# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_bm728
_database_code_depnum_ccdc_archive 'CCDC 2119664'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 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         ?
_chemical_formula_sum            'C29 H30 Cl3 N O7'
_chemical_formula_weight         610.89

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   13.518(2)
_cell_length_b                   8.3005(13)
_cell_length_c                   25.702(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.195(5)
_cell_angle_gamma                90
_cell_volume                     2879.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      27.37

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   0.7214
_exptl_transmission_factor_max   0.7457
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.366
_shelx_estimated_absorpt_T_min   0.844
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon 100 detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            68765
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.128
_diffrn_reflns_theta_max         28.424
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7206
_reflns_number_gt                5484
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'X-Seed (Barbour 2017)'
_computing_publication_material  ?
_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)+(0.0616P)²+2.3861P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7206
_refine_ls_number_parameters     394
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0670
_refine_ls_wR_factor_ref         0.1665
_refine_ls_wR_factor_gt          0.1542
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# start Validation Reply Form
_vrf_PLAT260_bm728               
;
PROBLEM: Large Average Ueq of Residue Including      Cl1A      0.315 Check 
RESPONSE: The atoms of CHCl3 molecuels are disordered and the data are 
collected at room temperature
;
# end Validation Reply Form 
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 0.54331(12) 0.6399(2) 0.26489(5) 0.1066(6) Uani 0.844(3) 1 d . . P A 1
Cl3 Cl 0.72565(11) 0.7929(3) 0.29144(9) 0.1273(8) Uani 0.844(3) 1 d . . P A 1
Cl2 Cl 0.5516(2) 0.8959(2) 0.33940(8) 0.1549(10) Uani 0.844(3) 1 d . . P A 1
C29 C 0.6120(3) 0.7364(4) 0.31470(13) 0.0742(9) Uani 0.844(3) 1 d . . P A 1
H29 H 0.624969 0.658557 0.342922 0.089 Uiso 0.844(3) 1 calc R U P A 1
Cl1A Cl 0.7005(13) 0.673(2) 0.2719(5) 0.305(17) Uani 0.156(3) 1 d D . P A 2
Cl2A Cl 0.7168(14) 0.847(3) 0.3356(7) 0.49(4) Uani 0.156(3) 1 d D . P A 2
Cl3A Cl 0.5160(14) 0.865(3) 0.2924(10) 0.39(2) Uani 0.156(3) 1 d D . P A 2
C29A C 0.6120(3) 0.7364(4) 0.31470(13) 0.0742(9) Uani 0.156(3) 1 d D . P A 2
H29A H 0.6250(3) 0.6586(4) 0.34292(13) 0.089 Uiso 0.156(3) 1 d . U P A 2
O7 O 0.23619(15) 0.6448(2) 0.28365(6) 0.0513(5) Uani 1 1 d . . . . .
O1 O 0.30311(14) 0.0986(2) 0.44520(7) 0.0521(4) Uani 1 1 d . . . . .
O5 O 0.05001(12) 0.6114(2) 0.35003(7) 0.0500(4) Uani 1 1 d . . . . .
O2 O -0.05900(14) 0.0117(2) 0.32216(7) 0.0560(5) Uani 1 1 d . . . . .
N1 N 0.46997(13) 0.6666(2) 0.44757(7) 0.0342(4) Uani 1 1 d . . . . .
O3 O -0.16311(13) 0.0222(3) 0.40279(8) 0.0601(5) Uani 1 1 d . . . . .
O4 O 0.08761(14) 0.6741(3) 0.43243(7) 0.0675(6) Uani 1 1 d . . . . .
O6 O 0.24174(19) 0.8678(2) 0.33051(8) 0.0704(6) Uani 1 1 d . . . . .
C6 C 0.52036(16) 0.4626(2) 0.39754(8) 0.0329(4) Uani 1 1 d . . . . .
C18 C 0.23703(15) 0.4374(2) 0.36408(7) 0.0293(4) Uani 1 1 d . . . . .
H18 H 0.193603 0.407581 0.333813 0.035 Uiso 1 1 calc R U . . .
C21 C 0.38935(15) 0.6105(2) 0.41813(8) 0.0314(4) Uani 1 1 d . . . . .
C7 C 0.41637(15) 0.4855(2) 0.38745(8) 0.0310(4) Uani 1 1 d . . . . .
C11 C 0.21144(15) 0.3279(2) 0.41038(8) 0.0312(4) Uani 1 1 d . . . . .
H11 H 0.220888 0.390438 0.442624 0.037 Uiso 1 1 calc R U . . .
C1 C 0.55120(16) 0.5774(3) 0.43560(8) 0.0334(4) Uani 1 1 d . . . . .
