# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_81
_database_code_depnum_ccdc_archive 'CCDC 1892315'
loop_
_audit_author_name
_audit_author_address
'Chia-Her Lin'
;Chung Yuan Christian University 
Taiwan
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2019-11-22 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         'C30 H30 N4 O'
_chemical_formula_sum            'C30 H30 N4 O'
_chemical_formula_weight         462.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   9.5818(3)
_cell_length_b                   9.2966(3)
_cell_length_c                   29.1439(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.654(2)
_cell_angle_gamma                90
_cell_volume                     2578.60(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5030
_cell_measurement_theta_min      2.1738
_cell_measurement_theta_max      23.7479

_exptl_crystal_description       lump
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_F_000             984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    0.074
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6679
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            25223
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.407
_diffrn_reflns_theta_max         28.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6472
_reflns_number_gt                2943
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0959P)²+0.5279P] 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         6472
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1542
_refine_ls_R_factor_gt           0.0707
_refine_ls_wR_factor_ref         0.2428
_refine_ls_wR_factor_gt          0.1926
_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
N1 N 1.1045(2) 0.6388(2) 0.19940(8) 0.0682(6) Uani 1 1 d . . . . .
N2 N 0.9202(2) 0.0245(2) 0.11372(8) 0.0664(6) Uani 1 1 d . . . . .
N3 N 0.8872(2) -0.0924(2) 0.08397(8) 0.0665(6) Uani 1 1 d . . . . .
N4 N 0.6351(4) -0.7101(3) 0.01784(12) 0.1231(13) Uani 1 1 d . . . . .
O1 O 0.8741(3) -0.2650(2) 0.01128(8) 0.1020(8) Uani 1 1 d . . . . .
H1A H 0.8947 -0.1929 0.0268 0.153 Uiso 1 1 calc R U . . .
C1 C 1.2156(3) 0.7309(3) 0.18987(9) 0.0589(6) Uani 1 1 d . . . . .
C2 C 1.3508(3) 0.6783(3) 0.19156(11) 0.0800(9) Uani 1 1 d . . . . .
H2B H 1.3692 0.5824 0.1992 0.096 Uiso 1 1 calc R U . . .
C3 C 1.4592(3) 0.7682(4) 0.18190(12) 0.0920(10) Uani 1 1 d . . . . .
H3B H 1.5503 0.7328 0.1830 0.110 Uiso 1 1 calc R U . . .
C4 C 1.4317(4) 0.9093(4) 0.17071(11) 0.0888(10) Uani 1 1 d . . . . .
H4A H 1.5041 0.9695 0.1640 0.107 Uiso 1 1 calc R U . . .
C5 C 1.2999(4) 0.9609(3) 0.16940(11) 0.0844(9) Uani 1 1 d . . . . .
H5A H 1.2821 1.0571 0.1622 0.101 Uiso 1 1 calc R U . . .
C6 C 1.1916(3) 0.8723(3) 0.17867(10) 0.0703(8) Uani 1 1 d . . . . .
H6A H 1.1009 0.9090 0.1773 0.084 Uiso 1 1 calc R U . . .
C7 C 1.0167(3) 0.6787(3) 0.23334(9) 0.0597(7) Uani 1 1 d . . . . .
C8 C 1.0668(3) 0.7657(3) 0.26977(10) 0.0708(8) Uani 1 1 d . . . . .
H8A H 1.1589 0.7991 0.2721 0.085 Uiso 1 1 calc R U . . .
C9 C 0.9814(4) 0.8040(3) 0.30292(11) 0.0814(9) Uani 1 1 d . . . . .
H9A H 1.0166 0.8633 0.3272 0.098 Uiso 1 1 calc R U . . .
C10 C 0.8459(3) 0.7558(4) 0.30042(12) 0.0882(10) Uani 1 1 d . . . . .
H10A H 0.7888 0.7822 0.3227 0.106 Uiso 1 1 calc R U . . .
C11 C 0.7956(3) 0.6679(4) 0.26454(12) 0.0895(10) Uani 1 1 d . . . . .
H11A H 0.7043 0.6330 0.2629 0.107 Uiso 1 1 calc R U . . .
C12 C 0.8786(3) 0.6306(3) 0.23080(11) 0.0764(8) Uani 1 1 d . . . . .
H12A H 0.8420 0.5730 0.2062 0.092 Uiso 1 1 calc R U . . .
C13 C 1.0807(3) 0.5092(3) 0.17412(9) 0.0574(6) Uani 1 1 d . . . . .
C14 C 1.0924(3) 0.5053(3) 0.12723(10) 0.0726(8) Uani 1 1 d . . . . .
H14A H 1.1201 0.5874 0.1124 0.087 Uiso 1 1 calc R U . . .
C15 C 1.0633(3) 0.3800(3) 0.10218(10) 0.0708(8) Uani 1 1 d . . . . .
H15A H 1.0718 0.3791 0.0707 0.085 Uiso 1 1 calc R U . . .
C16 C 1.0163(3) 0.2605(3) 0.17080(9) 0.0598(7) Uani 1 1 d . . . . .
H16A H 0.9915 0.1778 0.1859 0.072 Uiso 1 1 calc R U . . .
C17 C 1.0220(3) 0.2564(3) 0.12314(9) 0.0574(6) Uani 1 1 d . . . . .
C18 C 1.0462(3) 0.3835(3) 0.19572(9) 0.0591(6) Uani 1 1 d . . . . .
H18A H 1.0434 0.3828 0.2275 0.071 Uiso 1 1 calc R U . . .
C19 C 0.9811(3) 0.1281(3) 0.09632(10) 0.0640(7) Uani 1 1 d . . . . .
H19A H 1.0002 0.1223 0.0658 0.077 Uiso 1 1 calc R U . . .
C20 C 0.8197(3) -0.1918(3) 0.10282(10) 0.0669(7) Uani 1 1 d . . . . .
H20A H 0.7994 -0.1774 0.1329 0.080 Uiso 1 1 calc R U . . .
C21 C 0.7739(3) -0.3229(3) 0.08031(9) 0.0617(7) Uani 1 1 d . . . . .
C22 C 0.8013(3) -0.3574(3) 0.03573(10) 0.0675(7) Uani 1 1 d . . . . .
C23 C 0.7565(3) -0.4845(3) 0.01521(11) 0.0823(9) Uani 1 1 d . . . . .
H23A H 0.7772 -0.5045 -0.0145 0.099 Uiso 1 1 calc R U . . .
C24 C 0.6986(3) -0.4243(3) 0.10267(11) 0.0814(9) Uani 1 1 d . . . . .
H24A H 0.6784 -0.4045 0.1325 0.098 Uiso 1 1 calc R U . . .
C25 C 0.6536(4) -0.5500(3) 0.08298(12) 0.0904(10) Uani 1 1 d . . . . .
H25A H 0.6042 -0.6142 0.0995 0.108 Uiso 1 1 calc R U . . .
C26 C 0.6803(3) -0.5849(3) 0.03805(11) 0.0807(9) Uani 1 1 d . . . . .
C27 C 0.6377(5) -0.7373(5) -0.03438(17) 0.1241(15) Uani 1 1 d . . . . .
H27A H 0.5590 -0.7969 -0.0467 0.149 Uiso 1 1 calc R U . . .
H27B H 0.6341 -0.6474 -0.0513 0.149 Uiso 1 1 calc R U . . .
C28 C 0.7667(5) -0.8090(5) -0.03709(19) 0.1473(18) Uani 1 1 d . . . . .
H28A H 0.7765 -0.8300 -0.0688 0.221 Uiso 1 1 calc R U . . .
H28B H 0.8428 -0.7485 -0.0245 0.221 Uiso 1 1 calc R U . . .
H28C H 0.7682 -0.8971 -0.0198 0.221 Uiso 1 1 calc R U . . .
C29 C 0.5897(5) -0.8460(6) 0.05120(19) 0.1434(19) Uani 1 1 d . . . . .
H29A H 0.6093 -0.9401 0.0391 0.172 Uiso 1 1 calc R U . . .
H29B H 0.6300 -0.8375 0.0832 0.172 Uiso 1 1 calc R U . . .
C30 C 0.4582(7) -0.8123(6) 0.0448(3) 0.211(3) Uani 1 1 d . . . . .
H30A H 0.4056 -0.8783 0.0614 0.317 Uiso 1 1 calc R U . . .
H30B H 0.4459 -0.7163 0.0558 0.317 Uiso 1 1 calc R U . . .
H30C H 0.4255 -0.8173 0.0124 0.317 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 C13 1.417(3) . ?
N1 C1 1.419(3) . ?
N1 C7 1.420(3) . ?
N2 C19 1.263(3) . ?
N2 N3 1.403(3) . ?
N3 C20 1.288(3) . ?
N4 C26 1.353(4) . ?
N4 C27 1.546(5) . ?
N4 C29 1.682(6) . ?
O1 C22 1.359(3) . ?
C1 C6 1.368(4) . ?
C1 C2 1.380(4) . ?
C2 C3 1.388(4) . ?
C3 C4 1.370(5) . ?
C4 C5 1.347(5) . ?
C5 C6 1.377(4) . ?
C7 C8 1.377(4) . ?
C7 C12 1.391(4) . ?
C8 C9 1.383(4) . ?
C9 C10 1.368(4) . ?
C10 C11 1.370(4) . ?
C11 C12 1.378(4) . ?
C13 C14 1.385(4) . ?
C13 C18 1.385(3) . ?
C14 C15 1.386(4) . ?
C15 C17 1.381(4) . ?
C16 C18 1.367(3) . ?
C16 C17 1.397(4) . ?
C17 C19 1.455(3) . ?
C20 C21 1.429(4) . ?
C21 C22 1.392(4) . ?
C21 C24 1.394(4) . ?
C22 C23 1.371(4) . ?
C23 C26 1.400(4) . ?
C24 C25 1.350(4) . ?
C25 C26 1.401(4) . ?
C27 C28 1.414(6) . ?
C29 C30 1.290(7) . ?

