# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_NTDP-OMe
_database_code_depnum_ccdc_archive 'CCDC 2102283'
loop_
_audit_author_name
_audit_author_address
'suyeon kim'
;Seoul national university
South Korea
;
_audit_update_record             
;
2021-08-10 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H50 N2 O4'
_chemical_formula_weight         598.80

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8379(7)
_cell_length_b                   13.0844(10)
_cell_length_c                   15.0165(11)
_cell_angle_alpha                107.121(5)
_cell_angle_beta                 99.386(5)
_cell_angle_gamma                107.685(5)
_cell_volume                     1691.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3438
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      21.78

_exptl_crystal_description       Block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.334
_exptl_crystal_size_mid          0.243
_exptl_crystal_size_min          0.152
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5430
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SHELXL-2014 (Sheldrick 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Turbo xray'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25703
_diffrn_reflns_av_unetI/netI     0.0915
_diffrn_reflns_av_R_equivalents  0.0701
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.477
_diffrn_reflns_theta_max         28.431
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8352
_reflns_number_gt                3650
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1193P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8352
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1607
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.2575
_refine_ls_wR_factor_gt          0.2026
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_restrained_S_all      0.992
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.8552(2) 0.72600(15) 0.46904(15) 0.0737(6) Uani 1 1 d . . . . .
O2 O 0.6040(2) -0.19309(16) 0.24637(15) 0.0804(7) Uani 1 1 d . . . . .
N1 N 0.8597(2) 0.54861(17) 0.44927(14) 0.0493(5) Uani 1 1 d . . . . .
C1 C 0.9241(3) 0.6680(2) 0.49047(19) 0.0538(7) Uani 1 1 d . . . . .
C2 C 0.9294(2) 0.4758(2) 0.46766(16) 0.0450(6) Uani 1 1 d . . . . .
C3 C 0.8608(3) 0.3551(2) 0.42367(18) 0.0484(6) Uani 1 1 d . . . . .
H3A H 0.7637 0.3224 0.3805 0.058 Uiso 1 1 calc R U . . .
C4 C 0.9288(3) 0.2831(2) 0.44083(17) 0.0484(6) Uani 1 1 d . . . . .
C5 C 0.8523(3) 0.1574(2) 0.39174(18) 0.0493(6) Uani 1 1 d . . . . .
C6 C 0.7543(3) 0.1116(2) 0.29918(18) 0.0558(7) Uani 1 1 d . . . . .
H6A H 0.7430 0.1625 0.2672 0.067 Uiso 1 1 calc R U . . .
C7 C 0.6741(3) -0.0038(2) 0.2528(2) 0.0597(7) Uani 1 1 d . . . . .
H7A H 0.6079 -0.0319 0.1898 0.072 Uiso 1 1 calc R U . . .
C8 C 0.6893(3) -0.0802(2) 0.2979(2) 0.0563(7) Uani 1 1 d . . . . .
C9 C 0.7874(3) -0.0384(2) 0.3891(2) 0.0565(7) Uani 1 1 d . . . . .
H9A H 0.7998 -0.0898 0.4202 0.068 Uiso 1 1 calc R U . . .
C10 C 0.8670(3) 0.0785(2) 0.43469(18) 0.0529(6) Uani 1 1 d . . . . .
H10A H 0.9341 0.1063 0.4973 0.063 Uiso 1 1 calc R U . . .
C11 C 0.6294(4) -0.2760(2) 0.2835(3) 0.0868(10) Uani 1 1 d . . . . .
H11A H 0.5610 -0.3534 0.2398 0.130 Uiso 1 1 calc R U . . .
H11B H 0.7320 -0.2708 0.2884 0.130 Uiso 1 1 calc R U . . .
H11C H 0.6126 -0.2608 0.3479 0.130 Uiso 1 1 calc R U . . .
C12 C 0.7122(3) 0.4985(2) 0.37857(18) 0.0545(7) Uani 1 1 d . . . . .
H12A H 0.6600 0.5526 0.3934 0.065 Uiso 1 1 calc R U . . .
H12B H 0.6528 0.4259 0.3843 0.065 Uiso 1 1 calc R U . . .
C13 C 0.7243(3) 0.4744(2) 0.27638(19) 0.0640(8) Uani 1 1 d . . . . .
H13A H 0.7890 0.4297 0.2653 0.077 Uiso 1 1 calc R U . . .
H13B H 0.7725 0.5486 0.2690 0.077 Uiso 1 1 calc R U . . .
C14 C 0.5754(4) 0.4081(3) 0.1994(2) 0.0814(9) Uani 1 1 d . . . . .
H14A H 0.4989 0.4332 0.2240 0.098 Uiso 1 1 calc R U . . .
H14B H 0.5825 0.4273 0.1409 0.098 Uiso 1 1 calc R U . . .
C15 C 0.5286(4) 0.2832(3) 0.1724(3) 0.0911(11) Uani 1 1 d . . . . .
H15A H 0.5090 0.2637 0.2292 0.109 Uiso 1 1 calc R U . . .
H15B H 0.6117 0.2604 0.1571 0.109 Uiso 1 1 calc R U . . .
C16 C 0.3905(4) 0.2121(3) 0.0860(3) 0.0922(11) Uani 1 1 d . . . . .
H16A H 0.3051 0.2315 0.1011 0.111 Uiso 1 1 calc R U . . .
H16B H 0.4080 0.2308 0.0286 0.111 Uiso 1 1 calc R U . . .
C17 C 0.3552(4) 0.0843(3) 0.0636(3) 0.1013(12) Uani 1 1 d . . . . .
H17A H 0.4377 0.0653 0.0426 0.122 Uiso 1 1 calc R U . . .
H17B H 0.3519 0.0694 0.1243 0.122 Uiso 1 1 calc R U . . .
C18 C 0.2159(4) 0.0062(3) -0.0107(3) 0.1136(14) Uani 1 1 d . . . . .
H18A H 0.2176 0.0206 -0.0718 0.136 Uiso 1 1 calc R U . . .
H18B H 0.1322 0.0228 0.0104 0.136 Uiso 1 1 calc R U . . .
C19 C 0.1904(5) -0.1196(3) -0.0300(3) 0.1342(17) Uani 1 1 d . . . . .
H19A H 0.0963 -0.1684 -0.0800 0.201 Uiso 1 1 calc R U . . .
H19B H 0.2720 -0.1370 -0.0522 0.201 Uiso 1 1 calc R U . . .
H19C H 0.1865 -0.1347 0.0299 0.201 Uiso 1 1 calc R U . . .
O3 O 0.5143(2) -0.22751(14) 0.60368(12) 0.0618(5) Uani 1 1 d . . . . .
O4 O 0.8982(2) 0.69418(16) 0.75337(15) 0.0776(6) Uani 1 1 d . . . . .
N2 N 0.5650(2) -0.04992(16) 0.59506(13) 0.0466(5) Uani 1 1 d . . . . .
C20 C 0.4943(3) -0.1688(2) 0.55494(18) 0.0499(6) Uani 1 1 d . . . . .
C21 C 0.5456(3) 0.0240(2) 0.54671(17) 0.0454(6) Uani 1 1 d . . . . .
C22 C 0.6156(3) 0.1446(2) 0.59146(18) 0.0473(6) Uani 1 1 d . . . . .
H22A H 0.6759 0.1768 0.6566 0.057 Uiso 1 1 calc R U . . .
C23 C 0.5998(3) 0.21685(19) 0.54452(17) 0.0460(6) Uani 1 1 d . . . . .
C24 C 0.6757(3) 0.3424(2) 0.59504(17) 0.0473(6) Uani 1 1 d . . . . .
C25 C 0.6154(3) 0.4214(2) 0.57772(18) 0.0517(6) Uani 1 1 d . . . . .
H25A H 0.5235 0.3935 0.5296 0.062 Uiso 1 1 calc R U . . .
C26 C 0.6855(3) 0.5381(2) 0.62850(19) 0.0549(7) Uani 1 1 d . . . . .
H26A H 0.6423 0.5895 0.6150 0.066 Uiso 1 1 calc R U . . .
C27 C 0.8190(3) 0.5807(2) 0.69923(19) 0.0548(7) Uani 1 1 d . . . . .
C28 C 0.8804(3) 0.5042(2) 0.7182(2) 0.0584(7) Uani 1 1 d . . . . .
H28A H 0.9714 0.5324 0.7671 0.070 Uiso 1 1 calc R U . . .
C29 C 0.8108(3) 0.3887(2) 0.66696(19) 0.0554(7) Uani 1 1 d . . . . .
H29A H 0.8555 0.3380 0.6806 0.066 Uiso 1 1 calc R U . . .
C30 C 0.8496(4) 0.7773(2) 0.7288(2) 0.0781(9) Uani 1 1 d . . . . .
H30A H 0.9160 0.8550 0.7732 0.117 Uiso 1 1 calc R U . . .
H30B H 0.8512 0.7697 0.6621 0.117 Uiso 1 1 calc R U . . .
H30C H 0.7482 0.7642 0.7342 0.117 Uiso 1 1 calc R U . . .
C31 C 0.6751(3) -0.0012(2) 0.69007(17) 0.0519(6) Uani 1 1 d . . . . .
H31A H 0.6531 -0.0558 0.7243 0.062 Uiso 1 1 calc R U . . .
H31B H 0.6684 0.0715 0.7297 0.062 Uiso 1 1 calc R U . . .
C32 C 0.8317(3) 0.0227(2) 0.67939(19) 0.0585(7) Uani 1 1 d . . . . .
H32A H 0.8477 0.0683 0.6372 0.070 Uiso 1 1 calc R U . . .
H32B H 0.8408 -0.0516 0.6466 0.070 Uiso 1 1 calc R U . . .
C33 C 0.9526(3) 0.0872(2) 0.7752(2) 0.0635(7) Uani 1 1 d . . . . .
H33A H 0.9210 0.0554 0.8239 0.076 Uiso 1 1 calc R U . . .
