# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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_111a
_audit_block_doi                 10.5517/ccdc.csd.cc2bc14x
_database_code_depnum_ccdc_archive 'CCDC 2155558'
loop_
_audit_author_name
_audit_author_address
'Yang Guohui'
;Nanjing tech university
China
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-04-19 downloaded from the CCDC.
;
_audit_creation_date             2017-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H19 N5 O3'
_chemical_formula_sum            'C28 H19 N5 O3'
_chemical_formula_weight         473.48
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   16.635(2)
_cell_length_b                   10.2469(15)
_cell_length_c                   13.4933(19)
_cell_angle_alpha                90
_cell_angle_beta                 101.646(4)
_cell_angle_gamma                90
_cell_volume                     2252.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    123
_cell_measurement_temperature    297.68
_cell_measurement_theta_max      0.991
_cell_measurement_theta_min      0.989
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19419
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.118
_diffrn_reflns_theta_min         1.250
_diffrn_ambient_temperature      297.68
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4193
_reflns_number_total             5995
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         5995
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0599
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0870P)²+0.5234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1623
_refine_ls_wR_factor_ref         0.1860
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00K(H00K), C00M(H00M), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W),
 C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010)
2.b Idealised Me refined as rotating group:
 C00G(H00A,H00B,H00C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.93099(7) 0.38382(12) 0.46652(10) 0.0528(3) Uani 1 1 d . . . . .
O002 O 0.56644(8) 0.34344(16) 0.61898(12) 0.0667(4) Uani 1 1 d . . . . .
O008 O 0.85087(10) 0.98797(14) 0.41453(15) 0.0760(5) Uani 1 1 d . . . . .
N003 N 0.85958(8) 0.56482(13) 0.42111(10) 0.0426(3) Uani 1 1 d . . . . .
N004 N 0.78104(9) 0.74910(13) 0.37402(11) 0.0446(3) Uani 1 1 d . . . . .
N005 N 0.74300(8) 0.61184(13) 0.49255(11) 0.0431(3) Uani 1 1 d . . . . .
N006 N 0.82064(8) 0.41869(13) 0.53951(11) 0.0431(3) Uani 1 1 d . . . . .
N007 N 0.71048(9) 0.47038(13) 0.61237(11) 0.0452(3) Uani 1 1 d . . . . .
C00A C 0.75992(9) 0.50171(14) 0.54586(11) 0.0390(3) Uani 1 1 d . . . . .
C00B C 0.86749(9) 0.45752(15) 0.47723(12) 0.0399(3) Uani 1 1 d . . . . .
C00C C 0.71389(11) 0.34430(16) 0.65947(12) 0.0451(4) Uani 1 1 d . . . . .
C00D C 0.73155(10) 0.85255(16) 0.40034(13) 0.0443(4) Uani 1 1 d . . . . .
C00E C 0.78559(12) 0.28186(18) 0.70519(14) 0.0528(4) Uani 1 1 d . . . . .
H00E H 0.835853 0.323518 0.709556 0.063 Uiso 1 1 calc R . . . .
C00F C 0.64030(11) 0.54553(19) 0.62188(13) 0.0502(4) Uani 1 1 d . . . . .
C00G C 0.95098(12) 0.27347(19) 0.53218(18) 0.0602(5) Uani 1 1 d . . . . .
H00A H 0.998009 0.229657 0.516872 0.090 Uiso 1 1 calc GR . . . .
H00B H 0.905244 0.214438 0.522387 0.090 Uiso 1 1 calc GR . . . .
H00C H 0.963072 0.302421 0.601264 0.090 Uiso 1 1 calc GR . . . .
C00H C 0.63983(11) 0.28298(18) 0.65951(13) 0.0515(4) Uani 1 1 d . . . . .
C00I C 0.83959(11) 0.79225(18) 0.31677(14) 0.0516(4) Uani 1 1 d . . . . .
C00J C 0.76931(12) 0.97209(18) 0.42116(15) 0.0559(4) Uani 1 1 d . . . . .
C00K C 0.64945(11) 0.8397(2) 0.40337(15) 0.0555(4) Uani 1 1 d . . . . .
H00K H 0.622653 0.760628 0.387040 0.067 Uiso 1 1 calc R . . . .
C00L C 0.56895(12) 0.4779(2) 0.62512(15) 0.0598(5) Uani 1 1 d . . . . .
C00M C 0.63698(14) 0.1592(2) 0.69918(16) 0.0648(5) Uani 1 1 d . . . . .
H00M H 0.586723 0.118856 0.698043 0.078 Uiso 1 1 calc R . . . .
C00N C 0.87460(12) 0.9131(2) 0.34083(19) 0.0647(6) Uani 1 1 d . . . . .
C00O C 0.78266(14) 0.1581(2) 0.74426(16) 0.0638(5) Uani 1 1 d . . . . .
H00O H 0.831140 0.115922 0.773636 0.077 Uiso 1 1 calc R . . . .
C00P C 0.64095(14) 0.6805(2) 0.63140(15) 0.0614(5) Uani 1 1 d . . . . .
H00P H 0.688943 0.727135 0.631667 0.074 Uiso 1 1 calc R . . . .
C00Q C 0.60759(14) 0.9457(2) 0.43089(17) 0.0687(6) Uani 1 1 d . . . . .
H00Q H 0.552397 0.937481 0.433610 0.082 Uiso 1 1 calc R . . . .
C00R C 0.64658(17) 1.0628(2) 0.45425(18) 0.0774(7) Uani 1 1 d . . . . .
H00R H 0.618089 1.132573 0.474731 0.093 Uiso 1 1 calc R . . . .
C00S C 0.72707(17) 1.0780(2) 0.44772(19) 0.0748(6) Uani 1 1 d . . . . .
H00S H 0.752871 1.158496 0.460963 0.090 Uiso 1 1 calc R . . . .
C00T C 0.85950(14) 0.7214(2) 0.23800(17) 0.0702(6) Uani 1 1 d . . . . .
H00T H 0.834382 0.641577 0.219188 0.084 Uiso 1 1 calc R . . . .
C00U C 0.70856(15) 0.0962(2) 0.74018(17) 0.0695(6) Uani 1 1 d . . . . .
H00U H 0.707141 0.011859 0.765209 0.083 Uiso 1 1 calc R . . . .
C00V C 0.56996(18) 0.7449(3) 0.64047(19) 0.0815(8) Uani 1 1 d . . . . .
H00V H 0.570029 0.835326 0.646090 0.098 Uiso 1 1 calc R . . . .
C00W C 0.49820(15) 0.5434(3) 0.6351(2) 0.0844(8) Uani 1 1 d . . . . .
H00W H 0.450506 0.497272 0.637584 0.101 Uiso 1 1 calc R . . . .
C00X C 0.49919(18) 0.6762(3) 0.6412(2) 0.0963(10) Uani 1 1 d . . . . .
H00X H 0.451425 0.720772 0.646010 0.116 Uiso 1 1 calc R . . . .
C00Y C 0.91755(19) 0.7711(3) 0.1874(2) 0.1015(11) Uani 1 1 d . . . . .
H00Y H 0.931517 0.724039 0.134424 0.122 Uiso 1 1 calc R . . . .
C00Z C 0.93316(15) 0.9607(3) 0.2904(3) 0.0942(10) Uani 1 1 d . . . . .
H00Z H 0.957723 1.041196 0.308017 0.113 Uiso 1 1 calc R . . . .
C009 C 0.79534(9) 0.63696(14) 0.43202(12) 0.0384(3) Uani 1 1 d . . . . .
C010 C 0.95458(18) 0.8889(4) 0.2147(3) 0.1151(14) Uani 1 1 d . . . . .
H010 H 0.994490 0.920011 0.181335 0.138 Uiso 1 1 calc R . . . .


_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
O001 C00B 1.3299(19) . ?
O001 C00G 1.434(2) . ?
O002 C00H 1.380(2) . ?
O002 C00L 1.381(3) . ?
O008 C00J 1.387(2) . ?
O008 C00N 1.376(3) . ?
N003 C00B 1.326(2) . ?
N003 C009 1.332(2) . ?
N004 C00D 1.430(2) . ?
