# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_mg_al382_296k
_audit_block_doi                 10.5517/ccdc.csd.cc2cyk96
_database_code_depnum_ccdc_archive 'CCDC 2203148'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;University
Chile
;
_audit_update_record             
;
2022-08-23 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_audit_creation_date             2022-08-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H28 N6 O'
_chemical_formula_sum            'C31 H28 N6 O'
_chemical_formula_weight         500.59
_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                   8.156(2)
_cell_length_b                   9.356(2)
_cell_length_c                   19.728(5)
_cell_angle_alpha                101.682(5)
_cell_angle_beta                 92.413(5)
_cell_angle_gamma                114.101(5)
_cell_volume                     1332.6(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4363
_cell_measurement_temperature    294.94
_cell_measurement_theta_max      26.140
_cell_measurement_theta_min      2.808
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6337
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0713 before and 0.0598 after correction.
The Ratio of minimum to maximum transmission is 0.8501.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0706
_diffrn_reflns_av_unetI/netI     0.0522
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25207
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.532
_diffrn_reflns_theta_min         2.808
_diffrn_ambient_temperature      294.94
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2842
_reflns_number_total             5509
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.261
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         5509
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1508
_refine_ls_R_factor_gt           0.0797
_refine_ls_restrained_S_all      1.014
_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)+(0.1051P)²+1.2114P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2034
_refine_ls_wR_factor_ref         0.2631
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 O25, C26, C27, O1, C5, C21
 with sigma for 1-2 distances of 0.00002 and sigma for 1-3 distances of 0.00002
3. Same fragment restrains
{O1, C5, C21} sigma for 1-2: 0.02, 1-3: 0.02
as in
{O25, C26, C27}
4. Others
 Sof(O1)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=1-
 FVAR(1)
 Sof(O25)=Sof(C26)=Sof(H26A)=Sof(H26B)=Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(H27C)=
 FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C26(H26A,H26B), C5(H5A,H5B)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C31(H31),
 C32(H32), C34(H34), C35(H35)
5.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C27(H27A,H27B,
 H27C), C21(H21A,H21B,H21C)
;
_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
N4 N -0.3276(5) -0.0348(5) 0.44629(17) 0.0734(9) Uani 1 1 d . . . . .
N5 N -0.1723(5) 0.1100(4) 0.45855(16) 0.0698(9) Uani 1 1 d . . . . .
N8 N 0.0669(4) 0.2732(4) 0.55570(15) 0.0630(8) Uani 1 1 d . . . . .
N21 N -0.0118(4) 0.0855(4) 0.76677(16) 0.0668(9) Uani 1 1 d . . . . .
N29 N 0.3523(5) 0.1460(5) 0.9745(2) 0.0939(13) Uani 1 1 d . . . . .
N36 N 1.1051(5) 0.6299(4) 0.9279(2) 0.0848(11) Uani 1 1 d . . . . .
C1 C -0.0903(5) 0.1452(5) 0.52579(18) 0.0601(9) Uani 1 1 d . . . . .
C2 C -0.1939(5) 0.0229(5) 0.55657(19) 0.0602(9) Uani 1 1 d . . . . .
C3 C -0.3420(5) -0.0880(5) 0.5035(2) 0.0672(10) Uani 1 1 d . . . . .
C6 C -0.4884(6) -0.2438(5) 0.5072(2) 0.0853(13) Uani 1 1 d . . . . .
H6A H -0.578352 -0.283377 0.466741 0.128 Uiso 1 1 calc R U . . .
H6B H -0.543161 -0.228996 0.548590 0.128 Uiso 1 1 calc R U . . .
H6C H -0.438644 -0.320313 0.508597 0.128 Uiso 1 1 calc R U . . .
C7 C -0.1229(6) 0.1905(6) 0.4036(2) 0.0733(11) Uani 1 1 d . . . . .
C9 C 0.1214(5) 0.2769(4) 0.62090(19) 0.0592(9) Uani 1 1 d . . . . .
C10 C 0.0256(5) 0.1587(4) 0.65692(17) 0.0541(8) Uani 1 1 d . . . . .
C11 C -0.1358(5) 0.0311(4) 0.62449(18) 0.0572(9) Uani 1 1 d . . . . .
H11 H -0.202871 -0.046566 0.647578 0.069 Uiso 1 1 calc R U . . .
C12 C -0.2367(8) 0.1241(7) 0.3401(2) 0.0972(16) Uani 1 1 d . . . . .
H12 H -0.344927 0.032106 0.334620 0.117 Uiso 1 1 calc R U . . .
C13 C -0.1867(10) 0.1966(8) 0.2857(3) 0.1095(19) Uani 1 1 d . . . . .
H13 H -0.261901 0.152091 0.242982 0.131 Uiso 1 1 calc R U . . .
C14 C -0.0307(10) 0.3310(9) 0.2926(3) 0.117(2) Uani 1 1 d . . . . .
H14 H 0.001928 0.377755 0.255013 0.140 Uiso 1 1 calc R U . . .
C15 C 0.0790(9) 0.3977(9) 0.3561(3) 0.121(2) Uani 1 1 d . . . . .
H15 H 0.185804 0.490963 0.361706 0.145 Uiso 1 1 calc R U . . .
C16 C 0.0319(7) 0.3274(7) 0.4113(3) 0.1018(17) Uani 1 1 d . . . . .
H16 H 0.106388 0.373753 0.454196 0.122 Uiso 1 1 calc R U . . .
C17 C 0.2964(5) 0.4137(5) 0.6579(2) 0.0679(10) Uani 1 1 d . . . . .
H17A H 0.270844 0.496250 0.687559 0.082 Uiso 1 1 calc R U . . .
H17B H 0.368717 0.461142 0.623699 0.082 Uiso 1 1 calc R U . . .
C18 C 0.4031(5) 0.3566(5) 0.70213(18) 0.0628(10) Uani 1 1 d . . . . .
H18A H 0.446525 0.288375 0.671720 0.075 Uiso 1 1 calc R U . . .
H18B H 0.507808 0.449247 0.729634 0.075 Uiso 1 1 calc R U . . .
C19 C 0.2893(5) 0.2640(4) 0.75027(17) 0.0549(9) Uani 1 1 d . . . . .
C20 C 0.1035(5) 0.1712(4) 0.72721(17) 0.0563(9) Uani 1 1 d . . . . .
C22 C 0.3598(5) 0.2611(4) 0.81536(17) 0.0535(8) Uani 1 1 d . . . . .
C23 C 0.2407(5) 0.1699(5) 0.85530(18) 0.0622(10) Uani 1 1 d . . . . .
C24 C 0.0555(5) 0.0848(5) 0.8284(2) 0.0715(11) Uani 1 1 d . . . . .
C28 C 0.3031(5) 0.1571(5) 0.9220(2) 0.0722(11) Uani 1 1 d . . . . .
C30 C 0.5556(5) 0.3548(4) 0.84437(18) 0.0551(9) Uani 1 1 d . . . . .
C31 C 0.6908(5) 0.3316(5) 0.81052(19) 0.0626(9) Uani 1 1 d . . . . .
H31 H 0.659595 0.254646 0.768359 0.075 Uiso 1 1 calc R U . . .
C32 C 0.8728(5) 0.4211(5) 0.8382(2) 0.0646(10) Uani 1 1 d . . . . .
H32 H 0.960880 0.401629 0.814747 0.078 Uiso 1 1 calc R U . . .
C33 C 0.9252(5) 0.5392(4) 0.9005(2) 0.0615(9) Uani 1 1 d . . . . .
C34 C 0.7896(5) 0.5626(4) 0.9341(2) 0.0662(10) Uani 1 1 d . . . . .
H34 H 0.820717 0.641633 0.975574 0.079 Uiso 1 1 calc R U . . .
C35 C 0.6087(5) 0.4709(4) 0.90722(18) 0.0627(10) Uani 1 1 d . . . . .
H35 H 0.520481 0.487359 0.931762 0.075 Uiso 1 1 calc R U . . .
C37 C 1.2444(6) 0.6113(8) 0.8912(3) 0.120(2) Uani 1 1 d . . . . .
H37A H 1.216347 0.498728 0.876015 0.180 Uiso 1 1 calc R U . . .
H37B H 1.358053 0.665970 0.921552 0.180 Uiso 1 1 calc R U . . .
H37C H 1.252693 0.656744 0.851296 0.180 Uiso 1 1 calc R U . . .
C38 C 1.1542(6) 0.7557(5) 0.9910(3) 0.0965(15) Uani 1 1 d . . . . .
H38A H 1.106002 0.830778 0.984508 0.145 Uiso 1 1 calc R U . . .
H38B H 1.283970 0.811023 1.001575 0.145 Uiso 1 1 calc R U . . .
H38C H 1.105463 0.709262 1.028868 0.145 Uiso 1 1 calc R U . . .
O25 O -0.0551(11) 0.0137(18) 0.8730(7) 0.082(3) Uani 0.696(13) 1 d D . P A 1
C26 C -0.2500(10) -0.0589(9) 0.8506(4) 0.077(3) Uani 0.696(13) 1 d D . P A 1
H26A H -0.280640 0.013670 0.829541 0.092 Uiso 0.696(13) 1 calc R U P A 1
H26B H -0.312539 -0.072993 0.891196 0.092 Uiso 0.696(13) 1 calc R U P A 1
C27 C -0.3131(12) -0.2149(9) 0.8004(4) 0.087(3) Uani 0.696(13) 1 d D . P A 1
H27A H -0.255809 -0.200940 0.759202 0.130 Uiso 0.696(13) 1 calc R U P A 1
H27B H -0.442234 -0.259194 0.788154 0.130 Uiso 0.696(13) 1 calc R U P A 1
H27C H -0.282602 -0.287172 0.820924 0.130 Uiso 0.696(13) 1 calc R U P A 1
O1 O -0.040(2) -0.034(4) 0.8584(16) 0.097(10) Uani 0.304(13) 1 d D . P A 2
C5 C -0.224(2) -0.154(2) 0.8296(13) 0.101(8) Uani 0.304(13) 1 d D . P A 2
H5A H -0.257950 -0.239768 0.853832 0.121 Uiso 0.304(13) 1 calc R U P A 2
H5B H -0.226718 -0.199911 0.780662 0.121 Uiso 0.304(13) 1 calc R U P A 2
C21 C -0.355(2) -0.084(3) 0.8359(14) 0.132(11) Uani 0.304(13) 1 d D . P A 2
H21A H -0.330419 -0.007882 0.807356 0.198 Uiso 0.304(13) 1 calc R U P A 2
H21B H -0.345851 -0.030572 0.883777 0.198 Uiso 0.304(13) 1 calc R U P A 2
H21C H -0.475279 -0.168488 0.820617 0.198 Uiso 0.304(13) 1 calc R U P A 2


_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
N4 N5 1.392(5) . ?
N4 C3 1.315(5) . ?
N5 C1 1.372(4) . ?
N5 C7 1.422(5) . ?
N8 C1 1.350(5) . ?
N8 C9 1.332(4) . ?
N21 C20 1.355(4) . ?
N21 C24 1.315(5) . ?
N29 C28 1.136(5) . ?
N36 C33 1.377(5) . ?
N36 C37 1.423(6) . ?
N36 C38 1.440(6) . ?
C1 C2 1.388(5) . ?
C2 C3 1.435(5) . ?
C2 C11 1.379(5) . ?
C3 C6 1.478(6) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C12 1.390(6) . ?
C7 C16 1.357(7) . ?
C9 C10 1.413(5) . ?
C9 C17 1.500(5) . ?
C10 C11 1.380(5) . ?
C10 C20 1.463(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.374(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.352(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(7) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.520(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.505(5) . ?
C19 C20 1.401(5) . ?
C19 C22 1.395(4) . ?
C22 C23 1.397(5) . ?
C22 C30 1.491(5) . ?
C23 C24 1.406(5) . ?
C23 C28 1.435(5) . ?
C24 O25 1.358(15) . ?
C24 O1 1.34(3) . ?
C30 C31 1.382(5) . ?
C30 C35 1.389(5) . ?
C31 H31 0.9300 . ?
C31 C32 1.391(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.391(5) . ?
C33 C34 1.382(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.382(5) . ?
C35 H35 0.9300 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
O25 C26 1.456(10) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.461(9) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O1 C5 1.456(17) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C21 1.459(17) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N4 N5 108.2(3) . . ?
N4 N5 C7 119.3(3) . . ?
C1 N5 N4 108.8(3) . . ?
C1 N5 C7 131.8(4) . . ?
C9 N8 C1 114.2(3) . . ?
C24 N21 C20 118.3(3) . . ?
C33 N36 C37 120.7(4) . . ?
C33 N36 C38 119.8(4) . . ?
C37 N36 C38 119.2(4) . . ?
N5 C1 C2 107.9(3) . . ?
N8 C1 N5 125.9(4) . . ?
N8 C1 C2 126.2(3) . . ?
C1 C2 C3 105.4(3) . . ?
C11 C2 C1 118.4(3) . . ?
C11 C2 C3 136.2(4) . . ?
N4 C3 C2 109.6(4) . . ?
N4 C3 C6 122.1(4) . . ?
C2 C3 C6 128.2(4) . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C7 N5 118.3(5) . . ?
C16 C7 N5 122.0(4) . . ?
C16 C7 C12 119.8(4) . . ?
N8 C9 C10 124.0(3) . . ?
N8 C9 C17 117.9(3) . . ?
C10 C9 C17 118.1(3) . . ?
C9 C10 C20 119.0(3) . . ?
C11 C10 C9 119.7(3) . . ?
C11 C10 C20 121.2(3) . . ?
C2 C11 C10 117.5(3) . . ?
C2 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C7 C12 H12 120.6 . . ?
C13 C12 C7 118.9(6) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.6(5) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 H14 120.5 . . ?
C13 C14 C15 119.0(5) . . ?
C15 C14 H14 120.5 . . ?
C14 C15 H15 119.8 . . ?
C16 C15 C14 120.5(6) . . ?
C16 C15 H15 119.8 . . ?
C7 C16 C15 120.3(5) . . ?
C7 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C9 C17 H17A 109.4 . . ?
C9 C17 H17B 109.4 . . ?
C9 C17 C18 111.2(3) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 107.9 . . ?
C19 C18 C17 111.7(3) . . ?
C19 C18 H18A 109.3 . . ?
C19 C18 H18B 109.3 . . ?
C20 C19 C18 118.0(3) . . ?
C22 C19 C18 123.5(3) . . ?
C22 C19 C20 118.4(3) . . ?
N21 C20 C10 116.5(3) . . ?
N21 C20 C19 122.9(3) . . ?
C19 C20 C10 120.6(3) . . ?
C19 C22 C23 118.3(3) . . ?
C19 C22 C30 122.5(3) . . ?
C23 C22 C30 119.1(3) . . ?
C22 C23 C24 118.9(3) . . ?
C22 C23 C28 121.8(3) . . ?
C24 C23 C28 119.2(3) . . ?
N21 C24 C23 123.1(3) . . ?
N21 C24 O25 120.9(6) . . ?
N21 C24 O1 118.8(10) . . ?
O25 C24 C23 115.7(5) . . ?
O1 C24 C23 115.2(9) . . ?
N29 C28 C23 179.6(5) . . ?
C31 C30 C22 122.2(3) . . ?
C31 C30 C35 117.3(3) . . ?
C35 C30 C22 120.5(3) . . ?
C30 C31 H31 119.4 . . ?
C30 C31 C32 121.3(3) . . ?
C32 C31 H31 119.4 . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 121.1(4) . . ?
C33 C32 H32 119.5 . . ?
N36 C33 C32 121.5(4) . . ?
N36 C33 C34 121.0(4) . . ?
C34 C33 C32 117.5(3) . . ?
C33 C34 H34 119.3 . . ?
C33 C34 C35 121.3(4) . . ?
C35 C34 H34 119.3 . . ?
C30 C35 H35 119.3 . . ?
C34 C35 C30 121.5(4) . . ?
C34 C35 H35 119.3 . . ?
N36 C37 H37A 109.5 . . ?
N36 C37 H37B 109.5 . . ?
N36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N36 C38 H38A 109.5 . . ?
N36 C38 H38B 109.5 . . ?
N36 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C24 O25 C26 117.7(11) . . ?
O25 C26 H26A 109.1 . . ?
O25 C26 H26B 109.1 . . ?
O25 C26 C27 112.5(9) . . ?
H26A C26 H26B 107.8 . . ?
C27 C26 H26A 109.1 . . ?
C27 C26 H26B 109.1 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 O1 C5 123(2) . . ?
O1 C5 H5A 109.1 . . ?
O1 C5 H5B 109.1 . . ?
O1 C5 C21 112.3(18) . . ?
H5A C5 H5B 107.9 . . ?
C21 C5 H5A 109.1 . . ?
C21 C5 H5B 109.1 . . ?
C5 C21 H21A 109.5 . . ?
C5 C21 H21B 109.5 . . ?
C5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C16 H16 N8 0.93 2.36 3.014(6) 127.1 . yes

