# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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. 
# 
#######################################################################

data_antphg_gd_bhm_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2119283'
loop_
_audit_author_name
_audit_author_address
'GOBINDA DOLAI'
;CCDC
India
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H24 N2 O5'
_chemical_formula_sum            'C21 H24 N2 O5'
_chemical_formula_weight         384.42

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'

_symmetry_cell_setting           Monoclinic'
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   9.9889(9)
_cell_length_b                   10.8567(12)
_cell_length_c                   9.9953(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.531(3)
_cell_angle_gamma                90.00
_cell_volume                     1044.38(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4790
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      21.31

_exptl_crystal_description       niddle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             408
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   none

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24291
_diffrn_reflns_av_R_equivalents  0.0884
_diffrn_reflns_av_sigmaI/netI    0.0583
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.12
_diffrn_reflns_theta_max         24.99
_reflns_number_total             3657
_reflns_number_gt                2708
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.1716P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.039(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.3(15)
_refine_ls_number_reflns         3657
_refine_ls_number_parameters     258
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1499
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   0.869
_refine_ls_restrained_S_all      0.868
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.1728(2) 0.7174(2) 0.5522(2) 0.0638(6) Uani 1 1 d . . .
O3 O 0.3788(2) 0.4280(2) 0.7681(2) 0.0653(6) Uani 1 1 d . . .
O2 O 0.2268(2) 0.6884(2) 0.3481(2) 0.0660(6) Uani 1 1 d . . .
N1 N 0.2836(2) 0.5497(2) 0.5260(2) 0.0535(6) Uani 1 1 d . . .
H1 H 0.2884 0.5424 0.6128 0.064 Uiso 1 1 calc R . .
N2 N 0.5685(2) 0.3180(2) 0.7761(2) 0.0527(6) Uani 1 1 d . . .
H2 H 0.6169 0.2766 0.7325 0.063 Uiso 1 1 calc R . .
O5 O 0.6384(3) 0.4817(3) 1.0957(3) 0.0922(9) Uani 1 1 d . . .
O4 O 0.6826(3) 0.5397(3) 0.8982(3) 0.0921(9) Uani 1 1 d . . .
C5 C 0.2277(3) 0.6560(3) 0.4646(3) 0.0525(7) Uani 1 1 d . . .
C12 C 0.4497(3) 0.3712(3) 0.7056(3) 0.0508(7) Uani 1 1 d . . .
C6 C 0.3347(3) 0.4501(3) 0.4652(3) 0.0538(7) Uani 1 1 d . . .
C13 C 0.6161(3) 0.3301(3) 0.9268(3) 0.0508(7) Uani 1 1 d . . .
H13 H 0.5420 0.3016 0.9667 0.061 Uiso 1 1 calc R . .
C20 C 0.6474(3) 0.4630(3) 0.9671(4) 0.0626(9) Uani 1 1 d . . .
C1 C 0.0981(4) 0.8343(3) 0.5126(3) 0.0672(9) Uani 1 1 d . . .
C11 C 0.4105(3) 0.3578(3) 0.5519(3) 0.0533(7) Uani 1 1 d . . .
C14 C 0.7437(3) 0.2506(3) 0.9836(3) 0.0504(7) Uani 1 1 d . . .
C10 C 0.4478(3) 0.2518(4) 0.4916(4) 0.0716(10) Uani 1 1 d . . .
H10 H 0.4938 0.1885 0.5482 0.086 Uiso 1 1 calc R . .
C15 C 0.8712(3) 0.2872(3) 0.9705(4) 0.0679(9) Uani 1 1 d . . .
H15 H 0.8796 0.3609 0.9259 0.082 Uiso 1 1 calc R . .
C7 C 0.3086(4) 0.4372(4) 0.3223(3) 0.0736(10) Uani 1 1 d . . .
H7 H 0.2622 0.4992 0.2636 0.088 Uiso 1 1 calc R . .
C19 C 0.7343(4) 0.1441(4) 1.0507(4) 0.0724(10) Uani 1 1 d . . .
H19 H 0.6485 0.1193 1.0609 0.087 Uiso 1 1 calc R . .
C9 C 0.4175(4) 0.2395(5) 0.3495(4) 0.0936(14) Uani 1 1 d . . .
H9 H 0.4419 0.1682 0.3101 0.112 Uiso 1 1 calc R . .
C8 C 0.3514(4) 0.3329(5) 0.2674(4) 0.0902(13) Uani 1 1 d . . .
H8 H 0.3346 0.3262 0.1715 0.108 Uiso 1 1 calc R . .
C17 C 0.9761(5) 0.1095(5) 1.0921(4) 0.0907(13) Uani 1 1 d . . .
H17 H 1.0551 0.0630 1.1309 0.109 Uiso 1 1 calc R . .
C2 C 0.0567(5) 0.8674(4) 0.6426(4) 0.0881(12) Uani 1 1 d . . .
H2A H -0.0052 0.8057 0.6605 0.132 Uiso 1 1 calc R . .
