# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_vippn_ww242_dcmmeoh_0m
_database_code_depnum_ccdc_archive 'CCDC 2059962'
loop_
_audit_author_name
_audit_author_address
'Phattananawee Nalaoh'
;Vidyasirimedhi Institute of Science and Technology
Thailand
;
_audit_update_record             
;
2021-01-31 deposited with the CCDC.	2023-09-17 downloaded from the CCDC.
;
_audit_creation_date             2021-01-30
_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         'C49 H32 N4'
_chemical_formula_sum            'C49 H32 N4'
_chemical_formula_weight         676.78
_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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.8710(8)
_cell_length_b                   41.168(4)
_cell_length_c                   9.5464(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.567(3)
_cell_angle_gamma                90
_cell_volume                     3415.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9842
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1093 before and 0.0593 after correction.
The Ratio of minimum to maximum transmission is 0.9040.
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             1416
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.214
_exptl_crystal_size_min          0.134
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            52950
_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         27.877
_diffrn_reflns_theta_min         2.233
_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 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                6295
_reflns_number_total             8161
_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         0.333
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       0.0083(7)
_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   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         8161
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0494
_refine_ls_restrained_S_all      1.027
_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)+(0.0443P)²+1.9606P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1172
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C8(H8), C9(H9), C12(H12), C13(H13), C18(H18), C19(H19),
 C20(H20), C21(H21), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29),
  C30(H30), C31(H31), C32(H32), C34(H34), C35(H35), C36(H36), C37(H37),
 C38(H38), C41(H41), C42(H42), C43(H43), C44(H44), C46(H46), C47(H47), C48(H48),
  C49(H49)
;
_atom_sites_solution_hydrogens   geom
_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
N1 N 0.14040(14) 0.48660(3) 0.32936(13) 0.0157(3) Uani 1 1 d . . . . .
N2 N 0.60244(15) 0.73444(3) 0.73998(13) 0.0187(3) Uani 1 1 d . . . . .
N3 N 0.78932(15) 0.70769(3) 0.91759(14) 0.0185(3) Uani 1 1 d . . . . .
N4 N 0.21672(14) 0.46317(3) 0.54410(13) 0.0145(3) Uani 1 1 d . . . . .
C1 C -0.09419(19) 0.40013(4) -0.04304(17) 0.0271(4) Uani 1 1 d . . . . .
H1 H -0.131142 0.387745 -0.124118 0.033 Uiso 1 1 calc R . . . .
C2 C -0.06350(18) 0.38556(4) 0.08912(17) 0.0230(3) Uani 1 1 d . . . . .
H2 H -0.082116 0.363441 0.096007 0.028 Uiso 1 1 calc R . . . .
C3 C -0.00449(16) 0.40327(4) 0.21459(16) 0.0177(3) Uani 1 1 d . . . . .
C4 C 0.02411(16) 0.43671(4) 0.19814(16) 0.0163(3) Uani 1 1 d . . . . .
C5 C 0.09720(16) 0.45437(3) 0.32307(15) 0.0153(3) Uani 1 1 d . . . . .
C6 C 0.21283(16) 0.49106(3) 0.46272(15) 0.0147(3) Uani 1 1 d . . . . .
C7 C 0.28496(16) 0.52204(3) 0.51655(15) 0.0145(3) Uani 1 1 d . . . . .
C8 C 0.42799(16) 0.52417(3) 0.60877(15) 0.0156(3) Uani 1 1 d . . . . .
H8 H 0.479991 0.505278 0.643209 0.019 Uiso 1 1 calc R . . . .
C9 C 0.49329(16) 0.55406(3) 0.64955(15) 0.0154(3) Uani 1 1 d . . . . .
H9 H 0.589744 0.554868 0.709572 0.018 Uiso 1 1 calc R . . . .
C10 C 0.41798(16) 0.58312(3) 0.60282(15) 0.0149(3) Uani 1 1 d . . . . .
C11 C 0.48777(17) 0.61510(3) 0.65056(15) 0.0161(3) Uani 1 1 d . . . . .
C12 C 0.4322(2) 0.64383(4) 0.58269(17) 0.0257(4) Uani 1 1 d . . . . .
H12 H 0.351955 0.642935 0.503403 0.031 Uiso 1 1 calc R . . . .
C13 C 0.4932(2) 0.67366(4) 0.63008(17) 0.0259(4) Uani 1 1 d . . . . .
H13 H 0.452534 0.692469 0.583236 0.031 Uiso 1 1 calc R . . . .
C14 C 0.61433(17) 0.67591(4) 0.74663(16) 0.0182(3) Uani 1 1 d . . . . .
C15 C 0.67332(17) 0.70801(4) 0.80404(16) 0.0177(3) Uani 1 1 d . . . . .
C16 C 0.65060(17) 0.76333(4) 0.79815(16) 0.0178(3) Uani 1 1 d . . . . .
C17 C 0.57533(17) 0.79269(4) 0.72508(16) 0.0188(3) Uani 1 1 d . . . . .
C18 C 0.58517(18) 0.82274(4) 0.79346(18) 0.0235(3) Uani 1 1 d . . . . .
H18 H 0.637680 0.824487 0.887791 0.028 Uiso 1 1 calc R . . . .
C19 C 0.5176(2) 0.85002(4) 0.72248(19) 0.0285(4) Uani 1 1 d . . . . .
H19 H 0.524457 0.869902 0.769554 0.034 Uiso 1 1 calc R . . . .
C20 C 0.44011(18) 0.84784(4) 0.58217(19) 0.0263(4) Uani 1 1 d . . . . .
H20 H 0.396237 0.866249 0.534120 0.032 Uiso 1 1 calc R . . . .
C21 C 0.76671(17) 0.76523(4) 0.91883(16) 0.0192(3) Uani 1 1 d . . . . .
H21 H 0.797719 0.785192 0.960411 0.023 Uiso 1 1 calc R . . . .
C22 C 0.83580(17) 0.73658(4) 0.97633(16) 0.0172(3) Uani 1 1 d . . . . .
C23 C 0.96558(17) 0.73585(4) 1.10140(16) 0.0176(3) Uani 1 1 d . . . . .
C24 C 1.00732(18) 0.76325(4) 1.18620(16) 0.0201(3) Uani 1 1 d . . . . .
H24 H 0.952346 0.782462 1.165033 0.024 Uiso 1 1 calc R . . . .
C25 C 1.12973(19) 0.76211(4) 1.30153(17) 0.0242(4) Uani 1 1 d . . . . .
H25 H 1.155957 0.780494 1.357779 0.029 Uiso 1 1 calc R . . . .
C26 C 1.21338(19) 0.73374(4) 1.33361(17) 0.0255(4) Uani 1 1 d . . . . .
H26 H 1.296096 0.733094 1.410767 0.031 Uiso 1 1 calc R . . . .
C27 C 1.17344(19) 0.70639(4) 1.25048(18) 0.0245(4) Uani 1 1 d . . . . .
H27 H 1.229468 0.687304 1.271594 0.029 Uiso 1 1 calc R . . . .
C28 C 1.05032(18) 0.70738(4) 1.13602(17) 0.0219(3) Uani 1 1 d . . . . .
H28 H 1.023535 0.688798 1.081254 0.026 Uiso 1 1 calc R . . . .
C29 C 0.60983(18) 0.61762(4) 0.76757(18) 0.0233(3) Uani 1 1 d . . . . .
H29 H 0.649851 0.598859 0.815233 0.028 Uiso 1 1 calc R . . . .
C30 C 0.67252(18) 0.64735(4) 0.81418(18) 0.0238(4) Uani 1 1 d . . . . .
H30 H 0.754708 0.648274 0.891753 0.029 Uiso 1 1 calc R . . . .
C31 C 0.21049(17) 0.55090(3) 0.46677(15) 0.0155(3) Uani 1 1 d . . . . .
H31 H 0.115883 0.550056 0.403762 0.019 Uiso 1 1 calc R . . . .
C32 C 0.27528(16) 0.58077(3) 0.50977(15) 0.0160(3) Uani 1 1 d . . . . .
H32 H 0.222724 0.599642 0.476004 0.019 Uiso 1 1 calc R . . . .
C33 C 0.29527(16) 0.45983(3) 0.69044(15) 0.0151(3) Uani 1 1 d . . . . .
C34 C 0.23810(18) 0.47527(4) 0.79742(16) 0.0194(3) Uani 1 1 d . . . . .
H34 H 0.146003 0.486733 0.776321 0.023 Uiso 1 1 calc R . . . .
C35 C 0.32087(19) 0.47332(4) 0.93697(17) 0.0261(4) Uani 1 1 d . . . . .
H35 H 0.284819 0.483766 1.010146 0.031 Uiso 1 1 calc R . . . .
C36 C 0.4571(2) 0.45584(4) 0.96752(17) 0.0262(4) Uani 1 1 d . . . . .
H36 H 0.512192 0.454638 1.061127 0.031 Uiso 1 1 calc R . . . .
C37 C 0.51128(19) 0.44020(4) 0.85946(17) 0.0235(3) Uani 1 1 d . . . . .
H37 H 0.602008 0.428261 0.880700 0.028 Uiso 1 1 calc R . . . .
C38 C 0.43082(17) 0.44225(4) 0.71971(16) 0.0188(3) Uani 1 1 d . . . . .
H38 H 0.467397 0.431957 0.646465 0.023 Uiso 1 1 calc R . . . .
C39 C 0.14191(16) 0.43929(3) 0.45339(15) 0.0145(3) Uani 1 1 d . . . . .
C40 C 0.10147(16) 0.40634(3) 0.47914(16) 0.0154(3) Uani 1 1 d . . . . .
C41 C 0.12148(17) 0.39199(4) 0.61518(17) 0.0193(3) Uani 1 1 d . . . . .
H41 H 0.170074 0.403651 0.694967 0.023 Uiso 1 1 calc R . . . .
C42 C 0.07041(18) 0.36098(4) 0.63231(18) 0.0228(3) Uani 1 1 d . . . . .
H42 H 0.083519 0.351899 0.723156 0.027 Uiso 1 1 calc R . . . .
C43 C -0.00108(18) 0.34319(4) 0.51308(18) 0.0231(3) Uani 1 1 d . . . . .
H43 H -0.035090 0.322166 0.524404 0.028 Uiso 1 1 calc R . . . .
C44 C -0.02137(18) 0.35665(4) 0.37891(18) 0.0217(3) Uani 1 1 d . . . . .
H44 H -0.068534 0.344387 0.300489 0.026 Uiso 1 1 calc R . . . .
C45 C 0.02704(16) 0.38843(3) 0.35664(16) 0.0172(3) Uani 1 1 d . . . . .
