# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_AqC6
_audit_block_doi                 10.5517/ccdc.csd.cc26tgp6
_database_code_depnum_ccdc_archive 'CCDC 2050268'
loop_
_audit_author_name
_audit_author_address
'Goudappagouda gc.patil'
;National chemical laboratory
India
;
_audit_update_record             
;
2020-12-15 deposited with the CCDC.	2021-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H30 N2 O4'
_chemical_formula_sum            'C26 H30 N2 O4'
_chemical_formula_weight         434.22

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/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                   5.2406(7)
_cell_length_b                   6.5334(8)
_cell_length_c                   31.137(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.691(5)
_cell_angle_gamma                90
_cell_volume                     1065.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3698
_cell_measurement_theta_min      3.19
_cell_measurement_theta_max      28.20

_exptl_crystal_description       Needles
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_F_000             422
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.091
_shelx_estimated_absorpt_T_min   0.973
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.973
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_process_details   'SADABS (BRUKER, 2016'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4659
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.618
_diffrn_reflns_theta_max         28.363
_diffrn_reflns_theta_full        25.242
_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             2477
_reflns_number_gt                1814
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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+0.3251P] 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         2477
_refine_ls_number_parameters     146
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0708
_refine_ls_wR_factor_ref         0.1926
_refine_ls_wR_factor_gt          0.1768
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_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 0.0795(3) 0.1866(2) 0.46588(6) 0.0155(4) Uani 1 1 d . . . . .
O2 O 0.3256(4) -0.7303(3) 0.36147(7) 0.0234(5) Uani 1 1 d . . . . .
N2 N 0.6269(4) -0.6504(3) 0.41366(7) 0.0138(5) Uani 1 1 d . . . . .
H2 H 0.768087 -0.696280 0.426286 0.017 Uiso 1 1 calc R U . . .
C20 C 0.6643(4) -0.3770(4) 0.46467(8) 0.0119(5) Uani 1 1 d . . . . .
H20 H 0.812475 -0.441797 0.476578 0.014 Uiso 1 1 calc R U . . .
C16 C 0.2713(4) 0.1010(4) 0.48136(8) 0.0117(5) Uani 1 1 d . . . . .
C17 C 0.2307(4) -0.1895(4) 0.43040(8) 0.0143(5) Uani 1 1 d . . . . .
H17 H 0.082188 -0.124961 0.418571 0.017 Uiso 1 1 calc R U . . .
C19 C 0.5301(4) -0.4686(3) 0.42982(8) 0.0123(5) Uani 1 1 d . . . . .
C18 C 0.3085(5) -0.3729(4) 0.41303(9) 0.0156(5) Uani 1 1 d . . . . .
H18 H 0.213296 -0.433783 0.389953 0.019 Uiso 1 1 calc R U . . .
C15 C 0.3619(4) -0.0957(3) 0.46462(8) 0.0119(5) Uani 1 1 d . . . . .
C23 C 0.6005(4) -1.0704(4) 0.33040(8) 0.0150(5) Uani 1 1 d . . . . .
H23A H 0.595913 -0.981235 0.304685 0.018 Uiso 1 1 calc R U . . .
H23B H 0.424672 -1.119088 0.335157 0.018 Uiso 1 1 calc R U . . .
C14 C 0.5824(4) -0.1938(3) 0.48172(8) 0.0118(5) Uani 1 1 d . . . . .
C22 C 0.6949(4) -0.9479(3) 0.36922(8) 0.0136(5) Uani 1 1 d . . . . .
H22A H 0.706834 -1.040169 0.394423 0.016 Uiso 1 1 calc R U . . .
H22B H 0.868942 -0.896984 0.363793 0.016 Uiso 1 1 calc R U . . .
C24 C 0.7744(5) -1.2544(4) 0.32253(9) 0.0164(5) Uani 1 1 d . . . . .
H24A H 0.948104 -1.203965 0.316689 0.020 Uiso 1 1 calc R U . . .
H24B H 0.785752 -1.338332 0.348982 0.020 Uiso 1 1 calc R U . . .
C21 C 0.5275(5) -0.7685(4) 0.37994(8) 0.0146(5) Uani 1 1 d . . . . .
C25 C 0.6829(5) -1.3894(4) 0.28524(9) 0.0182(6) Uani 1 1 d . . . . .
H25A H 0.660026 -1.304215 0.259115 0.022 Uiso 1 1 calc R U . . .
H25B H 0.514977 -1.448895 0.291942 0.022 Uiso 1 1 calc R U . . .
C26 C 0.8700(5) -1.5621(4) 0.27627(9) 0.0223(6) Uani 1 1 d . . . . .
H26A H 1.032930 -1.503893 0.267598 0.033 Uiso 1 1 calc R U . . .
H26B H 0.799774 -1.648915 0.253133 0.033 Uiso 1 1 calc R U . . .
H26C H 0.897349 -1.644379 0.302314 0.033 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C16 1.236(3) . ?
O2 C21 1.215(3) . ?
N2 C21 1.391(3) . ?
N2 C19 1.392(3) . ?
N2 H2 0.8800 . ?
C20 C14 1.383(3) . ?
C20 C19 1.409(3) . ?
C20 H20 0.9500 . ?
C16 C15 1.470(3) . ?
C16 C14 1.492(3) 3_656 ?
C17 C18 1.381(3) . ?
C17 C15 1.393(3) . ?
C17 H17 0.9500 . ?
C19 C18 1.406(3) . ?
C18 H18 0.9500 . ?
C15 C14 1.412(3) . ?
C23 C22 1.520(3) . ?
C23 C24 1.532(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C22 C21 1.508(3) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C24 C25 1.524(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.526(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 N2 C19 127.8(2) . . ?
C21 N2 H2 116.1 . . ?
C19 N2 H2 116.1 . . ?
C14 C20 C19 120.6(2) . . ?
C14 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
O1 C16 C15 121.7(2) . . ?
O1 C16 C14 120.7(2) . 3_656 ?
C15 C16 C14 117.67(19) . 3_656 ?
C18 C17 C15 122.4(2) . . ?
C18 C17 H17 118.8 . . ?
C15 C17 H17 118.8 . . ?
N2 C19 C18 123.4(2) . . ?
N2 C19 C20 117.5(2) . . ?
C18 C19 C20 119.1(2) . . ?
C17 C18 C19 119.4(2) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C17 C15 C14 117.9(2) . . ?
C17 C15 C16 119.9(2) . . ?
C14 C15 C16 122.2(2) . . ?
C22 C23 C24 111.0(2) . . ?
C22 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
C22 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C20 C14 C15 120.6(2) . . ?
C20 C14 C16 119.3(2) . 3_656 ?
C15 C14 C16 120.1(2) . 3_656 ?
C21 C22 C23 114.1(2) . . ?
C21 C22 H22A 108.7 . . ?
C23 C22 H22A 108.7 . . ?
C21 C22 H22B 108.7 . . ?
C23 C22 H22B 108.7 . . ?
H22A C22 H22B 107.6 . . ?
C25 C24 C23 113.6(2) . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C23 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
O2 C21 N2 123.0(2) . . ?
O2 C21 C22 124.0(2) . . ?
N2 C21 C22 113.0(2) . . ?
C24 C25 C26 112.2(2) . . ?
C24 C25 H25A 109.2 . . ?
C26 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
C26 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?

_refine_diff_density_max         0.385
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.065

