# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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 
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data_test6_a
_database_code_depnum_ccdc_archive 'CCDC 2130329'
loop_
_audit_author_name
_audit_author_address
'Sourya Shankar Auddy'
;IACS
India
;
_audit_update_record             
;
2022-03-02 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H27 N O4'
_chemical_formula_sum            'C15 H27 N O4'
_chemical_formula_weight         285.37
_chemical_absolute_configuration syn
_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.537(6)
_cell_length_b                   10.802(6)
_cell_length_c                   15.329(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.978(15)
_cell_angle_gamma                90
_cell_volume                     1738.2(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3493
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      25.08
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.4713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1382 before and 0.0977 after correction. The Ratio of minimum to maximum transmission is 0.6324. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.091
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1172
_diffrn_reflns_av_unetI/netI     0.1326
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16934
_diffrn_reflns_point_group_measured_fraction_full 0.901
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.391
_diffrn_reflns_theta_min         2.310
_diffrn_ambient_temperature      302.81
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.985
_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                   ?
_reflns_Friedel_coverage         0.708
_reflns_Friedel_fraction_full    0.795
_reflns_Friedel_fraction_max     0.783
_reflns_number_gt                3064
_reflns_number_total             5685
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.244
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 812 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.5(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         5685
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1727
_refine_ls_R_factor_gt           0.0933
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0513P)²+0.8769P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1758
_refine_ls_wR_factor_ref         0.2079
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C20) = Uanis(C22)
3.a Ternary CH refined with riding coordinates:
 C18(H18), C3(H3A)
3.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C2(H2A,H2B)
3.c X=CH2 refined with riding coordinates:
 C22(H22A,H22B), C6(H6A,H6B)
3.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C23(H23A,H23B,H23C), C30(H30A,H30B,H30C), C21(H21A,H21B,H21C), C10(H10A,
 H10B,H10C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C15(H15A,H15B,H15C), C7(H7A,H7B,
 H7C), C14(H14A,H14B,H14C), C13(H13A,H13B,H13C)
3.e Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_atom_sites_solution_hydrogens   mixed
_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
O7 O 1.0527(8) 0.3903(8) 0.5324(4) 0.120(3) Uani 1 1 d . . . . .
H7 H 1.016643 0.431239 0.567951 0.181 Uiso 1 1 calc GR . . . .
O5 O 0.6691(5) 0.5037(7) 0.5814(3) 0.0834(19) Uani 1 1 d . . . . .
O6 O 0.8790(5) 0.5133(6) 0.6232(3) 0.0757(17) Uani 1 1 d . . . . .
O8 O 0.7751(7) 0.5497(7) 0.3344(3) 0.100(2) Uani 1 1 d . . . . .
N2 N 0.8083(6) 0.5162(6) 0.4802(3) 0.0604(17) Uani 1 1 d . . . . .
C26 C 0.7909(9) 0.5109(8) 0.5667(5) 0.064(2) Uani 1 1 d . . . . .
C18 C 0.9315(8) 0.5504(7) 0.4511(5) 0.057(2) Uani 1 1 d . . . . .
H18 H 0.969763 0.614977 0.489839 0.069 Uiso 1 1 calc R . . . .
C27 C 0.6275(8) 0.4987(11) 0.6710(5) 0.083(3) Uani 1 1 d . . . . .
C20 C 1.1531(14) 0.4908(16) 0.4185(8) 0.134(3) Uani 1 1 d . . . . .
C19 C 1.0273(9) 0.4434(9) 0.4464(5) 0.079(3) Uani 1 1 d . . . . .
C28 C 0.6658(10) 0.6151(10) 0.7208(6) 0.101(3) Uani 1 1 d . . . . .
H28A H 0.756037 0.614307 0.736242 0.152 Uiso 1 1 calc GR . . . .
H28B H 0.621913 0.619060 0.773086 0.152 Uiso 1 1 calc GR . . . .
H28C H 0.643730 0.685922 0.684854 0.152 Uiso 1 1 calc GR . . . .
C29 C 0.6792(13) 0.3820(11) 0.7184(7) 0.127(4) Uani 1 1 d . . . . .
H29A H 0.645213 0.376098 0.774352 0.191 Uiso 1 1 calc GR . . . .
H29B H 0.770494 0.386345 0.726637 0.191 Uiso 1 1 calc GR . . . .
H29C H 0.654438 0.310445 0.683914 0.191 Uiso 1 1 calc GR . . . .
C17 C 0.8908(10) 0.6070(9) 0.3622(6) 0.083(3) Uani 1 1 d . . . . .
H17A H 0.879623 0.695785 0.367178 0.099 Uiso 1 1 calc R . . . .
H17B H 0.953966 0.591019 0.321160 0.099 Uiso 1 1 calc R . . . .
C16 C 0.7039(9) 0.5402(11) 0.4084(5) 0.085(3) Uani 1 1 d . . . . .
C24 C 0.6174(11) 0.4273(15) 0.3938(6) 0.140(6) Uani 1 1 d . . . . .