N004 C00I 1.430(2) . ?
N004 C009 1.384(2) . ?
N005 C00A 1.337(2) . ?
N005 C009 1.334(2) . ?
N006 C00A 1.337(2) . ?
N006 C00B 1.3177(19) . ?
N007 C00A 1.3722(19) . ?
N007 C00C 1.436(2) . ?
N007 C00F 1.426(2) . ?
C00C C00E 1.384(3) . ?
C00C C00H 1.383(2) . ?
C00D C00J 1.379(3) . ?
C00D C00K 1.381(2) . ?
C00E H00E 0.9300 . ?
C00E C00O 1.378(3) . ?
C00F C00L 1.383(3) . ?
C00F C00P 1.388(3) . ?
C00G H00A 0.9600 . ?
C00G H00B 0.9600 . ?
C00G H00C 0.9600 . ?
C00H C00M 1.381(3) . ?
C00I C00N 1.379(3) . ?
C00I C00T 1.382(3) . ?
C00J C00S 1.379(3) . ?
C00K H00K 0.9300 . ?
C00K C00Q 1.380(3) . ?
C00L C00W 1.385(3) . ?
C00M H00M 0.9300 . ?
C00M C00U 1.369(3) . ?
C00N C00Z 1.385(3) . ?
C00O H00O 0.9300 . ?
C00O C00U 1.377(3) . ?
C00P H00P 0.9300 . ?
C00P C00V 1.380(3) . ?
C00Q H00Q 0.9300 . ?
C00Q C00R 1.370(4) . ?
C00R H00R 0.9300 . ?
C00R C00S 1.368(4) . ?
C00S H00S 0.9300 . ?
C00T H00T 0.9300 . ?
C00T C00Y 1.387(3) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00V C00X 1.373(4) . ?
C00W H00W 0.9300 . ?
C00W C00X 1.363(4) . ?
C00X H00X 0.9300 . ?
C00Y H00Y 0.9300 . ?
C00Y C010 1.371(5) . ?
C00Z H00Z 0.9300 . ?
C00Z C010 1.363(5) . ?
C010 H010 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
C00B O001 C00G 118.10(13) . . ?
C00H O002 C00L 114.25(15) . . ?
C00N O008 C00J 114.10(17) . . ?
C00B N003 C009 112.72(13) . . ?
C00I N004 C00D 113.20(13) . . ?
C009 N004 C00D 121.13(13) . . ?
C009 N004 C00I 120.28(13) . . ?
C009 N005 C00A 113.56(13) . . ?
C00B N006 C00A 113.61(13) . . ?
C00A N007 C00C 121.65(13) . . ?
C00A N007 C00F 122.84(13) . . ?
C00F N007 C00C 113.95(13) . . ?
N005 C00A N007 117.41(14) . . ?
N006 C00A N005 125.62(13) . . ?
N006 C00A N007 116.97(13) . . ?
N003 C00B O001 113.46(13) . . ?
N006 C00B O001 118.87(14) . . ?
N006 C00B N003 127.67(14) . . ?
C00E C00C N007 124.52(15) . . ?
C00H C00C N007 116.96(16) . . ?
C00H C00C C00E 118.52(16) . . ?
C00J C00D N004 116.58(16) . . ?
C00J C00D C00K 119.40(16) . . ?
C00K C00D N004 124.00(16) . . ?
C00C C00E H00E 119.9 . . ?
C00O C00E C00C 120.14(18) . . ?
C00O C00E H00E 119.9 . . ?
C00L C00F N007 117.13(17) . . ?
C00L C00F C00P 119.13(17) . . ?
C00P C00F N007 123.70(17) . . ?
O001 C00G H00A 109.5 . . ?
O001 C00G H00B 109.5 . . ?
O001 C00G H00C 109.5 . . ?
H00A C00G H00B 109.5 . . ?
H00A C00G H00C 109.5 . . ?
H00B C00G H00C 109.5 . . ?
O002 C00H C00C 120.85(16) . . ?
O002 C00H C00M 117.98(17) . . ?
C00M C00H C00C 121.17(18) . . ?
C00N C00I N004 116.86(18) . . ?
C00N C00I C00T 119.84(18) . . ?
C00T C00I N004 123.25(19) . . ?
C00D C00J O008 120.14(17) . . ?
C00S C00J O008 118.7(2) . . ?
C00S C00J C00D 121.1(2) . . ?
C00D C00K H00K 120.4 . . ?
C00Q C00K C00D 119.3(2) . . ?
C00Q C00K H00K 120.4 . . ?
O002 C00L C00F 120.93(16) . . ?
O002 C00L C00W 118.3(2) . . ?
C00F C00L C00W 120.8(2) . . ?
C00H C00M H00M 120.2 . . ?
C00U C00M C00H 119.63(19) . . ?
C00U C00M H00M 120.2 . . ?
O008 C00N C00I 120.14(17) . . ?
O008 C00N C00Z 119.4(2) . . ?
C00I C00N C00Z 120.4(3) . . ?
C00E C00O H00O 119.7 . . ?
C00U C00O C00E 120.6(2) . . ?
C00U C00O H00O 119.7 . . ?
C00F C00P H00P 120.2 . . ?
C00V C00P C00F 119.6(2) . . ?
C00V C00P H00P 120.2 . . ?
C00K C00Q H00Q 119.7 . . ?
C00R C00Q C00K 120.6(2) . . ?
C00R C00Q H00Q 119.7 . . ?
C00Q C00R H00R 119.7 . . ?
C00S C00R C00Q 120.6(2) . . ?
C00S C00R H00R 119.7 . . ?
C00J C00S H00S 120.5 . . ?
C00R C00S C00J 118.9(2) . . ?
C00R C00S H00S 120.5 . . ?
C00I C00T H00T 120.5 . . ?
C00I C00T C00Y 119.0(3) . . ?
C00Y C00T H00T 120.5 . . ?
C00M C00U C00O 119.84(19) . . ?
C00M C00U H00U 120.1 . . ?
C00O C00U H00U 120.1 . . ?
C00P C00V H00V 119.8 . . ?
C00X C00V C00P 120.4(2) . . ?
C00X C00V H00V 119.8 . . ?
C00L C00W H00W 120.3 . . ?
C00X C00W C00L 119.3(2) . . ?
C00X C00W H00W 120.3 . . ?
C00V C00X H00X 119.6 . . ?
C00W C00X C00V 120.7(2) . . ?
C00W C00X H00X 119.6 . . ?
C00T C00Y H00Y 119.6 . . ?
C010 C00Y C00T 120.7(3) . . ?
C010 C00Y H00Y 119.6 . . ?
C00N C00Z H00Z 120.2 . . ?
C010 C00Z C00N 119.6(3) . . ?
C010 C00Z H00Z 120.2 . . ?
N003 C009 N004 116.66(13) . . ?
N003 C009 N005 126.74(14) . . ?
N005 C009 N004 116.60(13) . . ?
C00Y C010 H010 119.8 . . ?
C00Z C010 C00Y 120.3(2) . . ?
C00Z C010 H010 119.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_111
_audit_block_doi                 10.5517/ccdc.csd.cc2bc16z
_database_code_depnum_ccdc_archive 'CCDC 2155560'
loop_
_audit_author_name
_audit_author_address
'Yang Guohui'
;Nanjing tech university
China
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-04-19 downloaded from the CCDC.
;
_audit_creation_date             2018-03-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 N5 O3'
_chemical_formula_sum            'C30 H23 N5 O3'
_chemical_formula_weight         501.53
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   12.1825(9)
_cell_length_b                   9.3177(7)
_cell_length_c                   21.9525(16)
_cell_angle_alpha                90
_cell_angle_beta                 100.055(2)
_cell_angle_gamma                90
_cell_volume                     2453.6(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    156
_cell_measurement_temperature    296.55
_cell_measurement_theta_max      0.991
_cell_measurement_theta_min      0.989
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            30662
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         35.659
_diffrn_reflns_theta_min         2.380
_diffrn_ambient_temperature      296.55
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6753
_reflns_number_total             10837
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         10837
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1317
_refine_ls_R_factor_gt           0.0815
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0683P)²+1.6920P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1822
_refine_ls_wR_factor_ref         0.2115
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00M(H00A,H00B), C010(H01A,H01B)
2.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00K(H00K), C00L(H00L), C00N(H00N), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W),
 C00X(H00X), C00Y(H00Y), C00Z(H00Z), C011(H011)
2.c Idealised Me refined as rotating group:
 C012(H01C,H01D,H01E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.35894(10) 0.63698(14) 0.56078(5) 0.0352(3) Uani 1 1 d . . . . .
