# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_3ap
_audit_block_doi                 10.5517/ccdc.csd.cc22586r
_database_code_depnum_ccdc_archive 'CCDC 1911683'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Tajima'
;Okayama University
Japan
;
_audit_update_record             
;
2019-04-23 deposited with the CCDC.	2019-05-17 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT029_3ap                 
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.909 Why?
RESPONSE: Low intensity due to thin crystal
;
_vrf_PLAT911_3ap                 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.594        249 Report
RESPONSE: Low intensity due to thin crystal
;
# Added during the CSD deposition process: Tuesday 23 April 2019 11:54 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H38 N2 O4'
_chemical_formula_sum            'C38 H38 N2 O4'
_chemical_formula_weight         586.70

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   4.755(15)
_cell_length_b                   6.057(19)
_cell_length_c                   27.46(9)
_cell_angle_alpha                86.36(9)
_cell_angle_beta                 89.245(10)
_cell_angle_gamma                84.00(6)
_cell_volume                     785(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    1837
_cell_measurement_theta_min      3.0
_cell_measurement_theta_max      29.3

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_F_000             312
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku/Saturn70 CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5678
_diffrn_reflns_av_unetI/netI     0.0935
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.973
_diffrn_reflns_theta_max         24.985
_diffrn_reflns_theta_full        24.985
_diffrn_measured_fraction_theta_max 0.909
_diffrn_measured_fraction_theta_full 0.909
_diffrn_reflns_Laue_measured_fraction_max 0.909
_diffrn_reflns_Laue_measured_fraction_full 0.909
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_point_group_measured_fraction_full 0.909
_reflns_number_total             2516
_reflns_number_gt                1680
_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       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0989P)²+0.8611P] 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         2516
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.2120
_refine_ls_wR_factor_gt          0.1529
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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 0.9670(7) 0.4143(5) 0.17465(12) 0.0180(8) Uani 1 1 d . . . . .
H1 H 0.9051 0.2846 0.1908 0.022 Uiso 1 1 calc R U . . .
C2 C 0.8730(7) 0.4860(5) 0.12564(12) 0.0163(8) Uani 1 1 d . . . . .
C3 C 0.6843(7) 0.3638(5) 0.09889(13) 0.0184(8) Uani 1 1 d . . . . .
H3 H 0.6189 0.2337 0.1143 0.022 Uiso 1 1 calc R U . . .
C4 C 0.5954(6) 0.4305(5) 0.05140(12) 0.0133(7) Uani 1 1 d . . . . .
C5 C 0.3885(7) 0.2962(5) 0.02600(12) 0.0171(8) Uani 1 1 d . . . . .
H5 H 0.4719 0.1393 0.0267 0.020 Uiso 1 1 calc R U . . .
H5A H 0.2121 0.3000 0.0456 0.020 Uiso 1 1 calc R U . . .
C6 C 0.3087(7) 0.3703(5) -0.02686(12) 0.0157(8) Uani 1 1 d . . . . .
C7 C 0.1244(7) 0.2471(5) -0.05292(13) 0.0200(8) Uani 1 1 d . . . . .
H7 H 0.0607 0.1170 -0.0372 0.024 Uiso 1 1 calc R U . . .
C8 C 0.0330(6) 0.3117(5) -0.10134(12) 0.0148(7) Uani 1 1 d . . . . .
C9 C -0.1572(7) 0.1858(5) -0.12712(13) 0.0182(8) Uani 1 1 d . . . . .
H9 H -0.2199 0.0540 -0.1120 0.022 Uiso 1 1 calc R U . . .
C10 C -0.2451(7) 0.2597(5) -0.17352(12) 0.0169(8) Uani 1 1 d . . . . .
C11 C -0.1509(7) 0.4595(5) -0.19767(12) 0.0170(8) Uani 1 1 d . . . . .
C12 C -0.4447(7) 0.1679(5) -0.20834(13) 0.0191(8) Uani 1 1 d . . . . .
N1 N -0.4517(6) 0.3103(5) -0.25110(10) 0.0194(7) Uani 1 1 d . . . . .
C13 C -0.2818(7) 0.4910(5) -0.24757(12) 0.0177(8) Uani 1 1 d . . . . .
O1 O -0.5750(5) 0.0017(4) -0.20100(9) 0.0239(6) Uani 1 1 d . . . . .
O2 O -0.2560(5) 0.6366(4) -0.28036(9) 0.0225(6) Uani 1 1 d . . . . .
C14 C -0.6220(7) 0.2777(6) -0.29490(12) 0.0193(8) Uani 1 1 d . . . . .
H14 H -0.7109 0.4241 -0.3080 0.023 Uiso 1 1 calc R U . . .
H14A H -0.7754 0.1854 -0.2849 0.023 Uiso 1 1 calc R U . . .
C15 C -0.4435(7) 0.1644(6) -0.33572(13) 0.0224(8) Uani 1 1 d . . . . .
H15 H -0.3465 0.0214 -0.3223 0.027 Uiso 1 1 calc R U . . .
H15A H -0.2969 0.2606 -0.3472 0.027 Uiso 1 1 calc R U . . .
C16 C -0.6291(8) 0.1209(6) -0.37974(13) 0.0253(9) Uani 1 1 d . . . . .
H16 H -0.7253 0.2648 -0.3929 0.030 Uiso 1 1 calc R U . . .
H16A H -0.7771 0.0270 -0.3678 0.030 Uiso 1 1 calc R U . . .
C17 C -0.4619(8) 0.0047(6) -0.42222(13) 0.0262(9) Uani 1 1 d . . . . .
H17 H -0.5881 0.0092 -0.4507 0.031 Uiso 1 1 calc R U . . .
H17A H -0.3016 0.0903 -0.4319 0.031 Uiso 1 1 calc R U . . .
C18 C -0.3462(9) -0.2391(6) -0.40917(14) 0.0293(9) Uani 1 1 d . . . . .
H18 H -0.5046 -0.3244 -0.3982 0.035 Uiso 1 1 calc R U . . .
H19 H -0.2121 -0.2440 -0.3818 0.035 Uiso 1 1 calc R U . . .
C19 C -0.1929(9) -0.3511(7) -0.45331(14) 0.0361(10) Uani 1 1 d . . . . .
H20 H -0.1230 -0.5052 -0.4435 0.054 Uiso 1 1 calc R U . . .
H21 H -0.3259 -0.3493 -0.4803 0.054 Uiso 1 1 calc R U . . .
H22 H -0.0335 -0.2690 -0.4639 0.054 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 C11 1.401(5) 2_665 ?
C1 C2 1.449(6) . ?
C2 C3 1.455(6) . ?
C2 C8 1.466(6) 2_665 ?
C3 C4 1.398(6) . ?
C4 C6 1.456(6) 2_665 ?
C4 C5 1.541(5) . ?
C5 C6 1.533(7) . ?
C6 C7 1.435(6) . ?
C6 C4 1.456(6) 2_665 ?
C7 C8 1.423(6) . ?
C8 C9 1.460(5) . ?
C8 C2 1.466(6) 2_665 ?
C9 C10 1.379(6) . ?
C10 C11 1.452(6) . ?
C10 C12 1.525(6) . ?
C11 C1 1.401(5) 2_665 ?
C11 C13 1.505(6) . ?
C12 O1 1.241(5) . ?
C12 N1 1.411(6) . ?
N1 C13 1.435(5) . ?
N1 C14 1.494(6) . ?
C13 O2 1.234(5) . ?
C14 C15 1.549(6) . ?
C15 C16 1.558(6) . ?
C16 C17 1.565(6) . ?
C17 C18 1.543(6) . ?
C18 C19 1.562(6) . ?

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
C11 C1 C2 118.6(3) 2_665 . ?
C1 C2 C3 122.3(3) . . ?
C1 C2 C8 120.1(3) . 2_665 ?
C3 C2 C8 117.6(3) . 2_665 ?
C4 C3 C2 122.6(3) . . ?
C3 C4 C6 120.0(3) . 2_665 ?
C3 C4 C5 119.5(3) . . ?
C6 C4 C5 120.4(3) 2_665 . ?
C6 C5 C4 117.3(3) . . ?
C7 C6 C4 118.1(3) . 2_665 ?
C7 C6 C5 119.8(3) . . ?
C4 C6 C5 122.1(3) 2_665 . ?
C8 C7 C6 122.7(3) . . ?
C7 C8 C9 122.0(3) . . ?
C7 C8 C2 119.0(3) . 2_665 ?
C9 C8 C2 119.0(3) . 2_665 ?
C10 C9 C8 119.5(3) . . ?
C9 C10 C11 121.5(3) . . ?
C9 C10 C12 131.2(3) . . ?
C11 C10 C12 107.3(3) . . ?
C1 C11 C10 121.3(4) 2_665 . ?
C1 C11 C13 130.8(3) 2_665 . ?
C10 C11 C13 108.0(3) . . ?
O1 C12 N1 126.5(3) . . ?
O1 C12 C10 127.4(3) . . ?
N1 C12 C10 106.1(3) . . ?
C12 N1 C13 112.8(3) . . ?
C12 N1 C14 123.3(3) . . ?
C13 N1 C14 123.9(3) . . ?
O2 C13 N1 124.3(3) . . ?
O2 C13 C11 129.8(3) . . ?
N1 C13 C11 105.9(3) . . ?
N1 C14 C15 112.9(3) . . ?
C14 C15 C16 111.8(4) . . ?
C15 C16 C17 114.5(4) . . ?
C18 C17 C16 114.0(3) . . ?
C17 C18 C19 112.2(3) . . ?