H24A H 0.566163 0.435877 0.339264 0.210 Uiso 1 1 calc GR . . . .
H24B H 0.563064 0.421113 0.440797 0.210 Uiso 1 1 calc GR . . . .
H24C H 0.668566 0.353925 0.392342 0.210 Uiso 1 1 calc GR . . . .
C25 C 0.6322(11) 0.6598(13) 0.4227(7) 0.128(5) Uani 1 1 d . . . . .
H25A H 0.691309 0.727565 0.428346 0.192 Uiso 1 1 calc GR . . . .
H25B H 0.588999 0.653101 0.475127 0.192 Uiso 1 1 calc GR . . . .
H25C H 0.570967 0.674319 0.373637 0.192 Uiso 1 1 calc GR . . . .
C23 C 0.9686(12) 0.3382(9) 0.3889(7) 0.127(4) Uani 1 1 d . . . . .
H23A H 1.022934 0.266832 0.394800 0.190 Uiso 1 1 calc GR . . . .
H23B H 0.959708 0.364326 0.328862 0.190 Uiso 1 1 calc GR . . . .
H23C H 0.886305 0.317608 0.407238 0.190 Uiso 1 1 calc GR . . . .
C30 C 0.4838(9) 0.4929(14) 0.6531(7) 0.132(5) Uani 1 1 d . . . . .
H30A H 0.454196 0.565374 0.621355 0.198 Uiso 1 1 calc GR . . . .
H30B H 0.445465 0.489060 0.707619 0.198 Uiso 1 1 calc GR . . . .
H30C H 0.460851 0.420434 0.619040 0.198 Uiso 1 1 calc GR . . . .
C22 C 1.2072(12) 0.4406(13) 0.3532(7) 0.134(3) Uani 1 1 d . . . . .
H22A H 1.285440 0.469951 0.338324 0.161 Uiso 1 1 calc R . . . .
H22B H 1.167359 0.375669 0.321824 0.161 Uiso 1 1 calc R . . . .
C21 C 1.2139(13) 0.590(2) 0.4663(14) 0.217(9) Uani 1 1 d . . . . .
H21A H 1.178389 0.666872 0.444895 0.325 Uiso 1 1 calc GR . . . .
H21B H 1.303476 0.588171 0.459086 0.325 Uiso 1 1 calc GR . . . .
H21C H 1.201017 0.580961 0.527202 0.325 Uiso 1 1 calc GR . . . .
O3 O 0.6053(6) 0.5878(7) 0.9603(4) 0.106(2) Uani 1 1 d . . . . .
O4 O 0.3920(5) 0.4425(5) 1.1715(3) 0.0710(16) Uani 1 1 d . . . . .
O2 O 0.3955(5) 0.4787(6) 0.8794(3) 0.0743(17) Uani 1 1 d . . . . .
O1 O 0.2037(5) 0.5154(6) 0.9309(3) 0.0794(17) Uani 1 1 d . . . . .
N1 N 0.3741(6) 0.4801(5) 1.0262(4) 0.0548(16) Uani 1 1 d . . . . .
C3 C 0.5045(7) 0.4346(7) 1.0466(4) 0.0512(19) Uani 1 1 d . . . . .
H3A H 0.521417 0.368606 1.005307 0.061 Uiso 1 1 calc R . . . .
C1 C 0.2947(7) 0.4640(7) 1.1015(5) 0.062(2) Uani 1 1 d . . . . .
C4 C 0.6096(8) 0.5326(7) 1.0458(5) 0.064(2) Uani 1 1 d . . . . .
C11 C 0.3296(8) 0.4900(7) 0.9398(5) 0.059(2) Uani 1 1 d . . . . .
C2 C 0.4933(8) 0.3771(7) 1.1377(5) 0.064(2) Uani 1 1 d . . . . .
H2A H 0.473998 0.289434 1.132802 0.077 Uiso 1 1 calc R . . . .
H2B H 0.571718 0.387848 1.174890 0.077 Uiso 1 1 calc R . . . .
C10 C 0.2086(8) 0.3524(8) 1.0896(6) 0.086(3) Uani 1 1 d . . . . .
H10A H 0.258580 0.280508 1.078911 0.130 Uiso 1 1 calc GR . . . .
H10B H 0.146873 0.365771 1.040674 0.130 Uiso 1 1 calc GR . . . .
H10C H 0.165602 0.339857 1.141597 0.130 Uiso 1 1 calc GR . . . .
C5 C 0.7386(8) 0.4708(9) 1.0619(5) 0.069(2) Uani 1 1 d . . . . .
C8 C 0.5879(8) 0.6390(8) 1.1086(6) 0.089(3) Uani 1 1 d . . . . .
H8A H 0.651844 0.701326 1.103657 0.134 Uiso 1 1 calc GR . . . .
H8B H 0.593206 0.608284 1.167598 0.134 Uiso 1 1 calc GR . . . .
