# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_5a
_database_code_depnum_ccdc_archive 'CCDC 2380090'
loop_
_audit_author_name
_audit_author_address
'Susanta Nayak'
;Visvesvaraya National Institute of Technology
India
;
_audit_update_record             
;
2024-12-01 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

#===============================================================================
_chemical_name_systematic        
;
ethyl 3-benzoyl-7-methoxyindolizine-1-carboxylate
;
_chemical_name_common            Indolizine
_chemical_melting_point          132
_chemical_formula_moiety         'C19 H17 N O4'
_chemical_formula_sum            'C19 H17 N O4'
_chemical_formula_weight         323.33

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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                   6.2400(12)
_cell_length_b                   10.620(2)
_cell_length_c                   12.070(2)
_cell_angle_alpha                86.29(3)
_cell_angle_beta                 82.15(3)
_cell_angle_gamma                83.83(3)
_cell_volume                     786.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    27764
_cell_measurement_theta_min      1.7
_cell_measurement_theta_max      29.8

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.36
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_F_000             340
_exptl_transmission_factor_min   0.991
_exptl_transmission_factor_max   0.998
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   Synchrotron
_diffrn_measurement_device_type  'Huber Kappa Goniometer, Pilatus 2M detector'
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27764
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.680
_diffrn_reflns_theta_max         29.760
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4649
_reflns_number_gt                4548
_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       'Elettra Synchrotron - XRD1 BL'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0686P)²+0.2745P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.136(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4649
_refine_ls_number_parameters     286
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.1148
_refine_ls_wR_factor_gt          0.1142
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 1.05066(10) 0.60721(6) 0.60619(5) 0.01607(14) Uani 1 1 d . . . . .
O3 O 0.07472(11) 0.70858(7) 0.86792(6) 0.02184(16) Uani 1 1 d . . . . .
O1 O 1.09930(11) 0.41365(6) 0.69308(6) 0.02001(15) Uani 1 1 d . . . . .
O4 O 0.57504(11) 0.15544(7) 0.96761(6) 0.02165(16) Uani 1 1 d . . . . .
N1 N 0.45033(12) 0.52188(7) 0.84565(6) 0.01420(15) Uani 1 1 d . . . . .
C7 C 0.98657(13) 0.51276(8) 0.67973(7) 0.01456(16) Uani 1 1 d . . . . .
C6 C 0.76870(13) 0.54370(8) 0.73723(7) 0.01449(16) Uani 1 1 d . . . . .
C10 C 0.63429(13) 0.65702(8) 0.72828(7) 0.01488(16) Uani 1 1 d . . . . .
H10 H 0.673(2) 0.7311(13) 0.6807(11) 0.020(3) Uiso 1 1 d . . . . .
C13 C 0.25528(14) 0.86401(8) 0.75448(7) 0.01609(17) Uani 1 1 d . . . . .
C5 C 0.65202(13) 0.45916(8) 0.81166(7) 0.01419(16) Uani 1 1 d . . . . .
C11 C 0.43749(13) 0.64556(8) 0.79591(7) 0.01453(16) Uani 1 1 d . . . . .
C4 C 0.70535(14) 0.33360(8) 0.85191(7) 0.01574(16) Uani 1 1 d . . . . .
H4 H 0.848(2) 0.2918(14) 0.8281(12) 0.024(3) Uiso 1 1 d . . . . .
C1 C 0.29609(14) 0.46325(9) 0.91845(7) 0.01653(17) Uani 1 1 d . . . . .
H1 H 0.167(2) 0.5117(14) 0.9370(12) 0.023(3) Uiso 1 1 d . . . . .
C8 C 1.26066(13) 0.57810(8) 0.54052(7) 0.01570(16) Uani 1 1 d . . . . .
H8A H 1.254(2) 0.5015(13) 0.4991(11) 0.018(3) Uiso 1 1 d . . . . .
H8B H 1.368(2) 0.5592(13) 0.5916(11) 0.019(3) Uiso 1 1 d . . . . .
C12 C 0.24656(13) 0.73495(8) 0.81186(7) 0.01572(16) Uani 1 1 d . . . . .
C18 C 0.08475(14) 0.90949(9) 0.69438(8) 0.01990(18) Uani 1 1 d . . . . .
H18 H -0.025(2) 0.8536(15) 0.6882(13) 0.028(4) Uiso 1 1 d . . . . .
C3 C 0.55014(14) 0.27535(8) 0.92273(7) 0.01762(17) Uani 1 1 d . . . . .
C14 C 0.41903(15) 0.94126(9) 0.76335(8) 0.01997(18) Uani 1 1 d . . . . .
H14 H 0.533(2) 0.9100(14) 0.8066(12) 0.026(3) Uiso 1 1 d . . . . .
C17 C 0.07896(16) 1.02986(9) 0.64224(9) 0.0236(2) Uani 1 1 d . . . . .
H17 H -0.041(3) 1.0622(16) 0.6000(13) 0.032(4) Uiso 1 1 d . . . . .
C9 C 1.30533(15) 0.69109(9) 0.46167(8) 0.02042(18) Uani 1 1 d . . . . .
H9A H 1.445(3) 0.6723(16) 0.4151(13) 0.032(4) Uiso 1 1 d . . . . .
H9B H 1.308(3) 0.7685(16) 0.5045(14) 0.035(4) Uiso 1 1 d . . . . .
H9C H 1.191(3) 0.7093(16) 0.4112(13) 0.032(4) Uiso 1 1 d . . . . .
C15 C 0.40961(17) 1.06317(9) 0.71304(9) 0.0245(2) Uani 1 1 d . . . . .
H15 H 0.526(3) 1.1166(16) 0.7209(14) 0.034(4) Uiso 1 1 d . . . . .
C19 C 0.78220(16) 0.08468(9) 0.94162(9) 0.02265(19) Uani 1 1 d . . . . .
H19A H 0.820(3) 0.0757(15) 0.8616(13) 0.030(4) Uiso 1 1 d . . . . .
H19B H 0.767(3) 0.0019(16) 0.9790(14) 0.036(4) Uiso 1 1 d . . . . .
H19C H 0.893(2) 0.1262(15) 0.9693(13) 0.030(4) Uiso 1 1 d . . . . .
C2 C 0.34422(15) 0.34239(9) 0.95710(8) 0.02170(19) Uani 1 1 d . . . . .
H2 H 0.233(3) 0.3011(15) 1.0072(13) 0.032(4) Uiso 1 1 d . . . . .
C16 C 0.24072(17) 1.10755(9) 0.65190(9) 0.0248(2) Uani 1 1 d . . . . .
H16 H 0.234(3) 1.1931(17) 0.6168(14) 0.037(4) 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
O2 C7 1.3521(11) . ?
O2 C8 1.4499(11) . ?
O3 C12 1.2362(11) . ?
O1 C7 1.2160(11) . ?
O4 C3 1.3529(11) . ?
O4 C19 1.4301(12) . ?
N1 C5 1.3821(11) . ?
N1 C1 1.3831(11) . ?
N1 C11 1.4072(11) . ?
C7 C6 1.4539(12) . ?
C6 C10 1.3980(12) . ?
C6 C5 1.4145(12) . ?
C10 C11 1.3910(12) . ?
C10 H10 0.976(14) . ?
C13 C18 1.3953(13) . ?
C13 C14 1.3964(13) . ?
C13 C12 1.4980(12) . ?
C5 C4 1.4106(12) . ?
C11 C12 1.4408(12) . ?
C4 C3 1.3732(12) . ?
C4 H4 0.967(15) . ?
C1 C2 1.3540(13) . ?
C1 H1 0.917(15) . ?
C8 C9 1.5083(13) . ?
C8 H8A 0.989(13) . ?
C8 H8B 0.969(14) . ?
C18 C17 1.3868(13) . ?
C18 H18 0.967(15) . ?
C3 C2 1.4235(13) . ?
C14 C15 1.3928(13) . ?
C14 H14 0.957(15) . ?
C17 C16 1.3916(15) . ?
C17 H17 0.984(16) . ?
C9 H9A 0.981(16) . ?
C9 H9B 1.002(17) . ?
C9 H9C 0.996(16) . ?
C15 C16 1.3920(15) . ?
C15 H15 0.987(17) . ?
C19 H19A 0.971(16) . ?
C19 H19B 0.970(17) . ?
C19 H19C 0.968(16) . ?
C2 H2 0.976(16) . ?
C16 H16 0.977(18) . ?

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
C7 O2 C8 114.40(7) . . ?
C3 O4 C19 117.29(8) . . ?
C5 N1 C1 121.15(8) . . ?
C5 N1 C11 109.64(7) . . ?
C1 N1 C11 129.21(8) . . ?
O1 C7 O2 122.87(8) . . ?
O1 C7 C6 125.20(8) . . ?
O2 C7 C6 111.92(8) . . ?
C10 C6 C5 107.54(8) . . ?
C10 C6 C7 127.87(8) . . ?
C5 C6 C7 124.57(8) . . ?
C11 C10 C6 109.11(8) . . ?
C11 C10 H10 126.1(8) . . ?
C6 C10 H10 124.8(8) . . ?
C18 C13 C14 119.57(8) . . ?
C18 C13 C12 117.40(8) . . ?
C14 C13 C12 122.96(8) . . ?
N1 C5 C4 120.28(8) . . ?
N1 C5 C6 107.13(8) . . ?
C4 C5 C6 132.59(8) . . ?
C10 C11 N1 106.56(8) . . ?
C10 C11 C12 129.64(8) . . ?
N1 C11 C12 123.72(8) . . ?
C3 C4 C5 118.21(8) . . ?
C3 C4 H4 122.8(9) . . ?
C5 C4 H4 119.0(9) . . ?
C2 C1 N1 119.27(8) . . ?
C2 C1 H1 125.2(9) . . ?
N1 C1 H1 115.5(9) . . ?
O2 C8 C9 107.72(8) . . ?
O2 C8 H8A 108.1(8) . . ?
C9 C8 H8A 111.4(8) . . ?
O2 C8 H8B 108.2(8) . . ?
C9 C8 H8B 112.6(8) . . ?
H8A C8 H8B 108.6(11) . . ?
O3 C12 C11 122.93(8) . . ?
O3 C12 C13 118.78(8) . . ?
C11 C12 C13 118.26(8) . . ?
C17 C18 C13 120.41(9) . . ?
C17 C18 H18 121.5(9) . . ?
C13 C18 H18 118.0(9) . . ?
O4 C3 C4 125.42(9) . . ?
O4 C3 C2 114.20(8) . . ?
C4 C3 C2 120.36(8) . . ?
C15 C14 C13 119.75(9) . . ?
C15 C14 H14 121.3(9) . . ?
C13 C14 H14 118.9(9) . . ?
C18 C17 C16 120.14(9) . . ?
C18 C17 H17 120.5(10) . . ?
C16 C17 H17 119.3(10) . . ?
C8 C9 H9A 108.9(10) . . ?
C8 C9 H9B 110.7(10) . . ?
H9A C9 H9B 110.2(14) . . ?
C8 C9 H9C 111.0(9) . . ?
H9A C9 H9C 108.1(13) . . ?
H9B C9 H9C 108.0(13) . . ?
C16 C15 C14 120.48(9) . . ?
C16 C15 H15 121.0(10) . . ?
C14 C15 H15 118.5(10) . . ?
O4 C19 H19A 111.7(9) . . ?
O4 C19 H19B 105.2(10) . . ?
H19A C19 H19B 109.6(13) . . ?
O4 C19 H19C 109.9(9) . . ?
H19A C19 H19C 109.2(13) . . ?
H19B C19 H19C 111.2(13) . . ?
C1 C2 C3 120.69(9) . . ?
C1 C2 H2 118.8(10) . . ?
C3 C2 H2 120.5(10) . . ?
C17 C16 C15 119.62(9) . . ?
C17 C16 H16 119.8(10) . . ?
C15 C16 H16 120.6(10) . . ?

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
C8 O2 C7 O1 2.89(12) . . . . ?
C8 O2 C7 C6 -175.83(7) . . . . ?
O1 C7 C6 C10 177.72(9) . . . . ?
O2 C7 C6 C10 -3.59(12) . . . . ?
O1 C7 C6 C5 -4.28(14) . . . . ?
O2 C7 C6 C5 174.41(7) . . . . ?
C5 C6 C10 C11 0.46(10) . . . . ?
C7 C6 C10 C11 178.73(8) . . . . ?
C1 N1 C5 C4 -0.68(12) . . . . ?
C11 N1 C5 C4 179.03(7) . . . . ?
C1 N1 C5 C6 179.25(7) . . . . ?
C11 N1 C5 C6 -1.04(9) . . . . ?
C10 C6 C5 N1 0.36(9) . . . . ?
C7 C6 C5 N1 -177.98(7) . . . . ?
C10 C6 C5 C4 -179.73(9) . . . . ?
C7 C6 C5 C4 1.93(15) . . . . ?
C6 C10 C11 N1 -1.08(9) . . . . ?
C6 C10 C11 C12 -177.94(8) . . . . ?
C5 N1 C11 C10 1.32(9) . . . . ?
C1 N1 C11 C10 -179.00(8) . . . . ?
C5 N1 C11 C12 178.41(8) . . . . ?
C1 N1 C11 C12 -1.91(14) . . . . ?
N1 C5 C4 C3 1.69(12) . . . . ?
C6 C5 C4 C3 -178.22(9) . . . . ?
C5 N1 C1 C2 0.14(13) . . . . ?
C11 N1 C1 C2 -179.51(8) . . . . ?
C7 O2 C8 C9 178.78(7) . . . . ?
C10 C11 C12 O3 173.82(9) . . . . ?
N1 C11 C12 O3 -2.56(14) . . . . ?
C10 C11 C12 C13 -4.00(14) . . . . ?
N1 C11 C12 C13 179.62(7) . . . . ?
C18 C13 C12 O3 -46.99(12) . . . . ?
C14 C13 C12 O3 129.85(10) . . . . ?
C18 C13 C12 C11 130.92(9) . . . . ?
C14 C13 C12 C11 -52.23(12) . . . . ?
C14 C13 C18 C17 0.96(14) . . . . ?
C12 C13 C18 C17 177.91(8) . . . . ?
C19 O4 C3 C4 1.84(14) . . . . ?
C19 O4 C3 C2 -176.68(8) . . . . ?
C5 C4 C3 O4 179.40(8) . . . . ?
C5 C4 C3 C2 -2.16(13) . . . . ?
C18 C13 C14 C15 0.56(14) . . . . ?
C12 C13 C14 C15 -176.21(9) . . . . ?
C13 C18 C17 C16 -1.63(15) . . . . ?
C13 C14 C15 C16 -1.43(15) . . . . ?
N1 C1 C2 C3 -0.62(14) . . . . ?
O4 C3 C2 C1 -179.72(9) . . . . ?
C4 C3 C2 C1 1.68(14) . . . . ?
C18 C17 C16 C15 0.77(16) . . . . ?
C14 C15 C16 C17 0.76(16) . . . . ?