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
C11 C1 C2 C3 179.4(3) 2_665 . . . ?
C11 C1 C2 C8 -0.8(4) 2_665 . . 2_665 ?
C1 C2 C3 C4 -179.2(3) . . . . ?
C8 C2 C3 C4 1.0(5) 2_665 . . . ?
C2 C3 C4 C6 -0.2(5) . . . 2_665 ?
C2 C3 C4 C5 -178.2(3) . . . . ?
C3 C4 C5 C6 -177.3(3) . . . . ?
C6 C4 C5 C6 4.7(5) 2_665 . . . ?
C4 C5 C6 C7 177.9(3) . . . . ?
C4 C5 C6 C4 -4.8(5) . . . 2_665 ?
C4 C6 C7 C8 0.0(5) 2_665 . . . ?
C5 C6 C7 C8 177.5(3) . . . . ?
C6 C7 C8 C9 -179.3(3) . . . . ?
C6 C7 C8 C2 -0.8(5) . . . 2_665 ?
C7 C8 C9 C10 178.2(3) . . . . ?
C2 C8 C9 C10 -0.2(5) 2_665 . . . ?
C8 C9 C10 C11 0.5(5) . . . . ?
C8 C9 C10 C12 -178.5(3) . . . . ?
C9 C10 C11 C1 -0.1(5) . . . 2_665 ?
C12 C10 C11 C1 179.1(3) . . . 2_665 ?
C9 C10 C11 C13 179.3(3) . . . . ?
C12 C10 C11 C13 -1.5(3) . . . . ?
C9 C10 C12 O1 0.8(6) . . . . ?
C11 C10 C12 O1 -178.3(3) . . . . ?
C9 C10 C12 N1 -179.1(3) . . . . ?
C11 C10 C12 N1 1.9(3) . . . . ?
O1 C12 N1 C13 178.6(3) . . . . ?
C10 C12 N1 C13 -1.5(3) . . . . ?
O1 C12 N1 C14 -0.4(5) . . . . ?
C10 C12 N1 C14 179.5(3) . . . . ?
C12 N1 C13 O2 -179.9(3) . . . . ?
C14 N1 C13 O2 -0.9(5) . . . . ?
C12 N1 C13 C11 0.6(4) . . . . ?
C14 N1 C13 C11 179.6(3) . . . . ?
C1 C11 C13 O2 0.5(6) 2_665 . . . ?
C10 C11 C13 O2 -178.9(3) . . . . ?
C1 C11 C13 N1 180.0(3) 2_665 . . . ?
C10 C11 C13 N1 0.6(3) . . . . ?
C12 N1 C14 C15 -99.7(4) . . . . ?
C13 N1 C14 C15 81.4(4) . . . . ?
N1 C14 C15 C16 176.9(3) . . . . ?
C14 C15 C16 C17 -179.5(3) . . . . ?
C15 C16 C17 C18 68.9(4) . . . . ?
C16 C17 C18 C19 177.5(3) . . . . ?

_refine_diff_density_max         0.282
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.073


_chemical_properties_physical    Heat-sensitive,Photo-sensitive
####################################################################### 
# 
# 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_3b
_audit_block_doi                 10.5517/ccdc.csd.cc22587s
_database_code_depnum_ccdc_archive 'CCDC 1911684'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Tajima'
;Okayama University
Japan
;
_audit_update_record             
;
2019-04-23 deposited with the CCDC.	2019-05-17 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            'C52 H66 N2 O4'
_chemical_formula_weight         783.06

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      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                   4.638(3)
_cell_length_b                   9.316(5)
_cell_length_c                   24.909(14)
_cell_angle_alpha                91.765(12)
_cell_angle_beta                 91.622(12)
_cell_angle_gamma                92.166(15)
_cell_volume                     1074.5(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    3149
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      29.6

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku/Saturn70 CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7750
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.361
_diffrn_reflns_theta_max         26.490
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measured_fraction_theta_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_point_group_measured_fraction_full 0.953
_reflns_number_total             4205
_reflns_number_gt                2680
_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       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0609P)²+0.0200P] 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         4205
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0491
_refine_ls_wR_factor_ref         0.1352
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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 1.2044(4) 0.12307(18) 0.65064(7) 0.0178(4) Uani 1 1 d . . . . .
C2 C 1.0087(4) 0.22872(18) 0.65161(7) 0.0191(4) Uani 1 1 d . . . . .
H2 H 0.9414 0.2659 0.6847 0.023 Uiso 1 1 calc R U . . .
C3 C 0.9073(3) 0.28210(18) 0.60159(7) 0.0165(4) Uani 1 1 d . . . . .
C4 C 0.7081(3) 0.39244(18) 0.59914(7) 0.0172(4) Uani 1 1 d . . . . .
H4 H 0.6409 0.4328 0.6317 0.021 Uiso 1 1 calc R U . . .
C5 C 0.6073(3) 0.44391(18) 0.55101(7) 0.0157(4) Uani 1 1 d . . . . .
C6 C 0.3976(3) 0.56398(18) 0.55181(7) 0.0174(4) Uani 1 1 d . . . . .
H6 H 0.2264 0.5317 0.5717 0.021 Uiso 1 1 calc R U . . .
H6A H 0.4897 0.6470 0.5723 0.021 Uiso 1 1 calc R U . . .
C7 C 0.2951(3) 0.61538(18) 0.49803(7) 0.0160(4) Uani 1 1 d . . . . .
C8 C 0.0976(3) 0.72362(18) 0.49683(7) 0.0166(4) Uani 1 1 d . . . . .
H8 H 0.0322 0.7628 0.5298 0.020 Uiso 1 1 calc R U . . .
C9 C -0.0086(3) 0.77705(18) 0.44793(7) 0.0168(4) Uani 1 1 d . . . . .
C10 C -0.2162(3) 0.88714(18) 0.44699(7) 0.0175(4) Uani 1 1 d . . . . .
H10 H -0.2872 0.9268 0.4794 0.021 Uiso 1 1 calc R U . . .
C11 C -0.3085(3) 0.93323(18) 0.39849(7) 0.0168(4) Uani 1 1 d . . . . .
C12 C -0.5194(4) 1.04400(18) 0.38471(7) 0.0182(4) Uani 1 1 d . . . . .
O1 O -0.6652(2) 1.11597(13) 0.41448(5) 0.0229(3) Uani 1 1 d . . . . .
N1 N -0.5231(3) 1.05170(15) 0.32879(6) 0.0193(3) Uani 1 1 d . . . . .
C13 C -0.3431(4) 0.95185(19) 0.30421(8) 0.0202(4) Uani 1 1 d . . . . .
O2 O -0.3147(3) 0.93690(14) 0.25619(5) 0.0263(3) Uani 1 1 d . . . . .
C14 C -0.6977(4) 1.15098(19) 0.29823(8) 0.0220(4) Uani 1 1 d . . . . .
H14 H -0.8627 1.1799 0.3199 0.026 Uiso 1 1 calc R U . . .
H14A H -0.7763 1.1010 0.2650 0.026 Uiso 1 1 calc R U . . .
C15 C -0.5227(4) 1.28491(19) 0.28333(7) 0.0213(4) Uani 1 1 d . . . . .
H15 H -0.3609 1.2559 0.2608 0.026 Uiso 1 1 calc R U . . .
H15A H -0.4393 1.3330 0.3165 0.026 Uiso 1 1 calc R U . . .
C16 C -0.7035(4) 1.39169(19) 0.25280(7) 0.0212(4) Uani 1 1 d . . . . .
H16 H -0.7925 1.3426 0.2203 0.025 Uiso 1 1 calc R U . . .
H16A H -0.8612 1.4233 0.2758 0.025 Uiso 1 1 calc R U . . .
C17 C -0.5266(4) 1.52335(19) 0.23616(8) 0.0226(4) Uani 1 1 d . . . . .
H17 H -0.3676 1.4908 0.2136 0.027 Uiso 1 1 calc R U . . .
H17A H -0.4384 1.5719 0.2689 0.027 Uiso 1 1 calc R U . . .
C18 C -0.6979(4) 1.63323(19) 0.20500(7) 0.0232(4) Uani 1 1 d . . . . .
H18 H -0.8721 1.6556 0.2253 0.028 Uiso 1 1 calc R U . . .
H18A H -0.5781 1.7231 0.2033 0.028 Uiso 1 1 calc R U . . .
C19 C -0.7916(4) 1.5848(2) 0.14801(7) 0.0234(4) Uani 1 1 d . . . . .
H19 H -0.9165 1.4965 0.1494 0.028 Uiso 1 1 calc R U . . .
H19A H -0.6187 1.5607 0.1277 0.028 Uiso 1 1 calc R U . . .
C20 C -0.9551(4) 1.6988(2) 0.11826(8) 0.0242(4) Uani 1 1 d . . . . .
H20 H -0.8305 1.7873 0.1174 0.029 Uiso 1 1 calc R U . . .
H20A H -1.1283 1.7222 0.1387 0.029 Uiso 1 1 calc R U . . .
C21 C -1.0498(4) 1.65384(19) 0.06077(7) 0.0248(4) Uani 1 1 d . . . . .
H21 H -0.8766 1.6319 0.0402 0.030 Uiso 1 1 calc R U . . .
H21A H -1.1723 1.5646 0.0615 0.030 Uiso 1 1 calc R U . . .
C22 C -1.2168(4) 1.7677(2) 0.03172(7) 0.0237(4) Uani 1 1 d . . . . .
H22 H -1.0935 1.8566 0.0306 0.028 Uiso 1 1 calc R U . . .
H22A H -1.3889 1.7903 0.0525 0.028 Uiso 1 1 calc R U . . .
C23 C -1.3142(4) 1.7221(2) -0.02565(8) 0.0260(5) Uani 1 1 d . . . . .
H23 H -1.1417 1.7009 -0.0466 0.031 Uiso 1 1 calc R U . . .
H23A H -1.4348 1.6324 -0.0246 0.031 Uiso 1 1 calc R U . . .
C24 C -1.4850(4) 1.8347(2) -0.05454(7) 0.0254(4) Uani 1 1 d . . . . .
H24 H -1.3628 1.9239 -0.0562 0.030 Uiso 1 1 calc R U . . .
H24A H -1.6552 1.8573 -0.0332 0.030 Uiso 1 1 calc R U . . .
C25 C -1.5875(4) 1.7888(2) -0.11140(8) 0.0286(5) Uani 1 1 d . . . . .
H25 H -1.4178 1.7665 -0.1329 0.034 Uiso 1 1 calc R U . . .
H25A H -1.7104 1.6999 -0.1099 0.034 Uiso 1 1 calc R U . . .
C26 C -1.7578(5) 1.9033(2) -0.13934(8) 0.0366(5) Uani 1 1 d . . . . .
H26 H -1.9276 1.9251 -0.1185 0.055 Uiso 1 1 calc R U . . .
H26A H -1.8198 1.8678 -0.1754 0.055 Uiso 1 1 calc R U . . .
H26B H -1.6353 1.9907 -0.1421 0.055 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 C2 1.364(2) . ?
C1 C11 1.421(2) 2_666 ?
C1 C13 1.486(2) 2_666 ?
C2 C3 1.430(2) . ?
C3 C4 1.409(2) . ?
C3 C9 1.434(2) 2_666 ?
C4 C5 1.381(2) . ?
C5 C7 1.418(2) 2_666 ?
C5 C6 1.510(2) . ?
C6 C7 1.507(2) . ?
C7 C8 1.388(2) . ?
C7 C5 1.418(2) 2_666 ?
C8 C9 1.413(2) . ?
C9 C10 1.433(2) . ?
C9 C3 1.434(2) 2_666 ?
C10 C11 1.358(2) . ?
C11 C1 1.421(2) 2_666 ?
C11 C12 1.489(2) . ?
C12 O1 1.220(2) . ?
C12 N1 1.397(2) . ?
N1 C13 1.411(2) . ?
N1 C14 1.468(2) . ?
C13 O2 1.212(2) . ?
C13 C1 1.486(2) 2_666 ?
C14 C15 1.524(2) . ?
C15 C16 1.531(2) . ?
C16 C17 1.524(2) . ?
C17 C18 1.535(2) . ?
C18 C19 1.522(3) . ?
C19 C20 1.526(2) . ?
C20 C21 1.527(3) . ?
C21 C22 1.525(2) . ?
C22 C23 1.529(3) . ?
C23 C24 1.524(2) . ?
C24 C25 1.525(3) . ?
C25 C26 1.525(3) . ?