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
C13 N1 C1 119.4(2) . . ?
C13 N1 C7 120.8(2) . . ?
C1 N1 C7 119.8(2) . . ?
C19 N2 N3 115.1(2) . . ?
C20 N3 N2 112.4(2) . . ?
C26 N4 C27 121.9(3) . . ?
C26 N4 C29 119.1(3) . . ?
C27 N4 C29 118.8(3) . . ?
C6 C1 C2 118.8(3) . . ?
C6 C1 N1 121.1(2) . . ?
C2 C1 N1 120.1(2) . . ?
C1 C2 C3 120.1(3) . . ?
C4 C3 C2 119.8(3) . . ?
C5 C4 C3 120.1(3) . . ?
C4 C5 C6 120.5(3) . . ?
C1 C6 C5 120.8(3) . . ?
C8 C7 C12 118.4(2) . . ?
C8 C7 N1 120.6(2) . . ?
C12 C7 N1 121.0(2) . . ?
C7 C8 C9 120.5(3) . . ?
C10 C9 C8 120.9(3) . . ?
C9 C10 C11 118.9(3) . . ?
C10 C11 C12 120.9(3) . . ?
C11 C12 C7 120.3(3) . . ?
C14 C13 C18 118.5(2) . . ?
C14 C13 N1 120.6(2) . . ?
C18 C13 N1 120.9(2) . . ?
C13 C14 C15 120.5(2) . . ?
C17 C15 C14 121.1(3) . . ?
C18 C16 C17 121.4(2) . . ?
C15 C17 C16 117.6(2) . . ?
C15 C17 C19 121.2(2) . . ?
C16 C17 C19 121.2(2) . . ?
C16 C18 C13 120.7(2) . . ?
N2 C19 C17 121.2(3) . . ?
N3 C20 C21 124.0(3) . . ?
C22 C21 C24 116.4(2) . . ?
C22 C21 C20 122.9(2) . . ?
C24 C21 C20 120.7(3) . . ?
O1 C22 C23 118.0(2) . . ?
O1 C22 C21 120.5(2) . . ?
C23 C22 C21 121.5(2) . . ?
C22 C23 C26 121.4(3) . . ?
C25 C24 C21 122.9(3) . . ?
C24 C25 C26 120.9(3) . . ?
N4 C26 C23 121.7(3) . . ?
N4 C26 C25 121.5(3) . . ?
C23 C26 C25 116.8(3) . . ?
C28 C27 N4 104.2(4) . . ?
C30 C29 N4 92.8(5) . . ?

_refine_diff_density_max         0.369
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_82_a
_database_code_depnum_ccdc_archive 'CCDC 1892316'
loop_
_audit_author_name
_audit_author_address
'Chia Her-Lin'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2019-11-22 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         'C30 H23 N3 O'
_chemical_formula_sum            'C30 H23 N3 O'
_chemical_formula_weight         441.51

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

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

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

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

_cell_length_a                   9.7349(2)
_cell_length_b                   26.4673(4)
_cell_length_c                   9.6839(2)
_cell_angle_alpha                90
_cell_angle_beta                 110.1070(10)
_cell_angle_gamma                90
_cell_volume                     2343.05(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4161
_cell_measurement_theta_min      2.3571
_cell_measurement_theta_max      23.7920

