# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_dop006
_database_code_depnum_ccdc_archive 'CCDC 2071952'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;College of Chemistry, Sichuan University, Chengdu, China
China
;
_audit_update_record             
;
2021-03-22 deposited with the CCDC.	2022-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H25 N3 O4'
_chemical_formula_sum            'C25 H25 N3 O4'
_chemical_formula_weight         431.48

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   11.2538(5)
_cell_length_b                   11.8895(5)
_cell_length_c                   15.8258(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2117.52(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9464
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      68.19

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.388
_exptl_crystal_size_mid          0.298
_exptl_crystal_size_min          0.168
_exptl_absorpt_coefficient_mu    0.755
_shelx_estimated_absorpt_T_min   0.758
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8011
_exptl_absorpt_correction_T_max  0.9263
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10641
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -13
_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       19
_diffrn_reflns_theta_min         4.652
_diffrn_reflns_theta_max         68.189
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             3791
_reflns_number_gt                3694
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_max     0.974
_reflns_Friedel_fraction_full    0.974

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0512P)²+0.3421P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1566 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.01(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3791
_refine_ls_number_parameters     295
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0873
_refine_ls_wR_factor_gt          0.0782
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.114
_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 0.18119(18) 0.78983(15) 0.42685(13) 0.0430(5) Uani 1 1 d . . . . .
O2 O 0.30274(14) 0.80347(12) 0.53836(10) 0.0276(3) Uani 1 1 d . . . . .
O3 O 0.11620(15) 0.63974(14) 0.60084(11) 0.0318(4) Uani 1 1 d . . . . .
O4 O 0.25014(14) 0.50147(13) 0.61160(10) 0.0251(3) Uani 1 1 d . . . . .
N1 N 0.45209(16) 0.66650(15) 0.42171(12) 0.0231(4) Uani 1 1 d D . . . .
H1N H 0.487(2) 0.7285(19) 0.4347(17) 0.022(6) Uiso 1 1 d D . . . .
N2 N 0.19528(15) 0.56059(14) 0.42638(11) 0.0211(3) Uani 1 1 d . . . . .
N3 N 0.32443(16) 0.30128(15) 0.48320(12) 0.0248(4) Uani 1 1 d . . . . .
C1 C 0.26323(18) 0.62039(17) 0.49125(13) 0.0206(4) Uani 1 1 d . . . . .
C2 C 0.24241(19) 0.74740(17) 0.47898(14) 0.0243(4) Uani 1 1 d . . . . .
C3 C 0.2877(2) 0.92500(18) 0.54017(16) 0.0308(5) Uani 1 1 d . . . . .
H3A H 0.295639 0.952325 0.598989 0.037 Uiso 1 1 calc R U . . .
H3B H 0.207012 0.944554 0.519945 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3775(3) 0.9809(2) 0.48614(19) 0.0477(7) Uani 1 1 d . . . . .
H4A H 0.363112 1.062162 0.485729 0.072 Uiso 1 1 calc R U . . .
H4B H 0.371679 0.951578 0.428402 0.072 Uiso 1 1 calc R U . . .
H4C H 0.457104 0.965824 0.508532 0.072 Uiso 1 1 calc R U . . .
C5 C 0.20232(18) 0.59072(17) 0.57559(12) 0.0203(4) Uani 1 1 d . . . . .
C6 C 0.1855(2) 0.4583(2) 0.68472(15) 0.0304(5) Uani 1 1 d . . . . .
H6A H 0.102443 0.440571 0.668878 0.037 Uiso 1 1 calc R U . . .
H6B H 0.184195 0.515249 0.730338 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2476(2) 0.3542(2) 0.71430(16) 0.0353(5) Uani 1 1 d . . . . .
H7A H 0.209730 0.326775 0.766113 0.053 Uiso 1 1 calc R U . . .
H7B H 0.331247 0.371445 0.725709 0.053 Uiso 1 1 calc R U . . .
H7C H 0.242582 0.296189 0.670448 0.053 Uiso 1 1 calc R U . . .
C11 C 0.40049(17) 0.59847(17) 0.48981(13) 0.0198(4) Uani 1 1 d . . . . .
H11 H 0.436513 0.619812 0.545303 0.024 Uiso 1 1 calc R U . . .
C12 C 0.43112(17) 0.47340(17) 0.46809(13) 0.0203(4) Uani 1 1 d . . . . .
C13 C 0.49848(18) 0.48389(17) 0.38538(13) 0.0212(4) Uani 1 1 d . . . . .
C14 C 0.5472(2) 0.40132(19) 0.33479(15) 0.0277(4) Uani 1 1 d . . . . .
H14 H 0.536568 0.324123 0.348323 0.033 Uiso 1 1 calc R U . . .
C15 C 0.6122(2) 0.4327(2) 0.26356(15) 0.0317(5) Uani 1 1 d . . . . .