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
C2 C1 C11 121.56(16) . 2_666 ?
C2 C1 C13 129.78(17) . 2_666 ?
C11 C1 C13 108.66(15) 2_666 2_666 ?
C1 C2 C3 118.36(17) . . ?
C4 C3 C2 121.87(16) . . ?
C4 C3 C9 118.23(16) . 2_666 ?
C2 C3 C9 119.90(16) . 2_666 ?
C5 C4 C3 122.29(17) . . ?
C4 C5 C7 119.58(16) . 2_666 ?
C4 C5 C6 119.07(16) . . ?
C7 C5 C6 121.34(15) 2_666 . ?
C7 C6 C5 116.59(15) . . ?
C8 C7 C5 119.38(16) . 2_666 ?
C8 C7 C6 118.56(16) . . ?
C5 C7 C6 122.07(15) 2_666 . ?
C7 C8 C9 121.74(17) . . ?
C8 C9 C10 121.42(16) . . ?
C8 C9 C3 118.78(16) . 2_666 ?
C10 C9 C3 119.80(16) . 2_666 ?
C11 C10 C9 118.15(17) . . ?
C10 C11 C1 122.22(16) . 2_666 ?
C10 C11 C12 130.53(17) . . ?
C1 C11 C12 107.25(15) 2_666 . ?
O1 C12 N1 124.69(16) . . ?
O1 C12 C11 129.16(17) . . ?
N1 C12 C11 106.15(14) . . ?
C12 N1 C13 112.77(14) . . ?
C12 N1 C14 124.20(14) . . ?
C13 N1 C14 123.02(15) . . ?
O2 C13 N1 124.78(16) . . ?
O2 C13 C1 130.11(17) . 2_666 ?
N1 C13 C1 105.10(15) . 2_666 ?
N1 C14 C15 111.98(15) . . ?
C14 C15 C16 112.70(15) . . ?
C17 C16 C15 112.80(15) . . ?
C16 C17 C18 114.79(15) . . ?
C19 C18 C17 114.81(15) . . ?
C18 C19 C20 112.87(15) . . ?
C19 C20 C21 114.11(15) . . ?
C22 C21 C20 113.65(15) . . ?
C21 C22 C23 113.68(15) . . ?
C24 C23 C22 113.85(15) . . ?
C23 C24 C25 114.09(15) . . ?
C26 C25 C24 112.98(16) . . ?

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
C11 C1 C2 C3 0.3(3) 2_666 . . . ?
C13 C1 C2 C3 -179.61(16) 2_666 . . . ?
C1 C2 C3 C4 -179.14(15) . . . . ?
C1 C2 C3 C9 0.9(2) . . . 2_666 ?
C2 C3 C4 C5 -179.48(15) . . . . ?
C9 C3 C4 C5 0.5(3) 2_666 . . . ?
C3 C4 C5 C7 0.1(3) . . . 2_666 ?
C3 C4 C5 C6 -179.04(15) . . . . ?
C4 C5 C6 C7 -179.92(14) . . . . ?
C7 C5 C6 C7 0.9(3) 2_666 . . . ?
C5 C6 C7 C8 178.72(14) . . . . ?
C5 C6 C7 C5 -0.9(3) . . . 2_666 ?
C5 C7 C8 C9 -0.2(3) 2_666 . . . ?
C6 C7 C8 C9 -179.88(14) . . . . ?
C7 C8 C9 C10 178.92(15) . . . . ?
C7 C8 C9 C3 -0.4(3) . . . 2_666 ?
C8 C9 C10 C11 180.00(15) . . . . ?
C3 C9 C10 C11 -0.7(2) 2_666 . . . ?
C9 C10 C11 C1 -0.6(3) . . . 2_666 ?
C9 C10 C11 C12 179.90(16) . . . . ?
C10 C11 C12 O1 -2.6(3) . . . . ?
C1 C11 C12 O1 177.81(17) 2_666 . . . ?
C10 C11 C12 N1 177.62(17) . . . . ?
C1 C11 C12 N1 -1.98(18) 2_666 . . . ?
O1 C12 N1 C13 -177.28(16) . . . . ?
C11 C12 N1 C13 2.52(19) . . . . ?
O1 C12 N1 C14 1.9(3) . . . . ?
C11 C12 N1 C14 -178.33(14) . . . . ?
C12 N1 C13 O2 178.77(17) . . . . ?
C14 N1 C13 O2 -0.4(3) . . . . ?
C12 N1 C13 C1 -2.02(19) . . . 2_666 ?
C14 N1 C13 C1 178.82(14) . . . 2_666 ?
C12 N1 C14 C15 98.07(19) . . . . ?
C13 N1 C14 C15 -82.9(2) . . . . ?
N1 C14 C15 C16 -178.38(14) . . . . ?
C14 C15 C16 C17 -178.01(16) . . . . ?
C15 C16 C17 C18 179.55(15) . . . . ?
C16 C17 C18 C19 -71.1(2) . . . . ?
C17 C18 C19 C20 -178.70(15) . . . . ?
C18 C19 C20 C21 179.49(15) . . . . ?
C19 C20 C21 C22 179.15(15) . . . . ?
C20 C21 C22 C23 -179.43(16) . . . . ?
C21 C22 C23 C24 179.14(15) . . . . ?
C22 C23 C24 C25 -178.91(16) . . . . ?
C23 C24 C25 C26 179.98(16) . . . . ?

_refine_diff_density_max         0.198
_refine_diff_density_min         -0.249
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_3av
_audit_block_doi                 10.5517/ccdc.csd.cc22588t
_database_code_depnum_ccdc_archive 'CCDC 1911685'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Tajima'
;Okayama University
Japan
;
_audit_update_record             
;
2019-04-23 deposited with the CCDC.	2019-05-17 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         '2 (C38 H38 N2 O4), C4 H8 O'
_chemical_formula_sum            'C80 H84 N4 O9'
_chemical_formula_weight         1245.51

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   4.483(3)
_cell_length_b                   16.5290(10)
_cell_length_c                   21.775(13)
_cell_angle_alpha                85.587(10)
_cell_angle_beta                 88.775(17)
_cell_angle_gamma                87.293(12)
_cell_volume                     1606.7(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    4772
_cell_measurement_theta_min      2.2
_cell_measurement_theta_max      30.6

