# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

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

data_m4970_0m
_database_code_depnum_ccdc_archive 'CCDC 2268375'
loop_
_audit_author_name
_audit_author_address
'Zhang Chuanbao'
;Henan University
China
;
_audit_update_record             
;
2023-06-08 deposited with the CCDC.	2023-07-28 downloaded from the CCDC.
;
_audit_creation_date             2023-06-07
_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         '4(C30 H21 F3 N4 O)'
_chemical_formula_sum            'C120 H88 F12 N16 O4'
_chemical_formula_weight         2046.06
_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                   11.7949(5)
_cell_length_b                   10.0157(4)
_cell_length_c                   20.5833(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.996(2)
_cell_angle_gamma                90
_cell_volume                     2431.22(19)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2799
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.995
_cell_measurement_theta_min      2.604
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0987 before and 0.0726 after correction. The Ratio of minimum to maximum transmission is 0.9379. 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    1.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1060
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0945
_diffrn_reflns_av_unetI/netI     0.0835
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            26603
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.323
_diffrn_reflns_theta_min         2.261
_diffrn_ambient_temperature      150.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Helios multilayer optic'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_source            'Incoatc Ius 3.0 '
_diffrn_source_type              Microfocus
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3492
_reflns_number_total             6050
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         6050
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1268
_refine_ls_R_factor_gt           0.0616
_refine_ls_restrained_S_all      1.017
_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)+(0.0511P)²+1.1143P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1525
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 N9(H9), C30(H30), C26(H26), C4(H4), C1(H1), C28(H28), C27(H27), C29(H29),
 C2(H2), C3(H3), C18(H18), C21(H21), C20(H20), C19(H19)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.63222(12) 0.39852(18) 0.68590(7) 0.0436(4) Uani 1 1 d . . . . .
F3 F 0.51958(13) 0.24213(16) 0.71453(8) 0.0462(4) Uani 1 1 d . . . . .
F2 F 0.49585(14) 0.44094(18) 0.75079(7) 0.0468(4) Uani 1 1 d . . . . .
O5 O 0.42538(14) 0.39066(16) 0.44551(8) 0.0282(4) Uani 1 1 d . . . . .
N9 N 0.48545(15) 0.33697(19) 0.58188(9) 0.0216(4) Uani 1 1 d . . . . .
H9 H 0.555933 0.334048 0.568614 0.026 Uiso 1 1 calc R . . . .
N8 N 0.35264(16) 0.1775(2) 0.44705(9) 0.0257(5) Uani 1 1 d . . . . .
N10 N 0.1844(2) 0.0632(2) 0.70096(13) 0.0410(6) Uani 1 1 d . . . . .
C11 C 0.32221(18) 0.3666(2) 0.64990(10) 0.0199(5) Uani 1 1 d . . . . .
H11 H 0.320546 0.276487 0.670807 0.024 Uiso 1 1 calc R . . . .
C25 C 0.25372(19) 0.4618(2) 0.69140(11) 0.0225(5) Uani 1 1 d . . . . .
C8 C 0.38968(18) 0.2742(2) 0.54893(11) 0.0203(5) Uani 1 1 d . . . . .
C7 C 0.39286(18) 0.2914(2) 0.47436(11) 0.0210(5) Uani 1 1 d . . . . .
C17 C 0.17089(19) 0.2781(2) 0.56089(11) 0.0231(5) Uani 1 1 d . . . . .
C10 C 0.44788(18) 0.4058(2) 0.64034(11) 0.0217(5) Uani 1 1 d . . . . .
H10 H 0.452165 0.504272 0.632827 0.026 Uiso 1 1 calc R . . . .
C5 C 0.38030(18) 0.1240(2) 0.55427(11) 0.0223(5) Uani 1 1 d . . . . .
C12 C 0.28172(18) 0.3507(2) 0.57778(11) 0.0207(5) Uani 1 1 d . . . . .
C14 C 0.2655(2) 0.4870(2) 0.54365(11) 0.0242(5) Uani 1 1 d . . . . .
H14A H 0.233357 0.553607 0.573721 0.029 Uiso 1 1 calc R . . . .
H14B H 0.338443 0.521024 0.527310 0.029 Uiso 1 1 calc R . . . .
C22 C 0.1207(2) 0.1782(3) 0.59405(12) 0.0276(6) Uani 1 1 d . . . . .
C6 C 0.35188(19) 0.0734(2) 0.49325(12) 0.0253(5) Uani 1 1 d . . . . .
C30 C 0.1688(2) 0.4117(3) 0.73069(12) 0.0288(6) Uani 1 1 d . . . . .
H30 H 0.156071 0.318128 0.732250 0.035 Uiso 1 1 calc R . . . .
C24 C 0.1614(2) 0.1172(2) 0.65318(14) 0.0291(6) Uani 1 1 d . . . . .
C15 C 0.1844(2) 0.4580(3) 0.48863(12) 0.0298(6) Uani 1 1 d . . . . .
C16 C 0.1273(2) 0.3381(3) 0.50015(12) 0.0294(6) Uani 1 1 d . . . . .
C13 C 0.5238(2) 0.3705(3) 0.69755(12) 0.0295(6) Uani 1 1 d . . . . .
C26 C 0.2709(2) 0.5989(2) 0.69184(12) 0.0290(6) Uani 1 1 d . . . . .
H26 H 0.329496 0.635410 0.666207 0.035 Uiso 1 1 calc R . . . .
C4 C 0.3961(2) 0.0384(2) 0.60593(13) 0.0276(6) Uani 1 1 d . . . . .
H4 H 0.418042 0.071470 0.647534 0.033 Uiso 1 1 calc R . . . .
C1 C 0.3346(2) -0.0609(3) 0.48221(14) 0.0346(6) Uani 1 1 d . . . . .
H1 H 0.314654 -0.094129 0.440322 0.042 Uiso 1 1 calc R . . . .
C28 C 0.1204(2) 0.6319(3) 0.76651(13) 0.0365(7) Uani 1 1 d . . . . .
H28 H 0.074677 0.689469 0.791746 0.044 Uiso 1 1 calc R . . . .
C27 C 0.2051(2) 0.6841(3) 0.72864(13) 0.0329(6) Uani 1 1 d . . . . .
H27 H 0.218191 0.777652 0.727766 0.039 Uiso 1 1 calc R . . . .
C29 C 0.1025(2) 0.4958(3) 0.76752(13) 0.0367(7) Uani 1 1 d . . . . .
H29 H 0.044392 0.459619 0.793629 0.044 Uiso 1 1 calc R . . . .
C9 C 0.3283(2) 0.1609(3) 0.37776(12) 0.0385(7) Uani 1 1 d . . . . .
H9A H 0.334191 0.247528 0.355921 0.058 Uiso 1 1 calc GR . . . .
H9B H 0.251453 0.125501 0.371591 0.058 Uiso 1 1 calc GR . . . .
H9C H 0.383068 0.098583 0.359229 0.058 Uiso 1 1 calc GR . . . .
C2 C 0.3478(2) -0.1452(3) 0.53531(15) 0.0395(7) Uani 1 1 d . . . . .
H2 H 0.334926 -0.238169 0.529757 0.047 Uiso 1 1 calc R . . . .
C23 C 0.0138(2) 0.1212(3) 0.57432(13) 0.0393(7) Uani 1 1 d . . . . .
C3 C 0.3792(2) -0.0978(3) 0.59593(15) 0.0371(7) Uani 1 1 d . . . . .
H3 H 0.389392 -0.158381 0.631068 0.044 Uiso 1 1 calc R . . . .
C18 C 0.1633(2) 0.5314(3) 0.43290(13) 0.0420(7) Uani 1 1 d . . . . .
H18 H 0.202266 0.612843 0.425521 0.050 Uiso 1 1 calc R . . . .
N11 N -0.0710(2) 0.0695(3) 0.56287(13) 0.0641(9) Uani 1 1 d . . . . .
C21 C 0.0464(2) 0.2909(3) 0.45489(13) 0.0428(7) Uani 1 1 d . . . . .
H21 H 0.006379 0.210098 0.462221 0.051 Uiso 1 1 calc R . . . .
C20 C 0.0267(3) 0.3658(4) 0.39909(14) 0.0547(9) Uani 1 1 d . . . . .
H20 H -0.027628 0.335549 0.367786 0.066 Uiso 1 1 calc R . . . .
C19 C 0.0846(3) 0.4840(4) 0.38811(15) 0.0524(9) Uani 1 1 d . . . . .
H19 H 0.069947 0.532982 0.349334 0.063 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C13 1.336(3) . ?
