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

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

data_tpg40
_database_code_depnum_ccdc_archive 'CCDC 2048985'
loop_
_audit_author_name
_audit_author_address
CCDC
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2020-12-08 deposited with the CCDC.	2021-04-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C31 H21 N O'
_chemical_formula_sum            'C31 H21 N O'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      282(2)
_chemical_formula_weight         423.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.0486(10)
_cell_length_b                   6.8395(4)
_cell_length_c                   22.4751(15)
_cell_angle_alpha                90
_cell_angle_beta                 101.959(3)
_cell_angle_gamma                90
_cell_volume                     2263.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    282(2)
_cell_measurement_reflns_used    9991
_cell_measurement_theta_min      2.836
_cell_measurement_theta_max      26.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.243
_exptl_crystal_F_000             888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.490
_exptl_crystal_size_mid          0.390
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8460
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32187
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.767
_diffrn_reflns_theta_max         26.423
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             4561
_reflns_number_gt                3188
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0469P)²+2.8886P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4561
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0711
_refine_ls_wR_factor_ref         0.1772
_refine_ls_wR_factor_gt          0.1535
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O 0.55458(15) 0.7612(4) 0.04398(12) 0.0780(8) Uani 1 1 d . . . . .
N N 0.19659(17) 1.2012(4) 0.01920(12) 0.0535(6) Uani 1 1 d . . . . .
C1 C 0.21339(16) 0.7850(4) 0.11043(10) 0.0331(5) Uani 1 1 d . . . . .
C2 C 0.15299(16) 0.9352(3) 0.08967(11) 0.0329(5) Uani 1 1 d . . . . .
C3 C 0.06559(16) 0.9401(4) 0.10446(11) 0.0340(5) Uani 1 1 d . . . . .
C4 C -0.00853(17) 1.0830(4) 0.08834(11) 0.0379(6) Uani 1 1 d . . . . .
C5 C -0.01694(19) 1.2560(4) 0.05556(13) 0.0479(7) Uani 1 1 d . . . . .
H5A H 0.0297 1.2988 0.0374 0.058 Uiso 1 1 calc R U . . .
C6 C -0.0956(2) 1.3637(5) 0.05032(14) 0.0572(8) Uani 1 1 d . . . . .
H6A H -0.1020 1.4790 0.0279 0.069 Uiso 1 1 calc R U . . .
C7 C -0.1650(2) 1.3040(5) 0.07754(14) 0.0578(8) Uani 1 1 d . . . . .
H7A H -0.2167 1.3808 0.0742 0.069 Uiso 1 1 calc R U . . .
C8 C -0.15812(19) 1.1303(5) 0.10977(13) 0.0522(8) Uani 1 1 d . . . . .
H8A H -0.2050 1.0894 0.1280 0.063 Uiso 1 1 calc R U . . .
C9 C -0.08028(17) 1.0185(4) 0.11434(12) 0.0432(6) Uani 1 1 d . . . . .
C10 C -0.05778(17) 0.8229(4) 0.14632(12) 0.0422(6) Uani 1 1 d . . . . .
H10A H -0.0957 0.7223 0.1224 0.051 Uiso 1 1 calc R U . . .
C11 C 0.03932(17) 0.7927(4) 0.13912(11) 0.0370(6) Uani 1 1 d . . . . .
C12 C 0.09839(17) 0.6360(4) 0.16103(11) 0.0374(6) Uani 1 1 d . . . . .
C13 C 0.0745(2) 0.4830(4) 0.19753(13) 0.0501(7) Uani 1 1 d . . . . .
H13A H 0.0171 0.4814 0.2067 0.060 Uiso 1 1 calc R U . . .
C14 C 0.1349(2) 0.3387(5) 0.21918(14) 0.0579(8) Uani 1 1 d . . . . .
H14A H 0.1184 0.2410 0.2435 0.069 Uiso 1 1 calc R U . . .
C15 C 0.2212(2) 0.3351(4) 0.20537(13) 0.0524(7) Uani 1 1 d . . . . .
H15A H 0.2615 0.2353 0.2205 0.063 Uiso 1 1 calc R U . . .
C16 C 0.2464(2) 0.4772(4) 0.16979(12) 0.0448(7) Uani 1 1 d . . . . .
H16A H 0.3038 0.4725 0.1605 0.054 Uiso 1 1 calc R U . . .
C17 C 0.18642(17) 0.6325(4) 0.14657(11) 0.0358(6) Uani 1 1 d . . . . .
C18 C 0.30433(16) 0.7821(4) 0.09425(11) 0.0349(6) Uani 1 1 d . . . . .
C19 C 0.32683(17) 0.6350(4) 0.05709(12) 0.0414(6) Uani 1 1 d . . . . .
H19A H 0.2852 0.5364 0.0431 0.050 Uiso 1 1 calc R U . . .
C20 C 0.41028(19) 0.6341(4) 0.04084(13) 0.0494(7) Uani 1 1 d . . . . .
H20A H 0.4241 0.5365 0.0154 0.059 Uiso 1 1 calc R U . . .
C21 C 0.47352(18) 0.7779(4) 0.06223(13) 0.0489(7) Uani 1 1 d . . . . .
C22 C 0.45308(19) 0.9235(5) 0.09934(14) 0.0530(7) Uani 1 1 d . . . . .
H22A H 0.4955 1.0201 0.1140 0.064 Uiso 1 1 calc R U . . .
C23 C 0.36804(18) 0.9248(4) 0.11474(13) 0.0455(7) Uani 1 1 d . . . . .
H23A H 0.3539 1.0243 0.1394 0.055 Uiso 1 1 calc R U . . .
C24 C 0.6251(2) 0.8952(6) 0.06720(19) 0.0822(12) Uani 1 1 d . . . . .
H24A H 0.6774 0.8658 0.0505 0.123 Uiso 1 1 calc R U . . .
H24B H 0.6050 1.0258 0.0561 0.123 Uiso 1 1 calc R U . . .
H24C H 0.6408 0.8845 0.1107 0.123 Uiso 1 1 calc R U . . .
C25 C 0.17805(17) 1.0837(4) 0.05074(12) 0.0378(6) Uani 1 1 d . . . . .
C26 C -0.07752(19) 0.8226(4) 0.20954(13) 0.0472(7) Uani 1 1 d . . . . .
C27 C -0.1571(2) 0.7446(6) 0.21939(18) 0.0789(11) Uani 1 1 d . . . . .
H27A H -0.1963 0.6813 0.1879 0.095 Uiso 1 1 calc R U . . .
C28 C -0.1796(3) 0.7595(9) 0.2762(2) 0.1090(18) Uani 1 1 d . . . . .
H28A H -0.2344 0.7087 0.2820 0.131 Uiso 1 1 calc R U . . .
C29 C -0.1228(4) 0.8463(8) 0.3227(2) 0.1040(17) Uani 1 1 d . . . . .
H29A H -0.1385 0.8569 0.3605 0.125 Uiso 1 1 calc R U . . .
C30 C -0.0424(4) 0.9187(7) 0.31404(18) 0.1037(16) Uani 1 1 d . . . . .
H30A H -0.0023 0.9768 0.3463 0.124 Uiso 1 1 calc R U . . .
C31 C -0.0195(3) 0.9064(6) 0.25739(16) 0.0818(12) Uani 1 1 d . . . . .
H31A H 0.0359 0.9559 0.2520 0.098 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O C21 1.370(3) . ?
O C24 1.418(4) . ?
N C25 1.144(3) . ?
C1 C2 1.387(3) . ?
C1 C17 1.432(3) . ?
C1 C18 1.487(3) . ?
