# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_sba138
_database_code_depnum_ccdc_archive 'CCDC 1546398'
_audit_update_record             
;
2017-04-26 deposited with the CCDC.
2017-06-20 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         ?
_chemical_formula_sum            'C25 H24 N4 O5'
_chemical_formula_weight         460.48

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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   15.0879(14)
_cell_length_b                   17.9838(17)
_cell_length_c                   8.8566(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.191(3)
_cell_angle_gamma                90
_cell_volume                     2339.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3317
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      23.37

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.610
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8490
_exptl_absorpt_correction_T_max  0.9579
_exptl_absorpt_process_details   
;
Sheldrick, G. M. (2008). SADABS. University of Göttingen, Germany.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'ImuS microsource'
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14592
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.386
_diffrn_reflns_theta_max         25.060
_diffrn_reflns_theta_full        25.060
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4147
_reflns_number_gt                2754
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0635P)²+1.2676P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4147
_refine_ls_number_parameters     335
_refine_ls_number_restraints     316
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1632
_refine_ls_wR_factor_gt          0.1458
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.44031(17) 0.73904(15) 0.6218(3) 0.0388(6) Uani 1 1 d . U . . .
O1 O 0.42711(13) 0.79812(10) 0.6829(2) 0.0517(5) Uani 1 1 d . U . . .
N2 N 0.37517(13) 0.68583(11) 0.5902(2) 0.0361(5) Uani 1 1 d . U . . .
C3 C 0.38569(17) 0.61759(14) 0.5042(3) 0.0385(6) Uani 1 1 d . U . . .
H3A H 0.4054 0.6302 0.4081 0.046 Uiso 1 1 calc R U . . .
H3B H 0.3268 0.5909 0.4752 0.046 Uiso 1 1 calc R U . . .
C4 C 0.45518(18) 0.56964(15) 0.6054(3) 0.0412(6) Uani 1 1 d . U . . .
C5 C 0.54733(18) 0.59332(16) 0.6499(3) 0.0439(7) Uani 1 1 d . U . . .
N6 N 0.59894(18) 0.54499(15) 0.7406(3) 0.0588(7) Uani 1 1 d . U . . .
C6 C 0.29125(16) 0.69730(14) 0.6447(3) 0.0337(6) Uani 1 1 d . U . . .
H6 H 0.3041 0.7357 0.7286 0.040 Uiso 1 1 calc R U . . .
C7 C 0.21519(16) 0.72701(14) 0.5140(3) 0.0333(6) Uani 1 1 d . U . . .
O7 O 0.20873(12) 0.70543(11) 0.37966(19) 0.0440(5) Uani 1 1 d . U . . .
N8 N 0.15923(14) 0.77478(11) 0.5574(2) 0.0369(5) Uani 1 1 d . U . . .
H8 H 0.1714 0.7885 0.6553 0.044 Uiso 1 1 calc R U . . .
C8 C 0.4548(2) 0.50395(17) 0.6761(4) 0.0540(8) Uani 1 1 d . U . . .
H8A H 0.4025 0.4736 0.6698 0.065 Uiso 1 1 calc R U . . .
O9 O 0.53942(16) 0.48710(12) 0.7578(3) 0.0658(6) Uani 1 1 d . U . . .
C11 C 0.53035(17) 0.72772(16) 0.5773(3) 0.0420(6) Uani 1 1 d . U . . .
C12 C 0.58200(18) 0.66208(17) 0.5975(3) 0.0446(7) Uani 1 1 d . U . . .
C13 C 0.6687(2) 0.6622(2) 0.5648(3) 0.0594(8) Uani 1 1 d . U . . .
H13 H 0.7045 0.6183 0.5801 0.071 Uiso 1 1 calc R U . . .
C14 C 0.7023(2) 0.7258(2) 0.5106(4) 0.0688(10) Uani 1 1 d . U . . .
H14 H 0.7605 0.7250 0.4864 0.083 Uiso 1 1 calc R U . . .
C15 C 0.6524(2) 0.7899(2) 0.4917(4) 0.0657(9) Uani 1 1 d . U . . .
H15 H 0.6759 0.8334 0.4541 0.079 Uiso 1 1 calc R U . . .
C16 C 0.5676(2) 0.79163(18) 0.5271(3) 0.0543(8) Uani 1 1 d . U . . .
H16 H 0.5344 0.8369 0.5171 0.065 Uiso 1 1 calc R U . . .
C21 C 0.26187(17) 0.62639(14) 0.7136(3) 0.0356(6) Uani 1 1 d . U . . .
C22 C 0.1998(2) 0.57752(16) 0.6276(3) 0.0486(7) Uani 1 1 d . U . . .
H22 H 0.1716 0.5881 0.5225 0.058 Uiso 1 1 calc R U . . .