O002 O 0.86702(10) 0.79807(16) 0.51277(6) 0.0423(3) Uani 1 1 d . . . . .
O003 O 0.23755(12) 0.70894(16) 0.25366(6) 0.0465(3) Uani 1 1 d . . . . .
N004 N 0.50859(11) 0.69080(15) 0.41529(6) 0.0312(3) Uani 1 1 d . . . . .
N005 N 0.50052(11) 0.72994(15) 0.52168(6) 0.0302(3) Uani 1 1 d . . . . .
N006 N 0.64305(11) 0.82567(16) 0.47656(6) 0.0308(3) Uani 1 1 d . . . . .
N007 N 0.35593(11) 0.59959(15) 0.45753(6) 0.0319(3) Uani 1 1 d . . . . .
N008 N 0.36292(12) 0.57371(16) 0.35337(6) 0.0347(3) Uani 1 1 d . . . . .
C00A C 0.40593(12) 0.65539(17) 0.51082(6) 0.0279(3) Uani 1 1 d . . . . .
C00B C 0.71172(13) 0.82791(18) 0.42963(7) 0.0320(3) Uani 1 1 d . . . . .
C00C C 0.69372(13) 0.89271(17) 0.53299(7) 0.0301(3) Uani 1 1 d . . . . .
C00D C 0.41202(13) 0.62267(17) 0.41117(6) 0.0292(3) Uani 1 1 d . . . . .
C00E C 0.80866(14) 0.87991(19) 0.54920(8) 0.0348(3) Uani 1 1 d . . . . .
C00F C 0.24642(15) 0.54331(19) 0.33867(7) 0.0359(3) Uani 1 1 d . . . . .
C00G C 0.82522(14) 0.81052(19) 0.44982(8) 0.0363(3) Uani 1 1 d . . . . .
C00H C 0.63700(15) 0.97635(19) 0.56957(8) 0.0357(3) Uani 1 1 d . . . . .
H00H H 0.560251 0.988189 0.558859 0.043 Uiso 1 1 calc R . . . .
C00I C 0.41274(16) 0.60498(19) 0.30035(7) 0.0364(3) Uani 1 1 d . . . . .
C00J C 0.18558(16) 0.6152(2) 0.28834(8) 0.0394(4) Uani 1 1 d . . . . .
C00K C 0.67300(16) 0.8504(2) 0.36718(8) 0.0411(4) Uani 1 1 d . . . . .
H00K H 0.597673 0.867502 0.352967 0.049 Uiso 1 1 calc R . . . .
C00L C 0.69491(17) 1.0423(2) 0.62214(8) 0.0425(4) Uani 1 1 d . . . . .
H00L H 0.656524 1.097077 0.646943 0.051 Uiso 1 1 calc R . . . .
C00M C 0.25235(16) 0.5634(2) 0.55294(9) 0.0428(4) Uani 1 1 d . . . . .
H00A H 0.239902 0.528423 0.592801 0.051 Uiso 1 1 calc R . . . .
H00B H 0.254274 0.481111 0.526070 0.051 Uiso 1 1 calc R . . . .
C00N C 0.51998(18) 0.5650(3) 0.29576(9) 0.0487(5) Uani 1 1 d . . . . .
H00N H 0.563551 0.514768 0.327789 0.058 Uiso 1 1 calc R . . . .
C00O C 0.34704(17) 0.6742(2) 0.25129(7) 0.0401(4) Uani 1 1 d . . . . .
C00P C 0.86680(16) 0.9464(2) 0.60119(9) 0.0462(4) Uani 1 1 d . . . . .
H00P H 0.943828 0.936949 0.611296 0.055 Uiso 1 1 calc R . . . .
C00Q C 0.80946(18) 1.0272(2) 0.63802(9) 0.0494(5) Uani 1 1 d . . . . .
H00Q H 0.847666 1.071448 0.673443 0.059 Uiso 1 1 calc R . . . .
C00R C 0.19257(18) 0.4455(2) 0.37064(9) 0.0487(5) Uani 1 1 d . . . . .
H00R H 0.233030 0.392329 0.402793 0.058 Uiso 1 1 calc R . . . .
C00S C 0.07178(18) 0.5955(3) 0.27190(10) 0.0529(5) Uani 1 1 d . . . . .
H00S H 0.031720 0.644422 0.238281 0.063 Uiso 1 1 calc R . . . .
C00T C 0.89961(17) 0.8063(2) 0.40893(10) 0.0496(5) Uani 1 1 d . . . . .
H00T H 0.975361 0.792582 0.423144 0.060 Uiso 1 1 calc R . . . .
C00U C 0.7474(2) 0.8473(3) 0.32596(9) 0.0521(5) Uani 1 1 d . . . . .
H00U H 0.721516 0.861807 0.283999 0.062 Uiso 1 1 calc R . . . .
C00V C 0.3895(2) 0.7088(3) 0.19855(9) 0.0546(5) Uani 1 1 d . . . . .
H00V H 0.345215 0.755820 0.165774 0.066 Uiso 1 1 calc R . . . .
C00W C 0.01839(19) 0.5026(3) 0.30588(12) 0.0619(6) Uani 1 1 d . . . . .
H00W H -0.058458 0.490766 0.295884 0.074 Uiso 1 1 calc R . . . .
C00X C 0.4976(2) 0.6728(3) 0.19520(10) 0.0629(7) Uani 1 1 d . . . . .
H00X H 0.527217 0.697767 0.160361 0.075 Uiso 1 1 calc R . . . .
C00Y C 0.8591(2) 0.8230(3) 0.34655(11) 0.0564(6) Uani 1 1 d . . . . .
H00Y H 0.907585 0.817828 0.318286 0.068 Uiso 1 1 calc R . . . .
C00Z C 0.5625(2) 0.6004(3) 0.24290(11) 0.0608(6) Uani 1 1 d . . . . .
H00Z H 0.635113 0.574837 0.239819 0.073 Uiso 1 1 calc R . . . .
C009 C 0.54746(12) 0.74496(16) 0.47123(6) 0.0269(3) Uani 1 1 d . . . . .
C010 C 0.15728(18) 0.6601(3) 0.52564(11) 0.0576(6) Uani 1 1 d . . . . .
H01A H 0.163795 0.681950 0.483217 0.069 Uiso 1 1 calc R . . . .
H01B H 0.087721 0.608878 0.524823 0.069 Uiso 1 1 calc R . . . .
C011 C 0.0785(2) 0.4268(3) 0.35475(11) 0.0600(6) Uani 1 1 d . . . . .
H011 H 0.042106 0.363031 0.377042 0.072 Uiso 1 1 calc R . . . .
C012 C 0.1526(2) 0.7979(4) 0.56005(18) 0.0848(10) Uani 1 1 d . . . . .
H01C H 0.089713 0.853245 0.540526 0.127 Uiso 1 1 calc GR . . . .
H01D H 0.219841 0.851369 0.559701 0.127 Uiso 1 1 calc GR . . . .
H01E H 0.145197 0.777574 0.602017 0.127 Uiso 1 1 calc GR . . . .


_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
O001 C00A 1.3338(17) . ?
O001 C00M 1.452(2) . ?
O002 C00E 1.388(2) . ?
O002 C00G 1.392(2) . ?
O003 C00J 1.383(2) . ?
O003 C00O 1.382(2) . ?
N004 C00D 1.326(2) . ?
N004 C009 1.3356(18) . ?
N005 C00A 1.331(2) . ?
N005 C009 1.3394(19) . ?
N006 C00B 1.4363(19) . ?
N006 C00C 1.4278(19) . ?
N006 C009 1.374(2) . ?
N007 C00A 1.3270(19) . ?
N007 C00D 1.3386(19) . ?