C2 C3 1.422(3) . ?
C2 C25 1.441(3) . ?
C3 C11 1.381(3) . ?
C3 C4 1.471(4) . ?
C4 C5 1.386(4) . ?
C4 C9 1.401(3) . ?
C5 C6 1.378(4) . ?
C5 H5A 0.9300 . ?
C6 C7 1.377(4) . ?
C6 H6A 0.9300 . ?
C7 C8 1.384(5) . ?
C7 H7A 0.9300 . ?
C8 C9 1.385(4) . ?
C8 H8A 0.9300 . ?
C9 C10 1.523(4) . ?
C10 C26 1.511(4) . ?
C10 C11 1.517(3) . ?
C10 H10A 0.9800 . ?
C11 C12 1.414(4) . ?
C12 C13 1.421(4) . ?
C12 C17 1.428(3) . ?
C13 C14 1.361(4) . ?
C13 H13A 0.9300 . ?
C14 C15 1.397(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.361(4) . ?
C15 H15A 0.9300 . ?
C16 C17 1.422(4) . ?
C16 H16A 0.9300 . ?
C18 C23 1.379(4) . ?
C18 C19 1.394(4) . ?
C19 C20 1.379(4) . ?
C19 H19A 0.9300 . ?
C20 C21 1.384(4) . ?
C20 H20A 0.9300 . ?
C21 C22 1.374(4) . ?
C22 C23 1.393(4) . ?
C22 H22A 0.9300 . ?
C23 H23A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 C31 1.363(5) . ?
C26 C27 1.370(4) . ?
C27 C28 1.391(6) . ?
C27 H27A 0.9300 . ?
C28 C29 1.343(7) . ?
C28 H28A 0.9300 . ?
C29 C30 1.359(7) . ?
C29 H29A 0.9300 . ?
C30 C31 1.389(5) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 O C24 118.8(3) . . ?
C2 C1 C17 119.2(2) . . ?
C2 C1 C18 120.0(2) . . ?
C17 C1 C18 120.8(2) . . ?
C1 C2 C3 120.8(2) . . ?
C1 C2 C25 119.4(2) . . ?
C3 C2 C25 119.8(2) . . ?
C11 C3 C2 120.1(2) . . ?
C11 C3 C4 109.4(2) . . ?
C2 C3 C4 130.5(2) . . ?
C5 C4 C9 119.8(2) . . ?
C5 C4 C3 132.8(2) . . ?
C9 C4 C3 107.4(2) . . ?
C4 C5 C6 118.9(3) . . ?
C4 C5 H5A 120.5 . . ?
C6 C5 H5A 120.5 . . ?
C5 C6 C7 121.4(3) . . ?
C5 C6 H6A 119.3 . . ?
C7 C6 H6A 119.3 . . ?
C6 C7 C8 120.4(3) . . ?
C6 C7 H7A 119.8 . . ?
C8 C7 H7A 119.8 . . ?
C9 C8 C7 118.9(3) . . ?
C9 C8 H8A 120.6 . . ?
C7 C8 H8A 120.6 . . ?
C8 C9 C4 120.5(3) . . ?
C8 C9 C10 128.5(3) . . ?
C4 C9 C10 111.0(2) . . ?
C26 C10 C11 118.8(2) . . ?
C26 C10 C9 112.2(2) . . ?
C11 C10 C9 101.2(2) . . ?
C26 C10 H10A 108.1 . . ?
C11 C10 H10A 108.1 . . ?
C9 C10 H10A 108.1 . . ?
C3 C11 C12 121.1(2) . . ?
C3 C11 C10 110.8(2) . . ?
C12 C11 C10 128.0(2) . . ?
C11 C12 C13 122.9(2) . . ?
C11 C12 C17 118.7(2) . . ?
C13 C12 C17 118.4(2) . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13A 119.6 . . ?
C12 C13 H13A 119.6 . . ?
C13 C14 C15 121.0(3) . . ?
C13 C14 H14A 119.5 . . ?
C15 C14 H14A 119.5 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15A 119.9 . . ?
C14 C15 H15A 119.9 . . ?
C15 C16 C17 121.0(3) . . ?
C15 C16 H16A 119.5 . . ?
C17 C16 H16A 119.5 . . ?
C16 C17 C12 118.6(2) . . ?
C16 C17 C1 121.3(2) . . ?
C12 C17 C1 120.1(2) . . ?
C23 C18 C19 118.2(2) . . ?
C23 C18 C1 121.4(2) . . ?
C19 C18 C1 120.4(2) . . ?
C20 C19 C18 120.6(2) . . ?
C20 C19 H19A 119.7 . . ?
C18 C19 H19A 119.7 . . ?
C21 C20 C19 120.2(3) . . ?
C21 C20 H20A 119.9 . . ?
C19 C20 H20A 119.9 . . ?
O C21 C20 115.3(3) . . ?
O C21 C22 124.5(3) . . ?
C20 C21 C22 120.1(2) . . ?
C21 C22 C23 119.2(3) . . ?
C21 C22 H22A 120.4 . . ?
C23 C22 H22A 120.4 . . ?
C18 C23 C22 121.6(3) . . ?
C18 C23 H23A 119.2 . . ?
C22 C23 H23A 119.2 . . ?
O C24 H24A 109.5 . . ?
O C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N C25 C2 178.9(3) . . ?
C31 C26 C27 118.3(3) . . ?
C31 C26 C10 121.5(3) . . ?
C27 C26 C10 120.1(3) . . ?
C26 C27 C28 120.5(4) . . ?
C26 C27 H27A 119.8 . . ?
C28 C27 H27A 119.8 . . ?
C29 C28 C27 120.7(4) . . ?
C29 C28 H28A 119.6 . . ?
C27 C28 H28A 119.6 . . ?
C28 C29 C30 119.4(4) . . ?
C28 C29 H29A 120.3 . . ?
C30 C29 H29A 120.3 . . ?
C29 C30 C31 120.5(4) . . ?
C29 C30 H30A 119.8 . . ?
C31 C30 H30A 119.8 . . ?
C26 C31 C30 120.6(4) . . ?
C26 C31 H31A 119.7 . . ?
C30 C31 H31A 119.7 . . ?

_refine_diff_density_max         0.193
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.048


_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_h-m   P2(1)/n
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_tpg47
_database_code_depnum_ccdc_archive 'CCDC 2049621'
loop_
_audit_author_name
_audit_author_address
CCDC
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2020-12-11 deposited with the CCDC.	2021-04-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C31 H20 Cl N O'
_chemical_formula_sum            'C31 H20 Cl N O'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         457.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   10.2374(6)
_cell_length_b                   10.3093(7)
_cell_length_c                   12.0098(7)
_cell_angle_alpha                87.076(3)
_cell_angle_beta                 65.223(2)
_cell_angle_gamma                83.608(3)
_cell_volume                     1143.67(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5928
_cell_measurement_theta_min      3.431
_cell_measurement_theta_max      26.397
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    0.192
_shelx_estimated_absorpt_T_min   0.915
_shelx_estimated_absorpt_T_max   0.959
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8378
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12845
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.126
_diffrn_reflns_theta_max         26.396
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             4574
_reflns_number_gt                3672
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0934P)²+0.6172P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4574
_refine_ls_number_parameters     307
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1606
_refine_ls_wR_factor_gt          0.1394
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl -0.19040(6) 0.41519(5) 1.01446(5) 0.03647(19) Uani 1 1 d . . . . .
O O -0.36836(16) -0.29530(14) 0.99254(13) 0.0316(3) Uani 1 1 d . . . . .
