# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_NCA_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2183016'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H25 Cl N5 O2,C6 H7 O7,O'
_chemical_formula_sum            'C28 H32 Cl N5 O10'
_chemical_formula_weight         634.04

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.639(3)
_cell_length_b                   11.700(2)
_cell_length_c                   13.178(3)
_cell_angle_alpha                77.20(1)
_cell_angle_beta                 75.01(4)
_cell_angle_gamma                66.00(1)
_cell_volume                     1435.1(1)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5004
_cell_measurement_theta_min      0.947
_cell_measurement_theta_max      0.955

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_F_000             664.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_absorpt_coefficient_mu    0.201
_shelx_estimated_absorpt_T_min   0.947
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6692
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27110
_diffrn_reflns_av_unetI/netI     0.0383
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.282
_diffrn_reflns_theta_max         27.576
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             6637
_reflns_number_gt                5004
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.9026P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6529
_refine_ls_number_parameters     410
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0744
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1750
_refine_ls_wR_factor_gt          0.1532
_refine_ls_goodness_of_fit_ref   0.929
_refine_ls_restrained_S_all      0.929
_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 0.46167(8) 0.06626(7) 0.27256(6) 0.0640(2) Uani 1 1 d . . . . .
O2 O 0.90308(15) 0.08675(16) 0.61284(13) 0.0499(4) Uani 1 1 d . . . . .
O5 O 0.87737(16) 0.58235(17) 0.69348(14) 0.0507(4) Uani 1 1 d . . . . .
H5 H 0.896469 0.530558 0.653478 0.076 Uiso 1 1 calc R U . . .
O8 O 1.10018(17) 0.57052(16) 0.44855(14) 0.0532(4) Uani 1 1 d . . . . .
O6 O 1.13401(19) 0.40149(15) 0.69486(13) 0.0527(4) Uani 1 1 d . . . . .
O9 O 0.89205(18) 0.72037(17) 0.43532(14) 0.0554(4) Uani 1 1 d . . . . .
H9 H 0.896039 0.680508 0.389879 0.083 Uiso 1 1 calc R U . . .
O7 O 1.23617(17) 0.54188(19) 0.65956(13) 0.0556(4) Uani 1 1 d . . . . .
N4 N 0.67264(16) 0.18137(15) 0.58879(13) 0.0367(4) Uani 1 1 d . . . . .
N3 N 0.42776(18) 0.47614(15) 0.78277(13) 0.0338(3) Uani 1 1 d . . . . .
N5 N 0.82099(19) 0.03790(17) 0.48754(16) 0.0436(4) Uani 1 1 d . . . . .
O1 O 0.2667(2) 0.6253(2) 1.11152(16) 0.0672(5) Uani 1 1 d . . . . .
N2 N 0.1553(2) 0.77464(17) 0.98392(14) 0.0437(4) Uani 1 1 d . . . . .
N1 N 0.0245(2) 0.7161(2) 1.12608(18) 0.0578(5) Uani 1 1 d . . . . .
O3 O 1.0898(3) 0.5448(2) 0.89337(16) 0.0804(6) Uani 1 1 d . . . . .
O4 O 0.8600(2) 0.6140(3) 0.93585(18) 0.0813(6) Uani 1 1 d . . . . .
C12 C 0.5849(2) 0.40454(18) 0.61478(15) 0.0366(4) Uani 1 1 d . . . . .
H12A H 0.662689 0.414663 0.560904 0.044 Uiso 1 1 calc R U . . .
H12B H 0.506018 0.426646 0.580682 0.044 Uiso 1 1 calc R U . . .
C15 C 0.4635(2) 0.34225(18) 0.83366(16) 0.0376(4) Uani 1 1 d . . . . .
H15A H 0.383323 0.334275 0.885685 0.045 Uiso 1 1 calc R U . . .
H15B H 0.540261 0.319155 0.870414 0.045 Uiso 1 1 calc R U . . .
C22 C 0.5989(2) 0.17178(18) 0.51981(16) 0.0358(4) Uani 1 1 d . . . . .
C11 C 0.5461(2) 0.49129(19) 0.69679(16) 0.0384(4) Uani 1 1 d . . . . .
H11A H 0.626949 0.472471 0.727607 0.046 Uiso 1 1 calc R U . . .
H11B H 0.518617 0.578096 0.662962 0.046 Uiso 1 1 calc R U . . .
C21 C 0.4616(2) 0.2318(2) 0.50662(17) 0.0407(5) Uani 1 1 d . . . . .
H21 H 0.397586 0.292967 0.548558 0.049 Uiso 1 1 calc R U . . .
C14 C 0.5051(2) 0.25261(18) 0.75293(16) 0.0368(4) Uani 1 1 d . . . . .
H14A H 0.425338 0.269478 0.721461 0.044 Uiso 1 1 calc R U . . .
H14B H 0.533224 0.166324 0.787938 0.044 Uiso 1 1 calc R U . . .
C13 C 0.62574(19) 0.26845(18) 0.66639(16) 0.0351(4) Uani 1 1 d . . . . .
H13 H 0.704734 0.249653 0.700641 0.042 Uiso 1 1 calc R U . . .
C27 C 1.0021(2) 0.6618(2) 0.47942(17) 0.0400(4) Uani 1 1 d . . . . .
C18 C 0.6555(2) 0.04339(19) 0.38061(17) 0.0434(5) Uani 1 1 d . . . . .
H18 H 0.718627 -0.019381 0.339905 0.052 Uiso 1 1 calc R U . . .
C16 C 0.8100(2) 0.09963(19) 0.56733(17) 0.0398(5) Uani 1 1 d . . . . .
C17 C 0.6939(2) 0.07975(18) 0.45585(16) 0.0378(4) Uani 1 1 d . . . . .
C28 C 1.1328(2) 0.5116(2) 0.67584(16) 0.0411(5) Uani 1 1 d . . . . .
C20 C 0.4218(2) 0.1981(2) 0.42867(18) 0.0437(5) Uani 1 1 d . . . . .
H20 H 0.330350 0.238141 0.416956 0.052 Uiso 1 1 calc R U . . .
C10 C 0.3875(2) 0.5606(2) 0.86578(17) 0.0432(5) Uani 1 1 d . . . . .
H10A H 0.469191 0.543844 0.894815 0.052 Uiso 1 1 calc R U . . .
H10B H 0.317860 0.541118 0.922982 0.052 Uiso 1 1 calc R U . . .
C25 C 0.9898(2) 0.62287(19) 0.67685(16) 0.0394(4) Uani 1 1 d . . . . .
C26 C 0.9936(3) 0.7158(2) 0.57476(18) 0.0475(5) Uani 1 1 d . . . . .
H26A H 0.909931 0.791651 0.582308 0.057 Uiso 1 1 calc R U . . .
H26B H 1.073969 0.739380 0.564384 0.057 Uiso 1 1 calc R U . . .
C19 C 0.5174(2) 0.1054(2) 0.36852(17) 0.0425(5) Uani 1 1 d . . . . .
C9 C 0.3291(3) 0.6988(2) 0.82269(18) 0.0476(5) Uani 1 1 d . . . . .
H9A H 0.251637 0.714481 0.788994 0.057 Uiso 1 1 calc R U . . .
H9B H 0.401097 0.719891 0.769251 0.057 Uiso 1 1 calc R U . . .
C7 C 0.1603(3) 0.6966(2) 1.07845(18) 0.0474(5) Uani 1 1 d . . . . .
C1 C 0.0170(2) 0.8429(2) 0.97281(19) 0.0477(5) Uani 1 1 d . . . . .
C8 C 0.2789(3) 0.7825(2) 0.9089(2) 0.0491(5) Uani 1 1 d . . . . .
H8A H 0.354052 0.759814 0.947259 0.059 Uiso 1 1 calc R U . . .
H8B H 0.258787 0.869348 0.876103 0.059 Uiso 1 1 calc R U . . .
C6 C -0.0656(3) 0.8054(2) 1.0627(2) 0.0534(6) Uani 1 1 d . . . . .
C24 C 0.9594(3) 0.6965(2) 0.76909(19) 0.0553(6) Uani 1 1 d . . . . .
H24A H 1.023655 0.740278 0.754514 0.066 Uiso 1 1 calc R U . . .
H24B H 0.864905 0.759301 0.774759 0.066 Uiso 1 1 calc R U . . .
C23 C 0.9741(3) 0.6114(3) 0.8723(2) 0.0575(6) Uani 1 1 d . . . . .
C2 C -0.0412(3) 0.9324(2) 0.8943(2) 0.0651(7) Uani 1 1 d . . . . .
H2 H 0.014221 0.957991 0.833995 0.078 Uiso 1 1 calc R U . . .
C5 C -0.2090(3) 0.8567(3) 1.0773(3) 0.0796(10) Uani 1 1 d . . . . .
H5A H -0.264291 0.832136 1.138288 0.096 Uiso 1 1 calc R U . . .
C3 C -0.1857(4) 0.9831(3) 0.9085(4) 0.0923(13) Uani 1 1 d . . . . .
H3 H -0.228593 1.043534 0.856341 0.111 Uiso 1 1 calc R U . . .
C4 C -0.2675(4) 0.9457(4) 0.9985(5) 0.1001(14) Uani 1 1 d . . . . .
H4 H -0.364475 0.981668 1.005925 0.120 Uiso 1 1 calc R U . . .
H100 H 0.354(3) 0.499(2) 0.750(2) 0.049(7) Uiso 1 1 d . . . . .
H101 H 0.893(3) -0.002(3) 0.457(2) 0.055(8) Uiso 1 1 d . . . . .
H102 H -0.003(4) 0.667(3) 1.188(3) 0.085(10) Uiso 1 1 d . . . . .
O15 O 0.6235(14) 0.6414(12) 0.8796(11) 0.397(6) Uiso 1 1 d . . . . .
H150 H 0.887(4) 0.548(4) 1.001(3) 0.106(13) 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 1.739(2) . ?
O2 C16 1.229(3) . ?
O5 C25 1.409(3) . ?
O8 C27 1.209(3) . ?
O6 C28 1.252(3) . ?
O9 C27 1.304(3) . ?
O7 C28 1.242(3) . ?
N4 C16 1.378(2) . ?
N4 C22 1.393(3) . ?
N4 C13 1.455(3) . ?
N3 C15 1.493(2) . ?
N3 C10 1.499(3) . ?
N3 C11 1.502(2) . ?
N5 C16 1.358(3) . ?
N5 C17 1.380(3) . ?
O1 C7 1.222(3) . ?
N2 C7 1.371(3) . ?
N2 C1 1.389(3) . ?
N2 C8 1.449(3) . ?
N1 C7 1.364(3) . ?
N1 C6 1.386(4) . ?
O3 C23 1.225(3) . ?
O4 C23 1.277(4) . ?
C12 C11 1.511(3) . ?
C12 C13 1.516(3) . ?
C15 C14 1.517(3) . ?
C22 C21 1.379(3) . ?
C22 C17 1.403(3) . ?
C21 C20 1.389(3) . ?
C14 C13 1.525(3) . ?
C27 C26 1.494(3) . ?
C18 C17 1.367(3) . ?
C18 C19 1.384(3) . ?
C28 C25 1.547(3) . ?
C20 C19 1.380(3) . ?
C10 C9 1.510(3) . ?
C25 C26 1.534(3) . ?
C25 C24 1.535(3) . ?
C9 C8 1.514(3) . ?
C1 C2 1.369(4) . ?
C1 C6 1.383(4) . ?
C6 C5 1.370(4) . ?
C24 C23 1.499(4) . ?
C2 C3 1.382(5) . ?
C5 C4 1.371(6) . ?
C3 C4 1.379(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 N4 C22 109.17(17) . . ?
C16 N4 C13 121.60(17) . . ?
C22 N4 C13 129.00(15) . . ?
C15 N3 C10 109.58(15) . . ?
C15 N3 C11 111.09(15) . . ?
C10 N3 C11 112.24(16) . . ?
C16 N5 C17 110.46(17) . . ?
C7 N2 C1 110.01(19) . . ?
C7 N2 C8 123.5(2) . . ?
C1 N2 C8 126.5(2) . . ?
C7 N1 C6 110.3(2) . . ?
C11 C12 C13 110.27(16) . . ?
N3 C15 C14 111.74(16) . . ?
C21 C22 N4 133.00(19) . . ?
C21 C22 C17 120.3(2) . . ?
N4 C22 C17 106.70(17) . . ?
N3 C11 C12 111.04(16) . . ?
C22 C21 C20 117.87(19) . . ?
C15 C14 C13 110.51(16) . . ?
N4 C13 C12 111.84(16) . . ?
N4 C13 C14 112.60(16) . . ?
C12 C13 C14 109.84(15) . . ?
O8 C27 O9 123.8(2) . . ?
O8 C27 C26 122.8(2) . . ?
O9 C27 C26 113.43(19) . . ?
C17 C18 C19 116.14(19) . . ?
O2 C16 N5 127.50(19) . . ?
O2 C16 N4 125.5(2) . . ?
N5 C16 N4 106.98(18) . . ?
C18 C17 N5 130.82(19) . . ?
C18 C17 C22 122.48(19) . . ?
N5 C17 C22 106.68(19) . . ?
O7 C28 O6 126.2(2) . . ?
O7 C28 C25 115.4(2) . . ?
O6 C28 C25 118.34(19) . . ?
C19 C20 C21 120.3(2) . . ?
N3 C10 C9 112.47(17) . . ?
O5 C25 C26 111.21(18) . . ?
O5 C25 C24 105.86(18) . . ?
C26 C25 C24 106.79(18) . . ?
O5 C25 C28 112.58(17) . . ?
C26 C25 C28 110.46(18) . . ?
C24 C25 C28 109.67(18) . . ?
C27 C26 C25 112.53(18) . . ?
C20 C19 C18 122.9(2) . . ?
C20 C19 Cl1 118.38(18) . . ?
C18 C19 Cl1 118.75(17) . . ?
C10 C9 C8 111.88(19) . . ?
O1 C7 N1 128.2(2) . . ?
O1 C7 N2 125.7(2) . . ?
N1 C7 N2 106.1(2) . . ?
C2 C1 C6 121.3(3) . . ?
C2 C1 N2 132.0(3) . . ?
C6 C1 N2 106.7(2) . . ?
N2 C8 C9 114.19(19) . . ?
C5 C6 C1 121.5(3) . . ?
C5 C6 N1 131.6(3) . . ?
C1 C6 N1 106.9(2) . . ?
C23 C24 C25 111.9(2) . . ?
O3 C23 O4 122.8(3) . . ?
O3 C23 C24 121.0(3) . . ?
O4 C23 C24 116.1(3) . . ?
C1 C2 C3 117.2(3) . . ?
C6 C5 C4 117.3(4) . . ?
C4 C3 C2 121.2(4) . . ?
C5 C4 C3 121.5(3) . . ?