N008 C00D 1.3823(18) . ?
N008 C00F 1.428(2) . ?
N008 C00I 1.433(2) . ?
C00B C00G 1.386(2) . ?
C00B C00K 1.386(2) . ?
C00C C00E 1.388(2) . ?
C00C C00H 1.387(2) . ?
C00E C00P 1.381(2) . ?
C00F C00J 1.390(2) . ?
C00F C00R 1.384(3) . ?
C00G C00T 1.383(2) . ?
C00H H00H 0.9300 . ?
C00H C00L 1.387(2) . ?
C00I C00N 1.379(3) . ?
C00I C00O 1.384(2) . ?
C00J C00S 1.382(3) . ?
C00K H00K 0.9300 . ?
C00K C00U 1.389(3) . ?
C00L H00L 0.9300 . ?
C00L C00Q 1.385(3) . ?
C00M H00A 0.9700 . ?
C00M H00B 0.9700 . ?
C00M C010 1.507(3) . ?
C00N H00N 0.9300 . ?
C00N C00Z 1.390(3) . ?
C00O C00V 1.386(3) . ?
C00P H00P 0.9300 . ?
C00P C00Q 1.380(3) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00R C011 1.383(3) . ?
C00S H00S 0.9300 . ?
C00S C00W 1.378(4) . ?
C00T H00T 0.9300 . ?
C00T C00Y 1.381(3) . ?
C00U H00U 0.9300 . ?
C00U C00Y 1.375(3) . ?
C00V H00V 0.9300 . ?
C00V C00X 1.374(4) . ?
C00W H00W 0.9300 . ?
C00W C011 1.383(4) . ?
C00X H00X 0.9300 . ?
C00X C00Z 1.374(4) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C010 H01A 0.9700 . ?
C010 H01B 0.9700 . ?
C010 C012 1.496(4) . ?
C011 H011 0.9300 . ?
C012 H01C 0.9600 . ?
C012 H01D 0.9600 . ?
C012 H01E 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
C00A O001 C00M 117.82(13) . . ?
C00E O002 C00G 113.02(13) . . ?
C00O O003 C00J 114.23(14) . . ?
C00D N004 C009 114.30(13) . . ?
C00A N005 C009 112.82(12) . . ?
C00C N006 C00B 113.47(13) . . ?
C009 N006 C00B 122.55(13) . . ?
C009 N006 C00C 123.02(12) . . ?
C00A N007 C00D 113.00(13) . . ?
C00D N008 C00F 121.78(13) . . ?
C00D N008 C00I 120.10(14) . . ?
C00F N008 C00I 113.69(13) . . ?
N005 C00A O001 113.72(12) . . ?
N007 C00A O001 118.53(14) . . ?
N007 C00A N005 127.74(13) . . ?
C00G C00B N006 116.25(14) . . ?
C00K C00B N006 124.86(15) . . ?
C00K C00B C00G 118.85(15) . . ?
C00E C00C N006 116.66(14) . . ?
C00H C00C N006 124.37(14) . . ?
C00H C00C C00E 118.82(15) . . ?
N004 C00D N007 126.13(13) . . ?
N004 C00D N008 117.21(13) . . ?
N007 C00D N008 116.64(14) . . ?
O002 C00E C00C 119.66(14) . . ?
C00P C00E O002 118.87(16) . . ?
C00P C00E C00C 121.48(17) . . ?
C00J C00F N008 117.07(16) . . ?
C00R C00F N008 123.82(16) . . ?
C00R C00F C00J 119.09(17) . . ?
C00B C00G O002 119.94(14) . . ?
C00T C00G O002 118.33(17) . . ?
C00T C00G C00B 121.73(17) . . ?
C00C C00H H00H 120.1 . . ?
C00L C00H C00C 119.89(17) . . ?
C00L C00H H00H 120.1 . . ?
C00N C00I N008 123.04(16) . . ?
C00N C00I C00O 119.71(17) . . ?
C00O C00I N008 117.21(16) . . ?
O003 C00J C00F 120.67(17) . . ?
C00S C00J O003 118.34(17) . . ?
C00S C00J C00F 120.99(19) . . ?
C00B C00K H00K 120.2 . . ?
C00B C00K C00U 119.56(18) . . ?
C00U C00K H00K 120.2 . . ?
C00H C00L H00L 119.7 . . ?
C00Q C00L C00H 120.56(18) . . ?
C00Q C00L H00L 119.7 . . ?
O001 C00M H00A 109.2 . . ?
O001 C00M H00B 109.2 . . ?
O001 C00M C010 111.96(17) . . ?
H00A C00M H00B 107.9 . . ?
C010 C00M H00A 109.2 . . ?
C010 C00M H00B 109.2 . . ?
C00I C00N H00N 120.2 . . ?
C00I C00N C00Z 119.5(2) . . ?
C00Z C00N H00N 120.2 . . ?
O003 C00O C00I 120.70(15) . . ?
O003 C00O C00V 118.69(18) . . ?
C00I C00O C00V 120.6(2) . . ?
C00E C00P H00P 120.3 . . ?
C00Q C00P C00E 119.33(18) . . ?
C00Q C00P H00P 120.3 . . ?
C00L C00Q H00Q 120.0 . . ?
C00P C00Q C00L 119.90(17) . . ?
C00P C00Q H00Q 120.0 . . ?
C00F C00R H00R 120.0 . . ?
C011 C00R C00F 120.0(2) . . ?
C011 C00R H00R 120.0 . . ?
C00J C00S H00S 120.4 . . ?
C00W C00S C00J 119.3(2) . . ?
C00W C00S H00S 120.4 . . ?
C00G C00T H00T 120.7 . . ?
C00Y C00T C00G 118.62(19) . . ?
C00Y C00T H00T 120.7 . . ?
C00K C00U H00U 119.7 . . ?
C00Y C00U C00K 120.67(19) . . ?
C00Y C00U H00U 119.7 . . ?
C00O C00V H00V 120.4 . . ?
C00X C00V C00O 119.3(2) . . ?
C00X C00V H00V 120.4 . . ?
C00S C00W H00W 119.8 . . ?
C00S C00W C011 120.3(2) . . ?
C011 C00W H00W 119.8 . . ?
C00V C00X H00X 119.7 . . ?
C00V C00X C00Z 120.5(2) . . ?
C00Z C00X H00X 119.7 . . ?
C00T C00Y H00Y 119.8 . . ?
C00U C00Y C00T 120.44(18) . . ?
C00U C00Y H00Y 119.8 . . ?
C00N C00Z H00Z 119.9 . . ?
C00X C00Z C00N 120.3(2) . . ?
C00X C00Z H00Z 119.9 . . ?
N004 C009 N005 125.93(14) . . ?
N004 C009 N006 116.37(13) . . ?
N005 C009 N006 117.69(13) . . ?
C00M C010 H01A 108.7 . . ?
C00M C010 H01B 108.7 . . ?
H01A C010 H01B 107.6 . . ?
C012 C010 C00M 114.0(2) . . ?
C012 C010 H01A 108.7 . . ?
C012 C010 H01B 108.7 . . ?
C00R C011 H011 119.9 . . ?
C00W C011 C00R 120.3(2) . . ?
C00W C011 H011 119.9 . . ?
C010 C012 H01C 109.5 . . ?
C010 C012 H01D 109.5 . . ?
C010 C012 H01E 109.5 . . ?
H01C C012 H01D 109.5 . . ?
H01C C012 H01E 109.5 . . ?
H01D C012 H01E 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_111_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc2bc15y
_database_code_depnum_ccdc_archive 'CCDC 2155559'
loop_
_audit_author_name
_audit_author_address
'Yang Guohui'
;Nanjing tech university
China
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-04-19 downloaded from the CCDC.
