# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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. 
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data_mo_vippn_nc02119_0m
_database_code_depnum_ccdc_archive 'CCDC 2130190'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;Vidyasirimedhi Institute of Science and Technology
Thailand
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;
_audit_creation_date             2021-12-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H29 N3 O'
_chemical_formula_sum            'C41 H29 N3 O'
_chemical_formula_weight         579.67
_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/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                   12.6993(11)
_cell_length_b                   16.3312(14)
_cell_length_c                   14.3395(11)
_cell_angle_alpha                90
_cell_angle_beta                 100.320(3)
_cell_angle_gamma                90
_cell_volume                     2925.8(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.972
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6625
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0989 before and 0.0622 after correction.
The Ratio of minimum to maximum transmission is 0.8884.
The λ/2 correction factor is Not present.
;
_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    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.362
_exptl_crystal_size_mid          0.251
_exptl_crystal_size_min          0.183
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0288
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            49935
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.974
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5049
_reflns_number_total             5972
_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       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.339
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       0.0107(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         5972
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0400
_refine_ls_restrained_S_all      1.043
_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)+(0.0418P)²+1.5656P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1005
_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:
 C1(H1A), C2(H2), C3(H3), C10(H10), C13(H13), C14(H14), C16(H16), C17(H17),
 C18(H18), C21(H21), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29), C30(H30),
  C31(H31), C32(H32), C34(H34), C35(H35), C36(H36), C37(H37), C38(H38),
 C39(H39), C42(H42)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O1 O 0.51835(8) 0.34106(6) 0.70198(7) 0.0236(2) Uani 1 1 d . . . . .
H1 H 0.4857(17) 0.3385(13) 0.6368(16) 0.052(6) Uiso 1 1 d . . . . .
N1 N 0.43084(9) 0.38546(7) 0.53473(8) 0.0176(2) Uani 1 1 d . . . . .
N2 N 0.32196(9) 0.49360(7) 0.51973(7) 0.0157(2) Uani 1 1 d . . . . .
N3 N 0.69485(11) 0.14617(8) 1.13870(9) 0.0262(3) Uani 1 1 d . . . . .
C1 C 0.31042(12) 0.17649(9) 0.26642(10) 0.0219(3) Uani 1 1 d . . . . .
H1A H 0.299158 0.131231 0.224192 0.026 Uiso 1 1 calc R . . . .
C2 C 0.39678(11) 0.17559(9) 0.34236(10) 0.0224(3) Uani 1 1 d . . . . .
H2 H 0.444195 0.130133 0.351357 0.027 Uiso 1 1 calc R . . . .
C3 C 0.41253(11) 0.24086(9) 0.40381(10) 0.0202(3) Uani 1 1 d . . . . .
H3 H 0.471341 0.240640 0.455134 0.024 Uiso 1 1 calc R . . . .
C4 C 0.34200(11) 0.30796(8) 0.39104(9) 0.0171(3) Uani 1 1 d . . . . .
C5 C 0.35423(10) 0.37616(8) 0.45449(9) 0.0165(3) Uani 1 1 d . . . . .
C6 C 0.40952(10) 0.45603(8) 0.57331(9) 0.0166(3) Uani 1 1 d . . . . .
C7 C 0.46842(10) 0.48231(8) 0.66640(9) 0.0173(3) Uani 1 1 d . . . . .
C8 C 0.51757(10) 0.42086(8) 0.72878(9) 0.0181(3) Uani 1 1 d . . . . .
C9 C 0.56530(11) 0.44012(8) 0.82297(9) 0.0184(3) Uani 1 1 d . . . . .
C10 C 0.60272(11) 0.37137(8) 0.88640(10) 0.0193(3) Uani 1 1 d . . . . .
H10 H 0.578798 0.319110 0.862294 0.023 Uiso 1 1 calc R . . . .
C11 C 0.66538(11) 0.36972(8) 0.97321(9) 0.0178(3) Uani 1 1 d . . . . .
C12 C 0.67745(11) 0.29188(8) 1.02840(9) 0.0178(3) Uani 1 1 d . . . . .
C13 C 0.60768(12) 0.22559(9) 1.00570(10) 0.0214(3) Uani 1 1 d . . . . .
H13 H 0.551929 0.228554 0.951933 0.026 Uiso 1 1 calc R . . . .
C14 C 0.61956(12) 0.15594(9) 1.06115(10) 0.0239(3) Uani 1 1 d . . . . .
H14 H 0.571136 0.112015 1.043128 0.029 Uiso 1 1 calc R . . . .
C16 C 0.01337(11) 0.44157(9) 0.22249(10) 0.0210(3) Uani 1 1 d . . . . .
H16 H -0.045888 0.441154 0.171579 0.025 Uiso 1 1 calc R . . . .
C17 C 0.02485(11) 0.50500(8) 0.28917(10) 0.0194(3) Uani 1 1 d . . . . .
H17 H -0.027796 0.546839 0.284711 0.023 Uiso 1 1 calc R . . . .
C18 C 0.11255(11) 0.50672(8) 0.36127(9) 0.0176(3) Uani 1 1 d . . . . .
H18 H 0.119767 0.550021 0.406203 0.021 Uiso 1 1 calc R . . . .
C19 C 0.19186(10) 0.44530(8) 0.36960(9) 0.0159(3) Uani 1 1 d . . . . .
C20 C 0.28496(10) 0.44163(8) 0.44349(9) 0.0156(3) Uani 1 1 d . . . . .
C21 C 0.47397(10) 0.56358(8) 0.69777(9) 0.0176(3) Uani 1 1 d . . . . .
H21 H 0.444418 0.605637 0.655233 0.021 Uiso 1 1 calc R . . . .
C22 C 0.52170(10) 0.58428(8) 0.78971(9) 0.0178(3) Uani 1 1 d . . . . .
C23 C 0.52258(12) 0.67167(8) 0.82337(10) 0.0223(3) Uani 1 1 d . . . . .
H23A H 0.532498 0.672677 0.892724 0.033 Uiso 1 1 calc GR . . . .
H23B H 0.454419 0.697878 0.796649 0.033 Uiso 1 1 calc GR . . . .
H23C H 0.581392 0.701324 0.802624 0.033 Uiso 1 1 calc GR . . . .
C24 C 0.56496(11) 0.52208(8) 0.85111(9) 0.0189(3) Uani 1 1 d . . . . .
H24 H 0.595438 0.535824 0.914584 0.023 Uiso 1 1 calc R . . . .