C46 C -0.07032(19) 0.43337(4) -0.05642(17) 0.0261(4) Uani 1 1 d . . . . .
H46 H -0.093597 0.443250 -0.145770 0.031 Uiso 1 1 calc R . . . .
C47 C -0.01222(17) 0.45143(4) 0.06318(16) 0.0211(3) Uani 1 1 d . . . . .
H47 H 0.003166 0.473621 0.054554 0.025 Uiso 1 1 calc R . . . .
C48 C 0.49465(18) 0.79072(4) 0.58414(17) 0.0214(3) Uani 1 1 d . . . . .
H48 H 0.485461 0.770810 0.537157 0.026 Uiso 1 1 calc R . . . .
C49 C 0.42815(18) 0.81808(4) 0.51350(17) 0.0237(3) Uani 1 1 d . . . . .
H49 H 0.375096 0.816468 0.419295 0.028 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
N1 C5 1.3789(18) . ?
N1 C6 1.3188(18) . ?
N2 C15 1.341(2) . ?
N2 C16 1.3455(19) . ?
N3 C15 1.337(2) . ?
N3 C22 1.3439(19) . ?
N4 C6 1.3828(18) . ?
N4 C33 1.4373(18) . ?
N4 C39 1.3879(18) . ?
C1 H1 0.9300 . ?
C1 C2 1.374(2) . ?
C1 C46 1.394(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.410(2) . ?
C3 C4 1.414(2) . ?
C3 C45 1.462(2) . ?
C4 C5 1.436(2) . ?
C4 C47 1.401(2) . ?
C5 C39 1.376(2) . ?
C6 C7 1.473(2) . ?
C7 C8 1.394(2) . ?
C7 C31 1.396(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.382(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.399(2) . ?
C10 C11 1.487(2) . ?
C10 C32 1.396(2) . ?
C11 C12 1.390(2) . ?
C11 C29 1.395(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.381(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.386(2) . ?
C14 C15 1.485(2) . ?
C14 C30 1.390(2) . ?
C16 C17 1.485(2) . ?
C16 C21 1.385(2) . ?
C17 C18 1.393(2) . ?
C17 C48 1.394(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.384(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.380(2) . ?
C20 H20 0.9300 . ?
C20 C49 1.383(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.390(2) . ?
C22 C23 1.483(2) . ?
C23 C24 1.394(2) . ?
C23 C28 1.396(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.385(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.382(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.382(2) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.381(2) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C31 C32 1.384(2) . ?
C32 H32 0.9300 . ?
C33 C34 1.383(2) . ?
C33 C38 1.383(2) . ?
C34 H34 0.9300 . ?
C34 C35 1.389(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.386(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.382(2) . ?
C37 H37 0.9300 . ?
C37 C38 1.384(2) . ?
C38 H38 0.9300 . ?
C39 C40 1.437(2) . ?
C40 C41 1.405(2) . ?
C40 C45 1.428(2) . ?
C41 H41 0.9300 . ?
C41 C42 1.375(2) . ?
C42 H42 0.9300 . ?
C42 C43 1.395(2) . ?
C43 H43 0.9300 . ?
C43 C44 1.374(2) . ?
C44 H44 0.9300 . ?
C44 C45 1.406(2) . ?
C46 H46 0.9300 . ?
C46 C47 1.373(2) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
C48 C49 1.383(2) . ?
C49 H49 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
C6 N1 C5 104.68(12) . . ?
C15 N2 C16 116.60(13) . . ?
C15 N3 C22 116.85(13) . . ?
C6 N4 C33 125.33(12) . . ?
C6 N4 C39 106.41(12) . . ?
C39 N4 C33 128.07(12) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C46 120.46(15) . . ?
C46 C1 H1 119.8 . . ?
C1 C2 H2 119.2 . . ?
C1 C2 C3 121.69(15) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 C4 116.96(14) . . ?
C2 C3 C45 122.73(14) . . ?
C4 C3 C45 120.31(13) . . ?
C3 C4 C5 117.51(13) . . ?
C47 C4 C3 120.64(14) . . ?
C47 C4 C5 121.80(14) . . ?
N1 C5 C4 126.78(13) . . ?
C39 C5 N1 111.56(13) . . ?
C39 C5 C4 121.54(13) . . ?
N1 C6 N4 112.28(12) . . ?
N1 C6 C7 123.44(13) . . ?
N4 C6 C7 124.26(13) . . ?
C8 C7 C6 123.47(13) . . ?
C8 C7 C31 118.03(13) . . ?
C31 C7 C6 118.40(13) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.71(13) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 119.2 . . ?
C8 C9 C10 121.67(13) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C11 121.11(13) . . ?
C32 C10 C9 117.22(13) . . ?
C32 C10 C11 121.67(13) . . ?
C12 C11 C10 121.55(14) . . ?
C12 C11 C29 117.11(14) . . ?
C29 C11 C10 121.32(13) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.64(15) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.79(15) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 C15 120.96(14) . . ?
C13 C14 C30 118.17(14) . . ?
C30 C14 C15 120.74(14) . . ?
N2 C15 C14 117.08(13) . . ?
N3 C15 N2 126.31(14) . . ?
N3 C15 C14 116.58(13) . . ?
N2 C16 C17 116.73(13) . . ?
N2 C16 C21 120.99(14) . . ?
C21 C16 C17 122.27(13) . . ?
C18 C17 C16 121.49(14) . . ?
C18 C17 C48 118.40(14) . . ?
C48 C17 C16 120.10(14) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.71(15) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.31(15) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 120.2 . . ?
C19 C20 C49 119.56(15) . . ?
C49 C20 H20 120.2 . . ?
C16 C21 H21 120.8 . . ?
C16 C21 C22 118.42(14) . . ?
C22 C21 H21 120.8 . . ?
N3 C22 C21 120.78(14) . . ?
N3 C22 C23 116.21(13) . . ?
C21 C22 C23 122.99(13) . . ?
C24 C23 C22 121.58(14) . . ?
C24 C23 C28 118.30(14) . . ?
C28 C23 C22 120.12(13) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.63(15) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 H25 119.8 . . ?
C24 C25 C26 120.31(15) . . ?
C26 C25 H25 119.8 . . ?
C25 C26 H26 120.1 . . ?
C27 C26 C25 119.73(15) . . ?
C27 C26 H26 120.1 . . ?
C26 C27 H27 120.0 . . ?
C28 C27 C26 120.07(15) . . ?
C28 C27 H27 120.0 . . ?
C23 C28 H28 119.5 . . ?
C27 C28 C23 120.97(15) . . ?
C27 C28 H28 119.5 . . ?
C11 C29 H29 119.3 . . ?
C30 C29 C11 121.45(15) . . ?
C30 C29 H29 119.3 . . ?
C14 C30 H30 119.6 . . ?
C29 C30 C14 120.82(15) . . ?
C29 C30 H30 119.6 . . ?
C7 C31 H31 119.5 . . ?
C32 C31 C7 121.01(14) . . ?
C32 C31 H31 119.5 . . ?
C10 C32 H32 119.3 . . ?
C31 C32 C10 121.33(13) . . ?
C31 C32 H32 119.3 . . ?
C34 C33 N4 119.72(13) . . ?
C34 C33 C38 121.60(14) . . ?
C38 C33 N4 118.62(13) . . ?
C33 C34 H34 120.6 . . ?
C33 C34 C35 118.71(15) . . ?
C35 C34 H34 120.6 . . ?
C34 C35 H35 119.9 . . ?
C36 C35 C34 120.18(15) . . ?
C36 C35 H35 119.9 . . ?
C35 C36 H36 119.9 . . ?
C37 C36 C35 120.27(15) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 119.9 . . ?
C36 C37 C38 120.12(15) . . ?
C38 C37 H37 119.9 . . ?
C33 C38 C37 119.10(14) . . ?
C33 C38 H38 120.4 . . ?
C37 C38 H38 120.4 . . ?
N4 C39 C40 131.80(13) . . ?
C5 C39 N4 105.06(12) . . ?
C5 C39 C40 122.96(13) . . ?
C41 C40 C39 124.44(13) . . ?
C41 C40 C45 119.45(13) . . ?
C45 C40 C39 115.98(13) . . ?
C40 C41 H41 119.4 . . ?
C42 C41 C40 121.11(15) . . ?
C42 C41 H41 119.4 . . ?
C41 C42 H42 120.1 . . ?
C41 C42 C43 119.81(15) . . ?
C43 C42 H42 120.1 . . ?
C42 C43 H43 119.9 . . ?
C44 C43 C42 120.15(14) . . ?
C44 C43 H43 119.9 . . ?
C43 C44 H44 119.0 . . ?
C43 C44 C45 121.96(15) . . ?
C45 C44 H44 119.0 . . ?
C40 C45 C3 120.97(13) . . ?
C44 C45 C3 121.44(14) . . ?
C44 C45 C40 117.51(14) . . ?
C1 C46 H46 120.2 . . ?
C47 C46 C1 119.57(15) . . ?
C47 C46 H46 120.2 . . ?
C4 C47 H47 119.7 . . ?
C46 C47 C4 120.61(15) . . ?
C46 C47 H47 119.7 . . ?
C17 C48 H48 119.7 . . ?
C49 C48 C17 120.64(15) . . ?
C49 C48 H48 119.7 . . ?
C20 C49 H49 119.8 . . ?
C48 C49 C20 120.37(15) . . ?
C48 C49 H49 119.8 . . ?

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 C39 N4 -0.31(16) . . . . ?
N1 C5 C39 C40 175.27(13) . . . . ?
N1 C6 C7 C8 -138.31(15) . . . . ?
N1 C6 C7 C31 38.1(2) . . . . ?
N2 C16 C17 C18 162.96(14) . . . . ?
N2 C16 C17 C48 -18.1(2) . . . . ?
N2 C16 C21 C22 1.9(2) . . . . ?
N3 C22 C23 C24 -169.01(13) . . . . ?
N3 C22 C23 C28 11.6(2) . . . . ?
N4 C6 C7 C8 39.8(2) . . . . ?
N4 C6 C7 C31 -143.86(14) . . . . ?
N4 C33 C34 C35 -176.15(13) . . . . ?
N4 C33 C38 C37 176.90(13) . . . . ?
N4 C39 C40 C41 5.9(2) . . . . ?
N4 C39 C40 C45 -178.40(14) . . . . ?
C1 C2 C3 C4 -1.0(2) . . . . ?
C1 C2 C3 C45 179.10(15) . . . . ?
C1 C46 C47 C4 0.4(2) . . . . ?
C2 C1 C46 C47 1.6(3) . . . . ?
C2 C3 C4 C5 -174.44(13) . . . . ?
