# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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 1956261'
loop_
_audit_author_name
_audit_author_address
'Anindita Das'
;Indian Association for the Cultivation of Science, Kolkata
India
;
_audit_update_record             
;
2019-09-27 deposited with the CCDC.	2019-11-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 N3 O5, C H2 Cl2'
_chemical_formula_sum            'C18 H23 Cl2 N3 O5'
_chemical_formula_weight         432.29

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

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

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

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

_cell_length_a                   11.6895(10)
_cell_length_b                   23.580(2)
_cell_length_c                   7.2918(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.989(3)
_cell_angle_gamma                90
_cell_volume                     2002.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    119(2)
_cell_measurement_reflns_used    17289
_cell_measurement_theta_min      2.458
_cell_measurement_theta_max      23.405

_exptl_crystal_description       needle
_exptl_crystal_colour            White
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.359
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      119(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   Micro-focus
_diffrn_measurement_device_type  'Bruker D8VENTURE with PHOTON II Detector'
_diffrn_measurement_method       'phi, omega and kappa scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17289
_diffrn_reflns_av_unetI/netI     0.0644
_diffrn_reflns_av_R_equivalents  0.0995
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.458
_diffrn_reflns_theta_max         23.405
_diffrn_reflns_theta_full        23.405
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2907
_reflns_number_gt                2296
_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    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (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)+(0.0679P)²+6.6573P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/1 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.011(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2907
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.1884
_refine_ls_wR_factor_gt          0.1677
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_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 -0.00883(13) 0.63286(7) 0.8618(2) 0.0643(5) Uani 1 1 d . . . . .
Cl2 Cl 0.18492(19) 0.55967(13) 0.9693(3) 0.1197(11) Uani 1 1 d . . . . .
O3 O 0.3500(2) 0.39256(12) 0.2147(4) 0.0257(7) Uani 1 1 d . . . . .
O4 O 0.8587(2) 0.65310(11) 0.2365(4) 0.0272(7) Uani 1 1 d . . . . .
O2 O 0.7199(2) 0.32758(12) 0.4432(5) 0.0350(8) Uani 1 1 d . . . . .
O5 O 1.0034(3) 0.60565(13) 0.3907(5) 0.0399(8) Uani 1 1 d . . . . .
O1 O 0.4293(3) 0.20603(12) 0.2927(5) 0.0399(9) Uani 1 1 d . . . . .
N3 N 0.6658(3) 0.53984(13) 0.3804(4) 0.0198(8) Uani 1 1 d . . . . .
N2 N 0.3915(3) 0.30013(13) 0.2608(5) 0.0239(8) Uani 1 1 d . . . . .
N1 N 0.5726(3) 0.26831(13) 0.3737(5) 0.0242(8) Uani 1 1 d . . . . .
C3 C 0.5399(3) 0.36980(16) 0.3401(5) 0.0203(9) Uani 1 1 d . . . . .
C7 C 0.5807(3) 0.42776(16) 0.3580(5) 0.0207(9) Uani 1 1 d . . . . .
C11 C 0.5218(3) 0.47429(16) 0.2700(5) 0.0212(9) Uani 1 1 d . . . . .
H00D H 0.450159 0.467552 0.201652 0.025 Uiso 1 1 calc R U . . .
