# Supplementary Information (SI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_20221019-sgf-zps-3-78_auto
_database_code_depnum_ccdc_archive 'CCDC 2351644'
loop_
_audit_author_name
_audit_author_address
'Dong-Liang Mo'
;Guangxi Normal University
China
;
_audit_update_record             
;
2024-04-28 deposited with the CCDC.	2025-10-09 downloaded from the CCDC.
;
_audit_creation_date             2024-03-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H21 N3 O'
_chemical_formula_sum            'C27 H21 N3 O'
_chemical_formula_weight         403.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   17.3090(3)
_cell_length_b                   12.04310(10)
_cell_length_c                   20.6182(3)
_cell_angle_alpha                90
_cell_angle_beta                 105.4020(10)
_cell_angle_gamma                90
_cell_volume                     4143.59(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9672
_cell_measurement_temperature    294.7(3)
_cell_measurement_theta_max      77.0570
_cell_measurement_theta_min      4.4510
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.833
_exptl_absorpt_coefficient_mu    0.630
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1696
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.956
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            14823
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.956
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.330
_diffrn_reflns_theta_min         4.449
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.7(3)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.956
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    119.00 155.00   0.50    1.60    --  107.75  98.00-113.00   72
  2  ω    122.00 178.00   0.50    1.60    --  107.75  37.00  60.00  112
  3  ω    118.00 175.00   0.50    1.60    --  107.75  19.00 150.00  114
  4  ω     44.00  70.00   0.50    1.60    --  107.75 -77.00 150.00   52
  5  ω     38.00  95.00   0.50    1.60    --  107.75 -77.00 -60.00  114
  6  ω     69.00 105.00   0.50    1.60    --  107.75 -77.00-150.00   72
  7  ω     40.00  67.00   0.50    1.60    --  107.75 -77.00-150.00   54
  8  ω     35.00  60.00   0.50    1.60    --  107.75 -57.00 -90.00   50
  9  ω     38.00  88.00   0.50    1.60    --  107.75 -77.00 -30.00  100
 10  ω     37.00  63.00   0.50    1.60    --  107.75 -57.00   0.00   52
 11  ω     81.00 106.00   0.50    1.60    --  107.75 -77.00 150.00   50
 12  ω     38.00  65.00   0.50    1.60    --  107.75 -57.00 150.00   54
 13  ω     40.00  66.00   0.50    1.60    --  107.75 -57.00 -30.00   52
 14  ω     35.00  60.00   0.50    1.60    --  107.75 -57.00-150.00   50
 15  ω     36.00  94.00   0.50    1.60    --  107.75 -99.00-180.00  116
 16  ω     48.00 106.00   0.50    1.60    --  107.75 -98.00 138.00  116
 17  ω     -1.00  44.00   0.50    0.37    --   47.70 -98.00 138.00   90
 18  ω    -17.00  26.00   0.50    0.37    --  -47.70  19.00   0.00   86
 19  ω    -75.00 -13.00   0.50    1.60    --  -86.25  98.00-113.00  124
 20  ω    -40.00 -13.00   0.50    1.60    --  -86.25  37.00-180.00   54
 21  ω    -79.00  25.00   0.50    0.37    --  -47.70  98.00-113.00  208
 22  ω    -42.00 -13.00   0.50    1.60    --  -86.25  37.00  90.00   58
 23  ω   -147.00-122.00   0.50    1.60    --  -86.25 -98.00 138.00   50
 24  ω   -156.00 -86.00   0.50    1.60    --  -86.25 -99.00  60.00  140
 25  ω   -100.00 -73.00   0.50    0.37    --  -47.70-125.00 -60.00   54
 26  ω   -118.00 -75.00   0.50    0.37    --  -47.70-125.00-150.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0249643000
_diffrn_orient_matrix_UB_12      0.1177858000
_diffrn_orient_matrix_UB_13      -0.0153939000
_diffrn_orient_matrix_UB_21      -0.0874129000
_diffrn_orient_matrix_UB_22      0.0257522000
_diffrn_orient_matrix_UB_23      -0.0381564000
_diffrn_orient_matrix_UB_31      -0.0160175000
_diffrn_orient_matrix_UB_32      0.0426599000
_diffrn_orient_matrix_UB_33      0.0657021000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3574
_reflns_number_total             4212
_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       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4212
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0554
_refine_ls_restrained_S_all      1.072
_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)+(0.0573P)²+5.0610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1421
_refine_ls_wR_factor_ref         0.1464
_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. Uiso/Uaniso restraints and constraints
Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C17) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C8(H8A,H8B)
3.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C25(H25), C4(H4), C24(H24), C22(H22), C1(H1), C23(H23), C3(H3),
 C15(H15), C2(H2), C16(H16), C17(H17), C19(H19), C18(H18)
3.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_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
N1 N 0.63597(9) 0.21057(12) 0.33741(7) 0.0425(3) Uani 1 1 d . . . . .
N2 N 0.62011(10) 0.37938(12) 0.39109(7) 0.0440(4) Uani 1 1 d . . . . .
O1 O 0.63538(12) 0.39256(13) 0.50381(7) 0.0724(5) Uani 1 1 d . . . . .
N3 N 0.65402(10) 0.50023(12) 0.20183(8) 0.0465(4) Uani 1 1 d . . . . .
C27 C 0.62320(11) 0.37696(14) 0.27344(9) 0.0406(4) Uani 1 1 d . . . . .