H15 H 0.646113 0.376765 0.228063 0.038 Uiso 1 1 calc R U . . .
C16 C 0.6273(2) 0.5458(2) 0.24472(14) 0.0298(5) Uani 1 1 d . . . . .
H16 H 0.673080 0.566255 0.196676 0.036 Uiso 1 1 calc R U . . .
C17 C 0.57715(19) 0.63021(19) 0.29433(14) 0.0254(4) Uani 1 1 d . . . . .
H17 H 0.587214 0.707387 0.280530 0.030 Uiso 1 1 calc R U . . .
C18 C 0.51167(17) 0.59737(17) 0.36493(13) 0.0216(4) Uani 1 1 d . . . . .
C21 C 0.49566(18) 0.40397(17) 0.53647(13) 0.0241(4) Uani 1 1 d . . . . .
H21A H 0.582377 0.401905 0.526080 0.029 Uiso 1 1 calc R U . . .
H21B H 0.480817 0.435050 0.593540 0.029 Uiso 1 1 calc R U . . .
C22 C 0.4401(2) 0.28605(18) 0.52686(15) 0.0271(4) Uani 1 1 d . . . . .
H22A H 0.492855 0.236770 0.493184 0.033 Uiso 1 1 calc R U . . .
H22B H 0.427917 0.251218 0.583017 0.033 Uiso 1 1 calc R U . . .
C23 C 0.32108(18) 0.40163(17) 0.45481(12) 0.0199(4) Uani 1 1 d . . . . .
C24 C 0.21944(17) 0.45658(17) 0.41154(13) 0.0206(4) Uani 1 1 d . . . . .
C25 C 0.14748(17) 0.39564(18) 0.34794(13) 0.0218(4) Uani 1 1 d . . . . .
C26 C 0.0449(2) 0.44623(19) 0.31424(15) 0.0274(4) Uani 1 1 d . . . . .
H26 H 0.020026 0.517683 0.334464 0.033 Uiso 1 1 calc R U . . .
C27 C -0.0203(2) 0.3924(2) 0.25160(16) 0.0325(5) Uani 1 1 d . . . . .
H27 H -0.089835 0.426966 0.229613 0.039 Uiso 1 1 calc R U . . .
C28 C 0.0158(2) 0.2885(2) 0.22097(15) 0.0318(5) Uani 1 1 d . . . . .
H28 H -0.028257 0.252442 0.177509 0.038 Uiso 1 1 calc R U . . .
C29 C 0.1161(2) 0.2378(2) 0.25407(18) 0.0359(5) Uani 1 1 d . . . . .
H29 H 0.140424 0.166303 0.233603 0.043 Uiso 1 1 calc R U . . .
C30 C 0.18145(19) 0.2907(2) 0.31707(15) 0.0283(5) Uani 1 1 d . . . . .
H30 H 0.250111 0.254909 0.339346 0.034 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 C2 1.187(3) . ?
O2 C2 1.337(3) . ?
O2 C3 1.455(2) . ?
O3 C5 1.200(3) . ?
O4 C5 1.319(3) . ?
O4 C6 1.460(3) . ?
N1 C18 1.390(3) . ?
N1 C11 1.467(3) . ?
N2 C24 1.288(3) . ?
N2 C1 1.464(3) . ?
N3 C23 1.275(3) . ?
N3 C22 1.485(3) . ?
C1 C2 1.541(3) . ?
C1 C5 1.541(3) . ?
C1 C11 1.567(3) . ?
C3 C4 1.481(4) . ?
C6 C7 1.497(3) . ?
C11 C12 1.565(3) . ?
C12 C13 1.518(3) . ?
C12 C23 1.518(3) . ?
C12 C21 1.543(3) . ?
C13 C14 1.380(3) . ?
C13 C18 1.395(3) . ?
C14 C15 1.395(3) . ?
C15 C16 1.388(4) . ?
C16 C17 1.394(3) . ?
C17 C18 1.394(3) . ?
C21 C22 1.543(3) . ?
C23 C24 1.485(3) . ?
C24 C25 1.481(3) . ?
C25 C30 1.393(3) . ?
C25 C26 1.407(3) . ?
C26 C27 1.389(3) . ?
C27 C28 1.388(4) . ?
C28 C29 1.383(4) . ?
C29 C30 1.390(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O2 C3 116.72(17) . . ?
C5 O4 C6 114.95(16) . . ?
C18 N1 C11 109.87(16) . . ?
C24 N2 C1 118.94(17) . . ?
C23 N3 C22 107.70(17) . . ?
N2 C1 C2 107.95(17) . . ?
N2 C1 C5 105.29(15) . . ?
C2 C1 C5 105.42(17) . . ?
N2 C1 C11 115.09(16) . . ?
C2 C1 C11 108.13(16) . . ?
C5 C1 C11 114.39(16) . . ?
O1 C2 O2 124.83(19) . . ?
O1 C2 C1 126.3(2) . . ?
