# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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. 
# 
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data_Compound_14R
_database_code_depnum_ccdc_archive 'CCDC 2122389'
loop_
_audit_author_name
_audit_author_address
'Debashis Mondal'
;IISER Pune
India
;
_audit_update_record             
;
2021-11-16 deposited with the CCDC.	2022-07-20 downloaded from the CCDC.
;
_audit_creation_date             2021-06-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '(C25 H40 N2 O4)'
_chemical_formula_sum            'C25 H40 N2 O4'
_chemical_formula_weight         432.59
_chemical_melting_point          ?
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.3339(19)
_cell_length_b                   9.6044(18)
_cell_length_c                   14.535(3)
_cell_angle_alpha                81.540(6)
_cell_angle_beta                 78.191(6)
_cell_angle_gamma                89.814(6)
_cell_volume                     1261.1(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4670
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.29
_cell_measurement_theta_min      2.23
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6755
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1504 before and 0.0582 after correction.
The Ratio of minimum to maximum transmission is 0.9066.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.139
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Round
_exptl_crystal_F_000             550
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_av_unetI/netI     0.0737
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            16669
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        24.756
_diffrn_reflns_theta_max         24.756
_diffrn_reflns_theta_min         2.145
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2656
_reflns_number_total             4296
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.259
_refine_diff_density_min         -0.965
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4296
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1553
_refine_ls_R_factor_gt           0.0938
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0851P)²+3.6567P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2134
_refine_ls_wR_factor_ref         0.2500
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C12-C11
 1.507 with sigma of 0.02
 C9-C10
 1.507 with sigma of 0.02
 C12-C11 = C10-C9
 1.507 with sigma of 0.04
 C14-C13 \\sim C12-C11
 with sigma of 0.02
 C8-C7 \\sim C9-C10
 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 C16(H16), C6(H6), C5(H5)
3.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C17(H17A,H17B), C4(H4A,H4B), C8(H8A,H8B), C9(H9A,H9B), C12(H12A,
 H12B), C11(H11A,H11B), C10(H10A,H10B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), C20(H20), C19(H19), C21(H21), C23(H23), C22(H22)
3.d Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
O4 O 0.4147(3) 0.3039(3) 0.5582(2) 0.0343(8) Uani 1 1 d . . . . .
O2 O 0.4310(3) 0.9913(3) 0.2703(2) 0.0365(8) Uani 1 1 d . . . . .
O3 O 0.0896(3) 0.6343(3) 0.4161(2) 0.0433(9) Uani 1 1 d . . . . .
N1 N 0.3037(4) 0.7494(3) 0.4063(2) 0.0274(9) Uani 1 1 d . . . . .
H1 H 0.396968 0.741830 0.399674 0.033 Uiso 1 1 calc R . . . .
N2 N 0.2174(3) 0.4238(3) 0.5317(2) 0.0260(8) Uani 1 1 d . . . . .
H2 H 0.127859 0.443536 0.552815 0.031 Uiso 1 1 calc R . . . .
O1 O 0.3347(4) 0.9509(4) 0.1440(2) 0.0574(11) Uani 1 1 d . . . . .
C16 C 0.2948(4) 0.4938(4) 0.4390(3) 0.0261(10) Uani 1 1 d . . . . .
H16 H 0.396850 0.512218 0.441879 0.031 Uiso 1 1 calc R . . . .
C15 C 0.2211(4) 0.6336(4) 0.4192(3) 0.0285(10) Uani 1 1 d . . . . .
C24 C 0.2845(4) 0.3294(4) 0.5840(3) 0.0236(9) Uani 1 1 d . . . . .
C6 C 0.2422(5) 0.8891(4) 0.4031(3) 0.0286(10) Uani 1 1 d . . . . .
H6 H 0.135537 0.877658 0.422776 0.034 Uiso 1 1 calc R . . . .
C5 C 0.2770(5) 0.9728(5) 0.3039(3) 0.0326(11) Uani 1 1 d . . . . .
H5 H 0.232713 1.065356 0.305339 0.039 Uiso 1 1 calc R . . . .
C3 C 0.4576(5) 1.0114(4) 0.1690(3) 0.0342(11) Uani 1 1 d . . . . .
C7 C 0.2966(5) 0.9682(5) 0.4740(3) 0.0357(11) Uani 1 1 d D . . . .
H7A H 0.247614 1.057354 0.475383 0.043 Uiso 1 1 calc R . . . .