H2B H 0.0108 0.9459 0.6304 0.132 Uiso 1 1 calc R . .
H2C H 0.1381 0.8716 0.7197 0.132 Uiso 1 1 calc R . .
C16 C 0.9860(4) 0.2154(4) 1.0230(4) 0.0823(12) Uani 1 1 d . . .
H16 H 1.0716 0.2393 1.0112 0.099 Uiso 1 1 calc R . .
C18 C 0.8496(5) 0.0716(5) 1.1043(5) 0.0979(14) Uani 1 1 d . . .
H18 H 0.8412 -0.0023 1.1483 0.118 Uiso 1 1 calc R . .
C4 C -0.0272(5) 0.8099(5) 0.3919(4) 0.1086(17) Uani 1 1 d . . .
H4A H 0.0029 0.7897 0.3110 0.163 Uiso 1 1 calc R . .
H4B H -0.0847 0.8821 0.3737 0.163 Uiso 1 1 calc R . .
H4C H -0.0793 0.7423 0.4142 0.163 Uiso 1 1 calc R . .
C3 C 0.1957(6) 0.9284(5) 0.4807(6) 0.1140(17) Uani 1 1 d . . .
H3A H 0.2796 0.9305 0.5551 0.171 Uiso 1 1 calc R . .
H3B H 0.1524 1.0080 0.4710 0.171 Uiso 1 1 calc R . .
H3C H 0.2174 0.9067 0.3958 0.171 Uiso 1 1 calc R . .
C21 C 0.6818(8) 0.6010(4) 1.1536(6) 0.145(3) Uani 1 1 d . . .
H21A H 0.7814 0.6046 1.1821 0.217 Uiso 1 1 calc R . .
H21B H 0.6461 0.6149 1.2324 0.217 Uiso 1 1 calc R . .
H21C H 0.6468 0.6632 1.0848 0.217 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
O1 C5 1.330(4) . ?
O1 C1 1.472(4) . ?
O3 C12 1.228(3) . ?
O2 C5 1.215(4) . ?
N1 C5 1.356(4) . ?
N1 C6 1.401(4) . ?
N1 H1 0.8600 . ?
N2 C12 1.338(3) . ?
N2 C13 1.459(4) . ?
N2 H2 0.8600 . ?
O5 C20 1.328(4) . ?
O5 C21 1.437(6) . ?
O4 C20 1.192(4) . ?
C12 C11 1.487(4) . ?
C6 C7 1.389(4) . ?
C6 C11 1.407(4) . ?
C13 C20 1.508(5) . ?
C13 C14 1.518(4) . ?
C13 H13 0.9800 . ?
C1 C3 1.504(6) . ?
C1 C2 1.509(5) . ?
C1 C4 1.511(6) . ?
C11 C10 1.395(5) . ?
C14 C19 1.352(5) . ?
C14 C15 1.374(4) . ?
C10 C9 1.377(5) . ?
C10 H10 0.9300 . ?
C15 C16 1.370(5) . ?
C15 H15 0.9300 . ?
C7 C8 1.375(6) . ?
C7 H7 0.9300 . ?
C19 C18 1.379(5) . ?
C19 H19 0.9300 . ?
C9 C8 1.359(6) . ?
C9 H9 0.9300 . ?
C8 H8 0.9300 . ?
C17 C16 1.358(6) . ?
C17 C18 1.365(6) . ?
C17 H17 0.9300 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C16 H16 0.9300 . ?
C18 H18 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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 O1 C1 121.6(2) . . ?
C5 N1 C6 127.9(2) . . ?
C5 N1 H1 116.0 . . ?
C6 N1 H1 116.0 . . ?
C12 N2 C13 120.2(2) . . ?
C12 N2 H2 119.9 . . ?
C13 N2 H2 119.9 . . ?
C20 O5 C21 115.8(4) . . ?
O2 C5 O1 126.0(3) . . ?
O2 C5 N1 125.2(3) . . ?
O1 C5 N1 108.8(3) . . ?
O3 C12 N2 120.0(3) . . ?
O3 C12 C11 123.1(3) . . ?
N2 C12 C11 116.9(3) . . ?
C7 C6 N1 122.3(3) . . ?
C7 C6 C11 119.0(3) . . ?
N1 C6 C11 118.7(3) . . ?
N2 C13 C20 110.4(2) . . ?
N2 C13 C14 110.1(2) . . ?
C20 C13 C14 110.6(3) . . ?
N2 C13 H13 108.6 . . ?
C20 C13 H13 108.6 . . ?
C14 C13 H13 108.6 . . ?
O4 C20 O5 124.0(3) . . ?
O4 C20 C13 125.9(3) . . ?
O5 C20 C13 110.0(3) . . ?
O1 C1 C3 109.4(3) . . ?
O1 C1 C2 102.1(3) . . ?
C3 C1 C2 111.3(4) . . ?
O1 C1 C4 108.4(3) . . ?
C3 C1 C4 113.3(4) . . ?
C2 C1 C4 111.7(3) . . ?
C10 C11 C6 118.9(3) . . ?
C10 C11 C12 120.1(3) . . ?
C6 C11 C12 121.1(3) . . ?
C19 C14 C15 119.0(3) . . ?
C19 C14 C13 120.6(3) . . ?
C15 C14 C13 120.4(3) . . ?
C9 C10 C11 121.0(4) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C8 C7 C6 120.0(4) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C14 C19 C18 121.2(4) . . ?
C14 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C8 C9 C10 119.2(4) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 H9 120.4 . . ?
C9 C8 C7 121.7(3) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C16 C17 C18 119.7(4) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C17 C18 C19 119.3(4) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.034
####################################################################### 
# 
# 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_l_ph_y_ome_bkp_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2119285'
loop_
_audit_author_name
_audit_author_address
'GOBINDA DOLAI'
;CCDC
India
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H24 N2 O5'
_chemical_formula_sum            'C21 H24 N2 O5'
_chemical_formula_weight         384.42

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'

