# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_suvsa1_rt_1
_database_code_depnum_ccdc_archive 'CCDC 2269655'
loop_
_audit_author_name
_audit_author_address
'Saikat Mondal'
;IISER Kolkata
India
;
_audit_update_record             
;
2023-06-13 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2022-05-17
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2022.05.04 svn.r4f934e98 for OlexSys, GUI svn.r6444)
;
_chemical_formula_moiety         'C14 H11 N O5'
_chemical_formula_sum            'C14 H11 N O5'
_chemical_formula_weight         273.247
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.52900 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   4.00906(4)
_cell_length_b                   11.18764(10)
_cell_length_c                   28.5930(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1282.45(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11002
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.8980
_cell_measurement_theta_min      3.0790
_exptl_absorpt_coefficient_mu    0.923
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.415
_exptl_crystal_description       needle
_exptl_crystal_F_000             570.255
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_av_unetI/netI     0.0122
_diffrn_reflns_Laue_measured_fraction_full 0.9986
_diffrn_reflns_Laue_measured_fraction_max 0.9965
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            12951
_diffrn_reflns_point_group_measured_fraction_full 0.9957
_diffrn_reflns_point_group_measured_fraction_max 0.9923
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         68.25
_diffrn_reflns_theta_min         3.09
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.9986
_diffrn_measured_fraction_theta_max 0.9965
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  30.00   0.50    0.50    --  -40.33  25.00  60.00  122
  2  ω    -31.00  30.00   0.50    0.50    --  -40.33  25.00   0.00  122
  3  ω    -47.00 -15.00   0.50    5.00    --  -82.50  42.00-150.00   64
  4  ω    -85.00 -11.00   0.50    0.50    --  -40.33 123.00-162.00  148
  5  ω     14.00 109.00   0.50    0.50    --   40.33  77.00-180.00  190
  6  ω     96.00 163.00   0.50    5.00    --   96.67 123.00-162.00  134
  7  ω     82.00 167.00   0.50    5.00    --   96.67  25.00   0.00  170
  8  ω     99.00 164.00   0.50    5.00    --   96.67 117.00  60.00  130
  9  ω     81.00 164.00   0.50    5.00    --   96.67 145.00 150.00  166
 10  ω     83.00 164.00   0.50    5.00    --   96.67  33.00  30.00  162
 11  ω     75.00 130.00   0.50    5.00    --   96.67  59.00-120.00  110
 12  ω     71.00 170.00   0.50    5.00    --   96.67  17.00 -30.00  198
 13  ω     47.00 107.00   0.50    0.50    --   40.33-150.00 -45.00  120
 14  ω     28.00 105.00   0.50    5.00    --   96.67 -77.00 -30.00  154
 15  ω     32.00 111.00   0.50    5.00    --   96.67-123.00 117.00  158
 16  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00  90.00   54
 17  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00 120.00   54
 18  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00 150.00   54
 19  ω     28.00 105.00   0.50    5.00    --   96.67 -77.00  90.00  154
 20  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00 -60.00   54
 21  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00 -90.00   54
 22  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00-120.00   54
 23  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00-150.00   54
 24  ω     30.00  57.00   0.50    5.00    --   96.67 -50.00-180.00   54
 25  ω     29.00  83.00   0.50    5.00    --   96.67 -68.00-180.00  108
 26  ω     17.00 108.00   0.50    0.50    --   40.33  64.00 -90.00  182
 27  ω     14.00 109.00   0.50    0.50    --   40.33  77.00-150.00  190
 28  ω    -26.00  57.00   0.50    0.50    --   40.33 -50.00-120.00  166
 29  ω    -35.00  24.00   0.50    0.50    --   40.33 -12.00-150.00  118
 30  ω    -30.00  31.00   0.50    0.50    --   40.33 -25.00  90.00  122
 31  ω    -27.00  64.00   0.50    0.50    --   40.33 -64.00  90.00  182
 32  ω     14.00 109.00   0.50    0.50    --   40.33  77.00 150.00  190
 33  ω   -104.00 -25.00   0.50    0.50    --  -40.33 150.00  -0.00  158
 34  ω   -107.00 -21.00   0.50    0.50    --  -40.33 -50.00  30.00  172
 35  ω   -107.00 -21.00   0.50    0.50    --  -40.33 -50.00  60.00  172
 36  ω   -108.00 -55.00   0.50    0.50    --  -40.33-150.00 -45.00  106
 37  ω   -109.00 -13.00   0.50    0.50    --  -40.33 -77.00 -30.00  192
 38  ω   -108.00 -17.00   0.50    0.50    --  -40.33 -64.00 -90.00  182
 39  ω   -109.00 -13.00   0.50    0.50    --  -40.33 -77.00   0.00  192
 40  ω   -109.00 -13.00   0.50    0.50    --  -40.33 -77.00 150.00  192
 41  ω   -109.00 -13.00   0.50    0.50    --  -40.33 -77.00  30.00  192
 42  ω   -149.00 -74.00   0.50    5.00    --  -82.50-123.00 117.00  150
 43  ω   -160.00 -36.00   0.50    5.00    --  -82.50  -8.00 120.00  248
 44  ω   -150.00 -69.00   0.50    5.00    --  -82.50 -33.00-120.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.986
_reflns_limit_h_max              4
_reflns_limit_h_min              -4
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              34
_reflns_limit_l_min              -33
_reflns_number_gt                2192
_reflns_number_total             2328
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-dev (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.1454
_refine_diff_density_min         -0.1762
_refine_diff_density_rms         0.0406
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.09(6)
_refine_ls_d_res_high            0.8300
_refine_ls_d_res_low             14.2965
_refine_ls_goodness_of_fit_ref   1.1213
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     255
_refine_ls_number_reflns         2328
_refine_ls_number_restraints     184
_refine_ls_R_factor_all          0.0402
_refine_ls_R_factor_gt           0.0387
_refine_ls_restrained_S_all      1.0747
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0545P)²+0.1243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1035
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O001-C005 \\sim O001-C0
 with sigma of 0.02
 H00F-C00G \\sim H2a-C3
 with sigma of 0.04
 C005-C00E \\sim C0-C1
 with sigma of 0.02
 C005-C00F \\sim C0-C2
 with sigma of 0.02
 C00E-H00I \\sim C1-H00J
 with sigma of 0.04
 C00E-H00E \\sim C1-H1
 with sigma of 0.02
 C00H-H00I \\sim C5-H00J
 with sigma of 0.04
 C00E-C00I \\sim C1-C00J
 with sigma of 0.02
 C00F-H00F \\sim C2-H2a
 with sigma of 0.02
 C00F-C00G \\sim C2-C3
 with sigma of 0.02
 C00F-H00G \\sim C2-H3
 with sigma of 0.04
 C00G-H00G \\sim C3-H3
 with sigma of 0.02
 C00G-C4 \\sim C3-C4A
 with sigma of 0.04
 C00G-C00H \\sim C3-C5
 with sigma of 0.02
 C00H-C00I \\sim C5-C00J
 with sigma of 0.02
 C00I-C4 \\sim C00J-C4A
 with sigma of 0.04
 C00H-C4 \\sim C5-C4A
 with sigma of 0.02
 C00I-H00I \\sim C00J-H00J
 with sigma of 0.02
 O2-C4 \\sim O2AB-C4A
 with sigma of 0.02
 C00E-C00H \\sim C1-C5
 with sigma of 0.04
 H00E-C00I \\sim H1-C00J
 with sigma of 0.04
 C00F-C00H \\sim C2-C5
 with sigma of 0.04
 C00G-C00I \\sim C3-C00J
 with sigma of 0.04
 H00G-C00H \\sim H3-C5
 with sigma of 0.04
 C00H-O2 \\sim C5-O2AB
 with sigma of 0.04
 O001-C00E \\sim O001-C1
 with sigma of 0.04
 O001-C00F \\sim O001-C2
 with sigma of 0.04
 C005-H00E \\sim C0-H1
 with sigma of 0.04
 C005-H00F \\sim C0-H2a
 with sigma of 0.04
 C005-C00G \\sim C0-C3
 with sigma of 0.04
 C005-C00I \\sim C0-C00J
 with sigma of 0.04
 C00E-C00F \\sim C1-C2
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C4 \\sim C4A: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002 within 2A
Uanis(O2) \\sim Ueq, Uanis(O2AB) \\sim Ueq, Uanis(C4A) \\sim Ueq, Uanis(C4)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C0, C5, O2AB, C1, C00J, C2, C4A, C3
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C005, C00I, C00E, O2, C00H, C00F, C4, C00G
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C005(0.3) C00E(0.3) H00E(0.3) C00I(0.3) H00I(0.3) C00H(0.3)
 C00G(0.3) H00G(0.3) C00F(0.3) H00F(0.3) C4(0.3) H4a(0.3) H4b(0.3) C0(0.7)
 C1(0.7) H1(0.7) C2(0.7) H2a(0.7) C3(0.7) H3(0.7) C5(0.7) C00J(0.7) H00J(0.7)
 O2AB(0.3) C4A(0.7) H4Ad(0.35) H4Ac(0.35) H4Aa(0.35) H4Ab(0.35) H2AB(0.3)
 H2(0.3) H2(0.25) O2(0.25) O2AA(0.45) H2AA(0.45)
6.a Riding coordinates:
 C4A(H4Ad,H4Ac), C4A(H4Aa,H4Ab), O2(H2), O2AA(H2AA)
6.b Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b)
6.c Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00I(H00I), C00G(H00G), C00F(H00F), C009(H009), C00B(H00B),
 C00C(H00C), C00D(H00D), C1(H1), C2(H2a), C3(H3), C00J(H00J)
6.d Fitted hexagon refined as free rotating group:
 C005(C00E,C00I,C00H,C00G,C00F)
6.e Idealised tetrahedral OH refined as rotating group:
 O2AB(H2AB)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_disorder_group
O001 O 0.5809(3) 0.67390(10) 0.37135(4) 0.0683(3) Uani 1.000000 D . .
O002 O 0.8430(5) 0.55088(12) 0.42126(4) 0.0911(5) Uani 1.000000 . . .
N003 N 0.1901(5) 0.18291(17) 0.27540(6) 0.0867(5) Uani 1.000000 . . .
O004 O 0.0420(7) 0.20662(17) 0.23937(6) 0.1227(7) Uani 1.000000 . . .
C005 C 0.658(5) 0.7813(12) 0.3936(5) 0.054(4) Uani 0.300000 D U 1
C00E C 0.837(5) 0.8794(12) 0.3773(4) 0.056(3) Uani 0.300000 DG U 1
H00E H 0.917(5) 0.8801(12) 0.3468(4) 0.067(3) Uiso 0.300000 DR . 1
C00I C 0.894(4) 0.9765(11) 0.4065(4) 0.065(3) Uani 0.300000 DG U 1
H00I H 1.013(4) 1.0421(11) 0.3956(4) 0.078(4) Uiso 0.300000 DR . 1
C00H C 0.773(4) 0.9755(11) 0.4521(4) 0.058(3) Uani 0.300000 DG U 1
C00G C 0.595(5) 0.8774(13) 0.4684(4) 0.062(3) Uani 0.300000 DG U 1
H00G H 0.514(5) 0.8767(13) 0.4989(4) 0.074(4) Uiso 0.300000 DR . 1
C00F C 0.538(5) 0.7803(12) 0.4391(5) 0.062(4) Uani 0.300000 DG U 1
H00F H 0.418(5) 0.7147(12) 0.4501(5) 0.074(5) Uiso 0.300000 DR . 1
C006 C 0.6741(5) 0.56600(15) 0.38730(5) 0.0620(4) Uani 1.000000 . . .
O007 O 0.2334(7) 0.08190(16) 0.28963(6) 0.1254(8) Uani 1.000000 . . .
C008 C 0.5470(4) 0.46810(14) 0.35703(5) 0.0567(4) Uani 1.000000 . . .
C009 C 0.3797(5) 0.49071(15) 0.31519(5) 0.0642(4) Uani 1.000000 . . .
H009 H 0.3437(5) 0.56906(15) 0.30557(5) 0.0771(5) Uiso 1.000000 R . .
C00A C 0.3204(5) 0.28306(15) 0.30356(6) 0.0667(4) Uani 1.000000 . . .
C00B C 0.5981(5) 0.35098(15) 0.37166(6) 0.0669(4) Uani 1.000000 . . .
H00B H 0.7097(5) 0.33584(15) 0.39956(6) 0.0802(5) Uiso 1.000000 R . .
C00C C 0.4832(5) 0.25731(16) 0.34478(6) 0.0704(5) Uani 1.000000 . . .
H00C H 0.5149(5) 0.17860(16) 0.35424(6) 0.0845(5) Uiso 1.000000 R . .
C00D C 0.2681(5) 0.39743(17) 0.28818(6) 0.0693(5) Uani 1.000000 . . .
H00D H 0.1593(5) 0.41165(17) 0.26000(6) 0.0831(6) Uiso 1.000000 R . .