C2 C3 C4 C47 2.9(2) . . . . ?
C2 C3 C45 C40 173.45(14) . . . . ?
C2 C3 C45 C44 -9.8(2) . . . . ?
C3 C4 C5 N1 177.35(13) . . . . ?
C3 C4 C5 C39 1.8(2) . . . . ?
C3 C4 C47 C46 -2.7(2) . . . . ?
C4 C3 C45 C40 -6.5(2) . . . . ?
C4 C3 C45 C44 170.32(14) . . . . ?
C4 C5 C39 N4 175.88(13) . . . . ?
C4 C5 C39 C40 -8.5(2) . . . . ?
C5 N1 C6 N4 -0.84(15) . . . . ?
C5 N1 C6 C7 177.43(13) . . . . ?
C5 C4 C47 C46 174.55(14) . . . . ?
C5 C39 C40 C41 -168.41(14) . . . . ?
C5 C39 C40 C45 7.3(2) . . . . ?
C6 N1 C5 C4 -175.24(14) . . . . ?
C6 N1 C5 C39 0.71(16) . . . . ?
C6 N4 C33 C34 71.50(19) . . . . ?
C6 N4 C33 C38 -105.69(16) . . . . ?
C6 N4 C39 C5 -0.20(15) . . . . ?
C6 N4 C39 C40 -175.23(14) . . . . ?
C6 C7 C8 C9 176.54(13) . . . . ?
C6 C7 C31 C32 -177.78(13) . . . . ?
C7 C8 C9 C10 1.3(2) . . . . ?
C7 C31 C32 C10 0.8(2) . . . . ?
C8 C7 C31 C32 -1.2(2) . . . . ?
C8 C9 C10 C11 178.39(13) . . . . ?
C8 C9 C10 C32 -1.7(2) . . . . ?
C9 C10 C11 C12 165.89(15) . . . . ?
C9 C10 C11 C29 -15.5(2) . . . . ?
C9 C10 C32 C31 0.6(2) . . . . ?
C10 C11 C12 C13 177.61(15) . . . . ?
C10 C11 C29 C30 -178.48(15) . . . . ?
C11 C10 C32 C31 -179.44(13) . . . . ?
C11 C12 C13 C14 0.9(3) . . . . ?
C11 C29 C30 C14 0.8(3) . . . . ?
C12 C11 C29 C30 0.1(2) . . . . ?
C12 C13 C14 C15 -175.82(15) . . . . ?
C12 C13 C14 C30 0.0(2) . . . . ?
C13 C14 C15 N2 1.2(2) . . . . ?
C13 C14 C15 N3 179.31(14) . . . . ?
C13 C14 C30 C29 -0.9(2) . . . . ?
C15 N2 C16 C17 178.35(13) . . . . ?
C15 N2 C16 C21 -0.6(2) . . . . ?
C15 N3 C22 C21 -1.0(2) . . . . ?
C15 N3 C22 C23 -179.44(13) . . . . ?
C15 C14 C30 C29 174.97(15) . . . . ?
C16 N2 C15 N3 -1.8(2) . . . . ?
C16 N2 C15 C14 176.09(13) . . . . ?
C16 C17 C18 C19 178.33(15) . . . . ?
C16 C17 C48 C49 -177.97(14) . . . . ?
C16 C21 C22 N3 -1.1(2) . . . . ?
C16 C21 C22 C23 177.29(14) . . . . ?
C17 C16 C21 C22 -176.97(13) . . . . ?
C17 C18 C19 C20 -0.4(3) . . . . ?
C17 C48 C49 C20 -0.3(2) . . . . ?
C18 C17 C48 C49 1.0(2) . . . . ?
C18 C19 C20 C49 1.1(3) . . . . ?
C19 C20 C49 C48 -0.7(2) . . . . ?
C21 C16 C17 C18 -18.2(2) . . . . ?
C21 C16 C17 C48 160.76(15) . . . . ?
C21 C22 C23 C24 12.6(2) . . . . ?
C21 C22 C23 C28 -166.81(14) . . . . ?
C22 N3 C15 N2 2.5(2) . . . . ?
C22 N3 C15 C14 -175.33(13) . . . . ?
C22 C23 C24 C25 -179.36(14) . . . . ?
C22 C23 C28 C27 178.76(14) . . . . ?
C23 C24 C25 C26 0.5(2) . . . . ?
C24 C23 C28 C27 -0.6(2) . . . . ?
C24 C25 C26 C27 -0.5(2) . . . . ?
C25 C26 C27 C28 -0.1(2) . . . . ?
C26 C27 C28 C23 0.7(2) . . . . ?
C28 C23 C24 C25 0.0(2) . . . . ?
C29 C11 C12 C13 -1.0(2) . . . . ?
C30 C14 C15 N2 -174.51(14) . . . . ?
C30 C14 C15 N3 3.6(2) . . . . ?
C31 C7 C8 C9 0.1(2) . . . . ?
C32 C10 C11 C12 -14.0(2) . . . . ?
C32 C10 C11 C29 164.53(14) . . . . ?
C33 N4 C6 N1 175.99(13) . . . . ?
C33 N4 C6 C7 -2.3(2) . . . . ?
C33 N4 C39 C5 -175.34(13) . . . . ?
C33 N4 C39 C40 9.6(2) . . . . ?
C33 C34 C35 C36 -0.8(2) . . . . ?
C34 C33 C38 C37 -0.2(2) . . . . ?
C34 C35 C36 C37 -0.1(2) . . . . ?
C35 C36 C37 C38 0.9(2) . . . . ?
C36 C37 C38 C33 -0.7(2) . . . . ?
C38 C33 C34 C35 1.0(2) . . . . ?
C39 N4 C6 N1 0.68(16) . . . . ?
C39 N4 C6 C7 -177.58(13) . . . . ?
C39 N4 C33 C34 -114.22(16) . . . . ?
C39 N4 C33 C38 68.60(19) . . . . ?
C39 C40 C41 C42 175.53(14) . . . . ?
C39 C40 C45 C3 0.1(2) . . . . ?
C39 C40 C45 C44 -176.77(13) . . . . ?
C40 C41 C42 C43 0.7(2) . . . . ?
C41 C40 C45 C3 176.11(13) . . . . ?
C41 C40 C45 C44 -0.8(2) . . . . ?
C41 C42 C43 C44 -0.4(2) . . . . ?
C42 C43 C44 C45 -0.5(2) . . . . ?
C43 C44 C45 C3 -175.80(14) . . . . ?
C43 C44 C45 C40 1.1(2) . . . . ?
C45 C3 C4 C5 5.5(2) . . . . ?
C45 C3 C4 C47 -177.13(14) . . . . ?
C45 C40 C41 C42 -0.1(2) . . . . ?
C46 C1 C2 C3 -1.3(3) . . . . ?
C47 C4 C5 N1 0.0(2) . . . . ?
C47 C4 C5 C39 -175.58(14) . . . . ?
C48 C17 C18 C19 -0.6(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_mo_vip_ww198_15022023_0m
_database_code_depnum_ccdc_archive 'CCDC 2281463'
loop_
_audit_author_name
_audit_author_address
'Pattarapapa Janthakit'
;Vidyasirimedhi Institute of Science and Technology
Thailand
;
_audit_update_record             
;
2023-07-14 deposited with the CCDC.	2023-09-17 downloaded from the CCDC.
;
_audit_creation_date             2023-07-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H31 N5'
_chemical_formula_sum            'C48 H31 N5'
_chemical_formula_weight         677.78
_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'

_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                   8.8289(10)
_cell_length_b                   9.4225(10)
_cell_length_c                   21.063(2)
_cell_angle_alpha                80.889(4)
_cell_angle_beta                 83.911(4)
_cell_angle_gamma                78.595(4)
_cell_volume                     1690.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9711
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      26.359
_cell_measurement_theta_min      2.227
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.978
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1321 before and 0.0551 after correction.
The Ratio of minimum to maximum transmission is 0.9665.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            61351
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.388
_diffrn_reflns_theta_min         1.964
_diffrn_ambient_temperature      100.00
_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 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'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6105
_reflns_number_total             6905
_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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         6905
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0388
_refine_ls_restrained_S_all      1.054
_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)+(0.0437P)²+0.8972P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0952
_refine_ls_wR_factor_ref         0.1042
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C6(H6), C11(H11), C12(H12), C14(H14),
 C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24),
  C26(H26), C27(H27), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36),
 C41(H41), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48)
;
_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 0.61462(12) 0.14261(12) 0.95985(5) 0.0216(2) Uani 1 1 d . . . . .
C1 C 0.50365(16) 0.25380(16) 1.07561(7) 0.0296(3) Uani 1 1 d . . . . .
H1 H 0.459569 0.299899 1.036619 0.036 Uiso 1 1 calc R U . . .
N2 N 0.79779(12) -0.02098(12) 0.90215(5) 0.0204(2) Uani 1 1 d . . . . .
C2 C 0.62006(14) 0.12989(14) 1.07515(6) 0.0215(3) Uani 1 1 d . . . . .
N3 N 0.79586(12) -0.04268(12) 1.01624(5) 0.0208(2) Uani 1 1 d . . . . .
C3 C 0.68212(15) 0.06316(14) 1.13299(6) 0.0226(3) Uani 1 1 d . . . . .
H3 H 0.761132 -0.021538 1.133437 0.027 Uiso 1 1 calc R U . . .
N4 N 0.22757(11) 0.47223(10) 0.43053(5) 0.0155(2) Uani 1 1 d . . . . .
C4 C 0.62925(15) 0.11961(15) 1.18986(6) 0.0252(3) Uani 1 1 d . . . . .
H4 H 0.671927 0.073128 1.229078 0.030 Uiso 1 1 calc R U . . .
N5 N 0.14302(11) 0.67480(11) 0.47727(5) 0.0164(2) Uani 1 1 d . . . . .
C5 C 0.51455(16) 0.24340(16) 1.18986(7) 0.0283(3) Uani 1 1 d . . . . .
H5 H 0.479070 0.282348 1.228848 0.034 Uiso 1 1 calc R U . . .
C6 C 0.45199(17) 0.30997(17) 1.13258(7) 0.0325(3) Uani 1 1 d . . . . .
H6 H 0.373117 0.394734 1.132380 0.039 Uiso 1 1 calc R U . . .
C7 C 0.67986(14) 0.07330(14) 1.01375(6) 0.0201(3) Uani 1 1 d . . . . .
C8 C 0.67771(14) 0.09042(13) 0.90555(6) 0.0196(2) Uani 1 1 d . . . . .
C9 C 0.85052(14) -0.08527(13) 0.95896(6) 0.0194(2) Uani 1 1 d . . . . .
