# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_SEU-1
_database_code_depnum_ccdc_archive 'CCDC 1940052'
loop_
_audit_author_name
_audit_author_address
'Yang-Hui Luo'
;Southeast University
China
;
_audit_update_record             
;
2021-04-29 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H48 N6 O10'
_chemical_formula_weight         940.98

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      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

_cell_length_a                   13.5937(9)
_cell_length_b                   17.9179(12)
_cell_length_c                   11.5204(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.389(6)
_cell_angle_gamma                90
_cell_volume                     2760.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.132
_exptl_crystal_F_000             988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.650
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12342
_diffrn_reflns_av_unetI/netI     0.0154
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.901
_diffrn_reflns_theta_max         76.961
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             2881
_reflns_number_gt                2454
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2881
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1647
_refine_ls_R_factor_gt           0.1565
_refine_ls_wR_factor_ref         0.4569
_refine_ls_wR_factor_gt          0.4304
_refine_ls_goodness_of_fit_ref   2.212
_refine_ls_restrained_S_all      2.212
_refine_ls_shift/su_max          2.362
_refine_ls_shift/su_mean         0.050

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
O4 O 0.5624(2) 0.5000 0.9488(3) 0.0566(9) Uani 1 2 d S T P . .
N002 N 0.9171(3) 1.0000 0.6354(3) 0.0457(9) Uani 1 2 d S T P . .
H002 H 0.9525 1.0000 0.5806 0.055 Uiso 1 2 calc R U P . .
N003 N 1.0000 0.88599(18) 0.5000 0.0446(9) Uani 1 2 d S T P . .
H003 H 1.0000 0.9340 0.5000 0.053 Uiso 1 2 calc R U P . .
O004 O 0.7759(2) 0.6086(2) 1.0060(3) 0.0989(13) Uani 1 1 d . . . . .
C005 C 0.8570(2) 0.80464(16) 0.7239(2) 0.0476(8) Uani 1 1 d . . . . .
O006 O 0.6380(2) 0.6191(2) 0.8725(4) 0.0995(13) Uani 1 1 d . . . . .
H006 H 0.6378 0.5840 0.8267 0.149 Uiso 1 1 calc R U . . .
C007 C 0.95623(19) 0.84046(15) 0.5696(2) 0.0435(8) Uani 1 1 d . . . . .
C008 C 0.9017(2) 0.86332(15) 0.6567(2) 0.0451(8) Uani 1 1 d . . . . .
C009 C 0.8849(2) 0.93739(16) 0.6854(2) 0.0452(8) Uani 1 1 d . . . . .
C00A C 0.9726(2) 0.76260(16) 0.5440(3) 0.0504(9) Uani 1 1 d . . . . .