_exptl_crystal_description       lump
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6879
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            19851
_diffrn_reflns_av_unetI/netI     0.1700
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.228
_diffrn_reflns_theta_max         28.298
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.899
_diffrn_measured_fraction_theta_full 0.867
_diffrn_reflns_Laue_measured_fraction_max 0.899
_diffrn_reflns_Laue_measured_fraction_full 0.867
_diffrn_reflns_point_group_measured_fraction_max 0.899
_diffrn_reflns_point_group_measured_fraction_full 0.867
_reflns_number_total             5232
_reflns_number_gt                1723
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0367P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5232
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1827
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.0960
_refine_ls_goodness_of_fit_ref   0.777
_refine_ls_restrained_S_all      0.777
_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
O1 O -0.02054(19) 0.67188(5) 0.61758(17) 0.0645(5) Uani 1 1 d . . . . .
H1A H 0.0136 0.6487 0.5833 0.097 Uiso 1 1 calc R U . . .
N1 N 0.3237(2) 0.38591(6) 0.1461(2) 0.0533(5) Uani 1 1 d . . . . .
N3 N 0.1340(2) 0.59249(7) 0.6220(2) 0.0550(5) Uani 1 1 d . . . . .
N2 N 0.1990(2) 0.55276(6) 0.5699(2) 0.0542(5) Uani 1 1 d . . . . .
C1 C 0.4055(2) 0.34501(7) 0.2301(2) 0.0434(5) Uani 1 1 d . . . . .
C2 C 0.3684(2) 0.32463(8) 0.3435(2) 0.0511(6) Uani 1 1 d . . . . .
H2B H 0.2895 0.3378 0.3652 0.061 Uiso 1 1 calc R U . . .
C3 C 0.4471(3) 0.28492(8) 0.4251(3) 0.0611(7) Uani 1 1 d . . . . .
H3B H 0.4219 0.2718 0.5022 0.073 Uiso 1 1 calc R U . . .
C4 C 0.5628(3) 0.26461(9) 0.3930(3) 0.0684(7) Uani 1 1 d . . . . .
H4A H 0.6151 0.2375 0.4471 0.082 Uiso 1 1 calc R U . . .
C5 C 0.5999(3) 0.28478(9) 0.2804(3) 0.0630(7) Uani 1 1 d . . . . .
H5A H 0.6781 0.2713 0.2584 0.076 Uiso 1 1 calc R U . . .
C6 C 0.5223(2) 0.32502(8) 0.1991(3) 0.0530(6) Uani 1 1 d . . . . .
H6A H 0.5491 0.3386 0.1234 0.064 Uiso 1 1 calc R U . . .
C7 C 0.2989(2) 0.38930(8) -0.0065(2) 0.0482(6) Uani 1 1 d . . . . .
C8 C 0.2625(3) 0.34690(9) -0.0950(3) 0.0610(7) Uani 1 1 d . . . . .
H8A H 0.2523 0.3159 -0.0544 0.073 Uiso 1 1 calc R U . . .
C9 C 0.2410(3) 0.35031(10) -0.2431(3) 0.0703(8) Uani 1 1 d . . . . .
H9A H 0.2170 0.3214 -0.3011 0.084 Uiso 1 1 calc R U . . .
C10 C 0.2543(3) 0.39534(11) -0.3059(3) 0.0719(8) Uani 1 1 d . . . . .
H10A H 0.2399 0.3973 -0.4058 0.086 Uiso 1 1 calc R U . . .
C11 C 0.2894(3) 0.43762(10) -0.2187(3) 0.0697(8) Uani 1 1 d . . . . .
H11A H 0.2973 0.4686 -0.2605 0.084 Uiso 1 1 calc R U . . .
C12 C 0.3131(3) 0.43483(8) -0.0703(3) 0.0582(7) Uani 1 1 d . . . . .
H12A H 0.3387 0.4638 -0.0126 0.070 Uiso 1 1 calc R U . . .
C13 C 0.2744(3) 0.42519(7) 0.2164(2) 0.0448(5) Uani 1 1 d . . . . .
C14 C 0.1390(2) 0.44741(8) 0.1511(2) 0.0516(6) Uani 1 1 d . . . . .
H14A H 0.0788 0.4366 0.0587 0.062 Uiso 1 1 calc R U . . .
C15 C 0.0926(2) 0.48549(8) 0.2218(2) 0.0515(6) Uani 1 1 d . . . . .
H15A H 0.0021 0.5005 0.1752 0.062 Uiso 1 1 calc R U . . .
C16 C 0.1784(2) 0.50184(7) 0.3612(2) 0.0461(5) Uani 1 1 d . . . . .
C17 C 0.3147(3) 0.47946(8) 0.4251(2) 0.0492(6) Uani 1 1 d . . . . .
H17A H 0.3746 0.4901 0.5177 0.059 Uiso 1 1 calc R U . . .
C18 C 0.3632(3) 0.44203(8) 0.3553(2) 0.0507(6) Uani 1 1 d . . . . .
H18A H 0.4552 0.4278 0.4003 0.061 Uiso 1 1 calc R U . . .
C19 C 0.1274(3) 0.54172(8) 0.4350(3) 0.0517(6) Uani 1 1 d . . . . .
H19A H 0.0424 0.5594 0.3842 0.062 Uiso 1 1 calc R U . . .
C20 C 0.1885(3) 0.59663(8) 0.7624(3) 0.0513(6) Uani 1 1 d . . . . .
H20A H 0.2626 0.5746 0.8146 0.062 Uiso 1 1 calc R U . . .
C21 C 0.1388(2) 0.63439(8) 0.8418(3) 0.0472(6) Uani 1 1 d . . . . .
C22 C 0.0368(3) 0.67043(8) 0.7667(3) 0.0518(6) Uani 1 1 d . . . . .
C23 C -0.0129(3) 0.70794(8) 0.8414(3) 0.0626(7) Uani 1 1 d . . . . .
H23A H -0.0787 0.7324 0.7888 0.075 Uiso 1 1 calc R U . . .
C24 C 0.0354(3) 0.70813(9) 0.9892(3) 0.0679(8) Uani 1 1 d . . . . .
H24A H 0.0012 0.7329 1.0375 0.082 Uiso 1 1 calc R U . . .
C25 C 0.1362(3) 0.67204(9) 1.0737(3) 0.0572(6) Uani 1 1 d . . . . .
C26 C 0.1844(3) 0.67211(10) 1.2297(3) 0.0719(8) Uani 1 1 d . . . . .
H26A H 0.1464 0.6959 1.2774 0.086 Uiso 1 1 calc R U . . .
C27 C 0.2840(4) 0.63841(11) 1.3107(3) 0.0821(9) Uani 1 1 d . . . . .
H27A H 0.3135 0.6388 1.4128 0.099 Uiso 1 1 calc R U . . .
C28 C 0.3420(3) 0.60292(11) 1.2385(3) 0.0806(8) Uani 1 1 d . . . . .
H28A H 0.4123 0.5801 1.2934 0.097 Uiso 1 1 calc R U . . .
C29 C 0.2967(3) 0.60133(9) 1.0888(3) 0.0676(7) Uani 1 1 d . . . . .
H29A H 0.3364 0.5772 1.0438 0.081 Uiso 1 1 calc R U . . .
C30 C 0.1911(3) 0.63533(8) 0.9999(3) 0.0521(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C22 1.358(3) . ?
O1 H1A 0.8200 . ?
N1 C13 1.414(3) . ?
N1 C7 1.416(3) . ?
N1 C1 1.422(3) . ?
N3 C20 1.283(3) . ?
N3 N2 1.407(2) . ?
N2 C19 1.285(3) . ?
C1 C6 1.378(3) . ?
C1 C2 1.379(3) . ?
C2 C3 1.378(3) . ?
C2 H2B 0.9300 . ?
C3 C4 1.377(3) . ?
C3 H3B 0.9300 . ?
C4 C5 1.369(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.384(3) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.382(3) . ?
C7 C12 1.383(3) . ?
C8 C9 1.380(3) . ?
C8 H8A 0.9300 . ?
C9 C10 1.364(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.373(3) . ?
C10 H10A 0.9300 . ?
C11 C12 1.377(3) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.382(3) . ?
C13 C18 1.399(3) . ?
C14 C15 1.379(3) . ?
C14 H14A 0.9300 . ?
C15 C16 1.390(3) . ?
C15 H15A 0.9300 . ?
C16 C17 1.389(3) . ?
C16 C19 1.455(3) . ?
C17 C18 1.371(3) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C20 C21 1.443(3) . ?
C20 H20A 0.9300 . ?
C21 C22 1.389(3) . ?
C21 C30 1.438(3) . ?
C22 C23 1.409(3) . ?
C23 C24 1.345(3) . ?
C23 H23A 0.9300 . ?
C24 C25 1.412(3) . ?
C24 H24A 0.9300 . ?
C25 C30 1.415(3) . ?
C25 C26 1.419(4) . ?
C26 C27 1.352(4) . ?
C26 H26A 0.9300 . ?
C27 C28 1.400(4) . ?
C27 H27A 0.9300 . ?
C28 C29 1.364(4) . ?
C28 H28A 0.9300 . ?
C29 C30 1.413(3) . ?
C29 H29A 0.9300 . ?