C10 C 0.60943(14) 0.15860(14) 0.84423(6) 0.0198(2) Uani 1 1 d . . . . .
C11 C 0.64322(14) 0.08600(13) 0.79043(6) 0.0199(2) Uani 1 1 d . . . . .
H11 H 0.712197 -0.005562 0.793035 0.024 Uiso 1 1 calc R U . . .
C12 C 0.57727(14) 0.14587(13) 0.73301(6) 0.0193(2) Uani 1 1 d . . . . .
H12 H 0.601052 0.094380 0.696848 0.023 Uiso 1 1 calc R U . . .
C13 C 0.47636(14) 0.28083(13) 0.72760(6) 0.0176(2) Uani 1 1 d . . . . .
C14 C 0.44487(16) 0.35436(15) 0.78163(6) 0.0247(3) Uani 1 1 d . . . . .
H14 H 0.378112 0.447151 0.778772 0.030 Uiso 1 1 calc R U . . .
C15 C 0.50948(16) 0.29404(15) 0.83921(6) 0.0256(3) Uani 1 1 d . . . . .
H15 H 0.485635 0.345125 0.875499 0.031 Uiso 1 1 calc R U . . .
C16 C 0.97725(14) -0.21454(13) 0.95821(6) 0.0196(2) Uani 1 1 d . . . . .
C17 C 1.02854(15) -0.27135(14) 0.90073(6) 0.0229(3) Uani 1 1 d . . . . .
H17 H 0.983410 -0.225743 0.861901 0.027 Uiso 1 1 calc R U . . .
C18 C 1.14473(16) -0.39368(15) 0.89999(7) 0.0261(3) Uani 1 1 d . . . . .
H18 H 1.179335 -0.431520 0.860683 0.031 Uiso 1 1 calc R U . . .
C19 C 1.21063(17) -0.46105(16) 0.95653(7) 0.0299(3) Uani 1 1 d . . . . .
H19 H 1.289084 -0.546033 0.956163 0.036 Uiso 1 1 calc R U . . .
C20 C 1.16181(17) -0.40414(17) 1.01366(7) 0.0319(3) Uani 1 1 d . . . . .
H20 H 1.208130 -0.449445 1.052269 0.038 Uiso 1 1 calc R U . . .
C21 C 1.04581(16) -0.28151(15) 1.01466(6) 0.0251(3) Uani 1 1 d . . . . .
H21 H 1.012916 -0.242975 1.053920 0.030 Uiso 1 1 calc R U . . .
C22 C 0.40730(14) 0.34426(12) 0.66580(6) 0.0162(2) Uani 1 1 d . . . . .
C23 C 0.26236(14) 0.43737(13) 0.66348(6) 0.0175(2) Uani 1 1 d . . . . .
H23 H 0.204874 0.459774 0.702526 0.021 Uiso 1 1 calc R U . . .
C24 C 0.20174(14) 0.49721(12) 0.60499(6) 0.0166(2) Uani 1 1 d . . . . .
H24 H 0.104258 0.561614 0.604551 0.020 Uiso 1 1 calc R U . . .
C25 C 0.28179(13) 0.46429(12) 0.54662(5) 0.0153(2) Uani 1 1 d . . . . .
C26 C 0.42614(13) 0.37077(12) 0.54858(6) 0.0162(2) Uani 1 1 d . . . . .
H26 H 0.482377 0.346571 0.509549 0.019 Uiso 1 1 calc R U . . .
C27 C 0.48768(13) 0.31318(12) 0.60712(6) 0.0164(2) Uani 1 1 d . . . . .
H27 H 0.586637 0.251209 0.607440 0.020 Uiso 1 1 calc R U . . .
C28 C 0.21563(13) 0.53696(13) 0.48584(5) 0.0157(2) Uani 1 1 d . . . . .
C29 C 0.15961(13) 0.57926(12) 0.38344(6) 0.0154(2) Uani 1 1 d . . . . .
C30 C 0.10966(13) 0.70177(13) 0.41345(5) 0.0155(2) Uani 1 1 d . . . . .
C31 C 0.31073(13) 0.32834(12) 0.42207(5) 0.0159(2) Uani 1 1 d . . . . .
C32 C 0.25487(15) 0.20645(13) 0.45398(6) 0.0200(2) Uani 1 1 d . . . . .
H32 H 0.159341 0.217055 0.479735 0.024 Uiso 1 1 calc R U . . .
C33 C 0.34151(16) 0.06815(14) 0.44755(7) 0.0253(3) Uani 1 1 d . . . . .
H33 H 0.305522 -0.016582 0.469346 0.030 Uiso 1 1 calc R U . . .
C34 C 0.48007(16) 0.05395(14) 0.40942(7) 0.0257(3) Uani 1 1 d . . . . .
H34 H 0.539475 -0.040540 0.405707 0.031 Uiso 1 1 calc R U . . .
C35 C 0.53260(15) 0.17695(14) 0.37661(6) 0.0235(3) Uani 1 1 d . . . . .
H35 H 0.626354 0.166300 0.349682 0.028 Uiso 1 1 calc R U . . .
C36 C 0.44832(14) 0.31550(13) 0.38309(6) 0.0198(2) Uani 1 1 d . . . . .
H36 H 0.484262 0.400175 0.361189 0.024 Uiso 1 1 calc R U . . .
C37 C 0.13140(13) 0.57413(13) 0.31800(5) 0.0165(2) Uani 1 1 d . . . . .
C38 C 0.06681(13) 0.70978(13) 0.28199(6) 0.0179(2) Uani 1 1 d . . . . .
C39 C 0.02964(13) 0.84450(13) 0.31157(6) 0.0177(2) Uani 1 1 d . . . . .
C40 C 0.04384(13) 0.83948(13) 0.37815(6) 0.0168(2) Uani 1 1 d . . . . .
C41 C 0.15373(14) 0.44413(13) 0.29006(6) 0.0189(2) Uani 1 1 d . . . . .
H41 H 0.195360 0.353494 0.314292 0.023 Uiso 1 1 calc R U . . .
C42 C 0.11570(15) 0.44746(14) 0.22798(6) 0.0222(3) Uani 1 1 d . . . . .
H42 H 0.129738 0.359197 0.209856 0.027 Uiso 1 1 calc R U . . .
C43 C 0.05653(15) 0.58054(15) 0.19167(6) 0.0238(3) Uani 1 1 d . . . . .
H43 H 0.032249 0.582820 0.148607 0.029 Uiso 1 1 calc R U . . .
C44 C 0.03335(15) 0.70820(14) 0.21814(6) 0.0224(3) Uani 1 1 d . . . . .
H44 H -0.006297 0.797841 0.192707 0.027 Uiso 1 1 calc R U . . .
C45 C -0.02093(14) 0.98301(14) 0.27583(6) 0.0218(3) Uani 1 1 d . . . . .
H45 H -0.029039 0.990364 0.230771 0.026 Uiso 1 1 calc R U . . .
C46 C -0.05880(15) 1.10793(14) 0.30519(7) 0.0243(3) Uani 1 1 d . . . . .
H46 H -0.091585 1.199903 0.280093 0.029 Uiso 1 1 calc R U . . .
C47 C -0.04925(15) 1.10000(14) 0.37155(7) 0.0242(3) Uani 1 1 d . . . . .
H47 H -0.078029 1.185724 0.391738 0.029 Uiso 1 1 calc R U . . .
C48 C 0.00216(14) 0.96702(13) 0.40736(6) 0.0207(3) Uani 1 1 d . . . . .
H48 H 0.009531 0.961486 0.452382 0.025 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 C7 1.3424(16) . ?
N1 C8 1.3398(16) . ?
C1 H1 0.9500 . ?
C1 C2 1.3952(19) . ?
C1 C6 1.3849(19) . ?
N2 C8 1.3411(16) . ?
N2 C9 1.3388(16) . ?
C2 C3 1.3938(17) . ?
C2 C7 1.4826(17) . ?
N3 C7 1.3404(16) . ?
N3 C9 1.3427(16) . ?
C3 H3 0.9500 . ?
C3 C4 1.3858(18) . ?
N4 C28 1.3834(15) . ?
N4 C29 1.3896(14) . ?
N4 C31 1.4368(14) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(2) . ?
N5 C28 1.3234(15) . ?
N5 C30 1.3800(15) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(2) . ?
C6 H6 0.9500 . ?
C8 C10 1.4811(16) . ?
C9 C16 1.4829(17) . ?
C10 C11 1.3908(17) . ?
C10 C15 1.3965(18) . ?
C11 H11 0.9500 . ?
C11 C12 1.3869(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.3969(17) . ?
C13 C14 1.3996(17) . ?
C13 C22 1.4837(16) . ?
C14 H14 0.9500 . ?
C14 C15 1.3856(18) . ?
C15 H15 0.9500 . ?
C16 C17 1.3966(18) . ?
C16 C21 1.3937(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.3841(18) . ?
C18 H18 0.9500 . ?
C18 C19 1.3863(19) . ?
C19 H19 0.9500 . ?
C19 C20 1.387(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.3855(19) . ?
C21 H21 0.9500 . ?
C22 C23 1.4019(16) . ?
C22 C27 1.4012(16) . ?
C23 H23 0.9500 . ?
C23 C24 1.3866(16) . ?
C24 H24 0.9500 . ?
C24 C25 1.3990(16) . ?
C25 C26 1.3992(16) . ?
C25 C28 1.4738(16) . ?
C26 H26 0.9500 . ?
C26 C27 1.3870(16) . ?
C27 H27 0.9500 . ?
C29 C30 1.3774(16) . ?
C29 C37 1.4363(16) . ?
C30 C40 1.4360(16) . ?
C31 C32 1.3867(17) . ?
C31 C36 1.3879(17) . ?
C32 H32 0.9500 . ?
C32 C33 1.3933(18) . ?
C33 H33 0.9500 . ?
C33 C34 1.386(2) . ?
C34 H34 0.9500 . ?
C34 C35 1.388(2) . ?
C35 H35 0.9500 . ?
C35 C36 1.3883(17) . ?
C36 H36 0.9500 . ?
C37 C38 1.4251(16) . ?
C37 C41 1.4120(17) . ?
C38 C39 1.4663(17) . ?
C38 C44 1.4100(17) . ?
C39 C40 1.4137(16) . ?
C39 C45 1.4139(17) . ?
C40 C48 1.4033(17) . ?
C41 H41 0.9500 . ?
C41 C42 1.3784(17) . ?
C42 H42 0.9500 . ?
C42 C43 1.3971(18) . ?
C43 H43 0.9500 . ?
C43 C44 1.3750(19) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C45 C46 1.3823(19) . ?