_symmetry_cell_setting           Triclinic'
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5740(6)
_cell_length_b                   10.9521(7)
_cell_length_c                   11.4570(8)
_cell_angle_alpha                109.580(2)
_cell_angle_beta                 98.665(2)
_cell_angle_gamma                117.163(2)
_cell_volume                     1036.68(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2799
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      21.98

_exptl_crystal_description       niddle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15191
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_sigmaI/netI    0.0655
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3648
_reflns_number_gt                2224
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.1128P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3648
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.1981
_refine_ls_wR_factor_gt          0.1659
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.5812(2) 0.5342(2) 0.3748(2) 0.0606(6) Uani 1 1 d . . .
O1 O 0.1131(2) 0.3452(2) 0.3824(2) 0.0634(6) Uani 1 1 d . . .
O5 O 0.6134(3) 0.7380(2) -0.0795(2) 0.0652(6) Uani 1 1 d . . .
O4 O 0.5292(3) 0.7657(2) 0.0869(2) 0.0651(6) Uani 1 1 d . . .
O2 O 0.1294(2) 0.4683(3) 0.2558(2) 0.0715(7) Uani 1 1 d . . .
N2 N 0.5926(2) 0.6624(2) 0.2527(2) 0.0470(6) Uani 1 1 d . . .
H2 H 0.5601 0.7159 0.2357 0.056 Uiso 1 1 calc R . .
N1 N 0.3352(3) 0.5416(3) 0.4196(2) 0.0544(7) Uani 1 1 d . . .
H1 H 0.3662 0.5278 0.4851 0.065 Uiso 1 1 calc R . .
C13 C 0.5455(3) 0.6109(3) 0.3394(3) 0.0439(7) Uani 1 1 d . . .
C19 C 0.6891(3) 0.6672(3) 0.0747(3) 0.0441(7) Uani 1 1 d . . .
C14 C 0.6874(3) 0.6403(3) 0.1866(3) 0.0440(7) Uani 1 1 d . . .
C20 C 0.6020(3) 0.7273(3) 0.0306(3) 0.0470(7) Uani 1 1 d . . .
C5 C 0.1868(3) 0.4524(3) 0.3440(3) 0.0475(7) Uani 1 1 d . . .
C6 C 0.4453(3) 0.6604(3) 0.3949(3) 0.0452(7) Uani 1 1 d . . .
H6 H 0.3894 0.6722 0.3276 0.054 Uiso 1 1 calc R . .
C7 C 0.5401(3) 0.8144(3) 0.5194(3) 0.0470(7) Uani 1 1 d . . .
C18 C 0.7798(3) 0.6399(3) 0.0064(3) 0.0569(8) Uani 1 1 d . . .
H18 H 0.7808 0.6561 -0.0682 0.068 Uiso 1 1 calc R . .
C15 C 0.7806(3) 0.5935(3) 0.2287(3) 0.0565(8) Uani 1 1 d . . .
H15 H 0.7832 0.5789 0.3042 0.068 Uiso 1 1 calc R . .
C8 C 0.4682(4) 0.8817(4) 0.5765(3) 0.0660(9) Uani 1 1 d . . .
H8 H 0.3632 0.8318 0.5373 0.079 Uiso 1 1 calc R . .
C16 C 0.8682(4) 0.5692(4) 0.1587(4) 0.0666(9) Uani 1 1 d . . .
H16 H 0.9300 0.5382 0.1877 0.080 Uiso 1 1 calc R . .
C17 C 0.8669(4) 0.5898(4) 0.0466(3) 0.0673(9) Uani 1 1 d . . .
H17 H 0.9247 0.5698 -0.0013 0.081 Uiso 1 1 calc R . .
C9 C 0.5471(6) 1.0205(5) 0.6896(4) 0.0817(11) Uani 1 1 d . . .
H9 H 0.4956 1.0629 0.7271 0.098 Uiso 1 1 calc R . .
C1 C -0.0438(4) 0.2209(4) 0.3079(4) 0.0790(11) Uani 1 1 d . . .
C12 C 0.6939(4) 0.8917(4) 0.5784(4) 0.0899(13) Uani 1 1 d . . .
H12 H 0.7459 0.8491 0.5424 0.108 Uiso 1 1 calc R . .
C21 C 0.5353(5) 0.7998(4) -0.1294(3) 0.0838(12) Uani 1 1 d . . .
H21A H 0.4326 0.7493 -0.1312 0.126 Uiso 1 1 calc R . .
H21B H 0.5336 0.7824 -0.2177 0.126 Uiso 1 1 calc R . .
H21C H 0.5878 0.9087 -0.0724 0.126 Uiso 1 1 calc R . .
C10 C 0.6985(6) 1.0945(4) 0.7455(4) 0.0962(13) Uani 1 1 d . . .
H10 H 0.7525 1.1888 0.8220 0.115 Uiso 1 1 calc R . .
C3 C -0.0782(4) 0.1255(5) 0.3817(5) 0.0983(13) Uani 1 1 d . . .
H3A H -0.0187 0.0803 0.3758 0.147 Uiso 1 1 calc R . .
H3B H -0.1847 0.0451 0.3428 0.147 Uiso 1 1 calc R . .
H3C H -0.0533 0.1903 0.4733 0.147 Uiso 1 1 calc R . .
C11 C 0.7737(5) 1.0320(5) 0.6904(5) 0.1184(18) Uani 1 1 d . . .
H11 H 0.8792 1.0843 0.7287 0.142 Uiso 1 1 calc R . .
C4 C -0.1459(5) 0.2768(8) 0.3007(8) 0.194(4) Uani 1 1 d . . .
H4A H -0.1255 0.3482 0.3885 0.291 Uiso 1 1 calc R . .
H4B H -0.2499 0.1910 0.2634 0.291 Uiso 1 1 calc R . .
H4C H -0.1289 0.3279 0.2457 0.291 Uiso 1 1 calc R . .
C2 C -0.0526(8) 0.1270(6) 0.1718(6) 0.194(3) Uani 1 1 d . . .
H2A H -0.0176 0.1916 0.1292 0.291 Uiso 1 1 calc R . .
H2B H -0.1562 0.0428 0.1190 0.291 Uiso 1 1 calc R . .
H2C H 0.0105 0.0872 0.1809 0.291 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
O3 C13 1.218(3) . ?
O1 C5 1.340(3) . ?
O1 C1 1.438(4) . ?
O5 C20 1.322(3) . ?
O5 C21 1.448(4) . ?
O4 C20 1.204(3) . ?
O2 C5 1.203(3) . ?
N2 C13 1.350(3) . ?
N2 C14 1.402(3) . ?
N2 H2 0.8600 . ?
N1 C5 1.339(3) . ?
N1 C6 1.446(3) . ?
N1 H1 0.8600 . ?
C13 C6 1.522(4) . ?
C19 C18 1.397(4) . ?
C19 C14 1.410(4) . ?
C19 C20 1.474(4) . ?
C14 C15 1.396(4) . ?
C6 C7 1.516(4) . ?
C6 H6 0.9800 . ?
C7 C12 1.358(4) . ?
C7 C8 1.373(4) . ?
C18 C17 1.366(4) . ?
C18 H18 0.9300 . ?
C15 C16 1.371(4) . ?
C15 H15 0.9300 . ?
C8 C9 1.372(5) . ?
C8 H8 0.9300 . ?
C16 C17 1.375(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C9 C10 1.337(6) . ?
C9 H9 0.9300 . ?
C1 C4 1.469(6) . ?
C1 C3 1.509(5) . ?
C1 C2 1.514(6) . ?
C12 C11 1.374(5) . ?
C12 H12 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C10 C11 1.364(6) . ?
C10 H10 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C11 H11 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?