_exptl_crystal_description       Prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13372
_diffrn_reflns_av_unetI/netI     0.0653
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.608
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5619
_reflns_number_gt                4041
_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       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_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)+(0.0417P)²+0.1000P] 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         5619
_refine_ls_number_parameters     437
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1036
_refine_ls_wR_factor_gt          0.0976
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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 0.2392(4) 0.57459(11) 0.33123(8) 0.0136(4) Uani 1 1 d . . . . .
C2 C 0.2668(4) 0.65380(11) 0.34457(8) 0.0144(4) Uani 1 1 d . . . . .
H2 H 0.1703 0.6963 0.3194 0.017 Uiso 1 1 calc R U . . .
C3 C 0.4355(4) 0.67335(11) 0.39488(8) 0.0134(4) Uani 1 1 d . . . . .
C4 C 0.4740(4) 0.75590(11) 0.40781(8) 0.0142(4) Uani 1 1 d . . . . .
H4 H 0.3758 0.7994 0.3840 0.017 Uiso 1 1 calc R U . . .
C5 C 0.6529(4) 0.77075(11) 0.45460(8) 0.0132(4) Uani 1 1 d . . . . .
C6 C 0.7991(4) 0.70742(11) 0.49197(8) 0.0135(4) Uani 1 1 d . . . . .
C7 C 0.7665(4) 0.62773(11) 0.48193(8) 0.0141(4) Uani 1 1 d . . . . .
H7 H 0.8642 0.5856 0.5072 0.017 Uiso 1 1 calc R U . . .
C8 C 0.5831(4) 0.60932(11) 0.43283(8) 0.0135(4) Uani 1 1 d . . . . .
C9 C 0.5445(4) 0.52791(11) 0.41869(8) 0.0135(4) Uani 1 1 d . . . . .
H9 H 0.6367 0.4846 0.4437 0.016 Uiso 1 1 calc R U . . .
C14 C 0.6219(4) 0.44267(11) 0.09128(8) 0.0147(4) Uani 1 1 d . . . . .
H14 H 0.5317 0.4845 0.0645 0.018 Uiso 1 1 calc R U . . .
C15 C 0.8266(4) 0.38750(11) 0.06925(8) 0.0139(4) Uani 1 1 d . . . . .
C16 C 0.9613(4) 0.32413(11) 0.10818(8) 0.0145(4) Uani 1 1 d . . . . .
C17 C 0.8965(4) 0.31560(11) 0.16976(8) 0.0153(4) Uani 1 1 d . . . . .
H17 H 0.9902 0.2731 0.1954 0.018 Uiso 1 1 calc R U . . .
C21 C 0.0839(4) 0.55069(11) 0.27455(8) 0.0146(4) Uani 1 1 d . . . . .
H21 H 0.0460 0.5991 0.2457 0.017 Uiso 1 1 calc R U . . .
H21A H -0.1104 0.5275 0.2866 0.017 Uiso 1 1 calc R U . . .
C22 C 0.3445(4) 0.42466(11) 0.35116(8) 0.0154(4) Uani 1 1 d . . . . .
H22 H 0.4840 0.3864 0.3747 0.019 Uiso 1 1 calc R U . . .
H22A H 0.1383 0.4076 0.3600 0.019 Uiso 1 1 calc R U . . .
C23 C 0.7441(4) 0.84947(11) 0.47595(8) 0.0147(4) Uani 1 1 d . . . . .
N1 N 0.9341(3) 0.82908(9) 0.52567(7) 0.0135(3) Uani 1 1 d . . . . .
C24 C 0.9811(4) 0.74531(11) 0.53746(8) 0.0151(4) Uani 1 1 d . . . . .
O1 O 0.6761(3) 0.91818(8) 0.45552(6) 0.0188(3) Uani 1 1 d . . . . .
O2 O 1.1427(3) 0.71252(8) 0.57735(6) 0.0188(3) Uani 1 1 d . . . . .
O3 O 0.8979(3) 0.42322(8) -0.04133(6) 0.0192(3) Uani 1 1 d . . . . .
C25 C 0.9514(4) 0.38081(11) 0.00607(9) 0.0157(4) Uani 1 1 d . . . . .
N2 N 1.1520(3) 0.31341(9) 0.00963(7) 0.0160(4) Uani 1 1 d . . . . .
C26 C 1.1722(4) 0.27635(12) 0.06958(9) 0.0165(4) Uani 1 1 d . . . . .
O4 O 1.3347(3) 0.21747(8) 0.08447(6) 0.0236(3) Uani 1 1 d . . . . .
C18 C 0.6848(4) 0.37186(11) 0.19480(8) 0.0139(4) Uani 1 1 d . . . . .
C13 C 0.5475(4) 0.43583(11) 0.15518(8) 0.0138(4) Uani 1 1 d . . . . .
C19 C 0.6107(4) 0.36769(11) 0.25875(8) 0.0148(4) Uani 1 1 d . . . . .
H19 H 0.6983 0.3252 0.2853 0.018 Uiso 1 1 calc R U . . .
C12 C 0.3459(4) 0.49317(11) 0.18154(8) 0.0143(4) Uani 1 1 d . . . . .
H12 H 0.2538 0.5357 0.1557 0.017 Uiso 1 1 calc R U . . .
C20 C 0.4141(4) 0.42408(11) 0.28289(8) 0.0135(4) Uani 1 1 d . . . . .
C10 C 0.3773(4) 0.51060(11) 0.36980(8) 0.0136(4) Uani 1 1 d . . . . .
C11 C 0.2821(4) 0.48817(11) 0.24347(8) 0.0134(4) Uani 1 1 d . . . . .
C27 C 0.8757(4) 0.93086(11) 0.60474(8) 0.0161(4) Uani 1 1 d . . . . .
H27 H 0.6917 0.9524 0.5837 0.019 Uiso 1 1 calc R U . . .
H27A H 0.9763 0.9775 0.6196 0.019 Uiso 1 1 calc R U . . .
C28 C 1.0817(4) 0.89064(11) 0.55800(9) 0.0168(4) Uani 1 1 d . . . . .
H28 H 1.1539 0.9330 0.5273 0.020 Uiso 1 1 calc R U . . .
H28A H 1.2577 0.8647 0.5796 0.020 Uiso 1 1 calc R U . . .
C29 C 0.7881(4) 0.87392(11) 0.66043(8) 0.0166(4) Uani 1 1 d . . . . .
H29 H 0.6783 0.8285 0.6461 0.020 Uiso 1 1 calc R U . . .
H29A H 0.9712 0.8507 0.6809 0.020 Uiso 1 1 calc R U . . .
C30 C 0.5926(4) 0.91809(11) 0.70695(9) 0.0176(4) Uani 1 1 d . . . . .
H30 H 0.6991 0.9653 0.7191 0.021 Uiso 1 1 calc R U . . .
H30A H 0.4064 0.9392 0.6865 0.021 Uiso 1 1 calc R U . . .
C31 C 0.5104(5) 0.86546(12) 0.76499(9) 0.0206(5) Uani 1 1 d . . . . .
H31 H 0.4007 0.8187 0.7530 0.025 Uiso 1 1 calc R U . . .
H31A H 0.6962 0.8438 0.7853 0.025 Uiso 1 1 calc R U . . .
C32 C 0.3189(5) 0.91114(13) 0.81101(9) 0.0257(5) Uani 1 1 d . . . . .
H32 H 0.2738 0.8743 0.8471 0.039 Uiso 1 1 calc R U . . .
H32A H 0.4279 0.9568 0.8239 0.039 Uiso 1 1 calc R U . . .
H32B H 0.1322 0.9316 0.7916 0.039 Uiso 1 1 calc R U . . .
C33 C 1.3294(4) 0.28725(12) -0.04332(8) 0.0187(4) Uani 1 1 d . . . . .
H33 H 1.4898 0.2479 -0.0283 0.022 Uiso 1 1 calc R U . . .
H33A H 1.4253 0.3349 -0.0642 0.022 Uiso 1 1 calc R U . . .
C34 C 1.1444(4) 0.24818(13) -0.08979(9) 0.0206(5) Uani 1 1 d . . . . .
H34 H 0.9860 0.2877 -0.1055 0.025 Uiso 1 1 calc R U . . .
H34A H 1.0464 0.2008 -0.0691 0.025 Uiso 1 1 calc R U . . .
C35 C 1.3359(4) 0.22066(13) -0.14363(9) 0.0213(5) Uani 1 1 d . . . . .
H35 H 1.4908 0.1802 -0.1277 0.026 Uiso 1 1 calc R U . . .
H35A H 1.4388 0.2679 -0.1633 0.026 Uiso 1 1 calc R U . . .
C36 C 1.1562(4) 0.18319(12) -0.19233(9) 0.0200(5) Uani 1 1 d . . . . .
H36 H 1.0498 0.1367 -0.1725 0.024 Uiso 1 1 calc R U . . .
H36A H 1.0040 0.2240 -0.2088 0.024 Uiso 1 1 calc R U . . .
C37 C 1.3475(4) 0.15392(12) -0.24572(9) 0.0205(5) Uani 1 1 d . . . . .
H37 H 1.4994 0.1129 -0.2293 0.025 Uiso 1 1 calc R U . . .
H37A H 1.4542 0.2004 -0.2656 0.025 Uiso 1 1 calc R U . . .
C38 C 1.1666(4) 0.11674(12) -0.29425(9) 0.0204(5) Uani 1 1 d . . . . .
H38 H 1.3009 0.0991 -0.3272 0.031 Uiso 1 1 calc R U . . .
H38A H 1.0640 0.0699 -0.2752 0.031 Uiso 1 1 calc R U . . .
H38B H 1.0188 0.1574 -0.3115 0.031 Uiso 1 1 calc R U . . .
C49 C 0.930(3) -0.0121(6) 0.0412(4) 0.076(3) Uani 0.5 1 d . . P A -2
H39 H 0.7680 -0.0407 0.0640 0.091 Uiso 0.5 1 calc R U P A -2
H40 H 1.1052 -0.0123 0.0683 0.091 Uiso 0.5 1 calc R U P A -2
C44 C 0.836(3) 0.0672(9) 0.0217(5) 0.069(3) Uani 0.5 1 d . . P A -2
H41 H 0.9954 0.1048 0.0288 0.083 Uiso 0.5 1 calc R U P A -2
H42 H 0.6563 0.0837 0.0456 0.083 Uiso 0.5 1 calc R U P A -2
O5 O 0.7694(7) 0.0712(2) -0.04280(15) 0.0401(8) Uiso 0.5 1 d . . P A -2
C46 C 0.957(2) 0.0091(6) -0.0669(4) 0.064(3) Uani 0.5 1 d . . P A -2
H43 H 1.1472 0.0319 -0.0824 0.077 Uiso 0.5 1 calc R U P A -2
H44 H 0.8582 -0.0135 -0.1015 0.077 Uiso 0.5 1 calc R U P A -2
C47 C 1.016(3) -0.0536(8) -0.0192(6) 0.083(4) Uani 0.5 1 d . . P A -2
H45 H 1.2291 -0.0721 -0.0196 0.099 Uiso 0.5 1 calc R U P A -2
H46 H 0.8917 -0.1007 -0.0238 0.099 Uiso 0.5 1 calc R U P A -2