F3 C13 1.334(3) . ?
F2 C13 1.349(3) . ?
O5 C7 1.223(3) . ?
N9 C8 1.451(3) . ?
N9 C10 1.462(3) . ?
N8 C7 1.354(3) . ?
N8 C6 1.411(3) . ?
N8 C9 1.459(3) . ?
N10 C24 1.151(3) . ?
C11 C25 1.522(3) . ?
C11 C10 1.549(3) . ?
C11 C12 1.560(3) . ?
C25 C30 1.392(3) . ?
C25 C26 1.388(3) . ?
C8 C7 1.546(3) . ?
C8 C5 1.513(3) . ?
C8 C12 1.608(3) . ?
C17 C12 1.530(3) . ?
C17 C22 1.354(3) . ?
C17 C16 1.471(3) . ?
C10 C13 1.509(3) . ?
C5 C6 1.390(3) . ?
C5 C4 1.376(3) . ?
C12 C14 1.546(3) . ?
C14 C15 1.498(3) . ?
C22 C24 1.437(4) . ?
C22 C23 1.436(3) . ?
C6 C1 1.379(3) . ?
C30 C29 1.384(4) . ?
C15 C16 1.399(4) . ?
C15 C18 1.381(4) . ?
C16 C21 1.404(3) . ?
C26 C27 1.388(3) . ?
C4 C3 1.393(3) . ?
C1 C2 1.388(4) . ?
C28 C27 1.380(4) . ?
C28 C29 1.380(4) . ?
C2 C3 1.380(4) . ?
C23 N11 1.147(3) . ?
C18 C19 1.381(4) . ?
C21 C20 1.388(4) . ?
C20 C19 1.388(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N9 C10 110.14(17) . . ?
C7 N8 C6 110.42(19) . . ?
C7 N8 C9 124.3(2) . . ?
C6 N8 C9 124.8(2) . . ?
C25 C11 C10 115.52(19) . . ?
C25 C11 C12 116.20(18) . . ?
C10 C11 C12 100.54(17) . . ?
C30 C25 C11 119.7(2) . . ?
C26 C25 C11 123.0(2) . . ?
C26 C25 C30 117.3(2) . . ?
N9 C8 C7 112.58(18) . . ?
N9 C8 C5 117.02(19) . . ?
N9 C8 C12 103.67(17) . . ?
C7 C8 C12 110.29(18) . . ?
C5 C8 C7 100.71(18) . . ?
C5 C8 C12 112.78(18) . . ?
O5 C7 N8 126.4(2) . . ?
O5 C7 C8 125.9(2) . . ?
N8 C7 C8 107.71(19) . . ?
C22 C17 C12 128.0(2) . . ?
C22 C17 C16 125.5(2) . . ?
C16 C17 C12 106.5(2) . . ?
N9 C10 C11 106.82(18) . . ?
N9 C10 C13 110.36(19) . . ?
C13 C10 C11 113.42(19) . . ?
C6 C5 C8 108.3(2) . . ?
C4 C5 C8 131.8(2) . . ?
C4 C5 C6 119.9(2) . . ?
C11 C12 C8 99.71(17) . . ?
C17 C12 C11 120.73(19) . . ?
C17 C12 C8 111.66(18) . . ?
C17 C12 C14 102.56(18) . . ?
C14 C12 C11 112.06(18) . . ?
C14 C12 C8 110.20(18) . . ?
C15 C14 C12 104.17(19) . . ?
C17 C22 C24 126.8(2) . . ?
C17 C22 C23 122.8(2) . . ?
C23 C22 C24 110.4(2) . . ?
C5 C6 N8 109.6(2) . . ?
C1 C6 N8 127.8(2) . . ?
C1 C6 C5 122.5(2) . . ?
C29 C30 C25 121.2(2) . . ?
N10 C24 C22 173.7(3) . . ?
C16 C15 C14 109.9(2) . . ?
C18 C15 C14 128.9(3) . . ?
C18 C15 C16 121.1(3) . . ?
C15 C16 C17 109.4(2) . . ?
C15 C16 C21 120.0(2) . . ?
C21 C16 C17 130.5(3) . . ?
F1 C13 F2 106.5(2) . . ?
F1 C13 C10 111.6(2) . . ?
F3 C13 F1 106.8(2) . . ?
F3 C13 F2 106.3(2) . . ?
F3 C13 C10 114.0(2) . . ?
F2 C13 C10 111.2(2) . . ?
C25 C26 C27 121.9(2) . . ?
C5 C4 C3 118.6(2) . . ?
C6 C1 C2 116.7(3) . . ?
C29 C28 C27 119.7(2) . . ?
C28 C27 C26 119.5(2) . . ?
C28 C29 C30 120.3(3) . . ?
C3 C2 C1 121.8(2) . . ?
N11 C23 C22 174.6(3) . . ?
C2 C3 C4 120.4(3) . . ?
C19 C18 C15 118.8(3) . . ?
C20 C21 C16 118.0(3) . . ?
C19 C20 C21 121.3(3) . . ?
C18 C19 C20 120.8(3) . . ?

_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_m11265_0m
_database_code_depnum_ccdc_archive 'CCDC 2270813'
loop_
_audit_author_name
_audit_author_address
'Zhang Chuanbao'
;Henan University
China
;
_audit_update_record             
;
2023-06-19 deposited with the CCDC.	2023-07-28 downloaded from the CCDC.
;
_audit_creation_date             2023-06-19
_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         '4(C40 H37 Cl N2 O2)'
_chemical_formula_sum            'C160 H148 Cl4 N8 O8'
_chemical_formula_weight         2452.66
_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.946(5)
_cell_length_b                   32.16(2)
_cell_length_c                   11.104(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.730(16)
_cell_angle_gamma                90
_cell_volume                     3322(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1424
_cell_measurement_temperature    296
_cell_measurement_theta_max      28.087
_cell_measurement_theta_min      2.334
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.152
_exptl_absorpt_correction_T_max  0.2627
_exptl_absorpt_correction_T_min  0.1802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1328 before and 0.0903 after correction. The Ratio of minimum to maximum transmission is 0.6860. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light orange'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2271
_diffrn_reflns_av_unetI/netI     0.2093
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            26901
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         2.061
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  'Helios multilayer optic'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_source            'Incoatc Ius 3.0 '
_diffrn_source_type              Microfocus
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2604
_reflns_number_total             6529
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.076
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       0.0042(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     414
_refine_ls_number_reflns         6529
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2231
_refine_ls_R_factor_gt           0.0863
_refine_ls_restrained_S_all      1.015
_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)+(0.0956P)²+0.1769P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1941
_refine_ls_wR_factor_ref         0.2777
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C16(H16), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C28(H28), C00A(H00A), C20(H20), C17(H17), C18(H18), C19(H19), C26(H26),
 C23(H23), C22(H22), C5(H5), C24(H24), C2(H2A), C6(H6), C1(H1)
2.d Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C33(H33A,H33B,
 H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.39881(18) 0.65634(6) -0.07812(14) 0.0649(6) Uani 1 1 d . . . . .
O1 O 0.3060(4) 0.67690(12) 0.3491(3) 0.0381(10) Uani 1 1 d . . . . .
O2 O 1.0474(4) 0.64418(15) 0.8912(4) 0.0572(12) Uani 1 1 d . . . . .
H2 H 1.090986 0.662752 0.868105 0.086 Uiso 1 1 calc GR . . . .
N2 N 0.7534(5) 0.61249(19) 0.4241(5) 0.0558(15) Uani 1 1 d . . . . .
N1 N 0.7617(5) 0.50656(19) 0.6492(5) 0.0563(15) Uani 1 1 d . . . . .
C15 C 0.3849(5) 0.69490(18) 0.5740(5) 0.0309(13) Uani 1 1 d . . . . .
C27 C 0.6072(5) 0.65246(17) 0.6936(4) 0.0302(13) Uani 1 1 d . . . . .
C9 C 0.4810(5) 0.58053(18) 0.5458(4) 0.0322(13) Uani 1 1 d . . . . .
C28 C 0.7011(5) 0.67792(18) 0.6601(5) 0.0341(13) Uani 1 1 d . . . . .
H28 H 0.662581 0.696909 0.592229 0.041 Uiso 1 1 calc R . . . .
C00A C 0.6648(6) 0.62600(18) 0.7979(4) 0.0341(13) Uani 1 1 d . . . . .
H00A H 0.601972 0.608941 0.822125 0.041 Uiso 1 1 calc R . . . .