C28 C 0.62589(10) 0.31799(14) 0.33579(9) 0.0396(4) Uani 1 1 d . . . . .
C26 C 0.60478(11) 0.32796(14) 0.20764(9) 0.0403(4) Uani 1 1 d . . . . .
C12 C 0.65370(11) 0.48278(14) 0.26763(9) 0.0430(4) Uani 1 1 d . . . . .
C21 C 0.62352(11) 0.40720(15) 0.16411(9) 0.0441(4) Uani 1 1 d . . . . .
C5 C 0.64079(11) 0.15716(15) 0.39756(9) 0.0430(4) Uani 1 1 d . . . . .
C11 C 0.68460(12) 0.56493(15) 0.31930(10) 0.0494(5) Uani 1 1 d . . . . .
H11 H 0.724009 0.613807 0.313867 0.059 Uiso 1 1 calc R U . . .
C9 C 0.65843(13) 0.57284(15) 0.37442(10) 0.0505(5) Uani 1 1 d . . . . .
C25 C 0.57364(12) 0.22483(15) 0.18131(10) 0.0474(4) Uani 1 1 d . . . . .
H25 H 0.561621 0.170538 0.209196 0.057 Uiso 1 1 calc R U . . .
C6 C 0.64327(12) 0.21381(16) 0.45726(9) 0.0469(4) Uani 1 1 d . . . . .
C20 C 0.63775(12) 0.70420(15) 0.18130(10) 0.0476(4) Uani 1 1 d . . . . .
C7 C 0.63435(13) 0.33390(16) 0.45548(9) 0.0497(5) Uani 1 1 d . . . . .
C13 C 0.68454(13) 0.60045(16) 0.17657(11) 0.0531(5) Uani 1 1 d . . . . .
H13A H 0.683879 0.588634 0.129892 0.064 Uiso 1 1 calc R U . . .
H13B H 0.739851 0.611648 0.201823 0.064 Uiso 1 1 calc R U . . .
C8 C 0.59348(13) 0.49571(15) 0.38187(10) 0.0503(5) Uani 1 1 d . . . . .
H8A H 0.574965 0.518702 0.420266 0.060 Uiso 1 1 calc R U . . .
H8B H 0.548592 0.501133 0.342137 0.060 Uiso 1 1 calc R U . . .
C4 C 0.64381(14) 0.04066(16) 0.39940(10) 0.0535(5) Uani 1 1 d . . . . .
H4 H 0.643172 0.000974 0.360573 0.064 Uiso 1 1 calc R U . . .
C24 C 0.56123(14) 0.20550(18) 0.11360(11) 0.0566(5) Uani 1 1 d . . . . .
H24 H 0.540797 0.137388 0.095688 0.068 Uiso 1 1 calc R U . . .
C22 C 0.61005(14) 0.38831(18) 0.09520(10) 0.0568(5) Uani 1 1 d . . . . .
H22 H 0.621647 0.442006 0.066756 0.068 Uiso 1 1 calc R U . . .
C1 C 0.64866(15) 0.15547(19) 0.51695(11) 0.0612(6) Uani 1 1 d . . . . .
H1 H 0.651101 0.193864 0.556578 0.073 Uiso 1 1 calc R U . . .
C23 C 0.57888(15) 0.28673(19) 0.07130(11) 0.0617(6) Uani 1 1 d . . . . .
H23 H 0.569239 0.271621 0.025614 0.074 Uiso 1 1 calc R U . . .
C3 C 0.64768(16) -0.01465(18) 0.45814(12) 0.0660(6) Uani 1 1 d . . . . .
H3 H 0.648537 -0.091858 0.458459 0.079 Uiso 1 1 calc R U . . .
C15 C 0.67549(14) 0.79996(18) 0.20790(13) 0.0634(6) Uani 1 1 d . . . . .
H15 H 0.730782 0.799628 0.225887 0.076 Uiso 1 1 calc R U . . .
C2 C 0.65033(17) 0.04197(19) 0.51702(11) 0.0693(7) Uani 1 1 d . . . . .
H2 H 0.653252 0.002995 0.556539 0.083 Uiso 1 1 calc R U . . .
C10 C 0.68931(18) 0.65732(19) 0.42834(12) 0.0715(7) Uani 1 1 d . . . . .
H10A H 0.731207 0.699781 0.417600 0.107 Uiso 1 1 calc R U . . .
H10B H 0.710060 0.620368 0.470647 0.107 Uiso 1 1 calc R U . . .
H10C H 0.646478 0.705998 0.431346 0.107 Uiso 1 1 calc R U . . .
C16 C 0.63340(17) 0.89743(19) 0.20873(14) 0.0731(7) Uani 1 1 d . . . . .
H16 H 0.660781 0.961675 0.226470 0.088 Uiso 1 1 calc R U . . .
C17 C 0.55449(19) 0.9000(2) 0.1845(2) 0.1067(12) Uani 1 1 d . U . . .
H17 H 0.525843 0.964829 0.186082 0.128 Uiso 1 1 calc R U . . .
C19 C 0.55789(18) 0.7087(2) 0.1553(2) 0.1226(15) Uani 1 1 d . U . . .
H19 H 0.530367 0.645559 0.135809 0.147 Uiso 1 1 calc R U . . .