_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 C2 1.375(3) . ?
C1 C10 1.425(3) . ?
C1 C21 1.517(3) . ?
C2 C3 1.410(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.433(2) . ?
C3 C8 1.436(3) . ?
C4 C5 1.354(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.419(3) . ?
C5 C23 1.493(3) . ?
C6 C7 1.367(3) . ?
C6 C24 1.489(3) . ?
C7 C8 1.422(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.423(2) . ?
C9 C10 1.370(3) . ?
C9 H9 0.9500 . ?
C14 C15 1.369(3) . ?
C14 C13 1.421(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.416(3) . ?
C15 C25 1.484(3) . ?
C16 C17 1.364(3) . ?
C16 C26 1.490(3) . ?
C17 C18 1.427(3) . ?
C17 H17 0.9500 . ?
C21 C11 1.520(2) . ?
C21 H21 0.9900 . ?
C21 H21A 0.9900 . ?
C22 C20 1.513(3) . ?
C22 C10 1.522(2) . ?
C22 H22 0.9900 . ?
C22 H22A 0.9900 . ?
C23 O1 1.215(2) . ?
C23 N1 1.403(2) . ?
N1 C24 1.396(2) . ?
N1 C28 1.471(2) . ?
C24 O2 1.221(2) . ?
O3 C25 1.224(2) . ?
C25 N2 1.397(2) . ?
N2 C26 1.402(3) . ?
N2 C33 1.468(2) . ?
C26 O4 1.215(2) . ?
C18 C19 1.422(3) . ?
C18 C13 1.436(3) . ?
C13 C12 1.423(2) . ?
C19 C20 1.378(3) . ?
C19 H19 0.9500 . ?
C12 C11 1.370(3) . ?
C12 H12 0.9500 . ?
C20 C11 1.425(3) . ?
C27 C28 1.529(3) . ?
C27 C29 1.533(3) . ?
C27 H27 0.9900 . ?
C27 H27A 0.9900 . ?
C28 H28 0.9900 . ?
C28 H28A 0.9900 . ?
C29 C30 1.530(3) . ?
C29 H29 0.9900 . ?
C29 H29A 0.9900 . ?
C30 C31 1.527(3) . ?
C30 H30 0.9900 . ?
C30 H30A 0.9900 . ?
C31 C32 1.526(3) . ?
C31 H31 0.9900 . ?
C31 H31A 0.9900 . ?
C32 H32 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C34 1.522(3) . ?
C33 H33 0.9900 . ?
C33 H33A 0.9900 . ?
C34 C35 1.523(3) . ?
C34 H34 0.9900 . ?
C34 H34A 0.9900 . ?
C35 C36 1.530(3) . ?
C35 H35 0.9900 . ?
C35 H35A 0.9900 . ?
C36 C37 1.525(3) . ?
C36 H36 0.9900 . ?
C36 H36A 0.9900 . ?
C37 C38 1.528(3) . ?
C37 H37 0.9900 . ?
C37 H37A 0.9900 . ?
C38 H38 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C49 C44 1.395(17) . ?
C49 C47 1.562(14) . ?
C49 H39 0.9900 . ?
C49 H40 0.9900 . ?
C44 O5 1.439(13) . ?
C44 H41 0.9900 . ?
C44 H42 0.9900 . ?
O5 C46 1.421(9) . ?
C46 C47 1.429(18) . ?
C46 H43 0.9900 . ?
C46 H44 0.9900 . ?
C47 H45 0.9900 . ?
C47 H46 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
C2 C1 C10 119.51(17) . . ?
C2 C1 C21 123.41(16) . . ?
C10 C1 C21 116.96(16) . . ?
C1 C2 C3 121.36(17) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 121.69(17) . . ?
C2 C3 C8 119.45(17) . . ?
C4 C3 C8 118.81(17) . . ?
C5 C4 C3 118.79(17) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C6 122.32(17) . . ?
C4 C5 C23 130.13(17) . . ?
C6 C5 C23 107.53(16) . . ?
C7 C6 C5 121.06(17) . . ?
C7 C6 C24 130.94(17) . . ?
C5 C6 C24 107.97(16) . . ?
C6 C7 C8 118.54(17) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C7 C8 C9 121.69(17) . . ?
C7 C8 C3 120.47(17) . . ?
C9 C8 C3 117.83(17) . . ?
C10 C9 C8 121.49(17) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C15 C14 C13 118.35(17) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C14 C15 C16 121.78(17) . . ?
C14 C15 C25 130.29(17) . . ?
C16 C15 C25 107.92(16) . . ?
C17 C16 C15 121.66(17) . . ?
C17 C16 C26 130.70(18) . . ?
C15 C16 C26 107.63(16) . . ?
C16 C17 C18 118.51(17) . . ?
C16 C17 H17 120.7 . . ?
C18 C17 H17 120.7 . . ?
C1 C21 C11 108.90(15) . . ?
C1 C21 H21 109.9 . . ?
C11 C21 H21 109.9 . . ?
C1 C21 H21A 109.9 . . ?
C11 C21 H21A 109.9 . . ?
H21 C21 H21A 108.3 . . ?
C20 C22 C10 108.10(15) . . ?
C20 C22 H22 110.1 . . ?
C10 C22 H22 110.1 . . ?
C20 C22 H22A 110.1 . . ?
C10 C22 H22A 110.1 . . ?
H22 C22 H22A 108.4 . . ?
O1 C23 N1 125.21(17) . . ?
O1 C23 C5 128.90(17) . . ?
N1 C23 C5 105.89(15) . . ?
C24 N1 C23 112.62(15) . . ?
C24 N1 C28 124.75(15) . . ?
C23 N1 C28 122.49(15) . . ?
O2 C24 N1 125.03(17) . . ?
O2 C24 C6 128.99(17) . . ?
N1 C24 C6 105.98(15) . . ?
O3 C25 N2 124.26(17) . . ?
O3 C25 C15 129.56(17) . . ?
N2 C25 C15 106.18(15) . . ?
C25 N2 C26 112.33(15) . . ?
C25 N2 C33 123.21(15) . . ?
C26 N2 C33 124.42(16) . . ?
O4 C26 N2 124.62(17) . . ?
O4 C26 C16 129.44(18) . . ?
N2 C26 C16 105.94(16) . . ?
C19 C18 C17 121.63(17) . . ?
C19 C18 C13 118.63(16) . . ?
C17 C18 C13 119.72(17) . . ?
C14 C13 C12 121.22(17) . . ?
C14 C13 C18 119.97(16) . . ?
C12 C13 C18 118.77(17) . . ?
C20 C19 C18 121.23(17) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C11 C12 C13 121.20(17) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C19 C20 C11 119.86(17) . . ?
C19 C20 C22 122.71(17) . . ?
C11 C20 C22 117.31(16) . . ?
C9 C10 C1 120.31(17) . . ?
C9 C10 C22 123.02(16) . . ?
C1 C10 C22 116.55(16) . . ?
C12 C11 C20 120.29(17) . . ?
C12 C11 C21 123.32(17) . . ?
C20 C11 C21 116.33(16) . . ?
C28 C27 C29 114.08(15) . . ?
C28 C27 H27 108.7 . . ?
C29 C27 H27 108.7 . . ?
C28 C27 H27A 108.7 . . ?
C29 C27 H27A 108.7 . . ?
H27 C27 H27A 107.6 . . ?
N1 C28 C27 112.89(15) . . ?
N1 C28 H28 109.0 . . ?
C27 C28 H28 109.0 . . ?
N1 C28 H28A 109.0 . . ?
C27 C28 H28A 109.0 . . ?
H28 C28 H28A 107.8 . . ?
C30 C29 C27 111.88(15) . . ?
C30 C29 H29 109.2 . . ?
C27 C29 H29 109.2 . . ?
C30 C29 H29A 109.2 . . ?
C27 C29 H29A 109.2 . . ?
H29 C29 H29A 107.9 . . ?
C31 C30 C29 114.33(15) . . ?
C31 C30 H30 108.7 . . ?
C29 C30 H30 108.7 . . ?
C31 C30 H30A 108.7 . . ?
C29 C30 H30A 108.7 . . ?
H30 C30 H30A 107.6 . . ?
C32 C31 C30 113.34(16) . . ?
C32 C31 H31 108.9 . . ?
C30 C31 H31 108.9 . . ?
C32 C31 H31A 108.9 . . ?
C30 C31 H31A 108.9 . . ?
H31 C31 H31A 107.7 . . ?
C31 C32 H32 109.5 . . ?
C31 C32 H32A 109.5 . . ?
H32 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N2 C33 C34 113.02(16) . . ?
N2 C33 H33 109.0 . . ?
C34 C33 H33 109.0 . . ?
N2 C33 H33A 109.0 . . ?
C34 C33 H33A 109.0 . . ?
H33 C33 H33A 107.8 . . ?
C33 C34 C35 111.66(16) . . ?
C33 C34 H34 109.3 . . ?
C35 C34 H34 109.3 . . ?
C33 C34 H34A 109.3 . . ?
C35 C34 H34A 109.3 . . ?
H34 C34 H34A 107.9 . . ?
C34 C35 C36 113.23(16) . . ?
C34 C35 H35 108.9 . . ?
C36 C35 H35 108.9 . . ?
C34 C35 H35A 108.9 . . ?
C36 C35 H35A 108.9 . . ?
H35 C35 H35A 107.7 . . ?
C37 C36 C35 113.50(16) . . ?
C37 C36 H36 108.9 . . ?
C35 C36 H36 108.9 . . ?
C37 C36 H36A 108.9 . . ?
C35 C36 H36A 108.9 . . ?
H36 C36 H36A 107.7 . . ?
C36 C37 C38 113.22(16) . . ?
C36 C37 H37 108.9 . . ?
C38 C37 H37 108.9 . . ?
C36 C37 H37A 108.9 . . ?
C38 C37 H37A 108.9 . . ?
H37 C37 H37A 107.7 . . ?
C37 C38 H38 109.5 . . ?
C37 C38 H38A 109.5 . . ?
H38 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C44 C49 C47 105.0(10) . . ?
C44 C49 H39 110.7 . . ?
C47 C49 H39 110.7 . . ?
C44 C49 H40 110.7 . . ?
C47 C49 H40 110.7 . . ?
H39 C49 H40 108.8 . . ?
C49 C44 O5 109.3(10) . . ?
C49 C44 H41 109.8 . . ?
O5 C44 H41 109.8 . . ?
C49 C44 H42 109.8 . . ?
O5 C44 H42 109.8 . . ?
H41 C44 H42 108.3 . . ?
C46 O5 C44 104.7(6) . . ?
O5 C46 C47 109.1(8) . . ?
O5 C46 H43 109.9 . . ?
C47 C46 H43 109.9 . . ?
O5 C46 H44 109.9 . . ?
C47 C46 H44 109.9 . . ?
H43 C46 H44 108.3 . . ?
C46 C47 C49 103.8(10) . . ?
C46 C47 H45 111.0 . . ?
C49 C47 H45 111.0 . . ?
C46 C47 H46 111.0 . . ?
C49 C47 H46 111.0 . . ?
H45 C47 H46 109.0 . . ?