C29 C 0.8485(5) 0.67667(18) 0.7220(5) 0.0352(14) Uani 1 1 d . . . . .
C14 C 0.3154(5) 0.70474(19) 0.4460(5) 0.0346(14) Uani 1 1 d . . . . .
C16 C 0.4478(5) 0.65187(17) 0.6175(4) 0.0310(13) Uani 1 1 d . . . . .
H16 H 0.401548 0.641820 0.677678 0.037 Uiso 1 1 calc R . . . .
C8 C 0.3990(5) 0.62124(17) 0.5004(4) 0.0295(12) Uani 1 1 d . . . . .
C20 C 0.3912(5) 0.72547(18) 0.6646(5) 0.0347(14) Uani 1 1 d . . . . .
H20 H 0.439075 0.719702 0.752411 0.042 Uiso 1 1 calc R . . . .
C13 C 0.4139(6) 0.64444(18) 0.3844(5) 0.0363(14) Uani 1 1 d . . . . .
H13 H 0.510078 0.657596 0.411815 0.044 Uiso 1 1 calc R . . . .
C7 C 0.2398(5) 0.60868(19) 0.4764(5) 0.0391(14) Uani 1 1 d . . . . .
H7A H 0.188363 0.631099 0.501549 0.047 Uiso 1 1 calc R . . . .
H7B H 0.188618 0.601695 0.385772 0.047 Uiso 1 1 calc R . . . .
C10 C 0.6114(5) 0.57067(18) 0.5397(5) 0.0351(14) Uani 1 1 d . . . . .
C4 C 0.3966(6) 0.55505(19) 0.6014(5) 0.0375(14) Uani 1 1 d . . . . .
C31 C 0.8101(6) 0.62354(19) 0.8676(5) 0.0386(14) Uani 1 1 d . . . . .
C17 C 0.2478(6) 0.74261(19) 0.4093(5) 0.0394(15) Uani 1 1 d . . . . .
H17 H 0.196820 0.748050 0.321794 0.047 Uiso 1 1 calc R . . . .
C12 C 0.6921(6) 0.5343(2) 0.5996(5) 0.0427(15) Uani 1 1 d . . . . .
C3 C 0.2555(6) 0.57129(19) 0.5610(5) 0.0393(14) Uani 1 1 d . . . . .
C11 C 0.6866(6) 0.5954(2) 0.4748(5) 0.0416(15) Uani 1 1 d . . . . .
C21 C 0.3906(6) 0.6207(2) 0.2615(5) 0.0392(15) Uani 1 1 d . . . . .
C18 C 0.2546(6) 0.7723(2) 0.4999(6) 0.0458(16) Uani 1 1 d . . . . .
H18 H 0.209061 0.798167 0.474721 0.055 Uiso 1 1 calc R . . . .
C30 C 0.8997(6) 0.6483(2) 0.8245(5) 0.0412(15) Uani 1 1 d . . . . .
C19 C 0.3292(6) 0.7640(2) 0.6288(5) 0.0419(15) Uani 1 1 d . . . . .
H19 H 0.337415 0.784431 0.691449 0.050 Uiso 1 1 calc R . . . .
C26 C 0.4074(5) 0.6442(2) 0.1630(5) 0.0424(15) Uani 1 1 d . . . . .
H26 H 0.433105 0.672384 0.176311 0.051 Uiso 1 1 calc R . . . .
C36 C 0.9495(6) 0.7041(2) 0.6775(5) 0.0423(15) Uani 1 1 d . . . . .
C23 C 0.3353(6) 0.5611(2) 0.1198(5) 0.0516(17) Uani 1 1 d . . . . .
H23 H 0.311948 0.532737 0.105957 0.062 Uiso 1 1 calc R . . . .
C22 C 0.3538(6) 0.5792(2) 0.2390(5) 0.0442(16) Uani 1 1 d . . . . .
H22 H 0.341110 0.562950 0.304620 0.053 Uiso 1 1 calc R . . . .
C5 C 0.4292(6) 0.5198(2) 0.6779(5) 0.0467(16) Uani 1 1 d . . . . .
H5 H 0.522262 0.508385 0.704653 0.056 Uiso 1 1 calc R . . . .
C24 C 0.3512(6) 0.5845(2) 0.0241(5) 0.0503(18) Uani 1 1 d . . . . .
H24 H 0.338257 0.572289 -0.056258 0.060 Uiso 1 1 calc R . . . .
C25 C 0.3859(6) 0.6256(2) 0.0438(5) 0.0472(17) Uani 1 1 d . . . . .
C32 C 0.8677(6) 0.5936(2) 0.9840(5) 0.0491(17) Uani 1 1 d . . . . .
C37 C 0.8662(6) 0.7322(2) 0.5665(6) 0.0539(18) Uani 1 1 d . . . . .
H37A H 0.805670 0.715488 0.495297 0.081 Uiso 1 1 calc GR . . . .
H37B H 0.932985 0.748178 0.539003 0.081 Uiso 1 1 calc GR . . . .
H37C H 0.806683 0.751064 0.594275 0.081 Uiso 1 1 calc GR . . . .
C2 C 0.1497(7) 0.5524(2) 0.5979(5) 0.0526(17) Uani 1 1 d . . . . .
H2A H 0.056039 0.563377 0.571829 0.063 Uiso 1 1 calc R . . . .
C6 C 0.3248(7) 0.5015(2) 0.7143(6) 0.0555(18) Uani 1 1 d . . . . .
H6 H 0.348167 0.477876 0.767608 0.067 Uiso 1 1 calc R . . . .
C38 C 1.0432(6) 0.7322(2) 0.7862(5) 0.0535(18) Uani 1 1 d . . . . .
H38A H 0.982190 0.750086 0.815171 0.080 Uiso 1 1 calc GR . . . .
H38B H 1.104562 0.749146 0.754804 0.080 Uiso 1 1 calc GR . . . .
H38C H 1.102282 0.715195 0.857418 0.080 Uiso 1 1 calc GR . . . .
C39 C 1.0440(6) 0.6759(2) 0.6244(6) 0.0565(18) Uani 1 1 d . . . . .
H39A H 1.103777 0.657960 0.692773 0.085 Uiso 1 1 calc GR . . . .
H39B H 1.104663 0.693185 0.593343 0.085 Uiso 1 1 calc GR . . . .
H39C H 0.982274 0.658938 0.554340 0.085 Uiso 1 1 calc GR . . . .
C1 C 0.1870(7) 0.5168(2) 0.6749(6) 0.0604(19) Uani 1 1 d . . . . .
H1 H 0.117250 0.503198 0.699735 0.072 Uiso 1 1 calc R . . . .
C33 C 0.9550(7) 0.6178(2) 1.1060(6) 0.068(2) Uani 1 1 d . . . . .
H33A H 1.037717 0.630516 1.093877 0.102 Uiso 1 1 calc GR . . . .
H33B H 0.987280 0.598887 1.178751 0.102 Uiso 1 1 calc GR . . . .
H33C H 0.895157 0.639245 1.122489 0.102 Uiso 1 1 calc GR . . . .
C34 C 0.9603(7) 0.5591(2) 0.9556(6) 0.069(2) Uani 1 1 d . . . . .
H34A H 0.899405 0.540933 0.888726 0.104 Uiso 1 1 calc GR . . . .
H34B H 1.007107 0.543102 1.033194 0.104 Uiso 1 1 calc GR . . . .
H34C H 1.032449 0.571645 0.926924 0.104 Uiso 1 1 calc GR . . . .
C35 C 0.7450(7) 0.5719(3) 1.0121(6) 0.076(2) Uani 1 1 d . . . . .
H35A H 0.686632 0.592511 1.034458 0.114 Uiso 1 1 calc GR . . . .
H35B H 0.784666 0.552713 1.083413 0.114 Uiso 1 1 calc GR . . . .
H35C H 0.686093 0.556680 0.936405 0.114 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
Cl1 C25 1.718(6) . ?
O1 C14 1.378(6) . ?
O1 C13 1.448(6) . ?
O2 H2 0.8300 . ?
O2 C30 1.398(6) . ?
N2 C11 1.151(7) . ?
N1 C12 1.145(7) . ?
C15 C14 1.379(7) . ?
C15 C16 1.525(8) . ?
C15 C20 1.392(7) . ?
C27 C28 1.388(7) . ?
C27 C00A 1.387(7) . ?
C27 C16 1.509(7) . ?
C9 C8 1.530(7) . ?
C9 C10 1.360(7) . ?
C9 C4 1.457(7) . ?
C28 H28 0.9400 . ?
C28 C29 1.382(7) . ?