C25 C 0.76243(12) 0.20942(9) 1.16022(10) 0.0250(3) Uani 1 1 d . . . . .
H25 H 0.817158 0.204583 1.214564 0.030 Uiso 1 1 calc R . . . .
C26 C 0.75745(11) 0.28152(9) 1.10806(10) 0.0216(3) Uani 1 1 d . . . . .
H26 H 0.808425 0.323691 1.126593 0.026 Uiso 1 1 calc R . . . .
C27 C 0.72357(11) 0.44319(8) 1.01824(9) 0.0175(3) Uani 1 1 d . . . . .
C28 C 0.70269(11) 0.47351(9) 1.10426(10) 0.0214(3) Uani 1 1 d . . . . .
H28 H 0.654364 0.445066 1.136174 0.026 Uiso 1 1 calc R . . . .
C29 C 0.75161(12) 0.54465(9) 1.14374(10) 0.0244(3) Uani 1 1 d . . . . .
H29 H 0.735671 0.565051 1.201684 0.029 Uiso 1 1 calc R . . . .
C30 C 0.82355(12) 0.58579(9) 1.09867(10) 0.0242(3) Uani 1 1 d . . . . .
H30 H 0.856675 0.634695 1.125233 0.029 Uiso 1 1 calc R . . . .
C31 C 0.84700(11) 0.55527(9) 1.01461(10) 0.0238(3) Uani 1 1 d . . . . .
H31 H 0.897357 0.582866 0.984179 0.029 Uiso 1 1 calc R . . . .
C32 C 0.79749(11) 0.48468(9) 0.97452(10) 0.0207(3) Uani 1 1 d . . . . .
H32 H 0.814105 0.464429 0.916755 0.025 Uiso 1 1 calc R . . . .
C33 C 0.27498(10) 0.57036(8) 0.53962(9) 0.0159(3) Uani 1 1 d . . . . .
C34 C 0.20865(11) 0.57338(8) 0.60645(9) 0.0192(3) Uani 1 1 d . . . . .
H34 H 0.193733 0.525263 0.638975 0.023 Uiso 1 1 calc R . . . .
C35 C 0.16443(12) 0.64800(9) 0.62496(10) 0.0233(3) Uani 1 1 d . . . . .
H35 H 0.119312 0.651206 0.670998 0.028 Uiso 1 1 calc R . . . .
C36 C 0.18570(12) 0.71812(9) 0.57660(10) 0.0239(3) Uani 1 1 d . . . . .
H36 H 0.155218 0.769040 0.589671 0.029 Uiso 1 1 calc R . . . .
C37 C 0.25145(11) 0.71369(8) 0.50924(10) 0.0221(3) Uani 1 1 d . . . . .
H37 H 0.265309 0.761540 0.475742 0.027 Uiso 1 1 calc R . . . .
C38 C 0.29699(11) 0.63971(8) 0.49064(9) 0.0187(3) Uani 1 1 d . . . . .
H38 H 0.342614 0.636536 0.445002 0.022 Uiso 1 1 calc R . . . .
C39 C 0.24172(11) 0.24229(8) 0.25235(10) 0.0196(3) Uani 1 1 d . . . . .
H39 H 0.184476 0.242183 0.199662 0.023 Uiso 1 1 calc R . . . .
C40 C 0.25455(10) 0.30992(8) 0.31459(9) 0.0166(3) Uani 1 1 d . . . . .
C41 C 0.17881(11) 0.37864(8) 0.30407(9) 0.0165(3) Uani 1 1 d . . . . .
C42 C 0.08826(11) 0.37974(8) 0.23089(9) 0.0197(3) Uani 1 1 d . . . . .
H42 H 0.078630 0.336420 0.185944 0.024 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
O1 H1 0.95(2) . ?
O1 C8 1.3593(16) . ?
N1 C5 1.3757(17) . ?
N1 C6 1.3271(17) . ?
N2 C6 1.3774(17) . ?
N2 C20 1.3973(16) . ?
N2 C33 1.4386(17) . ?
N3 C14 1.340(2) . ?
N3 C25 1.343(2) . ?
C1 H1A 0.9500 . ?
C1 C2 1.400(2) . ?
C1 C39 1.376(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.375(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.4063(19) . ?
C4 C5 1.4289(18) . ?
C4 C40 1.4142(19) . ?
C5 C20 1.3755(19) . ?
C6 C7 1.4724(18) . ?
C7 C8 1.4131(19) . ?
C7 C21 1.3991(19) . ?
C8 C9 1.4133(19) . ?
C9 C10 1.4693(19) . ?
C9 C24 1.3983(19) . ?
C10 H10 0.9500 . ?
C10 C11 1.3522(19) . ?
C11 C12 1.4908(19) . ?
C11 C27 1.4938(19) . ?
C12 C13 1.3999(19) . ?
C12 C26 1.3963(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.381(2) . ?
C14 H14 0.9500 . ?
C16 H16 0.9500 . ?
C16 C17 1.400(2) . ?
C16 C42 1.377(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.3775(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.4113(19) . ?
C19 C20 1.4404(18) . ?
C19 C41 1.4282(18) . ?
C21 H21 0.9500 . ?
C21 C22 1.3905(19) . ?
C22 C23 1.5060(19) . ?
C22 C24 1.3911(19) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.390(2) . ?
C26 H26 0.9500 . ?
C27 C28 1.3979(19) . ?
C27 C32 1.3943(19) . ?
C28 H28 0.9500 . ?
C28 C29 1.389(2) . ?
C29 H29 0.9500 . ?
C29 C30 1.384(2) . ?
C30 H30 0.9500 . ?
C30 C31 1.385(2) . ?
C31 H31 0.9500 . ?
C31 C32 1.388(2) . ?
C32 H32 0.9500 . ?
C33 C34 1.3854(19) . ?
C33 C38 1.3874(19) . ?
C34 H34 0.9500 . ?
C34 C35 1.387(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.390(2) . ?
C36 H36 0.9500 . ?
C36 C37 1.387(2) . ?
C37 H37 0.9500 . ?
C37 C38 1.386(2) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C39 C40 1.4109(19) . ?
C40 C41 1.4682(19) . ?
C41 C42 1.4112(19) . ?
C42 H42 0.9500 . ?

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
C8 O1 H1 107.2(12) . . ?
C6 N1 C5 106.14(11) . . ?
C6 N2 C20 106.89(11) . . ?