H00A H 0.9501 0.7211 0.5802 0.060 Uiso 1 1 calc R U . . .
C00B C 0.8286(2) 0.96207(18) 0.7717(3) 0.0523(9) Uani 1 1 d . . . . .
H00B H 0.7975 0.9316 0.8195 0.063 Uiso 1 1 calc R U . . .
C00C C 0.7724(2) 0.69655(17) 0.8499(3) 0.0534(9) Uani 1 1 d . . . . .
C00D C 0.7299(3) 0.6370(2) 0.9167(3) 0.0626(10) Uani 1 1 d . . . . .
C00E C 0.9098(3) 0.7762(2) 0.8293(3) 0.0707(12) Uani 1 1 d . . . . .
H00E H 0.9742 0.7931 0.8583 0.085 Uiso 1 1 calc R U . . .
C00F C 0.8670(3) 0.7226(2) 0.8914(3) 0.0711(12) Uani 1 1 d . . . . .
H00F H 0.9028 0.7041 0.9619 0.085 Uiso 1 1 calc R U . . .
C00G C 0.7630(3) 0.7782(2) 0.6837(3) 0.0744(13) Uani 1 1 d . . . . .
H00G H 0.7274 0.7962 0.6127 0.089 Uiso 1 1 calc R U . . .
C00H C 0.7187(3) 0.7248(2) 0.7460(4) 0.0732(12) Uani 1 1 d . . . . .
H00H H 0.6539 0.7085 0.7179 0.088 Uiso 1 1 calc R U . . .
N00I N 0.7070(8) 1.0000 0.4131(8) 0.139(4) Uani 1 2 d S T P . .
C00J C 0.5000 0.4680(4) 1.0000 0.094(2) Uani 1 2 d S T P . .
C1 C 0.667(2) 0.9284(7) 0.455(2) 0.36(3) Uani 0.5 1 d . . P . .
H1A H 0.7057 0.8872 0.4348 0.536 Uiso 0.5 1 calc R U P . .
H1B H 0.5984 0.9222 0.4177 0.536 Uiso 0.5 1 calc R U P . .
H1C H 0.6714 0.9302 0.5390 0.536 Uiso 0.5 1 calc R U P . .
C2 C 0.7894(12) 1.0000 0.3399(15) 0.172(5) Uani 1 2 d S T P . .
H2A H 0.8357 1.0396 0.3660 0.259 Uiso 0.5 1 calc R U P . .
H2B H 0.7607 1.0073 0.2583 0.259 Uiso 0.5 1 calc R U P . .
H2C H 0.8240 0.9531 0.3492 0.259 Uiso 0.5 1 calc R U P . .
H1 H 0.5000 0.410(3) 1.0000 0.044(11) Uiso 1 2 d S . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 C00J 1.256(4) . ?
O4 C00J 1.256(4) 5_667 ?
N002 C009 1.368(3) 6_575 ?
N002 C009 1.368(3) . ?
N002 H002 0.8600 . ?
N003 C007 1.355(3) 2_756 ?
N003 C007 1.355(3) . ?
N003 H003 0.8600 . ?
O004 C00D 1.216(5) . ?
C005 C00G 1.363(5) . ?
C005 C00E 1.392(4) . ?
C005 C008 1.498(3) . ?
O006 C00D 1.301(5) . ?
O006 H006 0.8200 . ?
C007 C008 1.412(4) . ?
C007 C00A 1.451(4) . ?
C008 C009 1.396(4) . ?
C009 C00B 1.429(4) . ?
C00A C00A 1.362(6) 2_756 ?
C00A H00A 0.9300 . ?
C00B C00B 1.359(6) 6_575 ?
C00B H00B 0.9300 . ?
C00C C00F 1.370(5) . ?
C00C C00H 1.381(5) . ?
C00C C00D 1.492(4) . ?
C00E C00F 1.386(5) . ?
C00E H00E 0.9300 . ?
C00F H00F 0.9300 . ?
C00G C00H 1.396(5) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
N00I C2 1.520(18) . ?
N00I C1 1.51(3) . ?
N00I C1 1.51(3) 6_575 ?
C00J C00J 1.148(16) 5_667 ?
C00J O4 1.256(4) 5_667 ?
C00J H1 1.05(5) . ?
C1 H1A 1.0718 . ?
C1 H1B 1.0698 . ?
C1 H1C 1.0729 . ?
C2 H2A 0.9601 . ?
C2 H2B 0.9601 . ?
C2 H2C 0.9601 . ?