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 O1 C1 121.9(2) . . ?
C20 O5 C21 117.0(2) . . ?
C13 N2 C14 128.6(2) . . ?
C13 N2 H2 115.7 . . ?
C14 N2 H2 115.7 . . ?
C5 N1 C6 122.2(2) . . ?
C5 N1 H1 118.9 . . ?
C6 N1 H1 118.9 . . ?
O3 C13 N2 124.3(3) . . ?
O3 C13 C6 121.3(2) . . ?
N2 C13 C6 114.4(2) . . ?
C18 C19 C14 118.6(2) . . ?
C18 C19 C20 119.5(3) . . ?
C14 C19 C20 122.0(2) . . ?
C15 C14 N2 122.1(3) . . ?
C15 C14 C19 119.2(2) . . ?
N2 C14 C19 118.8(2) . . ?
O4 C20 O5 122.0(3) . . ?
O4 C20 C19 125.4(3) . . ?
O5 C20 C19 112.6(2) . . ?
O2 C5 N1 124.6(3) . . ?
O2 C5 O1 125.7(3) . . ?
N1 C5 O1 109.7(2) . . ?
N1 C6 C7 111.3(2) . . ?
N1 C6 C13 109.9(2) . . ?
C7 C6 C13 111.3(2) . . ?
N1 C6 H6 108.1 . . ?
C7 C6 H6 108.1 . . ?
C13 C6 H6 108.1 . . ?
C12 C7 C8 117.4(3) . . ?
C12 C7 C6 123.8(3) . . ?
C8 C7 C6 118.8(3) . . ?
C17 C18 C19 121.5(3) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C9 C8 C7 121.8(3) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C15 C16 C17 121.4(3) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C18 C17 C16 119.3(3) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C10 C9 C8 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
O1 C1 C4 112.2(4) . . ?
O1 C1 C3 104.4(3) . . ?
C4 C1 C3 111.1(4) . . ?
O1 C1 C2 107.1(4) . . ?
C4 C1 C2 112.3(5) . . ?
C3 C1 C2 109.3(4) . . ?
C7 C12 C11 121.0(3) . . ?
C7 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C10 C11 120.1(4) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C10 C11 C12 120.0(4) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.048
####################################################################### 
# 
# 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_platon_pl
_database_code_depnum_ccdc_archive 'CCDC 2119284'
loop_
_audit_author_name
_audit_author_address
'GOBINDA DOLAI'
;CCDC
India
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H24 N2 O5'
_chemical_formula_sum            'C21 H24 N2 O5'
_chemical_formula_weight         384.42

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'

_symmetry_cell_setting           Monoclinic'
_symmetry_space_group_name_H-M   P21

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

_cell_length_a                   9.967(7)
_cell_length_b                   10.881(8)
_cell_length_c                   9.994(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.28(2)
_cell_angle_gamma                90.00
_cell_volume                     1045.5(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5316
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      24.26