C24 C 0.2173(3) 0.49607(19) 0.8500(4) 0.0687(9) Uani 1 1 d . U . . .
H24 H 0.2017 0.4516 0.8955 0.082 Uiso 1 1 calc R U . . .
C25 C 0.2778(2) 0.5450(2) 0.9340(4) 0.0631(9) Uani 1 1 d . U . . .
H25 H 0.3045 0.5347 1.0398 0.076 Uiso 1 1 calc R U . . .
C26 C 0.30066(19) 0.60917(17) 0.8677(3) 0.0470(7) Uani 1 1 d . U . . .
H26 H 0.3436 0.6423 0.9280 0.056 Uiso 1 1 calc R U . . .
C23 C 0.1795(2) 0.51276(18) 0.6974(4) 0.0655(9) Uani 1 1 d D U . . .
N27 N 0.1136(11) 0.4632(8) 0.5941(17) 0.151(9) Uani 0.47(4) 1 d D U P A 1
O28 O 0.1072(15) 0.3992(8) 0.652(3) 0.137(7) Uani 0.47(4) 1 d D U P A 1
O29 O 0.0674(16) 0.4854(12) 0.4644(11) 0.103(5) Uani 0.47(4) 1 d D U P A 1
N27B N 0.1200(8) 0.4570(6) 0.6099(11) 0.109(5) Uani 0.53(4) 1 d D U P A 2
O28B O 0.0730(18) 0.4186(12) 0.6827(17) 0.149(7) Uani 0.53(4) 1 d D U P A 2
O29B O 0.1164(18) 0.4563(10) 0.4666(10) 0.104(5) Uani 0.53(4) 1 d D U P A 2
C31 C 0.07827(17) 0.80645(14) 0.4536(3) 0.0372(6) Uani 1 1 d . U . . .
H31 H 0.0944 0.8215 0.3545 0.045 Uiso 1 1 calc R U . . .
C32 C 0.00173(18) 0.75059(16) 0.4172(3) 0.0465(7) Uani 1 1 d . U . . .
H32A H -0.0101 0.7312 0.5153 0.056 Uiso 1 1 calc R U . . .
H32B H 0.0203 0.7082 0.3600 0.056 Uiso 1 1 calc R U . . .
C33 C -0.08528(19) 0.78436(19) 0.3206(4) 0.0575(8) Uani 1 1 d . U . . .
H33A H -0.0756 0.7987 0.2177 0.069 Uiso 1 1 calc R U . . .
H33B H -0.1346 0.7469 0.3046 0.069 Uiso 1 1 calc R U . . .
C34 C -0.11348(19) 0.85200(18) 0.3997(4) 0.0542(8) Uani 1 1 d . U . . .
H34A H -0.1682 0.8745 0.3320 0.065 Uiso 1 1 calc R U . . .
H34B H -0.1293 0.8367 0.4977 0.065 Uiso 1 1 calc R U . . .
C35 C -0.03788(19) 0.90886(17) 0.4342(4) 0.0579(8) Uani 1 1 d . U . . .
H35A H -0.0567 0.9511 0.4913 0.069 Uiso 1 1 calc R U . . .
H35B H -0.0268 0.9282 0.3354 0.069 Uiso 1 1 calc R U . . .
C36 C 0.04966(18) 0.87546(15) 0.5301(4) 0.0476(7) Uani 1 1 d . U . . .
H36A H 0.0407 0.8622 0.6341 0.057 Uiso 1 1 calc R U . . .
H36B H 0.0988 0.9130 0.5438 0.057 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.229(3) . ?
C1 N2 1.354(3) . ?
C1 C11 1.512(4) . ?
N2 C6 1.469(3) . ?
N2 C3 1.472(3) . ?
C3 C4 1.489(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C8 1.338(4) . ?
C4 C5 1.421(4) . ?
C5 N6 1.312(4) . ?
C5 C12 1.459(4) . ?
N6 O9 1.406(3) . ?
C6 C21 1.523(3) . ?
C6 C7 1.528(3) . ?
C6 H6 1.0000 . ?
C7 O7 1.234(3) . ?
C7 N8 1.322(3) . ?
N8 C31 1.466(3) . ?
N8 H8 0.8800 . ?
C8 O9 1.351(4) . ?
C8 H8A 0.9500 . ?
C11 C16 1.396(4) . ?
C11 C12 1.403(4) . ?
C12 C13 1.403(4) . ?
C13 C14 1.380(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.366(5) . ?
C14 H14 0.9500 . ?
C15 C16 1.385(5) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.380(4) . ?
C21 C26 1.391(3) . ?
C22 C23 1.386(4) . ?
C22 H22 0.9500 . ?
C24 C25 1.360(5) . ?
C24 C23 1.375(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.374(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C23 N27B 1.447(9) . ?
C23 N27 1.484(12) . ?
N27 O29 1.264(11) . ?
