# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_exp_12102
_database_code_depnum_ccdc_archive 'CCDC 2190999'
loop_
_audit_author_name
_audit_author_address
HFZ-b
;Qingdao Agricultural University
China
;
_audit_update_record             
;
2022-07-18 deposited with the CCDC.	2022-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H17 N O4'
_chemical_formula_weight         335.35

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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   8.1822(3)
_cell_length_b                   23.2770(6)
_cell_length_c                   9.2073(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.551(3)
_cell_angle_gamma                90
_cell_volume                     1652.49(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2947
_cell_measurement_theta_min      5.1200
_cell_measurement_theta_max      71.0690

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            WHITE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.774
_shelx_estimated_absorpt_T_min   0.941
_shelx_estimated_absorpt_T_max   0.948
_exptl_absorpt_correction_T_min  0.86096
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6202
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.441
_diffrn_reflns_theta_max         67.222
_diffrn_reflns_theta_full        67.222
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2941
_reflns_number_gt                2438
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0637P)²+0.2562P] 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         2941
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1227
_refine_ls_wR_factor_gt          0.1159
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_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
N1 N 0.1799(2) 0.32096(6) 0.16156(17) 0.0509(4) Uani 1 1 d . . . . .
O1 O 0.55776(18) 0.35067(6) 0.80637(15) 0.0617(4) Uani 1 1 d . . . . .
O2 O 0.59766(18) 0.44433(6) 0.89517(14) 0.0587(4) Uani 1 1 d . . . . .
O3 O 0.19983(16) 0.52159(5) 0.42624(13) 0.0424(3) Uani 1 1 d . . . . .
O4 O 0.38294(19) 0.39024(6) 0.17534(17) 0.0632(4) Uani 1 1 d . . . . .
C1 C 0.6259(3) 0.38564(9) 0.9400(2) 0.0603(5) Uani 1 1 d . . . . .
H1A H 0.568625 0.376627 1.013933 0.072 Uiso 1 1 calc R U . . .
H1B H 0.749045 0.378424 0.987988 0.072 Uiso 1 1 calc R U . . .
C2 C 0.4833(2) 0.44343(7) 0.74699(18) 0.0403(4) Uani 1 1 d . . . . .
C3 C 0.4001(2) 0.48843(7) 0.65898(18) 0.0403(4) Uani 1 1 d . . . . .
H3 H 0.416198 0.525964 0.695665 0.048 Uiso 1 1 calc R U . . .
C4 C 0.2887(2) 0.47533(6) 0.50973(17) 0.0338(3) Uani 1 1 d . . . . .
C5 C 0.0450(2) 0.50679(7) 0.30260(17) 0.0388(4) Uani 1 1 d . . . . .
H5 H -0.038028 0.490045 0.346458 0.047 Uiso 1 1 calc R U . . .
C6 C 0.0867(2) 0.46243(7) 0.19975(18) 0.0392(4) Uani 1 1 d . . . . .
H6A H 0.174441 0.477563 0.160753 0.047 Uiso 1 1 calc R U . . .
H6B H -0.016577 0.454442 0.112378 0.047 Uiso 1 1 calc R U . . .
C7 C 0.1528(2) 0.40645(7) 0.28886(17) 0.0354(4) Uani 1 1 d . . . . .
C8 C 0.26909(19) 0.42002(7) 0.45213(17) 0.0336(3) Uani 1 1 d . . . . .
C9 C 0.3583(2) 0.37487(7) 0.54707(18) 0.0407(4) Uani 1 1 d . . . . .
H9 H 0.347398 0.337276 0.510894 0.049 Uiso 1 1 calc R U . . .
C10 C 0.4613(2) 0.38764(7) 0.69349(19) 0.0414(4) Uani 1 1 d . . . . .
C11 C 0.2561(2) 0.37315(8) 0.20302(19) 0.0438(4) Uani 1 1 d . . . . .
C12 C 0.0345(2) 0.31435(7) 0.20837(19) 0.0464(4) Uani 1 1 d . . . . .
C13 C -0.0753(3) 0.26781(8) 0.1872(2) 0.0645(6) Uani 1 1 d . . . . .
H13 H -0.059687 0.235243 0.134851 0.077 Uiso 1 1 calc R U . . .
C14 C -0.2094(3) 0.27123(10) 0.2467(3) 0.0727(7) Uani 1 1 d . . . . .