O2 O 0.735(4) 1.1255(8) 0.5084(3) 0.157(3) Uani 0.250000 D U 4
C4 C 0.873(5) 1.0779(12) 0.4846(5) 0.1028(15) Uani 0.300000 D U 1
H4a H 0.802(5) 1.0612(12) 0.5164(5) 0.1233(18) Uiso 0.300000 R . 1
H4b H 1.113(5) 1.0889(12) 0.4845(5) 0.1233(18) Uiso 0.300000 R . 1
C0 C 0.668(2) 0.7743(6) 0.3996(2) 0.0583(16) Uani 0.700000 D U 2
C1 C 0.564(2) 0.7933(6) 0.4446(2) 0.0666(16) Uani 0.700000 D U 2
H1 H 0.444(2) 0.7354(6) 0.4607(2) 0.053(6) Uiso 0.700000 DR . 2
C2 C 0.840(2) 0.8580(6) 0.3742(2) 0.0678(16) Uani 0.700000 D U 2
H2a H 0.904(2) 0.8432(6) 0.3436(2) 0.076(8) Uiso 0.700000 DR . 2
C3 C 0.914(2) 0.9666(5) 0.3962(2) 0.0735(14) Uani 0.700000 D U 2
H3 H 1.028(2) 1.0254(5) 0.3796(2) 0.091(10) Uiso 0.700000 DR . 2
C5 C 0.824(2) 0.9881(5) 0.4416(2) 0.0685(13) Uani 0.700000 D U 2
C00J C 0.644(2) 0.9009(6) 0.46530(19) 0.0708(15) Uani 0.700000 D U 2
H00J H 0.575(2) 0.9155(6) 0.49585(19) 0.058(6) Uiso 0.700000 DR . 2
O2AB O 0.712(3) 1.1804(5) 0.4675(2) 0.115(2) Uani 0.300000 D U 1
C4A C 0.9009(18) 1.1009(5) 0.46862(17) 0.1031(14) Uani 0.700000 D U 2
H4Ad H 0.8312(18) 1.1653(5) 0.44812(17) 0.1237(17) Uiso 0.350000 R . 4
H4Ac H 1.1405(18) 1.1046(5) 0.47312(17) 0.1237(17) Uiso 0.350000 R . 4
H4Aa H 0.6903(18) 1.1358(5) 0.47816(17) 0.1237(17) Uiso 0.350000 R . 3
H4Ab H 1.0308(18) 1.0806(5) 0.49612(17) 0.1237(17) Uiso 0.350000 R . 3
O2AA O 1.038(2) 1.1842(4) 0.45044(17) 0.141(2) Uani 0.450000 . . 3
H2AB H 0.535(15) 1.190(7) 0.481(3) 0.173(3) Uiso 0.300000 GR . 1
H2 H 0.581(4) 1.0778(8) 0.5107(3) 0.235(5) Uiso 0.250000 R . 4
H2AA H 1.120(2) 1.1604(4) 0.42587(17) 0.212(3) Uiso 0.450000 R . 3


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
O001 C005 1.395(9) . ?
O001 C006 1.3434(19) . ?
O001 C0 1.426(5) . ?
O002 C006 1.196(2) . ?
N003 O004 1.218(3) . ?
N003 O007 1.214(2) . ?
N003 C00A 1.475(2) . ?
C005 C00E 1.3900 . ?
C005 C00F 1.3900 . ?
C00E H00E 0.9300 . ?
C00E C00I 1.3900 . ?
C00I H00I 0.9300 . ?
C00I C00H 1.3900 . ?
C00H C00G 1.3900 . ?
C00H C4 1.529(15) . ?
C00G H00G 0.9300 . ?
C00G C00F 1.3900 . ?
C00F H00F 0.9300 . ?
C006 C008 1.486(2) . ?
C008 C009 1.395(2) . ?
C008 C00B 1.391(2) . ?
C009 H009 0.9300 . ?
C009 C00D 1.373(2) . ?
C00A C00C 1.378(3) . ?
C00A C00D 1.369(3) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.379(2) . ?
C00C H00C 0.9300 . ?
C00D H00D 0.9300 . ?
O2 C4A 1.347(12) . ?
O2 H2 0.8200 . ?
C4 H4a 0.9700 . ?
C4 H4b 0.9700 . ?
C4 O2AB 1.404(16) . ?
C0 C1 1.369(4) . ?
C0 C2 1.369(4) . ?
C1 H1 0.9300 . ?
C1 C00J 1.379(6) . ?
C2 H2a 0.9300 . ?
C2 C3 1.400(5) . ?
C3 H3 0.9300 . ?
C3 C5 1.370(6) . ?
C5 C00J 1.390(6) . ?
C5 C4A 1.511(6) . ?
C00J H00J 0.9300 . ?
O2AB H2AB 0.8200 . ?
C4A H4Ad 0.9700 . ?
C4A H4Ac 0.9700 . ?
C4A H4Aa 0.9699 . ?
C4A H4Ab 0.9699 . ?
C4A O2AA 1.201(7) . ?
O2AA H2AA 0.8200 . ?

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
C006 O001 C005 123.9(8) . . ?
C0 O001 C005 7.7(10) . . ?
C0 O001 C006 116.6(4) . . ?
O007 N003 O004 123.78(19) . . ?
C00A N003 O004 117.95(19) . . ?
C00A N003 O007 118.27(19) . . ?
C00E C005 O001 129.9 . . ?
C00F C005 O001 110.0 . . ?
C00F C005 C00E 120.0 . . ?
H00E C00E C005 120.0(3) . . ?
C00I C00E C005 120.0 . . ?
C00I C00E H00E 120.0(3) . . ?
H00I C00I C00E 120.0(3) . . ?
C00H C00I C00E 120.0 . . ?
C00H C00I H00I 120.0(3) . . ?
C00G C00H C00I 120.0 . . ?
C4 C00H C00I 118.3(8) . . ?
C4 C00H C00G 121.4(8) . . ?
H00G C00G C00H 120.0(3) . . ?
C00F C00G C00H 120.0 . . ?
C00F C00G H00G 120.0(3) . . ?
C00G C00F C005 120.0 . . ?
H00F C00F C005 120.0(3) . . ?
H00F C00F C00G 120.0(3) . . ?
O002 C006 O001 124.07(16) . . ?
C008 C006 O001 111.67(13) . . ?
C008 C006 O002 124.25(15) . . ?
C009 C008 C006 122.06(14) . . ?
C00B C008 C006 117.95(14) . . ?
C00B C008 C009 119.98(15) . . ?
H009 C009 C008 119.96(9) . . ?
C00D C009 C008 120.09(16) . . ?
C00D C009 H009 119.96(10) . . ?
C00C C00A N003 118.42(17) . . ?
C00D C00A N003 118.70(17) . . ?
C00D C00A C00C 122.87(15) . . ?
H00B C00B C008 120.03(9) . . ?
C00C C00B C008 119.94(15) . . ?
C00C C00B H00B 120.03(10) . . ?
C00B C00C C00A 118.45(16) . . ?
H00C C00C C00A 120.78(10) . . ?
H00C C00C C00B 120.78(10) . . ?
C00A C00D C009 118.67(15) . . ?
H00D C00D C009 120.67(10) . . ?
H00D C00D C00A 120.67(10) . . ?
H2 O2 C4A 107.9 . . ?
H4a C4 C00H 110.5(7) . . ?
H4b C4 C00H 110.5(8) . . ?
H4b C4 H4a 108.7 . . ?
O2AB C4 C00H 106.3(12) . . ?
O2AB C4 H4a 110.5(7) . . ?
O2AB C4 H4b 110.5(8) . . ?
C1 C0 O001 125.4(4) . . ?
C2 C0 O001 111.3(4) . . ?
C2 C0 C1 122.9(3) . . ?
H1 C1 C0 121.0(3) . . ?
C00J C1 C0 118.0(3) . . ?
C00J C1 H1 121.0(3) . . ?
H2a C2 C0 121.2(2) . . ?
C3 C2 C0 117.7(3) . . ?
C3 C2 H2a 121.2(2) . . ?
H3 C3 C2 119.3(2) . . ?
C5 C3 C2 121.4(3) . . ?
C5 C3 H3 119.3(2) . . ?
C00J C5 C3 118.5(3) . . ?
C4A C5 C3 125.2(4) . . ?
C4A C5 C00J 116.3(4) . . ?
C5 C00J C1 121.5(3) . . ?
H00J C00J C1 119.2(3) . . ?
H00J C00J C5 119.2(2) . . ?
H2AB O2AB C4 109.5 . . ?
C5 C4A O2 120.1(7) . . ?
H4Ad C4A O2 102.5(5) . . ?
H4Ad C4A C5 104.6 . . ?
H4Ac C4A O2 111.6(7) . . ?
H4Ac C4A C5 107.8 . . ?
H4Ac C4A H4Ad 109.5 . . ?
H4Aa C4A O2 41.4(6) . . ?
H4Aa C4A C5 107.6 . . ?
H4Aa C4A H4Ad 67.6 . . ?
H4Aa C4A H4Ac 143.8 . . ?
H4Ab C4A O2 68.1(6) . . ?
H4Ab C4A C5 109.2 . . ?
H4Ab C4A H4Ad 144.9 . . ?
H4Ab C4A H4Ac 51.0 . . ?
H4Ab C4A H4Aa 109.5 . . ?
O2AA C4A O2 115.7(7) . . ?
O2AA C4A C5 121.4(5) . . ?
O2AA C4A H4Ad 45.1(5) . . ?
O2AA C4A H4Ac 64.5(5) . . ?
O2AA C4A H4Aa 102.0(5) . . ?
O2AA C4A H4Ab 106.6(4) . . ?
H2AA O2AA C4A 107.7 . . ?

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
O001 C005 C00E C00I -177.7(9) . . . . ?
O001 C005 C00F C00G 178.1(7) . . . . ?
O001 C006 C008 C009 5.58(19) . . . . ?
O001 C006 C008 C00B -174.17(15) . . . . ?
O001 C0 C1 C00J -173.6(5) . . . . ?
O001 C0 C2 C3 174.1(4) . . . . ?
O002 C006 C008 C009 -173.32(19) . . . . ?
O002 C006 C008 C00B 6.9(2) . . . . ?
N003 C00A C00C C00B -178.50(18) . . . . ?
N003 C00A C00D C009 177.87(18) . . . . ?
C005 C00E C00I C00H -0.0(13) . . . . ?
C005 C00F C00G C00H 0.0(14) . . . . ?
C00E C00I C00H C00G 0.0(14) . . . . ?
C00E C00I C00H C4 173.7(9) . . . . ?
C00I C00H C00G C00F -0.0(13) . . . . ?
C00I C00H C4 O2AB 68.7(11) . . . . ?
C006 C008 C009 C00D 179.63(18) . . . . ?
C006 C008 C00B C00C 179.74(16) . . . . ?
C008 C009 C00D C00A 1.0(2) . . . . ?
C008 C00B C00C C00A 0.3(2) . . . . ?
C009 C00D C00A C00C -0.7(2) . . . . ?
O2 C4A C5 C3 163.8(8) . . . . ?
O2 C4A C5 C00J -15.5(9) . . . . ?
C0 C1 C00J C5 -0.1(7) . . . . ?
C0 C2 C3 C5 1.0(7) . . . . ?
C1 C00J C5 C3 1.9(7) . . . . ?
C1 C00J C5 C4A -178.8(5) . . . . ?
C2 C3 C5 C00J -2.4(7) . . . . ?
C2 C3 C5 C4A 178.4(5) . . . . ?
C3 C5 C4A O2AA 3.6(8) . . . . ?