C18 C 0.5164(2) 0.8055(3) 0.1572(3) 0.162(2) Uani 1 1 d . U . . .
H18 H 0.461078 0.806361 0.139478 0.195 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 C28 1.305(2) . ?
N1 C5 1.380(2) . ?
N2 C28 1.385(2) . ?
N2 C7 1.396(2) . ?
N2 C8 1.471(2) . ?
O1 C7 1.218(2) . ?
N3 C12 1.374(2) . ?
N3 C21 1.386(2) . ?
N3 C13 1.467(2) . ?
C27 C28 1.459(2) . ?
C27 C26 1.435(2) . ?
C27 C12 1.397(2) . ?
C26 C21 1.406(2) . ?
C26 C25 1.405(3) . ?
C12 C11 1.448(3) . ?
C21 C22 1.396(3) . ?
C5 C6 1.398(3) . ?
C5 C4 1.404(3) . ?
C11 H11 0.9300 . ?
C11 C9 1.334(3) . ?
C9 C8 1.497(3) . ?
C9 C10 1.497(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.375(3) . ?
C6 C7 1.454(3) . ?
C6 C1 1.399(3) . ?
C20 C13 1.506(3) . ?
C20 C15 1.366(3) . ?
C20 C19 1.344(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C3 1.368(3) . ?
C24 H24 0.9300 . ?
C24 C23 1.397(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.374(3) . ?
C1 H1 0.9300 . ?
C1 C2 1.367(3) . ?
C23 H23 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.383(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.384(3) . ?
C2 H2 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C16 H16 0.9300 . ?
C16 C17 1.324(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.360(4) . ?
C19 H19 0.9300 . ?
C19 C18 1.376(4) . ?
C18 H18 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
C28 N1 C5 117.45(15) . . ?
C28 N2 C7 122.71(15) . . ?
C28 N2 C8 119.39(15) . . ?
C7 N2 C8 117.81(15) . . ?
C12 N3 C21 109.25(14) . . ?
C12 N3 C13 124.91(16) . . ?
C21 N3 C13 125.82(16) . . ?
C26 C27 C28 125.45(15) . . ?
C12 C27 C28 126.55(16) . . ?
C12 C27 C26 106.74(15) . . ?
N1 C28 N2 123.15(16) . . ?
N1 C28 C27 118.56(15) . . ?
N2 C28 C27 118.26(15) . . ?
C21 C26 C27 107.06(15) . . ?
C25 C26 C27 134.03(16) . . ?
C25 C26 C21 118.91(16) . . ?
N3 C12 C27 108.96(15) . . ?
N3 C12 C11 121.62(16) . . ?
C27 C12 C11 129.37(17) . . ?
N3 C21 C26 107.97(15) . . ?
N3 C21 C22 129.69(17) . . ?
C22 C21 C26 122.33(17) . . ?
N1 C5 C6 122.97(16) . . ?
N1 C5 C4 118.89(17) . . ?
C6 C5 C4 118.13(17) . . ?
C12 C11 H11 118.9 . . ?
C9 C11 C12 122.21(19) . . ?
C9 C11 H11 118.9 . . ?
C11 C9 C8 118.50(17) . . ?
C11 C9 C10 123.1(2) . . ?
C10 C9 C8 118.37(19) . . ?
C26 C25 H25 120.6 . . ?
C24 C25 C26 118.86(18) . . ?
C24 C25 H25 120.6 . . ?
C5 C6 C7 119.02(16) . . ?
C1 C6 C5 120.59(18) . . ?
C1 C6 C7 120.24(18) . . ?
C15 C20 C13 121.21(19) . . ?
C19 C20 C13 121.4(2) . . ?
C19 C20 C15 117.2(2) . . ?
N2 C7 C6 113.88(15) . . ?
O1 C7 N2 120.74(18) . . ?
O1 C7 C6 125.31(18) . . ?
N3 C13 C20 114.14(16) . . ?
N3 C13 H13A 108.7 . . ?
N3 C13 H13B 108.7 . . ?
C20 C13 H13A 108.7 . . ?
C20 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
N2 C8 C9 112.71(16) . . ?
N2 C8 H8A 109.1 . . ?
N2 C8 H8B 109.1 . . ?
C9 C8 H8A 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.21(19) . . ?
C3 C4 H4 119.9 . . ?
C25 C24 H24 119.5 . . ?
C25 C24 C23 120.94(19) . . ?
C23 C24 H24 119.5 . . ?
C21 C22 H22 121.5 . . ?
C23 C22 C21 116.96(19) . . ?
C23 C22 H22 121.5 . . ?
C6 C1 H1 120.0 . . ?
C2 C1 C6 120.0(2) . . ?
C2 C1 H1 120.0 . . ?
C24 C23 H23 119.0 . . ?
C22 C23 C24 121.97(19) . . ?
C22 C23 H23 119.0 . . ?
C4 C3 H3 119.3 . . ?
C4 C3 C2 121.3(2) . . ?
C2 C3 H3 119.3 . . ?
C20 C15 H15 119.2 . . ?
C20 C15 C16 121.6(2) . . ?
C16 C15 H15 119.2 . . ?
C1 C2 C3 119.8(2) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(2) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.8 . . ?
C16 C17 C18 118.3(3) . . ?
C18 C17 H17 120.8 . . ?
C20 C19 H19 119.6 . . ?
C20 C19 C18 120.8(3) . . ?