H14 H -0.285488 0.240456 0.233681 0.087 Uiso 1 1 calc R U . . .
C15 C -0.2326(3) 0.31924(10) 0.3246(2) 0.0625(6) Uani 1 1 d . . . . .
H15 H -0.323688 0.320408 0.363677 0.075 Uiso 1 1 calc R U . . .
C16 C -0.1214(2) 0.36614(8) 0.3457(2) 0.0479(4) Uani 1 1 d . . . . .
H16 H -0.136518 0.398416 0.399347 0.057 Uiso 1 1 calc R U . . .
C17 C 0.0116(2) 0.36372(7) 0.28545(17) 0.0378(4) Uani 1 1 d . . . . .
C18 C -0.0324(3) 0.55994(8) 0.2166(2) 0.0533(5) Uani 1 1 d . . . . .
H18 H -0.142443 0.556586 0.143291 0.064 Uiso 1 1 calc R U . . .
C19 C 0.0382(4) 0.61000(9) 0.2339(3) 0.0748(7) Uani 1 1 d . . . . .
H19A H 0.148141 0.615478 0.305806 0.090 Uiso 1 1 calc R U . . .
H19B H -0.020622 0.640693 0.174561 0.090 Uiso 1 1 calc R U . . .
C20 C 0.2483(3) 0.27672(10) 0.0871(3) 0.0771(7) Uani 1 1 d . . . . .
H20A H 0.341320 0.292288 0.057708 0.116 Uiso 1 1 calc R U . . .
H20B H 0.158034 0.263239 -0.002944 0.116 Uiso 1 1 calc R U . . .
H20C H 0.290899 0.245332 0.157234 0.116 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
N1 C11 1.361(2) . ?
N1 C12 1.402(3) . ?
N1 C20 1.450(2) . ?
O1 C10 1.3766(19) . ?
O1 C1 1.424(2) . ?
O2 C2 1.372(2) . ?
O2 C1 1.423(2) . ?
O3 C4 1.3801(18) . ?
O3 C5 1.433(2) . ?
O4 C11 1.215(2) . ?
C2 C3 1.359(2) . ?
C2 C10 1.379(2) . ?
C3 C4 1.405(2) . ?
C4 C8 1.381(2) . ?
C5 C18 1.491(2) . ?
C5 C6 1.515(2) . ?
C6 C7 1.538(2) . ?
C7 C17 1.517(2) . ?
C7 C8 1.519(2) . ?
C7 C11 1.545(2) . ?
C8 C9 1.405(2) . ?
C9 C10 1.362(2) . ?
C12 C13 1.379(3) . ?
C12 C17 1.396(2) . ?
C13 C14 1.383(3) . ?
C14 C15 1.375(3) . ?
C15 C16 1.393(3) . ?
C16 C17 1.378(2) . ?
C18 C19 1.287(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
C11 N1 C12 111.60(14) . . ?
C11 N1 C20 123.61(19) . . ?
C12 N1 C20 124.67(18) . . ?
C10 O1 C1 104.76(14) . . ?
C2 O2 C1 105.30(14) . . ?
C4 O3 C5 114.55(12) . . ?
O2 C1 O1 108.64(14) . . ?
C3 C2 O2 128.28(16) . . ?
C3 C2 C10 122.22(15) . . ?
O2 C2 C10 109.50(15) . . ?
C2 C3 C4 116.57(15) . . ?
O3 C4 C8 122.79(14) . . ?
O3 C4 C3 115.08(14) . . ?
C8 C4 C3 122.12(15) . . ?
O3 C5 C18 109.15(14) . . ?
O3 C5 C6 109.66(13) . . ?
C18 C5 C6 112.21(13) . . ?
C5 C6 C7 110.88(12) . . ?
C17 C7 C8 112.16(12) . . ?
C17 C7 C6 114.52(13) . . ?
C8 C7 C6 110.10(12) . . ?
C17 C7 C11 101.75(13) . . ?
C8 C7 C11 109.99(13) . . ?
C6 C7 C11 107.89(13) . . ?
C4 C8 C9 119.27(14) . . ?
C4 C8 C7 121.84(14) . . ?
C9 C8 C7 118.89(13) . . ?
C10 C9 C8 118.23(15) . . ?
C9 C10 O1 128.27(16) . . ?
C9 C10 C2 121.51(15) . . ?