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
C22 O1 H1A 109.5 . . ?
C13 N1 C7 119.43(18) . . ?
C13 N1 C1 120.05(18) . . ?
C7 N1 C1 120.40(18) . . ?
C20 N3 N2 111.7(2) . . ?
C19 N2 N3 112.4(2) . . ?
C6 C1 C2 119.0(2) . . ?
C6 C1 N1 120.6(2) . . ?
C2 C1 N1 120.3(2) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2B 119.7 . . ?
C1 C2 H2B 119.7 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3B 119.8 . . ?
C2 C3 H3B 119.8 . . ?
C5 C4 C3 119.2(2) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 H4A 120.4 . . ?
C4 C5 C6 120.8(2) . . ?
C4 C5 H5A 119.6 . . ?
C6 C5 H5A 119.6 . . ?
C1 C6 C5 120.1(2) . . ?
C1 C6 H6A 120.0 . . ?
C5 C6 H6A 120.0 . . ?
C8 C7 C12 118.3(2) . . ?
C8 C7 N1 120.7(2) . . ?
C12 C7 N1 120.9(2) . . ?
C9 C8 C7 120.4(2) . . ?
C9 C8 H8A 119.8 . . ?
C7 C8 H8A 119.8 . . ?
C10 C9 C8 121.1(2) . . ?
C10 C9 H9A 119.4 . . ?
C8 C9 H9A 119.4 . . ?
C9 C10 C11 118.6(2) . . ?
C9 C10 H10A 120.7 . . ?
C11 C10 H10A 120.7 . . ?
C10 C11 C12 121.0(2) . . ?
C10 C11 H11A 119.5 . . ?
C12 C11 H11A 119.5 . . ?
C11 C12 C7 120.4(2) . . ?
C11 C12 H12A 119.8 . . ?
C7 C12 H12A 119.8 . . ?
C14 C13 C18 118.8(2) . . ?
C14 C13 N1 121.4(2) . . ?
C18 C13 N1 119.8(2) . . ?
C15 C14 C13 120.5(2) . . ?
C15 C14 H14A 119.7 . . ?
C13 C14 H14A 119.7 . . ?
C14 C15 C16 121.3(2) . . ?
C14 C15 H15A 119.3 . . ?
C16 C15 H15A 119.3 . . ?
C17 C16 C15 117.6(2) . . ?
C17 C16 C19 121.7(2) . . ?
C15 C16 C19 120.7(2) . . ?
C18 C17 C16 121.8(2) . . ?
C18 C17 H17A 119.1 . . ?
C16 C17 H17A 119.1 . . ?
C17 C18 C13 120.0(2) . . ?
C17 C18 H18A 120.0 . . ?
C13 C18 H18A 120.0 . . ?
N2 C19 C16 120.5(2) . . ?
N2 C19 H19A 119.8 . . ?
C16 C19 H19A 119.8 . . ?
N3 C20 C21 122.1(2) . . ?
N3 C20 H20A 118.9 . . ?
C21 C20 H20A 118.9 . . ?
C22 C21 C30 118.3(2) . . ?
C22 C21 C20 120.5(2) . . ?
C30 C21 C20 121.2(2) . . ?
O1 C22 C21 122.4(2) . . ?
O1 C22 C23 116.0(2) . . ?
C21 C22 C23 121.7(2) . . ?
C24 C23 C22 119.6(2) . . ?
C24 C23 H23A 120.2 . . ?
C22 C23 H23A 120.2 . . ?
C23 C24 C25 122.2(2) . . ?
C23 C24 H24A 118.9 . . ?
C25 C24 H24A 118.9 . . ?
C24 C25 C30 118.7(2) . . ?
C24 C25 C26 121.7(3) . . ?
C30 C25 C26 119.6(3) . . ?
C27 C26 C25 121.7(3) . . ?
C27 C26 H26A 119.2 . . ?
C25 C26 H26A 119.2 . . ?
C26 C27 C28 119.0(3) . . ?
C26 C27 H27A 120.5 . . ?
C28 C27 H27A 120.5 . . ?
C29 C28 C27 120.9(3) . . ?
C29 C28 H28A 119.6 . . ?
C27 C28 H28A 119.6 . . ?
C28 C29 C30 122.0(3) . . ?
C28 C29 H29A 119.0 . . ?
C30 C29 H29A 119.0 . . ?
C29 C30 C25 116.8(2) . . ?
C29 C30 C21 123.7(2) . . ?
C25 C30 C21 119.5(2) . . ?

_refine_diff_density_max         0.124
_refine_diff_density_min         -0.129
_refine_diff_density_rms         0.029

####################################################################### 
# 
# 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_84
_database_code_depnum_ccdc_archive 'CCDC 1892318'
loop_
_audit_author_name
_audit_author_address
'Chia Her-Lin'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2019-11-22 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         'C27 H23 N3 O2'
_chemical_formula_sum            'C27 H23 N3 O2'
_chemical_formula_weight         421.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   9.0523(2)
_cell_length_b                   9.4796(3)
_cell_length_c                   15.3386(4)
_cell_angle_alpha                101.215(2)
_cell_angle_beta                 96.659(2)
_cell_angle_gamma                117.266(2)
_cell_volume                     1115.46(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5721
_cell_measurement_theta_min      2.5127
_cell_measurement_theta_max      26.8219

