# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

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

data_2a
_database_code_depnum_ccdc_archive 'CCDC 2215442'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl, C44 H45 N2 O'
_chemical_formula_sum            'C44 H45 Cl N2 O'
_chemical_formula_weight         653.27
_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'
Cl Cl 0.1484 0.1585 '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      tetragonal
_space_group_IT_number           87
_space_group_name_H-M_alt        'I 4/m'
_space_group_name_Hall           '-I 4'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'

_cell_length_a                   21.727(6)
_cell_length_b                   21.727(6)
_cell_length_c                   17.751(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8380(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9430
_cell_measurement_temperature    201(2)
_cell_measurement_theta_max      23.65
_cell_measurement_theta_min      2.39
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.955
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6731
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1528 before and 0.0804 after correction.
The Ratio of minimum to maximum transmission is 0.9032.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.036
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2784
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0905
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            70018
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.403
_diffrn_reflns_theta_min         2.390
_diffrn_ambient_temperature      201.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2982
_reflns_number_total             3981
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3981
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0618
_refine_ls_restrained_S_all      1.102
_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)+(0.0727P)²+8.4543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1683
_refine_ls_wR_factor_ref         0.1784
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C14(H14), C16(H16)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C8(H8), C11(H11), C13(H13), C17(H17), C19(H19), C20(H20), C22(H22),
 C24(H24), C25(H25), C26(H26)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C27(H27A,H27B,
 H27C)
;
_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
Cl1 Cl 0.04482(5) 0.28041(5) 0.500000 0.0805(4) Uani 1 2 d S T P . .
N1 N 0.20356(8) 0.39491(8) 0.56209(10) 0.0437(4) Uani 1 1 d . . . . .
O1 O 0.33408(13) 0.34654(14) 0.500000 0.0827(9) Uani 1 2 d S T P . .
C1 C 0.09437(13) 0.51059(13) 0.500000 0.0403(7) Uani 1 2 d S T P . .
C2 C 0.05328(13) 0.55970(14) 0.500000 0.0434(7) Uani 1 2 d S T P . .
C3 C 0.15995(10) 0.43636(9) 0.53834(12) 0.0403(5) Uani 1 1 d . . . . .
C4 C 0.11854(9) 0.48379(10) 0.56693(12) 0.0407(5) Uani 1 1 d . . . . .
C5 C 0.10093(11) 0.50698(11) 0.63538(13) 0.0498(6) Uani 1 1 d . . . . .
H5 H 0.116577 0.490311 0.680996 0.060 Uiso 1 1 calc R . . . .
C6 C 0.22937(15) 0.36945(14) 0.500000 0.0447(7) Uani 1 2 d S T P . .
C7 C 0.22343(11) 0.39059(11) 0.64049(13) 0.0494(6) Uani 1 1 d . . . . .
C8 C 0.03540(11) 0.58253(11) 0.57183(14) 0.0513(6) Uani 1 1 d . . . . .
H8 H 0.007234 0.615866 0.575199 0.062 Uiso 1 1 calc R . . . .
C9 C 0.26925(18) 0.25886(16) 0.500000 0.0547(9) Uani 1 2 d S T P . .
C10 C 0.28275(17) 0.32459(17) 0.500000 0.0535(9) Uani 1 2 d S T P . .
C11 C 0.05857(11) 0.55670(11) 0.63597(15) 0.0556(6) Uani 1 1 d . . . . .
H11 H 0.045742 0.572771 0.683203 0.067 Uiso 1 1 calc R . . . .
C12 C 0.19064(12) 0.35306(12) 0.68942(14) 0.0578(7) Uani 1 1 d . . . . .
C13 C 0.20985(19) 0.23603(17) 0.500000 0.0606(10) Uani 1 2 d S T P . .
H13 H 0.175935 0.263627 0.500000 0.073 Uiso 1 2 calc RS T P . .
C14 C 0.13922(13) 0.31067(12) 0.66469(16) 0.0630(7) Uani 1 1 d . . . . .
H14 H 0.135593 0.313712 0.608658 0.076 Uiso 1 1 calc R . . . .
C15 C 0.27106(13) 0.43024(12) 0.66327(15) 0.0603(7) Uani 1 1 d . . . . .
C16 C 0.30525(13) 0.47298(14) 0.61061(17) 0.0682(8) Uani 1 1 d . . . . .
H16 H 0.293727 0.461857 0.557792 0.082 Uiso 1 1 calc R . . . .
C17 C 0.20672(16) 0.35697(15) 0.76586(17) 0.0792(9) Uani 1 1 d . . . . .
H17 H 0.185260 0.332551 0.801651 0.095 Uiso 1 1 calc R . . . .
C18 C 0.07753(14) 0.32948(15) 0.69870(19) 0.0779(9) Uani 1 1 d . . . . .
H18A H 0.078816 0.323768 0.753440 0.117 Uiso 1 1 calc GR . . . .
H18B H 0.044744 0.303917 0.677295 0.117 Uiso 1 1 calc GR . . . .
H18C H 0.069413 0.372845 0.687207 0.117 Uiso 1 1 calc GR . . . .
C19 C 0.28512(16) 0.43126(16) 0.73973(17) 0.0810(9) Uani 1 1 d . . . . .
H19 H 0.317364 0.457008 0.757423 0.097 Uiso 1 1 calc R . . . .
C20 C 0.1996(3) 0.1735(2) 0.500000 0.0795(13) Uani 1 2 d S T P . .
H20 H 0.158590 0.158251 0.500000 0.095 Uiso 1 2 calc RS T P . .
C21 C 0.15386(18) 0.24339(14) 0.6845(2) 0.0862(10) Uani 1 1 d . . . . .
H21A H 0.193231 0.231673 0.661675 0.129 Uiso 1 1 calc GR . . . .
H21B H 0.121175 0.216660 0.665046 0.129 Uiso 1 1 calc GR . . . .
H21C H 0.156501 0.238919 0.739314 0.129 Uiso 1 1 calc GR . . . .
C22 C 0.3187(2) 0.2174(2) 0.500000 0.0826(14) Uani 1 2 d S T P . .
H22 H 0.359912 0.232050 0.500000 0.099 Uiso 1 2 calc RS T P . .
C23 C 0.28647(16) 0.54031(15) 0.6240(2) 0.0881(10) Uani 1 1 d . . . . .
H23A H 0.241551 0.543901 0.621592 0.132 Uiso 1 1 calc GR . . . .
H23B H 0.305027 0.566434 0.585114 0.132 Uiso 1 1 calc GR . . . .
H23C H 0.300864 0.553534 0.673728 0.132 Uiso 1 1 calc GR . . . .
C24 C 0.25296(19) 0.39550(17) 0.78995(18) 0.0904(11) Uani 1 1 d . . . . .
H24 H 0.262789 0.397401 0.842047 0.108 Uiso 1 1 calc R . . . .
C25 C 0.2474(4) 0.1334(2) 0.500000 0.0980(18) Uani 1 2 d S T P . .
H25 H 0.239855 0.090279 0.500000 0.118 Uiso 1 2 calc RS T P . .
C26 C 0.3067(4) 0.1552(3) 0.500000 0.111(2) Uani 1 2 d S T P . .
H26 H 0.339970 0.126874 0.500000 0.133 Uiso 1 2 calc RS T P . .
C27 C 0.37463(16) 0.4661(2) 0.6183(3) 0.1091(13) Uani 1 1 d . . . . .
H27A H 0.387686 0.481503 0.667638 0.164 Uiso 1 1 calc GR . . . .
H27B H 0.395071 0.489837 0.578521 0.164 Uiso 1 1 calc GR . . . .
H27C H 0.385847 0.422601 0.613557 0.164 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.373(3) . ?
N1 C6 1.355(2) . ?
N1 C7 1.460(3) . ?
O1 C10 1.213(4) . ?
C1 C2 1.391(4) . ?
C1 C4 1.424(3) 10_556 ?
C1 C4 1.424(3) . ?
C2 C8 1.422(3) 10_556 ?
C2 C8 1.422(3) . ?
C3 C3 1.361(4) 10_556 ?
C3 C4 1.459(3) . ?
C4 C5 1.370(3) . ?
C5 H5 0.9500 . ?
C5 C11 1.419(3) . ?
C6 C10 1.515(4) . ?
C7 C12 1.388(4) . ?
C7 C15 1.406(4) . ?
C8 H8 0.9500 . ?
C8 C11 1.366(4) . ?
C9 C10 1.458(5) . ?
C9 C13 1.383(6) . ?
C9 C22 1.402(5) . ?
C11 H11 0.9500 . ?
C12 C14 1.513(4) . ?
C12 C17 1.404(4) . ?
C13 H13 0.9500 . ?
C13 C20 1.378(6) . ?
C14 H14 1.0000 . ?
C14 C18 1.526(4) . ?
C14 C21 1.537(4) . ?
C15 C16 1.512(4) . ?
C15 C19 1.391(4) . ?
C16 H16 1.0000 . ?
C16 C23 1.537(4) . ?
C16 C27 1.521(4) . ?
C17 H17 0.9500 . ?
C17 C24 1.376(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 0.9500 . ?
C19 C24 1.373(5) . ?
C20 H20 0.9500 . ?
C20 C25 1.355(7) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C26 1.377(8) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.373(8) . ?
C26 H26 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 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
C3 N1 C7 122.59(18) . . ?
C6 N1 C3 107.68(18) . . ?
C6 N1 C7 128.82(19) . . ?
C2 C1 C4 123.40(13) . . ?
C2 C1 C4 123.40(13) . 10_556 ?
C4 C1 C4 113.2(3) . 10_556 ?
C1 C2 C8 116.28(14) . . ?
C1 C2 C8 116.28(14) . 10_556 ?
C8 C2 C8 127.4(3) 10_556 . ?
N1 C3 C4 141.4(2) . . ?
C3 C3 N1 107.87(12) 10_556 . ?
C3 C3 C4 110.35(12) 10_556 . ?
C1 C4 C3 103.07(18) . . ?
C5 C4 C1 119.1(2) . . ?
C5 C4 C3 137.8(2) . . ?
C4 C5 H5 121.1 . . ?
C4 C5 C11 117.9(2) . . ?
C11 C5 H5 121.1 . . ?
N1 C6 N1 108.9(3) 10_556 . ?
N1 C6 C10 125.42(13) . . ?
N1 C6 C10 125.43(13) 10_556 . ?
C12 C7 N1 118.8(2) . . ?
C12 C7 C15 123.9(2) . . ?
C15 C7 N1 116.9(2) . . ?
C2 C8 H8 119.9 . . ?
C11 C8 C2 120.2(2) . . ?
C11 C8 H8 119.9 . . ?
C13 C9 C10 122.6(3) . . ?
C13 C9 C22 119.0(4) . . ?
C22 C9 C10 118.3(4) . . ?
O1 C10 C6 116.8(3) . . ?
O1 C10 C9 124.8(3) . . ?
C9 C10 C6 118.4(3) . . ?
C5 C11 H11 118.5 . . ?
C8 C11 C5 123.1(2) . . ?
C8 C11 H11 118.5 . . ?
C7 C12 C14 123.7(2) . . ?
C7 C12 C17 116.2(3) . . ?
C17 C12 C14 120.1(3) . . ?
C9 C13 H13 119.8 . . ?
C20 C13 C9 120.3(4) . . ?
C20 C13 H13 119.8 . . ?
C12 C14 H14 107.9 . . ?
C12 C14 C18 111.8(2) . . ?
C12 C14 C21 111.1(2) . . ?
C18 C14 H14 107.9 . . ?
C18 C14 C21 110.3(2) . . ?
C21 C14 H14 107.9 . . ?
C7 C15 C16 124.1(2) . . ?
C19 C15 C7 116.9(3) . . ?
C19 C15 C16 119.0(3) . . ?
C15 C16 H16 107.9 . . ?
C15 C16 C23 111.0(2) . . ?
C15 C16 C27 111.8(3) . . ?
C23 C16 H16 107.9 . . ?
C27 C16 H16 107.9 . . ?
C27 C16 C23 110.0(3) . . ?
C12 C17 H17 119.4 . . ?
C24 C17 C12 121.3(3) . . ?
C24 C17 H17 119.4 . . ?
C14 C18 H18A 109.5 . . ?
C14 C18 H18B 109.5 . . ?
C14 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C15 C19 H19 119.6 . . ?
C24 C19 C15 120.8(3) . . ?
C24 C19 H19 119.6 . . ?
C13 C20 H20 119.7 . . ?
C25 C20 C13 120.7(5) . . ?
C25 C20 H20 119.7 . . ?
C14 C21 H21A 109.5 . . ?
C14 C21 H21B 109.5 . . ?
C14 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C22 H22 120.5 . . ?
C26 C22 C9 119.0(5) . . ?
C26 C22 H22 120.5 . . ?
C16 C23 H23A 109.5 . . ?
C16 C23 H23B 109.5 . . ?
C16 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C24 H24 119.5 . . ?
C19 C24 C17 120.9(3) . . ?
C19 C24 H24 119.5 . . ?
C20 C25 H25 120.1 . . ?
C20 C25 C26 119.8(5) . . ?
C26 C25 H25 120.1 . . ?
C22 C26 H26 119.4 . . ?
C25 C26 C22 121.2(5) . . ?
C25 C26 H26 119.4 . . ?
C16 C27 H27A 109.5 . . ?
C16 C27 H27B 109.5 . . ?
C16 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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
N1 C3 C4 C1 172.4(3) . . . . ?
N1 C3 C4 C5 -5.5(5) . . . . ?
N1 C6 C10 O1 86.7(3) 10_556 . . . ?
N1 C6 C10 O1 -86.7(3) . . . . ?
N1 C6 C10 C9 -93.3(3) 10_556 . . . ?
N1 C6 C10 C9 93.3(3) . . . . ?
N1 C7 C12 C14 6.8(4) . . . . ?
N1 C7 C12 C17 -171.9(2) . . . . ?
N1 C7 C15 C16 -4.5(4) . . . . ?
N1 C7 C15 C19 172.8(2) . . . . ?
C1 C2 C8 C11 0.4(4) . . . . ?
C1 C4 C5 C11 0.6(3) . . . . ?
C2 C1 C4 C3 -178.3(3) . . . . ?
C2 C1 C4 C5 0.0(4) . . . . ?
C2 C8 C11 C5 0.2(4) . . . . ?
C3 N1 C6 N1 1.1(3) . . . 10_556 ?
C3 N1 C6 C10 175.5(3) . . . . ?
C3 N1 C7 C12 87.2(3) . . . . ?
C3 N1 C7 C15 -86.2(3) . . . . ?
C3 C3 C4 C1 0.53(19) 10_556 . . . ?
C3 C3 C4 C5 -177.3(3) 10_556 . . . ?
C3 C4 C5 C11 178.2(2) . . . . ?
C4 C1 C2 C8 0.5(4) 10_556 . . 10_556 ?
C4 C1 C2 C8 177.7(2) . . . 10_556 ?
C4 C1 C2 C8 -177.7(2) 10_556 . . . ?
C4 C1 C2 C8 -0.5(4) . . . . ?
C4 C1 C4 C3 -0.9(3) 10_556 . . . ?
C4 C1 C4 C5 177.44(16) 10_556 . . . ?
C4 C5 C11 C8 -0.7(4) . . . . ?
C6 N1 C3 C3 -0.7(2) . . . 10_556 ?
C6 N1 C3 C4 -172.6(3) . . . . ?
C6 N1 C7 C12 -105.2(3) . . . . ?
C6 N1 C7 C15 81.4(3) . . . . ?
C7 N1 C3 C3 169.26(17) . . . 10_556 ?
C7 N1 C3 C4 -2.7(4) . . . . ?
C7 N1 C6 N1 -168.01(17) . . . 10_556 ?
C7 N1 C6 C10 6.4(5) . . . . ?
C7 C12 C14 C18 -115.7(3) . . . . ?
C7 C12 C14 C21 120.7(3) . . . . ?
C7 C12 C17 C24 -0.7(4) . . . . ?
C7 C15 C16 C23 107.4(3) . . . . ?
C7 C15 C16 C27 -129.3(3) . . . . ?
C7 C15 C19 C24 -0.8(5) . . . . ?
C8 C2 C8 C11 -177.5(2) 10_556 . . . ?
C9 C13 C20 C25 0.0 . . . . ?
C9 C22 C26 C25 0.0 . . . . ?
C10 C9 C13 C20 180.0 . . . . ?
C10 C9 C22 C26 180.0 . . . . ?
C12 C7 C15 C16 -177.6(2) . . . . ?
C12 C7 C15 C19 -0.3(4) . . . . ?
C12 C17 C24 C19 -0.3(5) . . . . ?
C13 C9 C10 O1 180.0 . . . . ?
C13 C9 C10 C6 0.0 . . . . ?
C13 C9 C22 C26 0.0 . . . . ?
C13 C20 C25 C26 0.0 . . . . ?
C14 C12 C17 C24 -179.5(3) . . . . ?
C15 C7 C12 C14 179.7(2) . . . . ?
C15 C7 C12 C17 1.0(4) . . . . ?
C15 C19 C24 C17 1.1(5) . . . . ?
C16 C15 C19 C24 176.6(3) . . . . ?
C17 C12 C14 C18 62.9(3) . . . . ?
C17 C12 C14 C21 -60.7(3) . . . . ?
C19 C15 C16 C23 -69.8(4) . . . . ?
C19 C15 C16 C27 53.4(4) . . . . ?
C20 C25 C26 C22 0.0 . . . . ?
C22 C9 C10 O1 0.0 . . . . ?
C22 C9 C10 C6 180.0 . . . . ?
C22 C9 C13 C20 0.0 . . . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.000 20 2 ' '
2 0.500 0.500 0.000 628 169 ' '
3 0.000 0.000 0.500 628 169 ' '
4 0.500 0.500 0.500 20 2 ' '