O1 C10 C2 110.21(14) . . ?
O4 C11 N1 125.24(16) . . ?
O4 C11 C7 126.49(16) . . ?
N1 C11 C7 108.27(15) . . ?
C13 C12 C17 121.8(2) . . ?
C13 C12 N1 128.49(19) . . ?
C17 C12 N1 109.73(15) . . ?
C12 C13 C14 117.7(2) . . ?
C15 C14 C13 121.31(19) . . ?
C14 C15 C16 120.8(2) . . ?
C17 C16 C15 118.63(19) . . ?
C16 C17 C12 119.77(16) . . ?
C16 C17 C7 131.56(15) . . ?
C12 C17 C7 108.64(15) . . ?
C19 C18 C5 126.3(2) . . ?

_refine_diff_density_max         0.203
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.038



####################################################################### 
# 
# 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_exp_12476
_database_code_depnum_ccdc_archive 'CCDC 2192548'
loop_
_audit_author_name
_audit_author_address
HFZ-c
;Qingdao Agricultural University
China
;
_audit_update_record             
;
2022-07-23 deposited with the CCDC.	2022-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H23 N O3'
_chemical_formula_weight         445.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.0716(8)
_cell_length_b                   11.1150(10)
_cell_length_c                   11.1165(12)
_cell_angle_alpha                78.010(8)
_cell_angle_beta                 73.634(8)
_cell_angle_gamma                71.600(8)
_cell_volume                     1123.3(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2058
_cell_measurement_theta_min      4.1300
_cell_measurement_theta_max      70.6140

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            WHITE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.676
_shelx_estimated_absorpt_T_min   0.911
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_T_min  0.96149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6993
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.181
_diffrn_reflns_theta_max         67.243
_diffrn_reflns_theta_full        67.243
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4012
_reflns_number_gt                2707
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0415P)²+0.0211P] 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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0083(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4012
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1196
_refine_ls_wR_factor_gt          0.1004
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
N1 N 0.20195(17) 0.41359(14) 0.49641(15) 0.0464(4) Uani 1 1 d . . . . .
O1 O 0.18543(19) 0.45585(18) 0.98377(15) 0.0842(5) Uani 1 1 d . . . . .
O2 O 0.1101(2) 0.6738(2) 0.99391(17) 0.1003(7) Uani 1 1 d . . . . .
O3 O 0.11429(14) 0.77565(12) 0.54825(14) 0.0541(4) Uani 1 1 d . . . . .
C1 C 0.1525(3) 0.5521(3) 1.0634(2) 0.0867(9) Uani 1 1 d . . . . .
H1A H 0.075405 0.540236 1.136147 0.104 Uiso 1 1 calc R U . . .
H1B H 0.236384 0.545488 1.093457 0.104 Uiso 1 1 calc R U . . .
C2 C 0.1280(2) 0.6516(2) 0.8736(2) 0.0653(6) Uani 1 1 d . . . . .
C3 C 0.1074(2) 0.7390(2) 0.7697(2) 0.0663(6) Uani 1 1 d . . . . .
H3 H 0.074663 0.826267 0.775166 0.080 Uiso 1 1 calc R U . . .
C4 C 0.1375(2) 0.69222(19) 0.6551(2) 0.0506(5) Uani 1 1 d . . . . .
C5 C 0.1893(2) 0.87400(19) 0.5122(2) 0.0610(6) Uani 1 1 d . . . . .
H5A H 0.264036 0.853720 0.558203 0.073 Uiso 1 1 calc R U . . .
H5B H 0.122691 0.955859 0.531997 0.073 Uiso 1 1 calc R U . . .
C6 C 0.2540(2) 0.88032(18) 0.3735(2) 0.0544(5) Uani 1 1 d . . . . .
C7 C 0.2079(2) 0.9906(2) 0.2931(3) 0.0662(6) Uani 1 1 d . . . . .
H7 H 0.136719 1.059698 0.326860 0.079 Uiso 1 1 calc R U . . .
C8 C 0.2652(3) 0.9997(2) 0.1649(3) 0.0764(7) Uani 1 1 d . . . . .
H8 H 0.231829 1.073465 0.112316 0.092 Uiso 1 1 calc R U . . .
C9 C 0.3726(3) 0.8985(2) 0.1149(2) 0.0742(7) Uani 1 1 d . . . . .