_refine_diff_density_max         0.878
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.044



####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2183018'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H30 Cl N5 O5'
_chemical_formula_weight         564.03

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.761(1)
_cell_length_b                   10.491(1)
_cell_length_c                   14.285(2)
_cell_angle_alpha                69.04(1)
_cell_angle_beta                 80.93(1)
_cell_angle_gamma                82.77(1)
_cell_volume                     1345.4(1)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    60542
_cell_measurement_theta_min      2.859
_cell_measurement_theta_max      33.116

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.192
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_process_details   'SADABS, (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'PHOTON II CPAD'
_diffrn_reflns_number            60542
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.859
_diffrn_reflns_theta_max         33.116
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             10102
_reflns_number_gt                8887
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0519P)²+0.4731P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10102
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.1053
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_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 0.24725(2) -0.02825(2) 0.66575(2) 0.02390(6) Uani 1 1 d . . . . .
O1 O 0.47699(8) 0.19255(7) 0.11486(5) 0.02246(13) Uani 1 1 d . . . . .
O2 O 1.01019(10) 0.73954(8) 0.18433(6) 0.03322(17) Uani 1 1 d . . . . .
O3 O 0.54584(6) 0.35698(7) 0.64111(5) 0.01874(12) Uani 1 1 d . . . . .
O4 O 0.68889(7) 0.17535(6) 0.70756(5) 0.01864(12) Uani 1 1 d . . . . .
O5 O 1.07315(8) 0.48491(9) 0.30711(6) 0.03250(18) Uani 1 1 d . . . . .
H5B H 1.053150 0.565112 0.274115 0.049 Uiso 1 1 calc R U . . .
N1 N 0.46430(8) 0.27492(7) 0.24824(5) 0.01791(13) Uani 1 1 d . . . . .
N2 N 0.40137(8) 0.06641(8) 0.28250(5) 0.01804(13) Uani 1 1 d . . . . .
H2A H 0.386241 -0.008744 0.275863 0.022 Uiso 1 1 calc R U . . .
N3 N 0.53059(7) 0.69744(7) 0.16143(5) 0.01495(12) Uani 1 1 d . . . . .
H3A H 0.507715 0.686050 0.233131 0.018 Uiso 1 1 calc R U . . .
N4 N 0.90969(8) 0.95794(9) 0.11009(6) 0.02198(15) Uani 1 1 d . . . . .
N5 N 1.08157(9) 0.93564(9) 0.19952(6) 0.02374(15) Uani 1 1 d . . . . .
H5A H 1.148530 0.900337 0.235661 0.028 Uiso 1 1 calc R U . . .
C1 C 0.41972(9) 0.22365(8) 0.35218(6) 0.01659(14) Uani 1 1 d . . . . .
C2 C 0.41126(10) 0.27763(9) 0.42881(6) 0.01933(15) Uani 1 1 d . . . . .
H2 H 0.439245 0.364481 0.415794 0.023 Uiso 1 1 calc R U . . .
C3 C 0.35920(10) 0.19681(9) 0.52621(6) 0.01954(15) Uani 1 1 d . . . . .
H3 H 0.352890 0.229605 0.579336 0.023 Uiso 1 1 calc R U . . .
C4 C 0.31671(9) 0.06739(9) 0.54407(6) 0.01790(14) Uani 1 1 d . . . . .
C5 C 0.32612(9) 0.01065(9) 0.46871(6) 0.01730(14) Uani 1 1 d . . . . .
H5 H 0.298419 -0.076346 0.481853 0.021 Uiso 1 1 calc R U . . .
C6 C 0.37932(9) 0.09168(8) 0.37278(6) 0.01621(14) Uani 1 1 d . . . . .
C7 C 0.45074(9) 0.17845(9) 0.20541(6) 0.01761(14) Uani 1 1 d . . . . .
C8 C 0.49932(9) 0.41340(8) 0.18645(6) 0.01691(14) Uani 1 1 d . . . . .
H8 H 0.523666 0.415843 0.116634 0.020 Uiso 1 1 calc R U . . .
C9 C 0.62490(9) 0.45524(9) 0.21756(6) 0.01825(14) Uani 1 1 d . . . . .
H9A H 0.606176 0.448880 0.287761 0.022 Uiso 1 1 calc R U . . .
H9B H 0.705570 0.393611 0.210676 0.022 Uiso 1 1 calc R U . . .
C10 C 0.65478(8) 0.60159(9) 0.15114(6) 0.01767(14) Uani 1 1 d . . . . .
H10A H 0.734501 0.627686 0.171079 0.021 Uiso 1 1 calc R U . . .
H10B H 0.676689 0.607209 0.081211 0.021 Uiso 1 1 calc R U . . .
C11 C 0.40791(9) 0.66113(9) 0.12729(6) 0.01697(14) Uani 1 1 d . . . . .
H11A H 0.428360 0.671286 0.056412 0.020 Uiso 1 1 calc R U . . .
H11B H 0.328099 0.723478 0.134612 0.020 Uiso 1 1 calc R U . . .
C12 C 0.37313(9) 0.51521(9) 0.18845(6) 0.01778(14) Uani 1 1 d . . . . .
H12A H 0.298397 0.492186 0.161331 0.021 Uiso 1 1 calc R U . . .
H12B H 0.340906 0.508210 0.257784 0.021 Uiso 1 1 calc R U . . .
C13 C 0.55511(9) 0.84475(9) 0.10437(6) 0.01811(14) Uani 1 1 d . . . . .
H13A H 0.469022 0.900299 0.109871 0.022 Uiso 1 1 calc R U . . .
H13B H 0.581859 0.857141 0.033507 0.022 Uiso 1 1 calc R U . . .
C14 C 0.66819(9) 0.89444(9) 0.14304(6) 0.01925(15) Uani 1 1 d . . . . .
H14A H 0.633837 0.979498 0.153944 0.023 Uiso 1 1 calc R U . . .
H14B H 0.688581 0.827363 0.207452 0.023 Uiso 1 1 calc R U . . .
C15 C 0.80163(10) 0.91723(11) 0.06963(7) 0.02446(18) Uani 1 1 d . . . . .
H15A H 0.833981 0.833478 0.056151 0.029 Uiso 1 1 calc R U . . .
H15B H 0.782611 0.987766 0.006253 0.029 Uiso 1 1 calc R U . . .
C16 C 1.00235(10) 0.86389(10) 0.16780(7) 0.02379(17) Uani 1 1 d . . . . .
C17 C 1.03782(9) 1.07419(10) 0.16469(7) 0.02086(16) Uani 1 1 d . . . . .
C18 C 1.08198(10) 1.18638(11) 0.17779(8) 0.02717(19) Uani 1 1 d . . . . .
H18 H 1.152838 1.176803 0.216907 0.033 Uiso 1 1 calc R U . . .
C19 C 1.01630(12) 1.31409(12) 0.13016(9) 0.0304(2) Uani 1 1 d . . . . .
H19 H 1.043905 1.391338 0.137496 0.037 Uiso 1 1 calc R U . . .
C20 C 0.90986(11) 1.32832(11) 0.07167(8) 0.0297(2) Uani 1 1 d . . . . .
H20 H 0.869401 1.415177 0.039464 0.036 Uiso 1 1 calc R U . . .
C21 C 0.86280(10) 1.21510(11) 0.06043(7) 0.02525(18) Uani 1 1 d . . . . .
H21 H 0.790314 1.224347 0.022757 0.030 Uiso 1 1 calc R U . . .
C22 C 0.92854(9) 1.08841(10) 0.10771(6) 0.01992(15) Uani 1 1 d . . . . .
C23 C 0.76501(8) 0.33482(8) 0.54596(6) 0.01573(13) Uani 1 1 d . . . . .
C24 C 0.89312(10) 0.26022(10) 0.53752(7) 0.02257(17) Uani 1 1 d . . . . .
H24 H 0.910554 0.175728 0.586890 0.027 Uiso 1 1 calc R U . . .
C25 C 0.99420(10) 0.31043(11) 0.45673(8) 0.02656(19) Uani 1 1 d . . . . .
H25 H 1.078193 0.259240 0.451530 0.032 Uiso 1 1 calc R U . . .
C26 C 0.96951(9) 0.43816(10) 0.38314(7) 0.02235(16) Uani 1 1 d . . . . .
C27 C 0.84133(9) 0.51231(9) 0.38936(6) 0.02005(15) Uani 1 1 d . . . . .
H27 H 0.823940 0.596609 0.339762 0.024 Uiso 1 1 calc R U . . .
C28 C 0.73970(9) 0.45999(9) 0.46978(6) 0.01718(14) Uani 1 1 d . . . . .
H28 H 0.653801 0.508921 0.472895 0.021 Uiso 1 1 calc R U . . .
C29 C 0.65962(8) 0.28596(8) 0.63620(6) 0.01514(13) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C4 1.7436(9) . ?
O1 C7 1.2365(10) . ?
O2 C16 1.2345(13) . ?
O3 C29 1.2643(10) . ?
O4 C29 1.2767(10) . ?
O5 C26 1.3570(11) . ?
O5 H5B 0.8200 . ?
N1 C7 1.3850(11) . ?
N1 C1 1.4027(10) . ?
N1 C8 1.4558(11) . ?
N2 C7 1.3698(11) . ?
N2 C6 1.3865(11) . ?
N2 H2A 0.8600 . ?
N3 C13 1.4969(11) . ?
N3 C10 1.4985(11) . ?
N3 C11 1.4995(11) . ?
N3 H3A 0.9800 . ?
N4 C16 1.3784(13) . ?
N4 C22 1.3916(13) . ?
N4 C15 1.4530(12) . ?
N5 C16 1.3677(14) . ?
N5 C17 1.3916(13) . ?
N5 H5A 0.8600 . ?
C1 C2 1.3889(11) . ?
C1 C6 1.4031(12) . ?
C2 C3 1.3982(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.3933(13) . ?
C3 H3 0.9300 . ?
C4 C5 1.3911(12) . ?
C5 C6 1.3871(11) . ?
C5 H5 0.9300 . ?
C8 C12 1.5294(12) . ?
C8 C9 1.5294(12) . ?
C8 H8 0.9800 . ?
C9 C10 1.5253(12) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.5176(12) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.5290(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.5239(13) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C17 C18 1.3845(14) . ?
C17 C22 1.4034(13) . ?
C18 C19 1.3924(16) . ?
C18 H18 0.9300 . ?
C19 C20 1.3948(17) . ?
C19 H19 0.9300 . ?
C20 C21 1.3945(16) . ?
C20 H20 0.9300 . ?
C21 C22 1.3837(13) . ?
C21 H21 0.9300 . ?
C23 C28 1.3968(11) . ?
C23 C24 1.4018(12) . ?
C23 C29 1.4916(11) . ?
C24 C25 1.3857(13) . ?
C24 H24 0.9300 . ?
C25 C26 1.3964(13) . ?
C25 H25 0.9300 . ?
C26 C27 1.3959(13) . ?
C27 C28 1.3901(12) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C26 O5 H5B 109.5 . . ?
C7 N1 C1 109.56(7) . . ?
C7 N1 C8 121.60(7) . . ?
C1 N1 C8 128.17(7) . . ?
C7 N2 C6 110.17(7) . . ?
C7 N2 H2A 124.9 . . ?
C6 N2 H2A 124.9 . . ?
C13 N3 C10 113.33(6) . . ?
C13 N3 C11 109.40(6) . . ?
C10 N3 C11 110.14(7) . . ?
C13 N3 H3A 107.9 . . ?
C10 N3 H3A 107.9 . . ?
C11 N3 H3A 107.9 . . ?
C16 N4 C22 109.64(8) . . ?
C16 N4 C15 122.23(9) . . ?
C22 N4 C15 127.80(8) . . ?
C16 N5 C17 109.97(8) . . ?
C16 N5 H5A 125.0 . . ?
C17 N5 H5A 125.0 . . ?
C2 C1 N1 132.93(8) . . ?
C2 C1 C6 120.79(7) . . ?
N1 C1 C6 106.28(7) . . ?
C1 C2 C3 117.66(8) . . ?
C1 C2 H2 121.2 . . ?
C3 C2 H2 121.2 . . ?
C4 C3 C2 120.34(8) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 122.92(7) . . ?
C5 C4 Cl1 118.05(7) . . ?
C3 C4 Cl1 119.03(6) . . ?
C6 C5 C4 115.95(8) . . ?
C6 C5 H5 122.0 . . ?
C4 C5 H5 122.0 . . ?
N2 C6 C5 130.35(8) . . ?
N2 C6 C1 107.32(7) . . ?
C5 C6 C1 122.32(8) . . ?
O1 C7 N2 127.20(8) . . ?
O1 C7 N1 126.17(8) . . ?
N2 C7 N1 106.63(7) . . ?
N1 C8 C12 110.42(7) . . ?
N1 C8 C9 112.53(7) . . ?
C12 C8 C9 111.00(7) . . ?
N1 C8 H8 107.6 . . ?
C12 C8 H8 107.6 . . ?
C9 C8 H8 107.6 . . ?
C10 C9 C8 109.93(7) . . ?
C10 C9 H9A 109.7 . . ?
C8 C9 H9A 109.7 . . ?
C10 C9 H9B 109.7 . . ?
C8 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
N3 C10 C9 109.99(7) . . ?
N3 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
N3 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N3 C11 C12 111.12(7) . . ?
N3 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
N3 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 C8 111.58(7) . . ?
C11 C12 H12A 109.3 . . ?
C8 C12 H12A 109.3 . . ?
C11 C12 H12B 109.3 . . ?
C8 C12 H12B 109.3 . . ?
H12A C12 H12B 108.0 . . ?
N3 C13 C14 112.68(7) . . ?
N3 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
N3 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.8 . . ?
C15 C14 C13 112.31(7) . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.9 . . ?
N4 C15 C14 111.33(7) . . ?
N4 C15 H15A 109.4 . . ?
C14 C15 H15A 109.4 . . ?
N4 C15 H15B 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
O2 C16 N5 128.41(10) . . ?
O2 C16 N4 124.71(10) . . ?
N5 C16 N4 106.86(9) . . ?
C18 C17 N5 132.07(9) . . ?
C18 C17 C22 121.17(9) . . ?
N5 C17 C22 106.76(8) . . ?
C17 C18 C19 117.48(10) . . ?
C17 C18 H18 121.3 . . ?
C19 C18 H18 121.3 . . ?
C18 C19 C20 121.22(10) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C21 C20 C19 121.42(10) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C20 117.16(9) . . ?
C22 C21 H21 121.4 . . ?
C20 C21 H21 121.4 . . ?
C21 C22 N4 131.73(9) . . ?
C21 C22 C17 121.52(9) . . ?
N4 C22 C17 106.74(8) . . ?
C28 C23 C24 118.57(7) . . ?
C28 C23 C29 120.09(7) . . ?
C24 C23 C29 121.28(7) . . ?
C25 C24 C23 121.01(8) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 119.78(8) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
O5 C26 C27 122.49(8) . . ?
O5 C26 C25 117.66(8) . . ?
C27 C26 C25 119.85(8) . . ?
C28 C27 C26 119.91(8) . . ?
C28 C27 H27 120.0 . . ?
C26 C27 H27 120.0 . . ?
C27 C28 C23 120.80(8) . . ?
C27 C28 H28 119.6 . . ?
C23 C28 H28 119.6 . . ?
O3 C29 O4 121.96(8) . . ?
O3 C29 C23 119.20(7) . . ?
O4 C29 C23 118.81(7) . . ?

