# Electronic Supplementary Material (ESI) for ChemComm.
# 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 
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data_m4278_0m
_database_code_depnum_ccdc_archive 'CCDC 2090942'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2021-06-19 deposited with the CCDC.	2021-08-16 downloaded from the CCDC.
;
_audit_creation_date             2020-09-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H26 Br N3 O7'
_chemical_formula_sum            'C26 H26 Br N3 O7'
_chemical_formula_weight         572.41
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   11.194(5)
_cell_length_b                   12.288(3)
_cell_length_c                   18.063(6)
_cell_angle_alpha                90
_cell_angle_beta                 95.088(14)
_cell_angle_gamma                90
_cell_volume                     2474.7(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9978
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.140
_cell_measurement_theta_min      2.813
_shelx_estimated_absorpt_T_max   0.821
_shelx_estimated_absorpt_T_min   0.715
_exptl_absorpt_coefficient_mu    1.714
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0866 before and 0.0600 after correction. The Ratio of minimum to maximum transmission is 0.8978. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            30412
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.233
_diffrn_ambient_temperature      149.99
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker AXS area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4318
_reflns_number_total             5059
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         5059
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0263
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0222P)²+1.3889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0566
_refine_ls_wR_factor_ref         0.0603
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C15(H15), C16(H16), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C13(H13A,H13B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C19(H19), C22(H22), C23(H23), C24(H24), C25(H25),
 C26(H26)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.02198(2) 0.35525(2) 0.43866(2) 0.02229(6) Uani 1 1 d . . . . .
C1 C 0.91144(16) 0.54149(14) 0.36629(10) 0.0179(4) Uani 1 1 d . . . . .
H1 H 0.9888 0.5553 0.3505 0.021 Uiso 1 1 calc R . . . .
C2 C 0.89131(16) 0.44972(14) 0.40843(10) 0.0191(4) Uani 1 1 d . . . . .
C3 C 0.77885(17) 0.42680(14) 0.43110(10) 0.0216(4) Uani 1 1 d . . . . .
H3 H 0.7671 0.3642 0.4604 0.026 Uiso 1 1 calc R . . . .
C4 C 0.68321(17) 0.49626(14) 0.41056(10) 0.0210(4) Uani 1 1 d . . . . .
H4 H 0.6052 0.4808 0.4247 0.025 Uiso 1 1 calc R . . . .
C5 C 0.70378(16) 0.58822(14) 0.36918(10) 0.0173(4) Uani 1 1 d . . . . .
C6 C 0.81698(16) 0.61303(13) 0.34737(9) 0.0167(4) Uani 1 1 d . . . . .
C7 C 0.83695(16) 0.72363(13) 0.31236(10) 0.0173(4) Uani 1 1 d . . . . .
H7 H 0.9013 0.7170 0.2776 0.021 Uiso 1 1 calc R . . . .
C8 C 0.77232(16) 0.87513(13) 0.38550(10) 0.0168(4) Uani 1 1 d . . . . .
C9 C 0.82786(17) 0.98622(14) 0.41046(10) 0.0198(4) Uani 1 1 d . . . . .
C10 C 0.8499(2) 1.11572(16) 0.50738(13) 0.0362(5) Uani 1 1 d . . . . .
H10A H 0.8180 1.1768 0.4758 0.043 Uiso 1 1 calc R . . . .
H10B H 0.9384 1.1155 0.5080 0.043 Uiso 1 1 calc R . . . .
C11 C 0.8135(2) 1.1279(2) 0.58426(14) 0.0490(7) Uani 1 1 d . . . . .
H11A H 0.7258 1.1304 0.5827 0.074 Uiso 1 1 calc GR . . . .
H11B H 0.8472 1.1954 0.6061 0.074 Uiso 1 1 calc GR . . . .
H11C H 0.8435 1.0658 0.6145 0.074 Uiso 1 1 calc GR . . . .
C12 C 0.70368(16) 0.83082(13) 0.44956(10) 0.0175(4) Uani 1 1 d . . . . .
C13 C 0.53101(18) 0.84774(15) 0.51606(11) 0.0244(4) Uani 1 1 d . . . . .
H13A H 0.4686 0.9033 0.5221 0.029 Uiso 1 1 calc R . . . .
H13B H 0.5879 0.8489 0.5612 0.029 Uiso 1 1 calc R . . . .
C14 C 0.47293(19) 0.73670(17) 0.50822(13) 0.0322(5) Uani 1 1 d . . . . .
H14A H 0.4189 0.7344 0.4625 0.048 Uiso 1 1 calc GR . . . .
H14B H 0.4272 0.7228 0.5511 0.048 Uiso 1 1 calc GR . . . .
H14C H 0.5351 0.6810 0.5060 0.048 Uiso 1 1 calc GR . . . .
C15 C 0.61595(16) 0.69567(14) 0.27362(10) 0.0187(4) Uani 1 1 d . . . . .
H15 H 0.6268 0.6313 0.2410 0.022 Uiso 1 1 calc R . . . .
C16 C 0.72232(16) 0.77230(13) 0.26974(10) 0.0179(4) Uani 1 1 d . . . . .
H16 H 0.7372 0.7838 0.2165 0.022 Uiso 1 1 calc R . . . .
C17 C 0.70406(16) 0.88445(13) 0.30683(10) 0.0174(4) Uani 1 1 d . . . . .
H17 H 0.7487 0.9390 0.2788 0.021 Uiso 1 1 calc R . . . .
C18 C 0.57457(17) 0.91709(14) 0.29755(10) 0.0195(4) Uani 1 1 d . . . . .
C19 C 0.48510(17) 0.85156(14) 0.26778(10) 0.0209(4) Uani 1 1 d . . . . .
H19 H 0.4070 0.8814 0.2582 0.025 Uiso 1 1 calc R . . . .
C20 C 0.40563(17) 0.67582(15) 0.21612(11) 0.0233(4) Uani 1 1 d . . . . .
H20A H 0.4317 0.6449 0.1696 0.028 Uiso 1 1 calc R . . . .
H20B H 0.3334 0.7206 0.2030 0.028 Uiso 1 1 calc R . . . .
C21 C 0.37353(17) 0.58347(15) 0.26675(10) 0.0224(4) Uani 1 1 d . . . . .
C22 C 0.29588(18) 0.60236(18) 0.32118(12) 0.0307(5) Uani 1 1 d . . . . .
H22 H 0.2616 0.6725 0.3258 0.037 Uiso 1 1 calc R . . . .
C23 C 0.2682(2) 0.5194(2) 0.36888(12) 0.0382(6) Uani 1 1 d . . . . .
H23 H 0.2153 0.5332 0.4062 0.046 Uiso 1 1 calc R . . . .
C24 C 0.3170(2) 0.41639(19) 0.36252(12) 0.0371(5) Uani 1 1 d . . . . .
H24 H 0.2976 0.3597 0.3952 0.045 Uiso 1 1 calc R . . . .
C25 C 0.39396(19) 0.39681(18) 0.30838(13) 0.0345(5) Uani 1 1 d . . . . .
H25 H 0.4275 0.3264 0.3037 0.041 Uiso 1 1 calc R . . . .
C26 C 0.42273(18) 0.48043(16) 0.26035(11) 0.0262(4) Uani 1 1 d . . . . .
H26 H 0.4760 0.4667 0.2233 0.031 Uiso 1 1 calc R . . . .
N1 N 0.87401(14) 0.80536(12) 0.37064(9) 0.0191(3) Uani 1 1 d . . . . .
H1A H 0.9010(18) 0.7755(17) 0.4103(12) 0.023(6) Uiso 1 1 d . . . . .
N2 N 0.50220(14) 0.74611(12) 0.25121(9) 0.0210(3) Uani 1 1 d . . . . .
N3 N 0.54510(15) 1.02622(12) 0.31385(9) 0.0240(4) Uani 1 1 d . . . . .
O1 O 0.60936(11) 0.65823(9) 0.34974(7) 0.0188(3) Uani 1 1 d . . . . .
O2 O 0.89170(12) 1.03891(10) 0.37391(8) 0.0277(3) Uani 1 1 d . . . . .
O3 O 0.80092(12) 1.01290(10) 0.47845(7) 0.0242(3) Uani 1 1 d . . . . .
O4 O 0.74893(12) 0.76693(10) 0.49478(7) 0.0222(3) Uani 1 1 d . . . . .
O5 O 0.59505(11) 0.87502(10) 0.45129(7) 0.0194(3) Uani 1 1 d . . . . .
O6 O 0.62865(13) 1.08638(10) 0.34019(7) 0.0275(3) Uani 1 1 d . . . . .
O7 O 0.44051(14) 1.06012(12) 0.30183(9) 0.0371(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C2 1.9088(19) . ?
C1 H1 0.9500 . ?
C1 C2 1.390(2) . ?
C1 C6 1.394(3) . ?
C2 C3 1.387(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(2) . ?
C5 C6 1.394(3) . ?
C5 O1 1.384(2) . ?
C6 C7 1.524(2) . ?
C7 H7 1.0000 . ?
C7 C16 1.556(3) . ?
C7 N1 1.487(2) . ?
C8 C9 1.550(2) . ?
C8 C12 1.544(2) . ?
C8 C17 1.557(3) . ?
C8 N1 1.469(2) . ?
C9 O2 1.204(2) . ?
C9 O3 1.331(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.489(3) . ?
C10 O3 1.456(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 O4 1.211(2) . ?
C12 O5 1.335(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.513(3) . ?
C13 O5 1.464(2) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15 1.0000 . ?
C15 C16 1.524(2) . ?
C15 N2 1.441(2) . ?
C15 O1 1.458(2) . ?
C16 H16 1.0000 . ?
C16 C17 1.554(2) . ?
C17 H17 1.0000 . ?
C17 C18 1.499(3) . ?
C18 C19 1.358(3) . ?
C18 N3 1.418(2) . ?
C19 H19 0.9500 . ?
C19 N2 1.347(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.520(3) . ?
C20 N2 1.481(2) . ?
C21 C22 1.388(3) . ?
C21 C26 1.390(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.388(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.387(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.381(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.401(3) . ?
C26 H26 0.9500 . ?
N1 H1A 0.84(2) . ?
N3 O6 1.252(2) . ?
N3 O7 1.244(2) . ?