_refine_diff_density_max         0.793
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.070



####################################################################### 
# 
# 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_5b
_database_code_depnum_ccdc_archive 'CCDC 2380091'
loop_
_audit_author_name
_audit_author_address
'Susanta Nayak'
;Visvesvaraya National Institute of Technology
India
;
_audit_update_record             
;
2024-12-01 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

#===============================================================================
_chemical_name_systematic        
;
ethyl 7-methoxy-3-(4-methylbenzoyl)indolizine-1-carboxylate
;
_chemical_name_common            Indolizine
_chemical_melting_point          125
_chemical_formula_moiety         'C20 H19 N O4'
_chemical_formula_sum            'C20 H19 N O4'
_chemical_formula_weight         337.36

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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/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                   9.930(2)
_cell_length_b                   7.6700(15)
_cell_length_c                   21.320(4)
_cell_angle_alpha                90
_cell_angle_beta                 92.52(3)
_cell_angle_gamma                90
_cell_volume                     1622.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    41143
_cell_measurement_theta_min      2.8
_cell_measurement_theta_max      29.7

_exptl_crystal_description       cube
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.38
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_F_000             712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   Synchrotron
_diffrn_measurement_device_type  'Huber Kappa Goniometer, Pilatus 2M detector'
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            41143
_diffrn_reflns_av_unetI/netI     0.0088
_diffrn_reflns_av_R_equivalents  0.0156
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.780
_diffrn_reflns_theta_max         29.745
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4760
_reflns_number_gt                4685
_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       'Elettra Synchrotron - XRD1 BL'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0643P)²+0.3606P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.072(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4760
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.1012
_refine_ls_wR_factor_gt          0.1010
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.30600(5) 0.16674(7) 0.51522(2) 0.01719(12) Uani 1 1 d . . . . .
O4 O 0.58230(5) 0.48398(8) 0.67251(2) 0.01926(13) Uani 1 1 d . . . . .
O1 O 0.31506(6) 0.07602(8) 0.41494(3) 0.02095(13) Uani 1 1 d . . . . .
O3 O 0.94733(5) 0.35156(8) 0.43295(3) 0.02098(13) Uani 1 1 d . . . . .
N1 N 0.69882(6) 0.34982(8) 0.49630(3) 0.01403(13) Uani 1 1 d . . . . .
C4 C 0.53448(7) 0.35032(9) 0.57584(3) 0.01537(14) Uani 1 1 d . . . . .
H4 H 0.4456(12) 0.3196(15) 0.5888(6) 0.022(3) Uiso 1 1 d . . . . .
C7 C 0.36965(7) 0.14362(9) 0.46108(3) 0.01534(14) Uani 1 1 d . . . . .
C3 C 0.62470(7) 0.44040(9) 0.61483(3) 0.01555(14) Uani 1 1 d . . . . .
C2 C 0.75363(7) 0.48458(10) 0.59412(3) 0.01661(14) Uani 1 1 d . . . . .
H2 H 0.8189(12) 0.5480(15) 0.6195(5) 0.022(3) Uiso 1 1 d . . . . .
C12 C 0.71435(7) 0.29518(9) 0.43378(3) 0.01458(14) Uani 1 1 d . . . . .
C5 C 0.57180(7) 0.30300(9) 0.51540(3) 0.01415(14) Uani 1 1 d . . . . .
C10 C 0.59642(7) 0.20555(9) 0.41499(3) 0.01458(14) Uani 1 1 d . . . . .
C6 C 0.50685(7) 0.21232(9) 0.46443(3) 0.01454(14) Uani 1 1 d . . . . .
C8 C 0.16662(7) 0.10972(10) 0.51365(4) 0.01851(15) Uani 1 1 d . . . . .
H8A H 0.1655(11) -0.0178(16) 0.5065(5) 0.021(3) Uiso 1 1 d . . . . .
H8B H 0.1185(12) 0.1648(15) 0.4788(6) 0.022(3) Uiso 1 1 d . . . . .
C13 C 0.83968(7) 0.32196(9) 0.40299(3) 0.01526(14) Uani 1 1 d . . . . .
C1 C 0.78778(7) 0.43913(9) 0.53510(3) 0.01587(14) Uani 1 1 d . . . . .
H1 H 0.8724(12) 0.4620(16) 0.5189(6) 0.024(3) Uiso 1 1 d . . . . .
C15 C 0.74105(7) 0.40335(10) 0.29591(3) 0.01777(14) Uani 1 1 d . . . . .
H15 H 0.6622(12) 0.4575(16) 0.3149(6) 0.025(3) Uiso 1 1 d . . . . .
C14 C 0.84148(7) 0.32050(9) 0.33291(3) 0.01531(14) Uani 1 1 d . . . . .
C16 C 0.75150(8) 0.41080(10) 0.23100(4) 0.02039(15) Uani 1 1 d . . . . .
H16 H 0.6819(13) 0.4664(18) 0.2052(6) 0.031(3) Uiso 1 1 d . . . . .
C19 C 0.95216(7) 0.24587(10) 0.30468(4) 0.01839(15) Uani 1 1 d . . . . .
H19 H 1.0224(13) 0.1883(17) 0.3320(6) 0.027(3) Uiso 1 1 d . . . . .
C17 C 0.86060(8) 0.33432(11) 0.20293(4) 0.02187(16) Uani 1 1 d . . . . .
H17 H 0.8643(13) 0.3400(17) 0.1568(6) 0.029(3) Uiso 1 1 d . . . . .
C20 C 0.67145(8) 0.58873(11) 0.71165(4) 0.02122(16) Uani 1 1 d . . . . .
H20A H 0.7535(12) 0.5219(16) 0.7264(6) 0.025(3) Uiso 1 1 d . . . . .
H20B H 0.6167(13) 0.6195(17) 0.7483(6) 0.028(3) Uiso 1 1 d . . . . .
H20C H 0.6994(12) 0.6899(16) 0.6888(6) 0.023(3) Uiso 1 1 d . . . . .
C11 C 0.57481(7) 0.10226(10) 0.35590(3) 0.01742(14) Uani 1 1 d . . . . .
H11A H 0.5190(13) 0.1651(17) 0.3247(6) 0.029(3) Uiso 1 1 d . . . . .
H11B H 0.5247(12) -0.0063(17) 0.3646(6) 0.027(3) Uiso 1 1 d . . . . .
H11C H 0.6610(13) 0.0749(16) 0.3380(6) 0.028(3) Uiso 1 1 d . . . . .
C18 C 0.96077(8) 0.25104(11) 0.23970(4) 0.02182(16) Uani 1 1 d . . . . .
H18 H 1.0392(13) 0.1941(17) 0.2206(6) 0.028(3) Uiso 1 1 d . . . . .
C9 C 0.11029(8) 0.15844(12) 0.57575(4) 0.02476(17) Uani 1 1 d . . . . .
H9A H 0.1102(14) 0.2833(19) 0.5823(6) 0.035(3) Uiso 1 1 d . . . . .
H9B H 0.1606(15) 0.1028(19) 0.6115(7) 0.040(4) Uiso 1 1 d . . . . .
H9C H 0.0157(15) 0.118(2) 0.5760(7) 0.041(4) 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
O2 C7 1.3518(9) . ?
O2 C8 1.4505(9) . ?
O4 C3 1.3590(9) . ?
O4 C20 1.4355(10) . ?
O1 C7 1.2179(9) . ?
O3 C13 1.2418(9) . ?
N1 C1 1.3673(9) . ?
N1 C5 1.3896(9) . ?
N1 C12 1.4122(9) . ?
C4 C3 1.3803(10) . ?
C4 C5 1.4041(10) . ?
C4 H4 0.965(12) . ?
C7 C6 1.4596(10) . ?
C3 C2 1.4137(10) . ?
C2 C1 1.3628(10) . ?
C2 H2 0.958(12) . ?
C12 C10 1.4011(10) . ?
C12 C13 1.4470(10) . ?
C5 C6 1.4208(10) . ?
C10 C6 1.4098(10) . ?
C10 C11 1.4957(10) . ?
C8 C9 1.5069(12) . ?
C8 H8A 0.990(12) . ?
C8 H8B 0.964(12) . ?
C13 C14 1.4949(10) . ?
C1 H1 0.939(12) . ?
C15 C16 1.3936(10) . ?
C15 C14 1.3970(10) . ?
C15 H15 0.989(12) . ?
C14 C19 1.3985(10) . ?
C16 C17 1.3903(12) . ?
C16 H16 0.963(13) . ?
C19 C18 1.3923(11) . ?
C19 H19 0.992(13) . ?
C17 C18 1.3940(12) . ?
C17 H17 0.987(13) . ?
C20 H20A 1.002(12) . ?
C20 H20B 1.000(13) . ?
C20 H20C 0.963(12) . ?
C11 H11A 0.974(13) . ?
C11 H11B 0.992(13) . ?
C11 H11C 0.975(13) . ?
C18 H18 0.996(13) . ?
C9 H9A 0.968(15) . ?
C9 H9B 0.989(15) . ?
C9 H9C 0.990(15) . ?

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
C7 O2 C8 114.98(6) . . ?
C3 O4 C20 117.13(6) . . ?
C1 N1 C5 121.52(6) . . ?
C1 N1 C12 128.70(6) . . ?
C5 N1 C12 109.76(6) . . ?
C3 C4 C5 119.44(7) . . ?
C3 C4 H4 121.8(7) . . ?
C5 C4 H4 118.7(7) . . ?
O1 C7 O2 122.50(7) . . ?
O1 C7 C6 125.07(7) . . ?
O2 C7 C6 112.41(6) . . ?
O4 C3 C4 116.70(7) . . ?
O4 C3 C2 122.99(7) . . ?
C4 C3 C2 120.31(7) . . ?
C1 C2 C3 119.51(7) . . ?
C1 C2 H2 117.5(7) . . ?
C3 C2 H2 123.0(7) . . ?
C10 C12 N1 106.91(6) . . ?
C10 C12 C13 131.66(6) . . ?
N1 C12 C13 121.19(6) . . ?
N1 C5 C4 118.80(7) . . ?
N1 C5 C6 106.84(6) . . ?
C4 C5 C6 134.36(6) . . ?
C12 C10 C6 108.37(6) . . ?
C12 C10 C11 126.00(6) . . ?
C6 C10 C11 125.27(6) . . ?
C10 C6 C5 108.04(6) . . ?
C10 C6 C7 124.64(6) . . ?
C5 C6 C7 127.27(7) . . ?
O2 C8 C9 107.21(7) . . ?
O2 C8 H8A 107.8(7) . . ?
C9 C8 H8A 112.2(7) . . ?
O2 C8 H8B 109.0(7) . . ?
C9 C8 H8B 112.3(7) . . ?
H8A C8 H8B 108.2(10) . . ?
O3 C13 C12 122.05(7) . . ?
O3 C13 C14 117.87(7) . . ?
C12 C13 C14 120.05(6) . . ?
C2 C1 N1 120.42(7) . . ?
C2 C1 H1 123.8(8) . . ?
N1 C1 H1 115.8(8) . . ?
C16 C15 C14 119.80(7) . . ?
C16 C15 H15 119.0(7) . . ?
C14 C15 H15 121.2(7) . . ?
C15 C14 C19 119.88(7) . . ?
C15 C14 C13 121.42(7) . . ?
C19 C14 C13 118.51(7) . . ?
C17 C16 C15 120.24(7) . . ?
C17 C16 H16 119.6(8) . . ?
C15 C16 H16 120.1(8) . . ?
C18 C19 C14 120.03(7) . . ?
C18 C19 H19 121.6(7) . . ?
C14 C19 H19 118.4(7) . . ?
C16 C17 C18 120.10(7) . . ?
C16 C17 H17 118.3(8) . . ?
C18 C17 H17 121.6(8) . . ?
O4 C20 H20A 111.6(7) . . ?
O4 C20 H20B 104.1(7) . . ?
H20A C20 H20B 109.7(10) . . ?
O4 C20 H20C 109.9(7) . . ?
H20A C20 H20C 108.9(10) . . ?
H20B C20 H20C 112.6(10) . . ?
C10 C11 H11A 111.7(8) . . ?
C10 C11 H11B 110.0(7) . . ?
H11A C11 H11B 105.5(11) . . ?
C10 C11 H11C 110.3(8) . . ?
H11A C11 H11C 108.8(11) . . ?
H11B C11 H11C 110.4(10) . . ?
C19 C18 C17 119.94(7) . . ?
C19 C18 H18 118.6(7) . . ?
C17 C18 H18 121.5(7) . . ?
C8 C9 H9A 112.0(8) . . ?
C8 C9 H9B 112.1(9) . . ?
H9A C9 H9B 108.6(12) . . ?
C8 C9 H9C 108.4(9) . . ?
H9A C9 H9C 107.8(12) . . ?
H9B C9 H9C 107.8(12) . . ?

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
C8 O2 C7 O1 -1.74(10) . . . . ?
C8 O2 C7 C6 176.76(6) . . . . ?
C20 O4 C3 C4 -175.52(6) . . . . ?
C20 O4 C3 C2 3.89(10) . . . . ?
C5 C4 C3 O4 179.39(6) . . . . ?
C5 C4 C3 C2 -0.04(10) . . . . ?
O4 C3 C2 C1 -178.72(7) . . . . ?
C4 C3 C2 C1 0.67(11) . . . . ?
C1 N1 C12 C10 178.77(7) . . . . ?
C5 N1 C12 C10 -2.74(8) . . . . ?
C1 N1 C12 C13 3.82(11) . . . . ?
C5 N1 C12 C13 -177.69(6) . . . . ?
C1 N1 C5 C4 0.52(10) . . . . ?
C12 N1 C5 C4 -178.10(6) . . . . ?
C1 N1 C5 C6 -179.73(6) . . . . ?
C12 N1 C5 C6 1.65(7) . . . . ?
C3 C4 C5 N1 -0.54(10) . . . . ?
C3 C4 C5 C6 179.80(7) . . . . ?
N1 C12 C10 C6 2.73(8) . . . . ?
C13 C12 C10 C6 176.95(7) . . . . ?
N1 C12 C10 C11 -170.64(6) . . . . ?
C13 C12 C10 C11 3.58(12) . . . . ?
C12 C10 C6 C5 -1.77(8) . . . . ?
C11 C10 C6 C5 171.66(6) . . . . ?
C12 C10 C6 C7 175.70(6) . . . . ?
C11 C10 C6 C7 -10.87(11) . . . . ?
N1 C5 C6 C10 0.07(7) . . . . ?
C4 C5 C6 C10 179.76(7) . . . . ?
N1 C5 C6 C7 -177.31(6) . . . . ?
C4 C5 C6 C7 2.38(13) . . . . ?
O1 C7 C6 C10 -1.76(11) . . . . ?
O2 C7 C6 C10 179.78(6) . . . . ?
O1 C7 C6 C5 175.21(7) . . . . ?
O2 C7 C6 C5 -3.24(10) . . . . ?
C7 O2 C8 C9 -175.68(6) . . . . ?
C10 C12 C13 O3 -154.96(8) . . . . ?
N1 C12 C13 O3 18.57(11) . . . . ?
C10 C12 C13 C14 27.14(11) . . . . ?
N1 C12 C13 C14 -159.33(6) . . . . ?
C3 C2 C1 N1 -0.70(11) . . . . ?
C5 N1 C1 C2 0.10(10) . . . . ?
C12 N1 C1 C2 178.44(7) . . . . ?
C16 C15 C14 C19 0.17(11) . . . . ?
C16 C15 C14 C13 175.08(7) . . . . ?
O3 C13 C14 C15 -135.78(8) . . . . ?
C12 C13 C14 C15 42.21(10) . . . . ?
O3 C13 C14 C19 39.20(10) . . . . ?
C12 C13 C14 C19 -142.81(7) . . . . ?
C14 C15 C16 C17 0.77(11) . . . . ?
C15 C14 C19 C18 -1.32(11) . . . . ?
C13 C14 C19 C18 -176.38(7) . . . . ?
C15 C16 C17 C18 -0.56(12) . . . . ?
C14 C19 C18 C17 1.54(12) . . . . ?
C16 C17 C18 C19 -0.60(12) . . . . ?

_refine_diff_density_max         0.526
_refine_diff_density_min         -0.243
_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_5l
_database_code_depnum_ccdc_archive 'CCDC 2380094'
loop_
_audit_author_name
_audit_author_address
'Susanta Nayak'
;Visvesvaraya National Institute of Technology
India
;
_audit_update_record             
;
2024-12-01 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

#===============================================================================
_chemical_name_systematic        
;
diethyl 3-(4-chlorobenzoyl)-7-methoxyindolizine-1,2-dicarboxylate
;
_chemical_name_common            Indolizine
_chemical_melting_point          148
_chemical_formula_moiety         'C22 H20 Cl N O6'
_chemical_formula_sum            'C22 H20 Cl N O6'
_chemical_formula_weight         429.84

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1472 0.1563 '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                   9.5500(19)
_cell_length_b                   11.380(2)
_cell_length_c                   11.470(2)
_cell_angle_alpha                95.07(3)
_cell_angle_beta                 112.65(3)
_cell_angle_gamma                113.02(3)
_cell_volume                     1016.0(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    34016
_cell_measurement_temperature    100(2)
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      29.7