_platon_squeeze_void_probe_radius 1.20
_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_2b
_database_code_depnum_ccdc_archive 'CCDC 2215443'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C45 H44 F3 N2 O, Cl'
_chemical_formula_sum            'C45 H44 Cl F3 N2 O'
_chemical_formula_weight         721.27
_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'
Cl Cl 0.1484 0.1585 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.4788(3)
_cell_length_b                   16.7969(5)
_cell_length_c                   20.4525(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.9930(10)
_cell_angle_gamma                90
_cell_volume                     3894.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9889
_cell_measurement_temperature    192.0
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      2.27
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.964
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1284 before and 0.0511 after correction.
The Ratio of minimum to maximum transmission is 0.9179.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1520
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            41337
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.356
_diffrn_reflns_theta_min         1.796
_diffrn_ambient_temperature      192.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6028
_reflns_number_total             7935
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.348
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         7935
_refine_ls_number_restraints     114
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0763
_refine_ls_restrained_S_all      1.132
_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)+(0.1280P)²+3.6234P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2177
_refine_ls_wR_factor_ref         0.2378
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F3) \\sim Ueq, Uanis(F2) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 F3, C29, F2, F1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C45, C42, C44
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C32, C41, C33, C24, C31, C39, C25, C13, C15, C16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4.a Ternary CH refined with riding coordinates:
 C19(H19), C21(H21), C22(H22), C42(H42)
4.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11), C17(H17), C20(H20), C25(H25), C26(H26), C27(H27),
 C31(H31), C32(H32), C33(H33), C35(H35), C39(H39), C40(H40), C41(H41), C43(H43)
4.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C34(H34A,H34B,H34C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C44(H44A,H44B,H44C), C45(H45A,
 H45B,H45C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.28702(18) 0.86506(11) 0.71957(10) 0.0465(5) Uani 1 1 d . . . . .
N1 N 0.33261(18) 0.71563(12) 0.61255(10) 0.0311(5) Uani 1 1 d . . . . .
N2 N 0.15883(17) 0.72888(11) 0.64514(10) 0.0283(4) Uani 1 1 d . . . . .
F1 F 0.6943(2) 0.63394(16) 0.94158(11) 0.0829(7) Uani 1 1 d . U . . .
C1 C 0.0660(2) 0.76497(14) 0.67689(12) 0.0307(5) Uani 1 1 d . . . . .
C2 C 0.2748(2) 0.74580(13) 0.66014(11) 0.0280(5) Uani 1 1 d . . . . .
C3 C 0.1431(2) 0.68501(14) 0.58748(12) 0.0331(5) Uani 1 1 d . . . . .
C4 C 0.2505(2) 0.67992(15) 0.56616(13) 0.0350(6) Uani 1 1 d . . . . .
C5 C 0.4322(2) 0.77007(14) 0.76105(12) 0.0318(5) Uani 1 1 d . . . . .
C6 C 0.4561(2) 0.73078(16) 0.60735(13) 0.0370(6) Uani 1 1 d . . . . .
C7 C 0.3298(2) 0.79972(14) 0.71523(12) 0.0317(5) Uani 1 1 d . . . . .
C8 C 0.0203(2) 0.83772(15) 0.65098(13) 0.0355(6) Uani 1 1 d . . . . .
C9 C 0.4341(2) 0.69156(15) 0.78344(13) 0.0368(6) Uani 1 1 d . . . . .
H9 H 0.372540 0.655839 0.766471 0.044 Uiso 1 1 calc R . . . .
C10 C 0.5265(2) 0.66617(16) 0.83066(14) 0.0405(6) Uani 1 1 d . . . . .
H10 H 0.526932 0.613533 0.847694 0.049 Uiso 1 1 calc R . . . .
C11 C 0.5241(2) 0.82244(16) 0.78460(14) 0.0385(6) Uani 1 1 d . . . . .
H11 H 0.521667 0.876015 0.769557 0.046 Uiso 1 1 calc R . . . .
C12 C 0.0293(2) 0.72656(16) 0.73006(14) 0.0395(6) Uani 1 1 d . . . . .
C13 C 0.0516(3) 0.64897(15) 0.53886(14) 0.0414(6) Uani 1 1 d . U . . .
C14 C 0.6182(2) 0.71773(17) 0.85295(14) 0.0406(6) Uani 1 1 d . . . . .
C15 C 0.1143(3) 0.62956(16) 0.48578(14) 0.0461(6) Uani 1 1 d . U . . .
C16 C 0.2358(3) 0.64804(16) 0.49905(13) 0.0435(6) Uani 1 1 d . U . . .
C17 C 0.6175(2) 0.79620(17) 0.82939(15) 0.0423(6) Uani 1 1 d . . . . .
H17 H 0.681364 0.830936 0.844418 0.051 Uiso 1 1 calc R . . . .
C18 C 0.5381(2) 0.66950(17) 0.62382(15) 0.0424(6) Uani 1 1 d . . . . .
C19 C 0.0783(3) 0.64677(18) 0.75571(15) 0.0464(7) Uani 1 1 d . . . . .
H19 H 0.147168 0.634155 0.732991 0.056 Uiso 1 1 calc R . . . .
C20 C -0.0677(2) 0.87198(17) 0.68122(17) 0.0471(7) Uani 1 1 d . . . . .
H20 H -0.101885 0.921009 0.664900 0.057 Uiso 1 1 calc R . . . .
C21 C 0.0618(3) 0.87820(16) 0.59251(14) 0.0425(6) Uani 1 1 d . . . . .
H21 H 0.134819 0.850197 0.583997 0.051 Uiso 1 1 calc R . . . .
F2 F 0.7957(3) 0.6473(3) 0.86930(18) 0.1359(12) Uani 1 1 d . U . . .
C22 C 0.5062(3) 0.58827(17) 0.64768(15) 0.0449(7) Uani 1 1 d . . . . .
H22 H 0.431839 0.593786 0.667107 0.054 Uiso 1 1 calc R . . . .
C23 C 0.4858(3) 0.80557(18) 0.58554(17) 0.0536(8) Uani 1 1 d . . . . .
C24 C 0.0596(3) 0.59679(19) 0.42610(16) 0.0586(7) Uani 1 1 d . U . . .
C25 C -0.0654(3) 0.63125(18) 0.53342(18) 0.0524(7) Uani 1 1 d . U . . .
H25 H -0.109071 0.643342 0.567961 0.063 Uiso 1 1 calc R . . . .
C26 C -0.1063(3) 0.8360(2) 0.73445(19) 0.0569(8) Uani 1 1 d . . . . .
H26 H -0.165917 0.860724 0.754801 0.068 Uiso 1 1 calc R . . . .
C27 C -0.0589(3) 0.7645(2) 0.75834(18) 0.0556(8) Uani 1 1 d . . . . .
H27 H -0.086900 0.740325 0.794926 0.067 Uiso 1 1 calc R . . . .
C28 C 0.4833(3) 0.5288(2) 0.59052(18) 0.0613(9) Uani 1 1 d . . . . .
H28A H 0.417173 0.547488 0.557917 0.092 Uiso 1 1 calc GR . . . .
H28B H 0.463939 0.476699 0.607523 0.092 Uiso 1 1 calc GR . . . .
H28C H 0.554011 0.524121 0.569463 0.092 Uiso 1 1 calc GR . . . .
C29 C 0.7205(3) 0.6886(2) 0.90054(18) 0.0594(7) Uani 1 1 d . U . . .
F3 F 0.7822(4) 0.74097(17) 0.9310(2) 0.188(2) Uani 1 1 d . U . . .
C30 C 0.6018(3) 0.5553(2) 0.70143(18) 0.0591(9) Uani 1 1 d . . . . .
H30A H 0.668108 0.535730 0.681038 0.089 Uiso 1 1 calc GR . . . .
H30B H 0.569286 0.511540 0.724588 0.089 Uiso 1 1 calc GR . . . .
H30C H 0.629366 0.597665 0.733084 0.089 Uiso 1 1 calc GR . . . .
C31 C -0.0610(4) 0.5780(2) 0.4214(2) 0.0694(8) Uani 1 1 d . U . . .
H31 H -0.101470 0.554531 0.382008 0.083 Uiso 1 1 calc R . . . .
C32 C 0.3043(4) 0.63784(19) 0.45000(15) 0.0557(7) Uani 1 1 d . U . . .
H32 H 0.386021 0.650407 0.457730 0.067 Uiso 1 1 calc R . . . .
C33 C 0.1352(4) 0.5881(2) 0.37614(17) 0.0689(8) Uani 1 1 d . U . . .
H33 H 0.103006 0.567557 0.333868 0.083 Uiso 1 1 calc R . . . .
C34 C 0.0937(4) 0.96529(19) 0.60664(18) 0.0625(9) Uani 1 1 d . . . . .
H34A H 0.022550 0.995153 0.612216 0.094 Uiso 1 1 calc GR . . . .
H34B H 0.127608 0.987633 0.569542 0.094 Uiso 1 1 calc GR . . . .
H34C H 0.151395 0.969077 0.647235 0.094 Uiso 1 1 calc GR . . . .
C35 C 0.6545(3) 0.6869(2) 0.6178(2) 0.0659(10) Uani 1 1 d . . . . .
H35 H 0.713011 0.646900 0.628118 0.079 Uiso 1 1 calc R . . . .
C36 C -0.0292(4) 0.8706(2) 0.53050(18) 0.0693(11) Uani 1 1 d . . . . .
H36A H -0.049662 0.814358 0.522700 0.104 Uiso 1 1 calc GR . . . .
H36B H 0.003312 0.891835 0.492542 0.104 Uiso 1 1 calc GR . . . .
H36C H -0.100153 0.900609 0.536200 0.104 Uiso 1 1 calc GR . . . .
C37 C 0.1217(4) 0.6476(3) 0.82956(19) 0.0694(10) Uani 1 1 d . . . . .
H37A H 0.178589 0.691004 0.840254 0.104 Uiso 1 1 calc GR . . . .
H37B H 0.159946 0.596709 0.842928 0.104 Uiso 1 1 calc GR . . . .
H37C H 0.054795 0.655639 0.853261 0.104 Uiso 1 1 calc GR . . . .
C38 C -0.0140(4) 0.5818(2) 0.7375(2) 0.0664(10) Uani 1 1 d . . . . .
H38A H -0.081292 0.591470 0.760660 0.100 Uiso 1 1 calc GR . . . .
H38B H 0.020685 0.529787 0.750618 0.100 Uiso 1 1 calc GR . . . .
H38C H -0.040820 0.582417 0.689619 0.100 Uiso 1 1 calc GR . . . .
C39 C -0.1202(3) 0.5934(2) 0.4730(2) 0.0660(8) Uani 1 1 d . U . . .
H39 H -0.200836 0.578461 0.468992 0.079 Uiso 1 1 calc R . . . .
C40 C 0.6041(4) 0.8186(2) 0.5813(2) 0.0764(13) Uani 1 1 d . . . . .
H40 H 0.627910 0.869003 0.566956 0.092 Uiso 1 1 calc R . . . .
C41 C 0.2504(4) 0.6084(2) 0.38825(16) 0.0679(9) Uani 1 1 d . U . . .
H41 H 0.296678 0.602611 0.353865 0.082 Uiso 1 1 calc R . . . .
C42 C 0.3971(4) 0.8704(2) 0.5655(2) 0.0731(11) Uani 1 1 d . U . . .
H42 H 0.324056 0.856435 0.584061 0.088 Uiso 1 1 calc R . . . .
C43 C 0.6870(3) 0.7602(3) 0.5976(2) 0.0771(12) Uani 1 1 d . . . . .
H43 H 0.767391 0.770572 0.594731 0.093 Uiso 1 1 calc R . . . .
C44 C 0.4370(6) 0.9519(3) 0.5921(3) 0.1167(19) Uani 1 1 d . U . . .
H44A H 0.462822 0.948500 0.640013 0.175 Uiso 1 1 calc GR . . . .
H44B H 0.371380 0.989555 0.582837 0.175 Uiso 1 1 calc GR . . . .
H44C H 0.502762 0.970157 0.570606 0.175 Uiso 1 1 calc GR . . . .
C45 C 0.3648(6) 0.8728(3) 0.4913(3) 0.1070(16) Uani 1 1 d . U . . .
H45A H 0.436199 0.880830 0.471326 0.161 Uiso 1 1 calc GR . . . .
H45B H 0.309676 0.916664 0.478589 0.161 Uiso 1 1 calc GR . . . .
H45C H 0.327588 0.822326 0.475543 0.161 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.28471(9) 0.50055(5) 0.71952(8) 0.0892(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.211(3) . ?
N1 C2 1.359(3) . ?
N1 C4 1.367(3) . ?
N1 C6 1.460(3) . ?
N2 C1 1.463(3) . ?
N2 C2 1.349(3) . ?
N2 C3 1.378(3) . ?
F1 C29 1.311(4) . ?
C1 C8 1.401(3) . ?
C1 C12 1.386(4) . ?
C2 C7 1.505(3) . ?
C3 C4 1.372(4) . ?
C3 C13 1.460(4) . ?
C4 C16 1.458(4) . ?
C5 C7 1.471(4) . ?
C5 C9 1.395(4) . ?
C5 C11 1.400(4) . ?
C6 C18 1.400(4) . ?
C6 C23 1.393(4) . ?
C8 C20 1.390(4) . ?
C8 C21 1.516(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(4) . ?
C10 H10 0.9500 . ?
C10 C14 1.384(4) . ?
C11 H11 0.9500 . ?
C11 C17 1.369(4) . ?
C12 C19 1.515(4) . ?
C12 C27 1.395(4) . ?
C13 C15 1.431(4) . ?
C13 C25 1.363(4) . ?
C14 C17 1.403(4) . ?
C14 C29 1.485(4) . ?
C15 C16 1.413(5) . ?
C15 C24 1.395(4) . ?
C16 C32 1.379(4) . ?
C17 H17 0.9500 . ?
C18 C22 1.513(4) . ?
C18 C35 1.392(4) . ?
C19 H19 1.0000 . ?
C19 C37 1.515(5) . ?
C19 C38 1.527(5) . ?
C20 H20 0.9500 . ?
C20 C26 1.377(5) . ?
C21 H21 1.0000 . ?
C21 C34 1.525(4) . ?
C21 C36 1.517(4) . ?
F2 C29 1.345(5) . ?
C22 H22 1.0000 . ?
C22 C28 1.529(5) . ?
C22 C30 1.531(4) . ?
C23 C40 1.391(5) . ?
C23 C42 1.503(5) . ?
C24 C31 1.409(6) . ?
C24 C33 1.447(6) . ?
C25 H25 0.9500 . ?
C25 C39 1.444(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.377(5) . ?
C27 H27 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 F3 1.235(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31 0.9500 . ?
C31 C39 1.367(6) . ?
C32 H32 0.9500 . ?
C32 C41 1.406(5) . ?
C33 H33 0.9500 . ?
C33 C41 1.351(6) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35 0.9500 . ?
C35 C43 1.368(6) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C40 C43 1.372(6) . ?
C41 H41 0.9500 . ?
C42 H42 1.0000 . ?
C42 C44 1.517(6) . ?
C42 C45 1.507(7) . ?
C43 H43 0.9500 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 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 C4 107.5(2) . . ?
C2 N1 C6 125.1(2) . . ?
C4 N1 C6 126.7(2) . . ?
C2 N2 C1 125.0(2) . . ?
C2 N2 C3 107.4(2) . . ?
C3 N2 C1 126.5(2) . . ?
C8 C1 N2 116.7(2) . . ?
C12 C1 N2 119.2(2) . . ?
C12 C1 C8 124.2(2) . . ?
N1 C2 C7 124.5(2) . . ?
N2 C2 N1 109.5(2) . . ?
N2 C2 C7 125.5(2) . . ?
N2 C3 C13 142.0(2) . . ?
C4 C3 N2 107.5(2) . . ?
C4 C3 C13 110.1(2) . . ?
N1 C4 C3 108.0(2) . . ?
N1 C4 C16 141.3(3) . . ?
C3 C4 C16 110.1(2) . . ?
C9 C5 C7 119.9(2) . . ?
C9 C5 C11 120.6(2) . . ?
C11 C5 C7 119.4(2) . . ?
C18 C6 N1 118.6(2) . . ?
C23 C6 N1 118.0(2) . . ?
C23 C6 C18 123.4(3) . . ?
O1 C7 C2 118.2(2) . . ?
O1 C7 C5 123.6(2) . . ?
C5 C7 C2 118.2(2) . . ?
C1 C8 C21 123.0(2) . . ?
C20 C8 C1 116.6(3) . . ?
C20 C8 C21 120.4(2) . . ?
C5 C9 H9 120.3 . . ?
C10 C9 C5 119.4(2) . . ?
C10 C9 H9 120.3 . . ?
C9 C10 H10 120.1 . . ?
C14 C10 C9 119.8(3) . . ?
C14 C10 H10 120.1 . . ?
C5 C11 H11 120.1 . . ?
C17 C11 C5 119.8(2) . . ?
C17 C11 H11 120.1 . . ?
C1 C12 C19 122.8(2) . . ?
C1 C12 C27 116.2(3) . . ?
C27 C12 C19 121.0(3) . . ?
C15 C13 C3 102.6(2) . . ?
C25 C13 C3 137.8(3) . . ?
C25 C13 C15 119.6(3) . . ?
C10 C14 C17 120.7(3) . . ?
C10 C14 C29 119.5(3) . . ?
C17 C14 C29 119.7(3) . . ?
C16 C15 C13 113.7(2) . . ?
C24 C15 C13 122.9(3) . . ?
C24 C15 C16 123.4(3) . . ?
C15 C16 C4 103.1(2) . . ?
C32 C16 C4 137.3(3) . . ?
C32 C16 C15 119.4(3) . . ?
C11 C17 C14 119.6(3) . . ?
C11 C17 H17 120.2 . . ?
C14 C17 H17 120.2 . . ?
C6 C18 C22 123.6(2) . . ?
C35 C18 C6 116.3(3) . . ?
C35 C18 C22 120.1(3) . . ?
C12 C19 H19 107.7 . . ?
C12 C19 C38 110.0(3) . . ?
C37 C19 C12 112.6(3) . . ?
C37 C19 H19 107.7 . . ?
C37 C19 C38 110.9(3) . . ?
C38 C19 H19 107.7 . . ?
C8 C20 H20 119.5 . . ?
C26 C20 C8 121.1(3) . . ?
C26 C20 H20 119.5 . . ?
C8 C21 H21 107.5 . . ?
C8 C21 C34 112.1(3) . . ?
C8 C21 C36 111.2(3) . . ?
C34 C21 H21 107.5 . . ?
C36 C21 H21 107.5 . . ?
C36 C21 C34 110.7(3) . . ?
C18 C22 H22 108.0 . . ?
C18 C22 C28 111.3(3) . . ?
C18 C22 C30 112.0(3) . . ?
C28 C22 H22 108.0 . . ?
C28 C22 C30 109.4(3) . . ?
C30 C22 H22 108.0 . . ?
C6 C23 C42 123.4(3) . . ?
C40 C23 C6 116.9(3) . . ?
C40 C23 C42 119.7(3) . . ?
C15 C24 C31 116.8(3) . . ?
C15 C24 C33 114.9(4) . . ?
C31 C24 C33 128.3(3) . . ?
C13 C25 H25 121.4 . . ?
C13 C25 C39 117.3(3) . . ?
C39 C25 H25 121.4 . . ?
C20 C26 H26 119.8 . . ?
C27 C26 C20 120.3(3) . . ?
C27 C26 H26 119.8 . . ?
C12 C27 H27 119.2 . . ?
C26 C27 C12 121.5(3) . . ?
C26 C27 H27 119.2 . . ?
C22 C28 H28A 109.5 . . ?
C22 C28 H28B 109.5 . . ?
C22 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
F1 C29 C14 114.4(3) . . ?
F1 C29 F2 99.8(3) . . ?
F2 C29 C14 111.0(3) . . ?
F3 C29 F1 110.3(4) . . ?
F3 C29 C14 115.4(3) . . ?
F3 C29 F2 104.3(4) . . ?
C22 C30 H30A 109.5 . . ?
C22 C30 H30B 109.5 . . ?
C22 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C24 C31 H31 119.8 . . ?
C39 C31 C24 120.4(3) . . ?
C39 C31 H31 119.8 . . ?
C16 C32 H32 120.8 . . ?
C16 C32 C41 118.4(4) . . ?
C41 C32 H32 120.8 . . ?
C24 C33 H33 119.3 . . ?
C41 C33 C24 121.5(3) . . ?
C41 C33 H33 119.3 . . ?
C21 C34 H34A 109.5 . . ?
C21 C34 H34B 109.5 . . ?
C21 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C18 C35 H35 119.1 . . ?
C43 C35 C18 121.7(3) . . ?
C43 C35 H35 119.1 . . ?
C21 C36 H36A 109.5 . . ?
C21 C36 H36B 109.5 . . ?
C21 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C19 C37 H37A 109.5 . . ?
C19 C37 H37B 109.5 . . ?
C19 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C19 C38 H38A 109.5 . . ?
C19 C38 H38B 109.5 . . ?
C19 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C25 C39 H39 118.6 . . ?
C31 C39 C25 122.8(4) . . ?
C31 C39 H39 118.6 . . ?
C23 C40 H40 119.4 . . ?
C43 C40 C23 121.3(3) . . ?
C43 C40 H40 119.4 . . ?
C32 C41 H41 118.9 . . ?
C33 C41 C32 122.3(4) . . ?
C33 C41 H41 118.9 . . ?
C23 C42 H42 107.4 . . ?
C23 C42 C44 113.7(4) . . ?
C23 C42 C45 110.1(4) . . ?
C44 C42 H42 107.4 . . ?
C45 C42 H42 107.4 . . ?
C45 C42 C44 110.5(4) . . ?
C35 C43 C40 120.4(3) . . ?
C35 C43 H43 119.8 . . ?
C40 C43 H43 119.8 . . ?
C42 C44 H44A 109.5 . . ?
C42 C44 H44B 109.5 . . ?
C42 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C42 C45 H45A 109.5 . . ?
C42 C45 H45B 109.5 . . ?
C42 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 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
N1 C2 C7 O1 120.8(3) . . . . ?
N1 C2 C7 C5 -59.5(3) . . . . ?
N1 C4 C16 C15 -173.5(3) . . . . ?
N1 C4 C16 C32 1.8(6) . . . . ?
N1 C6 C18 C22 -0.8(4) . . . . ?
N1 C6 C18 C35 179.8(3) . . . . ?
N1 C6 C23 C40 179.7(3) . . . . ?
N1 C6 C23 C42 -1.6(5) . . . . ?
N2 C1 C8 C20 -179.9(2) . . . . ?
N2 C1 C8 C21 0.8(4) . . . . ?
N2 C1 C12 C19 -2.1(4) . . . . ?
N2 C1 C12 C27 179.5(3) . . . . ?
N2 C2 C7 O1 -49.7(3) . . . . ?
N2 C2 C7 C5 130.0(3) . . . . ?
N2 C3 C4 N1 4.0(3) . . . . ?
N2 C3 C4 C16 -168.8(2) . . . . ?
N2 C3 C13 C15 167.1(3) . . . . ?
N2 C3 C13 C25 -13.4(6) . . . . ?
C1 N2 C2 N1 -166.8(2) . . . . ?
C1 N2 C2 C7 4.9(4) . . . . ?
C1 N2 C3 C4 164.8(2) . . . . ?
C1 N2 C3 C13 -7.4(5) . . . . ?
C1 C8 C20 C26 0.8(4) . . . . ?
C1 C8 C21 C34 -129.7(3) . . . . ?
C1 C8 C21 C36 105.8(3) . . . . ?
C1 C12 C19 C37 128.0(3) . . . . ?
C1 C12 C19 C38 -107.8(3) . . . . ?
C1 C12 C27 C26 0.0(5) . . . . ?
C2 N1 C4 C3 -3.0(3) . . . . ?
C2 N1 C4 C16 166.2(3) . . . . ?
C2 N1 C6 C18 107.2(3) . . . . ?
C2 N1 C6 C23 -73.5(3) . . . . ?
C2 N2 C1 C8 85.5(3) . . . . ?
C2 N2 C1 C12 -94.1(3) . . . . ?
C2 N2 C3 C4 -3.4(3) . . . . ?
C2 N2 C3 C13 -175.7(3) . . . . ?
C3 N2 C1 C8 -80.8(3) . . . . ?
C3 N2 C1 C12 99.7(3) . . . . ?
C3 N2 C2 N1 1.6(3) . . . . ?
C3 N2 C2 C7 173.3(2) . . . . ?
C3 C4 C16 C15 -4.4(3) . . . . ?
C3 C4 C16 C32 170.9(3) . . . . ?
C3 C13 C15 C16 2.1(3) . . . . ?
C3 C13 C15 C24 -176.8(3) . . . . ?
C3 C13 C25 C39 -179.5(3) . . . . ?
C4 N1 C2 N2 0.9(3) . . . . ?
C4 N1 C2 C7 -171.0(2) . . . . ?
C4 N1 C6 C18 -83.7(3) . . . . ?
C4 N1 C6 C23 95.6(3) . . . . ?
C4 C3 C13 C15 -5.0(3) . . . . ?
C4 C3 C13 C25 174.5(3) . . . . ?
C4 C16 C32 C41 -175.4(3) . . . . ?
C5 C9 C10 C14 -2.8(4) . . . . ?
C5 C11 C17 C14 -2.1(4) . . . . ?
C6 N1 C2 N2 171.7(2) . . . . ?
C6 N1 C2 C7 -0.1(4) . . . . ?
C6 N1 C4 C3 -173.7(2) . . . . ?
C6 N1 C4 C16 -4.5(5) . . . . ?
C6 C18 C22 C28 94.9(3) . . . . ?
C6 C18 C22 C30 -142.3(3) . . . . ?
C6 C18 C35 C43 0.6(6) . . . . ?
C6 C23 C40 C43 0.4(6) . . . . ?
C6 C23 C42 C44 136.4(4) . . . . ?
C6 C23 C42 C45 -99.1(4) . . . . ?
C7 C5 C9 C10 -174.8(2) . . . . ?
C7 C5 C11 C17 177.3(2) . . . . ?
C8 C1 C12 C19 178.4(3) . . . . ?
C8 C1 C12 C27 0.0(4) . . . . ?
C8 C20 C26 C27 -0.8(5) . . . . ?
C9 C5 C7 O1 138.6(3) . . . . ?
C9 C5 C7 C2 -41.0(3) . . . . ?
C9 C5 C11 C17 0.8(4) . . . . ?
C9 C10 C14 C17 1.5(4) . . . . ?
C9 C10 C14 C29 -176.3(3) . . . . ?
C10 C14 C17 C11 1.0(4) . . . . ?
C10 C14 C29 F1 -32.3(5) . . . . ?
C10 C14 C29 F2 79.8(4) . . . . ?
C10 C14 C29 F3 -161.9(4) . . . . ?
C11 C5 C7 O1 -37.9(4) . . . . ?
C11 C5 C7 C2 142.5(2) . . . . ?
C11 C5 C9 C10 1.6(4) . . . . ?
C12 C1 C8 C20 -0.4(4) . . . . ?
C12 C1 C8 C21 -179.7(3) . . . . ?
C13 C3 C4 N1 178.9(2) . . . . ?
C13 C3 C4 C16 6.1(3) . . . . ?
C13 C15 C16 C4 1.2(3) . . . . ?
C13 C15 C16 C32 -175.1(3) . . . . ?
C13 C15 C24 C31 -4.2(4) . . . . ?
C13 C15 C24 C33 174.5(3) . . . . ?
C13 C25 C39 C31 -2.6(5) . . . . ?
C15 C13 C25 C39 -0.2(4) . . . . ?
C15 C16 C32 C41 -0.6(4) . . . . ?
C15 C24 C31 C39 1.3(5) . . . . ?
C15 C24 C33 C41 1.8(5) . . . . ?
C16 C15 C24 C31 177.0(3) . . . . ?
C16 C15 C24 C33 -4.2(4) . . . . ?
C16 C32 C41 C33 -1.7(5) . . . . ?
C17 C14 C29 F1 149.9(3) . . . . ?
C17 C14 C29 F2 -98.1(4) . . . . ?
C17 C14 C29 F3 20.2(6) . . . . ?
C18 C6 C23 C40 -1.0(5) . . . . ?
C18 C6 C23 C42 177.7(3) . . . . ?
C18 C35 C43 C40 -1.1(7) . . . . ?
C19 C12 C27 C26 -178.4(3) . . . . ?
C20 C8 C21 C34 51.1(4) . . . . ?
C20 C8 C21 C36 -73.4(4) . . . . ?
C20 C26 C27 C12 0.4(6) . . . . ?
C21 C8 C20 C26 -179.9(3) . . . . ?
C22 C18 C35 C43 -178.8(4) . . . . ?
C23 C6 C18 C22 179.8(3) . . . . ?
C23 C6 C18 C35 0.5(5) . . . . ?
C23 C40 C43 C35 0.6(7) . . . . ?
C24 C15 C16 C4 -179.9(3) . . . . ?
C24 C15 C16 C32 3.8(4) . . . . ?
C24 C31 C39 C25 2.1(5) . . . . ?
C24 C33 C41 C32 1.1(6) . . . . ?
C25 C13 C15 C16 -177.4(3) . . . . ?
C25 C13 C15 C24 3.7(4) . . . . ?
C27 C12 C19 C37 -53.8(4) . . . . ?
C27 C12 C19 C38 70.5(4) . . . . ?
C29 C14 C17 C11 178.8(3) . . . . ?
C31 C24 C33 C41 -179.6(3) . . . . ?
C33 C24 C31 C39 -177.2(3) . . . . ?
C35 C18 C22 C28 -85.7(4) . . . . ?
C35 C18 C22 C30 37.0(4) . . . . ?
C40 C23 C42 C44 -45.0(5) . . . . ?
C40 C23 C42 C45 79.5(5) . . . . ?
C42 C23 C40 C43 -178.3(4) . . . . ?

_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_2c
_database_code_depnum_ccdc_archive 'CCDC 2215446'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl, C45 H47 N2 O2, 1.5(C H2 Cl2)'
_chemical_formula_sum            'C46.50 H50 Cl4 N2 O2'
_chemical_formula_weight         810.68
_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'
Cl Cl 0.1484 0.1585 '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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.1041(7)
_cell_length_b                   18.4405(9)
_cell_length_c                   18.7136(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.261(2)
_cell_angle_gamma                90
_cell_volume                     4418.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      2.40
_shelx_estimated_absorpt_T_max   0.930
_shelx_estimated_absorpt_T_min   0.914
_exptl_absorpt_coefficient_mu    0.306
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6082
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1302 before and 0.0568 after correction.
The Ratio of minimum to maximum transmission is 0.8159.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1708
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22333
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.376
_diffrn_reflns_theta_min         1.936
_diffrn_ambient_temperature      190.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3745
_reflns_number_total             4633
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.122
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4633
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.0914
_refine_ls_restrained_S_all      1.129
_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)+(0.1906P)²+7.3783P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2791
_refine_ls_wR_factor_ref         0.2948
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C30) \\sim Ueq, Uanis(Cl2) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 Cl2, C29, C31
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C30
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Others
 Fixed Sof: H28A(0.5) H28B(0.5) H28C(0.5) C29(0.2) H29A(0.2) H29B(0.2)
 C30(0.25) H30A(0.25) H30B(0.25) C31(0.3) H31A(0.3) H31B(0.3) Cl3(0.5)
5.a Ternary CH refined with riding coordinates:
 C20(H20), C21(H21)
5.b Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C10(H10), C12(H12), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18),
 C22(H22), C23(H23)
5.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.35603(10) 0.500000 0.58834(6) 0.0560(4) Uani 1 2 d S T P . .
O1 O 0.3485(2) 0.500000 0.92060(16) 0.0533(9) Uani 1 2 d S T P . .
N1 N 0.21876(16) 0.44011(12) 0.76358(11) 0.0327(5) Uani 1 1 d . . . . .
C1 C 0.13787(19) 0.46306(15) 0.70803(13) 0.0328(6) Uani 1 1 d . . . . .
C2 C 0.0512(2) 0.43541(15) 0.65271(14) 0.0338(6) Uani 1 1 d . . . . .
C3 C 0.0019(3) 0.500000 0.6207(2) 0.0329(8) Uani 1 2 d S T P . .
O2 O 0.7610(3) 0.500000 0.7932(2) 0.0898(16) Uani 1 2 d S T P . .
C4 C 0.2678(3) 0.500000 0.79592(19) 0.0324(8) Uani 1 2 d S T P . .
C5 C 0.2306(2) 0.36480(15) 0.78793(15) 0.0363(6) Uani 1 1 d . . . . .
C6 C 0.0112(2) 0.36959(16) 0.62619(15) 0.0405(6) Uani 1 1 d . . . . .
H6 H 0.042976 0.325649 0.646044 0.049 Uiso 1 1 calc R . . . .
C7 C -0.0864(3) 0.500000 0.5641(2) 0.0370(8) Uani 1 2 d S T P . .
C8 C 0.3640(3) 0.500000 0.8586(2) 0.0359(8) Uani 1 2 d S T P . .
C9 C 0.4650(3) 0.500000 0.8393(2) 0.0377(8) Uani 1 2 d S T P . .
C10 C 0.4757(3) 0.500000 0.7671(2) 0.0428(9) Uani 1 2 d S T P . .
H10 H 0.414620 0.500000 0.729207 0.051 Uiso 1 2 calc RS T P . .
C11 C 0.1805(3) 0.34370(19) 0.84391(18) 0.0497(8) Uani 1 1 d . . . . .
C12 C 0.2810(3) 0.24350(19) 0.7704(2) 0.0582(9) Uani 1 1 d . . . . .
H12 H 0.314204 0.208710 0.745632 0.070 Uiso 1 1 calc R . . . .
C13 C 0.5729(4) 0.500000 0.7486(3) 0.0514(11) Uani 1 2 d S T P . .
H13 H 0.578382 0.500000 0.698776 0.062 Uiso 1 2 calc RS T P . .
C14 C -0.1265(2) 0.43108(18) 0.53750(16) 0.0438(7) Uani 1 1 d . . . . .
H14 H -0.186081 0.428104 0.498520 0.053 Uiso 1 1 calc R . . . .
C15 C -0.0785(2) 0.36862(17) 0.56857(17) 0.0457(7) Uani 1 1 d . . . . .
H15 H -0.106706 0.323095 0.550551 0.055 Uiso 1 1 calc R . . . .
C16 C 0.2819(2) 0.31647(17) 0.75048(17) 0.0440(7) Uani 1 1 d . . . . .
C17 C 0.5567(3) 0.500000 0.8944(2) 0.0501(11) Uani 1 2 d S T P . .
H17 H 0.551564 0.500000 0.944311 0.060 Uiso 1 2 calc RS T P . .
C18 C 0.2328(3) 0.2208(2) 0.8253(2) 0.0679(11) Uani 1 1 d . . . . .
H18 H 0.233327 0.170931 0.838024 0.081 Uiso 1 1 calc R . . . .
C19 C 0.6610(3) 0.500000 0.8036(3) 0.0580(13) Uani 1 2 d S T P . .
C20 C 0.1201(3) 0.3957(2) 0.8815(2) 0.0656(11) Uani 1 1 d . . . . .
H20 H 0.140535 0.446088 0.870678 0.079 Uiso 1 1 calc R . . . .
C21 C 0.3376(3) 0.33879(19) 0.6907(2) 0.0544(9) Uani 1 1 d . . . . .
H21 H 0.331385 0.392629 0.685035 0.065 Uiso 1 1 calc R . . . .
C22 C 0.1841(4) 0.2702(2) 0.8615(2) 0.0674(10) Uani 1 1 d . . . . .
H22 H 0.151984 0.253913 0.899550 0.081 Uiso 1 1 calc R . . . .
C23 C 0.6532(4) 0.500000 0.8770(3) 0.0659(15) Uani 1 2 d S T P . .
H23 H 0.714588 0.500000 0.914705 0.079 Uiso 1 2 calc RS T P . .
C24 C 0.2873(4) 0.3047(2) 0.6181(2) 0.0736(12) Uani 1 1 d . . . . .
H24A H 0.293195 0.251777 0.621987 0.110 Uiso 1 1 calc GR . . . .
H24B H 0.322763 0.321805 0.580103 0.110 Uiso 1 1 calc GR . . . .
H24C H 0.213409 0.318379 0.605104 0.110 Uiso 1 1 calc GR . . . .
C25 C 0.4535(3) 0.3201(2) 0.7129(3) 0.0744(12) Uani 1 1 d . . . . .
H25A H 0.483316 0.342463 0.760255 0.112 Uiso 1 1 calc GR . . . .
H25B H 0.489797 0.338519 0.675905 0.112 Uiso 1 1 calc GR . . . .
H25C H 0.461897 0.267351 0.716819 0.112 Uiso 1 1 calc GR . . . .
C26 C 0.0035(4) 0.3876(3) 0.8514(3) 0.0817(13) Uani 1 1 d . . . . .
H26A H -0.012133 0.397676 0.798793 0.123 Uiso 1 1 calc GR . . . .
H26B H -0.034488 0.421960 0.876132 0.123 Uiso 1 1 calc GR . . . .
H26C H -0.018101 0.338038 0.859897 0.123 Uiso 1 1 calc GR . . . .
C27 C 0.1460(4) 0.3858(4) 0.9651(3) 0.102(2) Uani 1 1 d . . . . .
H27A H 0.119063 0.338885 0.977516 0.153 Uiso 1 1 calc GR . . . .
H27B H 0.113490 0.424829 0.987923 0.153 Uiso 1 1 calc GR . . . .
H27C H 0.221866 0.387229 0.983040 0.153 Uiso 1 1 calc GR . . . .
C28 C 0.7733(6) 0.500000 0.7177(5) 0.117(3) Uani 1 2 d S T P . .
H28A H 0.753962 0.452340 0.695807 0.176 Uiso 0.5 1 calc GR . . A -1
H28B H 0.846247 0.510442 0.716422 0.176 Uiso 0.5 1 calc GR . . A -1
H28C H 0.728071 0.537218 0.690023 0.176 Uiso 0.5 1 calc GR . . A -1
Cl2 Cl 0.5929(2) 0.32964(16) 0.55525(14) 0.1688(11) Uani 1 1 d . U . . .
C29 C 0.500000 0.2984(7) 0.500000 0.060(3) Uani 0.4 2 d S TU P B 1
H29A H 0.466471 0.265792 0.530213 0.073 Uiso 0.2 1 calc R . . B 1
H29B H 0.533528 0.265792 0.469786 0.073 Uiso 0.2 1 calc R . . B 1
C30 C 0.500000 0.3533(13) 1.000000 0.131(7) Uani 0.5 2 d S TU P . .
H30A H 0.557512 0.385550 0.993087 0.157 Uiso 0.25 1 calc R . . . .
H30B H 0.442489 0.385550 1.006914 0.157 Uiso 0.25 1 calc R . . . .
C31 C 0.500000 0.3860(6) 0.500000 0.069(3) Uani 0.6 2 d S TU P B 2
H31A H 0.534257 0.417339 0.469131 0.082 Uiso 0.3 1 calc R . . B 2
H31B H 0.465744 0.417339 0.530870 0.082 Uiso 0.3 1 calc R . . B 2
Cl3 Cl 0.4592(2) 0.31441(14) 0.92288(13) 0.0976(10) Uani 0.5 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.220(5) . ?
N1 C1 1.384(3) . ?
N1 C4 1.354(3) . ?
N1 C5 1.460(3) . ?
C1 C1 1.362(6) 6_565 ?
C1 C2 1.457(3) . ?
C2 C3 1.425(3) . ?
C2 C6 1.372(4) . ?
C3 C7 1.393(5) . ?
O2 C19 1.365(6) . ?
O2 C28 1.457(9) . ?
C4 C8 1.528(5) . ?
C5 C11 1.404(4) . ?
C5 C16 1.392(4) . ?
C6 C15 1.416(4) . ?
C7 C14 1.424(3) . ?
C7 C14 1.424(3) 6_565 ?
C8 C9 1.445(5) . ?
C9 C10 1.386(6) . ?
C9 C17 1.407(5) . ?
C10 C13 1.390(6) . ?
C11 C20 1.509(5) . ?
C11 C22 1.393(5) . ?
C12 C16 1.397(4) . ?
C12 C18 1.380(5) . ?
C13 C19 1.374(7) . ?
C14 C15 1.381(5) . ?
C16 C21 1.516(4) . ?
C17 C23 1.372(7) . ?
C18 C22 1.370(6) . ?
C19 C23 1.399(7) . ?
C20 C26 1.520(6) . ?
C20 C27 1.539(7) . ?
C21 C24 1.516(6) . ?
C21 C25 1.527(6) . ?
Cl2 C29 1.532(6) . ?
Cl2 C31 1.759(7) . ?
C30 Cl3 1.598(11) 2_657 ?
C30 Cl3 1.598(11) . ?

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 C5 122.6(2) . . ?
C4 N1 C1 107.5(2) . . ?
C4 N1 C5 128.9(2) . . ?
N1 C1 C2 141.6(3) . . ?
C1 C1 N1 107.81(15) 6_565 . ?
C1 C1 C2 110.49(15) 6_565 . ?
C3 C2 C1 102.8(2) . . ?
C6 C2 C1 138.3(3) . . ?
C6 C2 C3 118.9(2) . . ?
C2 C3 C2 113.4(3) 6_565 . ?
C7 C3 C2 123.29(16) . . ?
C7 C3 C2 123.29(16) . 6_565 ?
C19 O2 C28 116.5(5) . . ?
N1 C4 N1 109.3(3) . 6_565 ?
N1 C4 C8 125.37(15) . . ?
N1 C4 C8 125.37(15) 6_565 . ?
C11 C5 N1 117.4(3) . . ?
C16 C5 N1 118.9(2) . . ?
C16 C5 C11 123.4(3) . . ?
C2 C6 C15 118.5(3) . . ?
C3 C7 C14 116.82(18) . 6_565 ?
C3 C7 C14 116.82(18) . . ?
C14 C7 C14 126.3(4) . 6_565 ?
O1 C8 C4 117.0(3) . . ?
O1 C8 C9 125.7(4) . . ?
C9 C8 C4 117.3(3) . . ?
C10 C9 C8 122.0(3) . . ?
C10 C9 C17 117.9(4) . . ?
C17 C9 C8 120.1(4) . . ?
C9 C10 C13 122.0(4) . . ?
C5 C11 C20 123.1(3) . . ?
C22 C11 C5 116.6(3) . . ?
C22 C11 C20 120.2(3) . . ?
C18 C12 C16 121.5(3) . . ?
C19 C13 C10 118.8(4) . . ?
C15 C14 C7 119.7(3) . . ?
C14 C15 C6 122.7(3) . . ?
C5 C16 C12 116.7(3) . . ?
C5 C16 C21 123.9(3) . . ?
C12 C16 C21 119.5(3) . . ?
C23 C17 C9 120.8(4) . . ?
C22 C18 C12 120.1(3) . . ?
O2 C19 C13 124.9(5) . . ?
O2 C19 C23 114.3(4) . . ?
C13 C19 C23 120.8(4) . . ?
C11 C20 C26 110.5(3) . . ?
C11 C20 C27 112.0(4) . . ?
C26 C20 C27 110.6(4) . . ?
C16 C21 C25 110.2(3) . . ?
C24 C21 C16 111.3(3) . . ?
C24 C21 C25 111.6(3) . . ?
C18 C22 C11 121.8(3) . . ?
C17 C23 C19 119.7(4) . . ?
Cl2 C29 Cl2 135.9(9) . 2_656 ?
Cl3 C30 Cl3 126.7(16) 2_657 . ?
Cl2 C31 Cl2 107.6(6) . 2_656 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C8 C9 C10 180.000(2) . . . . ?
O1 C8 C9 C17 0.000(2) . . . . ?
N1 C1 C2 C3 176.4(3) . . . . ?
N1 C1 C2 C6 -5.0(6) . . . . ?
N1 C4 C8 O1 -90.3(3) . . . . ?
N1 C4 C8 O1 90.3(3) 6_565 . . . ?
N1 C4 C8 C9 -89.7(3) 6_565 . . . ?
N1 C4 C8 C9 89.7(3) . . . . ?
N1 C5 C11 C20 -2.9(5) . . . . ?
N1 C5 C11 C22 173.9(3) . . . . ?
N1 C5 C16 C12 -172.9(3) . . . . ?
N1 C5 C16 C21 7.2(5) . . . . ?
C1 N1 C4 N1 1.5(4) . . . 6_565 ?
C1 N1 C4 C8 -178.1(3) . . . . ?
C1 N1 C5 C11 -89.4(3) . . . . ?
C1 N1 C5 C16 84.8(3) . . . . ?
C1 C1 C2 C3 0.4(2) 6_565 . . . ?
C1 C1 C2 C6 179.0(3) 6_565 . . . ?
C1 C2 C3 C2 -0.6(4) . . . 6_565 ?
C1 C2 C3 C7 180.0(3) . . . . ?
C1 C2 C6 C15 -179.3(3) . . . . ?
C2 C3 C7 C14 1.0(5) 6_565 . . 6_565 ?
C2 C3 C7 C14 -179.7(3) . . . 6_565 ?
C2 C3 C7 C14 179.7(3) 6_565 . . . ?
C2 C3 C7 C14 -1.0(5) . . . . ?
C2 C6 C15 C14 0.7(5) . . . . ?
C3 C2 C6 C15 -0.8(4) . . . . ?
C3 C7 C14 C15 0.8(5) . . . . ?
O2 C19 C23 C17 180.000(2) . . . . ?
C4 N1 C1 C1 -0.9(2) . . . 6_565 ?
C4 N1 C1 C2 -177.0(3) . . . . ?
C4 N1 C5 C11 78.0(4) . . . . ?
C4 N1 C5 C16 -107.9(3) . . . . ?
C4 C8 C9 C10 0.000(2) . . . . ?
C4 C8 C9 C17 180.000(2) . . . . ?
C5 N1 C1 C1 168.81(19) . . . 6_565 ?
C5 N1 C1 C2 -7.3(5) . . . . ?
C5 N1 C4 N1 -167.37(18) . . . 6_565 ?
C5 N1 C4 C8 13.1(5) . . . . ?
C5 C11 C20 C26 101.2(4) . . . . ?
C5 C11 C20 C27 -135.0(4) . . . . ?
C5 C11 C22 C18 -0.9(6) . . . . ?
C5 C16 C21 C24 -116.9(4) . . . . ?
C5 C16 C21 C25 118.7(4) . . . . ?
C6 C2 C3 C2 -179.6(2) . . . 6_565 ?
C6 C2 C3 C7 1.0(5) . . . . ?
C7 C14 C15 C6 -0.7(5) . . . . ?
C8 C9 C10 C13 180.000(2) . . . . ?
C8 C9 C17 C23 180.000(2) . . . . ?
C9 C10 C13 C19 0.000(2) . . . . ?
C9 C17 C23 C19 0.000(3) . . . . ?
C10 C9 C17 C23 0.000(2) . . . . ?
C10 C13 C19 O2 180.000(2) . . . . ?
C10 C13 C19 C23 0.000(2) . . . . ?
C11 C5 C16 C12 0.8(5) . . . . ?
C11 C5 C16 C21 -179.1(3) . . . . ?
C12 C16 C21 C24 63.2(4) . . . . ?
C12 C16 C21 C25 -61.2(5) . . . . ?
C12 C18 C22 C11 0.8(7) . . . . ?
C13 C19 C23 C17 0.000(2) . . . . ?
C14 C7 C14 C15 179.4(3) 6_565 . . . ?
C16 C5 C11 C20 -176.7(3) . . . . ?
C16 C5 C11 C22 0.1(5) . . . . ?
C16 C12 C18 C22 0.2(7) . . . . ?
C17 C9 C10 C13 0.000(2) . . . . ?
C18 C12 C16 C5 -1.0(6) . . . . ?
C18 C12 C16 C21 178.9(4) . . . . ?
C20 C11 C22 C18 176.0(4) . . . . ?
C22 C11 C20 C26 -75.5(5) . . . . ?
C22 C11 C20 C27 48.3(5) . . . . ?
C28 O2 C19 C13 0.000(2) . . . . ?
C28 O2 C19 C23 180.000(2) . . . . ?

