# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
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data_mgla14
_database_code_depnum_ccdc_archive 'CCDC 2211917'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;Universidad de Antofagasta
Chile
;
_audit_update_record             
;
2024-01-26 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_audit_creation_date             2022-10-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H27 N2 O2'
_chemical_formula_sum            'C17 H28 N2 O2'
_chemical_formula_weight         292.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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                   15.9867(9)
_cell_length_b                   5.3642(3)
_cell_length_c                   21.1924(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.788(2)
_cell_angle_gamma                90
_cell_volume                     1765.00(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5878
_cell_measurement_temperature    298.00
_cell_measurement_theta_max      22.816
_cell_measurement_theta_min      3.522
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.7088
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0611 before and 0.0563 after correction.
The Ratio of minimum to maximum transmission is 0.9504.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.100
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             640
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            53960
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.151
_diffrn_reflns_theta_min         2.624
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2235
_reflns_number_total             4749
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.582
_refine_diff_density_min         -0.723
_refine_diff_density_rms         0.254
_refine_ls_extinction_coef       0.083(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   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         4749
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1720
_refine_ls_R_factor_gt           0.0843
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1308P)²+0.2438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2074
_refine_ls_wR_factor_ref         0.2756
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Others
 Fixed Sof: H7AA(0.5) H7AB(0.5) H7BC(0.5) H7BD(0.5) C8(0.5) H8A(0.5) H8B(0.5)
 C9(0.5) H9A(0.5) H9B(0.5) H10A(0.5) H10B(0.5) H10C(0.5) H10D(0.5) H10E(0.5)
 H10F(0.5) C18(0.5) H18A(0.5) H18B(0.5) C19(0.5) H19A(0.5) H19B(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C4(H4A,H4B), C3(H3A,H3B), C2(H2A,H2B), C7(H7AA,H7AB), C7(H7BC,
 H7BD), C8(H8A,H8B), C9(H9A,H9B), C18(H18A,H18B), C19(H19A,H19B)
3.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C15(H15), C13(H13), C12(H12)
3.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C17(H17A,H17B,H17C), C10(H10A,H10B,H10C), C10(H10D,H10E,H10F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.08552(15) 1.1082(3) 0.42264(10) 0.0932(7) Uani 1 1 d . . . . .
N2 N 0.16132(14) 0.6357(4) 0.53973(10) 0.0699(6) Uani 1 1 d . . . . .
N1 N 0.10948(14) 0.6956(4) 0.40827(10) 0.0677(6) Uani 1 1 d . . . . .
O2 O 0.12451(14) 0.6661(4) 0.14813(9) 0.0942(7) Uani 1 1 d . . . . .
C6 C 0.1251(3) 0.6495(9) 0.77092(17) 0.1375(17) Uani 1 1 d . . . . .
H6A H 0.095951 0.806925 0.762863 0.206 Uiso 1 1 calc R U . . .
H6B H 0.184293 0.676709 0.792777 0.206 Uiso 1 1 calc R U . . .
H6C H 0.097965 0.548337 0.797659 0.206 Uiso 1 1 calc R U . . .
C5 C 0.1208(2) 0.5232(8) 0.70949(16) 0.1154(13) Uani 1 1 d . . . . .
H5A H 0.062192 0.465411 0.693057 0.139 Uiso 1 1 calc R U . . .
H5B H 0.157246 0.376506 0.718410 0.139 Uiso 1 1 calc R U . . .
C4 C 0.1460(2) 0.6654(6) 0.65666(13) 0.0861(8) Uani 1 1 d . . . . .
H4A H 0.205052 0.721601 0.671920 0.103 Uiso 1 1 calc R U . . .
H4B H 0.109698 0.811875 0.646659 0.103 Uiso 1 1 calc R U . . .
C3 C 0.1384(2) 0.5137(5) 0.59497(12) 0.0794(8) Uani 1 1 d . . . . .
H3A H 0.174512 0.367120 0.605935 0.095 Uiso 1 1 calc R U . . .
H3B H 0.079395 0.456211 0.580891 0.095 Uiso 1 1 calc R U . . .
C2 C 0.10406(19) 0.8397(5) 0.51442(13) 0.0764(7) Uani 1 1 d . . . . .
H2A H 0.123229 0.987633 0.540128 0.092 Uiso 1 1 calc R U . . .
H2B H 0.046715 0.799385 0.519144 0.092 Uiso 1 1 calc R U . . .
C1 C 0.09950(16) 0.8969(5) 0.44409(12) 0.0684(7) Uani 1 1 d . . . . .
C11 C 0.11228(15) 0.6939(4) 0.34167(11) 0.0600(6) Uani 1 1 d . . . . .
C16 C 0.15627(17) 0.5031(4) 0.32062(12) 0.0725(7) Uani 1 1 d . . . . .
H16 H 0.183182 0.382772 0.350144 0.087 Uiso 1 1 calc R U . . .
C15 C 0.16140(18) 0.4860(5) 0.25658(13) 0.0769(8) Uani 1 1 d . . . . .
H15 H 0.191223 0.354858 0.243344 0.092 Uiso 1 1 calc R U . . .
C14 C 0.12223(16) 0.6638(5) 0.21240(12) 0.0687(7) Uani 1 1 d . . . . .
C17 C 0.1720(2) 0.4769(7) 0.12622(17) 0.1057(11) Uani 1 1 d . . . . .
H17A H 0.173700 0.509496 0.082006 0.159 Uiso 1 1 calc R U . . .
H17B H 0.144905 0.318663 0.128730 0.159 Uiso 1 1 calc R U . . .
H17C H 0.229574 0.473821 0.153001 0.159 Uiso 1 1 calc R U . . .
C7 C 0.25040(19) 0.7098(7) 0.55085(16) 0.0976(10) Uani 1 1 d . . . . .
H7AA H 0.269408 0.791408 0.592670 0.117 Uiso 0.5 1 calc R U P A -1
H7AB H 0.258781 0.822593 0.517116 0.117 Uiso 0.5 1 calc R U P A -1
H7BC H 0.253981 0.853380 0.579199 0.117 Uiso 0.5 1 calc R U P B 1
H7BD H 0.254400 0.776934 0.509174 0.117 Uiso 0.5 1 calc R U P B 1
C13 C 0.07831(17) 0.8545(5) 0.23328(13) 0.0745(7) Uani 1 1 d . . . . .
H13 H 0.051543 0.974978 0.203731 0.089 Uiso 1 1 calc R U . . .
C12 C 0.07303(17) 0.8713(5) 0.29717(13) 0.0706(7) Uani 1 1 d . . . . .
H12 H 0.043012 1.002321 0.310286 0.085 Uiso 1 1 calc R U . . .
C8 C 0.3016(3) 0.4549(12) 0.5492(3) 0.0649(13) Uani 0.5 1 d . . P C -1
H8A H 0.293267 0.343396 0.583184 0.078 Uiso 0.5 1 calc R U P C -1
H8B H 0.281470 0.372500 0.507587 0.078 Uiso 0.5 1 calc R U P C -1
C9 C 0.4003(4) 0.5268(15) 0.5602(4) 0.0859(19) Uani 0.5 1 d . . P C -1
H9A H 0.408599 0.642375 0.527053 0.103 Uiso 0.5 1 calc R U P C -1
H9B H 0.421177 0.603853 0.602484 0.103 Uiso 0.5 1 calc R U P C -1
C10 C 0.4462(3) 0.2914(10) 0.5563(3) 0.1511(18) Uani 1 1 d . . . . .
H10A H 0.425327 0.218794 0.514095 0.227 Uiso 0.5 1 calc R U P C -1
H10B H 0.436419 0.178143 0.588891 0.227 Uiso 0.5 1 calc R U P C -1
H10C H 0.506796 0.323845 0.563420 0.227 Uiso 0.5 1 calc R U P C -1
H10D H 0.449908 0.154465 0.527950 0.227 Uiso 0.5 1 calc R U P C 1
H10E H 0.449676 0.229694 0.599389 0.227 Uiso 0.5 1 calc R U P C 1
H10F H 0.492858 0.405001 0.557130 0.227 Uiso 0.5 1 calc R U P C 1
C18 C 0.3328(7) 0.588(2) 0.5744(5) 0.125(3) Uani 0.5 1 d . . P C 1
H18A H 0.377006 0.714104 0.587353 0.150 Uiso 0.5 1 calc R U P C 1
H18B H 0.330890 0.490840 0.612697 0.150 Uiso 0.5 1 calc R U P C 1
C19 C 0.3547(11) 0.4362(18) 0.5299(5) 0.134(4) Uani 0.5 1 d . . P C 1
H19A H 0.357871 0.534427 0.492170 0.161 Uiso 0.5 1 calc R U P C 1
H19B H 0.309516 0.313165 0.516165 0.161 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
O1 C1 1.222(3) . ?
N2 C3 1.462(3) . ?
N2 C2 1.445(3) . ?
N2 C7 1.443(4) . ?
N1 C1 1.351(3) . ?
N1 C11 1.423(3) . ?
O2 C14 1.371(3) . ?
O2 C17 1.410(4) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C6 C5 1.455(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.487(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.520(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C1 1.506(4) . ?
C11 C16 1.375(3) . ?
C11 C12 1.381(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.382(3) . ?