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 C1 H1 120.3 . . ?
C2 C1 C6 119.31(17) . . ?
C6 C1 H1 120.3 . . ?
C1 C2 Br1 119.52(14) . . ?
C3 C2 Br1 118.99(13) . . ?
C3 C2 C1 121.46(17) . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.54(17) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.87(17) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 C6 121.99(16) . . ?
O1 C5 C4 118.97(16) . . ?
O1 C5 C6 119.04(15) . . ?
C1 C6 C7 121.88(16) . . ?
C5 C6 C1 118.79(16) . . ?
C5 C6 C7 118.88(15) . . ?
C6 C7 H7 109.2 . . ?
C6 C7 C16 113.78(14) . . ?
C16 C7 H7 109.2 . . ?
N1 C7 C6 110.53(14) . . ?
N1 C7 H7 109.2 . . ?
N1 C7 C16 104.88(14) . . ?
C9 C8 C17 110.63(14) . . ?
C12 C8 C9 107.82(14) . . ?
C12 C8 C17 118.26(15) . . ?
N1 C8 C9 105.66(14) . . ?
N1 C8 C12 112.11(14) . . ?
N1 C8 C17 101.63(14) . . ?
O2 C9 C8 123.80(17) . . ?
O2 C9 O3 124.58(17) . . ?
O3 C9 C8 111.54(14) . . ?
H10A C10 H10B 108.5 . . ?
C11 C10 H10A 110.3 . . ?
C11 C10 H10B 110.3 . . ?
O3 C10 H10A 110.3 . . ?
O3 C10 H10B 110.3 . . ?
O3 C10 C11 107.24(18) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O4 C12 C8 121.87(16) . . ?
O4 C12 O5 125.13(16) . . ?
O5 C12 C8 112.89(14) . . ?
H13A C13 H13B 108.0 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
O5 C13 H13A 109.3 . . ?
O5 C13 H13B 109.3 . . ?
O5 C13 C14 111.62(16) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 H15 109.0 . . ?
N2 C15 H15 109.0 . . ?
N2 C15 C16 113.30(15) . . ?
N2 C15 O1 106.46(14) . . ?
O1 C15 H15 109.0 . . ?
O1 C15 C16 110.08(14) . . ?
C7 C16 H16 109.2 . . ?
C15 C16 C7 110.67(14) . . ?
C15 C16 H16 109.2 . . ?
C15 C16 C17 113.25(15) . . ?
C17 C16 C7 105.17(14) . . ?
C17 C16 H16 109.2 . . ?
C8 C17 H17 106.6 . . ?
C16 C17 C8 104.82(14) . . ?
C16 C17 H17 106.6 . . ?
C18 C17 C8 120.88(15) . . ?
C18 C17 C16 110.61(15) . . ?
C18 C17 H17 106.6 . . ?
C19 C18 C17 123.87(16) . . ?
C19 C18 N3 117.77(17) . . ?
N3 C18 C17 118.05(16) . . ?
C18 C19 H19 118.5 . . ?
N2 C19 C18 122.95(17) . . ?
N2 C19 H19 118.5 . . ?
H20A C20 H20B 107.9 . . ?
C21 C20 H20A 109.1 . . ?
C21 C20 H20B 109.1 . . ?
N2 C20 H20A 109.1 . . ?
N2 C20 H20B 109.1 . . ?
N2 C20 C21 112.35(15) . . ?
C22 C21 C20 119.83(18) . . ?
C22 C21 C26 119.26(18) . . ?
C26 C21 C20 120.90(17) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.4(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.5(2) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.5(2) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.9 . . ?
C24 C25 C26 120.2(2) . . ?
C26 C25 H25 119.9 . . ?
C21 C26 C25 120.15(19) . . ?
C21 C26 H26 119.9 . . ?
C25 C26 H26 119.9 . . ?
C7 N1 H1A 111.5(14) . . ?
C8 N1 C7 110.58(14) . . ?
C8 N1 H1A 109.0(14) . . ?
C15 N2 C20 117.53(14) . . ?
C19 N2 C15 119.37(15) . . ?
C19 N2 C20 122.90(16) . . ?
O6 N3 C18 117.22(16) . . ?
O7 N3 C18 120.88(16) . . ?
O7 N3 O6 121.90(16) . . ?
C5 O1 C15 109.52(13) . . ?
C9 O3 C10 115.84(15) . . ?
C12 O5 C13 115.92(14) . . ?

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
Br1 C2 C3 C4 178.81(14) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C1 C6 C7 C16 158.88(16) . . . . ?
C1 C6 C7 N1 -83.4(2) . . . . ?
C2 C1 C6 C5 -2.2(3) . . . . ?
C2 C1 C6 C7 169.95(16) . . . . ?
C2 C3 C4 C5 -1.4(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C3 C4 C5 O1 -178.97(16) . . . . ?
C4 C5 C6 C1 1.6(3) . . . . ?
C4 C5 C6 C7 -170.78(16) . . . . ?
C4 C5 O1 C15 -139.72(16) . . . . ?
C5 C6 C7 C16 -29.0(2) . . . . ?
C5 C6 C7 N1 88.73(19) . . . . ?
C6 C1 C2 Br1 -176.94(13) . . . . ?
C6 C1 C2 C3 1.0(3) . . . . ?
C6 C5 O1 C15 41.1(2) . . . . ?
C6 C7 C16 C15 0.0(2) . . . . ?
C6 C7 C16 C17 122.68(15) . . . . ?
C6 C7 N1 C8 -101.64(17) . . . . ?
C7 C16 C17 C8 -22.31(17) . . . . ?
C7 C16 C17 C18 -154.12(14) . . . . ?
C8 C9 O3 C10 179.48(16) . . . . ?
C8 C12 O5 C13 -172.29(14) . . . . ?
C8 C17 C18 C19 -116.38(19) . . . . ?
C8 C17 C18 N3 70.2(2) . . . . ?
C9 C8 C12 O4 -95.70(19) . . . . ?
C9 C8 C12 O5 80.72(18) . . . . ?
C9 C8 C17 C16 146.17(14) . . . . ?
C9 C8 C17 C18 -88.21(19) . . . . ?
C9 C8 N1 C7 -150.58(14) . . . . ?
C11 C10 O3 C9 -177.89(18) . . . . ?
C12 C8 C9 O2 176.37(18) . . . . ?
C12 C8 C9 O3 -0.6(2) . . . . ?
C12 C8 C17 C16 -88.83(17) . . . . ?
C12 C8 C17 C18 36.8(2) . . . . ?
C12 C8 N1 C7 92.23(17) . . . . ?
C14 C13 O5 C12 -80.0(2) . . . . ?
C15 C16 C17 C8 98.66(17) . . . . ?
C15 C16 C17 C18 -33.1(2) . . . . ?
C16 C7 N1 C8 21.38(18) . . . . ?
C16 C15 N2 C19 -35.6(2) . . . . ?
C16 C15 N2 C20 149.38(16) . . . . ?
C16 C15 O1 C5 -70.11(17) . . . . ?
C16 C17 C18 C19 6.5(2) . . . . ?
C16 C17 C18 N3 -166.93(15) . . . . ?
C17 C8 C9 O2 -52.9(2) . . . . ?
C17 C8 C9 O3 130.17(16) . . . . ?
C17 C8 C12 O4 137.93(17) . . . . ?
C17 C8 C12 O5 -45.7(2) . . . . ?
C17 C8 N1 C7 -35.02(17) . . . . ?
C17 C18 C19 N2 7.6(3) . . . . ?
C17 C18 N3 O6 -5.1(2) . . . . ?
C17 C18 N3 O7 174.50(16) . . . . ?
C18 C19 N2 C15 7.6(3) . . . . ?
C18 C19 N2 C20 -177.62(17) . . . . ?
C19 C18 N3 O6 -178.91(16) . . . . ?
C19 C18 N3 O7 0.6(3) . . . . ?
C20 C21 C22 C23 -178.46(18) . . . . ?
C20 C21 C26 C25 178.77(18) . . . . ?
C21 C20 N2 C15 59.5(2) . . . . ?
C21 C20 N2 C19 -115.29(19) . . . . ?
C21 C22 C23 C24 -0.4(3) . . . . ?
C22 C21 C26 C25 0.0(3) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C26 0.2(3) . . . . ?
C24 C25 C26 C21 -0.3(3) . . . . ?
C26 C21 C22 C23 0.3(3) . . . . ?
N1 C7 C16 C15 -120.87(15) . . . . ?
N1 C7 C16 C17 1.78(17) . . . . ?
N1 C8 C9 O2 56.3(2) . . . . ?
N1 C8 C9 O3 -120.60(16) . . . . ?
N1 C8 C12 O4 20.2(2) . . . . ?
N1 C8 C12 O5 -163.40(14) . . . . ?
N1 C8 C17 C16 34.34(16) . . . . ?
N1 C8 C17 C18 159.96(15) . . . . ?
N2 C15 C16 C7 165.95(14) . . . . ?
N2 C15 C16 C17 48.1(2) . . . . ?
N2 C15 O1 C5 166.72(13) . . . . ?
N2 C20 C21 C22 82.1(2) . . . . ?
N2 C20 C21 C26 -96.7(2) . . . . ?
N3 C18 C19 N2 -178.89(16) . . . . ?
O1 C5 C6 C1 -179.19(15) . . . . ?
O1 C5 C6 C7 8.4(2) . . . . ?
O1 C15 C16 C7 46.88(18) . . . . ?
O1 C15 C16 C17 -70.93(18) . . . . ?
O1 C15 N2 C19 85.53(18) . . . . ?
O1 C15 N2 C20 -89.49(17) . . . . ?
O2 C9 O3 C10 2.6(3) . . . . ?
O4 C12 O5 C13 4.0(2) . . . . ?

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

data_hd_wql35
_database_code_depnum_ccdc_archive 'CCDC 2090944'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2021-06-19 deposited with the CCDC.	2021-08-16 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C27 H29 N3 O8'
_chemical_formula_sum            'C27 H29 N3 O8'
_chemical_formula_iupac          ?
_chemical_formula_weight         523.53

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0690(2)
_cell_length_b                   11.2404(3)
_cell_length_c                   27.7333(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.2810(10)
_cell_angle_gamma                90
_cell_volume                     2511.25(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9885
_cell_measurement_theta_min      3.1923
_cell_measurement_theta_max      72.2041
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'translucent light colourless'
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1104

_exptl_absorpt_coefficient_mu    0.860
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_T_max  0.97

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

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

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            29794
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         72.20
_diffrn_reflns_theta_full        72.20
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       34

_refine_special_details          
;
;