C9 C 0.7232(3) 0.49724(16) 0.4781(5) 0.0216(9) Uani 1 1 d . . . . .
C14 C 0.7182(3) 0.59688(16) 0.3755(5) 0.0232(9) Uani 1 1 d . . . . .
H00A H 0.764875 0.604192 0.492943 0.028 Uiso 1 1 calc R U . . .
H00B H 0.656990 0.625966 0.360869 0.028 Uiso 1 1 calc R U . . .
C10 C 0.5638(3) 0.52843(16) 0.2793(5) 0.0205(9) Uani 1 1 d . . . . .
C4 C 0.4249(3) 0.35724(16) 0.2687(5) 0.0211(9) Uani 1 1 d . . . . .
C2 C 0.6175(3) 0.32362(16) 0.3905(5) 0.0220(9) Uani 1 1 d . . . . .
C8 C 0.6817(3) 0.44304(17) 0.4669(5) 0.0220(9) Uani 1 1 d . . . . .
H00J H 0.722804 0.414247 0.535798 0.026 Uiso 1 1 calc R U . . .
C12 C 0.4997(4) 0.57600(17) 0.1813(6) 0.0249(9) Uani 1 1 d . . . . .
H00C H 0.430749 0.561056 0.111695 0.037 Uiso 1 1 calc R U . . .
H00E H 0.548942 0.594276 0.096593 0.037 Uiso 1 1 calc R U . . .
H00F H 0.477408 0.603826 0.271450 0.037 Uiso 1 1 calc R U . . .
C15 C 0.7938(4) 0.60102(17) 0.2163(6) 0.0257(10) Uani 1 1 d . . . . .
H00G H 0.846573 0.568153 0.217960 0.031 Uiso 1 1 calc R U . . .
H00H H 0.745693 0.600971 0.097639 0.031 Uiso 1 1 calc R U . . .
C16 C 0.9646(4) 0.64965(19) 0.3283(6) 0.0283(10) Uani 1 1 d . . . . .
C13 C 0.8291(4) 0.51134(18) 0.5973(6) 0.0281(10) Uani 1 1 d . . . . .
H00I H 0.884943 0.529291 0.522968 0.042 Uiso 1 1 calc R U . . .
H00K H 0.862212 0.476536 0.653013 0.042 Uiso 1 1 calc R U . . .
H00L H 0.810051 0.537478 0.694628 0.042 Uiso 1 1 calc R U . . .
C6 C 0.6508(4) 0.22020(17) 0.4168(6) 0.0311(10) Uani 1 1 d . . . . .
H00M H 0.608699 0.189413 0.471279 0.047 Uiso 1 1 calc R U . . .
H00N H 0.714347 0.232444 0.504356 0.047 Uiso 1 1 calc R U . . .
H00O H 0.681235 0.206748 0.303612 0.047 Uiso 1 1 calc R U . . .
C1 C 0.4619(4) 0.25504(17) 0.3077(6) 0.0252(10) Uani 1 1 d . . . . .
C5 C 0.2726(4) 0.28739(18) 0.1907(7) 0.0335(11) Uani 1 1 d . . . . .
H00P H 0.261041 0.297827 0.060321 0.050 Uiso 1 1 calc R U . . .
H00Q H 0.219670 0.309087 0.260650 0.050 Uiso 1 1 calc R U . . .
H00R H 0.257956 0.246755 0.204346 0.050 Uiso 1 1 calc R U . . .
C17 C 1.0230(4) 0.7054(2) 0.3388(8) 0.0444(13) Uani 1 1 d . . . . .
H00S H 1.096044 0.702032 0.414839 0.067 Uiso 1 1 calc R U . . .
H00T H 0.974054 0.733256 0.393710 0.067 Uiso 1 1 calc R U . . .
H00U H 1.037648 0.717722 0.214616 0.067 Uiso 1 1 calc R U . . .
C18 C 0.1124(5) 0.5972(3) 0.7952(7) 0.0507(14) Uani 1 1 d . . . . .
H00V H 0.088175 0.570903 0.693485 0.061 Uiso 1 1 calc R U . . .
H00W H 0.165407 0.625324 0.747587 0.061 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C18 1.752(5) . ?
Cl2 C18 1.711(5) . ?
O3 C4 1.247(5) . ?
O4 C16 1.358(5) . ?
O4 C15 1.444(5) . ?
O2 C2 1.229(5) . ?
O5 C16 1.205(5) . ?
O1 C1 1.219(5) . ?
N3 C10 1.372(5) . ?
N3 C9 1.373(5) . ?
N3 C14 1.480(5) . ?
N2 C1 1.370(5) . ?
N2 C4 1.402(5) . ?
N2 C5 1.469(5) . ?
N1 C1 1.377(5) . ?
N1 C2 1.407(5) . ?
N1 C6 1.473(5) . ?
C3 C4 1.430(6) . ?
C3 C2 1.444(6) . ?
C3 C7 1.449(5) . ?
C7 C8 1.411(6) . ?
C7 C11 1.418(5) . ?
C11 C10 1.367(5) . ?
C11 H00D 0.9500 . ?
C9 C8 1.367(6) . ?
C9 C13 1.487(6) . ?
C14 C15 1.522(6) . ?
C14 H00A 0.9900 . ?
C14 H00B 0.9900 . ?
C10 C12 1.496(5) . ?
C8 H00J 0.9500 . ?
C12 H00C 0.9800 . ?
C12 H00E 0.9800 . ?
C12 H00F 0.9800 . ?
C15 H00G 0.9900 . ?
C15 H00H 0.9900 . ?
C16 C17 1.480(6) . ?
C13 H00I 0.9800 . ?
C13 H00K 0.9800 . ?
C13 H00L 0.9800 . ?
C6 H00M 0.9800 . ?
C6 H00N 0.9800 . ?
C6 H00O 0.9800 . ?
C5 H00P 0.9800 . ?
C5 H00Q 0.9800 . ?
C5 H00R 0.9800 . ?
C17 H00S 0.9800 . ?
C17 H00T 0.9800 . ?
C17 H00U 0.9800 . ?
C18 H00V 0.9900 . ?
C18 H00W 0.9900 . ?