C15 H15 0.9300 . ?
C15 C14 1.378(4) . ?
C14 C13 1.373(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C7 H7AA 0.9700 . ?
C7 H7AB 0.9700 . ?
C7 H7BC 0.9700 . ?
C7 H7BD 0.9700 . ?
C7 C8 1.599(7) . ?
C7 C18 1.448(10) . ?
C13 H13 0.9300 . ?
C13 C12 1.379(4) . ?
C12 H12 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.586(9) . ?
C8 C18 0.957(11) . ?
C8 C19 1.029(13) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.473(9) . ?
C9 C18 1.232(10) . ?
C9 C19 0.979(13) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 H10D 0.9600 . ?
C10 H10E 0.9600 . ?
C10 H10F 0.9600 . ?
C10 C19 1.633(14) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.353(13) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?

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
C2 N2 C3 112.3(2) . . ?
C7 N2 C3 114.7(2) . . ?
C7 N2 C2 111.4(2) . . ?
C1 N1 C11 126.8(2) . . ?
C14 O2 C17 117.7(2) . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
C6 C5 H5A 107.8 . . ?
C6 C5 H5B 107.8 . . ?
C6 C5 C4 118.1(4) . . ?
H5A C5 H5B 107.1 . . ?
C4 C5 H5A 107.8 . . ?
C4 C5 H5B 107.8 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C5 C4 C3 113.1(3) . . ?
H4A C4 H4B 107.8 . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
N2 C3 C4 117.7(2) . . ?
N2 C3 H3A 107.9 . . ?
N2 C3 H3B 107.9 . . ?
C4 C3 H3A 107.9 . . ?
C4 C3 H3B 107.9 . . ?
H3A C3 H3B 107.2 . . ?
N2 C2 H2A 108.9 . . ?
N2 C2 H2B 108.9 . . ?
N2 C2 C1 113.5(2) . . ?
H2A C2 H2B 107.7 . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
O1 C1 N1 124.6(2) . . ?
O1 C1 C2 121.2(2) . . ?
N1 C1 C2 114.1(2) . . ?
C16 C11 N1 117.8(2) . . ?
C16 C11 C12 118.4(2) . . ?
C12 C11 N1 123.8(2) . . ?
C11 C16 H16 119.2 . . ?
C11 C16 C15 121.5(2) . . ?
C15 C16 H16 119.2 . . ?
C16 C15 H15 120.1 . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 H15 120.1 . . ?
O2 C14 C15 124.5(2) . . ?
O2 C14 C13 116.8(2) . . ?
C13 C14 C15 118.8(2) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N2 C7 H7AA 110.8 . . ?
N2 C7 H7AB 110.8 . . ?
N2 C7 H7BC 103.3 . . ?
N2 C7 H7BD 103.3 . . ?
N2 C7 C8 104.6(3) . . ?
N2 C7 C18 135.5(6) . . ?
H7AA C7 H7AB 108.9 . . ?
H7AA C7 H7BC 27.9 . . ?
H7AA C7 H7BD 126.2 . . ?
H7AB C7 H7BC 87.9 . . ?
H7AB C7 H7BD 17.6 . . ?
H7BC C7 H7BD 105.2 . . ?
C8 C7 H7AA 110.8 . . ?
C8 C7 H7AB 110.8 . . ?
C8 C7 H7BC 137.6 . . ?
C8 C7 H7BD 98.7 . . ?
C18 C7 H7AA 80.1 . . ?
C18 C7 H7AB 105.2 . . ?
C18 C7 H7BC 103.3 . . ?
C18 C7 H7BD 103.3 . . ?
C18 C7 C8 36.2(5) . . ?
C14 C13 H13 119.3 . . ?
C14 C13 C12 121.4(2) . . ?
C12 C13 H13 119.3 . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 120.0 . . ?
C7 C8 H8A 110.4 . . ?
C7 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
C9 C8 C7 106.6(5) . . ?
C9 C8 H8A 110.4 . . ?
C9 C8 H8B 110.4 . . ?
C18 C8 C7 63.3(8) . . ?
C18 C8 H8A 100.9 . . ?
C18 C8 H8B 149.7 . . ?
C18 C8 C9 50.9(7) . . ?
C18 C8 C19 85.8(10) . . ?
C19 C8 C7 124.5(8) . . ?
C19 C8 H8A 120.4 . . ?
C19 C8 H8B 73.9 . . ?
C19 C8 C9 36.7(7) . . ?
C8 C9 H9A 110.6 . . ?
C8 C9 H9B 110.6 . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 C8 105.9(6) . . ?
C10 C9 H9A 110.6 . . ?
C10 C9 H9B 110.6 . . ?
C18 C9 C8 37.1(6) . . ?
C18 C9 H9A 106.6 . . ?
C18 C9 H9B 77.9 . . ?
C18 C9 C10 136.0(9) . . ?
C19 C9 C8 39.0(8) . . ?
C19 C9 H9A 92.9 . . ?
C19 C9 H9B 148.8 . . ?
C19 C9 C10 80.8(10) . . ?
C19 C9 C18 74.5(9) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
C9 C10 H10D 142.9 . . ?
C9 C10 H10E 99.1 . . ?
C9 C10 H10F 81.4 . . ?
C9 C10 C19 36.3(4) . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10A C10 H10D 33.4 . . ?
H10A C10 H10E 132.4 . . ?
H10A C10 H10F 111.7 . . ?
H10B C10 H10C 109.5 . . ?
H10B C10 H10D 90.6 . . ?
H10B C10 H10E 23.1 . . ?
H10B C10 H10F 130.4 . . ?
H10C C10 H10D 91.5 . . ?
H10C C10 H10E 94.9 . . ?
H10C C10 H10F 29.7 . . ?
H10D C10 H10E 109.5 . . ?
H10D C10 H10F 109.5 . . ?
H10E C10 H10F 109.5 . . ?
C19 C10 H10A 77.9 . . ?
C19 C10 H10B 105.1 . . ?
C19 C10 H10C 139.1 . . ?
C19 C10 H10D 109.5 . . ?
C19 C10 H10E 109.5 . . ?
C19 C10 H10F 109.5 . . ?
C7 C18 H18A 108.9 . . ?
C7 C18 H18B 108.9 . . ?
C8 C18 C7 80.5(9) . . ?
C8 C18 C9 92.0(10) . . ?
C8 C18 H18A 157.6 . . ?
C8 C18 H18B 87.2 . . ?
C8 C18 C19 49.3(9) . . ?
C9 C18 C7 144.4(8) . . ?
C9 C18 H18A 68.4 . . ?
C9 C18 H18B 105.4 . . ?
C9 C18 C19 44.2(6) . . ?
H18A C18 H18B 107.7 . . ?
C19 C18 C7 113.3(12) . . ?
C19 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C8 C19 C10 131.8(9) . . ?
C8 C19 C18 44.9(6) . . ?
C8 C19 H19A 119.0 . . ?
C8 C19 H19B 64.0 . . ?
C9 C19 C8 104.3(11) . . ?
C9 C19 C10 62.9(11) . . ?
C9 C19 C18 61.3(8) . . ?
C9 C19 H19A 95.4 . . ?
C9 C19 H19B 157.0 . . ?
C10 C19 H19A 108.8 . . ?
C10 C19 H19B 108.8 . . ?
C18 C19 C10 114.0(11) . . ?
C18 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
H19A C19 H19B 107.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C2 C1 O1 -149.7(3) . . . . ?
N2 C2 C1 N1 32.2(3) . . . . ?
N2 C7 C8 C9 179.2(5) . . . . ?
N2 C7 C8 C18 -153.1(7) . . . . ?
N2 C7 C8 C19 143.3(12) . . . . ?
N2 C7 C18 C8 38.6(10) . . . . ?
N2 C7 C18 C9 119(2) . . . . ?
N2 C7 C18 C19 76.3(11) . . . . ?
N1 C11 C16 C15 179.3(2) . . . . ?
N1 C11 C12 C13 -179.4(2) . . . . ?
O2 C14 C13 C12 -179.2(2) . . . . ?
C6 C5 C4 C3 -179.8(3) . . . . ?
C5 C4 C3 N2 179.8(3) . . . . ?
C3 N2 C2 C1 -155.2(2) . . . . ?
C3 N2 C7 C8 73.9(4) . . . . ?
C3 N2 C7 C18 51.5(7) . . . . ?
C2 N2 C3 C4 -64.8(3) . . . . ?
C2 N2 C7 C8 -157.1(3) . . . . ?
C2 N2 C7 C18 -179.5(7) . . . . ?
C1 N1 C11 C16 153.9(3) . . . . ?
C1 N1 C11 C12 -26.6(4) . . . . ?
C11 N1 C1 O1 5.2(4) . . . . ?
C11 N1 C1 C2 -176.8(2) . . . . ?
C11 C16 C15 C14 0.4(4) . . . . ?
C16 C11 C12 C13 0.1(4) . . . . ?
C16 C15 C14 O2 179.0(2) . . . . ?
C16 C15 C14 C13 -0.3(4) . . . . ?
C15 C14 C13 C12 0.2(4) . . . . ?
C14 C13 C12 C11 -0.1(4) . . . . ?
C17 O2 C14 C15 -1.6(4) . . . . ?