H9 H 0.413422 0.904081 0.028423 0.089 Uiso 1 1 calc R U . . .
C10 C 0.4194(2) 0.7884(2) 0.1939(2) 0.0615(6) Uani 1 1 d . . . . .
H10 H 0.492168 0.720792 0.159149 0.074 Uiso 1 1 calc R U . . .
C11 C 0.3615(2) 0.77567(18) 0.3229(2) 0.0488(5) Uani 1 1 d . . . . .
C12 C 0.41412(19) 0.65234(17) 0.40585(19) 0.0463(5) Uani 1 1 d . . . . .
H12A H 0.516056 0.616745 0.371731 0.056 Uiso 1 1 calc R U . . .
H12B H 0.402871 0.672265 0.489683 0.056 Uiso 1 1 calc R U . . .
C13 C 0.33793(19) 0.55213(16) 0.41777(18) 0.0423(4) Uani 1 1 d . . . . .
C14 C 0.3684(2) 0.46722(17) 0.32696(18) 0.0451(5) Uani 1 1 d . . . . .
C15 C 0.4662(2) 0.44835(19) 0.21029(19) 0.0548(5) Uani 1 1 d . . . . .
H15 H 0.526876 0.501019 0.175166 0.066 Uiso 1 1 calc R U . . .
C16 C 0.4721(3) 0.3514(2) 0.1478(2) 0.0702(7) Uani 1 1 d . . . . .
H16 H 0.538134 0.337623 0.071005 0.084 Uiso 1 1 calc R U . . .
C17 C 0.3795(3) 0.2736(2) 0.1990(2) 0.0768(7) Uani 1 1 d . . . . .
H17 H 0.383242 0.210145 0.154315 0.092 Uiso 1 1 calc R U . . .
C18 C 0.2831(3) 0.28826(19) 0.3135(2) 0.0651(6) Uani 1 1 d . . . . .
H18 H 0.221950 0.235807 0.346926 0.078 Uiso 1 1 calc R U . . .
C19 C 0.2797(2) 0.38415(17) 0.37818(19) 0.0481(5) Uani 1 1 d . . . . .
C20 C 0.23892(19) 0.51625(16) 0.52070(18) 0.0419(4) Uani 1 1 d . . . . .
C21 C 0.18712(19) 0.56145(18) 0.64509(19) 0.0447(5) Uani 1 1 d . . . . .
C22 C 0.2024(2) 0.47463(19) 0.75630(19) 0.0501(5) Uani 1 1 d . . . . .
H22 H 0.232402 0.386835 0.753723 0.060 Uiso 1 1 calc R U . . .
C23 C 0.1725(2) 0.5222(2) 0.8667(2) 0.0585(6) Uani 1 1 d . . . . .
C24 C 0.0940(2) 0.35228(18) 0.5753(2) 0.0517(5) Uani 1 1 d . . . . .
H24A H 0.040917 0.337691 0.521799 0.062 Uiso 1 1 calc R U . . .
H24B H 0.026655 0.410595 0.632982 0.062 Uiso 1 1 calc R U . . .
C25 C 0.1513(2) 0.22682(18) 0.6518(2) 0.0524(5) Uani 1 1 d . . . . .
C26 C 0.0538(3) 0.1735(2) 0.7440(2) 0.0689(7) Uani 1 1 d . . . . .
H26 H -0.044049 0.214579 0.756127 0.083 Uiso 1 1 calc R U . . .
C27 C 0.1006(4) 0.0598(3) 0.8181(3) 0.0920(9) Uani 1 1 d . . . . .
H27 H 0.034342 0.025079 0.880303 0.110 Uiso 1 1 calc R U . . .
C28 C 0.2446(4) -0.0018(3) 0.8001(3) 0.0999(11) Uani 1 1 d . . . . .
H28 H 0.275939 -0.078129 0.850336 0.120 Uiso 1 1 calc R U . . .
C29 C 0.3422(3) 0.0490(2) 0.7084(3) 0.0959(10) Uani 1 1 d . . . . .
H29 H 0.439760 0.006720 0.695755 0.115 Uiso 1 1 calc R U . . .
C30 C 0.2959(3) 0.1634(2) 0.6342(3) 0.0718(7) Uani 1 1 d . . . . .
H30 H 0.362753 0.197720 0.572152 0.086 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
N1 C19 1.373(2) . ?