_exptl_crystal_description       niddle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22462
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         24.98
_reflns_number_total             3653
_reflns_number_gt                3204
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(10)
_refine_ls_number_reflns         3653
_refine_ls_number_parameters     258
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.1235
_refine_ls_wR_factor_gt          0.1121
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_restrained_S_all      0.921
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.67274(16) 0.03202(13) 0.05280(16) 0.0563(4) Uani 1 1 d . . .
O2 O 0.72662(16) 0.06113(15) -0.15226(16) 0.0591(4) Uani 1 1 d . . .
O3 O 0.87778(15) 0.32110(15) 0.26878(15) 0.0570(4) Uani 1 1 d . . .
O4 O 1.1814(2) 0.20913(17) 0.3991(2) 0.0820(6) Uani 1 1 d . . .
O5 O 1.1381(2) 0.26747(17) 0.59663(19) 0.0818(6) Uani 1 1 d . . .
N1 N 0.78395(17) 0.19956(16) 0.02679(17) 0.0464(4) Uani 1 1 d . . .
H1 H 0.7894 0.2065 0.1138 0.056 Uiso 1 1 d R . .
N2 N 1.06873(16) 0.43082(15) 0.27692(16) 0.0464(4) Uani 1 1 d . . .
H2 H 1.1177 0.4717 0.2333 0.056 Uiso 1 1 d R . .
C1 C 0.5985(3) -0.0851(2) 0.0122(2) 0.0614(6) Uani 1 1 d . . .
C2 C 0.5559(3) -0.1182(3) 0.1419(3) 0.0778(8) Uani 1 1 d . . .
H2A H 0.6369 -0.1224 0.2191 0.117 Uiso 1 1 calc R . .
H2B H 0.5099 -0.1965 0.1295 0.117 Uiso 1 1 calc R . .
H2C H 0.4937 -0.0566 0.1596 0.117 Uiso 1 1 calc R . .
C3 C 0.4716(4) -0.0596(4) -0.1082(3) 0.0981(11) Uani 1 1 d . . .
H3A H 0.4248 0.0125 -0.0883 0.147 Uiso 1 1 calc R . .
H3B H 0.4095 -0.1285 -0.1208 0.147 Uiso 1 1 calc R . .
H3C H 0.5007 -0.0466 -0.1913 0.147 Uiso 1 1 calc R . .
C4 C 0.6937(4) -0.1781(3) -0.0220(5) 0.1020(11) Uani 1 1 d . . .
H4A H 0.7189 -0.1534 -0.1043 0.153 Uiso 1 1 calc R . .
H4B H 0.6477 -0.2564 -0.0373 0.153 Uiso 1 1 calc R . .
H4C H 0.7760 -0.1846 0.0536 0.153 Uiso 1 1 calc R . .
C5 C 0.7273(2) 0.09383(19) -0.0355(2) 0.0474(5) Uani 1 1 d . . .
C6 C 0.8347(2) 0.29895(18) -0.0349(2) 0.0463(4) Uani 1 1 d . . .
C7 C 0.8093(3) 0.3118(3) -0.1776(2) 0.0652(6) Uani 1 1 d . . .
H7 H 0.7630 0.2498 -0.2359 0.078 Uiso 1 1 calc R . .
C8 C 0.8522(3) 0.4152(3) -0.2332(3) 0.0828(9) Uani 1 1 d . . .
H8 H 0.8364 0.4216 -0.3289 0.099 Uiso 1 1 calc R . .
C9 C 0.9181(3) 0.5097(3) -0.1497(3) 0.0851(9) Uani 1 1 d . . .
H9 H 0.9421 0.5813 -0.1886 0.102 Uiso 1 1 calc R . .
C10 C 0.9479(2) 0.4967(2) -0.0083(3) 0.0648(6) Uani 1 1 d . . .
H10 H 0.9942 0.5597 0.0483 0.078 Uiso 1 1 calc R . .
C11 C 0.91032(19) 0.39112(18) 0.0528(2) 0.0473(5) Uani 1 1 d . . .
C12 C 0.94955(18) 0.37804(17) 0.2062(2) 0.0427(4) Uani 1 1 d . . .
C13 C 1.1159(2) 0.41920(18) 0.4275(2) 0.0439(4) Uani 1 1 d . . .
H13 H 1.0417 0.4481 0.4674 0.053 Uiso 1 1 calc R . .
C14 C 1.2437(2) 0.49713(19) 0.48434(19) 0.0438(4) Uani 1 1 d . . .
C15 C 1.2347(3) 0.6048(2) 0.5512(3) 0.0653(6) Uani 1 1 d . . .
H15 H 1.1488 0.6306 0.5609 0.078 Uiso 1 1 calc R . .
C16 C 1.3510(3) 0.6761(3) 0.6049(3) 0.0859(9) Uani 1 1 d . . .
H16 H 1.3432 0.7498 0.6493 0.103 Uiso 1 1 calc R . .
C17 C 1.4769(3) 0.6380(3) 0.5923(3) 0.0810(8) Uani 1 1 d . . .
H17 H 1.5560 0.6845 0.6308 0.097 Uiso 1 1 calc R . .
C18 C 1.4878(3) 0.5318(3) 0.5234(3) 0.0739(7) Uani 1 1 d . . .
H18 H 1.5738 0.5073 0.5127 0.089 Uiso 1 1 calc R . .
C19 C 1.3715(2) 0.4607(2) 0.4697(3) 0.0595(6) Uani 1 1 d . . .
H19 H 1.3793 0.3880 0.4235 0.071 Uiso 1 1 calc R . .
C20 C 1.1470(2) 0.2857(2) 0.4685(2) 0.0547(5) Uani 1 1 d . . .
C21 C 1.1832(6) 0.1481(3) 0.6552(4) 0.1301(17) Uani 1 1 d . . .
H21A H 1.1588 0.0867 0.5839 0.195 Uiso 1 1 calc R . .
H21B H 1.1386 0.1298 0.7270 0.195 Uiso 1 1 calc R . .
H21C H 1.2823 0.1487 0.6935 0.195 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
O1 C5 1.334(3) . ?
O1 C1 1.476(3) . ?
O2 C5 1.218(3) . ?
O3 C12 1.234(2) . ?
O4 C20 1.191(3) . ?
O5 C20 1.322(3) . ?
O5 C21 1.447(4) . ?
N1 C5 1.358(3) . ?
N1 C6 1.403(3) . ?
N1 H1 0.8600 . ?
N2 C12 1.341(3) . ?
N2 C13 1.459(3) . ?
N2 H2 0.8587 . ?
C1 C4 1.487(4) . ?
C1 C2 1.510(4) . ?
C1 C3 1.524(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C6 C7 1.388(3) . ?
C6 C11 1.412(3) . ?
C7 C8 1.372(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.377(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.373(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.397(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.486(3) . ?
C13 C14 1.511(3) . ?
C13 C20 1.519(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.364(3) . ?
C14 C19 1.377(3) . ?
C15 C16 1.380(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.359(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