C17 O2 C14 C13 177.7(3) . . . . ?
C7 N2 C3 C4 63.7(3) . . . . ?
C7 N2 C2 C1 74.6(3) . . . . ?
C7 C8 C9 C10 -178.1(5) . . . . ?
C7 C8 C9 C18 32.3(8) . . . . ?
C7 C8 C9 C19 -126.2(12) . . . . ?
C7 C8 C18 C9 -145.0(7) . . . . ?
C7 C8 C18 C19 -132.3(7) . . . . ?
C7 C8 C19 C9 69.9(15) . . . . ?
C7 C8 C19 C10 136.2(9) . . . . ?
C7 C8 C19 C18 53.3(10) . . . . ?
C7 C18 C19 C8 -52.6(9) . . . . ?
C7 C18 C19 C9 145.8(11) . . . . ?
C7 C18 C19 C10 -178.5(6) . . . . ?
C12 C11 C16 C15 -0.3(4) . . . . ?
C8 C7 C18 C9 80(2) . . . . ?
C8 C7 C18 C19 37.6(9) . . . . ?
C8 C9 C10 C19 30.1(7) . . . . ?
C8 C9 C18 C7 -76(2) . . . . ?
C8 C9 C18 C19 -13.9(10) . . . . ?
C8 C9 C19 C10 -129.9(9) . . . . ?
C8 C9 C19 C18 13.3(9) . . . . ?
C8 C18 C19 C9 -161.6(13) . . . . ?
C8 C18 C19 C10 -125.9(12) . . . . ?
C9 C8 C18 C7 145.0(7) . . . . ?
C9 C8 C18 C19 12.7(9) . . . . ?
C9 C8 C19 C10 66.3(16) . . . . ?
C9 C8 C19 C18 -16.6(12) . . . . ?
C9 C10 C19 C8 -85.1(15) . . . . ?
C9 C10 C19 C18 -35.1(8) . . . . ?
C9 C18 C19 C8 161.6(13) . . . . ?
C9 C18 C19 C10 35.7(10) . . . . ?
C10 C9 C18 C7 -120.8(16) . . . . ?
C10 C9 C18 C8 -44.5(15) . . . . ?
C10 C9 C18 C19 -58.3(12) . . . . ?
C10 C9 C19 C8 129.9(9) . . . . ?
C10 C9 C19 C18 143.2(7) . . . . ?
C18 C7 C8 C9 -27.7(7) . . . . ?
C18 C7 C8 C19 -63.6(12) . . . . ?
C18 C8 C9 C10 149.6(10) . . . . ?
C18 C8 C9 C19 -158.5(15) . . . . ?
C18 C8 C19 C9 16.6(12) . . . . ?
C18 C8 C19 C10 82.9(16) . . . . ?
C18 C9 C10 C19 56.2(11) . . . . ?
C18 C9 C19 C8 -13.3(9) . . . . ?
C18 C9 C19 C10 -143.2(7) . . . . ?
C19 C8 C9 C10 -51.9(11) . . . . ?
C19 C8 C9 C18 158.5(15) . . . . ?
C19 C8 C18 C7 132.3(7) . . . . ?
C19 C8 C18 C9 -12.7(9) . . . . ?
C19 C9 C18 C7 -62(2) . . . . ?
C19 C9 C18 C8 13.9(10) . . . . ?

_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_mgla56
_database_code_depnum_ccdc_archive 'CCDC 2238258'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;Universidad de Antofagasta
Chile
;
_audit_update_record             
;
2024-01-26 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_audit_creation_date             2023-01-26
_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         'C17 H20 N2 O'
_chemical_formula_sum            'C17 H17 N2 O'
_chemical_formula_weight         265.32
_chemical_absolute_configuration ?
_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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   4.763(7)
_cell_length_b                   10.544(16)
_cell_length_c                   15.14(2)
_cell_angle_alpha                90
_cell_angle_beta                 96.49(4)
_cell_angle_gamma                90
_cell_volume                     756(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    298.00
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1685 before and 0.0000 after correction.
The Ratio of minimum to maximum transmission is 0.7172.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             282
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.4101
_diffrn_reflns_av_unetI/netI     0.5261
_diffrn_reflns_Laue_measured_fraction_full 0.706
_diffrn_reflns_Laue_measured_fraction_max 0.706
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5760
_diffrn_reflns_point_group_measured_fraction_full 0.656
_diffrn_reflns_point_group_measured_fraction_max 0.652
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.483
_diffrn_reflns_theta_min         2.708
_diffrn_ambient_temperature      298.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.706
_diffrn_measured_fraction_theta_max 0.706
_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                   ?
_reflns_Friedel_coverage         0.751
_reflns_Friedel_fraction_full    0.601
_reflns_Friedel_fraction_max     0.592
_reflns_number_gt                665
_reflns_number_total             2031
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.159
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details 
;
 Flack x determined using 172 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.6(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.870
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2031
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.3128
_refine_ls_R_factor_gt           0.0847
_refine_ls_restrained_S_all      0.870
_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)] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1474
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00C)
2.b Secondary CH2 refined with riding coordinates:
 C00H(H00I,H00J), C00I(H00K,H00L), C00J(H00M,H00N), C00K(H00O,H00P)
2.c Aromatic/amide H refined with riding coordinates:
 N001(H001), C005(H005), C008(H008), C009(H009), C00B(H00B), C00E(H00F),
 C00F(H00G), C00G(H00H)
2.d Idealised Me refined as rotating group:
 C00D(H00A,H00D,H00E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N001 N 0.450(3) 0.4968(7) 0.2409(4) 0.044(4) Uani 1 1 d . . . . .
H001 H 0.274832 0.483084 0.246845 0.052 Uiso 1 1 calc R U . . .
C002 C 0.451(3) 0.7742(10) 0.0848(5) 0.050(5) Uani 1 1 d . . . . .
C003 C 0.525(3) 0.6167(9) 0.2045(6) 0.040(4) Uani 1 1 d . . . . .
O004 O 0.881(3) 0.4113(8) 0.2517(7) 0.077(5) Uani 1 1 d . . . . .
C005 C 0.163(3) 0.5847(7) 0.0729(5) 0.040(4) Uani 1 1 d . . . . .
H005 H 0.103708 0.508740 0.095985 0.048 Uiso 1 1 calc R U . . .
N006 N 0.684(3) 0.2707(6) 0.3953(4) 0.053(4) Uani 1 1 d . . . . .
C007 C 0.389(3) 0.6561(8) 0.1218(6) 0.038(4) Uani 1 1 d . . . . .
C008 C 0.033(4) 0.6285(8) -0.0080(6) 0.059(6) Uani 1 1 d . . . . .
H008 H -0.107476 0.580394 -0.039794 0.071 Uiso 1 1 calc R U . . .
C009 C 0.808(4) 0.8067(9) 0.2122(7) 0.071(6) Uani 1 1 d . . . . .
H009 H 0.947380 0.857468 0.242324 0.085 Uiso 1 1 calc R U . . .
C00A C 0.640(5) 0.4042(11) 0.2665(9) 0.057(7) Uani 1 1 d . . . . .
C00B C 0.730(3) 0.6903(10) 0.2479(6) 0.050(5) Uani 1 1 d . . . . .
H00B H 0.820942 0.663182 0.302221 0.060 Uiso 1 1 calc R U . . .
C00C C 0.523(3) 0.2863(9) 0.3062(5) 0.046(4) Uani 1 1 d . . . . .
H00C H 0.321657 0.298167 0.312199 0.056 Uiso 1 1 calc R U . . .
C00D C 0.561(5) 0.1743(11) 0.2454(5) 0.088(8) Uani 1 1 d . . . . .
H00A H 0.752027 0.144216 0.255823 0.133 Uiso 1 1 calc R U . . .
H00D H 0.521210 0.200555 0.184565 0.133 Uiso 1 1 calc R U . . .
H00E H 0.433682 0.107519 0.257438 0.133 Uiso 1 1 calc R U . . .
C00E C 0.113(4) 0.7446(10) -0.0420(6) 0.066(7) Uani 1 1 d . . . . .
H00F H 0.021150 0.774617 -0.095400 0.080 Uiso 1 1 calc R U . . .
C00F C 0.320(4) 0.8124(10) 0.0016(6) 0.070(7) Uani 1 1 d . . . . .
H00G H 0.379353 0.886626 -0.023806 0.084 Uiso 1 1 calc R U . . .
C00G C 0.674(4) 0.8421(10) 0.1321(7) 0.069(5) Uani 1 1 d . . . . .
H00H H 0.733311 0.916399 0.106787 0.083 Uiso 1 1 calc R U . . .
C00H C 0.739(4) 0.1817(12) 0.5384(6) 0.106(8) Uani 1 1 d . . . . .
H00I H 0.621876 0.148904 0.581496 0.127 Uiso 1 1 calc R U . . .
H00J H 0.922738 0.140690 0.547520 0.127 Uiso 1 1 calc R U . . .
C00I C 0.598(4) 0.1600(9) 0.4424(6) 0.070(6) Uani 1 1 d . . . . .
H00K H 0.666366 0.082609 0.417515 0.084 Uiso 1 1 calc R U . . .
H00L H 0.394240 0.155555 0.440673 0.084 Uiso 1 1 calc R U . . .