C00A H00A 0.9400 . ?
C00A C31 1.379(7) . ?
C29 C30 1.405(8) . ?
C29 C36 1.543(8) . ?
C14 C17 1.381(8) . ?
C16 H16 0.9900 . ?
C16 C8 1.565(7) . ?
C8 C13 1.541(7) . ?
C8 C7 1.563(7) . ?
C20 H20 0.9400 . ?
C20 C19 1.377(8) . ?
C13 H13 0.9900 . ?
C13 C21 1.508(7) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C3 1.499(8) . ?
C10 C12 1.440(8) . ?
C10 C11 1.446(9) . ?
C4 C3 1.414(7) . ?
C4 C5 1.385(8) . ?
C31 C30 1.401(8) . ?
C31 C32 1.550(8) . ?
C17 H17 0.9400 . ?
C17 C18 1.372(8) . ?
C3 C2 1.396(8) . ?
C21 C26 1.387(8) . ?
C21 C22 1.384(8) . ?
C18 H18 0.9400 . ?
C18 C19 1.386(8) . ?
C19 H19 0.9400 . ?
C26 H26 0.9400 . ?
C26 C25 1.398(7) . ?
C36 C37 1.517(8) . ?
C36 C38 1.532(8) . ?
C36 C39 1.564(8) . ?
C23 H23 0.9400 . ?
C23 C22 1.397(8) . ?
C23 C24 1.356(9) . ?
C22 H22 0.9400 . ?
C5 H5 0.9400 . ?
C5 C6 1.373(8) . ?
C24 H24 0.9400 . ?
C24 C25 1.365(9) . ?
C32 C33 1.538(8) . ?
C32 C34 1.543(9) . ?
C32 C35 1.530(9) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C37 H37C 0.9700 . ?
C2 H2A 0.9400 . ?
C2 C1 1.399(9) . ?
C6 H6 0.9400 . ?
C6 C1 1.374(9) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 H38C 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 H39C 0.9700 . ?
C1 H1 0.9400 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 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
C14 O1 C13 114.7(4) . . ?
C30 O2 H2 109.5 . . ?
C14 C15 C16 122.3(5) . . ?
C14 C15 C20 117.4(5) . . ?
C20 C15 C16 120.2(4) . . ?
C28 C27 C16 122.0(5) . . ?
C00A C27 C28 117.8(5) . . ?
C00A C27 C16 120.1(5) . . ?
C10 C9 C8 126.1(5) . . ?
C10 C9 C4 126.3(5) . . ?
C4 C9 C8 107.5(4) . . ?
C27 C28 H28 118.5 . . ?
C29 C28 C27 123.1(5) . . ?
C29 C28 H28 118.5 . . ?
C27 C00A H00A 118.5 . . ?
C31 C00A C27 123.1(5) . . ?
C31 C00A H00A 118.5 . . ?
C28 C29 C30 116.0(5) . . ?
C28 C29 C36 121.4(5) . . ?
C30 C29 C36 122.6(5) . . ?
O1 C14 C15 121.8(5) . . ?
O1 C14 C17 116.8(5) . . ?
C15 C14 C17 121.4(5) . . ?
C15 C16 H16 105.9 . . ?
C15 C16 C8 109.6(4) . . ?
C27 C16 C15 113.5(4) . . ?
C27 C16 H16 105.9 . . ?
C27 C16 C8 115.4(4) . . ?
C8 C16 H16 105.9 . . ?
C9 C8 C16 107.0(4) . . ?
C9 C8 C13 119.4(4) . . ?
C9 C8 C7 103.0(4) . . ?
C13 C8 C16 107.3(4) . . ?
C13 C8 C7 112.0(4) . . ?
C7 C8 C16 107.6(4) . . ?
C15 C20 H20 119.2 . . ?
C19 C20 C15 121.7(5) . . ?
C19 C20 H20 119.2 . . ?
O1 C13 C8 107.1(4) . . ?
O1 C13 H13 108.5 . . ?
O1 C13 C21 104.9(4) . . ?
C8 C13 H13 108.5 . . ?
C21 C13 C8 118.8(5) . . ?
C21 C13 H13 108.5 . . ?
C8 C7 H7A 111.2 . . ?
C8 C7 H7B 111.2 . . ?
H7A C7 H7B 109.1 . . ?
C3 C7 C8 103.1(4) . . ?
C3 C7 H7A 111.2 . . ?
C3 C7 H7B 111.2 . . ?
C9 C10 C12 123.5(5) . . ?
C9 C10 C11 124.6(5) . . ?
C12 C10 C11 112.0(5) . . ?
C3 C4 C9 108.3(5) . . ?
C5 C4 C9 132.5(5) . . ?
C5 C4 C3 119.2(5) . . ?
C00A C31 C30 116.2(5) . . ?
C00A C31 C32 120.6(5) . . ?
C30 C31 C32 123.2(5) . . ?
C14 C17 H17 119.8 . . ?
C18 C17 C14 120.4(5) . . ?
C18 C17 H17 119.8 . . ?
N1 C12 C10 176.9(7) . . ?
C4 C3 C7 111.5(5) . . ?
C2 C3 C7 127.6(5) . . ?
C2 C3 C4 120.9(6) . . ?
N2 C11 C10 174.8(7) . . ?
C26 C21 C13 114.5(6) . . ?
C22 C21 C13 126.7(5) . . ?
C22 C21 C26 118.8(5) . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.4(6) . . ?
C19 C18 H18 120.3 . . ?
O2 C30 C29 120.2(5) . . ?
O2 C30 C31 116.1(5) . . ?
C31 C30 C29 123.7(5) . . ?
C20 C19 C18 119.6(6) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C21 C26 H26 120.2 . . ?
C21 C26 C25 119.5(6) . . ?
C25 C26 H26 120.2 . . ?
C29 C36 C39 109.6(5) . . ?
C37 C36 C29 111.8(4) . . ?
C37 C36 C38 107.0(5) . . ?
C37 C36 C39 105.6(5) . . ?
C38 C36 C29 111.6(4) . . ?
C38 C36 C39 111.1(5) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C24 C23 C22 120.0(7) . . ?
C21 C22 C23 120.7(6) . . ?
C21 C22 H22 119.7 . . ?
C23 C22 H22 119.7 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.6(6) . . ?
C6 C5 H5 120.2 . . ?
C23 C24 H24 119.9 . . ?
C23 C24 C25 120.3(6) . . ?
C25 C24 H24 119.9 . . ?
C26 C25 Cl1 118.1(6) . . ?
C24 C25 Cl1 121.1(5) . . ?
C24 C25 C26 120.8(6) . . ?
C33 C32 C31 110.3(5) . . ?
C33 C32 C34 110.6(5) . . ?
C34 C32 C31 110.3(5) . . ?
C35 C32 C31 111.6(5) . . ?
C35 C32 C33 107.0(5) . . ?
C35 C32 C34 106.9(6) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C3 C2 H2A 121.0 . . ?
C3 C2 C1 118.1(6) . . ?
C1 C2 H2A 121.0 . . ?
C5 C6 H6 119.1 . . ?
C5 C6 C1 121.8(6) . . ?
C1 C6 H6 119.1 . . ?
C36 C38 H38A 109.5 . . ?
C36 C38 H38B 109.5 . . ?
C36 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C36 C39 H39A 109.5 . . ?
C36 C39 H39B 109.5 . . ?
C36 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C2 C1 H1 119.8 . . ?
C6 C1 C2 120.5(6) . . ?
C6 C1 H1 119.8 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 H34A 109.5 . . ?
C32 C34 H34B 109.5 . . ?
C32 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C14 C17 C18 -178.7(5) . . . . ?
O1 C13 C21 C26 60.9(6) . . . . ?
O1 C13 C21 C22 -118.5(6) . . . . ?
C15 C14 C17 C18 3.4(8) . . . . ?
C15 C16 C8 C9 172.7(4) . . . . ?
C15 C16 C8 C13 43.4(5) . . . . ?
C15 C16 C8 C7 -77.2(5) . . . . ?
C15 C20 C19 C18 2.0(8) . . . . ?
C27 C28 C29 C30 -1.3(8) . . . . ?
C27 C28 C29 C36 177.1(5) . . . . ?
C27 C00A C31 C30 -2.5(8) . . . . ?
C27 C00A C31 C32 179.5(5) . . . . ?
C27 C16 C8 C9 43.1(6) . . . . ?
C27 C16 C8 C13 -86.2(5) . . . . ?
C27 C16 C8 C7 153.2(4) . . . . ?