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
N4 N5 C1 N8 177.6(3) . . . . ?
N4 N5 C1 C2 -0.2(4) . . . . ?
N4 N5 C7 C12 2.5(5) . . . . ?
N4 N5 C7 C16 -176.4(4) . . . . ?
N5 N4 C3 C2 0.3(4) . . . . ?
N5 N4 C3 C6 -177.1(3) . . . . ?
N5 C1 C2 C3 0.4(4) . . . . ?
N5 C1 C2 C11 178.9(3) . . . . ?
N5 C7 C12 C13 -177.1(4) . . . . ?
N5 C7 C16 C15 177.0(5) . . . . ?
N8 C1 C2 C3 -177.4(3) . . . . ?
N8 C1 C2 C11 1.2(5) . . . . ?
N8 C9 C10 C11 -0.8(5) . . . . ?
N8 C9 C10 C20 176.9(3) . . . . ?
N8 C9 C17 C18 -141.4(3) . . . . ?
N21 C24 O25 C26 -1.0(15) . . . . ?
N21 C24 O1 C5 -7(3) . . . . ?
N36 C33 C34 C35 -179.4(4) . . . . ?
C1 N5 C7 C12 -179.7(4) . . . . ?
C1 N5 C7 C16 1.4(7) . . . . ?
C1 N8 C9 C10 0.0(5) . . . . ?
C1 N8 C9 C17 179.1(3) . . . . ?
C1 C2 C3 N4 -0.4(4) . . . . ?
C1 C2 C3 C6 176.8(4) . . . . ?
C1 C2 C11 C10 -1.9(5) . . . . ?
C3 N4 N5 C1 -0.1(4) . . . . ?
C3 N4 N5 C7 178.3(3) . . . . ?
C3 C2 C11 C10 176.1(4) . . . . ?
C7 N5 C1 N8 -0.5(6) . . . . ?
C7 N5 C1 C2 -178.2(4) . . . . ?
C7 C12 C13 C14 -0.5(8) . . . . ?
C9 N8 C1 N5 -177.5(3) . . . . ?
C9 N8 C1 C2 -0.2(5) . . . . ?
C9 C10 C11 C2 1.8(5) . . . . ?
C9 C10 C20 N21 162.0(3) . . . . ?
C9 C10 C20 C19 -19.9(5) . . . . ?
C9 C17 C18 C19 -52.2(4) . . . . ?
C10 C9 C17 C18 37.8(5) . . . . ?
C11 C2 C3 N4 -178.6(4) . . . . ?
C11 C2 C3 C6 -1.4(7) . . . . ?
C11 C10 C20 N21 -20.3(5) . . . . ?
C11 C10 C20 C19 157.8(3) . . . . ?
C12 C7 C16 C15 -1.9(8) . . . . ?
C12 C13 C14 C15 -0.9(9) . . . . ?
C13 C14 C15 C16 0.9(9) . . . . ?
C14 C15 C16 C7 0.5(9) . . . . ?
C16 C7 C12 C13 1.9(7) . . . . ?
C17 C9 C10 C11 -180.0(3) . . . . ?
C17 C9 C10 C20 -2.2(5) . . . . ?
C17 C18 C19 C20 32.9(5) . . . . ?
C17 C18 C19 C22 -149.5(3) . . . . ?
C18 C19 C20 N21 -178.8(3) . . . . ?
C18 C19 C20 C10 3.2(5) . . . . ?
C18 C19 C22 C23 -179.6(3) . . . . ?
C18 C19 C22 C30 2.0(5) . . . . ?
C19 C22 C23 C24 0.2(6) . . . . ?
C19 C22 C23 C28 178.3(4) . . . . ?
C19 C22 C30 C31 -59.6(5) . . . . ?
C19 C22 C30 C35 120.0(4) . . . . ?
C20 N21 C24 C23 0.6(6) . . . . ?
C20 N21 C24 O25 173.8(8) . . . . ?
C20 N21 C24 O1 -159.4(16) . . . . ?
C20 C10 C11 C2 -176.0(3) . . . . ?
C20 C19 C22 C23 -2.0(5) . . . . ?
C20 C19 C22 C30 179.6(3) . . . . ?
C22 C19 C20 N21 3.4(5) . . . . ?
C22 C19 C20 C10 -174.6(3) . . . . ?
C22 C23 C24 N21 0.6(7) . . . . ?
C22 C23 C24 O25 -172.9(8) . . . . ?
C22 C23 C24 O1 161.2(16) . . . . ?
C22 C30 C31 C32 179.5(3) . . . . ?
C22 C30 C35 C34 -178.0(3) . . . . ?
C23 C22 C30 C31 122.1(4) . . . . ?
C23 C22 C30 C35 -58.3(5) . . . . ?
C23 C24 O25 C26 172.7(8) . . . . ?
C23 C24 O1 C5 -168.6(19) . . . . ?
C24 N21 C20 C10 175.4(4) . . . . ?
C24 N21 C20 C19 -2.7(6) . . . . ?
C24 O25 C26 C27 77.3(14) . . . . ?
C24 O1 C5 C21 -70(3) . . . . ?
C28 C23 C24 N21 -177.6(4) . . . . ?
C28 C23 C24 O25 8.9(9) . . . . ?
C28 C23 C24 O1 -16.9(17) . . . . ?
C30 C22 C23 C24 178.5(4) . . . . ?
C30 C22 C23 C28 -3.3(6) . . . . ?
C30 C31 C32 C33 -1.1(6) . . . . ?
C31 C30 C35 C34 1.6(5) . . . . ?
C31 C32 C33 N36 -179.1(4) . . . . ?
C31 C32 C33 C34 0.8(6) . . . . ?
C32 C33 C34 C35 0.7(6) . . . . ?
C33 C34 C35 C30 -2.0(6) . . . . ?
C35 C30 C31 C32 -0.1(5) . . . . ?
C37 N36 C33 C32 3.3(6) . . . . ?
C37 N36 C33 C34 -176.5(4) . . . . ?
C38 N36 C33 C32 177.3(4) . . . . ?
C38 N36 C33 C34 -2.5(6) . . . . ?

_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_mg_e3_296k
_database_code_depnum_ccdc_archive 'CCDC 2200163'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;University
Chile
;
# end Validation Reply Form

_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_mg_e3_296k          
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min). 158 Note
RESPONSE: Low resolution crystal, large cell parameters. extra reflections was
 taken with same results
;
_publcif_datablock.id            {330c476d-9ca4-448f-a2f3-5fd916575db4}

# publcif _publ_body_element loop end
_audit_creation_date             2022-07-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 N3 O'
_chemical_formula_sum            'C24 H19 N3 O'
_chemical_formula_weight         365.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   14.714(2)
_cell_length_b                   16.279(3)
_cell_length_c                   7.7182(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.980(2)
_cell_angle_gamma                90
_cell_volume                     1841.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7755
_cell_measurement_temperature    296.49
_cell_measurement_theta_max      29.567
_cell_measurement_theta_min      8.901
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6759
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0668 before and 0.0595 after correction.
The Ratio of minimum to maximum transmission is 0.9062.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0621
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            29908
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.729
_diffrn_reflns_theta_min         8.900
_diffrn_ambient_temperature      296.49
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3538
_reflns_number_total             5043
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.752
_refine_diff_density_min         -0.500
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         5043
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1106
_refine_ls_R_factor_gt           0.0752
_refine_ls_restrained_S_all      1.058
_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)+(0.0963P)²+1.3890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1957
_refine_ls_wR_factor_ref         0.2340
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C27B) = Uanis(C27A)
Uanis(C25B) = Uanis(C25A)
Uanis(C26B) = Uanis(C26A)
Uanis(C27A) = Uanis(C26A) = Uanis(C25A)
Uanis(C27B) = Uanis(C26B) = Uanis(C25B)
3. Others
 Fixed Sof: H28A(0.5) H28(0.5) C27B(0.5) H27B(0.5) C26B(0.5) H26B(0.5)
 C25B(0.5) H25B(0.5) H24A(0.5) H24(0.5) C25A(0.5) H25A(0.5) C26A(0.5) H26A(0.5)
 C27A(0.5) H27A(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B)
4.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C22(H22),
 C28(H28A), C28(H28), C27B(H27B), C26B(H26B), C25B(H25B), C24(H24A), C24(H24),
 C25A(H25A), C26A(H26A), C27A(H27A)
4.c Fitted hexagon refined as free rotating group:
 C23(C28,C27B,C26B,C25B,C24)
4.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_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
O21 O 0.35600(12) 0.85563(10) 0.7196(3) 0.0508(4) Uani 1 1 d . . . . .
N4 N 0.75380(14) 0.77973(13) 0.4883(3) 0.0477(5) Uani 1 1 d . . . . .
N5 N 0.71550(13) 0.70309(12) 0.5092(3) 0.0431(4) Uani 1 1 d . . . . .
N8 N 0.57012(12) 0.65008(12) 0.5859(3) 0.0414(4) Uani 1 1 d . . . . .
C1 C 0.62923(15) 0.71121(14) 0.5615(3) 0.0394(5) Uani 1 1 d . . . . .
C2 C 0.61250(15) 0.79557(14) 0.5762(3) 0.0399(5) Uani 1 1 d . . . . .
C3 C 0.69374(16) 0.83519(15) 0.5277(3) 0.0442(5) Uani 1 1 d . . . . .
C6 C 0.7123(2) 0.92413(17) 0.5204(4) 0.0574(7) Uani 1 1 d . . . . .
H6A H 0.713050 0.947053 0.635095 0.086 Uiso 1 1 calc R U . . .
H6B H 0.665505 0.950313 0.445418 0.086 Uiso 1 1 calc R U . . .
H6C H 0.770462 0.932892 0.475853 0.086 Uiso 1 1 calc R U . . .
C7 C 0.76852(15) 0.63200(15) 0.4866(3) 0.0428(5) Uani 1 1 d . . . . .
C9 C 0.48939(14) 0.67534(13) 0.6333(3) 0.0385(4) Uani 1 1 d . . . . .
C10 C 0.46710(14) 0.75846(13) 0.6603(3) 0.0370(4) Uani 1 1 d . . . . .
C11 C 0.52988(15) 0.81996(13) 0.6313(3) 0.0399(5) Uani 1 1 d . . . . .
H11 H 0.516699 0.875086 0.648413 0.048 Uiso 1 1 calc R U . . .
C12 C 0.84543(18) 0.63805(19) 0.3936(4) 0.0551(6) Uani 1 1 d . . . . .
H12 H 0.860565 0.687877 0.344603 0.066 Uiso 1 1 calc R U . . .
C13 C 0.89886(19) 0.5695(2) 0.3748(4) 0.0628(7) Uani 1 1 d . . . . .
H13 H 0.950310 0.573587 0.313346 0.075 Uiso 1 1 calc R U . . .
C14 C 0.87733(19) 0.4956(2) 0.4452(4) 0.0636(8) Uani 1 1 d . . . . .
H14 H 0.913999 0.449880 0.432473 0.076 Uiso 1 1 calc R U . . .
C15 C 0.8009(2) 0.4898(2) 0.5351(5) 0.0648(7) Uani 1 1 d . . . . .
H15 H 0.785866 0.439545 0.582270 0.078 Uiso 1 1 calc R U . . .
C16 C 0.74585(19) 0.55738(17) 0.5566(4) 0.0543(6) Uani 1 1 d . . . . .
H16 H 0.694244 0.552620 0.617424 0.065 Uiso 1 1 calc R U . . .
C17 C 0.41794(17) 0.61004(14) 0.6467(4) 0.0466(5) Uani 1 1 d . . . . .
H17A H 0.447926 0.558561 0.679203 0.056 Uiso 1 1 calc R U . . .
H17B H 0.385121 0.602518 0.533262 0.056 Uiso 1 1 calc R U . . .
C18 C 0.34965(16) 0.63005(14) 0.7783(3) 0.0443(5) Uani 1 1 d . . . . .
H18A H 0.298937 0.591930 0.762602 0.053 Uiso 1 1 calc R U . . .
H18B H 0.378847 0.622095 0.894706 0.053 Uiso 1 1 calc R U . . .
C19 C 0.31334(15) 0.71655(13) 0.7627(3) 0.0392(5) Uani 1 1 d . . . . .
C20 C 0.37703(15) 0.78286(13) 0.7152(3) 0.0388(4) Uani 1 1 d . . . . .
C22 C 0.22801(16) 0.74075(15) 0.7870(3) 0.0432(5) Uani 1 1 d . . . . .
H22 H 0.217187 0.796761 0.773360 0.052 Uiso 1 1 calc R U . . .
C23 C 0.14848(10) 0.69163(10) 0.8324(2) 0.0424(5) Uani 1 1 d G . . . .
C28 C 0.06240(12) 0.71653(13) 0.7638(3) 0.0534(6) Uani 1 1 d G . . . .
H28A H 0.056339 0.761564 0.689608 0.064 Uiso 0.5 1 calc R U P A 2
H28 H 0.052184 0.763502 0.696384 0.064 Uiso 0.5 1 calc R U P B 1
C27B C -0.01461(10) 0.6741(2) 0.8062(6) 0.0513(5) Uani 0.5 1 d G . P C 2
H27B H -0.072200 0.690765 0.760310 0.062 Uiso 0.5 1 calc R U P C 2
C26B C -0.00555(15) 0.6068(3) 0.9171(8) 0.0513(5) Uani 0.5 1 d G . P C 2
H26B H -0.057076 0.578412 0.945489 0.062 Uiso 0.5 1 calc R U P C 2
C25B C 0.08052(19) 0.5819(2) 0.9857(6) 0.0513(5) Uani 0.5 1 d G . P C 2
H25B H 0.086587 0.536857 1.059967 0.062 Uiso 0.5 1 calc R U P C 2
C24 C 0.15754(13) 0.62431(12) 0.9434(3) 0.0474(5) Uani 1 1 d G . . . .
H24A H 0.215127 0.607655 0.989268 0.057 Uiso 0.5 1 calc R U P C 2
H24 H 0.215768 0.611063 0.991841 0.057 Uiso 0.5 1 calc R U P C 1
C25A C 0.0901(4) 0.5787(4) 0.9839(10) 0.0513(5) Uani 0.5 1 d . . P C 1
H25A H 0.099232 0.534669 1.060355 0.062 Uiso 0.5 1 calc R U P C 1
C26A C 0.0104(4) 0.5969(4) 0.9139(10) 0.0513(5) Uani 0.5 1 d . . P C 1
H26A H -0.037506 0.562689 0.937806 0.062 Uiso 0.5 1 calc R U P C 1
C27A C -0.0098(4) 0.6619(4) 0.8081(10) 0.0513(5) Uani 0.5 1 d . . P C 1
H27A H -0.069686 0.671404 0.763976 0.062 Uiso 0.5 1 calc R U P C 1