C46 H46 0.9500 . ?
C46 C47 1.3984(19) . ?
C47 H47 0.9500 . ?
C47 C48 1.3760(18) . ?
C48 H48 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 N1 C7 114.90(11) . . ?
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C6 C1 C2 120.37(13) . . ?
C9 N2 C8 115.02(11) . . ?
C1 C2 C7 120.37(11) . . ?
C3 C2 C1 118.88(12) . . ?
C3 C2 C7 120.72(12) . . ?
C7 N3 C9 115.01(10) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.40(12) . . ?
C4 C3 H3 119.8 . . ?
C28 N4 C29 106.42(9) . . ?
C28 N4 C31 126.05(10) . . ?
C29 N4 C31 127.13(10) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.41(12) . . ?
C5 C4 H4 119.8 . . ?
C28 N5 C30 104.81(10) . . ?
C4 C5 H5 120.3 . . ?
C4 C5 C6 119.49(13) . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C5 120.46(13) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
N1 C7 C2 117.61(11) . . ?
N3 C7 N1 124.97(11) . . ?
N3 C7 C2 117.42(11) . . ?
N1 C8 N2 125.08(11) . . ?
N1 C8 C10 118.15(11) . . ?
N2 C8 C10 116.77(11) . . ?
N2 C9 N3 124.93(11) . . ?
N2 C9 C16 117.14(11) . . ?
N3 C9 C16 117.93(11) . . ?
C11 C10 C8 119.68(11) . . ?
C11 C10 C15 118.83(11) . . ?
C15 C10 C8 121.48(11) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.69(11) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C13 120.93(11) . . ?
C13 C12 H12 119.5 . . ?
C12 C13 C14 118.05(11) . . ?
C12 C13 C22 120.45(11) . . ?
C14 C13 C22 121.49(11) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.08(12) . . ?
C15 C14 H14 119.5 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.40(12) . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C9 120.17(11) . . ?
C21 C16 C9 120.66(11) . . ?
C21 C16 C17 119.17(12) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.41(12) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.06(12) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.87(13) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.30(13) . . ?
C21 C20 H20 119.8 . . ?
C16 C21 H21 119.9 . . ?
C20 C21 C16 120.16(12) . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C13 122.10(10) . . ?
C27 C22 C13 120.20(11) . . ?
C27 C22 C23 117.70(10) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 120.91(11) . . ?
C24 C23 H23 119.5 . . ?
C23 C24 H24 119.5 . . ?
C23 C24 C25 121.08(11) . . ?
C25 C24 H24 119.5 . . ?
C24 C25 C26 118.31(10) . . ?
C24 C25 C28 118.70(10) . . ?
C26 C25 C28 122.86(10) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 C25 120.46(11) . . ?
C27 C26 H26 119.8 . . ?
C22 C27 H27 119.2 . . ?
C26 C27 C22 121.53(11) . . ?
C26 C27 H27 119.2 . . ?
N4 C28 C25 124.41(10) . . ?
N5 C28 N4 112.14(10) . . ?
N5 C28 C25 123.39(10) . . ?
N4 C29 C37 131.61(11) . . ?
C30 C29 N4 105.23(10) . . ?
C30 C29 C37 123.05(11) . . ?
N5 C30 C40 127.11(10) . . ?
C29 C30 N5 111.38(10) . . ?
C29 C30 C40 121.31(11) . . ?
C32 C31 N4 119.81(11) . . ?
C32 C31 C36 121.66(11) . . ?
C36 C31 N4 118.51(10) . . ?
C31 C32 H32 120.6 . . ?
C31 C32 C33 118.75(12) . . ?
C33 C32 H32 120.6 . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.13(12) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.40(12) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 120.0 . . ?
C34 C35 C36 120.10(12) . . ?
C36 C35 H35 120.0 . . ?
C31 C36 C35 118.94(12) . . ?
C31 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
C38 C37 C29 116.04(10) . . ?
C41 C37 C29 124.14(11) . . ?
C41 C37 C38 119.66(11) . . ?
C37 C38 C39 120.90(11) . . ?
C44 C38 C37 117.62(11) . . ?
C44 C38 C39 121.42(11) . . ?
C40 C39 C38 120.24(11) . . ?
C40 C39 C45 117.34(11) . . ?
C45 C39 C38 122.42(11) . . ?
C39 C40 C30 117.65(11) . . ?
C48 C40 C30 121.71(11) . . ?
C48 C40 C39 120.56(11) . . ?
C37 C41 H41 119.7 . . ?
C42 C41 C37 120.64(11) . . ?
C42 C41 H41 119.7 . . ?
C41 C42 H42 120.0 . . ?
C41 C42 C43 120.06(12) . . ?
C43 C42 H42 120.0 . . ?
C42 C43 H43 119.9 . . ?
C44 C43 C42 120.14(11) . . ?
C44 C43 H43 119.9 . . ?
C38 C44 H44 119.1 . . ?
C43 C44 C38 121.83(12) . . ?
C43 C44 H44 119.1 . . ?
C39 C45 H45 119.4 . . ?
C46 C45 C39 121.27(12) . . ?
C46 C45 H45 119.4 . . ?
C45 C46 H46 119.7 . . ?
C45 C46 C47 120.53(12) . . ?
C47 C46 H46 119.7 . . ?
C46 C47 H47 120.3 . . ?
C48 C47 C46 119.46(12) . . ?
C48 C47 H47 120.3 . . ?
C40 C48 H48 119.6 . . ?
C47 C48 C40 120.78(12) . . ?
C47 C48 H48 119.6 . . ?

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 C8 C10 C11 -163.43(12) . . . . ?
N1 C8 C10 C15 15.65(18) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C1 C2 C7 N1 -2.07(18) . . . . ?
C1 C2 C7 N3 177.45(12) . . . . ?
N2 C8 C10 C11 15.75(17) . . . . ?
N2 C8 C10 C15 -165.17(12) . . . . ?
N2 C9 C16 C17 -4.94(17) . . . . ?
N2 C9 C16 C21 175.55(12) . . . . ?
C2 C1 C6 C5 -0.4(2) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
N3 C9 C16 C17 174.16(11) . . . . ?
N3 C9 C16 C21 -5.35(18) . . . . ?
C3 C2 C7 N1 179.87(12) . . . . ?
C3 C2 C7 N3 -0.61(18) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
N4 C29 C30 N5 -0.36(13) . . . . ?
N4 C29 C30 C40 174.91(10) . . . . ?
N4 C29 C37 C38 -176.13(11) . . . . ?
N4 C29 C37 C41 8.3(2) . . . . ?
N4 C31 C32 C33 -176.85(11) . . . . ?
N4 C31 C36 C35 177.53(11) . . . . ?
C4 C5 C6 C1 -0.2(2) . . . . ?
N5 C30 C40 C39 175.51(11) . . . . ?
N5 C30 C40 C48 -1.21(19) . . . . ?
C6 C1 C2 C3 0.6(2) . . . . ?
C6 C1 C2 C7 -177.50(13) . . . . ?
C7 N1 C8 N2 -0.70(18) . . . . ?
C7 N1 C8 C10 178.41(11) . . . . ?
C7 C2 C3 C4 177.82(12) . . . . ?
C7 N3 C9 N2 0.03(18) . . . . ?
C7 N3 C9 C16 -178.99(11) . . . . ?
C8 N1 C7 C2 177.32(11) . . . . ?
C8 N1 C7 N3 -2.16(18) . . . . ?
C8 N2 C9 N3 -2.49(18) . . . . ?
C8 N2 C9 C16 176.54(11) . . . . ?
C8 C10 C11 C12 178.22(11) . . . . ?
C8 C10 C15 C14 -178.84(12) . . . . ?
C9 N2 C8 N1 2.85(18) . . . . ?
C9 N2 C8 C10 -176.27(11) . . . . ?
C9 N3 C7 N1 2.47(18) . . . . ?
C9 N3 C7 C2 -177.02(11) . . . . ?
C9 C16 C17 C18 -178.75(12) . . . . ?
C9 C16 C21 C20 178.60(13) . . . . ?
C10 C11 C12 C13 0.49(19) . . . . ?
C11 C10 C15 C14 0.3(2) . . . . ?
C11 C12 C13 C14 0.54(18) . . . . ?
C11 C12 C13 C22 179.60(11) . . . . ?
C12 C13 C14 C15 -1.18(19) . . . . ?
C12 C13 C22 C23 151.09(12) . . . . ?
C12 C13 C22 C27 -29.59(17) . . . . ?
C13 C14 C15 C10 0.8(2) . . . . ?
C13 C22 C23 C24 178.85(11) . . . . ?
C13 C22 C27 C26 179.98(10) . . . . ?
C14 C13 C22 C23 -29.88(18) . . . . ?
C14 C13 C22 C27 149.43(12) . . . . ?
C15 C10 C11 C12 -0.89(19) . . . . ?
C16 C17 C18 C19 0.2(2) . . . . ?
C17 C16 C21 C20 -0.9(2) . . . . ?
C17 C18 C19 C20 -1.1(2) . . . . ?
C18 C19 C20 C21 1.0(2) . . . . ?
C19 C20 C21 C16 0.1(2) . . . . ?
C21 C16 C17 C18 0.77(19) . . . . ?
C22 C13 C14 C15 179.77(12) . . . . ?
C22 C23 C24 C25 1.28(18) . . . . ?
C23 C22 C27 C26 -0.68(17) . . . . ?
C23 C24 C25 C26 -0.90(17) . . . . ?
C23 C24 C25 C28 -176.88(10) . . . . ?
C24 C25 C26 C27 -0.26(17) . . . . ?
C24 C25 C28 N4 -145.48(11) . . . . ?
C24 C25 C28 N5 37.44(17) . . . . ?
C25 C26 C27 C22 1.06(17) . . . . ?
C26 C25 C28 N4 38.73(17) . . . . ?
C26 C25 C28 N5 -138.35(12) . . . . ?
C27 C22 C23 C24 -0.48(17) . . . . ?
C28 N4 C29 C30 -0.49(12) . . . . ?
C28 N4 C29 C37 -176.53(12) . . . . ?
C28 N4 C31 C32 70.70(16) . . . . ?
C28 N4 C31 C36 -107.59(13) . . . . ?
C28 N5 C30 C29 1.09(13) . . . . ?
C28 N5 C30 C40 -173.85(11) . . . . ?
C28 C25 C26 C27 175.55(10) . . . . ?
C29 N4 C28 N5 1.24(13) . . . . ?
C29 N4 C28 C25 -176.13(10) . . . . ?
C29 N4 C31 C32 -117.52(13) . . . . ?
C29 N4 C31 C36 64.19(16) . . . . ?