H33B H 1.0441 0.0738 0.7665 0.076 Uiso 1 1 calc R U . . .
C34 C 0.9875(3) 0.2154(2) 0.8136(2) 0.0745(9) Uani 1 1 d . . . . .
H34A H 0.8968 0.2283 0.8253 0.089 Uiso 1 1 calc R U . . .
H34B H 1.0128 0.2458 0.7629 0.089 Uiso 1 1 calc R U . . .
C35 C 1.1131(4) 0.2840(3) 0.9061(2) 0.0823(10) Uani 1 1 d . . . . .
H35A H 1.2041 0.2711 0.8951 0.099 Uiso 1 1 calc R U . . .
H35B H 1.0876 0.2554 0.9577 0.099 Uiso 1 1 calc R U . . .
C36 C 1.1453(4) 0.4127(3) 0.9408(3) 0.1034(13) Uani 1 1 d . . . . .
H36A H 1.1691 0.4399 0.8882 0.124 Uiso 1 1 calc R U . . .
H36B H 1.0531 0.4242 0.9505 0.124 Uiso 1 1 calc R U . . .
C37 C 1.2656(5) 0.4864(4) 1.0301(3) 0.1293(17) Uani 1 1 d . . . . .
H37A H 1.3591 0.4778 1.0202 0.155 Uiso 1 1 calc R U . . .
H37B H 1.2437 0.4590 1.0829 0.155 Uiso 1 1 calc R U . . .
C38 C 1.2885(5) 0.6110(4) 1.0615(4) 0.156(2) Uani 1 1 d . . . . .
H38A H 1.3702 0.6543 1.1212 0.234 Uiso 1 1 calc R U . . .
H38B H 1.3131 0.6397 1.0105 0.234 Uiso 1 1 calc R U . . .
H38C H 1.1975 0.6209 1.0733 0.234 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 1.234(3) . ?
O2 C8 1.359(3) . ?
O2 C11 1.423(3) . ?
N1 C1 1.388(3) . ?
N1 C2 1.394(3) . ?
N1 C12 1.474(3) . ?
C1 C4 1.459(3) 2_766 ?
C2 C2 1.392(4) 2_766 ?
C2 C3 1.407(3) . ?
C3 C4 1.369(3) . ?
C3 H3A 0.9500 . ?
C4 C1 1.459(3) 2_766 ?
C4 C5 1.472(3) . ?
C5 C6 1.393(3) . ?
C5 C10 1.399(3) . ?
C6 C7 1.366(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.392(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.383(4) . ?
C9 C10 1.379(3) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.505(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.523(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.463(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.530(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.518(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.466(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.517(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
O3 C20 1.241(3) . ?
O4 C27 1.361(3) . ?
O4 C30 1.429(3) . ?
N2 C20 1.386(3) . ?
N2 C21 1.407(3) . ?
N2 C31 1.469(3) . ?
C20 C23 1.458(3) 2_656 ?
C21 C21 1.377(4) 2_656 ?
C21 C22 1.407(3) . ?
C22 C23 1.365(3) . ?
C22 H22A 0.9500 . ?
C23 C20 1.458(3) 2_656 ?
C23 C24 1.472(3) . ?
C24 C29 1.399(3) . ?
C24 C25 1.404(3) . ?
C25 C26 1.375(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.384(3) . ?
C26 H26A 0.9500 . ?
C27 C28 1.388(3) . ?
C28 C29 1.364(3) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.521(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.521(4) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.510(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.515(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.520(5) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 C37 1.469(5) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.489(5) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O2 C11 117.7(2) . . ?
C1 N1 C2 123.8(2) . . ?
C1 N1 C12 116.76(19) . . ?
C2 N1 C12 119.38(19) . . ?
O1 C1 N1 119.5(2) . . ?
O1 C1 C4 124.1(2) . 2_766 ?
N1 C1 C4 116.4(2) . 2_766 ?
C2 C2 N1 118.9(3) 2_766 . ?
C2 C2 C3 119.0(3) 2_766 . ?
N1 C2 C3 122.0(2) . . ?
C4 C3 C2 122.4(2) . . ?
C4 C3 H3A 118.8 . . ?
C2 C3 H3A 118.8 . . ?
C3 C4 C1 119.4(2) . 2_766 ?
C3 C4 C5 120.0(2) . . ?
C1 C4 C5 120.7(2) 2_766 . ?
C6 C5 C10 116.4(2) . . ?
C6 C5 C4 120.1(2) . . ?
C10 C5 C4 123.4(2) . . ?
C7 C6 C5 122.4(2) . . ?
C7 C6 H6A 118.8 . . ?
C5 C6 H6A 118.8 . . ?
C6 C7 C8 119.9(2) . . ?
C6 C7 H7A 120.0 . . ?
C8 C7 H7A 120.0 . . ?
O2 C8 C9 124.9(2) . . ?
O2 C8 C7 115.6(2) . . ?
C9 C8 C7 119.5(2) . . ?
C10 C9 C8 119.6(2) . . ?
C10 C9 H9A 120.2 . . ?
C8 C9 H9A 120.2 . . ?
C9 C10 C5 122.2(2) . . ?
C9 C10 H10A 118.9 . . ?
C5 C10 H10A 118.9 . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 C13 111.4(2) . . ?
N1 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
N1 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 C14 113.7(2) . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 113.0(3) . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 C16 115.0(3) . . ?
C14 C15 H15A 108.5 . . ?
C16 C15 H15A 108.5 . . ?
C14 C15 H15B 108.5 . . ?
C16 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C17 C16 C15 110.1(3) . . ?
C17 C16 H16A 109.6 . . ?
C15 C16 H16A 109.6 . . ?
C17 C16 H16B 109.6 . . ?
C15 C16 H16B 109.6 . . ?
H16A C16 H16B 108.2 . . ?
C18 C17 C16 115.8(3) . . ?
C18 C17 H17A 108.3 . . ?
C16 C17 H17A 108.3 . . ?
C18 C17 H17B 108.3 . . ?
C16 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C17 C18 C19 112.4(4) . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C27 O4 C30 118.0(2) . . ?
C20 N2 C21 123.73(19) . . ?
C20 N2 C31 116.97(18) . . ?
C21 N2 C31 119.09(19) . . ?
O3 C20 N2 119.6(2) . . ?
O3 C20 C23 124.1(2) . 2_656 ?
N2 C20 C23 116.3(2) . 2_656 ?
C21 C21 N2 118.5(3) 2_656 . ?
C21 C21 C22 119.6(3) 2_656 . ?
N2 C21 C22 121.8(2) . . ?
C23 C22 C21 122.3(2) . . ?
C23 C22 H22A 118.9 . . ?
C21 C22 H22A 118.9 . . ?
C22 C23 C20 119.5(2) . 2_656 ?
C22 C23 C24 119.9(2) . . ?
C20 C23 C24 120.6(2) 2_656 . ?
C29 C24 C25 116.4(2) . . ?
C29 C24 C23 120.8(2) . . ?
C25 C24 C23 122.8(2) . . ?
C26 C25 C24 121.8(2) . . ?
C26 C25 H25A 119.1 . . ?
C24 C25 H25A 119.1 . . ?
C25 C26 C27 120.2(2) . . ?
C25 C26 H26A 119.9 . . ?
C27 C26 H26A 119.9 . . ?
O4 C27 C26 125.1(2) . . ?
O4 C27 C28 115.8(2) . . ?
C26 C27 C28 119.1(2) . . ?
C29 C28 C27 120.4(2) . . ?
C29 C28 H28A 119.8 . . ?
C27 C28 H28A 119.8 . . ?
C28 C29 C24 122.2(2) . . ?
C28 C29 H29A 118.9 . . ?
C24 C29 H29A 118.9 . . ?
O4 C30 H30A 109.5 . . ?
O4 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O4 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N2 C31 C32 111.2(2) . . ?
N2 C31 H31A 109.4 . . ?
C32 C31 H31A 109.4 . . ?
N2 C31 H31B 109.4 . . ?
C32 C31 H31B 109.4 . . ?
H31A C31 H31B 108.0 . . ?
C31 C32 C33 113.8(2) . . ?
C31 C32 H32A 108.8 . . ?
C33 C32 H32A 108.8 . . ?
C31 C32 H32B 108.8 . . ?
C33 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C34 C33 C32 113.4(2) . . ?
C34 C33 H33A 108.9 . . ?
C32 C33 H33A 108.9 . . ?
C34 C33 H33B 108.9 . . ?
C32 C33 H33B 108.9 . . ?
H33A C33 H33B 107.7 . . ?
C33 C34 C35 115.2(3) . . ?
C33 C34 H34A 108.5 . . ?
C35 C34 H34A 108.5 . . ?
C33 C34 H34B 108.5 . . ?
C35 C34 H34B 108.5 . . ?
H34A C34 H34B 107.5 . . ?
C34 C35 C36 113.1(3) . . ?
C34 C35 H35A 109.0 . . ?
C36 C35 H35A 109.0 . . ?
C34 C35 H35B 109.0 . . ?
C36 C35 H35B 109.0 . . ?
H35A C35 H35B 107.8 . . ?
C37 C36 C35 117.1(3) . . ?
C37 C36 H36A 108.0 . . ?
C35 C36 H36A 108.0 . . ?
C37 C36 H36B 108.0 . . ?
C35 C36 H36B 108.0 . . ?
H36A C36 H36B 107.3 . . ?
C36 C37 C38 114.3(4) . . ?
C36 C37 H37A 108.7 . . ?
C38 C37 H37A 108.7 . . ?
C36 C37 H37B 108.7 . . ?
C38 C37 H37B 108.7 . . ?
H37A C37 H37B 107.6 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_refine_diff_density_max         0.558
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.053