_exptl_crystal_description       lump
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_F_000             444
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    0.080
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7015
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            20856
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.513
_diffrn_reflns_theta_max         28.312
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5541
_reflns_number_gt                2852
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0610P)²+0.0300P] 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         5541
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1179
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1356
_refine_ls_wR_factor_gt          0.1110
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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
O1 O 1.17992(16) 1.53163(14) 0.95277(8) 0.0688(4) Uani 1 1 d . . . . .
O2 O 1.05817(16) 1.25721(13) 0.82345(7) 0.0670(4) Uani 1 1 d . . . . .
H2A H 1.0113 1.1742 0.7797 0.100 Uiso 1 1 calc R U . . .
N1 N 0.58536(18) 0.27245(15) 0.27228(8) 0.0528(4) Uani 1 1 d . . . . .
N2 N 0.76934(18) 0.92786(16) 0.58469(8) 0.0567(4) Uani 1 1 d . . . . .
N3 N 0.85620(18) 1.06631(16) 0.66160(8) 0.0558(4) Uani 1 1 d . . . . .
C1 C 0.6215(2) 0.14365(18) 0.27884(10) 0.0466(4) Uani 1 1 d . . . . .
C2 C 0.6488(2) 0.0579(2) 0.20414(11) 0.0577(4) Uani 1 1 d . . . . .
H2C H 0.6454 0.0859 0.1494 0.069 Uiso 1 1 calc R U . . .
C3 C 0.6810(2) -0.0688(2) 0.21109(13) 0.0661(5) Uani 1 1 d . . . . .
H3B H 0.6979 -0.1265 0.1605 0.079 Uiso 1 1 calc R U . . .
C4 C 0.6884(2) -0.1109(2) 0.29138(13) 0.0662(5) Uani 1 1 d . . . . .
H4A H 0.7113 -0.1958 0.2956 0.079 Uiso 1 1 calc R U . . .
C5 C 0.6618(2) -0.0264(2) 0.36537(12) 0.0623(5) Uani 1 1 d . . . . .
H5A H 0.6668 -0.0542 0.4201 0.075 Uiso 1 1 calc R U . . .
C6 C 0.6276(2) 0.09944(18) 0.35944(10) 0.0531(4) Uani 1 1 d . . . . .
H6A H 0.6086 0.1550 0.4100 0.064 Uiso 1 1 calc R U . . .
C7 C 0.4747(2) 0.25556(19) 0.19262(10) 0.0470(4) Uani 1 1 d . . . . .
C8 C 0.3286(2) 0.1070(2) 0.14920(12) 0.0656(5) Uani 1 1 d . . . . .
H8A H 0.3007 0.0167 0.1725 0.079 Uiso 1 1 calc R U . . .
C9 C 0.2236(3) 0.0924(3) 0.07109(14) 0.0878(7) Uani 1 1 d . . . . .
H9A H 0.1264 -0.0088 0.0414 0.105 Uiso 1 1 calc R U . . .
C10 C 0.2603(4) 0.2240(4) 0.03691(13) 0.0911(8) Uani 1 1 d . . . . .
H10A H 0.1888 0.2137 -0.0155 0.109 Uiso 1 1 calc R U . . .
C11 C 0.4042(3) 0.3715(3) 0.08098(15) 0.0801(6) Uani 1 1 d . . . . .
H11A H 0.4290 0.4625 0.0587 0.096 Uiso 1 1 calc R U . . .
C12 C 0.5131(2) 0.3882(2) 0.15769(11) 0.0597(5) Uani 1 1 d . . . . .
H12A H 0.6122 0.4887 0.1858 0.072 Uiso 1 1 calc R U . . .
C13 C 0.6497(2) 0.41401(18) 0.34725(10) 0.0457(4) Uani 1 1 d . . . . .
C14 C 0.5487(2) 0.48452(18) 0.36935(10) 0.0485(4) Uani 1 1 d . . . . .
H14A H 0.4378 0.4376 0.3346 0.058 Uiso 1 1 calc R U . . .
C15 C 0.6115(2) 0.62265(18) 0.44201(10) 0.0477(4) Uani 1 1 d . . . . .
H15A H 0.5423 0.6683 0.4554 0.057 Uiso 1 1 calc R U . . .
C16 C 0.7761(2) 0.69584(18) 0.49590(10) 0.0482(4) Uani 1 1 d . . . . .
C17 C 0.8754(2) 0.6243(2) 0.47353(11) 0.0607(5) Uani 1 1 d . . . . .
H17A H 0.9856 0.6703 0.5089 0.073 Uiso 1 1 calc R U . . .
C18 C 0.8146(2) 0.48675(19) 0.40018(11) 0.0592(5) Uani 1 1 d . . . . .
H18A H 0.8847 0.4425 0.3861 0.071 Uiso 1 1 calc R U . . .
C19 C 0.8448(2) 0.84344(19) 0.57242(10) 0.0543(4) Uani 1 1 d . . . . .
H19A H 0.9466 0.8769 0.6134 0.065 Uiso 1 1 calc R U . . .
C20 C 0.8092(2) 1.1738(2) 0.65961(11) 0.0562(4) Uani 1 1 d . . . . .
H20A H 0.7250 1.1525 0.6100 0.067 Uiso 1 1 calc R U . . .
C21 C 0.8814(2) 1.32764(19) 0.73132(11) 0.0533(4) Uani 1 1 d . . . . .
C22 C 1.0019(2) 1.36299(19) 0.80955(10) 0.0495(4) Uani 1 1 d . . . . .
C23 C 1.0689(2) 1.51297(19) 0.87782(11) 0.0538(4) Uani 1 1 d . . . . .
C24 C 1.0168(2) 1.6245(2) 0.86596(13) 0.0687(5) Uani 1 1 d . . . . .
H24A H 1.0621 1.7246 0.9108 0.082 Uiso 1 1 calc R U . . .
C25 C 0.8981(3) 1.5904(2) 0.78839(15) 0.0827(6) Uani 1 1 d . . . . .
H25A H 0.8641 1.6672 0.7813 0.099 Uiso 1 1 calc R U . . .
C26 C 0.8303(2) 1.4430(2) 0.72185(13) 0.0749(6) Uani 1 1 d . . . . .
H26A H 0.7496 1.4199 0.6700 0.090 Uiso 1 1 calc R U . . .
C27 C 1.2638(3) 1.6877(2) 1.02086(12) 0.0802(6) Uani 1 1 d . . . . .
H27A H 1.3382 1.6855 1.0699 0.120 Uiso 1 1 calc R U . . .
H27B H 1.3296 1.7733 0.9943 0.120 Uiso 1 1 calc R U . . .
H27C H 1.1798 1.7091 1.0441 0.120 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
O1 C23 1.3613(19) . ?
O1 C27 1.4287(18) . ?
O2 C22 1.3550(17) . ?
O2 H2A 0.8200 . ?
N1 C13 1.4109(17) . ?
N1 C1 1.4193(17) . ?
N1 C7 1.4196(19) . ?
N2 C19 1.2707(19) . ?
N2 N3 1.4034(17) . ?
N3 C20 1.2751(18) . ?
C1 C6 1.383(2) . ?
C1 C2 1.386(2) . ?
C2 C3 1.379(2) . ?
C2 H2C 0.9300 . ?
C3 C4 1.370(2) . ?
C3 H3B 0.9300 . ?
C4 C5 1.369(2) . ?
C4 H4A 0.9300 . ?
C5 C6 1.379(2) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C12 1.376(2) . ?
C7 C8 1.379(2) . ?
C8 C9 1.381(3) . ?
C8 H8A 0.9300 . ?