O2 C2 C1 108.84(17) . . ?
O2 C3 C4 110.7(2) . . ?
O3 C5 O4 125.21(19) . . ?
O3 C5 C1 122.45(19) . . ?
O4 C5 C1 112.13(17) . . ?
O4 C6 C7 107.80(18) . . ?
N1 C11 C12 105.98(16) . . ?
N1 C11 C1 108.01(15) . . ?
C12 C11 C1 112.23(15) . . ?
C13 C12 C23 109.52(16) . . ?
C13 C12 C21 114.44(17) . . ?
C23 C12 C21 100.39(16) . . ?
C13 C12 C11 102.79(16) . . ?
C23 C12 C11 112.63(16) . . ?
C21 C12 C11 117.26(16) . . ?
C14 C13 C18 120.7(2) . . ?
C14 C13 C12 129.80(19) . . ?
C18 C13 C12 109.43(18) . . ?
C13 C14 C15 119.2(2) . . ?
C16 C15 C14 119.8(2) . . ?
C15 C16 C17 121.8(2) . . ?
C16 C17 C18 117.6(2) . . ?
N1 C18 C17 127.40(19) . . ?
N1 C18 C13 111.74(18) . . ?
C17 C18 C13 120.9(2) . . ?
C22 C21 C12 103.07(16) . . ?
N3 C22 C21 106.89(16) . . ?
N3 C23 C24 126.65(18) . . ?
N3 C23 C12 116.92(18) . . ?
C24 C23 C12 116.41(17) . . ?
N2 C24 C25 118.58(19) . . ?
N2 C24 C23 120.07(18) . . ?
C25 C24 C23 121.29(18) . . ?
C30 C25 C26 118.37(19) . . ?
C30 C25 C24 121.76(19) . . ?
C26 C25 C24 119.81(19) . . ?
C27 C26 C25 120.5(2) . . ?
C28 C27 C26 120.3(2) . . ?
C29 C28 C27 119.6(2) . . ?
C28 C29 C30 120.4(2) . . ?
C29 C30 C25 120.8(2) . . ?

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
C24 N2 C1 C2 164.27(18) . . . . ?
C24 N2 C1 C5 -83.5(2) . . . . ?
C24 N2 C1 C11 43.4(2) . . . . ?
C3 O2 C2 O1 2.4(3) . . . . ?
C3 O2 C2 C1 -176.17(17) . . . . ?
N2 C1 C2 O1 0.7(3) . . . . ?
C5 C1 C2 O1 -111.4(3) . . . . ?
C11 C1 C2 O1 125.8(2) . . . . ?
N2 C1 C2 O2 179.28(16) . . . . ?
C5 C1 C2 O2 67.1(2) . . . . ?
C11 C1 C2 O2 -55.6(2) . . . . ?
C2 O2 C3 C4 -90.4(3) . . . . ?
C6 O4 C5 O3 3.9(3) . . . . ?
C6 O4 C5 C1 -170.94(17) . . . . ?
N2 C1 C5 O3 -83.4(2) . . . . ?
C2 C1 C5 O3 30.6(3) . . . . ?
C11 C1 C5 O3 149.28(19) . . . . ?
N2 C1 C5 O4 91.67(19) . . . . ?
C2 C1 C5 O4 -154.32(17) . . . . ?
C11 C1 C5 O4 -35.7(2) . . . . ?
C5 O4 C6 C7 176.8(2) . . . . ?
C18 N1 C11 C12 -1.9(2) . . . . ?
C18 N1 C11 C1 -122.32(17) . . . . ?
N2 C1 C11 N1 78.5(2) . . . . ?
C2 C1 C11 N1 -42.3(2) . . . . ?
C5 C1 C11 N1 -159.36(16) . . . . ?
N2 C1 C11 C12 -38.0(2) . . . . ?
C2 C1 C11 C12 -158.72(17) . . . . ?
C5 C1 C11 C12 84.2(2) . . . . ?
N1 C11 C12 C13 -0.84(19) . . . . ?
C1 C11 C12 C13 116.84(17) . . . . ?
N1 C11 C12 C23 -118.61(18) . . . . ?
C1 C11 C12 C23 -0.9(2) . . . . ?
N1 C11 C12 C21 125.62(18) . . . . ?
C1 C11 C12 C21 -116.69(19) . . . . ?
C23 C12 C13 C14 -59.3(3) . . . . ?
C21 C12 C13 C14 52.5(3) . . . . ?
C11 C12 C13 C14 -179.2(2) . . . . ?
C23 C12 C13 C18 123.21(18) . . . . ?
C21 C12 C13 C18 -124.99(19) . . . . ?
C11 C12 C13 C18 3.3(2) . . . . ?
C18 C13 C14 C15 1.3(3) . . . . ?
C12 C13 C14 C15 -175.9(2) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C14 C15 C16 C17 -1.2(4) . . . . ?