C9 C8 C13 O1 169.6(4) . . . . ?
C9 C8 C13 C21 51.1(6) . . . . ?
C9 C8 C7 C3 23.9(5) . . . . ?
C9 C4 C3 C7 -0.2(6) . . . . ?
C9 C4 C3 C2 178.7(5) . . . . ?
C9 C4 C5 C6 -178.5(6) . . . . ?
C28 C27 C00A C31 -1.0(8) . . . . ?
C28 C27 C16 C15 -40.5(7) . . . . ?
C28 C27 C16 C8 87.1(6) . . . . ?
C28 C29 C30 O2 178.6(5) . . . . ?
C28 C29 C30 C31 -2.5(8) . . . . ?
C28 C29 C36 C37 2.6(8) . . . . ?
C28 C29 C36 C38 122.4(6) . . . . ?
C28 C29 C36 C39 -114.1(6) . . . . ?
C00A C27 C28 C29 3.0(8) . . . . ?
C00A C27 C16 C15 141.8(5) . . . . ?
C00A C27 C16 C8 -90.5(6) . . . . ?
C00A C31 C30 O2 -176.8(5) . . . . ?
C00A C31 C30 C29 4.3(8) . . . . ?
C00A C31 C32 C33 -123.2(6) . . . . ?
C00A C31 C32 C34 114.3(6) . . . . ?
C00A C31 C32 C35 -4.4(8) . . . . ?
C14 O1 C13 C8 57.9(6) . . . . ?
C14 O1 C13 C21 -175.0(4) . . . . ?
C14 C15 C16 C27 121.5(5) . . . . ?
C14 C15 C16 C8 -9.1(7) . . . . ?
C14 C15 C20 C19 0.8(7) . . . . ?
C14 C17 C18 C19 -0.4(8) . . . . ?
C16 C15 C14 O1 -3.8(7) . . . . ?
C16 C15 C14 C17 174.0(5) . . . . ?
C16 C15 C20 C19 -176.7(5) . . . . ?
C16 C27 C28 C29 -174.7(5) . . . . ?
C16 C27 C00A C31 176.8(5) . . . . ?
C16 C8 C13 O1 -68.5(5) . . . . ?
C16 C8 C13 C21 173.0(4) . . . . ?
C16 C8 C7 C3 -89.0(5) . . . . ?
C8 C9 C10 C12 171.2(5) . . . . ?
C8 C9 C10 C11 -7.7(8) . . . . ?
C8 C9 C4 C3 16.4(6) . . . . ?
C8 C9 C4 C5 -165.6(6) . . . . ?
C8 C13 C21 C26 -179.5(4) . . . . ?
C8 C13 C21 C22 1.1(8) . . . . ?
C8 C7 C3 C4 -15.5(6) . . . . ?
C8 C7 C3 C2 165.7(5) . . . . ?
C20 C15 C14 O1 178.6(4) . . . . ?
C20 C15 C14 C17 -3.5(8) . . . . ?
C20 C15 C16 C27 -61.1(6) . . . . ?
C20 C15 C16 C8 168.4(4) . . . . ?
C13 O1 C14 C15 -21.7(7) . . . . ?
C13 O1 C14 C17 160.4(5) . . . . ?
C13 C8 C7 C3 153.4(4) . . . . ?
C13 C21 C26 C25 -178.9(5) . . . . ?
C13 C21 C22 C23 180.0(5) . . . . ?
C7 C8 C13 O1 49.2(6) . . . . ?
C7 C8 C13 C21 -69.3(6) . . . . ?
C7 C3 C2 C1 178.1(6) . . . . ?
C10 C9 C8 C16 -89.6(6) . . . . ?
C10 C9 C8 C13 32.3(7) . . . . ?
C10 C9 C8 C7 157.2(5) . . . . ?
C10 C9 C4 C3 -165.9(5) . . . . ?
C10 C9 C4 C5 12.1(9) . . . . ?
C4 C9 C8 C16 88.1(5) . . . . ?
C4 C9 C8 C13 -150.0(4) . . . . ?
C4 C9 C8 C7 -25.1(5) . . . . ?
C4 C9 C10 C12 -6.1(8) . . . . ?
C4 C9 C10 C11 175.0(5) . . . . ?
C4 C3 C2 C1 -0.6(9) . . . . ?
C4 C5 C6 C1 1.3(9) . . . . ?
C17 C18 C19 C20 -2.2(8) . . . . ?
C3 C4 C5 C6 -0.7(8) . . . . ?
C3 C2 C1 C6 1.1(10) . . . . ?
C21 C26 C25 Cl1 176.7(4) . . . . ?
C21 C26 C25 C24 -1.2(8) . . . . ?
C30 C29 C36 C37 -179.2(5) . . . . ?
C30 C29 C36 C38 -59.3(7) . . . . ?
C30 C29 C36 C39 64.2(7) . . . . ?
C30 C31 C32 C33 58.9(7) . . . . ?
C30 C31 C32 C34 -63.6(8) . . . . ?
C30 C31 C32 C35 177.7(6) . . . . ?
C26 C21 C22 C23 0.6(8) . . . . ?
C36 C29 C30 O2 0.3(8) . . . . ?
C36 C29 C30 C31 179.1(5) . . . . ?
C23 C24 C25 Cl1 -177.1(4) . . . . ?
C23 C24 C25 C26 0.8(9) . . . . ?
C22 C21 C26 C25 0.5(8) . . . . ?
C22 C23 C24 C25 0.3(9) . . . . ?
C5 C4 C3 C7 -178.5(5) . . . . ?
C5 C4 C3 C2 0.4(8) . . . . ?
C5 C6 C1 C2 -1.5(10) . . . . ?
C24 C23 C22 C21 -1.1(8) . . . . ?
C32 C31 C30 O2 1.2(8) . . . . ?
C32 C31 C30 C29 -177.7(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_hd_fjy16
_database_code_depnum_ccdc_archive 'CCDC 2268414'
loop_
_audit_author_name
_audit_author_address
'Zhang Chuanbao'
;Henan University
China
;
_audit_update_record             
;
2023-06-08 deposited with the CCDC.	2023-07-28 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C41 H37 N3 O2'
_chemical_formula_sum            'C41 H37 N3 O2'
_chemical_formula_iupac          ?
_chemical_formula_weight         603.73

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_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                   10.8858(2)
_cell_length_b                   12.1164(2)
_cell_length_c                   12.8017(3)
_cell_angle_alpha                90.7900(10)
_cell_angle_beta                 90.4010(10)
_cell_angle_gamma                108.7490(10)
_cell_volume                     1598.63(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      3.4530
_cell_measurement_theta_max      70.1464
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             640

_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            29426
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_theta_min         3.45
_diffrn_reflns_theta_max         70.18
_diffrn_reflns_theta_full        70.18
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;
;

_reflns_number_total             6084
_reflns_number_gt                5482
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1157
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_number_reflns         6084
_refine_ls_number_parameters     422
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0635P)²+0.4909P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.337
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.41819(8) 0.47673(7) 0.65154(7) 0.01583(19) Uani d . . . 1 . .
O O2 1.04118(9) 0.30325(8) 0.85107(8) 0.0225(2) Uani d . . . 1 . .
H H41 1.034236 0.239858 0.880187 0.034 Uiso calc U . R 1 . .
N N1 -0.05266(11) 0.06460(10) 0.28252(9) 0.0228(2) Uani d . . . 1 . .
N N2 0.34477(12) -0.11200(10) 0.76273(10) 0.0254(3) Uani d . . . 1 . .
N N3 0.22234(10) 0.16982(9) 0.87867(8) 0.0181(2) Uani d . . . 1 . .
C C1 1.11050(14) 0.47902(12) 0.68570(12) 0.0255(3) Uani d . . . 1 . .
H H23 1.051934 0.462791 0.62484 0.038 Uiso calc U . R 1 . .
H H1 1.127857 0.407564 0.705552 0.038 Uiso calc U . R 1 . .
H H24 1.192231 0.538937 0.668278 0.038 Uiso calc U . R 1 . .
C C2 1.04704(12) 0.52251(11) 0.77722(10) 0.0188(3) Uani d . . . 1 . .
C C3 0.92098(12) 0.42707(11) 0.80746(9) 0.0157(2) Uani d . . . 1 . .
C C4 0.80108(12) 0.44403(10) 0.79620(9) 0.0153(2) Uani d . . . 1 . .
H H35 0.798048 0.515413 0.768387 0.018 Uiso calc U . R 1 . .
C C5 0.68532(11) 0.36021(11) 0.82420(9) 0.0145(2) Uani d . . . 1 . .