_refine_diff_density_max         0.543
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.049



####################################################################### 
# 
# 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_DomAA_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2183017'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H24 Cl N5 O2,0.5(C6 H8 O4),H2 O'
_chemical_formula_sum            'C25 H30 Cl N5 O5'
_chemical_formula_weight         515.99

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.189(1)
_cell_length_b                   11.669(1)
_cell_length_c                   12.054(2)
_cell_angle_alpha                102.40(5)
_cell_angle_beta                 113.18(4)
_cell_angle_gamma                108.06(5)
_cell_volume                     1269.3(1)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    4206
_cell_measurement_theta_min      0.950
_cell_measurement_theta_max      0.965

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_F_000             544.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.196
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40021
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.207
_diffrn_reflns_theta_max         27.408
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             5733
_reflns_number_gt                4206
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.2464P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5733
_refine_ls_number_parameters     345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0836
_refine_ls_R_factor_gt           0.0570
_refine_ls_wR_factor_ref         0.2038
_refine_ls_wR_factor_gt          0.1745
_refine_ls_goodness_of_fit_ref   1.251
_refine_ls_restrained_S_all      1.251
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl -0.38841(7) 0.56839(7) -0.07965(7) 0.0720(3) Uani 1 1 d . . . . .
O2 O 0.24627(19) 1.01437(17) -0.07911(19) 0.0622(5) Uani 1 1 d . . . . .
O1 O 1.1719(2) 0.84797(18) 0.39248(19) 0.0717(5) Uani 1 1 d . . . . .
N3 N 0.5875(2) 0.84900(17) 0.25477(17) 0.0430(4) Uani 1 1 d . . . . .
N4 N 0.19348(19) 0.86583(17) 0.01560(18) 0.0446(4) Uani 1 1 d . . . . .
N5 N 0.0165(2) 0.90193(19) -0.1129(2) 0.0491(4) Uani 1 1 d . . . . .
O4 O 0.3680(3) 0.6731(2) 0.3291(2) 0.0786(6) Uani 1 1 d . . . . .
N2 N 0.9672(2) 0.69251(19) 0.3724(2) 0.0550(5) Uani 1 1 d . . . . .
N1 N 1.1215(2) 0.6289(2) 0.3430(2) 0.0558(5) Uani 1 1 d . . . . .
O3 O 0.6004(3) 0.7602(2) 0.4471(3) 0.0934(7) Uani 1 1 d . . . . .
C22 C 0.0669(2) 0.7851(2) 0.00883(19) 0.0417(4) Uani 1 1 d . . . . .
C16 C 0.1604(2) 0.9367(2) -0.0614(2) 0.0467(5) Uani 1 1 d . . . . .
C14 C 0.3500(2) 0.7502(2) 0.0502(2) 0.0463(5) Uani 1 1 d . . . . .
H14A H 0.302744 0.694805 0.084324 0.056 Uiso 1 1 calc R U . . .
H14B H 0.301383 0.705072 -0.044012 0.056 Uiso 1 1 calc R U . . .
C17 C -0.0441(2) 0.8090(2) -0.0722(2) 0.0429(4) Uani 1 1 d . . . . .
C1 C 0.9134(3) 0.5585(2) 0.3466(2) 0.0508(5) Uani 1 1 d . . . . .
C21 C 0.0383(3) 0.6936(2) 0.0629(2) 0.0520(5) Uani 1 1 d . . . . .
H21 H 0.111703 0.677207 0.116862 0.062 Uiso 1 1 calc R U . . .
C18 C -0.1863(2) 0.7446(2) -0.1006(2) 0.0495(5) Uani 1 1 d . . . . .
C15 C 0.5077(2) 0.7762(2) 0.1095(2) 0.0459(5) Uani 1 1 d . . . . .
H15A H 0.513895 0.693842 0.089817 0.055 Uiso 1 1 calc R U . . .
H15B H 0.552885 0.826835 0.070803 0.055 Uiso 1 1 calc R U . . .
O7 O 0.8374(4) 0.9458(3) 0.6843(3) 0.1123(11) Uani 1 1 d . . . . .
C13 C 0.3395(2) 0.8784(2) 0.0829(2) 0.0449(5) Uani 1 1 d . . . . .
H13 H 0.395957 0.933732 0.053649 0.054 Uiso 1 1 calc R U . . .
C20 C -0.1045(3) 0.6267(2) 0.0335(2) 0.0553(6) Uani 1 1 d . . . . .
H20 H -0.127304 0.564097 0.067653 0.066 Uiso 1 1 calc R U . . .
C19 C -0.2117(2) 0.6531(2) -0.0457(2) 0.0515(5) Uani 1 1 d . . . . .
C6 C 1.0130(3) 0.5197(2) 0.3288(2) 0.0500(5) Uani 1 1 d . . . . .
C10 C 0.7442(2) 0.8801(2) 0.3152(2) 0.0549(6) Uani 1 1 d . . . . .
H10A H 0.790269 0.926706 0.408855 0.066 Uiso 1 1 calc R U . . .
H10B H 0.788989 0.937517 0.281070 0.066 Uiso 1 1 calc R U . . .
C23 C 0.4777(3) 0.6994(2) 0.4299(3) 0.0588(6) Uani 1 1 d . . . . .
C12 C 0.4135(3) 0.9463(2) 0.2306(2) 0.0531(5) Uani 1 1 d . . . . .
H12A H 0.406577 1.028045 0.252804 0.064 Uiso 1 1 calc R U . . .
H12B H 0.365921 0.891555 0.265055 0.064 Uiso 1 1 calc R U . . .
C11 C 0.5711(3) 0.9723(2) 0.2908(2) 0.0552(6) Uani 1 1 d . . . . .
H11A H 0.619691 1.032589 0.261186 0.066 Uiso 1 1 calc R U . . .
H11B H 0.617157 1.013185 0.385199 0.066 Uiso 1 1 calc R U . . .
C24 C 0.4665(3) 0.6541(3) 0.5361(3) 0.0592(6) Uani 1 1 d . . . . .
H24A H 0.514663 0.729612 0.617039 0.071 Uiso 1 1 calc R U . . .
H24B H 0.365307 0.611226 0.511543 0.071 Uiso 1 1 calc R U . . .
C7 C 1.0958(3) 0.7351(2) 0.3717(2) 0.0549(6) Uani 1 1 d . . . . .
C5 C 0.9947(3) 0.3921(3) 0.3060(2) 0.0615(6) Uani 1 1 d . . . . .
H5 H 1.060897 0.365843 0.294502 0.074 Uiso 1 1 calc R U . . .
C2 C 0.7932(3) 0.4718(3) 0.3398(3) 0.0624(6) Uani 1 1 d . . . . .
H2 H 0.726064 0.497364 0.349978 0.075 Uiso 1 1 calc R U . . .
C9 C 0.7710(3) 0.7591(3) 0.2893(3) 0.0646(7) Uani 1 1 d . . . . .
H9A H 0.689596 0.684207 0.275020 0.078 Uiso 1 1 calc R U . . .
H9B H 0.779448 0.741498 0.211060 0.078 Uiso 1 1 calc R U . . .
C8 C 0.9071(3) 0.7794(3) 0.4034(2) 0.0629(7) Uani 1 1 d . . . . .
H8A H 0.978864 0.868792 0.436859 0.075 Uiso 1 1 calc R U . . .
H8B H 0.886671 0.767488 0.472319 0.075 Uiso 1 1 calc R U . . .
C3 C 0.7753(4) 0.3448(3) 0.3173(3) 0.0701(8) Uani 1 1 d . . . . .
H3 H 0.694846 0.284077 0.312796 0.084 Uiso 1 1 calc R U . . .
C4 C 0.8744(4) 0.3059(3) 0.3012(3) 0.0684(8) Uani 1 1 d . . . . .
H4 H 0.859547 0.219870 0.286925 0.082 Uiso 1 1 calc R U . . .
C25 C 0.5335(4) 0.5609(3) 0.5585(3) 0.0730(8) Uani 1 1 d . . . . .
H25A H 0.635616 0.605846 0.587014 0.088 Uiso 1 1 calc R U . . .
H25B H 0.525713 0.537354 0.628612 0.088 Uiso 1 1 calc R U . . .
H100 H 0.555(3) 0.800(2) 0.292(2) 0.045(6) Uiso 1 1 d . . . . .
H101 H -0.030(3) 0.924(3) -0.172(3) 0.058(7) Uiso 1 1 d . . . . .
H102 H 0.845(4) 1.013(4) 0.671(4) 0.099(12) Uiso 1 1 d . . . . .
H103 H 0.770(7) 0.882(7) 0.624(7) 0.19(3) Uiso 1 1 d . . . . .
H104 H 1.202(3) 0.639(3) 0.339(3) 0.071(9) 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 1.741(2) . ?
O2 C16 1.222(3) . ?
O1 C7 1.232(3) . ?
N3 C10 1.491(3) . ?
N3 C15 1.498(3) . ?
N3 C11 1.501(3) . ?
N4 C16 1.390(3) . ?
N4 C22 1.396(2) . ?
N4 C13 1.451(3) . ?
N5 C16 1.357(3) . ?
N5 C17 1.382(3) . ?
O4 C23 1.228(3) . ?
N2 C7 1.373(3) . ?
N2 C1 1.402(3) . ?
N2 C8 1.442(3) . ?
N1 C7 1.362(3) . ?
N1 C6 1.383(3) . ?
O3 C23 1.241(3) . ?
C22 C21 1.385(3) . ?
C22 C17 1.398(3) . ?
C14 C15 1.516(3) . ?
C14 C13 1.517(3) . ?
C17 C18 1.390(3) . ?
C1 C2 1.368(3) . ?
C1 C6 1.397(3) . ?
C21 C20 1.396(3) . ?
C18 C19 1.386(3) . ?
C13 C12 1.520(3) . ?
C20 C19 1.378(4) . ?
C6 C5 1.387(3) . ?
C10 C9 1.526(4) . ?
C23 C24 1.519(3) . ?
C12 C11 1.514(3) . ?
C24 C25 1.514(4) . ?
C5 C4 1.379(4) . ?
C2 C3 1.382(4) . ?
C9 C8 1.501(3) . ?
C3 C4 1.384(4) . ?
C25 C25 1.488(6) 2_666 ?

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
C10 N3 C15 112.45(18) . . ?
C10 N3 C11 109.62(17) . . ?
C15 N3 C11 111.44(17) . . ?
C16 N4 C22 108.86(17) . . ?
C16 N4 C13 120.98(17) . . ?
C22 N4 C13 130.11(17) . . ?
C16 N5 C17 110.13(19) . . ?
C7 N2 C1 109.6(2) . . ?
C7 N2 C8 122.7(2) . . ?
C1 N2 C8 127.6(2) . . ?
C7 N1 C6 110.2(2) . . ?
C21 C22 N4 132.7(2) . . ?
C21 C22 C17 120.69(19) . . ?
N4 C22 C17 106.63(17) . . ?
O2 C16 N5 127.4(2) . . ?
O2 C16 N4 125.5(2) . . ?
N5 C16 N4 107.04(18) . . ?
C15 C14 C13 109.70(17) . . ?
N5 C17 C18 130.6(2) . . ?
N5 C17 C22 107.33(18) . . ?
C18 C17 C22 122.10(19) . . ?
C2 C1 C6 121.3(2) . . ?
C2 C1 N2 132.6(2) . . ?
C6 C1 N2 106.1(2) . . ?
C22 C21 C20 117.8(2) . . ?
C19 C18 C17 115.9(2) . . ?
N3 C15 C14 111.30(18) . . ?
N4 C13 C14 113.99(17) . . ?
N4 C13 C12 113.26(19) . . ?
C14 C13 C12 108.96(17) . . ?
C19 C20 C21 120.4(2) . . ?
C20 C19 C18 123.2(2) . . ?
C20 C19 Cl1 119.14(18) . . ?
C18 C19 Cl1 117.66(19) . . ?
N1 C6 C5 131.7(2) . . ?
N1 C6 C1 107.3(2) . . ?
C5 C6 C1 121.0(2) . . ?
N3 C10 C9 113.1(2) . . ?
O4 C23 O3 121.6(2) . . ?
O4 C23 C24 120.5(2) . . ?
O3 C23 C24 117.9(3) . . ?
C11 C12 C13 109.5(2) . . ?
N3 C11 C12 111.77(18) . . ?
C25 C24 C23 112.3(2) . . ?
O1 C7 N1 127.1(3) . . ?
O1 C7 N2 126.1(2) . . ?
N1 C7 N2 106.8(2) . . ?
C4 C5 C6 117.2(3) . . ?
C1 C2 C3 117.6(3) . . ?
C8 C9 C10 110.3(2) . . ?
N2 C8 C9 114.0(2) . . ?
C2 C3 C4 121.5(3) . . ?
C5 C4 C3 121.4(3) . . ?
C25 C25 C24 114.4(3) 2_666 . ?