C29 C30 C40 C39 1.03(17) . . . . ?
C29 C30 C40 C48 -175.69(11) . . . . ?
C29 C37 C38 C39 -1.14(16) . . . . ?
C29 C37 C38 C44 -178.20(11) . . . . ?
C29 C37 C41 C42 176.31(11) . . . . ?
C30 N5 C28 N4 -1.42(13) . . . . ?
C30 N5 C28 C25 175.97(10) . . . . ?
C30 C29 C37 C38 8.43(17) . . . . ?
C30 C29 C37 C41 -167.10(11) . . . . ?
C30 C40 C48 C47 174.83(12) . . . . ?
C31 N4 C28 N5 174.41(11) . . . . ?
C31 N4 C28 C25 -2.95(18) . . . . ?
C31 N4 C29 C30 -173.57(11) . . . . ?
C31 N4 C29 C37 10.4(2) . . . . ?
C31 C32 C33 C34 -0.54(19) . . . . ?
C32 C31 C36 C35 -0.73(18) . . . . ?
C32 C33 C34 C35 -0.9(2) . . . . ?
C33 C34 C35 C36 1.6(2) . . . . ?
C34 C35 C36 C31 -0.78(19) . . . . ?
C36 C31 C32 C33 1.38(18) . . . . ?
C37 C29 C30 N5 176.11(10) . . . . ?
C37 C29 C30 C40 -8.62(18) . . . . ?
C37 C38 C39 C40 -5.95(17) . . . . ?
C37 C38 C39 C45 173.99(11) . . . . ?
C37 C38 C44 C43 2.23(18) . . . . ?
C37 C41 C42 C43 0.93(19) . . . . ?
C38 C37 C41 C42 0.93(18) . . . . ?
C38 C39 C40 C30 5.99(17) . . . . ?
C38 C39 C40 C48 -177.26(11) . . . . ?
C38 C39 C45 C46 178.42(12) . . . . ?
C39 C38 C44 C43 -174.81(12) . . . . ?
C39 C40 C48 C47 -1.79(19) . . . . ?
C39 C45 C46 C47 -0.58(19) . . . . ?
C40 C39 C45 C46 -1.64(18) . . . . ?
C41 C37 C38 C39 174.61(11) . . . . ?
C41 C37 C38 C44 -2.45(17) . . . . ?
C41 C42 C43 C44 -1.20(19) . . . . ?
C42 C43 C44 C38 -0.4(2) . . . . ?
C44 C38 C39 C40 171.00(11) . . . . ?
C44 C38 C39 C45 -9.07(18) . . . . ?
C45 C39 C40 C30 -173.95(11) . . . . ?
C45 C39 C40 C48 2.81(17) . . . . ?
C45 C46 C47 C48 1.7(2) . . . . ?
C46 C47 C48 C40 -0.50(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_ww75_1_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2281464'
loop_
_audit_author_name
_audit_author_address
'Pattarapapa Janthakit'
;Vidyasirimedhi Institute of Science and Technology
Thailand
;
_audit_update_record             
;
2023-07-14 deposited with the CCDC.	2023-09-17 downloaded from the CCDC.
;
_audit_creation_date             2023-07-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C50 H34 N4'
_chemical_formula_sum            'C50 H34 N4'
_chemical_formula_weight         690.81
_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'

_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                   15.5261(12)
_cell_length_b                   11.0720(9)
_cell_length_c                   23.3012(18)
_cell_angle_alpha                90
_cell_angle_beta                 100.221(3)
_cell_angle_gamma                90
_cell_volume                     3942.0(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9632
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      25.041
_cell_measurement_theta_min      2.271
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6065
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1396 before and 0.0886 after correction.
The Ratio of minimum to maximum transmission is 0.8139.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.164
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1448
_exptl_crystal_size_max          0.274
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1058
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            238086
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.073
_diffrn_reflns_theta_max         25.073
_diffrn_reflns_theta_min         1.776
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'bruker D8 venture'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5121
_reflns_number_total             6990
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         6990
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0986
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.113
_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)+(0.0257P)²+16.9031P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1245
_refine_ls_wR_factor_ref         0.1619
_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(H1), C2(H2), C3(H3), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C16(H16),
 C17(H17), C18(H18), C19(H19), C20(H20), C23(H23), C26(H26), C27(H27), C30(H30),
  C31(H31), C33(H33), C34(H34), C37(H37), C40(H40), C41(H41), C42(H42),
 C43(H43), C44(H44), C46(H46), C47(H47), C48(H48), C49(H49), C50(H50)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C)
;
_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 0.12502(18) 1.0238(3) 0.68390(12) 0.0202(6) Uani 1 1 d . . . . .
C1 C 0.0531(2) 1.4092(4) 0.72203(16) 0.0271(8) Uani 1 1 d . . . . .
H1 H 0.084417 1.478533 0.713252 0.033 Uiso 1 1 calc R U . . .
N2 N 0.04143(19) 0.8661(3) 0.69902(12) 0.0214(6) Uani 1 1 d . . . . .
C2 C -0.0187(2) 1.4218(3) 0.75069(16) 0.0259(8) Uani 1 1 d . . . . .
H2 H -0.035254 1.499591 0.762092 0.031 Uiso 1 1 calc R U . . .
N3 N 0.46563(19) 0.2354(3) 0.48198(13) 0.0219(6) Uani 1 1 d . . . . .
C3 C -0.0650(2) 1.3219(3) 0.76222(16) 0.0249(8) Uani 1 1 d . . . . .
H3 H -0.113422 1.332071 0.781560 0.030 Uiso 1 1 calc R U . . .
N4 N 0.59526(19) 0.3171(3) 0.53951(13) 0.0225(6) Uani 1 1 d . . . . .
C4 C -0.0430(2) 1.2048(3) 0.74635(15) 0.0214(7) Uani 1 1 d . . . . .
C5 C 0.0321(2) 1.1918(3) 0.71894(14) 0.0204(7) Uani 1 1 d . . . . .
C6 C 0.0779(2) 1.2963(3) 0.70672(15) 0.0235(8) Uani 1 1 d . . . . .
H6 H 0.126727 1.288269 0.687556 0.028 Uiso 1 1 calc R U . . .
C7 C -0.0953(2) 1.1002(3) 0.75682(15) 0.0213(7) Uani 1 1 d . . . . .
C8 C -0.1708(2) 1.1104(4) 0.78258(16) 0.0264(8) Uani 1 1 d . . . . .
H8 H -0.187609 1.187636 0.794444 0.032 Uiso 1 1 calc R U . . .
C9 C -0.2205(2) 1.0112(4) 0.79093(16) 0.0283(8) Uani 1 1 d . . . . .
H9 H -0.271208 1.020988 0.808050 0.034 Uiso 1 1 calc R U . . .
C10 C -0.1971(2) 0.8969(4) 0.77450(16) 0.0265(8) Uani 1 1 d . . . . .
H10 H -0.231755 0.828818 0.780375 0.032 Uiso 1 1 calc R U . . .
C11 C -0.1235(2) 0.8824(4) 0.74966(15) 0.0242(8) Uani 1 1 d . . . . .
H11 H -0.107299 0.804126 0.738717 0.029 Uiso 1 1 calc R U . . .
C12 C -0.0724(2) 0.9830(3) 0.74044(15) 0.0208(7) Uani 1 1 d . . . . .
C13 C 0.0049(2) 0.9719(3) 0.71559(14) 0.0193(7) Uani 1 1 d . . . . .
C14 C 0.0545(2) 1.0710(3) 0.70636(15) 0.0214(8) Uani 1 1 d . . . . .
C15 C 0.1934(2) 1.0922(3) 0.66496(15) 0.0197(7) Uani 1 1 d . . . . .
C16 C 0.2605(2) 1.1386(3) 0.70642(16) 0.0231(8) Uani 1 1 d . . . . .
H16 H 0.261846 1.123744 0.746732 0.028 Uiso 1 1 calc R U . . .
C17 C 0.3255(2) 1.2067(3) 0.68822(17) 0.0270(8) Uani 1 1 d . . . . .
H17 H 0.371823 1.239159 0.716092 0.032 Uiso 1 1 calc R U . . .
C18 C 0.3227(2) 1.2276(4) 0.62923(17) 0.0285(8) Uani 1 1 d . . . . .
H18 H 0.367223 1.274860 0.616959 0.034 Uiso 1 1 calc R U . . .
C19 C 0.2559(2) 1.1803(4) 0.58794(16) 0.0273(8) Uani 1 1 d . . . . .
H19 H 0.254887 1.194416 0.547610 0.033 Uiso 1 1 calc R U . . .
C20 C 0.1903(2) 1.1121(3) 0.60592(16) 0.0237(8) Uani 1 1 d . . . . .
H20 H 0.144028 1.079464 0.578074 0.028 Uiso 1 1 calc R U . . .
C21 C 0.1139(2) 0.9002(3) 0.68038(15) 0.0213(7) Uani 1 1 d . . . . .
C22 C 0.1744(2) 0.8147(3) 0.65975(14) 0.0207(7) Uani 1 1 d . . . . .
C23 C 0.1407(2) 0.7038(3) 0.63764(15) 0.0214(7) Uani 1 1 d . . . . .
H23 H 0.080629 0.686990 0.637522 0.026 Uiso 1 1 calc R U . . .
C24 C 0.1905(2) 0.6171(3) 0.61592(15) 0.0211(7) Uani 1 1 d . . . . .
C25 C 0.2801(2) 0.6400(3) 0.61730(15) 0.0204(7) Uani 1 1 d . . . . .
C26 C 0.3151(2) 0.7482(3) 0.64289(15) 0.0219(7) Uani 1 1 d . . . . .
H26 H 0.376104 0.762667 0.646180 0.026 Uiso 1 1 calc R U . . .
C27 C 0.2639(2) 0.8342(3) 0.66344(15) 0.0215(7) Uani 1 1 d . . . . .
H27 H 0.289675 0.906781 0.680122 0.026 Uiso 1 1 calc R U . . .
C28 C 0.1447(2) 0.5034(3) 0.59146(17) 0.0271(8) Uani 1 1 d . . . . .
H28A H 0.094175 0.488361 0.610428 0.041 Uiso 1 1 calc R U . . .
H28B H 0.185278 0.435076 0.598683 0.041 Uiso 1 1 calc R U . . .
H28C H 0.124727 0.512813 0.549382 0.041 Uiso 1 1 calc R U . . .
C29 C 0.3390(2) 0.5564(3) 0.59248(15) 0.0228(8) Uani 1 1 d . . . . .
C30 C 0.4259(2) 0.5381(3) 0.62061(15) 0.0218(7) Uani 1 1 d . . . . .