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
C10 C1 C2 C3 1.6(3) . . . . ?
C21 C1 C2 C3 -174.40(16) . . . . ?
C1 C2 C3 C4 177.77(17) . . . . ?
C1 C2 C3 C8 0.4(3) . . . . ?
C2 C3 C4 C5 -176.16(17) . . . . ?
C8 C3 C4 C5 1.3(2) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C3 C4 C5 C23 176.58(17) . . . . ?
C4 C5 C6 C7 0.4(3) . . . . ?
C23 C5 C6 C7 -177.79(16) . . . . ?
C4 C5 C6 C24 178.72(16) . . . . ?
C23 C5 C6 C24 0.51(19) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C24 C6 C7 C8 -177.61(17) . . . . ?
C6 C7 C8 C9 178.46(17) . . . . ?
C6 C7 C8 C3 -0.1(3) . . . . ?
C2 C3 C8 C7 176.86(16) . . . . ?
C4 C3 C8 C7 -0.6(2) . . . . ?
C2 C3 C8 C9 -1.8(2) . . . . ?
C4 C3 C8 C9 -179.27(16) . . . . ?
C7 C8 C9 C10 -177.33(17) . . . . ?
C3 C8 C9 C10 1.3(3) . . . . ?
C13 C14 C15 C16 0.7(3) . . . . ?
C13 C14 C15 C25 -178.35(17) . . . . ?
C14 C15 C16 C17 -0.9(3) . . . . ?
C25 C15 C16 C17 178.36(17) . . . . ?
C14 C15 C16 C26 -179.58(17) . . . . ?
C25 C15 C16 C26 -0.3(2) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C26 C16 C17 C18 179.05(18) . . . . ?
C2 C1 C21 C11 132.07(18) . . . . ?
C10 C1 C21 C11 -44.0(2) . . . . ?
C4 C5 C23 O1 0.0(3) . . . . ?
C6 C5 C23 O1 178.00(18) . . . . ?
C4 C5 C23 N1 -179.29(18) . . . . ?
C6 C5 C23 N1 -1.28(19) . . . . ?
O1 C23 N1 C24 -177.68(17) . . . . ?
C5 C23 N1 C24 1.64(19) . . . . ?
O1 C23 N1 C28 -1.9(3) . . . . ?
C5 C23 N1 C28 177.46(15) . . . . ?
C23 N1 C24 O2 178.23(17) . . . . ?
C28 N1 C24 O2 2.5(3) . . . . ?
C23 N1 C24 C6 -1.33(19) . . . . ?
C28 N1 C24 C6 -177.04(15) . . . . ?
C7 C6 C24 O2 -1.0(3) . . . . ?
C5 C6 C24 O2 -179.09(18) . . . . ?
C7 C6 C24 N1 178.53(18) . . . . ?
C5 C6 C24 N1 0.45(19) . . . . ?
C14 C15 C25 O3 -0.5(3) . . . . ?
C16 C15 C25 O3 -179.70(19) . . . . ?
C14 C15 C25 N2 179.87(19) . . . . ?
C16 C15 C25 N2 0.72(19) . . . . ?
O3 C25 N2 C26 179.53(17) . . . . ?
C15 C25 N2 C26 -0.9(2) . . . . ?
O3 C25 N2 C33 2.0(3) . . . . ?
C15 C25 N2 C33 -178.43(15) . . . . ?
C25 N2 C26 O4 -178.89(18) . . . . ?
C33 N2 C26 O4 -1.4(3) . . . . ?
C25 N2 C26 C16 0.7(2) . . . . ?
C33 N2 C26 C16 178.19(16) . . . . ?
C17 C16 C26 O4 0.8(3) . . . . ?
C15 C16 C26 O4 179.35(19) . . . . ?
C17 C16 C26 N2 -178.71(19) . . . . ?
C15 C16 C26 N2 -0.2(2) . . . . ?
C16 C17 C18 C19 -178.74(17) . . . . ?
C16 C17 C18 C13 -0.4(3) . . . . ?
C15 C14 C13 C12 177.34(17) . . . . ?
C15 C14 C13 C18 -0.4(3) . . . . ?
C19 C18 C13 C14 178.64(16) . . . . ?
C17 C18 C13 C14 0.2(3) . . . . ?
C19 C18 C13 C12 0.9(3) . . . . ?
C17 C18 C13 C12 -177.55(17) . . . . ?
C17 C18 C19 C20 177.61(17) . . . . ?
C13 C18 C19 C20 -0.8(3) . . . . ?
C14 C13 C12 C11 -177.74(17) . . . . ?
C18 C13 C12 C11 0.0(3) . . . . ?
C18 C19 C20 C11 -0.2(3) . . . . ?
C18 C19 C20 C22 -176.13(16) . . . . ?
C10 C22 C20 C19 130.24(19) . . . . ?
C10 C22 C20 C11 -45.8(2) . . . . ?
C8 C9 C10 C1 0.6(3) . . . . ?
C8 C9 C10 C22 176.63(16) . . . . ?
C2 C1 C10 C9 -2.1(3) . . . . ?
C21 C1 C10 C9 174.14(16) . . . . ?
C2 C1 C10 C22 -178.35(16) . . . . ?
C21 C1 C10 C22 -2.1(2) . . . . ?
C20 C22 C10 C9 -129.30(18) . . . . ?
C20 C22 C10 C1 46.9(2) . . . . ?
C13 C12 C11 C20 -1.0(3) . . . . ?
C13 C12 C11 C21 176.07(17) . . . . ?
C19 C20 C11 C12 1.1(3) . . . . ?
C22 C20 C11 C12 177.25(16) . . . . ?
C19 C20 C11 C21 -176.17(16) . . . . ?
C22 C20 C11 C21 0.0(2) . . . . ?
C1 C21 C11 C12 -132.05(18) . . . . ?
C1 C21 C11 C20 45.1(2) . . . . ?
C24 N1 C28 C27 -104.68(19) . . . . ?
C23 N1 C28 C27 80.0(2) . . . . ?
C29 C27 C28 N1 67.9(2) . . . . ?
C28 C27 C29 C30 177.65(15) . . . . ?
C27 C29 C30 C31 -177.19(16) . . . . ?
C29 C30 C31 C32 179.25(16) . . . . ?
C25 N2 C33 C34 -72.9(2) . . . . ?
C26 N2 C33 C34 109.8(2) . . . . ?
N2 C33 C34 C35 -179.18(16) . . . . ?
C33 C34 C35 C36 -178.36(17) . . . . ?
C34 C35 C36 C37 -178.81(17) . . . . ?
C35 C36 C37 C38 -179.88(17) . . . . ?
C47 C49 C44 O5 17.3(14) . . . . ?
C49 C44 O5 C46 -28.3(11) . . . . ?
C44 O5 C46 C47 28.1(10) . . . . ?
O5 C46 C47 C49 -17.3(12) . . . . ?
C44 C49 C47 C46 -0.1(15) . . . . ?

_refine_diff_density_max         0.234
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_3c
_audit_block_doi                 10.5517/ccdc.csd.cc22589v
_database_code_depnum_ccdc_archive 'CCDC 1911686'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Tajima'
;Okayama University
Japan
;
_audit_update_record             
;
2019-04-23 deposited with the CCDC.	2019-05-17 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         'C42 H46 N2 O4'
_chemical_formula_sum            'C42 H46 N2 O4'
_chemical_formula_weight         642.81

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   7.451(5)
_cell_length_b                   8.965(5)
_cell_length_c                   14.802(12)
_cell_angle_alpha                78.46(5)
_cell_angle_beta                 84.78(5)
_cell_angle_gamma                63.33(4)
_cell_volume                     865.7(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    2883
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      31.1