H7B H 0.400661 0.988773 0.451726 0.043 Uiso 1 1 calc R . . . .
C25 C 0.1928(5) 0.2578(5) 0.6757(3) 0.0349(11) Uani 1 1 d . . . . .
H25A H 0.194092 0.157662 0.676475 0.052 Uiso 1 1 calc GR . . . .
H25B H 0.093881 0.288797 0.681318 0.052 Uiso 1 1 calc GR . . . .
H25C H 0.231529 0.281038 0.727986 0.052 Uiso 1 1 calc GR . . . .
C17 C 0.2914(5) 0.4019(5) 0.3626(3) 0.0350(11) Uani 1 1 d . . . . .
H17A H 0.322053 0.308040 0.383712 0.042 Uiso 1 1 calc R . . . .
H17B H 0.191780 0.394164 0.353524 0.042 Uiso 1 1 calc R . . . .
C18 C 0.3898(5) 0.4607(4) 0.2693(3) 0.0337(11) Uani 1 1 d . . . . .
C20 C 0.3327(6) 0.5234(5) 0.1925(3) 0.0408(12) Uani 1 1 d . . . . .
H20 H 0.231803 0.528615 0.198171 0.049 Uiso 1 1 calc R . . . .
C19 C 0.5395(6) 0.4555(5) 0.2588(3) 0.0423(12) Uani 1 1 d . . . . .
H19 H 0.579316 0.414752 0.309695 0.051 Uiso 1 1 calc R . . . .
C4 C 0.2305(5) 0.9039(5) 0.2270(3) 0.0407(12) Uani 1 1 d . . . . .
H4A H 0.230293 0.802105 0.242300 0.049 Uiso 1 1 calc R . . . .
H4B H 0.133231 0.932333 0.219452 0.049 Uiso 1 1 calc R . . . .
C21 C 0.4251(7) 0.5778(5) 0.1080(3) 0.0524(15) Uani 1 1 d . . . . .
H21 H 0.386051 0.619965 0.057116 0.063 Uiso 1 1 calc R . . . .
C23 C 0.5734(7) 0.5703(5) 0.0985(4) 0.0539(15) Uani 1 1 d . . . . .
H23 H 0.634804 0.606147 0.041028 0.065 Uiso 1 1 calc R . . . .
C2 C 0.4678(7) 1.1656(5) 0.1291(4) 0.0557(16) Uani 1 1 d . . . . .
H2A H 0.379393 1.209923 0.154952 0.084 Uiso 1 1 calc GR . . . .
H2B H 0.480875 1.176458 0.061155 0.084 Uiso 1 1 calc GR . . . .
H2C H 0.549672 1.208697 0.145775 0.084 Uiso 1 1 calc GR . . . .
C22 C 0.6321(6) 0.5096(5) 0.1738(4) 0.0515(14) Uani 1 1 d . . . . .
H22 H 0.733096 0.505079 0.167767 0.062 Uiso 1 1 calc R . . . .
C8 C 0.2707(6) 0.8875(6) 0.5755(3) 0.0533(15) Uani 1 1 d D . . . .
H8A H 0.323333 0.800293 0.574136 0.064 Uiso 1 1 calc R . . . .
H8B H 0.312344 0.942979 0.614658 0.064 Uiso 1 1 calc R . . . .
C1 C 0.5942(6) 0.9347(6) 0.1343(4) 0.0534(14) Uani 1 1 d . . . . .
H1A H 0.674776 0.972029 0.155678 0.080 Uiso 1 1 calc GR . . . .
H1B H 0.614956 0.946793 0.066086 0.080 Uiso 1 1 calc GR . . . .
H1C H 0.579969 0.836246 0.159000 0.080 Uiso 1 1 calc GR . . . .
C9 C 0.1140(8) 0.8530(6) 0.6215(4) 0.079(2) Uani 1 1 d D . . . .
H9A H 0.073967 0.811414 0.574977 0.094 Uiso 1 1 calc R . . . .
H9B H 0.068468 0.943537 0.624895 0.094 Uiso 1 1 calc R . . . .
C12 C 0.0204(7) 0.7335(8) 0.8899(4) 0.077(2) Uani 1 1 d D . . . .
H12A H -0.084334 0.730839 0.892732 0.093 Uiso 1 1 calc R . . . .
H12B H 0.052279 0.637299 0.900089 0.093 Uiso 1 1 calc R . . . .