H8C H 0.505150 0.674186 1.094037 0.134 Uiso 1 1 calc GR . . . .
C12 C 0.1344(9) 0.5239(11) 0.8425(6) 0.096(3) Uani 1 1 d . . . . .
C9 C 0.2249(9) 0.5809(9) 1.1237(6) 0.092(3) Uani 1 1 d . . . . .
H9A H 0.182995 0.567893 1.176068 0.138 Uiso 1 1 calc GR . . . .
H9B H 0.162856 0.601210 1.076288 0.138 Uiso 1 1 calc GR . . . .
H9C H 0.284775 0.647652 1.132723 0.138 Uiso 1 1 calc GR . . . .
C15 C 0.1897(12) 0.6251(11) 0.7897(7) 0.129(4) Uani 1 1 d . . . . .
H15A H 0.197528 0.699606 0.823848 0.194 Uiso 1 1 calc GR . . . .
H15B H 0.134632 0.639750 0.737484 0.194 Uiso 1 1 calc GR . . . .
H15C H 0.272258 0.600314 0.774041 0.194 Uiso 1 1 calc GR . . . .
C7 C 0.7707(10) 0.3674(12) 1.0016(9) 0.137(5) Uani 1 1 d . . . . .
H7A H 0.716435 0.297678 1.009730 0.205 Uiso 1 1 calc GR . . . .
H7B H 0.858038 0.343492 1.014592 0.205 Uiso 1 1 calc GR . . . .
H7C H 0.758033 0.395051 0.941928 0.205 Uiso 1 1 calc GR . . . .
C6 C 0.8240(10) 0.5021(13) 1.1252(6) 0.121(4) Uani 1 1 d . . . . .
H6A H 0.901710 0.460891 1.131846 0.145 Uiso 1 1 calc R . . . .
H6B H 0.806973 0.565604 1.163462 0.145 Uiso 1 1 calc R . . . .
C14 C 0.1364(12) 0.3989(11) 0.7963(9) 0.147(5) Uani 1 1 d . . . . .
H14A H 0.221511 0.381223 0.782067 0.220 Uiso 1 1 calc GR . . . .
H14B H 0.080332 0.401505 0.743531 0.220 Uiso 1 1 calc GR . . . .
H14C H 0.108809 0.335479 0.834191 0.220 Uiso 1 1 calc GR . . . .
C13 C 0.0035(10) 0.5621(14) 0.8662(9) 0.157(6) Uani 1 1 d . . . . .
H13A H -0.033246 0.496241 0.897663 0.235 Uiso 1 1 calc GR . . . .
H13B H -0.050019 0.579481 0.813676 0.235 Uiso 1 1 calc GR . . . .
H13C H 0.010614 0.634948 0.902189 0.235 Uiso 1 1 calc GR . . . .
H3 H 0.559(7) 0.525(8) 0.919(5) 0.08(3) 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
O7 H7 0.8200 . ?
O7 C19 1.442(9) . ?
O5 C26 1.325(9) . ?
O5 C27 1.479(9) . ?
O6 C26 1.214(8) . ?
O8 C17 1.400(10) . ?
O8 C16 1.416(10) . ?
N2 C26 1.355(9) . ?
N2 C18 1.456(9) . ?
N2 C16 1.510(10) . ?
C18 H18 0.9800 . ?
C18 C19 1.540(11) . ?
C18 C17 1.522(10) . ?
C27 C28 1.506(13) . ?
C27 C29 1.531(15) . ?
C27 C30 1.517(12) . ?
C20 C19 1.517(16) . ?
C20 C22 1.311(15) . ?
C20 C21 1.42(2) . ?
C19 C23 1.534(13) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C16 C24 1.527(15) . ?
C16 C25 1.523(15) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C22 H22A 0.9300 . ?
C22 H22B 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O3 C4 1.438(9) . ?
O3 H3 1.02(9) . ?
O4 C1 1.436(9) . ?
O4 C2 1.416(9) . ?
O2 C11 1.210(9) . ?
O1 C11 1.350(9) . ?
O1 C12 1.485(10) . ?
N1 C3 1.468(9) . ?
N1 C1 1.493(9) . ?
N1 C11 1.370(9) . ?
C3 H3A 0.9800 . ?
C3 C4 1.533(10) . ?
C3 C2 1.541(9) . ?
C1 C10 1.511(11) . ?
C1 C9 1.514(11) . ?
C4 C5 1.515(11) . ?
C4 C8 1.529(11) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C5 C7 1.508(13) . ?
C5 C6 1.309(11) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C12 C15 1.508(15) . ?
C12 C14 1.526(15) . ?
C12 C13 1.514(14) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C6 H6A 0.9300 . ?
C6 H6B 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
C19 O7 H7 109.5 . . ?
C26 O5 C27 122.0(6) . . ?
C17 O8 C16 107.2(7) . . ?
C26 N2 C18 120.7(6) . . ?
C26 N2 C16 124.7(7) . . ?