;
_audit_creation_date             2017-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H21 N5 O3'
_chemical_formula_sum            'C29 H17 N5 O3'
_chemical_formula_weight         483.47
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.4579(9)
_cell_length_b                   19.4130(14)
_cell_length_c                   20.0349(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4845.3(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    178
_cell_measurement_temperature    298.18
_cell_measurement_theta_max      0.991
_cell_measurement_theta_min      0.989
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            47950
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.090
_diffrn_reflns_theta_min         2.033
_diffrn_ambient_temperature      298.18
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4850
_reflns_number_total             7697
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         7697
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1134
_refine_ls_R_factor_gt           0.0712
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1008P)²+2.2682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1867
_refine_ls_wR_factor_ref         0.2287
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C010(H01A,H01B)
2.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00K(H00K), C00L(H00L), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Y(H00Y), C00Z(H00Z)
2.c Idealised Me refined as rotating group:
 C011(H01C,H01D,H01E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O002 O 0.88331(15) 0.84731(8) 0.45056(8) 0.0641(4) Uani 1 1 d . . . . .
O003 O 0.61617(14) 0.58426(9) 0.12977(8) 0.0664(4) Uani 1 1 d . . . . .
O004 O 0.63477(15) 0.54248(9) 0.45187(8) 0.0726(5) Uani 1 1 d . . . . .
N001 N 0.71886(12) 0.68471(7) 0.31983(7) 0.0419(3) Uani 1 1 d . . . . .
N005 N 0.85275(13) 0.72232(7) 0.39042(8) 0.0437(3) Uani 1 1 d . . . . .
N006 N 0.60930(13) 0.58994(8) 0.35227(8) 0.0455(4) Uani 1 1 d . . . . .
N007 N 0.74662(14) 0.63117(8) 0.42471(8) 0.0489(4) Uani 1 1 d . . . . .
N008 N 0.58489(13) 0.64479(8) 0.25057(8) 0.0462(4) Uani 1 1 d . . . . .
C00A C 0.64006(14) 0.63929(9) 0.30996(9) 0.0394(4) Uani 1 1 d . . . . .
C00B C 0.51005(16) 0.59334(10) 0.22917(10) 0.0500(4) Uani 1 1 d . . . . .
C00C C 0.90517(16) 0.72426(10) 0.45387(9) 0.0466(4) Uani 1 1 d . . . . .
C00D C 0.66626(17) 0.59011(10) 0.40838(9) 0.0484(4) Uani 1 1 d . . . . .
C00E C 0.91904(18) 0.78891(11) 0.48265(11) 0.0543(5) Uani 1 1 d . . . . .
C00F C 0.87297(14) 0.78156(9) 0.34931(10) 0.0439(4) Uani 1 1 d . . . . .
C00G C 0.62509(15) 0.68633(10) 0.19695(10) 0.0468(4) Uani 1 1 d . . . . .
C00H C 0.88134(16) 0.77945(11) 0.28029(11) 0.0509(4) Uani 1 1 d . . . . .
H00H H 0.874356 0.737865 0.257662 0.061 Uiso 1 1 calc R . . . .
C00I C 0.52853(19) 0.56421(11) 0.16738(12) 0.0574(5) Uani 1 1 d . . . . .
C00J C 0.88771(16) 0.84405(10) 0.38173(11) 0.0515(5) Uani 1 1 d . . . . .
C00K C 0.64307(17) 0.75656(11) 0.20169(12) 0.0544(5) Uani 1 1 d . . . . .
H00K H 0.630060 0.779515 0.241621 0.065 Uiso 1 1 calc R . . . .
C00L C 0.41905(18) 0.57504(12) 0.26496(13) 0.0615(6) Uani 1 1 d . . . . .
H00L H 0.403895 0.596112 0.305567 0.074 Uiso 1 1 calc R . . . .
C00M C 0.64184(17) 0.65368(12) 0.13678(11) 0.0543(5) Uani 1 1 d . . . . .
C00N C 0.94415(18) 0.66679(12) 0.48697(11) 0.0571(5) Uani 1 1 d . . . . .
H00N H 0.938096 0.623352 0.467762 0.068 Uiso 1 1 calc R . . . .
C00O C 0.90026(19) 0.84001(13) 0.24530(13) 0.0630(6) Uani 1 1 d . . . . .
H00O H 0.904759 0.838876 0.198982 0.076 Uiso 1 1 calc R . . . .
C00P C 0.90684(19) 0.90387(11) 0.34691(14) 0.0659(6) Uani 1 1 d . . . . .
H00P H 0.915889 0.945330 0.369478 0.079 Uiso 1 1 calc R . . . .
C00Q C 0.68047(19) 0.79236(13) 0.14675(13) 0.0641(6) Uani 1 1 d . . . . .
H00Q H 0.691764 0.839613 0.149702 0.077 Uiso 1 1 calc R . . . .
C00R C 0.9124(2) 0.90174(12) 0.27837(15) 0.0694(7) Uani 1 1 d . . . . .
H00R H 0.924474 0.941997 0.254334 0.083 Uiso 1 1 calc R . . . .
C00S C 0.9678(2) 0.79617(14) 0.54380(12) 0.0719(7) Uani 1 1 d . . . . .
H00S H 0.976640 0.839658 0.562483 0.086 Uiso 1 1 calc R . . . .
C00T C 0.3508(2) 0.52488(14) 0.23948(17) 0.0781(8) Uani 1 1 d . . . . .
H00T H 0.290655 0.511498 0.263741 0.094 Uiso 1 1 calc R . . . .
C00U C 0.4593(3) 0.51480(13) 0.14190(15) 0.0776(8) Uani 1 1 d . . . . .
H00U H 0.472206 0.495275 0.100278 0.093 Uiso 1 1 calc R . . . .
C00V C 0.7011(2) 0.75859(15) 0.08769(13) 0.0713(7) Uani 1 1 d . . . . .
H00V H 0.728416 0.782897 0.051479 0.086 Uiso 1 1 calc R . . . .
C00W C 0.6816(2) 0.68924(15) 0.08196(12) 0.0679(6) Uani 1 1 d . . . . .
H00W H 0.694822 0.666428 0.041981 0.082 Uiso 1 1 calc R . . . .
C00X C 1.0033(2) 0.73901(17) 0.57692(13) 0.0809(8) Uani 1 1 d . . . . .
H00X H 1.035225 0.743560 0.618663 0.097 Uiso 1 1 calc R . . . .
C00Y C 0.9921(2) 0.67450(15) 0.54868(13) 0.0735(7) Uani 1 1 d . . . . .
H00Y H 1.016950 0.635916 0.571432 0.088 Uiso 1 1 calc R . . . .
C00Z C 0.3715(3) 0.49495(14) 0.17871(18) 0.0880(10) Uani 1 1 d . . . . .
H00Z H 0.325839 0.461020 0.162361 0.106 Uiso 1 1 calc R . . . .
C009 C 0.76948(14) 0.67770(9) 0.37740(8) 0.0401(4) Uani 1 1 d . . . . .
C010 C 0.6931(4) 0.5365(3) 0.51517(16) 0.153(2) Uani 1 1 d . . . . .
H01A H 0.763862 0.517842 0.506241 0.184 Uiso 1 1 calc R . . . .
H01B H 0.702540 0.582244 0.533776 0.184 Uiso 1 1 calc R . . . .
C011 C 0.6453(4) 0.4973(3) 0.56009(19) 0.1417(19) Uani 1 1 d . . . . .
H01C H 0.638458 0.451329 0.543024 0.213 Uiso 1 1 calc GR . . . .
H01D H 0.575358 0.515553 0.569681 0.213 Uiso 1 1 calc GR . . . .
H01E H 0.687385 0.496605 0.600229 0.213 Uiso 1 1 calc GR . . . .


_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
O002 C00E 1.377(3) . ?
O002 C00J 1.381(3) . ?
O003 C00I 1.382(3) . ?
O003 C00M 1.392(3) . ?
O004 C00D 1.330(2) . ?
O004 C010 1.466(4) . ?
N001 C00A 1.334(2) . ?
N001 C009 1.322(2) . ?
N005 C00C 1.430(2) . ?
N005 C00F 1.437(2) . ?
N005 C009 1.376(2) . ?
N006 C00A 1.335(2) . ?
N006 C00D 1.329(2) . ?
N007 C00D 1.321(2) . ?
N007 C009 1.340(2) . ?
N008 C00A 1.378(2) . ?
N008 C00B 1.432(2) . ?
N008 C00G 1.434(2) . ?
C00B C00I 1.380(3) . ?