N27 O28 1.273(12) . ?
N27B O29B 1.258(10) . ?
N27B O28B 1.267(10) . ?
C31 C32 1.509(4) . ?
C31 C36 1.523(4) . ?
C31 H31 1.0000 . ?
C32 C33 1.520(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.513(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.510(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.522(4) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?

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
O1 C1 N2 121.3(2) . . ?
O1 C1 C11 118.5(2) . . ?
N2 C1 C11 120.3(2) . . ?
C1 N2 C6 118.2(2) . . ?
C1 N2 C3 122.5(2) . . ?
C6 N2 C3 119.3(2) . . ?
N2 C3 C4 108.4(2) . . ?
N2 C3 H3A 110.0 . . ?
C4 C3 H3A 110.0 . . ?
N2 C3 H3B 110.0 . . ?
C4 C3 H3B 110.0 . . ?
H3A C3 H3B 108.4 . . ?
C8 C4 C5 104.1(3) . . ?
C8 C4 C3 135.7(3) . . ?
C5 C4 C3 120.2(2) . . ?
N6 C5 C4 112.2(3) . . ?
N6 C5 C12 123.4(3) . . ?
C4 C5 C12 124.4(2) . . ?
C5 N6 O9 104.6(2) . . ?
N2 C6 C21 111.46(19) . . ?
N2 C6 C7 110.77(19) . . ?
C21 C6 C7 111.1(2) . . ?
N2 C6 H6 107.8 . . ?
C21 C6 H6 107.8 . . ?
C7 C6 H6 107.8 . . ?
O7 C7 N8 124.7(2) . . ?
O7 C7 C6 120.0(2) . . ?
N8 C7 C6 115.2(2) . . ?
C7 N8 C31 124.5(2) . . ?
C7 N8 H8 117.7 . . ?
C31 N8 H8 117.7 . . ?
C4 C8 O9 110.1(3) . . ?
C4 C8 H8A 124.9 . . ?
O9 C8 H8A 124.9 . . ?
C8 O9 N6 109.0(2) . . ?
C16 C11 C12 118.7(3) . . ?
C16 C11 C1 115.0(3) . . ?
C12 C11 C1 125.9(2) . . ?
C13 C12 C11 119.3(3) . . ?
C13 C12 C5 119.1(3) . . ?
C11 C12 C5 121.6(2) . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 120.3(3) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C14 C15 C16 120.2(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 120.9(3) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
C22 C21 C26 118.7(3) . . ?
C22 C21 C6 122.3(2) . . ?
C26 C21 C6 118.9(2) . . ?
C21 C22 C23 118.7(3) . . ?
C21 C22 H22 120.6 . . ?
C23 C22 H22 120.6 . . ?
C25 C24 C23 118.2(3) . . ?
C25 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
C24 C25 C26 120.8(3) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 C21 121.0(3) . . ?
C25 C26 H26 119.5 . . ?
C21 C26 H26 119.5 . . ?
C24 C23 C22 122.5(3) . . ?
C24 C23 N27B 116.3(5) . . ?
C22 C23 N27B 121.1(5) . . ?
C24 C23 N27 123.0(7) . . ?
C22 C23 N27 114.5(7) . . ?
O29 N27 O28 124.9(13) . . ?
O29 N27 C23 121.6(10) . . ?
O28 N27 C23 113.4(11) . . ?
O29B N27B O28B 127.4(11) . . ?
O29B N27B C23 115.3(8) . . ?
O28B N27B C23 117.1(9) . . ?
N8 C31 C32 111.3(2) . . ?
N8 C31 C36 108.5(2) . . ?
C32 C31 C36 110.9(2) . . ?
N8 C31 H31 108.7 . . ?
C32 C31 H31 108.7 . . ?
C36 C31 H31 108.7 . . ?
C31 C32 C33 112.0(2) . . ?
C31 C32 H32A 109.2 . . ?
C33 C32 H32A 109.2 . . ?
C31 C32 H32B 109.2 . . ?
C33 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C34 C33 C32 111.0(2) . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
C32 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C35 C34 C33 111.0(2) . . ?
C35 C34 H34A 109.4 . . ?
C33 C34 H34A 109.4 . . ?
C35 C34 H34B 109.4 . . ?
C33 C34 H34B 109.4 . . ?
H34A C34 H34B 108.0 . . ?
C34 C35 C36 111.4(2) . . ?
C34 C35 H35A 109.3 . . ?
C36 C35 H35A 109.3 . . ?
C34 C35 H35B 109.3 . . ?
C36 C35 H35B 109.3 . . ?
H35A C35 H35B 108.0 . . ?
C35 C36 C31 111.8(2) . . ?
C35 C36 H36A 109.3 . . ?
C31 C36 H36A 109.3 . . ?
C35 C36 H36B 109.3 . . ?