C8 C 0.34500(15) 0.3943(2) 0.35200(8) 0.0314(4) Uani 1 1 d . . . . .
H8 H 0.356958 0.415753 0.315389 0.038 Uiso 1 1 calc R U . . .
C12 C 0.10876(16) 0.2558(2) 0.40843(8) 0.0327(4) Uani 1 1 d . . . . .
C13 C 0.07276(16) 0.1710(3) 0.36441(8) 0.0351(5) Uani 1 1 d . . . . .
H13 H 0.110699 0.165185 0.335371 0.042 Uiso 1 1 calc R U . . .
C19 C 0.22051(15) 0.6184(2) 0.37568(8) 0.0308(4) Uani 1 1 d . . . . .
C10 C 0.29035(16) 0.1957(2) 0.41093(8) 0.0352(5) Uani 1 1 d . . . . .
C20 C 0.28823(16) 0.6793(3) 0.42137(8) 0.0347(4) Uani 1 1 d . . . . .
H20A H 0.291665 0.796025 0.420375 0.042 Uiso 1 1 calc R U . . .
H20B H 0.261209 0.647957 0.454046 0.042 Uiso 1 1 calc R U . . .
C25 C 0.11231(16) 0.6416(3) 0.39022(9) 0.0367(5) Uani 1 1 d . . . . .
C27 C 0.23561(16) 0.7255(3) 0.32791(9) 0.0359(5) Uani 1 1 d . . . . .
C14 C -0.01790(17) 0.0961(3) 0.36343(9) 0.0384(5) Uani 1 1 d . . . . .
C9 C 0.34968(17) 0.2134(3) 0.36358(9) 0.0392(5) Uani 1 1 d . . . . .
H9A H 0.320607 0.151581 0.334584 0.047 Uiso 1 1 calc R U . . .
H9B H 0.417541 0.178435 0.370750 0.047 Uiso 1 1 calc R U . . .
C5 C 0.59220(17) 0.3610(3) 0.37775(9) 0.0412(5) Uani 1 1 d . . . . .
H5 H 0.574149 0.284773 0.352451 0.049 Uiso 1 1 calc R U . . .
C15 C -0.07512(17) 0.1022(3) 0.40746(10) 0.0428(5) Uani 1 1 d . . . . .
C2 C 0.64900(17) 0.5912(3) 0.45443(9) 0.0431(5) Uani 1 1 d . . . . .
H2 H 0.667960 0.666656 0.479812 0.052 Uiso 1 1 calc R U . . .
C17 C 0.05101(18) 0.2628(3) 0.45091(9) 0.0430(5) Uani 1 1 d . . . . .
H17 H 0.073586 0.320012 0.480347 0.052 Uiso 1 1 calc R U . . .
C16 C -0.04036(19) 0.1859(3) 0.45054(10) 0.0485(6) Uani 1 1 d . . . . .
H16 H -0.078017 0.191423 0.479688 0.058 Uiso 1 1 calc R U . . .
C22 C 0.4696(2) 0.7987(3) 0.48427(10) 0.0465(6) Uani 1 1 d . . . . .
H22A H 0.430289 0.885421 0.469550 0.070 Uiso 1 1 calc R U . . .
H22B H 0.536218 0.835351 0.491743 0.070 Uiso 1 1 calc R U . . .
H22C H 0.442000 0.762867 0.515893 0.070 Uiso 1 1 calc R U . . .
C4 C 0.68918(19) 0.3746(3) 0.39588(10) 0.0499(6) Uani 1 1 d . . . . .
H4 H 0.736872 0.307505 0.382714 0.060 Uiso 1 1 calc R U . . .
C3 C 0.71695(18) 0.4885(3) 0.43399(10) 0.0506(6) Uani 1 1 d . . . . .
H3 H 0.783065 0.495239 0.445886 0.061 Uiso 1 1 calc R U . . .
C23 C -0.0062(2) 0.0049(4) 0.27632(10) 0.0633(8) Uani 1 1 d . . . . .
H23A H 0.006189 0.112331 0.264450 0.095 Uiso 1 1 calc R U . . .
H23B H -0.044544 -0.052623 0.249826 0.095 Uiso 1 1 calc R U . . .
H23C H 0.055718 -0.049535 0.283542 0.095 Uiso 1 1 calc R U . . .
C28 C 0.2495(3) 0.7379(4) 0.23709(11) 0.0653(8) Uani 1 1 d . . . . .
H28A H 0.198200 0.817756 0.233209 0.098 Uiso 1 1 calc R U . . .
H28B H 0.246086 0.667862 0.207326 0.098 Uiso 1 1 calc R U . . .
H28C H 0.312930 0.790070 0.239789 0.098 Uiso 1 1 calc R U . . .
C26 C -0.05369(19) 0.6109(4) 0.36101(13) 0.0661(8) Uani 1 1 d . . . . .
H26A H -0.064984 0.531860 0.387296 0.099 Uiso 1 1 calc R U . . .
H26B H -0.092857 0.585120 0.329820 0.099 Uiso 1 1 calc R U . . .
H26C H -0.072112 0.715413 0.373219 0.099 Uiso 1 1 calc R U . . .
C24 C -0.2144(2) 0.0008(5) 0.44938(14) 0.0766(10) Uani 1 1 d . . . . .
H24A H -0.170913 -0.048844 0.475501 0.115 Uiso 1 1 calc R U . . .
H24B H -0.271094 -0.066968 0.442260 0.115 Uiso 1 1 calc R U . . .
H24C H -0.235605 0.103613 0.461689 0.115 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 C29 1.736(4) . ?
Cl3 C29 1.743(4) . ?
Cl2 C29 1.698(4) . ?
C29 H29 0.9800 . ?
Cl1A C29A 1.749(2) . ?
Cl2A C29A 1.748(2) . ?
Cl3A C29A 1.750(2) . ?
C29A H29A 0.9800 . ?
O7 C27 1.321(3) . ?
O7 C28 1.444(3) . ?
O1 C10 1.199(3) . ?
O5 C25 1.320(3) . ?
O5 C26 1.445(3) . ?
O2 C14 1.363(3) . ?
O2 C23 1.412(3) . ?
N1 C21 1.373(3) . ?
N1 C1 1.373(3) . ?
N1 C22 1.446(3) . ?
O3 C15 1.362(3) . ?
O3 C24 1.428(3) . ?
O4 C25 1.184(3) . ?
O6 C27 1.186(3) . ?
C6 C5 1.403(3) . ?
C6 C1 1.412(3) . ?
C6 C7 1.428(3) . ?
C18 C19 1.550(3) . ?
C18 C8 1.551(3) . ?
C18 C11 1.552(3) . ?
C18 H18 0.9800 . ?