C14 C -0.0013(8) 0.7455(9) 1.0639(4) 0.091(3) Uani 1 1 d D . . . .
H14A H -0.104895 0.757144 1.082349 0.137 Uiso 1 1 calc GR . . . .
H14B H 0.048572 0.794630 1.101641 0.137 Uiso 1 1 calc GR . . . .
H14C H 0.019862 0.647220 1.073688 0.137 Uiso 1 1 calc GR . . . .
C11 C 0.1098(7) 0.8161(7) 0.7781(6) 0.104(3) Uani 1 1 d D . . . .
H11A H 0.096061 0.916986 0.770652 0.125 Uiso 1 1 calc R . . . .
H11B H 0.213694 0.797812 0.766364 0.125 Uiso 1 1 calc R . . . .
C10 C 0.0447(10) 0.7571(8) 0.7232(9) 0.222(9) Uani 1 1 d D . . . .
H10A H -0.060830 0.764501 0.740131 0.267 Uiso 1 1 calc R . . . .
H10B H 0.069518 0.658878 0.723450 0.267 Uiso 1 1 calc R . . . .
C13 C 0.0497(15) 0.8043(9) 0.9609(5) 0.187(7) Uani 1 1 d D . . . .
H13A H 0.009161 0.897185 0.951363 0.224 Uiso 1 1 calc R . . . .
H13B H 0.155112 0.817714 0.949749 0.224 Uiso 1 1 calc R . . . .


_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
O4 C24 1.231(5) . ?
O2 C5 1.423(5) . ?
O2 C3 1.427(5) . ?
O3 C15 1.237(5) . ?
N1 H1 0.8600 . ?
N1 C15 1.324(5) . ?
N1 C6 1.456(5) . ?
N2 H2 0.8600 . ?
N2 C16 1.458(5) . ?
N2 C24 1.335(5) . ?
O1 C3 1.421(5) . ?
O1 C4 1.403(6) . ?
C16 H16 0.9800 . ?
C16 C15 1.523(6) . ?
C16 C17 1.522(6) . ?
C24 C25 1.499(6) . ?
C6 H6 0.9800 . ?
C6 C5 1.516(6) . ?
C6 C7 1.531(6) . ?
C5 H5 0.9800 . ?
C5 C4 1.515(6) . ?
C3 C2 1.505(6) . ?
C3 C1 1.504(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.535(6) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.507(6) . ?
C18 C20 1.391(6) . ?
C18 C19 1.376(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(7) . ?
C19 H19 0.9300 . ?
C19 C22 1.385(7) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C21 H21 0.9300 . ?
C21 C23 1.365(8) . ?
C23 H23 0.9300 . ?
C23 C22 1.377(8) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C22 H22 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.495(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.632(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.742(8) . ?
C12 C13 1.387(10) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C14 C13 1.500(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.288(11) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?

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
C5 O2 C3 107.2(3) . . ?
C15 N1 H1 118.8 . . ?
C15 N1 C6 122.3(3) . . ?
C6 N1 H1 118.8 . . ?
C16 N2 H2 119.8 . . ?
C24 N2 H2 119.8 . . ?
C24 N2 C16 120.5(3) . . ?
C4 O1 C3 109.2(3) . . ?
N2 C16 H16 109.0 . . ?
N2 C16 C15 107.0(3) . . ?
N2 C16 C17 110.8(3) . . ?
C15 C16 H16 109.0 . . ?
C17 C16 H16 109.0 . . ?
C17 C16 C15 111.9(3) . . ?
O3 C15 N1 123.4(4) . . ?
O3 C15 C16 119.6(4) . . ?
N1 C15 C16 117.0(3) . . ?
O4 C24 N2 121.5(4) . . ?
O4 C24 C25 122.3(4) . . ?
N2 C24 C25 116.2(4) . . ?
N1 C6 H6 107.9 . . ?
N1 C6 C5 112.3(4) . . ?
N1 C6 C7 109.7(3) . . ?
C5 C6 H6 107.9 . . ?
C5 C6 C7 110.9(3) . . ?
C7 C6 H6 107.9 . . ?
O2 C5 C6 110.8(3) . . ?
O2 C5 H5 109.2 . . ?
O2 C5 C4 102.5(4) . . ?
C6 C5 H5 109.2 . . ?
C6 C5 C4 115.8(4) . . ?