_reflns_number_total             4931
_reflns_number_gt                3978
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0696
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_gt          0.1257
_refine_ls_wR_factor_ref         0.1361
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_number_reflns         4931
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0548P)²+2.8489P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.307
_refine_diff_density_min         -0.740
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.52667(19) 0.55923(14) 0.70162(5) 0.0224(3) Uani d . . . 1 . .
N N1 0.8550(2) 0.35910(16) 0.58006(6) 0.0172(3) Uani d . . . 1 . .
O O2 0.6113(2) 0.66972(15) 0.64002(6) 0.0293(4) Uani d . . . 1 . .
N N2 0.3715(2) 0.39931(16) 0.64790(6) 0.0180(4) Uani d . . . 1 . .
O O3 0.2753(2) 0.27235(16) 0.71971(6) 0.0286(4) Uani d . . . 1 . .
H H1 0.292128 0.334082 0.703632 0.043 Uiso calc U . R 1 . .
N N3 0.6449(2) 0.62665(16) 0.53651(6) 0.0173(3) Uani d . . . 1 . .
O O4 0.7656(2) 0.67953(14) 0.52041(6) 0.0248(3) Uani d . . . 1 . .
O O5 0.50212(19) 0.66754(14) 0.53240(5) 0.0225(3) Uani d . . . 1 . .
O O6 0.74925(17) 0.38571(13) 0.65699(5) 0.0187(3) Uani d . . . 1 . .
O O7 0.18275(19) 0.53745(15) 0.56918(6) 0.0262(4) Uani d . . . 1 . .
C C1 0.0146(4) 0.7842(4) 0.65982(11) 0.0520(9) Uani d . . . 1 . .
H H28 0.026952 0.743909 0.691155 0.078 Uiso calc U . R 1 . .
H H27 -0.100262 0.811504 0.654197 0.078 Uiso calc U . R 1 . .
H H26 0.089737 0.852664 0.659731 0.078 Uiso calc U . R 1 . .
C C2 0.0543(4) 0.7033(3) 0.62245(10) 0.0528(9) Uani d . . . 1 . .
H H25 0.052409 0.745483 0.591088 0.063 Uiso calc U . R 1 . .
H H24 -0.028941 0.638564 0.619924 0.063 Uiso calc U . R 1 . .
C C3 0.2650(3) 0.5693(2) 0.60412(7) 0.0208(4) Uani d . . . 1 . .
C C4 0.4272(2) 0.50561(19) 0.62207(7) 0.0166(4) Uani d . . . 1 . .
C C5 0.5188(2) 0.45578(17) 0.57814(7) 0.0141(4) Uani d . . . 1 . .
H H23 0.434545 0.451198 0.550324 0.017 Uiso calc U . R 1 . .
C C6 0.6679(2) 0.51586(18) 0.55998(7) 0.0155(4) Uani d . . . 1 . .
C C7 0.8166(2) 0.46051(18) 0.55674(7) 0.0162(4) Uani d . . . 1 . .
H H18 0.896469 0.495196 0.537149 0.019 Uiso calc U . R 1 . .
C C8 0.9850(2) 0.27706(19) 0.56495(8) 0.0198(4) Uani d . . . 1 . .
H H13 1.058655 0.254412 0.593238 0.024 Uiso calc U . R 1 . .
H H12 1.053141 0.316632 0.541085 0.024 Uiso calc U . R 1 . .
O O8 0.2214(3) 0.65283(19) 0.63386(6) 0.0412(5) Uani d . . . 1 . .
C C9 0.9035(3) 0.16743(19) 0.54280(7) 0.0189(4) Uani d . . . 1 . .
C C10 0.7976(3) 0.1791(2) 0.50173(8) 0.0229(4) Uani d . . . 1 . .
H H16 0.784781 0.254414 0.486445 0.027 Uiso calc U . R 1 . .
C C11 0.7105(3) 0.0818(2) 0.48291(9) 0.0278(5) Uani d . . . 1 . .
H H15 0.63824 0.090686 0.45488 0.033 Uiso calc U . R 1 . .
C C12 0.7288(3) -0.0286(2) 0.50491(9) 0.0286(5) Uani d . . . 1 . .
H H2 0.668632 -0.095161 0.492079 0.034 Uiso calc U . R 1 . .
C C13 0.6449(3) 0.5643(3) 0.78212(9) 0.0350(6) Uani d . . . 1 . .
H H4 0.535194 0.564346 0.795556 0.053 Uiso calc U . R 1 . .
H H29 0.724706 0.604545 0.804548 0.053 Uiso calc U . R 1 . .
H H3 0.68084 0.48209 0.777281 0.053 Uiso calc U . R 1 . .
C C14 0.6357(3) 0.6286(2) 0.73447(8) 0.0312(5) Uani d . . . 1 . .
H H6 0.590439 0.709745 0.738333 0.037 Uiso calc U . R 1 . .
H H5 0.747505 0.635233 0.721784 0.037 Uiso calc U . R 1 . .
C C15 0.5333(3) 0.58825(19) 0.65512(7) 0.0186(4) Uani d . . . 1 . .
C C16 0.5607(2) 0.32683(17) 0.59310(7) 0.0150(4) Uani d . . . 1 . .
H H11 0.540458 0.271126 0.56527 0.018 Uiso calc U . R 1 . .
C C17 0.4392(2) 0.30468(19) 0.63154(7) 0.0177(4) Uani d . . . 1 . .
C C18 0.4153(2) 0.18712(19) 0.65304(7) 0.0183(4) Uani d . . . 1 . .
C C19 0.4742(3) 0.0835(2) 0.63156(8) 0.0215(4) Uani d . . . 1 . .
H H10 0.525919 0.089416 0.60172 0.026 Uiso calc U . R 1 . .
C C20 0.4588(3) -0.0269(2) 0.65285(8) 0.0252(5) Uani d . . . 1 . .
H H9 0.498651 -0.096345 0.637755 0.03 Uiso calc U . R 1 . .
C C21 0.3839(3) -0.0347(2) 0.69681(9) 0.0272(5) Uani d . . . 1 . .
H H7 0.373562 -0.110152 0.711799 0.033 Uiso calc U . R 1 . .
C C22 0.3244(3) 0.0654(2) 0.71892(8) 0.0263(5) Uani d . . . 1 . .
H H8 0.274411 0.05842 0.748974 0.032 Uiso calc U . R 1 . .
C C23 0.3376(3) 0.1771(2) 0.69717(8) 0.0215(4) Uani d . . . 1 . .
C C24 0.7399(2) 0.31613(18) 0.61447(7) 0.0163(4) Uani d . . . 1 . .
H H19 0.76513 0.231178 0.622691 0.02 Uiso calc U . R 1 . .
C C25 0.9216(3) 0.0562(2) 0.56463(8) 0.0231(4) Uani d . . . 1 . .
H H14 0.993637 0.047005 0.592687 0.028 Uiso calc U . R 1 . .
C C26 0.8347(3) -0.0415(2) 0.54557(9) 0.0271(5) Uani d . . . 1 . .
H H17 0.848091 -0.117233 0.560506 0.033 Uiso calc U . R 1 . .
C C27 0.9117(3) 0.3883(2) 0.68026(8) 0.0252(5) Uani d . . . 1 . .
H H20 0.952475 0.306809 0.684942 0.038 Uiso calc U . R 1 . .
H H21 0.907402 0.427738 0.711688 0.038 Uiso calc U . R 1 . .
H H22 0.986609 0.432298 0.66012 0.038 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C15 . 1.334(3) ?
O1 C14 . 1.456(3) ?
N1 C7 . 1.338(3) ?
N1 C24 . 1.452(3) ?
N1 C8 . 1.475(3) ?
O2 C15 . 1.200(3) ?
N2 C17 . 1.290(3) ?
N2 C4 . 1.476(3) ?
O3 C23 . 1.351(3) ?
O3 H1 . 0.84 ?
N3 O5 . 1.240(2) ?
N3 O4 . 1.245(2) ?
N3 C6 . 1.412(3) ?
O6 C24 . 1.413(2) ?
O6 C27 . 1.428(2) ?
O7 C3 . 1.198(3) ?
C1 C2 . 1.429(4) ?
C1 H28 . 0.98 ?
C1 H27 . 0.98 ?
C1 H26 . 0.98 ?
C2 O8 . 1.480(3) ?
C2 H25 . 0.99 ?
C2 H24 . 0.99 ?
C3 O8 . 1.311(3) ?
C3 C4 . 1.548(3) ?
C4 C15 . 1.532(3) ?
C4 C5 . 1.565(3) ?
C5 C6 . 1.492(3) ?
C5 C16 . 1.540(3) ?
C5 H23 . 1.0 ?
C6 C7 . 1.359(3) ?
C7 H18 . 0.95 ?
C8 C9 . 1.511(3) ?
C8 H13 . 0.99 ?
C8 H12 . 0.99 ?
C9 C10 . 1.390(3) ?
C9 C25 . 1.393(3) ?
C10 C11 . 1.386(3) ?
C10 H16 . 0.95 ?
C11 C12 . 1.386(4) ?
C11 H15 . 0.95 ?
C12 C26 . 1.383(4) ?
C12 H2 . 0.95 ?
C13 C14 . 1.504(4) ?
C13 H4 . 0.98 ?
C13 H29 . 0.98 ?
C13 H3 . 0.98 ?
C14 H6 . 0.99 ?
C14 H5 . 0.99 ?
C16 C17 . 1.510(3) ?
C16 C24 . 1.535(3) ?
C16 H11 . 1.0 ?
C17 C18 . 1.467(3) ?
C18 C19 . 1.403(3) ?
C18 C23 . 1.411(3) ?
C19 C20 . 1.384(3) ?
C19 H10 . 0.95 ?
C20 C21 . 1.395(3) ?
C20 H9 . 0.95 ?
C21 C22 . 1.380(4) ?
C21 H7 . 0.95 ?
C22 C23 . 1.400(3) ?
C22 H8 . 0.95 ?
C24 H19 . 1.0 ?
C25 C26 . 1.391(3) ?
C25 H14 . 0.95 ?
C26 H17 . 0.95 ?
C27 H20 . 0.98 ?
C27 H21 . 0.98 ?
C27 H22 . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C15 O1 C14 . . 114.69(18) ?