C21 C7 1.365(3) . ?
C21 C20 1.488(3) . ?
C7 C8 1.495(3) . ?
C11 C12 1.510(3) . ?
C11 C10 1.530(3) . ?
C11 H11 0.9800 . ?
C1 C2 1.387(3) . ?
C8 C9 1.531(3) . ?
C8 H8 0.9800 . ?
C12 C17 1.378(3) . ?
C12 C13 1.397(3) . ?
C13 C14 1.373(3) . ?
C13 H13 0.9300 . ?
C19 C20 1.534(3) . ?
C19 C27 1.539(3) . ?
C19 C25 1.542(3) . ?
C10 C9 1.502(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C14 C15 1.407(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C5 C4 1.371(4) . ?
C5 H5 0.9300 . ?
C15 C16 1.368(4) . ?
C2 C3 1.378(4) . ?
C2 H2 0.9300 . ?
C17 C16 1.390(4) . ?
C17 H17 0.9300 . ?
C16 H16 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C4 C3 1.398(4) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
Cl2 C29 Cl1 112.8(2) . . ?
Cl2 C29 Cl3 111.7(2) . . ?
Cl1 C29 Cl3 108.5(2) . . ?
Cl2 C29 H29 107.9 . . ?
Cl1 C29 H29 107.9 . . ?
Cl3 C29 H29 107.9 . . ?
Cl2A C29A Cl1A 77.3(11) . . ?
Cl2A C29A Cl3A 110.7(14) . . ?
Cl1A C29A Cl3A 119.8(9) . . ?
Cl2A C29A H29A 90.7(7) . . ?
Cl1A C29A H29A 99.7(5) . . ?
Cl3A C29A H29A 137.9(8) . . ?
C27 O7 C28 116.7(2) . . ?
C25 O5 C26 115.5(2) . . ?
C14 O2 C23 117.8(2) . . ?
C21 N1 C1 108.27(17) . . ?
C21 N1 C22 125.80(19) . . ?
C1 N1 C22 125.92(18) . . ?
C15 O3 C24 116.7(2) . . ?
C5 C6 C1 118.3(2) . . ?
C5 C6 C7 135.1(2) . . ?
C1 C6 C7 106.60(18) . . ?
C19 C18 C8 114.18(16) . . ?
C19 C18 C11 112.30(16) . . ?
C8 C18 C11 105.71(16) . . ?
C19 C18 H18 108.1 . . ?
C8 C18 H18 108.1 . . ?
C11 C18 H18 108.1 . . ?
C7 C21 N1 110.27(18) . . ?
C7 C21 C20 126.90(18) . . ?
N1 C21 C20 122.82(18) . . ?
C21 C7 C6 106.78(18) . . ?
C21 C7 C8 123.52(19) . . ?
C6 C7 C8 129.69(18) . . ?
C12 C11 C10 110.80(17) . . ?
C12 C11 C18 116.77(16) . . ?
C10 C11 C18 104.02(16) . . ?
C12 C11 H11 108.3 . . ?
C10 C11 H11 108.3 . . ?
C18 C11 H11 108.3 . . ?
N1 C1 C2 129.5(2) . . ?
N1 C1 C6 108.07(18) . . ?
C2 C1 C6 122.4(2) . . ?
C7 C8 C9 111.07(18) . . ?
C7 C8 C18 110.10(16) . . ?
C9 C8 C18 102.52(16) . . ?
C7 C8 H8 111.0 . . ?
C9 C8 H8 111.0 . . ?
C18 C8 H8 111.0 . . ?
C17 C12 C13 118.4(2) . . ?
C17 C12 C11 121.14(19) . . ?
C13 C12 C11 120.32(18) . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C20 C19 C27 108.67(17) . . ?
C20 C19 C25 107.88(17) . . ?
C27 C19 C25 106.92(17) . . ?
C20 C19 C18 112.38(16) . . ?
C27 C19 C18 112.30(16) . . ?
C25 C19 C18 108.46(16) . . ?
O1 C10 C9 126.8(2) . . ?
O1 C10 C11 124.1(2) . . ?
C9 C10 C11 109.01(17) . . ?
C21 C20 C19 109.96(16) . . ?
C21 C20 H20A 109.7 . . ?
C19 C20 H20A 109.7 . . ?
C21 C20 H20B 109.7 . . ?
C19 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
O4 C25 O5 124.1(2) . . ?
O4 C25 C19 124.8(2) . . ?
O5 C25 C19 111.05(18) . . ?
O6 C27 O7 123.4(2) . . ?
O6 C27 C19 122.8(2) . . ?
O7 C27 C19 113.68(18) . . ?
O2 C14 C13 124.9(2) . . ?
O2 C14 C15 115.2(2) . . ?
C13 C14 C15 119.9(2) . . ?
C10 C9 C8 103.62(17) . . ?
C10 C9 H9A 111.0 . . ?
C8 C9 H9A 111.0 . . ?
C10 C9 H9B 111.0 . . ?
C8 C9 H9B 111.0 . . ?
H9A C9 H9B 109.0 . . ?
C4 C5 C6 119.7(2) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
O3 C15 C16 125.3(2) . . ?
O3 C15 C14 115.4(2) . . ?
C16 C15 C14 119.3(2) . . ?
C3 C2 C1 117.3(2) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C12 C17 C16 121.2(2) . . ?
C12 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?
C15 C16 C17 120.3(2) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
N1 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C2 C3 C4 121.8(2) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
O2 C23 H23A 109.5 . . ?
O2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O7 C28 H28A 109.5 . . ?
O7 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O7 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O5 C26 H26A 109.5 . . ?
O5 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O5 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
O3 C24 H24A 109.5 . . ?
O3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