C00B C00L 1.388(3) . ?
C00C C00E 1.392(3) . ?
C00C C00N 1.386(3) . ?
C00E C00S 1.375(3) . ?
C00F C00H 1.387(3) . ?
C00F C00J 1.388(3) . ?
C00G C00K 1.385(3) . ?
C00G C00M 1.378(3) . ?
C00H H00H 0.9300 . ?
C00H C00O 1.389(3) . ?
C00I C00U 1.387(3) . ?
C00J C00P 1.376(3) . ?
C00K H00K 0.9300 . ?
C00K C00Q 1.383(3) . ?
C00L H00L 0.9300 . ?
C00L C00T 1.390(3) . ?
C00M C00W 1.389(3) . ?
C00N H00N 0.9300 . ?
C00N C00Y 1.381(3) . ?
C00O H00O 0.9300 . ?
C00O C00R 1.378(4) . ?
C00P H00P 0.9300 . ?
C00P C00R 1.376(4) . ?
C00Q H00Q 0.9300 . ?
C00Q C00V 1.377(4) . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00S C00X 1.366(4) . ?
C00T H00T 0.9300 . ?
C00T C00Z 1.374(5) . ?
C00U H00U 0.9300 . ?
C00U C00Z 1.374(5) . ?
C00V H00V 0.9300 . ?
C00V C00W 1.373(4) . ?
C00W H00W 0.9300 . ?
C00X H00X 0.9300 . ?
C00X C00Y 1.381(4) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C010 H01A 0.9700 . ?
C010 H01B 0.9700 . ?
C010 C011 1.320(5) . ?
C011 H01C 0.9600 . ?
C011 H01D 0.9600 . ?
C011 H01E 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
C00E O002 C00J 114.55(16) . . ?
C00I O003 C00M 113.51(17) . . ?
C00D O004 C010 118.39(19) . . ?
C009 N001 C00A 114.36(15) . . ?
C00C N005 C00F 114.12(14) . . ?
C009 N005 C00C 121.97(15) . . ?
C009 N005 C00F 121.81(15) . . ?
C00D N006 C00A 112.44(15) . . ?
C00D N007 C009 113.12(16) . . ?
C00A N008 C00B 121.95(15) . . ?
C00A N008 C00G 121.08(15) . . ?
C00B N008 C00G 113.29(15) . . ?
N001 C00A N006 126.24(16) . . ?
N001 C00A N008 116.34(15) . . ?
N006 C00A N008 117.42(15) . . ?
C00I C00B N008 116.47(19) . . ?
C00I C00B C00L 119.7(2) . . ?
C00L C00B N008 123.8(2) . . ?
C00E C00C N005 116.66(18) . . ?
C00N C00C N005 124.36(17) . . ?
C00N C00C C00E 118.96(19) . . ?
N006 C00D O004 113.25(17) . . ?
N007 C00D O004 118.75(18) . . ?
N007 C00D N006 128.00(17) . . ?
O002 C00E C00C 120.58(18) . . ?
C00S C00E O002 118.3(2) . . ?
C00S C00E C00C 121.1(2) . . ?
C00H C00F N005 124.12(17) . . ?
C00H C00F C00J 118.83(18) . . ?
C00J C00F N005 117.02(18) . . ?
C00K C00G N008 123.98(19) . . ?
C00M C00G N008 116.73(18) . . ?
C00M C00G C00K 119.24(19) . . ?
C00F C00H H00H 120.3 . . ?
C00F C00H C00O 119.4(2) . . ?
C00O C00H H00H 120.3 . . ?
O003 C00I C00U 119.0(2) . . ?
C00B C00I O003 120.35(19) . . ?
C00B C00I C00U 120.6(2) . . ?
O002 C00J C00F 120.12(18) . . ?
C00P C00J O002 118.32(19) . . ?
C00P C00J C00F 121.6(2) . . ?
C00G C00K H00K 120.2 . . ?
C00Q C00K C00G 119.7(2) . . ?
C00Q C00K H00K 120.2 . . ?
C00B C00L H00L 120.3 . . ?
C00B C00L C00T 119.3(3) . . ?
C00T C00L H00L 120.3 . . ?
C00G C00M O003 119.92(19) . . ?
C00G C00M C00W 121.1(2) . . ?
C00W C00M O003 118.9(2) . . ?
C00C C00N H00N 120.2 . . ?
C00Y C00N C00C 119.5(2) . . ?
C00Y C00N H00N 120.2 . . ?
C00H C00O H00O 119.6 . . ?
C00R C00O C00H 120.8(2) . . ?
C00R C00O H00O 119.6 . . ?
C00J C00P H00P 120.3 . . ?
C00J C00P C00R 119.3(2) . . ?
C00R C00P H00P 120.3 . . ?
C00K C00Q H00Q 119.7 . . ?
C00V C00Q C00K 120.5(2) . . ?
C00V C00Q H00Q 119.7 . . ?
C00O C00R H00R 120.0 . . ?
C00P C00R C00O 120.0(2) . . ?
C00P C00R H00R 120.0 . . ?
C00E C00S H00S 120.2 . . ?
C00X C00S C00E 119.5(2) . . ?
C00X C00S H00S 120.2 . . ?
C00L C00T H00T 119.8 . . ?
C00Z C00T C00L 120.5(3) . . ?
C00Z C00T H00T 119.8 . . ?
C00I C00U H00U 120.3 . . ?
C00Z C00U C00I 119.4(3) . . ?
C00Z C00U H00U 120.3 . . ?
C00Q C00V H00V 119.8 . . ?
C00W C00V C00Q 120.4(2) . . ?
C00W C00V H00V 119.8 . . ?
C00M C00W H00W 120.5 . . ?
C00V C00W C00M 119.0(2) . . ?
C00V C00W H00W 120.5 . . ?
C00S C00X H00X 119.9 . . ?
C00S C00X C00Y 120.3(2) . . ?
C00Y C00X H00X 119.9 . . ?
C00N C00Y C00X 120.6(2) . . ?
C00N C00Y H00Y 119.7 . . ?
C00X C00Y H00Y 119.7 . . ?
C00T C00Z C00U 120.4(2) . . ?
C00T C00Z H00Z 119.8 . . ?
C00U C00Z H00Z 119.8 . . ?
N001 C009 N005 117.41(15) . . ?
N001 C009 N007 125.83(16) . . ?
N007 C009 N005 116.76(16) . . ?
O004 C010 H01A 108.7 . . ?
O004 C010 H01B 108.7 . . ?
H01A C010 H01B 107.6 . . ?
C011 C010 O004 114.3(3) . . ?
C011 C010 H01A 108.7 . . ?
C011 C010 H01B 108.7 . . ?
C010 C011 H01C 109.5 . . ?
C010 C011 H01D 109.5 . . ?
C010 C011 H01E 109.5 . . ?
H01C C011 H01D 109.5 . . ?
H01C C011 H01E 109.5 . . ?
H01D C011 H01E 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_11
_audit_block_doi                 10.5517/ccdc.csd.cc2bc170
_database_code_depnum_ccdc_archive 'CCDC 2155561'
loop_
_audit_author_name
_audit_author_address
'Yang Guohui'
;Nanjing tech university
China
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-04-19 downloaded from the CCDC.
;
_audit_creation_date             2018-01-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H25 N5 O3'
_chemical_formula_sum            'C31 H25 N5 O3'
_chemical_formula_weight         515.56
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.425(3)
_cell_length_b                   11.248(4)
_cell_length_c                   11.536(4)
_cell_angle_alpha                75.358(9)
_cell_angle_beta                 76.789(8)
_cell_angle_gamma                80.503(7)
_cell_volume                     1265.9(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    137
_cell_measurement_temperature    292.88
_cell_measurement_theta_max      0.991
_cell_measurement_theta_min      0.991
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0597
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            14772
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.595
_diffrn_reflns_theta_min         1.861
_diffrn_ambient_temperature      292.88
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5411
_reflns_number_total             9492
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         9492
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1454
_refine_ls_R_factor_gt           0.0853
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0555P)²+0.8475P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1818
_refine_ls_wR_factor_ref         0.2115
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00X(H00A,H00B), C00Y(H00C,H00D), C011(H01A,H01B)
2.b Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00J(H00J), C00L(H00L), C00M(H00M), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V),
 C00W(H00W), C00Z(H00Z), C010(H010), C012(H012)
2.c Idealised Me refined as rotating group:
 C013(H01C,H01D,H01E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O001 O 0.78213(16) 0.29211(15) 0.23391(15) 0.0454(4) Uani 1 1 d . . . . .