N N 0.1931(3) -0.2673(2) 0.5707(2) 0.0524(6) Uani 1 1 d . . . . .
C1 C 0.0554(2) 0.16678(18) 0.74235(17) 0.0233(4) Uani 1 1 d . . . . .
C2 C -0.0558(2) 0.22264(19) 0.85127(17) 0.0249(4) Uani 1 1 d . . . . .
H2A H -0.1299 0.1720 0.9042 0.030 Uiso 1 1 calc R U . . .
C3 C -0.0556(2) 0.3491(2) 0.87956(18) 0.0271(4) Uani 1 1 d . . . . .
C4 C 0.0511(2) 0.42844(19) 0.80252(18) 0.0279(4) Uani 1 1 d . . . . .
H4A H 0.0481 0.5167 0.8235 0.033 Uiso 1 1 calc R U . . .
C5 C 0.1588(2) 0.37656(19) 0.69757(19) 0.0274(4) Uani 1 1 d . . . . .
H5A H 0.2308 0.4298 0.6456 0.033 Uiso 1 1 calc R U . . .
C6 C 0.1659(2) 0.24500(18) 0.66415(17) 0.0235(4) Uani 1 1 d . . . . .
C7 C 0.2760(2) 0.18764(18) 0.55667(17) 0.0238(4) Uani 1 1 d . . . . .
C8 C 0.4051(2) 0.24927(18) 0.46187(17) 0.0244(4) Uani 1 1 d . . . . .
H8A H 0.4698 0.2679 0.5012 0.029 Uiso 1 1 calc R U . . .
C9 C 0.4795(2) 0.13808(19) 0.37152(17) 0.0256(4) Uani 1 1 d . . . . .
C10 C 0.6017(2) 0.1375(2) 0.26172(18) 0.0280(4) Uani 1 1 d . . . . .
H10A H 0.6521 0.2131 0.2347 0.034 Uiso 1 1 calc R U . . .
C11 C 0.6493(2) 0.0243(2) 0.19167(19) 0.0306(4) Uani 1 1 d . . . . .
H11A H 0.7331 0.0225 0.1163 0.037 Uiso 1 1 calc R U . . .
C12 C 0.5750(2) -0.0864(2) 0.23125(18) 0.0301(4) Uani 1 1 d . . . . .
H12A H 0.6089 -0.1631 0.1826 0.036 Uiso 1 1 calc R U . . .
C13 C 0.4521(2) -0.08599(19) 0.34088(17) 0.0269(4) Uani 1 1 d . . . . .
H13A H 0.4012 -0.1614 0.3671 0.032 Uiso 1 1 calc R U . . .
C14 C 0.4044(2) 0.02654(19) 0.41181(17) 0.0246(4) Uani 1 1 d . . . . .
C15 C 0.2801(2) 0.05897(18) 0.52764(17) 0.0242(4) Uani 1 1 d . . . . .
C16 C 0.1719(2) -0.01904(18) 0.60757(18) 0.0254(4) Uani 1 1 d . . . . .
C17 C 0.0598(2) 0.03381(18) 0.71240(17) 0.0241(4) Uani 1 1 d . . . . .
C18 C -0.0563(2) -0.04831(18) 0.78991(17) 0.0245(4) Uani 1 1 d . . . . .
C19 C -0.1824(2) -0.0435(2) 0.7739(2) 0.0382(5) Uani 1 1 d . . . . .
H19A H -0.1962 0.0168 0.7163 0.046 Uiso 1 1 calc R U . . .
C20 C -0.2899(2) -0.1238(2) 0.8391(2) 0.0372(5) Uani 1 1 d . . . . .
H20A H -0.3757 -0.1187 0.8262 0.045 Uiso 1 1 calc R U . . .
C21 C -0.2704(2) -0.21160(18) 0.92349(17) 0.0250(4) Uani 1 1 d . . . . .
C22 C -0.1452(2) -0.2163(2) 0.94249(19) 0.0311(5) Uani 1 1 d . . . . .
H22A H -0.1321 -0.2755 1.0011 0.037 Uiso 1 1 calc R U . . .
C23 C -0.0395(2) -0.1353(2) 0.87676(19) 0.0295(4) Uani 1 1 d . . . . .
H23A H 0.0455 -0.1390 0.8909 0.035 Uiso 1 1 calc R U . . .
C24 C -0.4878(3) -0.3056(2) 0.9639(2) 0.0396(5) Uani 1 1 d . . . . .
H24A H -0.5496 -0.3684 1.0198 0.059 Uiso 1 1 calc R U . . .
H24B H -0.5435 -0.2201 0.9730 0.059 Uiso 1 1 calc R U . . .
H24C H -0.4528 -0.3355 0.8792 0.059 Uiso 1 1 calc R U . . .
C25 C 0.3731(2) 0.37286(19) 0.39991(17) 0.0266(4) Uani 1 1 d . . . . .
C26 C 0.2424(3) 0.4012(2) 0.3894(2) 0.0374(5) Uani 1 1 d . . . . .
H26A H 0.1689 0.3435 0.4235 0.045 Uiso 1 1 calc R U . . .
C27 C 0.2200(3) 0.5140(3) 0.3288(2) 0.0514(7) Uani 1 1 d . . . . .
H27A H 0.1300 0.5342 0.3233 0.062 Uiso 1 1 calc R U . . .
C28 C 0.3265(4) 0.5965(3) 0.2768(2) 0.0532(7) Uani 1 1 d . . . . .
H28A H 0.3104 0.6731 0.2350 0.064 Uiso 1 1 calc R U . . .
C29 C 0.4564(3) 0.5683(2) 0.2851(2) 0.0469(6) Uani 1 1 d . . . . .
H29A H 0.5307 0.6246 0.2477 0.056 Uiso 1 1 calc R U . . .
C30 C 0.4793(3) 0.4579(2) 0.3480(2) 0.0343(5) Uani 1 1 d . . . . .
H30A H 0.5683 0.4403 0.3556 0.041 Uiso 1 1 calc R U . . .
C31 C 0.1815(2) -0.1569(2) 0.58499(19) 0.0332(5) 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
Cl C3 1.738(2) . ?
O C21 1.364(2) . ?
O C24 1.418(3) . ?
N C31 1.145(3) . ?
C1 C2 1.422(3) . ?
C1 C17 1.426(3) . ?
C1 C6 1.431(3) . ?
C2 C3 1.364(3) . ?
C2 H2A 0.9500 . ?
C3 C4 1.412(3) . ?
C4 C5 1.365(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.419(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.413(3) . ?
C7 C15 1.381(3) . ?
C7 C8 1.516(3) . ?
C8 C25 1.516(3) . ?
C8 C9 1.520(3) . ?
C8 H8A 1.0000 . ?
C9 C10 1.386(3) . ?
C9 C14 1.406(3) . ?
C10 C11 1.392(3) . ?
C10 H10A 0.9500 . ?
C11 C12 1.393(3) . ?
C11 H11A 0.9500 . ?
C12 C13 1.389(3) . ?
C12 H12A 0.9500 . ?
C13 C14 1.391(3) . ?
C13 H13A 0.9500 . ?
C14 C15 1.461(3) . ?
C15 C16 1.423(3) . ?
C16 C17 1.385(3) . ?
C16 C31 1.446(3) . ?
C17 C18 1.487(3) . ?
C18 C19 1.378(3) . ?
C18 C23 1.394(3) . ?
C19 C20 1.387(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.386(3) . ?
C20 H20A 0.9500 . ?
C21 C22 1.389(3) . ?
C22 C23 1.381(3) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C30 1.389(3) . ?