_refine_diff_density_max         0.395
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_BM833
_database_code_depnum_ccdc_archive 'CCDC 2119666'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 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         ?
_chemical_formula_sum            'C29 H24 N2 O2'
_chemical_formula_weight         432.50

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

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

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

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

_cell_length_a                   10.0315(17)
_cell_length_b                   10.8177(17)
_cell_length_c                   13.014(2)
_cell_angle_alpha                97.315(5)
_cell_angle_beta                 97.743(6)
_cell_angle_gamma                111.251(5)
_cell_volume                     1280.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9855
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.02

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.122
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   0.7182
_exptl_transmission_factor_max   0.7457
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon 100 detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57585
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_av_R_equivalents  0.0445
_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       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.221
_diffrn_reflns_theta_max         28.384
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6377
_reflns_number_gt                4877
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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 2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'X-Seed (Barbour 2017)'
_computing_publication_material  ?
_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)+(0.1359P)²+0.3136P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.030(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6377
_refine_ls_number_parameters     304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.2241
_refine_ls_wR_factor_gt          0.2069
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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 0.2698(2) 0.20973(19) 0.73596(14) 0.0792(5) Uani 1 1 d . . . . .
N1 N 0.25504(16) 0.79030(15) 0.58157(12) 0.0432(4) Uani 1 1 d . . . . .
C1 C 0.2131(2) 0.28386(19) 0.70639(16) 0.0516(5) Uani 1 1 d . . . . .
O2 O -0.02911(18) 0.5443(2) 0.88164(13) 0.0735(5) Uani 1 1 d . . . . .
N2 N 0.1988(2) 0.5857(2) 0.97409(14) 0.0601(5) Uani 1 1 d . . . . .
C2 C 0.24475(19) 0.35592(17) 0.61251(15) 0.0427(4) Uani 1 1 d . . . . .
H2 H 0.344832 0.423748 0.631439 0.051 Uiso 1 1 calc R U . . .
C3 C 0.23347(18) 0.25885(17) 0.51429(15) 0.0418(4) Uani 1 1 d . . . . .
C4 C 0.0993(2) 0.1651(2) 0.45904(19) 0.0567(5) Uani 1 1 d . . . . .
H4 H 0.014960 0.159571 0.483855 0.068 Uiso 1 1 calc R U . . .
C5 C 0.0897(3) 0.0792(3) 0.3670(2) 0.0709(7) Uani 1 1 d . . . . .
H5 H -0.001286 0.018583 0.329569 0.085 Uiso 1 1 calc R U . . .
C6 C 0.2128(3) 0.0829(3) 0.3306(2) 0.0667(6) Uani 1 1 d . . . . .
H6 H 0.205781 0.025159 0.268972 0.080 Uiso 1 1 calc R U . . .
C7 C 0.3461(3) 0.1725(2) 0.38599(19) 0.0615(6) Uani 1 1 d . . . . .
H7 H 0.430130 0.174989 0.362112 0.074 Uiso 1 1 calc R U . . .
C8 C 0.3570(2) 0.2597(2) 0.47736(18) 0.0527(5) Uani 1 1 d . . . . .
H8 H 0.448460 0.319613 0.514404 0.063 Uiso 1 1 calc R U . . .
C9 C 0.13978(17) 0.43109(17) 0.60440(13) 0.0386(4) Uani 1 1 d . . . . .
H9 H 0.053206 0.373115 0.551132 0.046 Uiso 1 1 calc R U . . .
C10 C 0.19681(18) 0.56561(17) 0.57228(13) 0.0375(4) Uani 1 1 d . . . . .
C11 C 0.24427(17) 0.60062(17) 0.47684(13) 0.0385(4) Uani 1 1 d . . . . .
C12 C 0.2609(2) 0.5288(2) 0.38532(14) 0.0454(4) Uani 1 1 d . . . . .
H12 H 0.237448 0.436176 0.377009 0.054 Uiso 1 1 calc R U . . .
C13 C 0.3131(2) 0.5985(2) 0.30728(16) 0.0558(5) Uani 1 1 d . . . . .
H13 H 0.325143 0.551841 0.246444 0.067 Uiso 1 1 calc R U . . .
C14 C 0.3476(3) 0.7366(3) 0.31821(18) 0.0623(6) Uani 1 1 d . . . . .
H14 H 0.382479 0.780166 0.264427 0.075 Uiso 1 1 calc R U . . .
C15 C 0.3316(2) 0.8111(2) 0.40651(17) 0.0543(5) Uani 1 1 d . . . . .
H15 H 0.354163 0.903418 0.413083 0.065 Uiso 1 1 calc R U . . .
C16 C 0.27970(18) 0.74145(18) 0.48585(14) 0.0417(4) Uani 1 1 d . . . . .