C C6 0.55308(11) 0.37350(10) 0.80208(9) 0.0141(2) Uani d . . . 1 . .
H H12 0.49295 0.329287 0.85694 0.017 Uiso calc U . R 1 . .
C C7 0.49584(11) 0.31648(10) 0.69305(9) 0.0140(2) Uani d . . . 1 . .
C C8 0.37373(11) 0.35427(10) 0.67232(9) 0.0139(2) Uani d . . . 1 . .
H H36 0.321175 0.341693 0.737456 0.017 Uiso calc U . R 1 . .
C C9 0.28573(11) 0.29367(10) 0.58244(9) 0.0147(2) Uani d . . . 1 . .
C C10 0.31362(12) 0.32321(11) 0.47794(10) 0.0189(3) Uani d . . . 1 . .
H H3 0.391176 0.383601 0.461434 0.023 Uiso calc U . R 1 . .
C C11 0.22988(12) 0.26571(12) 0.39836(10) 0.0194(3) Uani d . . . 1 . .
H H2 0.250698 0.285467 0.32763 0.023 Uiso calc U . R 1 . .
C C12 0.11483(12) 0.17868(11) 0.42248(10) 0.0168(3) Uani d . . . 1 . .
C C13 0.02441(12) 0.11708(11) 0.34217(10) 0.0178(3) Uani d . . . 1 . .
C C14 0.16959(12) 0.20765(11) 0.60528(9) 0.0164(2) Uani d . . . 1 . .
H H4 0.148681 0.18788 0.675995 0.02 Uiso calc U . R 1 . .
C C15 0.08422(12) 0.15054(11) 0.52665(10) 0.0174(3) Uani d . . . 1 . .
H H5 0.004997 0.092359 0.543382 0.021 Uiso calc U . R 1 . .
C C16 0.47000(11) 0.18460(11) 0.69605(9) 0.0146(2) Uani d . . . 1 . .
C C17 0.37762(12) 0.10901(11) 0.75552(9) 0.0153(2) Uani d . . . 1 . .
C C18 0.35913(12) -0.01401(11) 0.75850(10) 0.0183(3) Uani d . . . 1 . .
C C19 0.29214(11) 0.14433(10) 0.82354(9) 0.0151(2) Uani d . . . 1 . .
C C20 0.56340(12) 0.15515(12) 0.62921(9) 0.0177(3) Uani d . . . 1 . .
C C21 0.63670(12) 0.25554(12) 0.57744(10) 0.0189(3) Uani d . . . 1 . .
C C22 0.73324(14) 0.25155(14) 0.50851(11) 0.0267(3) Uani d . . . 1 . .
H H6 0.78316 0.319673 0.47352 0.032 Uiso calc U . R 1 . .
C C23 0.75532(14) 0.14638(15) 0.49177(11) 0.0310(3) Uani d . . . 1 . .
H H9 0.819668 0.142226 0.443533 0.037 Uiso calc U . R 1 . .
C C24 0.68472(14) 0.04652(14) 0.54451(12) 0.0289(3) Uani d . . . 1 . .
H H7 0.703024 -0.024223 0.53312 0.035 Uiso calc U . R 1 . .
C C25 0.58813(13) 0.04937(12) 0.61337(11) 0.0228(3) Uani d . . . 1 . .
H H8 0.539686 -0.018759 0.649091 0.027 Uiso calc U . R 1 . .
C C26 0.59552(12) 0.35856(11) 0.60442(9) 0.0170(3) Uani d . . . 1 . .
H H11 0.555106 0.382899 0.54318 0.02 Uiso calc U . R 1 . .
H H10 0.670617 0.425034 0.628723 0.02 Uiso calc U . R 1 . .
C C27 0.55190(11) 0.49874(11) 0.80835(9) 0.0156(2) Uani d . . . 1 . .
C C28 0.48495(11) 0.54337(11) 0.73552(10) 0.0155(2) Uani d . . . 1 . .
C C29 0.48161(12) 0.65704(11) 0.74273(10) 0.0188(3) Uani d . . . 1 . .
H H16 0.435172 0.685125 0.692161 0.023 Uiso calc U . R 1 . .
C C30 0.54646(13) 0.72870(12) 0.82415(11) 0.0228(3) Uani d . . . 1 . .
H H15 0.545256 0.806626 0.829526 0.027 Uiso calc U . R 1 . .
C C31 0.61369(13) 0.68654(12) 0.89842(11) 0.0233(3) Uani d . . . 1 . .
H H13 0.658466 0.735806 0.954332 0.028 Uiso calc U . R 1 . .
C C32 0.61520(12) 0.57305(12) 0.89072(10) 0.0196(3) Uani d . . . 1 . .
H H14 0.660133 0.54487 0.942389 0.024 Uiso calc U . R 1 . .
C C33 1.14080(13) 0.55771(12) 0.87199(12) 0.0262(3) Uani d . . . 1 . .
H H18 1.167401 0.491082 0.892617 0.039 Uiso calc U . R 1 . .
H H17 1.096995 0.581773 0.930425 0.039 Uiso calc U . R 1 . .
H H19 1.217512 0.622615 0.853069 0.039 Uiso calc U . R 1 . .
C C34 1.02093(13) 0.63329(12) 0.74101(12) 0.0233(3) Uani d . . . 1 . .
H H22 1.103354 0.692989 0.72488 0.035 Uiso calc U . R 1 . .
H H21 0.977448 0.662317 0.796677 0.035 Uiso calc U . R 1 . .
H H20 0.965336 0.615265 0.678376 0.035 Uiso calc U . R 1 . .
C C35 0.92207(12) 0.31913(11) 0.84675(9) 0.0158(2) Uani d . . . 1 . .
C C36 0.80792(12) 0.23334(11) 0.87950(9) 0.0149(2) Uani d . . . 1 . .
C C37 0.80855(12) 0.11616(11) 0.92430(10) 0.0171(3) Uani d . . . 1 . .
C C38 0.89285(13) 0.13456(12) 1.02457(10) 0.0214(3) Uani d . . . 1 . .
H H27 0.857771 0.174738 1.07776 0.032 Uiso calc U . R 1 . .
H H26 0.982061 0.181849 1.008808 0.032 Uiso calc U . R 1 . .
H H25 0.892214 0.058775 1.050791 0.032 Uiso calc U . R 1 . .
C C39 0.85586(14) 0.04561(12) 0.84162(11) 0.0236(3) Uani d . . . 1 . .
H H29 0.850539 -0.030582 0.869749 0.035 Uiso calc U . R 1 . .
H H30 0.945985 0.088002 0.823869 0.035 Uiso calc U . R 1 . .
H H28 0.801091 0.034614 0.77874 0.035 Uiso calc U . R 1 . .
C C40 0.67122(13) 0.04013(11) 0.95436(11) 0.0208(3) Uani d . . . 1 . .
H H31 0.636718 0.081503 1.006929 0.031 Uiso calc U . R 1 . .
H H33 0.674658 -0.033383 0.983086 0.031 Uiso calc U . R 1 . .
H H32 0.61474 0.023825 0.892228 0.031 Uiso calc U . R 1 . .
C C41 0.69186(12) 0.25813(11) 0.86826(9) 0.0147(2) Uani d . . . 1 . .
H H34 0.614009 0.202761 0.891769 0.018 Uiso calc U . R 1 . .


_geom_special_details            
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C28 . 1.3870(15) ?
O1 C8 . 1.4344(14) ?
O2 C35 . 1.3716(15) ?
O2 H41 . 0.84 ?
N1 C13 . 1.1516(18) ?
N2 C18 . 1.1487(18) ?
N3 C19 . 1.1503(17) ?
C1 C2 . 1.5349(19) ?
C1 H23 . 0.98 ?
C1 H1 . 0.98 ?
C1 H24 . 0.98 ?
C2 C34 . 1.5355(17) ?
C2 C3 . 1.5394(17) ?
C2 C33 . 1.5440(19) ?
C3 C4 . 1.3918(17) ?
C3 C35 . 1.4112(17) ?
C4 C5 . 1.3934(17) ?
C4 H35 . 0.95 ?
C5 C41 . 1.3886(17) ?
C5 C6 . 1.5241(16) ?
C6 C27 . 1.5226(17) ?
C6 C7 . 1.5806(16) ?
C6 H12 . 1.0 ?
C7 C16 . 1.5318(16) ?
C7 C26 . 1.5499(16) ?
C7 C8 . 1.5610(16) ?
C8 C9 . 1.5132(16) ?
C8 H36 . 1.0 ?