C9 C10 1.363(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.367(3) . ?
C10 H10A 0.9300 . ?
C11 C12 1.377(3) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C18 1.386(2) . ?
C13 C14 1.3932(19) . ?
C14 C15 1.3723(19) . ?
C14 H14A 0.9300 . ?
C15 C16 1.388(2) . ?
C15 H15A 0.9300 . ?
C16 C17 1.388(2) . ?
C16 C19 1.455(2) . ?
C17 C18 1.377(2) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C20 C21 1.449(2) . ?
C20 H20A 0.9300 . ?
C21 C26 1.393(2) . ?
C21 C22 1.396(2) . ?
C22 C23 1.403(2) . ?
C23 C24 1.373(2) . ?
C24 C25 1.382(3) . ?
C24 H24A 0.9300 . ?
C25 C26 1.373(2) . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 O1 C27 117.33(13) . . ?
C22 O2 H2A 109.5 . . ?
C13 N1 C1 120.32(12) . . ?
C13 N1 C7 119.10(11) . . ?
C1 N1 C7 120.44(12) . . ?
C19 N2 N3 113.20(14) . . ?
C20 N3 N2 112.69(14) . . ?
C6 C1 C2 118.68(14) . . ?
C6 C1 N1 120.70(13) . . ?
C2 C1 N1 120.62(14) . . ?
C3 C2 C1 119.97(16) . . ?
C3 C2 H2C 120.0 . . ?
C1 C2 H2C 120.0 . . ?
C4 C3 C2 121.04(16) . . ?
C4 C3 H3B 119.5 . . ?
C2 C3 H3B 119.5 . . ?
C5 C4 C3 119.17(15) . . ?
C5 C4 H4A 120.4 . . ?
C3 C4 H4A 120.4 . . ?
C4 C5 C6 120.61(16) . . ?
C4 C5 H5A 119.7 . . ?
C6 C5 H5A 119.7 . . ?
C5 C6 C1 120.52(14) . . ?
C5 C6 H6A 119.7 . . ?
C1 C6 H6A 119.7 . . ?
C12 C7 C8 119.26(16) . . ?
C12 C7 N1 119.99(16) . . ?
C8 C7 N1 120.75(14) . . ?
C7 C8 C9 119.90(18) . . ?
C7 C8 H8A 120.0 . . ?
C9 C8 H8A 120.0 . . ?
C10 C9 C8 121.0(2) . . ?
C10 C9 H9A 119.5 . . ?
C8 C9 H9A 119.5 . . ?
C9 C10 C11 118.8(2) . . ?
C9 C10 H10A 120.6 . . ?
C11 C10 H10A 120.6 . . ?
C10 C11 C12 121.3(2) . . ?
C10 C11 H11A 119.3 . . ?
C12 C11 H11A 119.3 . . ?
C7 C12 C11 119.70(19) . . ?
C7 C12 H12A 120.1 . . ?
C11 C12 H12A 120.1 . . ?
C18 C13 C14 118.48(13) . . ?
C18 C13 N1 120.99(13) . . ?
C14 C13 N1 120.54(14) . . ?
C15 C14 C13 120.56(14) . . ?
C15 C14 H14A 119.7 . . ?
C13 C14 H14A 119.7 . . ?
C14 C15 C16 121.46(14) . . ?
C14 C15 H15A 119.3 . . ?
C16 C15 H15A 119.3 . . ?
C17 C16 C15 117.52(13) . . ?
C17 C16 C19 120.50(15) . . ?
C15 C16 C19 121.97(14) . . ?
C18 C17 C16 121.64(15) . . ?
C18 C17 H17A 119.2 . . ?
C16 C17 H17A 119.2 . . ?
C17 C18 C13 120.34(14) . . ?
C17 C18 H18A 119.8 . . ?
C13 C18 H18A 119.8 . . ?
N2 C19 C16 121.68(15) . . ?
N2 C19 H19A 119.2 . . ?
C16 C19 H19A 119.2 . . ?
N3 C20 C21 122.80(15) . . ?
N3 C20 H20A 118.6 . . ?
C21 C20 H20A 118.6 . . ?
C26 C21 C22 119.29(15) . . ?
C26 C21 C20 119.43(16) . . ?
C22 C21 C20 121.28(14) . . ?
O2 C22 C21 122.66(13) . . ?
O2 C22 C23 117.51(15) . . ?
C21 C22 C23 119.82(14) . . ?
O1 C23 C24 125.70(15) . . ?
O1 C23 C22 114.89(14) . . ?
C24 C23 C22 119.38(17) . . ?
C23 C24 C25 120.99(16) . . ?
C23 C24 H24A 119.5 . . ?
C25 C24 H24A 119.5 . . ?
C26 C25 C24 119.94(17) . . ?
C26 C25 H25A 120.0 . . ?
C24 C25 H25A 120.0 . . ?
C25 C26 C21 120.56(18) . . ?
C25 C26 H26A 119.7 . . ?
C21 C26 H26A 119.7 . . ?
O1 C27 H27A 109.5 . . ?
O1 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O1 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C19 N2 N3 C20 161.50(15) . . . . ?
C13 N1 C1 C6 37.3(2) . . . . ?
C7 N1 C1 C6 -138.40(15) . . . . ?
C13 N1 C1 C2 -143.70(16) . . . . ?
C7 N1 C1 C2 40.6(2) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
N1 C1 C2 C3 -178.91(15) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C4 C5 C6 C1 -0.7(3) . . . . ?
C2 C1 C6 C5 0.6(2) . . . . ?
N1 C1 C6 C5 179.61(15) . . . . ?
C13 N1 C7 C12 44.7(2) . . . . ?
C1 N1 C7 C12 -139.58(15) . . . . ?
C13 N1 C7 C8 -135.60(16) . . . . ?
C1 N1 C7 C8 40.2(2) . . . . ?
C12 C7 C8 C9 0.6(2) . . . . ?
N1 C7 C8 C9 -179.17(15) . . . . ?
C7 C8 C9 C10 -1.3(3) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C12 1.2(3) . . . . ?
C8 C7 C12 C11 1.0(2) . . . . ?
N1 C7 C12 C11 -179.26(13) . . . . ?
C10 C11 C12 C7 -1.9(3) . . . . ?
C1 N1 C13 C18 40.8(2) . . . . ?
C7 N1 C13 C18 -143.47(15) . . . . ?
C1 N1 C13 C14 -139.65(15) . . . . ?
C7 N1 C13 C14 36.1(2) . . . . ?
C18 C13 C14 C15 -0.1(2) . . . . ?
N1 C13 C14 C15 -179.70(13) . . . . ?
C13 C14 C15 C16 -0.4(2) . . . . ?
C14 C15 C16 C17 0.1(2) . . . . ?
C14 C15 C16 C19 179.24(13) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C19 C16 C17 C18 -178.52(15) . . . . ?
C16 C17 C18 C13 -1.1(3) . . . . ?
C14 C13 C18 C17 0.8(2) . . . . ?
N1 C13 C18 C17 -179.58(14) . . . . ?
N3 N2 C19 C16 -179.46(13) . . . . ?
C17 C16 C19 N2 167.42(15) . . . . ?
C15 C16 C19 N2 -11.7(2) . . . . ?
N2 N3 C20 C21 -179.68(14) . . . . ?
N3 C20 C21 C26 176.45(17) . . . . ?
N3 C20 C21 C22 -3.2(3) . . . . ?
C26 C21 C22 O2 -179.80(15) . . . . ?
C20 C21 C22 O2 -0.2(2) . . . . ?
C26 C21 C22 C23 0.5(2) . . . . ?
C20 C21 C22 C23 -179.82(14) . . . . ?
C27 O1 C23 C24 -7.1(2) . . . . ?
C27 O1 C23 C22 174.57(14) . . . . ?
O2 C22 C23 O1 -2.3(2) . . . . ?
C21 C22 C23 O1 177.35(13) . . . . ?
O2 C22 C23 C24 179.24(15) . . . . ?
C21 C22 C23 C24 -1.1(2) . . . . ?
O1 C23 C24 C25 -177.47(17) . . . . ?
C22 C23 C24 C25 0.8(3) . . . . ?
C23 C24 C25 C26 0.1(3) . . . . ?
C24 C25 C26 C21 -0.6(3) . . . . ?
C22 C21 C26 C25 0.3(3) . . . . ?
C20 C21 C26 C25 -179.33(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A N3 0.82 1.92 2.6360(16) 146.0 .