####################################################################### 
# 
# 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_NTDP-Cl
_database_code_depnum_ccdc_archive 'CCDC 2102287'
loop_
_audit_author_name
_audit_author_address
'suyeon kim'
;Seoul national university
South Korea
;
_audit_update_record             
;
2021-08-10 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H44 Cl2 N2 O2'
_chemical_formula_weight         607.63

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.58810(10)
_cell_length_b                   12.12040(10)
_cell_length_c                   15.3508(2)
_cell_angle_alpha                108.5410(10)
_cell_angle_beta                 99.8950(10)
_cell_angle_gamma                101.3960(10)
_cell_volume                     1604.28(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    8647
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      27.32

_exptl_crystal_description       NEEDLE
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.638
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.237
_shelx_estimated_absorpt_T_min   0.863
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6897
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Turbo xray'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            43280
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.446
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7346
_reflns_number_gt                5709
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0574P)²+0.6835P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7346
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1300
_refine_ls_wR_factor_gt          0.1193
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Cl1 Cl 0.08114(5) 0.25028(4) 0.23290(3) 0.04449(14) Uani 1 1 d . . . . .
O1 O 0.50417(12) 1.24953(10) 0.40311(8) 0.0310(3) Uani 1 1 d . . . . .
N1 N 0.44388(14) 1.06096(11) 0.40866(9) 0.0247(3) Uani 1 1 d . . . . .
C1 C 0.51785(16) 1.18329(14) 0.44910(11) 0.0250(3) Uani 1 1 d . . . . .
C2 C 0.45561(16) 0.97959(14) 0.45448(11) 0.0241(3) Uani 1 1 d . . . . .
C3 C 0.38092(17) 0.85543(14) 0.40963(11) 0.0257(3) Uani 1 1 d . . . . .
H3A H 0.3215 0.8270 0.3465 0.031 Uiso 1 1 calc R U . . .
C4 C 0.39124(16) 0.77513(14) 0.45388(11) 0.0246(3) Uani 1 1 d . . . . .
C5 C 0.31314(16) 0.64506(14) 0.40269(11) 0.0250(3) Uani 1 1 d . . . . .
C6 C 0.18295(18) 0.61024(15) 0.33173(12) 0.0304(4) Uani 1 1 d . . . . .
H6A H 0.1416 0.6707 0.3197 0.036 Uiso 1 1 calc R U . . .
C7 C 0.11290(18) 0.48974(15) 0.27857(12) 0.0333(4) Uani 1 1 d . . . . .
H7A H 0.0258 0.4677 0.2296 0.040 Uiso 1 1 calc R U . . .
C8 C 0.17122(18) 0.40200(14) 0.29766(12) 0.0303(4) Uani 1 1 d . . . . .
C9 C 0.29906(18) 0.43243(15) 0.36774(12) 0.0304(4) Uani 1 1 d . . . . .
H9A H 0.3386 0.3713 0.3800 0.036 Uiso 1 1 calc R U . . .
C10 C 0.36857(17) 0.55337(14) 0.41985(11) 0.0275(3) Uani 1 1 d . . . . .
H10A H 0.4560 0.5746 0.4684 0.033 Uiso 1 1 calc R U . . .
C11 C 0.33909(17) 1.02019(14) 0.31520(11) 0.0266(3) Uani 1 1 d . . . . .
H11A H 0.3420 0.9385 0.2761 0.032 Uiso 1 1 calc R U . . .
H11B H 0.3682 1.0757 0.2821 0.032 Uiso 1 1 calc R U . . .
C12 C 0.18290(18) 1.01683(15) 0.32539(11) 0.0309(4) Uani 1 1 d . . . . .
H12A H 0.1754 1.1007 0.3519 0.037 Uiso 1 1 calc R U . . .
H12B H 0.1629 0.9773 0.3710 0.037 Uiso 1 1 calc R U . . .
C13 C 0.06594(18) 0.94930(15) 0.23121(12) 0.0315(4) Uani 1 1 d . . . . .
H13A H -0.0254 0.9743 0.2367 0.038 Uiso 1 1 calc R U . . .
H13B H 0.1007 0.9720 0.1806 0.038 Uiso 1 1 calc R U . . .
C14 C 0.03197(19) 0.81281(15) 0.20320(12) 0.0340(4) Uani 1 1 d . . . . .
H14A H -0.0002 0.7915 0.2551 0.041 Uiso 1 1 calc R U . . .
H14B H 0.1240 0.7890 0.1979 0.041 Uiso 1 1 calc R U . . .
C15 C -0.08501(19) 0.73849(16) 0.11067(12) 0.0356(4) Uani 1 1 d . . . . .
H15A H -0.1765 0.7642 0.1136 0.043 Uiso 1 1 calc R U . . .
H15B H -0.0508 0.7539 0.0573 0.043 Uiso 1 1 calc R U . . .
C16 C -0.1175(2) 0.60414(16) 0.09261(13) 0.0391(4) Uani 1 1 d . . . . .
H16A H -0.0239 0.5810 0.0940 0.047 Uiso 1 1 calc R U . . .
H16B H -0.1545 0.5900 0.1455 0.047 Uiso 1 1 calc R U . . .
C17 C -0.2274(3) 0.52140(19) 0.00014(16) 0.0578(6) Uani 1 1 d . . . . .
H17A H -0.1919 0.5348 -0.0535 0.069 Uiso 1 1 calc R U . . .
H17B H -0.3226 0.5417 -0.0013 0.069 Uiso 1 1 calc R U . . .
C18 C -0.2503(3) 0.3885(2) -0.01214(18) 0.0672(7) Uani 1 1 d . . . . .
H18A H -0.3219 0.3379 -0.0726 0.101 Uiso 1 1 calc R U . . .
H18B H -0.1566 0.3677 -0.0120 0.101 Uiso 1 1 calc R U . . .
H18C H -0.2872 0.3746 0.0402 0.101 Uiso 1 1 calc R U . . .
Cl2 Cl 0.42782(6) 1.24623(4) 0.77147(4) 0.05162(16) Uani 1 1 d . . . . .
O2 O 0.13130(13) 0.23169(10) 0.51315(9) 0.0360(3) Uani 1 1 d . . . . .
N2 N 0.13412(13) 0.42786(11) 0.54213(9) 0.0237(3) Uani 1 1 d . . . . .
C19 C 0.06726(17) 0.30493(14) 0.49745(11) 0.0262(3) Uani 1 1 d . . . . .
C20 C 0.06902(16) 0.51715(14) 0.53089(10) 0.0231(3) Uani 1 1 d . . . . .
C21 C 0.14068(17) 0.64134(14) 0.57953(11) 0.0247(3) Uani 1 1 d . . . . .
H21A H 0.2350 0.6646 0.6220 0.030 Uiso 1 1 calc R U . . .
C22 C 0.07780(17) 0.72870(14) 0.56707(11) 0.0246(3) Uani 1 1 d . . . . .
C23 C 0.15750(17) 0.85800(14) 0.61840(11) 0.0263(3) Uani 1 1 d . . . . .
C24 C 0.24957(18) 0.89568(15) 0.70942(11) 0.0297(3) Uani 1 1 d . . . . .
H24A H 0.2555 0.8386 0.7394 0.036 Uiso 1 1 calc R U . . .
C25 C 0.33238(18) 1.01446(15) 0.75689(12) 0.0327(4) Uani 1 1 d . . . . .
H25A H 0.3946 1.0391 0.8188 0.039 Uiso 1 1 calc R U . . .
C26 C 0.32277(18) 1.09638(15) 0.71255(13) 0.0338(4) Uani 1 1 d . . . . .
C27 C 0.23269(19) 1.06329(15) 0.62296(13) 0.0344(4) Uani 1 1 d . . . . .
H27A H 0.2274 1.1211 0.5937 0.041 Uiso 1 1 calc R U . . .
C28 C 0.15006(18) 0.94429(15) 0.57645(12) 0.0300(3) Uani 1 1 d . . . . .
H28A H 0.0872 0.9208 0.5149 0.036 Uiso 1 1 calc R U . . .
C29 C 0.28089(16) 0.46235(14) 0.60762(11) 0.0264(3) Uani 1 1 d . . . . .
H29A H 0.3400 0.5390 0.6074 0.032 Uiso 1 1 calc R U . . .
H29B H 0.3319 0.3992 0.5852 0.032 Uiso 1 1 calc R U . . .
C30 C 0.27016(19) 0.47791(16) 0.70850(12) 0.0334(4) Uani 1 1 d . . . . .
H30A H 0.2305 0.3974 0.7110 0.040 Uiso 1 1 calc R U . . .
H30B H 0.2000 0.5263 0.7251 0.040 Uiso 1 1 calc R U . . .
C31 C 0.41817(19) 0.54001(15) 0.78232(12) 0.0335(4) Uani 1 1 d . . . . .
H31A H 0.4128 0.5218 0.8403 0.040 Uiso 1 1 calc R U . . .
H31B H 0.4955 0.5070 0.7568 0.040 Uiso 1 1 calc R U . . .
C32 C 0.4604(2) 0.67621(16) 0.80832(13) 0.0399(4) Uani 1 1 d . . . . .
H32A H 0.4768 0.6937 0.7516 0.048 Uiso 1 1 calc R U . . .
H32B H 0.3768 0.7070 0.8255 0.048 Uiso 1 1 calc R U . . .
C33 C 0.5966(2) 0.74472(17) 0.88952(13) 0.0432(5) Uani 1 1 d . . . . .
H33A H 0.6823 0.7179 0.8719 0.052 Uiso 1 1 calc R U . . .
H33B H 0.5828 0.7263 0.9463 0.052 Uiso 1 1 calc R U . . .
C34 C 0.6271(3) 0.8817(2) 0.91325(15) 0.0547(6) Uani 1 1 d . . . . .
H34A H 0.6319 0.8975 0.8542 0.066 Uiso 1 1 calc R U . . .
H34B H 0.5424 0.9073 0.9336 0.066 Uiso 1 1 calc R U . . .
C35 C 0.7626(3) 0.9587(2) 0.98729(17) 0.0625(6) Uani 1 1 d . . . . .
H35A H 0.8489 0.9364 0.9668 0.075 Uiso 1 1 calc R U . . .
H35B H 0.7599 0.9435 1.0467 0.075 Uiso 1 1 calc R U . . .
C36 C 0.7804(3) 1.0923(2) 1.00676(18) 0.0728(8) Uani 1 1 d . . . . .
H36A H 0.8712 1.1397 1.0561 0.109 Uiso 1 1 calc R U . . .
H36B H 0.7852 1.1081 0.9484 0.109 Uiso 1 1 calc R U . . .
H36C H 0.6963 1.1153 1.0284 0.109 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
Cl1 C8 1.7408(16) . ?
O1 C1 1.2371(18) . ?
N1 C1 1.3909(19) . ?
N1 C2 1.3921(19) . ?
N1 C11 1.4730(18) . ?
C1 C4 1.461(2) 2_676 ?
C2 C2 1.381(3) 2_676 ?
C2 C3 1.413(2) . ?
C3 C4 1.361(2) . ?
C3 H3A 0.9500 . ?
C4 C1 1.461(2) 2_676 ?
C4 C5 1.486(2) . ?
C5 C6 1.398(2) . ?
C5 C10 1.399(2) . ?
C6 C7 1.384(2) . ?
C6 H6A 0.9500 . ?
C7 C8 1.381(2) . ?
C7 H7A 0.9500 . ?
C8 C9 1.383(2) . ?
C9 C10 1.385(2) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C12 1.526(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.531(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.521(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.525(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.519(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.514(3) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.527(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
Cl2 C26 1.7465(17) . ?
O2 C19 1.2344(19) . ?
N2 C19 1.387(2) . ?
N2 C20 1.3926(19) . ?
N2 C29 1.4763(18) . ?
C19 C22 1.459(2) 2_566 ?
C20 C20 1.387(3) 2_566 ?
C20 C21 1.413(2) . ?
C21 C22 1.365(2) . ?
C21 H21A 0.9500 . ?
C22 C19 1.459(2) 2_566 ?
C22 C23 1.482(2) . ?
C23 C24 1.397(2) . ?
C23 C28 1.398(2) . ?
C24 C25 1.384(2) . ?
C24 H24A 0.9500 . ?
C25 C26 1.379(2) . ?
C25 H25A 0.9500 . ?
C26 C27 1.379(2) . ?
C27 C28 1.385(2) . ?
C27 H27A 0.9500 . ?
C28 H28A 0.9500 . ?
C29 C30 1.524(2) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.532(2) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.520(2) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.517(2) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.537(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.480(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.518(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?