C25 C26 1.394(3) . ?
C26 C27 1.389(3) . ?
C26 H26A 0.9500 . ?
C27 C28 1.373(4) . ?
C27 H27A 0.9500 . ?
C28 C29 1.372(4) . ?
C28 H28A 0.9500 . ?
C29 C30 1.387(3) . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9500 . ?

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
C21 O C24 117.48(16) . . ?
C2 C1 C17 120.87(17) . . ?
C2 C1 C6 119.02(17) . . ?
C17 C1 C6 120.09(17) . . ?
C3 C2 C1 119.82(18) . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C2 C3 C4 121.96(18) . . ?
C2 C3 Cl 119.30(16) . . ?
C4 C3 Cl 118.73(15) . . ?
C5 C4 C3 119.09(18) . . ?
C5 C4 H4A 120.5 . . ?
C3 C4 H4A 120.5 . . ?
C4 C5 C6 121.59(18) . . ?
C4 C5 H5A 119.2 . . ?
C6 C5 H5A 119.2 . . ?
C7 C6 C5 123.25(17) . . ?
C7 C6 C1 118.25(17) . . ?
C5 C6 C1 118.50(17) . . ?
C15 C7 C6 121.63(17) . . ?
C15 C7 C8 110.42(17) . . ?
C6 C7 C8 127.91(17) . . ?
C7 C8 C25 116.73(16) . . ?
C7 C8 C9 101.66(15) . . ?
C25 C8 C9 112.13(15) . . ?
C7 C8 H8A 108.6 . . ?
C25 C8 H8A 108.6 . . ?
C9 C8 H8A 108.6 . . ?
C10 C9 C14 120.76(19) . . ?
C10 C9 C8 128.75(18) . . ?
C14 C9 C8 110.48(17) . . ?
C9 C10 C11 118.91(19) . . ?
C9 C10 H10A 120.5 . . ?
C11 C10 H10A 120.5 . . ?
C12 C11 C10 120.5(2) . . ?
C12 C11 H11A 119.8 . . ?
C10 C11 H11A 119.8 . . ?
C11 C12 C13 120.82(19) . . ?
C11 C12 H12A 119.6 . . ?
C13 C12 H12A 119.6 . . ?
C14 C13 C12 119.02(19) . . ?
C14 C13 H13A 120.5 . . ?
C12 C13 H13A 120.5 . . ?
C13 C14 C9 120.02(18) . . ?
C13 C14 C15 132.33(18) . . ?
C9 C14 C15 107.62(17) . . ?
C7 C15 C16 119.73(18) . . ?
C7 C15 C14 109.75(17) . . ?
C16 C15 C14 130.52(17) . . ?
C17 C16 C15 120.70(17) . . ?
C17 C16 C31 118.58(17) . . ?
C15 C16 C31 120.62(17) . . ?
C16 C17 C1 119.56(17) . . ?
C16 C17 C18 119.27(16) . . ?
C1 C17 C18 121.15(17) . . ?
C19 C18 C23 118.07(18) . . ?
C19 C18 C17 120.18(17) . . ?
C23 C18 C17 121.71(17) . . ?
C18 C19 C20 122.10(19) . . ?
C18 C19 H19A 118.9 . . ?
C20 C19 H19A 118.9 . . ?
C19 C20 C21 119.16(19) . . ?
C19 C20 H20A 120.4 . . ?
C21 C20 H20A 120.4 . . ?
O C21 C20 124.26(18) . . ?
O C21 C22 116.14(17) . . ?
C20 C21 C22 119.59(18) . . ?
C23 C22 C21 120.41(18) . . ?
C23 C22 H22A 119.8 . . ?
C21 C22 H22A 119.8 . . ?
C22 C23 C18 120.65(18) . . ?
C22 C23 H23A 119.7 . . ?
C18 C23 H23A 119.7 . . ?
O C24 H24A 109.5 . . ?
O C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C30 C25 C26 119.00(19) . . ?
C30 C25 C8 118.98(18) . . ?
C26 C25 C8 121.98(18) . . ?
C27 C26 C25 119.7(2) . . ?
C27 C26 H26A 120.1 . . ?
C25 C26 H26A 120.1 . . ?
C28 C27 C26 120.6(3) . . ?
C28 C27 H27A 119.7 . . ?
C26 C27 H27A 119.7 . . ?
C27 C28 C29 120.0(2) . . ?
C27 C28 H28A 120.0 . . ?
C29 C28 H28A 120.0 . . ?
C28 C29 C30 120.1(2) . . ?
C28 C29 H29A 119.9 . . ?
C30 C29 H29A 119.9 . . ?
C29 C30 C25 120.5(2) . . ?
C29 C30 H30A 119.8 . . ?
C25 C30 H30A 119.8 . . ?
N C31 C16 176.5(3) . . ?

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
C17 C1 C2 C3 178.36(17) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C1 C2 C3 C4 1.0(3) . . . . ?
C1 C2 C3 Cl -178.83(13) . . . . ?
C2 C3 C4 C5 -1.1(3) . . . . ?
Cl C3 C4 C5 178.81(14) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
C4 C5 C6 C7 -179.67(17) . . . . ?
C4 C5 C6 C1 1.0(3) . . . . ?
C2 C1 C6 C7 179.63(16) . . . . ?
C17 C1 C6 C7 1.3(3) . . . . ?
C2 C1 C6 C5 -1.0(3) . . . . ?
C17 C1 C6 C5 -179.37(16) . . . . ?
C5 C6 C7 C15 179.47(17) . . . . ?
C1 C6 C7 C15 -1.2(3) . . . . ?
C5 C6 C7 C8 2.1(3) . . . . ?
C1 C6 C7 C8 -178.61(16) . . . . ?
C15 C7 C8 C25 124.76(18) . . . . ?
C6 C7 C8 C25 -57.6(3) . . . . ?
C15 C7 C8 C9 2.44(19) . . . . ?
C6 C7 C8 C9 -179.93(17) . . . . ?
C7 C8 C9 C10 177.09(19) . . . . ?
C25 C8 C9 C10 51.7(3) . . . . ?
C7 C8 C9 C14 -1.49(19) . . . . ?
C25 C8 C9 C14 -126.93(17) . . . . ?
C14 C9 C10 C11 -0.1(3) . . . . ?
C8 C9 C10 C11 -178.53(18) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C14 -0.6(3) . . . . ?
C12 C13 C14 C9 0.7(3) . . . . ?
C12 C13 C14 C15 178.44(19) . . . . ?
C10 C9 C14 C13 -0.4(3) . . . . ?
C8 C9 C14 C13 178.34(16) . . . . ?
C10 C9 C14 C15 -178.60(17) . . . . ?
C8 C9 C14 C15 0.1(2) . . . . ?
C6 C7 C15 C16 -0.4(3) . . . . ?
C8 C7 C15 C16 177.40(16) . . . . ?
C6 C7 C15 C14 179.66(16) . . . . ?
C8 C7 C15 C14 -2.5(2) . . . . ?
C13 C14 C15 C7 -176.42(19) . . . . ?
C9 C14 C15 C7 1.5(2) . . . . ?
C13 C14 C15 C16 3.6(3) . . . . ?
C9 C14 C15 C16 -178.42(19) . . . . ?
C7 C15 C16 C17 2.0(3) . . . . ?
C14 C15 C16 C17 -178.05(18) . . . . ?
C7 C15 C16 C31 -174.20(18) . . . . ?
C14 C15 C16 C31 5.7(3) . . . . ?
C15 C16 C17 C1 -1.9(3) . . . . ?
C31 C16 C17 C1 174.35(17) . . . . ?