_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_id
O001 C005 1 1
O001 C00E 1 26
O001 C00F 1 27
O001 C0 1 1
O001 C1 1 26
O001 C2 1 27
C005 C00E 1 3
C005 H00E 1 28
C005 C00I 1 31
C005 C00G 1 30
C005 C00F 1 4
C005 H00F 1 29
C00E H00E 1 6
C00E C00I 1 8
C00E H00I 1 5
C00E C00H 1 20
C00E C00F 1 32
H00E C00I 1 21
C00I H00I 1 18
C00I C4 1 16
C00H C00I 1 15
C00H H00I 1 7
C00H O2 1 25
C00H C4 1 17
C00G C00I 1 23
C00G C00H 1 14
C00G H00G 1 12
C00G C4 1 13
H00G C00H 1 24
C00F C00H 1 22
C00F C00G 1 10
C00F H00G 1 11
C00F H00F 1 9
H00F C00G 1 2
O2 C4 1 19
C0 C1 1 3
C0 H1 1 28
C0 C2 1 4
C0 H2a 1 29
C0 C3 1 30
C0 C00J 1 31
C1 H1 1 6
C1 C2 1 32
C1 C5 1 20
C1 C00J 1 8
C1 H00J 1 5
H1 C00J 1 21
C2 H2a 1 9
C2 C3 1 10
C2 H3 1 11
C2 C5 1 22
H2a C3 1 2
C3 H3 1 12
C3 C5 1 14
C3 C00J 1 23
C3 C4A 1 13
H3 C5 1 24
C5 C00J 1 15
C5 H00J 1 7
C5 O2AB 1 25
C5 C4A 1 17
C00J H00J 1 18
C00J C4A 1 16
O2AB C4A 1 19

loop_
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
_restr_equal_distance_class_average
_restr_equal_distance_class_esd
_restr_equal_distance_class_diff_max
1 0.0200 1.4103 0.0157 0.0157
2 0.0400 2.0323 0.0100 0.0100
3 0.0200 1.3794 0.0106 0.0106
4 0.0200 1.3795 0.0105 0.0105
5 0.0400 2.0137 0.0086 0.0086
6 0.0200 0.9300 0.0000 0.0000
7 0.0400 2.0185 0.0038 0.0038
8 0.0200 1.3847 0.0053 0.0053
9 0.0200 0.9300 0.0000 0.0000
10 0.0200 1.3948 0.0048 0.0048
11 0.0400 2.0234 0.0011 0.0011
12 0.0200 0.9300 0.0000 0.0000
13 0.0400 2.5528 0.0065 0.0065
14 0.0200 1.3800 0.0100 0.0100
15 0.0200 1.3899 0.0001 0.0001
16 0.0400 2.4862 0.0211 0.0211
17 0.0200 1.5201 0.0090 0.0090
18 0.0200 0.9300 0.0000 0.0000
19 0.0200 1.0971 0.0715 0.0715
20 0.0400 2.4121 0.0045 0.0045
21 0.0400 2.0222 0.0001 0.0001
22 0.0400 2.4113 0.0038 0.0038
23 0.0400 2.3895 0.0181 0.0181
24 0.0400 2.0099 0.0124 0.0124
25 0.0400 2.3256 0.0066 0.0066
26 0.0400 2.5035 0.0195 0.0195
27 0.0400 2.2944 0.0128 0.0128
28 0.0400 2.0174 0.0049 0.0049
29 0.0400 2.0182 0.0041 0.0041
30 0.0400 2.3883 0.0193 0.0193
31 0.0400 2.3816 0.0259 0.0259
32 0.0400 2.4064 0.0012 0.0012

loop_
_restr_RIGU_atom_site_label_1
_restr_RIGU_atom_site_label_2
_restr_RIGU_target_weight_param
_restr_RIGU_U13_diff
_restr_RIGU_U23_diff
_restr_RIGU_U33_diff
C005 C00E 0.004000 -0.004457 0.002634 0.005619
C005 C00I 0.004000 0.000816 0.001633 0.001926
C005 C00G 0.004000 -0.016894 0.003247 -0.011183
C005 C00F 0.004000 -0.005582 -0.001769 -0.012673
C00E C00I 0.004000 0.003400 0.006722 -0.000225
C00E C00H 0.004000 -0.003996 0.002447 0.001337
C00E C00F 0.004000 -0.001461 -0.001512 -0.011184
C00I C00H 0.004000 0.002649 0.003098 0.016420
C00I C00G 0.004000 0.001205 0.009370 0.003996
C00I C4 0.004000 -0.007042 0.021297 -0.028949
C00H C00G 0.004000 0.002712 -0.003351 -0.001199
C00H C00F 0.004000 0.000990 -0.000107 0.008266
C00H C4 0.004000 -0.007661 0.014882 -0.015301
C00G C00F 0.004000 -0.005553 0.001654 0.004604
C00G C4 0.004000 -0.008559 -0.012208 -0.016754
C0 C1 0.004000 -0.005949 -0.004430 0.003267
C0 C2 0.004000 0.003964 -0.002471 -0.001855
C0 C3 0.004000 0.001212 0.000131 -0.000229
C0 C00J 0.004000 -0.008427 -0.004485 0.002312
C1 C2 0.004000 -0.001805 -0.004558 -0.004150
C1 C5 0.004000 -0.003706 -0.005655 0.000446
C1 C00J 0.004000 -0.007589 -0.005956 0.002068
C2 C3 0.004000 0.002346 0.005287 -0.001916
C2 C5 0.004000 -0.001327 0.002486 -0.003911
C3 C5 0.004000 -0.003981 0.003531 0.002546
C3 C00J 0.004000 -0.003918 0.017123 -0.001653
C3 C4A 0.004000 -0.006609 0.019441 -0.013992
C5 C00J 0.004000 0.003851 0.008793 -0.006538
C5 C4A 0.004000 0.000596 0.003490 -0.005134
C00J C4A 0.004000 0.002780 -0.017956 -0.007760

loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
O2 0.0100
C4 0.0100
O2AB 0.0100
C4A 0.0100

loop_
_restr_U_similar_atom_site_label_1
_restr_U_similar_atom_site_label_2
_restr_U_similar_weight_param
C4 C4A 0.0010

####################################################################### 
# 
# 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_test2
_database_code_depnum_ccdc_archive 'CCDC 2311706'
loop_
_audit_author_name
_audit_author_address
'Saikat Mondal'
;IISER Kolkata
India
;
_audit_update_record             
;
2023-12-02 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-11-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H10 Br0.1 N0.9 O4.8'
_chemical_formula_sum            'C14 H10 Br0.10 N0.90 O4.80'
_chemical_formula_weight         275.62
_chemical_absolute_configuration ?
_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 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.0056(2)
_cell_length_b                   11.2133(4)
_cell_length_c                   28.6053(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1284.84(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3636
_cell_measurement_temperature    288(15)
_cell_measurement_theta_max      60.3020
_cell_measurement_theta_min      3.9110
_shelx_estimated_absorpt_T_max   0.884
_shelx_estimated_absorpt_T_min   0.571
_exptl_absorpt_coefficient_mu    1.264
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70237
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.425
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             569
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            10778
_diffrn_reflns_point_group_measured_fraction_full 0.911
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.100
_diffrn_reflns_theta_min         3.090
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -75.00  24.00   0.50    5.59    --  -40.58  99.00 -55.00  198
  2  ω   -111.00 -26.00   0.50    5.59    --  -40.58 -25.00 -17.00  170
  3  ω    -31.00  30.00   0.50    5.59    --  -40.58  25.00 146.00  122
  4  ω    -29.00  31.00   0.50    5.59    --   40.58 -25.00 -17.00  120
  5  ω     37.00  93.00   0.50    5.59    --   40.58-130.00 125.00  112
  6  ω     26.00 111.00   0.50    5.59    --   40.58  25.00 146.00  170
  7  ω   -155.00 -85.00   0.50   22.50    --  -82.50 -99.00-161.00  140
  8  ω   -153.00 -68.00   0.50   22.50    --  -82.50 -25.00 -17.00  170
  9  ω   -150.00 -63.00   0.50   22.50    --  -82.50-140.00 -48.00  174
 10  ω    -90.00 -17.00   0.50   22.50    --  -82.50 130.00-162.00  146
 11  ω    107.00 169.00   0.50   22.50    --   96.35  99.00 -55.00  124
 12  ω     84.00 164.00   0.50   22.50    --   96.35 140.00  10.00  160
 13  ω     91.00 162.00   0.50   22.50    --   96.35 130.00-162.00  142
 14  ω     24.00 107.00   0.50   22.50    --   96.35 -99.00-161.00  166
 15  ω     81.00 167.00   0.50   22.50    --   96.35  25.00 146.00  172
 16  ω   -108.00 -17.00   0.50    5.59    --  -40.58 -64.00 120.00  182
 17  ω     -2.00  75.00   0.50    5.59    --   40.58 -99.00-161.00  154
 18  ω    -35.00  24.00   0.50    5.59    --   40.58 -12.00-120.00  118
 19  ω    -47.00 -15.00   0.50   22.50    --  -82.50  42.00-180.00   64
 20  ω    -47.00 -15.00   0.50   22.50    --  -82.50  42.00  90.00   64
 21  ω     30.00  57.00   0.50   22.50    --   96.35 -50.00-120.00   54
 22  ω     30.00  57.00   0.50   22.50    --   96.35 -50.00  30.00   54
 23  ω     30.00  57.00   0.50   22.50    --   96.35 -50.00 -30.00   54
 24  ω     28.00  68.00   0.50   22.50    --   96.35 -59.00  30.00   80
 25  ω     28.00  68.00   0.50   22.50    --   96.35 -59.00   0.00   80
 26  ω     28.00  68.00   0.50   22.50    --   96.35 -59.00-180.00   80
 27  ω     28.00  68.00   0.50   22.50    --   96.35 -59.00-120.00   80
 28  ω     29.00  83.00   0.50   22.50    --   96.35 -68.00 -30.00  108
 29  ω   -108.00 -17.00   0.50    5.59    --  -40.58 -64.00  60.00  182
 30  ω   -109.00 -14.00   0.50    5.59    --  -40.58 -77.00-150.00  190
 31  ω    -43.00  26.00   0.50    5.59    --  -40.58  38.00-120.00  138
 32  ω   -107.00 -25.00   0.50    5.59    --  -40.58 -38.00-120.00  164
 33  ω   -108.00 -17.00   0.50    5.59    --  -40.58 -64.00 -30.00  182
 34  ω   -109.00 -14.00   0.50    5.59    --  -40.58 -77.00  30.00  190
 35  ω     14.00 109.00   0.50    5.59    --   40.58  77.00-150.00  190
 36  ω     14.00 109.00   0.50    5.59    --   40.58  77.00 150.00  190
 37  ω   -150.00 -90.00   0.50   22.50    --  -82.50 -42.00  60.00  120
 38  ω   -150.00 -66.00   0.50   22.50    --  -82.50 -42.00 -60.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.505
_reflns_Friedel_fraction_full    0.786
_reflns_Friedel_fraction_max     0.780
_reflns_number_gt                1760
_reflns_number_total             2128
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.126
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 519 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0484
_refine_ls_restrained_S_all      1.064
_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)+(0.0686P)²+0.2168P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1301
_refine_ls_wR_factor_ref         0.1362
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H,H,H) groups
2. Others
 Fixed Sof: O1(0.9) O2(0.9) H1bc(0.4) H1bd(0.4) H1ce(0.25) H1cf(0.25)
 H1aa(0.35) H1ab(0.35) O4(0.4) O5(0.3) O3(0.3) N2(0.9) Br2(0.1)
3.a Secondary CH2 refined with riding coordinates:
 C1(H1bc,H1bd), C1(H1ce,H1cf), C1(H1aa,H1ab)
3.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C009(H009), C00B(H00B), C00C(H00C), C00D(H00D), C00E(H00E),
 C00F(H00F), C00H(H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O001 O 0.5773(7) 0.6746(2) 0.37143(8) 0.0736(7) Uani 1 1 d . . . . .
O003 O 0.8383(10) 0.5513(3) 0.42184(9) 0.0981(10) Uani 1 1 d . . . . .
C005 C 0.6590(10) 0.7767(3) 0.39780(11) 0.0658(9) Uani 1 1 d . . . . .
C006 C 0.6671(11) 0.5668(3) 0.38750(12) 0.0694(9) Uani 1 1 d . . . . .
C007 C 0.5435(9) 0.4683(3) 0.35744(11) 0.0622(8) Uani 1 1 d . . . . .
C008 C 0.3758(10) 0.4904(3) 0.31553(12) 0.0705(9) Uani 1 1 d . . . . .
H008 H 0.337221 0.568398 0.305909 0.085 Uiso 1 1 calc R U . . .
C009 C 0.2679(11) 0.3968(4) 0.28856(13) 0.0775(11) Uani 1 1 d . . . . .
H009 H 0.162707 0.410473 0.260082 0.093 Uiso 1 1 calc R U . . .
C00A C 0.3176(11) 0.2836(4) 0.30419(13) 0.0728(10) Uani 1 1 d . . . . .
C00B C 0.4807(11) 0.2584(4) 0.34542(13) 0.0761(10) Uani 1 1 d . . . . .
H00B H 0.513797 0.180062 0.354990 0.091 Uiso 1 1 calc R U . . .
C00C C 0.5928(10) 0.3519(3) 0.37191(12) 0.0732(10) Uani 1 1 d . . . . .
H00C H 0.703121 0.336936 0.399909 0.088 Uiso 1 1 calc R U . . .
C00D C 0.8334(11) 0.8650(3) 0.37515(13) 0.0744(10) Uani 1 1 d . . . . .
H00D H 0.902895 0.855217 0.344366 0.089 Uiso 1 1 calc R U . . .
C00E C 0.5522(11) 0.7901(3) 0.44279(12) 0.0754(10) Uani 1 1 d . . . . .
H00E H 0.433004 0.729692 0.457520 0.090 Uiso 1 1 calc R U . . .
C00F C 0.6234(13) 0.8941(4) 0.46594(13) 0.0846(13) Uani 1 1 d . . . . .
H00F H 0.548320 0.904301 0.496444 0.102 Uiso 1 1 calc R U . . .
C00G C 0.8053(12) 0.9846(4) 0.44473(16) 0.0830(11) Uani 1 1 d . . . . .
C00H C 0.9027(11) 0.9688(4) 0.39932(16) 0.0834(12) Uani 1 1 d . . . . .
H00H H 1.018713 1.029563 0.384298 0.100 Uiso 1 1 calc R U . . .
O1 O 0.0500(18) 0.2069(5) 0.23849(17) 0.131(2) Uani 0.9 1 d . . P . .
O2 O 0.228(2) 0.0832(5) 0.2903(2) 0.127(2) Uani 0.9 1 d . . P . .