C31 C36 H36B 109.3 . . ?
H36A C36 H36B 107.9 . . ?

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
O1 C1 N2 C6 -6.0(4) . . . . ?
C11 C1 N2 C6 176.1(2) . . . . ?
O1 C1 N2 C3 174.2(2) . . . . ?
C11 C1 N2 C3 -3.8(4) . . . . ?
C1 N2 C3 C4 70.8(3) . . . . ?
C6 N2 C3 C4 -109.0(2) . . . . ?
N2 C3 C4 C8 112.7(3) . . . . ?
N2 C3 C4 C5 -65.7(3) . . . . ?
C8 C4 C5 N6 0.3(3) . . . . ?
C3 C4 C5 N6 179.1(2) . . . . ?
C8 C4 C5 C12 178.4(3) . . . . ?
C3 C4 C5 C12 -2.8(4) . . . . ?
C4 C5 N6 O9 -0.1(3) . . . . ?
C12 C5 N6 O9 -178.2(2) . . . . ?
C1 N2 C6 C21 -137.0(2) . . . . ?
C3 N2 C6 C21 42.9(3) . . . . ?
C1 N2 C6 C7 98.8(2) . . . . ?
C3 N2 C6 C7 -81.3(3) . . . . ?
N2 C6 C7 O7 36.0(3) . . . . ?
C21 C6 C7 O7 -88.4(3) . . . . ?
N2 C6 C7 N8 -144.8(2) . . . . ?
C21 C6 C7 N8 90.7(3) . . . . ?
O7 C7 N8 C31 3.3(4) . . . . ?
C6 C7 N8 C31 -175.8(2) . . . . ?
C5 C4 C8 O9 -0.3(3) . . . . ?
C3 C4 C8 O9 -178.9(3) . . . . ?
C4 C8 O9 N6 0.3(3) . . . . ?
C5 N6 O9 C8 -0.1(3) . . . . ?
O1 C1 C11 C16 -34.6(3) . . . . ?
N2 C1 C11 C16 143.4(3) . . . . ?
O1 C1 C11 C12 138.4(3) . . . . ?
N2 C1 C11 C12 -43.5(4) . . . . ?
C16 C11 C12 C13 -0.8(4) . . . . ?
C1 C11 C12 C13 -173.6(2) . . . . ?
C16 C11 C12 C5 179.9(2) . . . . ?
C1 C11 C12 C5 7.1(4) . . . . ?
N6 C5 C12 C13 35.9(4) . . . . ?
C4 C5 C12 C13 -142.0(3) . . . . ?
N6 C5 C12 C11 -144.9(3) . . . . ?
C4 C5 C12 C11 37.3(4) . . . . ?
C11 C12 C13 C14 -1.2(4) . . . . ?
C5 C12 C13 C14 178.1(3) . . . . ?
C12 C13 C14 C15 1.6(5) . . . . ?
C13 C14 C15 C16 0.2(5) . . . . ?
C14 C15 C16 C11 -2.3(5) . . . . ?
C12 C11 C16 C15 2.6(4) . . . . ?
C1 C11 C16 C15 176.1(3) . . . . ?
N2 C6 C21 C22 -94.4(3) . . . . ?
C7 C6 C21 C22 29.6(3) . . . . ?
N2 C6 C21 C26 83.9(3) . . . . ?
C7 C6 C21 C26 -152.1(2) . . . . ?
C26 C21 C22 C23 -0.8(4) . . . . ?
C6 C21 C22 C23 177.5(3) . . . . ?
C23 C24 C25 C26 -0.3(5) . . . . ?
C24 C25 C26 C21 0.8(5) . . . . ?
C22 C21 C26 C25 -0.2(4) . . . . ?
C6 C21 C26 C25 -178.6(3) . . . . ?
C25 C24 C23 C22 -0.8(5) . . . . ?
C25 C24 C23 N27B 176.2(6) . . . . ?
C25 C24 C23 N27 179.3(9) . . . . ?
C21 C22 C23 C24 1.3(5) . . . . ?
C21 C22 C23 N27B -175.5(6) . . . . ?
C21 C22 C23 N27 -178.7(8) . . . . ?
C24 C23 N27 O29 166.8(18) . . . . ?
C22 C23 N27 O29 -13(2) . . . . ?
C24 C23 N27 O28 -11(2) . . . . ?
C22 C23 N27 O28 169.1(17) . . . . ?
C24 C23 N27B O29B -151.6(15) . . . . ?
C22 C23 N27B O29B 25.4(18) . . . . ?
C24 C23 N27B O28B 33(2) . . . . ?
C22 C23 N27B O28B -149.5(18) . . . . ?
C7 N8 C31 C32 75.5(3) . . . . ?
C7 N8 C31 C36 -162.2(2) . . . . ?
N8 C31 C32 C33 175.2(2) . . . . ?