C15 C16 C17 C18 176.37(16) . . . . ?
C31 C16 C17 C18 -7.3(3) . . . . ?
C2 C1 C17 C16 -178.04(17) . . . . ?
C6 C1 C17 C16 0.3(3) . . . . ?
C2 C1 C17 C18 3.7(3) . . . . ?
C6 C1 C17 C18 -177.99(16) . . . . ?
C16 C17 C18 C19 -94.9(2) . . . . ?
C1 C17 C18 C19 83.4(2) . . . . ?
C16 C17 C18 C23 82.6(2) . . . . ?
C1 C17 C18 C23 -99.1(2) . . . . ?
C23 C18 C19 C20 -1.4(4) . . . . ?
C17 C18 C19 C20 176.2(2) . . . . ?
C18 C19 C20 C21 0.2(4) . . . . ?
C24 O C21 C20 9.1(3) . . . . ?
C24 O C21 C22 -171.68(19) . . . . ?
C19 C20 C21 O -179.9(2) . . . . ?
C19 C20 C21 C22 0.9(3) . . . . ?
O C21 C22 C23 179.93(18) . . . . ?
C20 C21 C22 C23 -0.9(3) . . . . ?
C21 C22 C23 C18 -0.4(3) . . . . ?
C19 C18 C23 C22 1.5(3) . . . . ?
C17 C18 C23 C22 -176.06(19) . . . . ?
C7 C8 C25 C30 157.16(18) . . . . ?
C9 C8 C25 C30 -86.1(2) . . . . ?
C7 C8 C25 C26 -25.4(3) . . . . ?
C9 C8 C25 C26 91.3(2) . . . . ?
C30 C25 C26 C27 -0.7(3) . . . . ?
C8 C25 C26 C27 -178.2(2) . . . . ?
C25 C26 C27 C28 1.4(4) . . . . ?
C26 C27 C28 C29 -0.4(4) . . . . ?
C27 C28 C29 C30 -1.2(4) . . . . ?
C28 C29 C30 C25 1.9(3) . . . . ?
C26 C25 C30 C29 -0.9(3) . . . . ?
C8 C25 C30 C29 176.65(19) . . . . ?

_refine_diff_density_max         0.391
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.061


_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_h-m   P-1
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

####################################################################### 
# 
# 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_tpg41
_database_code_depnum_ccdc_archive 'CCDC 2048986'
loop_
_audit_author_name
_audit_author_address
CCDC
;Kaohsiung Medical University
Taiwan
;
_audit_update_record             
;
2020-12-08 deposited with the CCDC.	2021-04-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C32 H23 N O'
_chemical_formula_sum            'C32 H23 N O'
_chemical_melting_point          ?

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            colourless
_diffrn_ambient_temperature      150(2)
_chemical_formula_weight         437.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   11.0463(9)
_cell_length_b                   13.4923(12)
_cell_length_c                   17.4045(16)
_cell_angle_alpha                67.666(3)
_cell_angle_beta                 85.635(3)
_cell_angle_gamma                68.864(3)
_cell_volume                     2232.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9642
_cell_measurement_theta_min      3.009
_cell_measurement_theta_max      26.408
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.370
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.143
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8573
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40366
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.877
_diffrn_reflns_theta_max         26.429
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             8870
_reflns_number_gt                6745
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0776P)²+2.2055P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8870
_refine_ls_number_parameters     613
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0568
_refine_ls_wR_factor_ref         0.1686
_refine_ls_wR_factor_gt          0.1508
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.36770(15) 0.46204(13) 0.45747(11) 0.0313(4) Uani 1 1 d . . . . .
N1 N 0.1834(2) 0.3330(2) 0.33808(13) 0.0437(6) Uani 1 1 d . . . . .
C1 C 0.5841(2) 0.01910(18) 0.60290(13) 0.0226(4) Uani 1 1 d . . . . .
H1A H 0.6064 -0.0636 0.6125 0.027 Uiso 1 1 calc R U . . .
C2 C 0.4368(2) 0.07734(18) 0.59548(13) 0.0219(4) Uani 1 1 d . . . . .
C3 C 0.3489(2) 0.05580(17) 0.65745(13) 0.0216(4) Uani 1 1 d . . . . .
C4 C 0.3914(2) -0.02560(18) 0.73977(14) 0.0246(5) Uani 1 1 d . . . . .
H4A H 0.4814 -0.0701 0.7536 0.029 Uiso 1 1 calc R U . . .
C5 C 0.3049(2) -0.04084(19) 0.79939(14) 0.0283(5) Uani 1 1 d . . . . .
H5A H 0.3349 -0.0959 0.8542 0.034 Uiso 1 1 calc R U . . .
C6 C 0.1712(2) 0.0248(2) 0.77993(15) 0.0300(5) Uani 1 1 d . . . . .
H6A H 0.1119 0.0143 0.8220 0.036 Uiso 1 1 calc R U . . .
C7 C 0.1259(2) 0.10328(19) 0.70159(14) 0.0267(5) Uani 1 1 d . . . . .
H7A H 0.0355 0.1470 0.6899 0.032 Uiso 1 1 calc R U . . .
C8 C 0.2124(2) 0.12064(18) 0.63690(14) 0.0228(4) Uani 1 1 d . . . . .
C9 C 0.1667(2) 0.19955(17) 0.55342(13) 0.0228(4) Uani 1 1 d . . . . .
C10 C 0.2578(2) 0.21502(18) 0.49411(13) 0.0227(4) Uani 1 1 d . . . . .
C11 C 0.3932(2) 0.15687(18) 0.51577(13) 0.0223(4) Uani 1 1 d . . . . .
C12 C 0.5058(2) 0.16283(18) 0.46543(13) 0.0230(4) Uani 1 1 d . . . . .
C13 C 0.5164(2) 0.23329(19) 0.38423(14) 0.0282(5) Uani 1 1 d . . . . .
H13A H 0.4409 0.2891 0.3497 0.034 Uiso 1 1 calc R U . . .
C14 C 0.6393(2) 0.2202(2) 0.35484(14) 0.0296(5) Uani 1 1 d . . . . .
H14A H 0.6468 0.2684 0.2997 0.035 Uiso 1 1 calc R U . . .
C15 C 0.7520(2) 0.1387(2) 0.40359(14) 0.0268(5) Uani 1 1 d . . . . .
C16 C 0.7404(2) 0.06836(19) 0.48478(14) 0.0251(5) Uani 1 1 d . . . . .
H16A H 0.8160 0.0120 0.5189 0.030 Uiso 1 1 calc R U . . .
C17 C 0.6185(2) 0.08102(18) 0.51541(13) 0.0228(4) Uani 1 1 d . . . . .
C18 C 0.6587(2) 0.02684(18) 0.66936(13) 0.0225(4) Uani 1 1 d . . . . .
C19 C 0.7766(2) -0.0597(2) 0.70617(14) 0.0290(5) Uani 1 1 d . . . . .
H19A H 0.8074 -0.1260 0.6925 0.035 Uiso 1 1 calc R U . . .
C20 C 0.8499(2) -0.0503(2) 0.76272(15) 0.0370(6) Uani 1 1 d . . . . .
H20A H 0.9299 -0.1103 0.7879 0.044 Uiso 1 1 calc R U . . .
C21 C 0.8060(2) 0.0465(2) 0.78220(15) 0.0365(6) Uani 1 1 d . . . . .
H21A H 0.8570 0.0538 0.8199 0.044 Uiso 1 1 calc R U . . .
C22 C 0.6882(3) 0.1326(2) 0.74700(15) 0.0346(5) Uani 1 1 d . . . . .