_refine_diff_density_max         0.128
_refine_diff_density_min         -0.174
_refine_diff_density_rms         0.033

####################################################################### 
# 
# 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_83_a
_database_code_depnum_ccdc_archive 'CCDC 1892317'
loop_
_audit_author_name
_audit_author_address
'Chia Her-Lin'
;Chung Yuan Christian University
Taiwan
;
_audit_update_record             
;
2019-06-07 deposited with the CCDC.	2019-11-22 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         'C26 H21 N3 O'
_chemical_formula_sum            'C26 H21 N3 O'
_chemical_formula_weight         391.46

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                   7.4345(6)
_cell_length_b                   7.7857(7)
_cell_length_c                   18.3205(16)
_cell_angle_alpha                81.464(5)
_cell_angle_beta                 87.016(5)
_cell_angle_gamma                86.135(5)
_cell_volume                     1045.36(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7175
_cell_measurement_theta_min      2.6503
_cell_measurement_theta_max      27.6253

_exptl_crystal_description       lump
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_F_000             412
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7184
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            16787
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.250
_diffrn_reflns_theta_max         28.304
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5150
_reflns_number_gt                3163
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0893P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5150
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1549
_refine_ls_wR_factor_gt          0.1293
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_restrained_S_all      0.999
_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
O1 O 0.02089(15) 0.77397(13) 0.38951(6) 0.0669(3) Uani 1 1 d . . . . .
H1A H 0.0840 0.7280 0.4233 0.100 Uiso 1 1 calc R U . . .
N1 N 0.69237(16) 0.12859(15) 0.81448(6) 0.0541(3) Uani 1 1 d . . . . .
N2 N 0.35525(16) 0.68754(17) 0.55444(6) 0.0539(3) Uani 1 1 d . . . . .
N3 N 0.25035(16) 0.75952(16) 0.49460(6) 0.0505(3) Uani 1 1 d . . . . .
C1 C 0.83918(19) 0.19469(17) 0.84605(7) 0.0471(3) Uani 1 1 d . . . . .
C2 C 0.8500(2) 0.17480(19) 0.92227(8) 0.0566(4) Uani 1 1 d . . . . .
H2B H 0.7589 0.1221 0.9525 0.068 Uiso 1 1 calc R U . . .
C3 C 0.9950(2) 0.2327(2) 0.95322(9) 0.0680(5) Uani 1 1 d . . . . .
H3B H 1.0023 0.2171 1.0043 0.082 Uiso 1 1 calc R U . . .
C4 C 1.1284(2) 0.3129(2) 0.90956(11) 0.0722(5) Uani 1 1 d . . . . .
H4A H 1.2259 0.3520 0.9308 0.087 Uiso 1 1 calc R U . . .
C5 C 1.1178(2) 0.3354(2) 0.83374(10) 0.0653(4) Uani 1 1 d . . . . .
H5A H 1.2076 0.3916 0.8039 0.078 Uiso 1 1 calc R U . . .
C6 C 0.97444(19) 0.27497(18) 0.80174(8) 0.0527(4) Uani 1 1 d . . . . .
H6A H 0.9691 0.2883 0.7506 0.063 Uiso 1 1 calc R U . . .
C7 C 0.6374(2) -0.03915(18) 0.84477(7) 0.0477(3) Uani 1 1 d . . . . .
C8 C 0.7667(2) -0.17499(19) 0.86000(8) 0.0548(4) Uani 1 1 d . . . . .
H8A H 0.8878 -0.1560 0.8487 0.066 Uiso 1 1 calc R U . . .
C9 C 0.7178(3) -0.3374(2) 0.89160(9) 0.0682(5) Uani 1 1 d . . . . .
H9A H 0.8062 -0.4265 0.9027 0.082 Uiso 1 1 calc R U . . .
C10 C 0.5417(3) -0.3684(2) 0.90664(9) 0.0779(5) Uani 1 1 d . . . . .
H10A H 0.5089 -0.4786 0.9277 0.094 Uiso 1 1 calc R U . . .
C11 C 0.4118(3) -0.2360(3) 0.89057(10) 0.0826(6) Uani 1 1 d . . . . .
H11A H 0.2907 -0.2578 0.9004 0.099 Uiso 1 1 calc R U . . .
C12 C 0.4586(2) -0.0707(2) 0.85997(9) 0.0677(4) Uani 1 1 d . . . . .
H12A H 0.3697 0.0184 0.8498 0.081 Uiso 1 1 calc R U . . .
C13 C 0.60388(18) 0.22738(17) 0.75424(7) 0.0449(3) Uani 1 1 d . . . . .
C14 C 0.59705(18) 0.40827(17) 0.74500(7) 0.0481(3) Uani 1 1 d . . . . .
H14A H 0.6512 0.4644 0.7787 0.058 Uiso 1 1 calc R U . . .
C15 C 0.51094(18) 0.50523(18) 0.68639(7) 0.0477(3) Uani 1 1 d . . . . .
H15A H 0.5083 0.6260 0.6809 0.057 Uiso 1 1 calc R U . . .
C16 C 0.42764(18) 0.42475(19) 0.63507(7) 0.0470(3) Uani 1 1 d . . . . .
C17 C 0.43259(19) 0.24458(19) 0.64556(7) 0.0516(4) Uani 1 1 d . . . . .
H17A H 0.3752 0.1888 0.6126 0.062 Uiso 1 1 calc R U . . .
C18 C 0.51991(19) 0.14547(19) 0.70328(7) 0.0506(3) Uani 1 1 d . . . . .
H18A H 0.5231 0.0247 0.7084 0.061 Uiso 1 1 calc R U . . .
C19 C 0.33816(19) 0.5251(2) 0.57223(7) 0.0509(4) Uani 1 1 d . . . . .
H19A H 0.2665 0.4687 0.5443 0.061 Uiso 1 1 calc R U . . .
C20 C 0.25460(18) 0.9250(2) 0.47969(7) 0.0494(3) Uani 1 1 d . . . . .
H20A H 0.3252 0.9825 0.5076 0.059 Uiso 1 1 calc R U . . .
C21 C 0.15358(18) 1.02615(18) 0.42100(7) 0.0460(3) Uani 1 1 d . . . . .
C22 C 0.03978(19) 0.94743(18) 0.37840(7) 0.0488(3) Uani 1 1 d . . . . .
C23 C 0.1657(2) 1.2053(2) 0.40620(9) 0.0615(4) Uani 1 1 d . . . . .
H23A H 0.2406 1.2588 0.4339 0.074 Uiso 1 1 calc R U . . .
C24 C 0.0693(2) 1.3055(2) 0.35139(10) 0.0700(5) Uani 1 1 d . . . . .
H24A H 0.0793 1.4252 0.3420 0.084 Uiso 1 1 calc R U . . .
C25 C -0.0421(2) 1.2259(2) 0.31062(9) 0.0668(5) Uani 1 1 d . . . . .
H25A H -0.1080 1.2932 0.2738 0.080 Uiso 1 1 calc R U . . .
C26 C -0.0576(2) 1.0499(2) 0.32336(8) 0.0598(4) Uani 1 1 d . . . . .
H26A H -0.1333 0.9985 0.2952 0.072 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
O1 C22 1.3513(16) . ?
O1 H1A 0.8200 . ?
N1 C13 1.4135(15) . ?
N1 C7 1.4189(17) . ?
N1 C1 1.4214(17) . ?
N2 C19 1.2718(18) . ?
N2 N3 1.4042(15) . ?
N3 C20 1.2792(18) . ?
C1 C6 1.382(2) . ?
C1 C2 1.3879(19) . ?
C2 C3 1.375(2) . ?
C2 H2B 0.9300 . ?
C3 C4 1.366(2) . ?
C3 H3B 0.9300 . ?
C4 C5 1.380(2) . ?
C4 H4A 0.9300 . ?
C5 C6 1.384(2) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C12 1.375(2) . ?
C7 C8 1.387(2) . ?
C8 C9 1.374(2) . ?
C8 H8A 0.9300 . ?
C9 C10 1.354(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.374(3) . ?
C10 H10A 0.9300 . ?
C11 C12 1.385(2) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9300 . ?
C13 C14 1.3911(18) . ?
C13 C18 1.3997(19) . ?
C14 C15 1.3778(17) . ?
C14 H14A 0.9300 . ?
C15 C16 1.396(2) . ?
C15 H15A 0.9300 . ?
C16 C17 1.3856(19) . ?
C16 C19 1.4563(17) . ?
C17 C18 1.3773(18) . ?
C17 H17A 0.9300 . ?
C18 H18A 0.9300 . ?
C19 H19A 0.9300 . ?
C20 C21 1.4467(18) . ?
C20 H20A 0.9300 . ?
C21 C23 1.389(2) . ?
C21 C22 1.408(2) . ?
C22 C26 1.3914(18) . ?
C23 C24 1.378(2) . ?
C23 H23A 0.9300 . ?
C24 C25 1.378(2) . ?
C24 H24A 0.9300 . ?
C25 C26 1.367(2) . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?