C00J C 0.659(4) 0.3746(9) 0.4544(6) 0.087(8) Uani 1 1 d . . . . .
H00M H 0.463139 0.401290 0.452857 0.105 Uiso 1 1 calc R U . . .
H00N H 0.770906 0.446173 0.438673 0.105 Uiso 1 1 calc R U . . .
C00K C 0.769(5) 0.3236(10) 0.5462(7) 0.106(9) Uani 1 1 d . . . . .
H00O H 0.965002 0.347368 0.561859 0.128 Uiso 1 1 calc R U . . .
H00P H 0.658014 0.356281 0.591115 0.128 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N001 H001 0.8600 . ?
N001 C003 1.441(12) . ?
N001 C00A 1.359(19) . ?
C002 C007 1.410(12) . ?
C002 C00F 1.401(13) . ?
C002 C00G 1.409(17) . ?
C003 C007 1.404(12) . ?
C003 C00B 1.359(15) . ?
O004 C00A 1.20(2) . ?
C005 H005 0.9300 . ?
C005 C007 1.448(14) . ?
C005 C008 1.388(13) . ?
N006 C00C 1.483(11) . ?
N006 C00I 1.451(12) . ?
N006 C00J 1.429(10) . ?
C008 H008 0.9300 . ?
C008 C00E 1.397(14) . ?
C009 H009 0.9300 . ?
C009 C00B 1.409(14) . ?
C009 C00G 1.357(13) . ?
C00A C00C 1.515(17) . ?
C00B H00B 0.9300 . ?
C00C H00C 0.9800 . ?
C00C C00D 1.521(12) . ?
C00D H00A 0.9600 . ?
C00D H00D 0.9600 . ?
C00D H00E 0.9600 . ?
C00E H00F 0.9300 . ?
C00E C00F 1.331(19) . ?
C00F H00G 0.9300 . ?
C00G H00H 0.9300 . ?
C00H H00I 0.9700 . ?
C00H H00J 0.9700 . ?
C00H C00I 1.547(14) . ?
C00H C00K 1.507(14) . ?
C00I H00K 0.9700 . ?
C00I H00L 0.9700 . ?
C00J H00M 0.9700 . ?
C00J H00N 0.9700 . ?
C00J C00K 1.527(13) . ?
C00K H00O 0.9700 . ?
C00K H00P 0.9700 . ?

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
C003 N001 H001 118.2 . . ?
C00A N001 H001 118.2 . . ?
C00A N001 C003 123.6(14) . . ?
C00F C002 C007 121.4(12) . . ?
C00F C002 C00G 123.0(11) . . ?
C00G C002 C007 115.2(11) . . ?
C007 C003 N001 119.5(10) . . ?
C00B C003 N001 120.7(9) . . ?
C00B C003 C007 119.8(9) . . ?
C007 C005 H005 119.7 . . ?
C008 C005 H005 119.7 . . ?
C008 C005 C007 120.7(9) . . ?
C00I N006 C00C 113.1(9) . . ?
C00J N006 C00C 114.5(8) . . ?
C00J N006 C00I 105.1(8) . . ?
C002 C007 C005 115.6(10) . . ?
C003 C007 C002 121.3(11) . . ?
C003 C007 C005 122.9(8) . . ?
C005 C008 H008 119.8 . . ?
C005 C008 C00E 120.3(13) . . ?
C00E C008 H008 119.8 . . ?
C00B C009 H009 121.2 . . ?
C00G C009 H009 121.2 . . ?
C00G C009 C00B 117.7(13) . . ?
N001 C00A C00C 116.0(19) . . ?
O004 C00A N001 121.7(13) . . ?
O004 C00A C00C 122.1(16) . . ?
C003 C00B C009 121.2(11) . . ?
C003 C00B H00B 119.4 . . ?
C009 C00B H00B 119.4 . . ?
N006 C00C C00A 106.0(11) . . ?
N006 C00C H00C 109.9 . . ?
N006 C00C C00D 112.3(9) . . ?
C00A C00C H00C 109.9 . . ?
C00A C00C C00D 108.8(10) . . ?
C00D C00C H00C 109.9 . . ?
C00C C00D H00A 109.5 . . ?
C00C C00D H00D 109.5 . . ?
C00C C00D H00E 109.5 . . ?
H00A C00D H00D 109.5 . . ?
H00A C00D H00E 109.5 . . ?
H00D C00D H00E 109.5 . . ?
C008 C00E H00F 119.8 . . ?
C00F C00E C008 120.3(11) . . ?
C00F C00E H00F 119.8 . . ?
C002 C00F H00G 119.3 . . ?
C00E C00F C002 121.4(11) . . ?
C00E C00F H00G 119.3 . . ?
C002 C00G H00H 117.7 . . ?
C009 C00G C002 124.5(11) . . ?
C009 C00G H00H 117.7 . . ?
H00I C00H H00J 108.9 . . ?
C00I C00H H00I 110.9 . . ?
C00I C00H H00J 110.9 . . ?
C00K C00H H00I 110.9 . . ?
C00K C00H H00J 110.9 . . ?
C00K C00H C00I 104.3(9) . . ?
N006 C00I C00H 103.1(10) . . ?
N006 C00I H00K 111.1 . . ?
N006 C00I H00L 111.1 . . ?
C00H C00I H00K 111.1 . . ?
C00H C00I H00L 111.1 . . ?
H00K C00I H00L 109.1 . . ?
N006 C00J H00M 110.8 . . ?
N006 C00J H00N 110.8 . . ?
N006 C00J C00K 104.8(8) . . ?
H00M C00J H00N 108.9 . . ?
C00K C00J H00M 110.8 . . ?
C00K C00J H00N 110.8 . . ?
C00H C00K C00J 105.0(10) . . ?
C00H C00K H00O 110.7 . . ?
C00H C00K H00P 110.7 . . ?
C00J C00K H00O 110.7 . . ?
C00J C00K H00P 110.7 . . ?
H00O C00K H00P 108.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N001 C003 C007 C002 178.3(11) . . . . ?
N001 C003 C007 C005 3.7(17) . . . . ?
N001 C003 C00B C009 178.9(12) . . . . ?
N001 C00A C00C N006 -123.5(12) . . . . ?
N001 C00A C00C C00D 115.5(13) . . . . ?
C003 N001 C00A O004 -8(2) . . . . ?
C003 N001 C00A C00C 178.0(8) . . . . ?
O004 C00A C00C N006 62.4(19) . . . . ?
O004 C00A C00C C00D -59(2) . . . . ?
C005 C008 C00E C00F 2(2) . . . . ?
N006 C00J C00K C00H -22.3(19) . . . . ?
C007 C002 C00F C00E 7(2) . . . . ?
C007 C002 C00G C009 -6(2) . . . . ?
C007 C003 C00B C009 1(2) . . . . ?
C007 C005 C008 C00E -2.2(18) . . . . ?
C008 C005 C007 C002 4.3(17) . . . . ?
C008 C005 C007 C003 179.2(12) . . . . ?
C008 C00E C00F C002 -4(2) . . . . ?
C00A N001 C003 C007 125.3(13) . . . . ?
C00A N001 C003 C00B -52.8(15) . . . . ?
C00B C003 C007 C002 -3.6(19) . . . . ?
C00B C003 C007 C005 -178.2(12) . . . . ?
C00B C009 C00G C002 4(2) . . . . ?
C00C N006 C00I C00H -167.1(11) . . . . ?
C00C N006 C00J C00K 165.0(13) . . . . ?
C00F C002 C007 C003 178.6(13) . . . . ?
C00F C002 C007 C005 -6.4(17) . . . . ?
C00F C002 C00G C009 -178.8(14) . . . . ?
C00G C002 C007 C003 5.9(19) . . . . ?
C00G C002 C007 C005 -179.1(12) . . . . ?
C00G C002 C00F C00E 178.7(16) . . . . ?
C00G C009 C00B C003 -1(2) . . . . ?
C00I N006 C00C C00A -179.4(13) . . . . ?
C00I N006 C00C C00D -60.7(15) . . . . ?
C00I N006 C00J C00K 40.3(16) . . . . ?
C00I C00H C00K C00J -3(2) . . . . ?
C00J N006 C00C C00A 60.3(15) . . . . ?
C00J N006 C00C C00D 178.9(13) . . . . ?
C00J N006 C00I C00H -41.6(13) . . . . ?
C00K C00H C00I N006 26.3(16) . . . . ?

_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_mgla13
_database_code_depnum_ccdc_archive 'CCDC 2211918'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;Universidad de Antofagasta
Chile
;
_audit_update_record             
;
2024-01-26 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_audit_creation_date             2022-10-12
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H26 N2 O'
_chemical_formula_sum            'C16 H26 N2 O'
_chemical_formula_weight         262.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   14.1335(11)
_cell_length_b                   10.5456(7)
_cell_length_c                   22.1248(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3297.6(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6733
_cell_measurement_temperature    298.00
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.88
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.066
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.7001
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0785 before and 0.0582 after correction.