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.40
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   0.979
_exptl_transmission_factor_max   0.996
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.241
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.996
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   Synchrotron
_diffrn_measurement_device_type  'Huber Kappa Goniometer, Pilatus 2M detector'
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34016
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.392
_diffrn_reflns_theta_max         29.740
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.964
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.964
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             5913
_reflns_number_gt                5850
_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       'Elettra Synchrotron - XRD1 BL'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0499P)²+0.3135P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       0.320(14)
_refine_ls_number_reflns         5913
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0336
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0920
_refine_ls_wR_factor_gt          0.0919
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.35946(3) 0.59657(2) -0.01484(2) 0.03062(9) Uani 1 1 d . . . . .
O4 O 0.49342(7) 0.33691(6) 0.37592(6) 0.01502(12) Uani 1 1 d . . . . .
O2 O 0.44422(7) 0.11609(6) 0.68798(6) 0.01511(12) Uani 1 1 d . . . . .
O3 O 0.27087(8) 0.15895(6) 0.21039(6) 0.01762(13) Uani 1 1 d . . . . .
O1 O 0.52449(8) 0.15003(6) 0.52766(6) 0.01822(13) Uani 1 1 d . . . . .
O6 O -0.01861(8) 0.12270(6) 0.79082(6) 0.01782(13) Uani 1 1 d . . . . .
O5 O -0.15003(8) 0.24064(7) 0.22595(7) 0.02369(15) Uani 1 1 d . . . . .
N1 N 0.04765(8) 0.19863(6) 0.46803(6) 0.01228(13) Uani 1 1 d . . . . .
C5 C 0.16509(9) 0.16978(7) 0.56032(7) 0.01194(14) Uani 1 1 d . . . . .
C14 C 0.09876(9) 0.23425(7) 0.37146(7) 0.01291(14) Uani 1 1 d . . . . .
C16 C 0.09551(10) 0.35519(8) 0.19681(8) 0.01469(14) Uani 1 1 d . . . . .
C15 C 0.00273(10) 0.27305(8) 0.26307(8) 0.01517(14) Uani 1 1 d . . . . .
C7 C 0.43065(9) 0.14838(7) 0.57568(7) 0.01293(14) Uani 1 1 d . . . . .
C10 C 0.24790(9) 0.22234(7) 0.40274(7) 0.01249(14) Uani 1 1 d . . . . .
C11 C 0.33615(9) 0.23418(7) 0.31824(7) 0.01298(14) Uani 1 1 d . . . . .
C6 C 0.29005(9) 0.18148(7) 0.51830(7) 0.01224(14) Uani 1 1 d . . . . .
C3 C 0.01140(9) 0.14354(7) 0.68701(7) 0.01394(14) Uani 1 1 d . . . . .
C2 C -0.10969(10) 0.17006(8) 0.58913(8) 0.01600(15) Uani 1 1 d . . . . .
H2 H -0.2077(18) 0.1681(13) 0.5977(14) 0.026(3) Uiso 1 1 d . . . . .
C1 C -0.09019(9) 0.19689(8) 0.48206(8) 0.01498(14) Uani 1 1 d . . . . .
H1 H -0.1658(16) 0.2135(13) 0.4127(13) 0.020(3) Uiso 1 1 d . . . . .
C21 C 0.25947(10) 0.46213(8) 0.26827(8) 0.01660(15) Uani 1 1 d . . . . .
H21 H 0.3162(18) 0.4858(13) 0.3620(14) 0.025(3) Uiso 1 1 d . . . . .
C4 C 0.14665(9) 0.14121(7) 0.67208(7) 0.01332(14) Uani 1 1 d . . . . .
H4 H 0.2277(16) 0.1237(12) 0.7344(12) 0.018(3) Uiso 1 1 d . . . . .
C8 C 0.57742(10) 0.07726(9) 0.75031(8) 0.01717(15) Uani 1 1 d . . . . .
H8A H 0.6883(17) 0.1537(13) 0.7752(13) 0.022(3) Uiso 1 1 d . . . . .
H8B H 0.5602(16) 0.0069(13) 0.6864(13) 0.021(3) Uiso 1 1 d . . . . .
C17 C 0.01195(11) 0.32618(8) 0.05989(8) 0.01880(16) Uani 1 1 d . . . . .
H17 H -0.1013(17) 0.2531(13) 0.0106(14) 0.023(3) Uiso 1 1 d . . . . .
C9 C 0.55984(11) 0.03573(9) 0.86727(8) 0.01932(16) Uani 1 1 d . . . . .
H9A H 0.446(2) -0.0353(15) 0.8385(16) 0.034(4) Uiso 1 1 d . . . . .
H9B H 0.5795(18) 0.1081(14) 0.9333(15) 0.029(3) Uiso 1 1 d . . . . .
H9C H 0.6431(19) 0.0061(15) 0.9080(15) 0.032(4) Uiso 1 1 d . . . . .
C20 C 0.34093(11) 0.53710(8) 0.20281(9) 0.01886(16) Uani 1 1 d . . . . .
H20 H 0.4532(18) 0.6106(14) 0.2497(14) 0.028(3) Uiso 1 1 d . . . . .
C19 C 0.25692(11) 0.50387(8) 0.06650(9) 0.01913(16) Uani 1 1 d . . . . .
C18 C 0.09256(12) 0.39967(9) -0.00615(8) 0.02107(17) Uani 1 1 d . . . . .
H18 H 0.0367(18) 0.3795(14) -0.1011(15) 0.030(3) Uiso 1 1 d . . . . .
C12 C 0.58749(10) 0.34948(8) 0.29996(8) 0.01820(16) Uani 1 1 d . . . . .
H12A H 0.5212(17) 0.3619(13) 0.2165(14) 0.026(3) Uiso 1 1 d . . . . .
H12B H 0.5966(17) 0.2685(13) 0.2861(13) 0.024(3) Uiso 1 1 d . . . . .
C22 C 0.10324(11) 0.10100(9) 0.89492(8) 0.02037(16) Uani 1 1 d . . . . .
H22A H 0.1049(17) 0.0185(14) 0.8635(14) 0.025(3) Uiso 1 1 d . . . . .
H22B H 0.0681(18) 0.0959(14) 0.9633(14) 0.027(3) Uiso 1 1 d . . . . .
H22C H 0.2200(18) 0.1786(14) 0.9321(14) 0.026(3) Uiso 1 1 d . . . . .
C13 C 0.75877(12) 0.46970(10) 0.37824(11) 0.0285(2) Uani 1 1 d . . . . .
H13A H 0.828(2) 0.4794(16) 0.3329(17) 0.041(4) Uiso 1 1 d . . . . .
H13B H 0.820(2) 0.4589(15) 0.4627(16) 0.035(4) Uiso 1 1 d . . . . .
H13C H 0.744(2) 0.5491(17) 0.3919(17) 0.042(4) 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
Cl1 C19 1.7355(10) . ?
O4 C11 1.3360(12) . ?
O4 C12 1.4529(10) . ?
O2 C7 1.3429(10) . ?
O2 C8 1.4559(10) . ?
O3 C11 1.2056(11) . ?
O1 C7 1.2147(10) . ?
O6 C3 1.3475(10) . ?
O6 C22 1.4310(11) . ?
O5 C15 1.2323(11) . ?
N1 C5 1.3861(10) . ?
N1 C14 1.4037(10) . ?
N1 C1 1.3793(10) . ?
C5 C6 1.4156(10) . ?
C5 C4 1.4081(11) . ?
C14 C15 1.4552(11) . ?
C14 C10 1.3935(10) . ?
C16 C15 1.4943(12) . ?
C16 C21 1.3962(14) . ?
C16 C17 1.3962(12) . ?
C7 C6 1.4618(11) . ?
C10 C11 1.4936(11) . ?
C10 C6 1.4070(11) . ?
C3 C2 1.4219(12) . ?
C3 C4 1.3765(10) . ?
C2 H2 0.970(14) . ?
C2 C1 1.3543(11) . ?
C1 H1 0.938(13) . ?
C21 H21 0.952(14) . ?
C21 C20 1.3931(12) . ?
C4 H4 0.932(13) . ?
C8 H8A 0.981(13) . ?
C8 H8B 0.952(13) . ?
C8 C9 1.5082(12) . ?
C17 H17 0.961(13) . ?
C17 C18 1.3867(13) . ?
C9 H9A 0.965(16) . ?
C9 H9B 0.973(15) . ?
C9 H9C 0.957(15) . ?
C20 H20 0.956(14) . ?
C20 C19 1.3868(13) . ?
C19 C18 1.3880(15) . ?
C18 H18 0.968(15) . ?
C12 H12A 0.982(14) . ?
C12 H12B 0.964(13) . ?
C12 C13 1.5016(15) . ?
C22 H22A 0.984(14) . ?
C22 H22B 0.963(15) . ?
C22 H22C 1.001(14) . ?
C13 H13A 0.971(17) . ?
C13 H13B 0.967(16) . ?
C13 H13C 0.975(17) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O4 C12 114.40(7) . . ?
C7 O2 C8 116.10(6) . . ?
C3 O6 C22 117.03(7) . . ?
C5 N1 C14 109.95(6) . . ?
C1 N1 C5 121.06(7) . . ?
C1 N1 C14 128.89(7) . . ?
N1 C5 C6 107.03(6) . . ?
N1 C5 C4 119.87(7) . . ?
C4 C5 C6 133.06(7) . . ?
N1 C14 C15 122.57(7) . . ?
C10 C14 N1 106.54(7) . . ?
C10 C14 C15 130.88(7) . . ?
C21 C16 C15 121.83(7) . . ?
C17 C16 C15 118.45(8) . . ?
C17 C16 C21 119.67(8) . . ?
O5 C15 C14 122.05(8) . . ?
O5 C15 C16 120.11(7) . . ?
C14 C15 C16 117.84(7) . . ?
O2 C7 C6 112.07(7) . . ?
O1 C7 O2 123.88(7) . . ?
O1 C7 C6 124.05(7) . . ?
C14 C10 C11 125.32(7) . . ?
C14 C10 C6 109.06(7) . . ?
C6 C10 C11 125.20(7) . . ?
O4 C11 C10 112.25(7) . . ?
O3 C11 O4 124.65(8) . . ?
O3 C11 C10 123.10(7) . . ?
C5 C6 C7 127.65(7) . . ?
C10 C6 C5 107.35(7) . . ?
C10 C6 C7 124.85(7) . . ?
O6 C3 C2 114.66(7) . . ?
O6 C3 C4 124.96(7) . . ?
C4 C3 C2 120.38(7) . . ?
C3 C2 H2 120.5(9) . . ?
C1 C2 C3 120.19(7) . . ?
C1 C2 H2 119.3(8) . . ?
N1 C1 H1 115.0(8) . . ?
C2 C1 N1 119.88(7) . . ?
C2 C1 H1 125.1(8) . . ?
C16 C21 H21 120.8(8) . . ?
C20 C21 C16 120.06(8) . . ?
C20 C21 H21 119.2(9) . . ?
C5 C4 H4 119.1(8) . . ?
C3 C4 C5 118.57(7) . . ?
C3 C4 H4 122.3(8) . . ?
O2 C8 H8A 108.0(8) . . ?
O2 C8 H8B 107.5(8) . . ?
O2 C8 C9 106.72(7) . . ?
H8A C8 H8B 108.6(11) . . ?
C9 C8 H8A 112.8(8) . . ?
C9 C8 H8B 112.9(8) . . ?
C16 C17 H17 119.8(8) . . ?
C18 C17 C16 120.62(8) . . ?
C18 C17 H17 119.6(8) . . ?
C8 C9 H9A 109.6(10) . . ?
C8 C9 H9B 112.9(9) . . ?
C8 C9 H9C 108.4(9) . . ?
H9A C9 H9B 108.1(13) . . ?
H9A C9 H9C 110.0(13) . . ?
H9B C9 H9C 107.7(12) . . ?
C21 C20 H20 121.5(9) . . ?
C19 C20 C21 119.08(9) . . ?
C19 C20 H20 119.4(9) . . ?
C20 C19 Cl1 118.97(8) . . ?
C20 C19 C18 121.73(9) . . ?
C18 C19 Cl1 119.29(7) . . ?
C17 C18 C19 118.79(8) . . ?
C17 C18 H18 121.4(9) . . ?
C19 C18 H18 119.8(9) . . ?
O4 C12 H12A 106.8(8) . . ?
O4 C12 H12B 107.4(8) . . ?
O4 C12 C13 107.14(7) . . ?
H12A C12 H12B 111.6(11) . . ?
C13 C12 H12A 111.0(8) . . ?
C13 C12 H12B 112.6(8) . . ?
O6 C22 H22A 110.6(8) . . ?
O6 C22 H22B 106.0(9) . . ?
O6 C22 H22C 110.7(8) . . ?
H22A C22 H22B 111.3(12) . . ?
H22A C22 H22C 110.6(11) . . ?
H22B C22 H22C 107.5(12) . . ?
C12 C13 H13A 109.9(10) . . ?
C12 C13 H13B 110.2(9) . . ?
C12 C13 H13C 110.1(10) . . ?
H13A C13 H13B 106.7(14) . . ?
H13A C13 H13C 110.5(14) . . ?
H13B C13 H13C 109.3(13) . . ?

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
Cl1 C19 C18 C17 179.93(7) . . . . ?
O2 C7 C6 C5 -6.77(11) . . . . ?
O2 C7 C6 C10 178.28(7) . . . . ?
O1 C7 C6 C5 173.33(8) . . . . ?
O1 C7 C6 C10 -1.62(12) . . . . ?
O6 C3 C2 C1 177.87(7) . . . . ?
O6 C3 C4 C5 -177.66(7) . . . . ?
N1 C5 C6 C7 -173.54(7) . . . . ?
N1 C5 C6 C10 2.12(8) . . . . ?
N1 C5 C4 C3 -0.38(11) . . . . ?
N1 C14 C15 O5 -22.02(12) . . . . ?
N1 C14 C15 C16 157.73(7) . . . . ?
N1 C14 C10 C11 172.14(7) . . . . ?
N1 C14 C10 C6 -0.74(8) . . . . ?
C5 N1 C14 C15 -178.49(7) . . . . ?
C5 N1 C14 C10 2.12(8) . . . . ?
C5 N1 C1 C2 1.73(11) . . . . ?
C14 N1 C5 C6 -2.65(8) . . . . ?
C14 N1 C5 C4 175.23(7) . . . . ?
C14 N1 C1 C2 -174.34(8) . . . . ?
C14 C10 C11 O4 117.06(9) . . . . ?
C14 C10 C11 O3 -62.77(11) . . . . ?
C14 C10 C6 C5 -0.85(8) . . . . ?
C14 C10 C6 C7 174.96(7) . . . . ?
C16 C21 C20 C19 -0.01(12) . . . . ?
C16 C17 C18 C19 -0.93(13) . . . . ?
C15 C14 C10 C11 -7.18(13) . . . . ?
C15 C14 C10 C6 179.94(8) . . . . ?
C15 C16 C21 C20 -179.34(7) . . . . ?
C15 C16 C17 C18 179.91(8) . . . . ?
C7 O2 C8 C9 -175.73(7) . . . . ?
C10 C14 C15 O5 157.20(9) . . . . ?
C10 C14 C15 C16 -23.05(12) . . . . ?
C11 O4 C12 C13 179.40(7) . . . . ?
C11 C10 C6 C5 -173.74(7) . . . . ?
C11 C10 C6 C7 2.07(12) . . . . ?
C6 C5 C4 C3 176.85(8) . . . . ?
C6 C10 C11 O4 -71.18(10) . . . . ?
C6 C10 C11 O3 108.99(10) . . . . ?
C3 C2 C1 N1 -0.06(12) . . . . ?
C2 C3 C4 C5 2.01(11) . . . . ?
C1 N1 C5 C6 -179.40(7) . . . . ?
C1 N1 C5 C4 -1.52(11) . . . . ?
C1 N1 C14 C15 -2.07(12) . . . . ?
C1 N1 C14 C10 178.54(7) . . . . ?
C21 C16 C15 O5 136.49(9) . . . . ?
C21 C16 C15 C14 -43.27(11) . . . . ?
C21 C16 C17 C18 2.25(12) . . . . ?
C21 C20 C19 Cl1 -179.46(6) . . . . ?
C21 C20 C19 C18 1.36(13) . . . . ?
C4 C5 C6 C7 8.98(14) . . . . ?
C4 C5 C6 C10 -175.36(8) . . . . ?
C4 C3 C2 C1 -1.84(12) . . . . ?
C8 O2 C7 O1 -2.05(11) . . . . ?
C8 O2 C7 C6 178.05(6) . . . . ?
C17 C16 C15 O5 -41.12(12) . . . . ?
C17 C16 C15 C14 139.12(8) . . . . ?
C17 C16 C21 C20 -1.76(12) . . . . ?
C20 C19 C18 C17 -0.89(13) . . . . ?
C12 O4 C11 O3 -2.62(11) . . . . ?
C12 O4 C11 C10 177.56(6) . . . . ?
C22 O6 C3 C2 -177.49(7) . . . . ?
C22 O6 C3 C4 2.20(11) . . . . ?

_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_5d
_database_code_depnum_ccdc_archive 'CCDC 2380092'
loop_
_audit_author_name
_audit_author_address
'Susanta Nayak'
;Visvesvaraya National Institute of Technology
India
;
_audit_update_record             
;
2024-12-01 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

#===============================================================================
_chemical_name_systematic        
;
diethyl 3-benzoyl-7-methoxyindolizine-1,2-dicarboxylate
;
_chemical_name_common            Indolizine
_chemical_melting_point          126
_chemical_formula_moiety         'C22 H21 N O6'
_chemical_formula_sum            'C22 H21 N O6'
_chemical_formula_weight         395.40

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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                   7.3100(15)
_cell_length_b                   8.9600(18)
_cell_length_c                   15.570(3)
_cell_angle_alpha                95.17(3)
_cell_angle_beta                 101.92(3)
_cell_angle_gamma                104.05(3)
_cell_volume                     957.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    34967
_cell_measurement_theta_min      1.3
_cell_measurement_theta_max      29.8