_exptl_crystal_description       platelet
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_F_000             344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.992
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71075
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku/Saturn70 CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5734
_diffrn_reflns_av_unetI/netI     0.0592
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.809
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        24.996
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             2961
_reflns_number_gt                2135
_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       CrystalClear
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0600P)²+0.0857P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2961
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1264
_refine_ls_wR_factor_gt          0.1124
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
O2 O 0.2563(2) 0.26939(16) 0.18635(10) 0.0322(4) Uani 1 1 d . . . A 3
N1 N 0.5030(2) 0.26734(19) 0.27526(11) 0.0255(4) Uani 1 1 d . . . . .
C11 C 0.0116(3) 0.6780(2) 0.42930(12) 0.0214(4) Uani 1 1 d . . . B 3
C12 C -0.1191(3) 0.6604(2) 0.36955(12) 0.0214(4) Uani 1 1 d . . . B 3
C13 C 0.2995(3) 0.4698(2) 0.36325(13) 0.0218(4) Uani 1 1 d . . . B 3
C14 C -0.2819(3) 0.8949(2) 0.49446(12) 0.0212(4) Uani 1 1 d . . . B 3
C15 C 0.1714(3) 0.4539(2) 0.30303(13) 0.0233(4) Uani 1 1 d . . . B 3
C16 C 0.5113(3) 0.3492(2) 0.34566(13) 0.0241(5) Uani 1 1 d . . . . .
C17 C 0.2254(3) 0.5775(2) 0.42555(12) 0.0228(4) Uani 1 1 d . . . B 3
H1 H 0.3127 0.5856 0.4652 0.027 Uiso 1 1 calc R U . B 3
C18 C -0.0756(3) 0.7958(2) 0.49030(12) 0.0226(4) Uani 1 1 d . . . B 3
H2 H 0.0096 0.8074 0.5296 0.027 Uiso 1 1 calc R U . B 3
C19 C 0.3024(3) 0.3241(2) 0.24611(14) 0.0263(5) Uani 1 1 d . . . . .
C20 C -0.0336(3) 0.5449(2) 0.30509(13) 0.0234(4) Uani 1 1 d . . . B 3
H3 H -0.1169 0.5322 0.2652 0.028 Uiso 1 1 calc R U . B 3
C21 C -0.4121(3) 0.8757(2) 0.43708(12) 0.0215(4) Uani 1 1 d . . . B 3
C22 C -0.6390(3) 0.9790(2) 0.43970(13) 0.0248(5) Uani 1 1 d . . . . .
H4 H -0.6854 1.0420 0.3767 0.030 Uiso 1 1 calc R U . B 3
H5 H -0.7002 0.8993 0.4567 0.030 Uiso 1 1 calc R U . B 3
C23 C -0.3299(3) 0.7599(2) 0.37681(12) 0.0225(4) Uani 1 1 d . . . B 3
H6 H -0.4175 0.7471 0.3395 0.027 Uiso 1 1 calc R U . B 3
C24 C 0.6801(3) 0.1321(2) 0.24016(14) 0.0285(5) Uani 1 1 d . . . . .
H16 H 0.6343 0.0690 0.2077 0.049(11) Uiso 0.640(6) 1 calc R . P C 1
H17 H 0.7631 0.0517 0.2932 0.006(6) Uiso 0.640(6) 1 calc R . P C 1
H18 H 0.7940 0.0956 0.2822 0.028(15) Uiso 0.360(6) 1 calc R . P C 2
H19 H 0.6514 0.0336 0.2430 0.07(2) Uiso 0.360(6) 1 calc R . P C 2
C25 C 1.1324(3) -0.0773(2) 0.20410(15) 0.0347(5) Uani 1 1 d . . . . .
H20 H 1.0600 -0.1341 0.2450 0.031(9) Uiso 0.640(6) 1 calc R . P C 1
H21 H 1.1767 -0.0209 0.2422 0.056(12) Uiso 0.640(6) 1 calc R . P C 1
H22 H 1.1647 0.0130 0.2156 0.043(19) Uiso 0.360(6) 1 calc R . P C 2
H23 H 1.0961 -0.1296 0.2639 0.011(13) Uiso 0.360(6) 1 calc R . P C 2
C26 C 1.3192(3) -0.2129(3) 0.16468(15) 0.0345(5) Uani 1 1 d . . . . .
H24 H 1.4037 -0.2961 0.2166 0.041 Uiso 1 1 calc R U . . .
H25 H 1.2752 -0.2743 0.1300 0.041 Uiso 1 1 calc R U . . .
C27 C 0.8221(4) 0.4108(3) 0.03353(19) 0.0518(7) Uani 1 1 d . . . . .
H7 H 0.7423 0.4983 -0.0173 0.100(19) Uiso 0.640(6) 1 calc R . P C 1
H8 H 0.8718 0.4612 0.0722 0.042(10) Uiso 0.640(6) 1 calc R . P C 1
H9 H 0.9361 0.3205 0.0084 0.11(6) Uiso 0.640(6) 1 calc R . P C 1
H10 H 0.8476 0.5087 0.0340 0.041(17) Uiso 0.360(6) 1 calc R . P C 2
H11 H 0.9385 0.3240 0.0074 0.05(6) Uiso 0.360(6) 1 calc R . P C 2
H12 H 0.7031 0.4466 -0.0040 0.28(9) Uiso 0.360(6) 1 calc R . P C 2
C28 C 1.4467(4) -0.1420(3) 0.10126(18) 0.0574(8) Uani 1 1 d . . . . .
H13 H 1.5622 -0.2352 0.0790 0.086 Uiso 1 1 calc R U . . .
H14 H 1.3655 -0.0618 0.0487 0.086 Uiso 1 1 calc R U . . .
H15 H 1.4942 -0.0836 0.1354 0.086 Uiso 1 1 calc R U . . .
C29 C 0.8189(6) 0.2003(4) 0.1704(2) 0.0221(9) Uani 0.640(6) 1 d . . P C 1
H34 H 0.8763 0.2526 0.2060 0.026 Uiso 0.640(6) 1 calc R U P C 1
C30 C 0.9964(6) 0.0492(5) 0.1352(3) 0.0244(9) Uani 0.640(6) 1 d . . P C 1
H26 H 0.9406 -0.0063 0.1022 0.029 Uiso 0.640(6) 1 calc R U P C 1
H27 H 1.0737 0.0948 0.0898 0.029 Uiso 0.640(6) 1 calc R U P C 1
C31 C 0.6939(5) 0.3382(4) 0.0904(2) 0.0273(10) Uani 0.640(6) 1 d . . P C 1
H28 H 0.6421 0.2883 0.0514 0.033 Uiso 0.640(6) 1 calc R U P C 1
H29 H 0.5777 0.4293 0.1153 0.033 Uiso 0.640(6) 1 calc R U P C 1
O4 O 0.66717(19) 0.32181(16) 0.38298(9) 0.0307(4) Uani 1 1 d . . . . .
C32 C 0.7818(10) 0.3285(8) 0.1441(5) 0.032(2) Uani 0.360(6) 1 d . . P C 2
H30 H 0.9014 0.2961 0.1817 0.039 Uiso 0.360(6) 1 calc R U P C 2
H31 H 0.6665 0.4184 0.1703 0.039 Uiso 0.360(6) 1 calc R U P C 2
C33 C 0.7394(10) 0.1723(7) 0.1530(4) 0.0241(16) Uani 0.360(6) 1 d . . P C 2
H35 H 0.6284 0.2013 0.1097 0.029 Uiso 0.360(6) 1 calc R U P C 2
C34 C 0.9262(11) 0.0134(8) 0.1292(5) 0.0250(16) Uani 0.360(6) 1 d . . P C 2
H32 H 0.9726 0.0449 0.0667 0.030 Uiso 0.360(6) 1 calc R U P C 2
H33 H 0.8826 -0.0749 0.1263 0.030 Uiso 0.360(6) 1 calc R U P C 2