C15 C16 C17 C18 0.7(3) . . . . ?
C11 N1 C18 C17 -176.56(19) . . . . ?
C11 N1 C18 C13 4.2(2) . . . . ?
C16 C17 C18 N1 -178.4(2) . . . . ?
C16 C17 C18 C13 0.8(3) . . . . ?
C14 C13 C18 N1 177.50(18) . . . . ?
C12 C13 C18 N1 -4.7(2) . . . . ?
C14 C13 C18 C17 -1.8(3) . . . . ?
C12 C13 C18 C17 175.94(17) . . . . ?
C13 C12 C21 C22 -96.4(2) . . . . ?
C23 C12 C21 C22 20.8(2) . . . . ?
C11 C12 C21 C22 143.10(18) . . . . ?
C23 N3 C22 C21 12.0(2) . . . . ?
C12 C21 C22 N3 -21.0(2) . . . . ?
C22 N3 C23 C24 -175.8(2) . . . . ?
C22 N3 C23 C12 2.8(2) . . . . ?
C13 C12 C23 N3 104.8(2) . . . . ?
C21 C12 C23 N3 -16.0(2) . . . . ?
C11 C12 C23 N3 -141.48(18) . . . . ?
C13 C12 C23 C24 -76.5(2) . . . . ?
C21 C12 C23 C24 162.79(17) . . . . ?
C11 C12 C23 C24 37.3(2) . . . . ?
C1 N2 C24 C25 177.90(17) . . . . ?
C1 N2 C24 C23 -4.9(3) . . . . ?
N3 C23 C24 N2 141.2(2) . . . . ?
C12 C23 C24 N2 -37.4(3) . . . . ?
N3 C23 C24 C25 -41.7(3) . . . . ?
C12 C23 C24 C25 139.71(18) . . . . ?
N2 C24 C25 C30 167.9(2) . . . . ?
C23 C24 C25 C30 -9.3(3) . . . . ?
N2 C24 C25 C26 -9.1(3) . . . . ?
C23 C24 C25 C26 173.77(19) . . . . ?
C30 C25 C26 C27 -0.1(3) . . . . ?
C24 C25 C26 C27 176.9(2) . . . . ?
C25 C26 C27 C28 -0.6(4) . . . . ?
C26 C27 C28 C29 1.0(4) . . . . ?
C27 C28 C29 C30 -0.6(4) . . . . ?
C28 C29 C30 C25 -0.1(4) . . . . ?
C26 C25 C30 C29 0.5(3) . . . . ?
C24 C25 C30 C29 -176.5(2) . . . . ?

_refine_diff_density_max         0.160
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.051


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, PE'
####################################################################### 
# 
# 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_dop015
_database_code_depnum_ccdc_archive 'CCDC 2155947'
loop_
_audit_author_name
_audit_author_address
'Yuqiao Zhou'
;College of Chemistry, Sichuan University, Chengdu, China
China
;
_audit_update_record             
;
2022-03-23 deposited with the CCDC.	2022-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H24 Cl N3 O4'
_chemical_formula_sum            'C25 H24 Cl N3 O4'
_chemical_formula_weight         465.92

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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

_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'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   14.5871(5)
_cell_length_b                   16.9620(6)
_cell_length_c                   10.0945(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2497.65(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    174(2)
_cell_measurement_reflns_used    9885
_cell_measurement_theta_min      4.00
_cell_measurement_theta_max      68.29

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_F_000             976
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.652
_exptl_crystal_size_mid          0.377
_exptl_crystal_size_min          0.231
_exptl_absorpt_coefficient_mu    1.640
_shelx_estimated_absorpt_T_min   0.414
_shelx_estimated_absorpt_T_max   0.703
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.4060
_exptl_absorpt_correction_T_max  0.8846
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      174(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14255
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.997
_diffrn_reflns_theta_max         68.289
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             4465
_reflns_number_gt                4264
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.759
_reflns_Friedel_fraction_max     0.969
_reflns_Friedel_fraction_full    0.970

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0398P)²+1.2973P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1733 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.149(12)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         4465
_refine_ls_number_parameters     308
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1088
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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
Cl1 Cl 0.79254(10) 0.50242(8) 0.17527(15) 0.0787(4) Uani 1 1 d . . . . .
O1 O 0.4616(2) 0.21481(18) 0.7789(3) 0.0591(8) Uani 1 1 d . . . . .
O2 O 0.4654(2) 0.34126(16) 0.8397(3) 0.0473(7) Uani 1 1 d . . . . .
O3 O 0.25681(18) 0.34174(17) 0.7632(3) 0.0467(7) Uani 1 1 d . . . . .
O4 O 0.32838(18) 0.44348(16) 0.6669(3) 0.0441(6) Uani 1 1 d . . . . .
N1 N 0.45822(17) 0.36050(16) 0.5590(3) 0.0272(6) Uani 1 1 d . . . . .