C4 C5 H5 109.2 . . ?
O2 C3 C2 110.9(4) . . ?
O2 C3 C1 107.7(4) . . ?
O1 C3 O2 106.6(3) . . ?
O1 C3 C2 108.1(4) . . ?
O1 C3 C1 110.4(4) . . ?
C1 C3 C2 112.9(4) . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C6 C7 C8 114.0(4) . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C16 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C18 C17 C16 112.0(3) . . ?
C18 C17 H17A 109.2 . . ?
C18 C17 H17B 109.2 . . ?
C20 C18 C17 121.3(4) . . ?
C19 C18 C17 120.3(4) . . ?
C19 C18 C20 118.4(4) . . ?
C18 C20 H20 119.9 . . ?
C21 C20 C18 120.3(5) . . ?
C21 C20 H20 119.9 . . ?
C18 C19 H19 119.4 . . ?
C18 C19 C22 121.3(5) . . ?
C22 C19 H19 119.4 . . ?
O1 C4 C5 105.0(4) . . ?
O1 C4 H4A 110.7 . . ?
O1 C4 H4B 110.7 . . ?
C5 C4 H4A 110.7 . . ?
C5 C4 H4B 110.7 . . ?
H4A C4 H4B 108.8 . . ?
C20 C21 H21 119.7 . . ?
C23 C21 C20 120.6(5) . . ?
C23 C21 H21 119.7 . . ?
C21 C23 H23 120.0 . . ?
C21 C23 C22 120.1(5) . . ?
C22 C23 H23 120.0 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C19 C22 H22 120.3 . . ?
C23 C22 C19 119.4(5) . . ?
C23 C22 H22 120.3 . . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 C7 115.3(5) . . ?
C9 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
C3 C1 H1A 109.5 . . ?
C3 C1 H1B 109.5 . . ?
C3 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C8 C9 H9A 104.9 . . ?
C8 C9 H9B 104.9 . . ?
C8 C9 C10 129.5(6) . . ?
H9A C9 H9B 105.8 . . ?
C10 C9 H9A 104.9 . . ?
C10 C9 H9B 104.9 . . ?
H12A C12 H12B 108.0 . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.4 . . ?
C13 C12 C11 110.9(6) . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
C12 C11 H11A 111.5 . . ?
C12 C11 H11B 111.5 . . ?
H11A C11 H11B 109.3 . . ?
C10 C11 C12 101.4(7) . . ?
C10 C11 H11A 111.5 . . ?
C10 C11 H11B 111.5 . . ?
C9 C10 H10A 111.8 . . ?
C9 C10 H10B 111.8 . . ?
C11 C10 C9 99.7(7) . . ?
C11 C10 H10A 111.8 . . ?
C11 C10 H10B 111.8 . . ?
H10A C10 H10B 109.6 . . ?
C12 C13 C14 121.2(7) . . ?
C12 C13 H13A 107.0 . . ?
C12 C13 H13B 107.0 . . ?
C14 C13 H13A 107.0 . . ?
C14 C13 H13B 107.0 . . ?
H13A C13 H13B 106.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: THF : Nitrobenzene (10:1)'
####################################################################### 
# 
# 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_Compound_2R
_database_code_depnum_ccdc_archive 'CCDC 2122390'
loop_
_audit_author_name
_audit_author_address
'Debashis Mondal'
;IISER Pune
India
;
_audit_update_record             
;
2021-11-16 deposited with the CCDC.	2022-07-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H40 N2 O5'
_chemical_formula_weight         424.57

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           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   37.83(2)
_cell_length_b                   4.929(3)
_cell_length_c                   12.845(7)
_cell_angle_alpha                90
_cell_angle_beta                 97.014(13)
_cell_angle_gamma                90
_cell_volume                     2377(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1022
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      19.40

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_F_000             928.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            13714
_diffrn_reflns_av_unetI/netI     0.1475
_diffrn_reflns_av_R_equivalents  0.1223
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.085
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_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 0.964
_diffrn_reflns_point_group_measured_fraction_full 0.964
_reflns_number_total             4026
_reflns_number_gt                2420
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_max     0.917
_reflns_Friedel_fraction_full    0.917

_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-2016/6 (Sheldrick, 2016)'
_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)+(0.0749P)²] 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     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.032(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 629 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -1.7(10)
_chemical_absolute_configuration Chiral
_refine_ls_number_reflns         4026
_refine_ls_number_parameters     287
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1303
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_ref         0.1804
_refine_ls_wR_factor_gt          0.1355
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_refine_ls_shift/su_max          0.039
_refine_ls_shift/su_mean         0.003

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
O5 O 0.52318(11) 0.1188(9) 0.8501(3) 0.0287(12) Uani 1 1 d . . . . .