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 C2 123.73(12) . . ?
C1 N1 C11 116.57(12) . . ?
C2 N1 C11 119.51(12) . . ?
O1 C1 N1 119.96(14) . . ?
O1 C1 C4 124.13(14) . 2_676 ?
N1 C1 C4 115.91(13) . 2_676 ?
C2 C2 N1 119.39(17) 2_676 . ?
C2 C2 C3 118.90(17) 2_676 . ?
N1 C2 C3 121.70(13) . . ?
C4 C3 C2 122.19(14) . . ?
C4 C3 H3A 118.9 . . ?
C2 C3 H3A 118.9 . . ?
C3 C4 C1 119.86(14) . 2_676 ?
C3 C4 C5 120.00(14) . . ?
C1 C4 C5 120.13(13) 2_676 . ?
C6 C5 C10 117.54(14) . . ?
C6 C5 C4 120.19(14) . . ?
C10 C5 C4 122.21(14) . . ?
C7 C6 C5 121.49(15) . . ?
C7 C6 H6A 119.3 . . ?
C5 C6 H6A 119.3 . . ?
C8 C7 C6 119.16(15) . . ?
C8 C7 H7A 120.4 . . ?
C6 C7 H7A 120.4 . . ?
C7 C8 C9 121.22(15) . . ?
C7 C8 Cl1 119.33(13) . . ?
C9 C8 Cl1 119.45(13) . . ?
C8 C9 C10 118.98(15) . . ?
C8 C9 H9A 120.5 . . ?
C10 C9 H9A 120.5 . . ?
C9 C10 C5 121.58(15) . . ?
C9 C10 H10A 119.2 . . ?
C5 C10 H10A 119.2 . . ?
N1 C11 C12 111.12(13) . . ?
N1 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
N1 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 C13 113.06(13) . . ?
C11 C12 H12A 109.0 . . ?
C13 C12 H12A 109.0 . . ?
C11 C12 H12B 109.0 . . ?
C13 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C14 C13 C12 112.34(14) . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C12 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 C15 115.77(14) . . ?
C13 C14 H14A 108.3 . . ?
C15 C14 H14A 108.3 . . ?
C13 C14 H14B 108.3 . . ?
C15 C14 H14B 108.3 . . ?
H14A C14 H14B 107.4 . . ?
C16 C15 C14 111.50(14) . . ?
C16 C15 H15A 109.3 . . ?
C14 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
C14 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C17 C16 C15 115.88(17) . . ?
C17 C16 H16A 108.3 . . ?
C15 C16 H16A 108.3 . . ?
C17 C16 H16B 108.3 . . ?
C15 C16 H16B 108.3 . . ?
H16A C16 H16B 107.4 . . ?
C16 C17 C18 111.86(19) . . ?
C16 C17 H17A 109.2 . . ?
C18 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
C18 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C19 N2 C20 123.97(13) . . ?
C19 N2 C29 116.18(12) . . ?
C20 N2 C29 119.82(12) . . ?
O2 C19 N2 119.83(14) . . ?
O2 C19 C22 124.18(14) . 2_566 ?
N2 C19 C22 115.98(13) . 2_566 ?
C20 C20 N2 118.92(17) 2_566 . ?
C20 C20 C21 119.29(17) 2_566 . ?
N2 C20 C21 121.78(13) . . ?
C22 C21 C20 121.68(14) . . ?
C22 C21 H21A 119.2 . . ?
C20 C21 H21A 119.2 . . ?
C21 C22 C19 120.13(14) . 2_566 ?
C21 C22 C23 120.02(14) . . ?
C19 C22 C23 119.85(13) 2_566 . ?
C24 C23 C28 118.01(15) . . ?
C24 C23 C22 120.01(14) . . ?
C28 C23 C22 121.89(14) . . ?
C25 C24 C23 121.39(15) . . ?
C25 C24 H24A 119.3 . . ?
C23 C24 H24A 119.3 . . ?
C26 C25 C24 118.70(16) . . ?
C26 C25 H25A 120.7 . . ?
C24 C25 H25A 120.7 . . ?
C25 C26 C27 121.86(16) . . ?
C25 C26 Cl2 119.06(14) . . ?
C27 C26 Cl2 119.07(14) . . ?
C26 C27 C28 118.82(16) . . ?
C26 C27 H27A 120.6 . . ?
C28 C27 H27A 120.6 . . ?
C27 C28 C23 121.21(16) . . ?
C27 C28 H28A 119.4 . . ?
C23 C28 H28A 119.4 . . ?
N2 C29 C30 111.49(13) . . ?
N2 C29 H29A 109.3 . . ?
C30 C29 H29A 109.3 . . ?
N2 C29 H29B 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C29 C30 C31 113.13(14) . . ?
C29 C30 H30A 109.0 . . ?
C31 C30 H30A 109.0 . . ?
C29 C30 H30B 109.0 . . ?
C31 C30 H30B 109.0 . . ?
H30A C30 H30B 107.8 . . ?
C32 C31 C30 112.21(15) . . ?
C32 C31 H31A 109.2 . . ?
C30 C31 H31A 109.2 . . ?
C32 C31 H31B 109.2 . . ?
C30 C31 H31B 109.2 . . ?
H31A C31 H31B 107.9 . . ?
C33 C32 C31 114.85(16) . . ?
C33 C32 H32A 108.6 . . ?
C31 C32 H32A 108.6 . . ?
C33 C32 H32B 108.6 . . ?
C31 C32 H32B 108.6 . . ?
H32A C32 H32B 107.5 . . ?
C32 C33 C34 111.11(17) . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33B 109.4 . . ?
C34 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C35 C34 C33 116.6(2) . . ?
C35 C34 H34A 108.2 . . ?
C33 C34 H34A 108.2 . . ?
C35 C34 H34B 108.2 . . ?
C33 C34 H34B 108.2 . . ?
H34A C34 H34B 107.3 . . ?
C34 C35 C36 112.3(2) . . ?
C34 C35 H35A 109.2 . . ?
C36 C35 H35A 109.2 . . ?
C34 C35 H35B 109.2 . . ?
C36 C35 H35B 109.2 . . ?
H35A C35 H35B 107.9 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