C1 C 0.8882(19) 1.0964(6) 0.4715(3) 0.130(2) Uani 1 1 d . . . . .
H1BC H 0.861872 1.077741 0.504400 0.157 Uiso 0.4 1 calc R U P A 2
H1BD H 1.123721 1.111985 0.466520 0.157 Uiso 0.4 1 calc R U P A 2
H1CE H 0.680782 1.131862 0.482126 0.157 Uiso 0.25 1 calc R U P B 3
H1CF H 1.014394 1.073919 0.499061 0.157 Uiso 0.25 1 calc R U P B 3
H1AA H 1.126105 1.094587 0.477776 0.157 Uiso 0.35 1 calc R U P C 1
H1AB H 0.849146 1.163107 0.450612 0.157 Uiso 0.35 1 calc R U P C 1
O4 O 0.751(6) 1.1842(10) 0.4650(4) 0.178(8) Uani 0.4 1 d . . P D 2
O5 O 1.065(4) 1.1818(12) 0.4479(4) 0.100(3) Uani 0.3 1 d . . P D 3
O3 O 0.755(13) 1.1186(18) 0.5066(7) 0.263(17) Uani 0.3 1 d . . P D 1
N2 N 0.197(3) 0.1824(13) 0.2749(6) 0.089(3) Uani 0.9 1 d . . P . .
Br2 Br 0.155(7) 0.155(3) 0.2693(13) 0.151(9) Uani 0.1 1 d . . P . .


_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
O001 C005 1.409(4) . ?
O001 C006 1.342(4) . ?
O003 C006 1.211(4) . ?
C005 C00D 1.374(5) . ?
C005 C00E 1.364(5) . ?
C006 C007 1.485(5) . ?
C007 C008 1.396(5) . ?
C007 C00C 1.384(5) . ?
C008 H008 0.9300 . ?
C008 C009 1.373(5) . ?
C009 H009 0.9300 . ?
C009 C00A 1.360(5) . ?
C00A C00B 1.377(5) . ?
C00A N2 1.492(15) . ?
C00A Br2 1.87(3) . ?
C00B H00B 0.9300 . ?
C00B C00C 1.369(5) . ?
C00C H00C 0.9300 . ?
C00D H00D 0.9300 . ?
C00D C00H 1.382(6) . ?
C00E H00E 0.9300 . ?
C00E C00F 1.371(6) . ?
C00F H00F 0.9300 . ?
C00F C00G 1.388(6) . ?
C00G C00H 1.368(6) . ?
C00G C1 1.506(7) . ?
C00H H00H 0.9300 . ?
O1 N2 1.228(18) . ?
O1 Br2 1.14(4) . ?
O2 N2 1.203(18) . ?
O2 Br2 1.05(4) . ?
C1 H1BC 0.9700 . ?
C1 H1BD 0.9700 . ?
C1 H1CE 0.9700 . ?
C1 H1CF 0.9700 . ?
C1 H1AA 0.9700 . ?
C1 H1AB 0.9700 . ?
C1 O4 1.144(12) . ?
C1 O5 1.370(14) . ?
C1 O3 1.16(3) . ?

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
C006 O001 C005 119.1(3) . . ?
C00D C005 O001 116.8(3) . . ?
C00E C005 O001 121.4(3) . . ?
C00E C005 C00D 121.6(3) . . ?
O001 C006 C007 112.5(3) . . ?
O003 C006 O001 124.0(4) . . ?
O003 C006 C007 123.5(3) . . ?
C008 C007 C006 121.7(3) . . ?
C00C C007 C006 118.8(3) . . ?
C00C C007 C008 119.5(3) . . ?
C007 C008 H008 120.1 . . ?
C009 C008 C007 119.9(3) . . ?
C009 C008 H008 120.1 . . ?
C008 C009 H009 120.6 . . ?
C00A C009 C008 118.9(3) . . ?
C00A C009 H009 120.6 . . ?
C009 C00A C00B 122.8(4) . . ?
C009 C00A N2 118.6(7) . . ?
C009 C00A Br2 119.6(14) . . ?
C00B C00A N2 118.6(7) . . ?
C00B C00A Br2 117.6(14) . . ?
N2 C00A Br2 2.2(15) . . ?
C00A C00B H00B 120.9 . . ?
C00C C00B C00A 118.2(4) . . ?
C00C C00B H00B 120.9 . . ?
C007 C00C H00C 119.7 . . ?
C00B C00C C007 120.6(3) . . ?
C00B C00C H00C 119.7 . . ?
C005 C00D H00D 120.9 . . ?
C005 C00D C00H 118.2(4) . . ?
C00H C00D H00D 120.9 . . ?
C005 C00E H00E 120.5 . . ?
C005 C00E C00F 119.0(4) . . ?
C00F C00E H00E 120.5 . . ?
C00E C00F H00F 119.4 . . ?
C00E C00F C00G 121.3(4) . . ?
C00G C00F H00F 119.4 . . ?
C00F C00G C1 120.1(5) . . ?
C00H C00G C00F 118.0(4) . . ?
C00H C00G C1 121.9(5) . . ?
C00D C00H H00H 119.1 . . ?
C00G C00H C00D 121.8(4) . . ?
C00G C00H H00H 119.1 . . ?
Br2 O1 N2 18.4(19) . . ?
Br2 O2 N2 18(2) . . ?
C00G C1 H1BC 106.9 . . ?
C00G C1 H1BD 106.9 . . ?
C00G C1 H1CE 108.2 . . ?
C00G C1 H1CF 108.2 . . ?
C00G C1 H1AA 107.1 . . ?
C00G C1 H1AB 107.1 . . ?
H1BC C1 H1BD 106.7 . . ?
H1CE C1 H1CF 107.3 . . ?
H1AA C1 H1AB 106.8 . . ?
O4 C1 C00G 121.9(10) . . ?
O4 C1 H1BC 106.9 . . ?
O4 C1 H1BD 106.9 . . ?
O5 C1 C00G 116.5(9) . . ?
O5 C1 H1CE 108.2 . . ?
O5 C1 H1CF 108.2 . . ?
O3 C1 C00G 121.1(17) . . ?
O3 C1 H1AA 107.1 . . ?
O3 C1 H1AB 107.1 . . ?
O1 N2 C00A 117.5(11) . . ?
O2 N2 C00A 117.7(11) . . ?
O2 N2 O1 124.6(12) . . ?
O1 Br2 C00A 98(2) . . ?
O2 Br2 C00A 101(2) . . ?
O2 Br2 O1 161(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
O001 C005 C00D C00H 176.8(3) . . . . ?
O001 C005 C00E C00F -176.4(4) . . . . ?
O001 C006 C007 C008 4.6(5) . . . . ?
O001 C006 C007 C00C -174.5(4) . . . . ?
O003 C006 C007 C008 -173.3(4) . . . . ?
O003 C006 C007 C00C 7.6(6) . . . . ?
C005 O001 C006 O003 -5.9(6) . . . . ?
C005 O001 C006 C007 176.2(3) . . . . ?
C005 C00D C00H C00G 0.6(6) . . . . ?
C005 C00E C00F C00G -1.0(6) . . . . ?
C006 O001 C005 C00D 125.7(4) . . . . ?
C006 O001 C005 C00E -58.2(5) . . . . ?
C006 C007 C008 C009 179.5(4) . . . . ?
C006 C007 C00C C00B 179.5(4) . . . . ?
C007 C008 C009 C00A 2.2(6) . . . . ?
C008 C007 C00C C00B 0.4(6) . . . . ?
C008 C009 C00A C00B -2.0(6) . . . . ?
C008 C009 C00A N2 179.4(7) . . . . ?
C008 C009 C00A Br2 177.1(9) . . . . ?
C009 C00A C00B C00C 0.9(6) . . . . ?
C009 C00A N2 O1 -1.9(14) . . . . ?
C009 C00A N2 O2 -176.3(8) . . . . ?
C009 C00A Br2 O1 3(2) . . . . ?
C009 C00A Br2 O2 -179.1(14) . . . . ?
C00A C00B C00C C007 -0.1(6) . . . . ?
C00B C00A N2 O1 179.5(8) . . . . ?
C00B C00A N2 O2 5.0(14) . . . . ?
C00B C00A Br2 O1 -177.9(11) . . . . ?
C00B C00A Br2 O2 0(2) . . . . ?
C00C C007 C008 C009 -1.4(6) . . . . ?
C00D C005 C00E C00F -0.5(6) . . . . ?
C00E C005 C00D C00H 0.7(6) . . . . ?
C00E C00F C00G C00H 2.2(6) . . . . ?
C00E C00F C00G C1 -178.2(4) . . . . ?
C00F C00G C00H C00D -2.0(6) . . . . ?
C00F C00G C1 O4 -104.3(18) . . . . ?
C00F C00G C1 O5 -179.4(9) . . . . ?
C00F C00G C1 O3 -14(3) . . . . ?
C00H C00G C1 O4 75.3(18) . . . . ?
C00H C00G C1 O5 0.2(11) . . . . ?
C00H C00G C1 O3 166(2) . . . . ?
C1 C00G C00H C00D 178.4(5) . . . . ?
N2 C00A C00B C00C 179.5(7) . . . . ?
N2 C00A Br2 O1 -61(45) . . . . ?
N2 C00A Br2 O2 117(46) . . . . ?
N2 O1 Br2 C00A 8(5) . . . . ?
N2 O1 Br2 O2 -166(14) . . . . ?
N2 O2 Br2 C00A -8(5) . . . . ?
N2 O2 Br2 O1 166(15) . . . . ?
Br2 C00A C00B C00C -178.2(9) . . . . ?
Br2 C00A N2 O1 115(46) . . . . ?
Br2 C00A N2 O2 -59(46) . . . . ?
Br2 O1 N2 C00A -169(7) . . . . ?
Br2 O1 N2 O2 5(5) . . . . ?
Br2 O2 N2 C00A 169(7) . . . . ?
Br2 O2 N2 O1 -5(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT234_test2               
;
PROBLEM: Large Hirshfeld Difference O3       --C1       .       0.30 Ang.  
RESPONSE: we found disordered oxygen connected to C1, even after several attempts
of data collection the disorder still persists.