The Ratio of minimum to maximum transmission is 0.9383.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.057
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.3243
_diffrn_reflns_av_unetI/netI     0.1205
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            74427
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.536
_diffrn_reflns_theta_min         2.580
_diffrn_ambient_temperature      298.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_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                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1979
_reflns_number_total             5034
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0013(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.856
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         5034
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1708
_refine_ls_R_factor_gt           0.0673
_refine_ls_restrained_S_all      0.856
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0834P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1301
_refine_ls_wR_factor_ref         0.1565
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C10(H10), C14(H14), C12(H12)
2.d Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C7(H7A,H7B,H7C), C16(H16A,H16B,H16C), C8(H8A,H8B,H8C),
 C4(H4A,H4B,H4C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.29145(8) 0.48803(10) 0.25818(5) 0.0625(3) Uani 1 1 d . . . . .
N1 N 0.24548(8) 0.28360(11) 0.27375(5) 0.0447(3) Uani 1 1 d . . . . .
H1 H 0.245977 0.209400 0.257623 0.054 Uiso 1 1 calc R U . . .
N2 N 0.34522(8) 0.20163(10) 0.17417(5) 0.0426(3) Uani 1 1 d . . . . .
C1 C 0.28932(10) 0.37665(13) 0.24289(6) 0.0435(4) Uani 1 1 d . . . . .
C9 C 0.19853(9) 0.29547(13) 0.33020(6) 0.0401(3) Uani 1 1 d . . . . .
C10 C 0.15475(10) 0.40703(14) 0.34713(6) 0.0467(4) Uani 1 1 d . . . . .
H10 H 0.154570 0.475807 0.320822 0.056 Uiso 1 1 calc R U . . .
C11 C 0.11097(10) 0.41739(15) 0.40315(7) 0.0529(4) Uani 1 1 d . . . . .
C14 C 0.19549(11) 0.19182(13) 0.36831(6) 0.0461(4) Uani 1 1 d . . . . .
H14 H 0.223480 0.116057 0.356346 0.055 Uiso 1 1 calc R U . . .
C13 C 0.15141(11) 0.19911(16) 0.42402(7) 0.0526(4) Uani 1 1 d . . . . .
C12 C 0.11089(11) 0.31242(16) 0.44095(7) 0.0569(4) Uani 1 1 d . . . . .
H12 H 0.082660 0.318758 0.478795 0.068 Uiso 1 1 calc R U . . .
C2 C 0.33632(12) 0.33768(14) 0.18436(7) 0.0511(4) Uani 1 1 d . . . . .
H2A H 0.300591 0.373782 0.151122 0.061 Uiso 1 1 calc R U . . .
H2B H 0.399108 0.374761 0.183262 0.061 Uiso 1 1 calc R U . . .
C6 C 0.44445(10) 0.15791(14) 0.18175(7) 0.0496(4) Uani 1 1 d . . . . .
H6 H 0.484418 0.204717 0.153252 0.060 Uiso 1 1 calc R U . . .
C3 C 0.30008(11) 0.16135(15) 0.11704(7) 0.0521(4) Uani 1 1 d . . . . .
H3 H 0.308969 0.069368 0.114328 0.063 Uiso 1 1 calc R U . . .
C5 C 0.34439(13) 0.21753(19) 0.06025(8) 0.0735(5) Uani 1 1 d . . . . .
H5A H 0.339176 0.308258 0.061438 0.110 Uiso 1 1 calc R U . . .
H5B H 0.311979 0.185755 0.025253 0.110 Uiso 1 1 calc R U . . .
H5C H 0.409922 0.193956 0.058279 0.110 Uiso 1 1 calc R U . . .
C7 C 0.45585(13) 0.01744(16) 0.16940(10) 0.0778(6) Uani 1 1 d . . . . .
H7A H 0.409905 -0.029182 0.192368 0.117 Uiso 1 1 calc R U . . .
H7B H 0.518317 -0.008940 0.180909 0.117 Uiso 1 1 calc R U . . .
H7C H 0.446561 0.001421 0.127103 0.117 Uiso 1 1 calc R U . . .
C16 C 0.14736(15) 0.08350(19) 0.46448(8) 0.0823(6) Uani 1 1 d . . . . .
H16A H 0.087346 0.042100 0.459602 0.123 Uiso 1 1 calc R U . . .
H16B H 0.154931 0.109060 0.505840 0.123 Uiso 1 1 calc R U . . .
H16C H 0.197219 0.026007 0.453651 0.123 Uiso 1 1 calc R U . . .
C8 C 0.47832(13) 0.1867(2) 0.24553(8) 0.0756(6) Uani 1 1 d . . . . .
H8A H 0.472976 0.276005 0.253119 0.113 Uiso 1 1 calc R U . . .
H8B H 0.543209 0.161175 0.249658 0.113 Uiso 1 1 calc R U . . .
H8C H 0.440175 0.140966 0.274062 0.113 Uiso 1 1 calc R U . . .
C4 C 0.19431(13) 0.1835(2) 0.11956(9) 0.0781(6) Uani 1 1 d . . . . .
H4A H 0.168903 0.144357 0.155219 0.117 Uiso 1 1 calc R U . . .
H4B H 0.165100 0.147199 0.084418 0.117 Uiso 1 1 calc R U . . .
H4C H 0.181870 0.272955 0.120652 0.117 Uiso 1 1 calc R U . . .
C15 C 0.06470(15) 0.54099(18) 0.42076(9) 0.0853(6) Uani 1 1 d . . . . .
H15A H 0.058626 0.594025 0.385713 0.128 Uiso 1 1 calc R U . . .
H15B H 0.102909 0.583186 0.450471 0.128 Uiso 1 1 calc R U . . .
H15C H 0.003150 0.524360 0.437308 0.128 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.2226(16) . ?
N1 H1 0.8600 . ?
N1 C1 1.3465(18) . ?
N1 C9 1.4198(17) . ?
N2 C2 1.4578(18) . ?
N2 C6 1.4858(19) . ?
N2 C3 1.4782(19) . ?
C1 C2 1.512(2) . ?
C9 C10 1.3811(19) . ?
C9 C14 1.3811(19) . ?
C10 H10 0.9300 . ?
C10 C11 1.390(2) . ?
C11 C12 1.387(2) . ?
C11 C15 1.509(2) . ?
C14 H14 0.9300 . ?
C14 C13 1.383(2) . ?
C13 C12 1.377(2) . ?
C13 C16 1.514(2) . ?
C12 H12 0.9300 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C6 H6 0.9800 . ?
C6 C7 1.515(2) . ?
C6 C8 1.521(2) . ?
C3 H3 0.9800 . ?
C3 C5 1.524(2) . ?
C3 C4 1.514(2) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
C1 N1 H1 116.7 . . ?
C1 N1 C9 126.64(12) . . ?
C9 N1 H1 116.7 . . ?
C2 N2 C6 111.68(12) . . ?
C2 N2 C3 112.20(12) . . ?
C3 N2 C6 114.51(11) . . ?
O1 C1 N1 124.83(14) . . ?
O1 C1 C2 119.16(13) . . ?
N1 C1 C2 115.99(12) . . ?
C10 C9 N1 121.54(13) . . ?
C10 C9 C14 119.65(13) . . ?
C14 C9 N1 118.80(12) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.56(14) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 C15 119.41(15) . . ?
C12 C11 C10 118.38(14) . . ?
C12 C11 C15 122.21(15) . . ?
C9 C14 H14 119.5 . . ?
C9 C14 C13 120.93(14) . . ?
C13 C14 H14 119.5 . . ?
C14 C13 C16 119.95(15) . . ?
C12 C13 C14 118.55(14) . . ?
C12 C13 C16 121.49(15) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 C11 121.88(14) . . ?
C13 C12 H12 119.1 . . ?
N2 C2 C1 115.96(12) . . ?
N2 C2 H2A 108.3 . . ?
N2 C2 H2B 108.3 . . ?
C1 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
N2 C6 H6 108.4 . . ?
N2 C6 C7 112.55(13) . . ?
N2 C6 C8 109.88(13) . . ?
C7 C6 H6 108.4 . . ?
C7 C6 C8 109.20(15) . . ?
C8 C6 H6 108.4 . . ?
N2 C3 H3 106.4 . . ?
N2 C3 C5 114.58(13) . . ?
N2 C3 C4 110.51(13) . . ?
C5 C3 H3 106.4 . . ?
C4 C3 H3 106.4 . . ?
C4 C3 C5 112.10(14) . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 N2 169.84(14) . . . . ?
N1 C1 C2 N2 -11.8(2) . . . . ?
N1 C9 C10 C11 -178.61(13) . . . . ?
N1 C9 C14 C13 179.35(13) . . . . ?
C1 N1 C9 C10 30.5(2) . . . . ?
C1 N1 C9 C14 -150.70(15) . . . . ?
C9 N1 C1 O1 -3.4(2) . . . . ?
C9 N1 C1 C2 178.37(13) . . . . ?
C9 C10 C11 C12 -1.2(2) . . . . ?
C9 C10 C11 C15 179.26(15) . . . . ?
C9 C14 C13 C12 -0.3(2) . . . . ?
C9 C14 C13 C16 178.82(15) . . . . ?
C10 C9 C14 C13 -1.8(2) . . . . ?
C10 C11 C12 C13 -1.0(2) . . . . ?
C14 C9 C10 C11 2.6(2) . . . . ?
C14 C13 C12 C11 1.8(2) . . . . ?
C2 N2 C6 C7 -178.17(13) . . . . ?