C18 N2 C16 110.2(6) . . ?
O5 C26 N2 112.6(7) . . ?
O6 C26 O5 124.9(7) . . ?
O6 C26 N2 122.5(8) . . ?
N2 C18 H18 109.0 . . ?
N2 C18 C19 115.5(7) . . ?
N2 C18 C17 100.8(6) . . ?
C19 C18 H18 109.0 . . ?
C17 C18 H18 109.0 . . ?
C17 C18 C19 113.2(7) . . ?
O5 C27 C28 110.7(8) . . ?
O5 C27 C29 110.4(8) . . ?
O5 C27 C30 101.8(7) . . ?
C28 C27 C29 112.2(7) . . ?
C28 C27 C30 110.2(9) . . ?
C30 C27 C29 111.1(10) . . ?
C22 C20 C19 121.6(16) . . ?
C22 C20 C21 119.9(16) . . ?
C21 C20 C19 118.4(12) . . ?
O7 C19 C18 109.0(6) . . ?
O7 C19 C20 107.1(8) . . ?
O7 C19 C23 105.3(9) . . ?
C20 C19 C18 110.6(9) . . ?
C20 C19 C23 114.0(9) . . ?
C23 C19 C18 110.5(7) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O8 C17 C18 105.3(7) . . ?
O8 C17 H17A 110.7 . . ?
O8 C17 H17B 110.7 . . ?
C18 C17 H17A 110.7 . . ?
C18 C17 H17B 110.7 . . ?
H17A C17 H17B 108.8 . . ?
O8 C16 N2 101.1(7) . . ?
O8 C16 C24 107.0(8) . . ?
O8 C16 C25 111.0(9) . . ?
N2 C16 C24 110.9(9) . . ?
N2 C16 C25 112.3(8) . . ?
C25 C16 C24 113.7(9) . . ?
C16 C24 H24A 109.5 . . ?
C16 C24 H24B 109.5 . . ?
C16 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C16 C25 H25A 109.5 . . ?
C16 C25 H25B 109.5 . . ?
C16 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C20 C22 H22A 120.0 . . ?
C20 C22 H22B 120.0 . . ?
H22A C22 H22B 120.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C4 O3 H3 105(4) . . ?
C2 O4 C1 108.6(5) . . ?
C11 O1 C12 120.4(6) . . ?
C3 N1 C1 111.9(5) . . ?
C11 N1 C3 117.8(6) . . ?
C11 N1 C1 126.1(6) . . ?
N1 C3 H3A 109.0 . . ?
N1 C3 C4 115.5(6) . . ?
N1 C3 C2 100.6(6) . . ?
C4 C3 H3A 109.0 . . ?
C4 C3 C2 113.5(6) . . ?
C2 C3 H3A 109.0 . . ?
O4 C1 N1 100.6(5) . . ?
O4 C1 C10 110.1(6) . . ?
O4 C1 C9 107.2(7) . . ?
N1 C1 C10 111.7(7) . . ?
N1 C1 C9 113.0(7) . . ?
C10 C1 C9 113.2(7) . . ?
O3 C4 C3 109.2(6) . . ?
O3 C4 C5 106.7(7) . . ?
O3 C4 C8 105.5(7) . . ?
C5 C4 C3 109.5(6) . . ?
C5 C4 C8 114.2(7) . . ?
C8 C4 C3 111.5(6) . . ?
O2 C11 O1 124.5(7) . . ?
O2 C11 N1 124.2(7) . . ?
O1 C11 N1 111.3(7) . . ?
O4 C2 C3 104.5(6) . . ?
O4 C2 H2A 110.9 . . ?
O4 C2 H2B 110.9 . . ?
C3 C2 H2A 110.9 . . ?
C3 C2 H2B 110.9 . . ?
H2A C2 H2B 108.9 . . ?
C1 C10 H10A 109.5 . . ?
C1 C10 H10B 109.5 . . ?
C1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C5 C4 118.2(8) . . ?
C6 C5 C4 123.8(9) . . ?
C6 C5 C7 118.0(10) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
O1 C12 C15 110.6(8) . . ?
O1 C12 C14 110.1(8) . . ?
O1 C12 C13 100.7(8) . . ?
C15 C12 C14 111.7(10) . . ?
C15 C12 C13 109.5(10) . . ?
C13 C12 C14 113.7(11) . . ?
C1 C9 H9A 109.5 . . ?
C1 C9 H9B 109.5 . . ?
C1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C5 C7 H7A 109.5 . . ?
C5 C7 H7B 109.5 . . ?
C5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C6 H6A 120.0 . . ?
C5 C6 H6B 120.0 . . ?