C6 N2 C33 126.85(11) . . ?
C20 N2 C33 126.24(11) . . ?
C14 N3 C25 115.51(12) . . ?
C2 C1 H1A 119.7 . . ?
C39 C1 H1A 119.7 . . ?
C39 C1 C2 120.66(13) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 C1 119.61(13) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.31(13) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 122.04(12) . . ?
C3 C4 C40 120.79(12) . . ?
C40 C4 C5 117.16(12) . . ?
N1 C5 C4 126.75(12) . . ?
C20 C5 N1 110.61(11) . . ?
C20 C5 C4 122.59(12) . . ?
N1 C6 N2 111.04(11) . . ?
N1 C6 C7 121.51(12) . . ?
N2 C6 C7 127.16(12) . . ?
C8 C7 C6 117.50(12) . . ?
C21 C7 C6 123.79(12) . . ?
C21 C7 C8 118.63(12) . . ?
O1 C8 C7 121.79(12) . . ?
O1 C8 C9 117.39(12) . . ?
C7 C8 C9 120.80(12) . . ?
C8 C9 C10 117.22(12) . . ?
C24 C9 C8 117.76(12) . . ?
C24 C9 C10 124.77(12) . . ?
C9 C10 H10 114.5 . . ?
C11 C10 C9 131.05(13) . . ?
C11 C10 H10 114.5 . . ?
C10 C11 C12 119.55(12) . . ?
C10 C11 C27 123.08(12) . . ?
C12 C11 C27 117.36(11) . . ?
C13 C12 C11 122.37(12) . . ?
C26 C12 C11 121.88(12) . . ?
C26 C12 C13 115.72(12) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.26(13) . . ?
C14 C13 H13 119.9 . . ?
N3 C14 C13 124.35(14) . . ?
N3 C14 H14 117.8 . . ?
C13 C14 H14 117.8 . . ?
C17 C16 H16 120.1 . . ?
C42 C16 H16 120.1 . . ?
C42 C16 C17 119.81(12) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 119.93(13) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.19(12) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C20 124.83(12) . . ?
C18 C19 C41 119.28(12) . . ?
C41 C19 C20 115.82(12) . . ?
N2 C20 C19 131.83(12) . . ?
C5 C20 N2 105.30(11) . . ?
C5 C20 C19 122.71(12) . . ?
C7 C21 H21 119.2 . . ?
C22 C21 C7 121.58(12) . . ?
C22 C21 H21 119.2 . . ?
C21 C22 C23 120.74(12) . . ?
C21 C22 C24 118.57(12) . . ?
C24 C22 C23 120.65(12) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C9 C24 H24 118.7 . . ?
C22 C24 C9 122.53(12) . . ?
C22 C24 H24 118.7 . . ?
N3 C25 H25 117.9 . . ?
N3 C25 C26 124.20(13) . . ?
C26 C25 H25 117.9 . . ?
C12 C26 H26 120.0 . . ?
C25 C26 C12 119.94(13) . . ?
C25 C26 H26 120.0 . . ?
C28 C27 C11 120.56(12) . . ?
C32 C27 C11 121.11(12) . . ?
C32 C27 C28 118.30(13) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 C27 120.94(13) . . ?
C29 C28 H28 119.5 . . ?
C28 C29 H29 120.0 . . ?
C30 C29 C28 120.00(13) . . ?
C30 C29 H29 120.0 . . ?
C29 C30 H30 120.2 . . ?
C29 C30 C31 119.64(13) . . ?
C31 C30 H30 120.2 . . ?
C30 C31 H31 119.8 . . ?
C30 C31 C32 120.49(14) . . ?
C32 C31 H31 119.8 . . ?
C27 C32 H32 119.7 . . ?
C31 C32 C27 120.60(13) . . ?
C31 C32 H32 119.7 . . ?
C34 C33 N2 119.56(11) . . ?
C34 C33 C38 121.58(12) . . ?
C38 C33 N2 118.86(12) . . ?
C33 C34 H34 120.6 . . ?
C33 C34 C35 118.73(13) . . ?
C35 C34 H34 120.6 . . ?
C34 C35 H35 119.8 . . ?
C34 C35 C36 120.45(13) . . ?
C36 C35 H35 119.8 . . ?
C35 C36 H36 120.0 . . ?
C37 C36 C35 119.96(13) . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 119.9 . . ?
C38 C37 C36 120.22(13) . . ?
C38 C37 H37 119.9 . . ?
C33 C38 H38 120.5 . . ?
C37 C38 C33 119.04(13) . . ?
C37 C38 H38 120.5 . . ?
C1 C39 H39 119.3 . . ?
C1 C39 C40 121.34(13) . . ?
C40 C39 H39 119.3 . . ?
C4 C40 C41 120.40(12) . . ?
C39 C40 C4 117.28(12) . . ?
C39 C40 C41 122.28(12) . . ?
C19 C41 C40 121.22(12) . . ?
C42 C41 C19 117.56(12) . . ?
C42 C41 C40 121.18(12) . . ?
C16 C42 C41 122.15(13) . . ?
C16 C42 H42 118.9 . . ?
C41 C42 H42 118.9 . . ?

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
O1 C8 C9 C10 -5.54(18) . . . . ?
O1 C8 C9 C24 179.93(12) . . . . ?
N1 C5 C20 N2 0.82(14) . . . . ?
N1 C5 C20 C19 -175.07(12) . . . . ?
N1 C6 C7 C8 -23.34(19) . . . . ?
N1 C6 C7 C21 159.77(13) . . . . ?
N2 C6 C7 C8 149.88(13) . . . . ?
N2 C6 C7 C21 -27.0(2) . . . . ?
N2 C33 C34 C35 179.74(12) . . . . ?
N2 C33 C38 C37 179.67(12) . . . . ?
N3 C25 C26 C12 0.9(2) . . . . ?
C1 C2 C3 C4 0.5(2) . . . . ?
C1 C39 C40 C4 1.09(19) . . . . ?
C1 C39 C40 C41 -176.50(12) . . . . ?
C2 C1 C39 C40 -1.3(2) . . . . ?
C2 C3 C4 C5 178.62(13) . . . . ?
C2 C3 C4 C40 -0.6(2) . . . . ?
C3 C4 C5 N1 -1.7(2) . . . . ?
C3 C4 C5 C20 -179.11(13) . . . . ?
C3 C4 C40 C39 -0.15(19) . . . . ?