_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
O21 C20 1.226(3) . ?
N4 N5 1.384(3) . ?
N4 C3 1.317(3) . ?
N5 C1 1.371(3) . ?
N5 C7 1.415(3) . ?
N8 C1 1.345(3) . ?
N8 C9 1.338(3) . ?
C1 C2 1.401(3) . ?
C2 C3 1.436(3) . ?
C2 C11 1.381(3) . ?
C3 C6 1.475(4) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C12 1.395(3) . ?
C7 C16 1.382(4) . ?
C9 C10 1.412(3) . ?
C9 C17 1.505(3) . ?
C10 C11 1.393(3) . ?
C10 C20 1.480(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C12 C13 1.380(4) . ?
C13 H13 0.9300 . ?
C13 C14 1.368(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.375(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.384(4) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.525(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.507(3) . ?
C19 C20 1.496(3) . ?
C19 C22 1.345(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.484(3) . ?
C23 C28 1.3900 . ?
C23 C24 1.3900 . ?
C28 H28A 0.9300 . ?
C28 H28 0.9300 . ?
C28 C27B 1.3900 . ?
C28 C27A 1.449(6) . ?
C27B H27B 0.9300 . ?
C27B C26B 1.3900 . ?
C26B H26B 0.9300 . ?
C26B C25B 1.3900 . ?
C25B H25B 0.9300 . ?
C25B C24 1.3900 . ?
C24 H24A 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25A 1.299(6) . ?
C25A H25A 0.9300 . ?
C25A C26A 1.283(7) . ?
C26A H26A 0.9300 . ?
C26A C27A 1.353(8) . ?
C27A H27A 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
C3 N4 N5 107.61(18) . . ?
N4 N5 C7 119.23(18) . . ?
C1 N5 N4 110.13(18) . . ?
C1 N5 C7 130.51(19) . . ?
C9 N8 C1 114.27(19) . . ?
N5 C1 C2 106.95(19) . . ?
N8 C1 N5 126.6(2) . . ?
N8 C1 C2 126.4(2) . . ?
C1 C2 C3 105.3(2) . . ?
C11 C2 C1 118.2(2) . . ?
C11 C2 C3 136.6(2) . . ?
N4 C3 C2 110.0(2) . . ?
N4 C3 C6 122.2(2) . . ?
C2 C3 C6 127.7(2) . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C12 C7 N5 119.1(2) . . ?
C16 C7 N5 121.1(2) . . ?
C16 C7 C12 119.8(2) . . ?
N8 C9 C10 123.93(19) . . ?
N8 C9 C17 116.36(19) . . ?
C10 C9 C17 119.61(19) . . ?
C9 C10 C20 121.64(19) . . ?
C11 C10 C9 119.94(19) . . ?
C11 C10 C20 118.40(19) . . ?
C2 C11 C10 117.2(2) . . ?
C2 C11 H11 121.4 . . ?
C10 C11 H11 121.4 . . ?
C7 C12 H12 120.3 . . ?
C13 C12 C7 119.5(3) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 121.0(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.3(3) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.2(3) . . ?
C16 C15 H15 119.4 . . ?
C7 C16 C15 119.2(3) . . ?
C7 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C9 C17 H17A 108.9 . . ?
C9 C17 H17B 108.9 . . ?
C9 C17 C18 113.55(19) . . ?
H17A C17 H17B 107.7 . . ?
C18 C17 H17A 108.9 . . ?
C18 C17 H17B 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 C17 113.31(19) . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C20 C19 C18 117.94(19) . . ?
C22 C19 C18 126.3(2) . . ?
C22 C19 C20 115.8(2) . . ?
O21 C20 C10 120.1(2) . . ?
O21 C20 C19 121.7(2) . . ?
C10 C20 C19 118.17(19) . . ?
C19 C22 H22 115.1 . . ?
C19 C22 C23 129.8(2) . . ?
C23 C22 H22 115.1 . . ?
C28 C23 C22 117.65(14) . . ?
C28 C23 C24 120.0 . . ?
C24 C23 C22 122.33(14) . . ?
C23 C28 H28A 120.0 . . ?
C23 C28 H28 123.4 . . ?
C23 C28 C27B 120.0 . . ?
C23 C28 C27A 113.2(3) . . ?
C27B C28 H28A 120.0 . . ?
C27A C28 H28 123.4 . . ?
C28 C27B H27B 120.0 . . ?
C26B C27B C28 120.0 . . ?
C26B C27B H27B 120.0 . . ?
C27B C26B H26B 120.0 . . ?
C25B C26B C27B 120.0 . . ?
C25B C26B H26B 120.0 . . ?
C26B C25B H25B 120.0 . . ?
C26B C25B C24 120.0 . . ?
C24 C25B H25B 120.0 . . ?
C23 C24 H24A 120.0 . . ?
C23 C24 H24 117.8 . . ?
C25B C24 C23 120.0 . . ?
C25B C24 H24A 120.0 . . ?
C25A C24 C23 124.4(3) . . ?
C25A C24 H24 117.8 . . ?
C24 C25A H25A 121.5 . . ?
C26A C25A C24 117.0(5) . . ?
C26A C25A H25A 121.5 . . ?
C25A C26A H26A 117.3 . . ?
C25A C26A C27A 125.5(5) . . ?
C27A C26A H26A 117.3 . . ?
C28 C27A H27A 120.2 . . ?
C26A C27A C28 119.7(4) . . ?
C26A C27A H27A 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
N4 N5 C1 N8 176.4(2) . . . . ?
N4 N5 C1 C2 -0.7(2) . . . . ?
N4 N5 C7 C12 -19.7(3) . . . . ?
N4 N5 C7 C16 159.5(2) . . . . ?
N5 N4 C3 C2 -0.2(3) . . . . ?
N5 N4 C3 C6 179.7(2) . . . . ?
N5 C1 C2 C3 0.5(2) . . . . ?
N5 C1 C2 C11 -178.59(19) . . . . ?
N5 C7 C12 C13 178.3(2) . . . . ?
N5 C7 C16 C15 -178.4(2) . . . . ?
N8 C1 C2 C3 -176.5(2) . . . . ?
N8 C1 C2 C11 4.4(3) . . . . ?
N8 C9 C10 C11 2.4(3) . . . . ?
N8 C9 C10 C20 -179.1(2) . . . . ?
N8 C9 C17 C18 151.6(2) . . . . ?
C1 N5 C7 C12 164.9(2) . . . . ?
C1 N5 C7 C16 -15.8(4) . . . . ?
C1 N8 C9 C10 -1.4(3) . . . . ?
C1 N8 C9 C17 174.7(2) . . . . ?
C1 C2 C3 N4 -0.2(3) . . . . ?
C1 C2 C3 C6 179.9(2) . . . . ?
C1 C2 C11 C10 -3.1(3) . . . . ?
C3 N4 N5 C1 0.5(3) . . . . ?
C3 N4 N5 C7 -175.7(2) . . . . ?
C3 C2 C11 C10 178.2(2) . . . . ?
C7 N5 C1 N8 -8.0(4) . . . . ?
C7 N5 C1 C2 175.0(2) . . . . ?
C7 C12 C13 C14 0.3(4) . . . . ?
C9 N8 C1 N5 -178.5(2) . . . . ?
C9 N8 C1 C2 -2.0(3) . . . . ?
C9 C10 C11 C2 0.1(3) . . . . ?
C9 C10 C20 O21 -172.2(2) . . . . ?
C9 C10 C20 C19 7.3(3) . . . . ?
C9 C17 C18 C19 46.6(3) . . . . ?
C10 C9 C17 C18 -32.1(3) . . . . ?
C11 C2 C3 N4 178.6(3) . . . . ?
C11 C2 C3 C6 -1.2(4) . . . . ?
C11 C10 C20 O21 6.3(3) . . . . ?
C11 C10 C20 C19 -174.18(19) . . . . ?
C12 C7 C16 C15 0.9(4) . . . . ?
C12 C13 C14 C15 0.4(5) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C14 C15 C16 C7 -0.1(5) . . . . ?
C16 C7 C12 C13 -1.0(4) . . . . ?
C17 C9 C10 C11 -173.7(2) . . . . ?
C17 C9 C10 C20 4.8(3) . . . . ?
C17 C18 C19 C20 -35.8(3) . . . . ?
C17 C18 C19 C22 144.0(2) . . . . ?
C18 C19 C20 O21 -171.4(2) . . . . ?
C18 C19 C20 C10 9.1(3) . . . . ?
C18 C19 C22 C23 -0.6(4) . . . . ?
C19 C22 C23 C28 -146.3(2) . . . . ?
C19 C22 C23 C24 35.6(4) . . . . ?
C20 C10 C11 C2 -178.5(2) . . . . ?
C20 C19 C22 C23 179.2(2) . . . . ?
C22 C19 C20 O21 8.8(3) . . . . ?
C22 C19 C20 C10 -170.7(2) . . . . ?
C22 C23 C28 C27B -178.2(3) . . . . ?
C22 C23 C28 C27A 176.7(4) . . . . ?
C22 C23 C24 C25B 178.1(3) . . . . ?
C22 C23 C24 C25A -178.6(5) . . . . ?
C23 C28 C27B C26B 0.0 . . . . ?
C23 C28 C27A C26A 3.2(7) . . . . ?
C23 C24 C25A C26A 1.1(8) . . . . ?
C28 C23 C24 C25B 0.0 . . . . ?
C28 C23 C24 C25A 3.3(6) . . . . ?
C28 C27B C26B C25B 0.0 . . . . ?
C27B C26B C25B C24 0.0 . . . . ?
C26B C25B C24 C23 0.0 . . . . ?
C24 C23 C28 C27B 0.0 . . . . ?
C24 C23 C28 C27A -5.1(5) . . . . ?
C24 C25A C26A C27A -3.3(9) . . . . ?
C25A C26A C27A C28 1.1(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

loop_
_publcif_info_exptl_table_extra_item
sin_theta_over_lambda_max

loop_
_publcif_info_exptl_table_header_item
?