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
C00J O4 C00J 54.4(6) . 5_667 ?
C009 N002 C009 110.1(3) 6_575 . ?
C009 N002 H002 124.9 6_575 . ?
C009 N002 H002 124.9 . . ?
C007 N003 C007 105.9(3) 2_756 . ?
C007 N003 H003 127.0 2_756 . ?
C007 N003 H003 127.0 . . ?
C00G C005 C00E 118.3(3) . . ?
C00G C005 C008 120.7(3) . . ?
C00E C005 C008 121.0(3) . . ?
C00D O006 H006 109.4 . . ?
N003 C007 C008 126.1(3) . . ?
N003 C007 C00A 111.0(2) . . ?
C008 C007 C00A 122.9(3) . . ?
C009 C008 C007 125.0(3) . . ?
C009 C008 C005 116.5(2) . . ?
C007 C008 C005 118.5(3) . . ?
N002 C009 C008 127.0(2) . . ?
N002 C009 C00B 106.9(3) . . ?
C008 C009 C00B 126.1(3) . . ?
C00A C00A C007 106.01(16) 2_756 . ?
C00A C00A H00A 127.0 2_756 . ?
C007 C00A H00A 127.0 . . ?
C00B C00B C009 108.02(17) 6_575 . ?
C00B C00B H00B 126.0 6_575 . ?
C009 C00B H00B 126.0 . . ?
C00F C00C C00H 119.6(3) . . ?
C00F C00C C00D 119.4(3) . . ?
C00H C00C C00D 121.1(3) . . ?
O004 C00D O006 122.6(3) . . ?
O004 C00D C00C 123.2(3) . . ?
O006 C00D C00C 114.1(3) . . ?
C00F C00E C005 120.3(3) . . ?
C00F C00E H00E 119.8 . . ?
C005 C00E H00E 119.9 . . ?
C00C C00F C00E 120.8(3) . . ?
C00C C00F H00F 119.6 . . ?
C00E C00F H00F 119.6 . . ?
C005 C00G C00H 121.9(3) . . ?
C005 C00G H00G 119.1 . . ?
C00H C00G H00G 119.1 . . ?
C00C C00H C00G 119.2(3) . . ?
C00C C00H H00H 120.4 . . ?
C00G C00H H00H 120.4 . . ?
C2 N00I C1 121.5(13) . . ?
C2 N00I C1 121.5(13) . 6_575 ?
C1 N00I C1 117(3) . 6_575 ?
C00J C00J O4 62.8(3) 5_667 5_667 ?
C00J C00J O4 62.8(3) 5_667 . ?
O4 C00J O4 125.6(6) 5_667 . ?
C00J C00J H1 180.00(2) 5_667 . ?
O4 C00J H1 117.2(3) 5_667 . ?
O4 C00J H1 117.2(3) . . ?
N00I C1 H1A 120.7 . . ?
N00I C1 H1B 120.4 . . ?
H1A C1 H1B 96.5 . . ?
N00I C1 H1C 120.8 . . ?
H1A C1 H1C 96.3 . . ?
H1B C1 H1C 96.3 . . ?
N00I C2 H2A 109.5 . . ?
N00I C2 H2B 109.4 . . ?
H2A C2 H2B 109.5 . . ?
N00I C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