C7 N1 C24 . . 117.52(17) ?
C7 N1 C8 . . 122.94(17) ?
C24 N1 C8 . . 118.08(16) ?
C17 N2 C4 . . 110.49(17) ?
C23 O3 H1 . . 109.5 ?
O5 N3 O4 . . 122.13(18) ?
O5 N3 C6 . . 117.77(17) ?
O4 N3 C6 . . 120.10(17) ?
C24 O6 C27 . . 113.11(16) ?
C2 C1 H28 . . 109.5 ?
C2 C1 H27 . . 109.5 ?
H28 C1 H27 . . 109.5 ?
C2 C1 H26 . . 109.5 ?
H28 C1 H26 . . 109.5 ?
H27 C1 H26 . . 109.5 ?
C1 C2 O8 . . 109.2(2) ?
C1 C2 H25 . . 109.8 ?
O8 C2 H25 . . 109.8 ?
C1 C2 H24 . . 109.8 ?
O8 C2 H24 . . 109.8 ?
H25 C2 H24 . . 108.3 ?
O7 C3 O8 . . 124.5(2) ?
O7 C3 C4 . . 122.8(2) ?
O8 C3 C4 . . 112.42(18) ?
N2 C4 C15 . . 112.07(16) ?
N2 C4 C3 . . 104.79(16) ?
C15 C4 C3 . . 110.19(17) ?
N2 C4 C5 . . 104.98(16) ?
C15 C4 C5 . . 114.21(16) ?
C3 C4 C5 . . 110.08(15) ?
C6 C5 C16 . . 110.37(16) ?
C6 C5 C4 . . 121.80(17) ?
C16 C5 C4 . . 103.50(15) ?
C6 C5 H23 . . 106.8 ?
C16 C5 H23 . . 106.8 ?
C4 C5 H23 . . 106.8 ?
C7 C6 N3 . . 117.78(18) ?
C7 C6 C5 . . 123.17(18) ?
N3 C6 C5 . . 117.88(17) ?
N1 C7 C6 . . 122.59(18) ?
N1 C7 H18 . . 118.7 ?
C6 C7 H18 . . 118.7 ?
N1 C8 C9 . . 108.98(16) ?
N1 C8 H13 . . 109.9 ?
C9 C8 H13 . . 109.9 ?
N1 C8 H12 . . 109.9 ?
C9 C8 H12 . . 109.9 ?
H13 C8 H12 . . 108.3 ?
C3 O8 C2 . . 114.5(2) ?
C10 C9 C25 . . 119.0(2) ?
C10 C9 C8 . . 119.28(19) ?
C25 C9 C8 . . 121.54(19) ?
C11 C10 C9 . . 120.6(2) ?
C11 C10 H16 . . 119.7 ?
C9 C10 H16 . . 119.7 ?
C10 C11 C12 . . 120.1(2) ?
C10 C11 H15 . . 119.9 ?
C12 C11 H15 . . 119.9 ?
C26 C12 C11 . . 119.9(2) ?
C26 C12 H2 . . 120.1 ?
C11 C12 H2 . . 120.1 ?
C14 C13 H4 . . 109.5 ?
C14 C13 H29 . . 109.5 ?
H4 C13 H29 . . 109.5 ?
C14 C13 H3 . . 109.5 ?
H4 C13 H3 . . 109.5 ?
H29 C13 H3 . . 109.5 ?
O1 C14 C13 . . 106.8(2) ?
O1 C14 H6 . . 110.4 ?
C13 C14 H6 . . 110.4 ?
O1 C14 H5 . . 110.4 ?
C13 C14 H5 . . 110.4 ?
H6 C14 H5 . . 108.6 ?
O2 C15 O1 . . 125.07(19) ?
O2 C15 C4 . . 122.71(18) ?
O1 C15 C4 . . 112.22(18) ?
C17 C16 C24 . . 110.45(16) ?
C17 C16 C5 . . 101.77(15) ?
C24 C16 C5 . . 111.42(16) ?
C17 C16 H11 . . 111.0 ?
C24 C16 H11 . . 111.0 ?
C5 C16 H11 . . 111.0 ?
N2 C17 C18 . . 122.10(18) ?
N2 C17 C16 . . 114.68(18) ?
C18 C17 C16 . . 122.79(18) ?
C19 C18 C23 . . 118.7(2) ?
C19 C18 C17 . . 121.26(18) ?
C23 C18 C17 . . 120.0(2) ?
C20 C19 C18 . . 121.5(2) ?
C20 C19 H10 . . 119.3 ?
C18 C19 H10 . . 119.3 ?
C19 C20 C21 . . 118.9(2) ?
C19 C20 H9 . . 120.5 ?
C21 C20 H9 . . 120.5 ?
C22 C21 C20 . . 121.1(2) ?
C22 C21 H7 . . 119.5 ?
C20 C21 H7 . . 119.5 ?
C21 C22 C23 . . 120.2(2) ?
C21 C22 H8 . . 119.9 ?
C23 C22 H8 . . 119.9 ?
O3 C23 C22 . . 118.17(19) ?
O3 C23 C18 . . 122.2(2) ?
C22 C23 C18 . . 119.6(2) ?
O6 C24 N1 . . 111.02(16) ?
O6 C24 C16 . . 106.44(15) ?
N1 C24 C16 . . 110.10(16) ?
O6 C24 H19 . . 109.7 ?
N1 C24 H19 . . 109.7 ?
C16 C24 H19 . . 109.7 ?
C26 C25 C9 . . 120.4(2) ?
C26 C25 H14 . . 119.8 ?
C9 C25 H14 . . 119.8 ?
C12 C26 C25 . . 120.1(2) ?
C12 C26 H17 . . 120.0 ?
C25 C26 H17 . . 120.0 ?
O6 C27 H20 . . 109.5 ?
O6 C27 H21 . . 109.5 ?
H20 C27 H21 . . 109.5 ?
O6 C27 H22 . . 109.5 ?
H20 C27 H22 . . 109.5 ?
H21 C27 H22 . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C17 N2 C4 C15 . . . . -113.43(19) ?
C17 N2 C4 C3 . . . . 127.08(18) ?
C17 N2 C4 C5 . . . . 11.1(2) ?
O7 C3 C4 N2 . . . . -78.8(2) ?
O8 C3 C4 N2 . . . . 94.9(2) ?
O7 C3 C4 C15 . . . . 160.4(2) ?
O8 C3 C4 C15 . . . . -25.8(3) ?
O7 C3 C4 C5 . . . . 33.6(3) ?
O8 C3 C4 C5 . . . . -152.64(19) ?
N2 C4 C5 C6 . . . . -144.39(18) ?
C15 C4 C5 C6 . . . . -21.2(3) ?
C3 C4 C5 C6 . . . . 103.3(2) ?
N2 C4 C5 C16 . . . . -19.64(18) ?
C15 C4 C5 C16 . . . . 103.52(18) ?
C3 C4 C5 C16 . . . . -131.92(17) ?
O5 N3 C6 C7 . . . . 168.07(18) ?
O4 N3 C6 C7 . . . . -11.4(3) ?
O5 N3 C6 C5 . . . . 0.0(3) ?
O4 N3 C6 C5 . . . . -179.40(17) ?
C16 C5 C6 C7 . . . . 1.2(3) ?
C4 C5 C6 C7 . . . . 122.8(2) ?
C16 C5 C6 N3 . . . . 168.59(16) ?
C4 C5 C6 N3 . . . . -69.9(2) ?
C24 N1 C7 C6 . . . . -7.7(3) ?
C8 N1 C7 C6 . . . . 158.25(19) ?
N3 C6 C7 N1 . . . . 175.73(18) ?
C5 C6 C7 N1 . . . . -16.9(3) ?
C7 N1 C8 C9 . . . . -107.5(2) ?
C24 N1 C8 C9 . . . . 58.4(2) ?
O7 C3 O8 C2 . . . . 2.9(4) ?
C4 C3 O8 C2 . . . . -170.8(2) ?
C1 C2 O8 C3 . . . . 174.3(3) ?
N1 C8 C9 C10 . . . . 61.1(2) ?
N1 C8 C9 C25 . . . . -113.9(2) ?
C25 C9 C10 C11 . . . . 0.4(3) ?
C8 C9 C10 C11 . . . . -174.7(2) ?
C9 C10 C11 C12 . . . . -0.2(3) ?
C10 C11 C12 C26 . . . . -0.3(4) ?
C15 O1 C14 C13 . . . . -165.71(19) ?
C14 O1 C15 O2 . . . . -5.3(3) ?
C14 O1 C15 C4 . . . . 175.25(18) ?
N2 C4 C15 O2 . . . . 168.5(2) ?
C3 C4 C15 O2 . . . . -75.2(3) ?
C5 C4 C15 O2 . . . . 49.3(3) ?
N2 C4 C15 O1 . . . . -12.0(2) ?
C3 C4 C15 O1 . . . . 104.23(19) ?
C5 C4 C15 O1 . . . . -131.27(18) ?
C6 C5 C16 C17 . . . . 152.05(16) ?
C4 C5 C16 C17 . . . . 20.19(18) ?
C6 C5 C16 C24 . . . . 34.3(2) ?
C4 C5 C16 C24 . . . . -97.53(17) ?
C4 N2 C17 C18 . . . . 175.50(17) ?
C4 N2 C17 C16 . . . . 2.8(2) ?
C24 C16 C17 N2 . . . . 103.0(2) ?
C5 C16 C17 N2 . . . . -15.4(2) ?
C24 C16 C17 C18 . . . . -69.7(2) ?
C5 C16 C17 C18 . . . . 171.91(17) ?
N2 C17 C18 C19 . . . . 172.74(19) ?
C16 C17 C18 C19 . . . . -15.1(3) ?
N2 C17 C18 C23 . . . . -9.9(3) ?
C16 C17 C18 C23 . . . . 162.27(19) ?
C23 C18 C19 C20 . . . . -0.5(3) ?
C17 C18 C19 C20 . . . . 177.0(2) ?
C18 C19 C20 C21 . . . . -0.4(3) ?
C19 C20 C21 C22 . . . . 0.5(3) ?
C20 C21 C22 C23 . . . . 0.4(3) ?
C21 C22 C23 O3 . . . . 178.9(2) ?
C21 C22 C23 C18 . . . . -1.4(3) ?
C19 C18 C23 O3 . . . . -178.93(19) ?
C17 C18 C23 O3 . . . . 3.6(3) ?
C19 C18 C23 C22 . . . . 1.4(3) ?
C17 C18 C23 C22 . . . . -176.09(19) ?
C27 O6 C24 N1 . . . . -57.9(2) ?
C27 O6 C24 C16 . . . . -177.76(16) ?
C7 N1 C24 O6 . . . . -73.6(2) ?
C8 N1 C24 O6 . . . . 119.77(19) ?
C7 N1 C24 C16 . . . . 44.0(2) ?
C8 N1 C24 C16 . . . . -122.62(18) ?
C17 C16 C24 O6 . . . . -48.9(2) ?
C5 C16 C24 O6 . . . . 63.46(19) ?
C17 C16 C24 N1 . . . . -169.30(16) ?
C5 C16 C24 N1 . . . . -57.0(2) ?
C10 C9 C25 C26 . . . . -0.1(3) ?
C8 C9 C25 C26 . . . . 174.9(2) ?
C11 C12 C26 C25 . . . . 0.6(4) ?
C9 C25 C26 C12 . . . . -0.4(3) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H1 N2 . 0.84 1.86 2.604(2) 147.3 ?
C5 H23 N3 3_666 1.00 2.61 3.498(2) 148.2 ?
C5 H23 O7 . 1.00 2.34 2.860(2) 111.5 ?
C7 H18 O7 1_655 0.95 2.47 3.079(2) 121.6 ?
C8 H12 O4 3_766 0.99 2.31 3.231(3) 154.4 ?