_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
O2 C19 1.233(2) . ?
N1 C16 1.410(3) . ?
N1 C19 1.423(3) . ?
N1 C24 1.474(3) . ?
C11 C18 1.418(3) . ?
C11 C17 1.438(3) . ?
C11 C12 1.451(3) . ?
C12 C23 1.422(3) . ?
C12 C20 1.443(3) . ?
C13 C17 1.369(3) . ?
C13 C15 1.433(3) . ?
C13 C16 1.495(3) . ?
C14 C18 1.391(3) . ?
C14 C21 1.432(3) . ?
C14 C22 1.521(3) 2_476 ?
C15 C20 1.373(3) . ?
C15 C19 1.496(3) . ?
C16 O4 1.233(2) . ?
C17 H1 0.9500 . ?
C18 H2 0.9500 . ?
C20 H3 0.9500 . ?
C21 C23 1.396(3) . ?
C21 C22 1.522(3) . ?
C22 C14 1.521(3) 2_476 ?
C22 H4 0.9900 . ?
C22 H5 0.9900 . ?
C23 H6 0.9500 . ?
C24 C33 1.357(6) . ?
C24 C29 1.621(4) . ?
C24 H16 0.9900 . ?
C24 H17 0.9900 . ?
C24 H18 0.9900 . ?
C24 H19 0.9900 . ?
C25 C30 1.431(4) . ?
C25 C26 1.540(3) . ?
C25 C34 1.755(8) . ?
C25 H20 0.9900 . ?
C25 H21 0.9900 . ?
C25 H22 0.9900 . ?
C25 H23 0.9900 . ?
C26 C28 1.526(3) . ?
C26 H24 0.9900 . ?
C26 H25 0.9900 . ?
C27 C31 1.495(4) . ?
C27 C32 1.715(7) . ?
C27 H7 0.9800 . ?
C27 H8 0.9800 . ?
C27 H9 0.9800 . ?
C27 H10 0.9800 . ?
C27 H11 0.9800 . ?
C27 H12 0.9800 . ?
C28 H13 0.9800 . ?
C28 H14 0.9800 . ?
C28 H15 0.9800 . ?
C29 C31 1.544(5) . ?
C29 C30 1.551(5) . ?
C29 H34 1.0000 . ?
C30 H26 0.9900 . ?
C30 H27 0.9900 . ?
C31 H28 0.9900 . ?
C31 H29 0.9900 . ?
C32 C33 1.547(10) . ?
C32 H30 0.9900 . ?
C32 H31 0.9900 . ?
C33 C34 1.557(8) . ?
C33 H35 1.0000 . ?
C34 H32 0.9900 . ?
C34 H33 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
C16 N1 C19 111.91(16) . . ?
C16 N1 C24 123.75(16) . . ?
C19 N1 C24 124.25(16) . . ?
C18 C11 C17 121.29(17) . . ?
C18 C11 C12 118.78(17) . . ?
C17 C11 C12 119.93(18) . . ?
C23 C12 C20 122.11(17) . . ?
C23 C12 C11 118.07(18) . . ?
C20 C12 C11 119.82(17) . . ?
C17 C13 C15 122.21(17) . . ?
C17 C13 C16 129.72(18) . . ?
C15 C13 C16 108.05(17) . . ?
C18 C14 C21 119.40(18) . . ?
C18 C14 C22 118.29(17) . 2_476 ?
C21 C14 C22 122.32(17) . 2_476 ?
C20 C15 C13 121.84(18) . . ?
C20 C15 C19 130.55(18) . . ?
C13 C15 C19 107.58(17) . . ?
O4 C16 N1 124.58(18) . . ?
O4 C16 C13 129.12(18) . . ?
N1 C16 C13 106.30(16) . . ?
C13 C17 C11 118.11(18) . . ?
C13 C17 H1 120.9 . . ?
C11 C17 H1 120.9 . . ?
C14 C18 C11 122.10(17) . . ?
C14 C18 H2 118.9 . . ?
C11 C18 H2 118.9 . . ?
O2 C19 N1 124.01(18) . . ?
O2 C19 C15 129.83(19) . . ?
N1 C19 C15 106.15(17) . . ?
C15 C20 C12 118.06(18) . . ?
C15 C20 H3 121.0 . . ?
C12 C20 H3 121.0 . . ?
C23 C21 C14 119.56(18) . . ?
C23 C21 C22 118.77(17) . . ?
C14 C21 C22 121.67(17) . . ?
C14 C22 C21 116.01(16) 2_476 . ?
C14 C22 H4 108.3 2_476 . ?
C21 C22 H4 108.3 . . ?
C14 C22 H5 108.3 2_476 . ?
C21 C22 H5 108.3 . . ?
H4 C22 H5 107.4 . . ?
C21 C23 C12 122.05(18) . . ?
C21 C23 H6 119.0 . . ?
C12 C23 H6 119.0 . . ?
C33 C24 N1 116.4(3) . . ?
N1 C24 C29 114.05(18) . . ?
N1 C24 H16 108.7 . . ?
C29 C24 H16 108.7 . . ?
N1 C24 H17 108.7 . . ?
C29 C24 H17 108.7 . . ?
H16 C24 H17 107.6 . . ?
C33 C24 H18 108.2 . . ?
N1 C24 H18 108.2 . . ?
C33 C24 H19 108.2 . . ?
N1 C24 H19 108.2 . . ?
H18 C24 H19 107.3 . . ?
C30 C25 C26 113.9(2) . . ?
C26 C25 C34 112.1(3) . . ?
C30 C25 H20 108.8 . . ?
C26 C25 H20 108.8 . . ?
C30 C25 H21 108.8 . . ?
C26 C25 H21 108.8 . . ?
H20 C25 H21 107.7 . . ?
C26 C25 H22 109.2 . . ?
C34 C25 H22 109.2 . . ?
C26 C25 H23 109.2 . . ?
C34 C25 H23 109.2 . . ?
H22 C25 H23 107.9 . . ?
C28 C26 C25 114.14(18) . . ?
C28 C26 H24 108.7 . . ?
C25 C26 H24 108.7 . . ?
C28 C26 H25 108.7 . . ?
C25 C26 H25 108.7 . . ?
H24 C26 H25 107.6 . . ?
C31 C27 H7 109.5 . . ?
C31 C27 H8 109.5 . . ?
H7 C27 H8 109.5 . . ?
C31 C27 H9 109.5 . . ?
H7 C27 H9 109.5 . . ?
H8 C27 H9 109.5 . . ?
C32 C27 H10 109.5 . . ?
C32 C27 H11 109.5 . . ?
H10 C27 H11 109.5 . . ?
C32 C27 H12 109.5 . . ?
H10 C27 H12 109.5 . . ?
H11 C27 H12 109.5 . . ?
C26 C28 H13 109.5 . . ?
C26 C28 H14 109.5 . . ?
H13 C28 H14 109.5 . . ?
C26 C28 H15 109.5 . . ?
H13 C28 H15 109.5 . . ?
H14 C28 H15 109.5 . . ?
C31 C29 C30 111.9(3) . . ?
C31 C29 C24 111.3(3) . . ?
C30 C29 C24 109.9(3) . . ?
C31 C29 H34 107.9 . . ?
C30 C29 H34 107.9 . . ?
C24 C29 H34 107.9 . . ?
C25 C30 C29 115.9(3) . . ?
C25 C30 H26 108.3 . . ?
C29 C30 H26 108.3 . . ?
C25 C30 H27 108.3 . . ?
C29 C30 H27 108.3 . . ?
H26 C30 H27 107.4 . . ?
C27 C31 C29 109.6(3) . . ?
C27 C31 H28 109.7 . . ?
C29 C31 H28 109.7 . . ?
C27 C31 H29 109.7 . . ?
C29 C31 H29 109.7 . . ?
H28 C31 H29 108.2 . . ?
C33 C32 C27 114.7(5) . . ?
C33 C32 H30 108.6 . . ?
C27 C32 H30 108.6 . . ?
C33 C32 H31 108.6 . . ?
C27 C32 H31 108.6 . . ?
H30 C32 H31 107.6 . . ?
C24 C33 C32 110.4(6) . . ?
C24 C33 C34 108.3(5) . . ?
C32 C33 C34 112.6(5) . . ?
C24 C33 H35 108.5 . . ?
C32 C33 H35 108.5 . . ?
C34 C33 H35 108.5 . . ?
C33 C34 C25 117.1(5) . . ?
C33 C34 H32 108.0 . . ?
C25 C34 H32 108.0 . . ?
C33 C34 H33 108.0 . . ?
C25 C34 H33 108.0 . . ?
H32 C34 H33 107.3 . . ?

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
C18 C11 C12 C23 -1.5(2) . . . . ?
C17 C11 C12 C23 178.78(15) . . . . ?
C18 C11 C12 C20 178.27(15) . . . . ?
C17 C11 C12 C20 -1.4(2) . . . . ?
C17 C13 C15 C20 -0.7(3) . . . . ?
C16 C13 C15 C20 177.83(16) . . . . ?
C17 C13 C15 C19 -179.11(15) . . . . ?
C16 C13 C15 C19 -0.61(19) . . . . ?
C19 N1 C16 O4 179.57(17) . . . . ?
C24 N1 C16 O4 2.9(3) . . . . ?
C19 N1 C16 C13 -0.44(19) . . . . ?
C24 N1 C16 C13 -177.12(15) . . . . ?
C17 C13 C16 O4 -1.0(3) . . . . ?
C15 C13 C16 O4 -179.36(18) . . . . ?
C17 C13 C16 N1 179.00(17) . . . . ?
C15 C13 C16 N1 0.65(19) . . . . ?
C15 C13 C17 C11 -0.4(3) . . . . ?
C16 C13 C17 C11 -178.59(16) . . . . ?
C18 C11 C17 C13 -178.24(15) . . . . ?
C12 C11 C17 C13 1.5(2) . . . . ?
C21 C14 C18 C11 1.4(3) . . . . ?
C22 C14 C18 C11 -178.43(15) 2_476 . . . ?
C17 C11 C18 C14 179.57(15) . . . . ?
C12 C11 C18 C14 -0.1(2) . . . . ?
C16 N1 C19 O2 -178.86(17) . . . . ?
C24 N1 C19 O2 -2.2(3) . . . . ?
C16 N1 C19 C15 0.07(19) . . . . ?
C24 N1 C19 C15 176.73(15) . . . . ?
C20 C15 C19 O2 0.9(3) . . . . ?
C13 C15 C19 O2 179.19(18) . . . . ?
C20 C15 C19 N1 -177.91(18) . . . . ?
C13 C15 C19 N1 0.35(19) . . . . ?
C13 C15 C20 C12 0.7(3) . . . . ?
C19 C15 C20 C12 178.74(16) . . . . ?
C23 C12 C20 C15 -179.88(16) . . . . ?
C11 C12 C20 C15 0.3(2) . . . . ?
C18 C14 C21 C23 -1.0(2) . . . . ?
C22 C14 C21 C23 178.82(15) 2_476 . . . ?
C18 C14 C21 C22 179.15(15) . . . . ?
C22 C14 C21 C22 -1.0(3) 2_476 . . . ?
C23 C21 C22 C14 -178.88(14) . . . 2_476 ?
C14 C21 C22 C14 0.9(3) . . . 2_476 ?
C14 C21 C23 C12 -0.7(3) . . . . ?
C22 C21 C23 C12 179.16(15) . . . . ?
C20 C12 C23 C21 -177.85(15) . . . . ?
C11 C12 C23 C21 1.9(2) . . . . ?
C16 N1 C24 C33 -110.7(5) . . . . ?
C19 N1 C24 C33 73.0(5) . . . . ?
C16 N1 C24 C29 -77.3(3) . . . . ?
C19 N1 C24 C29 106.4(3) . . . . ?
C30 C25 C26 C28 59.4(3) . . . . ?
C34 C25 C26 C28 85.9(4) . . . . ?
N1 C24 C29 C31 -53.6(4) . . . . ?
N1 C24 C29 C30 -178.1(2) . . . . ?
C26 C25 C30 C29 -173.0(3) . . . . ?
C31 C29 C30 C25 174.2(4) . . . . ?
C24 C29 C30 C25 -61.6(4) . . . . ?
C30 C29 C31 C27 -62.7(4) . . . . ?
C24 C29 C31 C27 173.9(2) . . . . ?
N1 C24 C33 C32 56.7(7) . . . . ?
N1 C24 C33 C34 -179.6(4) . . . . ?
C27 C32 C33 C24 -170.9(4) . . . . ?
C27 C32 C33 C34 68.0(7) . . . . ?
C24 C33 C34 C25 -55.3(7) . . . . ?
C32 C33 C34 C25 67.0(8) . . . . ?
C26 C25 C34 C33 -170.1(4) . . . . ?

_refine_diff_density_max         0.162
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.041