_refine_diff_density_max         1.706
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.223

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_SEU-2
_database_code_depnum_ccdc_archive 'CCDC 1940053'
loop_
_audit_author_name
_audit_author_address
'Yang-Hui Luo'
;Southeast University
China
;
_audit_update_record             
;
2021-04-29 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H52 N6 O12'
_chemical_formula_weight         977.01

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      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

_cell_length_a                   13.3968(4)
_cell_length_b                   18.0672(4)
_cell_length_c                   11.3731(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.927(3)
_cell_angle_gamma                90
_cell_volume                     2702.87(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             1028
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.708
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24654
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.958
_diffrn_reflns_theta_max         76.658
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2890
_reflns_number_gt                2531
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0026(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2890
_refine_ls_number_parameters     178
_refine_ls_number_restraints     129
_refine_ls_R_factor_all          0.1744
_refine_ls_R_factor_gt           0.1695
_refine_ls_wR_factor_ref         0.4960
_refine_ls_wR_factor_gt          0.4806
_refine_ls_goodness_of_fit_ref   2.495
_refine_ls_restrained_S_all      2.444
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001

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 0.36226(15) 0.11826(12) 0.1300(2) 0.1107(6) Uani 1 1 d . U . . .
H1 H 0.3806 0.0845 0.0907 0.166 Uiso 1 1 calc R U . . .
O2 O 0.21924(15) 0.10539(11) -0.00198(18) 0.1011(5) Uani 1 1 d . U . . .
H2 H -0.0001 0.4347 0.4999 0.152 Uiso 1 2 d R U P . .
N1 N 0.0000 0.38715(10) 0.5000 0.0511(4) Uani 1 2 d S TU P . .
N2 N 0.08535(17) 0.5000 0.36653(17) 0.0551(5) Uani 1 2 d S TU P . .
H2A H 0.0486 0.5000 0.4209 0.066 Uiso 1 2 calc R U P . .
C1 C 0.26918(18) 0.13514(11) 0.0862(2) 0.0687(5) Uani 1 1 d . U . . .
C2 C 0.22792(16) 0.19593(10) 0.15101(19) 0.0616(5) Uani 1 1 d . U . . .
C3 C 0.1324(2) 0.22413(14) 0.1067(2) 0.0814(7) Uani 1 1 d . U . . .
H3 H 0.0957 0.2069 0.0342 0.098 Uiso 1 1 calc R U . . .
C4 C 0.09098(19) 0.27807(14) 0.1700(2) 0.0757(6) Uani 1 1 d . U . . .
H4 H 0.0257 0.2956 0.1407 0.091 Uiso 1 1 calc R U . . .
C5 C 0.14550(15) 0.30588(9) 0.27550(16) 0.0548(4) Uani 1 1 d . U . . .
C6 C 0.2410(2) 0.27945(16) 0.3176(3) 0.0920(7) Uani 1 1 d . U . . .
H6 H 0.2783 0.2980 0.3889 0.110 Uiso 1 1 calc R U . . .
C7 C 0.2837(2) 0.22490(15) 0.2554(2) 0.0855(7) Uani 1 1 d . U . . .
H7 H 0.3494 0.2081 0.2843 0.103 Uiso 1 1 calc R U . . .
C8 C 0.17844(15) 0.46244(11) 0.23091(16) 0.0611(4) Uani 1 1 d . U . . .
H8 H 0.2110 0.4321 0.1839 0.073 Uiso 1 1 calc R U . . .
C9 C 0.11909(14) 0.43808(9) 0.31663(15) 0.0545(4) Uani 1 1 d . U . . .
C10 C 0.10181(14) 0.36456(9) 0.34350(15) 0.0506(4) Uani 1 1 d . U . . .
C11 C 0.04527(13) 0.34177(9) 0.42915(14) 0.0493(4) Uani 1 1 d . U . . .
C12 C 0.02779(15) 0.26478(9) 0.45618(17) 0.0556(4) Uani 1 1 d . U . . .
H12 H 0.0505 0.2235 0.4201 0.067 Uiso 1 1 calc R U . . .
O3 O 0.43936(14) 0.0000 0.05277(18) 0.0642(5) Uani 1 2 d S TU P . .
C30 C 0.5000 0.0305(3) 0.0000 0.1042(14) Uani 1 2 d S TU P . .
N5 N 0.1892(6) 0.0000 0.4151(7) 0.157(3) Uani 1 2 d S TU P . .
H5 H 0.2301 0.0000 0.3652 0.189 Uiso 1 2 calc R U P . .
C13 C 0.1573(13) 0.0702(6) 0.4541(13) 0.458(7) Uani 1 1 d . U . . .
H13A H 0.1400 0.0648 0.5318 0.687 Uiso 1 1 calc R U . . .
H13B H 0.0990 0.0873 0.3982 0.687 Uiso 1 1 calc R U . . .
H13C H 0.2116 0.1053 0.4584 0.687 Uiso 1 1 calc R U . . .