O1 O 0.56374(11) 0.6672(10) 0.3945(3) 0.0348(13) Uani 1 1 d . . . . .
H1 H 0.543398 0.725784 0.381321 0.052 Uiso 1 1 calc R U . . .
O4 O 0.58596(12) 0.8185(9) 0.7353(3) 0.0331(12) Uani 1 1 d . . . . .
O2 O 0.53301(13) 0.4052(14) 0.5628(4) 0.0418(16) Uani 1 1 d . . . . .
N1 N 0.59311(12) 0.3736(12) 0.7007(4) 0.0230(12) Uani 1 1 d . . . . .
H24 H 0.594836 0.212780 0.726806 0.028 Uiso 1 1 calc R U . . .
N2 N 0.54020(12) 0.5553(12) 0.8760(4) 0.0241(13) Uani 1 1 d . . . . .
H2A H 0.533533 0.718041 0.887836 0.029 Uiso 1 1 calc R U . . .
C21 C 0.51526(15) 0.3593(15) 0.8608(4) 0.0194(14) Uani 1 1 d . . . . .
C3 C 0.59744(14) 0.4096(14) 0.5899(4) 0.0204(14) Uani 1 1 d . . . . .
H3 H 0.599461 0.604227 0.576116 0.024 Uiso 1 1 calc R U . . .
C4 C 0.63143(14) 0.2708(14) 0.5650(4) 0.0231(15) Uani 1 1 d . . . . .
H4A H 0.629668 0.078203 0.578927 0.028 Uiso 1 1 calc R U . . .
H4B H 0.633289 0.292323 0.490772 0.028 Uiso 1 1 calc R U . . .
C12 C 0.58663(15) 0.5791(14) 0.7626(5) 0.0226(15) Uani 1 1 d . . . . .
C9 C 0.79973(14) 0.3610(16) 0.7006(5) 0.0297(17) Uani 1 1 d . . . . .
H9A H 0.798099 0.318925 0.773651 0.036 Uiso 1 1 calc R U . . .
H9B H 0.799477 0.556921 0.693581 0.036 Uiso 1 1 calc R U . . .
C15 C 0.64011(15) 0.6204(14) 0.9613(5) 0.0267(16) Uani 1 1 d . . . . .
C2 C 0.56423(14) 0.3011(14) 0.5221(4) 0.0256(17) Uani 1 1 d . . . . .
H2C H 0.564113 0.102625 0.526851 0.031 Uiso 1 1 calc R U . . .
C8 C 0.76721(14) 0.2471(16) 0.6346(5) 0.0305(17) Uani 1 1 d . . . . .
H8A H 0.767075 0.051386 0.642633 0.037 Uiso 1 1 calc R U . . .
H8B H 0.768869 0.286667 0.561423 0.037 Uiso 1 1 calc R U . . .
C22 C 0.47694(15) 0.4555(14) 0.8573(5) 0.0243(16) Uani 1 1 d . . . . .
H22A H 0.475268 0.580843 0.914740 0.029 Uiso 1 1 calc R U . . .
H22B H 0.470283 0.552974 0.792252 0.029 Uiso 1 1 calc R U . . .
C10 C 0.83518(15) 0.2548(16) 0.6724(5) 0.0324(17) Uani 1 1 d . . . . .
H10A H 0.835931 0.059415 0.681372 0.039 Uiso 1 1 calc R U . . .
H10B H 0.836836 0.293518 0.599109 0.039 Uiso 1 1 calc R U . . .
C5 C 0.66518(15) 0.3801(17) 0.6273(5) 0.0301(16) Uani 1 1 d . . . . .
H5A H 0.666266 0.574470 0.616229 0.036 Uiso 1 1 calc R U . . .
H5B H 0.663823 0.350076 0.701331 0.036 Uiso 1 1 calc R U . . .
C7 C 0.73250(14) 0.3599(17) 0.6634(5) 0.0312(16) Uani 1 1 d . . . . .
H7A H 0.731025 0.319676 0.736660 0.037 Uiso 1 1 calc R U . . .