N2 N 0.57008(19) 0.18545(17) 0.4777(3) 0.0357(6) Uani 1 1 d . . . . .
N3 N 0.27464(18) 0.28532(19) 0.4746(3) 0.0367(6) Uani 1 1 d D . . . .
H3N H 0.216(2) 0.294(3) 0.503(4) 0.054(13) Uiso 1 1 d D . . . .
C1 C 0.3926(2) 0.31520(19) 0.6385(3) 0.0288(6) Uani 1 1 d . . . . .
C2 C 0.3420(2) 0.2483(2) 0.5622(4) 0.0313(7) Uani 1 1 d . . . . .
H2 H 0.310779 0.212012 0.625865 0.038 Uiso 1 1 calc R U . . .
C3 C 0.4082(2) 0.20084(19) 0.4705(4) 0.0321(7) Uani 1 1 d . . . . .
C4 C 0.4276(3) 0.1141(2) 0.5082(5) 0.0438(9) Uani 1 1 d . . . . .
H4A H 0.413271 0.104237 0.602613 0.053 Uiso 1 1 calc R U . . .
H4B H 0.391476 0.077496 0.452582 0.053 Uiso 1 1 calc R U . . .
C5 C 0.5307(2) 0.1052(2) 0.4814(5) 0.0453(9) Uani 1 1 d . . . . .
H5A H 0.559958 0.073848 0.552503 0.054 Uiso 1 1 calc R U . . .
H5B H 0.540960 0.078150 0.395820 0.054 Uiso 1 1 calc R U . . .
C6 C 0.5043(2) 0.23440(18) 0.4748(3) 0.0292(6) Uani 1 1 d . . . . .
C7 C 0.5133(2) 0.32147(19) 0.4836(3) 0.0267(6) Uani 1 1 d . . . . .
C11 C 0.4437(2) 0.2820(2) 0.7607(3) 0.0334(7) Uani 1 1 d . . . . .
C12 C 0.5066(3) 0.3253(3) 0.9685(4) 0.0515(10) Uani 1 1 d . . . . .
H12A H 0.573724 0.333762 0.965078 0.062 Uiso 1 1 calc R U . . .
H12B H 0.494733 0.270126 0.995626 0.062 Uiso 1 1 calc R U . . .
C13 C 0.4628(4) 0.3817(3) 1.0640(5) 0.0686(14) Uani 1 1 d . . . . .
H13A H 0.488445 0.373462 1.152667 0.103 Uiso 1 1 calc R U . . .
H13B H 0.396513 0.372559 1.066164 0.103 Uiso 1 1 calc R U . . .
H13C H 0.474952 0.435949 1.035498 0.103 Uiso 1 1 calc R U . . .
C14 C 0.3180(2) 0.3688(2) 0.6963(3) 0.0317(7) Uani 1 1 d . . . . .
C15 C 0.2693(3) 0.5004(3) 0.7327(5) 0.0565(11) Uani 1 1 d D . . . .
H15A H 0.254563 0.544098 0.671210 0.068 Uiso 0.83(2) 1 calc R U P A 1
H15B H 0.211200 0.474770 0.759345 0.068 Uiso 0.83(2) 1 calc R U P A 1
H15C H 0.217407 0.513716 0.673573 0.068 Uiso 0.17(2) 1 calc R U P A 2
H15D H 0.243816 0.476449 0.814179 0.068 Uiso 0.17(2) 1 calc R U P A 2
C16X C 0.3147(7) 0.5304(9) 0.8460(15) 0.126(6) Uani 0.83(2) 1 d D . P A 1
H16A H 0.333248 0.486602 0.903275 0.189 Uiso 0.83(2) 1 calc R U P A 1
H16B H 0.273169 0.565379 0.894670 0.189 Uiso 0.83(2) 1 calc R U P A 1
H16C H 0.369121 0.560048 0.818332 0.189 Uiso 0.83(2) 1 calc R U P A 1
C16Y C 0.317(3) 0.570(2) 0.766(7) 0.126(6) Uani 0.17(2) 1 d D . P A 2
H16D H 0.274568 0.606751 0.810202 0.189 Uiso 0.17(2) 1 calc R U P A 2
H16E H 0.367374 0.557349 0.826234 0.189 Uiso 0.17(2) 1 calc R U P A 2
H16F H 0.340973 0.594605 0.685668 0.189 Uiso 0.17(2) 1 calc R U P A 2
C21 C 0.3652(2) 0.2126(2) 0.3345(4) 0.0367(8) Uani 1 1 d . . . . .
C22 C 0.2871(2) 0.2593(2) 0.3454(4) 0.0354(7) Uani 1 1 d . . . . .
C23 C 0.2333(3) 0.2765(3) 0.2345(4) 0.0484(9) Uani 1 1 d . . . . .
H23 H 0.179005 0.306990 0.242383 0.058 Uiso 1 1 calc R U . . .