C9 C14 . 1.3917(18) ?
C9 C10 . 1.3996(17) ?
C10 C11 . 1.3833(19) ?
C10 H3 . 0.95 ?
C11 C12 . 1.3933(18) ?
C11 H2 . 0.95 ?
C12 C15 . 1.3969(18) ?
C12 C13 . 1.4406(17) ?
C14 C15 . 1.3821(17) ?
C14 H4 . 0.95 ?
C15 H5 . 0.95 ?
C16 C17 . 1.3666(18) ?
C16 C20 . 1.4594(17) ?
C17 C19 . 1.4368(17) ?
C17 C18 . 1.4397(17) ?
C20 C21 . 1.4005(19) ?
C20 C25 . 1.4042(19) ?
C21 C22 . 1.3892(19) ?
C21 C26 . 1.4927(18) ?
C22 C23 . 1.385(2) ?
C22 H6 . 0.95 ?
C23 C24 . 1.394(2) ?
C23 H9 . 0.95 ?
C24 C25 . 1.385(2) ?
C24 H7 . 0.95 ?
C25 H8 . 0.95 ?
C26 H11 . 0.99 ?
C26 H10 . 0.99 ?
C27 C28 . 1.3966(18) ?
C27 C32 . 1.4008(18) ?
C28 C29 . 1.3912(18) ?
C29 C30 . 1.3819(19) ?
C29 H16 . 0.95 ?
C30 C31 . 1.394(2) ?
C30 H15 . 0.95 ?
C31 C32 . 1.3826(19) ?
C31 H13 . 0.95 ?
C32 H14 . 0.95 ?
C33 H18 . 0.98 ?
C33 H17 . 0.98 ?
C33 H19 . 0.98 ?
C34 H22 . 0.98 ?
C34 H21 . 0.98 ?
C34 H20 . 0.98 ?
C35 C36 . 1.4104(17) ?
C36 C41 . 1.3963(17) ?
C36 C37 . 1.5406(16) ?
C37 C40 . 1.5376(17) ?
C37 C39 . 1.5433(18) ?
C37 C38 . 1.5439(17) ?
C38 H27 . 0.98 ?
C38 H26 . 0.98 ?
C38 H25 . 0.98 ?
C39 H29 . 0.98 ?
C39 H30 . 0.98 ?
C39 H28 . 0.98 ?
C40 H31 . 0.98 ?
C40 H33 . 0.98 ?
C40 H32 . 0.98 ?
C41 H34 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C28 O1 C8 . . 112.78(9) ?
C35 O2 H41 . . 109.5 ?
C2 C1 H23 . . 109.5 ?
C2 C1 H1 . . 109.5 ?
H23 C1 H1 . . 109.5 ?
C2 C1 H24 . . 109.5 ?
H23 C1 H24 . . 109.5 ?
H1 C1 H24 . . 109.5 ?
C1 C2 C34 . . 106.98(11) ?
C1 C2 C3 . . 109.71(11) ?
C34 C2 C3 . . 111.68(10) ?
C1 C2 C33 . . 110.88(11) ?
C34 C2 C33 . . 107.05(11) ?
C3 C2 C33 . . 110.46(10) ?
C4 C3 C35 . . 117.45(11) ?
C4 C3 C2 . . 120.95(11) ?
C35 C3 C2 . . 121.59(11) ?
C3 C4 C5 . . 122.44(11) ?
C3 C4 H35 . . 118.8 ?
C5 C4 H35 . . 118.8 ?
C41 C5 C4 . . 118.04(11) ?
C41 C5 C6 . . 119.36(11) ?
C4 C5 C6 . . 122.48(11) ?
C27 C6 C5 . . 114.15(10) ?
C27 C6 C7 . . 109.95(9) ?
C5 C6 C7 . . 111.39(9) ?
C27 C6 H12 . . 107.0 ?
C5 C6 H12 . . 107.0 ?
C7 C6 H12 . . 107.0 ?
C16 C7 C26 . . 104.33(10) ?
C16 C7 C8 . . 115.13(9) ?
C26 C7 C8 . . 110.55(9) ?
C16 C7 C6 . . 109.55(9) ?
C26 C7 C6 . . 111.63(9) ?
C8 C7 C6 . . 105.78(9) ?
O1 C8 C9 . . 107.51(9) ?
O1 C8 C7 . . 107.55(9) ?
C9 C8 C7 . . 116.71(10) ?
O1 C8 H36 . . 108.3 ?
C9 C8 H36 . . 108.3 ?
C7 C8 H36 . . 108.3 ?
C14 C9 C10 . . 118.66(11) ?
C14 C9 C8 . . 118.31(11) ?
C10 C9 C8 . . 122.99(11) ?
C11 C10 C9 . . 120.94(11) ?
C11 C10 H3 . . 119.5 ?
C9 C10 H3 . . 119.5 ?
C10 C11 C12 . . 119.65(11) ?
C10 C11 H2 . . 120.2 ?
C12 C11 H2 . . 120.2 ?
C11 C12 C15 . . 119.95(11) ?
C11 C12 C13 . . 121.53(11) ?
C15 C12 C13 . . 118.51(11) ?
N1 C13 C12 . . 176.01(14) ?
C15 C14 C9 . . 121.00(11) ?
C15 C14 H4 . . 119.5 ?
C9 C14 H4 . . 119.5 ?
C14 C15 C12 . . 119.76(11) ?
C14 C15 H5 . . 120.1 ?
C12 C15 H5 . . 120.1 ?
C17 C16 C20 . . 126.32(11) ?
C17 C16 C7 . . 124.82(11) ?
C20 C16 C7 . . 108.81(10) ?
C16 C17 C19 . . 123.68(11) ?
C16 C17 C18 . . 123.05(11) ?
C19 C17 C18 . . 113.24(11) ?
N2 C18 C17 . . 178.80(14) ?
N3 C19 C17 . . 178.33(13) ?
C21 C20 C25 . . 120.30(12) ?
C21 C20 C16 . . 108.80(11) ?
C25 C20 C16 . . 130.88(12) ?
C22 C21 C20 . . 120.60(13) ?
C22 C21 C26 . . 127.23(13) ?
C20 C21 C26 . . 112.16(11) ?
C23 C22 C21 . . 118.73(14) ?
C23 C22 H6 . . 120.6 ?
C21 C22 H6 . . 120.6 ?
C22 C23 C24 . . 121.11(13) ?
C22 C23 H9 . . 119.4 ?
C24 C23 H9 . . 119.4 ?
C25 C24 C23 . . 120.68(14) ?
C25 C24 H7 . . 119.7 ?
C23 C24 H7 . . 119.7 ?
C24 C25 C20 . . 118.55(14) ?
C24 C25 H8 . . 120.7 ?
C20 C25 H8 . . 120.7 ?
C21 C26 C7 . . 104.85(10) ?
C21 C26 H11 . . 110.8 ?
C7 C26 H11 . . 110.8 ?
C21 C26 H10 . . 110.8 ?
C7 C26 H10 . . 110.8 ?
H11 C26 H10 . . 108.9 ?
C28 C27 C32 . . 117.18(11) ?
C28 C27 C6 . . 122.17(11) ?
C32 C27 C6 . . 120.62(11) ?
O1 C28 C29 . . 116.17(11) ?
O1 C28 C27 . . 121.77(11) ?
C29 C28 C27 . . 122.06(12) ?
C30 C29 C28 . . 119.37(12) ?
C30 C29 H16 . . 120.3 ?
C28 C29 H16 . . 120.3 ?
C29 C30 C31 . . 119.94(12) ?
C29 C30 H15 . . 120.0 ?
C31 C30 H15 . . 120.0 ?
C32 C31 C30 . . 120.02(12) ?
C32 C31 H13 . . 120.0 ?
C30 C31 H13 . . 120.0 ?
C31 C32 C27 . . 121.41(12) ?
C31 C32 H14 . . 119.3 ?
C27 C32 H14 . . 119.3 ?
C2 C33 H18 . . 109.5 ?
C2 C33 H17 . . 109.5 ?
H18 C33 H17 . . 109.5 ?
C2 C33 H19 . . 109.5 ?
H18 C33 H19 . . 109.5 ?
H17 C33 H19 . . 109.5 ?
C2 C34 H22 . . 109.5 ?
C2 C34 H21 . . 109.5 ?
H22 C34 H21 . . 109.5 ?
C2 C34 H20 . . 109.5 ?
H22 C34 H20 . . 109.5 ?
H21 C34 H20 . . 109.5 ?
O2 C35 C36 . . 122.28(11) ?