O002 O 0.03130(17) 0.80969(17) 0.21839(17) 0.0536(4) Uani 1 1 d . . . . .
O003 O 0.59601(17) 0.88226(14) 0.30087(18) 0.0513(5) Uani 1 1 d . . . . .
N004 N 0.29695(17) 0.77898(15) 0.12202(17) 0.0357(4) Uani 1 1 d . . . . .
N005 N 0.44575(17) 0.62371(14) 0.20810(16) 0.0347(4) Uani 1 1 d . . . . .
N006 N 0.58996(17) 0.47196(14) 0.30603(17) 0.0350(4) Uani 1 1 d . . . . .
N007 N 0.45422(18) 0.83622(15) 0.20475(17) 0.0379(4) Uani 1 1 d . . . . .
N008 N 0.60278(18) 0.67706(15) 0.30172(17) 0.0375(4) Uani 1 1 d . . . . .
C00A C 0.40412(19) 0.74571(17) 0.18015(18) 0.0311(4) Uani 1 1 d . . . . .
C00B C 0.54446(19) 0.59630(16) 0.26950(18) 0.0309(4) Uani 1 1 d . . . . .
C00C C 0.6987(2) 0.43210(17) 0.36912(19) 0.0343(4) Uani 1 1 d . . . . .
C00D C 0.5507(2) 0.37580(17) 0.26467(19) 0.0339(4) Uani 1 1 d . . . . .
C00E C 0.6517(2) 0.28606(18) 0.22885(19) 0.0371(4) Uani 1 1 d . . . . .
C00F C 0.0945(2) 0.9141(2) 0.1567(2) 0.0414(5) Uani 1 1 d . . . . .
C00G C 0.5508(2) 0.79417(18) 0.2681(2) 0.0364(4) Uani 1 1 d . . . . .
C00H C 0.2167(2) 0.68797(19) 0.1193(2) 0.0390(5) Uani 1 1 d . . . . .
C00I C 0.2879(2) 1.00732(19) 0.0403(2) 0.0420(5) Uani 1 1 d . . . . .
H00I H 0.3770 1.0005 0.0030 0.050 Uiso 1 1 calc R . . . .
C00J C 0.4215(2) 0.36456(19) 0.2615(2) 0.0400(5) Uani 1 1 d . . . . .
H00J H 0.3527 0.4218 0.2873 0.048 Uiso 1 1 calc R . . . .
C00K C 0.7947(2) 0.34142(19) 0.3292(2) 0.0379(4) Uani 1 1 d . . . . .
C00L C 0.3944(3) 0.2674(2) 0.2195(2) 0.0471(5) Uani 1 1 d . . . . .
H00L H 0.3075 0.2607 0.2165 0.056 Uiso 1 1 calc R . . . .
C00M C 0.7105(2) 0.4742(2) 0.4692(2) 0.0421(5) Uani 1 1 d . . . . .
H00M H 0.6446 0.5310 0.5001 0.050 Uiso 1 1 calc R . . . .
C00N C 0.0828(2) 0.7052(2) 0.1716(2) 0.0454(5) Uani 1 1 d . . . . .
C00O C 0.6244(3) 0.1897(2) 0.1872(2) 0.0465(5) Uani 1 1 d . . . . .
H00O H 0.6927 0.1313 0.1627 0.056 Uiso 1 1 calc R . . . .
C00P C 0.4956(3) 0.1807(2) 0.1822(2) 0.0511(6) Uani 1 1 d . . . . .
H00P H 0.4767 0.1164 0.1537 0.061 Uiso 1 1 calc R . . . .
C00Q C 0.9045(2) 0.2985(2) 0.3827(2) 0.0491(6) Uani 1 1 d . . . . .
H00Q H 0.9684 0.2388 0.3547 0.059 Uiso 1 1 calc R . . . .
C00R C 0.2133(3) 1.1228(2) 0.0300(2) 0.0513(6) Uani 1 1 d . . . . .
H00R H 0.2532 1.1933 -0.0133 0.062 Uiso 1 1 calc R . . . .
C00S C 0.2647(3) 0.5876(2) 0.0659(2) 0.0468(6) Uani 1 1 d . . . . .
H00S H 0.3532 0.5767 0.0277 0.056 Uiso 1 1 calc R . . . .
C00T C 0.0195(3) 1.0292(3) 0.1464(2) 0.0555(7) Uani 1 1 d . . . . .
H00T H -0.0704 1.0358 0.1812 0.067 Uiso 1 1 calc R . . . .
C00U C 0.0800(3) 1.1334(2) 0.0840(3) 0.0574(7) Uani 1 1 d . . . . .
H00U H 0.0312 1.2110 0.0782 0.069 Uiso 1 1 calc R . . . .
C00V C 0.9180(3) 0.3456(2) 0.4784(3) 0.0557(7) Uani 1 1 d . . . . .
H00V H 0.9929 0.3195 0.5131 0.067 Uiso 1 1 calc R . . . .
C00W C 0.8204(3) 0.4316(2) 0.5230(2) 0.0516(6) Uani 1 1 d . . . . .
H00W H 0.8287 0.4608 0.5892 0.062 Uiso 1 1 calc R . . . .
C00X C 0.6970(3) 0.8465(2) 0.3752(3) 0.0555(7) Uani 1 1 d . . . . .
H00A H 0.7839 0.8380 0.3233 0.067 Uiso 1 1 calc R . . . .
H00B H 0.6826 0.7673 0.4311 0.067 Uiso 1 1 calc R . . . .
C00Y C 0.6911(3) 0.9421(2) 0.4453(3) 0.0507(6) Uani 1 1 d . . . . .
H00C H 0.6083 0.9424 0.5044 0.061 Uiso 1 1 calc R . . . .
H00D H 0.6921 1.0228 0.3897 0.061 Uiso 1 1 calc R . . . .
C00Z C 0.1787(3) 0.5034(2) 0.0703(3) 0.0596(8) Uani 1 1 d . . . . .
H00Z H 0.2100 0.4360 0.0346 0.072 Uiso 1 1 calc R . . . .
C009 C 0.2286(2) 0.90261(18) 0.10624(19) 0.0360(4) Uani 1 1 d . . . . .
C010 C -0.0023(3) 0.6204(3) 0.1777(3) 0.0609(7) Uani 1 1 d . . . . .
H010 H -0.0911 0.6315 0.2151 0.073 Uiso 1 1 calc R . . . .
C011 C 0.8050(3) 0.9202(3) 0.5111(3) 0.0554(6) Uani 1 1 d . . . . .
H01A H 0.8871 0.9281 0.4513 0.066 Uiso 1 1 calc R . . . .
H01B H 0.8094 0.8362 0.5601 0.066 Uiso 1 1 calc R . . . .
C012 C 0.0471(3) 0.5193(3) 0.1274(3) 0.0680(9) Uani 1 1 d . . . . .
H012 H -0.0087 0.4611 0.1318 0.082 Uiso 1 1 calc R . . . .
C013 C 0.7934(4) 1.0090(3) 0.5931(3) 0.0768(9) Uani 1 1 d . . . . .
H01C H 0.7876 1.0924 0.5456 0.115 Uiso 1 1 calc GR . . . .
H01D H 0.8701 0.9928 0.6300 0.115 Uiso 1 1 calc GR . . . .
H01E H 0.7152 0.9980 0.6558 0.115 Uiso 1 1 calc GR . . . .


_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
O001 C00E 1.388(3) . ?
O001 C00K 1.390(3) . ?
O002 C00F 1.392(3) . ?
O002 C00N 1.394(3) . ?
O003 C00G 1.331(2) . ?
O003 C00X 1.450(3) . ?
N004 C00A 1.384(2) . ?
N004 C00H 1.436(3) . ?
N004 C009 1.442(2) . ?