H6A C6 H6B 120.0 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_test1_a
_database_code_depnum_ccdc_archive 'CCDC 2130327'
loop_
_audit_author_name
_audit_author_address
'Sourya Shankar Auddy'
;IACS
India
;
_audit_update_record             
;
2022-03-02 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H25 N O5'
_chemical_formula_sum            'C13 H25 N O5'
_chemical_formula_weight         275.34
_chemical_absolute_configuration syn
_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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.7002(11)
_cell_length_b                   6.0652(7)
_cell_length_c                   11.8500(12)
_cell_angle_alpha                90
_cell_angle_beta                 99.659(3)
_cell_angle_gamma                90
_cell_volume                     758.15(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5627
_cell_measurement_temperature    126(2)
_cell_measurement_theta_max      25.01
_cell_measurement_theta_min      3.86
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.950
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.5075
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1325 before and 0.0717 after correction. The Ratio of minimum to maximum transmission is 0.6810. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6668
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.007
_diffrn_reflns_theta_max         25.007
_diffrn_reflns_theta_min         3.863
_diffrn_ambient_temperature      126.44
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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                   ?
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_full    0.964
_reflns_Friedel_fraction_max     0.963
_reflns_number_gt                2515
_reflns_number_total             2586
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.351
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.059
_refine_ls_abs_structure_details 
;
 Flack x determined using 1056 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     180
_refine_ls_number_reflns         2586
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0065P)²+1.1304P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1359
_refine_ls_wR_factor_ref         0.1366
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C009(H009)
2.b Secondary CH2 refined with riding coordinates:
 C00B(H00D,H00E), C00D(H00F,H00G)
2.c Idealised Me refined as rotating group:
 C00A(H00A,H00B,H00C), C00F(H00H,H00I,H00J), C00G(H00K,H00L,H00M), C00H(H00N,
 H00O,H00P), C00I(H00Q,H00R,H00S), C00J(H00T,H00U,H00V)
2.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O5(H5)
;
_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
O1 O 0.6718(3) 0.2760(5) 0.6478(3) 0.0180(7) Uani 1 1 d . . . . .
O2 O 0.5753(3) 0.4550(5) 0.7773(2) 0.0169(7) Uani 1 1 d . . . . .
O4 O 1.0585(3) 0.5451(5) 0.6314(3) 0.0165(7) Uani 1 1 d . . . . .
H4 H 1.091444 0.639409 0.593522 0.025 Uiso 1 1 calc GR . . . .
O5 O 0.8325(3) 0.3469(5) 0.4985(3) 0.0191(7) Uani 1 1 d . . . . .
H5 H 0.781610 0.281824 0.533993 0.029 Uiso 1 1 calc GR . . . .
O3 O 0.9294(3) 0.6755(5) 0.9121(2) 0.0176(7) Uani 1 1 d . . . . .
N006 N 0.7812(3) 0.5112(6) 0.7781(3) 0.0116(7) Uani 1 1 d . . . . .
C007 C 0.9333(4) 0.6153(7) 0.6434(4) 0.0125(9) Uani 1 1 d . . . . .
C008 C 0.6758(4) 0.4030(7) 0.7285(3) 0.0123(9) Uani 1 1 d . . . . .
C009 C 0.9048(4) 0.4685(7) 0.7429(3) 0.0115(8) Uani 1 1 d . . . . .
H009 H 0.910258 0.309690 0.721483 0.014 Uiso 1 1 calc R . . . .
C00A C 0.9314(4) 0.8611(7) 0.6696(4) 0.0166(9) Uani 1 1 d . . . . .
H00A H 0.955961 0.944434 0.605887 0.025 Uiso 1 1 calc GR . . . .
H00B H 0.991214 0.892463 0.739859 0.025 Uiso 1 1 calc GR . . . .
H00C H 0.845810 0.904611 0.679799 0.025 Uiso 1 1 calc GR . . . .
C00B C 0.8419(4) 0.5737(7) 0.5321(4) 0.0154(9) Uani 1 1 d . . . . .
H00D H 0.756666 0.627270 0.541056 0.018 Uiso 1 1 calc R . . . .
H00E H 0.869910 0.660743 0.470234 0.018 Uiso 1 1 calc R . . . .
C00C C 0.4449(4) 0.3894(8) 0.7237(4) 0.0177(10) Uani 1 1 d . . . . .
C00D C 0.9940(4) 0.5120(7) 0.8553(4) 0.0161(9) Uani 1 1 d . . . . .
H00F H 1.008313 0.375834 0.901696 0.019 Uiso 1 1 calc R . . . .
H00G H 1.076755 0.568387 0.840937 0.019 Uiso 1 1 calc R . . . .
C00E C 0.7984(4) 0.6185(7) 0.8943(4) 0.0156(9) Uani 1 1 d . . . . .
C00F C 0.7239(4) 0.8315(8) 0.8949(4) 0.0191(10) Uani 1 1 d . . . . .
H00H H 0.734162 0.920300 0.828013 0.029 Uiso 1 1 calc GR . . . .
H00I H 0.755527 0.914310 0.964919 0.029 Uiso 1 1 calc GR . . . .
H00J H 0.633960 0.797245 0.892301 0.029 Uiso 1 1 calc GR . . . .