####################################################################### 
# 
# 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_2109
_database_code_depnum_ccdc_archive 'CCDC 2093113'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2021-06-29 deposited with the CCDC.	2021-08-16 downloaded from the CCDC.
;
_audit_creation_date             2021-06-29
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, C30 H25 N3 O6'
_chemical_formula_sum            'C31 H26 Cl3 N3 O6'
_chemical_formula_weight         642.90
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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                   8.9528(3)
_cell_length_b                   12.4499(5)
_cell_length_c                   26.0558(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2904.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2529
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.3600
_cell_measurement_theta_min      3.9040
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.287
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63701
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_unetI/netI     0.0819
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            7183
_diffrn_reflns_point_group_measured_fraction_full 0.882
_diffrn_reflns_point_group_measured_fraction_max 0.842
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.901
_diffrn_reflns_theta_min         3.935
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00  80.00   1.00    1.50    --   41.11  38.00 -90.00   38
  2  ω    135.00 172.00   1.00    3.00    --  107.58 125.00-150.00   37
  3  ω     56.00 175.00   1.00    3.00    --  107.58  15.00 -60.00  119
  4  ω     91.00 117.00   1.00    3.00    --  107.58 -45.00  90.00   26
  5  ω     39.00 122.00   1.00    3.00    --  107.58-125.00  30.00   83
  6  ω     34.00  77.00   1.00    1.50    --   41.11 -99.00   0.00   43
  7  ω   -113.00 -45.00   1.00    1.50    --  -41.11 -57.00-180.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0154667000
_diffrn_orient_matrix_UB_12      -0.1055389000
_diffrn_orient_matrix_UB_13      -0.0302972000
_diffrn_orient_matrix_UB_21      -0.0061738000
_diffrn_orient_matrix_UB_22      0.0641513000
_diffrn_orient_matrix_UB_23      -0.0505218000
_diffrn_orient_matrix_UB_31      0.1714777000
_diffrn_orient_matrix_UB_32      -0.0067643000
_diffrn_orient_matrix_UB_33      -0.0045392000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.527
_reflns_Friedel_fraction_full    0.728
_reflns_Friedel_fraction_max     0.671
_reflns_number_gt                4290
_reflns_number_total             4952
_reflns_odcompleteness_completeness 99.83
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details 
;
 Flack x determined using 1250 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         4952
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0721
_refine_ls_R_factor_gt           0.0624
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0770P)²+1.3590P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1571
_refine_ls_wR_factor_ref         0.1694
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 Cl2, C30
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C28B, C32
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Cl2 \\sim C30: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
C28B \\sim C32: within 2A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 2A
Uanis(C28B) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
4. Rigid body (RIGU) restrains
 O5, C28, H28A, H28B, C29, H29A, H29B, H29C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O5, C28B, C32, H32A, H32B, H32C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O5, C28B, C32
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O5, C28, C29
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C28B)=Sof(H28C)=Sof(H28D)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)=1-FVAR(1)
 Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(C29)=Sof(H29A)=Sof(H29B)=Sof(H29C)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C30(H30), C9(H9), C10(H10), C11(H11), C33(H33)
6.b Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C28(H28A,H28B), C28B(H28C,H28D)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16), C17(H17),
 C19(H19), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
6.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C32(H32A,H32B,H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl -0.2059(2) 0.26417(18) 0.74832(7) 0.0645(6) Uani 1 1 d . . . . .
Cl2 Cl -0.0904(5) 0.4733(2) 0.77057(9) 0.1047(10) Uani 1 1 d . U . . .
Cl3 Cl 0.0810(2) 0.3256(2) 0.70897(8) 0.0837(8) Uani 1 1 d . . . . .
C30 C -0.0968(14) 0.3699(7) 0.7251(3) 0.0842(19) Uani 1 1 d . U . . .
H30 H -0.144416 0.397908 0.694009 0.101 Uiso 1 1 calc R U . . .
O1 O 0.3929(5) 0.1961(3) 0.64319(18) 0.0456(10) Uani 1 1 d . . . . .
O2 O 0.2704(4) 0.2311(3) 0.54158(17) 0.0393(9) Uani 1 1 d . . . . .
O3 O 0.1171(4) 0.3573(3) 0.51843(16) 0.0366(9) Uani 1 1 d . . . . .
O4 O 0.3438(4) 0.4487(4) 0.63819(16) 0.0418(10) Uani 1 1 d . . . . .
O5 O 0.5570(5) 0.4445(5) 0.68334(19) 0.0600(14) Uani 1 1 d . . . . .
O6 O 0.5873(4) 0.6028(3) 0.58323(13) 0.0271(7) Uani 1 1 d . . . . .
N1 N 0.7113(4) 0.3457(3) 0.60723(15) 0.0244(8) Uani 1 1 d . . . . .
N2 N 0.2441(4) 0.3266(3) 0.53076(18) 0.0293(9) Uani 1 1 d . . . . .
N3 N 0.4433(4) 0.5762(3) 0.51025(17) 0.0250(8) Uani 1 1 d . . . . .
C1 C 0.6519(6) 0.1682(4) 0.6226(2) 0.0311(11) Uani 1 1 d . . . . .
C2 C 0.6851(8) 0.0589(4) 0.6312(2) 0.0425(14) Uani 1 1 d . . . . .
H2 H 0.610480 0.011289 0.641111 0.051 Uiso 1 1 calc R U . . .
C3 C 0.8293(8) 0.0240(5) 0.6247(3) 0.0489(16) Uani 1 1 d . . . . .
H3 H 0.853332 -0.047599 0.630539 0.059 Uiso 1 1 calc R U . . .
C4 C 0.9406(7) 0.0971(5) 0.6093(2) 0.0418(14) Uani 1 1 d . . . . .
H4 H 1.037222 0.071853 0.604203 0.050 Uiso 1 1 calc R U . . .
C5 C 0.9116(6) 0.2050(4) 0.6015(2) 0.0341(11) Uani 1 1 d . . . . .
H5 H 0.986822 0.252103 0.591592 0.041 Uiso 1 1 calc R U . . .
C6 C 0.7651(6) 0.2406(4) 0.60909(18) 0.0263(10) Uani 1 1 d . . . . .
C7 C 0.5476(5) 0.3424(4) 0.6074(2) 0.0252(10) Uani 1 1 d . . . . .
C8 C 0.5109(6) 0.2256(4) 0.6265(2) 0.0316(11) Uani 1 1 d . . . . .
C9 C 0.5128(5) 0.3618(4) 0.54917(19) 0.0235(9) Uani 1 1 d . . . . .
H9 H 0.530956 0.293728 0.531366 0.028 Uiso 1 1 calc R U . . .
C10 C 0.6360(5) 0.4411(4) 0.53142(18) 0.0219(9) Uani 1 1 d . . . . .
H10 H 0.666458 0.421885 0.496489 0.026 Uiso 1 1 calc R U . . .
C11 C 0.7687(5) 0.4218(4) 0.56788(19) 0.0239(9) Uani 1 1 d . . . . .
H11 H 0.850160 0.387532 0.548818 0.029 Uiso 1 1 calc R U . . .
C12 C 0.8272(5) 0.5207(4) 0.59447(18) 0.0245(10) Uani 1 1 d . . . . .
C13 C 0.7307(5) 0.6074(4) 0.60285(19) 0.0255(10) Uani 1 1 d . . . . .
C14 C 0.7730(6) 0.6952(4) 0.6315(2) 0.0327(11) Uani 1 1 d . . . . .
H14 H 0.707138 0.751954 0.636548 0.039 Uiso 1 1 calc R U . . .
C15 C 0.9147(7) 0.6978(4) 0.6526(2) 0.0349(12) Uani 1 1 d . . . . .
H15 H 0.943434 0.756066 0.672602 0.042 Uiso 1 1 calc R U . . .
C16 C 1.0140(6) 0.6146(4) 0.6441(2) 0.0340(12) Uani 1 1 d . . . . .
H16 H 1.109460 0.617177 0.658130 0.041 Uiso 1 1 calc R U . . .
C17 C 0.9702(6) 0.5272(4) 0.61462(19) 0.0267(10) Uani 1 1 d . . . . .
H17 H 1.037994 0.472181 0.608272 0.032 Uiso 1 1 calc R U . . .
C18 C 0.3634(5) 0.4004(4) 0.53256(19) 0.0250(10) Uani 1 1 d . . . . .
C19 C 0.3377(5) 0.4986(4) 0.51274(19) 0.0267(10) Uani 1 1 d . . . . .
H19 H 0.242819 0.513753 0.500159 0.032 Uiso 1 1 calc R U . . .
C20 C 0.4092(6) 0.6812(4) 0.4876(2) 0.0301(10) Uani 1 1 d . . . . .
H20A H 0.319099 0.674799 0.467144 0.036 Uiso 1 1 calc R U . . .
H20B H 0.489963 0.701163 0.464694 0.036 Uiso 1 1 calc R U . . .
C21 C 0.3876(5) 0.7692(4) 0.52615(19) 0.0259(10) Uani 1 1 d . . . . .
C22 C 0.3003(6) 0.7549(4) 0.5699(2) 0.0320(11) Uani 1 1 d . . . . .
H22 H 0.260105 0.687626 0.576831 0.038 Uiso 1 1 calc R U . . .
C23 C 0.2726(6) 0.8391(5) 0.6031(2) 0.0352(12) Uani 1 1 d . . . . .
H23 H 0.213798 0.828194 0.632031 0.042 Uiso 1 1 calc R U . . .
C24 C 0.3323(6) 0.9402(5) 0.5932(2) 0.0376(12) Uani 1 1 d . . . . .
H24 H 0.312983 0.997057 0.615427 0.045 Uiso 1 1 calc R U . . .
C25 C 0.4209(6) 0.9558(4) 0.5502(2) 0.0361(12) Uani 1 1 d . . . . .
H25 H 0.461162 1.023195 0.543377 0.043 Uiso 1 1 calc R U . . .
C26 C 0.4490(6) 0.8710(4) 0.5176(2) 0.0304(11) Uani 1 1 d . . . . .
H26 H 0.510272 0.881664 0.489262 0.037 Uiso 1 1 calc R U . . .
C27 C 0.4701(6) 0.4205(4) 0.6438(2) 0.0308(11) Uani 1 1 d . . . . .
C28 C 0.4834(13) 0.4915(12) 0.7296(5) 0.064(3) Uani 0.714(18) 1 d . . P A 1
H28A H 0.376578 0.478387 0.729067 0.076 Uiso 0.714(18) 1 calc R U P A 1
H28B H 0.524790 0.461311 0.760867 0.076 Uiso 0.714(18) 1 calc R U P A 1
C28B C 0.486(3) 0.546(2) 0.7094(11) 0.046(4) Uani 0.286(18) 1 d . U P A 2
H28C H 0.478665 0.604998 0.685432 0.055 Uiso 0.286(18) 1 calc R U P A 2
H28D H 0.388196 0.529733 0.723173 0.055 Uiso 0.286(18) 1 calc R U P A 2
C29 C 0.515(2) 0.6056(13) 0.7261(6) 0.090(5) Uani 0.714(18) 1 d . . P A 1
H29A H 0.449857 0.637980 0.701328 0.135 Uiso 0.714(18) 1 calc R U P A 1
H29B H 0.617065 0.615820 0.715716 0.135 Uiso 0.714(18) 1 calc R U P A 1
H29C H 0.499655 0.638573 0.759009 0.135 Uiso 0.714(18) 1 calc R U P A 1
C32 C 0.593(3) 0.569(2) 0.7500(10) 0.051(4) Uani 0.286(18) 1 d . U P A 2
H32A H 0.646589 0.633133 0.741781 0.077 Uiso 0.286(18) 1 calc R U P A 2
H32B H 0.661373 0.509984 0.753256 0.077 Uiso 0.286(18) 1 calc R U P A 2
H32C H 0.540126 0.578472 0.781776 0.077 Uiso 0.286(18) 1 calc R U P A 2
C33 C 0.5889(5) 0.5596(4) 0.53194(18) 0.0240(9) Uani 1 1 d . . . . .
H33 H 0.661301 0.600534 0.511628 0.029 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 C30 1.747(9) . ?
Cl2 C30 1.751(9) . ?
Cl3 C30 1.736(13) . ?
C30 H30 0.9800 . ?
O1 C8 1.200(7) . ?
O2 N2 1.245(6) . ?
O3 N2 1.242(6) . ?
O4 C27 1.192(7) . ?
O5 C27 1.324(7) . ?
O5 C28 1.494(11) . ?
O5 C28B 1.56(3) . ?
O6 C13 1.383(6) . ?
O6 C33 1.441(6) . ?
N1 C6 1.395(6) . ?
N1 C7 1.466(6) . ?
N1 C11 1.487(6) . ?
N2 C18 1.409(6) . ?
N3 C19 1.353(6) . ?
N3 C20 1.466(6) . ?
N3 C33 1.436(6) . ?
C1 C2 1.411(7) . ?
C1 C6 1.401(7) . ?
C1 C8 1.455(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.408(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.399(8) . ?
C7 C8 1.572(7) . ?
C7 C9 1.567(7) . ?
C7 C27 1.527(7) . ?
C9 H9 0.9800 . ?
C9 C10 1.551(6) . ?
C9 C18 1.485(6) . ?
C10 H10 0.9800 . ?
C10 C11 1.540(6) . ?
C10 C33 1.534(6) . ?
C11 H11 0.9800 . ?
C11 C12 1.507(7) . ?
C12 C13 1.400(7) . ?
C12 C17 1.386(7) . ?
C13 C14 1.376(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.383(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.382(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.389(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.347(7) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.499(7) . ?
C21 C22 1.393(7) . ?
C21 C26 1.399(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.381(8) . ?
C23 H23 0.9300 . ?
C23 C24 1.391(8) . ?
C24 H24 0.9300 . ?
C24 C25 1.387(9) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(8) . ?
C26 H26 0.9300 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.45(2) . ?
C28B H28C 0.9700 . ?
C28B H28D 0.9700 . ?
C28B C32 1.45(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33 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
Cl1 C30 Cl2 109.8(5) . . ?
Cl1 C30 H30 108.2 . . ?
Cl2 C30 H30 108.2 . . ?
Cl3 C30 Cl1 111.0(6) . . ?
Cl3 C30 Cl2 111.5(6) . . ?
Cl3 C30 H30 108.2 . . ?
C27 O5 C28 117.1(6) . . ?
C27 O5 C28B 106.3(11) . . ?
C13 O6 C33 110.4(4) . . ?
C6 N1 C7 108.6(4) . . ?
C6 N1 C11 120.1(4) . . ?
C7 N1 C11 111.4(4) . . ?
O2 N2 C18 118.2(4) . . ?
O3 N2 O2 121.7(4) . . ?
O3 N2 C18 120.1(4) . . ?
C19 N3 C20 120.7(4) . . ?
C19 N3 C33 120.8(4) . . ?
C33 N3 C20 118.4(4) . . ?
C2 C1 C8 130.2(5) . . ?
C6 C1 C2 120.5(5) . . ?
C6 C1 C8 109.2(4) . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 118.9(6) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 118.8 . . ?
C5 C4 C3 122.4(6) . . ?
C5 C4 H4 118.8 . . ?
C4 C5 H5 121.2 . . ?
C4 C5 C6 117.6(6) . . ?
C6 C5 H5 121.2 . . ?
N1 C6 C1 111.3(4) . . ?
N1 C6 C5 128.1(5) . . ?
C5 C6 C1 120.6(5) . . ?
N1 C7 C8 103.6(4) . . ?
N1 C7 C9 101.1(4) . . ?
N1 C7 C27 116.0(4) . . ?
C9 C7 C8 114.1(4) . . ?
C27 C7 C8 107.2(4) . . ?
C27 C7 C9 114.4(4) . . ?
O1 C8 C1 129.8(5) . . ?
O1 C8 C7 125.6(5) . . ?
C1 C8 C7 104.5(4) . . ?
C7 C9 H9 106.9 . . ?
C10 C9 C7 104.2(4) . . ?
C10 C9 H9 106.9 . . ?
C18 C9 C7 120.7(4) . . ?
C18 C9 H9 106.9 . . ?
C18 C9 C10 110.4(4) . . ?
C9 C10 H10 108.6 . . ?
C11 C10 C9 105.4(4) . . ?
C11 C10 H10 108.6 . . ?
C33 C10 C9 114.5(4) . . ?
C33 C10 H10 108.6 . . ?
C33 C10 C11 110.9(4) . . ?
N1 C11 C10 105.0(4) . . ?
N1 C11 H11 109.2 . . ?
N1 C11 C12 108.9(4) . . ?
C10 C11 H11 109.2 . . ?
C12 C11 C10 115.1(4) . . ?
C12 C11 H11 109.2 . . ?
C13 C12 C11 119.1(4) . . ?
C17 C12 C11 122.9(4) . . ?
C17 C12 C13 117.8(5) . . ?
O6 C13 C12 118.9(4) . . ?
C14 C13 O6 119.2(5) . . ?
C14 C13 C12 121.8(5) . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.1(5) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(5) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 C17 119.6(5) . . ?
C17 C16 H16 120.2 . . ?
C12 C17 C16 121.1(5) . . ?
C12 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
N2 C18 C9 118.8(4) . . ?
C19 C18 N2 116.7(4) . . ?
C19 C18 C9 124.0(4) . . ?
N3 C19 H19 118.4 . . ?
C18 C19 N3 123.2(4) . . ?
C18 C19 H19 118.4 . . ?
N3 C20 H20A 108.7 . . ?
N3 C20 H20B 108.7 . . ?
N3 C20 C21 114.1(4) . . ?
H20A C20 H20B 107.6 . . ?
C21 C20 H20A 108.7 . . ?
C21 C20 H20B 108.7 . . ?
C22 C21 C20 121.8(5) . . ?
C22 C21 C26 117.7(5) . . ?
C26 C21 C20 120.3(5) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.1(5) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.1(5) . . ?
C24 C23 H23 119.9 . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.7(5) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.7(5) . . ?
C26 C25 H25 120.2 . . ?
C21 C26 H26 119.2 . . ?
C25 C26 C21 121.7(5) . . ?
C25 C26 H26 119.2 . . ?
O4 C27 O5 125.9(5) . . ?
O4 C27 C7 122.8(5) . . ?
O5 C27 C7 111.1(4) . . ?
O5 C28 H28A 110.9 . . ?
O5 C28 H28B 110.9 . . ?
H28A C28 H28B 108.9 . . ?
C29 C28 O5 104.2(12) . . ?
C29 C28 H28A 110.9 . . ?
C29 C28 H28B 110.9 . . ?
O5 C28B H28C 111.3 . . ?
O5 C28B H28D 111.3 . . ?
H28C C28B H28D 109.2 . . ?
C32 C28B O5 102(2) . . ?
C32 C28B H28C 111.3 . . ?
C32 C28B H28D 111.3 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28B C32 H32A 109.5 . . ?
C28B C32 H32B 109.5 . . ?
C28B C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O6 C33 C10 111.7(4) . . ?
O6 C33 H33 108.3 . . ?
N3 C33 O6 107.6(4) . . ?
N3 C33 C10 112.6(4) . . ?
N3 C33 H33 108.3 . . ?
C10 C33 H33 108.3 . . ?