C36 C31 C32 C33 54.3(3) . . . . ?
C31 C32 C33 C34 -55.8(3) . . . . ?
C32 C33 C34 C35 56.0(4) . . . . ?
C33 C34 C35 C36 -55.7(4) . . . . ?
C34 C35 C36 C31 54.7(3) . . . . ?
N8 C31 C36 C35 -176.2(2) . . . . ?
C32 C31 C36 C35 -53.7(3) . . . . ?

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.045

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

data_sba139
_database_code_depnum_ccdc_archive 'CCDC 1546399'
_audit_update_record             
;
2017-04-27 deposited with the CCDC.
2017-06-20 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         ?
_chemical_formula_sum            'C25 H24 N4 O5'
_chemical_formula_weight         460.48

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 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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6689(3)
_cell_length_b                   10.6916(4)
_cell_length_c                   13.0284(4)
_cell_angle_alpha                77.844(3)
_cell_angle_beta                 81.090(3)
_cell_angle_gamma                71.413(3)
_cell_volume                     1113.85(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    18413
_cell_measurement_theta_min      3.49
_cell_measurement_theta_max      72.67

_exptl_crystal_description       polyhedron
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             484
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.804
_shelx_estimated_absorpt_T_min   0.946
_shelx_estimated_absorpt_T_max   0.953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.703
_exptl_absorpt_correction_T_max  1.395
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   'STOE X-AREA Laue Analyzer'
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Genix3D Cu HF'
_diffrn_measurement_device_type  'STOE Stadivari'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 5.81
_diffrn_reflns_number            13869
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.486
_diffrn_reflns_theta_max         72.124
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4256
_reflns_number_gt                2864
_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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'SHELXT-2014 (Sheldrick 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0482P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4256
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0548
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0783
_refine_ls_goodness_of_fit_ref   0.848
_refine_ls_restrained_S_all      0.848
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.77846(18) 0.50727(14) 0.38689(12) 0.0238(3) Uani 1 1 d . . . . .
O1 O 0.71787(12) 0.46757(10) 0.47554(8) 0.0262(2) Uani 1 1 d . . . . .
N2 N 0.69444(15) 0.61938(11) 0.32542(9) 0.0234(3) Uani 1 1 d . . . . .
C3 C 0.77188(19) 0.67881(15) 0.22700(12) 0.0266(3) Uani 1 1 d . . . . .
H3A H 0.8800 0.6831 0.2390 0.032 Uiso 1 1 calc R U . . .
H3B H 0.7030 0.7711 0.2030 0.032 Uiso 1 1 calc R U . . .
C4 C 0.79170(19) 0.59503(15) 0.14547(12) 0.0275(3) Uani 1 1 d . . . . .
C5 C 0.89077(19) 0.45918(15) 0.15851(12) 0.0271(3) Uani 1 1 d . . . . .
N6 N 0.88670(17) 0.39999(13) 0.08076(10) 0.0339(3) Uani 1 1 d . . . . .
C6 C 0.51768(17) 0.67289(14) 0.35724(11) 0.0228(3) Uani 1 1 d . . . . .
H6 H 0.4820 0.5976 0.4032 0.027 Uiso 1 1 calc R U . . .
C7 C 0.48771(18) 0.78246(14) 0.42408(11) 0.0224(3) Uani 1 1 d . . . . .
O7 O 0.55180(13) 0.87333(10) 0.39555(8) 0.0291(2) Uani 1 1 d . . . . .
N8 N 0.38782(15) 0.76829(12) 0.51097(9) 0.0254(3) Uani 1 1 d . . . . .
H8 H 0.3495 0.6991 0.5227 0.030 Uiso 1 1 calc R U . . .
C8 C 0.7264(2) 0.61327(16) 0.05455(12) 0.0337(4) Uani 1 1 d . . . . .
H8A H 0.6527 0.6945 0.0237 0.040 Uiso 1 1 calc R U . . .
O9 O 0.78034(15) 0.49931(11) 0.01306(8) 0.0376(3) Uani 1 1 d . . . . .
C11 C 0.94516(18) 0.42257(14) 0.34875(12) 0.0246(3) Uani 1 1 d . . . . .
C12 C 0.99090(19) 0.39051(14) 0.24666(12) 0.0267(3) Uani 1 1 d . . . . .
C13 C 1.13529(19) 0.28798(15) 0.22858(13) 0.0310(4) Uani 1 1 d . . . . .
H13 H 1.1661 0.2653 0.1601 0.037 Uiso 1 1 calc R U . . .
C14 C 1.23294(19) 0.21985(16) 0.30837(14) 0.0340(4) Uani 1 1 d . . . . .
H14 H 1.3291 0.1494 0.2950 0.041 Uiso 1 1 calc R U . . .