C2 N2 C6 C8 59.90(16) . . . . ?
C2 N2 C3 C5 63.42(17) . . . . ?
C2 N2 C3 C4 -64.37(16) . . . . ?
C6 N2 C2 C1 -106.74(14) . . . . ?
C6 N2 C3 C5 -65.23(18) . . . . ?
C6 N2 C3 C4 166.98(13) . . . . ?
C3 N2 C2 C1 123.15(14) . . . . ?
C3 N2 C6 C7 -49.27(17) . . . . ?
C3 N2 C6 C8 -171.19(13) . . . . ?
C16 C13 C12 C11 -177.38(16) . . . . ?
C15 C11 C12 C13 178.53(16) . . . . ?

_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_cu_mg_la19_0m_sx_pl
_database_code_depnum_ccdc_archive 'CCDC 2238259'
loop_
_audit_author_name
_audit_author_address
'Ivan Brito'
;Universidad de Antofagasta
Chile
;
_audit_update_record             
;
2024-01-26 deposited with the CCDC.	2024-02-01 downloaded from the CCDC.
;
_audit_creation_date             2023-01-26
_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         '2(C15 H22 N2 O3)'
_chemical_formula_sum            'C30 H44 N4 O6'
_chemical_formula_weight         556.69
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/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                   7.1033(4)
_cell_length_b                   23.7608(14)
_cell_length_c                   18.3655(11)
_cell_angle_alpha                90
_cell_angle_beta                 93.527(4)
_cell_angle_gamma                90
_cell_volume                     3093.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9885
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      70.21
_cell_measurement_theta_min      3.04
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.678
_exptl_absorpt_correction_T_max  0.0867
_exptl_absorpt_correction_T_min  0.0077
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1548 before and 0.0940 after correction.
The Ratio of minimum to maximum transmission is 0.0888.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1022
_diffrn_reflns_av_unetI/netI     0.0842
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            55156
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         75.068
_diffrn_reflns_theta_min         4.435
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           0.9
_diffrn_source_power             0.045
_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                3724
_reflns_number_total             6289
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         6289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0643
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0912P)²+0.2813P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1769
_refine_ls_wR_factor_ref         0.2058
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N00K(H00K), N00C(H00C)
2.b Secondary CH2 refined with riding coordinates:
 C02O(H02D,H02E), C030(H03A,H03B), C035(H03E,H03F), C037(H03G,H03H), C038(H03I,
 H03J), C01I(H01A,H01B), C02A(H02I,H02J), C02G(H02K,H02L), C02H(H02M,H02N),
 C02I(H02O,H02P), C02K(H02Q,H02R)
2.c Aromatic/amide H refined with riding coordinates:
 C01H(H01H), C01R(H01R), C01V(H01V), C031(H03C), C018(H018), C01T(H01T),
 C021(H021)
2.d Idealised Me refined as rotating group:
 C024(H02A,H02B,H02C), C020(H02F,H02G,H02H), C032(H03K,H03L,H03M)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 1.4122(2) -0.23631(6) 0.92380(8) 0.0974(5) Uani 1 1 d . . . . .
O00E O 1.4013(3) -0.27309(8) 0.66569(9) 0.1197(6) Uani 1 1 d . . . . .
O00N O 1.3946(3) -0.43908(7) 0.94998(11) 0.1172(6) Uani 1 1 d . . . . .
N00K N 1.4272(3) -0.24487(8) 0.78391(10) 0.0941(5) Uani 1 1 d . . . . .
H00K H 1.425424 -0.214767 0.807012 0.113 Uiso 1 1 d R U . . .
N00T N 1.4441(4) -0.13613(9) 0.75062(11) 0.1068(6) Uani 1 1 d . . . . .
C1 C 1.3897(6) -0.43553(15) 1.02749(19) 0.1190(9) Uani 1 1 d . . . . .
C00V C 1.4201(3) -0.29526(9) 0.82304(12) 0.0858(5) Uani 1 1 d . . . . .
C013 C 1.4121(3) -0.29036(9) 0.89867(11) 0.0837(5) Uani 1 1 d . . . . .
C01E C 1.4163(4) -0.23609(11) 0.71124(12) 0.0948(6) Uani 1 1 d . . . . .
C01H C 1.4214(3) -0.34865(10) 0.79307(14) 0.0976(6) Uani 1 1 d . . . . .
H01H H 1.428012 -0.352898 0.742955 0.117 Uiso 1 1 calc R U . . .
C01R C 1.4130(4) -0.39560(11) 0.83680(15) 0.1035(7) Uani 1 1 d . . . . .
H01R H 1.412964 -0.431234 0.815846 0.124 Uiso 1 1 calc R U . . .
C01V C 1.4057(3) -0.33730(9) 0.94268(13) 0.0891(6) Uani 1 1 d . . . . .
H01V H 1.402190 -0.333360 0.992959 0.107 Uiso 1 1 calc R U . . .
C024 C 1.4025(4) -0.22818(11) 1.00009(12) 0.1025(7) Uani 1 1 d . . . . .
H02A H 1.394262 -0.188662 1.010317 0.154 Uiso 1 1 calc R U . . .
H02B H 1.513634 -0.243420 1.025147 0.154 Uiso 1 1 calc R U . . .
H02C H 1.293025 -0.246953 1.016363 0.154 Uiso 1 1 calc R U . . .
C028 C 1.4046(3) -0.39029(10) 0.91140(14) 0.0951(6) Uani 1 1 d . . . . .
C02O C 1.4258(5) -0.17514(11) 0.68941(14) 0.1120(8) Uani 1 1 d . . . . .
H02D H 1.532387 -0.170011 0.659531 0.134 Uiso 1 1 calc R U . . .
H02E H 1.312437 -0.165817 0.659690 0.134 Uiso 1 1 calc R U . . .
C030 C 1.2750(6) -0.10504(18) 0.7609(2) 0.1544(13) Uani 1 1 d . . . . .
H03A H 1.168451 -0.130601 0.760115 0.185 Uiso 1 1 calc R U . . .
H03B H 1.253284 -0.078338 0.721271 0.185 Uiso 1 1 calc R U . . .
C031 C 1.6063(6) -0.10106(18) 0.7510(2) 0.1446(12) Uani 1 1 d . . . . .
H03C H 1.686126 -0.098701 0.712865 0.174 Uiso 1 1 calc R U . . .
C035 C 1.4581(8) -0.03605(17) 0.8368(2) 0.1693(16) Uani 1 1 d . . . . .
H03E H 1.473372 -0.019777 0.885287 0.203 Uiso 1 1 calc R U . . .
H03F H 1.438744 -0.005626 0.801977 0.203 Uiso 1 1 calc R U . . .
C037 C 1.2910(7) -0.0741(2) 0.8324(2) 0.1813(17) Uani 1 1 d . . . . .
H03G H 1.177531 -0.052152 0.837702 0.218 Uiso 1 1 calc R U . . .
H03H H 1.302074 -0.101069 0.872086 0.218 Uiso 1 1 calc R U . . .
C038 C 1.6323(6) -0.06830(18) 0.8208(2) 0.1670(15) Uani 1 1 d . . . . .
H03I H 1.664012 -0.094011 0.860747 0.200 Uiso 1 1 calc R U . . .
H03J H 1.736576 -0.042274 0.817407 0.200 Uiso 1 1 calc R U . . .
O002 O 0.9131(3) -0.24941(7) 0.94615(8) 0.1038(5) Uani 1 1 d . . . . .
O00M O 0.9250(3) -0.29467(7) 1.20253(9) 0.1159(6) Uani 1 1 d . . . . .
O00U O 0.8965(3) -0.45143(8) 0.90589(13) 0.1328(7) Uani 1 1 d . . . . .
N00C N 0.9079(3) -0.26312(8) 1.08514(10) 0.0908(5) Uani 1 1 d . . . . .
H00C H 0.922249 -0.228321 1.058129 0.109 Uiso 1 1 d R U . . .
N00S N 0.9052(4) -0.15647(8) 1.12121(11) 0.1029(6) Uani 1 1 d . . . . .
C012 C 0.9079(3) -0.30461(9) 0.96763(12) 0.0880(6) Uani 1 1 d . . . . .
C016 C 0.9054(3) -0.31249(9) 1.04261(12) 0.0857(5) Uani 1 1 d . . . . .
C018 C 0.8999(4) -0.36660(10) 1.06919(14) 0.0986(7) Uani 1 1 d . . . . .
H018 H 0.898927 -0.372583 1.119211 0.118 Uiso 1 1 calc R U . . .
C01I C 0.7101(5) -0.09669(13) 1.04040(17) 0.1260(9) Uani 1 1 d . . . . .
H01A H 0.699843 -0.125025 1.002339 0.151 Uiso 1 1 calc R U . . .
H01B H 0.595585 -0.074336 1.037101 0.151 Uiso 1 1 calc R U . . .
C01J C 0.9169(3) -0.25672(10) 1.15786(12) 0.0917(6) Uani 1 1 d . . . . .
C01T C 0.9048(3) -0.35004(11) 0.91983(13) 0.0958(6) Uani 1 1 d . . . . .
H01T H 0.905769 -0.344404 0.869744 0.115 Uiso 1 1 calc R U . . .