C3 C4 C40 C41 177.48(12) . . . . ?
C4 C5 C20 N2 178.62(12) . . . . ?
C4 C5 C20 C19 2.7(2) . . . . ?
C4 C40 C41 C19 0.68(19) . . . . ?
C4 C40 C41 C42 -176.93(12) . . . . ?
C5 N1 C6 N2 -0.84(15) . . . . ?
C5 N1 C6 C7 173.38(12) . . . . ?
C5 C4 C40 C39 -179.42(12) . . . . ?
C5 C4 C40 C41 -1.79(18) . . . . ?
C6 N1 C5 C4 -177.70(13) . . . . ?
C6 N1 C5 C20 -0.02(15) . . . . ?
C6 N2 C20 C5 -1.29(14) . . . . ?
C6 N2 C20 C19 174.07(13) . . . . ?
C6 N2 C33 C34 -78.76(17) . . . . ?
C6 N2 C33 C38 101.61(15) . . . . ?
C6 C7 C8 O1 5.14(19) . . . . ?
C6 C7 C8 C9 -172.95(12) . . . . ?
C6 C7 C21 C22 173.60(12) . . . . ?
C7 C8 C9 C10 172.64(12) . . . . ?
C7 C8 C9 C24 -1.9(2) . . . . ?
C7 C21 C22 C23 -177.30(12) . . . . ?
C7 C21 C22 C24 0.2(2) . . . . ?
C8 C7 C21 C22 -3.3(2) . . . . ?
C8 C9 C10 C11 167.98(14) . . . . ?
C8 C9 C24 C22 -1.3(2) . . . . ?
C9 C10 C11 C12 170.72(13) . . . . ?
C9 C10 C11 C27 -8.7(2) . . . . ?
C10 C9 C24 C22 -175.35(13) . . . . ?
C10 C11 C12 C13 -16.0(2) . . . . ?
C10 C11 C12 C26 166.04(13) . . . . ?
C10 C11 C27 C28 119.42(15) . . . . ?
C10 C11 C27 C32 -58.66(19) . . . . ?
C11 C12 C13 C14 -177.45(13) . . . . ?
C11 C12 C26 C25 176.75(13) . . . . ?
C11 C27 C28 C29 -176.06(12) . . . . ?
C11 C27 C32 C31 176.69(12) . . . . ?
C12 C11 C27 C28 -60.00(17) . . . . ?
C12 C11 C27 C32 121.92(14) . . . . ?
C12 C13 C14 N3 0.6(2) . . . . ?
C13 C12 C26 C25 -1.35(19) . . . . ?
C14 N3 C25 C26 0.3(2) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
C17 C16 C42 C41 -1.4(2) . . . . ?
C17 C18 C19 C20 -178.92(12) . . . . ?
C17 C18 C19 C41 -2.31(19) . . . . ?
C18 C19 C20 N2 -1.7(2) . . . . ?
C18 C19 C20 C5 173.01(13) . . . . ?
C18 C19 C41 C40 -174.91(12) . . . . ?
C18 C19 C41 C42 2.77(18) . . . . ?
C19 C41 C42 C16 -0.96(19) . . . . ?
C20 N2 C6 N1 1.36(15) . . . . ?
C20 N2 C6 C7 -172.46(12) . . . . ?
C20 N2 C33 C34 99.04(15) . . . . ?
C20 N2 C33 C38 -80.59(16) . . . . ?
C20 C19 C41 C40 1.99(18) . . . . ?
C20 C19 C41 C42 179.68(11) . . . . ?
C21 C7 C8 O1 -177.81(12) . . . . ?
C21 C7 C8 C9 4.1(2) . . . . ?
C21 C22 C24 C9 2.1(2) . . . . ?
C23 C22 C24 C9 179.64(13) . . . . ?
C24 C9 C10 C11 -17.9(2) . . . . ?
C25 N3 C14 C13 -1.1(2) . . . . ?
C26 C12 C13 C14 0.63(19) . . . . ?
C27 C11 C12 C13 163.45(12) . . . . ?
C27 C11 C12 C26 -14.52(19) . . . . ?
C27 C28 C29 C30 -1.1(2) . . . . ?
C28 C27 C32 C31 -1.4(2) . . . . ?
C28 C29 C30 C31 -0.5(2) . . . . ?
C29 C30 C31 C32 1.2(2) . . . . ?
C30 C31 C32 C27 -0.2(2) . . . . ?
C32 C27 C28 C29 2.1(2) . . . . ?
C33 N2 C6 N1 179.51(12) . . . . ?
C33 N2 C6 C7 5.7(2) . . . . ?
C33 N2 C20 C5 -179.45(12) . . . . ?
C33 N2 C20 C19 -4.1(2) . . . . ?
C33 C34 C35 C36 0.6(2) . . . . ?
C34 C33 C38 C37 0.0(2) . . . . ?
C34 C35 C36 C37 0.1(2) . . . . ?
C35 C36 C37 C38 -0.7(2) . . . . ?
C36 C37 C38 C33 0.6(2) . . . . ?
C38 C33 C34 C35 -0.6(2) . . . . ?
C39 C1 C2 C3 0.5(2) . . . . ?
C39 C40 C41 C19 178.18(12) . . . . ?
C39 C40 C41 C42 0.58(19) . . . . ?
C40 C4 C5 N1 177.58(12) . . . . ?
C40 C4 C5 C20 0.15(19) . . . . ?
C40 C41 C42 C16 176.72(13) . . . . ?
C41 C19 C20 N2 -178.38(13) . . . . ?
C41 C19 C20 C5 -3.70(18) . . . . ?
C42 C16 C17 C18 1.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/methanol'
####################################################################### 
# 
# 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_vippn_nc02120
_database_code_depnum_ccdc_archive 'CCDC 2144527'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;Vidyasirimedhi Institute of Science and Technology
Thailand
;
_audit_update_record             
;
2024-02-10 deposited with the CCDC.	2024-07-31 downloaded from the CCDC.
;
_audit_creation_date             2024-02-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H31 N3 O'
_chemical_formula_sum            'C41 H31 N3 O'
_chemical_formula_weight         581.69
_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                   10.6202(17)
_cell_length_b                   11.1341(18)
_cell_length_c                   13.581(2)
_cell_angle_alpha                106.157(5)
_cell_angle_beta                 97.582(5)
_cell_angle_gamma                98.728(6)
_cell_volume                     1498.7(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.30
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.974
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0992 before and 0.0695 after correction.