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.37
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   0.990
_exptl_transmission_factor_max   0.998
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.096
_shelx_estimated_absorpt_T_min   0.990
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   Synchrotron
_diffrn_measurement_device_type  'Huber Kappa Goniometer, Pilatus 2M detector'
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34967
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.331
_diffrn_reflns_theta_max         29.766
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5550
_reflns_number_gt                5358
_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       'Elettra Synchrotron - XRD1 BL'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0585P)²+0.2334P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.140(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5550
_refine_ls_number_parameters     347
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1005
_refine_ls_wR_factor_gt          0.0998
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 1.04300(9) 0.04633(7) 0.29011(4) 0.01991(13) Uani 1 1 d . . . . .
O6 O 1.13632(9) 0.27165(7) 0.61146(4) 0.02140(13) Uani 1 1 d . . . . .
O4 O 0.41257(9) 0.12927(7) 0.13188(4) 0.02064(13) Uani 1 1 d . . . . .
O3 O 0.66232(9) 0.30342(8) 0.10131(4) 0.02287(14) Uani 1 1 d . . . . .
O5 O 0.38084(9) 0.41809(8) 0.37813(4) 0.02201(13) Uani 1 1 d . . . . .
O1 O 0.82671(10) 0.03261(8) 0.16161(4) 0.02756(15) Uani 1 1 d . . . . .
N1 N 0.73351(9) 0.32298(7) 0.39785(4) 0.01478(13) Uani 1 1 d . . . . .
C2 C 0.87028(11) 0.36219(9) 0.55222(5) 0.01742(15) Uani 1 1 d . . . . .
H2 H 0.8736(19) 0.4073(15) 0.6109(9) 0.028(3) Uiso 1 1 d . . . . .
C11 C 0.58419(11) 0.23532(9) 0.15270(5) 0.01666(14) Uani 1 1 d . . . . .
C10 C 0.67024(11) 0.25834(9) 0.25042(5) 0.01546(14) Uani 1 1 d . . . . .
C6 C 0.81948(11) 0.19355(9) 0.28885(5) 0.01587(14) Uani 1 1 d . . . . .
C1 C 0.73805(11) 0.38407(9) 0.48286(5) 0.01661(14) Uani 1 1 d . . . . .
H1 H 0.6462(17) 0.4420(14) 0.4890(8) 0.018(3) Uiso 1 1 d . . . . .
C4 C 1.00282(11) 0.21735(9) 0.45279(5) 0.01649(14) Uani 1 1 d . . . . .
H4 H 1.0951(17) 0.1657(14) 0.4404(8) 0.022(3) Uiso 1 1 d . . . . .
C18 C 0.12027(12) 0.54320(10) 0.13824(5) 0.02128(16) Uani 1 1 d . . . . .
H18 H -0.018(2) 0.5337(16) 0.1190(9) 0.032(3) Uiso 1 1 d . . . . .
C16 C 0.38654(11) 0.47952(9) 0.23455(5) 0.01606(14) Uani 1 1 d . . . . .
C14 C 0.61605(11) 0.33873(9) 0.31713(5) 0.01528(14) Uani 1 1 d . . . . .
C3 C 1.00659(11) 0.27938(9) 0.53720(5) 0.01678(15) Uani 1 1 d . . . . .
C5 C 0.86210(11) 0.23884(8) 0.38144(5) 0.01508(14) Uani 1 1 d . . . . .
C15 C 0.45642(11) 0.41094(9) 0.31465(5) 0.01600(14) Uani 1 1 d . . . . .
C21 C 0.51602(11) 0.56308(9) 0.19024(5) 0.01901(15) Uani 1 1 d . . . . .
H21 H 0.657(2) 0.5686(16) 0.2086(9) 0.030(3) Uiso 1 1 d . . . . .
C17 C 0.18850(11) 0.47138(9) 0.20882(5) 0.01814(15) Uani 1 1 d . . . . .
H17 H 0.1013(18) 0.4154(14) 0.2396(8) 0.022(3) Uiso 1 1 d . . . . .
C19 C 0.24988(13) 0.62688(10) 0.09445(6) 0.02331(17) Uani 1 1 d . . . . .
H19 H 0.208(2) 0.6769(16) 0.0450(9) 0.034(3) Uiso 1 1 d . . . . .
C20 C 0.44749(13) 0.63773(10) 0.12089(6) 0.02327(17) Uani 1 1 d . . . . .
H20 H 0.538(2) 0.6955(16) 0.0903(9) 0.033(3) Uiso 1 1 d . . . . .
C7 C 0.89369(11) 0.08468(9) 0.23934(5) 0.01745(15) Uani 1 1 d . . . . .
C8 C 1.11461(12) -0.07057(10) 0.24689(6) 0.02098(16) Uani 1 1 d . . . . .
H8A H 1.136(2) -0.0433(16) 0.1894(9) 0.031(3) Uiso 1 1 d . . . . .
H8B H 1.0147(18) -0.1705(15) 0.2367(8) 0.025(3) Uiso 1 1 d . . . . .
C22 C 1.28014(13) 0.19285(10) 0.60018(6) 0.02460(17) Uani 1 1 d . . . . .
H22A H 1.221(2) 0.0849(17) 0.5717(9) 0.034(3) Uiso 1 1 d . . . . .
H22B H 1.352(2) 0.1951(18) 0.6603(10) 0.041(4) Uiso 1 1 d . . . . .
H22C H 1.365(2) 0.2483(16) 0.5651(9) 0.031(3) Uiso 1 1 d . . . . .
C12 C 0.31252(12) 0.09511(10) 0.03805(5) 0.02139(16) Uani 1 1 d . . . . .
H12A H 0.2358(19) -0.0120(15) 0.0328(9) 0.028(3) Uiso 1 1 d . . . . .
H12B H 0.4106(17) 0.1049(14) 0.0038(8) 0.021(3) Uiso 1 1 d . . . . .
C9 C 1.29980(13) -0.07718(11) 0.30799(6) 0.02487(17) Uani 1 1 d . . . . .
H9A H 1.349(2) -0.1613(19) 0.2810(11) 0.046(4) Uiso 1 1 d . . . . .
H9B H 1.279(2) -0.1022(16) 0.3664(9) 0.034(3) Uiso 1 1 d . . . . .
H9C H 1.399(2) 0.0211(17) 0.3176(9) 0.034(3) Uiso 1 1 d . . . . .
C13 C 0.18402(13) 0.20191(11) 0.01733(6) 0.02535(18) Uani 1 1 d . . . . .
H13A H 0.118(2) 0.1765(17) -0.0450(10) 0.039(4) Uiso 1 1 d . . . . .
H13B H 0.2614(19) 0.3114(16) 0.0279(9) 0.030(3) Uiso 1 1 d . . . . .
H13C H 0.087(2) 0.1913(17) 0.0551(10) 0.034(3) 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
O2 C7 1.3449(10) . ?
O2 C8 1.4521(10) . ?
O6 C3 1.3544(10) . ?
O6 C22 1.4314(11) . ?
O4 C11 1.3340(11) . ?
O4 C12 1.4603(11) . ?
O3 C11 1.2026(10) . ?
O5 C15 1.2319(10) . ?
O1 C7 1.2102(11) . ?
N1 C1 1.3766(10) . ?
N1 C14 1.4077(10) . ?
N1 C5 1.3877(10) . ?
C2 H2 0.958(13) . ?
C2 C1 1.3557(11) . ?
C2 C3 1.4220(11) . ?
C11 C10 1.4961(11) . ?
C10 C6 1.4091(11) . ?
C10 C14 1.3886(11) . ?
C6 C5 1.4099(11) . ?
C6 C7 1.4609(11) . ?
C1 H1 0.957(12) . ?
C4 H4 0.946(13) . ?
C4 C3 1.3721(11) . ?
C4 C5 1.4113(11) . ?
C18 H18 0.971(14) . ?
C18 C17 1.3884(12) . ?
C18 C19 1.3924(13) . ?
C16 C15 1.4904(11) . ?
C16 C21 1.3969(11) . ?
C16 C17 1.4019(11) . ?
C14 C15 1.4609(11) . ?
C21 H21 0.999(14) . ?
C21 C20 1.3905(12) . ?
C17 H17 0.950(12) . ?
C19 H19 0.960(14) . ?
C19 C20 1.3944(13) . ?
C20 H20 0.968(14) . ?
C8 H8A 0.983(14) . ?
C8 H8B 0.985(13) . ?
C8 C9 1.5028(13) . ?
C22 H22A 0.980(15) . ?
C22 H22B 0.970(15) . ?
C22 H22C 0.985(14) . ?
C12 H12A 0.974(13) . ?
C12 H12B 0.970(12) . ?
C12 C13 1.5063(13) . ?
C9 H9A 1.008(17) . ?
C9 H9B 0.989(14) . ?
C9 H9C 0.971(14) . ?
C13 H13A 0.970(15) . ?
C13 H13B 0.986(14) . ?
C13 H13C 1.005(15) . ?

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
C7 O2 C8 115.49(7) . . ?
C3 O6 C22 116.96(7) . . ?
C11 O4 C12 116.15(7) . . ?
C1 N1 C14 128.76(7) . . ?
C1 N1 C5 121.25(7) . . ?
C5 N1 C14 109.91(6) . . ?
C1 C2 H2 118.8(8) . . ?
C1 C2 C3 120.21(7) . . ?
C3 C2 H2 120.9(8) . . ?
O4 C11 C10 110.46(7) . . ?
O3 C11 O4 125.83(8) . . ?
O3 C11 C10 123.70(7) . . ?
C6 C10 C11 123.34(7) . . ?
C14 C10 C11 127.37(7) . . ?
C14 C10 C6 109.25(7) . . ?
C10 C6 C5 107.38(7) . . ?
C10 C6 C7 123.98(7) . . ?
C5 C6 C7 128.24(7) . . ?
N1 C1 H1 116.6(7) . . ?
C2 C1 N1 119.74(7) . . ?
C2 C1 H1 123.7(7) . . ?
C3 C4 H4 122.5(7) . . ?
C3 C4 C5 118.55(7) . . ?
C5 C4 H4 118.9(7) . . ?
C17 C18 H18 120.0(8) . . ?
C17 C18 C19 119.80(8) . . ?
C19 C18 H18 120.2(8) . . ?
C21 C16 C15 121.32(7) . . ?
C21 C16 C17 119.83(7) . . ?
C17 C16 C15 118.59(7) . . ?
N1 C14 C15 121.70(7) . . ?
C10 C14 N1 106.35(7) . . ?
C10 C14 C15 131.47(7) . . ?
O6 C3 C2 114.45(7) . . ?
O6 C3 C4 125.00(7) . . ?
C4 C3 C2 120.53(7) . . ?
N1 C5 C6 107.03(7) . . ?
N1 C5 C4 119.69(7) . . ?
C6 C5 C4 133.26(7) . . ?
O5 C15 C16 119.58(7) . . ?
O5 C15 C14 121.08(7) . . ?
C14 C15 C16 119.32(7) . . ?
C16 C21 H21 119.7(8) . . ?
C20 C21 C16 119.73(8) . . ?
C20 C21 H21 120.6(8) . . ?
C18 C17 C16 120.19(8) . . ?
C18 C17 H17 120.3(7) . . ?
C16 C17 H17 119.5(7) . . ?
C18 C19 H19 122.1(9) . . ?
C18 C19 C20 120.20(8) . . ?
C20 C19 H19 117.7(9) . . ?
C21 C20 C19 120.23(8) . . ?
C21 C20 H20 119.5(8) . . ?
C19 C20 H20 120.3(8) . . ?
O2 C7 C6 112.51(7) . . ?
O1 C7 O2 123.55(8) . . ?
O1 C7 C6 123.92(8) . . ?
O2 C8 H8A 110.0(8) . . ?
O2 C8 H8B 107.8(7) . . ?
O2 C8 C9 107.43(7) . . ?
H8A C8 H8B 108.9(11) . . ?
C9 C8 H8A 111.3(8) . . ?
C9 C8 H8B 111.3(7) . . ?
O6 C22 H22A 111.4(8) . . ?
O6 C22 H22B 104.0(9) . . ?
O6 C22 H22C 110.4(8) . . ?
H22A C22 H22B 109.9(12) . . ?
H22A C22 H22C 110.1(11) . . ?
H22B C22 H22C 110.9(12) . . ?
O4 C12 H12A 102.2(8) . . ?
O4 C12 H12B 107.6(7) . . ?
O4 C12 C13 109.95(7) . . ?
H12A C12 H12B 112.3(11) . . ?
C13 C12 H12A 111.1(8) . . ?
C13 C12 H12B 113.0(7) . . ?
C8 C9 H9A 109.2(9) . . ?
C8 C9 H9B 111.6(8) . . ?
C8 C9 H9C 111.3(8) . . ?
H9A C9 H9B 107.7(12) . . ?
H9A C9 H9C 108.8(12) . . ?
H9B C9 H9C 108.1(12) . . ?
C12 C13 H13A 108.7(9) . . ?
C12 C13 H13B 110.9(8) . . ?
C12 C13 H13C 111.1(8) . . ?
H13A C13 H13B 107.8(12) . . ?
H13A C13 H13C 110.0(12) . . ?
H13B C13 H13C 108.3(12) . . ?

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
O4 C11 C10 C6 102.27(9) . . . . ?
O4 C11 C10 C14 -75.32(10) . . . . ?
O3 C11 C10 C6 -77.21(11) . . . . ?
O3 C11 C10 C14 105.20(10) . . . . ?
N1 C14 C15 O5 -22.13(11) . . . . ?
N1 C14 C15 C16 156.76(7) . . . . ?
C11 O4 C12 C13 -90.01(9) . . . . ?
C11 C10 C6 C5 -179.63(7) . . . . ?
C11 C10 C6 C7 -6.34(12) . . . . ?
C11 C10 C14 N1 177.77(7) . . . . ?
C11 C10 C14 C15 5.83(14) . . . . ?
C10 C6 C5 N1 2.76(8) . . . . ?
C10 C6 C5 C4 -175.83(8) . . . . ?
C10 C6 C7 O2 176.63(7) . . . . ?
C10 C6 C7 O1 -4.45(13) . . . . ?
C10 C14 C15 O5 148.77(9) . . . . ?
C10 C14 C15 C16 -32.34(12) . . . . ?
C6 C10 C14 N1 -0.09(8) . . . . ?
C6 C10 C14 C15 -172.03(8) . . . . ?
C1 N1 C14 C10 178.64(7) . . . . ?
C1 N1 C14 C15 -8.45(12) . . . . ?
C1 N1 C5 C6 -179.95(6) . . . . ?
C1 N1 C5 C4 -1.13(11) . . . . ?
C1 C2 C3 O6 177.12(7) . . . . ?
C1 C2 C3 C4 -1.67(12) . . . . ?
C18 C19 C20 C21 1.00(13) . . . . ?
C16 C21 C20 C19 -1.24(13) . . . . ?
C14 N1 C1 C2 -176.42(7) . . . . ?
C14 N1 C5 C6 -2.89(8) . . . . ?
C14 N1 C5 C4 175.93(6) . . . . ?
C14 C10 C6 C5 -1.66(9) . . . . ?
C14 C10 C6 C7 171.63(7) . . . . ?
C3 C2 C1 N1 1.36(12) . . . . ?
C3 C4 C5 N1 0.80(11) . . . . ?
C3 C4 C5 C6 179.25(8) . . . . ?
C5 N1 C1 C2 0.03(11) . . . . ?
C5 N1 C14 C10 1.87(8) . . . . ?
C5 N1 C14 C15 174.78(7) . . . . ?
C5 C6 C7 O2 -11.53(11) . . . . ?
C5 C6 C7 O1 167.38(8) . . . . ?
C5 C4 C3 O6 -178.09(7) . . . . ?
C5 C4 C3 C2 0.56(11) . . . . ?
C15 C16 C21 C20 -173.98(7) . . . . ?
C15 C16 C17 C18 175.60(7) . . . . ?
C21 C16 C15 O5 138.97(8) . . . . ?
C21 C16 C15 C14 -39.94(10) . . . . ?
C21 C16 C17 C18 1.41(11) . . . . ?
C17 C18 C19 C20 0.46(13) . . . . ?
C17 C16 C15 O5 -35.13(11) . . . . ?
C17 C16 C15 C14 145.96(7) . . . . ?
C17 C16 C21 C20 0.05(12) . . . . ?
C19 C18 C17 C16 -1.66(12) . . . . ?
C7 O2 C8 C9 170.39(7) . . . . ?
C7 C6 C5 N1 -170.15(7) . . . . ?
C7 C6 C5 C4 11.26(14) . . . . ?
C8 O2 C7 O1 -3.38(12) . . . . ?
C8 O2 C7 C6 175.54(6) . . . . ?
C22 O6 C3 C2 -178.55(7) . . . . ?
C22 O6 C3 C4 0.18(12) . . . . ?
C12 O4 C11 O3 -0.36(12) . . . . ?
C12 O4 C11 C10 -179.82(6) . . . . ?

_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_5n
_database_code_depnum_ccdc_archive 'CCDC 2380095'
loop_
_audit_author_name
_audit_author_address
'Susanta Nayak'
;Visvesvaraya National Institute of Technology
India
;
_audit_update_record             
;
2024-12-01 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

#===============================================================================
_chemical_name_systematic        
;
ethyl 7-methoxy-2-methyl-3-(4-methylbenzoyl)indolizine-1-carboxylate
;
_chemical_name_common            Indolizine
_chemical_melting_point          112
_chemical_formula_moiety         'C21 H21 N O4'
_chemical_formula_sum            'C21 H21 N O4'
_chemical_formula_weight         351.39

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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/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                   24.539(5)
_cell_length_b                   4.4810(9)
_cell_length_c                   16.013(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.34(3)
_cell_angle_gamma                90
_cell_volume                     1746.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    28249
_cell_measurement_theta_min      0.8
_cell_measurement_theta_max      29.8