_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_3a
_database_code_depnum_ccdc_archive 'CCDC 2215447'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H45 N2 O'
_chemical_formula_sum            'C44 H45 N2 O'
_chemical_formula_weight         617.82
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.829(3)
_cell_length_b                   23.340(8)
_cell_length_c                   17.872(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.175(9)
_cell_angle_gamma                90
_cell_volume                     3586(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2600
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      21.73
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6501
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1187 before and 0.0659 after correction.
The Ratio of minimum to maximum transmission is 0.8723.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.144
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1324
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_unetI/netI     0.1132
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17982
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.341
_diffrn_ambient_temperature      210.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2863
_reflns_number_total             6225
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         6225
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.1780
_refine_ls_R_factor_gt           0.0818
_refine_ls_restrained_S_all      1.047
_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)+(0.1177P)²+1.2134P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2111
_refine_ls_wR_factor_ref         0.2624
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C43) \\sim Ueq, Uanis(C44) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 C43, C25, C44
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4.a Ternary CH refined with riding coordinates:
 C20(H20), C25(H25), C31(H31), C32(H32)
4.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C18(H18), C19(H19), C21(H21), C22(H22),
 C23(H23), C24(H24), C27(H27), C28(H28), C29(H29), C30(H30), C34(H34), C35(H35),
  C38(H38), C39(H39)
4.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C40(H40A,H40B,
 H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,
 H44B,H44C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2728(4) 0.36422(13) 0.30024(17) 0.0423(8) Uani 1 1 d . . . . .
N2 N 0.1937(4) 0.27419(13) 0.27151(17) 0.0413(8) Uani 1 1 d . . . . .
O1 O -0.0318(4) 0.30548(13) 0.14623(18) 0.0786(11) Uani 1 1 d . . . . .
C1 C 0.3193(5) 0.27324(17) 0.3330(2) 0.0435(10) Uani 1 1 d . . . . .
C2 C 0.4170(5) 0.23247(17) 0.3835(2) 0.0416(10) Uani 1 1 d . . . . .
C3 C 0.3678(5) 0.32729(17) 0.3496(2) 0.0430(10) Uani 1 1 d . . . . .
C4 C 0.5275(5) 0.26845(17) 0.4320(2) 0.0425(10) Uani 1 1 d . . . . .
C5 C 0.6459(5) 0.24813(19) 0.4914(2) 0.0481(11) Uani 1 1 d . . . . .
C6 C 0.3016(5) 0.42456(17) 0.2998(2) 0.0424(10) Uani 1 1 d . . . . .
C7 C 0.1589(5) 0.33103(16) 0.2503(2) 0.0429(10) Uani 1 1 d . . . . .
C8 C 0.5056(5) 0.32760(17) 0.4128(2) 0.0439(10) Uani 1 1 d . . . . .
C9 C 0.1269(5) 0.22225(17) 0.2366(2) 0.0436(10) Uani 1 1 d . . . . .
C10 C 0.2775(5) 0.45766(18) 0.3612(2) 0.0489(11) Uani 1 1 d . . . . .
C11 C 0.6085(5) 0.36633(19) 0.4529(2) 0.0545(12) Uani 1 1 d . . . . .
H11 H 0.598982 0.405605 0.441123 0.065 Uiso 1 1 calc R . . . .
C12 C 0.7490(5) 0.2898(2) 0.5319(2) 0.0548(12) Uani 1 1 d . . . . .
H12 H 0.831392 0.278527 0.572529 0.066 Uiso 1 1 calc R . . . .
C13 C 0.4273(5) 0.17451(18) 0.3946(2) 0.0522(11) Uani 1 1 d . . . . .
H13 H 0.357140 0.149440 0.363123 0.063 Uiso 1 1 calc R . . . .
C14 C 0.3629(5) 0.44679(18) 0.2401(2) 0.0509(11) Uani 1 1 d . . . . .
C15 C 0.0401(5) 0.34575(18) 0.1866(2) 0.0515(11) Uani 1 1 d . . . . .
C16 C -0.0089(5) 0.40431(18) 0.1612(2) 0.0526(12) Uani 1 1 d . . . . .
C17 C 0.0225(5) 0.19348(19) 0.2703(2) 0.0527(12) Uani 1 1 d . . . . .
C18 C 0.6510(5) 0.1881(2) 0.5023(2) 0.0556(12) Uani 1 1 d . . . . .
H18 H 0.726886 0.172071 0.542339 0.067 Uiso 1 1 calc R . . . .
C19 C 0.7295(5) 0.3458(2) 0.5125(3) 0.0610(13) Uani 1 1 d . . . . .
H19 H 0.800489 0.372453 0.540169 0.073 Uiso 1 1 calc R . . . .
C20 C 0.4007(6) 0.4085(2) 0.1783(3) 0.0634(13) Uani 1 1 d . . . . .
H20 H 0.324632 0.376673 0.170176 0.076 Uiso 1 1 calc R . . . .
C21 C 0.5472(6) 0.1534(2) 0.4553(3) 0.0593(12) Uani 1 1 d . . . . .
H21 H 0.555334 0.113613 0.463319 0.071 Uiso 1 1 calc R . . . .
C22 C 0.1255(7) 0.1469(2) 0.1475(3) 0.0718(15) Uani 1 1 d . . . . .
H22 H 0.158437 0.130826 0.105685 0.086 Uiso 1 1 calc R . . . .
C23 C -0.0276(6) 0.1402(2) 0.2398(3) 0.0727(15) Uani 1 1 d . . . . .
H23 H -0.098664 0.119453 0.261283 0.087 Uiso 1 1 calc R . . . .
C24 C 0.3130(6) 0.51528(19) 0.3598(3) 0.0627(13) Uani 1 1 d . . . . .
H24 H 0.299055 0.538940 0.400289 0.075 Uiso 1 1 calc R . . . .
C25 C 0.2185(6) 0.4327(2) 0.4283(2) 0.0593(12) Uani 1 1 d . U . . .
H25 H 0.268757 0.394727 0.438285 0.071 Uiso 1 1 calc R . . . .
C26 C 0.1811(6) 0.19966(19) 0.1747(2) 0.0566(12) Uani 1 1 d . . . . .
C27 C 0.3674(6) 0.5385(2) 0.3015(3) 0.0750(16) Uani 1 1 d . . . . .
H27 H 0.387162 0.578082 0.301559 0.090 Uiso 1 1 calc R . . . .
C28 C 0.0225(7) 0.1170(2) 0.1803(3) 0.0817(18) Uani 1 1 d . . . . .
H28 H -0.012954 0.080673 0.161301 0.098 Uiso 1 1 calc R . . . .
C29 C 0.3946(6) 0.5051(2) 0.2417(3) 0.0681(14) Uani 1 1 d . . . . .
H29 H 0.434332 0.521935 0.202402 0.082 Uiso 1 1 calc R . . . .
C30 C -0.0401(6) 0.4473(2) 0.2079(3) 0.0814(17) Uani 1 1 d . . . . .
H30 H -0.017873 0.442126 0.261451 0.098 Uiso 1 1 calc R . . . .
C31 C -0.0329(6) 0.2184(2) 0.3376(3) 0.0714(15) Uani 1 1 d . . . . .
H31 H 0.046553 0.246575 0.362552 0.086 Uiso 1 1 calc R . . . .
C32 C 0.2970(7) 0.2309(2) 0.1399(3) 0.0750(15) Uani 1 1 d . . . . .
H32 H 0.318016 0.268296 0.166374 0.090 Uiso 1 1 calc R . . . .
C33 C 0.3853(8) 0.4384(3) 0.1014(3) 0.100(2) Uani 1 1 d . . . . .
H33A H 0.287647 0.459238 0.088704 0.150 Uiso 1 1 calc GR . . . .
H33B H 0.387389 0.410173 0.061885 0.150 Uiso 1 1 calc GR . . . .
H33C H 0.470972 0.465023 0.104582 0.150 Uiso 1 1 calc GR . . . .
C34 C -0.0481(6) 0.4142(2) 0.0825(3) 0.0775(16) Uani 1 1 d . . . . .
H34 H -0.029406 0.385103 0.049352 0.093 Uiso 1 1 calc R . . . .
C35 C -0.1064(7) 0.5000(2) 0.1749(4) 0.103(2) Uani 1 1 d . . . . .
H35 H -0.126138 0.530046 0.206402 0.123 Uiso 1 1 calc R . . . .
C36 C 0.5605(7) 0.3822(3) 0.2038(3) 0.099(2) Uani 1 1 d . . . . .
H36A H 0.638565 0.412206 0.211052 0.149 Uiso 1 1 calc GR . . . .
H36B H 0.577923 0.355663 0.164832 0.149 Uiso 1 1 calc GR . . . .
H36C H 0.567657 0.361891 0.251796 0.149 Uiso 1 1 calc GR . . . .
C37 C 0.4521(7) 0.1989(3) 0.1514(4) 0.114(2) Uani 1 1 d . . . . .
H37A H 0.492773 0.191865 0.205801 0.171 Uiso 1 1 calc GR . . . .
H37B H 0.525626 0.221946 0.131637 0.171 Uiso 1 1 calc GR . . . .
H37C H 0.435972 0.162690 0.124190 0.171 Uiso 1 1 calc GR . . . .
C38 C -0.1118(9) 0.4638(3) 0.0517(4) 0.108(2) Uani 1 1 d . . . . .
H38 H -0.136148 0.468874 -0.001898 0.129 Uiso 1 1 calc R . . . .
C39 C -0.1402(9) 0.5056(3) 0.0977(5) 0.124(3) Uani 1 1 d . . . . .
H39 H -0.185009 0.539997 0.075663 0.149 Uiso 1 1 calc R . . . .
C40 C -0.0476(8) 0.1758(3) 0.3974(3) 0.108(2) Uani 1 1 d . . . . .
H40A H -0.126208 0.147674 0.375523 0.163 Uiso 1 1 calc GR . . . .
H40B H -0.077525 0.195139 0.439866 0.163 Uiso 1 1 calc GR . . . .
H40C H 0.051445 0.156636 0.415935 0.163 Uiso 1 1 calc GR . . . .
C41 C 0.2346(9) 0.2428(3) 0.0552(3) 0.126(3) Uani 1 1 d . . . . .
H41A H 0.224808 0.207050 0.026843 0.190 Uiso 1 1 calc GR . . . .
H41B H 0.305507 0.268057 0.036869 0.190 Uiso 1 1 calc GR . . . .
H41C H 0.133336 0.260930 0.047659 0.190 Uiso 1 1 calc GR . . . .
C42 C -0.1835(8) 0.2516(3) 0.3088(4) 0.128(3) Uani 1 1 d . . . . .
H42A H -0.166654 0.281559 0.273863 0.192 Uiso 1 1 calc GR . . . .
H42B H -0.216027 0.268737 0.352037 0.192 Uiso 1 1 calc GR . . . .
H42C H -0.263828 0.225780 0.282006 0.192 Uiso 1 1 calc GR . . . .
C43 C 0.0473(7) 0.4210(3) 0.4109(4) 0.121(2) Uani 1 1 d . U . . .
H43A H -0.009064 0.457031 0.405399 0.182 Uiso 1 1 calc GR . . . .
H43B H 0.022207 0.399083 0.452532 0.182 Uiso 1 1 calc GR . . . .
H43C H 0.017862 0.399408 0.363436 0.182 Uiso 1 1 calc GR . . . .
C44 C 0.2690(9) 0.4654(3) 0.5024(3) 0.117(2) Uani 1 1 d . U . . .
H44A H 0.379531 0.473316 0.511817 0.175 Uiso 1 1 calc GR . . . .
H44B H 0.247931 0.442650 0.544378 0.175 Uiso 1 1 calc GR . . . .
H44C H 0.211955 0.501166 0.498902 0.175 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.374(5) . ?
N1 C6 1.431(5) . ?
N1 C7 1.414(5) . ?
N2 C1 1.372(5) . ?
N2 C7 1.395(5) . ?
N2 C9 1.428(5) . ?
O1 C15 1.264(5) . ?
C1 C2 1.452(5) . ?
C1 C3 1.344(5) . ?
C2 C4 1.423(5) . ?
C2 C13 1.367(6) . ?
C3 C8 1.459(5) . ?
C4 C5 1.392(5) . ?
C4 C8 1.425(5) . ?
C5 C12 1.413(6) . ?
C5 C18 1.413(6) . ?
C6 C10 1.397(5) . ?
C6 C14 1.401(6) . ?
C7 C15 1.404(5) . ?
C8 C11 1.363(5) . ?
C9 C17 1.385(6) . ?
C9 C26 1.404(6) . ?
C10 C24 1.382(6) . ?
C10 C25 1.527(6) . ?
C11 H11 0.9400 . ?
C11 C19 1.409(6) . ?
C12 H12 0.9400 . ?
C12 C19 1.355(6) . ?
C13 H13 0.9400 . ?
C13 C21 1.420(6) . ?
C14 C20 1.516(6) . ?
C14 C29 1.389(6) . ?
C15 C16 1.474(6) . ?
C16 C30 1.373(6) . ?
C16 C34 1.389(6) . ?
C17 C23 1.390(6) . ?
C17 C31 1.514(6) . ?
C18 H18 0.9400 . ?
C18 C21 1.361(6) . ?
C19 H19 0.9400 . ?
C20 H20 0.9900 . ?
C20 C33 1.519(6) . ?
C20 C36 1.511(7) . ?
C21 H21 0.9400 . ?
C22 H22 0.9400 . ?
C22 C26 1.373(6) . ?
C22 C28 1.378(8) . ?
C23 H23 0.9400 . ?
C23 C28 1.355(8) . ?
C24 H24 0.9400 . ?
C24 C27 1.357(7) . ?
C25 H25 0.9900 . ?
C25 C43 1.497(8) . ?
C25 C44 1.505(7) . ?
C26 C32 1.502(7) . ?
C27 H27 0.9400 . ?
C27 C29 1.386(7) . ?
C28 H28 0.9400 . ?
C29 H29 0.9400 . ?
C30 H30 0.9400 . ?
C30 C35 1.429(7) . ?
C31 H31 0.9900 . ?
C31 C40 1.489(7) . ?
C31 C42 1.524(8) . ?
C32 H32 0.9900 . ?
C32 C37 1.531(8) . ?
C32 C41 1.514(8) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34 0.9400 . ?
C34 C38 1.348(7) . ?
C35 H35 0.9400 . ?
C35 C39 1.351(9) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 H36C 0.9700 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C38 H38 0.9400 . ?
C38 C39 1.337(9) . ?
C39 H39 0.9400 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 H41C 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 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
C3 N1 C6 122.5(3) . . ?
C3 N1 C7 107.7(3) . . ?
C7 N1 C6 129.6(3) . . ?
C1 N2 C7 108.7(3) . . ?
C1 N2 C9 121.0(3) . . ?
C7 N2 C9 130.2(3) . . ?
N2 C1 C2 139.9(4) . . ?
C3 C1 N2 108.7(3) . . ?
C3 C1 C2 111.3(3) . . ?
C4 C2 C1 102.7(3) . . ?
C13 C2 C1 138.5(4) . . ?
C13 C2 C4 118.8(4) . . ?
N1 C3 C8 140.6(4) . . ?
C1 C3 N1 109.3(3) . . ?
C1 C3 C8 110.1(3) . . ?
C2 C4 C8 112.9(3) . . ?
C5 C4 C2 123.7(4) . . ?
C5 C4 C8 123.4(4) . . ?
C4 C5 C12 116.1(4) . . ?
C4 C5 C18 115.9(4) . . ?
C18 C5 C12 127.9(4) . . ?
C10 C6 N1 118.7(4) . . ?
C10 C6 C14 123.2(4) . . ?
C14 C6 N1 117.9(4) . . ?
N2 C7 N1 105.6(3) . . ?
N2 C7 C15 122.1(3) . . ?
C15 C7 N1 132.1(4) . . ?
C4 C8 C3 103.0(3) . . ?
C11 C8 C3 138.4(4) . . ?
C11 C8 C4 118.6(4) . . ?
C17 C9 N2 118.1(4) . . ?
C17 C9 C26 122.7(4) . . ?
C26 C9 N2 118.9(4) . . ?
C6 C10 C25 123.1(4) . . ?
C24 C10 C6 116.6(4) . . ?
C24 C10 C25 120.3(4) . . ?
C8 C11 H11 120.9 . . ?
C8 C11 C19 118.1(4) . . ?
C19 C11 H11 120.9 . . ?
C5 C12 H12 119.9 . . ?
C19 C12 C5 120.2(4) . . ?
C19 C12 H12 119.9 . . ?
C2 C13 H13 121.1 . . ?
C2 C13 C21 117.9(4) . . ?
C21 C13 H13 121.1 . . ?
C6 C14 C20 121.6(4) . . ?
C29 C14 C6 117.3(4) . . ?
C29 C14 C20 121.0(4) . . ?
O1 C15 C7 117.8(4) . . ?
O1 C15 C16 116.1(4) . . ?
C7 C15 C16 126.1(4) . . ?
C30 C16 C15 125.2(4) . . ?
C30 C16 C34 117.1(4) . . ?
C34 C16 C15 117.0(4) . . ?
C9 C17 C23 116.6(4) . . ?
C9 C17 C31 121.8(4) . . ?
C23 C17 C31 121.6(5) . . ?
C5 C18 H18 119.7 . . ?
C21 C18 C5 120.6(4) . . ?
C21 C18 H18 119.7 . . ?
C11 C19 H19 118.2 . . ?
C12 C19 C11 123.5(4) . . ?
C12 C19 H19 118.2 . . ?
C14 C20 H20 107.1 . . ?
C14 C20 C33 113.5(4) . . ?
C33 C20 H20 107.1 . . ?
C36 C20 C14 111.4(4) . . ?
C36 C20 H20 107.1 . . ?
C36 C20 C33 110.1(5) . . ?
C13 C21 H21 118.5 . . ?
C18 C21 C13 123.0(4) . . ?
C18 C21 H21 118.5 . . ?
C26 C22 H22 119.3 . . ?
C26 C22 C28 121.4(5) . . ?
C28 C22 H22 119.3 . . ?
C17 C23 H23 118.9 . . ?
C28 C23 C17 122.2(5) . . ?
C28 C23 H23 118.9 . . ?
C10 C24 H24 119.2 . . ?
C27 C24 C10 121.6(5) . . ?
C27 C24 H24 119.2 . . ?
C10 C25 H25 105.3 . . ?
C43 C25 C10 114.5(4) . . ?
C43 C25 H25 105.3 . . ?
C43 C25 C44 111.0(5) . . ?
C44 C25 C10 114.4(4) . . ?
C44 C25 H25 105.3 . . ?
C9 C26 C32 122.0(4) . . ?
C22 C26 C9 117.2(5) . . ?
C22 C26 C32 120.8(5) . . ?
C24 C27 H27 119.3 . . ?
C24 C27 C29 121.4(5) . . ?
C29 C27 H27 119.3 . . ?
C22 C28 H28 120.1 . . ?
C23 C28 C22 119.8(5) . . ?
C23 C28 H28 120.1 . . ?
C14 C29 H29 120.1 . . ?
C27 C29 C14 119.8(5) . . ?
C27 C29 H29 120.1 . . ?
C16 C30 H30 120.1 . . ?
C16 C30 C35 119.9(5) . . ?
C35 C30 H30 120.1 . . ?
C17 C31 H31 106.8 . . ?
C17 C31 C42 110.0(4) . . ?
C40 C31 C17 114.2(5) . . ?
C40 C31 H31 106.8 . . ?
C40 C31 C42 111.8(5) . . ?
C42 C31 H31 106.8 . . ?
C26 C32 H32 107.5 . . ?
C26 C32 C37 112.4(5) . . ?
C26 C32 C41 112.1(5) . . ?
C37 C32 H32 107.5 . . ?
C41 C32 H32 107.5 . . ?
C41 C32 C37 109.6(5) . . ?
C20 C33 H33A 109.5 . . ?
C20 C33 H33B 109.5 . . ?
C20 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C16 C34 H34 118.6 . . ?
C38 C34 C16 122.7(6) . . ?
C38 C34 H34 118.6 . . ?
C30 C35 H35 120.7 . . ?
C39 C35 C30 118.7(6) . . ?
C39 C35 H35 120.7 . . ?
C20 C36 H36A 109.5 . . ?
C20 C36 H36B 109.5 . . ?
C20 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C32 C37 H37A 109.5 . . ?
C32 C37 H37B 109.5 . . ?
C32 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C38 H38 120.2 . . ?
C39 C38 C34 119.7(6) . . ?
C39 C38 H38 120.2 . . ?
C35 C39 H39 119.1 . . ?
C38 C39 C35 121.9(6) . . ?
C38 C39 H39 119.1 . . ?
C31 C40 H40A 109.5 . . ?
C31 C40 H40B 109.5 . . ?
C31 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C32 C41 H41A 109.5 . . ?
C32 C41 H41B 109.5 . . ?
C32 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C31 C42 H42A 109.5 . . ?
C31 C42 H42B 109.5 . . ?
C31 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C25 C43 H43A 109.5 . . ?
C25 C43 H43B 109.5 . . ?
C25 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C25 C44 H44A 109.5 . . ?
C25 C44 H44B 109.5 . . ?
C25 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12 O1 0.94 2.51 3.325(6) 144.8 4_666 yes
C18 H18 O1 0.94 2.54 3.347(6) 143.9 4_666 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C3 C8 C4 -179.9(5) . . . . ?
N1 C3 C8 C11 -0.9(10) . . . . ?
N1 C6 C10 C24 177.4(4) . . . . ?
N1 C6 C10 C25 -1.3(6) . . . . ?
N1 C6 C14 C20 -1.0(6) . . . . ?
N1 C6 C14 C29 -178.1(4) . . . . ?
N1 C7 C15 O1 170.5(4) . . . . ?
N1 C7 C15 C16 -8.8(8) . . . . ?
N2 C1 C2 C4 178.2(5) . . . . ?
N2 C1 C2 C13 -2.0(9) . . . . ?
N2 C1 C3 N1 1.1(5) . . . . ?
N2 C1 C3 C8 -177.6(3) . . . . ?
N2 C7 C15 O1 -2.9(6) . . . . ?
N2 C7 C15 C16 177.8(4) . . . . ?
N2 C9 C17 C23 -173.4(4) . . . . ?
N2 C9 C17 C31 5.9(6) . . . . ?
N2 C9 C26 C22 173.7(4) . . . . ?
N2 C9 C26 C32 -5.3(6) . . . . ?
O1 C15 C16 C30 132.2(5) . . . . ?
O1 C15 C16 C34 -37.9(6) . . . . ?
C1 N2 C7 N1 2.0(4) . . . . ?
C1 N2 C7 C15 176.9(4) . . . . ?
C1 N2 C9 C17 82.2(5) . . . . ?
C1 N2 C9 C26 -91.4(5) . . . . ?
C1 C2 C4 C5 179.1(4) . . . . ?
C1 C2 C4 C8 -1.6(4) . . . . ?
C1 C2 C13 C21 -178.9(4) . . . . ?
C1 C3 C8 C4 -1.8(5) . . . . ?
C1 C3 C8 C11 177.2(5) . . . . ?
C2 C1 C3 N1 179.6(3) . . . . ?
C2 C1 C3 C8 0.9(5) . . . . ?
C2 C4 C5 C12 177.6(4) . . . . ?
C2 C4 C5 C18 -0.5(6) . . . . ?
C2 C4 C8 C3 2.1(4) . . . . ?
C2 C4 C8 C11 -177.1(4) . . . . ?
C2 C13 C21 C18 0.1(7) . . . . ?
C3 N1 C6 C10 -71.4(5) . . . . ?
C3 N1 C6 C14 104.4(4) . . . . ?
C3 N1 C7 N2 -1.3(4) . . . . ?
C3 N1 C7 C15 -175.5(4) . . . . ?
C3 C1 C2 C4 0.4(4) . . . . ?
C3 C1 C2 C13 -179.7(5) . . . . ?
C3 C8 C11 C19 179.8(5) . . . . ?
C4 C2 C13 C21 1.0(6) . . . . ?
C4 C5 C12 C19 0.2(6) . . . . ?
C4 C5 C18 C21 1.6(6) . . . . ?
C4 C8 C11 C19 -1.3(6) . . . . ?
C5 C4 C8 C3 -178.6(4) . . . . ?
C5 C4 C8 C11 2.1(6) . . . . ?
C5 C12 C19 C11 0.6(7) . . . . ?
C5 C18 C21 C13 -1.4(7) . . . . ?
C6 N1 C3 C1 -175.3(4) . . . . ?
C6 N1 C3 C8 2.8(8) . . . . ?
C6 N1 C7 N2 173.7(4) . . . . ?
C6 N1 C7 C15 -0.5(7) . . . . ?
C6 C10 C24 C27 0.5(7) . . . . ?
C6 C10 C25 C43 -77.6(6) . . . . ?
C6 C10 C25 C44 152.7(5) . . . . ?
C6 C14 C20 C33 150.4(5) . . . . ?
C6 C14 C20 C36 -84.5(5) . . . . ?
C6 C14 C29 C27 0.9(7) . . . . ?
C7 N1 C3 C1 0.1(5) . . . . ?
C7 N1 C3 C8 178.2(5) . . . . ?
C7 N1 C6 C10 114.3(4) . . . . ?
C7 N1 C6 C14 -70.0(5) . . . . ?
C7 N2 C1 C2 -179.8(5) . . . . ?
C7 N2 C1 C3 -2.0(5) . . . . ?
C7 N2 C9 C17 -102.7(5) . . . . ?
C7 N2 C9 C26 83.6(5) . . . . ?
C7 C15 C16 C30 -48.5(7) . . . . ?
C7 C15 C16 C34 141.3(5) . . . . ?
C8 C4 C5 C12 -1.5(6) . . . . ?
C8 C4 C5 C18 -179.7(4) . . . . ?
C8 C11 C19 C12 0.0(7) . . . . ?
C9 N2 C1 C2 -3.8(7) . . . . ?
C9 N2 C1 C3 174.0(4) . . . . ?
C9 N2 C7 N1 -173.5(4) . . . . ?
C9 N2 C7 C15 1.4(7) . . . . ?
C9 C17 C23 C28 0.1(7) . . . . ?
C9 C17 C31 C40 -140.3(5) . . . . ?
C9 C17 C31 C42 93.0(6) . . . . ?
C9 C26 C32 C37 114.9(5) . . . . ?
C9 C26 C32 C41 -121.2(5) . . . . ?
C10 C6 C14 C20 174.5(4) . . . . ?
C10 C6 C14 C29 -2.6(6) . . . . ?
C10 C24 C27 C29 -2.1(8) . . . . ?
C12 C5 C18 C21 -176.3(4) . . . . ?
C13 C2 C4 C5 -0.8(6) . . . . ?
C13 C2 C4 C8 178.5(4) . . . . ?
C14 C6 C10 C24 1.9(6) . . . . ?
C14 C6 C10 C25 -176.8(4) . . . . ?
C15 C16 C30 C35 -171.7(5) . . . . ?
C15 C16 C34 C38 172.0(5) . . . . ?
C16 C30 C35 C39 1.4(9) . . . . ?
C16 C34 C38 C39 -0.4(10) . . . . ?
C17 C9 C26 C22 0.4(6) . . . . ?
C17 C9 C26 C32 -178.6(4) . . . . ?
C17 C23 C28 C22 -0.6(8) . . . . ?
C18 C5 C12 C19 178.1(4) . . . . ?
C20 C14 C29 C27 -176.2(4) . . . . ?
C22 C26 C32 C37 -64.1(6) . . . . ?
C22 C26 C32 C41 59.8(7) . . . . ?
C23 C17 C31 C40 38.9(7) . . . . ?
C23 C17 C31 C42 -87.7(6) . . . . ?
C24 C10 C25 C43 103.8(6) . . . . ?
C24 C10 C25 C44 -25.9(7) . . . . ?
C24 C27 C29 C14 1.3(8) . . . . ?
C25 C10 C24 C27 179.2(4) . . . . ?
C26 C9 C17 C23 0.0(6) . . . . ?
C26 C9 C17 C31 179.3(4) . . . . ?
C26 C22 C28 C23 1.0(8) . . . . ?
C28 C22 C26 C9 -0.9(7) . . . . ?
C28 C22 C26 C32 178.2(5) . . . . ?
C29 C14 C20 C33 -32.6(7) . . . . ?
C29 C14 C20 C36 92.4(6) . . . . ?
C30 C16 C34 C38 1.1(8) . . . . ?
C30 C35 C39 C38 -0.7(11) . . . . ?
C31 C17 C23 C28 -179.2(4) . . . . ?
C34 C16 C30 C35 -1.6(7) . . . . ?
C34 C38 C39 C35 0.2(12) . . . . ?