_refine_diff_density_max         0.855
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.046



####################################################################### 
# 
# 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_DomSuc_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2183020'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H25 Cl N5 O2,0.5(C4 H4 O4),H2 O'
_chemical_formula_sum            'C24 H29 Cl N5 O5'
_chemical_formula_weight         502.97

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.615(1)
_cell_length_b                   11.596(1)
_cell_length_c                   11.894(1)
_cell_angle_alpha                101.11(5)
_cell_angle_beta                 111.12(5)
_cell_angle_gamma                108.46(4)
_cell_volume                     1215.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    4238
_cell_measurement_theta_min      0.952
_cell_measurement_theta_max      0.960

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_F_000             530.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.203
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6141
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22623
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.247
_diffrn_reflns_theta_max         27.487
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             5513
_reflns_number_gt                4238
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+0.5645P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5513
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1420
_refine_ls_wR_factor_gt          0.1283
_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 1.43268(7) 0.41957(6) 1.10767(7) 0.0701(2) Uani 1 1 d . . . . .
O1 O -0.20506(15) 0.15593(13) 0.60366(14) 0.0451(3) Uani 1 1 d . . . . .
O3 O 0.56545(16) 0.32094(15) 0.63922(16) 0.0516(4) Uani 1 1 d . . . . .
O2 O 0.73519(17) -0.01648(15) 1.08041(16) 0.0562(4) Uani 1 1 d . . . . .
N3 N 0.42089(16) 0.16129(14) 0.73510(15) 0.0340(3) Uani 1 1 d . . . . .
N2 N 0.01279(16) 0.31006(15) 0.62399(15) 0.0367(3) Uani 1 1 d . . . . .
N4 N 0.81176(17) 0.13192(16) 0.98592(16) 0.0400(4) Uani 1 1 d . . . . .
N1 N -0.15003(18) 0.37518(16) 0.65320(16) 0.0375(4) Uani 1 1 d . . . . .
O4 O 0.34374(18) 0.28516(16) 0.4917(2) 0.0703(5) Uani 1 1 d . . . . .
N5 N 0.98058(18) 0.08963(16) 1.12083(17) 0.0413(4) Uani 1 1 d . . . . .
O7 O 0.1430(3) 0.0421(2) 0.3272(2) 0.0810(7) Uani 1 1 d . . . . .
C1 C 0.0693(2) 0.44276(18) 0.64850(17) 0.0356(4) Uani 1 1 d . . . . .
C6 C -0.0341(2) 0.48393(18) 0.66692(17) 0.0352(4) Uani 1 1 d . . . . .
C7 C -0.12345(19) 0.26823(18) 0.62444(18) 0.0356(4) Uani 1 1 d . . . . .
C8 C 0.0771(2) 0.22279(19) 0.59163(19) 0.0403(4) Uani 1 1 d . . . . .
H8A H 0.093729 0.232213 0.518253 0.048 Uiso 1 1 calc R U . . .
H8B H 0.006216 0.134216 0.566629 0.048 Uiso 1 1 calc R U . . .
C17 C 1.0552(2) 0.18227(17) 1.08324(18) 0.0355(4) Uani 1 1 d . . . . .
C23 C 0.4795(2) 0.35025(19) 0.5552(2) 0.0419(5) Uani 1 1 d . . . . .
C22 C 0.9486(2) 0.21004(18) 0.99717(17) 0.0364(4) Uani 1 1 d . . . . .
C10 C 0.25904(19) 0.13183(18) 0.67115(19) 0.0367(4) Uani 1 1 d . . . . .
H10A H 0.205955 0.065594 0.696820 0.044 Uiso 1 1 calc R U . . .
H10B H 0.222150 0.096180 0.578916 0.044 Uiso 1 1 calc R U . . .
C16 C 0.8326(2) 0.05890(18) 1.06477(19) 0.0394(4) Uani 1 1 d . . . . .
C11 C 0.4385(2) 0.03791(17) 0.70445(19) 0.0390(4) Uani 1 1 d . . . . .
H11A H 0.400927 0.000778 0.612264 0.047 Uiso 1 1 calc R U . . .
H11B H 0.379219 -0.023359 0.730636 0.047 Uiso 1 1 calc R U . . .
C5 C -0.0117(2) 0.61212(19) 0.6898(2) 0.0455(5) Uani 1 1 d . . . . .
H5 H -0.080532 0.640129 0.701582 0.055 Uiso 1 1 calc R U . . .
C15 C 0.4929(2) 0.23312(19) 0.87603(18) 0.0394(4) Uani 1 1 d . . . . .
H15A H 0.437012 0.185674 0.913977 0.047 Uiso 1 1 calc R U . . .
H15B H 0.489821 0.317186 0.890226 0.047 Uiso 1 1 calc R U . . .
C13 C 0.6629(2) 0.12379(19) 0.91386(19) 0.0403(4) Uani 1 1 d . . . . .
H13 H 0.597809 0.068834 0.941714 0.048 Uiso 1 1 calc R U . . .
C12 C 0.5991(2) 0.0581(2) 0.7708(2) 0.0430(5) Uani 1 1 d . . . . .
H12A H 0.604663 -0.024965 0.753445 0.052 Uiso 1 1 calc R U . . .
H12B H 0.656954 0.111065 0.737541 0.052 Uiso 1 1 calc R U . . .
C14 C 0.6529(2) 0.25206(19) 0.94219(19) 0.0419(4) Uani 1 1 d . . . . .
H14A H 0.712244 0.308911 0.912639 0.050 Uiso 1 1 calc R U . . .
H14B H 0.692655 0.292747 1.034225 0.050 Uiso 1 1 calc R U . . .
C18 C 1.2049(2) 0.24477(19) 1.1188(2) 0.0429(5) Uani 1 1 d . . . . .
H18 H 1.275396 0.225606 1.175646 0.052 Uiso 1 1 calc R U . . .
C9 C 0.2231(2) 0.2469(2) 0.7011(2) 0.0446(5) Uani 1 1 d . . . . .
H9A H 0.302307 0.324878 0.711411 0.054 Uiso 1 1 calc R U . . .
H9B H 0.214811 0.258903 0.780707 0.054 Uiso 1 1 calc R U . . .
C19 C 1.2447(2) 0.3377(2) 1.0651(2) 0.0464(5) Uani 1 1 d . . . . .
C2 C 0.1976(2) 0.5278(2) 0.6533(2) 0.0463(5) Uani 1 1 d . . . . .
H2 H 0.266574 0.500220 0.641357 0.056 Uiso 1 1 calc R U . . .
C21 C 0.9909(2) 0.3027(2) 0.9443(2) 0.0477(5) Uani 1 1 d . . . . .
H21 H 0.920694 0.321551 0.886674 0.057 Uiso 1 1 calc R U . . .
C3 C 0.2193(2) 0.6556(2) 0.6766(2) 0.0523(5) Uani 1 1 d . . . . .
H3 H 0.304772 0.715199 0.680295 0.063 Uiso 1 1 calc R U . . .
C24 C 0.5515(2) 0.4765(2) 0.5393(2) 0.0501(5) Uani 1 1 d . . . . .
H24A H 0.614438 0.542505 0.624022 0.060 Uiso 1 1 calc R U . . .
H24B H 0.615647 0.467114 0.500646 0.060 Uiso 1 1 calc R U . . .
C20 C 1.1419(3) 0.3669(2) 0.9803(2) 0.0524(5) Uani 1 1 d . . . . .
H20 H 1.173726 0.430138 0.946711 0.063 Uiso 1 1 calc R U . . .
C4 C 0.1172(3) 0.6971(2) 0.6944(2) 0.0520(5) Uani 1 1 d . . . . .
H4 H 0.135494 0.783916 0.709916 0.062 Uiso 1 1 calc R U . . .
H100 H 0.474(3) 0.220(2) 0.698(2) 0.063(7) Uiso 1 1 d . . . . .
H101 H -0.232(3) 0.372(2) 0.657(2) 0.049(6) Uiso 1 1 d . . . . .
H102 H 1.016(3) 0.062(2) 1.175(3) 0.060(7) Uiso 1 1 d . . . . .
H103 H 0.221(3) 0.108(3) 0.364(3) 0.069(9) Uiso 1 1 d . . . . .
H104 H 0.160(4) -0.013(3) 0.336(3) 0.081(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
Cl1 C19 1.740(2) . ?
O1 C7 1.231(2) . ?
O3 C23 1.271(2) . ?
O2 C16 1.223(2) . ?
N3 C15 1.491(2) . ?
N3 C11 1.494(2) . ?
N3 C10 1.494(2) . ?
N2 C7 1.375(2) . ?
N2 C1 1.389(2) . ?
N2 C8 1.454(2) . ?
N4 C16 1.386(2) . ?
N4 C22 1.389(2) . ?
N4 C13 1.463(2) . ?
N1 C7 1.365(2) . ?
N1 C6 1.387(2) . ?
O4 C23 1.235(3) . ?
N5 C16 1.356(3) . ?
N5 C17 1.372(2) . ?
C1 C2 1.379(3) . ?
C1 C6 1.395(3) . ?
C6 C5 1.383(3) . ?
C8 C9 1.519(3) . ?
C17 C18 1.378(3) . ?
C17 C22 1.398(3) . ?
C23 C24 1.505(3) . ?
C22 C21 1.382(3) . ?
C10 C9 1.513(3) . ?
C11 C12 1.514(3) . ?
C5 C4 1.385(3) . ?
C15 C14 1.512(3) . ?
C13 C14 1.506(3) . ?
C13 C12 1.509(3) . ?
C18 C19 1.385(3) . ?
C19 C20 1.377(3) . ?
C2 C3 1.380(3) . ?
C21 C20 1.391(3) . ?
C3 C4 1.381(3) . ?
C24 C24 1.485(4) 2_666 ?

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
C15 N3 C11 112.55(14) . . ?
C15 N3 C10 112.63(14) . . ?
C11 N3 C10 108.85(14) . . ?
C7 N2 C1 109.56(15) . . ?
C7 N2 C8 123.18(16) . . ?
C1 N2 C8 127.08(16) . . ?
C16 N4 C22 109.35(15) . . ?
C16 N4 C13 119.92(16) . . ?
C22 N4 C13 130.62(15) . . ?
C7 N1 C6 109.92(16) . . ?
C16 N5 C17 110.81(16) . . ?
C2 C1 N2 131.64(18) . . ?
C2 C1 C6 121.54(18) . . ?
N2 C1 C6 106.80(16) . . ?
C5 C6 N1 132.23(18) . . ?
C5 C6 C1 120.87(18) . . ?
N1 C6 C1 106.87(16) . . ?
O1 C7 N1 126.73(17) . . ?
O1 C7 N2 126.45(17) . . ?
N1 C7 N2 106.82(16) . . ?
N2 C8 C9 113.48(16) . . ?
N5 C17 C18 130.85(18) . . ?
N5 C17 C22 107.01(16) . . ?
C18 C17 C22 122.13(18) . . ?
O4 C23 O3 124.40(18) . . ?
O4 C23 C24 119.56(18) . . ?
O3 C23 C24 115.97(18) . . ?
C21 C22 N4 132.93(18) . . ?
C21 C22 C17 120.55(18) . . ?
N4 C22 C17 106.50(15) . . ?
N3 C10 C9 114.79(15) . . ?
O2 C16 N5 127.84(18) . . ?
O2 C16 N4 125.84(18) . . ?
N5 C16 N4 106.31(16) . . ?
N3 C11 C12 112.36(15) . . ?
C6 C5 C4 117.3(2) . . ?
N3 C15 C14 112.42(16) . . ?
N4 C13 C14 113.84(16) . . ?
N4 C13 C12 113.01(17) . . ?
C14 C13 C12 110.27(15) . . ?
C13 C12 C11 110.02(16) . . ?
C13 C14 C15 110.47(16) . . ?
C17 C18 C19 116.31(19) . . ?
C10 C9 C8 109.04(16) . . ?
C20 C19 C18 122.65(19) . . ?
C20 C19 Cl1 119.41(17) . . ?
C18 C19 Cl1 117.94(17) . . ?
C1 C2 C3 117.2(2) . . ?
C22 C21 C20 117.71(19) . . ?
C2 C3 C4 121.6(2) . . ?
C24 C24 C23 116.1(2) 2_666 . ?
C19 C20 C21 120.65(19) . . ?
C3 C4 C5 121.4(2) . . ?

_refine_diff_density_max         0.344
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_mo_domma_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2183019'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H22 Cl N5 O2, C3 H2 O4'
_chemical_formula_sum            'C25 H24 Cl N5 O6'
_chemical_formula_weight         525.94

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   24.266(4)
_cell_length_b                   6.249(1)
_cell_length_c                   17.380(2)
_cell_angle_alpha                90
_cell_angle_beta                 110.14(4)
_cell_angle_gamma                90
_cell_volume                     2474.3(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4406
_cell_measurement_theta_min      0.952
_cell_measurement_theta_max      0.966