C18 C19 H19 119.6 . . ?
C17 C18 C19 121.5(3) . . ?
C17 C18 H18 119.3 . . ?
C19 C18 H18 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C5 C6 C7 4.8(3) . . . . ?
N1 C5 C6 C1 -179.6(2) . . . . ?
N1 C5 C4 C3 -179.3(2) . . . . ?
N3 C12 C11 C9 153.00(19) . . . . ?
N3 C21 C22 C23 180.0(2) . . . . ?
C27 C26 C21 N3 1.3(2) . . . . ?
C27 C26 C21 C22 -177.58(18) . . . . ?
C27 C26 C25 C24 178.3(2) . . . . ?
C27 C12 C11 C9 -29.8(3) . . . . ?
C28 N1 C5 C6 -6.5(3) . . . . ?
C28 N1 C5 C4 173.89(19) . . . . ?
C28 N2 C7 O1 173.7(2) . . . . ?
C28 N2 C7 C6 -9.1(3) . . . . ?
C28 N2 C8 C9 -78.3(2) . . . . ?
C28 C27 C26 C21 -168.95(17) . . . . ?
C28 C27 C26 C25 11.6(3) . . . . ?
C28 C27 C12 N3 168.12(17) . . . . ?
C28 C27 C12 C11 -9.4(3) . . . . ?
C26 C27 C28 N1 21.4(3) . . . . ?
C26 C27 C28 N2 -160.56(17) . . . . ?
C26 C27 C12 N3 0.4(2) . . . . ?
C26 C27 C12 C11 -177.04(19) . . . . ?
C26 C21 C22 C23 -1.4(3) . . . . ?
C26 C25 C24 C23 -0.2(3) . . . . ?
C12 N3 C21 C26 -1.1(2) . . . . ?
C12 N3 C21 C22 177.7(2) . . . . ?
C12 N3 C13 C20 -65.2(3) . . . . ?
C12 C27 C28 N1 -144.05(19) . . . . ?
C12 C27 C28 N2 34.0(3) . . . . ?
C12 C27 C26 C21 -1.1(2) . . . . ?
C12 C27 C26 C25 179.5(2) . . . . ?
C12 C11 C9 C8 -1.5(3) . . . . ?
C12 C11 C9 C10 -179.79(19) . . . . ?
C21 N3 C12 C27 0.4(2) . . . . ?
C21 N3 C12 C11 178.11(17) . . . . ?
C21 N3 C13 C20 117.0(2) . . . . ?
C21 C26 C25 C24 -1.1(3) . . . . ?
C21 C22 C23 C24 0.0(4) . . . . ?
C5 N1 C28 N2 0.1(3) . . . . ?
C5 N1 C28 C27 178.05(16) . . . . ?
C5 C6 C7 N2 2.9(3) . . . . ?
C5 C6 C7 O1 180.0(2) . . . . ?
C5 C6 C1 C2 -1.0(4) . . . . ?
C5 C4 C3 C2 -1.3(4) . . . . ?
C11 C9 C8 N2 67.7(2) . . . . ?
C25 C26 C21 N3 -179.13(16) . . . . ?
C25 C26 C21 C22 2.0(3) . . . . ?
C25 C24 C23 C22 0.8(4) . . . . ?
C6 C5 C4 C3 1.1(3) . . . . ?
C6 C1 C2 C3 0.8(4) . . . . ?
C20 C15 C16 C17 1.1(4) . . . . ?
C20 C19 C18 C17 0.9(9) . . . . ?
C7 N2 C28 N1 8.1(3) . . . . ?
C7 N2 C28 C27 -169.83(17) . . . . ?
C7 N2 C8 C9 105.1(2) . . . . ?
C7 C6 C1 C2 174.6(2) . . . . ?
C13 N3 C12 C27 -177.71(17) . . . . ?
C13 N3 C12 C11 0.0(3) . . . . ?
C13 N3 C21 C26 176.99(17) . . . . ?
C13 N3 C21 C22 -4.2(3) . . . . ?
C13 C20 C15 C16 176.0(2) . . . . ?
C13 C20 C19 C18 -177.0(4) . . . . ?
C8 N2 C28 N1 -168.30(18) . . . . ?
C8 N2 C28 C27 13.8(2) . . . . ?
C8 N2 C7 O1 -9.9(3) . . . . ?
C8 N2 C7 C6 167.34(18) . . . . ?
C4 C5 C6 C7 -175.6(2) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C4 C3 C2 C1 0.4(4) . . . . ?
C1 C6 C7 N2 -172.7(2) . . . . ?
C1 C6 C7 O1 4.3(4) . . . . ?
C15 C20 C13 N3 131.6(2) . . . . ?
C15 C20 C19 C18 -1.5(6) . . . . ?
C15 C16 C17 C18 -1.8(6) . . . . ?
C10 C9 C8 N2 -114.0(2) . . . . ?
C16 C17 C18 C19 0.8(8) . . . . ?
C19 C20 C13 N3 -53.1(3) . . . . ?
C19 C20 C15 C16 0.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.809
_oxdiff_exptl_absorpt_empirical_full_min 0.577
####################################################################### 
# 
# 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_20221020-sgf-zps-3-17_auto
_database_code_depnum_ccdc_archive 'CCDC 2443548'
loop_
_audit_author_name
_audit_author_address
'Dong-Liang Mo'
;Guangxi Normal University
China
;
_audit_update_record             
;
2025-04-14 deposited with the CCDC.	2025-10-09 downloaded from the CCDC.