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_mg_f6_2021
_database_code_depnum_ccdc_archive 'CCDC 2200165'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;University
Chile
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_audit_creation_date             2022-07-19
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H18 N6 O, [+ solvents]'
_chemical_formula_sum            'C26 H19 N5 O'
_chemical_formula_weight         417.46
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.971(14)
_cell_length_b                   14.236(19)
_cell_length_c                   12.823(15)
_cell_angle_alpha                90
_cell_angle_beta                 101.08(4)
_cell_angle_gamma                90
_cell_volume                     2144(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4433
_cell_measurement_temperature    296.33
_cell_measurement_theta_max      27.39
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6316
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0712 before and 0.0527 after correction.
The Ratio of minimum to maximum transmission is 0.8470.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20098
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.028
_diffrn_reflns_theta_min         2.862
_diffrn_ambient_temperature      296.33
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3133
_reflns_number_total             5099
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     314
_refine_ls_number_reflns         5099
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0666
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0719P)²+2.2541P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1563
_refine_ls_wR_factor_ref         0.2060
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H6A(0.088) H6B(0.088) H6C(0.088) H11(0.045) H12A(0.064)
 H12B(0.064) H13A(0.061) H13B(0.061) H16(0.063) H17(0.077) H18(0.079)
 H19(0.078) H20(0.064) H30A(0.111) H31A(0.121) H32A(0.074) H30B(0.111)
 H31B(0.121) H32B(0.074)
 Fixed X: H6A(-0.206537) H6B(-0.091526) H6C(-0.162557) H11(0.099479)
 H12A(0.391748) H12B(0.329566) H13A(0.356151) H13B(0.473476) H16(-0.19965) H17(-
 0.248191) H18(-0.148554) H19(0.001476) H20(0.05361) H30A(0.829127)
 H31A(0.71918) H32A(0.512146) H30B(0.792761) H31B(0.725568) H32B(0.521168)
 Fixed Y: H6A(0.541681) H6B(0.593921) H6C(0.618359) H11(0.636274)
 H12A(0.417266) H12B(0.38708) H13A(0.529632) H13B(0.506707) H16(0.244282)
 H17(0.095021) H18(0.02612) H19(0.106708) H20(0.255346) H30A(0.691131)
 H31A(0.628953) H32A(0.620218) H30B(0.592429) H31B(0.709472) H32B(0.743218)
 Fixed Z: H6A(0.172122) H6B(0.170821) H6C(0.257963) H11(0.352961)
 H12A(0.52441) H12B(0.616058) H13A(0.696227) H13B(0.665194) H16(0.277138)
 H17(0.327268) H18(0.480581) H19(0.584066) H20(0.534319) H30A(0.785242)
 H31A(0.906586) H32A(0.813156) H30B(0.798582) H31B(0.908711) H32B(0.821204)
;
_atom_sites_solution_hydrogens   mixed
_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 -0.03917(17) 0.35822(14) 0.36921(17) 0.0397(5) Uani 1 1 d . . . . .
N5 N -0.11849(18) 0.40771(15) 0.29456(17) 0.0429(5) Uani 1 1 d . . . . .
N8 N 0.14942(17) 0.39199(15) 0.47736(17) 0.0407(5) Uani 1 1 d . . . . .
N24 N 0.28417(18) 0.71052(15) 0.43086(17) 0.0417(5) Uani 1 1 d . . . . .
N26 N 0.3380(2) 0.86350(18) 0.3990(2) 0.0538(7) Uani 1 1 d . . . . .
H26A H 0.382(3) 0.919(2) 0.420(2) 0.057(9) Uiso 1 1 d . . . . .
H26B H 0.270(3) 0.866(3) 0.349(3) 0.079(11) Uiso 1 1 d . . . . .
N27 N 0.5722(3) 0.9270(2) 0.5905(3) 0.0799(10) Uani 1 1 d . . . . .
C2 C 0.0537(2) 0.41594(17) 0.40737(19) 0.0364(5) Uani 1 1 d . . . . .
C3 C 0.0318(2) 0.50451(17) 0.35617(19) 0.0365(5) Uani 1 1 d . . . . .
C4 C -0.0769(2) 0.49460(18) 0.2869(2) 0.0413(6) Uani 1 1 d . . . . .
C6 C -0.1401(3) 0.5689(2) 0.2155(3) 0.0588(8) Uani 1 1 d . . . . .
H6A H -0.206537 0.541681 0.172122 0.088 Uiso 1 1 calc R U . . .
H6B H -0.091526 0.593921 0.170821 0.088 Uiso 1 1 calc R U . . .
H6C H -0.162557 0.618359 0.257963 0.088 Uiso 1 1 calc R U . . .
C7 C -0.0676(2) 0.26504(18) 0.4001(2) 0.0410(6) Uani 1 1 d . . . . .
C9 C 0.2264(2) 0.46252(18) 0.4998(2) 0.0399(6) Uani 1 1 d . . . . .
C10 C 0.2109(2) 0.55575(17) 0.45584(19) 0.0355(5) Uani 1 1 d . . . . .
C11 C 0.1119(2) 0.57675(17) 0.38282(19) 0.0373(5) Uani 1 1 d . . . . .
H11 H 0.099479 0.636274 0.352961 0.045 Uiso 1 1 calc R U . . .
C12 C 0.3401(2) 0.4385(2) 0.5693(3) 0.0530(7) Uani 1 1 d . . . . .
H12A H 0.391748 0.417266 0.524410 0.064 Uiso 1 1 calc R U . . .
H12B H 0.329566 0.387080 0.616058 0.064 Uiso 1 1 calc R U . . .
C13 C 0.3944(2) 0.5216(2) 0.6367(2) 0.0510(7) Uani 1 1 d . . . . .
H13A H 0.356151 0.529632 0.696227 0.061 Uiso 1 1 calc R U . . .
H13B H 0.473476 0.506707 0.665194 0.061 Uiso 1 1 calc R U . . .
C14 C 0.3894(2) 0.61450(18) 0.5758(2) 0.0393(6) Uani 1 1 d . . . . .
C15 C 0.2989(2) 0.62981(17) 0.48887(19) 0.0363(5) Uani 1 1 d . . . . .
C16 C -0.1586(3) 0.2168(2) 0.3385(2) 0.0522(7) Uani 1 1 d . . . . .
H16 H -0.199650 0.244282 0.277138 0.063 Uiso 1 1 calc R U . . .
C17 C -0.1880(3) 0.1270(2) 0.3690(3) 0.0640(9) Uani 1 1 d . . . . .
H17 H -0.248191 0.095021 0.327268 0.077 Uiso 1 1 calc R U . . .
C18 C -0.1286(3) 0.0856(2) 0.4605(3) 0.0656(9) Uani 1 1 d . . . . .
H18 H -0.148554 0.026120 0.480581 0.079 Uiso 1 1 calc R U . . .
C19 C -0.0385(3) 0.1342(2) 0.5222(3) 0.0649(9) Uani 1 1 d . . . . .
H19 H 0.001476 0.106708 0.584066 0.078 Uiso 1 1 calc R U . . .
C20 C -0.0070(3) 0.2238(2) 0.4927(2) 0.0533(7) Uani 1 1 d . . . . .
H20 H 0.053610 0.255346 0.534319 0.064 Uiso 1 1 calc R U . . .
C21 C 0.4677(2) 0.68920(18) 0.6035(2) 0.0405(6) Uani 1 1 d D . . . .
C22 C 0.4510(2) 0.77479(18) 0.5455(2) 0.0429(6) Uani 1 1 d . . . . .
C23 C 0.3573(2) 0.78333(18) 0.4582(2) 0.0417(6) Uani 1 1 d . . . . .
C25 C 0.5219(3) 0.8569(2) 0.5735(2) 0.0548(8) Uani 1 1 d . . . . .
O29A O 0.6776(3) 0.7045(2) 0.6744(3) 0.0849(10) Uani 0.816(3) 1 d D . P A 1
C28A C 0.5688(6) 0.6775(7) 0.6896(4) 0.0478(13) Uani 0.816(3) 1 d D . P A 1
C30A C 0.7507(4) 0.6825(4) 0.7708(5) 0.0922(19) Uani 0.816(3) 1 d D . P A 1
H30A H 0.829127 0.691131 0.785242 0.111 Uiso 0.816(3) 1 calc R U P A 1
C31A C 0.6905(7) 0.6476(5) 0.8371(5) 0.101(2) Uani 0.816(3) 1 d D . P A 1
H31A H 0.719180 0.628953 0.906586 0.121 Uiso 0.816(3) 1 calc R U P A 1
C32A C 0.5728(3) 0.6430(3) 0.7849(3) 0.0616(11) Uani 0.816(3) 1 d D . P A 1
H32A H 0.512146 0.620218 0.813156 0.074 Uiso 0.816(3) 1 calc R U P A 1
O29B O 0.6419(11) 0.6143(11) 0.6893(12) 0.0849(10) Uani 0.184(3) 1 d D . P A 2
C28B C 0.568(3) 0.691(4) 0.6910(18) 0.0478(13) Uani 0.184(3) 1 d D . P A 2
C30B C 0.7239(19) 0.6245(19) 0.782(2) 0.0922(19) Uani 0.184(3) 1 d D . P A 2
H30B H 0.792761 0.592429 0.798582 0.111 Uiso 0.184(3) 1 calc R U P A 2
C31B C 0.687(2) 0.687(3) 0.844(2) 0.101(2) Uani 0.184(3) 1 d D . P A 2
H31B H 0.725568 0.709472 0.908711 0.121 Uiso 0.184(3) 1 calc R U P A 2
C32B C 0.5768(14) 0.7144(14) 0.7907(12) 0.0616(11) Uani 0.184(3) 1 d D . P A 2
H32B H 0.521168 0.743218 0.821204 0.074 Uiso 0.184(3) 1 calc R U P A 2


_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 N5 1.402(3) . ?
N1 C2 1.393(3) . ?
N1 C7 1.443(4) . ?
N5 C4 1.344(4) . ?
N8 C2 1.357(3) . ?
N8 C9 1.356(3) . ?
N24 C15 1.362(3) . ?
N24 C23 1.358(3) . ?
N26 H26A 0.96(3) . ?
N26 H26B 0.94(4) . ?
N26 C23 1.366(4) . ?
N27 C25 1.164(4) . ?
C2 C3 1.422(4) . ?
C3 C4 1.435(4) . ?
C3 C11 1.403(4) . ?
C4 C6 1.504(4) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C16 1.397(4) . ?
C7 C20 1.396(4) . ?
C9 C10 1.440(4) . ?
C9 C12 1.515(4) . ?
C10 C11 1.394(3) . ?
C10 C15 1.494(3) . ?
C11 H11 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.534(4) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.531(4) . ?
C14 C15 1.413(3) . ?
C14 C21 1.417(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.401(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.381(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.393(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.403(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.422(4) . ?
C21 C28A 1.483(5) . ?
C21 C28B 1.479(16) . ?
C22 C23 1.430(4) . ?
C22 C25 1.448(4) . ?
O29A C28A 1.407(11) . ?
O29A C30A 1.405(6) . ?
C28A C32A 1.309(9) . ?
C30A H30A 0.9300 . ?
C30A C31A 1.313(9) . ?
C31A H31A 0.9300 . ?
C31A C32A 1.440(7) . ?
C32A H32A 0.9300 . ?
O29B C28B 1.41(2) . ?
O29B C30B 1.401(16) . ?
C28B C32B 1.305(16) . ?
C30B H30B 0.9300 . ?
C30B C31B 1.320(18) . ?
C31B H31B 0.9300 . ?
C31B C32B 1.414(17) . ?
C32B H32B 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
N5 N1 C7 119.0(2) . . ?
C2 N1 N5 109.5(2) . . ?
C2 N1 C7 131.3(2) . . ?
C4 N5 N1 107.5(2) . . ?
C9 N8 C2 114.1(2) . . ?
C23 N24 C15 119.6(2) . . ?
H26A N26 H26B 121(3) . . ?
C23 N26 H26A 120.2(19) . . ?
C23 N26 H26B 117(2) . . ?
N1 C2 C3 107.3(2) . . ?
N8 C2 N1 126.8(2) . . ?
N8 C2 C3 125.8(2) . . ?
C2 C3 C4 105.2(2) . . ?
C11 C3 C2 118.7(2) . . ?
C11 C3 C4 136.0(2) . . ?
N5 C4 C3 110.5(2) . . ?
N5 C4 C6 122.8(2) . . ?
C3 C4 C6 126.7(2) . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C16 C7 N1 119.7(2) . . ?
C20 C7 N1 120.6(2) . . ?
C20 C7 C16 119.7(3) . . ?
N8 C9 C10 124.6(2) . . ?
N8 C9 C12 117.0(2) . . ?
C10 C9 C12 118.2(2) . . ?
C9 C10 C15 120.6(2) . . ?
C11 C10 C9 119.3(2) . . ?
C11 C10 C15 120.1(2) . . ?
C3 C11 H11 121.3 . . ?
C10 C11 C3 117.3(2) . . ?
C10 C11 H11 121.3 . . ?
C9 C12 H12A 109.0 . . ?
C9 C12 H12B 109.0 . . ?
C9 C12 C13 113.1(2) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C12 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 C12 114.1(2) . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C15 C14 C13 119.0(2) . . ?
C15 C14 C21 116.8(2) . . ?
C21 C14 C13 124.1(2) . . ?
N24 C15 C10 115.5(2) . . ?
N24 C15 C14 124.1(2) . . ?
C14 C15 C10 120.4(2) . . ?
C7 C16 H16 120.0 . . ?
C7 C16 C17 120.1(3) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.7(3) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.2(3) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.4 . . ?
C18 C19 C20 121.1(3) . . ?
C20 C19 H19 119.4 . . ?
C7 C20 C19 119.3(3) . . ?
C7 C20 H20 120.3 . . ?
C19 C20 H20 120.3 . . ?
C14 C21 C22 119.5(2) . . ?
C14 C21 C28A 120.6(5) . . ?
C14 C21 C28B 127(2) . . ?
C22 C21 C28A 119.9(5) . . ?
C22 C21 C28B 113(2) . . ?
C21 C22 C23 119.5(2) . . ?
C21 C22 C25 123.0(2) . . ?
C23 C22 C25 117.4(2) . . ?
N24 C23 N26 117.5(2) . . ?
N24 C23 C22 120.5(2) . . ?
N26 C23 C22 122.0(2) . . ?
N27 C25 C22 174.5(3) . . ?
C30A O29A C28A 104.7(4) . . ?
O29A C28A C21 120.7(7) . . ?
C32A C28A C21 128.0(8) . . ?
C32A C28A O29A 111.3(4) . . ?
O29A C30A H30A 125.4 . . ?
C31A C30A O29A 109.1(4) . . ?
C31A C30A H30A 125.4 . . ?
C30A C31A H31A 125.5 . . ?
C30A C31A C32A 109.0(5) . . ?
C32A C31A H31A 125.5 . . ?
C28A C32A C31A 105.9(5) . . ?
C28A C32A H32A 127.0 . . ?
C31A C32A H32A 127.0 . . ?
C30B O29B C28B 104.2(13) . . ?
O29B C28B C21 113(2) . . ?
C32B C28B C21 130(2) . . ?
C32B C28B O29B 106.2(19) . . ?
O29B C30B H30B 125.8 . . ?
C31B C30B O29B 108.4(15) . . ?
C31B C30B H30B 125.8 . . ?
C30B C31B H31B 126.6 . . ?
C30B C31B C32B 106.8(16) . . ?
C32B C31B H31B 126.6 . . ?
C28B C32B C31B 107.0(15) . . ?
C28B C32B H32B 126.5 . . ?
C31B C32B H32B 126.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 N5 C4 C3 0.4(3) . . . . ?
N1 N5 C4 C6 -178.8(3) . . . . ?
N1 C2 C3 C4 -0.3(3) . . . . ?
N1 C2 C3 C11 178.5(2) . . . . ?
N1 C7 C16 C17 -178.8(3) . . . . ?
N1 C7 C20 C19 178.3(3) . . . . ?
N5 N1 C2 N8 -177.2(2) . . . . ?
N5 N1 C2 C3 0.6(3) . . . . ?
N5 N1 C7 C16 15.5(4) . . . . ?
N5 N1 C7 C20 -162.6(3) . . . . ?
N8 C2 C3 C4 177.5(2) . . . . ?
N8 C2 C3 C11 -3.7(4) . . . . ?
N8 C9 C10 C11 -1.6(4) . . . . ?
N8 C9 C10 C15 177.6(2) . . . . ?
N8 C9 C12 C13 -150.0(3) . . . . ?
C2 N1 N5 C4 -0.6(3) . . . . ?
C2 N1 C7 C16 -170.8(3) . . . . ?
C2 N1 C7 C20 11.1(4) . . . . ?
C2 N8 C9 C10 0.5(4) . . . . ?
C2 N8 C9 C12 -174.4(2) . . . . ?
C2 C3 C4 N5 -0.1(3) . . . . ?
C2 C3 C4 C6 179.1(3) . . . . ?
C2 C3 C11 C10 2.3(4) . . . . ?
C4 C3 C11 C10 -179.4(3) . . . . ?
C7 N1 N5 C4 174.3(2) . . . . ?
C7 N1 C2 N8 8.6(4) . . . . ?
C7 N1 C2 C3 -173.6(2) . . . . ?
C7 C16 C17 C18 0.7(5) . . . . ?
C9 N8 C2 N1 179.6(2) . . . . ?
C9 N8 C2 C3 2.1(4) . . . . ?
C9 C10 C11 C3 0.1(4) . . . . ?
C9 C10 C15 N24 170.3(2) . . . . ?
C9 C10 C15 C14 -10.3(4) . . . . ?
C9 C12 C13 C14 -44.6(4) . . . . ?
C10 C9 C12 C13 34.7(4) . . . . ?
C11 C3 C4 N5 -178.6(3) . . . . ?
C11 C3 C4 C6 0.6(5) . . . . ?
C11 C10 C15 N24 -10.4(3) . . . . ?
C11 C10 C15 C14 168.9(2) . . . . ?
C12 C9 C10 C11 173.2(2) . . . . ?
C12 C9 C10 C15 -7.5(4) . . . . ?
C12 C13 C14 C15 28.7(4) . . . . ?
C12 C13 C14 C21 -154.1(3) . . . . ?
C13 C14 C15 N24 178.2(3) . . . . ?
C13 C14 C15 C10 -1.1(4) . . . . ?
C13 C14 C21 C22 -176.1(3) . . . . ?
C13 C14 C21 C28A 6.2(5) . . . . ?
C13 C14 C21 C28B 2.1(13) . . . . ?
C14 C21 C22 C23 -1.7(4) . . . . ?
C14 C21 C22 C25 175.2(3) . . . . ?
C14 C21 C28A O29A 132.1(6) . . . . ?
C14 C21 C28A C32A -47.7(7) . . . . ?
C14 C21 C28B O29B 53(4) . . . . ?
C14 C21 C28B C32B -87(5) . . . . ?
C15 N24 C23 N26 -178.8(2) . . . . ?
C15 N24 C23 C22 1.6(4) . . . . ?
C15 C10 C11 C3 -179.1(2) . . . . ?
C15 C14 C21 C22 1.2(4) . . . . ?
C15 C14 C21 C28A -176.5(3) . . . . ?
C15 C14 C21 C28B 179.4(12) . . . . ?
C16 C7 C20 C19 0.1(5) . . . . ?
C16 C17 C18 C19 -0.2(5) . . . . ?
C17 C18 C19 C20 -0.3(6) . . . . ?
C18 C19 C20 C7 0.4(5) . . . . ?
C20 C7 C16 C17 -0.7(5) . . . . ?
C21 C14 C15 N24 0.8(4) . . . . ?
C21 C14 C15 C10 -178.5(2) . . . . ?
C21 C22 C23 N24 0.3(4) . . . . ?
C21 C22 C23 N26 -179.3(3) . . . . ?
C21 C28A C32A C31A -179.8(6) . . . . ?
C21 C28B C32B C31B 169(5) . . . . ?
C22 C21 C28A O29A -45.7(6) . . . . ?
C22 C21 C28A C32A 134.6(7) . . . . ?
C22 C21 C28B O29B -129(3) . . . . ?
C22 C21 C28B C32B 92(6) . . . . ?
C23 N24 C15 C10 177.1(2) . . . . ?
C23 N24 C15 C14 -2.2(4) . . . . ?
C25 C22 C23 N24 -176.8(3) . . . . ?
C25 C22 C23 N26 3.7(4) . . . . ?
O29A C28A C32A C31A 0.4(7) . . . . ?
O29A C30A C31A C32A 1.5(8) . . . . ?
C28A C21 C22 C23 176.0(3) . . . . ?
C28A C21 C22 C25 -7.0(5) . . . . ?
C28A O29A C30A C31A -1.2(7) . . . . ?
C30A O29A C28A C21 -179.4(5) . . . . ?
C30A O29A C28A C32A 0.4(7) . . . . ?
C30A C31A C32A C28A -1.2(8) . . . . ?
O29B C28B C32B C31B 28(5) . . . . ?
O29B C30B C31B C32B 3(4) . . . . ?
C28B C21 C22 C23 179.8(11) . . . . ?
C28B C21 C22 C25 -3.2(11) . . . . ?
C28B O29B C30B C31B 13(4) . . . . ?
C30B O29B C28B C21 -175(3) . . . . ?
C30B O29B C28B C32B -25(4) . . . . ?
C30B C31B C32B C28B -19(5) . . . . ?