O6 O 0.0682(7) 0.0000 0.8802(12) 0.281(6) Uani 1 2 d DS TU P . .
H6A H 0.048(3) 0.0390(7) 0.8406(19) 0.23(3) Uiso 1 1 d D . . . .
H30 H 0.5000 0.084(2) 0.0000 0.078(11) Uiso 1 2 d S . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.289(3) . ?
O1 H1 0.8200 . ?
O2 C1 1.220(3) . ?
N1 C11 1.369(2) 2_556 ?
N1 C11 1.369(2) . ?
N1 H2 0.8591 . ?
N2 C9 1.369(2) 6_565 ?
N2 C9 1.369(2) . ?
N2 H2A 0.8600 . ?
C1 C2 1.486(3) . ?
C2 C3 1.381(3) . ?
C2 C7 1.380(3) . ?
C3 C4 1.388(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.365(3) . ?
C5 C10 1.495(2) . ?
C6 C7 1.397(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C8 1.357(4) 6_565 ?
C8 C9 1.439(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.392(2) . ?
C10 C11 1.404(2) . ?
C11 C12 1.453(2) . ?
C12 C12 1.353(4) 2_556 ?
C12 H12 0.9300 . ?
O3 C30 1.228(3) 5_655 ?
O3 C30 1.229(3) . ?
C30 C30 1.103(9) 5_655 ?
C30 O3 1.228(3) 5_655 ?
C30 H30 0.96(4) . ?
N5 C13 1.435(14) 6 ?
N5 C13 1.435(14) . ?
N5 H5 0.8600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O6 H6A 0.854(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C11 N1 C11 106.43(18) 2_556 . ?
C11 N1 H2 126.8 2_556 . ?
C11 N1 H2 126.8 . . ?
C9 N2 C9 109.6(2) 6_565 . ?
C9 N2 H2A 125.2 6_565 . ?
C9 N2 H2A 125.2 . . ?
O2 C1 O1 123.6(2) . . ?
O2 C1 C2 122.4(2) . . ?
O1 C1 C2 114.02(19) . . ?
C3 C2 C7 119.1(2) . . ?
C3 C2 C1 119.86(19) . . ?
C7 C2 C1 121.0(2) . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 120.7(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 119.07(19) . . ?
C6 C5 C10 119.95(18) . . ?
C4 C5 C10 120.98(17) . . ?
C5 C6 C7 121.0(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C2 C7 C6 119.8(2) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C8 C8 C9 107.81(10) 6_565 . ?
C8 C8 H8 126.1 6_565 . ?
C9 C8 H8 126.1 . . ?
N2 C9 C10 127.36(16) . . ?
N2 C9 C8 107.41(16) . . ?
C10 C9 C8 125.23(16) . . ?
C9 C10 C11 124.48(16) . . ?
C9 C10 C5 117.73(15) . . ?
C11 C10 C5 117.80(15) . . ?
N1 C11 C10 126.16(15) . . ?
N1 C11 C12 109.97(15) . . ?
C10 C11 C12 123.86(16) . . ?
C12 C12 C11 106.81(10) 2_556 . ?
C12 C12 H12 126.6 2_556 . ?
C11 C12 H12 126.6 . . ?
C30 O3 C30 53.3(4) 5_655 . ?
C30 C30 O3 63.33(19) 5_655 5_655 ?
C30 C30 O3 63.33(19) 5_655 . ?
O3 C30 O3 126.7(4) 5_655 . ?
C30 C30 H30 180.0 5_655 . ?
O3 C30 H30 116.67(19) 5_655 . ?
O3 C30 H30 116.67(19) . . ?
C13 N5 C13 124.1(16) 6 . ?
C13 N5 H5 117.9 6 . ?
C13 N5 H5 117.9 . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 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
O2 C1 C2 C3 -4.6(4) . . . . ?
O1 C1 C2 C3 173.9(2) . . . . ?
O2 C1 C2 C7 175.3(3) . . . . ?
O1 C1 C2 C7 -6.1(3) . . . . ?
C7 C2 C3 C4 -3.5(4) . . . . ?
C1 C2 C3 C4 176.5(2) . . . . ?
C2 C3 C4 C5 2.1(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C3 C4 C5 C10 179.4(2) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C10 C5 C6 C7 -179.7(2) . . . . ?
C3 C2 C7 C6 3.1(4) . . . . ?
C1 C2 C7 C6 -176.8(3) . . . . ?
C5 C6 C7 C2 -1.4(5) . . . . ?
C9 N2 C9 C10 179.57(12) 6_565 . . . ?
C9 N2 C9 C8 0.6(3) 6_565 . . . ?
C8 C8 C9 N2 -0.34(17) 6_565 . . . ?
C8 C8 C9 C10 -179.37(15) 6_565 . . . ?
N2 C9 C10 C11 -0.1(3) . . . . ?
C8 C9 C10 C11 178.70(18) . . . . ?
N2 C9 C10 C5 179.15(19) . . . . ?
C8 C9 C10 C5 -2.0(3) . . . . ?
C6 C5 C10 C9 89.6(3) . . . . ?
C4 C5 C10 C9 -90.0(2) . . . . ?
C6 C5 C10 C11 -91.1(3) . . . . ?
C4 C5 C10 C11 89.3(2) . . . . ?
C11 N1 C11 C10 -179.1(2) 2_556 . . . ?
C11 N1 C11 C12 0.08(9) 2_556 . . . ?
C9 C10 C11 N1 -1.0(3) . . . . ?
C5 C10 C11 N1 179.75(14) . . . . ?
C9 C10 C11 C12 179.95(17) . . . . ?
C5 C10 C11 C12 0.6(3) . . . . ?
N1 C11 C12 C12 -0.2(3) . . . 2_556 ?
C10 C11 C12 C12 179.0(2) . . . 2_556 ?
C30 O3 C30 O3 -0.002(0) 5_655 . . 5_655 ?

_refine_diff_density_max         2.114
_refine_diff_density_min         -0.750
_refine_diff_density_rms         0.161

_shelxl_version_number           2014-3