The Ratio of minimum to maximum transmission is 0.9324.
The λ/2 correction factor is Not present.
;
_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    1.289
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             612
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane/methanol'
_exptl_crystal_size_max          0.339
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.216
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43101
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_min         1.943
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5096
_reflns_number_total             6610
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       0.0247(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         6610
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0462
_refine_ls_restrained_S_all      1.039
_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)+(0.0410P)²+0.9057P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1020
_refine_ls_wR_factor_ref         0.1131
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Sof: N3A(0.8) N3B(0.2) C31A(0.8) H31A(0.8) C31B(0.2) H31B(0.2)
 C32A(0.8) H32A(0.8) C32B(0.2) H32B(0.2) H34(0.8) H34A(0.2)
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C10(H10), C13(H13), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C27(H27),
  C28(H28), C29(H29), C31A(H31A), C31B(H31B), C32A(H32A), C32B(H32B), C34(H34),
 C34(H34A), C35(H35), C38(H38), C39(H39), C40(H40), C41(H41), C42(H42)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O1 O 0.67163(10) 0.28490(11) 0.54469(9) 0.0202(3) Uani 1 1 d . . . . .
N1 N 0.35959(12) 0.32924(12) 0.34363(9) 0.0156(3) Uani 1 1 d . . . . .
N2 N 0.57106(12) 0.34213(12) 0.38457(10) 0.0167(3) Uani 1 1 d . . . . .
N3A N 1.0545(4) 0.1547(3) 0.9494(3) 0.0386(9) Uani 0.8 1 d . . P A 1
N3B N 1.0478(19) 0.1012(13) 0.9263(15) 0.046(4) Uani 0.2 1 d . . P A 2
C1 C 0.22532(16) 0.51742(17) 0.04351(13) 0.0256(4) Uani 1 1 d . . . . .
H1A H 0.182465 0.542479 -0.011235 0.031 Uiso 1 1 calc R U . . .
C2 C 0.18415(16) 0.54120(16) 0.13838(13) 0.0238(4) Uani 1 1 d . . . . .
H2 H 0.113383 0.583313 0.148691 0.029 Uiso 1 1 calc R U . . .
C3 C 0.24531(15) 0.50406(15) 0.21849(12) 0.0197(3) Uani 1 1 d . . . . .
H3 H 0.216829 0.521448 0.283534 0.024 Uiso 1 1 calc R U . . .
C4 C 0.34850(14) 0.44127(14) 0.20377(11) 0.0164(3) Uani 1 1 d . . . . .
C5 C 0.41863(14) 0.39899(14) 0.28498(11) 0.0161(3) Uani 1 1 d . . . . .
C6 C 0.45671(14) 0.29641(14) 0.40240(11) 0.0157(3) Uani 1 1 d . . . . .
C7 C 0.44206(14) 0.21975(14) 0.47390(11) 0.0155(3) Uani 1 1 d . . . . .
C8 C 0.55298(14) 0.21930(14) 0.54395(11) 0.0156(3) Uani 1 1 d . . . . .
C9 C 0.54265(15) 0.14906(14) 0.61548(11) 0.0162(3) Uani 1 1 d . . . . .
C10 C 0.66093(15) 0.15292(15) 0.68686(12) 0.0184(3) Uani 1 1 d . . . . .
H10 H 0.740024 0.181493 0.667275 0.022 Uiso 1 1 calc R U . . .
C11 C 0.67317(14) 0.12164(15) 0.77630(12) 0.0179(3) Uani 1 1 d . . . . .
C12 C 0.56186(14) 0.08275(15) 0.82446(11) 0.0177(3) Uani 1 1 d . . . . .
C13 C 0.53258(15) -0.04118(15) 0.82978(12) 0.0204(3) Uani 1 1 d . . . . .
H13 H 0.587179 -0.099504 0.807186 0.025 Uiso 1 1 calc R U . . .
C14 C 0.42380(16) -0.07944(17) 0.86804(13) 0.0255(4) Uani 1 1 d . . . . .
H14 H 0.403815 -0.164534 0.870511 0.031 Uiso 1 1 calc R U . . .
C15 C 0.34449(15) 0.00349(18) 0.90239(12) 0.0258(4) Uani 1 1 d . . . . .
H15 H 0.268888 -0.024251 0.926844 0.031 Uiso 1 1 calc R U . . .
C16 C 0.87440(16) 0.61759(16) 0.24082(13) 0.0238(4) Uani 1 1 d . . . . .
H16 H 0.948206 0.665626 0.227053 0.029 Uiso 1 1 calc R U . . .
C17 C 0.76712(16) 0.67147(15) 0.25947(12) 0.0218(3) Uani 1 1 d . . . . .
H17 H 0.767329 0.756235 0.257800 0.026 Uiso 1 1 calc R U . . .
C18 C 0.65960(15) 0.60243(15) 0.28052(12) 0.0190(3) Uani 1 1 d . . . . .
H18 H 0.586464 0.639984 0.293400 0.023 Uiso 1 1 calc R U . . .
C19 C 0.65858(14) 0.47765(15) 0.28284(11) 0.0171(3) Uani 1 1 d . . . . .
C20 C 0.76613(15) 0.42422(15) 0.26330(12) 0.0205(3) Uani 1 1 d . . . . .
H20 H 0.765988 0.339233 0.264328 0.025 Uiso 1 1 calc R U . . .
C21 C 0.87387(16) 0.49352(16) 0.24227(13) 0.0232(4) Uani 1 1 d . . . . .
H21 H 0.946952 0.456063 0.228932 0.028 Uiso 1 1 calc R U . . .
C22 C 0.54882(14) 0.40676(14) 0.31307(11) 0.0163(3) Uani 1 1 d . . . . .
C23 C 0.32875(16) 0.45725(17) 0.02865(12) 0.0251(4) Uani 1 1 d . . . . .
H23 H 0.358269 0.442242 -0.035935 0.030 Uiso 1 1 calc R U . . .
C24 C 0.38949(15) 0.41877(16) 0.10790(12) 0.0211(3) Uani 1 1 d . . . . .
H24 H 0.460010 0.376467 0.096901 0.025 Uiso 1 1 calc R U . . .
C25 C 0.32432(14) 0.14417(14) 0.47417(11) 0.0165(3) Uani 1 1 d . . . . .
H25 H 0.249732 0.142193 0.426237 0.020 Uiso 1 1 calc R U . . .