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

data_mg_k4me2021
_database_code_depnum_ccdc_archive 'CCDC 2200166'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;University
Chile
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_audit_creation_date             2022-07-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H22 N6'
_chemical_formula_sum            'C28 H22 N6'
_chemical_formula_weight         442.51
_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                   10.4257(14)
_cell_length_b                   13.8104(17)
_cell_length_c                   16.570(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.663(3)
_cell_angle_gamma                90
_cell_volume                     2336.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5925
_cell_measurement_temperature    296.86
_cell_measurement_theta_max      25.94
_cell_measurement_theta_min      2.91
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6121
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0682 before and 0.0522 after correction.
The Ratio of minimum to maximum transmission is 0.8213.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             928
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18109
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.045
_diffrn_reflns_theta_min         2.873
_diffrn_ambient_temperature      296.86
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3161
_reflns_number_total             4602
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0076(10)
_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   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         4602
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0604
_refine_ls_restrained_S_all      1.053
_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)+(0.0461P)²+2.6132P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1327
_refine_ls_wR_factor_ref         0.1641
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C13A) = Uanis(C13B) = Uanis(C13C)
Uanis(C12C) = Uanis(C12B) = Uanis(C12A)
Uanis(C29A) = Uanis(C29B)
Uanis(N33A) = Uanis(N33B)
2. Others
 Fixed Sof: C29A(0.5) C12B(0.3333) H12A(0.3333) H12B(0.3333) C13B(0.3333)
 H13A(0.3333) H13B(0.3333) C12A(0.3333) H12C(0.3333) H12D(0.3333) C13C(0.3333)
 H13C(0.3333) H13D(0.3333) C13A(0.3333) H13E(0.3333) H13F(0.3333) C12C(0.3333)
 H12E(0.3333) H12F(0.3333) N33B(0.5) N33A(0.5) C29B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C12B(H12A,H12B), C13B(H13A,H13B), C12A(H12C,H12D), C13C(H13C,H13D), C13A(H13E,
 H13F), C12C(H12E,H12F)
3.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C30(H30), C34(H34), C16(H16), C20(H20), C26(H26), C27(H27),
 C17(H17), C18(H18), C19(H19)
3.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C35(H35A,H35B,H35C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
N24 N 0.7226(2) 0.20350(14) 0.07637(13) 0.0408(5) Uani 1 1 d . . . . .
N1 N 1.08194(19) -0.15439(14) 0.15804(12) 0.0378(5) Uani 1 1 d . . . . .
N8 N 0.9051(2) -0.10976(14) 0.04325(12) 0.0392(5) Uani 1 1 d . . . . .
C15 C 0.7168(2) 0.12358(16) 0.02956(14) 0.0327(5) Uani 1 1 d . . . . .
C21 C 0.5449(2) 0.18738(17) -0.07452(15) 0.0361(5) Uani 1 1 d . . . . .
C9 C 0.8186(2) -0.03869(17) 0.01866(15) 0.0377(6) Uani 1 1 d . . . . .
C23 C 0.6433(2) 0.27747(17) 0.04897(15) 0.0393(6) Uani 1 1 d . . . . .
C14 C 0.6287(2) 0.11064(17) -0.04545(15) 0.0358(5) Uani 1 1 d . . . . .
C2 C 0.9868(2) -0.09393(16) 0.11583(14) 0.0344(5) Uani 1 1 d . . . . .
C25 C 0.4456(2) 0.18358(17) -0.15275(15) 0.0384(6) Uani 1 1 d . . . . .
C10 C 0.8118(2) 0.04790(16) 0.06289(14) 0.0328(5) Uani 1 1 d . . . . .
N5 N 1.1396(2) -0.11283(15) 0.23326(13) 0.0446(5) Uani 1 1 d . . . . .
C11 C 0.8982(2) 0.06135(18) 0.13726(15) 0.0408(6) Uani 1 1 d . . . . .
H11 H 0.896928 0.118015 0.167409 0.049 Uiso 1 1 calc R U . . .
C22 C 0.5539(2) 0.27171(17) -0.02692(16) 0.0398(6) Uani 1 1 d . . . . .
C3 C 0.9862(2) -0.01172(17) 0.16543(15) 0.0386(6) Uani 1 1 d . . . . .
N32 N 0.6531(3) 0.35670(18) 0.09768(16) 0.0561(7) Uani 1 1 d . . . . .
C4 C 1.0827(3) -0.02769(18) 0.23770(16) 0.0442(6) Uani 1 1 d . . . . .
C7 C 1.1248(2) -0.24753(17) 0.13844(16) 0.0378(6) Uani 1 1 d . . . . .
C30 C 0.3142(3) 0.2000(2) -0.15079(18) 0.0487(7) Uani 1 1 d . . . . .
H30 H 0.289339 0.210431 -0.100669 0.058 Uiso 1 1 calc R U . . .
C29A C 0.469(4) 0.352(3) -0.0464(19) 0.043(3) Uani 0.5 1 d . . P A 1
C34 C 0.2208(3) 0.2009(2) -0.2233(2) 0.0553(8) Uani 1 1 d . . . . .
H34 H 0.133570 0.211269 -0.220667 0.066 Uiso 1 1 calc R U . . .
C16 C 1.2083(3) -0.30023(19) 0.19852(18) 0.0512(7) Uani 1 1 d . . . . .
H16 H 1.234058 -0.275699 0.251595 0.061 Uiso 1 1 calc R U . . .
C28 C 0.2528(3) 0.1870(2) -0.29854(19) 0.0534(8) Uani 1 1 d . . . . .
C20 C 1.0859(3) -0.2846(2) 0.06035(18) 0.0518(7) Uani 1 1 d . . . . .
H20 H 1.030203 -0.249437 0.019952 0.062 Uiso 1 1 calc R U . . .
C26 C 0.4782(3) 0.1673(2) -0.22800(18) 0.0546(7) Uani 1 1 d . . . . .
H26 H 0.564792 0.154729 -0.230800 0.066 Uiso 1 1 calc R U . . .
C12B C 0.730(2) -0.0594(12) -0.0664(16) 0.045(2) Uani 0.3333 1 d . . P B 2
H12A H 0.783773 -0.060431 -0.107742 0.054 Uiso 0.3333 1 calc R U P B 2
H12B H 0.691381 -0.123139 -0.065094 0.054 Uiso 0.3333 1 calc R U P B 2
C13B C 0.6197(15) 0.0148(10) -0.0921(8) 0.041(2) Uani 0.3333 1 d . . P B 2
H13A H 0.614213 0.029380 -0.149953 0.049 Uiso 0.3333 1 calc R U P B 2
H13B H 0.538007 -0.016100 -0.087330 0.049 Uiso 0.3333 1 calc R U P B 2
C6 C 1.1194(4) 0.0371(2) 0.3101(2) 0.0716(10) Uani 1 1 d . . . . .
H6A H 1.165284 0.000512 0.356331 0.107 Uiso 1 1 calc R U . . .
H6B H 1.041683 0.064620 0.323432 0.107 Uiso 1 1 calc R U . . .
H6C H 1.174886 0.087978 0.297540 0.107 Uiso 1 1 calc R U . . .
C27 C 0.3822(3) 0.1695(2) -0.30022(18) 0.0609(8) Uani 1 1 d . . . . .
H27 H 0.406316 0.158929 -0.350568 0.073 Uiso 1 1 calc R U . . .
C17 C 1.2525(3) -0.3894(2) 0.1785(2) 0.0626(9) Uani 1 1 d . . . . .
H17 H 1.308828 -0.424734 0.218464 0.075 Uiso 1 1 calc R U . . .
C35 C 0.1489(4) 0.1902(3) -0.3765(2) 0.0818(12) Uani 1 1 d . . . . .
H35A H 0.088352 0.137898 -0.376313 0.123 Uiso 1 1 calc R U . . .
H35B H 0.189415 0.184060 -0.423394 0.123 Uiso 1 1 calc R U . . .
H35C H 0.102916 0.250742 -0.379432 0.123 Uiso 1 1 calc R U . . .
C18 C 1.2149(3) -0.4269(2) 0.1006(2) 0.0621(8) Uani 1 1 d . . . . .
H18 H 1.246178 -0.486759 0.087586 0.074 Uiso 1 1 calc R U . . .
C19 C 1.1306(3) -0.3750(2) 0.0424(2) 0.0619(8) Uani 1 1 d . . . . .
H19 H 1.102869 -0.400781 -0.010025 0.074 Uiso 1 1 calc R U . . .
C12A C 0.738(3) -0.0375(12) -0.0662(16) 0.045(2) Uani 0.3333 1 d . . P B 1
H12C H 0.800962 -0.042416 -0.102064 0.054 Uiso 0.3333 1 calc R U P B 1
H12D H 0.690903 -0.098298 -0.071776 0.054 Uiso 0.3333 1 calc R U P B 1
C13C C 0.6116(17) 0.0028(11) -0.0698(8) 0.041(2) Uani 0.3333 1 d . . P B 3
H13C H 0.530028 -0.017755 -0.055490 0.049 Uiso 0.3333 1 calc R U P B 3
H13D H 0.597613 0.000764 -0.129435 0.049 Uiso 0.3333 1 calc R U P B 3
C13A C 0.6525(15) 0.0277(12) -0.1011(9) 0.041(2) Uani 0.3333 1 d . . P B 1
H13E H 0.569724 -0.004713 -0.121516 0.049 Uiso 0.3333 1 calc R U P B 1
H13F H 0.682062 0.054558 -0.148222 0.049 Uiso 0.3333 1 calc R U P B 1
C12C C 0.6942(14) -0.0626(11) -0.0438(8) 0.045(2) Uani 0.3333 1 d . . P B 3
H12E H 0.720807 -0.090774 -0.091447 0.054 Uiso 0.3333 1 calc R U P B 3
H12F H 0.648831 -0.112913 -0.019773 0.054 Uiso 0.3333 1 calc R U P B 3
N33B N 0.437(9) 0.429(7) -0.078(7) 0.086(12) Uani 0.5 1 d . . P A 2
N33A N 0.414(9) 0.426(7) -0.065(7) 0.086(12) Uani 0.5 1 d . . P A 1
C29B C 0.489(4) 0.361(3) -0.0628(19) 0.043(3) Uani 0.5 1 d . . P A 2
H32A H 0.614(3) 0.411(3) 0.080(2) 0.073(10) Uiso 1 1 d . . . . .
H32B H 0.715(3) 0.357(2) 0.146(2) 0.074(10) 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
N24 C15 1.343(3) . ?
N24 C23 1.335(3) . ?
N1 C2 1.375(3) . ?
N1 N5 1.393(3) . ?
N1 C7 1.421(3) . ?
N8 C9 1.340(3) . ?
N8 C2 1.344(3) . ?
C15 C14 1.399(3) . ?
C15 C10 1.469(3) . ?
C21 C14 1.396(3) . ?
C21 C25 1.488(3) . ?
C21 C22 1.399(3) . ?
C9 C10 1.412(3) . ?
C9 C12B 1.55(2) . ?
C9 C12A 1.48(3) . ?
C9 C12C 1.523(16) . ?
C23 C22 1.408(3) . ?
C23 N32 1.351(3) . ?
C14 C13B 1.527(15) . ?
C14 C13C 1.544(16) . ?
C14 C13A 1.522(18) . ?
C2 C3 1.402(3) . ?
C25 C30 1.395(4) . ?
C25 C26 1.375(4) . ?
C10 C11 1.384(3) . ?
N5 C4 1.325(3) . ?
C11 H11 0.9300 . ?
C11 C3 1.380(3) . ?
C22 C29A 1.41(4) . ?
C22 C29B 1.47(4) . ?
C3 C4 1.417(3) . ?
N32 H32A 0.87(4) . ?
N32 H32B 0.92(4) . ?
C4 C6 1.484(4) . ?
C7 C16 1.388(3) . ?
C7 C20 1.375(4) . ?
C30 H30 0.9300 . ?
C30 C34 1.385(4) . ?
C29A N33A 1.19(10) . ?
C34 H34 0.9300 . ?
C34 C28 1.368(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.379(4) . ?