C24 C 0.2615(3) 0.2476(3) 0.1126(5) 0.0578(12) Uani 1 1 d . . . . .
H24 H 0.227258 0.260163 0.035434 0.069 Uiso 1 1 calc R U . . .
C25 C 0.3394(3) 0.2006(3) 0.1018(4) 0.0584(12) Uani 1 1 d . . . . .
H25 H 0.356357 0.179713 0.018009 0.070 Uiso 1 1 calc R U . . .
C26 C 0.3922(3) 0.1841(3) 0.2124(4) 0.0482(10) Uani 1 1 d . . . . .
H26 H 0.446446 0.153450 0.204288 0.058 Uiso 1 1 calc R U . . .
C31 C 0.5843(2) 0.36455(19) 0.4080(3) 0.0270(6) Uani 1 1 d . . . . .
C32 C 0.6320(2) 0.3286(2) 0.3040(3) 0.0315(7) Uani 1 1 d . . . . .
H32 H 0.620932 0.274917 0.282807 0.038 Uiso 1 1 calc R U . . .
C33 C 0.6950(2) 0.3715(2) 0.2326(4) 0.0395(8) Uani 1 1 d . . . . .
H33 H 0.727099 0.347486 0.161303 0.047 Uiso 1 1 calc R U . . .
C34 C 0.7114(3) 0.4490(2) 0.2644(4) 0.0440(9) Uani 1 1 d . . . . .
C35 C 0.6656(3) 0.4858(2) 0.3670(4) 0.0442(9) Uani 1 1 d . . . . .
H35 H 0.677614 0.539402 0.388023 0.053 Uiso 1 1 calc R U . . .
C36 C 0.6022(2) 0.4431(2) 0.4381(4) 0.0365(8) Uani 1 1 d . . . . .
H36 H 0.570121 0.467651 0.508900 0.044 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C34 1.740(4) . ?
O1 C11 1.183(5) . ?
O2 C11 1.322(4) . ?
O2 C12 1.458(4) . ?
O3 C14 1.209(4) . ?
O4 C14 1.310(4) . ?
O4 C15 1.455(4) . ?
N1 C7 1.289(4) . ?
N1 C1 1.467(4) . ?
N2 C6 1.269(4) . ?
N2 C5 1.477(5) . ?
N3 C22 1.389(5) . ?
N3 C2 1.464(5) . ?
N3 H3N 0.91(2) . ?
C1 C14 1.534(5) . ?
C1 C11 1.548(4) . ?
C1 C2 1.557(4) . ?
C2 C3 1.561(5) . ?
C2 H2 1.0000 . ?
C3 C6 1.513(4) . ?
C3 C21 1.522(5) . ?
C3 C4 1.545(5) . ?
C4 C5 1.536(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.485(4) . ?
C7 C31 1.480(4) . ?
C12 C13 1.501(7) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 C16Y 1.41(3) . ?
C15 C16X 1.416(9) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 H15C 0.9900 . ?
C15 H15D 0.9900 . ?
C16X H16A 0.9800 . ?
C16X H16B 0.9800 . ?
C16X H16C 0.9800 . ?
C16Y H16D 0.9800 . ?
C16Y H16E 0.9800 . ?
C16Y H16F 0.9800 . ?
C21 C26 1.382(5) . ?
C21 C22 1.393(5) . ?
C22 C23 1.398(5) . ?
C23 C24 1.386(6) . ?
C23 H23 0.9500 . ?
C24 C25 1.392(7) . ?
C24 H24 0.9500 . ?
C25 C26 1.385(7) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C31 C36 1.391(5) . ?
C31 C32 1.399(5) . ?
C32 C33 1.375(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.375(6) . ?
C33 H33 0.9500 . ?
C34 C35 1.382(6) . ?
C35 C36 1.377(5) . ?
C35 H35 0.9500 . ?
C36 H36 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
C11 O2 C12 119.7(3) . . ?
C14 O4 C15 118.0(3) . . ?
C7 N1 C1 117.4(3) . . ?
C6 N2 C5 108.0(3) . . ?
C22 N3 C2 110.0(3) . . ?
C22 N3 H3N 118(3) . . ?
C2 N3 H3N 121(3) . . ?
N1 C1 C14 111.2(3) . . ?
N1 C1 C11 108.2(3) . . ?
C14 C1 C11 104.8(3) . . ?
N1 C1 C2 114.8(3) . . ?
C14 C1 C2 106.5(3) . . ?
C11 C1 C2 110.9(3) . . ?
N3 C2 C1 107.7(3) . . ?
N3 C2 C3 106.2(3) . . ?
C1 C2 C3 112.1(2) . . ?
N3 C2 H2 110.2 . . ?
C1 C2 H2 110.2 . . ?
C3 C2 H2 110.2 . . ?
C6 C3 C21 111.0(3) . . ?
C6 C3 C4 100.4(3) . . ?
C21 C3 C4 115.0(3) . . ?