C00G C 0.4310(5) 0.1408(9) 0.7263(5) 0.0274(12) Uani 1 1 d . . . . .
H00K H 0.457309 0.087568 0.804771 0.041 Uiso 1 1 calc GR . . . .
H00L H 0.484410 0.073412 0.676198 0.041 Uiso 1 1 calc GR . . . .
H00M H 0.342218 0.100800 0.699606 0.041 Uiso 1 1 calc GR . . . .
C00H C 0.7734(4) 0.4580(9) 0.9872(4) 0.0205(10) Uani 1 1 d . . . . .
H00N H 0.788347 0.532504 1.061635 0.031 Uiso 1 1 calc GR . . . .
H00O H 0.830472 0.331244 0.989145 0.031 Uiso 1 1 calc GR . . . .
H00P H 0.685253 0.407337 0.970438 0.031 Uiso 1 1 calc GR . . . .
C00I C 0.3654(4) 0.5004(10) 0.8015(4) 0.0288(12) Uani 1 1 d . . . . .
H00Q H 0.375070 0.660681 0.797024 0.043 Uiso 1 1 calc GR . . . .
H00R H 0.393420 0.451470 0.880458 0.043 Uiso 1 1 calc GR . . . .
H00S H 0.276089 0.460940 0.777206 0.043 Uiso 1 1 calc GR . . . .
C00J C 0.4152(4) 0.4844(8) 0.6034(4) 0.0224(10) Uani 1 1 d . . . . .
H00T H 0.467310 0.410392 0.554230 0.034 Uiso 1 1 calc GR . . . .
H00U H 0.433899 0.642698 0.605879 0.034 Uiso 1 1 calc GR . . . .
H00V H 0.325336 0.461369 0.572535 0.034 Uiso 1 1 calc GR . . . .


_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 C008 1.223(5) . ?
O2 C008 1.340(5) . ?
O2 C00C 1.487(5) . ?
O4 H4 0.8400 . ?
O4 C007 1.435(5) . ?
O5 H5 0.8400 . ?
O5 C00B 1.431(5) . ?
O3 C00D 1.440(5) . ?
O3 C00E 1.424(5) . ?
N006 C008 1.351(5) . ?
N006 C009 1.476(5) . ?
N006 C00E 1.506(5) . ?
C007 C009 1.548(6) . ?
C007 C00A 1.524(6) . ?
C007 C00B 1.526(6) . ?
C009 H009 1.0000 . ?
C009 C00D 1.526(5) . ?
C00A H00A 0.9800 . ?
C00A H00B 0.9800 . ?
C00A H00C 0.9800 . ?
C00B H00D 0.9900 . ?
C00B H00E 0.9900 . ?
C00C C00G 1.516(7) . ?
C00C C00I 1.513(6) . ?
C00C C00J 1.521(6) . ?
C00D H00F 0.9900 . ?
C00D H00G 0.9900 . ?
C00E C00F 1.518(6) . ?
C00E C00H 1.527(6) . ?
C00F H00H 0.9800 . ?
C00F H00I 0.9800 . ?
C00F H00J 0.9800 . ?
C00G H00K 0.9800 . ?
C00G H00L 0.9800 . ?
C00G H00M 0.9800 . ?
C00H H00N 0.9800 . ?
C00H H00O 0.9800 . ?
C00H H00P 0.9800 . ?
C00I H00Q 0.9800 . ?
C00I H00R 0.9800 . ?
C00I H00S 0.9800 . ?
C00J H00T 0.9800 . ?
C00J H00U 0.9800 . ?
C00J H00V 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
C008 O2 C00C 121.1(3) . . ?
C007 O4 H4 109.5 . . ?
C00B O5 H5 109.5 . . ?
C00E O3 C00D 107.5(3) . . ?
C008 N006 C009 121.0(3) . . ?
C008 N006 C00E 124.9(3) . . ?
C009 N006 C00E 110.9(3) . . ?
O4 C007 C009 102.2(3) . . ?
O4 C007 C00A 110.8(3) . . ?
O4 C007 C00B 109.8(3) . . ?
C00A C007 C009 113.4(3) . . ?
C00A C007 C00B 108.0(3) . . ?
C00B C007 C009 112.5(3) . . ?
O1 C008 O2 124.0(4) . . ?
O1 C008 N006 124.3(4) . . ?
O2 C008 N006 111.7(3) . . ?
N006 C009 C007 114.5(3) . . ?
N006 C009 H009 109.5 . . ?
N006 C009 C00D 100.5(3) . . ?
C007 C009 H009 109.5 . . ?
C00D C009 C007 113.0(3) . . ?
C00D C009 H009 109.5 . . ?
C007 C00A H00A 109.5 . . ?
C007 C00A H00B 109.5 . . ?
C007 C00A H00C 109.5 . . ?
H00A C00A H00B 109.5 . . ?
H00A C00A H00C 109.5 . . ?
H00B C00A H00C 109.5 . . ?
O5 C00B C007 113.9(3) . . ?