C01Y C 0.9001(4) -0.40369(11) 0.94846(16) 0.1026(7) Uani 1 1 d . . . . .
C020 C 0.9182(4) -0.23670(12) 0.87070(13) 0.1083(8) Uani 1 1 d . . . . .
H02F H 0.808108 -0.251892 0.844842 0.162 Uiso 1 1 calc R U . . .
H02G H 1.029136 -0.252988 0.852032 0.162 Uiso 1 1 calc R U . . .
H02H H 0.920808 -0.196617 0.864235 0.162 Uiso 1 1 calc R U . . .
C021 C 0.8958(4) -0.41223(11) 1.02216(17) 0.1070(7) Uani 1 1 d . . . . .
H021 H 0.890108 -0.448614 1.040563 0.128 Uiso 1 1 calc R U . . .
C02A C 0.7301(4) -0.12524(12) 1.11431(15) 0.1134(8) Uani 1 1 d . . . . .
H02I H 0.728647 -0.097165 1.152606 0.136 Uiso 1 1 calc R U . . .
H02J H 0.624823 -0.150601 1.119582 0.136 Uiso 1 1 calc R U . . .
C02G C 0.8774(5) -0.05926(12) 1.02894(18) 0.1257(10) Uani 1 1 d . . . . .
H02K H 0.869009 -0.044774 0.979472 0.151 Uiso 1 1 calc R U . . .
H02L H 0.876825 -0.027551 1.062187 0.151 Uiso 1 1 calc R U . . .
C02H C 1.0579(5) -0.09188(14) 1.04208(19) 0.1346(10) Uani 1 1 d . . . . .
H02M H 1.164321 -0.066567 1.039340 0.162 Uiso 1 1 calc R U . . .
H02N H 1.066353 -0.120119 1.004282 0.162 Uiso 1 1 calc R U . . .
C02I C 1.0674(4) -0.12023(13) 1.11570(17) 0.1244(9) Uani 1 1 d . . . . .
H02O H 1.182217 -0.142281 1.121907 0.149 Uiso 1 1 calc R U . . .
H02P H 1.069567 -0.092020 1.153913 0.149 Uiso 1 1 calc R U . . .
C02K C 0.9181(4) -0.19585(10) 1.18182(14) 0.1089(8) Uani 1 1 d . . . . .
H02Q H 0.812897 -0.189509 1.212074 0.131 Uiso 1 1 calc R U . . .
H02R H 1.033355 -0.188516 1.211388 0.131 Uiso 1 1 calc R U . . .
C032 C 0.9148(5) -0.44531(15) 0.8307(2) 0.1457(12) Uani 1 1 d . . . . .
H03K H 0.810880 -0.423686 0.809809 0.219 Uiso 1 1 calc R U . . .
H03L H 0.915182 -0.481776 0.808192 0.219 Uiso 1 1 calc R U . . .
H03M H 1.030948 -0.426293 0.822626 0.219 Uiso 1 1 calc R U . . .
H1A H 1.517(5) -0.4181(12) 1.0481(15) 0.130(10) Uiso 1 1 d . . . . .
H1B H 1.280(4) -0.4138(12) 1.0415(15) 0.124(9) Uiso 1 1 d . . . . .
H1C H 1.375(5) -0.4757(16) 1.0449(17) 0.150(11) Uiso 1 1 d . . . . .
H03D H 1.557(6) -0.0689(17) 0.709(2) 0.195(16) 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
O001 C013 1.365(3) . ?
O001 C024 1.420(3) . ?
O00E C01E 1.214(3) . ?
O00N C1 1.428(4) . ?
O00N C028 1.363(3) . ?
N00K H00K 0.8321 . ?
N00K C00V 1.399(3) . ?
N00K C01E 1.348(3) . ?
N00T C02O 1.457(3) . ?
N00T C030 1.432(4) . ?
N00T C031 1.421(4) . ?
C1 H1A 1.05(3) . ?
C1 H1B 0.98(3) . ?
C1 H1C 1.01(4) . ?
C00V C013 1.399(3) . ?
C00V C01H 1.383(3) . ?
C013 C01V 1.380(3) . ?
C01E C02O 1.505(4) . ?
C01H H01H 0.9300 . ?
C01H C01R 1.378(4) . ?
C01R H01R 0.9300 . ?
C01R C028 1.381(3) . ?
C01V H01V 0.9300 . ?
C01V C028 1.384(3) . ?
C024 H02A 0.9600 . ?
C024 H02B 0.9600 . ?
C024 H02C 0.9600 . ?
C02O H02D 0.9700 . ?
C02O H02E 0.9700 . ?
C030 H03A 0.9700 . ?
C030 H03B 0.9700 . ?
C030 C037 1.504(5) . ?
C031 H03C 0.9300 . ?
C031 C038 1.502(5) . ?
C031 H03D 1.12(4) . ?
C035 H03E 0.9700 . ?
C035 H03F 0.9700 . ?
C035 C037 1.490(6) . ?
C035 C038 1.500(6) . ?
C037 H03G 0.9700 . ?
C037 H03H 0.9700 . ?
C038 H03I 0.9700 . ?
C038 H03J 0.9700 . ?
O002 C012 1.371(3) . ?
O002 C020 1.421(3) . ?
O00M C01J 1.218(3) . ?
O00U C01Y 1.377(3) . ?
O00U C032 1.402(4) . ?
N00C H00C 0.9729 . ?
N00C C016 1.409(3) . ?
N00C C01J 1.342(3) . ?
N00S C02A 1.447(4) . ?
N00S C02I 1.447(4) . ?
N00S C02K 1.453(3) . ?
C012 C016 1.391(3) . ?
C012 C01T 1.391(3) . ?
C016 C018 1.377(3) . ?
C018 H018 0.9300 . ?
C018 C021 1.385(4) . ?
C01I H01A 0.9700 . ?
C01I H01B 0.9700 . ?
C01I C02A 1.516(4) . ?
C01I C02G 1.510(4) . ?
C01J C02K 1.512(4) . ?
C01T H01T 0.9300 . ?
C01T C01Y 1.380(4) . ?
C01Y C021 1.371(4) . ?
C020 H02F 0.9600 . ?
C020 H02G 0.9600 . ?
C020 H02H 0.9600 . ?
C021 H021 0.9300 . ?
C02A H02I 0.9700 . ?
C02A H02J 0.9700 . ?
C02G H02K 0.9700 . ?
C02G H02L 0.9700 . ?
C02G C02H 1.505(4) . ?
C02H H02M 0.9700 . ?
C02H H02N 0.9700 . ?
C02H C02I 1.508(4) . ?
C02I H02O 0.9700 . ?
C02I H02P 0.9700 . ?
C02K H02Q 0.9700 . ?
C02K H02R 0.9700 . ?
C032 H03K 0.9600 . ?
C032 H03L 0.9600 . ?
C032 H03M 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
C013 O001 C024 117.55(17) . . ?
C028 O00N C1 118.2(2) . . ?
C00V N00K H00K 118.1 . . ?
C01E N00K H00K 111.7 . . ?
C01E N00K C00V 129.7(2) . . ?
C030 N00T C02O 113.2(3) . . ?
C031 N00T C02O 114.3(2) . . ?
C031 N00T C030 112.5(3) . . ?
O00N C1 H1A 108.2(16) . . ?
O00N C1 H1B 111.2(17) . . ?
O00N C1 H1C 105.6(18) . . ?
H1A C1 H1B 112(2) . . ?
H1A C1 H1C 111(2) . . ?
H1B C1 H1C 108(3) . . ?
C013 C00V N00K 116.35(19) . . ?
C01H C00V N00K 125.4(2) . . ?
C01H C00V C013 118.2(2) . . ?
O001 C013 C00V 114.51(19) . . ?
O001 C013 C01V 124.20(19) . . ?
C01V C013 C00V 121.3(2) . . ?
O00E C01E N00K 124.6(2) . . ?
O00E C01E C02O 121.1(2) . . ?
N00K C01E C02O 114.3(2) . . ?
C00V C01H H01H 119.7 . . ?
C01R C01H C00V 120.6(2) . . ?
C01R C01H H01H 119.7 . . ?
C01H C01R H01R 119.7 . . ?
C01H C01R C028 120.7(2) . . ?
C028 C01R H01R 119.7 . . ?
C013 C01V H01V 120.3 . . ?
C013 C01V C028 119.5(2) . . ?
C028 C01V H01V 120.3 . . ?
O001 C024 H02A 109.5 . . ?
O001 C024 H02B 109.5 . . ?
O001 C024 H02C 109.5 . . ?
H02A C024 H02B 109.5 . . ?
H02A C024 H02C 109.5 . . ?
H02B C024 H02C 109.5 . . ?
O00N C028 C01R 116.4(2) . . ?
O00N C028 C01V 123.9(2) . . ?
C01R C028 C01V 119.7(2) . . ?
N00T C02O C01E 114.2(2) . . ?
N00T C02O H02D 108.7 . . ?
N00T C02O H02E 108.7 . . ?
C01E C02O H02D 108.7 . . ?
C01E C02O H02E 108.7 . . ?
H02D C02O H02E 107.6 . . ?
N00T C030 H03A 109.6 . . ?
N00T C030 H03B 109.6 . . ?