C15 C 1.19167(19) 0.25345(16) 0.40836(14) 0.0332(4) Uani 1 1 d . . . . .
H15 H 1.2616 0.2091 0.4627 0.040 Uiso 1 1 calc R U . . .
C16 C 1.04735(19) 0.35246(15) 0.42813(13) 0.0290(4) Uani 1 1 d . . . . .
H16 H 1.0173 0.3731 0.4973 0.035 Uiso 1 1 calc R U . . .
C21 C 0.41523(18) 0.72198(14) 0.26454(11) 0.0243(3) Uani 1 1 d . . . . .
C22 C 0.39561(18) 0.84839(15) 0.20381(11) 0.0257(3) Uani 1 1 d . . . . .
H22 H 0.4455 0.9081 0.2203 0.031 Uiso 1 1 calc R U . . .
C23 C 0.30265(19) 0.88646(15) 0.11905(12) 0.0293(3) Uani 1 1 d . . . . .
C24 C 0.2233(2) 0.80507(17) 0.09356(13) 0.0337(4) Uani 1 1 d . . . . .
H24 H 0.1592 0.8340 0.0353 0.040 Uiso 1 1 calc R U . . .
C25 C 0.2403(2) 0.68049(17) 0.15551(13) 0.0345(4) Uani 1 1 d . . . . .
H25 H 0.1865 0.6228 0.1402 0.041 Uiso 1 1 calc R U . . .
C26 C 0.33531(19) 0.63880(16) 0.24004(12) 0.0295(4) Uani 1 1 d . . . . .
H26 H 0.3461 0.5526 0.2817 0.035 Uiso 1 1 calc R U . . .
N27 N 0.29088(17) 1.01868(14) 0.05402(10) 0.0338(3) Uani 1 1 d . . . . .
O28 O 0.37526(15) 1.08319(11) 0.07270(9) 0.0371(3) Uani 1 1 d . . . . .
O29 O 0.19891(17) 1.05849(13) -0.01632(10) 0.0512(4) Uani 1 1 d . . . . .
C31 C 0.33581(18) 0.85783(14) 0.58916(11) 0.0247(3) Uani 1 1 d . . . . .
H31 H 0.4049 0.9199 0.5750 0.030 Uiso 1 1 calc R U . . .
C32 C 0.15731(19) 0.94024(15) 0.58134(12) 0.0286(3) Uani 1 1 d . . . . .
H32A H 0.0895 0.8792 0.5893 0.034 Uiso 1 1 calc R U . . .
H32B H 0.1454 0.9971 0.5107 0.034 Uiso 1 1 calc R U . . .
C33 C 0.0956(2) 1.02929(16) 0.66607(13) 0.0326(4) Uani 1 1 d . . . . .
H33A H 0.1543 1.0976 0.6530 0.039 Uiso 1 1 calc R U . . .
H33B H -0.0223 1.0765 0.6617 0.039 Uiso 1 1 calc R U . . .
C34 C 0.1217(2) 0.94740(17) 0.77579(13) 0.0347(4) Uani 1 1 d . . . . .
H34A H 0.0515 0.8873 0.7925 0.042 Uiso 1 1 calc R U . . .
H34B H 0.0890 1.0083 0.8282 0.042 Uiso 1 1 calc R U . . .
C35 C 0.2997(2) 0.86420(17) 0.78368(13) 0.0334(4) Uani 1 1 d . . . . .
H35A H 0.3115 0.8075 0.8544 0.040 Uiso 1 1 calc R U . . .
H35B H 0.3684 0.9246 0.7753 0.040 Uiso 1 1 calc R U . . .
C36 C 0.35914(19) 0.77502(15) 0.69922(12) 0.0274(3) Uani 1 1 d . . . . .
H36A H 0.4764 0.7255 0.7042 0.033 Uiso 1 1 calc R U . . .
H36B H 0.2976 0.7086 0.7118 0.033 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.2400(18) . ?
C1 N2 1.3522(19) . ?
C1 C11 1.513(2) . ?
N2 C3 1.4700(19) . ?
N2 C6 1.4803(19) . ?
C3 C4 1.485(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C8 1.342(2) . ?
C4 C5 1.422(2) . ?
C5 N6 1.313(2) . ?
C5 C12 1.469(2) . ?
N6 O9 1.4104(18) . ?
C6 C21 1.514(2) . ?
C6 C7 1.5375(19) . ?
C6 H6 1.0000 . ?
C7 O7 1.2324(17) . ?
C7 N8 1.3273(19) . ?
N8 C31 1.4667(18) . ?
N8 H8 0.8800 . ?
C8 O9 1.3532(19) . ?
C8 H8A 0.9500 . ?
C11 C16 1.396(2) . ?
C11 C12 1.409(2) . ?
C12 C13 1.402(2) . ?
C13 C14 1.374(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C21 C22 1.388(2) . ?