;
# end Validation Reply Form
####################################################################### 
# 
# 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
_database_code_depnum_ccdc_archive 'CCDC 2311707'
loop_
_audit_author_name
_audit_author_address
'Saikat Mondal'
;IISER Kolkata
India
;
_audit_update_record             
;
2023-12-02 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-10-16
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H13 N O5'
_chemical_formula_sum            'C15 H13 N O5'
_chemical_formula_weight         287.26
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O'
_chemical_oxdiff_usercomment     100K
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.97940(10)
_cell_length_b                   7.62590(10)
_cell_length_c                   12.34710(10)
_cell_angle_alpha                93.1440(10)
_cell_angle_beta                 97.3620(10)
_cell_angle_gamma                94.0610(10)
_cell_volume                     648.752(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11089
_cell_measurement_temperature    100.01(12)
_cell_measurement_theta_max      68.0380
_cell_measurement_theta_min      3.6020
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.651
_exptl_absorpt_coefficient_mu    0.940
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0421
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11974
_diffrn_reflns_point_group_measured_fraction_full 0.874
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.180
_diffrn_reflns_theta_min         3.617
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(12)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     28.00 105.00   0.50    0.20    --   96.35 -77.00 -60.00  154
  2  ω     29.00  83.00   0.50    0.20    --   96.35 -68.00-150.00  108
  3  ω     41.00 100.00   0.50    0.20    --   40.58-138.00-180.00  118
  4  ω     41.00 100.00   0.50    0.20    --   40.58-138.00-120.00  118
  5  ω     -2.00  75.00   0.50    0.20    --   40.58 -99.00 -44.00  154
  6  ω     28.00  68.00   0.50    0.20    --   96.35 -59.00  30.00   80
  7  ω     30.00  57.00   0.50    0.20    --   96.35 -50.00   0.00   54
  8  ω     29.00  83.00   0.50    0.20    --   96.35 -68.00 -30.00  108
  9  ω     30.00  57.00   0.50    0.20    --   96.35 -50.00-120.00   54
 10  ω     30.00  57.00   0.50    0.20    --   96.35 -50.00 -90.00   54
 11  ω     30.00  57.00   0.50    0.20    --   96.35 -50.00 -60.00   54
 12  ω     30.00  57.00   0.50    0.20    --   96.35 -50.00 -30.00   54
 13  ω    -35.00  24.00   0.50    0.20    --   40.58 -12.00-150.00  118
 14  ω    -35.00  24.00   0.50    0.20    --   40.58 -12.00 -30.00  118
 15  ω     29.00  83.00   0.50    0.20    --   96.35 -68.00  90.00  108
 16  ω     30.00  57.00   0.50    0.20    --   96.35 -50.00 120.00   54
 17  ω     23.00 106.00   0.50    0.20    --   96.35 -96.00  60.00  166
 18  ω     33.00 110.00   0.50    0.20    --   96.35-117.00 120.00  154
 19  ω     24.00 107.00   0.50    0.20    --   96.35 -99.00 -44.00  166
 20  ω     23.00 106.00   0.50    0.20    --   96.35 -96.00 -90.00  166
 21  ω     33.00 110.00   0.50    0.20    --   96.35-117.00-120.00  154
 22  ω     33.00 110.00   0.50    0.20    --   96.35-117.00-150.00  154
 23  ω     23.00 106.00   0.50    0.20    --   96.35 -96.00 150.00  166
 24  ω    -64.00  27.00   0.50    0.20    --  -40.58  64.00 -90.00  182
 25  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00-180.00   64
 26  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00-150.00   64
 27  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00-120.00   64
 28  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00 -90.00   64
 29  ω    -47.00 -15.00   0.50    0.20    --  -82.50  42.00 -60.00   64
 30  ω    -43.00  26.00   0.50    0.20    --  -40.58  38.00  30.00  138
 31  ω    -43.00  26.00   0.50    0.20    --  -40.58  38.00  90.00  138
 32  ω    -81.00 -10.00   0.50    0.20    --  -82.50  99.00  61.00  142
 33  ω    -75.00  24.00   0.50    0.20    --  -40.58  99.00  61.00  198
 34  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00 -30.00  190
 35  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00 -60.00  190
 36  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00   0.00  190
 37  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00  30.00  190
 38  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00  60.00  190
 39  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00 150.00  190
 40  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00 120.00  190
 41  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00  90.00  190
 42  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00-120.00  190
 43  ω   -109.00 -14.00   0.50    0.20    --  -40.58 -77.00-180.00  190
 44  ω   -151.00 -68.00   0.50    0.20    --  -82.50 -77.00-120.00  166
 45  ω   -151.00 -55.00   0.50    0.20    --  -82.50 -77.00-180.00  192
 46  ω   -151.00 -55.00   0.50    0.20    --  -82.50 -77.00 -90.00  192
 47  ω   -151.00 -55.00   0.50    0.20    --  -82.50 -77.00 -30.00  192
 48  ω   -151.00 -55.00   0.50    0.20    --  -82.50 -77.00  60.00  192
 49  ω   -150.00 -58.00   0.50    0.20    --  -82.50 -68.00  90.00  184
 50  ω   -153.00 -68.00   0.50    0.20    --  -82.50 -25.00   0.00  170
 51  ω   -155.00 -85.00   0.50    0.20    --  -82.50 -99.00 -44.00  140
 52  ω     14.00 109.00   0.50    0.20    --   40.58  77.00 -60.00  190
 53  ω     14.00 109.00   0.50    0.20    --   40.58  77.00-120.00  190
 54  ω     22.00 107.00   0.50    0.20    --   40.58  50.00-180.00  170
 55  ω     22.00 107.00   0.50    0.20    --   40.58  50.00 -60.00  170
 56  ω     81.00 167.00   0.50    0.20    --   96.35  25.00  30.00  172
 57  ω     72.00 164.00   0.50    0.20    --   96.35  68.00 150.00  184
 58  ω     70.00 165.00   0.50    0.20    --   96.35  77.00 120.00  190
 59  ω     70.00 165.00   0.50    0.20    --   96.35  77.00   0.00  190
 60  ω     72.00 164.00   0.50    0.20    --   96.35  68.00 -30.00  184
 61  ω     77.00 163.00   0.50    0.20    --   96.35  50.00 -60.00  172
 62  ω     77.00 163.00   0.50    0.20    --   96.35  50.00-120.00  172
 63  ω     77.00 163.00   0.50    0.20    --   96.35  50.00-150.00  172
 64  ω     83.00 164.00   0.50    0.20    --   96.35  33.00-180.00  162
 65  ω     83.00 164.00   0.50    0.20    --   96.35  33.00  90.00  162
 66  ω     77.00 163.00   0.50    0.20    --   96.35  50.00 120.00  172
 67  ω     99.00 160.00   0.50    0.20    --   96.35 117.00  30.00  122
 68  ω    105.00 170.00   0.50    0.20    --   96.35  96.00  90.00  130
 69  ω    107.00 169.00   0.50    0.20    --   96.35  99.00  61.00  124
 70  ω     99.00 160.00   0.50    0.20    --   96.35 117.00 -60.00  122
 71  ω    105.00 170.00   0.50    0.20    --   96.35  96.00-120.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0582928000
_diffrn_orient_matrix_UB_12      -0.0790744000
_diffrn_orient_matrix_UB_13      -0.1181317000
_diffrn_orient_matrix_UB_21      0.2150367000
_diffrn_orient_matrix_UB_22      0.0075580000
_diffrn_orient_matrix_UB_23      -0.0173659000
_diffrn_orient_matrix_UB_31      0.0143120000
_diffrn_orient_matrix_UB_32      -0.1867583000
_diffrn_orient_matrix_UB_33      0.0404636000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_full    0.751
_reflns_Friedel_fraction_max     0.743
_reflns_number_gt                4081
_reflns_number_total             4101
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details 
;
 Flack x determined using 1725 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.60(12)
_refine_ls_extinction_coef       0.023(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     390
_refine_ls_number_reflns         4101
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0345
_refine_ls_restrained_S_all      0.990
_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)+(0.0735P)²+0.1014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0925
_refine_ls_wR_factor_ref         0.0927
_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
2.a Secondary CH2 refined with riding coordinates:
 C00Q(H00H,H00I), C015(H01A,H01B)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00J(H00J), C00L(H00L),
 C00N(H00N), C00P(H00P), C00R(H00R), C00S(H00S), C00T(H00T), C00X(H00X),
 C00Y(H00Y), C013(H013)
2.c Idealised Me refined as rotating group:
 C00Z(H00A,H00B,H00C), C016(H01C,H01D,H01E)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
O001 O 0.1702(3) -0.1612(2) 0.75909(14) 0.0216(4) Uani 1 1 d . . . . .
O002 O 0.7456(3) 1.1431(2) 0.20492(14) 0.0231(4) Uani 1 1 d . . . . .
O003 O 0.3465(3) -0.0082(3) 0.90421(15) 0.0243(4) Uani 1 1 d . . . . .
O004 O 0.6014(3) 1.6999(3) -0.21915(16) 0.0294(5) Uani 1 1 d . . . . .
O005 O 0.7306(3) 1.3762(3) 0.32178(15) 0.0287(5) Uani 1 1 d . . . . .
O006 O 0.0619(3) -0.8836(3) 1.05217(17) 0.0283(4) Uani 1 1 d . . . . .
O007 O 0.6932(3) 0.5267(3) 0.53335(17) 0.0256(4) Uani 1 1 d . . . . .
O008 O 0.2950(3) 0.5664(3) 0.53647(19) 0.0313(5) Uani 1 1 d . . . . .
O009 O 0.2914(3) -0.7761(3) 1.17803(18) 0.0335(5) Uani 1 1 d . . . . .
O00A O 0.8099(3) 1.8846(3) -0.11957(18) 0.0344(5) Uani 1 1 d . . . . .
N00B N 0.7095(3) 1.7441(3) -0.13432(19) 0.0243(5) Uani 1 1 d . . . . .
N00C N 0.1810(3) -0.7652(3) 1.09281(19) 0.0224(5) Uani 1 1 d . . . . .
C00D C 0.3542(4) 0.0107(4) 0.6445(2) 0.0220(5) Uani 1 1 d . . . . .
H00D H 0.457910 -0.062994 0.656884 0.026 Uiso 1 1 calc R U . . .
C00E C 0.9651(4) 0.8654(3) 0.4130(2) 0.0202(5) Uani 1 1 d . . . . .
H00E H 1.089140 0.828929 0.438865 0.024 Uiso 1 1 calc R U . . .
C00F C 0.2512(3) -0.2916(4) 1.0355(2) 0.0177(5) Uani 1 1 d . . . . .
H00F H 0.279535 -0.178375 1.072492 0.021 Uiso 1 1 calc R U . . .
C00G C 0.3636(4) 0.1478(4) 0.5753(2) 0.0223(5) Uani 1 1 d . . . . .
H00G H 0.476213 0.168555 0.540553 0.027 Uiso 1 1 calc R U . . .
C00H C 0.2574(3) -0.1410(3) 0.8641(2) 0.0177(5) Uani 1 1 d . . . . .
C00I C 0.8035(4) 0.8017(3) 0.4583(2) 0.0194(5) Uani 1 1 d . . . . .
C00J C 0.0355(4) 0.0885(4) 0.6783(2) 0.0210(5) Uani 1 1 d . . . . .
H00J H -0.075952 0.067631 0.713958 0.025 Uiso 1 1 calc R U . . .
C00K C 0.2277(3) -0.3057(3) 0.9211(2) 0.0166(5) Uani 1 1 d . . . . .
C00L C 0.1834(3) -0.4693(4) 0.8644(2) 0.0191(5) Uani 1 1 d . . . . .
H00L H 0.164980 -0.478535 0.786670 0.023 Uiso 1 1 calc R U . . .
C00M C 0.7142(3) 1.6255(4) -0.0436(2) 0.0209(5) Uani 1 1 d . . . . .
C00N C 0.0471(4) 0.2242(3) 0.6082(2) 0.0214(5) Uani 1 1 d . . . . .
H00N H -0.057734 0.296687 0.595698 0.026 Uiso 1 1 calc R U . . .
C00O C 0.7208(3) 1.4207(4) 0.1316(2) 0.0184(5) Uani 1 1 d . . . . .
C00P C 0.9467(4) 0.9824(4) 0.3299(2) 0.0213(5) Uani 1 1 d . . . . .
H00P H 1.057189 1.026447 0.299286 0.026 Uiso 1 1 calc R U . . .
C00Q C 0.8245(4) 0.6803(4) 0.5509(2) 0.0223(6) Uani 1 1 d . . . . .
H00H H 0.958725 0.644079 0.561018 0.027 Uiso 1 1 calc R U . . .
H00I H 0.803123 0.745804 0.619272 0.027 Uiso 1 1 calc R U . . .
C00R C 0.6874(4) 1.3428(4) 0.0257(2) 0.0205(5) Uani 1 1 d . . . . .
H00R H 0.667636 1.218190 0.015108 0.025 Uiso 1 1 calc R U . . .
C00S C 0.6213(4) 0.8538(4) 0.4179(2) 0.0215(6) Uani 1 1 d . . . . .
H00S H 0.510077 0.809163 0.447671 0.026 Uiso 1 1 calc R U . . .
C00T C 0.7505(3) 1.6040(4) 0.1499(2) 0.0210(5) Uani 1 1 d . . . . .
H00T H 0.770704 1.656762 0.222317 0.025 Uiso 1 1 calc R U . . .
C00U C 0.6821(3) 1.4443(4) -0.0659(2) 0.0214(6) Uani 1 1 d . . . . .
C00V C 0.2343(3) -0.4389(4) 1.0968(2) 0.0198(5) Uani 1 1 d . . . . .
C00W C 0.7312(3) 1.3153(3) 0.2297(2) 0.0180(5) Uani 1 1 d . . . . .
C00X C 0.1662(3) -0.6194(4) 0.9230(2) 0.0202(5) Uani 1 1 d . . . . .
H00X H 0.135351 -0.732462 0.886079 0.024 Uiso 1 1 calc R U . . .
C00Y C 0.6000(4) 0.9696(4) 0.3351(2) 0.0220(6) Uani 1 1 d . . . . .
H00Y H 0.475946 1.004753 0.307784 0.026 Uiso 1 1 calc R U . . .
C00Z C 0.2542(4) -0.4141(4) 1.2194(2) 0.0249(6) Uani 1 1 d . . . . .
H00A H 0.381731 -0.447157 1.250850 0.037 Uiso 1 1 calc R U . . .
H00B H 0.152781 -0.488693 1.246504 0.037 Uiso 1 1 calc R U . . .
H00C H 0.240968 -0.290386 1.240912 0.037 Uiso 1 1 calc R U . . .
C010 C 0.1898(4) -0.0153(3) 0.6949(2) 0.0199(5) Uani 1 1 d . . . . .
C011 C 0.7650(4) 1.0327(3) 0.2933(2) 0.0193(5) Uani 1 1 d . . . . .
C012 C 0.1951(3) -0.5999(3) 1.0363(2) 0.0190(5) Uani 1 1 d . . . . .
C013 C 0.7502(4) 1.7075(4) 0.0611(2) 0.0227(6) Uani 1 1 d . . . . .
H013 H 0.774107 1.831910 0.071527 0.027 Uiso 1 1 calc R U . . .
C014 C 0.2115(4) 0.2552(3) 0.55582(19) 0.0193(5) Uani 1 1 d . . . . .
C015 C 0.2232(4) 0.4019(4) 0.4800(2) 0.0248(6) Uani 1 1 d . . . . .
H01A H 0.309209 0.371530 0.425104 0.030 Uiso 1 1 calc R U . . .
H01B H 0.092621 0.413851 0.440446 0.030 Uiso 1 1 calc R U . . .
C016 C 0.6482(4) 1.3497(4) -0.1777(2) 0.0258(6) Uani 1 1 d . . . . .
H01C H 0.513933 1.358630 -0.210223 0.039 Uiso 1 1 calc R U . . .
H01D H 0.672225 1.225351 -0.171301 0.039 Uiso 1 1 calc R U . . .