;
_audit_creation_date             2025-04-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H17 N3 O'
_chemical_formula_sum            'C25 H17 N3 O'
_chemical_formula_weight         375.41
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
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                   11.4831(3)
_cell_length_b                   11.2094(4)
_cell_length_c                   15.2029(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.885(3)
_cell_angle_gamma                90
_cell_volume                     1954.42(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9250
_cell_measurement_temperature    294.24(16)
_cell_measurement_theta_max      75.4840
_cell_measurement_theta_min      2.8970
_shelx_estimated_absorpt_T_max   0.940
_shelx_estimated_absorpt_T_min   0.833
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12674
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.177
_diffrn_reflns_theta_min         4.714
_diffrn_ambient_temperature      294.15
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  31.00   0.50    0.60    --  -43.18  65.00 -76.00  196
  2  ω     19.00 117.00   0.50    0.60    --   43.18  65.00 -76.00  196
  3  ω    -30.00  46.00   0.50    0.60    --   43.18 -65.00 148.00  152
  4  ω    -55.00 -29.00   0.50    2.50    --  -90.25  65.00 -76.00   52
  5  ω   -139.00-114.00   0.50    2.50    --  -90.25 -65.00 148.00   50
  6  ω     90.00 143.00   0.50    2.50    --  109.26  65.00 -76.00  106
  7  ω    149.00 177.00   0.50    2.50    --  109.26  65.00 -76.00   56
  8  ω     37.00  63.00   0.50    2.50    --  109.26 -65.00 148.00   52
  9  ω   -112.00 -21.00   0.50    0.60    --  -43.18 -65.00 148.00  182
 10  ω    -31.00  24.00   0.50    0.60    --   43.18 -19.00-180.00  110
 11  ω     34.00  97.00   0.50    0.60    --   43.18-125.00   0.00  126
 12  ω    -51.00 -16.00   0.50    2.50    --  -90.25  45.00 150.00   70
 13  ω    -53.00 -16.00   0.50    2.50    --  -90.25 125.00-180.00   74
 14  ω    -44.00 -16.00   0.50    2.50    --  -90.25  45.00 120.00   56
 15  ω    -49.00 -21.00   0.50    2.50    --  -90.25  45.00  90.00   56
 16  ω    -49.00 -15.00   0.50    2.50    --  -90.25  45.00-120.00   68
 17  ω     76.00 102.00   0.50    2.50    --  109.26-125.00  30.00   52
 18  ω     90.00 151.00   0.50    2.50    --  109.26  45.00-150.00  122
 19  ω     37.00 105.00   0.50    2.50    --  109.26 -94.00 -90.00  136
 20  ω     36.00  63.00   0.50    2.50    --  109.26-125.00  30.00   54
 21  ω     36.00  63.00   0.50    2.50    --  109.26 -61.00 -30.00   54
 22  ω     36.00  68.00   0.50    2.50    --  109.26-125.00-120.00   64
 23  ω     36.00  62.00   0.50    2.50    --  109.26 -61.00  30.00   52
 24  ω     36.00  63.00   0.50    2.50    --  109.26 -61.00  90.00   54
 25  ω     68.00  95.00   0.50    2.50    --  109.26 -77.00 -60.00   54
 26  ω     38.00  63.00   0.50    2.50    --  109.26 -77.00 -60.00   50
 27  ω     37.00  65.00   0.50    2.50    --  109.26 -61.00  60.00   56
 28  ω     86.00 111.00   0.50    2.50    --  109.26-125.00-120.00   50
 29  ω     44.00  69.00   0.50    2.50    --  109.26 -61.00   0.00   50
 30  ω     36.00  61.00   0.50    2.50    --  109.26 -61.00 -60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3517
_reflns_number_total             3857
_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       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2016/6 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.312
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       0.0036(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3857
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1347
_refine_ls_R_factor_gt           0.1280
_refine_ls_restrained_S_all      1.081
_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)+(0.1145P)²+4.2897P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3160
_refine_ls_wR_factor_ref         0.3203
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G), C00H(H00H),
 C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O), C00Q(H00Q),
 C00R(H00R), C00S(H00S)
1.b Idealised Me refined as rotating group:
 C00T(H00B,H00E,H00I)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
N001 N 0.5901(3) 0.4532(3) 0.3762(2) 0.0533(9) Uani 1 1 d . . . . .
O002 O 0.4234(3) 0.5453(4) 0.4113(3) 0.0884(13) Uani 1 1 d . . . . .
N003 N 0.6017(3) 0.2547(3) 0.3229(3) 0.0646(11) Uani 1 1 d . . . . .
N004 N 0.9334(4) 0.2652(4) 0.3146(4) 0.0917(17) Uani 1 1 d . . . . .
C005 C 0.4821(3) 0.2453(4) 0.3348(3) 0.0532(10) Uani 1 1 d . . . . .
C006 C 0.6465(4) 0.3555(4) 0.3438(4) 0.0633(13) Uani 1 1 d . . . . .
C007 C 0.4710(4) 0.4542(5) 0.3855(3) 0.0603(12) Uani 1 1 d . . . . .
C008 C 0.8936(5) 0.3349(5) 0.2265(3) 0.0635(13) Uani 1 1 d . . . . .