C21 C26 1.398(2) . ?
C22 C23 1.383(2) . ?
C22 H22 0.9500 . ?
C23 C24 1.384(2) . ?
C23 N27 1.469(2) . ?
C24 C25 1.381(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.389(2) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
N27 O29 1.2256(18) . ?
N27 O28 1.2319(18) . ?
C31 C36 1.524(2) . ?
C31 C32 1.524(2) . ?
C31 H31 1.0000 . ?
C32 C33 1.532(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.519(2) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.523(2) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.529(2) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?

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
O1 C1 N2 120.67(13) . . ?
O1 C1 C11 117.61(13) . . ?
N2 C1 C11 121.66(13) . . ?
C1 N2 C3 121.52(12) . . ?
C1 N2 C6 116.82(12) . . ?
C3 N2 C6 121.48(12) . . ?
N2 C3 C4 108.88(12) . . ?
N2 C3 H3A 109.9 . . ?
C4 C3 H3A 109.9 . . ?
N2 C3 H3B 109.9 . . ?
C4 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C8 C4 C5 103.90(13) . . ?
C8 C4 C3 134.60(15) . . ?
C5 C4 C3 121.37(14) . . ?
N6 C5 C4 112.40(14) . . ?
N6 C5 C12 122.46(13) . . ?
C4 C5 C12 125.12(13) . . ?
C5 N6 O9 104.66(12) . . ?
N2 C6 C21 112.91(11) . . ?
N2 C6 C7 110.41(11) . . ?
C21 C6 C7 111.53(11) . . ?
N2 C6 H6 107.2 . . ?
C21 C6 H6 107.2 . . ?
C7 C6 H6 107.2 . . ?
O7 C7 N8 125.65(13) . . ?
O7 C7 C6 120.91(13) . . ?
N8 C7 C6 113.44(12) . . ?
C7 N8 C31 125.71(12) . . ?
C7 N8 H8 117.1 . . ?
C31 N8 H8 117.1 . . ?
C4 C8 O9 110.29(14) . . ?
C4 C8 H8A 124.9 . . ?
O9 C8 H8A 124.9 . . ?
C8 O9 N6 108.75(11) . . ?
C16 C11 C12 118.62(14) . . ?
C16 C11 C1 114.88(13) . . ?
C12 C11 C1 125.35(13) . . ?
C13 C12 C11 119.12(14) . . ?
C13 C12 C5 118.61(14) . . ?
C11 C12 C5 122.26(13) . . ?
C14 C13 C12 121.03(15) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 120.30(14) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 119.34(15) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C11 121.54(15) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
C22 C21 C26 118.68(14) . . ?
C22 C21 C6 122.04(13) . . ?
C26 C21 C6 119.27(13) . . ?
C23 C22 C21 119.24(14) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C24 122.72(15) . . ?
C22 C23 N27 117.53(14) . . ?
C24 C23 N27 119.74(14) . . ?
C25 C24 C23 117.85(15) . . ?
C25 C24 H24 121.1 . . ?
C23 C24 H24 121.1 . . ?
C24 C25 C26 120.61(15) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C21 120.86(15) . . ?
C25 C26 H26 119.6 . . ?
C21 C26 H26 119.6 . . ?
O29 N27 O28 123.52(14) . . ?
O29 N27 C23 118.42(14) . . ?
O28 N27 C23 118.05(13) . . ?
N8 C31 C36 109.39(12) . . ?
N8 C31 C32 110.15(12) . . ?
C36 C31 C32 110.35(13) . . ?
N8 C31 H31 109.0 . . ?
C36 C31 H31 109.0 . . ?
C32 C31 H31 109.0 . . ?
C31 C32 C33 111.67(12) . . ?
C31 C32 H32A 109.3 . . ?
C33 C32 H32A 109.3 . . ?
C31 C32 H32B 109.3 . . ?
C33 C32 H32B 109.3 . . ?
H32A C32 H32B 107.9 . . ?
C34 C33 C32 111.28(13) . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
C32 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C33 C34 C35 111.24(13) . . ?
C33 C34 H34A 109.4 . . ?
C35 C34 H34A 109.4 . . ?
C33 C34 H34B 109.4 . . ?
C35 C34 H34B 109.4 . . ?
H34A C34 H34B 108.0 . . ?
C34 C35 C36 111.29(13) . . ?
C34 C35 H35A 109.4 . . ?
C36 C35 H35A 109.4 . . ?
C34 C35 H35B 109.4 . . ?
C36 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
C31 C36 C35 111.10(13) . . ?
C31 C36 H36A 109.4 . . ?
C35 C36 H36A 109.4 . . ?
C31 C36 H36B 109.4 . . ?
C35 C36 H36B 109.4 . . ?
H36A C36 H36B 108.0 . . ?

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
O1 C1 N2 C3 171.22(12) . . . . ?