H01E H 0.736515 1.403457 -0.224317 0.039 Uiso 1 1 calc R U . . .
H008 H 0.423(7) 0.569(6) 0.551(4) 0.058(13) Uiso 1 1 d . . . . .
H007 H 0.703(6) 0.483(5) 0.468(4) 0.039(10) 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
O001 C00H 1.356(3) . ?
O001 C010 1.409(3) . ?
O002 C00W 1.345(3) . ?
O002 C011 1.413(3) . ?
O003 C00H 1.197(3) . ?
O004 N00B 1.226(3) . ?
O005 C00W 1.205(3) . ?
O006 N00C 1.223(3) . ?
O007 C00Q 1.424(3) . ?
O007 H007 0.87(4) . ?
O008 C015 1.427(4) . ?
O008 H008 0.89(5) . ?
O009 N00C 1.232(3) . ?
O00A N00B 1.230(3) . ?
N00B C00M 1.477(4) . ?
N00C C012 1.477(3) . ?
C00D H00D 0.9500 . ?
C00D C00G 1.389(4) . ?
C00D C010 1.381(4) . ?
C00E H00E 0.9500 . ?
C00E C00I 1.390(4) . ?
C00E C00P 1.395(4) . ?
C00F H00F 0.9500 . ?
C00F C00K 1.398(3) . ?
C00F C00V 1.395(4) . ?
C00G H00G 0.9500 . ?
C00G C014 1.391(4) . ?
C00H C00K 1.487(3) . ?
C00I C00Q 1.510(4) . ?
C00I C00S 1.398(4) . ?
C00J H00J 0.9500 . ?
C00J C00N 1.389(4) . ?
C00J C010 1.383(4) . ?
C00K C00L 1.391(4) . ?
C00L H00L 0.9500 . ?
C00L C00X 1.393(4) . ?
C00M C00U 1.391(4) . ?
C00M C013 1.390(4) . ?
C00N H00N 0.9500 . ?
C00N C014 1.400(4) . ?
C00O C00R 1.391(4) . ?
C00O C00T 1.400(4) . ?
C00O C00W 1.487(4) . ?
C00P H00P 0.9500 . ?
C00P C011 1.379(4) . ?
C00Q H00H 0.9900 . ?
C00Q H00I 0.9900 . ?
C00R H00R 0.9500 . ?
C00R C00U 1.402(4) . ?
C00S H00S 0.9500 . ?
C00S C00Y 1.388(4) . ?
C00T H00T 0.9500 . ?
C00T C013 1.386(4) . ?
C00U C016 1.505(3) . ?
C00V C00Z 1.503(4) . ?
C00V C012 1.393(4) . ?
C00X H00X 0.9500 . ?
C00X C012 1.386(4) . ?
C00Y H00Y 0.9500 . ?
C00Y C011 1.388(4) . ?
C00Z H00A 0.9800 . ?
C00Z H00B 0.9800 . ?
C00Z H00C 0.9800 . ?
C013 H013 0.9500 . ?
C014 C015 1.502(4) . ?
C015 H01A 0.9900 . ?
C015 H01B 0.9900 . ?
C016 H01C 0.9800 . ?
C016 H01D 0.9800 . ?
C016 H01E 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
C00H O001 C010 116.60(19) . . ?
C00W O002 C011 116.89(18) . . ?
C00Q O007 H007 106(3) . . ?
C015 O008 H008 109(3) . . ?
O004 N00B O00A 123.4(2) . . ?
O004 N00B C00M 118.4(2) . . ?
O00A N00B C00M 118.2(2) . . ?
O006 N00C O009 123.8(2) . . ?
O006 N00C C012 118.3(2) . . ?
O009 N00C C012 117.9(2) . . ?
C00G C00D H00D 120.9 . . ?
C010 C00D H00D 120.9 . . ?
C010 C00D C00G 118.2(2) . . ?
C00I C00E H00E 119.7 . . ?
C00I C00E C00P 120.7(2) . . ?
C00P C00E H00E 119.7 . . ?
C00K C00F H00F 119.1 . . ?
C00V C00F H00F 119.1 . . ?
C00V C00F C00K 121.9(2) . . ?
C00D C00G H00G 119.4 . . ?
C00D C00G C014 121.3(2) . . ?
C014 C00G H00G 119.4 . . ?
O001 C00H C00K 110.7(2) . . ?
O003 C00H O001 124.0(2) . . ?
O003 C00H C00K 125.4(2) . . ?
C00E C00I C00Q 120.6(2) . . ?
C00E C00I C00S 119.0(2) . . ?
C00S C00I C00Q 120.3(2) . . ?
C00N C00J H00J 120.7 . . ?
C010 C00J H00J 120.7 . . ?
C010 C00J C00N 118.5(2) . . ?
C00F C00K C00H 117.3(2) . . ?
C00L C00K C00F 120.4(2) . . ?
C00L C00K C00H 122.2(2) . . ?
C00K C00L H00L 120.4 . . ?
C00K C00L C00X 119.3(2) . . ?
C00X C00L H00L 120.4 . . ?
C00U C00M N00B 120.0(2) . . ?
C013 C00M N00B 115.7(2) . . ?
C013 C00M C00U 124.3(3) . . ?
C00J C00N H00N 119.6 . . ?
C00J C00N C014 120.7(2) . . ?
C014 C00N H00N 119.6 . . ?
C00R C00O C00T 120.6(2) . . ?
C00R C00O C00W 122.2(2) . . ?
C00T C00O C00W 117.1(2) . . ?
C00E C00P H00P 120.7 . . ?
C011 C00P C00E 118.6(2) . . ?
C011 C00P H00P 120.7 . . ?
O007 C00Q C00I 113.4(2) . . ?
O007 C00Q H00H 108.9 . . ?
O007 C00Q H00I 108.9 . . ?
C00I C00Q H00H 108.9 . . ?
C00I C00Q H00I 108.9 . . ?
H00H C00Q H00I 107.7 . . ?
C00O C00R H00R 119.3 . . ?
C00O C00R C00U 121.4(2) . . ?
C00U C00R H00R 119.3 . . ?
C00I C00S H00S 119.4 . . ?
C00Y C00S C00I 121.1(2) . . ?
C00Y C00S H00S 119.4 . . ?
C00O C00T H00T 120.4 . . ?
C013 C00T C00O 119.3(2) . . ?
C013 C00T H00T 120.4 . . ?
C00M C00U C00R 115.8(2) . . ?
C00M C00U C016 126.0(3) . . ?
C00R C00U C016 118.1(3) . . ?
C00F C00V C00Z 119.3(2) . . ?
C012 C00V C00F 115.4(2) . . ?
C012 C00V C00Z 125.3(3) . . ?
O002 C00W C00O 112.5(2) . . ?
O005 C00W O002 123.2(2) . . ?
O005 C00W C00O 124.3(2) . . ?
C00L C00X H00X 120.8 . . ?
C012 C00X C00L 118.4(2) . . ?
C012 C00X H00X 120.8 . . ?
C00S C00Y H00Y 120.9 . . ?
C011 C00Y C00S 118.1(2) . . ?
C011 C00Y H00Y 120.9 . . ?
C00V C00Z H00A 109.5 . . ?
C00V C00Z H00B 109.5 . . ?
C00V C00Z H00C 109.5 . . ?
H00A C00Z H00B 109.5 . . ?
H00A C00Z H00C 109.5 . . ?
H00B C00Z H00C 109.5 . . ?
C00D C010 O001 119.3(2) . . ?
C00D C010 C00J 122.5(2) . . ?
C00J C010 O001 118.0(2) . . ?
C00P C011 O002 118.4(2) . . ?
C00P C011 C00Y 122.4(2) . . ?
C00Y C011 O002 119.1(2) . . ?
C00V C012 N00C 120.1(2) . . ?
C00X C012 N00C 115.4(2) . . ?
C00X C012 C00V 124.5(2) . . ?
C00M C013 H013 120.7 . . ?
C00T C013 C00M 118.5(3) . . ?
C00T C013 H013 120.7 . . ?
C00G C014 C00N 118.8(2) . . ?
C00G C014 C015 120.7(2) . . ?
C00N C014 C015 120.5(2) . . ?
O008 C015 C014 112.5(2) . . ?
O008 C015 H01A 109.1 . . ?
O008 C015 H01B 109.1 . . ?
C014 C015 H01A 109.1 . . ?
C014 C015 H01B 109.1 . . ?
H01A C015 H01B 107.8 . . ?
C00U C016 H01C 109.5 . . ?
C00U C016 H01D 109.5 . . ?
C00U C016 H01E 109.5 . . ?
H01C C016 H01D 109.5 . . ?
H01C C016 H01E 109.5 . . ?
H01D C016 H01E 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
O001 C00H C00K C00F -159.7(2) . . . . ?
O001 C00H C00K C00L 22.0(3) . . . . ?
O003 C00H C00K C00F 20.7(3) . . . . ?
O003 C00H C00K C00L -157.6(2) . . . . ?
O004 N00B C00M C00U 31.5(3) . . . . ?
O004 N00B C00M C013 -148.0(2) . . . . ?
O006 N00C C012 C00V 143.9(2) . . . . ?
O006 N00C C012 C00X -35.8(3) . . . . ?
O009 N00C C012 C00V -36.6(3) . . . . ?
O009 N00C C012 C00X 143.6(2) . . . . ?
O00A N00B C00M C00U -150.7(2) . . . . ?
O00A N00B C00M C013 29.8(3) . . . . ?
N00B C00M C00U C00R -179.3(2) . . . . ?
N00B C00M C00U C016 2.4(4) . . . . ?
N00B C00M C013 C00T 178.0(2) . . . . ?
C00D C00G C014 C00N 0.5(4) . . . . ?
C00D C00G C014 C015 -179.5(2) . . . . ?
C00E C00I C00Q O007 -130.7(2) . . . . ?
C00E C00I C00S C00Y -1.1(4) . . . . ?
C00E C00P C011 O002 -176.4(2) . . . . ?
C00E C00P C011 C00Y -0.8(4) . . . . ?
C00F C00K C00L C00X -1.2(3) . . . . ?
C00F C00V C012 N00C 177.87(19) . . . . ?
C00F C00V C012 C00X -2.4(3) . . . . ?
C00G C00D C010 O001 175.3(2) . . . . ?
C00G C00D C010 C00J 0.5(4) . . . . ?
C00G C014 C015 O008 -93.7(3) . . . . ?
C00H O001 C010 C00D 83.7(3) . . . . ?
C00H O001 C010 C00J -101.2(3) . . . . ?
C00H C00K C00L C00X 177.1(2) . . . . ?
C00I C00E C00P C011 -0.4(4) . . . . ?
C00I C00S C00Y C011 0.0(4) . . . . ?
C00J C00N C014 C00G -0.1(4) . . . . ?
C00J C00N C014 C015 179.9(2) . . . . ?
C00K C00F C00V C00Z -177.8(2) . . . . ?
C00K C00F C00V C012 0.8(3) . . . . ?
C00K C00L C00X C012 -0.3(3) . . . . ?
C00L C00X C012 N00C -178.0(2) . . . . ?
C00L C00X C012 C00V 2.2(4) . . . . ?
C00N C00J C010 O001 -175.0(2) . . . . ?
C00N C00J C010 C00D -0.1(4) . . . . ?
C00N C014 C015 O008 86.3(3) . . . . ?
C00O C00R C00U C00M 0.6(3) . . . . ?
C00O C00R C00U C016 179.0(2) . . . . ?
C00O C00T C013 C00M 2.0(3) . . . . ?
C00P C00E C00I C00Q -177.8(2) . . . . ?
C00P C00E C00I C00S 1.3(4) . . . . ?
C00Q C00I C00S C00Y 178.0(2) . . . . ?
C00R C00O C00T C013 -1.3(3) . . . . ?
C00R C00O C00W O002 13.0(3) . . . . ?
C00R C00O C00W O005 -168.3(2) . . . . ?
C00S C00I C00Q O007 50.3(3) . . . . ?
C00S C00Y C011 O002 176.6(2) . . . . ?
C00S C00Y C011 C00P 1.0(4) . . . . ?
C00T C00O C00R C00U 0.0(3) . . . . ?
C00T C00O C00W O002 -165.6(2) . . . . ?
C00T C00O C00W O005 13.0(4) . . . . ?
C00U C00M C013 C00T -1.4(4) . . . . ?
C00V C00F C00K C00H -177.4(2) . . . . ?
C00V C00F C00K C00L 1.0(3) . . . . ?
C00W O002 C011 C00P -101.3(3) . . . . ?
C00W O002 C011 C00Y 82.9(3) . . . . ?
C00W C00O C00R C00U -178.6(2) . . . . ?
C00W C00O C00T C013 177.4(2) . . . . ?
C00Z C00V C012 N00C -3.6(4) . . . . ?
C00Z C00V C012 C00X 176.1(2) . . . . ?
C010 O001 C00H O003 0.6(3) . . . . ?
C010 O001 C00H C00K -178.99(19) . . . . ?
C010 C00D C00G C014 -0.7(4) . . . . ?
C010 C00J C00N C014 -0.1(4) . . . . ?