C17 C 0.2933(2) 0.9318(2) 0.62429(19) 0.0571(5) Uani 1 1 d . . . . .
H17A H 0.395330 0.973078 0.655450 0.086 Uiso 1 1 calc R U . . .
H17B H 0.237207 0.939699 0.677142 0.086 Uiso 1 1 calc R U . . .
H17C H 0.272836 0.976426 0.568588 0.086 Uiso 1 1 calc R U . . .
C18 C 0.20502(18) 0.68250(17) 0.63309(13) 0.0395(4) Uani 1 1 d . . . . .
C19 C 0.1635(2) 0.6937(2) 0.73810(15) 0.0479(4) Uani 1 1 d . . . . .
H19A H 0.064144 0.689032 0.729994 0.057 Uiso 1 1 calc R U . . .
H19B H 0.227332 0.779758 0.782357 0.057 Uiso 1 1 calc R U . . .
C20 C 0.17622(19) 0.5767(2) 0.79058(14) 0.0447(4) Uani 1 1 d . . . . .
C21 C 0.09042(19) 0.44089(19) 0.71208(14) 0.0439(4) Uani 1 1 d . . . . .
H21 H -0.012518 0.428525 0.698031 0.053 Uiso 1 1 calc R U . . .
C22 C 0.1002(2) 0.3172(2) 0.75381(18) 0.0572(5) Uani 1 1 d . . . . .
H22A H 0.127625 0.337704 0.830269 0.069 Uiso 1 1 calc R U . . .
H22B H 0.006724 0.241531 0.733428 0.069 Uiso 1 1 calc R U . . .
C23 C 0.0999(2) 0.5674(2) 0.88616(16) 0.0539(5) Uani 1 1 d . . . . .
C24 C 0.3388(2) 0.6143(2) 0.95214(15) 0.0499(4) Uani 1 1 d . . . . .
C25 C 0.4678(3) 0.6513(2) 1.02298(17) 0.0595(5) Uani 1 1 d . . . . .
H25 H 0.469895 0.655570 1.095031 0.071 Uiso 1 1 calc R U . . .
C26 C 0.5942(3) 0.6819(2) 0.98277(19) 0.0617(6) Uani 1 1 d . . . . .
H26 H 0.683069 0.707298 1.028693 0.074 Uiso 1 1 calc R U . . .
C27 C 0.5912(2) 0.6754(2) 0.87598(18) 0.0573(5) Uani 1 1 d . . . . .
H27 H 0.677625 0.695548 0.850793 0.069 Uiso 1 1 calc R U . . .
C28 C 0.4595(2) 0.63893(19) 0.80530(16) 0.0480(4) Uani 1 1 d . . . . .
H28 H 0.457978 0.636087 0.733414 0.058 Uiso 1 1 calc R U . . .
C29 C 0.33192(19) 0.60720(18) 0.84328(14) 0.0437(4) Uani 1 1 d . . . . .
H2A H 0.159(4) 0.562(3) 1.039(3) 0.102(10) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.210(2) . ?
N1 C16 1.379(2) . ?
N1 C18 1.388(2) . ?
N1 C17 1.449(2) . ?
C1 C22 1.491(3) . ?
C1 C2 1.539(3) . ?
O2 C23 1.218(3) . ?
N2 C23 1.351(3) . ?
N2 C24 1.402(3) . ?
C2 C3 1.511(3) . ?
C2 C9 1.547(2) . ?
C3 C8 1.385(3) . ?
C3 C4 1.387(3) . ?
C4 C5 1.389(3) . ?
C5 C6 1.370(4) . ?
C6 C7 1.367(4) . ?
C7 C8 1.386(3) . ?
C9 C10 1.495(2) . ?
C9 C21 1.552(2) . ?
C10 C18 1.373(2) . ?
C10 C11 1.436(2) . ?
C11 C12 1.401(3) . ?
C11 C16 1.418(2) . ?
C12 C13 1.388(3) . ?
C13 C14 1.389(3) . ?
C14 C15 1.380(3) . ?
C15 C16 1.401(3) . ?
C18 C19 1.485(2) . ?
C19 C20 1.549(3) . ?
C20 C29 1.516(3) . ?
C20 C23 1.541(3) . ?
C20 C21 1.551(3) . ?
C21 C22 1.536(3) . ?
C24 C25 1.376(3) . ?
C24 C29 1.400(3) . ?
C25 C26 1.381(3) . ?
C26 C27 1.378(3) . ?
C27 C28 1.396(3) . ?
C28 C29 1.377(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
C16 N1 C18 107.67(14) . . ?
C16 N1 C17 124.92(16) . . ?
C18 N1 C17 126.97(17) . . ?
O1 C1 C22 125.3(2) . . ?
O1 C1 C2 125.0(2) . . ?
C22 C1 C2 109.66(16) . . ?
C23 N2 C24 111.64(17) . . ?
C3 C2 C1 111.70(15) . . ?
C3 C2 C9 116.20(14) . . ?
C1 C2 C9 104.60(15) . . ?
C8 C3 C4 117.94(19) . . ?
C8 C3 C2 121.06(17) . . ?
C4 C3 C2 120.99(16) . . ?
C3 C4 C5 120.5(2) . . ?
C6 C5 C4 120.7(2) . . ?
C7 C6 C5 119.3(2) . . ?
C6 C7 C8 120.6(2) . . ?
C3 C8 C7 120.9(2) . . ?
C10 C9 C2 116.26(14) . . ?
C10 C9 C21 111.91(14) . . ?
C2 C9 C21 106.81(13) . . ?
C18 C10 C11 106.80(15) . . ?
C18 C10 C9 122.91(15) . . ?
C11 C10 C9 130.21(15) . . ?
C12 C11 C16 118.88(16) . . ?
C12 C11 C10 134.69(16) . . ?
C16 C11 C10 106.43(15) . . ?
C13 C12 C11 118.67(18) . . ?
C12 C13 C14 121.3(2) . . ?
C15 C14 C13 121.93(19) . . ?
C14 C15 C16 117.03(19) . . ?
N1 C16 C15 129.17(18) . . ?
N1 C16 C11 108.68(15) . . ?
C15 C16 C11 122.15(18) . . ?
C10 C18 N1 110.42(15) . . ?
C10 C18 C19 125.54(16) . . ?
N1 C18 C19 124.03(16) . . ?
C18 C19 C20 109.17(15) . . ?
C29 C20 C23 101.39(14) . . ?
C29 C20 C19 111.93(16) . . ?
C23 C20 C19 109.34(16) . . ?
C29 C20 C21 118.72(15) . . ?
C23 C20 C21 105.65(15) . . ?
C19 C20 C21 109.05(15) . . ?
C22 C21 C20 113.87(16) . . ?
C22 C21 C9 103.99(16) . . ?
C20 C21 C9 115.12(14) . . ?
C1 C22 C21 106.90(16) . . ?
O2 C23 N2 126.22(19) . . ?
O2 C23 C20 124.97(18) . . ?
N2 C23 C20 108.78(17) . . ?
C25 C24 C29 122.80(19) . . ?
C25 C24 N2 127.81(19) . . ?
C29 C24 N2 109.31(17) . . ?
C24 C25 C26 117.3(2) . . ?
C27 C26 C25 121.4(2) . . ?
C26 C27 C28 120.6(2) . . ?
C29 C28 C27 119.21(19) . . ?
C28 C29 C24 118.72(18) . . ?
C28 C29 C20 132.21(17) . . ?
C24 C29 C20 108.76(16) . . ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.060