N1 C20 1.402(2) . ?
N1 C24 1.448(2) . ?
O1 C23 1.375(3) . ?
O1 C1 1.429(3) . ?
O2 C2 1.362(3) . ?
O2 C1 1.413(3) . ?
O3 C4 1.374(2) . ?
O3 C5 1.447(2) . ?
C2 C3 1.364(3) . ?
C2 C23 1.376(3) . ?
C3 C4 1.394(3) . ?
C4 C21 1.397(3) . ?
C5 C6 1.491(3) . ?
C6 C7 1.392(3) . ?
C6 C11 1.406(3) . ?
C7 C8 1.374(3) . ?
C8 C9 1.377(3) . ?
C9 C10 1.383(3) . ?
C10 C11 1.383(3) . ?
C11 C12 1.517(3) . ?
C12 C13 1.506(2) . ?
C13 C20 1.372(3) . ?
C13 C14 1.429(2) . ?
C14 C15 1.400(3) . ?
C14 C19 1.411(3) . ?
C15 C16 1.377(3) . ?
C16 C17 1.395(3) . ?
C17 C18 1.371(3) . ?
C18 C19 1.391(3) . ?
C20 C21 1.467(3) . ?
C21 C22 1.415(3) . ?
C22 C23 1.356(3) . ?
C24 C25 1.509(3) . ?
C25 C30 1.380(3) . ?
C25 C26 1.383(3) . ?
C26 C27 1.381(4) . ?
C27 C28 1.370(4) . ?
C28 C29 1.368(4) . ?
C29 C30 1.386(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
C19 N1 C20 108.19(16) . . ?
C19 N1 C24 124.12(16) . . ?
C20 N1 C24 127.55(17) . . ?
C23 O1 C1 104.9(2) . . ?
C2 O2 C1 105.6(2) . . ?
C4 O3 C5 116.26(15) . . ?
O2 C1 O1 109.2(2) . . ?
O2 C2 C3 128.1(2) . . ?
O2 C2 C23 110.3(2) . . ?
C3 C2 C23 121.5(2) . . ?
C2 C3 C4 117.4(2) . . ?
O3 C4 C3 119.85(19) . . ?
O3 C4 C21 118.02(17) . . ?
C3 C4 C21 122.1(2) . . ?
O3 C5 C6 108.11(16) . . ?
C7 C6 C11 119.4(2) . . ?
C7 C6 C5 119.9(2) . . ?
C11 C6 C5 120.62(19) . . ?
C8 C7 C6 121.4(2) . . ?
C7 C8 C9 119.4(2) . . ?
C8 C9 C10 119.6(2) . . ?
C9 C10 C11 122.2(2) . . ?
C10 C11 C6 117.9(2) . . ?
C10 C11 C12 120.45(19) . . ?
C6 C11 C12 121.69(19) . . ?
C13 C12 C11 114.75(15) . . ?
C20 C13 C14 107.36(16) . . ?
C20 C13 C12 127.16(17) . . ?
C14 C13 C12 125.16(18) . . ?
C15 C14 C19 118.55(18) . . ?
C15 C14 C13 134.51(19) . . ?
C19 C14 C13 106.84(17) . . ?
C16 C15 C14 119.6(2) . . ?
C15 C16 C17 120.4(2) . . ?
C18 C17 C16 121.8(2) . . ?
C17 C18 C19 117.8(2) . . ?
N1 C19 C18 129.8(2) . . ?
N1 C19 C14 108.42(16) . . ?
C18 C19 C14 121.8(2) . . ?
C13 C20 N1 109.13(16) . . ?
C13 C20 C21 128.68(17) . . ?
N1 C20 C21 121.82(17) . . ?
C4 C21 C22 118.32(18) . . ?
C4 C21 C20 120.61(18) . . ?
C22 C21 C20 120.63(17) . . ?
C23 C22 C21 118.52(19) . . ?
C22 C23 O1 128.0(2) . . ?
C22 C23 C2 122.1(2) . . ?
O1 C23 C2 109.8(2) . . ?
N1 C24 C25 115.21(16) . . ?
C30 C25 C26 118.8(2) . . ?
C30 C25 C24 123.1(2) . . ?
C26 C25 C24 118.2(2) . . ?
C27 C26 C25 120.6(3) . . ?
C28 C27 C26 120.1(3) . . ?
C29 C28 C27 120.0(3) . . ?