C011 O002 C00W O005 -1.4(3) . . . . ?
C011 O002 C00W C00O 177.3(2) . . . . ?
C013 C00M C00U C00R 0.1(4) . . . . ?
C013 C00M C00U C016 -178.2(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.419
_oxdiff_exptl_absorpt_empirical_full_min 0.753
####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2311705'
loop_
_audit_author_name
_audit_author_address
'Saikat Mondal'
;IISER Kolkata
India
;
_audit_update_record             
;
2023-12-02 deposited with the CCDC.	2024-01-24 downloaded from the CCDC.
;
_audit_creation_date             2023-12-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H13 N O5'
_chemical_formula_sum            'C15 H13 N O5'
_chemical_formula_weight         287.26
_chemical_absolute_configuration ?
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   3.95360(10)
_cell_length_b                   11.24500(10)
_cell_length_c                   30.6382(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1362.12(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9082
_cell_measurement_temperature    285(12)
_cell_measurement_theta_max      67.9200
_cell_measurement_theta_min      2.8500
_shelx_estimated_absorpt_T_max   0.916
_shelx_estimated_absorpt_T_min   0.573
_exptl_absorpt_coefficient_mu    0.896
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33516
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            13435
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.020
_diffrn_reflns_theta_min         2.885
_diffrn_ambient_temperature      285(12)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -78.00   4.00   0.50    2.00    --  -40.58 104.00-170.00  164
  2  ω     18.00  78.00   0.50    2.00    --   40.58-104.00  88.00  120
  3  ω    -82.00 -12.00   0.50    8.00    --  -82.50 104.00-170.00  140
  4  ω    105.00 167.00   0.50    8.00    --   96.35 104.00-170.00  124
  5  ω     26.00 108.00   0.50    8.00    --   96.35-104.00  88.00  164
  6  ω    -67.00  28.00   0.50    2.00    --  -40.58  77.00 150.00  190
  7  ω    -31.00  30.00   0.50    2.00    --  -40.58  25.00 150.00  122
  8  ω    -43.00  26.00   0.50    2.00    --  -40.58  38.00   0.00  138
  9  ω   -109.00 -14.00   0.50    2.00    --  -40.58 -77.00 -30.00  190
 10  ω    -25.00  43.00   0.50    2.00    --   40.58 -38.00 -30.00  136
 11  ω     18.00  78.00   0.50    2.00    --   40.58-104.00 -90.00  120
 12  ω    -68.00 -14.00   0.50    8.00    --  -82.50  59.00-180.00  108
 13  ω   -153.00 -78.00   0.50    8.00    --  -82.50 -87.00 150.00  150
 14  ω    -57.00 -16.00   0.50    8.00    --  -82.50  50.00  90.00   82
 15  ω   -153.00 -83.00   0.50    8.00    --  -82.50-104.00  88.00  140
 16  ω    -47.00 -15.00   0.50    8.00    --  -82.50  42.00  60.00   64
 17  ω     44.00 127.00   0.50    8.00    --   96.35-145.00 -60.00  166
 18  ω     28.00  68.00   0.50    8.00    --   96.35 -59.00 150.00   80
 19  ω     99.00 160.00   0.50    8.00    --   96.35 117.00 120.00  122
 20  ω     28.00  68.00   0.50    8.00    --   96.35 -59.00   0.00   80
 21  ω     30.00  57.00   0.50    8.00    --   96.35 -50.00 -30.00   54
 22  ω     30.00  57.00   0.50    8.00    --   96.35 -50.00  90.00   54
 23  ω     83.00 164.00   0.50    8.00    --   96.35  33.00-180.00  162
 24  ω     28.00  68.00   0.50    8.00    --   96.35 -59.00  60.00   80
 25  ω     28.00 105.00   0.50    8.00    --   96.35 -77.00 -30.00  154
 26  ω     30.00  57.00   0.50    8.00    --   96.35 -50.00 120.00   54
 27  ω     30.00  57.00   0.50    8.00    --   96.35 -50.00  60.00   54
 28  ω     23.00 106.00   0.50    8.00    --   96.35 -96.00 150.00  166
 29  ω     99.00 160.00   0.50    8.00    --   96.35 117.00 150.00  122
 30  ω     29.00  83.00   0.50    8.00    --   96.35 -68.00  30.00  108
 31  ω     29.00  83.00   0.50    8.00    --   96.35 -68.00  60.00  108
 32  ω     28.00  68.00   0.50    8.00    --   96.35 -59.00 -30.00   80
 33  ω     99.00 160.00   0.50    8.00    --   96.35 117.00  30.00  122
 34  ω    105.00 170.00   0.50    8.00    --   96.35  96.00  90.00  130
 35  ω   -107.00 -25.00   0.50    2.00    --  -40.58 -38.00  30.00  164
 36  ω    -24.00  35.00   0.50    2.00    --  -40.58  12.00-120.00  118
 37  ω   -108.00 -17.00   0.50    2.00    --  -40.58 -64.00   0.00  182
 38  ω   -107.00 -21.00   0.50    2.00    --  -40.58 -50.00-150.00  172
 39  ω   -109.00 -14.00   0.50    2.00    --  -40.58 -77.00 -60.00  190
 40  ω   -109.00 -14.00   0.50    2.00    --  -40.58 -77.00-180.00  190
 41  ω     14.00 109.00   0.50    2.00    --   40.58  77.00  60.00  190
 42  ω     14.00 109.00   0.50    2.00    --   40.58  77.00 120.00  190
 43  ω     14.00 109.00   0.50    2.00    --   40.58  77.00-150.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.581
_reflns_Friedel_fraction_full    0.911
_reflns_Friedel_fraction_max     0.908
_reflns_number_gt                2200
_reflns_number_total             2404
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.145
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.034
_refine_ls_abs_structure_details 
;
 Flack x determined using 747 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.03(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         2404
_refine_ls_number_restraints     246
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0804P)²+0.0742P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1231
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C00A-C00G \\sim C2-C4
 with sigma of 0.02
 C00A-C00H \\sim C2-C5
 with sigma of 0.02
 C00C-C00I \\sim C7-C6
 with sigma of 0.02
 C00G-H00G \\sim C4-H4
 with sigma of 0.02
 C00G-C00J \\sim C4-C00K
 with sigma of 0.02
 C00H-H00A \\sim C5-H5A
 with sigma of 0.02
 C00H-H00D \\sim C5-H5B
 with sigma of 0.02
 C00H-H00H \\sim C5-H5C
 with sigma of 0.02
 C00I-H00I \\sim C6-H6
 with sigma of 0.02
 C00I-C00J \\sim C6-C00K
 with sigma of 0.02
 C00J-C1 \\sim C00K-C1A
 with sigma of 0.02
 O001-C00A \\sim O001-C2
 with sigma of 0.04
 O001-C00C \\sim O001-C7
 with sigma of 0.04
 C00A-C00C \\sim C2-C7
 with sigma of 0.04
 C00A-H00G \\sim C2-H4
 with sigma of 0.04
 C00A-H00A \\sim C2-H5A
 with sigma of 0.04
 C00A-H00D \\sim C2-H5B
 with sigma of 0.04
 C00A-H00H \\sim C2-H5C
 with sigma of 0.04
 C00A-C00J \\sim C2-C00K
 with sigma of 0.04
 C00C-H00I \\sim C7-H6
 with sigma of 0.04
 C00C-C00J \\sim C7-C00K
 with sigma of 0.04
 C00G-C00H \\sim C4-C5
 with sigma of 0.04
 C00G-C00I \\sim C4-C6
 with sigma of 0.04
 C00G-C1 \\sim C4-C1A
 with sigma of 0.04
 H00G-C00J \\sim H4-C00K
 with sigma of 0.04
 H00A-H00D \\sim H5A-H5B
 with sigma of 0.04
 H00A-H00H \\sim H5A-H5C
 with sigma of 0.04
 H00D-H00H \\sim H5B-H5C
 with sigma of 0.04
 C00I-C1 \\sim C6-C1A
 with sigma of 0.04
 H00I-C00J \\sim H6-C00K
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
O2 \\sim O4 \\sim O1 \\sim O3: within 2A with sigma of 0.005 and sigma for
terminal atoms of 0.008 within 2A
C009: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.002
within 2A
4. Rigid body (RIGU) restrains
 O001, C005, C009, O002, C006, C00A, C00C, C008, C00B, C00G, C00H, C00I, C00E,
 C00F, C00J, C00D, C1, N003, O004, O007
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C2, C7, C4, C5, C6, C00K, C1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C00A(0.5) C00C(0.5) H00C(0.5) C00G(0.5) H00G(0.5) C00H(0.5)
 H00A(0.5) H00D(0.5) H00H(0.5) C00I(0.5) H00I(0.5) C00J(0.5) C1(0.5) H1AA(0.25)
 H1AB(0.25) H1BC(0.25) H1BD(0.25) C2(0.5) C7(0.5) H7(0.5) C4(0.5) H4(0.5)
 C5(0.5) H5A(0.5) H5B(0.5) H5C(0.5) C6(0.5) H6(0.5) C00K(0.5) C1A(0.5)
 H1AC(0.25) H1AD(0.25) H1AE(0.25) H1AF(0.25) O4(0.25) H4A(0.25) O2(0.25)
 H2(0.25) O3(0.25) H3(0.25) O1(0.25) H1(0.25)
6.a Riding coordinates:
 C1(H1AA,H1AB), C1(H1BC,H1BD), C1A(H1AC,H1AD), C1A(H1AE,H1AF), O4(H4A), O2(H2),
  O3(H3)
6.b Aromatic/amide H refined with riding coordinates:
 C008(H008), C00B(H00B), C00C(H00C), C00E(H00E), C00F(H00F), C00G(H00G),
 C00I(H00I), C7(H7), C4(H4), C6(H6)
6.c Idealised Me refined as rotating group:
 C00H(H00A,H00D,H00H), C5(H5A,H5B,H5C)
6.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_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
O001 O 0.6179(5) 0.67614(14) 0.37919(5) 0.0624(5) Uani 1 1 d D . . . .
O002 O 0.3387(8) 0.55439(18) 0.42482(7) 0.0889(8) Uani 1 1 d . . . . .
N003 N 0.8970(9) 0.1910(2) 0.28031(9) 0.0853(8) Uani 1 1 d . . . . .
O004 O 1.0817(11) 0.2136(2) 0.24927(9) 0.1127(11) Uani 1 1 d . . . . .
C005 C 0.5094(7) 0.5696(2) 0.39288(8) 0.0592(6) Uani 1 1 d . . . . .
C006 C 0.6141(7) 0.4722(2) 0.36285(8) 0.0557(6) Uani 1 1 d . . . . .
O007 O 0.7969(12) 0.0912(2) 0.28927(10) 0.1256(12) Uani 1 1 d . . . . .
C008 C 0.7582(8) 0.4960(2) 0.32235(8) 0.0625(7) Uani 1 1 d . . . . .
H008 H 0.793052 0.574333 0.313657 0.075 Uiso 1 1 calc R U . . .
C009 C 0.5392(7) 0.7784(2) 0.40386(8) 0.0551(6) Uani 1 1 d . . . . .
C00A C 0.363(4) 0.8664(13) 0.3807(5) 0.048(3) Uani 0.5 1 d D . P A 1
C00B C 0.5673(8) 0.3561(2) 0.37607(9) 0.0650(7) Uani 1 1 d . . . . .
H00B H 0.474034 0.340483 0.403343 0.078 Uiso 1 1 calc R U . . .
C00C C 0.665(9) 0.7955(17) 0.4450(6) 0.054(4) Uani 0.5 1 d D . P A 1
H00C H 0.803217 0.739309 0.458242 0.065 Uiso 0.5 1 calc R U P A 1
C00D C 0.7982(8) 0.2892(2) 0.30926(9) 0.0635(7) Uani 1 1 d . . . . .
C00E C 0.8493(8) 0.4042(2) 0.29513(8) 0.0656(7) Uani 1 1 d . . . . .
H00E H 0.943045 0.419268 0.267850 0.079 Uiso 1 1 calc R U . . .
C00F C 0.6575(9) 0.2631(2) 0.34925(9) 0.0692(7) Uani 1 1 d . . . . .
H00F H 0.624207 0.184683 0.357905 0.083 Uiso 1 1 calc R U . . .