O5 C00B H00D 108.8 . . ?
O5 C00B H00E 108.8 . . ?
C007 C00B H00D 108.8 . . ?
C007 C00B H00E 108.8 . . ?
H00D C00B H00E 107.7 . . ?
O2 C00C C00G 110.3(4) . . ?
O2 C00C C00I 101.8(4) . . ?
O2 C00C C00J 109.4(4) . . ?
C00G C00C C00J 112.9(4) . . ?
C00I C00C C00G 111.3(4) . . ?
C00I C00C C00J 110.6(4) . . ?
O3 C00D C009 104.4(3) . . ?
O3 C00D H00F 110.9 . . ?
O3 C00D H00G 110.9 . . ?
C009 C00D H00F 110.9 . . ?
C009 C00D H00G 110.9 . . ?
H00F C00D H00G 108.9 . . ?
O3 C00E N006 102.0(3) . . ?
O3 C00E C00F 107.3(4) . . ?
O3 C00E C00H 109.6(4) . . ?
N006 C00E C00F 112.8(4) . . ?
N006 C00E C00H 112.0(4) . . ?
C00F C00E C00H 112.5(4) . . ?
C00E C00F H00H 109.5 . . ?
C00E C00F H00I 109.5 . . ?
C00E C00F H00J 109.5 . . ?
H00H C00F H00I 109.5 . . ?
H00H C00F H00J 109.5 . . ?
H00I C00F H00J 109.5 . . ?
C00C C00G H00K 109.5 . . ?
C00C C00G H00L 109.5 . . ?
C00C C00G H00M 109.5 . . ?
H00K C00G H00L 109.5 . . ?
H00K C00G H00M 109.5 . . ?
H00L C00G H00M 109.5 . . ?
C00E C00H H00N 109.5 . . ?
C00E C00H H00O 109.5 . . ?
C00E C00H H00P 109.5 . . ?
H00N C00H H00O 109.5 . . ?
H00N C00H H00P 109.5 . . ?
H00O C00H H00P 109.5 . . ?
C00C C00I H00Q 109.5 . . ?
C00C C00I H00R 109.5 . . ?
C00C C00I H00S 109.5 . . ?
H00Q C00I H00R 109.5 . . ?
H00Q C00I H00S 109.5 . . ?
H00R C00I H00S 109.5 . . ?
C00C C00J H00T 109.5 . . ?
C00C C00J H00U 109.5 . . ?
C00C C00J H00V 109.5 . . ?
H00T C00J H00U 109.5 . . ?
H00T C00J H00V 109.5 . . ?
H00U C00J H00V 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_test5_a_pl
_database_code_depnum_ccdc_archive 'CCDC 2130328'
loop_
_audit_author_name
_audit_author_address
'Sourya Shankar Auddy'
;IACS
India
;
_audit_update_record             
;
2022-03-02 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_audit_creation_date             2022-03-01
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H11 N O4'
_chemical_formula_sum            'C7 H11 N O4'
_chemical_formula_weight         173.17
_chemical_absolute_configuration syn
_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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   5.4660(12)
_cell_length_b                   10.025(2)
_cell_length_c                   15.193(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     832.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3129
_cell_measurement_temperature    146.15
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      2.43
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.943
_exptl_absorpt_coefficient_mu    0.114
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.3594
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1479 before and 0.0869 after correction.
The Ratio of minimum to maximum transmission is 0.4823.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0906
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7535
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.140
_diffrn_reflns_theta_max         25.140
_diffrn_reflns_theta_min         2.681
_diffrn_ambient_temperature      146.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_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                   ?
_reflns_Friedel_coverage         0.661
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                1317
_reflns_number_total             1488
_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 V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 468 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1488
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0419
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0359P)²+0.2121P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1026
_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, All O(H) groups
2.a Riding coordinates:
 O4(H4), N1(H1)
2.b Ternary CH refined with riding coordinates:
 C5(H5)
2.c Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C4(H4A,H4B,H4C)
;
_atom_sites_solution_hydrogens   mixed
_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 0.1734(5) 0.4042(2) -0.02295(15) 0.0428(7) Uani 1 1 d . . . . .
H4 H 0.175766 0.399554 -0.078129 0.064 Uiso 1 1 d R . . . .
O2 O 0.0158(3) 0.5321(2) 0.15533(13) 0.0220(5) Uani 1 1 d . . . . .
O3 O -0.0996(4) 0.7208(2) 0.08695(14) 0.0327(6) Uani 1 1 d . . . . .
O1 O 0.2742(5) 0.5963(2) 0.29417(14) 0.0331(6) Uani 1 1 d . . . . .
N1 N 0.2933(4) 0.6364(2) 0.07411(15) 0.0202(6) Uani 1 1 d . . . . .
H1 H 0.335810 0.688022 0.025380 0.024 Uiso 1 1 d R . . . .
C00B C 0.0598(6) 0.6388(3) 0.10193(18) 0.0215(7) Uani 1 1 d . . . . .