_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_3c
_database_code_depnum_ccdc_archive 'CCDC 2215449'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C45 H47 N2 O2'
_chemical_formula_sum            'C45 H47 N2 O2'
_chemical_formula_weight         647.84
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.8133(8)
_cell_length_b                   24.708(3)
_cell_length_c                   18.0295(19)
_cell_angle_alpha                90
_cell_angle_beta                 103.983(3)
_cell_angle_gamma                90
_cell_volume                     3809.8(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3455
_cell_measurement_temperature    214(2)
_cell_measurement_theta_max      23.95
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6683
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0764 before and 0.0535 after correction.
The Ratio of minimum to maximum transmission is 0.8968.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.129
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1388
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0764
_diffrn_reflns_av_unetI/netI     0.0886
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21935
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.319
_diffrn_reflns_theta_min         2.381
_diffrn_ambient_temperature      214.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_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           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3631
_reflns_number_total             6873
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.374
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6873
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1465
_refine_ls_R_factor_gt           0.0712
_refine_ls_restrained_S_all      1.020
_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)+(0.0946P)²+0.7397P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1668
_refine_ls_wR_factor_ref         0.2036
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C30(H30), C31(H31), C33(H33), C34(H34)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C13(H13), C14(H14), C15(H15), C18(H18), C19(H19), C21(H21),
 C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C32(H32), C35(H35),
  C36(H36)
2.c Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C40(H40A,H40B,
 H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,
 H44B,H44C), C45(H45A,H45B,H45C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2311(2) 0.27286(9) 0.30087(13) 0.0341(6) Uani 1 1 d . . . . .
N2 N 0.2999(2) 0.35936(10) 0.32443(13) 0.0354(6) Uani 1 1 d . . . . .
O1 O 0.0123(3) 0.29435(10) 0.17112(14) 0.0720(8) Uani 1 1 d . . . . .
C1 C 0.5561(3) 0.27572(12) 0.46841(16) 0.0332(7) Uani 1 1 d . . . . .
C2 C 0.6738(3) 0.25910(12) 0.53029(16) 0.0351(7) Uani 1 1 d . . . . .
C3 C 0.1524(3) 0.22255(12) 0.27540(16) 0.0335(7) Uani 1 1 d . . . . .
C4 C 0.3974(3) 0.32694(12) 0.37823(16) 0.0340(7) Uani 1 1 d . . . . .
C5 C 0.3548(3) 0.27501(12) 0.36444(16) 0.0336(7) Uani 1 1 d . . . . .
C6 C 0.4522(3) 0.23935(12) 0.42015(16) 0.0338(7) Uani 1 1 d . . . . .
C7 C 0.5303(3) 0.33066(12) 0.44515(16) 0.0338(7) Uani 1 1 d . . . . .
C8 C 0.3098(3) 0.41744(12) 0.32571(17) 0.0345(7) Uani 1 1 d . . . . .
C9 C 0.1930(3) 0.32567(12) 0.27490(17) 0.0334(7) Uani 1 1 d . . . . .
O2 O -0.1828(4) 0.51944(13) 0.03880(17) 0.0994(11) Uani 1 1 d . . . . .
C10 C 0.0231(3) 0.20830(13) 0.30272(18) 0.0435(8) Uani 1 1 d . . . . .
C11 C 0.6271(3) 0.36943(13) 0.48511(18) 0.0422(8) Uani 1 1 d . . . . .
H11 H 0.613640 0.406115 0.471295 0.051 Uiso 1 1 calc R . . . .
C12 C 0.2181(3) 0.18844(13) 0.22950(18) 0.0427(8) Uani 1 1 d . . . . .
C13 C 0.4671(3) 0.18530(13) 0.43487(19) 0.0454(8) Uani 1 1 d . . . . .
H13 H 0.400918 0.160312 0.403384 0.054 Uiso 1 1 calc R . . . .
C14 C 0.7717(3) 0.30023(14) 0.57083(18) 0.0446(8) Uani 1 1 d . . . . .
H14 H 0.852643 0.291212 0.613437 0.054 Uiso 1 1 calc R . . . .
C15 C 0.7489(3) 0.35275(14) 0.54824(18) 0.0464(8) Uani 1 1 d . . . . .
H15 H 0.816497 0.379215 0.575542 0.056 Uiso 1 1 calc R . . . .
C16 C 0.0763(3) 0.33556(13) 0.20725(18) 0.0436(8) Uani 1 1 d . . . . .
C17 C 0.2588(3) 0.44520(13) 0.38304(18) 0.0422(8) Uani 1 1 d . . . . .
C18 C -0.0439(4) 0.15823(15) 0.2817(2) 0.0538(9) Uani 1 1 d . . . . .
H18 H -0.132765 0.147755 0.298331 0.065 Uiso 1 1 calc R . . . .
C19 C 0.6839(4) 0.20264(14) 0.54494(19) 0.0471(8) Uani 1 1 d . . . . .
H19 H 0.759790 0.189281 0.586889 0.057 Uiso 1 1 calc R . . . .
C20 C 0.3754(3) 0.44370(13) 0.27251(19) 0.0445(8) Uani 1 1 d . . . . .
C21 C 0.5843(4) 0.16749(14) 0.49860(19) 0.0511(9) Uani 1 1 d . . . . .
H21 H 0.593866 0.130249 0.509380 0.061 Uiso 1 1 calc R . . . .
C22 C 0.0257(3) 0.38865(13) 0.1717(2) 0.0454(8) Uani 1 1 d . . . . .
C23 C 0.1466(4) 0.13857(14) 0.2116(2) 0.0540(9) Uani 1 1 d . . . . .
H23 H 0.187640 0.114266 0.181386 0.065 Uiso 1 1 calc R . . . .
C24 C 0.2723(4) 0.50122(15) 0.3839(2) 0.0589(10) Uani 1 1 d . . . . .
H24 H 0.238415 0.521271 0.421212 0.071 Uiso 1 1 calc R . . . .
C25 C 0.0171(4) 0.12363(15) 0.2369(2) 0.0598(10) Uani 1 1 d . . . . .
H25 H -0.029524 0.089667 0.223456 0.072 Uiso 1 1 calc R . . . .
C26 C 0.3848(4) 0.49983(15) 0.2771(2) 0.0616(10) Uani 1 1 d . . . . .
H26 H 0.427108 0.518939 0.241706 0.074 Uiso 1 1 calc R . . . .
C27 C -0.0128(4) 0.43355(15) 0.2067(2) 0.0589(10) Uani 1 1 d . . . . .
H27 H 0.007214 0.434408 0.260351 0.071 Uiso 1 1 calc R . . . .
C28 C 0.3342(4) 0.52766(16) 0.3314(3) 0.0678(11) Uani 1 1 d . . . . .
H28 H 0.341846 0.565611 0.332994 0.081 Uiso 1 1 calc R . . . .
C29 C -0.1110(4) 0.47693(17) 0.0864(2) 0.0638(11) Uani 1 1 d . . . . .
C30 C 0.3538(4) 0.20561(16) 0.1984(2) 0.0617(10) Uani 1 1 d . . . . .
H30 H 0.405389 0.236439 0.229641 0.074 Uiso 1 1 calc R . . . .
C31 C 0.1885(5) 0.41660(16) 0.4411(2) 0.0642(11) Uani 1 1 d . . . . .
H31 H 0.227828 0.378921 0.444989 0.077 Uiso 1 1 calc R . . . .
C32 C -0.0062(4) 0.39025(16) 0.0919(2) 0.0635(11) Uani 1 1 d . . . . .
H32 H 0.018945 0.359705 0.066143 0.076 Uiso 1 1 calc R . . . .
C33 C 0.4384(4) 0.41209(16) 0.2145(2) 0.0625(10) Uani 1 1 d . . . . .
H33 H 0.376479 0.378397 0.202800 0.075 Uiso 1 1 calc R . . . .
C34 C -0.0411(4) 0.24598(17) 0.3540(2) 0.0688(11) Uani 1 1 d . . . . .
H34 H 0.014452 0.280945 0.355578 0.083 Uiso 1 1 calc R . . . .
C35 C -0.0825(5) 0.47919(16) 0.1639(2) 0.0693(11) Uani 1 1 d . . . . .
H35 H -0.108366 0.510184 0.188453 0.083 Uiso 1 1 calc R . . . .
C36 C -0.0716(5) 0.43360(17) 0.0494(2) 0.0750(12) Uani 1 1 d . . . . .
H36 H -0.088811 0.433388 -0.004142 0.090 Uiso 1 1 calc R . . . .
C37 C 0.4760(5) 0.16125(19) 0.2027(3) 0.0911(15) Uani 1 1 d . . . . .
H37A H 0.513025 0.149400 0.255262 0.137 Uiso 1 1 calc GR . . . .
H37B H 0.563079 0.175251 0.184363 0.137 Uiso 1 1 calc GR . . . .
H37C H 0.429514 0.130878 0.171201 0.137 Uiso 1 1 calc GR . . . .
C38 C 0.4275(6) 0.4419(2) 0.1399(2) 0.0967(16) Uani 1 1 d . . . . .
H38A H 0.321858 0.455251 0.120581 0.145 Uiso 1 1 calc GR . . . .
H38B H 0.453907 0.417428 0.102882 0.145 Uiso 1 1 calc GR . . . .
H38C H 0.499930 0.472138 0.148574 0.145 Uiso 1 1 calc GR . . . .
C39 C 0.6091(5) 0.3961(2) 0.2500(3) 0.1062(18) Uani 1 1 d . . . . .
H39A H 0.672200 0.428473 0.262772 0.159 Uiso 1 1 calc GR . . . .
H39B H 0.648507 0.374664 0.213554 0.159 Uiso 1 1 calc GR . . . .
H39C H 0.614439 0.374985 0.295886 0.159 Uiso 1 1 calc GR . . . .
C40 C -0.2143(5) 0.2572(2) 0.3242(3) 0.1097(18) Uani 1 1 d . . . . .
H40A H -0.234358 0.269462 0.271651 0.165 Uiso 1 1 calc GR . . . .
H40B H -0.246282 0.284930 0.355316 0.165 Uiso 1 1 calc GR . . . .
H40C H -0.272932 0.224277 0.326673 0.165 Uiso 1 1 calc GR . . . .
C41 C -0.2272(8) 0.5652(2) 0.0728(3) 0.131(2) Uani 1 1 d . . . . .
H41A H -0.297505 0.586787 0.034471 0.197 Uiso 1 1 calc GR . . . .
H41B H -0.135225 0.586293 0.095982 0.197 Uiso 1 1 calc GR . . . .
H41C H -0.279991 0.554360 0.111872 0.197 Uiso 1 1 calc GR . . . .
C42 C -0.0069(6) 0.2242(3) 0.4350(3) 0.125(2) Uani 1 1 d . . . . .
H42A H -0.060146 0.189869 0.435337 0.188 Uiso 1 1 calc GR . . . .
H42B H -0.043688 0.249799 0.467488 0.188 Uiso 1 1 calc GR . . . .
H42C H 0.104837 0.218996 0.453834 0.188 Uiso 1 1 calc GR . . . .
C43 C 0.2967(6) 0.2256(2) 0.1158(3) 0.119(2) Uani 1 1 d . . . . .
H43A H 0.254892 0.195326 0.082891 0.179 Uiso 1 1 calc GR . . . .
H43B H 0.383509 0.241452 0.099094 0.179 Uiso 1 1 calc GR . . . .
H43C H 0.215693 0.252565 0.113187 0.179 Uiso 1 1 calc GR . . . .
C44 C 0.0134(6) 0.4136(3) 0.4172(3) 0.125(2) Uani 1 1 d . . . . .
H44A H -0.029595 0.449892 0.411038 0.187 Uiso 1 1 calc GR . . . .
H44B H -0.025352 0.394590 0.455936 0.187 Uiso 1 1 calc GR . . . .
H44C H -0.017952 0.394293 0.369025 0.187 Uiso 1 1 calc GR . . . .
C45 C 0.2373(7) 0.4408(3) 0.5197(3) 0.129(2) Uani 1 1 d . . . . .
H45A H 0.350357 0.443780 0.534648 0.193 Uiso 1 1 calc GR . . . .
H45B H 0.202043 0.417711 0.555771 0.193 Uiso 1 1 calc GR . . . .
H45C H 0.191119 0.476411 0.519541 0.193 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.443(3) . ?
N1 C5 1.379(3) . ?
N1 C9 1.400(4) . ?
N2 C4 1.385(3) . ?
N2 C8 1.437(4) . ?
N2 C9 1.404(3) . ?
O1 C16 1.265(4) . ?
C1 C2 1.390(4) . ?
C1 C6 1.420(4) . ?
C1 C7 1.423(4) . ?
C2 C14 1.417(4) . ?
C2 C19 1.418(4) . ?
C3 C10 1.392(4) . ?
C3 C12 1.401(4) . ?
C4 C5 1.343(4) . ?
C4 C7 1.468(4) . ?
C5 C6 1.451(4) . ?
C6 C13 1.362(4) . ?
C7 C11 1.366(4) . ?
C8 C17 1.402(4) . ?
C8 C20 1.394(4) . ?
C9 C16 1.414(4) . ?
O2 C29 1.407(4) . ?
O2 C41 1.386(5) . ?
C10 C18 1.384(4) . ?
C10 C34 1.514(5) . ?
C11 H11 0.9400 . ?
C11 C15 1.423(4) . ?
C12 C23 1.386(4) . ?
C12 C30 1.500(5) . ?
C13 H13 0.9400 . ?
C13 C21 1.417(4) . ?
C14 H14 0.9400 . ?
C14 C15 1.360(4) . ?
C15 H15 0.9400 . ?
C16 C22 1.481(4) . ?
C17 C24 1.389(5) . ?
C17 C31 1.515(5) . ?
C18 H18 0.9400 . ?
C18 C25 1.372(5) . ?
C19 H19 0.9400 . ?
C19 C21 1.367(4) . ?
C20 C26 1.390(5) . ?
C20 C33 1.514(5) . ?
C21 H21 0.9400 . ?
C22 C27 1.360(5) . ?
C22 C32 1.398(5) . ?
C23 H23 0.9400 . ?
C23 C25 1.378(5) . ?
C24 H24 0.9400 . ?
C24 C28 1.367(5) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
C26 C28 1.358(5) . ?
C27 H27 0.9400 . ?
C27 C35 1.420(5) . ?
C28 H28 0.9400 . ?
C29 C35 1.359(5) . ?
C29 C36 1.351(5) . ?
C30 H30 0.9900 . ?
C30 C37 1.525(5) . ?
C30 C43 1.534(6) . ?
C31 H31 0.9900 . ?
C31 C44 1.500(6) . ?
C31 C45 1.502(6) . ?
C32 H32 0.9400 . ?
C32 C36 1.361(5) . ?
C33 H33 0.9900 . ?
C33 C38 1.516(5) . ?
C33 C39 1.538(5) . ?
C34 H34 0.9900 . ?
C34 C40 1.516(5) . ?
C34 C42 1.517(6) . ?
C35 H35 0.9400 . ?
C36 H36 0.9400 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 H39C 0.9700 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 H41C 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 H45C 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
C5 N1 C3 121.3(2) . . ?
C5 N1 C9 108.6(2) . . ?
C9 N1 C3 129.7(2) . . ?
C4 N2 C8 122.8(2) . . ?
C4 N2 C9 108.0(2) . . ?
C9 N2 C8 129.1(2) . . ?
C2 C1 C6 123.4(3) . . ?
C2 C1 C7 123.6(3) . . ?
C6 C1 C7 112.9(2) . . ?
C1 C2 C14 116.5(3) . . ?
C1 C2 C19 116.2(3) . . ?
C14 C2 C19 127.3(3) . . ?
C10 C3 N1 118.5(3) . . ?
C10 C3 C12 123.2(3) . . ?
C12 C3 N1 118.1(2) . . ?
N2 C4 C7 140.9(3) . . ?
C5 C4 N2 109.0(2) . . ?
C5 C4 C7 110.1(3) . . ?
N1 C5 C6 140.2(3) . . ?
C4 C5 N1 108.7(2) . . ?
C4 C5 C6 111.1(2) . . ?
C1 C6 C5 103.0(2) . . ?
C13 C6 C1 118.9(3) . . ?
C13 C6 C5 138.0(3) . . ?
C1 C7 C4 102.8(2) . . ?
C11 C7 C1 118.6(3) . . ?
C11 C7 C4 138.6(3) . . ?
C17 C8 N2 118.1(3) . . ?
C20 C8 N2 119.2(3) . . ?
C20 C8 C17 122.7(3) . . ?
N1 C9 N2 105.7(2) . . ?
N1 C9 C16 121.0(3) . . ?
N2 C9 C16 133.1(3) . . ?
C41 O2 C29 118.1(4) . . ?
C3 C10 C34 121.3(3) . . ?
C18 C10 C3 117.5(3) . . ?
C18 C10 C34 121.3(3) . . ?
C7 C11 H11 120.9 . . ?
C7 C11 C15 118.2(3) . . ?
C15 C11 H11 120.9 . . ?
C3 C12 C30 122.1(3) . . ?
C23 C12 C3 116.3(3) . . ?
C23 C12 C30 121.6(3) . . ?
C6 C13 H13 120.7 . . ?
C6 C13 C21 118.7(3) . . ?
C21 C13 H13 120.7 . . ?
C2 C14 H14 119.9 . . ?
C15 C14 C2 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C11 C15 H15 118.5 . . ?
C14 C15 C11 123.0(3) . . ?
C14 C15 H15 118.5 . . ?
O1 C16 C9 116.5(3) . . ?
O1 C16 C22 116.1(3) . . ?
C9 C16 C22 127.4(3) . . ?
C8 C17 C31 122.6(3) . . ?
C24 C17 C8 117.0(3) . . ?
C24 C17 C31 120.3(3) . . ?
C10 C18 H18 119.5 . . ?
C25 C18 C10 121.1(3) . . ?
C25 C18 H18 119.5 . . ?
C2 C19 H19 119.7 . . ?
C21 C19 C2 120.6(3) . . ?
C21 C19 H19 119.7 . . ?
C8 C20 C33 121.2(3) . . ?
C26 C20 C8 116.9(3) . . ?
C26 C20 C33 121.9(3) . . ?
C13 C21 H21 118.9 . . ?
C19 C21 C13 122.2(3) . . ?
C19 C21 H21 118.9 . . ?
C27 C22 C16 127.2(3) . . ?
C27 C22 C32 116.4(3) . . ?
C32 C22 C16 115.8(3) . . ?
C12 C23 H23 119.1 . . ?
C25 C23 C12 121.8(3) . . ?
C25 C23 H23 119.1 . . ?
C17 C24 H24 119.5 . . ?
C28 C24 C17 121.0(4) . . ?
C28 C24 H24 119.5 . . ?
C18 C25 C23 120.1(3) . . ?
C18 C25 H25 119.9 . . ?
C23 C25 H25 119.9 . . ?
C20 C26 H26 119.2 . . ?
C28 C26 C20 121.5(4) . . ?
C28 C26 H26 119.2 . . ?
C22 C27 H27 119.4 . . ?
C22 C27 C35 121.2(4) . . ?
C35 C27 H27 119.4 . . ?
C24 C28 H28 119.6 . . ?
C26 C28 C24 120.9(4) . . ?
C26 C28 H28 119.6 . . ?
C35 C29 O2 122.7(4) . . ?
C36 C29 O2 114.9(4) . . ?
C36 C29 C35 122.3(4) . . ?
C12 C30 H30 107.6 . . ?
C12 C30 C37 113.2(3) . . ?
C12 C30 C43 110.5(3) . . ?
C37 C30 H30 107.6 . . ?
C37 C30 C43 110.0(4) . . ?
C43 C30 H30 107.6 . . ?
C17 C31 H31 107.0 . . ?
C44 C31 C17 112.8(3) . . ?
C44 C31 H31 107.0 . . ?
C44 C31 C45 109.4(4) . . ?
C45 C31 C17 113.3(4) . . ?
C45 C31 H31 107.0 . . ?
C22 C32 H32 118.2 . . ?
C36 C32 C22 123.6(4) . . ?
C36 C32 H32 118.2 . . ?
C20 C33 H33 107.8 . . ?
C20 C33 C38 114.0(3) . . ?
C20 C33 C39 109.3(3) . . ?
C38 C33 H33 107.8 . . ?
C38 C33 C39 109.8(3) . . ?
C39 C33 H33 107.8 . . ?
C10 C34 H34 107.4 . . ?
C10 C34 C40 112.9(4) . . ?
C10 C34 C42 110.7(4) . . ?
C40 C34 H34 107.4 . . ?
C40 C34 C42 110.7(4) . . ?
C42 C34 H34 107.4 . . ?
C27 C35 H35 120.8 . . ?
C29 C35 C27 118.3(4) . . ?
C29 C35 H35 120.8 . . ?
C29 C36 C32 118.0(4) . . ?
C29 C36 H36 121.0 . . ?
C32 C36 H36 121.0 . . ?
C30 C37 H37A 109.5 . . ?
C30 C37 H37B 109.5 . . ?
C30 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C33 C38 H38A 109.5 . . ?
C33 C38 H38B 109.5 . . ?
C33 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C33 C39 H39A 109.5 . . ?
C33 C39 H39B 109.5 . . ?
C33 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C34 C40 H40A 109.5 . . ?
C34 C40 H40B 109.5 . . ?
C34 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
O2 C41 H41A 109.5 . . ?
O2 C41 H41B 109.5 . . ?
O2 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C34 C42 H42A 109.5 . . ?
C34 C42 H42B 109.5 . . ?
C34 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C30 C43 H43A 109.5 . . ?
C30 C43 H43B 109.5 . . ?
C30 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C31 C44 H44A 109.5 . . ?
C31 C44 H44B 109.5 . . ?
C31 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C31 C45 H45A 109.5 . . ?
C31 C45 H45B 109.5 . . ?
C31 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C14 H14 O1 0.94 2.61 3.372(4) 138.3 4_666 yes
C19 H19 O1 0.94 2.41 3.221(4) 144.9 4_666 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C3 C10 C18 -175.7(3) . . . . ?
N1 C3 C10 C34 3.9(4) . . . . ?
N1 C3 C12 C23 174.7(3) . . . . ?
N1 C3 C12 C30 -7.9(4) . . . . ?
N1 C5 C6 C1 -179.9(3) . . . . ?
N1 C5 C6 C13 1.0(7) . . . . ?
N1 C9 C16 O1 -1.8(4) . . . . ?
N1 C9 C16 C22 -178.5(3) . . . . ?
N2 C4 C5 N1 1.0(3) . . . . ?
N2 C4 C5 C6 -179.1(2) . . . . ?
N2 C4 C7 C1 178.4(4) . . . . ?
N2 C4 C7 C11 -3.4(7) . . . . ?
N2 C8 C17 C24 178.8(3) . . . . ?
N2 C8 C17 C31 -2.5(4) . . . . ?
N2 C8 C20 C26 -178.9(3) . . . . ?
N2 C8 C20 C33 -1.0(4) . . . . ?
N2 C9 C16 O1 171.6(3) . . . . ?
N2 C9 C16 C22 -5.1(6) . . . . ?
O1 C16 C22 C27 134.3(4) . . . . ?
O1 C16 C22 C32 -36.3(4) . . . . ?
C1 C2 C14 C15 -0.5(4) . . . . ?
C1 C2 C19 C21 1.6(4) . . . . ?
C1 C6 C13 C21 0.9(4) . . . . ?
C1 C7 C11 C15 -0.1(4) . . . . ?
C2 C1 C6 C5 -179.0(3) . . . . ?
C2 C1 C6 C13 0.3(4) . . . . ?
C2 C1 C7 C4 179.3(3) . . . . ?
C2 C1 C7 C11 0.6(4) . . . . ?
C2 C14 C15 C11 1.1(5) . . . . ?
C2 C19 C21 C13 -0.4(5) . . . . ?
C3 N1 C5 C4 -175.4(2) . . . . ?
C3 N1 C5 C6 4.8(5) . . . . ?
C3 N1 C9 N2 174.5(3) . . . . ?
C3 N1 C9 C16 -10.5(4) . . . . ?
C3 C10 C18 C25 1.3(5) . . . . ?
C3 C10 C34 C40 126.4(4) . . . . ?
C3 C10 C34 C42 -108.8(4) . . . . ?
C3 C12 C23 C25 0.7(5) . . . . ?
C3 C12 C30 C37 138.2(3) . . . . ?
C3 C12 C30 C43 -97.9(4) . . . . ?
C4 N2 C8 C17 -71.6(3) . . . . ?
C4 N2 C8 C20 105.6(3) . . . . ?
C4 N2 C9 N1 -0.3(3) . . . . ?
C4 N2 C9 C16 -174.5(3) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C4 C5 C6 C13 -178.8(4) . . . . ?
C4 C7 C11 C15 -178.1(3) . . . . ?
C5 N1 C3 C10 91.4(3) . . . . ?
C5 N1 C3 C12 -83.3(3) . . . . ?
C5 N1 C9 N2 0.9(3) . . . . ?
C5 N1 C9 C16 175.9(3) . . . . ?
C5 C4 C7 C1 -1.1(3) . . . . ?
C5 C4 C7 C11 177.1(3) . . . . ?
C5 C6 C13 C21 180.0(3) . . . . ?
C6 C1 C2 C14 177.4(3) . . . . ?
C6 C1 C2 C19 -1.6(4) . . . . ?
C6 C1 C7 C4 1.3(3) . . . . ?
C6 C1 C7 C11 -177.3(3) . . . . ?
C6 C13 C21 C19 -0.9(5) . . . . ?
C7 C1 C2 C14 -0.3(4) . . . . ?
C7 C1 C2 C19 -179.3(3) . . . . ?
C7 C1 C6 C5 -1.1(3) . . . . ?
C7 C1 C6 C13 178.3(3) . . . . ?
C7 C4 C5 N1 -179.3(2) . . . . ?
C7 C4 C5 C6 0.5(3) . . . . ?
C7 C11 C15 C14 -0.7(5) . . . . ?
C8 N2 C4 C5 176.8(3) . . . . ?
C8 N2 C4 C7 -2.7(5) . . . . ?
C8 N2 C9 N1 -177.3(3) . . . . ?
C8 N2 C9 C16 8.5(5) . . . . ?
C8 C17 C24 C28 -0.6(5) . . . . ?
C8 C17 C31 C44 -93.3(4) . . . . ?
C8 C17 C31 C45 141.7(4) . . . . ?
C8 C20 C26 C28 0.8(5) . . . . ?
C8 C20 C33 C38 150.2(3) . . . . ?
C8 C20 C33 C39 -86.4(4) . . . . ?
C9 N1 C3 C10 -81.4(4) . . . . ?
C9 N1 C3 C12 103.8(3) . . . . ?
C9 N1 C5 C4 -1.2(3) . . . . ?
C9 N1 C5 C6 179.0(3) . . . . ?
C9 N2 C4 C5 -0.4(3) . . . . ?
C9 N2 C4 C7 -179.9(4) . . . . ?
C9 N2 C8 C17 104.9(3) . . . . ?
C9 N2 C8 C20 -77.8(4) . . . . ?
C9 C16 C22 C27 -49.0(5) . . . . ?
C9 C16 C22 C32 140.4(3) . . . . ?
O2 C29 C35 C27 178.5(3) . . . . ?
O2 C29 C36 C32 -177.9(3) . . . . ?
C10 C3 C12 C23 0.3(4) . . . . ?
C10 C3 C12 C30 177.7(3) . . . . ?
C10 C18 C25 C23 -0.4(5) . . . . ?
C12 C3 C10 C18 -1.2(4) . . . . ?
C12 C3 C10 C34 178.3(3) . . . . ?
C12 C23 C25 C18 -0.6(5) . . . . ?
C14 C2 C19 C21 -177.3(3) . . . . ?
C16 C22 C27 C35 -170.1(3) . . . . ?
C16 C22 C32 C36 171.8(4) . . . . ?
C17 C8 C20 C26 -1.8(4) . . . . ?
C17 C8 C20 C33 176.1(3) . . . . ?
C17 C24 C28 C26 -0.3(6) . . . . ?
C18 C10 C34 C40 -54.0(5) . . . . ?
C18 C10 C34 C42 70.7(5) . . . . ?
C19 C2 C14 C15 178.3(3) . . . . ?
C20 C8 C17 C24 1.7(4) . . . . ?
C20 C8 C17 C31 -179.6(3) . . . . ?
C20 C26 C28 C24 0.2(6) . . . . ?
C22 C27 C35 C29 0.3(6) . . . . ?
C22 C32 C36 C29 -1.6(6) . . . . ?
C23 C12 C30 C37 -44.5(5) . . . . ?
C23 C12 C30 C43 79.4(4) . . . . ?
C24 C17 C31 C44 85.4(5) . . . . ?
C24 C17 C31 C45 -39.6(5) . . . . ?
C26 C20 C33 C38 -32.0(5) . . . . ?
C26 C20 C33 C39 91.3(4) . . . . ?
C27 C22 C32 C36 0.2(5) . . . . ?
C30 C12 C23 C25 -176.7(3) . . . . ?
C31 C17 C24 C28 -179.4(3) . . . . ?
C32 C22 C27 C35 0.4(5) . . . . ?
C33 C20 C26 C28 -177.1(3) . . . . ?
C34 C10 C18 C25 -178.3(3) . . . . ?
C35 C29 C36 C32 2.4(7) . . . . ?
C36 C29 C35 C27 -1.8(6) . . . . ?
C41 O2 C29 C35 -0.6(7) . . . . ?
C41 O2 C29 C36 179.7(5) . . . . ?