_refine_diff_density_max         0.589
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_Me
_database_code_depnum_ccdc_archive 'CCDC 2102284'
loop_
_audit_author_name
_audit_author_address
'SUYEON KIM'
;SEOUL NATIONAL UNIVERSITY
South Korea
;
_audit_update_record             
;
2021-08-10 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H50 N2 O2'
_chemical_formula_weight         566.80

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9421(5)
_cell_length_b                   12.3885(6)
_cell_length_c                   15.1226(7)
_cell_angle_alpha                107.482(3)
_cell_angle_beta                 99.832(3)
_cell_angle_gamma                104.852(3)
_cell_volume                     1654.05(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    223(2)
_cell_measurement_reflns_used    6506
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      27.39

_exptl_crystal_description       Plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.138
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.513
_exptl_crystal_size_mid          0.322
_exptl_crystal_size_min          0.021
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4930
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SHELXL-2014 (Sheldrick, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      223(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31183
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_av_R_equivalents  0.0564
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.466
_diffrn_reflns_theta_max         28.295
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8191
_reflns_number_gt                4598
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0918P)²+0.4815P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0050(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8191
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1234
_refine_ls_R_factor_gt           0.0724
_refine_ls_wR_factor_ref         0.2303
_refine_ls_wR_factor_gt          0.1980
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.50192(16) -0.24374(13) 0.59942(11) 0.0555(4) Uani 1 1 d . . . . .
O2 O 0.86039(17) 0.75074(13) 0.48727(13) 0.0656(5) Uani 1 1 d . . . . .
N1 N 0.56260(17) -0.05816(14) 0.59126(11) 0.0433(4) Uani 1 1 d . . . . .
N2 N 0.86438(17) 0.56139(14) 0.45673(12) 0.0432(4) Uani 1 1 d . . . . .
C1 C 0.4868(2) -0.17996(18) 0.55225(15) 0.0451(5) Uani 1 1 d . . . . .
C2 C 0.5469(2) 0.02143(17) 0.54524(14) 0.0415(4) Uani 1 1 d . . . . .
C3 C 0.6222(2) 0.14557(17) 0.58948(15) 0.0437(5) Uani 1 1 d . . . . .
H3A H 0.6847 0.1748 0.6518 0.052 Uiso 1 1 calc R U . . .
C4 C 0.6078(2) 0.22425(17) 0.54538(15) 0.0435(5) Uani 1 1 d . . . . .
C5 C 0.6834(2) 0.35428(17) 0.59605(14) 0.0435(5) Uani 1 1 d . . . . .
C6 C 0.8172(2) 0.39669(19) 0.66396(16) 0.0532(5) Uani 1 1 d . . . . .
H6A H 0.8626 0.3422 0.6747 0.064 Uiso 1 1 calc R U . . .
C7 C 0.8836(3) 0.5176(2) 0.71542(17) 0.0589(6) Uani 1 1 d . . . . .
H7A H 0.9732 0.5437 0.7611 0.071 Uiso 1 1 calc R U . . .
C8 C 0.8220(3) 0.60119(19) 0.70166(17) 0.0558(6) Uani 1 1 d . . . . .
C9 C 0.6896(3) 0.56004(19) 0.63447(17) 0.0571(6) Uani 1 1 d . . . . .
H9A H 0.6451 0.6152 0.6239 0.069 Uiso 1 1 calc R U . . .
C10 C 0.6219(2) 0.43948(19) 0.58282(16) 0.0516(5) Uani 1 1 d . . . . .
H10A H 0.5320 0.4140 0.5375 0.062 Uiso 1 1 calc R U . . .
C11 C 0.8963(3) 0.7336(2) 0.7573(2) 0.0787(8) Uani 1 1 d . . . . .
H11A H 0.9873 0.7460 0.8009 0.118 Uiso 1 1 calc R U . . .
H11B H 0.9143 0.7745 0.7128 0.118 Uiso 1 1 calc R U . . .
H11C H 0.8349 0.7654 0.7940 0.118 Uiso 1 1 calc R U . . .
C12 C 0.6711(2) -0.01501(18) 0.68421(14) 0.0467(5) Uani 1 1 d . . . . .
H12A H 0.6455 -0.0701 0.7181 0.056 Uiso 1 1 calc R U . . .
H12B H 0.6713 0.0638 0.7239 0.056 Uiso 1 1 calc R U . . .
C13 C 0.8210(2) -0.00564(19) 0.67088(15) 0.0515(5) Uani 1 1 d . . . . .
H13A H 0.8398 0.0394 0.6284 0.062 Uiso 1 1 calc R U . . .
H13B H 0.8236 -0.0863 0.6389 0.062 Uiso 1 1 calc R U . . .
C14 C 0.9405(2) 0.0552(2) 0.76467(16) 0.0563(6) Uani 1 1 d . . . . .
H14A H 1.0263 0.0333 0.7549 0.068 Uiso 1 1 calc R U . . .
H14B H 0.9089 0.0263 0.8138 0.068 Uiso 1 1 calc R U . . .
C15 C 0.9801(3) 0.1908(2) 0.80048(19) 0.0720(7) Uani 1 1 d . . . . .
H15A H 1.0135 0.2189 0.7515 0.086 Uiso 1 1 calc R U . . .
H15B H 0.8926 0.2115 0.8071 0.086 Uiso 1 1 calc R U . . .
C16 C 1.0942(3) 0.2572(3) 0.8946(2) 0.0887(9) Uani 1 1 d . . . . .
H16A H 1.1807 0.2341 0.8902 0.106 Uiso 1 1 calc R U . . .
H16B H 1.0589 0.2351 0.9455 0.106 Uiso 1 1 calc R U . . .
C17 C 1.1346(4) 0.3966(3) 0.9215(3) 0.1156(13) Uani 1 1 d . . . . .
H17A H 1.1786 0.4184 0.8733 0.139 Uiso 1 1 calc R U . . .
H17B H 1.0455 0.4171 0.9176 0.139 Uiso 1 1 calc R U . . .
C18 C 1.2316(6) 0.4675(4) 1.0151(4) 0.176(2) Uani 1 1 d . . . . .
H18A H 1.3239 0.4521 1.0180 0.211 Uiso 1 1 calc R U . . .
H18B H 1.1911 0.4430 1.0635 0.211 Uiso 1 1 calc R U . . .
C19 C 1.2579(6) 0.5968(5) 1.0387(4) 0.204(3) Uani 1 1 d . . . . .
H19A H 1.3239 0.6407 1.1024 0.305 Uiso 1 1 calc R U . . .
H19B H 1.3000 0.6219 0.9918 0.305 Uiso 1 1 calc R U . . .
H19C H 1.1672 0.6128 1.0373 0.305 Uiso 1 1 calc R U . . .
C20 C 0.9279(2) 0.68432(18) 0.50126(15) 0.0467(5) Uani 1 1 d . . . . .
C21 C 0.9313(2) 0.47913(17) 0.46968(13) 0.0402(4) Uani 1 1 d . . . . .
C22 C 0.8612(2) 0.35436(17) 0.42362(14) 0.0434(5) Uani 1 1 d . . . . .
H22A H 0.7669 0.3262 0.3831 0.052 Uiso 1 1 calc R U . . .
C23 C 0.9258(2) 0.27398(17) 0.43616(14) 0.0438(5) Uani 1 1 d . . . . .
C24 C 0.8471(2) 0.14369(17) 0.38868(15) 0.0456(5) Uani 1 1 d . . . . .
C25 C 0.7492(2) 0.09816(19) 0.29818(16) 0.0536(5) Uani 1 1 d . . . . .
H25A H 0.7363 0.1502 0.2658 0.064 Uiso 1 1 calc R U . . .
C26 C 0.6706(3) -0.0227(2) 0.25530(18) 0.0601(6) Uani 1 1 d . . . . .
H26A H 0.6058 -0.0514 0.1939 0.072 Uiso 1 1 calc R U . . .
C27 C 0.6854(3) -0.10186(19) 0.30093(19) 0.0590(6) Uani 1 1 d . . . . .
C28 C 0.7820(3) -0.0572(2) 0.39066(18) 0.0585(6) Uani 1 1 d . . . . .
H28A H 0.7935 -0.1095 0.4231 0.070 Uiso 1 1 calc R U . . .
C29 C 0.8622(2) 0.06273(19) 0.43381(17) 0.0521(5) Uani 1 1 d . . . . .
H29A H 0.9281 0.0904 0.4947 0.063 Uiso 1 1 calc R U . . .
C30 C 0.6001(3) -0.2338(2) 0.2541(2) 0.0842(9) Uani 1 1 d . . . . .
H30A H 0.5380 -0.2493 0.1917 0.126 Uiso 1 1 calc R U . . .
H30B H 0.6660 -0.2795 0.2461 0.126 Uiso 1 1 calc R U . . .
H30C H 0.5415 -0.2574 0.2946 0.126 Uiso 1 1 calc R U . . .
C31 C 0.7205(2) 0.51870(19) 0.38863(15) 0.0475(5) Uani 1 1 d . . . . .
H31A H 0.6703 0.5767 0.4083 0.057 Uiso 1 1 calc R U . . .
H31B H 0.6636 0.4424 0.3904 0.057 Uiso 1 1 calc R U . . .
C32 C 0.7310(3) 0.5019(2) 0.28724(17) 0.0628(6) Uani 1 1 d . . . . .
H32A H 0.7950 0.4546 0.2721 0.075 Uiso 1 1 calc R U . . .
H32B H 0.7754 0.5805 0.2841 0.075 Uiso 1 1 calc R U . . .
C33 C 0.5866(3) 0.4402(2) 0.21138(19) 0.0728(7) Uani 1 1 d . . . . .
H33A H 0.5136 0.4716 0.2355 0.087 Uiso 1 1 calc R U . . .
H33B H 0.5949 0.4582 0.1533 0.087 Uiso 1 1 calc R U . . .
C34 C 0.5383(4) 0.3068(3) 0.1860(2) 0.0923(10) Uani 1 1 d . . . . .