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
C22 O1 H1A 109.5 . . ?
C13 N1 C7 120.89(11) . . ?
C13 N1 C1 120.76(11) . . ?
C7 N1 C1 118.35(10) . . ?
C19 N2 N3 112.33(12) . . ?
C20 N3 N2 113.19(12) . . ?
C6 C1 C2 119.30(13) . . ?
C6 C1 N1 120.82(12) . . ?
C2 C1 N1 119.87(13) . . ?
C3 C2 C1 120.24(15) . . ?
C3 C2 H2B 119.9 . . ?
C1 C2 H2B 119.9 . . ?
C4 C3 C2 120.58(15) . . ?
C4 C3 H3B 119.7 . . ?
C2 C3 H3B 119.7 . . ?
C3 C4 C5 119.67(15) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 120.2 . . ?
C4 C5 C6 120.41(16) . . ?
C4 C5 H5A 119.8 . . ?
C6 C5 H5A 119.8 . . ?
C1 C6 C5 119.78(14) . . ?
C1 C6 H6A 120.1 . . ?
C5 C6 H6A 120.1 . . ?
C12 C7 C8 118.89(14) . . ?
C12 C7 N1 121.63(13) . . ?
C8 C7 N1 119.48(14) . . ?
C9 C8 C7 120.72(16) . . ?
C9 C8 H8A 119.6 . . ?
C7 C8 H8A 119.6 . . ?
C10 C9 C8 120.37(16) . . ?
C10 C9 H9A 119.8 . . ?
C8 C9 H9A 119.8 . . ?
C9 C10 C11 119.61(16) . . ?
C9 C10 H10A 120.2 . . ?
C11 C10 H10A 120.2 . . ?
C10 C11 C12 120.87(19) . . ?
C10 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C7 C12 C11 119.52(17) . . ?
C7 C12 H12A 120.2 . . ?
C11 C12 H12A 120.2 . . ?
C14 C13 C18 118.75(11) . . ?
C14 C13 N1 120.47(11) . . ?
C18 C13 N1 120.77(12) . . ?
C15 C14 C13 120.72(12) . . ?
C15 C14 H14A 119.6 . . ?
C13 C14 H14A 119.6 . . ?
C14 C15 C16 120.95(13) . . ?
C14 C15 H15A 119.5 . . ?
C16 C15 H15A 119.5 . . ?
C17 C16 C15 117.82(11) . . ?
C17 C16 C19 120.47(12) . . ?
C15 C16 C19 121.71(13) . . ?
C18 C17 C16 122.04(13) . . ?
C18 C17 H17A 119.0 . . ?
C16 C17 H17A 119.0 . . ?
C17 C18 C13 119.70(13) . . ?
C17 C18 H18A 120.2 . . ?
C13 C18 H18A 120.2 . . ?
N2 C19 C16 121.89(13) . . ?
N2 C19 H19A 119.1 . . ?
C16 C19 H19A 119.1 . . ?
N3 C20 C21 122.42(13) . . ?
N3 C20 H20A 118.8 . . ?
C21 C20 H20A 118.8 . . ?
C23 C21 C22 118.45(13) . . ?
C23 C21 C20 120.09(13) . . ?
C22 C21 C20 121.46(13) . . ?
O1 C22 C26 118.48(13) . . ?
O1 C22 C21 121.90(12) . . ?
C26 C22 C21 119.62(14) . . ?
C24 C23 C21 121.48(16) . . ?
C24 C23 H23A 119.3 . . ?
C21 C23 H23A 119.3 . . ?
C23 C24 C25 119.13(16) . . ?
C23 C24 H24A 120.4 . . ?
C25 C24 H24A 120.4 . . ?
C26 C25 C24 121.20(14) . . ?
C26 C25 H25A 119.4 . . ?
C24 C25 H25A 119.4 . . ?
C25 C26 C22 120.12(15) . . ?
C25 C26 H26A 119.9 . . ?
C22 C26 H26A 119.9 . . ?

_refine_diff_density_max         0.164
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.033