H22A H 0.6574 0.1984 0.7612 0.041 Uiso 1 1 calc R U . . .
C23 C 0.6147(2) 0.12268(19) 0.69055(14) 0.0280(5) Uani 1 1 d . . . . .
H23A H 0.5338 0.1820 0.6664 0.034 Uiso 1 1 calc R U . . .
C24 C 0.0259(2) 0.26716(18) 0.52843(13) 0.0225(4) Uani 1 1 d . . . . .
C25 C -0.0704(2) 0.21791(19) 0.54442(15) 0.0277(5) Uani 1 1 d . . . . .
H25A H -0.0461 0.1372 0.5727 0.033 Uiso 1 1 calc R U . . .
C26 C -0.1996(2) 0.28471(19) 0.51984(14) 0.0274(5) Uani 1 1 d . . . . .
H26A H -0.2631 0.2496 0.5311 0.033 Uiso 1 1 calc R U . . .
C27 C -0.2374(2) 0.40307(18) 0.47866(13) 0.0232(4) Uani 1 1 d . . . . .
C28 C -0.1446(2) 0.45443(18) 0.46139(14) 0.0243(5) Uani 1 1 d . . . . .
H28A H -0.1695 0.5351 0.4328 0.029 Uiso 1 1 calc R U . . .
C29 C -0.0148(2) 0.38604(18) 0.48657(13) 0.0237(4) Uani 1 1 d . . . . .
H29A H 0.0484 0.4215 0.4749 0.028 Uiso 1 1 calc R U . . .
C30 C -0.4099(2) 0.5843(2) 0.41696(16) 0.0328(5) Uani 1 1 d . . . . .
H30A H -0.5044 0.6162 0.4051 0.049 Uiso 1 1 calc R U . . .
H30B H -0.3866 0.6160 0.4533 0.049 Uiso 1 1 calc R U . . .
H30C H -0.3674 0.6043 0.3647 0.049 Uiso 1 1 calc R U . . .
C31 C 0.2144(2) 0.2832(2) 0.40775(15) 0.0283(5) Uani 1 1 d . . . . .
C32 C 0.8835(2) 0.1303(2) 0.36990(16) 0.0359(6) Uani 1 1 d . . . . .
H32A H 0.8724 0.1858 0.3124 0.054 Uiso 1 1 calc R U . . .
H32B H 0.9338 0.1471 0.4042 0.054 Uiso 1 1 calc R U . . .
H32C H 0.9299 0.0525 0.3712 0.054 Uiso 1 1 calc R U . . .
O2 O 1.35469(15) 0.03645(15) 1.03393(11) 0.0359(4) Uani 1 1 d . . . . .
N2 N 0.81827(19) 0.25247(19) 1.14243(12) 0.0343(5) Uani 1 1 d . . . . .
C33 C 0.40436(19) 0.44816(18) 0.88133(13) 0.0199(4) Uani 1 1 d . . . . .
H33A H 0.3760 0.5334 0.8520 0.024 Uiso 1 1 calc R U . . .
C34 C 0.55205(19) 0.39790(17) 0.88897(13) 0.0204(4) Uani 1 1 d . . . . .
C35 C 0.6371(2) 0.39507(17) 0.82434(13) 0.0208(4) Uani 1 1 d . . . . .
C36 C 0.5920(2) 0.44741(19) 0.73894(14) 0.0251(5) Uani 1 1 d . . . . .
H36A H 0.5014 0.4856 0.7238 0.030 Uiso 1 1 calc R U . . .
C37 C 0.6780(2) 0.4434(2) 0.67822(14) 0.0287(5) Uani 1 1 d . . . . .
H37A H 0.6467 0.4802 0.6213 0.034 Uiso 1 1 calc R U . . .
C38 C 0.8127(2) 0.3850(2) 0.69960(15) 0.0303(5) Uani 1 1 d . . . . .
H38A H 0.8714 0.3813 0.6571 0.036 Uiso 1 1 calc R U . . .
C39 C 0.8592(2) 0.3338(2) 0.78106(14) 0.0272(5) Uani 1 1 d . . . . .
H39A H 0.9502 0.2947 0.7945 0.033 Uiso 1 1 calc R U . . .
C40 C 0.7740(2) 0.33808(18) 0.84615(13) 0.0219(4) Uani 1 1 d . . . . .
C41 C 0.8224(2) 0.29221(17) 0.93119(13) 0.0218(4) Uani 1 1 d . . . . .
C42 C 0.7353(2) 0.30598(18) 0.99178(13) 0.0215(4) Uani 1 1 d . . . . .
C43 C 0.5992(2) 0.35487(17) 0.97113(13) 0.0209(4) Uani 1 1 d . . . . .
C44 C 0.48868(19) 0.36806(17) 1.02419(13) 0.0206(4) Uani 1 1 d . . . . .
C45 C 0.4815(2) 0.33459(18) 1.11041(13) 0.0231(4) Uani 1 1 d . . . . .
H45A H 0.5583 0.2998 1.1464 0.028 Uiso 1 1 calc R U . . .
C46 C 0.3600(2) 0.35321(19) 1.14251(14) 0.0253(5) Uani 1 1 d . . . . .
H46A H 0.3548 0.3305 1.2011 0.030 Uiso 1 1 calc R U . . .
C47 C 0.2452(2) 0.40432(18) 1.09142(13) 0.0235(4) Uani 1 1 d . . . . .
C48 C 0.2532(2) 0.43871(17) 1.00534(13) 0.0219(4) Uani 1 1 d . . . . .
H48A H 0.1762 0.4741 0.9695 0.026 Uiso 1 1 calc R U . . .
C49 C 0.3740(2) 0.42097(17) 0.97238(13) 0.0205(4) Uani 1 1 d . . . . .
C50 C 0.3353(2) 0.40345(18) 0.83739(13) 0.0210(4) Uani 1 1 d . . . . .
C51 C 0.2158(2) 0.4761(2) 0.79320(14) 0.0277(5) Uani 1 1 d . . . . .
H51A H 0.1807 0.5537 0.7888 0.033 Uiso 1 1 calc R U . . .
C52 C 0.1479(2) 0.4358(2) 0.75555(16) 0.0347(6) Uani 1 1 d . . . . .
H52A H 0.0662 0.4857 0.7259 0.042 Uiso 1 1 calc R U . . .
C53 C 0.1989(2) 0.3230(2) 0.76119(15) 0.0338(6) Uani 1 1 d . . . . .
H53A H 0.1523 0.2956 0.7354 0.041 Uiso 1 1 calc R U . . .
C54 C 0.3177(2) 0.2505(2) 0.80445(15) 0.0319(5) Uani 1 1 d . . . . .
H54A H 0.3529 0.1733 0.8080 0.038 Uiso 1 1 calc R U . . .
C55 C 0.3858(2) 0.29023(19) 0.84277(14) 0.0259(5) Uani 1 1 d . . . . .
H55A H 0.4671 0.2399 0.8727 0.031 Uiso 1 1 calc R U . . .
C56 C 0.9645(2) 0.22955(18) 0.95605(13) 0.0227(4) Uani 1 1 d . . . . .
C57 C 1.0289(2) 0.1253(2) 0.94652(14) 0.0284(5) Uani 1 1 d . . . . .
H57A H 0.9829 0.0968 0.9213 0.034 Uiso 1 1 calc R U . . .
C58 C 1.1582(2) 0.0632(2) 0.97318(15) 0.0306(5) Uani 1 1 d . . . . .
H58A H 1.2003 -0.0079 0.9666 0.037 Uiso 1 1 calc R U . . .