H34A H 0.6193 0.2789 0.1733 0.111 Uiso 1 1 calc R U . . .
H34B H 0.5168 0.2899 0.2423 0.111 Uiso 1 1 calc R U . . .
C35 C 0.4105(4) 0.2354(3) 0.1021(2) 0.1101(12) Uani 1 1 d . . . . .
H35A H 0.4294 0.2521 0.0452 0.132 Uiso 1 1 calc R U . . .
H35B H 0.3269 0.2591 0.1149 0.132 Uiso 1 1 calc R U . . .
C36 C 0.3753(5) 0.0985(4) 0.0814(3) 0.1297(16) Uani 1 1 d . . . . .
H36A H 0.4590 0.0764 0.0667 0.156 Uiso 1 1 calc R U . . .
H36B H 0.3646 0.0849 0.1408 0.156 Uiso 1 1 calc R U . . .
C37 C 0.2526(6) 0.0200(5) 0.0072(3) 0.159(2) Uani 1 1 d . . . . .
H37A H 0.2628 0.0308 -0.0532 0.191 Uiso 1 1 calc R U . . .
H37B H 0.1677 0.0406 0.0210 0.191 Uiso 1 1 calc R U . . .
C38 C 0.2281(6) -0.1078(4) -0.0056(3) 0.160(2) Uani 1 1 d . . . . .
H38A H 0.1420 -0.1576 -0.0578 0.240 Uiso 1 1 calc R U . . .
H38B H 0.3107 -0.1296 -0.0208 0.240 Uiso 1 1 calc R U . . .
H38C H 0.2155 -0.1198 0.0534 0.240 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 1.232(2) . ?
O2 C20 1.229(2) . ?
N1 C1 1.387(2) . ?
N1 C2 1.391(2) . ?
N1 C12 1.470(2) . ?
N2 C20 1.385(2) . ?
N2 C21 1.394(2) . ?
N2 C31 1.472(2) . ?
C1 C4 1.463(3) 2_656 ?
C2 C2 1.378(4) 2_656 ?
C2 C3 1.412(3) . ?
C3 C4 1.358(3) . ?
C3 H3A 0.9400 . ?
C4 C1 1.463(3) 2_656 ?
C4 C5 1.479(3) . ?
C5 C10 1.394(3) . ?
C5 C6 1.397(3) . ?
C6 C7 1.379(3) . ?
C6 H6A 0.9400 . ?
C7 C8 1.379(3) . ?
C7 H7A 0.9400 . ?
C8 C9 1.383(3) . ?
C8 C11 1.511(3) . ?
C9 C10 1.378(3) . ?
C9 H9A 0.9400 . ?
C10 H10A 0.9400 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 H11C 0.9700 . ?
C12 C13 1.518(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 C14 1.521(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.521(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.502(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 C17 1.574(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 C18 1.435(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C19 1.474(6) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C20 C23 1.459(3) 2_766 ?
C21 C21 1.378(4) 2_766 ?
C21 C22 1.413(3) . ?
C22 C23 1.357(3) . ?
C22 H22A 0.9400 . ?
C23 C20 1.459(3) 2_766 ?
C23 C24 1.482(3) . ?
C24 C25 1.392(3) . ?
C24 C29 1.395(3) . ?
C25 C26 1.384(3) . ?
C25 H25A 0.9400 . ?
C26 C27 1.381(3) . ?
C26 H26A 0.9400 . ?
C27 C28 1.379(3) . ?
C27 C30 1.511(3) . ?
C28 C29 1.379(3) . ?
C28 H28A 0.9400 . ?
C29 H29A 0.9400 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?
C31 C32 1.510(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 C33 1.520(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C34 1.502(4) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C34 C35 1.486(4) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C35 C36 1.562(5) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C36 C37 1.401(5) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C37 C38 1.485(6) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 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
C1 N1 C2 123.89(16) . . ?
C1 N1 C12 116.42(15) . . ?
C2 N1 C12 119.59(16) . . ?
C20 N2 C21 123.88(16) . . ?
C20 N2 C31 116.34(15) . . ?
C21 N2 C31 119.72(16) . . ?
O1 C1 N1 119.97(18) . . ?
O1 C1 C4 124.11(18) . 2_656 ?
N1 C1 C4 115.92(16) . 2_656 ?
C2 C2 N1 119.2(2) 2_656 . ?
C2 C2 C3 118.9(2) 2_656 . ?
N1 C2 C3 121.85(17) . . ?
C4 C3 C2 122.44(19) . . ?
C4 C3 H3A 118.8 . . ?
C2 C3 H3A 118.8 . . ?
C3 C4 C1 119.50(18) . 2_656 ?
C3 C4 C5 120.70(19) . . ?
C1 C4 C5 119.77(17) 2_656 . ?
C10 C5 C6 116.96(19) . . ?
C10 C5 C4 122.13(19) . . ?
C6 C5 C4 120.81(18) . . ?
C7 C6 C5 120.8(2) . . ?
C7 C6 H6A 119.6 . . ?
C5 C6 H6A 119.6 . . ?
C6 C7 C8 121.8(2) . . ?
C6 C7 H7A 119.1 . . ?
C8 C7 H7A 119.1 . . ?
C9 C8 C7 117.8(2) . . ?
C9 C8 C11 120.7(2) . . ?
C7 C8 C11 121.5(2) . . ?
C10 C9 C8 121.0(2) . . ?
C10 C9 H9A 119.5 . . ?
C8 C9 H9A 119.5 . . ?
C9 C10 C5 121.6(2) . . ?
C9 C10 H10A 119.2 . . ?
C5 C10 H10A 119.2 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C12 C13 111.37(17) . . ?
N1 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
N1 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 C14 113.62(18) . . ?
C12 C13 H13A 108.8 . . ?
C14 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
C14 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 C15 112.10(18) . . ?
C13 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
C13 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C16 C15 C14 115.3(2) . . ?
C16 C15 H15A 108.5 . . ?
C14 C15 H15A 108.5 . . ?
C16 C15 H15B 108.5 . . ?
C14 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C15 C16 C17 111.2(3) . . ?
C15 C16 H16A 109.4 . . ?
C17 C16 H16A 109.4 . . ?
C15 C16 H16B 109.4 . . ?
C17 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C18 C17 C16 115.0(4) . . ?
C18 C17 H17A 108.5 . . ?
C16 C17 H17A 108.5 . . ?
C18 C17 H17B 108.5 . . ?
C16 C17 H17B 108.5 . . ?
H17A C17 H17B 107.5 . . ?
C17 C18 C19 112.5(5) . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C20 N2 119.81(19) . . ?
O2 C20 C23 124.24(19) . 2_766 ?
N2 C20 C23 115.95(17) . 2_766 ?
C21 C21 N2 119.0(2) 2_766 . ?
C21 C21 C22 119.3(2) 2_766 . ?
N2 C21 C22 121.74(17) . . ?
C23 C22 C21 121.96(19) . . ?
C23 C22 H22A 119.0 . . ?
C21 C22 H22A 119.0 . . ?
C22 C23 C20 119.96(18) . 2_766 ?
C22 C23 C24 120.35(19) . . ?
C20 C23 C24 119.67(17) 2_766 . ?
C25 C24 C29 117.29(19) . . ?
C25 C24 C23 120.62(18) . . ?
C29 C24 C23 122.02(19) . . ?
C26 C25 C24 120.9(2) . . ?
C26 C25 H25A 119.5 . . ?
C24 C25 H25A 119.5 . . ?
C27 C26 C25 121.3(2) . . ?
C27 C26 H26A 119.3 . . ?
C25 C26 H26A 119.3 . . ?
C28 C27 C26 118.0(2) . . ?
C28 C27 C30 120.6(2) . . ?
C26 C27 C30 121.4(2) . . ?
C27 C28 C29 121.3(2) . . ?
C27 C28 H28A 119.3 . . ?
C29 C28 H28A 119.3 . . ?
C28 C29 C24 121.1(2) . . ?
C28 C29 H29A 119.4 . . ?
C24 C29 H29A 119.4 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N2 C31 C32 111.47(17) . . ?
N2 C31 H31A 109.3 . . ?
C32 C31 H31A 109.3 . . ?
N2 C31 H31B 109.3 . . ?
C32 C31 H31B 109.3 . . ?
H31A C31 H31B 108.0 . . ?
C31 C32 C33 114.0(2) . . ?
C31 C32 H32A 108.8 . . ?
C33 C32 H32A 108.8 . . ?
C31 C32 H32B 108.8 . . ?
C33 C32 H32B 108.8 . . ?
H32A C32 H32B 107.7 . . ?
C34 C33 C32 111.7(2) . . ?
C34 C33 H33A 109.3 . . ?
C32 C33 H33A 109.3 . . ?
C34 C33 H33B 109.3 . . ?
C32 C33 H33B 109.3 . . ?
H33A C33 H33B 107.9 . . ?
C35 C34 C33 116.4(3) . . ?
C35 C34 H34A 108.2 . . ?
C33 C34 H34A 108.2 . . ?
C35 C34 H34B 108.2 . . ?
C33 C34 H34B 108.2 . . ?
H34A C34 H34B 107.3 . . ?
C34 C35 C36 111.1(3) . . ?
C34 C35 H35A 109.4 . . ?
C36 C35 H35A 109.4 . . ?
C34 C35 H35B 109.4 . . ?
C36 C35 H35B 109.4 . . ?
H35A C35 H35B 108.0 . . ?
C37 C36 C35 117.6(4) . . ?
C37 C36 H36A 107.9 . . ?
C35 C36 H36A 107.9 . . ?
C37 C36 H36B 107.9 . . ?
C35 C36 H36B 107.9 . . ?
H36A C36 H36B 107.2 . . ?
C36 C37 C38 113.2(5) . . ?
C36 C37 H37A 108.9 . . ?
C38 C37 H37A 108.9 . . ?
C36 C37 H37B 108.9 . . ?
C38 C37 H37B 108.9 . . ?
H37A C37 H37B 107.7 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_refine_diff_density_max         0.445
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.043