H7B H 0.732949 0.555713 0.656129 0.037 Uiso 1 1 calc R U . . .
C6 C 0.69921(14) 0.2532(16) 0.5990(5) 0.0283(16) Uani 1 1 d . . . . .
H6A H 0.697992 0.058369 0.608724 0.034 Uiso 1 1 calc R U . . .
H6B H 0.700918 0.286781 0.525401 0.034 Uiso 1 1 calc R U . . .
C13 C 0.57831(14) 0.5026(14) 0.8730(5) 0.0221(15) Uani 1 1 d . . . . .
H13 H 0.583364 0.309765 0.886068 0.027 Uiso 1 1 calc R U . . .
C23 C 0.45082(15) 0.2231(15) 0.8650(5) 0.0288(16) Uani 1 1 d . . . . .
H23A H 0.453960 0.089418 0.812577 0.043 Uiso 1 1 calc R U . . .
H23B H 0.426898 0.291512 0.854073 0.043 Uiso 1 1 calc R U . . .
H23C H 0.455153 0.141833 0.933335 0.043 Uiso 1 1 calc R U . . .
C16 C 0.66095(16) 0.7644(16) 0.8985(5) 0.0363(19) Uani 1 1 d . . . . .
H16 H 0.650555 0.897585 0.853481 0.044 Uiso 1 1 calc R U . . .
C20 C 0.65606(17) 0.4230(16) 1.0269(5) 0.0375(19) Uani 1 1 d . . . . .
H20 H 0.642449 0.324105 1.069092 0.045 Uiso 1 1 calc R U . . .
C11 C 0.86682(16) 0.3795(18) 0.7388(5) 0.0367(19) Uani 1 1 d . . . . .
H11A H 0.867390 0.571124 0.725589 0.055 Uiso 1 1 calc R U . . .
H11B H 0.888358 0.297810 0.721272 0.055 Uiso 1 1 calc R U . . .
H11C H 0.864793 0.348836 0.811622 0.055 Uiso 1 1 calc R U . . .
C17 C 0.69711(17) 0.7114(18) 0.9024(6) 0.042(2) Uani 1 1 d . . . . .
H17 H 0.710879 0.808528 0.860082 0.051 Uiso 1 1 calc R U . . .
C14 C 0.60051(15) 0.6745(15) 0.9562(5) 0.0285(17) Uani 1 1 d . . . . .
H14A H 0.596042 0.864943 0.940783 0.034 Uiso 1 1 calc R U . . .
H14B H 0.592950 0.636824 1.024221 0.034 Uiso 1 1 calc R U . . .
C1 C 0.56259(17) 0.3803(16) 0.4095(5) 0.0308(16) Uani 1 1 d . . . . .
H1A H 0.582430 0.297665 0.380103 0.037 Uiso 1 1 calc R U . . .
H1B H 0.540782 0.309690 0.371584 0.037 Uiso 1 1 calc R U . . .
C18 C 0.71255(18) 0.5140(17) 0.9694(6) 0.043(2) Uani 1 1 d . . . . .
H18 H 0.736812 0.478848 0.972720 0.051 Uiso 1 1 calc R U . . .
C19 C 0.69215(17) 0.3701(18) 1.0307(6) 0.0413(19) Uani 1 1 d . . . . .
H19 H 0.702563 0.235899 1.075230 0.050 Uiso 1 1 calc R U . . .
O3 O 0.49354(14) 0.8838(15) 0.3640(5) 0.0457(15) Uani 1 1 d . . . . .
H25 H 0.487(3) 0.95(3) 0.305(9) 0.14(6) Uiso 1 1 d . . . . .
H26 H 0.481(2) 0.72(2) 0.383(6) 0.06(3) Uiso 1 1 d . . . . .
H27 H 0.522(3) 0.28(3) 0.565(9) 0.11(5) 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
O5 C21 1.235(8) . ?
O1 C1 1.429(9) . ?
O1 H1 0.8200 . ?
O4 C12 1.230(8) . ?
O2 C2 1.443(8) . ?
O2 H27 0.73(12) . ?
N1 C12 1.329(8) . ?
N1 C3 1.463(7) . ?
N1 H24 0.8600 . ?
N2 C21 1.348(8) . ?
N2 C13 1.470(7) . ?
N2 H2A 0.8600 . ?
C21 C22 1.521(8) . ?
C3 C4 1.524(8) . ?
C3 C2 1.535(8) . ?