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.34
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_F_000             744
_exptl_transmission_factor_min   0.991
_exptl_transmission_factor_max   0.998
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.089
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   Synchrotron
_diffrn_measurement_device_type  'Huber Kappa Goniometer, Pilatus 2M detector'
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28249
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         0.824
_diffrn_reflns_theta_max         29.754
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5220
_reflns_number_gt                4476
_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       'Elettra Synchrotron - XRD1 BL'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0855P)²+0.3195P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5220
_refine_ls_number_parameters     319
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1259
_refine_ls_wR_factor_gt          0.1191
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.39819(3) 0.29193(18) 0.64175(4) 0.02627(16) Uani 1 1 d . . . . .
O3 O 0.12419(3) 0.22567(19) 0.56797(4) 0.02808(17) Uani 1 1 d . . . . .
O1 O 0.37650(3) 0.04633(19) 0.75538(4) 0.02905(17) Uani 1 1 d . . . . .
O4 O 0.30730(3) 0.99378(17) 0.42325(4) 0.02807(17) Uani 1 1 d . . . . .
N1 N 0.23145(3) 0.46638(18) 0.58291(4) 0.02013(16) Uani 1 1 d . . . . .
C5 C 0.28818(4) 0.4614(2) 0.59189(5) 0.01964(17) Uani 1 1 d . . . . .
C6 C 0.30539(4) 0.2683(2) 0.66042(5) 0.01957(17) Uani 1 1 d . . . . .
C10 C 0.25791(4) 0.1593(2) 0.69242(5) 0.01906(17) Uani 1 1 d . . . . .
C4 C 0.31619(4) 0.6370(2) 0.53796(5) 0.02205(18) Uani 1 1 d . . . . .
H4 H 0.3559(6) 0.628(3) 0.5421(9) 0.028(3) Uiso 1 1 d . . . . .
C7 C 0.36146(4) 0.1887(2) 0.69193(5) 0.02164(18) Uani 1 1 d . . . . .
C13 C 0.15389(4) 0.2031(2) 0.63640(5) 0.02137(18) Uani 1 1 d . . . . .
C12 C 0.21193(4) 0.2810(2) 0.64399(5) 0.01970(17) Uani 1 1 d . . . . .
C14 C 0.12895(4) 0.0942(2) 0.71046(5) 0.02069(17) Uani 1 1 d . . . . .
C15 C 0.14331(4) 0.2154(2) 0.79060(6) 0.02297(18) Uani 1 1 d . . . . .
H15 H 0.1723(6) 0.370(3) 0.7985(9) 0.032(4) Uiso 1 1 d . . . . .
C20 C 0.08657(4) -0.1145(2) 0.69816(6) 0.02368(19) Uani 1 1 d . . . . .
H19 H 0.0764(6) -0.200(3) 0.6422(9) 0.029(3) Uiso 1 1 d . . . . .
C2 C 0.22808(5) 0.8220(2) 0.47365(6) 0.0255(2) Uani 1 1 d . . . . .
H2 H 0.2072(6) 0.958(3) 0.4324(9) 0.032(4) Uiso 1 1 d . . . . .
C11 C 0.25888(4) -0.0609(2) 0.76284(5) 0.02207(18) Uani 1 1 d . . . . .
H11A H 0.2679(6) 0.038(4) 0.8157(10) 0.034(4) Uiso 1 1 d . . . . .
H11B H 0.2883(6) -0.209(3) 0.7597(9) 0.027(3) Uiso 1 1 d . . . . .
H11C H 0.2242(6) -0.163(3) 0.7631(10) 0.032(4) Uiso 1 1 d . . . . .
C3 C 0.28601(4) 0.8139(2) 0.47890(6) 0.02342(19) Uani 1 1 d . . . . .
C1 C 0.20172(4) 0.6494(2) 0.52528(6) 0.02367(19) Uani 1 1 d . . . . .
H1 H 0.1631(5) 0.650(3) 0.5271(8) 0.020(3) Uiso 1 1 d . . . . .
C18 C 0.05969(4) -0.2038(2) 0.76502(6) 0.0259(2) Uani 1 1 d . . . . .
H18 H 0.0310(6) -0.360(4) 0.7554(10) 0.034(4) Uiso 1 1 d . . . . .
C16 C 0.11510(4) 0.1315(2) 0.85680(6) 0.02369(19) Uani 1 1 d . . . . .
H16 H 0.1242(6) 0.231(3) 0.9108(10) 0.035(4) Uiso 1 1 d . . . . .
C17 C 0.07313(4) -0.0794(2) 0.84519(6) 0.02346(19) Uani 1 1 d . . . . .
C21 C 0.04277(5) -0.1715(3) 0.91718(7) 0.0318(2) Uani 1 1 d . . . . .
H21A H 0.0469(7) -0.019(4) 0.9620(11) 0.049(5) Uiso 1 1 d . . . . .
H21B H 0.0553(8) -0.367(5) 0.9413(12) 0.054(5) Uiso 1 1 d . . . . .
H21C H 0.0029(8) -0.197(4) 0.8968(12) 0.057(5) Uiso 1 1 d . . . . .
C19 C 0.36523(5) 0.9826(3) 0.42213(7) 0.0335(2) Uani 1 1 d . . . . .
H20A H 0.3850(7) 1.039(4) 0.4787(11) 0.042(4) Uiso 1 1 d . . . . .
H20B H 0.3729(7) 1.121(4) 0.3778(11) 0.042(4) Uiso 1 1 d . . . . .
H20C H 0.3775(6) 0.787(4) 0.4096(10) 0.039(4) Uiso 1 1 d . . . . .
C8 C 0.45489(5) 0.2383(4) 0.67311(8) 0.0376(3) Uani 1 1 d . . . . .
H8A H 0.4603(8) 0.023(5) 0.6792(12) 0.055(5) Uiso 1 1 d . . . . .
H8B H 0.4626(8) 0.332(4) 0.7293(12) 0.052(5) Uiso 1 1 d . . . . .
C9 C 0.48945(5) 0.3606(4) 0.61002(9) 0.0464(3) Uani 1 1 d . . . . .
H9A H 0.5274(9) 0.346(5) 0.6322(14) 0.070(6) Uiso 1 1 d . . . . .
H9B H 0.4809(8) 0.574(5) 0.5990(13) 0.063(6) Uiso 1 1 d . . . . .
H9C H 0.4831(9) 0.246(5) 0.5561(14) 0.063(6) 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
O2 C7 1.3629(12) . ?
O2 C8 1.4377(14) . ?
O3 C13 1.2402(11) . ?
O1 C7 1.2163(12) . ?
O4 C3 1.3547(12) . ?
O4 C19 1.4249(16) . ?
N1 C1 1.3726(12) . ?
N1 C5 1.3814(12) . ?
N1 C12 1.4127(12) . ?
C5 C4 1.4105(13) . ?
C5 C6 1.4185(12) . ?
C6 C10 1.4182(13) . ?
C6 C7 1.4484(13) . ?
C10 C12 1.3958(13) . ?
C10 C11 1.4963(12) . ?
C4 C3 1.3757(13) . ?
C4 H4 0.970(14) . ?
C13 C12 1.4564(13) . ?
C13 C14 1.4848(13) . ?
C14 C20 1.3938(14) . ?
C14 C15 1.3966(12) . ?
C15 C16 1.3899(13) . ?
C15 H15 0.989(16) . ?
C20 C18 1.3862(14) . ?
C20 H19 0.977(15) . ?
C2 C1 1.3555(14) . ?
C2 C3 1.4137(15) . ?
C2 H2 0.993(15) . ?
C11 H11A 0.957(16) . ?
C11 H11B 0.987(14) . ?
C11 H11C 0.967(15) . ?
C1 H1 0.953(13) . ?
C18 C17 1.3997(14) . ?
C18 H18 0.991(16) . ?
C16 C17 1.3927(15) . ?
C16 H16 0.973(16) . ?
C17 C21 1.5077(14) . ?
C21 H21A 0.986(19) . ?
C21 H21B 0.99(2) . ?
C21 H21C 1.00(2) . ?
C19 H20A 1.004(17) . ?
C19 H20B 0.978(18) . ?
C19 H20C 0.958(17) . ?
C8 C9 1.5029(18) . ?
C8 H8A 0.98(2) . ?
C8 H8B 0.989(19) . ?
C9 H9A 0.96(2) . ?
C9 H9B 0.99(2) . ?
C9 H9C 1.00(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
C7 O2 C8 114.88(8) . . ?
C3 O4 C19 117.16(9) . . ?
C1 N1 C5 121.45(8) . . ?
C1 N1 C12 128.23(8) . . ?
C5 N1 C12 110.15(7) . . ?
N1 C5 C4 119.38(8) . . ?
N1 C5 C6 106.68(8) . . ?
C4 C5 C6 133.92(9) . . ?
C10 C6 C5 108.20(8) . . ?
C10 C6 C7 125.23(8) . . ?
C5 C6 C7 126.55(9) . . ?
C12 C10 C6 107.92(8) . . ?
C12 C10 C11 127.61(9) . . ?
C6 C10 C11 124.39(8) . . ?
C3 C4 C5 118.74(9) . . ?
C3 C4 H4 121.4(9) . . ?
C5 C4 H4 119.9(8) . . ?
O1 C7 O2 121.17(9) . . ?
O1 C7 C6 126.42(9) . . ?
O2 C7 C6 112.41(8) . . ?
O3 C13 C12 120.81(9) . . ?
O3 C13 C14 118.49(9) . . ?
C12 C13 C14 120.70(8) . . ?
C10 C12 N1 107.04(8) . . ?
C10 C12 C13 131.70(9) . . ?
N1 C12 C13 119.84(8) . . ?
C20 C14 C15 119.14(9) . . ?
C20 C14 C13 118.94(8) . . ?
C15 C14 C13 121.66(9) . . ?
C16 C15 C14 120.25(9) . . ?
C16 C15 H15 120.8(9) . . ?
C14 C15 H15 118.8(9) . . ?
C18 C20 C14 120.30(9) . . ?
C18 C20 H19 120.2(8) . . ?
C14 C20 H19 119.5(8) . . ?
C1 C2 C3 120.24(9) . . ?
C1 C2 H2 120.8(9) . . ?
C3 C2 H2 119.0(9) . . ?
C10 C11 H11A 109.9(10) . . ?
C10 C11 H11B 110.3(8) . . ?
H11A C11 H11B 105.7(12) . . ?
C10 C11 H11C 112.7(9) . . ?
H11A C11 H11C 108.6(13) . . ?
H11B C11 H11C 109.4(13) . . ?
O4 C3 C4 125.18(10) . . ?
O4 C3 C2 114.51(9) . . ?
C4 C3 C2 120.31(9) . . ?
C2 C1 N1 119.80(9) . . ?
C2 C1 H1 124.8(8) . . ?
N1 C1 H1 115.3(8) . . ?
C20 C18 C17 120.92(9) . . ?
C20 C18 H18 118.8(9) . . ?
C17 C18 H18 120.3(9) . . ?
C15 C16 C17 120.90(9) . . ?
C15 C16 H16 118.4(9) . . ?
C17 C16 H16 120.7(9) . . ?
C16 C17 C18 118.44(9) . . ?
C16 C17 C21 120.85(9) . . ?
C18 C17 C21 120.71(10) . . ?
C17 C21 H21A 110.6(11) . . ?
C17 C21 H21B 112.4(11) . . ?
H21A C21 H21B 109.2(15) . . ?
C17 C21 H21C 110.0(11) . . ?
H21A C21 H21C 108.9(15) . . ?
H21B C21 H21C 105.6(16) . . ?
O4 C19 H20A 110.3(9) . . ?
O4 C19 H20B 105.8(10) . . ?
H20A C19 H20B 112.3(14) . . ?
O4 C19 H20C 112.1(10) . . ?
H20A C19 H20C 106.9(14) . . ?
H20B C19 H20C 109.4(14) . . ?
O2 C8 C9 107.95(10) . . ?
O2 C8 H8A 108.2(11) . . ?
C9 C8 H8A 110.2(11) . . ?
O2 C8 H8B 108.1(11) . . ?
C9 C8 H8B 113.4(11) . . ?
H8A C8 H8B 108.8(16) . . ?
C8 C9 H9A 109.4(13) . . ?
C8 C9 H9B 110.3(12) . . ?
H9A C9 H9B 107.8(18) . . ?
C8 C9 H9C 110.7(12) . . ?
H9A C9 H9C 108.8(17) . . ?
H9B C9 H9C 109.6(17) . . ?

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
C1 N1 C5 C4 -3.15(13) . . . . ?
C12 N1 C5 C4 -178.72(8) . . . . ?
C1 N1 C5 C6 175.52(8) . . . . ?
C12 N1 C5 C6 -0.05(10) . . . . ?
N1 C5 C6 C10 -0.26(10) . . . . ?
C4 C5 C6 C10 178.12(9) . . . . ?
N1 C5 C6 C7 178.49(9) . . . . ?
C4 C5 C6 C7 -3.12(17) . . . . ?
C5 C6 C10 C12 0.48(10) . . . . ?
C7 C6 C10 C12 -178.29(8) . . . . ?
C5 C6 C10 C11 177.40(8) . . . . ?
C7 C6 C10 C11 -1.37(14) . . . . ?
N1 C5 C4 C3 1.40(13) . . . . ?
C6 C5 C4 C3 -176.83(9) . . . . ?
C8 O2 C7 O1 -4.38(15) . . . . ?
C8 O2 C7 C6 175.68(9) . . . . ?
C10 C6 C7 O1 -8.94(16) . . . . ?
C5 C6 C7 O1 172.51(9) . . . . ?
C10 C6 C7 O2 170.99(8) . . . . ?
C5 C6 C7 O2 -7.55(14) . . . . ?
C6 C10 C12 N1 -0.50(10) . . . . ?
C11 C10 C12 N1 -177.29(8) . . . . ?
C6 C10 C12 C13 165.42(9) . . . . ?
C11 C10 C12 C13 -11.37(16) . . . . ?
C1 N1 C12 C10 -174.84(9) . . . . ?
C5 N1 C12 C10 0.35(10) . . . . ?
C1 N1 C12 C13 17.25(14) . . . . ?
C5 N1 C12 C13 -167.57(8) . . . . ?
O3 C13 C12 C10 -144.81(10) . . . . ?
C14 C13 C12 C10 35.07(15) . . . . ?
O3 C13 C12 N1 19.63(14) . . . . ?
C14 C13 C12 N1 -160.48(8) . . . . ?
O3 C13 C14 C20 33.08(14) . . . . ?
C12 C13 C14 C20 -146.81(10) . . . . ?
O3 C13 C14 C15 -140.90(10) . . . . ?
C12 C13 C14 C15 39.21(14) . . . . ?
C20 C14 C15 C16 -0.87(15) . . . . ?
C13 C14 C15 C16 173.10(9) . . . . ?
C15 C14 C20 C18 -1.04(15) . . . . ?
C13 C14 C20 C18 -175.17(9) . . . . ?
C19 O4 C3 C4 4.57(14) . . . . ?
C19 O4 C3 C2 -176.47(9) . . . . ?
C5 C4 C3 O4 179.90(8) . . . . ?
C5 C4 C3 C2 1.00(14) . . . . ?
C1 C2 C3 O4 179.21(9) . . . . ?
C1 C2 C3 C4 -1.77(14) . . . . ?
C3 C2 C1 N1 0.08(14) . . . . ?
C5 N1 C1 C2 2.40(14) . . . . ?
C12 N1 C1 C2 177.11(9) . . . . ?
C14 C20 C18 C17 2.24(16) . . . . ?
C14 C15 C16 C17 1.62(15) . . . . ?
C15 C16 C17 C18 -0.44(15) . . . . ?
C15 C16 C17 C21 179.65(10) . . . . ?
C20 C18 C17 C16 -1.48(15) . . . . ?
C20 C18 C17 C21 178.43(10) . . . . ?
C7 O2 C8 C9 179.06(11) . . . . ?

_refine_diff_density_max         0.436
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.054



####################################################################### 
# 
# 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_5p
_database_code_depnum_ccdc_archive 'CCDC 2380096'
loop_
_audit_author_name
_audit_author_address
'Susanta Nayak'
;Visvesvaraya National Institute of Technology
India
;
_audit_update_record             
;
2024-12-01 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

#===============================================================================
_chemical_name_systematic        
;
diethyl 7-methoxy-3-(4-methylbenzoyl)indolizine-1,2-dicarboxylate
;
_chemical_name_common            Indolizine
_chemical_melting_point          162
_chemical_formula_moiety         'C23 H23 N O6'
_chemical_formula_sum            'C23 H23 N O6'
_chemical_formula_weight         409.42

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 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                   9.5800(19)
_cell_length_b                   11.380(2)
_cell_length_c                   11.390(2)
_cell_angle_alpha                95.15(3)
_cell_angle_beta                 113.08(3)
_cell_angle_gamma                112.31(3)
_cell_volume                     1014.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    36113
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      30.0

