# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_f
_database_code_depnum_ccdc_archive 'CCDC 1889365'
loop_
_audit_author_name
_audit_author_address
'sabyasachi ta' 'burdwan university'
_audit_update_record             
;
2019-01-08 deposited with the CCDC.	2020-07-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 N2 O7'
_chemical_formula_weight         374.34

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

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

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

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

_cell_length_a                   9.1843(5)
_cell_length_b                   14.6445(8)
_cell_length_c                   12.5246(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.665(2)
_cell_angle_gamma                90
_cell_volume                     1643.56(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.513
_exptl_crystal_F_000             784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.118
_shelx_estimated_absorpt_T_min   0.965
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13940
_diffrn_reflns_av_unetI/netI     0.0479
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.171
_diffrn_reflns_theta_max         25.723
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3135
_reflns_number_gt                2112
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0469P)²+0.4682P] 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         3135
_refine_ls_number_parameters     280
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0773
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1126
_refine_ls_wR_factor_gt          0.0967
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.24900(17) 0.55915(11) 0.79634(13) 0.0324(4) Uani 1 1 d . . . . .
H1A H 0.209(4) 0.516(2) 0.723(3) 0.097(12) Uiso 1 1 d . . . . .
O2 O 0.28146(16) 0.42597(10) 0.53371(12) 0.0259(4) Uani 1 1 d . . . . .
O3 O -0.17806(18) 0.18583(12) 0.24588(13) 0.0359(4) Uani 1 1 d . . . . .
H3A H -0.254(4) 0.221(2) 0.263(3) 0.079(11) Uiso 1 1 d . . . . .
O4 O 0.04482(18) 0.15343(11) 0.14197(12) 0.0286(4) Uani 1 1 d . . . . .
H4A H -0.054(4) 0.134(2) 0.124(3) 0.101(13) Uiso 1 1 d . . . . .
O5 O 0.31515(18) 0.22515(11) 0.21166(13) 0.0308(4) Uani 1 1 d . . . . .
H5A H 0.404(3) 0.2546(19) 0.239(2) 0.059(9) Uiso 1 1 d . . . . .
N1 N 0.0792(2) 0.46037(12) 0.65258(14) 0.0232(4) Uani 1 1 d . . . . .
N2 N 0.0520(2) 0.40154(13) 0.56481(14) 0.0239(4) Uani 1 1 d . . . . .
H2A H -0.036(3) 0.3810(15) 0.5460(18) 0.027(7) Uiso 1 1 d . . . . .
C1 C 0.1292(2) 0.57030(15) 0.84254(17) 0.0250(5) Uani 1 1 d . . . . .
C2 C 0.1508(3) 0.62408(15) 0.93757(18) 0.0296(6) Uani 1 1 d . . . . .
H2 H 0.2455 0.6508 0.9663 0.035 Uiso 1 1 calc R U . . .
C3 C 0.0364(3) 0.63782(15) 0.98837(18) 0.0297(6) Uani 1 1 d . . . . .
H3 H 0.0528 0.6736 1.0531 0.036 Uiso 1 1 calc R U . . .
C4 C -0.1067(3) 0.60013(15) 0.94724(18) 0.0283(5) Uani 1 1 d . . . . .
C5 C -0.2261(3) 0.61493(16) 0.99961(19) 0.0356(6) Uani 1 1 d . . . . .
H5 H -0.2099 0.6509 1.0643 0.043 Uiso 1 1 calc R U . . .
C6 C -0.3641(3) 0.57883(17) 0.9595(2) 0.0396(6) Uani 1 1 d . . . . .
H6 H -0.4434 0.5900 0.9954 0.048 Uiso 1 1 calc R U . . .
C7 C -0.3876(3) 0.52521(17) 0.8650(2) 0.0345(6) Uani 1 1 d . . . . .
H7 H -0.4834 0.4995 0.8373 0.041 Uiso 1 1 calc R U . . .
C8 C -0.2750(2) 0.50912(16) 0.81164(18) 0.0285(5) Uani 1 1 d . . . . .
H8 H -0.2941 0.4730 0.7470 0.034 Uiso 1 1 calc R U . . .
C9 C -0.1303(2) 0.54547(14) 0.85139(17) 0.0239(5) Uani 1 1 d . . . . .
C10 C -0.0078(2) 0.52982(14) 0.79868(17) 0.0217(5) Uani 1 1 d . . . . .
C11 C -0.0276(2) 0.47177(14) 0.70382(16) 0.0228(5) Uani 1 1 d . . . . .
H11 H -0.1202 0.4414 0.6785 0.027 Uiso 1 1 calc R U . . .
C12 C 0.1593(2) 0.38666(14) 0.50865(17) 0.0208(5) Uani 1 1 d . . . . .
C13 C 0.1232(2) 0.32227(14) 0.41484(16) 0.0211(5) Uani 1 1 d . . . . .
C14 C -0.0167(2) 0.28164(15) 0.37994(17) 0.0248(5) Uani 1 1 d . . . . .
H14 H -0.0931 0.2920 0.4188 0.030 Uiso 1 1 calc R U . . .
C15 C -0.0432(2) 0.22605(15) 0.28810(18) 0.0253(5) Uani 1 1 d . . . . .
C16 C 0.0691(2) 0.20813(14) 0.23259(17) 0.0227(5) Uani 1 1 d . . . . .
C17 C 0.2098(2) 0.24673(14) 0.26929(17) 0.0230(5) Uani 1 1 d . . . . .
C18 C 0.2358(2) 0.30449(14) 0.35894(16) 0.0230(5) Uani 1 1 d . . . . .
H18 H 0.3310 0.3322 0.3825 0.028 Uiso 1 1 calc R U . . .
O100 O 0.09566(19) 0.20275(12) 0.78396(17) 0.0328(4) Uani 1 1 d . . . . .
H10A H 0.120(3) 0.179(2) 0.850(3) 0.064(10) Uiso 1 1 d . . . . .
H10B H 0.116(4) 0.167(2) 0.738(3) 0.064(11) Uiso 1 1 d . . . . .
O200 O -0.2911(2) 0.38251(13) 0.48062(14) 0.0344(4) Uani 1 1 d D . . . .
H20A H -0.348(3) 0.369(2) 0.530(3) 0.067(10) Uiso 1 1 d . . . . .
H20B H -0.321(5) 0.4365(12) 0.469(3) 0.129(18) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.361(3) . ?
O1 H1A 1.11(4) . ?
O2 C12 1.239(2) . ?
O3 C15 1.368(3) . ?
O3 H3A 0.93(3) . ?
O4 C16 1.367(3) . ?
O4 H4A 0.93(4) . ?
O5 C17 1.365(2) . ?
O5 H5A 0.92(3) . ?
N1 C11 1.295(3) . ?
N1 N2 1.376(2) . ?
N2 C12 1.348(3) . ?
N2 H2A 0.84(2) . ?
C1 C10 1.390(3) . ?
C1 C2 1.405(3) . ?
C2 C3 1.358(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.414(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.413(3) . ?
C4 C9 1.419(3) . ?
C5 C6 1.363(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.397(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.370(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.416(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.443(3) . ?
C10 C11 1.440(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.486(3) . ?
C13 C18 1.395(3) . ?
C13 C14 1.396(3) . ?
C14 C15 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.390(3) . ?
C16 C17 1.393(3) . ?
C17 C18 1.384(3) . ?
C18 H18 0.9500 . ?
O100 H10A 0.88(3) . ?
O100 H10B 0.83(3) . ?
O200 H20A 0.91(3) . ?
O200 H20B 0.840(10) . ?