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 O1 C1 121.07(17) . . ?
C20 O5 C21 115.7(3) . . ?
C5 N1 C6 127.29(17) . . ?
C5 N1 H1 116.4 . . ?
C6 N1 H1 116.3 . . ?
C12 N2 C13 120.42(15) . . ?
C12 N2 H2 119.8 . . ?
C13 N2 H2 119.8 . . ?
O1 C1 C4 110.3(2) . . ?
O1 C1 C2 101.78(19) . . ?
C4 C1 C2 112.1(3) . . ?
O1 C1 C3 108.1(2) . . ?
C4 C1 C3 112.9(3) . . ?
C2 C1 C3 111.0(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 C5 O1 125.87(19) . . ?
O2 C5 N1 125.66(19) . . ?
O1 C5 N1 108.47(17) . . ?
C7 C6 N1 122.66(19) . . ?
C7 C6 C11 119.27(19) . . ?
N1 C6 C11 118.03(18) . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 121.1(2) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C10 C9 C8 119.1(2) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C11 121.6(3) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 H10 119.2 . . ?
C10 C11 C6 118.3(2) . . ?
C10 C11 C12 120.1(2) . . ?
C6 C11 C12 121.63(17) . . ?
O3 C12 N2 119.97(18) . . ?
O3 C12 C11 122.75(17) . . ?
N2 C12 C11 117.28(16) . . ?
N2 C13 C14 110.46(15) . . ?
N2 C13 C20 110.37(16) . . ?
C14 C13 C20 110.11(17) . . ?
N2 C13 H13 108.6 . . ?
C14 C13 H13 108.6 . . ?
C20 C13 H13 108.6 . . ?
C15 C14 C19 118.8(2) . . ?
C15 C14 C13 120.58(19) . . ?
C19 C14 C13 120.67(19) . . ?
C14 C15 C16 121.1(2) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C18 120.2(2) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C17 C18 C19 120.0(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C14 C19 C18 120.2(2) . . ?
C14 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
O4 C20 O5 124.2(2) . . ?
O4 C20 C13 125.6(2) . . ?
O5 C20 C13 110.1(2) . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 O1 C1 C4 61.5(3) . . . . ?
C5 O1 C1 C2 -179.4(2) . . . . ?
C5 O1 C1 C3 -62.4(3) . . . . ?
C1 O1 C5 O2 -2.4(3) . . . . ?
C1 O1 C5 N1 177.61(18) . . . . ?
C6 N1 C5 O2 9.6(3) . . . . ?
C6 N1 C5 O1 -170.40(17) . . . . ?
C5 N1 C6 C7 12.6(3) . . . . ?
C5 N1 C6 C11 -169.65(19) . . . . ?
N1 C6 C7 C8 175.0(2) . . . . ?
C11 C6 C7 C8 -2.7(4) . . . . ?
C6 C7 C8 C9 -1.5(4) . . . . ?
C7 C8 C9 C10 3.6(5) . . . . ?
C8 C9 C10 C11 -1.4(4) . . . . ?
C9 C10 C11 C6 -2.8(4) . . . . ?
C9 C10 C11 C12 177.4(2) . . . . ?
C7 C6 C11 C10 4.8(3) . . . . ?
N1 C6 C11 C10 -173.10(17) . . . . ?
C7 C6 C11 C12 -175.42(19) . . . . ?
N1 C6 C11 C12 6.7(3) . . . . ?
C13 N2 C12 O3 1.3(3) . . . . ?
C13 N2 C12 C11 -178.40(16) . . . . ?
C10 C11 C12 O3 148.5(2) . . . . ?
C6 C11 C12 O3 -31.3(3) . . . . ?
C10 C11 C12 N2 -31.7(3) . . . . ?
C6 C11 C12 N2 148.46(18) . . . . ?
C12 N2 C13 C14 -174.02(17) . . . . ?
C12 N2 C13 C20 64.0(2) . . . . ?
N2 C13 C14 C15 105.0(2) . . . . ?
C20 C13 C14 C15 -132.9(2) . . . . ?
N2 C13 C14 C19 -75.1(2) . . . . ?
C20 C13 C14 C19 47.0(3) . . . . ?
C19 C14 C15 C16 -0.6(4) . . . . ?
C13 C14 C15 C16 179.3(3) . . . . ?
C14 C15 C16 C17 -0.7(5) . . . . ?
C15 C16 C17 C18 2.0(5) . . . . ?
C16 C17 C18 C19 -1.9(4) . . . . ?
C15 C14 C19 C18 0.7(3) . . . . ?
C13 C14 C19 C18 -179.2(2) . . . . ?
C17 C18 C19 C14 0.6(4) . . . . ?
C21 O5 C20 O4 4.4(4) . . . . ?
C21 O5 C20 C13 -172.1(3) . . . . ?
N2 C13 C20 O4 27.1(3) . . . . ?
C14 C13 C20 O4 -95.1(3) . . . . ?
N2 C13 C20 O5 -156.46(17) . . . . ?
C14 C13 C20 O5 81.3(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.096
####################################################################### 
# 
# 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_adgdphgoant_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2119286'
loop_
_audit_author_name
_audit_author_address
'GOBINDA DOLAI'
;CCDC
India
;
_audit_update_record             
;
2021-10-30 deposited with the CCDC.	2022-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H24 N2 O5'
_chemical_formula_sum            'C21 H24 N2 O5'
_chemical_formula_weight         384.42