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.34
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   0.991
_exptl_transmission_factor_max   0.998
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.991
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.941
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   Synchrotron
_diffrn_measurement_device_type  'Huber Kappa Goniometer, Pilatus 2M detector'
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            36113
_diffrn_reflns_av_unetI/netI     0.0137
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.985
_diffrn_reflns_theta_max         29.979
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             6107
_reflns_number_gt                5946
_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       'Elettra Synchrotron - XRD1 BL'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0645P)²+0.2290P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.117(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6107
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.1033
_refine_ls_wR_factor_gt          0.1028
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O2 O 0.44157(7) 0.11663(5) 0.68813(5) 0.01628(11) Uani 1 1 d . . . . .
O3 O 0.27182(7) 0.16019(6) 0.20791(5) 0.01862(12) Uani 1 1 d . . . . .
O4 O 0.49110(6) 0.33726(5) 0.37573(5) 0.01620(11) Uani 1 1 d . . . . .
O6 O -0.02814(7) 0.11764(6) 0.78332(6) 0.01904(12) Uani 1 1 d . . . . .
O1 O 0.52013(7) 0.14918(6) 0.52641(6) 0.01945(12) Uani 1 1 d . . . . .
O5 O -0.14949(7) 0.24711(7) 0.21949(6) 0.02363(13) Uani 1 1 d . . . . .
N1 N 0.04561(7) 0.20165(6) 0.46369(6) 0.01358(12) Uani 1 1 d . . . . .
C3 C 0.00502(9) 0.14198(7) 0.68116(7) 0.01520(13) Uani 1 1 d . . . . .
C7 C 0.42719(9) 0.14872(7) 0.57470(7) 0.01432(13) Uani 1 1 d . . . . .
C5 C 0.16191(8) 0.17121(7) 0.55694(7) 0.01329(13) Uani 1 1 d . . . . .
C14 C 0.09734(8) 0.23753(7) 0.36717(7) 0.01414(13) Uani 1 1 d . . . . .
C11 C 0.33492(9) 0.23545(7) 0.31611(7) 0.01430(13) Uani 1 1 d . . . . .
C4 C 0.14118(9) 0.14037(7) 0.66799(7) 0.01460(13) Uani 1 1 d . . . . .
H4 H 0.2222(15) 0.1218(11) 0.7318(12) 0.020(3) Uiso 1 1 d . . . . .
C16 C 0.09516(9) 0.35766(7) 0.19112(7) 0.01572(13) Uani 1 1 d . . . . .
C6 C 0.28709(8) 0.18271(7) 0.51615(7) 0.01358(13) Uani 1 1 d . . . . .
C1 C -0.09257(9) 0.20001(7) 0.47613(7) 0.01646(14) Uani 1 1 d . . . . .
H1 H -0.1683(16) 0.2207(12) 0.4081(12) 0.023(3) Uiso 1 1 d . . . . .
C10 C 0.24574(8) 0.22435(7) 0.39984(7) 0.01372(13) Uani 1 1 d . . . . .
C15 C 0.00263(9) 0.27768(7) 0.25760(7) 0.01599(13) Uani 1 1 d . . . . .
C20 C 0.33856(10) 0.53570(7) 0.19651(8) 0.01974(15) Uani 1 1 d . . . . .
H20 H 0.4526(17) 0.6096(13) 0.2463(13) 0.029(3) Uiso 1 1 d . . . . .
C8 C 0.57369(10) 0.07581(8) 0.74988(7) 0.01877(14) Uani 1 1 d . . . . .
H8A H 0.6838(16) 0.1534(12) 0.7759(12) 0.024(3) Uiso 1 1 d . . . . .
H8B H 0.5532(15) 0.0030(12) 0.6835(12) 0.024(3) Uiso 1 1 d . . . . .
C17 C 0.01316(10) 0.32843(8) 0.05267(7) 0.01915(14) Uani 1 1 d . . . . .
H17 H -0.1024(16) 0.2547(12) 0.0019(13) 0.026(3) Uiso 1 1 d . . . . .
C21 C 0.25804(10) 0.46329(7) 0.26334(7) 0.01773(14) Uani 1 1 d . . . . .
H21 H 0.3155(16) 0.4868(12) 0.3604(13) 0.026(3) Uiso 1 1 d . . . . .
C18 C 0.09478(11) 0.40047(8) -0.01289(8) 0.02126(15) Uani 1 1 d . . . . .
H18 H 0.0374(17) 0.3774(13) -0.1095(14) 0.032(3) Uiso 1 1 d . . . . .
C2 C -0.11426(9) 0.17097(8) 0.58256(8) 0.01741(14) Uani 1 1 d . . . . .
H2 H -0.2113(16) 0.1708(12) 0.5922(13) 0.027(3) Uiso 1 1 d . . . . .
C19 C 0.25948(10) 0.50467(8) 0.05836(8) 0.01964(15) Uani 1 1 d . . . . .
C12 C 0.58646(9) 0.34848(8) 0.30148(8) 0.01898(14) Uani 1 1 d . . . . .
H12A H 0.5204(16) 0.3574(12) 0.2147(13) 0.025(3) Uiso 1 1 d . . . . .
H12B H 0.5947(15) 0.2672(12) 0.2869(13) 0.025(3) Uiso 1 1 d . . . . .
C9 C 0.55893(10) 0.03562(8) 0.86874(8) 0.02110(15) Uani 1 1 d . . . . .
H9A H 0.5815(17) 0.1091(13) 0.9364(14) 0.030(3) Uiso 1 1 d . . . . .
H9B H 0.6406(18) 0.0026(13) 0.9101(14) 0.032(3) Uiso 1 1 d . . . . .
H9C H 0.4448(18) -0.0362(13) 0.8399(14) 0.032(3) Uiso 1 1 d . . . . .
C22 C 0.09317(10) 0.09609(8) 0.88982(8) 0.02119(15) Uani 1 1 d . . . . .
H22A H 0.0547(17) 0.0877(13) 0.9596(13) 0.028(3) Uiso 1 1 d . . . . .
H22B H 0.2070(17) 0.1730(13) 0.9281(14) 0.031(3) Uiso 1 1 d . . . . .
H22C H 0.0972(17) 0.0157(13) 0.8580(13) 0.030(3) Uiso 1 1 d . . . . .
C13 C 0.75602(11) 0.46815(9) 0.38201(10) 0.02821(18) Uani 1 1 d . . . . .
H13A H 0.8161(19) 0.4584(14) 0.4689(15) 0.040(4) Uiso 1 1 d . . . . .
H13B H 0.7407(19) 0.5464(15) 0.3960(15) 0.042(4) Uiso 1 1 d . . . . .
H13C H 0.827(2) 0.4774(15) 0.3363(15) 0.042(4) Uiso 1 1 d . . . . .
C23 C 0.34842(13) 0.58133(10) -0.01342(10) 0.02818(18) Uani 1 1 d . . . . .
H23A H 0.468(2) 0.6546(17) 0.0486(17) 0.054(5) Uiso 1 1 d . . . . .
H23B H 0.2836(19) 0.6255(15) -0.0659(15) 0.041(4) Uiso 1 1 d . . . . .
H23C H 0.360(2) 0.5198(16) -0.0736(16) 0.048(4) 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
O2 C7 1.3435(9) . ?
O2 C8 1.4558(10) . ?
O3 C11 1.2047(11) . ?
O4 C11 1.3372(12) . ?
O4 C12 1.4501(9) . ?
O6 C3 1.3463(9) . ?
O6 C22 1.4305(11) . ?
O1 C7 1.2150(9) . ?
O5 C15 1.2350(10) . ?
N1 C5 1.3859(10) . ?
N1 C14 1.4054(9) . ?
N1 C1 1.3790(9) . ?
C3 C4 1.3767(10) . ?
C3 C2 1.4221(11) . ?
C7 C6 1.4609(10) . ?
C5 C4 1.4093(10) . ?
C5 C6 1.4141(9) . ?
C14 C10 1.3925(10) . ?
C14 C15 1.4555(11) . ?
C11 C10 1.4946(10) . ?
C4 H4 0.940(12) . ?
C16 C15 1.4917(11) . ?
C16 C17 1.3966(11) . ?
C16 C21 1.3959(13) . ?
C6 C10 1.4072(10) . ?
C1 H1 0.951(13) . ?
C1 C2 1.3561(10) . ?
C20 H20 0.977(13) . ?
C20 C21 1.3942(11) . ?
C20 C19 1.3918(12) . ?
C8 H8A 0.990(12) . ?
C8 H8B 0.972(12) . ?
C8 C9 1.5080(11) . ?
C17 H17 0.985(13) . ?
C17 C18 1.3864(11) . ?
C21 H21 0.977(13) . ?
C18 H18 0.973(14) . ?
C18 C19 1.3990(14) . ?
C2 H2 0.977(13) . ?
C19 C23 1.5051(12) . ?
C12 H12A 0.982(13) . ?
C12 H12B 0.963(13) . ?
C12 C13 1.5042(15) . ?
C9 H9A 0.979(14) . ?
C9 H9B 0.970(14) . ?
C9 H9C 0.982(14) . ?
C22 H22A 0.996(13) . ?
C22 H22B 0.990(14) . ?
C22 H22C 0.974(13) . ?
C13 H13A 0.972(16) . ?
C13 H13B 0.965(16) . ?
C13 H13C 0.990(16) . ?
C23 H23A 1.018(17) . ?
C23 H23B 0.998(16) . ?
C23 H23C 1.000(16) . ?

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
C7 O2 C8 115.77(6) . . ?
C11 O4 C12 114.35(6) . . ?
C3 O6 C22 117.17(6) . . ?
C5 N1 C14 109.93(6) . . ?
C1 N1 C5 121.15(6) . . ?
C1 N1 C14 128.86(6) . . ?
O6 C3 C4 125.05(7) . . ?
O6 C3 C2 114.59(6) . . ?
C4 C3 C2 120.36(7) . . ?
O2 C7 C6 112.31(6) . . ?
O1 C7 O2 123.73(7) . . ?
O1 C7 C6 123.96(7) . . ?
N1 C5 C4 119.75(6) . . ?
N1 C5 C6 107.10(6) . . ?
C4 C5 C6 133.13(7) . . ?
N1 C14 C15 122.72(6) . . ?
C10 C14 N1 106.45(6) . . ?
C10 C14 C15 130.82(7) . . ?
O3 C11 O4 124.70(7) . . ?
O3 C11 C10 123.16(7) . . ?
O4 C11 C10 112.14(7) . . ?
C3 C4 C5 118.68(7) . . ?
C3 C4 H4 122.2(7) . . ?
C5 C4 H4 119.1(7) . . ?
C17 C16 C15 118.66(7) . . ?
C21 C16 C15 121.97(7) . . ?
C21 C16 C17 119.32(8) . . ?
C5 C6 C7 127.77(6) . . ?
C10 C6 C7 124.74(7) . . ?
C10 C6 C5 107.32(6) . . ?
N1 C1 H1 116.9(7) . . ?
C2 C1 N1 119.91(7) . . ?
C2 C1 H1 123.2(7) . . ?
C14 C10 C11 125.59(6) . . ?
C14 C10 C6 109.15(7) . . ?
C6 C10 C11 124.83(6) . . ?
O5 C15 C14 121.88(7) . . ?
O5 C15 C16 120.29(7) . . ?
C14 C15 C16 117.83(6) . . ?
C21 C20 H20 120.3(8) . . ?
C19 C20 H20 118.5(8) . . ?
C19 C20 C21 121.19(8) . . ?
O2 C8 H8A 106.6(7) . . ?
O2 C8 H8B 107.2(8) . . ?
O2 C8 C9 106.76(6) . . ?
H8A C8 H8B 111.2(10) . . ?
C9 C8 H8A 112.0(7) . . ?
C9 C8 H8B 112.6(7) . . ?
C16 C17 H17 119.3(8) . . ?
C18 C17 C16 120.44(8) . . ?
C18 C17 H17 120.3(8) . . ?
C16 C21 H21 120.3(7) . . ?
C20 C21 C16 119.76(7) . . ?
C20 C21 H21 119.9(8) . . ?
C17 C18 H18 119.6(8) . . ?
C17 C18 C19 120.69(8) . . ?
C19 C18 H18 119.7(8) . . ?
C3 C2 H2 119.8(8) . . ?
C1 C2 C3 120.13(7) . . ?
C1 C2 H2 120.1(8) . . ?
C20 C19 C18 118.56(8) . . ?
C20 C19 C23 120.98(8) . . ?
C18 C19 C23 120.46(8) . . ?
O4 C12 H12A 107.5(7) . . ?
O4 C12 H12B 107.9(7) . . ?
O4 C12 C13 106.90(7) . . ?
H12A C12 H12B 108.3(10) . . ?
C13 C12 H12A 112.4(7) . . ?
C13 C12 H12B 113.6(7) . . ?
C8 C9 H9A 112.8(8) . . ?
C8 C9 H9B 109.6(8) . . ?
C8 C9 H9C 109.7(8) . . ?
H9A C9 H9B 107.5(11) . . ?
H9A C9 H9C 109.4(11) . . ?
H9B C9 H9C 107.7(11) . . ?
O6 C22 H22A 106.6(8) . . ?
O6 C22 H22B 110.4(8) . . ?
O6 C22 H22C 109.9(8) . . ?
H22A C22 H22B 108.5(11) . . ?
H22A C22 H22C 110.7(11) . . ?
H22B C22 H22C 110.6(11) . . ?
C12 C13 H13A 110.5(9) . . ?
C12 C13 H13B 110.4(9) . . ?
C12 C13 H13C 109.5(9) . . ?
H13A C13 H13B 107.5(13) . . ?
H13A C13 H13C 107.6(13) . . ?
H13B C13 H13C 111.2(13) . . ?
C19 C23 H23A 113.5(10) . . ?
C19 C23 H23B 110.5(9) . . ?
C19 C23 H23C 109.3(9) . . ?
H23A C23 H23B 106.0(12) . . ?
H23A C23 H23C 107.4(13) . . ?
H23B C23 H23C 110.1(13) . . ?

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 C7 C6 C5 -7.38(10) . . . . ?
O2 C7 C6 C10 177.82(6) . . . . ?
O3 C11 C10 C14 -63.56(11) . . . . ?
O3 C11 C10 C6 108.09(9) . . . . ?
O4 C11 C10 C14 116.76(8) . . . . ?
O4 C11 C10 C6 -71.60(9) . . . . ?
O6 C3 C4 C5 -178.40(6) . . . . ?
O6 C3 C2 C1 178.59(7) . . . . ?
O1 C7 C6 C5 172.53(7) . . . . ?
O1 C7 C6 C10 -2.28(11) . . . . ?
N1 C5 C4 C3 -0.31(10) . . . . ?
N1 C5 C6 C7 -173.73(7) . . . . ?
N1 C5 C6 C10 1.80(8) . . . . ?
N1 C14 C10 C11 171.92(6) . . . . ?
N1 C14 C10 C6 -0.83(8) . . . . ?
N1 C14 C15 O5 -21.53(11) . . . . ?
N1 C14 C15 C16 158.63(7) . . . . ?
N1 C1 C2 C3 -0.12(11) . . . . ?
C7 O2 C8 C9 -176.08(6) . . . . ?
C7 C6 C10 C14 175.11(6) . . . . ?
C7 C6 C10 C11 2.29(11) . . . . ?
C5 N1 C14 C10 2.00(8) . . . . ?
C5 N1 C14 C15 -178.62(6) . . . . ?
C5 N1 C1 C2 1.42(11) . . . . ?
C5 C6 C10 C14 -0.59(8) . . . . ?
C5 C6 C10 C11 -173.41(6) . . . . ?
C14 N1 C5 C4 176.06(6) . . . . ?
C14 N1 C5 C6 -2.37(8) . . . . ?
C14 N1 C1 C2 -175.28(7) . . . . ?
C11 O4 C12 C13 179.26(7) . . . . ?
C4 C3 C2 C1 -1.40(11) . . . . ?
C4 C5 C6 C7 8.13(13) . . . . ?
C4 C5 C6 C10 -176.34(7) . . . . ?
C16 C17 C18 C19 -0.87(12) . . . . ?
C6 C5 C4 C3 177.64(7) . . . . ?
C1 N1 C5 C4 -1.21(10) . . . . ?
C1 N1 C5 C6 -179.64(6) . . . . ?
C1 N1 C14 C10 179.00(7) . . . . ?
C1 N1 C14 C15 -1.62(11) . . . . ?
C10 C14 C15 O5 157.68(8) . . . . ?
C10 C14 C15 C16 -22.16(11) . . . . ?
C15 C14 C10 C11 -7.39(12) . . . . ?
C15 C14 C10 C6 179.86(7) . . . . ?
C15 C16 C17 C18 179.99(7) . . . . ?
C15 C16 C21 C20 -179.46(7) . . . . ?
C8 O2 C7 O1 -2.49(10) . . . . ?
C8 O2 C7 C6 177.42(6) . . . . ?
C17 C16 C15 O5 -41.57(11) . . . . ?
C17 C16 C15 C14 138.27(7) . . . . ?
C17 C16 C21 C20 -1.82(11) . . . . ?
C17 C18 C19 C20 -0.96(12) . . . . ?
C17 C18 C19 C23 179.15(8) . . . . ?
C21 C16 C15 O5 136.09(8) . . . . ?
C21 C16 C15 C14 -44.07(10) . . . . ?
C21 C16 C17 C18 2.26(11) . . . . ?
C21 C20 C19 C18 1.40(12) . . . . ?
C21 C20 C19 C23 -178.70(7) . . . . ?
C2 C3 C4 C5 1.58(11) . . . . ?
C19 C20 C21 C16 -0.02(11) . . . . ?
C12 O4 C11 O3 -2.63(10) . . . . ?
C12 O4 C11 C10 177.05(6) . . . . ?
C22 O6 C3 C4 3.83(11) . . . . ?
C22 O6 C3 C2 -176.15(6) . . . . ?