C009 C 0.4161(3) 0.3419(5) 0.3629(3) 0.0572(11) Uani 1 1 d . . . . .
C00A C 0.6705(4) 0.5451(4) 0.3972(3) 0.0622(12) Uani 1 1 d . . . . .
H00A H 0.650254 0.618647 0.420236 0.075 Uiso 1 1 calc R U . . .
C00B C 0.8616(5) 0.2638(5) 0.4569(3) 0.0712(16) Uani 1 1 d . . . . .
C00C C 0.4277(4) 0.1355(5) 0.3147(3) 0.0674(13) Uani 1 1 d . . . . .
H00C H 0.471453 0.070398 0.297733 0.081 Uiso 1 1 calc R U . . .
C00D C 0.9528(5) 0.1350(5) 0.5717(4) 0.0746(15) Uani 1 1 d . . . . .
H00D H 1.008740 0.081518 0.594006 0.090 Uiso 1 1 calc R U . . .
C00E C 0.8054(5) 0.4058(5) 0.2321(4) 0.0683(13) Uani 1 1 d . . . . .
C00F C 0.7882(5) 0.2931(5) 0.5210(4) 0.0767(15) Uani 1 1 d . . . . .
H00F H 0.730202 0.348885 0.507131 0.092 Uiso 1 1 calc R U . . .
C00G C 0.9548(5) 0.3196(5) 0.1526(4) 0.0736(15) Uani 1 1 d . . . . .
H00G H 1.019312 0.269505 0.152209 0.088 Uiso 1 1 calc R U . . .
C00H C 0.9550(5) 0.1748(6) 0.4823(4) 0.088(2) Uani 1 1 d . . . . .
H00H H 1.009348 0.148041 0.443556 0.105 Uiso 1 1 calc R U . . .
C00I C 0.8618(4) 0.3066(4) 0.3584(4) 0.0717(15) Uani 1 1 d . . . . .
C00J C 0.7775(5) 0.5143(5) 0.3803(4) 0.0719(14) Uani 1 1 d . . . . .
C00K C 0.2950(4) 0.3284(7) 0.3678(4) 0.0836(18) Uani 1 1 d . . . . .
H00K H 0.250262 0.391860 0.386493 0.100 Uiso 1 1 calc R U . . .
C00L C 0.7657(5) 0.4685(6) 0.1660(4) 0.0786(16) Uani 1 1 d . . . . .
H00L H 0.703291 0.519792 0.173409 0.094 Uiso 1 1 calc R U . . .
C00M C 0.8122(7) 0.4616(6) 0.0869(4) 0.092(2) Uani 1 1 d . . . . .
H00M H 0.780182 0.505034 0.039461 0.110 Uiso 1 1 calc R U . . .
C00N C 0.3094(5) 0.1257(7) 0.3206(4) 0.0844(18) Uani 1 1 d . . . . .
H00N H 0.272965 0.053212 0.307768 0.101 Uiso 1 1 calc R U . . .
C00O C 0.2427(5) 0.2230(8) 0.3454(4) 0.098(2) Uani 1 1 d . . . . .
H00O H 0.162163 0.215788 0.346675 0.117 Uiso 1 1 calc R U . . .
C00P C 0.7716(4) 0.3956(5) 0.3321(4) 0.0794(17) Uani 1 1 d . . . . .
C00Q C 0.8708(6) 0.1745(7) 0.6226(4) 0.0882(19) Uani 1 1 d . . . . .
H00Q H 0.869512 0.145577 0.679881 0.106 Uiso 1 1 calc R U . . .
C00R C 0.9147(7) 0.3843(7) 0.0760(4) 0.107(3) Uani 1 1 d . . . . .
H00R H 0.950741 0.378212 0.022783 0.129 Uiso 1 1 calc R U . . .
C00S C 0.7928(7) 0.2511(8) 0.5967(5) 0.101(2) Uani 1 1 d . . . . .
H00S H 0.738066 0.275770 0.635938 0.122 Uiso 1 1 calc R U . . .
C00T C 0.8868(6) 0.5856(6) 0.3934(5) 0.107(2) Uani 1 1 d . . . . .
H00B H 0.868324 0.663490 0.414882 0.160 Uiso 1 1 calc R U . . .
H00E H 0.923631 0.592932 0.338334 0.160 Uiso 1 1 calc R U . . .
H00I H 0.938830 0.546147 0.435409 0.160 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
N001 C006 1.376(5) . ?
N001 C007 1.382(5) . ?
N001 C00A 1.409(6) . ?
O002 C007 1.232(5) . ?
N003 C005 1.397(5) . ?
N003 C006 1.276(6) . ?
N004 C008 1.598(8) . ?
N004 C00I 1.178(6) . ?
C005 C009 1.401(6) . ?
C005 C00C 1.407(7) . ?
C006 C00P 1.524(6) . ?
C007 C009 1.442(7) . ?
C008 C00E 1.293(7) . ?
C008 C00G 1.365(7) . ?
C009 C00K 1.404(6) . ?
C00A H00A 0.9300 . ?
C00A C00J 1.315(7) . ?
C00B C00F 1.361(8) . ?
C00B C00H 1.501(9) . ?
C00B C00I 1.572(8) . ?
C00C H00C 0.9300 . ?
C00C C00N 1.371(7) . ?
C00D H00D 0.9300 . ?