C3 H3 0.9800 . ?
C4 C5 1.520(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C12 C13 1.537(8) . ?
C9 C8 1.514(8) . ?
C9 C10 1.524(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C15 C20 1.377(10) . ?
C15 C16 1.390(9) . ?
C15 C14 1.515(8) . ?
C2 C1 1.492(8) . ?
C2 H2C 0.9800 . ?
C8 C7 1.513(8) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C22 C23 1.524(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C10 C11 1.513(9) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C5 C6 1.515(8) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C7 C6 1.514(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C13 C14 1.531(9) . ?
C13 H13 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C16 C17 1.388(9) . ?
C16 H16 0.9300 . ?
C20 C19 1.385(9) . ?
C20 H20 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C17 C18 1.380(11) . ?
C17 H17 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C18 C19 1.366(10) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
O3 H25 0.84(12) . ?
O3 H26 0.98(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 H1 109.5 . . ?
C2 O2 H27 102(10) . . ?
C12 N1 C3 122.7(6) . . ?
C12 N1 H24 118.6 . . ?
C3 N1 H24 118.6 . . ?
C21 N2 C13 122.8(6) . . ?
C21 N2 H2A 118.6 . . ?
C13 N2 H2A 118.6 . . ?
O5 C21 N2 121.9(5) . . ?
O5 C21 C22 122.7(6) . . ?
N2 C21 C22 115.4(6) . . ?
N1 C3 C4 110.3(5) . . ?
N1 C3 C2 109.2(5) . . ?
C4 C3 C2 112.2(5) . . ?
N1 C3 H3 108.4 . . ?
C4 C3 H3 108.4 . . ?
C2 C3 H3 108.4 . . ?
C5 C4 C3 114.0(5) . . ?
C5 C4 H4A 108.8 . . ?
C3 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C3 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
O4 C12 N1 124.0(6) . . ?
O4 C12 C13 120.0(6) . . ?
N1 C12 C13 116.0(6) . . ?
C8 C9 C10 114.7(6) . . ?
C8 C9 H9A 108.6 . . ?
C10 C9 H9A 108.6 . . ?
C8 C9 H9B 108.6 . . ?
C10 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C20 C15 C16 118.6(6) . . ?
C20 C15 C14 120.5(6) . . ?
C16 C15 C14 120.9(6) . . ?
O2 C2 C1 108.6(5) . . ?
O2 C2 C3 108.6(5) . . ?
C1 C2 C3 113.1(5) . . ?
O2 C2 H2C 108.8 . . ?
C1 C2 H2C 108.8 . . ?
C3 C2 H2C 108.8 . . ?
C9 C8 C7 113.4(6) . . ?
C9 C8 H8A 108.9 . . ?
C7 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
C7 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
C23 C22 C21 112.8(6) . . ?
C23 C22 H22A 109.0 . . ?
C21 C22 H22A 109.0 . . ?
C23 C22 H22B 109.0 . . ?
C21 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C11 C10 C9 112.7(6) . . ?
C11 C10 H10A 109.1 . . ?
C9 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C6 C5 C4 114.3(6) . . ?
C6 C5 H5A 108.7 . . ?
C4 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
C4 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C6 C7 C8 115.3(6) . . ?
C6 C7 H7A 108.4 . . ?
C8 C7 H7A 108.4 . . ?
C6 C7 H7B 108.4 . . ?
C8 C7 H7B 108.4 . . ?
H7A C7 H7B 107.5 . . ?
C7 C6 C5 113.6(6) . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
N2 C13 C14 109.9(5) . . ?
N2 C13 C12 107.0(4) . . ?
C14 C13 C12 110.6(5) . . ?
N2 C13 H13 109.8 . . ?
C14 C13 H13 109.8 . . ?
C12 C13 H13 109.8 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C16 C15 120.7(7) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C15 C20 C19 120.7(7) . . ?
C15 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C18 C17 C16 119.7(7) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C15 C14 C13 112.8(5) . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
O1 C1 C2 113.1(6) . . ?
O1 C1 H1A 109.0 . . ?
C2 C1 H1A 109.0 . . ?
O1 C1 H1B 109.0 . . ?
C2 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C19 C18 C17 120.0(7) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C19 C20 120.4(8) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
H25 O3 H26 116(10) . . ?

_refine_diff_density_max         0.449
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.119



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol : Water (10 : 1)'