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
C1 O1 H1A 105.5(18) . . ?
C15 O3 H3A 110(2) . . ?
C16 O4 H4A 111(2) . . ?
C17 O5 H5A 111.8(17) . . ?
C11 N1 N2 116.87(18) . . ?
C12 N2 N1 119.52(19) . . ?
C12 N2 H2A 124.0(16) . . ?
N1 N2 H2A 116.2(16) . . ?
O1 C1 C10 121.8(2) . . ?
O1 C1 C2 116.7(2) . . ?
C10 C1 C2 121.5(2) . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 121.6(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.7(2) . . ?
C5 C4 C9 119.3(2) . . ?
C3 C4 C9 119.1(2) . . ?
C6 C5 C4 121.5(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 119.3(2) . . ?
C5 C6 H6 120.4 . . ?
C7 C6 H6 120.4 . . ?
C8 C7 C6 121.1(2) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 121.0(2) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C8 C9 C4 117.8(2) . . ?
C8 C9 C10 123.0(2) . . ?
C4 C9 C10 119.1(2) . . ?
C1 C10 C11 121.2(2) . . ?
C1 C10 C9 118.7(2) . . ?
C11 C10 C9 120.08(19) . . ?
N1 C11 C10 120.8(2) . . ?
N1 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
O2 C12 N2 121.2(2) . . ?
O2 C12 C13 121.85(19) . . ?
N2 C12 C13 116.96(19) . . ?
C18 C13 C14 119.7(2) . . ?
C18 C13 C12 116.98(19) . . ?
C14 C13 C12 123.25(19) . . ?
C15 C14 C13 119.5(2) . . ?
C15 C14 H14 120.3 . . ?
C13 C14 H14 120.3 . . ?
O3 C15 C14 123.6(2) . . ?
O3 C15 C16 115.7(2) . . ?
C14 C15 C16 120.7(2) . . ?
O4 C16 C15 121.48(19) . . ?
O4 C16 C17 118.8(2) . . ?
C15 C16 C17 119.7(2) . . ?
O5 C17 C18 123.6(2) . . ?
O5 C17 C16 116.46(19) . . ?
C18 C17 C16 119.9(2) . . ?
C17 C18 C13 120.4(2) . . ?
C17 C18 H18 119.8 . . ?
C13 C18 H18 119.8 . . ?
H10A O100 H10B 111(3) . . ?
H20A O200 H20B 96(3) . . ?

_refine_diff_density_max         0.198
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.048

_shelxl_version_number           2013-4