C00D C00H 1.432(8) . ?
C00D C00Q 1.324(8) . ?
C00E C00L 1.290(8) . ?
C00E C00P 1.593(8) . ?
C00F H00F 0.9300 . ?
C00F C00S 1.241(9) . ?
C00G H00G 0.9300 . ?
C00G C00R 1.429(10) . ?
C00H H00H 0.9300 . ?
C00I C00P 1.479(7) . ?
C00J C00P 1.518(7) . ?
C00J C00T 1.492(7) . ?
C00K H00K 0.9300 . ?
C00K C00O 1.360(10) . ?
C00L H00L 0.9300 . ?
C00L C00M 1.342(8) . ?
C00M H00M 0.9300 . ?
C00M C00R 1.478(10) . ?
C00N H00N 0.9300 . ?
C00N C00O 1.395(10) . ?
C00O H00O 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00S 1.288(10) . ?
C00R H00R 0.9300 . ?
C00S H00S 0.9300 . ?
C00T H00B 0.9600 . ?
C00T H00E 0.9600 . ?
C00T H00I 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
C006 N001 C007 121.9(4) . . ?
C006 N001 C00A 110.4(3) . . ?
C007 N001 C00A 127.7(4) . . ?
C006 N003 C005 114.9(4) . . ?
C00I N004 C008 95.9(5) . . ?
N003 C005 C009 122.1(4) . . ?
N003 C005 C00C 117.8(4) . . ?
C009 C005 C00C 120.0(4) . . ?
N001 C006 C00P 105.7(4) . . ?
N003 C006 N001 127.1(4) . . ?
N003 C006 C00P 127.1(4) . . ?
N001 C007 C009 113.1(4) . . ?
O002 C007 N001 119.8(5) . . ?
O002 C007 C009 127.1(4) . . ?
C00E C008 N004 115.9(4) . . ?
C00E C008 C00G 124.7(5) . . ?
C00G C008 N004 119.4(5) . . ?
C005 C009 C007 120.7(4) . . ?
C005 C009 C00K 119.1(5) . . ?
C00K C009 C007 120.2(5) . . ?
N001 C00A H00A 124.1 . . ?
C00J C00A N001 111.9(4) . . ?
C00J C00A H00A 124.1 . . ?
C00F C00B C00H 115.8(4) . . ?
C00F C00B C00I 129.8(5) . . ?
C00H C00B C00I 114.4(5) . . ?
C005 C00C H00C 120.4 . . ?
C00N C00C C005 119.2(6) . . ?
C00N C00C H00C 120.4 . . ?
C00H C00D H00D 120.1 . . ?
C00Q C00D H00D 120.1 . . ?
C00Q C00D C00H 119.8(5) . . ?
C008 C00E C00P 104.4(5) . . ?
C00L C00E C008 122.0(5) . . ?
C00L C00E C00P 133.5(5) . . ?
C00B C00F H00F 117.5 . . ?
C00S C00F C00B 125.0(6) . . ?
C00S C00F H00F 117.5 . . ?
C008 C00G H00G 121.7 . . ?
C008 C00G C00R 116.7(5) . . ?
C00R C00G H00G 121.7 . . ?
C00B C00H H00H 123.0 . . ?
C00D C00H C00B 113.9(4) . . ?
C00D C00H H00H 123.0 . . ?
N004 C00I C00B 116.9(5) . . ?
N004 C00I C00P 127.7(7) . . ?
C00P C00I C00B 115.3(5) . . ?
C00A C00J C00P 107.7(4) . . ?
C00A C00J C00T 128.4(5) . . ?
C00T C00J C00P 123.4(5) . . ?
C009 C00K H00K 119.8 . . ?
C00O C00K C009 120.4(6) . . ?
C00O C00K H00K 119.8 . . ?
C00E C00L H00L 119.2 . . ?
C00E C00L C00M 121.7(6) . . ?
C00M C00L H00L 119.2 . . ?
C00L C00M H00M 120.4 . . ?
C00L C00M C00R 119.3(6) . . ?
C00R C00M H00M 120.4 . . ?
C00C C00N H00N 119.5 . . ?
C00C C00N C00O 120.9(6) . . ?
C00O C00N H00N 119.5 . . ?
C00K C00O C00N 120.4(5) . . ?
C00K C00O H00O 119.8 . . ?
C00N C00O H00O 119.8 . . ?
C006 C00P C00E 114.2(5) . . ?
C00I C00P C006 114.9(5) . . ?
C00I C00P C00E 96.0(4) . . ?
C00I C00P C00J 116.6(5) . . ?
C00J C00P C006 102.8(4) . . ?
C00J C00P C00E 112.9(5) . . ?
C00D C00Q H00Q 118.4 . . ?
C00S C00Q C00D 123.2(6) . . ?
C00S C00Q H00Q 118.4 . . ?
C00G C00R C00M 115.6(4) . . ?
C00G C00R H00R 122.2 . . ?
C00M C00R H00R 122.2 . . ?
C00F C00S C00Q 122.2(7) . . ?
C00F C00S H00S 118.9 . . ?
C00Q C00S H00S 118.9 . . ?
C00J C00T H00B 109.5 . . ?
C00J C00T H00E 109.5 . . ?
C00J C00T H00I 109.5 . . ?
H00B C00T H00E 109.5 . . ?
H00B C00T H00I 109.5 . . ?