####################################################################### 
# 
# 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_BM762
_database_code_depnum_ccdc_archive 'CCDC 2119665'
loop_
_audit_author_name
_audit_author_address
'Dinabandhu Das'
;Jawaharlal Nehru University
India
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-01-10 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         ?
_chemical_formula_sum            'C29 H25 N O2'
_chemical_formula_weight         419.50

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

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

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

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

_cell_length_a                   11.9836(17)
_cell_length_b                   8.6160(12)
_cell_length_c                   21.720(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.210(4)
_cell_angle_gamma                90
_cell_volume                     2219.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9292
_cell_measurement_theta_min      2.92
_cell_measurement_theta_max      28.33

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_F_000             888
_exptl_transmission_factor_min   0.7167
_exptl_transmission_factor_max   0.7457
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker APEX-III Photon 100 detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            66706
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.922
_diffrn_reflns_theta_max         28.345
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5501
_reflns_number_gt                4459
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'X-Seed (Barbour 2017)'
_computing_publication_material  ?
_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)+(0.0658P)²+0.4964P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.040(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5501
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1425
_refine_ls_wR_factor_gt          0.1331
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_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 0.55887(9) 0.42021(14) 0.34073(5) 0.0590(3) Uani 1 1 d . . . . .
N1 N 0.85823(10) 0.59845(14) 0.30378(5) 0.0470(3) Uani 1 1 d . . . . .
C1 C 0.58440(11) 0.39456(16) 0.39603(6) 0.0432(3) Uani 1 1 d . . . . .
O2 O 1.06031(9) 0.18204(14) 0.49328(6) 0.0625(3) Uani 1 1 d . . . . .
C2 C 0.50188(11) 0.31633(16) 0.43168(7) 0.0465(3) Uani 1 1 d . . . . .
C3 C 0.39601(13) 0.2796(2) 0.39988(8) 0.0585(4) Uani 1 1 d . . . . .
H3 H 0.378843 0.303238 0.357815 0.070 Uiso 1 1 calc R U . . .
C4 C 0.31628(15) 0.2084(2) 0.43024(10) 0.0721(5) Uani 1 1 d . . . . .
H4 H 0.245446 0.185547 0.408681 0.087 Uiso 1 1 calc R U . . .
C5 C 0.34102(16) 0.1711(2) 0.49199(11) 0.0742(5) Uani 1 1 d . . . . .
H5 H 0.287447 0.121430 0.512040 0.089 Uiso 1 1 calc R U . . .
C6 C 0.44448(17) 0.2069(2) 0.52427(9) 0.0720(5) Uani 1 1 d . . . . .
H6 H 0.460856 0.181916 0.566242 0.086 Uiso 1 1 calc R U . . .
C7 C 0.52505(14) 0.2805(2) 0.49451(8) 0.0587(4) Uani 1 1 d . . . . .
H7 H 0.594790 0.305913 0.516785 0.070 Uiso 1 1 calc R U . . .
C8 C 0.69952(11) 0.43852(15) 0.42974(6) 0.0417(3) Uani 1 1 d . . . . .
H8 H 0.689143 0.477693 0.470899 0.050 Uiso 1 1 calc R U . . .
C9 C 0.77425(10) 0.29230(15) 0.43958(6) 0.0397(3) Uani 1 1 d . . . . .
H9 H 0.730851 0.211159 0.457090 0.048 Uiso 1 1 calc R U . . .