C28 C27 1.377(4) . ?
C28 C35 1.509(4) . ?
C20 H20 0.9300 . ?
C20 C19 1.384(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.396(4) . ?
C12B H12A 0.9700 . ?
C12B H12B 0.9700 . ?
C12B C13B 1.53(3) . ?
C13B H13A 0.9700 . ?
C13B H13B 0.9700 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C27 H27 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.372(4) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C18 H18 0.9300 . ?
C18 C19 1.369(4) . ?
C19 H19 0.9300 . ?
C12A H12C 0.9700 . ?
C12A H12D 0.9700 . ?
C12A C13A 1.32(3) . ?
C13C H13C 0.9700 . ?
C13C H13D 0.9700 . ?
C13C C12C 1.26(2) . ?
C13A H13E 0.9700 . ?
C13A H13F 0.9700 . ?
C12C H12E 0.9700 . ?
C12C H12F 0.9700 . ?
N33B C29B 1.09(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 N24 C15 118.7(2) . . ?
C2 N1 N5 109.95(19) . . ?
C2 N1 C7 131.4(2) . . ?
N5 N1 C7 118.60(19) . . ?
C9 N8 C2 114.8(2) . . ?
N24 C15 C14 124.2(2) . . ?
N24 C15 C10 114.8(2) . . ?
C14 C15 C10 121.0(2) . . ?
C14 C21 C25 123.4(2) . . ?
C14 C21 C22 118.1(2) . . ?
C22 C21 C25 118.5(2) . . ?
N8 C9 C10 124.3(2) . . ?
N8 C9 C12B 112.5(9) . . ?
N8 C9 C12A 120.8(8) . . ?
N8 C9 C12C 118.5(6) . . ?
C10 C9 C12B 123.1(9) . . ?
C10 C9 C12A 113.9(8) . . ?
C10 C9 C12C 114.3(6) . . ?
N24 C23 C22 120.9(2) . . ?
N24 C23 N32 116.7(2) . . ?
N32 C23 C22 122.4(2) . . ?
C15 C14 C13B 121.5(6) . . ?
C15 C14 C13C 112.1(6) . . ?
C15 C14 C13A 118.4(6) . . ?
C21 C14 C15 117.5(2) . . ?
C21 C14 C13B 120.9(6) . . ?
C21 C14 C13C 127.7(6) . . ?
C21 C14 C13A 122.0(6) . . ?
N1 C2 C3 106.4(2) . . ?
N8 C2 N1 128.2(2) . . ?
N8 C2 C3 125.4(2) . . ?
C30 C25 C21 119.2(2) . . ?
C26 C25 C21 122.7(2) . . ?
C26 C25 C30 118.1(2) . . ?
C9 C10 C15 120.5(2) . . ?
C11 C10 C15 120.5(2) . . ?
C11 C10 C9 119.0(2) . . ?
C4 N5 N1 107.35(19) . . ?
C10 C11 H11 120.9 . . ?
C3 C11 C10 118.1(2) . . ?
C3 C11 H11 120.9 . . ?
C21 C22 C23 120.5(2) . . ?
C21 C22 C29A 123.8(16) . . ?
C21 C22 C29B 119.7(15) . . ?
C23 C22 C29A 115.5(16) . . ?
C23 C22 C29B 118.8(15) . . ?
C2 C3 C4 106.4(2) . . ?
C11 C3 C2 118.4(2) . . ?
C11 C3 C4 135.2(2) . . ?
C23 N32 H32A 121(2) . . ?
C23 N32 H32B 118(2) . . ?
H32A N32 H32B 120(3) . . ?
N5 C4 C3 109.9(2) . . ?
N5 C4 C6 122.3(2) . . ?
C3 C4 C6 127.8(2) . . ?
C16 C7 N1 119.4(2) . . ?
C20 C7 N1 120.4(2) . . ?
C20 C7 C16 120.2(2) . . ?
C25 C30 H30 119.9 . . ?
C34 C30 C25 120.2(3) . . ?
C34 C30 H30 119.9 . . ?
N33A C29A C22 170(5) . . ?
C30 C34 H34 119.0 . . ?
C28 C34 C30 122.1(3) . . ?
C28 C34 H34 119.0 . . ?
C7 C16 H16 120.4 . . ?
C17 C16 C7 119.1(3) . . ?
C17 C16 H16 120.4 . . ?
C34 C28 C27 117.6(3) . . ?
C34 C28 C35 120.8(3) . . ?
C27 C28 C35 121.6(3) . . ?
C7 C20 H20 120.3 . . ?
C7 C20 C19 119.3(3) . . ?
C19 C20 H20 120.3 . . ?
C25 C26 H26 119.7 . . ?
C25 C26 C27 120.5(3) . . ?
C27 C26 H26 119.7 . . ?
C9 C12B H12A 108.8 . . ?
C9 C12B H12B 108.8 . . ?
H12A C12B H12B 107.7 . . ?
C13B C12B C9 114.0(17) . . ?
C13B C12B H12A 108.8 . . ?
C13B C12B H12B 108.8 . . ?
C14 C13B C12B 118.2(13) . . ?
C14 C13B H13A 107.8 . . ?
C14 C13B H13B 107.8 . . ?
C12B C13B H13A 107.8 . . ?
C12B C13B H13B 107.8 . . ?
H13A C13B H13B 107.1 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C28 C27 C26 121.4(3) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C16 C17 H17 119.4 . . ?
C18 C17 C16 121.2(3) . . ?
C18 C17 H17 119.4 . . ?
C28 C35 H35A 109.5 . . ?
C28 C35 H35B 109.5 . . ?
C28 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C17 C18 H18 120.5 . . ?
C19 C18 C17 119.0(3) . . ?
C19 C18 H18 120.5 . . ?
C20 C19 H19 119.4 . . ?
C18 C19 C20 121.1(3) . . ?
C18 C19 H19 119.4 . . ?
C9 C12A H12C 105.1 . . ?
C9 C12A H12D 105.1 . . ?
H12C C12A H12D 105.9 . . ?
C13A C12A C9 128.8(17) . . ?
C13A C12A H12C 105.1 . . ?
C13A C12A H12D 105.1 . . ?
C14 C13C H13C 106.2 . . ?
C14 C13C H13D 106.2 . . ?
H13C C13C H13D 106.4 . . ?
C12C C13C C14 124.5(14) . . ?
C12C C13C H13C 106.2 . . ?
C12C C13C H13D 106.2 . . ?
C14 C13A H13E 108.4 . . ?
C14 C13A H13F 108.4 . . ?
C12A C13A C14 115.3(15) . . ?
C12A C13A H13E 108.4 . . ?
C12A C13A H13F 108.4 . . ?
H13E C13A H13F 107.5 . . ?
C9 C12C H12E 107.2 . . ?
C9 C12C H12F 107.2 . . ?
C13C C12C C9 120.4(13) . . ?
C13C C12C H12E 107.2 . . ?
C13C C12C H12F 107.2 . . ?
H12E C12C H12F 106.9 . . ?
N33B C29B C22 169(6) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C30 H30 N8 0.93 2.78 3.407(4) 125.6 3_655 yes
C20 H20 N8 0.93 2.40 3.042(3) 125.8 . yes
N32 H32A N33B 0.87(4) 2.89(11) 3.45(11) 124(3) . yes
N32 H32A N33B 0.87(4) 2.28(11) 3.10(10) 158(4) 3_665 yes
N32 H32A N33A 0.87(4) 2.28(11) 3.10(10) 157(4) 3_665 yes
N32 H32A N33A 0.87(4) 2.85(11) 3.42(11) 124(3) . yes
N32 H32B N5 0.92(4) 2.30(4) 3.202(3) 169(3) 2_755 yes

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
N24 C15 C14 C21 2.3(4) . . . . ?
N24 C15 C14 C13B -174.9(6) . . . . ?
N24 C15 C14 C13C -160.3(6) . . . . ?
N24 C15 C14 C13A 166.4(5) . . . . ?
N24 C15 C10 C9 -178.2(2) . . . . ?
N24 C15 C10 C11 0.3(3) . . . . ?
N24 C23 C22 C21 1.1(4) . . . . ?
N24 C23 C22 C29A 175.7(10) . . . . ?
N24 C23 C22 C29B -167.3(11) . . . . ?
N1 C2 C3 C11 -179.8(2) . . . . ?
N1 C2 C3 C4 -0.7(3) . . . . ?
N1 N5 C4 C3 0.1(3) . . . . ?
N1 N5 C4 C6 179.7(3) . . . . ?
N1 C7 C16 C17 -178.2(3) . . . . ?
N1 C7 C20 C19 179.1(3) . . . . ?
N8 C9 C10 C15 177.6(2) . . . . ?
N8 C9 C10 C11 -0.9(4) . . . . ?
N8 C9 C12B C13B 173.5(10) . . . . ?
N8 C9 C12A C13A -177.7(17) . . . . ?
N8 C9 C12C C13C -178.5(9) . . . . ?
N8 C2 C3 C11 -2.3(4) . . . . ?
N8 C2 C3 C4 176.7(2) . . . . ?
C15 N24 C23 C22 0.9(4) . . . . ?
C15 N24 C23 N32 -179.5(2) . . . . ?
C15 C14 C13B C12B -14.2(14) . . . . ?
C15 C14 C13C C12C -22.8(14) . . . . ?
C15 C14 C13A C12A 13.8(15) . . . . ?
C15 C10 C11 C3 -179.4(2) . . . . ?
C21 C14 C13B C12B 168.7(11) . . . . ?
C21 C14 C13C C12C 176.7(9) . . . . ?
C21 C14 C13A C12A 177.1(13) . . . . ?
C21 C25 C30 C34 177.3(2) . . . . ?
C21 C25 C26 C27 -176.6(3) . . . . ?
C21 C22 C29A N33A -111(35) . . . . ?
C21 C22 C29B N33B 143(33) . . . . ?
C9 N8 C2 N1 177.5(2) . . . . ?
C9 N8 C2 C3 0.6(4) . . . . ?
C9 C10 C11 C3 -0.9(4) . . . . ?
C9 C12B C13B C14 15.2(19) . . . . ?
C9 C12A C13A C14 -3(3) . . . . ?
C23 N24 C15 C14 -2.7(4) . . . . ?
C23 N24 C15 C10 177.3(2) . . . . ?
C23 C22 C29A N33A 74(35) . . . . ?
C23 C22 C29B N33B -48(33) . . . . ?
C14 C15 C10 C9 1.7(4) . . . . ?
C14 C15 C10 C11 -179.8(2) . . . . ?
C14 C21 C25 C30 122.9(3) . . . . ?
C14 C21 C25 C26 -59.1(4) . . . . ?
C14 C21 C22 C23 -1.4(4) . . . . ?
C14 C21 C22 C29A -175.5(11) . . . . ?
C14 C21 C22 C29B 166.9(12) . . . . ?
C14 C13C C12C C9 2.7(18) . . . . ?
C2 N1 N5 C4 -0.6(3) . . . . ?
C2 N1 C7 C16 -169.1(3) . . . . ?
C2 N1 C7 C20 12.0(4) . . . . ?
C2 N8 C9 C10 1.0(4) . . . . ?
C2 N8 C9 C12B 178.3(9) . . . . ?
C2 N8 C9 C12A 169.1(11) . . . . ?
C2 N8 C9 C12C -158.4(6) . . . . ?
C2 C3 C4 N5 0.4(3) . . . . ?
C2 C3 C4 C6 -179.1(3) . . . . ?
C25 C21 C14 C15 -179.4(2) . . . . ?
C25 C21 C14 C13B -2.2(6) . . . . ?
C25 C21 C14 C13C -19.8(7) . . . . ?
C25 C21 C14 C13A 17.1(6) . . . . ?
C25 C21 C22 C23 177.8(2) . . . . ?
C25 C21 C22 C29A 3.8(11) . . . . ?
C25 C21 C22 C29B -13.9(12) . . . . ?
C25 C30 C34 C28 -0.7(4) . . . . ?
C25 C26 C27 C28 -0.6(5) . . . . ?
C10 C15 C14 C21 -177.6(2) . . . . ?
C10 C15 C14 C13B 5.2(6) . . . . ?
C10 C15 C14 C13C 19.8(7) . . . . ?
C10 C15 C14 C13A -13.5(6) . . . . ?
C10 C9 C12B C13B -9.2(18) . . . . ?
C10 C9 C12A C13A -9(3) . . . . ?
C10 C9 C12C C13C 20.0(13) . . . . ?
C10 C11 C3 C2 2.4(4) . . . . ?
C10 C11 C3 C4 -176.3(3) . . . . ?
N5 N1 C2 N8 -176.5(2) . . . . ?
N5 N1 C2 C3 0.9(3) . . . . ?
N5 N1 C7 C16 9.1(3) . . . . ?
N5 N1 C7 C20 -169.8(2) . . . . ?
C11 C3 C4 N5 179.2(3) . . . . ?
C11 C3 C4 C6 -0.3(6) . . . . ?
C22 C21 C14 C15 -0.2(4) . . . . ?
C22 C21 C14 C13B 177.0(5) . . . . ?
C22 C21 C14 C13C 159.3(6) . . . . ?
C22 C21 C14 C13A -163.7(6) . . . . ?
C22 C21 C25 C30 -56.2(3) . . . . ?
C22 C21 C25 C26 121.7(3) . . . . ?
N32 C23 C22 C21 -178.5(3) . . . . ?
N32 C23 C22 C29A -4.0(11) . . . . ?
N32 C23 C22 C29B 13.1(11) . . . . ?
C7 N1 C2 N8 1.8(4) . . . . ?
C7 N1 C2 C3 179.2(2) . . . . ?
C7 N1 N5 C4 -179.2(2) . . . . ?
C7 C16 C17 C18 -0.4(5) . . . . ?
C7 C20 C19 C18 -1.4(5) . . . . ?
C30 C25 C26 C27 1.4(4) . . . . ?
C30 C34 C28 C27 1.5(4) . . . . ?
C30 C34 C28 C35 -178.9(3) . . . . ?
C34 C28 C27 C26 -0.9(5) . . . . ?
C16 C7 C20 C19 0.2(4) . . . . ?
C16 C17 C18 C19 -0.8(5) . . . . ?
C20 C7 C16 C17 0.7(4) . . . . ?
C26 C25 C30 C34 -0.8(4) . . . . ?
C12B C9 C10 C15 0.7(11) . . . . ?
C12B C9 C10 C11 -177.8(10) . . . . ?
C17 C18 C19 C20 1.7(5) . . . . ?
C35 C28 C27 C26 179.5(3) . . . . ?
C12A C9 C10 C15 8.9(11) . . . . ?
C12A C9 C10 C11 -169.6(11) . . . . ?
C12C C9 C10 C15 -22.1(6) . . . . ?
C12C C9 C10 C11 159.4(6) . . . . ?

