0.3256 0.038 Uiso 1 1 calc R U . . .
H21C H 1.2450 1.3805 0.2727 0.038 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.1 b45 (Rigaku, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.32a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.32a (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2'

#==============================================================================
# MOLECULAR GEOMETRY

_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
O1 C9 1.3643(17) . ?
O1 C10 1.4352(17) . ?
N1 C1 1.148(2) . ?
N2 C3 1.295(2) . ?
N2 C2 1.3808(19) . ?
N3 C7 1.3642(19) . ?
N3 C21 1.452(2) . ?
N3 C20 1.4566(19) . ?
C1 C2 1.449(2) . ?
C2 C2 1.371(3) 2_575 ?
C3 C4 1.438(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.406(2) . ?
C4 C9 1.415(2) . ?
C5 C6 1.373(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.420(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.412(2) . ?
C8 C9 1.385(2) . ?
C8 H8 0.9500 . ?
C10 C11 1.5096(19) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.528(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.523(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.524(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.523(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.524(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.523(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.518(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.520(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 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
C9 O1 C10 117.75(11) . . ?
C3 N2 C2 119.80(13) . . ?
C7 N3 C21 120.21(12) . . ?
C7 N3 C20 120.54(13) . . ?
C21 N3 C20 117.37(12) . . ?
N1 C1 C2 176.87(16) . . ?
C2 C2 N2 120.68(17) 2_575 . ?
C2 C2 C1 117.59(16) 2_575 . ?
N2 C2 C1 121.72(13) . . ?
N2 C3 C4 121.65(14) . . ?
N2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C9 117.17(13) . . ?
C5 C4 C3 121.99(13) . . ?
C9 C4 C3 120.84(13) . . ?
C6 C5 C4 122.58(14) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C7 120.07(14) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 H6 120.0 . . ?
N3 C7 C8 120.34(13) . . ?
N3 C7 C6 121.55(13) . . ?
C8 C7 C6 118.10(13) . . ?
C9 C8 C7 120.89(13) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
O1 C9 C8 123.11(13) . . ?
O1 C9 C4 115.74(12) . . ?
C8 C9 C4 121.15(13) . . ?
O1 C10 C11 108.73(11) . . ?
O1 C10 H10A 109.9 . . ?
C11 C10 H10A 109.9 . . ?
O1 C10 H10B 109.9 . . ?
C11 C10 H10B 109.9 . . ?
H10A C10 H10B 108.3 . . ?
C10 C11 C12 109.91(12) . . ?
C10 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
C10 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C13 C12 C11 114.89(12) . . ?
C13 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C11 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
C12 C13 C14 111.60(12) . . ?
C12 C13 H13A 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C15 C14 C13 114.96(12) . . ?
C15 C14 H14A 108.5 . . ?
C13 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
C13 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C14 C15 C16 111.69(12) . . ?
C14 C15 H15A 109.3 . . ?
C16 C15 H15A 109.3 . . ?
C14 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 107.9 . . ?
C17 C16 C15 114.90(12) . . ?
C17 C16 H16A 108.5 . . ?
C15 C16 H16A 108.5 . . ?
C17 C16 H16B 108.5 . . ?
C15 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C18 C17 C16 112.58(13) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 C19 113.96(14) . . ?
C17 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N3 C20 H20A 109.5 . . ?
N3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N2 C2 C2 -178.62(17) . . . 2_575 ?
C3 N2 C2 C1 3.0(2) . . . . ?
C2 N2 C3 C4 -179.76(13) . . . . ?
N2 C3 C4 C5 -3.9(2) . . . . ?
N2 C3 C4 C9 176.47(14) . . . . ?
C9 C4 C5 C6 -0.5(2) . . . . ?
C3 C4 C5 C6 179.92(14) . . . . ?
C4 C5 C6 C7 -1.1(2) . . . . ?
C21 N3 C7 C8 7.4(2) . . . . ?
C20 N3 C7 C8 171.44(14) . . . . ?
C21 N3 C7 C6 -173.32(14) . . . . ?
C20 N3 C7 C6 -9.3(2) . . . . ?
C5 C6 C7 N3 -177.36(14) . . . . ?
C5 C6 C7 C8 1.9(2) . . . . ?
N3 C7 C8 C9 178.04(14) . . . . ?
C6 C7 C8 C9 -1.2(2) . . . . ?
C10 O1 C9 C8 -4.4(2) . . . . ?
C10 O1 C9 C4 176.02(13) . . . . ?
C7 C8 C9 O1 -179.83(13) . . . . ?
C7 C8 C9 C4 -0.3(2) . . . . ?
C5 C4 C9 O1 -179.29(12) . . . . ?
C3 C4 C9 O1 0.3(2) . . . . ?
C5 C4 C9 C8 1.2(2) . . . . ?
C3 C4 C9 C8 -179.22(14) . . . . ?
C9 O1 C10 C11 -177.39(12) . . . . ?
O1 C10 C11 C12 -174.05(12) . . . . ?
C10 C11 C12 C13 178.24(13) . . . . ?
C11 C12 C13 C14 -177.82(13) . . . . ?
C12 C13 C14 C15 179.83(13) . . . . ?
C13 C14 C15 C16 -179.88(13) . . . . ?
C14 C15 C16 C17 -178.78(13) . . . . ?
C15 C16 C17 C18 178.94(14) . . . . ?
C16 C17 C18 C19 -179.44(15) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