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_F_000             1096.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    0.206
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            69291
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_av_R_equivalents  0.1126
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.496
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5689
_reflns_number_gt                4406
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0515P)²+3.6521P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5689
_refine_ls_number_parameters     346
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.1393
_refine_ls_wR_factor_gt          0.1279
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.61724(3) 0.89727(11) 0.71808(4) 0.02595(17) Uani 1 1 d . . . . .
O2 O 0.42249(7) 0.0218(3) 0.49198(10) 0.0185(4) Uani 1 1 d . . . . .
O4 O 0.19880(8) 1.0446(3) 0.31695(11) 0.0263(4) Uani 1 1 d . . . . .
O3 O 0.25689(8) 0.8231(3) 0.40952(11) 0.0233(4) Uani 1 1 d . . . . .
O5 O 0.20268(9) 1.0684(3) 0.17999(12) 0.0289(4) Uani 1 1 d . . . . .
O6 O 0.26888(9) 0.8801(3) 0.14667(11) 0.0297(5) Uani 1 1 d . . . . .
O1 O 0.03806(8) 0.3183(3) 0.45868(12) 0.0282(4) Uani 1 1 d . . . . .
N4 N 0.41866(8) 0.3283(3) 0.56577(12) 0.0156(4) Uani 1 1 d . . . . .
N5 N 0.50410(9) 0.2346(3) 0.55753(12) 0.0161(4) Uani 1 1 d . . . . .
N3 N 0.23874(8) 0.1441(3) 0.50328(12) 0.0158(4) Uani 1 1 d . . . . .
N1 N 0.03962(10) 0.3382(4) 0.59377(14) 0.0232(5) Uani 1 1 d . . . . .
N2 N 0.07434(9) 0.0476(4) 0.55458(14) 0.0219(5) Uani 1 1 d . . . . .
C18 C 0.51320(10) 0.4231(4) 0.60174(13) 0.0153(5) Uani 1 1 d . . . . .
C16 C 0.44611(10) 0.1771(4) 0.53379(14) 0.0155(5) Uani 1 1 d . . . . .
C17 C 0.45908(10) 0.4841(4) 0.60708(14) 0.0150(5) Uani 1 1 d . . . . .
C13 C 0.35712(10) 0.3191(4) 0.55964(14) 0.0152(5) Uani 1 1 d . . . . .
H13 H 0.350514 0.435589 0.594959 0.018 Uiso 1 1 calc R U . . .
C19 C 0.56316(11) 0.5455(4) 0.63649(14) 0.0196(5) Uani 1 1 d . . . . .
H19 H 0.600132 0.503760 0.633901 0.023 Uiso 1 1 calc R U . . .
C11 C 0.25205(10) 0.3529(4) 0.47063(15) 0.0163(5) Uani 1 1 d . . . . .
H11A H 0.245692 0.472089 0.504171 0.020 Uiso 1 1 calc R U . . .
H11B H 0.225027 0.372990 0.413622 0.020 Uiso 1 1 calc R U . . .
C21 C 0.50312(11) 0.7951(4) 0.68154(15) 0.0195(5) Uani 1 1 d . . . . .
H21 H 0.500680 0.923517 0.709472 0.023 Uiso 1 1 calc R U . . .
C22 C 0.45332(11) 0.6693(4) 0.64674(14) 0.0184(5) Uani 1 1 d . . . . .
H22 H 0.416526 0.709893 0.650238 0.022 Uiso 1 1 calc R U . . .
C14 C 0.34261(10) 0.1072(4) 0.59165(14) 0.0159(5) Uani 1 1 d . . . . .
H14A H 0.348671 -0.011685 0.557756 0.019 Uiso 1 1 calc R U . . .
H14B H 0.369280 0.084890 0.648716 0.019 Uiso 1 1 calc R U . . .
C23 C 0.23595(11) 0.8932(4) 0.33810(15) 0.0196(5) Uani 1 1 d . . . . .
C10 C 0.17535(10) 0.1365(4) 0.49623(16) 0.0189(5) Uani 1 1 d . . . . .
H10A H 0.150509 0.175355 0.439684 0.023 Uiso 1 1 calc R U . . .
H10B H 0.168332 0.243193 0.533963 0.023 Uiso 1 1 calc R U . . .
C15 C 0.27949(10) 0.1062(4) 0.58903(14) 0.0164(5) Uani 1 1 d . . . . .
H15A H 0.270429 -0.033397 0.608851 0.020 Uiso 1 1 calc R U . . .
H15B H 0.273961 0.219457 0.625536 0.020 Uiso 1 1 calc R U . . .
C20 C 0.55633(11) 0.7326(4) 0.67531(14) 0.0203(5) Uani 1 1 d . . . . .
C12 C 0.31516(10) 0.3574(4) 0.47246(14) 0.0170(5) Uani 1 1 d . . . . .
H12A H 0.323622 0.497948 0.452680 0.020 Uiso 1 1 calc R U . . .
H12B H 0.320852 0.245261 0.435661 0.020 Uiso 1 1 calc R U . . .
C1 C 0.07981(10) 0.0168(4) 0.63659(16) 0.0216(5) Uani 1 1 d . . . . .
C9 C 0.15771(11) -0.0847(4) 0.51669(17) 0.0228(5) Uani 1 1 d . . . . .
H9A H 0.179920 -0.117770 0.574858 0.027 Uiso 1 1 calc R U . . .
H9B H 0.168184 -0.193063 0.482512 0.027 Uiso 1 1 calc R U . . .
C6 C 0.05759(11) 0.2003(4) 0.66110(17) 0.0235(6) Uani 1 1 d . . . . .
C25 C 0.24295(12) 0.9203(4) 0.19389(16) 0.0241(6) Uani 1 1 d . . . . .
C24 C 0.25577(12) 0.7926(4) 0.27278(15) 0.0229(5) Uani 1 1 d . . . . .
H24A H 0.236689 0.650861 0.258751 0.027 Uiso 1 1 calc R U . . .
H24B H 0.298642 0.767985 0.296369 0.027 Uiso 1 1 calc R U . . .
C7 C 0.04923(11) 0.2446(4) 0.52869(17) 0.0235(6) Uani 1 1 d . . . . .
C5 C 0.05581(11) 0.2187(5) 0.73968(17) 0.0262(6) Uani 1 1 d . . . . .
H5A H 0.040645 0.343391 0.756569 0.031 Uiso 1 1 calc R U . . .
C8 C 0.09214(11) -0.0982(4) 0.50193(17) 0.0227(5) Uani 1 1 d . . . . .
H8A H 0.069986 -0.063516 0.443892 0.027 Uiso 1 1 calc R U . . .
H8B H 0.082117 -0.246564 0.512154 0.027 Uiso 1 1 calc R U . . .
C2 C 0.10087(11) -0.1543(5) 0.68866(17) 0.0249(6) Uani 1 1 d . . . . .
H2 H 0.115770 -0.279066 0.671437 0.030 Uiso 1 1 calc R U . . .
C3 C 0.09920(12) -0.1352(5) 0.76809(17) 0.0279(6) Uani 1 1 d . . . . .
H3 H 0.113458 -0.249342 0.805830 0.033 Uiso 1 1 calc R U . . .
C4 C 0.07710(12) 0.0475(5) 0.79293(17) 0.0293(6) Uani 1 1 d . . . . .
H4 H 0.076533 0.055561 0.847231 0.035 Uiso 1 1 calc R U . . .
H111 H 0.2430(12) 0.025(5) 0.4656(17) 0.020(7) Uiso 1 1 d . . . . .
H112 H 0.5294(16) 0.156(6) 0.546(2) 0.048(11) Uiso 1 1 d . . . . .
H113 H 0.0176(15) 0.475(6) 0.584(2) 0.044(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
Cl1 C20 1.744(3) . ?
O2 C16 1.229(3) . ?
O4 C23 1.270(3) . ?
O3 C23 1.248(3) . ?
O5 C25 1.307(3) . ?
O6 C25 1.220(3) . ?
O1 C7 1.240(3) . ?
N4 C16 1.379(3) . ?
N4 C17 1.393(3) . ?
N4 C13 1.461(3) . ?
N5 C16 1.371(3) . ?
N5 C18 1.382(3) . ?
N3 C15 1.497(3) . ?
N3 C10 1.501(3) . ?
N3 C11 1.502(3) . ?
N1 C7 1.363(4) . ?
N1 C6 1.397(3) . ?
N2 C7 1.379(3) . ?
N2 C1 1.399(3) . ?
N2 C8 1.458(3) . ?
C18 C19 1.384(3) . ?
C18 C17 1.401(3) . ?
C17 C22 1.379(3) . ?
C13 C14 1.524(3) . ?
C13 C12 1.526(3) . ?
C19 C20 1.388(4) . ?
C11 C12 1.521(3) . ?
C21 C20 1.388(4) . ?
C21 C22 1.393(4) . ?
C14 C15 1.517(3) . ?
C23 C24 1.514(3) . ?
C10 C9 1.525(4) . ?
C1 C2 1.380(4) . ?
C1 C6 1.395(4) . ?
C9 C8 1.524(3) . ?
C6 C5 1.386(4) . ?
C25 C24 1.523(4) . ?
C5 C4 1.392(4) . ?
C2 C3 1.400(4) . ?
C3 C4 1.392(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 N4 C17 109.55(19) . . ?
C16 N4 C13 124.5(2) . . ?
C17 N4 C13 125.86(19) . . ?
C16 N5 C18 110.0(2) . . ?
C15 N3 C10 112.54(18) . . ?
C15 N3 C11 111.07(19) . . ?
C10 N3 C11 110.13(18) . . ?
C7 N1 C6 109.7(2) . . ?
C7 N2 C1 109.4(2) . . ?
C7 N2 C8 123.1(2) . . ?
C1 N2 C8 127.5(2) . . ?
N5 C18 C19 131.5(2) . . ?
N5 C18 C17 107.1(2) . . ?
C19 C18 C17 121.4(2) . . ?
O2 C16 N5 127.3(2) . . ?
O2 C16 N4 126.0(2) . . ?
N5 C16 N4 106.7(2) . . ?
C22 C17 N4 132.1(2) . . ?
C22 C17 C18 121.3(2) . . ?
N4 C17 C18 106.6(2) . . ?
N4 C13 C14 111.50(19) . . ?
N4 C13 C12 112.46(18) . . ?
C14 C13 C12 109.9(2) . . ?
C18 C19 C20 116.4(2) . . ?
N3 C11 C12 110.74(19) . . ?
C20 C21 C22 119.9(2) . . ?
C17 C22 C21 118.0(2) . . ?
C15 C14 C13 110.52(19) . . ?
O3 C23 O4 123.7(2) . . ?
O3 C23 C24 118.3(2) . . ?
O4 C23 C24 118.0(2) . . ?
N3 C10 C9 111.8(2) . . ?
N3 C15 C14 110.08(18) . . ?
C19 C20 C21 123.0(2) . . ?
C19 C20 Cl1 118.6(2) . . ?
C21 C20 Cl1 118.4(2) . . ?
C11 C12 C13 109.92(19) . . ?
C2 C1 C6 122.1(2) . . ?
C2 C1 N2 131.2(3) . . ?
C6 C1 N2 106.7(2) . . ?
C10 C9 C8 111.8(2) . . ?
C5 C6 C1 121.1(3) . . ?
C5 C6 N1 131.9(3) . . ?
C1 C6 N1 107.1(2) . . ?
O6 C25 O5 123.2(3) . . ?
O6 C25 C24 120.3(3) . . ?
O5 C25 C24 116.5(2) . . ?
C23 C24 C25 116.0(2) . . ?
O1 C7 N1 127.8(3) . . ?
O1 C7 N2 125.0(3) . . ?
N1 C7 N2 107.2(2) . . ?
C6 C5 C4 117.4(3) . . ?
N2 C8 C9 112.2(2) . . ?
C1 C2 C3 116.8(3) . . ?
C4 C3 C2 121.4(3) . . ?
C3 C4 C5 121.2(3) . . ?

_refine_diff_density_max         0.603
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.065



####################################################################### 
# 
# 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_DomOxa_1_0m_a_a
_database_code_depnum_ccdc_archive 'CCDC 2183021'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H25 Cl N5 O2,C2 O4'
_chemical_formula_sum            'C24 H25 Cl N5 O6 '
_chemical_formula_weight         514.94

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   14.917(1)
_cell_length_b                   10.099(1)
_cell_length_c                   16.199(1)
_cell_angle_alpha                90
_cell_angle_beta                 103.04(1)
_cell_angle_gamma                90
_cell_volume                     2377.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3692
_cell_measurement_theta_min      0.946
_cell_measurement_theta_max      0.963

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_F_000             1076.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.212
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.946
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23969
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.394
_diffrn_reflns_theta_max         26.398
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4882
_reflns_number_gt                3692
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.6346P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4883
_refine_ls_number_parameters     337
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1580
_refine_ls_wR_factor_gt          0.1316
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.982
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.61452(5) 0.36404(7) -0.00689(4) 0.0695(2) Uani 1 1 d . . . . .
O3 O 0.63435(10) 0.23829(16) 0.43408(9) 0.0467(4) Uani 1 1 d . . . . .
O2 O 0.99852(10) 0.56941(16) 0.34357(10) 0.0493(4) Uani 1 1 d . . . . .
N3 N 0.79469(11) 0.31182(16) 0.54887(10) 0.0330(4) Uani 1 1 d . . . . .
O4 O 0.58183(11) 0.40373(17) 0.50091(10) 0.0549(4) Uani 1 1 d . . . . .
O1 O 0.61921(12) -0.02266(18) 0.56416(11) 0.0594(5) Uani 1 1 d . . . . .
N4 N 0.86293(11) 0.44895(17) 0.32218(10) 0.0370(4) Uani 1 1 d . . . . .
N5 N 0.89903(12) 0.54301(17) 0.21158(11) 0.0376(4) Uani 1 1 d . . . . .
O5 O 0.41773(12) 0.3963(2) 0.39148(12) 0.0672(5) Uani 1 1 d . . . . .
O6 O 0.46628(13) 0.2338(2) 0.32247(12) 0.0707(6) Uani 1 1 d . . . . .
N2 N 0.63203(13) 0.12597(19) 0.67561(12) 0.0458(4) Uani 1 1 d . . . . .
N1 N 0.50157(15) 0.1208(2) 0.58002(14) 0.0501(5) Uani 1 1 d . . . . .
C17 C 0.81645(13) 0.47915(18) 0.18245(12) 0.0347(4) Uani 1 1 d . . . . .
C11 C 0.87326(13) 0.2462(2) 0.52196(12) 0.0357(4) Uani 1 1 d . . . . .
H11A H 0.871487 0.151610 0.531939 0.043 Uiso 1 1 calc R U . . .
H11B H 0.930941 0.280301 0.555301 0.043 Uiso 1 1 calc R U . . .
C22 C 0.79260(13) 0.41886(19) 0.25257(12) 0.0345(4) Uani 1 1 d . . . . .
C16 C 0.92824(14) 0.5255(2) 0.29684(13) 0.0371(4) Uani 1 1 d . . . . .
C13 C 0.86833(14) 0.4199(2) 0.41156(12) 0.0372(4) Uani 1 1 d . . . . .
H13 H 0.927276 0.454690 0.443672 0.045 Uiso 1 1 calc R U . . .
C18 C 0.76332(15) 0.4641(2) 0.10168(13) 0.0405(5) Uani 1 1 d . . . . .
H18 H 0.779849 0.501875 0.054909 0.049 Uiso 1 1 calc R U . . .
C1 C 0.57410(15) 0.2191(2) 0.69971(13) 0.0430(5) Uani 1 1 d . . . . .
C23 C 0.57405(14) 0.3190(2) 0.44470(13) 0.0384(5) Uani 1 1 d . . . . .
C15 C 0.79780(15) 0.45930(19) 0.53592(13) 0.0380(4) Uani 1 1 d . . . . .
H15A H 0.854437 0.494764 0.570396 0.046 Uiso 1 1 calc R U . . .
H15B H 0.746621 0.500822 0.553703 0.046 Uiso 1 1 calc R U . . .
C12 C 0.86787(15) 0.2716(2) 0.42863(12) 0.0380(4) Uani 1 1 d . . . . .
H12A H 0.811986 0.232655 0.395048 0.046 Uiso 1 1 calc R U . . .
H12B H 0.919910 0.230369 0.412160 0.046 Uiso 1 1 calc R U . . .
C10 C 0.79061(15) 0.2823(2) 0.63851(12) 0.0391(5) Uani 1 1 d . . . . .
H10A H 0.735097 0.321125 0.649744 0.047 Uiso 1 1 calc R U . . .
H10B H 0.842820 0.323596 0.676360 0.047 Uiso 1 1 calc R U . . .
C14 C 0.79264(15) 0.4906(2) 0.44367(13) 0.0397(5) Uani 1 1 d . . . . .
H14A H 0.798505 0.585445 0.436951 0.048 Uiso 1 1 calc R U . . .
H14B H 0.733110 0.463613 0.410068 0.048 Uiso 1 1 calc R U . . .
C9 C 0.79132(15) 0.1349(2) 0.65767(14) 0.0430(5) Uani 1 1 d . . . . .
H9A H 0.853531 0.108043 0.684432 0.052 Uiso 1 1 calc R U . . .
H9B H 0.772797 0.086404 0.604879 0.052 Uiso 1 1 calc R U . . .
C19 C 0.68384(16) 0.3896(2) 0.09389(13) 0.0429(5) Uani 1 1 d . . . . .
C6 C 0.49159(16) 0.2163(2) 0.63845(14) 0.0444(5) Uani 1 1 d . . . . .
C21 C 0.71265(14) 0.3453(2) 0.24317(13) 0.0398(5) Uani 1 1 d . . . . .
H21 H 0.696332 0.306175 0.289638 0.048 Uiso 1 1 calc R U . . .
C2 C 0.58520(17) 0.3029(2) 0.76834(15) 0.0505(6) Uani 1 1 d . . . . .
H2 H 0.639977 0.304962 0.809390 0.061 Uiso 1 1 calc R U . . .
C7 C 0.58655(17) 0.0649(2) 0.60172(15) 0.0482(5) Uani 1 1 d . . . . .
C20 C 0.65750(15) 0.3318(2) 0.16209(14) 0.0436(5) Uani 1 1 d . . . . .
H20 H 0.602926 0.283947 0.153737 0.052 Uiso 1 1 calc R U . . .
C24 C 0.48107(15) 0.3112(2) 0.38007(15) 0.0475(5) Uani 1 1 d . . . . .
C8 C 0.72748(16) 0.0987(3) 0.71533(14) 0.0498(6) Uani 1 1 d . . . . .
H8A H 0.734367 0.005366 0.729424 0.060 Uiso 1 1 calc R U . . .
H8B H 0.744825 0.148795 0.767606 0.060 Uiso 1 1 calc R U . . .
C5 C 0.41927(17) 0.2972(2) 0.64363(16) 0.0523(6) Uani 1 1 d . . . . .
H5A H 0.364768 0.296131 0.602213 0.063 Uiso 1 1 calc R U . . .
C3 C 0.51193(19) 0.3839(2) 0.77410(16) 0.0543(6) Uani 1 1 d . . . . .
H3 H 0.517614 0.441380 0.819843 0.065 Uiso 1 1 calc R U . . .
C4 C 0.43070(19) 0.3808(2) 0.71322(17) 0.0569(6) Uani 1 1 d . . . . .
H4 H 0.382547 0.436004 0.718923 0.068 Uiso 1 1 calc R U . . .
H111 H 0.4649(19) 0.098(3) 0.5401(18) 0.052(8) Uiso 1 1 d . . . . .
H112 H 0.7411(17) 0.280(2) 0.5146(15) 0.044(6) Uiso 1 1 d . . . . .
H113 H 0.924(2) 0.600(3) 0.1799(18) 0.068(8) 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 1.743(2) . ?
O3 C23 1.254(2) . ?
O2 C16 1.229(2) . ?
N3 C11 1.495(2) . ?
N3 C10 1.497(2) . ?
N3 C15 1.506(3) . ?
O4 C23 1.236(3) . ?
O1 C7 1.235(3) . ?
N4 C16 1.377(3) . ?
N4 C22 1.389(3) . ?
N4 C13 1.462(2) . ?
N5 C16 1.363(3) . ?
N5 C17 1.376(3) . ?
O5 C24 1.321(3) . ?
O6 C24 1.199(3) . ?
N2 C7 1.381(3) . ?
N2 C1 1.391(3) . ?
N2 C8 1.450(3) . ?
N1 C7 1.359(3) . ?
N1 C6 1.383(3) . ?
C17 C18 1.377(3) . ?
C17 C22 1.403(3) . ?
C11 C12 1.518(3) . ?
C22 C21 1.384(3) . ?
C13 C14 1.523(3) . ?
C13 C12 1.523(3) . ?
C18 C19 1.386(3) . ?
C1 C2 1.377(3) . ?
C1 C6 1.396(3) . ?
C23 C24 1.540(3) . ?
C15 C14 1.512(3) . ?
C10 C9 1.520(3) . ?
C9 C8 1.521(3) . ?
C19 C20 1.382(3) . ?
C6 C5 1.371(3) . ?
C21 C20 1.390(3) . ?
C2 C3 1.385(4) . ?
C5 C4 1.388(3) . ?
C3 C4 1.379(4) . ?