_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_mg_f2_2021
_database_code_depnum_ccdc_archive 'CCDC 2200164'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;University
Chile
;
_audit_update_record             
;
2022-08-11 deposited with the CCDC.	2022-11-03 downloaded from the CCDC.
;
_audit_creation_date             2022-07-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H26 N6 O3'
_chemical_formula_sum            'C30 H26 N6 O3'
_chemical_formula_weight         518.57
_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                   10.0883(8)
_cell_length_b                   12.4670(11)
_cell_length_c                   20.6411(18)
_cell_angle_alpha                90
_cell_angle_beta                 100.785(2)
_cell_angle_gamma                90
_cell_volume                     2550.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6969
_cell_measurement_temperature    295.94
_cell_measurement_theta_max      26.50
_cell_measurement_theta_min      2.95
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6773
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0530 before and 0.0479 after correction.
The Ratio of minimum to maximum transmission is 0.9086.
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    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            25717
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.008
_diffrn_reflns_theta_min         2.946
_diffrn_ambient_temperature      295.94
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3791
_reflns_number_total             5498
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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         0.452
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0064(10)
_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   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         5498
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0913
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.035
_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)+(0.0590P)²+2.0939P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1633
_refine_special_details          ?
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C17B) = Uanis(C16B) = Uanis(C7B) = Uanis(C18B) = Uanis(C20B) =
Uanis(C19B) = Uanis(C18A) = Uanis(C17A) = Uanis(C16A) = Uanis(C7A) =
Uanis(C20A) = Uanis(C19A)
2. Others
 Sof(C7A)=Sof(C20A)=Sof(H20A)=Sof(C19A)=Sof(H19A)=Sof(C18A)=Sof(H18A)=
 Sof(C17A)=Sof(H17A)=Sof(C16A)=Sof(H16A)=1-FVAR(1)
 Sof(C7B)=Sof(C20B)=Sof(H20B)=Sof(C19B)=Sof(H19B)=Sof(C18B)=Sof(H18B)=
 Sof(C17B)=Sof(H17B)=Sof(C16B)=Sof(H16B)=FVAR(1)
3.a Rotating group:
 N32(H32A,H32B)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 C26(H26), C30(H30), C11(H11), C20B(H20B), C19B(H19B), C18B(H18B), C17B(H17B),
 C16B(H16B), C20A(H20A), C19A(H19A), C18A(H18A), C17A(H17A), C16A(H16A)
3.d Fitted hexagon refined as free rotating group:
 C7B(C20B,C19B,C18B,C17B,C16B), C7A(C20A,C19A,C18A,C17A,C16A)
3.e Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C6(H6A,H6B,H6C)
;
_atom_sites_solution_hydrogens   mixed
_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
O34 O 0.02637(16) 0.01612(14) 0.36346(8) 0.0495(4) Uani 1 1 d . . . . .
O31 O 0.17995(18) -0.10282(13) 0.45607(9) 0.0501(4) Uani 1 1 d . . . . .
O35 O 0.37688(19) -0.01253(14) 0.54524(9) 0.0567(5) Uani 1 1 d . . . . .
N24 N 0.41530(18) 0.53798(14) 0.41337(10) 0.0388(4) Uani 1 1 d . . . . .
N8 N 0.7797(2) 0.39290(17) 0.31723(11) 0.0493(5) Uani 1 1 d . . . . .
N1 N 0.9542(2) 0.51899(19) 0.30354(11) 0.0535(6) Uani 1 1 d . . . . .
C27 C 0.1320(2) 0.06734(17) 0.40222(11) 0.0350(5) Uani 1 1 d . . . . .
N32 N 0.2386(2) 0.61136(17) 0.45514(12) 0.0553(6) Uani 1 1 d . . . . .
H32A H 0.254913 0.664662 0.430982 0.066 Uiso 1 1 d R U . . .
H32B H 0.152121 0.602072 0.448911 0.066 Uiso 1 1 d R U . . .
C25 C 0.2738(2) 0.21857(17) 0.43741(11) 0.0345(5) Uani 1 1 d . . . . .
C26 C 0.1664(2) 0.17381(17) 0.39463(11) 0.0359(5) Uani 1 1 d . . . . .
H26 H 0.117216 0.214862 0.360831 0.043 Uiso 1 1 calc R U . . .
N5 N 0.9788(2) 0.6267(2) 0.31638(12) 0.0622(7) Uani 1 1 d . . . . .
C29 C 0.3108(2) 0.05280(18) 0.49638(11) 0.0381(5) Uani 1 1 d . . . . .
C30 C 0.3452(2) 0.15931(18) 0.48917(11) 0.0392(5) Uani 1 1 d . . . . .
H30 H 0.415389 0.190567 0.518766 0.047 Uiso 1 1 calc R U . . .
C15 C 0.4817(2) 0.45165(17) 0.39717(11) 0.0366(5) Uani 1 1 d . . . . .
C28 C 0.2066(2) 0.00545(17) 0.45243(11) 0.0368(5) Uani 1 1 d . . . . .
C22 C 0.2490(2) 0.41901(17) 0.44289(11) 0.0362(5) Uani 1 1 d . . . . .
C21 C 0.3211(2) 0.32979(17) 0.42769(11) 0.0352(5) Uani 1 1 d . . . . .
C10 C 0.6066(2) 0.47126(18) 0.37096(11) 0.0383(5) Uani 1 1 d . . . . .
C23 C 0.3013(2) 0.52289(18) 0.43670(11) 0.0377(5) Uani 1 1 d . . . . .
C11 C 0.6679(2) 0.57114(19) 0.37459(12) 0.0425(5) Uani 1 1 d . . . . .
H11 H 0.631224 0.629415 0.393181 0.051 Uiso 1 1 calc R U . . .
C2 C 0.8366(2) 0.4902(2) 0.32310(12) 0.0443(6) Uani 1 1 d . . . . .
C14 C 0.4403(2) 0.34612(18) 0.40419(12) 0.0406(5) Uani 1 1 d . . . . .
N33 N 0.0245(2) 0.38715(18) 0.48185(15) 0.0708(8) Uani 1 1 d . . . . .
C3 C 0.7863(2) 0.5814(2) 0.34944(12) 0.0466(6) Uani 1 1 d . . . . .
C9 C 0.6653(2) 0.3858(2) 0.34068(12) 0.0453(6) Uani 1 1 d . . . . .
C7B C 1.0451(6) 0.4690(9) 0.2767(5) 0.0589(6) Uani 0.343(10) 1 d G . P A 2
C20B C 1.0315(7) 0.3621(9) 0.2575(5) 0.0589(6) Uani 0.343(10) 1 d G . P A 2
H20B H 0.956785 0.322953 0.264268 0.071 Uiso 0.343(10) 1 calc R U P A 2
C19B C 1.1295(9) 0.3137(7) 0.2282(4) 0.0589(6) Uani 0.343(10) 1 d G . P A 2
H19B H 1.120343 0.242190 0.215296 0.071 Uiso 0.343(10) 1 calc R U P A 2
C18B C 1.2411(6) 0.3722(8) 0.2180(4) 0.0589(6) Uani 0.343(10) 1 d G . P A 2
H18B H 1.306671 0.339848 0.198411 0.071 Uiso 0.343(10) 1 calc R U P A 2
C17B C 1.2548(7) 0.4791(9) 0.2373(4) 0.0589(6) Uani 0.343(10) 1 d G . P A 2
H17B H 1.329443 0.518269 0.230498 0.071 Uiso 0.343(10) 1 calc R U P A 2
C16B C 1.1568(9) 0.5275(8) 0.2666(4) 0.0589(6) Uani 0.343(10) 1 d G . P A 2
H16B H 1.165887 0.599034 0.279471 0.071 Uiso 0.343(10) 1 calc R U P A 2
C31 C 0.1246(2) 0.40262(18) 0.46497(13) 0.0456(6) Uani 1 1 d . . . . .
C4 C 0.8800(3) 0.6645(2) 0.34317(14) 0.0573(7) Uani 1 1 d . . . . .
C12 C 0.5929(3) 0.2803(2) 0.33115(16) 0.0614(8) Uani 1 1 d . . . . .
H12A H 0.526762 0.282457 0.290469 0.074 Uiso 1 1 calc R U . . .
H12B H 0.657175 0.224028 0.327043 0.074 Uiso 1 1 calc R U . . .
C37 C 0.1126(3) -0.1303(2) 0.50802(16) 0.0656(8) Uani 1 1 d . . . . .
H37A H 0.020924 -0.105690 0.497674 0.098 Uiso 1 1 calc R U . . .
H37B H 0.157507 -0.097107 0.548129 0.098 Uiso 1 1 calc R U . . .
H37C H 0.113733 -0.206792 0.513504 0.098 Uiso 1 1 calc R U . . .
C36 C -0.0648(3) 0.0783(2) 0.31789(15) 0.0640(8) Uani 1 1 d . . . . .
H36A H -0.019896 0.104329 0.283913 0.096 Uiso 1 1 calc R U . . .
H36B H -0.095959 0.137935 0.340381 0.096 Uiso 1 1 calc R U . . .
H36C H -0.140363 0.034741 0.298518 0.096 Uiso 1 1 calc R U . . .
C13 C 0.5233(3) 0.2542(2) 0.38709(17) 0.0619(8) Uani 1 1 d . . . . .
H13A H 0.590288 0.235259 0.425506 0.074 Uiso 1 1 calc R U . . .
H13B H 0.465255 0.192452 0.375339 0.074 Uiso 1 1 calc R U . . .
C38 C 0.4638(4) 0.0388(3) 0.59845(15) 0.0795(11) Uani 1 1 d . . . . .
H38A H 0.538683 0.070266 0.582735 0.119 Uiso 1 1 calc R U . . .
H38B H 0.496497 -0.013069 0.632023 0.119 Uiso 1 1 calc R U . . .
H38C H 0.414861 0.093807 0.616487 0.119 Uiso 1 1 calc R U . . .
C6 C 0.8727(4) 0.7791(3) 0.36142(19) 0.0821(10) Uani 1 1 d . . . . .
H6A H 0.959111 0.812228 0.362818 0.123 Uiso 1 1 calc R U . . .
H6B H 0.847911 0.784494 0.404003 0.123 Uiso 1 1 calc R U . . .
H6C H 0.806307 0.814904 0.329262 0.123 Uiso 1 1 calc R U . . .
C7A C 1.0484(3) 0.4523(5) 0.2741(2) 0.0589(6) Uani 0.657(10) 1 d G . P A 1
C20A C 1.0112(3) 0.3510(5) 0.2491(3) 0.0589(6) Uani 0.657(10) 1 d G . P A 1
H20A H 0.926766 0.323400 0.251796 0.071 Uiso 0.657(10) 1 calc R U P A 1
C19A C 1.1002(4) 0.2908(4) 0.2199(2) 0.0589(6) Uani 0.657(10) 1 d G . P A 1
H19A H 1.075246 0.222972 0.203152 0.071 Uiso 0.657(10) 1 calc R U P A 1
C18A C 1.2264(3) 0.3320(5) 0.21580(18) 0.0589(6) Uani 0.657(10) 1 d G . P A 1
H18A H 1.285890 0.291699 0.196303 0.071 Uiso 0.657(10) 1 calc R U P A 1
C17A C 1.2636(3) 0.4333(5) 0.24084(19) 0.0589(6) Uani 0.657(10) 1 d G . P A 1
H17A H 1.348055 0.460855 0.238097 0.071 Uiso 0.657(10) 1 calc R U P A 1
C16A C 1.1747(4) 0.4935(5) 0.26999(19) 0.0589(6) Uani 0.657(10) 1 d G . P A 1
H16A H 1.199577 0.561285 0.286742 0.071 Uiso 0.657(10) 1 calc R U P A 1