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
O2 N2 C18 C9 -2.3(7) . . . . ?
O2 N2 C18 C19 169.5(5) . . . . ?
O3 N2 C18 C9 177.9(5) . . . . ?
O3 N2 C18 C19 -10.3(7) . . . . ?
O6 C13 C14 C15 177.7(5) . . . . ?
N1 C7 C8 O1 162.3(6) . . . . ?
N1 C7 C8 C1 -14.0(5) . . . . ?
N1 C7 C9 C10 -35.3(4) . . . . ?
N1 C7 C9 C18 -159.9(4) . . . . ?
N1 C7 C27 O4 158.2(5) . . . . ?
N1 C7 C27 O5 -26.6(7) . . . . ?
N1 C11 C12 C13 -90.9(5) . . . . ?
N1 C11 C12 C17 84.2(5) . . . . ?
N2 C18 C19 N3 -177.6(5) . . . . ?
N3 C20 C21 C22 -45.7(7) . . . . ?
N3 C20 C21 C26 137.8(5) . . . . ?
C1 C2 C3 C4 -0.5(10) . . . . ?
C2 C1 C6 N1 -174.2(5) . . . . ?
C2 C1 C6 C5 3.1(8) . . . . ?
C2 C1 C8 O1 8.7(11) . . . . ?
C2 C1 C8 C7 -175.3(6) . . . . ?
C2 C3 C4 C5 1.7(10) . . . . ?
C3 C4 C5 C6 -0.5(9) . . . . ?
C4 C5 C6 N1 175.0(5) . . . . ?
C4 C5 C6 C1 -1.9(8) . . . . ?
C6 N1 C7 C8 16.9(5) . . . . ?
C6 N1 C7 C9 -101.5(4) . . . . ?
C6 N1 C7 C27 134.1(4) . . . . ?
C6 N1 C11 C10 111.4(4) . . . . ?
C6 N1 C11 C12 -124.9(4) . . . . ?
C6 C1 C2 C3 -1.9(9) . . . . ?
C6 C1 C8 O1 -169.6(6) . . . . ?
C6 C1 C8 C7 6.4(6) . . . . ?
C7 N1 C6 C1 -14.0(6) . . . . ?
C7 N1 C6 C5 168.9(5) . . . . ?
C7 N1 C11 C10 -17.1(5) . . . . ?
C7 N1 C11 C12 106.6(4) . . . . ?
C7 C9 C10 C11 26.1(4) . . . . ?
C7 C9 C10 C33 -96.1(4) . . . . ?
C7 C9 C18 N2 -77.5(6) . . . . ?
C7 C9 C18 C19 111.4(6) . . . . ?
C8 C1 C2 C3 180.0(6) . . . . ?
C8 C1 C6 N1 4.3(6) . . . . ?
C8 C1 C6 C5 -178.4(5) . . . . ?
C8 C7 C9 C10 -145.8(4) . . . . ?
C8 C7 C9 C18 89.6(5) . . . . ?
C8 C7 C27 O4 -86.6(6) . . . . ?
C8 C7 C27 O5 88.6(5) . . . . ?
C9 C7 C8 O1 -88.8(6) . . . . ?
C9 C7 C8 C1 95.0(5) . . . . ?
C9 C7 C27 O4 41.0(7) . . . . ?
C9 C7 C27 O5 -143.8(5) . . . . ?
C9 C10 C11 N1 -6.7(5) . . . . ?
C9 C10 C11 C12 -126.4(4) . . . . ?
C9 C10 C33 O6 76.4(5) . . . . ?
C9 C10 C33 N3 -44.8(5) . . . . ?
C9 C18 C19 N3 -6.3(8) . . . . ?
C10 C9 C18 N2 160.9(4) . . . . ?
C10 C9 C18 C19 -10.3(7) . . . . ?
C10 C11 C12 C13 26.6(6) . . . . ?
C10 C11 C12 C17 -158.3(4) . . . . ?
C11 N1 C6 C1 -143.8(5) . . . . ?
C11 N1 C6 C5 39.1(7) . . . . ?
C11 N1 C7 C8 151.4(4) . . . . ?
C11 N1 C7 C9 32.9(5) . . . . ?
C11 N1 C7 C27 -91.4(5) . . . . ?
C11 C10 C33 O6 -42.7(5) . . . . ?
C11 C10 C33 N3 -163.9(4) . . . . ?
C11 C12 C13 O6 -4.6(7) . . . . ?
C11 C12 C13 C14 173.2(5) . . . . ?
C11 C12 C17 C16 -172.2(5) . . . . ?
C12 C13 C14 C15 -0.1(8) . . . . ?
C13 O6 C33 N3 -169.0(4) . . . . ?
C13 O6 C33 C10 66.9(5) . . . . ?
C13 C12 C17 C16 2.9(7) . . . . ?
C13 C14 C15 C16 1.5(8) . . . . ?
C14 C15 C16 C17 -0.6(8) . . . . ?
C15 C16 C17 C12 -1.6(8) . . . . ?
C17 C12 C13 O6 -179.9(4) . . . . ?
C17 C12 C13 C14 -2.1(7) . . . . ?
C18 C9 C10 C11 157.1(4) . . . . ?
C18 C9 C10 C33 34.9(6) . . . . ?
C19 N3 C20 C21 104.1(5) . . . . ?
C19 N3 C33 O6 -94.2(5) . . . . ?
C19 N3 C33 C10 29.3(6) . . . . ?
C20 N3 C19 C18 179.2(5) . . . . ?
C20 N3 C33 O6 82.8(5) . . . . ?
C20 N3 C33 C10 -153.7(4) . . . . ?
C20 C21 C22 C23 -175.2(5) . . . . ?
C20 C21 C26 C25 174.6(5) . . . . ?
C21 C22 C23 C24 -0.2(9) . . . . ?
C22 C21 C26 C25 -2.1(7) . . . . ?
C22 C23 C24 C25 -0.5(9) . . . . ?
C23 C24 C25 C26 -0.1(8) . . . . ?
C24 C25 C26 C21 1.4(8) . . . . ?
C26 C21 C22 C23 1.4(8) . . . . ?
C27 O5 C28 C29 -101.7(11) . . . . ?
C27 O5 C28B C32 -177.1(17) . . . . ?
C27 C7 C8 O1 39.1(7) . . . . ?
C27 C7 C8 C1 -137.1(4) . . . . ?
C27 C7 C9 C10 90.1(4) . . . . ?
C27 C7 C9 C18 -34.5(6) . . . . ?
C28 O5 C27 O4 13.3(12) . . . . ?
C28 O5 C27 C7 -161.8(8) . . . . ?
C28B O5 C27 O4 -19.8(14) . . . . ?
C28B O5 C27 C7 165.2(12) . . . . ?
C33 O6 C13 C12 -42.2(6) . . . . ?
C33 O6 C13 C14 139.9(5) . . . . ?
C33 N3 C19 C18 -3.9(7) . . . . ?
C33 N3 C20 C21 -72.9(6) . . . . ?
C33 C10 C11 N1 117.7(4) . . . . ?
C33 C10 C11 C12 -2.0(6) . . . . ?