H30 H 0.446578 0.578058 0.656497 0.026 Uiso 1 1 calc R U . . .
C31 C 0.4821(2) 0.4630(3) 0.59712(15) 0.0219(7) Uani 1 1 d . . . . .
H31 H 0.540783 0.452952 0.616701 0.026 Uiso 1 1 calc R U . . .
C32 C 0.4530(2) 0.4024(3) 0.54497(15) 0.0213(7) Uani 1 1 d . . . . .
C33 C 0.3675(2) 0.4226(3) 0.51617(16) 0.0230(8) Uani 1 1 d . . . . .
H33 H 0.347344 0.383645 0.479949 0.028 Uiso 1 1 calc R U . . .
C34 C 0.3117(2) 0.4979(3) 0.53923(15) 0.0221(8) Uani 1 1 d . . . . .
H34 H 0.253877 0.510199 0.518629 0.026 Uiso 1 1 calc R U . . .
C35 C 0.5088(2) 0.3135(3) 0.52029(15) 0.0211(7) Uani 1 1 d . . . . .
C36 C 0.5134(2) 0.1503(3) 0.46128(15) 0.0222(8) Uani 1 1 d . . . . .
C37 C 0.6035(2) 0.1460(3) 0.47828(15) 0.0232(8) Uani 1 1 d . . . . .
H37 H 0.637137 0.085167 0.463837 0.028 Uiso 1 1 calc R U . . .
C38 C 0.6433(2) 0.2336(3) 0.51721(15) 0.0216(8) Uani 1 1 d . . . . .
C39 C 0.4627(2) 0.0618(3) 0.42066(15) 0.0224(8) Uani 1 1 d . . . . .
C40 C 0.3727(2) 0.0780(4) 0.40269(16) 0.0257(8) Uani 1 1 d . . . . .
H40 H 0.344678 0.145626 0.416427 0.031 Uiso 1 1 calc R U . . .
C41 C 0.3240(3) -0.0031(4) 0.36523(17) 0.0292(9) Uani 1 1 d . . . . .
H41 H 0.263128 0.009910 0.352727 0.035 Uiso 1 1 calc R U . . .
C42 C 0.3638(3) -0.1032(4) 0.34587(16) 0.0289(9) Uani 1 1 d . . . . .
H42 H 0.329970 -0.159289 0.320400 0.035 Uiso 1 1 calc R U . . .
C43 C 0.4529(3) -0.1219(3) 0.36357(16) 0.0280(8) Uani 1 1 d . . . . .
H43 H 0.479957 -0.190935 0.350360 0.034 Uiso 1 1 calc R U . . .
C44 C 0.5026(2) -0.0397(3) 0.40060(16) 0.0253(8) Uani 1 1 d . . . . .
H44 H 0.563753 -0.052228 0.412331 0.030 Uiso 1 1 calc R U . . .
C45 C 0.7396(2) 0.2411(3) 0.53543(15) 0.0218(7) Uani 1 1 d . . . . .
C46 C 0.7757(2) 0.3108(4) 0.58355(17) 0.0292(9) Uani 1 1 d . . . . .
H46 H 0.738198 0.351718 0.605156 0.035 Uiso 1 1 calc R U . . .
C47 C 0.8654(3) 0.3212(4) 0.60026(17) 0.0326(9) Uani 1 1 d . . . . .
H47 H 0.889108 0.367722 0.633577 0.039 Uiso 1 1 calc R U . . .
C48 C 0.9207(3) 0.2636(4) 0.56842(17) 0.0329(9) Uani 1 1 d . . . . .
H48 H 0.982323 0.270690 0.579768 0.039 Uiso 1 1 calc R U . . .
C49 C 0.8856(2) 0.1958(4) 0.52001(17) 0.0290(9) Uani 1 1 d . . . . .
H49 H 0.923536 0.157519 0.497776 0.035 Uiso 1 1 calc R U . . .
C50 C 0.7962(2) 0.1832(4) 0.50367(16) 0.0270(8) Uani 1 1 d . . . . .
H50 H 0.772957 0.135136 0.470774 0.032 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 C14 1.397(4) . ?
N1 C15 1.436(4) . ?
N1 C21 1.379(5) . ?
C1 H1 0.9500 . ?
C1 C2 1.405(5) . ?
C1 C6 1.374(5) . ?
N2 C13 1.385(4) . ?
N2 C21 1.331(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.371(5) . ?
N3 C35 1.334(5) . ?
N3 C36 1.340(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.406(5) . ?
N4 C35 1.338(5) . ?
N4 C38 1.349(5) . ?
C4 C5 1.433(5) . ?
C4 C7 1.460(5) . ?
C5 C6 1.412(5) . ?
C5 C14 1.425(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.413(5) . ?
C7 C12 1.416(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.375(6) . ?
C9 H9 0.9500 . ?
C9 C10 1.389(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.406(5) . ?
C12 C13 1.427(5) . ?
C13 C14 1.379(5) . ?
C15 C16 1.387(5) . ?
C15 C20 1.386(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.387(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.473(5) . ?
C22 C23 1.397(5) . ?
C22 C27 1.394(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(5) . ?
C24 C25 1.409(5) . ?
C24 C28 1.508(5) . ?
C25 C26 1.404(5) . ?
C25 C29 1.488(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.380(5) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C30 1.406(5) . ?
C29 C34 1.397(5) . ?
C30 H30 0.9500 . ?
C30 C31 1.386(5) . ?
C31 H31 0.9500 . ?
C31 C32 1.392(5) . ?
C32 C33 1.395(5) . ?
C32 C35 1.492(5) . ?
C33 H33 0.9500 . ?
C33 C34 1.378(5) . ?
C34 H34 0.9500 . ?
C36 C37 1.386(5) . ?
C36 C39 1.487(5) . ?
C37 H37 0.9500 . ?
C37 C38 1.395(5) . ?
C38 C45 1.481(5) . ?
C39 C40 1.398(5) . ?
C39 C44 1.402(5) . ?
C40 H40 0.9500 . ?
C40 C41 1.380(5) . ?
C41 H41 0.9500 . ?
C41 C42 1.382(6) . ?
C42 H42 0.9500 . ?
C42 C43 1.387(5) . ?
C43 H43 0.9500 . ?
C43 C44 1.390(5) . ?
C44 H44 0.9500 . ?
C45 C46 1.395(5) . ?
C45 C50 1.401(5) . ?
C46 H46 0.9500 . ?
C46 C47 1.382(5) . ?
C47 H47 0.9500 . ?
C47 C48 1.385(6) . ?
C48 H48 0.9500 . ?
C48 C49 1.384(6) . ?
C49 H49 0.9500 . ?
C49 C50 1.380(5) . ?
C50 H50 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
C14 N1 C15 126.1(3) . . ?
C21 N1 C14 107.2(3) . . ?
C21 N1 C15 126.6(3) . . ?
C2 C1 H1 120.1 . . ?
C6 C1 H1 120.1 . . ?
C6 C1 C2 119.8(4) . . ?
C21 N2 C13 105.2(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C35 N3 C36 116.9(3) . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.1(3) . . ?
C4 C3 H3 118.9 . . ?
C35 N4 C38 116.2(3) . . ?
C3 C4 C5 117.7(3) . . ?
C3 C4 C7 121.3(3) . . ?
C5 C4 C7 121.0(3) . . ?
C6 C5 C4 119.1(3) . . ?
C6 C5 C14 125.3(3) . . ?
C14 C5 C4 115.7(3) . . ?
C1 C6 C5 121.3(3) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C8 C7 C4 122.4(3) . . ?
C8 C7 C12 117.1(3) . . ?
C12 C7 C4 120.6(3) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 C7 121.7(4) . . ?
C9 C8 H8 119.2 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.5(3) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.1 . . ?
C11 C10 C9 119.9(4) . . ?
C11 C10 H10 120.1 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.3(4) . . ?
C12 C11 H11 119.8 . . ?
C7 C12 C13 117.2(3) . . ?
C11 C12 C7 120.6(3) . . ?
C11 C12 C13 122.2(3) . . ?
N2 C13 C12 126.9(3) . . ?
C14 C13 N2 111.3(3) . . ?
C14 C13 C12 121.8(3) . . ?
N1 C14 C5 131.6(3) . . ?
C13 C14 N1 104.9(3) . . ?
C13 C14 C5 123.5(3) . . ?
C16 C15 N1 119.1(3) . . ?
C20 C15 N1 119.5(3) . . ?
C20 C15 C16 121.5(3) . . ?
C15 C16 H16 120.5 . . ?
C17 C16 C15 119.1(3) . . ?
C17 C16 H16 120.5 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.9(4) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 119.6 . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.6(3) . . ?
C20 C19 H19 120.2 . . ?
C15 C20 C19 119.2(3) . . ?
C15 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
N1 C21 C22 125.2(3) . . ?
N2 C21 N1 111.5(3) . . ?
N2 C21 C22 123.3(3) . . ?
C23 C22 C21 117.8(3) . . ?
C27 C22 C21 124.5(3) . . ?
C27 C22 C23 117.5(3) . . ?
C22 C23 H23 118.4 . . ?
C24 C23 C22 123.2(3) . . ?
C24 C23 H23 118.4 . . ?
C23 C24 C25 118.8(3) . . ?
C23 C24 C28 117.4(3) . . ?
C25 C24 C28 123.8(3) . . ?
C24 C25 C29 123.5(3) . . ?
C26 C25 C24 118.0(3) . . ?
C26 C25 C29 118.5(3) . . ?
C25 C26 H26 118.9 . . ?
C27 C26 C25 122.2(3) . . ?
C27 C26 H26 118.9 . . ?
C22 C27 H27 119.9 . . ?
C26 C27 C22 120.1(3) . . ?
C26 C27 H27 119.9 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C25 120.9(3) . . ?
C34 C29 C25 121.5(3) . . ?
C34 C29 C30 117.5(3) . . ?
C29 C30 H30 119.3 . . ?
C31 C30 C29 121.4(3) . . ?
C31 C30 H30 119.3 . . ?
C30 C31 H31 119.9 . . ?
C30 C31 C32 120.3(3) . . ?
C32 C31 H31 119.9 . . ?
C31 C32 C33 118.5(3) . . ?
C31 C32 C35 122.3(3) . . ?
C33 C32 C35 119.2(3) . . ?
C32 C33 H33 119.3 . . ?
C34 C33 C32 121.3(3) . . ?
C34 C33 H33 119.3 . . ?
C29 C34 H34 119.5 . . ?
C33 C34 C29 120.9(3) . . ?
C33 C34 H34 119.5 . . ?
N3 C35 N4 126.7(3) . . ?