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'

_symmetry_cell_setting           Triclinic'
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.5787(6)
_cell_length_b                   10.9535(6)
_cell_length_c                   11.4597(7)
_cell_angle_alpha                109.577(2)
_cell_angle_beta                 98.666(2)
_cell_angle_gamma                117.160(2)
_cell_volume                     1037.58(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5093
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.61

_exptl_crystal_description       niddle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             408.0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30304
_diffrn_reflns_av_R_equivalents  0.0733
_diffrn_reflns_av_sigmaI/netI    0.0507
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.00
_reflns_number_total             3654
_reflns_number_gt                2472
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.4187P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.022(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3654
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1860
_refine_ls_wR_factor_gt          0.1599
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_restrained_S_all      0.970
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.4191(2) 0.4662(2) 0.62548(19) 0.0611(5) Uani 1 1 d . . .
O5 O 0.3867(2) 0.2620(2) 1.07954(19) 0.0658(6) Uani 1 1 d . . .
O1 O 0.88723(19) 0.6550(2) 0.6175(2) 0.0644(6) Uani 1 1 d . . .
O4 O 0.4709(3) 0.2344(2) 0.9132(2) 0.0666(6) Uani 1 1 d . . .
O2 O 0.8705(2) 0.5315(2) 0.7439(2) 0.0724(6) Uani 1 1 d . . .
N2 N 0.4074(2) 0.3376(2) 0.7474(2) 0.0472(5) Uani 1 1 d . . .
H2 H 0.4396 0.2838 0.7643 0.057 Uiso 1 1 calc R . .
N1 N 0.6652(2) 0.4590(2) 0.5806(2) 0.0565(6) Uani 1 1 d . . .
H1 H 0.6342 0.4729 0.5153 0.068 Uiso 1 1 calc R . .
C14 C 0.3125(3) 0.3601(3) 0.8135(2) 0.0447(6) Uani 1 1 d . . .
C20 C 0.3977(3) 0.2725(3) 0.9692(2) 0.0474(6) Uani 1 1 d . . .
C13 C 0.4549(3) 0.3894(3) 0.6606(2) 0.0449(6) Uani 1 1 d . . .
C19 C 0.3105(3) 0.3328(3) 0.9257(2) 0.0446(6) Uani 1 1 d . . .
C5 C 0.8129(3) 0.5475(3) 0.6557(3) 0.0489(6) Uani 1 1 d . . .
C6 C 0.5548(3) 0.3399(3) 0.6054(3) 0.0463(6) Uani 1 1 d . . .
H6 H 0.6106 0.3281 0.6728 0.056 Uiso 1 1 calc R . .
C7 C 0.4602(3) 0.1858(3) 0.4807(3) 0.0490(6) Uani 1 1 d . . .
C15 C 0.2195(3) 0.4066(3) 0.7720(3) 0.0576(7) Uani 1 1 d . . .
H15 H 0.2168 0.4210 0.6964 0.069 Uiso 1 1 calc R . .
C18 C 0.2209(3) 0.3604(3) 0.9937(3) 0.0576(7) Uani 1 1 d . . .
H18 H 0.2201 0.3443 1.0684 0.069 Uiso 1 1 calc R . .
C8 C 0.5321(4) 0.1182(4) 0.4239(3) 0.0675(8) Uani 1 1 d . . .
H8 H 0.6370 0.1673 0.4629 0.081 Uiso 1 1 calc R . .
C16 C 0.1316(3) 0.4314(4) 0.8418(3) 0.0694(8) Uani 1 1 d . . .
H16 H 0.0701 0.4626 0.8129 0.083 Uiso 1 1 calc R . .
C17 C 0.1336(3) 0.4106(4) 0.9537(3) 0.0692(8) Uani 1 1 d . . .
H17 H 0.0760 0.4305 1.0018 0.083 Uiso 1 1 calc R . .
C9 C 0.4515(5) -0.0211(4) 0.3102(4) 0.0840(11) Uani 1 1 d . . .
H9 H 0.5027 -0.0634 0.2720 0.101 Uiso 1 1 calc R . .
C1 C 1.0440(3) 0.7787(4) 0.6917(4) 0.0807(10) Uani 1 1 d . . .
C21 C 0.4647(4) 0.2003(4) 1.1291(3) 0.0838(11) Uani 1 1 d . . .
H21A H 0.4162 0.0929 1.0689 0.126 Uiso 1 1 calc R . .
H21B H 0.4606 0.2114 1.2149 0.126 Uiso 1 1 calc R . .
H21C H 0.5691 0.2556 1.1365 0.126 Uiso 1 1 calc R . .
C12 C 0.3063(4) 0.1083(4) 0.4221(4) 0.0895(11) Uani 1 1 d . . .
H12 H 0.2544 0.1509 0.4583 0.107 Uiso 1 1 calc R . .
C10 C 0.2999(6) -0.0959(4) 0.2543(4) 0.0971(12) Uani 1 1 d . . .
H10 H 0.2455 -0.1906 0.1782 0.117 Uiso 1 1 calc R . .
C4 C 1.0777(4) 0.8739(4) 0.6181(5) 0.1017(13) Uani 1 1 d . . .
H4A H 1.0556 0.8098 0.5270 0.153 Uiso 1 1 calc R . .
H4B H 1.1834 0.9564 0.6584 0.153 Uiso 1 1 calc R . .
H4C H 1.0157 0.9163 0.6218 0.153 Uiso 1 1 calc R . .
C11 C 0.2261(5) -0.0323(5) 0.3098(5) 0.1188(16) Uani 1 1 d . . .
H11 H 0.1208 -0.0841 0.2716 0.143 Uiso 1 1 calc R . .
C3 C 1.1453(5) 0.7220(8) 0.6976(8) 0.200(4) Uani 1 1 d . . .
H3A H 1.1299 0.6725 0.7539 0.299 Uiso 1 1 calc R . .
H3B H 1.2494 0.8072 0.7330 0.299 Uiso 1 1 calc R . .
H3C H 1.1229 0.6491 0.6099 0.299 Uiso 1 1 calc R . .
C2 C 1.0523(8) 0.8734(6) 0.8284(6) 0.200(4) Uani 1 1 d . . .
H2A H 0.9701 0.8893 0.8186 0.300 Uiso 1 1 calc R . .
H2B H 1.1478 0.9715 0.8724 0.300 Uiso 1 1 calc R . .
H2C H 1.0442 0.8189 0.8802 0.300 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
O3 C13 1.218(3) . ?
O5 C20 1.325(3) . ?
O5 C21 1.444(3) . ?
O1 C5 1.342(3) . ?
O1 C1 1.436(3) . ?
O4 C20 1.205(3) . ?
O2 C5 1.206(3) . ?
N2 C13 1.354(3) . ?
N2 C14 1.405(3) . ?
N2 H2 0.8600 . ?
N1 C5 1.332(3) . ?
N1 C6 1.451(3) . ?
N1 H1 0.8600 . ?
C14 C15 1.390(3) . ?
C14 C19 1.415(3) . ?
C20 C19 1.474(3) . ?
C13 C6 1.518(4) . ?
C19 C18 1.388(4) . ?
C6 C7 1.518(4) . ?
C6 H6 0.9800 . ?
C7 C12 1.360(4) . ?
C7 C8 1.376(4) . ?
C15 C16 1.373(4) . ?
C15 H15 0.9300 . ?
C18 C17 1.367(4) . ?
C18 H18 0.9300 . ?
C8 C9 1.377(5) . ?
C8 H8 0.9300 . ?
C16 C17 1.374(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C9 C10 1.339(5) . ?
C9 H9 0.9300 . ?
C1 C3 1.468(6) . ?
C1 C4 1.505(4) . ?
C1 C2 1.524(7) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C12 C11 1.378(5) . ?
C12 H12 0.9300 . ?
C10 C11 1.359(5) . ?
C10 H10 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C11 H11 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?