_olex2_date_sample_data_collection 2021-06-28
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.313
_oxdiff_exptl_absorpt_empirical_full_min 0.634
####################################################################### 
# 
# 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_glj-57
_database_code_depnum_ccdc_archive 'CCDC 2098027'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2021-07-21 deposited with the CCDC.	2021-08-16 downloaded from the CCDC.
;
_audit_creation_date             2021-05-25
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H29 N3 O7'
_chemical_formula_sum            'C30 H29 N3 O7'
_chemical_formula_weight         543.56
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   8.9802(5)
_cell_length_b                   12.3650(6)
_cell_length_c                   12.6363(6)
_cell_angle_alpha                109.475(4)
_cell_angle_beta                 94.551(4)
_cell_angle_gamma                90.087(4)
_cell_volume                     1318.10(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4086
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      28.9390
_cell_measurement_theta_min      2.8060
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             572
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9912
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         1.998
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00  63.00   1.00    2.00    --  -11.27  77.00  90.00   26
  2  ω     -1.00  88.00   1.00    2.00    --   11.90  77.00 -60.00   89
  3  ω    -17.00  87.00   1.00    2.00    --   11.90  77.00  90.00  104
  4  ω    -44.00  62.00   1.00    2.00    --  -11.27  77.00-180.00  106
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0022973000
_diffrn_orient_matrix_UB_12      0.0583233000
_diffrn_orient_matrix_UB_13      0.0346413000
_diffrn_orient_matrix_UB_21      -0.0046225000
_diffrn_orient_matrix_UB_22      -0.0172483000
_diffrn_orient_matrix_UB_23      0.0478709000
_diffrn_orient_matrix_UB_31      0.0791014000
_diffrn_orient_matrix_UB_32      0.0025015000
_diffrn_orient_matrix_UB_33      0.0088756000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3680
_reflns_number_total             4641
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.0123(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         4641
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0414
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0439P)²+0.1911P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.1039
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Sof(H29C)=Sof(H29D)=Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(H30C)=1-FVAR(1)
 Sof(H29A)=Sof(H29B)=Sof(C30B)=Sof(H30D)=Sof(H30E)=Sof(H30F)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C10(H10), C22(H22)
3.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C20(H20A,H20B), C29(H29C,H29D), C29(H29A,H29B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C5(H5), C6(H6), C8(H8), C13(H13), C14(H14), C16(H16),
  C24(H24), C25(H25), C26(H26), C27(H27)
3.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C30(H30A,H30B,H30C), C30B(H30D,H30E,H30F)
3.e Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.12680(16) 0.30152(12) 0.22860(14) 0.0587(4) Uani 1 1 d . . . . .
O2 O 0.31124(16) 0.23505(11) 0.12809(12) 0.0452(4) Uani 1 1 d . . . . .
O3 O 0.74348(14) 0.42610(9) 0.29033(9) 0.0337(3) Uani 1 1 d . . . . .
O4 O 0.82290(15) 0.60874(10) 0.37162(10) 0.0397(3) Uani 1 1 d . . . . .
O5 O 0.71779(14) 0.34129(9) 0.05299(10) 0.0355(3) Uani 1 1 d . . . . .
O6 O 0.95066(15) 0.40443(10) 0.05272(11) 0.0408(3) Uani 1 1 d . . . . .
O7 O 0.95472(14) 0.81884(10) 0.36792(10) 0.0348(3) Uani 1 1 d . . . . .
H7 H 0.926882 0.751969 0.335125 0.052 Uiso 1 1 calc R U . . .
N1 N 0.45388(15) 0.76508(11) 0.27225(11) 0.0255(3) Uani 1 1 d . . . . .
N2 N 0.24183(18) 0.31507(14) 0.18758(14) 0.0371(4) Uani 1 1 d . . . . .
N3 N 0.89298(16) 0.62484(11) 0.17220(12) 0.0244(3) Uani 1 1 d . . . . .
H3 H 0.969(2) 0.5934(15) 0.1309(15) 0.031(5) Uiso 1 1 d . . . . .
C1 C 0.42505(18) 0.85916(13) 0.47631(14) 0.0258(4) Uani 1 1 d . . . . .
C2 C 0.56146(19) 0.82177(14) 0.50850(15) 0.0318(4) Uani 1 1 d . . . . .
H2 H 0.631575 0.795233 0.456077 0.038 Uiso 1 1 calc R U . . .
C3 C 0.5938(2) 0.82371(15) 0.61785(16) 0.0381(5) Uani 1 1 d . . . . .
H3A H 0.685165 0.798055 0.638543 0.046 Uiso 1 1 calc R U . . .
C4 C 0.4907(2) 0.86363(15) 0.69663(16) 0.0368(5) Uani 1 1 d . . . . .
H4 H 0.513155 0.865808 0.770455 0.044 Uiso 1 1 calc R U . . .
C5 C 0.3550(2) 0.90009(15) 0.66536(15) 0.0343(4) Uani 1 1 d . . . . .
H5 H 0.285288 0.926898 0.718091 0.041 Uiso 1 1 calc R U . . .
C6 C 0.3218(2) 0.89695(14) 0.55555(14) 0.0300(4) Uani 1 1 d . . . . .
H6 H 0.229097 0.920515 0.534710 0.036 Uiso 1 1 calc R U . . .
C7 C 0.38944(19) 0.86069(14) 0.35761(14) 0.0283(4) Uani 1 1 d . . . . .
H7A H 0.281813 0.857600 0.341377 0.034 Uiso 1 1 calc R U . . .
H7B H 0.427179 0.932411 0.353048 0.034 Uiso 1 1 calc R U . . .
C8 C 0.58637(18) 0.78537(13) 0.23105(13) 0.0229(4) Uani 1 1 d . . . . .
H8 H 0.622334 0.860702 0.251117 0.028 Uiso 1 1 calc R U . . .
C9 C 0.66358(18) 0.70318(13) 0.16497(13) 0.0212(4) Uani 1 1 d . . . . .
C10 C 0.62694(17) 0.57844(13) 0.13640(13) 0.0212(4) Uani 1 1 d . . . . .
H10 H 0.606996 0.545628 0.054400 0.025 Uiso 1 1 calc R U . . .
C11 C 0.48720(17) 0.55895(13) 0.18888(13) 0.0220(4) Uani 1 1 d . . . . .
C12 C 0.40630(18) 0.65306(13) 0.25295(13) 0.0238(4) Uani 1 1 d . . . . .
C13 C 0.27286(19) 0.63197(15) 0.29535(15) 0.0299(4) Uani 1 1 d . . . . .
H13 H 0.219883 0.693554 0.338022 0.036 Uiso 1 1 calc R U . . .
C14 C 0.21991(19) 0.52252(15) 0.27485(14) 0.0314(4) Uani 1 1 d . . . . .
H14 H 0.131764 0.509571 0.303319 0.038 Uiso 1 1 calc R U . . .
C15 C 0.29861(19) 0.43189(14) 0.21162(14) 0.0275(4) Uani 1 1 d . . . . .
C16 C 0.43034(18) 0.44879(14) 0.16867(13) 0.0246(4) Uani 1 1 d . . . . .
H16 H 0.481153 0.385883 0.125952 0.030 Uiso 1 1 calc R U . . .
C17 C 0.78491(18) 0.53421(13) 0.16957(13) 0.0227(4) Uani 1 1 d . . . . .
C18 C 0.78730(18) 0.52821(14) 0.28955(14) 0.0244(4) Uani 1 1 d . . . . .
C19 C 0.82787(19) 0.41995(14) 0.08568(14) 0.0258(4) Uani 1 1 d . . . . .
C20 C 0.7572(2) 0.22633(14) -0.01726(16) 0.0411(5) Uani 1 1 d . . . . .
H20A H 0.856414 0.208798 0.007604 0.049 Uiso 1 1 calc R U . . .
H20B H 0.757212 0.222704 -0.095134 0.049 Uiso 1 1 calc R U . . .
C21 C 0.6457(3) 0.14203(16) -0.00756(19) 0.0540(6) Uani 1 1 d . . . . .
H21A H 0.667229 0.066637 -0.056214 0.081 Uiso 1 1 calc R U . . .
H21B H 0.547377 0.161939 -0.029129 0.081 Uiso 1 1 calc R U . . .
H21C H 0.650389 0.143014 0.068917 0.081 Uiso 1 1 calc R U . . .
C22 C 0.81785(18) 0.71339(13) 0.13222(13) 0.0233(4) Uani 1 1 d . . . . .
H22 H 0.815244 0.688404 0.049880 0.028 Uiso 1 1 calc R U . . .
C23 C 0.89538(17) 0.83003(13) 0.18094(14) 0.0234(4) Uani 1 1 d . . . . .
C24 C 0.9024(2) 0.89769(14) 0.11213(15) 0.0304(4) Uani 1 1 d . . . . .
H24 H 0.861867 0.868872 0.037749 0.036 Uiso 1 1 calc R U . . .
C25 C 0.9683(2) 1.00673(15) 0.15223(16) 0.0363(5) Uani 1 1 d . . . . .
H25 H 0.972621 1.050215 0.104976 0.044 Uiso 1 1 calc R U . . .
C26 C 1.0274(2) 1.05018(15) 0.26232(16) 0.0352(4) Uani 1 1 d . . . . .
H26 H 1.071084 1.123546 0.289715 0.042 Uiso 1 1 calc R U . . .
C27 C 1.02215(19) 0.98552(14) 0.33250(15) 0.0313(4) Uani 1 1 d . . . . .
H27 H 1.062891 1.015226 0.406775 0.038 Uiso 1 1 calc R U . . .
C28 C 0.95590(18) 0.87577(13) 0.29216(14) 0.0253(4) Uani 1 1 d . . . . .
C29 C 0.7395(2) 0.41248(17) 0.40071(16) 0.0400(5) Uani 1 1 d . . . . .
H29C H 0.653326 0.365572 0.401765 0.048 Uiso 0.529(4) 1 calc R U P A 2
H29D H 0.734629 0.486577 0.459160 0.048 Uiso 0.529(4) 1 calc R U P A 2
H29A H 0.825739 0.451307 0.449979 0.048 Uiso 0.471(4) 1 calc R U P A 1
H29B H 0.741393 0.331783 0.392999 0.048 Uiso 0.471(4) 1 calc R U P A 1
C30 C 0.8851(4) 0.3534(3) 0.4188(3) 0.0450(12) Uani 0.529(4) 1 d . . P A 2
H30A H 0.893499 0.284653 0.355748 0.067 Uiso 0.529(4) 1 calc R U P A 2
H30B H 0.883981 0.334417 0.486423 0.067 Uiso 0.529(4) 1 calc R U P A 2
H30C H 0.968771 0.404388 0.425448 0.067 Uiso 0.529(4) 1 calc R U P A 2
C30B C 0.5936(5) 0.4653(4) 0.4509(3) 0.0498(14) Uani 0.471(4) 1 d . . P A 1
H30D H 0.596560 0.546439 0.464097 0.075 Uiso 0.471(4) 1 calc R U P A 1
H30E H 0.584599 0.451991 0.520765 0.075 Uiso 0.471(4) 1 calc R U P A 1
H30F H 0.509363 0.430355 0.398941 0.075 Uiso 0.471(4) 1 calc R U P A 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N2 1.2273(19) . ?
O2 N2 1.230(2) . ?
O3 C18 1.3253(18) . ?
O3 C29 1.463(2) . ?
O4 C18 1.195(2) . ?
O5 C19 1.326(2) . ?
O5 C20 1.464(2) . ?
O6 C19 1.203(2) . ?
O7 H7 0.8200 . ?
O7 C28 1.3650(19) . ?
N1 C7 1.465(2) . ?
N1 C8 1.391(2) . ?
N1 C12 1.385(2) . ?
N2 C15 1.456(2) . ?
N3 H3 0.899(18) . ?
N3 C17 1.472(2) . ?
N3 C22 1.492(2) . ?
C1 C2 1.388(2) . ?
C1 C6 1.384(2) . ?
C1 C7 1.515(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(3) . ?
C3 H3A 0.9300 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.383(2) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8 0.9300 . ?
C8 C9 1.319(2) . ?
C9 C10 1.492(2) . ?
C9 C22 1.494(2) . ?
C10 H10 0.9800 . ?
C10 C11 1.520(2) . ?
C10 C17 1.596(2) . ?
C11 C12 1.416(2) . ?
C11 C16 1.388(2) . ?
C12 C13 1.409(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.367(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.374(2) . ?
C15 C16 1.384(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.541(2) . ?
C17 C19 1.529(2) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C20 C21 1.485(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22 0.9800 . ?
C22 C23 1.510(2) . ?
C23 C24 1.398(2) . ?
C23 C28 1.392(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.386(2) . ?
C25 H25 0.9300 . ?
C25 C26 1.374(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.381(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.394(2) . ?
C29 H29C 0.9700 . ?
C29 H29D 0.9700 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.537(4) . ?
C29 C30B 1.550(5) . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C30B H30D 0.9600 . ?
C30B H30E 0.9600 . ?
C30B H30F 0.9600 . ?