C10 C 0.88291(10) 0.32090(16) 0.48574(6) 0.0413(3) Uani 1 1 d . . . . .
H10 H 0.910187 0.425317 0.477985 0.050 Uiso 1 1 calc R U . . .
C11 C 0.86582(11) 0.31255(17) 0.55306(6) 0.0448(3) Uani 1 1 d . . . . .
C12 C 0.86129(13) 0.4461(2) 0.58807(8) 0.0572(4) Uani 1 1 d . . . . .
H12 H 0.874759 0.541890 0.570848 0.069 Uiso 1 1 calc R U . . .
C13 C 0.83691(16) 0.4386(3) 0.64852(8) 0.0719(5) Uani 1 1 d . . . . .
H13 H 0.833937 0.529258 0.671470 0.086 Uiso 1 1 calc R U . . .
C14 C 0.81718(16) 0.2983(3) 0.67454(8) 0.0760(6) Uani 1 1 d . . . . .
H14 H 0.799737 0.293607 0.714873 0.091 Uiso 1 1 calc R U . . .
C15 C 0.82332(17) 0.1639(3) 0.64064(8) 0.0732(5) Uani 1 1 d . . . . .
H15 H 0.810982 0.068379 0.658397 0.088 Uiso 1 1 calc R U . . .
C16 C 0.84779(14) 0.1707(2) 0.58022(7) 0.0582(4) Uani 1 1 d . . . . .
H16 H 0.852151 0.079603 0.557743 0.070 Uiso 1 1 calc R U . . .
C17 C 0.96684(11) 0.20445(16) 0.46587(7) 0.0451(3) Uani 1 1 d . . . . .
C18 C 0.91491(13) 0.12465(17) 0.40713(7) 0.0501(3) Uani 1 1 d . . . . .
H18A H 0.889768 0.021166 0.416140 0.060 Uiso 1 1 calc R U . . .
H18B H 0.968942 0.116609 0.378014 0.060 Uiso 1 1 calc R U . . .
C19 C 0.81460(11) 0.22615(15) 0.38020(6) 0.0421(3) Uani 1 1 d . . . . .
H19 H 0.755356 0.162311 0.356884 0.050 Uiso 1 1 calc R U . . .
C20 C 0.84740(11) 0.35534(15) 0.34017(6) 0.0414(3) Uani 1 1 d . . . . .
C21 C 0.90932(11) 0.35092(16) 0.28827(6) 0.0442(3) Uani 1 1 d . . . . .
C22 C 0.95998(14) 0.23448(19) 0.25692(7) 0.0547(4) Uani 1 1 d . . . . .
H22 H 0.955118 0.131159 0.268639 0.066 Uiso 1 1 calc R U . . .
C23 C 1.01718(16) 0.2744(2) 0.20848(8) 0.0657(5) Uani 1 1 d . . . . .
H23 H 1.051942 0.197319 0.188015 0.079 Uiso 1 1 calc R U . . .
C24 C 1.02374(16) 0.4288(2) 0.18966(8) 0.0669(5) Uani 1 1 d . . . . .
H24 H 1.064159 0.452996 0.157433 0.080 Uiso 1 1 calc R U . . .
C25 C 0.97179(14) 0.5451(2) 0.21776(7) 0.0566(4) Uani 1 1 d . . . . .
H25 H 0.974338 0.647310 0.204322 0.068 Uiso 1 1 calc R U . . .
C26 C 0.91496(11) 0.50534(17) 0.26715(6) 0.0460(3) Uani 1 1 d . . . . .
C27 C 0.85649(14) 0.76649(18) 0.30231(8) 0.0570(4) Uani 1 1 d . . . . .
H27A H 0.788936 0.803295 0.316467 0.085 Uiso 1 1 calc R U . . .
H27B H 0.858361 0.801572 0.260521 0.085 Uiso 1 1 calc R U . . .
H27C H 0.921038 0.805986 0.328982 0.085 Uiso 1 1 calc R U . . .
C28 C 0.81851(11) 0.50617(15) 0.34791(6) 0.0418(3) Uani 1 1 d . . . . .
C29 C 0.75392(12) 0.56876(16) 0.39599(7) 0.0460(3) Uani 1 1 d . . . . .
H29A H 0.695579 0.638040 0.376425 0.055 Uiso 1 1 calc R U . . .
H29B H 0.804130 0.628396 0.426084 0.055 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 C1 1.2164(16) . ?
N1 C26 1.3759(18) . ?
N1 C28 1.3812(17) . ?
N1 C27 1.4482(19) . ?
C1 C2 1.500(2) . ?
C1 C8 1.5147(18) . ?
O2 C17 1.2066(17) . ?
C2 C7 1.388(2) . ?
C2 C3 1.392(2) . ?
C3 C4 1.380(2) . ?
C4 C5 1.370(3) . ?
C5 C6 1.370(3) . ?
C6 C7 1.389(2) . ?
C8 C29 1.5355(19) . ?
C8 C9 1.5428(18) . ?
C9 C10 1.5456(17) . ?
C9 C19 1.5491(19) . ?
C10 C11 1.5069(19) . ?
C10 C17 1.5258(19) . ?
C11 C12 1.384(2) . ?
C11 C16 1.387(2) . ?
C12 C13 1.387(2) . ?
C13 C14 1.369(3) . ?
C14 C15 1.380(3) . ?
C15 C16 1.386(2) . ?
C17 C18 1.504(2) . ?
C18 C19 1.5334(19) . ?
C19 C20 1.4990(18) . ?
C20 C28 1.3615(19) . ?
C20 C21 1.4359(19) . ?
C21 C22 1.399(2) . ?
C21 C26 1.412(2) . ?
C22 C23 1.379(2) . ?
C23 C24 1.397(3) . ?
C24 C25 1.368(2) . ?
C25 C26 1.393(2) . ?
C28 C29 1.4871(19) . ?