C6 C3 C2 111.2(3) . . ?
C21 C3 C2 102.3(3) . . ?
C4 C3 C2 117.2(3) . . ?
C5 C4 C3 103.3(3) . . ?
C5 C4 H4A 111.1 . . ?
C3 C4 H4A 111.1 . . ?
C5 C4 H4B 111.1 . . ?
C3 C4 H4B 111.1 . . ?
H4A C4 H4B 109.1 . . ?
N2 C5 C4 107.1(3) . . ?
N2 C5 H5A 110.3 . . ?
C4 C5 H5A 110.3 . . ?
N2 C5 H5B 110.3 . . ?
C4 C5 H5B 110.3 . . ?
H5A C5 H5B 108.5 . . ?
N2 C6 C7 125.6(3) . . ?
N2 C6 C3 117.1(3) . . ?
C7 C6 C3 117.2(3) . . ?
N1 C7 C31 119.1(3) . . ?
N1 C7 C6 119.4(3) . . ?
C31 C7 C6 121.5(3) . . ?
O1 C11 O2 125.9(3) . . ?
O1 C11 C1 125.5(3) . . ?
O2 C11 C1 108.6(3) . . ?
O2 C12 C13 106.2(3) . . ?
O2 C12 H12A 110.5 . . ?
C13 C12 H12A 110.5 . . ?
O2 C12 H12B 110.5 . . ?
C13 C12 H12B 110.5 . . ?
H12A C12 H12B 108.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O3 C14 O4 125.4(3) . . ?
O3 C14 C1 120.7(3) . . ?
O4 C14 C1 113.9(3) . . ?
C16Y C15 O4 112(2) . . ?
C16X C15 O4 109.3(5) . . ?
C16X C15 H15A 109.8 . . ?
O4 C15 H15A 109.8 . . ?
C16X C15 H15B 109.8 . . ?
O4 C15 H15B 109.8 . . ?
H15A C15 H15B 108.3 . . ?
C16Y C15 H15C 109.2 . . ?
O4 C15 H15C 109.2 . . ?
C16Y C15 H15D 109.2 . . ?
O4 C15 H15D 109.2 . . ?
H15C C15 H15D 107.9 . . ?
C15 C16X H16A 109.5 . . ?
C15 C16X H16B 109.5 . . ?
H16A C16X H16B 109.5 . . ?
C15 C16X H16C 109.5 . . ?
H16A C16X H16C 109.5 . . ?
H16B C16X H16C 109.5 . . ?
C15 C16Y H16D 109.5 . . ?
C15 C16Y H16E 109.5 . . ?
H16D C16Y H16E 109.5 . . ?
C15 C16Y H16F 109.5 . . ?
H16D C16Y H16F 109.5 . . ?
H16E C16Y H16F 109.5 . . ?
C26 C21 C22 120.2(4) . . ?
C26 C21 C3 129.9(3) . . ?
C22 C21 C3 109.9(3) . . ?
N3 C22 C21 111.2(3) . . ?
N3 C22 C23 127.8(3) . . ?
C21 C22 C23 120.9(3) . . ?
C24 C23 C22 118.1(4) . . ?
C24 C23 H23 120.9 . . ?
C22 C23 H23 120.9 . . ?
C23 C24 C25 120.9(4) . . ?
C23 C24 H24 119.5 . . ?
C25 C24 H24 119.5 . . ?
C26 C25 C24 120.4(4) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C21 C26 C25 119.3(4) . . ?
C21 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C36 C31 C32 119.2(3) . . ?
C36 C31 C7 119.4(3) . . ?
C32 C31 C7 121.3(3) . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C34 C33 C32 120.0(3) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C33 C34 C35 121.5(3) . . ?
C33 C34 Cl1 119.7(3) . . ?
C35 C34 Cl1 118.8(3) . . ?
C36 C35 C34 118.6(4) . . ?
C36 C35 H35 120.7 . . ?
C34 C35 H35 120.7 . . ?
C35 C36 C31 121.0(3) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?

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
C7 N1 C1 C14 -166.5(3) . . . . ?
C7 N1 C1 C11 79.0(3) . . . . ?
C7 N1 C1 C2 -45.5(4) . . . . ?
C22 N3 C2 C1 126.3(3) . . . . ?
C22 N3 C2 C3 6.0(4) . . . . ?
N1 C1 C2 N3 -73.6(3) . . . . ?
C14 C1 C2 N3 49.9(3) . . . . ?
C11 C1 C2 N3 163.4(3) . . . . ?
N1 C1 C2 C3 42.9(4) . . . . ?
C14 C1 C2 C3 166.4(3) . . . . ?
C11 C1 C2 C3 -80.2(3) . . . . ?
N3 C2 C3 C6 114.9(3) . . . . ?
C1 C2 C3 C6 -2.4(4) . . . . ?
N3 C2 C3 C21 -3.6(3) . . . . ?