C28 C29 C30 120.1(3) . . ?
C25 C30 C29 120.4(3) . . ?

_refine_diff_density_max         0.145
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.032



####################################################################### 
# 
# 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_exp_10800
_database_code_depnum_ccdc_archive 'CCDC 2191106'
loop_
_audit_author_name
_audit_author_address
HFZ-a
;Qingdao Agricultural University
China
;
_audit_update_record             
;
2022-07-29 deposited with the CCDC.	2022-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H23 N O4'
_chemical_formula_weight         461.49

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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   8.1555(5)
_cell_length_b                   27.2025(14)
_cell_length_c                   10.8788(6)
_cell_angle_alpha                90
_cell_angle_beta                 108.457(6)
_cell_angle_gamma                90
_cell_volume                     2289.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1899
_cell_measurement_theta_min      3.2520
_cell_measurement_theta_max      67.7080

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            WHITE
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.717
_shelx_estimated_absorpt_T_min   0.906
_shelx_estimated_absorpt_T_max   0.919
_exptl_absorpt_correction_T_min  0.91732
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8125
_diffrn_reflns_av_unetI/netI     0.0706
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.583
_diffrn_reflns_theta_max         67.243
_diffrn_reflns_theta_full        67.243
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4101
_reflns_number_gt                2530
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0620P)²+0.0729P] 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         4101
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1037
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.1717
_refine_ls_wR_factor_gt          0.1411
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
N1 N 0.0846(4) 0.71659(10) 0.2880(2) 0.0534(7) Uani 1 1 d . . . . .
O1 O -0.0818(3) 0.53722(10) -0.2281(2) 0.0800(8) Uani 1 1 d . . . . .
O2 O -0.2239(3) 0.53881(9) -0.0747(2) 0.0708(7) Uani 1 1 d . . . . .
O3 O 0.3796(3) 0.64166(8) 0.0298(2) 0.0538(6) Uani 1 1 d . . . . .
O4 O 0.1845(3) 0.72714(8) 0.1159(2) 0.0668(7) Uani 1 1 d . . . . .
C1 C -0.2374(5) 0.52505(15) -0.2029(3) 0.0742(11) Uani 1 1 d . . . . .
H1A H -0.333792 0.542080 -0.263608 0.089 Uiso 1 1 calc R U . . .
H1B H -0.258238 0.489969 -0.213894 0.089 Uiso 1 1 calc R U . . .
C2 C 0.0107(4) 0.56515(12) -0.1231(3) 0.0533(8) Uani 1 1 d . . . . .
C3 C -0.0734(4) 0.56638(12) -0.0326(3) 0.0503(8) Uani 1 1 d . . . . .
C4 C -0.0107(4) 0.59101(11) 0.0821(3) 0.0469(7) Uani 1 1 d . . . . .
H4 H -0.069918 0.591072 0.142444 0.056 Uiso 1 1 calc R U . . .
C5 C 0.1474(4) 0.61642(11) 0.1057(3) 0.0438(7) Uani 1 1 d . . . . .
C6 C 0.2295(4) 0.61495(11) 0.0117(3) 0.0475(7) Uani 1 1 d . . . . .
C7 C 0.1625(4) 0.58963(12) -0.1042(3) 0.0552(9) Uani 1 1 d . . . . .
H7 H 0.218782 0.589392 -0.166335 0.066 Uiso 1 1 calc R U . . .
C8 C 0.5321(4) 0.61228(13) 0.0692(3) 0.0611(9) Uani 1 1 d . . . . .
H8A H 0.631654 0.633649 0.083936 0.073 Uiso 1 1 calc R U . . .
H8B H 0.530642 0.590219 -0.001231 0.073 Uiso 1 1 calc R U . . .
C9 C 0.5540(4) 0.58223(12) 0.1894(3) 0.0499(8) Uani 1 1 d . . . . .
C10 C 0.6342(4) 0.53666(13) 0.1995(3) 0.0600(9) Uani 1 1 d . . . . .
H10 H 0.661909 0.524494 0.128622 0.072 Uiso 1 1 calc R U . . .
C11 C 0.6739(5) 0.50909(14) 0.3105(4) 0.0678(10) Uani 1 1 d . . . . .
H11 H 0.727926 0.478730 0.314890 0.081 Uiso 1 1 calc R U . . .