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 O4 C15 116.6(3) . . ?
C10 N3 C9 119.9(3) . . ?
C10 N3 C14 120.5(3) . . ?
C9 N3 C14 119.5(3) . . ?
C1 N2 C4 125.2(3) . . ?
C1 N2 C5 117.2(3) . . ?
C4 N2 C5 117.5(3) . . ?
C1 N1 C2 125.0(3) . . ?
C1 N1 C6 116.5(3) . . ?
C2 N1 C6 118.4(3) . . ?
C4 C3 C2 119.1(3) . . ?
C4 C3 C7 121.3(3) . . ?
C2 C3 C7 119.6(3) . . ?
C8 C7 C11 114.0(3) . . ?
C8 C7 C3 122.9(4) . . ?
C11 C7 C3 123.1(4) . . ?
C10 C11 C7 122.8(4) . . ?
C10 C11 H00D 118.6 . . ?
C7 C11 H00D 118.6 . . ?
C8 C9 N3 119.8(4) . . ?
C8 C9 C13 121.1(4) . . ?
N3 C9 C13 119.0(3) . . ?
N3 C14 C15 110.3(3) . . ?
N3 C14 H00A 109.6 . . ?
C15 C14 H00A 109.6 . . ?
N3 C14 H00B 109.6 . . ?
C15 C14 H00B 109.6 . . ?
H00A C14 H00B 108.1 . . ?
C11 C10 N3 120.1(3) . . ?
C11 C10 C12 120.9(4) . . ?
N3 C10 C12 119.0(3) . . ?
O3 C4 N2 116.3(3) . . ?
O3 C4 C3 126.1(4) . . ?
N2 C4 C3 117.6(3) . . ?
O2 C2 N1 116.3(3) . . ?
O2 C2 C3 126.5(4) . . ?
N1 C2 C3 117.1(3) . . ?
C9 C8 C7 123.2(4) . . ?
C9 C8 H00J 118.4 . . ?
C7 C8 H00J 118.4 . . ?
C10 C12 H00C 109.5 . . ?
C10 C12 H00E 109.5 . . ?
H00C C12 H00E 109.5 . . ?
C10 C12 H00F 109.5 . . ?
H00C C12 H00F 109.5 . . ?
H00E C12 H00F 109.5 . . ?
O4 C15 C14 108.2(3) . . ?
O4 C15 H00G 110.1 . . ?
C14 C15 H00G 110.1 . . ?
O4 C15 H00H 110.1 . . ?
C14 C15 H00H 110.1 . . ?
H00G C15 H00H 108.4 . . ?
O5 C16 O4 122.3(4) . . ?
O5 C16 C17 126.0(4) . . ?
O4 C16 C17 111.7(4) . . ?
C9 C13 H00I 109.5 . . ?
C9 C13 H00K 109.5 . . ?
H00I C13 H00K 109.5 . . ?
C9 C13 H00L 109.5 . . ?
H00I C13 H00L 109.5 . . ?
H00K C13 H00L 109.5 . . ?
N1 C6 H00M 109.5 . . ?
N1 C6 H00N 109.5 . . ?
H00M C6 H00N 109.5 . . ?
N1 C6 H00O 109.5 . . ?
H00M C6 H00O 109.5 . . ?
H00N C6 H00O 109.5 . . ?
O1 C1 N2 122.5(4) . . ?
O1 C1 N1 121.6(4) . . ?
N2 C1 N1 115.9(3) . . ?
N2 C5 H00P 109.5 . . ?
N2 C5 H00Q 109.5 . . ?
H00P C5 H00Q 109.5 . . ?
N2 C5 H00R 109.5 . . ?
H00P C5 H00R 109.5 . . ?
H00Q C5 H00R 109.5 . . ?
C16 C17 H00S 109.5 . . ?
C16 C17 H00T 109.5 . . ?
H00S C17 H00T 109.5 . . ?
C16 C17 H00U 109.5 . . ?
H00S C17 H00U 109.5 . . ?
H00T C17 H00U 109.5 . . ?
Cl2 C18 Cl1 113.8(3) . . ?
Cl2 C18 H00V 108.8 . . ?
Cl1 C18 H00V 108.8 . . ?
Cl2 C18 H00W 108.8 . . ?
Cl1 C18 H00W 108.8 . . ?
H00V C18 H00W 107.7 . . ?

_refine_diff_density_max         1.059
_refine_diff_density_min         -1.248
_refine_diff_density_rms         0.082