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

data_3d
_database_code_depnum_ccdc_archive 'CCDC 2215450'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C46 H50 N3 O'
_chemical_formula_sum            'C46 H50 N3 O'
_chemical_formula_weight         660.89
_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 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.7055(3)
_cell_length_b                   9.3964(3)
_cell_length_c                   23.6914(7)
_cell_angle_alpha                87.6640(10)
_cell_angle_beta                 82.0200(10)
_cell_angle_gamma                77.0010(10)
_cell_volume                     1869.93(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      59.14
_cell_measurement_theta_min      4.49
_shelx_estimated_absorpt_T_max   0.904
_shelx_estimated_absorpt_T_min   0.892
_exptl_absorpt_coefficient_mu    0.344
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1523 before and 0.0681 after correction.
The Ratio of minimum to maximum transmission is 0.8084.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             710
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            26307
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         59.203
_diffrn_reflns_theta_min         4.495
_diffrn_ambient_temperature      190.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6310
_reflns_number_total             8134
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         8134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0440
_refine_ls_restrained_S_all      1.069
_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)+(0.0520P)²+0.3393P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1186
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C20(H20), C25(H25), C27(H27), C33(H33)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23),
 C24(H24), C26(H26), C28(H28), C30(H30), C31(H31), C32(H32), C35(H35), C36(H36),
  C37(H37)
2.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C40(H40A,H40B,
 H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,
 H44B,H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.95045(12) 0.15396(10) 0.23522(4) 0.0389(2) Uani 1 1 d . . . . .
N1 N 0.66070(11) 0.49596(10) 0.26740(4) 0.0208(2) Uani 1 1 d . . . . .
N2 N 0.77303(12) 0.38027(10) 0.18590(4) 0.0215(2) Uani 1 1 d . . . . .
N3 N 1.09439(17) 0.15434(14) 0.48960(5) 0.0435(3) Uani 1 1 d . . . . .
C1 C 0.65665(14) 0.49819(12) 0.17377(5) 0.0220(2) Uani 1 1 d . . . . .
C2 C 0.46597(14) 0.69646(12) 0.21140(5) 0.0239(3) Uani 1 1 d . . . . .
C3 C 0.58698(14) 0.56716(12) 0.22286(5) 0.0225(2) Uani 1 1 d . . . . .
C4 C 0.61005(14) 0.54942(12) 0.32469(5) 0.0233(2) Uani 1 1 d . . . . .
C5 C 0.59130(14) 0.57757(12) 0.12505(5) 0.0235(3) Uani 1 1 d . . . . .
C6 C 0.47524(14) 0.69735(12) 0.15077(5) 0.0238(3) Uani 1 1 d . . . . .
C7 C 0.92694(14) 0.24293(13) 0.32849(5) 0.0246(3) Uani 1 1 d . . . . .
C8 C 0.78056(14) 0.37711(12) 0.24494(5) 0.0207(2) Uani 1 1 d . . . . .
C9 C 0.52323(15) 0.47099(14) 0.36352(5) 0.0290(3) Uani 1 1 d . . . . .
C10 C 0.88431(14) 0.30379(12) 0.13999(5) 0.0227(2) Uani 1 1 d . . . . .
C11 C 0.85190(16) 0.17976(13) 0.11737(5) 0.0268(3) Uani 1 1 d . . . . .
C12 C 0.64198(16) 0.68433(13) 0.33733(5) 0.0285(3) Uani 1 1 d . . . . .
C13 C 0.88535(15) 0.25761(12) 0.26922(5) 0.0247(3) Uani 1 1 d . . . . .
C14 C 1.00800(15) 0.36803(13) 0.11564(5) 0.0285(3) Uani 1 1 d . . . . .
C15 C 0.90863(16) 0.35231(14) 0.36845(6) 0.0300(3) Uani 1 1 d . . . . .
H15 H 0.857477 0.449293 0.359419 0.036 Uiso 1 1 calc R . . . .
C16 C 0.61427(16) 0.56562(15) 0.06661(5) 0.0311(3) Uani 1 1 d . . . . .
H16 H 0.690576 0.487057 0.048150 0.037 Uiso 1 1 calc R . . . .
C17 C 0.38268(15) 0.80512(13) 0.12006(6) 0.0296(3) Uani 1 1 d . . . . .
C18 C 0.35974(16) 0.80641(14) 0.24160(6) 0.0318(3) Uani 1 1 d . . . . .
H18 H 0.350634 0.808760 0.281997 0.038 Uiso 1 1 calc R . . . .
C19 C 1.00612(17) 0.10262(13) 0.34444(5) 0.0305(3) Uani 1 1 d . . . . .
H19 H 1.021205 0.024765 0.318450 0.037 Uiso 1 1 calc R . . . .
C20 C 0.71462(17) 0.11444(14) 0.14434(6) 0.0332(3) Uani 1 1 d . . . . .
H20 H 0.682606 0.152518 0.184035 0.040 Uiso 1 1 calc R . . . .
C21 C 0.94970(18) 0.12061(14) 0.06868(6) 0.0356(3) Uani 1 1 d . . . . .
H21 H 0.930767 0.036836 0.052102 0.043 Uiso 1 1 calc R . . . .
C22 C 0.96287(17) 0.32385(14) 0.42102(6) 0.0339(3) Uani 1 1 d . . . . .
H22 H 0.945763 0.401410 0.447270 0.041 Uiso 1 1 calc R . . . .
C23 C 0.27365(17) 0.91696(14) 0.15258(6) 0.0367(3) Uani 1 1 d . . . . .
H23 H 0.206978 0.992702 0.133758 0.044 Uiso 1 1 calc R . . . .
C24 C 0.26338(17) 0.91699(15) 0.21086(7) 0.0385(3) Uani 1 1 d . . . . .
H24 H 0.189403 0.993463 0.231465 0.046 Uiso 1 1 calc R . . . .
C25 C 0.74109(17) 0.76529(13) 0.29484(6) 0.0333(3) Uani 1 1 d . . . . .
H25 H 0.718915 0.745668 0.255934 0.040 Uiso 1 1 calc R . . . .
C26 C 1.06270(18) 0.07332(14) 0.39612(6) 0.0349(3) Uani 1 1 d . . . . .
H26 H 1.116482 -0.023186 0.404629 0.042 Uiso 1 1 calc R . . . .
C27 C 0.48479(18) 0.32971(15) 0.34697(6) 0.0361(3) Uani 1 1 d . . . . .
H27 H 0.576332 0.278167 0.319543 0.043 Uiso 1 1 calc R . . . .
C28 C 1.10309(17) 0.30257(16) 0.06713(6) 0.0373(3) Uani 1 1 d . . . . .
H28 H 1.189431 0.342563 0.049871 0.045 Uiso 1 1 calc R . . . .
C29 C 1.04219(16) 0.18381(14) 0.43646(5) 0.0315(3) Uani 1 1 d . . . . .
C30 C 1.07373(19) 0.18095(16) 0.04389(6) 0.0397(3) Uani 1 1 d . . . . .
H30 H 1.139118 0.138416 0.010654 0.048 Uiso 1 1 calc R . . . .
C31 C 0.40926(17) 0.78982(16) 0.05983(6) 0.0383(3) Uani 1 1 d . . . . .
H31 H 0.349559 0.860181 0.036695 0.046 Uiso 1 1 calc R . . . .
C32 C 0.58193(19) 0.73922(15) 0.39161(6) 0.0397(3) Uani 1 1 d . . . . .
H32 H 0.599446 0.830586 0.401655 0.048 Uiso 1 1 calc R . . . .
C33 C 1.04191(17) 0.50250(15) 0.14066(6) 0.0375(3) Uani 1 1 d . . . . .
H33 H 0.945174 0.548816 0.167024 0.045 Uiso 1 1 calc R . . . .
C34 C 1.2196(2) 0.02772(17) 0.49753(7) 0.0464(4) Uani 1 1 d . . . . .
H34A H 1.191406 -0.059698 0.484610 0.070 Uiso 1 1 calc GR . . . .
H34B H 1.232708 0.016698 0.538002 0.070 Uiso 1 1 calc GR . . . .
H34C H 1.319396 0.040401 0.475333 0.070 Uiso 1 1 calc GR . . . .
C35 C 0.52012(17) 0.67464(16) 0.03476(6) 0.0380(3) Uani 1 1 d . . . . .
H35 H 0.534662 0.667342 -0.005590 0.046 Uiso 1 1 calc R . . . .
C36 C 0.46861(19) 0.53173(16) 0.41739(6) 0.0407(3) Uani 1 1 d . . . . .
H36 H 0.410475 0.481219 0.445092 0.049 Uiso 1 1 calc R . . . .
C37 C 0.4976(2) 0.66403(17) 0.43118(6) 0.0468(4) Uani 1 1 d . . . . .
H37 H 0.459186 0.703377 0.468089 0.056 Uiso 1 1 calc R . . . .
C38 C 0.91906(19) 0.70827(18) 0.29609(7) 0.0465(4) Uani 1 1 d . . . . .
H38A H 0.944638 0.721145 0.334290 0.070 Uiso 1 1 calc GR . . . .
H38B H 0.978418 0.762704 0.268249 0.070 Uiso 1 1 calc GR . . . .
H38C H 0.948476 0.604315 0.286525 0.070 Uiso 1 1 calc GR . . . .
C39 C 0.7596(2) -0.05221(15) 0.14818(7) 0.0491(4) Uani 1 1 d . . . . .
H39A H 0.781429 -0.092901 0.109710 0.074 Uiso 1 1 calc GR . . . .
H39B H 0.671473 -0.088098 0.169941 0.074 Uiso 1 1 calc GR . . . .
H39C H 0.854698 -0.082487 0.167336 0.074 Uiso 1 1 calc GR . . . .
C40 C 0.4632(2) 0.22713(17) 0.39733(7) 0.0538(4) Uani 1 1 d . . . . .
H40A H 0.558852 0.206363 0.416400 0.081 Uiso 1 1 calc GR . . . .
H40B H 0.445467 0.135728 0.383765 0.081 Uiso 1 1 calc GR . . . .
H40C H 0.371212 0.273219 0.424273 0.081 Uiso 1 1 calc GR . . . .
C41 C 0.5709(2) 0.16311(19) 0.11194(8) 0.0546(4) Uani 1 1 d . . . . .
H41A H 0.542435 0.270027 0.109926 0.082 Uiso 1 1 calc GR . . . .
H41B H 0.480691 0.126817 0.131885 0.082 Uiso 1 1 calc GR . . . .
H41C H 0.597548 0.123629 0.073280 0.082 Uiso 1 1 calc GR . . . .
C42 C 0.6954(2) 0.93116(15) 0.30279(8) 0.0517(4) Uani 1 1 d . . . . .
H42A H 0.581208 0.966259 0.301216 0.078 Uiso 1 1 calc GR . . . .
H42B H 0.755380 0.978224 0.272386 0.078 Uiso 1 1 calc GR . . . .
H42C H 0.720435 0.955105 0.339854 0.078 Uiso 1 1 calc GR . . . .
C43 C 1.0745(2) 0.2735(2) 0.52840(7) 0.0594(5) Uani 1 1 d . . . . .
H43A H 1.140445 0.341018 0.512405 0.089 Uiso 1 1 calc GR . . . .
H43B H 1.106869 0.235038 0.565048 0.089 Uiso 1 1 calc GR . . . .
H43C H 0.962519 0.325307 0.534118 0.089 Uiso 1 1 calc GR . . . .
C44 C 1.1794(2) 0.4588(2) 0.17581(9) 0.0613(5) Uani 1 1 d . . . . .
H44A H 1.155611 0.386930 0.204944 0.092 Uiso 1 1 calc GR . . . .
H44B H 1.194043 0.545334 0.194285 0.092 Uiso 1 1 calc GR . . . .
H44C H 1.276983 0.415964 0.150801 0.092 Uiso 1 1 calc GR . . . .
C45 C 1.0735(3) 0.61501(19) 0.09523(9) 0.0677(5) Uani 1 1 d . . . . .
H45A H 1.173643 0.576037 0.070913 0.101 Uiso 1 1 calc GR . . . .
H45B H 1.080969 0.704456 0.113520 0.101 Uiso 1 1 calc GR . . . .
H45C H 0.986215 0.637140 0.071958 0.101 Uiso 1 1 calc GR . . . .
C46 C 0.3376(3) 0.3623(2) 0.31627(10) 0.0746(6) Uani 1 1 d . . . . .
H46A H 0.246945 0.417981 0.341426 0.112 Uiso 1 1 calc GR . . . .
H46B H 0.313719 0.270331 0.306070 0.112 Uiso 1 1 calc GR . . . .
H46C H 0.357537 0.419583 0.281614 0.112 Uiso 1 1 calc GR . . . .


_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 C13 1.2678(15) . ?
N1 C3 1.3822(14) . ?
N1 C4 1.4416(15) . ?
N1 C8 1.4104(15) . ?
N2 C1 1.3736(15) . ?
N2 C8 1.4081(14) . ?
N2 C10 1.4478(15) . ?
N3 C29 1.3936(17) . ?
N3 C34 1.447(2) . ?
N3 C43 1.442(2) . ?
C1 C3 1.3525(17) . ?
C1 C5 1.4607(16) . ?
C2 C3 1.4616(16) . ?
C2 C6 1.4273(17) . ?
C2 C18 1.3716(18) . ?
C4 C9 1.4010(18) . ?
C4 C12 1.4095(16) . ?
C5 C6 1.4256(17) . ?
C5 C16 1.3767(17) . ?
C6 C17 1.3926(16) . ?
C7 C13 1.4916(16) . ?
C7 C15 1.3933(17) . ?
C7 C19 1.4068(17) . ?
C8 C13 1.4340(16) . ?
C9 C27 1.5188(18) . ?
C9 C36 1.3963(19) . ?
C10 C11 1.4022(16) . ?
C10 C14 1.3957(18) . ?
C11 C20 1.5163(19) . ?
C11 C21 1.3897(18) . ?
C12 C25 1.5259(19) . ?
C12 C32 1.3926(19) . ?
C14 C28 1.3962(19) . ?
C14 C33 1.5206(17) . ?
C15 H15 0.9500 . ?
C15 C22 1.3875(18) . ?
C16 H16 0.9500 . ?
C16 C35 1.4217(19) . ?
C17 C23 1.419(2) . ?
C17 C31 1.422(2) . ?
C18 H18 0.9500 . ?
C18 C24 1.4247(19) . ?
C19 H19 0.9500 . ?
C19 C26 1.3771(18) . ?
C20 H20 1.0000 . ?
C20 C39 1.5284(19) . ?
C20 C41 1.531(2) . ?
C21 H21 0.9500 . ?
C21 C30 1.380(2) . ?
C22 H22 0.9500 . ?
C22 C29 1.4015(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.371(2) . ?
C24 H24 0.9500 . ?
C25 H25 1.0000 . ?
C25 C38 1.525(2) . ?
C25 C42 1.5320(19) . ?
C26 H26 0.9500 . ?
C26 C29 1.4047(19) . ?
C27 H27 1.0000 . ?
C27 C40 1.521(2) . ?
C27 C46 1.526(2) . ?
C28 H28 0.9500 . ?
C28 C30 1.377(2) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C31 C35 1.371(2) . ?
C32 H32 0.9500 . ?
C32 C37 1.380(2) . ?
C33 H33 1.0000 . ?
C33 C44 1.524(2) . ?
C33 C45 1.519(2) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C36 C37 1.383(2) . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 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
C3 N1 C4 119.89(10) . . ?
C3 N1 C8 108.20(9) . . ?
C8 N1 C4 131.91(9) . . ?
C1 N2 C8 108.52(9) . . ?
C1 N2 C10 119.73(9) . . ?
C8 N2 C10 130.17(9) . . ?
C29 N3 C34 120.09(13) . . ?
C29 N3 C43 118.80(12) . . ?
C43 N3 C34 116.43(12) . . ?
N2 C1 C5 140.46(11) . . ?
C3 C1 N2 109.00(10) . . ?
C3 C1 C5 110.40(10) . . ?
C6 C2 C3 103.05(10) . . ?
C18 C2 C3 138.09(12) . . ?
C18 C2 C6 118.85(11) . . ?
N1 C3 C2 140.56(11) . . ?
C1 C3 N1 108.73(10) . . ?
C1 C3 C2 110.57(10) . . ?
C9 C4 N1 118.98(10) . . ?
C9 C4 C12 123.42(11) . . ?
C12 C4 N1 117.46(10) . . ?
C6 C5 C1 103.23(10) . . ?
C16 C5 C1 137.77(12) . . ?
C16 C5 C6 118.99(11) . . ?
C5 C6 C2 112.73(10) . . ?
C17 C6 C2 123.54(12) . . ?
C17 C6 C5 123.71(12) . . ?
C15 C7 C13 128.31(11) . . ?
C15 C7 C19 115.82(11) . . ?
C19 C7 C13 115.66(10) . . ?
N1 C8 C13 134.64(10) . . ?
N2 C8 N1 105.52(9) . . ?
N2 C8 C13 119.45(10) . . ?
C4 C9 C27 121.51(11) . . ?
C36 C9 C4 116.84(12) . . ?
C36 C9 C27 121.61(12) . . ?
C11 C10 N2 118.75(11) . . ?
C14 C10 N2 117.86(10) . . ?
C14 C10 C11 122.87(11) . . ?
C10 C11 C20 121.45(11) . . ?
C21 C11 C10 117.06(12) . . ?
C21 C11 C20 121.48(11) . . ?
C4 C12 C25 122.34(11) . . ?
C32 C12 C4 116.56(12) . . ?
C32 C12 C25 121.08(11) . . ?
O1 C13 C7 117.39(10) . . ?
O1 C13 C8 114.76(10) . . ?
C8 C13 C7 127.85(10) . . ?
C10 C14 C28 117.32(11) . . ?
C10 C14 C33 122.32(11) . . ?
C28 C14 C33 120.35(12) . . ?
C7 C15 H15 119.0 . . ?
C22 C15 C7 121.98(12) . . ?
C22 C15 H15 119.0 . . ?
C5 C16 H16 121.1 . . ?
C5 C16 C35 117.86(13) . . ?
C35 C16 H16 121.1 . . ?
C6 C17 C23 116.19(12) . . ?
C6 C17 C31 115.96(12) . . ?
C23 C17 C31 127.85(12) . . ?
C2 C18 H18 120.8 . . ?
C2 C18 C24 118.32(13) . . ?
C24 C18 H18 120.8 . . ?
C7 C19 H19 118.6 . . ?
C26 C19 C7 122.79(12) . . ?
C26 C19 H19 118.6 . . ?
C11 C20 H20 107.7 . . ?
C11 C20 C39 112.71(13) . . ?
C11 C20 C41 110.72(11) . . ?
C39 C20 H20 107.7 . . ?
C39 C20 C41 110.03(12) . . ?
C41 C20 H20 107.7 . . ?
C11 C21 H21 119.3 . . ?
C30 C21 C11 121.41(12) . . ?
C30 C21 H21 119.3 . . ?
C15 C22 H22 119.1 . . ?
C15 C22 C29 121.80(12) . . ?
C29 C22 H22 119.1 . . ?
C17 C23 H23 119.6 . . ?
C24 C23 C17 120.77(12) . . ?
C24 C23 H23 119.6 . . ?
C18 C24 H24 118.8 . . ?
C23 C24 C18 122.32(13) . . ?
C23 C24 H24 118.8 . . ?
C12 C25 H25 107.1 . . ?
C12 C25 C42 112.84(12) . . ?
C38 C25 C12 111.96(11) . . ?
C38 C25 H25 107.1 . . ?
C38 C25 C42 110.49(12) . . ?
C42 C25 H25 107.1 . . ?
C19 C26 H26 119.5 . . ?
C19 C26 C29 121.08(12) . . ?
C29 C26 H26 119.5 . . ?
C9 C27 H27 107.6 . . ?
C9 C27 C40 113.18(12) . . ?
C9 C27 C46 110.32(13) . . ?
C40 C27 H27 107.6 . . ?
C40 C27 C46 110.33(14) . . ?
C46 C27 H27 107.6 . . ?
C14 C28 H28 119.5 . . ?
C30 C28 C14 121.05(13) . . ?
C30 C28 H28 119.5 . . ?
N3 C29 C22 121.94(12) . . ?
N3 C29 C26 121.51(12) . . ?
C22 C29 C26 116.52(11) . . ?
C21 C30 H30 119.9 . . ?
C28 C30 C21 120.27(13) . . ?
C28 C30 H30 119.9 . . ?
C17 C31 H31 119.6 . . ?
C35 C31 C17 120.70(12) . . ?
C35 C31 H31 119.6 . . ?
C12 C32 H32 119.2 . . ?
C37 C32 C12 121.57(13) . . ?
C37 C32 H32 119.2 . . ?
C14 C33 H33 107.6 . . ?
C14 C33 C44 110.36(12) . . ?
C44 C33 H33 107.6 . . ?
C45 C33 C14 112.29(13) . . ?
C45 C33 H33 107.6 . . ?
C45 C33 C44 111.16(14) . . ?
N3 C34 H34A 109.5 . . ?
N3 C34 H34B 109.5 . . ?
N3 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C16 C35 H35 118.6 . . ?
C31 C35 C16 122.77(13) . . ?
C31 C35 H35 118.6 . . ?
C9 C36 H36 119.4 . . ?
C37 C36 C9 121.24(14) . . ?
C37 C36 H36 119.4 . . ?
C32 C37 C36 120.36(13) . . ?
C32 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C25 C38 H38A 109.5 . . ?
C25 C38 H38B 109.5 . . ?
C25 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C20 C39 H39A 109.5 . . ?
C20 C39 H39B 109.5 . . ?
C20 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C27 C40 H40A 109.5 . . ?
C27 C40 H40B 109.5 . . ?
C27 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C20 C41 H41A 109.5 . . ?
C20 C41 H41B 109.5 . . ?
C20 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C25 C42 H42A 109.5 . . ?
C25 C42 H42B 109.5 . . ?
C25 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N3 C43 H43A 109.5 . . ?
N3 C43 H43B 109.5 . . ?
N3 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C33 C44 H44A 109.5 . . ?
C33 C44 H44B 109.5 . . ?
C33 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C33 C45 H45A 109.5 . . ?
C33 C45 H45B 109.5 . . ?
C33 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C27 C46 H46A 109.5 . . ?
C27 C46 H46B 109.5 . . ?
C27 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C24 H24 O1 0.95 2.27 3.1068(17) 146.3 1_465 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C4 C9 C27 1.39(18) . . . . ?
N1 C4 C9 C36 -176.24(12) . . . . ?
N1 C4 C12 C25 -6.28(17) . . . . ?
N1 C4 C12 C32 175.44(11) . . . . ?
N1 C8 C13 O1 163.84(12) . . . . ?
N1 C8 C13 C7 -17.0(2) . . . . ?
N2 C1 C3 N1 1.39(13) . . . . ?
N2 C1 C3 C2 178.03(9) . . . . ?
N2 C1 C5 C6 -175.85(14) . . . . ?
N2 C1 C5 C16 3.4(3) . . . . ?
N2 C8 C13 O1 -7.90(16) . . . . ?
N2 C8 C13 C7 171.25(11) . . . . ?
N2 C10 C11 C20 -7.30(17) . . . . ?
N2 C10 C11 C21 171.79(10) . . . . ?
N2 C10 C14 C28 -172.54(11) . . . . ?
N2 C10 C14 C33 8.40(17) . . . . ?
C1 N2 C8 N1 1.54(12) . . . . ?
C1 N2 C8 C13 175.44(10) . . . . ?
C1 N2 C10 C11 -94.71(13) . . . . ?
C1 N2 C10 C14 77.29(13) . . . . ?
C1 C5 C6 C2 0.18(13) . . . . ?
C1 C5 C6 C17 179.14(11) . . . . ?
C1 C5 C16 C35 -179.14(13) . . . . ?
C2 C6 C17 C23 -0.75(18) . . . . ?
C2 C6 C17 C31 179.10(11) . . . . ?
C2 C18 C24 C23 -0.1(2) . . . . ?
C3 N1 C4 C9 107.15(13) . . . . ?
C3 N1 C4 C12 -68.63(14) . . . . ?
C3 N1 C8 N2 -0.70(12) . . . . ?
C3 N1 C8 C13 -173.24(12) . . . . ?
C3 C1 C5 C6 -1.05(13) . . . . ?
C3 C1 C5 C16 178.25(14) . . . . ?
C3 C2 C6 C5 0.66(13) . . . . ?
C3 C2 C6 C17 -178.31(11) . . . . ?
C3 C2 C18 C24 178.23(13) . . . . ?
C4 N1 C3 C1 179.05(10) . . . . ?
C4 N1 C3 C2 4.0(2) . . . . ?
C4 N1 C8 N2 179.94(11) . . . . ?
C4 N1 C8 C13 7.4(2) . . . . ?
C4 C9 C27 C40 152.82(14) . . . . ?
C4 C9 C27 C46 -83.01(17) . . . . ?
C4 C9 C36 C37 0.8(2) . . . . ?
C4 C12 C25 C38 -83.15(15) . . . . ?
C4 C12 C25 C42 151.45(13) . . . . ?
C4 C12 C32 C37 0.9(2) . . . . ?
C5 C1 C3 N1 -175.11(9) . . . . ?
C5 C1 C3 C2 1.53(13) . . . . ?
C5 C6 C17 C23 -179.60(11) . . . . ?
C5 C6 C17 C31 0.25(18) . . . . ?
C5 C16 C35 C31 0.2(2) . . . . ?
C6 C2 C3 N1 173.66(14) . . . . ?
C6 C2 C3 C1 -1.33(13) . . . . ?
C6 C2 C18 C24 -0.11(18) . . . . ?
C6 C5 C16 C35 0.07(17) . . . . ?
C6 C17 C23 C24 0.54(19) . . . . ?
C6 C17 C31 C35 0.04(19) . . . . ?
C7 C15 C22 C29 1.3(2) . . . . ?
C7 C19 C26 C29 0.7(2) . . . . ?
C8 N1 C3 C1 -0.40(13) . . . . ?
C8 N1 C3 C2 -175.45(14) . . . . ?
C8 N1 C4 C9 -73.55(16) . . . . ?
C8 N1 C4 C12 110.67(13) . . . . ?
C8 N2 C1 C3 -1.84(13) . . . . ?
C8 N2 C1 C5 173.01(14) . . . . ?
C8 N2 C10 C11 101.40(14) . . . . ?
C8 N2 C10 C14 -86.59(14) . . . . ?
C9 C4 C12 C25 178.14(12) . . . . ?
C9 C4 C12 C32 -0.14(19) . . . . ?
C9 C36 C37 C32 -0.1(2) . . . . ?
C10 N2 C1 C3 -168.91(10) . . . . ?
C10 N2 C1 C5 5.9(2) . . . . ?
C10 N2 C8 N1 166.81(10) . . . . ?
C10 N2 C8 C13 -19.28(17) . . . . ?
C10 C11 C20 C39 -136.74(13) . . . . ?
C10 C11 C20 C41 99.53(15) . . . . ?
C10 C11 C21 C30 0.32(19) . . . . ?
C10 C14 C28 C30 1.1(2) . . . . ?
C10 C14 C33 C44 99.80(16) . . . . ?
C10 C14 C33 C45 -135.58(15) . . . . ?
C11 C10 C14 C28 -0.88(18) . . . . ?
C11 C10 C14 C33 -179.95(12) . . . . ?
C11 C21 C30 C28 -0.1(2) . . . . ?
C12 C4 C9 C27 176.91(12) . . . . ?
C12 C4 C9 C36 -0.72(19) . . . . ?
C12 C32 C37 C36 -0.9(2) . . . . ?
C13 C7 C15 C22 -175.52(13) . . . . ?
C13 C7 C19 C26 175.21(13) . . . . ?
C14 C10 C11 C20 -178.89(12) . . . . ?
C14 C10 C11 C21 0.21(18) . . . . ?
C14 C28 C30 C21 -0.6(2) . . . . ?
C15 C7 C13 O1 160.91(13) . . . . ?
C15 C7 C13 C8 -18.2(2) . . . . ?
C15 C7 C19 C26 0.0(2) . . . . ?
C15 C22 C29 N3 -178.88(13) . . . . ?
C15 C22 C29 C26 -0.6(2) . . . . ?
C16 C5 C6 C2 -179.28(11) . . . . ?
C16 C5 C6 C17 -0.32(18) . . . . ?
C17 C23 C24 C18 -0.1(2) . . . . ?
C17 C31 C35 C16 -0.3(2) . . . . ?
C18 C2 C3 N1 -4.8(3) . . . . ?
C18 C2 C3 C1 -179.84(14) . . . . ?
C18 C2 C6 C5 179.52(11) . . . . ?
C18 C2 C6 C17 0.56(18) . . . . ?
C19 C7 C13 O1 -13.58(17) . . . . ?
C19 C7 C13 C8 167.29(12) . . . . ?
C19 C7 C15 C22 -1.03(19) . . . . ?
C19 C26 C29 N3 177.88(13) . . . . ?
C19 C26 C29 C22 -0.4(2) . . . . ?
C20 C11 C21 C30 179.42(13) . . . . ?
C21 C11 C20 C39 44.21(17) . . . . ?
C21 C11 C20 C41 -79.53(16) . . . . ?
C23 C17 C31 C35 179.88(14) . . . . ?
C25 C12 C32 C37 -177.36(14) . . . . ?
C27 C9 C36 C37 -176.80(14) . . . . ?
C28 C14 C33 C44 -79.24(17) . . . . ?
C28 C14 C33 C45 45.38(19) . . . . ?
C31 C17 C23 C24 -179.30(13) . . . . ?
C32 C12 C25 C38 95.05(15) . . . . ?
C32 C12 C25 C42 -30.36(18) . . . . ?
C33 C14 C28 C30 -179.86(13) . . . . ?
C34 N3 C29 C22 -158.68(14) . . . . ?
C34 N3 C29 C26 23.1(2) . . . . ?
C36 C9 C27 C40 -29.7(2) . . . . ?
C36 C9 C27 C46 94.50(17) . . . . ?
C43 N3 C29 C22 -3.8(2) . . . . ?
C43 N3 C29 C26 177.98(15) . . . . ?