C12 C 0.6325(4) 0.52710(14) 0.4159(4) 0.0656(10) Uani 1 1 d . . . . .
H12 H 0.660135 0.509097 0.492423 0.079 Uiso 1 1 calc R U . . .
C13 C 0.5499(4) 0.57184(13) 0.4070(3) 0.0567(9) Uani 1 1 d . . . . .
H13 H 0.521012 0.583394 0.477973 0.068 Uiso 1 1 calc R U . . .
C14 C 0.5089(4) 0.60000(12) 0.2955(3) 0.0505(8) Uani 1 1 d . . . . .
C15 C 0.4192(4) 0.64857(11) 0.2898(3) 0.0517(8) Uani 1 1 d . . . . .
H15A H 0.463827 0.671219 0.239256 0.062 Uiso 1 1 calc R U . . .
H15B H 0.448519 0.661676 0.377026 0.062 Uiso 1 1 calc R U . . .
C16 C 0.2171(4) 0.64688(11) 0.2301(3) 0.0448(7) Uani 1 1 d . . . . .
C17 C 0.1339(4) 0.63485(11) 0.3325(3) 0.0462(7) Uani 1 1 d . . . . .
C18 C 0.1231(4) 0.59149(12) 0.3944(3) 0.0531(8) Uani 1 1 d . . . . .
H18 H 0.171883 0.562817 0.374954 0.064 Uiso 1 1 calc R U . . .
C19 C 0.0370(4) 0.59131(13) 0.4877(3) 0.0609(9) Uani 1 1 d . . . . .
H19 H 0.027563 0.562160 0.529618 0.073 Uiso 1 1 calc R U . . .
C20 C -0.0331(5) 0.63347(13) 0.5173(3) 0.0617(9) Uani 1 1 d . . . . .
H20 H -0.088644 0.632737 0.579906 0.074 Uiso 1 1 calc R U . . .
C21 C -0.0227(4) 0.67718(13) 0.4559(3) 0.0606(9) Uani 1 1 d . . . . .
H21 H -0.071257 0.705863 0.475499 0.073 Uiso 1 1 calc R U . . .
C22 C 0.0617(4) 0.67703(11) 0.3648(3) 0.0458(7) Uani 1 1 d . . . . .
C23 C 0.1605(4) 0.70157(12) 0.1999(3) 0.0499(8) Uani 1 1 d . . . . .
C24 C 0.0362(5) 0.76790(11) 0.2997(3) 0.0569(9) Uani 1 1 d . . . . .
H24A H 0.091885 0.788565 0.252000 0.068 Uiso 1 1 calc R U . . .
H24B H 0.079966 0.777479 0.390152 0.068 Uiso 1 1 calc R U . . .
C25 C -0.1553(5) 0.77732(12) 0.2507(3) 0.0550(8) Uani 1 1 d . . . . .
C26 C -0.2225(6) 0.81373(14) 0.3100(4) 0.0783(12) Uani 1 1 d . . . . .
H26 H -0.150905 0.829945 0.382491 0.094 Uiso 1 1 calc R U . . .
C27 C -0.3959(7) 0.82603(18) 0.2617(5) 0.1035(16) Uani 1 1 d . . . . .
H27 H -0.439181 0.851479 0.299473 0.124 Uiso 1 1 calc R U . . .
C28 C -0.5043(6) 0.80094(18) 0.1584(5) 0.0920(14) Uani 1 1 d . . . . .
H28 H -0.621329 0.808681 0.128030 0.110 Uiso 1 1 calc R U . . .
C29 C -0.4393(6) 0.76423(15) 0.0998(4) 0.0808(12) Uani 1 1 d . . . . .
H29 H -0.512465 0.747186 0.029682 0.097 Uiso 1 1 calc R U . . .
C30 C -0.2650(5) 0.75273(13) 0.1454(3) 0.0677(10) Uani 1 1 d . . . . .
H30 H -0.221366 0.728249 0.104746 0.081 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
N1 C23 1.358(4) . ?
N1 C22 1.410(4) . ?
N1 C24 1.467(3) . ?
O1 C2 1.381(4) . ?
O1 C1 1.419(4) . ?
O2 C3 1.387(4) . ?
O2 C1 1.414(4) . ?
O3 C6 1.383(3) . ?
O3 C8 1.425(4) . ?
O4 C23 1.213(3) . ?
C2 C7 1.362(4) . ?