N3 C35 C32 115.3(3) . . ?
N4 C35 C32 117.9(3) . . ?
N3 C36 C37 121.1(3) . . ?
N3 C36 C39 115.4(3) . . ?
C37 C36 C39 123.5(3) . . ?
C36 C37 H37 121.0 . . ?
C36 C37 C38 118.1(3) . . ?
C38 C37 H37 121.0 . . ?
N4 C38 C37 121.0(3) . . ?
N4 C38 C45 116.7(3) . . ?
C37 C38 C45 122.3(3) . . ?
C40 C39 C36 119.6(3) . . ?
C40 C39 C44 118.7(3) . . ?
C44 C39 C36 121.7(3) . . ?
C39 C40 H40 119.6 . . ?
C41 C40 C39 120.8(4) . . ?
C41 C40 H40 119.6 . . ?
C40 C41 H41 119.9 . . ?
C40 C41 C42 120.1(4) . . ?
C42 C41 H41 119.9 . . ?
C41 C42 H42 120.0 . . ?
C41 C42 C43 120.1(4) . . ?
C43 C42 H42 120.0 . . ?
C42 C43 H43 119.9 . . ?
C42 C43 C44 120.1(4) . . ?
C44 C43 H43 119.9 . . ?
C39 C44 H44 120.0 . . ?
C43 C44 C39 120.1(4) . . ?
C43 C44 H44 120.0 . . ?
C46 C45 C38 120.2(3) . . ?
C46 C45 C50 118.5(3) . . ?
C50 C45 C38 121.2(3) . . ?
C45 C46 H46 119.5 . . ?
C47 C46 C45 120.9(4) . . ?
C47 C46 H46 119.5 . . ?
C46 C47 H47 120.0 . . ?
C46 C47 C48 120.0(4) . . ?
C48 C47 H47 120.0 . . ?
C47 C48 H48 120.2 . . ?
C49 C48 C47 119.7(4) . . ?
C49 C48 H48 120.2 . . ?
C48 C49 H49 119.7 . . ?
C50 C49 C48 120.7(4) . . ?
C50 C49 H49 119.7 . . ?
C45 C50 H50 119.9 . . ?
C49 C50 C45 120.2(4) . . ?
C49 C50 H50 119.9 . . ?

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
N1 C15 C16 C17 -178.6(3) . . . . ?
N1 C15 C20 C19 178.8(3) . . . . ?
N1 C21 C22 C23 -155.9(3) . . . . ?
N1 C21 C22 C27 27.5(6) . . . . ?
C1 C2 C3 C4 0.1(6) . . . . ?
N2 C13 C14 N1 -0.8(4) . . . . ?
N2 C13 C14 C5 179.4(3) . . . . ?
N2 C21 C22 C23 25.3(5) . . . . ?
N2 C21 C22 C27 -151.3(4) . . . . ?
C2 C1 C6 C5 0.4(6) . . . . ?
C2 C3 C4 C5 2.0(5) . . . . ?
C2 C3 C4 C7 -177.4(3) . . . . ?
N3 C36 C37 C38 -0.6(5) . . . . ?
N3 C36 C39 C40 5.8(5) . . . . ?
N3 C36 C39 C44 -172.9(3) . . . . ?
C3 C4 C5 C6 -2.9(5) . . . . ?
C3 C4 C5 C14 176.9(3) . . . . ?
C3 C4 C7 C8 0.8(5) . . . . ?
C3 C4 C7 C12 179.8(3) . . . . ?
N4 C38 C45 C46 15.3(5) . . . . ?
N4 C38 C45 C50 -161.9(3) . . . . ?
C4 C5 C6 C1 1.8(5) . . . . ?
C4 C5 C14 N1 -175.2(3) . . . . ?
C4 C5 C14 C13 4.5(5) . . . . ?
C4 C7 C8 C9 178.5(3) . . . . ?
C4 C7 C12 C11 -179.0(3) . . . . ?
C4 C7 C12 C13 2.2(5) . . . . ?
C5 C4 C7 C8 -178.6(3) . . . . ?
C5 C4 C7 C12 0.5(5) . . . . ?
C6 C1 C2 C3 -1.4(6) . . . . ?
C6 C5 C14 N1 4.6(6) . . . . ?
C6 C5 C14 C13 -175.7(3) . . . . ?
C7 C4 C5 C6 176.5(3) . . . . ?
C7 C4 C5 C14 -3.7(5) . . . . ?
C7 C8 C9 C10 0.6(6) . . . . ?
C7 C12 C13 N2 176.9(3) . . . . ?
C7 C12 C13 C14 -1.6(5) . . . . ?
C8 C7 C12 C11 0.1(5) . . . . ?
C8 C7 C12 C13 -178.6(3) . . . . ?
C8 C9 C10 C11 0.0(6) . . . . ?
C9 C10 C11 C12 -0.5(5) . . . . ?
C10 C11 C12 C7 0.4(5) . . . . ?
C10 C11 C12 C13 179.1(3) . . . . ?
C11 C12 C13 N2 -1.9(6) . . . . ?
C11 C12 C13 C14 179.6(3) . . . . ?
C12 C7 C8 C9 -0.6(5) . . . . ?
C12 C13 C14 N1 177.9(3) . . . . ?
C12 C13 C14 C5 -1.9(5) . . . . ?
C13 N2 C21 N1 -0.5(4) . . . . ?
C13 N2 C21 C22 178.5(3) . . . . ?
C14 N1 C15 C16 78.2(5) . . . . ?
C14 N1 C15 C20 -100.8(4) . . . . ?
C14 N1 C21 N2 0.0(4) . . . . ?
C14 N1 C21 C22 -179.0(3) . . . . ?
C14 C5 C6 C1 -178.0(4) . . . . ?
C15 N1 C14 C5 -3.0(6) . . . . ?
C15 N1 C14 C13 177.2(3) . . . . ?
C15 N1 C21 N2 -176.7(3) . . . . ?
C15 N1 C21 C22 4.3(6) . . . . ?
C15 C16 C17 C18 -0.1(5) . . . . ?
C16 C15 C20 C19 -0.2(5) . . . . ?
C16 C17 C18 C19 -0.4(6) . . . . ?
C17 C18 C19 C20 0.6(6) . . . . ?
C18 C19 C20 C15 -0.3(6) . . . . ?
C20 C15 C16 C17 0.4(5) . . . . ?
C21 N1 C14 C5 -179.7(4) . . . . ?
C21 N1 C14 C13 0.5(4) . . . . ?
C21 N1 C15 C16 -105.6(4) . . . . ?
C21 N1 C15 C20 75.3(5) . . . . ?
C21 N2 C13 C12 -177.8(3) . . . . ?
C21 N2 C13 C14 0.8(4) . . . . ?
C21 C22 C23 C24 178.7(3) . . . . ?
C21 C22 C27 C26 179.9(3) . . . . ?
C22 C23 C24 C25 1.6(5) . . . . ?
C22 C23 C24 C28 -177.8(3) . . . . ?
C23 C22 C27 C26 3.3(5) . . . . ?
C23 C24 C25 C26 2.4(5) . . . . ?
C23 C24 C25 C29 -176.8(3) . . . . ?
C24 C25 C26 C27 -3.6(5) . . . . ?
C24 C25 C29 C30 -142.0(4) . . . . ?
C24 C25 C29 C34 41.2(5) . . . . ?
C25 C26 C27 C22 0.7(5) . . . . ?
C25 C29 C30 C31 -178.2(3) . . . . ?
C25 C29 C34 C33 178.7(3) . . . . ?
C26 C25 C29 C30 38.8(5) . . . . ?
C26 C25 C29 C34 -138.0(4) . . . . ?
C27 C22 C23 C24 -4.5(5) . . . . ?
C28 C24 C25 C26 -178.2(3) . . . . ?
C28 C24 C25 C29 2.6(6) . . . . ?
C29 C25 C26 C27 175.6(3) . . . . ?
C29 C30 C31 C32 -0.8(5) . . . . ?
C30 C29 C34 C33 1.7(5) . . . . ?
C30 C31 C32 C33 2.3(5) . . . . ?
C30 C31 C32 C35 -175.2(3) . . . . ?
C31 C32 C33 C34 -1.9(5) . . . . ?
C31 C32 C35 N3 159.3(3) . . . . ?
C31 C32 C35 N4 -18.8(5) . . . . ?
C32 C33 C34 C29 -0.2(6) . . . . ?
C33 C32 C35 N3 -18.2(5) . . . . ?
C33 C32 C35 N4 163.6(3) . . . . ?
C34 C29 C30 C31 -1.3(5) . . . . ?
C35 N3 C36 C37 -1.3(5) . . . . ?
C35 N3 C36 C39 177.5(3) . . . . ?
C35 N4 C38 C37 -2.6(5) . . . . ?
C35 N4 C38 C45 176.5(3) . . . . ?
C35 C32 C33 C34 175.8(3) . . . . ?
C36 N3 C35 N4 1.3(5) . . . . ?
C36 N3 C35 C32 -176.6(3) . . . . ?
C36 C37 C38 N4 2.6(5) . . . . ?
C36 C37 C38 C45 -176.4(3) . . . . ?
C36 C39 C40 C41 -179.7(3) . . . . ?
C36 C39 C44 C43 178.7(3) . . . . ?
C37 C36 C39 C40 -175.5(3) . . . . ?
C37 C36 C39 C44 5.8(5) . . . . ?
C37 C38 C45 C46 -165.5(4) . . . . ?
C37 C38 C45 C50 17.2(5) . . . . ?
C38 N4 C35 N3 0.6(5) . . . . ?
C38 N4 C35 C32 178.5(3) . . . . ?
C38 C45 C46 C47 -178.4(4) . . . . ?
C38 C45 C50 C49 177.1(4) . . . . ?
C39 C36 C37 C38 -179.2(3) . . . . ?
C39 C40 C41 C42 1.3(6) . . . . ?
C40 C39 C44 C43 0.0(5) . . . . ?
C40 C41 C42 C43 -0.6(6) . . . . ?
C41 C42 C43 C44 -0.3(6) . . . . ?
C42 C43 C44 C39 0.7(6) . . . . ?
C44 C39 C40 C41 -1.0(5) . . . . ?
C45 C46 C47 C48 1.2(6) . . . . ?
C46 C45 C50 C49 -0.1(6) . . . . ?
C46 C47 C48 C49 -0.1(6) . . . . ?
C47 C48 C49 C50 -1.1(6) . . . . ?
C48 C49 C50 C45 1.2(6) . . . . ?
C50 C45 C46 C47 -1.1(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.080 0.500 298.5 113.7 ?
2 0.500 0.682 0.000 298.5 113.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