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
C18 O3 C29 116.71(13) . . ?
C19 O5 C20 116.17(14) . . ?
C28 O7 H7 109.5 . . ?
C8 N1 C7 118.30(13) . . ?
C12 N1 C7 120.65(13) . . ?
C12 N1 C8 119.25(13) . . ?
O1 N2 O2 123.24(15) . . ?
O1 N2 C15 117.95(17) . . ?
O2 N2 C15 118.81(15) . . ?
C17 N3 H3 109.6(11) . . ?
C17 N3 C22 110.60(13) . . ?
C22 N3 H3 111.8(10) . . ?
C2 C1 C7 121.16(15) . . ?
C6 C1 C2 118.66(16) . . ?
C6 C1 C7 120.17(15) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.47(17) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3A 119.9 . . ?
C2 C3 C4 120.26(17) . . ?
C4 C3 H3A 119.9 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.70(17) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.09(17) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.81(17) . . ?
C5 C6 H6 119.6 . . ?
N1 C7 C1 112.99(13) . . ?
N1 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C1 C7 H7A 109.0 . . ?
C1 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
N1 C8 H8 118.3 . . ?
C9 C8 N1 123.31(14) . . ?
C9 C8 H8 118.3 . . ?
C8 C9 C10 123.58(14) . . ?
C8 C9 C22 127.14(14) . . ?
C10 C9 C22 107.40(13) . . ?
C9 C10 H10 107.7 . . ?
C9 C10 C11 111.62(13) . . ?
C9 C10 C17 100.40(12) . . ?
C11 C10 H10 107.7 . . ?
C11 C10 C17 120.99(12) . . ?
C17 C10 H10 107.7 . . ?
C12 C11 C10 120.63(13) . . ?
C16 C11 C10 120.76(14) . . ?
C16 C11 C12 118.46(14) . . ?
N1 C12 C11 121.27(14) . . ?
N1 C12 C13 119.52(15) . . ?
C13 C12 C11 119.19(14) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 C12 121.13(16) . . ?
C14 C13 H13 119.4 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.16(15) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 N2 119.60(15) . . ?
C14 C15 C16 121.57(15) . . ?
C16 C15 N2 118.82(16) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 C11 120.49(15) . . ?
C15 C16 H16 119.8 . . ?
N3 C17 C10 104.53(11) . . ?
N3 C17 C18 107.83(13) . . ?
N3 C17 C19 109.48(13) . . ?
C18 C17 C10 109.53(12) . . ?
C19 C17 C10 113.93(13) . . ?
C19 C17 C18 111.18(12) . . ?
O3 C18 C17 112.63(14) . . ?
O4 C18 O3 124.92(15) . . ?
O4 C18 C17 122.44(14) . . ?
O5 C19 C17 113.87(14) . . ?
O6 C19 O5 123.83(15) . . ?
O6 C19 C17 122.29(15) . . ?
O5 C20 H20A 110.0 . . ?
O5 C20 H20B 110.0 . . ?
O5 C20 C21 108.57(16) . . ?
H20A C20 H20B 108.4 . . ?
C21 C20 H20A 110.0 . . ?
C21 C20 H20B 110.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C22 C9 99.92(11) . . ?
N3 C22 H22 108.9 . . ?
N3 C22 C23 112.93(13) . . ?
C9 C22 H22 108.9 . . ?
C9 C22 C23 116.79(13) . . ?
C23 C22 H22 108.9 . . ?
C24 C23 C22 118.45(15) . . ?
C28 C23 C22 123.54(13) . . ?
C28 C23 C24 117.97(15) . . ?
C23 C24 H24 119.3 . . ?
C25 C24 C23 121.49(17) . . ?
C25 C24 H24 119.3 . . ?
C24 C25 H25 120.2 . . ?
C26 C25 C24 119.54(16) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.38(16) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.09(17) . . ?
C28 C27 H27 120.0 . . ?
O7 C28 C23 123.59(14) . . ?
O7 C28 C27 115.90(15) . . ?
C23 C28 C27 120.52(14) . . ?
O3 C29 H29C 110.6 . . ?
O3 C29 H29D 110.6 . . ?
O3 C29 H29A 110.1 . . ?
O3 C29 H29B 110.1 . . ?
O3 C29 C30 105.57(19) . . ?
O3 C29 C30B 107.96(19) . . ?
H29C C29 H29D 108.8 . . ?
H29A C29 H29B 108.4 . . ?
C30 C29 H29C 110.6 . . ?
C30 C29 H29D 110.6 . . ?
C30B C29 H29A 110.1 . . ?
C30B C29 H29B 110.1 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C29 C30B H30D 109.5 . . ?
C29 C30B H30E 109.5 . . ?
C29 C30B H30F 109.5 . . ?
H30D C30B H30E 109.5 . . ?
H30D C30B H30F 109.5 . . ?
H30E C30B H30F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 N2 C15 C14 -2.5(2) . . . . ?
O1 N2 C15 C16 178.26(15) . . . . ?
O2 N2 C15 C14 177.87(15) . . . . ?
O2 N2 C15 C16 -1.3(2) . . . . ?
N1 C8 C9 C10 -6.6(2) . . . . ?
N1 C8 C9 C22 -168.99(14) . . . . ?
N1 C12 C13 C14 177.86(15) . . . . ?
N2 C15 C16 C11 179.37(13) . . . . ?
N3 C17 C18 O3 -155.04(13) . . . . ?
N3 C17 C18 O4 26.1(2) . . . . ?
N3 C17 C19 O5 -161.69(13) . . . . ?
N3 C17 C19 O6 17.9(2) . . . . ?
N3 C22 C23 C24 142.56(14) . . . . ?
N3 C22 C23 C28 -39.8(2) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C2 C1 C6 C5 1.5(2) . . . . ?
C2 C1 C7 N1 35.1(2) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C6 C1 C2 C3 -0.8(2) . . . . ?
C6 C1 C7 N1 -145.80(15) . . . . ?
C7 N1 C8 C9 171.34(15) . . . . ?
C7 N1 C12 C11 -166.66(14) . . . . ?
C7 N1 C12 C13 15.0(2) . . . . ?
C7 C1 C2 C3 178.30(15) . . . . ?
C7 C1 C6 C5 -177.57(15) . . . . ?
C8 N1 C7 C1 -99.17(16) . . . . ?
C8 N1 C12 C11 -2.2(2) . . . . ?
C8 N1 C12 C13 179.43(14) . . . . ?
C8 C9 C10 C11 2.3(2) . . . . ?
C8 C9 C10 C17 -127.19(16) . . . . ?
C8 C9 C22 N3 122.91(16) . . . . ?
C8 C9 C22 C23 0.8(2) . . . . ?
C9 C10 C11 C12 1.8(2) . . . . ?
C9 C10 C11 C16 177.29(13) . . . . ?
C9 C10 C17 N3 -19.06(14) . . . . ?
C9 C10 C17 C18 96.25(13) . . . . ?
C9 C10 C17 C19 -138.52(13) . . . . ?
C9 C22 C23 C24 -102.41(17) . . . . ?
C9 C22 C23 C28 75.2(2) . . . . ?
C10 C9 C22 N3 -41.77(15) . . . . ?
C10 C9 C22 C23 -163.86(13) . . . . ?
C10 C11 C12 N1 -1.8(2) . . . . ?
C10 C11 C12 C13 176.62(14) . . . . ?
C10 C11 C16 C15 -176.44(14) . . . . ?
C10 C17 C18 O3 91.78(15) . . . . ?
C10 C17 C18 O4 -87.07(19) . . . . ?
C10 C17 C19 O5 -45.07(17) . . . . ?
C10 C17 C19 O6 134.57(16) . . . . ?
C11 C10 C17 N3 -142.24(14) . . . . ?
C11 C10 C17 C18 -26.92(19) . . . . ?
C11 C10 C17 C19 98.30(16) . . . . ?
C11 C12 C13 C14 -0.6(2) . . . . ?
C12 N1 C7 C1 65.4(2) . . . . ?
C12 N1 C8 C9 6.5(2) . . . . ?
C12 C11 C16 C15 -0.8(2) . . . . ?
C12 C13 C14 C15 -0.1(2) . . . . ?
C13 C14 C15 N2 -178.90(14) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 C11 0.2(2) . . . . ?
C16 C11 C12 N1 -177.39(13) . . . . ?
C16 C11 C12 C13 1.0(2) . . . . ?
C17 N3 C22 C9 28.33(16) . . . . ?
C17 N3 C22 C23 153.14(13) . . . . ?
C17 C10 C11 C12 119.45(16) . . . . ?
C17 C10 C11 C16 -65.0(2) . . . . ?
C18 O3 C29 C30 -98.9(2) . . . . ?
C18 O3 C29 C30B 79.9(2) . . . . ?
C18 C17 C19 O5 79.27(17) . . . . ?
C18 C17 C19 O6 -101.09(17) . . . . ?
C19 O5 C20 C21 157.38(16) . . . . ?
C19 C17 C18 O3 -35.01(18) . . . . ?
C19 C17 C18 O4 146.14(17) . . . . ?
C20 O5 C19 O6 7.0(2) . . . . ?
C20 O5 C19 C17 -173.31(13) . . . . ?
C22 N3 C17 C10 -5.91(16) . . . . ?
C22 N3 C17 C18 -122.40(14) . . . . ?
C22 N3 C17 C19 116.51(14) . . . . ?
C22 C9 C10 C11 167.64(12) . . . . ?
C22 C9 C10 C17 38.16(14) . . . . ?
C22 C23 C24 C25 178.28(15) . . . . ?
C22 C23 C28 O7 1.7(3) . . . . ?
C22 C23 C28 C27 -178.11(15) . . . . ?
C23 C24 C25 C26 -0.5(3) . . . . ?
C24 C23 C28 O7 179.34(14) . . . . ?
C24 C23 C28 C27 -0.4(2) . . . . ?
C24 C25 C26 C27 0.5(3) . . . . ?
C25 C26 C27 C28 -0.4(3) . . . . ?
C26 C27 C28 O7 -179.38(15) . . . . ?
C26 C27 C28 C23 0.4(2) . . . . ?
C28 C23 C24 C25 0.5(2) . . . . ?
C29 O3 C18 O4 -0.2(2) . . . . ?
C29 O3 C18 C17 -178.99(14) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.613
_oxdiff_exptl_absorpt_empirical_full_min 0.458