C2 C3 1.366(4) . ?
C3 C4 1.365(4) . ?
C4 C5 1.413(4) . ?
C5 C6 1.389(4) . ?
C5 C16 1.534(4) . ?
C6 C7 1.388(4) . ?
C8 C9 1.505(4) . ?
C9 C10 1.390(4) . ?
C9 C14 1.403(4) . ?
C10 C11 1.370(5) . ?
C11 C12 1.384(5) . ?
C12 C13 1.380(4) . ?
C13 C14 1.383(4) . ?
C14 C15 1.502(4) . ?
C15 C16 1.570(4) . ?
C16 C17 1.513(4) . ?
C16 C23 1.561(4) . ?
C17 C18 1.375(4) . ?
C17 C22 1.385(4) . ?
C18 C19 1.405(4) . ?
C19 C20 1.365(4) . ?
C20 C21 1.380(4) . ?
C21 C22 1.374(4) . ?
C24 C25 1.504(5) . ?
C25 C30 1.383(5) . ?
C25 C26 1.386(4) . ?
C26 C27 1.385(6) . ?
C27 C28 1.371(6) . ?
C28 C29 1.378(6) . ?
C29 C30 1.385(5) . ?

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
C23 N1 C22 111.3(3) . . ?
C23 N1 C24 122.9(3) . . ?
C22 N1 C24 125.8(3) . . ?
C2 O1 C1 104.9(2) . . ?
C3 O2 C1 104.7(2) . . ?
C6 O3 C8 113.4(2) . . ?
O2 C1 O1 109.5(3) . . ?
C7 C2 C3 121.2(3) . . ?
C7 C2 O1 128.8(3) . . ?
C3 C2 O1 110.0(3) . . ?
C4 C3 C2 122.8(3) . . ?
C4 C3 O2 127.1(3) . . ?
C2 C3 O2 110.1(3) . . ?
C3 C4 C5 117.5(3) . . ?
C6 C5 C4 118.5(3) . . ?
C6 C5 C16 122.3(3) . . ?
C4 C5 C16 119.1(3) . . ?
O3 C6 C7 117.8(3) . . ?
O3 C6 C5 119.4(3) . . ?
C7 C6 C5 122.7(3) . . ?
C2 C7 C6 117.2(3) . . ?
O3 C8 C9 114.7(2) . . ?
C10 C9 C14 118.8(3) . . ?
C10 C9 C8 118.4(3) . . ?
C14 C9 C8 122.5(3) . . ?
C11 C10 C9 122.1(3) . . ?
C10 C11 C12 119.0(3) . . ?
C13 C12 C11 119.8(3) . . ?
C12 C13 C14 121.8(3) . . ?
C13 C14 C9 118.5(3) . . ?
C13 C14 C15 120.2(3) . . ?
C9 C14 C15 121.3(3) . . ?
C14 C15 C16 115.2(3) . . ?
C17 C16 C5 113.9(2) . . ?
C17 C16 C23 100.9(2) . . ?
C5 C16 C23 109.1(2) . . ?
C17 C16 C15 111.0(2) . . ?
C5 C16 C15 115.4(2) . . ?
C23 C16 C15 105.1(2) . . ?
C18 C17 C22 119.2(3) . . ?
C18 C17 C16 131.3(3) . . ?
C22 C17 C16 109.5(3) . . ?
C17 C18 C19 118.8(3) . . ?
C20 C19 C18 120.7(3) . . ?
C19 C20 C21 121.0(3) . . ?
C22 C21 C20 117.9(3) . . ?
C21 C22 C17 122.4(3) . . ?
C21 C22 N1 128.0(3) . . ?
C17 C22 N1 109.6(3) . . ?
O4 C23 N1 125.3(3) . . ?
O4 C23 C16 126.6(3) . . ?
N1 C23 C16 108.0(3) . . ?
N1 C24 C25 114.2(3) . . ?
C30 C25 C26 118.9(4) . . ?
C30 C25 C24 122.6(3) . . ?
C26 C25 C24 118.4(3) . . ?
C27 C26 C25 120.1(4) . . ?
C28 C27 C26 120.5(4) . . ?
C27 C28 C29 119.8(4) . . ?
C28 C29 C30 120.0(4) . . ?
C25 C30 C29 120.6(4) . . ?

_refine_diff_density_max         0.254
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.045