C26 C 0.31281(14) 0.07213(14) 0.54197(12) 0.0174(3) Uani 1 1 d . . . . .
C27 C 0.42242(15) 0.07514(14) 0.61121(11) 0.0173(3) Uani 1 1 d . . . . .
H27 H 0.415406 0.025118 0.657362 0.021 Uiso 1 1 calc R U . . .
C28 C 0.48363(16) 0.16763(16) 0.86276(12) 0.0226(4) Uani 1 1 d . . . . .
H28 H 0.504301 0.253656 0.862677 0.027 Uiso 1 1 calc R U . . .
C29 C 0.37584(16) 0.12728(18) 0.90096(13) 0.0284(4) Uani 1 1 d . . . . .
H29 H 0.322744 0.185929 0.926567 0.034 Uiso 1 1 calc R U . . .
C30 C 0.80421(15) 0.12847(16) 0.83412(13) 0.0230(4) Uani 1 1 d . . . . .
C31A C 0.8309(3) 0.1758(3) 0.9452(2) 0.0280(7) Uani 0.8 1 d . . P A 1
H31A H 0.763883 0.198475 0.982299 0.034 Uiso 0.8 1 calc R U P A 1
C31B C 0.8228(12) 0.1149(11) 0.9281(10) 0.023(2) Uani 0.2 1 d . . P A 2
H31B H 0.751451 0.105202 0.962570 0.028 Uiso 0.2 1 calc R U P A 2
C32A C 0.9545(3) 0.1885(3) 0.9984(3) 0.0417(8) Uani 0.8 1 d . . P A 1
H32A H 0.971073 0.222248 1.072246 0.050 Uiso 0.8 1 calc R U P A 1
C32B C 0.9465(10) 0.1148(12) 0.9771(8) 0.028(2) Uani 0.2 1 d . . P A 2
H32B H 0.960695 0.124701 1.049669 0.033 Uiso 0.2 1 calc R U P A 2
C34 C 1.02745(16) 0.11029(17) 0.84198(16) 0.0289(4) Uani 1 1 d . . . . .
H34 H 1.094602 0.085181 0.805960 0.035 Uiso 0.8 1 calc R U P A 1
H34A H 1.100424 0.125654 0.810378 0.035 Uiso 0.2 1 calc R U P A 2
C35 C 0.90704(15) 0.10065(15) 0.78447(14) 0.0241(4) Uani 1 1 d . . . . .
H35 H 0.894519 0.074834 0.710478 0.029 Uiso 1 1 calc R U . . .
C36 C 0.18473(15) -0.00817(16) 0.54034(13) 0.0245(4) Uani 1 1 d . . . . .
H36A H 0.114242 0.025923 0.510501 0.037 Uiso 1 1 calc R U . . .
H36B H 0.176227 -0.006535 0.611656 0.037 Uiso 1 1 calc R U . . .
H36C H 0.180258 -0.096207 0.497794 0.037 Uiso 1 1 calc R U . . .
C37 C 0.22545(14) 0.31413(14) 0.35387(11) 0.0156(3) Uani 1 1 d . . . . .
C38 C 0.13051(15) 0.23239(15) 0.27350(12) 0.0190(3) Uani 1 1 d . . . . .
H38 H 0.151741 0.189529 0.208793 0.023 Uiso 1 1 calc R U . . .
C39 C 0.00360(16) 0.21446(16) 0.28959(14) 0.0241(4) Uani 1 1 d . . . . .
H39 H -0.063016 0.159130 0.235177 0.029 Uiso 1 1 calc R U . . .
C40 C -0.02685(16) 0.27649(17) 0.38424(14) 0.0258(4) Uani 1 1 d . . . . .
H40 H -0.113726 0.261862 0.395010 0.031 Uiso 1 1 calc R U . . .
C41 C 0.06891(16) 0.35975(16) 0.46325(13) 0.0239(4) Uani 1 1 d . . . . .
H41 H 0.047770 0.402859 0.527936 0.029 Uiso 1 1 calc R U . . .
C42 C 0.19536(15) 0.37986(15) 0.44757(12) 0.0195(3) Uani 1 1 d . . . . .
H42 H 0.261241 0.438420 0.500763 0.023 Uiso 1 1 calc R U . . .
H1 H 0.664(2) 0.317(2) 0.4862(18) 0.049(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.3545(18) . ?
O1 H1 0.96(2) . ?
N1 C5 1.3996(19) . ?
N1 C6 1.3763(18) . ?
N1 C37 1.4387(19) . ?
N2 C6 1.3233(19) . ?
N2 C22 1.3770(19) . ?
N3A C32A 1.372(6) . ?
N3A C34 1.379(5) . ?
N3B C32B 1.36(2) . ?
N3B C34 1.17(2) . ?
C1 H1A 0.9500 . ?
C1 C2 1.384(2) . ?
C1 C23 1.379(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.386(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(2) . ?
C4 C5 1.474(2) . ?
C4 C24 1.396(2) . ?
C5 C22 1.368(2) . ?
C6 C7 1.468(2) . ?
C7 C8 1.415(2) . ?
C7 C25 1.398(2) . ?
C8 C9 1.411(2) . ?
C9 C10 1.469(2) . ?
C9 C27 1.395(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.349(2) . ?
C11 C12 1.490(2) . ?
C11 C30 1.485(2) . ?
C12 C13 1.392(2) . ?
C12 C28 1.390(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.385(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.371(3) . ?
C15 H15 0.9500 . ?
C15 C29 1.374(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(2) . ?
C16 C21 1.386(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.385(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.397(2) . ?
C19 C20 1.388(2) . ?
C19 C22 1.476(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.388(2) . ?
C21 H21 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.384(2) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.385(2) . ?
C26 C27 1.387(2) . ?
C26 C36 1.504(2) . ?
C27 H27 0.9500 . ?
C28 H28 0.9500 . ?
C28 C29 1.383(2) . ?
C29 H29 0.9500 . ?
C30 C31A 1.425(4) . ?
C30 C31B 1.319(13) . ?
C30 C35 1.387(2) . ?
C31A H31A 0.9500 . ?
C31A C32A 1.379(4) . ?
C31B H31B 0.9500 . ?
C31B C32B 1.392(16) . ?
C32A H32A 0.9500 . ?
C32B H32B 0.9500 . ?
C34 H34 0.9500 . ?
C34 H34A 0.9500 . ?
C34 C35 1.380(2) . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.384(2) . ?