C00G C 0.319(8) 0.9758(16) 0.4016(5) 0.059(3) Uani 0.5 1 d D . P A 1
H00G H 0.225445 1.038990 0.386168 0.070 Uiso 0.5 1 calc DR U P A 1
C00H C 0.293(6) 0.8571(19) 0.3317(6) 0.082(5) Uani 0.5 1 d D . P A 1
H00A H 0.379480 0.782851 0.320905 0.123 Uiso 0.5 1 calc DR U P A 1
H00D H 0.402907 0.921569 0.316805 0.123 Uiso 0.5 1 calc DR U P A 1
H00H H 0.054016 0.860951 0.326612 0.123 Uiso 0.5 1 calc DR U P A 1
C00I C 0.575(8) 0.9014(18) 0.4662(7) 0.070(4) Uani 0.5 1 d D . P A 1
H00I H 0.626975 0.910687 0.495626 0.084 Uiso 0.5 1 calc DR U P A 1
C00J C 0.412(9) 0.9920(16) 0.4444(6) 0.068(4) Uani 0.5 1 d D . P A 1
C1 C 0.317(7) 1.1067(14) 0.4675(5) 0.110(6) Uani 0.5 1 d D . P A 1
H1AA H 0.359215 1.174277 0.448584 0.132 Uiso 0.25 1 d R U P A 1
H1AB H 0.079595 1.105446 0.475654 0.132 Uiso 0.25 1 d R U P A 1
H1BC H 0.193645 1.083917 0.493564 0.132 Uiso 0.25 1 d R U P A 3
H1BD H 0.528605 1.143887 0.475664 0.132 Uiso 0.25 1 d R U P A 3
C2 C 0.393(6) 0.8731(17) 0.3837(6) 0.071(5) Uani 0.5 1 d D . P A 2
C7 C 0.630(10) 0.778(2) 0.4480(7) 0.067(5) Uani 0.5 1 d D . P A 2
H7 H 0.713450 0.709722 0.461233 0.081 Uiso 0.5 1 calc R U P A 2
C4 C 0.304(9) 0.9668(18) 0.4112(5) 0.068(4) Uani 0.5 1 d D . P A 2
H4 H 0.166452 1.026616 0.400078 0.09(2) Uiso 0.5 1 calc DR . P A 2
C5 C 0.247(6) 0.8567(15) 0.3378(5) 0.064(3) Uani 0.5 1 d D . P A 2
H5A H 0.119369 0.784117 0.336689 0.052(13) Uiso 0.5 1 calc DR . P A 2
H5B H 0.428343 0.853057 0.316987 0.12(4) Uiso 0.5 1 calc DR . P A 2
H5C H 0.101971 0.922508 0.330937 0.063(16) Uiso 0.5 1 calc DR . P A 2
C6 C 0.593(7) 0.8826(19) 0.4716(7) 0.071(4) Uani 0.5 1 d D . P A 2
H6 H 0.691159 0.890287 0.499029 0.056(15) Uiso 0.5 1 calc DR . P A 2
C00K C 0.407(8) 0.9755(17) 0.4539(6) 0.068(4) Uani 0.5 1 d D . P A 2
C1A C 0.333(5) 1.0817(13) 0.4826(5) 0.093(4) Uani 0.5 1 d D . P A 2
H1AC H 0.396298 1.065295 0.512603 0.112 Uiso 0.25 1 d R U P A 2
H1AD H 0.092288 1.097565 0.481083 0.112 Uiso 0.25 1 d R U P A 2
H1AE H 0.499428 1.086235 0.505843 0.112 Uiso 0.25 1 d R U P A 4
H1AF H 0.110308 1.069805 0.495103 0.112 Uiso 0.25 1 d R U P A 4
O4 O 0.341(7) 1.1870(17) 0.4635(7) 0.122(5) Uani 0.25 1 d . U P B 4
H4A H 0.340610 1.174940 0.437122 0.183 Uiso 0.25 1 d R U P B 4
O2 O 0.135(5) 1.1829(11) 0.4498(4) 0.107(4) Uani 0.25 1 d . U P C 3
H2 H 0.038274 1.151621 0.429116 0.160 Uiso 0.25 1 d R U P C 3
O3 O 0.507(6) 1.1188(11) 0.5096(5) 0.145(4) Uani 0.25 1 d . U P A 1
H3 H 0.567056 1.188005 0.512874 0.218 Uiso 0.25 1 d R U P A 1
O1 O 0.534(6) 1.1849(16) 0.4678(7) 0.126(5) Uani 0.25 1 d . U P A 2
H1 H 0.719412 1.162155 0.459285 0.190 Uiso 0.25 1 calc R U P A 2


_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
O001 C005 1.340(3) . ?
O001 C009 1.410(3) . ?
O002 C005 1.201(3) . ?
N003 O004 1.225(4) . ?
N003 O007 1.221(4) . ?
N003 C00D 1.469(4) . ?
C005 C006 1.489(3) . ?
C006 C008 1.392(3) . ?
C006 C00B 1.379(3) . ?
C008 H008 0.9300 . ?
C008 C00E 1.376(4) . ?
C009 C00A 1.404(14) . ?
C009 C00C 1.367(18) . ?
C009 C2 1.360(17) . ?
C009 C7 1.40(2) . ?
C00A C00G 1.398(12) . ?
C00A C00H 1.529(12) . ?
C00B H00B 0.9300 . ?
C00B C00F 1.377(4) . ?
C00C H00C 0.9300 . ?
C00C C00I 1.403(12) . ?
C00D C00E 1.378(4) . ?
C00D C00F 1.377(4) . ?
C00E H00E 0.9300 . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00G C00J 1.374(12) . ?
C00H H00A 0.9600 . ?
C00H H00D 0.9600 . ?
C00H H00H 0.9600 . ?
C00I H00I 0.9300 . ?
C00I C00J 1.379(13) . ?
C00J C1 1.518(13) . ?
C1 H1AA 0.9700 . ?
C1 H1AB 0.9700 . ?
C1 O3 1.50(2) . ?
C2 C4 1.395(13) . ?
C2 C5 1.531(12) . ?
C7 H7 0.9300 . ?
C7 C6 1.387(14) . ?
C4 H4 0.9300 . ?
C4 C00K 1.374(12) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6 0.9300 . ?
C6 C00K 1.387(13) . ?
C00K C1A 1.511(13) . ?
C1A H1AC 0.9699 . ?
C1A H1AD 0.9700 . ?
C1A O1 1.48(2) . ?
O4 H4A 0.8199 . ?
O2 H2 0.8199 . ?
O3 H3 0.8199 . ?
O1 H1 0.8200 . ?

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
C005 O001 C009 119.37(18) . . ?
O004 N003 C00D 118.1(3) . . ?
O007 N003 O004 123.9(3) . . ?
O007 N003 C00D 117.9(3) . . ?
O001 C005 C006 112.0(2) . . ?
O002 C005 O001 124.2(2) . . ?
O002 C005 C006 123.7(2) . . ?
C008 C006 C005 121.5(2) . . ?
C00B C006 C005 118.5(2) . . ?
C00B C006 C008 119.9(2) . . ?
C006 C008 H008 119.9 . . ?
C00E C008 C006 120.2(2) . . ?
C00E C008 H008 119.9 . . ?
C00A C009 O001 114.4(6) . . ?
C00C C009 O001 121.9(8) . . ?
C00C C009 C00A 123.2(10) . . ?
C2 C009 O001 119.2(7) . . ?
C2 C009 C7 123.3(11) . . ?
C7 C009 O001 117.4(9) . . ?
C009 C00A C00H 122.6(11) . . ?
C00G C00A C009 116.7(12) . . ?
C00G C00A C00H 119.2(13) . . ?
C006 C00B H00B 119.7 . . ?
C00F C00B C006 120.6(2) . . ?
C00F C00B H00B 119.7 . . ?
C009 C00C H00C 121.4 . . ?
C009 C00C C00I 117.1(15) . . ?
C00I C00C H00C 121.4 . . ?
C00E C00D N003 118.5(3) . . ?
C00F C00D N003 119.0(2) . . ?
C00F C00D C00E 122.6(2) . . ?
C008 C00E C00D 118.4(2) . . ?
C008 C00E H00E 120.8 . . ?
C00D C00E H00E 120.8 . . ?
C00B C00F C00D 118.3(2) . . ?
C00B C00F H00F 120.9 . . ?
C00D C00F H00F 120.9 . . ?
C00A C00G H00G 119.3 . . ?
C00J C00G C00A 121.4(13) . . ?
C00J C00G H00G 119.3 . . ?
C00A C00H H00A 109.5 . . ?
C00A C00H H00D 109.5 . . ?
C00A C00H H00H 109.5 . . ?
H00A C00H H00D 109.5 . . ?
H00A C00H H00H 109.5 . . ?
H00D C00H H00H 109.5 . . ?
C00C C00I H00I 119.3 . . ?
C00J C00I C00C 121.3(14) . . ?
C00J C00I H00I 119.3 . . ?
C00G C00J C00I 119.3(12) . . ?
C00G C00J C1 119.4(13) . . ?
C00I C00J C1 121.2(13) . . ?
C00J C1 H1AA 110.2 . . ?
C00J C1 H1AB 110.3 . . ?
H1AA C1 H1AB 109.5 . . ?
O3 C1 C00J 110.7(15) . . ?
O3 C1 H1AA 110.8 . . ?
O3 C1 H1AB 105.2 . . ?
C009 C2 C4 115.1(13) . . ?
C009 C2 C5 118.9(13) . . ?
C4 C2 C5 123.4(15) . . ?
C009 C7 H7 120.8 . . ?
C6 C7 C009 118.4(16) . . ?
C6 C7 H7 120.8 . . ?
C2 C4 H4 118.2 . . ?
C00K C4 C2 123.7(15) . . ?
C00K C4 H4 118.2 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 H6 120.3 . . ?
C00K C6 C7 119.4(16) . . ?
C00K C6 H6 120.3 . . ?
C4 C00K C6 118.4(13) . . ?
C4 C00K C1A 123.5(14) . . ?
C6 C00K C1A 118.1(13) . . ?
C00K C1A H1AC 110.5 . . ?
C00K C1A H1AD 107.9 . . ?
H1AC C1A H1AD 109.5 . . ?
O1 C1A C00K 109.7(17) . . ?
O1 C1A H1AC 107.7 . . ?
O1 C1A H1AD 111.6 . . ?
C1 O3 H3 109.6 . . ?
C1A O1 H1 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
O001 C005 C006 C008 -9.7(4) . . . . ?
O001 C005 C006 C00B 169.9(3) . . . . ?
O001 C009 C00A C00G -171.5(17) . . . . ?
O001 C009 C00A C00H -5.7(19) . . . . ?
O001 C009 C00C C00I 179(2) . . . . ?
O001 C009 C2 C4 175.8(19) . . . . ?
O001 C009 C2 C5 14(2) . . . . ?
O001 C009 C7 C6 172(2) . . . . ?
O002 C005 C006 C008 168.2(3) . . . . ?
O002 C005 C006 C00B -12.2(4) . . . . ?
N003 C00D C00E C008 -179.7(3) . . . . ?
N003 C00D C00F C00B 179.8(3) . . . . ?
O004 N003 C00D C00E 14.8(5) . . . . ?
O004 N003 C00D C00F -165.5(3) . . . . ?
C005 O001 C009 C00A -122.6(9) . . . . ?
C005 O001 C009 C00C 65.6(18) . . . . ?
C005 O001 C009 C2 -127.9(12) . . . . ?
C005 O001 C009 C7 54.7(19) . . . . ?
C005 C006 C008 C00E -179.4(3) . . . . ?
C005 C006 C00B C00F 179.4(3) . . . . ?
C006 C008 C00E C00D -0.8(4) . . . . ?
C006 C00B C00F C00D 0.7(5) . . . . ?
O007 N003 C00D C00E -167.0(4) . . . . ?
O007 N003 C00D C00F 12.8(5) . . . . ?
C008 C006 C00B C00F -1.0(5) . . . . ?
C009 O001 C005 O002 1.9(4) . . . . ?
C009 O001 C005 C006 179.7(2) . . . . ?
C009 C00A C00G C00J -7(4) . . . . ?
C009 C00C C00I C00J -10(5) . . . . ?
C009 C2 C4 C00K 12(4) . . . . ?
C009 C7 C6 C00K 13(5) . . . . ?
C00A C009 C00C C00I 8(4) . . . . ?
C00A C00G C00J C00I 5(5) . . . . ?
C00A C00G C00J C1 -172(3) . . . . ?
C00B C006 C008 C00E 1.0(5) . . . . ?
C00C C009 C00A C00G 0(3) . . . . ?
C00C C009 C00A C00H 166(2) . . . . ?
C00C C00I C00J C00G 3(5) . . . . ?
C00C C00I C00J C1 -180(3) . . . . ?
C00E C00D C00F C00B -0.5(5) . . . . ?
C00F C00D C00E C008 0.6(5) . . . . ?
C00G C00J C1 O3 -167(3) . . . . ?
C00H C00A C00G C00J -173(3) . . . . ?
C00I C00J C1 O3 16(4) . . . . ?
C2 C009 C7 C6 -5(4) . . . . ?
C2 C4 C00K C6 -4(5) . . . . ?
C2 C4 C00K C1A 175(3) . . . . ?
C7 C009 C2 C4 -7(3) . . . . ?
C7 C009 C2 C5 -169(2) . . . . ?
C7 C6 C00K C4 -8(5) . . . . ?
C7 C6 C00K C1A 172(3) . . . . ?
C4 C00K C1A O1 -70(3) . . . . ?
C5 C2 C4 C00K 173(3) . . . . ?
C6 C00K C1A O1 109(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
# start Validation Reply Form
_vrf_PLAT089_test1               
;
PROBLEM: Poor Data / Parameter Ratio (Zmax < 18) ........       5.28 Note.
RESPONSE: we tried to collect better diffraction data using several crystals
but failed to get it.
;
# end Validation Reply Form