C1 C2 C3 C21 -121.0(3) . . . . ?
N3 C2 C3 C4 -130.3(3) . . . . ?
C1 C2 C3 C4 112.3(3) . . . . ?
C6 C3 C4 C5 -18.7(4) . . . . ?
C21 C3 C4 C5 100.5(4) . . . . ?
C2 C3 C4 C5 -139.3(3) . . . . ?
C6 N2 C5 C4 -11.1(5) . . . . ?
C3 C4 C5 N2 19.0(5) . . . . ?
C5 N2 C6 C7 173.7(3) . . . . ?
C5 N2 C6 C3 -2.3(4) . . . . ?
C21 C3 C6 N2 -107.9(4) . . . . ?
C4 C3 C6 N2 14.2(4) . . . . ?
C2 C3 C6 N2 139.0(3) . . . . ?
C21 C3 C6 C7 75.8(4) . . . . ?
C4 C3 C6 C7 -162.1(3) . . . . ?
C2 C3 C6 C7 -37.3(4) . . . . ?
C1 N1 C7 C31 -176.3(3) . . . . ?
C1 N1 C7 C6 3.6(4) . . . . ?
N2 C6 C7 N1 -135.8(3) . . . . ?
C3 C6 C7 N1 40.2(4) . . . . ?
N2 C6 C7 C31 44.1(5) . . . . ?
C3 C6 C7 C31 -139.9(3) . . . . ?
C12 O2 C11 O1 -6.8(6) . . . . ?
C12 O2 C11 C1 174.3(3) . . . . ?
N1 C1 C11 O1 -110.0(4) . . . . ?
C14 C1 C11 O1 131.4(4) . . . . ?
C2 C1 C11 O1 16.8(5) . . . . ?
N1 C1 C11 O2 68.9(3) . . . . ?
C14 C1 C11 O2 -49.7(3) . . . . ?
C2 C1 C11 O2 -164.3(3) . . . . ?
C11 O2 C12 C13 -139.4(4) . . . . ?
C15 O4 C14 O3 8.4(6) . . . . ?
C15 O4 C14 C1 -171.1(3) . . . . ?
N1 C1 C14 O3 178.8(3) . . . . ?
C11 C1 C14 O3 -64.5(4) . . . . ?
C2 C1 C14 O3 53.1(4) . . . . ?
N1 C1 C14 O4 -1.6(4) . . . . ?
C11 C1 C14 O4 115.0(3) . . . . ?
C2 C1 C14 O4 -127.4(3) . . . . ?
C14 O4 C15 C16Y 141(3) . . . . ?
C14 O4 C15 C16X 94.4(10) . . . . ?
C6 C3 C21 C26 62.0(5) . . . . ?
C4 C3 C21 C26 -51.1(5) . . . . ?
C2 C3 C21 C26 -179.3(4) . . . . ?
C6 C3 C21 C22 -118.6(3) . . . . ?
C4 C3 C21 C22 128.3(3) . . . . ?
C2 C3 C21 C22 0.1(4) . . . . ?
C2 N3 C22 C21 -6.2(4) . . . . ?
C2 N3 C22 C23 175.3(4) . . . . ?
C26 C21 C22 N3 -176.8(3) . . . . ?
C3 C21 C22 N3 3.7(4) . . . . ?
C26 C21 C22 C23 1.7(6) . . . . ?
C3 C21 C22 C23 -177.7(3) . . . . ?
N3 C22 C23 C24 176.3(4) . . . . ?
C21 C22 C23 C24 -1.9(6) . . . . ?
C22 C23 C24 C25 2.3(7) . . . . ?
C23 C24 C25 C26 -2.4(7) . . . . ?
C22 C21 C26 C25 -1.8(6) . . . . ?
C3 C21 C26 C25 177.6(4) . . . . ?
C24 C25 C26 C21 2.1(7) . . . . ?
N1 C7 C31 C36 12.3(5) . . . . ?
C6 C7 C31 C36 -167.5(3) . . . . ?
N1 C7 C31 C32 -165.7(3) . . . . ?
C6 C7 C31 C32 14.4(5) . . . . ?
C36 C31 C32 C33 -0.6(5) . . . . ?
C7 C31 C32 C33 177.5(3) . . . . ?
C31 C32 C33 C34 0.6(5) . . . . ?
C32 C33 C34 C35 -0.3(6) . . . . ?
C32 C33 C34 Cl1 179.0(3) . . . . ?
C33 C34 C35 C36 0.0(6) . . . . ?
Cl1 C34 C35 C36 -179.3(3) . . . . ?
C34 C35 C36 C31 0.1(6) . . . . ?
C32 C31 C36 C35 0.2(5) . . . . ?
C7 C31 C36 C35 -177.8(3) . . . . ?

_refine_diff_density_max         0.515
_refine_diff_density_min         -0.305
_refine_diff_density_rms         0.049



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM, CHCl3, PE'