_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_3b
_database_code_depnum_ccdc_archive 'CCDC 2215448'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C45 H44 F3 N2 O'
_chemical_formula_sum            'C45 H44 F3 N2 O'
_chemical_formula_weight         685.82
_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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.8744(6)
_cell_length_b                   24.6056(16)
_cell_length_c                   18.0997(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.757(2)
_cell_angle_gamma                90
_cell_volume                     3838.9(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9974
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      26.01
_cell_measurement_theta_min      2.36
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6202
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1064 before and 0.0559 after correction.
The Ratio of minimum to maximum transmission is 0.8320.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1452
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            34734
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.353
_diffrn_reflns_theta_min         2.363
_diffrn_ambient_temperature      210.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4907
_reflns_number_total             7810
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     468
_refine_ls_number_reflns         7810
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1128
_refine_ls_R_factor_gt           0.0742
_refine_ls_restrained_S_all      1.029
_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)+(0.1317P)²+1.4841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2113
_refine_ls_wR_factor_ref         0.2414
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C29(H29), C30(H30), C34(H34), C36(H36)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C12(H12), C13(H13), C16(H16), C17(H17), C19(H19), C20(H20),
 C21(H21), C22(H22), C25(H25), C26(H26), C27(H27), C28(H28), C31(H31), C32(H32),
  C35(H35)
2.c Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C41(H41A,H41B,
 H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C45(H45A,
 H45B,H45C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.2119(2) 0.64312(8) 0.66484(11) 0.0408(5) Uani 1 1 d . . . . .
N2 N 0.2795(2) 0.73007(8) 0.69053(11) 0.0418(5) Uani 1 1 d . . . . .
C1 C 0.1152(3) 0.67598(10) 0.61217(14) 0.0404(5) Uani 1 1 d . . . . .
C2 C 0.0602(3) 0.76503(10) 0.57292(13) 0.0410(5) Uani 1 1 d . . . . .
C3 C 0.3585(3) 0.77989(10) 0.71857(14) 0.0403(5) Uani 1 1 d . . . . .
C4 C -0.0450(3) 0.72870(10) 0.52481(13) 0.0403(5) Uani 1 1 d . . . . .
C5 C -0.0182(3) 0.67339(10) 0.54695(14) 0.0412(6) Uani 1 1 d . . . . .
C6 C 0.1582(3) 0.72855(10) 0.62743(14) 0.0412(5) Uani 1 1 d . . . . .
C7 C 0.1957(3) 0.58498(10) 0.66651(14) 0.0413(6) Uani 1 1 d . . . . .
C8 C -0.1625(3) 0.74558(11) 0.46428(14) 0.0448(6) Uani 1 1 d . . . . .
O1 O 0.4887(3) 0.70489(9) 0.82475(14) 0.0920(9) Uani 1 1 d . . . . .
C9 C 0.3169(3) 0.67688(10) 0.71505(14) 0.0425(6) Uani 1 1 d . . . . .
C10 C -0.1160(3) 0.63448(11) 0.50756(15) 0.0503(6) Uani 1 1 d . . . . .
H10 H -0.102508 0.597581 0.520960 0.060 Uiso 1 1 calc R . . . .
C11 C 0.2387(3) 0.55448(11) 0.60925(16) 0.0524(7) Uani 1 1 d . . . . .
C12 C -0.2620(3) 0.70487(12) 0.42429(15) 0.0510(7) Uani 1 1 d . . . . .
H12 H -0.344095 0.714341 0.383056 0.061 Uiso 1 1 calc R . . . .
C13 C 0.0464(3) 0.81952(11) 0.55868(16) 0.0501(6) Uani 1 1 d . . . . .
H13 H 0.114135 0.844397 0.589244 0.060 Uiso 1 1 calc R . . . .
C14 C 0.2994(3) 0.81159(11) 0.76883(15) 0.0522(7) Uani 1 1 d . . . . .
C15 C 0.4839(3) 0.79589(11) 0.68925(16) 0.0525(7) Uani 1 1 d . . . . .
C16 C -0.1730(3) 0.80285(12) 0.45086(16) 0.0538(7) Uani 1 1 d . . . . .
H16 H -0.249635 0.816703 0.410152 0.065 Uiso 1 1 calc R . . . .
C17 C -0.2382(3) 0.65153(12) 0.44595(15) 0.0534(7) Uani 1 1 d . . . . .
H17 H -0.305630 0.625065 0.418832 0.064 Uiso 1 1 calc R . . . .
C18 C 0.1326(3) 0.56152(12) 0.72277(16) 0.0535(7) Uani 1 1 d . . . . .
F1 F 0.8323(4) 0.47916(12) 0.9721(2) 0.1657(16) Uani 1 1 d . . . . .
C19 C -0.0723(3) 0.83763(12) 0.49676(17) 0.0567(7) Uani 1 1 d . . . . .
H19 H -0.082267 0.875115 0.486790 0.068 Uiso 1 1 calc R . . . .
C20 C 0.5522(4) 0.84515(13) 0.71433(19) 0.0649(8) Uani 1 1 d . . . . .
H20 H 0.638378 0.856783 0.696772 0.078 Uiso 1 1 calc R . . . .
C21 C 0.2210(4) 0.49866(12) 0.6125(2) 0.0667(8) Uani 1 1 d . . . . .
H21 H 0.249566 0.476746 0.575532 0.080 Uiso 1 1 calc R . . . .
F2 F 0.7904(4) 0.44005(13) 0.8671(2) 0.1514(14) Uani 1 1 d . . . . .
F3 F 0.6318(4) 0.43101(12) 0.9343(2) 0.1667(15) Uani 1 1 d . . . . .
C22 C 0.3735(4) 0.86075(12) 0.79057(18) 0.0658(8) Uani 1 1 d . . . . .
H22 H 0.337498 0.883354 0.824555 0.079 Uiso 1 1 calc R . . . .
C23 C 0.4865(3) 0.61062(11) 0.81155(16) 0.0534(7) Uani 1 1 d . . . . .
C24 C 0.4306(3) 0.66535(11) 0.78249(16) 0.0551(7) Uani 1 1 d . . . . .
C25 C 0.4988(4) 0.87712(13) 0.76336(19) 0.0671(9) Uani 1 1 d . . . . .
H25 H 0.547205 0.910561 0.778912 0.081 Uiso 1 1 calc R . . . .
C26 C 0.1633(4) 0.47466(13) 0.6677(2) 0.0726(9) Uani 1 1 d . . . . .
H26 H 0.153767 0.436632 0.668648 0.087 Uiso 1 1 calc R . . . .
C27 C 0.5306(3) 0.57000(13) 0.76782(18) 0.0615(8) Uani 1 1 d . . . . .
H27 H 0.510745 0.574551 0.714811 0.074 Uiso 1 1 calc R . . . .
C28 C 0.1193(4) 0.50537(13) 0.7218(2) 0.0684(9) Uani 1 1 d . . . . .
H28 H 0.079022 0.488050 0.759272 0.082 Uiso 1 1 calc R . . . .
C29 C 0.2971(5) 0.58037(14) 0.5442(2) 0.0749(10) Uani 1 1 d . . . . .
H29 H 0.247212 0.616521 0.535039 0.090 Uiso 1 1 calc R . . . .
C30 C 0.1630(4) 0.79335(16) 0.7995(2) 0.0780(10) Uani 1 1 d . . . . .
H30 H 0.116997 0.760889 0.770346 0.094 Uiso 1 1 calc R . . . .
C31 C 0.5139(4) 0.60171(14) 0.88975(19) 0.0710(9) Uani 1 1 d . . . . .
H31 H 0.482673 0.627949 0.920796 0.085 Uiso 1 1 calc R . . . .
C32 C 0.6026(4) 0.52319(14) 0.8000(2) 0.0697(9) Uani 1 1 d . . . . .
H32 H 0.631050 0.496291 0.769018 0.084 Uiso 1 1 calc R . . . .
C33 C 0.6328(4) 0.51581(13) 0.8773(2) 0.0722(10) Uani 1 1 d . . . . .
C34 C 0.0779(4) 0.59641(16) 0.7802(2) 0.0749(9) Uani 1 1 d . . . . .
H34 H 0.145194 0.628963 0.790398 0.090 Uiso 1 1 calc R . . . .
C35 C 0.5859(5) 0.55512(15) 0.9220(2) 0.0817(11) Uani 1 1 d . . . . .
H35 H 0.603553 0.549822 0.974751 0.098 Uiso 1 1 calc R . . . .
C36 C 0.5401(4) 0.76139(16) 0.6323(2) 0.0808(11) Uani 1 1 d . . . . .
H36 H 0.476779 0.727835 0.623877 0.097 Uiso 1 1 calc R . . . .
C37 C 0.7205(6) 0.46736(17) 0.9132(3) 0.1024(15) Uani 1 1 d . . . . .
C38 C 0.0370(5) 0.8363(2) 0.7912(3) 0.1093(15) Uani 1 1 d . . . . .
H38A H 0.077541 0.867690 0.821948 0.164 Uiso 1 1 calc GR . . . .
H38B H -0.050515 0.821524 0.808006 0.164 Uiso 1 1 calc GR . . . .
H38C H 0.003599 0.847106 0.738254 0.164 Uiso 1 1 calc GR . . . .
C39 C 0.2469(7) 0.5491(2) 0.4702(2) 0.1239(18) Uani 1 1 d . . . . .
H39A H 0.297889 0.513976 0.475441 0.186 Uiso 1 1 calc GR . . . .
H39B H 0.275310 0.569396 0.429598 0.186 Uiso 1 1 calc GR . . . .
H39C H 0.135342 0.543976 0.458238 0.186 Uiso 1 1 calc GR . . . .
C40 C 0.0873(6) 0.5676(2) 0.8556(2) 0.1166(17) Uani 1 1 d . . . . .
H40A H 0.014745 0.537441 0.847874 0.175 Uiso 1 1 calc GR . . . .
H40B H 0.061348 0.592919 0.891757 0.175 Uiso 1 1 calc GR . . . .
H40C H 0.191753 0.553998 0.875302 0.175 Uiso 1 1 calc GR . . . .
C41 C -0.0868(5) 0.6153(2) 0.7462(3) 0.1172(17) Uani 1 1 d . . . . .
H41A H -0.090142 0.635053 0.699520 0.176 Uiso 1 1 calc GR . . . .
H41B H -0.120696 0.638856 0.782099 0.176 Uiso 1 1 calc GR . . . .
H41C H -0.154993 0.583978 0.735363 0.176 Uiso 1 1 calc GR . . . .
C42 C 0.4648(6) 0.5901(3) 0.5631(3) 0.134(2) Uani 1 1 d . . . . .
H42A H 0.492737 0.612901 0.607967 0.201 Uiso 1 1 calc GR . . . .
H42B H 0.493588 0.608050 0.520800 0.201 Uiso 1 1 calc GR . . . .
H42C H 0.519077 0.555628 0.573098 0.201 Uiso 1 1 calc GR . . . .
C43 C 0.5163(6) 0.7909(3) 0.5558(3) 0.132(2) Uani 1 1 d . . . . .
H43A H 0.408319 0.801529 0.538412 0.198 Uiso 1 1 calc GR . . . .
H43B H 0.544009 0.766906 0.518628 0.198 Uiso 1 1 calc GR . . . .
H43C H 0.581342 0.823080 0.561855 0.198 Uiso 1 1 calc GR . . . .
C44 C 0.7089(6) 0.7448(3) 0.6617(3) 0.135(2) Uani 1 1 d . . . . .
H44A H 0.774381 0.776820 0.666698 0.203 Uiso 1 1 calc GR . . . .
H44B H 0.737854 0.719638 0.626197 0.203 Uiso 1 1 calc GR . . . .
H44C H 0.722061 0.727433 0.710901 0.203 Uiso 1 1 calc GR . . . .
C45 C 0.2201(7) 0.7766(3) 0.8836(3) 0.143(2) Uani 1 1 d . . . . .
H45A H 0.298230 0.748486 0.888074 0.214 Uiso 1 1 calc GR . . . .
H45B H 0.133389 0.762943 0.902168 0.214 Uiso 1 1 calc GR . . . .
H45C H 0.264467 0.807967 0.913492 0.214 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.382(3) . ?
N1 C7 1.439(3) . ?
N1 C9 1.408(3) . ?
N2 C3 1.443(3) . ?
N2 C6 1.371(3) . ?
N2 C9 1.396(3) . ?
C1 C5 1.461(3) . ?
C1 C6 1.358(3) . ?
C2 C4 1.429(3) . ?
C2 C6 1.459(3) . ?
C2 C13 1.365(4) . ?
C3 C14 1.392(4) . ?
C3 C15 1.398(4) . ?
C4 C5 1.423(3) . ?
C4 C8 1.385(3) . ?
C5 C10 1.372(3) . ?
C7 C11 1.404(4) . ?
C7 C18 1.398(4) . ?
C8 C12 1.415(4) . ?
C8 C16 1.429(4) . ?
O1 C24 1.269(3) . ?
C9 C24 1.415(4) . ?
C10 H10 0.9400 . ?
C10 C17 1.421(4) . ?
C11 C21 1.385(4) . ?
C11 C29 1.534(4) . ?
C12 H12 0.9400 . ?
C12 C17 1.372(4) . ?
C13 H13 0.9400 . ?
C13 C19 1.415(4) . ?
C14 C22 1.388(4) . ?
C14 C30 1.515(4) . ?
C15 C20 1.383(4) . ?
C15 C36 1.510(5) . ?
C16 H16 0.9400 . ?
C16 C19 1.367(4) . ?
C17 H17 0.9400 . ?
C18 C28 1.386(4) . ?
C18 C34 1.515(5) . ?
F1 C37 1.306(5) . ?
C19 H19 0.9400 . ?
C20 H20 0.9400 . ?
C20 C25 1.353(5) . ?
C21 H21 0.9400 . ?
C21 C26 1.361(5) . ?
F2 C37 1.334(6) . ?
F3 C37 1.307(6) . ?
C22 H22 0.9400 . ?
C22 C25 1.379(5) . ?
C23 C24 1.488(4) . ?
C23 C27 1.388(4) . ?
C23 C31 1.395(4) . ?
C25 H25 0.9400 . ?
C26 H26 0.9400 . ?
C26 C28 1.365(5) . ?
C27 H27 0.9400 . ?
C27 C32 1.378(4) . ?
C28 H28 0.9400 . ?
C29 H29 0.9900 . ?
C29 C39 1.516(6) . ?
C29 C42 1.465(6) . ?
C30 H30 0.9900 . ?
C30 C38 1.520(6) . ?
C30 C45 1.542(6) . ?
C31 H31 0.9400 . ?
C31 C35 1.373(5) . ?
C32 H32 0.9400 . ?
C32 C33 1.373(5) . ?
C33 C35 1.386(5) . ?
C33 C37 1.486(5) . ?
C34 H34 0.9900 . ?
C34 C40 1.523(5) . ?
C34 C41 1.518(6) . ?
C35 H35 0.9400 . ?
C36 H36 0.9900 . ?
C36 C43 1.533(6) . ?
C36 C44 1.521(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 H39C 0.9700 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 H41C 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 H45C 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 C7 123.21(19) . . ?
C1 N1 C9 107.90(19) . . ?
C9 N1 C7 128.83(19) . . ?
C6 N2 C3 122.4(2) . . ?
C6 N2 C9 108.61(19) . . ?
C9 N2 C3 128.74(19) . . ?
N1 C1 C5 141.5(2) . . ?
C6 C1 N1 108.6(2) . . ?
C6 C1 C5 109.9(2) . . ?
C4 C2 C6 103.0(2) . . ?
C13 C2 C4 118.9(2) . . ?
C13 C2 C6 138.1(2) . . ?
C14 C3 N2 118.6(2) . . ?
C14 C3 C15 123.2(2) . . ?
C15 C3 N2 118.0(2) . . ?
C5 C4 C2 112.7(2) . . ?
C8 C4 C2 123.7(2) . . ?
C8 C4 C5 123.6(2) . . ?
C4 C5 C1 103.6(2) . . ?
C10 C5 C1 137.8(2) . . ?
C10 C5 C4 118.6(2) . . ?
N2 C6 C2 140.4(2) . . ?
C1 C6 N2 108.8(2) . . ?
C1 C6 C2 110.8(2) . . ?
C11 C7 N1 118.0(2) . . ?
C18 C7 N1 119.0(2) . . ?
C18 C7 C11 122.9(2) . . ?
C4 C8 C12 117.0(2) . . ?
C4 C8 C16 115.9(2) . . ?
C12 C8 C16 127.1(2) . . ?
N1 C9 C24 131.7(2) . . ?
N2 C9 N1 106.09(19) . . ?
N2 C9 C24 121.9(2) . . ?
C5 C10 H10 120.9 . . ?
C5 C10 C17 118.2(2) . . ?
C17 C10 H10 120.9 . . ?
C7 C11 C29 123.1(2) . . ?
C21 C11 C7 116.4(3) . . ?
C21 C11 C29 120.5(3) . . ?
C8 C12 H12 120.1 . . ?
C17 C12 C8 119.7(2) . . ?
C17 C12 H12 120.1 . . ?
C2 C13 H13 120.8 . . ?
C2 C13 C19 118.4(2) . . ?
C19 C13 H13 120.8 . . ?
C3 C14 C30 122.1(3) . . ?
C22 C14 C3 116.6(3) . . ?
C22 C14 C30 121.4(3) . . ?
C3 C15 C36 121.6(3) . . ?
C20 C15 C3 116.7(3) . . ?
C20 C15 C36 121.8(3) . . ?
C8 C16 H16 119.8 . . ?
C19 C16 C8 120.5(2) . . ?
C19 C16 H16 119.8 . . ?
C10 C17 H17 118.5 . . ?
C12 C17 C10 122.9(2) . . ?
C12 C17 H17 118.5 . . ?
C7 C18 C34 121.0(3) . . ?
C28 C18 C7 116.8(3) . . ?
C28 C18 C34 122.2(3) . . ?
C13 C19 H19 118.6 . . ?
C16 C19 C13 122.7(3) . . ?
C16 C19 H19 118.6 . . ?
C15 C20 H20 119.0 . . ?
C25 C20 C15 122.0(3) . . ?
C25 C20 H20 119.0 . . ?
C11 C21 H21 119.1 . . ?
C26 C21 C11 121.8(3) . . ?
C26 C21 H21 119.1 . . ?
C14 C22 H22 119.3 . . ?
C25 C22 C14 121.4(3) . . ?
C25 C22 H22 119.3 . . ?
C27 C23 C24 124.5(3) . . ?
C27 C23 C31 117.4(3) . . ?
C31 C23 C24 117.6(3) . . ?
O1 C24 C9 118.1(2) . . ?
O1 C24 C23 115.3(2) . . ?
C9 C24 C23 126.6(2) . . ?
C20 C25 C22 120.2(3) . . ?
C20 C25 H25 119.9 . . ?
C22 C25 H25 119.9 . . ?
C21 C26 H26 119.7 . . ?
C21 C26 C28 120.5(3) . . ?
C28 C26 H26 119.7 . . ?
C23 C27 H27 119.1 . . ?
C32 C27 C23 121.8(3) . . ?
C32 C27 H27 119.1 . . ?
C18 C28 H28 119.3 . . ?
C26 C28 C18 121.5(3) . . ?
C26 C28 H28 119.3 . . ?
C11 C29 H29 106.4 . . ?
C39 C29 C11 112.7(3) . . ?
C39 C29 H29 106.4 . . ?
C42 C29 C11 113.5(3) . . ?
C42 C29 H29 106.4 . . ?
C42 C29 C39 111.0(4) . . ?
C14 C30 H30 107.9 . . ?
C14 C30 C38 113.0(4) . . ?
C14 C30 C45 109.7(3) . . ?
C38 C30 H30 107.9 . . ?
C38 C30 C45 110.2(4) . . ?
C45 C30 H30 107.9 . . ?
C23 C31 H31 119.6 . . ?
C35 C31 C23 120.9(3) . . ?
C35 C31 H31 119.6 . . ?
C27 C32 H32 120.0 . . ?
C33 C32 C27 120.0(3) . . ?
C33 C32 H32 120.0 . . ?
C32 C33 C35 119.3(3) . . ?
C32 C33 C37 120.4(4) . . ?
C35 C33 C37 120.3(4) . . ?
C18 C34 H34 108.0 . . ?
C18 C34 C40 113.1(3) . . ?
C18 C34 C41 109.3(3) . . ?
C40 C34 H34 108.0 . . ?
C41 C34 H34 108.0 . . ?
C41 C34 C40 110.4(3) . . ?
C31 C35 C33 120.6(3) . . ?
C31 C35 H35 119.7 . . ?
C33 C35 H35 119.7 . . ?
C15 C36 H36 107.8 . . ?
C15 C36 C43 110.7(3) . . ?
C15 C36 C44 111.7(4) . . ?
C43 C36 H36 107.8 . . ?
C44 C36 H36 107.8 . . ?
C44 C36 C43 110.9(4) . . ?
F1 C37 F2 104.3(5) . . ?
F1 C37 F3 107.8(4) . . ?
F1 C37 C33 113.3(4) . . ?
F2 C37 C33 113.8(4) . . ?
F3 C37 F2 103.9(4) . . ?
F3 C37 C33 112.8(4) . . ?
C30 C38 H38A 109.5 . . ?
C30 C38 H38B 109.5 . . ?
C30 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C29 C39 H39A 109.5 . . ?
C29 C39 H39B 109.5 . . ?
C29 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C34 C40 H40A 109.5 . . ?
C34 C40 H40B 109.5 . . ?
C34 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C34 C41 H41A 109.5 . . ?
C34 C41 H41B 109.5 . . ?
C34 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C29 C42 H42A 109.5 . . ?
C29 C42 H42B 109.5 . . ?
C29 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C36 C43 H43A 109.5 . . ?
C36 C43 H43B 109.5 . . ?
C36 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C36 C44 H44A 109.5 . . ?
C36 C44 H44B 109.5 . . ?
C36 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C30 C45 H45A 109.5 . . ?
C30 C45 H45B 109.5 . . ?
C30 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C12 H12 O1 0.94 2.55 3.343(4) 141.8 4_475 yes
C13 H13 F2 0.94 2.56 3.431(4) 153.9 2_656 yes
C16 H16 O1 0.94 2.52 3.317(4) 142.5 4_475 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C5 C4 -179.8(3) . . . . ?
N1 C1 C5 C10 2.4(6) . . . . ?
N1 C1 C6 N2 -1.4(3) . . . . ?
N1 C1 C6 C2 179.6(2) . . . . ?
N1 C7 C11 C21 -179.7(2) . . . . ?
N1 C7 C11 C29 -1.8(4) . . . . ?
N1 C7 C18 C28 179.9(2) . . . . ?
N1 C7 C18 C34 1.5(4) . . . . ?
N1 C9 C24 O1 -166.4(3) . . . . ?
N1 C9 C24 C23 11.1(5) . . . . ?
N2 C3 C14 C22 -176.1(2) . . . . ?
N2 C3 C14 C30 4.8(4) . . . . ?
N2 C3 C15 C20 176.8(2) . . . . ?
N2 C3 C15 C36 -2.3(4) . . . . ?
N2 C9 C24 O1 6.5(4) . . . . ?
N2 C9 C24 C23 -176.0(3) . . . . ?
C1 N1 C7 C11 72.6(3) . . . . ?
C1 N1 C7 C18 -104.9(3) . . . . ?
C1 N1 C9 N2 0.0(3) . . . . ?
C1 N1 C9 C24 173.7(3) . . . . ?
C1 C5 C10 C17 178.3(3) . . . . ?
C2 C4 C5 C1 -1.4(3) . . . . ?
C2 C4 C5 C10 177.0(2) . . . . ?
C2 C4 C8 C12 -176.9(2) . . . . ?
C2 C4 C8 C16 0.9(4) . . . . ?
C2 C13 C19 C16 -0.1(4) . . . . ?
C3 N2 C6 C1 175.9(2) . . . . ?
C3 N2 C6 C2 -5.5(5) . . . . ?
C3 N2 C9 N1 -174.9(2) . . . . ?
C3 N2 C9 C24 10.6(4) . . . . ?
C3 C14 C22 C25 0.2(4) . . . . ?
C3 C14 C30 C38 -129.9(3) . . . . ?
C3 C14 C30 C45 106.8(4) . . . . ?
C3 C15 C20 C25 -1.5(4) . . . . ?
C3 C15 C36 C43 115.2(4) . . . . ?
C3 C15 C36 C44 -120.7(4) . . . . ?
C4 C2 C6 N2 -178.1(3) . . . . ?
C4 C2 C6 C1 0.5(3) . . . . ?
C4 C2 C13 C19 0.2(4) . . . . ?
C4 C5 C10 C17 0.7(4) . . . . ?
C4 C8 C12 C17 -0.6(4) . . . . ?
C4 C8 C16 C19 -0.8(4) . . . . ?
C5 C1 C6 N2 177.7(2) . . . . ?
C5 C1 C6 C2 -1.3(3) . . . . ?
C5 C4 C8 C12 1.5(4) . . . . ?
C5 C4 C8 C16 179.4(2) . . . . ?
C5 C10 C17 C12 0.1(4) . . . . ?
C6 N2 C3 C14 86.9(3) . . . . ?
C6 N2 C3 C15 -88.3(3) . . . . ?
C6 N2 C9 N1 -0.8(3) . . . . ?
C6 N2 C9 C24 -175.3(2) . . . . ?
C6 C1 C5 C4 1.6(3) . . . . ?
C6 C1 C5 C10 -176.2(3) . . . . ?
C6 C2 C4 C5 0.6(3) . . . . ?
C6 C2 C4 C8 179.2(2) . . . . ?
C6 C2 C13 C19 -179.6(3) . . . . ?
C7 N1 C1 C5 -0.4(5) . . . . ?
C7 N1 C1 C6 178.2(2) . . . . ?
C7 N1 C9 N2 -177.2(2) . . . . ?
C7 N1 C9 C24 -3.4(5) . . . . ?
C7 C11 C21 C26 0.7(5) . . . . ?
C7 C11 C29 C39 -145.6(3) . . . . ?
C7 C11 C29 C42 87.2(4) . . . . ?
C7 C18 C28 C26 -1.1(4) . . . . ?
C7 C18 C34 C40 -152.1(3) . . . . ?
C7 C18 C34 C41 84.5(4) . . . . ?
C8 C4 C5 C1 -179.9(2) . . . . ?
C8 C4 C5 C10 -1.6(4) . . . . ?
C8 C12 C17 C10 -0.2(4) . . . . ?
C8 C16 C19 C13 0.4(5) . . . . ?
C9 N1 C1 C5 -177.7(3) . . . . ?
C9 N1 C1 C6 0.9(3) . . . . ?
C9 N1 C7 C11 -110.7(3) . . . . ?
C9 N1 C7 C18 71.9(3) . . . . ?
C9 N2 C3 C14 -99.7(3) . . . . ?
C9 N2 C3 C15 85.0(3) . . . . ?
C9 N2 C6 C1 1.4(3) . . . . ?
C9 N2 C6 C2 180.0(3) . . . . ?
C11 C7 C18 C28 2.6(4) . . . . ?
C11 C7 C18 C34 -175.8(3) . . . . ?
C11 C21 C26 C28 0.7(5) . . . . ?
C12 C8 C16 C19 176.8(3) . . . . ?
C13 C2 C4 C5 -179.3(2) . . . . ?
C13 C2 C4 C8 -0.7(4) . . . . ?
C13 C2 C6 N2 1.7(6) . . . . ?
C13 C2 C6 C1 -179.7(3) . . . . ?
C14 C3 C15 C20 1.8(4) . . . . ?
C14 C3 C15 C36 -177.4(3) . . . . ?
C14 C22 C25 C20 0.1(5) . . . . ?
C15 C3 C14 C22 -1.2(4) . . . . ?
C15 C3 C14 C30 179.7(3) . . . . ?
C15 C20 C25 C22 0.7(5) . . . . ?
C16 C8 C12 C17 -178.2(3) . . . . ?
C18 C7 C11 C21 -2.4(4) . . . . ?
C18 C7 C11 C29 175.5(3) . . . . ?
C20 C15 C36 C43 -63.9(5) . . . . ?
C20 C15 C36 C44 60.2(5) . . . . ?
C21 C11 C29 C39 32.2(5) . . . . ?
C21 C11 C29 C42 -95.0(4) . . . . ?
C21 C26 C28 C18 -0.5(5) . . . . ?
C22 C14 C30 C38 51.1(4) . . . . ?
C22 C14 C30 C45 -72.2(5) . . . . ?
C23 C27 C32 C33 -0.1(5) . . . . ?
C23 C31 C35 C33 -0.1(6) . . . . ?
C24 C23 C27 C32 170.3(3) . . . . ?
C24 C23 C31 C35 -170.8(3) . . . . ?
C27 C23 C24 O1 -134.8(3) . . . . ?
C27 C23 C24 C9 47.7(5) . . . . ?
C27 C23 C31 C35 1.9(5) . . . . ?
C27 C32 C33 C35 1.9(5) . . . . ?
C27 C32 C33 C37 -175.6(4) . . . . ?
C28 C18 C34 C40 29.6(5) . . . . ?
C28 C18 C34 C41 -93.8(4) . . . . ?
C29 C11 C21 C26 -177.2(3) . . . . ?
C30 C14 C22 C25 179.3(3) . . . . ?
C31 C23 C24 O1 37.3(4) . . . . ?
C31 C23 C24 C9 -140.2(3) . . . . ?
C31 C23 C27 C32 -1.8(5) . . . . ?
C32 C33 C35 C31 -1.9(6) . . . . ?
C32 C33 C37 F1 132.0(5) . . . . ?
C32 C33 C37 F2 13.0(6) . . . . ?
C32 C33 C37 F3 -105.1(5) . . . . ?
C34 C18 C28 C26 177.3(3) . . . . ?
C35 C33 C37 F1 -45.5(7) . . . . ?
C35 C33 C37 F2 -164.5(4) . . . . ?
C35 C33 C37 F3 77.4(5) . . . . ?
C36 C15 C20 C25 177.6(3) . . . . ?
C37 C33 C35 C31 175.7(4) . . . . ?

_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_2d
_database_code_depnum_ccdc_archive 'CCDC 2215445'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2022-10-26 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2022-10-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Cl, C46 H50 N3 O, 3(C2 H5 O0.5)'
_chemical_formula_sum            'C52 H65 Cl N3 O2.50'
_chemical_formula_weight         807.52
_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 0.0148 0.0070 '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'
Cl Cl 0.3294 0.5404 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 '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           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   18.5634(19)
_cell_length_b                   23.410(2)
_cell_length_c                   21.513(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9349.1(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9948
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      54.17
_cell_measurement_theta_min      3.19
_shelx_estimated_absorpt_T_max   0.859
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.3704
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1635 before and 0.0773 after correction.
The Ratio of minimum to maximum transmission is 0.4935.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3480
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0676
_diffrn_reflns_av_unetI/netI     0.0609
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            34500
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.221
_diffrn_reflns_theta_min         3.191
_diffrn_ambient_temperature      90.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6885
_reflns_number_total             8260
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         8260
_refine_ls_number_restraints     69
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0538
_refine_ls_restrained_S_all      1.058
_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)+(0.0926P)²+2.4379P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1410
_refine_ls_wR_factor_ref         0.1491
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq, Uanis(N1) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 C6, C9, C22, C20, C2, C1, N1, C3, N2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4.a Ternary CH refined with riding coordinates:
 C15(H15), C26(H26), C32(H32), C40(H40)
4.b Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B), C48(H48A,H48B), C51(H51A,H51B)
4.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C13(H13), C16(H16), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22),
 C25(H25), C27(H27), C28(H28), C29(H29), C31(H31), C33(H33), C35(H35), C37(H37)
4.d Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C38(H38A,H38B,H38C), C39(H39A,H39B,
 H39C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,
 H44B,H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C49(H49A,H49B,H49C),
 C50(H50A,H50B,H50C), C52(H52A,H52B,H52C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.26243(3) 0.74767(2) 0.50248(2) 0.02018(14) Uani 1 1 d . . . . .
O1 O 0.30048(7) 0.56066(5) 0.28715(6) 0.0230(3) Uani 1 1 d . . . . .
N1 N 0.19789(8) 0.66676(5) 0.32780(6) 0.0106(3) Uani 1 1 d . U . . .
N2 N 0.19349(8) 0.59875(5) 0.39775(6) 0.0120(3) Uani 1 1 d . U . . .
O2 O 0.500000 0.81642(8) 0.250000 0.0341(5) Uani 1 2 d S T P . .
N3 N 0.56639(9) 0.67631(6) 0.42840(7) 0.0201(3) Uani 1 1 d . . . . .
O3 O 0.46971(10) 0.57203(6) 0.65026(7) 0.0407(4) Uani 1 1 d . . . . .
C1 C 0.21743(9) 0.69850(6) 0.27181(7) 0.0118(3) Uani 1 1 d . U . . .
C2 C 0.24559(10) 0.75309(6) 0.27919(8) 0.0144(4) Uani 1 1 d . U . . .
C3 C 0.23355(10) 0.62154(6) 0.35130(7) 0.0118(3) Uani 1 1 d . U . . .
C4 C 0.06952(10) 0.70804(6) 0.36344(7) 0.0133(4) Uani 1 1 d . . . . .
C5 C 0.02919(10) 0.68227(7) 0.41255(7) 0.0139(4) Uani 1 1 d . . . . .
C6 C 0.20229(9) 0.67319(6) 0.21419(7) 0.0127(3) Uani 1 1 d . U . . .
C7 C 0.13469(10) 0.67332(6) 0.36040(7) 0.0125(4) Uani 1 1 d . . . . .
C8 C 0.06467(10) 0.63405(7) 0.43886(7) 0.0142(4) Uani 1 1 d . . . . .
C9 C 0.21746(10) 0.70565(7) 0.16198(7) 0.0157(4) Uani 1 1 d . U . . .
H9 H 0.208401 0.690141 0.121923 0.019 Uiso 1 1 calc R . . . .
C10 C 0.37063(10) 0.62072(6) 0.35219(7) 0.0143(4) Uani 1 1 d . . . . .
C11 C 0.30471(10) 0.59805(6) 0.32690(7) 0.0141(4) Uani 1 1 d . . . . .
C12 C 0.20532(10) 0.54252(6) 0.42483(7) 0.0133(4) Uani 1 1 d . . . . .
C13 C 0.18858(10) 0.44243(7) 0.41748(7) 0.0164(4) Uani 1 1 d . . . . .
H13 H 0.170971 0.409642 0.396348 0.020 Uiso 1 1 calc R . . . .
C14 C 0.13195(10) 0.63087(6) 0.40407(7) 0.0133(4) Uani 1 1 d . . . . .
C15 C 0.16757(10) 0.61444(6) 0.20849(7) 0.0155(4) Uani 1 1 d . . . . .
H15 H 0.183913 0.591171 0.244830 0.019 Uiso 1 1 calc R . . . .
C16 C 0.43576(10) 0.67942(7) 0.42563(8) 0.0167(4) Uani 1 1 d . . . . .
H16 H 0.434980 0.706582 0.458429 0.020 Uiso 1 1 calc R . . . .
C17 C 0.43732(11) 0.60136(7) 0.32905(8) 0.0183(4) Uani 1 1 d . . . . .
H17 H 0.437714 0.574990 0.295487 0.022 Uiso 1 1 calc R . . . .
C18 C 0.50291(10) 0.65911(7) 0.40368(8) 0.0166(4) Uani 1 1 d . . . . .
C19 C 0.37192(10) 0.66099(6) 0.40091(7) 0.0142(4) Uani 1 1 d . . . . .
H19 H 0.327841 0.675550 0.416809 0.017 Uiso 1 1 calc R . . . .
C20 C 0.25917(11) 0.78359(7) 0.22461(8) 0.0187(4) Uani 1 1 d . U . . .
H20 H 0.278168 0.821190 0.227209 0.022 Uiso 1 1 calc R . . . .
C21 C 0.04020(11) 0.75408(6) 0.33324(8) 0.0159(4) Uani 1 1 d . . . . .
H21 H 0.064631 0.771335 0.299284 0.019 Uiso 1 1 calc R . . . .
C22 C 0.24548(11) 0.76006(7) 0.16697(8) 0.0182(4) Uani 1 1 d . U . . .
H22 H 0.255410 0.781488 0.130457 0.022 Uiso 1 1 calc R . . . .
C23 C 0.17674(10) 0.49609(6) 0.39211(7) 0.0146(4) Uani 1 1 d . . . . .
C24 C -0.03782(10) 0.70157(7) 0.43190(7) 0.0163(4) Uani 1 1 d . . . . .
C25 C 0.03076(11) 0.60448(7) 0.48545(8) 0.0198(4) Uani 1 1 d . . . . .
H25 H 0.052875 0.572125 0.504054 0.024 Uiso 1 1 calc R . . . .
C26 C 0.26191(11) 0.77908(7) 0.34232(8) 0.0175(4) Uani 1 1 d . . . . .
H26 H 0.252348 0.749211 0.374509 0.021 Uiso 1 1 calc R . . . .
C27 C 0.22556(11) 0.43558(7) 0.47302(8) 0.0184(4) Uani 1 1 d . . . . .
H27 H 0.233491 0.398364 0.489240 0.022 Uiso 1 1 calc R . . . .
C28 C 0.50141(11) 0.61932(7) 0.35337(8) 0.0192(4) Uani 1 1 d . . . . .
H28 H 0.545334 0.605230 0.336684 0.023 Uiso 1 1 calc R . . . .
C29 C -0.06555(11) 0.75073(7) 0.40151(8) 0.0183(4) Uani 1 1 d . . . . .
H29 H -0.110349 0.766541 0.414143 0.022 Uiso 1 1 calc R . . . .
C30 C 0.24110(10) 0.53774(7) 0.48166(8) 0.0163(4) Uani 1 1 d . . . . .
C31 C -0.07211(11) 0.67032(8) 0.48047(8) 0.0206(4) Uani 1 1 d . . . . .
H31 H -0.117944 0.681815 0.495606 0.025 Uiso 1 1 calc R . . . .
C32 C 0.13110(11) 0.50185(7) 0.33354(8) 0.0187(4) Uani 1 1 d . . . . .
H32 H 0.131639 0.542989 0.321050 0.022 Uiso 1 1 calc R . . . .
C33 C 0.25080(11) 0.48267(8) 0.50469(8) 0.0193(4) Uani 1 1 d . . . . .
H33 H 0.275332 0.477458 0.543031 0.023 Uiso 1 1 calc R . . . .
C34 C 0.34083(11) 0.79579(7) 0.34715(8) 0.0199(4) Uani 1 1 d . . . . .
H34A H 0.371040 0.762922 0.336368 0.030 Uiso 1 1 calc GR . . . .
H34B H 0.351495 0.807922 0.389766 0.030 Uiso 1 1 calc GR . . . .
H34C H 0.350834 0.827301 0.318431 0.030 Uiso 1 1 calc GR . . . .
C35 C -0.02725(11) 0.77545(7) 0.35360(8) 0.0189(4) Uani 1 1 d . . . . .
H35 H -0.046821 0.808067 0.333472 0.023 Uiso 1 1 calc R . . . .
C36 C 0.08573(11) 0.61890(7) 0.21205(8) 0.0215(4) Uani 1 1 d . . . . .
H36A H 0.071968 0.637402 0.251154 0.032 Uiso 1 1 calc GR . . . .
H36B H 0.064643 0.580558 0.210318 0.032 Uiso 1 1 calc GR . . . .
H36C H 0.067990 0.641613 0.176985 0.032 Uiso 1 1 calc GR . . . .
C37 C -0.03806(11) 0.62334(8) 0.50516(8) 0.0230(4) Uani 1 1 d . . . . .
H37 H -0.061862 0.602510 0.537003 0.028 Uiso 1 1 calc R . . . .
C38 C 0.56809(11) 0.71814(8) 0.47881(8) 0.0224(4) Uani 1 1 d . . . . .
H38A H 0.541970 0.752584 0.466074 0.034 Uiso 1 1 calc GR . . . .
H38B H 0.618196 0.728031 0.488290 0.034 Uiso 1 1 calc GR . . . .
H38C H 0.545246 0.701851 0.515852 0.034 Uiso 1 1 calc GR . . . .
C39 C 0.21189(12) 0.82959(7) 0.35557(9) 0.0233(4) Uani 1 1 d . . . . .
H39A H 0.222279 0.860601 0.326309 0.035 Uiso 1 1 calc GR . . . .
H39B H 0.219670 0.843060 0.398172 0.035 Uiso 1 1 calc GR . . . .
H39C H 0.161674 0.817460 0.350703 0.035 Uiso 1 1 calc GR . . . .
C40 C 0.26681(12) 0.58856(7) 0.51913(8) 0.0257(5) Uani 1 1 d . . . . .
H40 H 0.259213 0.623804 0.493694 0.031 Uiso 1 1 calc R . . . .
C41 C 0.19069(13) 0.58295(7) 0.14962(8) 0.0262(5) Uani 1 1 d . . . . .
H41A H 0.173268 0.603738 0.113052 0.039 Uiso 1 1 calc GR . . . .
H41B H 0.170268 0.544347 0.149794 0.039 Uiso 1 1 calc GR . . . .
H41C H 0.243370 0.580553 0.148239 0.039 Uiso 1 1 calc GR . . . .
C42 C 0.16141(13) 0.46719(7) 0.27924(8) 0.0262(5) Uani 1 1 d . . . . .
H42A H 0.211053 0.479211 0.270910 0.039 Uiso 1 1 calc GR . . . .
H42B H 0.131845 0.473681 0.242169 0.039 Uiso 1 1 calc GR . . . .
H42C H 0.160762 0.426487 0.289851 0.039 Uiso 1 1 calc GR . . . .
C43 C 0.05281(12) 0.48535(9) 0.34658(10) 0.0299(5) Uani 1 1 d . . . . .
H43A H 0.050203 0.444579 0.356640 0.045 Uiso 1 1 calc GR . . . .
H43B H 0.023426 0.493177 0.309702 0.045 Uiso 1 1 calc GR . . . .
H43C H 0.034651 0.507739 0.381735 0.045 Uiso 1 1 calc GR . . . .
C44 C 0.63432(11) 0.65078(9) 0.40948(9) 0.0279(4) Uani 1 1 d . . . . .
H44A H 0.632997 0.609585 0.417520 0.042 Uiso 1 1 calc GR . . . .
H44B H 0.673800 0.668064 0.433155 0.042 Uiso 1 1 calc GR . . . .
H44C H 0.641962 0.657466 0.364994 0.042 Uiso 1 1 calc GR . . . .
C45 C 0.34654(14) 0.58407(9) 0.53438(11) 0.0410(6) Uani 1 1 d . . . . .
H45A H 0.354500 0.551699 0.562429 0.062 Uiso 1 1 calc GR . . . .
H45B H 0.362572 0.619375 0.554581 0.062 Uiso 1 1 calc GR . . . .
H45C H 0.373955 0.578257 0.495971 0.062 Uiso 1 1 calc GR . . . .
C46 C 0.22137(17) 0.59376(9) 0.57861(9) 0.0413(6) Uani 1 1 d . . . . .
H46A H 0.170739 0.599694 0.567441 0.062 Uiso 1 1 calc GR . . . .
H46B H 0.238483 0.626272 0.603221 0.062 Uiso 1 1 calc GR . . . .
H46C H 0.225925 0.558642 0.603084 0.062 Uiso 1 1 calc GR . . . .
C47 C 0.46404(14) 0.78358(10) 0.20436(11) 0.0396(6) Uani 1 1 d . . . . .
H47A H 0.424916 0.761108 0.223858 0.048 Uiso 1 1 calc R . . . .
H47B H 0.498243 0.756687 0.184605 0.048 Uiso 1 1 calc R . . . .
C48 C 0.42559(15) 0.53757(9) 0.68871(11) 0.0430(6) Uani 1 1 d . . . . .
H48A H 0.455882 0.510394 0.712367 0.052 Uiso 1 1 calc R . . . .
H48B H 0.391713 0.515286 0.662720 0.052 Uiso 1 1 calc R . . . .
C49 C 0.43330(16) 0.82320(12) 0.15632(11) 0.0499(7) Uani 1 1 d . . . . .
H49A H 0.404836 0.801195 0.126335 0.075 Uiso 1 1 calc GR . . . .
H49B H 0.472622 0.842741 0.134607 0.075 Uiso 1 1 calc GR . . . .
H49C H 0.402364 0.851512 0.176645 0.075 Uiso 1 1 calc GR . . . .
C50 C 0.38423(17) 0.57465(12) 0.73284(13) 0.0536(7) Uani 1 1 d . . . . .
H50A H 0.354265 0.601437 0.709238 0.080 Uiso 1 1 calc GR . . . .
H50B H 0.417945 0.596047 0.759038 0.080 Uiso 1 1 calc GR . . . .
H50C H 0.353414 0.550718 0.759108 0.080 Uiso 1 1 calc GR . . . .
C51 C 0.51477(16) 0.54014(10) 0.61016(12) 0.0463(6) Uani 1 1 d . . . . .
H51A H 0.485587 0.511653 0.587299 0.056 Uiso 1 1 calc R . . . .
H51B H 0.551244 0.519358 0.634967 0.056 Uiso 1 1 calc R . . . .
C52 C 0.55151(17) 0.57863(12) 0.56511(13) 0.0539(7) Uani 1 1 d . . . . .
H52A H 0.583960 0.556168 0.538777 0.081 Uiso 1 1 calc GR . . . .
H52B H 0.579338 0.607428 0.587831 0.081 Uiso 1 1 calc GR . . . .
H52C H 0.515408 0.597618 0.539081 0.081 Uiso 1 1 calc GR . . . .