H00E C00T H00I 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
N001 C006 C00P C00E -111.1(5) . . . . ?
N001 C006 C00P C00I 139.4(5) . . . . ?
N001 C006 C00P C00J 11.6(6) . . . . ?
N001 C007 C009 C005 -0.1(6) . . . . ?
N001 C007 C009 C00K -179.2(4) . . . . ?
N001 C00A C00J C00P 7.7(6) . . . . ?
N001 C00A C00J C00T -179.8(6) . . . . ?
O002 C007 C009 C005 -179.7(5) . . . . ?
O002 C007 C009 C00K 1.2(8) . . . . ?
N003 C005 C009 C007 -3.4(7) . . . . ?
N003 C005 C009 C00K 175.8(4) . . . . ?
N003 C005 C00C C00N -176.1(4) . . . . ?
N003 C006 C00P C00E 65.1(8) . . . . ?
N003 C006 C00P C00I -44.5(9) . . . . ?
N003 C006 C00P C00J -172.2(6) . . . . ?
N004 C008 C00E C00L 179.0(5) . . . . ?
N004 C008 C00E C00P 1.0(5) . . . . ?
N004 C008 C00G C00R 180.0(4) . . . . ?
N004 C00I C00P C006 122.0(6) . . . . ?
N004 C00I C00P C00E 1.8(6) . . . . ?
N004 C00I C00P C00J -117.6(6) . . . . ?
C005 N003 C006 N001 0.1(8) . . . . ?
C005 N003 C006 C00P -175.2(5) . . . . ?
C005 C009 C00K C00O -0.1(7) . . . . ?
C005 C00C C00N C00O 0.4(8) . . . . ?
C006 N001 C007 O002 -177.0(5) . . . . ?
C006 N001 C007 C009 3.4(6) . . . . ?
C006 N001 C00A C00J 0.3(6) . . . . ?
C006 N003 C005 C009 3.3(7) . . . . ?
C006 N003 C005 C00C -178.7(5) . . . . ?
C007 N001 C006 N003 -3.7(8) . . . . ?
C007 N001 C006 C00P 172.4(4) . . . . ?
C007 N001 C00A C00J 179.9(5) . . . . ?
C007 C009 C00K C00O 179.1(5) . . . . ?
C008 N004 C00I C00B 179.2(4) . . . . ?
C008 N004 C00I C00P -1.3(6) . . . . ?
C008 C00E C00L C00M 1.5(9) . . . . ?
C008 C00E C00P C006 -122.1(5) . . . . ?
C008 C00E C00P C00I -1.4(5) . . . . ?
C008 C00E C00P C00J 120.8(5) . . . . ?
C008 C00G C00R C00M 0.8(7) . . . . ?
C009 C005 C00C C00N 2.0(7) . . . . ?
C009 C00K C00O C00N 2.5(9) . . . . ?
C00A N001 C006 N003 175.9(5) . . . . ?
C00A N001 C006 C00P -7.9(6) . . . . ?
C00A N001 C007 O002 3.4(7) . . . . ?
C00A N001 C007 C009 -176.2(4) . . . . ?
C00A C00J C00P C006 -11.8(7) . . . . ?
C00A C00J C00P C00E 111.8(5) . . . . ?
C00A C00J C00P C00I -138.4(5) . . . . ?
C00B C00F C00S C00Q 0.9(12) . . . . ?
C00B C00I C00P C006 -58.5(6) . . . . ?
C00B C00I C00P C00E -178.7(4) . . . . ?
C00B C00I C00P C00J 61.9(6) . . . . ?
C00C C005 C009 C007 178.7(4) . . . . ?
C00C C005 C009 C00K -2.2(6) . . . . ?
C00C C00N C00O C00K -2.7(9) . . . . ?
C00D C00Q C00S C00F 0.6(12) . . . . ?
C00E C008 C00G C00R -2.2(8) . . . . ?
C00E C00L C00M C00R -2.7(9) . . . . ?
C00F C00B C00H C00D -0.5(6) . . . . ?
C00F C00B C00I N004 -177.9(5) . . . . ?
C00F C00B C00I C00P 2.6(7) . . . . ?
C00G C008 C00E C00L 1.1(8) . . . . ?
C00G C008 C00E C00P -176.9(5) . . . . ?
C00H C00B C00F C00S -0.9(9) . . . . ?
C00H C00B C00I N004 0.4(6) . . . . ?
C00H C00B C00I C00P -179.1(4) . . . . ?
C00H C00D C00Q C00S -2.0(10) . . . . ?
C00I N004 C008 C00E 0.0(5) . . . . ?
C00I N004 C008 C00G 178.0(5) . . . . ?
C00I C00B C00F C00S 177.4(6) . . . . ?
C00I C00B C00H C00D -179.1(4) . . . . ?
C00L C00E C00P C006 60.2(8) . . . . ?
C00L C00E C00P C00I -179.0(6) . . . . ?
C00L C00E C00P C00J -56.8(8) . . . . ?
C00L C00M C00R C00G 1.5(8) . . . . ?
C00P C00E C00L C00M 178.9(5) . . . . ?
C00Q C00D C00H C00B 1.8(7) . . . . ?
C00T C00J C00P C006 175.2(6) . . . . ?
C00T C00J C00P C00E -61.3(8) . . . . ?
C00T C00J C00P C00I 48.5(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