####################################################################### 
# 
# 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_ntdp-f
_database_code_depnum_ccdc_archive 'CCDC 2102286'
loop_
_audit_author_name
_audit_author_address
'suyeon kim'
;Seoul national university
South Korea
;
_audit_update_record             
;
2021-08-10 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H44 F2 N2 O2'
_chemical_formula_weight         574.73

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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                   17.8570(4)
_cell_length_b                   5.13060(10)
_cell_length_c                   17.2716(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.4039(14)
_cell_angle_gamma                90
_cell_volume                     1525.53(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2729
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      28.07

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.596
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.087
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5962
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13597
_diffrn_reflns_av_unetI/netI     0.0894
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_max         28.279
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3712
_reflns_number_gt                2385
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1497P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3712
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1224
_refine_ls_R_factor_gt           0.0925
_refine_ls_wR_factor_ref         0.2719
_refine_ls_wR_factor_gt          0.2545
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
F1 F 0.70726(10) -0.0890(4) 0.24829(11) 0.0375(5) Uani 1 1 d . . . . .
O1 O 0.98702(12) 1.3943(4) 0.67917(12) 0.0284(5) Uani 1 1 d . . . . .
N1 N 0.95929(12) 1.0806(4) 0.58335(12) 0.0186(5) Uani 1 1 d . . . . .
C1 C 1.00433(15) 1.2872(5) 0.62247(15) 0.0193(6) Uani 1 1 d . . . . .
C2 C 0.96986(14) 0.9593(5) 0.51535(14) 0.0174(6) Uani 1 1 d . . . . .
C3 C 0.92042(15) 0.7574(5) 0.47567(15) 0.0194(6) Uani 1 1 d . . . . .
H3A H 0.8791 0.7021 0.4968 0.023 Uiso 1 1 calc R U . . .
C4 C 0.92983(15) 0.6394(5) 0.40833(15) 0.0195(6) Uani 1 1 d . . . . .
C5 C 0.87240(15) 0.4452(5) 0.36444(15) 0.0192(6) Uani 1 1 d . . . . .
C6 C 0.79587(16) 0.4529(6) 0.37190(16) 0.0243(6) Uani 1 1 d . . . . .
H6A H 0.7817 0.5852 0.4038 0.029 Uiso 1 1 calc R U . . .
C7 C 0.74088(16) 0.2723(6) 0.33390(18) 0.0269(7) Uani 1 1 d . . . . .
H7A H 0.6896 0.2778 0.3400 0.032 Uiso 1 1 calc R U . . .
C8 C 0.76208(17) 0.0849(6) 0.28716(17) 0.0259(7) Uani 1 1 d . . . . .
C9 C 0.83567(17) 0.0695(6) 0.27638(16) 0.0239(6) Uani 1 1 d . . . . .
H9A H 0.8486 -0.0616 0.2433 0.029 Uiso 1 1 calc R U . . .
C10 C 0.89025(16) 0.2510(5) 0.31529(15) 0.0208(6) Uani 1 1 d . . . . .
H10A H 0.9412 0.2435 0.3084 0.025 Uiso 1 1 calc R U . . .
C11 C 0.89695(14) 0.9913(5) 0.61870(15) 0.0200(6) Uani 1 1 d . . . . .
H11A H 0.9117 1.0309 0.6769 0.024 Uiso 1 1 calc R U . . .
H11B H 0.8912 0.7999 0.6124 0.024 Uiso 1 1 calc R U . . .
C12 C 0.81960(15) 1.1206(6) 0.57947(16) 0.0233(6) Uani 1 1 d . . . . .
H12A H 0.8079 1.0995 0.5205 0.028 Uiso 1 1 calc R U . . .
H12B H 0.8234 1.3095 0.5916 0.028 Uiso 1 1 calc R U . . .
C13 C 0.75363(15) 1.0044(6) 0.60883(17) 0.0247(6) Uani 1 1 d . . . . .
H13A H 0.7435 0.8246 0.5879 0.030 Uiso 1 1 calc R U . . .
H13B H 0.7699 0.9943 0.6682 0.030 Uiso 1 1 calc R U . . .
C14 C 0.67898(16) 1.1608(6) 0.58306(19) 0.0289(7) Uani 1 1 d . . . . .
H14A H 0.6619 1.1656 0.5237 0.035 Uiso 1 1 calc R U . . .
H14B H 0.6897 1.3422 0.6023 0.035 Uiso 1 1 calc R U . . .
C15 C 0.61334(16) 1.0527(6) 0.6143(2) 0.0327(7) Uani 1 1 d . . . . .
H15A H 0.5983 0.8798 0.5896 0.039 Uiso 1 1 calc R U . . .
H15B H 0.6326 1.0271 0.6730 0.039 Uiso 1 1 calc R U . . .
C16 C 0.54224(17) 1.2238(6) 0.5975(2) 0.0350(8) Uani 1 1 d . . . . .
H16A H 0.5231 1.2496 0.5387 0.042 Uiso 1 1 calc R U . . .
H16B H 0.5574 1.3967 0.6221 0.042 Uiso 1 1 calc R U . . .
C17 C 0.47649(19) 1.1176(7) 0.6283(3) 0.0474(10) Uani 1 1 d . . . . .
H17A H 0.4605 0.9463 0.6028 0.057 Uiso 1 1 calc R U . . .
H17B H 0.4957 1.0890 0.6869 0.057 Uiso 1 1 calc R U . . .
C18 C 0.4065(2) 1.2934(9) 0.6122(3) 0.0630(13) Uani 1 1 d . . . . .
H18A H 0.3664 1.2132 0.6337 0.095 Uiso 1 1 calc R U . . .
H18B H 0.4214 1.4621 0.6384 0.095 Uiso 1 1 calc R U . . .
H18C H 0.3862 1.3192 0.5542 0.095 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
F1 C8 1.362(3) . ?
O1 C1 1.232(3) . ?
N1 C2 1.386(3) . ?
N1 C1 1.392(3) . ?
N1 C11 1.478(3) . ?
C1 C4 1.463(4) 3_776 ?
C2 C2 1.385(5) 3_776 ?
C2 C3 1.415(4) . ?
C3 C4 1.361(4) . ?
C4 C1 1.463(3) 3_776 ?
C4 C5 1.485(4) . ?
C5 C10 1.399(4) . ?
C5 C6 1.407(4) . ?
C6 C7 1.382(4) . ?
C7 C8 1.372(4) . ?
C8 C9 1.377(4) . ?
C9 C10 1.386(4) . ?
C11 C12 1.520(4) . ?
C12 C13 1.522(4) . ?
C13 C14 1.518(4) . ?
C14 C15 1.519(4) . ?
C15 C16 1.507(4) . ?
C16 C17 1.514(4) . ?
C17 C18 1.506(5) . ?

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 N1 C1 124.2(2) . . ?
C2 N1 C11 119.9(2) . . ?
C1 N1 C11 115.9(2) . . ?
O1 C1 N1 119.4(2) . . ?
O1 C1 C4 124.7(2) . 3_776 ?
N1 C1 C4 115.8(2) . 3_776 ?
C2 C2 N1 118.9(3) 3_776 . ?
C2 C2 C3 118.9(3) 3_776 . ?
N1 C2 C3 122.1(2) . . ?
C4 C3 C2 122.5(2) . . ?
C3 C4 C1 119.3(2) . 3_776 ?
C3 C4 C5 120.6(2) . . ?
C1 C4 C5 120.0(2) 3_776 . ?
C10 C5 C6 117.3(3) . . ?
C10 C5 C4 123.3(2) . . ?
C6 C5 C4 119.4(2) . . ?
C7 C6 C5 121.5(3) . . ?
C8 C7 C6 118.5(3) . . ?
F1 C8 C7 118.3(2) . . ?
F1 C8 C9 118.8(3) . . ?
C7 C8 C9 122.8(3) . . ?
C8 C9 C10 118.0(3) . . ?
C9 C10 C5 121.9(2) . . ?
N1 C11 C12 112.1(2) . . ?
C11 C12 C13 111.9(2) . . ?
C14 C13 C12 113.1(2) . . ?
C13 C14 C15 113.8(2) . . ?
C16 C15 C14 114.1(3) . . ?
C15 C16 C17 114.5(3) . . ?
C18 C17 C16 113.8(3) . . ?