_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 C11 1.226(2) . ?
N1 C1 1.4611(19) . ?
N1 C3 1.347(2) . ?
N1 C7 1.375(2) . ?
N2 C3 1.355(2) . ?
N2 C12 1.4561(19) . ?
N2 C14 1.374(2) . ?
O2 C47 1.414(3) . ?
O2 C47 1.414(3) 3_655 ?
N3 C18 1.354(2) . ?
N3 C38 1.461(2) . ?
N3 C44 1.454(3) . ?
O3 C48 1.416(3) . ?
O3 C51 1.415(3) . ?
C1 C2 1.390(2) . ?
C1 C6 1.402(2) . ?
C2 C20 1.397(2) . ?
C2 C26 1.519(2) . ?
C3 C11 1.524(2) . ?
C4 C5 1.428(2) . ?
C4 C7 1.459(3) . ?
C4 C21 1.371(2) . ?
C5 C8 1.424(2) . ?
C5 C24 1.388(3) . ?
C6 C9 1.385(2) . ?
C6 C15 1.524(2) . ?
C7 C14 1.368(2) . ?
C8 C14 1.458(3) . ?
C8 C25 1.371(2) . ?
C9 H9 0.9500 . ?
C9 C22 1.380(2) . ?
C10 C11 1.441(3) . ?
C10 C17 1.409(3) . ?
C10 C19 1.410(2) . ?
C12 C23 1.400(2) . ?
C12 C30 1.396(2) . ?
C13 H13 0.9500 . ?
C13 C23 1.387(2) . ?
C13 C27 1.387(3) . ?
C15 H15 1.0000 . ?
C15 C36 1.525(3) . ?
C15 C41 1.527(2) . ?
C16 H16 0.9500 . ?
C16 C18 1.415(3) . ?
C16 C19 1.369(3) . ?
C17 H17 0.9500 . ?
C17 C28 1.366(3) . ?
C18 C28 1.428(2) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C22 1.380(3) . ?
C21 H21 0.9500 . ?
C21 C35 1.418(3) . ?
C22 H22 0.9500 . ?
C23 C32 1.524(2) . ?
C24 C29 1.420(2) . ?
C24 C31 1.425(2) . ?
C25 H25 0.9500 . ?
C25 C37 1.417(3) . ?
C26 H26 1.0000 . ?
C26 C34 1.520(3) . ?
C26 C39 1.530(3) . ?
C27 H27 0.9500 . ?
C27 C33 1.378(3) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C29 C35 1.380(3) . ?
C30 C33 1.393(2) . ?
C30 C40 1.514(2) . ?
C31 H31 0.9500 . ?
C31 C37 1.375(3) . ?
C32 H32 1.0000 . ?
C32 C42 1.530(3) . ?
C32 C43 1.530(3) . ?
C33 H33 0.9500 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37 0.9500 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40 1.0000 . ?
C40 C45 1.520(3) . ?
C40 C46 1.538(3) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C49 1.501(4) . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C48 C50 1.498(4) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C51 H51A 0.9900 . ?
C51 H51B 0.9900 . ?
C51 C52 1.489(4) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 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
C3 N1 C1 125.95(14) . . ?
C3 N1 C7 108.39(13) . . ?
C7 N1 C1 125.12(13) . . ?
C3 N2 C12 124.63(14) . . ?
C3 N2 C14 108.27(13) . . ?
C14 N2 C12 125.48(14) . . ?
C47 O2 C47 114.1(2) 3_655 . ?
C18 N3 C38 120.62(15) . . ?
C18 N3 C44 121.51(14) . . ?
C44 N3 C38 117.68(16) . . ?
C51 O3 C48 113.42(17) . . ?
C2 C1 N1 117.81(14) . . ?
C2 C1 C6 124.40(14) . . ?
C6 C1 N1 117.66(13) . . ?
C1 C2 C20 116.21(15) . . ?
C1 C2 C26 123.07(14) . . ?
C20 C2 C26 120.71(14) . . ?
N1 C3 N2 108.46(15) . . ?
N1 C3 C11 125.46(14) . . ?
N2 C3 C11 125.99(14) . . ?
C5 C4 C7 103.44(13) . . ?
C21 C4 C5 118.32(16) . . ?
C21 C4 C7 138.23(16) . . ?
C8 C5 C4 112.72(16) . . ?
C24 C5 C4 123.66(15) . . ?
C24 C5 C8 123.61(15) . . ?
C1 C6 C15 122.50(14) . . ?
C9 C6 C1 116.38(14) . . ?
C9 C6 C15 121.06(14) . . ?
N1 C7 C4 142.41(14) . . ?
C14 C7 N1 107.49(14) . . ?
C14 C7 C4 110.06(15) . . ?
C5 C8 C14 103.46(14) . . ?
C25 C8 C5 118.57(17) . . ?
C25 C8 C14 137.96(16) . . ?
C6 C9 H9 119.3 . . ?
C22 C9 C6 121.33(15) . . ?
C22 C9 H9 119.3 . . ?
C17 C10 C11 119.62(14) . . ?
C17 C10 C19 117.57(16) . . ?
C19 C10 C11 122.79(16) . . ?
O1 C11 C3 116.24(16) . . ?
O1 C11 C10 125.51(16) . . ?
C10 C11 C3 118.25(13) . . ?
C23 C12 N2 116.34(14) . . ?
C30 C12 N2 119.64(14) . . ?
C30 C12 C23 123.96(14) . . ?
C23 C13 H13 119.3 . . ?
C23 C13 C27 121.46(15) . . ?
C27 C13 H13 119.3 . . ?
N2 C14 C8 142.25(14) . . ?
C7 C14 N2 107.38(15) . . ?
C7 C14 C8 110.31(15) . . ?
C6 C15 H15 107.5 . . ?
C6 C15 C36 110.83(14) . . ?
C6 C15 C41 112.56(14) . . ?
C36 C15 H15 107.5 . . ?
C36 C15 C41 110.79(15) . . ?
C41 C15 H15 107.5 . . ?
C18 C16 H16 119.1 . . ?
C19 C16 H16 119.1 . . ?
C19 C16 C18 121.82(15) . . ?
C10 C17 H17 119.0 . . ?
C28 C17 C10 122.06(15) . . ?
C28 C17 H17 119.0 . . ?
N3 C18 C16 122.38(15) . . ?
N3 C18 C28 120.56(17) . . ?
C16 C18 C28 117.05(17) . . ?
C10 C19 H19 119.5 . . ?
C16 C19 C10 120.94(16) . . ?
C16 C19 H19 119.5 . . ?
C2 C20 H20 119.4 . . ?
C22 C20 C2 121.19(15) . . ?
C22 C20 H20 119.4 . . ?
C4 C21 H21 120.6 . . ?
C4 C21 C35 118.79(16) . . ?
C35 C21 H21 120.6 . . ?
C9 C22 C20 120.50(15) . . ?
C9 C22 H22 119.8 . . ?
C20 C22 H22 119.8 . . ?
C12 C23 C32 123.90(14) . . ?
C13 C23 C12 116.45(15) . . ?
C13 C23 C32 119.56(14) . . ?
C5 C24 C29 116.79(16) . . ?
C5 C24 C31 116.94(16) . . ?
C29 C24 C31 126.27(17) . . ?
C8 C25 H25 120.8 . . ?
C8 C25 C37 118.39(16) . . ?
C37 C25 H25 120.8 . . ?
C2 C26 H26 107.7 . . ?
C2 C26 C34 110.89(15) . . ?
C2 C26 C39 110.80(15) . . ?
C34 C26 H26 107.7 . . ?
C34 C26 C39 111.92(14) . . ?
C39 C26 H26 107.7 . . ?
C13 C27 H27 119.9 . . ?
C33 C27 C13 120.11(15) . . ?
C33 C27 H27 119.9 . . ?
C17 C28 C18 120.53(17) . . ?
C17 C28 H28 119.7 . . ?
C18 C28 H28 119.7 . . ?
C24 C29 H29 120.1 . . ?
C35 C29 C24 119.82(17) . . ?
C35 C29 H29 120.1 . . ?
C12 C30 C40 123.59(14) . . ?
C33 C30 C12 116.57(15) . . ?
C33 C30 C40 119.81(16) . . ?
C24 C31 H31 120.4 . . ?
C37 C31 C24 119.23(18) . . ?
C37 C31 H31 120.4 . . ?
C23 C32 H32 107.6 . . ?
C23 C32 C42 112.33(16) . . ?
C23 C32 C43 110.74(15) . . ?
C42 C32 H32 107.6 . . ?
C42 C32 C43 110.83(16) . . ?
C43 C32 H32 107.6 . . ?
C27 C33 C30 121.37(16) . . ?
C27 C33 H33 119.3 . . ?
C30 C33 H33 119.3 . . ?
C26 C34 H34A 109.5 . . ?
C26 C34 H34B 109.5 . . ?
C26 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C21 C35 H35 118.7 . . ?
C29 C35 C21 122.54(16) . . ?
C29 C35 H35 118.7 . . ?
C15 C36 H36A 109.5 . . ?
C15 C36 H36B 109.5 . . ?
C15 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C25 C37 H37 118.4 . . ?
C31 C37 C25 123.24(17) . . ?
C31 C37 H37 118.4 . . ?
N3 C38 H38A 109.5 . . ?
N3 C38 H38B 109.5 . . ?
N3 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C26 C39 H39A 109.5 . . ?
C26 C39 H39B 109.5 . . ?
C26 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C30 C40 H40 108.2 . . ?
C30 C40 C45 111.57(17) . . ?
C30 C40 C46 109.41(16) . . ?
C45 C40 H40 108.2 . . ?
C45 C40 C46 111.10(18) . . ?
C46 C40 H40 108.2 . . ?
C15 C41 H41A 109.5 . . ?
C15 C41 H41B 109.5 . . ?
C15 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C32 C42 H42A 109.5 . . ?
C32 C42 H42B 109.5 . . ?
C32 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C32 C43 H43A 109.5 . . ?
C32 C43 H43B 109.5 . . ?
C32 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
N3 C44 H44A 109.5 . . ?
N3 C44 H44B 109.5 . . ?
N3 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C40 C45 H45A 109.5 . . ?
C40 C45 H45B 109.5 . . ?
C40 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C40 C46 H46A 109.5 . . ?
C40 C46 H46B 109.5 . . ?
C40 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
O2 C47 H47A 109.9 . . ?
O2 C47 H47B 109.9 . . ?
O2 C47 C49 108.75(19) . . ?
H47A C47 H47B 108.3 . . ?
C49 C47 H47A 109.9 . . ?
C49 C47 H47B 109.9 . . ?
O3 C48 H48A 109.7 . . ?
O3 C48 H48B 109.7 . . ?
O3 C48 C50 109.66(19) . . ?
H48A C48 H48B 108.2 . . ?
C50 C48 H48A 109.7 . . ?
C50 C48 H48B 109.7 . . ?
C47 C49 H49A 109.5 . . ?
C47 C49 H49B 109.5 . . ?
C47 C49 H49C 109.5 . . ?
H49A C49 H49B 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C48 C50 H50A 109.5 . . ?
C48 C50 H50B 109.5 . . ?
C48 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
O3 C51 H51A 109.6 . . ?
O3 C51 H51B 109.6 . . ?
O3 C51 C52 110.4(2) . . ?
H51A C51 H51B 108.1 . . ?
C52 C51 H51A 109.6 . . ?
C52 C51 H51B 109.6 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 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
N1 C1 C2 C20 -175.90(16) . . . . ?
N1 C1 C2 C26 4.7(3) . . . . ?
N1 C1 C6 C9 176.30(15) . . . . ?
N1 C1 C6 C15 -0.7(2) . . . . ?
N1 C3 C11 O1 -90.89(19) . . . . ?
N1 C3 C11 C10 89.60(19) . . . . ?
N1 C7 C14 N2 -0.01(17) . . . . ?
N1 C7 C14 C8 -177.83(13) . . . . ?
N2 C3 C11 O1 85.1(2) . . . . ?
N2 C3 C11 C10 -94.39(19) . . . . ?
N2 C12 C23 C13 179.35(15) . . . . ?
N2 C12 C23 C32 -4.0(3) . . . . ?
N2 C12 C30 C33 -179.75(16) . . . . ?
N2 C12 C30 C40 2.3(3) . . . . ?
N3 C18 C28 C17 179.04(16) . . . . ?
C1 N1 C3 N2 -171.09(13) . . . . ?
C1 N1 C3 C11 5.5(2) . . . . ?
C1 N1 C7 C4 -5.8(3) . . . . ?
C1 N1 C7 C14 171.51(14) . . . . ?
C1 C2 C20 C22 -0.4(3) . . . . ?
C1 C2 C26 C34 121.79(18) . . . . ?
C1 C2 C26 C39 -113.29(19) . . . . ?
C1 C6 C9 C22 -0.4(3) . . . . ?
C1 C6 C15 C36 85.3(2) . . . . ?
C1 C6 C15 C41 -150.03(17) . . . . ?
C2 C1 C6 C9 0.5(3) . . . . ?
C2 C1 C6 C15 -176.55(17) . . . . ?
C2 C20 C22 C9 0.4(3) . . . . ?
C3 N1 C1 C2 -107.98(19) . . . . ?
C3 N1 C1 C6 75.9(2) . . . . ?
C3 N1 C7 C4 -177.9(2) . . . . ?
C3 N1 C7 C14 -0.52(17) . . . . ?
C3 N2 C12 C23 -81.5(2) . . . . ?
C3 N2 C12 C30 100.9(2) . . . . ?
C3 N2 C14 C7 0.54(18) . . . . ?
C3 N2 C14 C8 177.2(2) . . . . ?
C4 C5 C8 C14 1.07(18) . . . . ?
C4 C5 C8 C25 -178.34(15) . . . . ?
C4 C5 C24 C29 -1.8(2) . . . . ?
C4 C5 C24 C31 178.38(15) . . . . ?
C4 C7 C14 N2 178.26(13) . . . . ?
C4 C7 C14 C8 0.44(18) . . . . ?
C4 C21 C35 C29 -1.9(3) . . . . ?
C5 C4 C7 N1 177.5(2) . . . . ?
C5 C4 C7 C14 0.21(17) . . . . ?
C5 C4 C21 C35 2.5(2) . . . . ?
C5 C8 C14 N2 -177.5(2) . . . . ?
C5 C8 C14 C7 -0.90(18) . . . . ?
C5 C8 C25 C37 0.0(2) . . . . ?
C5 C24 C29 C35 2.5(2) . . . . ?
C5 C24 C31 C37 -0.3(2) . . . . ?
C6 C1 C2 C20 -0.1(3) . . . . ?
C6 C1 C2 C26 -179.51(17) . . . . ?
C6 C9 C22 C20 0.0(3) . . . . ?
C7 N1 C1 C2 81.4(2) . . . . ?
C7 N1 C1 C6 -94.74(18) . . . . ?
C7 N1 C3 N2 0.87(17) . . . . ?
C7 N1 C3 C11 177.47(14) . . . . ?
C7 C4 C5 C8 -0.82(18) . . . . ?
C7 C4 C5 C24 -179.89(15) . . . . ?
C7 C4 C21 C35 -178.65(18) . . . . ?
C8 C5 C24 C29 179.21(15) . . . . ?
C8 C5 C24 C31 -0.6(2) . . . . ?
C8 C25 C37 C31 -0.9(3) . . . . ?
C9 C6 C15 C36 -91.60(19) . . . . ?
C9 C6 C15 C41 33.1(2) . . . . ?
C10 C17 C28 C18 -0.2(3) . . . . ?
C11 C10 C17 C28 -176.76(15) . . . . ?
C11 C10 C19 C16 176.84(15) . . . . ?
C12 N2 C3 N1 165.25(14) . . . . ?
C12 N2 C3 C11 -11.3(2) . . . . ?
C12 N2 C14 C7 -165.44(14) . . . . ?
C12 N2 C14 C8 11.2(3) . . . . ?
C12 C23 C32 C42 125.40(18) . . . . ?
C12 C23 C32 C43 -110.08(19) . . . . ?
C12 C30 C33 C27 -0.6(3) . . . . ?
C12 C30 C40 C45 -125.95(19) . . . . ?
C12 C30 C40 C46 110.7(2) . . . . ?
C13 C23 C32 C42 -58.1(2) . . . . ?
C13 C23 C32 C43 66.5(2) . . . . ?
C13 C27 C33 C30 -1.1(3) . . . . ?
C14 N2 C3 N1 -0.87(17) . . . . ?
C14 N2 C3 C11 -177.45(15) . . . . ?
C14 N2 C12 C23 82.3(2) . . . . ?
C14 N2 C12 C30 -95.3(2) . . . . ?
C14 C8 C25 C37 -179.11(18) . . . . ?
C15 C6 C9 C22 176.62(17) . . . . ?
C16 C18 C28 C17 -1.3(2) . . . . ?
C17 C10 C11 O1 2.8(2) . . . . ?
C17 C10 C11 C3 -177.77(14) . . . . ?
C17 C10 C19 C16 -1.5(2) . . . . ?
C18 C16 C19 C10 0.0(2) . . . . ?
C19 C10 C11 O1 -175.55(15) . . . . ?
C19 C10 C11 C3 3.9(2) . . . . ?
C19 C10 C17 C28 1.7(2) . . . . ?
C19 C16 C18 N3 -178.92(15) . . . . ?
C19 C16 C18 C28 1.4(2) . . . . ?
C20 C2 C26 C34 -57.6(2) . . . . ?
C20 C2 C26 C39 67.3(2) . . . . ?
C21 C4 C5 C8 178.38(14) . . . . ?
C21 C4 C5 C24 -0.7(2) . . . . ?
C21 C4 C7 N1 -1.4(4) . . . . ?
C21 C4 C7 C14 -178.73(19) . . . . ?
C23 C12 C30 C33 2.8(3) . . . . ?
C23 C12 C30 C40 -175.13(18) . . . . ?
C23 C13 C27 C33 0.7(3) . . . . ?
C24 C5 C8 C14 -179.87(15) . . . . ?
C24 C5 C8 C25 0.7(2) . . . . ?
C24 C29 C35 C21 -0.7(3) . . . . ?
C24 C31 C37 C25 1.1(3) . . . . ?
C25 C8 C14 N2 1.7(4) . . . . ?
C25 C8 C14 C7 178.3(2) . . . . ?
C26 C2 C20 C22 179.09(18) . . . . ?
C27 C13 C23 C12 1.3(3) . . . . ?
C27 C13 C23 C32 -175.51(17) . . . . ?
C29 C24 C31 C37 179.93(17) . . . . ?
C30 C12 C23 C13 -3.1(3) . . . . ?
C30 C12 C23 C32 173.49(18) . . . . ?
C31 C24 C29 C35 -177.77(16) . . . . ?
C33 C30 C40 C45 56.1(2) . . . . ?
C33 C30 C40 C46 -67.2(2) . . . . ?
C38 N3 C18 C16 -1.3(2) . . . . ?
C38 N3 C18 C28 178.41(16) . . . . ?
C40 C30 C33 C27 177.41(18) . . . . ?
C44 N3 C18 C16 173.78(16) . . . . ?
C44 N3 C18 C28 -6.6(3) . . . . ?
C47 O2 C47 C49 -175.6(2) 3_655 . . . ?
C48 O3 C51 C52 171.8(2) . . . . ?
C51 O3 C48 C50 175.6(2) . . . . ?