C11 C1 N2 C3 -11.6(2) . . . . ?
O1 C1 N2 C6 -13.70(19) . . . . ?
C11 C1 N2 C6 163.45(12) . . . . ?
C1 N2 C3 C4 74.50(17) . . . . ?
C6 N2 C3 C4 -100.35(15) . . . . ?
N2 C3 C4 C8 113.0(2) . . . . ?
N2 C3 C4 C5 -62.06(18) . . . . ?
C8 C4 C5 N6 0.50(18) . . . . ?
C3 C4 C5 N6 176.88(14) . . . . ?
C8 C4 C5 C12 179.15(15) . . . . ?
C3 C4 C5 C12 -4.5(2) . . . . ?
C4 C5 N6 O9 -0.31(17) . . . . ?
C12 C5 N6 O9 -179.00(13) . . . . ?
C1 N2 C6 C21 -139.30(13) . . . . ?
C3 N2 C6 C21 35.78(17) . . . . ?
C1 N2 C6 C7 95.08(14) . . . . ?
C3 N2 C6 C7 -89.84(15) . . . . ?
N2 C6 C7 O7 47.78(18) . . . . ?
C21 C6 C7 O7 -78.61(17) . . . . ?
N2 C6 C7 N8 -132.98(13) . . . . ?
C21 C6 C7 N8 100.63(14) . . . . ?
O7 C7 N8 C31 -0.2(2) . . . . ?
C6 C7 N8 C31 -179.43(13) . . . . ?
C5 C4 C8 O9 -0.49(17) . . . . ?
C3 C4 C8 O9 -176.14(16) . . . . ?
C4 C8 O9 N6 0.33(18) . . . . ?
C5 N6 O9 C8 0.00(16) . . . . ?
O1 C1 C11 C16 -31.25(19) . . . . ?
N2 C1 C11 C16 151.51(13) . . . . ?
O1 C1 C11 C12 136.23(15) . . . . ?
N2 C1 C11 C12 -41.0(2) . . . . ?
C16 C11 C12 C13 1.2(2) . . . . ?
C1 C11 C12 C13 -165.85(14) . . . . ?
C16 C11 C12 C5 -179.99(14) . . . . ?
C1 C11 C12 C5 13.0(2) . . . . ?
N6 C5 C12 C13 29.1(2) . . . . ?
C4 C5 C12 C13 -149.41(15) . . . . ?
N6 C5 C12 C11 -149.70(15) . . . . ?
C4 C5 C12 C11 31.8(2) . . . . ?
C11 C12 C13 C14 -0.7(2) . . . . ?
C5 C12 C13 C14 -179.56(14) . . . . ?
C12 C13 C14 C15 -1.3(2) . . . . ?
C13 C14 C15 C16 2.8(2) . . . . ?
C14 C15 C16 C11 -2.3(2) . . . . ?
C12 C11 C16 C15 0.3(2) . . . . ?
C1 C11 C16 C15 168.66(13) . . . . ?
N2 C6 C21 C22 -82.48(16) . . . . ?
C7 C6 C21 C22 42.53(18) . . . . ?
N2 C6 C21 C26 98.65(15) . . . . ?
C7 C6 C21 C26 -136.34(14) . . . . ?
C26 C21 C22 C23 -2.2(2) . . . . ?
C6 C21 C22 C23 178.92(13) . . . . ?
C21 C22 C23 C24 2.0(2) . . . . ?
C21 C22 C23 N27 -177.36(13) . . . . ?
C22 C23 C24 C25 -0.7(2) . . . . ?
N27 C23 C24 C25 178.72(14) . . . . ?
C23 C24 C25 C26 -0.5(2) . . . . ?
C24 C25 C26 C21 0.2(2) . . . . ?
C22 C21 C26 C25 1.1(2) . . . . ?
C6 C21 C26 C25 -179.98(13) . . . . ?
C22 C23 N27 O29 -174.37(14) . . . . ?
C24 C23 N27 O29 6.2(2) . . . . ?
C22 C23 N27 O28 6.2(2) . . . . ?
C24 C23 N27 O28 -173.22(14) . . . . ?
C7 N8 C31 C36 -130.75(15) . . . . ?
C7 N8 C31 C32 107.80(16) . . . . ?
N8 C31 C32 C33 176.74(13) . . . . ?
C36 C31 C32 C33 55.86(16) . . . . ?
C31 C32 C33 C34 -55.21(18) . . . . ?
C32 C33 C34 C35 54.50(18) . . . . ?
C33 C34 C35 C36 -55.30(18) . . . . ?
N8 C31 C36 C35 -177.66(12) . . . . ?
C32 C31 C36 C35 -56.34(16) . . . . ?
C34 C35 C36 C31 56.41(18) . . . . ?

_refine_diff_density_max         0.154
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.046