_refine_diff_density_max         0.404
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.103

####################################################################### 
# 
# 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_ntdp
_database_code_depnum_ccdc_archive 'CCDC 2102285'
loop_
_audit_author_name
_audit_author_address
'suyeon kim'
;Seoul national university
South Korea
;
_audit_update_record             
;
2021-08-10 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H46 N2 O2'
_chemical_formula_weight         538.75

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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. 
;

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                   17.7449(3)
_cell_length_b                   5.12040(10)
_cell_length_c                   17.2448(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.5180(10)
_cell_angle_gamma                90
_cell_volume                     1502.21(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9184
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.31

_exptl_crystal_description       Needle
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.191
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.712
_exptl_crystal_size_mid          0.177
_exptl_crystal_size_min          0.153
_exptl_absorpt_coefficient_mu    0.073
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7019
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25950
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.394
_diffrn_reflns_theta_max         28.337
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3728
_reflns_number_gt                3145
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0539P)²+0.5412P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3728
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0519
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1177
_refine_ls_wR_factor_gt          0.1116
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.01286(5) -0.39349(18) 0.32036(5) 0.0283(2) Uani 1 1 d . . . . .
N1 N 0.04086(5) -0.07922(19) 0.41687(5) 0.0183(2) Uani 1 1 d . . . . .
C1 C -0.00425(6) -0.2881(2) 0.37734(6) 0.0195(2) Uani 1 1 d . . . . .
C2 C 0.03033(6) 0.0417(2) 0.48504(6) 0.0178(2) Uani 1 1 d . . . . .
C3 C 0.08036(6) 0.2442(2) 0.52572(6) 0.0198(2) Uani 1 1 d . . . . .
H3A H 0.1222 0.2994 0.5053 0.024 Uiso 1 1 calc R U . . .
C4 C 0.07097(6) 0.3632(2) 0.59299(6) 0.0185(2) Uani 1 1 d . . . . .
C5 C 0.12807(6) 0.5623(2) 0.63696(6) 0.0193(2) Uani 1 1 d . . . . .
C6 C 0.20494(6) 0.5628(2) 0.62937(7) 0.0249(3) Uani 1 1 d . . . . .
H6A H 0.2200 0.4327 0.5974 0.030 Uiso 1 1 calc R U . . .
C7 C 0.25913(7) 0.7502(3) 0.66781(8) 0.0288(3) Uani 1 1 d . . . . .
H7A H 0.3105 0.7483 0.6613 0.035 Uiso 1 1 calc R U . . .
C8 C 0.23910(7) 0.9403(3) 0.71557(8) 0.0287(3) Uani 1 1 d . . . . .
H8A H 0.2762 1.0695 0.7414 0.034 Uiso 1 1 calc R U . . .
C9 C 0.16435(7) 0.9394(2) 0.72513(7) 0.0251(3) Uani 1 1 d . . . . .
H9A H 0.1504 1.0676 0.7584 0.030 Uiso 1 1 calc R U . . .
C10 C 0.10933(6) 0.7530(2) 0.68665(6) 0.0213(2) Uani 1 1 d . . . . .
H10A H 0.0583 0.7551 0.6942 0.026 Uiso 1 1 calc R U . . .
C11 C 0.10213(6) 0.0153(2) 0.38133(6) 0.0195(2) Uani 1 1 d . . . . .
H11A H 0.1076 0.2068 0.3887 0.023 Uiso 1 1 calc R U . . .
H11B H 0.0858 -0.0210 0.3225 0.023 Uiso 1 1 calc R U . . .
C12 C 0.18140(6) -0.1133(2) 0.41959(7) 0.0240(3) Uani 1 1 d . . . . .
H12A H 0.1954 -0.0919 0.4791 0.029 Uiso 1 1 calc R U . . .
H12B H 0.1774 -0.3027 0.4075 0.029 Uiso 1 1 calc R U . . .
C13 C 0.24589(6) 0.0048(2) 0.38826(7) 0.0248(3) Uani 1 1 d . . . . .
H13A H 0.2562 0.1858 0.4087 0.030 Uiso 1 1 calc R U . . .
H13B H 0.2274 0.0127 0.3285 0.030 Uiso 1 1 calc R U . . .
C14 C 0.32222(7) -0.1503(3) 0.41381(8) 0.0291(3) Uani 1 1 d . . . . .
H14A H 0.3116 -0.3318 0.3939 0.035 Uiso 1 1 calc R U . . .
H14B H 0.3407 -0.1569 0.4736 0.035 Uiso 1 1 calc R U . . .
C15 C 0.38728(7) -0.0366(3) 0.38234(8) 0.0321(3) Uani 1 1 d . . . . .
H15A H 0.3663 -0.0063 0.3234 0.039 Uiso 1 1 calc R U . . .
H15B H 0.4033 0.1346 0.4085 0.039 Uiso 1 1 calc R U . . .
C16 C 0.45923(7) -0.2115(3) 0.39783(9) 0.0373(3) Uani 1 1 d . . . . .
H16A H 0.4794 -0.2442 0.4567 0.045 Uiso 1 1 calc R U . . .
H16B H 0.4431 -0.3817 0.3710 0.045 Uiso 1 1 calc R U . . .
C17 C 0.52510(8) -0.1009(3) 0.36829(11) 0.0473(4) Uani 1 1 d . . . . .
H17A H 0.5423 0.0674 0.3960 0.057 Uiso 1 1 calc R U . . .
H17B H 0.5050 -0.0653 0.3096 0.057 Uiso 1 1 calc R U . . .
C18 C 0.59552(9) -0.2820(4) 0.38308(14) 0.0636(5) Uani 1 1 d . . . . .
H18A H 0.6361 -0.2003 0.3628 0.095 Uiso 1 1 calc R U . . .
H18B H 0.6166 -0.3149 0.4412 0.095 Uiso 1 1 calc R U . . .
H18C H 0.5793 -0.4476 0.3548 0.095 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 1.2324(13) . ?
N1 C2 1.3874(14) . ?
N1 C1 1.3924(14) . ?
N1 C11 1.4735(13) . ?
C1 C4 1.4681(15) 3_556 ?
C2 C2 1.387(2) 3_556 ?
C2 C3 1.4147(15) . ?
C3 C4 1.3620(15) . ?
C3 H3A 0.9500 . ?
C4 C1 1.4681(15) 3_556 ?
C4 C5 1.4849(15) . ?
C5 C10 1.3999(16) . ?
C5 C6 1.4068(15) . ?
C6 C7 1.3866(17) . ?
C6 H6A 0.9500 . ?
C7 C8 1.3850(18) . ?
C7 H7A 0.9500 . ?
C8 C9 1.3824(17) . ?
C8 H8A 0.9500 . ?
C9 C10 1.3914(16) . ?
C9 H9A 0.9500 . ?
C10 H10A 0.9500 . ?
C11 C12 1.5232(15) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.5227(15) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.5232(16) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.5239(17) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.5196(18) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.5119(19) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.518(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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 N1 C1 124.08(9) . . ?
C2 N1 C11 119.93(9) . . ?
C1 N1 C11 115.99(8) . . ?
O1 C1 N1 119.28(10) . . ?
O1 C1 C4 124.68(10) . 3_556 ?
N1 C1 C4 116.03(9) . 3_556 ?
C2 C2 N1 118.92(12) 3_556 . ?
C2 C2 C3 119.03(12) 3_556 . ?
N1 C2 C3 122.04(9) . . ?
C4 C3 C2 122.59(10) . . ?
C4 C3 H3A 118.7 . . ?
C2 C3 H3A 118.7 . . ?
C3 C4 C1 119.06(10) . 3_556 ?
C3 C4 C5 120.74(10) . . ?
C1 C4 C5 120.19(10) 3_556 . ?
C10 C5 C6 117.46(10) . . ?
C10 C5 C4 123.03(10) . . ?
C6 C5 C4 119.51(10) . . ?
C7 C6 C5 121.04(11) . . ?
C7 C6 H6A 119.5 . . ?
C5 C6 H6A 119.5 . . ?
C8 C7 C6 120.69(11) . . ?
C8 C7 H7A 119.7 . . ?
C6 C7 H7A 119.7 . . ?
C9 C8 C7 119.05(11) . . ?
C9 C8 H8A 120.5 . . ?
C7 C8 H8A 120.5 . . ?
C8 C9 C10 120.83(11) . . ?
C8 C9 H9A 119.6 . . ?
C10 C9 H9A 119.6 . . ?
C9 C10 C5 120.90(10) . . ?
C9 C10 H10A 119.6 . . ?
C5 C10 H10A 119.6 . . ?
N1 C11 C12 112.18(9) . . ?
N1 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
N1 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C11 111.66(10) . . ?
C13 C12 H12A 109.3 . . ?
C11 C12 H12A 109.3 . . ?
C13 C12 H12B 109.3 . . ?
C11 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 C14 112.73(10) . . ?
C12 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C12 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 C15 113.53(11) . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 113.32(11) . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 114.29(12) . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C15 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C16 C17 C18 113.13(14) . . ?
C16 C17 H17A 109.0 . . ?
C18 C17 H17A 109.0 . . ?
C16 C17 H17B 109.0 . . ?
C18 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_refine_diff_density_max         0.350
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.047