_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_5h
_database_code_depnum_ccdc_archive 'CCDC 2380093'
loop_
_audit_author_name
_audit_author_address
'Susanta Nayak'
;Visvesvaraya National Institute of Technology
India
;
_audit_update_record             
;
2024-12-01 deposited with the CCDC.	2024-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

#===============================================================================
_chemical_name_systematic        
;
diethyl 7-methoxy-3-(4-nitrobenzoyl)indolizine-1,2-dicarboxylate
;
_chemical_name_common            Indolizine
_chemical_melting_point          184
_chemical_formula_moiety         'C22 H20 N2 O8'
_chemical_formula_sum            'C22 H20 N2 O8'
_chemical_formula_weight         440.40

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 0.0064 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   11.833(2)
_cell_length_b                   17.576(4)
_cell_length_c                   19.870(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.91(3)
_cell_angle_gamma                90
_cell_volume                     4057.8(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    69300
_cell_measurement_theta_min      1.5
_cell_measurement_theta_max      29.8

_exptl_crystal_description       Cubed
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      1.44
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_F_000             1840
_exptl_transmission_factor_min   0.989
_exptl_transmission_factor_max   0.948
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.106
_shelx_estimated_absorpt_T_min   0.989
_shelx_estimated_absorpt_T_max   0.998
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.939
_exptl_absorpt_correction_T_max  0.948
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2001)'
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           Synchrotron
_diffrn_source                   Synchrotron
_diffrn_measurement_device_type  'Huber Kappa Goniometer, Pilatus 2M detector'
_diffrn_measurement_method       'Rotating crystal'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69300
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.536
_diffrn_reflns_theta_max         29.756
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             12079
_reflns_number_gt                9381
_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       'Elettra Synchrotron - XRD1 BL'
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_reduction        'XDS (Kabsch, 2010)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_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)+(0.0586P)²+1.6491P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0027(3)
_refine_ls_number_reflns         12079
_refine_ls_number_parameters     536
_refine_ls_number_restraints     163
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0470
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1189
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.187
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O6B O -0.54629(8) 0.23092(6) 0.05353(5) 0.0303(2) Uani 1 1 d . . . . .
O4B O 0.08087(8) 0.38860(6) 0.17205(5) 0.02801(19) Uani 1 1 d . . . . .
O3B O 0.12802(8) 0.34028(6) 0.07602(5) 0.0286(2) Uani 1 1 d . . . . .
O6A O 1.55966(8) 0.37058(6) 0.46036(5) 0.0301(2) Uani 1 1 d . . . . .
O2B O -0.08305(9) 0.46559(5) 0.06820(5) 0.0311(2) Uani 1 1 d . . . . .
O5B O -0.02925(9) 0.09915(5) 0.10513(6) 0.0314(2) Uani 1 1 d . . . . .
O4A O 0.92478(9) 0.24616(6) 0.29417(5) 0.0325(2) Uani 1 1 d . . . . .
O5A O 1.04533(9) 0.50193(6) 0.42278(6) 0.0350(2) Uani 1 1 d . . . . .
O3A O 0.88076(9) 0.25784(6) 0.39922(5) 0.0333(2) Uani 1 1 d . . . . .
O7B1 O 0.50210(10) 0.25439(7) 0.28533(6) 0.0420(3) Uani 1 1 d . . . . .
O1B O -0.26899(10) 0.45884(6) 0.07892(8) 0.0456(3) Uani 1 1 d . . . . .
O1A O 1.28055(10) 0.14719(6) 0.40075(8) 0.0473(3) Uani 1 1 d . . . . .
N1A N 1.20750(9) 0.38288(6) 0.41421(6) 0.0245(2) Uani 1 1 d . . . . .
N1B N -0.19418(9) 0.22142(6) 0.08972(6) 0.0233(2) Uani 1 1 d . . . . .
O7A1 O 0.52349(11) 0.39528(8) 0.19737(6) 0.0467(3) Uani 1 1 d . . . . .
O2A O 1.08839(10) 0.13887(6) 0.37751(9) 0.0549(4) Uani 1 1 d . . . . .
O7B2 O 0.54701(10) 0.17016(9) 0.21564(7) 0.0515(3) Uani 1 1 d . . . . .
O7A2 O 0.46983(10) 0.43577(9) 0.28886(7) 0.0533(3) Uani 1 1 d . . . . .
N2B N 0.47663(11) 0.20792(8) 0.23903(6) 0.0338(3) Uani 1 1 d . . . . .
N2A N 0.54428(11) 0.41885(8) 0.25636(7) 0.0362(3) Uani 1 1 d . . . . .
C5B C -0.24556(11) 0.29241(7) 0.08130(6) 0.0240(2) Uani 1 1 d . . . . .
C11B C 0.06271(11) 0.34595(7) 0.11538(7) 0.0247(2) Uani 1 1 d . . . . .
C4B C -0.36618(11) 0.29891(8) 0.06783(7) 0.0263(2) Uani 1 1 d . . . . .
C1OB C -0.05182(11) 0.30768(7) 0.10601(6) 0.0236(2) Uani 1 1 d . . . . .
C5A C 1.25768(11) 0.31188(7) 0.41406(6) 0.0249(2) Uani 1 1 d . . . . .
C14B C -0.07383(11) 0.22954(7) 0.10662(6) 0.0235(2) Uani 1 1 d . . . . .
C21B C 0.20996(11) 0.14210(7) 0.12359(7) 0.0260(2) Uani 1 1 d . . . . .
C6B C -0.15647(11) 0.34683(7) 0.09012(7) 0.0252(2) Uani 1 1 d . . . . .
C16B C 0.12578(11) 0.17860(7) 0.15237(7) 0.0251(2) Uani 1 1 d . . . . .
C14A C 1.08741(11) 0.37696(7) 0.39317(7) 0.0251(2) Uani 1 1 d . . . . .
C11A C 0.94619(11) 0.26554(7) 0.36051(7) 0.0267(2) Uani 1 1 d . . . . .
C10A C 1.06380(11) 0.29972(7) 0.38060(7) 0.0254(2) Uani 1 1 d . . . . .
C1B C -0.25989(11) 0.15609(7) 0.08331(7) 0.0259(2) Uani 1 1 d . . . . .
C3B C -0.43070(11) 0.23337(8) 0.06339(7) 0.0260(2) Uani 1 1 d . . . . .
C15B C 0.00258(11) 0.16513(7) 0.11983(7) 0.0250(2) Uani 1 1 d . . . . .
C3A C 1.44350(11) 0.36890(8) 0.44442(7) 0.0266(2) Uani 1 1 d . . . . .
C20B C 0.32545(12) 0.15068(8) 0.15197(7) 0.0277(3) Uani 1 1 d . . . . .
C4A C 1.37805(11) 0.30413(8) 0.43021(7) 0.0263(2) Uani 1 1 d . . . . .
C16A C 0.89070(11) 0.43563(7) 0.35570(7) 0.0265(2) Uani 1 1 d . . . . .
C17A C 0.80302(12) 0.45611(8) 0.39039(7) 0.0277(3) Uani 1 1 d . . . . .
C15A C 1.01265(12) 0.44188(7) 0.39302(7) 0.0269(2) Uani 1 1 d . . . . .
C2B C -0.37615(11) 0.16120(8) 0.07022(7) 0.0268(2) Uani 1 1 d . . . . .
C19B C 0.35398(11) 0.19654(8) 0.20943(7) 0.0279(3) Uani 1 1 d . . . . .
C19A C 0.66550(12) 0.42685(8) 0.29035(7) 0.0290(3) Uani 1 1 d . . . . .
C6A C 1.16759(11) 0.25896(7) 0.39390(7) 0.0258(2) Uani 1 1 d . . . . .
C1A C 1.27404(12) 0.44719(8) 0.42840(7) 0.0277(3) Uani 1 1 d . . . . .
C18A C 0.68886(12) 0.45168(8) 0.35775(7) 0.0290(3) Uani 1 1 d . . . . .
C17B C 0.15700(12) 0.22238(8) 0.21138(7) 0.0289(3) Uani 1 1 d . . . . .
C2A C 1.39002(12) 0.44113(8) 0.44289(7) 0.0289(3) Uani 1 1 d . . . . .
C7B C -0.17726(12) 0.42859(8) 0.07898(7) 0.0290(3) Uani 1 1 d . . . . .
C18B C 0.27266(12) 0.23231(8) 0.24023(7) 0.0300(3) Uani 1 1 d . . . . .
C7A C 1.18711(12) 0.17689(8) 0.39129(8) 0.0303(3) Uani 1 1 d . . . . .
C20A C 0.75006(13) 0.40920(8) 0.25365(7) 0.0311(3) Uani 1 1 d . . . . .
C21A C 0.86415(12) 0.41351(8) 0.28701(7) 0.0301(3) Uani 1 1 d . . . . .
C12B C 0.18262(13) 0.43715(9) 0.18072(8) 0.0332(3) Uani 1 1 d . . . . .
C22A C 1.62007(13) 0.30099(8) 0.45268(8) 0.0318(3) Uani 1 1 d . . . . .
C22B C -0.60644(13) 0.30232(9) 0.04764(9) 0.0332(3) Uani 1 1 d . . . . .
C12A C 0.81263(13) 0.21164(9) 0.26782(8) 0.0342(3) Uani 1 1 d . . . . .
C13A C 0.82466(15) 0.12670(10) 0.26396(9) 0.0393(3) Uani 1 1 d . . . . .
C8B C -0.09459(16) 0.54758(8) 0.05791(9) 0.0386(3) Uani 1 1 d . . . . .
C13B C 0.18918(16) 0.47833(11) 0.24739(9) 0.0416(4) Uani 1 1 d . . . . .
C9B C -0.0767(2) 0.58840(10) 0.12472(12) 0.0541(5) Uani 1 1 d . . . . .
C8A C 1.09513(18) 0.05645(10) 0.37336(17) 0.0730(8) Uani 1 1 d . . . . .
H8A1 H 1.176514 0.039775 0.382672 0.088 Uiso 1 1 calc R U . . .
H8A2 H 1.058722 0.038790 0.327004 0.088 Uiso 1 1 calc R U . . .
C9A C 1.0334(3) 0.02445(13) 0.42561(14) 0.0816(9) Uani 1 1 d . . . . .
H9A3 H 1.070883 0.041755 0.471290 0.122 Uiso 1 1 calc R U . . .
H9A1 H 1.035508 -0.031242 0.423832 0.122 Uiso 1 1 calc R U . . .
H9A2 H 0.953261 0.041773 0.416125 0.122 Uiso 1 1 calc R U . . .
H4B H -0.4000(16) 0.3498(11) 0.0632(9) 0.035(5) Uiso 1 1 d . . . . .
H21B H 0.1884(15) 0.1118(10) 0.0833(9) 0.029(4) Uiso 1 1 d . . . . .
H1B H -0.2189(15) 0.1073(10) 0.0883(9) 0.031(4) Uiso 1 1 d . . . . .
H20B H 0.3879(16) 0.1267(10) 0.1321(9) 0.033(4) Uiso 1 1 d . . . . .
H4A H 1.4131(16) 0.2540(11) 0.4312(9) 0.035(5) Uiso 1 1 d . . . . .
H17A H 0.8225(16) 0.4720(11) 0.4382(10) 0.038(5) Uiso 1 1 d . . . . .
H2B H -0.4251(17) 0.1161(11) 0.0653(10) 0.037(5) Uiso 1 1 d . . . . .
H1A H 1.2321(16) 0.4934(11) 0.4261(10) 0.039(5) Uiso 1 1 d . . . . .
H18A H 0.6245(16) 0.4666(11) 0.3816(10) 0.037(5) Uiso 1 1 d . . . . .
H17B H 0.0988(16) 0.2432(11) 0.2334(10) 0.036(5) Uiso 1 1 d . . . . .
H2A H 1.4355(16) 0.4870(11) 0.4518(9) 0.036(5) Uiso 1 1 d . . . . .
H18B H 0.2952(16) 0.2635(11) 0.2815(10) 0.035(5) Uiso 1 1 d . . . . .
H20A H 0.7311(18) 0.3938(12) 0.2068(11) 0.045(5) Uiso 1 1 d . . . . .
H21A H 0.9246(18) 0.3999(11) 0.2612(10) 0.043(5) Uiso 1 1 d . . . . .
H12C H 0.1715(16) 0.4718(11) 0.1401(10) 0.038(5) Uiso 1 1 d . . . . .
H12D H 0.2490(18) 0.4037(12) 0.1818(10) 0.043(5) Uiso 1 1 d . . . . .
H22A H 1.5990(17) 0.2804(11) 0.4046(10) 0.041(5) Uiso 1 1 d . . . . .
H22B H 1.6000(17) 0.2623(11) 0.4848(10) 0.041(5) Uiso 1 1 d . . . . .
H22C H 1.7050(17) 0.3150(11) 0.4611(10) 0.040(5) Uiso 1 1 d . . . . .
H22D H -0.5918(17) 0.3272(11) 0.0073(11) 0.042(5) Uiso 1 1 d . . . . .
H22E H -0.5864(16) 0.3320(11) 0.0902(10) 0.035(5) Uiso 1 1 d . . . . .
H22F H -0.6908(18) 0.2887(12) 0.0438(10) 0.045(5) Uiso 1 1 d . . . . .
H12A H 0.7882(16) 0.2358(11) 0.2209(10) 0.038(5) Uiso 1 1 d . . . . .
H12B H 0.7602(16) 0.2256(10) 0.2987(9) 0.033(4) Uiso 1 1 d . . . . .
H13A H 0.7478(19) 0.1055(12) 0.2402(11) 0.051(6) Uiso 1 1 d . . . . .
H13B H 0.8427(19) 0.1072(13) 0.3083(12) 0.054(6) Uiso 1 1 d . . . . .
H13C H 0.8852(18) 0.1119(12) 0.2350(11) 0.046(5) Uiso 1 1 d . . . . .
H8B1 H -0.172(2) 0.5573(12) 0.0285(11) 0.050(6) Uiso 1 1 d . . . . .
H8B2 H -0.032(2) 0.5627(14) 0.0335(13) 0.065(7) Uiso 1 1 d . . . . .
H13E H 0.251(2) 0.5148(15) 0.2537(13) 0.071(7) Uiso 1 1 d . . . . .
H13F H 0.202(2) 0.4414(15) 0.2857(14) 0.069(7) Uiso 1 1 d . . . . .
H13D H 0.117(2) 0.5084(13) 0.2507(12) 0.059(6) Uiso 1 1 d . . . . .
H9B1 H -0.087(2) 0.6475(16) 0.1141(14) 0.074(8) Uiso 1 1 d . . . . .
H9B2 H 0.016(3) 0.5800(17) 0.1495(16) 0.098(10) Uiso 1 1 d . . . . .
H9B3 H -0.144(3) 0.5701(19) 0.1493(17) 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
O6B C3B 1.3451(16) . ?
O6B C22B 1.4365(17) . ?
O4B C11B 1.3359(16) . ?
O4B C12B 1.4590(17) . ?
O3B C11B 1.2031(16) . ?
O6A C3A 1.3512(16) . ?
O6A C22A 1.4394(17) . ?
O2B C7B 1.3424(17) . ?
O2B C8B 1.4584(17) . ?
O5B C15B 1.2371(16) . ?
O4A C11A 1.3383(17) . ?
O4A C12A 1.4630(17) . ?
O5A C15A 1.2357(17) . ?
O3A C11A 1.1979(17) . ?
O7B1 N2B 1.2244(17) . ?
O1B C7B 1.2084(18) . ?
O1A C7A 1.2049(18) . ?
N1A C1A 1.3758(16) . ?
N1A C5A 1.3821(16) . ?
N1A C14A 1.4071(17) . ?
N1B C1B 1.3791(16) . ?
N1B C5B 1.3841(16) . ?
N1B C14B 1.4073(16) . ?
O7A1 N2A 1.2234(18) . ?
O2A C7A 1.3285(18) . ?
O2A C8A 1.454(2) . ?
O7B2 N2B 1.2234(18) . ?
O7A2 N2A 1.2235(18) . ?
N2B C19B 1.4728(18) . ?
N2A C19A 1.4720(19) . ?
C5B C4B 1.4061(18) . ?
C5B C6B 1.4097(18) . ?
C11B C1OB 1.4928(18) . ?
C4B C3B 1.3754(18) . ?
C4B H4B 0.976(19) . ?
C1OB C14B 1.3982(17) . ?
C1OB C6B 1.3995(18) . ?
C5A C4A 1.4061(19) . ?
C5A C6A 1.4144(18) . ?
C14B C15B 1.4416(18) . ?
C21B C20B 1.3844(19) . ?
C21B C16B 1.3951(18) . ?
C21B H21B 0.954(18) . ?
C6B C7B 1.4675(18) . ?
C16B C17B 1.3925(19) . ?
C16B C15B 1.4976(18) . ?
C14A C10A 1.3991(18) . ?
C14A C15A 1.4434(18) . ?
C11A C10A 1.4988(18) . ?
C10A C6A 1.4031(19) . ?
C1B C2B 1.3539(19) . ?
C1B H1B 0.980(18) . ?
C3B C2B 1.4181(18) . ?
C3A C4A 1.3757(18) . ?
C3A C2A 1.4162(19) . ?
C20B C19B 1.386(2) . ?
C20B H20B 0.995(18) . ?
C4A H4A 0.972(19) . ?
C16A C21A 1.3966(19) . ?