C37 C42 1.385(2) . ?
C38 H38 0.9500 . ?
C38 C39 1.387(2) . ?
C39 H39 0.9500 . ?
C39 C40 1.385(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.385(2) . ?
C41 H41 0.9500 . ?
C41 C42 1.382(2) . ?
C42 H42 0.9500 . ?

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
C8 O1 H1 107.3(13) . . ?
C5 N1 C37 125.85(12) . . ?
C6 N1 C5 107.24(12) . . ?
C6 N1 C37 126.11(12) . . ?
C6 N2 C22 107.05(12) . . ?
C32A N3A C34 116.7(3) . . ?
C34 N3B C32B 113.5(16) . . ?
C2 C1 H1A 120.1 . . ?
C23 C1 H1A 120.1 . . ?
C23 C1 C2 119.83(15) . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.55(15) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.13(15) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 123.41(14) . . ?
C3 C4 C24 118.65(14) . . ?
C24 C4 C5 117.93(14) . . ?
N1 C5 C4 124.75(13) . . ?
C22 C5 N1 105.44(12) . . ?
C22 C5 C4 129.55(14) . . ?
N1 C6 C7 127.28(13) . . ?
N2 C6 N1 110.18(12) . . ?
N2 C6 C7 122.53(13) . . ?
C8 C7 C6 118.56(13) . . ?
C25 C7 C6 123.16(13) . . ?
C25 C7 C8 118.26(13) . . ?
O1 C8 C7 121.72(13) . . ?
O1 C8 C9 117.90(13) . . ?
C9 C8 C7 120.38(14) . . ?
C8 C9 C10 117.96(14) . . ?
C27 C9 C8 118.35(13) . . ?
C27 C9 C10 123.62(13) . . ?
C9 C10 H10 115.4 . . ?
C11 C10 C9 129.19(15) . . ?
C11 C10 H10 115.4 . . ?
C10 C11 C12 124.05(14) . . ?
C10 C11 C30 119.74(14) . . ?
C30 C11 C12 116.19(13) . . ?
C13 C12 C11 120.18(14) . . ?
C28 C12 C11 121.16(14) . . ?
C28 C12 C13 118.64(15) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 C12 119.97(15) . . ?
C14 C13 H13 120.0 . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.08(16) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.5 . . ?
C14 C15 C29 119.09(16) . . ?
C29 C15 H15 120.5 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C21 119.92(15) . . ?
C21 C16 H16 120.0 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.38(15) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.08(14) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C22 120.50(14) . . ?
C20 C19 C18 119.10(14) . . ?
C20 C19 C22 120.26(14) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 C19 120.77(15) . . ?
C21 C20 H20 119.6 . . ?
C16 C21 C20 119.74(15) . . ?
C16 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
N2 C22 C19 120.27(13) . . ?
C5 C22 N2 110.08(13) . . ?
C5 C22 C19 129.54(13) . . ?
C1 C23 H23 120.0 . . ?
C1 C23 C24 119.95(15) . . ?
C24 C23 H23 120.0 . . ?
C4 C24 H24 119.6 . . ?
C23 C24 C4 120.88(15) . . ?
C23 C24 H24 119.6 . . ?
C7 C25 H25 118.9 . . ?
C26 C25 C7 122.21(14) . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C27 118.43(14) . . ?
C25 C26 C36 120.92(14) . . ?
C27 C26 C36 120.65(14) . . ?
C9 C27 H27 118.9 . . ?
C26 C27 C9 122.29(14) . . ?
C26 C27 H27 118.9 . . ?
C12 C28 H28 119.9 . . ?
C29 C28 C12 120.23(16) . . ?
C29 C28 H28 119.9 . . ?
C15 C29 C28 120.89(16) . . ?
C15 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C31A C30 C11 119.75(19) . . ?
C31B C30 C11 122.3(5) . . ?
C31B C30 C35 110.7(5) . . ?
C35 C30 C11 122.68(15) . . ?
C35 C30 C31A 117.34(19) . . ?
C30 C31A H31A 120.2 . . ?
C32A C31A C30 119.6(3) . . ?
C32A C31A H31A 120.2 . . ?
C30 C31B H31B 119.8 . . ?
C30 C31B C32B 120.4(10) . . ?
C32B C31B H31B 119.8 . . ?
N3A C32A C31A 123.0(3) . . ?
N3A C32A H32A 118.5 . . ?
C31A C32A H32A 118.5 . . ?
N3B C32B C31B 123.3(13) . . ?
N3B C32B H32B 118.3 . . ?
C31B C32B H32B 118.3 . . ?
N3A C34 H34 118.6 . . ?
N3A C34 C35 122.9(2) . . ?
N3B C34 H34A 117.1 . . ?
N3B C34 C35 125.9(10) . . ?
C35 C34 H34 118.6 . . ?
C35 C34 H34A 117.1 . . ?
C30 C35 H35 119.8 . . ?
C34 C35 C30 120.36(17) . . ?
C34 C35 H35 119.8 . . ?
C26 C36 H36A 109.5 . . ?
C26 C36 H36B 109.5 . . ?
C26 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 N1 120.58(14) . . ?
C38 C37 C42 121.36(14) . . ?
C42 C37 N1 118.01(13) . . ?
C37 C38 H38 120.8 . . ?
C37 C38 C39 118.48(15) . . ?
C39 C38 H38 120.8 . . ?
C38 C39 H39 119.7 . . ?
C40 C39 C38 120.59(15) . . ?
C40 C39 H39 119.7 . . ?
C39 C40 H40 119.9 . . ?
C39 C40 C41 120.23(15) . . ?
C41 C40 H40 119.9 . . ?
C40 C41 H41 120.2 . . ?
C42 C41 C40 119.69(15) . . ?
C42 C41 H41 120.2 . . ?
C37 C42 H42 120.2 . . ?
C41 C42 C37 119.59(15) . . ?
C41 C42 H42 120.2 . . ?

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
O1 C8 C9 C10 0.7(2) . . . . ?
O1 C8 C9 C27 -176.26(13) . . . . ?
N1 C5 C22 N2 1.37(17) . . . . ?
N1 C5 C22 C19 -174.55(15) . . . . ?
N1 C6 C7 C8 -166.45(14) . . . . ?
N1 C6 C7 C25 15.4(2) . . . . ?
N1 C37 C38 C39 175.74(13) . . . . ?
N1 C37 C42 C41 -174.80(13) . . . . ?