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
C20 O5 C21 117.0(2) . . ?
C5 O1 C1 122.0(2) . . ?
C13 N2 C14 128.5(2) . . ?
C13 N2 H2 115.8 . . ?
C14 N2 H2 115.8 . . ?
C5 N1 C6 122.2(2) . . ?
C5 N1 H1 118.9 . . ?
C6 N1 H1 118.9 . . ?
C15 C14 N2 122.5(2) . . ?
C15 C14 C19 118.9(2) . . ?
N2 C14 C19 118.6(2) . . ?
O4 C20 O5 121.8(2) . . ?
O4 C20 C19 125.7(2) . . ?
O5 C20 C19 112.4(2) . . ?
O3 C13 N2 124.1(2) . . ?
O3 C13 C6 121.6(2) . . ?
N2 C13 C6 114.3(2) . . ?
C18 C19 C14 118.5(2) . . ?
C18 C19 C20 119.7(2) . . ?
C14 C19 C20 121.7(2) . . ?
O2 C5 N1 124.6(2) . . ?
O2 C5 O1 125.5(2) . . ?
N1 C5 O1 110.0(2) . . ?
N1 C6 C7 111.2(2) . . ?
N1 C6 C13 109.81(19) . . ?
C7 C6 C13 111.46(19) . . ?
N1 C6 H6 108.1 . . ?
C7 C6 H6 108.1 . . ?
C13 C6 H6 108.1 . . ?
C12 C7 C8 117.5(3) . . ?
C12 C7 C6 123.6(2) . . ?
C8 C7 C6 118.9(2) . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C18 C19 121.7(3) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C7 C8 C9 121.1(3) . . ?
C7 C8 H8 119.4 . . ?
C9 C8 H8 119.4 . . ?
C15 C16 C17 120.8(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 119.5(3) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C10 C9 C8 120.5(3) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
O1 C1 C3 112.1(4) . . ?
O1 C1 C4 104.1(3) . . ?
C3 C1 C4 111.2(3) . . ?
O1 C1 C2 106.8(3) . . ?
C3 C1 C2 113.1(5) . . ?
C4 C1 C2 109.0(4) . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C7 C12 C11 121.0(3) . . ?
C7 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C9 C10 C11 119.4(4) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C10 C11 C12 120.5(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.166
_refine_diff_density_rms         0.042