C59 C 1.2273(2) 0.10392(19) 1.00954(13) 0.0248(5) Uani 1 1 d . . . . .
C60 C 1.1653(2) 0.2072(2) 1.01947(15) 0.0277(5) Uani 1 1 d . . . . .
H60A H 1.2117 0.2358 1.0444 0.033 Uiso 1 1 calc R U . . .
C61 C 1.0347(2) 0.26897(19) 0.99281(15) 0.0281(5) Uani 1 1 d . . . . .
H61A H 0.9926 0.3397 0.9999 0.034 Uiso 1 1 calc R U . . .
C62 C 1.4256(2) 0.0731(2) 1.07641(17) 0.0377(6) Uani 1 1 d . . . . .
H62A H 1.5152 0.0181 1.0907 0.057 Uiso 1 1 calc R U . . .
H62B H 1.4260 0.1491 1.0402 0.057 Uiso 1 1 calc R U . . .
H62C H 1.3840 0.0772 1.1275 0.057 Uiso 1 1 calc R U . . .
C63 C 0.7837(2) 0.27298(19) 1.07601(14) 0.0240(5) Uani 1 1 d . . . . .
C64 C 0.1156(2) 0.4187(2) 1.12962(15) 0.0318(5) Uani 1 1 d . . . . .
H64A H 0.1293 0.3899 1.1903 0.048 Uiso 1 1 calc R U . . .
H64B H 0.0603 0.5003 1.1085 0.048 Uiso 1 1 calc R U . . .
H64C H 0.0731 0.3754 1.1148 0.048 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C27 1.369(2) . ?
O1 C30 1.430(3) . ?
N1 C31 1.148(3) . ?
C1 C17 1.528(3) . ?
C1 C2 1.522(3) . ?
C1 C18 1.526(3) . ?
C1 H1A 1.0000 . ?
C2 C11 1.380(3) . ?
C2 C3 1.413(3) . ?
C3 C4 1.419(3) . ?
C3 C8 1.436(3) . ?
C4 C5 1.364(3) . ?
C4 H4A 0.9500 . ?
C5 C6 1.409(3) . ?
C5 H5A 0.9500 . ?
C6 C7 1.362(3) . ?
C6 H6A 0.9500 . ?
C7 C8 1.425(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.431(3) . ?
C9 C10 1.396(3) . ?
C9 C24 1.489(3) . ?
C10 C11 1.418(3) . ?
C10 C31 1.441(3) . ?
C11 C12 1.474(3) . ?
C12 C13 1.396(3) . ?
C12 C17 1.403(3) . ?
C13 C14 1.387(3) . ?
C13 H13A 0.9500 . ?
C14 C15 1.395(3) . ?
C14 H14A 0.9500 . ?
C15 C16 1.398(3) . ?
C15 C32 1.506(3) . ?
C16 C17 1.386(3) . ?
C16 H16A 0.9500 . ?
C18 C23 1.388(3) . ?
C18 C19 1.390(3) . ?
C19 C20 1.389(3) . ?
C19 H19A 0.9500 . ?
C20 C21 1.383(4) . ?
C20 H20A 0.9500 . ?
C21 C22 1.381(4) . ?
C21 H21A 0.9500 . ?
C22 C23 1.393(3) . ?
C22 H22A 0.9500 . ?
C23 H23A 0.9500 . ?
C24 C29 1.395(3) . ?
C24 C25 1.406(3) . ?
C25 C26 1.380(3) . ?
C25 H25A 0.9500 . ?
C26 C27 1.390(3) . ?
C26 H26A 0.9500 . ?
C27 C28 1.388(3) . ?
C28 C29 1.391(3) . ?
C28 H28A 0.9500 . ?
C29 H29A 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
O2 C59 1.365(3) . ?
O2 C62 1.432(3) . ?
N2 C63 1.143(3) . ?
C33 C34 1.518(3) . ?
C33 C50 1.517(3) . ?
C33 C49 1.524(3) . ?
C33 H33A 1.0000 . ?
C34 C43 1.385(3) . ?
C34 C35 1.412(3) . ?
C35 C36 1.420(3) . ?
C35 C40 1.432(3) . ?
C36 C37 1.370(3) . ?
C36 H36A 0.9500 . ?
C37 C38 1.410(3) . ?
C37 H37A 0.9500 . ?
C38 C39 1.365(3) . ?
C38 H38A 0.9500 . ?
C39 C40 1.422(3) . ?
C39 H39A 0.9500 . ?
C40 C41 1.430(3) . ?
C41 C42 1.392(3) . ?
C41 C56 1.495(3) . ?
C42 C43 1.419(3) . ?
C42 C63 1.444(3) . ?
C43 C44 1.473(3) . ?
C44 C45 1.398(3) . ?
C44 C49 1.400(3) . ?
C45 C46 1.388(3) . ?
C45 H45A 0.9500 . ?
C46 C47 1.396(3) . ?
C46 H46A 0.9500 . ?
C47 C48 1.396(3) . ?
C47 C64 1.511(3) . ?
C48 C49 1.387(3) . ?
C48 H48A 0.9500 . ?
C50 C55 1.392(3) . ?
C50 C51 1.394(3) . ?
C51 C52 1.389(3) . ?
C51 H51A 0.9500 . ?
C52 C53 1.386(4) . ?
C52 H52A 0.9500 . ?
C53 C54 1.382(4) . ?
C53 H53A 0.9500 . ?
C54 C55 1.392(3) . ?
C54 H54A 0.9500 . ?
C55 H55A 0.9500 . ?
C56 C61 1.388(3) . ?
C56 C57 1.396(3) . ?
C57 C58 1.379(3) . ?
C57 H57A 0.9500 . ?
C58 C59 1.387(3) . ?
C58 H58A 0.9500 . ?
C59 C60 1.385(3) . ?
C60 C61 1.389(3) . ?
C60 H60A 0.9500 . ?
C61 H61A 0.9500 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 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
C27 O1 C30 117.33(17) . . ?
C17 C1 C2 101.35(17) . . ?
C17 C1 C18 111.50(17) . . ?
C2 C1 C18 116.83(17) . . ?
C17 C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
C18 C1 H1A 108.9 . . ?
C11 C2 C3 121.20(19) . . ?
C11 C2 C1 110.90(19) . . ?
C3 C2 C1 127.87(19) . . ?
C2 C3 C4 122.22(19) . . ?
C2 C3 C8 118.78(19) . . ?
C4 C3 C8 119.0(2) . . ?
C5 C4 C3 121.0(2) . . ?
C5 C4 H4A 119.5 . . ?
C3 C4 H4A 119.5 . . ?
C4 C5 C6 120.1(2) . . ?
C4 C5 H5A 119.9 . . ?
C6 C5 H5A 119.9 . . ?
C7 C6 C5 120.9(2) . . ?
C7 C6 H6A 119.5 . . ?
C5 C6 H6A 119.5 . . ?
C6 C7 C8 120.9(2) . . ?
C6 C7 H7A 119.6 . . ?
C8 C7 H7A 119.6 . . ?
C7 C8 C9 121.99(19) . . ?
C7 C8 C3 118.04(19) . . ?
C9 C8 C3 120.0(2) . . ?
C10 C9 C8 118.67(19) . . ?
C10 C9 C24 119.18(19) . . ?
C8 C9 C24 122.13(19) . . ?
C9 C10 C11 121.30(19) . . ?
C9 C10 C31 119.89(19) . . ?
C11 C10 C31 118.6(2) . . ?
C2 C11 C10 119.9(2) . . ?