C16A C17A 1.3971(19) . ?
C16A C15A 1.4963(19) . ?
C17A C18A 1.385(2) . ?
C17A H17A 0.974(19) . ?
C2B H2B 0.976(19) . ?
C19B C18B 1.385(2) . ?
C19A C20A 1.380(2) . ?
C19A C18A 1.386(2) . ?
C6A C7A 1.4632(19) . ?
C1A C2A 1.3521(19) . ?
C1A H1A 0.95(2) . ?
C18A H18A 1.006(19) . ?
C17B C18B 1.391(2) . ?
C17B H17B 0.956(19) . ?
C2A H2A 0.966(19) . ?
C18B H18B 0.981(19) . ?
C20A C21A 1.389(2) . ?
C20A H20A 0.95(2) . ?
C21A H21A 0.99(2) . ?
C12B C13B 1.499(2) . ?
C12B H12C 0.999(19) . ?
C12B H12D 0.98(2) . ?
C22A H22A 1.01(2) . ?
C22A H22B 0.99(2) . ?
C22A H22C 1.02(2) . ?
C22B H22D 0.96(2) . ?
C22B H22E 0.983(19) . ?
C22B H22F 1.02(2) . ?
C12A C13A 1.503(2) . ?
C12A H12A 1.02(2) . ?
C12A H12B 0.982(18) . ?
C13A H13A 1.01(2) . ?
C13A H13B 0.93(2) . ?
C13A H13C 1.03(2) . ?
C8B C9B 1.488(3) . ?
C8B H8B1 1.00(2) . ?
C8B H8B2 1.00(2) . ?
C13B H13E 0.97(3) . ?
C13B H13F 0.99(3) . ?
C13B H13D 1.02(2) . ?
C9B H9B1 1.06(3) . ?
C9B H9B2 1.12(3) . ?
C9B H9B3 1.06(3) . ?
C8A C9A 1.488(4) . ?
C8A H8A1 0.9900 . ?
C8A H8A2 0.9900 . ?
C9A H9A3 0.9800 . ?
C9A H9A1 0.9800 . ?
C9A H9A2 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
C3B O6B C22B 117.28(11) . . ?
C11B O4B C12B 115.16(11) . . ?
C3A O6A C22A 117.40(11) . . ?
C7B O2B C8B 116.26(12) . . ?
C11A O4A C12A 116.60(11) . . ?
C1A N1A C5A 120.85(11) . . ?
C1A N1A C14A 128.91(11) . . ?
C5A N1A C14A 110.04(10) . . ?
C1B N1B C5B 120.82(11) . . ?
C1B N1B C14B 129.34(11) . . ?
C5B N1B C14B 109.81(10) . . ?
C7A O2A C8A 117.21(13) . . ?
O7B2 N2B O7B1 123.98(13) . . ?
O7B2 N2B C19B 117.70(13) . . ?
O7B1 N2B C19B 118.32(13) . . ?
O7A1 N2A O7A2 123.63(14) . . ?
O7A1 N2A C19A 118.28(13) . . ?
O7A2 N2A C19A 118.10(13) . . ?
N1B C5B C4B 120.20(11) . . ?
N1B C5B C6B 107.19(11) . . ?
C4B C5B C6B 132.60(12) . . ?
O3B C11B O4B 125.01(12) . . ?
O3B C11B C1OB 124.15(12) . . ?
O4B C11B C1OB 110.81(11) . . ?
C3B C4B C5B 118.38(12) . . ?
C3B C4B H4B 123.2(11) . . ?
C5B C4B H4B 118.4(11) . . ?
C14B C1OB C6B 109.07(11) . . ?
C14B C1OB C11B 127.42(11) . . ?
C6B C1OB C11B 123.38(11) . . ?
N1A C5A C4A 120.27(11) . . ?
N1A C5A C6A 107.06(11) . . ?
C4A C5A C6A 132.65(12) . . ?
C1OB C14B N1B 106.22(11) . . ?
C1OB C14B C15B 131.42(12) . . ?
N1B C14B C15B 122.36(11) . . ?
C20B C21B C16B 120.62(12) . . ?
C20B C21B H21B 119.3(10) . . ?
C16B C21B H21B 120.1(10) . . ?
C1OB C6B C5B 107.66(11) . . ?
C1OB C6B C7B 129.16(12) . . ?
C5B C6B C7B 123.06(12) . . ?
C17B C16B C21B 120.20(12) . . ?
C17B C16B C15B 122.17(12) . . ?
C21B C16B C15B 117.55(12) . . ?
C10A C14A N1A 106.33(11) . . ?
C10A C14A C15A 131.69(12) . . ?
N1A C14A C15A 121.76(11) . . ?
O3A C11A O4A 125.37(13) . . ?
O3A C11A C10A 123.69(12) . . ?
O4A C11A C10A 110.94(11) . . ?
C14A C10A C6A 108.89(11) . . ?
C14A C10A C11A 125.48(12) . . ?
C6A C10A C11A 125.53(12) . . ?
C2B C1B N1B 119.81(12) . . ?
C2B C1B H1B 122.8(10) . . ?
N1B C1B H1B 117.3(10) . . ?
O6B C3B C4B 124.95(12) . . ?
O6B C3B C2B 114.65(11) . . ?
C4B C3B C2B 120.39(12) . . ?
O5B C15B C14B 122.74(12) . . ?
O5B C15B C16B 118.56(11) . . ?
C14B C15B C16B 118.70(11) . . ?
O6A C3A C4A 125.06(12) . . ?
O6A C3A C2A 114.59(12) . . ?
C4A C3A C2A 120.36(12) . . ?
C21B C20B C19B 117.80(12) . . ?
C21B C20B H20B 122.8(11) . . ?
C19B C20B H20B 119.4(11) . . ?
C3A C4A C5A 118.25(12) . . ?
C3A C4A H4A 121.6(11) . . ?
C5A C4A H4A 120.1(11) . . ?
C21A C16A C17A 120.21(13) . . ?
C21A C16A C15A 121.47(12) . . ?
C17A C16A C15A 118.25(12) . . ?
C18A C17A C16A 120.26(13) . . ?
C18A C17A H17A 120.2(11) . . ?
C16A C17A H17A 119.6(11) . . ?
O5A C15A C14A 122.55(13) . . ?
O5A C15A C16A 119.01(12) . . ?
C14A C15A C16A 118.44(11) . . ?
C1B C2B C3B 120.35(12) . . ?
C1B C2B H2B 121.8(11) . . ?
C3B C2B H2B 117.8(11) . . ?
C18B C19B C20B 123.14(13) . . ?
C18B C19B N2B 118.45(13) . . ?
C20B C19B N2B 118.41(12) . . ?
C20A C19A C18A 123.33(13) . . ?
C20A C19A N2A 118.49(13) . . ?
C18A C19A N2A 118.19(13) . . ?
C10A C6A C5A 107.67(11) . . ?
C10A C6A C7A 129.42(12) . . ?
C5A C6A C7A 122.88(12) . . ?
C2A C1A N1A 119.82(12) . . ?
C2A C1A H1A 125.3(12) . . ?
N1A C1A H1A 114.9(12) . . ?
C17A C18A C19A 117.93(13) . . ?
C17A C18A H18A 121.5(11) . . ?
C19A C18A H18A 120.5(11) . . ?
C18B C17B C16B 119.99(13) . . ?
C18B C17B H17B 120.1(11) . . ?
C16B C17B H17B 119.8(11) . . ?
C1A C2A C3A 120.44(12) . . ?
C1A C2A H2A 118.8(11) . . ?
C3A C2A H2A 120.8(11) . . ?
O1B C7B O2B 124.03(13) . . ?
O1B C7B C6B 123.77(13) . . ?
O2B C7B C6B 112.20(12) . . ?
C19B C18B C17B 118.19(13) . . ?
C19B C18B H18B 121.5(11) . . ?
C17B C18B H18B 120.3(11) . . ?
O1A C7A O2A 124.01(13) . . ?
O1A C7A C6A 124.60(13) . . ?
O2A C7A C6A 111.39(12) . . ?
C19A C20A C21A 118.16(13) . . ?
C19A C20A H20A 121.3(12) . . ?
C21A C20A H20A 120.6(12) . . ?
C20A C21A C16A 120.01(13) . . ?
C20A C21A H21A 118.3(12) . . ?
C16A C21A H21A 121.7(12) . . ?
O4B C12B C13B 106.88(12) . . ?
O4B C12B H12C 106.3(11) . . ?
C13B C12B H12C 113.4(11) . . ?
O4B C12B H12D 107.0(12) . . ?
C13B C12B H12D 111.3(12) . . ?
H12C C12B H12D 111.5(16) . . ?
O6A C22A H22A 111.5(11) . . ?
O6A C22A H22B 109.2(12) . . ?
H22A C22A H22B 108.6(16) . . ?
O6A C22A H22C 105.8(11) . . ?
H22A C22A H22C 107.6(16) . . ?
H22B C22A H22C 114.1(16) . . ?
O6B C22B H22D 107.6(12) . . ?
O6B C22B H22E 111.0(11) . . ?
H22D C22B H22E 115.2(16) . . ?
O6B C22B H22F 105.4(12) . . ?
H22D C22B H22F 112.0(17) . . ?
H22E C22B H22F 105.3(16) . . ?
O4A C12A C13A 109.99(13) . . ?
O4A C12A H12A 103.7(11) . . ?
C13A C12A H12A 112.5(11) . . ?
O4A C12A H12B 108.0(11) . . ?
C13A C12A H12B 111.0(11) . . ?
H12A C12A H12B 111.4(15) . . ?
C12A C13A H13A 107.7(13) . . ?
C12A C13A H13B 109.0(14) . . ?
H13A C13A H13B 109.2(18) . . ?
C12A C13A H13C 111.1(12) . . ?
H13A C13A H13C 107.7(17) . . ?
H13B C13A H13C 112.1(18) . . ?
O2B C8B C9B 110.95(14) . . ?
O2B C8B H8B1 107.5(12) . . ?
C9B C8B H8B1 113.4(12) . . ?
O2B C8B H8B2 105.8(14) . . ?
C9B C8B H8B2 108.1(14) . . ?
H8B1 C8B H8B2 110.8(19) . . ?
C12B C13B H13E 110.2(15) . . ?
C12B C13B H13F 109.7(15) . . ?
H13E C13B H13F 110(2) . . ?
C12B C13B H13D 113.8(13) . . ?
H13E C13B H13D 106(2) . . ?
H13F C13B H13D 107.1(19) . . ?
C8B C9B H9B1 107.6(15) . . ?
C8B C9B H9B2 107.0(16) . . ?
H9B1 C9B H9B2 107(2) . . ?
C8B C9B H9B3 105.8(18) . . ?
H9B1 C9B H9B3 108(2) . . ?
H9B2 C9B H9B3 121(2) . . ?
O2A C8A C9A 107.31(19) . . ?
O2A C8A H8A1 110.3 . . ?
C9A C8A H8A1 110.3 . . ?
O2A C8A H8A2 110.3 . . ?
C9A C8A H8A2 110.3 . . ?
H8A1 C8A H8A2 108.5 . . ?
C8A C9A H9A3 109.5 . . ?
C8A C9A H9A1 109.5 . . ?
H9A3 C9A H9A1 109.5 . . ?
C8A C9A H9A2 109.5 . . ?
H9A3 C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 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
C1B N1B C5B C4B 1.72(18) . . . . ?
C14B N1B C5B C4B -176.53(11) . . . . ?
C1B N1B C5B C6B -179.31(11) . . . . ?
C14B N1B C5B C6B 2.44(14) . . . . ?
C12B O4B C11B O3B 6.86(19) . . . . ?
C12B O4B C11B C1OB -171.42(11) . . . . ?
N1B C5B C4B C3B 0.04(19) . . . . ?
C6B C5B C4B C3B -178.63(14) . . . . ?
O3B C11B C1OB C14B 65.44(19) . . . . ?
O4B C11B C1OB C14B -116.27(14) . . . . ?
O3B C11B C1OB C6B -109.88(16) . . . . ?
O4B C11B C1OB C6B 68.42(16) . . . . ?
C1A N1A C5A C4A 1.61(19) . . . . ?
C14A N1A C5A C4A 176.97(11) . . . . ?
C1A N1A C5A C6A -176.61(12) . . . . ?
C14A N1A C5A C6A -1.25(14) . . . . ?
C6B C1OB C14B N1B 0.88(14) . . . . ?
C11B C1OB C14B N1B -174.98(12) . . . . ?
C6B C1OB C14B C15B 179.97(13) . . . . ?
C11B C1OB C14B C15B 4.1(2) . . . . ?
C1B N1B C14B C1OB 179.87(12) . . . . ?
C5B N1B C14B C1OB -2.07(14) . . . . ?
C1B N1B C14B C15B 0.7(2) . . . . ?
C5B N1B C14B C15B 178.74(11) . . . . ?
C14B C1OB C6B C5B 0.59(15) . . . . ?
C11B C1OB C6B C5B 176.65(11) . . . . ?
C14B C1OB C6B C7B -175.40(13) . . . . ?
C11B C1OB C6B C7B 0.7(2) . . . . ?
N1B C5B C6B C1OB -1.85(14) . . . . ?
C4B C5B C6B C1OB 176.95(14) . . . . ?
N1B C5B C6B C7B 174.43(12) . . . . ?
C4B C5B C6B C7B -6.8(2) . . . . ?
C20B C21B C16B C17B -1.9(2) . . . . ?
C20B C21B C16B C15B -178.58(12) . . . . ?
C1A N1A C14A C10A 175.56(13) . . . . ?
C5A N1A C14A C10A 0.68(14) . . . . ?
C1A N1A C14A C15A -9.3(2) . . . . ?
C5A N1A C14A C15A 175.79(12) . . . . ?
C12A O4A C11A O3A -1.1(2) . . . . ?
C12A O4A C11A C10A 179.71(12) . . . . ?
N1A C14A C10A C6A 0.17(14) . . . . ?
C15A C14A C10A C6A -174.25(14) . . . . ?
N1A C14A C10A C11A 176.62(12) . . . . ?
C15A C14A C10A C11A 2.2(2) . . . . ?
O3A C11A C10A C14A -73.23(19) . . . . ?
O4A C11A C10A C14A 106.00(15) . . . . ?
O3A C11A C10A C6A 102.65(17) . . . . ?
O4A C11A C10A C6A -78.12(17) . . . . ?
C5B N1B C1B C2B -1.57(19) . . . . ?
C14B N1B C1B C2B 176.30(12) . . . . ?
C22B O6B C3B C4B -0.4(2) . . . . ?
C22B O6B C3B C2B 178.75(12) . . . . ?
C5B C4B C3B O6B 177.23(12) . . . . ?
C5B C4B C3B C2B -1.89(19) . . . . ?
C1OB C14B C15B O5B -165.18(13) . . . . ?
N1B C14B C15B O5B 13.8(2) . . . . ?
C1OB C14B C15B C16B 14.5(2) . . . . ?
N1B C14B C15B C16B -166.52(11) . . . . ?
C17B C16B C15B O5B -130.47(14) . . . . ?
C21B C16B C15B O5B 46.12(17) . . . . ?
C17B C16B C15B C14B 49.83(17) . . . . ?
C21B C16B C15B C14B -133.59(13) . . . . ?
C22A O6A C3A C4A 9.08(19) . . . . ?
C22A O6A C3A C2A -170.77(12) . . . . ?
C16B C21B C20B C19B -0.10(19) . . . . ?
O6A C3A C4A C5A -179.63(12) . . . . ?
C2A C3A C4A C5A 0.21(19) . . . . ?
N1A C5A C4A C3A -1.45(19) . . . . ?
C6A C5A C4A C3A 176.23(14) . . . . ?
C21A C16A C17A C18A 2.6(2) . . . . ?
C15A C16A C17A C18A 179.61(12) . . . . ?
C10A C14A C15A O5A 159.71(14) . . . . ?
N1A C14A C15A O5A -14.0(2) . . . . ?
C10A C14A C15A C16A -19.8(2) . . . . ?
N1A C14A C15A C16A 166.47(11) . . . . ?
C21A C16A C15A O5A 126.57(15) . . . . ?
C17A C16A C15A O5A -50.38(18) . . . . ?
C21A C16A C15A C14A -53.87(18) . . . . ?
C17A C16A C15A C14A 129.18(13) . . . . ?
N1B C1B C2B C3B -0.3(2) . . . . ?
O6B C3B C2B C1B -177.14(12) . . . . ?
C4B C3B C2B C1B 2.1(2) . . . . ?
C21B C20B C19B C18B 1.5(2) . . . . ?
C21B C20B C19B N2B -178.32(12) . . . . ?
O7B2 N2B C19B C18B 172.87(14) . . . . ?
O7B1 N2B C19B C18B -7.2(2) . . . . ?
O7B2 N2B C19B C20B -7.3(2) . . . . ?
O7B1 N2B C19B C20B 172.68(13) . . . . ?
O7A1 N2A C19A C20A 1.5(2) . . . . ?
O7A2 N2A C19A C20A -178.84(15) . . . . ?
O7A1 N2A C19A C18A -178.36(14) . . . . ?
O7A2 N2A C19A C18A 1.3(2) . . . . ?
C14A C10A C6A C5A -0.93(15) . . . . ?
C11A C10A C6A C5A -177.38(12) . . . . ?
C14A C10A C6A C7A 176.91(13) . . . . ?
C11A C10A C6A C7A 0.5(2) . . . . ?
N1A C5A C6A C10A 1.33(14) . . . . ?
C4A C5A C6A C10A -176.58(14) . . . . ?
N1A C5A C6A C7A -176.68(12) . . . . ?
C4A C5A C6A C7A 5.4(2) . . . . ?
C5A N1A C1A C2A -0.45(19) . . . . ?
C14A N1A C1A C2A -174.84(13) . . . . ?
C16A C17A C18A C19A -0.3(2) . . . . ?
C20A C19A C18A C17A -2.5(2) . . . . ?
N2A C19A C18A C17A 177.38(12) . . . . ?
C21B C16B C17B C18B 2.6(2) . . . . ?
C15B C16B C17B C18B 179.07(12) . . . . ?
N1A C1A C2A C3A -0.8(2) . . . . ?
O6A C3A C2A C1A -179.21(12) . . . . ?
C4A C3A C2A C1A 0.9(2) . . . . ?
C8B O2B C7B O1B 1.8(2) . . . . ?
C8B O2B C7B C6B -178.84(12) . . . . ?
C1OB C6B C7B O1B -164.72(15) . . . . ?
C5B C6B C7B O1B 19.9(2) . . . . ?
C1OB C6B C7B O2B 15.9(2) . . . . ?
C5B C6B C7B O2B -159.51(12) . . . . ?
C20B C19B C18B C17B -0.9(2) . . . . ?
N2B C19B C18B C17B 178.96(13) . . . . ?
C16B C17B C18B C19B -1.2(2) . . . . ?
C8A O2A C7A O1A -0.4(3) . . . . ?
C8A O2A C7A C6A 179.98(19) . . . . ?
C10A C6A C7A O1A 176.58(16) . . . . ?
C5A C6A C7A O1A -5.9(2) . . . . ?
C10A C6A C7A O2A -3.8(2) . . . . ?
C5A C6A C7A O2A 173.77(14) . . . . ?
C18A C19A C20A C21A 2.8(2) . . . . ?
N2A C19A C20A C21A -177.08(13) . . . . ?
C19A C20A C21A C16A -0.3(2) . . . . ?
C17A C16A C21A C20A -2.3(2) . . . . ?
C15A C16A C21A C20A -179.20(13) . . . . ?
C11B O4B C12B C13B -178.60(13) . . . . ?
C11A O4A C12A C13A -100.14(15) . . . . ?
C7B O2B C8B C9B 84.19(19) . . . . ?
C7A O2A C8A C9A 121.1(2) . . . . ?

_refine_diff_density_max         1.108
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.075