N005 C00A 1.349(2) . ?
N005 C00B 1.332(2) . ?
N006 C00B 1.390(2) . ?
N006 C00C 1.435(2) . ?
N006 C00D 1.436(2) . ?
N007 C00A 1.334(2) . ?
N007 C00G 1.333(3) . ?
N008 C00B 1.338(2) . ?
N008 C00G 1.335(2) . ?
C00C C00K 1.394(3) . ?
C00C C00M 1.391(3) . ?
C00D C00E 1.400(3) . ?
C00D C00J 1.383(3) . ?
C00E C00O 1.384(3) . ?
C00F C00T 1.391(3) . ?
C00F C009 1.385(3) . ?
C00H C00N 1.391(3) . ?
C00H C00S 1.389(3) . ?
C00I H00I 0.9300 . ?
C00I C00R 1.392(3) . ?
C00I C009 1.386(3) . ?
C00J H00J 0.9300 . ?
C00J C00L 1.393(3) . ?
C00K C00Q 1.384(3) . ?
C00L H00L 0.9300 . ?
C00L C00P 1.383(4) . ?
C00M H00M 0.9300 . ?
C00M C00W 1.386(3) . ?
C00N C010 1.385(4) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.379(4) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00V 1.382(4) . ?
C00R H00R 0.9300 . ?
C00R C00U 1.386(4) . ?
C00S H00S 0.9300 . ?
C00S C00Z 1.392(3) . ?
C00T H00T 0.9300 . ?
C00T C00U 1.378(4) . ?
C00U H00U 0.9300 . ?
C00V H00V 0.9300 . ?
C00V C00W 1.386(4) . ?
C00W H00W 0.9300 . ?
C00X H00A 0.9700 . ?
C00X H00B 0.9700 . ?
C00X C00Y 1.486(3) . ?
C00Y H00C 0.9700 . ?
C00Y H00D 0.9700 . ?
C00Y C011 1.506(3) . ?
C00Z H00Z 0.9300 . ?
C00Z C012 1.384(5) . ?
C010 H010 0.9300 . ?
C010 C012 1.379(5) . ?
C011 H01A 0.9700 . ?
C011 H01B 0.9700 . ?
C011 C013 1.514(4) . ?
C012 H012 0.9300 . ?
C013 H01C 0.9600 . ?
C013 H01D 0.9600 . ?
C013 H01E 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
C00E O001 C00K 113.74(17) . . ?
C00F O002 C00N 113.81(19) . . ?
C00G O003 C00X 118.52(16) . . ?
C00A N004 C00H 120.79(16) . . ?
C00A N004 C009 121.43(16) . . ?
C00H N004 C009 113.27(16) . . ?
C00B N005 C00A 113.57(16) . . ?
C00B N006 C00C 122.01(16) . . ?
C00B N006 C00D 123.09(16) . . ?
C00C N006 C00D 113.89(15) . . ?
C00G N007 C00A 112.73(16) . . ?
C00G N008 C00B 113.40(16) . . ?
N005 C00A N004 116.08(17) . . ?
N007 C00A N004 117.29(16) . . ?
N007 C00A N005 126.62(17) . . ?
N005 C00B N006 117.28(17) . . ?
N005 C00B N008 126.18(16) . . ?
N008 C00B N006 116.53(17) . . ?
C00K C00C N006 116.85(18) . . ?
C00M C00C N006 124.26(18) . . ?
C00M C00C C00K 118.83(19) . . ?
C00E C00D N006 116.52(19) . . ?
C00J C00D N006 124.69(18) . . ?
C00J C00D C00E 118.76(19) . . ?
O001 C00E C00D 120.55(19) . . ?
C00O C00E O001 118.34(19) . . ?
C00O C00E C00D 121.1(2) . . ?
C00T C00F O002 118.4(2) . . ?
C009 C00F O002 120.46(19) . . ?
C009 C00F C00T 121.2(2) . . ?
O003 C00G N007 113.71(17) . . ?
O003 C00G N008 118.87(18) . . ?
N007 C00G N008 127.41(18) . . ?
C00N C00H N004 116.7(2) . . ?
C00S C00H N004 123.8(2) . . ?
C00S C00H C00N 119.5(2) . . ?
C00R C00I H00I 120.2 . . ?
C009 C00I H00I 120.2 . . ?
C009 C00I C00R 119.7(2) . . ?
C00D C00J H00J 120.0 . . ?
C00D C00J C00L 120.0(2) . . ?
C00L C00J H00J 120.0 . . ?
O001 C00K C00C 120.43(18) . . ?
C00Q C00K O001 118.39(19) . . ?
C00Q C00K C00C 121.2(2) . . ?
C00J C00L H00L 119.7 . . ?
C00P C00L C00J 120.6(2) . . ?
C00P C00L H00L 119.7 . . ?
C00C C00M H00M 120.0 . . ?
C00W C00M C00C 120.0(2) . . ?
C00W C00M H00M 120.0 . . ?
C00H C00N O002 120.2(2) . . ?
C010 C00N O002 118.5(2) . . ?
C010 C00N C00H 121.3(3) . . ?
C00E C00O H00O 120.2 . . ?
C00P C00O C00E 119.6(2) . . ?
C00P C00O H00O 120.2 . . ?
C00L C00P H00P 120.0 . . ?
C00O C00P C00L 119.9(2) . . ?
C00O C00P H00P 120.0 . . ?
C00K C00Q H00Q 120.4 . . ?
C00V C00Q C00K 119.2(2) . . ?
C00V C00Q H00Q 120.4 . . ?
C00I C00R H00R 119.8 . . ?
C00U C00R C00I 120.4(2) . . ?
C00U C00R H00R 119.8 . . ?
C00H C00S H00S 120.4 . . ?
C00H C00S C00Z 119.2(3) . . ?
C00Z C00S H00S 120.4 . . ?
C00F C00T H00T 120.4 . . ?
C00U C00T C00F 119.2(2) . . ?
C00U C00T H00T 120.4 . . ?
C00R C00U H00U 119.9 . . ?
C00T C00U C00R 120.2(2) . . ?
C00T C00U H00U 119.9 . . ?
C00Q C00V H00V 119.8 . . ?
C00Q C00V C00W 120.4(2) . . ?
C00W C00V H00V 119.8 . . ?
C00M C00W C00V 120.2(2) . . ?
C00M C00W H00W 119.9 . . ?
C00V C00W H00W 119.9 . . ?
O003 C00X H00A 109.8 . . ?
O003 C00X H00B 109.8 . . ?
O003 C00X C00Y 109.54(19) . . ?
H00A C00X H00B 108.2 . . ?
C00Y C00X H00A 109.8 . . ?
C00Y C00X H00B 109.8 . . ?
C00X C00Y H00C 109.1 . . ?
C00X C00Y H00D 109.1 . . ?
C00X C00Y C011 112.5(2) . . ?
H00C C00Y H00D 107.8 . . ?
C011 C00Y H00C 109.1 . . ?
C011 C00Y H00D 109.1 . . ?
C00S C00Z H00Z 119.8 . . ?
C012 C00Z C00S 120.4(3) . . ?
C012 C00Z H00Z 119.8 . . ?
C00F C009 N004 116.6(2) . . ?
C00F C009 C00I 119.32(19) . . ?
C00I C009 N004 124.0(2) . . ?
C00N C010 H010 120.6 . . ?
C012 C010 C00N 118.7(3) . . ?
C012 C010 H010 120.6 . . ?
C00Y C011 H01A 108.9 . . ?
C00Y C011 H01B 108.9 . . ?
C00Y C011 C013 113.2(2) . . ?
H01A C011 H01B 107.7 . . ?
C013 C011 H01A 108.9 . . ?
C013 C011 H01B 108.9 . . ?
C00Z C012 H012 119.6 . . ?
C010 C012 C00Z 120.8(3) . . ?
C010 C012 H012 119.6 . . ?
C011 C013 H01C 109.5 . . ?
C011 C013 H01D 109.5 . . ?
C011 C013 H01E 109.5 . . ?
H01C C013 H01D 109.5 . . ?
H01C C013 H01E 109.5 . . ?
H01D C013 H01E 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