O2 C35 C3 . . 115.67(11) ?
C36 C35 C3 . . 122.05(11) ?
C41 C36 C35 . . 116.99(11) ?
C41 C36 C37 . . 120.60(11) ?
C35 C36 C37 . . 122.40(11) ?
C40 C37 C36 . . 111.26(10) ?
C40 C37 C39 . . 106.39(11) ?
C36 C37 C39 . . 110.46(10) ?
C40 C37 C38 . . 106.60(10) ?
C36 C37 C38 . . 111.30(10) ?
C39 C37 C38 . . 110.66(11) ?
C37 C38 H27 . . 109.5 ?
C37 C38 H26 . . 109.5 ?
H27 C38 H26 . . 109.5 ?
C37 C38 H25 . . 109.5 ?
H27 C38 H25 . . 109.5 ?
H26 C38 H25 . . 109.5 ?
C37 C39 H29 . . 109.5 ?
C37 C39 H30 . . 109.5 ?
H29 C39 H30 . . 109.5 ?
C37 C39 H28 . . 109.5 ?
H29 C39 H28 . . 109.5 ?
H30 C39 H28 . . 109.5 ?
C37 C40 H31 . . 109.5 ?
C37 C40 H33 . . 109.5 ?
H31 C40 H33 . . 109.5 ?
C37 C40 H32 . . 109.5 ?
H31 C40 H32 . . 109.5 ?
H33 C40 H32 . . 109.5 ?
C5 C41 C36 . . 122.84(11) ?
C5 C41 H34 . . 118.6 ?
C36 C41 H34 . . 118.6 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1 C2 C3 C4 . . . . -115.59(13) ?
C34 C2 C3 C4 . . . . 2.85(17) ?
C33 C2 C3 C4 . . . . 121.88(13) ?
C1 C2 C3 C35 . . . . 63.94(15) ?
C34 C2 C3 C35 . . . . -177.62(12) ?
C33 C2 C3 C35 . . . . -58.59(15) ?
C35 C3 C4 C5 . . . . 1.41(18) ?
C2 C3 C4 C5 . . . . -179.04(11) ?
C3 C4 C5 C41 . . . . 2.30(18) ?
C3 C4 C5 C6 . . . . -173.81(11) ?
C41 C5 C6 C27 . . . . 150.17(11) ?
C4 C5 C6 C27 . . . . -33.76(16) ?
C41 C5 C6 C7 . . . . -84.58(13) ?
C4 C5 C6 C7 . . . . 91.49(13) ?
C27 C6 C7 C16 . . . . -167.86(9) ?
C5 C6 C7 C16 . . . . 64.57(12) ?
C27 C6 C7 C26 . . . . 77.08(12) ?
C5 C6 C7 C26 . . . . -50.48(13) ?
C27 C6 C7 C8 . . . . -43.21(12) ?
C5 C6 C7 C8 . . . . -170.77(9) ?
C28 O1 C8 C9 . . . . 171.39(9) ?
C28 O1 C8 C7 . . . . -62.16(12) ?
C16 C7 C8 O1 . . . . -168.76(9) ?
C26 C7 C8 O1 . . . . -50.87(12) ?
C6 C7 C8 O1 . . . . 70.13(11) ?
C16 C7 C8 C9 . . . . -47.94(14) ?
C26 C7 C8 C9 . . . . 69.95(13) ?
C6 C7 C8 C9 . . . . -169.05(10) ?
O1 C8 C9 C14 . . . . -135.69(11) ?
C7 C8 C9 C14 . . . . 103.47(13) ?
O1 C8 C9 C10 . . . . 41.87(15) ?
C7 C8 C9 C10 . . . . -78.97(15) ?
C14 C9 C10 C11 . . . . -2.12(19) ?
C8 C9 C10 C11 . . . . -179.68(11) ?
C9 C10 C11 C12 . . . . 1.3(2) ?
C10 C11 C12 C15 . . . . 0.47(19) ?
C10 C11 C12 C13 . . . . 179.60(12) ?
C10 C9 C14 C15 . . . . 1.26(18) ?
C8 C9 C14 C15 . . . . 178.94(11) ?
C9 C14 C15 C12 . . . . 0.43(19) ?
C11 C12 C15 C14 . . . . -1.31(19) ?
C13 C12 C15 C14 . . . . 179.54(11) ?
C26 C7 C16 C17 . . . . -172.87(11) ?
C8 C7 C16 C17 . . . . -51.54(15) ?
C6 C7 C16 C17 . . . . 67.50(14) ?
C26 C7 C16 C20 . . . . 9.63(12) ?
C8 C7 C16 C20 . . . . 130.96(10) ?
C6 C7 C16 C20 . . . . -110.00(10) ?
C20 C16 C17 C19 . . . . 177.05(11) ?
C7 C16 C17 C19 . . . . -0.01(19) ?
C20 C16 C17 C18 . . . . -0.97(19) ?
C7 C16 C17 C18 . . . . -178.03(11) ?
C17 C16 C20 C21 . . . . 176.99(12) ?
C7 C16 C20 C21 . . . . -5.55(13) ?
C17 C16 C20 C25 . . . . -4.2(2) ?
C7 C16 C20 C25 . . . . 173.21(12) ?
C25 C20 C21 C22 . . . . 1.07(19) ?
C16 C20 C21 C22 . . . . 180.00(11) ?
C25 C20 C21 C26 . . . . 179.90(11) ?
C16 C20 C21 C26 . . . . -1.18(14) ?
C20 C21 C22 C23 . . . . 0.18(19) ?
C26 C21 C22 C23 . . . . -178.45(12) ?
C21 C22 C23 C24 . . . . -1.5(2) ?
C22 C23 C24 C25 . . . . 1.6(2) ?
C23 C24 C25 C20 . . . . -0.3(2) ?
C21 C20 C25 C24 . . . . -1.00(19) ?
C16 C20 C25 C24 . . . . -179.65(12) ?
C22 C21 C26 C7 . . . . -174.07(12) ?
C20 C21 C26 C7 . . . . 7.20(13) ?
C16 C7 C26 C21 . . . . -9.87(12) ?
C8 C7 C26 C21 . . . . -134.20(10) ?
C6 C7 C26 C21 . . . . 108.35(11) ?
C5 C6 C27 C28 . . . . 137.79(11) ?
C7 C6 C27 C28 . . . . 11.78(15) ?
C5 C6 C27 C32 . . . . -44.48(15) ?
C7 C6 C27 C32 . . . . -170.49(11) ?
C8 O1 C28 C29 . . . . -152.63(11) ?
C8 O1 C28 C27 . . . . 27.54(15) ?
C32 C27 C28 O1 . . . . -179.47(11) ?
C6 C27 C28 O1 . . . . -1.66(18) ?
C32 C27 C28 C29 . . . . 0.72(18) ?
C6 C27 C28 C29 . . . . 178.53(11) ?
O1 C28 C29 C30 . . . . -179.71(11) ?
C27 C28 C29 C30 . . . . 0.11(19) ?
C28 C29 C30 C31 . . . . -0.4(2) ?
C29 C30 C31 C32 . . . . -0.1(2) ?
C30 C31 C32 C27 . . . . 1.0(2) ?
C28 C27 C32 C31 . . . . -1.29(19) ?
C6 C27 C32 C31 . . . . -179.13(12) ?
C4 C3 C35 O2 . . . . 176.42(11) ?
C2 C3 C35 O2 . . . . -3.12(17) ?
C4 C3 C35 C36 . . . . -3.64(18) ?
C2 C3 C35 C36 . . . . 176.82(11) ?
O2 C35 C36 C41 . . . . -178.03(11) ?
C3 C35 C36 C41 . . . . 2.03(18) ?
O2 C35 C36 C37 . . . . 1.04(18) ?
C3 C35 C36 C37 . . . . -178.90(11) ?
C41 C36 C37 C40 . . . . -1.45(16) ?
C35 C36 C37 C40 . . . . 179.51(11) ?
C41 C36 C37 C39 . . . . 116.47(13) ?
C35 C36 C37 C39 . . . . -62.57(15) ?
C41 C36 C37 C38 . . . . -120.18(12) ?
C35 C36 C37 C38 . . . . 60.78(15) ?
C4 C5 C41 C36 . . . . -4.06(18) ?
C6 C5 C41 C36 . . . . 172.18(11) ?
C35 C36 C41 C5 . . . . 1.94(18) ?
C37 C36 C41 C5 . . . . -177.15(11) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2 H41 N3 1_655 0.84 2.46 2.9467(14) 118.2 ?