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 N3 C10 113.63(15) . . ?
C11 N3 C15 110.31(15) . . ?
C10 N3 C15 109.96(15) . . ?
C16 N4 C22 109.65(16) . . ?
C16 N4 C13 121.56(16) . . ?
C22 N4 C13 128.52(16) . . ?
C16 N5 C17 110.09(17) . . ?
C7 N2 C1 109.28(19) . . ?
C7 N2 C8 122.75(19) . . ?
C1 N2 C8 127.84(19) . . ?
C7 N1 C6 110.5(2) . . ?
N5 C17 C18 131.03(18) . . ?
N5 C17 C22 107.26(17) . . ?
C18 C17 C22 121.64(18) . . ?
N3 C11 C12 110.29(15) . . ?
C21 C22 N4 132.90(18) . . ?
C21 C22 C17 120.89(18) . . ?
N4 C22 C17 106.20(17) . . ?
O2 C16 N5 127.64(19) . . ?
O2 C16 N4 125.55(19) . . ?
N5 C16 N4 106.80(17) . . ?
N4 C13 C14 111.41(17) . . ?
N4 C13 C12 112.06(16) . . ?
C14 C13 C12 111.39(17) . . ?
C17 C18 C19 116.34(19) . . ?
C2 C1 N2 132.3(2) . . ?
C2 C1 C6 120.8(2) . . ?
N2 C1 C6 106.92(19) . . ?
O4 C23 O3 126.9(2) . . ?
O4 C23 C24 117.18(18) . . ?
O3 C23 C24 115.94(18) . . ?
N3 C15 C14 110.37(16) . . ?
C11 C12 C13 110.24(16) . . ?
N3 C10 C9 113.16(16) . . ?
C15 C14 C13 111.29(17) . . ?
C10 C9 C8 112.59(19) . . ?
C20 C19 C18 123.23(19) . . ?
C20 C19 Cl1 118.07(17) . . ?
C18 C19 Cl1 118.69(17) . . ?
C5 C6 N1 131.7(2) . . ?
C5 C6 C1 121.6(2) . . ?
N1 C6 C1 106.6(2) . . ?
C22 C21 C20 117.91(19) . . ?
C1 C2 C3 117.7(2) . . ?
O1 C7 N1 128.2(2) . . ?
O1 C7 N2 125.2(2) . . ?
N1 C7 N2 106.6(2) . . ?
C19 C20 C21 120.0(2) . . ?
O6 C24 O5 121.4(2) . . ?
O6 C24 C23 122.8(2) . . ?
O5 C24 C23 115.76(19) . . ?
N2 C8 C9 111.71(18) . . ?
C6 C5 C4 117.3(2) . . ?
C4 C3 C2 121.2(2) . . ?
C3 C4 C5 121.4(2) . . ?

_refine_diff_density_max         0.470
_refine_diff_density_min         -0.335
_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_dns_1_r_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2183023'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H25 Cl N5 O2,C5 H3 N2 O2'
_chemical_formula_sum            'C27 H28 Cl N7 O4'
_chemical_formula_weight         550.01

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   18.068(9)
_cell_length_b                   9.615(5)
_cell_length_c                   16.759(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.929(7)
_cell_angle_gamma                90
_cell_volume                     2596(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3008
_cell_measurement_theta_min      0.954
_cell_measurement_theta_max      0.965

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_F_000             1152.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.196
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.954
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            45246
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.431
_diffrn_reflns_theta_max         27.646
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6057
_reflns_number_gt                3008
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.2441P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6031
_refine_ls_number_parameters     364
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1523
_refine_ls_R_factor_gt           0.0728
_refine_ls_wR_factor_ref         0.2466
_refine_ls_wR_factor_gt          0.1911
_refine_ls_goodness_of_fit_ref   1.274
_refine_ls_restrained_S_all      1.274
_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 1.11331(9) 0.11925(16) 1.05517(8) 0.1155(5) Uani 1 1 d . . . . .
O4 O 0.24473(16) 0.7422(2) 0.37101(16) 0.0708(7) Uani 1 1 d . . . . .
N2 N 0.48746(14) 0.2896(3) 0.37390(15) 0.0496(6) Uani 1 1 d . . . . .
O1 O 0.45540(17) 0.4273(3) 0.24983(15) 0.0738(7) Uani 1 1 d . . . . .
N1 N 0.40544(17) 0.4676(3) 0.35231(18) 0.0561(7) Uani 1 1 d . . . . .
N006 N 0.76560(15) 0.0992(3) 0.49618(19) 0.0555(7) Uani 1 1 d . . . . .
O3 O 0.28794(19) 0.6747(3) 0.27483(17) 0.0940(9) Uani 1 1 d . . . . .
N4 N 1.1475(2) 0.0168(3) 0.7700(3) 0.0732(10) Uani 1 1 d . . . . .
O2 O 1.10482(16) -0.0161(3) 0.6190(2) 0.0977(10) Uani 1 1 d . . . . .
N3 N 1.02003(16) 0.0732(3) 0.6763(2) 0.0644(8) Uani 1 1 d . . . . .
C6 C 0.41398(18) 0.4031(3) 0.4295(2) 0.0502(7) Uani 1 1 d . . . . .
C1 C 0.46617(18) 0.2907(3) 0.44407(19) 0.0480(7) Uani 1 1 d . . . . .
C7 C 0.45034(19) 0.3997(3) 0.3177(2) 0.0516(7) Uani 1 1 d . . . . .
C25 C 0.2615(2) 1.0114(3) 0.3364(2) 0.0598(9) Uani 1 1 d . . . . .
H25 H 0.242355 0.989838 0.377878 0.072 Uiso 1 1 calc R U . . .
C23 C 0.2723(2) 0.7655(4) 0.3175(2) 0.0587(8) Uani 1 1 d . . . . .
C22 C 1.02799(19) 0.0933(3) 0.7619(2) 0.0582(8) Uani 1 1 d . . . . .
C5 C 0.3804(2) 0.4324(4) 0.4864(3) 0.0664(9) Uani 1 1 d . . . . .
H5 H 0.344810 0.507571 0.476311 0.080 Uiso 1 1 calc R U . . .
C8 C 0.53729(19) 0.1878(4) 0.3579(2) 0.0600(8) Uani 1 1 d . . . . .
H8A H 0.527846 0.193689 0.296217 0.072 Uiso 1 1 calc R U . . .
H8B H 0.521570 0.095294 0.367757 0.072 Uiso 1 1 calc R U . . .
C24 C 0.28531(19) 0.9147(4) 0.2986(2) 0.0576(8) Uani 1 1 d . . . . .
C17 C 1.1089(2) 0.0572(3) 0.8214(3) 0.0625(9) Uani 1 1 d . . . . .
C12 C 0.8854(2) -0.0375(4) 0.5957(3) 0.0672(9) Uani 1 1 d . . . . .
H12A H 0.911445 -0.128279 0.604904 0.081 Uiso 1 1 calc R U . . .
H12B H 0.874122 -0.018717 0.646049 0.081 Uiso 1 1 calc R U . . .
C9 C 0.6283(2) 0.2124(4) 0.4201(2) 0.0643(9) Uani 1 1 d . . . . .
H9A H 0.646121 0.297386 0.402725 0.077 Uiso 1 1 calc R U . . .
H9B H 0.635591 0.224490 0.480696 0.077 Uiso 1 1 calc R U . . .
C14 C 0.90310(19) 0.2135(4) 0.5687(2) 0.0635(9) Uani 1 1 d . . . . .
H14A H 0.894692 0.248071 0.618381 0.076 Uiso 1 1 calc R U . . .
H14B H 0.939197 0.278178 0.558612 0.076 Uiso 1 1 calc R U . . .
C2 C 0.4870(2) 0.2051(4) 0.5157(2) 0.0638(9) Uani 1 1 d . . . . .
H2 H 0.522275 0.129581 0.525331 0.077 Uiso 1 1 calc R U . . .
C21 C 0.9736(2) 0.1371(4) 0.7926(3) 0.0664(9) Uani 1 1 d . . . . .
H21 H 0.919546 0.162023 0.753096 0.080 Uiso 1 1 calc R U . . .
C11 C 0.8054(2) -0.0397(4) 0.5115(2) 0.0662(9) Uani 1 1 d . . . . .
H11A H 0.815820 -0.064104 0.461326 0.079 Uiso 1 1 calc R U . . .
H11B H 0.768622 -0.109103 0.516183 0.079 Uiso 1 1 calc R U . . .
C10 C 0.6812(2) 0.0955(4) 0.4183(2) 0.0654(9) Uani 1 1 d . . . . .
H10A H 0.686436 0.099651 0.363308 0.079 Uiso 1 1 calc R U . . .
H10B H 0.654489 0.008167 0.418847 0.079 Uiso 1 1 calc R U . . .
C13 C 0.94446(19) 0.0717(4) 0.5925(2) 0.0622(9) Uani 1 1 d . . . . .
H13 H 0.959320 0.045129 0.545174 0.075 Uiso 1 1 calc R U . . .
C15 C 0.8209(2) 0.2061(4) 0.4862(2) 0.0641(9) Uani 1 1 d . . . . .
H15A H 0.793993 0.296301 0.475373 0.077 Uiso 1 1 calc R U . . .
H15B H 0.829958 0.183153 0.434942 0.077 Uiso 1 1 calc R U . . .
C16 C 1.0932(2) 0.0200(4) 0.6821(3) 0.0706(10) Uani 1 1 d . . . . .
C20 C 1.0011(2) 0.1432(4) 0.8836(3) 0.0730(10) Uani 1 1 d . . . . .
H20 H 0.964989 0.171283 0.906209 0.088 Uiso 1 1 calc R U . . .
C4 C 0.4014(3) 0.3461(5) 0.5593(3) 0.0817(12) Uani 1 1 d . . . . .
H4 H 0.379938 0.363318 0.599300 0.098 Uiso 1 1 calc R U . . .
C18 C 1.1371(2) 0.0660(4) 0.9118(3) 0.0711(10) Uani 1 1 d . . . . .
H18 H 1.191757 0.044349 0.951451 0.085 Uiso 1 1 calc R U . . .
C3 C 0.4540(3) 0.2345(5) 0.5735(2) 0.0796(11) Uani 1 1 d . . . . .
H3 H 0.467344 0.177989 0.623199 0.096 Uiso 1 1 calc R U . . .
C19 C 1.0817(2) 0.1080(4) 0.9416(3) 0.0724(10) Uani 1 1 d . . . . .
C27 C 0.3229(3) 1.0799(6) 0.2189(3) 0.0931(14) Uani 1 1 d . . . . .
H27 H 0.344482 1.102289 0.179634 0.112 Uiso 1 1 calc R U . . .
N5 N 0.3188(3) 0.9492(6) 0.2423(3) 0.1320(16) Uani 1 1 d . . . . .
N6 N 0.2659(3) 1.1436(5) 0.3130(4) 0.1370(17) Uani 1 1 d . . . . .
C26 C 0.2964(3) 1.1704(6) 0.2519(4) 0.1037(16) Uani 1 1 d . . . . .
H26 H 0.297080 1.262240 0.234756 0.124 Uiso 1 1 calc R U . . .
H101 H 0.763(2) 0.126(4) 0.550(3) 0.097(13) Uiso 1 1 d . . . . .
H102 H 0.372(2) 0.546(4) 0.324(3) 0.082(12) Uiso 1 1 d . . . . .
H103 H 1.189(3) -0.020(4) 0.797(3) 0.087(15) 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 1.725(4) . ?
O4 C23 1.227(4) . ?
N2 C7 1.373(4) . ?
N2 C1 1.393(4) . ?
N2 C8 1.436(4) . ?
O1 C7 1.212(4) . ?
N1 C7 1.359(4) . ?
N1 C6 1.379(4) . ?
N006 C11 1.483(4) . ?
N006 C10 1.492(4) . ?
N006 C15 1.495(4) . ?
O3 C23 1.240(4) . ?
N4 C16 1.350(5) . ?
N4 C17 1.387(5) . ?
O2 C16 1.219(5) . ?
N3 C16 1.379(4) . ?
N3 C22 1.389(4) . ?
N3 C13 1.449(4) . ?
C6 C5 1.372(4) . ?
C6 C1 1.381(4) . ?
C1 C2 1.361(4) . ?
C25 C24 1.302(4) . ?
C25 N6 1.342(6) . ?
C23 C24 1.511(5) . ?
C22 C21 1.366(4) . ?
C22 C17 1.390(5) . ?
C5 C4 1.380(6) . ?
C8 C9 1.515(5) . ?
C24 N5 1.373(5) . ?
C17 C18 1.365(5) . ?
C12 C11 1.495(5) . ?
C12 C13 1.516(5) . ?
C9 C10 1.484(5) . ?
C14 C15 1.505(5) . ?
C14 C13 1.519(5) . ?
C2 C3 1.379(5) . ?
C21 C20 1.375(5) . ?
C20 C19 1.378(5) . ?
C4 C3 1.379(6) . ?
C18 C19 1.367(5) . ?
C27 C26 1.237(7) . ?
C27 N5 1.328(7) . ?
N6 C26 1.390(7) . ?