N00T C030 C037 110.4(3) . . ?
H03A C030 H03B 108.1 . . ?
C037 C030 H03A 109.6 . . ?
C037 C030 H03B 109.6 . . ?
N00T C031 H03C 124.3 . . ?
N00T C031 C038 111.4(3) . . ?
N00T C031 H03D 100(2) . . ?
H03C C031 H03D 68.0 . . ?
C038 C031 H03C 124.3 . . ?
C038 C031 H03D 104(2) . . ?
H03E C035 H03F 108.2 . . ?
C037 C035 H03E 109.6 . . ?
C037 C035 H03F 109.6 . . ?
C037 C035 C038 110.1(3) . . ?
C038 C035 H03E 109.6 . . ?
C038 C035 H03F 109.6 . . ?
C030 C037 H03G 109.4 . . ?
C030 C037 H03H 109.4 . . ?
C035 C037 C030 111.2(4) . . ?
C035 C037 H03G 109.4 . . ?
C035 C037 H03H 109.4 . . ?
H03G C037 H03H 108.0 . . ?
C031 C038 H03I 109.2 . . ?
C031 C038 H03J 109.2 . . ?
C035 C038 C031 111.9(3) . . ?
C035 C038 H03I 109.2 . . ?
C035 C038 H03J 109.2 . . ?
H03I C038 H03J 107.9 . . ?
C012 O002 C020 119.14(19) . . ?
C01Y O00U C032 118.3(2) . . ?
C016 N00C H00C 115.0 . . ?
C01J N00C H00C 114.3 . . ?
C01J N00C C016 130.12(19) . . ?
C02A N00S C02K 114.2(2) . . ?
C02I N00S C02A 111.9(2) . . ?
C02I N00S C02K 115.1(2) . . ?
O002 C012 C016 114.58(19) . . ?
O002 C012 C01T 124.1(2) . . ?
C016 C012 C01T 121.3(2) . . ?
C012 C016 N00C 115.87(19) . . ?
C018 C016 N00C 125.5(2) . . ?
C018 C016 C012 118.6(2) . . ?
C016 C018 H018 119.7 . . ?
C016 C018 C021 120.6(2) . . ?
C021 C018 H018 119.7 . . ?
H01A C01I H01B 108.0 . . ?
C02A C01I H01A 109.5 . . ?
C02A C01I H01B 109.5 . . ?
C02G C01I H01A 109.5 . . ?
C02G C01I H01B 109.5 . . ?
C02G C01I C02A 110.9(2) . . ?
O00M C01J N00C 125.7(2) . . ?
O00M C01J C02K 120.9(2) . . ?
N00C C01J C02K 113.41(19) . . ?
C012 C01T H01T 120.8 . . ?
C01Y C01T C012 118.4(2) . . ?
C01Y C01T H01T 120.8 . . ?
O00U C01Y C01T 123.0(3) . . ?
C021 C01Y O00U 116.0(3) . . ?
C021 C01Y C01T 121.0(2) . . ?
O002 C020 H02F 109.5 . . ?
O002 C020 H02G 109.5 . . ?
O002 C020 H02H 109.5 . . ?
H02F C020 H02G 109.5 . . ?
H02F C020 H02H 109.5 . . ?
H02G C020 H02H 109.5 . . ?
C018 C021 H021 120.0 . . ?
C01Y C021 C018 119.9(2) . . ?
C01Y C021 H021 120.0 . . ?
N00S C02A C01I 109.9(2) . . ?
N00S C02A H02I 109.7 . . ?
N00S C02A H02J 109.7 . . ?
C01I C02A H02I 109.7 . . ?
C01I C02A H02J 109.7 . . ?
H02I C02A H02J 108.2 . . ?
C01I C02G H02K 109.6 . . ?
C01I C02G H02L 109.6 . . ?
H02K C02G H02L 108.1 . . ?
C02H C02G C01I 110.2(3) . . ?
C02H C02G H02K 109.6 . . ?
C02H C02G H02L 109.6 . . ?
C02G C02H H02M 109.3 . . ?
C02G C02H H02N 109.3 . . ?
C02G C02H C02I 111.4(3) . . ?
H02M C02H H02N 108.0 . . ?
C02I C02H H02M 109.3 . . ?
C02I C02H H02N 109.3 . . ?
N00S C02I C02H 109.7(3) . . ?
N00S C02I H02O 109.7 . . ?
N00S C02I H02P 109.7 . . ?
C02H C02I H02O 109.7 . . ?
C02H C02I H02P 109.7 . . ?
H02O C02I H02P 108.2 . . ?
N00S C02K C01J 113.2(2) . . ?
N00S C02K H02Q 108.9 . . ?
N00S C02K H02R 108.9 . . ?
C01J C02K H02Q 108.9 . . ?
C01J C02K H02R 108.9 . . ?
H02Q C02K H02R 107.7 . . ?
O00U C032 H03K 109.5 . . ?
O00U C032 H03L 109.5 . . ?
O00U C032 H03M 109.5 . . ?
H03K C032 H03L 109.5 . . ?
H03K C032 H03M 109.5 . . ?
H03L C032 H03M 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C013 C01V C028 179.5(2) . . . . ?
O00E C01E C02O N00T -179.9(2) . . . . ?
N00K C00V C013 O001 0.0(3) . . . . ?
N00K C00V C013 C01V -179.6(2) . . . . ?
N00K C00V C01H C01R -179.7(2) . . . . ?
N00K C01E C02O N00T -0.3(4) . . . . ?
N00T C030 C037 C035 56.9(5) . . . . ?
N00T C031 C038 C035 -53.5(5) . . . . ?
C1 O00N C028 C01R 178.7(2) . . . . ?
C1 O00N C028 C01V -1.7(4) . . . . ?
C00V N00K C01E O00E -1.6(4) . . . . ?
C00V N00K C01E C02O 178.9(2) . . . . ?
C00V C013 C01V C028 -0.9(3) . . . . ?
C00V C01H C01R C028 -0.5(4) . . . . ?
C013 C00V C01H C01R 0.7(4) . . . . ?
C013 C01V C028 O00N -178.6(2) . . . . ?
C013 C01V C028 C01R 1.1(3) . . . . ?
C01E N00K C00V C013 -172.4(2) . . . . ?
C01E N00K C00V C01H 7.9(4) . . . . ?
C01H C00V C013 O001 179.7(2) . . . . ?
C01H C00V C013 C01V 0.1(3) . . . . ?
C01H C01R C028 O00N 179.3(2) . . . . ?
C01H C01R C028 C01V -0.4(4) . . . . ?
C024 O001 C013 C00V 179.44(19) . . . . ?
C024 O001 C013 C01V -0.9(3) . . . . ?
C02O N00T C030 C037 169.3(3) . . . . ?
C02O N00T C031 C038 -171.4(3) . . . . ?
C030 N00T C02O C01E -107.2(3) . . . . ?
C030 N00T C031 C038 57.7(4) . . . . ?
C031 N00T C02O C01E 122.2(3) . . . . ?
C031 N00T C030 C037 -59.3(4) . . . . ?
C037 C035 C038 C031 51.3(5) . . . . ?
C038 C035 C037 C030 -53.1(5) . . . . ?
O002 C012 C016 N00C 0.2(3) . . . . ?
O002 C012 C016 C018 179.9(2) . . . . ?
O002 C012 C01T C01Y 179.8(2) . . . . ?
O00M C01J C02K N00S -179.3(2) . . . . ?
O00U C01Y C021 C018 179.7(2) . . . . ?
N00C C016 C018 C021 179.3(2) . . . . ?
N00C C01J C02K N00S 1.2(3) . . . . ?
C012 C016 C018 C021 -0.4(4) . . . . ?
C012 C01T C01Y O00U 179.9(2) . . . . ?
C012 C01T C01Y C021 1.0(4) . . . . ?
C016 N00C C01J O00M 0.0(4) . . . . ?
C016 N00C C01J C02K 179.5(2) . . . . ?
C016 C012 C01T C01Y -0.4(3) . . . . ?
C016 C018 C021 C01Y 1.0(4) . . . . ?
C01I C02G C02H C02I -53.4(4) . . . . ?
C01J N00C C016 C012 -175.9(2) . . . . ?
C01J N00C C016 C018 4.4(4) . . . . ?
C01T C012 C016 N00C -179.6(2) . . . . ?
C01T C012 C016 C018 0.1(3) . . . . ?
C01T C01Y C021 C018 -1.3(4) . . . . ?
C020 O002 C012 C016 179.3(2) . . . . ?
C020 O002 C012 C01T -0.9(3) . . . . ?
C02A N00S C02I C02H -61.0(3) . . . . ?
C02A N00S C02K C01J 112.0(3) . . . . ?
C02A C01I C02G C02H 52.9(4) . . . . ?
C02G C01I C02A N00S -56.3(3) . . . . ?
C02G C02H C02I N00S 56.9(4) . . . . ?
C02I N00S C02A C01I 60.9(3) . . . . ?
C02I N00S C02K C01J -116.6(3) . . . . ?
C02K N00S C02A C01I -166.1(2) . . . . ?
C02K N00S C02I C02H 166.4(2) . . . . ?
C032 O00U C01Y C01T 5.7(4) . . . . ?
C032 O00U C01Y C021 -175.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