_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_[4ak]2Et2O2
_database_code_depnum_ccdc_archive 'CCDC 2268433'
loop_
_audit_author_name
_audit_author_address
'YingFeng Han'
;Northwest univeristy
China
;
_audit_update_record             
;
2023-06-08 deposited with the CCDC.	2023-12-15 downloaded from the CCDC.
;
_audit_creation_date             2023-04-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H55 K N2 O2'
_chemical_formula_sum            'C48 H55 K N2 O2'
_chemical_formula_weight         731.04
_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'
K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.059(5)
_cell_length_b                   13.426(5)
_cell_length_c                   14.496(5)
_cell_angle_alpha                65.992(9)
_cell_angle_beta                 68.215(9)
_cell_angle_gamma                69.891(9)
_cell_volume                     2099.4(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6930
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      24.71
_cell_measurement_theta_min      2.65
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.949
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1140 before and 0.0763 after correction.
The Ratio of minimum to maximum transmission is 0.8802.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0905
_diffrn_reflns_av_unetI/netI     0.1030
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            26224
_diffrn_reflns_point_group_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        24.898
_diffrn_reflns_theta_max         24.898
_diffrn_reflns_theta_min         2.010
_diffrn_ambient_temperature      220.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3413
_reflns_number_total             7021
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.343
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     464
_refine_ls_number_reflns         7021
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1801
_refine_ls_R_factor_gt           0.0964
_refine_ls_restrained_S_all      1.025
_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)+(0.1778P)²+2.0859P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2723
_refine_ls_wR_factor_ref         0.3364
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C48-C46 = C47-C45
 1.5 with sigma of 0.01
 C48-C46 \\sim C47-C45
 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C27(H27), C32(H32), C34(H34), C37(H37)
3.b Secondary CH2 refined with riding coordinates:
 C45(H45A,H45B), C46(H46A,H46B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C19(H19), C22(H22), C23(H23), C25(H25), C28(H28), C29(H29), C30(H30), C31(H31),
  C36(H36)
3.d Fitted hexagon refined as free rotating group:
 C2(C3,C4,C5,C6,C7), C8(C9,C10,C11,C12,C13)
3.e Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C40(H40A,H40B,
 H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C44(H44A,
 H44B,H44C), C47(H47A,H47B,H47C), C48(H48A,H48B,H48C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.55564(13) 0.38509(11) 0.94291(11) 0.0641(5) Uani 1 1 d . . . . .
O1 O 0.5845(4) 0.5773(3) 0.8818(3) 0.0618(12) Uani 1 1 d . . . . .
N1 N 0.6479(4) 0.6481(4) 0.6575(3) 0.0460(11) Uani 1 1 d . . . . .
N2 N 0.7194(4) 0.7890(4) 0.6438(3) 0.0489(12) Uani 1 1 d . . . . .
O2 O 0.7029(5) 0.1861(4) 1.0086(4) 0.0925(17) Uani 1 1 d . . . . .
C1 C 0.6637(5) 0.7002(4) 0.7199(4) 0.0484(14) Uani 1 1 d . . . . .
C2 C 0.7020(3) 0.9798(3) 0.6332(3) 0.0538(15) Uani 1 1 d . . . . .
C3 C 0.7594(3) 0.8680(3) 0.6577(3) 0.0478(14) Uani 1 1 d G . . . .
C4 C 0.8631(3) 0.8365(2) 0.6798(3) 0.0586(16) Uani 1 1 d G . . . .
C5 C 0.9094(3) 0.9168(4) 0.6772(4) 0.0718(19) Uani 1 1 d G . . . .
H5 H 0.979572 0.895502 0.692106 0.086 Uiso 1 1 calc R . . . .
C6 C 0.8521(4) 1.0287(3) 0.6526(4) 0.076(2) Uani 1 1 d G . . . .
H6 H 0.883472 1.082995 0.650912 0.091 Uiso 1 1 calc R . . . .
C7 C 0.7484(4) 1.0602(2) 0.6306(4) 0.0650(18) Uani 1 1 d G . . . .
H7 H 0.709633 1.135800 0.613989 0.078 Uiso 1 1 calc R . . . .
C8 C 0.6473(4) 0.7209(3) 0.8898(3) 0.0531(15) Uani 1 1 d . . . . .
C9 C 0.6015(4) 0.8340(3) 0.8780(3) 0.0618(17) Uani 1 1 d G . . . .
H9 H 0.564938 0.879445 0.824865 0.074 Uiso 1 1 calc R . . . .
C10 C 0.6096(5) 0.8798(3) 0.9448(4) 0.086(2) Uani 1 1 d G . . . .
H10 H 0.578600 0.956225 0.936787 0.103 Uiso 1 1 calc R . . . .
C11 C 0.6636(5) 0.8125(4) 1.0234(4) 0.089(3) Uani 1 1 d G . . . .
H11 H 0.669124 0.843457 1.068529 0.107 Uiso 1 1 calc R . . . .
C12 C 0.7095(5) 0.6994(4) 1.0352(3) 0.089(2) Uani 1 1 d G . . . .
H12 H 0.745985 0.653910 1.088350 0.107 Uiso 1 1 calc R . . . .
C13 C 0.7013(4) 0.6536(3) 0.9684(3) 0.072(2) Uani 1 1 d G . . . .
H13 H 0.732324 0.577128 0.976430 0.086 Uiso 1 1 calc R . . . .
C14 C 0.7380(5) 0.7846(5) 0.5468(4) 0.0481(14) Uani 1 1 d . . . . .
C15 C 0.7898(5) 0.7739(4) 0.3830(4) 0.0474(14) Uani 1 1 d . . . . .
C16 C 0.7993(5) 0.8346(5) 0.4373(4) 0.0507(15) Uani 1 1 d . . . . .
C17 C 0.6979(5) 0.7003(5) 0.5538(4) 0.0481(14) Uani 1 1 d . . . . .
C18 C 0.6311(5) 0.6662(5) 0.8260(4) 0.0481(14) Uani 1 1 d . . . . .
C19 C 0.7164(7) 0.3373(5) 0.7271(5) 0.0671(18) Uani 1 1 d . . . . .
H19 H 0.777370 0.275374 0.738771 0.081 Uiso 1 1 calc R . . . .
C20 C 0.8372(5) 0.7908(5) 0.2762(5) 0.0553(15) Uani 1 1 d . . . . .
C21 C 0.7289(5) 0.6857(4) 0.4519(4) 0.0471(14) Uani 1 1 d . . . . .
C22 C 0.7207(5) 0.6156(5) 0.4111(5) 0.0593(16) Uani 1 1 d . . . . .
H22 H 0.684383 0.556281 0.454236 0.071 Uiso 1 1 calc R . . . .
C23 C 0.7681(6) 0.6329(6) 0.3014(5) 0.0663(18) Uani 1 1 d . . . . .
H23 H 0.761478 0.584696 0.272615 0.080 Uiso 1 1 calc R . . . .
C24 C 0.7308(6) 0.4439(5) 0.7053(5) 0.0567(16) Uani 1 1 d . . . . .
C25 C 0.5273(6) 0.4080(5) 0.7157(5) 0.0641(18) Uani 1 1 d . . . . .
H25 H 0.459336 0.394640 0.719876 0.077 Uiso 1 1 calc R . . . .
C26 C 0.6372(5) 0.5344(5) 0.6898(4) 0.0517(15) Uani 1 1 d . . . . .
C27 C 0.4332(6) 0.6139(5) 0.6771(5) 0.0657(18) Uani 1 1 d . . . . .
H27 H 0.454775 0.684301 0.660542 0.079 Uiso 1 1 calc R . . . .
C28 C 0.6192(7) 0.3199(6) 0.7322(6) 0.072(2) Uani 1 1 d . . . . .
H28 H 0.613492 0.246707 0.747106 0.086 Uiso 1 1 calc R . . . .
C29 C 0.8993(5) 0.8752(5) 0.2220(5) 0.0606(17) Uani 1 1 d . . . . .
H29 H 0.933745 0.890498 0.149586 0.073 Uiso 1 1 calc R . . . .
C30 C 0.8231(6) 0.7178(6) 0.2363(5) 0.0626(17) Uani 1 1 d . . . . .
H30 H 0.851785 0.727371 0.164119 0.075 Uiso 1 1 calc R . . . .
C31 C 0.8616(5) 0.9157(5) 0.3831(5) 0.0560(15) Uani 1 1 d . . . . .
H31 H 0.871615 0.956403 0.417493 0.067 Uiso 1 1 calc R . . . .
C32 C 0.8426(5) 0.4612(5) 0.6996(5) 0.0625(17) Uani 1 1 d . . . . .
H32 H 0.838832 0.542708 0.670037 0.075 Uiso 1 1 calc R . . . .
C33 C 0.5354(6) 0.5183(5) 0.6925(5) 0.0607(17) Uani 1 1 d . . . . .
C34 C 0.5839(6) 1.0175(5) 0.6130(5) 0.0628(17) Uani 1 1 d . . . . .
H34 H 0.554102 0.949867 0.637546 0.075 Uiso 1 1 calc R . . . .
C35 C 0.5011(6) 1.0954(6) 0.6757(6) 0.079(2) Uani 1 1 d . . . . .
H35A H 0.507826 1.064468 0.747013 0.119 Uiso 1 1 calc GR . . . .
H35B H 0.424260 1.102409 0.676728 0.119 Uiso 1 1 calc GR . . . .
H35C H 0.518788 1.168684 0.643130 0.119 Uiso 1 1 calc GR . . . .
C36 C 0.9097(6) 0.9354(5) 0.2746(5) 0.0620(17) Uani 1 1 d . . . . .
H36 H 0.950518 0.991877 0.236364 0.074 Uiso 1 1 calc R . . . .
C37 C 0.9288(6) 0.7129(6) 0.7052(6) 0.0687(19) Uani 1 1 d . . . . .
H37 H 0.874336 0.665577 0.728637 0.082 Uiso 1 1 calc R . . . .
C38 C 0.5895(7) 1.0743(6) 0.4974(6) 0.076(2) Uani 1 1 d . . . . .
H38A H 0.631232 1.132526 0.468314 0.114 Uiso 1 1 calc GR . . . .
H38B H 0.513318 1.107142 0.489244 0.114 Uiso 1 1 calc GR . . . .
H38C H 0.627431 1.019465 0.460788 0.114 Uiso 1 1 calc GR . . . .
C39 C 0.9861(8) 0.6764(7) 0.7922(7) 0.099(3) Uani 1 1 d . . . . .
H39A H 1.043706 0.718096 0.768963 0.148 Uiso 1 1 calc GR . . . .
H39B H 1.020873 0.596985 0.808576 0.148 Uiso 1 1 calc GR . . . .
H39C H 0.929992 0.691040 0.854300 0.148 Uiso 1 1 calc GR . . . .
C40 C 0.9418(6) 0.4054(6) 0.6260(6) 0.078(2) Uani 1 1 d . . . . .
H40A H 0.941594 0.326876 0.647800 0.117 Uiso 1 1 calc GR . . . .
H40B H 1.012398 0.411878 0.628485 0.117 Uiso 1 1 calc GR . . . .
H40C H 0.934457 0.441923 0.554922 0.117 Uiso 1 1 calc GR . . . .
C41 C 0.8627(7) 0.4204(7) 0.8074(6) 0.080(2) Uani 1 1 d . . . . .
H41A H 0.812326 0.471369 0.845844 0.119 Uiso 1 1 calc GR . . . .
H41B H 0.940632 0.417502 0.799423 0.119 Uiso 1 1 calc GR . . . .
H41C H 0.847820 0.346151 0.845591 0.119 Uiso 1 1 calc GR . . . .
C42 C 0.3955(8) 0.6230(7) 0.5854(7) 0.094(3) Uani 1 1 d . . . . .
H42A H 0.453208 0.644811 0.520399 0.141 Uiso 1 1 calc GR . . . .
H42B H 0.324978 0.678792 0.582243 0.141 Uiso 1 1 calc GR . . . .
H42C H 0.384473 0.551079 0.595217 0.141 Uiso 1 1 calc GR . . . .
C43 C 0.3357(7) 0.6005(7) 0.7767(7) 0.095(3) Uani 1 1 d . . . . .
H43A H 0.319221 0.527749 0.799124 0.143 Uiso 1 1 calc GR . . . .
H43B H 0.269150 0.658750 0.762984 0.143 Uiso 1 1 calc GR . . . .
H43C H 0.356684 0.606561 0.831482 0.143 Uiso 1 1 calc GR . . . .
C44 C 1.0164(8) 0.6941(7) 0.6050(7) 0.099(3) Uani 1 1 d . . . . .
H44A H 0.983351 0.734265 0.546293 0.148 Uiso 1 1 calc GR . . . .
H44B H 1.039448 0.614772 0.613486 0.148 Uiso 1 1 calc GR . . . .
H44C H 1.081966 0.721443 0.591806 0.148 Uiso 1 1 calc GR . . . .
C45 C 0.7463(8) 0.1786(7) 1.0888(6) 0.095(3) Uani 1 1 d D . . . .
H45A H 0.761327 0.251110 1.073873 0.114 Uiso 1 1 calc R . . . .
H45B H 0.818529 0.123028 1.087176 0.114 Uiso 1 1 calc R . . . .
C46 C 0.7097(7) 0.0838(7) 0.9980(8) 0.112(3) Uani 1 1 d D . . . .
H46A H 0.651549 0.095335 0.964928 0.134 Uiso 1 1 calc R . . . .
H46B H 0.692725 0.028958 1.068069 0.134 Uiso 1 1 calc R . . . .
C47 C 0.6678(8) 0.1468(8) 1.1963(6) 0.109(3) Uani 1 1 d D . . . .
H47A H 0.592355 0.193536 1.195536 0.163 Uiso 1 1 calc GR . . . .
H47B H 0.694359 0.157447 1.245118 0.163 Uiso 1 1 calc GR . . . .
H47C H 0.665631 0.068886 1.217878 0.163 Uiso 1 1 calc GR . . . .
C48 C 0.8210(8) 0.0369(8) 0.9356(7) 0.117(3) Uani 1 1 d D . . . .
H48A H 0.841340 0.092449 0.867690 0.175 Uiso 1 1 calc GR . . . .
H48B H 0.816886 -0.028939 0.926030 0.175 Uiso 1 1 calc GR . . . .
H48C H 0.877937 0.016235 0.972168 0.175 Uiso 1 1 calc GR . . . .


_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
K1 O1 2.479(4) . ?
K1 O1 2.649(4) 2_667 ?
K1 O2 2.739(5) . ?
K1 C8 3.153(5) 2_667 ?
K1 C13 3.261(15) 2_667 ?
K1 C18 3.295(6) 2_667 ?
K1 C19 3.230(7) . ?
K1 C24 3.302(6) . ?
K1 C25 3.329(7) . ?
K1 C26 3.346(6) . ?
K1 C28 3.253(7) . ?
K1 C33 3.399(7) . ?
O1 C18 1.341(7) . ?
N1 C1 1.449(7) . ?
N1 C17 1.381(7) . ?
N1 C26 1.445(7) . ?
N2 C1 1.449(7) . ?
N2 C3 1.438(5) . ?
N2 C14 1.358(7) . ?
O2 C45 1.428(10) . ?
O2 C46 1.411(9) . ?
C1 C18 1.354(8) . ?
C2 C3 1.3900 . ?
C2 C7 1.3900 . ?
C2 C34 1.549(7) . ?
C3 C4 1.3900 . ?
C4 C5 1.3900 . ?
C4 C37 1.544(7) . ?
C5 H5 0.9400 . ?
C5 C6 1.3900 . ?
C6 H6 0.9400 . ?
C6 C7 1.3900 . ?
C7 H7 0.9400 . ?
C8 C9 1.3900 . ?
C8 C13 1.3900 . ?
C8 C18 1.499(6) . ?
C9 H9 0.9400 . ?
C9 C10 1.3900 . ?
C10 H10 0.9400 . ?
C10 C11 1.3900 . ?
C11 H11 0.9400 . ?
C11 C12 1.3900 . ?
C12 H12 0.9400 . ?
C12 C13 1.3900 . ?
C13 H13 0.9400 . ?
C14 C16 1.473(8) . ?
C14 C17 1.357(8) . ?
C15 C16 1.402(8) . ?
C15 C20 1.389(8) . ?
C15 C21 1.459(8) . ?
C16 C31 1.379(8) . ?
C17 C21 1.456(8) . ?
C19 H19 0.9400 . ?
C19 C24 1.399(9) . ?
C19 C28 1.339(10) . ?
C20 C29 1.412(9) . ?
C20 C30 1.413(9) . ?
C21 C22 1.348(8) . ?
C22 H22 0.9400 . ?
C22 C23 1.427(9) . ?
C23 H23 0.9400 . ?
C23 C30 1.375(9) . ?
C24 C26 1.408(8) . ?
C24 C32 1.523(9) . ?
C25 H25 0.9400 . ?
C25 C28 1.380(10) . ?
C25 C33 1.411(9) . ?
C26 C33 1.403(9) . ?
C27 H27 0.9900 . ?
C27 C33 1.512(9) . ?
C27 C42 1.529(10) . ?
C27 C43 1.523(11) . ?
C28 H28 0.9400 . ?
C29 H29 0.9400 . ?
C29 C36 1.381(9) . ?
C30 H30 0.9400 . ?
C31 H31 0.9400 . ?
C31 C36 1.407(9) . ?
C32 H32 0.9900 . ?
C32 C40 1.529(9) . ?
C32 C41 1.522(10) . ?
C34 H34 0.9900 . ?
C34 C35 1.536(9) . ?
C34 C38 1.517(9) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C36 H36 0.9400 . ?
C37 H37 0.9900 . ?
C37 C39 1.529(10) . ?
C37 C44 1.532(11) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 H39C 0.9700 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 H40C 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 H41C 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 C47 1.495(7) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 C48 1.479(7) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C47 H47C 0.9700 . ?
C48 H48A 0.9700 . ?
C48 H48B 0.9700 . ?
C48 H48C 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
O1 K1 O1 87.83(14) . 2_667 ?
O1 K1 O2 128.11(18) . . ?
O1 K1 O2 104.65(15) 2_667 . ?
O1 K1 C8 47.84(11) 2_667 2_667 ?
O1 K1 C8 130.58(13) . 2_667 ?
O1 K1 C13 119.4(4) . 2_667 ?
O1 K1 C13 58.0(4) 2_667 2_667 ?
O1 K1 C18 22.94(12) 2_667 2_667 ?
O1 K1 C18 110.64(14) . 2_667 ?
O1 K1 C19 93.54(16) . . ?
O1 K1 C19 177.22(18) 2_667 . ?
O1 K1 C24 156.71(15) 2_667 . ?
O1 K1 C24 68.89(14) . . ?
O1 K1 C25 94.33(15) . . ?
O1 K1 C25 135.27(17) 2_667 . ?
O1 K1 C26 56.40(14) . . ?
O1 K1 C26 137.36(14) 2_667 . ?
O1 K1 C28 153.39(19) 2_667 . ?
O1 K1 C28 105.89(16) . . ?
O1 K1 C33 129.18(15) 2_667 . ?
O1 K1 C33 70.21(15) . . ?
O2 K1 C8 89.24(15) . 2_667 ?
O2 K1 C13 109.4(4) . 2_667 ?
O2 K1 C18 91.63(16) . 2_667 ?
O2 K1 C19 76.38(17) . . ?
O2 K1 C24 91.06(16) . . ?
O2 K1 C25 108.60(17) . . ?
O2 K1 C26 115.40(16) . . ?
O2 K1 C28 84.97(18) . . ?
O2 K1 C33 125.18(16) . . ?
C8 K1 C13 25.0(3) 2_667 2_667 ?
C8 K1 C18 26.77(11) 2_667 2_667 ?
C8 K1 C19 129.90(15) 2_667 . ?
C8 K1 C24 151.59(14) 2_667 . ?
C8 K1 C25 103.36(14) 2_667 . ?
C8 K1 C26 141.42(14) 2_667 . ?
C8 K1 C28 108.85(16) 2_667 . ?
C8 K1 C33 117.49(15) 2_667 . ?
C13 K1 C18 44.4(4) 2_667 2_667 ?
C13 K1 C24 132.8(4) 2_667 . ?
C13 K1 C25 82.9(4) 2_667 . ?
C13 K1 C26 116.9(4) 2_667 . ?
C13 K1 C33 93.2(4) 2_667 . ?
C18 K1 C24 176.79(16) 2_667 . ?
C18 K1 C25 127.32(17) 2_667 . ?
C18 K1 C26 152.68(15) 2_667 . ?
C18 K1 C33 133.95(16) 2_667 . ?
C19 K1 C13 119.2(4) . 2_667 ?
C19 K1 C18 155.33(17) . 2_667 ?
C19 K1 C24 24.70(16) . . ?
C19 K1 C25 42.23(19) . . ?
C19 K1 C26 42.66(15) . . ?
C19 K1 C28 23.83(18) . . ?
C19 K1 C33 49.36(17) . . ?
C24 K1 C25 49.97(17) . . ?
C24 K1 C26 24.45(15) . . ?
C24 K1 C33 42.84(16) . . ?
C25 K1 C26 42.42(16) . . ?
C25 K1 C33 24.19(15) . . ?
C26 K1 C33 23.99(15) . . ?
C28 K1 C13 95.5(4) . 2_667 ?
C28 K1 C18 135.61(18) . 2_667 ?
C28 K1 C24 42.97(18) . . ?
C28 K1 C25 24.17(17) . . ?
C28 K1 C26 49.50(16) . . ?
C28 K1 C33 42.53(17) . . ?
K1 O1 K1 92.17(14) . 2_667 ?
C18 O1 K1 106.7(3) . 2_667 ?
C18 O1 K1 160.2(4) . . ?
C17 N1 C1 107.3(4) . . ?
C17 N1 C26 119.5(4) . . ?
C26 N1 C1 126.8(4) . . ?
C3 N2 C1 130.9(4) . . ?
C14 N2 C1 108.0(5) . . ?
C14 N2 C3 121.0(4) . . ?
C45 O2 K1 114.2(5) . . ?
C46 O2 K1 125.8(6) . . ?
C46 O2 C45 116.5(7) . . ?
N2 C1 N1 104.6(4) . . ?
C18 C1 N1 123.9(5) . . ?
C18 C1 N2 131.5(5) . . ?
C3 C2 C7 120.0 . . ?
C3 C2 C34 121.5(3) . . ?
C7 C2 C34 118.4(3) . . ?
C2 C3 N2 119.0(3) . . ?
C4 C3 N2 120.2(3) . . ?
C4 C3 C2 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 C37 120.6(4) . . ?
C5 C4 C37 119.4(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.0 . . ?
C6 C7 H7 120.0 . . ?
C9 C8 K1 101.2(2) . 2_667 ?
C9 C8 C13 120.0 . . ?
C9 C8 C18 121.6(3) . . ?
C13 C8 K1 81.87(19) . 2_667 ?
C13 C8 C18 118.2(3) . . ?
C18 C8 K1 81.9(3) . 2_667 ?
C8 C9 H9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.0 . . ?
C13 C12 H12 120.0 . . ?
K1 C13 H13 91.4 2_667 . ?
C8 C13 K1 73.17(18) . 2_667 ?
C8 C13 H13 120.0 . . ?
C12 C13 K1 105.33(18) . 2_667 ?
C12 C13 C8 120.0 . . ?
C12 C13 H13 120.0 . . ?
N2 C14 C16 139.4(5) . . ?
C17 C14 N2 110.4(5) . . ?
C17 C14 C16 109.8(5) . . ?
C16 C15 C21 112.6(5) . . ?
C20 C15 C16 124.6(6) . . ?
C20 C15 C21 122.7(5) . . ?
C15 C16 C14 104.0(5) . . ?
C31 C16 C14 137.0(6) . . ?
C31 C16 C15 118.9(5) . . ?
N1 C17 C21 139.0(5) . . ?
C14 C17 N1 109.6(5) . . ?
C14 C17 C21 111.1(5) . . ?
O1 C18 K1 50.4(3) . 2_667 ?
O1 C18 C1 121.4(5) . . ?
O1 C18 C8 115.1(4) . . ?
C1 C18 K1 154.2(4) . 2_667 ?
C1 C18 C8 123.5(5) . . ?
C8 C18 K1 71.3(3) . 2_667 ?
K1 C19 H19 111.7 . . ?
C24 C19 K1 80.5(4) . . ?
C24 C19 H19 118.7 . . ?
C28 C19 K1 79.0(4) . . ?
C28 C19 H19 118.7 . . ?
C28 C19 C24 122.6(7) . . ?
C15 C20 C29 115.6(6) . . ?
C15 C20 C30 116.5(6) . . ?
C29 C20 C30 127.8(6) . . ?
C17 C21 C15 102.5(5) . . ?
C22 C21 C15 118.8(5) . . ?
C22 C21 C17 138.6(6) . . ?
C21 C22 H22 120.6 . . ?
C21 C22 C23 118.8(6) . . ?
C23 C22 H22 120.6 . . ?
C22 C23 H23 119.0 . . ?
C30 C23 C22 122.1(6) . . ?
C30 C23 H23 119.0 . . ?
C19 C24 K1 74.8(4) . . ?
C19 C24 C26 117.1(6) . . ?
C19 C24 C32 121.5(6) . . ?
C26 C24 K1 79.5(3) . . ?
C26 C24 C32 121.4(5) . . ?
C32 C24 K1 114.6(4) . . ?
K1 C25 H25 115.1 . . ?
C28 C25 K1 74.8(4) . . ?
C28 C25 H25 120.0 . . ?
C28 C25 C33 119.9(7) . . ?
C33 C25 K1 80.7(4) . . ?
C33 C25 H25 120.0 . . ?
N1 C26 K1 121.8(3) . . ?
C24 C26 K1 76.0(3) . . ?
C24 C26 N1 120.6(6) . . ?
C33 C26 K1 80.1(4) . . ?
C33 C26 N1 117.8(5) . . ?
C33 C26 C24 121.2(5) . . ?
C33 C27 H27 108.1 . . ?
C33 C27 C42 111.1(6) . . ?
C33 C27 C43 111.1(6) . . ?
C42 C27 H27 108.1 . . ?
C43 C27 H27 108.1 . . ?
C43 C27 C42 110.3(7) . . ?
K1 C28 H28 112.6 . . ?
C19 C28 K1 77.1(4) . . ?
C19 C28 C25 120.9(6) . . ?
C19 C28 H28 119.6 . . ?
C25 C28 K1 81.0(4) . . ?
C25 C28 H28 119.6 . . ?
C20 C29 H29 119.8 . . ?
C36 C29 C20 120.4(6) . . ?
C36 C29 H29 119.8 . . ?
C20 C30 H30 119.5 . . ?
C23 C30 C20 121.0(6) . . ?
C23 C30 H30 119.5 . . ?
C16 C31 H31 121.1 . . ?
C16 C31 C36 117.8(6) . . ?
C36 C31 H31 121.1 . . ?
C24 C32 H32 107.6 . . ?
C24 C32 C40 111.1(6) . . ?
C40 C32 H32 107.6 . . ?
C41 C32 C24 112.2(6) . . ?
C41 C32 H32 107.6 . . ?
C41 C32 C40 110.6(6) . . ?
C25 C33 K1 75.2(4) . . ?
C25 C33 C27 119.4(6) . . ?
C26 C33 K1 75.9(3) . . ?
C26 C33 C25 118.3(6) . . ?
C26 C33 C27 122.2(6) . . ?
C27 C33 K1 116.4(4) . . ?
C2 C34 H34 107.9 . . ?
C35 C34 C2 110.9(5) . . ?
C35 C34 H34 107.9 . . ?
C38 C34 C2 112.2(5) . . ?
C38 C34 H34 107.9 . . ?
C38 C34 C35 110.0(6) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C29 C36 C31 122.7(6) . . ?
C29 C36 H36 118.6 . . ?
C31 C36 H36 118.6 . . ?
C4 C37 H37 108.0 . . ?
C39 C37 C4 113.1(6) . . ?
C39 C37 H37 108.0 . . ?
C39 C37 C44 110.4(6) . . ?
C44 C37 C4 109.1(6) . . ?
C44 C37 H37 108.0 . . ?
C34 C38 H38A 109.5 . . ?
C34 C38 H38B 109.5 . . ?
C34 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C32 C40 H40A 109.5 . . ?
C32 C40 H40B 109.5 . . ?
C32 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C32 C41 H41A 109.5 . . ?
C32 C41 H41B 109.5 . . ?
C32 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C27 C42 H42A 109.5 . . ?
C27 C42 H42B 109.5 . . ?
C27 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C27 C43 H43A 109.5 . . ?
C27 C43 H43B 109.5 . . ?
C27 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C37 C44 H44A 109.5 . . ?
C37 C44 H44B 109.5 . . ?
C37 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O2 C45 H45A 108.9 . . ?
O2 C45 H45B 108.9 . . ?
O2 C45 C47 113.3(8) . . ?
H45A C45 H45B 107.7 . . ?
C47 C45 H45A 108.9 . . ?
C47 C45 H45B 108.9 . . ?
O2 C46 H46A 108.7 . . ?
O2 C46 H46B 108.7 . . ?
O2 C46 C48 114.4(7) . . ?
H46A C46 H46B 107.6 . . ?
C48 C46 H46A 108.7 . . ?
C48 C46 H46B 108.7 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 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
K1 O1 C18 K1 -161.7(13) . . . 2_667 ?
K1 O1 C18 C1 -149.7(5) 2_667 . . . ?
K1 O1 C18 C1 48.5(14) . . . . ?
K1 O1 C18 C8 -129.5(10) . . . . ?
K1 O1 C18 C8 32.3(5) 2_667 . . . ?
K1 O2 C45 C47 82.2(7) . . . . ?
K1 O2 C46 C48 120.0(8) . . . . ?
K1 C8 C9 C10 87.02(19) 2_667 . . . ?
K1 C8 C13 C12 -98.30(19) 2_667 . . . ?
K1 C8 C18 O1 -25.7(4) 2_667 . . . ?
K1 C8 C18 C1 156.3(5) 2_667 . . . ?
K1 C19 C24 C26 -69.5(5) . . . . ?
K1 C19 C24 C32 109.9(5) . . . . ?
K1 C19 C28 C25 71.1(6) . . . . ?
K1 C24 C26 N1 118.9(5) . . . . ?
K1 C24 C26 C33 -69.0(5) . . . . ?
K1 C24 C32 C40 138.4(4) . . . . ?
K1 C24 C32 C41 14.0(6) . . . . ?
K1 C25 C28 C19 -69.1(6) . . . . ?
K1 C25 C33 C26 64.6(5) . . . . ?
K1 C25 C33 C27 -112.2(5) . . . . ?
K1 C26 C33 C25 -64.2(5) . . . . ?
K1 C26 C33 C27 112.5(6) . . . . ?
N1 C1 C18 K1 -60.6(11) . . . 2_667 ?
N1 C1 C18 O1 2.5(9) . . . . ?
N1 C1 C18 C8 -179.7(5) . . . . ?
N1 C17 C21 C15 -174.3(7) . . . . ?
N1 C17 C21 C22 2.2(13) . . . . ?
N1 C26 C33 K1 -120.8(5) . . . . ?
N1 C26 C33 C25 175.0(5) . . . . ?
N1 C26 C33 C27 -8.3(9) . . . . ?
N2 C1 C18 K1 120.0(9) . . . 2_667 ?
N2 C1 C18 O1 -177.0(5) . . . . ?
N2 C1 C18 C8 0.9(10) . . . . ?
N2 C3 C4 C5 170.1(4) . . . . ?
N2 C3 C4 C37 -8.7(5) . . . . ?
N2 C14 C16 C15 171.7(7) . . . . ?
N2 C14 C16 C31 -4.9(13) . . . . ?
N2 C14 C17 N1 1.7(7) . . . . ?
N2 C14 C17 C21 -173.2(5) . . . . ?
C1 N1 C17 C14 -3.2(6) . . . . ?
C1 N1 C17 C21 169.6(7) . . . . ?
C1 N1 C26 K1 22.0(7) . . . . ?
C1 N1 C26 C24 -70.0(7) . . . . ?
C1 N1 C26 C33 117.6(6) . . . . ?
C1 N2 C3 C2 -108.9(5) . . . . ?
C1 N2 C3 C4 80.9(6) . . . . ?
C1 N2 C14 C16 -170.5(7) . . . . ?
C1 N2 C14 C17 0.5(6) . . . . ?
C2 C3 C4 C5 0.0 . . . . ?
C2 C3 C4 C37 -178.8(5) . . . . ?
C3 N2 C1 N1 -178.3(5) . . . . ?
C3 N2 C1 C18 1.2(10) . . . . ?
C3 N2 C14 C16 5.9(10) . . . . ?
C3 N2 C14 C17 176.9(4) . . . . ?
C3 C2 C7 C6 0.0 . . . . ?
C3 C2 C34 C35 131.5(5) . . . . ?
C3 C2 C34 C38 -105.1(5) . . . . ?
C3 C4 C5 C6 0.0 . . . . ?
C3 C4 C37 C39 -140.8(6) . . . . ?
C3 C4 C37 C44 95.9(6) . . . . ?
C4 C5 C6 C7 0.0 . . . . ?
C5 C4 C37 C39 40.4(7) . . . . ?
C5 C4 C37 C44 -83.0(6) . . . . ?
C5 C6 C7 C2 0.0 . . . . ?
C7 C2 C3 N2 -170.2(4) . . . . ?
C7 C2 C3 C4 0.0 . . . . ?
C7 C2 C34 C35 -45.8(6) . . . . ?
C7 C2 C34 C38 77.6(6) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C9 C8 C13 K1 98.30(19) . . . 2_667 ?
C9 C8 C13 C12 0.0 . . . . ?
C9 C8 C18 K1 -98.2(3) . . . 2_667 ?
C9 C8 C18 O1 -123.9(4) . . . . ?
C9 C8 C18 C1 58.1(7) . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C12 C13 K1 -79.14(19) . . . 2_667 ?
C11 C12 C13 C8 0.0 . . . . ?
C13 C8 C9 C10 0.0 . . . . ?
C13 C8 C18 K1 76.2(3) . . . 2_667 ?
C13 C8 C18 O1 50.5(6) . . . . ?
C13 C8 C18 C1 -127.5(5) . . . . ?
C14 N2 C1 N1 -2.4(6) . . . . ?
C14 N2 C1 C18 177.1(6) . . . . ?
C14 N2 C3 C2 75.6(5) . . . . ?
C14 N2 C3 C4 -94.6(5) . . . . ?
C14 C16 C31 C36 178.2(6) . . . . ?
C14 C17 C21 C15 -1.5(6) . . . . ?
C14 C17 C21 C22 174.9(7) . . . . ?
C15 C16 C31 C36 1.9(9) . . . . ?
C15 C20 C29 C36 -0.3(9) . . . . ?
C15 C20 C30 C23 -1.9(9) . . . . ?
C15 C21 C22 C23 -2.4(9) . . . . ?
C16 C14 C17 N1 175.5(5) . . . . ?
C16 C14 C17 C21 0.6(7) . . . . ?
C16 C15 C20 C29 0.5(9) . . . . ?
C16 C15 C20 C30 177.1(6) . . . . ?
C16 C15 C21 C17 2.0(6) . . . . ?
C16 C15 C21 C22 -175.3(5) . . . . ?
C16 C31 C36 C29 -1.8(9) . . . . ?
C17 N1 C1 N2 3.4(5) . . . . ?
C17 N1 C1 C18 -176.2(6) . . . . ?
C17 N1 C26 K1 170.3(4) . . . . ?
C17 N1 C26 C24 78.2(7) . . . . ?
C17 N1 C26 C33 -94.1(6) . . . . ?
C17 C14 C16 C15 0.7(6) . . . . ?
C17 C14 C16 C31 -175.9(7) . . . . ?
C17 C21 C22 C23 -178.4(7) . . . . ?
C18 C8 C9 C10 174.3(4) . . . . ?
C18 C8 C13 K1 -76.2(3) . . . 2_667 ?
C18 C8 C13 C12 -174.5(4) . . . . ?
C19 C24 C26 K1 66.8(5) . . . . ?
C19 C24 C26 N1 -174.3(5) . . . . ?
C19 C24 C26 C33 -2.3(9) . . . . ?
C19 C24 C32 C40 51.7(8) . . . . ?
C19 C24 C32 C41 -72.7(8) . . . . ?
C20 C15 C16 C14 -178.8(5) . . . . ?
C20 C15 C16 C31 -1.4(9) . . . . ?
C20 C15 C21 C17 179.1(5) . . . . ?
C20 C15 C21 C22 1.8(8) . . . . ?
C20 C29 C36 C31 0.9(10) . . . . ?
C21 C15 C16 C14 -1.7(6) . . . . ?
C21 C15 C16 C31 175.6(5) . . . . ?
C21 C15 C20 C29 -176.2(5) . . . . ?
C21 C15 C20 C30 0.3(8) . . . . ?
C21 C22 C23 C30 0.9(10) . . . . ?
C22 C23 C30 C20 1.3(10) . . . . ?
C24 C19 C28 K1 -71.1(6) . . . . ?
C24 C19 C28 C25 0.0(11) . . . . ?
C24 C26 C33 K1 66.9(5) . . . . ?
C24 C26 C33 C25 2.7(9) . . . . ?
C24 C26 C33 C27 179.4(6) . . . . ?
C26 N1 C1 N2 154.7(5) . . . . ?
C26 N1 C1 C18 -24.8(9) . . . . ?
C26 N1 C17 C14 -157.0(5) . . . . ?
C26 N1 C17 C21 15.8(10) . . . . ?
C26 C24 C32 C40 -129.0(6) . . . . ?
C26 C24 C32 C41 106.6(7) . . . . ?
C28 C19 C24 K1 70.4(7) . . . . ?
C28 C19 C24 C26 0.9(10) . . . . ?
C28 C19 C24 C32 -179.8(6) . . . . ?
C28 C25 C33 K1 -66.4(6) . . . . ?
C28 C25 C33 C26 -1.7(9) . . . . ?
C28 C25 C33 C27 -178.6(6) . . . . ?
C29 C20 C30 C23 174.2(6) . . . . ?
C30 C20 C29 C36 -176.4(6) . . . . ?
C32 C24 C26 K1 -112.6(5) . . . . ?
C32 C24 C26 N1 6.3(8) . . . . ?
C32 C24 C26 C33 178.4(5) . . . . ?
C33 C25 C28 K1 69.5(6) . . . . ?
C33 C25 C28 C19 0.4(10) . . . . ?
C34 C2 C3 N2 12.5(5) . . . . ?
C34 C2 C3 C4 -177.3(4) . . . . ?
C34 C2 C7 C6 177.3(4) . . . . ?
C37 C4 C5 C6 178.9(5) . . . . ?
C42 C27 C33 K1 -147.9(5) . . . . ?
C42 C27 C33 C25 -60.7(8) . . . . ?
C42 C27 C33 C26 122.6(7) . . . . ?
C43 C27 C33 K1 -24.8(7) . . . . ?
C43 C27 C33 C25 62.4(8) . . . . ?
C43 C27 C33 C26 -114.3(7) . . . . ?
C45 O2 C46 C48 -82.4(11) . . . . ?
C46 O2 C45 C47 -77.9(9) . . . . ?

_platon_squeeze_details          ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.000 116 8 ' '
2 0.183 0.833 0.646 8 0 ' '
3 0.816 0.167 0.354 8 0 ' '

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