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 N2 C1 109.7(2) . . ?
C7 N2 C8 123.4(3) . . ?
C1 N2 C8 126.8(3) . . ?
C7 N1 C6 110.4(3) . . ?
C11 N006 C10 110.7(3) . . ?
C11 N006 C15 110.0(2) . . ?
C10 N006 C15 112.9(3) . . ?
C16 N4 C17 110.5(3) . . ?
C16 N3 C22 109.3(3) . . ?
C16 N3 C13 121.2(3) . . ?
C22 N3 C13 127.8(3) . . ?
C5 C6 N1 131.5(3) . . ?
C5 C6 C1 121.3(3) . . ?
N1 C6 C1 107.2(2) . . ?
C2 C1 C6 121.6(3) . . ?
C2 C1 N2 131.9(3) . . ?
C6 C1 N2 106.5(2) . . ?
O1 C7 N1 127.5(3) . . ?
O1 C7 N2 126.3(3) . . ?
N1 C7 N2 106.2(3) . . ?
C24 C25 N6 117.2(4) . . ?
O4 C23 O3 124.5(4) . . ?
O4 C23 C24 118.7(3) . . ?
O3 C23 C24 116.8(3) . . ?
C21 C22 N3 132.6(3) . . ?
C21 C22 C17 120.6(3) . . ?
N3 C22 C17 106.9(3) . . ?
C6 C5 C4 117.4(4) . . ?
N2 C8 C9 110.0(3) . . ?
C25 C24 N5 120.5(4) . . ?
C25 C24 C23 117.3(3) . . ?
N5 C24 C23 122.2(4) . . ?
C18 C17 N4 131.8(3) . . ?
C18 C17 C22 121.6(3) . . ?
N4 C17 C22 106.6(3) . . ?
C11 C12 C13 111.8(3) . . ?
C10 C9 C8 112.1(3) . . ?
C15 C14 C13 111.3(3) . . ?
C1 C2 C3 117.4(3) . . ?
C22 C21 C20 118.1(3) . . ?
N006 C11 C12 109.7(3) . . ?
C9 C10 N006 112.1(3) . . ?
N3 C13 C12 110.0(3) . . ?
N3 C13 C14 112.4(3) . . ?
C12 C13 C14 111.1(3) . . ?
N006 C15 C14 111.2(3) . . ?
O2 C16 N4 127.9(3) . . ?
O2 C16 N3 125.5(4) . . ?
N4 C16 N3 106.6(3) . . ?
C21 C20 C19 120.5(4) . . ?
C3 C4 C5 120.9(3) . . ?
C17 C18 C19 117.1(3) . . ?
C2 C3 C4 121.4(4) . . ?
C18 C19 C20 122.0(4) . . ?
C18 C19 Cl1 119.4(3) . . ?
C20 C19 Cl1 118.6(3) . . ?
C26 C27 N5 116.7(5) . . ?
C27 N5 C24 122.1(5) . . ?
C25 N6 C26 119.1(5) . . ?
C27 C26 N6 124.1(5) . . ?

_refine_diff_density_max         0.393
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.062



####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2183022'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H28 Cl N5 O5'
_chemical_formula_weight         501.96

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

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

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

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

_cell_length_a                   10.400(1)
_cell_length_b                   11.282(1)
_cell_length_c                   11.611(1)
_cell_angle_alpha                103.39(2)
_cell_angle_beta                 108.85(2)
_cell_angle_gamma                106.42(2)
_cell_volume                     1155.7(1)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    32435
_cell_measurement_theta_min      2.246
_cell_measurement_theta_max      26.372

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_F_000             528
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.213
_shelx_estimated_absorpt_T_min   0.942
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.970
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_process_details   'SADABS, (Sheldrick, 1996)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa'
_diffrn_measurement_method       'ω scans'
_diffrn_detector                 'PHOTON II CPAD'
_diffrn_reflns_number            32435
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.246
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4713
_reflns_number_gt                3766
_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       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_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)+(0.0731P)²+2.6571P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4713
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.1808
_refine_ls_wR_factor_gt          0.1676
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.94032(12) 0.62153(10) 0.42515(9) 0.0521(3) Uani 1 1 d . . . . .
O1 O 0.2170(3) 0.5681(3) -0.0200(2) 0.0404(6) Uani 1 1 d . . . . .
O2 O -0.6919(2) 0.1043(2) 0.15775(19) 0.0236(5) Uani 1 1 d . . . . .
O3 O -0.1490(3) -0.0509(3) 0.2630(2) 0.0443(7) Uani 1 1 d . . . . .
O4 O 0.0660(3) 0.1089(3) 0.3087(2) 0.0485(8) Uani 1 1 d . . . . .
N2 N 0.4672(3) 0.6169(2) 0.0878(2) 0.0232(5) Uani 1 1 d . . . . .
H2A H 0.501949 0.668747 0.051755 0.028 Uiso 1 1 calc R U . . .
N1 N 0.3121(3) 0.4794(3) 0.1338(3) 0.0384(7) Uani 1 1 d . . . . .
N3 N -0.0822(3) 0.2375(3) 0.1439(3) 0.0408(5) Uani 1 1 d . . . . .
H3A H -0.030396 0.193462 0.194273 0.049 Uiso 1 1 calc R U . . .
N4 N -0.4694(3) 0.1249(2) 0.3113(2) 0.0215(5) Uani 1 1 d . . . . .
N5 N -0.6384(3) 0.1534(2) 0.3776(2) 0.0198(5) Uani 1 1 d . . . . .
H5A H -0.717475 0.162829 0.378205 0.024 Uiso 1 1 calc R U . . .
C1 C 0.4535(4) 0.4959(3) 0.2143(3) 0.0311(7) Uani 1 1 d . . . . .
C2 C 0.5051(5) 0.4481(3) 0.3110(3) 0.0429(10) Uani 1 1 d . . . . .
H2 H 0.440418 0.390739 0.332103 0.052 Uiso 1 1 calc R U . . .
C3 C 0.6561(5) 0.4881(3) 0.3760(3) 0.0455(10) Uani 1 1 d . . . . .
H3 H 0.694186 0.457451 0.441870 0.055 Uiso 1 1 calc R U . . .
C4 C 0.7510(4) 0.5737(3) 0.3432(3) 0.0345(8) Uani 1 1 d . . . . .
C5 C 0.7018(3) 0.6241(3) 0.2465(3) 0.0263(6) Uani 1 1 d . . . . .
H5 H 0.766520 0.681718 0.225637 0.032 Uiso 1 1 calc R U . . .
C6 C 0.5515(3) 0.5836(3) 0.1838(3) 0.0234(6) Uani 1 1 d . . . . .
C7 C 0.3214(3) 0.5563(3) 0.0581(3) 0.0294(7) Uani 1 1 d . . . . .
C8A C 0.1564(5) 0.4139(5) 0.1199(5) 0.0211(9) Uani 0.619(6) 1 d . . P . .
H8A H 0.097775 0.453632 0.069537 0.025 Uiso 1 1 calc R U . . .
C8B C 0.2031(9) 0.3757(8) 0.1506(8) 0.0211(9) Uani 0.381(6) 1 d . . P . .
C9 C 0.0939(4) 0.2718(4) 0.0395(4) 0.0408(5) Uani 1 1 d . . . . .
H9A H 0.085770 0.263671 -0.047827 0.049 Uiso 1 1 calc R U . . .
H9B H 0.161994 0.232722 0.075317 0.049 Uiso 1 1 calc R U . . .
C10 C -0.0515(4) 0.1962(4) 0.0311(4) 0.0408(5) Uani 1 1 d . . . . .
H10A H -0.125988 0.199502 -0.042917 0.049 Uiso 1 1 calc R U . . .
H10B H -0.062970 0.104531 0.012706 0.049 Uiso 1 1 calc R U . . .
C11 C -0.0005(4) 0.3674(4) 0.2374(4) 0.0481(11) Uani 1 1 d . . . . .
H11A H 0.014494 0.361931 0.322563 0.058 Uiso 1 1 calc R U . . .
H11B H -0.061251 0.418241 0.221386 0.058 Uiso 1 1 calc R U . . .
C12 C 0.1451(4) 0.4434(3) 0.2438(3) 0.0303(7) Uani 1 1 d . . . . .
H12A H 0.165881 0.537014 0.278286 0.036 Uiso 1 1 calc R U . . .
H12B H 0.220077 0.425778 0.304349 0.036 Uiso 1 1 calc R U . . .
C13 C -0.2278(3) 0.1621(3) 0.1291(3) 0.0272(7) Uani 1 1 d . . . . .
H13A H -0.238642 0.070554 0.110514 0.033 Uiso 1 1 calc R U . . .
H13B H -0.298309 0.165747 0.052617 0.033 Uiso 1 1 calc R U . . .
C14 C -0.2715(4) 0.1993(3) 0.2379(4) 0.0357(8) Uani 1 1 d . . . . .
H14A H -0.294265 0.277115 0.239501 0.043 Uiso 1 1 calc R U . . .
H14B H -0.189809 0.220892 0.320016 0.043 Uiso 1 1 calc R U . . .
C15 C -0.4041(3) 0.0877(3) 0.2228(3) 0.0236(6) Uani 1 1 d . . . . .
H15A H -0.478171 0.054953 0.134025 0.028 Uiso 1 1 calc R U . . .
H15B H -0.375164 0.015925 0.236948 0.028 Uiso 1 1 calc R U . . .
C16 C -0.6092(3) 0.1251(3) 0.2707(3) 0.0196(6) Uani 1 1 d . . . . .
C17 C -0.5207(3) 0.1648(3) 0.4860(3) 0.0199(6) Uani 1 1 d . . . . .
C18 C -0.5003(3) 0.1845(3) 0.6138(3) 0.0236(6) Uani 1 1 d . . . . .
H18 H -0.571780 0.195265 0.642018 0.028 Uiso 1 1 calc R U . . .
C19 C -0.3680(4) 0.1877(3) 0.6987(3) 0.0274(7) Uani 1 1 d . . . . .
H19 H -0.351183 0.200746 0.785191 0.033 Uiso 1 1 calc R U . . .
C20 C -0.2609(3) 0.1717(3) 0.6572(3) 0.0282(7) Uani 1 1 d . . . . .
H20 H -0.173683 0.174883 0.716438 0.034 Uiso 1 1 calc R U . . .
C21 C -0.2819(3) 0.1511(3) 0.5283(3) 0.0263(6) Uani 1 1 d . . . . .
H21 H -0.210774 0.139844 0.499810 0.032 Uiso 1 1 calc R U . . .
C22 C -0.4127(3) 0.1480(3) 0.4448(3) 0.0205(6) Uani 1 1 d . . . . .
C23 C -0.0199(3) 0.0277(4) 0.3373(3) 0.0301(7) Uani 1 1 d . . . . .
C24 C 0.0387(3) 0.0347(3) 0.4759(3) 0.0225(6) Uani 1 1 d . . . . .
H24 H 0.135682 0.091760 0.530803 0.027 Uiso 1 1 calc R U . . .
O5W O -0.3798(3) -0.1846(2) 0.0286(2) 0.0293(5) Uani 1 1 d . . . . .
H5WB H -0.363(5) -0.170(5) -0.039(5) 0.066(15) Uiso 1 1 d . . . . .
H5WA H -0.292(5) -0.139(4) 0.098(4) 0.041(11) 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 C4 1.739(4) . ?
O1 C7 1.233(4) . ?
O2 C16 1.237(3) . ?
O3 C23 1.248(4) . ?
O4 C23 1.271(4) . ?
N2 C7 1.361(4) . ?
N2 C6 1.379(4) . ?
N1 C7 1.378(4) . ?
N1 C1 1.395(5) . ?
N1 C8B 1.480(8) . ?
N1 C8A 1.514(5) . ?
N3 C11 1.418(4) . ?
N3 C13 1.442(4) . ?
N3 C10 1.452(4) . ?
N4 C16 1.377(4) . ?
N4 C22 1.397(4) . ?
N4 C15 1.451(4) . ?
N5 C16 1.361(4) . ?
N5 C17 1.393(4) . ?
C1 C2 1.377(5) . ?
C1 C6 1.403(4) . ?
C2 C3 1.384(6) . ?
C3 C4 1.388(6) . ?
C4 C5 1.392(4) . ?
C5 C6 1.374(4) . ?
C8A C12 1.451(6) . ?
C8A C9 1.479(6) . ?
C9 C10 1.469(4) . ?
C11 C12 1.482(5) . ?
C13 C14 1.488(4) . ?
C14 C15 1.509(4) . ?
C17 C18 1.383(4) . ?
C17 C22 1.397(4) . ?
C18 C19 1.394(4) . ?
C19 C20 1.387(5) . ?
C20 C21 1.393(4) . ?
C21 C22 1.377(4) . ?
C23 C24 1.499(4) . ?
C24 C24 1.309(6) 2_556 ?

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 N2 C6 110.6(3) . . ?
C7 N1 C1 109.6(3) . . ?
C7 N1 C8B 141.4(4) . . ?
C1 N1 C8B 108.7(4) . . ?
C7 N1 C8A 112.9(3) . . ?
C1 N1 C8A 137.0(3) . . ?
C8B N1 C8A 30.7(3) . . ?
C11 N3 C13 120.5(3) . . ?
C11 N3 C10 120.4(3) . . ?
C13 N3 C10 115.0(3) . . ?
C16 N4 C22 109.2(2) . . ?
C16 N4 C15 123.4(2) . . ?
C22 N4 C15 126.8(2) . . ?
C16 N5 C17 109.6(2) . . ?
C2 C1 N1 132.8(3) . . ?
C2 C1 C6 120.8(3) . . ?
N1 C1 C6 106.3(3) . . ?
C1 C2 C3 118.0(3) . . ?
C2 C3 C4 120.2(3) . . ?
C3 C4 C5 122.9(3) . . ?
C3 C4 Cl1 119.5(3) . . ?
C5 C4 Cl1 117.6(3) . . ?
C6 C5 C4 115.8(3) . . ?
C5 C6 N2 130.8(3) . . ?
C5 C6 C1 122.3(3) . . ?
N2 C6 C1 106.9(3) . . ?
O1 C7 N2 127.3(3) . . ?
O1 C7 N1 126.1(3) . . ?
N2 C7 N1 106.6(3) . . ?
C12 C8A C9 115.4(4) . . ?
C12 C8A N1 112.6(3) . . ?
C9 C8A N1 110.3(4) . . ?
C10 C9 C8A 114.5(3) . . ?
N3 C10 C9 117.3(3) . . ?
N3 C11 C12 118.4(3) . . ?
C8A C12 C11 114.5(3) . . ?
N3 C13 C14 119.1(3) . . ?
C13 C14 C15 110.9(3) . . ?
N4 C15 C14 113.8(2) . . ?
O2 C16 N5 126.6(3) . . ?
O2 C16 N4 126.0(3) . . ?
N5 C16 N4 107.4(2) . . ?
C18 C17 N5 132.0(3) . . ?
C18 C17 C22 120.8(3) . . ?
N5 C17 C22 107.2(2) . . ?
C17 C18 C19 117.3(3) . . ?
C20 C19 C18 121.6(3) . . ?
C19 C20 C21 121.1(3) . . ?
C22 C21 C20 117.1(3) . . ?
C21 C22 N4 131.3(3) . . ?
C21 C22 C17 122.1(3) . . ?
N4 C22 C17 106.6(2) . . ?
O3 C23 O4 126.1(3) . . ?
O3 C23 C24 118.0(3) . . ?
O4 C23 C24 115.8(3) . . ?
C24 C24 C23 123.8(3) 2_556 . ?