C2 C 0.3524(5) 0.4990(3) 0.25543(18) 0.0197(7) Uani 1 1 d . . . . .
C5 C 0.4085(5) 0.5078(3) 0.09141(18) 0.0195(6) Uani 1 1 d . . . . .
H5 H 0.578246 0.521872 0.114114 0.023 Uiso 1 1 calc R . . . .
C1 C 0.5584(6) 0.4167(3) 0.2915(2) 0.0314(8) Uani 1 1 d . . . . .
H1A H 0.492676 0.348674 0.331321 0.047 Uiso 1 1 calc GR . . . .
H1B H 0.671750 0.474457 0.323840 0.047 Uiso 1 1 calc GR . . . .
H1C H 0.645349 0.373278 0.242921 0.047 Uiso 1 1 calc GR . . . .
C3 C 0.2403(5) 0.4570(3) 0.16731(19) 0.0177(6) Uani 1 1 d . . . . .
C4 C 0.1798(6) 0.3090(3) 0.1677(2) 0.0269(7) Uani 1 1 d . . . . .
H4A H 0.081310 0.287192 0.115786 0.040 Uiso 1 1 calc GR . . . .
H4B H 0.087330 0.287167 0.221097 0.040 Uiso 1 1 calc GR . . . .
H4C H 0.331745 0.257094 0.166608 0.040 Uiso 1 1 calc GR . . . .
C6 C 0.4162(7) 0.4216(4) 0.0096(2) 0.0333(8) Uani 1 1 d . . . . .
H6A H 0.518981 0.464752 -0.035893 0.040 Uiso 1 1 calc R . . . .
H6B H 0.488752 0.333741 0.023806 0.040 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 H4 0.8398 . ?
O4 C6 1.427(4) . ?
O2 C00B 1.364(4) . ?
O2 C3 1.451(3) . ?
O3 C00B 1.219(4) . ?
O1 C2 1.218(3) . ?
N1 H1 0.9327 . ?
N1 C00B 1.345(4) . ?
N1 C5 1.459(4) . ?
C2 C1 1.499(4) . ?
C2 C3 1.531(4) . ?
C5 H5 1.0000 . ?
C5 C3 1.560(4) . ?
C5 C6 1.514(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C3 C4 1.521(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O4 H4 109.8 . . ?
C00B O2 C3 109.4(2) . . ?
C00B N1 H1 118.4 . . ?
C00B N1 C5 111.6(2) . . ?
C5 N1 H1 121.7 . . ?
O3 C00B O2 120.9(3) . . ?
O3 C00B N1 129.2(3) . . ?
N1 C00B O2 109.9(2) . . ?
O1 C2 C1 121.9(3) . . ?
O1 C2 C3 120.1(3) . . ?
C1 C2 C3 118.0(3) . . ?
N1 C5 H5 109.7 . . ?
N1 C5 C3 99.6(2) . . ?
N1 C5 C6 111.6(2) . . ?
C3 C5 H5 109.7 . . ?
C6 C5 H5 109.7 . . ?
C6 C5 C3 115.9(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C3 C2 107.8(2) . . ?
O2 C3 C5 103.7(2) . . ?
O2 C3 C4 108.8(2) . . ?
C2 C3 C5 108.7(2) . . ?
C4 C3 C2 110.6(2) . . ?
C4 C3 C5 116.7(2) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O4 C6 C5 109.2(3) . . ?
O4 C6 H6A 109.8 . . ?
O4 C6 H6B 109.8 . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?

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
O1 C2 C3 O2 -11.8(4) . . . . ?
O1 C2 C3 C5 100.0(3) . . . . ?
O1 C2 C3 C4 -130.7(3) . . . . ?
N1 C5 C3 O2 22.4(3) . . . . ?
N1 C5 C3 C2 -92.1(2) . . . . ?
N1 C5 C3 C4 142.0(3) . . . . ?
N1 C5 C6 O4 -57.1(3) . . . . ?
C00B O2 C3 C2 98.5(3) . . . . ?
C00B O2 C3 C5 -16.7(3) . . . . ?
C00B O2 C3 C4 -141.6(2) . . . . ?
C00B N1 C5 C3 -22.4(3) . . . . ?
C00B N1 C5 C6 100.6(3) . . . . ?
C5 N1 C00B O2 13.5(3) . . . . ?
C5 N1 C00B O3 -168.0(3) . . . . ?
C1 C2 C3 O2 168.1(2) . . . . ?
C1 C2 C3 C5 -80.1(3) . . . . ?
C1 C2 C3 C4 49.2(3) . . . . ?
C3 O2 C00B O3 -175.5(3) . . . . ?
C3 O2 C00B N1 3.0(3) . . . . ?
C3 C5 C6 O4 56.0(4) . . . . ?
C6 C5 C3 O2 -97.4(3) . . . . ?
C6 C5 C3 C2 148.1(3) . . . . ?
C6 C5 C3 C4 22.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