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
C26 N1 C28 108.26(12) . . ?
C26 N1 C27 125.23(12) . . ?
C28 N1 C27 125.83(13) . . ?
O1 C1 C2 119.99(12) . . ?
O1 C1 C8 121.00(13) . . ?
C2 C1 C8 119.00(11) . . ?
C7 C2 C3 118.52(14) . . ?
C7 C2 C1 123.60(13) . . ?
C3 C2 C1 117.87(14) . . ?
C4 C3 C2 120.56(17) . . ?
C5 C4 C3 120.28(17) . . ?
C6 C5 C4 120.13(17) . . ?
C5 C6 C7 120.21(18) . . ?
C2 C7 C6 120.28(16) . . ?
C1 C8 C29 111.81(11) . . ?
C1 C8 C9 109.47(11) . . ?
C29 C8 C9 112.66(11) . . ?
C8 C9 C10 112.23(11) . . ?
C8 C9 C19 115.41(11) . . ?
C10 C9 C19 105.34(10) . . ?
C11 C10 C17 115.44(11) . . ?
C11 C10 C9 113.78(10) . . ?
C17 C10 C9 103.89(11) . . ?
C12 C11 C16 118.54(14) . . ?
C12 C11 C10 120.98(13) . . ?
C16 C11 C10 120.37(13) . . ?
C11 C12 C13 120.77(17) . . ?
C14 C13 C12 120.26(18) . . ?
C13 C14 C15 119.66(17) . . ?
C14 C15 C16 120.30(18) . . ?
C15 C16 C11 120.44(17) . . ?
O2 C17 C18 126.01(14) . . ?
O2 C17 C10 124.66(14) . . ?
C18 C17 C10 109.33(11) . . ?
C17 C18 C19 105.65(11) . . ?
C20 C19 C18 112.86(11) . . ?
C20 C19 C9 110.40(11) . . ?
C18 C19 C9 102.31(10) . . ?
C28 C20 C21 106.93(12) . . ?
C28 C20 C19 123.01(12) . . ?
C21 C20 C19 130.05(12) . . ?
C22 C21 C26 118.26(13) . . ?
C22 C21 C20 135.24(13) . . ?
C26 C21 C20 106.50(12) . . ?
C23 C22 C21 119.36(16) . . ?
C22 C23 C24 121.03(17) . . ?
C25 C24 C23 121.22(15) . . ?
C24 C25 C26 117.86(16) . . ?
N1 C26 C25 129.67(14) . . ?
N1 C26 C21 108.12(12) . . ?
C25 C26 C21 122.21(14) . . ?
C20 C28 N1 110.18(12) . . ?
C20 C28 C29 126.86(12) . . ?
N1 C28 C29 122.96(12) . . ?
C28 C29 C8 111.67(11) . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.228
_refine_diff_density_rms         0.055