C2 C11 C12 109.26(18) . . ?
C10 C11 C12 130.87(19) . . ?
C13 C12 C17 119.8(2) . . ?
C13 C12 C11 132.4(2) . . ?
C17 C12 C11 107.77(19) . . ?
C14 C13 C12 118.7(2) . . ?
C14 C13 H13A 120.6 . . ?
C12 C13 H13A 120.6 . . ?
C13 C14 C15 122.1(2) . . ?
C13 C14 H14A 118.9 . . ?
C15 C14 H14A 118.9 . . ?
C16 C15 C14 118.7(2) . . ?
C16 C15 C32 121.1(2) . . ?
C14 C15 C32 120.2(2) . . ?
C17 C16 C15 119.9(2) . . ?
C17 C16 H16A 120.1 . . ?
C15 C16 H16A 120.1 . . ?
C16 C17 C12 120.7(2) . . ?
C16 C17 C1 128.56(19) . . ?
C12 C17 C1 110.64(18) . . ?
C23 C18 C19 118.9(2) . . ?
C23 C18 C1 120.98(19) . . ?
C19 C18 C1 120.03(19) . . ?
C18 C19 C20 120.7(2) . . ?
C18 C19 H19A 119.6 . . ?
C20 C19 H19A 119.6 . . ?
C21 C20 C19 119.8(2) . . ?
C21 C20 H20A 120.1 . . ?
C19 C20 H20A 120.1 . . ?
C20 C21 C22 120.2(2) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
C21 C22 C23 119.8(2) . . ?
C21 C22 H22A 120.1 . . ?
C23 C22 H22A 120.1 . . ?
C18 C23 C22 120.6(2) . . ?
C18 C23 H23A 119.7 . . ?
C22 C23 H23A 119.7 . . ?
C29 C24 C25 117.13(19) . . ?
C29 C24 C9 119.25(19) . . ?
C25 C24 C9 123.62(19) . . ?
C26 C25 C24 121.2(2) . . ?
C26 C25 H25A 119.4 . . ?
C24 C25 H25A 119.4 . . ?
C25 C26 C27 120.3(2) . . ?
C25 C26 H26A 119.8 . . ?
C27 C26 H26A 119.8 . . ?
O1 C27 C28 124.00(19) . . ?
O1 C27 C26 116.06(19) . . ?
C28 C27 C26 119.94(19) . . ?
C27 C28 C29 119.1(2) . . ?
C27 C28 H28A 120.5 . . ?
C29 C28 H28A 120.5 . . ?
C24 C29 C28 122.3(2) . . ?
C24 C29 H29A 118.8 . . ?
C28 C29 H29A 118.8 . . ?
O1 C30 H30A 109.5 . . ?
O1 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
O1 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N1 C31 C10 176.6(3) . . ?
C15 C32 H32A 109.5 . . ?
C15 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C15 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C59 O2 C62 117.03(19) . . ?
C34 C33 C50 116.87(17) . . ?
C34 C33 C49 101.32(16) . . ?
C50 C33 C49 112.65(17) . . ?
C34 C33 H33A 108.5 . . ?
C50 C33 H33A 108.5 . . ?
C49 C33 H33A 108.5 . . ?
C43 C34 C35 121.31(19) . . ?
C43 C34 C33 110.88(18) . . ?
C35 C34 C33 127.79(18) . . ?
C36 C35 C34 122.56(19) . . ?
C36 C35 C40 119.01(19) . . ?
C34 C35 C40 118.42(19) . . ?
C37 C36 C35 120.6(2) . . ?
C37 C36 H36A 119.7 . . ?
C35 C36 H36A 119.7 . . ?
C36 C37 C38 120.5(2) . . ?
C36 C37 H37A 119.8 . . ?
C38 C37 H37A 119.8 . . ?
C39 C38 C37 120.4(2) . . ?
C39 C38 H38A 119.8 . . ?
C37 C38 H38A 119.8 . . ?
C38 C39 C40 121.2(2) . . ?
C38 C39 H39A 119.4 . . ?
C40 C39 H39A 119.4 . . ?
C39 C40 C41 121.58(19) . . ?
C39 C40 C35 118.31(19) . . ?
C41 C40 C35 120.03(19) . . ?
C42 C41 C40 119.28(18) . . ?
C42 C41 C56 119.54(19) . . ?
C40 C41 C56 121.18(19) . . ?
C41 C42 C43 120.59(19) . . ?
C41 C42 C63 119.87(18) . . ?
C43 C42 C63 119.52(19) . . ?
C34 C43 C42 119.96(19) . . ?
C34 C43 C44 109.11(18) . . ?
C42 C43 C44 130.92(19) . . ?
C45 C44 C49 119.59(19) . . ?
C45 C44 C43 132.59(19) . . ?
C49 C44 C43 107.75(18) . . ?
C46 C45 C44 118.77(19) . . ?
C46 C45 H45A 120.6 . . ?
C44 C45 H45A 120.6 . . ?
C45 C46 C47 122.0(2) . . ?
C45 C46 H46A 119.0 . . ?
C47 C46 H46A 119.0 . . ?
C48 C47 C46 118.82(19) . . ?
C48 C47 C64 121.15(19) . . ?
C46 C47 C64 120.01(19) . . ?
C47 C48 C49 119.75(19) . . ?
C47 C48 H48A 120.1 . . ?
C49 C48 H48A 120.1 . . ?
C48 C49 C44 121.02(19) . . ?
C48 C49 C33 128.09(19) . . ?
C44 C49 C33 110.84(18) . . ?
C55 C50 C51 119.0(2) . . ?
C55 C50 C33 121.64(19) . . ?
C51 C50 C33 119.26(19) . . ?
C50 C51 C52 120.4(2) . . ?
C50 C51 H51A 119.8 . . ?
C52 C51 H51A 119.8 . . ?
C53 C52 C51 120.1(2) . . ?
C53 C52 H52A 119.9 . . ?
C51 C52 H52A 119.9 . . ?
C54 C53 C52 119.9(2) . . ?
C54 C53 H53A 120.1 . . ?
C52 C53 H53A 120.1 . . ?
C53 C54 C55 120.2(2) . . ?
C53 C54 H54A 119.9 . . ?
C55 C54 H54A 119.9 . . ?
C50 C55 C54 120.3(2) . . ?
C50 C55 H55A 119.9 . . ?
C54 C55 H55A 119.9 . . ?
C61 C56 C57 118.0(2) . . ?
C61 C56 C41 121.81(19) . . ?
C57 C56 C41 120.09(19) . . ?
C58 C57 C56 121.0(2) . . ?
C58 C57 H57A 119.5 . . ?
C56 C57 H57A 119.5 . . ?
C59 C58 C57 120.3(2) . . ?
C59 C58 H58A 119.8 . . ?
C57 C58 H58A 119.8 . . ?
O2 C59 C58 116.1(2) . . ?
O2 C59 C60 124.3(2) . . ?
C58 C59 C60 119.6(2) . . ?
C59 C60 C61 119.6(2) . . ?
C59 C60 H60A 120.2 . . ?
C61 C60 H60A 120.2 . . ?
C56 C61 C60 121.4(2) . . ?
C56 C61 H61A 119.3 . . ?
C60 C61 H61A 119.3 . . ?
O2 C62 H62A 109.5 . . ?
O2 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
O2 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
N2 C63 C42 176.5(2) . . ?
C47 C64 H64A 109.5 . . ?
C47 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C47 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?

_refine_diff_density_max         0.441
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.059


_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_h-m   P-1
_symmetry_int_tables_number      ?
_chemical_absolute_configuration ?