N2 C6 C7 C8 15.0(2) . . . . ?
N2 C6 C7 C25 -163.10(14) . . . . ?
N3A C34 C35 C30 -4.2(3) . . . . ?
N3B C34 C35 C30 25.5(9) . . . . ?
C1 C2 C3 C4 -0.5(2) . . . . ?
C1 C23 C24 C4 -0.7(3) . . . . ?
C2 C1 C23 C24 1.2(3) . . . . ?
C2 C3 C4 C5 179.88(15) . . . . ?
C2 C3 C4 C24 1.0(2) . . . . ?
C3 C4 C5 N1 49.3(2) . . . . ?
C3 C4 C5 C22 -137.37(17) . . . . ?
C3 C4 C24 C23 -0.3(2) . . . . ?
C4 C5 C22 N2 -172.98(15) . . . . ?
C4 C5 C22 C19 11.1(3) . . . . ?
C5 N1 C6 N2 0.57(16) . . . . ?
C5 N1 C6 C7 -178.09(14) . . . . ?
C5 N1 C37 C38 75.81(19) . . . . ?
C5 N1 C37 C42 -106.60(17) . . . . ?
C5 C4 C24 C23 -179.31(15) . . . . ?
C6 N1 C5 C4 173.53(14) . . . . ?
C6 N1 C5 C22 -1.17(16) . . . . ?
C6 N1 C37 C38 -115.74(16) . . . . ?
C6 N1 C37 C42 61.9(2) . . . . ?
C6 N2 C22 C5 -1.05(17) . . . . ?
C6 N2 C22 C19 175.31(13) . . . . ?
C6 C7 C8 O1 -1.6(2) . . . . ?
C6 C7 C8 C9 178.66(13) . . . . ?
C6 C7 C25 C26 179.68(14) . . . . ?
C7 C8 C9 C10 -179.55(14) . . . . ?
C7 C8 C9 C27 3.5(2) . . . . ?
C7 C25 C26 C27 -0.4(2) . . . . ?
C7 C25 C26 C36 179.97(14) . . . . ?
C8 C7 C25 C26 1.5(2) . . . . ?
C8 C9 C10 C11 162.38(16) . . . . ?
C8 C9 C27 C26 -2.3(2) . . . . ?
C9 C10 C11 C12 -4.1(3) . . . . ?
C9 C10 C11 C30 177.62(15) . . . . ?
C10 C9 C27 C26 -179.10(15) . . . . ?
C10 C11 C12 C13 113.29(18) . . . . ?
C10 C11 C12 C28 -65.3(2) . . . . ?
C10 C11 C30 C31A 140.1(2) . . . . ?
C10 C11 C30 C31B 171.2(6) . . . . ?
C10 C11 C30 C35 -34.2(2) . . . . ?
C11 C12 C13 C14 -175.55(14) . . . . ?
C11 C12 C28 C29 175.78(14) . . . . ?
C11 C30 C31A C32A -176.5(2) . . . . ?
C11 C30 C31B C32B 176.3(8) . . . . ?
C11 C30 C35 C34 179.05(15) . . . . ?
C12 C11 C30 C31A -38.3(2) . . . . ?
C12 C11 C30 C31B -7.3(6) . . . . ?
C12 C11 C30 C35 147.33(15) . . . . ?
C12 C13 C14 C15 -0.9(2) . . . . ?
C12 C28 C29 C15 0.4(2) . . . . ?
C13 C12 C28 C29 -2.8(2) . . . . ?
C13 C14 C15 C29 -1.6(2) . . . . ?
C14 C15 C29 C28 1.9(2) . . . . ?
C16 C17 C18 C19 -0.1(2) . . . . ?
C17 C16 C21 C20 -0.5(2) . . . . ?
C17 C18 C19 C20 -0.3(2) . . . . ?
C17 C18 C19 C22 175.30(14) . . . . ?
C18 C19 C20 C21 0.4(2) . . . . ?
C18 C19 C22 N2 -132.46(15) . . . . ?
C18 C19 C22 C5 43.1(2) . . . . ?
C19 C20 C21 C16 0.1(2) . . . . ?
C20 C19 C22 N2 43.1(2) . . . . ?
C20 C19 C22 C5 -141.34(17) . . . . ?
C21 C16 C17 C18 0.6(2) . . . . ?
C22 N2 C6 N1 0.27(16) . . . . ?
C22 N2 C6 C7 179.01(13) . . . . ?
C22 C19 C20 C21 -175.26(14) . . . . ?
C23 C1 C2 C3 -0.5(3) . . . . ?
C24 C4 C5 N1 -131.82(16) . . . . ?
C24 C4 C5 C22 41.6(2) . . . . ?
C25 C7 C8 O1 176.62(13) . . . . ?
C25 C7 C8 C9 -3.1(2) . . . . ?
C25 C26 C27 C9 0.8(2) . . . . ?
C27 C9 C10 C11 -20.8(3) . . . . ?
C28 C12 C13 C14 3.1(2) . . . . ?
C30 C11 C12 C13 -68.35(19) . . . . ?
C30 C11 C12 C28 113.08(17) . . . . ?
C30 C31A C32A N3A -1.6(5) . . . . ?
C30 C31B C32B N3B -14.3(19) . . . . ?
C31A C30 C35 C34 4.6(3) . . . . ?
C31B C30 C35 C34 -23.8(6) . . . . ?
C32A N3A C34 C35 0.7(4) . . . . ?
C32B N3B C34 C35 -17.2(15) . . . . ?
C34 N3A C32A C31A 2.1(5) . . . . ?
C34 N3B C32B C31B 11.7(19) . . . . ?
C35 C30 C31A C32A -1.8(4) . . . . ?
C35 C30 C31B C32B 19.1(12) . . . . ?
C36 C26 C27 C9 -179.58(15) . . . . ?
C37 N1 C5 C4 -16.2(2) . . . . ?
C37 N1 C5 C22 169.08(14) . . . . ?
C37 N1 C6 N2 -169.65(13) . . . . ?
C37 N1 C6 C7 11.7(2) . . . . ?
C37 C38 C39 C40 -0.4(2) . . . . ?
C38 C37 C42 C41 2.8(2) . . . . ?
C38 C39 C40 C41 1.6(2) . . . . ?
C39 C40 C41 C42 -0.6(2) . . . . ?
C40 C41 C42 C37 -1.6(2) . . . . ?
C42 C37 C38 C39 -1.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