_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
O34 C27 1.365(3) . ?
O34 C36 1.417(3) . ?
O31 C28 1.381(3) . ?
O31 C37 1.415(3) . ?
O35 C29 1.369(3) . ?
O35 C38 1.423(3) . ?
N24 C15 1.343(3) . ?
N24 C23 1.340(3) . ?
N8 C2 1.337(3) . ?
N8 C9 1.336(3) . ?
N1 N5 1.382(3) . ?
N1 C2 1.371(3) . ?
N1 C7B 1.314(7) . ?
N1 C7A 1.477(4) . ?
C27 C26 1.388(3) . ?
C27 C28 1.395(3) . ?
N32 H32A 0.8648 . ?
N32 H32B 0.8659 . ?
N32 C23 1.361(3) . ?
C25 C26 1.381(3) . ?
C25 C30 1.385(3) . ?
C25 C21 1.492(3) . ?
C26 H26 0.9300 . ?
N5 C4 1.314(4) . ?
C29 C30 1.388(3) . ?
C29 C28 1.385(3) . ?
C30 H30 0.9300 . ?
C15 C10 1.482(3) . ?
C15 C14 1.396(3) . ?
C22 C21 1.396(3) . ?
C22 C23 1.413(3) . ?
C22 C31 1.429(3) . ?
C21 C14 1.393(3) . ?
C10 C11 1.386(3) . ?
C10 C9 1.419(3) . ?
C11 H11 0.9300 . ?
C11 C3 1.395(3) . ?
C2 C3 1.396(4) . ?
C14 C13 1.500(3) . ?
N33 C31 1.144(3) . ?
C3 C4 1.425(3) . ?
C9 C12 1.499(3) . ?
C7B C20B 1.3900 . ?
C7B C16B 1.3900 . ?
C20B H20B 0.9300 . ?
C20B C19B 1.3900 . ?
C19B H19B 0.9300 . ?
C19B C18B 1.3900 . ?
C18B H18B 0.9300 . ?
C18B C17B 1.3900 . ?
C17B H17B 0.9300 . ?
C17B C16B 1.3900 . ?
C16B H16B 0.9300 . ?
C4 C6 1.483(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.495(4) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7A C20A 1.3900 . ?
C7A C16A 1.3900 . ?
C20A H20A 0.9300 . ?
C20A C19A 1.3900 . ?
C19A H19A 0.9300 . ?
C19A C18A 1.3900 . ?
C18A H18A 0.9300 . ?
C18A C17A 1.3900 . ?
C17A H17A 0.9300 . ?
C17A C16A 1.3900 . ?
C16A H16A 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
C27 O34 C36 118.14(19) . . ?
C28 O31 C37 113.83(19) . . ?
C29 O35 C38 116.5(2) . . ?
C23 N24 C15 118.60(18) . . ?
C9 N8 C2 114.4(2) . . ?
N5 N1 C7A 121.3(3) . . ?
C2 N1 N5 109.4(2) . . ?
C2 N1 C7A 129.3(3) . . ?
C7B N1 N5 115.3(5) . . ?
C7B N1 C2 135.3(5) . . ?
O34 C27 C26 124.4(2) . . ?
O34 C27 C28 115.50(19) . . ?
C26 C27 C28 120.1(2) . . ?
H32A N32 H32B 108.2 . . ?
C23 N32 H32A 108.3 . . ?
C23 N32 H32B 111.0 . . ?
C26 C25 C30 120.7(2) . . ?
C26 C25 C21 121.5(2) . . ?
C30 C25 C21 117.78(19) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 C27 119.8(2) . . ?
C25 C26 H26 120.1 . . ?
C4 N5 N1 107.8(2) . . ?
O35 C29 C30 123.5(2) . . ?
O35 C29 C28 115.7(2) . . ?
C28 C29 C30 120.8(2) . . ?
C25 C30 C29 119.3(2) . . ?
C25 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
N24 C15 C10 117.19(19) . . ?
N24 C15 C14 123.79(19) . . ?
C14 C15 C10 119.0(2) . . ?
O31 C28 C27 119.8(2) . . ?
O31 C28 C29 120.8(2) . . ?
C29 C28 C27 119.3(2) . . ?
C21 C22 C23 119.42(18) . . ?
C21 C22 C31 118.90(19) . . ?
C23 C22 C31 121.7(2) . . ?
C22 C21 C25 121.14(18) . . ?
C14 C21 C25 120.08(19) . . ?
C14 C21 C22 118.77(19) . . ?
C11 C10 C15 122.0(2) . . ?
C11 C10 C9 118.7(2) . . ?
C9 C10 C15 119.32(19) . . ?
N24 C23 N32 117.5(2) . . ?
N24 C23 C22 121.4(2) . . ?
N32 C23 C22 121.1(2) . . ?
C10 C11 H11 121.1 . . ?
C10 C11 C3 117.8(2) . . ?
C3 C11 H11 121.1 . . ?
N8 C2 N1 126.2(2) . . ?
N8 C2 C3 126.4(2) . . ?
N1 C2 C3 107.4(2) . . ?
C15 C14 C13 120.3(2) . . ?
C21 C14 C15 117.9(2) . . ?
C21 C14 C13 121.8(2) . . ?
C11 C3 C2 118.0(2) . . ?
C11 C3 C4 136.8(3) . . ?
C2 C3 C4 105.2(2) . . ?
N8 C9 C10 124.7(2) . . ?
N8 C9 C12 116.3(2) . . ?
C10 C9 C12 118.92(19) . . ?
N1 C7B C20B 122.4(7) . . ?
N1 C7B C16B 117.6(7) . . ?
C20B C7B C16B 120.0 . . ?
C7B C20B H20B 120.0 . . ?
C19B C20B C7B 120.0 . . ?
C19B C20B H20B 120.0 . . ?
C20B C19B H19B 120.0 . . ?
C20B C19B C18B 120.0 . . ?
C18B C19B H19B 120.0 . . ?
C19B C18B H18B 120.0 . . ?
C17B C18B C19B 120.0 . . ?
C17B C18B H18B 120.0 . . ?
C18B C17B H17B 120.0 . . ?
C16B C17B C18B 120.0 . . ?
C16B C17B H17B 120.0 . . ?
C7B C16B H16B 120.0 . . ?
C17B C16B C7B 120.0 . . ?
C17B C16B H16B 120.0 . . ?
N33 C31 C22 178.3(3) . . ?
N5 C4 C3 110.2(3) . . ?
N5 C4 C6 122.0(2) . . ?
C3 C4 C6 127.7(3) . . ?
C9 C12 H12A 109.2 . . ?
C9 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 C9 112.2(2) . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
O31 C37 H37A 109.5 . . ?
O31 C37 H37B 109.5 . . ?
O31 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
O34 C36 H36A 109.5 . . ?
O34 C36 H36B 109.5 . . ?
O34 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
C12 C13 C14 112.3(2) . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
O35 C38 H38A 109.5 . . ?
O35 C38 H38B 109.5 . . ?
O35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C20A C7A N1 121.0(3) . . ?
C20A C7A C16A 120.0 . . ?
C16A C7A N1 119.0(3) . . ?
C7A C20A H20A 120.0 . . ?
C19A C20A C7A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C19A C18A H18A 120.0 . . ?
C17A C18A C19A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C18A C17A C16A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C7A C16A H16A 120.0 . . ?
C17A C16A C7A 120.0 . . ?
C17A C16A H16A 120.0 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N32 H32B N33 0.87 2.49 3.167(3) 135.9 3_566 yes
C20B H20B N8 0.93 2.42 3.048(7) 124.4 . yes
C17B H17B O34 0.93 2.63 3.336(6) 132.9 2_655 yes
C6 H6A O34 0.96 2.63 3.333(3) 130.3 1_665 yes
C20A H20A N8 0.93 2.35 2.989(4) 125.6 . yes
C17A H17A O34 0.93 2.73 3.449(4) 134.5 2_655 yes

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
O34 C27 C26 C25 178.7(2) . . . . ?
O34 C27 C28 O31 6.4(3) . . . . ?
O34 C27 C28 C29 -176.36(19) . . . . ?
O35 C29 C30 C25 178.9(2) . . . . ?
O35 C29 C28 O31 -4.5(3) . . . . ?
O35 C29 C28 C27 178.35(19) . . . . ?
N24 C15 C10 C11 12.3(3) . . . . ?
N24 C15 C10 C9 -167.2(2) . . . . ?
N24 C15 C14 C21 1.8(4) . . . . ?
N24 C15 C14 C13 -177.8(2) . . . . ?
N8 C2 C3 C11 2.5(4) . . . . ?
N8 C2 C3 C4 -178.4(2) . . . . ?
N8 C9 C12 C13 146.2(3) . . . . ?
N1 N5 C4 C3 0.5(3) . . . . ?
N1 N5 C4 C6 -178.2(3) . . . . ?
N1 C2 C3 C11 -178.3(2) . . . . ?
N1 C2 C3 C4 0.8(3) . . . . ?
N1 C7B C20B C19B 178.7(8) . . . . ?
N1 C7B C16B C17B -178.8(7) . . . . ?
N1 C7A C20A C19A 178.2(4) . . . . ?
N1 C7A C16A C17A -178.3(4) . . . . ?
C25 C21 C14 C15 -178.7(2) . . . . ?
C25 C21 C14 C13 0.9(4) . . . . ?
C26 C27 C28 O31 -174.05(19) . . . . ?
C26 C27 C28 C29 3.1(3) . . . . ?
C26 C25 C30 C29 2.3(3) . . . . ?
C26 C25 C21 C22 75.5(3) . . . . ?
C26 C25 C21 C14 -105.7(3) . . . . ?
N5 N1 C2 N8 178.7(2) . . . . ?
N5 N1 C2 C3 -0.6(3) . . . . ?
N5 N1 C7B C20B -176.4(4) . . . . ?
N5 N1 C7B C16B 2.3(7) . . . . ?
N5 N1 C7A C20A -166.8(2) . . . . ?
N5 N1 C7A C16A 11.4(4) . . . . ?
C30 C25 C26 C27 -2.0(3) . . . . ?
C30 C25 C21 C22 -107.5(2) . . . . ?
C30 C25 C21 C14 71.3(3) . . . . ?
C30 C29 C28 O31 174.3(2) . . . . ?
C30 C29 C28 C27 -2.9(3) . . . . ?
C15 N24 C23 N32 177.5(2) . . . . ?
C15 N24 C23 C22 -1.5(3) . . . . ?
C15 C10 C11 C3 179.1(2) . . . . ?
C15 C10 C9 N8 -177.7(2) . . . . ?
C15 C10 C9 C12 4.9(4) . . . . ?
C15 C14 C13 C12 -33.1(4) . . . . ?
C28 C27 C26 C25 -0.7(3) . . . . ?
C28 C29 C30 C25 0.2(3) . . . . ?
C22 C21 C14 C15 0.1(3) . . . . ?
C22 C21 C14 C13 179.8(2) . . . . ?
C21 C25 C26 C27 174.92(19) . . . . ?
C21 C25 C30 C29 -174.76(19) . . . . ?
C21 C22 C23 N24 3.4(3) . . . . ?
C21 C22 C23 N32 -175.6(2) . . . . ?
C21 C14 C13 C12 147.3(3) . . . . ?
C10 C15 C14 C21 -178.7(2) . . . . ?
C10 C15 C14 C13 1.6(4) . . . . ?
C10 C11 C3 C2 -0.9(3) . . . . ?
C10 C11 C3 C4 -179.6(3) . . . . ?
C10 C9 C12 C13 -36.3(4) . . . . ?
C23 N24 C15 C10 179.5(2) . . . . ?
C23 N24 C15 C14 -1.1(3) . . . . ?
C23 C22 C21 C25 176.3(2) . . . . ?
C23 C22 C21 C14 -2.6(3) . . . . ?
C11 C10 C9 N8 2.8(4) . . . . ?
C11 C10 C9 C12 -174.6(2) . . . . ?
C11 C3 C4 N5 178.0(3) . . . . ?
C11 C3 C4 C6 -3.5(5) . . . . ?
C2 N8 C9 C10 -1.3(4) . . . . ?
C2 N8 C9 C12 176.0(2) . . . . ?
C2 N1 N5 C4 0.0(3) . . . . ?
C2 N1 C7B C20B 3.9(9) . . . . ?
C2 N1 C7B C16B -177.3(4) . . . . ?
C2 N1 C7A C20A 14.2(4) . . . . ?
C2 N1 C7A C16A -167.5(3) . . . . ?
C2 C3 C4 N5 -0.8(3) . . . . ?
C2 C3 C4 C6 177.7(3) . . . . ?
C14 C15 C10 C11 -167.2(2) . . . . ?
C14 C15 C10 C9 13.3(3) . . . . ?
C9 N8 C2 N1 179.5(2) . . . . ?
C9 N8 C2 C3 -1.3(4) . . . . ?
C9 C10 C11 C3 -1.5(3) . . . . ?
C9 C12 C13 C14 48.8(3) . . . . ?
C7B N1 N5 C4 -179.7(5) . . . . ?
C7B N1 C2 N8 -1.6(7) . . . . ?
C7B N1 C2 C3 179.1(6) . . . . ?
C7B C20B C19B C18B 0.0 . . . . ?
C20B C7B C16B C17B 0.0 . . . . ?
C20B C19B C18B C17B 0.0 . . . . ?
C19B C18B C17B C16B 0.0 . . . . ?
C18B C17B C16B C7B 0.0 . . . . ?
C16B C7B C20B C19B 0.0 . . . . ?
C31 C22 C21 C25 -3.1(3) . . . . ?
C31 C22 C21 C14 178.0(2) . . . . ?
C31 C22 C23 N24 -177.2(2) . . . . ?
C31 C22 C23 N32 3.7(4) . . . . ?
C37 O31 C28 C27 -106.6(3) . . . . ?
C37 O31 C28 C29 76.2(3) . . . . ?
C36 O34 C27 C26 -8.4(3) . . . . ?
C36 O34 C27 C28 171.0(2) . . . . ?
C38 O35 C29 C30 14.2(4) . . . . ?
C38 O35 C29 C28 -167.1(2) . . . . ?
C7A N1 N5 C4 -179.1(3) . . . . ?
C7A N1 C2 N8 -2.3(5) . . . . ?
C7A N1 C2 C3 178.5(3) . . . . ?
C7A C20A C19A C18A 0.0 . . . . ?
C20A C7A C16A C17A 0.0 . . . . ?
C20A C19A C18A C17A 0.0 . . . . ?
C19A C18A C17A C16A 0.0 . . . . ?
C18A C17A C16A C7A 0.0 . . . . ?
C16A C7A C20A C19A 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