_refine_diff_density_max         0.981
_refine_diff_density_min         -1.032
_refine_diff_density_rms         0.076



####################################################################### 
# 
# 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_D_17_R_0m_a_a
_database_code_depnum_ccdc_archive 'CCDC 2183024'
loop_
_audit_author_name
_audit_author_address
'DR LOPAMUDRA GIRI'
;POST DOC
India
;
_audit_update_record             
;
2022-06-30 deposited with the CCDC.	2022-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H25 Cl N5 O2,C7 H5 O4'
_chemical_formula_sum            'C22 H25 Cl N5 O2,C7 H5 O4'
_chemical_formula_weight         580.03

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.954(5)
_cell_length_b                   10.892(4)
_cell_length_c                   19.820(9)
_cell_angle_alpha                90
_cell_angle_beta                 98.09(1)
_cell_angle_gamma                90
_cell_volume                     2768.7(1)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3364
_cell_measurement_theta_min      0.952
_cell_measurement_theta_max      0.963

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             1216.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.191
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   microfocus
_diffrn_measurement_device_type  'Bruker D8 Venture photon 100 CMOS detector'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34049
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_av_R_equivalents  0.0885
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.453
_diffrn_reflns_theta_max         27.680
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6474
_reflns_number_gt                3364
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SHELXL'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+1.0750P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6380
_refine_ls_number_parameters     384
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1324
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1999
_refine_ls_wR_factor_gt          0.1357
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.88085(8) 0.60371(8) 0.34964(4) 0.0692(3) Uani 1 1 d . . . . .
O2 O 1.07505(17) 0.0782(2) 0.56885(11) 0.0602(6) Uani 1 1 d . . . . .
O5 O 0.31858(17) 0.5547(2) 0.30764(11) 0.0610(6) Uani 1 1 d . . . . .
H5 H 0.363965 0.575650 0.285037 0.092 Uiso 1 1 calc R U . . .
O6 O 0.26724(16) 0.2625(2) 0.47550(12) 0.0646(6) Uani 1 1 d . . . . .
H6 H 0.300720 0.215736 0.502680 0.097 Uiso 1 1 calc R U . . .
O4 O 0.41915(18) 0.1699(2) 0.54650(11) 0.0642(6) Uani 1 1 d . . . . .
O3 O 0.57800(17) 0.2473(2) 0.54753(12) 0.0668(6) Uani 1 1 d . . . . .
O1 O 0.56434(19) 0.3915(2) 0.78942(12) 0.0704(7) Uani 1 1 d . . . . .
N4 N 0.92271(18) 0.1943(2) 0.54293(12) 0.0463(6) Uani 1 1 d . . . . .
N3 N 0.66193(19) 0.0863(2) 0.63928(12) 0.0455(6) Uani 1 1 d . . . . .
N5 N 1.0574(2) 0.2376(2) 0.49055(12) 0.0496(6) Uani 1 1 d . . . . .
N2 N 0.4247(2) 0.2599(2) 0.75500(12) 0.0522(6) Uani 1 1 d . . . . .
N1 N 0.4068(2) 0.3972(3) 0.83350(14) 0.0560(7) Uani 1 1 d . . . . .
C18 C 0.8934(2) 0.2939(3) 0.49973(14) 0.0434(6) Uani 1 1 d . . . . .
C28 C 0.3335(2) 0.3318(3) 0.44466(15) 0.0464(7) Uani 1 1 d . . . . .
C17 C 0.9796(2) 0.3214(3) 0.46680(14) 0.0429(6) Uani 1 1 d . . . . .
C23 C 0.4412(2) 0.3251(3) 0.46671(14) 0.0450(7) Uani 1 1 d . . . . .
C13 C 0.8592(2) 0.1297(3) 0.58703(15) 0.0473(7) Uani 1 1 d . . . . .
H13 H 0.903637 0.068042 0.612755 0.057 Uiso 1 1 calc R U . . .
C22 C 0.9787(2) 0.4158(3) 0.42085(15) 0.0491(7) Uani 1 1 d . . . . .
H22 H 1.036431 0.433623 0.399495 0.059 Uiso 1 1 calc R U . . .
C14 C 0.7690(2) 0.0622(3) 0.54538(16) 0.0508(7) Uani 1 1 d . . . . .
H14A H 0.726429 0.120287 0.516614 0.061 Uiso 1 1 calc R U . . .
H14B H 0.796163 0.002511 0.516095 0.061 Uiso 1 1 calc R U . . .
C11 C 0.7512(2) 0.1483(3) 0.68249(15) 0.0505(7) Uani 1 1 d . . . . .
H11A H 0.792462 0.087457 0.710052 0.061 Uiso 1 1 calc R U . . .
H11B H 0.724416 0.206120 0.712951 0.061 Uiso 1 1 calc R U . . .
C19 C 0.8029(2) 0.3626(3) 0.48597(16) 0.0515(7) Uani 1 1 d . . . . .
H19 H 0.744912 0.345151 0.507166 0.062 Uiso 1 1 calc R U . . .
C26 C 0.3610(2) 0.4793(3) 0.35937(14) 0.0480(7) Uani 1 1 d . . . . .
C12 C 0.8198(2) 0.2157(3) 0.63839(15) 0.0508(7) Uani 1 1 d . . . . .
H12A H 0.878766 0.251508 0.667246 0.061 Uiso 1 1 calc R U . . .
H12B H 0.780222 0.281827 0.614302 0.061 Uiso 1 1 calc R U . . .
C7 C 0.4747(3) 0.3540(3) 0.79276(15) 0.0548(8) Uani 1 1 d . . . . .
C6 C 0.3125(2) 0.3333(3) 0.82079(15) 0.0486(7) Uani 1 1 d . . . . .
C20 C 0.8014(2) 0.4586(3) 0.43938(15) 0.0516(7) Uani 1 1 d . . . . .
H20 H 0.741748 0.506492 0.429429 0.062 Uiso 1 1 calc R U . . .
C27 C 0.2945(2) 0.4098(3) 0.39177(16) 0.0544(8) Uani 1 1 d . . . . .
H27 H 0.222968 0.414996 0.378208 0.065 Uiso 1 1 calc R U . . .
C16 C 1.0237(2) 0.1610(3) 0.53781(15) 0.0476(7) Uani 1 1 d . . . . .
C29 C 0.4828(2) 0.2430(3) 0.52389(15) 0.0497(7) Uani 1 1 d . . . . .
C1 C 0.3238(2) 0.2453(3) 0.77145(15) 0.0484(7) Uani 1 1 d . . . . .
C21 C 0.8874(2) 0.4833(3) 0.40793(15) 0.0498(7) Uani 1 1 d . . . . .
C24 C 0.5060(2) 0.3979(3) 0.43325(17) 0.0564(8) Uani 1 1 d . . . . .
H24 H 0.577576 0.395371 0.447374 0.068 Uiso 1 1 calc R U . . .
C8 C 0.4709(3) 0.1932(3) 0.70305(16) 0.0566(8) Uani 1 1 d . . . . .
H8A H 0.509005 0.250380 0.678230 0.068 Uiso 1 1 calc R U . . .
H8B H 0.415804 0.157248 0.670943 0.068 Uiso 1 1 calc R U . . .
C15 C 0.7023(3) -0.0027(3) 0.59136(16) 0.0538(8) Uani 1 1 d . . . . .
H15A H 0.644037 -0.042495 0.563736 0.065 Uiso 1 1 calc R U . . .
H15B H 0.743357 -0.065576 0.617399 0.065 Uiso 1 1 calc R U . . .
C9 C 0.5439(3) 0.0931(3) 0.73280(17) 0.0602(9) Uani 1 1 d . . . . .
H9A H 0.506185 0.038381 0.759264 0.072 Uiso 1 1 calc R U . . .
H9B H 0.600035 0.129980 0.763737 0.072 Uiso 1 1 calc R U . . .
C25 C 0.4679(2) 0.4737(3) 0.37987(17) 0.0571(8) Uani 1 1 d . . . . .
H25 H 0.513159 0.520411 0.357857 0.069 Uiso 1 1 calc R U . . .
C10 C 0.5911(3) 0.0175(3) 0.68002(18) 0.0617(9) Uani 1 1 d . . . . .
H10A H 0.630076 -0.049895 0.703264 0.074 Uiso 1 1 calc R U . . .
H10B H 0.534626 -0.017810 0.648654 0.074 Uiso 1 1 calc R U . . .
C5 C 0.2197(3) 0.3463(3) 0.84710(16) 0.0595(9) Uani 1 1 d . . . . .
H5A H 0.211793 0.405226 0.879909 0.071 Uiso 1 1 calc R U . . .
C4 C 0.1395(3) 0.2680(3) 0.82255(18) 0.0651(9) Uani 1 1 d . . . . .
H4 H 0.076075 0.274699 0.839140 0.078 Uiso 1 1 calc R U . . .
C2 C 0.2436(3) 0.1668(3) 0.74751(17) 0.0594(8) Uani 1 1 d . . . . .
H2 H 0.251343 0.107374 0.714894 0.071 Uiso 1 1 calc R U . . .
C3 C 0.1507(3) 0.1801(3) 0.77415(19) 0.0666(9) Uani 1 1 d . . . . .
H3 H 0.094938 0.128694 0.759018 0.080 Uiso 1 1 calc R U . . .
H100 H 0.625(3) 0.152(3) 0.6113(17) 0.068(10) Uiso 1 1 d . . . . .
H101 H 1.123(3) 0.245(3) 0.4836(16) 0.061(10) Uiso 1 1 d . . . . .
H102 H 0.423(3) 0.459(3) 0.8636(18) 0.072(11) 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 C21 1.742(3) . ?
O2 C16 1.233(3) . ?
O5 C26 1.367(3) . ?
O6 C28 1.352(3) . ?
O4 C29 1.272(4) . ?
O3 C29 1.257(4) . ?
O1 C7 1.242(4) . ?
N4 C16 1.375(4) . ?
N4 C18 1.401(4) . ?
N4 C13 1.463(3) . ?
N3 C11 1.499(4) . ?
N3 C15 1.501(4) . ?
N3 C10 1.505(4) . ?
N5 C16 1.371(4) . ?
N5 C17 1.392(4) . ?
N2 C7 1.376(4) . ?
N2 C1 1.400(4) . ?
N2 C8 1.456(4) . ?
N1 C7 1.358(4) . ?
N1 C6 1.398(4) . ?
C18 C19 1.385(4) . ?
C18 C17 1.403(4) . ?
C28 C27 1.388(4) . ?
C28 C23 1.404(4) . ?
C17 C22 1.372(4) . ?
C23 C24 1.390(4) . ?
C23 C29 1.484(4) . ?
C13 C14 1.522(4) . ?
C13 C12 1.523(4) . ?
C22 C21 1.386(4) . ?
C14 C15 1.516(4) . ?
C11 C12 1.520(4) . ?
C19 C20 1.394(4) . ?
C26 C27 1.372(4) . ?
C26 C25 1.389(4) . ?
C6 C5 1.383(4) . ?
C6 C1 1.391(4) . ?
C20 C21 1.377(4) . ?
C1 C2 1.378(4) . ?
C24 C25 1.378(4) . ?
C8 C9 1.508(5) . ?
C9 C10 1.525(4) . ?
C5 C4 1.379(5) . ?
C4 C3 1.377(5) . ?
C2 C3 1.388(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 N4 C18 109.8(2) . . ?
C16 N4 C13 122.6(2) . . ?
C18 N4 C13 127.6(2) . . ?
C11 N3 C15 110.0(2) . . ?
C11 N3 C10 113.4(2) . . ?
C15 N3 C10 108.1(2) . . ?
C16 N5 C17 110.3(2) . . ?
C7 N2 C1 109.9(2) . . ?
C7 N2 C8 123.2(3) . . ?
C1 N2 C8 126.8(3) . . ?
C7 N1 C6 110.0(3) . . ?
C19 C18 N4 133.5(3) . . ?
C19 C18 C17 120.0(3) . . ?
N4 C18 C17 106.5(2) . . ?
O6 C28 C27 119.8(3) . . ?
O6 C28 C23 119.8(3) . . ?
C27 C28 C23 120.5(3) . . ?
C22 C17 N5 130.9(3) . . ?
C22 C17 C18 122.4(3) . . ?
N5 C17 C18 106.7(2) . . ?
C24 C23 C28 117.5(3) . . ?
C24 C23 C29 121.9(3) . . ?
C28 C23 C29 120.5(3) . . ?
N4 C13 C14 111.2(2) . . ?
N4 C13 C12 111.9(2) . . ?
C14 C13 C12 110.8(2) . . ?
C17 C22 C21 116.6(3) . . ?
C15 C14 C13 111.0(2) . . ?
N3 C11 C12 110.8(2) . . ?
C18 C19 C20 117.9(3) . . ?
O5 C26 C27 118.0(3) . . ?
O5 C26 C25 121.7(3) . . ?
C27 C26 C25 120.3(3) . . ?
C11 C12 C13 111.4(3) . . ?
O1 C7 N1 127.3(3) . . ?
O1 C7 N2 126.0(3) . . ?
N1 C7 N2 106.7(3) . . ?
C5 C6 C1 121.2(3) . . ?
C5 C6 N1 131.7(3) . . ?
C1 C6 N1 107.1(3) . . ?
C21 C20 C19 120.7(3) . . ?
C26 C27 C28 120.4(3) . . ?
O2 C16 N5 125.9(3) . . ?
O2 C16 N4 127.5(3) . . ?
N5 C16 N4 106.7(2) . . ?
O3 C29 O4 122.9(3) . . ?
O3 C29 C23 119.6(3) . . ?
O4 C29 C23 117.5(3) . . ?
C2 C1 C6 121.4(3) . . ?
C2 C1 N2 132.4(3) . . ?
C6 C1 N2 106.2(3) . . ?
C20 C21 C22 122.5(3) . . ?
C20 C21 Cl1 118.7(2) . . ?
C22 C21 Cl1 118.8(2) . . ?
C25 C24 C23 122.2(3) . . ?
N2 C8 C9 112.5(3) . . ?
N3 C15 C14 111.0(2) . . ?
C8 C9 C10 114.3(3) . . ?
C24 C25 C26 119.1(3) . . ?
N3 C10 C9 115.7(3) . . ?
C4 C5 C6 117.1(3) . . ?
C3 C4 C5 121.8(3) . . ?
C1 C2 C3 117.1(3) . . ?
C4 C3 C2 121.3(3) . . ?

_refine_diff_density_max         0.200
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.051



